#------------------------------------------------------------------------------
#$Date: 2025-10-06 09:50:59 +0300 (Mon, 06 Oct 2025) $
#$Revision: 302401 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/48/7134852.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_7134852
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 H Cl3, C54 H50 N2'
_chemical_formula_sum            'C55 H51 Cl3 N2'
_chemical_formula_weight         846.32
_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
_audit_creation_date             2025-07-25
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2025-07-25 deposited with the CCDC.	2025-07-28 downloaded from the CCDC.
;
_cell_angle_alpha                107.880(2)
_cell_angle_beta                 102.522(2)
_cell_angle_gamma                99.296(2)
_cell_formula_units_Z            2
_cell_length_a                   10.0040(2)
_cell_length_b                   15.3041(2)
_cell_length_c                   16.1113(3)
_cell_measurement_reflns_used    15773
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.7530
_cell_measurement_theta_min      2.9900
_cell_volume                     2221.55(8)
_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      293.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            31186
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.064
_diffrn_reflns_theta_min         3.005
_exptl_absorpt_coefficient_mu    2.165
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71699
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_description       block
_exptl_crystal_F_000             892
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     545
_refine_ls_number_reflns         9070
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0513
_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)+(0.0702P)²+1.1560P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1376
_refine_ls_wR_factor_ref         0.1419
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8046
_reflns_number_total             9070
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5cc03678j2.cif
_cod_data_source_block           1121-6ywy_auto
_cod_depositor_comments
'Adding full bibliography for 7134851--7134861.cif.'
_cod_original_cell_volume        2221.55(7)
_cod_database_code               7134852
_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   0.813
_shelx_estimated_absorpt_t_min   0.563
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C1(H1)
1.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C28(H28A,H28B), C53(H53A,H53B), C54(H54A,H54B)
1.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13), C15(H15),
 C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C24(H24), C25(H25), C31(H31),
  C32(H32), C34(H34), C35(H35), C37(H37), C38(H38), C39(H39), C41(H41),
 C42(H42), C43(H43), C44(H44), C47(H47), C48(H48), C50(H50), C51(H51)
1.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C29(H29A,H29B,H29C), C52(H52A,H52B,H52C), C55(H55A,H55B,
 H55C)
;
_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 0.29479(8) 0.13028(5) 0.86812(5) 0.0710(2) Uani 1 1 d . . . . .
Cl2 Cl 0.39796(7) 0.27344(4) 1.04717(4) 0.05700(16) Uani 1 1 d . . . . .
Cl3 Cl 0.38754(9) 0.32647(5) 0.88948(5) 0.0688(2) Uani 1 1 d . . . . .
C1 C 0.4147(2) 0.23910(15) 0.93678(16) 0.0463(5) Uani 1 1 d . . . . .
H1 H 0.510708 0.231456 0.939451 0.056 Uiso 1 1 calc R U . . .
N1 N 0.92452(16) 0.28920(10) 0.44999(11) 0.0342(3) Uani 1 1 d . . . . .
N2 N 0.72407(17) 0.86148(10) 0.82570(11) 0.0381(4) Uani 1 1 d . . . . .
C2 C 0.55694(18) 0.45930(11) 0.64086(12) 0.0292(3) Uani 1 1 d . . . . .
C3 C 0.43189(18) 0.40484(11) 0.63643(12) 0.0295(3) Uani 1 1 d . . . . .
C4 C 0.37544(17) 0.30410(11) 0.57355(12) 0.0289(3) Uani 1 1 d . . . . .
C5 C 0.3229(2) 0.23462(12) 0.60560(13) 0.0357(4) Uani 1 1 d . . . . .
H5 H 0.322782 0.251864 0.666192 0.043 Uiso 1 1 calc R U . . .
C6 C 0.2710(2) 0.14075(13) 0.54931(13) 0.0389(4) Uani 1 1 d . . . . .
H6 H 0.238060 0.096035 0.573015 0.047 Uiso 1 1 calc R U . . .
C7 C 0.2670(2) 0.11191(12) 0.45814(13) 0.0352(4) Uani 1 1 d . . . . .
C8 C 0.3173(2) 0.18177(12) 0.42492(12) 0.0340(4) Uani 1 1 d . . . . .
