#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012278.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_2012278 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1217 _journal_page_last 1219 _publ_section_title ; The hemimethanol solvate of amiloride hydrochloride ; loop_ _publ_author_name 'Pretscher, Andrea' 'Brisander, Magnus' 'Bauer-Brandl, Annette' 'Hansen, Lars Kr.' _chemical_name_common ; Amiloride hydrochloride hemimethanol solvate ; _chemical_formula_moiety 'C6 H9 Cl N7 O + , Cl - , 0.5C H4 O' _chemical_formula_sum 'C6.5 H11 Cl2 N7 O1.5' _chemical_formula_weight 282.12 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, z' '-x, -y, -z' '-x-1/2, y-1/2, -z' _cell_length_a 18.044(3) _cell_length_b 7.486(3) _cell_length_c 19.052(5) _cell_angle_alpha 90 _cell_angle_beta 111.764(15) _cell_angle_gamma 90 _cell_volume 2390.1(13) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.568 _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 Cl11 .80571(3) .11717(6) .33691(2) .04885(14) Uani d . 1 . . Cl Cl4 .72079(3) -.38684(6) .36882(2) .04518(13) Uani d . 1 . . Cl Cl21 .73044(3) -.29421(11) .05042(3) .0689(2) Uani d . 1 . . Cl Cl3 .87986(2) -.48970(6) .24122(2) .04012(12) Uani d . 1 . . Cl O3 1.06120(10) -.1727(3) .82549(10) .0682(5) Uani d . 1 . . O N26 .39456(12) -.3859(3) -.22527(10) .0541(5) Uani d . 1 . . N N25 .43944(9) -.2890(2) -.10341(8) .0385(3) Uani d . 1 . . N O11 .96392(8) -.18892(17) .65728(7) .0434(3) Uani d . 1 . . O N12 .96971(7) .27777(18) .53170(7) .0302(3) Uani d . 1 . . N N13 .91875(9) .4131(2) .41567(9) .0392(3) Uani d . 1 . . N N11 .87465(7) -.01867(18) .47164(7) .0299(3) Uani d . 1 . . N N14 1.01910(10) .1470(2) .64899(8) .0422(4) Uani d . 1 . . N O21 .36913(7) -.2099(2) -.03020(8) .0586(4) Uani d . 1 . . O N15 .87447(8) -.31054(19) .54849(8) .0351(3) Uani d . 1 . . N N22 .58790(9) -.1666(2) .15864(8) .0409(3) Uani d . 1 . . N N21 .57720(8) -.2595(2) .01374(7) .0365(3) Uani d . 1 . . N N16 .80125(9) -.5672(2) .53167(10) .0428(4) Uani d . 1 . . N N23 .72302(11) -.2150(3) .20206(10) .0500(4) Uani d . 1 . . N N17 .89474(11) -.5067(2) .64888(9) .0459(4) Uani d . 1 . . N N27 .30421(10) -.3376(3) -.16845(12) .0555(5) Uani d . 1 . . N N24 .45286(12) -.1186(3) .11596(12) .0591(5) Uani d . 1 . . N H3W 1.076(2) -.243(5) .7995(19) .106(12) Uiso d . 1 . . H H3A 1.169(2) -.117(6) .886(2) .125(14) Uiso d . 1 . . H H3B 1.146(3) -.016(7) .818(3) .157(18) Uiso d . 1 . . H H3C 1.114(3) .018(9) .883(3) .21(3) Uiso d . 1 . . H H15 .8510(11) -.290(3) .5004(11) .036(5) Uiso d . 