Highly regioselective 1,3-dipolar cycloaddition of diphenylnitrilimine to Sc3N@Ih-C80 affording a very stable, unprecedented pyrazole-ring fused derivative of endohedral metallofullerenes
Bin Liu; Hailin Cong; Xiaofang Li; Bing Yu; Lipiao Bao; Wenting Cai; Yunpeng Xie; Xing Lu; Chem.Commun. 50 (2014) 12710–; doi:10.1039/C4cc06134A

data_7115795
_publ_section_title
;
 Highly regioselective 1,3-dipolar cycloaddition of diphenylnitrilimine to
 Sc3N@Ih-C80 affording a very stable, unprecedented pyrazole-ring fused
 derivative of endohedral metallofullerenes
;
_journal_name_full               Chem.Commun.
_journal_page_first              12710
_journal_paper_doi               10.1039/C4cc06134A
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety         'Sc6 N2 C160, C26 N4 H20, 3(C1 S2)'
_chemical_formula_sum            'C189 H20 N6 S6 Sc6'
_chemical_formula_weight         2836.41
_chemical_name_common            Sc3N@C80-DPNI
_chemical_name_systematic        Sc3N@C80-DPNI
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                91.347(10)
_cell_angle_beta                 101.124(8)
_cell_angle_gamma                105.539(10)
_cell_formula_units_Z            1
_cell_length_a                   10.9934(11)
_cell_length_b                   13.7404(18)
_cell_length_c                   17.2380(16)
_cell_measurement_temperature    100(2)
_cell_volume                     2453.8(5)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_device_type  'Quest D8'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.2180
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9776
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         78.305
_diffrn_reflns_theta_min         2.621
_exptl_absorpt_coefficient_mu    5.252
_exptl_absorpt_correction_T_max  0.6121
_exptl_absorpt_correction_T_min  0.4852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Black
_exptl_crystal_density_diffrn    1.919
_exptl_crystal_description       Block
_exptl_crystal_F_000             1418
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: hexane/CS2'
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.586
_refine_diff_density_min         -1.334
_refine_diff_density_rms         0.175
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1656
_refine_ls_number_reflns         9776
_refine_ls_number_restraints     4527
_refine_ls_restrained_S_all      0.965
_refine_ls_R_factor_all          0.2286
_refine_ls_R_factor_gt           0.1472
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.2000P)^2^]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3608
_refine_ls_wR_factor_ref         0.4458
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4388
_reflns_number_total             9776
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4cc06134a2.cif
_cod_data_source_block           scnc80
_cod_database_code               7115795
_shelxl_version_number           2013-2
_shelx_res_checksum              92192