#------------------------------------------------------------------------------
#$Date: 2023-06-29 18:48:39 +0300 (Thu, 29 Jun 2023) $
#$Revision: 284694 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/27/2022793.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2022793
loop_
_publ_author_name
'Maharramov, Abel'
'Shikhaliyev, Namiq Q.'
'Qajar, Ayten'
'Atakishiyeva, Gulnar T.'
'Niyazova, Ayten'
'Khrustalev, Victor N.'
'Akkurt, Mehmet'
'Yıldırım, Sema Öztürk'
'Bhattarai, Ajaya'
_publ_section_title
;
 Crystal structures and Hirshfeld surface analyses of
 (E)-1-[1-(4-tert-butylphenyl)-2,2-dichloroethenyl]-2-phenyldiazene,
 (E)-1-[1-(4-tert-butylphenyl)-2,2-dichloroethenyl]-2-(4-methylphenyl)diazene,
 (E)-1-[1-(4-tert-butylphenyl)-2,2-dichloroethenyl]-2-(4-methoxyphenyl)diazene
 and
 (E)-1-[1-(4-tert-butylphenyl)-2,2-dichloroethenyl]-2-(3-methylphenyl)diazene
;
_journal_coeditor_code           WM5684
_journal_issue                   7
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_paper_doi               10.1107/S205698902300511X
_journal_volume                  79
_journal_year                    2023
_chemical_formula_iupac          'C19 H20 Cl2 N2'
_chemical_formula_moiety         'C19 H20 Cl2 N2'
_chemical_formula_sum            'C19 H20 Cl2 N2'
_chemical_formula_weight         347.27
_chemical_name_systematic
;
(E)-1-[1-(4-tert-Butylphenyl)-2,2-dichloroethenyl]-2-\
(3-methylphenyl)\diazene
;
_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_method           SHELXL-2018/3
_cell_angle_alpha                98.3970(10)
_cell_angle_beta                 96.1890(10)
_cell_angle_gamma                107.1490(10)
_cell_formula_units_Z            4
_cell_length_a                   9.8352(2)
_cell_length_b                   11.8401(2)
_cell_length_c                   16.3964(2)
_cell_measurement_reflns_used    36250
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.72
_cell_measurement_theta_min      2.74
_cell_volume                     1781.78(5)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2021)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2021)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2021)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
PLATON (Spek, 2020)
;
_computing_structure_refinement
;
SHELXL2016/6 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2016/6 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0714
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            53607
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.906
_diffrn_reflns_theta_min         2.760
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.266
_exptl_absorpt_correction_T_max  0.550
_exptl_absorpt_correction_T_min  0.328
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2021)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_description       prism
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.930
_refine_diff_density_min         -0.629
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     423
_refine_ls_number_reflns         7515
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0577
_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)+(0.1247P)²+0.6991P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1679
_refine_ls_wR_factor_ref         0.1707
_reflns_number_gt                6948
_reflns_number_total             7515
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            wm5684sup1.cif
_cod_data_source_block           IV
_cod_original_cell_volume        1781.77(5)
_cod_database_code               2022793
_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_min   0.496
_shelx_estimated_absorpt_t_max   0.591
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.61178(18) 0.35073(16) 0.16342(12) 0.0249(4) Uani d 1 . .
C C2 0.6208(2) 0.27286(17) 0.09726(12) 0.0286(4) Uani d 1 . .
C C3 0.58777(18) 0.31800(15) 0.24597(11) 0.0230(3) Uani d 1 . .
C C4 0.46666(19) 0.32673(16) 0.28085(12) 0.0265(4) Uani d 1 . .
H H4 0.393723 0.347551 0.249429 0.032 Uiso calc 1 . .
C C5 0.45226(19) 0.30530(16) 0.36066(12) 0.0265(4) Uani d 1 . .
H H5 0.369067 0.311600 0.383040 0.032 Uiso calc 1 . .
C C6 0.55770(18) 0.27437(15) 0.40967(11) 0.0239(3) Uani d 1 . .
C C7 0.67636(19) 0.26365(16) 0.37312(12) 0.0255(4) Uani d 1 . .
H H7 0.748785 0.241541 0.403958 0.031 Uiso calc 1 . .
C C8 0.69106(18) 0.28451(16) 0.29288(12) 0.0255(4) Uani d 1 . .
H H8 0.772654 0.275817 0.269671 0.031 Uiso calc 1 . .
