#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/4/4000482.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_4000482 _journal_name_full 'Chemistry of Materials' _journal_year 2004 _chemical_name_systematic 2-bromo-1,3,4-trifluoro-9-hydroxyacridine _chemical_melting_point 207degC _chemical_formula_moiety 'C13 H5 Br F3 N O' _chemical_formula_sum 'C13 H5 Br F3 N O' _chemical_formula_weight 328.09 _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.2258(8) _cell_length_b 12.2109(12) _cell_length_c 13.9069(14) _cell_angle_alpha 110.412(3) _cell_angle_beta 96.886(3) _cell_angle_gamma 92.829(3) _cell_volume 1136.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 836 _cell_measurement_theta_min 3 _cell_measurement_theta_max 23 _exptl_crystal_description blade _exptl_crystal_colour pale-yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.918 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640 _exptl_absorpt_coefficient_mu 3.647 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.76 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details SADABS _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type SMART-Bruker _diffrn_measurement_method omega-scan _diffrn_standards_decay_% 0 _diffrn_reflns_number 9841 _diffrn_reflns_av_R_equivalents 0.0432 _diffrn_reflns_av_sigmaI/netI 0.0563 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4007 _reflns_number_gt 2690 _reflns_threshold_expression all _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0458P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4007 _refine_ls_number_parameters 345 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0694 _refine_ls_R_factor_gt 0.0363 _refine_ls_wR_factor_ref 0.0978 _refine_ls_wR_factor_gt 0.0833 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 Br4 Br 0.34780(6) -0.28827(4) 0.16832(3) 0.06298(17) Uani 1 1 d . . . F3 F 0.4027(3) -0.02549(19) 0.21997(16) 0.0619(6) Uani 1 1 d . . . F5 F 0.1807(4) -0.37556(19) -0.05789(19) 0.0720(7) Uani 1 1 d . . . F6 F 0.0904(3) -0.2532(2) -0.18211(17) 0.0688(7) Uani 1 1 d . . . O15 O 0.4242(4) 0.3352(2) 0.1824(2) 0.0637(8) Uani 1 1 d . . . H15 H 0.4367 0.2825 0.2057 0.076 Uiso 1 1 calc R . . N1 N 0.3323(4) 0.1033(2) 0.0990(2) 0.0406(7) Uani 1 1 d . . . C2 C 0.2910(5) -0.0139(3) 0.0576(3) 0.0388(9) Uani 1 1 d . . . C3 C 0.3299(5) -0.0815(3) 0.1211(3) 0.0435(9) Uani 1 1 d . . . C4 C 0.2943(5) -0.2011(3) 0.0834(3) 0.0470(10) Uani 1 1 d . . . C5 C 