data_2
_audit_creation_date              2017-11-26
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_publ_contact_author_address      ?
_publ_contact_author_email        ?
_publ_contact_author_id_orcid     ?
_publ_contact_author_name         ''
_publ_contact_author_phone        ?
_publ_section_references
;
Burla, M.C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G.L.,
 De Caro, L., Giacovazzo, C., Polidori, G., Siliqi, D., Spagna, R.
 (2007). J. Appl. Cryst. 40, 609-613.

Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.
;
_chemical_name_common             ?
_chemical_name_systematic
;
 ? 
;
_chemical_formula_moiety          'C20 H13 N3 Ni O5'
_chemical_formula_sum             'C20 H13 N3 Ni O5'
_chemical_formula_weight          434.04
_chemical_melting_point           ?
_chemical_oxdiff_formula          'Ni C O N'
_chemical_oxdiff_usercomment      Ni-OH-BDC-1
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'
 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system       'monoclinic'
_space_group_IT_number            14
_space_group_name_H-M_alt         'P 1 21/n 1'
_space_group_name_Hall            '-P 2yn'
loop_
  _space_group_symop_id
  _space_group_symop_operation_xyz
 1 'x, y, z'
 2 '-x+1/2, y+1/2, -z+1/2'
 3 '-x, -y, -z'
 4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                    7.2177(4)
_cell_length_b                    10.8688(4)
_cell_length_c                    22.4117(9)
_cell_angle_alpha                 90.00
_cell_angle_beta                  96.123(4)
_cell_angle_gamma                 90.00
_cell_volume                      1748.12(13)
_cell_formula_units_Z             4
_cell_measurement_reflns_used     2050
_cell_measurement_temperature     120(10)
_cell_measurement_theta_max       27.5920
_cell_measurement_theta_min       3.3150
_exptl_absorpt_coefficient_mu     1.151
_exptl_absorpt_correction_T_max   1.00000
_exptl_absorpt_correction_T_min   0.58186
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour             'metallic greenish green'
_exptl_crystal_colour_lustre      metallic
_exptl_crystal_colour_modifier    greenish
_exptl_crystal_colour_primary     green
_exptl_crystal_density_diffrn     1.649
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_description        block
_exptl_crystal_F_000              888
_exptl_crystal_preparation        ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max           0.2
_exptl_crystal_size_mid           0.15
_exptl_crystal_size_min           0.15
_exptl_special_details
;
 ? 
;
_diffrn_reflns_av_R_equivalents   0.0553
_diffrn_reflns_av_unetI/netI      0.0894
_diffrn_reflns_limit_h_max        8
_diffrn_reflns_limit_h_min        -8
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_k_min        -9
_diffrn_reflns_limit_l_max        26
_diffrn_reflns_limit_l_min        -25
_diffrn_reflns_number             7238
_diffrn_reflns_theta_full         25.00
_diffrn_reflns_theta_max          25.00
_diffrn_reflns_theta_min          2.89
_diffrn_ambient_environment       N~2~
_diffrn_ambient_temperature       120(10)
_diffrn_detector                  'CCD plate'
_diffrn_detector_area_resol_mean  16.2116
_diffrn_detector_type             Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω      7.00  87.00   1.00    2.00    --   18.94  57.00 -60.00   80
  2  ω      7.00  88.00   1.00    2.00    --   18.94  57.00-150.00   81
  3  ω      0.00  27.00   1.00    2.00    --  -19.25  57.00 -30.00   27
  4  ω     -2.00  25.00   1.00    2.00    --   18.94  37.00 120.00   27
  5  ω    -74.00 -37.00   1.00    2.00    --  -19.25-178.00   0.00   37
;
_diffrn_measurement_device        'four-circle diffractometer'
_diffrn_measurement_device_type   'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method        'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11       0.0278199000
_diffrn_orient_matrix_UB_12       0.0033481000
_diffrn_orient_matrix_UB_13       0.0312784000
_diffrn_orient_matrix_UB_21       -0.0895058000
_diffrn_orient_matrix_UB_22       0.0224501000
_diffrn_orient_matrix_UB_23       0.0047649000
_diffrn_orient_matrix_UB_31       -0.0313631000
_diffrn_orient_matrix_UB_32       -0.0611836000
_diffrn_orient_matrix_UB_33       0.0034766000
_diffrn_radiation_monochromator   mirror
_diffrn_radiation_probe           x-ray
_diffrn_radiation_type            MoK\a
_diffrn_radiation_wavelength      0.71073
_diffrn_source                    'micro-focus sealed X-ray tube'
_diffrn_source_type               'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%         ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_number          ?
