#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/06/7110628.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7110628
loop_
_publ_author_name
'Alan Aitken, R.'
'Hill, Lawrence'
'Lightfoot, Philip'
'Wilson, Neil J.'
_publ_contact_author
;
Dr P. Lightfoot
School of Chemistry
University of St Andrews
St Andrews Fife
KY16 9ST
;
_publ_section_title
;
 New reactions of cyclic sulfoxides under Pummerer conditions
;
_journal_issue                   17
_journal_name_full               'Chemical Communications'
_journal_page_first              1673
_journal_paper_doi               10.1039/a904882k
_journal_year                    1999
_chemical_formula_moiety         'C15 H16 O5 S4 '
_chemical_formula_sum            'C15 H16 O5 S4'
_chemical_formula_weight         404.53
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_audit_creation_date             'Tue May 25 08:58:57 1999'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 105.06(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.321(8)
_cell_length_b                   15.481(5)
_cell_length_c                   12.756(7)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293.2
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      24.1
_cell_volume                     1777.5(19)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        teXsan
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_diffrn_ambient_temperature      293.2
_diffrn_measurement_device       AFC7S
_diffrn_measurement_method       'omega/2-theta scans'
_diffrn_orient_matrix_UB_11      -0.00821
_diffrn_orient_matrix_UB_12      -0.06215
_diffrn_orient_matrix_UB_13      -0.02214
_diffrn_orient_matrix_UB_21      -0.11051
_diffrn_orient_matrix_UB_22      0.00335
_diffrn_orient_matrix_UB_23      -0.01393
_diffrn_orient_matrix_UB_31      -0.00810
_diffrn_orient_matrix_UB_32      0.01729
_diffrn_orient_matrix_UB_33      -0.07685
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoKalpha
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  6.23
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3472
_diffrn_reflns_theta_max         25.01
_diffrn_standards_decay_%        -0.48
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.556
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_description       block
_exptl_crystal_F_000             840.00
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_refine_diff_density_max         1.13
_refine_diff_density_min         -0.97
_refine_ls_extinction_coef       20.91027
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   7.302
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         2278
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0954
_refine_ls_shift/esd_max         0.0240
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.0920
_reflns_number_observed          2278
_reflns_number_total             3263
_reflns_observed_criterion       3.00
_cod_data_source_file            904882ksup1.cif
_cod_data_source_block           RAAitken
_cod_original_cell_volume        1777(1)
_cod_original_sg_symbol_H-M      'P 21/a     '
_cod_original_formula_sum        'C15 H16 O5 S4 '
_cod_database_code               7110628
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'1/2-x,1/2+y,   -z'
'   -x,   -y,   -z'
'1/2+x,1/2-y,   +z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
S(1) 0.3890(3) -0.0686(2) 0.2966(2) 0.0480(8) Uij
S(2) 0.3499(3) 0.0445(2) 0.0761(2) 0.0584(9) Uij
S(3) 0.6853(3) -0.0577(2) 0.2333(2) 0.0525(8) Uij
S(4) 0.6294(3) 0.0457(2) 0.4118(2) 0.0555(8) Uij
O(1) 0.7885(8) -0.1186(5) 0.6078(6) 0.063(2) Uij
O(2) 0.9165(8) 0.0032(5) 0.6149(6) 0.071(3) Uij
O(3) 0.9677(8) -0.1726(5) 0.4745(6) 0.067(3) Uij
