#------------------------------------------------------------------------------
#$Date: 2021-01-07 08:08:28 +0100 (Thu 07 de Jan de 2021) $
#$Revision: 260826 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/77/7157771.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_7157771
loop_
_publ_author_name
'Hayashi, Satoshi'
'Takamatsu, Rina'
'Takeda, Shiori'
'Noji, Masahiro'
'Takanami, Toshikatsu'
_publ_section_title
;
 Central zinc metal-controlled regioselective meso-bromination of
 zincatedβ-silylporphyrins-rapid access to meso,β-dual-functionalized
 porphyrins.
;
_journal_issue                   48
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              9791
_journal_page_last               9795
_journal_paper_doi               10.1039/d0ob02262d
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C39 H53 Br N4 O4 Si3 Zn'
_chemical_formula_sum            'C39 H53 Br N4 O4 Si3 Zn'
_chemical_formula_weight         871.41
_chemical_name_systematic        Zn-3c
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2020-10-07 deposited with the CCDC.	2020-11-25 downloaded from the CCDC.
;
_cell_angle_alpha                98.8580
_cell_angle_beta                 102.4700
_cell_angle_gamma                91.9200
_cell_formula_units_Z            2
_cell_length_a                   9.3441
_cell_length_b                   13.5093
_cell_length_c                   16.7025
_cell_measurement_reflns_used    4
_cell_measurement_temperature    93
_cell_measurement_theta_max      70.52
_cell_measurement_theta_min      6.56
_cell_volume                     2029.227
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.2'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2017)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.2528
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23355
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.251
_diffrn_reflns_theta_min         3.319
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.199
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.367
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             908.00
_exptl_crystal_size_max          0.181
_exptl_crystal_size_mid          0.017
_exptl_crystal_size_min          0.005
_refine_diff_density_max         2.38
_refine_diff_density_min         -1.40
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     469
_refine_ls_number_reflns         7189
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2093
_refine_ls_R_factor_gt           0.1381
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1207P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2792
_refine_ls_wR_factor_ref         0.3577
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3010
_reflns_number_total             7189
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d0ob02262d2.cif
_cod_data_source_block           Saeki-2_int
_cod_depositor_comments          'Adding full bibliography for 7157771.cif.'
_cod_original_cell_volume        2029.2225
_cod_database_code               7157771
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -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
Br1 Br 0.92720(13) 0.88628(8) 0.63008(7) 0.0695(5) Uani 1 1 d . . . . .
Zn1 Zn 0.74074(12) 0.49895(8) 0.50499(7) 0.0430(5) Uani 1 1 d . . . . .
Si1 Si 0.7983(3) 0.85147(18) 0.79356(17) 0.0502(8) Uani 1 1 d . . . . .
Si2 Si 0.6455(4) 0.8215(2) 0.9428(2) 0.0673(10) Uani 1 1 d . . . . .
Si3 Si 0.7403(4) 1.0825(2) 0.7896(2) 0.0648(10) Uani 1 1 d . . . . .
O1 O 0.6892(10) 0.0514(6) 0.4790(6) 0.095(3) Uani 1 1 d . . . . .
O2 O 0.6872(8) 0.0021(5) 0.3493(4) 0.067(2) Uani 1 1 d . . . . .
O3 O 0.7033(8) 0.8286(5) 0.8609(4) 0.076(2) Uani 1 1 d . . . . .
O4 O 0.7526(7) 0.9583(4) 0.7671(4) 0.0555(18) Uani 1 1 d . . . . .
N1 N 0.7660(8) 0.3989(6) 0.4068(5) 0.051(2) Uani 1 1 d . . . . .
N2 N 0.6066(8) 0.3898(6) 0.5319(5) 0.053(2) Uani 1 1 d . . . . .
N3 N 0.7150(7) 0.5977(5) 0.6045(5) 0.044(2) Uani 1 1 d . . . . .
N4 N 0.8769(8) 0.6071(5) 0.4792(5) 0.050(2) Uani 1 1 d . . . . .
C1 C 0.8574(10) 0.4208(8) 0.3545(6) 0.049(3) Uani 1 1 d . . . . .
