#------------------------------------------------------------------------------
#$Date: 2022-03-25 10:06:47 +0200 (Fri, 25 Mar 2022) $
#$Revision: 273973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/48/8104859.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8104859
loop_
_publ_author_name
'Qiao, Tian-Xu'
'Chen, Yu-Xiao'
'An, Jing-Yi'
'Nie, Feng-Mei'
_publ_section_title
;
 Crystal structure of {tris((1H-benzo[d]imidazol-2- yl)methyl)amine-κ 4
 N,N′,N′′,N′′′}-(succinato-κ 2
 O,O′)nickel(II) -- methanol (1/4), C32H41N7NiO8
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              459
_journal_page_last               461
_journal_paper_doi               10.1515/ncrs-2020-0608
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C28 H25 N7 Ni O4, 4(C H4 O)'
_chemical_formula_sum            'C32 H41 N7 Ni O8'
_chemical_formula_weight         710.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_cell_angle_alpha                90
_cell_angle_beta                 108.532(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.0076(5)
_cell_length_b                   18.6516(10)
_cell_length_c                   19.0893(18)
_cell_measurement_reflns_used    3018
_cell_measurement_temperature    111.90(10)
_cell_measurement_theta_max      25.8850
_cell_measurement_theta_min      3.5470
_cell_volume                     3378.4(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      111.90(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0971
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -28.00   43.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.2647   77.0000   30.0000 71

#__ type_ start__ end____ width___ exp.time_
  2 omega   23.00   83.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772   77.0000  120.0000 60

#__ type_ start__ end____ width___ exp.time_
  3 omega   42.00   83.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772   77.0000  -90.0000 41

#__ type_ start__ end____ width___ exp.time_
  4 omega    0.00   71.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772   77.0000 -120.0000 71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0571413000
_diffrn_orient_matrix_UB_12      -0.0231086000
_diffrn_orient_matrix_UB_13      -0.0107660000
_diffrn_orient_matrix_UB_21      0.0326078000
_diffrn_orient_matrix_UB_22      -0.0168715000
_diffrn_orient_matrix_UB_23      -0.0259376000
_diffrn_orient_matrix_UB_31      0.0305740000
_diffrn_orient_matrix_UB_32      -0.0251145000
_diffrn_orient_matrix_UB_33      0.0272849000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_av_unetI/netI     0.0778
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            16175
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.933
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.635
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95145
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.3
_refine_diff_density_max         1.092
_refine_diff_density_min         -0.833
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         6632
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0607
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0364P)²+4.4223P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1176
_refine_ls_wR_factor_ref         0.1340
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4640
_reflns_number_total             6632
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2020-0608_suppl.cif
_cod_data_source_block           exp_6649
_cod_database_code               8104859
_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.
;
_shelx_estimated_absorpt_t_max   0.832
_shelx_estimated_absorpt_t_min   0.813
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C28) = Uanis(C28')
Uanis(C27) = Uanis(C27')
3. Others
 Sof(C28')=Sof(H28C)=Sof(H28D)=Sof(C27')=Sof(H27C)=Sof(H27D)=1-FVAR(1)
 Sof(C27)=Sof(H27A)=Sof(H27B)=Sof(C28)=Sof(H28A)=Sof(H28B)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C9(H9A,H9B), C17(H17A,H17B), C27(H27A,H27B), C28(H28A,H28B),
 C28'(H28C,H28D), C27'(H27C,H27D)
4.b Aromatic/amide H refined with riding coordinates:
 N3(H3), N5(H5), C8(H8), N7(H7), C21(H21), C16(H16), C5(H5A), C15(H15),
 C23(H23), C24(H24), C22(H22), C14(H14), C7(H7A), C13(H13), C6(H6)
4.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C30(H30A,H30B,
 H30C)
4.d Idealised tetrahedral OH refined as rotating group:
 O5(H5B), O7(H7B), O8(H8A), O6(H6A)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 -0.2079(3) 0.35410(19) 0.13583(18) 0.0209(7) Uani 1 1 d . . . . .