H8 H 0.315480 0.164536 0.364007 0.041 Uiso 1 1 calc R U . . .
C9 C 0.36945(18) 0.27586(12) 0.48137(12) 0.0307(3) Uani 1 1 d . . . . .
H9 H 0.400939 0.320875 0.457599 0.037 Uiso 1 1 calc R U . . .
C10 C 0.2005(2) 0.01116(13) 0.39814(13) 0.0377(4) Uani 1 1 d . . . . .
C11 C 0.0631(2) -0.02887(14) 0.38882(15) 0.0430(4) Uani 1 1 d . . . . .
H11 H 0.014222 0.007166 0.423026 0.052 Uiso 1 1 calc R U . . .
C12 C -0.0080(2) -0.12178(14) 0.33013(16) 0.0474(5) Uani 1 1 d . . . . .
H12 H -0.101951 -0.145912 0.325423 0.057 Uiso 1 1 calc R U . . .
C13 C 0.0628(2) -0.17620(15) 0.28007(15) 0.0471(5) Uani 1 1 d . . . . .
H13 H 0.016034 -0.237133 0.239845 0.057 Uiso 1 1 calc R U . . .
C14 C 0.2070(2) -0.14028(12) 0.28915(13) 0.0370(4) Uani 1 1 d . . . . .
C15 C 0.2829(3) -0.19680(15) 0.24052(15) 0.0472(5) Uani 1 1 d . . . . .
H15 H 0.236871 -0.258035 0.200736 0.057 Uiso 1 1 calc R U . . .
C16 C 0.4213(3) -0.16354(16) 0.25075(17) 0.0524(5) Uani 1 1 d . . . . .
H16 H 0.469917 -0.201605 0.218257 0.063 Uiso 1 1 calc R U . . .
C17 C 0.4913(2) -0.07112(16) 0.31075(17) 0.0500(5) Uani 1 1 d . . . . .
H17 H 0.586618 -0.048932 0.317467 0.060 Uiso 1 1 calc R U . . .
C18 C 0.4239(2) -0.01295(15) 0.35943(15) 0.0432(4) Uani 1 1 d . . . . .
H18 H 0.473124 0.047717 0.399171 0.052 Uiso 1 1 calc R U . . .
C19 C 0.2768(2) -0.04603(13) 0.34890(13) 0.0374(4) Uani 1 1 d . . . . .
C20 C 0.65678(17) 0.41702(11) 0.59432(12) 0.0289(3) Uani 1 1 d . . . . .
C21 C 0.68954(19) 0.33277(12) 0.59893(12) 0.0326(4) Uani 1 1 d . . . . .
H21 H 0.652303 0.304509 0.635200 0.039 Uiso 1 1 calc R U . . .
C22 C 0.77534(19) 0.29030(12) 0.55137(13) 0.0332(4) Uani 1 1 d . . . . .
H22 H 0.793526 0.233939 0.555772 0.040 Uiso 1 1 calc R U . . .
C23 C 0.83589(17) 0.33068(12) 0.49628(12) 0.0297(3) Uani 1 1 d . . . . .
C24 C 0.80617(18) 0.41651(12) 0.49354(12) 0.0296(3) Uani 1 1 d . . . . .
H24 H 0.844969 0.445860 0.458520 0.036 Uiso 1 1 calc R U . . .
C25 C 0.72021(18) 0.45837(11) 0.54193(12) 0.0297(3) Uani 1 1 d . . . . .
H25 H 0.704294 0.515840 0.539406 0.036 Uiso 1 1 calc R U . . .
C26 C 0.8020(3) 0.11781(16) 0.3783(3) 0.0729(9) Uani 1 1 d . . . . .
H26A H 0.791201 0.116203 0.317120 0.109 Uiso 1 1 calc R U . . .
H26B H 0.720819 0.132451 0.396788 0.109 Uiso 1 1 calc R U . . .
H26C H 0.810822 0.057156 0.381059 0.109 Uiso 1 1 calc R U . . .
C27 C 0.9339(2) 0.19328(14) 0.44152(18) 0.0477(5) Uani 1 1 d . . . . .
H27A H 0.951238 0.188372 0.501347 0.057 Uiso 1 1 calc R U . . .
