#------------------------------------------------------------------------------
#$Date: 2020-02-15 02:22:50 +0200 (Sat, 15 Feb 2020) $
#$Revision: 248183 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/79/4037931.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_4037931
loop_
_publ_author_name
'Umetani, Masataka'
'Kim, Gakhyun'
'Tanaka, Takayuki'
'Kim, Dongho'
'Osuka, Atsuhiro'
_publ_section_title
;
 Rational Synthesis of 5,10-Diazaporphyrins via Nucleophilic Substitution
 Reactions of α,α'-Dibromotripyrrin and Dihydrogenation to Give
 5,10-Diazachlorins.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.9b03467
_journal_year                    2020
_chemical_formula_moiety         'C34 H22 N6 O Zn, C4 H8 O'
_chemical_formula_sum            'C38 H30 N6 O2 Zn'
_chemical_formula_weight         668.05
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 93.794(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.563(5)
_cell_length_b                   9.251(2)
_cell_length_c                   19.834(5)
_cell_measurement_reflns_used    1409
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      67.9
_cell_measurement_theta_min      25.8
_cell_volume                     3032.4(14)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0860
_diffrn_reflns_av_unetI/netI     0.0555
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            37865
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.184
_diffrn_reflns_theta_min         6.551
_exptl_absorpt_coefficient_mu    1.500
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            Purple
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.810
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     432
_refine_ls_number_reflns         5512
_refine_ls_number_restraints     63
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0985
_refine_ls_R_factor_gt           0.0543
_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)+(0.0867P)²+3.1056P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1293
_refine_ls_wR_factor_ref         0.1556
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3682
_reflns_number_total             5512
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo9b03467_si_002.cif
_cod_data_source_block           170516um
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_sg_symbol_H-M      'P 2/n'
_cod_database_code               4037931
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.8633(2) 0.0221(4) 0.44996(15) 0.0270(7) Uani 1 1 d . . . . .
N2 N 0.86093(19) 0.0707(3) 0.59317(15) 0.0238(7) Uani 1 1 d . . . . .
N3 N 0.99543(18) 0.2645(3) 0.58468(15) 0.0239(7) Uani 1 1 d . . . . .
N4 N 1.08002(19) 0.3879(4) 0.50676(17) 0.0273(8) Uani 1 1 d . . . . .
N5 N 0.9929(2) 0.2199(4) 0.44447(16) 0.0276(8) Uani 1 1 d . . . . .
N6 N 0.9288(2) 0.0904(4) 0.34835(16) 0.0315(8) Uani 1 1 d . . . . .
C1 C 0.8746(2) 0.0168(5) 0.38324(19) 0.0289(9) Uani 1 1 d . . . . .
C2 C 0.8178(3) -0.0821(5) 0.3504(2) 0.0350(10) Uani 1 1 d . . . . .
H1 H 0.8137 -0.1055 0.3037 0.042 Uiso 1 1 calc R U . . .
C3 C 0.7715(3) -0.1355(4) 0.3979(2) 0.0298(9) Uani 1 1 d . . . . .
H2 H 0.7283 -0.2026 0.3911 0.036 Uiso 1 1 calc R U . . .
C4 C 0.8003(2) -0.0709(4) 0.46148(19) 0.0268(9) Uani 1 1 d . . . . .
C5 C 0.7696(2) -0.0929(4) 0.52471(19) 0.0259(9) Uani 1 1 d . . . . .
C6 C 0.8018(2) -0.0321(4) 0.58650(19) 0.0252(9) Uani 1 1 d . . . . .
C7 C 0.7804(2) -0.0762(4) 0.65244(19) 0.0262(9) Uani 1 1 d . . . . .
H3 H 0.7410 -0.1464 0.6622 0.031 Uiso 1 1 calc R U . . .
C8 C 0.8269(2) 0.0010(4) 0.69806(19) 0.0266(9) Uani 1 1 d . . . . .
H4 H 0.8262 -0.0048 0.7458 0.032 Uiso 1 1 calc R U . . .
C9 C 0.8776(2) 0.0934(4) 0.66074(18) 0.0236(8) Uani 1 1 d . . . . .
C10 C 0.9363(2) 0.1900(4) 0.68982(19) 0.0233(8) Uani 1 1 d . . . . .
