#------------------------------------------------------------------------------
#$Date: 2023-05-15 11:24:28 +0300 (Mon, 15 May 2023) $
#$Revision: 283769 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/72/8107204.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_8107204
loop_
_publ_author_name
'Wang, Qiong'
'Ou, Guang-Chuan'
_publ_section_title
;
 Crystal structure of catena-poly[(5,5,7,12,12,14-hexamethyl
 -1,4,8,11-tetraazacyclotetradecane- κ 4
 N,N′,Nʺ,N‴)nickel(II)-(μ2-perchlorato-κ 2
 O:O′)] 3,5-dicarboxybenzoate -- methanol (1/2), C27H49ClN4NiO12
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              745
_journal_page_last               747
_journal_paper_doi               10.1515/ncrs-2022-0206
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C16 H36 Cl N4 Ni O4, C9 H5 O6, 2(C H4 O)'
_chemical_formula_sum            'C27 H49 Cl N4 Ni O12'
_chemical_formula_weight         715.86
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                98.263(2)
_cell_angle_beta                 97.524(2)
_cell_angle_gamma                99.470(2)
_cell_formula_units_Z            2
_cell_length_a                   11.180(2)
_cell_length_b                   12.320(3)
_cell_length_c                   12.754(3)
_cell_measurement_reflns_used    7067
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.25
_cell_measurement_theta_min      2.28
_cell_volume                     1693.1(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker SMART II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19175
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.398
_diffrn_reflns_theta_min         1.634
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            pink
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_meas      .
_exptl_crystal_description       prism
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.853
_refine_diff_density_min         -0.665
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     425
_refine_ls_number_reflns         7498
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0423
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0675P)²+0.5669P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1238
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6179
_reflns_number_total             7498
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0206_suppl.cif
_cod_data_source_block           1
_cod_database_code               8107204
_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   0.870
_shelx_estimated_absorpt_t_min   0.739
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, H11 of O11, H12 of O12, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, H4A of O4, H1A of O1
2.a Ternary CH refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4), C15(H15), C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C14(H14A,H14B), C17(H17A,H17B), C18(H18A,H18B), C21(H21A,
 H21B), C25(H25A,H25B)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C9(H9)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C16(H16A,H16B,H16C), C20(H20A,H20B,
 H20C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,
 H27B,H27C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1A), O4(H4A)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
Ni1 Ni 0.000000 1.000000 1.000000 0.02291(11) Uani 1 2 d S . P . .
Ni2 Ni 0.000000 1.000000 0.500000 0.02367(11) Uani 1 2 d S . P . .
Cl1 Cl -0.07274(5) 0.91024(4) 0.73258(4) 0.02700(13) Uani 1 1 d . . . . .
O1 O -0.39697(17) 0.83073(17) 0.69307(14) 0.0514(5) Uani 1 1 d . . . . .
H1A H -0.331490 0.870952 0.690843 0.077 Uiso 1 1 calc R U . . .
O2 O -0.38133(19) 0.76220(17) 0.52536(15) 0.0535(5) Uani 1 1 d . . . . .
O3 O -0.70968(19) 0.44339(16) 0.33281(14) 0.0518(5) Uani 1 1 d . . . . .
O4 O -0.84041(18) 0.35860(15) 0.42615(14) 0.0483(5) Uani 1 1 d . . . . .
H4A H -0.862574 0.314966 0.369343 0.072 Uiso 1 1 calc R U . . .
O5 O -0.7749(2) 0.45750(19) 0.82119(17) 0.0690(7) Uani 1 1 d . . . . .
O6 O -0.6487(2) 0.61499(19) 0.89786(15) 0.0649(6) Uani 1 1 d . . . . .
O7 O -0.01320(14) 0.91526(13) 0.63719(11) 0.0308(3) Uani 1 1 d . . . . .
O8 O 0.01223(13) 0.97156(13) 0.82833(11) 0.0303(3) Uani 1 1 d . . . . .
O9 O -0.18267(13) 0.96314(14) 0.72100(12) 0.0333(4) Uani 1 1 d . . . . .
