#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:07:20 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229014 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/04/7230490.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_7230490
loop_
_publ_author_name
'Minami, Takaya'
'Sato, Hiroyasu'
'Matsumoto, Shinya'
_publ_section_title
;
 Macroscopic crystalline deformation in an organic dye during reversible
 phase transition caused by alkyl disorder
;
_journal_issue                   19
_journal_name_full               CrystEngComm
_journal_page_first              2644
_journal_paper_doi               10.1039/C8CE00465J
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C26 H30 N6'
_chemical_formula_sum            'C26 H30 N6'
_chemical_formula_weight         426.56
_chemical_melting_point          551
_chemical_name_common            DE2
_chemical_name_systematic
'N, N'-bis [(4-diethylaminophenyl) methylidene] diaminomaleonitrile'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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_update_record
;
2017-12-13 deposited with the CCDC.
2018-04-16 downloaded from the CCDC.
;
_cell_angle_alpha                100.192(3)
_cell_angle_beta                 103.814(4)
_cell_angle_gamma                90.080(3)
_cell_formula_units_Z            3
_cell_length_a                   9.1533(4)
_cell_length_b                   11.0888(4)
_cell_length_c                   18.0746(7)
_cell_measurement_reflns_used    2678
_cell_measurement_temperature    143
_cell_measurement_theta_max      30.13
_cell_measurement_theta_min      1.88
_cell_volume                     1751.55(13)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      143
_diffrn_detector_area_resol_mean 14.629
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11335
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.019
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             684.00
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Chloroform/diethyl ether'
_exptl_crystal_size_max          0.481
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.104
_refine_diff_density_max         0.68
_refine_diff_density_min         -0.53
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     433
_refine_ls_number_reflns         6055
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1228
_refine_ls_R_factor_gt           0.0684
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0809P)²+0.5680P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1530
_refine_ls_wR_factor_ref         0.1855
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3665
_reflns_number_total             6055
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c8ce00465j9.cif
_cod_data_source_block           DE2_143K
_cod_depositor_comments
'Adding full bibliography for 7230490--7230496.cif.'
_cod_database_code               7230490
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
N1 N -0.2355(3) 0.4857(3) 0.08883(16) 0.0503(8) Uani 1 1 d . .
N2 N 0.1446(3) 0.4855(2) 0.08663(13) 0.0365(7) Uani 1 1 d . .
N3 N 0.7198(3) 0.4096(2) 0.35484(14) 0.0402(7) Uani 1 1 d . U
N4 N 0.0885(3) 0.2190(2) 0.46132(15) 0.0399(7) Uani 1 1 d . .
N5 N 0.4516(2) 0.1497(2) 0.44396(13) 0.0272(6) Uani 1 1 d . .
N6 N 1.0465(3) 0.1573(2) 0.71945(13) 0.0317(6) Uani 1 1 d . .
N7 N 0.5063(3) 0.0834(3) 0.25391(16) 0.0496(8) Uani 1 1 d . .
N8 N 0.1439(3) 0.1457(2) 0.27278(13) 0.0311(6) Uani 1 1 d . .
N9 N -0.4283(3) 0.1784(3) -0.00933(16) 0.0661(10) Uani 1 1 d . U
C1 C -0.1329(4) 0.4866(3) 0.06271(16) 0.0368(8) Uani 1 1 d . .
C2 C 0.0052(3) 0.4916(3) 0.03726(16) 0.0350(8) Uani 1 1 d . .
C3 C 0.1554(3) 0.4633(3) 0.15632(16) 0.0347(8) Uani 1 1 d . .
H3 H 0.0664 0.4515 0.1730 0.042 Uiso 1 1 calc R U
C4 C 0.2997(3) 0.4566(3) 0.20811(15) 0.0313(7) Uani 1 1 d . .
C5 C 0.3106(3) 0.4266(3) 0.28154(16) 0.0323(7) Uani 1 1 d . .
H5 H 0.2212 0.4141 0.2977 0.039 Uiso 1 1 calc R U
C6 C 0.4485(3) 0.4152(3) 0.33066(16) 0.0292(7) Uani 1 1 d . .
