#------------------------------------------------------------------------------
#$Date: 2016-02-20 17:35:30 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/86/2218685.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2218685
loop_
_publ_author_name
'Bernès, Sylvain'
'Hernández, Guadalupe'
'Portillo, Roberto'
'Gutiérrez, René'
_publ_section_title
;
 Trimesic acid dimethyl sulfoxide solvate: space group revision
;
_journal_coeditor_code           FB2098
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1366
_journal_paper_doi               10.1107/S1600536808018655
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C9 H6 O6, C2 H6 O S'
_chemical_formula_moiety         'C9 H6 O6, C2 H6 O S'
_chemical_formula_sum            'C11 H12 O7 S'
_chemical_formula_weight         288.27
_chemical_name_systematic
;
Trimesic acid dimethyl sulfoxide solvate
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELX
_cell_angle_alpha                90.00
_cell_angle_beta                 96.195(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.7444(7)
_cell_length_b                   6.8365(7)
_cell_length_c                   10.7113(8)
_cell_measurement_pressure       101(2)
_cell_measurement_reflns_used    45
_cell_measurement_temperature    298.0(10)
_cell_measurement_theta_max      13.75
_cell_measurement_theta_min      4.68
_cell_volume                     636.59(10)
_computing_cell_refinement       'XSCANS (Siemens, 1996)'
_computing_data_collection       'XSCANS (Siemens, 1996)'
_computing_data_reduction        'XSCANS (Siemens, 1996)'
_computing_molecular_graphics    'Mercury  (Macrae et al.,  2006)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298.0(10)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       2θ/ω
_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  0.0149
_diffrn_reflns_av_sigmaI/netI    0.0168
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4582
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         1.91
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.281
_exptl_absorpt_correction_T_max  0.904
_exptl_absorpt_correction_T_min  0.851
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(XSCANS; Siemens, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.36
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.297
_refine_ls_extinction_coef       0.040(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    20
_refine_ls_number_parameters     123
_refine_ls_number_reflns         2007
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0370
_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)+(0.0632P)²+0.1017P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1079
_refine_ls_wR_factor_ref         0.1121
_reflns_number_gt                1772
_reflns_number_total             2007
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fb2098.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               2218685
_cod_database_fobs_code          2218685
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
C C1 0.60335(14) 0.2500 0.50040(13) 0.0315(3) Uani d S 1
C C2 0.65053(16) 0.2500 0.38033(13) 0.0356(3) Uani d S 1
H H2A 0.5773 0.2500 0.3106 0.043 Uiso calc SR 1
C C3 0.80576(16) 0.2500 0.36384(12) 0.0355(3) Uani d S 1
C C4 0.91692(16) 0.2500 0.46759(13) 0.0361(3) Uani d S 1
H H4A 1.0210 0.2500 0.4567 0.043 Uiso calc SR 1
C C5 0.86956(15) 0.2500 0.58847(12) 0.0333(3) Uani d S 1
C C6 0.71358(15) 0.2500 0.60405(13) 0.0325(3) Uani d S 1
H H6A 0.6829 0.2500 0.6845 0.039 Uiso calc SR 1
C C7 0.43539(16) 0.2500 0.51484(15) 0.0363(3) Uani d S 1
C C8 0.84857(18) 0.2500 0.23234(14) 0.0428(4) Uani d S 1
C C9 0.98606(16) 0.2500 0.70011(13) 0.0382(4) Uani d S 1
O O1 0.40892(13) 0.2500 0.63458(12) 0.0512(4) Uani d S 1
H H1 0.314(4) 0.2500 0.640(3) 0.079(9) Uiso d S 1
O O2 0.33561(13) 0.2500 0.42797(12) 0.0527(4) Uani d S 1
O O3 0.99843(14) 0.2500 0.22789(12) 0.0648(5) Uani d S 1
H H3 1.018(4) 0.2500 0.152(4) 0.105(12) Uiso d S 1
