#------------------------------------------------------------------------------ #$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012552.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_2012552 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2002 _journal_volume 58 _journal_page_first o178 _journal_page_last o180 _publ_section_title ; Two diastereoisomers: methyl-5-(S)-[2-(R)/(S)-methoxycarbonyl)-2,3,4,5-tetrahydropyrrol-1-ylcarbonyl]- 1-(4-methylphenyl)-4,5-dihydropyrazole-3-carboxylate ; _space_group_IT_number 4 _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _[local]_cod_cif_authors_sg_H-M 'P 21' loop_ _publ_author_name 'Pilati, Tullio' 'Casalone, Gianluigi' _chemical_formula_moiety 'C19 H23 N3 O5 , C19 H23 N3 O5' _chemical_formula_sum 'C38 H46 N6 O10' _chemical_formula_weight 746.81 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.5056(14) _cell_length_b 13.3082(16) _cell_length_c 12.9491(14) _cell_angle_alpha 90 _cell_angle_beta 117.695(2) _cell_angle_gamma 90 _cell_volume 1908.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.300 _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 N1A .2695(2) .4616(2) -.1755(2) .0560(7) Uani d . 1 . . N N2A .3414(2) .4560(2) -.2271(2) .0523(6) Uani d . 1 . . N C3A .4453(3) .4237(2) -.1530(3) .0508(7) Uani d . 1 . . C C4A .4551(3) .3988(3) -.0363(3) .0607(9) Uani d . 1 . . C H4A .5243 .4313 .0263 .073 Uiso calc R 1 . . H H4B .4600 .3269 -.0228 .073 Uiso calc R 1 . . H C5A .3344(3) .4428(3) -.0499(3) .0532(8) Uani d D 1 . . C H5A .294(2) .403(2) -.023(2) .045(8) Uiso d D 1 . . H C6A .1503(3) .4927(2) -.2377(3) .0473(7) Uani d . 1 . . C C7A .1052(3) .5251(3) -.3519(3) .0565(8) Uani d . 1 . . C H7A .1565 .5310 -.3855 .068 Uiso calc R 1 . . H C8A -.0149(3) .5486(3) -.4156(3) .0631(9) Uani d . 1 . . C H8A -.0438 .5701 -.4923 .076 Uiso calc R 1 . . H C9A -.0935(3) .5413(3) -.3696(3) .0601(8) Uani d . 1 . . C C10A -.0475(3) .5116(3) -.2548(3) .0561(8) Uani d . 1 . . C H10A -.0990 .5077 -.2213 .067 Uiso calc R 1 . . H C11A .0730(3) .4876(3) -.1881(3) .0534(8) Uani d . 1 . . C H11A .1021 .4682 -.1107 .064 Uiso calc R 1 . . H C12A -.2268(3) .5634(4) -.4431(4) .0902(15) Uani d . 1 . . C H12A -.2393 .6348 -.4491 .135 Uiso calc R 1 . . H H12B -.2714 .5340 -.4071 .135 Uiso calc R 1 . . H H12C -.2542 .5355 -.5196 .135 Uiso calc R 1 . . H C13A .5419(3) .4043(3) -.1851(3) .0571(8) Uani d . 1 . . C O14A .6399(2) .3741(2) -.1169(2) .0776(8) Uani d . 1 . . O O15A .5087(2) .4218(2) -.2968(2) .0702(7) Uani d . 1 . . O C16A .5980(4) .4031(5) -.3341(4) .1054(18) Uani d . 1 . . C H16A .5651 .4180 -.4158 .158 Uiso calc R 1 . . H H16B .6219 .3338 -.3209 .158 Uiso calc R 1 . . H H16C .6671 .4451 -.2908 .158 Uiso calc R 1 . . H C17A .3608(2) .5414(3) .0175(3) .0499(7) Uani d . 1 . . C O18A .3671(2) .6201(2) -.0273(2) .0696(6) Uani d . 1 . . O N19A .3857(2) .5353(2) .1298(2) .0500(6) Uani d . 1 . . N C20A .3855(3) .4437(3) .1932(3) .0675(9) Uani d . 1 . . C H20A .4260 .3890 .1761 .081 Uiso calc R 1 . . H H20B .3037 .4232 .1731 .081 Uiso calc R 1 . . H C21A .4535(5) .4742(4) .3197(4) .0966(15) Uani d . 