#------------------------------------------------------------------------------
#$Date: 2021-11-05 04:33:30 +0200 (Fri, 05 Nov 2021) $
#$Revision: 270323 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/38/7243851.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7243851
loop_
_publ_author_name
'Dowarah, Jayanta'
'Patel, Devanshi'
'Marak, Brilliant N.'
'Yadav, Umesh Chand Singh'
'Shah, Pramod Kumar'
'Shukla, Pradeep Kumar'
'Singh, Ved Prakash'
_publ_section_title
;
 Green synthesis, structural analysis and anticancer activity of
 dihydropyrimidinone derivatives
;
_journal_issue                   57
_journal_name_full               'RSC Advances'
_journal_page_first              35737
_journal_page_last               35753
_journal_paper_doi               10.1039/D1RA03969E
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C14 H15 Cl N2 O2 S'
_chemical_formula_sum            'C14 H15 Cl N2 O2 S'
_chemical_formula_weight         310.81
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_audit_creation_date             2019-05-25
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-06-29 deposited with the CCDC.	2021-10-14 downloaded from the CCDC.
;
_cell_angle_alpha                107.568(3)
_cell_angle_beta                 90.583(3)
_cell_angle_gamma                107.829(2)
_cell_formula_units_Z            2
_cell_length_a                   7.3066(6)
_cell_length_b                   10.4657(8)
_cell_length_c                   10.6788(9)
_cell_measurement_reflns_used    7717
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.14
_cell_measurement_theta_min      2.43
_cell_volume                     736.37(10)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9951
_diffrn_measured_fraction_theta_max 0.9951
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14725
_diffrn_reflns_theta_full        27.1574
_diffrn_reflns_theta_max         27.16
_diffrn_reflns_theta_min         3.38
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.403
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.4016
_exptl_crystal_description       Rectangular
_exptl_crystal_F_000             324.6689
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.2794
_refine_diff_density_min         -0.4253
_refine_diff_density_rms         0.0715
_refine_ls_d_res_high            0.7786
_refine_ls_d_res_low             6.0329
_refine_ls_goodness_of_fit_ref   1.0760
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    21
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3263
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0760
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0384
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0643P)²+0.2424P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1104
_refine_ls_wR_factor_ref         0.1156
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              12
_reflns_limit_k_min              -13
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                2892
_reflns_number_total             3263
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d1ra03969e2.cif
_cod_data_source_block           VPS_I_7_0m
_cod_database_code               7243851
_publcif_datablock.id            {40077a52-d982-4c3b-b660-83029cb8d717}
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8a,H8b)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2a), C3(H3a), C14(H14)
2.d Idealised Me refined as rotating group:
 C9(H9a,H9b,H9c), C12(H12a,H12b,H12c)
;
_olex2_submission_special_instructions 'No special instructions were received'
_publcif_funding_html
;
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
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_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
S1 S 0.80670(6) 0.59538(5) 0.95849(5) 0.04176(15) Uani 1.000000 .
Cl2 Cl -0.08131(10) 0.18706(5) 0.56704(6) 0.0704(2) Uani 1.000000 .
O0aa O 0.17322(16) 0.88855(14) 0.82976(14) 0.0455(3) Uani 1.000000 .
O1 O 0.43284(17) 1.02925(13) 0.77451(15) 0.0462(3) Uani 1.000000 .
N2 N 0.48078(18) 0.64556(15) 0.91283(13) 0.0323(3) Uani 1.000000 .
N3 N 0.75440(19) 0.78974(14) 0.86444(13) 0.0321(3) Uani 1.000000 .
C1 C 0.1361(3) 0.3770(2) 0.45953(17) 0.0438(4) Uani 1.000000 .
H1 H 0.0882(3) 0.3074(2) 0.37810(17) 0.0526(5) Uiso 1.000000 R
C2 C 0.2644(3) 0.5068(2) 0.46739(17) 0.0456(4) Uani 1.000000 .
H2a H 0.3034(3) 0.5256(2) 0.39033(17) 0.0548(5) Uiso 1.000000 R
C3 C 0.3367(2) 0.61063(19) 0.58898(16) 0.0382(4) Uani 1.000000 .
H3a H 0.4249(2) 0.69774(19) 0.59285(16) 0.0459(4) Uiso 1.000000 R
C4 C 0.2779(2) 0.58493(16) 0.70480(15) 0.0289(3) Uani 1.000000 .
C5 C 0.3553(2) 0.69375(15) 0.84193(14) 0.0281(3) Uani 1.000000 .
H5 H 0.2448(2) 0.70043(15) 0.89180(14) 0.0337(4) Uiso 1.000000 R
C6 C 0.4660(2) 0.83962(15) 0.83741(14) 0.0289(3) Uani 1.000000 .
C7 C 0.3437(2) 0.92105(16) 0.81587(15) 0.0312(3) Uani 1.000000 .
C8 C 0.3193(3) 1.11114(19) 0.7458(2) 0.0438(4) Uani 1.000000 .
H8a H 0.2060(3) 1.04938(19) 0.6842(2) 0.0526(5) Uiso 1.000000 R
H8b H 0.2771(3) 1.16131(19) 0.8262(2) 0.0526(5) Uiso 1.000000 R
C9 C 0.4465(4) 1.2130(3) 0.6871(4) 0.0939(12) Uani 1.000000 .
H9a H 0.5614(18) 1.2698(19) 0.7470(11) 0.1408(17) Uiso 1.000000 GR
H9b H 0.481(3) 1.1620(3) 0.6051(13) 0.1408(17) Uiso 1.000000 GR
H9c H 0.3791(15) 1.273(2) 0.671(3) 0.1408(17) Uiso 1.000000 GR
C10 C 0.6703(2) 0.67818(16) 0.90836(14) 0.0292(3) Uani 1.000000 .
