#------------------------------------------------------------------------------ #$Date: 2015-01-23 14:30:19 +0200 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/42/2014294.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_2014294 loop_ _publ_author_name 'Tr\'avn\'i\2\s(I) _[local]_cod_data_source_file tr1094.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_database_code 2014294 _cod_database_fobs_code 2014294 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Cl1 0.15243(2) 0.03615(9) 0.24172(3) 0.02263(15) Uani d . 1 . . Cl O1 0.43391(7) 0.4342(3) 0.10113(9) 0.0256(3) Uani d . 1 . . O N1 0.20897(8) 0.7716(3) 0.52425(11) 0.0200(4) Uani d . 1 . . N C2 0.16698(10) 0.9361(4) 0.55981(14) 0.0204(4) Uani d . 1 . . C H2 0.1853 1.0597 0.6101 0.024 Uiso calc R 1 . . H N3 0.10076(8) 0.9459(3) 0.53172(11) 0.0193(4) Uani d . 1 . . N H3 0.0755 1.0630 0.5581 0.023 Uiso calc R 1 . . H C4 0.07424(9) 0.7660(4) 0.46028(13) 0.0177(4) Uani d . 1 . . C C5 0.11531(9) 0.5839(4) 0.42227(13) 0.0168(4) Uani d . 1 . . C N6 0.22591(8) 0.4162(3) 0.41782(12) 0.0208(4) Uani d . 1 . . N H6 0.2083 0.2972 0.3735 0.025 Uiso calc R 1 . . H C6 0.18474(9) 0.5866(4) 0.45388(13) 0.0178(4) Uani d . 1 . . C N7 0.07388(7) 0.4363(3) 0.35346(11) 0.0191(4) Uani d . 1 . . N H7 0.0855 0.3032 0.3163 0.023 Uiso calc R 1 . . H C8 0.01208(9) 0.5348(4) 0.35390(13) 0.0200(4) Uani d . 1 . . C H8 -0.0260 0.4660 0.3126 0.024 Uiso calc R 1 . . H N9 0.00938(8) 0.7380(3) 0.41775(12) 0.0210(4) Uani d . 1 . . N C9 0.29810(9) 0.4105(5) 0.44587(14) 0.0259(5) Uani d . 1 . . C H9A 0.3107 0.2486 0.4868 0.031 Uiso calc R 1 . . H H9B 0.3122 0.5694 0.4877 0.031 Uiso calc R 1 . . H C10 0.33380(9) 0.4089(4) 0.35378(14) 0.0195(4) Uani d . 1 . . C C11 0.38376(9) 0.2250(4) 0.34437(14) 0.0227(5) Uani d . 1 . . C H11 0.3945 0.0945 0.3957 0.027 Uiso calc R 1 . . H C12 0.41862(9) 0.2270(4) 0.26143(14) 0.0220(5) Uani d . 1 . . C H12 0.4533 0.1011 0.2568 0.026 Uiso calc R 1 . . H C13 0.40229(9) 0.4137(4) 0.18584(14) 0.0202(4) Uani d . 1 . . C C14 0.35157(10) 0.5958(4) 0.19325(15) 0.0252(5) Uani d . 1 . . C H14 0.3400 0.7230 0.1410 0.030 Uiso calc R 1 . . H C15 0.31775(10) 0.5935(4) 0.27601(15) 0.0252(5) Uani d . 1 . . C H15 0.2830 0.7194 0.2802 0.030 Uiso calc R 1 . . H C16 0.47948(10) 0.2236(4) 0.08540(16) 0.0292(5) Uani d . 