#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200706.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_2200706 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o906 _journal_page_last o908 _publ_section_title ; (+)-(3R)-N-Hydroxy-2-[(S)-ethoxy(4-methoxyphenyl)phosphoryl]- 1,2,3,4-tetrahydroisoquinoline-3-carboxamide ; loop_ _publ_author_name 'Kiriko Kurokawa' 'Nobuko Kanehisa' 'Masaaki Sawa' 'Hirosato Kondo' 'Yasushi Kai' _chemical_formula_moiety 'C19 H23 N2 O5 P' _chemical_formula_sum 'C19 H23 N2 O5 P' _chemical_formula_iupac 'C19 H23 N2 O5 P' _chemical_formula_weight 390.37 _chemical_melting_point 440-440.5K _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z _cell_length_a 10.156(2) _cell_length_b 19.7330(10) _cell_length_c 9.4860(10) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1901.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 294.2 _exptl_crystal_density_diffrn 1.364 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 P1 -.56426(6) -.21711(3) -.84469(6) .03330(10) Uani d . 1.00 . . P O1 -.9337(2) -.25990(10) -.5117(2) .0560(6) Uani d . 1.00 . . O O2 -.7287(2) -.30950(10) -.3626(2) .0580(6) Uani d . 1.00 . . O O3 -.4248(2) -.19923(9) -.8208(2) .0477(5) Uani d . 1.00 . . O O4 -.6258(2) -.17889(9) -.9759(2) .0408(5) Uani d . 1.00 . . O O5 -.6213(2) -.51177(10) -.9532(3) .0773(7) Uani d . 1.00 . . O N1 -.6571(2) -.19471(10) -.7116(2) .0327(5) Uani d . 1.00 . . N N2 -.7173(2) -.27280(10) -.4865(2) .0404(6) Uani d . 1.00 . . N C1 -.6238(2) -.13130(10) -.6357(3) .0369(7) Uani d . 1.00 . . C C2 -.7937(2) -.21870(10) -.6989(2) .0341(6) Uani d . 1.00 . . C C3 -.8914(3) -.16220(10) -.7332(3) .0398(7) Uani d . 1.00 . . C C4 -.9687(3) -.0586(2) -.6001(4) .0548(9) Uani d . 1.00 . . C C5 -.9445(3) -.0036(2) -.5150(4) .0646(9) Uani d . 1.00 . . C C6 -.8180(3) .00920(10) -.4663(4) .0605(9) Uani d . 1.00 . . C C7 -.7159(3) -.03340(10) -.5056(3) .0474(8) Uani d . 1.00 . . C C8 -.7386(2) -.08840(10) -.5939(2) .0358(6) Uani d . 1.00 . . C C9 -.8658(2) -.10180(10) -.6419(3) .0385(6) Uani d . 1.00 . . C C10 -.8202(3) -.25130(10) -.5558(3) .0355(6) Uani d . 1.00 . . C C11 -.5551(4) -.1765(2) -1.1094(3) .0562(9) Uani d . 1.00 . . C C12 -.6434(4) -.1502(2) -1.2186(3) .0800(10) Uani d . 1.00 . . C C13 -.5915(2) -.30550(10) -.8773(2) .0372(6) Uani d . 1.00 . . C C14 -.6706(3) -.32840(10) -.9858(3) .0410(7) Uani d . 1.00 . . C C15 -.6843(3) -.39690(10) -1.0160(3) .0493(8) Uani d . 1.00 . . C C16 -.6160(3) -.44300(10) -.9350(3) .0531(8) Uani d . 1.00 . . C C17 -.5378(3) -.4211(2) -.8238(4) .0640(9) Uani d . 1.00 . . C C18 -.5236(3) -.3534(2) -.7955(3) .0551(8) Uani d . 1.00 . . C C19 -.6829(4) -.5385(2) -1.0744(5) .0810(10) Uani d . 1.00 . . C H1 -.570(3) -.1020(10) -.691(3) .052(8) Uiso calc . 1.00 . . H H2 -.574(2) -.1380(10) -.558(3) .031(6) Uiso calc . 1.00 . . H H3 -.814(2) -.2530(10) -.764(2) .025(6) Uiso calc . 1.00 . . H H4 -.881(2) -.1490(10) -.838(3) .038(6) Uiso calc . 1.00 . . H H5 -.974(2) -.1780(10) -.719(2) .030(6) Uiso calc . 1.00 . . H H6 -1.058(3) -.0710(10) -.628(3) .046(7) Uiso calc . 1.00 . . H H7 -1.016(3) .0240(10) -.482(3) .052(8) Uiso calc . 1.00 . . H H8 -.794(3) .0450(10) -.406(3) .063(9) Uiso calc . 1.00 . . H H9 -.624(2) -.0240(10) -.473(3) .037(7) Uiso calc . 1.00 . . H H10 -.633(2) -.2700(10) -.507(3) .035(7) Uiso calc . 1.00 . . H H11 -.803(3) -.301(2) -.314(3) .080(10) Uiso calc . 1.00 . . H H12 -.517(3) -.2180(10) -1.133(3) .051(8) Uiso calc . 1.00 . . H H13 -.471(3) -.1440(10) -1.102(3) .069(9) Uiso calc . 