H1A H -0.273228 0.395496 0.124452 0.025 Uiso 1 1 calc R U . . .
H1B H -0.265262 0.309762 0.125465 0.025 Uiso 1 1 calc R U . . .
C2 C -0.1232(3) 0.35589(17) 0.21544(18) 0.0156(7) Uani 1 1 d . . . . .
C3 C 0.0529(4) 0.35991(18) 0.31572(19) 0.0225(8) Uani 1 1 d . . . . .
C4 C -0.0697(4) 0.35832(18) 0.33607(19) 0.0223(8) Uani 1 1 d . . . . .
C5 C -0.0652(5) 0.3596(2) 0.4096(2) 0.0378(10) Uani 1 1 d . . . . .
H5A H -0.148847 0.358306 0.422916 0.045 Uiso 1 1 calc R U . . .
C6 C 0.0653(5) 0.3629(3) 0.4619(2) 0.0605(15) Uani 1 1 d . . . . .
H6 H 0.072830 0.363675 0.512809 0.073 Uiso 1 1 calc R U . . .
C7 C 0.1876(5) 0.3651(3) 0.4415(2) 0.0640(16) Uani 1 1 d . . . . .
H7A H 0.276241 0.367728 0.479218 0.077 Uiso 1 1 calc R U . . .
C8 C 0.1849(4) 0.3636(2) 0.3690(2) 0.0385(11) Uani 1 1 d . . . . .
H8 H 0.269026 0.364986 0.356023 0.046 Uiso 1 1 calc R U . . .
C9 C -0.1369(4) 0.42405(18) 0.04423(19) 0.0233(8) Uani 1 1 d . . . . .
H9A H -0.236349 0.439825 0.030601 0.028 Uiso 1 1 calc R U . . .
H9B H -0.112959 0.416519 -0.001719 0.028 Uiso 1 1 calc R U . . .
C10 C -0.0420(4) 0.47997(18) 0.09122(19) 0.0216(8) Uani 1 1 d . . . . .
C11 C 0.1407(3) 0.52716(18) 0.17066(19) 0.0205(8) Uani 1 1 d . . . . .
C12 C 0.0514(4) 0.58354(18) 0.1359(2) 0.0220(8) Uani 1 1 d . . . . .
C13 C 0.0850(4) 0.65469(19) 0.1541(2) 0.0287(9) Uani 1 1 d . . . . .
H13 H 0.023488 0.692540 0.130617 0.034 Uiso 1 1 calc R U . . .
C14 C 0.2115(4) 0.6679(2) 0.2079(2) 0.0367(10) Uani 1 1 d . . . . .
H14 H 0.238549 0.716000 0.221546 0.044 Uiso 1 1 calc R U . . .
C15 C 0.3014(4) 0.6119(2) 0.2430(2) 0.0338(9) Uani 1 1 d . . . . .
H15 H 0.388310 0.623173 0.279604 0.041 Uiso 1 1 calc R U . . .
C16 C 0.2673(4) 0.54087(19) 0.2258(2) 0.0261(8) Uani 1 1 d . . . . .
H16 H 0.327635 0.503115 0.250581 0.031 Uiso 1 1 calc R U . . .
C17 C -0.1357(4) 0.29061(19) 0.0414(2) 0.0321(9) Uani 1 1 d . . . . .
H17A H -0.094032 0.297107 0.001200 0.039 Uiso 1 1 calc R U . . .
H17B H -0.236986 0.279055 0.019120 0.039 Uiso 1 1 calc R U . . .
C18 C -0.0617(4) 0.23234(19) 0.0923(2) 0.0279(9) Uani 1 1 d . . . . .
C19 C 0.0899(4) 0.18070(18) 0.1843(2) 0.0243(8) Uani 1 1 d . . . . .
C20 C -0.0109(4) 0.12876(19) 0.1504(2) 0.0280(9) Uani 1 1 d . . . . .
C21 C -0.0043(4) 0.05951(19) 0.1778(2) 0.0314(9) Uani 1 1 d . . . . .
H21 H -0.072449 0.024329 0.154316 0.038 Uiso 1 1 calc R U . . .