H27B H 1.013996 0.180962 0.419124 0.057 Uiso 1 1 calc R U . . .
C28 C 0.98261(19) 0.32919(13) 0.39074(13) 0.0361(4) Uani 1 1 d . . . . .
H28A H 1.066019 0.306587 0.383388 0.043 Uiso 1 1 calc R U . . .
H28B H 1.012624 0.397476 0.420594 0.043 Uiso 1 1 calc R U . . .
C29 C 0.8833(2) 0.30654(16) 0.29705(15) 0.0483(5) Uani 1 1 d . . . . .
H29A H 0.929553 0.337684 0.263798 0.072 Uiso 1 1 calc R U . . .
H29B H 0.799855 0.328274 0.303116 0.072 Uiso 1 1 calc R U . . .
H29C H 0.857556 0.239336 0.264968 0.072 Uiso 1 1 calc R U . . .
C30 C 0.33939(18) 0.43946(11) 0.69408(12) 0.0290(3) Uani 1 1 d . . . . .
C31 C 0.19425(19) 0.42194(12) 0.65517(12) 0.0331(4) Uani 1 1 d . . . . .
H31 H 0.156130 0.389179 0.592974 0.040 Uiso 1 1 calc R U . . .
C32 C 0.10581(19) 0.45240(12) 0.70736(13) 0.0336(4) Uani 1 1 d . . . . .
H32 H 0.009765 0.440732 0.679494 0.040 Uiso 1 1 calc R U . . .
C33 C 0.15874(19) 0.50022(11) 0.80092(12) 0.0315(4) Uani 1 1 d . . . . .
C34 C 0.30309(19) 0.51600(12) 0.84034(12) 0.0322(4) Uani 1 1 d . . . . .
H34 H 0.340470 0.546741 0.902874 0.039 Uiso 1 1 calc R U . . .
C35 C 0.39206(19) 0.48673(12) 0.78809(12) 0.0311(4) Uani 1 1 d . . . . .
H35 H 0.488149 0.498743 0.816010 0.037 Uiso 1 1 calc R U . . .
C36 C 0.0594(2) 0.52785(12) 0.85533(13) 0.0335(4) Uani 1 1 d . . . . .
C37 C -0.0595(2) 0.46084(13) 0.84382(15) 0.0408(4) Uani 1 1 d . . . . .
H37 H -0.076030 0.400326 0.801413 0.049 Uiso 1 1 calc R U . . .
C38 C -0.1567(2) 0.48056(16) 0.89378(17) 0.0472(5) Uani 1 1 d . . . . .
H38 H -0.235265 0.433285 0.884877 0.057 Uiso 1 1 calc R U . . .
C39 C -0.1359(2) 0.56911(16) 0.95535(15) 0.0461(5) Uani 1 1 d . . . . .
H39 H -0.199119 0.581693 0.989507 0.055 Uiso 1 1 calc R U . . .
C40 C -0.0191(2) 0.64171(14) 0.96754(13) 0.0398(4) Uani 1 1 d . . . . .
C41 C 0.0003(3) 0.73540(16) 1.02789(14) 0.0494(5) Uani 1 1 d . . . . .
H41 H -0.063247 0.748528 1.061695 0.059 Uiso 1 1 calc R U . . .
C42 C 0.1095(3) 0.80612(16) 1.03723(16) 0.0542(6) Uani 1 1 d . . . . .
H42 H 0.120157 0.867018 1.077250 0.065 Uiso 1 1 calc R U . . .
C43 C 0.2069(2) 0.78814(14) 0.98686(15) 0.0485(5) Uani 1 1 d . . . . .
H43 H 0.280672 0.837357 0.992955 0.058 Uiso 1 1 calc R U . . .
C44 C 0.1936(2) 0.69819(13) 0.92871(13) 0.0397(4) Uani 1 1 d . . . . .
H44 H 0.259256 0.686901 0.896227 0.048 Uiso 1 1 calc R U . . .
C45 C 0.0810(2) 0.62222(13) 0.91755(12) 0.0346(4) Uani 1 1 d . . . . .
C46 C 0.60011(18) 0.56363(11) 0.68945(11) 0.0287(3) Uani 1 1 d . . . . .
