#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/92/2009211.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_2009211
loop_
_publ_author_name
'Billodeaux, Damon R.'
'Owens, Clyde V.'
'Sayes, Christie M.'
'Soper, Steven A.'
'Fronczek, Frank R.'
_publ_section_title
;
 Pseudosymmetry with Z' = 4 in 1,3-propanesultone at 100K
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2126
_journal_page_last               2129
_journal_paper_doi               10.1107/S0108270199011592
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C3 H6 O3 S'
_chemical_formula_sum            'C3 H6 O3 S'
_chemical_formula_weight         122.14
_chemical_melting_point          306
_chemical_name_common            '1,3-propane sultone'
_chemical_name_systematic
;
3-hydroxy-1-propanesulfonic acid γ-sultone
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 113.86(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.272(2)
_cell_length_b                   11.134(8)
_cell_length_c                   10.434(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    100
_cell_measurement_theta_max      18.2
_cell_measurement_theta_min      9.3
_cell_volume                     985.1(9)
_computing_cell_refinement       'CAD4 Express Software'
_computing_data_collection       'CAD4 Express Software (Enraf-Nonius, 1993)'
_computing_data_reduction        'XCAD4 (Harms & Wolcaldo, 1996)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material
;
SHELXTL and PLATON (Spek, 1997)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.901
_diffrn_measured_fraction_theta_max 0.901
_diffrn_measurement_device_type  'Enraf-Nonius CAD4'
_diffrn_measurement_method       'ω-2θ 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  0.019
_diffrn_reflns_av_sigmaI/netI    0.032
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5592
_diffrn_reflns_theta_full        32.0
_diffrn_reflns_theta_max         32.0
_diffrn_reflns_theta_min         2.4
_diffrn_standards_decay_%        7.5
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.542
_exptl_absorpt_correction_T_max  0.922
_exptl_absorpt_correction_T_min  0.719
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.647
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.60
_refine_diff_density_min         -0.41
_refine_ls_abs_structure_details '1961 Friedel pairs'
_refine_ls_abs_structure_Flack   0.44(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         5148
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.049
_refine_ls_R_factor_gt           0.039
_refine_ls_shift/su_max          0.02
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0633P)²+0.3979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.110
_reflns_number_gt                4537
_reflns_number_total             5148
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bk1475.cif
_cod_data_source_block           sultone
_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_enum 1527 2010-12-29 10:47:43Z saulius 

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_original_cell_volume        985.2(9)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2009211
_cod_database_fobs_code          2009211
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S1 0.44204(8) 0.85765(6) 0.58715(7) 0.01579(15) Uani d . 1 . . S
