#------------------------------------------------------------------------------
#$Date: 2019-11-10 06:48:46 +0200 (Sun, 10 Nov 2019) $
#$Revision: 225744 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/55/4515596.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_4515596
loop_
_publ_author_name
'Feng, Guoqin'
'Du, Chongyang'
'Xiang, Li'
'del Rosal, Iker'
'Li, Guangyu'
'Leng, Xuebing'
'Chen, Eugene Y.-X.'
'Maron, Laurent'
'Chen, Yaofeng'
_publ_section_title
;
 Side Arm Twist on Zn-Catalyzed Hydrosilylative Reduction of CO2 to
 Formate and Methanol Equivalents with High Selectivity and Activity
;
_journal_issue                   5
_journal_name_full               'ACS Catalysis'
_journal_page_first              4710
_journal_paper_doi               10.1021/acscatal.8b01033
_journal_volume                  8
_journal_year                    2018
_chemical_formula_moiety         '0.5(C44 H70 N6 O4 Zn2)'
_chemical_formula_sum            'C22 H35 N3 O2 Zn'
_chemical_formula_weight         438.90
_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     direct
_audit_creation_date             2016-05-30
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90
_cell_angle_beta                 117.531(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   23.041(6)
_cell_length_b                   10.016(3)
_cell_length_c                   22.532(6)
_cell_measurement_reflns_used    3999
_cell_measurement_temperature    130
_cell_measurement_theta_max      23.840
_cell_measurement_theta_min      2.26
_cell_volume                     4611(2)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      130
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1091
_diffrn_reflns_av_unetI/netI     0.1104
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            36431
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.660
_diffrn_reflns_theta_min         1.808
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.086
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4514
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1114 before and 0.0710 after correction.
The Ratio of minimum to maximum transmission is 0.6054.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_description       block
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.323
_refine_diff_density_min         -1.310
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.891
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     521
_refine_ls_number_reflns         10649
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.891
_refine_ls_R_factor_all          0.1221
_refine_ls_R_factor_gt           0.0536
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1284
_refine_ls_wR_factor_ref         0.1725
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6096
_reflns_number_total             10649
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs8b01033_si_002.cif
_cod_data_source_block           L1ZnO2CH
_cod_database_code               4515596
_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   0.918
_shelx_estimated_absorpt_t_min   0.854
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C38(H38), C41(H41), C16(H16), C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C29(H29A,H29B), C6(H6A,H6B), C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C34(H34), C35(H35), C36(H36), C44(H44), C3(H3), C12(H12), C13(H13),
 C14(H14), C22(H22)
2.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C27(H27A,H27B,H27C), C30(H30A,H30B,H30C), C31(H31A,H31B,
 H31C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C42(H42A,H42B,H42C), C43(H43A,
 H43B,H43C), C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C),
  C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
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
Zn2 Zn 1.00214(2) 0.17037(5) 0.82400(2) 0.02500(14) Uani 1 1 d .
O3 O 1.00756(13) 0.0673(3) 0.74906(14) 0.0283(6) Uani 1 1 d .
O4 O 1.00492(13) -0.1270(3) 0.70028(14) 0.0297(7) Uani 1 1 d .
N4 N 0.90626(16) 0.1625(3) 0.80262(16) 0.0273(8) Uani 1 1 d .
N5 N 1.02850(16) 0.0360(3) 0.90066(16) 0.0285(8) Uani 1 1 d .
N6 N 1.10813(17) 0.2159(4) 0.88165(19) 0.0345(9) Uani 1 1 d .
C23 C 0.8086(2) 0.0437(5) 0.7929(3) 0.0440(12) Uani 1 1 d .
H23A H 0.7915 0.1179 0.8085 0.066 Uiso 1 1 calc GR
H23B H 0.7987 -0.0410 0.8081 0.066 Uiso 1 1 calc GR
H23C H 0.7881 0.0446 0.7438 0.066 Uiso 1 1 calc GR
C24 C 0.8821(2) 0.0583(4) 0.8210(2) 0.0289(9) Uani 1 1 d .
C25 C 0.9192(2) -0.0425(4) 0.8655(2) 0.0307(10) Uani 1 1 d .
