#------------------------------------------------------------------------------
#$Date: 2022-09-15 01:26:15 +0300 (Thu, 15 Sep 2022) $
#$Revision: 277847 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/00/4060007.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_4060007
loop_
_publ_author_name
'Tomotaka Okino'
'Yasutaka Hoashi'
'Tomihiro Furukawa'
'Xuenong Xu'
'Yoshiji Takemoto'
_publ_section_title
;
Enantio- and Diastereoselective Michael Reaction of 1,3-Dicarbonyl
Compounds to Nitroolefins Catalyzed by a Bifunctional Thiourea
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              119
_journal_page_last               125
_journal_paper_doi               10.1021/ja044370p
_journal_volume                  127
_journal_year                    2005
_chemical_formula_sum            'C17 H21 F6 N3 S'
_chemical_formula_weight         413.43
_space_group_IT_number           56
_space_group_name_Hall           '-P 2ab 2ac'
_space_group_name_H-M_alt        'P c c n'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ab 2ac'
_symmetry_space_group_name_H-M   'P c c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.8302(11)
_cell_length_b                   23.4425(14)
_cell_length_c                   9.1356(6)
_cell_measurement_reflns_used    5684
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.86
_cell_measurement_theta_min      2.28
_cell_volume                     3818.5(4)
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 8.366
_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  0.0342
_diffrn_reflns_av_sigmaI/netI    0.0258
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            23834
_diffrn_reflns_theta_max         27.92
_diffrn_reflns_theta_min         1.43
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_T_max  0.9862
_exptl_absorpt_correction_T_min  0.9252
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         4555
_refine_ls_number_restraints     151
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0675
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0804P)²+7.6160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1653
_refine_ls_wR_factor_ref         0.1731
_reflns_number_gt                3863
_reflns_number_total             4555
_reflns_threshold_expression     >2sigma(I)
_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_database_code               4060007
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, 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 0.20831(15) 0.10023(11) 0.1882(3) 0.0202(5) Uani 1 1 d . . .
H1A H 0.1585 0.0931 0.1563 0.024 Uiso 1 1 calc R . .
C2 C 0.22283(15) 0.14312(11) 0.2888(3) 0.0213(5) Uani 1 1 d . . .
C3 C 0.15838(16) 0.17788(12) 0.3443(3) 0.0262(6) Uani 1 1 d . . .
C4 C 0.29553(15) 0.15508(11) 0.3345(3) 0.0217(5) Uani 1 1 d . . .
H4A H 0.3050 0.1846 0.4034 0.026 Uiso 1 1 calc R . .
C5 C 0.35384(15) 0.12296(12) 0.2771(3) 0.0229(5) Uani 1 1 d . A .
C6 C 0.43210(16) 0.13417(8) 0.3283(2) 0.0331(7) Uani 1 1 d D . .
C7 C 0.34075(14) 0.07892(12) 0.1787(3) 0.0216(5) Uani 1 1 d . . .
H7A H 0.3813 0.0568 0.1423 0.026 Uiso 1 1 calc R A .
C8 C 0.26763(14) 0.06753(11) 0.1341(3) 0.0189(5) Uani 1 1 d . A .
C9 C 0.20465(13) -0.02049(11) 0.0519(3) 0.0179(5) Uani 1 1 d . A .
C10 C 0.15176(14) -0.10676(11) -0.0673(3) 0.0201(5) Uani 1 1 d . A .
H10A H 0.1055 -0.1000 -0.0078 0.024 Uiso 1 1 calc R . .
C11 C 0.19332(16) -0.15818(12) -0.0036(3) 0.0264(6) Uani 1 1 d . . .
H11A H 0.2402 -0.1646 -0.0594 0.032 Uiso 1 1 calc R . .
H11B H 0.2070 -0.1503 0.0994 0.032 Uiso 1 1 calc R . .
C12 C 0.14475(18) -0.21166(13) -0.0104(3) 0.0297(6) Uani 1 1 d . . .
H12A H 0.1736 -0.2447 0.0267 0.036 Uiso 1 1 calc R . .
H12B H 0.1002 -0.2066 0.0529 0.036 Uiso 1 1 calc R . .