O O4 0.75495(16) 0.2500 0.14056(11) 0.0610(4) Uani d S 1
O O5 0.92574(13) 0.2500 0.80719(10) 0.0548(4) Uani d S 1
H H5 0.998(3) 0.2500 0.868(3) 0.063(7) Uiso d S 1
O O6 1.12357(13) 0.2500 0.69470(12) 0.0600(4) Uani d S 1
S S1 0.28919(4) 0.2500 0.01135(3) 0.04770(18) Uani d S 1
C C10 0.35278(17) 0.0539(3) 0.11302(15) 0.0600(4) Uani d . 1
H H10A 0.4632 0.0522 0.1249 0.090 Uiso calc R 1
H H10B 0.3158 -0.0677 0.0764 0.090 Uiso calc R 1
H H10C 0.3137 0.0713 0.1927 0.090 Uiso calc R 1
O O7 0.11484(13) 0.2500 0.00856(11) 0.0620(5) Uani d S 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.0208(5) 0.0452(7) 0.0285(6) 0.000 0.0028(4) 0.000
C2 0.0258(6) 0.0547(9) 0.0257(6) 0.000 0.0002(5) 0.000
C3 0.0276(6) 0.0578(9) 0.0212(6) 0.000 0.0037(4) 0.000
C4 0.0239(6) 0.0595(9) 0.0251(6) 0.000 0.0043(5) 0.000
C5 0.0229(5) 0.0545(8) 0.0226(5) 0.000 0.0023(4) 0.000
C6 0.0236(6) 0.0498(8) 0.0246(6) 0.000 0.0045(4) 0.000
C7 0.0227(6) 0.0491(8) 0.0371(7) 0.000 0.0032(5) 0.000
C8 0.0327(7) 0.0727(11) 0.0236(6) 0.000 0.0052(5) 0.000
C9 0.0233(6) 0.0678(10) 0.0234(6) 0.000 0.0025(4) 0.000
O1 0.0227(5) 0.0914(10) 0.0407(6) 0.000 0.0092(4) 0.000
O2 0.0261(5) 0.0874(10) 0.0433(7) 0.000 -0.0024(4) 0.000
O3 0.0320(6) 0.1391(16) 0.0244(5) 0.000 0.0083(4) 0.000
O4 0.0401(6) 0.1171(13) 0.0247(5) 0.000 -0.0012(4) 0.000
O5 0.0266(5) 0.1159(12) 0.0218(5) 0.000 0.0026(4) 0.000
O6 0.0216(5) 0.1258(13) 0.0330(6) 0.000 0.0042(4) 0.000
S1 0.0287(2) 0.0895(4) 0.0254(2) 0.000 0.00491(13) 0.000
C10 0.0550(8) 0.0642(9) 0.0587(8) -0.0010(7) -0.0031(6) -0.0050(7)
O7 0.0275(5) 0.1342(15) 0.0238(5) 0.000 0.0010(4) 0.000
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'
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_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 1 -3
-5 -2 -1
5 -2 1
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C6 C1 C2 . . 119.26(12)
C6 C1 C7 . . 121.50(12)
C2 C1 C7 . . 119.24(12)
C3 C2 C1 . . 120.60(12)
C3 C2 H2A . . 119.7
C1 C2 H2A . . 119.7
C2 C3 C4 . . 120.37(12)
C2 C3 C8 . . 117.87(12)
C4 C3 C8 . . 121.76(13)
C3 C4 C5 . . 119.08(12)
C3 C4 H4A . . 120.5
C5 C4 H4A . . 120.5
C6 C5 C4 . . 120.13(12)
C6 C5 C9 . . 119.97(12)
C4 C5 C9 . . 119.91(12)
C1 C6 C5 . . 120.56(12)
C1 C6 H6A . . 119.7
C5 C6 H6A . . 119.7
O2 C7 O1 . . 123.97(14)
O2 C7 C1 . . 123.94(14)
O1 C7 C1 . . 112.08(12)
O4 C8 O3 . . 124.03(14)
O4 C8 C3 . . 123.31(15)
O3 C8 C3 . . 112.66(13)
O6 C9 O5 . . 122.46(13)
O6 C9 C5 . . 124.08(13)
O5 C9 C5 . . 113.46(12)
C7 O1 H1 . . 110(2)
C8 O3 H3 . . 110(2)
C9 O5 H5 . . 109.3(19)
O7 S1 C10 . 4_565 104.98(6)
O7 S1 C10 . . 104.98(6)
C10 S1 C10 4_565 . 97.87(11)
S1 C10 H10A . . 109.5
S1 C10 H10B . . 109.5
H10A C10 H10B . . 109.5
S1 C10 H10C . . 109.5
H10A C10 H10C . . 109.5
H10B C10 H10C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 C6 . 1.3895(18)
C1 C2 . 1.3925(19)
C1 C7 . 1.4933(18)
C2 C3 . 1.3876(19)
C2 H2A . 0.9300
C3 C4 . 1.3952(19)
C3 C8 . 1.496(2)
C4 C5 . 1.4014(18)
C4 H4A . 0.9300
C5 C6 . 1.3918(18)
C5 C9 . 1.4849(19)
C6 H6A . 0.9300
C7 O2 . 1.2049(19)
C7 O1 . 1.3277(19)
C8 O4 . 1.2095(19)
C8 O3 . 1.3165(19)
C9 O6 . 1.2101(17)
C9 O5 . 1.3131(17)
O1 H1 . 0.84(3)
O3 H3 . 0.85(4)
O5 H5 . 0.86(3)
S1 O7 . 1.5217(12)
S1 C10 4_565 1.7781(17)
S1 C10 . 1.7781(17)
C10 H10A . 0.9600
C10 H10B . 0.9600
C10 H10C . 0.9600
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 O6 1_455 0.84(3) 1.82(3) 2.6435(16) 165(3) yes
O3 H3 O7 1_655 0.85(4) 1.83(4) 2.6593(17) 164(4) yes
O5 H5 O7 1_656 0.86(3) 1.73(3) 2.5723(16) 169(3) yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C6 C1 C2 C3 0.0
C7 C1 C2 C3 180.0
C1 C2 C3 C4 0.0
C1 C2 C3 C8 180.0
C2 C3 C4 C5 0.0
C8 C3 C4 C5 180.0
C3 C4 C5 C6 0.0
C3 C4 C5 C9 180.0
C2 C1 C6 C5 0.0
C7 C1 C6 C5 180.0
C4 C5 C6 C1 0.0
C9 C5 C6 C1 180.0
C6 C1 C7 O2 180.0
C2 C1 C7 O2 0.0
C6 C1 C7 O1 0.0
C2 C1 C7 O1 180.0
C2 C3 C8 O4 0.0
C4 C3 C8 O4 180.0
C2 C3 C8 O3 180.0
C4 C3 C8 O3 0.0
C6 C5 C9 O6 180.0
C4 C5 C9 O6 0.0
C6 C5 C9 O5 0.0
C4 C5 C9 O5 180.0