H6 H 0.4517 0.3959 0.3802 0.035 Uiso 1 1 calc R U
C7 C 0.5840(3) 0.4311(3) 0.30950(16) 0.0304(7) Uani 1 1 d . .
C8 C 0.5730(3) 0.4676(3) 0.23660(16) 0.0362(8) Uani 1 1 d . .
H8 H 0.6621 0.4848 0.2214 0.043 Uiso 1 1 calc R U
C9 C 0.4353(3) 0.4780(3) 0.18846(16) 0.0352(8) Uani 1 1 d . .
H9 H 0.4315 0.5006 0.1398 0.042 Uiso 1 1 calc R U
C10 C 0.7303(3) 0.3681(3) 0.42820(17) 0.0389(8) Uani 1 1 d . .
H10A H 0.8253 0.3251 0.4408 0.047 Uiso 1 1 calc R U
H10B H 0.6462 0.3076 0.4210 0.047 Uiso 1 1 calc R U
C11 C 0.7263(4) 0.4675(3) 0.49664(18) 0.0480(9) Uani 1 1 d . .
H11A H 0.7340 0.4307 0.5428 0.058 Uiso 1 1 calc R U
H11B H 0.8110 0.5268 0.5057 0.058 Uiso 1 1 calc R U
H11C H 0.6314 0.5093 0.4858 0.058 Uiso 1 1 calc R U
C12 C 0.8636(3) 0.4320(3) 0.33419(19) 0.0417(8) Uani 1 1 d . U
H12A H 0.8514 0.4024 0.2780 0.050 Uiso 1 1 calc R U
H12B H 0.9429 0.3848 0.3624 0.050 Uiso 1 1 calc R U
C13 C 0.9120(4) 0.5641(3) 0.3534(2) 0.0537(10) Uani 1 1 d . .
H13A H 1.0071 0.5750 0.3389 0.064 Uiso 1 1 calc R U
H13B H 0.8347 0.6111 0.3248 0.064 Uiso 1 1 calc R U
H13C H 0.9262 0.5935 0.4092 0.064 Uiso 1 1 calc R U
C14 C 0.1831(3) 0.1914(3) 0.43065(16) 0.0284(7) Uani 1 1 d . .
C15 C 0.3094(3) 0.1573(2) 0.39750(15) 0.0253(7) Uani 1 1 d . .
C16 C 0.4797(3) 0.1886(3) 0.51803(15) 0.0273(7) Uani 1 1 d . .
H16 H 0.4009 0.2233 0.5396 0.033 Uiso 1 1 calc R U
C17 C 0.6248(3) 0.1816(3) 0.56889(15) 0.0273(7) Uani 1 1 d . .
C18 C 0.6553(3) 0.2369(3) 0.64663(15) 0.0302(7) Uani 1 1 d . .
H18 H 0.5787 0.2803 0.6660 0.036 Uiso 1 1 calc R U
C19 C 0.7939(3) 0.2302(3) 0.69624(16) 0.0311(7) Uani 1 1 d . .
H19 H 0.8115 0.2703 0.7488 0.037 Uiso 1 1 calc R U
C20 C 0.9095(3) 0.1653(3) 0.67067(15) 0.0264(7) Uani 1 1 d . .
C21 C 0.8781(3) 0.1094(3) 0.59135(15) 0.0273(7) Uani 1 1 d . .
H21 H 0.9539 0.0652 0.5718 0.033 Uiso 1 1 calc R U
C22 C 0.7406(3) 0.1179(3) 0.54263(15) 0.0278(7) Uani 1 1 d . .
H22 H 0.7230 0.0798 0.4897 0.033 Uiso 1 1 calc R U
C23 C 1.0909(3) 0.2348(3) 0.79625(15) 0.0342(8) Uani 1 1 d . .
H23A H 1.0444 0.3150 0.7940 0.041 Uiso 1 1 calc R U
H23B H 1.2016 0.2498 0.8104 0.041 Uiso 1 1 calc R U
C24 C 1.0458(4) 0.1796(3) 0.85910(17) 0.0465(9) Uani 1 1 d . .
