#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:12:22 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180416 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/85/7208598.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_7208598
loop_
_publ_author_name
'Rout, Saroj Kumar'
'Guin, Srimanta'
'Nath, Jayashree'
'Patel, Bhisma K.'
_publ_section_title
;
 An “on-water” exploration of CuO nanoparticle catalysed
 synthesis of 2-aminobenzothiazoles
;
_journal_issue                   9
_journal_name_full               'Green Chemistry'
_journal_page_first              2491
_journal_paper_doi               10.1039/c2gc35575b
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C11 H12 N2 S2'
_chemical_formula_weight         236.37
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.902(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.130(2)
_cell_length_b                   8.1511(15)
_cell_length_c                   13.600(2)
_cell_measurement_reflns_used    5697
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.96
_cell_measurement_theta_min      2.92
_cell_volume                     1120.4(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_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  0.0299
_diffrn_reflns_av_sigmaI/netI    0.0223
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13975
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    0.442
_exptl_absorpt_correction_T_max  0.884
_exptl_absorpt_correction_T_min  0.831
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Rod
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2761
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0379
_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)+(0.0548P)²+0.2070P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1069
_reflns_number_gt                2255
_reflns_number_total             2761
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2gc35575b.txt
_cod_data_source_block           1b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7208598
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
S1 S 0.56995(4) 0.03297(5) 0.18236(3) 0.04791(14) Uani 1 1 d .
S2 S 0.08450(6) 0.19330(7) 0.30711(4) 0.06779(18) Uani 1 1 d .
N1 N 0.44061(13) 0.22827(17) 0.05780(9) 0.0479(3) Uani 1 1 d .
N2 N 0.30691(15) 0.0997(2) 0.16887(11) 0.0641(4) Uani 1 1 d .
C2 C 0.79276(17) 0.1229(2) 0.07961(12) 0.0529(4) Uani 1 1 d .
H2 H 0.8491 0.0586 0.1204 0.064 Uiso 1 1 calc R
C3 C 0.84079(18) 0.2119(2) 0.00268(13) 0.0566(4) Uani 1 1 d .
H3 H 0.9301 0.2064 -0.0090 0.068 Uiso 1 1 calc R
C4 C 0.75609(19) 0.3089(2) -0.05688(12) 0.0555(4) Uani 1 1 d .
H4 H 0.7898 0.3678 -0.1081 0.067 Uiso 1 1 calc R
C5 C 0.62292(18) 0.3202(2) -0.04188(12) 0.0523(4) Uani 1 1 d .
H5 H 0.5677 0.3866 -0.0822 0.063 Uiso 1 1 calc R
C1 C 0.65895(15) 0.13228(19) 0.09418(10) 0.0414(3) Uani 1 1 d .
C6 C 0.57211(15) 0.23053(19) 0.03456(10) 0.0412(3) Uani 1 1 d .
C7 C 0.42445(16) 0.1307(2) 0.13165(11) 0.0439(3) Uani 1 1 d .
C11 C 0.29133(19) -0.0011(2) 0.25540(13) 0.0577(4) Uani 1 1 d .
H11A H 0.3757 -0.0508 0.2762 0.069 Uiso 1 1 calc R
H11B H 0.2289 -0.0886 0.2386 0.069 Uiso 1 1 calc R
C10 C 0.2427(2) 0.0976(3) 0.33918(13) 0.0612(5) Uani 1 1 d .
H10A H 0.3073 0.1818 0.3579 0.073 Uiso 1 1 calc R
H10B H 0.2347 0.0263 0.3956 0.073 Uiso 1 1 calc R
C8 C 0.18689(18) 0.1758(3) 0.12487(13) 0.0598(5) Uani 1 1 d .
H8A H 0.1227 0.0912 0.1061 0.072 Uiso 1 1 calc R
H8B H 0.2073 0.2344 0.0657 0.072 Uiso 1 1 calc R
C9 C 0.12781(18) 0.2937(2) 0.19579(14) 0.0555(4) Uani 1 1 d .