1 . . C H16A 0.4991 0.2588 0.0235 0.044 Uiso calc R 1 . . H H16B 0.4556 0.0523 0.0790 0.044 Uiso calc R 1 . . H H16C 0.5150 0.2154 0.1430 0.044 Uiso calc R 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cl1 0.0210(3) 0.0241(3) 0.0231(3) 0.0028(2) 0.00371(19) -0.0031(2) O1 0.0273(8) 0.0308(8) 0.0200(7) 0.0029(6) 0.0079(6) 0.0024(6) N1 0.0217(9) 0.0214(9) 0.0177(8) 0.0003(7) 0.0056(7) -0.0013(7) C2 0.0259(11) 0.0200(11) 0.0161(10) -0.0008(9) 0.0055(8) -0.0007(8) N3 0.0210(9) 0.0174(8) 0.0206(8) 0.0049(7) 0.0073(7) -0.0010(7) C4 0.0200(10) 0.0165(10) 0.0177(10) 0.0007(8) 0.0064(8) 0.0042(8) C5 0.0189(10) 0.0166(10) 0.0156(9) 0.0008(8) 0.0045(8) 0.0017(8) N6 0.0175(9) 0.0256(10) 0.0193(8) 0.0047(7) 0.0028(7) -0.0047(7) C6 0.0205(10) 0.0195(10) 0.0143(9) 0.0009(8) 0.0051(8) 0.0037(8) N7 0.0192(9) 0.0186(9) 0.0200(8) 0.0018(7) 0.0046(7) -0.0022(7) C8 0.0165(10) 0.0232(11) 0.0205(10) 0.0019(8) 0.0032(8) 0.0015(9) N9 0.0194(9) 0.0219(9) 0.0224(9) 0.0039(7) 0.0054(7) 0.0021(7) C9 0.0174(11) 0.0398(13) 0.0201(11) 0.0063(9) 0.0013(8) -0.0034(9) C10 0.0157(10) 0.0233(11) 0.0186(10) -0.0004(8) -0.0009(8) -0.0049(8) C11 0.0236(11) 0.0249(11) 0.0197(10) 0.0048(9) 0.0031(8) 0.0038(9) C12 0.0183(10) 0.0250(11) 0.0232(11) 0.0063(8) 0.0048(8) -0.0007(9) C13 0.0191(10) 0.0246(11) 0.0168(10) -0.0045(8) 0.0019(8) -0.0037(8) C14 0.0249(11) 0.0268(12) 0.0234(11) 0.0033(9) 0.0009(9) 0.0064(9) C15 0.0193(10) 0.0267(12) 0.0289(12) 0.0073(9) 0.0015(9) -0.0015(9) C16 0.0339(13) 0.0291(13) 0.0274(12) 0.0007(10) 0.0147(10) -0.0049(9) 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' Cl Cl 0.1484 0.1585 '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 C13 O1 C16 116.45(15) ? C2 N1 C6 118.89(17) y N1 C2 N3 126.17(18) y N1 C2 H2 116.9 ? N3 C2 H2 116.9 ? C2 N3 C4 117.02(16) y C2 N3 H3 121.5 ? C4 N3 H3 121.5 ? N9 C4 N3 128.55(17) ? N9 C4 C5 111.90(17) y N3 C4 C5 119.55(17) y N7 C5 C4 104.94(16) ? N7 C5 C6 134.38(17) ? C4 C5 C6 120.63(17) y C6 N6 C9 125.13(17) ? C6 N6 H6 117.4 ? C9 N6 H6 117.4 ? N6 C6 N1 120.07(17) ? N6 C6 C5 122.24(17) ? N1 C6 C5 117.70(16) ? C8 N7 C5 106.58(16) y C8 N7 H7 126.7 ? C5 N7 H7 126.7 ? N9 C8 N7 113.56(17) y N9 C8 H8 123.2 ? N7 C8 H8 123.2 ? C8 N9 C4 103.01(15) y N6 C9 C10 111.28(15) ? N6 C9 H9A 109.4 ? C10 C9 H9A 109.4 ? N6 C9 H9B 109.4 ? C10 C9 H9B 109.4 ? H9B C9 H9B 108.0 ? C11 C10 C15 118.04(18) ? C11 C10 C9 