#------------------------------------------------------------------------------
#$Date: 2018-08-16 12:33:19 +0300 (Thu, 16 Aug 2018) $
#$Revision: 209783 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/48/7104834.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_7104834
loop_
_publ_author_name
'Gridley, Jonathan J.'
'Coogan, Michael P.'
'Knight, David W.'
'Malik, K. M. Abdul'
'Sharland, Christopher M.'
'Singkhonrat, Jirada'
'Williams, Siân'
_publ_section_title
;
 A stereoselective synthesis of anti-γ,δ-alkynyl- and
 -alkenyl-β-hydroxy-α-amino esters from tin(II) enolates of glycinate
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   20
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              2550
_journal_page_last               2551
_journal_paper_doi               10.1039/b306291k
_journal_year                    2003
_chemical_formula_sum            'C20 H21 N O5 S'
_chemical_formula_weight         387.44
_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'
_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                   5.49000(10)
_cell_length_b                   16.0680(5)
_cell_length_c                   21.8780(9)
_cell_measurement_reflns_used    3248
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      3.07
_cell_volume                     1929.93(11)
_computing_cell_refinement       'DENZO (Otwinowski & Minor, 1997)'
_computing_data_collection       'DENZO (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrigia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-96 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Nonius kappa CCD area detector'
_diffrn_measurement_method       'phi & omega scan to fill Ewald sphere'
_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  0.0906
_diffrn_reflns_av_sigmaI/netI    0.0914
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            11361
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    0.198
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV (Blessing, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.408
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.25(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         4271
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0905
_refine_ls_R_factor_gt           0.0616
_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)+(0.0454P)²+1.3894P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1236
_refine_ls_wR_factor_ref         0.1375
_reflns_number_gt                3248
_reflns_number_total             4271
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b306291k.txt
_cod_data_source_block           malik1
_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 
;
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7104834
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
S1 S 0.07996(14) 0.42724(6) 0.34631(4) 0.0237(2) Uani 1 1 d . . .
O1 O -0.1803(4) 0.43169(17) 0.35116(11) 0.0289(6) Uani 1 1 d . . .
O2 O 0.2285(4) 0.49207(16) 0.37144(12) 0.0317(6) Uani 1 1 d . . .
O3 O 0.6978(4) 0.32575(16) 0.22559(12) 0.0303(6) Uani 1 1 d . . .
O4 O 0.3089(4) 0.28200(14) 0.22822(12) 0.0269(6) Uani 1 1 d . . .
O5 O 0.3380(5) 0.56228(17) 0.21069(13) 0.0435(7) Uani 1 1 d . . .
H5A H 0.2243 0.5786 0.1880 0.052 Uiso 1 1 calc R . .
N1 N 0.1338(4) 0.42401(18) 0.27298(12) 0.0223(6) Uani 1 1 d . . .
H1A H 0.0121 0.4226 0.2468 0.027 Uiso 1 1 calc R . .
C1 C 0.3882(6) 0.3284(2) 0.41304(16) 0.0296(8) Uani 1 1 d . . .
H1 H 0.4820 0.3772 0.4199 0.036 Uiso 1 1 calc R . .
C2 C 0.4594(6) 0.2533(2) 0.43730(17) 0.0328(9) Uani 1 1 d . . .
H2 H 0.6032 0.2510 0.4614 0.039 Uiso 1 1 calc R . .
C3 C 0.3262(7) 0.1800(2) 0.42761(17) 0.0317(9) Uani 1 1 d . . .
C4 C 0.1159(7) 0.1850(2) 0.39265(17) 0.0333(9) Uani 1 1 d . . .
H4 H 0.0227 0.1361 0.3856 0.040 Uiso 1 1 calc R . .
C5 C 0.0387(7) 0.2603(2) 0.36773(17) 0.0320(8) Uani 1 1 d . . .
H5 H -0.1057 0.2628 0.3439 0.038 Uiso 1 1 calc R . .
C6 C 0.4102(9) 0.0994(3) 0.4554(2) 0.0467(11) Uani 1 1 d . . .
H6A H 0.5887 0.0976 0.4556 0.070 Uiso 1 1 calc R . .
H6B H 0.3471 0.0527 0.4314 0.070 Uiso 1 1 calc R . .
H6C H 0.3497 0.0953 0.4975 0.070 Uiso 1 1 calc R . .
C7 C 0.1753(6) 0.3316(2) 0.37815(15) 0.0224(7) Uani 1 1 d . . .
C8 C 0.3843(5) 0.4235(2) 0.25116(15) 0.0228(7) Uani 1 1 d . . .
H8 H 0.4898 0.4473 0.2840 0.027 Uiso 1 1 calc R . .
C9 C 0.4838(6) 0.3382(2) 0.23459(15) 0.0219(7) Uani 1 1 d . . .
C10 C 0.3821(7) 0.1998(2) 0.20655(19) 0.0340(9) Uani 1 1 d . . .
H10A H 0.5233 0.1792 0.2303 0.041 Uiso 1 1 calc R . .
H10B H 0.4287 0.2023 0.1629 0.041 Uiso 1 1 calc R . .
