#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/92/1519241.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_1519241
loop_
_publ_author_name
'Coles, Simon J.'
'Hursthouse, Michael B.'
'Mayer, Thomas A.'
'Threlfall, Terry L.'
_publ_section_title
;
 N-(3-Methyl-1H-pyridin-2-ylidene)-benzenesulfonamide
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              197
_journal_year                    2000
_chemical_formula_sum            'C12 H12 N2 O2 S'
_chemical_formula_weight         248.30
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 115.96(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   18.931(4)
_cell_length_b                   9.4130(19)
_cell_length_c                   14.701(3)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.55
_cell_measurement_theta_min      2.966
_cell_volume                     2355.4(10)
_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      293(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.931
_diffrn_measured_fraction_theta_max 0.931
_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  0.0690
_diffrn_reflns_av_sigmaI/netI    0.0830
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7634
_diffrn_reflns_theta_full        27.55
_diffrn_reflns_theta_max         27.55
_diffrn_reflns_theta_min         2.96
_exptl_absorpt_coefficient_mu    0.266
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       0.0014(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2539
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.0976
_refine_ls_R_factor_gt           0.0481
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0593P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1024
_refine_ls_wR_factor_ref         0.1205
_reflns_number_gt                1589
_reflns_number_total             2539
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-197.cif
_cod_data_source_block           00tlt008
_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/197)

More at:
http://ecrystals.chem.soton.ac.uk/197/
;
_cod_original_cell_volume        2355.4(8)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1519241
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
H15 H 0.2570(14) 0.741(2) -0.1490(17) 0.030(7) Uiso 1 1 d . . .
H22B H 0.5870(17) 0.756(3) 0.230(2) 0.056(9) Uiso 1 1 d . . .
H20 H 0.5576(16) 0.414(3) 0.1618(17) 0.038(7) Uiso 1 1 d . . .
H13 H 0.4403(15) 0.991(3) -0.1081(18) 0.034(7) Uiso 1 1 d . . .
H18 H 0.3143(16) 0.418(3) 0.0160(18) 0.046(8) Uiso 1 1 d . . .
H17 H 0.3306(18) 0.659(3) 0.032(2) 0.063(11) Uiso 1 1 d . . .
H12 H 0.4205(15) 0.943(3) -0.2749(18) 0.035(7) Uiso 1 1 d . . .
H11 H 0.3169(16) 0.790(3) -0.373(2) 0.047(8) Uiso 1 1 d . . .
H22C H 0.5927(15) 0.742(3) 0.1253(19) 0.048(8) Uiso 1 1 d . . .
H19 H 0.4369(15) 0.284(3) 0.0850(18) 0.048(8) Uiso 1 1 d . . .
H16 H 0.2425(15) 0.687(3) -0.3105(18) 0.031(7) Uiso 1 1 d . . .
H22A H 0.631(2) 0.627(4) 0.208(2) 0.078(11) Uiso 1 1 d . . .
S11 S 0.36636(4) 0.91574(6) 0.00873(4) 0.0264(2) Uani 1 1 d . . .
O11 O 0.38681(10) 1.06403(17) 0.02256(12) 0.0335(5) Uani 1 1 d . . .
O12 O 0.29621(10) 0.87617(18) 0.01905(12) 0.0330(5) Uani 1 1 d . . .
N12 N 0.44240(11) 0.8285(2) 0.08216(13) 0.0275(5) Uani 1 1 d . . .
N13 N 0.37258(14) 0.6081(2) 0.04963(15) 0.0324(5) Uani 1 1 d . . .
C13 C 0.40047(15) 0.9279(3) -0.15210(18) 0.0287(6) Uani 1 1 d . . .
C17 C 0.43997(14) 0.6856(3) 0.08683(16) 0.0253(6) Uani 1 1 d . . .
C21 C 0.51173(14) 0.6087(3) 0.13282(16) 0.0291(6) Uani 1 1 d . . .
C14 C 0.35076(13) 0.8700(2) -0.11549(16) 0.0242(6) Uani 1 1 d . . .
C12 C 0.38802(16) 0.8975(3) -0.24994(19) 0.0363(7) Uani 1 1 d . . .
C15 C 0.29083(15) 0.7780(3) -0.17395(18) 0.0303(6) Uani 1 1 d . . .
C20 C 0.50894(18) 0.4638(3) 0.13125(19) 0.0355(7) Uani 1 1 d . . .
C18 C 0.37031(19) 0.4636(3) 0.0480(2) 0.0405(7) Uani 1 1 d . . .
C22 C 0.58671(18) 0.6890(4) 0.1776(2) 0.0429(7) Uani 1 1 d . . .
C11 C 0.32750(16) 0.8081(3) -0.30904(19) 0.0369(7) Uani 1 1 d . . .
C19 C 0.43779(18) 0.3890(3) 0.0876(2) 0.0410(7) Uani 1 1 d . . .
C16 C 0.28014(16) 0.7466(3) -0.27177(19) 0.0355(7) 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
O11 S11 O12 115.89(10) . .
O11 S11 N12 107.23(11) . .
O12 S11 N12 113.14(10) . .
O11 S11 C14 107.14(10) . .
O12 S11 C14 107.37(11) . .
N12 S11 C14 105.43(10) . .
C17 N12 S11 120.43(17) . .
C17 N13 C18 124.0(2) . .
C12 C13 C14 119.2(2) . .
N12 C17 N13 124.1(2) . .
N12 C17 C21 119.0(2) . .
N13 C17 C21 116.9(2) . .
C20 C21 C17 118.6(2) . .
C20 C21 C22 122.6(3) . .
C17 C21 C22 118.8(2) . .
C13 C14 C15 121.1(2) . .
C13 C14 S11 118.05(18) . .
C15 C14 S11 120.87(18) . .
C11 C12 C13 119.9(2) . .
C14 C15 C16 118.8(2) . .
C21 C20 C19 122.1(3) . .
C19 C18 N13 119.8(3) . .
C16 C11 C12 121.0(2) . .
C18 C19 C20 118.4(3) . .
C11 C16 C15 120.0(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S11 O11 1.4390(17) .
S11 O12 1.4497(16) .
S11 N12 1.597(2) .
S11 C14 1.771(2) .
N12 C17 1.349(3) .
N13 C17 1.359(3) .
N13 C18 1.362(3) .
C13 C12 1.382(3) .
C13 C14 1.384(3) .
C17 C21 1.422(3) .
C21 C20 1.366(4) .
C21 C22 1.484(4) .
C14 C15 1.386(3) .
C12 C11 1.380(4) .
C15 C16 1.393(3) .
C20 C19 1.402(4) .
C18 C19 1.346(4) .
C11 C16 1.367(4) .
