#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/73/1507372.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1507372
loop_
_publ_author_name
'Díez, David'
'Garcia, P.'
'Marcos, Isidro S.'
'Garrido, N. M.'
'Basabe, P.'
'Broughton, Howard B.'
'Urones, Julio G.'
_publ_section_title
;
 Stereocontrolled synthesis of cyclopropanol amino acids from allylic
 sulfones: conformationally restricted building blocks.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              3687
_journal_page_last               3690
_journal_paper_doi               10.1021/ol035451d
_journal_volume                  5
_journal_year                    2003
_chemical_formula_sum            'C13 H16 O4 S'
_chemical_formula_weight         268.32
_chemical_name_systematic
;

 ?

;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 107.15(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.604(2)
_cell_length_b                   8.287(2)
_cell_length_c                   10.110(2)
_cell_measurement_temperature    293(2)
_cell_volume                     688.8(3)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       CRYSOM
_computing_data_reduction        XRAY80
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Seifert XRD 3003 SC'
_diffrn_measurement_method       2theta-omega
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0112
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            1111
_diffrn_reflns_theta_max         23.53
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.239
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_F_000             284
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         1.267
_refine_diff_density_min         -1.412
_refine_diff_density_rms         0.140
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.20(32)
_refine_ls_extinction_coef       0.1252(504)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.071
_refine_ls_goodness_of_fit_obs   1.080
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         1105
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.084
_refine_ls_restrained_S_obs      1.080
_refine_ls_R_factor_all          0.1172
_refine_ls_R_factor_obs          0.1098
_refine_ls_shift/esd_max         -0.055
_refine_ls_shift/esd_mean        0.010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2612P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2733
_refine_ls_wR_factor_obs         0.2620
_reflns_number_observed          1031
_reflns_number_total             1111
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ol035451dsi20030731_113705.cif
_cod_data_source_block           finray
_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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.2612P)^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^)+(0.2612P)^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_original_cell_volume        688.8(2)
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               1507372
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_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_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.3690(2) 0.4335(2) 0.6962(2) 0.0560(9) Uani 1 d .
O1 O 1.0720(10) -0.1995(14) 0.9513(8) 0.095(3) Uani 1 d .
O2 O 0.8500(8) -0.1339(10) 0.7607(7) 0.070(2) Uani 1 d .
O3 O 0.4310(8) 0.4707(8) 0.8446(6) 0.070(2) Uani 1 d .
O4 O 0.4059(8) 0.5503(11) 0.6014(8) 0.077(2) Uani 1 d .
C1 C 0.7502(8) -0.0575(15) 0.8287(7) 0.056(2) Uani 1 d .
H1 H 0.8041(8) 0.0137(15) 0.9061(7) 0.067 Uiso 1 calc R
C2 C 0.5861(9) -0.0067(12) 0.7399(8) 0.057(2) Uani 1 d .
H2 H 0.5617(9) -0.0382(12) 0.6424(8) 0.069 Uiso 1 calc R
C3 C 0.6005(11) -0.1452(15) 0.8383(13) 0.073(3) Uani 1 d .
H3A H 0.5812(11) -0.2530(15) 0.7996(13) 0.088 Uiso 1 calc R
H3B H 0.5659(11) -0.1279(15) 0.9202(13) 0.088 Uiso 1 calc R
C4 C 0.9434(14) -0.2597(16) 0.8360(13) 0.084(3) Uani 1 d .
H4A H 0.9900(14) -0.3217(16) 0.7757(13) 0.101 Uiso 1 calc R
H4B H 0.8741(14) -0.3309(16) 0.8697(13) 0.101 Uiso 1 calc R
C5 C 1.1872(15) -0.1085(29) 0.9144(14) 0.119(7) Uani 1 d .
H5A H 1.2720(108) -0.0782(175) 0.9962(20) 0.178 Uiso 1 calc R
H5B H 1.1371(47) -0.0131(108) 0.8666(156) 0.178 Uiso 1 calc R
H5C H 1.2328(149) -0.1709(80) 0.8549(145) 0.178 Uiso 1 calc R
C6 C 0.5227(9) 0.1498(13) 0.7619(9) 0.058(2) Uani 1 d .
H6 H 0.5431(9) 0.1843(13) 0.8530(9) 0.070 Uiso 1 calc R
C7 C 0.4369(9) 0.2490(11) 0.6619(9) 0.056(2) Uani 1 d .
H7 H 0.4135(9) 0.2160(11) 0.5702(9) 0.067 Uiso 1 calc R
C8 C 0.1551(10) 0.4130(12) 0.6531(8) 0.059(2) Uani 1 d .
C9 C 0.0861(10) 0.3478(12) 0.7486(8) 0.060(2) Uani 1 d .
H9 H 0.1513(10) 0.3164(12) 0.8356(8) 0.072 Uiso 1 calc R
C10 C -0.0759(12) 0.3303(13) 0.7142(10) 0.067(2) Uani 1 d .
H10 H -0.1228(12) 0.2842(13) 0.7771(10) 0.081 Uiso 1 calc R
C11 C -0.1761(12) 0.3812(15) 0.5837(11) 0.074(3) Uani 1 d .
C12 C -0.1074(11) 0.4433(21) 0.4893(10) 0.080(3) Uani 1 d .
H12 H -0.1732(11) 0.4713(21) 0.4015(10) 0.096 Uiso 1 calc R
C13 C 0.0588(10) 0.4651(14) 0.5224(8) 0.064(3) Uani 1 d .
H13 H 0.1056(10) 0.5129(14) 0.4601(8) 0.076 Uiso 1 calc R
H11 H -0.2919(85) 0.3877(88) 0.5437(65) 0.028(15) Uiso 1 d .
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
O4 S1 O3 116.5(5)
O4 S1 C7 107.8(4)
O3 S1 C7 110.6(4)
O4 S1 C8 108.3(4)
O3 S1 C8 108.0(4)
C7 S1 C8 104.9(4)
C5 O1 C4 114.3(9)
C4 O2 C1 114.1(7)
O2 C1 C2 116.1(6)
O2 C1 C3 118.2(10)
C2 C1 C3 60.0(6)
C6 C2 C1 119.5(8)
C6 C2 C3 123.0(8)
C1 C2 C3 60.4(6)
C2 C3 C1 59.6(6)
O2 C4 O1 111.4(10)
C7 C6 C2 125.5(8)
C6 C7 S1 122.7(7)
C9 C8 C13 121.4(8)
C9 C8 S1 119.7(6)
C13 C8 S1 118.9(7)
C10 C9 C8 119.2(8)
C9 C10 C11 120.8(8)
C12 C11 C10 119.7(9)
C11 C12 C13 120.7(8)
C12 C13 C8 118.0(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O4 1.461(7)
S1 O3 1.469(6)
S1 C7 1.708(9)
S1 C8 1.770(9)
O1 C5 1.38(2)
O1 C4 1.44(2)
O2 C4 1.396(15)
O2 C1 1.400(11)
C1 C2 1.493(11)
C1 C3 1.507(13)
C2 C6 1.449(14)
C2 C3 1.500(15)
C6 C7 1.343(13)
C8 C9 1.384(12)
C8 C13 1.405(11)
C9 C10 1.341(14)
C10 C11 1.411(15)
C11 C12 1.36(2)
C12 C13 1.381(13)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9544112
