Tetraphenylethene-based tetracationic cyclophanes and their selective recognition for amino acids and adenosine derivatives in water.
Cheng, Lin; Zhang, Haiyang; Dong, Yunhong; Zhao, Yanxia; Yu, Yang; Cao, Liping; Chemical communications (Cambridge, England) 55 (2019) 2372–2375; doi:10.1039/c9cc00599d

data_7125365
_publ_section_title
;
 Tetraphenylethene-based tetracationic cyclophanes and their selective
 recognition for amino acids and adenosine derivatives in water.
;
_journal_issue                   16
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2372
_journal_page_last               2375
_journal_paper_doi               10.1039/c9cc00599d
_journal_volume                  55
_journal_year                    2019
_chemical_formula_moiety         'C76 H60 N4, 4(F6 P), 8(C4 H10 O)'
_chemical_formula_sum            'C108 H140 F24 N4 O8 P4'
_chemical_formula_weight         2202.11
_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_Hall           '-C 2ac 2'
_space_group_name_H-M_alt        'C m c e'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-01-21
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-01-23 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   39.900(11)
_cell_length_b                   9.539(3)
_cell_length_c                   26.857(8)
_cell_measurement_reflns_used    9898
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      24.22
_cell_measurement_theta_min      2.32
_cell_volume                     10222(5)
_computing_cell_refinement       'SAINT V.8.37A (Bruker AXS Inc., 2016)'
_computing_data_collection       'APEX3 v.2016.9-0 (Bruker AXS Inc., 2016)'
_computing_data_reduction        'SAINT V.8.37A (Bruker AXS Inc., 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    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 Venture photon II'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0669
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            45361
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.387
_diffrn_reflns_theta_min         1.828
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.178
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;   
SADABS-2016/2 (Bruker,2016/2) was used
 for absorption correction. wR2(int) 
was 0.1139 before and 0.0790 after 
correction. The Ratio of minimum to 
maximum transmission is 0.9102. 
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_description       block
_exptl_crystal_F_000             4624
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_platon_squeeze_details
;
In each unit cell, 32 diethyl ether solvent molecules 
were found to be severely disordered and therefore 
removed by PLATON (Ver. 201118)'s SQUEEZE subroutine. 
Approximately 1324 electron equivalents were removed 
from the unit cell. The total void volume was 4070 ? 
indicated by PLATON, equivalent to 39.81 % of 
the unit cell?s total volume.
;
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         4749
_refine_ls_number_restraints     486
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0729
_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^)+(0.1497P)^2^+19.9629P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2589
_refine_ls_wR_factor_ref         0.2750
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3468
_reflns_number_total             4749
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc00599d2.cif
_cod_data_source_block           1_b
_cod_original_sg_symbol_Hall     '-C 2bc 2'
_cod_original_sg_symbol_H-M      'C m c a'
_cod_database_code               7125365
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.965
_shelx_estimated_absorpt_t_min   0.957
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
P1 \\sim P1A \\sim F1 \\sim F4 \\sim F5 \\sim F3 \\sim F2 \\sim F6 \\sim F1A
\\sim F4A \\sim F5A \\sim F3A \\sim F2A \\sim F6A: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(P1A)=Sof(F1A)=Sof(F4A)=Sof(F5A)=Sof(F3A)=Sof(F2A)=Sof(F6A)=1-FVAR(1)
 Sof(P1)=Sof(F1)=Sof(F4)=Sof(F5)=Sof(F3)=Sof(F2)=Sof(F6)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B)
5.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C5(H5), C11(H11), C14(H14), C12(H12), C1(H1), C4(H4), C3(H3), C2(H2),
 C16(H16), C17(H17), C19(H19), C20(H20)
;
_shelx_res_checksum              11819
_shelx_fab_checksum              87296
_olex2_submission_special_instructions 'No special instructions were received'