S2 0.06487(8) 0.14247(6) 0.42088(7) 0.01691(15) Uani d . 1 . . S
S3 0.41708(8) 0.87139(6) 0.10070(7) 0.01569(14) Uani d . 1 . . S
S4 0.10499(8) 0.13737(6) -0.09252(7) 0.01621(14) Uani d . 1 . . S
O1 0.5762(3) 0.8832(2) 0.5575(2) 0.0262(5) Uani d . 1 . . O
O2 0.3922(3) 0.9474(2) 0.6584(2) 0.0264(5) Uani d . 1 . . O
O3 0.4746(3) 0.7391(2) 0.6788(2) 0.0241(5) Uani d . 1 . . O
O4 0.1151(3) 0.0509(2) 0.3510(2) 0.0277(5) Uani d . 1 . . O
O5 -0.0654(3) 0.1158(2) 0.4564(2) 0.0279(5) Uani d . 1 . . O
O6 0.0251(3) 0.2573(2) 0.3233(2) 0.0230(5) Uani d . 1 . . O
O7 0.3215(3) 0.9356(2) 0.1555(2) 0.0264(5) Uani d . 1 . . O
O8 0.5635(2) 0.9240(2) 0.1169(2) 0.0292(5) Uani d . 1 . . O
O9 0.4546(3) 0.7432(2) 0.1733(2) 0.0250(5) Uani d . 1 . . O
O10 0.2404(3) 0.1076(2) -0.1180(2) 0.0244(5) Uani d . 1 . . O
O11 -0.0182(3) 0.0495(2) -0.1281(2) 0.0287(5) Uani d . 1 . . O
O12 0.0292(3) 0.2564(2) -0.1751(2) 0.0237(5) Uani d . 1 . . O
C1 0.4356(3) 0.6298(3) 0.5915(3) 0.0197(6) Uani d . 1 . . C
H1A 0.3694 0.5773 0.6188 0.024 Uiso calc R 1 . . H
H1B 0.5314 0.5866 0.6042 0.024 Uiso calc R 1 . . H
C2 0.3485(3) 0.6672(3) 0.4375(3) 0.0180(6) Uani d . 1 . . C
H2A 0.4191 0.6641 0.3898 0.022 Uiso calc R 1 . . H
H2B 0.2604 0.6137 0.3897 0.022 Uiso calc R 1 . . H
C3 0.2895(3) 0.7959(3) 0.4376(3) 0.0172(6) Uani d . 1 . . C
H3A 0.1895 0.7968 0.4468 0.021 Uiso calc R 1 . . H
H3B 0.2783 0.8387 0.3531 0.021 Uiso calc R 1 . . H
C4 0.0555(3) 0.3679(4) 0.4063(3) 0.0192(6) Uani d . 1 . . C
H4A -0.0435 0.4058 0.3940 0.023 Uiso calc R 1 . . H
H4B 0.1152 0.4238 0.3755 0.023 Uiso calc R 1 . . H
C5 0.1492(3) 0.3363(3) 0.5615(3) 0.0171(6) Uani d . 1 . . C
H5A 0.2335 0.3938 0.6052 0.020 Uiso calc R 1 . . H
H5B 0.0807 0.3372 0.6114 0.020 Uiso calc R 1 . . H
C6 0.2166(3) 0.2108(3) 0.5645(3) 0.0168(6) Uani d . 1 . . C
H6A 0.2343 0.1695 0.6515 0.020 Uiso calc R 1 . . H
H6B 0.3145 0.2136 0.5516 0.020 Uiso calc R 1 . . H
C7 0.3801(4) 0.6446(3) 0.0758(3) 0.0224(6) Uani d . 1 . . C
H7A 0.2795 0.6239 0.0780 0.027 Uiso calc R 1 . . H
H7B 0.4472 0.5740 0.1007 0.027 Uiso calc R 1 . . H
C8 0.3571(4) 0.6892(3) -0.0678(3) 0.0216(6) Uani d . 1 . . C
H8A 0.2760 0.6430 -0.1401 0.026 Uiso calc R 1 . . H
H8B 0.4544 0.6826 -0.0811 0.026 Uiso calc R 1 . . H
C9 0.3071(3) 0.8211(3) -0.0734(3) 0.0193(6) Uani d . 1 . . C
H9A 0.1947 0.8281 -0.0986 0.023 Uiso calc R 1 . . H
H9B 0.3344 0.8662 -0.1400 0.023 Uiso calc R 1 . . H
C10 0.0818(3) 0.3645(4) -0.0878(3) 0.0214(6) Uani d . 1 . . C
H10A -0.0071 0.4029 -0.0780 0.026 Uiso calc R 1 . . H
H10B 0.1280 0.4212 -0.1310 0.026 Uiso calc R 1 . . H
C11 0.2041(4) 0.3266(3) 0.0558(3) 0.0215(6) Uani d . 1 . . C
H11A 0.3096 0.3302 0.0579 0.026 Uiso calc R 1 . . H
H11B 0.1995 0.3787 0.1286 0.026 Uiso calc R 1 . . H
C12 0.1617(4) 0.1983(3) 0.0770(3) 0.0199(6) Uani d . 1 . . C
H12A 0.0755 0.1962 0.1071 0.024 Uiso calc R 1 . . H
H12B 0.2517 0.1560 0.1448 0.024 Uiso calc R 1 . . H
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_publ_flag
O1 S1 O2 117.83(15) yes
O1 S1 O3 109.09(14) ?
O2 S1 O3 106.92(14) ?
O1 S1 C3 110.07(14) ?
O2 S1 C3 114.79(14) ?
O3 S1 C3 95.61(13) yes
O5 S2 O4 117.73(16) yes
O5 S2 O6 109.44(14) ?
O4 S2 O6 106.62(14) ?
O5 S2 C6 109.69(15) ?
O4 S2 C6 115.31(14) ?
O6 S2 C6 95.54(13) yes
O8 S3 O7 117.58(15) yes
O8 S3 O9 107.40(14) ?
