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#$Date: 2022-11-25 12:27:55 +0200 (Fri, 25 Nov 2022) $
#$Revision: 279568 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/62/8106262.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_8106262
loop_
_publ_author_name
'Zong, Hai-Tao'
'Bian, Lin-Yan'
'Yan, Ling-Ling'
_publ_section_title
;
 Crystal structure of tert-butyl
 (2-(4-oxo-2-thioxo-1,4-dihydroquinazolin-3(2H)-yl)ethyl)carbamate,
 C15H19N3O3S
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              687
_journal_page_last               688
_journal_paper_doi               10.1515/ncrs-2018-0014
_journal_volume                  233
_journal_year                    2018
_chemical_formula_sum            'C15 H19 N3 O3 S'
_chemical_formula_weight         321.39
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90.681(14)
_cell_angle_beta                 112.624(13)
_cell_angle_gamma                112.632(13)
_cell_formula_units_Z            2
_cell_length_a                   8.682(8)
_cell_length_b                   9.700(8)
_cell_length_c                   11.273(10)
_cell_measurement_reflns_used    1666
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.00
_cell_measurement_theta_min      2.67
_cell_volume                     794.5(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0129
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4006
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.993
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_description       block
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_transmission_factor_max   0.970
_exptl_transmission_factor_min   0.952
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2771
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0619P)²+0.1530P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1083
_refine_ls_wR_factor_ref         0.1171
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2172
_reflns_number_total             2771
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2018-0014_suppl.cif
_cod_data_source_block           1
_cod_database_code               8106262
_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   0.957
_shelx_estimated_absorpt_t_max   0.978
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7099(3) 0.2702(2) 0.22396(18) 0.0400(5) Uani 1 1 d . . . . .
C2 C 0.5283(3) 0.1463(2) 0.14783(18) 0.0371(4) Uani 1 1 d . . . . .
C3 C 0.4587(3) 0.0192(2) 0.2001(2) 0.0484(5) Uani 1 1 d . . . . .
H3A H 0.529062 0.011640 0.284034 0.058 Uiso 1 1 calc R U . . .
C4 C 0.2866(3) -0.0948(3) 0.1281(2) 0.0559(6) Uani 1 1 d . . . . .
H4A H 0.241070 -0.179773 0.162777 0.067 Uiso 1 1 calc R U . . .
C5 C 0.1812(3) -0.0827(3) 0.0038(2) 0.0585(6) Uani 1 1 d . . . . .
H5A H 0.063779 -0.159111 -0.043716 0.070 Uiso 1 1 calc R U . . .
C6 C 0.2468(3) 0.0401(3) -0.0508(2) 0.0521(6) Uani 1 1 d . . . . .
H6A H 0.174575 0.047020 -0.134443 0.062 Uiso 1 1 calc R U . . .
C7 C 0.4240(3) 0.1549(2) 0.02104(18) 0.0367(4) Uani 1 1 d . . . . .
C8 C 0.6687(3) 0.3921(2) 0.02965(18) 0.0373(5) Uani 1 1 d . . . . .
C9 C 0.9608(3) 0.5072(2) 0.2302(2) 0.0459(5) Uani 1 1 d . . . . .
H9A H 1.021507 0.528678 0.171776 0.055 Uiso 1 1 calc R U . . .
H9B H 1.029337 0.469985 0.301983 0.055 Uiso 1 1 calc R U . . .
C10 C 0.9653(3) 0.6533(2) 0.2841(2) 0.0496(5) Uani 1 1 d . . . . .
H10A H 1.091248 0.730320 0.320942 0.060 Uiso 1 1 calc R U . . .
H10B H 0.892978 0.688199 0.212480 0.060 Uiso 1 1 calc R U . . .
C11 C 0.7839(3) 0.7014(2) 0.38741(18) 0.0397(5) Uani 1 1 d . . . . .
C12 C 0.6819(3) 0.7721(2) 0.5460(2) 0.0445(5) Uani 1 1 d . . . . .
C13 C 0.7968(4) 0.9399(3) 0.5616(3) 0.0690(7) Uani 1 1 d . . . . .
