Combining Intra- and Intermolecular Charge Transfer with Polycationic Cyclophanes to Design 2D Tessellations.
Cetin, Muhammet Mustafa; Beldjoudi, Yassine; Roy, Indranil; Anamimoghadam, Ommid; Bae, Youn Jue; Young, Ryan M.; Krzyaniak, Matthew D.; Stern, Charlotte L.; Philp, Douglas; Alsubaie, Fehaid M.; Wasielewski, Michael R.; Stoddart, J. Fraser; Journal of the American Chemical Society  (2019) –; doi:10.1021/jacs.9b07877

data_4129155
_publ_section_title
;
 Combining Intra- and Intermolecular Charge Transfer with Polycationic
 Cyclophanes to Design 2D Tessellations.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.9b07877
_journal_year                    2019
_chemical_formula_moiety
'C44 H36 N4, 3.97(C6.07 H4.07 S4.03), 4.05(F6 P), 4(C2 H3 N)'
_chemical_formula_sum            'C76.07 H64.07 F24.27 N8 P4 S16.03'
_chemical_formula_weight         2189.33
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-07-21
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 91.988(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.6121(5)
_cell_length_b                   28.3323(17)
_cell_length_c                   29.5331(17)
_cell_measurement_reflns_used    9947
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.94
_cell_measurement_theta_min      4.17
_cell_volume                     8874.2(8)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      99.95
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            46782
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        60.013
_diffrn_reflns_theta_max         60.013
_diffrn_reflns_theta_min         2.161
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.209
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.4920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1375 before and 0.0621 after correction. The Ratio of minimum to maximum transmission is 0.6534. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_description       needle
_exptl_crystal_F_000             4446
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.239
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1283
_refine_ls_number_reflns         13081
_refine_ls_number_restraints     900
_refine_ls_restrained_S_all      1.200
_refine_ls_R_factor_all          0.1028
_refine_ls_R_factor_gt           0.0983
_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^)+124.2005P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2040
_refine_ls_wR_factor_ref         0.2060
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12222
_reflns_number_total             13081
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            3(4PF6)_TTF_FINALIZEDD.cif
_cod_data_source_block           yb027nuz1
_cod_database_code               4129155
_shelx_shelxl_version_number     2018/3
_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. Uiso/Uaniso restraints and constraints
F15 \\sim F13 \\sim F14 \\sim F17 \\sim F18: within 1.7A with sigma of 0.04 and
sigma for terminal atoms of 0.08
C47B \\sim C46B: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
F7AA \\sim F24 \\sim F20 \\sim F6AA \\sim F23 \\sim F5AA \\sim F21 \\sim F22
\\sim F4AA: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.03 and sigma
for terminal atoms of 0.05
F18 \\sim F0AA \\sim F14 \\sim F1AA \\sim F17 \\sim F2AA \\sim F3AA \\sim F13:
within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C71) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C47B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C46B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C28) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(F5AA) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.01
Uanis(F0AA) \\sim Ueq, Uanis(F2AA) \\sim Ueq: with sigma of 0.02 and sigma for
terminal atoms of 0.01
Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C25) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.01
Uanis(C27) \\sim Ueq, Uanis(C26) \\sim Ueq, Uanis(C25) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.01
Uanis(C5) \\sim Ueq, Uanis(C2) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(C2) \\sim Ueq, Uanis(C5) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(C28) \\sim Ueq, Uanis(C30) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(C10) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
3. Others
 Sof(C50A)=Sof(H50A)=1-FVAR(1)
 Sof(C50B)=Sof(H50B)=FVAR(1)
 Sof(C47A)=Sof(H47A)=1-FVAR(2)
 Sof(C47B)=Sof(H47B)=FVAR(2)
 Sof(C46A)=Sof(H46A)=FVAR(3)
 Sof(C46B)=Sof(H46B)=FVAR(4)
 Fixed Sof: F23(0.85301) F22(0.86252) F24(0.84622) F20(0.80036) F14(0.86041)
 F17(0.86883) F18(0.82334) F16(0.79089) S3A(0.5) S2A(0.62988) S3B(0.5)
 S2B(0.40312) C51A(0.5) H51A(0.5) C51B(0.5) H51B(0.5) F0AA(0.15884)
 F3AA(0.24385) F1AA(0.21294) F2AA(0.16406) F7AA(0.18427) F5AA(0.1805)
 F4AA(0.20772) F6AA(0.21848)
4.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C12(H12A,H12B), C24(H24A,H24B), C35(H35A,H35B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C11(H11), C13(H13), C14(H14),
 C15(H15), C16(H16), C19(H19), C20(H20), C22(H22), C26(H26), C31(H31), C33(H33),
  C32(H32), C29(H29), C30(H30), C36(H36), C37(H37), C38(H38), C39(H39),
 C42(H42), C43(H43), C44(H44), C45(H45), C23(H23), C68(H68), C69(H69), C64(H64),
  C65(H65), C58(H58), C59(H59), C63(H63), C62(H62), C57(H57), C56(H56),
 C53(H53), C52(H52), C50A(H50A), C51A(H51A), C46A(H46A), C47A(H47A), C50B(H50B),
  C46B(H46B), C51B(H51B), C47B(H47B)
4.c Idealised Me refined with everything fixed:
 C73(H73A,H73B,H73C), C77(H77A,H77B,H77C), C75(H75A,H75B,H75C), C71(H71A,H71B,
 H71C)
;
_shelx_res_checksum              9940
_shelx_hkl_checksum              80646
_olex2_submission_special_instructions 'No special instructions were received'