H24A H 1.0787 0.2358 0.9089 0.056 Uiso 1 1 calc R U
H24B H 0.9361 0.1663 0.8463 0.056 Uiso 1 1 calc R U
H24C H 1.0934 0.1010 0.8627 0.056 Uiso 1 1 calc R U
C25 C 1.1573(3) 0.0721(3) 0.69781(16) 0.0341(8) Uani 1 1 d . .
H25A H 1.1035 -0.0017 0.6627 0.041 Uiso 1 1 calc R U
H25B H 1.2173 0.0458 0.7450 0.041 Uiso 1 1 calc R U
C26 C 1.2632(3) 0.1263(3) 0.65812(17) 0.0382(8) Uani 1 1 d . .
H26A H 1.3344 0.0649 0.6452 0.046 Uiso 1 1 calc R U
H26B H 1.2049 0.1507 0.6106 0.046 Uiso 1 1 calc R U
H26C H 1.3188 0.1982 0.6930 0.046 Uiso 1 1 calc R U
C27 C 0.4124(4) 0.1048(3) 0.28531(16) 0.0340(8) Uani 1 1 d . .
C28 C 0.2854(3) 0.1347(3) 0.31870(15) 0.0285(7) Uani 1 1 d . .
C29 C 0.1251(3) 0.1346(3) 0.19829(16) 0.0357(8) Uani 1 1 d . .
H29 H 0.2096 0.1171 0.1768 0.043 Uiso 1 1 calc R U
C30 C -0.0175(3) 0.1478(3) 0.14725(15) 0.0321(7) Uani 1 1 d . .
C31 C -0.0300(4) 0.1300(3) 0.06698(17) 0.0436(9) Uani 1 1 d . .
H31 H 0.0571 0.1115 0.0479 0.052 Uiso 1 1 calc R U
C32 C -0.1645(4) 0.1385(3) 0.01560(17) 0.0462(9) Uani 1 1 d . .
H32 H -0.1695 0.1239 -0.0384 0.055 Uiso 1 1 calc R U
C33 C -0.2938(3) 0.1682(3) 0.04089(17) 0.0410(8) Uani 1 1 d . .
C34 C -0.2817(4) 0.1858(3) 0.12188(17) 0.0403(8) Uani 1 1 d . .
H34 H -0.3680 0.2063 0.1412 0.048 Uiso 1 1 calc R U
C35 C -0.1482(3) 0.1737(3) 0.17215(16) 0.0319(7) Uani 1 1 d . .
H35 H -0.1443 0.1832 0.2259 0.038 Uiso 1 1 calc R U
C36 C -0.4517(4) 0.1335(4) -0.09374(18) 0.0537(10) Uani 1 1 d . .
H36A H -0.5563 0.0993 -0.1151 0.064 Uiso 1 1 calc R U
H36B H -0.3830 0.0663 -0.1022 0.064 Uiso 1 1 calc R U
C37 C -0.4245(4) 0.2310(4) -0.1362(2) 0.0593(11) Uani 1 1 d . .
H37A H -0.4415 0.1965 -0.1916 0.071 Uiso 1 1 calc R U
H37B H -0.4937 0.2970 -0.1291 0.071 Uiso 1 1 calc R U
H37C H -0.3204 0.2640 -0.1162 0.071 Uiso 1 1 calc R U
C38 C -0.5496(5) 0.2612(4) 0.0187(2) 0.0645(11) Uani 1 1 d . U
H38A H -0.5025 0.3240 0.0645 0.077 Uiso 1 1 calc R U
H38B H -0.6052 0.3028 -0.0229 0.077 Uiso 1 1 calc R U
C39 C -0.6454(6) 0.1800(5) 0.0377(3) 0.118(2) Uani 1 1 d . U
H39A H -0.7256 0.2254 0.0561 0.141 Uiso 1 1 calc R U
H39B H -0.6900 0.1183 -0.0082 0.141 Uiso 1 1 calc R U
H39C H -0.5880 0.1393 0.0787 0.141 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 0.0033 0.0016
;
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)
;
N N 0.0061 0.0033
;
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
C3 N2 C2 120.5(3) .
