Formation of a hetero[3]rotaxane by a dynamic component-swapping strategy
Eleanor A. Wilson; Nicolaas A. Vermeulen; Paul R. McGonigal; Alyssa-Jennifer Avestro; Amy A. Sarjeant; Charlotte L. Stern; J. Fraser Stoddart; Chem.Commun. 50 (2014) 9665–; doi:10.1039/C4cc03612C

data_7115479
_publ_section_title
;
 Formation of a hetero[3]rotaxane by a dynamic component-swapping strategy
;
_journal_name_full               Chem.Commun.
_journal_page_first              9665
_journal_paper_doi               10.1039/C4cc03612C
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety
'2(C33 H31 F2 N3 O5), C33 H56 N2, 2(F6 P), 3(C2 H3 N)'
_chemical_formula_sum            'C105 H127 F16 N11 O10 P2'
_chemical_formula_weight         2069.11
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2013-08-21
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_cell_angle_alpha                73.981(2)
_cell_angle_beta                 64.138(2)
_cell_angle_gamma                88.090(2)
_cell_formula_units_Z            2
_cell_length_a                   17.5877(8)
_cell_length_b                   18.0515(9)
_cell_length_c                   19.1109(9)
_cell_measurement_reflns_used    9953
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.18
_cell_measurement_theta_min      3.13
_cell_volume                     5221.1(4)
_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
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
XM, 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 0.910
_diffrn_measured_fraction_theta_max 0.963
_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  0.0188
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.910
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            29307
_diffrn_reflns_point_group_measured_fraction_full 0.910
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         65.203
_diffrn_reflns_theta_min         2.806
_diffrn_source                   microsource
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.157
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.6695
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0604 before and 0.0325 after correction.
The Ratio of minimum to maximum transmission is 0.8896.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_description       block
_exptl_crystal_F_000             2176
_exptl_crystal_size_max          0.149
_exptl_crystal_size_mid          0.135
_exptl_crystal_size_min          0.089
_refine_diff_density_max         1.294
_refine_diff_density_min         -0.785
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1525
_refine_ls_number_reflns         17189
_refine_ls_number_restraints     1266
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.1035
_refine_ls_R_factor_gt           0.0922
_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^)+(0.1531P)^2^+8.4346P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2575
_refine_ls_wR_factor_ref         0.2715
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14403
_reflns_number_total             17189
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4cc03612c2.cif
