Ex2Box: Interdependent Modes of Binding in a Two-Nanometer-Long Synthetic Receptor
Michal Juríček; Jonathan C. Barnes; Edward J. Dale; Wei-Guang Liu; Nathan L. Strutt; Carson J. Bruns; Nicolaas A. Vermeulen; Kala C. Ghooray; Amy A. Sarjeant; Charlotte L. Stern; Youssry Y. Botros; William A. Goddard; J. Fraser Stoddart; Journal of the American Chemical Society 135 (2013) 12736–12746; doi:10.1021/ja4052763

data_4120372
_publ_section_title
;
 Ex2Box: Interdependent Modes of Binding in a Two-Nanometer-Long Synthetic
 Receptor
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12736
_journal_page_last               12746
_journal_paper_doi               10.1021/ja4052763
_journal_volume                  135
_journal_year                    2013
_chemical_formula_moiety         'C60 H48 N4, C18 H12, 4(F6 P), 3(C2 H3 N)'
_chemical_formula_sum            'C84 H69 F24 N7 P4'
_chemical_formula_weight         1756.34
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2013-02-21
_audit_creation_method
;
  Olex2 1.2
  (compiled Dec  5 2012 16:17:34, GUI svn.r4385)
;
_cell_angle_alpha                79.584(18)
_cell_angle_beta                 85.427(13)
_cell_angle_gamma                65.79(2)
_cell_formula_units_Z            1
_cell_length_a                   10.415(7)
_cell_length_b                   11.339(9)
_cell_length_c                   21.467(14)
_cell_measurement_reflns_used    5481
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.144
_cell_measurement_theta_min      4.341
_cell_volume                     2274(3)
_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, Beta test 
;
_computing_structure_solution    'SHELXT, G.M. Sheldrick, Beta test'
_diffrn_ambient_temperature      99.98
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.913
_diffrn_measured_fraction_theta_max 0.970
_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  0.0315
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_Laue_measured_fraction_full 0.913
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            14610
_diffrn_reflns_point_group_measured_fraction_full 0.913
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         64.922
_diffrn_reflns_theta_min         4.333
_diffrn_source                   microsource
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.595
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.6638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0480 before and 0.0388 after correction.
The Ratio of minimum to maximum transmission is 0.8820.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_description       plate
_exptl_crystal_F_000             898
_exptl_crystal_size_max          0.114
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.043
_refine_diff_density_max         1.252
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.422
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     896
_refine_ls_number_reflns         7508
_refine_ls_number_restraints     1137
_refine_ls_restrained_S_all      1.416
_refine_ls_R_factor_all          0.1348
_refine_ls_R_factor_gt           0.1060
_refine_ls_shift/su_max          0.005
_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          0.3191
_refine_ls_wR_factor_ref         0.3515
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5271
_reflns_number_total             7508
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja4052763_si_005.cif
_cod_data_source_block           n2393b
_cod_database_code               4120372
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  H52 of C52, H50 of C50, H55 of C55, H62 of C62, H64 of C64, H60 of C60, H57
  of C57, H59 of C59, H54 of C54, H61 of C61, H51 of C51, H7 of C7, H4 of C4,
  H3 of C3, {H8A,H8B} of C8, H13 of C13, H12 of C12, H6 of C6, H10 of C10, H9
  of C9, {H1A,H1B} of C1, H21 of C21, H22 of C22, H24 of C24, H25 of C25, H27
  of C27, H28 of C28, H29 of C29, H30 of C30, H32 of C32, H33 of C33, H34 of
  C34, H35 of C35, H37 of C37, H38 of C38, H40 of C40, H42 of C42, H43 of C43,
  H44 of C44, H45 of C45, H47 of C47, H49 of C49, H19 of C19, H15 of C15, H16
  of C16, H18 of C18
 At 1.5 times of:
  {H70A,H70B,H70C} of C70A, {H70D,H70E,H70F} of C70, {H68A,H68B,H68C} of C68
2. Restrained distances
 N4A-C70A
 2.6 with sigma of 0.01
 C70A-C69A
 1.4 with sigma of 0.01
 N4A-C69A
 1.2 with sigma of 0.01
