#------------------------------------------------------------------------------ #$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012085.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_2012085 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 830 _journal_page_last 832 _publ_section_title ; 2-Amino-4-(4-pyridyl)pyrimidine and the 1:1 adduct with 4-aminobenzoic acid ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Daniel E. Lynch' 'Ian McClenaghan' _chemical_formula_moiety 'C9 H8 N4 , C7 H7 N O2' _chemical_formula_sum 'C16 H15 N5 O2' _chemical_formula_weight 309.33 _chemical_melting_point '356-358 K' _symmetry_cell_setting monoclinic 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' _cell_length_a 7.881(2) _cell_length_b 26.354(5) _cell_length_c 7.297(2) _cell_angle_alpha 90 _cell_angle_beta 102.04(3) _cell_angle_gamma 90 _cell_volume 1482.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _exptl_crystal_density_diffrn 1.386 _diffrn_ambient_temperature 150(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 N1A -.87542(14) .45140(5) -.34988(16) .0244(3) Uani d . 1 . . N C2A -.72994(17) .47322(6) -.3851(2) .0228(3) Uani d . 1 . . C N21A -.75169(17) .50959(5) -.51658(19) .0330(4) Uani d . 1 . . N H21A -.863(2) .5206(7) -.568(2) .045(5) Uiso d . 1 . . H H22A -.655(2) .5214(7) -.555(2) .043(5) Uiso d . 1 . . H N3A -.56584(14) .46184(5) -.29763(16) .0231(3) Uani d . 1 . . N C4A -.54805(18) .42559(5) -.16648(19) .0214(3) Uani d . 1 . . C C5A -.68880(18) .39977(6) -.1250(2) .0260(3) Uani d . 1 . . C H5A -.6748 .3732 -.0350 .032 Uiso calc R 1 . . H C6A -.85032(18) .41491(6) -.2220(2) .0249(3) Uani d . 1 . . C H6A -.9493 .3982 -.1957 .031 Uiso calc R 1 . . H C7A -.36937(17) .41571(6) -.05824(19) .0212(3) Uani d . 1 . . C C8A -.31596(18) .36718(6) .0015(2) .0250(3) Uani d . 1 . . C H8A -.3926 .3392 -.0289 .031 Uiso calc R 1 . . H C9A -.15072(19) .36007(6) .1051(2) .0270(4) Uani d . 1 . . C H9A -.1143 .3265 .1411 .034 Uiso calc R 1 . . H N10A -.03918(15) .39798(5) .15756(17) .0259(3) Uani d . 1 . . N C11A -.09118(19) .44479(6) .1021(2) .0275(4) Uani d . 1 . . C H11A -.0135 .4722 .1398 .034 Uiso calc R 1 . . H C12A -.25215(18) .45521(6) -.0073(2) .0251(3) Uani d . 1 . . C H12A -.2826 .4889 -.0472 .031 Uiso calc R 1 . . H C1B .48115(18) .32246(5) .51343(19) .0221(3) Uani d . 1 . . C C11B .30006(18) .33616(6) .4293(2) .0234(3) Uani d . 1 . . C O10B .17457(12) .31097(4) .45158(15) .0319(3) Uani d . 1 . . O O11B .28353(13) .37776(4) .32739(15) .0320(3) Uani d . 1 . . O H11B .157(3) .3855(8) .272(3) .072(7) Uiso d . 1 . . H C2B .51641(18) .27978(6) .6282(2) .0247(3) Uani d . 1 . . C H2B .4231 .2597 .6514 .031 Uiso calc R 1 . . H C3B .68411(18) .26637(6) .7082(2) .0258(3) Uani d . 