#------------------------------------------------------------------------------
#$Date: 2021-09-30 05:22:18 +0300 (Thu, 30 Sep 2021) $
#$Revision: 269400 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/24/2022471.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_2022471
loop_
_publ_author_name
'Mason, Helen E.'
'Howard, Judith A. K.'
'Sparkes, Hazel A.'
_publ_section_title
;
 Selected solid-state behaviour of three di-tert-butyl-substituted
 N-salicylideneaniline derivatives: temperature-induced phase
 transitions and chromic behaviour
;
_journal_coeditor_code           WV3002
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              659
_journal_page_last               667
_journal_paper_doi               10.1107/S2053229621008780
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          'C21 H26 Cl N O'
_chemical_formula_moiety         'C21 H26 Cl N O'
_chemical_formula_sum            'C21 H26 Cl N O'
_chemical_formula_weight         343.88
_chemical_name_common
N-(4-chloroaniline)-3,5-di-tertbutylsalicylidene
_chemical_name_systematic
;
(E)-2,4-Di-tert-butyl-6-{[(4-chlorophenyl)imino]methyl}phenol
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_cell_angle_alpha                90
_cell_angle_beta                 92.296(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.8739(13)
_cell_length_b                   10.4846(7)
_cell_length_c                   10.3312(6)
_cell_measurement_reflns_used    1038
_cell_measurement_temperature    250(2)
_cell_measurement_theta_max      30.5212
_cell_measurement_theta_min      2.7635
_cell_volume                     1934.5(2)
_computing_cell_refinement
;
CrysAlis PRO (Oxford Diffraction, 2010)
;
_computing_data_collection
;
CrysAlis PRO (Oxford Diffraction, 2010)
;
_computing_data_reduction
;
CrysAlis PRO (Oxford Diffraction, 2010)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS (Sheldrick, 2008)
;
_diffrn_ambient_temperature      250(2)
_diffrn_detector_area_resol_mean 16.1511
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Oxford Diffraction Xcalibur Sapphire3 Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_unetI/netI     0.0789
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            5874
_diffrn_reflns_theta_full        22.985
_diffrn_reflns_theta_max         22.985
_diffrn_reflns_theta_min         2.769
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.204
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65142
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[CrysAlis PRO (Oxford Diffraction, 2010), based on expressions
derived by Clark & Reid (1995)]
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.3292
_exptl_crystal_size_mid          0.2823
_exptl_crystal_size_min          0.0992
_refine_diff_density_max         0.162
_refine_diff_density_min         -0.187
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         2688
_refine_ls_number_restraints     181
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.1080
_refine_ls_R_factor_gt           0.0623
_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)+(0.0507P)²+0.0321P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1214
_refine_ls_wR_factor_ref         0.1445
_reflns_number_gt                1737
_reflns_number_total             2688
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            wv3002sup1.cif
_cod_data_source_block           2_250K
_cod_database_code               2022471
_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   0.936
_shelx_estimated_absorpt_t_max   0.980
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
Cl Cl1 1.13193(6) 0.94179(11) 0.78151(10) 0.0691(4) Uani d 1 . .
N N1 0.88654(16) 0.7052(3) 0.4607(3) 0.0459(8) Uani d 1 . .
C C2 0.71228(19) 0.5467(3) 0.2106(3) 0.0349(9) Uani d 1 . .
C C6 0.77403(19) 0.7227(4) 0.3262(3) 0.0418(9) Uani d 1 . .
C C1 0.76985(19) 0.5921(3) 0.2939(3) 0.0386(9) Uani d 1 . .
C C5 0.71951(19) 0.8063(3) 0.2757(3) 0.0434(10) Uani d 1 . .
H H5 0.722514 0.893005 0.298350 0.052 Uiso calc 1 . .
C C8 0.94377(11) 0.7642(2) 0.5401(2) 0.0432(10) Uani d 1 . .
C C13 1.01412(13) 0.70754(19) 0.5448(2) 0.0538(11) Uani d 1 . .
