#------------------------------------------------------------------------------
#$Date: 2022-06-15 05:03:52 +0300 (Wed, 15 Jun 2022) $
#$Revision: 276036 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/71/1567124.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_1567124
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         '2(C22 H24 N2 O7 S), C9 H12'
_chemical_formula_sum            'C53 H60 N4 O14 S2'
_chemical_formula_weight         1041.17
_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            4
_cell_length_a                   13.27920(10)
_cell_length_b                   13.27920(10)
_cell_length_c                   28.27370(10)
_cell_measurement_reflns_used    62445
_cell_measurement_temperature    120
_cell_measurement_theta_max      68
_cell_measurement_theta_min      5
_cell_volume                     4985.70(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 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  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.035
_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       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            90441
_diffrn_reflns_theta_full        67.664
_diffrn_reflns_theta_max         67.664
_diffrn_reflns_theta_min         3.677
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.580
_exptl_absorpt_correction_T_max  0.61
_exptl_absorpt_correction_T_min  0.49
_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             2199.988
_exptl_crystal_size_max          0.487
_exptl_crystal_size_mid          0.348
_exptl_crystal_size_min          0.309
_refine_diff_density_max         0.21
_refine_diff_density_min         -0.26
_refine_ls_abs_structure_details 'Flack (1983), 1862 Friedel-pairs'
_refine_ls_abs_structure_Flack   -0.003(11)
_refine_ls_extinction_coef       61(8)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_refine_ls_goodness_of_fit_ref   0.8635
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         4516
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0224
_refine_ls_R_factor_gt           0.0223
_refine_ls_shift/su_max          0.0013090
_refine_ls_shift/su_mean         0.0000652
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.04P)² + 2.04P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0603
_refine_ls_wR_factor_gt          0.0601
_refine_ls_wR_factor_ref         0.0603
_reflns_limit_h_max              11
_reflns_limit_h_min              -10
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              33
_reflns_limit_l_min              0
_reflns_number_gt                4479
_reflns_number_total             4516
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   1.75
_oxford_diffrn_Wilson_scale      0.07
_oxford_refine_ls_r_factor_ref   0.0224
_oxford_refine_ls_scale          3.55(3)
_oxford_reflns_number_all        4516
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_cod_data_source_file            ed5027.cif
_cod_data_source_block           apremilastmesitilene
_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        4985.70(8)
_cod_original_sg_symbol_H-M      'P 41 21 2 '
_cod_database_code               1567124
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-y+1/2,x+1/2,z+1/4
-x,-y,z+1/2
x+1/2,-y+1/2,-z+3/4
-y,-x,-z+1/2
y+1/2,-x+1/2,z+3/4
y,x,-z
-x+1/2,y+1/2,-z+1/4
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 0.57862(2) 0.18236(2) 0.282453(11) 0.0204 1.0000 Uani . . . . . .
O2 O 0.66730(7) 0.22420(8) 0.30443(3) 0.0263 1.0000 Uani . . . . . .
O3 O 0.53532(8) 0.09343(8) 0.30348(4) 0.0296 1.0000 Uani . . . . . .
C4 C 0.60449(11) 0.15805(12) 0.22253(5) 0.0287 1.0000 Uani . . . . . .
C5 C 0.48529(10) 0.27773(10) 0.27897(5) 0.0199 1.0000 Uani . . . . . .
C6 C 0.44358(10) 0.30955(10) 0.32720(4) 0.0192 1.0000 Uani . . . . . .
N7 N 0.52323(8) 0.35398(8) 0.35716(4) 0.0188 1.0000 Uani . . . . . .
C8 C 0.55573(10) 0.31021(10) 0.39949(4) 0.0184 1.0000 Uani . . . . . .
C9 C 0.64526(10) 0.36763(10) 0.41484(5) 0.0184 1.0000 Uani . . . . . .
C10 C 0.66422(10) 0.44234(10) 0.38152(4) 0.0193 1.0000 Uani . . . . . .
C11 C 0.58556(10) 0.43403(10) 0.34421(4) 0.0189 1.0000 Uani . . . . . .
O12 O 0.51551(7) 0.23868(7) 0.41875(3) 0.0226 1.0000 Uani . . . . . .
O13 O 0.57507(8) 0.48496(7) 0.30884(3) 0.0243 1.0000 Uani . . . . . .
C14 C 0.70448(10) 0.35641(10) 0.45493(4) 0.0194 1.0000 Uani . . . . . .
