#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/39/7103976.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_7103976
loop_
_publ_author_name
'Jiang, Biao'
'Zhang, Fangjiang'
'Xiong, Wennan'
_publ_section_title
;
 A convenient stereoselective synthesis of trifluoromethyl-substituted
 polyfunctionalized cyclopropane: synthesis of
 (+-)-trans-trifluoronorcoronamic acid
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   4
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              536
_journal_page_last               537
_journal_paper_doi               10.1039/b210642f
_journal_year                    2003
_chemical_formula_sum            'C11 H8 F3 N O2 S'
_chemical_formula_weight         275.24
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 118.55(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.596(8)
_cell_length_b                   5.881(3)
_cell_length_c                   20.446(7)
_cell_measurement_reflns_used    14
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.7
_cell_measurement_theta_min      18.4
_cell_volume                     2386.7(17)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.914
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_device_type  afc7r
_diffrn_measurement_method       'omega/2theta scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0828
_diffrn_reflns_av_sigmaI/netI    0.0942
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            2074
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.27
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  -0.01
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.303
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8567
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.651
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       0.0032(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         2030
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.042
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0732P)²+1.8652P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1261
_refine_ls_wR_factor_ref         0.1362
_reflns_number_gt                1657
_reflns_number_total             2030
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b210642f.txt
_cod_data_source_block           shelxs
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7103976
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.18659(3) 0.91020(10) 0.05342(3) 0.0353(3) Uani 1 1 d . . .
O1 O 0.18701(9) 0.6680(4) 0.04417(10) 0.0514(5) Uani 1 1 d . . .
O2 O 0.17993(9) 1.0591(4) -0.00515(9) 0.0512(5) Uani 1 1 d . . .
N1 N 0.29042(14) 0.7426(5) 0.24907(14) 0.0694(8) Uani 1 1 d . . .
F1 F 0.43137(10) 1.0589(6) 0.14160(15) 0.1265(12) Uani 1 1 d . . .
F2 F 0.41297(9) 0.9907(4) 0.23294(10) 0.0821(7) Uani 1 1 d . . .
F3 F 0.39440(10) 0.7399(4) 0.15208(14) 0.0962(8) Uani 1 1 d . . .
C1 C 0.26498(10) 0.9825(4) 0.13293(12) 0.0334(5) Uani 1 1 d . . .
C2 C 0.32001(12) 1.0497(5) 0.11433(15) 0.0447(6) Uani 1 1 d . . .
C3 C 0.28993(14) 1.2243(4) 0.14135(16) 0.0461(6) Uani 1 1 d . . .
C4 C 0.27998(11) 0.8485(5) 0.19792(14) 0.0426(6) Uani 1 1 d . . .
C5 C 0.38965(13) 0.9617(7) 0.16048(17) 0.0629(9) Uani 1 1 d . . .
C6 C 0.12485(10) 0.9775(4) 0.07937(12) 0.0353(5) Uani 1 1 d . . .
C7 C 0.09292(13) 1.1872(5) 0.05869(15) 0.0478(6) Uani 1 1 d . . .
C8 C 0.04256(15) 1.2326(6) 0.07707(19) 0.0611(8) Uani 1 1 d . . .
C9 C 0.02650(14) 1.0772(7) 0.11557(19) 0.0650(9) Uani 1 1 d . . .
C10 C 0.05891(14) 0.8709(6) 0.13646(18) 0.0605(8) Uani 1 1 d . . .
C11 C 0.10894(12) 0.8194(5) 0.11807(15) 0.0464(6) Uani 1 1 d . . .
H1 H 0.3080(14) 1.034(5) 0.0629(17) 0.052(8) Uiso 1 1 d . . .
H2 H 0.3131(13) 1.274(5) 0.1925(16) 0.043(7) Uiso 1 1 d . . .
H3 H 0.2613(16) 1.342(6) 0.1090(18) 0.062(9) Uiso 1 1 d . . .
H4 H 0.1037(16) 1.288(6) 0.0318(18) 0.060(9) Uiso 1 1 d . . .
H5 H 0.0182(15) 1.379(6) 0.0631(17) 0.060(8) Uiso 1 1 d . . .
H6 H -0.0067(19) 1.104(7) 0.127(2) 0.083(11) Uiso 1 1 d . . .
H7 H 0.0450(19) 0.758(6) 0.164(2) 0.085(11) Uiso 1 1 d . . .
H8 H 0.1331(15) 0.675(6) 0.1299(16) 0.058(8) Uiso 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'
O O 0.0106 0.0060 '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'
F F 0.0171 0.0103 '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 120.05(12) . . ?
O2 S1 C6 109.46(11) . . ?
O1 S1 C6 108.58(11) . . ?
O2 S1 C1 106.08(11) . . ?
O1 S1 C1 106.75(11) . . ?
C6 S1 C1 104.84(10) . . ?
C4 C1 C3 120.1(2) . . ?
C4 C1 C2 120.98(19) . . ?
C3 C1 C2 58.43(17) . . ?
C4 C1 S1 113.72(17) . . ?
C3 C1 S1 118.70(17) . . ?
C2 C1 S1 114.08(16) . . ?
C3 C2 C5 122.8(3) . . ?
C3 C2 C1 60.53(16) . . ?
C5 C2 C1 119.7(2) . . ?
C2 C3 C1 61.04(16) . . ?
N1 C4 C1 178.5(3) . . ?
F1 C5 F2 108.5(3) . . ?
F1 C5 F3 106.1(3) . . ?
F2 C5 F3 104.9(3) . . ?
F1 C5 C2 110.7(3) . . ?
F2 C5 C2 113.5(2) . . ?
F3 C5 C2 112.7(3) . . ?
C11 C6 C7 122.4(2) . . ?
C11 C6 S1 118.99(18) . . ?
C7 C6 S1 118.65(19) . . ?
C8 C7 C6 117.6(3) . . ?
C9 C8 C7 120.5(3) . . ?
C8 C9 C10 121.4(3) . . ?
C9 C10 C11 119.4(3) . . ?
C6 C11 C10 118.7(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 1.4328(19) . ?
S1 O1 1.437(2) . ?
S1 C6 1.758(2) . ?
S1 C1 1.791(2) . ?
N1 C4 1.141(4) . ?
F1 C5 1.308(4) . ?
F2 C5 1.325(4) . ?
F3 C5 1.327(4) . ?
C1 C4 1.440(3) . ?
C1 C3 1.509(3) . ?
C1 C2 1.516(3) . ?
C2 C3 1.476(4) . ?
C2 C5 1.488(4) . ?
C6 C11 1.376(3) . ?
C6 C7 1.389(3) . ?
C7 C8 1.384(4) . ?
C8 C9 1.364(5) . ?
C9 C10 1.376(5) . ?
C10 C11 1.384(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 353750
