#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:37:26 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178399 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/21/4022185.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_4022185
loop_
_publ_author_name
'Chao Liu'
'Dong-Mei Shen'
'Zhuo Zeng'
'Can-Cheng Guo'
'Qing-Yun Chen'
_publ_section_title
;
 C-F Bond Activation by Modified Sulfinatodehalogenation:
 Facile Synthesis and Properties of Novel Tetrafluorobenzoporphyrins
 by Direct Intramolecular Cyclization and Reductive Defluorinative
 Aromatization of Readily Available β-Perfluoroalkylated Porphyrins
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9772
_journal_page_last               9783
_journal_paper_doi               10.1021/jo061743r
_journal_volume                  71
_journal_year                    2006
_chemical_formula_sum            'C69 H38 Cl2 F16 N4 O2 Zn'
_chemical_formula_weight         1395.30
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 117.540(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.1116(14)
_cell_length_b                   17.7254(17)
_cell_length_c                   14.2090(15)
_cell_measurement_reflns_used    2623
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      39.607
_cell_measurement_theta_min      4.596
_cell_volume                     3151.4(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0755
_diffrn_reflns_av_sigmaI/netI    0.0865
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            16733
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    0.571
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83205
_exptl_absorpt_correction_type   empirical
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.465
_exptl_crystal_size_mid          0.312
_exptl_crystal_size_min          0.060
_refine_diff_density_max         1.016
_refine_diff_density_min         -0.671
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     410
_refine_ls_number_reflns         6061
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.1268
_refine_ls_R_factor_gt           0.0832
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1606P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2445
_refine_ls_wR_factor_ref         0.2722
_reflns_number_gt                3566
_reflns_number_total             6061
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo061743rsi20060829_101957.cif
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               4022185
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn Zn 0.97784(7) 0.7500 0.70600(8) 0.0494(3) Uani 1 2 d S
Cl1 Cl 0.481(2) 0.672(2) 0.909(3) 1.43(4) Uiso 1 1 d D
F1 F 1.2448(3) 0.4796(2) 0.8092(3) 0.0791(11) Uani 1 1 d .
F2 F 1.2274(4) 0.3729(3) 0.9309(4) 0.1037(15) Uani 1 1 d .
F3 F 1.0629(4) 0.3703(2) 0.9747(3) 0.0943(13) Uani 1 1 d .
F4 F 0.9108(3) 0.4731(2) 0.8977(3) 0.0722(10) Uani 1 1 d .
F5 F 0.5581(3) 0.5965(2) 0.5792(3) 0.0815(12) Uani 1 1 d .
F6 F 0.3774(3) 0.6752(3) 0.5012(4) 0.1048(15) Uani 1 1 d .
F7 F 1.1301(4) 0.6740(2) 0.2631(3) 0.0848(12) Uani 1 1 d .
F8 F 1.1078(3) 0.59678(18) 0.4112(3) 0.0718(10) Uani 1 1 d .
O1 O 1.0880(5) 0.7500 0.8699(5) 0.0720(17) Uani 1 2 d SD
O2 O 0.397(2) 0.2500 0.660(4) 0.61(3) Uiso 1 2 d SD
N1 N 0.9708(3) 0.6333(2) 0.6941(3) 0.0466(11) Uani 1 1 d .
N2 N 0.8351(5) 0.7500 0.7075(5) 0.0492(16) Uani 1 2 d S
N3 N 1.0778(5) 0.7500 0.6384(5) 0.0440(14) Uani 1 2 d S
C1 C 1.0553(4) 0.5941(3) 0.6997(4) 0.0465(13) Uani 1 1 d .
C2 C 1.0706(4) 0.5278(3) 0.7670(5) 0.0488(13) Uani 1 1 d .
C3 C 0.9846(4) 0.5269(3) 0.7912(4) 0.0482(13) Uani 1 1 d .
C4 C 0.9195(4) 0.5928(3) 0.7390(4) 0.0460(13) Uani 1 1 d .
C5 C 0.8160(4) 0.6138(3) 0.7238(4) 0.0468(13) Uani 1 1 d .
C6 C 0.7723(4) 0.6865(3) 0.6912(5) 0.0492(13) Uani 1 1 d .
C7 C 0.6613(4) 0.7099(3) 0.6462(5) 0.0530(14) Uani 1 1 d .