C15 C 0.78599(10) 0.42293(11) 0.45998(5) 0.0233 1.0000 Uani . . . . . .
C16 C 0.80428(11) 0.49674(11) 0.42596(5) 0.0246 1.0000 Uani . . . . . .
C17 C 0.74369(10) 0.50871(10) 0.38608(5) 0.0226 1.0000 Uani . . . . . .
N18 N 0.67762(9) 0.28104(9) 0.48739(4) 0.0211 1.0000 Uani . . . . . .
C19 C 0.71998(11) 0.26047(11) 0.53052(5) 0.0232 1.0000 Uani . . . . . .
C20 C 0.66192(12) 0.18431(12) 0.55886(5) 0.0287 1.0000 Uani . . . . . .
O21 O 0.79692(8) 0.30058(8) 0.54498(3) 0.0287 1.0000 Uani . . . . . .
C22 C 0.35211(10) 0.37771(10) 0.32180(5) 0.0194 1.0000 Uani . . . . . .
C23 C 0.33704(10) 0.43779(10) 0.28178(5) 0.0207 1.0000 Uani . . . . . .
C24 C 0.25140(10) 0.49712(10) 0.27760(5) 0.0212 1.0000 Uani . . . . . .
C25 C 0.17836(10) 0.49566(10) 0.31376(5) 0.0219 1.0000 Uani . . . . . .
C26 C 0.19388(10) 0.43612(10) 0.35331(5) 0.0228 1.0000 Uani . . . . . .
C27 C 0.28041(11) 0.37748(11) 0.35718(5) 0.0223 1.0000 Uani . . . . . .
O28 O 0.23129(7) 0.55953(8) 0.24018(3) 0.0268 1.0000 Uani . . . . . .
C29 C 0.30457(11) 0.56389(11) 0.20284(5) 0.0243 1.0000 Uani . . . . . .
C30 C 0.27799(12) 0.65034(13) 0.17106(6) 0.0351 1.0000 Uani . . . . . .
O31 O 0.09501(7) 0.55421(8) 0.30633(4) 0.0277 1.0000 Uani . . . . . .
C32 C 0.01938(11) 0.55043(12) 0.34229(5) 0.0279 1.0000 Uani . . . . . .
C40 C 0.37984(16) 0.37984(16) 0.500000(10) 0.0938 1.0000 Uani S T . . . .
C41 C 0.45912(13) 0.45912(13) 0.5000 0.0434 1.0000 Uani S T . . . .
C42 C 0.46605(12) 0.52845(14) 0.46313(6) 0.0405 1.0000 Uani . . . . . .
C43 C 0.53901(12) 0.60302(12) 0.46292(5) 0.0312 1.0000 Uani . . . . . .
C44 C 0.60652(12) 0.60652(12) 0.500000(7) 0.0299 1.0000 Uani S T . . . .
C45 C 0.54511(17) 0.67888(16) 0.42349(7) 0.0535 1.0000 Uani . . . . . .
H51 H 0.5165 0.3363 0.2630 0.0241 1.0000 Uiso R . . . . .
H52 H 0.4300 0.2497 0.2600 0.0236 1.0000 Uiso R . . . . .
H61 H 0.4212 0.2472 0.3453 0.0234 1.0000 Uiso R . . . . .
H203 H 0.7040 0.1597 0.5845 0.0428 1.0000 Uiso R . . . . .
H202 H 0.6017 0.2171 0.5719 0.0433 1.0000 Uiso R . . . . .
H201 H 0.6428 0.1287 0.5384 0.0429 1.0000 Uiso R . . . . .
H151 H 0.8300 0.4194 0.4866 0.0278 1.0000 Uiso R . . . . .
H161 H 0.8616 0.5417 0.4302 0.0301 1.0000 Uiso R . . . . .
H171 H 0.7555 0.5599 0.3632 0.0274 1.0000 Uiso R . . . . .
H271 H 0.2894 0.3352 0.3850 0.0260 1.0000 Uiso R . . . . .
H261 H 0.1449 0.4341 0.3774 0.0265 1.0000 Uiso R . . . . .
H323 H -0.0369 0.5929 0.3329 0.0417 1.0000 Uiso R . . . . .
H321 H 0.0458 0.5774 0.3726 0.0419 1.0000 Uiso R . . . . .
H322 H -0.0035 0.4806 0.3469 0.0412 1.0000 Uiso R . . . . .
