 
data_CZ1

# start Validation Reply Form
_vrf_PLAT094_CZ1
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       4.52 Report
RESPONSE: Q1 (1.11) and Q2 (1.03) are located at 0.9957  0.6380  0.6853  
[0.93 A from Br1] and at 0.9037  0.6389  0.5691 [0.99 A from Br1], resp.
This residual density near the heaviest atom in the model may be a 
result of  the co-crystallization of a small impurity  with an elongated  
Ni-Br distance. Attempts to  model a chemically sensible Ni-Br fragment  
with a different occupancy from the rest of the structure were unsuccessful.
;
# end Validation Reply Form
 
_audit_creation_method            SHELXL-2014
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C24 H40 Br N2 Ni' 
_chemical_formula_weight          495.20

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0181   0.0091
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0311   0.0180
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Ni'  'Ni'  -3.0029   0.5091
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Br'  'Br'  -0.6763   1.2805
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            4
_space_group_name_H-M_alt         'P 21'
_space_group_name_Hall            'P 2yb'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z'
 
_cell_length_a                    6.8458(3)
_cell_length_b                    11.2304(4)
_cell_length_c                    16.4338(6)
_cell_angle_alpha                 90
_cell_angle_beta                  99.126(2)
_cell_angle_gamma                 90
_cell_volume                      1247.46(8)
_cell_formula_units_Z             2
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used      6764
_cell_measurement_theta_min        2.72
_cell_measurement_theta_max       66.56
 
_exptl_crystal_description        'plate' 
_exptl_crystal_colour             'blue' 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ?              
_exptl_crystal_density_diffrn     1.318          
_exptl_crystal_F_000              522
_exptl_transmission_factor_min    ?                                             
_exptl_transmission_factor_max    ?                                             
_exptl_crystal_size_max           0.173
_exptl_crystal_size_mid           0.101
_exptl_crystal_size_min           0.084
_exptl_absorpt_coefficient_mu     3.061
_shelx_estimated_absorpt_T_min    0.620
_shelx_estimated_absorpt_T_max    0.783
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.6439 
_exptl_absorpt_correction_T_max   0.7528 
_exptl_absorpt_process_details    'TWINABS BRUKER AXS' 
 
_exptl_special_details
;
 Collected, solved and refined by Mate J. Bezdek.
;
 
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      1.54178
_diffrn_radiation_type            CuK\a
_diffrn_radiation_source          'I\mS microfocus source'                       
_diffrn_measurement_device_type   'Bruker D8 Venture Photon 100 CMOS' 
_diffrn_measurement_method        'phi and omega scans'
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             6919
_diffrn_reflns_av_unetI/netI      0.0487
_diffrn_reflns_av_R_equivalents   0.0319
_diffrn_reflns_limit_h_min        -7
_diffrn_reflns_limit_h_max        8
_diffrn_reflns_limit_k_min        -12
_diffrn_reflns_limit_k_max        13
_diffrn_reflns_limit_l_min        -19
_diffrn_reflns_limit_l_max        19
_diffrn_reflns_theta_min          2.723
_diffrn_reflns_theta_max          66.555
_diffrn_reflns_theta_full         67.679
_diffrn_measured_fraction_theta_max   0.986
_diffrn_measured_fraction_theta_full  0.962
_diffrn_reflns_Laue_measured_fraction_max    0.986
_diffrn_reflns_Laue_measured_fraction_full   0.962
_diffrn_reflns_point_group_measured_fraction_max   0.988
_diffrn_reflns_point_group_measured_fraction_full  0.963
_reflns_number_total              3773
_reflns_number_gt                 3609
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.897
_reflns_Friedel_fraction_max      0.990
_reflns_Friedel_fraction_full     0.965
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2016)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP3 (Farraguia, 1994)'
 
_refine_special_details
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0329P)²+0.6531P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack    0.07(3)
_chemical_absolute_configuration  rm
_refine_ls_number_reflns          3773
_refine_ls_number_parameters      282
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.0377
_refine_ls_R_factor_gt            0.0353
_refine_ls_wR_factor_ref          0.0818
_refine_ls_wR_factor_gt           0.0800
_refine_ls_goodness_of_fit_ref    1.115
_refine_ls_restrained_S_all       1.115
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
Br1 Br 0.94500(7) 0.63882(5) 0.62934(3) 0.02391(15) Uani 1 1 d . . . . .
Ni1 Ni 0.64456(11) 0.54769(8) 0.62061(5) 0.0199(2) Uani 1 1 d . . . . .
N1 N 0.4925(6) 0.4880(4) 0.7032(3) 0.0199(9) Uani 1 1 d . . . . .
N2 N 0.4273(6) 0.4767(4) 0.5459(3) 0.0190(9) Uani 1 1 d . . . . .
C15 C 0.4101(7) 0.4772(5) 0.4553(3) 0.0178(10) Uani 1 1 d . . . . .
H15 H 0.271(9) 0.4599(12) 0.4328(14) 0.021 Uiso 1 1 calc R U . . .
C16 C 0.4572(7) 0.6020(4) 0.4242(3) 0.0191(11) Uani 1 1 d . . . . .
H16 H 0.538(5) 0.639(3) 0.466(3) 0.023 Uiso 1 1 calc R U . . .
C20 C 0.5374(8) 0.3743(5) 0.4270(3) 0.0218(11) Uani 1 1 d . . . . .
H20A H 0.632(5) 0.3506(13) 0.472(2) 0.026 Uiso 1 1 calc R U . . .
H20B H 0.456(4) 0.309(3) 0.4110(8) 0.026 Uiso 1 1 calc R U . . .
C21 C 0.2692(8) 0.6768(5) 0.4050(3) 0.0249(12) Uani 1 1 d . . . . .
H21A H 0.195(4) 0.675(3) 0.454(2) 0.037 Uiso 1 1 calc R U . . .
H21B H 0.181(4) 0.643(2) 0.354(2) 0.037 Uiso 1 1 calc R U . . .
H21C H 0.3058(15) 0.763(3) 0.393(2) 0.037 Uiso 1 1 calc R U . . .
C24 C 0.2928(9) 0.4560(6) 0.2629(3) 0.0296(12) Uani 1 1 d . . . . .
H24A H 0.230(3) 0.444(4) 0.311(2) 0.044 Uiso 1 1 calc R U . . .
H24B H 0.2852(10) 0.384(4) 0.231(3) 0.044 Uiso 1 1 calc R U . . .
H24C H 0.226(3) 0.520(3) 0.230(3) 0.044 Uiso 1 1 calc R U . . .
C5 C 0.5450(8) 0.5058(6) 0.7926(3) 0.0289(13) Uani 1 1 d . . . . .
H5 H 0.447(7) 0.456(3) 0.8208(19) 0.035 Uiso 1 1 calc R U . . .
C1 C 0.3341(7) 0.4311(5) 0.6728(3) 0.0199(11) Uani 1 1 d . . . . .
C4 C 0.1251(7) 0.3503(5) 0.5409(3) 0.0221(11) Uani 1 1 d . . . . .
H4A H 0.131(3) 0.344(3) 0.484(2) 0.033 Uiso 1 1 calc R U . . .
H4B H 0.007(5) 0.389(2) 0.548(2) 0.033 Uiso 1 1 calc R U . . .
H4C H 0.129(3) 0.274(3) 0.5645(19) 0.033 Uiso 1 1 calc R U . . .
C22 C 0.7646(8) 0.5242(5) 0.3817(3) 0.0266(12) Uani 1 1 d . . . . .
H22A H 0.869(5) 0.5389(9) 0.3510(15) 0.032 Uiso 1 1 calc R U . . .
H22B H 0.809(2) 0.5300(6) 0.439(3) 0.032 Uiso 1 1 calc R U . . .
C2 C 0.2980(7) 0.4212(4) 0.5819(3) 0.0177(10) Uani 1 1 d . . . . .
C23 C 0.6013(11) 0.5052(6) 0.2116(4) 0.0409(16) Uani 1 1 d . . . . .
H23A H 0.742(7) 0.530(5) 0.2267(8) 0.061 Uiso 1 1 calc R U . . .
H23B H 0.527(6) 0.567(4) 0.176(2) 0.061 Uiso 1 1 calc R U . . .
H23C H 0.595(7) 0.429(4) 0.181(2) 0.061 Uiso 1 1 calc R U . . .
C3 C 0.1907(8) 0.3768(5) 0.7234(3) 0.0264(12) Uani 1 1 d . . . . .
H3A H 0.163(5) 0.431(3) 0.761(2) 0.040 Uiso 1 1 calc R U . . .
H3B H 0.246(3) 0.310(3) 0.749(2) 0.040 Uiso 1 1 calc R U . . .
H3C H 0.077(5) 0.357(4) 0.6897(14) 0.040 Uiso 1 1 calc R U . . .
C19 C 0.6418(8) 0.4113(5) 0.3553(3) 0.0251(12) Uani 1 1 d . . . . .
H19 H 0.712(5) 0.349(5) 0.3329(17) 0.030 Uiso 1 1 calc R U . . .
C18 C 0.5090(8) 0.4892(5) 0.2903(3) 0.0269(12) Uani 1 1 d . . . . .
C10 C 0.5158(9) 0.6388(9) 0.8145(4) 0.0458(14) Uani 1 1 d . . . . .
H10A H 0.5280(11) 0.693(3) 0.762(3) 0.055 Uiso 1 1 calc R U . . .
H10B H 0.370(7) 0.6506(11) 0.8292(8) 0.055 Uiso 1 1 calc R U . . .
C7 C 0.8567(11) 0.5327(9) 0.8950(4) 0.057(2) Uani 1 1 d . . . . .
H7 H 0.973(12) 0.501(3) 0.922(3) 0.068 Uiso 1 1 calc R U . . .
C6 C 0.7534(9) 0.4573(7) 0.8223(4) 0.0376(15) Uani 1 1 d . . . . .
H6 H 0.822(6) 0.4675(11) 0.781(4) 0.045 Uiso 1 1 calc R U . . .
C17 C 0.5717(7) 0.5937(5) 0.3512(3) 0.0235(11) Uani 1 1 d . . . . .
H17 H 0.5900(16) 0.665(6) 0.326(2) 0.028 Uiso 1 1 calc R U . . .
C12 C 0.8762(12) 0.6589(9) 0.8639(4) 0.060(3) Uani 1 1 d . . . . .
H12A H 0.8823(13) 0.6647(10) 0.802(4) 0.072 Uiso 1 1 calc R U . . .
H12B H 0.987(7) 0.708(3) 0.898(2) 0.072 Uiso 1 1 calc R U . . .
C8 C 0.7200(13) 0.5820(9) 0.9533(4) 0.062(2) Uani 1 1 d . . . . .
C14 C 0.5563(15) 0.5074(11) 0.9827(4) 0.078(4) Uani 1 1 d . . . . .
H14A H 0.461(9) 0.482(7) 0.935(3) 0.118 Uiso 1 1 calc R U . . .
H14B H 0.488(9) 0.556(4) 1.020(5) 0.118 Uiso 1 1 calc R U . . .
H14C H 0.616(4) 0.437(6) 1.013(5) 0.118 Uiso 1 1 calc R U . . .
C13 C 0.8401(16) 0.6344(13) 1.0327(4) 0.091(4) Uani 1 1 d . . . . .
H13A H 0.939(11) 0.693(7) 1.0177(10) 0.137 Uiso 1 1 calc R U . . .
H13B H 0.912(11) 0.568(4) 1.067(3) 0.137 Uiso 1 1 calc R U . . .
H13C H 0.748(6) 0.676(7) 1.066(3) 0.137 Uiso 1 1 calc R U . . .
C11 C 0.7509(13) 0.3254(8) 0.8392(5) 0.059(2) Uani 1 1 d . . . . .
H11A H 0.895(7) 0.295(2) 0.856(4) 0.088 Uiso 1 1 calc R U . . .
H11B H 0.685(9) 0.281(2) 0.786(3) 0.088 Uiso 1 1 calc R U . . .
H11C H 0.671(9) 0.3091(13) 0.887(3) 0.088 Uiso 1 1 calc R U . . .
C9 C 0.6665(14) 0.6802(8) 0.8868(4) 0.061(2) Uani 1 1 d . . . . .
H9 H 0.644(3) 0.759(9) 0.908(2) 0.074 Uiso 1 1 calc R U . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
Br1 Ni1 2.2813(9) . ?
Ni1 N2 1.943(4) . ?
Ni1 N1 1.955(4) . ?
N1 C1 1.289(7) . ?
N1 C5 1.470(7) . ?
N2 C2 1.299(6) . ?
N2 C15 1.475(6) . ?
C15 C16 1.543(7) . ?
C15 C20 1.562(7) . ?
C15 H15 0.98(6) . ?
C16 C21 1.527(7) . ?
C16 C17 1.536(7) . ?
C16 H16 0.92(6) . ?
C20 C19 1.531(7) . ?
C20 H20A 0.94(4) . ?
C20 H20B 0.94(4) . ?
C21 H21A 1.02(4) . ?
C21 H21B 1.02(4) . ?
C21 H21C 1.02(4) . ?
C24 C18 1.524(8) . ?
C24 H24A 0.97(4) . ?
C24 H24B 0.97(4) . ?
C24 H24C 0.97(4) . ?
C5 C6 1.533(9) . ?
C5 C10 1.557(11) . ?
C5 H5 1.04(7) . ?
C1 C2 1.480(7) . ?
C1 C3 1.511(7) . ?
C4 C2 1.495(7) . ?
C4 H4A 0.94(4) . ?
C4 H4B 0.94(4) . ?
C4 H4C 0.94(4) . ?
C22 C19 1.545(8) . ?
C22 C17 1.548(8) . ?
C22 H22A 0.95(5) . ?
C22 H22B 0.95(5) . ?
C23 C18 1.538(7) . ?
C23 H23A 0.99(4) . ?
C23 H23B 0.99(4) . ?
C23 H23C 0.99(4) . ?
C3 H3A 0.91(4) . ?
C3 H3B 0.91(4) . ?
C3 H3C 0.91(4) . ?
C19 C18 1.557(8) . ?
C19 H19 0.96(7) . ?
C18 C17 1.556(8) . ?
C10 C9 1.517(10) . ?
C10 H10A 1.07(5) . ?
C10 H10B 1.07(5) . ?
C7 C12 1.519(13) . ?
C7 C6 1.542(10) . ?
C7 C8 1.545(12) . ?
C7 H7 0.92(9) . ?
C6 C11 1.508(11) . ?
C6 H6 0.90(8) . ?
C17 H17 0.92(7) . ?
C12 C9 1.559(12) . ?
C12 H12A 1.03(6) . ?
C12 H12B 1.03(6) . ?
C8 C14 1.537(11) . ?
C8 C13 1.544(9) . ?
C8 C9 1.555(12) . ?
C14 H14A 0.99(6) . ?
C14 H14B 0.99(6) . ?
C14 H14C 0.99(6) . ?
C13 H13A 1.01(6) . ?
C13 H13B 1.01(6) . ?
C13 H13C 1.01(6) . ?
C11 H11A 1.04(5) . ?
C11 H11B 1.04(5) . ?
C11 H11C 1.04(5) . ?
C9 H9 0.97(11) . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
N2 Ni1 N1 81.93(17) . . ?
N2 Ni1 Br1 144.66(12) . . ?
N1 Ni1 Br1 133.17(13) . . ?
C1 N1 C5 120.8(4) . . ?
C1 N1 Ni1 114.2(3) . . ?
C5 N1 Ni1 125.1(3) . . ?
C2 N2 C15 120.7(4) . . ?
C2 N2 Ni1 114.6(3) . . ?
C15 N2 Ni1 124.5(3) . . ?
N2 C15 C16 110.5(4) . . ?
N2 C15 C20 109.8(4) . . ?
C16 C15 C20 114.7(4) . . ?
N2 C15 H15 107.2 . . ?
C16 C15 H15 107.2 . . ?
C20 C15 H15 107.2 . . ?
C21 C16 C17 113.0(4) . . ?
C21 C16 C15 110.8(4) . . ?
C17 C16 C15 111.3(4) . . ?
C21 C16 H16 107.2 . . ?
C17 C16 H16 107.2 . . ?
C15 C16 H16 107.2 . . ?
C19 C20 C15 112.2(4) . . ?
C19 C20 H20A 109.2 . . ?
C15 C20 H20A 109.2 . . ?
C19 C20 H20B 109.2 . . ?
C15 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C24 H24A 109.5 . . ?
C18 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C18 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C5 C6 109.7(5) . . ?
N1 C5 C10 110.0(5) . . ?
C6 C5 C10 114.5(5) . . ?
N1 C5 H5 107.4 . . ?
C6 C5 H5 107.4 . . ?
C10 C5 H5 107.4 . . ?
N1 C1 C2 115.0(4) . . ?
N1 C1 C3 124.6(5) . . ?
C2 C1 C3 120.4(5) . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C19 C22 C17 85.7(4) . . ?
C19 C22 H22A 114.4 . . ?
C17 C22 H22A 114.4 . . ?
C19 C22 H22B 114.4 . . ?
C17 C22 H22B 114.4 . . ?
H22A C22 H22B 111.5 . . ?
N2 C2 C1 114.1(4) . . ?
N2 C2 C4 126.7(5) . . ?
C1 C2 C4 119.2(4) . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C20 C19 C22 107.8(4) . . ?
C20 C19 C18 112.8(4) . . ?
C22 C19 C18 87.9(4) . . ?
C20 C19 H19 115.1 . . ?
C22 C19 H19 115.1 . . ?
C18 C19 H19 115.1 . . ?
C24 C18 C23 106.8(5) . . ?
C24 C18 C19 119.9(5) . . ?
C23 C18 C19 111.6(5) . . ?
C24 C18 C17 122.0(4) . . ?
C23 C18 C17 110.2(5) . . ?
C19 C18 C17 85.0(4) . . ?
C9 C10 C5 112.2(7) . . ?
C9 C10 H10A 109.2 . . ?
C5 C10 H10A 109.2 . . ?
C9 C10 H10B 109.2 . . ?
C5 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C12 C7 C6 107.8(5) . . ?
C12 C7 C8 88.2(7) . . ?
C6 C7 C8 115.4(6) . . ?
C12 C7 H7 114.2 . . ?
C6 C7 H7 114.2 . . ?
C8 C7 H7 114.2 . . ?
C11 C6 C5 111.8(6) . . ?
C11 C6 C7 114.5(6) . . ?
C5 C6 C7 109.9(6) . . ?
C11 C6 H6 106.7 . . ?
C5 C6 H6 106.7 . . ?
C7 C6 H6 106.7 . . ?
C16 C17 C22 107.0(4) . . ?
C16 C17 C18 115.1(4) . . ?
C22 C17 C18 87.9(4) . . ?
C16 C17 H17 114.6 . . ?
C22 C17 H17 114.6 . . ?
C18 C17 H17 114.6 . . ?
C7 C12 C9 85.9(6) . . ?
C7 C12 H12A 114.3 . . ?
C9 C12 H12A 114.3 . . ?
C7 C12 H12B 114.3 . . ?
C9 C12 H12B 114.3 . . ?
H12A C12 H12B 111.5 . . ?
C14 C8 C13 105.0(6) . . ?
C14 C8 C7 122.9(8) . . ?
C13 C8 C7 111.5(7) . . ?
C14 C8 C9 120.4(8) . . ?
C13 C8 C9 111.0(8) . . ?
C7 C8 C9 85.2(6) . . ?
C8 C14 H14A 109.5 . . ?
C8 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C8 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C11 H11A 109.5 . . ?
C6 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C6 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C9 C8 112.9(7) . . ?
C10 C9 C12 107.6(6) . . ?
C8 C9 C12 86.4(7) . . ?
C10 C9 H9 115.5 . . ?
C8 C9 H9 115.5 . . ?
C12 C9 H9 115.5 . . ?
 
