#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/20/7202019.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_7202019
loop_
_publ_author_name
'Yin, Zhenming'
'Wang, Wuyan'
'Guo, Jianhua'
'Wang, Jiachun'
'He, Jiaqi'
'Cheng, Jin-Pei'
_publ_section_title
;
 Quadruple hydrogen bonded self-assemblies of
 5,5′-bisdiazo-dipyrromethane
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              957
_journal_paper_doi               10.1039/b802599a
_journal_volume                  10
_journal_year                    2008
_chemical_formula_sum            'C55 H61 Cl3 N12'
_chemical_formula_weight         996.51
_chemical_melting_point          508
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.174(2)
_cell_angle_beta                 103.171(2)
_cell_angle_gamma                108.388(2)
_cell_formula_units_Z            2
_cell_length_a                   12.1030(11)
_cell_length_b                   14.4837(13)
_cell_length_c                   17.5418(16)
_cell_measurement_reflns_used    4536
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.99
_cell_measurement_theta_min      2.44
_cell_volume                     2776.1(4)
_computing_cell_refinement       'Bruker SMART APEX II'
_computing_data_collection       'Bruker SMART APEX II'
_computing_data_reduction        'Bruker SAINT'
_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      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'APEX II 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  0.0176
_diffrn_reflns_av_sigmaI/netI    0.0393
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14341
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_T_max  0.936
_exptl_absorpt_correction_T_min  0.930
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            RED
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1052
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.31
_refine_diff_density_max         0.458
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     638
_refine_ls_number_reflns         9748
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.1060
_refine_ls_R_factor_gt           0.0611
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0837P)²+1.2741P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1564
_refine_ls_wR_factor_ref         0.1902
_reflns_number_gt                5856
_reflns_number_total             9748
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b802599a.txt
_cod_data_source_block           70926b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' 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 

The following automatic conversions were performed:

'_chemical_melting_point' value '508K' was changed to '508' - the
value should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'NONE' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7202019
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.8893(2) 1.00568(14) 0.09882(12) 0.1840(8) Uani 1 1 d . . .
Cl2 Cl 0.81177(19) 0.83202(18) -0.02888(11) 0.2059(10) Uani 1 1 d . . .
Cl3 Cl 1.02284(18) 0.87659(17) 0.09782(12) 0.1864(8) Uani 1 1 d . . .
N1 N 0.8172(2) 0.74736(18) 0.26718(14) 0.0521(6) Uani 1 1 d . . .
N2 N 0.7851(2) 0.72982(18) 0.19088(14) 0.0562(6) Uani 1 1 d . . .
N3 N 0.86171(19) 0.59286(17) 0.19492(12) 0.0472(6) Uani 1 1 d . . .
H3 H 0.8958 0.6062 0.2457 0.057 Uiso 1 1 calc R . .
N4 N 0.5778(2) 0.26554(18) 0.27241(14) 0.0566(6) Uani 1 1 d . . .
N5 N 0.6761(2) 0.26343(18) 0.31667(15) 0.0614(7) Uani 1 1 d . . .
N6 N 0.7827(2) 0.35841(17) 0.23219(13) 0.0509(6) Uani 1 1 d . . .
H6 H 0.7204 0.3547 0.1949 0.061 Uiso 1 1 calc R . .
N7 N 1.01784(19) 0.66817(17) 0.36819(13) 0.0483(6) Uani 1 1 d . . .
N8 N 1.00155(19) 0.62346(17) 0.42493(13) 0.0481(6) Uani 1 1 d . . .
N9 N 0.78488(17) 0.58851(16) 0.36886(12) 0.0415(5) Uani 1 1 d . . .
H9 H 0.7900 0.6245 0.3335 0.050 Uiso 1 1 calc R . .
N10 N 0.5561(2) 0.31129(19) 0.09057(14) 0.0582(6) Uani 1 1 d . . .
N11 N 0.5041(2) 0.37053(19) 0.06802(14) 0.0599(7) Uani 1 1 d . . .
N12 N 0.54357(19) 0.44313(17) 0.21008(12) 0.0473(6) Uani 1 1 d . . .
H12 H 0.5700 0.4005 0.2305 0.057 Uiso 1 1 calc R . .
C1 C 0.8528(3) 0.8605(2) 0.38793(18) 0.0622(8) Uani 1 1 d . . .
H1 H 0.8790 0.8164 0.4147 0.075 Uiso 1 1 calc R . .
C2 C 0.8533(3) 0.9470(2) 0.4311(2) 0.0681(9) Uani 1 1 d . . .
H2 H 0.8795 0.9600 0.4867 0.082 Uiso 1 1 calc R . .