H H13 1.022330 0.632377 0.497882 0.065 Uiso calc 1 . .
C C12 1.07234(10) 0.7620(2) 0.6190(2) 0.0542(11) Uani d 1 . .
H H12 1.119915 0.723660 0.622222 0.065 Uiso calc 1 . .
C C11 1.06020(11) 0.8731(2) 0.6884(2) 0.0464(10) Uani d 1 . .
C C10 0.98984(14) 0.9298(2) 0.6837(2) 0.0603(12) Uani d 1 . .
H H10 0.981636 1.005007 0.730646 0.072 Uiso calc 1 . .
C C9 0.93163(10) 0.8754(2) 0.6095(2) 0.0596(12) Uani d 1 . .
H H9 0.884051 0.913726 0.606306 0.072 Uiso calc 1 . .
C C3 0.6605(2) 0.6363(4) 0.1633(3) 0.0405(9) Uani d 1 . .
H H3 0.621839 0.607366 0.106242 0.049 Uiso calc 1 . .
C C7 0.8341(2) 0.7737(4) 0.4093(3) 0.0479(10) Uani d 1 . .
H H7 0.834531 0.861802 0.426299 0.057 Uiso calc 1 . .
C C4 0.66174(19) 0.7664(3) 0.1944(3) 0.0387(9) Uani d 1 . .
C C14 0.7063(2) 0.4057(3) 0.1714(3) 0.0420(9) Uani d 1 . .
C C18 0.6015(2) 0.8594(3) 0.1406(3) 0.0442(10) Uani d 1 . .
C C15 0.6983(2) 0.3227(4) 0.2931(3) 0.0573(12) Uani d 1 . .
H H15A 0.652023 0.343992 0.334006 0.086 Uiso calc 1 . .
H H15B 0.740319 0.338326 0.353403 0.086 Uiso calc 1 . .
H H15C 0.697570 0.233342 0.268618 0.086 Uiso calc 1 . .
C C17 0.6382(2) 0.3786(4) 0.0810(3) 0.0601(12) Uani d 1 . .
H H17A 0.642360 0.426888 0.001536 0.090 Uiso calc 1 . .
H H17B 0.592913 0.403505 0.123160 0.090 Uiso calc 1 . .
H H17C 0.636144 0.288238 0.061051 0.090 Uiso calc 1 . .
C C16 0.7765(2) 0.3644(4) 0.1009(3) 0.0562(11) Uani d 1 . .
H H16A 0.820429 0.375223 0.158144 0.084 Uiso calc 1 . .
H H16B 0.781606 0.416537 0.024131 0.084 Uiso calc 1 . .
H H16C 0.771877 0.275530 0.075867 0.084 Uiso calc 1 . .
O O1 0.82155(14) 0.5102(2) 0.3454(2) 0.0505(7) Uani d 1 . .
H H1 0.854(2) 0.560(3) 0.393(3) 0.061 Uiso d 1 . .
