data_2011780 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 201 _journal_page_last 202 _publ_section_title ; 5,6-Bis(2-pyridyl)-2,3-pyrazinedicarbonitrile ; loop_ _publ_author_name 'Du, Miao' 'Bu, Xian-He' 'Liu, He' 'Leng, Xue-Bing' _chemical_formula_moiety 'C16 H8 N6' _chemical_formula_sum 'C16 H8 N6' _chemical_formula_weight 284.28 _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n a 21' _symmetry_space_group_name_Hall 'P 2c -2n' 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' _cell_length_a 16.996(2) _cell_length_b 8.1356(11) _cell_length_c 20.660(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2856.8(7) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _exptl_crystal_density_diffrn 1.322 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 N1 .6311(3) .2871(6) .5624(2) .1228(16) Uani d . 1 . . N N2 .4265(2) .4290(4) .48212(19) .0961(12) Uani d . 1 . . N N3 .69013(15) .3577(3) .40500(14) .0626(8) Uani d . 1 . . N N4 .54378(14) .4089(3) .34917(13) .0543(7) Uani d . 1 . . N N5 .75346(15) .5233(4) .25727(15) .0641(8) Uani d . 1 . . N N6 .63400(14) .2649(3) .21124(16) .0581(8) Uani d . 1 . . N C1 .6296(2) .3184(5) .5085(2) .0826(12) Uani d . 1 . . C C2 .6241(2) .3566(4) .44041(16) .0602(9) Uani d . 1 . . C C3 .4825(2) .4150(4) .45223(19) .0695(10) Uani d . 1 . . C C4 .55239(19) .3941(4) .41345(17) .0565(8) Uani d . 1 . . C C5 .68305(17) .3849(4) .34128(17) .0521(8) Uani d . 1 . . C C6 .60770(16) .3947(4) .31220(16) .0481(7) Uani d . 1 . . C C7 .75663(17) .4087(4) .30460(18) .0552(8) Uani d . 1 . . C C8 .82426(17) .3206(5) .3196(2) .0687(10) Uani d . 1 . . C C9 .8906(2) .3495(6) .2825(2) .0842(13) Uani d . 1 . . C C10 .8882(2) .4633(6) .2341(2) .0854(12) Uani d . 1 . . C C11 .8191(2) .5478(5) .2228(2) .0758(11) Uani d . 1 . . C C12 .59251(15) .3803(4) .24177(15) .0462(7) Uani d . 1 . . C C13 .53403(17) .4725(4) .21271(17) .0553(8) Uani d . 1 . . C C14 .5191(2) .4492(4) .14796(18) .0682(10) Uani d . 1 . . C C15 .5612(2) .3319(5) .11529(19) .0721(10) Uani d . 1 . . C C16 .6174(2) .2445(4) .1482(2) .0680(11) Uani d . 1 . . C H8A .8249 .2450 .3534 .082 Uiso calc R 1 . . H H9A .9367 .2915 .2906 .101 Uiso calc R 1 . . H H10A .9326 .4838 .2091 .102 Uiso calc R 1 . . H H11A .8181 .6251 .1896 .091 Uiso calc R 1 . . H H13A .5053 .5488 .2365 .066 Uiso calc R 1 . . H H14A .4813 .5118 .1268 .082 Uiso calc R 1 . . H H15A .5519 .3120 .0716 .087 Uiso calc R 1 . . H H16A .6459 .1659 .1254 .082 Uiso calc R 1 . . H N7 .32586(19) .5007(5) .2028(2) .0980(12) Uani d . 1 . . N N8 .1291(3) .6880(6) .1271(2) .1095(13) Uani d . 1 . . N N9 .21888(14) .5689(3) .33991(13) .0499(6) Uani d . 1 . . N N10 .07343(14) .6470(3) .28673(13) .0544(7) Uani d . 