Formation of ring-in-ring complexes between crown ethers and rigid TVBox(8+).
Sun, Junling; Frasconi, Marco; Liu, Zhichang; Barnes, Jonathan C.; Wang, Yuping; Chen, Dongyang; Stern, Charlotte L.; Fraser Stoddart, J.; Chemical communications (Cambridge, England) 51 (2015) 1432–1435; doi:10.1039/c4cc08053j

data_7116223
_publ_section_title
;
 Formation of ring-in-ring complexes between crown ethers and rigid
 TVBox(8+).
;
_journal_issue                   8
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1432
_journal_page_last               1435
_journal_paper_doi               10.1039/c4cc08053j
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C68 H56 N8, 8(F6 P), 4(C7 H8), 4(C2 H3 N)'
_chemical_formula_sum            'C104 H100 F48 N12 P8'
_chemical_formula_weight         2677.71
_chemical_name_systematic        TVBox-PhMe
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2014-02-03
_audit_creation_method
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_audit_update_record
;
2014-08-28 deposited with the CCDC.
2014-11-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.00(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.978(8)
_cell_length_b                   16.440(10)
_cell_length_c                   27.093(19)
_cell_measurement_reflns_used    2397
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      49.789
_cell_measurement_theta_min      3.166
_cell_volume                     6090(7)
_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    'XM (Sheldrick, 2008)'
_diffrn_ambient_temperature      99.99
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.576
_diffrn_measured_fraction_theta_max 0.995
_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  0.1053
_diffrn_reflns_av_unetI/netI     0.1094
_diffrn_reflns_Laue_measured_fraction_full 0.576
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            18959
_diffrn_reflns_point_group_measured_fraction_full 0.576
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         50.384
_diffrn_reflns_theta_min         3.163
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    2.182
_exptl_absorpt_correction_T_max  0.7500
_exptl_absorpt_correction_T_min  0.5640
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1322 before and 0.0594 after correction.
The Ratio of minimum to maximum transmission is 0.7520.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_description       needle
_exptl_crystal_F_000             2720
_exptl_crystal_recrystallization_method
'slow vapor diffusion of diisopropyl ether into the sample solution in ACN'
_exptl_crystal_size_max          0.379
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.024
_refine_diff_density_max         1.884
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.208
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.639
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     843
_refine_ls_number_reflns         6343
_refine_ls_number_restraints     966
_refine_ls_restrained_S_all      1.601
_refine_ls_R_factor_all          0.2660
_refine_ls_R_factor_gt           0.1931
_refine_ls_shift/su_max          0.001
_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          0.4619
_refine_ls_wR_factor_ref         0.4898
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3407
_reflns_number_total             6343
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4cc08053j2.cif
_cod_data_source_block           n3284
_cod_depositor_comments
'Adding full bibliography for 7116222--7116224.cif.'
_cod_database_code               7116223
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.949
_shelx_estimated_absorpt_t_min   0.492
_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
 F24-F19 \\sim F21-F22 \\sim F23-F20 \\sim F24-F23 \\sim F19-F21 \\sim F22-F20
\\sim F21A-F24A \\sim F23A-
 F19A \\sim F22A-F20A \\sim F21A-F19A \\sim F23A-F22A \\sim F20A-F24A \\sim
F24A-F23A \\sim F20A-F21A ~
 F19A-F22A
 with sigma of 0.01
 P4A-F21A \\sim P4A-F23A \\sim P4A-F24A \\sim P4A-F19A \\sim P4A-F22A \\sim
P4A-F20A \\sim P4-F19 \\sim P4-
 F24 \\sim P4-F22 \\sim P4-F21 \\sim P4-F20 \\sim P4-F23
 with sigma of 0.01
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.01 and sigma
for terminal atoms of 0.02
5. Others
 Sof(P4A)=Sof(F19A)=Sof(F20A)=Sof(F21A)=Sof(F22A)=Sof(F23A)=Sof(F24A)=1-FVAR(1)
 Sof(P4)=Sof(F19)=Sof(F20)=Sof(F21)=Sof(F22)=Sof(F23)=Sof(F24)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C28(H28A,H28B)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13),
 C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C24(H24),
  C25(H25), C26(H26), C27(H27), C30(H30), C31(H31), C33(H33), C34(H34),
 C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C43(H43), C44(H44), C45(H45),
  C46(H46), C47(H47)
6.c Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C), C48(H48A,H48B,H48C), C50(H50A,H50B,H50C), C52(H52A,H52B,
 H52C)
;
_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 = 239.4 Ang^3^ [3.9%]
Total electron count / cell = 41.0
;
_shelx_res_checksum              78482