#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/11/02/4110207.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_4110207
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 F N3 O3 S'
_chemical_formula_weight         235.24
_chemical_name_common            'guanidinium 2-fluorobenzenesulfonate'
_chemical_name_systematic
; 
 ? 
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.984(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.5613(18)
_cell_length_b                   7.4686(11)
_cell_length_c                   22.990(3)
_cell_measurement_reflns_used    2326
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.1065
_cell_measurement_theta_min      3.177
_cell_volume                     2148.7(5)
_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      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0273
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            8917
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    0.308
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.905254
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_description       plate
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2347
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0382
_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)+(0.0350P)²+2.0926P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0849
_refine_ls_wR_factor_ref         0.0906
_reflns_number_gt                1908
_reflns_number_total             2347
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0741574si20070910_040750_06.cif
_cod_data_source_block           G2FBS
_cod_database_code               4110207
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
S1 S 0.38204(3) 0.13432(6) 0.653852(19) 0.02686(13) Uani 1 1 d .
F1 F 0.25599(12) -0.08828(18) 0.56448(6) 0.0606(4) Uani 1 1 d .
O1 O 0.44046(10) 0.29210(17) 0.67578(5) 0.0321(3) Uani 1 1 d .
N1 N 0.32878(12) 0.6312(2) 0.68764(8) 0.0417(4) Uani 1 1 d .
H1A H 0.3634 0.7301 0.6857 0.050 Uiso 1 1 calc R
H1B H 0.3622 0.5307 0.6877 0.050 Uiso 1 1 calc R
C1 C 0.38407(14) 0.1428(2) 0.57699(8) 0.0311(4) Uani 1 1 d .
O2 O 0.43591(10) -0.03132(17) 0.67226(6) 0.0330(3) Uani 1 1 d .
N2 N 0.17242(12) 0.7880(2) 0.69031(7) 0.0331(4) Uani 1 1 d .
H2A H 0.1045 0.7897 0.6926 0.040 Uiso 1 1 calc R
H2B H 0.2069 0.8868 0.6879 0.040 Uiso 1 1 calc R
C2 C 0.32097(17) 0.0304(3) 0.54055(9) 0.0406(5) Uani 1 1 d .
O3 O 0.27041(10) 0.13739(16) 0.66621(5) 0.0315(3) Uani 1 1 d .
N3 N 0.17109(12) 0.4811(2) 0.69420(6) 0.0312(4) Uani 1 1 d .
H3A H 0.1031 0.4822 0.6965 0.037 Uiso 1 1 calc R
H3B H 0.2048 0.3809 0.6943 0.037 Uiso 1 1 calc R
C3 C 0.3232(2) 0.0341(3) 0.48085(10) 0.0555(6) Uani 1 1 d .
H3 H 0.2794 -0.0417 0.4573 0.067 Uiso 1 1 calc R
C4 C 0.3913(2) 0.1515(4) 0.45656(10) 0.0599(7) Uani 1 1 d .
H4 H 0.3934 0.1555 0.4162 0.072 Uiso 1 1 calc R
C5 C 0.4562(2) 0.2629(4) 0.49162(10) 0.0569(6) Uani 1 1 d .
H5 H 0.5029 0.3405 0.4750 0.068 Uiso 1 1 calc R
C6 C 0.45229(17) 0.2599(3) 0.55158(9) 0.0415(5) Uani 1 1 d .
H6 H 0.4956 0.3367 0.5750 0.050 Uiso 1 1 calc R
C7 C 0.22379(14) 0.6337(2) 0.69047(7) 0.0287(4) 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
S1 0.0250(2) 0.0257(2) 0.0300(2) 0.00015(19) 0.00349(16) 0.00085(18)
F1 0.0705(9) 0.0516(8) 0.0586(8) -0.0135(7) -0.0003(7) -0.0223(7)
O1 0.0285(7) 0.0297(7) 0.0379(7) -0.0048(6) 0.0023(5) -0.0015(5)
N1 0.0266(8) 0.0281(9) 0.0711(12) 0.0025(8) 0.0089(8) -0.0005(7)
C1 0.0322(10) 0.0314(10) 0.0298(9) -0.0006(8) 0.0040(7) 0.0077(8)
O2 0.0292(7) 0.0293(7) 0.0405(8) 0.0056(6) 0.0027(6) 0.0026(5)
N2 0.0263(8) 0.0270(8) 0.0466(10) 0.0009(7) 0.0062(7) -0.0003(6)
C2 0.0457(12) 0.0355(11) 0.0399(11) -0.0067(9) -0.0004(9) 0.0053(9)
O3 0.0260(6) 0.0315(7) 0.0377(7) -0.0010(6) 0.0062(5) 0.0008(5)
N3 0.0266(8) 0.0271(8) 0.0402(9) -0.0007(7) 0.0043(7) 0.0008(6)
C3 0.0687(16) 0.0557(15) 0.0397(12) -0.0165(11) -0.0093(11) 0.0156(13)
C4 0.0808(18) 0.0693(17) 0.0301(11) 0.0011(11) 0.0072(11) 0.0265(15)
C5 0.0682(16) 0.0607(16) 0.0442(13) 0.0121(12) 0.0184(12) 0.0091(13)
C6 0.0445(11) 0.0439(12) 0.0369(11) 0.0053(9) 0.0083(9) 0.0019(10)
C7 0.0284(9) 0.0304(10) 0.0273(9) -0.0005(8) 0.0025(7) 0.0003(8)
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'
F F 0.0171 0.0103 '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 O1 112.66(7)
O3 S1 O2 112.85(7)
O1 S1 O2 112.34(8)
O3 S1 C1 106.98(8)
O1 S1 C1 105.43(8)
O2 S1 C1 105.91(8)
C2 C1 C6 117.94(18)
C2 C1 S1 121.65(15)
C6 C1 S1 120.37(15)
F1 C2 C3 118.9(2)
F1 C2 C1 118.97(18)
C3 C2 C1 122.1(2)
C2 C3 C4 119.0(2)
C5 C4 C3 120.3(2)
C4 C5 C6 120.2(2)
C5 C6 C1 120.4(2)
N2 C7 N3 120.28(16)
N2 C7 N1 119.98(17)
N3 C7 N1 119.73(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O3 1.4549(13)
S1 O1 1.4550(13)
S1 O2 1.4552(13)
S1 C1 1.7706(18)
F1 C2 1.354(3)
N1 C7 1.326(2)
C1 C2 1.385(3)
C1 C6 1.388(3)
N2 C7 1.321(2)
C2 C3 1.375(3)
N3 C7 1.325(2)
C3 C4 1.377(4)
C4 C5 1.376(4)
C5 C6 1.384(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660379