1 . . C H21A .5373 .4535 .3530 .116 Uiso calc R 1 . . H H21B .4176 .4440 .3645 .116 Uiso calc R 1 . . H C22A .4438(3) .5873(3) .3199(3) .0741(11) Uani d . 1 . . C H22A .5111 .6162 .3877 .089 Uiso calc R 1 . . H H22B .3689 .6080 .3187 .089 Uiso calc R 1 . . H C23A .4469(3) .6182(3) .2080(3) .0550(8) Uani d . 1 . . C H23A .408(3) .675(3) .178(3) .054(9) Uiso d . 1 . . H C24A .5761(3) .6247(3) .2232(3) .0565(8) Uani d . 1 . . C O25A .6245(2) .5582(3) .2016(3) .1006(11) Uani d . 1 . . O O26A .62764(19) .7100(2) .2701(2) .0674(6) Uani d . 1 . . O C27A .7509(3) .7208(3) .2905(3) .0755(11) Uani d . 1 . . C H27A .7815 .7851 .3252 .113 Uiso calc R 1 . . H H27B .7535 .7159 .2177 .113 Uiso calc R 1 . . H H27C .7996 .6686 .3420 .113 Uiso calc R 1 . . H N1B .1079(2) .1968(2) -.0010(2) .0599(7) Uani d . 1 . . N N2B .0819(2) .2152(2) -.1138(2) .0567(7) Uani d . 1 . . N C3B -.0329(3) .2292(3) -.1734(3) .0566(8) Uani d . 1 . . C C4B -.0994(3) .2190(3) -.1043(3) .0704(10) Uani d . 1 . . C H4C -.1435 .1561 -.1206 .084 Uiso calc R 1 . . H H4D -.1546 .2746 -.1181 .084 Uiso calc R 1 . . H C5B .0067(3) .2213(3) .0209(3) .0567(8) Uani d D 1 . . C H5B .002(3) .176(2) .070(3) .062(10) Uiso d D 1 . . H C6B .2295(2) .1905(2) .0855(3) .0511(7) Uani d . 1 . . C C7B .3207(3) .1737(3) .0562(3) .0564(8) Uani d . 1 . . C H7B .3026 .1658 -.0216 .068 Uiso calc R 1 . . H C8B .4388(3) .1685(3) .1425(3) .0599(9) Uani d . 1 . . C H8B .4993 .1566 .1213 .072 Uiso calc R 1 . . H C9B .4705(3) .1805(3) .2588(3) .0587(8) Uani d . 1 . . C C10B .3771(3) .1959(3) .2864(3) .0599(9) Uani d . 1 . . C H10B .3954 .2030 .3643 .072 Uiso calc R 1 . . H C11B .2587(3) .2010(3) .2025(3) .0585(8) Uani d . 1 . . C H11B .1981 .2115 .2239 .070 Uiso calc R 1 . . H C12B .5994(3) .1772(4) .3513(3) .0844(12) Uani d . 1 . . C H12D .6401 .1225 .3358 .127 Uiso calc R 1 . . H H12E .6025 .1676 .4261 .127 Uiso calc R 1 . . H H12F .6385 .2393 .3512 .127 Uiso calc R 1 . . H C13B -.0933(3) .2503(3) -.2982(3) .0634(10) Uani d . 1 . . C O14B -.1996(2) .2641(3) -.3522(2) .0901(9) Uani d . 1 . . O O15B -.01951(19) .2539(2) -.34591(18) .0659(6) Uani d . 1 . . O C16B -.0752(3) .2750(4) -.4687(3) .0800(12) Uani d . 1 . . C H16D -.0146 .2758 -.4946 .120 Uiso calc R 1 . . H H16E -.1143 .3393 -.4833 .120 Uiso calc R 1 . . H H16F -.1339 .2240 -.5103 .120 Uiso calc R 1 . . H C17B .0207(3) .3256(3) .0751(3) .0515(8) Uani d . 1 . . C O18B .0855(2) .3890(2) .0647(2) .0682(7) Uani d . 1 . . O N19B -.0430(2) .3428(2) .1325(2) .0572(7) Uani d . 1 . . N C20B -.1302(3) .2758(3) .1433(4) .0755(11) Uani d . 1 . . C H20C -.1925 .2554 .0671 .091 Uiso calc R 1 . . H H20D -.0905 .2164 .1880 .091 Uiso calc R 1 . . H C21B -.1813(5) .3356(6) .2040(5) .1119(18) Uani d . 1 . . C H21C -.1509 .3121 .2836 .134 Uiso calc R 1 . . H H21D -.2686 .3295 .1650 .134 Uiso calc R 1 . . H C22B -.1463(6) .4407(6) .2034(8) .145(3) Uani d . 1 . . C H22C -.1293 .4730 .2766 .174 Uiso calc R 1 . . H H22D -.2109 .4772 .1405 .174 Uiso calc R 1 . . H C23B -.0363(4) .4397(3) .1868(4) .0743(11) Uani d . 