1 . . C H3B .7050 .2375 .7878 .032 Uiso calc R 1 . . H C4B .82499(18) .29487(6) .67384(19) .0234(3) Uani d . 1 . . C N41B .99257(18) .28304(6) .7566(2) .0324(3) Uani d . 1 . . N H41B 1.016(2) .2544(9) .811(3) .056(6) Uiso d . 1 . . H H42B 1.076(2) .2932(7) .697(3) .046(5) Uiso d . 1 . . H C5B .78847(17) .33739(6) .55653(19) .0234(3) Uani d . 1 . . C H5B .8814 .3571 .5301 .029 Uiso calc R 1 . . H C6B .62055(18) .35102(6) .47934(19) .0223(3) Uani d . 1 . . C H6B .5990 .3803 .4018 .028 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 .0184(6) .0286(8) .0258(7) -.0015(5) .0036(5) .0004(5) C2A .0188(7) .0242(8) .0241(7) .0015(6) .0019(6) .0003(6) N21A .0187(7) .0397(9) .0393(8) .0029(6) .0031(6) .0176(7) N3A .0187(6) .0238(7) .0255(7) .0011(5) .0018(5) .0018(5) C4A .0217(7) .0207(8) .0213(7) .0013(6) .0030(6) -.0015(6) C5A .0260(8) .0242(8) .0269(8) -.0004(6) .0036(6) .0032(6) C6A .0220(7) .0279(9) .0251(7) -.0027(6) .0059(6) -.0009(6) C7A .0203(7) .0245(8) .0191(7) .0028(6) .0047(6) .0003(6) C8A .0245(8) .0222(8) .0270(8) .0004(6) .0023(6) .0010(6) C9A .0275(8) .0248(9) .0279(8) .0054(6) .0041(6) .0050(6) N10A .0221(6) .0295(8) .0248(6) .0037(5) .0018(5) .0028(5) C11A .0234(8) .0263(9) .0309(8) -.0013(6) .0017(6) -.0013(7) C12A .0224(8) .0221(8) .0298(8) .0024(6) .0031(6) .0014(6) C1B .0225(7) .0217(8) .0216(7) .0001(6) .0036(6) -.0033(6) C11B .0229(8) .0244(8) .0230(7) .0008(6) .0047(6) -.0028(6) O10B .0219(6) .0333(7) .0397(6) -.0034(5) .0042(5) .0012(5) O11B .0216(6) .0334(7) .0382(6) .0034(5) -.0001(5) .0119(5) C2B .0241(8) .0243(9) .0263(8) -.0017(6) .0065(6) .0001(6) C3B .0295(8) .0225(8) .0247(8) .0042(6) .0043(6) .0037(6) C4B .0234(8) .0251(8) .0208(7) .0038(6) .0021(6) -.0025(6) N41B .0238(7) .0352(9) .0362(8) .0068(6) .0014(6) .0073(7) C5B .0210(8) .0242(8) .0244(7) -.0020(6) .0036(6) -.0020(6) C6B .0241(7) .0208(8) .0213(7) .0012(6) .0030(6) .0002(6) 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 C6A . 1.3256(19) ? N1A C2A . 1.3543(18) ? C2A N21A . 1.3418(19) ? C2A N3A . 1.3511(18) ? N21A H21A . .928(18) ? N21A H22A . .917(17) ? N3A C4A . 1.3386(18) ? C4A C5A . 1.388(2) ? C4A C7A . 1.487(2) ? C5A C6A . 1.380(2) ? C5A H5A . .95 ? C6A H6A . .95 ? C7A C8A . 1.388(2) ? C7A C12A . 1.390(2) ? C8A C9A . 1.376(2) ? C8A H8A . .95 ? C9A N10A . 1.333(2) ? C9A H9A . .95 ? N10A C11A . 1.336(2) ? C11A C12A . 1.378(2) ? C11A H11A . .95 ? C12A H12A . .95 ? C1B C2B . 1.395(2) ? C1B C6B . 1.396(2) ? C1B C11B . 1.476(2) ? C11B O10B . 1.2297(17) ? C11B O11B . 1.3160(18) ? O11B H11B . 1.01(2) ? C2B C3B . 1.375(2) ? C2B H2B . .95 ? C3B C4B . 1.406(2) ? C3B H3B . .95 ? C4B N41B . 1.3687(19) ? C4B C5B . 1.403(2) ? N41B H41B . .85(2) ? N41B H42B . .90(2) ? C5B C6B . 1.3735(19) ? C5B H5B . .95 ? C6B H6B . .95 ?