C11 C 0.1689(8) 0.1434(3) 0.2150(2) 0.0428(10) Uani 1 1 d . . .
H11A H 0.1233 0.1420 0.2583 0.064 Uiso 1 1 calc R . .
H11B H 0.2121 0.0871 0.2014 0.064 Uiso 1 1 calc R . .
H11C H 0.0314 0.1639 0.1907 0.064 Uiso 1 1 calc R . .
C12 C 0.4037(6) 0.4806(2) 0.19461(16) 0.0268(7) Uani 1 1 d . . .
H12 H 0.5775 0.4811 0.1809 0.032 Uiso 1 1 calc R . .
C13 C 0.2539(6) 0.4486(2) 0.14412(16) 0.0262(8) Uani 1 1 d . . .
C14 C 0.1254(6) 0.4235(2) 0.10397(16) 0.0282(8) Uani 1 1 d . . .
C15 C -0.0322(6) 0.3969(2) 0.05526(16) 0.0251(8) Uani 1 1 d . . .
C16 C -0.2303(6) 0.3446(2) 0.06695(18) 0.0322(9) Uani 1 1 d . . .
H16 H -0.2545 0.3227 0.1068 0.039 Uiso 1 1 calc R . .
C17 C -0.3905(7) 0.3250(3) 0.02073(19) 0.0401(10) Uani 1 1 d . . .
H17 H -0.5249 0.2894 0.0288 0.048 Uiso 1 1 calc R . .
C18 C -0.3564(7) 0.3569(3) -0.03747(19) 0.0395(10) Uani 1 1 d . . .
H18 H -0.4697 0.3441 -0.0689 0.047 Uiso 1 1 calc R . .
C19 C -0.1587(7) 0.4074(2) -0.05020(18) 0.0364(10) Uani 1 1 d . . .
H19 H -0.1346 0.4284 -0.0904 0.044 Uiso 1 1 calc R . .
C20 C 0.0034(6) 0.4272(2) -0.00422(16) 0.0305(8) Uani 1 1 d . . .
H20 H 0.1399 0.4616 -0.0129 0.037 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 0.0016 '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
O2 S1 O1 120.17(16) . . ?
O2 S1 N1 107.30(15) . . ?
O1 S1 N1 104.75(14) . . ?
O2 S1 C7 108.21(16) . . ?
O1 S1 C7 108.01(16) . . ?
N1 S1 C7 107.83(15) . . ?
C9 O4 C10 116.8(3) . . ?
C8 N1 S1 119.6(2) . . ?
C2 C1 C7 118.8(3) . . ?
C1 C2 C3 122.0(3) . . ?
C4 C3 C2 117.9(3) . . ?
C4 C3 C6 121.9(4) . . ?
C2 C3 C6 120.2(4) . . ?
C3 C4 C5 121.3(4) . . ?
C7 C5 C4 119.2(3) . . ?
C5 C7 C1 120.8(3) . . ?
C5 C7 S1 119.5(3) . . ?
C1 C7 S1 119.7(3) . . ?
N1 C8 C9 115.1(3) . . ?
N1 C8 C12 108.9(3) . . ?
C9 C8 C12 108.7(3) . . ?
O3 C9 O4 125.0(3) . . ?
O3 C9 C8 122.6(3) . . ?
O4 C9 C8 112.3(3) . . ?
O4 C10 C11 107.1(3) . . ?
O5 C12 C13 111.8(3) . . ?
O5 C12 C8 109.7(3) . . ?
C13 C12 C8 110.8(3) . . ?
C14 C13 C12 177.8(4) . . ?
C13 C14 C15 177.7(4) . . ?
C16 C15 C20 119.1(3) . . ?
C16 C15 C14 120.8(3) . . ?
C20 C15 C14 120.0(3) . . ?
C17 C16 C15 120.0(4) . . ?
C16 C17 C18 120.2(4) . . ?
C19 C18 C17 120.5(4) . . ?
C20 C19 C18 119.6(4) . . ?
C19 C20 C15 120.4(3) . . ?
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 O2 1.433(3) . ?
S1 O1 1.435(2) . ?
S1 N1 1.632(3) . ?
S1 C7 1.767(4) . ?
O3 C9 1.208(4) . ?
O4 C9 1.326(4) . ?
O4 C10 1.460(4) . ?
O5 C12 1.406(4) . ?
N1 C8 1.456(4) . ?
C1 C2 1.374(5) . ?
C1 C7 1.397(5) . ?
C2 C3 1.402(5) . ?
C3 C4 1.388(5) . ?
C3 C6 1.504(5) . ?
C4 C5 1.393(6) . ?
C5 C7 1.388(5) . ?
C8 C9 1.518(5) . ?
C8 C12 1.544(5) . ?
C10 C11 1.491(5) . ?
C12 C13 1.470(5) . ?
C13 C14 1.196(5) . ?
C14 C15 1.438(5) . ?
C15 C16 1.398(5) . ?
C15 C20 1.403(5) . ?
C16 C17 1.377(5) . ?
C17 C18 1.386(6) . ?
C18 C19 1.384(6) . ?
C19 C20 1.380(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21198814
