#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/32/4023246.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_4023246
loop_
_publ_author_name
'Clare E. Jamookeeah'
'Christopher D. Beadle'
'Richard F. W. Jackson'
'Joseph P. A. Harrity'
_publ_section_title
;
 Investigation of a Flexible Enantiospecific Approach to Aziridines
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1128
_journal_page_last               1130
_journal_paper_doi               10.1021/jo7023637
_journal_volume                  73
_journal_year                    2008
_chemical_formula_sum            'C17 H19 N O2 S'
_chemical_formula_weight         301.39
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.276(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.2669(17)
_cell_length_b                   7.288(2)
_cell_length_c                   17.483(6)
_cell_measurement_reflns_used    437
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      18.81
_cell_measurement_theta_min      3.25
_cell_volume                     797.9(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 100
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.1144
_diffrn_reflns_av_sigmaI/netI    0.1348
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            4006
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.17
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_T_max  0.9938
_exptl_absorpt_correction_T_min  0.9776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       NEEDLE
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.692
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.115
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         1521
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.1440
_refine_ls_R_factor_gt           0.0977
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1418P)²+0.7825P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2336
_refine_ls_wR_factor_ref         0.2661
_reflns_number_gt                979
_reflns_number_total             1521
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo7023637-File003.cif
_cod_data_source_block           ohj136_0m
_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.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed
to 'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed to
'constr' 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 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4023246
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_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
S1 S 0.4736(4) 0.2198(4) 0.79387(15) 0.0361(8) Uani 1 1 d . . .
N1 N 0.3911(15) 0.4314(15) 0.7709(5) 0.039(3) Uani 1 1 d . . .
O1 O 0.7019(10) 0.2269(14) 0.7982(4) 0.045(2) Uani 1 1 d . . .
O2 O 0.3732(15) 0.0833(12) 0.7450(5) 0.052(2) Uani 1 1 d . . .
C1 C 0.3753(15) 0.1997(18) 0.8855(6) 0.038(3) Uani 1 1 d . . .
C2 C 0.487(2) 0.2587(16) 0.9494(7) 0.045(3) Uani 1 1 d . . .
H2 H 0.6236 0.3067 0.9442 0.054 Uiso 1 1 calc R . .
C3 C 0.407(2) 0.250(2) 1.0204(7) 0.052(4) Uani 1 1 d . . .
H3 H 0.4894 0.2917 1.0623 0.063 Uiso 1 1 calc R . .
C4 C 0.205(3) 0.180(2) 1.0317(7) 0.068(5) Uani 1 1 d . . .
C5 C 0.089(2) 0.120(2) 0.9656(8) 0.053(4) Uani 1 1 d . . .
H5 H -0.0469 0.0730 0.9715 0.063 Uiso 1 1 calc R . .
C6 C 0.1647(19) 0.1267(19) 0.8932(6) 0.045(3) Uani 1 1 d . . .
H6 H 0.0832 0.0858 0.8510 0.054 Uiso 1 1 calc R . .
C7 C 0.3630(16) 0.4667(18) 0.6870(7) 0.038(3) Uani 1 1 d . . .
H7 H 0.3937 0.3621 0.6540 0.046 Uiso 1 1 calc R . .
C8 C 0.1711(19) 0.447(2) 0.7334(7) 0.050(3) Uani 1 1 d . . .
H8A H 0.0877 0.3351 0.7272 0.060 Uiso 1 1 calc R . .
H8B H 0.0887 0.5561 0.7434 0.060 Uiso 1 1 calc R . .
C9 C 0.4385(16) 0.6516(14) 0.6587(6) 0.028(2) Uani 1 1 d . . .
H9 H 0.3752 0.7467 0.6903 0.034 Uiso 1 1 calc R . .
C10 C 0.3519(17) 0.6770(16) 0.5771(6) 0.035(3) Uani 1 1 d . . .
C11 C 0.1566(16) 0.7673(17) 0.5618(6) 0.037(3) Uani 1 1 d . . .
H11 H 0.0847 0.8194 0.6020 0.044 Uiso 1 1 calc R . .
C12 C 0.071(2) 0.7797(17) 0.4886(7) 0.043(3) Uani 1 1 d . . .
H12 H -0.0568 0.8429 0.4796 0.052 Uiso 1 1 calc R . .
C13 C 0.1694(19) 0.7008(19) 0.4288(7) 0.043(3) Uani 1 1 d . . .
H13 H 0.1050 0.7047 0.3800 0.052 Uiso 1 1 calc R . .
C14 C 0.367(2) 0.6140(18) 0.4405(7) 0.048(3) Uani 1 1 d . . .
H14 H 0.4393 0.5666 0.3995 0.057 Uiso 1 1 calc R . .