C C9 0.5398(2) 0.25476(16) 0.49849(12) 0.0272(4) Uani d 1 . .
C C10 0.5205(2) 0.36724(18) 0.54994(13) 0.0333(4) Uani d 1 . .
H H10A 0.603703 0.437581 0.550108 0.050 Uiso calc 1 . .
H H10B 0.512989 0.355418 0.607413 0.050 Uiso calc 1 . .
H H10C 0.432478 0.380217 0.525009 0.050 Uiso calc 1 . .
C C11 0.4060(2) 0.14560(18) 0.49507(13) 0.0344(4) Uani d 1 . .
H H11A 0.320435 0.160683 0.468623 0.052 Uiso calc 1 . .
H H11B 0.394079 0.132610 0.551906 0.052 Uiso calc 1 . .
H H11C 0.418147 0.073943 0.462518 0.052 Uiso calc 1 . .
C C12 0.6708(2) 0.2312(2) 0.54356(13) 0.0343(4) Uani d 1 . .
H H12A 0.681949 0.157211 0.513836 0.051 Uiso calc 1 . .
H H12B 0.656545 0.222374 0.600823 0.051 Uiso calc 1 . .
H H12C 0.757630 0.298939 0.544841 0.051 Uiso calc 1 . .
C C13 0.67080(18) 0.66543(17) 0.20121(12) 0.0267(4) Uani d 1 . .
C C14 0.67993(19) 0.69894(17) 0.12348(12) 0.0273(4) Uani d 1 . .
H H14 0.659272 0.638881 0.074597 0.033 Uiso calc 1 . .
C C15 0.7192(2) 0.81996(18) 0.11699(13) 0.0300(4) Uani d 1 . .
C C16 0.7485(2) 0.90601(17) 0.18984(13) 0.0313(4) Uani d 1 . .
H H16 0.776188 0.988838 0.186220 0.038 Uiso calc 1 . .
C C17 0.7382(2) 0.87368(18) 0.26740(13) 0.0313(4) Uani d 1 . .
H H17 0.757830 0.933887 0.316095 0.038 Uiso calc 1 . .
C C18 0.69929(19) 0.75318(17) 0.27368(13) 0.0284(4) Uani d 1 . .
H H18 0.691972 0.730266 0.326601 0.034 Uiso calc 1 . .
C C19 0.7313(3) 0.85617(19) 0.03339(14) 0.0372(5) Uani d 1 . .
H H19A 0.681665 0.915895 0.027531 0.056 Uiso calc 1 . .
H H19B 0.686864 0.785258 -0.010902 0.056 Uiso calc 1 . .
H H19C 0.833165 0.891001 0.028971 0.056 Uiso calc 1 . .
C C20 0.91894(19) 0.62019(16) 0.82034(12) 0.0257(4) Uani d 1 . .
C C21 0.9535(2) 0.69058(16) 0.89645(12) 0.0290(4) Uani d 1 . .
C C22 0.87259(19) 0.48653(16) 0.80936(11) 0.0237(3) Uani d 1 . .
C C23 0.72883(19) 0.41702(17) 0.79251(12) 0.0278(4) Uani d 1 . .
H H23 0.656334 0.454890 0.787674 0.033 Uiso calc 1 . .
C C24 0.68937(18) 0.29242(16) 0.78259(12) 0.0261(4) Uani d 1 . .
H H24 0.589993 0.246660 0.771607 0.031 Uiso calc 1 . .
C C25 0.79213(18) 0.23299(15) 0.78837(11) 0.0228(3) Uani d 1 . .
C C26 0.93658(19) 0.30439(17) 0.80626(12) 0.0286(4) Uani d 1 . .
H H26 1.009196 0.266638 0.811020 0.034 Uiso calc 1 . .
C C27 0.97708(19) 0.42862(17) 0.81727(13) 0.0292(4) Uani d 1 . .
H H27 1.076283 0.474732 0.830261 0.035 Uiso calc 1 . .
C C28 0.75234(19) 0.09595(16) 0.77649(11) 0.0253(4) Uani d 1 . .
C C29 0.5908(2) 0.03328(16) 0.74827(13) 0.0306(4) Uani d 1 . .
H H29A 0.537672 0.059455 0.790546 0.046 Uiso calc 1 . .
H H29B 0.570431 -0.054050 0.741081 0.046 Uiso calc 1 . .