_reflns_number_gt                 2303
_reflns_number_total              3087
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric  1
_reflns_odcompleteness_theta      26.32
_reflns_threshold_expression      >2sigma(I)
_computing_cell_refinement        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction         'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics     'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material   'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement   'XL (Sheldrick, 2008)'
_computing_structure_solution     'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max          0.480
_refine_diff_density_min          -0.536
_refine_diff_density_rms          0.097
_refine_ls_extinction_coef        ?
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    0.833
_refine_ls_hydrogen_treatment     constr
_refine_ls_matrix_type            full
_refine_ls_number_parameters      263
_refine_ls_number_reflns          3087
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0721
_refine_ls_R_factor_gt            0.0467
_refine_ls_restrained_S_all       0.833
_refine_ls_shift/su_max           0.067
_refine_ls_shift/su_mean          0.001
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0720P)²+3.3410P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.1057
_refine_ls_wR_factor_ref          0.1307
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C12(H12), N1(H1A), C15(H15), C17(H17), C2(H2), C19(H19), C10(H10), C9(H9),
 C11(H11), C3(H3), C5(H5), C4(H4)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens    geom
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
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_calc_flag
  _atom_site_disorder_assembly
  _atom_site_disorder_group
  _atom_site_refinement_flags_posn
 Ni1 Ni 0.25784(7) 0.81240(5) 0.40430(2) 0.01361(19) Uani 1 d . . .
 O3 O 0.2573(4) 0.8830(3) 0.31674(11) 0.0158(6) Uani 1 d . . .
 O5 O -0.0136(4) 0.7395(3) 0.38243(11) 0.0154(6) Uani 1 d . . .
 O4 O 0.2424(4) 0.6379(2) 0.36819(11) 0.0152(6) Uani 1 d . . .
 O2 O 0.5207(4) 0.8533(3) 0.37293(11) 0.0148(6) Uani 1 d . . .
 O1 O 1.0079(4) 0.9617(3) 0.22809(12) 0.0222(7) Uani 1 d . . .
 H1 H 1.0602 0.9364 0.2611 0.033 Uiso 1 calc . . GR
 N3 N 0.3341(5) 0.7658(3) 0.49291(14) 0.0149(8) Uani 1 d . . .
 C12 C 0.3931(6) 0.6563(4) 0.51489(19) 0.0213(10) Uani 1 d . . .
 H12 H 0.3959 0.5890 0.4880 0.026 Uiso 1 calc . . R
 N2 N 0.2158(5) 0.9764(3) 0.44348(14) 0.0152(8) Uani 1 d . . .
 C1 C 0.1596(6) 1.0955(4) 0.42941(17) 0.0144(9) Uani 1 d . . .
 C14 C 0.5373(6) 0.9445(4) 0.27590(16) 0.0141(9) Uani 1 d . . .
 C20 C 0.4317(6) 1.1533(4) 0.14273(16) 0.0127(9) Uani 1 d . . .
 N1 N 0.2361(5) 1.0855(3) 0.52795(14) 0.0156(8) Uani 1 d . . .
 H1A H 0.2577 1.1034 0.5663 0.019 Uiso 1 calc . . R
 C13 C 0.4343(6) 0.8898(3) 0.32374(16) 0.0125(9) Uani 1 d . . .
 C15 C 0.4405(6) 1.0159(4) 0.23155(16) 0.0145(9) Uani 1 d . . .
