Recognition of Polycyclic Aromatic Hydrocarbons and Their Derivatives by the 1,3-Dinaphthalimide Conjugate of Calix[4]arene: Emission, Absorption, Crystal Structures, and Computational Studies
Anilkumar Bandela; Jugun Prakash Chinta; Vijaya Kumar Hinge; Amol G. Dikundwar; Tayur N. Guru Row; Chebrolu P. Rao; Journal of Organic Chemistry 76 (2011) 1742–1750; doi:10.1021/jo1023409

data_4026121
_publ_contact_author_address
; 
 Department of Chemistry 
 Indian Institute of Technology Bombay, 
 Powai, Mumbai 400076, 
 India
;
_publ_contact_author_email       cprao@iitb.ac.in
_publ_contact_author_fax         '(91) 22 2572 3480'
_publ_contact_author_name
; 
 'Prof. Chebrolu P. Rao'
;
_publ_contact_author_phone       '(91) 22 2576 7162'
_publ_section_title
;
 Recognition of Polycyclic Aromatic Hydrocarbons and Their Derivatives by
 the 1,3-Dinaphthalimide Conjugate of Calix[4]arene: Emission, Absorption,
 Crystal Structures, and Computational Studies
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1742
_journal_page_last               1750
_journal_paper_doi               10.1021/jo1023409
_journal_volume                  76
_journal_year                    2011
_chemical_compound_source        'see text'
_chemical_formula_moiety         '2(C72 H74 N2 O8), 3(C11 H8 O)'
_chemical_formula_sum            'C177 H172 N4 O19'
_chemical_formula_weight         2659.20
_chemical_name_systematic        ?
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             'Apr 25 23:04:46 2010'
_audit_creation_method           'PLATON <TABLE ACC> option'
_cell_angle_alpha                102.014(4)
_cell_angle_beta                 90.127(4)
_cell_angle_gamma                96.242(3)
_cell_formula_units_Z            2
_cell_length_a                   15.5468(6)
_cell_length_b                   20.2073(9)
_cell_length_c                   24.3136(12)
_cell_measurement_reflns_used    26079
_cell_measurement_temperature    293(1)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      3.2
_cell_volume                     7424.3(6)
_computing_cell_refinement       'CrysAlisPro CCD (Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlisPro CCD (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlisPro RED (Oxford Diffraction, 2009)'
_computing_molecular_graphics
'Ortep-3 (Farrugia, 1997) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXH (Olex2)'
_computing_structure_solution    'SHELXS97  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(1)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Oxford Xcalibur,Eos(Nova) CCD detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2619
_diffrn_reflns_av_sigmaI/netI    0.3900
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            139422
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.24
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.9849
_exptl_absorpt_correction_T_min  0.9774
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED (Oxford Diffraction,2009)'
_exptl_crystal_colour            ' colourless'
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       ' block'
_exptl_crystal_F_000             2828
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.877
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1769
_refine_ls_number_reflns         26079
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.877
_refine_ls_R_factor_all          0.3520
_refine_ls_R_factor_gt           0.1118
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1220P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2667
_refine_ls_wR_factor_ref         0.3250
_reflns_number_gt                5900
_reflns_number_total             26079
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo1023409_si_003.cif
_cod_data_source_block           aib300
_cod_database_code               4026121