H H29C 0.560719 0.054255 0.695097 0.046 Uiso calc 1 . .
C C30 0.8320(2) 0.05048(18) 0.70974(14) 0.0341(4) Uani d 1 . .
H H30A 0.808999 0.077558 0.657793 0.051 Uiso calc 1 . .
H H30B 0.801615 -0.037641 0.699604 0.051 Uiso calc 1 . .
H H30C 0.936143 0.082550 0.729276 0.051 Uiso calc 1 . .
C C31 0.7981(2) 0.06146(18) 0.85985(14) 0.0369(5) Uani d 1 . .
H H31A 0.902082 0.099535 0.877774 0.055 Uiso calc 1 . .
H H31B 0.774929 -0.026150 0.852401 0.055 Uiso calc 1 . .
H H31C 0.746315 0.089054 0.902386 0.055 Uiso calc 1 . .
C C32 0.92807(19) 0.68230(17) 0.61640(12) 0.0254(4) Uani d 1 . .
C C33 0.90203(19) 0.61415(17) 0.53664(12) 0.0279(4) Uani d 1 . .
H H33 0.868253 0.528857 0.529137 0.034 Uiso calc 1 . .
C C34 0.9247(2) 0.66907(18) 0.46696(12) 0.0293(4) Uani d 1 . .
C C35 0.9724(2) 0.79377(18) 0.48010(13) 0.0310(4) Uani d 1 . .
H H35 0.988008 0.832852 0.433702 0.037 Uiso calc 1 . .
C C36 0.9977(2) 0.86290(18) 0.55985(13) 0.0328(4) Uani d 1 . .
H H36 1.029797 0.948185 0.567020 0.039 Uiso calc 1 . .
C C37 0.9767(2) 0.80869(17) 0.62886(12) 0.0293(4) Uani d 1 . .
H H37 0.994786 0.855806 0.683334 0.035 Uiso calc 1 . .
C C38 0.8987(3) 0.5940(2) 0.38145(13) 0.0393(5) Uani d 1 . .
H H38A 0.955999 0.538846 0.381276 0.059 Uiso calc 1 . .
H H38B 0.926960 0.646511 0.341058 0.059 Uiso calc 1 . .
H H38C 0.796204 0.547539 0.366089 0.059 Uiso calc 1 . .
Cl Cl1 0.58942(6) 0.12256(4) 0.09905(3) 0.03558(15) Uani d 1 . .
Cl Cl2 0.66274(6) 0.31202(5) 0.00425(3) 0.03661(15) Uani d 1 . .
Cl Cl3 0.93882(6) 0.63467(4) 0.98652(3) 0.03543(15) Uani d 1 . .
Cl Cl4 1.01859(6) 0.84553(4) 0.91208(3) 0.03931(16) Uani d 1 . .
N N1 0.63865(16) 0.47049(14) 0.15050(10) 0.0266(3) Uani d 1 . .
N N2 0.63619(16) 0.54441(14) 0.21407(10) 0.0260(3) Uani d 1 . .
N N3 0.93773(17) 0.68198(14) 0.75331(10) 0.0269(3) Uani d 1 . .
N N4 0.90357(16) 0.61543(14) 0.68230(10) 0.0264(3) Uani d 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 N1 . . 114.51(16) ?
C2 C1 C3 . . 123.57(16) ?
N1 C1 C3 . . 121.73(16) ?
C1 C2 Cl2 . . 124.11(15) ?
C1 C2 Cl1 . . 122.10(15) ?
Cl2 C2 Cl1 . . 113.79(11) ?
C8 C3 C4 . . 118.29(17) ?
C8 C3 C1 . . 120.08(15) ?
C4 C3 C1 . . 121.52(15) ?
C5 C4 C3 . . 120.57(16) ?
C5 C4 H4 . . 119.7 ?
C3 C4 H4 . . 119.7 ?
C4 C5 C6 . . 121.76(16) ?
C4 C5 H5 . . 119.1 ?
C6 C5 H5 . . 119.1 ?
C7 C6 C5 . . 116.83(16) ?
C7 C6 C9 . . 123.00(15) ?
C5 C6 C9 . . 120.17(16) ?
C8 C7 C6 . . 121.65(16) ?
C8 C7 H7 . . 119.2 ?
C6 C7 H7 . . 119.2 ?
C7 C8 C3 . . 120.87(16) ?
C7 C8 H8 . . 119.6 ?
