#------------------------------------------------------------------------------
#$Date: 2021-11-05 04:33:30 +0200 (Fri, 05 Nov 2021) $
#$Revision: 270323 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/38/7243852.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_7243852
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         'C15 H18 N2 O2 S'
_chemical_formula_sum            'C15 H18 N2 O2 S'
_chemical_formula_weight         290.39
_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                74.216(4)
_cell_angle_beta                 88.729(4)
_cell_angle_gamma                69.819(4)
_cell_formula_units_Z            2
_cell_length_a                   7.3603(10)
_cell_length_b                   9.4648(12)
_cell_length_c                   12.2076(16)
_cell_measurement_reflns_used    8510
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.05
_cell_measurement_theta_min      2.39
_cell_volume                     765.70(18)
_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 0.9959
_diffrn_measured_fraction_theta_max 0.9959
_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  0.0330
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18180
_diffrn_reflns_theta_full        27.1526
_diffrn_reflns_theta_max         27.15
_diffrn_reflns_theta_min         2.96
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.214
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.2594
_exptl_crystal_description       Block
_exptl_crystal_F_000             308.3750
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.3425
_refine_diff_density_min         -0.3842
_refine_diff_density_rms         0.0562
_refine_ls_d_res_high            0.7787
_refine_ls_d_res_low             6.8867
_refine_ls_goodness_of_fit_ref   1.0675
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    25
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3387
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0675
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0423
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0746P)²+0.2118P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1218
_refine_ls_wR_factor_ref         0.1298
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              12
_reflns_limit_k_min              -11
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                2926
_reflns_number_total             3387
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d1ra03969e2.cif
_cod_data_source_block           VPS_I_5_0m
_cod_database_code               7243852
_publcif_datablock.id            {8fe66cb3-3e40-439e-949e-b37b6d0bb8e2}
_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:
 C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9a,H9b)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3a), C4(H4), C14(H14), C15(H15)
2.d Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C10(H10a,H10b,H10c), 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 0.19813(6) 0.09771(5) 0.04389(4) 0.04157(16) Uani 1.000000 .
O0aa O 0.79276(16) 0.44427(15) 0.14794(12) 0.0486(3) Uani 1.000000 .
O1 O 0.53187(17) 0.57744(15) 0.22205(13) 0.0515(4) Uani 1.000000 .
N2 N 0.23137(18) 0.31622(16) 0.13030(12) 0.0340(3) Uani 1.000000 .
N3 N 0.51388(18) 0.15927(16) 0.08076(11) 0.0341(3) Uani 1.000000 .
C1 C 0.9706(4) -0.2561(3) 0.5747(2) 0.0802(8) Uani 1.000000 .
H1a H 0.946(3) -0.2084(5) 0.6361(3) 0.1204(12) Uiso 1.000000 GR
H1b H 0.912(2) -0.3350(13) 0.5869(9) 0.1204(12) Uiso 1.000000 GR
H1c H 1.1082(6) -0.3035(18) 0.5718(7) 0.1204(12) Uiso 1.000000 GR
C2 C 0.8851(3) -0.1325(2) 0.46305(16) 0.0500(4) Uani 1.000000 .
C3 C 0.9588(3) -0.1504(2) 0.35991(17) 0.0512(5) Uani 1.000000 .
H3a H 1.0636(3) -0.2401(2) 0.35962(17) 0.0614(5) Uiso 1.000000 R
C4 C 0.8798(2) -0.0377(2) 0.25762(15) 0.0417(4) Uani 1.000000 .
H4 H 0.9327(2) -0.0521(2) 0.18986(15) 0.0500(5) Uiso 1.000000 R
C5 C 0.7219(2) 0.09666(17) 0.25525(12) 0.0309(3) Uani 1.000000 .
C6 C 0.63392(19) 0.21571(17) 0.14067(12) 0.0295(3) Uani 1.000000 .
H6 H 0.74056(19) 0.22687(17) 0.09368(12) 0.0354(4) Uiso 1.000000 R
C7 C 0.5126(2) 0.37572(17) 0.15146(12) 0.0303(3) Uani 1.000000 .
C8 C 0.6262(2) 0.46880(18) 0.17100(13) 0.0332(3) Uani 1.000000 .
C9 C 0.6321(3) 0.6742(2) 0.24762(19) 0.0501(5) Uani 1.000000 .
H9a H 0.7593(3) 0.6090(2) 0.28606(19) 0.0601(5) Uiso 1.000000 R
H9b H 0.6484(3) 0.7461(2) 0.17780(19) 0.0601(5) Uiso 1.000000 R
C10 C 0.5116(4) 0.7615(3) 0.3220(3) 0.0791(8) Uani 1.000000 .
H10a H 0.3841(10) 0.8211(19) 0.2846(8) 0.1187(12) Uiso 1.000000 GR
H10b H 0.502(3) 0.6892(4) 0.3924(7) 0.1187(12) Uiso 1.000000 GR
H10c H 0.5696(17) 0.8313(19) 0.3376(15) 0.1187(12) Uiso 1.000000 GR
C11 C 0.3172(2) 0.41877(17) 0.14906(12) 0.0308(3) Uani 1.000000 .
C12 C 0.1721(2) 0.5679(2) 0.16230(18) 0.0461(4) Uani 1.000000 .
