#------------------------------------------------------------------------------ #$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2013326.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_2013326 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2003 _journal_volume 59 _journal_page_first o228 _journal_page_last o230 _publ_section_title ; Head-to-head dimers in the zwitterion of 1-hydroxy-3-(pyrrolidin-1-yl)propylidene-1,1-bisphosphonic acid (EB 1053) ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _[local]_cod_cif_authors_sg_H-M 'P 21/n' loop_ _publ_author_name 'Fern\'andez, Daniel' 'Vega, Daniel' _chemical_formula_moiety 'C7 H17 N O7 P2' _chemical_formula_sum 'C7 H17 N O7 P2' _chemical_formula_iupac 'C7 H17 N O7 P2' _chemical_formula_weight 289.16 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.9208(16) _cell_length_b 10.7754(19) _cell_length_c 11.4933(17) _cell_angle_alpha 90 _cell_angle_beta 106.439(11) _cell_angle_gamma 90 _cell_volume 1178.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.63 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 C1 0.75896(19) 0.07792(16) 0.28198(15) 0.0225(3) Uani d . 1 . . C C2 0.6193(2) 0.0113(2) 0.21496(18) 0.0291(4) Uani d . 1 . . C H6 0.555(3) 0.078(2) 0.183(2) 0.035 Uiso d . 1 . . H H7 0.635(3) -0.036(2) 0.150(2) 0.035 Uiso d . 1 . . H C3 0.5545(2) -0.06834(18) 0.29462(17) 0.0275(4) Uani d . 1 . . C H8 0.623(3) -0.112(2) 0.355(2) 0.033 Uiso d . 1 . . H H9 0.499(3) -0.017(2) 0.332(2) 0.033 Uiso d . 1 . . H C4 0.3380(3) -0.1132(3) 0.1194(2) 0.0485(6) Uani d . 1 . . C H10 0.309(3) -0.035(3) 0.150(3) 0.058 Uiso d . 1 . . H H11 0.370(3) -0.088(3) 0.058(3) 0.058 Uiso d . 1 . . H C5 0.2243(4) -0.2095(4) 0.1004(3) 0.0468(8) Uani d P 0.75 A . C H12 0.1326 -0.1723 0.0658 0.056 Uiso calc PR 0.75 . . H H13 0.2382 -0.2743 0.0463 0.056 Uiso calc PR 0.75 . . H C6 0.2357(3) -0.2609(3) 0.2230(3) 0.0579(7) Uani d . 1 . . C H14 0.165(4) -0.242(3) 0.256(3) 0.07 Uiso d . 1 . . H H15 0.221(4) -0.352(3) 0.207(3) 0.07 Uiso d . 1 . . H C7 0.3834(2) -0.2364(2) 0.3021(2) 0.0360(5) Uani d . 1 A . C H16 0.388(3) -0.187(2) 0.371(2) 0.043 Uiso d . 1 . . H H17 0.441(3) -0.310(2) 0.332(2) 0.043 Uiso d . 1 . . H N1 0.45500(17) -0.16347(15) 0.22290(15) 0.0272(3) Uani d . 1 A . N H1 0.502(3) -0.213(2) 0.193(2) 0.031(6) Uiso d . 1 . . H O1 0.62166(15) 0.22618(13) 0.39846(13) 0.0318(3) Uani d . 1 . . O O2 0.75354(15) 0.04549(12) 0.51885(12) 0.0280(3) Uani d . 1 . . O O3 0.88467(16) 0.23296(12) 0.46987(13) 0.0307(3) Uani d D 1 . . O H3 0.948(3) 0.198(2) 0.515(2) 0.046 Uiso d D 1 . . H O4 0.90805(18) -0.05177(13) 0.16250(13) 0.0351(3) Uani d D 1 . . O H4 0.893(3) -0.126(2) 0.142(3) 0.053 Uiso d D 1 . . H O5 1.03790(15) 0.05755(12) 0.35421(13) 0.0303(3) Uani d D 1 . . O H5 1.111(3) 0.013(2) 0.406(2) 0.046 Uiso d D 1 . . H O6 0.90106(14) -0.13984(11) 0.36609(11) 0.0255(3) Uani d . 