#------------------------------------------------------------------------------
#$Date: 2025-10-06 09:50:59 +0300 (Mon, 06 Oct 2025) $
#$Revision: 302401 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/48/7134851.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_7134851
loop_
_publ_author_name
'Yang, Wenyan'
'Li, Lele'
'Xue, Xinlei'
'Deng, Shengyong'
'Wei, Peifa'
_publ_section_title
;
 Positional isomerism-directed formation of hydrogen-bonded organic
 frameworks with distinct single-crystal transformation pathways.
;
_journal_issue                   70
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              13113
_journal_page_last               13116
_journal_paper_doi               10.1039/d5cc03678j
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C H2 Cl2, C54 H50 N2'
_chemical_formula_sum            'C55 H52 Cl2 N2'
_chemical_formula_weight         811.88
_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     dual
_audit_creation_date             2025-07-22
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2025-07-22 deposited with the CCDC.	2025-07-28 downloaded from the CCDC.
;
_cell_angle_alpha                106.892(11)
_cell_angle_beta                 100.260(13)
_cell_angle_gamma                100.908(13)
_cell_formula_units_Z            2
_cell_length_a                   10.1271(18)
_cell_length_b                   15.252(2)
_cell_length_c                   15.567(2)
_cell_measurement_reflns_used    604
_cell_measurement_temperature    120
_cell_measurement_theta_max      66.12
_cell_measurement_theta_min      8.47
_cell_volume                     2188.5(6)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19060
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.609
_diffrn_reflns_theta_min         3.571
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.627
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4478
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_crystal_colour            'clear orangish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_description       block
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.558
_refine_diff_density_min         -0.703
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     536
_refine_ls_number_reflns         7810
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0498
_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)+(0.0611P)²+1.9251P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1243
_refine_ls_wR_factor_ref         0.1342
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6541
_reflns_number_total             7810
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5cc03678j2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7134851--7134861.cif.'
_cod_database_code               7134851
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.854
_shelx_estimated_absorpt_t_min   0.641
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C99(H99B,H99A), C18(H18A,H18B), C19(H19A,H19B), C36(H36A,H36B), C38(H38A,H38B)
1.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13),
 C15(H15), C16(H16), C22(H22), C23(H23), C25(H25), C26(H26), C30(H30), C31(H31),
  C33(H33), C34(H34), C41(H41), C42(H42), C44(H44), C45(H45), C47(H47),
 C48(H48), C49(H49), C52(H52), C53(H53), C54(H54), C55(H55)
1.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C20(H20A,H20B,H20C), C35(H35A,H35B,H35C), C39(H39A,H39B,
 H39C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_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
Cl1 Cl 0.70458(8) 0.86137(6) 0.09257(7) 0.0673(2) Uani 1 1 d . . . . .
Cl2 Cl 0.57380(7) 0.66565(5) 0.06997(5) 0.04961(18) Uani 1 1 d . . . . .
C99 C 0.5967(4) 0.7516(3) 0.0152(3) 0.0696(10) Uani 1 1 d . . . . .
H99B H 0.505104 0.760315 -0.010068 0.084 Uiso 1 1 calc R U . . .
H99A H 0.638471 0.728931 -0.037335 0.084 Uiso 1 1 calc R U . . .
N1 N 0.28348(19) 0.13865(12) 0.16054(12) 0.0294(4) Uani 1 1 d . . . . .
N2 N 0.07117(17) 0.70450(12) 0.54455(12) 0.0241(4) Uani 1 1 d . . . . .
C1 C 1.1569(2) 0.43631(18) 0.04196(16) 0.0353(5) Uani 1 1 d . . . . .
H1 H 1.223170 0.424259 0.006825 0.042 Uiso 1 1 calc R U . . .
C2 C 1.1762(2) 0.52448(17) 0.10396(17) 0.0344(5) Uani 1 1 d . . . . .
H2 H 1.256865 0.573071 0.113418 0.041 Uiso 1 1 calc R U . . .
C3 C 1.0754(2) 0.54302(16) 0.15404(15) 0.0293(5) Uani 1 1 d . . . . .
H3 H 1.089983 0.604542 0.197450 0.035 Uiso 1 1 calc R U . . .