H12a H 0.1468(15) 0.5550(6) 0.2412(2) 0.0692(6) Uiso 1.000000 GR
H12b H 0.2227(9) 0.6512(4) 0.1366(11) 0.0692(6) Uiso 1.000000 GR
H12c H 0.0537(7) 0.5931(9) 0.1176(10) 0.0692(6) Uiso 1.000000 GR
C13 C 0.3241(2) 0.19336(17) 0.08740(12) 0.0301(3) Uani 1.000000 .
C14 C 0.7301(3) 0.0017(2) 0.46032(15) 0.0519(5) Uani 1.000000 .
H14 H 0.6792(3) 0.0169(2) 0.52835(15) 0.0623(5) Uiso 1.000000 R
C15 C 0.6482(3) 0.1146(2) 0.35808(14) 0.0431(4) Uani 1.000000 .
H15 H 0.5424(3) 0.2036(2) 0.35857(14) 0.0517(5) Uiso 1.000000 R
H2 H 0.115(3) 0.340(2) 0.1333(16) 0.040(5) Uiso 1.000000 .
H3 H 0.575(3) 0.084(3) 0.0484(18) 0.052(6) 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
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'
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'
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'
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'
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
C9 O1 C8 118.28(13) . . ?
C13 N2 C11 123.76(12) . . ?
H2 N2 C11 118.0(14) . . ?
H2 N2 C13 117.2(14) . . ?
C13 N3 C6 124.51(12) . . ?
H3 N3 C6 117.8(14) . . ?
H3 N3 C13 116.7(14) . . ?
H1b C1 H1a 109.5 . . ?
H1c C1 H1a 109.5 . . ?
H1c C1 H1b 109.5 . . ?
C2 C1 H1a 109.5 . . ?
C2 C1 H1b 109.5 . . ?
C2 C1 H1c 109.5 . . ?
C3 C2 C1 121.4(2) . . ?
C14 C2 C1 120.8(2) . . ?
C14 C2 C3 117.75(16) . . ?
H3a C3 C2 119.29(11) . . ?
C4 C3 C2 121.41(17) . . ?
C4 C3 H3a 119.29(11) . . ?
H4 C4 C3 119.71(11) . . ?
C5 C4 C3 120.59(16) . . ?
C5 C4 H4 119.71(9) . . ?
C6 C5 C4 119.22(13) . . ?
C15 C5 C4 118.04(15) . . ?
C15 C5 C6 122.72(13) . . ?
C5 C6 N3 110.51(12) . . ?
H6 C6 N3 108.02(7) . . ?
H6 C6 C5 108.02(7) . . ?
C7 C6 N3 108.97(11) . . ?
C7 C6 C5 113.15(12) . . ?
C7 C6 H6 108.02(8) . . ?
C8 C7 C6 114.28(12) . . ?
C11 C7 C6 119.96(13) . . ?
C11 C7 C8 125.65(13) . . ?
O1 C8 O0aa 122.87(14) . . ?
C7 C8 O0aa 123.37(14) . . ?
C7 C8 O1 113.67(12) . . ?
H9a C9 O1 110.34(10) . . ?
H9b C9 O1 110.34(10) . . ?
H9b C9 H9a 108.6 . . ?
C10 C9 O1 106.92(15) . . ?
C10 C9 H9a 110.34(15) . . ?
C10 C9 H9b 110.34(15) . . ?
H10a C10 C9 109.5 . . ?
H10b C10 C9 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 C9 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
C7 C11 N2 118.62(13) . . ?
C12 C11 N2 112.86(13) . . ?
C12 C11 C7 128.50(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 . . ?
N2 C13 S1 120.29(11) . . ?
N3 C13 S1 123.83(11) . . ?
N3 C13 N2 115.86(13) . . ?
H14 C14 C2 119.34(11) . . ?
C15 C14 C2 121.33(17) . . ?
C15 C14 H14 119.34(11) . . ?
C14 C15 C5 120.87(16) . . ?
H15 C15 C5 119.56(10) . . ?
H15 C15 C14 119.56(11) . . ?
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 C13 1.6807(15) . ?
O0aa C8 1.2086(18) . ?
O1 C8 1.3283(19) . ?
O1 C9 1.4529(19) . ?
N2 C11 1.3941(19) . ?
N2 C13 1.3640(19) . ?
N2 H2 0.81(2) . ?
N3 C6 1.4723(18) . ?
N3 C13 1.3263(19) . ?
N3 H3 0.89(2) . ?
C1 H1a 0.9600 . ?
C1 H1b 0.9600 . ?
C1 H1c 0.9600 . ?
C1 C2 1.511(3) . ?
C2 C3 1.390(3) . ?
C2 C14 1.376(3) . ?
C3 H3a 0.9300 . ?
C3 C4 1.384(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.389(2) . ?
C5 C6 1.525(2) . ?
C5 C15 1.386(2) . ?
C6 H6 0.9800 . ?
C6 C7 1.5095(19) . ?
C7 C8 1.470(2) . ?
C7 C11 1.352(2) . ?
C9 H9a 0.9700 . ?
C9 H9b 0.9700 . ?
C9 C10 1.470(3) . ?
C10 H10a 0.9600 . ?
C10 H10b 0.9600 . ?
C10 H10c 0.9600 . ?
C11 C12 1.495(2) . ?
C12 H12a 0.9600 . ?
C12 H12b 0.9600 . ?
C12 H12c 0.9600 . ?
C14 H14 0.9300 . ?
C14 C15 1.388(3) . ?
C15 H15 0.9300 . ?
loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max
loop_
_publcif_info_exptl_table_header_item
?
