#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/04/4000418.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_4000418
_journal_name_full               'Chemistry of Materials'
_journal_paper_doi               10.1021/cm049594l
_journal_year                    2004
_chemical_formula_sum            'C14 H25 N3 O3 S'
_chemical_formula_weight         315.43
_chemical_name_common            'Guanidinium heptylbenzenesulfonate'
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.1549(7)
_cell_length_b                   11.9854(12)
_cell_length_c                   20.579(2)
_cell_measurement_reflns_used    2217
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      46.824
_cell_measurement_theta_min      5.218
_cell_volume                     1764.7(3)
_diffrn_ambient_temperature      273(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_device_type  'Siemens SMART Platform CCD'
_diffrn_measurement_method       'area detector, omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_av_sigmaI/netI    0.0867
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            10862
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         1.97
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.733588
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, R. Blessing, 1995'
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ?
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(15)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3800
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.1264
_refine_ls_R_factor_gt           0.0651
_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)+(0.0642P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1195
_refine_ls_wR_factor_ref         0.1364
_reflns_number_gt                2272
_reflns_number_total             3800
_reflns_threshold_expression     >2sigma(I)
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               4000418
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.24761(19) 0.31224(6) 0.17974(4) 0.0407(2) Uani 1 1 d . . .
O1 O 0.2518(5) 0.41671(16) 0.21598(10) 0.0443(5) Uani 1 1 d . . .
N1 N 0.4071(5) 0.0317(3) 0.25206(15) 0.0438(9) Uani 1 1 d . . .
H1A H 0.4065 0.0983 0.2365 0.053 Uiso 1 1 calc R . .
H1B H 0.5109 0.0013 0.2635 0.053 Uiso 1 1 calc R . .
C1 C 0.2395(7) 0.3484(2) 0.09795(15) 0.0389(8) Uani 1 1 d . . .
O2 O 0.0810(4) 0.2475(2) 0.19313(14) 0.0467(8) Uani 1 1 d . . .
N2 N 0.0909(6) 0.0220(3) 0.24109(16) 0.0473(10) Uani 1 1 d . . .
H2A H 0.0896 0.0886 0.2255 0.057 Uiso 1 1 calc R . .
H2B H -0.0119 -0.0144 0.2453 0.057 Uiso 1 1 calc R . .
C2 C 0.3870(6) 0.4087(3) 0.07071(19) 0.0464(10) Uani 1 1 d . . .
H2 H 0.4896 0.4285 0.0959 0.056 Uiso 1 1 calc R . .
O3 O 0.4183(4) 0.2484(2) 0.18955(14) 0.0459(7) Uani 1 1 d . . .
N3 N 0.2515(6) -0.12623(18) 0.28172(13) 0.0469(7) Uani 1 1 d . . .
H3A H 0.1490 -0.1631 0.2855 0.056 Uiso 1 1 calc R . .
H3B H 0.3557 -0.1562 0.2931 0.056 Uiso 1 1 calc R . .
C3 C 0.3792(6) 0.4381(3) 0.0067(2) 0.0518(10) Uani 1 1 d . . .
H3 H 0.4792 0.4769 -0.0113 0.062 Uiso 1 1 calc R . .
C4 C 0.2283(8) 0.4124(3) -0.03226(18) 0.0532(10) Uani 1 1 d . . .
C5 C 0.0854(6) 0.3515(3) -0.0043(2) 0.0597(12) Uani 1 1 d . . .
H5 H -0.0165 0.3310 -0.0297 0.072 Uiso 1 1 calc R . .
C6 C 0.0898(6) 0.3208(3) 0.0594(2) 0.0501(10) Uani 1 1 d . . .
H6 H -0.0095 0.2807 0.0769 0.060 Uiso 1 1 calc R . .
C7 C 0.2205(8) 0.4525(3) -0.10097(18) 0.0692(14) Uani 1 1 d . . .
H7A H 0.1407 0.4029 -0.1259 0.083 Uiso 1 1 calc R . .
H7B H 0.3449 0.4490 -0.1196 0.083 Uiso 1 1 calc R . .
C8 C 0.1467(7) 0.5714(4) -0.1071(2) 0.0654(13) Uani 1 1 d . . .
H8A H 0.2179 0.6190 -0.0781 0.079 Uiso 1 1 calc R . .
H8B H 0.1687 0.5971 -0.1511 0.079 Uiso 1 1 calc R . .
C9 C -0.0591(7) 0.5851(3) -0.0917(2) 0.0594(12) Uani 1 1 d . . .
H9A H -0.1310 0.5354 -0.1193 0.071 Uiso 1 1 calc R . .
H9B H -0.0811 0.5635 -0.0469 0.071 Uiso 1 1 calc R . .
C10 C -0.1267(7) 0.7029(4) -0.1016(3) 0.0638(14) Uani 1 1 d . . .
H10A H -0.0883 0.7274 -0.1445 0.077 Uiso 1 1 calc R . .
H10B H -0.0649 0.7506 -0.0701 0.077 Uiso 1 1 calc R . .
C11 C -0.3352(7) 0.7195(4) -0.0954(3) 0.0621(15) Uani 1 1 d . . .
H11A H -0.3973 0.6738 -0.1277 0.075 Uiso 1 1 calc R . .
H11B H -0.3745 0.6933 -0.0529 0.075 Uiso 1 1 calc R . .
C12 C -0.3987(8) 0.8385(4) -0.1036(3) 0.0786(15) Uani 1 1 d . . .
H12A H -0.3530 0.8659 -0.1449 0.094 Uiso 1 1 calc R . .
H12B H -0.3417 0.8833 -0.0697 0.094 Uiso 1 1 calc R . .
C13 C -0.6072(8) 0.8556(4) -0.1011(3) 0.0793(15) Uani 1 1 d . . .
H13A H -0.6643 0.8191 -0.1376 0.119 Uiso 1 1 calc R . .
H13B H -0.6344 0.9340 -0.1027 0.119 Uiso 1 1 calc R . .
H13C H -0.6556 0.8246 -0.0615 0.119 Uiso 1 1 calc R . .
C14 C 0.2491(9) -0.0237(2) 0.25841(13) 0.0368(7) Uani 1 1 d . . .