C3 C 0.8161(3) 1.0145(2) 0.3938(2) 0.0689(9) Uani 1 1 d . . .
C4 C 0.7777(3) 0.9926(3) 0.3119(2) 0.0735(10) Uani 1 1 d . . .
H4 H 0.7525 1.0374 0.2855 0.088 Uiso 1 1 calc R . .
C5 C 0.7751(3) 0.9058(2) 0.2669(2) 0.0646(8) Uani 1 1 d . . .
H5 H 0.7477 0.8926 0.2113 0.078 Uiso 1 1 calc R . .
C6 C 0.8138(2) 0.8388(2) 0.30546(17) 0.0503(7) Uani 1 1 d . . .
C7 C 0.7997(3) 0.6458(2) 0.15597(16) 0.0543(7) Uani 1 1 d . . .
C8 C 0.7582(3) 0.6006(3) 0.07556(18) 0.0693(9) Uani 1 1 d . . .
H8 H 0.7139 0.6210 0.0348 0.083 Uiso 1 1 calc R . .
C9 C 0.7948(3) 0.5193(3) 0.06688(17) 0.0639(8) Uani 1 1 d . . .
H9A H 0.7777 0.4746 0.0191 0.077 Uiso 1 1 calc R . .
C10 C 0.8613(2) 0.5157(2) 0.14132(15) 0.0491(7) Uani 1 1 d . . .
C11 C 0.4675(3) 0.1567(3) 0.35057(19) 0.0709(9) Uani 1 1 d . . .
H11 H 0.5392 0.1561 0.3836 0.085 Uiso 1 1 calc R . .
C12 C 0.3583(4) 0.1064(3) 0.3622(2) 0.0895(12) Uani 1 1 d . . .
H12A H 0.3575 0.0718 0.4035 0.107 Uiso 1 1 calc R . .
C13 C 0.2492(4) 0.1050(3) 0.3152(3) 0.0909(12) Uani 1 1 d . . .
C14 C 0.2537(3) 0.1559(3) 0.2540(2) 0.0941(13) Uani 1 1 d . . .
H14 H 0.1817 0.1557 0.2208 0.113 Uiso 1 1 calc R . .
C15 C 0.3625(3) 0.2073(3) 0.2409(2) 0.0782(10) Uani 1 1 d . . .
H15 H 0.3631 0.2413 0.1992 0.094 Uiso 1 1 calc R . .
C16 C 0.4708(3) 0.2085(2) 0.28930(17) 0.0560(7) Uani 1 1 d . . .
C17 C 0.7781(3) 0.3160(2) 0.29842(18) 0.0575(8) Uani 1 1 d . . .
C18 C 0.8976(3) 0.3401(3) 0.3434(2) 0.0757(10) Uani 1 1 d . . .
H18 H 0.9229 0.3215 0.3914 0.091 Uiso 1 1 calc R . .
C19 C 0.9723(3) 0.3966(3) 0.30423(19) 0.0688(9) Uani 1 1 d . . .
H19 H 1.0566 0.4233 0.3218 0.083 Uiso 1 1 calc R . .
C20 C 0.9004(3) 0.4068(2) 0.23466(16) 0.0517(7) Uani 1 1 d . . .
C21 C 0.9344(3) 0.4517(2) 0.16606(17) 0.0559(8) Uani 1 1 d . . .
C22 C 0.9065(3) 0.3660(3) 0.0938(2) 0.0781(10) Uani 1 1 d . . .
H22A H 0.8192 0.3314 0.0746 0.094 Uiso 1 1 calc R . .
H22B H 0.9321 0.3950 0.0509 0.094 Uiso 1 1 calc R . .
C23 C 0.9666(5) 0.2900(4) 0.1111(3) 0.139(2) Uani 1 1 d . . .
H23A H 1.0527 0.3206 0.1207 0.208 Uiso 1 1 calc R . .
H23B H 0.9349 0.2349 0.0659 0.208 Uiso 1 1 calc R . .
H23C H 0.9500 0.2665 0.1576 0.208 Uiso 1 1 calc R . .
C24 C 1.0715(3) 0.5172(3) 0.1942(2) 0.0710(9) Uani 1 1 d . . .
H24A H 1.0866 0.5646 0.2431 0.085 Uiso 1 1 calc R . .
H24B H 1.1179 0.4748 0.2072 0.085 Uiso 1 1 calc R . .
C25 C 1.1182(4) 0.5744(4) 0.1341(3) 0.1143(16) Uani 1 1 d . . .
H25A H 1.1072 0.5283 0.0863 0.171 Uiso 1 1 calc R . .