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
C2 N2 C15 C16 138.2(5) . . . . ?
Ni1 N2 C15 C16 -45.5(5) . . . . ?
C2 N2 C15 C20 -94.3(5) . . . . ?
Ni1 N2 C15 C20 82.0(5) . . . . ?
N2 C15 C16 C21 -91.0(5) . . . . ?
C20 C15 C16 C21 144.2(4) . . . . ?
N2 C15 C16 C17 142.5(4) . . . . ?
C20 C15 C16 C17 17.7(6) . . . . ?
N2 C15 C20 C19 -141.2(4) . . . . ?
C16 C15 C20 C19 -16.1(6) . . . . ?
C1 N1 C5 C6 124.5(5) . . . . ?
Ni1 N1 C5 C6 -56.8(6) . . . . ?
C1 N1 C5 C10 -108.7(6) . . . . ?
Ni1 N1 C5 C10 70.0(5) . . . . ?
C5 N1 C1 C2 179.2(5) . . . . ?
Ni1 N1 C1 C2 0.3(6) . . . . ?
C5 N1 C1 C3 -0.8(8) . . . . ?
Ni1 N1 C1 C3 -179.7(4) . . . . ?
C15 N2 C2 C1 -178.9(4) . . . . ?
Ni1 N2 C2 C1 4.4(5) . . . . ?
C15 N2 C2 C4 1.8(8) . . . . ?
Ni1 N2 C2 C4 -174.8(4) . . . . ?
N1 C1 C2 N2 -3.2(7) . . . . ?
C3 C1 C2 N2 176.8(5) . . . . ?
N1 C1 C2 C4 176.2(5) . . . . ?
C3 C1 C2 C4 -3.9(7) . . . . ?
C15 C20 C19 C22 55.2(6) . . . . ?
C15 C20 C19 C18 -40.2(6) . . . . ?
C17 C22 C19 C20 -85.9(5) . . . . ?
C17 C22 C19 C18 27.4(4) . . . . ?
C20 C19 C18 C24 -43.2(7) . . . . ?
C22 C19 C18 C24 -151.6(5) . . . . ?
C20 C19 C18 C23 -169.2(5) . . . . ?
C22 C19 C18 C23 82.4(5) . . . . ?
C20 C19 C18 C17 81.1(5) . . . . ?
C22 C19 C18 C17 -27.3(4) . . . . ?
N1 C5 C10 C9 -146.2(5) . . . . ?
C6 C5 C10 C9 -22.1(7) . . . . ?
N1 C5 C6 C11 -84.5(6) . . . . ?
C10 C5 C6 C11 151.3(6) . . . . ?
N1 C5 C6 C7 147.2(5) . . . . ?
C10 C5 C6 C7 23.0(7) . . . . ?
C12 C7 C6 C11 170.9(7) . . . . ?
C8 C7 C6 C11 -92.4(9) . . . . ?
C12 C7 C6 C5 -62.3(7) . . . . ?
C8 C7 C6 C5 34.3(9) . . . . ?
C21 C16 C17 C22 175.7(4) . . . . ?
C15 C16 C17 C22 -59.0(6) . . . . ?
C21 C16 C17 C18 -88.5(6) . . . . ?
C15 C16 C17 C18 36.7(6) . . . . ?
C19 C22 C17 C16 88.2(5) . . . . ?
C19 C22 C17 C18 -27.5(4) . . . . ?
C24 C18 C17 C16 41.9(7) . . . . ?
C23 C18 C17 C16 168.3(5) . . . . ?
C19 C18 C17 C16 -80.5(5) . . . . ?
C24 C18 C17 C22 149.7(5) . . . . ?
C23 C18 C17 C22 -84.0(5) . . . . ?
C19 C18 C17 C22 27.3(4) . . . . ?
C6 C7 C12 C9 87.9(6) . . . . ?
C8 C7 C12 C9 -28.2(5) . . . . ?
C12 C7 C8 C14 151.7(8) . . . . ?
C6 C7 C8 C14 42.8(11) . . . . ?
C12 C7 C8 C13 -82.4(8) . . . . ?
C6 C7 C8 C13 168.7(8) . . . . ?
C12 C7 C8 C9 28.3(5) . . . . ?
C6 C7 C8 C9 -80.6(7) . . . . ?
C5 C10 C9 C8 -36.1(9) . . . . ?
C5 C10 C9 C12 57.5(8) . . . . ?
C14 C8 C9 C10 -45.6(11) . . . . ?
C13 C8 C9 C10 -168.7(8) . . . . ?
C7 C8 C9 C10 80.0(7) . . . . ?
C14 C8 C9 C12 -153.2(8) . . . . ?
C13 C8 C9 C12 83.7(8) . . . . ?
C7 C8 C9 C12 -27.6(5) . . . . ?
C7 C12 C9 C10 -84.8(7) . . . . ?
C7 C12 C9 C8 28.1(5) . . . . ?
 
_refine_diff_density_max    1.108
_refine_diff_density_min   -0.245
_refine_diff_density_rms    0.077

_shelxl_version_number 2014-3



 
data_cz6
 
_audit_creation_method            SHELXL-2014
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C24 H40 Cl N2 Ni' 
_chemical_formula_weight          450.74

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cl'  'Cl'   0.1484   0.1585
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Ni'  'Ni'   0.3393   1.1124
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            4
_space_group_name_H-M_alt         'P 21'
_space_group_name_Hall            'P 2yb'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z'
 
_cell_length_a                    6.849(3)
_cell_length_b                    11.091(5)
_cell_length_c                    32.493(13)
_cell_angle_alpha                 90
_cell_angle_beta                  93.690(15)
_cell_angle_gamma                 90
_cell_volume                      2463.1(18)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used      9177
_cell_measurement_theta_min        2.63
_cell_measurement_theta_max       27.93
 
_exptl_crystal_description        'plate' 
_exptl_crystal_colour             'green' 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ?              
_exptl_crystal_density_diffrn     1.215          
_exptl_crystal_F_000              972
_exptl_transmission_factor_min    ?                                             
_exptl_transmission_factor_max    ?                                             
_exptl_crystal_size_max           0.304
_exptl_crystal_size_mid           0.141
_exptl_crystal_size_min           0.136
_exptl_absorpt_coefficient_mu     0.907
_shelx_estimated_absorpt_T_min    0.770
_shelx_estimated_absorpt_T_max    0.887
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.6605 
_exptl_absorpt_correction_T_max   0.7456 
_exptl_absorpt_process_details    'TWINABS BRUKER AXS' 
 
_exptl_special_details
;
 Collected, solved and refined by Mate J. Bezdek.
;
 
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'I\mS microfocus source'                       
_diffrn_measurement_device_type   'Bruker D8 Venture Photon 100 CMOS' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             51703
_diffrn_reflns_av_unetI/netI      0.0304
_diffrn_reflns_av_R_equivalents   0.0375
_diffrn_reflns_limit_h_min        -9
_diffrn_reflns_limit_h_max        9
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -42
_diffrn_reflns_limit_l_max        42
_diffrn_reflns_theta_min          2.225
_diffrn_reflns_theta_max          27.945
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.992
_diffrn_measured_fraction_theta_full  0.994
_diffrn_reflns_Laue_measured_fraction_max    0.992
_diffrn_reflns_Laue_measured_fraction_full   0.994
_diffrn_reflns_point_group_measured_fraction_max   0.992
_diffrn_reflns_point_group_measured_fraction_full  0.995
_reflns_number_total              11709
_reflns_number_gt                 10805
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.903
_reflns_Friedel_fraction_max      0.992
_reflns_Friedel_fraction_full     0.996
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2016)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP3 (Farraguia, 1994)'
 
_refine_special_details
;
 ?
;
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0001P)²+10.0070P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_abs_structure_details
;
 Flack x determined using 4790 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack    -0.002(5)
_chemical_absolute_configuration  rm
_refine_ls_number_reflns          11709
_refine_ls_number_parameters      461
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.0698
_refine_ls_R_factor_gt            0.0652
_refine_ls_wR_factor_ref          0.1492
_refine_ls_wR_factor_gt           0.1475
_refine_ls_goodness_of_fit_ref    1.359
_refine_ls_restrained_S_all       1.359
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 0.7546(10) 0.5916(7) 0.5855(2) 0.0160(10) Uani 1 1 d . . . . .
C2 C 0.7438(10) 0.6026(7) 0.5398(2) 0.0160(10) Uani 1 1 d . . . . .
C3 C 0.9277(11) 0.6433(7) 0.6107(2) 0.0205(15) Uani 1 1 d . . . . .
H3A H 0.9720 0.5862 0.6315 0.031 Uiso 1 1 calc R U . . .
H3B H 0.8895 0.7166 0.6237 0.031 Uiso 1 1 calc R U . . .
H3C H 1.0315 0.6598 0.5931 0.031 Uiso 1 1 calc R U . . .
C4 C 0.8961(11) 0.6743(7) 0.5198(2) 0.0197(15) Uani 1 1 d . . . . .
H4A H 0.8591 0.6833 0.4909 0.030 Uiso 1 1 calc R U . . .
H4B H 1.0195 0.6332 0.5231 0.030 Uiso 1 1 calc R U . . .
H4C H 0.9076 0.7524 0.5325 0.030 Uiso 1 1 calc R U . . .
C5 C 0.6006(10) 0.5214(7) 0.6450(2) 0.0160(7) Uani 1 1 d . . . . .
H5 H 0.7079 0.5677 0.6587 0.019 Uiso 1 1 calc R U . . .
C6 C 0.4028(12) 0.5754(7) 0.6579(2) 0.0207(15) Uani 1 1 d . . . . .
H6 H 0.3094 0.5669 0.6340 0.025 Uiso 1 1 calc R U . . .
C7 C 0.3197(13) 0.5037(9) 0.6926(3) 0.031(2) Uani 1 1 d . . . . .
H7 H 0.2066 0.5406 0.7047 0.037 Uiso 1 1 calc R U . . .
C8 C 0.4785(14) 0.4519(10) 0.7248(3) 0.034(2) Uani 1 1 d . . . . .
C9 C 0.5021(12) 0.3497(7) 0.6919(2) 0.0211(8) Uani 1 1 d . . . . .
H9 H 0.5297 0.2693 0.7033 0.025 Uiso 1 1 calc R U . . .
C10 C 0.6277(13) 0.3869(8) 0.6572(3) 0.0290(18) Uani 1 1 d . . . . .
H10A H 0.5946 0.3369 0.6332 0.035 Uiso 1 1 calc R U . . .
H10B H 0.7642 0.3726 0.6656 0.035 Uiso 1 1 calc R U . . .
C11 C 0.4227(17) 0.7095(10) 0.6663(3) 0.043(2) Uani 1 1 d . . . . .
H11A H 0.4650 0.7493 0.6422 0.065 Uiso 1 1 calc R U . . .
H11B H 0.5171 0.7225 0.6890 0.065 Uiso 1 1 calc R U . . .
H11C H 0.2984 0.7415 0.6730 0.065 Uiso 1 1 calc R U . . .
C12 C 0.2871(13) 0.3724(9) 0.6772(3) 0.035(2) Uani 1 1 d . . . . .
H12A H 0.2604 0.3654 0.6476 0.042 Uiso 1 1 calc R U . . .
H12B H 0.1933 0.3271 0.6921 0.042 Uiso 1 1 calc R U . . .
C13 C 0.3827(18) 0.4011(12) 0.7628(3) 0.056(3) Uani 1 1 d . . . . .
H13A H 0.4704 0.3450 0.7769 0.083 Uiso 1 1 calc R U . . .
H13B H 0.2631 0.3607 0.7542 0.083 Uiso 1 1 calc R U . . .
H13C H 0.3551 0.4660 0.7811 0.083 Uiso 1 1 calc R U . . .
C14 C 0.6552(15) 0.5225(12) 0.7409(3) 0.046(3) Uani 1 1 d . . . . .
H14A H 0.7400 0.4712 0.7578 0.070 Uiso 1 1 calc R U . . .
H14B H 0.6140 0.5893 0.7571 0.070 Uiso 1 1 calc R U . . .
H14C H 0.7241 0.5521 0.7182 0.070 Uiso 1 1 calc R U . . .
C15 C 0.5645(11) 0.5504(7) 0.4760(2) 0.0160(7) Uani 1 1 d . . . . .
H15 H 0.6909 0.5678 0.4648 0.019 Uiso 1 1 calc R U . . .
C16 C 0.4990(9) 0.4222(6) 0.4605(2) 0.0124(13) Uani 1 1 d . . . . .
H16 H 0.4368 0.3821 0.4832 0.015 Uiso 1 1 calc R U . . .
C17 C 0.3448(11) 0.4336(8) 0.4245(2) 0.0211(8) Uani 1 1 d . . . . .
H17 H 0.3089 0.3570 0.4110 0.025 Uiso 1 1 calc R U . . .
C18 C 0.3759(11) 0.5394(7) 0.3941(2) 0.0196(15) Uani 1 1 d . . . . .
C19 C 0.2814(11) 0.6195(6) 0.4268(2) 0.0166(14) Uani 1 1 d . . . . .
H19 H 0.1995 0.6856 0.4155 0.020 Uiso 1 1 calc R U . . .
C20 C 0.4226(11) 0.6536(7) 0.4624(2) 0.0187(15) Uani 1 1 d . . . . .
H20A H 0.3490 0.6771 0.4857 0.022 Uiso 1 1 calc R U . . .
H20B H 0.4984 0.7229 0.4546 0.022 Uiso 1 1 calc R U . . .
C21 C 0.6746(11) 0.3476(7) 0.4508(2) 0.0197(15) Uani 1 1 d . . . . .
H21A H 0.7686 0.3482 0.4740 0.030 Uiso 1 1 calc R U . . .
H21B H 0.7326 0.3810 0.4272 0.030 Uiso 1 1 calc R U . . .
H21C H 0.6340 0.2662 0.4449 0.030 Uiso 1 1 calc R U . . .
C22 C 0.1676(11) 0.5059(8) 0.4400(3) 0.0216(16) Uani 1 1 d . . . . .
H22A H 0.0446 0.4921 0.4242 0.026 Uiso 1 1 calc R U . . .
H22B H 0.1528 0.4997 0.4694 0.026 Uiso 1 1 calc R U . . .
C23 C 0.2405(14) 0.5256(9) 0.3549(3) 0.034(2) Uani 1 1 d . . . . .
H23A H 0.1104 0.5072 0.3623 0.051 Uiso 1 1 calc R U . . .
H23B H 0.2874 0.4615 0.3383 0.051 Uiso 1 1 calc R U . . .
H23C H 0.2390 0.5996 0.3395 0.051 Uiso 1 1 calc R U . . .
C24 C 0.5784(12) 0.5715(7) 0.3803(2) 0.0239(16) Uani 1 1 d . . . . .
H24A H 0.6630 0.5923 0.4039 0.036 Uiso 1 1 calc R U . . .
H24B H 0.5678 0.6388 0.3617 0.036 Uiso 1 1 calc R U . . .
H24C H 0.6316 0.5035 0.3665 0.036 Uiso 1 1 calc R U . . .
C25 C 0.2649(9) 0.5478(6) 0.0847(2) 0.0115(13) Uani 1 1 d . . . . .
C26 C 0.2484(9) 0.5574(6) 0.0390(2) 0.0110(12) Uani 1 1 d . . . . .
C27 C 0.4390(10) 0.5983(7) 0.1091(2) 0.0179(14) Uani 1 1 d . . . . .
H27A H 0.4956 0.5370 0.1270 0.027 Uiso 1 1 calc R U . . .
H27B H 0.3988 0.6651 0.1253 0.027 Uiso 1 1 calc R U . . .
H27C H 0.5341 0.6251 0.0907 0.027 Uiso 1 1 calc R U . . .
C28 C 0.3976(10) 0.6300(6) 0.0182(2) 0.0154(13) Uani 1 1 d . . . . .
H28A H 0.3610 0.6353 -0.0108 0.023 Uiso 1 1 calc R U . . .
H28B H 0.5231 0.5917 0.0221 0.023 Uiso 1 1 calc R U . . .
H28C H 0.4043 0.7095 0.0298 0.023 Uiso 1 1 calc R U . . .
C29 C 0.1176(10) 0.4737(7) 0.1450(2) 0.0160(7) Uani 1 1 d . . . . .
H29 H 0.2250 0.5211 0.1582 0.019 Uiso 1 1 calc R U . . .
C30 C -0.0740(11) 0.5232(8) 0.1603(2) 0.0239(16) Uani 1 1 d . . . . .
H30 H -0.1738 0.5144 0.1375 0.029 Uiso 1 1 calc R U . . .
C31 C -0.1408(12) 0.4466(7) 0.1960(2) 0.0211(8) Uani 1 1 d . . . . .
H31 H -0.2507 0.4805 0.2100 0.025 Uiso 1 1 calc R U . . .
C32 C 0.0268(14) 0.3930(9) 0.2255(2) 0.0285(18) Uani 1 1 d . . . . .
C33 C 0.0428(15) 0.2956(9) 0.1911(3) 0.031(2) Uani 1 1 d . . . . .
H33 H 0.0750 0.2140 0.2010 0.038 Uiso 1 1 calc R U . . .
C34 C 0.1584(11) 0.3398(7) 0.1555(2) 0.0195(10) Uani 1 1 d . . . . .
H34A H 0.1246 0.2910 0.1313 0.023 Uiso 1 1 calc R U . . .
H34B H 0.2971 0.3294 0.1626 0.023 Uiso 1 1 calc R U . . .
C35 C -0.0566(17) 0.6585(7) 0.1698(3) 0.036(2) Uani 1 1 d . . . . .
H35A H -0.1836 0.6905 0.1744 0.055 Uiso 1 1 calc R U . . .
H35B H -0.0042 0.6993 0.1469 0.055 Uiso 1 1 calc R U . . .
H35C H 0.0289 0.6702 0.1940 0.055 Uiso 1 1 calc R U . . .
C36 C -0.1748(14) 0.3185(9) 0.1792(3) 0.032(2) Uani 1 1 d . . . . .
H36A H -0.2635 0.2706 0.1947 0.038 Uiso 1 1 calc R U . . .
H36B H -0.2093 0.3147 0.1499 0.038 Uiso 1 1 calc R U . . .
C37 C -0.0549(19) 0.3407(11) 0.2642(3) 0.048(3) Uani 1 1 d . . . . .
H37A H -0.1705 0.2948 0.2567 0.071 Uiso 1 1 calc R U . . .
H37B H -0.0868 0.4051 0.2823 0.071 Uiso 1 1 calc R U . . .
H37C H 0.0414 0.2893 0.2780 0.071 Uiso 1 1 calc R U . . .
C38 C 0.2081(14) 0.4662(11) 0.2396(3) 0.040(2) Uani 1 1 d . . . . .
H38A H 0.2750 0.4913 0.2160 0.060 Uiso 1 1 calc R U . . .
H38B H 0.2939 0.4173 0.2572 0.060 Uiso 1 1 calc R U . . .
H38C H 0.1691 0.5359 0.2546 0.060 Uiso 1 1 calc R U . . .
C39 C 0.0635(10) 0.5028(7) -0.0243(2) 0.0160(7) Uani 1 1 d . . . . .
H39 H 0.1888 0.5200 -0.0360 0.019 Uiso 1 1 calc R U . . .
C40 C -0.0028(10) 0.3764(6) -0.0392(2) 0.0148(14) Uani 1 1 d . . . . .
H40 H -0.0625 0.3373 -0.0160 0.018 Uiso 1 1 calc R U . . .
C41 C -0.1600(11) 0.3833(7) -0.0745(2) 0.0211(8) Uani 1 1 d . . . . .
H41 H -0.1946 0.3057 -0.0875 0.025 Uiso 1 1 calc R U . . .
C42 C -0.1336(12) 0.4900(7) -0.1056(2) 0.0192(15) Uani 1 1 d . . . . .
C43 C -0.2309(10) 0.5684(7) -0.0722(2) 0.0183(15) Uani 1 1 d . . . . .
H43 H -0.3181 0.6327 -0.0830 0.022 Uiso 1 1 calc R U . . .
C44 C -0.0790(11) 0.6057(7) -0.0374(2) 0.0195(10) Uani 1 1 d . . . . .
H44A H -0.1472 0.6315 -0.0137 0.023 Uiso 1 1 calc R U . . .
H44B H -0.0045 0.6739 -0.0466 0.023 Uiso 1 1 calc R U . . .
C45 C 0.1733(10) 0.2988(7) -0.0494(2) 0.0188(15) Uani 1 1 d . . . . .
H45A H 0.2734 0.3048 -0.0274 0.028 Uiso 1 1 calc R U . . .
H45B H 0.2237 0.3269 -0.0746 0.028 Uiso 1 1 calc R U . . .
H45C H 0.1330 0.2163 -0.0526 0.028 Uiso 1 1 calc R U . . .
C46 C -0.3314(11) 0.4533(7) -0.0591(2) 0.0189(15) Uani 1 1 d . . . . .
H46A H -0.3439 0.4470 -0.0296 0.023 Uiso 1 1 calc R U . . .
H46B H -0.4552 0.4373 -0.0744 0.023 Uiso 1 1 calc R U . . .
C47 C -0.2720(13) 0.4741(8) -0.1440(2) 0.0279(17) Uani 1 1 d . . . . .
H47A H -0.3980 0.4486 -0.1360 0.042 Uiso 1 1 calc R U . . .
H47B H -0.2199 0.4143 -0.1616 0.042 Uiso 1 1 calc R U . . .
H47C H -0.2849 0.5493 -0.1585 0.042 Uiso 1 1 calc R U . . .
C48 C 0.0663(12) 0.5231(8) -0.1200(2) 0.0238(16) Uani 1 1 d . . . . .
H48A H 0.1537 0.5415 -0.0966 0.036 Uiso 1 1 calc R U . . .
H48B H 0.0541 0.5923 -0.1378 0.036 Uiso 1 1 calc R U . . .
H48C H 0.1173 0.4566 -0.1349 0.036 Uiso 1 1 calc R U . . .
Cl1 Cl 0.1317(2) 0.39515(17) 0.56094(6) 0.0198(2) Uani 1 1 d . . . . .
Cl2 Cl -0.3583(3) 0.34706(17) 0.06292(6) 0.0198(2) Uani 1 1 d . . . . .
N1 N 0.6107(9) 0.5350(6) 0.60014(18) 0.0171(12) Uani 1 1 d . . . . .
N2 N 0.5958(8) 0.5476(6) 0.52148(18) 0.0163(12) Uani 1 1 d . . . . .
N3 N 0.1206(8) 0.4924(5) 0.09989(18) 0.0133(11) Uani 1 1 d . . . . .
N4 N 0.0976(8) 0.5029(5) 0.02133(17) 0.0106(11) Uani 1 1 d . . . . .
Ni1 Ni 0.41374(13) 0.47842(7) 0.55857(3) 0.01400(13) Uani 1 1 d . . . . .
Ni2 Ni -0.07900(13) 0.43273(7) 0.05920(3) 0.01400(13) Uani 1 1 d . . . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 N1 1.285(10) . ?
C1 C2 1.485(10) . ?
C1 C3 1.510(10) . ?
C2 N2 1.295(9) . ?
C2 C4 1.494(10) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 N1 1.471(9) . ?
C5 C10 1.551(11) . ?
C5 C6 1.563(11) . ?
C5 H5 0.9800 . ?
C6 C11 1.516(14) . ?
C6 C7 1.520(11) . ?
C6 H6 0.9800 . ?
C7 C12 1.552(14) . ?
C7 C8 1.567(13) . ?
C7 H7 0.9800 . ?
C8 C14 1.507(13) . ?
C8 C13 1.544(12) . ?
C8 C9 1.573(12) . ?
C9 C10 1.520(11) . ?
C9 C12 1.540(12) . ?
C9 H9 0.9800 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 N2 1.478(9) . ?
C15 C20 1.548(10) . ?
C15 C16 1.564(10) . ?
C15 H15 0.9800 . ?
C16 C21 1.510(10) . ?
C16 C17 1.531(10) . ?
C16 H16 0.9800 . ?
C17 C18 1.556(11) . ?
C17 C22 1.564(11) . ?
C17 H17 0.9800 . ?
C18 C24 1.528(11) . ?
C18 C23 1.535(10) . ?
C18 C19 1.557(10) . ?
C19 C20 1.509(10) . ?
C19 C22 1.557(11) . ?
C19 H19 0.9800 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 N3 1.289(9) . ?
C25 C26 1.486(9) . ?
C25 C27 1.499(9) . ?
C26 N4 1.298(8) . ?
C26 C28 1.496(9) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 N3 1.482(9) . ?
C29 C30 1.534(10) . ?
C29 C34 1.545(11) . ?
C29 H29 0.9800 . ?
C30 C31 1.531(11) . ?
C30 C35 1.535(12) . ?
C30 H30 0.9800 . ?
C31 C36 1.534(12) . ?
C31 C32 1.564(11) . ?
C31 H31 0.9800 . ?
C32 C37 1.525(12) . ?
C32 C38 1.529(13) . ?
C32 C33 1.563(13) . ?
C33 C36 1.536(14) . ?
C33 C34 1.525(11) . ?
C33 H33 0.9800 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 N4 1.485(9) . ?
C39 C44 1.545(10) . ?
C39 C40 1.541(10) . ?
C39 H39 0.9800 . ?
C40 C41 1.525(10) . ?
C40 C45 1.536(10) . ?
C40 H40 0.9800 . ?
C41 C46 1.519(11) . ?
C41 C42 1.573(11) . ?
C41 H41 0.9800 . ?
C42 C48 1.521(11) . ?
C42 C47 1.528(10) . ?
C42 C43 1.570(10) . ?
C43 C46 1.524(11) . ?
C43 C44 1.544(10) . ?
C43 H43 0.9800 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
Cl1 Ni1 2.147(2) . ?
Cl2 Ni2 2.146(2) . ?
N1 Ni1 1.950(6) . ?
N2 Ni1 1.947(6) . ?
N3 Ni2 1.955(6) . ?
N4 Ni2 1.943(6) . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
N1 C1 C2 114.8(6) . . ?
N1 C1 C3 125.3(7) . . ?
C2 C1 C3 119.9(6) . . ?
N2 C2 C1 114.1(7) . . ?
N2 C2 C4 126.7(7) . . ?
C1 C2 C4 119.2(6) . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C10 109.8(6) . . ?
N1 C5 C6 108.9(6) . . ?
C10 C5 C6 113.1(6) . . ?
N1 C5 H5 108.3 . . ?
C10 C5 H5 108.3 . . ?
C6 C5 H5 108.3 . . ?
C11 C6 C7 114.5(7) . . ?
C11 C6 C5 110.8(7) . . ?
C7 C6 C5 111.8(7) . . ?
C11 C6 H6 106.4 . . ?
C7 C6 H6 106.4 . . ?
C5 C6 H6 106.4 . . ?
C12 C7 C6 107.7(7) . . ?
C12 C7 C8 87.2(7) . . ?
C6 C7 C8 114.2(7) . . ?
C12 C7 H7 114.9 . . ?
C6 C7 H7 114.9 . . ?
C8 C7 H7 114.9 . . ?
C14 C8 C13 106.5(7) . . ?
C14 C8 C7 123.3(9) . . ?
C13 C8 C7 110.8(8) . . ?
C14 C8 C9 119.7(8) . . ?
C13 C8 C9 110.4(9) . . ?
C7 C8 C9 84.8(6) . . ?
C10 C9 C12 107.5(7) . . ?
C10 C9 C8 113.4(7) . . ?
C12 C9 C8 87.4(7) . . ?
C10 C9 H9 115.1 . . ?
C12 C9 H9 115.1 . . ?
C8 C9 H9 115.1 . . ?
C9 C10 C5 112.7(7) . . ?
C9 C10 H10A 109.1 . . ?
C5 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
C5 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C6 C11 H11A 109.5 . . ?
C6 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C6 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 C12 C9 86.4(6) . . ?
C7 C12 H12A 114.2 . . ?
C9 C12 H12A 114.2 . . ?
C7 C12 H12B 114.2 . . ?
C9 C12 H12B 114.2 . . ?
H12A C12 H12B 111.4 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C8 C14 H14A 109.5 . . ?
C8 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C8 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 C20 110.4(6) . . ?
N2 C15 C16 108.8(6) . . ?
C20 C15 C16 114.8(6) . . ?
N2 C15 H15 107.5 . . ?
C20 C15 H15 107.5 . . ?
C16 C15 H15 107.5 . . ?
C21 C16 C17 113.8(6) . . ?
C21 C16 C15 110.5(6) . . ?
C17 C16 C15 109.9(6) . . ?
C21 C16 H16 107.4 . . ?
C17 C16 H16 107.4 . . ?
C15 C16 H16 107.4 . . ?
C16 C17 C18 115.6(6) . . ?
C16 C17 C22 107.9(6) . . ?
C18 C17 C22 87.6(6) . . ?
C16 C17 H17 114.3 . . ?
C18 C17 H17 114.3 . . ?
C22 C17 H17 114.3 . . ?
C24 C18 C23 106.8(7) . . ?
C24 C18 C17 121.8(6) . . ?
C23 C18 C17 110.6(7) . . ?
C24 C18 C19 119.5(6) . . ?
C23 C18 C19 111.6(7) . . ?
C17 C18 C19 85.3(5) . . ?
C20 C19 C22 107.4(6) . . ?
C20 C19 C18 113.1(6) . . ?
C22 C19 C18 87.9(6) . . ?
C20 C19 H19 115.1 . . ?
C22 C19 H19 115.1 . . ?
C18 C19 H19 115.1 . . ?
C19 C20 C15 113.2(6) . . ?
C19 C20 H20A 108.9 . . ?
C15 C20 H20A 108.9 . . ?
C19 C20 H20B 108.9 . . ?
C15 C20 H20B 108.9 . . ?
H20A C20 H20B 107.8 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 C17 85.0(6) . . ?
C19 C22 H22A 114.5 . . ?
C17 C22 H22A 114.5 . . ?
C19 C22 H22B 114.5 . . ?
C17 C22 H22B 114.5 . . ?
H22A C22 H22B 111.6 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C18 C24 H24A 109.5 . . ?
C18 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C18 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N3 C25 C26 114.0(6) . . ?
N3 C25 C27 125.3(6) . . ?
C26 C25 C27 120.7(6) . . ?
N4 C26 C25 114.5(6) . . ?
N4 C26 C28 126.8(6) . . ?
C25 C26 C28 118.7(6) . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N3 C29 C30 109.6(6) . . ?
N3 C29 C34 109.8(6) . . ?
C30 C29 C34 114.8(6) . . ?
N3 C29 H29 107.4 . . ?
C30 C29 H29 107.4 . . ?
C34 C29 H29 107.4 . . ?
C31 C30 C29 110.5(7) . . ?
C31 C30 C35 114.4(7) . . ?
C29 C30 C35 111.0(7) . . ?
C31 C30 H30 106.9 . . ?
C29 C30 H30 106.9 . . ?
C35 C30 H30 106.9 . . ?
C30 C31 C36 106.9(7) . . ?
C30 C31 C32 115.6(7) . . ?
C36 C31 C32 87.3(6) . . ?
C30 C31 H31 114.6 . . ?
C36 C31 H31 114.6 . . ?
C32 C31 H31 114.6 . . ?
C37 C32 C38 106.7(7) . . ?
C37 C32 C31 110.9(8) . . ?
C38 C32 C31 122.2(8) . . ?
C37 C32 C33 111.9(8) . . ?
C38 C32 C33 119.3(8) . . ?
C31 C32 C33 84.7(6) . . ?
C36 C33 C34 107.4(7) . . ?
C36 C33 C32 87.3(7) . . ?
C34 C33 C32 112.6(8) . . ?
C36 C33 H33 115.4 . . ?
C34 C33 H33 115.4 . . ?
C32 C33 H33 115.4 . . ?
C33 C34 C29 112.4(6) . . ?
C33 C34 H34A 109.1 . . ?
C29 C34 H34A 109.1 . . ?
C33 C34 H34B 109.1 . . ?
C29 C34 H34B 109.1 . . ?
H34A C34 H34B 107.9 . . ?
C30 C35 H35A 109.5 . . ?
C30 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C30 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C36 C31 86.7(7) . . ?
C33 C36 H36A 114.2 . . ?
C31 C36 H36A 114.2 . . ?
C33 C36 H36B 114.2 . . ?
C31 C36 H36B 114.2 . . ?
H36A C36 H36B 111.4 . . ?
C32 C37 H37A 109.5 . . ?
C32 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C32 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C32 C38 H38A 109.5 . . ?
C32 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C32 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N4 C39 C44 109.3(6) . . ?
N4 C39 C40 109.8(5) . . ?
C44 C39 C40 114.6(6) . . ?
N4 C39 H39 107.6 . . ?
C44 C39 H39 107.6 . . ?
C40 C39 H39 107.6 . . ?
C41 C40 C45 113.0(6) . . ?
C41 C40 C39 111.8(6) . . ?
C45 C40 C39 111.0(6) . . ?
C41 C40 H40 106.9 . . ?
C45 C40 H40 106.9 . . ?
C39 C40 H40 106.9 . . ?
C46 C41 C40 107.5(6) . . ?
C46 C41 C42 87.1(6) . . ?
C40 C41 C42 114.6(6) . . ?
C46 C41 H41 114.8 . . ?
C40 C41 H41 114.8 . . ?
C42 C41 H41 114.8 . . ?
C48 C42 C47 107.4(6) . . ?
C48 C42 C43 120.6(6) . . ?
C47 C42 C43 111.0(6) . . ?
C48 C42 C41 121.5(7) . . ?
C47 C42 C41 110.2(6) . . ?
C43 C42 C41 84.5(5) . . ?
C46 C43 C44 108.4(6) . . ?
C46 C43 C42 87.0(6) . . ?
C44 C43 C42 111.0(6) . . ?
C46 C43 H43 115.6 . . ?
C44 C43 H43 115.6 . . ?
C42 C43 H43 115.6 . . ?
C43 C44 C39 112.9(6) . . ?
C43 C44 H44A 109.0 . . ?
C39 C44 H44A 109.0 . . ?
C43 C44 H44B 109.0 . . ?
C39 C44 H44B 109.0 . . ?
H44A C44 H44B 107.8 . . ?
C40 C45 H45A 109.5 . . ?
C40 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C40 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C41 C46 C43 87.9(6) . . ?
C41 C46 H46A 114.0 . . ?
C43 C46 H46A 114.0 . . ?
C41 C46 H46B 114.0 . . ?
C43 C46 H46B 114.0 . . ?
H46A C46 H46B 111.2 . . ?
C42 C47 H47A 109.5 . . ?
C42 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C42 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C42 C48 H48A 109.5 . . ?
C42 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C42 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C1 N1 C5 120.2(6) . . ?
C1 N1 Ni1 114.4(5) . . ?
C5 N1 Ni1 125.3(5) . . ?
C2 N2 C15 120.6(6) . . ?
C2 N2 Ni1 114.5(5) . . ?
C15 N2 Ni1 124.7(5) . . ?
C25 N3 C29 120.4(6) . . ?
C25 N3 Ni2 114.9(5) . . ?
C29 N3 Ni2 124.6(4) . . ?
C26 N4 C39 120.7(6) . . ?
C26 N4 Ni2 114.7(5) . . ?
C39 N4 Ni2 124.5(4) . . ?
N2 Ni1 N1 81.9(3) . . ?
N2 Ni1 Cl1 143.64(19) . . ?
N1 Ni1 Cl1 134.23(19) . . ?
N4 Ni2 N3 81.7(2) . . ?
N4 Ni2 Cl2 143.76(17) . . ?
N3 Ni2 Cl2 134.33(18) . . ?
 
