#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:14:44 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179657 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/10/4511054.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_4511054
loop_
_publ_author_name
'Katagiri, Kosuke'
'Kato, Takako'
'Masu, Hyuma'
'Tominaga, Masahide'
'Azumaya, Isao'
_publ_section_title
;
 Pseudopolymorph and Infinite Hydrogen Bonding Network of Cyclic Oligomers
 ofm-Aminobenzenesulfonic Acid
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1519
_journal_paper_doi               10.1021/cg801073k
_journal_volume                  9
_journal_year                    2009
_chemical_formula_sum            'C18 H15 N3 O11 S3'
_chemical_formula_weight         545.51
_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                109.453(6)
_cell_angle_beta                 97.697(7)
_cell_angle_gamma                102.720(7)
_cell_formula_units_Z            2
_cell_length_a                   8.434(5)
_cell_length_b                   12.342(6)
_cell_length_c                   12.702(7)
_cell_measurement_reflns_used    802
_cell_measurement_temperature    150
_cell_measurement_theta_max      22.97
_cell_measurement_theta_min      2.96
_cell_volume                     1184.8(11)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0706
_diffrn_reflns_av_sigmaI/netI    0.1590
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4717
_diffrn_reflns_theta_full        23.82
_diffrn_reflns_theta_max         23.82
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.376
_exptl_absorpt_correction_T_max  0.9814
_exptl_absorpt_correction_T_min  0.9286
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS Sheldrick 1997'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.659
_refine_diff_density_min         -0.737
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         3506
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.1440
_refine_ls_R_factor_gt           0.0814
_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)+(0.1000P)²+0.0577P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1980
_refine_ls_wR_factor_ref         0.2276
_reflns_number_gt                1905
_reflns_number_total             3506
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg801073k_si_002.cif
_cod_data_source_block           cyclic_trimer_1(type_I)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4511054
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
C3 C 0.2680(4) 0.1273(5) -0.0458(4) 0.0239(19) Uani 1 1 d G
C2 C 0.3405(5) 0.1506(5) 0.0673(4) 0.028(2) Uani 1 1 d G
H2A H 0.2748 0.1599 0.1232 0.034 Uiso 1 1 calc R
C1 C 0.5089(6) 0.1605(5) 0.0987(3) 0.028(2) Uani 1 1 d G
C6 C 0.6049(4) 0.1469(5) 0.0169(4) 0.031(2) Uani 1 1 d G
H6 H 0.7201 0.1536 0.0383 0.038 Uiso 1 1 calc R
C5 C 0.5325(6) 0.1235(5) -0.0962(4) 0.029(2) Uani 1 1 d G
H5 H 0.5982 0.1142 -0.1521 0.034 Uiso 1 1 calc R
C4 C 0.3641(6) 0.1137(5) -0.1276(3) 0.032(2) Uani 1 1 d G
H4 H 0.3146 0.0977 -0.2049 0.039 Uiso 1 1 calc R
S1 S 0.0553(2) 0.11474(19) -0.08448(18) 0.0265(6) Uani 1 1 d .
S3 S 0.5414(3) 0.24110(19) 0.33061(18) 0.0277(6) Uani 1 1 d .
S2 S 0.1900(3) 0.57136(19) 0.27272(18) 0.0302(6) Uani 1 1 d .
N3 N 0.5912(8) 0.1781(6) 0.2104(5) 0.0259(16) Uani 1 1 d .
H3 H 0.6797 0.1517 0.2152 0.031 Uiso 1 1 calc R
N2 N 0.3816(8) 0.6292(6) 0.3472(6) 0.0332(18) Uani 1 1 d .
H2 H 0.4147 0.7074 0.3838 0.040 Uiso 1 1 calc R
N1 N 0.0461(8) 0.2253(6) -0.1251(6) 0.0289(17) Uani 1 1 d .
H1 H -0.0124 0.2096 -0.1939 0.035 Uiso 1 1 calc R
O1 O -0.0096(6) 0.1314(5) 0.0179(4) 0.0296(14) Uani 1 1 d .