C C19A 0.6145(15) 0.9993(10) 0.177(3) 0.071(5) Uani d 0.186(3) A 2
H H19A 0.625435 1.005722 0.269877 0.107 Uiso calc 0.186(3) A 2
H H19B 0.569945 1.048448 0.154559 0.107 Uiso calc 0.186(3) A 2
H H19C 0.656466 1.032480 0.130986 0.107 Uiso calc 0.186(3) A 2
C C20A 0.5964(16) 0.848(3) -0.0077(8) 0.062(5) Uani d 0.186(3) A 2
H H20A 0.642755 0.877533 -0.043130 0.093 Uiso calc 0.186(3) A 2
H H20B 0.555090 0.899299 -0.041914 0.093 Uiso calc 0.186(3) A 2
H H20C 0.588199 0.759355 -0.031762 0.093 Uiso calc 0.186(3) A 2
C C21A 0.5258(8) 0.817(3) 0.191(3) 0.072(5) Uani d 0.186(3) A 2
H H21A 0.510607 0.737444 0.149171 0.108 Uiso calc 0.186(3) A 2
H H21B 0.488492 0.881758 0.172063 0.108 Uiso calc 0.186(3) A 2
H H21C 0.530645 0.803503 0.284028 0.108 Uiso calc 0.186(3) A 2
C C21 0.5267(5) 0.7884(9) 0.1091(14) 0.067(3) Uani d 0.430(3) A 1
H H21D 0.533628 0.727840 0.039633 0.101 Uiso calc 0.430(3) A 1
H H21E 0.488407 0.849654 0.082473 0.101 Uiso calc 0.430(3) A 1
H H21F 0.511235 0.743347 0.185598 0.101 Uiso calc 0.430(3) A 1
C C20 0.6277(7) 0.9232(14) 0.0188(10) 0.078(4) Uani d 0.430(3) A 1
H H20D 0.673949 0.968784 0.038304 0.117 Uiso calc 0.430(3) A 1
H H20E 0.589704 0.982636 -0.013368 0.117 Uiso calc 0.430(3) A 1
H H20F 0.636022 0.858912 -0.046640 0.117 Uiso calc 0.430(3) A 1
C C19 0.5826(7) 0.9595(11) 0.2424(10) 0.058(3) Uani d 0.430(3) A 1
H H19D 0.569757 0.917114 0.321951 0.086 Uiso calc 0.430(3) A 1
H H19E 0.540506 1.010508 0.210528 0.086 Uiso calc 0.430(3) A 1
H H19F 0.625644 1.014351 0.259222 0.086 Uiso calc 0.430(3) A 1
C C20B 0.6455(6) 0.9763(10) 0.0889(13) 0.070(4) Uani d 0.384(3) A 3
H H20G 0.674235 1.015577 0.159852 0.106 Uiso calc 0.384(3) A 3
H H20H 0.610355 1.037986 0.051520 0.106 Uiso calc 0.384(3) A 3
H H20I 0.679044 0.948126 0.023244 0.106 Uiso calc 0.384(3) A 3
C C19B 0.5531(8) 0.9061(16) 0.2476(10) 0.067(4) Uani d 0.384(3) A 3
H H19G 0.522430 0.836418 0.277077 0.100 Uiso calc 0.384(3) A 3
H H19H 0.521145 0.974629 0.215108 0.100 Uiso calc 0.384(3) A 3
H H19I 0.584808 0.937131 0.319260 0.100 Uiso calc 0.384(3) A 3
C C21B 0.5564(8) 0.8076(12) 0.0236(12) 0.076(4) Uani d 0.384(3) A 3
H H21G 0.590289 0.777256 -0.040629 0.114 Uiso calc 0.384(3) A 3
H H21H 0.525093 0.874864 -0.013633 0.114 Uiso calc 0.384(3) A 3
H H21I 0.525061 0.737719 0.050679 0.114 Uiso calc 0.384(3) A 3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables 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 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
C7 N1 C8 . . 119.5(3) ?
C1 C2 C14 . . 122.1(3) ?
C3 C2 C1 . . 116.7(3) ?
C3 C2 C14 . . 121.2(3) ?
C1 C6 C7 . . 121.9(3) ?
C5 C6 C1 . . 119.4(3) ?
C5 C6 C7 . . 118.6(3) ?
C2 C1 C6 . . 120.4(3) ?
O1 C1 C2 . . 120.0(3) ?
O1 C1 C6 . . 119.6(3) ?
C6 C5 H5 . . 118.8 ?
C4 C5 C6 . . 122.4(3) ?
C4 C5 H5 . . 118.8 ?
C13 C8 N1 . . 117.5(2) ?
C13 C8 C9 . . 120.0 ?
C9 C8 N1 . . 122.5(2) ?
C8 C13 H13 . . 120.0 ?
C8 C13 C12 . . 120.0 ?
C12 C13 H13 . . 120.0 ?
C13 C12 H12 . . 120.0 ?
C11 C12 C13 . . 120.0 ?