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
N1 C1 C2 N2 -3.6(9) . . . . ?
C3 C1 C2 N2 175.4(7) . . . . ?
N1 C1 C2 C4 175.7(7) . . . . ?
C3 C1 C2 C4 -5.4(10) . . . . ?
N1 C5 C6 C11 -86.9(8) . . . . ?
C10 C5 C6 C11 150.8(7) . . . . ?
N1 C5 C6 C7 144.2(7) . . . . ?
C10 C5 C6 C7 21.8(9) . . . . ?
C11 C6 C7 C12 173.6(8) . . . . ?
C5 C6 C7 C12 -59.4(9) . . . . ?
C11 C6 C7 C8 -91.4(10) . . . . ?
C5 C6 C7 C8 35.6(10) . . . . ?
C12 C7 C8 C14 149.9(9) . . . . ?
C6 C7 C8 C14 41.8(12) . . . . ?
C12 C7 C8 C13 -82.3(9) . . . . ?
C6 C7 C8 C13 169.6(8) . . . . ?
C12 C7 C8 C9 27.6(6) . . . . ?
C6 C7 C8 C9 -80.6(8) . . . . ?
C14 C8 C9 C10 -45.5(11) . . . . ?
C13 C8 C9 C10 -169.6(8) . . . . ?
C7 C8 C9 C10 80.1(8) . . . . ?
C14 C8 C9 C12 -153.4(9) . . . . ?
C13 C8 C9 C12 82.5(9) . . . . ?
C7 C8 C9 C12 -27.8(6) . . . . ?
C12 C9 C10 C5 59.3(9) . . . . ?
C8 C9 C10 C5 -35.6(10) . . . . ?
N1 C5 C10 C9 -143.5(7) . . . . ?
C6 C5 C10 C9 -21.7(9) . . . . ?
C6 C7 C12 C9 86.3(7) . . . . ?
C8 C7 C12 C9 -28.2(6) . . . . ?
C10 C9 C12 C7 -85.7(7) . . . . ?
C8 C9 C12 C7 28.0(6) . . . . ?
N2 C15 C16 C21 -91.2(7) . . . . ?
C20 C15 C16 C21 144.5(6) . . . . ?
N2 C15 C16 C17 142.3(6) . . . . ?
C20 C15 C16 C17 18.0(8) . . . . ?
C21 C16 C17 C18 -87.4(8) . . . . ?
C15 C16 C17 C18 37.2(8) . . . . ?
C21 C16 C17 C22 176.5(6) . . . . ?
C15 C16 C17 C22 -58.9(7) . . . . ?
C16 C17 C18 C24 41.2(10) . . . . ?
C22 C17 C18 C24 149.9(7) . . . . ?
C16 C17 C18 C23 167.8(7) . . . . ?
C22 C17 C18 C23 -83.5(7) . . . . ?
C16 C17 C18 C19 -80.9(7) . . . . ?
C22 C17 C18 C19 27.9(5) . . . . ?
C24 C18 C19 C20 -44.0(9) . . . . ?
C23 C18 C19 C20 -169.6(7) . . . . ?
C17 C18 C19 C20 80.0(7) . . . . ?
C24 C18 C19 C22 -152.1(7) . . . . ?
C23 C18 C19 C22 82.3(7) . . . . ?
C17 C18 C19 C22 -28.0(5) . . . . ?
C22 C19 C20 C15 56.9(8) . . . . ?
C18 C19 C20 C15 -38.4(9) . . . . ?
N2 C15 C20 C19 -140.9(6) . . . . ?
C16 C15 C20 C19 -17.5(9) . . . . ?
C20 C19 C22 C17 -85.7(6) . . . . ?
C18 C19 C22 C17 27.9(5) . . . . ?
C16 C17 C22 C19 88.3(6) . . . . ?
C18 C17 C22 C19 -27.9(5) . . . . ?
N3 C25 C26 N4 -3.7(8) . . . . ?
C27 C25 C26 N4 175.5(6) . . . . ?
N3 C25 C26 C28 174.2(6) . . . . ?
C27 C25 C26 C28 -6.6(9) . . . . ?
N3 C29 C30 C31 146.3(6) . . . . ?
C34 C29 C30 C31 22.1(9) . . . . ?
N3 C29 C30 C35 -85.8(8) . . . . ?
C34 C29 C30 C35 150.1(7) . . . . ?
C29 C30 C31 C36 -61.0(8) . . . . ?
C35 C30 C31 C36 172.9(8) . . . . ?
C29 C30 C31 C32 34.3(9) . . . . ?
C35 C30 C31 C32 -91.8(9) . . . . ?
C30 C31 C32 C37 168.6(8) . . . . ?
C36 C31 C32 C37 -83.9(8) . . . . ?
C30 C31 C32 C38 41.5(11) . . . . ?
C36 C31 C32 C38 149.0(8) . . . . ?
C30 C31 C32 C33 -80.0(8) . . . . ?
C36 C31 C32 C33 27.6(6) . . . . ?
C37 C32 C33 C36 82.9(9) . . . . ?
C38 C32 C33 C36 -151.6(8) . . . . ?
C31 C32 C33 C36 -27.5(6) . . . . ?
C37 C32 C33 C34 -169.3(8) . . . . ?
C38 C32 C33 C34 -43.9(11) . . . . ?
C31 C32 C33 C34 80.3(8) . . . . ?
C36 C33 C34 C29 56.5(9) . . . . ?
C32 C33 C34 C29 -37.9(10) . . . . ?
N3 C29 C34 C33 -144.5(7) . . . . ?
C30 C29 C34 C33 -20.4(9) . . . . ?
C34 C33 C36 C31 -84.8(7) . . . . ?
C32 C33 C36 C31 28.0(6) . . . . ?
C30 C31 C36 C33 88.0(7) . . . . ?
C32 C31 C36 C33 -28.0(6) . . . . ?
N4 C39 C40 C41 141.5(6) . . . . ?
C44 C39 C40 C41 18.0(8) . . . . ?
N4 C39 C40 C45 -91.3(7) . . . . ?
C44 C39 C40 C45 145.1(6) . . . . ?
C45 C40 C41 C46 175.4(6) . . . . ?
C39 C40 C41 C46 -58.6(8) . . . . ?
C45 C40 C41 C42 -89.7(8) . . . . ?
C39 C40 C41 C42 36.3(9) . . . . ?
C46 C41 C42 C48 149.7(7) . . . . ?
C40 C41 C42 C48 41.7(10) . . . . ?
C46 C41 C42 C47 -83.5(7) . . . . ?
C40 C41 C42 C47 168.6(7) . . . . ?
C46 C41 C42 C43 26.9(5) . . . . ?
C40 C41 C42 C43 -81.0(7) . . . . ?
C48 C42 C43 C46 -150.4(7) . . . . ?
C47 C42 C43 C46 82.8(7) . . . . ?
C41 C42 C43 C46 -26.8(5) . . . . ?
C48 C42 C43 C44 -41.8(9) . . . . ?
C47 C42 C43 C44 -168.7(7) . . . . ?
C41 C42 C43 C44 81.7(7) . . . . ?
C46 C43 C44 C39 52.7(8) . . . . ?
C42 C43 C44 C39 -41.3(9) . . . . ?
N4 C39 C44 C43 -139.2(6) . . . . ?
C40 C39 C44 C43 -15.4(9) . . . . ?
C40 C41 C46 C43 87.2(6) . . . . ?
C42 C41 C46 C43 -27.7(5) . . . . ?
C44 C43 C46 C41 -83.4(6) . . . . ?
C42 C43 C46 C41 27.7(5) . . . . ?
C2 C1 N1 C5 -178.0(6) . . . . ?
C3 C1 N1 C5 3.1(11) . . . . ?
C2 C1 N1 Ni1 -0.3(8) . . . . ?
C3 C1 N1 Ni1 -179.2(6) . . . . ?
C10 C5 N1 C1 -112.5(8) . . . . ?
C6 C5 N1 C1 123.2(7) . . . . ?
C10 C5 N1 Ni1 70.0(8) . . . . ?
C6 C5 N1 Ni1 -54.3(8) . . . . ?
C1 C2 N2 C15 179.8(6) . . . . ?
C4 C2 N2 C15 0.7(11) . . . . ?
C1 C2 N2 Ni1 5.6(8) . . . . ?
C4 C2 N2 Ni1 -173.6(6) . . . . ?
C20 C15 N2 C2 -94.5(8) . . . . ?
C16 C15 N2 C2 138.7(7) . . . . ?
C20 C15 N2 Ni1 79.1(7) . . . . ?
C16 C15 N2 Ni1 -47.7(7) . . . . ?
C26 C25 N3 C29 178.9(6) . . . . ?
C27 C25 N3 C29 -0.3(10) . . . . ?
C26 C25 N3 Ni2 1.2(7) . . . . ?
C27 C25 N3 Ni2 -178.0(5) . . . . ?
C30 C29 N3 C25 125.9(7) . . . . ?
C34 C29 N3 C25 -107.1(7) . . . . ?
C30 C29 N3 Ni2 -56.6(8) . . . . ?
C34 C29 N3 Ni2 70.4(7) . . . . ?
C25 C26 N4 C39 -178.9(5) . . . . ?
C28 C26 N4 C39 3.4(10) . . . . ?
C25 C26 N4 Ni2 4.3(7) . . . . ?
C28 C26 N4 Ni2 -173.4(5) . . . . ?
C44 C39 N4 C26 -95.7(7) . . . . ?
C40 C39 N4 C26 137.7(6) . . . . ?
C44 C39 N4 Ni2 80.8(7) . . . . ?
C40 C39 N4 Ni2 -45.8(7) . . . . ?
 
