#------------------------------------------------------------------------------
#$Date: 2017-10-13 13:42:48 +0200 (vie 13 de oct de 2017) $
#$Revision: 201982 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/67/4506725.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_4506725
loop_
_publ_author_name
'Akiri, Kalyanachakravarthi'
'Cherukuvada, Suryanarayan'
'Rana, Soumendra'
'Nangia, Ashwini'
_publ_section_title
;
 Crystal Structures of Pyridine Sulfonamides and Sulfonic Acids
;
_journal_issue                   9
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4567
_journal_paper_doi               10.1021/cg3007603
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C5 H6 N2 O2 S'
_chemical_formula_weight         158.18
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.185(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.8946(3)
_cell_length_b                   15.4818(8)
_cell_length_c                   8.7607(5)
_cell_measurement_reflns_used    1795
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.7832
_cell_measurement_theta_min      3.5115
_cell_volume                     661.15(7)
_computing_cell_refinement
;
 CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
 (compiled Jan 5 2010,16:28:46)
;
_computing_data_collection
;
 CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
 (compiled Jan 5 2010,16:28:46)
;
_computing_data_reduction
;
 CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
 (compiled Jan 5 2010,16:28:46)
;
_computing_molecular_graphics
;
 OLEX2: a complete structure solution, refinement and analysis program.
 Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_publication_material
;
 OLEX2: a complete structure solution, refinement and analysis program.
 Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 16.3291
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
 1 omega -11.00 89.00 1.0000 30.0000
 omega____ theta____ kappa____ phi______ frames
 - 18.5441 77.0000 30.0000 100
 2 omega 5.00 44.00 1.0000 30.0000
 omega____ theta____ kappa____ phi______ frames
 - -18.8566 77.0000 -90.0000 39
 3 omega -39.00 46.00 1.0000 30.0000
 omega____ theta____ kappa____ phi______ frames
 - -18.8566 77.0000 150.0000 85
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0096616
_diffrn_orient_matrix_UB_12      0.0345013
_diffrn_orient_matrix_UB_13      -0.0526478
_diffrn_orient_matrix_UB_21      0.138745
_diffrn_orient_matrix_UB_22      0.006711
_diffrn_orient_matrix_UB_23      0.0283708
_diffrn_orient_matrix_UB_31      0.0427015
_diffrn_orient_matrix_UB_32      -0.0293666
_diffrn_orient_matrix_UB_33      -0.0551258
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_av_sigmaI/netI    0.0237
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2659
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.52
_exptl_absorpt_coefficient_mu    0.422
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.94475
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
 (compiled Jan 5 2010,16:28:46)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     99
_refine_ls_number_reflns         1339
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0316
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
calc w=1/[σ²(Fo²)+(0.0503P)²+0.1225P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0865
_refine_ls_wR_factor_ref         0.0887
_reflns_number_gt                1131
_reflns_number_total             1339
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg3007603_si_007.cif
_cod_data_source_block           2-pyridine-sulfonamide
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        661.14(6)
_cod_database_code               4506725
loop_
_symmetry_equiv_pos_as_xyz
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.1931(4) 0.56322(11) 0.75132(19) 0.0298(4) Uani 1 1 d .
C2 C 0.3830(4) 0.59510(12) 0.6593(2) 0.0397(4) Uani 1 1 d .
H2 H 0.4613 0.5600 0.5890 0.048 Uiso 1 1 calc R
C3 C 0.4531(4) 0.68170(13) 0.6755(2) 0.0466(5) Uani 1 1 d .
H3 H 0.5830 0.7058 0.6171 0.056 Uiso 1 1 calc R
C4 C 0.3280(4) 0.73127(13) 0.7790(3) 0.0479(5) Uani 1 1 d .
H4 H 0.3719 0.7894 0.7918 0.057 Uiso 1 1 calc R
C5 C 0.1370(5) 0.69351(12) 0.8635(3) 0.0467(5) Uani 1 1 d .
H5 H 0.0503 0.7279 0.9316 0.056 Uiso 1 1 calc R
H2A H 0.212(5) 0.4122(15) 0.977(3) 0.062(7) Uiso 1 1 d .
H2B H 0.456(5) 0.4154(13) 0.891(2) 0.041(5) Uiso 1 1 d .
N1 N 0.0692(3) 0.60975(10) 0.85279(18) 0.0384(4) Uani 1 1 d .
N2 N 0.2837(4) 0.40768(10) 0.8922(2) 0.0382(4) Uani 1 1 d .
O1 O -0.1738(3) 0.44350(8) 0.77756(18) 0.0468(4) Uani 1 1 d .
O2 O 0.1986(3) 0.41523(9) 0.61185(16) 0.0472(4) Uani 1 1 d .
S1 S 0.10833(9) 0.45091(3) 0.74891(5) 0.03264(17) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0282(8) 0.0320(9) 0.0295(8) 0.0019(7) 0.0038(6) -0.0005(7)
C2 0.0401(10) 0.0412(10) 0.0397(10) 0.0037(8) 0.0137(8) -0.0023(8)
C3 0.0467(12) 0.0440(11) 0.0502(12) 0.0141(10) 0.0101(9) -0.0072(9)
C4 0.0544(13) 0.0311(10) 0.0575(13) 0.0068(9) 0.0014(10) -0.0066(9)
C5 0.0557(13) 0.0355(10) 0.0501(12) -0.0057(9) 0.0113(10) 0.0014(9)
N1 0.0432(9) 0.0350(8) 0.0387(9) -0.0030(7) 0.0133(7) -0.0015(7)
N2 0.0314(9) 0.0394(9) 0.0458(10) 0.0054(7) 0.0133(7) 0.0036(7)
O1 0.0262(7) 0.0437(8) 0.0716(10) 0.0005(7) 0.0108(6) -0.0056(6)
O2 0.0550(9) 0.0448(7) 0.0437(8) -0.0131(6) 0.0145(6) -0.0062(7)
S1 0.0272(3) 0.0312(3) 0.0407(3) -0.00283(19) 0.00965(18) -0.00282(17)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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'
C C 0.0033 0.0016 '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
C1 C2 C3 117.42(17)
C1 N1 C5 116.44(16)
C2 C1 S1 120.71(14)
C3 C4 C5 118.90(18)
C4 C3 C2 119.11(18)
N1 C1 C2 124.70(17)
N1 C1 S1 114.50(13)
N1 C5 C4 123.40(19)
N2 S1 C1 106.85(9)
O1 S1 C1 107.63(8)
O1 S1 N2 106.64(9)
O2 S1 C1 107.29(8)
O2 S1 N2 108.22(9)
O2 S1 O1 119.59(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.375(2)
C1 N1 1.332(2)
C1 S1 1.7873(18)
C2 C3 1.388(3)
C3 C4 1.373(3)
C4 C5 1.374(3)
C5 N1 1.340(2)
N2 S1 1.6018(17)
O1 S1 1.4301(14)
O2 S1 1.4276(14)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10173258