C2 C 0.8388(12) 0.3302(8) 0.2895(6) 0.061(3) Uani 1 1 d . . . . .
H2 H 0.8820 0.3223 0.2425 0.073 Uiso 1 1 calc R U . . .
C3 C 0.7482(11) 0.2596(8) 0.3090(6) 0.056(3) Uani 1 1 d . . . . .
H3 H 0.7195 0.1940 0.2785 0.068 Uiso 1 1 calc R U . . .
C4 C 0.7061(11) 0.3007(8) 0.3810(6) 0.052(3) Uani 1 1 d . . . . .
C5 C 0.6081(10) 0.2500(7) 0.4174(7) 0.056(3) Uani 1 1 d . . . . .
C6 C 0.5686(10) 0.2926(7) 0.4889(6) 0.043(2) Uani 1 1 d . . . . .
C7 C 0.4707(10) 0.2353(7) 0.5280(6) 0.050(3) Uani 1 1 d . . . . .
H7 H 0.4302 0.1680 0.5108 0.060 Uiso 1 1 calc R U . . .
C8 C 0.4535(10) 0.3016(7) 0.5933(7) 0.056(3) Uani 1 1 d . . . . .
H8 H 0.3982 0.2889 0.6326 0.067 Uiso 1 1 calc R U . . .
C9 C 0.5350(9) 0.3977(6) 0.5940(6) 0.040(2) Uani 1 1 d . . . . .
C10 C 0.5531(9) 0.4835(7) 0.6567(6) 0.043(2) Uani 1 1 d . . . . .
C11 C 0.6359(9) 0.5777(6) 0.6616(5) 0.037(2) Uani 1 1 d . . . . .
C12 C 0.6533(10) 0.6616(6) 0.7242(5) 0.043(2) Uani 1 1 d . . . . .
H12 H 0.6091 0.6651 0.7706 0.051 Uiso 1 1 calc R U . . .
C13 C 0.7406(10) 0.7378(7) 0.7116(6) 0.049(3) Uani 1 1 d . . . . .
C14 C 0.7797(10) 0.6978(7) 0.6347(6) 0.048(3) Uani 1 1 d . . . . .
C15 C 0.8691(10) 0.7462(6) 0.5908(6) 0.044(2) Uani 1 1 d . . . . .
C16 C 0.9138(9) 0.7042(8) 0.5198(6) 0.043(2) Uani 1 1 d . . . . .
C17 C 1.0135(10) 0.7611(8) 0.4822(6) 0.054(3) Uani 1 1 d . . . . .
H17 H 1.0522 0.8289 0.4983 0.065 Uiso 1 1 calc R U . . .
C18 C 1.0350(10) 0.6920(7) 0.4195(6) 0.051(3) Uani 1 1 d . . . . .
H18 H 1.0960 0.7029 0.3826 0.061 Uiso 1 1 calc R U . . .
C19 C 0.9511(10) 0.5980(8) 0.4165(6) 0.047(3) Uani 1 1 d . . . . .
C20 C 0.9367(10) 0.5116(8) 0.3555(6) 0.052(3) Uani 1 1 d . . . . .
C21 C 0.5511(11) 0.1376(7) 0.3795(7) 0.058(3) Uani 1 1 d . . . . .
H21A H 0.4542 0.1243 0.3921 0.070 Uiso 1 1 calc R U . . .
H21B H 0.5370 0.1287 0.3183 0.070 Uiso 1 1 calc R U . . .
C22 C 0.6514(14) 0.0628(8) 0.4112(9) 0.068(4) Uani 1 1 d . . . . .
C23 C 0.7858(12) -0.0755(8) 0.3733(7) 0.071(3) Uani 1 1 d . . . . .
H23A H 0.7408 -0.1189 0.4052 0.085 Uiso 1 1 calc R U . . .
H23B H 0.8801 -0.0440 0.4088 0.085 Uiso 1 1 calc R U . . .
C24 C 0.8126(15) -0.1383(11) 0.2942(8) 0.111(5) Uani 1 1 d . . . . .
