#------------------------------------------------------------------------------
#$Date: 2024-11-04 13:13:20 +0200 (Mon, 04 Nov 2024) $
#$Revision: 295752 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/30/1573008.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_1573008
loop_
_publ_author_name
'Mo, Xuechao'
'Chen, Guohao'
'Li, Yulan'
'Xiao, Biao'
'Chen, Xuefeng'
'Yin, Xiaojun'
'Yang, Chuluo'
_publ_section_title
;
 Enhanced chiroptical activity for narrow deep-blue emission in axial
 chiral frameworks via three-dimensional interlocking.
;
_journal_issue                   42
_journal_name_full               'Chemical science'
_journal_page_first              17663
_journal_page_last               17670
_journal_paper_doi               10.1039/d4sc05056h
_journal_volume                  15
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         '2(C54 H34 N2), C H2 Cl2'
_chemical_formula_sum            'C109 H70 Cl2 N4'
_chemical_formula_weight         1506.59
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-06-10
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-07-23 deposited with the CCDC.	2024-10-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 123.416(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   25.6752(14)
_cell_length_b                   7.7929(4)
_cell_length_c                   22.2195(18)
_cell_measurement_reflns_used    9919
_cell_measurement_temperature    170.00
_cell_measurement_theta_max      57.026
_cell_measurement_theta_min      2.997
_cell_volume                     3710.9(4)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      170.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0926
_diffrn_reflns_av_unetI/netI     0.0643
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            41935
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.331
_diffrn_reflns_theta_min         2.996
_diffrn_source_current           3.57
_diffrn_source_power             0.24954300000000001
_diffrn_source_voltage           69.9
_exptl_absorpt_coefficient_mu    0.810
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.6523
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1808 before and 0.1137 after correction.
The Ratio of minimum to maximum transmission is 0.8683.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_description       needle
_exptl_crystal_F_000             1572
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.05(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     530
_refine_ls_number_reflns         7631
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0449
_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)+(0.0571P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0995
_refine_ls_wR_factor_ref         0.1066
_reflns_Friedel_coverage         0.852
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.989
_reflns_number_gt                6083
_reflns_number_total             7631
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc05056h2.cif
_cod_data_source_block           230607_rr_bcz_bn_0602
_cod_database_code               1573008
_shelx_shelxl_version_number     2019/2
_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   0.968
_shelx_estimated_absorpt_t_min   0.868
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.95(4)
 0.05(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
3. Restrained distances
 C55-Cl1A
 1.75 with sigma of 0.02
 C55-Cl1
 1.75 with sigma of 0.02
 Cl1-C55 \\sim Cl1A-C55
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
C55 \\sim Cl1 \\sim Cl1A: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
5. Others
 Sof(Cl1A)=1-FVAR(1)
 Sof(H55C)=Sof(H55D)=0.5*(1-FVAR(2))
 Sof(H55A)=Sof(H55B)=0.5*FVAR(2)
 Sof(Cl1)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C38(H38A,H38B), C55(H55A,H55B), C55(H55C,H55D)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C13(H13), C14(H14), C15(H15),
 C16(H16), C19(H19), C20(H20), C24(H24), C25(H25), C26(H26), C27(H27), C30(H30),
  C31(H31), C34(H34), C35(H35), C36(H36), C37(H37), C40(H40), C41(H41),
 C42(H42), C43(H43), C50(H50), C51(H51), C52(H52), C53(H53), C54(H54)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -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
N1 N 0.29793(10) 0.5028(3) 0.68741(12) 0.0308(6) Uani 1 1 d . . . . .
N2 N 0.17970(10) 0.2777(3) 0.71500(11) 0.0259(5) Uani 1 1 d . . . . .
C1 C 0.11396(16) 0.2584(4) 0.41231(15) 0.0388(8) Uani 1 1 d . . . . .
H1 H 0.127419 0.197772 0.386120 0.047 Uiso 1 1 calc R U . . .
C2 C 0.05203(16) 0.2849(4) 0.38150(15) 0.0426(8) Uani 1 1 d . . . . .
H2 H 0.022699 0.245353 0.333932 0.051 Uiso 1 1 calc R U . . .
C3 C 0.03162(15) 0.3706(4) 0.42009(15) 0.0380(8) Uani 1 1 d . . . . .
H3 H -0.011722 0.390037 0.398360 0.046 Uiso 1 1 calc R U . . .
C4 C 0.07342(13) 0.4269(4) 0.48892(14) 0.0318(7) Uani 1 1 d . . . . .
H4 H 0.058330 0.481630 0.514639 0.038 Uiso 1 1 calc R U . . .
