#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/03/2010379.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_2010379
loop_
_publ_author_name
'Hellier, Desmond G.'
'Motevalli, Majid'
_publ_section_title
;
 Two Isomeric Sulfites of 10β-Pinane-2,3α-diol
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              116
_journal_page_last               119
_journal_paper_doi               10.1107/S0108270194007183
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C10 H16 O3 S'
_chemical_formula_weight         216.29
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.7060(10)
_cell_length_b                   12.490(2)
_cell_length_c                   12.965(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13
_cell_measurement_theta_min      11
_cell_volume                     1085.9(3)
_computing_cell_refinement       CAD4/PC
_computing_data_collection       'CAD4/PC software (Enraf-Nonius, 1989)'
_computing_data_reduction        CAD4
_computing_molecular_graphics    'PLUTON (Spek)'
_computing_publication_material  SHELXL-93
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD4 4-circle'
_diffrn_measurement_method       2θ/ω
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0112
_diffrn_reflns_av_sigmaI/netI    0.4283
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            980
_diffrn_reflns_theta_max         59.91
_diffrn_reflns_theta_min         4.92
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.502
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_meas      1.4
_exptl_crystal_density_method    flotation
_exptl_crystal_description       'transparent rhombic'
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.180
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(6)
_refine_ls_extinction_coef       0.0114(9)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   0.841
_refine_ls_goodness_of_fit_obs   1.216
_refine_ls_hydrogen_treatment
' H atoms: calculated using AFIX in SHELXL92 (Sheldrick, 1992)'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         962
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.841
_refine_ls_restrained_S_obs      1.216
_refine_ls_R_factor_all          0.1513
_refine_ls_R_factor_obs          0.0457
_refine_ls_shift/esd_max         -0.018
_refine_ls_shift/esd_mean        0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0460P)²+0.0000P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1025
_refine_ls_wR_factor_obs         0.0869
_reflns_number_observed          421
_reflns_number_total             962
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            hu1093.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 'Orthorhombic' changed to
'orthorhombic' 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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0460P)^2^+0.0000P] where P = (Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0460P)^2^+0.0000P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2010379
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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 0.083(2) 0.074(2) 0.087(2) -0.0007(14) 0.025(2) -0.0125(15)
O1 0.083(5) 0.067(4) 0.097(5) -0.014(4) 0.036(4) -0.001(3)
O2 0.089(4) 0.041(3) 0.076(4) 0.014(3) 0.018(3) -0.006(3)
O3 0.124(6) 0.124(5) 0.071(4) -0.020(5) 0.014(4) -0.023(4)
C1 0.049(5) 0.054(5) 0.047(5) -0.003(5) 0.002(4) 0.010(5)
C2 0.074(6) 0.049(5) 0.059(5) -0.012(6) 0.015(5) 0.012(5)
C3 0.057(6) 0.055(5) 0.068(6) 0.005(5) -0.006(5) 0.017(5)
C4 0.083(7) 0.047(5) 0.077(7) -0.011(5) 0.010(5) -0.002(5)
C5 0.063(6) 0.071(7) 0.048(5) -0.006(5) -0.009(5) -0.006(5)
C6 0.072(6) 0.077(7) 0.068(7) 0.012(6) -0.011(5) 0.019(5)
C7 0.059(6) 0.112(7) 0.083(6) -0.031(5) -0.001(5) -0.035(5)
C8 0.063(6) 0.056(6) 0.056(6) -0.005(6) 0.010(5) -0.006(5)
C9 0.073(7) 0.086(6) 0.107(7) 0.015(7) 0.004(6) -0.031(6)
C10 0.121(9) 0.116(7) 0.053(7) -0.035(7) 0.016(5) -0.009(5)
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