_refine_diff_density_max    1.681
_refine_diff_density_min   -1.613
_refine_diff_density_rms    0.113

_shelxl_version_number 2014-3



 
data_cz8
 
_audit_creation_method            SHELXL-2014
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C24 H40 I N2 Ni' 
_chemical_formula_weight          542.19

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0181   0.0091
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'I'  'I'  -0.3257   6.8362
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0311   0.0180
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Ni'  'Ni'  -3.0029   0.5091
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       orthorhombic
_space_group_IT_number            19
_space_group_name_H-M_alt         'P 21 21 21'
_space_group_name_Hall            'P 2ac 2ab'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 '-x, y+1/2, -z+1/2'
 'x+1/2, -y+1/2, -z'
 
_cell_length_a                    7.7891(4)
_cell_length_b                    22.1750(11)
_cell_length_c                    28.5100(14)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 90
_cell_volume                      4924.3(4)
_cell_formula_units_Z             8
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used      9762
_cell_measurement_theta_min        3.69
_cell_measurement_theta_max       66.86
 
_exptl_crystal_description        'plate' 
_exptl_crystal_colour             'green' 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ?              
_exptl_crystal_density_diffrn     1.463          
_exptl_crystal_F_000              2232
_exptl_transmission_factor_min    ?                                             
_exptl_transmission_factor_max    ?                                             
_exptl_crystal_size_max           0.202
_exptl_crystal_size_mid           0.138
_exptl_crystal_size_min           0.089
_exptl_absorpt_coefficient_mu     11.046
_shelx_estimated_absorpt_T_min    0.214
_shelx_estimated_absorpt_T_max    0.440
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.3908 
_exptl_absorpt_correction_T_max   0.7528 
_exptl_absorpt_process_details    'TWINABS BRUKER AXS' 
 
_exptl_special_details
;
 Collected, solved and refined by Mate J. Bezdek.
;
 
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      1.54178
_diffrn_radiation_type            CuK\a
_diffrn_radiation_source          'I\mS microfocus source'                       
_diffrn_measurement_device_type   'Bruker D8 Venture Photon 100 CMOS' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             42979
_diffrn_reflns_av_unetI/netI      0.0421
_diffrn_reflns_av_R_equivalents   0.0564
_diffrn_reflns_limit_h_min        -9
_diffrn_reflns_limit_h_max        9
_diffrn_reflns_limit_k_min        -26
_diffrn_reflns_limit_k_max        26
_diffrn_reflns_limit_l_min        -33
_diffrn_reflns_limit_l_max        34
_diffrn_reflns_theta_min          2.524
_diffrn_reflns_theta_max          66.829
_diffrn_reflns_theta_full         67.679
_diffrn_measured_fraction_theta_max   0.996
_diffrn_measured_fraction_theta_full  0.977
_diffrn_reflns_Laue_measured_fraction_max    0.996
_diffrn_reflns_Laue_measured_fraction_full   0.977
_diffrn_reflns_point_group_measured_fraction_max   0.993
_diffrn_reflns_point_group_measured_fraction_full  0.973
_reflns_number_total              8685
_reflns_number_gt                 8202
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.769
_reflns_Friedel_fraction_max      0.990
_reflns_Friedel_fraction_full     0.969
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2016)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP3 (Farraguia, 1994)'
 
_refine_special_details
;
 ?
;
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0001P)²+16.5813P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_abs_structure_details
;
 Flack x determined using 3355 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack    -0.001(5)
_chemical_absolute_configuration  rm
_refine_ls_number_reflns          8685
_refine_ls_number_parameters      509
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0442
_refine_ls_R_factor_gt            0.0412
_refine_ls_wR_factor_ref          0.0962
_refine_ls_wR_factor_gt           0.0944
_refine_ls_goodness_of_fit_ref    1.207
_refine_ls_restrained_S_all       1.207
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 0.4961(10) 0.1441(3) 0.2889(2) 0.0193(10) Uani 1 1 d . . . . .
C2 C 0.5015(9) 0.1406(3) 0.2371(2) 0.0193(10) Uani 1 1 d . . . . .
C3 C 0.4729(12) 0.0878(4) 0.3169(3) 0.0312(18) Uani 1 1 d . . . . .
H3A H 0.4015 0.0961 0.3435 0.047 Uiso 1 1 calc R U . . .
H3B H 0.5828 0.0736 0.3273 0.047 Uiso 1 1 calc R U . . .
H3C H 0.4195 0.0576 0.2977 0.047 Uiso 1 1 calc R U . . .
C4 C 0.5059(11) 0.0795(3) 0.2144(3) 0.0257(17) Uani 1 1 d . . . . .
H4A H 0.5135 0.0841 0.1810 0.039 Uiso 1 1 calc R U . . .
H4B H 0.4030 0.0578 0.2221 0.039 Uiso 1 1 calc R U . . .
H4C H 0.6039 0.0575 0.2255 0.039 Uiso 1 1 calc R U . . .
C5 C 0.5141(11) 0.2082(4) 0.3568(2) 0.0268(17) Uani 1 1 d . . . . .
H5 H 0.5361 0.1689 0.3713 0.032 Uiso 1 1 calc R U . . .
C6 C 0.6637(10) 0.2497(4) 0.3706(3) 0.0244(18) Uani 1 1 d . . . . .
H6 H 0.6821 0.2775 0.3444 0.029 Uiso 1 1 calc R U . . .
C7 C 0.6149(12) 0.2881(4) 0.4136(3) 0.0284(19) Uani 1 1 d . . . . .
H7 H 0.7097 0.3108 0.4276 0.034 Uiso 1 1 calc R U . . .
C8 C 0.4925(11) 0.2555(4) 0.4496(2) 0.0329(19) Uani 1 1 d . . . . .
C9 C 0.3456(12) 0.2730(5) 0.4141(3) 0.038(2) Uani 1 1 d . . . . .
H9 H 0.2356 0.2839 0.4284 0.046 Uiso 1 1 calc R U . . .
C10 C 0.3344(11) 0.2287(5) 0.3733(3) 0.034(2) Uani 1 1 d . . . . .
H10A H 0.2746 0.2476 0.3474 0.040 Uiso 1 1 calc R U . . .
H10B H 0.2685 0.1937 0.3829 0.040 Uiso 1 1 calc R U . . .
C11 C 0.8293(11) 0.2142(4) 0.3770(3) 0.0256(19) Uani 1 1 d . . . . .
H11A H 0.9225 0.2416 0.3825 0.038 Uiso 1 1 calc R U . . .
H11B H 0.8521 0.1911 0.3492 0.038 Uiso 1 1 calc R U . . .
H11C H 0.8178 0.1875 0.4033 0.038 Uiso 1 1 calc R U . . .
C12 C 0.4584(13) 0.3261(4) 0.3995(3) 0.040(2) Uani 1 1 d . . . . .
H12A H 0.4424 0.3620 0.4184 0.048 Uiso 1 1 calc R U . . .
H12B H 0.4531 0.3355 0.3663 0.048 Uiso 1 1 calc R U . . .
C13 C 0.4837(14) 0.2931(5) 0.4948(3) 0.050(3) Uani 1 1 d . . . . .
H13A H 0.4622 0.3345 0.4870 0.075 Uiso 1 1 calc R U . . .
H13B H 0.5908 0.2900 0.5113 0.075 Uiso 1 1 calc R U . . .
H13C H 0.3927 0.2782 0.5143 0.075 Uiso 1 1 calc R U . . .
C14 C 0.5097(13) 0.1896(4) 0.4644(3) 0.039(2) Uani 1 1 d . . . . .
H14A H 0.5169 0.1646 0.4369 0.059 Uiso 1 1 calc R U . . .
H14B H 0.4114 0.1780 0.4826 0.059 Uiso 1 1 calc R U . . .
H14C H 0.6117 0.1846 0.4829 0.059 Uiso 1 1 calc R U . . .
C15 C 0.5200(10) 0.1936(3) 0.1642(2) 0.0205(15) Uani 1 1 d . . . . .
H15 H 0.4535 0.1595 0.1520 0.025 Uiso 1 1 calc R U . . .
C16 C 0.4402(10) 0.2520(3) 0.1438(2) 0.0219(16) Uani 1 1 d . . . . .
H16 H 0.4443 0.2826 0.1686 0.026 Uiso 1 1 calc R U . . .
C17 C 0.5461(11) 0.2760(3) 0.1026(3) 0.0256(17) Uani 1 1 d . . . . .
H17 H 0.4939 0.3098 0.0857 0.031 Uiso 1 1 calc R U . . .
C18 C 0.6257(10) 0.2255(4) 0.0702(3) 0.0258(18) Uani 1 1 d . . . . .
C19 C 0.7671(11) 0.2216(5) 0.1086(3) 0.032(2) Uani 1 1 d . . . . .
H19 H 0.8831 0.2134 0.0970 0.038 Uiso 1 1 calc R U . . .
C20 C 0.7117(10) 0.1835(5) 0.1498(3) 0.0312(19) Uani 1 1 d . . . . .
H20A H 0.7846 0.1927 0.1764 0.037 Uiso 1 1 calc R U . . .
H20B H 0.7280 0.1414 0.1419 0.037 Uiso 1 1 calc R U . . .
C21 C 0.2509(10) 0.2428(4) 0.1310(3) 0.0275(19) Uani 1 1 d . . . . .
H21A H 0.1906 0.2266 0.1575 0.041 Uiso 1 1 calc R U . . .
H21B H 0.2425 0.2153 0.1051 0.041 Uiso 1 1 calc R U . . .
H21C H 0.2010 0.2808 0.1224 0.041 Uiso 1 1 calc R U . . .
C22 C 0.7306(13) 0.2877(5) 0.1203(4) 0.039(2) Uani 1 1 d . . . . .
H22A H 0.7950 0.3163 0.1015 0.047 Uiso 1 1 calc R U . . .
H22B H 0.7380 0.2973 0.1534 0.047 Uiso 1 1 calc R U . . .
C23 C 0.6942(12) 0.2539(5) 0.0248(3) 0.039(2) Uani 1 1 d . . . . .
H23A H 0.7603 0.2892 0.0323 0.059 Uiso 1 1 calc R U . . .
H23B H 0.5995 0.2651 0.0051 0.059 Uiso 1 1 calc R U . . .
H23C H 0.7655 0.2254 0.0087 0.059 Uiso 1 1 calc R U . . .
C24 C 0.5275(11) 0.1694(4) 0.0572(2) 0.0284(18) Uani 1 1 d . . . . .
H24A H 0.4834 0.1508 0.0851 0.043 Uiso 1 1 calc R U . . .
H24B H 0.6026 0.1418 0.0413 0.043 Uiso 1 1 calc R U . . .
H24C H 0.4339 0.1799 0.0368 0.043 Uiso 1 1 calc R U . . .
C25 C 0.0076(10) 0.3980(3) 0.2908(2) 0.0193(10) Uani 1 1 d . . . . .
C26 C 0.0190(9) 0.3905(3) 0.2398(2) 0.0193(10) Uani 1 1 d . . . . .
C27 C 0.0066(13) 0.3433(4) 0.3219(3) 0.0322(19) Uani 1 1 d . . . . .
H27A H -0.0730 0.3494 0.3472 0.048 Uiso 1 1 calc R U . . .
H27B H 0.1196 0.3370 0.3345 0.048 Uiso 1 1 calc R U . . .
H27C H -0.0274 0.3087 0.3040 0.048 Uiso 1 1 calc R U . . .
C28 C 0.0435(12) 0.3285(3) 0.2203(3) 0.0282(18) Uani 1 1 d . . . . .
H28A H 0.0772 0.3312 0.1880 0.042 Uiso 1 1 calc R U . . .
H28B H -0.0623 0.3064 0.2227 0.042 Uiso 1 1 calc R U . . .
H28C H 0.1312 0.3080 0.2378 0.042 Uiso 1 1 calc R U . . .
C29 C -0.0159(10) 0.4654(3) 0.3561(2) 0.0210(15) Uani 1 1 d . . . . .
H29 H 0.0113 0.4278 0.3725 0.025 Uiso 1 1 calc R U . . .
C30 C 0.1176(9) 0.5121(3) 0.3712(2) 0.0182(15) Uani 1 1 d . . . . .
H30 H 0.1339 0.5394 0.3445 0.022 Uiso 1 1 calc R U . . .
C31 C 0.0487(11) 0.5505(3) 0.4114(3) 0.0231(16) Uani 1 1 d . . . . .
H31 H 0.1345 0.5767 0.4261 0.028 Uiso 1 1 calc R U . . .
C32 C -0.0737(10) 0.5170(4) 0.4470(3) 0.0263(18) Uani 1 1 d . . . . .
C33 C -0.2135(11) 0.5279(4) 0.4084(3) 0.0296(19) Uani 1 1 d . . . . .
H33 H -0.3294 0.5359 0.4203 0.036 Uiso 1 1 calc R U . . .
C34 C -0.2033(11) 0.4818(4) 0.3686(3) 0.028(2) Uani 1 1 d . . . . .
H34A H -0.2598 0.4981 0.3411 0.034 Uiso 1 1 calc R U . . .
H34B H -0.2640 0.4456 0.3779 0.034 Uiso 1 1 calc R U . . .
C35 C 0.2908(12) 0.4838(4) 0.3812(3) 0.031(2) Uani 1 1 d . . . . .
H35A H 0.3292 0.4621 0.3540 0.046 Uiso 1 1 calc R U . . .
H35B H 0.2806 0.4564 0.4071 0.046 Uiso 1 1 calc R U . . .
H35C H 0.3723 0.5147 0.3887 0.046 Uiso 1 1 calc R U . . .
C36 C -0.1124(12) 0.5838(4) 0.3935(3) 0.035(2) Uani 1 1 d . . . . .
H36A H -0.1407 0.6200 0.4109 0.042 Uiso 1 1 calc R U . . .
H36B H -0.1129 0.5913 0.3599 0.042 Uiso 1 1 calc R U . . .
C37 C -0.1057(13) 0.5559(5) 0.4903(3) 0.037(2) Uani 1 1 d . . . . .
H37A H -0.1364 0.5959 0.4808 0.056 Uiso 1 1 calc R U . . .
H37B H -0.0033 0.5574 0.5090 0.056 Uiso 1 1 calc R U . . .
H37C H -0.1974 0.5387 0.5084 0.056 Uiso 1 1 calc R U . . .
C38 C -0.0432(12) 0.4525(4) 0.4641(3) 0.0331(19) Uani 1 1 d . . . . .
H38A H -0.0262 0.4265 0.4376 0.050 Uiso 1 1 calc R U . . .
H38B H -0.1411 0.4391 0.4817 0.050 Uiso 1 1 calc R U . . .
H38C H 0.0569 0.4516 0.4837 0.050 Uiso 1 1 calc R U . . .
C39 C 0.0202(11) 0.4399(3) 0.1641(2) 0.0235(16) Uani 1 1 d . . . . .
H39 H -0.0097 0.3992 0.1536 0.028 Uiso 1 1 calc R U . . .
C40 C -0.1128(10) 0.4840(4) 0.1429(3) 0.0243(17) Uani 1 1 d . . . . .
H40 H -0.1317 0.5158 0.1662 0.029 Uiso 1 1 calc R U . . .
C41 C -0.0421(12) 0.5144(4) 0.0990(3) 0.0282(18) Uani 1 1 d . . . . .
H41 H -0.1268 0.5378 0.0813 0.034 Uiso 1 1 calc R U . . .
C42 C 0.0778(10) 0.4736(4) 0.0678(3) 0.0254(17) Uani 1 1 d . . . . .
C43 C 0.2176(11) 0.4908(4) 0.1044(3) 0.031(2) Uani 1 1 d . . . . .
H43 H 0.3333 0.4959 0.0915 0.038 Uiso 1 1 calc R U . . .
C44 C 0.2084(11) 0.4524(4) 0.1488(3) 0.0294(19) Uani 1 1 d . . . . .
H44A H 0.2682 0.4730 0.1740 0.035 Uiso 1 1 calc R U . . .
H44B H 0.2663 0.4144 0.1432 0.035 Uiso 1 1 calc R U . . .
C45 C -0.2848(11) 0.4531(4) 0.1350(3) 0.0282(19) Uani 1 1 d . . . . .
H45A H -0.3249 0.4363 0.1640 0.042 Uiso 1 1 calc R U . . .
H45B H -0.2715 0.4215 0.1122 0.042 Uiso 1 1 calc R U . . .
H45C H -0.3666 0.4821 0.1237 0.042 Uiso 1 1 calc R U . . .
C46 C 0.1200(13) 0.5495(4) 0.1126(3) 0.037(2) Uani 1 1 d . . . . .
H46A H 0.1499 0.5816 0.0910 0.045 Uiso 1 1 calc R U . . .
H46B H 0.1214 0.5635 0.1448 0.045 Uiso 1 1 calc R U . . .
C47 C 0.1066(13) 0.5032(5) 0.0201(3) 0.037(2) Uani 1 1 d . . . . .
H47A H 0.1365 0.5448 0.0245 0.056 Uiso 1 1 calc R U . . .
H47B H 0.0034 0.5005 0.0018 0.056 Uiso 1 1 calc R U . . .
H47C H 0.1982 0.4829 0.0040 0.056 Uiso 1 1 calc R U . . .
C48 C 0.0445(11) 0.4073(4) 0.0587(3) 0.0307(18) Uani 1 1 d . . . . .
H48A H 0.0251 0.3870 0.0880 0.046 Uiso 1 1 calc R U . . .
H48B H 0.1423 0.3898 0.0433 0.046 Uiso 1 1 calc R U . . .
H48C H -0.0549 0.4030 0.0391 0.046 Uiso 1 1 calc R U . . .
I1 I 0.52756(6) 0.37220(2) 0.25976(2) 0.02430(13) Uani 1 1 d . . . . .
I2 I -0.01699(6) 0.62273(2) 0.24536(2) 0.02357(13) Uani 1 1 d . . . . .
N1 N 0.5127(9) 0.1985(3) 0.30548(19) 0.0226(13) Uani 1 1 d . . . . .
N2 N 0.5068(8) 0.1925(3) 0.21594(18) 0.0193(12) Uani 1 1 d . . . . .
N3 N -0.0018(8) 0.4529(3) 0.30506(19) 0.0195(13) Uani 1 1 d . . . . .
N4 N 0.0108(9) 0.4405(3) 0.21602(19) 0.0214(13) Uani 1 1 d . . . . .
Ni1 Ni 0.51890(16) 0.26149(5) 0.25796(4) 0.0201(3) Uani 1 1 d . . . . .
Ni2 Ni -0.00446(15) 0.51297(5) 0.25502(4) 0.0200(3) Uani 1 1 d . . . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 N1 1.302(9) . ?
C1 C2 1.478(9) . ?
C1 C3 1.493(10) . ?
C2 N2 1.301(9) . ?
C2 C4 1.501(10) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 N1 1.479(8) . ?
C5 C6 1.536(12) . ?
C5 C10 1.545(12) . ?
C5 H5 0.9800 . ?
C6 C11 1.521(12) . ?
C6 C7 1.540(11) . ?
C6 H6 0.9800 . ?
C7 C12 1.535(13) . ?
C7 C8 1.577(12) . ?
C7 H7 0.9800 . ?
C8 C14 1.527(13) . ?
C8 C13 1.536(11) . ?
C8 C9 1.577(12) . ?
C9 C10 1.524(14) . ?
C9 C12 1.527(15) . ?
C9 H9 0.9800 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 N2 1.480(8) . ?
C15 C16 1.550(10) . ?
C15 C20 1.564(11) . ?
C15 H15 0.9800 . ?
C16 C17 1.530(11) . ?
C16 C21 1.533(11) . ?
C16 H16 0.9800 . ?
C17 C22 1.545(13) . ?
C17 C18 1.578(11) . ?
C17 H17 0.9800 . ?
C18 C24 1.507(12) . ?
C18 C23 1.534(11) . ?
C18 C19 1.557(11) . ?
C19 C20 1.507(13) . ?
C19 C22 1.530(15) . ?
C19 H19 0.9800 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 N3 1.286(9) . ?
C25 C26 1.466(10) . ?
C25 C27 1.502(10) . ?
C26 N4 1.302(9) . ?
C26 C28 1.495(10) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 N3 1.485(8) . ?
C29 C30 1.530(10) . ?
C29 C34 1.546(11) . ?
C29 H29 0.9800 . ?
C30 C35 1.516(11) . ?
C30 C31 1.524(10) . ?
C30 H30 0.9800 . ?
C31 C36 1.543(12) . ?
C31 C32 1.579(11) . ?
C31 H31 0.9800 . ?
C32 C37 1.527(11) . ?
C32 C38 1.529(12) . ?
C32 C33 1.566(11) . ?
C33 C34 1.529(12) . ?
C33 C36 1.529(13) . ?
C33 H33 0.9800 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 N4 1.482(8) . ?
C39 C40 1.548(11) . ?
C39 C44 1.554(12) . ?
C39 H39 0.9800 . ?
C40 C45 1.522(12) . ?
C40 C41 1.525(11) . ?
C40 H40 0.9800 . ?
C41 C46 1.534(12) . ?
C41 C42 1.574(11) . ?
C41 H41 0.9800 . ?
C42 C48 1.516(12) . ?
C42 C47 1.527(11) . ?
C42 C43 1.556(11) . ?
C43 C46 1.525(14) . ?
C43 C44 1.526(12) . ?
C43 H43 0.9800 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
I1 Ni1 2.4565(12) . ?
I2 Ni2 2.4514(12) . ?
N1 Ni1 1.946(6) . ?
N2 Ni1 1.946(6) . ?
N3 Ni2 1.952(6) . ?
N4 Ni2 1.958(6) . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
N1 C1 C2 114.2(6) . . ?
N1 C1 C3 126.3(6) . . ?
C2 C1 C3 119.5(6) . . ?
N2 C2 C1 114.6(6) . . ?
N2 C2 C4 126.6(6) . . ?
C1 C2 C4 118.7(6) . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 110.2(6) . . ?
N1 C5 C10 109.7(7) . . ?
C6 C5 C10 115.7(7) . . ?
N1 C5 H5 106.9 . . ?
C6 C5 H5 106.9 . . ?
C10 C5 H5 106.9 . . ?
C11 C6 C5 111.4(7) . . ?
C11 C6 C7 113.6(7) . . ?
C5 C6 C7 110.3(7) . . ?
C11 C6 H6 107.1 . . ?
C5 C6 H6 107.1 . . ?
C7 C6 H6 107.1 . . ?
C12 C7 C6 107.0(7) . . ?
C12 C7 C8 86.7(7) . . ?
C6 C7 C8 114.5(7) . . ?
C12 C7 H7 115.1 . . ?
C6 C7 H7 115.1 . . ?
C8 C7 H7 115.1 . . ?
C14 C8 C13 107.0(7) . . ?
C14 C8 C9 118.5(8) . . ?
C13 C8 C9 111.9(7) . . ?
C14 C8 C7 124.4(7) . . ?
C13 C8 C7 109.0(8) . . ?
C9 C8 C7 84.7(6) . . ?
C10 C9 C12 108.8(7) . . ?
C10 C9 C8 111.9(8) . . ?
C12 C9 C8 87.0(7) . . ?
C10 C9 H9 115.3 . . ?
C12 C9 H9 115.3 . . ?
C8 C9 H9 115.3 . . ?
C9 C10 C5 111.7(7) . . ?
C9 C10 H10A 109.3 . . ?
C5 C10 H10A 109.3 . . ?
C9 C10 H10B 109.3 . . ?
C5 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
C6 C11 H11A 109.5 . . ?
C6 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C6 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 C7 87.8(7) . . ?
C9 C12 H12A 114.0 . . ?
C7 C12 H12A 114.0 . . ?
C9 C12 H12B 114.0 . . ?
C7 C12 H12B 114.0 . . ?
H12A C12 H12B 111.2 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C8 C14 H14A 109.5 . . ?
C8 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C8 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 C16 111.1(6) . . ?
N2 C15 C20 109.0(6) . . ?
C16 C15 C20 113.8(7) . . ?
N2 C15 H15 107.5 . . ?
C16 C15 H15 107.5 . . ?
C20 C15 H15 107.5 . . ?
C17 C16 C21 112.5(6) . . ?
C17 C16 C15 111.2(6) . . ?
C21 C16 C15 111.3(7) . . ?
C17 C16 H16 107.2 . . ?
C21 C16 H16 107.2 . . ?
C15 C16 H16 107.2 . . ?
C16 C17 C22 108.0(7) . . ?
C16 C17 C18 114.5(6) . . ?
C22 C17 C18 86.9(7) . . ?
C16 C17 H17 114.7 . . ?
C22 C17 H17 114.7 . . ?
C18 C17 H17 114.7 . . ?
C24 C18 C23 108.0(7) . . ?
C24 C18 C19 119.1(7) . . ?
C23 C18 C19 111.8(7) . . ?
C24 C18 C17 122.0(7) . . ?
C23 C18 C17 109.8(7) . . ?
C19 C18 C17 84.5(6) . . ?
C20 C19 C22 108.3(8) . . ?
C20 C19 C18 112.1(7) . . ?
C22 C19 C18 88.2(7) . . ?
C20 C19 H19 115.1 . . ?
C22 C19 H19 115.1 . . ?
C18 C19 H19 115.1 . . ?
C19 C20 C15 113.4(7) . . ?
C19 C20 H20A 108.9 . . ?
C15 C20 H20A 108.9 . . ?
C19 C20 H20B 108.9 . . ?
C15 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 C17 86.6(7) . . ?
C19 C22 H22A 114.2 . . ?
C17 C22 H22A 114.2 . . ?
C19 C22 H22B 114.2 . . ?
C17 C22 H22B 114.2 . . ?
H22A C22 H22B 111.4 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C18 C24 H24A 109.5 . . ?
C18 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C18 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N3 C25 C26 115.1(6) . . ?
N3 C25 C27 125.3(7) . . ?
C26 C25 C27 119.6(6) . . ?
N4 C26 C25 114.6(6) . . ?
N4 C26 C28 126.6(7) . . ?
C25 C26 C28 118.8(6) . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N3 C29 C30 110.6(6) . . ?
N3 C29 C34 109.9(6) . . ?
C30 C29 C34 114.7(6) . . ?
N3 C29 H29 107.1 . . ?
C30 C29 H29 107.1 . . ?
C34 C29 H29 107.1 . . ?
C35 C30 C31 113.8(6) . . ?
C35 C30 C29 112.1(7) . . ?
C31 C30 C29 110.5(6) . . ?
C35 C30 H30 106.6 . . ?
C31 C30 H30 106.6 . . ?
C29 C30 H30 106.6 . . ?
C30 C31 C36 107.8(6) . . ?
C30 C31 C32 115.7(6) . . ?
C36 C31 C32 86.9(6) . . ?
C30 C31 H31 114.4 . . ?
C36 C31 H31 114.4 . . ?
C32 C31 H31 114.4 . . ?
C37 C32 C38 107.1(7) . . ?
C37 C32 C33 111.6(7) . . ?
C38 C32 C33 118.5(7) . . ?
C37 C32 C31 110.7(7) . . ?
C38 C32 C31 123.5(7) . . ?
C33 C32 C31 84.0(6) . . ?
C34 C33 C36 108.0(7) . . ?
C34 C33 C32 112.4(7) . . ?
C36 C33 C32 87.9(7) . . ?
C34 C33 H33 115.1 . . ?
C36 C33 H33 115.1 . . ?
C32 C33 H33 115.1 . . ?
C33 C34 C29 112.2(7) . . ?
C33 C34 H34A 109.2 . . ?
C29 C34 H34A 109.2 . . ?
C33 C34 H34B 109.2 . . ?
C29 C34 H34B 109.2 . . ?
H34A C34 H34B 107.9 . . ?
C30 C35 H35A 109.5 . . ?
C30 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C30 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C36 C31 86.5(6) . . ?
C33 C36 H36A 114.2 . . ?
C31 C36 H36A 114.2 . . ?
C33 C36 H36B 114.2 . . ?
C31 C36 H36B 114.2 . . ?
H36A C36 H36B 111.4 . . ?
C32 C37 H37A 109.5 . . ?
C32 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C32 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C32 C38 H38A 109.5 . . ?
C32 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C32 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N4 C39 C40 110.6(6) . . ?
N4 C39 C44 109.1(6) . . ?
C40 C39 C44 114.1(7) . . ?
N4 C39 H39 107.6 . . ?
C40 C39 H39 107.6 . . ?
C44 C39 H39 107.6 . . ?
C45 C40 C41 113.2(7) . . ?
C45 C40 C39 111.3(7) . . ?
C41 C40 C39 111.0(6) . . ?
C45 C40 H40 107.0 . . ?
C41 C40 H40 107.0 . . ?
C39 C40 H40 107.0 . . ?
C40 C41 C46 108.3(6) . . ?
C40 C41 C42 115.1(7) . . ?
C46 C41 C42 86.9(7) . . ?
C40 C41 H41 114.5 . . ?
C46 C41 H41 114.5 . . ?
C42 C41 H41 114.5 . . ?
C48 C42 C47 106.9(7) . . ?
C48 C42 C43 118.2(7) . . ?
C47 C42 C43 112.9(7) . . ?
C48 C42 C41 123.5(7) . . ?
C47 C42 C41 110.1(7) . . ?
C43 C42 C41 84.0(6) . . ?
C46 C43 C44 109.1(7) . . ?
C46 C43 C42 87.9(7) . . ?
C44 C43 C42 112.7(7) . . ?
C46 C43 H43 114.8 . . ?
C44 C43 H43 114.8 . . ?
C42 C43 H43 114.8 . . ?
C43 C44 C39 112.2(7) . . ?
C43 C44 H44A 109.2 . . ?
C39 C44 H44A 109.2 . . ?
C43 C44 H44B 109.2 . . ?
C39 C44 H44B 109.2 . . ?
H44A C44 H44B 107.9 . . ?
C40 C45 H45A 109.5 . . ?
C40 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C40 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C43 C46 C41 86.5(7) . . ?
C43 C46 H46A 114.2 . . ?
C41 C46 H46A 114.2 . . ?
C43 C46 H46B 114.2 . . ?
C41 C46 H46B 114.2 . . ?
H46A C46 H46B 111.4 . . ?
C42 C47 H47A 109.5 . . ?
C42 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C42 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C42 C48 H48A 109.5 . . ?
C42 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C42 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C1 N1 C5 119.6(6) . . ?
C1 N1 Ni1 114.4(5) . . ?
C5 N1 Ni1 125.8(5) . . ?
C2 N2 C15 118.8(6) . . ?
C2 N2 Ni1 114.3(4) . . ?
C15 N2 Ni1 126.6(5) . . ?
C25 N3 C29 119.4(6) . . ?
C25 N3 Ni2 114.6(5) . . ?
C29 N3 Ni2 126.0(5) . . ?
C26 N4 C39 120.7(6) . . ?
C26 N4 Ni2 114.0(5) . . ?
C39 N4 Ni2 125.3(5) . . ?
N1 Ni1 N2 82.1(2) . . ?
N1 Ni1 I1 134.68(18) . . ?
N2 Ni1 I1 143.15(17) . . ?
N3 Ni2 N4 81.6(2) . . ?
N3 Ni2 I2 139.45(18) . . ?
N4 Ni2 I2 138.91(18) . . ?
 
