Twisted Polycyclic Arenes by Intramolecular Scholl Reactions of C3-Symmetric Precursors
Anirban Pradhan; Pierre Dechambenoit; Harald Bock; Fabien Durola; Journal of Organic Chemistry 78 (2013) 2266–2274; doi:10.1021/jo3027752

data_4028060
_publ_contact_author
;
        Fabien Durola
        Centre de Recherche Paul Pascal
    115 avenue du Dr Schweitzer
        33600 PESSAC
    FRANCE
;
_publ_contact_author_email       durola@crpp-bordeaux.cnrs.fr
_publ_contact_author_fax         '(33)5 56 84 56 00'
_publ_contact_author_phone       '(33)5 56 84 56 27'
_publ_section_title
;
 Twisted Polycyclic Arenes by Intramolecular Scholl Reactions of
 C3-Symmetric Precursors
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2266
_journal_page_last               2274
_journal_paper_doi               10.1021/jo3027752
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         '4(C63 H72 Si3), 2.5(C H2 Cl2) '
_chemical_formula_sum            'C254.5 H293 Cl5 O0 Si12'
_chemical_formula_weight         3866.22
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_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                91.090(15)
_cell_angle_beta                 105.275(15)
_cell_angle_gamma                111.548(14)
_cell_formula_units_Z            1
_cell_length_a                   15.6315(37)
_cell_length_b                   15.9006(37)
_cell_length_c                   26.6120(63)
_cell_measurement_reflns_used    7216
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      18.56
_cell_measurement_theta_min      2.25
_cell_volume                     5885(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP-32
_computing_publication_material  'WINGX (Farrugia)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'AUTOSTRUCTURE (Bruker)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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  0.0940
_diffrn_reflns_av_sigmaI/netI    0.1297
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            79712
_diffrn_reflns_theta_full        25.55
_diffrn_reflns_theta_max         25.55
_diffrn_reflns_theta_min         0.80
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_T_max  0.9879
_exptl_absorpt_correction_T_min  0.9661
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.091
_exptl_crystal_description       shunk
_exptl_crystal_F_000             2073
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.606
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1273
_refine_ls_number_reflns         21230
_refine_ls_number_restraints     28
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.2036
_refine_ls_R_factor_gt           0.0924
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1345P)^2^+3.4046P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2446
_refine_ls_wR_factor_ref         0.3041
_reflns_number_gt                9482
_reflns_number_total             21230
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo3027752_si_002.cif
_cod_data_source_block           20
_cod_original_cell_volume        5885(2)
_cod_original_formula_sum        'C254.50 H293 Cl5 O0 Si12'
_cod_database_code               4028060