O2 O -0.0217(6) 0.0081(5) -0.1848(4) 0.0290(14) Uani 1 1 d .
O5 O 0.3619(6) 0.1957(5) 0.3167(5) 0.0301(14) Uani 1 1 d .
O3 O 0.1104(7) 0.4724(5) 0.3017(5) 0.0315(14) Uani 1 1 d .
O4 O 0.1206(7) 0.6697(5) 0.2895(5) 0.0416(16) Uani 1 1 d .
O6 O 0.6519(7) 0.2223(5) 0.4154(5) 0.0338(15) Uani 1 1 d .
C7 C 0.1291(10) 0.3464(7) -0.0534(7) 0.027(2) Uani 1 1 d .
C9 C 0.2024(10) 0.5118(7) 0.1266(7) 0.028(2) Uani 1 1 d .
C12 C 0.2269(11) 0.4183(8) -0.0979(7) 0.033(2) Uani 1 1 d .
H12 H 0.2378 0.3865 -0.1749 0.039 Uiso 1 1 calc R
C10 C 0.2996(11) 0.5834(8) 0.0839(8) 0.037(2) Uani 1 1 d .
H10 H 0.3601 0.6638 0.1311 0.045 Uiso 1 1 calc R
C8 C 0.1162(10) 0.3939(7) 0.0606(7) 0.028(2) Uani 1 1 d .
H8 H 0.0492 0.3458 0.0921 0.033 Uiso 1 1 calc R
C11 C 0.3078(12) 0.5360(8) -0.0298(8) 0.043(2) Uani 1 1 d .
H11 H 0.3708 0.5859 -0.0616 0.052 Uiso 1 1 calc R
C14 C 0.4621(10) 0.4459(7) 0.3388(7) 0.028(2) Uani 1 1 d .
H14 H 0.3494 0.3977 0.3121 0.033 Uiso 1 1 calc R
C18 C 0.6670(11) 0.6365(8) 0.3992(7) 0.037(2) Uani 1 1 d .
H18 H 0.6942 0.7199 0.4139 0.044 Uiso 1 1 calc R
C13 C 0.5006(9) 0.5666(7) 0.3592(7) 0.0263(19) Uani 1 1 d .
C15 C 0.5889(10) 0.3955(7) 0.3573(7) 0.028(2) Uani 1 1 d .
C16 C 0.7580(10) 0.4652(7) 0.3999(7) 0.034(2) Uani 1 1 d .
H16 H 0.8440 0.4306 0.4156 0.041 Uiso 1 1 calc R
C17 C 0.7924(11) 0.5841(8) 0.4173(8) 0.043(2) Uani 1 1 d .
H17 H 0.9051 0.6322 0.4425 0.051 Uiso 1 1 calc R
O7 O 0.9549(7) 0.2232(5) 0.2616(5) 0.0371(15) Uani 1 1 d .
O8 O 0.0604(7) 0.1230(5) 0.6374(5) 0.0369(15) Uani 1 1 d .
O9 O 0.5190(8) 0.8714(5) 0.3790(5) 0.0408(16) Uani 1 1 d .
O10 O 0.7189(7) 0.9981(5) 0.6067(5) 0.0424(16) Uani 1 1 d .
O11 O 0.9105(8) 0.1142(5) 0.4253(5) 0.0425(16) Uani 1 1 d .