H24A H 0.8785 -0.1907 0.3092 0.133 Uiso 1 1 calc R U . . .
H24B H 0.7189 -0.1695 0.2596 0.133 Uiso 1 1 calc R U . . .
H24C H 0.8577 -0.0949 0.2632 0.133 Uiso 1 1 calc R U . . .
C25 C 0.4718(11) 0.4764(8) 0.7264(6) 0.053(3) Uani 1 1 d . . . . .
H25A H 0.4416 0.5434 0.7469 0.064 Uiso 1 1 calc R U . . .
H25B H 0.3825 0.4303 0.7050 0.064 Uiso 1 1 calc R U . . .
C26 C 0.5707(11) 0.4386(7) 0.7943(7) 0.062(3) Uani 1 1 d . . . . .
H26A H 0.6612 0.4840 0.8129 0.074 Uiso 1 1 calc R U . . .
H26B H 0.5993 0.3716 0.7725 0.074 Uiso 1 1 calc R U . . .
C27 C 0.5057(12) 0.4299(8) 0.8696(6) 0.064(3) Uani 1 1 d . . . . .
H27A H 0.4669 0.4948 0.8878 0.076 Uiso 1 1 calc R U . . .
H27B H 0.4221 0.3784 0.8527 0.076 Uiso 1 1 calc R U . . .
C28 C 0.6116(12) 0.4029(8) 0.9399(7) 0.075(4) Uani 1 1 d . . . . .
H28A H 0.5633 0.3985 0.9859 0.090 Uiso 1 1 calc R U . . .
H28B H 0.6488 0.3378 0.9229 0.090 Uiso 1 1 calc R U . . .
H28C H 0.6936 0.4543 0.9580 0.090 Uiso 1 1 calc R U . . .
C29 C 1.0150(11) 0.5177(8) 0.2858(6) 0.064(3) Uani 1 1 d . . . . .
H29A H 1.1039 0.5642 0.3067 0.077 Uiso 1 1 calc R U . . .
H29B H 1.0465 0.4505 0.2667 0.077 Uiso 1 1 calc R U . . .
C30 C 0.9177(11) 0.5535(8) 0.2145(6) 0.062(3) Uani 1 1 d . . . . .
H30A H 0.8966 0.6238 0.2325 0.075 Uiso 1 1 calc R U . . .
H30B H 0.8232 0.5124 0.1993 0.075 Uiso 1 1 calc R U . . .
C31 C 0.9812(12) 0.5492(8) 0.1375(7) 0.072(3) Uani 1 1 d . . . . .
H31A H 1.0786 0.5867 0.1526 0.086 Uiso 1 1 calc R U . . .
H31B H 0.9160 0.5819 0.0958 0.086 Uiso 1 1 calc R U . . .
C32 C 0.9969(12) 0.4411(8) 0.0998(6) 0.072(3) Uani 1 1 d . . . . .
H32A H 1.0379 0.4406 0.0504 0.086 Uiso 1 1 calc R U . . .
H32B H 1.0627 0.4091 0.1407 0.086 Uiso 1 1 calc R U . . .
H32C H 0.9003 0.4042 0.0839 0.086 Uiso 1 1 calc R U . . .
C33 C 0.9945(11) 0.8588(8) 0.8449(7) 0.075(3) Uani 1 1 d . . . . .
H33A H 1.0205 0.7936 0.8606 0.090 Uiso 1 1 calc R U . . .
H33B H 1.0536 0.8763 0.8066 0.090 Uiso 1 1 calc R U . . .
H33C H 1.0137 0.9103 0.8948 0.090 Uiso 1 1 calc R U . . .
C34 C 0.7282(13) 0.7144(8) 0.9896(7) 0.087(4) Uani 1 1 d . . . . .
H34A H 0.6934 0.7092 1.0402 0.104 Uiso 1 1 calc R U . . .
H34B H 0.6992 0.6520 0.9498 0.104 Uiso 1 1 calc R U . . .
H34C H 0.8355 0.7256 1.0035 0.104 Uiso 1 1 calc R U . . .
C35 C 0.7015(13) 0.9400(7) 1.0141(6) 0.072(3) Uani 1 1 d . . . . .
