#------------------------------------------------------------------------------ #$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/23/2012357.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_2012357 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1324 _journal_page_last 1325 _publ_section_title ; A stacked pyrazolo[3,4-d]pyrimidine-based flexible molecule: the effect on stacking of an ethyl group in comparison with a methyl group ; _space_group_IT_number 15 _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _[local]_cod_cif_authors_sg_H-M 'C 2/c' loop_ _publ_author_name 'Avasthi, Kamlakar' 'Aswal, Sangeeta' 'Maulik, Prakas R.' _chemical_name_common pyrazolo[3,4-d]pyrimidin _chemical_formula_moiety 'C19 H24 N8 O2 S2' _chemical_formula_sum 'C19 H24 N8 O2 S2' _chemical_formula_iupac 'C19 H24 N8 O2 S2' _chemical_formula_weight 460.58 _chemical_melting_point .114E-112 _symmetry_cell_setting monoclinic 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' '-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 31.385(2) _cell_length_b 9.1290(10) _cell_length_c 16.8400(10) _cell_angle_alpha 90 _cell_angle_beta 115.52 _cell_angle_gamma 90 _cell_volume 4354.1(6) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.405 _diffrn_ambient_temperature 293(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 S1 .210035(19) .42208(5) 1.01895(4) .05631(16) Uani d . 1 . . S S2 .06944(2) .63711(7) 1.01316(3) .06336(18) Uani d . 1 . . S N20 .06343(5) .75940(15) .86778(9) .0404(3) Uani d . 1 . . N N8 .18618(5) .69436(16) .96278(10) .0427(3) Uani d . 1 . . N N18 .07007(5) .49951(16) .87362(10) .0473(4) Uani d . 1 . . N N13 .06061(5) .85729(16) .73377(9) .0434(3) Uani d . 1 . . N N1 .16480(5) .94652(16) .92307(11) .0485(4) Uani d . 1 . . N N6 .20406(5) .64687(17) 1.11352(10) .0465(4) Uani d . 1 . . N C21 .06154(6) .74506(18) .78597(11) .0382(4) Uani d . 1 . . C N2 .16039(6) 1.07329(18) .96264(13) .0614(5) Uani d . 1 . . N C9 .17814(6) .83494(19) .98102(12) .0424(4) Uani d . 1 . . C C7 .19886(6) .60753(19) 1.03065(12) .0424(4) Uani d . 1 . . C C19 .06721(6) .6351(2) .90731(12) .0430(4) Uani d . 1 . . C O2 .06830(6) .35912(16) .75944(11) .0711(4) Uani d . 1 . . O C16 .06045(6) .6168(2) .74183(12) .0443(4) Uani d . 1 . . C C17 .06584(6) .4816(2) .78643(13) .0489(4) Uani d . 1 . . C N14 .05931(6) .8078(2) .65575(10) .0544(4) Uani d . 1 . . N C26 .20015(8) .4161(2) .90658(14) .0610(5) Uani d . 1 . . C H26A .1683 .4458 .8698 .091 Uiso calc R 1 . . H H26B .2050 .3180 .8916 .091 Uiso calc R 1 . . H H26C .2218 .4812 .8978 .091 Uiso calc R 1 . . H C4 .18172(6) .8875(2) 1.06053(13) .0485(4) Uani d . 1 . . C C15 .05866(7) .6642(2) .66083(13) .0549(5) Uani d . 1 . . C H15 .0572 .6013 .6162 .066 Uiso calc R 1 . . H O1 .19828(5) .81961(19) 1.20709(9) .0683(4) Uani d . 1 . . O C10 .15988(7) .9474(2) .83320(14) .0530(5) Uani d . 1 . . C H10A .1534 .8484 .8101 .064 Uiso calc R 1 . . H H10B .1897 .9775 .8338 .064 Uiso calc R 1 . . H C12 .07180(7) 1.00907(19) .76000(13) .0479(4) Uani d . 1 . . C H12A .0694 1.0257 .8149 .057 Uiso calc R 1 . . H H12B .0491 1.0722 .7156 .057 Uiso calc R 1 . . H C5 .19458(6) .7912(2) 1.13355(13) .0500(5) Uani d . 1 . . C C22 .21874(7) .5397(2) 1.18633(13) .0574(5) Uani d . 1 . . C H22A .2363 .5905 1.2415 .069 Uiso calc R 1 . . H H22B .2398 .4687 1.1791 .069 Uiso calc R 1 . . H C27 .05863(8) .8254(3) 1.02475(15) .0685(6) Uani d . 1 . . C H27A .0833 .8838 1.0215 .103 Uiso calc R 1 . . H H27B .0580 .8407 1.0806 .103 Uiso calc R 1 . . H H27C .0288 .8534 .9784 .103 Uiso calc R 1 . . H C3 .17012(8) 1.0369(2) 1.04412(15) .0595(5) Uani d . 1 . . C H3 .1694 1.1021 1.0860 .071 Uiso calc R 1 . . H C11 .12118(7) 1.0478(2) .77175(14) .0539(5) Uani d . 