Copper-Catalyzed Formal [4 + 2] Annulation between Alkyne and Fullerene Bromide
Zuo Xiao; Yutaka Matsuo; Eiichi Nakamura; Journal of the American Chemical Society 132 (2010) 12234–12236; doi:10.1021/ja1056399

data_4103027
_publ_contact_author_address
;Department of Chemistry
The University of Tokyo
7-3-1, Hongo, Bunkyo-ku
Tokyo 113-0033, Japan
;
_publ_contact_author_email       matsuo@chem.s.u-tokyo.ac.jp
_publ_contact_author_fax         +81-3-5841-1476
_publ_contact_author_name        'MATSUO, Yutaka'
_publ_contact_author_phone       +81-3-5841-1476
_publ_section_title
;
 Copper-Catalyzed Formal [4 + 2] Annulation between Alkyne and Fullerene
 Bromide
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12234
_journal_page_last               12236
_journal_paper_doi               10.1021/ja1056399
_journal_volume                  132
_journal_year                    2010
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C104 H34 Cl6'
_chemical_formula_sum            'C104 H34 Cl6'
_chemical_formula_weight         1496.01
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2010-04-07T19:10:57-00:00
_cell_angle_alpha                90
_cell_angle_beta                 105.99
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.134
_cell_length_b                   17.167
_cell_length_c                   27.418
_cell_measurement_reflns_used    0
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_measurement_wavelength     1.54187
_cell_volume                     6395.266
_computing_data_collection       'RIGAKU R-AXIS RAPID'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Giacovazzo et al, 2004)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.1419
_diffrn_reflns_av_unetI/netI     0.1525
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            71908
_diffrn_reflns_theta_full        68.25
_diffrn_reflns_theta_max         68.25
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    2.928
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             3040
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.82
_refine_diff_density_min         -0.735
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     983
_refine_ls_number_reflns         11697
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.2169
_refine_ls_R_factor_gt           0.128
_refine_ls_shift/su_max          0.576
_refine_ls_shift/su_mean         0.062
_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          0.3543
_refine_ls_wR_factor_ref         0.3937
_reflns_number_gt                4293
_reflns_number_total             11697
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            ja1056399_si_004.cif
_cod_data_source_block           naph
_cod_original_cell_volume        6395.2
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4103027