#------------------------------------------------------------------------------
#$Date: 2022-06-15 05:03:52 +0300 (Wed, 15 Jun 2022) $
#$Revision: 276036 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/71/1567125.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_1567125
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         'C22 H24 N2 O7 S, 0.5(C8 H10)'
_chemical_formula_sum            'C26 H29 N2 O7 S'
_chemical_formula_weight         513.59
_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     other
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.96960(10)
_cell_length_b                   12.96960(10)
_cell_length_c                   29.24990(10)
_cell_measurement_reflns_used    69131
_cell_measurement_temperature    120
_cell_measurement_theta_max      68
_cell_measurement_theta_min      5
_cell_volume                     4920.14(6)
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_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    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.037
_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       -32
_diffrn_reflns_number            100964
_diffrn_reflns_theta_full        67.595
_diffrn_reflns_theta_max         67.595
_diffrn_reflns_theta_min         3.728
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.594
_exptl_absorpt_correction_T_max  0.68
_exptl_absorpt_correction_T_min  0.56
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2168
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.276
_exptl_crystal_size_min          0.245
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.23
_refine_ls_abs_structure_details 'Flack (1983), 1832 Friedel-pairs'
_refine_ls_abs_structure_Flack   0.03(2)
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1151
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         4453
_refine_ls_number_restraints     125
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0360
_refine_ls_shift/su_max          0.0009804
_refine_ls_shift/su_mean         0.0000637
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.02P)² + 6.16P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0909
_refine_ls_wR_factor_gt          0.0908
_refine_ls_wR_factor_ref         0.0909
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              34
_reflns_limit_l_min              0
_reflns_number_gt                4439
_reflns_number_total             4454
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   1.84
_oxford_diffrn_Wilson_scale      0.11
_oxford_refine_ls_r_factor_ref   0.0361
_oxford_refine_ls_scale          3.22(3)
_oxford_reflns_number_all        4453
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_cod_data_source_file            ed5027.cif
_cod_data_source_block           apremilastmetaxylene
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_primary' value 'Other' was changed to
'other' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/IUCr/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        4920.14(8)
_cod_original_sg_symbol_H-M      'P 41 21 2 '
_cod_database_code               1567125
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
C40 C 0.6710(6) 0.5593(6) 0.5661(3) 0.0594 0.5000 Uani D . . . . .
C41 C 0.4691(7) 0.5885(6) 0.4199(3) 0.0602 0.5000 Uani D . . . . .
C42 C 0.4860(6) 0.5383(6) 0.4649(3) 0.0448 0.5000 Uani D . . . . .
C43 C 0.5667(19) 0.571(2) 0.4928(5) 0.0373 0.5000 Uani D . . . . .
C44 C 0.5815(5) 0.5255(5) 0.5356(2) 0.0434 0.5000 Uani D . . . . .
C45 C 0.5155(6) 0.4481(5) 0.5503(3) 0.0425 0.5000 Uani D . . . . .
C46 C 0.4358(17) 0.4139(17) 0.5219(7) 0.0463 0.5000 Uani D . . . . .
C47 C 0.4215(17) 0.4588(18) 0.4792(6) 0.0463 0.5000 Uani D . . . . .
S1 S 0.59258(5) 0.16872(5) 0.28452(2) 0.0212 1.0000 Uani . . . . . .
O2 O 0.68444(14) 0.21493(14) 0.30385(6) 0.0283 1.0000 Uani . . . . . .
O3 O 0.54917(15) 0.08080(14) 0.30775(7) 0.0296 1.0000 Uani . . . . . .
C4 C 0.6189(2) 0.1357(2) 0.22751(9) 0.0327 1.0000 Uani . . . . . .
C5 C 0.49641(19) 0.26539(19) 0.27892(8) 0.0200 1.0000 Uani . . . . . .
C6 C 0.45191(19) 0.29989(19) 0.32485(8) 0.0193 1.0000 Uani . . . . . .