C4 C 0.9570(2) 0.47503(15) 0.14203(14) 0.0240(4) Uani 1 1 d . . . . .
C5 C 0.9374(2) 0.38120(15) 0.07954(13) 0.0255(4) Uani 1 1 d . . . . .
C6 C 1.0397(2) 0.36263(16) 0.02925(14) 0.0293(5) Uani 1 1 d . . . . .
C7 C 1.0227(3) 0.26939(18) -0.03105(15) 0.0385(6) Uani 1 1 d . . . . .
H7 H 1.089621 0.256920 -0.065495 0.046 Uiso 1 1 calc R U . . .
C8 C 0.9134(3) 0.19769(18) -0.04076(16) 0.0432(6) Uani 1 1 d . . . . .
H8 H 0.904503 0.135747 -0.081530 0.052 Uiso 1 1 calc R U . . .
C9 C 0.8126(3) 0.21476(17) 0.00954(16) 0.0381(6) Uani 1 1 d . . . . .
H9 H 0.736530 0.164122 0.003092 0.046 Uiso 1 1 calc R U . . .
C10 C 0.8241(2) 0.30420(15) 0.06770(14) 0.0294(5) Uani 1 1 d . . . . .
H10 H 0.755064 0.314900 0.100720 0.035 Uiso 1 1 calc R U . . .
C11 C 0.8538(2) 0.50171(13) 0.19549(13) 0.0222(4) Uani 1 1 d . . . . .
C12 C 0.8991(2) 0.54849(14) 0.29130(14) 0.0230(4) Uani 1 1 d . . . . .
H12 H 0.993999 0.560032 0.321590 0.028 Uiso 1 1 calc R U . . .
C13 C 0.8074(2) 0.57813(14) 0.34243(13) 0.0224(4) Uani 1 1 d . . . . .
H13 H 0.840773 0.610496 0.407272 0.027 Uiso 1 1 calc R U . . .
C14 C 0.6669(2) 0.56157(13) 0.30095(13) 0.0199(4) Uani 1 1 d . . . . .
C15 C 0.6217(2) 0.51540(14) 0.20509(13) 0.0220(4) Uani 1 1 d . . . . .
H15 H 0.526726 0.503690 0.174880 0.026 Uiso 1 1 calc R U . . .
C16 C 0.7140(2) 0.48649(14) 0.15360(13) 0.0236(4) Uani 1 1 d . . . . .
H16 H 0.681128 0.455717 0.088492 0.028 Uiso 1 1 calc R U . . .
C17 C 0.4710(4) 0.0677(2) 0.1105(2) 0.0605(9) Uani 1 1 d . . . . .
H17A H 0.415502 0.043237 0.046214 0.091 Uiso 1 1 calc R U . . .
H17B H 0.525217 0.023305 0.121186 0.091 Uiso 1 1 calc R U . . .
H17C H 0.534101 0.129459 0.122080 0.091 Uiso 1 1 calc R U . . .
C18 C 0.3753(3) 0.07869(16) 0.17579(16) 0.0337(5) Uani 1 1 d . . . . .
H18A H 0.318221 0.015199 0.167810 0.040 Uiso 1 1 calc R U . . .
H18B H 0.432436 0.106164 0.240491 0.040 Uiso 1 1 calc R U . . .
C19 C 0.1408(2) 0.08994(15) 0.10956(15) 0.0323(5) Uani 1 1 d . . . . .
H19A H 0.140006 0.030382 0.061821 0.039 Uiso 1 1 calc R U . . .
H19B H 0.102590 0.130176 0.077213 0.039 Uiso 1 1 calc R U . . .
C20 C 0.0472(3) 0.06652(18) 0.17053(18) 0.0427(6) Uani 1 1 d . . . . .
H20A H -0.047188 0.034285 0.132190 0.064 Uiso 1 1 calc R U . . .
H20B H 0.045990 0.125202 0.217329 0.064 Uiso 1 1 calc R U . . .
H20C H 0.082595 0.025006 0.201338 0.064 Uiso 1 1 calc R U . . .
C21 C 0.3223(2) 0.23524(14) 0.20779(13) 0.0220(4) Uani 1 1 d . . . . .