H35A H 0.6671 0.9376 1.0653 0.087 Uiso 1 1 calc R U . . .
H35B H 0.8088 0.9505 1.0275 0.087 Uiso 1 1 calc R U . . .
H35C H 0.6585 0.9954 0.9878 0.087 Uiso 1 1 calc R U . . .
C36 C 0.4442(11) 0.7979(8) 0.9155(7) 0.075(3) Uani 1 1 d . . . . .
H36A H 0.4084 0.7935 0.9659 0.090 Uiso 1 1 calc R U . . .
H36B H 0.3995 0.8530 0.8894 0.090 Uiso 1 1 calc R U . . .
H36C H 0.4175 0.7346 0.8766 0.090 Uiso 1 1 calc R U . . .
C37 C 0.5647(12) 1.1026(8) 0.8236(7) 0.081(4) Uani 1 1 d . . . . .
H37A H 0.5541 1.1748 0.8373 0.097 Uiso 1 1 calc R U . . .
H37B H 0.4821 1.0724 0.7787 0.097 Uiso 1 1 calc R U . . .
H37C H 0.5656 1.0712 0.8729 0.097 Uiso 1 1 calc R U . . .
C38 C 0.8921(12) 1.1402(7) 0.8711(7) 0.080(4) Uani 1 1 d . . . . .
H38C H 0.8818 1.2126 0.8828 0.096 Uiso 1 1 calc R U . . .
H38A H 0.8928 1.1111 0.9214 0.096 Uiso 1 1 calc R U . . .
H38B H 0.9844 1.1283 0.8535 0.096 Uiso 1 1 calc R U . . .
C39 C 0.7396(14) 1.1398(8) 0.6988(8) 0.093(4) Uani 1 1 d . . . . .
H39A H 0.7324 1.2124 0.7127 0.112 Uiso 1 1 calc R U . . .
H39B H 0.8308 1.1272 0.6801 0.112 Uiso 1 1 calc R U . . .
H39C H 0.6554 1.1111 0.6544 0.112 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 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Br Br -0.6763 1.2805
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Si Si 0.2541 0.3302
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Zn Zn -1.5491 0.6778
;
International Tables for Crystallography
(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
_geom_angle_publ_flag
N1 Zn1 N3 179.1(3) . . ?
N1 Zn1 N4 92.3(3) . . ?
N3 Zn1 N4 88.4(3) . . ?
N1 Zn1 N2 87.7(3) . . ?
N3 Zn1 N2 91.6(3) . . ?
N4 Zn1 N2 179.2(3) . . ?
O4 Si1 O3 107.1(3) . . ?
O4 Si1 C33 110.4(4) . . ?
O3 Si1 C33 108.0(5) . . ?
O4 Si1 C13 116.5(4) . . ?
O3 Si1 C13 100.7(4) . . ?
C33 Si1 C13 113.1(4) . . ?
O3 Si2 C35 107.8(4) . . ?
O3 Si2 C36 109.4(5) . . ?
C35 Si2 C36 111.3(5) . . ?
O3 Si2 C34 108.6(5) . . ?
C35 Si2 C34 110.9(5) . . ?
C36 Si2 C34 108.8(5) . . ?
O4 Si3 C38 111.4(4) . . ?
O4 Si3 C39 110.2(4) . . ?
C38 Si3 C39 108.3(6) . . ?
O4 Si3 C37 107.4(4) . . ?
C38 Si3 C37 109.7(5) . . ?
C39 Si3 C37 109.8(6) . . ?
C22 O2 C23 115.9(9) . . ?
Si2 O3 Si1 165.5(5) . . ?
Si1 O4 Si3 151.8(4) . . ?
C4 N1 C1 109.0(8) . . ?
C4 N1 Zn1 128.7(6) . . ?
C1 N1 Zn1 122.3(7) . . ?
C9 N2 C6 104.9(7) . . ?
C9 N2 Zn1 127.6(6) . . ?
C6 N2 Zn1 127.6(6) . . ?
C11 N3 C14 105.1(7) . . ?
C11 N3 Zn1 125.5(6) . . ?
