#------------------------------------------------------------------------------
#$Date: 2020-06-28 07:52:45 +0300 (Sun, 28 Jun 2020) $
#$Revision: 253533 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/21/2022175.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_2022175
loop_
_publ_author_name
'Bond, Andrew D.'
'Sun, Changquan C.'
_publ_section_title
;
 Intermolecular interactions and disorder in six isostructural celecoxib
 solvates
;
_journal_coeditor_code           SK3751
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229620008359
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C17 H14 F3 N3 O2 S, C6 H12 N2 O'
_chemical_formula_moiety         'C17 H14 F3 N3 O2 S, C6 H12 N2 O'
_chemical_formula_sum            'C23 H26 F3 N5 O3 S'
_chemical_formula_weight         509.55
_chemical_name_common
;
Celecoxib 1,3-dimethyltetrahydropyrimidin-2(1H)-one monosolvate
;
_chemical_name_systematic
;
4-[5-(4-Methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide
1,3-dimethyltetrahydropyrimidin-2(1H)-one monosolvate
;
_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     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/1
_cell_angle_alpha                90
_cell_angle_beta                 97.861(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.4495(17)
_cell_length_b                   8.7822(13)
_cell_length_c                   22.656(3)
_cell_measurement_reflns_used    9925
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      66.62
_cell_measurement_theta_min      3.58
_cell_volume                     2453.8(6)
_computing_cell_refinement
;
SAINT (Bruker, 2018)
;
_computing_data_collection
;
APEX3 (Bruker, 2018)
;
_computing_data_reduction
;
SAINT (Bruker, 2018)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2020)
;
_computing_publication_material
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8-QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ-scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            25201
_diffrn_reflns_theta_full        66.925
_diffrn_reflns_theta_max         66.925
_diffrn_reflns_theta_min         3.584
_diffrn_source                   'Incoatec I\mS Cu microsource'
_exptl_absorpt_coefficient_mu    1.683
_exptl_absorpt_correction_T_max  0.753
_exptl_absorpt_correction_T_min  0.526
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.206
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         4318
_refine_ls_number_restraints     29
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0403
_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)+(0.0598P)²+0.7860P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1119
_refine_ls_wR_factor_ref         0.1179
_reflns_number_gt                3733
_reflns_number_total             4318
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            sk3751sup1.cif
_cod_data_source_block           5
_cod_original_cell_volume        2453.9(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2022175
_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   0.729
_shelx_estimated_absorpt_t_max   0.752
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
S S1 0.41794(4) 0.72483(6) 0.57289(2) 0.06125(17) Uani d 1 . .
O O1 0.38898(13) 0.6787(2) 0.62889(7) 0.0869(5) Uani d 1 . .
O O2 0.37005(12) 0.85770(18) 0.54431(8) 0.0818(5) Uani d 1 . .
N N1 0.94062(13) 0.86685(19) 0.66122(7) 0.0622(4) Uani d 1 . .
N N2 0.89648(12) 0.81202(17) 0.60722(7) 0.0542(4) Uani d 1 . .
N N3 0.39091(13) 0.5856(2) 0.52759(8) 0.0620(4) Uani d 1 . .
H H1N 0.4063(19) 0.611(2) 0.4926(6) 0.083(7) Uiso d 1 . .
H H2N 0.4186(19) 0.5013(18) 0.5434(9) 0.087(8) Uiso d 1 . .
C C1 1.04450(16) 0.8842(2) 0.65569(9) 0.0611(5) Uani d 1 . .
C C2 1.06875(15) 0.8419(2) 0.59995(9) 0.0595(5) Uani d 1 . .
H H2A 1.136063 0.844931 0.586550 0.071 Uiso calc 1 . .
C C3 0.97180(14) 0.79438(19) 0.56875(8) 0.0508(4) Uani d 1 . .
C C4 1.1196(2) 0.9403(3) 0.70779(11) 0.0805(7) Uani d 1 . .
