#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/36/2003628.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_2003628
loop_
_publ_author_name
'Shaw, J. P.'
'Tan, E. W.'
'Blackman, A. G.'
_publ_section_title
;
 Homochiral Methyl
 (S)-2-Benzenesulfonyloxy-4-bromo-4-methylpentanoate
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1411
_journal_page_last               1412
_journal_paper_doi               10.1107/S0108270195001818
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source        'evaporation from hexane/dichloromethane'
_chemical_formula_sum            'C13 H17 Br O5 S'
_chemical_formula_weight         365.24
_chemical_name_systematic
;
methyl (S)-2-benzenesulfonyloxy-4-bromo-4-methylpentanoate
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 104.89(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.352(2)
_cell_length_b                   7.1190(10)
_cell_length_c                   10.652(2)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      17
_cell_measurement_theta_min      12
_cell_volume                     758.6(3)
_computing_cell_refinement       SHELXTL-Plus
_computing_data_collection       'SHELXTL-Plus (Sheldrick, 1991)'
_computing_data_reduction        SHELXTL-Plus
_computing_molecular_graphics    'ORTEP (Johnson, 1965)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      130(2)
_diffrn_measurement_device       'Nicolet R3M diffractometer'
_diffrn_measurement_method       'ω 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  0.0664
_diffrn_reflns_av_sigmaI/netI    0.0495
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1520
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.98
_diffrn_standards_decay_%        2
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.862
_exptl_absorpt_correction_T_max  0.907
_exptl_absorpt_correction_T_min  0.590
_exptl_absorpt_correction_type   'empirical \y scans'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_description       block
_exptl_crystal_F_000             372
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.615
_refine_diff_density_min         -0.504
_refine_ls_abs_structure_details 'Flack (1983), χ = 0.01(2)'
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_coef       0
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.050
_refine_ls_goodness_of_fit_obs   1.068
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         1438
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.049
_refine_ls_restrained_S_obs      1.068
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_obs          0.0400
_refine_ls_shift/esd_max         -0.002
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w=1/[σ²(Fo²)+(0.0527P)²+0.0000P] wh'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0898
_refine_ls_wR_factor_obs         0.0829
_reflns_number_observed          1214
_reflns_number_total             1438
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ab1251.cif
_cod_data_source_block           tanz
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0527P)^2^+0.0000P] wh' 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^)+(0.0527P)^2^+0.0000P] wh'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        758.6(2)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2003628
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_occupancy
_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_type_symbol
Br1 1 0.89489(7) 0.15280(14) 0.55164(6) 0.0430(3) Uani d . Br
S1 1 0.5895(2) -0.0750(2) 0.8244(2) 0.0229(4) Uani d . S
O1 1 0.7964(4) 0.2711(7) 1.0333(4) 0.0222(11) Uani d . O