C11 C 0.9901(2) 0.2704(4) 0.65381(19) 0.0236(8) Uani 1 1 d . . . . .
C12 C 1.0466(2) 0.3780(4) 0.6814(2) 0.0277(9) Uani 1 1 d . . . . .
H5 H 1.0550 0.4048 0.7276 0.033 Uiso 1 1 calc R U . . .
C13 C 1.0851(2) 0.4330(4) 0.6291(2) 0.0299(9) Uani 1 1 d . . . . .
H6 H 1.1256 0.5059 0.6314 0.036 Uiso 1 1 calc R U . . .
C14 C 1.0526(2) 0.3595(4) 0.5690(2) 0.0260(9) Uani 1 1 d . . . . .
C15 C 1.0522(2) 0.3204(5) 0.4513(2) 0.0283(9) Uani 1 1 d . . . . .
C16 C 1.0837(2) 0.3492(5) 0.3848(2) 0.0316(10) Uani 1 1 d . . . . .
C17 C 1.0398(3) 0.2622(5) 0.3390(2) 0.0321(10) Uani 1 1 d . . . . .
C18 C 0.9816(2) 0.1805(5) 0.3776(2) 0.0302(9) Uani 1 1 d . . . . .
C19 C 1.1437(3) 0.4421(5) 0.3647(2) 0.0367(11) Uani 1 1 d . . . . .
H7 H 1.1740 0.5013 0.3962 0.044 Uiso 1 1 calc R U . . .
C20 C 1.1572(3) 0.4441(6) 0.2964(2) 0.0442(13) Uani 1 1 d . . . . .
H8 H 1.1973 0.5070 0.2808 0.053 Uiso 1 1 calc R U . . .
C21 C 1.1135(3) 0.3563(5) 0.2501(2) 0.0463(13) Uani 1 1 d . . . . .
H9 H 1.1248 0.3596 0.2038 0.056 Uiso 1 1 calc R U . . .
C22 C 1.0534(3) 0.2637(5) 0.2705(2) 0.0403(11) Uani 1 1 d . . . . .
H10 H 1.0231 0.2042 0.2391 0.048 Uiso 1 1 calc R U . . .
C23 C 0.6994(2) -0.1920(4) 0.53023(19) 0.0276(9) Uani 1 1 d . . . . .
C24 C 0.7016(3) -0.3362(5) 0.5120(2) 0.0329(10) Uani 1 1 d . . . . .
H11 H 0.7477 -0.3735 0.4918 0.040 Uiso 1 1 calc R U . . .
C25 C 0.6370(3) -0.4266(5) 0.5228(2) 0.0413(11) Uani 1 1 d . . . . .
H12 H 0.6395 -0.5256 0.5103 0.050 Uiso 1 1 calc R U . . .
C26 C 0.5695(3) -0.3751(6) 0.5514(2) 0.0446(12) Uani 1 1 d . . . . .
H13 H 0.5258 -0.4381 0.5591 0.054 Uiso 1 1 calc R U . . .
C27 C 0.5659(3) -0.2313(6) 0.5687(2) 0.0407(11) Uani 1 1 d . . . . .
H14 H 0.5192 -0.1950 0.5884 0.049 Uiso 1 1 calc R U . . .
C28 C 0.6294(2) -0.1393(5) 0.5579(2) 0.0340(10) Uani 1 1 d . . . . .
H15 H 0.6257 -0.0398 0.5692 0.041 Uiso 1 1 calc R U . . .
C29 C 0.9418(2) 0.2033(4) 0.76476(19) 0.0266(9) Uani 1 1 d . . . . .
C30 C 0.8738(3) 0.2430(4) 0.7991(2) 0.0288(9) Uani 1 1 d . . . . .
H16 H 0.8243 0.2633 0.7739 0.035 Uiso 1 1 calc R U . . .
C31 C 0.8772(3) 0.2532(5) 0.8681(2) 0.0358(10) Uani 1 1 d . . . . .
H17 H 0.8302 0.2793 0.8903 0.043 Uiso 1 1 calc R U . . .
C32 C 0.9487(3) 0.2257(5) 0.9054(2) 0.0418(12) Uani 1 1 d . . . . .
H18 H 0.9512 0.2349 0.9532 0.050 Uiso 1 1 calc R U . . .
