Pillar[5]arene-Based Molecular Recognition Induced Crystal-to-Crystal Transformation and Its Application in Adsorption of Adiponitrile in Water
Shi, Bingbing; Shangguan, Liqing; Wang, Huanhuan; Zhu, Huangtianzhi; Xing, Hao; Liu, Peiren; Liu, Yuezhou; Liu, Jiyong; Huang, Feihe; ACS Materials Letters 1 (2019) 111–; doi:10.1021/acsmaterialslett.9b00163

data_4515191
_publ_section_title
;
 Pillar[5]arene-Based Molecular Recognition Induced Crystal-to-Crystal
 Transformation and Its Application in Adsorption of Adiponitrile in Water
;
_journal_issue                   1
_journal_name_full               'ACS Materials Letters'
_journal_page_first              111
_journal_paper_doi               10.1021/acsmaterialslett.9b00163
_journal_volume                  1
_journal_year                    2019
_chemical_formula_moiety         '2(C75 H82 O14), 2(C6 H8 N2), 0.5(C4 N2)'
_chemical_formula_sum            'C164 H180 N5 O28'
_chemical_formula_weight         2669.12
_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     direct
_audit_creation_date             2018-05-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_cell_angle_alpha                84.105(4)
_cell_angle_beta                 74.395(4)
_cell_angle_gamma                88.433(4)
_cell_formula_units_Z            1
_cell_length_a                   11.8512(5)
_cell_length_b                   16.3125(8)
_cell_length_c                   19.6256(10)
_cell_measurement_reflns_used    4707
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.3220
_cell_measurement_theta_min      3.1475
_cell_volume                     3634.9(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
  1 omega  -10.00   85.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       11.7808   38.0000  120.0000 95

  2 omega  -17.00   84.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       11.7808   77.0000 -150.0000 101

  3 omega  -55.00   44.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       11.7808  -77.0000  -30.0000 99
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0613932000
_diffrn_orient_matrix_UB_12      0.0016248000
_diffrn_orient_matrix_UB_13      0.0152592000
_diffrn_orient_matrix_UB_21      0.0096043000
_diffrn_orient_matrix_UB_22      0.0085990000
_diffrn_orient_matrix_UB_23      0.0326984000
_diffrn_orient_matrix_UB_31      0.0004197000
_diffrn_orient_matrix_UB_32      0.0428284000
_diffrn_orient_matrix_UB_33      -0.0109561000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            24333
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_min         3.154
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96366
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_description       block
_exptl_crystal_F_000             1423
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     908
_refine_ls_number_reflns         13264
_refine_ls_number_restraints     41
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.1169
_refine_ls_R_factor_gt           0.0630
_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^)+(0.0797P)^2^+0.5998P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1505
_refine_ls_wR_factor_ref         0.1865
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7498
_reflns_number_total             13264
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            tz9b00163_si_003.cif
_cod_data_source_block           180521_sbb_180521
_cod_database_code               4515191
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'c h n o'
_shelx_estimated_absorpt_t_max   0.979
_shelx_estimated_absorpt_t_min   0.963
_reflns_odcompleteness_completeness 99.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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
 C80-C79 = C81-C80
 1.53 with sigma of 0.02
 C77-C79
 2.53 with sigma of 0.04
 C78-C80
 2.53 with sigma of 0.04
 C79-C81
 2.53 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C76 \\sim C77 \\sim C78 \\sim C79 \\sim C80 \\sim C81 \\sim N2: within 1.7A
with sigma of 0.02 and sigma for terminal atoms of 0.04
4. Others
 Fixed Sof: C82(0.5) N3(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C40(H40A,H40B), C1(H1A,H1B), C49(H49A,H49B), C58(H58A,H58B), C8(H8A,H8B),
 C9(H9A,H9B), C67(H67A,H67B), C24(H24A,H24B), C11(H11A,H11B), C25(H25A,H25B),
 C10(H10A,H10B), C26(H26A,H26B), C27(H27A,H27B), C38(H38A,H38B), C80(H80A,H80B),
  C78(H78A,H78B), C77(H77A,H77B), C22(H22A,H22B), C79(H79A,H79B)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C45(H45), C42(H42), C72(H72), C69(H69), C6(H6), C63(H63), C51(H51),
 C54(H54), C60(H60), C13(H13), C29(H29), C31(H31), C30(H30), C35(H35), C14(H14),
  C34(H34), C15(H15), C36(H36), C18(H18), C19(H19), C20(H20)
5.c Idealised Me refined as rotating group:
 C47(H47A,H47B,H47C), C74(H74A,H74B,H74C), C75(H75A,H75B,H75C), C57(H57A,H57B,
 H57C), C48(H48A,H48B,H48C), C56(H56A,H56B,H56C), C65(H65A,H65B,H65C), C39(H39A,
 H39B,H39C), C66(H66A,H66B,H66C), C23(H23A,H23B,H23C)
;
_shelx_res_checksum              18203
_shelx_hkl_checksum              74238
_olex2_submission_special_instructions 'No special instructions were received'