Mechanical bonds and topological effects in radical dimer stabilization.
Frasconi, Marco; Kikuchi, Takashi; Cao, Dennis; Wu, Yilei; Liu, Wei-Guang; Dyar, Scott M.; Barin, Gokhan; Sarjeant, Amy A.; Stern, Charlotte L.; Carmieli, Raanan; Wang, Cheng; Wasielewski, Michael R.; Goddard, 3rd, William A; Stoddart, J. Fraser; Journal of the American Chemical Society 136 (2014) 11011–11026; doi:10.1021/ja504662a

data_4122349
_publ_section_title
;
 Mechanical bonds and topological effects in radical dimer stabilization.
;
_journal_issue                   31
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11011
_journal_page_last               11026
_journal_paper_doi               10.1021/ja504662a
_journal_volume                  136
_journal_year                    2014
_chemical_formula_moiety         'C46 H52 N12 Pt2, C68 H88 O20 S8, 8(F6 P)'
_chemical_formula_sum            'C114 H140 F48 N12 O20 P8 Pt2 S8'
_chemical_formula_weight         3804.79
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2012-11-29
_audit_creation_method
;
  Olex2 1.2
  (compiled Nov  5 2012 18:25:38, GUI svn.r4372)
;
_cell_angle_alpha                90
_cell_angle_beta                 93.675(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   37.143(5)
_cell_length_b                   13.161(3)
_cell_length_c                   34.426(5)
_cell_measurement_reflns_used    9384
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.05
_cell_measurement_theta_min      3.39
_cell_volume                     16794(5)
_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
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.927
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'MX optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0769
_diffrn_reflns_av_unetI/netI     0.0818
_diffrn_reflns_Laue_measured_fraction_full 0.927
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            48795
_diffrn_reflns_point_group_measured_fraction_full 0.927
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         65.78
_diffrn_reflns_theta_min         1.29
_diffrn_source                   microsource
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.716
_exptl_absorpt_correction_T_max  0.7175
_exptl_absorpt_correction_T_min  0.5885
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0960 before and 0.0663 after correction.
The Ratio of minimum to maximum transmission is 0.8202.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_description       needle
_exptl_crystal_F_000             7616
_exptl_crystal_size_max          0.162
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.055
_refine_diff_density_max         3.219
_refine_diff_density_min         -1.505
_refine_diff_density_rms         0.146
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     956
_refine_ls_number_reflns         14099
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.1189
_refine_ls_R_factor_gt           0.0848
_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^)+(0.1135P)^2^+122.2030P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2084
_refine_ls_wR_factor_ref         0.2244
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9453
_reflns_number_total             14099
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja504662a_si_004.cif
_cod_data_source_block           n2306
_cod_depositor_comments
'Adding full bibliography for 4122349--4122355.cif.'
_cod_database_code               4122349
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  H47 of C47, {H49A,H49B} of C49, {H50A,H50B} of C50, {H51A,H51B} of C51,
  {H40A,H40B} of C40, H44 of C44, {H41A,H41B} of C41, {H42A,H42B} of C42, {H1C,
  H1D} of C1, {H2A,H2B} of N2, {H1A,H1B} of N1, {H39A,H39B} of C39, {H38A,H38B}
  of C38, {H37A,H37B} of C37, {H36A,H36B} of C36, {H35A,H35B} of C35, {H34A,
  H34B} of C34, H32 of C32, H31 of C31, H30 of C30, H27 of C27, H26 of C26, H25
  of C25, {H54A,H54B} of C54, {H55A,H55B} of C55, H23 of C23, H22 of C22, H21
  of C21, H20 of C20, H18 of C18, H17 of C17, H15 of C15, H14 of C14, {H13A,
  H13B} of C13, H12 of C12, H11 of C11, H10 of C10, H9 of C9, H7 of C7, H6 of
  C6, H4 of C4, H3 of C3, {H2C,H2D} of C2, {H56A,H56B} of C56, {H57A,H57B} of
  C57, {H36C,H36D} of C36A, {H37C,H37D} of C37A, {H52A,H52B} of C52, {H53A,
  H53B} of C53
2. Restrained distances
 O2-C36A ~ O2-C36 ~ O3-C37 ~ O3-C37A
 with sigma of 0.02
 C37A-C36A ~ C37-C36
 with sigma of 0.02
3. Rigid bond restraints
 C54, C55
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C54 ~ C55: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C36A) = Uanis(C36) = Uanis(C37) = Uanis(C37A)
5. Others
 Sof(C36)=Sof(H36A)=Sof(H36B)=Sof(C37)=Sof(H37A)=Sof(H37B)=1-Sof(H36A)=1-
 Sof(H36A)=1-Sof(H36A)=1-Sof(H36A)=1-Sof(H36A)=1-Sof(H36A)
6.a Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B), C1(H1C,H1D), C2(H2C,H2D), C13(H13A,H13B), C34(H34A,
 H34B), C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B), C38(H38A,H38B),
 C39(H39A,H39B), C40(H40A,H40B), C41(H41A,H41B), C42(H42A,H42B), C49(H49A,H49B),
  C50(H50A,H50B), C51(H51A,H51B), C52(H52A,H52B), C53(H53A,H53B), C54(H54A,
 H54B), C55(H55A,H55B), C56(H56A,H56B), C57(H57A,H57B), C36A(H36C,H36D),
 C37A(H37C,H37D)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23),
  C25(H25), C26(H26), C27(H27), C30(H30), C31(H31), C32(H32), C44(H44), C47(H47)
;
_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 = 3388.8 Ang^3^ [20.2%]
Total electron count / cell = 797.8
;
_shelx_estimated_absorpt_t_max   0.744
_shelx_estimated_absorpt_t_min   0.458
_shelx_hkl_checksum              75334
_shelx_res_checksum              4372
_shelxl_version_number           2012-6