π-Metalated [1<sub>5</sub>]Paracyclophanes: Synthesis and Binding to Oxo-Anions via Anion-π Interactions.
Zeng, Hong; Liu, Peiren; Feng, Guoqin; Huang, Feihe; Journal of the American Chemical Society 141 (2019) 16501–16511; doi:10.1021/jacs.9b09582

data_4127658
_publ_section_title
;
 \p-Metalated [1<sub>5</sub>]Paracyclophanes: Synthesis and Binding to
 Oxo-Anions via Anion-\p Interactions.
;
_journal_issue                   41
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16501
_journal_page_last               16511
_journal_paper_doi               10.1021/jacs.9b09582
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C65 H72 Ru3, 4(C F3 O3 S), 2(B F4)'
_chemical_formula_sum            'C69 H72 B2 F20 O12 Ru3 S4'
_chemical_formula_weight         1926.33
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-04-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.4626(3)
_cell_length_b                   22.4905(4)
_cell_length_c                   24.0086(4)
_cell_measurement_reflns_used    9954
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.887
_cell_measurement_theta_min      3.42
_cell_volume                     8349.3(3)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.01
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            49973
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.977
_diffrn_reflns_theta_min         2.957
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.069
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1231 before and 0.0711 after correction. The Ratio of minimum to maximum transmission is 0.7561. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_description       block
_exptl_crystal_F_000             3872
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.542
_refine_diff_density_min         -1.608
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     538
_refine_ls_number_reflns         8129
_refine_ls_number_restraints     74
_refine_ls_restrained_S_all      1.141
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0733
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1283P)^2^+34.5599P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2135
_refine_ls_wR_factor_ref         0.2223
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6874
_reflns_number_total             8129
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b09582_si_002.cif
_cod_data_source_block           190410zh_0m
_cod_database_code               4127658
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.737
_shelx_estimated_absorpt_t_min   0.641
_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
 F8-B1 = F11-B1 = F9-B1 = F10-B1
 1.38 with sigma of 0.02
 C32-C34 = C36-C34
 1.53 with sigma of 0.02
 C35-C34
 1.53 with sigma of 0.02
 H34-H31_$1
 2 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F8 \\sim F9 \\sim F10 \\sim F11 \\sim B1: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
S3 \\sim F5 \\sim F6 \\sim F7 \\sim O5 \\sim O6 \\sim O7 \\sim C39: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02
C32: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: C33(0.5) H33A(0.5) H33B(0.5) H33C(0.5) C34(0.5) H34(0.5) C36(0.5)
 H36A(0.5) H36B(0.5) H36C(0.5) C35(0.5) H35A(0.5) H35B(0.5) H35C(0.5)
5.a Ternary CH refined with riding coordinates:
 C8(H8), C11(H11), C27(H27), C28(H28), C30(H30), C31(H31), C34(H34)
5.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C25(H25A,H25B)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C6(H6), C12(H12), C14(H14), C15(H15), C20(H20),
 C21(H21), C23(H23), C24(H24)
5.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C33(H33A,H33B,H33C),
 C36(H36A,H36B,H36C), C35(H35A,H35B,H35C)
;
_shelx_res_checksum              67295
_shelx_hkl_checksum              10714
_shelx_fab_checksum              56220
_olex2_submission_special_instructions 'No special instructions were received'