H25B H 1.2029 0.6133 0.1569 0.171 Uiso 1 1 calc R . .
H25C H 1.0740 0.6176 0.1213 0.171 Uiso 1 1 calc R . .
C26 C 1.1590(3) 0.7781(3) 0.3173(2) 0.0777(10) Uani 1 1 d . . .
H26 H 1.0928 0.7786 0.2783 0.093 Uiso 1 1 calc R . .
C27 C 1.2758(3) 0.8344(3) 0.3182(2) 0.0917(12) Uani 1 1 d . . .
H27 H 1.2867 0.8731 0.2801 0.110 Uiso 1 1 calc R . .
C28 C 1.3760(3) 0.8344(3) 0.3740(2) 0.0707(9) Uani 1 1 d . . .
C29 C 1.3558(3) 0.7772(2) 0.4302(2) 0.0624(8) Uani 1 1 d . . .
H29 H 1.4222 0.7765 0.4689 0.075 Uiso 1 1 calc R . .
C30 C 1.2408(2) 0.7212(2) 0.43128(17) 0.0534(7) Uani 1 1 d . . .
H30 H 1.2304 0.6835 0.4701 0.064 Uiso 1 1 calc R . .
C31 C 1.1409(2) 0.7213(2) 0.37399(16) 0.0486(7) Uani 1 1 d . . .
C32 C 0.8820(2) 0.5777(2) 0.42121(15) 0.0460(6) Uani 1 1 d . . .
C33 C 0.8359(3) 0.5134(2) 0.46713(17) 0.0583(8) Uani 1 1 d . . .
H33 H 0.8808 0.4929 0.5075 0.070 Uiso 1 1 calc R . .
C34 C 0.7101(2) 0.4846(2) 0.44217(17) 0.0540(7) Uani 1 1 d . . .
H34 H 0.6557 0.4404 0.4623 0.065 Uiso 1 1 calc R . .
C35 C 0.6801(2) 0.53336(19) 0.38211(14) 0.0410(6) Uani 1 1 d . . .
C36 C 0.6068(3) 0.1704(3) 0.0511(2) 0.0813(11) Uani 1 1 d . . .
H36 H 0.6354 0.1720 0.1053 0.098 Uiso 1 1 calc R . .
C37 C 0.6158(4) 0.0996(3) -0.0052(3) 0.0981(13) Uani 1 1 d . . .
H37 H 0.6502 0.0541 0.0120 0.118 Uiso 1 1 calc R . .
C38 C 0.5754(4) 0.0943(3) -0.0860(3) 0.0896(12) Uani 1 1 d . . .
C39 C 0.5226(4) 0.1624(3) -0.1085(2) 0.0975(13) Uani 1 1 d . . .
H39 H 0.4934 0.1601 -0.1628 0.117 Uiso 1 1 calc R . .
C40 C 0.5114(4) 0.2335(3) -0.0536(2) 0.0817(11) Uani 1 1 d . . .
H40 H 0.4744 0.2775 -0.0709 0.098 Uiso 1 1 calc R . .
C41 C 0.5559(3) 0.2387(2) 0.02759(18) 0.0617(8) Uani 1 1 d . . .
C42 C 0.5044(3) 0.4399(2) 0.12917(16) 0.0547(7) Uani 1 1 d . . .
C43 C 0.4706(3) 0.5214(2) 0.12177(18) 0.0699(9) Uani 1 1 d . . .
H43 H 0.4401 0.5382 0.0740 0.084 Uiso 1 1 calc R . .
C44 C 0.4902(3) 0.5740(2) 0.19809(18) 0.0648(9) Uani 1 1 d . . .
H44 H 0.4761 0.6328 0.2104 0.078 Uiso 1 1 calc R . .
C45 C 0.5340(2) 0.5243(2) 0.25266(16) 0.0459(6) Uani 1 1 d . . .
C46 C 0.5600(2) 0.5429(2) 0.34305(15) 0.0449(6) Uani 1 1 d . . .
C47 C 0.4577(2) 0.4662(2) 0.36603(18) 0.0565(7) Uani 1 1 d . . .
H47A H 0.4616 0.4007 0.3516 0.068 Uiso 1 1 calc R . .
H47B H 0.4732 0.4819 0.4238 0.068 Uiso 1 1 calc R . .
C48 C 0.3294(3) 0.4615(3) 0.3272(2) 0.0883(12) Uani 1 1 d . . .
H48A H 0.3240 0.5259 0.3409 0.132 Uiso 1 1 calc R . .
H48B H 0.2728 0.4139 0.3462 0.132 Uiso 1 1 calc R . .
