Detecting Pesticide Dodine by Displacement of Fluorescent Acridine from Cucurbit[10]uril Macrocycle
Xu, Wei-Tao; Luo, Yang; Zhao, Wei-Wei; Liu, Ming; Luo, Guang-Yan; Fan, Ying; Lin, Rui-Lian; Tao, Zhu; Xiao, Xin; Liu, Jing-Xin; Journal of Agricultural and Food Chemistry  (2020) –; doi:10.1021/acs.jafc.0c05577

data_1559885
_publ_section_title
;
 Detecting Pesticide Dodine by Displacement of Fluorescent Acridine from
 Cucurbit[10]uril Macrocycle
;
_journal_name_full               'Journal of Agricultural and Food Chemistry'
_journal_paper_doi               10.1021/acs.jafc.0c05577
_journal_year                    2020
_chemical_formula_moiety
'0.063(Cl4 Zn), 0.031(C60 H60 N40 O20), 0.063(C13 H10 N)'
_chemical_formula_sum            'C H Cd Cl N O Zn0.02'
_chemical_formula_weight         191.90
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-06-14
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_cell_angle_alpha                90
_cell_angle_beta                 124.290(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   26.767(4)
_cell_length_b                   15.402(3)
_cell_length_c                   20.763(6)
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      25.279
_cell_measurement_theta_min      2.288
_cell_volume                     7072(3)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_diffrn_ambient_temperature      273.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            69148
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.422
_diffrn_reflns_theta_min         2.025
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    5.442
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1099 before and 0.0617 after correction.
The Ratio of minimum to maximum transmission is 0.8774.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.144
_exptl_crystal_description       block
_exptl_crystal_F_000             5598
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.490
_refine_diff_density_min         -1.284
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         7540
_refine_ls_number_restraints     227
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.1003
_refine_ls_R_factor_gt           0.0801
_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^)+(0.1813P)^2^+8.3999P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2768
_refine_ls_wR_factor_ref         0.3001
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5259
_reflns_number_total             7540
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jf0c05577_si_002.cif
_cod_data_source_block           b_sq
_cod_database_code               1559885
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.424
_shelx_estimated_absorpt_t_min   0.367
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Restrained distances
 C29-C28 \\sim C33-C28 \\sim C32-C33 \\sim C32-C31 \\sim C30-C31 \\sim C30-C29
 with sigma of 0.001
 C31-C28 \\sim C33-C30 \\sim C29-C32
 with sigma of 0.01
3. Restrained planarity
 N11, C21, C22, C23, C24, C25, C26, C27, C28, C29, C30, C31, C32, C33
 with sigma of 0.001
4. Uiso/Uaniso restraints and constraints
Uanis(C32) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C32) \\sim Ueq, Uanis(C26) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C25)
\\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(N11) \\sim Ueq,
Uanis(C23) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C29) \\sim Ueq, Uanis(C28)
\\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C33) \\sim Ueq, Uanis(C31) \\sim Ueq, :
with sigma of 0.05 and sigma for terminal atoms of 0.1
5. Rigid body (RIGU) restrains
 H22, H21, N11, H11A, C21, C22, C23, H23, C24, C25, C26, H26, C27, H27, C28,
 C29, C30, H30, C31, H31, C32, H32, C33, H33
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
6. Others
 Fixed Sof: C26(0.5) H26(0.5) C21(0.5) H21(0.5) C22(0.5) H22(0.5) C23(0.5)
 H23(0.5) C24(0.5) C25(0.5) N11(0.5) H11A(0.5) C29(0.5) C28(0.5) C27(0.5)
 H27(0.5) C30(0.5) H30(0.5) C31(0.5) H31(0.5) C32(0.5) H32(0.5) C33(0.5)
 H33(0.5)
7.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C10(H10), C11(H11), C14(H14), C15(H15),
 C18(H18), C19(H19)
7.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C8(H8A,H8B), C12(H12A,H12B), C16(H16A,H16B), C20(H20A,H20B)
7.c Aromatic/amide H refined with riding coordinates:
 C26(H26), C21(H21), C22(H22), C23(H23), N11(H11A), C27(H27), C30(H30),
 C31(H31), C32(H32), C33(H33)
7.d Naphthalene refined as free rotating group:
 C26(C21,C22,C23,C24,C25,N11,C29,C28,C27)
;
_shelx_res_checksum              47566
_shelx_hkl_checksum              87895
_shelx_fab_checksum              64773
_olex2_submission_special_instructions 'No special instructions were received'