#------------------------------------------------------------------------------
#$Date: 2017-02-04 15:22:09 +0200 (Sat, 04 Feb 2017) $
#$Revision: 191470 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/92/7119251.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_7119251
loop_
_publ_author_name
'Zhou, Zhi-Wen'
'Jia, Feng-Cheng'
'Xu, Cheng'
'Jiang, Shi-Fen'
'Wu, Yan-Dong'
'Wu, An-Xin'
_publ_section_title
;
 A concise construction of 12H-benzo[4,5]thiazolo[2,3-b]quinazolin-12-ones
 via an unusual TBHP/Na2CO3 promoted cascade oxidative cyclization and
 interrupted Dimroth rearrangement.
;
_journal_issue                   6
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1056
_journal_page_last               1059
_journal_paper_doi               10.1039/c6cc09376k
_journal_volume                  53
_journal_year                    2017
_chemical_formula_sum            'C14 H7 Br N2 O S'
_chemical_formula_weight         331.19
_chemical_name_systematic
1-bromo-12H-benzo[4,5]thiazolo[2,3-b]quinazolin-12-one
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-10-24 deposited with the CCDC.
2016-12-19 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.564(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.508(5)
_cell_length_b                   11.017(7)
_cell_length_c                   14.780(10)
_cell_measurement_reflns_used    565
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      20.70
_cell_measurement_theta_min      2.30
_cell_volume                     1222.5(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  CCD
_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  0.0712
_diffrn_reflns_av_sigmaI/netI    0.0857
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3668
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.31
_exptl_absorpt_coefficient_mu    3.524
_exptl_absorpt_correction_T_max  0.5695
_exptl_absorpt_correction_T_min  0.5111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.800
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.879
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.910
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2068
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.910
_refine_ls_R_factor_all          0.1107
_refine_ls_R_factor_gt           0.0612
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0840P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1395
_refine_ls_wR_factor_ref         0.1547
_reflns_number_gt                1201
_reflns_number_total             2068
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6cc09376k2.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7119251.cif.
;
_cod_original_cell_volume        1222.3(14)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7119251
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Br1 Br 0.20561(12) 0.40015(6) 0.01901(6) 0.0715(4) Uani 1 1 d .
C1 C 0.2207(8) -0.2146(6) -0.0842(4) 0.0444(17) Uani 1 1 d .
C2 C 0.1846(9) -0.3001(6) -0.1525(6) 0.058(2) Uani 1 1 d .
H2 H 0.2039 -0.3825 -0.1433 0.069 Uiso 1 1 calc R
C3 C 0.1201(10) -0.2572(7) -0.2332(6) 0.068(2) Uani 1 1 d .
H3 H 0.0940 -0.3121 -0.2792 0.081 Uiso 1 1 calc R
C4 C 0.0921(10) -0.1332(7) -0.2489(5) 0.061(2) Uani 1 1 d .
H4 H 0.0489 -0.1070 -0.3048 0.074 Uiso 1 1 calc R
C5 C 0.1288(8) -0.0492(6) -0.1810(5) 0.0505(18) Uani 1 1 d .
H5 H 0.1112 0.0334 -0.1906 0.061 Uiso 1 1 calc R
C6 C 0.1931(8) -0.0926(5) -0.0977(5) 0.0428(16) Uani 1 1 d .
C7 C 0.3028(8) -0.0942(5) 0.0521(5) 0.0413(16) Uani 1 1 d .
C8 C 0.2150(9) 0.1057(5) -0.0086(5) 0.0444(16) Uani 1 1 d .
C9 C 0.2824(8) 0.1517(5) 0.0777(5) 0.0402(15) Uani 1 1 d .
C10 C 0.3485(8) 0.0700(5) 0.1441(5) 0.0408(16) Uani 1 1 d .
C11 C 0.4073(9) 0.1110(6) 0.2290(5) 0.0531(18) Uani 1 1 d .
H11 H 0.4487 0.0560 0.2721 0.064 Uiso 1 1 calc R
C12 C 0.4033(9) 0.2336(7) 0.2482(5) 0.061(2) Uani 1 1 d .
H12 H 0.4414 0.2611 0.3047 0.073 Uiso 1 1 calc R
C13 C 0.3427(9) 0.3165(6) 0.1838(5) 0.0531(19) Uani 1 1 d .
H13 H 0.3429 0.3991 0.1968 0.064 Uiso 1 1 calc R
C14 C 0.2824(8) 0.2761(5) 0.1007(5) 0.0437(17) Uani 1 1 d .
N1 N 0.2388(6) -0.0232(4) -0.0188(3) 0.0372(13) Uani 1 1 d .
N2 N 0.3561(7) -0.0543(4) 0.1296(4) 0.0454(14) Uani 1 1 d .