C15 C 0.4523(18) 0.6004(16) 0.5149(6) 0.036(3) Uani 1 1 d . . .
H15 H 0.5806 0.5381 0.5234 0.043 Uiso 1 1 calc R . .
C16 C 0.6820(17) 0.668(2) 0.6685(7) 0.047(3) Uani 1 1 d . . .
H16A H 0.7218 0.6765 0.7219 0.071 Uiso 1 1 calc R . .
H16B H 0.7290 0.7758 0.6425 0.071 Uiso 1 1 calc R . .
H16C H 0.7476 0.5616 0.6471 0.071 Uiso 1 1 calc R . .
C17 C 0.118(3) 0.164(3) 1.1107(8) 0.081(6) Uani 1 1 d . . .
H17A H 0.1456 0.0432 1.1305 0.121 Uiso 1 1 calc R . .
H17B H -0.0332 0.1859 1.1080 0.121 Uiso 1 1 calc R . .
H17C H 0.1862 0.2532 1.1439 0.121 Uiso 1 1 calc R . .
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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.0000 '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
O1 S1 O2 117.9(6) . . ?
O1 S1 N1 106.2(5) . . ?
O2 S1 N1 111.8(6) . . ?
O1 S1 C1 110.1(5) . . ?
O2 S1 C1 109.0(6) . . ?
N1 S1 C1 100.4(5) . . ?
C7 N1 C8 59.3(7) . . ?
C7 N1 S1 114.7(8) . . ?
C8 N1 S1 116.2(9) . . ?
C2 C1 C6 119.1(10) . . ?
C2 C1 S1 122.4(9) . . ?
C6 C1 S1 118.5(8) . . ?
C3 C2 C1 122.3(12) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C2 C3 C4 121.4(12) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 116.0(11) . . ?
C3 C4 C17 121.6(14) . . ?
C5 C4 C17 122.4(15) . . ?
C6 C5 C4 124.3(12) . . ?
C6 C5 H5 117.9 . . ?
C4 C5 H5 117.9 . . ?
C5 C6 C1 116.9(11) . . ?
C5 C6 H6 121.6 . . ?
C1 C6 H6 121.6 . . ?
C8 C7 N1 60.9(7) . . ?
C8 C7 C9 122.4(11) . . ?
N1 C7 C9 116.6(10) . . ?
C8 C7 H7 115.3 . . ?
N1 C7 H7 115.3 . . ?
C9 C7 H7 115.3 . . ?
C7 C8 N1 59.8(7) . . ?
C7 C8 H8A 117.8 . . ?
N1 C8 H8A 117.8 . . ?
C7 C8 H8B 117.8 . . ?
N1 C8 H8B 117.8 . . ?
H8A C8 H8B 114.9 . . ?
C7 C9 C10 108.1(9) . . ?
C7 C9 C16 110.7(9) . . ?
C10 C9 C16 114.4(8) . . ?
C7 C9 H9 107.8 . . ?
C10 C9 H9 107.8 . . ?
C16 C9 H9 107.8 . . ?
C15 C10 C11 117.1(10) . . ?
C15 C10 C9 121.9(10) . . ?
C11 C10 C9 120.8(9) . . ?
C12 C11 C10 120.9(10) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C13 C12 C11 120.9(12) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 120.4(11) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 118.4(11) . . ?
C15 C14 H14 120.8 . . ?
C13 C14 H14 120.8 . . ?
C14 C15 C10 122.1(11) . . ?
C14 C15 H15 118.9 . . ?
C10 C15 H15 118.9 . . ?
C9 C16 H16A 109.5 . . ?
C9 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C9 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C4 C17 H17A 109.5 . . ?
C4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
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
S1 O1 1.431(7) . ?
S1 O2 1.440(9) . ?
S1 N1 1.670(11) . ?
S1 C1 1.746(11) . ?
N1 C7 1.492(15) . ?
N1 C8 1.508(15) . ?
C1 C2 1.365(15) . ?
C1 C6 1.434(15) . ?
C2 C3 1.359(16) . ?
C2 H2 0.9300 . ?
C3 C4 1.39(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.41(2) . ?
C4 C17 1.508(18) . ?
C5 C6 1.368(16) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.484(16) . ?
C7 C9 1.518(16) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.518(15) . ?
C9 C16 1.533(14) . ?
C9 H9 0.9800 . ?
C10 C15 1.395(15) . ?
C10 C11 1.406(15) . ?
C11 C12 1.373(16) . ?
C11 H11 0.9300 . ?
C12 C13 1.363(17) . ?
C12 H12 0.9300 . ?
C13 C14 1.398(17) . ?
C13 H13 0.9300 . ?
C14 C15 1.389(17) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658638