O2 1 0.9771(4) 0.1211(7) 1.0025(4) 0.0251(12) Uani d . O
O3 1 0.6447(4) 0.1306(7) 0.8099(4) 0.0198(10) Uani d . O
O4 1 0.4485(4) -0.0553(8) 0.7762(5) 0.0307(13) Uani d . O
O5 1 0.6600(5) -0.2061(8) 0.7659(5) 0.0343(13) Uani d . O
C1 1 0.7813(8) 0.5164(13) 0.5454(7) 0.040(2) Uani d . C
H1A 1 0.7829(51) 0.5041(16) 0.4560(15) 0.060 Uiso calc R H
H1B 1 0.8641(25) 0.5697(32) 0.5943(31) 0.060 Uiso calc R H
H1C 1 0.7087(28) 0.5970(25) 0.5513(45) 0.060 Uiso calc R H
C2 1 0.7624(7) 0.3239(12) 0.6000(6) 0.028(2) Uani d . C
C3 1 0.6267(6) 0.2451(12) 0.5387(6) 0.034(2) Uani d . C
H3A 1 0.6105(22) 0.2491(66) 0.4459(6) 0.051 Uiso calc R H
H3B 1 0.5601(7) 0.3184(44) 0.5647(40) 0.051 Uiso calc R H
H3C 1 0.6224(17) 0.1174(25) 0.5662(38) 0.051 Uiso calc R H
C4 1 0.7995(7) 0.3369(11) 0.7479(6) 0.024(2) Uani d . C
H4A 1 0.8912(7) 0.3805(11) 0.7764(6) 0.029 Uiso calc R H
H4B 1 0.7435(7) 0.4322(11) 0.7723(6) 0.029 Uiso calc R H
C5 1 0.7873(5) 0.1597(13) 0.8217(5) 0.0212(13) Uani d . C
H5 1 0.8227(5) 0.0534(13) 0.7824(5) 0.025 Uiso calc R H
C6 1 0.8659(6) 0.1800(11) 0.9635(5) 0.0189(14) Uani d . C
C7 1 0.8637(7) 0.2963(12) 1.1696(6) 0.027(2) Uani d . C
H7A 1 0.8039(16) 0.3552(54) 1.2132(10) 0.040 Uiso calc R H
H7B 1 0.9411(25) 0.3742(49) 1.1774(6) 0.040 Uiso calc R H
H7C 1 0.8908(36) 0.1762(13) 1.2085(11) 0.040 Uiso calc R H
C8 1 0.6309(6) -0.1103(9) 0.9921(6) 0.021(2) Uani d . C
C9 1 0.7515(6) -0.1997(10) 1.0527(7) 0.024(2) Uani d . C
H9 1 0.8071(6) -0.2488(10) 1.0048(7) 0.029 Uiso calc R H
C10 1 0.7843(7) -0.2118(12) 1.1874(7) 0.037(2) Uani d . C
H10 1 0.8639(7) -0.2692(12) 1.2310(7) 0.044 Uiso calc R H
C11 1 0.7013(8) -0.1408(11) 1.2567(7) 0.036(2) Uani d . C
H11 1 0.7257(8) -0.1499(11) 1.3468(7) 0.043 Uiso calc R H
C12 1 0.5830(8) -0.0564(12) 1.1960(7) 0.035(2) Uani d . C
H12 1 0.5274(8) -0.0094(12) 1.2447(7) 0.042 Uiso calc R H
C13 1 0.5467(7) -0.0415(10) 1.0631(6) 0.026(2) Uani d . C
H13 1 0.4660(7) 0.0145(10) 1.0211(6) 0.032 Uiso calc R H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C C 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0033 0.001
H H 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0000 0.000
O O 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0106 0.006
S S 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.1246 0.123
Br Br 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' -0.2901 2.
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
O5 S1 O4 120.0(3) yes
O5 S1 O3 108.8(3) yes
O4 S1 O3 103.6(3) yes
O5 S1 C8 109.6(3) yes
O4 S1 C8 110.0(3) yes
O3 S1 C8 103.4(3) yes
C6 O1 C7 115.4(5) yes
C5 O3 S1 120.0(5) yes
C3 C2 C1 111.7(6) yes
C3 C2 C4 115.6(6) yes
C1 C2 C4 108.5(6) yes
C3 C2 Br1 106.8(5) yes
C1 C2 Br1 106.7(5) yes
C4 C2 Br1 107.2(5) yes
C5 C4 C2 117.1(6) yes
O3 C5 C4 106.9(5) yes
O3 C5 C6 111.6(4) yes
C4 C5 C6 110.0(6) yes
O2 C6 O1 126.1(5) yes
O2 C6 C5 122.1(6) yes
O1 C6 C5 111.8(5) yes
C13 C8 C9 121.4(6) yes
C13 C8 S1 119.1(5) yes
C9 C8 S1 119.5(5) yes
C10 C9 C8 117.1(7) yes
C11 C10 C9 121.0(7) yes
C10 C11 C12 121.2(7) yes
C11 C12 C13 119.7(8) yes
C12 C13 C8 119.5(7) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C2 1.999(8) yes
S1 O5 1.424(5) yes
S1 O4 1.424(5) yes
S1 O3 1.593(5) yes
S1 C8 1.745(6) yes
O1 C6 1.329(8) yes
O1 C7 1.452(7) yes
O2 C6 1.195(7) yes
O3 C5 1.464(6) yes
C1 C2 1.521(12) yes
C2 C3 1.497(9) yes
C2 C4 1.526(9) yes
C4 C5 1.509(11) yes
C5 C6 1.527(7) yes
C8 C13 1.383(9) yes
C8 C9 1.402(9) yes
C9 C10 1.390(9) yes
C10 C11 1.365(11) yes
C11 C12 1.368(11) yes
C12 C13 1.372(10) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21187286