120.90(17) ? C15 C10 C9 121.05(17) ? C10 C11 C12 121.50(18) ? C10 C11 H11 119.2 ? C12 C11 H11 119.2 ? C13 C12 C11 119.36(18) ? C13 C12 H12 120.3 ? C11 C12 H12 120.3 ? O1 C13 C12 124.03(17) ? O1 C13 C14 116.15(17) ? C12 C13 C14 119.82(18) ? C15 C14 C13 120.34(18) ? C15 C14 H14 119.8 ? C13 C14 H14 119.8 ? C14 C15 C10 120.91(18) ? C14 C15 H15 119.5 ? C10 C15 H15 119.5 ? O1 C16 H16A 109.5 ? O1 C16 H16B 109.5 ? H16A C16 H16B 109.5 ? O1 C16 H16C 109.5 ? H16A C16 H16C 109.5 ? H16B C16 H16C 109.5 ? 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 O1 C13 . 1.377(2) ? O1 C16 . 1.432(2) ? N1 C2 . 1.315(2) y N1 C6 . 1.361(2) y C2 N3 . 1.342(2) y C2 H2 . 0.9500 ? N3 C4 . 1.367(2) y N3 H3 . 0.8800 ? C4 N9 . 1.365(2) y C4 C5 . 1.374(3) y C5 N7 . 1.372(2) y C5 C6 . 1.411(3) y N6 C6 . 1.325(2) y N6 C9 . 1.458(2) y N6 H6 . 0.8800 ? N7 C8 . 1.344(2) y N7 H7 . 0.8800 ? C8 N9 . 1.331(2) y C8 H8 . 0.9500 ? C9 C10 . 1.508(3) ? C9 H9A . 0.9900 ? C9 H9B . 0.9900 ? C10 C11 . 1.383(3) ? C10 C15 . 1.394(3) ? C11 C12 . 1.391(3) ? C11 H11 . 0.9500 ? C12 C13 . 1.382(3) ? C12 H12 . 0.9500 ? C13 C14 . 1.384(3) ? C14 C15 . 1.376(3) ? C14 H14 . 0.9500 ? C15 H15 . 0.9500 ? C16 H16A . 0.9800 ? C16 H16B . 0.9800 ? C16 H16C . 0.9800 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N3 H3 N9 3_576 0.88 2.05 2.883(2) 158 N6 H6 Cl1 . 0.88 2.35 3.226(2) 171 N7 H7 Cl1 . 0.88 2.23 3.063(2) 158 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag C6 N1 C2 N3 -1.7(3) ? N1 C2 N3 C4 0.8(3) ? C2 N3 C4 N9 -178.57(18) ? C2 N3 C4 C5 1.1(2) ? N9 C4 C5 N7 -0.2(2) ? N3 C4 C5 N7 -179.89(15) ? N9 C4 C5 C6 177.63(16) ? N3 C4 C5 C6 -2.1(3) ? C9 N6 C6 N1 -1.3(3) ? C9 N6 C6 C5 178.99(17) y C2 N1 C6 N6 -179.12(17) ? C2 N1 C6 C5 0.6(3) ? N7 C5 C6 N6 -2.0(3) ? C4 C5 C6 N6 -179.09(17) ? N7 C5 C6 N1 178.30(18) ? C4 C5 C6 N1 1.2(3) ? C4 C5 N7 C8 -0.02(19) ? C6 C5 N7 C8 -177.4(2) ? C5 N7 C8 N9 0.2(2) ? N7 C8 N9 C4 -0.3(2) ? N3 C4 N9 C8 179.99(18) ? C5 C4 N9 C8 0.3(2) ? C6 N6 C9 C10 -129.5(2) y N6 C9 C10 C11 -130.7(2) ? N6 C9 C10 C15 49.7(3) y C15 C10 C11 C12 1.8(3) ? C9 C10 C11 C12 -177.82(18) ? C10 C11 C12 C13 -1.1(3) ? C16 O1 C13 C12 9.2(3) ? C16 O1 C13 C14 -171.13(17) ? C11 C12 C13 O1 179.50(18) ? C11 C12 C13 C14 -0.1(3) ? O1 C13 C14 C15 -179.02(17) ? C12 C13 C14 C15 0.6(3) ? C13 C14 C15 C10 0.1(3) ? C11 C10 C15 C14 -1.2(3) ? C9 C10 C15 C14 178.35(19) ?