1 . . C H11A .1282 1.1472 .7941 .065 Uiso calc R 1 . . H H11B .1216 1.0462 .7145 .065 Uiso calc R 1 . . H C24 .07922(7) .3647(2) .92724(16) .0615(6) Uani d . 1 . . C H24A .0966 .3901 .9889 .074 Uiso calc R 1 . . H H24B .0988 .2994 .9118 .074 Uiso calc R 1 . . H C23 .17781(9) .4597(3) 1.19114(15) .0729(7) Uani d . 1 . . C H23A .1576 .5288 1.2013 .109 Uiso calc R 1 . . H H23B .1896 .3902 1.2385 .109 Uiso calc R 1 . . H H23C .1602 .4093 1.1367 .109 Uiso calc R 1 . . H C25 .03473(9) .2859(3) .91449(19) .0768(7) Uani d . 1 . . C H25A .0154 .3493 .9308 .115 Uiso calc R 1 . . H H25B .0426 .1998 .9507 .115 Uiso calc R 1 . . H H25C .0178 .2583 .8538 .115 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 S1 .0630(3) .0377(3) .0622(3) .0088(2) .0213(3) .0037(2) S2 .0709(4) .0714(4) .0494(3) -.0061(3) .0275(3) .0093(3) N20 .0434(8) .0358(8) .0439(8) -.0023(6) .0205(7) -.0009(6) N8 .0402(8) .0355(8) .0486(8) .0007(6) .0156(6) -.0014(7) N18 .0443(8) .0366(8) .0566(9) -.0008(6) .0175(7) .0045(7) N13 .0483(8) .0411(8) .0423(8) .0000(6) .0209(7) .0003(6) N1 .0478(8) .0340(8) .0602(10) .0009(6) .0199(7) .0008(7) N6 .0402(8) .0470(9) .0445(8) .0002(7) .0109(6) -.0009(7) C21 .0349(8) .0357(9) .0445(9) -.0006(7) .0176(7) -.0018(7) N2 .0660(11) .0346(9) .0794(13) .0022(8) .0272(10) -.0045(8) C9 .0349(8) .0345(9) .0537(10) -.0028(7) .0152(8) -.0022(8) C7 .0336(8) .0378(9) .0507(10) -.0007(7) .0133(7) -.0010(8) C19 .0364(9) .0444(10) .0467(10) -.0039(7) .0164(7) .0004(8) O2 .0816(11) .0380(8) .0861(11) .0044(7) .0287(9) -.0137(7) C16 .0432(9) .0401(10) .0482(10) -.0004(7) .0184(8) -.0064(8) C17 .0423(10) .0371(10) .0622(12) -.0006(8) .0179(9) -.0072(9) N14 .0632(10) .0589(11) .0444(9) .0011(8) .0263(8) -.0008(8) C26 .0637(13) .0482(12) .0705(13) .0043(10) .0285(11) -.0085(10) C4 .0423(9) .0422(10) .0560(11) -.0036(8) .0164(8) -.0087(9) C15 .0610(12) .0574(13) .0477(11) .0020(10) .0247(9) -.0113(9) O1 .0727(10) .0742(11) .0517(8) -.0044(8) .0207(7) -.0171(8) C10 .0494(11) .0470(11) .0646(12) .0017(9) .0265(9) .0073(9) C12 .0542(11) .0338(9) .0564(11) .0056(8) .0245(9) .0071(8) C5 .0408(9) .0511(11) .0524(11) -.0066(8) .0147(8) -.0114(9) C22 .0527(11) .0618(13) .0463(10) .0038(10) .0106(9) .0070(9) C27 .0724(14) .0846(17) .0574(12) -.0192(13) .0364(11) -.0222(12) C3 .0629(13) .0403(11) .0714(14) -.0007(9) .0253(11) -.0129(10) C11 .0592(12) .0387(10) .0652(12) .0001(9) .0282(10) .0134(9) C24 .0529(12) .0451(11) .0767(14) .0030(9) .0188(10) .0166(10) C23 .0743(15) .0844(17) .0566(13) -.0067(13) .0251(11) .0161(12) C25 .0704(15) .0618(14) .0960(18) -.0121(12) .0337(13) .0172(13) 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 S1 C7 . 1.7571(18) ? S1 C26 . 1.782(2) ? S2 C19 . 1.7536(19) ? S2 C27 . 1.779(3) ? N20 C19 . 1.295(2) ? N20 C21 . 1.359(2) ? N8 C7 . 1.304(2) ? N8 C9 . 1.368(2) ? N18 C19 . 1.381(2) ? N18 C17 . 1.426(3) ? N18 C24 . 1.479(2) ? N13 C21 . 1.342(2) ? N13 N14 . 1.373(2) ? N13 C12 . 1.451(2) ? N1 C9 . 1.347(2) ? N1 N2 . 1.372(2) ? N1 C10 . 1.454(2) ? N6 C7 . 1.381(2) ? N6 C5 . 1.423(2) ? N6 C22 . 1.478(2) ? C21 C16 . 1.380(2) ? N2 C3 . 1.313(3) ? C9 C4 . 1.380(3) ? O2 C17 . 1.221(2) ? C16 C15 . 1.409(3) ? C16 C17 . 1.417(3) ? N14 C15 . 1.315(3) ? C26 H26A . .9600 ? C26 H26B . .9600 ? C26 H26C . .9600 ? C4 C3 . 1.408(3) ? C4 C5 . 1.421(3) ? C15 H15 . .9300 ? O1 C5 . 1.221(2) ? C10 C11 . 1.517(3) ? C10 H10A . .9700 ? C10 H10B . .9700 ? C12 C11 . 1.517(3) ? C12 H12A . .9700 ? C12 H12B . .9700 ? C22 C23 . 1.510(3) ? C22 H22A . .9700 ? C22 H22B . .9700 ? C27 H27A . .9600 ? C27 H27B . .9600 ? C27 H27C . .9600 ? C3 H3 . .9300 ? C11 H11A . .9700 ? C11 H11B . .9700 ? C24 C25 . 1.501(3) ? C24 H24A . .9700 ? C24 H24B . .9700 ? C23 H23A . .9600 ? C23 H23B . .9600 ? C23 H23C . .9600 ? C25 H25A . .9600 ? C25 H25B . .9600 ? C25 H25C . .9600 ? _cod_database_code 2012357