H25 H 0.8952 -0.1175 0.8680 0.037 Uiso 1 1 calc R
C26 C 0.9871(2) -0.0478(4) 0.9068(2) 0.0289(9) Uani 1 1 d .
C27 C 1.0131(2) -0.1544(5) 0.9611(2) 0.0398(11) Uani 1 1 d .
H27A H 1.0401 -0.2179 0.9516 0.060 Uiso 1 1 calc GR
H27B H 0.9763 -0.2017 0.9620 0.060 Uiso 1 1 calc GR
H27C H 1.0396 -0.1121 1.0046 0.060 Uiso 1 1 calc GR
C28 C 1.0984(2) 0.0303(5) 0.9485(2) 0.0360(11) Uani 1 1 d .
H28A H 1.1119 -0.0633 0.9620 0.043 Uiso 1 1 calc R
H28B H 1.1072 0.0825 0.9891 0.043 Uiso 1 1 calc R
C29 C 1.1363(2) 0.0882(5) 0.9147(2) 0.0377(11) Uani 1 1 d .
H29A H 1.1824 0.1022 0.9484 0.045 Uiso 1 1 calc R
H29B H 1.1358 0.0240 0.8810 0.045 Uiso 1 1 calc R
C30 C 1.1383(2) 0.2551(5) 0.8385(3) 0.0454(13) Uani 1 1 d .
H30A H 1.1279 0.1879 0.8034 0.068 Uiso 1 1 calc GR
H30B H 1.1859 0.2612 0.8657 0.068 Uiso 1 1 calc GR
H30C H 1.1210 0.3419 0.8179 0.068 Uiso 1 1 calc GR
C31 C 1.1190(3) 0.3214(5) 0.9314(3) 0.0501(14) Uani 1 1 d .
H31A H 1.0977 0.4040 0.9083 0.075 Uiso 1 1 calc GR
H31B H 1.1661 0.3370 0.9582 0.075 Uiso 1 1 calc GR
H31C H 1.1005 0.2934 0.9608 0.075 Uiso 1 1 calc GR
C32 C 0.86231(19) 0.2680(4) 0.7650(2) 0.0275(9) Uani 1 1 d .
C33 C 0.8268(2) 0.2618(4) 0.6948(2) 0.0309(10) Uani 1 1 d .
C34 C 0.7850(2) 0.3680(4) 0.6610(2) 0.0315(10) Uani 1 1 d .
H34 H 0.7606 0.3649 0.6136 0.038 Uiso 1 1 calc R
C35 C 0.7786(2) 0.4769(4) 0.6949(2) 0.0344(10) Uani 1 1 d .
H35 H 0.7492 0.5469 0.6710 0.041 Uiso 1 1 calc R
C36 C 0.8149(2) 0.4838(4) 0.7637(2) 0.0349(10) Uani 1 1 d .
H36 H 0.8111 0.5603 0.7866 0.042 Uiso 1 1 calc R
C37 C 0.8573(2) 0.3803(4) 0.8004(2) 0.0297(9) Uani 1 1 d .
C38 C 0.8960(2) 0.3916(5) 0.8761(2) 0.0378(11) Uani 1 1 d .
H38 H 0.9303 0.3205 0.8918 0.045 Uiso 1 1 calc R
C39 C 0.8528(3) 0.3683(7) 0.9101(3) 0.0606(16) Uani 1 1 d .
H39A H 0.8167 0.4328 0.8931 0.091 Uiso 1 1 calc GR
H39B H 0.8790 0.3798 0.9586 0.091 Uiso 1 1 calc GR
H39C H 0.8350 0.2775 0.9006 0.091 Uiso 1 1 calc GR
C40 C 0.9309(3) 0.5269(5) 0.8968(3) 0.0573(15) Uani 1 1 d .
H40A H 0.9562 0.5425 0.8725 0.086 Uiso 1 1 calc GR
H40B H 0.9604 0.5267 0.9450 0.086 Uiso 1 1 calc GR
H40C H 0.8984 0.5980 0.8862 0.086 Uiso 1 1 calc GR
C41 C 0.8344(2) 0.1480(4) 0.6546(2) 0.0337(10) Uani 1 1 d .