1 . . H H131 .8935(12) .407(3) .3700(13) .041(5) Uiso d . 1 . . H H141 1.0204(15) .054(4) .6781(14) .063(7) Uiso d . 1 . . H H142 1.0432(15) .239(4) .6659(14) .059(7) Uiso d . 1 . . H H132 .9504(12) .501(3) .4338(11) .040(5) Uiso d . 1 . . H H25 .4828(14) -.289(3) -.1021(12) .045(6) Uiso d . 1 . . H H262 .4422(15) -.386(3) -.2245(13) .054(7) Uiso d . 1 . . H H161 .7853(14) -.666(3) .5545(13) .061(6) Uiso d . 1 . . H H271 .2725(15) -.380(3) -.2001(15) .060(7) Uiso d . 1 . . H H162 .7760(13) -.538(3) .4868(13) .048(6) Uiso d . 1 . . H H231 .7214(14) -.214(3) .2456(15) .063(7) Uiso d . 1 . . H H261 .3635(17) -.420(4) -.2671(17) .077(8) Uiso d . 1 . . H H272 .2998(16) -.317(4) -.1253(16) .073(8) Uiso d . 1 . . H H242 .4560(13) -.092(3) .1620(14) .055(6) Uiso d . 1 . . H H241 .4099(15) -.125(3) .0808(14) .054(7) Uiso d . 1 . . H H232 .7630(16) -.267(3) .1983(14) .062(7) Uiso d . 1 . . H H171 .8772(16) -.599(4) .6682(15) .075(8) Uiso d . 1 . . H H172 .9293(16) -.443(4) .6765(14) .067(8) Uiso d . 1 . . H C11 .87169(9) .1195(2) .43056(8) .0305(3) Uani d . 1 . . C C12 .92071(8) .2739(2) .45901(8) .0288(3) Uani d . 1 . . C C13 .97158(9) .1361(2) .57585(8) .0300(3) Uani d . 1 . . C C14 .92442(9) -.0167(2) .54512(8) .0295(3) Uani d . 1 . . C C15 .92443(9) -.1741(2) .58954(9) .0324(3) Uani d . 1 . . C C16 .85701(9) -.4642(2) .57762(9) .0337(3) Uani d . 1 . . C C21 .64480(10) -.2513(3) .06868(9) .0382(4) Uani d . 1 . . C C22 .65247(10) -.2105(2) .14475(9) .0373(4) Uani d . 1 . . C C23 .51640(10) -.1693(2) .10072(10) .0385(4) Uani d . 1 . . C C24 .51010(9) -.2205(2) .02725(9) .0348(3) Uani d . 1 . . C C25 .43430(10) -.2376(3) -.03534(10) .0395(4) Uani d . 1 . . C C26 .37755(10) -.3384(2) -.16748(10) .0404(4) Uani d . 1 . . C C3 1.1268(2) -.0555(5) .8505(2) .0791(8) Uani d . 1 . . C 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 Cl11 .0517(3) .0495(3) .0285(2) -.0140(2) -.00468(18) .00484(17) Cl4 .0516(3) .0448(2) .0334(2) .00319(19) .00907(18) -.00620(17) Cl21 .0303(2) .1311(6) .0445(3) .0022(3) .01282(19) -.0140(3) Cl3 .0388(2) .0510(3) .0298(2) -.00381(18) .01190(16) .00247(17) O3 .0496(9) .0826(12) .0678(10) .0000(8) .0165(8) -.0249(9) N26 .0508(10) .0711(12) .0330(8) -.0134(9) .0069(7) -.0100(8) N25 .0273(7) .0527(9) .0325(7) -.0052(6) .0075(6) -.0039(6) O11 .0515(7) .0416(7) .0297(6) .0003(6) .0063(5) .0046(5) N12 .0274(6) .0335(7) .0281(6) -.0017(5) .0084(5) -.0002(5) N13 .0404(8) .0435(9) .0273(7) -.0124(7) .0051(6) .0038(6) N11 .0272(6) .0332(7) .0277(6) -.0009(5) .0082(5) -.0004(5) N14 .0472(9) .0406(9) .0276(7) -.0059(7) .0008(6) -.0002(6) O21 .0295(6) .0912(12) .0547(8) .0016(7) .0151(6) -.0123(8) N15 .0387(7) .0344(7) .0296(7) -.0009(6) .0097(6) .0054(6) N22 .0457(8) .0452(8) .0313(7) .0012(7) .0136(6) -.0043(6) N21 .0310(6) .0483(8) .0298(7) -.0014(6) .0110(5) -.0022(6) N16 .0336(7) .0448(9) .0474(9) -.0038(6) .0122(7) .0119(7) N23 .0432(9) .0682(12) .0309(8) .0011(8) .0047(7) -.0075(8) N17 .0552(10) .0412(9) .0383(8) -.0026(8) .0139(7) .0107(7) N27 .0321(8) .0727(13) .0490(10) -.0116(8) .0001(8) -.0033(9) N24 .0471(10) .0906(15) .0453(10) .0067(9) .0239(9) -.0144(10) C11 .0271(7) .0368(8) .0243(7) -.0022(6) .0056(6) .0001(6) C12 .0259(7) .0331(8) .0279(7) -.0012(6) .0105(6) -.0011(6) C13 .0265(7) .0354(8) .0269(7) .0031(6) .0085(6) -.0008(6) C14 .0280(7) .0326(8) .0274(7) .0003(6) .0097(6) .0007(6) C15 .0331(8) .0333(8) .0307(7) .0039(6) .0117(6) .0013(6) C16 .0318(8) .0347(8) .0378(8) .0048(6) .0165(7) .0052(7) C21 .0304(7) .0520(10) .0314(8) -.0010(7) .0106(6) -.0035(7) C22 .0389(9) .0387(9) .0305(8) -.0029(7) .0084(7) -.0027(7) C23 .0398(9) .0430(9) .0356(8) -.0003(7) .0172(7) -.0028(7) C24 .0303(7) .0424(9) .0318(8) -.0008(7) .0116(6) -.0023(7) C25 .0326(8) .0473(10) .0384(9) -.0018(7) .0131(7) -.0031(7) C26 .0365(8) .0408(9) .0347(8) -.0067(7) .0027(7) .0043(7) C3 .0745(18) .085(2) .0758(19) -.0178(16) .0253(16) -.0093(17) 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 N11 C11 . 1.286(2) no N11 C14 . 1.3544(19) no Cl11 C11 . 1.7395(16) no C11 C12 . 1.434(2) no N13 C12 . 1.322(2) no N13 H131 . .82(2) no N13 H132 . .85(2) no N12 C12 . 1.3388(19) no N12 C13 . 1.346(2) no N14 C13 . 1.341(2) no N14 H141 . .88(3) no N14 H142 . .81(3) no C13 C14 . 1.416(2) no C14 C15 . 1.451(2) no O11 C15 . 1.226(2) no N15 C15 . 1.394(2) no N15 H15 . .87(2) yes N15 C16 . 1.364(2) yes N16 C16 . 1.311(2) yes N16 H161 . .96(3) yes N16 H162 . .84(2) yes N17 C16 . 1.313(2) yes N17 H171 . .90(3) yes N17 H172 . .81(3) yes N21 C21 . 1.281(2) no N21 C24 . 1.359(2) no Cl21 C21 . 1.7352(17) no C21 C22 . 1.437(2) no N23 C22 . 1.335(2) no N23 H231 . .84(3) no N23 H232 . .84(3) no N22 C22 . 1.328(2) no N22 C23 . 1.352(2) no N24 C23 . 1.338(2) no N24 H241 . .82(2) no N24 H242 . .88(2) no C23 C24 . 1.415(2) no C24 C25 . 1.449(2) no O21 C25 . 1.233(2) no N25 C25 . 1.388(2) no N25 H25 . .77(2) yes N25 C26 . 1.365(2) yes N26 C26 . 1.298(3) yes N26 H261 . .83(3) yes N26 H262 . .85(2) yes N27 C26 . 1.316(3) yes N27 H271 . .73(3) yes N27 H272 . .87(3) yes O3 C3 . 1.407(4) no O3 H3W . .84(4) no C3 H3A . .93(4) no C3 H3B . .88(5) no C3 H3C . .92(6) no