Synthesis of spiro[indolenine]-methanofullerenes <i>via</i> Deoxofluor promoted deoxygenative cyclopropanation of 1,2-(3-indole)-fullerenols.
Ma, Wen-Bin; Wang, Long-Ge; Chen, Shou-Rui; Zhang, Xiang; Xuan, Jun; Li, Fei; Organic & biomolecular chemistry 21 (2023) 9459–9462; doi:10.1039/d3ob01697h

data_7159685
_publ_section_title
;
 Synthesis of spiro[indolenine]-methanofullerenes <i>via</i> Deoxofluor
 promoted deoxygenative cyclopropanation of 1,2-(3-indole)-fullerenols.
;
_journal_issue                   47
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              9459
_journal_page_last               9462
_journal_paper_doi               10.1039/d3ob01697h
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C68 H4 Br N, C S2'
_chemical_formula_sum            'C68 H4 Br N2 S2'
_chemical_formula_weight         992.76
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-10-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-10-03 deposited with the CCDC.	2023-11-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.983(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.9648(10)
_cell_length_b                   14.7598(7)
_cell_length_c                   13.8606(8)
_cell_measurement_reflns_used    11014
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.39
_cell_measurement_theta_min      5.02
_cell_volume                     3607.9(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'DECTRIS PILATUS 300K'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54186
_diffrn_reflns_av_R_equivalents  0.0575
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20007
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         69.401
_diffrn_reflns_theta_min         5.016
_exptl_absorpt_coefficient_mu    3.127
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.828
_exptl_crystal_description       block
_exptl_crystal_F_000             1972
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.282
_refine_diff_density_min         -1.303
_refine_diff_density_rms         0.123
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     643
_refine_ls_number_reflns         6585
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.1087
_refine_ls_R_factor_gt           0.0752
_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^)+(0.1374P)^2^+4.8874P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1970
_refine_ls_wR_factor_ref         0.2269
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4525
_reflns_number_total             6585
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ob01697h2.cif
_cod_data_source_block           2
_cod_depositor_comments          'Adding full bibliography for 7159685.cif.'
_cod_database_code               7159685
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00K(H00K), C00L(H00L), C00O(H00O)
;
_shelx_res_checksum              8164
_olex2_submission_special_instructions 'No special instructions were received'