1.00 . . H H14 -.6798 -.1082 -1.1873 .0968 Uiso calc . 1.00 . . H H15 -.5952 -.1431 -1.3025 .0968 Uiso calc . 1.00 . . H H16 -.7122 -.1816 -1.2344 .0968 Uiso calc . 1.00 . . H H17 -.727(3) -.3010(10) -1.039(3) .054(8) Uiso calc . 1.00 . . H H18 -.745(3) -.4120(10) -1.093(3) .051(8) Uiso calc . 1.00 . . H H19 -.484(3) -.4480(10) -.777(3) .056(9) Uiso calc . 1.00 . . H H20 -.470(3) -.3390(10) -.716(3) .059(8) Uiso calc . 1.00 . . H H21 -.7720 -.5242 -1.0776 .0950 Uiso calc . 1.00 . . H H22 -.6384 -.5224 -1.1567 .0950 Uiso calc . 1.00 . . H H23 -.6790 -.5865 -1.0726 .0950 Uiso calc . 1.00 . . 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 P1 .0284(3) .0447(3) .0267(3) .0009(3) .0019(3) .0008(3) O1 .0266(9) .0710(10) .0700(10) -.0017(9) .0070(10) .0280(10) O2 .0430(10) .0760(10) .0550(10) .0120(10) .0130(10) .0330(10) O3 .0313(8) .0740(10) .0381(9) -.0069(9) .0054(8) .0000(9) O4 .0460(10) .0471(10) .0293(8) .0045(9) .0027(8) .0024(7) O5 .084(2) .0412(10) .107(2) .0040(10) -.010(2) -.0030(10) N1 .0277(10) .0410(10) .0293(10) -.0048(8) .0006(8) -.0035(8) N2 .0270(10) .0550(10) .0390(10) -.0001(10) .0072(10) .0083(10) C1 .0330(10) .0410(10) .0370(10) -.0040(10) -.0050(10) -.0010(10) C2 .0290(10) .0400(10) .0340(10) -.0047(10) -.0010(10) -.0070(10) C3 .0290(10) .0540(10) .0360(10) -.0010(10) -.0060(10) .0040(10) C4 .043(2) .054(2) .068(2) .0110(10) .0100(10) .0140(10) C5 .063(2) .0450(10) .087(2) .0150(10) .028(2) .0030(10) C6 .073(2) .040(2) .068(2) .0040(10) .015(2) -.008(2) C7 .056(2) .0410(10) .0450(10) -.0060(10) .0000(10) -.0010(10) C8 .0400(10) .0360(10) .0310(10) .0010(10) .0010(10) .0083(9) C9 .0380(10) .0420(10) .0360(10) .0017(10) .0010(10) .0132(10) C10 .0290(10) .0360(10) .0410(10) .0000(10) .0050(10) -.0010(10) C11 .077(2) .057(2) .0350(10) .006(2) .0210(10) .0020(10) C12 .125(3) .084(2) .0300(10) .006(2) -.009(2) .007(2) C13 .0350(10) .0460(10) .0310(10) .0090(10) .0025(10) -.0006(10) C14 .0370(10) .0470(10) .0390(10) .0070(10) -.0050(10) .0000(10) C15 .043(2) .0500(10) .054(2) -.0020(10) -.0050(10) -.0040(10) C16 .052(2) .0430(10) .064(2) .0060(10) .0080(10) .0030(10) C17 .072(2) .0510(10) .070(2) .019(2) -.018(2) .009(2) C18 .064(2) .0550(10) .046(2) .0150(10) -.0170(10) -.0010(10) C19 .077(3) .052(2) .113(3) -.008(2) .009(2) -.024(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag P1 O3 . . 1.477(2) yes P1 O4 . . 1.584(2) yes P1 N1 . . 1.636(3) yes P1 C13 . . 1.793(3) yes O1 C10 . . 1.238(4) no O2 N2 . . 1.386(4) no O4 C11 . . 1.456(4) no O5 C16 . . 1.369(4) no O5 C19 . . 1.411(6) no N1 C1 . . 1.482(4) no N1 C2 . . 1.471(4) no N2 C10 . . 1.305(4) no C1 C8 . . 1.494(4) no C2 C3 . . 1.526(4) no C2 C10 . . 1.526(4) no C3 C9 . . 1.496(5) no C4 C5 . . 1.376(6) no C4 C9 . . 1.406(5) no C5 C6 . . 1.388(6) no C6 C7 . . 1.387(5) no C7 C8 . . 1.390(4) no C8 C9 . . 1.395(4) no C11 C12 . . 1.466(6) no C13 C14 . . 1.381(4) no C13 C18 . . 1.404(5) no C14 C15 . . 1.389(4) no C15 C16 . . 1.378(5) no C16 C17 . . 1.389(6) no C17 C18 . . 1.372(5) no O2 H11 . . .90(4) no N2 H10 . . .88(3) no C1 H1 . . .95(3) no C1 H2 . . .90(3) no C2 H3 . . .94(3) no C3 H4 . . 1.03(3) no C3 H5 . . .91(3) no C4 H6 . . .97(3) no C5 H7 . . .95(3) no C6 H8 . . .95(4) no C7 H9 . . 1.00(3) no C11 H12 . . .93(3) no C11 H13 . . 1.07(4) no C12 H14 . . .954 no C12 H15 . . .945 no C12 H16 . . .946 no C14 H17 . . .94(3) no C15 H18 . . 1.00(3) no C17 H19 . . .88(4) no C18 H20 . . .97(4) no C19 H21 . . .948 no C19 H22 . . .957 no C19 H23 . . .949 no _cod_database_code 2200706