 H15 H 0.3094 1.0259 0.2303 0.017 Uiso 1 calc . . R
 C17 C 0.7304(6) 1.0564(4) 0.18932(17) 0.0162(9) Uani 1 d . . .
 H17 H 0.7972 1.0972 0.1608 0.019 Uiso 1 calc . . R
 C2 C 0.0970(6) 1.1489(4) 0.37424(18) 0.0197(10) Uani 1 d . . .
 H2 H 0.0883 1.1028 0.3380 0.024 Uiso 1 calc . . R
 C18 C 0.8232(6) 0.9791(4) 0.23255(17) 0.0150(9) Uani 1 d . . .
 C19 C 0.7294(6) 0.9245(4) 0.27678(17) 0.0159(9) Uani 1 d . . .
 H19 H 0.7942 0.8746 0.3069 0.019 Uiso 1 calc . . R
 C10 C 0.4432(6) 0.7348(4) 0.61444(18) 0.0217(10) Uani 1 d . . .
 H10 H 0.4829 0.7248 0.6560 0.026 Uiso 1 calc . . R
 C9 C 0.3780(6) 0.8468(4) 0.59264(17) 0.0164(9) Uani 1 d . . .
 H9 H 0.3680 0.9140 0.6192 0.020 Uiso 1 calc . . R
 C8 C 0.3273(6) 0.8608(4) 0.53197(17) 0.0144(9) Uani 1 d . . .
 C11 C 0.4504(6) 0.6371(4) 0.57544(18) 0.0213(10) Uani 1 d . . .
 H11 H 0.4935 0.5587 0.5896 0.026 Uiso 1 calc . . R
 C16 C 0.5398(6) 1.0728(4) 0.18853(16) 0.0141(9) Uani 1 d . . .
 C6 C 0.1708(6) 1.1650(4) 0.48242(18) 0.0147(9) Uani 1 d . . .
 C3 C 0.0485(6) 1.2716(4) 0.37474(18) 0.0218(10) Uani 1 d . . .
 H3 H 0.0046 1.3106 0.3380 0.026 Uiso 1 calc . . R
 C5 C 0.1222(6) 1.2893(4) 0.48233(19) 0.0208(10) Uani 1 d . . .
 H5 H 0.1303 1.3362 0.5183 0.025 Uiso 1 calc . . R
 C7 C 0.2606(6) 0.9746(4) 0.50232(16) 0.0135(9) Uani 1 d . . .
 C4 C 0.0621(6) 1.3402(4) 0.42767(19) 0.0221(10) Uani 1 d . . .
 H4 H 0.0286 1.4248 0.4258 0.027 Uiso 1 calc . . R


_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
 Ni1 O3 2.107(3) . ?
 Ni1 O5 2.122(3) . ?
 Ni1 O4 2.060(3) . ?
 Ni1 O2 2.139(3) . ?
 Ni1 N3 2.066(3) . ?
 Ni1 N2 2.024(3) . ?
 O3 C13 1.272(5) . ?
 O5 C20 1.272(5) 2_545 ?
 O4 C20 1.265(5) 2_545 ?
 O2 C13 1.271(5) . ?
 O1 C18 1.361(5) . ?
 N3 C12 1.340(5) . ?
 N3 C8 1.358(5) . ?
 C12 C11 1.392(6) . ?
 N2 C1 1.383(5) . ?
 N2 C7 1.324(5) . ?
 C1 C2 1.396(6) . ?
 C1 C6 1.403(6) . ?
 C14 C13 1.492(5) . ?
 C14 C15 1.389(5) . ?
 C14 C19 1.402(6) . ?
 C20 Ni1 2.381(4) 2 ?
 C20 O5 1.272(5) 2 ?
 C20 O4 1.265(5) 2 ?
 C20 C16 1.502(5) . ?
 N1 C6 1.381(5) . ?
 N1 C7 1.354(5) . ?
 C15 C16 1.405(5) . ?
 C17 C18 1.398(6) . ?
 C17 C16 1.386(6) . ?
 C2 C3 1.380(6) . ?
 C18 C19 1.392(6) . ?
 C10 C9 1.376(6) . ?
