#------------------------------------------------------------------------------
#$Date: 2018-08-26 01:36:44 +0300 (Sun, 26 Aug 2018) $
#$Revision: 210144 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/84/4308411.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_4308411
loop_
_publ_author_name
'Beloso, Inmaculada'
'Castro, Jesús'
'García-Vázquez, José A.'
'Pérez-Lourido, Paulo'
'Romero, Jaime'
'Sousa, Antonio'
_publ_section_title
;
 Electrochemical Synthesis and Structural Characterization of Silver(I)
 Complexes ofN-2-Pyridyl Sulfonamide Ligands with Different Nuclearity:
 Influence of the Steric Hindrance at the Pyridine Ring and the Sulfonamide
 Group on the Structure of the Complexes
;
_journal_coden_ASTM              INOCAJ
_journal_issue                   2
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              336
_journal_page_last               351
_journal_paper_doi               10.1021/ic0490268
_journal_volume                  44
_journal_year                    2005
_chemical_formula_moiety         'C13 H14 N2 O2 S'
_chemical_formula_sum            'C13 H14 N2 O2 S'
_chemical_formula_weight         262.32
_chemical_name_common
(4-methylphenyl)sulfonyl)-imino-1H-4-methyl-2-pyridine
_chemical_name_systematic
;
(4-methylphenyl)sulfonyl]-imino-1H-4-methyl-2-pyridine
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 102.689(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.8901(9)
_cell_length_b                   15.5093(13)
_cell_length_c                   15.8472(14)
_cell_measurement_temperature    293(2)
_cell_volume                     2611.2(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_sigmaI/netI    0.1568
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13925
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.03
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    0.243
_exptl_absorpt_correction_T_max  0.964
_exptl_absorpt_correction_T_min  0.928
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.168
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.806
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         5785
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.806
_refine_ls_R_factor_all          0.1905
_refine_ls_R_factor_gt           0.0447
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w==1/[σ²(Fo²)+(0.0152P)²+0.0000P] where P==(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0619
_refine_ls_wR_factor_ref         0.0774
_reflns_number_gt                2056
_reflns_number_total             5785
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0490268si20041020_121403_2.cif
_cod_data_source_block           HTS4MEPY
_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_Hall     '-P 2yn '
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_database_code               4308411
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
S1 S 0.19691(7) 0.22412(5) 0.68535(5) 0.0641(2) Uani 1 1 d . . .
O11 O 0.08115(16) 0.17532(11) 0.66379(11) 0.0772(6) Uani 1 1 d . . .
O12 O 0.23459(15) 0.26983(11) 0.61549(11) 0.0697(6) Uani 1 1 d . . .
N11 N 0.4238(2) 0.06745(16) 0.82022(16) 0.0564(7) Uani 1 1 d . . .
H1 H 0.488(2) 0.0835(15) 0.7970(15) 0.065(10) Uiso 1 1 d . . .
N12 N 0.31695(18) 0.16725(13) 0.72823(14) 0.0566(6) Uani 1 1 d . . .
C11 C 0.4398(3) 0.00381(18) 0.87983(18) 0.0625(8) Uani 1 1 d . . .
H11 H 0.5185 -0.0217 0.8979 0.075 Uiso 1 1 calc R . .
C12 C 0.3433(3) -0.02301(17) 0.91320(17) 0.0619(8) Uani 1 1 d . . .
H12 H 0.3547 -0.0671 0.9539 0.074 Uiso 1 1 calc R . .
C13 C 0.2249(3) 0.01632(18) 0.88597(17) 0.0538(8) Uani 1 1 d . . .
C14 C 0.2111(2) 0.08063(17) 0.82505(17) 0.0540(7) Uani 1 1 d . . .
H14 H 0.1329 0.1067 0.8069 0.065 Uiso 1 1 calc R . .
C15 C 0.3119(3) 0.10822(18) 0.78925(18) 0.0531(8) Uani 1 1 d . . .
