 
data_md_xy_a
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C17 H29 Cl2 N3 Ni S2' 
_chemical_formula_weight          469.16

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'
 'Cl'  'Cl'   0.3639   0.7018
 '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'
 'S'  'S'   0.3331   0.5567
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       orthorhombic
_space_group_IT_number            60
_space_group_name_H-M_alt         'P b c n'
_space_group_name_Hall            '-P 2n 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+1/2, z+1/2'
 '-x, y, -z+1/2'
 'x+1/2, -y+1/2, -z'
 '-x, -y, -z'
 'x-1/2, y-1/2, -z-1/2'
 'x, -y, z-1/2'
 '-x-1/2, y-1/2, z'
 
_cell_length_a                    14.5632(7)
_cell_length_b                    12.3263(6)
_cell_length_c                    23.3463(11)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 90
_cell_volume                      4190.9(3)
_cell_formula_units_Z             8
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        ?
_exptl_crystal_colour             ?
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.487          
_exptl_crystal_F_000              1968
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.100
_exptl_crystal_size_mid           0.100
_exptl_crystal_size_min           0.050
_exptl_absorpt_coefficient_mu     5.583
_shelx_estimated_absorpt_T_min    0.605
_shelx_estimated_absorpt_T_max    0.768
_exptl_absorpt_correction_type    ?
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      1.54178
_diffrn_radiation_type            CuK\a
_diffrn_source                    ?
_diffrn_measurement_device_type   ?
_diffrn_measurement_method        ?
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             43941
_diffrn_reflns_av_unetI/netI      0.0326
_diffrn_reflns_av_R_equivalents   0.0697
_diffrn_reflns_limit_h_min        -18
_diffrn_reflns_limit_h_max        17
_diffrn_reflns_limit_k_min        -15
_diffrn_reflns_limit_k_max        15
_diffrn_reflns_limit_l_min        -28
_diffrn_reflns_limit_l_max        29
_diffrn_reflns_theta_min          4.700
_diffrn_reflns_theta_max          79.228
_diffrn_reflns_theta_full         67.679
_diffrn_measured_fraction_theta_max   0.993
_diffrn_measured_fraction_theta_full  0.996
_diffrn_reflns_Laue_measured_fraction_max    0.993
_diffrn_reflns_Laue_measured_fraction_full   0.996
_diffrn_reflns_point_group_measured_fraction_max   0.993
_diffrn_reflns_point_group_measured_fraction_full  0.996
_reflns_number_total              4509
_reflns_number_gt                 4182
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_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        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_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)+(0.0684P)²+14.6507P] 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_number_reflns          4509
_refine_ls_number_parameters      229
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0631
_refine_ls_R_factor_gt            0.0595
_refine_ls_wR_factor_ref          0.1548
_refine_ls_wR_factor_gt           0.1521
_refine_ls_goodness_of_fit_ref    1.082
_refine_ls_restrained_S_all       1.082
_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
Ni01 Ni 0.38656(4) 0.34977(5) 0.49871(2) 0.01771(17) Uani 1 1 d . . . . .
S1 S 0.42648(5) 0.38340(6) 0.41155(3) 0.01935(19) Uani 1 1 d . . . . .
S2 S 0.25406(6) 0.42982(7) 0.49243(3) 0.0225(2) Uani 1 1 d . . . . .
N1 N 0.3650(2) 0.3025(3) 0.57938(12) 0.0246(6) Uani 1 1 d . . . . .
N2 N 0.5042(2) 0.2815(3) 0.51364(13) 0.0269(6) Uani 1 1 d . . . . .
N3 N 0.1126(3) 0.5766(3) 0.26354(15) 0.0395(8) Uani 1 1 d . . . . .
C1 C 0.2862(3) 0.3495(4) 0.61223(16) 0.0376(10) Uani 1 1 d . . . . .
H1A H 0.291535 0.428776 0.612904 0.056 Uiso 1 1 calc R U . . .
H1B H 0.287075 0.321652 0.651532 0.056 Uiso 1 1 calc R U . . .
H1C H 0.228309 0.328984 0.593740 0.056 Uiso 1 1 calc R U . . .