H231 H 0.3867 0.4389 0.2572 0.0240 1.0000 Uiso R . . . . .
H291 H 0.3729 0.5737 0.2163 0.0290 1.0000 Uiso R . . . . .
H292 H 0.3036 0.4994 0.1850 0.0297 1.0000 Uiso R . . . . .
H302 H 0.3268 0.6584 0.1454 0.0510 1.0000 Uiso R . . . . .
H301 H 0.2740 0.7131 0.1886 0.0508 1.0000 Uiso R . . . . .
H303 H 0.2132 0.6394 0.1546 0.0512 1.0000 Uiso R . . . . .
H43 H 0.6400 0.2166 0.2094 0.0442 1.0000 Uiso R . . . . .
H42 H 0.5409 0.1465 0.2061 0.0443 1.0000 Uiso R . . . . .
H441 H 0.6570 0.6570 0.5000 0.0351 1.0000 Uiso RS . . . . .
H421 H 0.4195 0.5234 0.4374 0.0495 1.0000 Uiso R . . . . .
H451 H 0.4788 0.7095 0.4188 0.0812 1.0000 Uiso R . . . . .
H452 H 0.5926 0.7335 0.4323 0.0828 1.0000 Uiso R . . . . .
H453 H 0.5650 0.6473 0.3936 0.0819 1.0000 Uiso R . . . . .
H401 H 0.3728 0.3247 0.5264 0.1394 0.5000 Uiso R . . . . .
H402 H 0.3032 0.3940 0.5010 0.1407 0.5000 Uiso R . . . . .
H403 H 0.3688 0.3277 0.4724 0.1397 0.5000 Uiso R . . . . .
H41 H 0.6463 0.0981 0.2215 0.0435 1.0000 Uiso R . . . . .
H181 H 0.6232 0.2388 0.4783 0.0254 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'
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 . 117.60(6) yes
O2 . S1 . C4 . 109.03(7) yes
O3 . S1 . C4 . 108.96(7) yes
O2 . S1 . C5 . 108.61(6) yes
O3 . S1 . C5 . 109.20(6) yes
C4 . S1 . C5 . 102.35(7) yes
S1 . C4 . H43 . 108.3 no
S1 . C4 . H42 . 108.5 no
H43 . C4 . H42 . 111.1 no
S1 . C4 . H41 . 106.9 no
H43 . C4 . H41 . 111.3 no
H42 . C4 . H41 . 110.6 no
S1 . C5 . C6 . 113.58(9) yes
S1 . C5 . H51 . 107.1 no
C6 . C5 . H51 . 109.9 no
S1 . C5 . H52 . 106.4 no
C6 . C5 . H52 . 108.6 no
H51 . C5 . H52 . 111.2 no
C5 . C6 . N7 . 111.21(10) yes
C5 . C6 . C22 . 111.31(10) yes
N7 . C6 . C22 . 113.02(10) yes
C5 . C6 . H61 . 109.3 no
N7 . C6 . H61 . 104.2 no
C22 . C6 . H61 . 107.5 no
C6 . N7 . C8 . 123.04(11) yes
C6 . N7 . C11 . 125.31(11) yes
C8 . N7 . C11 . 110.97(11) yes
N7 . C8 . C9 . 106.57(11) yes
N7 . C8 . O12 . 124.84(12) yes
C9 . C8 . O12 . 128.59(12) yes
C8 . C9 . C10 . 108.34(11) yes
C8 . C9 . C14 . 129.84(12) yes
C10 . C9 . C14 . 121.81(12) yes
C9 . C10 . C11 . 107.46(11) yes
C9 . C10 . C17 . 122.02(12) yes
C11 . C10 . C17 . 130.52(12) yes
C10 . C11 . N7 . 106.66(11) yes
C10 . C11 . O13 . 128.48(12) yes
N7 . C11 . O13 . 124.86(12) yes
C9 . C14 . C15 . 116.90(12) yes
C9 . C14 . N18 . 117.80(12) yes
C15 . C14 . N18 . 125.29(12) yes
C14 . C15 . C16 . 120.40(13) yes
C14 . C15 . H151 . 121.4 no
C16 . C15 . H151 . 118.1 no
C15 . C16 . C17 . 122.51(13) yes
C15 . C16 . H161 . 118.8 no
C17 . C16 . H161 . 118.7 no
C16 . C17 . C10 . 116.34(12) yes