F F1 1.1215(13) 1.0863(6) 0.7165(5) 0.146(4) Uani d 0.537(19) A 1
F F2 1.1088(6) 0.8746(13) 0.7582(3) 0.106(2) Uani d 0.537(19) A 1
F F3 1.2216(4) 0.9050(16) 0.7002(4) 0.123(3) Uani d 0.537(19) A 1
F F1A 1.0755(7) 1.0643(9) 0.7306(4) 0.112(2) Uani d 0.463(19) A 2
F F2A 1.1290(12) 0.8452(12) 0.7514(5) 0.140(4) Uani d 0.463(19) A 2
F F3A 1.2113(8) 0.981(2) 0.6962(5) 0.162(5) Uani d 0.463(19) A 2
C C5 0.94815(13) 0.7296(2) 0.50877(8) 0.0490(4) Uani d 1 . .
C C6 0.87851(13) 0.6065(2) 0.49599(8) 0.0506(4) Uani d 1 . .
H H6A 0.843189 0.565111 0.525859 0.061 Uiso calc 1 . .
C C7 0.86134(14) 0.5453(2) 0.43937(8) 0.0539(4) Uani d 1 . .
H H7A 0.814361 0.463082 0.431819 0.065 Uiso calc 1 . .
C C8 0.91219(15) 0.6029(2) 0.39355(8) 0.0579(5) Uani d 1 . .
C C9 0.98180(17) 0.7245(2) 0.40657(9) 0.0642(5) Uani d 1 . .
H H9A 1.017106 0.765364 0.376597 0.077 Uiso calc 1 . .
C C10 1.00027(16) 0.7868(2) 0.46305(9) 0.0597(5) Uani d 1 . .
H H10A 1.048129 0.868048 0.470546 0.072 Uiso calc 1 . .
C C11 0.8913(2) 0.5355(3) 0.33191(10) 0.0823(7) Uani d 1 . .
H H11A 0.841042 0.452615 0.331654 0.123 Uiso calc 1 . .
H H11B 0.861432 0.612155 0.304201 0.123 Uiso calc 1 . .
H H11C 0.958260 0.498922 0.320603 0.123 Uiso calc 1 . .
C C12 0.78175(14) 0.7888(2) 0.59761(8) 0.0505(4) Uani d 1 . .
C C13 0.73524(16) 0.6991(2) 0.63745(8) 0.0598(5) Uani d 1 . .
H H13A 0.778399 0.652147 0.669010 0.072 Uiso calc 1 . .
C C14 0.62451(16) 0.6800(2) 0.62994(9) 0.0611(5) Uani d 1 . .
H H14A 0.592406 0.619688 0.656376 0.073 Uiso calc 1 . .
C C15 0.56091(15) 0.7510(2) 0.58288(8) 0.0523(4) Uani d 1 . .
C C16 0.60771(14) 0.8393(2) 0.54282(8) 0.0534(4) Uani d 1 . .
H H16A 0.564691 0.885626 0.511055 0.064 Uiso calc 1 . .
C C17 0.71903(14) 0.8583(2) 0.55034(8) 0.0526(4) Uani d 1 . .
H H17A 0.751369 0.917624 0.523677 0.063 Uiso calc 1 . .
O O1S 0.47338(11) 0.66985(18) 0.41995(6) 0.0705(4) Uani d 1 . .
N N1S 0.54014(13) 0.7997(2) 0.34753(8) 0.0687(5) Uani d 1 . .
N N2S 0.35615(13) 0.7975(2) 0.35315(7) 0.0677(5) Uani d 1 . .
C C1S 0.45703(15) 0.7530(2) 0.37519(8) 0.0549(4) Uani d 1 . .
