Bis-thioether-Substituted Perylene Diimides: Structural, Electrochemical, and Spectroelectrochemical Properties
Anna G. Slater; E. Stephen Davies; Stephen P. Argent; William Lewis; Alexander J. Blake; Jonathan McMaster; Neil R. Champness; Journal of Organic Chemistry 78 (2013) 2853–2862; doi:10.1021/jo400026r

data_4028083
_publ_section_title
;
 Bis-thioether-Substituted Perylene Diimides: Structural, Electrochemical,
 and Spectroelectrochemical Properties
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2853
_journal_page_last               2862
_journal_paper_doi               10.1021/jo400026r
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         '(C52 H54 N2 O4 S2), 0.25(C4 H10 O)'
_chemical_formula_sum            'C53 H56.5 N2 O4.25 S2'
_chemical_formula_weight         853.62
_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           'enCIFer editing of SHELXL97 CIF output'
_audit_update_record
;
Collected by: WL/SA (12/6/2009)
Processed by: WL (16/6/2009)
Structure Solution by: AGP/SPA (??/?/2009)
Structure Refinement by: AGP/SPA (??/?/2009)
CIF checked (AJB/WL only): (29/3/2009)
;
_cell_angle_alpha                97.366(1)
_cell_angle_beta                 101.544(1)
_cell_angle_gamma                100.972(1)
_cell_formula_units_Z            4
_cell_length_a                   15.0385(4)
_cell_length_b                   15.1515(4)
_cell_length_c                   20.2535(5)
_cell_measurement_reflns_used    34947
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.386
_cell_measurement_theta_min      2.195
_cell_volume                     4372.0(2)
_computing_cell_refinement       'Bruker SAINT version 6.36A (Bruker, 2002)'
_computing_data_collection       'Bruker SMART version 5.624 (Bruker, 2001)'
_computing_data_reduction        'Bruker SAINT; SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics    ' ?'
_computing_publication_material
'enCIFer (Allen et al., 2004); PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker SMART1000 CCD area detector'
_diffrn_measurement_method       '\w and \p scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.057
_diffrn_reflns_av_sigmaI/netI    0.037
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            95337
_diffrn_reflns_theta_full        27.42
_diffrn_reflns_theta_max         27.42
_diffrn_reflns_theta_min         1.04
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6666
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, 1996)'
_exptl_crystal_colour            'DARK RED'
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1818
_exptl_crystal_size_max          0.63
_exptl_crystal_size_mid          0.57
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.79
_refine_diff_density_min         -0.50
_refine_diff_density_rms         0.05
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.01
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1157
_refine_ls_number_reflns         19815
_refine_ls_number_restraints     275
_refine_ls_restrained_S_all      1.02
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0416
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.056P)^2^+1.378P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.100
_refine_ls_wR_factor_ref         0.112
_reflns_number_gt                14889
_reflns_number_total             19815
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo400026r_si_002_1.cif
_cod_data_source_block           1a
_cod_database_code               4028083