C22 C 0.1054(4) 0.0443(2) 0.2404(2) 0.0359(10) Uani 1 1 d . . . . .
H22 H 0.113444 -0.002661 0.260660 0.043 Uiso 1 1 calc R U . . .
C23 C 0.2057(4) 0.0961(2) 0.2753(3) 0.0382(10) Uani 1 1 d . . . . .
H23 H 0.279570 0.083534 0.318870 0.046 Uiso 1 1 calc R U . . .
C24 C 0.2001(4) 0.1647(2) 0.2480(2) 0.0356(10) Uani 1 1 d . . . . .
H24 H 0.268694 0.199605 0.271730 0.043 Uiso 1 1 calc R U . . .
C25 C 0.4248(4) 0.33511(18) 0.2196(2) 0.0246(8) Uani 1 1 d . . . . .
C26 C 0.2643(5) 0.3365(2) 0.0444(2) 0.0411(11) Uani 1 1 d . . . . .
C27 C 0.4526(10) 0.2907(5) 0.1503(5) 0.0196(14) Uani 0.497(5) 1 d . . P A 1
H27A H 0.509596 0.321924 0.128771 0.024 Uiso 0.497(5) 1 calc R U P A 1
H27B H 0.511185 0.248353 0.171320 0.024 Uiso 0.497(5) 1 calc R U P A 1
C27' C 0.4153(10) 0.2781(5) 0.1700(5) 0.0196(14) Uani 0.503(5) 1 d . . P A 2
H27C H 0.327782 0.250541 0.163723 0.024 Uiso 0.503(5) 1 calc R U P A 2
H27D H 0.496597 0.245384 0.189502 0.024 Uiso 0.503(5) 1 calc R U P A 2
C28 C 0.3269(7) 0.2649(4) 0.0875(4) 0.0204(11) Uani 0.497(5) 1 d . . P A 1
H28A H 0.257068 0.241001 0.106518 0.024 Uiso 0.497(5) 1 calc R U P A 1
H28B H 0.356324 0.231049 0.055197 0.024 Uiso 0.497(5) 1 calc R U P A 1
C28' C 0.4148(7) 0.3092(4) 0.0950(4) 0.0204(11) Uani 0.503(5) 1 d . . P A 2
H28C H 0.448615 0.271925 0.067790 0.024 Uiso 0.503(5) 1 calc R U P A 2
H28D H 0.482006 0.349771 0.104165 0.024 Uiso 0.503(5) 1 calc R U P A 2
C29 C 0.6529(5) 0.5039(2) 0.3587(2) 0.0454(11) Uani 1 1 d . . . . .
H29A H 0.599986 0.532994 0.316275 0.068 Uiso 1 1 calc R U . . .
H29B H 0.732629 0.480966 0.348218 0.068 Uiso 1 1 calc R U . . .
H29C H 0.688129 0.534561 0.402420 0.068 Uiso 1 1 calc R U . . .
C30 C 0.5114(5) 0.2784(4) -0.0970(3) 0.0788(19) Uani 1 1 d . . . . .
H30A H 0.505314 0.307451 -0.140611 0.118 Uiso 1 1 calc R U . . .
H30B H 0.422805 0.252236 -0.105007 0.118 Uiso 1 1 calc R U . . .
H30C H 0.589201 0.244113 -0.088428 0.118 Uiso 1 1 calc R U . . .
C31 C -0.4254(7) 0.0810(6) 0.0464(4) 0.173(5) Uani 1 1 d . . . . .
H31A H -0.515824 0.062527 0.014271 0.259 Uiso 1 1 calc R U . . .
H31B H -0.442210 0.118898 0.078069 0.259 Uiso 1 1 calc R U . . .
H31C H -0.372033 0.041951 0.077159 0.259 Uiso 1 1 calc R U . . .
C32 C 0.4594(4) 0.4982(3) 0.1160(2) 0.0477(12) Uani 1 1 d . . . . .
H32A H 0.366858 0.475068 0.097356 0.072 Uiso 1 1 calc R U . . .