O10 O -0.10918(17) 0.79321(13) 0.74527(12) 0.0396(4) Uani 1 1 d . . . . .
O11 O -0.1388(3) 0.5641(2) 0.8576(2) 0.0780(7) Uani 1 1 d . . . . .
H11 H -0.190(4) 0.580(3) 0.795(4) 0.094 Uiso 1 1 d . U . . .
O12 O 0.6896(3) 1.4120(2) 0.9130(2) 0.0799(8) Uani 1 1 d . . . . .
H12 H 0.736(4) 1.457(4) 0.903(4) 0.096 Uiso 1 1 d . U . . .
N1 N 0.14116(16) 0.91491(15) 1.04159(14) 0.0270(4) Uani 1 1 d . . . . .
H1 H 0.154635 0.929888 1.120221 0.032 Uiso 1 1 calc R U . . .
N2 N 0.11609(16) 1.15188(15) 1.00967(14) 0.0273(4) Uani 1 1 d . . . . .
H2 H 0.133042 1.187352 1.085272 0.033 Uiso 1 1 calc R U . . .
N3 N 0.06524(18) 0.86930(15) 0.41673(15) 0.0327(4) Uani 1 1 d . . . . .
H3 H 0.084997 0.897337 0.351731 0.039 Uiso 1 1 calc R U . . .
N4 N 0.17403(17) 1.08392(17) 0.57273(14) 0.0337(4) Uani 1 1 d . . . . .
H4 H 0.210524 1.125235 0.520953 0.040 Uiso 1 1 calc R U . . .
C1 C -0.4296(2) 0.7573(2) 0.60398(19) 0.0355(5) Uani 1 1 d . . . . .
C2 C -0.7465(2) 0.43370(19) 0.41684(19) 0.0352(5) Uani 1 1 d . . . . .
C3 C -0.7029(3) 0.5388(2) 0.8146(2) 0.0441(6) Uani 1 1 d . . . . .
C4 C -0.5340(2) 0.66664(19) 0.60971(18) 0.0324(5) Uani 1 1 d . . . . .
C5 C -0.5904(2) 0.59457(19) 0.51665(18) 0.0317(5) Uani 1 1 d . . . . .
H5 H -0.563774 0.603960 0.451868 0.038 Uiso 1 1 calc R U . . .
C6 C -0.6866(2) 0.50810(19) 0.51923(18) 0.0325(5) Uani 1 1 d . . . . .
C7 C -0.7230(2) 0.4921(2) 0.61662(19) 0.0363(5) Uani 1 1 d . . . . .
H7 H -0.786728 0.433907 0.618842 0.044 Uiso 1 1 calc R U . . .
C8 C -0.6649(2) 0.5624(2) 0.71076(19) 0.0356(5) Uani 1 1 d . . . . .
C9 C -0.5717(2) 0.6509(2) 0.70739(19) 0.0359(5) Uani 1 1 d . . . . .
H9 H -0.534562 0.699644 0.770075 0.043 Uiso 1 1 calc R U . . .
C10 C 0.0842(2) 0.79573(19) 1.0155(2) 0.0362(5) Uani 1 1 d . . . . .
H10A H 0.134913 0.752295 1.053213 0.043 Uiso 1 1 calc R U . . .
H10B H 0.077087 0.769749 0.939050 0.043 Uiso 1 1 calc R U . . .
C11 C 0.2679(2) 0.9451(2) 1.01443(18) 0.0320(5) Uani 1 1 d . . . . .
C12 C 0.2722(2) 0.9001(2) 0.8968(2) 0.0436(6) Uani 1 1 d . . . . .
H12A H 0.260537 0.820087 0.886252 0.065 Uiso 1 1 calc R U . . .
H12B H 0.350552 0.929700 0.879052 0.065 Uiso 1 1 calc R U . . .
H12C H 0.208305 0.922274 0.851457 0.065 Uiso 1 1 calc R U . . .
C13 C 0.3587(2) 0.8975(3) 1.0880(2) 0.0474(6) Uani 1 1 d . . . . .
