Synthesis, Structure, and Aromaticity of a Hoop-Shaped Cyclic Benzenoid [10]Cyclophenacene
Eiichi Nakamura; Kazukuni Tahara; Yutaka Matsuo; Masaya Sawamura; Journal of the American Chemical Society 125 (2003) 2834–2835; doi:10.1021/ja029915z

data_4113553
_publ_contact_author             'Nakamura, Eiichi'
_publ_contact_author_email       nakamura@chem.s.u-tokyo.ac.jp
_publ_section_title
;
 Synthesis, Structure, and Aromaticity of a Hoop-Shaped Cyclic Benzenoid
 [10]Cyclophenacene
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2834
_journal_page_last               2835
_journal_paper_doi               10.1021/ja029915z
_journal_volume                  125
_journal_year                    2003
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C95 H40 O5'
_chemical_formula_structural     'C95 H40 O5'
_chemical_formula_sum            'C104 H46 Cl1.5 O4'
_chemical_formula_weight         1412.58
_chemical_name_systematic
;
 C60Me5Ph5O3(OH)2
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 91.675(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.7450(15)
_cell_length_b                   16.541(2)
_cell_length_c                   20.034(3)
_cell_measurement_reflns_used    110
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3
_cell_measurement_wavelength     0.71073
_cell_volume                     6540.3(14)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.749
_diffrn_measured_fraction_theta_max 0.749
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.096
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9281
_diffrn_reflns_theta_full        25.66
_diffrn_reflns_theta_max         25.66
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_description       prism
_exptl_crystal_F_000             2910
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.049
_refine_diff_density_min         -0.916
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       0.0000(7)
_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   1.265
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     969
_refine_ls_number_reflns         9281
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.265
_refine_ls_R_factor_all          0.2426
_refine_ls_R_factor_gt           0.1447
_refine_ls_shift/su_max          0.647
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3653
_refine_ls_wR_factor_ref         0.4266
_reflns_number_gt                3456
_reflns_number_total             9281
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja029915zsi20030120_105100_2.cif
_cod_data_source_block           C60Me5Ph5O3(OH)2
_cod_original_cell_volume        6540.4(13)
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_original_formula_sum        'C104 H46 Cl1.50 O4'
_cod_database_code               4113553