#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:04:46 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180372 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/41/7204101.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_7204101
loop_
_publ_author_name
'Praveen, Thoniyot'
'Das, Tanya'
'Sureshan, Kana M.'
'Shashidhar, Mysore S.'
'Samanta, Uttamkumar'
'Pal, Debnath'
'Chakrabarti, Pinak'
_publ_section_title
;
 Silver(i) oxide--silver halide mediated alcoholysis of
 O-benzoyl-myo-inositol 1,3,5-orthoformates: intramolecular assistance
 by the sulfonyl group
;
_journal_issue                   2
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 2'
_journal_page_first              358
_journal_paper_doi               10.1039/b101476p
_journal_year                    2002
_chemical_compound_source        synthesized
_chemical_formula_moiety         'C22 H20 O10 S'
_chemical_formula_sum            'C22 H20 O10 S'
_chemical_formula_weight         476.44
_chemical_melting_point          434.5(5)
_chemical_name_systematic
;
racemic 2,6-di-O-benzoyl-4-O-methanesulfonyl-myo-inositol-1,3,5-orthoformate
;
_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                109.205(5)
_cell_angle_beta                 105.285(5)
_cell_angle_gamma                102.015(5)
_cell_formula_units_Z            2
_cell_length_a                   8.860(3)
_cell_length_b                   11.530(4)
_cell_length_c                   12.079(4)
_cell_measurement_reflns_used    6921
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.78
_cell_measurement_theta_min      2.50
_cell_volume                     1063.5(6)
_computing_cell_refinement       'Bruker SAINT'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.906
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_device       'Bruker Smart APEX'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'Omega Scan'
_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  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11503
_diffrn_reflns_theta_full        27.78
_diffrn_reflns_theta_max         27.78
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.211
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.774924
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Prism '
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.506
_exptl_crystal_size_mid          0.438
_exptl_crystal_size_min          0.131
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       0.003(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         4533
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0533
_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)+(0.0897P)²+0.2684P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1495
_refine_ls_wR_factor_ref         0.1564
_reflns_number_gt                3863
_reflns_number_total             4533
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b101476p.txt
_cod_data_source_block           mesylate_8
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/adriana/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'multiscan' changed to
'multi-scan' according to
'/home/adriana/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '434-435 K' was changed to '434.5(5)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7204101
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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.29427(6) 0.58066(4) 0.48624(5) 0.05283(19) Uani 1 1 d . . .
O1 O 0.81687(17) 0.98926(14) 0.94983(12) 0.0589(4) Uani 1 1 d . . .
O2 O 0.87318(15) 0.74132(13) 0.86472(11) 0.0462(3) Uani 1 1 d . . .
O3 O 0.59874(17) 0.81360(17) 0.90981(13) 0.0622(4) Uani 1 1 d . . .
O4 O 0.45157(15) 0.70671(13) 0.56689(12) 0.0495(3) Uani 1 1 d . . .
O5 O 0.5481(2) 0.98397(17) 0.86023(14) 0.0688(5) Uani 1 1 d . . .
O6 O 0.73320(18) 0.90748(13) 0.61857(13) 0.0545(3) Uani 1 1 d . . .
O7 O 1.0469(2) 0.74292(18) 0.75887(15) 0.0667(4) Uani 1 1 d . . .
O8 O 0.7328(4) 1.0792(2) 0.5719(2) 0.1094(8) Uani 1 1 d . . .
O9 O 0.3194(2) 0.52376(17) 0.37240(17) 0.0793(5) Uani 1 1 d . . .
O10 O 0.2729(2) 0.50927(17) 0.56040(19) 0.0798(5) Uani 1 1 d . . .
C1 C 0.8294(2) 0.92973(17) 0.82913(17) 0.0472(4) Uani 1 1 d . . .
H1 H 0.9444 0.9600 0.8352 0.057 Uiso 1 1 calc R . .
C2 C 0.7697(2) 0.78226(17) 0.78232(16) 0.0415(4) Uani 1 1 d . . .
H2 H 0.7675 0.7415 0.6965 0.050 Uiso 1 1 calc R . .
C3 C 0.5970(2) 0.74156(19) 0.78625(17) 0.0482(4) Uani 1 1 d . . .
