#------------------------------------------------------------------------------
#$Date: 2022-06-15 05:03:52 +0300 (Wed, 15 Jun 2022) $
#$Revision: 276036 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/71/1567120.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_1567120
loop_
_publ_author_name
'Jirát, Jan'
'Babor, Martin'
'Ridvan, Luděk'
'Skořepová, Eliška'
'Dušek, Michal'
'Šoóš, Miroslav'
_publ_section_title
;
 Structure--property relations of a unique and systematic dataset of 19
 isostructural multicomponent apremilast forms
;
_journal_coeditor_code           ED5027
_journal_issue                   4
_journal_name_full               IUCrJ
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052252522005577
_journal_volume                  9
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C25 H26.50 Br0.50 N2 O7 S1'
_chemical_formula_sum            'C25 H26.5 Br0.5 N2 O7 S'
_chemical_formula_weight         539.01
_space_group_IT_number           92
_space_group_name_Hall           'P 4abw 2nw'
_space_group_name_H-M_alt        'P 41 21 2'
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P 41 21 2'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.86250(10)
_cell_length_b                   12.86250(10)
_cell_length_c                   29.54990(10)
_cell_measurement_reflns_used    55255
_cell_measurement_temperature    120
_cell_measurement_theta_max      68
_cell_measurement_theta_min      4
_cell_volume                     4888.85(6)
_computing_cell_refinement
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.033
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            92129
_diffrn_reflns_theta_full        67.548
_diffrn_reflns_theta_max         67.548
_diffrn_reflns_theta_min         3.748
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.554
_exptl_absorpt_correction_T_max  0.79
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2240
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.167
_exptl_crystal_size_min          0.090
_refine_diff_density_max         2.25
_refine_diff_density_min         -2.35
_refine_ls_abs_structure_details
; 
 Parsons, Flack & Wagner (2013), 
 1780 Friedel Pairs 
;
_refine_ls_abs_structure_Flack   0.011(3)
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9938
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4425
_refine_ls_number_restraints     61
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0735
_refine_ls_shift/su_max          0.0063630
_refine_ls_shift/su_mean         0.0000856
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.15P)² +15.58P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2147
_refine_ls_wR_factor_gt          0.2128
_refine_ls_wR_factor_ref         0.2147
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              35
_reflns_limit_l_min              0
_reflns_number_gt                4321
_reflns_number_total             4425
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.51
_oxford_diffrn_Wilson_scale      0.23
_oxford_refine_ls_r_factor_ref   0.0747
_oxford_refine_ls_scale          2.83(7)
_oxford_reflns_number_all        4425
_cod_data_source_file            ed5027.cif
_cod_data_source_block           apremilast_brombenzen
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        4888.85(8)
_cod_original_sg_symbol_H-M      'P 41 21 2 '
_cod_original_formula_sum        'C25 H26.50 Br0.50 N2 O7 S1'
_cod_database_code               1567120
_oxford_refine_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_hooft_y                  0.012(3)
_oxford_bijvoet_difference       0.011(3)
_oxford_refined_flack_x          0.01(4)
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-y+1/2,x+1/2,z+1/4
-x,-y,z+1/2
y+1/2,-x+1/2,z+3/4
-x+1/2,y+1/2,-z+1/4
y,x,-z
x+1/2,-y+1/2,-z+3/4
-y,-x,-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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
S1 S 0.83868(10) 0.40196(10) 0.71396(4) 0.0198 1.0000 Uani . U . . . .
O2 O 0.9262(3) 0.4443(3) 0.68985(14) 0.0269 1.0000 Uani . . . . . .
O3 O 0.7907(3) 0.3089(3) 0.69612(13) 0.0267 1.0000 Uani . . . . . .
C4 C 0.8756(5) 0.3784(5) 0.7703(2) 0.0307 1.0000 Uani . . . . . .
C5 C 0.7433(4) 0.4998(4) 0.72018(17) 0.0192 1.0000 Uani . . . . . .
C6 C 0.7045(4) 0.5437(4) 0.67501(16) 0.0192 1.0000 Uani . . . . . .