1 . . N N11 .13306(14) .7413(3) .47788(16) .0596(8) Uani d . 1 . . N N12 .00725(15) .5052(3) .43648(15) .0605(7) Uani d . 1 . . N C17 .2744(2) .5338(4) .2354(2) .0657(9) Uani d . 1 . . C C18 .20836(18) .5781(4) .27597(16) .0500(8) Uani d . 1 . . C C19 .1323(2) .6637(5) .1814(2) .0713(10) Uani d . 1 . . C C20 .13843(18) .6301(4) .25011(16) .0536(8) Uani d . 1 . . C C21 .15692(16) .6009(3) .37760(16) .0452(7) Uani d . 1 . . C C22 .08112(16) .6230(3) .35011(15) .0464(7) Uani d . 1 . . C C23 .17320(16) .6201(4) .44774(15) .0476(7) Uani d . 1 . . C C24 .22946(17) .5271(4) .47863(16) .0546(8) Uani d . 1 . . C C25 .2434(2) .5521(4) .54376(19) .0666(9) Uani d . 1 . . C C26 .2023(2) .6735(5) .57491(18) .0719(10) Uani d . 1 . . C C27 .1481(2) .7647(5) .5403(2) .0697(10) Uani d . 1 . . C C28 .00712(16) .6148(3) .38850(16) .0495(7) Uani d . 1 . . C C29 -.05674(17) .7104(4) .37271(19) .0613(9) Uani d . 1 . . C C30 -.1236(2) .6952(5) .4092(2) .0777(11) Uani d . 1 . . C C31 -.1253(2) .5862(5) .4595(2) .0763(11) Uani d . 1 . . C C32 -.0589(2) .4935(5) .4715(2) .0733(11) Uani d . 1 . . C H24A .2578 .4481 .4559 .066 Uiso calc R 1 . . H H25A .2798 .4881 .5659 .080 Uiso calc R 1 . . H H26A .2107 .6942 .6186 .086 Uiso calc R 1 . . H H27A .1207 .8470 .5619 .084 Uiso calc R 1 . . H H29A -.0546 .7835 .3381 .074 Uiso calc R 1 . . H H30A -.1676 .7587 .3998 .093 Uiso calc R 1 . . H H31A -.1701 .5749 .4850 .092 Uiso calc R 1 . . H H32A -.0601 .4190 .5057 .088 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 _atom_site_aniso_type_symbol N1 .184(4) .123(4) .061(3) .067(3) -.003(3) -.005(3) N N2 .102(3) .108(3) .078(3) .026(2) .027(2) .008(2) N N3 .0676(18) .0604(17) .060(2) .0130(13) -.0128(15) -.0103(15) N N4 .0552(15) .0552(17) .0525(17) .0018(12) .0019(13) -.0031(13) N N5 .0617(17) .0562(17) .075(2) -.0030(13) .0013(15) -.0028(16) N N6 .0630(16) .0536(17) .058(2) .0043(12) .0052(14) -.0035(14) N C1 .109(3) .089(3) .050(3) .042(2) -.006(2) -.009(2) C C2 .081(2) .054(2) .046(2) .0150(17) -.0040(19) -.0069(16) C C3 .085(3) .069(2) .054(2) .0158(19) .009(2) .0021(18) C C4 .069(2) .0488(19) .051(2) .0060(15) .0008(18) -.0016(16) C C5 .056(2) .0439(18) .057(2) .0070(14) -.0095(16) -.0065(15) C C6 .0497(17) .0401(17) .054(2) .0011(12) -.0002(17) -.0016(14) C C7 .0484(17) .0496(18) .067(2) .0017(14) -.0094(16) -.0139(18) C C8 .0524(18) .072(2) .081(3) .0062(17) -.0108(19) -.018(2) C C9 .058(2) .087(3) .108(4) .0123(19) -.014(2) -.031(3) C C10 .054(2) .097(3) .105(4) -.010(2) .009(2) -.029(3) C C11 .077(2) .069(2) .081(3) -.0122(19) .010(2) -.011(2) C C12 .0460(16) .0449(18) .0476(19) -.0030(13) .0003(14) -.0015(15) C C13 .0525(17) .0560(19) .057(2) .0052(14) -.0033(16) -.0022(17) C C14 .072(2) .073(3) .060(2) .0043(18) -.0154(19) -.002(2) C C15 .091(3) .075(3) .050(2) -.005(2) -.001(2) -.003(2) C C16 .085(2) .061(2) .058(3) .0025(19) .012(2) -.0108(18) C N7 .092(2) .113(3) .089(3) .0242(19) .032(2) .024(2) N N8 .157(3) .118(3) .053(3) .035(3) -.007(2) .010(2) N N9 .0496(14) .0511(15) .0491(17) -.0021(11) .0030(13) .0031(12) N N10 .0580(16) .0525(17) .0528(18) .0046(12) -.0068(13) .0033(14) N N11 .0627(15) .0593(18) .057(2) .0062(14) .0005(15) -.0079(14) N N12 .0568(16) .0566(16) .068(2) .0021(13) .0089(14) .0012(15) N C17 .069(2) .068(2) .060(2) .0060(17) .011(2) .0092(19) C C18 .0562(18) .0436(18) .050(2) -.0006(14) .0074(16) .0016(15) C C19 .091(3) .064(2) .060(3) .0135(18) -.006(2) .004(2) C C20 .062(2) .0468(18) .052(2) .0019(15) -.0012(16) .0009(15) C C21 .0486(16) .0392(17) .0480(19) -.0003(13) -.0017(16) .0038(14) C C22 .0476(18) .0393(17) .052(2) .0005(13) -.0011(15) -.0008(15) C C23 .0454(16) .0478(18) .050(2) -.0050(14) .0025(14) .0004(15) C C24 .0502(17) .061(2) .053(2) .0005(14) -.0015(16) -.0012(17) C C25 .071(2) .072(2) .056(2) -.0046(18) -.0134(19) .009(2) C C26 .084(2) .085(3) .047(2) -.010(2) -.001(2) -.007(2) C C27 .077(2) .073(3) .059(3) .0031(19) .011(2) -.012(2) C C28 .0487(17) .0450(17) .055(2) -.0021(14) -.0015(15) -.0077(16) C C29 .0555(17) .062(2) .067(2) .0095(16) -.0095(18) -.0049(18) C C30 .054(2) .090(3) .089(3) .0125(19) -.002(2) -.022(3) C C31 .053(2) .092(3) .084(3) -.0088(19) .020(2) -.030(3) C C32 .074(2) .066(2) .080(3) -.0142(19) .021(2) -.006(2) C 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 N1 C1 . 1.143(6) yes N2 C3 . 1.140(4) yes N3 C2 . 1.340(4) yes N3 C5 . 1.340(4) yes N4 C6 . 1.333(3) yes N4 C4 . 1.342(4) yes N5 C11 . 1.339(4) no N5 C7 . 1.352(4) no N6 C12 . 1.333(4) no N6 C16 . 1.342(5) no C1 C2 . 1.444(5) no C2 C4 . 1.374(4) no C3 C4 . 1.443(5) no C5 C6 . 1.417(4) no C5 C7 . 1.475(4) no C6 C12 . 1.483(4) no C7 C8 . 1.390(4) no C8 C9 . 1.384(5) no C9 C10 . 1.363(6) no C10 C11 . 1.382(5) no C12 C13 . 1.382(4) no C13 C14 . 1.375(5) no C14 C15 . 1.371(5) no C15 C16 . 1.372(5) no C17 N7 . 1.137(4) yes C17 C18 . 1.446(5) no C18 N9 . 1.335(4) yes C18 C20 . 1.370(4) no C19 N8 . 1.140(5) yes C19 C20 . 1.449(5) no C20 N10 . 1.346(4) yes C21 N9 . 1.335(4) yes C21 C22 . 1.419(4) no C21 C23 . 1.484(4) no C22 N10 . 1.330(4) yes C22 C28 . 1.488(4) no C23 N11 . 1.351(4) no C23 C24 . 1.377(4) no C24 C25 . 1.381(5) no C25 C26 . 1.371(5) no C26 C27 . 1.381(5) no C27 N11 . 1.329(5) no C28 N12 . 1.333(4) no C28 C29 . 1.375(4) no C29 C30 . 1.369(5) no C30 C31 . 1.366(6) no C31 C32 . 1.380(5) no C32 N12 . 1.341(4) no