N7 N 0.53234(16) 0.34636(15) 0.35428(7) 0.0185 1.0000 Uani . . . . . .
C8 C 0.56145(19) 0.30486(18) 0.39650(8) 0.0184 1.0000 Uani . . . . . .
C9 C 0.65096(19) 0.36583(19) 0.41219(8) 0.0183 1.0000 Uani . . . . . .
C10 C 0.6736(2) 0.43869(19) 0.37903(8) 0.0201 1.0000 Uani . . . . . .
C11 C 0.59690(19) 0.42708(18) 0.34173(8) 0.0190 1.0000 Uani . . . . . .
O12 O 0.51867(14) 0.23342(13) 0.41545(6) 0.0228 1.0000 Uani . . . . . .
O13 O 0.58875(15) 0.47698(13) 0.30636(6) 0.0250 1.0000 Uani . . . . . .
C14 C 0.70720(19) 0.35921(18) 0.45244(8) 0.0187 1.0000 Uani . . . . . .
C15 C 0.78905(19) 0.4284(2) 0.45773(9) 0.0245 1.0000 Uani . . . . . .
C16 C 0.8115(2) 0.5000(2) 0.42382(10) 0.0274 1.0000 Uani . . . . . .
C17 C 0.7539(2) 0.5079(2) 0.38358(9) 0.0245 1.0000 Uani . . . . . .
N18 N 0.67714(17) 0.28524(16) 0.48458(7) 0.0224 1.0000 Uani . . . . . .
C19 C 0.7192(2) 0.2664(2) 0.52696(9) 0.0242 1.0000 Uani . . . . . .
C20 C 0.6582(2) 0.1912(2) 0.55505(9) 0.0321 1.0000 Uani . . . . . .
O21 O 0.79719(14) 0.30845(15) 0.54103(6) 0.0296 1.0000 Uani . . . . . .
C22 C 0.35946(19) 0.37069(19) 0.31878(8) 0.0201 1.0000 Uani . . . . . .
C23 C 0.34297(19) 0.42797(19) 0.27877(9) 0.0229 1.0000 Uani . . . . . .
C24 C 0.2569(2) 0.4900(2) 0.27427(9) 0.0244 1.0000 Uani . . . . . .
C25 C 0.1834(2) 0.49466(19) 0.30987(9) 0.0241 1.0000 Uani . . . . . .
C26 C 0.2001(2) 0.4383(2) 0.34941(9) 0.0246 1.0000 Uani . . . . . .
C27 C 0.2879(2) 0.3768(2) 0.35362(9) 0.0226 1.0000 Uani . . . . . .
O28 O 0.23479(14) 0.55103(16) 0.23704(7) 0.0320 1.0000 Uani . . . . . .
C29 C 0.3117(2) 0.5567(2) 0.20161(10) 0.0342 1.0000 Uani . . . . . .
C30 C 0.2841(3) 0.6454(3) 0.17110(13) 0.0529 1.0000 Uani . . . . . .
O31 O 0.09927(14) 0.55572(15) 0.30243(7) 0.0317 1.0000 Uani . . . . . .
C32 C 0.0267(2) 0.5629(3) 0.33924(10) 0.0379 1.0000 Uani . . . . . .
H52 H 0.4417 0.2377 0.2601 0.0242 1.0000 Uiso R . . . . .
H51 H 0.5272 0.3249 0.2638 0.0237 1.0000 Uiso R . . . . .
H61 H 0.4267 0.2371 0.3412 0.0219 1.0000 Uiso R . . . . .
H201 H 0.7012 0.1678 0.5804 0.0471 1.0000 Uiso R . . . . .
H203 H 0.6397 0.1337 0.5350 0.0469 1.0000 Uiso R . . . . .
H202 H 0.5968 0.2248 0.5664 0.0476 1.0000 Uiso R . . . . .
H151 H 0.8288 0.4265 0.4837 0.0278 1.0000 Uiso R . . . . .
H161 H 0.8670 0.5441 0.4279 0.0325 1.0000 Uiso R . . . . .
