#------------------------------------------------------------------------------ #$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $ #$Revision: 176759 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/59/2005939.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2005939 loop_ _publ_author_name 'Dobrzynska, D.' 'Turowska-Tyrk, I.' _publ_contact_author ; Turowska-Tyrk, Ilona Department of Chemistry University of Wroc\/law 14, F. Joliot-Curie 50-383 Wroc\/law Poland ; _publ_section_title ; 9,10-Dihydro-9-oxo-10-acridineacetic Acid ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 238 _journal_page_last 239 _journal_paper_doi 10.1107/S0108270196012802 _journal_volume 53 _journal_year 1997 _chemical_formula_sum 'C15 H11 N O3' _chemical_formula_weight 253.25 _chemical_name_systematic ; 9,10-dihydro-9-oxo-10-acridineacetic acid ; _space_group_IT_number 33 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2c -2n' _symmetry_space_group_name_H-M 'P n a 21' _audit_creation_method SHELXL _cell_angle_alpha 90. _cell_angle_beta 90. _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 9.7700(10) _cell_length_b 16.018(4) _cell_length_c 7.575(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 17.0 _cell_measurement_theta_min 7.5 _cell_volume 1185.5(4) _computing_cell_refinement 'Kuma KM4 Software' _computing_data_collection 'Kuma KM4 Software (Kuma Diffraction, 1989)' _computing_data_reduction 'Kuma KM4 software' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 298(2) _diffrn_measurement_device 'Kuma KM4' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_sigmaI/netI 0.0168 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 1864 _diffrn_reflns_theta_max 30.0 _diffrn_reflns_theta_min 2.4 _diffrn_standards_decay_% -1.2 _diffrn_standards_interval_count 50 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.100 _exptl_absorpt_correction_type none _exptl_crystal_colour 'Pale yellow' _exptl_crystal_density_diffrn 1.419 _exptl_crystal_description Prism _exptl_crystal_F_000 528 _exptl_crystal_size_max 0.81 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.33 _refine_diff_density_max 0.30 _refine_diff_density_min -0.21 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.03 _refine_ls_goodness_of_fit_obs 1.05 _refine_ls_matrix_type full _refine_ls_number_parameters 216 _refine_ls_number_reflns 1864 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.03 _refine_ls_restrained_S_obs 1.05 _refine_ls_R_factor_all 0.055 _refine_ls_R_factor_obs 0.039 _refine_ls_shift/esd_mean 0.004 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.08P)^2^+0.0682P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.115 _refine_ls_wR_factor_obs 0.103 _reflns_number_observed 1478 _reflns_number_total 1864 _reflns_observed_criterion I>2sigma(I) _cod_data_source_file jz1150.cif _cod_data_source_block CMAH _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value '1/[\s^2^(Fo^2^)+(0.08P)^2^+0.0682P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.08P)^2^+0.0682P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2005939 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_22 _atom_site_aniso_U_23 _atom_site_aniso_U_33 O1 0.0479(8) -0.0090(5) 0.0070(8) 0.0382(6) -0.0152(8) 0.0653(10) O2 0.0356(7) -0.0015(6) 0.0057(8) 0.0566(8) -0.0148(9) 0.0662(11) C1 0.0353(8) -0.0011(6) -0.0042(7) 0.0327(7) 0.0004(7) 0.0331(8) C2 0.0302(7) -0.0053(6) -0.0001(8) 0.0337(7) -0.0041(8) 0.0452(10) C3 0.0448(10) 0.0005(9) -0.0137(10) 0.0524(11) 0.0033(10) 0.0489(12) C4 0.0551(12) 0.0126(12) -0.0105(12) 0.073(2) 0.0145(13) 0.0531(14) C5 0.0639(14) 0.0114(11) 0.0052(14) 0.0590(13) 0.0286(13) 0.067(2) C6 0.0523(11) 0.0015(8) 0.0090(12) 0.0379(8) 0.0113(10) 0.0661(15) C7 0.0502(11) -0.0003(9) -0.0111(11) 0.0597(12) -0.0206(11) 0.0484(13) C8 0.077(2) 0.0104(14) -0.0218(13) 0.080(2) -0.0111(13) 0.0437(12) C9 0.076(2) 0.0076(13) -0.0063(12) 0.0675(15) 0.0117(11) 0.0421(12) C10 0.0569(11) -0.0026(9) -0.0010(10) 0.0440(9) 0.0037(9) 0.0436(10) C11 0.0349(8) 0.0010(6) 0.0005(7) 0.0342(7) -0.0057(7) 0.0334(8) C12 0.0334(8) 0.0000(7) 0.0016(8) 0.0404(8) -0.0133(8) 0.0403(10) C13 0.0389(8) -0.0038(7) 0.0071(8) 0.0351(8) -0.0133(8) 0.0464(11) C14 0.0364(8) 0.0020(6) 0.0055(8) 0.0294(7) -0.0015(7) 0.0481(11) C15 0.0325(8) 0.0034(6) 0.0000(7) 0.0317(7) -0.0019(7) 0.0389(10) N1 0.0344(7) -0.0036(5) -0.0030(7) 0.0297(6) -0.0022(6) 0.0389(8) O3 0.0748(11) -0.0255(7) 0.0074(10) 0.0460(7) -0.0178(9) 0.0648(12) loop_ _atom_site_label _atom_site_occupancy _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_type_symbol O1 1 0.4660(2) 0.37890(8) 0.1723(3) 0.0505(4) Uani d O O2 1 0.26924(14) 0.30890(10) 0.1891(3) 0.0528(4) Uani d O C1 1 0.3862(2) 0.31403(10) 0.1436(3) 0.0337(3) Uani d C C2 1 0.4638(2) 0.24591(11) 0.0474(3) 0.0364(4) Uani d C C3 1 0.4398(2) 0.11617(13) 0.3040(3) 0.0487(5) Uani d C C4 1 0.4269(3) 0.0536(2) 0.4282(4) 0.0605(6) Uani d C C5 1 0.3433(3) -0.0148(2) 0.3996(4) 0.0633(7) Uani d C C6 1 0.2713(2) -0.02025(13) 0.2450(4) 0.0521(6) Uani d C C7 1 0.1249(2) 0.1050(2) -0.3195(4) 0.0528(6) Uani d C C8 1 0.1245(3) 0.1709(2) -0.4320(4) 0.0669(7) Uani d C C9 1 0.2097(3) 0.2393(2) -0.3979(4) 0.0618(7) Uani d C C10 1 0.2910(3) 0.24076(14) -0.2507(3) 0.0482(5) Uani d C C11 1 0.2939(2) 0.17282(11) -0.1327(3) 0.0341(4) Uani d C C12 1 0.2080(2) 0.10380(12) -0.1681(3) 0.0381(4) Uani d C C13 1 0.2038(2) 0.03377(11) -0.0475(3) 0.0401(4) Uani d C C14 1 0.2805(2) 0.04187(10) 0.1147(3) 0.0380(4) Uani d