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
N1 C1 C2 N2 -5.7(11) . . . . ?
C3 C1 C2 N2 174.2(7) . . . . ?
N1 C1 C2 C4 172.4(7) . . . . ?
C3 C1 C2 C4 -7.7(12) . . . . ?
N1 C5 C6 C11 -85.0(8) . . . . ?
C10 C5 C6 C11 149.8(7) . . . . ?
N1 C5 C6 C7 147.9(7) . . . . ?
C10 C5 C6 C7 22.7(9) . . . . ?
C11 C6 C7 C12 173.7(7) . . . . ?
C5 C6 C7 C12 -60.5(9) . . . . ?
C11 C6 C7 C8 -92.2(9) . . . . ?
C5 C6 C7 C8 33.7(10) . . . . ?
C12 C7 C8 C14 148.2(8) . . . . ?
C6 C7 C8 C14 41.1(11) . . . . ?
C12 C7 C8 C13 -84.2(8) . . . . ?
C6 C7 C8 C13 168.6(7) . . . . ?
C12 C7 C8 C9 27.2(6) . . . . ?
C6 C7 C8 C9 -80.0(8) . . . . ?
C14 C8 C9 C10 -44.7(10) . . . . ?
C13 C8 C9 C10 -169.9(8) . . . . ?
C7 C8 C9 C10 81.8(8) . . . . ?
C14 C8 C9 C12 -153.8(7) . . . . ?
C13 C8 C9 C12 81.0(8) . . . . ?
C7 C8 C9 C12 -27.3(6) . . . . ?
C12 C9 C10 C5 55.6(10) . . . . ?
C8 C9 C10 C5 -38.8(11) . . . . ?
N1 C5 C10 C9 -145.8(7) . . . . ?
C6 C5 C10 C9 -20.4(10) . . . . ?
C10 C9 C12 C7 -84.1(8) . . . . ?
C8 C9 C12 C7 28.0(6) . . . . ?
C6 C7 C12 C9 86.6(7) . . . . ?
C8 C7 C12 C9 -28.0(6) . . . . ?
N2 C15 C16 C17 141.3(6) . . . . ?
C20 C15 C16 C17 17.8(9) . . . . ?
N2 C15 C16 C21 -92.4(7) . . . . ?
C20 C15 C16 C21 144.0(7) . . . . ?
C21 C16 C17 C22 176.1(7) . . . . ?
C15 C16 C17 C22 -58.3(8) . . . . ?
C21 C16 C17 C18 -88.9(8) . . . . ?
C15 C16 C17 C18 36.7(9) . . . . ?
C16 C17 C18 C24 39.9(10) . . . . ?
C22 C17 C18 C24 148.3(8) . . . . ?
C16 C17 C18 C23 167.6(7) . . . . ?
C22 C17 C18 C23 -84.0(7) . . . . ?
C16 C17 C18 C19 -81.2(8) . . . . ?
C22 C17 C18 C19 27.2(6) . . . . ?
C24 C18 C19 C20 -42.2(11) . . . . ?
C23 C18 C19 C20 -169.2(8) . . . . ?
C17 C18 C19 C20 81.6(8) . . . . ?
C24 C18 C19 C22 -151.3(8) . . . . ?
C23 C18 C19 C22 81.7(9) . . . . ?
C17 C18 C19 C22 -27.5(6) . . . . ?
C22 C19 C20 C15 55.3(9) . . . . ?
C18 C19 C20 C15 -40.4(11) . . . . ?
N2 C15 C20 C19 -141.2(7) . . . . ?
C16 C15 C20 C19 -16.5(10) . . . . ?
C20 C19 C22 C17 -84.7(7) . . . . ?
C18 C19 C22 C17 28.0(6) . . . . ?
C16 C17 C22 C19 87.2(7) . . . . ?
C18 C17 C22 C19 -27.7(6) . . . . ?
N3 C25 C26 N4 -2.7(10) . . . . ?
C27 C25 C26 N4 177.0(7) . . . . ?
N3 C25 C26 C28 175.5(7) . . . . ?
C27 C25 C26 C28 -4.8(11) . . . . ?
N3 C29 C30 C35 -83.9(8) . . . . ?
C34 C29 C30 C35 151.1(7) . . . . ?
N3 C29 C30 C31 148.0(6) . . . . ?
C34 C29 C30 C31 23.0(9) . . . . ?
C35 C30 C31 C36 171.5(7) . . . . ?
C29 C30 C31 C36 -61.3(8) . . . . ?
C35 C30 C31 C32 -93.2(8) . . . . ?
C29 C30 C31 C32 34.0(9) . . . . ?
C30 C31 C32 C37 168.9(7) . . . . ?
C36 C31 C32 C37 -82.8(7) . . . . ?
C30 C31 C32 C38 40.0(10) . . . . ?
C36 C31 C32 C38 148.3(8) . . . . ?
C30 C31 C32 C33 -80.3(7) . . . . ?
C36 C31 C32 C33 28.0(6) . . . . ?
C37 C32 C33 C34 -169.7(7) . . . . ?
C38 C32 C33 C34 -44.7(10) . . . . ?
C31 C32 C33 C34 80.3(8) . . . . ?
C37 C32 C33 C36 81.7(8) . . . . ?
C38 C32 C33 C36 -153.2(7) . . . . ?
C31 C32 C33 C36 -28.2(6) . . . . ?
C36 C33 C34 C29 57.2(9) . . . . ?
C32 C33 C34 C29 -38.0(10) . . . . ?
N3 C29 C34 C33 -146.6(7) . . . . ?
C30 C29 C34 C33 -21.3(10) . . . . ?
C34 C33 C36 C31 -84.1(7) . . . . ?
C32 C33 C36 C31 28.8(6) . . . . ?
C30 C31 C36 C33 87.4(7) . . . . ?
C32 C31 C36 C33 -28.6(6) . . . . ?
N4 C39 C40 C45 -88.8(8) . . . . ?
C44 C39 C40 C45 147.9(7) . . . . ?
N4 C39 C40 C41 144.1(7) . . . . ?
C44 C39 C40 C41 20.8(9) . . . . ?
C45 C40 C41 C46 173.8(7) . . . . ?
C39 C40 C41 C46 -60.1(8) . . . . ?
C45 C40 C41 C42 -90.9(9) . . . . ?
C39 C40 C41 C42 35.2(9) . . . . ?
C40 C41 C42 C48 39.3(11) . . . . ?
C46 C41 C42 C48 148.1(8) . . . . ?
C40 C41 C42 C47 167.1(7) . . . . ?
C46 C41 C42 C47 -84.1(7) . . . . ?
C40 C41 C42 C43 -80.7(8) . . . . ?
C46 C41 C42 C43 28.1(6) . . . . ?
C48 C42 C43 C46 -153.2(7) . . . . ?
C47 C42 C43 C46 81.0(8) . . . . ?
C41 C42 C43 C46 -28.3(6) . . . . ?
C48 C42 C43 C44 -43.4(10) . . . . ?
C47 C42 C43 C44 -169.2(8) . . . . ?
C41 C42 C43 C44 81.5(8) . . . . ?
C46 C43 C44 C39 56.5(9) . . . . ?
C42 C43 C44 C39 -39.4(10) . . . . ?
N4 C39 C44 C43 -143.3(7) . . . . ?
C40 C39 C44 C43 -19.1(10) . . . . ?
C44 C43 C46 C41 -84.3(7) . . . . ?
C42 C43 C46 C41 29.0(6) . . . . ?
C40 C41 C46 C43 86.8(7) . . . . ?
C42 C41 C46 C43 -28.6(6) . . . . ?
C2 C1 N1 C5 -178.4(7) . . . . ?
C3 C1 N1 C5 1.7(12) . . . . ?
C2 C1 N1 Ni1 5.4(9) . . . . ?
C3 C1 N1 Ni1 -174.5(7) . . . . ?
C6 C5 N1 C1 132.6(8) . . . . ?
C10 C5 N1 C1 -98.9(9) . . . . ?
C6 C5 N1 Ni1 -51.6(9) . . . . ?
C10 C5 N1 Ni1 76.9(8) . . . . ?
C1 C2 N2 C15 177.4(6) . . . . ?
C4 C2 N2 C15 -0.6(11) . . . . ?
C1 C2 N2 Ni1 3.2(8) . . . . ?
C4 C2 N2 Ni1 -174.8(6) . . . . ?
C16 C15 N2 C2 152.9(7) . . . . ?
C20 C15 N2 C2 -80.9(9) . . . . ?
C16 C15 N2 Ni1 -33.7(9) . . . . ?
C20 C15 N2 Ni1 92.5(7) . . . . ?
C26 C25 N3 C29 179.3(6) . . . . ?
C27 C25 N3 C29 -0.4(12) . . . . ?
C26 C25 N3 Ni2 1.5(9) . . . . ?
C27 C25 N3 Ni2 -178.2(6) . . . . ?
C30 C29 N3 C25 129.5(7) . . . . ?
C34 C29 N3 C25 -102.9(8) . . . . ?
C30 C29 N3 Ni2 -53.0(8) . . . . ?
C34 C29 N3 Ni2 74.6(8) . . . . ?
C25 C26 N4 C39 -179.9(7) . . . . ?
C28 C26 N4 C39 2.0(12) . . . . ?
C25 C26 N4 Ni2 2.6(8) . . . . ?
C28 C26 N4 Ni2 -175.5(6) . . . . ?
C40 C39 N4 C26 137.7(7) . . . . ?
C44 C39 N4 C26 -96.1(9) . . . . ?
C40 C39 N4 Ni2 -45.0(9) . . . . ?
C44 C39 N4 Ni2 81.2(8) . . . . ?
 