N7 N 0.6574(3) 0.4625(3) 0.64648(14) 0.0180 1.0000 Uani . . . . . .
C8 C 0.6953(4) 0.4339(4) 0.60392(17) 0.0178 1.0000 Uani . . . . . .
C9 C 0.6322(4) 0.3446(4) 0.58907(17) 0.0172 1.0000 Uani . . . . . .
C10 C 0.5610(4) 0.3210(4) 0.62282(17) 0.0185 1.0000 Uani . . . . . .
C11 C 0.5758(4) 0.3968(4) 0.65972(17) 0.0183 1.0000 Uani . . . . . .
O12 O 0.7671(3) 0.4773(3) 0.58431(12) 0.0215 1.0000 Uani . . . . . .
O13 O 0.5299(3) 0.4039(3) 0.69567(12) 0.0232 1.0000 Uani . . . . . .
C14 C 0.6354(4) 0.2889(4) 0.54829(17) 0.0196 1.0000 Uani . . . . . .
C15 C 0.5644(4) 0.2079(4) 0.54326(19) 0.0238 1.0000 Uani . . . . . .
C16 C 0.4939(4) 0.1842(4) 0.57841(19) 0.0249 1.0000 Uani . . . . . .
C17 C 0.4904(4) 0.2405(4) 0.61865(19) 0.0226 1.0000 Uani . . . . . .
N18 N 0.7073(4) 0.3209(4) 0.51536(14) 0.0209 1.0000 Uani . . . . . .
C19 C 0.7227(4) 0.2800(4) 0.47335(18) 0.0219 1.0000 Uani . . . . . .
O20 O 0.6815(3) 0.2008(3) 0.45990(13) 0.0283 1.0000 Uani . . . . . .
C21 C 0.7980(5) 0.3432(5) 0.44479(19) 0.0293 1.0000 Uani . . . . . .
C22 C 0.6315(4) 0.6365(4) 0.68198(18) 0.0191 1.0000 Uani . . . . . .
C23 C 0.5778(4) 0.6515(4) 0.72214(17) 0.0198 1.0000 Uani . . . . . .
C24 C 0.5134(4) 0.7373(4) 0.72775(17) 0.0195 1.0000 Uani . . . . . .
C25 C 0.5036(4) 0.8105(4) 0.69241(19) 0.0224 1.0000 Uani . . . . . .
C26 C 0.5571(4) 0.7943(4) 0.65259(18) 0.0213 1.0000 Uani . . . . . .
C27 C 0.6207(4) 0.7079(4) 0.64726(17) 0.0198 1.0000 Uani . . . . . .
O28 O 0.4569(3) 0.7572(3) 0.76625(13) 0.0259 1.0000 Uani . . . . . .
C29 C 0.4606(5) 0.6795(4) 0.80141(19) 0.0275 1.0000 Uani . . . . . .
C30 C 0.3818(6) 0.7089(5) 0.8372(2) 0.0418 1.0000 Uani . . . . . .
O31 O 0.4410(3) 0.8935(3) 0.70102(13) 0.0259 1.0000 Uani . . . . . .
C32 C 0.4271(5) 0.9649(4) 0.6646(2) 0.0307 1.0000 Uani . . . . . .
Br33 Br 0.58460(12) 0.58460(12) 0.5000 0.1840 1.0000 Uani DS T . . . .
C36 C 0.3310(8) 0.3946(7) 0.5364(3) 0.0706 1.0000 Uani D U . . . .
C35 C 0.4151(7) 0.4717(7) 0.5375(3) 0.0828 1.0000 Uani D U . . . .
C34 C 0.4820(7) 0.4820(7) 0.5000 0.0917 1.0000 Uani DS TU . . . .
C37 C 0.3281(7) 0.3281(7) 0.5000 0.0700 1.0000 Uani DS TU . . . .
H41 H 0.8992 0.4403 0.7848 0.0452 1.0000 Uiso R . . . . .
H43 H 0.8189 0.3487 0.7863 0.0451 1.0000 Uiso R . . . . .