O7 S3 O9 108.15(14) ?
O8 S3 C9 112.11(15) ?
O7 S3 C9 112.05(14) ?
O9 S3 C9 97.41(13) yes
O10 S4 O11 117.58(15) yes
O10 S4 O12 108.93(13) ?
O11 S4 O12 107.37(14) ?
O10 S4 C12 110.42(14) ?
O11 S4 C12 113.89(15) ?
O12 S4 C12 96.35(14) yes
C1 O3 S1 112.07(18) ?
C4 O6 S2 111.05(18) ?
C7 O9 S3 113.07(19) ?
C10 O12 S4 112.68(19) ?
O3 C1 C2 108.4(3) ?
C3 C2 C1 106.8(2) ?
C2 C3 S1 101.89(18) ?
O6 C4 C5 108.8(3) ?
C6 C5 C4 106.5(2) ?
C5 C6 S2 101.46(18) ?
O9 C7 C8 106.3(3) ?
C7 C8 C9 105.8(3) ?
C8 C9 S3 102.88(19) ?
O12 C10 C11 108.1(3) ?
C12 C11 C10 105.6(2) ?
C11 C12 S4 101.9(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 O1 . 1.427(2) yes
S1 O2 . 1.429(2) yes
S1 O3 . 1.585(2) yes
S1 C3 . 1.767(3) yes
S2 O5 . 1.431(2) yes
S2 O4 . 1.436(2) yes
S2 O6 . 1.583(2) yes
S2 C6 . 1.760(3) yes
S3 O8 . 1.424(2) yes
S3 O7 . 1.426(2) yes
S3 O9 . 1.587(2) yes
S3 C9 . 1.776(3) yes
S4 O10 . 1.424(2) yes
S4 O11 . 1.434(2) yes
S4 O12 . 1.582(2) yes
S4 C12 . 1.764(3) yes
O3 C1 . 1.475(4) ?
O6 C4 . 1.466(4) ?
O9 C7 . 1.466(4) ?
O12 C10 . 1.469(4) ?
C1 C2 . 1.536(4) ?
C2 C3 . 1.535(4) ?
C4 C5 . 1.537(4) ?
C5 C6 . 1.526(4) ?
C7 C8 . 1.509(4) ?
C8 C9 . 1.534(4) ?
C10 C11 . 1.528(4) ?
C11 C12 . 1.521(4) ?
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
_geom_torsion_publ_flag
O1 S1 O3 C1 -85.1(2) ?
O2 S1 O3 C1 146.4(2) ?
C3 S1 O3 C1 28.4(2) yes
O5 S2 O6 C4 82.3(2) ?
O4 S2 O6 C4 -149.4(2) ?
C6 S2 O6 C4 -30.9(2) yes
O8 S3 O9 C7 -119.5(2) ?
O7 S3 O9 C7 112.7(2) ?
C9 S3 O9 C7 -3.5(2) yes
O10 S4 O12 C10 -95.6(2) ?
O11 S4 O12 C10 136.1(2) ?
C12 S4 O12 C10 18.6(2) yes
S1 O3 C1 C2 -9.8(3) yes
O3 C1 C2 C3 -17.8(3) yes
C1 C2 C3 S1 34.4(3) yes
O1 S1 C3 C2 75.7(2) ?
O2 S1 C3 C2 -148.5(2) ?
O3 S1 C3 C2 -37.0(2) yes
S2 O6 C4 C5 12.1(3) yes
O6 C4 C5 C6 16.8(3) yes
C4 C5 C6 S2 -34.9(3) yes
O5 S2 C6 C5 -74.0(2) ?
O4 S2 C6 C5 150.23(19) ?
O6 S2 C6 C5 38.9(2) yes
S3 O9 C7 C8 25.8(3) yes
O9 C7 C8 C9 -39.1(3) yes
C7 C8 C9 S3 35.4(3) yes
O8 S3 C9 C8 93.0(2) ?
O7 S3 C9 C8 -132.3(2) ?
O9 S3 C9 C8 -19.2(2) yes
S4 O12 C10 C11 3.6(3) yes
O12 C10 C11 C12 -28.6(3) yes
C10 C11 C12 S4 38.8(3) yes
O10 S4 C12 C11 78.7(2) ?
O11 S4 C12 C11 -146.4(2) ?
O12 S4 C12 C11 -34.2(2) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 13626