H32B H 0.447573 0.550377 0.112812 0.072 Uiso 1 1 calc R U . . .
H32C H 0.504937 0.484324 0.167646 0.072 Uiso 1 1 calc R U . . .
N1 N -0.1174(3) 0.35652(14) 0.08711(15) 0.0203(6) Uani 1 1 d . . . . .
N2 N 0.0154(3) 0.35792(14) 0.23932(14) 0.0165(6) Uani 1 1 d . . . . .
N3 N -0.1805(3) 0.35595(14) 0.27041(15) 0.0183(6) Uani 1 1 d . . . . .
H3 H -0.270865 0.354720 0.265559 0.022 Uiso 1 1 calc R U . . .
N4 N 0.0787(3) 0.46250(15) 0.14095(15) 0.0193(6) Uani 1 1 d . . . . .
N5 N -0.0646(3) 0.55125(15) 0.08568(15) 0.0217(7) Uani 1 1 d . . . . .
H5 H -0.138937 0.573146 0.055888 0.026 Uiso 1 1 calc R U . . .
N6 N 0.0550(3) 0.24494(15) 0.14593(17) 0.0245(7) Uani 1 1 d . . . . .
N7 N -0.1068(4) 0.16396(16) 0.09182(17) 0.0336(8) Uani 1 1 d . . . . .
H7 H -0.182998 0.145281 0.060194 0.040 Uiso 1 1 calc R U . . .
Ni1 Ni 0.10551(5) 0.35324(2) 0.15663(3) 0.02142(14) Uani 1 1 d . . . . .
O1 O 0.3085(2) 0.35461(14) 0.22464(16) 0.0396(7) Uani 1 1 d . . . . .
O2 O 0.5401(2) 0.35651(13) 0.26313(12) 0.0253(6) Uani 1 1 d . . . . .
O3 O 0.1566(3) 0.35167(13) 0.05988(15) 0.0345(7) Uani 1 1 d . . . . .
O4 O 0.2918(3) 0.36258(15) -0.00957(14) 0.0347(7) Uani 1 1 d . . . . .
O5 O 0.5632(3) 0.45025(15) 0.37227(14) 0.0376(7) Uani 1 1 d . . . . .
H5B H 0.543087 0.420215 0.337695 0.056 Uiso 1 1 calc R U . . .
O6 O 0.5354(4) 0.3229(4) -0.0354(3) 0.148(3) Uani 1 1 d . . . . .
H6A H 0.457870 0.335828 -0.031219 0.222 Uiso 1 1 calc R U . . .
O7 O -0.3525(5) 0.1073(2) 0.00527(18) 0.0793(13) Uani 1 1 d . . . . .
H7B H -0.383861 0.090430 -0.037661 0.119 Uiso 1 1 calc R U . . .
O8 O 0.5417(4) 0.4769(3) 0.0743(3) 0.118(2) Uani 1 1 d . . . . .
H8A H 0.492191 0.453989 0.037272 0.178 Uiso 1 1 calc R U . . .
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'
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
N2 Ni1 N1 81.59(10) . .
N2 Ni1 O3 168.82(11) . .
N2 Ni1 N4 90.06(10) . .
N2 Ni1 N6 87.95(11) . .
O3 Ni1 N1 87.31(11) . .
O3 Ni1 N6 91.14(11) . .
N4 Ni1 N1 79.95(10) . .
N4 Ni1 O3 86.68(10) . .
N4 Ni1 N6 158.36(11) . .
O1 Ni1 N2 95.88(11) . .
O1 Ni1 N1 176.64(11) . .
O1 Ni1 O3 95.16(11) . .
O1 Ni1 N4 97.90(11) . .
O1 Ni1 N6 103.74(11) . .
N6 Ni1 N1 78.44(11) . .
C2 N2 Ni1 113.9(2) . .
C2 N2 C3 105.6(3) . .
C3 N2 Ni1 140.5(2) . .
C1 N1 Ni1 108.84(19) . .
C9 N1 Ni1 106.6(2) . .
C9 N1 C1 111.8(3) . .