C22 C 0.4589(2) 0.28196(14) 0.26017(13) 0.0223(4) Uani 1 1 d . . . . .
H22 H 0.526175 0.246510 0.263288 0.027 Uiso 1 1 calc R U . . .
C23 C 0.4973(2) 0.37853(14) 0.30729(13) 0.0218(4) Uani 1 1 d . . . . .
H23 H 0.590301 0.407402 0.342693 0.026 Uiso 1 1 calc R U . . .
C24 C 0.40423(19) 0.43507(13) 0.30469(13) 0.0201(4) Uani 1 1 d . . . . .
C25 C 0.2678(2) 0.38832(14) 0.25349(13) 0.0208(4) Uani 1 1 d . . . . .
H25 H 0.200724 0.424042 0.251377 0.025 Uiso 1 1 calc R U . . .
C26 C 0.2273(2) 0.29170(14) 0.20577(13) 0.0225(4) Uani 1 1 d . . . . .
H26 H 0.133888 0.262994 0.171060 0.027 Uiso 1 1 calc R U . . .
C27 C 0.44659(19) 0.53907(13) 0.35458(12) 0.0198(4) Uani 1 1 d . . . . .
C28 C 0.5712(2) 0.59481(13) 0.35857(13) 0.0203(4) Uani 1 1 d . . . . .
C29 C 0.34587(19) 0.58065(13) 0.40165(13) 0.0202(4) Uani 1 1 d . . . . .
C30 C 0.3136(2) 0.66318(14) 0.39372(14) 0.0232(4) Uani 1 1 d . . . . .
H30 H 0.353214 0.691810 0.354414 0.028 Uiso 1 1 calc R U . . .
C31 C 0.2260(2) 0.70491(14) 0.44097(14) 0.0238(4) Uani 1 1 d . . . . .
H31 H 0.207330 0.761438 0.433687 0.029 Uiso 1 1 calc R U . . .
C32 C 0.16355(19) 0.66514(14) 0.49991(13) 0.0208(4) Uani 1 1 d . . . . .
C33 C 0.19493(19) 0.58155(13) 0.50745(13) 0.0204(4) Uani 1 1 d . . . . .
H33 H 0.155769 0.552757 0.546808 0.024 Uiso 1 1 calc R U . . .
C34 C 0.28210(19) 0.53994(13) 0.45857(13) 0.0207(4) Uani 1 1 d . . . . .
H34 H 0.298863 0.482311 0.463934 0.025 Uiso 1 1 calc R U . . .
C35 C 0.1798(3) 0.87851(18) 0.6054(3) 0.0540(8) Uani 1 1 d . . . . .
H35A H 0.265069 0.864119 0.590514 0.081 Uiso 1 1 calc R U . . .
H35B H 0.184592 0.886402 0.670764 0.081 Uiso 1 1 calc R U . . .
H35C H 0.169993 0.937186 0.594161 0.081 Uiso 1 1 calc R U . . .
C36 C 0.0556(2) 0.79757(17) 0.54469(19) 0.0373(5) Uani 1 1 d . . . . .
H36A H -0.028033 0.808142 0.566500 0.045 Uiso 1 1 calc R U . . .
H36B H 0.040430 0.798356 0.480343 0.045 Uiso 1 1 calc R U . . .
C38 C 0.0155(2) 0.66764(14) 0.61070(14) 0.0250(4) Uani 1 1 d . . . . .
H38A H -0.011439 0.597547 0.584539 0.030 Uiso 1 1 calc R U . . .
H38B H -0.069853 0.688597 0.617785 0.030 Uiso 1 1 calc R U . . .
C39 C 0.1130(3) 0.69718(18) 0.70603(16) 0.0376(5) Uani 1 1 d . . . . .
H39A H 0.197058 0.675366 0.700425 0.056 Uiso 1 1 calc R U . . .
H39B H 0.066756 0.668860 0.745394 0.056 Uiso 1 1 calc R U . . .
H39C H 0.138040 0.766400 0.733882 0.056 Uiso 1 1 calc R U . . .