H41 H 0.8625 0.0783 0.6868 0.040 Uiso 1 1 calc R
C42 C 0.8688(2) 0.1951(5) 0.6147(2) 0.0421(12) Uani 1 1 d .
H42A H 0.8425 0.2647 0.5831 0.063 Uiso 1 1 calc GR
H42B H 0.8742 0.1197 0.5900 0.063 Uiso 1 1 calc GR
H42C H 0.9119 0.2314 0.6453 0.063 Uiso 1 1 calc GR
C43 C 0.7683(2) 0.0828(5) 0.6079(3) 0.0479(13) Uani 1 1 d .
H43A H 0.7489 0.0447 0.6346 0.072 Uiso 1 1 calc GR
H43B H 0.7752 0.0119 0.5818 0.072 Uiso 1 1 calc GR
H43C H 0.7388 0.1503 0.5774 0.072 Uiso 1 1 calc GR
C44 C 1.0067(2) -0.0586(4) 0.7472(2) 0.0280(9) Uani 1 1 d .
H44 H 1.0075 -0.1046 0.7844 0.034 Uiso 1 1 calc R
Zn1 Zn 0.51169(2) 0.34884(4) 0.68875(2) 0.02337(13) Uani 1 1 d .
O1 O 0.50167(13) 0.5495(3) 0.69450(13) 0.0282(6) Uani 1 1 d .
O2 O 0.50338(13) 0.7456(3) 0.74156(13) 0.0262(6) Uani 1 1 d .
N1 N 0.42393(16) 0.3322(3) 0.60327(16) 0.0251(7) Uani 1 1 d .
N2 N 0.55720(17) 0.2174(3) 0.65662(17) 0.0277(8) Uani 1 1 d .
N3 N 0.61763(16) 0.3883(4) 0.76570(17) 0.0294(8) Uani 1 1 d .
C1 C 0.3420(2) 0.2051(5) 0.5071(2) 0.0395(11) Uani 1 1 d .
H1A H 0.3127 0.1799 0.5257 0.059 Uiso 1 1 calc GR
H1B H 0.3426 0.1339 0.4775 0.059 Uiso 1 1 calc GR
H1C H 0.3265 0.2881 0.4815 0.059 Uiso 1 1 calc GR
C2 C 0.4106(2) 0.2257(4) 0.5635(2) 0.0283(9) Uani 1 1 d .
C3 C 0.4569(2) 0.1282(4) 0.5701(2) 0.0317(10) Uani 1 1 d .
H3 H 0.4392 0.0502 0.5438 0.038 Uiso 1 1 calc R
C4 C 0.5248(2) 0.1275(4) 0.6092(2) 0.0282(9) Uani 1 1 d .
C5 C 0.5623(2) 0.0156(5) 0.5958(2) 0.0368(11) Uani 1 1 d .
H5A H 0.5964 0.0543 0.5866 0.055 Uiso 1 1 calc GR
H5B H 0.5320 -0.0368 0.5571 0.055 Uiso 1 1 calc GR
H5C H 0.5826 -0.0424 0.6352 0.055 Uiso 1 1 calc GR
C6 C 0.6288(2) 0.2129(4) 0.6943(2) 0.0325(10) Uani 1 1 d .
H6A H 0.6482 0.2707 0.6725 0.039 Uiso 1 1 calc R
H6B H 0.6444 0.1205 0.6952 0.039 Uiso 1 1 calc R
C7 C 0.6496(2) 0.2609(4) 0.7649(2) 0.0333(10) Uani 1 1 d .
H7A H 0.6382 0.1923 0.7894 0.040 Uiso 1 1 calc R
H7B H 0.6977 0.2729 0.7883 0.040 Uiso 1 1 calc R
C8 C 0.6290(2) 0.4189(5) 0.8343(2) 0.0377(11) Uani 1 1 d .