_cod_data_source_block           n2758a
_cod_database_code               7115479
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C93-C92 \\sim C94A-C92 \\sim C95-C92 \\sim C95A-C92 \\sim C93A-C92 
 \\sim C94-C92
 with sigma of 0.02
 N1S-C1S \\sim N2S-C3S \\sim N3S-C5S \\sim N4S-C7S \\sim N5S-C9S
 with sigma of 0.02
 C1S-C2S \\sim C3S-C4S \\sim C6S-C5S \\sim C8S-C7S \\sim C9S-C10S
 with sigma of 0.02
3. Others
 1*[Sof(N3S)+Sof(C5S)+Sof(C6S)+Sof(H6SA)+Sof(H6SB)+Sof(H6SC)]+1*[Sof(N4S)+
 Sof(C7S)+Sof(C8S)+Sof(H8SA)+Sof(H8SB)+Sof(H8SC)]+1*[Sof(N5S)+Sof(C9S)+
 Sof(C10S)+Sof(H10A)+Sof(H10B)+Sof(H10C)]=1 with esd of 0.0001
 Sof(P3)=Sof(F31)=Sof(F32)=Sof(F33)=Sof(F34)=Sof(F35)=Sof(F36)=1-FVAR(1)
 Sof(P2)=Sof(F21)=Sof(F22)=Sof(F23)=Sof(F24)=Sof(F25)=Sof(F26)=FVAR(1)
 Sof(O8A)=Sof(H61C)=Sof(H61D)=Sof(H64C)=Sof(H64D)=Sof(C62A)=Sof(H62C)=
 Sof(H62D)=Sof(C63A)=Sof(H63C)=Sof(H63D)=1-FVAR(2)
 Sof(O8)=Sof(H61A)=Sof(H61B)=Sof(H64A)=Sof(H64B)=Sof(C62)=Sof(H62A)=Sof(H62B)=
 Sof(C63)=Sof(H63A)=Sof(H63B)=FVAR(2)
 Sof(C93A)=Sof(H93D)=Sof(H93E)=Sof(H93F)=Sof(C94A)=Sof(H94D)=Sof(H94E)=
 Sof(H94F)=Sof(C95A)=Sof(H95D)=Sof(H95E)=Sof(H95F)=1-FVAR(3)
 Sof(C93)=Sof(H93A)=Sof(H93B)=Sof(H93C)=Sof(C94)=Sof(H94A)=Sof(H94B)=Sof(H94C)=
 Sof(C95)=Sof(H95A)=Sof(H95B)=Sof(H95C)=FVAR(3)
 Sof(C30A)=Sof(H30C)=Sof(H30D)=Sof(C31A)=Sof(H31C)=Sof(H31D)=1-FVAR(4)
 Sof(C30)=Sof(H30A)=Sof(H30B)=Sof(C31)=Sof(H31A)=Sof(H31B)=FVAR(4)
 Sof(N3S)=Sof(C5S)=Sof(C6S)=Sof(H6SA)=Sof(H6SB)=Sof(H6SC)=FVAR(5)
 Sof(N4S)=Sof(C7S)=Sof(C8S)=Sof(H8SA)=Sof(H8SB)=Sof(H8SC)=FVAR(6)
 Sof(N5S)=Sof(C9S)=Sof(C10S)=Sof(H10A)=Sof(H10B)=Sof(H10C)=FVAR(7)
4.a Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C32(H32A,
 H32B), C33(H33A,H33B), C30(H30A,H30B), C31(H31A,H31B), C30A(H30C,H30D),
 C31A(H31C,H31D), C59(H59A,H59B), C60(H60A,H60B), C61(H61C,H61D), C61(H61A,
 H61B), C64(H64C,H64D), C64(H64A,H64B), C65(H65A,H65B), C66(H66A,H66B),
 C62(H62A,H62B), C63(H63A,H63B), C62A(H62C,H62D), C63A(H63C,H63D), C67(H67A,
 H67B), C68(H68A,H68B), C69(H69A,H69B), C70(H70A,H70B), C71(H71A,H71B)
4.b Me refined with riding coordinates:
 C2S(H2SA,H2SB,H2SC), C4S(H4SA,H4SB,H4SC), C8S(H8SA,H8SB,H8SC), C10S(H10A,H10B,
 H10C)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C5(H5), C8(H8), C10(H10), C12(H12), C13(H13), C15(H15),
C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C23(H23), C24(H24), C34(H34),
 C36(H36), C38(H38), C41(H41), C43(H43), C45(H45), C46(H46), C48(H48),
C49(H49), C50(H50), C51(H51), C54(H54), C55(H55), C56(H56), C57(H57), C73(H73),
  C75(H75), C77(H77), C87(H87), C89(H89), C91(H91)
4.d Idealised Me refined as rotating group:
 C79(H79A,H79B,H79C), C80(H80A,H80B,H80C), C81(H81A,H81B,H81C), C83(H83A,H83B,
H83C), C84(H84A,H84B,H84C), C85(H85A,H85B,H85C), C97(H97A,H97B,H97C), C98(H98A,
 H98B,H98C), C99(H99A,H99B,H99C), C93(H93A,H93B,H93C), C94(H94A,H94B,H94C),
 C95(H95A,H95B,H95C), C93A(H93D,H93E,H93F), C94A(H94D,H94E,H94F), C95A(H95D,
 H95E,H95F), C6S(H6SA,H6SB,H6SC)
;
_shelx_estimated_absorpt_t_max   0.904
_shelx_estimated_absorpt_t_min   0.847
_shelxl_version_number           2013-3