#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/98/2239805.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_2239805
loop_
_publ_author_name
'Awad, Riad'
'Mallah, Eyad'
'Abu Dayyih, Wael'
'Sweidan, Kamal'
'Steimann, Manfred'
_publ_section_title
;
 Bis(methylsulfonyl)methane
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o877
_journal_paper_doi               10.1107/S1600536814016201
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C3 H8 O4 S2'
_chemical_formula_moiety         'C3 H8 O4 S2'
_chemical_formula_sum            'C3 H8 O4 S2'
_chemical_formula_weight         172.21
_chemical_name_systematic
;
Bis(methylsulfonyl)methane
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.77(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.0496(18)
_cell_length_b                   5.793(3)
_cell_length_c                   11.0496(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      16.21
_cell_measurement_theta_min      5.69
_cell_volume                     702.4(4)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2008)'
_computing_data_collection       'IPDS (Stoe & Cie, 2008)'
_computing_data_reduction        'IPDS (Stoe & Cie, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       'φ 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  0.0737
_diffrn_reflns_av_sigmaI/netI    0.0381
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9692
_diffrn_reflns_theta_full        26.33
_diffrn_reflns_theta_max         26.33
_diffrn_reflns_theta_min         3.71
_diffrn_standards_decay_%        1.0
_exptl_absorpt_coefficient_mu    0.703
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.284
_refine_ls_extinction_coef       0.0073(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXTL (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         1441
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0311
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0285P)²+0.4290P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0700
_refine_ls_wR_factor_ref         0.0729
_reflns_number_gt                1274
_reflns_number_total             1441
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            cv5464sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        702.3(3)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2239805
_cod_database_fobs_code          2239805
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_occupancy
_atom_site_symmetry_multiplicity
S S1 0.16353(4) 1.01190(7) 0.35533(4) 0.01773(15) Uani d 1 1
S S2 -0.07227(4) 1.00358(8) 0.18190(4) 0.02323(16) Uani d 1 1
C C1 0.11691(19) 1.2396(3) 0.44401(18) 0.0233(4) Uani d 1 1
H H1A 0.033(2) 1.226(4) 0.448(2) 0.034(6) Uiso d 1 1
H H1B 0.137(2) 1.376(4) 0.409(2) 0.030(6) Uiso d 1 1
H H1C 0.160(2) 1.220(4) 0.524(2) 0.037(6) Uiso d 1 1
C C2 -0.0862(2) 0.7028(4) 0.1665(2) 0.0349(5) Uani d 1 1
H H2A -0.052(2) 0.634(5) 0.239(2) 0.041(7) Uiso d 1 1
H H2B -0.046(3) 0.657(5) 0.099(3) 0.048(7) Uiso d 1 1
H H2C -0.166(3) 0.673(5) 0.158(2) 0.049(8) Uiso d 1 1
C C3 0.08763(16) 1.0559(3) 0.20496(16) 0.0210(4) Uani d 1 1
H H3A 0.127(2) 0.955(4) 0.153(2) 0.028(6) Uiso d 1 1
H H3B 0.103(2) 1.214(4) 0.1858(19) 0.027(6) Uiso d 1 1
O O4 0.12487(12) 0.7950(2) 0.40149(12) 0.0254(3) Uani d 1 1
O O5 -0.12516(12) 1.0780(3) 0.28823(13) 0.0325(4) Uani d 1 1
O O6 0.29086(11) 1.0408(2) 0.34274(12) 0.0248(3) Uani d 1 1
O O7 -0.11405(14) 1.1120(3) 0.06711(13) 0.0360(4) Uani d 1 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
S1 0.0156(2) 0.0170(2) 0.0206(2) 0.00100(16) 0.00237(15) 0.00051(16)
S2 0.0151(2) 0.0293(3) 0.0248(3) 0.00225(17) 0.00043(17) -0.00117(18)
C1 0.0216(9) 0.0220(9) 0.0267(9) 0.0008(7) 0.0044(7) -0.0055(8)
C2 0.0240(11) 0.0325(12) 0.0479(14) -0.0070(9) 0.0031(10) -0.0062(10)
C3 0.0170(8) 0.0243(9) 0.0218(9) -0.0013(7) 0.0024(7) 0.0023(7)
O4 0.0295(7) 0.0196(6) 0.0273(7) -0.0003(5) 0.0047(5) 0.0038(5)
O5 0.0189(7) 0.0465(9) 0.0327(8) 0.0046(6) 0.0053(5) -0.0066(7)
O6 0.0145(6) 0.0274(7) 0.0325(7) 0.0017(5) 0.0019(5) -0.0021(6)
O7 0.0273(7) 0.0492(10) 0.0292(7) 0.0091(7) -0.0061(6) 0.0039(7)
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'
S S 0.1246 0.1234 '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'
H H 0.0000 0.0000 '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
O6 S1 O4 118.02(8)
O6 S1 C1 108.72(9)
O4 S1 C1 109.82(10)
O6 S1 C3 104.48(8)
O4 S1 C3 109.10(8)
C1 S1 C3 105.96(10)
O5 S2 O7 117.99(9)
O5 S2 C2 109.70(11)
O7 S2 C2 109.39(11)
O5 S2 C3 108.90(9)
O7 S2 C3 105.13(9)
C2 S2 C3 104.87(10)
S2 C3 S1 117.20(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O6 1.4398(13)
S1 O4 1.4397(14)
S1 C1 1.7563(19)
S1 C3 1.7889(18)
S2 O5 1.4386(14)
S2 O7 1.4416(15)
S2 C2 1.756(2)
S2 C3 1.7811(19)
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
C1 H1A O4 3_576 0.94(2) 2.55(2) 3.342(3) 142.3(18)
C1 H1B O4 1_565 0.92(2) 2.43(2) 3.254(3) 149.1(19)
C2 H2C O5 2_445 0.89(3) 2.51(3) 3.365(3) 160.3(19)
C3 H3A O6 2_545 0.96(2) 2.56(2) 3.339(3) 138.1(18)
C3 H3A O7 3_575 0.96(2) 2.45(2) 3.206(3) 135.5(18)
C3 H3B O6 2_555 0.96(2) 2.27(2) 3.184(3) 159.2(19)