C14 N3 Zn1 129.3(5) . . ?
C19 N4 C16 104.1(7) . . ?
C19 N4 Zn1 127.2(7) . . ?
C16 N4 Zn1 128.6(5) . . ?
N1 C1 C20 128.9(9) . . ?
N1 C1 C2 104.7(9) . . ?
C20 C1 C2 126.0(9) . . ?
C3 C2 C1 108.1(8) . . ?
C3 C2 H2 125.9 . . ?
C1 C2 H2 125.9 . . ?
C2 C3 C4 108.1(9) . . ?
C2 C3 H3 125.9 . . ?
C4 C3 H3 125.9 . . ?
C3 C4 N1 109.8(9) . . ?
C3 C4 C5 123.4(10) . . ?
N1 C4 C5 126.6(8) . . ?
C6 C5 C4 122.1(9) . . ?
C6 C5 C21 118.0(9) . . ?
C4 C5 C21 119.6(9) . . ?
C5 C6 N2 127.1(8) . . ?
C5 C6 C7 120.9(9) . . ?
N2 C6 C7 112.0(8) . . ?
C8 C7 C6 103.5(8) . . ?
C8 C7 H7 128.3 . . ?
C6 C7 H7 128.3 . . ?
C7 C8 C9 108.8(8) . . ?
C7 C8 H8 125.6 . . ?
C9 C8 H8 125.6 . . ?
N2 C9 C10 122.9(8) . . ?
N2 C9 C8 110.8(8) . . ?
C10 C9 C8 125.8(8) . . ?
C9 C10 C11 127.8(7) . . ?
C9 C10 C25 115.8(8) . . ?
C11 C10 C25 116.4(8) . . ?
N3 C11 C12 108.5(8) . . ?
N3 C11 C10 124.4(8) . . ?
C12 C11 C10 127.1(8) . . ?
C13 C12 C11 112.8(8) . . ?
C13 C12 H12 123.6 . . ?
C11 C12 H12 123.6 . . ?
C12 C13 C14 103.1(8) . . ?
C12 C13 Si1 120.3(7) . . ?
C14 C13 Si1 136.0(7) . . ?
C15 C14 N3 121.7(8) . . ?
C15 C14 C13 127.7(8) . . ?
N3 C14 C13 110.6(7) . . ?
C16 C15 C14 126.9(8) . . ?
C16 C15 Br1 115.7(6) . . ?
C14 C15 Br1 117.3(7) . . ?
N4 C16 C15 124.8(8) . . ?
N4 C16 C17 113.4(7) . . ?
C15 C16 C17 121.8(9) . . ?
C18 C17 C16 102.2(8) . . ?
C18 C17 H17 128.9 . . ?
C16 C17 H17 128.9 . . ?
C17 C18 C19 110.2(8) . . ?
C17 C18 H18 124.9 . . ?
C19 C18 H18 124.9 . . ?
N4 C19 C20 123.3(9) . . ?
N4 C19 C18 110.0(8) . . ?
C20 C19 C18 126.5(9) . . ?
C1 C20 C19 125.7(9) . . ?
C1 C20 C29 117.8(9) . . ?
C19 C20 C29 116.5(9) . . ?
C22 C21 C5 113.8(9) . . ?
C22 C21 H21A 108.8 . . ?
C5 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
C5 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
O1 C22 O2 121.7(12) . . ?
O1 C22 C21 127.0(11) . . ?
O2 C22 C21 111.1(11) . . ?
O2 C23 C24 108.3(9) . . ?
O2 C23 H23A 110.0 . . ?
C24 C23 H23A 110.0 . . ?
O2 C23 H23B 110.0 . . ?
C24 C23 H23B 110.0 . . ?
H23A C23 H23B 108.4 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C10 108.6(7) . . ?
C26 C25 H25A 110.0 . . ?
C10 C25 H25A 110.0 . . ?
C26 C25 H25B 110.0 . . ?
C10 C25 H25B 110.0 . . ?
H25A C25 H25B 108.3 . . ?
C25 C26 C27 114.6(8) . . ?
C25 C26 H26A 108.6 . . ?