H52 H 0.7739 0.5544 0.7373 0.0201 1.0000 Uiso R . . . . .
H51 H 0.6855 0.4723 0.7363 0.0198 1.0000 Uiso R . . . . .
H61 H 0.7635 0.5687 0.6580 0.0213 1.0000 Uiso R . . . . .
H151 H 0.5636 0.1698 0.5168 0.0266 1.0000 Uiso R . . . . .
H161 H 0.4481 0.1287 0.5747 0.0271 1.0000 Uiso R . . . . .
H171 H 0.4431 0.2266 0.6411 0.0258 1.0000 Uiso R . . . . .
H212 H 0.8166 0.3036 0.4188 0.0428 1.0000 Uiso R . . . . .
H211 H 0.8591 0.3582 0.4627 0.0428 1.0000 Uiso R . . . . .
H213 H 0.7653 0.4063 0.4365 0.0433 1.0000 Uiso R . . . . .
H231 H 0.5845 0.6034 0.7451 0.0228 1.0000 Uiso R . . . . .
H261 H 0.5503 0.8427 0.6295 0.0253 1.0000 Uiso R . . . . .
H271 H 0.6557 0.6986 0.6204 0.0225 1.0000 Uiso R . . . . .
H291 H 0.5286 0.6784 0.8157 0.0329 1.0000 Uiso R . . . . .
H292 H 0.4421 0.6115 0.7886 0.0330 1.0000 Uiso R . . . . .
H301 H 0.3754 0.6534 0.8581 0.0591 1.0000 Uiso R . . . . .
H302 H 0.4033 0.7714 0.8524 0.0590 1.0000 Uiso R . . . . .
H303 H 0.3163 0.7190 0.8238 0.0588 1.0000 Uiso R . . . . .
H321 H 0.3779 1.0176 0.6726 0.0448 1.0000 Uiso R . . . . .
H322 H 0.4924 0.9981 0.6580 0.0447 1.0000 Uiso R . . . . .
H323 H 0.4036 0.9294 0.6381 0.0446 1.0000 Uiso R . . . . .
H361 H 0.2815 0.3904 0.5593 0.0792 1.0000 Uiso R . . . . .
H371 H 0.2773 0.2773 0.5000 0.0785 1.0000 Uiso RS . . . . .
H42 H 0.9313 0.3284 0.7707 0.0447 1.0000 Uiso R . . . . .
H351 H 0.4210 0.5130 0.5641 0.0909 1.0000 Uiso R . . . . .
H181 H 0.7502 0.3672 0.5240 0.0246 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.6763 1.2805 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 . S1 . O3 . 117.8(2) yes
O2 . S1 . C4 . 108.9(3) yes
O3 . S1 . C4 . 108.5(3) yes
O2 . S1 . C5 . 109.0(2) yes
O3 . S1 . C5 . 109.3(2) yes
C4 . S1 . C5 . 102.2(3) yes
S1 . C4 . H41 . 111.5 no
S1 . C4 . H43 . 109.5 no
H41 . C4 . H43 . 111.0 no
S1 . C4 . H42 . 109.1 no
H41 . C4 . H42 . 108.3 no
H43 . C4 . H42 . 107.4 no
S1 . C5 . C6 . 113.4(3) yes
S1 . C5 . H52 . 107.1 no
C6 . C5 . H52 . 109.0 no
S1 . C5 . H51 . 109.2 no
C6 . C5 . H51 . 108.6 no
H52 . C5 . H51 . 109.4 no
C5 . C6 . N7 . 111.8(4) yes
C5 . C6 . C22 . 111.7(4) yes
N7 . C6 . C22 . 112.2(4) yes
C5 . C6 . H61 . 108.6 no
N7 . C6 . H61 . 105.2 no
C22 . C6 . H61 . 107.0 no
C6 . N7 . C8 . 123.9(4) yes
C6 . N7 . C11 . 125.1(4) yes
C8 . N7 . C11 . 110.7(4) yes
N7 . C8 . C9 . 106.3(4) yes