1 . . O O7 0.78496(15) 0.17743(12) 0.20774(12) 0.0282(3) Uani d . 1 . . O H2 0.721(3) 0.227(2) 0.191(2) 0.038(7) Uiso d . 1 . . H P1 0.75118(5) 0.14756(4) 0.42707(4) 0.02320(13) Uani d . 1 . . P P2 0.91059(5) -0.02418(4) 0.29530(4) 0.02260(13) Uani d . 1 . . P C5' 0.2102(10) -0.1424(11) 0.1407(13) 0.057(3) Uani d P 0.25 A 1 C H12' 0.1393 -0.1587 0.0647 0.068 Uiso calc PR 0.25 A 1 H H13' 0.1785 -0.0741 0.1812 0.068 Uiso calc PR 0.25 A 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 C1 0.0212(8) 0.0223(8) 0.0232(8) 0.0004(7) 0.0051(7) 0.0033(6) C2 0.0219(9) 0.0347(10) 0.0273(8) -0.0019(8) 0.0013(7) 0.0007(8) C3 0.0233(9) 0.0297(9) 0.0279(9) -0.0032(8) 0.0046(8) -0.0047(7) C4 0.0329(12) 0.0584(15) 0.0442(13) -0.0082(12) -0.0057(10) 0.0056(12) C5 0.0285(16) 0.054(2) 0.0513(19) -0.0069(15) 0.0005(14) -0.0114(16) C6 0.0331(13) 0.078(2) 0.0658(17) -0.0196(13) 0.0193(13) -0.0078(15) C7 0.0349(11) 0.0402(11) 0.0376(11) -0.0097(9) 0.0181(9) -0.0073(9) N1 0.0210(8) 0.0330(8) 0.0280(7) -0.0013(7) 0.0075(6) -0.0055(6) O1 0.0283(7) 0.0322(7) 0.0356(7) 0.0080(6) 0.0102(6) 0.0054(6) O2 0.0264(7) 0.0304(7) 0.0263(6) 0.0014(5) 0.0060(5) 0.0056(5) O3 0.0297(7) 0.0263(7) 0.0324(7) -0.0025(6) 0.0028(6) 0.0007(5) O4 0.0516(10) 0.0279(7) 0.0296(7) 0.0022(7) 0.0175(7) 0.0002(5) O5 0.0224(7) 0.0243(6) 0.0397(7) -0.0008(5) 0.0011(6) 0.0054(6) O6 0.0254(7) 0.0220(6) 0.0265(6) -0.0019(5) 0.0030(5) 0.0016(5) O7 0.0273(7) 0.0258(6) 0.0330(7) 0.0067(6) 0.0109(6) 0.0111(5) P1 0.0225(2) 0.0227(2) 0.0237(2) 0.00221(18) 0.00551(18) 0.00219(16) P2 0.0221(2) 0.0205(2) 0.0244(2) 0.00094(17) 0.00534(18) 0.00126(16) C5' 0.019(4) 0.058(7) 0.090(9) 0.008(4) 0.009(5) -0.005(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 C1 O7 . 1.438(2) y C1 C2 . 1.557(3) ? C1 P1 . 1.8501(18) y C1 P2 . 1.8348(18) y C2 C3 . 1.524(3) ? C2 H6 . 0.97(2) ? C2 H7 . 0.95(2) ? C3 N1 . 1.498(2) y C3 H8 . 0.94(2) ? C3 H9 . 0.96(3) ? C4 C5' . 1.394(11) ? C4 C5 . 1.503(4) ? C4 N1 . 1.508(3) y C4 H10 . 0.99(3) ? C4 H11 . 0.90(3) ? C5 C6 . 1.489(5) ? C5 H12 . 0.97 ? C5 H13 . 0.97 ? C6 C7 . 1.513(3) ? C6 C5' . 1.567(12) ? C6 H14 . 0.91(4) ? C6 H15 . 1.00(3) ? C7 N1 . 1.522(3) y C7 H16 . 0.94(3) ? C7 H17 . 0.98(3) ? N1 H1 . 0.85(2) ? O1 P1 . 1.4959(14) y O2 P1 . 1.5194(13) y O3 P1 . 1.5729(15) y O3 H3 . 0.79(2) ? O4 P2 . 1.5482(15) y O4 H4 . 0.83(2) ? O5 P2 . 1.5314(14) y O5 H5 . 0.93(2) ? O6 P2 . 1.5060(13) y O7 H2 . 0.81(3) ? C5' H12' . 0.97 ? C5' H13' . 0.97 ?