Folding of oligoviologens induced by radical-radical interactions.
Wang, Yuping; Frasconi, Marco; Liu, Wei-Guang; Liu, Zhichang; Sarjeant, Amy A.; Nassar, Majed S.; Botros, Youssry Y.; Goddard, 3rd, William A; Stoddart, J. Fraser; Journal of the American Chemical Society 137 (2015) 876–885; doi:10.1021/ja5111305

data_4123305
_publ_section_title
;
 Folding of oligoviologens induced by radical-radical interactions.
;
_journal_issue                   2
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              876
_journal_page_last               885
_journal_paper_doi               10.1021/ja5111305
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         '2(C48 H46 N6), 6(F6 P)'
_chemical_formula_sum            'C96 H92 F36 N12 P6'
_chemical_formula_weight         2283.63
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2014-03-18
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.12 svn.r2899 for OlexSys, GUI svn.r4796)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.5439(8)
_cell_length_b                   26.3802(8)
_cell_length_c                   38.3250(13)
_cell_measurement_reflns_used    9820
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      64.951
_cell_measurement_theta_min      2.883
_cell_volume                     25825.4(14)
_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  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXD (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.937
_diffrn_measured_fraction_theta_max 0.992
_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  0.0559
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_Laue_measured_fraction_full 0.937
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            119860
_diffrn_reflns_point_group_measured_fraction_full 0.937
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         65.142
_diffrn_reflns_theta_min         2.033
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    1.610
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_correction_T_min  0.6325
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0857 before and 0.0549 after correction.
The Ratio of minimum to maximum transmission is 0.8468.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_description       block
_exptl_crystal_F_000             9328
_exptl_crystal_size_max          0.175
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.077
_refine_diff_density_max         0.911
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1445
_refine_ls_number_reflns         22396
_refine_ls_number_restraints     587
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.1992
_refine_ls_R_factor_gt           0.1047
_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^)+(0.1861P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3022
_refine_ls_wR_factor_ref         0.3286
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7285
_reflns_number_total             22396
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja5111305_si_001.cif
_cod_data_source_block           n2929
_cod_depositor_comments          'Adding full bibliography for 4123305.cif.'
_cod_database_code               4123305
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.886
_shelx_estimated_absorpt_t_min   0.766
_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. Restrained distances
 F42-F38 \\sim F42-F39 \\sim F42-F40 \\sim F42-F37 \\sim F38-F41 \\sim F38-F39
\\sim F38-F37 \\sim F41-F39
 \\sim F41-F40 \\sim F41-F37 \\sim F39-F40 \\sim F40-F37
 with sigma of 0.04
 P8-F42 \\sim P8-F38 \\sim P8-F41 \\sim P8-F39 \\sim P8-F40 \\sim P8-F37
 with sigma of 0.02
 P6-F25 \\sim P6-F25A \\sim P6-F29 \\sim P6-F29A \\sim P6-F27 \\sim P6-F27A
\\sim P6-F30 \\sim P6-F30A ~
 P6-F26 \\sim P6-F28
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 P6, P7, P8, P4, P5, P1, P2, P3, F25, F26, F27, F28, F29, F30, F31, F32, F33,
 F34, F35, F36, F37, F38, F39, F40, F41, F42, F13, F14, F15, F16, F17, F18, F19,
  F20, F21, F22, F23, F24, F1, F2, F3, F4, F5, F6, F7, F8, F9, F10, F11, F12,
 F25, F25A, F29, F29A, F27, F27A, F30, F30A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 0.5*[Sof(P1)+Sof(F1)+Sof(F2)+Sof(F3)+Sof(F4)]+0.5*[Sof(P2)+Sof(F5)+Sof(F6)+
 Sof(F7)+Sof(F8)]+0.5*[Sof(P3)+Sof(F9)+Sof(F10)+Sof(F11)+Sof(F12)]+1*[Sof(P4)+
 Sof(F13)+Sof(F14)+Sof(F15)+Sof(F16)+Sof(F17)+Sof(F18)]+1*[Sof(P6)+Sof(F26)+
 Sof(F28)]+1*[Sof(P7)+Sof(F31)+Sof(F32)+Sof(F33)+Sof(F34)+Sof(F35)+Sof(F36)]+1*
 [Sof(P8)+Sof(F37)+Sof(F38)+Sof(F39)+Sof(F40)+Sof(F41)+Sof(F42)]=5 with esd of
 0.0001
 1*[Sof(P6)+Sof(F26)+Sof(F28)]-1*[Sof(F25)+Sof(F27)+Sof(F29)+Sof(F30)]-1*
 [Sof(F25A)+Sof(F27A)+Sof(F29A)+Sof(F30A)]=0 with esd of 0.0001
 Sof(P1)=Sof(F2)=Sof(F4)=0.5*FVAR(2)
 Sof(F1)=Sof(F3)=FVAR(1)
 Sof(P2)=Sof(F5)=Sof(F7)=0.5*FVAR(3)
 Sof(F6)=Sof(F8)=FVAR(2)
 Sof(P3)=Sof(F9)=Sof(F11)=0.5*FVAR(4)
 Sof(F10)=Sof(F12)=FVAR(3)
 Sof(P4)=Sof(F13)=Sof(F14)=Sof(F15)=Sof(F16)=Sof(F17)=Sof(F18)=FVAR(4)
 Sof(P6)=Sof(F26)=Sof(F28)=FVAR(5)
 Sof(P7)=Sof(F31)=Sof(F32)=Sof(F33)=Sof(F34)=Sof(F35)=Sof(F36)=FVAR(6)
 Sof(P8)=Sof(F37)=Sof(F38)=Sof(F39)=Sof(F40)=Sof(F41)=Sof(F42)=FVAR(7)
 Sof(F25)=Sof(F27)=Sof(F29)=Sof(F30)=FVAR(8)
 Sof(F25A)=Sof(F27A)=Sof(F29A)=Sof(F30A)=FVAR(9)
5.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C19(H19A,H19B), C30(H30A,H30B), C37(H37A,H37B), C60(H60A,
 H60B), C67(H67A,H67B), C78(H78A,H78B), C85(H85A,H85B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C17(H17), C18(H18), C20(H20), C21(H21), C23(H23), C24(H24), C26(H26),
  C27(H27), C28(H28), C29(H29), C32(H32), C33(H33), C35(H35), C36(H36),
 C38(H38), C39(H39), C41(H41), C42(H42), C44(H44), C45(H45), C46(H46), C47(H47),
  C50(H50), C51(H51), C53(H53), C54(H54), C56(H56), C57(H57), C58(H58),
 C59(H59), C62(H62), C63(H63), C65(H65), C66(H66), C68(H68), C69(H69), C71(H71),
  C72(H72), C74(H74), C75(H75), C76(H76), C77(H77), C80(H80), C81(H81),
 C83(H83), C84(H84), C86(H86), C87(H87), C89(H89), C90(H90), C92(H92), C93(H93),
  C94(H94), C95(H95)
5.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C48(H48A,H48B,H48C), C49(H49A,H49B,H49C), C96(H96A,H96B,H96C)
;
_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 = 8124.8 Ang^3^ [31.5%]
Total electron count / cell = 2314.7
;
_shelx_res_checksum              23932
_shelx_hkl_checksum              45854
_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'
_olex2_computing_structure_solution_long 'ShelXD (Sheldrick, 2008)'