H3 H 0.5581 0.6481 0.7645 0.058 Uiso 1 1 calc R . .
C4 C 0.4757(2) 0.77766(19) 0.69756(17) 0.0483(4) Uani 1 1 d . . .
H4 H 0.3689 0.7580 0.7085 0.058 Uiso 1 1 calc R . .
C5 C 0.5432(3) 0.9227(2) 0.73354(18) 0.0530(5) Uani 1 1 d . . .
H5 H 0.4693 0.9484 0.6771 0.064 Uiso 1 1 calc R . .
C6 C 0.7198(3) 0.96934(18) 0.73768(19) 0.0523(4) Uani 1 1 d . . .
H6 H 0.7579 1.0638 0.7655 0.063 Uiso 1 1 calc R . .
C7 C 0.6546(3) 0.9479(2) 0.9431(2) 0.0648(6) Uani 1 1 d . . .
H7 H 0.6526 0.9913 1.0272 0.078 Uiso 1 1 calc R . .
C8 C 1.0107(2) 0.72554(17) 0.84257(17) 0.0459(4) Uani 1 1 d . . .
C9 C 1.1100(2) 0.68629(17) 0.93504(17) 0.0460(4) Uani 1 1 d . . .
C10 C 1.2491(3) 0.6585(3) 0.9207(3) 0.0811(8) Uani 1 1 d . . .
H10 H 1.2769 0.6611 0.8523 0.097 Uiso 1 1 calc R . .
C11 C 1.3477(4) 0.6266(4) 1.0081(4) 0.1017(11) Uani 1 1 d . . .
H11 H 1.4422 0.6086 0.9984 0.122 Uiso 1 1 calc R . .
C12 C 1.3081(3) 0.6211(3) 1.1081(3) 0.0812(8) Uani 1 1 d . . .
H12 H 1.3750 0.5996 1.1664 0.097 Uiso 1 1 calc R . .
C13 C 1.1697(4) 0.6473(3) 1.1222(2) 0.0812(8) Uani 1 1 d . . .
H13 H 1.1417 0.6432 1.1901 0.097 Uiso 1 1 calc R . .
C14 C 1.0706(3) 0.6799(3) 1.0359(2) 0.0677(6) Uani 1 1 d . . .
H14 H 0.9763 0.6977 1.0463 0.081 Uiso 1 1 calc R . .
C15 C 0.7415(3) 0.9719(2) 0.5450(2) 0.0627(6) Uani 1 1 d . . .
C16 C 0.7585(3) 0.8915(3) 0.4277(2) 0.0673(6) Uani 1 1 d . . .
C17 C 0.7337(3) 0.7593(3) 0.3930(2) 0.0722(6) Uani 1 1 d . . .
H17 H 0.7086 0.7209 0.4454 0.087 Uiso 1 1 calc R . .
C18 C 0.7457(4) 0.6838(4) 0.2813(3) 0.0971(10) Uani 1 1 d . . .
H18 H 0.7310 0.5960 0.2605 0.117 Uiso 1 1 calc R . .
C19 C 0.7787(5) 0.7371(6) 0.2034(4) 0.1253(16) Uani 1 1 d . . .
H19 H 0.7823 0.6851 0.1275 0.150 Uiso 1 1 calc R . .
C20 C 0.8073(4) 0.8689(6) 0.2348(4) 0.1296(19) Uani 1 1 d . . .
H20 H 0.8334 0.9047 0.1808 0.156 Uiso 1 1 calc R . .
C21 C 0.7970(3) 0.9499(4) 0.3491(3) 0.1015(12) Uani 1 1 d . . .
H21 H 0.8152 1.0382 0.3706 0.122 Uiso 1 1 calc R . .
C22 C 0.1297(3) 0.6411(2) 0.4593(2) 0.0655(6) Uani 1 1 d . . .
H22A H 0.1538 0.7048 0.4260 0.098 Uiso 1 1 calc R . .
H22B H 0.1136 0.6805 0.5369 0.098 Uiso 1 1 calc R . .
H22C H 0.0309 0.5714 0.4001 0.098 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'
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
_geom_angle_publ_flag
O9 S1 O10 120.51(12) . . ?
