##############################################################################
#                                                                            #
# This CIF contains the data for a data article accepted for                 #
# publication in IUCrData. It conforms to the requirements of                #
# Notes for Authors for IUCrData, and has been                               #
# peer reviewed under the auspices of IUCrData.                              #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the data    # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_I
_audit_creation_method     'SHELXL-2014/7'
_journal_date_recd_electronic     2023-11-07
_journal_date_accepted     2023-11-16
_journal_name_full     'IUCrData'
_journal_year     2023
_journal_volume     8
_journal_issue     11
_journal_page_first     0
_journal_page_last     0
_journal_paper_category     HO
_journal_paper_doi     10.1107/S2414314623009975
_journal_coeditor_code     HB4458
_publ_contact_author_name     'Dongsoo Koh'
_publ_contact_author_address
;
Department of Applied Chemistry,
Dongduk Women's University,
Seoul 136-714, Republic of Korea
;
_publ_contact_author_email     'dskoh@dongduk.ac.kr'
_publ_contact_author_fax     ?
_publ_contact_author_phone     '821039994512'
_publ_section_title
;\
(E)-3-(1,3-Diphenyl-1H-pyrazol-4-yl)-1-(thiazol-2-yl)prop-2-en-1-\
one
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Koh, Dongsoo' .
;
Department of Applied Chemistry,
Dongduk Women's University,
Seoul 136-714, Republic of Korea
;
_publ_section_synopsis
;
The crystal structure of a heterocycles containing chalcone is reported.
;
_chemical_name_systematic
;\
(E)-3-(1,3-Diphenyl-1H-pyrazol-4-yl)-\
1-(thiazol-2-yl)prop-2-en-1-one
;
_chemical_name_common     ?
_chemical_formula_moiety     'C21 H15 N3 O S'
_chemical_formula_sum     'C21 H15 N3 O S'
_chemical_formula_iupac     'C21 H15 N3 O S'
_chemical_formula_weight     357.42
_chemical_melting_point     ?
_space_group_crystal_system     monoclinic
_space_group_name_H-M_alt     'P 21/c'
_space_group_name_Hall     '-P 2ybc'
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'
_cell_length_a     9.3312(19)
_cell_length_b     19.124(4)
_cell_length_c     9.977(2)
_cell_angle_alpha     90
_cell_angle_beta     95.453(7)
_cell_angle_gamma     90
_cell_volume     1772.4(6)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     5689
_cell_measurement_theta_min     2.19
_cell_measurement_theta_max     27.35
_cell_measurement_temperature     223(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.142
_exptl_crystal_size_mid     0.139
_exptl_crystal_size_min     0.060
_exptl_crystal_density_diffrn     1.339
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     744
_exptl_absorpt_coefficient_mu     0.197
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_absorpt_correction_T_min     0.6730
_exptl_absorpt_correction_T_max     0.7457
_diffrn_ambient_temperature     223(2)
_diffrn_source     ?
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type     'Bruker PHOTON III M14'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     39547
_diffrn_reflns_av_R_equivalents     0.0873
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_theta_min     2.192
_diffrn_reflns_theta_max     28.324
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -12
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_k_min     -25
_diffrn_reflns_limit_k_max     25
_diffrn_reflns_limit_l_min     -13
_diffrn_reflns_limit_l_max     13
_diffrn_standards_number     1
_diffrn_standards_interval_count     1
_diffrn_standards_interval_time     1
_diffrn_standards_decay_%     1
_refine_special_details     ?
_reflns_number_total     4419
_reflns_number_gt     2775
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0948
_refine_ls_R_factor_gt     0.0458
_refine_ls_wR_factor_gt     0.0999
_refine_ls_wR_factor_ref     0.1269
_refine_ls_goodness_of_fit_ref     1.022
_refine_ls_restrained_S_all     1.022
_refine_ls_number_reflns     4419
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0454P)²+0.6998P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.227
_refine_diff_density_min     -0.261
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     .
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'
    'O' 'O' 0.0106 0.0060
                         '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'
_computing_data_collection
;
APEX2 (Bruker, 2012)
;
_computing_cell_refinement
;
SAINT (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_structure_solution
;
SHELXS (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
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
    C C1 0.2731(2) 0.79486(10) 0.16701(19) 0.0354(5) Uani d 1 . .
    C C2 0.1738(2) 0.75669(10) 0.06690(19) 0.0341(4) Uani d 1 . .
    C C3 0.0728(2) 0.67220(12) -0.0560(2) 0.0479(6) Uani d 1 . .