O1 O 0.1501(7) 0.1623(4) -0.0703(3) 0.0653(15) Uani 1 1 d .
S1 S 0.3034(3) -0.24836(14) 0.02461(14) 0.0541(5) 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'
Br Br -0.2901 2.4595 '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
C6 C1 C2 121.5(6)
C6 C1 S1 113.1(5)
C2 C1 S1 125.4(5)
C3 C2 C1 117.4(7)
C2 C3 C4 122.2(7)
C5 C4 C3 120.1(7)
C4 C5 C6 118.0(7)
C1 C6 C5 120.8(6)
C1 C6 N1 111.7(6)
C5 C6 N1 127.5(6)
N2 C7 N1 125.5(5)
N2 C7 S1 122.5(5)
N1 C7 S1 111.9(5)
O1 C8 N1 118.8(6)
O1 C8 C9 128.0(6)
N1 C8 C9 113.1(5)
C14 C9 C10 116.8(6)
C14 C9 C8 123.2(6)
C10 C9 C8 120.1(5)
N2 C10 C11 116.3(6)
N2 C10 C9 122.3(6)
C11 C10 C9 121.4(5)
C12 C11 C10 119.5(7)
C11 C12 C13 120.6(7)
C14 C13 C12 120.0(6)
C13 C14 C9 121.8(6)
C13 C14 Br1 115.3(4)
C9 C14 Br1 122.9(5)
C7 N1 C6 113.0(5)
C7 N1 C8 121.3(5)
C6 N1 C8 125.6(5)
C7 N2 C10 117.5(6)
C7 S1 C1 90.3(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C14 1.909(6)
C1 C6 1.374(8)
C1 C2 1.406(9)
C1 S1 1.757(7)
C2 C3 1.366(10)
C3 C4 1.401(10)
C4 C5 1.390(10)
C5 C6 1.403(9)
C6 N1 1.434(8)
C7 N2 1.287(8)
C7 N1 1.390(8)
C7 S1 1.746(6)
C8 O1 1.204(7)
C8 N1 1.439(7)
C8 C9 1.459(9)
C9 C14 1.412(8)
C9 C10 1.418(9)
C10 N2 1.388(7)
C10 C11 1.401(9)
C11 C12 1.381(9)
C12 C13 1.392(10)
C13 C14 1.379(9)
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
C6 C1 C2 C3 -0.3(10)
S1 C1 C2 C3 179.8(5)
C1 C2 C3 C4 0.7(11)
C2 C3 C4 C5 -0.5(12)
C3 C4 C5 C6 -0.2(10)
C2 C1 C6 C5 -0.5(10)
S1 C1 C6 C5 179.5(5)
C2 C1 C6 N1 179.9(6)
S1 C1 C6 N1 -0.2(7)
C4 C5 C6 C1 0.7(10)
C4 C5 C6 N1 -179.7(6)
O1 C8 C9 C14 -0.9(12)
N1 C8 C9 C14 176.4(6)
O1 C8 C9 C10 177.5(7)
N1 C8 C9 C10 -5.1(9)
C14 C9 C10 N2 -179.7(6)
C8 C9 C10 N2 1.7(10)
C14 C9 C10 C11 1.2(9)
C8 C9 C10 C11 -177.3(6)
N2 C10 C11 C12 -179.9(6)
C9 C10 C11 C12 -0.9(10)
C10 C11 C12 C13 -0.5(10)
C11 C12 C13 C14 1.4(11)
C12 C13 C14 C9 -1.0(11)
C12 C13 C14 Br1 -179.5(5)
C10 C9 C14 C13 -0.3(10)
C8 C9 C14 C13 178.2(6)
C10 C9 C14 Br1 178.0(4)
C8 C9 C14 Br1 -3.4(9)
N2 C7 N1 C6 178.6(6)
S1 C7 N1 C6 -1.5(6)
N2 C7 N1 C8 -4.3(10)
S1 C7 N1 C8 175.6(4)
C1 C6 N1 C7 1.1(7)
C5 C6 N1 C7 -178.5(6)
C1 C6 N1 C8 -175.8(5)
C5 C6 N1 C8 4.6(10)
O1 C8 N1 C7 -176.0(6)
C9 C8 N1 C7 6.3(8)
O1 C8 N1 C6 0.6(10)
C9 C8 N1 C6 -177.0(5)
N1 C7 N2 C10 0.3(10)
S1 C7 N2 C10 -179.6(5)
C11 C10 N2 C7 -180.0(6)
C9 C10 N2 C7 1.0(9)
N2 C7 S1 C1 -179.0(6)
N1 C7 S1 C1 1.1(5)
C6 C1 S1 C7 -0.6(5)
C2 C1 S1 C7 179.4(6)