C2 C 0.3491(3) 0.1842(3) 0.57714(17) 0.0333(8) Uani 1 1 d . . . . .
H2A H 0.301078 0.168641 0.548279 0.040 Uiso 1 1 calc R U . . .
H2B H 0.326029 0.159462 0.614833 0.040 Uiso 1 1 calc R U . . .
C3 C 0.4337(3) 0.1216(3) 0.56240(19) 0.0372(9) Uani 1 1 d . . . . .
H3A H 0.474458 0.121509 0.596320 0.045 Uiso 1 1 calc R U . . .
H3B H 0.415591 0.045410 0.555046 0.045 Uiso 1 1 calc R U . . .
C4 C 0.4876(3) 0.1606(3) 0.51241(17) 0.0297(8) Uani 1 1 d . . . . .
H4A H 0.454423 0.141710 0.476769 0.036 Uiso 1 1 calc R U . . .
H4B H 0.547521 0.122653 0.511721 0.036 Uiso 1 1 calc R U . . .
C5 C 0.4504(2) 0.3328(3) 0.61037(15) 0.0269(7) Uani 1 1 d . . . . .
H5A H 0.455185 0.289294 0.645883 0.032 Uiso 1 1 calc R U . . .
H5B H 0.447214 0.410285 0.621393 0.032 Uiso 1 1 calc R U . . .
C6 C 0.5352(3) 0.3141(3) 0.57379(17) 0.0292(8) Uani 1 1 d . . . . .
H6A H 0.573308 0.255813 0.590719 0.035 Uiso 1 1 calc R U . . .
H6B H 0.572423 0.381152 0.572000 0.035 Uiso 1 1 calc R U . . .
C7 C 0.5757(3) 0.3153(3) 0.47173(19) 0.0344(9) Uani 1 1 d . . . . .
H7A H 0.629512 0.266605 0.474659 0.041 Uiso 1 1 calc R U . . .
H7B H 0.596163 0.390188 0.480315 0.041 Uiso 1 1 calc R U . . .
C8 C 0.5361(2) 0.3104(3) 0.41124(16) 0.0283(8) Uani 1 1 d . . . . .
H8A H 0.526418 0.233948 0.399670 0.034 Uiso 1 1 calc R U . . .
H8B H 0.579043 0.344440 0.383729 0.034 Uiso 1 1 calc R U . . .
C9 C 0.2218(2) 0.4715(3) 0.42286(14) 0.0182(6) Uani 1 1 d . . . . .
C10 C 0.2044(2) 0.5813(3) 0.41166(14) 0.0199(6) Uani 1 1 d . . . . .
H10 H 0.217327 0.633479 0.440475 0.024 Uiso 1 1 calc R U . . .
C11 C 0.1688(2) 0.6158(3) 0.35970(16) 0.0241(7) Uani 1 1 d . . . . .
H11 H 0.157247 0.690849 0.353854 0.029 Uiso 1 1 calc R U . . .
C12 C 0.1495(2) 0.5424(3) 0.31582(15) 0.0250(7) Uani 1 1 d . . . . .
C13 C 0.1684(2) 0.4319(3) 0.32646(16) 0.0264(7) Uani 1 1 d . . . . .
H13 H 0.156912 0.379673 0.297381 0.032 Uiso 1 1 calc R U . . .
C14 C 0.2033(2) 0.3985(3) 0.37866(15) 0.0227(7) Uani 1 1 d . . . . .
H14 H 0.215049 0.323570 0.384611 0.027 Uiso 1 1 calc R U . . .
C15 C 0.1183(3) 0.6916(4) 0.2497(2) 0.0423(10) Uani 1 1 d . . . . .
H15A H 0.087266 0.733835 0.279530 0.063 Uiso 1 1 calc R U . . .
H15B H 0.088593 0.704907 0.212711 0.063 Uiso 1 1 calc R U . . .
H15C H 0.182935 0.713433 0.247572 0.063 Uiso 1 1 calc R U . . .
C16 C 0.1089(3) 0.5022(5) 0.2158(2) 0.0497(12) Uani 1 1 d . . . . .
H16A H 0.171430 0.482437 0.204322 0.074 Uiso 1 1 calc R U . . .