N7 . C8 . O12 . 124.7(5) yes
C9 . C8 . O12 . 129.0(5) yes
C8 . C9 . C10 . 108.7(4) yes
C8 . C9 . C14 . 129.7(5) yes
C10 . C9 . C14 . 121.7(5) yes
C9 . C10 . C11 . 107.5(5) yes
C9 . C10 . C17 . 122.2(5) yes
C11 . C10 . C17 . 130.2(5) yes
C10 . C11 . N7 . 106.8(4) yes
C10 . C11 . O13 . 129.2(5) yes
N7 . C11 . O13 . 124.1(5) yes
C9 . C14 . C15 . 117.0(5) yes
C9 . C14 . N18 . 117.7(5) yes
C15 . C14 . N18 . 125.2(5) yes
C14 . C15 . C16 . 120.2(5) yes
C14 . C15 . H151 . 119.6 no
C16 . C15 . H151 . 120.2 no
C15 . C16 . C17 . 122.5(5) yes
C15 . C16 . H161 . 118.9 no
C17 . C16 . H161 . 118.6 no
C16 . C17 . C10 . 116.3(5) yes
C16 . C17 . H171 . 122.6 no
C10 . C17 . H171 . 121.1 no
C14 . N18 . C19 . 127.9(5) yes
C14 . N18 . H181 . 115.0 no
C19 . N18 . H181 . 116.8 no
N18 . C19 . O20 . 123.9(5) yes
N18 . C19 . C21 . 113.1(5) yes
O20 . C19 . C21 . 123.0(5) yes
C19 . C21 . H212 . 108.8 no
C19 . C21 . H211 . 108.8 no
H212 . C21 . H211 . 110.1 no
C19 . C21 . H213 . 108.6 no
H212 . C21 . H213 . 111.3 no
H211 . C21 . H213 . 109.3 no
C6 . C22 . C23 . 121.9(5) yes
C6 . C22 . C27 . 118.6(5) yes
C23 . C22 . C27 . 119.5(5) yes
C22 . C23 . C24 . 120.6(5) yes
C22 . C23 . H231 . 119.2 no
C24 . C23 . H231 . 120.1 no
C23 . C24 . C25 . 119.6(5) yes
C23 . C24 . O28 . 124.2(5) yes
C25 . C24 . O28 . 116.2(5) yes
C24 . C25 . C26 . 119.1(5) yes
C24 . C25 . O31 . 115.9(5) yes
C26 . C25 . O31 . 125.0(5) yes
C25 . C26 . C27 . 120.8(5) yes
C25 . C26 . H261 . 118.6 no
C27 . C26 . H261 . 120.6 no
C26 . C27 . C22 . 120.4(5) yes
C26 . C27 . H271 . 119.3 no
C22 . C27 . H271 . 120.3 no
C24 . O28 . C29 . 116.7(4) yes
O28 . C29 . C30 . 107.9(5) yes
O28 . C29 . H291 . 110.7 no
C30 . C29 . H291 . 107.6 no
O28 . C29 . H292 . 109.4 no
C30 . C29 . H292 . 109.2 no
H291 . C29 . H292 . 111.9 no
C29 . C30 . H301 . 108.9 no
C29 . C30 . H302 . 110.1 no
H301 . C30 . H302 . 110.6 no
C29 . C30 . H303 . 109.9 no
H301 . C30 . H303 . 107.5 no
H302 . C30 . H303 . 109.9 no
C25 . O31 . C32 . 116.0(4) yes
O31 . C32 . H321 . 110.6 no
O31 . C32 . H322 . 109.2 no
H321 . C32 . H322 . 108.3 no
O31 . C32 . H323 . 110.5 no
H321 . C32 . H323 . 109.3 no
H322 . C32 . H323 . 108.8 no
C35 . C36 . C37 . 117.3(7) yes
C35 . C36 . H361 . 121.8 no
C37 . C36 . H361 . 120.9 no
C36 . C35 . C34 . 119.7(8) yes
C36 . C35 . H351 . 117.0 no
C34 . C35 . H351 . 123.3 no