H9A H 0.0493 0.3437 0.1638 0.067 Uiso 1 1 calc R
H9B H 0.1910 0.3804 0.2125 0.067 Uiso 1 1 calc R
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'
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
C1 S1 C7 88.79(7)
C9 S2 C10 97.82(9)
C7 N1 C6 110.91(12)
C7 N2 C11 123.88(14)
C7 N2 C8 119.95(14)
C11 N2 C8 116.10(15)
C1 C2 C3 118.40(16)
C1 C2 H2 120.8
C3 C2 H2 120.8
C2 C3 C4 120.23(17)
C2 C3 H3 119.9
C4 C3 H3 119.9
C5 C4 C3 121.56(16)
C5 C4 H4 119.2
C3 C4 H4 119.2
C4 C5 C6 119.22(15)
C4 C5 H5 120.4
C6 C5 H5 120.4
C2 C1 C6 121.93(15)
C2 C1 S1 128.92(12)
C6 C1 S1 109.15(11)
N1 C6 C5 125.69(14)
N1 C6 C1 115.66(13)
C5 C6 C1 118.65(15)
N1 C7 N2 124.43(14)
N1 C7 S1 115.48(12)
N2 C7 S1 120.08(12)
N2 C11 C10 111.74(15)
N2 C11 H11A 109.3
C10 C11 H11A 109.3
N2 C11 H11B 109.3
C10 C11 H11B 109.3
H11A C11 H11B 107.9
C11 C10 S2 112.21(13)
C11 C10 H10A 109.2
S2 C10 H10A 109.2
C11 C10 H10B 109.2
S2 C10 H10B 109.2
H10A C10 H10B 107.9
N2 C8 C9 111.32(15)
N2 C8 H8A 109.4
C9 C8 H8A 109.4
N2 C8 H8B 109.4
C9 C8 H8B 109.4
H8A C8 H8B 108.0
C8 C9 S2 112.13(13)
C8 C9 H9A 109.2
S2 C9 H9A 109.2
C8 C9 H9B 109.2
S2 C9 H9B 109.2
H9A C9 H9B 107.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.7475(16)
S1 C7 1.7734(15)
S2 C9 1.801(2)
S2 C10 1.809(2)
N1 C7 1.2999(19)
N1 C6 1.390(2)
N2 C7 1.349(2)
N2 C11 1.453(2)
N2 C8 1.457(2)
C2 C1 1.385(2)
C2 C3 1.388(2)
C2 H2 0.9300
C3 C4 1.387(3)
C3 H3 0.9300
C4 C5 1.381(3)
C4 H4 0.9300
C5 C6 1.397(2)
C5 H5 0.9300
C1 C6 1.406(2)
C11 C10 1.504(3)
C11 H11A 0.9700
C11 H11B 0.9700
C10 H10A 0.9700
C10 H10B 0.9700
C8 C9 1.514(3)
C8 H8A 0.9700
C8 H8B 0.9700
C9 H9A 0.9700
C9 H9B 0.9700
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
C1 C2 C3 C4 0.8(3)
C2 C3 C4 C5 0.0(3)
C3 C4 C5 C6 -0.6(3)
C3 C2 C1 C6 -1.0(3)
C3 C2 C1 S1 178.80(13)
C7 S1 C1 C2 -179.62(17)
C7 S1 C1 C6 0.19(11)
C7 N1 C6 C5 178.86(15)
C7 N1 C6 C1 -0.8(2)
C4 C5 C6 N1 -179.31(16)
C4 C5 C6 C1 0.4(2)
C2 C1 C6 N1 -179.87(15)
S1 C1 C6 N1 0.31(17)
C2 C1 C6 C5 0.4(2)
S1 C1 C6 C5 -179.41(12)
C6 N1 C7 N2 -177.94(16)
C6 N1 C7 S1 0.98(18)
C11 N2 C7 N1 -175.82(17)
C8 N2 C7 N1 1.0(3)
C11 N2 C7 S1 5.3(3)
C8 N2 C7 S1 -177.86(15)
C1 S1 C7 N1 -0.70(13)
C1 S1 C7 N2 178.27(15)
C7 N2 C11 C10 114.5(2)
C8 N2 C11 C10 -62.4(2)
N2 C11 C10 S2 59.54(19)
C9 S2 C10 C11 -52.68(15)
C7 N2 C8 C9 -114.60(19)
C11 N2 C8 C9 62.5(2)
N2 C8 C9 S2 -60.00(19)
C10 S2 C9 C8 52.89(15)
