#------------------------------------------------------------------------------
#$Date: 2020-10-06 13:42:04 +0200 (mar 06 de oct de 2020) $
#$Revision: 258102 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/05/7240513.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_7240513
loop_
_publ_author_name
'Chang, Meng-Yang'
'Lai, Kai-Xiang'
'Chang, Yu-Lun'
_publ_section_title
;
 In(OTf)3-catalyzed intramolecular hydroarylation of α-phenylallyl
 β-ketosulfones -- synthesis of sulfonyl 1-benzosuberones and
 1-tetralones
;
_journal_issue                   31
_journal_name_full               'RSC Advances'
_journal_page_first              18231
_journal_page_last               18244
_journal_paper_doi               10.1039/D0RA01962C
_journal_volume                  10
_journal_year                    2020
_chemical_formula_sum            'C26 H26 O5 S'
_chemical_formula_weight         450.53
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2019-05-13 deposited with the CCDC.	2020-05-06 downloaded from the CCDC.
;
_cell_angle_alpha                114.461(2)
_cell_angle_beta                 90.355(3)
_cell_angle_gamma                96.581(3)
_cell_formula_units_Z            2
_cell_length_a                   8.6479(4)
_cell_length_b                   11.7181(6)
_cell_length_c                   12.4402(7)
_cell_measurement_reflns_used    6947
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.5661
_cell_measurement_theta_min      2.3749
_cell_volume                     1137.93(10)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            28716
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.452
_diffrn_reflns_theta_min         1.802
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7128
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lump
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4674
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0457P)²+0.4510P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1136
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3473
_reflns_number_total             4674
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ra01962c2.cif
_cod_data_source_block           mo_190226_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7240513--7240516.cif.
;
_cod_database_code               7240513
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.38318(5) 0.06911(5) 0.79722(5) 0.03968(15) Uani 1 1 d . . . . .
O1 O 1.16891(16) 0.50653(14) 0.80234(15) 0.0561(4) Uani 1 1 d . . . . .
O2 O 0.30726(16) 0.07119(14) 0.89976(13) 0.0529(4) Uani 1 1 d . . . . .
O3 O 0.52624(17) 0.32601(14) 0.95050(14) 0.0575(4) Uani 1 1 d . . . . .
O4 O 0.91876(17) 0.61762(13) 0.84727(14) 0.0519(4) Uani 1 1 d . . . . .
O5 O 0.33100(17) 0.13925(14) 0.73643(14) 0.0558(4) Uani 1 1 d . . . . .
C1 C 0.3343(4) -0.3388(2) 0.5288(3) 0.0768(8) Uani 1 1 d . . . . .
C2 C 0.3133(4) -0.3094(2) 0.6463(3) 0.0748(8) Uani 1 1 d . . . . .
H24 H 0.2857 -0.3740 0.6703 0.090 Uiso 1 1 calc R U . . .
C3 C 0.3326(3) -0.1853(2) 0.7294(2) 0.0582(6) Uani 1 1 d . . . . .
H3 H 0.3183 -0.1666 0.8087 0.070 Uiso 1 1 calc R U . . .
C4 C 0.3728(2) -0.08990(18) 0.69460(17) 0.0400(4) Uani 1 1 d . . . . .
C5 C 0.5877(2) 0.11847(17) 0.83260(17) 0.0363(4) Uani 1 1 d . . . . .
H21 H 0.6392 0.0899 0.7577 0.044 Uiso 1 1 calc R U . . .
C6 C 0.6210(2) 0.26192(18) 0.89114(18) 0.0398(4) Uani 1 1 d . . . . .
C7 C 0.7725(2) 0.31884(18) 0.86817(16) 0.0373(4) Uani 1 1 d . . . . .
C8 C 0.7750(2) 0.43999(18) 0.87102(17) 0.0410(5) Uani 1 1 d . . . . .