C9 N1 C17 114.1(3) . .
C17 N1 Ni1 104.1(2) . .
C17 N1 C1 110.8(3) . .
C26 O3 Ni1 134.3(3) . .
C2 N3 H3 126.6 . .
C2 N3 C4 106.8(3) . .
C4 N3 H3 126.6 . .
C10 N4 Ni1 113.3(2) . .
C10 N4 C11 105.5(3) . .
C11 N4 Ni1 140.9(2) . .
C25 O1 Ni1 135.4(3) . .
N2 C2 N3 113.1(3) . .
N2 C2 C1 123.4(3) . .
N3 C2 C1 123.4(3) . .
C10 N5 H5 126.5 . .
C10 N5 C12 106.9(3) . .
C12 N5 H5 126.5 . .
N3 C4 C3 105.6(3) . .
N3 C4 C5 132.4(3) . .
C5 C4 C3 122.0(3) . .
C18 N6 Ni1 112.4(2) . .
C18 N6 C19 105.7(3) . .
C19 N6 Ni1 140.7(3) . .
N1 C1 H1A 109.2 . .
N1 C1 H1B 109.2 . .
C2 C1 N1 112.0(3) . .
C2 C1 H1A 109.2 . .
C2 C1 H1B 109.2 . .
H1A C1 H1B 107.9 . .
N6 C18 N7 112.9(3) . .
N6 C18 C17 121.0(3) . .
N7 C18 C17 126.0(4) . .
N4 C10 N5 113.1(3) . .
N4 C10 C9 121.3(3) . .
N5 C10 C9 125.5(3) . .
C3 C8 H8 121.7 . .
C7 C8 H8 121.7 . .
C7 C8 C3 116.6(4) . .
N2 C3 C4 108.8(3) . .
N2 C3 C8 130.4(3) . .
C8 C3 C4 120.8(3) . .
C18 N7 H7 126.4 . .
C18 N7 C20 107.3(3) . .
C20 N7 H7 126.4 . .
N1 C9 C10 108.3(3) . .
N1 C9 H9A 110.0 . .
N1 C9 H9B 110.0 . .
C10 C9 H9A 110.0 . .
C10 C9 H9B 110.0 . .
H9A C9 H9B 108.4 . .
N4 C11 C12 108.8(3) . .
C16 C11 N4 130.5(3) . .
C16 C11 C12 120.7(3) . .
C20 C21 H21 121.6 . .
C22 C21 H21 121.6 . .
C22 C21 C20 116.8(4) . .
N6 C19 C20 109.2(3) . .
N6 C19 C24 130.0(3) . .
C24 C19 C20 120.7(3) . .
N5 C12 C11 105.6(3) . .
C13 C12 N5 132.2(3) . .
C13 C12 C11 122.1(3) . .
C11 C16 H16 121.5 . .
C15 C16 C11 117.0(3) . .
C15 C16 H16 121.5 . .
O2 C25 C27 109.6(4) . .
O2 C25 C27' 122.5(5) . .
O1 C25 O2 122.6(4) . .
O1 C25 C27 127.1(5) . .
O1 C25 C27' 114.0(5) . .
N1 C17 C18 106.1(3) . .
N1 C17 H17A 110.5 . .
N1 C17 H17B 110.5 . .
C18 C17 H17A 110.5 . .
C18 C17 H17B 110.5 . .
H17A C17 H17B 108.7 . .
C4 C5 H5A 121.5 . .
C6 C5 C4 117.1(4) . .
C6 C5 H5A 121.5 . .
C16 C15 H15 119.1 . .
C16 C15 C14 121.9(4) . .
C14 C15 H15 119.1 . .
C24 C23 H23 119.2 . .
C24 C23 C22 121.7(4) . .
C22 C23 H23 119.2 . .
O3 C26 O4 123.1(3) . .
O3 C26 C28 107.4(4) . .
O3 C26 C28' 131.0(4) . .
O4 C26 C28 127.0(4) . .
O4 C26 C28' 102.2(4) . .
N7 C20 C21 133.1(4) . .
