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_4127659
_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
'3(O4 Re), C64 H69 Ru3, C F3 O3 S, 2(C0.5 F1.5 O3.5 Re0.5 S0.5)'
_chemical_formula_sum            'C66 H69 F6 O22 Re4 Ru3 S2'
_chemical_formula_weight         2440.34
_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             2019-09-05
_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                   16.3814(4)
_cell_length_b                   22.5055(5)
_cell_length_c                   23.9817(6)
_cell_measurement_reflns_used    9804
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.992
_cell_measurement_theta_min      2.844
_cell_volume                     8841.4(4)
_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      169.99
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.985
_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  0.0606
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            61032
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.941
_diffrn_reflns_theta_min         3.316
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    10.526
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.3320
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1481 before and 0.0801 after correction. The Ratio of minimum to maximum transmission is 0.4422. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.833
_exptl_crystal_description       block
_exptl_crystal_F_000             4636
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         7.275
_refine_diff_density_min         -4.935
_refine_diff_density_rms         0.319
_refine_ls_extinction_coef       0.00026(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.209
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     526
_refine_ls_number_reflns         8512
_refine_ls_number_restraints     175
_refine_ls_restrained_S_all      1.218
_refine_ls_R_factor_all          0.1250
_refine_ls_R_factor_gt           0.1162
_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^)+(0.1000P)^2^+200.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2779
_refine_ls_wR_factor_ref         0.2843
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7386
_reflns_number_total             8512
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b09582_si_002.cif
_cod_data_source_block           190513zh_0m
_cod_database_code               4127659
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.571
_shelx_estimated_absorpt_t_min   0.419
_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
 C34-C34_$1
 2.4 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
S1 \\sim F1 \\sim F2 \\sim C35: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
C5 \\sim C8 \\sim C9 \\sim C10: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
C32 \\sim C33 \\sim C34: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
S1 \\sim O12 \\sim O13: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
O4 \\sim O5 \\sim O6 \\sim S2 \\sim F3 \\sim F4 \\sim F5 \\sim C36 \\sim Re2
\\sim O7: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Re2: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C28) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
4. Others
 Fixed Sof: H28A(0.5) H28B(0.5) H28C(0.5) C34(0.5) H34A(0.5) H34B(0.5)
 H34C(0.5) S2(0.5) F3(0.5) F4(0.5) F5(0.5) C36(0.5) Re2(0.5) O7(0.5)
5.a Ternary CH refined with riding coordinates:
 C8(H8), C26(H26), C27(H27), C30(H30), C31(H31), C33(H33)
5.b Secondary CH2 refined with riding coordinates:
 C012(H01A,H01B), C17(H17A,H17B), C24(H24A,H24B)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C6(H6), C11(H11), C12(H12), C14(H14), C15(H15),
 C19(H19), C20(H20), C22(H22), C23(H23)
5.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C28(H28A,H28B,H28C),
 C34(H34A,H34B,H34C)
;
_olex2_submission_special_instructions 'No special instructions were received'