#------------------------------------------------------------------------------
#$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2224489.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_2224489
loop_
_publ_author_name
'Qian, Shao-Song'
'Cui, Hong-You'
_publ_section_title
;
 4-(Methylsulfonyl)benzaldehyde
;
_journal_coeditor_code           WN2364
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3029
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C8 H8 O3 S'
_chemical_formula_moiety         'C8 H8 O3 S'
_chemical_formula_sum            'C8 H8 O3 S'
_chemical_formula_weight         184.20
_chemical_name_systematic
;
4-(Methylsulfonyl)benzaldehyde
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 90.07(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.1280(12)
_cell_length_b                   8.0400(16)
_cell_length_c                   16.734(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13
_cell_measurement_theta_min      9
_cell_volume                     824.5(3)
_computing_cell_refinement       'CAD-4 Software (Enraf--Nonius 1989)'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius 1989)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo,1995)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       \w/2\q
_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  0.0134
_diffrn_reflns_av_sigmaI/netI    0.0163
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            1643
_diffrn_reflns_theta_full        25.23
_diffrn_reflns_theta_max         25.23
_diffrn_reflns_theta_min         2.43
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.352
_exptl_absorpt_correction_T_max  0.9328
_exptl_absorpt_correction_T_min  0.9016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.262
_refine_ls_extinction_coef       0.028(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1495
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0340
_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/[\s^2^(Fo^2^)+(0.1P)^2^+0.095P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1184
_refine_ls_wR_factor_ref         0.1258
_reflns_number_gt                1310
_reflns_number_total             1495
_reflns_threshold_expression     I>2\s(I)
_[local]_cod_data_source_file    wn2364.cif
_[local]_cod_data_source_block   I
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2224489
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_refinement_flags
_atom_site_occupancy
S S 0.25890(8) 0.43803(6) 0.17148(3) 0.0397(3) Uani d . 1
O O1 0.1031(3) 0.5283(2) 0.21856(10) 0.0647(5) Uani d . 1
O O2 0.4429(3) 0.5269(2) 0.13956(10) 0.0590(5) Uani d . 1
C C1 0.3533(4) 0.2698(3) 0.22913(12) 0.0479(5) Uani d . 1
H H1B 0.4308 0.3111 0.2749 0.072 Uiso calc R 1
H H1C 0.4492 0.2022 0.1975 0.072 Uiso calc R 1
H H1D 0.2314 0.2041 0.2465 0.072 Uiso calc R 1
C C2 0.1206(3) 0.3429(2) 0.09056(10) 0.0338(4) Uani d . 1
C C3 -0.0839(3) 0.2728(3) 0.10317(12) 0.0436(5) Uani d . 1
H H3A -0.1484 0.2768 0.1534 0.052 Uiso calc R 1