H19 H 0.6854 0.4797 0.8889 0.049 Uiso 1 1 calc R U . . .
C9 C 0.9067(2) 0.50106(18) 0.84799(17) 0.0402(5) Uani 1 1 d . . . . .
C10 C 1.0421(2) 0.44040(19) 0.82324(18) 0.0413(5) Uani 1 1 d . . . . .
C11 C 1.3130(2) 0.4564(2) 0.7937(2) 0.0599(6) Uani 1 1 d . . . . .
H15 H 1.3345 0.4440 0.8637 0.090 Uiso 1 1 calc R U . . .
H2 H 1.3952 0.5144 0.7860 0.090 Uiso 1 1 calc R U . . .
H14 H 1.3064 0.3769 0.7257 0.090 Uiso 1 1 calc R U . . .
C12 C 0.9070(2) 0.25850(18) 0.84569(16) 0.0362(4) Uani 1 1 d . . . . .
C13 C 0.9262(2) 0.13529(18) 0.85550(17) 0.0373(4) Uani 1 1 d . . . . .
H13 H 1.0340 0.1463 0.8863 0.045 Uiso 1 1 calc R U . . .
C14 C 0.8252(2) 0.1143(2) 0.94871(18) 0.0433(5) Uani 1 1 d . . . . .
H6 H 0.8729 0.0588 0.9753 0.052 Uiso 1 1 calc R U . . .
H7 H 0.8254 0.1948 1.0164 0.052 Uiso 1 1 calc R U . . .
C15 C 0.6565(2) 0.0578(2) 0.90632(19) 0.0450(5) Uani 1 1 d . . . . .
H4 H 0.5947 0.0703 0.9742 0.054 Uiso 1 1 calc R U . . .
H5 H 0.6520 -0.0325 0.8591 0.054 Uiso 1 1 calc R U . . .
C16 C 0.9126(2) 0.01716(19) 0.73881(18) 0.0400(5) Uani 1 1 d . . . . .
C17 C 0.9495(3) -0.0949(2) 0.7393(2) 0.0559(6) Uani 1 1 d . . . . .
H12 H 0.9831 -0.0954 0.8103 0.067 Uiso 1 1 calc R U . . .
C18 C 0.9378(3) -0.2048(2) 0.6383(3) 0.0743(8) Uani 1 1 d . . . . .
H11 H 0.9632 -0.2785 0.6413 0.089 Uiso 1 1 calc R U . . .
C19 C 0.8890(3) -0.2063(3) 0.5333(3) 0.0752(8) Uani 1 1 d . . . . .
H10 H 0.8796 -0.2811 0.4648 0.090 Uiso 1 1 calc R U . . .
C20 C 0.8536(3) -0.0966(3) 0.5290(2) 0.0683(7) Uani 1 1 d . . . . .
H9 H 0.8211 -0.0971 0.4574 0.082 Uiso 1 1 calc R U . . .
C21 C 0.8663(3) 0.0146(2) 0.63149(19) 0.0518(5) Uani 1 1 d . . . . .
H8 H 0.8432 0.0885 0.6277 0.062 Uiso 1 1 calc R U . . .
C22 C 1.0403(2) 0.32268(19) 0.82339(17) 0.0405(5) Uani 1 1 d . . . . .
H20 H 1.1312 0.2846 0.8081 0.049 Uiso 1 1 calc R U . . .
C23 C 0.7889(3) 0.6859(2) 0.8849(2) 0.0576(6) Uani 1 1 d . . . . .
H16 H 0.7025 0.6449 0.8279 0.086 Uiso 1 1 calc R U . . .
H18 H 0.8162 0.7706 0.8919 0.086 Uiso 1 1 calc R U . . .
H17 H 0.7605 0.6884 0.9602 0.086 Uiso 1 1 calc R U . . .
C24 C 0.3935(3) -0.1183(2) 0.5774(2) 0.0692(7) Uani 1 1 d . . . . .
