#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:43:10 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301803 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/26/2202668.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_2202668
loop_
_publ_author_name
'Jerdioui, Badia'
'Jorti, Ahmed'
'Chami, Zoubida'
'Elachqar, Abdelrhani '
'Zenkouar, Mohammed'
'El Bali, Brahim'
'Bolte, Michael'
_publ_section_title
;
 trans-1-(2-Quinolyl)-2-(2-thienyl)ethylene
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o924
_journal_page_last               o925
_journal_paper_doi               10.1107/S1600536803010572
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          'C15 H11 N S'
_chemical_formula_moiety         'C15 H11 N S'
_chemical_formula_sum            'C15 H11 N S'
_chemical_formula_weight         237.31
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.0100(12)
_cell_length_b                   7.8502(16)
_cell_length_c                   25.258(5)
_cell_measurement_reflns_used    512
_cell_measurement_temperature    173
_cell_measurement_theta_max      20
_cell_measurement_theta_min      1
_cell_volume                     1191.7(4)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_molecular_graphics    'XP (Sheldrick, 1991)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.940
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device_type  'Siemens CCD three-circle'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_sigmaI/netI    0.0473
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            9574
_diffrn_reflns_theta_full        27.18
_diffrn_reflns_theta_max         27.18
_diffrn_reflns_theta_min         1.61
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  1080
_diffrn_standards_number         123
_exptl_absorpt_coefficient_mu    0.245
_exptl_absorpt_correction_T_max  0.9762
_exptl_absorpt_correction_T_min  0.8906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.195
_refine_ls_abs_structure_details 'Flack (1983), 962 Friedel pairs'
_refine_ls_abs_structure_Flack   0.07(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2438
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0461
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0462P)²+0.4035P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.1088
_reflns_number_gt                1882
_reflns_number_total             2438
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh6061.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2202668
_cod_database_fobs_code          2202668
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S1 0.24475(16) 0.18220(10) 0.82079(3) 0.0392(3) Uani d P 0.820(3) A 1 S
C1 0.24475(16) 0.18220(10) 0.82079(3) 0.0392(3) Uani d P 0.180(3) A 2 C
H1 0.3840 0.1278 0.8264 0.047 Uiso d PR 0.180(3) A 2 H
C2 0.1326(5) 0.2866(4) 0.76861(10) 0.0358(7) Uani d . 1 . . C
S3 -0.0843(3) 0.3430(3) 0.77941(8) 0.0436(8) Uani d P 0.180(3) A 2 S
C3 -0.0843(3) 0.3430(3) 0.77941(8) 0.0436(8) Uani d P 0.820(3) A 1 C
H3 -0.1777 0.4023 0.7553 0.052 Uiso d PR 0.820(3) A 1 H
C4 -0.1442(5) 0.2966(4) 0.83413(11) 0.0427(7) Uani d . 1 . . C
H4 -0.2826 0.3252 0.8500 0.051 Uiso d R 1 A . H
C5 0.0185(6) 0.2103(4) 0.85912(11) 0.0464(8) Uani d . 1 A . C
H5 0.0071 0.1703 0.8945 0.056 Uiso d R 1 . . H
C6 0.2477(6) 0.3110(4) 0.71807(10) 0.0404(6) Uani d . 1 A . C
H6 0.1867 0.3907 0.6938 0.049 Uiso calc R 1 . . H
C7 0.4294(5) 0.2301(4) 0.70412(11) 0.0410(8) Uani d . 1 . . C
H7 0.4856 0.1457 0.7275 0.049 Uiso calc R 1 A . H
C11 0.5527(5) 0.2615(4) 0.65442(10) 0.0357(7) Uani d . 1 A . C
N11 0.4713(4) 0.3728(3) 0.61946(9) 0.0339(6) Uani d . 1 . . N
C12 0.6003(4) 0.4096(3) 0.57595(10) 0.0289(6) Uani d . 1 A . C
C13 0.5235(5) 0.5300(4) 0.53933(11) 0.0388(7) Uani d . 1 . . C
H13 0.3820 0.5814 0.5443 0.047 Uiso calc R 1 A . H
C14 0.6492(6) 0.5740(4) 0.49668(12) 0.0459(8) Uani d . 1 A . C
H14 0.5940 0.6559 0.4723 0.055 Uiso calc R 1 . . H
C15 0.8588(6) 0.5009(4) 0.48811(11) 0.0440(8) Uani d . 1 . . C
H15 0.9445 0.5330 0.4581 0.053 Uiso calc R 1 A . H
C16 0.9399(5) 0.3823(4) 0.52325(10) 0.0364(7) Uani d . 1 A . C
H16 1.0819 0.3324 0.5175 0.044 Uiso calc R 1 . . H
C17 0.8130(4) 0.3345(3) 0.56778(10) 0.0279(6) Uani d . 1 . . C
C18 0.8857(5) 0.2142(3) 0.60548(10) 0.0374(7) Uani d . 1 A . C
H18 1.0247 0.1583 0.6009 0.045 Uiso calc R 1 . . H
C19 0.7591(5) 0.1785(4) 0.64777(10) 0.0395(6) Uani d . 1 . . C
H19 0.8081 0.0975 0.6732 0.047 Uiso calc R 1 A . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
_geom_angle_publ_flag
C5 S1 C2 93.59(16) ?