C47 C 0.50447(18) 0.62027(12) 0.68579(12) 0.0305(3) Uani 1 1 d . . . . .
H47 H 0.410708 0.591636 0.652399 0.037 Uiso 1 1 calc R U . . .
C48 C 0.54394(19) 0.71746(12) 0.73000(13) 0.0323(4) Uani 1 1 d . . . . .
H48 H 0.476526 0.752417 0.725718 0.039 Uiso 1 1 calc R U . . .
C49 C 0.68424(19) 0.76422(12) 0.78127(12) 0.0308(4) Uani 1 1 d . . . . .
C50 C 0.78155(19) 0.70770(12) 0.78421(12) 0.0324(4) Uani 1 1 d . . . . .
H50 H 0.875620 0.736139 0.816985 0.039 Uiso 1 1 calc R U . . .
C51 C 0.74010(18) 0.61044(12) 0.73924(12) 0.0307(3) Uani 1 1 d . . . . .
H51 H 0.807433 0.575271 0.742272 0.037 Uiso 1 1 calc R U . . .
C52 C 0.5417(3) 0.9326(2) 0.8856(2) 0.0668(7) Uani 1 1 d . . . . .
H52A H 0.480180 0.872570 0.874337 0.100 Uiso 1 1 calc R U . . .
H52B H 0.486474 0.977290 0.879871 0.100 Uiso 1 1 calc R U . . .
H52C H 0.604897 0.955169 0.946021 0.100 Uiso 1 1 calc R U . . .
C53 C 0.6264(2) 0.92102(13) 0.81725(15) 0.0440(5) Uani 1 1 d . . . . .
H53A H 0.561508 0.894063 0.756453 0.053 Uiso 1 1 calc R U . . .
H53B H 0.679386 0.983131 0.824416 0.053 Uiso 1 1 calc R U . . .
C54 C 0.8666(2) 0.90905(13) 0.88393(14) 0.0450(5) Uani 1 1 d . . . . .
H54A H 0.902515 0.867766 0.913589 0.054 Uiso 1 1 calc R U . . .
H54B H 0.863822 0.965804 0.930886 0.054 Uiso 1 1 calc R U . . .
C55 C 0.9666(3) 0.93601(17) 0.8327(2) 0.0609(6) Uani 1 1 d . . . . .
H55A H 0.971614 0.880008 0.787023 0.091 Uiso 1 1 calc R U . . .
H55B H 1.058917 0.967072 0.874345 0.091 Uiso 1 1 calc R U . . .
H55C H 0.932937 0.978081 0.804344 0.091 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 C1 Cl3 110.28(13) . . ?
Cl1 C1 H1 108.5 . . ?
Cl2 C1 Cl1 110.53(12) . . ?
Cl2 C1 Cl3 110.55(12) . . ?
Cl2 C1 H1 108.5 . . ?
Cl3 C1 H1 108.5 . . ?
C23 N1 C27 120.26(15) . . ?
C23 N1 C28 121.16(15) . . ?
C28 N1 C27 116.89(15) . . ?
C49 N2 C53 122.19(16) . . ?
C49 N2 C54 121.24(16) . . ?
C54 N2 C53 116.57(15) . . ?
C3 C2 C20 121.13(15) . . ?
C3 C2 C46 122.63(15) . . ?
C46 C2 C20 116.21(14) . . ?
C2 C3 C4 122.72(15) . . ?
C2 C3 C30 123.42(15) . . ?
C30 C3 C4 113.85(14) . . ?
C5 C4 C3 120.12(15) . . ?
C5 C4 C9 117.52(15) . . ?
C9 C4 C3 122.35(15) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.48(17) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 119.3 . . ?
C5 C6 C7 121.31(17) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 C8 117.55(16) . . ?
C6 C7 C10 119.60(17) . . ?
C8 C7 C10 122.68(17) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 C7 121.14(17) . . ?
C9 C8 H8 119.4 . . ?
C4 C9 H9 119.5 . . ?
C8 C9 C4 120.97(16) . . ?
C8 C9 H9 119.5 . . ?
C11 C10 C7 120.42(18) . . ?
C11 C10 C19 117.96(18) . . ?
C19 C10 C7 121.62(17) . . ?
C10 C11 H11 118.3 . . ?