C3 C8 H8 . . 119.6 ?
C6 C9 C12 . . 112.17(15) ?
C6 C9 C11 . . 109.16(15) ?
C12 C9 C11 . . 108.39(16) ?
C6 C9 C10 . . 109.85(15) ?
C12 C9 C10 . . 107.88(16) ?
C11 C9 C10 . . 109.34(16) ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C9 C11 H11A . . 109.5 ?
C9 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C9 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C9 C12 H12A . . 109.5 ?
C9 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C9 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C14 C13 C18 . . 120.31(17) ?
C14 C13 N2 . . 124.27(17) ?
C18 C13 N2 . . 115.41(17) ?
C15 C14 C13 . . 120.41(18) ?
C15 C14 H14 . . 119.8 ?
C13 C14 H14 . . 119.8 ?
C14 C15 C16 . . 118.46(18) ?
C14 C15 C19 . . 120.42(18) ?
C16 C15 C19 . . 121.12(18) ?
C17 C16 C15 . . 121.63(18) ?
C17 C16 H16 . . 119.2 ?
C15 C16 H16 . . 119.2 ?
C16 C17 C18 . . 119.78(18) ?
C16 C17 H17 . . 120.1 ?
C18 C17 H17 . . 120.1 ?
C17 C18 C13 . . 119.40(18) ?
C17 C18 H18 . . 120.3 ?
C13 C18 H18 . . 120.3 ?
C15 C19 H19A . . 109.5 ?
C15 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C15 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C21 C20 N3 . . 115.13(16) ?
C21 C20 C22 . . 121.64(16) ?
N3 C20 C22 . . 123.14(16) ?
C20 C21 Cl3 . . 123.03(15) ?
C20 C21 Cl4 . . 123.05(15) ?
Cl3 C21 Cl4 . . 113.91(11) ?
C23 C22 C27 . . 118.47(16) ?
C23 C22 C20 . . 122.24(16) ?
C27 C22 C20 . . 119.28(16) ?
C22 C23 C24 . . 120.73(16) ?
C22 C23 H23 . . 119.6 ?
C24 C23 H23 . . 119.6 ?
C23 C24 C25 . . 121.58(16) ?
C23 C24 H24 . . 119.2 ?
C25 C24 H24 . . 119.2 ?
C24 C25 C26 . . 117.00(16) ?
C24 C25 C28 . . 122.87(15) ?
C26 C25 C28 . . 120.13(15) ?
C27 C26 C25 . . 121.91(16) ?
C27 C26 H26 . . 119.0 ?
C25 C26 H26 . . 119.0 ?
C26 C27 C22 . . 120.28(16) ?
C26 C27 H27 . . 119.9 ?
C22 C27 H27 . . 119.9 ?
C29 C28 C25 . . 112.29(14) ?
C29 C28 C30 . . 107.92(15) ?
C25 C28 C30 . . 109.58(15) ?
C29 C28 C31 . . 108.82(16) ?
C25 C28 C31 . . 109.01(15) ?
C30 C28 C31 . . 109.17(16) ?
C28 C29 H29A . . 109.5 ?
C28 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C28 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C28 C30 H30A . . 109.5 ?
C28 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C28 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C28 C31 H31A . . 109.5 ?
C28 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
C28 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
C33 C32 C37 . . 120.41(17) ?
C33 C32 N4 . . 115.61(16) ?
C37 C32 N4 . . 123.98(17) ?
C32 C33 C34 . . 121.09(17) ?
C32 C33 H33 . . 119.5 ?
C34 C33 H33 . . 119.5 ?
C35 C34 C33 . . 117.91(18) ?
C35 C34 C38 . . 121.73(18) ?
C33 C34 C38 . . 120.36(18) ?
C34 C35 C36 . . 121.39(18) ?
C34 C35 H35 . . 119.3 ?
C36 C35 H35 . . 119.3 ?
C37 C36 C35 . . 120.73(18) ?
C37 C36 H36 . . 119.6 ?
C35 C36 H36 . . 119.6 ?
C36 C37 C32 . . 118.46(18) ?
C36 C37 H37 . . 120.8 ?
C32 C37 H37 . . 120.8 ?
C34 C38 H38A . . 109.5 ?
C34 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C34 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
N2 N1 C1 . . 114.26(15) ?
N1 N2 C13 . . 113.47(16) ?
