Mechanical-Bond-Protected, Air-Stable Radicals.
Sun, Junling; Liu, Zhichang; Liu, Wei-Guang; Wu, Yilei; Wang, Yuping; Barnes, Jonathan C.; Hermann, Keith R.; Goddard, 3rd, William A; Wasielewski, Michael R.; Stoddart, J. Fraser; Journal of the American Chemical Society 139 (2017) 12704–12709; doi:10.1021/jacs.7b06857

data_4131570
_publ_section_title
;
 Mechanical-Bond-Protected, Air-Stable Radicals.
;
_journal_issue                   36
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12704
_journal_page_last               12709
_journal_paper_doi               10.1021/jacs.7b06857
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety         '2(C40 H32 N4), 7(F6 P)'
_chemical_formula_sum            'C80 H64 F42 N8 P7'
_chemical_formula_weight         2152.18
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2014-08-18
_audit_creation_method
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_cell_angle_alpha                73.377(4)
_cell_angle_beta                 89.810(4)
_cell_angle_gamma                80.969(3)
_cell_formula_units_Z            4
_cell_length_a                   13.3492(5)
_cell_length_b                   27.9262(13)
_cell_length_c                   31.5473(18)
_cell_measurement_reflns_used    4286
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      54.105
_cell_measurement_theta_min      4.691
_cell_volume                     11118.6(10)
_computing_cell_refinement       'SAINT V7.23A (Bruker, 2005)'
_computing_data_collection       'APEX2 V2.1-4 (Bruker, 2007)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.03
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.779
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'Quazar optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0671
_diffrn_reflns_av_unetI/netI     0.0996
_diffrn_reflns_Laue_measured_fraction_full 0.779
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            52846
_diffrn_reflns_point_group_measured_fraction_full 0.779
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         59.122
_diffrn_reflns_theta_min         4.691
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    2.040
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.5864
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0736 before and 0.0474 after correction.
The Ratio of minimum to maximum transmission is 0.7802.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_description       needle
_exptl_crystal_F_000             4332
_exptl_crystal_size_max          0.598
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.074
_refine_diff_density_max         0.992
_refine_diff_density_min         -0.750
_refine_diff_density_rms         0.123
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2467
_refine_ls_number_reflns         31303
_refine_ls_number_restraints     2499
_refine_ls_restrained_S_all      1.216
_refine_ls_R_factor_all          0.2088
_refine_ls_R_factor_gt           0.1428
_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          0.3722
_refine_ls_wR_factor_ref         0.4038
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14384
_reflns_number_total             31303
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja7b06857_si_004.cif
_cod_data_source_block           n3673
_cod_original_cell_volume        11118.6(9)
_cod_database_code               4131570
_shelxl_version_number           2014-3
_shelx_estimated_absorpt_t_max   0.864
_shelx_estimated_absorpt_t_min   0.375
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 F55-F56 \\sim F55-F57 \\sim F55-F59 \\sim F55-F60 \\sim F56-F57 \\sim F56-F58
\\sim F56-F59 \\sim F57-F58
 \\sim F57-F60 \\sim F58-F59 \\sim F58-F60 \\sim F59-F60
 with sigma of 0.04
 P10-F55 \\sim P10-F56 \\sim P10-F57 \\sim P10-F58 \\sim P10-F59 \\sim P10-F60
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C18(H18A,H18B), C33(H33A,H33B), C40(H40A,H40B), C131(H13A,
 H13B), C138(H13C,H13D), C153(H15A,H15B), C160(H16A,H16B), C91(H91A,H91B),
 C98(H98A,H98B), C113(H11C,H11D), C120(H12A,H12B), C51(H51A,H51B), C58(H58A,
 H58B), C73(H73A,H73B), C80(H80A,H80B)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C7(H7), C8(H8), C9(H9), C10(H10), C13(H13),
 C14(H14), C16(H16), C17(H17), C19(H19), C21(H21), C22(H22), C24(H24), C25(H25),
  C27(H27), C28(H28), C30(H30), C35(H35), C36(H36), C38(H38), C39(H39),
 C121(H121), C122(H122), C124(H124), C125(H125), C127(H127), C128(H128),
 C129(H129), C130(H130), C133(H133), C134(H134), C136(H136), C137(H137),
 C139(H139), C141(H141), C142(H142), C144(H144), C145(H145), C147(H147),
 C148(H148), C150(H150), C155(H155), C156(H156), C158(H158), C159(H159),
 C81(H81), C82(H82), C84(H84), C85(H85), C87(H87), C88(H88), C89(H89), C90(H90),
  C93(H93), C94(H94), C96(H96), C97(H97), C99(H99), C101(H101), C102(H102),
 C104(H104), C105(H105), C107(H107), C108(H108), C110(H110), C115(H115),
 C116(H116), C118(H118), C119(H119), C41(H41), C42(H42), C44(H44), C45(H45),
 C47(H47), C48(H48), C49(H49), C50(H50), C53(H53), C54(H54), C56(H56), C57(H57),
  C59(H59), C61(H61), C62(H62), C64(H64), C65(H65), C67(H67), C68(H68),
 C70(H70), C75(H75), C76(H76), C78(H78), C79(H79)
;
_smtbx_masks_special_details
;
The solvent masking procedure as implemented in Olex2 was used to remove the
electronic contribution of solvent molecules from the refinement.  As the exact
solvent content is not known, only the atoms used in the refinement model are
reported in the formula here.

Total solvent accessible volume / cell = 3555.8 Ang^3^ [32.0%]
Total electron count / cell = 429.5
;
_shelx_res_checksum              22402
_shelx_hkl_checksum              93873
_olex2_submission_original_sample_id Book2
_olex2_submission_special_instructions 'No special instructions were received'