#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012523.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_2012523 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2002 _journal_volume 58 _journal_page_first o103 _journal_page_last o105 _publ_section_title ; Supramolecular hydrogen-bonded hexamers in two 5-aryl-3-methyl-1-phenyl-1,6,7,8-tetrahydropyrazolo[3,4-b][1,4]diazepines ; loop_ _publ_author_name 'Low, John Nicolson' 'Cobo, Justo' 'Insuasty, Braulio' 'Insuasty, Henry' 'Nogueras, Manuel' "S\'anchez, Adolfo" _chemical_formula_moiety 'C19 H18 N4' _chemical_formula_sum 'C19 H18 N4' _chemical_formula_iupac 'C19 H18 N4' _chemical_formula_weight 302.38 _chemical_melting_point 493 _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'R -3' _symmetry_space_group_name_Hall '-R 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' _cell_length_a 30.5212(7) _cell_length_b 30.5212(7) _cell_length_c 8.8689(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 7154.9(3) _cell_formula_units_Z 18 _cell_measurement_temperature 120.0(10) _exptl_crystal_density_diffrn 1.263 _diffrn_ambient_temperature 120.0(10) 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 .13804(5) -.03624(5) .45798(14) .0232(3) Uani d . 1 . . N C11 .11700(6) -.03483(6) .59955(17) .0233(3) Uani d . 1 . . C C12 .06534(6) -.05238(6) .60855(18) .0274(4) Uani d . 1 . . C C13 .04368(7) -.05339(7) .7466(2) .0352(4) Uani d . 1 . . C C14 .07371(7) -.03554(7) .8742(2) .0396(5) Uani d . 1 . . C C15 .12520(7) -.01720(7) .86460(19) .0370(4) Uani d . 1 . . C C16 .14719(6) -.01706(6) .72729(18) .0296(4) Uani d . 1 . . C N2 .11100(5) -.07893(5) .36751(14) .0253(3) Uani d . 1 . . N C3 .13898(6) -.06950(6) .24485(17) .0241(4) Uani d . 1 . . C C31 .12383(7) -.10841(6) .12376(19) .0327(4) Uani d . 1 . . C C3A .18372(6) -.02137(6) .25082(17) .0226(3) Uani d . 1 . . C N4 .21767(5) -.00298(5) .13112(14) .0240(3) Uani d . 1 A . N C5 .26150(6) .03627(6) .13707(19) .0327(4) Uani d D 1 . . C C6 .28581(7) .06250(8) .2850(2) .0281(6) Uani d P .808(5) A -1 C C7 .25529(9) .08274(8) .3665(3) .0282(6) Uani d P .808(5) A -1 C C61 .2611(4) .0798(3) .2286(8) .041(3) Uiso d PD .192(5) A -2 C C71 .2658(2) .0711(5) .3958(9) .038(3) Uiso d PD .192(5) A -2 C N8 .21482(5) .04338(5) .45868(15) .0278(3) Uani d D 1 . . N C8A .18198(6) -.00107(6) .39076(17) .0225(3) Uani d . 1 A . C C51 .29130(6) .05233(6) -.00559(18) .0264(4) Uani d . 1 A . C C52 .33314(6) .10047(6) -.02655(19) .0286(4) Uani d . 1 . . C C53 .35800(6) .11439(6) -.16457(19) .0304(4) Uani d . 1 A . C C54 .34152(6) .08075(7) -.28392(19) .0314(4) Uani d . 1 . . C C55 .30032(6) .03234(7) -.26403(19) .0311(4) Uani d . 1 A . C C56 .27582(6) .01840(6) -.12645(18) .0272(4) Uani d . 