C16 C 0.1137(2) -0.01375(17) 0.92099(17) 0.0761(9) Uani 1 1 d . . .
H16A H 0.0456 0.0264 0.9045 0.114 Uiso 1 1 calc R . .
H16B H 0.1376 -0.0171 0.9829 0.114 Uiso 1 1 calc R . .
H16C H 0.0874 -0.0696 0.8978 0.114 Uiso 1 1 calc R . .
C17 C 0.1792(3) 0.30228(18) 0.76311(17) 0.0562(8) Uani 1 1 d . . .
C18 C 0.0782(3) 0.3009(2) 0.8035(2) 0.0758(10) Uani 1 1 d . . .
H18 H 0.0177 0.2578 0.7908 0.091 Uiso 1 1 calc R . .
C19 C 0.0690(3) 0.3649(3) 0.8630(2) 0.0849(11) Uani 1 1 d . . .
H19 H 0.0023 0.3632 0.8908 0.102 Uiso 1 1 calc R . .
C110 C 0.1554(3) 0.4307(2) 0.8821(2) 0.0770(10) Uani 1 1 d . . .
C111 C 0.2537(3) 0.4305(2) 0.8408(2) 0.0768(10) Uani 1 1 d . . .
H111 H 0.3132 0.4744 0.8526 0.092 Uiso 1 1 calc R . .
C112 C 0.2669(3) 0.3671(2) 0.78201(19) 0.0667(9) Uani 1 1 d . . .
H112 H 0.3350 0.3683 0.7554 0.080 Uiso 1 1 calc R . .
C113 C 0.1409(3) 0.5000(2) 0.9467(2) 0.1162(13) Uani 1 1 d . . .
H11A H 0.0565 0.5220 0.9328 0.174 Uiso 1 1 calc R . .
H11B H 0.1991 0.5459 0.9444 0.174 Uiso 1 1 calc R . .
H11C H 0.1580 0.4758 1.0039 0.174 Uiso 1 1 calc R . .
H2 H 0.4504(18) 0.1918(15) 0.6631(14) 0.068(10) Uiso 1 1 d D . .
S2 S 0.76105(7) 0.07853(5) 0.79817(5) 0.0622(2) Uani 1 1 d . . .
O21 O 0.72428(15) 0.03984(11) 0.87145(11) 0.0710(6) Uani 1 1 d . . .
O22 O 0.86695(15) 0.13778(11) 0.81574(11) 0.0701(6) Uani 1 1 d . . .
N21 N 0.5175(2) 0.20475(15) 0.63839(16) 0.0569(7) Uani 1 1 d D . .
N22 N 0.63436(18) 0.12095(13) 0.74292(14) 0.0568(6) Uani 1 1 d . . .
C21 C 0.4940(3) 0.25664(19) 0.56784(19) 0.0684(9) Uani 1 1 d . . .
H21 H 0.4123 0.2750 0.5447 0.082 Uiso 1 1 calc R . .
C22 C 0.5887(3) 0.28171(18) 0.53097(18) 0.0747(9) Uani 1 1 d . . .
H22 H 0.5728 0.3176 0.4828 0.090 Uiso 1 1 calc R . .
C23 C 0.7112(3) 0.25302(19) 0.5660(2) 0.0668(9) Uani 1 1 d . . .
C24 C 0.7325(3) 0.20023(17) 0.63706(18) 0.0623(8) Uani 1 1 d . . .
H24 H 0.8142 0.1820 0.6609 0.075 Uiso 1 1 calc R . .
C25 C 0.6336(3) 0.17303(17) 0.67467(19) 0.0540(8) Uani 1 1 d . . .
C26 C 0.8190(2) 0.28100(19) 0.52598(18) 0.0995(12) Uani 1 1 d . . .
H26A H 0.8036 0.2619 0.4670 0.149 Uiso 1 1 calc R . .
H26B H 0.8961 0.2561 0.5578 0.149 Uiso 1 1 calc R . .