H171 H 0.7693 0.5565 0.3611 0.0307 1.0000 Uiso R . . . . .
H271 H 0.2970 0.3375 0.3804 0.0249 1.0000 Uiso R . . . . .
H261 H 0.1525 0.4422 0.3738 0.0286 1.0000 Uiso R . . . . .
H321 H -0.0277 0.6092 0.3305 0.0530 1.0000 Uiso R . . . . .
H322 H -0.0001 0.4961 0.3465 0.0531 1.0000 Uiso R . . . . .
H323 H 0.0602 0.5907 0.3665 0.0525 1.0000 Uiso R . . . . .
H231 H 0.3919 0.4243 0.2536 0.0256 1.0000 Uiso R . . . . .
H292 H 0.3131 0.4921 0.1860 0.0404 1.0000 Uiso R . . . . .
H291 H 0.3779 0.5682 0.2160 0.0402 1.0000 Uiso R . . . . .
H301 H 0.3415 0.6550 0.1497 0.0700 1.0000 Uiso R . . . . .
H303 H 0.2227 0.6296 0.1537 0.0699 1.0000 Uiso R . . . . .
H302 H 0.2743 0.7069 0.1891 0.0693 1.0000 Uiso R . . . . .
H43 H 0.5531 0.1184 0.2146 0.0500 1.0000 Uiso R . . . . .
H42 H 0.6636 0.0770 0.2285 0.0499 1.0000 Uiso R . . . . .
H41 H 0.6501 0.1946 0.2134 0.0500 1.0000 Uiso R . . . . .
H411 H 0.4110 0.5584 0.4053 0.0759 0.5000 Uiso R . . . . .
H412 H 0.4571 0.6600 0.4243 0.0759 0.5000 Uiso R . . . . .
H413 H 0.5285 0.5792 0.4013 0.0759 0.5000 Uiso R . . . . .
H401 H 0.6699 0.5221 0.5941 0.0711 0.5000 Uiso R . . . . .
H402 H 0.6656 0.6311 0.5722 0.0711 0.5000 Uiso R . . . . .
H403 H 0.7338 0.5459 0.5505 0.0711 0.5000 Uiso R . . . . .
H431 H 0.6127 0.6230 0.4824 0.0457 0.5000 Uiso R . . . . .
H451 H 0.5245 0.4175 0.5798 0.0513 0.5000 Uiso R . . . . .
H461 H 0.3912 0.3603 0.5318 0.0536 0.5000 Uiso R . . . . .
H471 H 0.3675 0.4356 0.4598 0.0566 0.5000 Uiso R . . . . .
H181 H 0.6207 0.2427 0.4761 0.0276 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'
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'
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'
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'
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
C41 6_556 C40 . C44 . 56.3(5) yes
C41 6_556 C40 . H401 . 54.0 no
C44 . C40 . H401 . 110.3 no
C41 6_556 C40 . H402 . 127.2 no
C44 . C40 . H402 . 109.6 no
H401 . C40 . H402 . 109.5 no
C41 6_556 C40 . H403 . 123.4 no
C44 . C40 . H403 . 108.6 no
H401 . C40 . H403 . 109.5 no
H402 . C40 . H403 . 109.5 no
H451 6_556 C41 . C44 6_556 104.6 no
H451 6_556 C41 . C40 6_556 162.7 no
C44 6_556 C41 . C40 6_556 58.1(5) yes
H451 6_556 C41 . C45 6_556 45.9 no
C44 6_556 C41 . C45 6_556 58.7(4) yes
C40 6_556 C41 . C45 6_556 116.9(7) yes
H451 6_556 C41 . C42 . 75.2 no