C40 C 0.62448(19) 0.69527(13) 0.42201(13) 0.0196(4) Uani 1 1 d . . . . .
C41 C 0.6777(2) 0.76616(14) 0.38826(13) 0.0233(4) Uani 1 1 d . . . . .
H41 H 0.680116 0.749783 0.324933 0.028 Uiso 1 1 calc R U . . .
C42 C 0.7272(2) 0.85997(14) 0.44533(14) 0.0246(4) Uani 1 1 d . . . . .
H42 H 0.761882 0.906870 0.420296 0.030 Uiso 1 1 calc R U . . .
C43 C 0.7270(2) 0.88668(14) 0.53881(13) 0.0226(4) Uani 1 1 d . . . . .
C44 C 0.6764(2) 0.81545(14) 0.57326(13) 0.0220(4) Uani 1 1 d . . . . .
H44 H 0.676093 0.831616 0.636931 0.026 Uiso 1 1 calc R U . . .
C45 C 0.62682(19) 0.72164(14) 0.51602(13) 0.0214(4) Uani 1 1 d . . . . .
H45 H 0.593840 0.674494 0.541236 0.026 Uiso 1 1 calc R U . . .
C46 C 0.7883(2) 0.98740(14) 0.60039(14) 0.0247(4) Uani 1 1 d . . . . .
C47 C 0.9260(2) 1.02844(15) 0.61061(15) 0.0300(5) Uani 1 1 d . . . . .
H47 H 0.978399 0.992954 0.576218 0.036 Uiso 1 1 calc R U . . .
C48 C 0.9912(2) 1.12152(16) 0.67063(16) 0.0340(5) Uani 1 1 d . . . . .
H48 H 1.086040 1.148339 0.675471 0.041 Uiso 1 1 calc R U . . .
C49 C 0.9188(2) 1.17352(15) 0.72200(15) 0.0316(5) Uani 1 1 d . . . . .
H49 H 0.963963 1.235657 0.763803 0.038 Uiso 1 1 calc R U . . .
C50 C 0.7774(2) 1.13517(14) 0.71305(14) 0.0269(4) Uani 1 1 d . . . . .
C51 C 0.7090(2) 1.04146(14) 0.65115(14) 0.0251(4) Uani 1 1 d . . . . .
C52 C 0.5655(2) 1.00660(15) 0.64124(15) 0.0299(5) Uani 1 1 d . . . . .
H52 H 0.517690 0.945565 0.598075 0.036 Uiso 1 1 calc R U . . .
C53 C 0.4944(2) 1.06012(17) 0.69344(18) 0.0375(5) Uani 1 1 d . . . . .
H53 H 0.398391 1.035177 0.686950 0.045 Uiso 1 1 calc R U . . .
C54 C 0.5624(3) 1.15147(17) 0.75635(17) 0.0382(6) Uani 1 1 d . . . . .
H54 H 0.512652 1.187533 0.792697 0.046 Uiso 1 1 calc R U . . .
C55 C 0.6994(2) 1.18823(16) 0.76522(16) 0.0321(5) Uani 1 1 d . . . . .
H55 H 0.743787 1.250491 0.807014 0.039 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 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'
Cl Cl 0.3639 0.7018 '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'
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
Cl1 C99 H99B 109.3 . . ?
Cl1 C99 H99A 109.3 . . ?
Cl2 C99 Cl1 111.7(2) . . ?
Cl2 C99 H99B 109.3 . . ?
Cl2 C99 H99A 109.3 . . ?
H99B C99 H99A 107.9 . . ?
C19 N1 C18 116.29(17) . . ?
C21 N1 C18 121.14(18) . . ?
C21 N1 C19 121.30(18) . . ?
C32 N2 C36 119.82(17) . . ?
C32 N2 C38 121.20(17) . . ?
C38 N2 C36 117.15(17) . . ?
C2 C1 H1 119.6 . . ?
C2 C1 C6 120.9(2) . . ?
C6 C1 H1 119.6 . . ?
C1 C2 H2 120.3 . . ?
C1 C2 C3 119.5(2) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.1(2) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 C5 119.09(19) . . ?
C3 C4 C11 118.55(18) . . ?
C5 C4 C11 122.37(18) . . ?
