Hybrid Macrocycles for Selective Binding and Sensing of Fluoride in Aqueous Solution.
Oshchepkov, Aleksandr S.; Shumilova, Tatiana A.; Namashivaya, Siva R.; Fedorova, Olga A.; Dorovatovskii, Pavel V.; Khrustalev, Viktor N.; Kataev, Evgeny A.; The Journal of organic chemistry 83 (2018) 2145–2153; doi:10.1021/acs.joc.7b03077

data_4034992
_publ_section_title
;
 Hybrid Macrocycles for Selective Binding and Sensing of Fluoride in
 Aqueous Solution.
;
_journal_issue                   4
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              2145
_journal_page_last               2153
_journal_paper_doi               10.1021/acs.joc.7b03077
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C42 H46 N8 O4, 2(Cl), H2 O'
_chemical_formula_sum            'C42 H48 Cl2 N8 O5'
_chemical_formula_weight         815.78
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 127.90(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   26.263(5)
_cell_length_b                   24.983(5)
_cell_length_c                   16.363(3)
_cell_measurement_reflns_used    500
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.5
_cell_measurement_theta_min      3.5
_cell_volume                     8472(4)
_computing_cell_refinement       'iMosflm (Battye <i>et al.</i>, 2011)'
_computing_data_collection       'Automar (MarXperts, 2015)'
_computing_data_reduction        iMosflm
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2015)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'MAR CCD'
_diffrn_measurement_method       '/f scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.96990
_diffrn_reflns_av_R_equivalents  0.0725
_diffrn_reflns_av_unetI/netI     0.1063
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            63812
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        35.587
_diffrn_reflns_theta_max         35.993
_diffrn_reflns_theta_min         3.350
_exptl_absorpt_coefficient_mu    0.474
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.850
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Scala (Evans, 2006)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_description       prism
_exptl_crystal_F_000             3440
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.531
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       0.00246(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     531
_refine_ls_number_reflns         7838
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.1311
_refine_ls_R_factor_gt           0.0976
_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^)+(0.06P)^2^+24.0P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1802
_refine_ls_wR_factor_ref         0.2012
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5506
_reflns_number_total             7838
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo7b03077_si_002.cif
_cod_data_source_block           Rad79_sq
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4034992
_shelx_estimated_absorpt_t_min   0.862
_shelx_estimated_absorpt_t_max   0.990
_platon_squeeze_void_probe_radius 1.20
_shelxl_version_number           2014/6
_shelx_res_checksum              67263
_shelx_hkl_checksum              46629
_shelx_fab_checksum              46827