#------------------------------------------------------------------------------
#$Date: 2023-04-04 13:14:58 +0300 (Tue, 04 Apr 2023) $
#$Revision: 282332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/63/7246307.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_7246307
loop_
_publ_author_name
'McAllister, Linda J.'
'Taylor, James'
'Pridmore, Natalie E.'
'McEllin, Alice J.'
'Whitwood, Adrian C.'
'Karadakov, Peter B.'
'Bruce, Duncan W.'
_publ_section_title
;
 Halogen-bonded liquid-crystalline complexes formed from
 4-alkoxyphenylpyridines with iodine and with interhalogens
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              1683
_journal_page_last               1692
_journal_paper_doi               10.1039/D2CE01555B
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'Br3, C21 H30 N O'
_chemical_formula_sum            'C21 H30 Br3 N O'
_chemical_formula_weight         552.19
_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     iterative
_audit_creation_date             2021-11-10
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2021.11.04 svn.r5db059d7 for OlexSys, GUI svn.r6419)
;
_audit_update_record
;
2021-11-24 deposited with the CCDC.	2023-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.637(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.63873(14)
_cell_length_b                   56.6665(12)
_cell_length_c                   8.4248(2)
_cell_measurement_reflns_used    4362
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      31.2120
_cell_measurement_theta_min      2.8690
_cell_volume                     2203.84(10)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip  (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector_area_resol_mean 16.1450
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -16.00   52.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       33.6389  -99.0000  120.0000 136

#__ type_ start__ end____ width___ exp.time_
  2 omega  -17.00   83.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       33.6389  -99.0000 -180.0000 200

#__ type_ start__ end____ width___ exp.time_
  3 omega  -15.00   69.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       33.6389  -37.0000 -120.0000 168
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1348453000
_diffrn_orient_matrix_UB_12      -0.0034585000
_diffrn_orient_matrix_UB_13      -0.0402544000
_diffrn_orient_matrix_UB_21      0.0728677000
_diffrn_orient_matrix_UB_22      -0.0077606000
_diffrn_orient_matrix_UB_23      -0.0487117000
_diffrn_orient_matrix_UB_31      -0.0108274000
_diffrn_orient_matrix_UB_32      -0.0091933000
_diffrn_orient_matrix_UB_33      0.0562289000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       59
_diffrn_reflns_limit_k_min       -79
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            10718
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.030
_diffrn_reflns_theta_min         3.022
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    5.502
_exptl_absorpt_correction_T_max  0.567
_exptl_absorpt_correction_T_min  0.365
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.3087
_exptl_crystal_size_mid          0.1563
_exptl_crystal_size_min          0.1294
_refine_diff_density_max         0.682
_refine_diff_density_min         -1.870
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         6356
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.191
_refine_ls_R_factor_all          0.0742
_refine_ls_R_factor_gt           0.0586
_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)+(0.0128P)²+5.5741P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.1021
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5350
_reflns_number_total             6356
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01555b2.cif
_cod_data_source_block           dwb1329a
_cod_depositor_comments
'Adding full bibliography for 7246304--7246312.cif.'
_cod_original_cell_volume        2203.83(10)
_cod_database_code               7246307
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C21 H30 Br3 N1 O1'
_chemical_oxdiff_usercomment     'James JAT30 repeat'
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,
 H16B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C7(H7), C8(H8), C10(H10), C11(H11)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_olex2_date_sample_data_collection 1368694594.59
_olex2_submission_special_instructions 'No special instructions were received'
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_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
Br1 Br 1.36412(10) 0.23334(2) 0.97718(7) 0.02758(12) Uani 1 1 d . . . . .
Br2 Br 1.08444(9) 0.19236(2) 0.95288(5) 0.01901(10) Uani 1 1 d . . . . .
Br3 Br 0.81422(10) 0.15546(2) 0.92307(5) 0.02291(10) Uani 1 1 d . . . . .
C1 C 0.8693(10) 0.28876(8) 0.8403(6) 0.0254(10) Uani 1 1 d . . . . .
H1 H 0.969819 0.283461 0.754002 0.030 Uiso 1 1 calc R U . . .
C2 C 0.7014(10) 0.30861(8) 0.8227(6) 0.0235(9) Uani 1 1 d . . . . .