H13A H 0.354114 0.924303 1.161584 0.071 Uiso 1 1 calc R U . . .
H13B H 0.440536 0.920986 1.074248 0.071 Uiso 1 1 calc R U . . .
H13C H 0.338069 0.817446 1.074114 0.071 Uiso 1 1 calc R U . . .
C14 C 0.3049(2) 1.0736(2) 1.03913(18) 0.0342(5) Uani 1 1 d . . . . .
H14A H 0.298744 1.096684 1.113919 0.041 Uiso 1 1 calc R U . . .
H14B H 0.390973 1.092277 1.032502 0.041 Uiso 1 1 calc R U . . .
C15 C 0.2365(2) 1.1460(2) 0.97418(18) 0.0332(5) Uani 1 1 d . . . . .
H15 H 0.221561 1.111140 0.898438 0.040 Uiso 1 1 calc R U . . .
C16 C 0.3166(3) 1.2614(3) 0.9853(3) 0.0588(8) Uani 1 1 d . . . . .
H16A H 0.277394 1.304433 0.938941 0.088 Uiso 1 1 calc R U . . .
H16B H 0.395155 1.253551 0.965611 0.088 Uiso 1 1 calc R U . . .
H16C H 0.327715 1.298728 1.058284 0.088 Uiso 1 1 calc R U . . .
C17 C 0.0418(2) 1.21914(19) 0.95121(19) 0.0342(5) Uani 1 1 d . . . . .
H17A H 0.034646 1.194868 0.874480 0.041 Uiso 1 1 calc R U . . .
H17B H 0.080973 1.297238 0.968099 0.041 Uiso 1 1 calc R U . . .
C18 C 0.1515(3) 1.1665(2) 0.66131(19) 0.0442(6) Uani 1 1 d . . . . .
H18A H 0.224266 1.223969 0.685418 0.053 Uiso 1 1 calc R U . . .
H18B H 0.133824 1.129747 0.721401 0.053 Uiso 1 1 calc R U . . .
C19 C 0.2584(2) 1.0093(2) 0.6068(2) 0.0441(6) Uani 1 1 d . . . . .
H19 H 0.218750 0.962894 0.653380 0.053 Uiso 1 1 calc R U . . .
C20 C 0.3822(3) 1.0748(4) 0.6699(3) 0.0745(11) Uani 1 1 d . . . . .
H20A H 0.428257 1.111673 0.622485 0.112 Uiso 1 1 calc R U . . .
H20B H 0.427762 1.024120 0.700366 0.112 Uiso 1 1 calc R U . . .
H20C H 0.367872 1.129300 0.726357 0.112 Uiso 1 1 calc R U . . .
C21 C 0.2785(2) 0.9327(3) 0.5086(2) 0.0501(7) Uani 1 1 d . . . . .
H21A H 0.354344 0.906492 0.527527 0.060 Uiso 1 1 calc R U . . .
H21B H 0.291588 0.977858 0.453237 0.060 Uiso 1 1 calc R U . . .
C22 C 0.1793(3) 0.8300(2) 0.4582(2) 0.0459(6) Uani 1 1 d . . . . .
C23 C 0.1539(3) 0.7524(3) 0.5402(2) 0.0562(8) Uani 1 1 d . . . . .
H23A H 0.109834 0.786088 0.591767 0.084 Uiso 1 1 calc R U . . .
H23B H 0.230392 0.740500 0.576339 0.084 Uiso 1 1 calc R U . . .
H23C H 0.105739 0.682089 0.503756 0.084 Uiso 1 1 calc R U . . .
C24 C 0.2271(4) 0.7669(3) 0.3632(3) 0.0731(11) Uani 1 1 d . . . . .
H24A H 0.167984 0.700781 0.331396 0.110 Uiso 1 1 calc R U . . .
H24B H 0.303526 0.746396 0.388673 0.110 Uiso 1 1 calc R U . . .
H24C H 0.239344 0.814240 0.310480 0.110 Uiso 1 1 calc R U . . .
C25 C -0.0451(3) 0.7815(2) 0.3767(2) 0.0456(6) Uani 1 1 d . . . . .