_refine_diff_density_max    1.440
_refine_diff_density_min   -0.672
_refine_diff_density_rms    0.124

_shelxl_version_number 2014-3



 
data_cz9
 
_audit_creation_method            SHELXL-2014
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C24 H40 N2 Ni' 
_chemical_formula_weight          415.29

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Ni'  'Ni'   0.3393   1.1124
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       orthorhombic
_space_group_IT_number            18
_space_group_name_H-M_alt         'P 21 21 2'
_space_group_name_Hall            'P 2 2ab'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, z'
 '-x+1/2, y+1/2, -z'
 'x+1/2, -y+1/2, -z'
 
_cell_length_a                    13.0031(5)
_cell_length_b                    13.3258(5)
_cell_length_c                    14.1690(6)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 90
_cell_volume                      2455.16(17)
_cell_formula_units_Z             4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used      9667
_cell_measurement_theta_min        2.62
_cell_measurement_theta_max       24.72
 
_exptl_crystal_description        'block' 
_exptl_crystal_colour             'brown' 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ?              
_exptl_crystal_density_diffrn     1.124          
_exptl_crystal_F_000              904
_exptl_transmission_factor_min    ?                                             
_exptl_transmission_factor_max    ?                                             
_exptl_crystal_size_max           0.406 
_exptl_crystal_size_mid           0.266 
_exptl_crystal_size_min           0.238 
_exptl_absorpt_coefficient_mu     0.800
_shelx_estimated_absorpt_T_min    ? 
_shelx_estimated_absorpt_T_max    ? 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.6608 
_exptl_absorpt_correction_T_max   0.7451 
_exptl_absorpt_process_details    'TWINABS BRUKER AXS' 
 
_exptl_special_details
;
 Collected, solved and refined by Mate J. Bezdek. Crystals were extremely sensitive to
 cooling and often cracked under an N2 stream, requiring room temperature collection. 
;
 
_diffrn_ambient_temperature       300(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'I\mS microfocus source'                       
_diffrn_measurement_device_type   'Bruker D8 Venture Photon 100 CMOS' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             62759
_diffrn_reflns_av_unetI/netI      0.0095
_diffrn_reflns_av_R_equivalents   0.0268
_diffrn_reflns_limit_h_min        -15
_diffrn_reflns_limit_h_max        15
_diffrn_reflns_limit_k_min        -15
_diffrn_reflns_limit_k_max        15
_diffrn_reflns_limit_l_min        -16
_diffrn_reflns_limit_l_max        16
_diffrn_reflns_theta_min          2.618
_diffrn_reflns_theta_max          24.785
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.997
_diffrn_measured_fraction_theta_full  0.948
_diffrn_reflns_Laue_measured_fraction_max    0.997
_diffrn_reflns_Laue_measured_fraction_full   0.948
_diffrn_reflns_point_group_measured_fraction_max   0.997
_diffrn_reflns_point_group_measured_fraction_full  0.946
_reflns_number_total              4206
_reflns_number_gt                 3731
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.760
_reflns_Friedel_fraction_max      0.997
_reflns_Friedel_fraction_full     0.945
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2016)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP3 (Farraguia, 1994)'
 
_refine_special_details
;
 ?
;
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0464P)²+1.0921P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_abs_structure_details
;
 Flack x determined using 1522 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack    -0.026(5)
_chemical_absolute_configuration  rm
_refine_ls_number_reflns          4206
_refine_ls_number_parameters      247
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0505
_refine_ls_R_factor_gt            0.0432
_refine_ls_wR_factor_ref          0.1161
_refine_ls_wR_factor_gt           0.1081
_refine_ls_goodness_of_fit_ref    1.148
_refine_ls_restrained_S_all       1.148
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 0.5507(4) 0.4793(6) 1.0092(3) 0.0874(19) Uani 1 1 d . . . . .
C2 C 0.6089(6) 0.4643(6) 1.0997(4) 0.116(3) Uani 1 1 d . . . . .
H2A H 0.6770 0.4912 1.0932 0.173 Uiso 1 1 calc R U . . .
H2B H 0.6130 0.3939 1.1136 0.173 Uiso 1 1 calc R U . . .
H2C H 0.5738 0.4982 1.1501 0.173 Uiso 1 1 calc R U . . .
C3 C 0.6897(4) 0.4125(5) 0.9153(4) 0.0893(18) Uani 1 1 d . . . . .
H3 H 0.7104 0.3890 0.9780 0.107 Uiso 1 1 calc R U . . .
C4 C 0.6861(5) 0.3195(5) 0.8505(5) 0.0900(16) Uani 1 1 d . . . . .
H4 H 0.6327 0.3323 0.8031 0.108 Uiso 1 1 calc R U . . .
C5 C 0.7874(5) 0.3079(5) 0.7973(5) 0.0951(18) Uani 1 1 d . . . . .
H5 H 0.7936 0.2444 0.7629 0.114 Uiso 1 1 calc R U . . .
C6 C 0.8839(5) 0.3366(7) 0.8533(7) 0.128(3) Uani 1 1 d . . . . .
C7 C 0.8521(6) 0.4447(6) 0.8194(8) 0.145(4) Uani 1 1 d . . . . .
H7 H 0.9094 0.4897 0.8041 0.174 Uiso 1 1 calc R U . . .
C8 C 0.7695(4) 0.4894(6) 0.8840(6) 0.128(3) Uani 1 1 d . . . . .
H8A H 0.8024 0.5176 0.9395 0.153 Uiso 1 1 calc R U . . .
H8B H 0.7350 0.5436 0.8511 0.153 Uiso 1 1 calc R U . . .
C9 C 0.6545(9) 0.2255(7) 0.9031(9) 0.193(6) Uani 1 1 d . . . . .
H9A H 0.5905 0.2372 0.9351 0.290 Uiso 1 1 calc R U . . .
H9B H 0.6463 0.1713 0.8591 0.290 Uiso 1 1 calc R U . . .
H9C H 0.7065 0.2084 0.9484 0.290 Uiso 1 1 calc R U . . .
C10 C 0.8007(6) 0.3979(7) 0.7373(6) 0.127(3) Uani 1 1 d . . . . .
H10A H 0.7368 0.4301 0.7192 0.152 Uiso 1 1 calc R U . . .
H10B H 0.8453 0.3877 0.6833 0.152 Uiso 1 1 calc R U . . .
C11 C 0.9839(6) 0.3031(8) 0.7987(9) 0.185(5) Uani 1 1 d . . . . .
H11A H 0.9765 0.3186 0.7329 0.277 Uiso 1 1 calc R U . . .
H11B H 1.0423 0.3382 0.8237 0.277 Uiso 1 1 calc R U . . .
H11C H 0.9937 0.2322 0.8062 0.277 Uiso 1 1 calc R U . . .
C12 C 0.8994(8) 0.3111(11) 0.9543(7) 0.240(8) Uani 1 1 d . . . . .
H12A H 0.9648 0.3362 0.9749 0.360 Uiso 1 1 calc R U . . .
H12B H 0.8457 0.3410 0.9913 0.360 Uiso 1 1 calc R U . . .
H12C H 0.8976 0.2395 0.9619 0.360 Uiso 1 1 calc R U . . .
C13 C 0.4774(6) 0.4507(4) 0.4726(3) 0.090(2) Uani 1 1 d . . . . .
C14 C 0.4568(8) 0.3950(5) 0.3827(4) 0.136(4) Uani 1 1 d . . . . .
H14A H 0.5022 0.3384 0.3784 0.205 Uiso 1 1 calc R U . . .
H14B H 0.4681 0.4388 0.3299 0.205 Uiso 1 1 calc R U . . .
H14C H 0.3868 0.3721 0.3822 0.205 Uiso 1 1 calc R U . . .
C15 C 0.4154(5) 0.3140(4) 0.5696(4) 0.0827(15) Uani 1 1 d . . . . .
H15 H 0.4120 0.2823 0.5073 0.099 Uiso 1 1 calc R U . . .
C16 C 0.4877(6) 0.2502(4) 0.6311(4) 0.0961(17) Uani 1 1 d . . . . .
H16 H 0.5214 0.2961 0.6754 0.115 Uiso 1 1 calc R U . . .
C17 C 0.4274(6) 0.1752(6) 0.6896(5) 0.112(2) Uani 1 1 d . . . . .
H17 H 0.4698 0.1251 0.7221 0.134 Uiso 1 1 calc R U . . .
C18 C 0.3270(7) 0.1325(6) 0.6435(7) 0.127(3) Uani 1 1 d . . . . .
C19 C 0.2812(7) 0.2342(7) 0.6756(9) 0.143(4) Uani 1 1 d . . . . .
H19 H 0.2096 0.2307 0.6967 0.172 Uiso 1 1 calc R U . . .
C20 C 0.3037(5) 0.3189(6) 0.6094(6) 0.117(3) Uani 1 1 d . . . . .
H20A H 0.2942 0.3820 0.6423 0.141 Uiso 1 1 calc R U . . .
H20B H 0.2553 0.3168 0.5573 0.141 Uiso 1 1 calc R U . . .
C21 C 0.5721(7) 0.2029(7) 0.5717(8) 0.178(5) Uani 1 1 d . . . . .
H21A H 0.6070 0.2543 0.5366 0.267 Uiso 1 1 calc R U . . .
H21B H 0.6202 0.1693 0.6122 0.267 Uiso 1 1 calc R U . . .
H21C H 0.5423 0.1553 0.5288 0.267 Uiso 1 1 calc R U . . .
C22 C 0.3592(9) 0.2375(8) 0.7545(7) 0.156(4) Uani 1 1 d . . . . .
H22A H 0.3379 0.2031 0.8116 0.188 Uiso 1 1 calc R U . . .
H22B H 0.3856 0.3040 0.7682 0.188 Uiso 1 1 calc R U . . .
C23 C 0.2898(10) 0.0421(7) 0.7048(9) 0.206(6) Uani 1 1 d . . . . .
H23A H 0.2922 0.0603 0.7703 0.309 Uiso 1 1 calc R U . . .
H23B H 0.2205 0.0251 0.6877 0.309 Uiso 1 1 calc R U . . .
H23C H 0.3338 -0.0146 0.6940 0.309 Uiso 1 1 calc R U . . .
C24 C 0.3224(9) 0.1020(6) 0.5428(7) 0.162(4) Uani 1 1 d . . . . .
H24A H 0.3541 0.0374 0.5354 0.242 Uiso 1 1 calc R U . . .
H24B H 0.2519 0.0984 0.5230 0.242 Uiso 1 1 calc R U . . .
H24C H 0.3583 0.1504 0.5050 0.242 Uiso 1 1 calc R U . . .
N1 N 0.5871(3) 0.4572(4) 0.9253(3) 0.0787(13) Uani 1 1 d . . . . .
N2 N 0.4596(3) 0.4140(3) 0.5570(3) 0.0772(12) Uani 1 1 d . . . . .
Ni1 Ni 0.5000 0.5000 0.82391(4) 0.0671(3) Uani 1 2 d S T P . .
Ni2 Ni 0.5000 0.5000 0.65882(4) 0.0661(2) Uani 1 2 d S T P . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 N1 1.313(6) . ?
C1 C1 1.428(11) 2_665 ?
C1 C2 1.502(7) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 N1 1.469(6) . ?
C3 C8 1.524(10) . ?
C3 C4 1.543(8) . ?
C3 H3 0.9800 . ?
C4 C9 1.514(10) . ?
C4 C5 1.526(9) . ?
C4 H4 0.9800 . ?
C5 C10 1.480(10) . ?
C5 C6 1.534(9) . ?
C5 C7 2.032(10) . ?
C5 H5 0.9800 . ?
C6 C12 1.483(14) . ?
C6 C7 1.574(12) . ?
C6 C11 1.577(10) . ?
C7 C10 1.479(11) . ?
C7 C8 1.532(9) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 N2 1.313(6) . ?
C13 C13 1.440(12) 2_665 ?
C13 C14 1.498(7) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 N2 1.461(7) . ?
C15 C16 1.537(8) . ?
C15 C20 1.560(9) . ?
C15 H15 0.9800 . ?
C16 C17 1.517(9) . ?
C16 C21 1.519(9) . ?
C16 H16 0.9800 . ?
C17 C22 1.523(11) . ?
C17 C18 1.568(12) . ?
C17 H17 0.9800 . ?
C18 C24 1.484(11) . ?
C18 C19 1.549(11) . ?
C18 C23 1.561(11) . ?
C19 C20 1.496(13) . ?
C19 C22 1.510(13) . ?
C19 H19 0.9800 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
N1 Ni1 1.916(4) . ?
N2 Ni2 1.916(4) . ?
Ni1 N1 1.916(4) 2_665 ?
Ni1 Ni2 2.3391(9) . ?
Ni2 N2 1.916(4) 2_665 ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
N1 C1 C1 114.8(3) . 2_665 ?
N1 C1 C2 124.2(5) . . ?
C1 C1 C2 121.1(3) 2_665 . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 C8 111.9(5) . . ?
N1 C3 C4 110.8(5) . . ?
C8 C3 C4 112.9(5) . . ?
N1 C3 H3 106.9 . . ?
C8 C3 H3 106.9 . . ?
C4 C3 H3 106.9 . . ?
C9 C4 C5 113.2(6) . . ?
C9 C4 C3 112.4(7) . . ?
C5 C4 C3 110.4(5) . . ?
C9 C4 H4 106.8 . . ?
C5 C4 H4 106.8 . . ?
C3 C4 H4 106.8 . . ?
C10 C5 C4 107.7(5) . . ?
C10 C5 C6 90.0(7) . . ?
C4 C5 C6 115.2(6) . . ?
C10 C5 C7 46.6(5) . . ?
C4 C5 C7 101.0(4) . . ?
C6 C5 C7 50.0(5) . . ?
C10 C5 H5 113.9 . . ?
C4 C5 H5 113.9 . . ?
C6 C5 H5 113.9 . . ?
C7 C5 H5 144.8 . . ?
C12 C6 C5 123.6(9) . . ?
C12 C6 C7 122.7(8) . . ?
C5 C6 C7 81.6(6) . . ?
C12 C6 C11 107.3(7) . . ?
C5 C6 C11 110.5(6) . . ?
C7 C6 C11 109.0(8) . . ?
C10 C7 C8 108.5(6) . . ?
C10 C7 C6 88.5(6) . . ?
C8 C7 C6 111.0(8) . . ?
C10 C7 C5 46.6(4) . . ?
C8 C7 C5 98.7(5) . . ?
C6 C7 C5 48.3(4) . . ?
C10 C7 H7 115.3 . . ?
C8 C7 H7 115.3 . . ?
C6 C7 H7 115.3 . . ?
C5 C7 H7 146.0 . . ?
C3 C8 C7 112.9(6) . . ?
C3 C8 H8A 109.0 . . ?
C7 C8 H8A 109.0 . . ?
C3 C8 H8B 109.0 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C5 C10 C7 86.8(7) . . ?
C5 C10 H10A 114.2 . . ?
C7 C10 H10A 114.2 . . ?
C5 C10 H10B 114.2 . . ?
C7 C10 H10B 114.2 . . ?
H10A C10 H10B 111.4 . . ?
C6 C11 H11A 109.5 . . ?
C6 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C6 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C6 C12 H12A 109.5 . . ?
C6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C13 114.3(3) . 2_665 ?
N2 C13 C14 124.0(6) . . ?
C13 C13 C14 121.7(4) 2_665 . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 C16 109.5(5) . . ?
N2 C15 C20 111.9(5) . . ?
C16 C15 C20 112.8(5) . . ?
N2 C15 H15 107.5 . . ?
C16 C15 H15 107.5 . . ?
C20 C15 H15 107.5 . . ?
C17 C16 C21 113.7(6) . . ?
C17 C16 C15 111.0(6) . . ?
C21 C16 C15 110.9(6) . . ?
C17 C16 H16 106.9 . . ?
C21 C16 H16 106.9 . . ?
C15 C16 H16 106.9 . . ?
C16 C17 C22 105.8(6) . . ?
C16 C17 C18 116.2(7) . . ?
C22 C17 C18 88.0(7) . . ?
C16 C17 H17 114.5 . . ?
C22 C17 H17 114.5 . . ?
C18 C17 H17 114.5 . . ?
C24 C18 C19 120.4(9) . . ?
C24 C18 C23 108.1(8) . . ?
C19 C18 C23 113.1(7) . . ?
C24 C18 C17 122.3(7) . . ?
C19 C18 C17 83.1(6) . . ?
C23 C18 C17 107.9(9) . . ?
C20 C19 C22 108.1(7) . . ?
C20 C19 C18 113.7(7) . . ?
C22 C19 C18 89.1(8) . . ?
C20 C19 H19 114.4 . . ?
C22 C19 H19 114.4 . . ?
C18 C19 H19 114.4 . . ?
C19 C20 C15 112.2(6) . . ?
C19 C20 H20A 109.2 . . ?
C15 C20 H20A 109.2 . . ?
C19 C20 H20B 109.2 . . ?
C15 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 C17 85.9(7) . . ?
C19 C22 H22A 114.3 . . ?
C17 C22 H22A 114.3 . . ?
C19 C22 H22B 114.3 . . ?
C17 C22 H22B 114.3 . . ?
H22A C22 H22B 111.5 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C18 C24 H24A 109.5 . . ?
C18 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C18 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C1 N1 C3 120.4(4) . . ?
C1 N1 Ni1 113.5(3) . . ?
C3 N1 Ni1 125.8(3) . . ?
C13 N2 C15 121.4(5) . . ?
C13 N2 Ni2 114.5(4) . . ?
C15 N2 Ni2 124.1(3) . . ?
N1 Ni1 N1 82.8(3) . 2_665 ?
N1 Ni1 Ni2 138.58(13) . . ?
N1 Ni1 Ni2 138.58(13) 2_665 . ?
N2 Ni2 N2 82.3(3) 2_665 . ?
N2 Ni2 Ni1 138.85(13) 2_665 . ?
N2 Ni2 Ni1 138.85(13) . . ?
 
