Unprecedented thermal rearrangement of push-pull-chromophore-[60]fullerene conjugates: formation of chiral 1,2,9,12-tetrakis-adducts.
Yamada, Michio; Schweizer, W. Bernd; Schoenebeck, Franziska; Diederich, François; Chemical communications (Cambridge, England) 46 (2010) 5334–5336; doi:10.1039/c0cc00881h

data_7112979
_publ_section_title
;
 Unprecedented thermal rearrangement of
 push-pull-chromophore-[60]fullerene conjugates: formation of chiral
 1,2,9,12-tetrakis-adducts.
;
_journal_issue                   29
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5334
_journal_page_last               5336
_journal_paper_doi               10.1039/c0cc00881h
_journal_volume                  46
_journal_year                    2010
_chemical_compound_source        'LOC ETH Zurich'
_chemical_formula_moiety         'C78 H15 N5 , 3( C S2 ) '
_chemical_formula_sum            'C81 H15 N5 S6'
_chemical_formula_weight         1250.430
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                74.0161(11)
_cell_angle_beta                 77.3303(12)
_cell_angle_gamma                75.1841(12)
_cell_formula_units_Z            2
_cell_length_a                   13.0651(3)
_cell_length_b                   13.5710(3)
_cell_length_c                   15.9971(5)
_cell_measurement_reflns_used    62527
_cell_measurement_temperature    123
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.753
_cell_volume                     2602.02(12)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution
'SIR97(Altomare et al., J. Appl. Cryst.,1999)'
_diffrn_ambient_temperature      123
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      -0.07604
_diffrn_orient_matrix_UB_12      0.02529
_diffrn_orient_matrix_UB_13      0.00339
_diffrn_orient_matrix_UB_21      0.01616
_diffrn_orient_matrix_UB_22      -0.01331
_diffrn_orient_matrix_UB_23      0.07552
_diffrn_orient_matrix_UB_31      0.02972
_diffrn_orient_matrix_UB_32      0.05753
_diffrn_orient_matrix_UB_33      -0.01211
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_av_R_equivalents  0.061
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19258
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         3.27
_exptl_absorpt_coefficient_mu    0.325
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Cube
_exptl_crystal_F_000             1264.0
_exptl_crystal_size_max          .57
_exptl_crystal_size_mid          .3
_exptl_crystal_size_min          .012
_refine_diff_density_max         0.806
_refine_diff_density_min         -0.719
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.509
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     893
_refine_ls_number_reflns         11674
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.514
_refine_ls_R_factor_all          0.1008
_refine_ls_R_factor_gt           0.0748
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+ (0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2109
_refine_ls_wR_factor_ref         0.2294
_reflns_number_gt                8566
_reflns_number_total             11674
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0cc00881h.txt
_cod_data_source_block           2a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C81 H15 N5 S6 '
_cod_database_code               7112979