H25A H -0.064876 0.740593 0.433599 0.055 Uiso 1 1 calc R U . . .
H25B H -0.028919 0.729355 0.318003 0.055 Uiso 1 1 calc R U . . .
C26 C -0.0301(4) 0.5299(4) 0.8309(4) 0.1033(15) Uani 1 1 d . . . . .
H26A H 0.001811 0.572997 0.780358 0.155 Uiso 1 1 calc R U . . .
H26B H -0.048258 0.452191 0.799743 0.155 Uiso 1 1 calc R U . . .
H26C H 0.029788 0.541328 0.894612 0.155 Uiso 1 1 calc R U . . .
C27 C 0.5846(4) 1.4032(4) 0.8396(4) 0.0979(15) Uani 1 1 d . . . . .
H27A H 0.527166 1.441121 0.872760 0.147 Uiso 1 1 calc R U . . .
H27B H 0.548357 1.325915 0.815819 0.147 Uiso 1 1 calc R U . . .
H27C H 0.605226 1.436612 0.779215 0.147 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'
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'
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
O8 Ni1 O8 180.0 . 2_577
N1 Ni1 O8 85.94(6) . 2_577
N1 Ni1 O8 85.94(6) 2_577 .
N1 Ni1 O8 94.06(6) 2_577 2_577
N1 Ni1 O8 94.06(6) . .
N1 Ni1 N1 180.0 2_577 .
N2 Ni1 O8 86.85(6) 2_577 2_577
N2 Ni1 O8 93.15(6) 2_577 .
N2 Ni1 O8 86.85(6) . .
N2 Ni1 O8 93.15(6) . 2_577
N2 Ni1 N1 94.64(7) 2_577 2_577
N2 Ni1 N1 85.36(7) 2_577 .
N2 Ni1 N1 85.36(7) . 2_577
N2 Ni1 N1 94.64(7) . .
N2 Ni1 N2 180.0 2_577 .
O7 Ni2 O7 180.00(3) . 2_576
N3 Ni2 O7 91.78(6) 2_576 2_576
N3 Ni2 O7 88.22(6) . 2_576
N3 Ni2 O7 91.78(6) . .
N3 Ni2 O7 88.22(6) 2_576 .
N3 Ni2 N3 180.0 2_576 .
N4 Ni2 O7 89.15(7) . .
N4 Ni2 O7 90.85(7) . 2_576
N4 Ni2 O7 90.85(7) 2_576 .
N4 Ni2 O7 89.15(7) 2_576 2_576
N4 Ni2 N3 93.78(8) 2_576 2_576
N4 Ni2 N3 93.77(8) . .
N4 Ni2 N3 86.23(8) . 2_576
N4 Ni2 N3 86.22(8) 2_576 .
N4 Ni2 N4 180.0 2_576 .
O7 Cl1 O8 109.90(9) . .
O7 Cl1 O9 109.47(9) . .
O7 Cl1 O10 109.74(9) . .
O8 Cl1 O9 108.39(9) . .
O8 Cl1 O10 109.53(9) . .
O10 Cl1 O9 109.79(10) . .
C1 O1 H1A 109.5 . .
C2 O4 H4A 109.5 . .
Cl1 O7 Ni2 143.26(10) . .
Cl1 O8 Ni1 133.57(9) . .
C26 O11 H11 112(2) . .
C27 O12 H12 108(4) . .
Ni1 N1 H1 103.4 . .
C10 N1 Ni1 105.18(13) . .
C10 N1 H1 103.4 . .
C10 N1 C11 116.11(17) . .
C11 N1 Ni1 122.88(14) . .
C11 N1 H1 103.4 . .
Ni1 N2 H2 107.1 . .
C15 N2 Ni1 115.73(14) . .
C15 N2 H2 107.1 . .
C17 N2 Ni1 104.91(13) . .
C17 N2 H2 107.1 . .
C17 N2 C15 114.41(17) . .
Ni2 N3 H3 103.4 . .
C22 N3 Ni2 123.42(16) . .
C22 N3 H3 103.4 . .