C13 C 0.11967(19) -0.22327(13) -0.1671(4) 0.0334(7) Uani 1 1 d . . .
H13A H 0.1640 -0.2323 -0.2281 0.040 Uiso 1 1 calc R . .
H13B H 0.0859 -0.2568 -0.1685 0.040 Uiso 1 1 calc R . .
C14 C 0.07895(17) -0.17198(12) -0.2312(3) 0.0274(6) Uani 1 1 d . . .
H14A H 0.0323 -0.1651 -0.1753 0.033 Uiso 1 1 calc R . .
H14B H 0.0650 -0.1802 -0.3339 0.033 Uiso 1 1 calc R . .
C15 C 0.12848(15) -0.11794(12) -0.2262(3) 0.0212(5) Uani 1 1 d . . .
H15A H 0.1755 -0.1273 -0.2809 0.025 Uiso 1 1 calc R . .
C16 C 0.02954(16) -0.04429(13) -0.2248(3) 0.0295(6) Uani 1 1 d . . .
H16A H 0.0384 -0.0396 -0.1196 0.044 Uiso 1 1 calc R . .
H16B H -0.0118 -0.0712 -0.2401 0.044 Uiso 1 1 calc R . .
H16C H 0.0165 -0.0073 -0.2678 0.044 Uiso 1 1 calc R . .
C17 C 0.08583(18) -0.07393(15) -0.4520(3) 0.0338(7) Uani 1 1 d . . .
H17A H 0.1320 -0.0884 -0.4967 0.051 Uiso 1 1 calc R . .
H17B H 0.0726 -0.0372 -0.4964 0.051 Uiso 1 1 calc R . .
H17C H 0.0451 -0.1013 -0.4682 0.051 Uiso 1 1 calc R . .
F1 F 0.09974(10) 0.14541(8) 0.3825(2) 0.0387(5) Uani 1 1 d . . .
F2 F 0.13326(12) 0.21456(9) 0.2431(2) 0.0460(5) Uani 1 1 d . . .
F3 F 0.17603(10) 0.20900(7) 0.4622(2) 0.0327(4) Uani 1 1 d . . .
F4 F 0.4384(2) 0.18286(15) 0.4054(6) 0.0342(9) Uani 0.489(6) 1 d PDU A 1
F5 F 0.4552(2) 0.09226(16) 0.4186(6) 0.0401(9) Uani 0.489(6) 1 d PDU A 1
F6 F 0.48357(19) 0.1372(3) 0.2212(3) 0.0460(8) Uani 0.489(6) 1 d PDU A 1
F4B F 0.4364(4) 0.1650(2) 0.4523(5) 0.0392(9) Uani 0.275(4) 1 d PDU A 2
F5B F 0.4786(3) 0.08958(19) 0.3467(8) 0.0435(8) Uani 0.275(4) 1 d PDU A 2
F6B F 0.4633(3) 0.1667(3) 0.2231(5) 0.0429(9) Uani 0.275(4) 1 d PDU A 2
F4C F 0.4440(4) 0.1088(4) 0.4586(6) 0.0410(9) Uani 0.237(6) 1 d PDU A 3
F5C F 0.4833(3) 0.1118(4) 0.2364(8) 0.0420(9) Uani 0.237(6) 1 d PDU A 3
F6C F 0.4514(4) 0.18920(13) 0.3462(11) 0.0406(10) Uani 0.237(6) 1 d PDU A 3
N1 N 0.25399(12) 0.02346(9) 0.0314(2) 0.0205(4) Uani 1 1 d . . .
H1B H 0.2791 0.0244 -0.0515 0.025 Uiso 1 1 calc R A .
N2 N 0.19826(12) -0.05528(10) -0.0621(2) 0.0204(5) Uani 1 1 d . . .
H2A H 0.2241 -0.0467 -0.1411 0.025 Uiso 1 1 calc R A .
N3 N 0.09741(13) -0.06632(10) -0.2947(2) 0.0229(5) Uani 1 1 d . . .
S1 S 0.15649(3) -0.03036(3) 0.20952(6) 0.01975(18) Uani 1 1 d . . .