H8A H 0.6066 0.5023 0.8340 0.057 Uiso 1 1 calc GR
H8B H 0.6760 0.4288 0.8637 0.057 Uiso 1 1 calc GR
H8C H 0.6118 0.3461 0.8507 0.057 Uiso 1 1 calc GR
C9 C 0.6440(2) 0.4971(5) 0.7409(2) 0.0385(11) Uani 1 1 d .
H9A H 0.6330 0.4802 0.6940 0.058 Uiso 1 1 calc GR
H9B H 0.6917 0.5011 0.7679 0.058 Uiso 1 1 calc GR
H9C H 0.6248 0.5823 0.7442 0.058 Uiso 1 1 calc GR
C10 C 0.37516(19) 0.4343(4) 0.58607(19) 0.0248(9) Uani 1 1 d .
C11 C 0.3263(2) 0.4260(4) 0.6067(2) 0.0276(9) Uani 1 1 d .
C12 C 0.2801(2) 0.5290(4) 0.5888(2) 0.0329(10) Uani 1 1 d .
H12 H 0.2465 0.5232 0.6020 0.039 Uiso 1 1 calc R
C13 C 0.2819(2) 0.6383(4) 0.5528(2) 0.0340(10) Uani 1 1 d .
H13 H 0.2497 0.7063 0.5406 0.041 Uiso 1 1 calc R
C14 C 0.3316(2) 0.6475(4) 0.5346(2) 0.0348(10) Uani 1 1 d .
H14 H 0.3339 0.7240 0.5109 0.042 Uiso 1 1 calc R
C15 C 0.3784(2) 0.5471(4) 0.5504(2) 0.0305(10) Uani 1 1 d .
C16 C 0.4300(2) 0.5609(5) 0.5269(2) 0.0363(11) Uani 1 1 d .
H16 H 0.4643 0.4917 0.5506 0.044 Uiso 1 1 calc R
C17 C 0.4007(2) 0.5335(6) 0.4516(2) 0.0522(14) Uani 1 1 d .
H17A H 0.3828 0.4428 0.4421 0.078 Uiso 1 1 calc GR
H17B H 0.4348 0.5423 0.4375 0.078 Uiso 1 1 calc GR
H17C H 0.3656 0.5979 0.4271 0.078 Uiso 1 1 calc GR
C18 C 0.4636(3) 0.6971(5) 0.5431(3) 0.0532(14) Uani 1 1 d .
H18A H 0.4311 0.7669 0.5198 0.080 Uiso 1 1 calc GR
H18B H 0.4975 0.6993 0.5285 0.080 Uiso 1 1 calc GR
H18C H 0.4835 0.7126 0.5915 0.080 Uiso 1 1 calc GR
C19 C 0.3238(2) 0.3128(4) 0.6505(2) 0.0292(9) Uani 1 1 d .
H19 H 0.3559 0.2431 0.6530 0.035 Uiso 1 1 calc R
C20 C 0.2562(2) 0.2476(5) 0.6219(2) 0.0400(11) Uani 1 1 d .
H20A H 0.2238 0.3142 0.6190 0.060 Uiso 1 1 calc GR
H20B H 0.2572 0.1745 0.6512 0.060 Uiso 1 1 calc GR
H20C H 0.2443 0.2125 0.5771 0.060 Uiso 1 1 calc GR
C21 C 0.3454(2) 0.3659(4) 0.7219(2) 0.0324(10) Uani 1 1 d .
H21A H 0.3905 0.3988 0.7408 0.049 Uiso 1 1 calc GR
H21B H 0.3430 0.2936 0.7500 0.049 Uiso 1 1 calc GR
H21C H 0.3164 0.4389 0.7203 0.049 Uiso 1 1 calc GR
C22 C 0.49627(19) 0.6204(4) 0.7374(2) 0.0259(9) Uani 1 1 d .
H22 H 0.4861 0.5771 0.7690 0.031 Uiso 1 1 calc R
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
O3 Zn2 O4 107.65(11) . 2_756
O3 Zn2 N4 105.12(13) . .
O3 Zn2 N5 105.00(13) . .
O3 Zn2 N6 96.72(13) . .
O4 Zn2 N6 83.40(12) 2_756 .