C10 C11 C12 123.35(19) . . ?
C12 C11 H11 118.3 . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.1(2) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.38(19) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C19 119.50(18) . . ?
C15 C14 C13 121.05(18) . . ?
C15 C14 C19 119.45(19) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.2(2) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.6(2) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.0 . . ?
C18 C17 C16 122.1(2) . . ?
C18 C17 H17 119.0 . . ?
C17 C18 H18 120.3 . . ?
C17 C18 C19 119.4(2) . . ?
C19 C18 H18 120.3 . . ?
C10 C19 C18 122.15(17) . . ?
C14 C19 C10 119.60(18) . . ?
C14 C19 C18 118.23(18) . . ?
C21 C20 C2 121.98(15) . . ?
C25 C20 C2 121.53(15) . . ?
C25 C20 C21 116.48(15) . . ?
C20 C21 H21 118.9 . . ?
C22 C21 C20 122.12(16) . . ?
C22 C21 H21 118.9 . . ?
C21 C22 H22 119.4 . . ?
C21 C22 C23 121.29(16) . . ?
C23 C22 H22 119.4 . . ?
N1 C23 C22 121.37(15) . . ?
N1 C23 C24 121.96(16) . . ?
C24 C23 C22 116.63(15) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.35(16) . . ?
C25 C24 H24 119.3 . . ?
C20 C25 H25 119.0 . . ?
C24 C25 C20 122.07(16) . . ?
C24 C25 H25 119.0 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C27 C26 H26C 109.5 . . ?
N1 C27 C26 113.75(19) . . ?
N1 C27 H27A 108.8 . . ?
N1 C27 H27B 108.8 . . ?
C26 C27 H27A 108.8 . . ?
C26 C27 H27B 108.8 . . ?
H27A C27 H27B 107.7 . . ?
N1 C28 H28A 108.4 . . ?
N1 C28 H28B 108.4 . . ?
N1 C28 C29 115.50(16) . . ?
H28A C28 H28B 107.5 . . ?
C29 C28 H28A 108.4 . . ?
C29 C28 H28B 108.4 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C3 120.20(15) . . ?
C31 C30 C35 117.59(16) . . ?
C35 C30 C3 122.16(16) . . ?
C30 C31 H31 119.3 . . ?
C32 C31 C30 121.34(17) . . ?
C32 C31 H31 119.3 . . ?
C31 C32 H32 119.5 . . ?
C31 C32 C33 120.94(17) . . ?
C33 C32 H32 119.5 . . ?
C32 C33 C34 117.90(16) . . ?
C32 C33 C36 119.35(16) . . ?
C34 C33 C36 122.67(16) . . ?
C33 C34 H34 119.4 . . ?
C35 C34 C33 121.25(16) . . ?
C35 C34 H34 119.4 . . ?
C30 C35 H35 119.5 . . ?
C34 C35 C30 120.95(16) . . ?
C34 C35 H35 119.5 . . ?
C37 C36 C33 118.82(16) . . ?
C37 C36 C45 118.64(17) . . ?
C45 C36 C33 122.52(16) . . ?
C36 C37 H37 118.8 . . ?
C36 C37 C38 122.36(19) . . ?
C38 C37 H37 118.8 . . ?
C37 C38 H38 120.1 . . ?
C39 C38 C37 119.9(2) . . ?
C39 C38 H38 120.1 . . ?
C38 C39 H39 119.8 . . ?
C38 C39 C40 120.35(19) . . ?
C40 C39 H39 119.8 . . ?
C39 C40 C41 121.08(19) . . ?
C39 C40 C45 120.17(18) . . ?
C41 C40 C45 118.7(2) . . ?
C40 C41 H41 119.4 . . ?
C42 C41 C40 121.2(2) . . ?
C42 C41 H41 119.4 . . ?
C41 C42 H42 119.8 . . ?
C41 C42 C43 120.49(19) . . ?
C43 C42 H42 119.8 . . ?
C42 C43 H43 119.9 . . ?
C44 C43 C42 120.3(2) . . ?
C44 C43 H43 119.9 . . ?
C43 C44 H44 119.6 . . ?
C43 C44 C45 120.8(2) . . ?
C45 C44 H44 119.6 . . ?