C6 C5 C4 118.6(2) . . ?
C10 C5 C4 123.39(19) . . ?
C10 C5 C6 117.96(19) . . ?
C1 C6 C5 119.8(2) . . ?
C1 C6 C7 121.3(2) . . ?
C7 C6 C5 118.9(2) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 C6 121.6(2) . . ?
C8 C7 H7 119.2 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.1(2) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.2(2) . . ?
C10 C9 H9 119.9 . . ?
C5 C10 H10 119.4 . . ?
C9 C10 C5 121.2(2) . . ?
C9 C10 H10 119.4 . . ?
C12 C11 C4 119.19(18) . . ?
C16 C11 C4 122.86(17) . . ?
C16 C11 C12 117.87(18) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.74(18) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 H13 119.2 . . ?
C12 C13 C14 121.52(18) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C15 117.78(18) . . ?
C13 C14 C28 119.88(17) . . ?
C15 C14 C28 122.32(17) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.73(18) . . ?
C16 C15 H15 119.6 . . ?
C11 C16 H16 119.3 . . ?
C15 C16 C11 121.35(18) . . ?
C15 C16 H16 119.3 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
N1 C18 C17 113.4(2) . . ?
N1 C18 H18A 108.9 . . ?
N1 C18 H18B 108.9 . . ?
C17 C18 H18A 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
N1 C19 H19A 108.9 . . ?
N1 C19 H19B 108.9 . . ?
N1 C19 C20 113.54(19) . . ?
H19A C19 H19B 107.7 . . ?
C20 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N1 C21 C22 121.47(18) . . ?
N1 C21 C26 121.88(18) . . ?
C22 C21 C26 116.65(18) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 C21 121.31(18) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 H23 118.8 . . ?
C22 C23 C24 122.36(18) . . ?
C24 C23 H23 118.8 . . ?
C23 C24 C25 116.29(18) . . ?
C23 C24 C27 122.10(17) . . ?
C25 C24 C27 121.60(18) . . ?
C24 C25 H25 118.9 . . ?
C26 C25 C24 122.22(18) . . ?
C26 C25 H25 118.9 . . ?
C21 C26 H26 119.4 . . ?
C25 C26 C21 121.15(18) . . ?
C25 C26 H26 119.4 . . ?
C24 C27 C29 116.72(16) . . ?
C28 C27 C24 122.59(17) . . ?
C28 C27 C29 120.68(17) . . ?
C27 C28 C14 123.50(17) . . ?
C27 C28 C40 122.51(17) . . ?
C40 C28 C14 113.99(16) . . ?
C30 C29 C27 121.97(17) . . ?
C30 C29 C34 116.62(18) . . ?
C34 C29 C27 121.38(18) . . ?
C29 C30 H30 118.8 . . ?
C31 C30 C29 122.33(19) . . ?
C31 C30 H30 118.8 . . ?
C30 C31 H31 119.4 . . ?
C30 C31 C32 121.24(19) . . ?
C32 C31 H31 119.4 . . ?
N2 C32 C31 121.50(18) . . ?
N2 C32 C33 121.86(18) . . ?
C33 C32 C31 116.57(18) . . ?
C32 C33 H33 119.3 . . ?
C34 C33 C32 121.41(18) . . ?
C34 C33 H33 119.3 . . ?
C29 C34 H34 119.1 . . ?
C33 C34 C29 121.79(18) . . ?
C33 C34 H34 119.1 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
N2 C36 C35 113.7(2) . . ?
N2 C36 H36A 108.8 . . ?
N2 C36 H36B 108.8 . . ?
C35 C36 H36A 108.8 . . ?
C35 C36 H36B 108.8 . . ?
H36A C36 H36B 107.7 . . ?
N2 C38 H38A 108.4 . . ?
N2 C38 H38B 108.4 . . ?
N2 C38 C39 115.42(18) . . ?
H38A C38 H38B 107.5 . . ?
C39 C38 H38A 108.4 . . ?
C39 C38 H38B 108.4 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C41 C40 C28 119.99(17) . . ?
C41 C40 C45 117.68(17) . . ?
C45 C40 C28 122.31(17) . . ?
