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_1504586
_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         'C108 H59 Br2 Cl9 Fe1'
_chemical_formula_sum            'C108 H59 Br2 Cl9 Fe'
_chemical_formula_weight         1891.27
_chemical_name_systematic
;
 FeC60C4H7Br2C6H4iPr4Cp
;
_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             2007-03-06T09:56:12-00:00
_cell_angle_alpha                108.0430(10)
_cell_angle_beta                 106.3640(10)
_cell_angle_gamma                91.4380(10)
_cell_formula_units_Z            2
_cell_length_a                   15.9492(8)
_cell_length_b                   16.1584(8)
_cell_length_c                   16.7445(8)
_cell_measurement_reflns_used    52857
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.1
_cell_measurement_wavelength     0.71073
_cell_volume                     3906.9(3)
_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 0.99
_diffrn_measured_fraction_theta_max 0.99
_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  0.039
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            68484
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.1
_diffrn_standards_decay_%        NA
_diffrn_standards_interval_count NA
_diffrn_standards_number         NA
_exptl_absorpt_coefficient_mu    1.58
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1912
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.7
_exptl_crystal_size_min          0.5
_refine_diff_density_max         1.417
_refine_diff_density_min         -2.208
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.05
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1090
_refine_ls_number_reflns         17709
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.05
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0597
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0984P)^2^+10.3747P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.167
_refine_ls_wR_factor_ref         0.1783
_reflns_number_gt                15231
_reflns_number_total             17709
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol800143b-file002.cif
_cod_data_source_block           FeC60iPrBr2
_cod_database_code               1504586