N4 Zn2 O4 91.79(12) . 2_756
N4 Zn2 N5 92.32(13) . .
N4 Zn2 N6 158.06(14) . .
N5 Zn2 O4 144.73(13) . 2_756
N5 Zn2 N6 79.87(14) . .
C44 O3 Zn2 122.0(3) . .
C44 O4 Zn2 136.6(3) . 2_746
C24 N4 Zn2 121.3(3) . .
C24 N4 C32 118.4(3) . .
C32 N4 Zn2 120.2(3) . .
C26 N5 Zn2 123.9(3) . .
C26 N5 C28 119.8(3) . .
C28 N5 Zn2 116.2(3) . .
C29 N6 Zn2 103.1(3) . .
C29 N6 C30 109.3(4) . .
C29 N6 C31 111.0(4) . .
C30 N6 Zn2 113.1(3) . .
C31 N6 Zn2 110.3(3) . .
C31 N6 C30 110.0(4) . .
H23A C23 H23B 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C24 C23 H23A 109.5 . .
C24 C23 H23B 109.5 . .
C24 C23 H23C 109.5 . .
N4 C24 C23 119.4(4) . .
N4 C24 C25 125.5(4) . .
C25 C24 C23 115.1(4) . .
C24 C25 H25 115.6 . .
C24 C25 C26 128.8(4) . .
C26 C25 H25 115.6 . .
N5 C26 C25 122.8(4) . .
N5 C26 C27 119.6(4) . .
C25 C26 C27 117.6(4) . .
C26 C27 H27A 109.5 . .
C26 C27 H27B 109.5 . .
C26 C27 H27C 109.5 . .
H27A C27 H27B 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
N5 C28 H28A 110.1 . .
N5 C28 H28B 110.1 . .
N5 C28 C29 107.9(3) . .
H28A C28 H28B 108.4 . .
C29 C28 H28A 110.1 . .
C29 C28 H28B 110.1 . .
N6 C29 C28 111.4(4) . .
N6 C29 H29A 109.3 . .
N6 C29 H29B 109.3 . .
C28 C29 H29A 109.3 . .
C28 C29 H29B 109.3 . .
H29A C29 H29B 108.0 . .
N6 C30 H30A 109.5 . .
N6 C30 H30B 109.5 . .
N6 C30 H30C 109.5 . .
H30A C30 H30B 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
N6 C31 H31A 109.5 . .
N6 C31 H31B 109.5 . .
N6 C31 H31C 109.5 . .
H31A C31 H31B 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
C33 C32 N4 121.0(4) . .
C33 C32 C37 120.8(4) . .
C37 C32 N4 118.1(4) . .
C32 C33 C41 122.5(4) . .
C34 C33 C32 118.4(4) . .
C34 C33 C41 119.0(4) . .
C33 C34 H34 119.3 . .
C35 C34 C33 121.4(4) . .
C35 C34 H34 119.3 . .
C34 C35 H35 120.1 . .
C34 C35 C36 119.8(4) . .
C36 C35 H35 120.1 . .
C35 C36 H36 119.3 . .
C35 C36 C37 121.4(4) . .
C37 C36 H36 119.3 . .
C32 C37 C38 122.2(4) . .
C36 C37 C32 118.1(4) . .
C36 C37 C38 119.7(4) . .
C37 C38 H38 107.7 . .
C37 C38 C39 111.8(4) . .
C37 C38 C40 111.1(4) . .
C39 C38 H38 107.7 . .
C39 C38 C40 110.6(4) . .
C40 C38 H38 107.7 . .
C38 C39 H39A 109.5 . .
C38 C39 H39B 109.5 . .
C38 C39 H39C 109.5 . .
H39A C39 H39B 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
C38 C40 H40A 109.5 . .
C38 C40 H40B 109.5 . .
C38 C40 H40C 109.5 . .
H40A C40 H40B 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
C33 C41 H41 107.8 . .
C33 C41 C42 110.8(4) . .
C33 C41 C43 112.1(4) . .
C42 C41 H41 107.8 . .
C42 C41 C43 110.4(4) . .
C43 C41 H41 107.8 . .
C41 C42 H42A 109.5 . .