H26C H 0.8257 0.3427 0.5278 0.149 Uiso 1 1 calc R . .
C27 C 0.8016(2) -0.00645(19) 0.73554(17) 0.0536(8) Uani 1 1 d . . .
C28 C 0.7458(2) -0.0857(2) 0.73728(18) 0.0710(9) Uani 1 1 d . . .
H28 H 0.6874 -0.0939 0.7714 0.085 Uiso 1 1 calc R . .
C29 C 0.7758(3) -0.1532(2) 0.6887(2) 0.0774(10) Uani 1 1 d . . .
H29 H 0.7371 -0.2064 0.6909 0.093 Uiso 1 1 calc R . .
C210 C 0.8610(3) -0.1438(2) 0.6376(2) 0.0696(9) Uani 1 1 d . . .
C211 C 0.9154(3) -0.0639(2) 0.63526(19) 0.0763(10) Uani 1 1 d . . .
H211 H 0.9718 -0.0555 0.5997 0.092 Uiso 1 1 calc R . .
C212 C 0.8882(3) 0.0043(2) 0.6846(2) 0.0713(9) Uani 1 1 d . . .
H212 H 0.9282 0.0571 0.6834 0.086 Uiso 1 1 calc R . .
C213 C 0.8983(3) -0.2184(2) 0.58667(19) 0.1017(11) Uani 1 1 d . . .
H21A H 0.8998 -0.1994 0.5292 0.152 Uiso 1 1 calc R . .
H21B H 0.8384 -0.2643 0.5837 0.152 Uiso 1 1 calc R . .
H21C H 0.9804 -0.2387 0.6148 0.152 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'
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
_geom_angle_publ_flag
O11 S1 O12 117.04(11) . . ?
O11 S1 N12 113.62(11) . . ?
O12 S1 N12 104.62(11) . . ?
O11 S1 C17 107.49(14) . . ?
O12 S1 C17 106.84(13) . . ?
N12 S1 C17 106.61(12) . . ?
C11 N11 C15 123.9(3) . . ?
C11 N11 H1 120.0(16) . . ?
C15 N11 H1 116.1(16) . . ?
C15 N12 S1 121.6(2) . . ?
C12 C11 N11 120.7(3) . . ?
C12 C11 H11 119.7 . . ?
N11 C11 H11 119.7 . . ?
C11 C12 C13 119.3(3) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C14 C13 C12 118.8(3) . . ?
C14 C13 C16 120.6(3) . . ?
C12 C13 C16 120.5(3) . . ?
C13 C14 C15 121.9(3) . . ?
C13 C14 H14 119.0 . . ?
C15 C14 H14 119.0 . . ?
N12 C15 N11 113.6(3) . . ?
N12 C15 C14 131.0(3) . . ?
N11 C15 C14 115.3(3) . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C112 C17 C18 119.6(3) . . ?
C112 C17 S1 118.4(3) . . ?
C18 C17 S1 121.9(3) . . ?
C19 C18 C17 119.0(3) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C110 C19 C18 122.2(3) . . ?
C110 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
C111 C110 C19 117.4(3) . . ?
C111 C110 C113 122.1(4) . . ?
C19 C110 C113 120.5(4) . . ?
C110 C111 C112 122.0(3) . . ?
C110 C111 H111 119.0 . . ?
C112 C111 H111 119.0 . . ?
C17 C112 C111 119.8(3) . . ?
C17 C112 H112 120.1 . . ?
C111 C112 H112 120.1 . . ?
C110 C113 H11A 109.5 . . ?
C110 C113 H11B 109.5 . . ?
H11A C113 H11B 109.5 . . ?
C110 C113 H11C 109.5 . . ?
H11A C113 H11C 109.5 . . ?
H11B C113 H11C 109.5 . . ?
O21 S2 O22 117.30(11) . . ?
O21 S2 N22 104.66(12) . . ?
O22 S2 N22 113.36(11) . . ?