C44 6_556 C41 . C42 . 29.5(3) yes
C40 6_556 C41 . C42 . 87.6(6) yes
C45 6_556 C41 . C42 . 29.3(3) yes
H451 6_556 C41 . H411 . 35.6 no
C44 6_556 C41 . H411 . 139.0 no
C40 6_556 C41 . H411 . 161.4 no
C45 6_556 C41 . H411 . 80.7 no
C42 . C41 . H411 . 109.7 no
H451 6_556 C41 . H412 . 131.1 no
C44 6_556 C41 . H412 . 91.2 no
C40 6_556 C41 . H412 . 56.2 no
C45 6_556 C41 . H412 . 125.4 no
C42 . C41 . H412 . 109.3 no
H451 6_556 C41 . H413 . 114.6 no
C44 6_556 C41 . H413 . 95.4 no
C40 6_556 C41 . H413 . 69.3 no
C45 6_556 C41 . H413 . 117.1 no
C42 . C41 . H413 . 109.4 no
H411 . C41 . H412 . 109.5 no
H411 . C41 . H413 . 109.5 no
H412 . C41 . H413 . 109.5 no
C41 . C42 . C46 6_556 118.1(7) yes
C41 . C42 . C43 6_556 130.4(7) yes
C46 6_556 C42 . C43 6_556 111.5(8) yes
C41 . C42 . C43 . 119.9(6) yes
C46 6_556 C42 . C43 . 121.8(8) yes
C43 6_556 C42 . C43 . 11.2(10) yes
C41 . C42 . C47 . 120.1(6) yes
C46 6_556 C42 . C47 . 6(2) yes
C43 6_556 C42 . C47 . 109.3(4) yes
C43 . C42 . C47 . 119.98(9) yes
H431 6_556 C43 . C42 . 168.1 no
H431 6_556 C43 . C42 6_556 89.1 no
C42 . C43 . C42 6_556 93.9(5) yes
H431 6_556 C43 . C44 6_556 142.4 no
C42 . C43 . C44 6_556 31.9(5) yes
C42 6_556 C43 . C44 6_556 125.4(3) yes
H431 6_556 C43 . C44 . 63.4 no
C42 . C43 . C44 . 120.01(9) yes
C42 6_556 C43 . C44 . 26.2(5) yes
C44 6_556 C43 . C44 . 151.4(7) yes
H431 6_556 C43 . H431 . 58.3 no
C42 . C43 . H431 . 120.0 no
C42 6_556 C43 . H431 . 146.1 no
C44 6_556 C43 . H431 . 88.5 no
C44 . C43 . H431 . 120.0 no
C40 . C44 . C41 6_556 65.6(5) yes
C40 . C44 . C43 . 120.4(5) yes
C41 6_556 C44 . C43 . 174.0(6) yes
C40 . C44 . C43 6_556 115.9(6) yes
C41 6_556 C44 . C43 6_556 174(2) yes
C43 . C44 . C43 6_556 7(3) yes
C40 . C44 . C45 . 119.6(5) yes
C41 6_556 C44 . C45 . 54.0(5) yes
C43 . C44 . C45 . 119.97(9) yes
C43 6_556 C44 . C45 . 124.2(5) yes
C44 . C45 . C41 6_556 67.2(6) yes
C44 . C45 . C47 6_556 111.5(6) yes
C41 6_556 C45 . C47 6_556 171.6(18) yes
C44 . C45 . C46 . 119.97(9) yes
C41 6_556 C45 . C46 . 172.5(7) yes
C47 6_556 C45 . C46 . 10(2) yes
C44 . C45 . H451 . 120.4 no
C41 6_556 C45 . H451 . 53.2 no
C47 6_556 C45 . H451 . 127.7 no
C46 . C45 . H451 . 119.7 no
C42 6_556 C46 . C45 . 25.4(4) yes
C42 6_556 C46 . C46 6_556 105.7(7) yes
C45 . C46 . C46 6_556 131.1(7) yes
C42 6_556 C46 . H471 6_556 105.5 no
C45 . C46 . H471 6_556 81.0 no