C5 C 0.13865(13) 0.4055(3) 0.52279(14) 0.0286(7) Uani 1 1 d . . . . .
C6 C 0.15938(14) 0.3192(4) 0.48298(14) 0.0309(7) Uani 1 1 d . . . . .
C7 C 0.22345(15) 0.2953(4) 0.51438(15) 0.0364(7) Uani 1 1 d . . . . .
H7 H 0.237677 0.233709 0.489173 0.044 Uiso 1 1 calc R U . . .
C8 C 0.26580(14) 0.3612(4) 0.58187(15) 0.0330(7) Uani 1 1 d . . . . .
C9 C 0.24507(13) 0.4495(3) 0.62132(13) 0.0273(6) Uani 1 1 d . . . . .
C10 C 0.18263(12) 0.4676(3) 0.59451(13) 0.0259(6) Uani 1 1 d . . . . .
C11 C 0.33313(14) 0.3607(4) 0.62633(16) 0.0377(7) Uani 1 1 d . . . . .
C12 C 0.35110(13) 0.4512(4) 0.68913(16) 0.0372(7) Uani 1 1 d . . . . .
C13 C 0.41352(14) 0.4817(5) 0.74247(18) 0.0465(9) Uani 1 1 d . . . . .
H13 H 0.425684 0.545940 0.784608 0.056 Uiso 1 1 calc R U . . .
C14 C 0.45741(16) 0.4123(5) 0.7304(2) 0.0564(11) Uani 1 1 d . . . . .
H14 H 0.500513 0.431033 0.765383 0.068 Uiso 1 1 calc R U . . .
C15 C 0.44034(17) 0.3181(5) 0.6698(2) 0.0579(10) Uani 1 1 d . . . . .
H15 H 0.471671 0.271101 0.664364 0.069 Uiso 1 1 calc R U . . .
C16 C 0.37799(16) 0.2910(5) 0.6166(2) 0.0483(9) Uani 1 1 d . . . . .
H16 H 0.366128 0.226584 0.574559 0.058 Uiso 1 1 calc R U . . .
C17 C 0.29950(13) 0.6044(4) 0.74303(15) 0.0346(7) Uani 1 1 d . . . . .
H17A H 0.263806 0.684880 0.718437 0.042 Uiso 1 1 calc R U . . .
H17B H 0.337871 0.675024 0.765837 0.042 Uiso 1 1 calc R U . . .
C18 C 0.29778(12) 0.5199(4) 0.80372(14) 0.0295(7) Uani 1 1 d . . . . .
C19 C 0.28453(14) 0.6382(4) 0.84228(16) 0.0372(7) Uani 1 1 d . . . . .
H19 H 0.275608 0.754196 0.826696 0.045 Uiso 1 1 calc R U . . .
C20 C 0.28430(14) 0.5895(4) 0.90104(16) 0.0414(8) Uani 1 1 d . . . . .
H20 H 0.275047 0.671536 0.925476 0.050 Uiso 1 1 calc R U . . .
C21 C 0.29769(13) 0.4180(4) 0.92606(15) 0.0360(7) Uani 1 1 d . . . . .
C22 C 0.31131(12) 0.2978(4) 0.88841(14) 0.0299(7) Uani 1 1 d . . . . .
C23 C 0.30969(12) 0.3511(4) 0.82551(13) 0.0260(6) Uani 1 1 d . . . . .
C24 C 0.29867(15) 0.3625(5) 0.98721(16) 0.0476(9) Uani 1 1 d . . . . .
H24 H 0.288693 0.441903 1.011845 0.057 Uiso 1 1 calc R U . . .
C25 C 0.31348(15) 0.1987(5) 1.01167(16) 0.0496(9) Uani 1 1 d . . . . .
H25 H 0.314289 0.164981 1.053256 0.059 Uiso 1 1 calc R U . . .
C26 C 0.32761(14) 0.0793(5) 0.97535(15) 0.0417(8) Uani 1 1 d . . . . .
H26 H 0.337996 -0.035326 0.992485 0.050 Uiso 1 1 calc R U . . .
C27 C 0.32651(13) 0.1274(4) 0.91525(14) 0.0335(7) Uani 1 1 d . . . . .
H27 H 0.336088 0.045120 0.891169 0.040 Uiso 1 1 calc R U . . .
C28 C 0.32290(12) 0.2180(3) 0.78697(13) 0.0248(6) Uani 1 1 d . . . . .
C29 C 0.27606(12) 0.1371(3) 0.72553(13) 0.0248(6) Uani 1 1 d . . . . .
C30 C 0.29175(13) 0.0207(4) 0.68894(14) 0.0284(6) Uani 1 1 d . . . . .