C33 C 1.0168(3) 0.1846(6) 0.8735(2) 0.0448(12) Uani 1 1 d . . . . .
H19 H 1.0659 0.1652 0.8994 0.054 Uiso 1 1 calc R U . . .
C34 C 1.0134(3) 0.1716(5) 0.8031(2) 0.0342(10) Uani 1 1 d . . . . .
H20 H 1.0599 0.1412 0.7813 0.041 Uiso 1 1 calc R U . . .
C35 C 0.6794(4) 0.4478(7) 0.3499(4) 0.0800(18) Uani 1 1 d . U . . .
H22 H 0.7236 0.5064 0.3327 0.096 Uiso 1 1 calc R U . . .
H23 H 0.6381 0.5138 0.3666 0.096 Uiso 1 1 calc R U . . .
C36 C 0.6434(6) 0.3544(7) 0.2965(4) 0.099(2) Uani 1 1 d . U . . .
H24 H 0.6680 0.3725 0.2531 0.119 Uiso 1 1 calc R U . . .
H25 H 0.5842 0.3704 0.2901 0.119 Uiso 1 1 calc R U . . .
C37 C 0.6620(6) 0.2017(8) 0.3218(4) 0.097(2) Uani 1 1 d . U . . .
H26 H 0.6162 0.1357 0.3101 0.116 Uiso 1 1 calc R U . . .
H27 H 0.7113 0.1633 0.3025 0.116 Uiso 1 1 calc R U . . .
C38 C 0.6742(4) 0.2192(6) 0.3938(3) 0.0631(15) Uani 1 1 d . U . . .
H28 H 0.6221 0.2154 0.4154 0.076 Uiso 1 1 calc R U . . .
H29 H 0.7103 0.1428 0.4136 0.076 Uiso 1 1 calc R U . . .
Zn1 Zn 0.91403(3) 0.16944(6) 0.51671(2) 0.02497(18) Uani 1 1 d D . . . .
O1 O 0.7098(3) 0.3545(4) 0.4022(2) 0.0910(15) Uani 1 1 d . U . . .
O2 O 0.83595(17) 0.3509(3) 0.49860(15) 0.0310(7) Uani 1 1 d D . . . .
H21 H 0.793(2) 0.347(5) 0.4662(19) 0.047(15) Uiso 1 1 d D . . . .
H30 H 0.862(2) 0.441(2) 0.492(4) 0.14(3) Uiso 1 1 d D . . . .
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 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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
_geom_angle_publ_flag
C1 N1 C4 107.1(3) . . ?
C1 N1 Zn1 125.7(3) . . ?
C4 N1 Zn1 126.2(2) . . ?
C6 N2 C9 107.4(3) . . ?
C6 N2 Zn1 125.9(3) . . ?
C9 N2 Zn1 126.6(3) . . ?
C14 N3 C11 107.3(3) . . ?
C14 N3 Zn1 125.0(3) . . ?
C11 N3 Zn1 126.1(3) . . ?
C15 N4 C14 122.8(4) . . ?
C15 N5 C18 109.3(3) . . ?
C15 N5 Zn1 125.3(3) . . ?
C18 N5 Zn1 124.0(3) . . ?
C18 N6 C1 122.6(3) . . ?
N1 C1 N6 128.5(4) . . ?
N1 C1 C2 109.8(4) . . ?
N6 C1 C2 121.7(4) . . ?
C3 C2 C1 107.6(4) . . ?
C3 C2 H1 126.2 . . ?
C1 C2 H1 126.2 . . ?
C2 C3 C4 106.6(4) . . ?
C2 C3 H2 126.7 . . ?
C4 C3 H2 126.7 . . ?
N1 C4 C5 124.2(4) . . ?
N1 C4 C3 108.8(3) . . ?
C5 C4 C3 127.0(4) . . ?
C4 C5 C6 125.3(4) . . ?
C4 C5 C23 119.2(3) . . ?
C6 C5 C23 115.5(3) . . ?
N2 C6 C5 125.9(3) . . ?
N2 C6 C7 109.2(3) . . ?
C5 C6 C7 124.9(4) . . ?
C8 C7 C6 107.2(4) . . ?
C8 C7 H3 126.4 . . ?
C6 C7 H3 126.4 . . ?
C7 C8 C9 107.2(3) . . ?
