#------------------------------------------------------------------------------
#$Date: 2018-09-26 06:29:44 +0300 (Wed, 26 Sep 2018) $
#$Revision: 211175 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/26/8102623.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_8102623
loop_
_publ_author_name
'Carolin Lauf'
'Clemens Bruhn'
'Herbert Frauenrath'
_publ_section_title
;
 Crystal structure of N-tosyl-2-methylserine-b-lactone, C11H13NO4S
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              137
_journal_volume                  225
_journal_year                    2010
_chemical_formula_moiety         'C11 H13 N O4 S'
_chemical_formula_sum            'C11 H13 N O4 S'
_chemical_formula_weight         255.28
_chemical_temperature_decomposition 508
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.7011(4)
_cell_length_b                   8.9203(6)
_cell_length_c                   23.571(2)
_cell_measurement_reflns_used    6779
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.51
_cell_measurement_theta_min      1.73
_cell_volume                     1198.72(15)
_computing_cell_refinement       'X-Area ver. 1.39 (Stoe  Cie. 2006)'
_computing_data_collection       'X-Area ver. 1.39 (Stoe  Cie. 2006)'
_computing_data_reduction        'X-Area ver. 1.39 (Stoe  Cie. 2006)'
_computing_molecular_graphics    'ORTEP-3 win ver. 2.00 (Farrugia, 1997) [3]'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997) [4]'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997) [4]'
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      ' 180 frames, detector distance = 135 mm'
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, multiple pinhole'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            7834
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.73
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           30
_diffrn_source_power             1.50
_diffrn_source_voltage           50
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    0.272
_exptl_absorpt_correction_T_max  0.9979
_exptl_absorpt_correction_T_min  0.9796
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'X-red ver. 1.31 (Stoe & Cie. 2005)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.151
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.28(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         1267
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0282
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0385P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0601
_refine_ls_wR_factor_ref         0.0618
_reflns_number_gt                1118
_reflns_number_total             1267
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2860.cff
_cod_data_source_block           i0657
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' tag was changed to
'_chemical_temperature_decomposition' since the value had been
'(decomp.) 508'. The value '(decomp.) 508' was changed to '508'.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_cell_volume        1198.73(16)
_cod_database_code               8102623
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_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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4317(4) 0.1700(3) 0.87219(10) 0.0292(6) Uani 1 1 d . . .
C2 C 0.2496(5) 0.0957(3) 0.89979(10) 0.0374(6) Uani 1 1 d . . .
H2A H 0.2259 0.1092 0.9394 0.045 Uiso 1 1 calc R . .
C3 C 0.1036(5) 0.0021(3) 0.86918(11) 0.0375(6) Uani 1 1 d . . .
H3A H -0.0214 -0.0475 0.8881 0.045 Uiso 1 1 calc R . .
C4 C 0.1357(5) -0.0209(3) 0.81114(10) 0.0334(6) Uani 1 1 d . . .
C5 C 0.3197(5) 0.0540(3) 0.78455(11) 0.0371(7) Uani 1 1 d . . .
H5A H 0.3455 0.0387 0.7452 0.045 Uiso 1 1 calc R . .
C6 C 0.4654(5) 0.1499(3) 0.81402(11) 0.0370(6) Uani 1 1 d . . .
H6A H 0.5875 0.2018 0.7949 0.044 Uiso 1 1 calc R . .
C7 C -0.0233(6) -0.1247(4) 0.77803(12) 0.0458(7) Uani 1 1 d . . .
H7C H 0.0257 -0.1263 0.7382 0.055 Uiso 1 1 calc R . .
H7B H -0.1854 -0.0888 0.7806 0.055 Uiso 1 1 calc R . .
H7A H -0.0131 -0.2261 0.7938 0.055 Uiso 1 1 calc R . .
C8 C 0.3499(4) 0.5449(3) 0.91904(10) 0.0303(6) Uani 1 1 d . . .
C9 C 0.5211(5) 0.6536(3) 0.88988(11) 0.0361(6) Uani 1 1 d . . .
C10 C 0.2386(5) 0.5365(3) 0.85931(11) 0.0357(6) Uani 1 1 d . . .
H10B H 0.2589 0.4381 0.8405 0.043 Uiso 1 1 calc R . .
H10A H 0.0725 0.5687 0.8582 0.043 Uiso 1 1 calc R . .
C11 C 0.2003(5) 0.6237(3) 0.96320(12) 0.0430(7) Uani 1 1 d . . .