0.2154(5) -0.2581(3) -0.0213(3) 0.0498(10) Uani 1 1 d . . . C6 C 0.1726(5) -0.1971(3) -0.0834(3) 0.0486(10) Uani 1 1 d . . . C7 C 0.2069(5) -0.0727(3) -0.0481(3) 0.0409(9) Uani 1 1 d . . . C8 C 0.1649(5) -0.0068(3) -0.1094(3) 0.0450(9) Uani 1 1 d . . . H8 H 0.1111 -0.0436 -0.1783 0.054 Uiso 1 1 calc R . . C9 C 0.2033(5) 0.1149(3) -0.0679(3) 0.0442(9) Uani 1 1 d . . . C10 C 0.1621(6) 0.1910(4) -0.1237(3) 0.0546(11) Uani 1 1 d . . . H10 H 0.1058 0.1602 -0.1926 0.065 Uiso 1 1 calc R . . C11 C 0.2051(6) 0.3079(4) -0.0763(3) 0.0619(12) Uani 1 1 d . . . H11 H 0.1747 0.3567 -0.1131 0.074 Uiso 1 1 calc R . . C12 C 0.2946(6) 0.3586(4) 0.0271(3) 0.0619(12) Uani 1 1 d . . . H12 H 0.3250 0.4394 0.0569 0.074 Uiso 1 1 calc R . . C13 C 0.3362(5) 0.2894(3) 0.0829(3) 0.0474(10) Uani 1 1 d . . . C14 C 0.2905(5) 0.1652(3) 0.0376(3) 0.0414(9) Uani 1 1 d . . . Br19 Br 0.79146(7) 0.03702(3) 0.40743(4) 0.06559(18) Uani 1 1 d . . . F18 F 0.6606(3) 0.21713(17) 0.31697(15) 0.0514(6) Uani 1 1 d . . . F20 F 0.9520(3) 0.1872(2) 0.62650(18) 0.0663(7) Uani 1 1 d . . . F21 F 0.9742(3) 0.4225(2) 0.72222(16) 0.0627(6) Uani 1 1 d . . . O30 O 0.5369(4) 0.5787(2) 0.2916(2) 0.0552(7) Uani 1 1 d . . . H30 H 0.5457 0.5081 0.2761 0.066 Uiso 1 1 calc R . . N16 N 0.6768(4) 0.4535(2) 0.4055(2) 0.0346(7) Uani 1 1 d . . . C17 C 0.7458(4) 0.3918(3) 0.4631(3) 0.0342(8) Uani 1 1 d . . . C18 C 0.7389(5) 0.2673(3) 0.4160(3) 0.0378(8) Uani 1 1 d . . . C19 C 0.8060(5) 0.2009(3) 0.4700(3) 0.0423(9) Uani 1 1 d . . . C20 C 0.8873(5) 0.2555(3) 0.5750(3) 0.0472(10) Uani 1 1 d . . . C21 C 0.8961(5) 0.3718(3) 0.6227(3) 0.0426(9) Uani 1 1 d . . . C22 C 0.8264(4) 0.4456(3) 0.5699(3) 0.0373(8) Uani 1 1 d . . . C23 C 0.8300(5) 0.5650(3) 0.6159(3) 0.0414(9) Uani 1 1 d . . . H23 H 0.8795 0.6015 0.6855 0.050 Uiso 1 1 calc R . . C24 C 0.7601(5) 0.6324(3) 0.5593(3) 0.0390(9) Uani 1 1 d . . . C25 C 0.7581(5) 0.7568(3) 0.6013(3) 0.0473(10) Uani 1 1 d . . . H25 H 0.8040 0.7982 0.6708 0.057 Uiso 1 1 calc R . . C26 C 0.6894(5) 0.8138(3) 0.5398(3) 0.0516(10) Uani 1 1 d . . . H26 H 0.6914 0.8951 0.5675 0.062 Uiso 1 1 calc R . . C27 C 0.6151(5) 0.7547(3) 0.4355(3) 0.0491(10) Uani 1 1 d . . . H27 H 0.5668 0.7972 0.3959 0.059 Uiso 1 1 calc R . . C28 C 0.6126(5) 0.6354(3) 0.3911(3) 0.0412(9) Uani 1 1 d . . . C29 C 0.6852(4) 0.5703(3) 0.4535(3) 0.0345(8) 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 Br4 0.0813(3) 0.0480(3) 0.0662(3) 0.0304(2) 0.0053(2) 0.0063(2) F3 