C C2S 0.5267(2) 0.8980(4) 0.29596(12) 0.1010(9) Uani d 0.584(16) B 1
H H1S 0.574357 0.864441 0.268074 0.121 Uiso calc 0.584(16) B 1
H H2S 0.547167 1.001104 0.308134 0.121 Uiso calc 0.584(16) B 1
C C3S 0.4159(5) 0.8973(14) 0.2668(3) 0.091(2) Uani d 0.584(16) B 1
H H3S 0.406119 0.984954 0.240594 0.109 Uiso calc 0.584(16) B 1
H H4S 0.405910 0.807169 0.241903 0.109 Uiso calc 0.584(16) B 1
C C4S 0.3331(2) 0.8996(4) 0.30334(14) 0.1001(9) Uani d 0.584(16) B 1
H H5S 0.265038 0.870624 0.279950 0.120 Uiso calc 0.584(16) B 1
H H6S 0.325220 1.002247 0.317936 0.120 Uiso calc 0.584(16) B 1
C C2SA 0.5267(2) 0.8980(4) 0.29596(12) 0.1010(9) Uani d 0.416(16) B 2
H H7S 0.583895 0.973801 0.301486 0.121 Uiso calc 0.416(16) B 2
H H8S 0.538350 0.837141 0.261690 0.121 Uiso calc 0.416(16) B 2
C C3SA 0.4282(8) 0.9749(14) 0.2818(5) 0.085(3) Uani d 0.416(16) B 2
H H9S 0.413220 0.985276 0.238792 0.102 Uiso calc 0.416(16) B 2
H H10S 0.435769 1.076536 0.298529 0.102 Uiso calc 0.416(16) B 2
C C4SA 0.3331(2) 0.8996(4) 0.30334(14) 0.1001(9) Uani d 0.416(16) B 2
H H11S 0.284975 0.978559 0.314179 0.120 Uiso calc 0.416(16) B 2
H H12S 0.293977 0.843185 0.270375 0.120 Uiso calc 0.416(16) B 2
C C5S 0.65001(19) 0.7594(4) 0.37258(13) 0.0941(8) Uani d 1 . .
H H13S 0.700024 0.800549 0.348052 0.141 Uiso calc 1 . .
H H14S 0.665658 0.800556 0.412086 0.141 Uiso calc 1 . .
H H15S 0.657044 0.650610 0.374190 0.141 Uiso calc 1 . .
C C6S 0.26640(17) 0.7537(3) 0.38401(12) 0.0850(7) Uani d 1 . .
H H16S 0.200077 0.793538 0.363098 0.128 Uiso calc 1 . .
H H17S 0.262107 0.644691 0.385612 0.128 Uiso calc 1 . .
H H18S 0.277552 0.793959 0.423776 0.128 Uiso calc 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O1 S1 O2 . . 119.78(11) ?
O1 S1 N3 . . 107.27(10) ?
O2 S1 N3 . . 107.20(10) ?
O1 S1 C15 . . 107.11(9) ?
O2 S1 C15 . . 107.54(9) ?
N3 S1 C15 . . 107.40(8) ?
C1 N1 N2 . . 103.60(15) ?
N1 N2 C3 . . 112.59(15) ?
N1 N2 C12 . . 117.39(15) ?
C3 N2 C12 . . 129.94(15) ?
S1 N3 H1N . . 109.8(16) ?
S1 N3 H2N . . 110.4(17) ?
H1N N3 H2N . . 117.6(15) ?
N1 C1 C2 . . 113.06(16) ?
N1 C1 C4 . . 118.6(2) ?
C2 C1 C4 . . 128.3(2) ?
C3 C2 C1 . . 105.28(17) ?
C3 C2 H2A . . 127.4 ?
C1 C2 H2A . . 127.4 ?
N2 C3 C2 . . 105.47(16) ?
N2 C3 C5 . . 124.35(15) ?
C2 C3 C5 . . 130.11(17) ?
F3A C4 F2A . . 110.8(7) ?
F1 C4 F2 . . 107.8(6) ?
F1 C4 F3 . . 104.4(5) ?
F2 C4 F3 . . 102.9(5) ?
F3A C4 F1A . . 106.0(6) ?
F2A C4 F1A . . 103.2(6) ?
F3A C4 C1 . . 114.8(5) ?
F2A C4 C1 . . 112.1(6) ?
F1 C4 C1 . . 116.4(4) ?
F2 C4 C1 . . 114.9(4) ?
F3 C4 C1 . . 109.0(4) ?
F1A C4 C1 . . 109.0(4) ?
C10 C5 C6 . . 117.86(17) ?
C10 C5 C3 . . 119.72(16) ?
C6 C5 C3 . . 122.35(16) ?
C7 C6 C5 . . 120.60(17) ?
C7 C6 H6A . . 119.7 ?
C5 C6 H6A . . 119.7 ?
C6 C7 C8 . . 121.74(17) ?
C6 C7 H7A . . 119.1 ?
C8 C7 H7A . . 119.1 ?
C9 C8 C7 . . 117.43(18) ?
C9 C8 C11 . . 121.7(2) ?
C7 C8 C11 . . 120.9(2) ?
C8 C9 C10 . . 121.61(18) ?
C8 C9 H9A . . 119.2 ?
C10 C9 H9A . . 119.2 ?