C40 C45 C36 118.51(18) . . ?
C44 C45 C36 123.01(17) . . ?
C44 C45 C40 118.42(17) . . ?
C47 C46 C2 122.01(15) . . ?
C47 C46 C51 116.44(15) . . ?
C51 C46 C2 121.53(15) . . ?
C46 C47 H47 118.8 . . ?
C48 C47 C46 122.42(16) . . ?
C48 C47 H47 118.8 . . ?
C47 C48 H48 119.5 . . ?
C47 C48 C49 121.07(16) . . ?
C49 C48 H48 119.5 . . ?
N2 C49 C48 121.22(16) . . ?
N2 C49 C50 121.98(16) . . ?
C48 C49 C50 116.80(15) . . ?
C49 C50 H50 119.3 . . ?
C51 C50 C49 121.30(16) . . ?
C51 C50 H50 119.3 . . ?
C46 C51 H51 119.0 . . ?
C50 C51 C46 121.96(16) . . ?
C50 C51 H51 119.0 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C53 C52 H52A 109.5 . . ?
C53 C52 H52B 109.5 . . ?
C53 C52 H52C 109.5 . . ?
N2 C53 C52 114.10(19) . . ?
N2 C53 H53A 108.7 . . ?
N2 C53 H53B 108.7 . . ?
C52 C53 H53A 108.7 . . ?
C52 C53 H53B 108.7 . . ?
H53A C53 H53B 107.6 . . ?
N2 C54 H54A 109.0 . . ?
N2 C54 H54B 109.0 . . ?
N2 C54 C55 113.00(19) . . ?
H54A C54 H54B 107.8 . . ?
C55 C54 H54A 109.0 . . ?
C55 C54 H54B 109.0 . . ?
C54 C55 H55A 109.5 . . ?
C54 C55 H55B 109.5 . . ?
C54 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
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
Cl1 C1 1.756(2) . ?
Cl2 C1 1.747(2) . ?
Cl3 C1 1.759(2) . ?
C1 H1 0.9800 . ?
N1 C23 1.387(2) . ?
N1 C27 1.452(2) . ?
N1 C28 1.452(2) . ?
N2 C49 1.385(2) . ?
N2 C53 1.452(3) . ?
N2 C54 1.452(3) . ?
C2 C3 1.361(2) . ?
C2 C20 1.488(2) . ?
C2 C46 1.487(2) . ?
C3 C4 1.495(2) . ?
C3 C30 1.493(2) . ?
C4 C5 1.396(2) . ?
C4 C9 1.398(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.382(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.387(3) . ?
C7 C8 1.406(3) . ?
C7 C10 1.493(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.386(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.367(3) . ?
C10 C19 1.425(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.406(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.368(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.416(3) . ?
C14 C15 1.412(3) . ?
C14 C19 1.423(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.350(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.404(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.362(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.432(3) . ?
C20 C21 1.400(2) . ?
C20 C25 1.395(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.381(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.409(3) . ?
C23 C24 1.404(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.386(2) . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C26 C27 1.521(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.518(3) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.396(3) . ?
C30 C35 1.397(2) . ?
C31 H31 0.9300 . ?
C31 C32 1.387(2) . ?
C32 H32 0.9300 . ?
C32 C33 1.393(3) . ?
C33 C34 1.394(3) . ?
C33 C36 1.490(2) . ?
C34 H34 0.9300 . ?
C34 C35 1.387(2) . ?
C35 H35 0.9300 . ?
C36 C37 1.376(3) . ?
C36 C45 1.433(2) . ?
C37 H37 0.9300 . ?
C37 C38 1.404(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.363(3) . ?
C39 H39 0.9300 . ?
C39 C40 1.409(3) . ?
C40 C41 1.418(3) . ?
C40 C45 1.427(3) . ?
C41 H41 0.9300 . ?
C41 C42 1.355(4) . ?
C42 H42 0.9300 . ?
C42 C43 1.406(4) . ?
C43 H43 0.9300 . ?
C43 C44 1.373(3) . ?
C44 H44 0.9300 . ?
C44 C45 1.420(3) . ?
C46 C47 1.395(2) . ?
C46 C51 1.398(2) . ?
C47 H47 0.9300 . ?