H22 H 0.4200 -0.0539 0.5530 0.083 Uiso 1 1 calc R U . . .
C25 C 0.3750(4) -0.2418(3) 0.4967(2) 0.0890(10) Uani 1 1 d . . . . .
H23 H 0.3907 -0.2603 0.4176 0.107 Uiso 1 1 calc R U . . .
C26 C 0.3071(6) -0.4752(3) 0.4375(3) 0.1324(16) Uani 1 1 d . . . . .
H26A H 0.1999 -0.4963 0.4083 0.199 Uiso 1 1 calc R U . . .
H26B H 0.3312 -0.5299 0.4735 0.199 Uiso 1 1 calc R U . . .
H26C H 0.3730 -0.4856 0.3731 0.199 Uiso 1 1 calc R U . . .
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'
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
O5 S1 O2 119.60(10) . . ?
O5 S1 C4 107.71(9) . . ?
O2 S1 C4 107.61(9) . . ?
O5 S1 C5 107.07(9) . . ?
O2 S1 C5 109.85(9) . . ?
C4 S1 C5 103.88(9) . . ?
C10 O1 C11 116.93(16) . . ?
C9 O4 C23 116.92(16) . . ?
C25 C1 C2 118.0(2) . . ?
C25 C1 C26 121.4(3) . . ?
C2 C1 C26 120.5(3) . . ?
C1 C2 C3 121.0(2) . . ?
C1 C2 H24 119.5 . . ?
C3 C2 H24 119.5 . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C24 119.7(2) . . ?
C3 C4 S1 120.32(16) . . ?
C24 C4 S1 119.76(17) . . ?
C6 C5 C15 112.16(16) . . ?
C6 C5 S1 110.50(13) . . ?
C15 C5 S1 112.54(13) . . ?
C6 C5 H21 107.1 . . ?
C15 C5 H21 107.1 . . ?
S1 C5 H21 107.1 . . ?
O3 C6 C7 122.09(18) . . ?
O3 C6 C5 121.34(17) . . ?
C7 C6 C5 116.53(16) . . ?
C12 C7 C8 120.66(17) . . ?
C12 C7 C6 123.50(17) . . ?
C8 C7 C6 115.84(17) . . ?
C9 C8 C7 121.36(18) . . ?
C9 C8 H19 119.3 . . ?
C7 C8 H19 119.3 . . ?
O4 C9 C8 125.24(18) . . ?
O4 C9 C10 116.27(17) . . ?
C8 C9 C10 118.49(18) . . ?
O1 C10 C22 124.50(18) . . ?
O1 C10 C9 115.52(17) . . ?
C22 C10 C9 119.97(17) . . ?
O1 C11 H15 109.5 . . ?
O1 C11 H2 109.5 . . ?
H15 C11 H2 109.5 . . ?
O1 C11 H14 109.5 . . ?
H15 C11 H14 109.5 . . ?
H2 C11 H14 109.5 . . ?
C22 C12 C7 117.08(17) . . ?
C22 C12 C13 116.70(16) . . ?
C7 C12 C13 125.92(16) . . ?
C12 C13 C16 115.76(15) . . ?
C12 C13 C14 113.00(16) . . ?
C16 C13 C14 111.78(16) . . ?
C12 C13 H13 105.0 . . ?
C16 C13 H13 105.0 . . ?
C14 C13 H13 105.0 . . ?
C15 C14 C13 114.97(16) . . ?
C15 C14 H6 108.5 . . ?
C13 C14 H6 108.5 . . ?
C15 C14 H7 108.5 . . ?
C13 C14 H7 108.5 . . ?
H6 C14 H7 107.5 . . ?
C14 C15 C5 111.34(16) . . ?
C14 C15 H4 109.4 . . ?
C5 C15 H4 109.4 . . ?
C14 C15 H5 109.4 . . ?
C5 C15 H5 109.4 . . ?
H4 C15 H5 108.0 . . ?
