Mechanochemical applications of magnesium nitride to fullerene chemistry: synthesis of pyrroline-fused tetra-functionalized [60]fullerene derivatives.
Chen, Jun-Shen; Qiu, Wen-Jie; Guo, Li-Feng; Wang, Guan-Wu; Chemical communications (Cambridge, England) 62 (2026) 6114–6117; doi:10.1039/d6cc00518g

data_7135567
_publ_section_title
;
 Mechanochemical applications of magnesium nitride to fullerene chemistry:
 synthesis of pyrroline-fused tetra-functionalized [60]fullerene
 derivatives.
;
_journal_issue                   22
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6114
_journal_page_last               6117
_journal_paper_doi               10.1039/d6cc00518g
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C68 H8 Br N, C S2, [+ solvents]'
_chemical_formula_sum            'C69 H8 Br N S2'
_chemical_formula_weight         994.79
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-06-18
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2026-01-22 deposited with the CCDC.	2026-02-26 downloaded from the CCDC.
;
_cell_angle_alpha                97.870(3)
_cell_angle_beta                 91.414(3)
_cell_angle_gamma                109.580(3)
_cell_formula_units_Z            2
_cell_length_a                   10.0033(4)
_cell_length_b                   12.9511(4)
_cell_length_c                   16.0243(5)
_cell_measurement_reflns_used    5644
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.7150
_cell_measurement_theta_min      4.6690
_cell_volume                     1931.99(12)
_computing_cell_refinement       'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2169
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -77.00 -37.00   1.00    4.00    --  -41.51 178.00 -30.00   40
  2  \w   -126.00 -82.00   1.00    4.00    --  -41.51 178.00   0.00   44
  3  \w    -66.00  32.00   1.00    4.00    --  -41.51  57.00   0.00   98
  4  \w   -107.00 -15.00   1.00    4.00    --  -41.51 -57.00-150.00   92
  5  \w    -18.00  67.00   1.00    4.00    --   41.51 -57.00  90.00   85
  6  \w    100.00 177.00   1.00    8.00    --  105.74  30.00 -30.00   77
  7  \w     60.00 113.00   1.00    8.00    --  105.74-125.00 120.00   53
  8  \w     34.00 128.00   1.00    8.00    --  105.74 -61.00 -60.00   94
  9  \w     80.00 174.00   1.00    8.00    --  105.74  45.00  30.00   94
 10  \w    129.00 168.00   1.00    8.00    --  105.74  77.00-150.00   39
 11  \w     35.00 106.00   1.00    8.00    --  105.74-125.00-180.00   71
 12  \w     29.00 107.00   1.00    8.00    --  105.74 -94.00-180.00   78
 13  \w     86.00 111.00   1.00    8.00    --  105.74 -45.00-120.00   25
 14  \w     80.00 105.00   1.00    8.00    --  105.74 -94.00 -30.00   25
 15  \w     41.00  74.00   1.00    8.00    --  105.74 -45.00-120.00   33
 16  \w     40.00  78.00   1.00    8.00    --  105.74-125.00 150.00   38
 17  \w     29.00 106.00   1.00    8.00    --  105.74 -94.00 -90.00   77
 18  \w    105.00 166.00   1.00    8.00    --  105.74  45.00 -90.00   61
 19  \w    104.00 155.00   1.00    8.00    --  105.74 125.00 -30.00   51
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1156211000
_diffrn_orient_matrix_UB_12      -0.0625913000
_diffrn_orient_matrix_UB_13      0.0545150000
_diffrn_orient_matrix_UB_21      0.1003460000
_diffrn_orient_matrix_UB_22      -0.0567516000
_diffrn_orient_matrix_UB_23      0.0314815000
_diffrn_orient_matrix_UB_31      0.0586042000
_diffrn_orient_matrix_UB_32      0.0958604000
_diffrn_orient_matrix_UB_33      0.0742330000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14003
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.914
_diffrn_reflns_theta_min         3.666
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.911
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68239
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.710
_exptl_crystal_description       block
_exptl_crystal_F_000             992
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.853
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     659
_refine_ls_number_reflns         7495
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0615
_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^)+(0.1050P)^2^+1.4832P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1731
_refine_ls_wR_factor_ref         0.1875
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5963
_reflns_number_total             7495
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6cc00518g2.cif
_cod_data_source_block           cjs20240617-9_auto
_cod_depositor_comments          'Adding full bibliography for 7135567.cif.'
_cod_database_code               7135567
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         C66H8N1Br1
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Rigid bond restraints
 N00L, C007
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C007, C00C
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3. Uiso/Uaniso restraints and constraints
Br01 \\sim Br: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
Uanis(Br01) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(Br01) = Uanis(Br)
4. Others
 Sof(Br)=1-FVAR(1)
 Sof(Br01)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C00P(H00P), C01B(H01B)
5.b Secondary CH2 refined with riding coordinates:
 C00C(H00C,H00D)
5.c Aromatic/amide H refined with riding coordinates:
 C006(H006), C00A(H00A), C00B(H00B), C00F(H00F)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              69035
_shelx_hkl_checksum              41846
_shelx_fab_checksum              43376
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.400
_oxdiff_exptl_absorpt_empirical_full_min 0.723