#------------------------------------------------------------------------------
#$Date: 2016-05-18 04:23:32 +0300 (Wed, 18 May 2016) $
#$Revision: 182999 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/33/1543333.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1543333
loop_
_publ_author_name
'Yallur, Basappa'
'Krishna, P. Murali'
'Hosamani, Amar A.'
_publ_section_title
;
 Benzo[4,5]imidazo[2,1-b]thiazole-2-carbaldehyde
;
_journal_coeditor_code           SU4045
_journal_issue                   5
_journal_name_full               IUCrData
_journal_page_first              x160778
_journal_paper_doi               10.1107/S2414314616007781
_journal_volume                  1
_journal_year                    2016
_chemical_formula_iupac          'C10 H6 N2 O S'
_chemical_formula_moiety         'C10 H6 N2 O S'
_chemical_formula_sum            'C10 H6 N2 O S'
_chemical_formula_weight         202.23
_chemical_name_systematic
;
Benzo[4,5]imidazo[2,1-b]thiazole-2-carbaldehyde
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 96.473(17)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.6514(16)
_cell_length_b                   21.220(7)
_cell_length_c                   7.381(2)
_cell_measurement_reflns_used    563
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.99
_cell_measurement_theta_min      5
_cell_volume                     879.5(5)
_computing_cell_refinement
;
SAINT (Bruker, 2012)
;
_computing_data_collection
;
APEX2 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009) and
Mercury (Macrae et al.,  2008)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
olex2.solve (Bourhis et al.,  2015)
;
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 7.9
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.918
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEXII area-detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1290
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            15536
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.052
_diffrn_reflns_theta_min         1.919
_exptl_absorpt_coefficient_mu    0.329
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.584
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2012)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.352
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.911
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     131
_refine_ls_number_reflns         2357
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.911
_refine_ls_R_factor_all          0.1921
_refine_ls_R_factor_gt           0.0581
_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)+(0.0593P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1504
_reflns_number_gt                935
_reflns_number_total             2357
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            su4045sup1.cif
_cod_data_source_block           I
_cod_database_code               1543333
_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.
;
_shelxl_version_number           2014/6
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'