H48C H 0.3107 0.4419 0.2701 0.132 Uiso 1 1 calc R . .
C49 C 0.5694(3) 0.6511(2) 0.37463(17) 0.0535(7) Uani 1 1 d . . .
H40A H 0.6248 0.6960 0.3519 0.064 Uiso 1 1 calc R . .
H40B H 0.4902 0.6561 0.3552 0.064 Uiso 1 1 calc R . .
C50 C 0.6126(3) 0.6864(3) 0.46546(19) 0.0745(10) Uani 1 1 d . . .
H50A H 0.5532 0.6480 0.4884 0.112 Uiso 1 1 calc R . .
H50B H 0.6231 0.7555 0.4792 0.112 Uiso 1 1 calc R . .
H50C H 0.6885 0.6778 0.4860 0.112 Uiso 1 1 calc R . .
C51 C 0.5870(5) 0.0168(4) -0.1470(3) 0.1322(19) Uani 1 1 d . . .
H51A H 0.6642 0.0424 -0.1575 0.198 Uiso 1 1 calc R . .
H51B H 0.5231 0.0012 -0.1958 0.198 Uiso 1 1 calc R . .
H51C H 0.5810 -0.0424 -0.1263 0.198 Uiso 1 1 calc R . .
C52 C 1.5039(3) 0.8965(3) 0.3748(3) 0.1063(15) Uani 1 1 d . . .
H52A H 1.5403 0.8542 0.3518 0.159 Uiso 1 1 d R . .
H52B H 1.5517 0.9280 0.4290 0.159 Uiso 1 1 d R . .
H52C H 1.5004 0.9464 0.3441 0.159 Uiso 1 1 d R . .
C53 C 0.1293(4) 0.0506(5) 0.3304(3) 0.149(2) Uani 1 1 d . . .
H53A H 0.0923 0.0975 0.3441 0.223 Uiso 1 1 calc R . .
H53B H 0.1435 0.0174 0.3737 0.223 Uiso 1 1 calc R . .
H53C H 0.0763 0.0023 0.2829 0.223 Uiso 1 1 calc R . .
C54 C 0.8180(4) 1.1090(3) 0.4423(3) 0.1035(14) Uani 1 1 d . . .
H54A H 0.9002 1.1547 0.4635 0.155 Uiso 1 1 calc R . .
H54B H 0.7841 1.0937 0.4857 0.155 Uiso 1 1 calc R . .
H54C H 0.7709 1.1386 0.4087 0.155 Uiso 1 1 calc R . .
C55 C 0.8802(5) 0.8817(4) 0.0702(3) 0.1232(17) Uani 1 1 d . . .
H55 H 0.8319 0.8413 0.1002 0.148 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'
Cl Cl 0.1484 0.1585 '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
N2 N1 C6 115.1(2) . . ?
N1 N2 C7 113.7(2) . . ?
C10 N3 C7 110.0(2) . . ?
C10 N3 H3 125.0 . . ?
C7 N3 H3 125.0 . . ?
N5 N4 C16 114.8(2) . . ?
N4 N5 C17 114.4(2) . . ?
C20 N6 C17 110.0(2) . . ?
C20 N6 H6 125.0 . . ?
C17 N6 H6 125.0 . . ?
N8 N7 C31 114.9(2) . . ?
N7 N8 C32 114.2(2) . . ?
C35 N9 C32 109.3(2) . . ?
C35 N9 H9 125.3 . . ?
C32 N9 H9 125.3 . . ?
N11 N10 C41 115.0(2) . . ?
N10 N11 C42 114.6(2) . . ?
C45 N12 C42 109.6(2) . . ?
C45 N12 H12 125.2 . . ?
C42 N12 H12 125.2 . . ?
C6 C1 C2 120.6(3) . . ?
C6 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 121.6(3) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C4 C3 C2 117.5(3) . . ?
C4 C3 C54 121.8(3) . . ?
C2 C3 C54 120.6(4) . . ?
C3 C4 C5 122.2(3) . . ?
C3 C4 H4 118.9 . . ?
C5 C4 H4 118.9 . . ?
C4 C5 C6 119.5(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C1 C6 C5 118.6(3) . . ?
C1 C6 N1 115.7(3) . . ?
C5 C6 N1 125.7(3) . . ?
N3 C7 N2 125.8(2) . . ?
N3 C7 C8 107.3(3) . . ?
N2 C7 C8 126.9(3) . . ?
C7 C8 C9 107.4(3) . . ?
C7 C8 H8 126.3 . . ?
C9 C8 H8 126.3 . . ?
C10 C9 C8 108.5(3) . . ?