C47 C48 1.383(2) . ?
C48 H48 0.9300 . ?
C48 C49 1.405(3) . ?
C49 C50 1.405(3) . ?
C50 H50 0.9300 . ?
C50 C51 1.386(2) . ?
C51 H51 0.9300 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C52 C53 1.515(3) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
C54 C55 1.512(4) . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C55 H55C 0.9600 . ?
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 C23 C24 C25 -178.38(16) . . . . ?
N2 C49 C50 C51 -179.88(17) . . . . ?
C2 C3 C4 C5 133.23(19) . . . . ?
C2 C3 C4 C9 -48.4(3) . . . . ?
C2 C3 C30 C31 133.84(19) . . . . ?
C2 C3 C30 C35 -48.6(3) . . . . ?
C2 C20 C21 C22 175.97(16) . . . . ?
C2 C20 C25 C24 -175.76(16) . . . . ?
C2 C46 C47 C48 -179.33(16) . . . . ?
C2 C46 C51 C50 179.53(16) . . . . ?
C3 C2 C20 C21 -44.9(3) . . . . ?
C3 C2 C20 C25 133.61(18) . . . . ?
C3 C2 C46 C47 -39.8(3) . . . . ?
C3 C2 C46 C51 142.01(18) . . . . ?
C3 C4 C5 C6 -179.49(18) . . . . ?
C3 C4 C9 C8 179.61(16) . . . . ?
C3 C30 C31 C32 179.28(16) . . . . ?
C3 C30 C35 C34 -178.34(15) . . . . ?
C4 C3 C30 C31 -46.7(2) . . . . ?
C4 C3 C30 C35 130.84(17) . . . . ?
C4 C5 C6 C7 -1.0(3) . . . . ?
C5 C4 C9 C8 -2.0(3) . . . . ?
C5 C6 C7 C8 -0.2(3) . . . . ?
C5 C6 C7 C10 -175.55(19) . . . . ?
C6 C7 C8 C9 0.3(3) . . . . ?
C6 C7 C10 C11 57.4(3) . . . . ?
C6 C7 C10 C19 -122.8(2) . . . . ?
C7 C8 C9 C4 0.8(3) . . . . ?
C7 C10 C11 C12 176.8(2) . . . . ?
C7 C10 C19 C14 -176.98(17) . . . . ?
C7 C10 C19 C18 5.0(3) . . . . ?
C8 C7 C10 C11 -117.7(2) . . . . ?
C8 C7 C10 C19 62.2(3) . . . . ?
C9 C4 C5 C6 2.1(3) . . . . ?
C10 C7 C8 C9 175.46(17) . . . . ?
C10 C11 C12 C13 0.7(4) . . . . ?
C11 C10 C19 C14 2.9(3) . . . . ?
C11 C10 C19 C18 -175.1(2) . . . . ?
C11 C12 C13 C14 1.7(4) . . . . ?
C12 C13 C14 C15 177.6(2) . . . . ?
C12 C13 C14 C19 -1.8(3) . . . . ?
C13 C14 C15 C16 -178.3(2) . . . . ?
C13 C14 C19 C10 -0.5(3) . . . . ?
C13 C14 C19 C18 177.54(19) . . . . ?
C14 C15 C16 C17 0.0(4) . . . . ?
C15 C14 C19 C10 -179.93(19) . . . . ?
C15 C14 C19 C18 -1.9(3) . . . . ?
C15 C16 C17 C18 -0.2(4) . . . . ?
C16 C17 C18 C19 -0.7(4) . . . . ?
C17 C18 C19 C10 179.7(2) . . . . ?
C17 C18 C19 C14 1.7(3) . . . . ?
C19 C10 C11 C12 -3.0(3) . . . . ?
C19 C14 C15 C16 1.0(3) . . . . ?
C20 C2 C3 C4 -10.3(3) . . . . ?
C20 C2 C3 C30 169.07(16) . . . . ?
C20 C2 C46 C47 138.43(17) . . . . ?
C20 C2 C46 C51 -39.7(2) . . . . ?
C20 C21 C22 C23 0.8(3) . . . . ?
C21 C20 C25 C24 2.8(3) . . . . ?
C21 C22 C23 N1 178.60(17) . . . . ?
