#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2009127.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_2009127 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1999 _journal_volume 55 _journal_page_first 1824 _journal_page_last 1826 _publ_section_title ; 1,8-Bis(dimethylaminomethyl)naphtalene squaric acid (2:1) complex dihydrate ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Bouma, Barend' 'Kooijman, Huub' 'Kroon, Jan' 'Grech, Eugeniusz' 'Brzezinski, Bogumi\/l' _chemical_formula_moiety '2C16 H23 N2 +, C4 O4 2-, 2H2 O' _chemical_formula_sum 'C36 H50 N4 O6' _chemical_formula_weight 634.80 _symmetry_cell_setting Monoclinic 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 10.361(6) _cell_length_b 8.144(4) _cell_length_c 20.158(3) _cell_angle_alpha 90 _cell_angle_beta 101.299(8) _cell_angle_gamma 90 _cell_volume 1668.0(13) _cell_formula_units_Z 2 _cell_measurement_temperature 295 _exptl_crystal_density_diffrn 1.264 _diffrn_ambient_temperature 295 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_type_symbol N1 .35190(12) -.04955(17) .83365(7) .0412(4) Uani 1.000 N N2 .19114(12) .20131(16) .79069(6) .0378(4) Uani 1.000 N C1 .19702(14) -.11212(19) .91317(7) .0387(4) Uani 1.000 C C2 .19636(17) -.2724(2) .93441(8) .0517(6) Uani 1.000 C C3 .08508(19) -.3508(2) .94876(9) .0555(6) Uani 1.000 C C4 -.02718(16) -.2647(2) .94307(8) .0483(5) Uani 1.000 C C5 -.15530(14) -.0165(2) .91864(7) .0455(5) Uani 1.000 C C6 -.16980(15) .1405(2) .89789(8) .0497(5) Uani 1.000 C C7 -.06413(14) .2204(2) .87805(8) .0446(5) Uani 1.000 C C8 .05650(13) .14815(18) .88004(7) .0353(4) Uani 1.000 C C9 .07721(12) -.01830(18) .90406(6) .0332(4) Uani 1.000 C C10 -.03490(14) -.09950(19) .92150(6) .0381(4) Uani 1.000 C C11 .33106(13) -.0500(2) .90546(8) .0437(5) Uani 1.000 C C12 .32236(18) -.2090(2) .79887(10) .0569(6) Uani 1.000 C C13 .48902(16) -.0003(2) .83211(11) .0618(6) Uani 1.000 C C14 .15616(14) .25624(18) .85506(7) .0391(4) Uani 1.000 C C15 .07573(16) .1632(2) .73844(8) .0509(5) Uani 1.000 C C16 .27029(18) .3284(2) .76577(9) .0570(6) Uani 1.000 C O1 .36266(16) .18832(18) .53289(8) .0843(6) Uani 1.000 O O2 .50304(17) .1528(2) .40604(8) .0908(7) Uani 1.000 O C17 .50165(15) .0680(2) .45753(8) .0472(5) Uani 1.000 C C18 .43775(15) .0851(2) .51522(8) .0458(5) Uani 1.000 C O3 .3388(2) .0357(3) .65863(10) .1038(9) Uani 1.000 O H1A .293(3) .035(4) .8118(15) .0620 Uiso .75(4) H H2 .27430 -.33200 .93950 .0620 Uiso 1.000 H H3 .08860 -.46040 .96200 .0670 Uiso 1.000 H H4 -.10130 -.31490 .95360 .0580 Uiso 1.000 H H5 -.22560 -.07110 .93130 .0550 Uiso 1.000 H H6 -.24900 .19520 .89680 .0600 Uiso 1.000 H H7 -.07600 .32810 .86270 .0540 Uiso 1.000 H H11A .34240 .06100 .92310 .0520 Uiso 1.000 H H11B .39820 -.11800 .93260 .0520 Uiso 1.000 H H12A .23500 -.24300 .80190 .0850 Uiso 1.000 H H12B .38450 -.28980 .82000 .0850 Uiso 1.000 H H12C .32840 -.19770 .75220 .0850 Uiso 1.000 