C46 6_556 C46 . H471 6_556 142.4 no
C42 6_556 C46 . C47 . 94.6(4) yes
C45 . C46 . C47 . 120.01(9) yes
C46 6_556 C46 . C47 . 13.1(13) yes
H471 6_556 C46 . C47 . 155.5 no
C42 6_556 C46 . H461 . 145.4 no
C45 . C46 . H461 . 120.0 no
C46 6_556 C46 . H461 . 108.5 no
H471 6_556 C46 . H461 . 41.2 no
C47 . C46 . H461 . 120.0 no
H461 6_556 C47 . C47 6_556 101.9 no
H461 6_556 C47 . C42 . 147.1 no
C47 6_556 C47 . C42 . 108.1(4) yes
H461 6_556 C47 . C46 . 91.3 no
C47 6_556 C47 . C46 . 13.0(12) yes
C42 . C47 . C46 . 120.02(9) yes
H461 6_556 C47 . C45 6_556 116.1 no
C47 6_556 C47 . C45 6_556 138.5(11) yes
C42 . C47 . C45 6_556 31.4(4) yes
C46 . C47 . C45 6_556 151.1(5) yes
H461 6_556 C47 . H471 . 30.6 no
C47 6_556 C47 . H471 . 131.8 no
C42 . C47 . H471 . 119.8 no
C46 . C47 . H471 . 120.2 no
C45 6_556 C47 . H471 . 88.6 no
O2 . S1 . O3 . 117.68(11) yes
O2 . S1 . C4 . 108.19(13) yes
O3 . S1 . C4 . 109.30(14) yes
O2 . S1 . C5 . 108.75(12) yes
O3 . S1 . C5 . 109.12(12) yes
C4 . S1 . C5 . 102.76(12) yes
S1 . C4 . H43 . 105.0 no
S1 . C4 . H42 . 106.4 no
H43 . C4 . H42 . 111.4 no
S1 . C4 . H41 . 107.2 no
H43 . C4 . H41 . 113.2 no
H42 . C4 . H41 . 113.0 no
S1 . C5 . C6 . 112.98(16) yes
S1 . C5 . H52 . 107.8 no
C6 . C5 . H52 . 109.4 no
S1 . C5 . H51 . 108.2 no
C6 . C5 . H51 . 108.8 no
H52 . C5 . H51 . 109.6 no
C5 . C6 . N7 . 111.3(2) yes
C5 . C6 . C22 . 111.82(19) yes
N7 . C6 . C22 . 112.18(19) yes
C5 . C6 . H61 . 107.8 no
N7 . C6 . H61 . 106.5 no
C22 . C6 . H61 . 106.8 no
C6 . N7 . C8 . 123.1(2) yes
C6 . N7 . C11 . 125.3(2) yes
C8 . N7 . C11 . 111.1(2) yes
N7 . C8 . C9 . 106.3(2) yes
N7 . C8 . O12 . 125.0(2) yes
C9 . C8 . O12 . 128.7(2) yes
C8 . C9 . C10 . 108.3(2) yes
C8 . C9 . C14 . 130.0(2) yes
C10 . C9 . C14 . 121.6(2) yes
C9 . C10 . C11 . 107.7(2) yes
C9 . C10 . C17 . 122.4(2) yes
C11 . C10 . C17 . 129.9(2) yes
C10 . C11 . N7 . 106.61(19) yes
C10 . C11 . O13 . 128.7(2) yes
N7 . C11 . O13 . 124.7(2) yes
C9 . C14 . C15 . 116.9(2) yes
C9 . C14 . N18 . 117.8(2) yes
C15 . C14 . N18 . 125.3(2) yes
C14 . C15 . C16 . 120.6(2) yes
C14 . C15 . H151 . 120.0 no
C16 . C15 . H151 . 119.4 no
C15 . C16 . C17 . 122.5(2) yes
C15 . C16 . H161 . 118.9 no
C17 . C16 . H161 . 118.5 no
C16 . C17 . C10 . 115.9(2) yes
C16 . C17 . H171 . 122.0 no
C10 . C17 . H171 . 122.2 no
C14 . N18 . C19 . 128.1(2) yes
C14 . N18 . H181 . 115.9 no
