Stereodynamics and Edge-to-Face CH-π Aromatic Interactions in o-Phenethyl-Substituted Biaryls
W. Brian Jennings; Brid M. Farrell; John F. Malone; Journal of Organic Chemistry 71 (2006) 2277–2282; doi:10.1021/jo0520902

data_4021547
_publ_contact_author
;
    Dr. J. F. Malone
    School of Chemistry
    Queen's University of Belfast
    Belfast
    BT9 5AG
    UK
;
_publ_contact_author_email       j.malone@qub.ac.uk
_publ_contact_author_phone       '00 44 2890 974349'
_publ_section_title
;
 Stereodynamics and Edge-to-Face CH-\p Aromatic
 Interactions in o-Phenethyl-Substituted Biaryls
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2277
_journal_page_last               2282
_journal_paper_doi               10.1021/jo0520902
_journal_volume                  71
_journal_year                    2006
_chemical_formula_moiety         'C25 H22 O'
_chemical_formula_sum            'C25 H22 O'
_chemical_formula_weight         338.4
_chemical_melting_point          107
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.19(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.563(2)
_cell_length_b                   9.546(2)
_cell_length_c                   19.385(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1886.4(7)
_computing_cell_refinement       'Siemens P3/V2000'
_computing_data_collection       'Siemens P3/V2000'
_computing_data_reduction        'Siemens P3/V2000'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'SHELXL-97; enCIFer (CCDC, 2000) '
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.925
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measurement_device_type  'Siemens P3 diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_sigmaI/netI    0.0112
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            2509
_diffrn_reflns_theta_full        54.95
_diffrn_reflns_theta_max         54.95
_diffrn_reflns_theta_min         5.33
_exptl_absorpt_coefficient_mu    0.544
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             720
_refine_diff_density_max         0.145
_refine_diff_density_min         0.129
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       0.0097(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         2355
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0455
_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^)+(0.0567P)^2^+0.1565P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1118
_refine_ls_wR_factor_ref         0.1229
_reflns_number_gt                1760
_reflns_number_total             2355
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo0520902si20051005_102401.cif
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4021547