C10 C9 H9A 125.7 . . ?
C8 C9 H9A 125.7 . . ?
N3 C10 C9 106.6(3) . . ?
N3 C10 C21 121.5(2) . . ?
C9 C10 C21 131.6(3) . . ?
C12 C11 C16 119.6(3) . . ?
C12 C11 H11 120.2 . . ?
C16 C11 H11 120.2 . . ?
C11 C12 C13 122.6(4) . . ?
C11 C12 H12A 118.7 . . ?
C13 C12 H12A 118.7 . . ?
C14 C13 C12 117.1(4) . . ?
C14 C13 C53 121.2(4) . . ?
C12 C13 C53 121.7(4) . . ?
C13 C14 C15 121.6(4) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C14 C15 C16 120.3(4) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 118.8(3) . . ?
C15 C16 N4 116.1(3) . . ?
C11 C16 N4 125.1(3) . . ?
N5 C17 N6 126.5(3) . . ?
N5 C17 C18 127.0(3) . . ?
N6 C17 C18 106.5(3) . . ?
C19 C18 C17 107.9(3) . . ?
C19 C18 H18 126.1 . . ?
C17 C18 H18 126.1 . . ?
C20 C19 C18 108.5(3) . . ?
C20 C19 H19 125.7 . . ?
C18 C19 H19 125.7 . . ?
N6 C20 C19 107.0(3) . . ?
N6 C20 C21 122.1(2) . . ?
C19 C20 C21 130.6(3) . . ?
C10 C21 C20 110.4(2) . . ?
C10 C21 C22 108.9(2) . . ?
C20 C21 C22 108.7(3) . . ?
C10 C21 C24 109.0(3) . . ?
C20 C21 C24 108.7(2) . . ?
C22 C21 C24 111.2(3) . . ?
C23 C22 C21 115.3(3) . . ?
C23 C22 H22A 108.5 . . ?
C21 C22 H22A 108.5 . . ?
C23 C22 H22B 108.5 . . ?
C21 C22 H22B 108.5 . . ?
H22A C22 H22B 107.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C21 115.3(3) . . ?
C25 C24 H24A 108.4 . . ?
C21 C24 H24A 108.4 . . ?
C25 C24 H24B 108.4 . . ?
C21 C24 H24B 108.4 . . ?
H24A C24 H24B 107.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C31 C26 C27 120.1(3) . . ?
C31 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C28 C27 C26 121.6(3) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C27 C28 C29 117.3(3) . . ?
C27 C28 C52 121.3(4) . . ?
C29 C28 C52 121.4(3) . . ?
C30 C29 C28 122.5(3) . . ?
C30 C29 H29 118.8 . . ?
C28 C29 H29 118.8 . . ?
C29 C30 C31 119.5(3) . . ?
C29 C30 H30 120.3 . . ?
C31 C30 H30 120.3 . . ?
C26 C31 C30 119.0(3) . . ?
C26 C31 N7 115.3(3) . . ?
C30 C31 N7 125.6(3) . . ?
N8 C32 C33 127.5(2) . . ?
N8 C32 N9 125.1(2) . . ?
C33 C32 N9 107.4(2) . . ?
C32 C33 C34 107.6(2) . . ?
C32 C33 H33 126.2 . . ?
C34 C33 H33 126.2 . . ?
C35 C34 C33 108.0(2) . . ?
C35 C34 H34 126.0 . . ?
C33 C34 H34 126.0 . . ?
N9 C35 C34 107.6(2) . . ?
N9 C35 C46 121.3(2) . . ?
C34 C35 C46 130.4(2) . . ?
C41 C36 C37 120.5(3) . . ?
C41 C36 H36 119.7 . . ?
C37 C36 H36 119.7 . . ?
C38 C37 C36 122.0(4) . . ?
C38 C37 H37 119.0 . . ?
C36 C37 H37 119.0 . . ?
C37 C38 C39 116.6(4) . . ?
C37 C38 C51 121.3(4) . . ?
C39 C38 C51 122.1(4) . . ?
C40 C39 C38 122.7(4) . . ?
C40 C39 H39 118.6 . . ?
C38 C39 H39 118.6 . . ?
C39 C40 C41 119.4(4) . . ?
C39 C40 H40 120.3 . . ?
C41 C40 H40 120.3 . . ?
C36 C41 C40 118.7(3) . . ?
C36 C41 N10 115.9(3) . . ?
C40 C41 N10 125.3(3) . . ?
N11 C42 C43 126.7(3) . . ?
N11 C42 N12 126.2(3) . . ?
C43 C42 N12 107.0(3) . . ?