C11 C12 H12 . . 120.0 ?
C12 C11 Cl1 . . 120.56(15) ?
C10 C11 Cl1 . . 119.44(15) ?
C10 C11 C12 . . 120.0 ?
C11 C10 H10 . . 120.0 ?
C11 C10 C9 . . 120.0 ?
C9 C10 H10 . . 120.0 ?
C8 C9 H9 . . 120.0 ?
C10 C9 C8 . . 120.0 ?
C10 C9 H9 . . 120.0 ?
C2 C3 H3 . . 117.6 ?
C2 C3 C4 . . 124.8(3) ?
C4 C3 H3 . . 117.6 ?
N1 C7 C6 . . 123.5(4) ?
N1 C7 H7 . . 118.3 ?
C6 C7 H7 . . 118.3 ?
C5 C4 C3 . . 116.3(3) ?
C5 C4 C18 . . 121.8(3) ?
C3 C4 C18 . . 121.9(3) ?
C2 C14 C15 . . 109.7(3) ?
C2 C14 C16 . . 110.3(3) ?
C17 C14 C2 . . 112.6(3) ?
C17 C14 C15 . . 107.2(3) ?
C17 C14 C16 . . 107.6(3) ?
C16 C14 C15 . . 109.4(3) ?
C4 C18 C21 . . 110.8(5) ?
C4 C18 C20B . . 105.5(5) ?
C19A C18 C4 . . 114.9(9) ?
C19A C18 C20A . . 109.0(9) ?
C19A C18 C21A . . 108.8(9) ?
C20A C18 C4 . . 108.8(10) ?
C20A C18 C21A . . 107.3(8) ?
C21A C18 C4 . . 107.7(9) ?
C20 C18 C4 . . 110.2(5) ?
C20 C18 C21 . . 109.2(5) ?
C20 C18 C19 . . 110.6(6) ?
C19 C18 C4 . . 110.9(5) ?
C19 C18 C21 . . 105.1(6) ?
C19B C18 C4 . . 110.7(6) ?
C19B C18 C20B . . 107.8(6) ?
C19B C18 C21B . . 113.2(6) ?
C21B C18 C4 . . 113.6(5) ?
C21B C18 C20B . . 105.4(6) ?
C14 C15 H15A . . 109.5 ?
C14 C15 H15B . . 109.5 ?
C14 C15 H15C . . 109.5 ?
H15A C15 H15B . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C14 C17 H17A . . 109.5 ?
C14 C17 H17B . . 109.5 ?
C14 C17 H17C . . 109.5 ?
H17A C17 H17B . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C16 H16A . . 109.5 ?
C14 C16 H16B . . 109.5 ?
C14 C16 H16C . . 109.5 ?
H16A C16 H16B . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C1 O1 H1 . . 105(2) ?
C18 C19A H19A . . 109.5 ?
C18 C19A H19B . . 109.5 ?
C18 C19A H19C . . 109.5 ?
H19A C19A H19B . . 109.5 ?
H19A C19A H19C . . 109.5 ?
H19B C19A H19C . . 109.5 ?
C18 C20A H20A . . 109.5 ?
C18 C20A H20B . . 109.5 ?
C18 C20A H20C . . 109.5 ?
H20A C20A H20B . . 109.5 ?
H20A C20A H20C . . 109.5 ?
H20B C20A H20C . . 109.5 ?
C18 C21A H21A . . 109.5 ?
C18 C21A H21B . . 109.5 ?
C18 C21A H21C . . 109.5 ?
H21A C21A H21B . . 109.5 ?
H21A C21A H21C . . 109.5 ?
H21B C21A H21C . . 109.5 ?
C18 C21 H21D . . 109.5 ?
C18 C21 H21E . . 109.5 ?
C18 C21 H21F . . 109.5 ?
H21D C21 H21E . . 109.5 ?
H21D C21 H21F . . 109.5 ?
H21E C21 H21F . . 109.5 ?
C18 C20 H20D . . 109.5 ?
