#------------------------------------------------------------------------------
#$Date: 2016-03-22 10:30:34 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178873 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/02/4110237.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_4110237
loop_
_publ_author_name
'Matthew J. Horner'
'K. Travis Holman'
'Michael D. Ward'
_publ_section_title
;
 Architectural Diversity and Elastic Networks in Hydrogen-Bonded Host
 Frameworks: From Molecular Jaws to Cylinders
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14640
_journal_page_last               14660
_journal_paper_doi               10.1021/ja0741574
_journal_volume                  129
_journal_year                    2007
_chemical_formula_sum            'C7 H10 N4 O5 S'
_chemical_formula_weight         262.25
_chemical_name_common            'guanidinium 4-nitrobenzenesulfonate'
_chemical_name_systematic
; 
 ? 
;
_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                 110.8500(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.2544(9)
_cell_length_b                   7.7474(6)
_cell_length_c                   13.0949(10)
_cell_measurement_reflns_used    2579
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.961
_cell_measurement_theta_min      3.112
_cell_volume                     1067.01(14)
_computing_cell_refinement       'SAINT, Bruker'
_computing_data_collection       'SMART, Bruker (or Siemens)'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics    'XSEED, L. Barbour; http://www.xseed.com'
_computing_publication_material  CIFTAB
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'SMART platform CCD, Bruker (or Siemens)'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12018
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    0.322
_exptl_absorpt_correction_T_max  0.947
_exptl_absorpt_correction_T_min  0.872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.633
_exptl_crystal_description       block
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2332
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0329
_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)+(0.0473P)²+0.5093P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.0954
_reflns_number_gt                2014
_reflns_number_total             2332
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0741574si20070910_040750_36.cif
_cod_data_source_block           G4NBS
_cod_database_code               4110237
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.77005(3) 0.13666(5) 0.82171(3) 0.02088(13) Uani 1 1 d .
O1 O 0.72974(11) 0.0618(2) 0.71296(10) 0.0397(4) Uani 1 1 d .
N1 N 0.30476(13) 0.21429(19) 0.93878(13) 0.0279(3) Uani 1 1 d .
C1 C 0.63032(14) 0.15713(19) 0.85507(13) 0.0192(3) Uani 1 1 d .
O2 O 0.81934(12) 0.31040(17) 0.82514(13) 0.0395(4) Uani 1 1 d .
N2 N 0.91175(14) -0.33537(19) 0.91004(12) 0.0280(3) Uani 1 1 d .
H2A H 0.8776 -0.4309 0.9188 0.034 Uiso 1 1 calc R
H2B H 0.8827 -0.2388 0.9237 0.034 Uiso 1 1 calc R
C2 C 0.51914(15) 0.0743(2) 0.79319(14) 0.0267(4) Uani 1 1 d .
H2 H 0.5165 0.0071 0.7336 0.032 Uiso 1 1 calc R
O3 O 0.85527(11) 0.02655(16) 0.90457(10) 0.0291(3) Uani 1 1 d .
N3 N 1.06357(14) -0.19006(18) 0.86500(12) 0.0259(3) Uani 1 1 d .
H3A H 1.1281 -0.1911 0.8444 0.031 Uiso 1 1 calc R
H3B H 1.0345 -0.0936 0.8787 0.031 Uiso 1 1 calc R
C3 C 0.41115(16) 0.0920(2) 0.82069(15) 0.0285(4) Uani 1 1 d .
H3 H 0.3353 0.0381 0.7797 0.034 Uiso 1 1 calc R
O4 O 0.20510(12) 0.14911(18) 0.87932(12) 0.0389(3) Uani 1 1 d .
N4 N 1.05361(13) -0.48536(18) 0.85464(12) 0.0264(3) Uani 1 1 d .
H4A H 1.0195 -0.5809 0.8634 0.032 Uiso 1 1 calc R
H4B H 1.1168 -0.4863 0.8323 0.032 Uiso 1 1 calc R
C4 C 0.41947(15) 0.1916(2) 0.91021(13) 0.0223(3) Uani 1 1 d .
O5 O 0.31476(13) 0.2996(2) 1.02015(12) 0.0429(4) Uani 1 1 d .
C5 C 0.53008(15) 0.2737(2) 0.97394(14) 0.0251(3) Uani 1 1 d .
H5 H 0.5330 0.3382 1.0347 0.030 Uiso 1 1 calc R
C6 C 0.63628(15) 0.2572(2) 0.94490(14) 0.0242(3) Uani 1 1 d .
H6 H 0.7115 0.3130 0.9854 0.029 Uiso 1 1 calc R
C7 C 1.00897(15) -0.3370(2) 0.87562(12) 0.0204(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
O3 S1 O2 112.37(8)
O3 S1 O1 113.13(8)
O2 S1 O1 112.55(9)
O3 S1 C1 106.05(7)
O2 S1 C1 105.71(7)
O1 S1 C1 106.31(7)
O4 N1 O5 123.77(15)
O4 N1 C4 118.39(15)
O5 N1 C4 117.83(15)
C2 C1 C6 121.04(14)
C2 C1 S1 120.55(12)
C6 C1 S1 118.41(12)
C1 C2 C3 119.60(15)
C4 C3 C2 118.29(15)
C3 C4 C5 123.02(15)
C3 C4 N1 118.76(15)
C5 C4 N1 118.22(14)
C4 C5 C6 118.18(15)
C5 C6 C1 119.86(15)
N4 C7 N2 120.04(15)
N4 C7 N3 120.06(15)
N2 C7 N3 119.88(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O3 1.4437(12)
S1 O2 1.4505(13)
S1 O1 1.4528(13)
S1 C1 1.7826(15)
N1 O4 1.224(2)
N1 O5 1.225(2)
N1 C4 1.477(2)
C1 C2 1.383(2)
C1 C6 1.391(2)
N2 C7 1.324(2)
C2 C3 1.392(2)
N3 C7 1.324(2)
C3 C4 1.378(2)
N4 C7 1.322(2)
C4 C5 1.382(2)
C5 C6 1.383(2)