C25 N3 Ni2 104.66(15) . .
C25 N3 H3 103.4 . .
C25 N3 C22 116.1(2) . .
Ni2 N4 H4 107.9 . .
C18 N4 Ni2 104.38(14) . .
C18 N4 H4 107.9 . .
C18 N4 C19 114.55(19) . .
C19 N4 Ni2 113.96(15) . .
C19 N4 H4 107.9 . .
O1 C1 C4 113.0(2) . .
O2 C1 O1 124.0(2) . .
O2 C1 C4 123.0(2) . .
O3 C2 O4 123.9(2) . .
O3 C2 C6 121.6(2) . .
O4 C2 C6 114.5(2) . .
O5 C3 O6 123.4(2) . .
O5 C3 C8 123.0(2) . .
O6 C3 C8 113.6(2) . .
C5 C4 C1 118.9(2) . .
C5 C4 C9 119.8(2) . .
C9 C4 C1 121.2(2) . .
C4 C5 H5 119.8 . .
C4 C5 C6 120.5(2) . .
C6 C5 H5 119.8 . .
C5 C6 C2 118.8(2) . .
C7 C6 C2 121.7(2) . .
C7 C6 C5 119.5(2) . .
C6 C7 H7 119.8 . .
C6 C7 C8 120.3(2) . .
C8 C7 H7 119.8 . .
C7 C8 C3 118.6(2) . .
C7 C8 C9 120.0(2) . .
C9 C8 C3 121.4(2) . .
C4 C9 H9 120.1 . .
C8 C9 C4 119.8(2) . .
C8 C9 H9 120.1 . .
N1 C10 H10A 109.9 . .
N1 C10 H10B 109.9 . .
N1 C10 C17 108.82(18) . 2_577
H10A C10 H10B 108.3 . .
C17 C10 H10A 109.9 2_577 .
C17 C10 H10B 109.9 2_577 .
N1 C11 C12 111.41(19) . .
N1 C11 C13 109.26(19) . .
N1 C11 C14 107.38(17) . .
C12 C11 C13 109.7(2) . .
C12 C11 C14 111.3(2) . .
C13 C11 C14 107.6(2) . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12B 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C11 C13 H13A 109.5 . .
C11 C13 H13B 109.5 . .
C11 C13 H13C 109.5 . .
H13A C13 H13B 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C11 C14 H14A 107.2 . .
C11 C14 H14B 107.2 . .
H14A C14 H14B 106.8 . .
C15 C14 C11 120.52(19) . .
C15 C14 H14A 107.2 . .
C15 C14 H14B 107.2 . .
N2 C15 C14 109.96(17) . .
N2 C15 H15 108.4 . .
N2 C15 C16 112.2(2) . .
C14 C15 H15 108.4 . .
C16 C15 C14 109.4(2) . .
C16 C15 H15 108.4 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16B 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
N2 C17 C10 108.47(18) . 2_577
N2 C17 H17A 110.0 . .
N2 C17 H17B 110.0 . .
C10 C17 H17A 110.0 2_577 .
C10 C17 H17B 110.0 2_577 .
H17A C17 H17B 108.4 . .
N4 C18 H18A 109.7 . .
N4 C18 H18B 109.7 . .
N4 C18 C25 109.88(19) . 2_576
H18A C18 H18B 108.2 . .
C25 C18 H18A 109.7 2_576 .
C25 C18 H18B 109.7 2_576 .
N4 C19 H19 108.2 . .
N4 C19 C20 112.5(3) . .
N4 C19 C21 109.39(19) . .
C20 C19 H19 108.2 . .
C21 C19 H19 108.2 . .
C21 C19 C20 110.4(2) . .
C19 C20 H20A 109.5 . .
C19 C20 H20B 109.5 . .
C19 C20 H20C 109.5 . .
H20A C20 H20B 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C19 C21 H21A 107.5 . .
C19 C21 H21B 107.5 . .
C19 C21 C22 119.3(2) . .
H21A C21 H21B 107.0 . .
C22 C21 H21A 107.5 . .
C22 C21 H21B 107.5 . .