C8 C 1.1172(4) 0.7100(3) 0.5079(4) 0.0439(12) Uani 1 1 d .
C9 C 1.0980(4) 0.6870(3) 0.5950(4) 0.0442(12) Uani 1 1 d .
C10 C 1.1072(4) 0.6139(3) 0.6393(4) 0.0436(12) Uani 1 1 d .
C11 C 0.7501(4) 0.5572(3) 0.7439(5) 0.0540(14) Uani 1 1 d .
C12 C 0.7272(5) 0.4876(3) 0.6934(5) 0.0621(16) Uani 1 1 d .
H12 H 0.7535 0.4751 0.6463 0.075 Uiso 1 1 calc R
C13 C 0.6636(6) 0.4366(4) 0.7145(7) 0.082(2) Uani 1 1 d .
H13 H 0.6471 0.3902 0.6800 0.098 Uiso 1 1 calc R
C14 C 0.6263(6) 0.4525(4) 0.7822(8) 0.093(2) Uani 1 1 d .
H14 H 0.5853 0.4170 0.7954 0.111 Uiso 1 1 calc R
C15 C 0.6477(6) 0.5208(5) 0.8331(7) 0.094(2) Uani 1 1 d .
H15 H 0.6204 0.5316 0.8799 0.113 Uiso 1 1 calc R
C16 C 0.7104(5) 0.5748(4) 0.8150(5) 0.0654(17) Uani 1 1 d .
H16 H 0.7252 0.6212 0.8496 0.078 Uiso 1 1 calc R
C17 C 1.1745(4) 0.5580(3) 0.6187(4) 0.0494(13) Uani 1 1 d .
C18 C 1.2761(5) 0.5776(4) 0.6373(5) 0.0674(18) Uani 1 1 d .
H18 H 1.3031 0.6250 0.6646 0.081 Uiso 1 1 calc R
C19 C 1.3390(6) 0.5263(5) 0.6152(7) 0.094(3) Uani 1 1 d .
H19 H 1.4075 0.5394 0.6273 0.113 Uiso 1 1 calc R
C20 C 1.2973(8) 0.4556(5) 0.5749(7) 0.100(3) Uani 1 1 d .
H20 H 1.3375 0.4216 0.5583 0.120 Uiso 1 1 calc R
C21 C 1.1966(7) 0.4357(4) 0.5594(6) 0.080(2) Uani 1 1 d .
H21 H 1.1695 0.3881 0.5332 0.096 Uiso 1 1 calc RD
C22 C 1.1366(5) 0.4855(3) 0.5822(5) 0.0606(16) Uani 1 1 d .
H22 H 1.0696 0.4711 0.5733 0.073 Uiso 1 1 calc R
C23 C 1.1558(5) 0.4775(3) 0.8176(5) 0.0589(15) Uani 1 1 d .
C24 C 1.1480(5) 0.4232(4) 0.8825(5) 0.0680(18) Uani 1 1 d .
C25 C 1.0636(5) 0.4221(3) 0.9058(5) 0.0662(17) Uani 1 1 d .
C26 C 0.9840(5) 0.4740(3) 0.8635(5) 0.0545(14) Uani 1 1 d .
C27 C 0.5655(5) 0.6726(3) 0.5957(5) 0.0601(15) Uani 1 1 d .
C28 C 0.4709(5) 0.7111(4) 0.5508(6) 0.0691(18) Uani 1 1 d .
C29 C 1.1259(5) 0.7103(3) 0.3439(5) 0.0550(15) Uani 1 1 d .
C30 C 1.1183(4) 0.6720(3) 0.4228(4) 0.0492(13) Uani 1 1 d .