H30 H 0.259389 -0.029661 0.645076 0.034 Uiso 1 1 calc R U . . .
C31 C 0.35216(13) -0.0205(4) 0.71522(15) 0.0315(7) Uani 1 1 d . . . . .
H31 H 0.361284 -0.098181 0.689279 0.038 Uiso 1 1 calc R U . . .
C32 C 0.40151(13) 0.0509(4) 0.78062(14) 0.0306(7) Uani 1 1 d . . . . .
C33 C 0.38673(12) 0.1732(4) 0.81654(14) 0.0284(6) Uani 1 1 d . . . . .
C34 C 0.43689(13) 0.2471(4) 0.88098(15) 0.0364(7) Uani 1 1 d . . . . .
H34 H 0.428364 0.330279 0.905696 0.044 Uiso 1 1 calc R U . . .
C35 C 0.49732(14) 0.2009(5) 0.90821(16) 0.0469(9) Uani 1 1 d . . . . .
H35 H 0.530203 0.252110 0.951470 0.056 Uiso 1 1 calc R U . . .
C36 C 0.51107(14) 0.0785(5) 0.87277(17) 0.0494(9) Uani 1 1 d . . . . .
H36 H 0.553121 0.045618 0.892512 0.059 Uiso 1 1 calc R U . . .
C37 C 0.46455(14) 0.0070(5) 0.81040(16) 0.0413(8) Uani 1 1 d . . . . .
H37 H 0.474501 -0.074094 0.786284 0.050 Uiso 1 1 calc R U . . .
C38 C 0.20552(12) 0.1529(3) 0.68927(13) 0.0264(6) Uani 1 1 d . . . . .
H38A H 0.187204 0.177754 0.637647 0.032 Uiso 1 1 calc R U . . .
H38B H 0.189947 0.038559 0.691639 0.032 Uiso 1 1 calc R U . . .
C39 C 0.16300(12) 0.2345(4) 0.76304(13) 0.0276(6) Uani 1 1 d . . . . .
C40 C 0.17117(13) 0.0790(4) 0.79810(14) 0.0349(7) Uani 1 1 d . . . . .
H40 H 0.192157 -0.014601 0.792997 0.042 Uiso 1 1 calc R U . . .
C41 C 0.14725(15) 0.0667(5) 0.84089(15) 0.0425(8) Uani 1 1 d . . . . .
H41 H 0.150979 -0.038836 0.864370 0.051 Uiso 1 1 calc R U . . .
C42 C 0.11805(15) 0.2045(5) 0.85026(17) 0.0462(8) Uani 1 1 d . . . . .
H42 H 0.103072 0.192382 0.880739 0.055 Uiso 1 1 calc R U . . .
C43 C 0.11056(14) 0.3584(5) 0.81588(15) 0.0386(7) Uani 1 1 d . . . . .
H43 H 0.090526 0.452598 0.822206 0.046 Uiso 1 1 calc R U . . .
C44 C 0.13318(13) 0.3727(4) 0.77140(14) 0.0300(6) Uani 1 1 d . . . . .
C45 C 0.12940(12) 0.5078(4) 0.72467(13) 0.0280(6) Uani 1 1 d . . . . .
C46 C 0.15772(12) 0.4430(3) 0.68907(13) 0.0246(6) Uani 1 1 d . . . . .
C47 C 0.15819(12) 0.5385(3) 0.63651(13) 0.0249(6) Uani 1 1 d . . . . .
C48 C 0.12884(11) 0.7032(4) 0.61889(13) 0.0267(6) Uani 1 1 d . . . . .
C49 C 0.10012(12) 0.7672(4) 0.65401(14) 0.0283(6) Uani 1 1 d . . . . .
C50 C 0.10200(12) 0.6675(4) 0.70820(14) 0.0301(7) Uani 1 1 d . . . . .
H50 H 0.084412 0.710513 0.733237 0.036 Uiso 1 1 calc R U . . .
C51 C 0.12473(13) 0.8054(4) 0.56315(14) 0.0304(7) Uani 1 1 d . . . . .
H51 H 0.144267 0.766648 0.539691 0.036 Uiso 1 1 calc R U . . .
C52 C 0.09324(13) 0.9579(4) 0.54283(15) 0.0341(7) Uani 1 1 d . . . . .
H52 H 0.090284 1.022439 0.504792 0.041 Uiso 1 1 calc R U . . .
C53 C 0.06529(12) 1.0197(4) 0.57777(15) 0.0351(7) Uani 1 1 d . . . . .
H53 H 0.043917 1.126440 0.563604 0.042 Uiso 1 1 calc R U . . .
