#------------------------------------------------------------------------------
#$Date: 2016-03-22 10:30:34 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178873 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/02/4110221.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_4110221
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            'C15 H20 Cl N5 O5 S'
_chemical_formula_weight         417.87
_chemical_name_common            'guanidinium sulfonate clathrate'
_chemical_name_systematic
; 
 ? 
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.4688(15)
_cell_length_b                   12.316(2)
_cell_length_c                   20.948(4)
_cell_measurement_reflns_used    857
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.633
_cell_measurement_theta_min      2.553
_cell_volume                     1926.9(6)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0506
_diffrn_reflns_av_sigmaI/netI    0.0570
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_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            12133
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    0.344
_exptl_absorpt_correction_T_max  0.9439
_exptl_absorpt_correction_T_min  0.8892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_description       plate
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.918
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         4216
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.918
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0402
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0403P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0823
_refine_ls_wR_factor_ref         0.0858
_reflns_number_gt                3218
_reflns_number_total             4216
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0741574si20070910_040750_20.cif
_cod_data_source_block           G4CBS_3NA
_cod_original_cell_volume        1926.9(7)
_cod_database_code               4110221
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
Cl1 Cl 0.12754(13) 0.57722(6) 1.08156(3) 0.0650(3) Uani 1 1 d .
S1 S 0.24306(9) 0.72658(4) 0.79928(2) 0.02858(13) Uani 1 1 d .
O1 O 0.2475(3) 0.84468(11) 0.79867(7) 0.0339(4) Uani 1 1 d .
N1 N 0.7472(3) 0.79082(13) 0.77693(8) 0.0336(4) Uani 1 1 d .
H1A H 0.6452 0.7567 0.7833 0.040 Uiso 1 1 calc R
H1B H 0.8488 0.7547 0.7782 0.040 Uiso 1 1 calc R
C1 C 0.2151(3) 0.68665(17) 0.87995(10) 0.0290(6) Uani 1 1 d .
O2 O 0.0892(2) 0.68294(13) 0.76458(7) 0.0337(4) Uani 1 1 d .
N2 N 0.9021(3) 0.94689(17) 0.75481(10) 0.0387(5) Uani 1 1 d .
H2B H 0.9031 1.0169 0.7464 0.046 Uiso 1 1 calc R
H2A H 1.0032 0.9104 0.7562 0.046 Uiso 1 1 calc R
C2 C 0.1156(4) 0.75058(19) 0.92133(12) 0.0401(6) Uani 1 1 d .
H2 H 0.0661 0.8173 0.9069 0.048 Uiso 1 1 calc R
O3 O 0.4092(2) 0.67689(12) 0.77799(7) 0.0345(4) Uani 1 1 d .
N3 N 0.5959(3) 0.95115(16) 0.76341(9) 0.0336(5) Uani 1 1 d .
H3B H 0.4936 0.9174 0.7697 0.040 Uiso 1 1 calc R
H3A H 0.5969 1.0214 0.7557 0.040 Uiso 1 1 calc R
C3 C 0.0884(4) 0.7169(2) 0.98378(12) 0.0465(7) Uani 1 1 d .
H3 H 0.0208 0.7602 1.0125 0.056 Uiso 1 1 calc R
O4 O 0.7443(4) 0.62061(14) 0.90753(9) 0.0634(6) Uani 1 1 d .
N4 N 0.6636(4) 0.32835(18) 1.07105(10) 0.0557(7) Uani 1 1 d .
C4 C 0.1605(4) 0.6202(2) 1.00329(11) 0.0416(7) Uani 1 1 d .
O5 O 0.7574(3) 0.53851(13) 0.81727(8) 0.0524(5) Uani 1 1 d .
N5 N 0.7393(3) 0.53857(16) 0.87527(10) 0.0412(5) Uani 1 1 d .
C5 C 0.2595(4) 0.55555(18) 0.96247(11) 0.0427(6) Uani 1 1 d .
H5 H 0.3090 0.4889 0.9770 0.051 Uiso 1 1 calc R
C6 C 0.2854(4) 0.58933(18) 0.90033(11) 0.0363(6) Uani 1 1 d .
H6 H 0.3518 0.5453 0.8716 0.044 Uiso 1 1 calc R
C7 C 0.7479(4) 0.89639(16) 0.76545(9) 0.0282(5) Uani 1 1 d .