C40 C41 H41 119.4 . . ?
C42 C41 C40 121.27(18) . . ?
C42 C41 H41 119.4 . . ?
C41 C42 H42 119.5 . . ?
C41 C42 C43 121.10(19) . . ?
C43 C42 H42 119.5 . . ?
C42 C43 C44 117.74(18) . . ?
C42 C43 C46 120.23(18) . . ?
C44 C43 C46 121.89(17) . . ?
C43 C44 H44 119.5 . . ?
C45 C44 C43 121.06(18) . . ?
C45 C44 H44 119.5 . . ?
C40 C45 H45 119.4 . . ?
C44 C45 C40 121.12(18) . . ?
C44 C45 H45 119.4 . . ?
C47 C46 C43 119.05(19) . . ?
C47 C46 C51 119.03(19) . . ?
C51 C46 C43 121.89(18) . . ?
C46 C47 H47 119.1 . . ?
C46 C47 C48 121.8(2) . . ?
C48 C47 H47 119.1 . . ?
C47 C48 H48 119.9 . . ?
C49 C48 C47 120.3(2) . . ?
C49 C48 H48 119.9 . . ?
C48 C49 H49 120.0 . . ?
C48 C49 C50 120.1(2) . . ?
C50 C49 H49 120.0 . . ?
C49 C50 C51 120.4(2) . . ?
C49 C50 C55 121.14(19) . . ?
C55 C50 C51 118.5(2) . . ?
C50 C51 C46 118.47(19) . . ?
C52 C51 C46 122.74(19) . . ?
C52 C51 C50 118.78(19) . . ?
C51 C52 H52 119.7 . . ?
C53 C52 C51 120.7(2) . . ?
C53 C52 H52 119.7 . . ?
C52 C53 H53 119.7 . . ?
C52 C53 C54 120.6(2) . . ?
C54 C53 H53 119.7 . . ?
C53 C54 H54 120.0 . . ?
C55 C54 C53 120.1(2) . . ?
C55 C54 H54 120.0 . . ?
C50 C55 H55 119.4 . . ?
C54 C55 C50 121.3(2) . . ?
C54 C55 H55 119.4 . . ?
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 C99 1.765(4) . ?
Cl2 C99 1.762(3) . ?
C99 H99B 0.9900 . ?
C99 H99A 0.9900 . ?
N1 C18 1.458(3) . ?
N1 C19 1.453(3) . ?
N1 C21 1.383(3) . ?
N2 C32 1.386(3) . ?
N2 C36 1.457(3) . ?
N2 C38 1.455(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.363(3) . ?
C1 C6 1.412(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.413(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.373(3) . ?
C4 C5 1.431(3) . ?
C4 C11 1.492(3) . ?
C5 C6 1.427(3) . ?
C5 C10 1.421(3) . ?
C6 C7 1.417(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.353(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.410(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.371(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.399(3) . ?
C11 C16 1.394(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.384(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.395(3) . ?
C14 C15 1.399(3) . ?
C14 C28 1.494(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(3) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 C18 1.521(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.522(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.405(3) . ?
C21 C26 1.409(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.395(3) . ?
C24 C25 1.399(3) . ?
C24 C27 1.487(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.385(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.361(3) . ?
C27 C29 1.490(3) . ?
C28 C40 1.494(3) . ?
C29 C30 1.392(3) . ?
C29 C34 1.400(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.381(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.412(3) . ?
C32 C33 1.403(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.390(3) . ?
C34 H34 0.9500 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C35 C36 1.521(4) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38 C39 1.517(3) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.395(3) . ?
C40 C45 1.395(3) . ?
C41 H41 0.9500 . ?
C41 C42 1.385(3) . ?
C42 H42 0.9500 . ?
C42 C43 1.393(3) . ?
C43 C44 1.399(3) . ?
C43 C46 1.495(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.386(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.377(3) . ?
C46 C51 1.431(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.407(3) . ?
C48 H48 0.9500 . ?
C48 C49 1.367(3) . ?
C49 H49 0.9500 . ?
C49 C50 1.405(3) . ?
C50 C51 1.428(3) . ?
C50 C55 1.424(3) . ?