H13A H 0.747816 0.997635 0.593682 0.104 Uiso 1 1 calc R U . . .
H13B H 0.921477 0.965795 0.622616 0.104 Uiso 1 1 calc R U . . .
H13C H 0.794129 0.962975 0.478455 0.104 Uiso 1 1 calc R U . . .
C14 C 0.4803(3) 0.7252(3) 0.4574(3) 0.0677(7) Uani 1 1 d . . . . .
H14A H 0.434515 0.784697 0.490984 0.102 Uiso 1 1 calc R U . . .
H14B H 0.467184 0.741830 0.370935 0.102 Uiso 1 1 calc R U . . .
H14C H 0.411600 0.619406 0.454179 0.102 Uiso 1 1 calc R U . . .
C15 C 0.7044(4) 0.7260(3) 0.6779(2) 0.0725(8) Uani 1 1 d . . . . .
H15A H 0.659878 0.778083 0.720414 0.109 Uiso 1 1 calc R U . . .
H15B H 0.635320 0.618206 0.665267 0.109 Uiso 1 1 calc R U . . .
H15C H 0.832139 0.752618 0.731220 0.109 Uiso 1 1 calc R U . . .
O1 O 0.8053(2) 0.27450(19) 0.33814(14) 0.0640(5) Uani 1 1 d . . . . .
O2 O 0.7173(2) 0.76635(19) 0.30437(14) 0.0581(4) Uani 1 1 d . . . . .
O3 O 0.7563(2) 0.68216(17) 0.49665(13) 0.0485(4) Uani 1 1 d . . . . .
N1 N 0.7715(2) 0.38677(17) 0.15841(14) 0.0363(4) Uani 1 1 d . . . . .
N2 N 0.4993(2) 0.27750(18) -0.03153(15) 0.0400(4) Uani 1 1 d . . . . .
H2A H 0.432412 0.281001 -0.109878 0.048 Uiso 1 1 calc R U . . .
N3 N 0.8956(3) 0.6383(2) 0.38351(16) 0.0501(5) Uani 1 1 d . . . . .
H3B H 0.927098 0.586817 0.442525 0.060 Uiso 1 1 calc R U . . .
S1 S 0.74468(9) 0.52939(7) -0.04862(6) 0.0566(2) Uani 1 1 d . . . . .
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'
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
O1 C1 N1 120.73(18) . .
O1 C1 C2 123.13(19) . .
N1 C1 C2 116.14(17) . .
C7 C2 C3 119.50(19) . .
C7 C2 C1 119.42(17) . .
C3 C2 C1 121.08(18) . .
C4 C3 C2 120.3(2) . .
C4 C3 H3A 119.9 . .
C2 C3 H3A 119.9 . .
C3 C4 C5 119.8(2) . .
C3 C4 H4A 120.1 . .
C5 C4 H4A 120.1 . .
C6 C5 C4 121.3(2) . .
C6 C5 H5A 119.4 . .
C4 C5 H5A 119.4 . .
C5 C6 C7 119.1(2) . .
C5 C6 H6A 120.4 . .
C7 C6 H6A 120.4 . .
N2 C7 C2 118.66(17) . .
N2 C7 C6 121.38(18) . .
C2 C7 C6 119.96(19) . .
N2 C8 N1 116.08(16) . .
N2 C8 S1 120.18(15) . .
N1 C8 S1 123.74(15) . .
N1 C9 C10 113.02(18) . .
N1 C9 H9A 109.0 . .
C10 C9 H9A 109.0 . .
N1 C9 H9B 109.0 . .
C10 C9 H9B 109.0 . .
H9A C9 H9B 107.8 . .
N3 C10 C9 113.89(18) . .
N3 C10 H10A 108.8 . .
C9 C10 H10A 108.8 . .
N3 C10 H10B 108.8 . .
C9 C10 H10B 108.8 . .
H10A C10 H10B 107.7 . .
O2 C11 O3 125.0(2) . .
O2 C11 N3 125.16(19) . .
O3 C11 N3 109.83(18) . .
O3 C12 C13 109.89(19) . .
O3 C12 C14 110.69(19) . .
