Heteroatom-annulated perylenes: practical synthesis, photophysical properties, and solid-state packing arrangement.
Jiang, Wei; Qian, Hualei; Li, Yan; Wang, Zhaohui; The Journal of organic chemistry 73 (2008) 7369–7372; doi:10.1021/jo8012622

data_4029534
_publ_section_title
;
 Heteroatom-annulated perylenes: practical synthesis, photophysical
 properties, and solid-state packing arrangement.
;
_journal_issue                   18
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              7369
_journal_page_last               7372
_journal_paper_doi               10.1021/jo8012622
_journal_volume                  73
_journal_year                    2008
_chemical_formula_moiety         'C28 H18 O4 S'
_chemical_formula_sum            'C28 H18 O4 S'
_chemical_formula_weight         450.48
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_method           SHELXL-97
_cell_angle_alpha                106.279(6)
_cell_angle_beta                 106.131(7)
_cell_angle_gamma                90.882(5)
_cell_formula_units_Z            4
_cell_length_a                   9.3222(12)
_cell_length_b                   14.3723(15)
_cell_length_c                   16.7277(18)
_cell_measurement_reflns_used    5251
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      28.6
_cell_measurement_theta_min      1.5
_cell_volume                     2056.0(4)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_sigmaI/netI    0.0692
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16978
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.33
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  0.9847
_exptl_absorpt_correction_T_min  0.9406
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     596
_refine_ls_number_reflns         8021
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.133
_refine_ls_R_factor_all          0.0993
_refine_ls_R_factor_gt           0.0765
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0755P)^2^+3.0107P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1875
_refine_ls_wR_factor_ref         0.2006
_reflns_number_gt                6121
_reflns_number_total             8021
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo8012622_si_001.cif
_cod_data_source_block           shelxl
_cod_database_code               4029534
_cod_duplicate_entry 4023682