C18 C20 H20E . . 109.5 ?
C18 C20 H20F . . 109.5 ?
H20D C20 H20E . . 109.5 ?
H20D C20 H20F . . 109.5 ?
H20E C20 H20F . . 109.5 ?
C18 C19 H19D . . 109.5 ?
C18 C19 H19E . . 109.5 ?
C18 C19 H19F . . 109.5 ?
H19D C19 H19E . . 109.5 ?
H19D C19 H19F . . 109.5 ?
H19E C19 H19F . . 109.5 ?
C18 C20B H20G . . 109.5 ?
C18 C20B H20H . . 109.5 ?
C18 C20B H20I . . 109.5 ?
H20G C20B H20H . . 109.5 ?
H20G C20B H20I . . 109.5 ?
H20H C20B H20I . . 109.5 ?
C18 C19B H19G . . 109.5 ?
C18 C19B H19H . . 109.5 ?
C18 C19B H19I . . 109.5 ?
H19G C19B H19H . . 109.5 ?
H19G C19B H19I . . 109.5 ?
H19H C19B H19I . . 109.5 ?
C18 C21B H21G . . 109.5 ?
C18 C21B H21H . . 109.5 ?
C18 C21B H21I . . 109.5 ?
H21G C21B H21H . . 109.5 ?
H21G C21B H21I . . 109.5 ?
H21H C21B H21I . . 109.5 ?
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
Cl1 C11 . 1.7285(18) ?
N1 C8 . 1.426(3) ?
N1 C7 . 1.280(4) ?
C2 C1 . 1.398(4) ?
C2 C3 . 1.394(4) ?
C2 C14 . 1.536(5) ?
C6 C1 . 1.411(5) ?
C6 C5 . 1.396(4) ?
C6 C7 . 1.450(4) ?
C1 O1 . 1.354(4) ?
C5 H5 . 0.9400 ?
C5 C4 . 1.370(4) ?
C8 C13 . 1.3900 ?
C8 C9 . 1.3900 ?
C13 H13 . 0.9400 ?
C13 C12 . 1.3900 ?
C12 H12 . 0.9400 ?
C12 C11 . 1.3900 ?
C11 C10 . 1.3900 ?
C10 H10 . 0.9400 ?
C10 C9 . 1.3900 ?
C9 H9 . 0.9400 ?
C3 H3 . 0.9400 ?
C3 C4 . 1.401(5) ?
C7 H7 . 0.9400 ?
C4 C18 . 1.540(5) ?
C14 C15 . 1.541(4) ?
C14 C17 . 1.531(4) ?
C14 C16 . 1.539(5) ?
C18 C19A . 1.531(8) ?
C18 C20A . 1.536(7) ?
C18 C21A . 1.537(8) ?
C18 C21 . 1.554(6) ?
C18 C20 . 1.515(6) ?
C18 C19 . 1.534(6) ?
C18 C20B . 1.561(7) ?
C18 C19B . 1.512(6) ?
C18 C21B . 1.526(6) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C15 H15C . 0.9700 ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C17 H17C . 0.9700 ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C16 H16C . 0.9700 ?
O1 H1 . 0.91(3) ?
C19A H19A . 0.9700 ?
C19A H19B . 0.9700 ?
C19A H19C . 0.9700 ?
C20A H20A . 0.9700 ?
C20A H20B . 0.9700 ?
C20A H20C . 0.9700 ?
C21A H21A . 0.9700 ?
C21A H21B . 0.9700 ?
C21A H21C . 0.9700 ?
C21 H21D . 0.9700 ?
C21 H21E . 0.9700 ?
C21 H21F . 0.9700 ?
C20 H20D . 0.9700 ?
C20 H20E . 0.9700 ?
C20 H20F . 0.9700 ?
C19 H19D . 0.9700 ?
C19 H19E . 0.9700 ?
C19 H19F . 0.9700 ?
C20B H20G . 0.9700 ?
C20B H20H . 0.9700 ?
C20B H20I . 0.9700 ?