H2 H 0.685722 0.316942 0.724390 0.028 Uiso 1 1 calc R U . . .
C3 C 0.5512(8) 0.31677(7) 0.9500(5) 0.0161(8) Uani 1 1 d . . . . .
C4 C 0.5809(10) 0.30330(7) 1.0896(5) 0.0214(9) Uani 1 1 d . . . . .
H4 H 0.481618 0.307940 1.177891 0.026 Uiso 1 1 calc R U . . .
C5 C 0.7513(10) 0.28346(8) 1.1010(6) 0.0240(9) Uani 1 1 d . . . . .
H5 H 0.768604 0.274455 1.196632 0.029 Uiso 1 1 calc R U . . .
C6 C 0.3705(8) 0.33813(7) 0.9341(5) 0.0154(8) Uani 1 1 d . . . . .
C7 C 0.3363(9) 0.35124(7) 0.7910(5) 0.0195(8) Uani 1 1 d . . . . .
H7 H 0.435971 0.346332 0.703430 0.023 Uiso 1 1 calc R U . . .
C8 C 0.1635(9) 0.37081(8) 0.7751(5) 0.0203(8) Uani 1 1 d . . . . .
H8 H 0.143134 0.379211 0.677043 0.024 Uiso 1 1 calc R U . . .
C9 C 0.0172(9) 0.37848(7) 0.9024(5) 0.0169(8) Uani 1 1 d . . . . .
C10 C 0.0489(9) 0.36634(7) 1.0464(5) 0.0185(8) Uani 1 1 d . . . . .
H10 H -0.048075 0.371607 1.134151 0.022 Uiso 1 1 calc R U . . .
C11 C 0.2234(9) 0.34649(7) 1.0605(5) 0.0188(8) Uani 1 1 d . . . . .
H11 H 0.244237 0.338251 1.159154 0.023 Uiso 1 1 calc R U . . .
C12 C -0.3058(9) 0.40673(7) 0.9995(5) 0.0180(8) Uani 1 1 d . . . . .
H12A H -0.170483 0.412012 1.090819 0.022 Uiso 1 1 calc R U . . .
H12B H -0.430711 0.394120 1.036655 0.022 Uiso 1 1 calc R U . . .
C13 C -0.4886(9) 0.42723(7) 0.9322(5) 0.0198(8) Uani 1 1 d . . . . .
H13A H -0.616960 0.432379 1.012779 0.024 Uiso 1 1 calc R U . . .
H13B H -0.613446 0.421707 0.837377 0.024 Uiso 1 1 calc R U . . .
C14 C -0.3132(9) 0.44835(7) 0.8846(5) 0.0191(8) Uani 1 1 d . . . . .
H14A H -0.184067 0.453627 0.978472 0.023 Uiso 1 1 calc R U . . .
H14B H -0.189511 0.443374 0.801346 0.023 Uiso 1 1 calc R U . . .
C15 C -0.5003(9) 0.46901(7) 0.8220(5) 0.0197(8) Uani 1 1 d . . . . .
H15A H -0.627041 0.463762 0.727229 0.024 Uiso 1 1 calc R U . . .
H15B H -0.626558 0.473750 0.904691 0.024 Uiso 1 1 calc R U . . .
C16 C -0.3289(9) 0.49030(7) 0.7770(5) 0.0201(9) Uani 1 1 d . . . . .
H16A H -0.205143 0.485621 0.692991 0.024 Uiso 1 1 calc R U . . .
H16B H -0.199599 0.495370 0.871279 0.024 Uiso 1 1 calc R U . . .
C17 C -0.5155(9) 0.51117(7) 0.7169(5) 0.0204(9) Uani 1 1 d . . . . .
H17A H -0.644459 0.515487 0.799218 0.025 Uiso 1 1 calc R U . . .
H17B H -0.639631 0.506283 0.620160 0.025 Uiso 1 1 calc R U . . .
C18 C -0.3423(9) 0.53290(8) 0.6772(6) 0.0220(9) Uani 1 1 d . . . . .
H18A H -0.214293 0.537550 0.773048 0.026 Uiso 1 1 calc R U . . .
H18B H -0.217438 0.528722 0.592655 0.026 Uiso 1 1 calc R U . . .