O O3 -0.3837(3) 0.0537(2) -0.10080(11) 0.0631(5) Uani d . 1
C C4 -0.1897(3) 0.1971(3) 0.04005(12) 0.0427(5) Uani d . 1
H H4A -0.3256 0.1482 0.0477 0.051 Uiso calc R 1
C C5 -0.0929(3) 0.1941(2) -0.03484(11) 0.0373(5) Uani d . 1
C C6 0.1115(4) 0.2644(3) -0.04627(12) 0.0432(5) Uani d . 1
H H6A 0.1757 0.2613 -0.0966 0.052 Uiso calc R 1
C C7 0.2200(3) 0.3388(2) 0.01639(11) 0.0392(5) Uani d . 1
H H7A 0.3575 0.3854 0.0090 0.047 Uiso calc R 1
C C8 -0.2049(4) 0.1147(3) -0.10336(13) 0.0504(6) Uani d . 1
H H8A -0.1315 0.1119 -0.1520 0.061 Uiso calc R 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
S 0.0415(4) 0.0387(4) 0.0387(4) -0.00006(19) -0.0065(2) -0.00429(18)
O1 0.0675(11) 0.0680(11) 0.0586(10) 0.0206(9) -0.0087(9) -0.0250(8)
O2 0.0628(10) 0.0582(9) 0.0560(9) -0.0261(8) -0.0096(8) 0.0025(8)
C1 0.0512(12) 0.0505(12) 0.0421(11) 0.0021(10) -0.0120(9) 0.0027(9)
C2 0.0330(9) 0.0330(9) 0.0352(9) 0.0010(7) -0.0039(7) 0.0013(7)
C3 0.0365(10) 0.0567(12) 0.0374(10) -0.0024(9) 0.0051(8) -0.0022(9)
O3 0.0617(11) 0.0626(10) 0.0649(11) -0.0178(8) -0.0167(8) -0.0050(8)
C4 0.0331(10) 0.0461(11) 0.0488(11) -0.0050(8) -0.0015(8) 0.0001(8)
C5 0.0398(10) 0.0323(9) 0.0396(10) 0.0018(8) -0.0072(8) 0.0008(7)
C6 0.0472(11) 0.0486(11) 0.0338(10) -0.0028(9) 0.0041(8) 0.0009(8)
C7 0.0352(10) 0.0432(10) 0.0391(10) -0.0045(8) 0.0005(8) 0.0030(8)
C8 0.0595(14) 0.0469(12) 0.0448(11) -0.0042(11) -0.0090(10) -0.0014(9)
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
O1 S O2 118.34(12)
O1 S C1 107.85(11)
O2 S C1 109.17(11)
O1 S C2 108.66(10)
O2 S C2 107.77(9)
C1 S C2 104.13(9)
S C1 H1B 109.5
S C1 H1C 109.5
H1B C1 H1C 109.5
S C1 H1D 109.5
H1B C1 H1D 109.5
H1C C1 H1D 109.5
C7 C2 C3 121.62(17)
C7 C2 S 119.04(14)
C3 C2 S 119.34(14)
C4 C3 C2 119.05(18)
C4 C3 H3A 120.5
C2 C3 H3A 120.5
C3 C4 C5 119.86(18)
C3 C4 H4A 120.1
C5 C4 H4A 120.1
C4 C5 C6 120.28(18)
C4 C5 C8 120.61(18)
C6 C5 C8 119.11(19)
C7 C6 C5 120.46(18)
C7 C6 H6A 119.8
C5 C6 H6A 119.8
C6 C7 C2 118.71(17)
C6 C7 H7A 120.6
C2 C7 H7A 120.6
O3 C8 C5 124.8(2)
O3 C8 H8A 117.6
C5 C8 H8A 117.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S O1 1.4355(17)
S O2 1.4385(17)
S C1 1.759(2)
S C2 1.7703(18)
C1 H1B 0.9600
C1 H1C 0.9600
C1 H1D 0.9600
C2 C7 1.384(3)
C2 C3 1.390(3)
C3 C4 1.380(3)
C3 H3A 0.9300
O3 C8 1.201(3)
C4 C5 1.387(3)
C4 H4A 0.9300
C5 C6 1.388(3)
C5 C8 1.480(3)
C6 C7 1.377(3)
C6 H6A 0.9300
C7 H7A 0.9300
C8 H8A 0.9300
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
C4 H4A O3 3_455 0.93 2.57 3.457(3) 159.3
C1 H1D O1 2_545 0.96 2.56 3.518(3) 175.6
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
O1 S C2 C7 140.91(17)
O2 S C2 C7 11.52(19)
C1 S C2 C7 -104.34(17)
O1 S C2 C3 -39.78(18)
O2 S C2 C3 -169.16(16)
C1 S C2 C3 74.97(17)
C7 C2 C3 C4 0.1(3)
S C2 C3 C4 -179.23(15)
C2 C3 C4 C5 -0.9(3)
C3 C4 C5 C6 1.1(3)
C3 C4 C5 C8 -179.47(18)
C4 C5 C6 C7 -0.4(3)
C8 C5 C6 C7 -179.85(18)
C5 C6 C7 C2 -0.4(3)
C3 C2 C7 C6 0.6(3)
S C2 C7 C6 179.91(14)
C4 C5 C8 O3 2.4(3)
C6 C5 C8 O3 -178.2(2)