1 . . C H12 .0450 -.0636 .5203 .033 Uiso calc R 1 . . H H13 .0082 -.0663 .7538 .042 Uiso calc R 1 . . H H14 .0589 -.0359 .9687 .047 Uiso calc R 1 . . H H15 .1456 -.0046 .9523 .044 Uiso calc R 1 . . H H16 .1825 -.0049 .7209 .036 Uiso calc R 1 . . H H31A .0889 -.1355 .1409 .049 Uiso calc R 1 . . H H31B .1464 -.1226 .1254 .049 Uiso calc R 1 . . H H31C .1262 -.0927 .0255 .049 Uiso calc R 1 . . H H6A .3203 .0909 .2644 .034 Uiso calc PR .808(5) A -1 H H6B .2891 .0383 .3517 .034 Uiso calc PR .808(5) A -1 H H7A .2782 .1115 .4319 .034 Uiso calc PR .808(5) A -1 H H7B .2403 .0954 .2912 .034 Uiso calc PR .808(5) A -1 H H61C .2898 .1129 .1968 .049 Uiso calc PR .192(5) A -2 H H61D .2292 .0800 .2098 .049 Uiso calc PR .192(5) A -2 H H71C .2833 .0514 .4087 .046 Uiso calc PR .192(5) A -2 H H71D .2857 .1039 .4482 .046 Uiso calc PR .192(5) A -2 H H8 .2032 .0568 .5240 .033 Uiso d R 1 A . H H52 .3448 .1240 .0544 .034 Uiso calc R 1 A . H H53 .3865 .1472 -.1770 .037 Uiso calc R 1 . . H H54 .3582 .0906 -.3787 .038 Uiso calc R 1 A . H H55 .2890 .0089 -.3451 .037 Uiso calc R 1 . . H H56 .2480 -.0148 -.1138 .033 Uiso calc R 1 A . 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 N1 .0226(7) .0205(7) .0247(7) .0094(6) .0002(5) -.0014(5) C11 .0262(8) .0180(8) .0250(8) .0104(7) .0020(6) .0025(6) C12 .0251(8) .0236(8) .0303(9) .0096(7) .0006(6) -.0010(6) C13 .0291(9) .0297(9) .0393(11) .0090(8) .0086(7) -.0030(7) C14 .0445(12) .0317(10) .0300(10) .0096(9) .0112(8) -.0023(7) C15 .0438(11) .0304(10) .0257(10) .0103(8) -.0028(7) -.0006(7) C16 .0266(9) .0279(9) .0307(9) .0110(7) -.0026(7) .0028(7) N2 .0238(7) .0208(7) .0269(7) .0079(6) -.0022(5) -.0027(5) C3 .0236(8) .0225(8) .0259(9) .0113(7) -.0010(6) .0001(6) C31 .0313(9) .0260(9) .0328(10) .0082(8) .0013(7) -.0044(7) C3A .0231(8) .0210(8) .0245(8) .0116(7) -.0001(6) .0003(6) N4 .0222(7) .0216(7) .0282(7) .0110(6) .0013(5) .0015(5) C5 .0272(9) .0273(9) .0328(10) .0054(8) .0034(7) -.0046(7) C6 .0198(10) .0274(11) .0317(12) .0077(9) .0004(8) -.0051(8) C7 .0243(11) .0186(11) .0349(13) .0056(9) .0045(9) -.0048(8) N8 .0243(7) .0213(7) .0333(8) .0080(6) .0048(5) -.0060(5) C8A .0192(8) .0206(8) .0288(9) .0107(6) -.0008(6) .0009(6) C51 .0238(8) .0244(8) .0299(9) .0112(7) .0020(6) .0015(6) C52 .0251(9) .0233(8) .0360(9) .0111(7) .0025(7) -.0028(7) C53 .0225(8) .0225(8) .0433(10) .0090(7) .0069(7) .0040(7) C54 .0271(9) .0335(10) .0326(10) .0143(8) .0075(7) .0040(7) C55 .0278(9) .0324(9) .0308(9) .0133(8) .0008(7) -.0031(7) C56 .0230(8) .0223(8) .0324(9) .0084(7) .0010(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 N1 C8A . 1.3663(19) no N1 N2 . 1.3954(17) no N1 C11 . 1.4207(19) no C11 C16 . 1.388(2) no C11 C12 . 1.391(2) no C12 C13 . 1.384(2) no C12 H12 . .9500 no C13 C14 . 1.385(3) no C13 H13 . .9500 no C14 C15 . 1.382(3) no C14 H14 . .9500 no C15 C16 . 1.390(2) no C15 H15 . .9500 no C16 H16 . .9500 no N2 C3 . 1.323(2) no C3 C3A . 1.421(2) no C3 C31 . 1.493(2) no C31 H31A . .9800 no C31 H31B . .9800 no C31 H31C . .9800 no C3A N4 . 1.391(2) no C3A C8A . 1.400(2) no N4 C5 . 1.275(2) no C5 C51 . 1.491(2) no C5 C6 . 1.522(3) no C5 C61 . 1.562(5) no C6 C7 . 1.532(3) no C6 H6A . .9900 no C6 H6B . .9900 no C7 N8 . 1.467(2) no C7 H7A . .9900 no C7 H7B . .9900 no C61 C71 . 1.526(5) no C61 H61C . .9900 no C61 H61D . .9900 no C71 N8 . 1.461(5) no C71 H71C . .9900 no C71 H71D . .9900 no N8 C8A . 1.359(2) no N8 H8 . .8801 no C51 C52 . 1.396(2) no C51 C56 . 1.398(2) no C52 C53 . 1.390(2) no C52 H52 . .9500 no C53 C54 . 1.382(2) no C53 H53 . .9500 no C54 C55 . 1.392(2) no C54 H54 . .9500 no C55 C56 . 1.382(2) no C55 H55 . .9500 no C56 H56 . .9500 no