0.0896(17) 0.0455(13) 0.0428(14) 0.0153(11) -0.0154(12) -0.0013(12) F5 0.1007(19) 0.0343(13) 0.0682(17) 0.0068(12) 0.0045(14) -0.0077(13) F6 0.0906(17) 0.0550(15) 0.0398(14) 0.0008(12) -0.0102(12) -0.0192(13) O15 0.094(2) 0.0357(15) 0.0522(19) 0.0112(14) -0.0067(16) 0.0003(16) N1 0.0454(18) 0.0346(17) 0.0369(17) 0.0090(14) -0.0002(13) 0.0028(14) C2 0.037(2) 0.035(2) 0.039(2) 0.0071(17) 0.0037(16) 0.0034(16) C3 0.048(2) 0.040(2) 0.035(2) 0.0099(18) -0.0052(17) -0.0015(18) C4 0.049(2) 0.043(2) 0.049(2) 0.019(2) 0.0039(18) 0.0027(19) C5 0.054(2) 0.036(2) 0.052(3) 0.008(2) 0.008(2) -0.0017(19) C6 0.052(2) 0.046(2) 0.035(2) 0.0030(19) -0.0037(18) -0.0077(19) C7 0.040(2) 0.041(2) 0.036(2) 0.0080(18) 0.0009(16) 0.0003(17) C8 0.048(2) 0.050(2) 0.029(2) 0.0074(19) -0.0001(17) -0.0001(19) C9 0.041(2) 0.052(2) 0.041(2) 0.019(2) 0.0045(17) 0.0040(18) C10 0.065(3) 0.060(3) 0.044(2) 0.025(2) 0.005(2) 0.008(2) C11 0.071(3) 0.060(3) 0.064(3) 0.036(3) 0.001(2) 0.015(2) C12 0.074(3) 0.042(2) 0.070(3) 0.022(2) 0.003(2) 0.006(2) C13 0.057(2) 0.038(2) 0.043(2) 0.0112(19) 0.0012(19) 0.0040(19) C14 0.045(2) 0.040(2) 0.039(2) 0.0144(18) 0.0039(17) 0.0056(18) Br19 0.0883(4) 0.0372(2) 0.0723(3) 0.0235(2) 0.0006(2) 0.0128(2) F18 0.0712(14) 0.0372(12) 0.0396(13) 0.0103(10) -0.0056(10) 0.0067(11) F20 0.0838(17) 0.0638(15) 0.0644(16) 0.0409(13) -0.0009(12) 0.0226(13) F21 0.0734(16) 0.0679(16) 0.0428(14) 0.0231(12) -0.0149(11) 0.0033(13) O30 0.081(2) 0.0337(14) 0.0489(17) 0.0189(13) -0.0092(14) 0.0062(15) N16 0.0349(16) 0.0327(16) 0.0382(17) 0.0156(14) 0.0034(13) 0.0030(13) C17 0.0284(18) 0.038(2) 0.038(2) 0.0161(17) 0.0023(15) 0.0039(16) C18 0.040(2) 0.038(2) 0.036(2) 0.0157(18) 0.0016(16) 0.0047(17) C19 0.042(2) 0.037(2) 0.052(2) 0.0213(19) 0.0059(18) 0.0099(17) C20 0.046(2) 0.052(3) 0.053(3) 0.031(2) 0.0021(19) 0.0116(19) C21 0.040(2) 0.052(2) 0.037(2) 0.0205(19) -0.0052(17) 0.0018(18) C22 0.0300(19) 0.040(2) 0.042(2) 0.0152(18) 0.0022(16) 0.0020(16) C23 0.036(2) 0.045(2) 0.037(2) 0.0105(18) -0.0011(16) -0.0003(17) C24 0.0333(19) 0.036(2) 0.045(2) 0.0129(18) 0.0020(16) -0.0016(16) C25 0.050(2) 0.037(2) 0.045(2) 0.0050(19) -0.0004(18) -0.0013(18) C26 0.053(2) 0.028(2) 0.067(3) 0.010(2) 0.002(2) -0.0011(18) C27 0.054(2) 0.033(2) 0.064(3) 0.024(2) 0.001(2) 0.0049(18) C28 0.041(2) 0.038(2) 0.044(2) 0.0162(18) -0.0008(17) 0.0006(17) C29 0.0296(18) 0.0330(19) 0.045(2) 0.0186(18) 0.0054(16) 0.0026(15) _cod_database_code 4000482