C31 C 1.0528(17) 0.7500 0.9458(17) 0.168(10) Uiso 1 2 d SD
H31A H 1.0097 0.7056 0.9382 0.261 Uiso 0.50 1 calc PR
H31B H 1.0097 0.7944 0.9382 0.261 Uiso 0.50 1 calc PR
C32 C 1.150(2) 0.7500 1.052(2) 0.195(18) Uiso 1 2 d SD
H32A H 1.1509 0.7945 1.0922 0.358 Uiso 0.50 1 calc PR
H32B H 1.1509 0.7055 1.0922 0.358 Uiso 0.50 1 calc PR
C33 C 1.240(3) 0.7500 1.031(3) 0.193(19) Uiso 1 2 d SD
H33A H 1.2842 0.7055 1.0611 0.359 Uiso 0.50 1 calc PR
H33B H 1.2842 0.7945 1.0611 0.359 Uiso 0.50 1 calc PR
C34 C 1.1942(16) 0.7500 0.910(3) 0.170(18) Uiso 1 2 d SD
H34A H 1.2177 0.7944 0.8872 0.359 Uiso 0.50 1 calc PR
H34B H 1.2177 0.7056 0.8872 0.359 Uiso 0.50 1 calc PR
C35 C 0.285(2) 0.2500 0.593(2) 0.283(14) Uiso 1 2 d SD
H35A H 0.2679 0.2059 0.5474 0.340 Uiso 0.50 1 calc PR
H35B H 0.2679 0.2941 0.5474 0.340 Uiso 0.50 1 calc PR
C36 C 0.213(2) 0.2500 0.647(3) 0.39(2) Uiso 1 2 d SD
H36A H 0.1691 0.2948 0.6300 0.474 Uiso 0.50 1 calc PR
H36B H 0.1691 0.2052 0.6300 0.474 Uiso 0.50 1 calc PR
C37 C 0.299(4) 0.2500 0.758(3) 0.37(2) Uiso 1 2 d SD
H37A H 0.2925 0.2944 0.7943 0.449 Uiso 0.50 1 calc PR
H37B H 0.2925 0.2056 0.7943 0.449 Uiso 0.50 1 calc PR
C38 C 0.401(3) 0.2500 0.757(3) 0.63(5) Uiso 1 2 d SD
H38A H 0.4405 0.2941 0.7951 0.755 Uiso 0.50 1 calc PR
H38B H 0.4405 0.2059 0.7951 0.755 Uiso 0.50 1 calc PR
C39 C 0.424(4) 0.7500 0.829(4) 0.50(3) Uiso 1 2 d SD
H39A H 0.4397 0.7500 0.7688 0.595 Uiso 1 2 calc SR
H39B H 0.3473 0.7500 0.8019 0.595 Uiso 1 2 calc SR
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'
F F 0.0171 0.0103 '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'
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
N2 Zn N3 155.9(3) . .
N2 Zn N1 89.44(12) . .
N3 Zn N1 88.81(12) . .
N2 Zn N1 89.44(12) . 4_575
N3 Zn N1 88.81(12) . 4_575
N1 Zn N1 171.6(2) . 4_575
N2 Zn O1 102.5(3) . .
N3 Zn O1 101.6(2) . .
N1 Zn O1 94.18(12) . .
N1 Zn O1 94.18(12) 4_575 .
C34 O1 C31 113.6(19) . .
C34 O1 Zn 125.6(17) . .
C31 O1 Zn 120.8(11) . .
C38 O2 C35 101.6(17) . .
C1 N1 C4 110.2(4) . .
C1 N1 Zn 120.1(3) . .
C4 N1 Zn 120.1(3) . .
C6 N2 C6 108.8(6) . 4_575
C6 N2 Zn 124.1(3) . .
C6 N2 Zn 124.1(3) 4_575 .
C9 N3 C9 109.5(6) . 4_575
C9 N3 Zn 123.0(3) . .
C9 N3 Zn 123.0(3) 4_575 .
N1 C1 C10 122.0(5) . .
N1 C1 C2 108.1(4) . .
C10 C1 C2 129.6(5) . .
C23 C2 C3 120.0(5) . .
C23 C2 C1 132.7(5) . .
C3 C2 C1 106.6(4) . .
C26 C3 C2 119.2(5) . .
C26 C3 C4 134.1(5) . .
C2 C3 C4 106.2(4) . .
N1 C4 C5 121.2(5) . .
N1 C4 C3 108.2(5) . .
C5 C4 C3 130.4(5) . .
C6 C5 C4 123.4(5) . .
C6 C5 C11 117.6(5) . .
C4 C5 C11 118.9(5) . .
N2 C6 C5 122.6(5) . .
N2 C6 C7 108.6(5) . .
C5 C6 C7 128.6(5) . .
C27 C7 C7 118.8(3) . 4_575
C27 C7 C6 133.9(5) . .
C7 C7 C6 106.6(3) 4_575 .
C30 C8 C8 119.0(3) . 4_575
C30 C8 C9 133.7(5) . .
C8 C8 C9 106.4(3) 4_575 .
