#------------------------------------------------------------------------------ #$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2013992.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_2013992 loop_ _publ_author_name 'Gallagher, John F.' 'Goswami, Shyamaprosad' 'Chatterjee, Baidyanath' 'Jana, Subrata' 'Dutta, Kalyani' _publ_section_title ; N-H...N hydrogen bonding in 4,6-diphenyl-2-pyrimidinylamine isolated from the plant Justicia Secunda (Acanthaceae) ; _journal_name_full 'Acta Crystallographica, Section C' _journal_page_first o229 _journal_page_last o231 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac 'C16 H13 N3' _chemical_formula_moiety 'C16 H13 N3' _chemical_formula_sum 'C16 H13 N3' _chemical_formula_weight 247.29 _chemical_melting_point 408 _chemical_name_common 4,6-diphenyl-2-pyrimidinylamine _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _cell_angle_alpha 83.457(5) _cell_angle_beta 77.039(7) _cell_angle_gamma 82.326(7) _cell_formula_units_Z 4 _cell_length_a 7.8263(9) _cell_length_b 10.8009(9) _cell_length_c 15.7878(12) _cell_measurement_temperature 294.0(10) _cell_volume 1284.0(2) _diffrn_ambient_temperature 293.0(10) _exptl_crystal_density_diffrn 1.279 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' 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 ; _cod_database_code 2013992 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 N1A 0.2906(2) 0.98395(14) 0.45438(9) 0.0400(4) Uani d . 1 . . N N2A 0.1831(2) 0.79337(13) 0.52793(10) 0.0414(4) Uani d . 1 . . N N4A 0.3263(3) 0.80359(18) 0.38421(12) 0.0534(5) Uani d . 1 . . N C1A 0.2662(2) 0.86235(17) 0.45848(12) 0.0398(5) Uani d . 1 . . C C2A 0.1229(2) 0.85133(16) 0.60125(11) 0.0379(4) Uani d . 1 . . C C3A 0.1455(3) 0.97573(17) 0.60400(12) 0.0431(5) Uani d . 1 . . C C4A 0.2277(2) 1.04082(16) 0.52846(12) 0.0380(4) Uani d . 1 . . C C11A 0.0241(2) 0.77766(16) 0.67766(12) 0.0409(5) Uani d . 1 . . C C12A -0.0673(3) 0.68216(17) 0.66437(13) 0.0457(5) Uani d . 1 . . C C13A -0.1672(3) 0.61669(19) 0.73382(14) 0.0562(6) Uani d . 1 . . C C14A -0.1751(3) 0.6447(2) 0.81763(15) 0.0627(6) Uani d . 1 . . C C15A -0.0830(3) 0.7372(2) 0.83208(14) 0.0619(6) Uani d . 1 . . C C16A 0.0159(3) 0.80401(19) 0.76258(13) 0.0534(5) Uani d . 1 . . C C21A 0.2457(2) 1.17614(16) 0.52505(11) 0.0377(4) Uani d . 1 . . C C22A 0.1199(3) 1.25391(17) 0.57738(12) 0.0468(5) Uani d . 