C54 C 0.06852(12) 0.9275(4) 0.63207(15) 0.0333(7) Uani 1 1 d . . . . .
H54 H 0.049461 0.971079 0.655396 0.040 Uiso 1 1 calc R U . . .
C55 C 0.500000 0.8014(10) 1.000000 0.099(2) Uani 1 2 d DS TU P . .
H55A H 0.474454 0.875531 0.957233 0.118 Uiso 0.257(10) 1 calc R U P A 1
H55B H 0.525546 0.875529 1.042768 0.118 Uiso 0.257(10) 1 calc R U P A 1
H55C H 0.493469 0.878084 0.960874 0.118 Uiso 0.243(10) 1 calc R U P A 2
H55D H 0.506531 0.878079 1.039127 0.118 Uiso 0.243(10) 1 calc R U P A 2
Cl1 Cl 0.4499(5) 0.6607(9) 1.0130(6) 0.101(2) Uani 0.51(2) 1 d D U P A 1
Cl1A Cl 0.4346(2) 0.7158(14) 0.9697(10) 0.136(5) Uani 0.49(2) 1 d D U P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 '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
C9 N1 C17 127.6(2) . . ?
C12 N1 C9 108.0(2) . . ?
C12 N1 C17 124.3(2) . . ?
C39 N2 C38 122.5(2) . . ?
C39 N2 C46 108.3(2) . . ?
C46 N2 C38 128.4(2) . . ?
C2 C1 H1 119.2 . . ?
C2 C1 C6 121.7(3) . . ?
C6 C1 H1 119.2 . . ?
C1 C2 H2 120.2 . . ?
C1 C2 C3 119.7(3) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.7(3) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 119.2 . . ?
C3 C4 C5 121.7(3) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 C6 117.5(2) . . ?
C4 C5 C10 121.7(3) . . ?
C6 C5 C10 120.8(3) . . ?
C1 C6 C5 118.8(3) . . ?
C7 C6 C1 121.9(3) . . ?
C7 C6 C5 119.4(2) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 C6 119.9(3) . . ?
C8 C7 H7 120.1 . . ?
C7 C8 C9 120.7(3) . . ?
C7 C8 C11 132.4(3) . . ?
C9 C8 C11 107.0(3) . . ?
N1 C9 C8 108.2(2) . . ?
C10 C9 N1 130.3(3) . . ?
C10 C9 C8 121.5(2) . . ?
C5 C10 C47 118.4(2) . . ?
C9 C10 C5 117.5(3) . . ?
C9 C10 C47 124.0(2) . . ?
C12 C11 C8 107.1(3) . . ?
C16 C11 C8 132.5(3) . . ?
C16 C11 C12 120.4(3) . . ?
C11 C12 N1 109.7(2) . . ?
C13 C12 N1 128.4(3) . . ?
C13 C12 C11 122.0(3) . . ?
C12 C13 H13 121.9 . . ?
C12 C13 C14 116.2(4) . . ?
C14 C13 H13 121.9 . . ?
C13 C14 H14 118.8 . . ?
C15 C14 C13 122.4(3) . . ?
C15 C14 H14 118.8 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.8(4) . . ?
C16 C15 H15 119.6 . . ?
C11 C16 H16 120.9 . . ?
C15 C16 C11 118.2(4) . . ?
C15 C16 H16 120.9 . . ?
N1 C17 H17A 107.0 . . ?
N1 C17 H17B 107.0 . . ?
N1 C17 C18 121.2(2) . . ?
H17A C17 H17B 106.8 . . ?
C18 C17 H17A 107.0 . . ?
C18 C17 H17B 107.0 . . ?
C19 C18 C17 112.8(3) . . ?
C23 C18 C17 128.0(3) . . ?
C23 C18 C19 119.2(3) . . ?
C18 C19 H19 119.1 . . ?
C20 C19 C18 121.7(3) . . ?
C20 C19 H19 119.1 . . ?
C19 C20 H20 119.6 . . ?
C19 C20 C21 120.7(3) . . ?
C21 C20 H20 119.6 . . ?
C20 C21 C22 118.4(3) . . ?
C24 C21 C20 122.6(3) . . ?
C24 C21 C22 118.9(3) . . ?
C21 C22 C23 119.8(3) . . ?
C27 C22 C21 118.0(3) . . ?
C27 C22 C23 122.2(3) . . ?
C18 C23 C22 120.0(3) . . ?
C18 C23 C28 122.5(3) . . ?
C22 C23 C28 117.5(2) . . ?
C21 C24 H24 119.1 . . ?
C25 C24 C21 121.7(3) . . ?
C25 C24 H24 119.1 . . ?