C51 C52 1.414(3) . ?
C52 H52 0.9500 . ?
C52 C53 1.375(3) . ?
C53 H53 0.9500 . ?
C53 C54 1.407(4) . ?
C54 H54 0.9500 . ?
C54 C55 1.360(4) . ?
C55 H55 0.9500 . ?
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
N1 C21 C22 C23 179.97(18) . . . . ?
N1 C21 C26 C25 179.99(18) . . . . ?
N2 C32 C33 C34 176.59(17) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C1 C6 C7 C8 177.4(2) . . . . ?
C2 C1 C6 C5 2.1(3) . . . . ?
C2 C1 C6 C7 -176.3(2) . . . . ?
C2 C3 C4 C5 2.6(3) . . . . ?
C2 C3 C4 C11 -177.9(2) . . . . ?
C3 C4 C5 C6 -2.3(3) . . . . ?
C3 C4 C5 C10 174.9(2) . . . . ?
C3 C4 C11 C12 -50.2(3) . . . . ?
C3 C4 C11 C16 126.4(2) . . . . ?
C4 C5 C6 C1 0.0(3) . . . . ?
C4 C5 C6 C7 178.49(19) . . . . ?
C4 C5 C10 C9 -177.5(2) . . . . ?
C4 C11 C12 C13 177.05(18) . . . . ?
C4 C11 C16 C15 -177.58(18) . . . . ?
C5 C4 C11 C12 129.3(2) . . . . ?
C5 C4 C11 C16 -54.1(3) . . . . ?
C5 C6 C7 C8 -1.1(3) . . . . ?
C6 C1 C2 C3 -1.9(3) . . . . ?
C6 C5 C10 C9 -0.3(3) . . . . ?
C6 C7 C8 C9 0.2(4) . . . . ?
C7 C8 C9 C10 0.7(4) . . . . ?
C8 C9 C10 C5 -0.6(3) . . . . ?
C10 C5 C6 C1 -177.37(19) . . . . ?
C10 C5 C6 C7 1.1(3) . . . . ?
C11 C4 C5 C6 178.23(18) . . . . ?
C11 C4 C5 C10 -4.5(3) . . . . ?
C11 C12 C13 C14 0.8(3) . . . . ?
C12 C11 C16 C15 -0.9(3) . . . . ?
C12 C13 C14 C15 -1.2(3) . . . . ?
C12 C13 C14 C28 -179.93(18) . . . . ?
C13 C14 C15 C16 0.6(3) . . . . ?
C13 C14 C28 C27 -131.7(2) . . . . ?
C13 C14 C28 C40 48.0(2) . . . . ?
C14 C15 C16 C11 0.5(3) . . . . ?
C14 C28 C40 C41 48.0(2) . . . . ?
C14 C28 C40 C45 -130.28(19) . . . . ?
C15 C14 C28 C27 49.7(3) . . . . ?
C15 C14 C28 C40 -130.62(19) . . . . ?
C16 C11 C12 C13 0.3(3) . . . . ?
C18 N1 C19 C20 86.2(2) . . . . ?
C18 N1 C21 C22 10.8(3) . . . . ?
C18 N1 C21 C26 -169.35(19) . . . . ?
C19 N1 C18 C17 101.8(3) . . . . ?
C19 N1 C21 C22 177.44(19) . . . . ?
C19 N1 C21 C26 -2.7(3) . . . . ?
C21 N1 C18 C17 -90.9(3) . . . . ?
C21 N1 C19 C20 -81.1(3) . . . . ?
C21 C22 C23 C24 -0.9(3) . . . . ?
C22 C21 C26 C25 -0.1(3) . . . . ?
C22 C23 C24 C25 1.6(3) . . . . ?
C22 C23 C24 C27 -179.24(18) . . . . ?
C23 C24 C25 C26 -1.7(3) . . . . ?
C23 C24 C27 C28 39.8(3) . . . . ?
C23 C24 C27 C29 -139.72(19) . . . . ?
C24 C25 C26 C21 1.0(3) . . . . ?
C24 C27 C28 C14 10.9(3) . . . . ?
C24 C27 C28 C40 -168.80(18) . . . . ?