C8 C 0.6718(4) 0.3343(2) 1.00548(11) 0.0405(6) Uani 1 1 d .
C9 C 0.6528(4) 0.2405(2) 0.96746(12) 0.0468(7) Uani 1 1 d .
H9 H 0.6340 0.1723 0.9875 0.056 Uiso 1 1 calc R
C10 C 0.6608(4) 0.2458(2) 0.90176(12) 0.0524(8) Uani 1 1 d .
H10 H 0.6467 0.1811 0.8776 0.063 Uiso 1 1 calc R
C11 C 0.6887(4) 0.3427(2) 0.87032(12) 0.0448(7) Uani 1 1 d .
H11 H 0.6939 0.3465 0.8251 0.054 Uiso 1 1 calc R
C12 C 0.7086(3) 0.43346(19) 0.90762(11) 0.0366(6) Uani 1 1 d .
C13 C 0.7011(3) 0.4320(2) 0.97344(11) 0.0390(6) Uani 1 1 d .
H13 H 0.7159 0.4974 0.9969 0.047 Uiso 1 1 calc R
C14 C 0.6734(6) 0.4257(2) 1.10923(12) 0.0718(11) Uani 1 1 d .
H14B H 0.7885 0.4617 1.1019 0.108 Uiso 1 1 calc R
H14C H 0.6624 0.4067 1.1545 0.108 Uiso 1 1 calc R
H14A H 0.5758 0.4748 1.0972 0.108 Uiso 1 1 calc R
C15 C 0.6533(5) 0.2248(2) 1.10291(12) 0.0626(9) Uani 1 1 d .
H15C H 0.5546 0.1823 1.0848 0.094 Uiso 1 1 calc R
H15B H 0.6323 0.2362 1.1486 0.094 Uiso 1 1 calc R
H15A H 0.7661 0.1854 1.0970 0.094 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'
Cl Cl 0.1484 0.1585 '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 113.49(11)
O3 S1 O2 111.31(9)
O1 S1 O2 112.41(11)
O3 S1 C1 106.03(10)
O1 S1 C1 106.77(9)
O2 S1 C1 106.23(10)
C6 C1 C2 120.3(2)
C6 C1 S1 119.51(17)
C2 C1 S1 120.10(17)
C3 C2 C1 119.9(2)
C4 C3 C2 118.9(2)
C8 N4 C15 120.8(2)
C8 N4 C14 120.4(2)
C15 N4 C14 118.8(2)
C3 C4 C5 121.8(2)
C3 C4 Cl1 119.3(2)
C5 C4 Cl1 118.9(2)
O4 N5 O5 123.33(19)
O4 N5 C12 118.51(19)
O5 N5 C12 118.16(19)
C6 C5 C4 119.0(2)
C1 C6 C5 120.1(2)
N3 C7 N1 120.3(2)
N3 C7 N2 120.05(18)
N1 C7 N2 119.6(2)
N4 C8 C13 122.2(2)
N4 C8 C9 121.0(2)
C13 C8 C9 116.8(2)
C10 C9 C8 121.4(2)
C9 C10 C11 121.6(2)
C12 C11 C10 116.7(2)
C11 C12 C13 123.6(2)
C11 C12 N5 118.0(2)
C13 C12 N5 118.4(2)
C12 C13 C8 119.9(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C4 1.740(2)
S1 O3 1.4537(17)
S1 O1 1.4549(14)
S1 O2 1.4619(18)
S1 C1 1.772(2)
N1 C7 1.322(3)
C1 C6 1.376(3)
C1 C2 1.387(3)
N2 C7 1.328(3)
C2 C3 1.387(3)
N3 C7 1.321(3)
C3 C4 1.369(4)
O4 N5 1.216(2)
N4 C8 1.377(3)
N4 C15 1.442(3)
N4 C14 1.443(3)
C4 C5 1.383(4)
O5 N5 1.222(2)
N5 C12 1.479(3)
C5 C6 1.380(3)
C8 C13 1.394(3)
C8 C9 1.411(3)
C9 C10 1.379(3)
C10 C11 1.380(3)
C11 C12 1.372(3)
C12 C13 1.380(3)