O(4) 0.9219(8) -0.1856(5) 0.2912(7) 0.072(3) Uij
O(5) 0.5002(10) 0.1469(5) 0.2232(7) 0.095(3) Uij
C(1) 0.3475(10) -0.1273(6) 0.1690(8) 0.044(3) Uij
C(2) 0.192(1) -0.1692(7) 0.1460(9) 0.052(3) Uij
C(3) 0.190(1) -0.2417(7) 0.0621(9) 0.064(4) Uij
C(4) 0.189(1) -0.1902(8) -0.0435(9) 0.072(4) Uij
C(5) 0.186(1) -0.0964(7) -0.0101(10) 0.068(4) Uij
C(6) 0.339(1) -0.0727(6) 0.0644(8) 0.047(3) Uij
C(7) 0.095(1) -0.1004(7) 0.076(1) 0.079(4) Uij
C(8) 0.5413(9) 0.0000(6) 0.2787(8) 0.040(3) Uij
C(9) 0.475(1) 0.0715(7) 0.2012(9) 0.056(3) Uij
C(11) 0.7812(9) -0.0865(6) 0.3667(8) 0.041(3) Uij
C(12) 0.7541(9) -0.0412(6) 0.4458(8) 0.041(3) Uij
C(13) 0.8313(10) -0.0496(7) 0.5646(8) 0.048(3) Uij
C(14) 0.872(1) -0.1385(8) 0.7192(10) 0.087(5) Uij
C(15) 0.899(1) -0.1543(7) 0.369(1) 0.053(3) Uij
C(16) 1.090(1) -0.2353(8) 0.487(1) 0.105(5) Uij
H(1) 0.4195 -0.1716 0.1737 0.0524 Uij
H(2) 0.1616 -0.1862 0.2086 0.0620 Uij
H(3) 0.2758 -0.2771 0.0837 0.0769 Uij
H(4) 0.1035 -0.2765 0.0523 0.0769 Uij
H(5) 0.2756 -0.2022 -0.0669 0.0865 Uij
H(6) 0.1032 -0.2038 -0.1000 0.0865 Uij
H(7) 0.1491 -0.0573 -0.0681 0.0811 Uij
H(8) 0.4143 -0.0923 0.0317 0.0567 Uij
H(9) -0.0045 -0.1191 0.0463 0.0946 Uij
H(10) 0.0947 -0.0473 0.1130 0.0946 Uij
H(13) 0.8335 -0.1898 0.7427 0.1040 Uij
H(14) 0.9737 -0.1467 0.7216 0.1040 Uij
H(15) 0.8625 -0.0920 0.7656 0.1040 Uij
H(16) 1.0521 -0.2875 0.4510 0.1257 Uij
H(17) 1.1634 -0.2123 0.4553 0.1257 Uij
H(18) 1.1320 -0.2463 0.5616 0.1257 Uij
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 60 0.003 0.002 'International Tables'
H 0 64 0.000 0.000 'International Tables'
S 0 16 0.125 0.123 'International Tables'
O 0 20 0.011 0.006 'International Tables'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 -1 -2
-1 -2 -1
1 -2 -1
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(1) S(1) C(8) 99.8(4) yes
C(6) S(2) C(9) 108.6(5) yes
C(8) S(3) C(11) 92.7(4) yes
C(8) S(4) C(12) 92.4(4) yes
C(13) O(1) C(14) 115.9(9) yes
C(15) O(3) C(16) 113.1(9) yes
S(1) C(1) C(2) 110.5(7) yes
S(1) C(1) C(6) 116.5(7) yes
C(2) C(1) C(6) 103.3(7) yes
C(1) C(2) C(3) 106.0(8) yes
C(1) C(2) C(7) 101.7(8) yes
C(3) C(2) C(7) 101.6(9) yes
C(2) C(3) C(4) 102.8(9) yes
C(3) C(4) C(5) 104.1(9) yes
C(4) C(5) C(6) 108.7(9) yes
C(4) C(5) C(7) 102.2(10) yes
C(6) C(5) C(7) 99.5(9) yes
S(2) C(6) C(1) 118.6(7) yes
S(2) C(6) C(5) 108.0(7) yes
C(1) C(6) C(5) 103.2(8) yes
C(2) C(7) C(5) 95.3(9) yes
S(1) C(8) S(3) 114.3(5) yes
S(1) C(8) S(4) 106.5(5) yes
S(1) C(8) C(9) 107.9(6) yes
S(3) C(8) S(4) 107.1(4) yes
S(3) C(8) C(9) 111.2(7) yes
S(4) C(8) C(9) 109.6(7) yes
S(2) C(9) O(5) 118.8(8) yes
S(2) C(9) C(8) 118.8(8) yes
O(5) C(9) C(8) 122.4(10) yes
S(3) C(11) C(12) 117.3(8) yes
S(3) C(11) C(15) 112.0(8) yes
C(12) C(11) C(15) 130.2(9) yes
S(4) C(12) C(11) 118.0(7) yes
S(4) C(12) C(13) 115.3(7) yes
C(11) C(12) C(13) 126.4(9) yes
O(1) C(13) O(2) 124.1(10) yes
O(1) C(13) C(12) 112.1(9) yes
O(2) C(13) C(12) 123(1) yes
O(3) C(15) O(4) 127(1) yes
O(3) C(15) C(11) 108.1(10) yes
O(4) C(15) C(11) 124(1) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S(1) C(1) 1.816(10) yes
S(1) C(8) 1.834(9) yes
S(2) C(6) 1.821(10) yes
S(2) C(9) 1.76(1) yes
S(3) C(8) 1.828(9) yes
S(3) C(11) 1.761(9) yes
S(4) C(8) 1.825(9) yes
S(4) C(12) 1.756(9) yes
O(1) C(13) 1.31(1) yes
O(1) C(14) 1.46(1) yes
O(2) C(13) 1.20(1) yes
O(3) C(15) 1.37(1) yes
O(3) C(16) 1.47(1) yes
O(4) C(15) 1.17(1) yes
O(5) C(9) 1.21(1) yes
C(1) C(2) 1.55(1) yes
C(1) C(6) 1.56(1) yes
C(2) C(3) 1.55(1) yes
C(2) C(7) 1.53(1) yes
C(3) C(4) 1.56(1) yes
C(4) C(5) 1.52(1) yes
C(5) C(6) 1.54(1) yes
C(5) C(7) 1.55(2) yes
C(8) C(9) 1.51(1) yes
C(11) C(12) 1.31(1) yes
C(11) C(15) 1.51(1) yes
C(12) C(13) 1.51(1) yes