C21 C16 C17 117.3(2) . . ?
C21 C16 C13 123.88(19) . . ?
C17 C16 C13 118.77(18) . . ?
C18 C17 C16 121.9(2) . . ?
C18 C17 H12 119.1 . . ?
C16 C17 H12 119.1 . . ?
C19 C18 C17 120.0(3) . . ?
C19 C18 H11 120.0 . . ?
C17 C18 H11 120.0 . . ?
C18 C19 C20 119.8(3) . . ?
C18 C19 H10 120.1 . . ?
C20 C19 H10 120.1 . . ?
C19 C20 C21 120.0(2) . . ?
C19 C20 H9 120.0 . . ?
C21 C20 H9 120.0 . . ?
C16 C21 C20 121.0(2) . . ?
C16 C21 H8 119.5 . . ?
C20 C21 H8 119.5 . . ?
C10 C22 C12 122.41(18) . . ?
C10 C22 H20 118.8 . . ?
C12 C22 H20 118.8 . . ?
O4 C23 H16 109.5 . . ?
O4 C23 H18 109.5 . . ?
H16 C23 H18 109.5 . . ?
O4 C23 H17 109.5 . . ?
H16 C23 H17 109.5 . . ?
H18 C23 H17 109.5 . . ?
C25 C24 C4 119.6(2) . . ?
C25 C24 H22 120.2 . . ?
C4 C24 H22 120.2 . . ?
C1 C25 C24 121.9(3) . . ?
C1 C25 H23 119.0 . . ?
C24 C25 H23 119.0 . . ?
C1 C26 H26A 109.5 . . ?
C1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
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 O5 1.4306(15) . ?
S1 O2 1.4307(15) . ?
S1 C4 1.761(2) . ?
S1 C5 1.7895(18) . ?
O1 C10 1.359(2) . ?
O1 C11 1.424(3) . ?
O3 C6 1.213(2) . ?
O4 C9 1.362(2) . ?
O4 C23 1.422(3) . ?
C1 C25 1.363(4) . ?
C1 C2 1.376(4) . ?
C1 C26 1.519(4) . ?
C2 C3 1.382(3) . ?
C2 H24 0.9300 . ?
C3 C4 1.368(3) . ?
C3 H3 0.9300 . ?
C4 C24 1.373(3) . ?
C5 C6 1.520(3) . ?
C5 C15 1.527(3) . ?
C5 H21 0.9800 . ?
C6 C7 1.485(3) . ?
C7 C12 1.400(3) . ?
C7 C8 1.403(3) . ?
C8 C9 1.371(3) . ?
C8 H19 0.9300 . ?
C9 C10 1.409(3) . ?
C10 C22 1.378(3) . ?
C11 H15 0.9600 . ?
C11 H2 0.9600 . ?
C11 H14 0.9600 . ?
C12 C22 1.396(3) . ?
C12 C13 1.526(3) . ?
C13 C16 1.528(3) . ?
C13 C14 1.539(3) . ?
C13 H13 0.9800 . ?
C14 C15 1.524(3) . ?
C14 H6 0.9700 . ?
C14 H7 0.9700 . ?
C15 H4 0.9700 . ?
C15 H5 0.9700 . ?
C16 C21 1.379(3) . ?
C16 C17 1.389(3) . ?
C17 C18 1.370(3) . ?
C17 H12 0.9300 . ?
C18 C19 1.363(4) . ?
C18 H11 0.9300 . ?
C19 C20 1.377(4) . ?
C19 H10 0.9300 . ?
C20 C21 1.388(3) . ?
C20 H9 0.9300 . ?
C21 H8 0.9300 . ?
C22 H20 0.9300 . ?
C23 H16 0.9600 . ?
C23 H18 0.9600 . ?
C23 H17 0.9600 . ?
C24 C25 1.368(4) . ?
C24 H22 0.9300 . ?
C25 H23 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