N7 C20 C19 105.0(3) . .
C21 C20 C19 121.9(4) . .
C19 C24 H24 121.4 . .
C23 C24 C19 117.1(4) . .
C23 C24 H24 121.4 . .
C21 C22 C23 121.7(4) . .
C21 C22 H22 119.1 . .
C23 C22 H22 119.1 . .
C15 C14 H14 119.2 . .
C13 C14 C15 121.5(4) . .
C13 C14 H14 119.2 . .
C8 C7 H7A 118.6 . .
C8 C7 C6 122.8(4) . .
C6 C7 H7A 118.6 . .
C12 C13 H13 121.6 . .
C14 C13 C12 116.8(3) . .
C14 C13 H13 121.6 . .
C5 C6 C7 120.9(4) . .
C5 C6 H6 119.6 . .
C7 C6 H6 119.6 . .
C29 O5 H5B 109.5 . .
C31 O7 H7B 109.5 . .
O5 C29 H29A 109.5 . .
O5 C29 H29B 109.5 . .
O5 C29 H29C 109.5 . .
H29A C29 H29B 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
O7 C31 H31A 109.5 . .
O7 C31 H31B 109.5 . .
O7 C31 H31C 109.5 . .
H31A C31 H31B 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
C25 C27 H27A 107.6 . .
C25 C27 H27B 107.6 . .
H27A C27 H27B 107.0 . .
C28 C27 C25 118.8(7) . .
C28 C27 H27A 107.6 . .
C28 C27 H27B 107.6 . .
C26 C28 H28A 111.1 . .
C26 C28 H28B 111.1 . .
C27 C28 C26 103.5(6) . .
C27 C28 H28A 111.1 . .
C27 C28 H28B 111.1 . .
H28A C28 H28B 109.0 . .
H32A C32 H32B 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
O8 C32 H32A 109.5 . .
O8 C32 H32B 109.5 . .
O8 C32 H32C 109.5 . .
C32 O8 H8A 109.5 . .
C30 O6 H6A 109.5 . .
O6 C30 H30A 109.5 . .
O6 C30 H30B 109.5 . .
O6 C30 H30C 109.5 . .
H30A C30 H30B 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C26 C28' H28C 108.8 . .
C26 C28' H28D 108.8 . .
H28C C28' H28D 107.6 . .
C27' C28' C26 114.0(6) . .
C27' C28' H28C 108.8 . .
C27' C28' H28D 108.8 . .
C25 C27' C28' 108.7(7) . .
C25 C27' H27C 110.0 . .
C25 C27' H27D 110.0 . .
C28' C27' H27C 110.0 . .
C28' C27' H27D 110.0 . .
H27C C27' H27D 108.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N2 2.054(3) .
Ni1 N1 2.205(3) .
Ni1 O3 2.067(2) .
Ni1 N4 2.065(3) .
Ni1 O1 2.033(3) .
Ni1 N6 2.077(3) .
O2 C25 1.254(4) .
N2 C2 1.315(4) .
N2 C3 1.386(4) .
N1 C1 1.491(4) .
N1 C9 1.481(4) .
N1 C17 1.485(4) .
O3 C26 1.237(4) .
O4 C26 1.246(4) .
N3 H3 0.8800 .
N3 C2 1.346(4) .
N3 C4 1.385(4) .
N4 C10 1.319(4) .
N4 C11 1.392(4) .
O1 C25 1.252(4) .
C2 C1 1.487(4) .
N5 H5 0.8800 .
N5 C10 1.347(4) .
N5 C12 1.387(4) .
C4 C3 1.401(5) .
C4 C5 1.389(5) .
N6 C18 1.306(5) .
N6 C19 1.390(4) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C18 N7 1.352(4) .
C18 C17 1.489(5) .
C10 C9 1.501(5) .
C8 H8 0.9500 .
C8 C3 1.389(5) .
C8 C7 1.376(6) .
N7 H7 0.8800 .
N7 C20 1.385(5) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C11 C12 1.403(5) .
C11 C16 1.389(5) .
C21 H21 0.9500 .
