Addition of tetrahydrofuran to [60]fullerene through C-H bond activation induced by arylzinc reagents.
Matsuo, Yutaka; Zhang, Ying; Nakamura, Eiichi; Organic letters 10 (2008) 1251–1254; doi:10.1021/ol800143b

data_1504585
_publ_contact_author             'MATSUO, Yutaka'
_publ_section_title
;
 Addition of tetrahydrofuran to [60]fullerene through C-H bond activation
 induced by arylzinc reagents.
;
_journal_issue                   6
_journal_name_full               'Organic letters'
_journal_page_first              1251
_journal_page_last               1254
_journal_paper_doi               10.1021/ol800143b
_journal_volume                  10
_journal_year                    2008
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C111 H60 Cl2 Fe1 O1'
_chemical_formula_sum            'C111 H60 Cl2 Fe O'
_chemical_formula_weight         1536.34
_chemical_name_systematic
;
 FeC60THFC6H4iPr4Cp
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_date             2006-11-22T10:46:43-00:00
_cell_angle_alpha                71.5150(10)
_cell_angle_beta                 71.0340(10)
_cell_angle_gamma                65.1920(10)
_cell_formula_units_Z            2
_cell_length_a                   14.0785(5)
_cell_length_b                   15.5284(5)
_cell_length_c                   19.1018(8)
_cell_measurement_reflns_used    42509
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.08
_cell_measurement_wavelength     0.71073
_cell_volume                     3504.5(2)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Imaging Plate'
_diffrn_measurement_method       oscillation
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_unetI/netI     0.0749
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            42509
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.08
_diffrn_standards_decay_%        NA
_diffrn_standards_interval_count NA
_diffrn_standards_number         NA
_exptl_absorpt_coefficient_mu    0.353
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1588
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.364
_refine_diff_density_min         -1.101
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1036
_refine_ls_number_reflns         15864
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.1267
_refine_ls_R_factor_gt           0.0735
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1341P)^2^+1.2663P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1992
_refine_ls_wR_factor_ref         0.2465
_reflns_number_gt                9871
_reflns_number_total             15864
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol800143b-file001.cif
_cod_data_source_block           FeC60THFiPr
_cod_database_code               1504585