    H H3 0.0573 0.6258 -0.0852 0.058 Uiso calc 1 . .
    C C4 -0.0034(2) 0.72640(12) -0.1141(2) 0.0507(6) Uani d 1 . .
    H H4 -0.0760 0.7223 -0.1858 0.061 Uiso calc 1 . .
    C C5 0.3616(2) 0.75244(11) 0.26503(19) 0.0344(4) Uani d 1 . .
    H H5 0.3527 0.7035 0.2626 0.041 Uiso calc 1 . .
    C C6 0.4552(2) 0.78221(11) 0.35826(19) 0.0351(5) Uani d 1 . .
    H H6 0.4625 0.8312 0.3574 0.042 Uiso calc 1 . .
    C C7 0.5459(2) 0.74495(10) 0.45999(19) 0.0334(4) Uani d 1 . .
    C C8 0.6387(2) 0.77245(10) 0.56977(18) 0.0310(4) Uani d 1 . .
    C C9 0.5630(2) 0.67337(11) 0.4714(2) 0.0381(5) Uani d 1 . .
    H H9 0.5168 0.6396 0.4141 0.046 Uiso calc 1 . .
    C C10 0.6660(2) 0.84560(10) 0.61250(19) 0.0319(4) Uani d 1 . .
    C C11 0.5555(2) 0.89512(11) 0.6078(2) 0.0377(5) Uani d 1 . .
    H H11 0.4613 0.8823 0.5754 0.045 Uiso calc 1 . .
    C C12 0.5843(2) 0.96321(11) 0.6506(2) 0.0439(5) Uani d 1 . .
    H H12 0.5095 0.9963 0.6462 0.053 Uiso calc 1 . .
    C C13 0.7219(3) 0.98278(11) 0.6996(2) 0.0469(6) Uani d 1 . .
    H H13 0.7408 1.0290 0.7281 0.056 Uiso calc 1 . .
    C C14 0.8320(2) 0.93384(12) 0.7065(2) 0.0469(5) Uani d 1 . .
    H H14 0.9256 0.9466 0.7410 0.056 Uiso calc 1 . .
    C C15 0.8040(2) 0.86618(11) 0.6625(2) 0.0390(5) Uani d 1 . .
    H H15 0.8795 0.8335 0.6665 0.047 Uiso calc 1 . .
    C C16 0.7007(2) 0.59418(10) 0.6352(2) 0.0343(4) Uani d 1 . .
    C C17 0.6949(2) 0.53556(11) 0.5536(2) 0.0469(6) Uani d 1 . .
    H H17 0.6646 0.5396 0.4614 0.056 Uiso calc 1 . .
    C C18 0.7338(3) 0.47096(11) 0.6082(2) 0.0508(6) Uani d 1 . .
    H H18 0.7297 0.4311 0.5528 0.061 Uiso calc 1 . .
    C C19 0.7785(2) 0.46486(11) 0.7432(2) 0.0460(5) Uani d 1 . .
    H H19 0.8041 0.4209 0.7804 0.055 Uiso calc 1 . .
    C C20 0.7852(2) 0.52363(11) 0.8236(2) 0.0430(5) Uani d 1 . .
    H H20 0.8169 0.5195 0.9155 0.052 Uiso calc 1 . .
    C C21 0.7461(2) 0.58883(10) 0.7711(2) 0.0368(5) Uani d 1 . .
    H H21 0.7502 0.6286 0.8268 0.044 Uiso calc 1 . .
    N N1 0.17339(18) 0.68897(9) 0.04742(17) 0.0402(4) Uani d 1 . .
    N N2 0.70582(17) 0.72116(8) 0.64143(16) 0.0331(4) Uani d 1 . .
    N N3 0.65750(17) 0.66057(8) 0.57930(16) 0.0346(4) Uani d 1 . .
    O O1 0.27593(18) 0.85888(7) 0.16369(15) 0.0524(4) Uani d 1 . .
    S S1 0.05109(6) 0.80275(3) -0.03886(6) 0.04908(19) Uani d 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
    C1 O1 . 1.225(2) ?
    C1 C5 . 1.464(3) ?
    C1 C2 . 1.488(3) ?
    C2 N1 . 1.310(3) ?
    C2 S1 . 1.7235(19) ?
    C3 C4 . 1.356(3) ?
    C3 N1 . 1.366(3) ?
    C3 H3 . 0.9400 ?
    C4 S1 . 1.698(2) ?
    C4 H4 . 0.9400 ?