C13 C12 C14 112.3(2) . .
O3 C12 C15 101.56(17) . .
C13 C12 C15 111.3(2) . .
C14 C12 C15 110.6(2) . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C12 C14 H14A 109.5 . .
C12 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C12 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C12 C15 H15A 109.5 . .
C12 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C12 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C11 O3 C12 122.12(16) . .
C8 N1 C1 124.07(16) . .
C8 N1 C9 118.84(16) . .
C1 N1 C9 117.04(16) . .
C8 N2 C7 125.50(16) . .
C8 N2 H2A 117.3 . .
C7 N2 H2A 117.3 . .
C11 N3 C10 122.81(18) . .
C11 N3 H3B 118.6 . .
C10 N3 H3B 118.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.223(2) .
C1 N1 1.403(3) .
C1 C2 1.464(3) .
C2 C7 1.391(3) .
C2 C3 1.397(3) .
C3 C4 1.374(3) .
C3 H3A 0.9300 .
C4 C5 1.384(4) .
C4 H4A 0.9300 .
C5 C6 1.374(3) .
C5 H5A 0.9300 .
C6 C7 1.402(3) .
C6 H6A 0.9300 .
C7 N2 1.381(3) .
C8 N2 1.348(3) .
C8 N1 1.395(3) .
C8 S1 1.669(2) .
C9 N1 1.483(3) .
C9 C10 1.515(3) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 N3 1.450(3) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 O2 1.218(2) .
C11 O3 1.344(3) .
C11 N3 1.345(3) .
C12 O3 1.479(3) .
C12 C13 1.512(3) .
C12 C14 1.516(4) .
C12 C15 1.518(3) .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
N2 H2A 0.8600 .
N3 H3B 0.8600 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2A O2 0.86 2.01 2.843(3) 163.4 2_665 yes
N3 H3B O1 0.86 2.53 3.047(3) 119.2 2_766 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O1 C1 C2 C7 176.03(19) . . . .
N1 C1 C2 C7 -4.0(3) . . . .
O1 C1 C2 C3 -4.4(3) . . . .
N1 C1 C2 C3 175.52(17) . . . .
C7 C2 C3 C4 -1.6(3) . . . .
C1 C2 C3 C4 178.85(19) . . . .
C2 C3 C4 C5 -0.7(3) . . . .
C3 C4 C5 C6 1.4(4) . . . .
C4 C5 C6 C7 0.1(4) . . . .
C3 C2 C7 N2 -176.52(18) . . . .
C1 C2 C7 N2 3.1(3) . . . .
C3 C2 C7 C6 3.1(3) . . . .
C1 C2 C7 C6 -177.32(19) . . . .
C5 C6 C7 N2 177.24(19) . . . .
C5 C6 C7 C2 -2.4(3) . . . .
N1 C9 C10 N3 64.9(2) . . . .
O2 C11 O3 C12 -16.6(3) . . . .
N3 C11 O3 C12 163.50(17) . . . .
C13 C12 O3 C11 -53.9(3) . . . .
C14 C12 O3 C11 70.6(2) . . . .
C15 C12 O3 C11 -171.86(19) . . . .
N2 C8 N1 C1 1.2(3) . . . .
S1 C8 N1 C1 -178.68(14) . . . .
N2 C8 N1 C9 178.43(16) . . . .
S1 C8 N1 C9 -1.4(2) . . . .
O1 C1 N1 C8 -178.12(19) . . . .
C2 C1 N1 C8 1.9(3) . . . .
O1 C1 N1 C9 4.6(3) . . . .
C2 C1 N1 C9 -175.36(16) . . . .
C10 C9 N1 C8 80.0(2) . . . .
C10 C9 N1 C1 -102.5(2) . . . .
N1 C8 N2 C7 -2.4(3) . . . .
S1 C8 N2 C7 177.43(14) . . . .
C2 C7 N2 C8 0.3(3) . . . .
C6 C7 N2 C8 -179.31(19) . . . .
O2 C11 N3 C10 6.2(3) . . . .
O3 C11 N3 C10 -173.84(17) . . . .
C9 C10 N3 C11 -137.3(2) . . . .
