Post-Synthetic Modification of Nonporous Adaptive Crystals of Pillar[4]arene[1]quinone by Capturing Vaporized Amines.
Li, Errui; Jie, Kecheng; Zhou, Yujuan; Zhao, Run; Huang, Feihe; Journal of the American Chemical Society 140 (2018) 15070–15079; doi:10.1021/jacs.8b10192

data_4133454
_publ_section_title
;
 Post-Synthetic Modification of Nonporous Adaptive Crystals of
 Pillar[4]arene[1]quinone by Capturing Vaporized Amines.
;
_journal_issue                   44
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15070
_journal_page_last               15079
_journal_paper_doi               10.1021/jacs.8b10192
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C59 H80 N4 O10, C4 H12 N2, H2 O'
_chemical_formula_sum            'C63 H94 N6 O11'
_chemical_formula_weight         1111.44
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2017-11-24
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_cell_angle_alpha                96.5170(10)
_cell_angle_beta                 100.6070(10)
_cell_angle_gamma                113.1240(10)
_cell_formula_units_Z            2
_cell_length_a                   12.2367(3)
_cell_length_b                   12.6872(3)
_cell_length_c                   22.0591(5)
_cell_measurement_reflns_used    9286
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      66.59
_cell_measurement_theta_min      3.87
_cell_volume                     3029.61(13)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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      173.15
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            65841
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        66.664
_diffrn_reflns_theta_max         66.664
_diffrn_reflns_theta_min         3.871
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_T_max  0.3182
_exptl_absorpt_correction_T_min  0.2337
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0631 before and 0.0515 after correction.
The Ratio of minimum to maximum transmission is 0.7344.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_description       block
_exptl_crystal_F_000             1204
_refine_diff_density_max         0.794
_refine_diff_density_min         -0.606
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     786
_refine_ls_number_reflns         10660
_refine_ls_number_restraints     119
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0650
_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^)+(0.0990P)^2^+2.6280P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1805
_refine_ls_wR_factor_ref         0.1913
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8736
_reflns_number_total             10660
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b10192_si_004.cif
_cod_data_source_block           171116zd_lr1_0m
_cod_database_code               4133454
_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, All N(H) groups,
  All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 C64A-C65A = C64-C65
 1.5 with sigma of 0.02
 H11B-H17C
 2.2 with sigma of 0.01
 C65-N14A = N14A-C65A
 1.4 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C64A) \\sim Ueq, Uanis(N13) \\sim Ueq, Uanis(C62) \\sim Ueq, Uanis(C63)
\\sim Ueq, Uanis(C63A) \\sim Ueq, Uanis(C64) \\sim Ueq, Uanis(C65A) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(N13) \\sim Ueq, Uanis(C62) \\sim Ueq, Uanis(C63) \\sim Ueq, Uanis(C63A)
\\sim Ueq, Uanis(C64) \\sim Ueq, Uanis(C64A) \\sim Ueq, Uanis(C65A) \\sim Ueq,
Uanis(N14A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C5, C6, N18, C6A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N13, C62, C63, C64, C65
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N13, C62, C63, C64, C65, C65A, C64A, C63A, N14A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H13C)=Sof(H13D)=Sof(C14A)=Sof(H14C)=Sof(H14D)=Sof(N17A)=Sof(H17E)=
 Sof(H17F)=1-FVAR(1)
 Sof(H13A)=Sof(H13B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(N17)=Sof(H17A)=Sof(H17B)=
 FVAR(1)
 Sof(H5BC)=Sof(H5BD)=Sof(C6A)=Sof(H6AA)=Sof(H6AB)=1-FVAR(2)
 Sof(H5AA)=Sof(H5AB)=Sof(C6)=Sof(H6A)=Sof(H6B)=FVAR(2)
 Sof(H62C)=Sof(H62D)=Sof(C65A)=Sof(H65C)=Sof(H65D)=Sof(C64A)=Sof(H64C)=
 Sof(H64D)=Sof(C63A)=Sof(H63C)=Sof(H63D)=1-FVAR(3)
 Sof(H62A)=Sof(H62B)=Sof(C63)=Sof(H63A)=Sof(H63B)=Sof(C64)=Sof(H64A)=Sof(H64B)=
 Sof(C65)=Sof(H65A)=Sof(H65B)=FVAR(3)
6.a Riding coordinates:
 N18(H18A,H18B), N13(H13E,H13F), O15(H15A,H15B), N14A(H14E,H14F)
6.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C5(H5AA,H5AB), C5(H5BC,H5BD), C6(H6A,H6B), C11(H11A,
 H11B), C12(H12A,H12B), C13(H13A,H13B), C13(H13C,H13D), C14(H14A,H14B),
 C17(H17C,H17D), C20(H20A,H20B), C25(H25A,H25B), C28(H28A,H28B), C31(H31A,H31B),
  C36(H36A,H36B), C39(H39A,H39B), C42(H42A,H42B), C47(H47A,H47B), C50(H50A,
 H50B), C53(H53A,H53B), C58(H58A,H58B), C61(H61A,H61B), C62(H62A,H62B),
 C62(H62C,H62D), C63(H63A,H63B), C64(H64A,H64B), C65(H65A,H65B), C14A(H14C,
 H14D), C6A(H6AA,H6AB), C65A(H65C,H65D), C64A(H64C,H64D), C63A(H63C,H63D)
6.c Aromatic/amide H refined with riding coordinates:
 N16(H16), N15(H15), C22(H22), C27(H27), C33(H33), C38(H38), C44(H44),
 C49(H49), C55(H55), C60(H60)
6.d X=CH2 refined with riding coordinates:
 N17(H17A,H17B), N17A(H17E,H17F)
6.e Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C26(H26A,H26B,H26C), C32(H32A,H32B,H32C), C37(H37A,H37B,
 H37C), C43(H43A,H43B,H43C), C48(H48A,H48B,H48C), C54(H54A,H54B,H54C), C59(H59A,
 H59B,H59C)
;
_shelx_res_checksum              13034
_shelx_hkl_checksum              24271
_shelx_shelxl_version_number     2016/6
_olex2_submission_special_instructions 'No special instructions were received'