C7 C8 H4 126.4 . . ?
C9 C8 H4 126.4 . . ?
N2 C9 C10 125.8(3) . . ?
N2 C9 C8 109.1(3) . . ?
C10 C9 C8 125.1(3) . . ?
C11 C10 C9 125.0(3) . . ?
C11 C10 C29 118.0(3) . . ?
C9 C10 C29 117.0(3) . . ?
N3 C11 C10 125.0(4) . . ?
N3 C11 C12 108.7(3) . . ?
C10 C11 C12 126.3(4) . . ?
C13 C12 C11 107.1(4) . . ?
C13 C12 H5 126.4 . . ?
C11 C12 H5 126.4 . . ?
C12 C13 C14 106.7(4) . . ?
C12 C13 H6 126.7 . . ?
C14 C13 H6 126.7 . . ?
N3 C14 N4 128.0(4) . . ?
N3 C14 C13 110.2(3) . . ?
N4 C14 C13 121.7(4) . . ?
N4 C15 N5 128.2(3) . . ?
N4 C15 C16 122.3(4) . . ?
N5 C15 C16 109.4(4) . . ?
C17 C16 C19 121.7(4) . . ?
C17 C16 C15 106.2(4) . . ?
C19 C16 C15 132.0(4) . . ?
C16 C17 C22 121.5(4) . . ?
C16 C17 C18 106.9(4) . . ?
C22 C17 C18 131.6(5) . . ?
N6 C18 N5 129.6(4) . . ?
N6 C18 C17 122.2(4) . . ?
N5 C18 C17 108.1(4) . . ?
C20 C19 C16 116.9(5) . . ?
C20 C19 H7 121.6 . . ?
C16 C19 H7 121.6 . . ?
C19 C20 C21 121.7(5) . . ?
C19 C20 H8 119.1 . . ?
C21 C20 H8 119.1 . . ?
C20 C21 C22 121.1(4) . . ?
C20 C21 H9 119.4 . . ?
C22 C21 H9 119.4 . . ?
C17 C22 C21 117.0(5) . . ?
C17 C22 H10 121.5 . . ?
C21 C22 H10 121.5 . . ?
C24 C23 C28 118.4(4) . . ?
C24 C23 C5 122.6(4) . . ?
C28 C23 C5 118.9(4) . . ?
C23 C24 C25 120.5(4) . . ?
C23 C24 H11 119.8 . . ?
C25 C24 H11 119.8 . . ?
C26 C25 C24 120.9(5) . . ?
C26 C25 H12 119.6 . . ?
C24 C25 H12 119.6 . . ?
C25 C26 C27 119.3(4) . . ?
C25 C26 H13 120.4 . . ?
C27 C26 H13 120.4 . . ?
C26 C27 C28 120.7(4) . . ?
C26 C27 H14 119.7 . . ?
C28 C27 H14 119.7 . . ?
C27 C28 C23 120.3(4) . . ?
C27 C28 H15 119.9 . . ?
C23 C28 H15 119.9 . . ?
C34 C29 C30 118.1(4) . . ?
C34 C29 C10 121.3(4) . . ?
C30 C29 C10 120.6(4) . . ?
C31 C30 C29 121.4(4) . . ?
C31 C30 H16 119.3 . . ?
C29 C30 H16 119.3 . . ?
C30 C31 C32 120.1(4) . . ?
C30 C31 H17 120.0 . . ?
C32 C31 H17 120.0 . . ?
C31 C32 C33 120.2(4) . . ?
C31 C32 H18 119.9 . . ?
C33 C32 H18 119.9 . . ?
C32 C33 C34 120.0(4) . . ?
C32 C33 H19 120.0 . . ?
C34 C33 H19 120.0 . . ?
C29 C34 C33 120.1(4) . . ?
C29 C34 H20 119.9 . . ?
C33 C34 H20 119.9 . . ?
O1 C35 C36 106.2(5) . . ?
O1 C35 H22 110.5 . . ?
C36 C35 H22 110.5 . . ?
O1 C35 H23 110.5 . . ?
C36 C35 H23 110.5 . . ?
H22 C35 H23 108.7 . . ?
C35 C36 C37 104.1(6) . . ?
C35 C36 H24 110.9 . . ?
C37 C36 H24 110.9 . . ?
