Rational Functionalization of a C<sub>70</sub> Buckybowl To Enable a C<sub>70</sub>:Buckybowl Cocrystal for Organic Semiconductor Applications.
Gao, Guangpeng; Chen, Meng; Roberts, Josiah; Feng, Meng; Xiao, Chengyi; Zhang, Guowei; Parkin, Sean; Risko, Chad; Zhang, Lei; Journal of the American Chemical Society  (2020) –; doi:10.1021/jacs.9b12192

data_4133950
_publ_section_title
;
 Rational Functionalization of a C<sub>70</sub> Buckybowl To Enable a
 C<sub>70</sub>:Buckybowl Cocrystal for Organic Semiconductor
 Applications.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.9b12192
_journal_year                    2020
_chemical_formula_moiety         'C44 H42 Cl2 Si2'
_chemical_formula_sum            'C44 H42 Cl2 Si2'
_chemical_formula_weight         697.85
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-07-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 112.963(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.8645(2)
_cell_length_b                   24.6120(3)
_cell_length_c                   14.0385(2)
_cell_measurement_reflns_used    16614
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      75.3840
_cell_measurement_theta_min      3.8240
_cell_volume                     3774.52(11)
_computing_cell_refinement       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_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_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.967
_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   -114.00 -62.00   0.50    0.05    --  -47.20-160.00 -35.00  104
  2  \w     76.00 108.00   0.50    0.05    --   47.20-160.00 -35.00   64
  3  \w     60.00 119.00   0.50    0.05    --   47.20 160.00  -4.00  118
  4  \w     51.00  90.00   0.50    0.05    --   47.20-118.00 116.00   78
  5  \w    -93.00 -68.00   0.50    0.10    --  -99.00 118.00-156.00   50
  6  \w    -76.00 -38.00   0.50    0.10    --  -99.00 160.00  -4.00   76
  7  \w     83.00 113.00   0.50    0.10    --  103.25-118.00 116.00   60
  8  \w     46.00  78.00   0.50    0.10    --  103.25-118.00 116.00   64
  9  \w     41.00 140.00   0.50    0.10    --  103.25-160.00 -35.00  198
 10  \w   -119.00 -24.00   0.50    0.05    --  -47.20 -77.00  60.00  190
 11  \w   -119.00 -71.00   0.50    0.05    --  -47.20-125.00-120.00   96
 12  \w     91.00 117.00   0.50    0.05    --   47.20  38.00-150.00   52
 13  \w   -146.00-121.00   0.50    0.10    --  -99.00-118.00 116.00   50
 14  \w   -111.00 -68.00   0.50    0.10    --  -99.00  45.00  60.00   86
 15  \w     41.00 107.00   0.50    0.10    --  103.25 -94.00 -60.00  132
 16  \w    123.00 169.00   0.50    0.10    --  103.25 125.00-120.00   92
 17  \w     95.00 168.00   0.50    0.10    --  103.25  45.00 -60.00  146
 18  \w     86.00 112.00   0.50    0.10    --  103.25 125.00-120.00   52
 19  \w     88.00 166.00   0.50    0.10    --  103.25  61.00 -90.00  156
 20  \w     85.00 117.00   0.50    0.10    --  103.25-125.00  30.00   64
 21  \w     46.00  72.00   0.50    0.10    --  103.25 -94.00-180.00   52
 22  \w     31.00  64.00   0.50    0.10    --  103.25-125.00  30.00   66
 23  \w     33.00 115.00   0.50    0.10    --  103.25 -45.00  90.00  164
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0493587000
_diffrn_orient_matrix_UB_12      -0.0582661000
_diffrn_orient_matrix_UB_13      0.0048147000
_diffrn_orient_matrix_UB_21      0.1316978000
_diffrn_orient_matrix_UB_22      0.0211598000
_diffrn_orient_matrix_UB_23      0.0563389000
_diffrn_orient_matrix_UB_31      -0.0104958000
_diffrn_orient_matrix_UB_32      -0.0086565000
_diffrn_orient_matrix_UB_33      0.1049066000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            29586
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.465
_diffrn_reflns_theta_min         3.592
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.374
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38402
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.14e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark purple'
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_description       cube
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.66
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     439
_refine_ls_number_reflns         7564
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0393
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0589P)^2^+1.6747P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1063
_refine_ls_wR_factor_ref         0.1135
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6762
_reflns_number_total             7564
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b12192_si_005.cif
_cod_data_source_block           tx1020a
_cod_database_code               4133950
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHCl
_chemical_oxdiff_usercomment     CHCl
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C33(H33A,H33B), C35(H35A,H35B), C39(H39A,H39B), C41(H41A,
 H41B), C43(H43A,H43B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C16(H16), C17(H17),
 C18(H18), C19(H19), C24(H24), C25(H25)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C34(H34A,H34B,H34C), C36(H36A,H36B,H36C), C40(H40A,H40B,
 H40C), C42(H42A,H42B,H42C), C44(H44A,H44B,H44C)
;
_shelx_res_checksum              96669
_shelx_hkl_checksum              39048
_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 2.121
_oxdiff_exptl_absorpt_empirical_full_min 0.596