N3 C9 C10 122.8(5) . .
N3 C9 C8 108.4(4) . .
C10 C9 C8 128.5(5) . .
C1 C10 C9 122.1(5) . .
C1 C10 C17 120.8(5) . .
C9 C10 C17 117.1(5) . .
C12 C11 C16 119.8(5) . .
C12 C11 C5 121.3(5) . .
C16 C11 C5 118.9(5) . .
C11 C12 C13 118.8(6) . .
C11 C12 H12 120.6 . .
C13 C12 H12 120.6 . .
C14 C13 C12 121.9(7) . .
C14 C13 H13 119.1 . .
C12 C13 H13 119.1 . .
C13 C14 C15 120.5(7) . .
C13 C14 H14 119.8 . .
C15 C14 H14 119.8 . .
C14 C15 C16 120.6(7) . .
C14 C15 H15 119.7 . .
C16 C15 H15 119.7 . .
C11 C16 C15 118.4(6) . .
C11 C16 H16 120.8 . .
C15 C16 H16 120.8 . .
C18 C17 C22 119.3(5) . .
C18 C17 C10 119.7(5) . .
C22 C17 C10 121.0(5) . .
C17 C18 C19 120.2(7) . .
C17 C18 H18 119.9 . .
C19 C18 H18 119.9 . .
C20 C19 C18 119.0(7) . .
C20 C19 H19 120.5 . .
C18 C19 H19 120.5 . .
C21 C20 C19 120.3(7) . .
C21 C20 H20 119.8 . .
C19 C20 H20 119.8 . .
C22 C21 C20 120.2(7) . .
C22 C21 H21 119.9 . .
C20 C21 H21 119.9 . .
C21 C22 C17 120.8(6) . .
C21 C22 H22 119.6 . .
C17 C22 H22 119.6 . .
F1 C23 C24 117.2(5) . .
F1 C23 C2 124.3(5) . .
C24 C23 C2 118.4(6) . .
F2 C24 C23 120.1(6) . .
F2 C24 C25 118.4(6) . .
C23 C24 C25 121.3(5) . .
F3 C25 C26 120.0(6) . .
F3 C25 C24 119.0(6) . .
C26 C25 C24 121.0(5) . .
F4 C26 C25 117.0(5) . .
F4 C26 C3 123.2(5) . .
C25 C26 C3 119.7(5) . .
F5 C27 C28 115.6(5) . .
F5 C27 C7 123.1(5) . .
C28 C27 C7 121.1(6) . .
F6 C28 C27 121.5(6) . .
F6 C28 C28 118.5(3) . 4_575
C27 C28 C28 120.0(4) . 4_575
F7 C29 C30 121.2(5) . .
F7 C29 C29 118.7(3) . 4_575
C30 C29 C29 120.1(3) . 4_575
F8 C30 C29 116.3(5) . .
F8 C30 C8 122.9(5) . .
C29 C30 C8 120.8(5) . .
O1 C31 C32 107(2) . .
O1 C31 H31A 110.3 . .
C32 C31 H31A 110.3 . .
O1 C31 H31B 110.3 . .
C32 C31 H31B 110.3 . .
H31A C31 H31B 108.5 . .
C33 C32 C31 106(3) . .
C33 C32 H32A 110.5 . .
C31 C32 H32A 110.5 . .
C33 C32 H32B 110.5 . .
C31 C32 H32B 110.5 . .
H32A C32 H32B 108.7 . .
C32 C33 C34 106(3) . .
C32 C33 H33A 110.6 . .
C34 C33 H33A 110.6 . .
C32 C33 H33B 110.6 . .
C34 C33 H33B 110.6 . .
H33A C33 H33B 108.7 . .
O1 C34 C33 107(3) . .
O1 C34 H34A 110.2 . .
C33 C34 H34A 110.2 . .
O1 C34 H34B 110.2 . .
C33 C34 H34B 110.2 . .
H34A C34 H34B 108.5 . .
O2 C35 C36 116.6(16) . .
O2 C35 H35A 108.1 . .
C36 C35 H35A 108.1 . .
O2 C35 H35B 108.1 . .
C36 C35 H35B 108.1 . .
H35A C35 H35B 107.3 . .
C37 C36 C35 97.6(14) . .
C37 C36 H36A 112.2 . .
C35 C36 H36A 112.2 . .
