TfOH-promoted transformation of TMS-ethers of diarylsubstituted CF3-allyl alcohols with arenes into CF3-indanes
Zerov, Aleksey V.; Bulova, Anastasia A.; Khoroshilova, Olesya V.; Vasilyev, Aleksander V.; Organic Chemistry Frontiers 6 (2019) 3264–; doi:10.1039/C9QO00822E

data_1555074
_publ_section_title
;
 TfOH-promoted transformation of TMS-ethers of diarylsubstituted CF3-allyl
 alcohols with arenes into CF3-indanes
;
_journal_issue                   18
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              3264
_journal_paper_doi               10.1039/C9QO00822E
_journal_volume                  6
_journal_year                    2019
_chemical_formula_moiety         'C22 H15 Cl2 F3'
_chemical_formula_sum            'C22 H15 Cl2 F3'
_chemical_formula_weight         407.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2yc'
_space_group_name_H-M_alt        'I 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
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Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
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_audit_update_record
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2018-10-24 deposited with the CCDC.	2019-08-05 downloaded from the CCDC.
;
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_cell_measurement_reflns_used    9556
_cell_measurement_temperature    100(2)
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_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
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;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      100(2)
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;
  1 omega  -97.00  -70.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.2058  178.0000 -180.0000 27

  2 omega  -45.00   46.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
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  3 omega  -48.00   48.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.2058   19.0000  -60.0000 96

  4 omega  -45.00  -19.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.2058   19.0000  120.0000 26

  5 omega    8.00   38.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       24.1433   57.0000   30.0000 30

  6 omega  -37.00   -8.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.2058  -77.0000  -90.0000 29

  7 omega  -83.00  -53.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.2058 -178.0000 -120.0000 30

  8 omega    4.00   91.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       24.1433   57.0000   60.0000 87

  9 omega  -12.00   53.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       24.1433   19.0000   30.0000 65

 10 omega  -52.00  -26.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.2058   19.0000  -30.0000 26

 11 omega  -12.00   13.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       24.1433   90.0000   -7.0000 25

 12 omega   16.00   65.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       24.1433  -99.0000   90.0000 49

 13 omega   20.00   66.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       24.1433  -99.0000 -120.0000 46
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
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_diffrn_orient_matrix_UB_21      0.0292234000
_diffrn_orient_matrix_UB_22      0.0246672000
_diffrn_orient_matrix_UB_23      -0.0028282000
_diffrn_orient_matrix_UB_31      0.0144935000
_diffrn_orient_matrix_UB_32      -0.0624177000
_diffrn_orient_matrix_UB_33      0.0077558000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            23048
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_min         2.738
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.379
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99318
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.446
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_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.34
_refine_diff_density_max         0.788
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_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0428
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0441P)^2^+8.3240P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9qo00822e2.cif
_cod_data_source_block           7072-9921_emt072
_cod_original_cell_volume        3741.24(15)
_cod_database_code               1555074
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'F3 C20'
_shelx_estimated_absorpt_t_max   0.882
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_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C22(H22), C9(H9), C7(H7), C12(H12), C14(H14), C18(H18), C16(H16),
 C8(H8), C15(H15), C19(H19), C13(H13)
;
_shelx_res_checksum              16754
_shelx_hkl_checksum              31421
_olex2_submission_special_instructions 'No special instructions were received'