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
S S1 0.00346(15) 0.35868(4) 0.24538(14) 0.0456(3) Uani d 1
O O1 0.2732(5) 0.47879(12) 0.3388(4) 0.0712(9) Uani d 1
N N1 -0.0906(5) 0.22884(13) 0.2066(4) 0.0405(7) Uani d 1
N N2 0.2655(4) 0.26299(12) 0.3445(4) 0.0344(7) Uani d 1
C C1 0.3851(6) 0.43192(18) 0.3864(5) 0.0524(10) Uani d 1
H H1 0.5378 0.4367 0.4465 0.063 Uiso calc 1
C C2 0.2933(6) 0.36898(16) 0.3546(5) 0.0386(8) Uani d 1
C C3 0.4060(6) 0.31408(16) 0.3987(5) 0.0394(9) Uani d 1
H H3 0.5596 0.3111 0.4583 0.047 Uiso calc 1
C C4 0.2798(5) 0.19764(15) 0.3477(5) 0.0354(8) Uani d 1
C C5 0.4609(6) 0.15669(16) 0.4114(5) 0.0437(9) Uani d 1
H H5 0.6083 0.1711 0.4640 0.052 Uiso calc 1
C C6 0.4101(6) 0.09323(17) 0.3922(5) 0.0513(10) Uani d 1
H H6 0.5260 0.0639 0.4339 0.062 Uiso calc 1
C C7 0.1898(7) 0.0720(2) 0.3120(5) 0.0519(10) Uani d 1
H H7 0.147(6) 0.0268(17) 0.294(5) 0.066(12) Uiso d 1
C C8 0.0123(6) 0.11321(17) 0.2454(5) 0.0468(9) Uani d 1
H H8 -0.1335 0.0984 0.1909 0.056 Uiso calc 1
C C9 0.0572(5) 0.17760(16) 0.2619(4) 0.0370(8) Uani d 1
C C10 0.0414(5) 0.27784(16) 0.2589(5) 0.0402(9) Uani d 1
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
C10 S1 C2 89.64(16)
C10 N1 C9 103.2(3)
C3 N2 C10 114.9(3)
C3 N2 C4 138.6(3)
C10 N2 C4 106.5(2)
O1 C1 C2 123.2(3)
O1 C1 H1 118.4
C2 C1 H1 118.4
C3 C2 C1 127.5(3)
C3 C2 S1 113.2(3)
C1 C2 S1 119.3(3)
C2 C3 N2 111.6(3)
C2 C3 H3 124.2
N2 C3 H3 124.2
C5 C4 N2 132.2(3)
C5 C4 C9 123.5(3)
N2 C4 C9 104.3(3)
C6 C5 C4 116.1(3)
C6 C5 H5 121.9
C4 C5 H5 121.9
C5 C6 C7 121.7(3)
C5 C6 H6 119.2
C7 C6 H6 119.2
C8 C7 C6 121.7(4)
C8 C7 H7 114(2)
C6 C7 H7 124(2)
C7 C8 C9 118.2(3)
C7 C8 H8 120.9
C9 C8 H8 120.9
C8 C9 N1 129.6(3)
C8 C9 C4 118.7(3)
N1 C9 C4 111.6(3)
N1 C10 N2 114.4(3)
N1 C10 S1 134.9(3)
N2 C10 S1 110.7(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C10 1.730(3)
S1 C2 1.756(3)
O1 C1 1.210(4)
N1 C10 1.312(4)
N1 C9 1.403(4)
N2 C3 1.376(4)
N2 C10 1.386(4)
N2 C4 1.389(4)
C1 C2 1.442(5)
C1 H1 0.9300
C2 C3 1.350(4)
C3 H3 0.9300
C4 C5 1.384(4)
C4 C9 1.409(4)
C5 C6 1.381(5)
C5 H5 0.9300
C6 C7 1.392(5)
C6 H6 0.9300
C7 C8 1.379(5)
C7 H7 0.99(3)
C8 C9 1.393(4)
C8 H8 0.9300
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
C1 H1 O1 3_666 0.93 2.55 3.248(4) 132
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
O1 C1 C2 C3 178.4(4)
O1 C1 C2 S1 -1.2(5)
C10 S1 C2 C3 -0.7(3)
C10 S1 C2 C1 179.0(3)
C1 C2 C3 N2 -178.8(3)
S1 C2 C3 N2 0.8(4)
C10 N2 C3 C2 -0.5(4)
C4 N2 C3 C2 178.8(3)
C3 N2 C4 C5 -1.1(6)
C10 N2 C4 C5 178.3(3)
C3 N2 C4 C9 -179.4(3)
C10 N2 C4 C9 -0.1(3)
N2 C4 C5 C6 179.7(3)
C9 C4 C5 C6 -2.1(5)
C4 C5 C6 C7 0.5(5)
C5 C6 C7 C8 0.9(5)
C6 C7 C8 C9 -0.7(5)
C7 C8 C9 N1 -179.9(3)
C7 C8 C9 C4 -0.8(5)
C10 N1 C9 C8 179.0(3)
C10 N1 C9 C4 -0.1(3)
C5 C4 C9 C8 2.4(5)
N2 C4 C9 C8 -179.1(3)
C5 C4 C9 N1 -178.4(3)
N2 C4 C9 N1 0.2(3)
C9 N1 C10 N2 0.1(4)
C9 N1 C10 S1 179.6(3)
C3 N2 C10 N1 179.5(3)
C4 N2 C10 N1 0.0(4)
C3 N2 C10 S1 -0.1(3)
C4 N2 C10 S1 -179.6(2)
C2 S1 C10 N1 -179.1(4)
C2 S1 C10 N2 0.4(2)

_cod_database_fobs_code 1543333