C27 C26 H26A 108.6 . . ?
C25 C26 H26B 108.6 . . ?
C27 C26 H26B 108.6 . . ?
H26A C26 H26B 107.6 . . ?
C28 C27 C26 113.5(9) . . ?
C28 C27 H27A 108.9 . . ?
C26 C27 H27A 108.9 . . ?
C28 C27 H27B 108.9 . . ?
C26 C27 H27B 108.9 . . ?
H27A C27 H27B 107.7 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C20 111.2(8) . . ?
C30 C29 H29A 109.4 . . ?
C20 C29 H29A 109.4 . . ?
C30 C29 H29B 109.4 . . ?
C20 C29 H29B 109.4 . . ?
H29A C29 H29B 108.0 . . ?
C29 C30 C31 114.4(8) . . ?
C29 C30 H30A 108.6 . . ?
C31 C30 H30A 108.6 . . ?
C29 C30 H30B 108.6 . . ?
C31 C30 H30B 108.6 . . ?
H30A C30 H30B 107.6 . . ?
C30 C31 C32 111.2(9) . . ?
C30 C31 H31A 109.4 . . ?
C32 C31 H31A 109.4 . . ?
C30 C31 H31B 109.4 . . ?
C32 C31 H31B 109.4 . . ?
H31A C31 H31B 108.0 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
Si1 C33 H33A 109.5 . . ?
Si1 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
Si1 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
Si2 C34 H34A 109.5 . . ?
Si2 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
Si2 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
Si2 C35 H35A 109.5 . . ?
Si2 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
Si2 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
Si2 C36 H36A 109.5 . . ?
Si2 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
Si2 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
Si3 C37 H37A 109.5 . . ?
Si3 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
Si3 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
Si3 C38 H38C 109.5 . . ?
Si3 C38 H38A 109.5 . . ?
H38C C38 H38A 109.5 . . ?
Si3 C38 H38B 109.5 . . ?
H38C C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
Si3 C39 H39A 109.5 . . ?
Si3 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
Si3 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
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
Br1 C15 1.924(9) . ?
Zn1 N1 2.019(8) . ?
Zn1 N3 2.027(7) . ?
Zn1 N4 2.060(7) . ?
Zn1 N2 2.067(7) . ?
Si1 O4 1.617(6) . ?
Si1 O3 1.633(6) . ?
Si1 C33 1.841(11) . ?
Si1 C13 1.871(10) . ?
Si2 O3 1.592(7) . ?
Si2 C35 1.828(10) . ?
Si2 C36 1.842(11) . ?
Si2 C34 1.861(11) . ?
Si3 O4 1.676(6) . ?
Si3 C38 1.799(11) . ?
Si3 C39 1.804(12) . ?
Si3 C37 1.864(10) . ?
O1 C22 1.146(13) . ?
O2 C22 1.328(11) . ?
O2 C23 1.464(11) . ?
N1 C4 1.389(12) . ?
N1 C1 1.402(10) . ?
N2 C9 1.344(9) . ?
N2 C6 1.391(11) . ?
N3 C11 1.379(9) . ?
N3 C14 1.433(11) . ?
N4 C19 1.369(10) . ?
N4 C16 1.377(11) . ?
C1 C20 1.407(12) . ?
C1 C2 1.484(13) . ?
C2 C3 1.377(14) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.416(13) . ?
C5 C6 1.374(12) . ?
C5 C21 1.579(13) . ?
C6 C7 1.494(11) . ?
C7 C8 1.341(12) . ?
C7 H7 0.9500 . ?
C8 C9 1.480(12) . ?
C8 H8 0.9500 . ?
C9 C10 1.416(12) . ?
C10 C11 1.448(11) . ?
C10 C25 1.534(10) . ?
C11 C12 1.397(11) . ?
C12 C13 1.362(11) . ?
C12 H12 0.9500 . ?
C13 C14 1.441(11) . ?
C14 C15 1.427(11) . ?
C15 C16 1.388(11) . ?
C16 C17 1.485(11) . ?
C17 C18 1.345(12) . ?
C17 H17 0.9500 . ?