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
S1 0.1096(4) 0.0340(2) 1.0110(2) 0.0814(9) Uani d . 1 . S
O1 0.1425(9) 0.1563(4) 1.0418(4) 0.082(2) Uani d . 1 . O
O2 -0.0144(8) 0.0096(4) 1.1125(4) 0.069(2) Uani d . 1 . O
O3 -0.0239(9) 0.0295(5) 0.9233(4) 0.107(2) Uani d . 1 . O
C1 -0.1278(11) 0.1020(6) 1.1523(5) 0.050(2) Uani d . 1 . C
C2 -0.0954(12) 0.1025(6) 1.2673(5) 0.061(2) Uani d . 1 . C
H2 -0.1459(12) 0.0392(6) 1.3034(5) 0.07(2) Uiso calc R 1 . H
C3 -0.0261(12) 0.2001(6) 1.1007(6) 0.060(2) Uani d . 1 . C
H3 -0.1201(12) 0.2350(6) 1.0535(6) 0.034(17) Uiso calc R 1 . H
C4 0.0634(12) 0.2836(6) 1.1741(6) 0.069(2) Uani d . 1 . C
H4A -0.0119(12) 0.3497(6) 1.1683(6) 0.11(2) Uiso calc R 1 . H
H4B 0.1996(12) 0.2984(6) 1.1534(6) 0.11(2) Uiso calc R 1 . H
C5 0.0621(12) 0.2467(7) 1.2872(6) 0.061(2) Uani d . 1 . C
H5 0.1322(12) 0.2939(7) 1.3354(6) 0.08(3) Uiso calc R 1 . H
C6 0.1286(14) 0.1294(6) 1.2890(6) 0.072(2) Uani d . 1 . C
H6A 0.1770(14) 0.1049(6) 1.3555(6) 0.10(2) Uiso calc R 1 . H
H6B 0.2191(14) 0.1097(6) 1.2338(6) 0.10(2) Uiso calc R 1 . H
C7 -0.3420(11) 0.0857(5) 1.1197(5) 0.085(3) Uani d . 1 . C
H7A -0.394(3) 0.023(2) 1.152(3) 0.130(19) Uiso calc R 1 . H
H7B -0.3483(14) 0.078(4) 1.0461(7) 0.130(19) Uiso calc R 1 . H
H7C -0.4199(19) 0.147(2) 1.140(4) 0.130(19) Uiso calc R 1 . H
C8 -0.1482(13) 0.2132(5) 1.3205(5) 0.058(2) Uani d . 1 . C
C9 -0.3224(13) 0.2809(7) 1.2846(6) 0.089(3) Uani d . 1 . C
H9A -0.4444(14) 0.2419(15) 1.294(3) 0.093(16) Uiso calc R 1 . H
H9B -0.306(4) 0.298(3) 1.2128(10) 0.093(16) Uiso calc R 1 . H
H9C -0.327(4) 0.3460(17) 1.324(2) 0.093(16) Uiso calc R 1 . H
C10 -0.1636(13) 0.1998(6) 1.4380(5) 0.096(3) Uani d . 1 . C
H10A -0.056(4) 0.156(3) 1.4620(7) 0.120(18) Uiso calc R 1 . H
H10B -0.288(3) 0.167(4) 1.4550(6) 0.120(18) Uiso calc R 1 . H
H10C -0.156(7) 0.2688(7) 1.4704(6) 0.120(18) 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 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O3 S1 O2 108.7(3) yes
O3 S1 O1 108.6(3) yes
O2 S1 O1 92.8(3) yes
C3 O1 S1 112.4(5) yes
C1 O2 S1 114.2(4) yes
O2 C1 C2 106.0(6) yes
O2 C1 C7 106.7(6) yes
C2 C1 C7 114.5(6) yes
O2 C1 C3 103.9(5) yes
C2 C1 C3 111.0(7) yes
C7 C1 C3 113.8(6) yes
C1 C2 C6 108.5(6) yes
C1 C2 C8 113.8(6) yes
C6 C2 C8 87.1(6) yes
O1 C3 C4 105.9(6) yes
O1 C3 C1 105.5(6) yes
C4 C3 C1 116.2(6) yes
C3 C4 C5 112.7(6) yes
C6 C5 C8 90.2(6) yes
C6 C5 C4 107.5(7) yes
C8 C5 C4 110.9(6) yes
C5 C6 C2 85.6(6) yes
C9 C8 C10 108.3(7) yes
C9 C8 C5 118.0(6) yes
C10 C8 C5 111.8(6) yes
C9 C8 C2 121.6(6) yes
C10 C8 C2 110.6(6) yes
C5 C8 C2 84.8(6) yes
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 O3 . 1.449(6) yes
S1 O2 . 1.586(5) yes
S1 O1 . 1.594(5) yes
O1 C3 . 1.470(8) yes
O2 C1 . 1.475(7) yes
C1 C2 . 1.507(8) yes
C1 C7 . 1.511(9) yes
C1 C3 . 1.554(9) yes
C2 C6 . 1.565(10) yes
C2 C8 . 1.585(9) yes
C3 C4 . 1.534(9) yes
C4 C5 . 1.537(9) yes
C5 C6 . 1.531(9) yes
C5 C8 . 1.533(9) yes
C8 C9 . 1.516(9) yes
C8 C10 . 1.535(9) yes
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
O3 S1 O1 C3 78.5(5)
O2 S1 O1 C3 -32.3(6)
O3 S1 O2 C1 -80.3(5)
O1 S1 O2 C1 30.4(5)
S1 O2 C1 C2 -136.1(5)
S1 O2 C1 C7 101.5(5)
S1 O2 C1 C3 -19.0(7)
O2 C1 C2 C6 67.3(8)
C7 C1 C2 C6 -175.4(6)
C3 C1 C2 C6 -44.9(8)
O2 C1 C2 C8 162.4(6)
C7 C1 C2 C8 -80.3(9)
C3 C1 C2 C8 50.2(9)
S1 O1 C3 C4 148.3(5)
S1 O1 C3 C1 24.6(7)
O2 C1 C3 O1 -3.4(7)
C2 C1 C3 O1 110.1(7)
C7 C1 C3 O1 -119.1(7)
O2 C1 C3 C4 -120.4(7)
C2 C1 C3 C4 -6.9(10)
C7 C1 C3 C4 124.0(7)
O1 C3 C4 C5 -108.5(7)
C1 C3 C4 C5 8.2(10)
C3 C4 C5 C6 43.1(9)
C3 C4 C5 C8 -53.9(8)
C8 C5 C6 C2 26.7(5)
C4 C5 C6 C2 -85.3(6)
C1 C2 C6 C5 88.3(7)
C8 C2 C6 C5 -25.8(5)
C6 C5 C8 C9 -149.7(7)
C4 C5 C8 C9 -40.8(9)
C6 C5 C8 C10 83.7(7)
C4 C5 C8 C10 -167.4(6)
C6 C5 C8 C2 -26.4(6)
C4 C5 C8 C2 82.4(6)
C1 C2 C8 C9 36.8(10)
C6 C2 C8 C9 145.7(7)
C1 C2 C8 C10 165.5(7)
C6 C2 C8 C10 -85.5(7)
C1 C2 C8 C5 -83.1(7)
C6 C2 C8 C5 25.8(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21187480
