Diastereoselective Friedel-Crafts alkylation of indoles with chiral alpha-phenyl benzylic cations. Asymmetric synthesis of anti-1,1,2-triarylalkanes.
Chung, John Y. L.; Mancheno, Danny; Dormer, Peter G.; Variankaval, Narayan; Ball, Richard G.; Tsou, Nancy N.; Organic letters 10 (2008) 3037–3040; doi:10.1021/ol800858c

data_1504713
_publ_section_title
;
 Diastereoselective Friedel-Crafts alkylation of indoles with chiral
 alpha-phenyl benzylic cations. Asymmetric synthesis of
 anti-1,1,2-triarylalkanes.
;
_journal_issue                   14
_journal_name_full               'Organic letters'
_journal_page_first              3037
_journal_page_last               3040
_journal_paper_doi               10.1021/ol800858c
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety         'C27 H26 N2 O4 S'
_chemical_formula_sum            'C27 H26 N2 O4 S'
_chemical_formula_weight         474.57
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2007-11-13
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_cell_angle_alpha                64.324(2)
_cell_angle_beta                 81.666(2)
_cell_angle_gamma                81.311(2)
_cell_formula_units_Z            2
_cell_length_a                   9.5409(14)
_cell_length_b                   11.5565(17)
_cell_length_c                   12.0312(17)
_cell_measurement_reflns_used    6343
_cell_measurement_temperature    100
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     1177.1(3)
_computing_cell_refinement       'SAINT V7.34A'
_computing_data_collection       'SAINT V7.34A'
_computing_data_reduction        'SAINT V7.34A'
_computing_molecular_graphics
;
ORTEP3 (Johnson,2000), PLATON (Spek,1990),
PSPLUTO (local version of Motherwell's program)
;
_computing_publication_material  'locally developed programs'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
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_diffrn_detector_type            'Bruker APEXI'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker PLATFORM'
_diffrn_measurement_method       'omega, phi oscillation scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.023
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16180
_diffrn_reflns_theta_full        28.19
_diffrn_reflns_theta_max         28.19
_exptl_absorpt_coefficient_mu    0.175
_exptl_absorpt_correction_T_max  0.943
_exptl_absorpt_correction_T_min  0.792
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS - Bruker'
_exptl_crystal_colour            translucent
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_reflns         5780
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_gt           0.038
_refine_ls_shift/su_max          0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.099
_refine_ls_wR_factor_ref         0.106
_reflns_number_gt                4828
_reflns_number_total             5780
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol800858c-file004.cif
_cod_data_source_block           chuj0107c
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               1504713