# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2004

data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177

_publ_contact_author_name        'ProfD Takehshi Toru'
_publ_contact_author_address     
;
Applied Chemistry, Graduate School of Engineering
Nagoya Institute of Technology
Gokiso, Shwa-ku, Nagoya
Aichi-ken
466-8555
JAPAN
;

_publ_contact_author_email       TORU@NITECH.AC.JP

_publ_section_title              
;
Highly Enantioselective Reaction of Lithiated
N-Boc-thiazolidine: A New Chiral Formyl Anion Equivalent
;
loop_
_publ_author_name
'Takehshi Toru'
'Shuichi Nakamura'
'Libo Wang'

data_compound_1
_database_code_depnum_ccdc_archive 'CCDC 241332'
_audit_creation_date             2004-06-16
_audit_creation_method           'by CrystalStructure 3.6.0'

_chemical_formula_sum            'C17 H23 N O4 S '
_chemical_formula_moiety         'C17 H23 N O4 S '
_chemical_formula_weight         337.43

# CRYSTAL DATA
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z

#------------------------------------------------------------------------------

_cell_length_a                   8.23(1)
_cell_length_b                   9.09(2)
_cell_length_c                   22.57(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1689(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    23425
_cell_measurement_theta_min      5.2
_cell_measurement_theta_max      68.1
_cell_measurement_temperature    82.0

#------------------------------------------------------------------------------

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             720.00
_exptl_absorpt_coefficient_mu    1.871
_exptl_absorpt_correction_type   none

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5419
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.00
_diffrn_reflns_number            31284
_diffrn_reflns_av_R_equivalents  0.058
_diffrn_reflns_theta_max         68.19
_diffrn_measured_fraction_theta_max 0.9537
_diffrn_reflns_theta_full        68.19
_diffrn_measured_fraction_theta_full 0.9537
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
Refinement using reflections with F² > 3.0 sigma(F²).
The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are
based on F, with F set to zero for negative F. The threshold expression of
F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             2887
_reflns_number_gt                2394
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.0660
_refine_ls_wR_factor_ref         0.0680
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_reflns         2394
_refine_ls_number_parameters     232
_refine_ls_goodness_of_fit_ref   4.581
_refine_ls_weighting_scheme      unit
_refine_ls_weighting_details     'w = 1.0'
_refine_ls_shift/su_max          0.0000
_refine_diff_density_max         0.56
_refine_diff_density_min         -0.69
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  1155 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.24(5)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.031 0.018
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.049 0.032
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.333 0.557
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================

# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
S(1) S 0.6382(2) 0.6835(2) 0.02177(6) 0.0372(4) Uani 1.00 1 d . . .
O(1) O 0.6523(5) 1.0113(4) 0.0092(1) 0.034(1) Uani 1.00 1 d . . .
O(2) O 0.4371(5) 1.1559(5) 0.0203(2) 0.044(1) Uani 1.00 1 d . . .
O(3) O 0.8326(5) 0.8005(4) -0.1438(1) 0.032(1) Uani 1.00 1 d . . .
O(4) O 0.7129(5) 0.5910(4) -0.1775(2) 0.040(1) Uani 1.00 1 d . . .
N(1) N 0.6313(6) 0.7039(5) -0.0933(2) 0.029(1) Uani 1.00 1 d . . .
C(1) C 0.6750(7) 0.7963(6) -0.0441(2) 0.029(1) Uani 1.00 1 d . . .
C(2) C 0.5742(8) 0.5251(6) -0.0205(3) 0.037(2) Uani 1.00 1 d . . .
C(3) C 0.5172(8) 0.5884(6) -0.0784(3) 0.036(2) Uani 1.00 1 d . . .
C(4) C 0.5760(8) 0.9377(6) -0.0400(2) 0.035(2) Uani 1.00 1 d . . .
C(5) C 0.5783(7) 1.0309(6) -0.0948(2) 0.032(2) Uani 1.00 1 d . . .
C(6) C 0.6803(7) 1.1495(6) -0.1009(3) 0.036(2) Uani 1.00 1 d . . .
C(7) C 0.6774(8) 1.2313(7) -0.1524(3) 0.045(2) Uani 1.00 1 d . . .
C(8) C 0.5762(8) 1.1921(8) -0.1975(3) 0.045(2) Uani 1.00 1 d . . .
C(9) C 0.4773(8) 1.0728(7) -0.1920(3) 0.043(2) Uani 1.00 1 d . . .
C(10) C 0.4769(8) 0.9948(7) -0.1403(3) 0.040(2) Uani 1.00 1 d . . .
C(11) C 0.5686(9) 1.1229(7) 0.0351(3) 0.040(2) Uani 1.00 1 d . . .
C(12) C 0.6674(8) 1.1924(7) 0.0822(2) 0.043(2) Uani 1.00 1 d . . .
C(13) C 0.7252(7) 0.6899(7) -0.1412(2) 0.032(2) Uani 1.00 1 d . . .
C(14) C 0.9514(7) 0.8079(7) -0.1908(2) 0.036(2) Uani 1.00 1 d . . .
C(15) C 1.0366(8) 0.9505(7) -0.1770(3) 0.040(2) Uani 1.00 1 d . . .
C(16) C 0.8712(8) 0.8150(7) -0.2501(2) 0.042(2) Uani 1.00 1 d . . .
C(17) C 1.0639(8) 0.6778(7) -0.1846(2) 0.043(2) Uani 1.00 1 d . . .
H(1) H 0.7870 0.8207 -0.0466 0.035 Uiso 1.00 1 c R . .
H(2) H 0.6622 0.4592 -0.0267 0.044 Uiso 1.00 1 c R . .
H(3) H 0.4886 0.4751 -0.0007 0.044 Uiso 1.00 1 c R . .
H(4) H 0.4109 0.6277 -0.0742 0.043 Uiso 1.00 1 c R . .
H(5) H 0.5171 0.5152 -0.1084 0.043 Uiso 1.00 1 c R . .
H(6) H 0.4673 0.9135 -0.0298 0.041 Uiso 1.00 1 c R . .
H(7) H 0.7519 1.1748 -0.0695 0.043 Uiso 1.00 1 c R . .
H(8) H 0.7454 1.3151 -0.1563 0.054 Uiso 1.00 1 c R . .
H(9) H 0.5740 1.2483 -0.2330 0.054 Uiso 1.00 1 c R . .
H(10) H 0.4090 1.0434 -0.2237 0.051 Uiso 1.00 1 c R . .
H(11) H 0.4061 0.9130 -0.1358 0.048 Uiso 1.00 1 c R . .
H(12) H 0.6941 1.1214 0.1115 0.051 Uiso 1.00 1 c R . .
H(13) H 0.7642 1.2305 0.0653 0.051 Uiso 1.00 1 c R . .
H(14) H 0.6074 1.2701 0.0999 0.051 Uiso 1.00 1 c R . .
H(15) H 1.0826 0.9473 -0.1384 0.048 Uiso 1.00 1 c R . .
H(16) H 1.1200 0.9674 -0.2053 0.048 Uiso 1.00 1 c R . .
H(17) H 0.9593 1.0278 -0.1790 0.048 Uiso 1.00 1 c R . .
H(18) H 0.8046 0.9001 -0.2518 0.050 Uiso 1.00 1 c R . .
H(19) H 0.9504 0.8192 -0.2806 0.050 Uiso 1.00 1 c R . .
H(20) H 0.8061 0.7297 -0.2551 0.050 Uiso 1.00 1 c R . .
H(21) H 1.0026 0.5896 -0.1874 0.051 Uiso 1.00 1 c R . .
H(22) H 1.1430 0.6800 -0.2152 0.051 Uiso 1.00 1 c R . .
H(23) H 1.1166 0.6817 -0.1472 0.051 Uiso 1.00 1 c R . .


#==============================================================================

_computing_data_collection       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_structure_solution    DirectMethod
_computing_structure_refinement  CRYSTALS
_computing_publication_material  'CrystalStructure 3.6.0'
_computing_molecular_graphics    ?

#==============================================================================

# MOLECULAR GEOMETRY

#loop_
#_geom_bond_atom_site_label_1
#_geom_bond_atom_site_label_2
#_geom_bond_distance
#_geom_bond_publ_flag
#_geom_bond_site_symmetry_1
#_geom_bond_site_symmetry_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
#_geom_angle_site_symmetry_1
#_geom_angle_site_symmetry_2
#_geom_angle_site_symmetry_3

#loop_
#_geom_torsion_atom_site_label_1
#_geom_torsion_atom_site_label_2
#_geom_torsion_atom_site_label_3
#_geom_torsion_atom_site_label_4
#_geom_torsion
#_geom_torsion_publ_flag
#_geom_torsion_site_symmetry_1
#_geom_torsion_site_symmetry_2
#_geom_torsion_site_symmetry_3
#_geom_torsion_site_symmetry_4

#loop_
#_geom_contact_atom_site_label_1
#_geom_contact_atom_site_label_2
#_geom_contact_distance
#_geom_contact_publ_flag
#_geom_contact_site_symmetry_1
#_geom_contact_site_symmetry_2

#==============================================================================

# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one
# structure analysis in the CIF.

#==============================================================================

#     End of CIF

#==============================================================================