C35 C36 H25 110.9 . . ?
C37 C36 H25 110.9 . . ?
H24 C36 H25 108.9 . . ?
C38 C37 C36 103.6(6) . . ?
C38 C37 H26 111.0 . . ?
C36 C37 H26 111.0 . . ?
C38 C37 H27 111.0 . . ?
C36 C37 H27 111.0 . . ?
H26 C37 H27 109.0 . . ?
O1 C38 C37 104.6(5) . . ?
O1 C38 H28 110.8 . . ?
C37 C38 H28 110.8 . . ?
O1 C38 H29 110.8 . . ?
C37 C38 H29 110.8 . . ?
H28 C38 H29 108.9 . . ?
N2 Zn1 N3 90.01(13) . . ?
N2 Zn1 N1 90.24(13) . . ?
N3 Zn1 N1 160.22(13) . . ?
N2 Zn1 N5 162.53(13) . . ?
N3 Zn1 N5 86.56(13) . . ?
N1 Zn1 N5 87.29(14) . . ?
N2 Zn1 O2 101.12(12) . . ?
N3 Zn1 O2 97.98(12) . . ?
N1 Zn1 O2 101.37(13) . . ?
N5 Zn1 O2 96.32(12) . . ?
C38 O1 C35 109.5(4) . . ?
Zn1 O2 H21 121(3) . . ?
Zn1 O2 H30 116(2) . . ?
H21 O2 H30 106(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
N1 C1 1.350(5) . ?
N1 C4 1.383(5) . ?
N1 Zn1 2.042(3) . ?
N2 C6 1.365(5) . ?
N2 C9 1.366(5) . ?
N2 Zn1 2.021(3) . ?
N3 C14 1.344(5) . ?
N3 C11 1.381(5) . ?
N3 Zn1 2.041(3) . ?
N4 C15 1.322(6) . ?
N4 C14 1.368(5) . ?
N5 C15 1.352(6) . ?
N5 C18 1.377(5) . ?
N5 Zn1 2.056(3) . ?
N6 C18 1.314(6) . ?
N6 C1 1.354(5) . ?
C1 C2 1.436(6) . ?
C2 C3 1.348(6) . ?
C2 H1 0.9500 . ?
C3 C4 1.447(6) . ?
C3 H2 0.9500 . ?
C4 C5 1.399(5) . ?
C5 C6 1.420(6) . ?
C5 C23 1.491(6) . ?
C6 C7 1.437(5) . ?
C7 C8 1.352(6) . ?
C7 H3 0.9500 . ?
C8 C9 1.438(5) . ?
C8 H4 0.9500 . ?
C9 C10 1.415(6) . ?
C10 C11 1.393(5) . ?
C10 C29 1.488(5) . ?
C11 C12 1.449(6) . ?
C12 C13 1.354(6) . ?
C12 H5 0.9500 . ?
C13 C14 1.445(6) . ?
C13 H6 0.9500 . ?
C15 C16 1.475(5) . ?
C16 C17 1.384(7) . ?
C16 C19 1.392(6) . ?
C17 C22 1.391(6) . ?
C17 C18 1.478(6) . ?
C19 C20 1.387(6) . ?
C19 H7 0.9500 . ?
C20 C21 1.393(8) . ?
C20 H8 0.9500 . ?
C21 C22 1.394(7) . ?
C21 H9 0.9500 . ?
C22 H10 0.9500 . ?
C23 C24 1.384(6) . ?
C23 C28 1.402(6) . ?
C24 C25 1.385(6) . ?
C24 H11 0.9500 . ?
C25 C26 1.372(7) . ?
C25 H12 0.9500 . ?
C26 C27 1.377(7) . ?
C26 H13 0.9500 . ?
C27 C28 1.381(6) . ?
C27 H14 0.9500 . ?
C28 H15 0.9500 . ?
C29 C34 1.397(6) . ?
C29 C30 1.403(6) . ?
C30 C31 1.371(6) . ?
C30 H16 0.9500 . ?
C31 C32 1.377(7) . ?
C31 H17 0.9500 . ?
C32 C33 1.383(7) . ?
C32 H18 0.9500 . ?
C33 C34 1.399(6) . ?
C33 H19 0.9500 . ?
C34 H20 0.9500 . ?
C35 O1 1.417(7) . ?