C21 C22 C23 C24 0.9(3) . . . . ?
C22 C23 C24 C25 -0.7(2) . . . . ?
C23 N1 C27 C26 70.6(3) . . . . ?
C23 N1 C28 C29 -79.3(2) . . . . ?
C23 C24 C25 C20 -1.2(3) . . . . ?
C25 C20 C21 C22 -2.6(3) . . . . ?
C27 N1 C23 C22 13.0(3) . . . . ?
C27 N1 C23 C24 -169.43(18) . . . . ?
C27 N1 C28 C29 85.9(2) . . . . ?
C28 N1 C23 C22 177.77(16) . . . . ?
C28 N1 C23 C24 -4.7(3) . . . . ?
C28 N1 C27 C26 -94.8(2) . . . . ?
C30 C3 C4 C5 -46.2(2) . . . . ?
C30 C3 C4 C9 132.13(17) . . . . ?
C30 C31 C32 C33 -1.1(3) . . . . ?
C31 C30 C35 C34 -0.7(2) . . . . ?
C31 C32 C33 C34 -0.3(3) . . . . ?
C31 C32 C33 C36 -177.15(16) . . . . ?
C32 C33 C34 C35 1.2(3) . . . . ?
C32 C33 C36 C37 49.1(3) . . . . ?
C32 C33 C36 C45 -129.25(19) . . . . ?
C33 C34 C35 C30 -0.7(3) . . . . ?
C33 C36 C37 C38 178.62(19) . . . . ?
C33 C36 C45 C40 -179.23(17) . . . . ?
C33 C36 C45 C44 3.7(3) . . . . ?
C34 C33 C36 C37 -127.6(2) . . . . ?
C34 C33 C36 C45 54.1(3) . . . . ?
C35 C30 C31 C32 1.6(3) . . . . ?
C36 C33 C34 C35 177.93(16) . . . . ?
C36 C37 C38 C39 1.0(3) . . . . ?
C37 C36 C45 C40 2.4(3) . . . . ?
C37 C36 C45 C44 -174.64(19) . . . . ?
C37 C38 C39 C40 1.6(3) . . . . ?
C38 C39 C40 C41 176.7(2) . . . . ?
C38 C39 C40 C45 -2.0(3) . . . . ?
C39 C40 C41 C42 -177.5(2) . . . . ?
C39 C40 C45 C36 0.0(3) . . . . ?
C39 C40 C45 C44 177.20(19) . . . . ?
C40 C41 C42 C43 0.0(3) . . . . ?
C41 C40 C45 C36 -178.79(18) . . . . ?
C41 C40 C45 C44 -1.6(3) . . . . ?
C41 C42 C43 C44 -1.1(3) . . . . ?
C42 C43 C44 C45 0.7(3) . . . . ?
C43 C44 C45 C36 177.66(19) . . . . ?
C43 C44 C45 C40 0.6(3) . . . . ?
C45 C36 C37 C38 -3.0(3) . . . . ?
C45 C40 C41 C42 1.3(3) . . . . ?
C46 C2 C3 C4 167.86(16) . . . . ?
C46 C2 C3 C30 -12.7(3) . . . . ?
C46 C2 C20 C21 136.83(17) . . . . ?
C46 C2 C20 C25 -44.7(2) . . . . ?
C46 C47 C48 C49 0.1(3) . . . . ?
C47 C46 C51 C50 1.3(3) . . . . ?
C47 C48 C49 N2 -179.92(17) . . . . ?
C47 C48 C49 C50 0.8(3) . . . . ?
C48 C49 C50 C51 -0.6(3) . . . . ?
C49 N2 C53 C52 88.0(2) . . . . ?
C49 N2 C54 C55 87.7(2) . . . . ?
C49 C50 C51 C46 -0.5(3) . . . . ?
C51 C46 C47 C48 -1.1(3) . . . . ?
C53 N2 C49 C48 -4.0(3) . . . . ?
C53 N2 C49 C50 175.20(18) . . . . ?
C53 N2 C54 C55 -92.7(2) . . . . ?
C54 N2 C49 C48 175.56(18) . . . . ?
C54 N2 C49 C50 -5.2(3) . . . . ?
C54 N2 C53 C52 -91.6(2) . . . . ?