C16 . C17 . H171 . 122.4 no
C10 . C17 . H171 . 121.2 no
C14 . N18 . C19 . 128.28(12) yes
C14 . N18 . H181 . 115.9 no
C19 . N18 . H181 . 115.8 no
N18 . C19 . C20 . 113.44(12) yes
N18 . C19 . O21 . 123.62(13) yes
C20 . C19 . O21 . 122.93(12) yes
C19 . C20 . H203 . 109.2 no
C19 . C20 . H202 . 108.6 no
H203 . C20 . H202 . 109.6 no
C19 . C20 . H201 . 109.1 no
H203 . C20 . H201 . 109.8 no
H202 . C20 . H201 . 110.4 no
C6 . C22 . C23 . 122.28(11) yes
C6 . C22 . C27 . 118.44(12) yes
C23 . C22 . C27 . 119.25(12) yes
C22 . C23 . C24 . 120.64(12) yes
C22 . C23 . H231 . 119.8 no
C24 . C23 . H231 . 119.5 no
C23 . C24 . C25 . 119.61(12) yes
C23 . C24 . O28 . 124.65(12) yes
C25 . C24 . O28 . 115.74(12) yes
C24 . C25 . C26 . 119.41(12) yes
C24 . C25 . O31 . 115.93(12) yes
C26 . C25 . O31 . 124.65(12) yes
C25 . C26 . C27 . 120.36(12) yes
C25 . C26 . H261 . 119.9 no
C27 . C26 . H261 . 119.8 no
C26 . C27 . C22 . 120.72(13) yes
C26 . C27 . H271 . 119.1 no
C22 . C27 . H271 . 120.2 no
C24 . O28 . C29 . 117.36(10) yes
O28 . C29 . C30 . 108.15(12) yes
O28 . C29 . H291 . 110.0 no
C30 . C29 . H291 . 110.2 no
O28 . C29 . H292 . 109.2 no
C30 . C29 . H292 . 110.7 no
H291 . C29 . H292 . 108.7 no
C29 . C30 . H302 . 111.8 no
C29 . C30 . H301 . 111.3 no
H302 . C30 . H301 . 108.7 no
C29 . C30 . H303 . 112.0 no
H302 . C30 . H303 . 104.1 no
H301 . C30 . H303 . 108.6 no
C25 . O31 . C32 . 116.03(11) yes
O31 . C32 . H323 . 109.0 no
O31 . C32 . H321 . 110.7 no
H323 . C32 . H321 . 107.3 no
O31 . C32 . H322 . 110.2 no
H323 . C32 . H322 . 110.2 no
H321 . C32 . H322 . 109.5 no
H403 7_556 C40 . H401 7_556 93.2 no
H403 7_556 C40 . H402 7_556 90.1 no
H401 7_556 C40 . H402 7_556 91.1 no
H403 7_556 C40 . C41 . 124.3 no
H401 7_556 C40 . C41 . 123.8 no
H402 7_556 C40 . C41 . 124.5 no
H403 7_556 C40 . H401 . 47.0 no
H401 7_556 C40 . H401 . 112.3 no
H402 7_556 C40 . H401 . 49.4 no
C41 . C40 . H401 . 123.8 no
H403 7_556 C40 . H402 . 50.2 no
H401 7_556 C40 . H402 . 49.4 no
H402 7_556 C40 . H402 . 111.0 no
C41 . C40 . H402 . 124.5 no
H401 . C40 . H402 . 91.1 no
H403 7_556 C40 . H403 . 111.5 no
H401 7_556 C40 . H403 . 47.0 no
H402 7_556 C40 . H403 . 50.2 no
C41 . C40 . H403 . 124.3 no
H401 . C40 . H403 . 93.2 no
H402 . C40 . H403 . 90.1 no
C40 . C41 . C42 7_556 120.91(11) yes
C40 . C41 . C42 . 120.91(11) yes
C42 7_556 C41 . C42 . 118.2(2) yes
C41 . C42 . C43 . 121.42(17) yes
C41 . C42 . H421 . 118.7 no
C43 . C42 . H421 . 119.9 no
C42 . C43 . C44 . 118.37(16) yes
C42 . C43 . C45 . 121.27(16) yes
C44 . C43 . C45 . 120.35(17) yes
C43 . C44 . C43 7_556 122.2(2) yes
C43 . C44 . H441 . 118.9 no
