#------------------------------------------------------------------------------
#$Date: 2025-08-19 01:52:38 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301791 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/98/2009806.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_2009806
loop_
_publ_author_name
'Rodier, N.'
'Cense, J.-M.'
'Babingui, J.-F.'
'Courant, J.'
'Le Baut, G.'
_publ_section_title
;
 Structure du N-phényltroloxamide et du
 N-phényltroloxthioamide, inhibiteurs de leucotriènes
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              960
_journal_page_last               963
_journal_paper_doi               10.1107/S0108270193010352
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C20 H23 N O2 S'
_chemical_formula_weight         341.48
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                93.21(2)
_cell_angle_beta                 116.01(2)
_cell_angle_gamma                106.54(2)
_cell_formula_units_Z            2
_cell_length_a                   8.304(2)
_cell_length_b                   8.836(2)
_cell_length_c                   14.248(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    292
_cell_measurement_theta_max      14.84
_cell_measurement_theta_min      7.38
_cell_volume                     880.6(4)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3445
_diffrn_reflns_theta_max         26
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'Jaune tr\`es p\^ale'
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_description       'tronc de pyramide'
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.24(4)
_refine_diff_density_min         -0.15(4)
_refine_ls_extinction_method     'non appliquée'
_refine_ls_goodness_of_fit_obs   1.65
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     286
_refine_ls_number_reflns         2310
_refine_ls_R_factor_obs          0.040
_refine_ls_shift/esd_max         0.02
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(F)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.051
_reflns_number_observed          2310
_reflns_number_total             3445
_reflns_observed_criterion       I>=3\s(I)
_cod_data_source_file            pa1071.cif
_cod_data_source_block           structure_2_of_2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/\s^2^(F)' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/\s^2^(F)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        881.0(10)
_cod_original_formula_sum        'C20 H23 N1 O2 S1'
_cod_database_code               2009806
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O(1) .3052(2) .6528(2) .22910(10)
C(2) .3618(3) .5249(2) .2766(2)
C(3) .2457(3) .3667(3) .1959(2)
C(4) .2661(3) .3718(2) .0948(2)
C(5) .2654(2) .5291(2) .0595(2)
C(6) .2474(2) .5477(2) -.0417(2)
C(7) .2493(3) .6951(3) -.0697(2)
C(8) .2630(3) .8254(2) -.0028(2)
C(9) .2815(3) .8075(2) .0978(2)
C(10) .2843(2) .6600(2) .12660(10)
C(11) .5799(3) .5671(2) .32050(10)
N(12) .6692(2) .7227(2) .32950(10)
C(13) .8628(3) .8157(3) .3647(2)
C(14) .8921(4) .9573(3) .3281(2)
C(15) 1.0764(4) 1.0581(4) .3587(2)
C(16) 1.2284(4) 1.0180(4) .4262(2)
C(17) 1.1988(3) .8791(4) .4632(3)
C(18) 1.0157(3) .7753(3) .4336(2)
S(19) .67834(8) .42670(7) .35522(5)
C(20) .3203(3) .5242(3) .3710(2)
C(21) .2205(3) .4068(3) -.1186(2)
