Synthesis of Chiroptical Molecular Switches by Pd-Catalyzed Domino Reactions
Lutz F. Tietze; Alexander Düfert; Florian Lotz; Lars Sölter; Kawon Oum; Thomas Lenzer; Tobias Beck; Regine Herbst-Irmer; Journal of the American Chemical Society 131 (2009) 17879–17884; doi:10.1021/ja906260x

data_4105448
_publ_contact_author_address
;Institut f\"ur Organische und Biomolekulare Chemie
der Georg-August-Universit\"at G\"ottingen
Tammannstr. 2, 37077 G\"ottingen, Germany
;
_publ_contact_author_email       ltietze@gwdg.de
_publ_contact_author_fax         +49-551-399476
_publ_contact_author_name        'Tietze, Lutz F.'
_publ_contact_author_phone       +49-551-393271
_publ_section_title
;
 Synthesis of Chiroptical Molecular Switches by Pd-Catalyzed Domino
 Reactions
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17879
_journal_page_last               17884
_journal_paper_doi               10.1021/ja906260x
_journal_volume                  131
_journal_year                    2009
_chemical_formula_moiety         'C26 H18 O3'
_chemical_formula_sum            'C26 H18 O3'
_chemical_formula_weight         378.40
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.62(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   34.633(5)
_cell_length_b                   6.646(2)
_cell_length_c                   16.353(4)
_cell_measurement_reflns_used    5677
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.071
_cell_measurement_theta_min      2.663
_cell_volume                     3606.7(16)
_computing_cell_refinement       'APEX2 (v 2.2 RC 7, Bruker AXS 2007)'
_computing_data_collection       'APEX2 (v 2.2 RC 7, Bruker AXS 2007)'
_computing_data_reduction        'SAINT (v 7.40A, Bruker AXS, 2007)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.602
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker three circle diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  'multi-layer Incoatec optics'
_diffrn_radiation_source         'Macscience rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14103
_diffrn_reflns_theta_full        67.50
_diffrn_reflns_theta_max         68.22
_diffrn_reflns_theta_min         2.66
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.723
_exptl_absorpt_correction_T_max  0.9857
_exptl_absorpt_correction_T_min  0.9182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker AXS 2007)'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_description       plate
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         3195
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0344
_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/[\s^2^(Fo^2^)+(0.0393P)^2^+2.3612P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0804
_refine_ls_wR_factor_ref         0.0894
_reflns_number_gt                2454
_reflns_number_total             3195
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja906260x_si_001_2.cif
_cod_data_source_block           switch
_cod_original_cell_volume        3606.7(15)
_cod_database_code               4105448