C37 C36 H36B 112.2 . .
C35 C36 H36B 112.2 . .
H36A C36 H36B 109.8 . .
C38 C37 C36 108.4(13) . .
C38 C37 H37A 110.0 . .
C36 C37 H37A 110.0 . .
C38 C37 H37B 110.0 . .
C36 C37 H37B 110.0 . .
H37A C37 H37B 108.4 . .
O2 C38 C37 115.8(18) . .
O2 C38 H38A 108.3 . .
C37 C38 H38A 108.3 . .
O2 C38 H38B 108.3 . .
C37 C38 H38B 108.3 . .
H38A C38 H38B 107.4 . .
Cl1 C39 Cl1 106(4) 4_575 .
Cl1 C39 H39A 110.6 4_575 .
Cl1 C39 H39A 110.6 . .
Cl1 C39 H39B 110.7 4_575 .
Cl1 C39 H39B 110.7 . .
H39A C39 H39B 108.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn N2 2.025(6) .
Zn N3 2.041(6) .
Zn N1 2.074(4) .
Zn N1 2.074(4) 4_575
Zn O1 2.119(6) .
Cl1 C39 1.73(2) .
F1 C23 1.316(6) .
F2 C24 1.345(7) .
F3 C25 1.345(7) .
F4 C26 1.330(6) .
F5 C27 1.365(7) .
F6 C28 1.336(7) .
F7 C29 1.341(6) .
F8 C30 1.342(6) .
O1 C34 1.333(18) .
O1 C31 1.380(16) .
O2 C38 1.343(19) .
O2 C35 1.413(19) .
N1 C1 1.351(6) .
N1 C4 1.369(6) .
N2 C6 1.383(6) .
N2 C6 1.383(6) 4_575
N3 C9 1.368(6) .
N3 C9 1.368(6) 4_575
C1 C10 1.407(7) .
C1 C2 1.466(7) .
C2 C23 1.399(8) .
C2 C3 1.406(7) .
C3 C26 1.395(7) .
C3 C4 1.458(7) .
C4 C5 1.424(7) .
C5 C6 1.411(7) .
C5 C11 1.484(7) .
C6 C7 1.452(7) .
C7 C27 1.373(8) .
C7 C7 1.420(11) 4_575
C8 C30 1.392(7) .
C8 C8 1.418(10) 4_575
C8 C9 1.443(7) .
C9 C10 1.420(7) .
C10 C17 1.491(7) .
C11 C12 1.388(8) .
C11 C16 1.399(8) .
C12 C13 1.401(9) .
C12 H12 0.9300 .
C13 C14 1.322(11) .
C13 H13 0.9300 .
C14 C15 1.371(11) .
C14 H14 0.9300 .
C15 C16 1.406(9) .
C15 H15 0.9300 .
C16 H16 0.9300 .
C17 C18 1.377(8) .
C17 C22 1.396(8) .
C18 C19 1.405(9) .
C18 H18 0.9300 .
C19 C20 1.389(12) .
C19 H19 0.9300 .
C20 C21 1.380(11) .
C20 H20 0.9300 .
C21 C22 1.362(8) .
C21 H21 0.9300 .
C22 H22 0.9300 .
C23 C24 1.372(8) .
C24 C25 1.375(9) .
C25 C26 1.358(8) .
C27 C28 1.366(8) .
C28 C28 1.380(13) 4_575
C29 C30 1.357(8) .
C29 C29 1.407(11) 4_575
C31 C32 1.498(18) .
C31 H31A 0.9700 .
C31 H31B 0.9700 .
C32 C33 1.440(19) .
C32 H32A 0.9700 .
C32 H32B 0.9700 .
C33 C34 1.524(19) .
C33 H33A 0.9700 .
C33 H33B 0.9700 .
C34 H34A 0.9700 .
C34 H34B 0.9700 .
C35 C36 1.527(18) .
C35 H35A 0.9700 .
C35 H35B 0.9700 .
C36 C37 1.474(18) .
C36 H36A 0.9700 .
C36 H36B 0.9700 .
C37 C38 1.445(17) .
C37 H37A 0.9700 .
C37 H37B 0.9700 .
C38 H38A 0.9700 .
C38 H38B 0.9700 .
C39 Cl1 1.73(2) 4_575
C39 H39A 0.9700 .
C39 H39B 0.9700 .