C42 C43 C44 107.9(3) . . ?
C42 C43 H43 126.1 . . ?
C44 C43 H43 126.1 . . ?
C45 C44 C43 108.4(3) . . ?
C45 C44 H44 125.8 . . ?
C43 C44 H44 125.8 . . ?
N12 C45 C44 107.2(2) . . ?
N12 C45 C46 121.7(2) . . ?
C44 C45 C46 130.9(3) . . ?
C45 C46 C35 111.1(2) . . ?
C45 C46 C47 109.7(2) . . ?
C35 C46 C47 108.7(2) . . ?
C45 C46 C49 108.8(2) . . ?
C35 C46 C49 107.6(2) . . ?
C47 C46 C49 111.0(2) . . ?
C48 C47 C46 115.4(3) . . ?
C48 C47 H47A 108.4 . . ?
C46 C47 H47A 108.4 . . ?
C48 C47 H47B 108.4 . . ?
C46 C47 H47B 108.4 . . ?
H47A C47 H47B 107.5 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C50 C49 C46 115.3(2) . . ?
C50 C49 H40A 108.5 . . ?
C46 C49 H40A 108.5 . . ?
C50 C49 H40B 108.5 . . ?
C46 C49 H40B 108.5 . . ?
H40A C49 H40B 107.5 . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C38 C51 H51A 109.5 . . ?
C38 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C38 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C28 C52 H52A 109.5 . . ?
C28 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C28 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C13 C53 H53A 109.5 . . ?
C13 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C13 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C3 C54 H54A 109.5 . . ?
C3 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C3 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
Cl2 C55 Cl3 111.1(3) . . ?
Cl2 C55 Cl1 113.3(3) . . ?
Cl3 C55 Cl1 109.1(3) . . ?
Cl2 C55 H55 107.7 . . ?
Cl3 C55 H55 107.7 . . ?
Cl1 C55 H55 107.7 . . ?
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
Cl1 C55 1.765(5) . ?
Cl2 C55 1.698(5) . ?
Cl3 C55 1.711(5) . ?
N1 N2 1.274(3) . ?
N1 C6 1.425(4) . ?
N2 C7 1.373(4) . ?
N3 C10 1.365(3) . ?
N3 C7 1.371(3) . ?
N3 H3 0.8600 . ?
N4 N5 1.275(3) . ?
N4 C16 1.417(4) . ?
N5 C17 1.362(4) . ?
N6 C20 1.362(4) . ?
N6 C17 1.384(4) . ?
N6 H6 0.8600 . ?
N7 N8 1.272(3) . ?
N7 C31 1.417(3) . ?
N8 C32 1.370(3) . ?
N9 C35 1.357(3) . ?
N9 C32 1.382(3) . ?
N9 H9 0.8600 . ?
N10 N11 1.265(3) . ?
N10 C41 1.425(4) . ?
N11 C42 1.373(4) . ?
N12 C45 1.364(3) . ?
N12 C42 1.380(3) . ?
N12 H12 0.8600 . ?
C1 C6 1.377(4) . ?
C1 C2 1.378(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.375(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.367(5) . ?
C3 C54 1.509(5) . ?
C4 C5 1.386(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.387(4) . ?
C5 H5 0.9300 . ?
C7 C8 1.382(4) . ?
C8 C9 1.387(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.385(4) . ?
C9 H9A 0.9300 . ?
C10 C21 1.508(4) . ?
C11 C12 1.369(5) . ?
C11 C16 1.386(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.380(5) . ?
C12 H12A 0.9300 . ?
C13 C14 1.378(6) . ?
C13 C53 1.518(5) . ?
C14 C15 1.380(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.383(4) . ?
C15 H15 0.9300 . ?
C17 C18 1.389(4) . ?
C18 C19 1.385(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.382(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.514(4) . ?
C21 C22 1.552(4) . ?
C21 C24 1.553(4) . ?
C22 C23 1.524(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.520(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C31 1.381(4) . ?
C26 C27 1.387(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.374(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.380(5) . ?
C28 C52 1.521(5) . ?
C29 C30 1.377(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.386(4) . ?
C30 H30 0.9300 . ?
C32 C33 1.376(4) . ?
C33 C34 1.391(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.383(4) . ?
C34 H34 0.9300 . ?
C35 C46 1.517(3) . ?
C36 C41 1.379(4) . ?
C36 C37 1.380(5) . ?
C36 H36 0.9300 . ?
C37 C38 1.374(5) . ?
C37 H37 0.9300 . ?
C38 C39 1.383(6) . ?
C38 C51 1.514(5) . ?
C39 C40 1.381(5) . ?