    C5 C6 . 1.341(3) ?
    C5 H5 . 0.9400 ?
    C6 C7 . 1.446(3) ?
    C6 H6 . 0.9400 ?
    C7 C9 . 1.382(3) ?
    C7 C8 . 1.430(2) ?
    C8 N2 . 1.334(2) ?
    C8 C10 . 1.478(3) ?
    C9 N3 . 1.348(2) ?
    C9 H9 . 0.9400 ?
    C10 C15 . 1.393(3) ?
    C10 C11 . 1.397(3) ?
    C11 C12 . 1.389(3) ?
    C11 H11 . 0.9400 ?
    C12 C13 . 1.381(3) ?
    C12 H12 . 0.9400 ?
    C13 C14 . 1.387(3) ?
    C13 H13 . 0.9400 ?
    C14 C15 . 1.383(3) ?
    C14 H14 . 0.9400 ?
    C15 H15 . 0.9400 ?
    C16 C17 . 1.383(3) ?
    C16 C21 . 1.386(3) ?
    C16 N3 . 1.429(2) ?
    C17 C18 . 1.384(3) ?
    C17 H17 . 0.9400 ?
    C18 C19 . 1.377(3) ?
    C18 H18 . 0.9400 ?
    C19 C20 . 1.379(3) ?
    C19 H19 . 0.9400 ?
    C20 C21 . 1.388(3) ?
    C20 H20 . 0.9400 ?
    C21 H21 . 0.9400 ?
    N2 N3 . 1.370(2) ?
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 C1 C5 . . 124.01(18) ?
    O1 C1 C2 . . 119.07(17) ?
    C5 C1 C2 . . 116.91(17) ?
    N1 C2 C1 . . 125.29(17) ?
    N1 C2 S1 . . 114.98(14) ?
    C1 C2 S1 . . 119.70(15) ?
    C4 C3 N1 . . 116.0(2) ?
    C4 C3 H3 . . 122.0 ?
    N1 C3 H3 . . 122.0 ?
    C3 C4 S1 . . 110.21(17) ?
    C3 C4 H4 . . 124.9 ?
    S1 C4 H4 . . 124.9 ?
    C6 C5 C1 . . 121.15(19) ?
    C6 C5 H5 . . 119.4 ?
    C1 C5 H5 . . 119.4 ?
    C5 C6 C7 . . 125.23(19) ?
    C5 C6 H6 . . 117.4 ?
    C7 C6 H6 . . 117.4 ?
    C9 C7 C8 . . 104.15(16) ?
    C9 C7 C6 . . 126.98(18) ?
    C8 C7 C6 . . 128.87(18) ?
    N2 C8 C7 . . 111.06(17) ?
    N2 C8 C10 . . 118.81(16) ?
    C7 C8 C10 . . 130.13(17) ?
    N3 C9 C7 . . 107.91(17) ?
    N3 C9 H9 . . 126.0 ?
    C7 C9 H9 . . 126.0 ?
    C15 C10 C11 . . 118.33(18) ?
    C15 C10 C8 . . 119.95(17) ?
    C11 C10 C8 . . 121.69(17) ?
    C12 C11 C10 . . 120.31(19) ?
    C12 C11 H11 . . 119.8 ?
    C10 C11 H11 . . 119.8 ?
    C13 C12 C11 . . 120.6(2) ?
    C13 C12 H12 . . 119.7 ?
    C11 C12 H12 . . 119.7 ?
    C12 C13 C14 . . 119.6(2) ?
    C12 C13 H13 . . 120.2 ?
    C14 C13 H13 . . 120.2 ?
    C15 C14 C13 . . 119.9(2) ?
    C15 C14 H14 . . 120.0 ?
    C13 C14 H14 . . 120.0 ?
    C14 C15 C10 . . 121.2(2) ?
    C14 C15 H15 . . 119.4 ?
    C10 C15 H15 . . 119.4 ?
    C17 C16 C21 . . 120.48(19) ?
    C17 C16 N3 . . 119.78(18) ?
    C21 C16 N3 . . 119.73(17) ?
    C16 C17 C18 . . 119.9(2) ?
    C16 C17 H17 . . 120.1 ?
    C18 C17 H17 . . 120.1 ?
    C19 C18 C17 . . 120.2(2) ?
    C19 C18 H18 . . 119.9 ?
    C17 C18 H18 . . 119.9 ?
    C18 C19 C20 . . 119.5(2) ?
    C18 C19 H19 . . 120.2 ?
    C20 C19 H19 . . 120.2 ?