 C10 C11 1.380(6) . ?
 C9 C8 1.378(5) . ?
 C8 C7 1.461(6) . ?
 C6 C5 1.396(6) . ?
 C3 C4 1.396(6) . ?
 C5 C4 1.372(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
 O3 Ni1 O5 90.63(10) . . ?
 O3 Ni1 O2 62.07(10) . . ?
 O5 Ni1 O2 146.22(10) . . ?
 O4 Ni1 O3 88.56(11) . . ?
 O4 Ni1 O5 63.61(11) . . ?
 O4 Ni1 O2 94.30(11) . . ?
 O4 Ni1 N3 98.61(12) . . ?
 N3 Ni1 O3 163.39(13) . . ?
 N3 Ni1 O5 105.98(12) . . ?
 N3 Ni1 O2 102.25(12) . . ?
 N2 Ni1 O3 95.61(12) . . ?
 N2 Ni1 O5 104.56(13) . . ?
 N2 Ni1 O4 167.58(13) . . ?
 N2 Ni1 O2 97.99(13) . . ?
 N2 Ni1 N3 80.54(13) . . ?
 C13 O3 Ni1 90.2(2) . . ?
 C20 O5 Ni1 85.2(2) 2_545 . ?
 C20 O4 Ni1 88.0(2) 2_545 . ?
 C13 O2 Ni1 88.8(2) . . ?
 C12 N3 Ni1 127.8(3) . . ?
 C12 N3 C8 118.0(3) . . ?
 C8 N3 Ni1 114.1(3) . . ?
 N3 C12 C11 122.8(4) . . ?
 C1 N2 Ni1 141.2(3) . . ?
 C7 N2 Ni1 112.8(3) . . ?
 C7 N2 C1 106.0(3) . . ?
 N2 C1 C2 130.6(4) . . ?
 N2 C1 C6 108.8(3) . . ?
 C2 C1 C6 120.7(4) . . ?
 C15 C14 C13 119.1(4) . . ?
 C15 C14 C19 121.2(4) . . ?
 C19 C14 C13 119.7(3) . . ?
 O5 C20 Ni1 62.6(2) 2 2 ?
 O5 C20 C16 120.0(4) 2 . ?
 O4 C20 Ni1 59.9(2) 2 2 ?
 O4 C20 O5 120.7(4) 2 2 ?
 O4 C20 C16 119.2(4) 2 . ?
 C16 C20 Ni1 163.2(3) . 2 ?
 C7 N1 C6 107.0(3) . . ?
 O3 C13 C14 120.3(3) . . ?
 O2 C13 O3 118.9(3) . . ?
 O2 C13 C14 120.8(4) . . ?
 C14 C15 C16 118.9(4) . . ?
 C16 C17 C18 119.2(4) . . ?
 C3 C2 C1 116.9(4) . . ?
 O1 C18 C17 115.7(4) . . ?
 O1 C18 C19 123.2(4) . . ?
 C19 C18 C17 121.1(4) . . ?
 C18 C19 C14 118.6(4) . . ?
 C9 C10 C11 119.4(4) . . ?
 C10 C9 C8 119.5(4) . . ?
 N3 C8 C9 121.9(4) . . ?
 N3 C8 C7 112.5(3) . . ?
 C9 C8 C7 125.6(4) . . ?
 C10 C11 C12 118.3(4) . . ?
 C15 C16 C20 117.4(4) . . ?
 C17 C16 C20 121.7(4) . . ?
 C17 C16 C15 120.9(4) . . ?
 N1 C6 C1 105.8(3) . . ?
 N1 C6 C5 132.3(4) . . ?
 C5 C6 C1 121.9(4) . . ?
 C2 C3 C4 121.9(4) . . ?
 C4 C5 C6 116.6(4) . . ?
 N2 C7 N1 112.4(3) . . ?
 N2 C7 C8 119.9(4) . . ?
 N1 C7 C8 127.7(3) . . ?
 C5 C4 C3 122.0(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.587
_oxdiff_exptl_absorpt_empirical_full_min 0.453
