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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/1/51/92/1519277.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_1519277
loop_
_publ_author_name
'Coles, Simon J. '
'Hursthouse, Michael B.'
'Mayer, Thomas A.'
'Threlfall, Terry L.'
_publ_section_title
;
 4-Amino-N-(3-methyl-1H-pyridin-2-ylidene)-benzenesulfonamide
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              178
_journal_year                    2000
_chemical_formula_sum            'C12 H13 N3 O2 S'
_chemical_formula_weight         263.31
_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                 91.08(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   18.175(4)
_cell_length_b                   8.1029(16)
_cell_length_c                   16.535(3)
_cell_measurement_temperature    150(2)
_cell_volume                     2434.7(8)
_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 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0379
_diffrn_reflns_av_sigmaI/netI    0.0328
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12751
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.01
_exptl_absorpt_coefficient_mu    0.263
_exptl_absorpt_correction_T_max  0.949
_exptl_absorpt_correction_T_min  0.949
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.0015(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         2764
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0374
_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)+(0.0566P)²+1.6983P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1041
_reflns_number_gt                2341
_reflns_number_total             2764
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-178.cif
_cod_data_source_block           00tam002
_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/178)

More at:
http://ecrystals.chem.soton.ac.uk/178/
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1519277
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
N13 N 0.53655(7) 0.26298(18) 0.94246(8) 0.0272(3) Uani 1 1 d . . .
C18 C 0.60107(9) 0.3464(2) 0.95243(11) 0.0332(4) Uani 1 1 d . . .
C21 C 0.48096(10) 0.4901(2) 0.87450(10) 0.0304(4) Uani 1 1 d . . .
C20 C 0.54550(11) 0.5740(2) 0.88606(11) 0.0354(4) Uani 1 1 d . . .
C19 C 0.60712(10) 0.5023(2) 0.92496(12) 0.0371(4) Uani 1 1 d . . .
C22 C 0.41544(13) 0.5631(2) 0.83145(14) 0.0419(5) Uani 1 1 d . . .
H15 H 0.4375(10) 0.079(2) 0.7399(11) 0.030(5) Uiso 1 1 d . . .
H16 H 0.3810(11) -0.014(3) 0.6214(14) 0.044(6) Uiso 1 1 d . . .
H13 H 0.2681(11) -0.106(3) 0.8660(13) 0.037(5) Uiso 1 1 d . . .
H17 H 0.5312(12) 0.166(3) 0.9649(14) 0.048(6) Uiso 1 1 d . . .
H20 H 0.5490(11) 0.688(3) 0.8675(13) 0.048(6) Uiso 1 1 d . . .
H18 H 0.6398(11) 0.289(3) 0.9805(12) 0.039(5) Uiso 1 1 d . . .
H19 H 0.6519(12) 0.560(3) 0.9315(13) 0.042(6) Uiso 1 1 d . . .
H12 H 0.2080(12) -0.193(3) 0.7477(13) 0.050(6) Uiso 1 1 d . . .
H11 H 0.2075(13) -0.179(3) 0.6012(13) 0.045(6) Uiso 1 1 d . . .
H22C H 0.4288(12) 0.672(3) 0.8112(14) 0.049(6) Uiso 1 1 d . . .
H10 H 0.2744(13) -0.122(3) 0.5576(15) 0.048(6) Uiso 1 1 d . . .
H22B H 0.3726(14) 0.567(3) 0.8689(16) 0.058(7) Uiso 1 1 d . . .
H22A H 0.4030(13) 0.498(3) 0.7874(15) 0.053(7) Uiso 1 1 d . . .
S11 S 0.40256(2) 0.04866(5) 0.90535(2) 0.02272(15) Uani 1 1 d . . .
O12 O 0.47254(6) -0.03787(13) 0.91123(7) 0.0274(3) Uani 1 1 d . . .
N11 N 0.25546(9) -0.1607(2) 0.60012(9) 0.0378(4) Uani 1 1 d . . .
C14 C 0.35702(8) -0.01058(19) 0.81550(9) 0.0209(3) Uani 1 1 d . . .
N12 N 0.41224(7) 0.24236(17) 0.89384(8) 0.0277(3) Uani 1 1 d . . .
O11 O 0.35316(7) 0.01447(16) 0.97069(7) 0.0337(3) Uani 1 1 d . . .
C15 C 0.39090(8) 0.0170(2) 0.74199(9) 0.0244(3) Uani 1 1 d . . .
C16 C 0.35692(8) -0.0331(2) 0.67081(9) 0.0250(3) Uani 1 1 d . . .
C17 C 0.47587(8) 0.32455(19) 0.90403(9) 0.0244(3) Uani 1 1 d . . .
C12 C 0.25546(9) -0.1399(2) 0.74619(10) 0.0302(4) Uani 1 1 d . . .
C13 C 0.28963(9) -0.0898(2) 0.81723(10) 0.0264(3) Uani 1 1 d . . .
C11 C 0.28826(8) -0.1108(2) 0.67144(9) 0.0254(3) 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 C18 124.39(15) . .
C19 C18 N13 120.03(17) . .
C20 C21 C17 118.66(15) . .
C20 C21 C22 122.89(17) . .
C17 C21 C22 118.45(16) . .
C21 C20 C19 122.16(16) . .
C18 C19 C20 118.19(17) . .
O11 S11 O12 114.38(7) . .
O11 S11 N12 110.51(8) . .
O12 S11 N12 112.66(7) . .
O11 S11 C14 106.91(7) . .
O12 S11 C14 108.84(7) . .
N12 S11 C14 102.71(7) . .
C13 C14 C15 119.94(14) . .
C13 C14 S11 120.89(12) . .
C15 C14 S11 119.12(11) . .
C17 N12 S11 124.83(11) . .
C16 C15 C14 119.99(14) . .
C15 C16 C11 120.75(15) . .
N12 C17 N13 124.54(14) . .
N12 C17 C21 118.90(14) . .
N13 C17 C21 116.55(14) . .
C13 C12 C11 120.59(15) . .
C12 C13 C14 120.23(15) . .
N11 C11 C16 119.98(15) . .
N11 C11 C12 121.51(15) . .
C16 C11 C12 118.48(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N13 C17 1.357(2) .
N13 C18 1.361(2) .
C18 C19 1.347(3) .
C21 C20 1.366(3) .
C21 C17 1.431(2) .
C21 C22 1.497(3) .
C20 C19 1.407(3) .
S11 O11 1.4446(13) .
S11 O12 1.4540(11) .
S11 N12 1.5912(14) .
S11 C14 1.7540(15) .
N11 C11 1.372(2) .
C14 C13 1.384(2) .
C14 C15 1.391(2) .
N12 C17 1.342(2) .
C15 C16 1.380(2) .
C16 C11 1.398(2) .
C12 C13 1.380(2) .
C12 C11 1.402(2) .
