Molecular Barrel by a Hooping Strategy: Synthesis, Structure, and Selective CO2 Adsorption Facilitated by Lone Pair-π Interactions.
Wang, Qi-Qiang; Luo, Na; Wang, Xu-Dong; Ao, Yu-Fei; Chen, Yi-Fan; Liu, Jun-Min; Su, Cheng-Yong; Wang, De-Xian; Wang, Mei-Xiang; Journal of the American Chemical Society 139 (2017) 635–638; doi:10.1021/jacs.6b12386

data_4125762
_publ_section_title
;
 Molecular Barrel by a Hooping Strategy: Synthesis, Structure, and
 Selective CO2 Adsorption Facilitated by Lone Pair-\p Interactions.
;
_journal_issue                   2
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              635
_journal_page_last               638
_journal_paper_doi               10.1021/jacs.6b12386
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety         'C87 H90 N12 O12, 3(C H Cl3)'
_chemical_formula_sum            'C90 H93 Cl9 N12 O12'
_chemical_formula_weight         1853.81
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2016-10-27
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_cell_angle_alpha                90.351(9)
_cell_angle_beta                 101.081(6)
_cell_angle_gamma                114.785(5)
_cell_formula_units_Z            2
_cell_length_a                   15.087(5)
_cell_length_b                   17.675(5)
_cell_length_c                   18.954(5)
_cell_measurement_reflns_used    11607
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4817
_cell_measurement_theta_min      1.5099
_cell_volume                     4482(2)
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
scan:
    Number of images: 360
               Slice: -110.0000 - 70.0000
         Image width: 0.5000
            Exp time: 15.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 0.0000
                 XTD: 44.9522
              2theta: -19.7816
scan:
    Number of images: 342
               Slice: -110.0000 - 61.0000
         Image width: 0.5000
            Exp time: 15.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 180.0000
                 XTD: 44.9522
              2theta: -19.7816
scan:
    Number of images: 296
               Slice: -86.0000 - 62.0000
         Image width: 0.5000
            Exp time: 15.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 270.0000
                 XTD: 44.9522
              2theta: -19.7816
scan:
    Number of images: 240
               Slice: -110.0000 - 10.0000
         Image width: 0.5000
            Exp time: 15.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 90.0000
                 XTD: 44.9522
              2theta: -19.7816
;
_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      -0.0729
_diffrn_orient_matrix_UB_12      0.0088
_diffrn_orient_matrix_UB_13      0.0138
_diffrn_orient_matrix_UB_21      -0.0180
_diffrn_orient_matrix_UB_22      0.0586
_diffrn_orient_matrix_UB_23      0.0128
_diffrn_orient_matrix_UB_31      -0.0199
_diffrn_orient_matrix_UB_32      0.0102
_diffrn_orient_matrix_UB_33      -0.0491
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0644
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            52214
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.197
_diffrn_reflns_theta_max         25.197
_diffrn_reflns_theta_min         1.522
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.349
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88596
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_description       block
_exptl_crystal_F_000             1932
_exptl_crystal_size_max          0.132
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.056
_refine_diff_density_max         0.884
_refine_diff_density_min         -0.687
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1164
_refine_ls_number_reflns         16106
_refine_ls_number_restraints     201
_refine_ls_restrained_S_all      1.202
_refine_ls_R_factor_all          0.1331
_refine_ls_R_factor_gt           0.1113
_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^)+(0.0676P)^2^+11.0629P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2245
_refine_ls_wR_factor_ref         0.2374
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13226
_reflns_number_total             16106
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b12386_si_002.cif
_cod_data_source_block           mx5243d
_cod_database_code               4125762
_diffrn_number_total             20465
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 C75-C74
 1.54 with sigma of 0.01
 C78-C77 = C77-C76
 1.54 with sigma of 0.01
 C78-C77A = C77A-C76A
 1.54 with sigma of 0.01
 C53-C52A = C52A-C51A
 1.54 with sigma of 0.01
 C54-C52A
 2.5 with sigma of 0.02
3. Rigid bond restraints
 C53, C54
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C74 \\sim C74A \\sim C75 \\sim C75A \\sim C76 \\sim C76A \\sim C77 \\sim C77A
\\sim C78: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
C51 \\sim C51A \\sim C52 \\sim C52A: within 1.7A with sigma of 0.02 and sigma
for terminal atoms of 0.04
Uanis(C75) \\sim Ueq, Uanis(C78) \\sim Ueq, Uanis(C76) \\sim Ueq, Uanis(C77A)
\\sim Ueq, Uanis(C76A) \\sim Ueq, Uanis(C75A) \\sim Ueq, Uanis(C74) \\sim Ueq,
Uanis(C74A) \\sim Ueq, Uanis(C77) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C51) \\sim Ueq, Uanis(C52) \\sim Ueq, Uanis(C51A) \\sim Ueq, Uanis(C52A)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(H73C)=Sof(H73D)=Sof(C74A)=Sof(H74C)=Sof(H74D)=Sof(C75A)=Sof(H75C)=
 Sof(H75D)=Sof(C76A)=Sof(H76C)=Sof(H76D)=Sof(C77A)=Sof(H77C)=Sof(H77D)=
 Sof(H78C)=Sof(H78D)=1-FVAR(1)
 Sof(H73A)=Sof(H73B)=Sof(C74)=Sof(H74A)=Sof(H74B)=Sof(C75)=Sof(H75A)=Sof(H75B)=
 Sof(C76)=Sof(H76A)=Sof(H76B)=Sof(C77)=Sof(H77A)=Sof(H77B)=Sof(H78A)=Sof(H78B)=
 FVAR(1)
 Sof(C51A)=Sof(H51C)=Sof(H51D)=Sof(C52A)=Sof(H52C)=Sof(H52D)=Sof(H53C)=
 Sof(H53D)=1-FVAR(2)
 Sof(C51)=Sof(H51A)=Sof(H51B)=Sof(C52)=Sof(H52A)=Sof(H52B)=Sof(H53A)=Sof(H53B)=
 FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C88(H88), C89(H89), C90(H90)
6.b Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B), C32(H32A,
 H32B), C33(H33A,H33B), C34(H34A,H34B), C35(H35A,H35B), C36(H36A,H36B),
 C43(H43A,H43B), C44(H44A,H44B), C51(H51A,H51B), C51A(H51C,H51D), C52(H52A,
 H52B), C52A(H52C,H52D), C53(H53A,H53B), C53(H53C,H53D), C54(H54A,H54B),
 C55(H55A,H55B), C56(H56A,H56B), C57(H57A,H57B), C58(H58A,H58B), C65(H65A,H65B),
  C66(H66A,H66B), C73(H73A,H73B), C73(H73C,H73D), C74(H74A,H74B), C74A(H74C,
 H74D), C75(H75A,H75B), C75A(H75C,H75D), C76(H76A,H76B), C76A(H76C,H76D),
 C77(H77A,H77B), C77A(H77C,H77D), C78(H78A,H78B), C78(H78C,H78D), C79(H79A,
 H79B), C80(H80A,H80B), C87(H87A,H87B)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C6(H6), C7(H7), C9(H9), C11(H11), C24(H24), C25(H25),
 C27(H27), C28(H28), C38(H38), C39(H39), C41(H41), C42(H42), C46(H46), C47(H47),
  C49(H49), C50(H50), C60(H60), C61(H61), C63(H63), C64(H64), C68(H68),
 C69(H69), C71(H71), C72(H72), C82(H82), C83(H83), C85(H85), C86(H86)
;
_shelx_res_checksum              97763
_shelx_hkl_checksum              66937
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'