C9 C10 C5 . . 120.76(18) ?
C9 C10 H10A . . 119.6 ?
C5 C10 H10A . . 119.6 ?
C8 C11 H11A . . 109.5 ?
C8 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C8 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C17 C12 C13 . . 121.06(17) ?
C17 C12 N2 . . 120.19(16) ?
C13 C12 N2 . . 118.72(16) ?
C14 C13 C12 . . 119.36(17) ?
C14 C13 H13A . . 120.3 ?
C12 C13 H13A . . 120.3 ?
C13 C14 C15 . . 119.85(18) ?
C13 C14 H14A . . 120.1 ?
C15 C14 H14A . . 120.1 ?
C16 C15 C14 . . 120.65(17) ?
C16 C15 S1 . . 119.58(14) ?
C14 C15 S1 . . 119.76(14) ?
C15 C16 C17 . . 119.49(17) ?
C15 C16 H16A . . 120.3 ?
C17 C16 H16A . . 120.3 ?
C12 C17 C16 . . 119.59(17) ?
C12 C17 H17A . . 120.2 ?
C16 C17 H17A . . 120.2 ?
C1S N1S C2SA . . 123.21(19) ?
C1S N1S C2S . . 123.21(19) ?
C1S N1S C5S . . 119.20(17) ?
C2SA N1S C5S . . 117.44(19) ?
C2S N1S C5S . . 117.44(19) ?
C1S N2S C4SA . . 123.2(2) ?
C1S N2S C4S . . 123.2(2) ?
C1S N2S C6S . . 119.13(18) ?
C4SA N2S C6S . . 117.4(2) ?
C4S N2S C6S . . 117.4(2) ?
O1S C1S N2S . . 120.91(18) ?
O1S C1S N1S . . 120.55(17) ?
N2S C1S N1S . . 118.54(17) ?
N1S C2S C3S . . 111.4(4) ?
N1S C2S H1S . . 109.4 ?
C3S C2S H1S . . 109.4 ?
N1S C2S H2S . . 109.4 ?
C3S C2S H2S . . 109.4 ?
H1S C2S H2S . . 108.0 ?
C4S C3S C2S . . 117.5(5) ?
C4S C3S H3S . . 107.9 ?
C2S C3S H3S . . 107.9 ?
C4S C3S H4S . . 107.9 ?
C2S C3S H4S . . 107.9 ?
H3S C3S H4S . . 107.2 ?
C3S C4S N2S . . 111.6(4) ?
C3S C4S H5S . . 109.3 ?
N2S C4S H5S . . 109.3 ?
C3S C4S H6S . . 109.3 ?
N2S C4S H6S . . 109.3 ?
H5S C4S H6S . . 108.0 ?
C3SA C2SA N1S . . 118.4(4) ?
C3SA C2SA H7S . . 107.7 ?
N1S C2SA H7S . . 107.7 ?
C3SA C2SA H8S . . 107.7 ?
N1S C2SA H8S . . 107.7 ?
H7S C2SA H8S . . 107.1 ?
C2SA C3SA C4SA . . 114.8(6) ?
C2SA C3SA H9S . . 108.6 ?
C4SA C3SA H9S . . 108.6 ?
C2SA C3SA H10S . . 108.6 ?
C4SA C3SA H10S . . 108.6 ?
H9S C3SA H10S . . 107.5 ?
N2S C4SA C3SA . . 116.8(4) ?
N2S C4SA H11S . . 108.1 ?
C3SA C4SA H11S . . 108.1 ?
N2S C4SA H12S . . 108.1 ?
C3SA C4SA H12S . . 108.1 ?
H11S C4SA H12S . . 107.3 ?
N1S C5S H13S . . 109.5 ?
N1S C5S H14S . . 109.5 ?
H13S C5S H14S . . 109.5 ?
N1S C5S H15S . . 109.5 ?
H13S C5S H15S . . 109.5 ?
H14S C5S H15S . . 109.5 ?
N2S C6S H16S . . 109.5 ?
N2S C6S H17S . . 109.5 ?
H16S C6S H17S . . 109.5 ?
N2S C6S H18S . . 109.5 ?
H16S C6S H18S . . 109.5 ?
H17S C6S H18S . . 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
S1 O1 . 1.4246(15) ?
S1 O2 . 1.4250(16) ?
S1 N3 . 1.6020(19) ?
