Toward Anion-π Interactions Directed Self-Assembly with Predesigned Dual Macrocyclic Receptors and Dianions.
Tuo, De-Hui; Liu, Wei; Wang, Xue-Yuan; Wang, Xu-Dong; Ao, Yu-Fei; Wang, Qi-Qiang; Li, Zhi-Yan; Wang, De-Xian; Journal of the American Chemical Society 141 (2019) 1118–1125; doi:10.1021/jacs.8b12018

data_4133636
_publ_section_title
;
 Toward Anion-\p Interactions Directed Self-Assembly with Predesigned Dual
 Macrocyclic Receptors and Dianions.
;
_journal_issue                   2
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1118
_journal_page_last               1125
_journal_paper_doi               10.1021/jacs.8b12018
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety
'2(C34 H16 Cl2 N8 O12), 2(C16 H36 N), 2(C5 H3 O3 S), 2(C4 H10 O)'
_chemical_formula_sum            'C118 H130 Cl4 N18 O32 S2'
_chemical_formula_weight         2518.31
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-07-08
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                87.147(11)
_cell_angle_beta                 78.044(6)
_cell_angle_gamma                85.787(10)
_cell_formula_units_Z            2
_cell_length_a                   18.522(5)
_cell_length_b                   18.643(4)
_cell_length_c                   19.169(5)
_cell_measurement_reflns_used    18814
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      31.1683
_cell_measurement_theta_min      1.1261
_cell_volume                     6454(3)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'CIFTAB (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2014)'
_computing_structure_solution
;
'SHELXT (Sheldrick, 2014)'
;
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
scan:
	Number of images: 360
	           Slice: -110.0000 - 70.0000
	     Image width: 0.5000
	        Exp time: 8.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 180.0000
	             XTD: 45.1255
	          2theta: -19.8349
scan:
	Number of images: 354
	           Slice: -110.0000 - 67.0000
	     Image width: 0.5000
	        Exp time: 8.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 90.0000
	             XTD: 45.1255
	          2theta: -19.8349
scan:
	Number of images: 340
	           Slice: -110.0000 - 60.0000
	     Image width: 0.5000
	        Exp time: 8.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 0.0000
	             XTD: 45.1255
	          2theta: -19.8349
scan:
	Number of images: 240
	           Slice: -110.0000 - 10.0000
	     Image width: 0.5000
	        Exp time: 8.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 270.0000
	             XTD: 45.1255
	          2theta: -19.8349
;
_diffrn_measurement_device
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       '\w scans at fixed \c = 45\%'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0163
_diffrn_orient_matrix_UB_12      0.0515
_diffrn_orient_matrix_UB_13      0.0117
_diffrn_orient_matrix_UB_21      -0.0475
_diffrn_orient_matrix_UB_22      -0.0140
_diffrn_orient_matrix_UB_23      -0.0211
_diffrn_orient_matrix_UB_31      -0.0107
_diffrn_orient_matrix_UB_32      -0.0254
_diffrn_orient_matrix_UB_33      0.0457
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1075
_diffrn_reflns_av_unetI/netI     0.0943
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            81510
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.200
_diffrn_reflns_theta_max         25.200
_diffrn_reflns_theta_min         1.086
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.205
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.3973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_description       block
_exptl_crystal_F_000             2640