N3 C22 C21 108.4(2) . .
N3 C22 C23 110.9(2) . .
N3 C22 C24 109.2(2) . .
C21 C22 C23 111.1(2) . .
C21 C22 C24 107.5(2) . .
C23 C22 C24 109.5(2) . .
C22 C23 H23A 109.5 . .
C22 C23 H23B 109.5 . .
C22 C23 H23C 109.5 . .
H23A C23 H23B 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C22 C24 H24A 109.5 . .
C22 C24 H24B 109.5 . .
C22 C24 H24C 109.5 . .
H24A C24 H24B 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
N3 C25 C18 109.9(2) . 2_576
N3 C25 H25A 109.7 . .
N3 C25 H25B 109.7 . .
C18 C25 H25A 109.7 2_576 .
C18 C25 H25B 109.7 2_576 .
H25A C25 H25B 108.2 . .
O11 C26 H26A 109.5 . .
O11 C26 H26B 109.5 . .
O11 C26 H26C 109.5 . .
H26A C26 H26B 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
O12 C27 H27A 109.5 . .
O12 C27 H27B 109.5 . .
O12 C27 H27C 109.5 . .
H27A C27 H27B 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O8 2.1928(14) .
Ni1 O8 2.1928(14) 2_577
Ni1 N1 2.0871(18) 2_577
Ni1 N1 2.0871(18) .
Ni1 N2 2.0721(17) 2_577
Ni1 N2 2.0721(18) .
Ni2 O7 2.1714(14) .
Ni2 O7 2.1714(14) 2_576
Ni2 N3 2.0858(18) .
Ni2 N3 2.0858(18) 2_576
Ni2 N4 2.0748(19) .
Ni2 N4 2.0748(19) 2_576
Cl1 O7 1.4653(15) .
Cl1 O8 1.4695(14) .
Cl1 O9 1.4835(17) .
Cl1 O10 1.4703(16) .
O1 H1A 0.8200 .
O1 C1 1.315(3) .
O2 C1 1.204(3) .
O3 C2 1.212(3) .
O4 H4A 0.8200 .
O4 C2 1.310(3) .
O5 C3 1.198(3) .
O6 C3 1.317(3) .
O11 H11 0.99(4) .
O11 C26 1.416(5) .
O12 H12 0.74(5) .
O12 C27 1.381(5) .
N1 H1 0.9800 .
N1 C10 1.473(3) .
N1 C11 1.503(3) .
N2 H2 0.9800 .
N2 C15 1.485(3) .
N2 C17 1.474(3) .
N3 H3 0.9800 .
N3 C22 1.497(3) .
N3 C25 1.480(3) .
N4 H4 0.9800 .
N4 C18 1.485(3) .
N4 C19 1.488(3) .
C1 C4 1.494(3) .
C2 C6 1.490(3) .
C3 C8 1.496(3) .
C4 C5 1.382(3) .
C4 C9 1.395(3) .
C5 H5 0.9300 .
C5 C6 1.391(3) .
C6 C7 1.387(3) .
C7 H7 0.9300 .
C7 C8 1.388(3) .
C8 C9 1.388(3) .
C9 H9 0.9300 .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C10 C17 1.515(3) 2_577
C11 C12 1.533(3) .
C11 C13 1.536(3) .
C11 C14 1.543(3) .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C14 C15 1.529(3) .
C15 H15 0.9800 .
C15 C16 1.528(3) .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C18 C25 1.499(4) 2_576
C19 H19 0.9800 .
C19 C20 1.540(4) .
C19 C21 1.521(4) .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C21 C22 1.537(4) .
C22 C23 1.538(4) .
C22 C24 1.547(4) .
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 H25A 0.9700 .
C25 H25B 0.9700 .
C26 H26A 0.9600 .
C26 H26B 0.9600 .
C26 H26C 0.9600 .
C27 H27A 0.9600 .
C27 H27B 0.9600 .
C27 H27C 0.9600 .
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 N1 C10 C17 -40.9(2) . . . 2_577
Ni1 N1 C11 C12 -78.5(2) . . . .