C7 N3 C10 121.0(3) .
C7 N3 C12 122.1(2) .
C10 N3 C12 116.9(2) .
C16 N5 C15 120.6(3) .
C20 N6 C25 122.1(2) .
C20 N6 C23 121.6(2) .
C25 N6 C23 116.4(2) .
C29 N8 C28 119.6(3) .
C33 N9 C36 121.2(3) .
C33 N9 C38 119.8(3) .
C36 N9 C38 117.8(2) .
N1 C1 C2 174.5(3) .
C2 C2 N2 120.1(4) 2_565
C2 C2 C1 118.0(3) 2_565
N2 C2 C1 121.8(2) .
N2 C3 C4 121.0(3) .
N2 C3 H3 119.5 .
C4 C3 H3 119.5 .
C9 C4 C5 116.8(3) .
C9 C4 C3 122.5(3) .
C5 C4 C3 120.8(3) .
C6 C5 C4 121.3(3) .
C6 C5 H5 119.3 .
C4 C5 H5 119.3 .
C5 C6 C7 121.8(3) .
C5 C6 H6 119.1 .
C7 C6 H6 119.1 .
N3 C7 C6 122.1(2) .
N3 C7 C8 121.1(3) .
C6 C7 C8 116.7(2) .
C9 C8 C7 120.5(3) .
C9 C8 H8 119.7 .
C7 C8 H8 119.7 .
C8 C9 C4 122.6(3) .
C8 C9 H9 118.7 .
C4 C9 H9 118.7 .
N3 C10 C11 115.6(3) .
N3 C10 H10A 108.4 .
C11 C10 H10A 108.4 .
N3 C10 H10B 108.4 .
C11 C10 H10B 108.4 .
H10A C10 H10B 107.4 .
C10 C11 H11A 109.5 .
C10 C11 H11B 109.5 .
H11A C11 H11B 109.5 .
C10 C11 H11C 109.5 .
H11A C11 H11C 109.5 .
H11B C11 H11C 109.5 .
N3 C12 C13 112.0(3) .
N3 C12 H12A 109.2 .
C13 C12 H12A 109.2 .
N3 C12 H12B 109.2 .
C13 C12 H12B 109.2 .
H12A C12 H12B 107.9 .
C12 C13 H13A 109.5 .
C12 C13 H13B 109.5 .
H13A C13 H13B 109.5 .
C12 C13 H13C 109.5 .
H13A C13 H13C 109.5 .
H13B C13 H13C 109.5 .
N4 C14 C15 175.9(3) .
C28 C15 N5 120.5(3) .
C28 C15 C14 118.3(2) .
N5 C15 C14 121.2(2) .
N5 C16 C17 122.8(3) .
N5 C16 H16 118.6 .
C17 C16 H16 118.6 .
C18 C17 C22 117.5(2) .
C18 C17 C16 120.9(3) .
C22 C17 C16 121.6(3) .
C19 C18 C17 121.5(3) .
C19 C18 H18 119.2 .
C17 C18 H18 119.2 .
C18 C19 C20 121.3(3) .
C18 C19 H19 119.4 .
C20 C19 H19 119.4 .
N6 C20 C19 121.7(3) .
N6 C20 C21 121.3(3) .
C19 C20 C21 117.0(2) .
C22 C21 C20 121.1(3) .
C22 C21 H21 119.5 .
C20 C21 H21 119.5 .
C21 C22 C17 121.6(3) .
C21 C22 H22 119.2 .
C17 C22 H22 119.2 .
N6 C23 C24 113.6(3) .
N6 C23 H23A 108.8 .
C24 C23 H23A 108.8 .
N6 C23 H23B 108.8 .
C24 C23 H23B 108.8 .
H23A C23 H23B 107.7 .
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 .
N6 C25 C26 113.5(2) .
N6 C25 H25A 108.9 .
C26 C25 H25A 108.9 .
N6 C25 H25B 108.9 .
C26 C25 H25B 108.9 .
H25A C25 H25B 107.7 .
C25 C26 H26A 109.5 .
