#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:57:57 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178926 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/55/4115504.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_4115504
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            'C9 H12 N3 O3 S'
_chemical_formula_weight         242.28
_chemical_name_common
'bis(guanidinium)-2,6-naphthalenedisulfonate, benzene clathrate '
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                74.7250(10)
_cell_angle_beta                 83.3310(10)
_cell_angle_gamma                85.8260(10)
_cell_formula_units_Z            2
_cell_length_a                   6.2166(3)
_cell_length_b                   7.1847(4)
_cell_length_c                   13.1213(7)
_cell_measurement_reflns_used    3535
_cell_measurement_temperature    173(2)
_cell_volume                     560.98(5)
_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 0.982
_diffrn_measured_fraction_theta_max 0.982
_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     0.71070
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_sigmaI/netI    0.0318
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4168
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_T_max  0.9776
_exptl_absorpt_correction_T_min  0.8945
_exptl_absorpt_correction_type   'simulated psi-scans '
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_description       plate
_exptl_crystal_F_000             254
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1948
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0338
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0484P)²+0.2457P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0882
_refine_ls_wR_factor_ref         0.0908
_reflns_number_gt                1703
_reflns_number_total             1948
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0030257_06.cif
_cod_data_source_block           g:\users\travis\99101
_cod_database_code               4115504
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.37115(7) 0.30152(6) 0.83627(3) 0.01997(16) Uani 1 1 d .
O1 O 0.13405(19) 0.31666(18) 0.84709(10) 0.0236(3) Uani 1 1 d .
N1 N -0.1335(2) 0.6430(2) 0.89659(13) 0.0259(4) Uani 1 1 d .
H1A H -0.0678 0.5314 0.8941 0.031 Uiso 1 1 calc R
H1B H -0.2759 0.6554 0.9008 0.031 Uiso 1 1 calc R
C1 C 0.4553(3) 0.4016(3) 0.69982(14) 0.0201(4) Uani 1 1 d .
O2 O 0.4521(2) 0.10023(19) 0.86021(11) 0.0271(3) Uani 1 1 d .
N2 N -0.1132(3) 0.9632(2) 0.89648(13) 0.0271(4) Uani 1 1 d .
H2A H -0.0346 1.0616 0.8939 0.033 Uiso 1 1 calc R
H2B H -0.2555 0.9776 0.9007 0.033 Uiso 1 1 calc R
C2 C 0.3277(3) 0.3863(3) 0.62422(15) 0.0213(4) Uani 1 1 d .
H2 H 0.1915 0.3285 0.6453 0.026 Uiso 1 1 calc R
O3 O 0.4668(2) 0.41412(19) 0.89546(10) 0.0266(3) Uani 1 1 d .
N3 N 0.1964(3) 0.7731(2) 0.88764(14) 0.0310(4) Uani 1 1 d .
H3A H 0.2743 0.8720 0.8851 0.037 Uiso 1 1 calc R
H3B H 0.2610 0.6606 0.8859 0.037 Uiso 1 1 calc R
C3 C 0.3975(3) 0.4559(3) 0.51487(14) 0.0201(4) Uani 1 1 d .
C4 C 0.7287(3) 0.5588(3) 0.56587(15) 0.0240(4) Uani 1 1 d .
H4 H 0.8643 0.6181 0.5465 0.029 Uiso 1 1 calc R
C5 C 0.6591(3) 0.4893(3) 0.67079(15) 0.0238(4) Uani 1 1 d .
H5 H 0.7458 0.4995 0.7239 0.029 Uiso 1 1 calc R
C6 C -0.0175(3) 0.7934(3) 0.89397(14) 0.0223(4) Uani 1 1 d .
C7 C -0.0215(7) 1.0310(4) 0.3956(2) 0.0670(10) Uani 1 1 d .
H7 H -0.0363 1.0524 0.3221 0.080 Uiso 1 1 calc R
C8 C -0.1898(5) 1.0759(4) 0.4615(3) 0.0658(10) Uani 1 1 d .
H8 H -0.3222 1.1294 0.4343 0.079 Uiso 1 1 calc R
C9 C -0.1687(5) 1.0446(4) 0.5657(3) 0.0685(10) Uani 1 1 d .
H9 H -0.2867 1.0752 0.6122 0.082 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
O3 S1 O2 112.71(8) . .
O3 S1 O1 112.97(8) . .
O2 S1 O1 111.58(8) . .
O3 S1 C1 106.78(8) . .
O2 S1 C1 105.90(8) . .
O1 S1 C1 106.30(8) . .
C2 C1 C5 121.10(17) . .
C2 C1 S1 119.67(14) . .
C5 C1 S1 119.18(14) . .
C1 C2 C3 120.50(16) . .
C4 C3 C2 122.27(16) 2_666 .
C4 C3 C3 119.1(2) 2_666 2_666
C2 C3 C3 118.7(2) . 2_666
C5 C4 C3 121.29(17) . 2_666
C4 C5 C1 119.38(17) . .
N3 C6 N2 119.60(17) . .
N3 C6 N1 119.45(17) . .
N2 C6 N1 120.95(17) . .
C8 C7 C9 120.2(3) . 2_576
C9 C8 C7 119.8(3) . .
C8 C9 C7 120.0(3) . 2_576
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O3 1.4560(13) .
S1 O2 1.4612(14) .
S1 O1 1.4631(13) .
S1 C1 1.7763(18) .
N1 C6 1.333(2) .
C1 C2 1.370(3) .
C1 C5 1.423(2) .
N2 C6 1.325(2) .
C2 C3 1.416(3) .
N3 C6 1.322(2) .
C3 C4 1.419(3) 2_666
C3 C3 1.432(3) 2_666
C4 C5 1.365(3) .
C4 C3 1.419(3) 2_666
C7 C8 1.354(5) .
C7 C9 1.361(5) 2_576
C8 C9 1.346(5) .
C9 C7 1.361(5) 2_576