C24 C25 H25 120.1 . . ?
C24 C25 C26 119.8(3) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 119.8 . . ?
C27 C26 C25 120.3(3) . . ?
C27 C26 H26 119.8 . . ?
C22 C27 H27 119.4 . . ?
C26 C27 C22 121.2(3) . . ?
C26 C27 H27 119.4 . . ?
C29 C28 C23 122.3(2) . . ?
C29 C28 C33 119.7(2) . . ?
C33 C28 C23 117.9(2) . . ?
C28 C29 C30 119.5(2) . . ?
C28 C29 C38 128.3(2) . . ?
C30 C29 C38 112.2(2) . . ?
C29 C30 H30 119.3 . . ?
C31 C30 C29 121.5(2) . . ?
C31 C30 H30 119.3 . . ?
C30 C31 H31 119.6 . . ?
C30 C31 C32 120.8(3) . . ?
C32 C31 H31 119.6 . . ?
C31 C32 C33 118.4(3) . . ?
C37 C32 C31 122.2(3) . . ?
C37 C32 C33 119.4(3) . . ?
C32 C33 C28 119.8(2) . . ?
C34 C33 C28 122.5(3) . . ?
C34 C33 C32 117.7(3) . . ?
C33 C34 H34 119.4 . . ?
C35 C34 C33 121.2(3) . . ?
C35 C34 H34 119.4 . . ?
C34 C35 H35 119.8 . . ?
C34 C35 C36 120.4(3) . . ?
C36 C35 H35 119.8 . . ?
C35 C36 H36 119.9 . . ?
C37 C36 C35 120.2(3) . . ?
C37 C36 H36 119.9 . . ?
C32 C37 H37 119.4 . . ?
C36 C37 C32 121.1(3) . . ?
C36 C37 H37 119.4 . . ?
N2 C38 C29 120.6(2) . . ?
N2 C38 H38A 107.2 . . ?
N2 C38 H38B 107.2 . . ?
C29 C38 H38A 107.2 . . ?
C29 C38 H38B 107.2 . . ?
H38A C38 H38B 106.8 . . ?
C40 C39 N2 128.6(3) . . ?
C44 C39 N2 109.8(2) . . ?
C44 C39 C40 121.6(3) . . ?
C39 C40 H40 121.5 . . ?
C41 C40 C39 117.1(3) . . ?
C41 C40 H40 121.5 . . ?
C40 C41 H41 119.1 . . ?
C42 C41 C40 121.8(3) . . ?
C42 C41 H41 119.1 . . ?
C41 C42 H42 119.6 . . ?
C43 C42 C41 120.8(3) . . ?
C43 C42 H42 119.6 . . ?
C42 C43 H43 120.8 . . ?
C42 C43 C44 118.4(3) . . ?
C44 C43 H43 120.8 . . ?
C39 C44 C43 120.3(3) . . ?
C39 C44 C45 107.0(2) . . ?
C43 C44 C45 132.6(3) . . ?
C46 C45 C44 106.7(2) . . ?
C50 C45 C44 132.3(3) . . ?
C50 C45 C46 120.9(3) . . ?
N2 C46 C45 108.1(2) . . ?
C47 C46 N2 130.7(3) . . ?
C47 C46 C45 121.2(2) . . ?
C46 C47 C10 122.0(2) . . ?
C46 C47 C48 117.6(3) . . ?
C48 C47 C10 120.2(2) . . ?
C49 C48 C47 121.2(2) . . ?
C49 C48 C51 117.8(2) . . ?
C51 C48 C47 121.0(3) . . ?
C50 C49 C48 119.3(2) . . ?
C50 C49 C54 121.4(3) . . ?
C54 C49 C48 119.3(3) . . ?
C45 C50 C49 119.8(3) . . ?
C45 C50 H50 120.1 . . ?
C49 C50 H50 120.1 . . ?
C48 C51 H51 119.3 . . ?
C52 C51 C48 121.3(3) . . ?
C52 C51 H51 119.3 . . ?
C51 C52 H52 119.8 . . ?
C51 C52 C53 120.4(3) . . ?
C53 C52 H52 119.8 . . ?
C52 C53 H53 119.7 . . ?
C54 C53 C52 120.5(3) . . ?
C54 C53 H53 119.7 . . ?
C49 C54 H54 119.7 . . ?
C53 C54 C49 120.7(3) . . ?
C53 C54 H54 119.7 . . ?
H55A C55 H55B 108.6 . . ?
H55C C55 H55D 105.8 . . ?
Cl1 C55 H55A 110.4 2_657 . ?
Cl1 C55 H55A 110.4 . . ?