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
N1 C3 C4 C9 -83.8(8) . . . . ?
C8 C3 C4 C9 149.7(7) . . . . ?
N1 C3 C4 C5 148.8(5) . . . . ?
C8 C3 C4 C5 22.3(7) . . . . ?
C9 C4 C5 C10 171.0(8) . . . . ?
C3 C4 C5 C10 -62.0(7) . . . . ?
C9 C4 C5 C6 -90.4(9) . . . . ?
C3 C4 C5 C6 36.6(9) . . . . ?
C9 C4 C5 C7 -141.2(8) . . . . ?
C3 C4 C5 C7 -14.3(7) . . . . ?
C10 C5 C6 C12 150.2(8) . . . . ?
C4 C5 C6 C12 40.7(11) . . . . ?
C7 C5 C6 C12 123.8(10) . . . . ?
C10 C5 C6 C7 26.4(5) . . . . ?
C4 C5 C6 C7 -83.2(7) . . . . ?
C10 C5 C6 C11 -80.9(9) . . . . ?
C4 C5 C6 C11 169.6(8) . . . . ?
C7 C5 C6 C11 -107.2(10) . . . . ?
C12 C6 C7 C10 -151.1(9) . . . . ?
C5 C6 C7 C10 -26.4(5) . . . . ?
C11 C6 C7 C10 82.4(7) . . . . ?
C12 C6 C7 C8 -41.9(11) . . . . ?
C5 C6 C7 C8 82.8(7) . . . . ?
C11 C6 C7 C8 -168.3(6) . . . . ?
C12 C6 C7 C5 -124.7(10) . . . . ?
C11 C6 C7 C5 108.9(7) . . . . ?
N1 C3 C8 C7 -145.9(7) . . . . ?
C4 C3 C8 C7 -20.0(9) . . . . ?
C10 C7 C8 C3 56.2(10) . . . . ?
C6 C7 C8 C3 -39.5(9) . . . . ?
C5 C7 C8 C3 9.1(8) . . . . ?
C4 C5 C10 C7 88.5(6) . . . . ?
C6 C5 C10 C7 -28.0(5) . . . . ?
C8 C7 C10 C5 -84.4(8) . . . . ?
C6 C7 C10 C5 27.2(5) . . . . ?
N2 C15 C16 C17 148.6(5) . . . . ?
C20 C15 C16 C17 23.3(8) . . . . ?
N2 C15 C16 C21 -84.0(7) . . . . ?
C20 C15 C16 C21 150.8(7) . . . . ?
C21 C16 C17 C22 171.5(9) . . . . ?
C15 C16 C17 C22 -62.6(9) . . . . ?
C21 C16 C17 C18 -92.9(9) . . . . ?
C15 C16 C17 C18 33.0(8) . . . . ?
C16 C17 C18 C24 42.4(11) . . . . ?
C22 C17 C18 C24 149.0(8) . . . . ?
C16 C17 C18 C19 -79.4(7) . . . . ?
C22 C17 C18 C19 27.2(6) . . . . ?
C16 C17 C18 C23 168.5(7) . . . . ?
C22 C17 C18 C23 -84.8(7) . . . . ?
C24 C18 C19 C20 -41.6(13) . . . . ?
C23 C18 C19 C20 -171.5(10) . . . . ?
C17 C18 C19 C20 82.0(9) . . . . ?
C24 C18 C19 C22 -151.0(9) . . . . ?
C23 C18 C19 C22 79.0(10) . . . . ?
C17 C18 C19 C22 -27.5(6) . . . . ?
C22 C19 C20 C15 57.4(9) . . . . ?
C18 C19 C20 C15 -39.8(11) . . . . ?
N2 C15 C20 C19 -144.6(7) . . . . ?
C16 C15 C20 C19 -20.6(9) . . . . ?
C20 C19 C22 C17 -86.4(7) . . . . ?
C18 C19 C22 C17 28.2(6) . . . . ?
C16 C17 C22 C19 88.8(8) . . . . ?
C18 C17 C22 C19 -27.9(6) . . . . ?
C1 C1 N1 C3 -178.9(7) 2_665 . . . ?
C2 C1 N1 C3 1.6(11) . . . . ?
C1 C1 N1 Ni1 6.4(10) 2_665 . . . ?
C2 C1 N1 Ni1 -173.1(6) . . . . ?
C8 C3 N1 C1 -102.1(7) . . . . ?
C4 C3 N1 C1 130.9(6) . . . . ?
C8 C3 N1 Ni1 71.9(6) . . . . ?
C4 C3 N1 Ni1 -55.1(7) . . . . ?
C13 C13 N2 C15 -179.0(7) 2_665 . . . ?
C14 C13 N2 C15 -1.1(10) . . . . ?
C13 C13 N2 Ni2 -0.9(10) 2_665 . . . ?
C14 C13 N2 Ni2 177.0(6) . . . . ?
C16 C15 N2 C13 123.2(6) . . . . ?
C20 C15 N2 C13 -111.0(7) . . . . ?
C16 C15 N2 Ni2 -54.8(6) . . . . ?
C20 C15 N2 Ni2 71.0(6) . . . . ?
 
_refine_diff_density_max    0.412
_refine_diff_density_min   -0.302
_refine_diff_density_rms    0.041

_shelxl_version_number 2014-3



 
data_cz11
 
_audit_creation_method            SHELXL-2014
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C44 H72 Br2 N4 Ni2' 
_chemical_formula_weight          934.29

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0181   0.0091
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Br'  'Br'  -0.6763   1.2805
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Ni'  'Ni'  -3.0029   0.5091
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0311   0.0180
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            4
_space_group_name_H-M_alt         'P 21'
_space_group_name_Hall            'P 2yb'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z'
 
_cell_length_a                    13.3155(4)
_cell_length_b                    12.3857(3)
_cell_length_c                    13.9317(4)
_cell_angle_alpha                 90
_cell_angle_beta                  104.3180(10)
_cell_angle_gamma                 90
_cell_volume                      2226.27(11)
_cell_formula_units_Z             2
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used      9920
_cell_measurement_theta_min        3.43
_cell_measurement_theta_max       70.16 
 
_exptl_crystal_description        'plate' 
_exptl_crystal_colour             'purple' 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ?              
_exptl_crystal_density_diffrn     1.394          
_exptl_crystal_F_000              980
_exptl_transmission_factor_min    ?                                             
_exptl_transmission_factor_max    ?                                             
_exptl_crystal_size_max           0.318
_exptl_crystal_size_mid           0.184
_exptl_crystal_size_min           0.168
_exptl_absorpt_coefficient_mu     3.397
_shelx_estimated_absorpt_T_min    0.411
_shelx_estimated_absorpt_T_max    0.599
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.5427 
_exptl_absorpt_correction_T_max   0.7533 
_exptl_absorpt_process_details    'TWINABS BRUKER AXS' 
 
_exptl_special_details
;
 Collected, solved and refined by Mate J. Bezdek.
;
 
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      1.54178
_diffrn_radiation_type            CuK\a
_diffrn_radiation_source          'I\mS microfocus source'                       
_diffrn_measurement_device_type   'Bruker D8 Venture Photon 100 CMOS' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             26427
_diffrn_reflns_av_unetI/netI      0.0240
_diffrn_reflns_av_R_equivalents   0.0255
_diffrn_reflns_limit_h_min        -16
_diffrn_reflns_limit_h_max        16
_diffrn_reflns_limit_k_min        -15
_diffrn_reflns_limit_k_max        15
_diffrn_reflns_limit_l_min        -16
_diffrn_reflns_limit_l_max        14
_diffrn_reflns_theta_min          3.425
_diffrn_reflns_theta_max          70.161
_diffrn_reflns_theta_full         67.679
_diffrn_measured_fraction_theta_max   0.987
_diffrn_measured_fraction_theta_full  0.988
_diffrn_reflns_Laue_measured_fraction_max    0.987
_diffrn_reflns_Laue_measured_fraction_full   0.988
_diffrn_reflns_point_group_measured_fraction_max   0.976
_diffrn_reflns_point_group_measured_fraction_full  0.977
_reflns_number_total              8248
_reflns_number_gt                 8194
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.883
_reflns_Friedel_fraction_max      0.963
_reflns_Friedel_fraction_full     0.966
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2016)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP3 (Farraguia, 1994)'
 
_refine_special_details
;
 ?
;
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0304P)²+0.5465P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_abs_structure_details
;
 Flack x determined using 3810 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack    -0.020(7)
_chemical_absolute_configuration  rm
_refine_ls_number_reflns          8248
_refine_ls_number_parameters      481
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.0207
_refine_ls_R_factor_gt            0.0206
_refine_ls_wR_factor_ref          0.0514
_refine_ls_wR_factor_gt           0.0513
_refine_ls_goodness_of_fit_ref    1.050
_refine_ls_restrained_S_all       1.050
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 0.2895(2) 0.8510(2) 0.5264(2) 0.0222(5) Uani 1 1 d . . . . .
H1 H 0.2911 0.9186 0.5559 0.027 Uiso 1 1 calc R U . . .
C2 C 0.3258(2) 0.8338(2) 0.44007(19) 0.0218(5) Uani 1 1 d . . . . .
H2 H 0.3543 0.8892 0.4102 0.026 Uiso 1 1 calc R U . . .
C3 C 0.2142(2) 0.7747(2) 0.6515(2) 0.0204(5) Uani 1 1 d . . . . .
H3 H 0.1827 0.7048 0.6594 0.024 Uiso 1 1 calc R U . . .
C4 C 0.3068(2) 0.7894(2) 0.7454(2) 0.0217(5) Uani 1 1 d . . . . .
H4 H 0.3633 0.8230 0.7224 0.026 Uiso 1 1 calc R U . . .
C5 C 0.2796(2) 0.8672(3) 0.8204(2) 0.0239(6) Uani 1 1 d . . . . .
H5 H 0.3325 0.8734 0.8831 0.029 Uiso 1 1 calc R U . . .
C6 C 0.1659(2) 0.8573(3) 0.8314(2) 0.0247(6) Uani 1 1 d . . . . .
C7 C 0.1370(2) 0.9276(3) 0.7360(2) 0.0291(6) Uani 1 1 d . . . . .
H7 H 0.0808 0.9795 0.7335 0.035 Uiso 1 1 calc R U . . .
C8 C 0.1269(2) 0.8602(3) 0.6420(2) 0.0258(6) Uani 1 1 d . . . . .
H8A H 0.1281 0.9081 0.5873 0.031 Uiso 1 1 calc R U . . .
H8B H 0.0603 0.8237 0.6268 0.031 Uiso 1 1 calc R U . . .
C9 C 0.3460(2) 0.6793(3) 0.7871(2) 0.0341(7) Uani 1 1 d . . . . .
H9A H 0.3666 0.6379 0.7370 0.051 Uiso 1 1 calc R U . . .
H9B H 0.2917 0.6420 0.8078 0.051 Uiso 1 1 calc R U . . .
H9C H 0.4043 0.6886 0.8429 0.051 Uiso 1 1 calc R U . . .
C10 C 0.2474(2) 0.9759(3) 0.7661(2) 0.0302(6) Uani 1 1 d . . . . .
H10A H 0.2542 1.0380 0.8096 0.036 Uiso 1 1 calc R U . . .
H10B H 0.2783 0.9892 0.7111 0.036 Uiso 1 1 calc R U . . .
C11 C 0.1505(2) 0.9205(3) 0.9211(2) 0.0358(7) Uani 1 1 d . . . . .
H11A H 0.1783 0.9920 0.9204 0.054 Uiso 1 1 calc R U . . .
H11B H 0.1857 0.8843 0.9809 0.054 Uiso 1 1 calc R U . . .
H11C H 0.0779 0.9250 0.9183 0.054 Uiso 1 1 calc R U . . .
C12 C 0.1153(2) 0.7481(3) 0.8330(3) 0.0353(7) Uani 1 1 d . . . . .
H12A H 0.1204 0.7075 0.7757 0.053 Uiso 1 1 calc R U . . .
H12B H 0.0436 0.7578 0.8324 0.053 Uiso 1 1 calc R U . . .
H12C H 0.1498 0.7098 0.8918 0.053 Uiso 1 1 calc R U . . .
C13 C 0.3448(2) 0.7149(2) 0.31142(19) 0.0209(5) Uani 1 1 d . . . . .
H13 H 0.3904 0.7734 0.3007 0.025 Uiso 1 1 calc R U . . .
C14 C 0.4048(2) 0.6072(2) 0.3155(2) 0.0250(6) Uani 1 1 d . . . . .
H14 H 0.3840 0.5618 0.3648 0.030 Uiso 1 1 calc R U . . .
C15 C 0.3738(2) 0.5468(2) 0.2173(2) 0.0234(6) Uani 1 1 d . . . . .
H15 H 0.4165 0.4833 0.2133 0.028 Uiso 1 1 calc R U . . .
C16 C 0.3498(2) 0.6192(3) 0.1226(2) 0.0298(6) Uani 1 1 d . . . . .
C17 C 0.2416(2) 0.6347(2) 0.1451(2) 0.0276(6) Uani 1 1 d . . . . .
H17 H 0.1831 0.6401 0.0867 0.033 Uiso 1 1 calc R U . . .
C18 C 0.2432(2) 0.7191(2) 0.2255(2) 0.0267(6) Uani 1 1 d . . . . .
H18A H 0.1839 0.7077 0.2531 0.032 Uiso 1 1 calc R U . . .
H18B H 0.2367 0.7904 0.1958 0.032 Uiso 1 1 calc R U . . .
C19 C 0.5216(2) 0.6256(3) 0.3528(2) 0.0405(8) Uani 1 1 d . . . . .
H19A H 0.5349 0.6706 0.4107 0.061 Uiso 1 1 calc R U . . .
H19B H 0.5473 0.6604 0.3021 0.061 Uiso 1 1 calc R U . . .
H19C H 0.5559 0.5575 0.3692 0.061 Uiso 1 1 calc R U . . .
C20 C 0.2558(2) 0.5233(2) 0.1960(2) 0.0268(6) Uani 1 1 d . . . . .
H20A H 0.2327 0.4630 0.1516 0.032 Uiso 1 1 calc R U . . .
H20B H 0.2293 0.5186 0.2547 0.032 Uiso 1 1 calc R U . . .
C21 C 0.3415(3) 0.5494(3) 0.0304(2) 0.0399(8) Uani 1 1 d . . . . .
H21A H 0.2966 0.4892 0.0322 0.060 Uiso 1 1 calc R U . . .
H21B H 0.4091 0.5234 0.0290 0.060 Uiso 1 1 calc R U . . .
H21C H 0.3138 0.5918 -0.0278 0.060 Uiso 1 1 calc R U . . .
C22 C 0.4156(3) 0.7184(3) 0.1135(2) 0.0400(8) Uani 1 1 d . . . . .
H22A H 0.4231 0.7629 0.1713 0.060 Uiso 1 1 calc R U . . .
H22B H 0.3821 0.7591 0.0557 0.060 Uiso 1 1 calc R U . . .
H22C H 0.4827 0.6956 0.1077 0.060 Uiso 1 1 calc R U . . .
C23 C 0.1819(2) 0.1561(2) 0.4342(2) 0.0235(5) Uani 1 1 d . . . . .
H23 H 0.1760 0.0913 0.3994 0.028 Uiso 1 1 calc R U . . .
C24 C 0.1495(2) 0.1669(2) 0.5237(2) 0.0233(5) Uani 1 1 d . . . . .
H24 H 0.1202 0.1099 0.5506 0.028 Uiso 1 1 calc R U . . .
C25 C 0.26354(19) 0.2376(2) 0.31521(18) 0.0169(5) Uani 1 1 d . . . . .
H25 H 0.2823 0.3117 0.3023 0.020 Uiso 1 1 calc R U . . .
C26 C 0.36682(19) 0.1716(2) 0.33890(19) 0.0188(5) Uani 1 1 d . . . . .
H26 H 0.3646 0.1237 0.3943 0.023 Uiso 1 1 calc R U . . .
C27 C 0.3761(2) 0.0986(2) 0.2524(2) 0.0220(5) Uani 1 1 d . . . . .
H27 H 0.4419 0.0595 0.2628 0.026 Uiso 1 1 calc R U . . .
C28 C 0.3371(2) 0.1498(2) 0.1475(2) 0.0231(6) Uani 1 1 d . . . . .
C29 C 0.2264(2) 0.1189(2) 0.1572(2) 0.0234(6) Uani 1 1 d . . . . .
H29 H 0.1779 0.0962 0.0955 0.028 Uiso 1 1 calc R U . . .
C30 C 0.1830(2) 0.1995(2) 0.2195(2) 0.0215(5) Uani 1 1 d . . . . .
H30A H 0.1246 0.1667 0.2384 0.026 Uiso 1 1 calc R U . . .
H30B H 0.1574 0.2622 0.1791 0.026 Uiso 1 1 calc R U . . .
C31 C 0.4595(2) 0.2462(2) 0.3752(2) 0.0228(5) Uani 1 1 d . . . . .
H31A H 0.4485 0.2901 0.4285 0.034 Uiso 1 1 calc R U . . .
H31B H 0.4673 0.2918 0.3218 0.034 Uiso 1 1 calc R U . . .
H31C H 0.5211 0.2038 0.3982 0.034 Uiso 1 1 calc R U . . .
C32 C 0.2783(2) 0.0262(3) 0.2257(2) 0.0266(6) Uani 1 1 d . . . . .
H32A H 0.2870 -0.0398 0.1911 0.032 Uiso 1 1 calc R U . . .
H32B H 0.2474 0.0120 0.2806 0.032 Uiso 1 1 calc R U . . .
C33 C 0.3716(2) 0.0826(3) 0.0686(2) 0.0322(7) Uani 1 1 d . . . . .
H33A H 0.3544 0.0081 0.0750 0.048 Uiso 1 1 calc R U . . .
H33B H 0.4452 0.0895 0.0777 0.048 Uiso 1 1 calc R U . . .
H33C H 0.3369 0.1082 0.0039 0.048 Uiso 1 1 calc R U . . .
C34 C 0.3574(2) 0.2677(2) 0.1275(2) 0.0270(6) Uani 1 1 d . . . . .
H34A H 0.3378 0.3125 0.1762 0.040 Uiso 1 1 calc R U . . .
H34B H 0.3174 0.2874 0.0627 0.040 Uiso 1 1 calc R U . . .
H34C H 0.4297 0.2776 0.1312 0.040 Uiso 1 1 calc R U . . .
C35 C 0.1304(2) 0.2771(2) 0.6582(2) 0.0203(5) Uani 1 1 d . . . . .
H35 H 0.1424 0.2087 0.6946 0.024 Uiso 1 1 calc R U . . .
C36 C 0.1976(2) 0.3643(2) 0.72461(19) 0.0217(5) Uani 1 1 d . . . . .
H36 H 0.2198 0.4150 0.6799 0.026 Uiso 1 1 calc R U . . .
C37 C 0.1334(2) 0.4292(3) 0.7813(2) 0.0239(6) Uani 1 1 d . . . . .
H37 H 0.1740 0.4781 0.8315 0.029 Uiso 1 1 calc R U . . .
C38 C 0.0485(2) 0.3636(3) 0.8161(2) 0.0259(6) Uani 1 1 d . . . . .
C39 C -0.0170(2) 0.3800(2) 0.7073(2) 0.0226(5) Uani 1 1 d . . . . .
H39 H -0.0915 0.3897 0.6999 0.027 Uiso 1 1 calc R U . . .
C40 C 0.0124(2) 0.3004(2) 0.6348(2) 0.0233(5) Uani 1 1 d . . . . .
H40A H -0.0099 0.3293 0.5682 0.028 Uiso 1 1 calc R U . . .
H40B H -0.0242 0.2330 0.6366 0.028 Uiso 1 1 calc R U . . .
C41 C 0.2958(2) 0.3165(3) 0.7907(3) 0.0387(8) Uani 1 1 d . . . . .
H41A H 0.3346 0.2806 0.7505 0.058 Uiso 1 1 calc R U . . .
H41B H 0.2776 0.2655 0.8355 0.058 Uiso 1 1 calc R U . . .
H41C H 0.3370 0.3732 0.8279 0.058 Uiso 1 1 calc R U . . .
C42 C 0.0446(2) 0.4848(2) 0.7039(2) 0.0262(5) Uani 1 1 d . . . . .
H42A H 0.0160 0.5481 0.7284 0.031 Uiso 1 1 calc R U . . .
H42B H 0.0602 0.4987 0.6407 0.031 Uiso 1 1 calc R U . . .
C43 C 0.0054(3) 0.4315(3) 0.8895(2) 0.0393(8) Uani 1 1 d . . . . .
H43A H -0.0062 0.5042 0.8653 0.059 Uiso 1 1 calc R U . . .
H43B H 0.0544 0.4318 0.9529 0.059 Uiso 1 1 calc R U . . .
H43C H -0.0588 0.4008 0.8960 0.059 Uiso 1 1 calc R U . . .
C44 C 0.0677(3) 0.2499(3) 0.8582(3) 0.0379(8) Uani 1 1 d . . . . .
H44A H 0.0858 0.2034 0.8100 0.057 Uiso 1 1 calc R U . . .
H44B H 0.0059 0.2234 0.8741 0.057 Uiso 1 1 calc R U . . .
H44C H 0.1233 0.2513 0.9171 0.057 Uiso 1 1 calc R U . . .
Br1 Br 0.37188(2) 0.47769(2) 0.55595(2) 0.01935(7) Uani 1 1 d . . . . .
Br2 Br 0.11179(2) 0.52305(2) 0.43121(2) 0.02332(8) Uani 1 1 d . . . . .
Ni1 Ni 0.26354(3) 0.63558(3) 0.48796(3) 0.01644(10) Uani 1 1 d . . . . .
Ni2 Ni 0.21928(3) 0.36602(3) 0.48880(3) 0.01741(10) Uani 1 1 d . . . . .
N1 N 0.25360(17) 0.76572(18) 0.56160(16) 0.0193(4) Uani 1 1 d . . . . .
N2 N 0.31693(17) 0.73564(18) 0.40517(16) 0.0188(4) Uani 1 1 d . . . . .
N3 N 0.22065(17) 0.24308(18) 0.40386(16) 0.0182(4) Uani 1 1 d . . . . .
N4 N 0.16344(17) 0.26213(18) 0.56586(16) 0.0193(4) Uani 1 1 d . . . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 N1 1.304(4) . ?
C1 C2 1.419(4) . ?
C1 H1 0.9300 . ?
C2 N2 1.304(4) . ?
C2 H2 0.9300 . ?
C3 N1 1.477(3) . ?
C3 C8 1.554(4) . ?
C3 C4 1.570(4) . ?
C3 H3 0.9800 . ?
C4 C9 1.524(4) . ?
C4 C5 1.529(4) . ?
C4 H4 0.9800 . ?
C5 C10 1.551(5) . ?
C5 C6 1.564(4) . ?
C5 H5 0.9800 . ?
C6 C12 1.514(5) . ?
C6 C11 1.531(4) . ?
C6 C7 1.556(4) . ?
C7 C8 1.530(4) . ?
C7 C10 1.546(4) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 N2 1.466(3) . ?
C13 C14 1.549(4) . ?
C13 C18 1.570(4) . ?
C13 H13 0.9800 . ?
C14 C15 1.523(4) . ?
C14 C19 1.530(4) . ?
C14 H14 0.9800 . ?
C15 C20 1.552(4) . ?
C15 C16 1.562(4) . ?
C15 H15 0.9800 . ?
C16 C21 1.529(4) . ?
C16 C22 1.533(5) . ?
C16 C17 1.560(4) . ?
C17 C18 1.528(4) . ?
C17 C20 1.541(4) . ?
C17 H17 0.9800 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 N3 1.309(4) . ?
C23 C24 1.423(4) . ?
C23 H23 0.9300 . ?
C24 N4 1.310(4) . ?
C24 H24 0.9300 . ?
C25 N3 1.485(3) . ?
C25 C30 1.563(3) . ?
C25 C26 1.563(3) . ?
C25 H25 0.9800 . ?
C26 C31 1.525(4) . ?
C26 C27 1.535(4) . ?
C26 H26 0.9800 . ?
C27 C32 1.550(4) . ?
C27 C28 1.560(4) . ?
C27 H27 0.9800 . ?
C28 C34 1.523(4) . ?
C28 C33 1.537(4) . ?
C28 C29 1.560(4) . ?
C29 C30 1.527(4) . ?
C29 C32 1.543(4) . ?
C29 H29 0.9800 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 N4 1.471(3) . ?
C35 C40 1.550(4) . ?
C35 C36 1.554(4) . ?
C35 H35 0.9800 . ?
C36 C41 1.520(4) . ?
C36 C37 1.529(4) . ?
C36 H36 0.9800 . ?
C37 C42 1.551(4) . ?
C37 C38 1.563(4) . ?
C37 H37 0.9800 . ?
C38 C44 1.523(5) . ?
C38 C43 1.540(4) . ?
C38 C39 1.564(4) . ?
C39 C40 1.530(4) . ?
C39 C42 1.541(4) . ?
C39 H39 0.9800 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
Br1 Ni2 2.4447(5) . ?
Br1 Ni1 2.4752(5) . ?
Br2 Ni1 2.4209(5) . ?
Br2 Ni2 2.4305(5) . ?
Ni1 N1 1.933(2) . ?
Ni1 N2 1.944(2) . ?
Ni2 N3 1.931(2) . ?
Ni2 N4 1.938(2) . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
N1 C1 C2 115.5(2) . . ?
N1 C1 H1 122.3 . . ?
C2 C1 H1 122.3 . . ?
N2 C2 C1 116.0(2) . . ?
N2 C2 H2 122.0 . . ?
C1 C2 H2 122.0 . . ?
N1 C3 C8 113.2(2) . . ?
N1 C3 C4 110.2(2) . . ?
C8 C3 C4 114.1(2) . . ?
N1 C3 H3 106.2 . . ?
C8 C3 H3 106.2 . . ?
C4 C3 H3 106.2 . . ?
C9 C4 C5 114.8(2) . . ?
C9 C4 C3 109.8(2) . . ?
C5 C4 C3 111.9(2) . . ?
C9 C4 H4 106.6 . . ?
C5 C4 H4 106.6 . . ?
C3 C4 H4 106.6 . . ?
C4 C5 C10 107.3(2) . . ?
C4 C5 C6 114.6(2) . . ?
C10 C5 C6 87.6(2) . . ?
C4 C5 H5 114.7 . . ?
C10 C5 H5 114.7 . . ?
C6 C5 H5 114.7 . . ?
C12 C6 C11 107.2(3) . . ?
C12 C6 C7 119.7(2) . . ?
C11 C6 C7 110.8(3) . . ?
C12 C6 C5 121.1(3) . . ?
C11 C6 C5 111.6(2) . . ?
C7 C6 C5 85.0(2) . . ?
C8 C7 C10 108.7(2) . . ?
C8 C7 C6 112.1(3) . . ?
C10 C7 C6 88.1(2) . . ?
C8 C7 H7 115.0 . . ?
C10 C7 H7 115.0 . . ?
C6 C7 H7 115.0 . . ?
C7 C8 C3 113.2(2) . . ?
C7 C8 H8A 108.9 . . ?
C3 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C3 C8 H8B 108.9 . . ?
H8A C8 H8B 107.8 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 C5 85.8(2) . . ?
C7 C10 H10A 114.4 . . ?
C5 C10 H10A 114.4 . . ?
C7 C10 H10B 114.4 . . ?
C5 C10 H10B 114.4 . . ?
H10A C10 H10B 111.5 . . ?
C6 C11 H11A 109.5 . . ?
C6 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C6 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C6 C12 H12A 109.5 . . ?
C6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C14 111.1(2) . . ?
N2 C13 C18 108.2(2) . . ?
C14 C13 C18 113.3(2) . . ?
N2 C13 H13 108.0 . . ?
C14 C13 H13 108.0 . . ?
C18 C13 H13 108.0 . . ?
C15 C14 C19 114.0(2) . . ?
C15 C14 C13 111.6(2) . . ?
C19 C14 C13 110.8(3) . . ?
C15 C14 H14 106.7 . . ?
C19 C14 H14 106.7 . . ?
C13 C14 H14 106.7 . . ?
C14 C15 C20 107.5(2) . . ?
C14 C15 C16 115.5(2) . . ?
C20 C15 C16 87.7(2) . . ?
C14 C15 H15 114.4 . . ?
C20 C15 H15 114.4 . . ?
C16 C15 H15 114.4 . . ?
C21 C16 C22 107.9(2) . . ?
C21 C16 C17 111.1(3) . . ?
C22 C16 C17 119.5(3) . . ?
C21 C16 C15 110.0(3) . . ?
C22 C16 C15 121.9(3) . . ?
C17 C16 C15 84.7(2) . . ?
C18 C17 C20 107.3(2) . . ?
C18 C17 C16 112.7(3) . . ?
C20 C17 C16 88.1(2) . . ?
C18 C17 H17 115.2 . . ?
C20 C17 H17 115.2 . . ?
C16 C17 H17 115.2 . . ?
C17 C18 C13 112.9(2) . . ?
C17 C18 H18A 109.0 . . ?
C13 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
C13 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 C15 85.6(2) . . ?
C17 C20 H20A 114.4 . . ?
C15 C20 H20A 114.4 . . ?
C17 C20 H20B 114.4 . . ?
C15 C20 H20B 114.4 . . ?
H20A C20 H20B 111.5 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 C24 115.7(2) . . ?
N3 C23 H23 122.1 . . ?
C24 C23 H23 122.1 . . ?
N4 C24 C23 116.0(2) . . ?
N4 C24 H24 122.0 . . ?
C23 C24 H24 122.0 . . ?
N3 C25 C30 113.6(2) . . ?
N3 C25 C26 110.3(2) . . ?
C30 C25 C26 113.9(2) . . ?
N3 C25 H25 106.1 . . ?
C30 C25 H25 106.1 . . ?
C26 C25 H25 106.1 . . ?
C31 C26 C27 113.7(2) . . ?
C31 C26 C25 110.5(2) . . ?
C27 C26 C25 112.3(2) . . ?
C31 C26 H26 106.6 . . ?
C27 C26 H26 106.6 . . ?
C25 C26 H26 106.6 . . ?
C26 C27 C32 107.7(2) . . ?
C26 C27 C28 115.0(2) . . ?
C32 C27 C28 86.8(2) . . ?
C26 C27 H27 114.7 . . ?
C32 C27 H27 114.7 . . ?
C28 C27 H27 114.7 . . ?
C34 C28 C33 106.9(2) . . ?
C34 C28 C27 121.9(2) . . ?
C33 C28 C27 111.2(2) . . ?
C34 C28 C29 117.7(2) . . ?
C33 C28 C29 112.6(2) . . ?
C27 C28 C29 85.5(2) . . ?
C30 C29 C32 108.0(2) . . ?
C30 C29 C28 112.8(2) . . ?
C32 C29 C28 87.0(2) . . ?
C30 C29 H29 115.2 . . ?
C32 C29 H29 115.2 . . ?
C28 C29 H29 115.2 . . ?
C29 C30 C25 113.9(2) . . ?
C29 C30 H30A 108.8 . . ?
C25 C30 H30A 108.8 . . ?
C29 C30 H30B 108.8 . . ?
C25 C30 H30B 108.8 . . ?
H30A C30 H30B 107.7 . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 C27 86.5(2) . . ?
C29 C32 H32A 114.2 . . ?
C27 C32 H32A 114.2 . . ?
C29 C32 H32B 114.2 . . ?
C27 C32 H32B 114.2 . . ?
H32A C32 H32B 111.4 . . ?
C28 C33 H33A 109.5 . . ?
C28 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C28 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C28 C34 H34A 109.5 . . ?
C28 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C28 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N4 C35 C40 110.3(2) . . ?
N4 C35 C36 110.8(2) . . ?
C40 C35 C36 113.6(2) . . ?
N4 C35 H35 107.3 . . ?
C40 C35 H35 107.3 . . ?
C36 C35 H35 107.3 . . ?
C41 C36 C37 113.5(2) . . ?
C41 C36 C35 111.9(3) . . ?
C37 C36 C35 111.1(2) . . ?
C41 C36 H36 106.6 . . ?
C37 C36 H36 106.6 . . ?
C35 C36 H36 106.6 . . ?
C36 C37 C42 107.6(2) . . ?
C36 C37 C38 115.3(2) . . ?
C42 C37 C38 87.7(2) . . ?
C36 C37 H37 114.4 . . ?
C42 C37 H37 114.4 . . ?
C38 C37 H37 114.4 . . ?
C44 C38 C43 107.7(3) . . ?
C44 C38 C37 122.4(3) . . ?
C43 C38 C37 109.8(3) . . ?
C44 C38 C39 119.6(3) . . ?
C43 C38 C39 111.2(2) . . ?
C37 C38 C39 84.5(2) . . ?
C40 C39 C42 107.3(2) . . ?
C40 C39 C38 112.6(2) . . ?
C42 C39 C38 88.0(2) . . ?
C40 C39 H39 115.2 . . ?
C42 C39 H39 115.2 . . ?
C38 C39 H39 115.2 . . ?
C39 C40 C35 113.1(2) . . ?
C39 C40 H40A 109.0 . . ?
C35 C40 H40A 109.0 . . ?
C39 C40 H40B 109.0 . . ?
C35 C40 H40B 109.0 . . ?
H40A C40 H40B 107.8 . . ?
C36 C41 H41A 109.5 . . ?
C36 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C36 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C39 C42 C37 85.7(2) . . ?
C39 C42 H42A 114.4 . . ?
C37 C42 H42A 114.4 . . ?
C39 C42 H42B 114.4 . . ?
C37 C42 H42B 114.4 . . ?
H42A C42 H42B 111.5 . . ?
C38 C43 H43A 109.5 . . ?
C38 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C38 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C38 C44 H44A 109.5 . . ?
C38 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C38 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
Ni2 Br1 Ni1 87.133(15) . . ?
Ni1 Br2 Ni2 88.686(16) . . ?
N1 Ni1 N2 82.32(10) . . ?
N1 Ni1 Br2 119.49(7) . . ?
N2 Ni1 Br2 124.86(7) . . ?
N1 Ni1 Br1 124.45(7) . . ?
N2 Ni1 Br1 117.83(7) . . ?
Br2 Ni1 Br1 91.748(17) . . ?
N3 Ni2 N4 83.05(9) . . ?
N3 Ni2 Br2 121.51(7) . . ?
N4 Ni2 Br2 116.03(7) . . ?
N3 Ni2 Br1 123.21(7) . . ?
N4 Ni2 Br1 124.06(7) . . ?
Br2 Ni2 Br1 92.261(18) . . ?
C1 N1 C3 119.8(2) . . ?
C1 N1 Ni1 113.37(18) . . ?
C3 N1 Ni1 126.76(18) . . ?
C2 N2 C13 118.4(2) . . ?
C2 N2 Ni1 112.71(19) . . ?
C13 N2 Ni1 128.85(18) . . ?
C23 N3 C25 119.6(2) . . ?
C23 N3 Ni2 112.78(18) . . ?
C25 N3 Ni2 127.57(17) . . ?
C24 N4 C35 117.8(2) . . ?
C24 N4 Ni2 112.33(18) . . ?
C35 N4 Ni2 129.74(18) . . ?
 