C21 C20 1.388(5) .
C21 C22 1.371(5) .
C19 C20 1.400(5) .
C19 C24 1.390(5) .
C12 C13 1.386(5) .
C16 H16 0.9500 .
C16 C15 1.382(5) .
C25 C27 1.658(10) .
C25 C27' 1.406(10) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C5 H5A 0.9500 .
C5 C6 1.371(6) .
C15 H15 0.9500 .
C15 C14 1.402(5) .
C23 H23 0.9500 .
C23 C24 1.375(5) .
C23 C22 1.400(6) .
C26 C28 1.590(7) .
C26 C28' 1.592(7) .
C24 H24 0.9500 .
C22 H22 0.9500 .
C14 H14 0.9500 .
C14 C13 1.375(5) .
C7 H7A 0.9500 .
C7 C6 1.398(7) .
C13 H13 0.9500 .
C6 H6 0.9500 .
O5 H5B 0.8400 .
O5 C29 1.422(5) .
O7 H7B 0.8400 .
O7 C31 1.324(8) .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C27 C28 1.514(12) .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C32 O8 1.374(5) .
O8 H8A 0.8400 .
O6 H6A 0.8400 .
O6 C30 1.396(6) .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C28' H28C 0.9900 .
C28' H28D 0.9900 .
C28' C27' 1.543(10) .
C27' H27C 0.9900 .
C27' H27D 0.9900 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N3 H3 O2 0.88 1.88 2.756(3) 174.9 1_455 yes
N5 H5 O3 0.88 2.58 3.197(4) 128.4 3_565 yes
N5 H5 O4 0.88 1.92 2.786(4) 166.3 3_565 yes
N7 H7 O7 0.88 1.83 2.703(5) 171.7 . yes
O5 H5B O2 0.84 1.85 2.673(4) 167.4 . yes
O7 H7B O5 0.84 1.80 2.636(4) 174.9 4_465 yes
O8 H8A O4 0.84 2.57 3.289(7) 144.8 . yes
O6 H6A O4 0.84 1.90 2.738(4) 173.2 . yes
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
Ni1 N2 C2 N3 177.4(2) . . . .
Ni1 N2 C2 C1 -2.9(4) . . . .
Ni1 N2 C3 C4 -176.2(3) . . . .
Ni1 N2 C3 C8 4.4(6) . . . .
Ni1 N1 C1 C2 4.4(3) . . . .
Ni1 N1 C9 C10 -33.6(3) . . . .
Ni1 N1 C17 C18 43.2(3) . . . .
Ni1 O3 C26 O4 -152.9(3) . . . .
Ni1 O3 C26 C28 44.2(6) . . . .
Ni1 O3 C26 C28' 1.3(8) . . . .
Ni1 N4 C10 N5 174.6(2) . . . .
Ni1 N4 C10 C9 -8.5(4) . . . .
Ni1 N4 C11 C12 -172.4(3) . . . .
Ni1 N4 C11 C16 6.9(6) . . . .
Ni1 O1 C25 O2 163.0(2) . . . .
Ni1 O1 C25 C27 -6.1(6) . . . .
Ni1 O1 C25 C27' -27.8(6) . . . .
Ni1 N6 C18 N7 -170.6(2) . . . .
Ni1 N6 C18 C17 6.4(4) . . . .
Ni1 N6 C19 C20 166.4(3) . . . .
Ni1 N6 C19 C24 -11.2(6) . . . .
O2 C25 C27 C28 -175.2(6) . . . .
O2 C25 C27' C28' -93.9(7) . . . .
N2 C2 C1 N1 -1.3(5) . . . .
O3 C26 C28 C27 -104.8(6) . . . .
O3 C26 C28' C27' 18.0(9) . . . .
O4 C26 C28 C27 93.2(7) . . . .
O4 C26 C28' C27' 176.1(6) . . . .
N3 C2 C1 N1 178.4(3) . . . .
N3 C4 C3 N2 -0.5(4) . . . .
N3 C4 C3 C8 179.0(3) . . . .