C25 C26 H26B 109.5 .
H26A C26 H26B 109.5 .
C25 C26 H26C 109.5 .
H26A C26 H26C 109.5 .
H26B C26 H26C 109.5 .
N7 C27 C28 174.8(3) .
C15 C28 N8 120.1(3) .
C15 C28 C27 118.5(2) .
N8 C28 C27 121.3(2) .
N8 C29 C30 122.7(3) .
N8 C29 H29 118.6 .
C30 C29 H29 118.6 .
C35 C30 C31 117.0(3) .
C35 C30 C29 123.6(3) .
C31 C30 C29 119.4(3) .
C32 C31 C30 121.6(3) .
C32 C31 H31 119.2 .
C30 C31 H31 119.2 .
C31 C32 C33 121.2(3) .
C31 C32 H32 119.4 .
C33 C32 H32 119.4 .
N9 C33 C32 122.0(3) .
N9 C33 C34 120.7(3) .
C32 C33 C34 117.3(3) .
C35 C34 C33 120.9(3) .
C35 C34 H34 119.6 .
C33 C34 H34 119.6 .
C34 C35 C30 121.9(3) .
C34 C35 H35 119.0 .
C30 C35 H35 119.0 .
N9 C36 C37 112.9(3) .
N9 C36 H36A 109.0 .
C37 C36 H36A 109.0 .
N9 C36 H36B 109.0 .
C37 C36 H36B 109.0 .
H36A C36 H36B 107.8 .
C36 C37 H37A 109.5 .
C36 C37 H37B 109.5 .
H37A C37 H37B 109.5 .
C36 C37 H37C 109.5 .
H37A C37 H37C 109.5 .
H37B C37 H37C 109.5 .
C39 C38 N9 104.5(4) .
C39 C38 H38A 110.9 .
N9 C38 H38A 110.9 .
C39 C38 H38B 110.9 .
N9 C38 H38B 110.9 .
H38A C38 H38B 108.9 .
C38 C39 H39A 109.5 .
C38 C39 H39B 109.5 .
H39A C39 H39B 109.5 .
C38 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
N1 C1 1.148(4) .
N2 C3 1.307(3) .
N2 C2 1.381(3) .
N3 C7 1.363(3) .
N3 C10 1.461(3) .
N3 C12 1.483(4) .
N4 C14 1.149(4) .
N5 C16 1.295(3) .
N5 C15 1.382(3) .
N6 C20 1.363(3) .
N6 C25 1.461(4) .
N6 C23 1.462(4) .
N7 C27 1.141(4) .
N8 C29 1.299(4) .
N8 C28 1.380(3) .
N9 C33 1.362(4) .
N9 C36 1.482(4) .
N9 C38 1.562(5) .
C1 C2 1.449(5) .
C2 C2 1.373(5) 2_565
C3 C4 1.435(4) .
C3 H3 0.9500 .
C4 C9 1.401(4) .
C4 C5 1.405(4) .
C5 C6 1.379(4) .
C5 H5 0.9500 .
C6 C7 1.402(4) .
C6 H6 0.9500 .
C7 C8 1.427(4) .
C8 C9 1.368(4) .
C8 H8 0.9500 .
C9 H9 0.9500 .
C10 C11 1.512(5) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C13 1.486(5) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 C15 1.446(4) .
C15 C28 1.365(4) .
C16 C17 1.434(4) .
C16 H16 0.9500 .
C17 C18 1.391(4) .
C17 C22 1.404(4) .
C18 C19 1.379(4) .
C18 H18 0.9500 .
C19 C20 1.403(4) .
C19 H19 0.9500 .
C20 C21 1.418(4) .
C21 C22 1.367(4) .
C21 H21 0.9500 .
C22 H22 0.9500 .
C23 C24 1.518(4) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 C26 1.516(4) .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 C28 1.446(4) .
C29 C30 1.431(4) .
C29 H29 0.9500 .
C30 C35 1.389(4) .
C30 C31 1.406(4) .
C31 C32 1.369(4) .
C31 H31 0.9500 .
C32 C33 1.387(4) .