C39 H39 0.9300 . ?
C40 C41 1.386(4) . ?
C40 H40 0.9300 . ?
C42 C43 1.378(4) . ?
C43 C44 1.384(4) . ?
C43 H43 0.9300 . ?
C44 C45 1.377(4) . ?
C44 H44 0.9300 . ?
C45 C46 1.516(4) . ?
C46 C47 1.550(4) . ?
C46 C49 1.555(4) . ?
C47 C48 1.522(4) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 C50 1.524(4) . ?
C49 H40A 0.9700 . ?
C49 H40B 0.9700 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C55 H55 0.9800 . ?
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
N3 H3 N7 0.86 2.20 3.042(3) 166.1 .
N6 H6 N10 0.86 2.23 3.075(3) 167.6 .
N9 H9 N1 0.86 2.22 3.066(3) 166.3 .
N12 H12 N4 0.86 2.19 3.025(3) 162.5 .
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
C6 N1 N2 C7 174.5(2) . . . . ?
C16 N4 N5 C17 178.1(2) . . . . ?
C31 N7 N8 C32 176.1(2) . . . . ?
C41 N10 N11 C42 179.8(2) . . . . ?
C6 C1 C2 C3 -0.4(5) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C1 C2 C3 C54 -179.7(3) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C54 C3 C4 C5 -179.7(3) . . . . ?
C3 C4 C5 C6 -0.7(5) . . . . ?
C2 C1 C6 C5 0.0(5) . . . . ?
C2 C1 C6 N1 -180.0(3) . . . . ?
C4 C5 C6 C1 0.6(5) . . . . ?
C4 C5 C6 N1 -179.5(3) . . . . ?
N2 N1 C6 C1 -177.5(3) . . . . ?
N2 N1 C6 C5 2.5(4) . . . . ?
C10 N3 C7 N2 -178.0(3) . . . . ?
C10 N3 C7 C8 0.4(3) . . . . ?
N1 N2 C7 N3 -11.4(4) . . . . ?
N1 N2 C7 C8 170.6(3) . . . . ?
N3 C7 C8 C9 0.7(4) . . . . ?
N2 C7 C8 C9 179.0(3) . . . . ?
C7 C8 C9 C10 -1.5(4) . . . . ?
C7 N3 C10 C9 -1.3(3) . . . . ?
C7 N3 C10 C21 173.2(3) . . . . ?
C8 C9 C10 N3 1.7(4) . . . . ?
C8 C9 C10 C21 -172.0(3) . . . . ?
C16 C11 C12 C13 -0.2(6) . . . . ?
C11 C12 C13 C14 0.8(6) . . . . ?
C11 C12 C13 C53 -178.6(4) . . . . ?
C12 C13 C14 C15 -0.8(6) . . . . ?
C53 C13 C14 C15 178.6(4) . . . . ?
C13 C14 C15 C16 0.2(6) . . . . ?
C14 C15 C16 C11 0.5(5) . . . . ?
C14 C15 C16 N4 -178.4(3) . . . . ?
C12 C11 C16 C15 -0.5(5) . . . . ?
C12 C11 C16 N4 178.2(3) . . . . ?
N5 N4 C16 C15 -178.4(3) . . . . ?
N5 N4 C16 C11 2.9(4) . . . . ?
N4 N5 C17 N6 -9.0(4) . . . . ?
N4 N5 C17 C18 169.0(3) . . . . ?
C20 N6 C17 N5 178.8(3) . . . . ?
C20 N6 C17 C18 0.4(3) . . . . ?
N5 C17 C18 C19 -178.1(3) . . . . ?
N6 C17 C18 C19 0.2(4) . . . . ?
C17 C18 C19 C20 -0.8(4) . . . . ?
C17 N6 C20 C19 -0.9(3) . . . . ?
C17 N6 C20 C21 173.7(3) . . . . ?
C18 C19 C20 N6 1.1(4) . . . . ?
C18 C19 C20 C21 -173.0(3) . . . . ?
N3 C10 C21 C20 56.2(4) . . . . ?
C9 C10 C21 C20 -130.9(3) . . . . ?
N3 C10 C21 C22 175.4(3) . . . . ?
C9 C10 C21 C22 -11.7(5) . . . . ?
N3 C10 C21 C24 -63.2(3) . . . . ?
C9 C10 C21 C24 109.8(4) . . . . ?
N6 C20 C21 C10 50.1(4) . . . . ?
C19 C20 C21 C10 -136.6(3) . . . . ?
N6 C20 C21 C22 -69.2(3) . . . . ?
C19 C20 C21 C22 104.1(4) . . . . ?