N4 N3 C20 . . 114.67(16) ?
N3 N4 C32 . . 112.53(15) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.346(3) ?
C1 N1 . 1.416(2) ?
C1 C3 . 1.485(2) ?
C2 Cl2 . 1.715(2) ?
C2 Cl1 . 1.7193(19) ?
C3 C8 . 1.392(2) ?
C3 C4 . 1.400(2) ?
C4 C5 . 1.383(3) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.409(2) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.398(2) ?
C6 C9 . 1.528(2) ?
C7 C8 . 1.389(3) ?
C7 H7 . 0.9500 ?
C8 H8 . 0.9500 ?
C9 C12 . 1.533(3) ?
C9 C11 . 1.538(3) ?
C9 C10 . 1.542(3) ?
C10 H10A . 0.9800 ?
C10 H10B . 0.9800 ?
C10 H10C . 0.9800 ?
C11 H11A . 0.9800 ?
C11 H11B . 0.9800 ?
C11 H11C . 0.9800 ?
C12 H12A . 0.9800 ?
C12 H12B . 0.9800 ?
C12 H12C . 0.9800 ?
C13 C14 . 1.393(3) ?
C13 C18 . 1.402(3) ?
C13 N2 . 1.425(2) ?
C14 C15 . 1.393(3) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.395(3) ?
C15 C19 . 1.501(3) ?
C16 C17 . 1.386(3) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.386(3) ?
C17 H17 . 0.9500 ?
C18 H18 . 0.9500 ?
C19 H19A . 0.9800 ?
C19 H19B . 0.9800 ?
C19 H19C . 0.9800 ?
C20 C21 . 1.344(3) ?
C20 N3 . 1.406(2) ?
C20 C22 . 1.489(2) ?
C21 Cl3 . 1.7074(19) ?
C21 Cl4 . 1.7252(19) ?
C22 C23 . 1.384(3) ?
C22 C27 . 1.399(2) ?
C23 C24 . 1.390(3) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.394(2) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.396(3) ?
C25 C28 . 1.530(2) ?
C26 C27 . 1.384(3) ?
C26 H26 . 0.9500 ?
C27 H27 . 0.9500 ?
C28 C29 . 1.528(2) ?
C28 C30 . 1.537(3) ?
C28 C31 . 1.541(3) ?
C29 H29A . 0.9800 ?
C29 H29B . 0.9800 ?
C29 H29C . 0.9800 ?
C30 H30A . 0.9800 ?
C30 H30B . 0.9800 ?
C30 H30C . 0.9800 ?
C31 H31A . 0.9800 ?
C31 H31B . 0.9800 ?
C31 H31C . 0.9800 ?
C32 C33 . 1.387(3) ?
C32 C37 . 1.406(3) ?
C32 N4 . 1.430(2) ?
C33 C34 . 1.402(3) ?
C33 H33 . 0.9500 ?
C34 C35 . 1.387(3) ?
C34 C38 . 1.499(3) ?
C35 C36 . 1.392(3) ?
C35 H35 . 0.9500 ?
C36 C37 . 1.385(3) ?
C36 H36 . 0.9500 ?
C37 H37 . 0.9500 ?
C38 H38A . 0.9800 ?
C38 H38B . 0.9800 ?
C38 H38C . 0.9800 ?
N1 N2 . 1.267(2) ?
N3 N4 . 1.257(2) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C7 H7 Cg4 2_766 0.95 2.91 3.768(2) 151 yes
C24 H24 Cg2 2_666 0.95 2.97 3.824(2) 150 yes
C29 H29B Cg1 2_656 0.98 2.78 3.706(2) 157 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C2 Cl2 . . . . 0.6(2) ?
C3 C1 C2 Cl2 . . . . -174.56(13) ?
N1 C1 C2 Cl1 . . . . -178.98(13) ?
C3 C1 C2 Cl1 . . . . 5.9(3) ?
C2 C1 C3 C8 . . . . 64.6(2) ?
N1 C1 C3 C8 . . . . -110.21(19) ?
C2 C1 C3 C4 . . . . -119.3(2) ?
N1 C1 C3 C4 . . . . 65.9(2) ?
C8 C3 C4 C5 . . . . 1.5(3) ?
C1 C3 C4 C5 . . . . -174.67(16) ?
C3 C4 C5 C6 . . . . 0.1(3) ?
C4 C5 C6 C7 . . . . -1.4(3) ?