C18 C19 1.458(13) . ?
C18 H18 0.9500 . ?
C19 C20 1.408(13) . ?
C20 C29 1.513(11) . ?
C21 C22 1.481(14) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C23 C24 1.529(14) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.470(13) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.528(12) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.465(14) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.490(13) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.522(12) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.524(13) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
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
_geom_torsion_publ_flag
C35 Si2 O3 Si1 37(2) . . . . ?
C36 Si2 O3 Si1 158(2) . . . . ?
C34 Si2 O3 Si1 -83(2) . . . . ?
O4 Si1 O3 Si2 -89(2) . . . . ?
C33 Si1 O3 Si2 30(2) . . . . ?
C13 Si1 O3 Si2 148(2) . . . . ?
O3 Si1 O4 Si3 61.4(10) . . . . ?
C33 Si1 O4 Si3 -55.9(10) . . . . ?
C13 Si1 O4 Si3 173.2(8) . . . . ?
C38 Si3 O4 Si1 33.6(10) . . . . ?
C39 Si3 O4 Si1 153.9(9) . . . . ?
C37 Si3 O4 Si1 -86.5(10) . . . . ?
C4 N1 C1 C20 177.8(10) . . . . ?
Zn1 N1 C1 C20 -4.4(14) . . . . ?
C4 N1 C1 C2 4.7(11) . . . . ?
Zn1 N1 C1 C2 -177.5(6) . . . . ?
N1 C1 C2 C3 -3.7(11) . . . . ?
C20 C1 C2 C3 -177.1(10) . . . . ?
C1 C2 C3 C4 1.3(11) . . . . ?
C2 C3 C4 N1 1.6(12) . . . . ?
C2 C3 C4 C5 177.6(10) . . . . ?
C1 N1 C4 C3 -4.1(12) . . . . ?
Zn1 N1 C4 C3 178.3(6) . . . . ?
C1 N1 C4 C5 -180.0(9) . . . . ?
Zn1 N1 C4 C5 2.4(16) . . . . ?
C3 C4 C5 C6 179.9(9) . . . . ?
N1 C4 C5 C6 -4.8(17) . . . . ?
C3 C4 C5 C21 4.8(15) . . . . ?
N1 C4 C5 C21 -179.9(10) . . . . ?
C4 C5 C6 N2 4.9(16) . . . . ?
C21 C5 C6 N2 -179.9(9) . . . . ?
C4 C5 C6 C7 -177.0(9) . . . . ?
C21 C5 C6 C7 -1.9(13) . . . . ?
C9 N2 C6 C5 176.4(9) . . . . ?
Zn1 N2 C6 C5 -2.6(15) . . . . ?
C9 N2 C6 C7 -1.8(10) . . . . ?
Zn1 N2 C6 C7 179.2(6) . . . . ?
C5 C6 C7 C8 -178.0(9) . . . . ?
N2 C6 C7 C8 0.3(11) . . . . ?
C6 C7 C8 C9 1.2(10) . . . . ?
C6 N2 C9 C10 175.1(8) . . . . ?
Zn1 N2 C9 C10 -5.9(13) . . . . ?
C6 N2 C9 C8 2.5(10) . . . . ?
Zn1 N2 C9 C8 -178.5(7) . . . . ?
C7 C8 C9 N2 -2.4(11) . . . . ?
C7 C8 C9 C10 -174.8(9) . . . . ?
N2 C9 C10 C11 6.2(15) . . . . ?
C8 C9 C10 C11 177.6(9) . . . . ?
N2 C9 C10 C25 -175.5(8) . . . . ?
C8 C9 C10 C25 -4.0(14) . . . . ?
C14 N3 C11 C12 -0.7(10) . . . . ?
Zn1 N3 C11 C12 175.5(6) . . . . ?
C14 N3 C11 C10 -179.1(8) . . . . ?
Zn1 N3 C11 C10 -2.9(13) . . . . ?
C9 C10 C11 N3 -1.5(15) . . . . ?
C25 C10 C11 N3 -179.8(8) . . . . ?
C9 C10 C11 C12 -179.6(9) . . . . ?