H11C H 0.0671 0.5597 0.9734 0.052 Uiso 1 1 calc R . .
H11B H 0.1422 0.7186 0.9477 0.052 Uiso 1 1 calc R . .
H11A H 0.2950 0.6437 0.9971 0.052 Uiso 1 1 calc R . .
N1 N 0.4549(4) 0.4117(3) 0.94458(9) 0.0329(5) Uani 1 1 d . . .
H1 H 0.394(6) 0.380(3) 0.9725(12) 0.039 Uiso 1 1 d . . .
O1 O 0.7266(3) 0.2035(2) 0.95482(7) 0.0444(5) Uani 1 1 d . . .
O2 O 0.7574(3) 0.3736(2) 0.87123(7) 0.0372(5) Uani 1 1 d . . .
O3 O 0.6911(3) 0.7259(2) 0.90221(9) 0.0502(5) Uani 1 1 d . . .
O4 O 0.4055(3) 0.6527(2) 0.83930(7) 0.0400(5) Uani 1 1 d . . .
S1 S 0.61639(11) 0.29153(8) 0.91103(2) 0.03189(17) Uani 1 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'
N N 0.0061 0.0033 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.0(2) . . ?
C2 C1 S1 119.60(19) . . ?
C6 C1 S1 120.4(2) . . ?
C3 C2 C1 119.5(2) . . ?
C3 C2 H2A 120.3 . . ?
C1 C2 H2A 120.3 . . ?
C2 C3 C4 121.5(3) . . ?
C2 C3 H3A 119.3 . . ?
C4 C3 H3A 119.3 . . ?
C5 C4 C3 118.0(3) . . ?
C5 C4 C7 120.8(2) . . ?
C3 C4 C7 121.2(3) . . ?
C6 C5 C4 121.6(2) . . ?
C6 C5 H5A 119.2 . . ?
C4 C5 H5A 119.2 . . ?
C5 C6 C1 119.4(3) . . ?
C5 C6 H6A 120.3 . . ?
C1 C6 H6A 120.3 . . ?
C4 C7 H7C 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7C C7 H7B 109.5 . . ?
C4 C7 H7A 109.5 . . ?
H7C C7 H7A 109.5 . . ?
H7B C7 H7A 109.5 . . ?
N1 C8 C11 108.9(2) . . ?
N1 C8 C9 115.9(2) . . ?
C11 C8 C9 111.7(2) . . ?
N1 C8 C10 120.3(2) . . ?
C11 C8 C10 114.6(2) . . ?
C9 C8 C10 83.35(19) . . ?
O3 C9 O4 127.3(3) . . ?
O3 C9 C8 138.0(3) . . ?
O4 C9 C8 94.6(2) . . ?
O4 C10 C8 89.56(18) . . ?
O4 C10 H10B 113.7 . . ?
C8 C10 H10B 113.7 . . ?
O4 C10 H10A 113.7 . . ?
C8 C10 H10A 113.7 . . ?
H10B C10 H10A 111.0 . . ?
C8 C11 H11C 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11C C11 H11B 109.5 . . ?
C8 C11 H11A 109.5 . . ?
H11C C11 H11A 109.5 . . ?
H11B C11 H11A 109.5 . . ?
C8 N1 S1 124.78(18) . . ?
C8 N1 H1 117(2) . . ?
S1 N1 H1 115(2) . . ?
C9 O4 C10 92.08(19) . . ?
O2 S1 O1 120.10(12) . . ?
O2 S1 N1 107.43(12) . . ?
O1 S1 N1 105.00(12) . . ?
O2 S1 C1 107.94(11) . . ?
O1 S1 C1 107.25(12) . . ?
N1 S1 C1 108.70(12) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.393(4) . ?
C1 C6 1.396(3) . ?
C1 S1 1.767(2) . ?
C2 C3 1.382(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.396(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.392(4) . ?
C4 C7 1.512(4) . ?
C5 C6 1.380(4) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 H7C 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7A 0.9800 . ?
C8 N1 1.460(3) . ?
C8 C11 1.518(4) . ?
C8 C9 1.538(4) . ?
C8 C10 1.546(3) . ?
C9 O3 1.200(3) . ?
C9 O4 1.362(3) . ?
C10 O4 1.485(3) . ?
C10 H10B 0.9900 . ?
C10 H10A 0.9900 . ?
C11 H11C 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11A 0.9800 . ?
N1 S1 1.619(2) . ?
N1 H1 0.79(3) . ?
O1 S1 1.4409(19) . ?
O2 S1 1.4362(19) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653982
