#------------------------------------------------------------------------------ #$Date: 2022-09-14 21:06:50 +0300 (Wed, 14 Sep 2022) $ #$Revision: 277839 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/00/03/4000324.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4000324 loop_ _publ_author_name 'Chiu, Ching-Wen' 'Chow, Tahsin J.' 'Chuen, Chang-Hao' 'Lin, Hsiu-Mei' 'Tao, Yu-Tai' _publ_section_title ; Bisindolylmaleimides as Red Electroluminescence Materials ; _journal_coden_ASTM CMATEX _journal_issue 23 _journal_name_full 'Chemistry of Materials' _journal_page_first 4527 _journal_page_last 4532 _journal_paper_doi 10.1021/cm0303890 _journal_volume 15 _journal_year 2003 _chemical_formula_moiety 'C25 H23 N3 O2' _chemical_formula_sum 'C25 H23 N3 O2' _chemical_formula_weight 397.46 _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _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 _cell_angle_alpha 82.65(3) _cell_angle_beta 88.36(3) _cell_angle_gamma 74.72(2) _cell_formula_units_Z 2 _cell_length_a 8.344(3) _cell_length_b 10.043(3) _cell_length_c 12.731(4) _cell_measurement_reflns_used 0 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 0 _cell_measurement_theta_min 0 _cell_measurement_wavelength 0.71073 _cell_volume 1020.7(6) _diffrn_ambient_temperature 293(2) _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega/2theta scans' _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_UB_11 -0.068785 _diffrn_orient_matrix_UB_12 0.09586 _diffrn_orient_matrix_UB_13 0.008525 _diffrn_orient_matrix_UB_21 0.045536 _diffrn_orient_matrix_UB_22 -0.009661 _diffrn_orient_matrix_UB_23 0.073198 _diffrn_orient_matrix_UB_31 0.092908 _diffrn_orient_matrix_UB_32 0.039239 _diffrn_orient_matrix_UB_33 -0.029011 _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0205 _diffrn_reflns_av_unetI/netI 0.0569 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 3850 _diffrn_reflns_theta_full 24.98 _diffrn_reflns_theta_max 24.98 _diffrn_reflns_theta_min 1.61 _diffrn_source 'Enraf Nonius FR590' _diffrn_standards_decay_% 2 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_T_max 0.9538 _exptl_absorpt_correction_T_min 0.7194 _exptl_absorpt_correction_type psi-scan _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.293 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 420 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.337 _refine_diff_density_min -0.353 _refine_diff_density_rms 0.056 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 271 _refine_ls_number_reflns 3579 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.044 _refine_ls_R_factor_all 0.1234 _refine_ls_R_factor_gt 0.0597 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1140P)^2^+0.2902P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1699 _refine_ls_wR_factor_ref 0.2097 _reflns_number_gt 2006 _reflns_number_total 3579 _reflns_threshold_expression >2sigma(I) _cod_database_code 4000324 _exptl_absorpt_factor_mur 0.042 _exptl_absorpt_correction_t_ave 0.8087 _diffrn_standards_decay_corr_max 1.131 _diffrn_standards_decay_corr_min 0.951 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7165(5) -0.0242(4) 0.4515(3) 0.0454(9) Uani 1 1 d . . . C2 C 0.7528(6) 0.0751(4) 0.5055(3) 0.0617(11) Uani 1 1 d . . . H2A H 0.7988 0.0518 0.5732 0.074 Uiso 1 1 calc R . . C3 C 0.7190(6) 0.2085(5) 0.4564(4) 0.0739(13) Uani 1 1 d . . . H3A H 0.7427 0.2774 0.4908 0.089 Uiso 1 1 calc R . . C4 C 0.6494(6) 0.2423(4) 0.3550(4) 0.0703(13) Uani 1 1 d . . . H4A H 0.6295 0.3336 0.3226 0.084 Uiso 1 1 calc R . . C5 C 0.6095(5) 0.1456(4) 0.3019(3) 0.0539(10) Uani 1 1 d . . . H5A H 0.5616 0.1705 0.2348 0.065 Uiso 1 1 calc R . . C6 C 0.6424(4) 0.0074(4) 0.3510(3) 0.0435(9) Uani 1 1 d . . . C7 C 0.6266(4) -0.1203(3) 0.3196(3) 0.0396(8) Uani 1 1 d . . . C8 C 0.6902(4) -0.2231(4) 0.4020(3) 0.0441(9) Uani 1 1 d . . . C9 C 0.7001(6) -0.3733(4) 0.4129(3) 0.0589(11) Uani 1 1 d . . . H9A H 0.7522 -0.4174 0.4792 0.088 Uiso 1 1 calc R . . H9B H 0.7645 -0.4141 0.3558 0.088 Uiso 1 1 calc R . . H9C H 0.5902 -0.3859 0.4107 0.088 Uiso 1 1 calc R . . C10 C 0.8153(6) -0.2391(5) 0.5819(3) 0.0693(13) Uani 1 1 d . . . H10A H 0.8208 -0.3361 0.5845 0.104 Uiso 1 1 calc R . . H10B H 0.7477 -0.2016 0.6389 0.104 Uiso 1 1 calc R . . H10C H 0.9252 -0.2279 0.5885 0.104 Uiso 1 1 calc R . . C11 C 1.0540(4) -0.4650(4) 0.1780(3) 0.0415(8) Uani 1 1 d . . . C12 C 1.2215(5) -0.4957(4) 0.2056(3) 0.0576(11) Uani 1 1 d . . . H12A H 1.2946 -0.5809 0.1964 0.069 Uiso 1 1 calc R . . C13 C 1.2725(5) -0.3966(5) 0.2460(4) 0.0653(12) Uani 1 1 d . . . H13A H 1.3836 -0.4148 0.2654 0.078 Uiso 1 1 calc R . . C14 C 1.1664(5) -0.2677(5) 0.2600(3) 0.0601(11) Uani 1 1 d . . . H14A H 1.2071 -0.2031 0.2897 0.072 Uiso 1 1 calc R . . C15 C 1.0008(5) -0.2347(4) 0.2303(3) 0.0488(9) Uani 1 1 d . . . H15A H 0.9308 -0.1472 0.2368 0.059 Uiso 1 1 calc R . . C16 C 0.9419(4) -0.3349(3) 0.1907(2) 0.0390(8) Uani 1 1 d . . . C17 C 0.7837(4) -0.3421(3) 0.1543(2) 0.0370(8) Uani 1 1 d . . . C18 C 0.8049(4) -0.4723(3) 0.1231(2) 0.0385(8) Uani 1 1 d . . . C19 C 0.6841(5) -0.5406(4) 0.0862(3) 0.0493(9) Uani 1 1 d . . . H19A H 0.7413 -0.6321 0.0706 0.074 Uiso 1 1 calc R . . H19B H 0.629 -0.4867 0.0235 0.074 Uiso 1 1 calc R . . H19C H 0.6035 -0.5475 0.1406 0.074 Uiso 1 1 calc R . . C20 C 1.0363(5) -0.6882(4) 0.1160(3) 0.0607(11) Uani 1 1 d . . . H20A H 1.1531 -0.717 0.132 0.091 Uiso 1 1 calc R . . H20B H 1.0196 -0.6941 0.0427 0.091 Uiso 1 1 calc R . . H20C H 0.9809 -0.7478 0.1593 0.091 Uiso 1 1 calc R . . C21 C 0.5658(4) -0.1391(3) 0.2186(3) 0.0367(8) Uani 1 1 d . . . C22 C 0.4027(4) -0.0493(3) 0.1738(3) 0.0423(8) Uani 1 1 d . . . C23 C 0.5134(4) -0.1999(3) 0.0567(3) 0.0389(8) Uani 1 1 d . . . C24 C 0.6279(4) -0.2329(3) 0.1509(3) 0.0370(8) Uani 1 1 d . . . C25 C 0.2315(5) -0.0388(4) 0.0129(3) 0.0586(11) Uani 1 1 d . . . H25A H 0.2457 -0.084 -0.0501 0.088 Uiso 1 1 calc R . . H25B H 0.2123 0.0597 -0.0064 0.088 Uiso 1 1 calc R . . H25C H 0.1381 -0.0576 0.0519 0.088 Uiso 1 1 calc R . . N1 N 0.7424(4) -0.1652(3) 0.4809(2) 0.0502(8) Uani 1 1 d . . . N2 N 0.3808(3) -0.0911(3) 0.0782(2) 0.0448(7) Uani 1 1 d . . . N3 N 0.9687(4) -0.5453(3) 0.1376(2) 0.0425(7) Uani 1 1 d . . . O2 O 0.5304(3) -0.2513(3) -0.02425(19) 0.0535(7) Uani 1 1 d . . . O1 O 0.3039(3) 0.0403(3) 0.2142(2) 0.0582(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.046(2) 0.046(2) 0.0416(19) -0.0094(16) 0.0003(16) -0.0062(17) C2 0.074(3) 0.061(3) 0.050(2) -0.012(2) -0.010(2) -0.014(2) C3 0.096(4) 0.062(3) 0.070(3) -0.022(2) 0.001(3) -0.026(3) C4 0.091(4) 0.045(2) 0.071(3) -0.005(2) -0.004(3) -0.011(2) C5 0.071(3) 0.038(2) 0.049(2) -0.0045(16) -0.0023(19) -0.0078(19) C6 0.046(2) 0.042(2) 0.0383(19) -0.0061(15) 0.0023(15) -0.0045(16) C7 0.040(2) 0.0369(18) 0.0370(18) -0.0049(14) -0.0014(15) -0.0003(15) C8 0.045(2) 0.0422(19) 0.0394(19) -0.0023(15) -0.0006(16) -0.0020(16) C9 0.072(3) 0.043(2) 0.054(2) 0.0035(18) -0.007(2) -0.007(2) C10 0.078(3) 0.073(3) 0.046(2) 0.003(2) -0.017(2) -0.005(2) C11 0.0343(19) 0.045(2) 0.0381(18) 0.0006(15) -0.0023(14) -0.0004(15) C12 0.036(2) 0.061(3) 0.064(3) 0.001(2) -0.0045(18) 0.0044(19) C13 0.036(2) 0.084(3) 0.071(3) -0.004(2) -0.008(2) -0.010(2) C14 0.050(3) 0.082(3) 0.058(2) -0.013(2) -0.0048(19) -0.030(2) C15 0.046(2) 0.053(2) 0.047(2) -0.0049(17) 0.0009(17) -0.0142(18) C16 0.0358(19) 0.043(2) 0.0363(18) -0.0050(14) -0.0005(14) -0.0072(15) C17 0.0315(18) 0.0375(18) 0.0370(17) -0.0048(14) -0.0025(14) -0.0002(14) C18 0.0322(18) 0.0385(18) 0.0376(18) -0.0016(14) -0.0028(14) 0.0023(14) C19 0.052(2) 0.045(2) 0.050(2) -0.0080(17) -0.0025(17) -0.0093(18) C20 0.061(3) 0.036(2) 0.070(3) -0.0062(19) 0.001(2) 0.0126(18) C21 0.0325(18) 0.0315(17) 0.0415(18) 0.0001(14) -0.0029(14) -0.0021(14) C22 0.0368(19) 0.0339(18) 0.050(2) -0.0015(16) -0.0011(16) -0.0003(15) C23 0.0334(19) 0.0354(18) 0.0447(19) -0.0042(15) -0.0047(15) -0.0034(14) C24 0.0317(18) 0.0366(18) 0.0377(17) -0.0020(14) -0.0047(14) -0.0012(14) C25 0.040(2) 0.056(2) 0.069(3) 0.003(2) -0.0203(19) 0.0025(18) N1 0.056(2) 0.0520(19) 0.0357(16) 0.0008(13) -0.0063(14) -0.0037(15) N2 0.0343(16) 0.0429(17) 0.0484(17) -0.0036(13) -0.0107(13) 0.0055(13) N3 0.0375(16) 0.0355(16) 0.0469(17) -0.0056(13) -0.0020(13) 0.0041(13) O2 0.0518(16) 0.0578(17) 0.0455(15) -0.0130(13) -0.0109(12) -0.0007(13) O1 0.0502(16) 0.0434(14) 0.0655(17) -0.0075(13) -0.0039(13) 0.0156(12) loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 3 3 2 2 4 3 0 3 loop_ _cod_changelog_entry_id _cod_changelog_entry_author _cod_changelog_entry_date _cod_changelog_entry_text 1 'Vaitkus, Antanas' 2021-10-23T05:30:00+03:00 'Updated bibliographic information.'