C41 C42 H42B 109.5 . .
C41 C42 H42C 109.5 . .
H42A C42 H42B 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
C41 C43 H43A 109.5 . .
C41 C43 H43B 109.5 . .
C41 C43 H43C 109.5 . .
H43A C43 H43B 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
O3 C44 H44 117.5 . .
O4 C44 O3 125.0(4) . .
O4 C44 H44 117.5 . .
O1 Zn1 O2 112.79(11) . 2_646
O1 Zn1 N1 92.78(12) . .
O1 Zn1 N3 83.89(12) . .
O2 Zn1 N1 103.67(13) 2_646 .
O2 Zn1 N3 90.34(12) 2_646 .
N1 Zn1 N3 165.78(13) . .
N2 Zn1 O1 139.63(13) . .
N2 Zn1 O2 104.32(13) . 2_646
N2 Zn1 N1 93.45(14) . .
N2 Zn1 N3 80.48(13) . .
C22 O1 Zn1 131.7(3) . .
C22 O2 Zn1 119.9(3) . 2_656
C2 N1 Zn1 121.0(3) . .
C2 N1 C10 118.7(3) . .
C10 N1 Zn1 120.2(2) . .
C4 N2 Zn1 122.6(3) . .
C4 N2 C6 120.5(3) . .
C6 N2 Zn1 116.4(3) . .
C7 N3 Zn1 101.8(2) . .
C8 N3 Zn1 116.2(3) . .
C8 N3 C7 110.1(3) . .
C8 N3 C9 109.8(4) . .
C9 N3 Zn1 108.8(3) . .
C9 N3 C7 109.8(4) . .
H1A C1 H1B 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
N1 C2 C1 120.0(4) . .
N1 C2 C3 123.9(4) . .
C3 C2 C1 116.1(4) . .
C2 C3 H3 114.9 . .
C4 C3 C2 130.2(4) . .
C4 C3 H3 114.9 . .
N2 C4 C3 123.5(4) . .
N2 C4 C5 119.8(4) . .
C3 C4 C5 116.8(4) . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5B 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
N2 C6 H6A 109.9 . .
N2 C6 H6B 109.9 . .
N2 C6 C7 108.9(3) . .
H6A C6 H6B 108.3 . .
C7 C6 H6A 109.9 . .
C7 C6 H6B 109.9 . .
N3 C7 C6 111.7(3) . .
N3 C7 H7A 109.3 . .
N3 C7 H7B 109.3 . .
C6 C7 H7A 109.3 . .
C6 C7 H7B 109.3 . .
H7A C7 H7B 107.9 . .
N3 C8 H8A 109.5 . .
N3 C8 H8B 109.5 . .
N3 C8 H8C 109.5 . .
H8A C8 H8B 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
N3 C9 H9A 109.5 . .
N3 C9 H9B 109.5 . .
N3 C9 H9C 109.5 . .
H9A C9 H9B 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C11 C10 N1 121.0(4) . .
C11 C10 C15 119.9(4) . .
C15 C10 N1 119.0(4) . .
C10 C11 C19 122.3(4) . .
C12 C11 C10 118.6(4) . .
C12 C11 C19 119.0(4) . .
C11 C12 H12 119.1 . .
C13 C12 C11 121.9(4) . .
C13 C12 H12 119.1 . .
C12 C13 H13 120.5 . .
C12 C13 C14 118.9(4) . .
C14 C13 H13 120.5 . .
C13 C14 H14 119.2 . .
C13 C14 C15 121.6(4) . .
C15 C14 H14 119.2 . .
C10 C15 C16 122.0(4) . .
C14 C15 C10 118.9(4) . .
C14 C15 C16 119.0(4) . .
C15 C16 H16 107.7 . .
C15 C16 C17 110.7(4) . .
C15 C16 C18 112.9(4) . .
C17 C16 H16 107.7 . .
C18 C16 H16 107.7 . .
C18 C16 C17 110.0(4) . .
C16 C17 H17A 109.5 . .
C16 C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17B 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C16 C18 H18A 109.5 . .
C16 C18 H18B 109.5 . .