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
N1 C1 C2 N2 1.5(4) . . . . ?
N1 C3 C4 C9 -88.7(3) . . . . ?
C8 C3 C4 C9 142.6(2) . . . . ?
N1 C3 C4 C5 142.6(2) . . . . ?
C8 C3 C4 C5 13.9(3) . . . . ?
C9 C4 C5 C10 176.9(2) . . . . ?
C3 C4 C5 C10 -57.1(3) . . . . ?
C9 C4 C5 C6 -87.6(3) . . . . ?
C3 C4 C5 C6 38.3(3) . . . . ?
C4 C5 C6 C12 41.1(4) . . . . ?
C10 C5 C6 C12 149.0(3) . . . . ?
C4 C5 C6 C11 168.7(3) . . . . ?
C10 C5 C6 C11 -83.3(3) . . . . ?
C4 C5 C6 C7 -80.8(3) . . . . ?
C10 C5 C6 C7 27.1(2) . . . . ?
C12 C6 C7 C8 -41.1(4) . . . . ?
C11 C6 C7 C8 -166.6(2) . . . . ?
C5 C6 C7 C8 82.2(3) . . . . ?
C12 C6 C7 C10 -150.4(3) . . . . ?
C11 C6 C7 C10 84.1(3) . . . . ?
C5 C6 C7 C10 -27.2(2) . . . . ?
C10 C7 C8 C3 52.7(4) . . . . ?
C6 C7 C8 C3 -42.9(3) . . . . ?
N1 C3 C8 C7 -138.9(3) . . . . ?
C4 C3 C8 C7 -11.8(4) . . . . ?
C8 C7 C10 C5 -85.3(3) . . . . ?
C6 C7 C10 C5 27.4(2) . . . . ?
C4 C5 C10 C7 87.7(2) . . . . ?
C6 C5 C10 C7 -27.3(2) . . . . ?
N2 C13 C14 C15 141.7(2) . . . . ?
C18 C13 C14 C15 19.6(3) . . . . ?
N2 C13 C14 C19 -90.2(3) . . . . ?
C18 C13 C14 C19 147.7(2) . . . . ?
C19 C14 C15 C20 173.7(3) . . . . ?
C13 C14 C15 C20 -59.9(3) . . . . ?
C19 C14 C15 C16 -90.4(3) . . . . ?
C13 C14 C15 C16 36.0(3) . . . . ?
C14 C15 C16 C21 168.5(3) . . . . ?
C20 C15 C16 C21 -83.2(3) . . . . ?
C14 C15 C16 C22 40.7(4) . . . . ?
C20 C15 C16 C22 149.1(3) . . . . ?
C14 C15 C16 C17 -80.9(3) . . . . ?
C20 C15 C16 C17 27.4(2) . . . . ?
C21 C16 C17 C18 -170.2(2) . . . . ?
C22 C16 C17 C18 -43.5(4) . . . . ?
C15 C16 C17 C18 80.4(3) . . . . ?
C21 C16 C17 C20 81.8(3) . . . . ?
C22 C16 C17 C20 -151.5(3) . . . . ?
C15 C16 C17 C20 -27.6(2) . . . . ?
C20 C17 C18 C13 56.9(3) . . . . ?
C16 C17 C18 C13 -38.5(3) . . . . ?
N2 C13 C18 C17 -142.1(2) . . . . ?
C14 C13 C18 C17 -18.3(3) . . . . ?
C18 C17 C20 C15 -85.4(3) . . . . ?
C16 C17 C20 C15 27.8(2) . . . . ?
C14 C15 C20 C17 88.3(2) . . . . ?
C16 C15 C20 C17 -27.7(2) . . . . ?
N3 C23 C24 N4 -0.8(4) . . . . ?
N3 C25 C26 C31 -91.4(3) . . . . ?
C30 C25 C26 C31 139.6(2) . . . . ?
N3 C25 C26 C27 140.6(2) . . . . ?
C30 C25 C26 C27 11.5(3) . . . . ?
C31 C26 C27 C32 178.7(2) . . . . ?
C25 C26 C27 C32 -54.9(3) . . . . ?
C31 C26 C27 C28 -86.5(3) . . . . ?
C25 C26 C27 C28 39.9(3) . . . . ?
C26 C27 C28 C34 39.7(4) . . . . ?
C32 C27 C28 C34 147.7(3) . . . . ?
C26 C27 C28 C33 167.1(2) . . . . ?
C32 C27 C28 C33 -84.9(3) . . . . ?
C26 C27 C28 C29 -80.3(2) . . . . ?
C32 C27 C28 C29 27.7(2) . . . . ?
C34 C28 C29 C30 -43.4(3) . . . . ?
C33 C28 C29 C30 -168.4(3) . . . . ?
C27 C28 C29 C30 80.5(3) . . . . ?
C34 C28 C29 C32 -151.7(2) . . . . ?
C33 C28 C29 C32 83.3(3) . . . . ?
C27 C28 C29 C32 -27.8(2) . . . . ?
C32 C29 C30 C25 51.9(3) . . . . ?
C28 C29 C30 C25 -42.6(3) . . . . ?
N3 C25 C30 C29 -137.5(2) . . . . ?
C26 C25 C30 C29 -10.1(3) . . . . ?
C30 C29 C32 C27 -85.0(2) . . . . ?
C28 C29 C32 C27 28.0(2) . . . . ?
C26 C27 C32 C29 87.3(2) . . . . ?
C28 C27 C32 C29 -28.0(2) . . . . ?
N4 C35 C36 C41 -86.7(3) . . . . ?
C40 C35 C36 C41 148.5(2) . . . . ?
N4 C35 C36 C37 145.4(2) . . . . ?
C40 C35 C36 C37 20.5(3) . . . . ?
C41 C36 C37 C42 172.8(3) . . . . ?
C35 C36 C37 C42 -60.1(3) . . . . ?
C41 C36 C37 C38 -91.3(3) . . . . ?
C35 C36 C37 C38 35.8(3) . . . . ?
C36 C37 C38 C44 40.9(4) . . . . ?
C42 C37 C38 C44 149.3(3) . . . . ?
C36 C37 C38 C43 168.5(2) . . . . ?
C42 C37 C38 C43 -83.1(3) . . . . ?
C36 C37 C38 C39 -80.8(2) . . . . ?
C42 C37 C38 C39 27.5(2) . . . . ?
C44 C38 C39 C40 -44.1(3) . . . . ?
C43 C38 C39 C40 -170.6(2) . . . . ?
C37 C38 C39 C40 80.3(2) . . . . ?
C44 C38 C39 C42 -152.0(3) . . . . ?
C43 C38 C39 C42 81.4(3) . . . . ?
C37 C38 C39 C42 -27.7(2) . . . . ?
C42 C39 C40 C35 57.4(3) . . . . ?
C38 C39 C40 C35 -37.8(3) . . . . ?
N4 C35 C40 C39 -144.6(2) . . . . ?
C36 C35 C40 C39 -19.5(3) . . . . ?
C40 C39 C42 C37 -85.2(2) . . . . ?
C38 C39 C42 C37 27.89(19) . . . . ?
C36 C37 C42 C39 87.9(2) . . . . ?
C38 C37 C42 C39 -27.9(2) . . . . ?
C2 C1 N1 C3 179.7(2) . . . . ?
C2 C1 N1 Ni1 1.8(3) . . . . ?
C8 C3 N1 C1 56.1(3) . . . . ?
C4 C3 N1 C1 -73.0(3) . . . . ?
C8 C3 N1 Ni1 -126.2(2) . . . . ?
C4 C3 N1 Ni1 104.6(2) . . . . ?
C1 C2 N2 C13 174.8(2) . . . . ?
C1 C2 N2 Ni1 -3.9(3) . . . . ?
C14 C13 N2 C2 139.0(3) . . . . ?
C18 C13 N2 C2 -95.9(3) . . . . ?
C14 C13 N2 Ni1 -42.4(3) . . . . ?
C18 C13 N2 Ni1 82.6(3) . . . . ?
C24 C23 N3 C25 175.6(2) . . . . ?
C24 C23 N3 Ni2 -1.8(3) . . . . ?
C30 C25 N3 C23 58.9(3) . . . . ?
C26 C25 N3 C23 -70.4(3) . . . . ?
C30 C25 N3 Ni2 -124.2(2) . . . . ?
C26 C25 N3 Ni2 106.6(2) . . . . ?
C23 C24 N4 C35 179.6(2) . . . . ?
C23 C24 N4 Ni2 3.0(3) . . . . ?
C40 C35 N4 C24 -82.2(3) . . . . ?
C36 C35 N4 C24 151.1(2) . . . . ?
C40 C35 N4 Ni2 93.7(3) . . . . ?
C36 C35 N4 Ni2 -33.0(3) . . . . ?
 
_refine_diff_density_max    0.456
_refine_diff_density_min   -0.217
_refine_diff_density_rms    0.055

_shelxl_version_number 2014-3