Cl1 C55 H55B 110.4 . . ?
Cl1 C55 H55B 110.4 2_657 . ?
Cl1 C55 Cl1 106.4(6) 2_657 . ?
Cl1A C55 H55C 104.8 2_657 . ?
Cl1A C55 H55C 104.8 . . ?
Cl1A C55 H55D 104.8 . . ?
Cl1A C55 H55D 104.8 2_657 . ?
Cl1A C55 Cl1A 129.8(9) 2_657 . ?
C55 Cl1A H55A 18.89(18) . 2_657 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C9 1.406(3) . ?
N1 C12 1.403(4) . ?
N1 C17 1.449(4) . ?
N2 C38 1.459(3) . ?
N2 C39 1.393(4) . ?
N2 C46 1.397(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.357(5) . ?
C1 C6 1.426(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.397(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.369(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.418(4) . ?
C5 C6 1.427(4) . ?
C5 C10 1.438(4) . ?
C6 C7 1.401(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.378(4) . ?
C8 C9 1.428(4) . ?
C8 C11 1.443(4) . ?
C9 C10 1.376(4) . ?
C10 C47 1.488(4) . ?
C11 C12 1.396(5) . ?
C11 C16 1.394(5) . ?
C12 C13 1.392(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.402(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.377(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(5) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.523(4) . ?
C18 C19 1.421(4) . ?
C18 C23 1.377(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.363(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.415(5) . ?
C21 C22 1.422(4) . ?
C21 C24 1.413(4) . ?
C22 C23 1.437(4) . ?
C22 C27 1.420(4) . ?
C23 C28 1.498(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.357(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.404(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.372(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.378(3) . ?
C28 C33 1.433(4) . ?
C29 C30 1.417(4) . ?
C29 C38 1.529(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.361(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.414(4) . ?
C32 C33 1.422(4) . ?
C32 C37 1.413(4) . ?
C33 C34 1.418(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.367(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.400(5) . ?
C36 H36 0.9500 . ?
C36 C37 1.354(4) . ?
C37 H37 0.9500 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.393(4) . ?
C39 C44 1.392(4) . ?
C40 H40 0.9500 . ?
C40 C41 1.390(5) . ?
C41 H41 0.9500 . ?
C41 C42 1.389(5) . ?
C42 H42 0.9500 . ?
C42 C43 1.378(5) . ?
C43 H43 0.9500 . ?
C43 C44 1.399(4) . ?
C44 C45 1.444(4) . ?
C45 C46 1.429(4) . ?
C45 C50 1.376(4) . ?
C46 C47 1.390(4) . ?
C47 C48 1.429(4) . ?
C48 C49 1.427(4) . ?
C48 C51 1.427(4) . ?
C49 C50 1.411(4) . ?
C49 C54 1.422(4) . ?
C50 H50 0.9500 . ?
C51 H51 0.9500 . ?
C51 C52 1.367(4) . ?
C52 H52 0.9500 . ?
C52 C53 1.401(4) . ?
C53 H53 0.9500 . ?
C53 C54 1.367(4) . ?
C54 H54 0.9500 . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 H55C 0.9900 . ?
C55 H55D 0.9900 . ?
C55 Cl1 1.831(6) . ?
C55 Cl1 1.831(6) 2_657 ?
C55 Cl1A 1.573(8) 2_657 ?
C55 Cl1A 1.573(8) . ?
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 C9 C10 C5 177.3(3) . . . . ?
N1 C9 C10 C47 -6.1(5) . . . . ?
N1 C12 C13 C14 179.2(3) . . . . ?
N1 C17 C18 C19 -165.7(2) . . . . ?
N1 C17 C18 C23 17.1(4) . . . . ?
N2 C39 C40 C41 -176.8(3) . . . . ?
N2 C39 C44 C43 178.4(2) . . . . ?
N2 C39 C44 C45 1.7(3) . . . . ?
N2 C46 C47 C10 2.6(4) . . . . ?
N2 C46 C47 C48 176.8(2) . . . . ?
C1 C2 C3 C4 -0.6(4) . . . . ?
C1 C6 C7 C8 177.8(3) . . . . ?
C2 C1 C6 C5 1.9(4) . . . . ?
C2 C1 C6 C7 -178.6(3) . . . . ?
C2 C3 C4 C5 2.0(4) . . . . ?
C3 C4 C5 C6 -1.4(4) . . . . ?
C3 C4 C5 C10 178.7(3) . . . . ?
C4 C5 C6 C1 -0.5(4) . . . . ?
C4 C5 C6 C7 -180.0(3) . . . . ?
C4 C5 C10 C9 -176.4(3) . . . . ?
