#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:57:57 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178926 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/55/4115502.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_4115502
loop_
_publ_author_name
'K. Travis Holman'
'Stephen M. Martin'
'Daniel P. Parker'
'Michael D. Ward'
_publ_section_title
;
 The Generality of Architectural Isomerism in Designer Inclusion
 Frameworks
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4421
_journal_page_last               4431
_journal_paper_doi               10.1021/ja0030257
_journal_volume                  123
_journal_year                    2001
_chemical_formula_sum            'C12 H18 N3 O3 S'
_chemical_formula_weight         284.35
_chemical_name_common
'bis(guanidinium)-1,4-benzenedisulfonate, o-xylene clathrate'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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            8
_cell_length_a                   13.1459(8)
_cell_length_b                   12.4292(8)
_cell_length_c                   18.8824(12)
_cell_measurement_reflns_used    4968
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      53.0
_cell_measurement_theta_min      5.0
_cell_volume                     3085.3(3)
_computing_cell_refinement       'SAINT, Bruker'
_computing_data_collection       'SMART, Bruker (or Siemens)'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics
'XSEED, L. Barbour (1999); http://www.lbarbour.com/xseed'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(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  0.0355
_diffrn_reflns_av_sigmaI/netI    0.0244
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15316
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    0.217
_exptl_absorpt_correction_T_max  0.9702
_exptl_absorpt_correction_T_min  0.9338
_exptl_absorpt_correction_type   'simulated psi-scans '
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_description       plate
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2719
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0424
_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)+(0.0708P)²+0.6110P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1201
_refine_ls_wR_factor_ref         0.1276
_reflns_number_gt                2032
_reflns_number_total             2719
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0030257_04.cif
_cod_data_source_block           g:\travis\00069\00069
_cod_database_code               4115502
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'
'-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
S1 S 0.07967(4) 0.01685(4) 0.15676(3) 0.0381(2) Uani 1 1 d .
O1 O 0.17939(11) -0.03395(12) 0.15925(8) 0.0426(4) Uani 1 1 d .
N1 N 0.21809(15) -0.25927(15) 0.18429(11) 0.0525(5) Uani 1 1 d .
H1A H 0.2111 -0.1903 0.1751 0.063 Uiso 1 1 calc R
H1B H 0.2732 -0.2936 0.1705 0.063 Uiso 1 1 calc R
C1 C 0.03595(15) 0.00637(16) 0.06833(11) 0.0355(5) Uani 1 1 d .
O2 O 0.00448(12) -0.03829(11) 0.20033(8) 0.0441(4) Uani 1 1 d .
N2 N 0.06288(14) -0.26062(15) 0.23975(10) 0.0490(5) Uani 1 1 d .
H2A H 0.0554 -0.1916 0.2307 0.059 Uiso 1 1 calc R
H2B H 0.0151 -0.2958 0.2627 0.059 Uiso 1 1 calc R
C2 C 0.09343(16) -0.04480(18) 0.01744(12) 0.0433(6) Uani 1 1 d .
H2 H 0.1573 -0.0754 0.0295 0.052 Uiso 1 1 calc R
O3 O 0.08488(11) 0.13165(12) 0.17206(8) 0.0433(4) Uani 1 1 d .
N3 N 0.15744(15) -0.41485(14) 0.23298(11) 0.0503(5) Uani 1 1 d .
H3A H 0.1099 -0.4498 0.2563 0.060 Uiso 1 1 calc R
H3B H 0.2127 -0.4487 0.2191 0.060 Uiso 1 1 calc R
C3 C -0.05753(17) 0.05127(19) 0.05124(12) 0.0449(6) Uani 1 1 d .
H3 H -0.0967 0.0864 0.0866 0.054 Uiso 1 1 calc R
C4 C 0.14588(17) -0.31135(17) 0.21882(12) 0.0415(5) Uani 1 1 d .
C5 C 0.1472(2) 0.0299(3) 0.41793(19) 0.0774(9) Uani 1 1 d .
C6 C 0.1377(2) 0.0181(3) 0.49034(18) 0.0719(8) Uani 1 1 d .
C7 C 0.1202(3) 0.1094(4) 0.5311(3) 0.1089(14) Uani 1 1 d .
H7 H 0.1137 0.1025 0.5810 0.131 Uiso 1 1 calc R
C8 C 0.1123(4) 0.2079(5) 0.5011(5) 0.154(3) Uani 1 1 d .
H8 H 0.1014 0.2693 0.5300 0.185 Uiso 1 1 calc R
C9 C 0.1201(4) 0.2194(4) 0.4278(5) 0.145(2) Uani 1 1 d .
H9 H 0.1125 0.2882 0.4065 0.174 Uiso 1 1 calc R
C10 C 0.1387(3) 0.1307(4) 0.3868(3) 0.1143(14) Uani 1 1 d .
H10 H 0.1459 0.1381 0.3370 0.137 Uiso 1 1 calc R
C11 C 0.1646(4) -0.0646(4) 0.3731(2) 0.1307(17) Uani 1 1 d .
H11A H 0.2306 -0.0966 0.3849 0.196 Uiso 1 1 calc R
H11B H 0.1642 -0.0428 0.3232 0.196 Uiso 1 1 calc R
H11C H 0.1106 -0.1175 0.3813 0.196 Uiso 1 1 calc R
C12 C 0.1475(3) -0.0875(3) 0.5250(2) 0.1039(12) Uani 1 1 d .
H12A H 0.1134 -0.1423 0.4962 0.156 Uiso 1 1 calc R
H12B H 0.1159 -0.0847 0.5720 0.156 Uiso 1 1 calc R
H12C H 0.2197 -0.1059 0.5299 0.156 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 S1 O2 112.87(9) . .
O1 S1 O3 112.08(9) . .
O2 S1 O3 112.36(9) . .
O1 S1 C1 106.91(9) . .
O2 S1 C1 106.12(9) . .
O3 S1 C1 105.91(9) . .
C2 C1 C3 120.6(2) . .
C2 C1 S1 120.90(16) . .
C3 C1 S1 118.50(16) . .
C1 C2 C3 119.6(2) . 5
C2 C3 C1 119.8(2) 5 .
N2 C4 N1 120.5(2) . .
N2 C4 N3 119.9(2) . .
N1 C4 N3 119.6(2) . .
C6 C5 C10 120.5(4) . .
C6 C5 C11 120.1(4) . .
C10 C5 C11 119.4(4) . .
C5 C6 C7 118.5(4) . .
C5 C6 C12 121.8(3) . .
C7 C6 C12 119.7(4) . .
C8 C7 C6 121.3(5) . .
C7 C8 C9 120.2(5) . .
C10 C9 C8 119.4(6) . .
C9 C10 C5 120.1(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O1 1.4558(15) .
S1 O2 1.4571(15) .
S1 O3 1.4574(15) .
S1 C1 1.771(2) .
N1 C4 1.321(3) .
C1 C2 1.378(3) .
C1 C3 1.388(3) .
N2 C4 1.321(3) .
C2 C3 1.382(3) 5
N3 C4 1.323(3) .
C3 C2 1.382(3) 5
C5 C6 1.381(5) .
C5 C10 1.389(5) .
C5 C11 1.465(5) .
C6 C7 1.391(5) .
C6 C12 1.473(5) .
C7 C8 1.352(8) .
C8 C9 1.396(8) .
C9 C10 1.369(7) .