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
C2 C3 C4 120.0
C2 C3 S1 119.6(3)
C4 C3 S1 120.4(3)
C3 C2 C1 120.0
C3 C2 H2A 120.0
C1 C2 H2A 120.0
C2 C1 C6 120.0
C2 C1 N3 123.9(4)
C6 C1 N3 116.0(4)
C5 C6 C1 120.0
C5 C6 H6 120.0
C1 C6 H6 120.0
C4 C5 C6 120.0
C4 C5 H5 120.0
C6 C5 H5 120.0
C5 C4 C3 120.0
C5 C4 H4 120.0
C3 C4 H4 120.0
O2 S1 O1 119.5(3)
O2 S1 N1 105.4(3)
O1 S1 N1 108.8(3)
O2 S1 C3 109.1(3)
O1 S1 C3 107.2(3)
N1 S1 C3 106.0(3)
O6 S3 O5 118.6(3)
O6 S3 N3 104.9(3)
O5 S3 N3 108.9(3)
O6 S3 C15 109.1(4)
O5 S3 C15 108.0(3)
N3 S3 C15 106.6(4)
O4 S2 O3 119.2(4)
O4 S2 N2 105.6(4)
O3 S2 N2 109.0(4)
O4 S2 C9 108.8(4)
O3 S2 C9 107.5(4)
N2 S2 C9 106.1(4)
C1 N3 S3 127.6(5)
C1 N3 H3 116.2
S3 N3 H3 116.2
C13 N2 S2 126.7(6)
C13 N2 H2 116.6
S2 N2 H2 116.6
C7 N1 S1 122.3(5)
C7 N1 H1 118.9
S1 N1 H1 118.9
C12 C7 C8 119.6(8)
C12 C7 N1 118.7(7)
C8 C7 N1 121.7(7)
C10 C9 C8 122.0(8)
C10 C9 S2 119.0(7)
C8 C9 S2 119.0(7)
C11 C12 C7 119.5(8)
C11 C12 H12 120.2
C7 C12 H12 120.2
C9 C10 C11 118.3(8)
C9 C10 H10 120.8
C11 C10 H10 120.8
C9 C8 C7 119.0(8)
C9 C8 H8 120.5
C7 C8 H8 120.5
C12 C11 C10 121.5(9)
C12 C11 H11 119.2
C10 C11 H11 119.2
C13 C14 C15 119.4(7)
C13 C14 H14 120.3
C15 C14 H14 120.3
C17 C18 C13 120.0(8)
C17 C18 H18 120.0
C13 C18 H18 120.0
C14 C13 C18 119.7(7)
C14 C13 N2 124.7(7)
C18 C13 N2 115.6(7)
C14 C15 C16 121.8(7)
C14 C15 S3 119.9(6)
C16 C15 S3 118.3(6)
C17 C16 C15 117.3(8)
C17 C16 H16 121.3
C15 C16 H16 121.3
C16 C17 C18 121.8(8)
C16 C17 H17 119.1
C18 C17 H17 119.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C3 C2 1.3900
C3 C4 1.3900
C3 S1 1.753(4)
C2 C1 1.3900
C2 H2A 0.9500
C1 C6 1.3900
C1 N3 1.417(7)
C6 C5 1.3900
C6 H6 0.9500
C5 C4 1.3900
C5 H5 0.9500
C4 H4 0.9500
S1 O2 1.436(5)
S1 O1 1.448(5)
S1 N1 1.624(7)
S3 O6 1.440(5)
S3 O5 1.458(5)
S3 N3 1.624(6)
S3 C15 1.762(8)
S2 O4 1.427(6)
S2 O3 1.443(6)
S2 N2 1.627(7)
S2 C9 1.782(8)
N3 H3 0.8800
N2 C13 1.416(10)
N2 H2 0.8800
N1 C7 1.419(10)
N1 H1 0.8800
C7 C12 1.387(12)
C7 C8 1.399(10)
C9 C10 1.367(12)
C9 C8 1.380(11)
C12 C11 1.376(12)
C12 H12 0.9500
C10 C11 1.384(12)
C10 H10 0.9500
C8 H8 0.9500
C11 H11 0.9500
C14 C13 1.378(10)
C14 C15 1.381(10)
C14 H14 0.9500
C18 C17 1.387(12)
C18 C13 1.399(11)
C18 H18 0.9500
C15 C16 1.418(11)
C16 C17 1.366(11)
C16 H16 0.9500
C17 H17 0.9500