C11 C 0.6610(2) 0.88066(16) 0.84373(15) 0.0297(3) Uani 1.000000 .
C12 C 0.7977(2) 1.01504(19) 0.8312(2) 0.0446(4) Uani 1.000000 .
H12a H 0.8120(17) 1.0037(5) 0.7396(2) 0.0669(6) Uiso 1.000000 GR
H12b H 0.7471(11) 1.0913(4) 0.8676(13) 0.0669(6) Uiso 1.000000 GR
H12c H 0.9214(7) 1.0361(9) 0.8784(12) 0.0669(6) Uiso 1.000000 GR
C13 C 0.0798(2) 0.35212(18) 0.57541(18) 0.0396(4) Uani 1.000000 .
C14 C 0.1458(2) 0.45378(17) 0.69734(16) 0.0353(3) Uani 1.000000 .
H14 H 0.1029(2) 0.43517(17) 0.77369(16) 0.0424(4) Uiso 1.000000 R
H3 H 0.870(3) 0.815(2) 0.8641(19) 0.039(5) Uiso 1.000000 .
H2 H 0.425(3) 0.583(2) 0.945(2) 0.042(5) Uiso 1.000000 .
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_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 C7 117.87(12) . . ?
C10 N2 C5 123.73(12) . . ?
H2 N2 C5 116.3(14) . . ?
H2 N2 C10 118.9(14) . . ?
C11 N3 C10 124.34(13) . . ?
H3 N3 C10 118.2(14) . . ?
H3 N3 C11 116.3(14) . . ?
C2 C1 H1 120.78(10) . . ?
C13 C1 H1 120.78(10) . . ?
C13 C1 C2 118.43(16) . . ?
H2a C2 C1 119.59(10) . . ?
C3 C2 C1 120.82(16) . . ?
C3 C2 H2a 119.59(10) . . ?
H3a C3 C2 119.86(10) . . ?
C4 C3 C2 120.28(16) . . ?
C4 C3 H3a 119.86(10) . . ?
C5 C4 C3 122.80(14) . . ?
C14 C4 C3 119.16(15) . . ?
C14 C4 C5 118.02(13) . . ?
C4 C5 N2 109.84(12) . . ?
H5 C5 N2 108.17(7) . . ?
H5 C5 C4 108.17(7) . . ?
C6 C5 N2 109.19(11) . . ?
C6 C5 C4 113.18(12) . . ?
C6 C5 H5 108.17(8) . . ?
C7 C6 C5 114.40(12) . . ?
C11 C6 C5 119.63(13) . . ?
C11 C6 C7 125.79(13) . . ?
O1 C7 O0aa 122.63(14) . . ?
C6 C7 O0aa 122.60(14) . . ?
C6 C7 O1 114.70(12) . . ?
H8a C8 O1 110.37(9) . . ?
H8b C8 O1 110.37(10) . . ?
H8b C8 H8a 108.6 . . ?
C9 C8 O1 106.75(15) . . ?
C9 C8 H8a 110.37(16) . . ?
C9 C8 H8b 110.37(16) . . ?
H9a C9 C8 109.5 . . ?
H9b C9 C8 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C8 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
N2 C10 S1 124.00(11) . . ?
N3 C10 S1 120.22(11) . . ?
N3 C10 N2 115.73(13) . . ?
C6 C11 N3 118.25(13) . . ?
C12 C11 N3 113.20(13) . . ?
C12 C11 C6 128.55(14) . . ?
H12a C12 C11 109.5 . . ?
H12b C12 C11 109.5 . . ?
H12b C12 H12a 109.5 . . ?
H12c C12 C11 109.5 . . ?
H12c C12 H12a 109.5 . . ?
H12c C12 H12b 109.5 . . ?
C1 C13 Cl2 118.94(14) . . ?
C14 C13 Cl2 118.90(14) . . ?
C14 C13 C1 122.16(16) . . ?
C13 C14 C4 119.13(15) . . ?
H14 C14 C4 120.44(9) . . ?
H14 C14 C13 120.44(10) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C10 1.6818(15) . ?
Cl2 C13 1.7428(18) . ?
O0aa C7 1.2098(19) . ?
O1 C7 1.3259(19) . ?
O1 C8 1.4510(19) . ?
N2 C5 1.4726(18) . ?
N2 C10 1.3261(19) . ?
N2 H2 0.83(2) . ?
N3 C10 1.3630(19) . ?
N3 C11 1.3933(19) . ?
N3 H3 0.81(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.372(3) . ?
C1 C13 1.381(3) . ?
C2 H2a 0.9300 . ?
C2 C3 1.389(3) . ?
C3 H3a 0.9300 . ?
C3 C4 1.388(2) . ?
C4 C5 1.531(2) . ?
C4 C14 1.394(2) . ?
C5 H5 0.9800 . ?
C5 C6 1.5088(19) . ?
C6 C7 1.469(2) . ?
C6 C11 1.351(2) . ?
C8 H8a 0.9700 . ?
C8 H8b 0.9700 . ?
C8 C9 1.484(3) . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C11 C12 1.500(2) . ?
C12 H12a 0.9600 . ?
C12 H12b 0.9600 . ?
C12 H12c 0.9600 . ?
C13 C14 1.377(2) . ?
C14 H14 0.9300 . ?
loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max
loop_
_publcif_info_exptl_table_header_item
?