1 . . C C23A 0.1299(3) 1.38105(19) 0.57199(14) 0.0562(6) Uani d . 1 . . C C24A 0.2672(3) 1.4328(2) 0.51521(15) 0.0595(6) Uani d . 1 . . C C25A 0.3950(3) 1.3568(2) 0.46384(14) 0.0569(6) Uani d . 1 . . C C26A 0.3841(3) 1.22946(18) 0.46815(12) 0.0464(5) Uani d . 1 . . C N4B 0.4727(3) 1.10820(19) 0.27553(13) 0.0658(6) Uani d . 1 . . N N1B 0.5567(2) 0.91786(14) 0.21871(10) 0.0446(4) Uani d . 1 . . N N2B 0.6145(2) 1.11152(14) 0.13196(10) 0.0487(4) Uani d . 1 . . N C1B 0.5502(3) 1.04366(18) 0.20622(12) 0.0458(5) Uani d . 1 . . C C2B 0.6895(3) 1.04656(17) 0.06315(12) 0.0426(5) Uani d . 1 . . C C3B 0.6976(3) 0.91746(17) 0.06856(12) 0.0464(5) Uani d . 1 . . C C4B 0.6286(2) 0.85520(17) 0.14819(12) 0.0422(5) Uani d . 1 . . C C11B 0.7655(3) 1.12079(17) -0.01874(12) 0.0443(5) Uani d . 1 . . C C12B 0.8234(3) 1.23583(19) -0.01535(14) 0.0543(6) Uani d . 1 . . C C13B 0.8942(3) 1.3053(2) -0.09111(16) 0.0643(6) Uani d . 1 . . C C14B 0.9032(3) 1.2623(2) -0.17068(16) 0.0689(7) Uani d . 1 . . C C15B 0.8456(3) 1.1497(2) -0.17527(14) 0.0641(6) Uani d . 1 . . C C16B 0.7778(3) 1.0784(2) -0.09973(13) 0.0533(5) Uani d . 1 . . C C21B 0.6333(3) 0.71662(17) 0.15886(12) 0.0444(5) Uani d . 1 . . C C22B 0.6101(3) 0.65153(19) 0.09227(14) 0.0573(6) Uani d . 1 . . C C23B 0.6179(3) 0.5226(2) 0.10172(17) 0.0677(7) Uani d . 1 . . C C24B 0.6505(3) 0.4568(2) 0.17753(17) 0.0679(7) Uani d . 1 . . C C25B 0.6736(3) 0.5198(2) 0.24393(15) 0.0617(6) Uani d . 1 . . C C26B 0.6631(3) 0.64968(18) 0.23587(13) 0.0517(5) Uani d . 1 . . C H1A 0.397(3) 0.8411(18) 0.3389(13) 0.052(6) Uiso d . 1 . . H H2A 0.326(3) 0.721(2) 0.3912(15) 0.076(8) Uiso d . 1 . . H H1B 0.448(3) 1.190(2) 0.2646(14) 0.067(7) Uiso d . 1 . . H H2B 0.418(3) 1.0687(18) 0.3265(14) 0.054(6) Uiso d . 1 . . H H3A 0.1063 1.0147 0.6555 0.052 Uiso calc R 1 . . H H12A -0.0610 0.6622 0.6079 0.055 Uiso calc R 1 . . H H13A -0.2290 0.5538 0.7241 0.067 Uiso calc R 1 . . H H14A -0.2429 0.6009 0.8646 0.075 Uiso calc R 1 . . H H15A -0.0873 0.7550 0.8888 0.074 Uiso calc R 1 . . H H16A 0.0772 0.8669 0.7728 0.064 Uiso calc R 1 . . H H22A 0.0273 1.2196 0.6167 0.056 Uiso calc R 1 . . H H23A 0.0436 1.4319 0.6069 0.067 Uiso calc R 1 . . H H24A 0.2739 1.5186 0.5114 0.071 Uiso calc R 1 . . H H25A 0.4891 1.3915 0.4260 0.068 Uiso calc R 1 . . H H26A 0.4702 1.1792 0.4326 0.056 Uiso calc R 1 . . H H3B 0.7481 0.8734 0.0201 0.056 Uiso calc R 1 . . H H12B 0.8145 1.2664 0.0384 0.065 Uiso calc R 1 . . H H13B 0.9356 1.3812 -0.0882 0.077 Uiso calc R 1 . . H H14B 0.9487 1.3100 -0.2216 0.083 Uiso calc R 1 . . H H15B 0.8520 1.1209 -0.2294 0.077 Uiso calc R 1 . . H H16B 0.7403 1.0014 -0.1033 0.064 Uiso calc R 1 . . H H22B 0.5890 0.6953 0.0407 0.069 Uiso calc R 1 . . H H23B 0.6011 0.4799 0.0568 0.081 Uiso calc R 1 . . H H24B 0.6568 0.3698 0.1836 0.081 Uiso calc R 1 . . H H25B 0.6965 0.4752 0.2949 0.074 Uiso calc R 1 . . H H26B 0.6759 0.6919 0.2818 0.062 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 N1A 0.0424(9) 0.0397(9) 0.0362(9) -0.0074(7) -0.0027(7) -0.0043(7) N2A 0.0437(9) 0.0400(9) 0.0388(9) -0.0081(7) -0.0023(8) -0.0052(7) N4A 0.0684(13) 0.0465(11) 0.0400(11) -0.0141(10) 0.0076(9) -0.0107(9) C1A 0.0409(11) 0.0408(11) 0.0364(10) -0.0054(9) -0.0042(9) -0.0057(9) C2A 0.0378(11) 0.0381(10) 0.0368(10) -0.0038(8) -0.0057(9) -0.0046(8) C3A 0.0526(12) 0.0400(11) 0.0341(10) -0.0068(9) -0.0016(9) -0.0058(8) C4A 0.0380(11) 0.0379(10) 0.0382(10) -0.0045(8) -0.0076(9) -0.0042(8) C11A 0.0430(11) 0.0360(10) 0.0397(11) -0.0026(9) -0.0034(9) 0.0002(8) C12A 0.0505(12) 0.0379(11) 0.0462(11) -0.0046(9) -0.0062(10) -0.0021(9) C13A 0.0618(14) 0.0419(11) 0.0608(14) -0.0119(10) -0.0033(11) 0.0009(10) C14A 0.0702(16) 0.0513(13) 0.0532(14) -0.0074(12) 0.0075(12) 0.0109(11) C15A 0.0799(17) 0.0623(14) 0.0371(12) -0.0054(13) -0.0026(11) -0.0003(10) C16A 0.0687(15) 0.0500(12) 0.0408(12) -0.0103(11) -0.0090(11) -0.0028(9) C21A 0.0432(11) 0.0381(10) 0.0335(10) -0.0091(9) -0.0102(9) -0.0011(8) C22A 0.0551(13) 0.0404(11) 0.0428(11) -0.0079(10) -0.0047(10) -0.0038(9) C23A 0.0710(15) 0.0426(12) 0.0547(13) -0.0037(11) -0.0115(12) -0.0094(10) C24A 0.0851(18) 0.0393(12) 0.0617(14) -0.0187(12) -0.0265(13) -0.0001(11) C25A 0.0640(15) 0.0577(14) 0.0533(13) -0.0290(12) -0.0132(11) 0.0041(11) C26A 0.0482(12) 0.0492(12) 0.0439(11) -0.0135(10) -0.0095(10) -0.0033(9) N1B 0.0515(10) 0.0420(9) 0.0372(9) -0.0037(8) -0.0034(8) -0.0043(7) N2B 0.0606(11) 0.0427(9) 0.0376(9) -0.0063(8) 0.0011(8) -0.0038(8) N4B 0.1016(17) 0.0440(12) 0.0395(11) -0.0028(11) 0.0087(11) -0.0059(9) C1B 0.0541(13) 0.0433(11) 0.0361(11) -0.0027(10) -0.0017(10) -0.0065(9) C2B 0.0419(11) 0.0448(11) 0.0385(11) -0.0033(9) -0.0046(9) -0.0022(9) C3B 0.0543(13) 0.0429(11) 0.0362(11) 0.0000(10) 0.0007(9) -0.0063(9) C4B 0.0408(11) 0.0445(11) 0.0396(11) -0.0029(9) -0.0061(9) -0.0040(9) C11B 0.0437(12) 0.0442(11) 