C43 7_556 C44 . H441 . 118.9 no
C43 . C45 . H451 . 109.2 no
C43 . C45 . H452 . 109.8 no
H451 . C45 . H452 . 107.6 no
C43 . C45 . H453 . 111.5 no
H451 . C45 . H453 . 107.7 no
H452 . C45 . H453 . 110.9 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 . 1.4428(10) yes
S1 . O3 . 1.4418(11) yes
S1 . C4 . 1.7585(14) yes
S1 . C5 . 1.7747(13) yes
C4 . H43 . 0.982 no
C4 . H42 . 0.975 no
C4 . H41 . 0.971 no
C5 . C6 . 1.5312(18) yes
C5 . H51 . 0.990 no
C5 . H52 . 0.982 no
C6 . N7 . 1.4780(16) yes
C6 . C22 . 1.5226(18) yes
C6 . H61 . 1.018 no
N7 . C8 . 1.3987(17) yes
N7 . C11 . 1.3960(17) yes
C8 . C9 . 1.4775(18) yes
C8 . O12 . 1.2182(16) yes
C9 . C10 . 1.3912(18) yes
C9 . C14 . 1.3875(18) yes
C10 . C11 . 1.4884(18) yes
C10 . C17 . 1.3810(19) yes
C11 . O13 . 1.2153(16) yes
C14 . C15 . 1.4044(19) yes
C14 . N18 . 1.4040(17) yes
C15 . C16 . 1.395(2) yes
C15 . H151 . 0.954 no
C16 . C17 . 1.394(2) yes
C16 . H161 . 0.975 no
C17 . H171 . 0.951 no
N18 . C19 . 1.3707(17) yes
N18 . H181 . 0.950 no
C19 . C20 . 1.503(2) yes
C19 . O21 . 1.2225(18) yes
C20 . H203 . 0.973 no
C20 . H202 . 0.982 no
C20 . H201 . 0.972 no
C22 . C23 . 1.3990(18) yes
C22 . C27 . 1.3808(19) yes
C23 . C24 . 1.3885(19) yes
C23 . H231 . 0.959 no
C24 . C25 . 1.4095(19) yes
C24 . O28 . 1.3702(16) yes
C25 . C26 . 1.385(2) yes
C25 . O31 . 1.3687(16) yes
C26 . C27 . 1.392(2) yes
C26 . H261 . 0.942 no
C27 . H271 . 0.973 no
O28 . C29 . 1.4370(16) yes
C29 . C30 . 1.500(2) yes
C29 . H291 . 0.993 no
C29 . H292 . 0.994 no
C30 . H302 . 0.978 no
C30 . H301 . 0.971 no
C30 . H303 . 0.990 no
O31 . C32 . 1.4301(17) yes
C32 . H323 . 0.973 no
C32 . H321 . 0.994 no
C32 . H322 . 0.985 no
C40 . H403 7_556 1.053 no
C40 . H401 7_556 1.050 no
C40 . H402 7_556 1.036 no
C40 . C41 . 1.489(4) yes
C40 . H401 . 1.050 no
C40 . H402 . 1.036 no
C40 . H403 . 1.053 no
C41 . C42 7_556 1.394(2) yes
C41 . C42 . 1.394(2) yes
C42 . C43 . 1.385(2) yes
C42 . H421 . 0.956 no
C43 . C44 . 1.3801(19) yes
C43 . C45 . 1.505(2) yes
C44 . H441 . 0.948 no
C45 . H451 . 0.978 no
C45 . H452 . 0.993 no
C45 . H453 . 0.979 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 . H51 . O13 . 121 0.99 2.49 3.116(2) yes
C5 . H51 . O13 5_665 142 0.99 2.35 3.185(2) yes
C5 . H52 . O21 4_455 172 0.98 2.45 3.422(2) yes
C27 . H271 . O2 4_455 131 0.97 2.49 3.213(2) yes
C26 . H261 . O3 4_455 170 0.94 2.46 3.396(2) yes
C23 . H231 . O13 5_665 175 0.96 2.53 3.490(2) yes
C4 . H43 . O2 5_665 158 0.98 2.40 3.337(2) yes
C40 . H401 . O2 2_545 146 1.05 2.58 3.499(2) yes
C4 . H41 . O12 6_554 144 0.97 2.45 3.286(2) yes
N18 . H181 . O12 . 134 0.95 2.21 2.952(2) yes