H16B H 0.077432 0.536937 0.183520 0.074 Uiso 1 1 calc R U . . .
H16C H 0.075267 0.436745 0.227094 0.074 Uiso 1 1 calc R U . . .
Cl1 Cl 0.38023(7) 0.67059(8) 0.27469(5) 0.0400(3) Uani 1 1 d . . . . .
Cl2 Cl 0.37228(8) 0.45632(9) 0.22290(5) 0.0435(3) Uani 1 1 d . . . . .
C17 C 0.3836(3) 0.5297(3) 0.28716(17) 0.0326(8) Uani 1 1 d . . . . .
H17A H 0.442481 0.510483 0.305734 0.039 Uiso 1 1 calc R U . . .
H17B H 0.333212 0.509357 0.313557 0.039 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
Ni01 N2 1.940(3) . ?
Ni01 N1 1.996(3) . ?
Ni01 S1 2.1566(9) . ?
Ni01 S2 2.1722(10) . ?
S1 C8 1.833(4) . ?
S2 C9 1.767(3) . ?
N1 C2 1.477(5) . ?
N1 C5 1.487(4) . ?
N1 C1 1.497(5) . ?
N2 C7 1.489(5) . ?
N2 C4 1.510(5) . ?
N2 C6 1.529(5) . ?
N3 C12 1.399(5) . ?
N3 C16 1.445(6) . ?
N3 C15 1.456(6) . ?
C2 C3 1.493(6) . ?
C3 C4 1.487(6) . ?
C5 C6 1.519(5) . ?
C7 C8 1.527(6) . ?
C9 C14 1.396(5) . ?
C9 C10 1.401(4) . ?
C10 C11 1.386(5) . ?
C11 C12 1.396(5) . ?
C12 C13 1.411(5) . ?
C13 C14 1.383(5) . ?
Cl1 C17 1.762(4) . ?
Cl2 C17 1.759(4) . ?
 
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 Ni01 N1 80.95(13) . . ?
N2 Ni01 S1 90.85(9) . . ?
N1 Ni01 S1 171.38(10) . . ?
N2 Ni01 S2 173.46(10) . . ?
N1 Ni01 S2 93.25(9) . . ?
S1 Ni01 S2 95.07(4) . . ?
C8 S1 Ni01 98.29(12) . . ?
C9 S2 Ni01 115.50(11) . . ?
C2 N1 C5 113.4(3) . . ?
C2 N1 C1 106.3(3) . . ?
C5 N1 C1 107.1(3) . . ?
C2 N1 Ni01 106.2(2) . . ?
C5 N1 Ni01 104.7(2) . . ?
C1 N1 Ni01 119.4(2) . . ?
C7 N2 C4 112.1(3) . . ?
C7 N2 C6 108.9(3) . . ?
C4 N2 C6 108.9(3) . . ?
C7 N2 Ni01 112.2(2) . . ?
C4 N2 Ni01 106.5(2) . . ?
C6 N2 Ni01 108.2(2) . . ?
C12 N3 C16 119.8(4) . . ?
C12 N3 C15 117.7(4) . . ?
C16 N3 C15 116.7(4) . . ?
N1 C2 C3 112.9(3) . . ?
C4 C3 C2 116.7(3) . . ?
C3 C4 N2 112.9(3) . . ?
N1 C5 C6 111.6(3) . . ?
C5 C6 N2 108.4(3) . . ?
N2 C7 C8 109.4(3) . . ?
C7 C8 S1 107.8(2) . . ?
C14 C9 C10 116.7(3) . . ?
C14 C9 S2 122.9(3) . . ?
C10 C9 S2 120.1(3) . . ?
C11 C10 C9 121.9(3) . . ?
C10 C11 C12 121.2(3) . . ?
C11 C12 N3 121.5(3) . . ?
C11 C12 C13 117.2(3) . . ?
N3 C12 C13 121.3(3) . . ?
C14 C13 C12 120.9(3) . . ?
C13 C14 C9 122.1(3) . . ?
Cl2 C17 Cl1 111.3(2) . . ?
 
_refine_diff_density_max    1.304
_refine_diff_density_min   -0.788
_refine_diff_density_rms    0.115



