#------------------------------------------------------------------------------
#$Date: 2019-11-23 22:36:48 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235379 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/68/4036895.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_4036895
loop_
_publ_author_name
'Zhao, Yilong'
'Zhou, Yuhan'
'Liu, Juan'
'Yang, Dongmei'
'Tao, Liang'
'Liu, Yang'
'Dong, Xiaoliang'
'Liu, Jianhui'
'Qu, Jingping'
_publ_section_title
;
 Synthesis of (Z)-α-Trifluoromethyl Alkenyl Triflate: A Scaffold for
 Diverse Trifluoromethylated Species.
;
_journal_issue                   11
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              4797
_journal_page_last               4806
_journal_paper_doi               10.1021/acs.joc.6b00855
_journal_volume                  81
_journal_year                    2016
_chemical_formula_sum            'C10 H5 Br F6 O3 S'
_chemical_formula_weight         399.11
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.112(4)
_cell_angle_beta                 95.627(4)
_cell_angle_gamma                98.351(4)
_cell_formula_units_Z            2
_cell_length_a                   7.8097(5)
_cell_length_b                   8.4203(5)
_cell_length_c                   10.7272(6)
_cell_measurement_reflns_used    3423
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.683
_cell_measurement_theta_min      2.476
_cell_volume                     685.88(7)
_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  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0460
_diffrn_reflns_av_sigmaI/netI    0.0458
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7205
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.48
_exptl_absorpt_coefficient_mu    3.224
_exptl_absorpt_correction_T_max  0.4447
_exptl_absorpt_correction_T_min  0.4447
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.933
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       0.057(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2413
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.971
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0421
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1277
_refine_ls_wR_factor_ref         0.1340
_reflns_number_gt                1928
_reflns_number_total             2413
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo6b00855_si_002.cif
_cod_data_source_block           2e
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4036895
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Br1 Br 0.31584(5) 0.26427(6) 0.10055(4) 0.0808(3) Uani 1 1 d .
S1 S 0.18679(13) 0.33379(10) -0.36234(8) 0.0602(3) Uani 1 1 d .
O1 O 0.1198(3) 0.1456(3) -0.3675(2) 0.0532(6) Uani 1 1 d .
F2 F 0.4627(3) 0.0364(3) -0.3546(3) 0.0866(7) Uani 1 1 d .
C6 C 0.0851(5) 0.2521(4) 0.0195(3) 0.0520(8) Uani 1 1 d .
F3 F 0.2465(3) -0.1229(3) -0.4536(3) 0.0970(9) Uani 1 1 d .
C1 C 0.0390(4) 0.1627(4) -0.1011(3) 0.0493(7) Uani 1 1 d .
O3 O 0.0415(5) 0.4134(4) -0.3618(3) 0.0901(10) Uani 1 1 d .
C5 C -0.0277(5) 0.3364(4) 0.0817(3) 0.0601(9) Uani 1 1 d .
H5A H 0.0070 0.3945 0.1628 0.072 Uiso 1 1 calc R
C9 C 0.3117(5) -0.0485(4) -0.3395(4) 0.0610(9) Uani 1 1 d .
F5 F 0.1182(4) 0.2561(4) -0.6061(2) 0.1002(9) Uani 1 1 d .
C2 C -0.1291(5) 0.1637(4) -0.1582(4) 0.0623(9) Uani 1 1 d .
H2A H -0.1650 0.1057 -0.2392 0.075 Uiso 1 1 calc R
C8 C 0.1934(4) 0.0566(4) -0.2805(3) 0.0501(7) Uani 1 1 d .
C7 C 0.1581(4) 0.0669(4) -0.1631(3) 0.0527(8) Uani 1 1 d .
H7A H 0.2161 0.0054 -0.1126 0.063 Uiso 1 1 calc R
C10 C 0.2511(5) 0.3265(5) -0.5235(4) 0.0674(10) Uani 1 1 d .
O2 O 0.3356(4) 0.3847(3) -0.2733(3) 0.0900(10) Uani 1 1 d .
F1 F 0.3464(5) -0.1587(4) -0.2694(3) 0.1148(12) Uani 1 1 d .
C4 C -0.1916(5) 0.3337(4) 0.0229(4) 0.0629(10) Uani 1 1 d .
H4A H -0.2688 0.3900 0.0647 0.075 Uiso 1 1 calc R
F6 F 0.3812(5) 0.2480(4) -0.5341(3) 0.1118(11) Uani 1 1 d .
C3 C -0.2440(5) 0.2490(5) -0.0970(4) 0.0680(10) Uani 1 1 d .
H3B H -0.3553 0.2489 -0.1368 0.082 Uiso 1 1 calc R
F4 F 0.2967(4) 0.4739(3) -0.5441(3) 0.0987(9) Uani 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'
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'
Br Br -0.2901 2.4595 '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
O3 S1 O2 122.4(2)
O3 S1 O1 107.83(18)
O2 S1 O1 110.16(16)
O3 S1 C10 105.95(19)
O2 S1 C10 109.2(2)
O1 S1 C10 98.49(15)
C8 O1 S1 121.4(2)
C5 C6 C1 122.6(4)
C5 C6 Br1 118.5(3)
C1 C6 Br1 118.9(3)
C6 C1 C2 116.6(3)
C6 C1 C7 121.7(3)
C2 C1 C7 121.7(3)
C4 C5 C6 119.2(3)
F3 C9 F1 108.4(3)
F3 C9 F2 104.9(3)
F1 C9 F2 107.2(3)
F3 C9 C8 112.4(3)
F1 C9 C8 111.4(3)
F2 C9 C8 112.1(3)
C3 C2 C1 121.5(4)
C7 C8 O1 122.6(3)
C7 C8 C9 125.7(3)
O1 C8 C9 111.7(3)
C8 C7 C1 128.3(3)
F6 C10 F4 109.4(3)
F6 C10 F5 110.4(4)
F4 C10 F5 108.8(4)
F6 C10 S1 110.1(3)
F4 C10 S1 108.8(3)
F5 C10 S1 109.3(3)
C5 C4 C3 120.9(3)
C4 C3 C2 119.3(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C6 1.905(4)
S1 O3 1.399(3)
S1 O2 1.403(3)
S1 O1 1.587(2)
S1 C10 1.842(4)
O1 C8 1.407(4)
F2 C9 1.324(4)
C6 C5 1.374(5)
C6 C1 1.387(5)
F3 C9 1.312(4)
C1 C2 1.395(5)
C1 C7 1.466(5)
C5 C4 1.366(6)
C9 F1 1.315(5)
C9 C8 1.494(5)
F5 C10 1.306(5)
C2 C3 1.386(5)
C8 C7 1.308(5)
C10 F6 1.295(5)
C10 F4 1.296(5)
C4 C3 1.372(6)