C19 . N18 . H181 . 116.0 no
N18 . C19 . C20 . 113.6(2) yes
N18 . C19 . O21 . 123.5(2) yes
C20 . C19 . O21 . 122.9(2) yes
C19 . C20 . H201 . 108.5 no
C19 . C20 . H203 . 107.2 no
H201 . C20 . H203 . 111.0 no
C19 . C20 . H202 . 109.2 no
H201 . C20 . H202 . 110.5 no
H203 . C20 . H202 . 110.3 no
C6 . C22 . C23 . 122.5(2) yes
C6 . C22 . C27 . 118.6(2) yes
C23 . C22 . C27 . 118.9(2) yes
C22 . C23 . C24 . 120.7(2) yes
C22 . C23 . H231 . 120.4 no
C24 . C23 . H231 . 118.9 no
C23 . C24 . C25 . 120.0(2) yes
C23 . C24 . O28 . 125.3(2) yes
C25 . C24 . O28 . 114.7(2) yes
C24 . C25 . C26 . 119.1(2) yes
C24 . C25 . O31 . 116.5(2) yes
C26 . C25 . O31 . 124.4(2) yes
C25 . C26 . C27 . 120.2(2) yes
C25 . C26 . H261 . 120.0 no
C27 . C26 . H261 . 119.8 no
C26 . C27 . C22 . 121.1(2) yes
C26 . C27 . H271 . 119.0 no
C22 . C27 . H271 . 119.9 no
C24 . O28 . C29 . 117.0(2) yes
O28 . C29 . C30 . 107.6(2) yes
O28 . C29 . H292 . 108.3 no
C30 . C29 . H292 . 113.1 no
O28 . C29 . H291 . 108.0 no
C30 . C29 . H291 . 110.7 no
H292 . C29 . H291 . 109.0 no
C29 . C30 . H301 . 107.2 no
C29 . C30 . H303 . 110.4 no
H301 . C30 . H303 . 108.5 no
C29 . C30 . H302 . 110.0 no
H301 . C30 . H302 . 110.0 no
H303 . C30 . H302 . 110.8 no
C25 . O31 . C32 . 116.3(2) yes
O31 . C32 . H321 . 108.9 no
O31 . C32 . H322 . 110.2 no
H321 . C32 . H322 . 111.0 no
O31 . C32 . H323 . 110.2 no
H321 . C32 . H323 . 108.3 no
H322 . C32 . H323 . 108.3 no
H451 6_556 H411 . C41 . 82.3 no
C43 6_556 H431 . C43 . 20.4 no
H411 6_556 H451 . C41 6_556 62.1 no
H411 6_556 H451 . C45 . 140.5 no
C41 6_556 H451 . C45 . 80.9 no
H471 6_556 H461 . C47 6_556 49.9 no
H471 6_556 H461 . C46 . 57.1 no
C47 6_556 H461 . C46 . 8.2 no
H461 6_556 H471 . C47 . 99.5 no
H461 6_556 H471 . C46 6_556 81.7 no
C47 . H471 . C46 6_556 18.4 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
C40 . C41 6_556 1.638(12) yes
C40 . C44 . 1.528(9) yes
C40 . H401 . 0.950 no
C40 . H402 . 0.950 no
C40 . H403 . 0.950 no
C41 . H451 6_556 1.066 no
C41 . C44 6_556 1.497(11) yes
C41 . C45 6_556 1.315(12) yes
C41 . C42 . 1.485(12) yes
C41 . H411 . 0.950 no
C41 . H412 . 0.950 no
C41 . H413 . 0.950 no
C42 . C46 6_556 1.671(12) yes
C42 . C43 6_556 1.697(11) yes
C42 . C43 . 1.393(7) yes
C42 . C47 . 1.393(7) yes
C43 . H431 6_556 1.161 no
C43 . C44 6_556 0.996(15) yes
C43 . C44 . 1.395(6) yes
C43 . H431 . 0.950 no