C4 C5 C10 C47 6.8(4) . . . . ?
C5 C6 C7 C8 -2.7(4) . . . . ?
C5 C10 C47 C46 100.4(3) . . . . ?
C5 C10 C47 C48 -73.7(3) . . . . ?
C6 C1 C2 C3 -1.4(5) . . . . ?
C6 C5 C10 C9 3.7(4) . . . . ?
C6 C5 C10 C47 -173.1(2) . . . . ?
C6 C7 C8 C9 1.9(4) . . . . ?
C6 C7 C8 C11 -178.4(3) . . . . ?
C7 C8 C9 N1 -179.6(3) . . . . ?
C7 C8 C9 C10 1.9(4) . . . . ?
C7 C8 C11 C12 178.5(3) . . . . ?
C7 C8 C11 C16 -1.3(6) . . . . ?
C8 C9 C10 C5 -4.6(4) . . . . ?
C8 C9 C10 C47 172.0(3) . . . . ?
C8 C11 C12 N1 2.3(3) . . . . ?
C8 C11 C12 C13 -177.0(3) . . . . ?
C8 C11 C16 C15 178.0(3) . . . . ?
C9 N1 C12 C11 -2.0(3) . . . . ?
C9 N1 C12 C13 177.2(3) . . . . ?
C9 N1 C17 C18 89.9(3) . . . . ?
C9 C8 C11 C12 -1.8(3) . . . . ?
C9 C8 C11 C16 178.5(3) . . . . ?
C9 C10 C47 C46 -76.2(3) . . . . ?
C9 C10 C47 C48 109.8(3) . . . . ?
C10 C5 C6 C1 179.4(3) . . . . ?
C10 C5 C6 C7 -0.1(4) . . . . ?
C10 C47 C48 C49 174.3(2) . . . . ?
C10 C47 C48 C51 -2.7(3) . . . . ?
C11 C8 C9 N1 0.6(3) . . . . ?
C11 C8 C9 C10 -177.9(2) . . . . ?
C11 C12 C13 C14 -1.7(4) . . . . ?
C12 N1 C9 C8 0.8(3) . . . . ?
C12 N1 C9 C10 179.2(3) . . . . ?
C12 N1 C17 C18 -95.0(3) . . . . ?
C12 C11 C16 C15 -1.7(5) . . . . ?
C12 C13 C14 C15 -0.5(5) . . . . ?
C13 C14 C15 C16 1.5(6) . . . . ?
C14 C15 C16 C11 -0.4(5) . . . . ?
C16 C11 C12 N1 -177.9(3) . . . . ?
C16 C11 C12 C13 2.8(4) . . . . ?
C17 N1 C9 C8 176.5(3) . . . . ?
C17 N1 C9 C10 -5.2(5) . . . . ?
C17 N1 C12 C11 -177.8(3) . . . . ?
C17 N1 C12 C13 1.4(5) . . . . ?
C17 C18 C19 C20 -176.4(3) . . . . ?
C17 C18 C23 C22 174.3(2) . . . . ?
C17 C18 C23 C28 -4.1(4) . . . . ?
C18 C19 C20 C21 0.3(4) . . . . ?
C18 C23 C28 C29 -81.8(4) . . . . ?
C18 C23 C28 C33 99.2(3) . . . . ?
C19 C18 C23 C22 -2.7(4) . . . . ?
C19 C18 C23 C28 178.9(2) . . . . ?
C19 C20 C21 C22 -0.1(4) . . . . ?
C19 C20 C21 C24 179.2(3) . . . . ?
C20 C21 C22 C23 -1.5(4) . . . . ?
C20 C21 C22 C27 178.1(3) . . . . ?
C20 C21 C24 C25 -177.9(3) . . . . ?
C21 C22 C23 C18 2.9(4) . . . . ?
C21 C22 C23 C28 -178.5(2) . . . . ?
C21 C22 C27 C26 0.5(4) . . . . ?
C21 C24 C25 C26 -0.8(5) . . . . ?
C22 C21 C24 C25 1.4(4) . . . . ?
C22 C23 C28 C29 99.7(3) . . . . ?
C22 C23 C28 C33 -79.3(3) . . . . ?
C23 C18 C19 C20 1.1(4) . . . . ?
C23 C22 C27 C26 -179.9(3) . . . . ?
C23 C28 C29 C30 175.8(2) . . . . ?
C23 C28 C29 C38 -5.1(4) . . . . ?
C23 C28 C33 C32 -178.3(2) . . . . ?
C23 C28 C33 C34 1.3(4) . . . . ?
C24 C21 C22 C23 179.1(3) . . . . ?
