Cyclodextrin-Isolated Alkynylpyrenes as UV-Stable and Blue-Light-Emitting Molecules Even in Condensed States.
Inouye, Masahiko; Yoshizawa, Atsushi; Shibata, Mari; Yonenaga, Yuki; Fujimoto, Kazuhisa; Sakata, Takuma; Matsumoto, Shinya; Shiro, Motoo; Organic letters 18 (2016) 1960–1963; doi:10.1021/acs.orglett.6b00420

data_1555505
_publ_section_title
;
 Cyclodextrin-Isolated Alkynylpyrenes as UV-Stable and Blue-Light-Emitting
 Molecules Even in Condensed States.
;
_journal_issue                   9
_journal_name_full               'Organic letters'
_journal_page_first              1960
_journal_page_last               1963
_journal_paper_doi               10.1021/acs.orglett.6b00420
_journal_volume                  18
_journal_year                    2016
_chemical_absolute_configuration rm
_chemical_formula_moiety         '2(C54 H96 O30), C50 H50 N4 O12, 3(C2 H6 O S)'
_chemical_formula_sum            'C164 H260 N4 O75 S3'
_chemical_formula_weight         3584.02
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   18.0825(3)
_cell_length_b                   18.5554(3)
_cell_length_c                   56.7015(10)
_cell_measurement_reflns_used    88824
_cell_measurement_temperature    296
_cell_measurement_theta_max      44.42
_cell_measurement_theta_min      3.12
_cell_volume                     19024.9(6)
_computing_cell_refinement       'PROCESS AUTO (Rigaku, 1998)'
_computing_data_collection       'PROCESS AUTO (Rigaku, 1998)'
_computing_data_reduction        'PROCESS AUTO (Rigaku, 1998)'
_computing_molecular_graphics    'CrystalStructure 4.1 (Rigaku & RAC, 2014)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku & RAC, 2014)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS2013 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_number            111838
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        44.428
_diffrn_reflns_theta_max         44.428
_diffrn_reflns_theta_min         3.118
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.123
_exptl_absorpt_correction_T_max  0.894
_exptl_absorpt_correction_T_min  0.653
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            transparent
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             7680.00
_exptl_crystal_size_max          0.64
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.69
_refine_diff_density_min         -0.54
_refine_ls_abs_structure_details
;
 Flack x determined using 4901 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.236(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     1123
_refine_ls_number_reflns         14870
_refine_ls_number_restraints     1647
_refine_ls_R_factor_all          0.1086
_refine_ls_R_factor_gt           0.0997
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.1547P)^2^+55.2724P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2617
_refine_ls_wR_factor_ref         0.2703
_reflns_Friedel_coverage         0.815
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                13141
_reflns_number_total             14870
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol6b00420_si_002.cif
_cod_data_source_block           '[3]rotaxane_(MS0026)'
_cod_database_code               1555505
_verf_thetm01_alert_3_a
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
         Calculated sin(theta_max)/wavelength = 0.4540
RESPONSE: Refinement was parformed using the low-resolution reflection data, 
          see _publ_section_exptl_
;
_verf_plat201_alert_2_a
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 168 Report
RESPONSE: Refinement was parformed using the low-resolution reflection data, 
          see _publ_section_exptl_
;
_verf_plat340_alert_3_b
;
PROBLEM: Low Bond Precision on  C-C Bonds ............... 0.01353 Ang.  
RESPONSE: Refinement was parformed using the low-resolution reflection data, 
          see _publ_section_exptl_
;
_verf_plat413_alert_2_b
;
PROBLEM: Short Inter XH3 .. XHn     H15K   ..  H41     ..   1.94 Ang.
PROBLEM: Short Inter XH3 .. XHn     H16I   ..  H73B    ..   1.95 Ang.  
RESPONSE: All H---H contacts are not realistic because the atoms are 
          set at geometrically idealized positions and refined as a
          riding model.
;
_shelx_res_checksum              23194