C19B H19G . 0.9700 ?
C19B H19H . 0.9700 ?
C19B H19I . 0.9700 ?
C21B H21G . 0.9700 ?
C21B H21H . 0.9700 ?
C21B H21I . 0.9700 ?
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
O1 H1 N1 . 0.91(3) 1.76(4) 2.615(4) 155(3) 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
Cl1 C11 C10 C9 . . . . -179.81(17) ?
N1 C8 C13 C12 . . . . 179.0(2) ?
N1 C8 C9 C10 . . . . -179.0(2) ?
C2 C3 C4 C5 . . . . 1.2(5) ?
C2 C3 C4 C18 . . . . -178.6(3) ?
C6 C5 C4 C3 . . . . -0.5(5) ?
C6 C5 C4 C18 . . . . 179.4(3) ?
C1 C2 C3 C4 . . . . -0.8(5) ?
C1 C2 C14 C15 . . . . 60.0(4) ?
C1 C2 C14 C17 . . . . 179.3(3) ?
C1 C2 C14 C16 . . . . -60.5(4) ?
C1 C6 C5 C4 . . . . -0.6(5) ?
C1 C6 C7 N1 . . . . -1.1(6) ?
C5 C6 C1 C2 . . . . 1.0(5) ?
C5 C6 C1 O1 . . . . -178.3(3) ?
C5 C6 C7 N1 . . . . 179.7(3) ?
C5 C4 C18 C19A . . . . 4.0(13) ?
C5 C4 C18 C20A . . . . 126.5(13) ?
C5 C4 C18 C21A . . . . -117.4(13) ?
C5 C4 C18 C21 . . . . -153.1(6) ?
C5 C4 C18 C20 . . . . 85.9(8) ?
C5 C4 C18 C19 . . . . -36.8(7) ?
C5 C4 C18 C20B . . . . 48.1(7) ?
C5 C4 C18 C19B . . . . -68.3(8) ?
C5 C4 C18 C21B . . . . 163.0(8) ?
C8 N1 C7 C6 . . . . 179.3(3) ?
C8 C13 C12 C11 . . . . 0.0 ?
C13 C8 C9 C10 . . . . 0.0 ?
C13 C12 C11 Cl1 . . . . 179.81(17) ?
C13 C12 C11 C10 . . . . 0.0 ?
C12 C11 C10 C9 . . . . 0.0 ?
C11 C10 C9 C8 . . . . 0.0 ?
C9 C8 C13 C12 . . . . 0.0 ?
C3 C2 C1 C6 . . . . -0.3(5) ?
C3 C2 C1 O1 . . . . 179.0(3) ?
C3 C2 C14 C15 . . . . -120.7(3) ?
C3 C2 C14 C17 . . . . -1.4(4) ?
C3 C2 C14 C16 . . . . 118.8(3) ?
C3 C4 C18 C19A . . . . -176.1(13) ?
C3 C4 C18 C20A . . . . -53.6(13) ?
C3 C4 C18 C21A . . . . 62.4(13) ?
C3 C4 C18 C21 . . . . 26.7(7) ?
C3 C4 C18 C20 . . . . -94.2(8) ?
C3 C4 C18 C19 . . . . 143.0(6) ?
C3 C4 C18 C20B . . . . -132.1(6) ?
C3 C4 C18 C19B . . . . 111.5(8) ?
C3 C4 C18 C21B . . . . -17.1(9) ?
C7 N1 C8 C13 . . . . -150.8(3) ?
C7 N1 C8 C9 . . . . 28.2(4) ?
C7 C6 C1 C2 . . . . -178.2(3) ?
C7 C6 C1 O1 . . . . 2.5(5) ?
C7 C6 C5 C4 . . . . 178.7(3) ?
C14 C2 C1 C6 . . . . 179.1(3) ?
C14 C2 C1 O1 . . . . -1.7(5) ?
C14 C2 C3 C4 . . . . 179.8(3) ?

_cod_database_fobs_code 2022471