C35 C36 1.463(9) . ?
C35 H22 0.9900 . ?
C35 H23 0.9900 . ?
C36 C37 1.524(9) . ?
C36 H24 0.9900 . ?
C36 H25 0.9900 . ?
C37 C38 1.437(10) . ?
C37 H26 0.9900 . ?
C37 H27 0.9900 . ?
C38 O1 1.388(7) . ?
C38 H28 0.9900 . ?
C38 H29 0.9900 . ?
Zn1 O2 2.135(3) . ?
O2 H21 0.928(19) . ?
O2 H30 0.95(2) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H21 O1 0.928(19) 1.81(2) 2.737(5) 176(5) .
O2 H21 O1 0.928(19) 1.81(2) 2.737(5) 176(5) .
O2 H30 N4 0.95(2) 1.85(2) 2.794(5) 171(7) 3_766
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
C4 N1 C1 N6 179.2(4) . . . . ?
Zn1 N1 C1 N6 10.4(6) . . . . ?
C4 N1 C1 C2 -0.1(4) . . . . ?
Zn1 N1 C1 C2 -168.9(3) . . . . ?
C18 N6 C1 N1 1.2(6) . . . . ?
C18 N6 C1 C2 -179.5(4) . . . . ?
N1 C1 C2 C3 0.6(5) . . . . ?
N6 C1 C2 C3 -178.8(4) . . . . ?
C1 C2 C3 C4 -0.8(5) . . . . ?
C1 N1 C4 C5 -178.7(4) . . . . ?
Zn1 N1 C4 C5 -10.0(5) . . . . ?
C1 N1 C4 C3 -0.4(4) . . . . ?
Zn1 N1 C4 C3 168.3(3) . . . . ?
C2 C3 C4 N1 0.7(5) . . . . ?
C2 C3 C4 C5 179.0(4) . . . . ?
N1 C4 C5 C6 -4.8(6) . . . . ?
C3 C4 C5 C6 177.1(4) . . . . ?
N1 C4 C5 C23 177.7(3) . . . . ?
C3 C4 C5 C23 -0.3(6) . . . . ?
C9 N2 C6 C5 -176.6(4) . . . . ?
Zn1 N2 C6 C5 3.0(5) . . . . ?
C9 N2 C6 C7 -0.1(4) . . . . ?
Zn1 N2 C6 C7 179.6(2) . . . . ?
C4 C5 C6 N2 8.7(6) . . . . ?
C23 C5 C6 N2 -173.8(3) . . . . ?
C4 C5 C6 C7 -167.3(4) . . . . ?
C23 C5 C6 C7 10.2(6) . . . . ?
N2 C6 C7 C8 0.1(4) . . . . ?
C5 C6 C7 C8 176.7(4) . . . . ?
C6 C7 C8 C9 -0.1(4) . . . . ?
C6 N2 C9 C10 178.9(4) . . . . ?
Zn1 N2 C9 C10 -0.8(6) . . . . ?
C6 N2 C9 C8 0.0(4) . . . . ?
Zn1 N2 C9 C8 -179.6(3) . . . . ?
C7 C8 C9 N2 0.0(4) . . . . ?
C7 C8 C9 C10 -178.8(4) . . . . ?
N2 C9 C10 C11 -4.4(6) . . . . ?
C8 C9 C10 C11 174.3(4) . . . . ?
N2 C9 C10 C29 177.1(3) . . . . ?
C8 C9 C10 C29 -4.3(6) . . . . ?
C14 N3 C11 C10 178.5(4) . . . . ?
Zn1 N3 C11 C10 12.5(5) . . . . ?
C14 N3 C11 C12 1.1(4) . . . . ?
Zn1 N3 C11 C12 -164.9(3) . . . . ?
C9 C10 C11 N3 -1.9(6) . . . . ?
C29 C10 C11 N3 176.6(3) . . . . ?
C9 C10 C11 C12 175.0(4) . . . . ?
C29 C10 C11 C12 -6.5(6) . . . . ?
N3 C11 C12 C13 -0.6(4) . . . . ?
C10 C11 C12 C13 -178.0(4) . . . . ?
C11 C12 C13 C14 -0.1(4) . . . . ?
C11 N3 C14 N4 178.1(4) . . . . ?
Zn1 N3 C14 N4 -15.6(6) . . . . ?