1 . . C H23B -.040(3) .487(3) .139(3) .066(12) Uiso d . 1 . . H C24B .0801(5) .4544(4) .2994(4) .0966(14) Uani d . 1 . . C O25B .1153(6) .5318(4) .3401(5) .250(4) Uani d . 1 . . O O26B .1347(3) .3736(2) .3491(2) .0893(9) Uani d . 1 . . O C27B .2439(5) .3855(5) .4602(4) .1186(19) Uani d . 1 . . C H27D .2784 .3207 .4894 .178 Uiso calc R 1 . . H H27E .2239 .4177 .5154 .178 Uiso calc R 1 . . H H27F .3012 .4260 .4490 .178 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 .0444(13) .0758(19) .0434(13) .0110(14) .0168(11) .0030(13) N2A .0456(14) .0574(16) .0526(14) .0016(13) .0216(12) -.0004(13) C3A .0433(16) .0520(19) .0528(17) .0027(14) .0185(14) -.0002(15) C4A .0528(17) .068(2) .0534(18) .0126(16) .0178(14) .0030(17) C5A .0488(17) .060(2) .0485(17) .0069(16) .0204(14) .0070(16) C6A .0437(16) .0489(17) .0469(16) -.0014(13) .0191(13) -.0038(14) C7A .0447(16) .072(2) .0529(17) .0029(16) .0232(14) .0071(17) C8A .0506(18) .084(3) .0492(17) .0078(18) .0183(15) .0148(18) C9A .0465(17) .072(2) .0585(19) -.0001(17) .0215(15) .0026(18) C10A .0453(17) .066(2) .0609(19) -.0034(15) .0279(16) -.0045(16) C11A .0526(18) .0576(19) .0496(17) .0007(15) .0235(15) .0002(15) C12A .0464(19) .141(4) .076(2) .013(2) .0228(18) .015(3) C13A .0493(18) .055(2) .063(2) .0028(16) .0225(16) .0019(17) O14A .0481(13) .102(2) .0743(16) .0219(14) .0213(13) .0157(15) O15A .0556(13) .093(2) .0683(16) .0125(13) .0341(12) .0157(14) C16A .077(3) .162(5) .102(3) .021(3) .062(3) .031(4) C17A .0369(15) .061(2) .0519(17) .0042(15) .0210(13) .0080(17) O18A .0885(17) .0599(16) .0675(14) .0071(13) .0422(13) .0145(13) N19A .0443(13) .0586(16) .0443(14) -.0052(12) .0183(11) .0020(13) C20A .069(2) .075(2) .0528(18) -.0126(19) .0225(16) .0066(18) C21A .106(3) .119(4) .058(2) -.025(3) .032(2) .011(3) C22A .059(2) .106(4) .058(2) -.007(2) .0278(17) -.015(2) C23A .0427(17) .062(2) .0553(19) .0006(17) .0184(14) -.0032(18) C24A .0510(18) .057(2) .0570(18) .0012(17) .0215(15) -.0027(16) O25A .0555(15) .092(2) .159(3) -.0105(15) .0530(17) -.047(2) O26A .0513(12) .0677(16) .0790(15) -.0056(12) .0267(11) -.0069(14) C27A .0491(18) .086(3) .082(2) -.0111(19) .0234(17) .006(2) N1B .0392(13) .086(2) .0517(14) .0055(14) .0184(11) -.0031(15) N2B .0450(14) .0673(18) .0519(15) .0060(13) .0175(12) -.0079(13) C3B .0391(15) .065(2) .0590(18) .0000(15) .0177(14) -.0132(17) C4B .0419(16) .096(3) .066(2) -.0042(18) .0195(15) -.015(2) C5B .0382(15) .073(2) .058(2) -.0011(15) .0223(14) .0046(18) C6B .0413(15) .0551(19) .0542(17) .0026(14) .0200(13) .0027(15) C7B .0458(17) .071(2) .0516(17) .0070(16) .0217(14) .0005(16) C8B .0463(17) .061(2) .076(2) .0070(15) .0311(16) .0013(18) C9B .0467(17) .055(2) .065(2) .0048(15) .0178(15) .0003(17) C10B .0546(18) .070(2) .0490(17) .0014(17) .0192(14) .0084(17) C11B .0480(17) .073(2) .0545(18) .0038(17) .0242(14) .0026(18) C12B .050(2) .098(3) .083(3) .009(2) .0122(18) -.003(2) C13B .0413(18) .075(2) .059(2) .0061(17) .0103(16) -.0208(19) O14B .0479(14) .140(3) .0644(15) .0200(16) .0110(12) -.0165(17) O15B .0477(12) .0866(18) .0524(13) .0049(12) .0140(10) -.0026(13) C16B .065(2) .108(3) .052(2) .015(2) .0150(17) .002(2) C17B .0367(15) .063(2) .0508(17) .0021(15) .0171(13) .0090(15) O18B .0608(14) .0755(17) .0727(15) -.0120(13) .0348(12) .0044(13) N19B .0511(15) .0619(18) .0642(16) .0055(13) .0315(13) .0035(14) C20B .0541(19) .092(3) .093(3) -.002(2) .045(2) .012(2) C21B .096(3) .168(6) .104(3) -.002(4) .073(3) -.010(4) C22B .121(5) .139(6) .214(8) .021(4) .110(5) -.039(5) C23B .074(3) .072(3) .077(3) .015(2) .036(2) .002(2) C24B .131(4) .064(3) .075(3) .018(3) .031(3) .000(3) O25B .295(7) .081(3) .168(5) .013(4) -.066(4) -.025(3) O26B .092(2) .090(2) .0731(17) .0104(17) .0267(16) -.0056(16) C27B .100(3) .172(6) .066(3) .018(4) .023(3) .007(3) 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 N2A . 1.348(3) no N1A C6A . 1.388(4) no N1A C5A . 1.464(4) no N2A C3A . 1.279(4) no C3A C13A . 1.471(5) no C3A C4A . 1.495(5) no C4A C5A . 1.552(4) no C4A H4A . .9700 no C4A H4B . .9700 no C5A C17A . 1.525(5) no C5A H5A . .90(3) no C6A C7A . 1.385(4) no C6A C11A . 1.388(4) no C7A C8A . 1.372(4) no C7A H7A . .9300 no C8A C9A . 1.369(4) no C8A H8A . .9300 no C9A C10A . 1.379(5) no C9A C12A . 1.516(5) no C10A C11A . 1.382(4) no C10A H10A . .9300 no C11A H11A . .9300 no C12A H12A . .9600 no C12A H12B . .9600 no C12A H12C . .9600 no C13A O14A . 1.198(4) no C13A O15A . 1.326(4) no O15A C16A . 1.431(5) no C16A H16A . .9600 no C16A H16B . .9600 no C16A H16C . .9600 no C17A O18A . 1.218(4) no C17A N19A . 1.340(4) no N19A C23A . 1.452(4) no N19A C20A . 1.471(5) no C20A C21A . 1.509(6) no C20A H20A . .9700 no C20A H20B . .9700 no C21A C22A . 1.510(7) no C21A H21A . .9700 no C21A H21B . .9700 no C22A C23A . 1.523(5) no C22A H22A . .9700 no C22A H22B . .9700 no C23A C24A . 1.536(5) no C23A H23A . .88(3) no C24A O25A . 1.177(4) no C24A O26A . 1.308(4) no O26A C27A . 1.445(4) no C27A H27A . .9600 no C27A H27B . .9600 no C27A H27C . .9600 no N1B N2B . 1.364(4) no N1B C6B . 1.411(4) no N1B C5B . 1.456(4) no N2B C3B . 1.289(4) no C3B C13B . 1.459(5) no C3B C4B . 1.483(5) no C4B C5B . 1.545(5) no C4B H4C . .9700 no C4B H4D . .9700 no C5B C17B . 1.528(5) no C5B H5B . .90(3) no C6B C7B . 1.378(4) no C6B C11B . 1.391(4) no C7B C8B . 1.379(5) no C7B H7B . .9300 no C8B C9B . 1.377(5) no C8B H8B . .9300 no C9B C10B . 1.385(5) no C9B C12B . 1.497(4) no C10B C11B . 1.372(4) no C10B H10B . .9300 no C11B H11B . .9300 no C12B H12D . .9600 no C12B H12E . .9600 no C12B H12F . .9600 no C13B O14B . 1.194(4) no C13B O15B . 1.329(4) no O15B C16B . 1.436(4) no C16B H16D . .9600 no C16B H16E . .9600 no C16B H16F . .9600 no C17B O18B . 1.220(4) no C17B N19B . 1.339(4) no N19B C23B . 1.453(5) no N19B C20B . 1.464(5) no C20B C21B . 1.458(7) no C20B H20C . .9700 no C20B H20D . .9700 no C21B C22B . 1.467(9) no C21B H21C . .9700 no C21B H21D . .9700 no C22B C23B . 1.488(7) no C22B H22C . .9700 no C22B H22D . .9700 no C23B C24B . 1.520(7) no C23B H23B . .88(4) no C24B O25B . 1.148(6) no C24B O26B . 1.276(5) no O26B C27B . 1.461(5) no C27B H27D . .9600 no C27B H27E . .9600 no C27B H27F . .9600 no _cod_database_code 2012552