Br33 . C34 . C35 . 119.8(6) yes
Br33 . C34 . C35 6_556 119.8(6) yes
C35 . C34 . C35 6_556 120.3(11) yes
C36 6_556 C37 . C36 . 125.3(12) yes
C36 6_556 C37 . H371 . 117.3 no
C36 . C37 . H371 . 117.3 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . O2 . 1.440(4) yes
S1 . O3 . 1.446(4) yes
S1 . C4 . 1.759(6) yes
S1 . C5 . 1.767(5) yes
C4 . H41 . 0.954 no
C4 . H43 . 0.949 no
C4 . H42 . 0.963 no
C5 . C6 . 1.533(7) yes
C5 . H52 . 0.951 no
C5 . H51 . 0.951 no
C6 . N7 . 1.472(7) yes
C6 . C22 . 1.533(7) yes
C6 . H61 . 0.966 no
N7 . C8 . 1.398(7) yes
N7 . C11 . 1.403(7) yes
C8 . C9 . 1.473(7) yes
C8 . O12 . 1.225(7) yes
C9 . C10 . 1.388(7) yes
C9 . C14 . 1.403(8) yes
C10 . C11 . 1.475(7) yes
C10 . C17 . 1.383(8) yes
C11 . O13 . 1.219(7) yes
C14 . C15 . 1.394(8) yes
C14 . N18 . 1.405(7) yes
C15 . C16 . 1.412(8) yes
C15 . H151 . 0.922 no
C16 . C17 . 1.393(8) yes
C16 . H161 . 0.932 no
C17 . H171 . 0.918 no
N18 . C19 . 1.362(7) yes
N18 . H181 . 0.852 no
C19 . O20 . 1.215(7) yes
C19 . C21 . 1.520(8) yes
C21 . H212 . 0.951 no
C21 . H211 . 0.966 no
C21 . H213 . 0.946 no
C22 . C23 . 1.387(7) yes
C22 . C27 . 1.383(7) yes
C23 . C24 . 1.389(7) yes
C23 . H231 . 0.922 no
C24 . C25 . 1.412(7) yes
C24 . O28 . 1.374(6) yes
C25 . C26 . 1.379(8) yes
C25 . O31 . 1.361(7) yes
C26 . C27 . 1.389(8) yes
C26 . H261 . 0.928 no
C27 . H271 . 0.919 no
O28 . C29 . 1.443(7) yes
C29 . C30 . 1.514(8) yes
C29 . H291 . 0.971 no
C29 . H292 . 0.981 no
C30 . H301 . 0.946 no
C30 . H302 . 0.961 no
C30 . H303 . 0.940 no
O31 . C32 . 1.426(7) yes
C32 . H321 . 0.958 no
C32 . H322 . 0.962 no
C32 . H323 . 0.955 no
Br33 . C34 . 1.867(13) yes
C36 . C35 . 1.468(13) yes
C36 . C37 . 1.374(13) yes
C36 . H361 . 0.931 no
C35 . C34 . 1.409(9) yes
C35 . H351 . 0.951 no
C37 . H371 . 0.924 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C4 . H43 . O3 8_666 154 0.95 2.49 3.367(8) yes
C5 . H52 . O20 5_656 168 0.95 2.51 3.448(8) yes
C5 . H51 . O13 . 121 0.95 2.49 3.095(8) yes
C5 . H51 . O13 8_666 146 0.95 2.32 3.149(8) yes
C15 . H151 . O20 . 121 0.92 2.30 2.889(8) yes
C23 . H231 . O13 8_666 177 0.92 2.46 3.377(8) yes
C26 . H261 . O2 5_656 164 0.93 2.45 3.351(8) yes
C27 . H271 . O3 5_656 137 0.92 2.52 3.256(8) yes
C32 . H321 . O20 2_555 160 0.96 2.59 3.502(8) yes
C4 . H42 . O12 2_645 127 0.96 2.35 3.034(8) yes
N18 . H181 . O12 . 137 0.85 2.29 2.965(8) yes