C5 S1 H1 133.2 ?
C2 S1 H1 133.2 ?
S3 C2 C6 124.5(3) ?
S3 C2 S1 111.81(19) ?
C6 C2 S1 123.7(2) ?
C2 S3 C4 109.3(2) ?
C2 S3 H3 125.4 ?
C4 S3 H3 125.3 ?
C5 C4 S3 112.7(3) ?
C5 C4 H4 123.8 ?
S3 C4 H4 123.4 ?
C4 C5 S1 112.5(2) ?
C4 C5 H5 123.7 ?
S1 C5 H5 123.8 ?
C7 C6 C2 124.3(3) y
C7 C6 H6 117.8 ?
C2 C6 H6 117.8 ?
C6 C7 C11 124.4(3) y
C6 C7 H7 117.8 ?
C11 C7 H7 117.8 ?
N11 C11 C19 123.1(2) ?
N11 C11 C7 119.2(3) ?
C19 C11 C7 117.7(2) ?
C11 N11 C12 117.3(2) y
N11 C12 C13 118.9(3) ?
N11 C12 C17 122.4(2) ?
C13 C12 C17 118.7(3) ?
C14 C13 C12 120.7(3) ?
C14 C13 H13 119.6 ?
C12 C13 H13 119.6 ?
C13 C14 C15 121.2(3) ?
C13 C14 H14 119.4 ?
C15 C14 H14 119.4 ?
C16 C15 C14 119.8(3) ?
C16 C15 H15 120.1 ?
C14 C15 H15 120.1 ?
C15 C16 C17 120.2(3) ?
C15 C16 H16 119.9 ?
C17 C16 H16 119.9 ?
C16 C17 C18 123.3(2) ?
C16 C17 C12 119.4(2) ?
C18 C17 C12 117.3(2) ?
C19 C18 C17 120.1(3) ?
C19 C18 H18 120.0 ?
C17 C18 H18 120.0 ?
C18 C19 C11 119.8(2) ?
C18 C19 H19 120.1 ?
C11 C19 H19 120.1 ?
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 C5 . 1.684(3) ?
S1 C2 . 1.692(3) ?
S1 H1 . 0.95 ?
C2 S3 . 1.404(3) ?
C2 C6 . 1.465(4) y
S3 C4 . 1.474(3) ?
S3 H3 . 0.9501 ?
C4 C5 . 1.346(4) ?
C4 H4 . 0.95 ?
C5 H5 . 0.9502 ?
C6 C7 . 1.312(4) y
C6 H6 . 0.95 ?
C7 C11 . 1.478(4) y
C7 H7 . 0.95 ?
C11 N11 . 1.335(3) y
C11 C19 . 1.411(4) ?
N11 C12 . 1.375(3) y
C12 C13 . 1.401(4) ?
C12 C17 . 1.422(4) ?
C13 C14 . 1.360(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.401(5) ?
C14 H14 . 0.95 ?
C15 C16 . 1.376(4) ?
C15 H15 . 0.95 ?
C16 C17 . 1.410(4) ?
C16 H16 . 0.95 ?
C17 C18 . 1.411(4) ?
C18 C19 . 1.341(4) ?
C18 H18 . 0.95 ?
C19 H19 . 0.95 ?
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
_geom_torsion_publ_flag
C5 S1 C2 S3 -1.0(2) ?
C5 S1 C2 C6 -179.8(2) ?
C6 C2 S3 C4 -179.8(2) ?
S1 C2 S3 C4 1.5(3) ?
C2 S3 C4 C5 -1.4(3) ?
S3 C4 C5 S1 0.6(3) ?
C2 S1 C5 C4 0.2(3) ?
S3 C2 C6 C7 -165.6(3) ?
S1 C2 C6 C7 13.0(4) ?
C2 C6 C7 C11 -176.4(3) y
C6 C7 C11 N11 -3.6(4) ?
C6 C7 C11 C19 172.9(3) ?
C19 C11 N11 C12 -1.8(4) ?
C7 C11 N11 C12 174.5(2) ?
C11 N11 C12 C13 -177.9(2) ?
C11 N11 C12 C17 -0.4(3) ?
N11 C12 C13 C14 177.9(3) ?
C17 C12 C13 C14 0.2(4) ?
C12 C13 C14 C15 -0.1(4) ?
C13 C14 C15 C16 0.0(4) ?
C14 C15 C16 C17 -0.1(4) ?
C15 C16 C17 C18 -179.9(3) ?
C15 C16 C17 C12 0.2(4) ?
N11 C12 C17 C16 -177.8(2) ?
C13 C12 C17 C16 -0.2(4) ?
N11 C12 C17 C18 2.2(3) ?
C13 C12 C17 C18 179.8(2) ?
C16 C17 C18 C19 178.0(3) ?
C12 C17 C18 C19 -2.0(4) ?
C17 C18 C19 C11 0.0(4) ?
N11 C11 C19 C18 2.0(4) ?
C7 C11 C19 C18 -174.3(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 6011786