C16 C18 H18C 109.5 . .
H18A C18 H18B 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C11 C19 H19 108.0 . .
C11 C19 C20 112.4(3) . .
C11 C19 C21 109.2(4) . .
C20 C19 H19 108.0 . .
C20 C19 C21 111.1(4) . .
C21 C19 H19 108.0 . .
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 109.5 . .
C19 C21 H21B 109.5 . .
C19 C21 H21C 109.5 . .
H21A C21 H21B 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
O1 C22 O2 124.4(4) . .
O1 C22 H22 117.8 . .
O2 C22 H22 117.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn2 O3 2.032(3) .
Zn2 O4 2.088(3) 2_756
Zn2 N4 2.033(3) .
Zn2 N5 2.048(3) .
Zn2 N6 2.220(4) .
O3 C44 1.261(5) .
O4 Zn2 2.088(3) 2_746
O4 C44 1.244(5) .
N4 C24 1.335(5) .
N4 C32 1.438(5) .
N5 C26 1.324(5) .
N5 C28 1.469(5) .
N6 C29 1.471(5) .
N6 C30 1.486(6) .
N6 C31 1.476(6) .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C23 C24 1.517(6) .
C24 C25 1.401(6) .
C25 H25 0.9500 .
C25 C26 1.403(6) .
C26 C27 1.522(6) .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C28 C29 1.515(7) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C32 C33 1.407(6) .
C32 C37 1.414(6) .
C33 C34 1.400(6) .
C33 C41 1.517(6) .
C34 H34 0.9500 .
C34 C35 1.378(6) .
C35 H35 0.9500 .
C35 C36 1.382(6) .
C36 H36 0.9500 .
C36 C37 1.401(6) .
C37 C38 1.519(6) .
C38 H38 1.0000 .
C38 C39 1.529(7) .
C38 C40 1.535(7) .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C41 H41 1.0000 .
C41 C42 1.522(7) .
C41 C43 1.539(6) .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
C44 H44 0.9500 .
Zn1 O1 2.034(3) .
Zn1 O2 2.040(3) 2_646
Zn1 N1 2.056(3) .
Zn1 N2 2.014(3) .
Zn1 N3 2.282(3) .
O1 C22 1.251(5) .
O2 Zn1 2.040(3) 2_656
O2 C22 1.262(5) .
N1 C2 1.334(5) .
N1 C10 1.434(5) .
N2 C4 1.331(5) .
N2 C6 1.466(5) .
N3 C7 1.478(5) .
N3 C8 1.476(6) .
N3 C9 1.478(6) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C1 C2 1.516(6) .
C2 C3 1.402(6) .
C3 H3 0.9500 .
C3 C4 1.398(6) .
C4 C5 1.527(6) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C6 C7 1.512(6) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C11 1.406(6) .
C10 C15 1.409(6) .
C11 C12 1.402(6) .
C11 C19 1.520(6) .
C12 H12 0.9500 .
C12 C13 1.376(6) .
C13 H13 0.9500 .
C13 C14 1.385(6) .
C14 H14 0.9500 .
C14 C15 1.394(6) .
C15 C16 1.515(6) .
C16 H16 1.0000 .
C16 C17 1.532(7) .
C16 C18 1.526(7) .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 H19 1.0000 .
C19 C20 1.530(6) .
C19 C21 1.543(6) .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
C22 H22 0.9500 .
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
Zn2 O3 C44 O4 174.3(3) .
Zn2 O4 C44 O3 -175.8(3) 2_746
Zn2 N4 C24 C23 -168.3(3) .
Zn2 N4 C24 C25 11.8(6) .
Zn2 N4 C32 C33 91.0(4) .
Zn2 N4 C32 C37 -87.1(4) .
Zn2 N5 C26 C25 -7.6(6) .
Zn2 N5 C26 C27 173.0(3) .
Zn2 N5 C28 C29 -21.0(4) .
Zn2 N6 C29 C28 -48.5(4) .
N4 C24 C25 C26 10.0(7) .
N4 C32 C33 C34 -179.7(4) .
N4 C32 C33 C41 -2.4(6) .