C19 C -0.5293(9) 0.55384(7) 0.6217(6) 0.0212(9) Uani 1 1 d . . . . .
H19A H -0.667426 0.557086 0.701386 0.025 Uiso 1 1 calc R U . . .
H19B H -0.643280 0.549750 0.519841 0.025 Uiso 1 1 calc R U . . .
C20 C -0.3546(10) 0.57603(8) 0.5978(6) 0.0242(9) Uani 1 1 d . . . . .
H20A H -0.233783 0.579656 0.698266 0.029 Uiso 1 1 calc R U . . .
H20B H -0.222578 0.572950 0.514644 0.029 Uiso 1 1 calc R U . . .
C21 C -0.5399(11) 0.59741(8) 0.5492(6) 0.0287(10) Uani 1 1 d . . . . .
H21A H -0.678148 0.600125 0.628042 0.043 Uiso 1 1 calc R U . . .
H21B H -0.645711 0.594592 0.444371 0.043 Uiso 1 1 calc R U . . .
H21C H -0.415489 0.611300 0.543659 0.043 Uiso 1 1 calc R U . . .
N1 N 0.8936(8) 0.27675(6) 0.9772(5) 0.0211(8) Uani 1 1 d . . . . .
H1A H 1.017(11) 0.2633(9) 0.995(7) 0.037(16) Uiso 1 1 d . . . . .
O1 O -0.1481(6) 0.39819(5) 0.8732(3) 0.0182(6) Uani 1 1 d . . . . .
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'
Br Br -0.2901 2.4595 '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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 1 0 0.0742 0.0001 1.0000 -0.0000 -0.0035 -0.0078 -0.0092
0 -1 0 0.0552 -0.0001 -1.0000 0.0000 0.0035 0.0078 0.0092
0 3 -1 0.1114 -0.0001 2.9978 -1.0000 0.0299 0.0254 -0.0838
1 1 0 0.1080 1.0004 1.0011 -0.0001 -0.1384 0.0651 -0.0200
-1 0 -1 0.0610 -1.0007 -0.0032 -0.9998 0.1752 -0.0242 -0.0454
0 -4 1 0.0962 -0.0000 -3.9978 1.0001 -0.0264 -0.0177 0.0930
0 5 1 0.0798 0.0009 5.0022 0.9997 -0.0577 -0.0875 0.0102
0 -5 -1 0.1050 -0.0009 -5.0022 -0.9997 0.0577 0.0875 -0.0102
1 1 1 0.0916 1.0008 1.0032 0.9998 -0.1787 0.0164 0.0362
0 -1 -2 0.0911 -0.0009 -1.0044 -1.9998 0.0841 0.1051 -0.1032
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
Br3 Br2 Br1 177.79(2) . . ?
C2 C1 H1 119.6 . . ?
N1 C1 H1 119.6 . . ?
N1 C1 C2 120.8(4) . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.3(4) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 C6 121.3(4) . . ?
C4 C3 C2 116.4(4) . . ?
C4 C3 C6 122.3(4) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 121.0(4) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 120.0 . . ?
N1 C5 C4 120.0(4) . . ?
N1 C5 H5 120.0 . . ?
C7 C6 C3 121.7(4) . . ?
C11 C6 C3 121.6(4) . . ?
C11 C6 C7 116.6(4) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 C6 121.7(4) . . ?
C8 C7 H7 119.1 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.2(4) . . ?
C9 C8 H8 119.9 . . ?
C10 C9 C8 120.0(4) . . ?
O1 C9 C8 115.1(4) . . ?
O1 C9 C10 124.9(4) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.2(4) . . ?
C11 C10 H10 120.4 . . ?
C6 C11 H11 118.9 . . ?
C10 C11 C6 122.3(4) . . ?
C10 C11 H11 118.9 . . ?
H12A C12 H12B 108.6 . . ?
C13 C12 H12A 110.4 . . ?
C13 C12 H12B 110.4 . . ?
O1 C12 H12A 110.4 . . ?
O1 C12 H12B 110.4 . . ?
O1 C12 C13 106.8(3) . . ?
C12 C13 H13A 108.7 . . ?
C12 C13 H13B 108.7 . . ?
C12 C13 C14 114.0(3) . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
C13 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C15 C14 C13 113.3(3) . . ?