N6 C20 C21 C24 169.6(3) . . . . ?
C19 C20 C21 C24 -17.1(4) . . . . ?
C10 C21 C22 C23 -175.7(4) . . . . ?
C20 C21 C22 C23 -55.4(4) . . . . ?
C24 C21 C22 C23 64.2(5) . . . . ?
C10 C21 C24 C25 -55.1(4) . . . . ?
C20 C21 C24 C25 -175.5(3) . . . . ?
C22 C21 C24 C25 65.0(4) . . . . ?
C31 C26 C27 C28 1.0(6) . . . . ?
C26 C27 C28 C29 -1.1(6) . . . . ?
C26 C27 C28 C52 -179.9(4) . . . . ?
C27 C28 C29 C30 0.5(5) . . . . ?
C52 C28 C29 C30 179.3(3) . . . . ?
C28 C29 C30 C31 0.1(5) . . . . ?
C27 C26 C31 C30 -0.3(5) . . . . ?
C27 C26 C31 N7 178.9(3) . . . . ?
C29 C30 C31 C26 -0.2(4) . . . . ?
C29 C30 C31 N7 -179.4(3) . . . . ?
N8 N7 C31 C26 -173.8(3) . . . . ?
N8 N7 C31 C30 5.4(4) . . . . ?
N7 N8 C32 C33 170.6(3) . . . . ?
N7 N8 C32 N9 -9.0(4) . . . . ?
C35 N9 C32 N8 -179.5(2) . . . . ?
C35 N9 C32 C33 0.8(3) . . . . ?
N8 C32 C33 C34 -179.4(3) . . . . ?
N9 C32 C33 C34 0.3(3) . . . . ?
C32 C33 C34 C35 -1.2(4) . . . . ?
C32 N9 C35 C34 -1.5(3) . . . . ?
C32 N9 C35 C46 170.2(2) . . . . ?
C33 C34 C35 N9 1.7(3) . . . . ?
C33 C34 C35 C46 -169.0(3) . . . . ?
C41 C36 C37 C38 0.3(7) . . . . ?
C36 C37 C38 C39 -1.4(7) . . . . ?
C36 C37 C38 C51 179.4(4) . . . . ?
C37 C38 C39 C40 0.8(7) . . . . ?
C51 C38 C39 C40 180.0(4) . . . . ?
C38 C39 C40 C41 0.8(7) . . . . ?
C37 C36 C41 C40 1.4(6) . . . . ?
C37 C36 C41 N10 -177.3(3) . . . . ?
C39 C40 C41 C36 -2.0(6) . . . . ?
C39 C40 C41 N10 176.6(3) . . . . ?
N11 N10 C41 C36 -177.0(3) . . . . ?
N11 N10 C41 C40 4.4(5) . . . . ?
N10 N11 C42 C43 169.9(3) . . . . ?
N10 N11 C42 N12 -7.2(4) . . . . ?
C45 N12 C42 N11 178.0(3) . . . . ?
C45 N12 C42 C43 0.4(3) . . . . ?
N11 C42 C43 C44 -177.2(3) . . . . ?
N12 C42 C43 C44 0.4(4) . . . . ?
C42 C43 C44 C45 -1.0(4) . . . . ?
C42 N12 C45 C44 -1.0(3) . . . . ?
C42 N12 C45 C46 174.6(2) . . . . ?
C43 C44 C45 N12 1.2(4) . . . . ?
C43 C44 C45 C46 -173.8(3) . . . . ?
N12 C45 C46 C35 49.2(3) . . . . ?
C44 C45 C46 C35 -136.4(3) . . . . ?
N12 C45 C46 C47 -71.0(3) . . . . ?
C44 C45 C46 C47 103.4(4) . . . . ?
N12 C45 C46 C49 167.4(2) . . . . ?
C44 C45 C46 C49 -18.1(4) . . . . ?
N9 C35 C46 C45 56.0(3) . . . . ?
C34 C35 C46 C45 -134.4(3) . . . . ?
N9 C35 C46 C47 176.7(2) . . . . ?
C34 C35 C46 C47 -13.7(4) . . . . ?
N9 C35 C46 C49 -63.0(3) . . . . ?
C34 C35 C46 C49 106.6(3) . . . . ?
C45 C46 C47 C48 -54.7(3) . . . . ?
C35 C46 C47 C48 -176.3(3) . . . . ?
C49 C46 C47 C48 65.6(3) . . . . ?
C45 C46 C49 C50 -171.9(2) . . . . ?
C35 C46 C49 C50 -51.5(3) . . . . ?
C47 C46 C49 C50 67.3(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653632