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_4
N2 Zn O1 C34 180.000(13) . .
N3 Zn O1 C34 0.000(9) . .
N1 Zn O1 C34 89.64(12) . .
N1 Zn O1 C34 -89.64(12) 4_575 .
N2 Zn O1 C31 0.000(5) . .
N3 Zn O1 C31 180.000(10) . .
N1 Zn O1 C31 -90.36(12) . .
N1 Zn O1 C31 90.36(12) 4_575 .
N2 Zn N1 C1 -173.5(4) . .
N3 Zn N1 C1 30.6(4) . .
N1 Zn N1 C1 104.1(16) 4_575 .
O1 Zn N1 C1 -71.0(4) . .
N2 Zn N1 C4 -30.8(4) . .
N3 Zn N1 C4 173.2(4) . .
N1 Zn N1 C4 -113.2(15) 4_575 .
O1 Zn N1 C4 71.7(4) . .
N3 Zn N2 C6 79.3(5) . .
N1 Zn N2 C6 -6.6(6) . .
N1 Zn N2 C6 165.1(6) 4_575 .
O1 Zn N2 C6 -100.7(5) . .
N3 Zn N2 C6 -79.3(5) . 4_575
N1 Zn N2 C6 -165.1(6) . 4_575
N1 Zn N2 C6 6.6(6) 4_575 4_575
O1 Zn N2 C6 100.7(5) . 4_575
N2 Zn N3 C9 -77.0(5) . .
N1 Zn N3 C9 9.0(5) . .
N1 Zn N3 C9 -163.0(5) 4_575 .
O1 Zn N3 C9 103.0(5) . .
N2 Zn N3 C9 77.0(5) . 4_575
N1 Zn N3 C9 163.0(5) . 4_575
N1 Zn N3 C9 -9.0(5) 4_575 4_575
O1 Zn N3 C9 -103.0(5) . 4_575
C4 N1 C1 C10 165.2(5) . .
Zn N1 C1 C10 -48.8(7) . .
C4 N1 C1 C2 -8.9(6) . .
Zn N1 C1 C2 137.1(4) . .
N1 C1 C2 C23 -164.5(6) . .
C10 C1 C2 C23 22.0(10) . .
N1 C1 C2 C3 5.6(6) . .
C10 C1 C2 C3 -167.8(5) . .
C23 C2 C3 C26 -1.9(8) . .
C1 C2 C3 C26 -173.5(5) . .
C23 C2 C3 C4 171.2(5) . .
C1 C2 C3 C4 -0.5(6) . .
C1 N1 C4 C5 -166.6(5) . .
Zn N1 C4 C5 47.4(6) . .
C1 N1 C4 C3 8.6(6) . .
Zn N1 C4 C3 -137.4(4) . .
C26 C3 C4 N1 166.8(6) . .
C2 C3 C4 N1 -4.8(6) . .
C26 C3 C4 C5 -18.6(10) . .
C2 C3 C4 C5 169.8(6) . .
N1 C4 C5 C6 -19.6(8) . .
C3 C4 C5 C6 166.4(5) . .
N1 C4 C5 C11 161.0(5) . .
C3 C4 C5 C11 -13.0(9) . .
C6 N2 C6 C5 -165.7(4) 4_575 .
Zn N2 C6 C5 33.0(8) . .
C6 N2 C6 C7 9.3(8) 4_575 .
Zn N2 C6 C7 -152.0(4) . .
C4 C5 C6 N2 -24.1(9) . .
C11 C5 C6 N2 155.3(6) . .
C4 C5 C6 C7 162.0(6) . .
C11 C5 C6 C7 -18.6(9) . .
N2 C6 C7 C27 164.7(7) . .
C5 C6 C7 C27 -20.8(11) . .
N2 C6 C7 C7 -5.6(5) . 4_575
C5 C6 C7 C7 168.9(5) . 4_575
C9 N3 C9 C10 165.9(3) 4_575 .
Zn N3 C9 C10 -37.1(8) . .
C9 N3 C9 C8 -8.8(8) 4_575 .
Zn N3 C9 C8 148.3(4) . .
C30 C8 C9 N3 -163.4(6) . .
C8 C8 C9 N3 5.3(5) 4_575 .
C30 C8 C9 C10 22.4(10) . .
C8 C8 C9 C10 -169.0(5) 4_575 .
N1 C1 C10 C9 20.0(8) . .