C15 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
C14 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C16 C15 C14 113.9(3) . . ?
C16 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
C15 C16 H16A 108.7 . . ?
C15 C16 H16B 108.7 . . ?
C15 C16 C17 114.0(3) . . ?
H16A C16 H16B 107.6 . . ?
C17 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C16 C17 H17A 108.8 . . ?
C16 C17 H17B 108.8 . . ?
C16 C17 C18 113.9(3) . . ?
H17A C17 H17B 107.7 . . ?
C18 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C17 C18 H18A 108.8 . . ?
C17 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 C17 113.7(4) . . ?
C19 C18 H18A 108.8 . . ?
C19 C18 H18B 108.8 . . ?
C18 C19 H19A 109.0 . . ?
C18 C19 H19B 109.0 . . ?
C18 C19 C20 113.1(4) . . ?
H19A C19 H19B 107.8 . . ?
C20 C19 H19A 109.0 . . ?
C20 C19 H19B 109.0 . . ?
C19 C20 H20A 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
C21 C20 C19 113.6(4) . . ?
C21 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C1 N1 C5 121.4(4) . . ?
C1 N1 H1A 123(3) . . ?
C5 N1 H1A 116(3) . . ?
C9 O1 C12 117.5(3) . . ?
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
Br1 Br2 2.6584(6) . ?
Br2 Br3 2.4381(6) . ?
C1 H1 0.9500 . ?
C1 C2 1.367(6) . ?
C1 N1 1.335(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.413(6) . ?
C3 C4 1.397(6) . ?
C3 C6 1.471(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.372(6) . ?
C5 H5 0.9500 . ?
C5 N1 1.343(6) . ?
C6 C7 1.412(6) . ?
C6 C11 1.402(6) . ?
C7 H7 0.9500 . ?
C7 C8 1.367(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.394(6) . ?
C9 C10 1.390(6) . ?
C9 O1 1.363(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(6) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.515(6) . ?
C12 O1 1.434(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.523(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.521(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.514(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.523(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.525(6) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.516(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.520(6) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.518(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
N1 H1A 0.96(5) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A Br1 0.96(5) 2.35(5) 3.289(4) 165(5) . 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -1.2(7) . . . . ?
C1 C2 C3 C6 179.7(4) . . . . ?
C2 C1 N1 C5 1.1(7) . . . . ?
C2 C3 C4 C5 1.0(6) . . . . ?
C2 C3 C6 C7 0.7(6) . . . . ?
C2 C3 C6 C11 -179.3(4) . . . . ?
C3 C4 C5 N1 0.2(7) . . . . ?
C3 C6 C7 C8 178.6(4) . . . . ?
C3 C6 C11 C10 -178.9(4) . . . . ?
C4 C3 C6 C7 -178.3(4) . . . . ?
C4 C3 C6 C11 1.7(6) . . . . ?
C4 C5 N1 C1 -1.3(7) . . . . ?
C6 C3 C4 C5 -179.9(4) . . . . ?
C6 C7 C8 C9 0.6(7) . . . . ?
C7 C6 C11 C10 1.1(6) . . . . ?
C7 C8 C9 C10 0.6(6) . . . . ?
C7 C8 C9 O1 179.9(4) . . . . ?
C8 C9 C10 C11 -0.9(6) . . . . ?
C8 C9 O1 C12 179.4(4) . . . . ?
C9 C10 C11 C6 0.0(6) . . . . ?
C10 C9 O1 C12 -1.4(6) . . . . ?
C11 C6 C7 C8 -1.4(6) . . . . ?
C12 C13 C14 C15 -178.3(4) . . . . ?
C13 C12 O1 C9 -175.3(3) . . . . ?
C13 C14 C15 C16 179.0(4) . . . . ?
C14 C15 C16 C17 -179.0(4) . . . . ?
C15 C16 C17 C18 177.9(4) . . . . ?
C16 C17 C18 C19 -178.5(4) . . . . ?
C17 C18 C19 C20 174.5(4) . . . . ?
C18 C19 C20 C21 -177.5(4) . . . . ?
N1 C1 C2 C3 0.2(7) . . . . ?
O1 C9 C10 C11 179.9(4) . . . . ?
O1 C12 C13 C14 -64.8(5) . . . . ?
