#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/92/1519226.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_1519226
loop_
_publ_author_name
'Coles, Simon J.'
'Hursthouse, Michael B.'
'Ward, Suzanna C.'
'Threlfall, Terry L.'
_publ_section_title
;
 N-(5-Methyl-pyridin-2-yl)-benzenesulfonamide
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              163
_journal_year                    1999
_chemical_formula_sum            'C12 H12 N2 O2 S'
_chemical_formula_weight         248.30
_chemical_name_common            Benzenesulfonamido-5-methylpyridine
_chemical_name_systematic
; 
 Benzenrsulfonamido-5-methylpyridine 
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 107.18(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.754(2)
_cell_length_b                   13.880(3)
_cell_length_c                   7.2050(10)
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.04
_cell_measurement_theta_min      1.81
_cell_volume                     1123.0(4)
_computing_cell_refinement       'DENZO & COLLECT'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO & COLLECT'
_computing_molecular_graphics    'Ortep and Platon'
_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 0.955
_diffrn_measured_fraction_theta_max 0.955
_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  0.0671
_diffrn_reflns_av_sigmaI/netI    0.0499
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            8518
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         1.81
_exptl_absorpt_coefficient_mu    0.278
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Triangular
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         1983
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0396
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w=1/[\s^2^(Fo^2^)+(0.0616P)^2^+0.1127P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1080
_reflns_number_gt                1596
_reflns_number_total             1983
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-163.cif
_cod_data_source_block           99scw111
_cod_depositor_comments
;
Citation :
Coles, Simon J. and Hursthouse, Michael B. and Ward, Suzanna C and 
Threlfall, Terry L (1999) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/163)

More at:
http://ecrystals.chem.soton.ac.uk/163/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3105 2015-03-04 15:46:00Z robertas 
;
_cod_original_cell_volume        1123.0(3)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1519226
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.23319(4) 0.02773(4) 0.00906(7) 0.0221(2) Uani 1 d . . .
O1 O 0.21904(12) -0.07562(10) -0.0036(2) 0.0284(4) Uani 1 d . . .
O2 O 0.21808(12) 0.07274(11) 0.17972(19) 0.0293(4) Uani 1 d . . .
N1 N 0.36209(14) 0.04621(12) -0.0160(2) 0.0236(4) Uani 1 d . . .
N2 N 0.52131(14) 0.13905(13) -0.0194(2) 0.0207(4) Uani 1 d . . .
C1 C -0.0504(2) 0.14997(17) -0.5049(3) 0.0315(5) Uani 1 d . . .
C2 C 0.0561(2) 0.11936(17) -0.5299(3) 0.0312(5) Uani 1 d . . .
C3 C 0.14408(19) 0.08236(16) -0.3740(3) 0.0263(5) Uani 1 d . . .
C4 C 0.12572(17) 0.07880(14) -0.1928(3) 0.0205(5) Uani 1 d . . .
C5 C 0.01948(17) 0.11034(16) -0.1664(3) 0.0261(5) Uani 1 d . . .
C6 C -0.06894(19) 0.14529(17) -0.3251(3) 0.0308(5) Uani 1 d . . .
C7 C 0.40682(16) 0.13647(15) -0.0140(3) 0.0204(4) Uani 1 d . . .
C8 C 0.35225(18) 0.22679(15) -0.0100(3) 0.0224(5) Uani 1 d . . .
C9 C 0.41315(18) 0.30988(16) -0.0164(3) 0.0226(5) Uani 1 d . . .
C10 C 0.53161(18) 0.30966(15) -0.0261(3) 0.0218(5) Uani 1 d . . .
C11 C 0.58225(18) 0.22150(15) -0.0253(3) 0.0223(5) Uani 1 d . . .
C12 C 0.5979(2) 0.40051(17) -0.0355(3) 0.0285(5) Uani 1 d . . .
H1 H -0.1118(19) 0.1764(16) -0.617(3) 0.027(6) Uiso 1 d . . .
H2A H 0.559(2) 0.079(2) -0.012(3) 0.038(7) Uiso 1 d . . .
H2 H 0.069(2) 0.1198(18) -0.656(4) 0.042(7) Uiso 1 d . . .
H3 H 0.214(2) 0.0596(16) -0.393(3) 0.027(6) Uiso 1 d . . .
H5 H 0.0078(17) 0.1070(16) -0.040(3) 0.026(5) Uiso 1 d . . .
H6 H -0.144(2) 0.1697(18) -0.306(3) 0.039(6) Uiso 1 d . . .
H8 H 0.2706(19) 0.2280(16) -0.004(3) 0.025(6) Uiso 1 d . . .
H9 H 0.3772(19) 0.3692(18) -0.012(3) 0.028(6) Uiso 1 d . . .
H11 H 0.659(2) 0.2128(16) -0.032(3) 0.028(6) Uiso 1 d . . .
H12 H 0.620(2) 0.4349(19) 0.089(4) 0.039(6) Uiso 1 d . . .
H13 H 0.668(2) 0.388(2) -0.077(4) 0.053(8) Uiso 1 d . . .
H14 H 0.550(2) 0.450(2) -0.128(4) 0.040(7) Uiso 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
O2 S1 O1 116.44(8) . .
O2 S1 N1 112.81(9) . .
O1 S1 N1 104.34(9) . .
O2 S1 C4 106.90(9) . .
O1 S1 C4 107.77(9) . .
N1 S1 C4 108.27(9) . .
C7 N1 S1 121.62(14) . .
C11 N2 C7 124.03(18) . .
C6 C1 C2 120.6(2) . .
C3 C2 C1 119.8(2) . .
C2 C3 C4 119.5(2) . .
C3 C4 C5 120.94(19) . .
C3 C4 S1 121.13(15) . .
C5 C4 S1 117.83(15) . .
C6 C5 C4 118.9(2) . .
C1 C6 C5 120.3(2) . .
N1 C7 N2 114.09(17) . .
N1 C7 C8 129.99(18) . .
N2 C7 C8 115.92(18) . .
C9 C8 C7 120.21(19) . .
C8 C9 C10 122.2(2) . .
C11 C10 C9 115.96(19) . .
C11 C10 C12 121.75(19) . .
C9 C10 C12 122.29(19) . .
N2 C11 C10 121.63(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O2 1.4362(15) .
S1 O1 1.4439(16) .
S1 N1 1.5986(17) .
S1 C4 1.769(2) .
N1 C7 1.357(3) .
N2 C11 1.357(3) .
N2 C7 1.358(2) .
C1 C6 1.377(3) .
C1 C2 1.383(3) .
C2 C3 1.381(3) .
C3 C4 1.386(3) .
C4 C5 1.388(3) .
C5 C6 1.386(3) .
C7 C8 1.412(3) .
C8 C9 1.365(3) .
C9 C10 1.415(3) .
C10 C11 1.360(3) .
C10 C12 1.494(3) .