0.0393(11) -0.0006(9) -0.0007(9) -0.0005(9) C12B 0.0607(14) 0.0488(12) 0.0497(13) -0.0059(11) -0.0057(11) -0.0005(10) C13B 0.0643(15) 0.0529(13) 0.0692(16) -0.0151(12) -0.0027(13) 0.0082(12) C14B 0.0619(16) 0.0781(17) 0.0542(15) -0.0091(13) 0.0020(12) 0.0199(13) C15B 0.0683(16) 0.0774(16) 0.0403(12) -0.0095(13) -0.0007(11) 0.0014(11) C16B 0.0566(13) 0.0573(13) 0.0427(12) -0.0087(11) -0.0035(10) -0.0019(10) C21B 0.0434(12) 0.0394(11) 0.0456(12) -0.0026(9) -0.0008(9) -0.0035(9) C22B 0.0690(15) 0.0501(13) 0.0531(13) -0.0037(11) -0.0132(12) -0.0085(10) C23B 0.0787(17) 0.0479(13) 0.0796(17) -0.0068(12) -0.0177(14) -0.0172(12) C24B 0.0706(17) 0.0415(12) 0.0856(18) -0.0064(12) -0.0057(14) -0.0020(13) C25B 0.0654(15) 0.0502(13) 0.0601(14) -0.0036(11) -0.0021(12) 0.0094(11) C26B 0.0546(13) 0.0482(12) 0.0464(12) -0.0045(10) -0.0005(10) -0.0017(10) 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 N1A C1A . 1.345(2) yes N1A C4A . 1.346(2) yes N2A C1A . 1.343(2) yes N2A C2A . 1.340(2) yes N4A C1A . 1.357(2) yes C2A C3A . 1.385(2) yes C2A C11A . 1.488(2) yes C3A C4A . 1.384(2) yes C4A C21A . 1.481(2) yes C11A C16A . 1.388(3) ? C11A C12A . 1.390(3) ? C12A C13A . 1.378(3) ? C13A C14A . 1.377(3) ? C14A C15A . 1.374(3) ? C15A C16A . 1.382(3) ? C21A C26A . 1.387(3) ? C21A C22A . 1.389(2) ? C22A C23A . 1.378(3) ? C23A C24A . 1.373(3) ? C24A C25A . 1.378(3) ? C25A C26A . 1.383(3) ? N4A H1A . 0.89(2) ? N4A H2A . 0.89(2) ? C3A H3A . 0.9300 ? C12A H12A . 0.9300 ? C13A H13A . 0.9300 ? C14A H14A . 0.9300 ? C15A H15A . 0.9300 ? C16A H16A . 0.9300 ? C22A H22A . 0.9300 ? C23A H23A . 0.9300 ? C24A H24A . 0.9300 ? C25A H25A . 0.9300 ? C26A H26A . 0.9300 ? N1B C1B . 1.346(2) yes N1B C4B . 1.343(2) yes N2B C1B . 1.343(2) yes N2B C2B . 1.340(2) yes N4B C1B . 1.347(2) yes C2B C3B . 1.381(3) yes C2B C11B . 1.488(3) yes C3B C4B . 1.387(3) yes C4B C21B . 1.484(3) yes C11B C16B . 1.386(3) ? C11B C12B . 1.389(3) ? C12B C13B . 1.382(3) ? C13B C14B . 1.372(3) ? C14B C15B . 1.368(3) ? C15B C16B . 1.383(3) ? C21B C22B . 1.386(3) ? C21B C26B . 1.392(3) ? C22B C23B . 1.378(3) ? C23B C24B . 1.377(3) ? C24B C25B . 1.369(3) ? C25B C26B . 1.387(3) ? N4B H1B . 0.89(2) ? N4B H2B . 0.91(2) ? C3B H3B . 0.9300 ? C12B H12B . 0.9300 ? C13B H13B . 0.9300 ? C14B H14B . 0.9300 ? C15B H15B . 0.9300 ? C16B H16B . 0.9300 ? C22B H22B . 0.9300 ? C23B H23B . 0.9300 ? C24B H24B . 0.9300 ? C25B H25B . 0.9300 ? C26B H26B . 0.9300 ?