 C65-C64 - C63-C64 - C63-C62 - C62-C61 - C61-C60 - C60-C59 - C58-C59 - C58-C57
 - C63-C58 - C65-C56 - C56-C57 - C56-C55 - C55-C54 - C53-C54 - C53-C66 - C65-
 C66 - C66-C49 - C50-C49 - C51-C50 - C52-C51 - C53-C52
 with sigma of 0.02
 P1-F3A - P1-F3 - P1-F4A - P1-F4 - P1-F5A - P1-F5 - P1-F6A - P1-F6
 with sigma of 0.02
 N4-C69 - N4A-C69A
 with sigma of 0.02
 C69-C70 - C69A-C70A
 with sigma of 0.02
 C45-C44 - C44-C43 - C43-C42 - C41-C42 - C46-C41 - C46-C45 - C46-C47 - C48-C47
 - C48-C39 - C39-C40 - C41-C40 - C39-C38 - C38-C37 - C36-C37 - C36-C31 - C48-
 C31 - C31-C32 - C33-C32 - C34-C33 - C35-C34 - C36-C35
 with sigma of 0.01
3. Rigid bond restraints
 C59, C66, C53, C56, C65, C49, C52, C54, C55, C57, C64, C50, C51, C58, C63,
 C62, C60, C61
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F6, F3A, F3, F4A, F4, F5A, F5, F6A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C69A, N4A, C70A, C69, N4, C70
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F6, F3A, F4A, F4, F5A, F5, F6A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C40, C33, C34, C35, C36, C32, C37, C31, C38, C48, C39, C47, C46, C41, C45,
 C42, C44, C43
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C59 - C66 - C53 - C56 - C65 - C49 - C52 - C54 - C55 - C57 - C64 - C50 - C51 - 
C58 - C63 - C62 - C60 - C61: within 1.7A with sigma of 0.01 and sigma for 
terminal atoms of 0.02
F6 - F3A - F3 - F4A - F4 - F5A - F5 - F6A: within 1.7A with sigma of 0.04 and 
sigma for terminal atoms of 0.08
C69A - N4A - C70A - C69 - N4 - C70: within 1.7A with sigma of 0.01 and sigma 
for terminal atoms of 0.02
F6 - F3A - F4A - F4 - F5A - F5 - F6A: within 1.7A with sigma of 0.04 and sigma 
for terminal atoms of 0.08
C40 - C33 - C34 - C35 - C36 - C32 - C37 - C31 - C38 - C48 - C39 - C47 - C46 - 
C41 - C45 - C42 - C44 - C43: within 1.7A with sigma of 0.04 and sigma for 
terminal atoms of 0.08
Uanis(C64) - Ueq, Uanis(C49) - Ueq, Uanis(C50) - Ueq, Uanis(C66) - Ueq, 
Uanis(C51) - Ueq, Uanis(C53) - Ueq, Uanis(C65) - Ueq, Uanis(C52) - Ueq, 
Uanis(C54) - Ueq, Uanis(C56) - Ueq, Uanis(C55) - Ueq, Uanis(C63) - Ueq, 
Uanis(C57) - Ueq, Uanis(C62) - Ueq, Uanis(C58) - Ueq, Uanis(C61) - Ueq, 
Uanis(C59) - Ueq, Uanis(C60) - Ueq: with sigma of 0.01 and sigma for terminal 
atoms of 0.02
Uanis(C43) - Ueq, Uanis(C32) - Ueq, Uanis(C33) - Ueq, Uanis(C31) - Ueq, 
Uanis(C34) - Ueq, Uanis(C36) - Ueq, Uanis(C48) - Ueq, Uanis(C35) - Ueq, 
Uanis(C37) - Ueq, Uanis(C47) - Ueq, Uanis(C39) - Ueq, Uanis(C38) - Ueq, 
Uanis(C46) - Ueq, Uanis(C40) - Ueq, Uanis(C45) - Ueq, Uanis(C41) - Ueq, 
Uanis(C44) - Ueq, Uanis(C42) - Ueq: with sigma of 0.01 and sigma for terminal 
atoms of 0.02
5. others
 Sof(F9)=Sof(F10)=Sof(F11)=Sof(F12)=1-Sof(F10)=1-Sof(F10)=1-Sof(F10)=1-Sof(F10)
 Sof(N4)=Sof(C69)=Sof(C70)=Sof(H70D)=Sof(H70E)=Sof(H70F)=1-Sof(C69)=1-Sof(C69)=
 1-Sof(C69)=1-Sof(C69)=1-Sof(C69)=1-Sof(C69)
 Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=1-Sof(F4)=1-Sof(F4)=1-Sof(F4)=1-Sof(F4)
 Fixed Sof: C31(0.25) C32(0.25) H32(0.25) C33(0.25) H33(0.25) C34(0.25)
 H34(0.25) C35(0.25) H35(0.25) C36(0.25) C37(0.25) H37(0.25) C38(0.25)
 H38(0.25) C39(0.25) C40(0.25) H40(0.25) C41(0.25) C42(0.25) H42(0.25)
 C43(0.25) H43(0.25) C44(0.25) H44(0.25) C45(0.25) H45(0.25) C46(0.25)
 C47(0.25) H47(0.25) C48(0.25) C49(0.25) H49(0.25) C50(0.25) H50(0.25)
 C51(0.25) H51(0.25) C52(0.25) H52(0.25) C53(0.25) C54(0.25) H54(0.25)
 C55(0.25) H55(0.25) C56(0.25) C57(0.25) H57(0.25) C58(0.25) C59(0.25)
 H59(0.25) C60(0.25) H60(0.25) C61(0.25) H61(0.25) C62(0.25) H62(0.25)
 C63(0.25) C64(0.25) H64(0.25) C65(0.25) C66(0.25)
6.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C8(H8A,H8B)
6.b Me refined with riding coordinates:
 C70(H70D,H70E,H70F), C70A(H70A,H70B,H70C)
6.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13),
 C15(H15), C16(H16), C18(H18), C19(H19), C21(H21), C22(H22), C24(H24), C25(H25),
  C27(H27), C28(H28), C29(H29), C30(H30), C32(H32), C33(H33), C34(H34),
 C35(H35), C37(H37), C38(H38), C40(H40), C42(H42), C43(H43), C44(H44), C45(H45),
  C47(H47), C49(H49), C50(H50), C51(H51), C52(H52), C54(H54), C55(H55),
 C57(H57), C59(H59), C60(H60), C61(H61), C62(H62), C64(H64)
6.d Idealised Me refined as rotating group:
 C68(H68A,H68B,H68C)
;
_shelx_estimated_absorpt_t_max   0.935
_shelx_estimated_absorpt_t_min   0.839
_shelx_res_checksum              75062
_shelxl_version_number           2012-9