O21 S2 C27 106.91(13) . . ?
O22 S2 C27 107.11(13) . . ?
N22 S2 C27 106.92(11) . . ?
C21 N21 C25 123.6(3) . . ?
C21 N21 H2 117.0(15) . . ?
C25 N21 H2 119.4(15) . . ?
C25 N22 S2 122.4(2) . . ?
C22 C21 N21 120.3(3) . . ?
C22 C21 H21 119.9 . . ?
N21 C21 H21 119.9 . . ?
C21 C22 C23 119.2(3) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C24 C23 C22 119.4(3) . . ?
C24 C23 C26 120.5(3) . . ?
C22 C23 C26 120.1(3) . . ?
C23 C24 C25 121.3(3) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
N22 C25 N21 113.4(3) . . ?
N22 C25 C24 130.5(3) . . ?
N21 C25 C24 116.1(3) . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C212 118.8(3) . . ?
C28 C27 S2 119.4(3) . . ?
C212 C27 S2 121.8(3) . . ?
C27 C28 C29 120.5(3) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C210 C29 C28 121.6(3) . . ?
C210 C29 H29 119.2 . . ?
C28 C29 H29 119.2 . . ?
C29 C210 C211 117.7(3) . . ?
C29 C210 C213 122.0(4) . . ?
C211 C210 C213 120.3(4) . . ?
C210 C211 C212 121.7(3) . . ?
C210 C211 H211 119.2 . . ?
C212 C211 H211 119.2 . . ?
C27 C212 C211 119.8(3) . . ?
C27 C212 H212 120.1 . . ?
C211 C212 H212 120.1 . . ?
C210 C213 H21A 109.5 . . ?
C210 C213 H21B 109.5 . . ?
H21A C213 H21B 109.5 . . ?
C210 C213 H21C 109.5 . . ?
H21A C213 H21C 109.5 . . ?
H21B C213 H21C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O11 1.4455(17) . ?
S1 O12 1.4478(17) . ?
S1 N12 1.600(2) . ?
S1 C17 1.769(3) . ?
N11 C11 1.351(3) . ?
N11 C15 1.365(3) . ?
N11 H1 0.89(2) . ?
N12 C15 1.341(3) . ?
C11 C12 1.341(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.406(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.373(3) . ?
C13 C16 1.512(3) . ?
C14 C15 1.409(3) . ?
C14 H14 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C112 1.373(3) . ?
C17 C18 1.389(3) . ?
C18 C19 1.387(4) . ?
C18 H18 0.9300 . ?
C19 C110 1.376(4) . ?
C19 H19 0.9300 . ?
C110 C111 1.372(4) . ?
C110 C113 1.516(4) . ?
C111 C112 1.384(4) . ?
C111 H111 0.9300 . ?
C112 H112 0.9300 . ?
C113 H11A 0.9600 . ?
C113 H11B 0.9600 . ?
C113 H11C 0.9600 . ?
S2 O21 1.4398(17) . ?
S2 O22 1.4529(16) . ?
S2 N22 1.6038(19) . ?
S2 C27 1.764(3) . ?
N21 C21 1.356(3) . ?
N21 C25 1.361(3) . ?
N21 H2 0.924(16) . ?
N22 C25 1.348(3) . ?
C21 C22 1.349(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.400(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.370(3) . ?
C23 C26 1.516(3) . ?
C24 C25 1.405(3) . ?
C24 H24 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.375(3) . ?
C27 C212 1.380(3) . ?
C28 C29 1.380(4) . ?
C28 H28 0.9300 . ?
C29 C210 1.367(4) . ?
C29 H29 0.9300 . ?
C210 C211 1.378(4) . ?
C210 C213 1.516(4) . ?
C211 C212 1.385(4) . ?
C211 H211 0.9300 . ?
C212 H212 0.9300 . ?
C213 H21A 0.9600 . ?
C213 H21B 0.9600 . ?
C213 H21C 0.9600 . ?