C11 N3 C14 C13 -1.2(4) . . . . ?
Zn1 N3 C14 C13 165.0(3) . . . . ?
C15 N4 C14 N3 -0.4(6) . . . . ?
C15 N4 C14 C13 178.8(4) . . . . ?
C12 C13 C14 N3 0.8(5) . . . . ?
C12 C13 C14 N4 -178.6(4) . . . . ?
C14 N4 C15 N5 2.4(6) . . . . ?
C14 N4 C15 C16 -178.4(3) . . . . ?
C18 N5 C15 N4 178.4(4) . . . . ?
Zn1 N5 C15 N4 11.9(6) . . . . ?
C18 N5 C15 C16 -0.9(4) . . . . ?
Zn1 N5 C15 C16 -167.4(2) . . . . ?
N4 C15 C16 C17 -178.8(4) . . . . ?
N5 C15 C16 C17 0.5(4) . . . . ?
N4 C15 C16 C19 0.4(7) . . . . ?
N5 C15 C16 C19 179.8(4) . . . . ?
C19 C16 C17 C22 -0.1(6) . . . . ?
C15 C16 C17 C22 179.2(4) . . . . ?
C19 C16 C17 C18 -179.3(4) . . . . ?
C15 C16 C17 C18 0.0(4) . . . . ?
C1 N6 C18 N5 -0.9(7) . . . . ?
C1 N6 C18 C17 -179.1(4) . . . . ?
C15 N5 C18 N6 -177.6(4) . . . . ?
Zn1 N5 C18 N6 -10.8(6) . . . . ?
C15 N5 C18 C17 0.8(4) . . . . ?
Zn1 N5 C18 C17 167.6(3) . . . . ?
C16 C17 C18 N6 178.0(4) . . . . ?
C22 C17 C18 N6 -1.1(7) . . . . ?
C16 C17 C18 N5 -0.5(4) . . . . ?
C22 C17 C18 N5 -179.6(4) . . . . ?
C17 C16 C19 C20 0.3(6) . . . . ?
C15 C16 C19 C20 -178.8(4) . . . . ?
C16 C19 C20 C21 -0.7(6) . . . . ?
C19 C20 C21 C22 0.8(7) . . . . ?
C16 C17 C22 C21 0.2(6) . . . . ?
C18 C17 C22 C21 179.2(4) . . . . ?
C20 C21 C22 C17 -0.6(7) . . . . ?
C4 C5 C23 C24 59.3(5) . . . . ?
C6 C5 C23 C24 -118.3(4) . . . . ?
C4 C5 C23 C28 -123.6(4) . . . . ?
C6 C5 C23 C28 58.7(5) . . . . ?
C28 C23 C24 C25 -2.0(6) . . . . ?
C5 C23 C24 C25 175.1(4) . . . . ?
C23 C24 C25 C26 0.4(6) . . . . ?
C24 C25 C26 C27 0.7(7) . . . . ?
C25 C26 C27 C28 -0.3(7) . . . . ?
C26 C27 C28 C23 -1.3(7) . . . . ?
C24 C23 C28 C27 2.4(6) . . . . ?
C5 C23 C28 C27 -174.7(4) . . . . ?
C11 C10 C29 C34 -57.9(5) . . . . ?
C9 C10 C29 C34 120.8(4) . . . . ?
C11 C10 C29 C30 124.5(4) . . . . ?
C9 C10 C29 C30 -56.8(5) . . . . ?
C34 C29 C30 C31 1.1(6) . . . . ?
C10 C29 C30 C31 178.8(4) . . . . ?
C29 C30 C31 C32 0.7(7) . . . . ?
C30 C31 C32 C33 -1.4(7) . . . . ?
C31 C32 C33 C34 0.3(7) . . . . ?
C30 C29 C34 C33 -2.1(6) . . . . ?
C10 C29 C34 C33 -179.8(4) . . . . ?
C32 C33 C34 C29 1.5(7) . . . . ?
O1 C35 C36 C37 -3.9(10) . . . . ?
C35 C36 C37 C38 23.1(10) . . . . ?
C36 C37 C38 O1 -34.0(8) . . . . ?
C37 C38 O1 C35 33.3(8) . . . . ?
C36 C35 O1 C38 -17.9(9) . . . . ?