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.344
_refine_diff_density_min         -0.690
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.211
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1579
_refine_ls_number_reflns         23215
_refine_ls_number_restraints     357
_refine_ls_restrained_S_all      1.237
_refine_ls_R_factor_all          0.1983
_refine_ls_R_factor_gt           0.1692
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1821P)^2^+15.7697P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4114
_refine_ls_wR_factor_ref         0.4344
_reflns_Friedel_coverage         0.000
_reflns_number_gt                17576
_reflns_number_total             23215
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b12018_si_006.cif
_cod_data_source_block           mx3940_sq
_cod_database_code               4133636
_diffrn_number_total             29475
_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
 C40-C39 = C41-C40
 1.54 with sigma of 0.01
 C36A-C35A = C37A-C36A = C45A-C44A = C44A-C43A
 1.54 with sigma of 0.01
3. Rigid bond restraints
 N5A, C33A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C36A, C37A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C41A, C40A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C43A \\sim C44A \\sim C45A \\sim C46A \\sim N9A \\sim C50A \\sim C49A \\sim
C47A \\sim C48A \\sim C42A \\sim C41A \\sim C40A \\sim C39A \\sim C38A \\sim
C37A \\sim C36A \\sim C35A \\sim S1 \\sim O13 \\sim O14 \\sim O15 \\sim C51
\\sim C52 \\sim C53 \\sim C54 \\sim C55 \\sim C39 \\sim C40 \\sim C41 \\sim C42
\\sim N9: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C43A) \\sim Ueq, Uanis(C44A) \\sim Ueq, Uanis(C45A) \\sim Ueq,
Uanis(C46A) \\sim Ueq, Uanis(N9A) \\sim Ueq, Uanis(C50A) \\sim Ueq, Uanis(C49A)
\\sim Ueq, Uanis(C47A) \\sim Ueq, Uanis(C48A) \\sim Ueq, Uanis(C42A) \\sim Ueq,
Uanis(C41A) \\sim Ueq, Uanis(C40A) \\sim Ueq, Uanis(C39A) \\sim Ueq,
Uanis(C38A) \\sim Ueq, Uanis(C37A) \\sim Ueq, Uanis(C36A) \\sim Ueq,
Uanis(C35A) \\sim Ueq, Uanis(S1) \\sim Ueq, Uanis(O13) \\sim Ueq, Uanis(O14)
\\sim Ueq, Uanis(O15) \\sim Ueq, Uanis(C51) \\sim Ueq, Uanis(C52) \\sim Ueq,
Uanis(C53) \\sim Ueq, Uanis(C54) \\sim Ueq, Uanis(C55) \\sim Ueq, Uanis(C39)
\\sim Ueq, Uanis(C40) \\sim Ueq, Uanis(C41) \\sim Ueq, Uanis(C42) \\sim Ueq,
Uanis(N9) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C23(H23A,H23B), C24(H24A,H24B), C11A(H11C,
 H11D), C12A(H12C,H12D), C23A(H23C,H23D), C24A(H24C,H24D), C36(H36A,H36B),
 C37(H37A,H37B), C38(H38A,H38B), C40(H40A,H40B), C41(H41A,H41B), C42(H42A,H42B),
  C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B), C48(H48A,H48B), C49(H49A,
 H49B), C50(H50A,H50B), C36A(H36C,H36D), C37A(H37C,H37D), C38A(H38C,H38D),
 C40A(H40C,H40D), C41A(H41C,H41D), C42A(H42C,H42D), C44A(H44C,H44D), C45A(H45C,
 H45D), C46A(H46C,H46D), C48A(H48C,H48D), C49A(H49C,H49D), C50A(H50C,H50D),
 C57(H57A,H57B), C59(H59A,H59B), C61(H61A,H61B), C62(H62A,H62B)
5.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C9(H9), C15(H15), C20(H20), C27(H27), C29(H29), C31(H31),
 C5A(H5A), C7A(H7A), C9A(H9A), C15A(H15A), C20A(H20A), C27A(H27A), C29A(H29A),
 C31A(H31A), C51(H51), C52(H52), C55(H55), C51A(H51A), C52A(H52A), C55A(H55A)
5.c Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C39(H39A,H39B,H39C), C43(H43A,H43B,H43C), C47(H47A,H47B,
 H47C), C35A(H35D,H35E,H35F), C39A(H39D,H39E,H39F), C43A(H43D,H43E,H43F),
 C47A(H47D,H47E,H47F), C56(H56A,H56B,H56C), C58(H58A,H58B,H58C), C60(H60A,H60B,
 H60C), C63(H63A,H63B,H63C)
;
_shelx_res_checksum              73919
_shelx_hkl_checksum              68515
_shelx_fab_checksum              40511
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'