C24 C21 C22 C27 -1.2(4) . . . . ?
C24 C25 C26 C27 0.0(5) . . . . ?
C25 C26 C27 C22 0.1(4) . . . . ?
C27 C22 C23 C18 -176.7(2) . . . . ?
C27 C22 C23 C28 1.8(4) . . . . ?
C28 C29 C30 C31 3.7(4) . . . . ?
C28 C29 C38 N2 6.4(4) . . . . ?
C28 C33 C34 C35 179.5(3) . . . . ?
C29 C28 C33 C32 2.7(4) . . . . ?
C29 C28 C33 C34 -177.7(3) . . . . ?
C29 C30 C31 C32 0.5(4) . . . . ?
C30 C29 C38 N2 -174.6(2) . . . . ?
C30 C31 C32 C33 -3.0(4) . . . . ?
C30 C31 C32 C37 178.1(3) . . . . ?
C31 C32 C33 C28 1.4(4) . . . . ?
C31 C32 C33 C34 -178.3(3) . . . . ?
C31 C32 C37 C36 179.3(3) . . . . ?
C32 C33 C34 C35 -0.9(5) . . . . ?
C33 C28 C29 C30 -5.2(4) . . . . ?
C33 C28 C29 C38 173.8(3) . . . . ?
C33 C32 C37 C36 0.4(5) . . . . ?
C33 C34 C35 C36 0.0(5) . . . . ?
C34 C35 C36 C37 1.1(6) . . . . ?
C35 C36 C37 C32 -1.3(6) . . . . ?
C37 C32 C33 C28 -179.7(3) . . . . ?
C37 C32 C33 C34 0.7(4) . . . . ?
C38 N2 C39 C40 5.0(4) . . . . ?
C38 N2 C39 C44 -173.1(2) . . . . ?
C38 N2 C46 C45 172.4(2) . . . . ?
C38 N2 C46 C47 -5.2(4) . . . . ?
C38 C29 C30 C31 -175.5(3) . . . . ?
C39 N2 C38 C29 -96.2(3) . . . . ?
C39 N2 C46 C45 3.0(3) . . . . ?
C39 N2 C46 C47 -174.6(2) . . . . ?
C39 C40 C41 C42 -1.9(4) . . . . ?
C39 C44 C45 C46 0.2(3) . . . . ?
C39 C44 C45 C50 175.9(3) . . . . ?
C40 C39 C44 C43 0.1(4) . . . . ?
C40 C39 C44 C45 -176.6(2) . . . . ?
C40 C41 C42 C43 1.4(5) . . . . ?
C41 C42 C43 C44 -0.1(5) . . . . ?
C42 C43 C44 C39 -0.6(4) . . . . ?
C42 C43 C44 C45 175.1(3) . . . . ?
C43 C44 C45 C46 -175.9(3) . . . . ?
C43 C44 C45 C50 -0.3(5) . . . . ?
C44 C39 C40 C41 1.1(4) . . . . ?
C44 C45 C46 N2 -2.0(3) . . . . ?
C44 C45 C46 C47 175.9(2) . . . . ?
C44 C45 C50 C49 -173.3(3) . . . . ?
C45 C46 C47 C10 -174.7(2) . . . . ?
C45 C46 C47 C48 -0.6(3) . . . . ?
C46 N2 C38 C29 95.8(3) . . . . ?
C46 N2 C39 C40 175.2(2) . . . . ?
C46 N2 C39 C44 -2.9(3) . . . . ?
C46 C45 C50 C49 1.8(4) . . . . ?
C46 C47 C48 C49 0.0(3) . . . . ?
C46 C47 C48 C51 -177.0(2) . . . . ?
C47 C48 C49 C50 1.4(3) . . . . ?
C47 C48 C49 C54 -176.6(2) . . . . ?
C47 C48 C51 C52 175.7(2) . . . . ?
C48 C49 C50 C45 -2.3(4) . . . . ?
C48 C49 C54 C53 0.3(4) . . . . ?
C48 C51 C52 C53 1.5(4) . . . . ?
C49 C48 C51 C52 -1.4(4) . . . . ?
C50 C45 C46 N2 -178.2(2) . . . . ?
C50 C45 C46 C47 -0.4(4) . . . . ?
C50 C49 C54 C53 -177.7(2) . . . . ?
C51 C48 C49 C50 178.5(2) . . . . ?
C51 C48 C49 C54 0.5(3) . . . . ?
C51 C52 C53 C54 -0.7(4) . . . . ?
C52 C53 C54 C49 -0.2(4) . . . . ?
C54 C49 C50 C45 175.6(2) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.95(4)
2 0.05(4)