N3 C4 C5 C6 -179.2(4) . . . .
N4 C10 C9 N1 30.3(4) . . . .
N4 C11 C12 N5 0.5(4) . . . .
N4 C11 C12 C13 179.8(3) . . . .
N4 C11 C16 C15 179.3(3) . . . .
O1 C25 C27 C28 -5.0(9) . . . .
O1 C25 C27' C28' 96.8(6) . . . .
C2 N2 C3 C4 0.5(4) . . . .
C2 N2 C3 C8 -178.9(4) . . . .
C2 N3 C4 C3 0.2(4) . . . .
C2 N3 C4 C5 179.8(4) . . . .
N5 C10 C9 N1 -153.2(3) . . . .
N5 C12 C13 C14 179.7(4) . . . .
C4 N3 C2 N2 0.1(4) . . . .
C4 N3 C2 C1 -179.6(3) . . . .
C4 C5 C6 C7 0.3(7) . . . .
N6 C18 N7 C20 -0.1(4) . . . .
N6 C18 C17 N1 -36.1(5) . . . .
N6 C19 C20 N7 -0.8(4) . . . .
N6 C19 C20 C21 -178.8(3) . . . .
N6 C19 C24 C23 177.8(4) . . . .
C1 N1 C9 C10 85.2(3) . . . .
C1 N1 C17 C18 -73.6(4) . . . .
C18 N6 C19 C20 0.8(4) . . . .
C18 N6 C19 C24 -176.8(4) . . . .
C18 N7 C20 C21 178.2(4) . . . .
C18 N7 C20 C19 0.5(4) . . . .
C10 N4 C11 C12 -0.4(4) . . . .
C10 N4 C11 C16 178.9(4) . . . .
C10 N5 C12 C11 -0.4(4) . . . .
C10 N5 C12 C13 -179.7(4) . . . .
C8 C7 C6 C5 -0.5(8) . . . .
C3 N2 C2 N3 -0.4(4) . . . .
C3 N2 C2 C1 179.3(3) . . . .
C3 C4 C5 C6 0.3(6) . . . .
C3 C8 C7 C6 0.2(7) . . . .
N7 C18 C17 N1 140.6(4) . . . .
C9 N1 C1 C2 -113.2(3) . . . .
C9 N1 C17 C18 159.1(3) . . . .
C11 N4 C10 N5 0.1(4) . . . .
C11 N4 C10 C9 177.0(3) . . . .
C11 C12 C13 C14 0.6(5) . . . .
C11 C16 C15 C14 1.5(6) . . . .
C19 N6 C18 N7 -0.5(4) . . . .
C19 N6 C18 C17 176.6(3) . . . .
C12 N5 C10 N4 0.2(4) . . . .
C12 N5 C10 C9 -176.5(3) . . . .
C12 C11 C16 C15 -1.5(5) . . . .
C16 C11 C12 N5 -178.8(3) . . . .
C16 C11 C12 C13 0.5(5) . . . .
C16 C15 C14 C13 -0.5(6) . . . .
C25 C27 C28 C26 72.4(7) . . . .
C17 N1 C1 C2 118.2(3) . . . .
C17 N1 C9 C10 -148.0(3) . . . .
C17 C18 N7 C20 -177.0(3) . . . .
C5 C4 C3 N2 179.9(3) . . . .
C5 C4 C3 C8 -0.6(6) . . . .
C15 C14 C13 C12 -0.6(6) . . . .
C26 C28' C27' C25 -82.4(8) . . . .
C20 C21 C22 C23 0.2(6) . . . .
C20 C19 C24 C23 0.4(5) . . . .
C24 C19 C20 N7 177.1(3) . . . .
C24 C19 C20 C21 -0.9(5) . . . .
C24 C23 C22 C21 -0.7(6) . . . .
C22 C21 C20 N7 -176.8(4) . . . .
C22 C21 C20 C19 0.5(5) . . . .
C22 C23 C24 C19 0.3(6) . . . .
C7 C8 C3 N2 179.7(4) . . . .
C7 C8 C3 C4 0.4(6) . . . .