Ni1 N1 C11 C13 160.06(16) . . . .
Ni1 N1 C11 C14 43.6(2) . . . .
Ni1 N2 C15 C14 -57.3(2) . . . .
Ni1 N2 C15 C16 -179.30(18) . . . .
Ni1 N2 C17 C10 44.20(19) . . . 2_577
Ni2 N3 C22 C21 -41.7(2) . . . .
Ni2 N3 C22 C23 80.5(3) . . . .
Ni2 N3 C22 C24 -158.7(2) . . . .
Ni2 N3 C25 C18 40.0(2) . . . 2_576
Ni2 N4 C18 C25 -41.8(2) . . . 2_576
Ni2 N4 C19 C20 -174.49(19) . . . .
Ni2 N4 C19 C21 62.5(2) . . . .
O1 C1 C4 C5 169.6(2) . . . .
O1 C1 C4 C9 -13.1(3) . . . .
O2 C1 C4 C5 -10.1(4) . . . .
O2 C1 C4 C9 167.3(3) . . . .
O3 C2 C6 C5 3.7(4) . . . .
O3 C2 C6 C7 -175.3(2) . . . .
O4 C2 C6 C5 -176.4(2) . . . .
O4 C2 C6 C7 4.6(3) . . . .
O5 C3 C8 C7 5.5(4) . . . .
O5 C3 C8 C9 -173.0(3) . . . .
O6 C3 C8 C7 -175.2(2) . . . .
O6 C3 C8 C9 6.2(4) . . . .
O7 Cl1 O8 Ni1 -177.48(11) . . . .
O8 Cl1 O7 Ni2 -100.21(17) . . . .
O9 Cl1 O7 Ni2 18.73(19) . . . .
O9 Cl1 O8 Ni1 62.92(14) . . . .
O10 Cl1 O7 Ni2 139.29(16) . . . .
O10 Cl1 O8 Ni1 -56.85(15) . . . .
N1 C11 C14 C15 -66.1(2) . . . .
N4 C19 C21 C22 -78.7(3) . . . .
C1 C4 C5 C6 179.0(2) . . . .
C1 C4 C9 C8 -176.7(2) . . . .
C2 C6 C7 C8 179.6(2) . . . .
C3 C8 C9 C4 176.4(2) . . . .
C4 C5 C6 C2 178.8(2) . . . .
C4 C5 C6 C7 -2.3(3) . . . .
C5 C4 C9 C8 0.6(4) . . . .
C5 C6 C7 C8 0.7(4) . . . .
C6 C7 C8 C3 -177.0(2) . . . .
C6 C7 C8 C9 1.5(4) . . . .
C7 C8 C9 C4 -2.1(4) . . . .
C9 C4 C5 C6 1.6(3) . . . .
C10 N1 C11 C12 53.1(3) . . . .
C10 N1 C11 C13 -68.3(2) . . . .
C10 N1 C11 C14 175.22(18) . . . .
C11 N1 C10 C17 179.65(18) . . . 2_577
C11 C14 C15 N2 76.7(2) . . . .
C11 C14 C15 C16 -159.6(2) . . . .
C12 C11 C14 C15 56.1(3) . . . .
C13 C11 C14 C15 176.4(2) . . . .
C15 N2 C17 C10 172.09(18) . . . 2_577
C17 N2 C15 C14 -179.45(18) . . . .
C17 N2 C15 C16 58.5(3) . . . .
C18 N4 C19 C20 -54.4(3) . . . .
C18 N4 C19 C21 -177.4(2) . . . .
C19 N4 C18 C25 -167.1(2) . . . 2_576
C19 C21 C22 N3 63.9(3) . . . .
C19 C21 C22 C23 -58.3(3) . . . .
C19 C21 C22 C24 -178.1(2) . . . .
C20 C19 C21 C22 157.0(2) . . . .
C22 N3 C25 C18 179.66(19) . . . 2_576
C25 N3 C22 C21 -173.1(2) . . . .
C25 N3 C22 C23 -50.9(3) . . . .
C25 N3 C22 C24 70.0(3) . . . .
