Extended π-Conjugated Molecules Derived from Naphthalene Diimides toward Organic Emissive and Semiconducting Materials
Yonghai Li; Guanxin Zhang; Ge Yang; Yunlong Guo; Chong'an Di; Xin Chen; Zitong Liu; Huiying Liu; Zhenzhen Xu; Wei Xu; Hongbing Fu; Deqing Zhang; Journal of Organic Chemistry 78 (2013) 2926–2934; doi:10.1021/jo302677k

data_4028071
_publ_contact_author_address     'Zhongguan Street, No.2, Beijing, China'
_publ_contact_author_email       dqzhang@iccas.ac.cn
_publ_contact_author_name        'Deqing Zhang'
_publ_section_title
;
 Extended \p-Conjugated Molecules Derived from Naphthalene Diimides toward
 Organic Emissive and Semiconducting Materials
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2926
_journal_page_last               2934
_journal_paper_doi               10.1021/jo302677k
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C54 H56 Fe2 N2 O4, 2(C2 F6 N O4 S2)'
_chemical_formula_sum            'C58 H56 F12 Fe2 N4 O12 S4'
_chemical_formula_weight         1469.01
_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                81.523(7)
_cell_angle_beta                 81.844(7)
_cell_angle_gamma                73.917(6)
_cell_formula_units_Z            1
_cell_length_a                   8.1138(12)
_cell_length_b                   13.118(2)
_cell_length_c                   15.489(3)
_cell_measurement_reflns_used    4518
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      1.34
_cell_volume                     1557.9(5)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'XP in Siemens SHELXTL (Sheldrick, 1994)'
_computing_publication_material  'SHELX97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Saturn724+ CCD'
_diffrn_measurement_method       '\w scans at fixed \c = 45\%'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_sigmaI/netI    0.0527
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12881
_diffrn_reflns_theta_full        26.38
_diffrn_reflns_theta_max         26.38
_diffrn_reflns_theta_min         2.63
_exptl_absorpt_coefficient_mu    0.699
_exptl_absorpt_correction_T_max  0.9208
_exptl_absorpt_correction_T_min  0.8282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.420
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         6323
_refine_ls_number_restraints     56
_refine_ls_restrained_S_all      1.155
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0606
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0397P)^2^+1.7654P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1268
_refine_ls_wR_factor_ref         0.1327
_reflns_number_gt                5630
_reflns_number_total             6323
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo302677k_si_003.cif
_cod_data_source_block           sa1320
_cod_original_cell_volume        1557.9(4)
_cod_database_code               4028071