C2 C1 C10 C9 -167.3(5) . .
N1 C1 C10 C17 -159.8(5) . .
C2 C1 C10 C17 12.9(9) . .
N3 C9 C10 C1 27.0(8) . .
C8 C9 C10 C1 -159.5(5) . .
N3 C9 C10 C17 -153.2(5) . .
C8 C9 C10 C17 20.3(8) . .
C6 C5 C11 C12 125.4(6) . .
C4 C5 C11 C12 -55.2(8) . .
C6 C5 C11 C16 -54.4(8) . .
C4 C5 C11 C16 125.1(6) . .
C16 C11 C12 C13 0.5(9) . .
C5 C11 C12 C13 -179.3(6) . .
C11 C12 C13 C14 -1.0(11) . .
C12 C13 C14 C15 1.1(13) . .
C13 C14 C15 C16 -0.7(13) . .
C12 C11 C16 C15 -0.1(10) . .
C5 C11 C16 C15 179.7(6) . .
C14 C15 C16 C11 0.2(11) . .
C1 C10 C17 C18 -130.3(6) . .
C9 C10 C17 C18 50.0(7) . .
C1 C10 C17 C22 48.9(8) . .
C9 C10 C17 C22 -130.9(6) . .
C22 C17 C18 C19 2.8(9) . .
C10 C17 C18 C19 -178.0(6) . .
C17 C18 C19 C20 -0.3(11) . .
C18 C19 C20 C21 -1.6(12) . .
C19 C20 C21 C22 0.8(12) . .
C20 C21 C22 C17 1.8(10) . .
C18 C17 C22 C21 -3.6(9) . .
C10 C17 C22 C21 177.3(6) . .
C3 C2 C23 F1 -172.1(5) . .
C1 C2 C23 F1 -3.0(11) . .
C3 C2 C23 C24 6.3(9) . .
C1 C2 C23 C24 175.4(6) . .
F1 C23 C24 F2 -2.8(10) . .
C2 C23 C24 F2 178.8(6) . .
F1 C23 C24 C25 172.4(6) . .
C2 C23 C24 C25 -6.0(10) . .
F2 C24 C25 F3 -0.9(10) . .
C23 C24 C25 F3 -176.2(6) . .
F2 C24 C25 C26 176.6(6) . .
C23 C24 C25 C26 1.3(11) . .
F3 C25 C26 F4 3.4(9) . .
C24 C25 C26 F4 -174.0(6) . .
F3 C25 C26 C3 -179.3(6) . .
C24 C25 C26 C3 3.3(10) . .
C2 C3 C26 F4 174.1(5) . .
C4 C3 C26 F4 3.5(10) . .
C2 C3 C26 C25 -2.9(9) . .
C4 C3 C26 C25 -173.6(6) . .
C7 C7 C27 F5 171.1(4) 4_575 .
C6 C7 C27 F5 1.7(11) . .
C7 C7 C27 C28 -3.5(8) 4_575 .
C6 C7 C27 C28 -172.9(7) . .
F5 C27 C28 F6 4.8(10) . .
C7 C27 C28 F6 179.7(6) . .
F5 C27 C28 C28 -171.4(3) . 4_575
C7 C27 C28 C28 3.5(8) . 4_575
F7 C29 C30 F8 -4.5(8) . .
C29 C29 C30 F8 173.4(3) 4_575 .
F7 C29 C30 C8 178.1(5) . .
C29 C29 C30 C8 -4.1(7) 4_575 .
C8 C8 C30 F8 -173.2(4) 4_575 .
C9 C8 C30 F8 -5.7(9) . .
C8 C8 C30 C29 4.0(7) 4_575 .
C9 C8 C30 C29 171.6(6) . .
C34 O1 C31 C32 0.000(12) . .
Zn O1 C31 C32 180.000(10) . .
O1 C31 C32 C33 0.000(10) . .
C31 C32 C33 C34 0.000(13) . .
C31 O1 C34 C33 0.000(11) . .
Zn O1 C34 C33 180.000(18) . .
C32 C33 C34 O1 0.000(8) . .
C38 O2 C35 C36 0.000(9) . .
O2 C35 C36 C37 0.000(12) . .
C35 C36 C37 C38 0.000(8) . .
C35 O2 C38 C37 0.000(12) . .
C36 C37 C38 O2 0.000(12) . .