C C15 1 0.3663(2) 0.11166(10) 0.1433(3) 0.0343(4) Uani d C N1 1 0.37712(15) 0.17331(8) 0.0158(2) 0.0343(3) Uani d N O3 1 0.1351(2) -0.03039(10) -0.0774(3) 0.0619(5) Uani d O H1 1 0.4176(33) 0.4183(19) 0.2401(58) 0.074(10) Uiso d H H2a 1 0.5417(22) 0.2279(13) 0.1171(35) 0.034(5) Uiso d H H2b 1 0.4982(29) 0.2694(15) -0.0536(43) 0.043(6) Uiso d H H3 1 0.4984(33) 0.1591(16) 0.3214(47) 0.055(7) Uiso d H H4 1 0.4783(31) 0.0643(18) 0.5378(59) 0.068(9) Uiso d H H5 1 0.3342(33) -0.0540(19) 0.4814(69) 0.077(10) Uiso d H H6 1 0.2206(27) -0.0670(18) 0.2136(51) 0.062(8) Uiso d H H7 1 0.0579(33) 0.0547(20) -0.3284(82) 0.098(12) Uiso d H H8 1 0.0540(37) 0.1705(21) -0.5157(80) 0.093(12) Uiso d H H9 1 0.2100(32) 0.2895(21) -0.4691(67) 0.073(9) Uiso d H H10 1 0.3418(29) 0.2883(17) -0.2360(47) 0.055(7) Uiso d H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag O1 C1 O2 124.9(2) yes O1 C1 C2 110.6(2) yes O2 C1 C2 124.5(2) yes C1 C2 N1 111.26(14) no C2 N1 C11 118.5(2) no C2 N1 C15 119.9(2) no C11 N1 C15 121.08(14) no N1 C15 C3 121.7(2) no N1 C15 C14 120.1(2) no C3 C15 C14 118.2(2) no C4 C3 C15 120.2(2) no C3 C4 C5 121.5(3) no C4 C5 C6 119.1(2) no C5 C6 C14 121.6(2) no C6 C14 C15 119.4(2) no C6 C14 C13 120.0(2) no C13 C14 C15 120.6(2) no O3 C13 C14 120.4(2) yes O3 C13 C12 122.6(2) yes C12 C13 C14 116.9(2) yes C7 C12 C13 120.6(2) no C11 C12 C13 120.2(2) no C7 C12 C11 119.2(2) no C8 C7 C12 121.6(2) no C7 C8 C9 119.4(3) no C8 C9 C10 120.6(2) no C9 C10 C11 121.0(2) no C10 C11 C12 118.2(2) no N1 C11 C10 121.4(2) no N1 C11 C12 120.4(2) no C1 O1 H1 108.8(19) no N1 C2 H2a 107.9(12) no C1 C2 H2a 110.2(14) no N1 C2 H2b 113.8(17) no C1 C2 H2b 106.8(16) no H2a C2 H2b 107.(2) no C4 C3 H3 121.(2) no C15 C3 H3 119.(2) no C3 C4 H4 113.7(19) no C5 C4 H4 124.7(19) no C6 C5 H5 120.(3) no C4 C5 H5 121.(3) no C5 C6 H6 123.(2) no C14 C6 H6 115.(2) no C8 C7 H7 124.(3) no C12 C7 H7 114.(3) no C7 C8 H8 115.(2) no C9 C8 H8 125.(2) no C10 C9 H9 116.(2) no C8 C9 H9 123.(2) no C9 C10 H10 115.(2) no C11 C10 H10 124.(2) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 O1 . 1.317(2) yes C1 O2 . 1.196(2) yes C1 C2 . 1.515(3) yes C2 N1 . 1.458(2) yes N1 C11 . 1.389(2) yes N1 C15 . 1.385(2) yes C15 C3 . 1.415(3) yes C15 C14 . 1.414(2) yes C3 C4 . 1.380(4) yes C4 C5 . 1.384(4) yes C5 C6 . 1.369(5) yes C6 C14 . 1.405(3) yes C14 C13 . 1.445(3) yes C13 O3 . 1.248(2) yes C13 C12 . 1.447(3) yes C12 C7 . 1.405(3) yes C12 C11 . 1.414(2) yes C7 C8 . 1.356(4) yes C8 C9 . 1.400(4) yes C9 C10 . 1.369(3) yes C10 C11 . 1.408(3) yes O1 H1 . 0.94(4) no C2 H2a . 0.97(2) no C2 H2b . 0.92(3) no C3 H3 . 0.91(3) no C4 H4 . 0.99(4) no C5 H5 . 0.89(4) no C6 H6 . 0.93(3) no C7 H7 . 1.04(3) no C8 H8 . 0.94(5) no C9 H9 . 0.97(4) no C10 H10 . 0.92(3) no