O(22) .2314(2) .7236(2) -.16810(10)
C(23) .2539(3) .9792(3) -.0409(2)
C(24) .2983(3) .9431(3) .1736(2)
H(3) .115(3) .351(3) .182(2)
H('3) .281(4) .277(3) .229(2)
H(4) .156(3) .282(3) .036(2)
H('4) .382(3) .342(3) .105(2)
H(12) .585(3) .781(3) .303(2)
H(14) .775(4) .995(4) .280(2)
H(15) 1.078(5) 1.149(4) .332(3)
H(16) 1.355(5) 1.098(5) .449(3)
H(17) 1.311(4) .850(4) .513(3)
H(18) 1.005(4) .678(4) .461(2)
H(20) .355(4) .437(4) .408(2)
H('20) .396(4) .636(4) .425(2)
H("20) .190(4) .506(4) .345(2)
H(21) .307(4) .360(3) -.089(2)
H('21) .250(4) .443(4) -.173(2)
H("21) .099(4) .336(3) -.156(2)
H(22) .239(4) .659(4) -.201(2)
H(23) .146(4) 1.000(4) -.056(2)
H('23) .299(4) 1.000(4) -.090(2)
H("23) .358(4) 1.075(4) .010(2)
H(24) .298(4) .918(4) .229(2)
H('24) .216(4) .998(4) .144(2)
H("24) .406(4) 1.036(4) .192(2)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(2) O(1) C(10) 118.1(2) yes
O(1) C(2) C(3) 109.60(10) yes
O(1) C(2) C(11) 109.5(2) yes
O(1) C(2) C(20) 104.7(2) yes
C(3) C(2) C(11) 112.9(2) yes
C(3) C(2) C(20) 111.5(2) yes
C(11) C(2) C(20) 108.40(10) yes
C(2) C(3) C(4) 112.3(2) yes
C(3) C(4) C(5) 112.2(2) yes
C(4) C(5) C(6) 121.2(2) yes
C(4) C(5) C(10) 120.6(2) yes
C(6) C(5) C(10) 118.3(2) yes
C(5) C(6) C(7) 118.7(2) yes
C(5) C(6) C(21) 120.0(2) yes
C(7) C(6) C(21) 121.2(2) yes
C(6) C(7) C(8) 122.7(2) yes
C(6) C(7) O(22) 122.5(2) yes
C(8) C(7) O(22) 114.8(2) yes
C(7) C(8) C(9) 118.7(2) yes
C(7) C(8) C(23) 119.8(2) yes
C(9) C(8) C(23) 121.5(2) yes
C(8) C(9) C(10) 118.3(2) yes
C(8) C(9) C(24) 121.3(2) yes
C(10) C(9) C(24) 120.4(2) yes
O(1) C(10) C(5) 122.1(2) yes
O(1) C(10) C(9) 114.7(2) yes
C(5) C(10) C(9) 123.2(2) yes
C(2) C(11) N(12) 112.5(2) yes
C(2) C(11) S(19) 120.30(10) yes
N(12) C(11) S(19) 127.1(2) yes
C(11) N(12) C(13) 133.0(2) yes
N(12) C(13) C(14) 115.2(2) yes
N(12) C(13) C(18) 124.2(2) yes
C(14) C(13) C(18) 120.6(2) yes
C(13) C(14) C(15) 119.8(3) yes
C(14) C(15) C(16) 119.8(3) yes
C(15) C(16) C(17) 120.1(3) yes
C(16) C(17) C(18) 121.4(3) yes
C(13) C(18) C(17) 118.3(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(2) 1.436(3) yes
O(1) C(10) 1.401(3) yes
C(2) C(3) 1.513(3) yes
C(2) C(11) 1.552(3) yes
C(2) C(20) 1.528(4) yes
C(3) C(4) 1.523(4) yes
C(4) C(5) 1.505(3) yes
C(5) C(6) 1.408(3) yes
C(5) C(10) 1.385(3) yes
C(6) C(7) 1.381(3) yes
C(6) C(21) 1.508(3) yes
C(7) C(8) 1.398(3) yes
C(7) O(22) 1.389(3) yes
C(8) C(9) 1.396(3) yes
C(8) C(23) 1.501(3) yes
C(9) C(10) 1.392(3) yes
C(9) C(24) 1.500(4) yes
C(11) N(12) 1.331(3) yes
C(11) S(19) 1.656(2) yes
N(12) C(13) 1.417(2) yes
C(13) C(14) 1.381(4) yes
C(13) C(18) 1.381(3) yes
C(14) C(15) 1.386(4) yes
C(15) C(16) 1.369(4) yes
C(16) C(17) 1.363(5) yes
C(17) C(18) 1.389(3) yes
C(3) H(3) 0.98(3) no
C(3) H('3) 0.99(3) no
C(4) H(4) 1.00(2) no
C(4) H('4) 1.02(3) no
N(12) H(12) 0.94(3) no
C(14) H(14) 1.07(3) no
C(15) H(15) 0.91(4) no
C(16) H(16) 0.98(3) no
C(17) H(17) 1.01(4) no
C(18) H(18) 0.96(3) no
C(20) H(20) 1.00(3) no
C(20) H('20) 1.05(3) no
C(20) H("20) 0.93(3) no
C(21) H(21) 0.89(3) no
C(21) H('21) 0.95(3) no
C(21) H("21) 0.91(2) no
O(22) H(22) 0.75(3) no
C(23) H(23) 0.90(4) no
C(23) H('23) 0.92(4) no
C(23) H("23) 0.98(2) no
C(24) H(24) 0.83(3) no
C(24) H('24) 0.92(3) no
C(24) H("24) 0.95(3) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139057197
