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#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/92/1519249.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_1519249
loop_
_publ_author_name
'Coles, Simon J.'
'Hursthouse, Michael B.'
'Mayer, Thomas A.'
'Threlfall, Terry L.'
_publ_section_title
;
 4-Methyl-N-(5-methyl-3H-[1,3,4]thiadiazol-2-ylidene)-benzenesulfonamide
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              195
_journal_year                    2000
_chemical_formula_sum            'C10 H11 N3 O2 S2'
_chemical_formula_weight         269.34
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                103.18(3)
_cell_angle_beta                 91.76(3)
_cell_angle_gamma                104.15(3)
_cell_formula_units_Z            2
_cell_length_a                   6.2197(12)
_cell_length_b                   8.1201(16)
_cell_length_c                   12.208(2)
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      3.39
_cell_volume                     579.7(2)
_computing_cell_refinement       'DENZO & COLLECT'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO & COLLECT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_sigmaI/netI    0.0536
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8358
_diffrn_reflns_theta_full        27.44
_diffrn_reflns_theta_max         27.44
_diffrn_reflns_theta_min         3.39
_exptl_absorpt_coefficient_mu    0.452
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_correction_T_min  0.873
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.006(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.669
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2576
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.669
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0369
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0754P)²+1.4334P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0908
_refine_ls_wR_factor_ref         0.1054
_reflns_number_gt                2023
_reflns_number_total             2576
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-195.cif
_cod_data_source_block           00tam079
_cod_depositor_comments
;
Citation :
Coles, Simon J. and Hursthouse, Michael B. and Mayer, Thomas A. and 
Threlfall, Terry L (2000) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/195)

More at:
http://ecrystals.chem.soton.ac.uk/195/
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519249
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N13 N -0.2453(3) 0.5411(2) -0.07354(15) 0.0231(4) Uani 1 1 d . . .
N14 N -0.4229(3) 0.5217(3) -0.14972(16) 0.0242(4) Uani 1 1 d . . .
C18 C -0.4999(4) 0.6574(3) -0.12302(19) 0.0229(5) Uani 1 1 d . . .
C19 C -0.6926(4) 0.6796(4) -0.1880(2) 0.0294(5) Uani 1 1 d . . .
H13 H 0.233(5) 0.730(4) 0.335(2) 0.035(7) Uiso 1 1 d . . .
H17 H -0.167(5) 0.456(4) -0.081(3) 0.049(9) Uiso 1 1 d . . .
H15 H -0.317(5) 0.911(4) 0.300(2) 0.038(8) Uiso 1 1 d . . .
H16 H -0.437(5) 0.835(4) 0.468(2) 0.040(8) Uiso 1 1 d . . .
H19C H -0.742(5) 0.577(4) -0.249(3) 0.037(8) Uiso 1 1 d . . .
H12 H 0.105(5) 0.649(4) 0.503(2) 0.039(8) Uiso 1 1 d . . .
H19B H -0.657(5) 0.781(4) -0.216(2) 0.040(8) Uiso 1 1 d . . .
H10A H -0.340(5) 0.760(4) 0.638(3) 0.045(9) Uiso 1 1 d . . .
H19A H -0.812(6) 0.691(4) -0.145(3) 0.051(9) Uiso 1 1 d . . .
H10C H -0.350(6) 0.562(5) 0.591(3) 0.055(10) Uiso 1 1 d . . .
H10B H -0.134(7) 0.687(5) 0.663(3) 0.082(13) Uiso 1 1 d . . .
S11 S 0.06459(9) 0.88882(7) 0.18275(4) 0.02174(17) Uani 1 1 d . . .
S12 S -0.36202(9) 0.81827(7) -0.00481(5) 0.02272(17) Uani 1 1 d . . .
O11 O 0.3031(3) 0.9320(2) 0.19831(14) 0.0278(4) Uani 1 1 d . . .
O12 O -0.0423(3) 1.0194(2) 0.16351(14) 0.0271(4) Uani 1 1 d . . .
N12 N -0.0100(3) 0.7129(2) 0.08182(15) 0.0229(4) Uani 1 1 d . . .
C17 C -0.1841(4) 0.6883(3) 0.00875(17) 0.0197(4) Uani 1 1 d . . .
C14 C -0.0342(4) 0.8250(3) 0.30417(18) 0.0215(4) Uani 1 1 d . . .
C12 C 0.0203(4) 0.7041(3) 0.4606(2) 0.0289(5) Uani 1 1 d . . .
C16 C -0.3018(4) 0.8076(3) 0.4397(2) 0.0311(5) Uani 1 1 d . . .
C15 C -0.2327(4) 0.8548(3) 0.3417(2) 0.0284(5) Uani 1 1 d . . .
C13 C 0.0924(4) 0.7492(3) 0.3630(2) 0.0262(5) Uani 1 1 d . . .
C11 C -0.1779(4) 0.7319(3) 0.50061(19) 0.0283(5) Uani 1 1 d . . .
C10 C -0.2583(5) 0.6801(4) 0.6060(2) 0.0377(6) 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
C17 N13 N14 118.23(18) . .
C18 N14 N13 108.92(19) . .
N14 C18 C19 123.1(2) . .
N14 C18 S12 115.74(18) . .
C19 C18 S12 121.15(18) . .
O11 S11 O12 118.97(10) . .
O11 S11 N12 106.17(10) . .
O12 S11 N12 111.07(10) . .
O11 S11 C14 106.83(10) . .
O12 S11 C14 107.82(10) . .
N12 S11 C14 105.09(10) . .
C17 S12 C18 88.52(11) . .
C17 N12 S11 120.41(15) . .
N12 C17 N13 119.69(19) . .
N12 C17 S12 131.73(17) . .
N13 C17 S12 108.57(16) . .
C15 C14 C13 120.8(2) . .
C15 C14 S11 120.27(18) . .
C13 C14 S11 118.92(18) . .
C13 C12 C11 121.3(2) . .
C15 C16 C11 121.8(2) . .
C14 C15 C16 118.6(2) . .
C12 C13 C14 119.4(2) . .
C16 C11 C12 118.0(2) . .
C16 C11 C10 120.7(2) . .
C12 C11 C10 121.3(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N13 C17 1.338(3) .
N13 N14 1.377(3) .
N14 C18 1.286(3) .
C18 C19 1.487(3) .
C18 S12 1.744(2) .
S11 O11 1.4345(17) .
S11 O12 1.4389(16) .
S11 N12 1.616(2) .
S11 C14 1.759(2) .
S12 C17 1.734(2) .
N12 C17 1.327(3) .
C14 C15 1.387(3) .
C14 C13 1.385(3) .
C12 C13 1.381(3) .
C12 C11 1.390(4) .
C16 C15 1.386(4) .
C16 C11 1.389(4) .
C11 C10 1.506(3) .
