Keto-Adamantane-Based Macrocycle Crystalline Supramolecular Assemblies Showing Selective Vapochromism to Tetrahydrofuran.
Li, Zunhua; Tan, Yingzi; Ding, Manhua; Tang, Linli; Zeng, Fei; Molecules (Basel, Switzerland) 29 (2024) 719–; doi:10.3390/molecules29030719

data_1571124
_publ_section_title
;
 Keto-Adamantane-Based Macrocycle Crystalline Supramolecular Assemblies
 Showing Selective Vapochromism to Tetrahydrofuran.
;
_journal_issue                   3
_journal_name_full               'Molecules (Basel, Switzerland)'
_journal_page_first              719
_journal_paper_doi               10.3390/molecules29030719
_journal_volume                  29
_journal_year                    2024
_chemical_formula_moiety         'C54 H60 O10, 2(C H2 Cl2)'
_chemical_formula_sum            'C56 H64 Cl4 O10'
_chemical_formula_weight         1038.87
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2023-01-14
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                114.04(4)
_cell_angle_beta                 99.38(4)
_cell_angle_gamma                112.59(4)
_cell_formula_units_Z            2
_cell_length_a                   14.54(5)
_cell_length_b                   15.25(5)
_cell_length_c                   15.42(5)
_cell_measurement_reflns_used    2033
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      19.43
_cell_measurement_theta_min      2.47
_cell_volume                     2668(15)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0960
_diffrn_reflns_av_unetI/netI     0.1313
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            25065
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.563
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.279
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.4294
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1286 before and 0.0601 after correction.
The Ratio of minimum to maximum transmission is 0.5760.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.951
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     639
_refine_ls_number_reflns         9378
_refine_ls_number_restraints     256
_refine_ls_restrained_S_all      0.939
_refine_ls_R_factor_all          0.2078
_refine_ls_R_factor_gt           0.0908
_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^)+(0.1655P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2400
_refine_ls_wR_factor_ref         0.3195
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3441
_reflns_number_total             9378
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            111.cif
_cod_data_source_block           11
_cod_original_cell_volume        2667(15)
_cod_database_code               1571124
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.957
_shelx_estimated_absorpt_t_min   0.946
_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
 C38-C37 = C39-C37 = C42-C38 = C42-C41 = C41-C40 = C40-C39
 1.39 with sigma of 0.001
 C33-C32 = C29-C28 = C33-C28 = C30-C29 = C31-C30 = C32-C31
 1.39 with sigma of 0.001
 C16-C15 = C15-C14 = C14-C13 = C13-C11 = C11-C10 = C16-C10
 1.39 with sigma of 0.001
 C7-C6 = C6-C5 = C5-C4 = C4-C3 = C3-C2 = C7-C2
 1.39 with sigma of 0.001
 C25-C24 = C25-C18 = C19-C18 = C27-C24 = C26-C22 = C23-C22 = C22-C21 = C27-C20
 = C20-C19 = C21-C20 = C26-C24 = C23-C18
 1.54 with sigma of 0.001
 C36-C30 = C37-C36
 1.47 with sigma of 0.001
 C49-C46 = C46-C43 = C49-C48 = C45-C43 = C47-C45 = C48-C47 = C50-C49 = C44-C43
 = C51-C44 = C51-C50 = C52-C47 = C52-C51
 1.54 with sigma of 0.001
 C43-C42 = C49-C3 = C18-C15 = C28-C24
 1.47 with sigma of 0.001
 C9-C10 = C9-C5
 1.47 with sigma of 0.001
 C32-C31 \\sim C33-C32 \\sim C33-C28 \\sim C29-C28 \\sim C30-C29 \\sim C31-C30
 with sigma of 0.02
 C15-C14 \\sim C16-C15 \\sim C14-C13 \\sim C13-C11 \\sim C11-C10 \\sim C16-C10
 with sigma of 0.02
 C42-C38 \\sim C42-C41 \\sim C41-C40 \\sim C40-C39 \\sim C39-C37 \\sim C38-C37
 with sigma of 0.02
 C7-C2 \\sim C7-C6 \\sim C6-C5 \\sim C5-C4 \\sim C4-C3 \\sim C3-C2
 with sigma of 0.02
 C9-C10 \\sim C9-C5
 with sigma of 0.02
 C23-C22 \\sim C26-C22 \\sim C22-C21 \\sim C26-C24 \\sim C23-C18 \\sim C21-C20
\\sim C20-C19 \\sim C19-C18
 \\sim C25-C18 \\sim C25-C24 \\sim C27-C24 \\sim C27-C20
 with sigma of 0.02
 C37-C36 \\sim C36-C30
 with sigma of 0.02
 C48-C47 \\sim C47-C45 \\sim C52-C51 \\sim C49-C48 \\sim C45-C43 \\sim C51-C44
\\sim C51-C50 \\sim C49-C46
 \\sim C46-C43 \\sim C52-C47 \\sim C50-C49 \\sim C44-C43
 with sigma of 0.02
 C18-C15 \\sim C28-C24 \\sim C49-C3 \\sim C43-C42
 with sigma of 0.02
 C9-C5 \\sim C9-C10
 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C20(H20), C22(H22), C47(H47), C51(H51)
3.b Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C21(H21A,H21B), C23(H23A,H23B), C25(H25A,H25B), C26(H26A,
 H26B), C27(H27A,H27B), C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B),
 C48(H48A,H48B), C50(H50A,H50B), C52(H52A,H52B), C53(H53A,H53B), C54(H54A,H54B)
3.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C7(H7), C13(H13), C16(H16), C29(H29), C32(H32), C38(H38), C40(H40)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C8(H8A,H8B,H8C), C12(H12A,H12B,H12C), C17(H17A,H17B,H17C),
 C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C55(H55A,H55B,H55C), C56(H56A,H56B,
 H56C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              4839
_shelx_hkl_checksum              95446
_shelx_fab_checksum              37956
_olex2_submission_special_instructions 'No special instructions were received'