C24 C27 C29 C30 -134.07(19) . . . . ?
C24 C27 C29 C34 47.9(2) . . . . ?
C25 C24 C27 C28 -141.1(2) . . . . ?
C25 C24 C27 C29 39.3(3) . . . . ?
C26 C21 C22 C23 0.1(3) . . . . ?
C27 C24 C25 C26 179.20(17) . . . . ?
C27 C28 C40 C41 -132.3(2) . . . . ?
C27 C28 C40 C45 49.4(3) . . . . ?
C27 C29 C30 C31 -176.53(18) . . . . ?
C27 C29 C34 C33 175.80(17) . . . . ?
C28 C14 C15 C16 179.23(18) . . . . ?
C28 C27 C29 C30 46.4(3) . . . . ?
C28 C27 C29 C34 -131.6(2) . . . . ?
C28 C40 C41 C42 179.66(18) . . . . ?
C28 C40 C45 C44 -179.78(18) . . . . ?
C29 C27 C28 C14 -169.65(17) . . . . ?
C29 C27 C28 C40 10.7(3) . . . . ?
C29 C30 C31 C32 -0.4(3) . . . . ?
C30 C29 C34 C33 -2.3(3) . . . . ?
C30 C31 C32 N2 -177.34(18) . . . . ?
C30 C31 C32 C33 -0.2(3) . . . . ?
C31 C32 C33 C34 -0.6(3) . . . . ?
C32 N2 C36 C35 -71.3(3) . . . . ?
C32 N2 C38 C39 77.7(2) . . . . ?
C32 C33 C34 C29 1.9(3) . . . . ?
C34 C29 C30 C31 1.6(3) . . . . ?
C36 N2 C32 C31 -11.0(3) . . . . ?
C36 N2 C32 C33 171.97(19) . . . . ?
C36 N2 C38 C39 -86.9(2) . . . . ?
C38 N2 C32 C31 -175.18(17) . . . . ?
C38 N2 C32 C33 7.8(3) . . . . ?
C38 N2 C36 C35 93.5(2) . . . . ?
C40 C41 C42 C43 0.7(3) . . . . ?
C41 C40 C45 C44 1.9(3) . . . . ?
C41 C42 C43 C44 0.6(3) . . . . ?
C41 C42 C43 C46 176.50(19) . . . . ?
C42 C43 C44 C45 -0.7(3) . . . . ?
C42 C43 C46 C47 -59.4(3) . . . . ?
C42 C43 C46 C51 122.5(2) . . . . ?
C43 C44 C45 C40 -0.6(3) . . . . ?
C43 C46 C47 C48 -177.2(2) . . . . ?
C43 C46 C51 C50 176.01(18) . . . . ?
C43 C46 C51 C52 -5.2(3) . . . . ?
C44 C43 C46 C47 116.3(2) . . . . ?
C44 C43 C46 C51 -61.8(3) . . . . ?
C45 C40 C41 C42 -2.0(3) . . . . ?
C46 C43 C44 C45 -176.50(19) . . . . ?
C46 C47 C48 C49 1.1(4) . . . . ?
C46 C51 C52 C53 178.2(2) . . . . ?
C47 C46 C51 C50 -2.1(3) . . . . ?
C47 C46 C51 C52 176.7(2) . . . . ?
C47 C48 C49 C50 -1.9(4) . . . . ?
C48 C49 C50 C51 0.7(3) . . . . ?
C48 C49 C50 C55 -179.5(2) . . . . ?
C49 C50 C51 C46 1.3(3) . . . . ?
C49 C50 C51 C52 -177.6(2) . . . . ?
C49 C50 C55 C54 179.7(2) . . . . ?
C50 C51 C52 C53 -3.0(3) . . . . ?
C51 C46 C47 C48 1.0(3) . . . . ?
C51 C50 C55 C54 -0.5(3) . . . . ?
C51 C52 C53 C54 1.3(4) . . . . ?
C52 C53 C54 C55 0.9(4) . . . . ?
C53 C54 C55 C50 -1.3(4) . . . . ?
C55 C50 C51 C46 -178.56(19) . . . . ?
C55 C50 C51 C52 2.6(3) . . . . ?