S1 C15 . 1.7783(19) ?
N1 C1 . 1.325(3) ?
N1 N2 . 1.359(2) ?
N2 C3 . 1.373(2) ?
N2 C12 . 1.430(2) ?
N3 H1N . 0.869(9) ?
N3 H2N . 0.873(9) ?
C1 C2 . 1.389(3) ?
C1 C4 . 1.486(3) ?
C2 C3 . 1.377(3) ?
C2 H2A . 0.9300 ?
C3 C5 . 1.466(3) ?
C4 F3A . 1.259(6) ?
C4 F2A . 1.286(7) ?
C4 F1 . 1.297(5) ?
C4 F2 . 1.302(6) ?
C4 F3 . 1.341(6) ?
C4 F1A . 1.353(7) ?
C5 C10 . 1.389(3) ?
C5 C6 . 1.391(2) ?
C6 C7 . 1.380(3) ?
C6 H6A . 0.9300 ?
C7 C8 . 1.384(3) ?
C7 H7A . 0.9300 ?
C8 C9 . 1.381(3) ?
C8 C11 . 1.506(3) ?
C9 C10 . 1.382(3) ?
C9 H9A . 0.9300 ?
C10 H10A . 0.9300 ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
C12 C17 . 1.379(3) ?
C12 C13 . 1.383(3) ?
C13 C14 . 1.376(3) ?
C13 H13A . 0.9300 ?
C14 C15 . 1.386(3) ?
C14 H14A . 0.9300 ?
C15 C16 . 1.382(3) ?
C16 C17 . 1.383(3) ?
C16 H16A . 0.9300 ?
C17 H17A . 0.9300 ?
O1S C1S . 1.244(2) ?
N1S C1S . 1.345(2) ?
N1S C2SA . 1.444(3) ?
N1S C2S . 1.444(3) ?
N1S C5S . 1.451(3) ?
N2S C1S . 1.344(2) ?
N2S C4SA . 1.439(3) ?
N2S C4S . 1.439(3) ?
N2S C6S . 1.449(3) ?
C2S C3S . 1.446(6) ?
C2S H1S . 0.9700 ?
C2S H2S . 0.9700 ?
C3S C4S . 1.407(6) ?
C3S H3S . 0.9700 ?
C3S H4S . 0.9700 ?
C4S H5S . 0.9700 ?
C4S H6S . 0.9700 ?
C2SA C3SA . 1.398(9) ?
C2SA H7S . 0.9700 ?
C2SA H8S . 0.9700 ?
C3SA C4SA . 1.495(10) ?
C3SA H9S . 0.9700 ?
C3SA H10S . 0.9700 ?
C4SA H11S . 0.9700 ?
C4SA H12S . 0.9700 ?
C5S H13S . 0.9600 ?
C5S H14S . 0.9600 ?
C5S H15S . 0.9600 ?
C6S H16S . 0.9600 ?
C6S H17S . 0.9600 ?
C6S H18S . 0.9600 ?
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
N3 H1N O1S . 0.869(9) 2.013(11) 2.870(2) 168(2) yes
N3 H2N O1S 3_666 0.873(9) 2.110(12) 2.958(2) 164(2) 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
C1 N1 N2 C3 . . . . 0.4(2) ?
C1 N1 N2 C12 . . . . -176.62(16) ?
N2 N1 C1 C2 . . . . -0.2(2) ?
N2 N1 C1 C4 . . . . -178.68(18) ?
N1 C1 C2 C3 . . . . -0.1(2) ?
C4 C1 C2 C3 . . . . 178.2(2) ?
N1 N2 C3 C2 . . . . -0.5(2) ?
C12 N2 C3 C2 . . . . 176.06(17) ?
N1 N2 C3 C5 . . . . 176.51(16) ?
C12 N2 C3 C5 . . . . -6.9(3) ?
C1 C2 C3 N2 . . . . 0.4(2) ?
C1 C2 C3 C5 . . . . -176.41(18) ?
N1 C1 C4 F3A . . . . -167.1(10) ?
C2 C1 C4 F3A . . . . 14.7(10) ?
N1 C1 C4 F2A . . . . 65.3(8) ?
C2 C1 C4 F2A . . . . -112.9(8) ?
N1 C1 C4 F1 . . . . -81.5(10) ?