O9 S1 O4 104.06(10) . . ?
O10 S1 O4 109.04(9) . . ?
O9 S1 C22 109.66(12) . . ?
O10 S1 C22 108.28(12) . . ?
O4 S1 C22 104.04(10) . . ?
C7 O1 C1 110.71(14) . . ?
C8 O2 C2 116.13(14) . . ?
C7 O3 C3 111.34(15) . . ?
C4 O4 S1 117.75(11) . . ?
C7 O5 C5 110.92(14) . . ?
C15 O6 C6 119.73(17) . . ?
O1 C1 C6 107.76(15) . . ?
O1 C1 C2 110.47(15) . . ?
C6 C1 C2 109.18(15) . . ?
O2 C2 C3 107.11(14) . . ?
O2 C2 C1 110.64(14) . . ?
C3 C2 C1 107.67(15) . . ?
O3 C3 C2 109.76(14) . . ?
O3 C3 C4 104.90(15) . . ?
C2 C3 C4 110.98(15) . . ?
O4 C4 C5 109.80(15) . . ?
O4 C4 C3 112.08(15) . . ?
C5 C4 C3 108.33(15) . . ?
O5 C5 C4 105.33(17) . . ?
O5 C5 C6 106.46(16) . . ?
C4 C5 C6 114.23(15) . . ?
O6 C6 C1 106.43(15) . . ?
O6 C6 C5 111.71(15) . . ?
C1 C6 C5 107.84(17) . . ?
O1 C7 O3 111.11(17) . . ?
O1 C7 O5 111.6(2) . . ?
O3 C7 O5 111.25(18) . . ?
O7 C8 O2 123.35(17) . . ?
O7 C8 C9 125.18(17) . . ?
O2 C8 C9 111.47(15) . . ?
C14 C9 C10 118.8(2) . . ?
C14 C9 C8 122.52(17) . . ?
C10 C9 C8 118.66(19) . . ?
C9 C10 C11 120.0(2) . . ?
C12 C11 C10 120.8(2) . . ?
C11 C12 C13 119.5(2) . . ?
C12 C13 C14 120.3(3) . . ?
C9 C14 C13 120.6(2) . . ?
O8 C15 O6 123.1(2) . . ?
O8 C15 C16 125.9(2) . . ?
O6 C15 C16 110.99(19) . . ?
C17 C16 C21 119.6(3) . . ?
C17 C16 C15 121.45(19) . . ?
C21 C16 C15 119.0(3) . . ?
C18 C17 C16 121.2(3) . . ?
C19 C18 C17 120.2(4) . . ?
C18 C19 C20 120.9(4) . . ?
C19 C20 C21 120.6(3) . . ?
C16 C21 C20 117.5(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O9 1.4139(19) . ?
S1 O10 1.4231(18) . ?
S1 O4 1.5853(13) . ?
S1 C22 1.744(2) . ?
O1 C7 1.389(3) . ?
O1 C1 1.438(2) . ?
O2 C8 1.349(2) . ?
O2 C2 1.436(2) . ?
O3 C7 1.404(3) . ?
O3 C3 1.444(2) . ?
O4 C4 1.451(2) . ?
O5 C7 1.416(3) . ?
O5 C5 1.443(2) . ?
O6 C15 1.339(2) . ?
O6 C6 1.429(2) . ?
O7 C8 1.201(2) . ?
O8 C15 1.196(3) . ?
C1 C6 1.524(3) . ?
C1 C2 1.525(3) . ?
C2 C3 1.522(2) . ?
C3 C4 1.533(3) . ?
C4 C5 1.521(3) . ?
C5 C6 1.527(3) . ?
C8 C9 1.486(3) . ?
C9 C14 1.372(3) . ?
C9 C10 1.376(3) . ?
C10 C11 1.385(4) . ?
C11 C12 1.360(4) . ?
C12 C13 1.361(4) . ?
C13 C14 1.383(3) . ?
C15 C16 1.482(4) . ?
C16 C17 1.392(4) . ?
C16 C21 1.404(3) . ?
C17 C18 1.390(4) . ?
C18 C19 1.340(6) . ?
C19 C20 1.388(7) . ?
C20 C21 1.429(6) . ?