N4 C32 C37 C36 179.4(4) .
N4 C32 C37 C38 -0.7(6) .
N5 C28 C29 N6 47.8(5) .
C23 C24 C25 C26 -169.9(4) .
C24 N4 C32 C33 -87.0(5) .
C24 N4 C32 C37 95.0(5) .
C24 C25 C26 N5 -12.4(7) .
C24 C25 C26 C27 167.0(4) .
C26 N5 C28 C29 155.7(4) .
C28 N5 C26 C25 175.9(4) .
C28 N5 C26 C27 -3.4(6) .
C30 N6 C29 C28 -169.0(4) .
C31 N6 C29 C28 69.6(5) .
C32 N4 C24 C23 9.6(6) .
C32 N4 C24 C25 -170.3(4) .
C32 C33 C34 C35 0.3(7) .
C32 C33 C41 C42 -109.9(5) .
C32 C33 C41 C43 126.3(4) .
C32 C37 C38 C39 -105.1(5) .
C32 C37 C38 C40 130.7(5) .
C33 C32 C37 C36 1.3(6) .
C33 C32 C37 C38 -178.7(4) .
C33 C34 C35 C36 1.4(7) .
C34 C33 C41 C42 67.3(5) .
C34 C33 C41 C43 -56.5(5) .
C34 C35 C36 C37 -1.7(7) .
C35 C36 C37 C32 0.4(7) .
C35 C36 C37 C38 -179.5(4) .
C36 C37 C38 C39 74.8(6) .
C36 C37 C38 C40 -49.4(6) .
C37 C32 C33 C34 -1.7(6) .
C37 C32 C33 C41 175.6(4) .
C41 C33 C34 C35 -177.0(4) .
Zn1 O1 C22 O2 165.2(3) .
Zn1 O2 C22 O1 176.8(3) 2_656
Zn1 N1 C2 C1 170.4(3) .
Zn1 N1 C2 C3 -9.8(6) .
Zn1 N1 C10 C11 -92.1(4) .
Zn1 N1 C10 C15 85.2(4) .
Zn1 N2 C4 C3 10.1(6) .
Zn1 N2 C4 C5 -169.3(3) .
Zn1 N2 C6 C7 25.4(4) .
Zn1 N3 C7 C6 45.5(4) .
N1 C2 C3 C4 -10.7(8) .
N1 C10 C11 C12 179.6(4) .
N1 C10 C11 C19 2.7(6) .
N1 C10 C15 C14 -178.9(4) .
N1 C10 C15 C16 2.8(6) .
N2 C6 C7 N3 -49.4(5) .
C1 C2 C3 C4 169.1(4) .
C2 N1 C10 C11 86.6(5) .
C2 N1 C10 C15 -96.1(5) .
C2 C3 C4 N2 10.8(7) .
C2 C3 C4 C5 -169.8(4) .
C4 N2 C6 C7 -146.9(4) .
C6 N2 C4 C3 -178.1(4) .
C6 N2 C4 C5 2.5(6) .
C8 N3 C7 C6 169.3(4) .
C9 N3 C7 C6 -69.7(4) .
C10 N1 C2 C1 -8.3(6) .
C10 N1 C2 C3 171.5(4) .
C10 C11 C12 C13 -1.1(6) .
C10 C11 C19 C20 -129.6(4) .
C10 C11 C19 C21 106.6(4) .
C10 C15 C16 C17 103.7(5) .
C10 C15 C16 C18 -132.5(4) .
C11 C10 C15 C14 -1.6(6) .
C11 C10 C15 C16 -179.9(4) .
C11 C12 C13 C14 -1.0(7) .
C12 C11 C19 C20 53.4(5) .
C12 C11 C19 C21 -70.4(5) .
C12 C13 C14 C15 1.8(7) .
C13 C14 C15 C10 -0.5(6) .
C13 C14 C15 C16 177.8(4) .
C14 C15 C16 C17 -74.5(5) .
C14 C15 C16 C18 49.2(6) .
C15 C10 C11 C12 2.4(6) .
C15 C10 C11 C19 -174.6(4) .
C19 C11 C12 C13 176.0(4) .