C2 C1 C4 F1 . . . . 100.3(10) ?
N1 C1 C4 F2 . . . . 45.9(6) ?
C2 C1 C4 F2 . . . . -132.4(6) ?
N1 C1 C4 F3 . . . . 160.7(6) ?
C2 C1 C4 F3 . . . . -17.5(7) ?
N1 C1 C4 F1A . . . . -48.3(6) ?
C2 C1 C4 F1A . . . . 133.4(5) ?
N2 C3 C5 C10 . . . . 144.19(18) ?
C2 C3 C5 C10 . . . . -39.6(3) ?
N2 C3 C5 C6 . . . . -39.0(3) ?
C2 C3 C5 C6 . . . . 137.3(2) ?
C10 C5 C6 C7 . . . . -0.7(3) ?
C3 C5 C6 C7 . . . . -177.66(16) ?
C5 C6 C7 C8 . . . . 0.1(3) ?
C6 C7 C8 C9 . . . . 0.3(3) ?
C6 C7 C8 C11 . . . . -179.29(18) ?
C7 C8 C9 C10 . . . . -0.1(3) ?
C11 C8 C9 C10 . . . . 179.5(2) ?
C8 C9 C10 C5 . . . . -0.6(3) ?
C6 C5 C10 C9 . . . . 1.0(3) ?
C3 C5 C10 C9 . . . . 178.00(17) ?
N1 N2 C12 C17 . . . . 123.84(19) ?
C3 N2 C12 C17 . . . . -52.6(3) ?
N1 N2 C12 C13 . . . . -54.4(2) ?
C3 N2 C12 C13 . . . . 129.1(2) ?
C17 C12 C13 C14 . . . . -0.5(3) ?
N2 C12 C13 C14 . . . . 177.77(17) ?
C12 C13 C14 C15 . . . . -0.2(3) ?
C13 C14 C15 C16 . . . . 0.9(3) ?
C13 C14 C15 S1 . . . . 179.45(15) ?
O1 S1 C15 C16 . . . . -159.85(16) ?
O2 S1 C15 C16 . . . . -29.88(18) ?
N3 S1 C15 C16 . . . . 85.20(16) ?
O1 S1 C15 C14 . . . . 21.56(19) ?
O2 S1 C15 C14 . . . . 151.52(16) ?
N3 S1 C15 C14 . . . . -93.40(17) ?
C14 C15 C16 C17 . . . . -0.8(3) ?
S1 C15 C16 C17 . . . . -179.37(14) ?
C13 C12 C17 C16 . . . . 0.6(3) ?
N2 C12 C17 C16 . . . . -177.67(16) ?
C15 C16 C17 C12 . . . . 0.1(3) ?
C4SA N2S C1S O1S . . . . 176.8(2) ?
C4S N2S C1S O1S . . . . 176.8(2) ?
C6S N2S C1S O1S . . . . 3.2(3) ?
C4SA N2S C1S N1S . . . . -3.6(3) ?
C4S N2S C1S N1S . . . . -3.6(3) ?
C6S N2S C1S N1S . . . . -177.3(2) ?
C2SA N1S C1S O1S . . . . -179.0(2) ?
C2S N1S C1S O1S . . . . -179.0(2) ?
C5S N1S C1S O1S . . . . -3.7(3) ?
C2SA N1S C1S N2S . . . . 1.4(3) ?
C2S N1S C1S N2S . . . . 1.4(3) ?
C5S N1S C1S N2S . . . . 176.7(2) ?
C1S N1S C2S C3S . . . . -19.3(6) ?
C5S N1S C2S C3S . . . . 165.2(5) ?
N1S C2S C3S C4S . . . . 41.2(11) ?
C2S C3S C4S N2S . . . . -43.3(11) ?
C1S N2S C4S C3S . . . . 24.1(6) ?
C6S N2S C4S C3S . . . . -162.1(6) ?
C1S N1S C2SA C3SA . . . . 14.3(8) ?
C5S N1S C2SA C3SA . . . . -161.1(8) ?
N1S C2SA C3SA C4SA . . . . -25.6(13) ?
C1S N2S C4SA C3SA . . . . -8.9(8) ?
C6S N2S C4SA C3SA . . . . 164.9(7) ?
C2SA C3SA C4SA N2S . . . . 23.2(13) ?

_cod_database_fobs_code 2022175