C25 C10 C11 C12 2.1(14) . . . . ?
N3 C11 C12 C13 0.3(11) . . . . ?
C10 C11 C12 C13 178.7(9) . . . . ?
C11 C12 C13 C14 0.2(11) . . . . ?
C11 C12 C13 Si1 -172.5(7) . . . . ?
O4 Si1 C13 C12 -121.3(8) . . . . ?
O3 Si1 C13 C12 -5.9(9) . . . . ?
C33 Si1 C13 C12 109.1(8) . . . . ?
O4 Si1 C13 C14 68.9(11) . . . . ?
O3 Si1 C13 C14 -175.7(10) . . . . ?
C33 Si1 C13 C14 -60.7(12) . . . . ?
C11 N3 C14 C15 -179.0(8) . . . . ?
Zn1 N3 C14 C15 5.0(14) . . . . ?
C11 N3 C14 C13 0.9(11) . . . . ?
Zn1 N3 C14 C13 -175.1(6) . . . . ?
C12 C13 C14 C15 179.1(10) . . . . ?
Si1 C13 C14 C15 -9.9(17) . . . . ?
C12 C13 C14 N3 -0.7(11) . . . . ?
Si1 C13 C14 N3 170.3(8) . . . . ?
N3 C14 C15 C16 -4.9(15) . . . . ?
C13 C14 C15 C16 175.3(10) . . . . ?
N3 C14 C15 Br1 171.9(7) . . . . ?
C13 C14 C15 Br1 -7.9(14) . . . . ?
C19 N4 C16 C15 -176.9(8) . . . . ?
Zn1 N4 C16 C15 3.5(14) . . . . ?
C19 N4 C16 C17 0.7(11) . . . . ?
Zn1 N4 C16 C17 -178.9(6) . . . . ?
C14 C15 C16 N4 0.6(15) . . . . ?
Br1 C15 C16 N4 -176.2(8) . . . . ?
C14 C15 C16 C17 -176.8(9) . . . . ?
Br1 C15 C16 C17 6.3(12) . . . . ?
N4 C16 C17 C18 -1.3(11) . . . . ?
C15 C16 C17 C18 176.4(9) . . . . ?
C16 C17 C18 C19 1.3(10) . . . . ?
C16 N4 C19 C20 -175.6(9) . . . . ?
Zn1 N4 C19 C20 4.0(13) . . . . ?
C16 N4 C19 C18 0.1(10) . . . . ?
Zn1 N4 C19 C18 179.8(6) . . . . ?
C17 C18 C19 N4 -1.0(11) . . . . ?
C17 C18 C19 C20 174.6(9) . . . . ?
N1 C1 C20 C19 6.8(17) . . . . ?
C2 C1 C20 C19 178.5(10) . . . . ?
N1 C1 C20 C29 -173.7(9) . . . . ?
C2 C1 C20 C29 -2.0(15) . . . . ?
N4 C19 C20 C1 -6.3(16) . . . . ?
C18 C19 C20 C1 178.7(9) . . . . ?
N4 C19 C20 C29 174.2(8) . . . . ?
C18 C19 C20 C29 -0.8(15) . . . . ?
C6 C5 C21 C22 -90.0(11) . . . . ?
C4 C5 C21 C22 85.3(12) . . . . ?
C23 O2 C22 O1 -4.0(15) . . . . ?
C23 O2 C22 C21 -179.7(8) . . . . ?
C5 C21 C22 O1 59.6(15) . . . . ?
C5 C21 C22 O2 -124.9(9) . . . . ?
C22 O2 C23 C24 179.3(9) . . . . ?
C9 C10 C25 C26 91.9(10) . . . . ?
C11 C10 C25 C26 -89.6(10) . . . . ?
C10 C25 C26 C27 178.6(8) . . . . ?
C25 C26 C27 C28 -173.5(9) . . . . ?
C1 C20 C29 C30 89.6(11) . . . . ?
C19 C20 C29 C30 -90.8(11) . . . . ?
C20 C29 C30 C31 -172.6(9) . . . . ?
C29 C30 C31 C32 66.0(13) . . . . ?