    C19 C20 C21 . . 121.1(2) ?
    C19 C20 H20 . . 119.4 ?
    C21 C20 H20 . . 119.4 ?
    C16 C21 C20 . . 118.71(19) ?
    C16 C21 H21 . . 120.6 ?
    C20 C21 H21 . . 120.6 ?
    C2 N1 C3 . . 109.66(18) ?
    C8 N2 N3 . . 105.17(15) ?
    C9 N3 N2 . . 111.72(16) ?
    C9 N3 C16 . . 127.74(16) ?
    N2 N3 C16 . . 120.41(15) ?
    C4 S1 C2 . . 89.14(10) ?
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
    O1 C1 C2 N1 . . . . 170.4(2) ?
    C5 C1 C2 N1 . . . . -10.0(3) ?
    O1 C1 C2 S1 . . . . -7.2(3) ?
    C5 C1 C2 S1 . . . . 172.39(15) ?
    N1 C3 C4 S1 . . . . 0.3(3) ?
    O1 C1 C5 C6 . . . . -1.0(3) ?
    C2 C1 C5 C6 . . . . 179.36(19) ?
    C1 C5 C6 C7 . . . . 179.25(19) ?
    C5 C6 C7 C9 . . . . 6.8(3) ?
    C5 C6 C7 C8 . . . . -173.9(2) ?
    C9 C7 C8 N2 . . . . -0.1(2) ?
    C6 C7 C8 N2 . . . . -179.51(19) ?
    C9 C7 C8 C10 . . . . -179.0(2) ?
    C6 C7 C8 C10 . . . . 1.5(3) ?
    C8 C7 C9 N3 . . . . 0.2(2) ?
    C6 C7 C9 N3 . . . . 179.63(19) ?
    N2 C8 C10 C15 . . . . 38.3(3) ?
    C7 C8 C10 C15 . . . . -142.9(2) ?
    N2 C8 C10 C11 . . . . -139.93(19) ?
    C7 C8 C10 C11 . . . . 38.9(3) ?
    C15 C10 C11 C12 . . . . 0.8(3) ?
    C8 C10 C11 C12 . . . . 179.01(18) ?
    C10 C11 C12 C13 . . . . -0.6(3) ?
    C11 C12 C13 C14 . . . . -0.2(3) ?
    C12 C13 C14 C15 . . . . 0.9(3) ?
    C13 C14 C15 C10 . . . . -0.8(3) ?
    C11 C10 C15 C14 . . . . -0.1(3) ?
    C8 C10 C15 C14 . . . . -178.33(19) ?
    C21 C16 C17 C18 . . . . 0.4(3) ?
    N3 C16 C17 C18 . . . . -178.6(2) ?
    C16 C17 C18 C19 . . . . -0.1(4) ?
    C17 C18 C19 C20 . . . . -0.5(4) ?
    C18 C19 C20 C21 . . . . 0.8(3) ?
    C17 C16 C21 C20 . . . . -0.1(3) ?
    N3 C16 C21 C20 . . . . 178.92(18) ?
    C19 C20 C21 C16 . . . . -0.5(3) ?
    C1 C2 N1 C3 . . . . -177.27(19) ?
    S1 C2 N1 C3 . . . . 0.4(2) ?
    C4 C3 N1 C2 . . . . -0.5(3) ?
    C7 C8 N2 N3 . . . . 0.0(2) ?
    C10 C8 N2 N3 . . . . 179.03(16) ?
    C7 C9 N3 N2 . . . . -0.2(2) ?
    C7 C9 N3 C16 . . . . 175.49(18) ?
    C8 N2 N3 C9 . . . . 0.2(2) ?
    C8 N2 N3 C16 . . . . -175.91(17) ?
    C17 C16 N3 C9 . . . . 26.8(3) ?
    C21 C16 N3 C9 . . . . -152.2(2) ?
    C17 C16 N3 N2 . . . . -157.79(19) ?
    C21 C16 N3 N2 . . . . 23.2(3) ?
    C3 C4 S1 C2 . . . . -0.04(19) ?
    N1 C2 S1 C4 . . . . -0.24(17) ?
    C1 C2 S1 C4 . . . . 177.61(18) ?
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
    C18 H18 O1 2_645 0.94 2.56 3.451(3) 158
    C4 H4 N2 1_454 0.94 2.54 3.473(3) 172
    C13 H13 O1 3_676 0.94 2.41 3.321(3) 162
_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     0.973
_shelx_estimated_absorpt_T_max     0.988