C4 C5 C6 C9 . . . . 178.32(16) ?
C5 C6 C7 C8 . . . . 1.1(3) ?
C9 C6 C7 C8 . . . . -178.62(16) ?
C6 C7 C8 C3 . . . . 0.5(3) ?
C4 C3 C8 C7 . . . . -1.8(3) ?
C1 C3 C8 C7 . . . . 174.42(16) ?
C7 C6 C9 C12 . . . . 4.0(2) ?
C5 C6 C9 C12 . . . . -175.72(17) ?
C7 C6 C9 C11 . . . . -116.16(19) ?
C5 C6 C9 C11 . . . . 64.1(2) ?
C7 C6 C9 C10 . . . . 123.96(18) ?
C5 C6 C9 C10 . . . . -55.7(2) ?
C18 C13 C14 C15 . . . . 0.8(3) ?
N2 C13 C14 C15 . . . . -177.87(16) ?
C13 C14 C15 C16 . . . . -0.2(3) ?
C13 C14 C15 C19 . . . . 179.04(17) ?
C14 C15 C16 C17 . . . . -0.6(3) ?
C19 C15 C16 C17 . . . . -179.74(18) ?
C15 C16 C17 C18 . . . . 0.6(3) ?
C16 C17 C18 C13 . . . . 0.0(3) ?
C14 C13 C18 C17 . . . . -0.7(3) ?
N2 C13 C18 C17 . . . . 178.04(16) ?
N3 C20 C21 Cl3 . . . . 179.92(13) ?
C22 C20 C21 Cl3 . . . . -3.5(3) ?
N3 C20 C21 Cl4 . . . . -0.8(2) ?
C22 C20 C21 Cl4 . . . . 175.73(13) ?
C21 C20 C22 C23 . . . . 97.6(2) ?
N3 C20 C22 C23 . . . . -86.1(2) ?
C21 C20 C22 C27 . . . . -81.6(2) ?
N3 C20 C22 C27 . . . . 94.7(2) ?
C27 C22 C23 C24 . . . . -0.8(3) ?
C20 C22 C23 C24 . . . . 179.97(17) ?
C22 C23 C24 C25 . . . . -0.6(3) ?
C23 C24 C25 C26 . . . . 1.3(3) ?
C23 C24 C25 C28 . . . . -179.07(17) ?
C24 C25 C26 C27 . . . . -0.5(3) ?
C28 C25 C26 C27 . . . . 179.86(17) ?
C25 C26 C27 C22 . . . . -1.0(3) ?
C23 C22 C27 C26 . . . . 1.6(3) ?
C20 C22 C27 C26 . . . . -179.16(17) ?
C24 C25 C28 C29 . . . . 6.5(2) ?
C26 C25 C28 C29 . . . . -173.87(17) ?
C24 C25 C28 C30 . . . . 126.39(19) ?
C26 C25 C28 C30 . . . . -54.0(2) ?
C24 C25 C28 C31 . . . . -114.2(2) ?
C26 C25 C28 C31 . . . . 65.5(2) ?
C37 C32 C33 C34 . . . . 0.6(3) ?
N4 C32 C33 C34 . . . . -178.73(16) ?
C32 C33 C34 C35 . . . . -0.8(3) ?
C32 C33 C34 C38 . . . . 178.83(18) ?
C33 C34 C35 C36 . . . . 0.3(3) ?
C38 C34 C35 C36 . . . . -179.32(19) ?
C34 C35 C36 C37 . . . . 0.4(3) ?
C35 C36 C37 C32 . . . . -0.5(3) ?
C33 C32 C37 C36 . . . . 0.0(3) ?
N4 C32 C37 C36 . . . . 179.35(17) ?
C2 C1 N1 N2 . . . . -177.09(16) ?
C3 C1 N1 N2 . . . . -1.8(2) ?
C1 N1 N2 C13 . . . . 176.92(14) ?
C14 C13 N2 N1 . . . . 11.6(2) ?
C18 C13 N2 N1 . . . . -167.08(15) ?
C21 C20 N3 N4 . . . . -179.22(16) ?
C22 C20 N3 N4 . . . . 4.3(2) ?
C20 N3 N4 C32 . . . . -178.50(14) ?
C33 C32 N4 N3 . . . . 175.76(15) ?
C37 C32 N4 N3 . . . . -3.6(2) ?

_cod_database_fobs_code 2022793