C44 . C45 . 1.388(6) yes
C45 . C47 6_556 1.187(19) yes
C45 . C46 . 1.399(7) yes
C45 . H451 . 0.956 no
C46 . C46 6_556 1.34(3) yes
C46 . H471 6_556 0.806 no
C46 . C47 . 1.389(6) yes
C46 . H461 . 0.950 no
C47 . H461 6_556 1.226 no
C47 . C47 6_556 1.39(2) yes
C47 . H471 . 0.951 no
S1 . O2 . 1.4485(19) yes
S1 . O3 . 1.442(2) yes
S1 . C4 . 1.755(3) yes
S1 . C5 . 1.776(2) yes
C4 . H43 . 0.959 no
C4 . H42 . 0.958 no
C4 . H41 . 0.958 no
C5 . C6 . 1.529(3) yes
C5 . H52 . 0.968 no
C5 . H51 . 0.975 no
C6 . N7 . 1.481(3) yes
C6 . C22 . 1.521(3) yes
C6 . H61 . 0.999 no
N7 . C8 . 1.399(3) yes
N7 . C11 . 1.390(3) yes
C8 . C9 . 1.478(3) yes
C8 . O12 . 1.214(3) yes
C9 . C10 . 1.386(3) yes
C9 . C14 . 1.388(3) yes
C10 . C11 . 1.484(3) yes
C10 . C17 . 1.381(4) yes
C11 . O13 . 1.225(3) yes
C14 . C15 . 1.398(4) yes
C14 . N18 . 1.399(3) yes
C15 . C16 . 1.390(4) yes
C15 . H151 . 0.919 no
C16 . C17 . 1.398(4) yes
C16 . H161 . 0.926 no
C17 . H171 . 0.933 no
N18 . C19 . 1.376(3) yes
N18 . H181 . 0.950 no
C19 . C20 . 1.500(4) yes
C19 . O21 . 1.220(3) yes
C20 . H201 . 0.976 no
C20 . H203 . 0.979 no
C20 . H202 . 0.967 no
C22 . C23 . 1.403(3) yes
C22 . C27 . 1.381(3) yes
C23 . C24 . 1.382(4) yes
C23 . H231 . 0.972 no
C24 . C25 . 1.413(4) yes
C24 . O28 . 1.377(3) yes
C25 . C26 . 1.385(4) yes
C25 . O31 . 1.365(3) yes
C26 . C27 . 1.395(4) yes
C26 . H261 . 0.946 no
C27 . H271 . 0.943 no
O28 . C29 . 1.440(3) yes
C29 . C30 . 1.499(4) yes
C29 . H292 . 0.954 no
C29 . H291 . 0.968 no
C30 . H301 . 0.981 no
C30 . H303 . 0.966 no
C30 . H302 . 0.964 no
O31 . C32 . 1.433(3) yes
C32 . H321 . 0.960 no
C32 . H322 . 0.958 no
C32 . H323 . 0.976 no
H411 . H451 6_556 0.626 no
H461 . H471 6_556 0.633 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
C5 . H52 . O21 7_455 172 0.97 2.47 3.432(8) yes
C5 . H51 . O13 . 122 0.98 2.47 3.100(8) yes
C5 . H51 . O13 8_665 140 0.98 2.34 3.149(8) yes
C15 . H151 . O21 . 121 0.92 2.31 2.892(8) yes
C27 . H271 . O2 7_455 135 0.94 2.51 3.247(8) yes
C26 . H261 . O3 7_455 168 0.95 2.43 3.357(8) yes
C23 . H231 . O13 8_665 176 0.97 2.45 3.420(8) yes
C4 . H42 . O12 4_554 128 0.96 2.40 3.084(8) yes
C4 . H41 . O2 8_665 157 0.96 2.40 3.306(8) yes
C43 6_556 H431 . C40 6_556 124 1.16 1.70 2.538(8) yes
N18 . H181 . O12 . 135 0.95 2.22 2.961(8) yes
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
0 1 33 x .
