Alkyl Chain Length-Selective Vapor-Induced Fluorochromism of Pillar[5]arene-Based Nonporous Adaptive Crystals.
Li, Qi; Zhu, Huangtianzhi; Huang, Feihe; Journal of the American Chemical Society 141 (2019) 13290–13294; doi:10.1021/jacs.9b05054

data_4128911
_publ_section_title
;
 Alkyl Chain Length-Selective Vapor-Induced Fluorochromism of
 Pillar[5]arene-Based Nonporous Adaptive Crystals.
;
_journal_issue                   34
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13290
_journal_page_last               13294
_journal_paper_doi               10.1021/jacs.9b05054
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C4 H10 O, 2(C4 H8 O), C75 H62 O8'
_chemical_formula_sum            'C87 H88 O11'
_chemical_formula_weight         1309.57
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-10-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 107.090(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.5456(5)
_cell_length_b                   35.6442(11)
_cell_length_c                   15.5089(5)
_cell_measurement_reflns_used    9949
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.877
_cell_measurement_theta_min      2.81
_cell_volume                     7157.4(4)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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      169.99
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0725
_diffrn_reflns_av_unetI/netI     0.0609
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            60535
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.992
_diffrn_reflns_theta_min         2.809
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.403
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.4939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1565 before and 0.0917 after correction. The Ratio of minimum to maximum transmission is 0.6578. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_description       block
_exptl_crystal_F_000             2792
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.126
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       0.0079(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   0.910
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     894
_refine_ls_number_reflns         13580
_refine_ls_number_restraints     100
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.1215
_refine_ls_R_factor_gt           0.0972
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+20.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2371
_refine_ls_wR_factor_ref         0.2564
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9727
_reflns_number_total             13580
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            MeP5en-C4.cif
_cod_data_source_block           wmj18192_0m
_cod_database_code               4128911
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.968
_shelx_estimated_absorpt_t_min   0.942
_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, All O(H) groups
2. Restrained distances
 C4-C1 = C2-C1 = C3-C2 = C87-C11 = C9-C11 = C9-C10
 1.5 with sigma of 0.02
 C4-C2
 2.45 with sigma of 0.02
 C1-C3
 2.45 with sigma of 0.02
 O1-C1
 1.48 with sigma of 0.02
 O1-C4
 2.33 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O3 \\sim C9 \\sim C11 \\sim C10 \\sim C87: within 2A with sigma of 0.005 and
sigma for terminal atoms of 0.01
O1 \\sim C1 \\sim C4 \\sim C2 \\sim C3: within 2A with sigma of 0.005 and sigma
for terminal atoms of 0.01
Uanis(C87) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C3)
\\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C4) \\sim Ueq, :
with sigma of 0.005 and sigma for terminal atoms of 0.01
4.a Ternary CH refined with riding coordinates:
 C1(H1A)
4.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C6(H6A,H6B), C11(H11A,H11B), C19(H19A,H19B), C28(H28A,H28B),
 C33(H33A,H33B), C42(H42A,H42B), C51(H51A,H51B)
4.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C18(H18), C23(H23), C27(H27), C31(H31), C37(H37), C41(H41),
 C46(H46), C50(H50), C53(H53), C59(H59), C62(H62), C63(H63), C64(H64), C65(H65),
  C66(H66), C67(H67), C68(H68), C69(H69), C75(H75), C78(H78), C79(H79),
 C80(H80), C81(H81), C82(H82), C83(H83), C84(H84), C85(H85)
4.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C10(H10A,
 H10B,H10C), C87(H87A,H87B,H87C), C16(H16A,H16B,H16C), C22(H22A,H22B,H22C),
 C26(H26A,H26B,H26C), C36(H36A,H36B,H36C), C40(H40A,H40B,H40C), C45(H45A,H45B,
 H45C), C49(H49A,H49B,H49C), C86(H86A,H86B,H86C)
4.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_shelx_res_checksum              52087
_shelx_hkl_checksum              5252
_olex2_submission_special_instructions 'No special instructions were received'