C32 H32 0.9500 .
C33 C34 1.420(4) .
C34 C35 1.360(4) .
C34 H34 0.9500 .
C35 H35 0.9500 .
C36 C37 1.486(5) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 C39 1.396(6) .
C38 H38A 0.9900 .
C38 H38B 0.9900 .
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_4
C3 N2 C2 C2 -176.5(4) 2_565
C3 N2 C2 C1 6.5(5) .
C2 N2 C3 C4 179.9(3) .
N2 C3 C4 C9 2.6(5) .
N2 C3 C4 C5 -176.8(3) .
C9 C4 C5 C6 -2.0(4) .
C3 C4 C5 C6 177.4(3) .
C4 C5 C6 C7 -0.9(5) .
C10 N3 C7 C6 0.2(5) .
C12 N3 C7 C6 -177.1(3) .
C10 N3 C7 C8 -177.8(3) .
C12 N3 C7 C8 4.8(5) .
C5 C6 C7 N3 -174.2(3) .
C5 C6 C7 C8 3.9(4) .
N3 C7 C8 C9 174.0(3) .
C6 C7 C8 C9 -4.2(4) .
C7 C8 C9 C4 1.5(5) .
C5 C4 C9 C8 1.7(5) .
C3 C4 C9 C8 -177.7(3) .
C7 N3 C10 C11 -82.0(4) .
C12 N3 C10 C11 95.5(3) .
C7 N3 C12 C13 78.9(4) .
C10 N3 C12 C13 -98.5(3) .
C16 N5 C15 C28 169.5(3) .
C16 N5 C15 C14 -9.3(4) .
C15 N5 C16 C17 179.3(2) .
N5 C16 C17 C18 172.6(3) .
N5 C16 C17 C22 -8.1(4) .
C22 C17 C18 C19 0.3(4) .
C16 C17 C18 C19 179.6(3) .
C17 C18 C19 C20 -1.2(4) .
C25 N6 C20 C19 168.3(3) .
C23 N6 C20 C19 -12.2(4) .
C25 N6 C20 C21 -12.5(4) .
C23 N6 C20 C21 167.0(3) .
C18 C19 C20 N6 -179.5(3) .
C18 C19 C20 C21 1.3(4) .
N6 C20 C21 C22 -179.8(3) .
C19 C20 C21 C22 -0.6(4) .
C20 C21 C22 C17 -0.3(4) .
C18 C17 C22 C21 0.5(4) .
C16 C17 C22 C21 -178.9(3) .
C20 N6 C23 C24 88.8(3) .
C25 N6 C23 C24 -91.8(3) .
C20 N6 C25 C26 89.9(3) .
C23 N6 C25 C26 -89.5(3) .
N5 C15 C28 N8 -178.3(2) .
C14 C15 C28 N8 0.6(4) .
N5 C15 C28 C27 -1.0(4) .
C14 C15 C28 C27 177.9(3) .
C29 N8 C28 C15 174.0(3) .
C29 N8 C28 C27 -3.3(4) .
C28 N8 C29 C30 -178.5(3) .
N8 C29 C30 C35 0.2(5) .
N8 C29 C30 C31 -177.6(3) .
C35 C30 C31 C32 0.4(5) .
C29 C30 C31 C32 178.4(3) .
C30 C31 C32 C33 1.6(6) .
C36 N9 C33 C32 12.9(6) .
C38 N9 C33 C32 -154.6(4) .
C36 N9 C33 C34 -166.0(3) .
C38 N9 C33 C34 26.5(5) .
C31 C32 C33 N9 179.3(4) .
C31 C32 C33 C34 -1.8(5) .
N9 C33 C34 C35 178.9(3) .
C32 C33 C34 C35 -0.1(5) .
C33 C34 C35 C30 2.1(5) .
C31 C30 C35 C34 -2.3(5) .
C29 C30 C35 C34 179.8(3) .
C33 N9 C36 C37 -94.5(4) .
C38 N9 C36 C37 73.3(4) .
C33 N9 C38 C39 -96.8(4) .
C36 N9 C38 C39 95.3(4) .