H H13A .50920 .10060 .85660 .0930 Uiso 1.000 H H13B .49830 .01510 .78610 .0930 Uiso 1.000 H H13C .54840 -.08460 .85270 .0930 Uiso 1.000 H H14A .12120 .36690 .84900 .0470 Uiso 1.000 H H14B .23570 .26030 .88960 .0470 Uiso 1.000 H H15A .02670 .07590 .75390 .0760 Uiso 1.000 H H15B .10370 .12980 .69780 .0760 Uiso 1.000 H H15C .02110 .25890 .72940 .0760 Uiso 1.000 H H16A .34400 .35650 .80080 .0850 Uiso 1.000 H H16B .21710 .42420 .75320 .0850 Uiso 1.000 H H16C .30150 .28760 .72710 .0850 Uiso 1.000 H H1B .243(9) .118(13) .797(4) .0620 Uiso .25(4) H H3A .400(3) -.032(4) .6518(16) .1250 Uiso 1.000 H H3B .334(3) .112(4) .6290(16) .1250 Uiso 1.000 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 N1 .0304(6) .0452(7) .0503(7) .0002(5) .0138(5) -.0042(6) N2 .0401(6) .0379(7) .0380(6) -.0025(5) .0139(5) .0002(5) C1 .0375(7) .0465(8) .0324(7) .0033(6) .0076(5) .0024(6) C2 .0551(10) .0542(10) .0467(9) .0135(8) .0122(7) .0117(7) C3 .0758(12) .0451(9) .0485(9) -.0016(9) .0195(8) .0141(7) C4 .0547(9) .0547(10) .0368(8) -.0131(8) .0121(7) .0056(7) C5 .0346(7) .0649(11) .0388(8) -.0093(7) .0114(6) -.0024(7) C6 .0330(7) .0663(11) .0514(9) .0068(7) .0123(6) -.0023(8) C7 .0442(8) .0451(8) .0459(8) .0071(7) .0120(6) .0009(7) C8 .0362(7) .0389(8) .0321(6) -.0009(6) .0096(5) -.0039(6) C9 .0331(7) .0414(8) .0255(6) -.0026(6) .0069(5) -.0023(5) C10 .0409(7) .0490(9) .0250(6) -.0059(6) .0078(5) -.0009(6) C11 .0328(7) .0524(9) .0444(8) .0047(7) .0037(6) -.0016(7) C12 .0577(10) .0534(10) .0633(11) -.0031(8) .0212(8) -.0145(8) C13 .0346(8) .0697(12) .0860(13) -.0066(8) .0236(8) -.0081(10) C14 .0429(8) .0359(7) .0411(7) -.0017(6) .0149(6) -.0039(6) C15 .0534(9) .0594(11) .0395(8) -.0032(8) .0083(7) .0000(7) C16 .0648(11) .0533(10) .0599(10) -.0124(9) .0296(9) .0048(8) O1 .0932(11) .0672(9) .1058(12) .0343(8) .0520(10) .0058(8) O2 .1001(12) .1034(12) .0772(10) .0334(10) .0377(9) .0478(9) C17 .0420(8) .0509(9) .0479(8) .0050(7) .0070(6) .0072(7) C18 .0392(8) .0428(8) .0559(9) .0029(7) .0109(7) -.0022(7) O3 .1305(17) .1155(16) .0793(12) .0008(13) .0548(12) -.0129(11) 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 O1 C18 . . 1.244(2) no O2 C17 . . 1.249(2) no O3 H3A . . .87(3) no O3 H3B . . .86(3) no N1 C11 . . 1.505(2) no N1 C13 . . 1.482(2) no N1 C12 . . 1.479(2) no N2 C15 . . 1.464(2) no N2 C14 . . 1.483(2) no N2 C16 . . 1.469(2) no N1 H1A . . .97(3) no N2 H1B . . .86(10) no C1 C11 . . 1.514(2) no C1 C2 . . 1.374(2) no C1 C9 . . 1.438(2) no C2 C3 . . 1.397(3) no C3 C4 . . 1.344(3) no C4 C10 . . 1.411(2) no C5 C6 . . 1.345(2) no C5 C10 . . 1.410(2) no C6 C7 . . 1.398(2) no C7 C8 . . 1.375(2) no C8 C14 . . 1.516(2) no C8 C9 . . 1.441(2) no C9 C10 . . 1.439(2) no C2 H2 . . .9305 no C3 H3 . . .9303 no C4 H4 . . .9305 no C5 H5 . . .9307 no C6 H6 . . .9302 no C7 H7 . . .9302 no C11 H11A . . .9701 no C11 H11B . . .9699 no C12 H12C . . .9594 no C12 H12A . . .9599 no C12 H12B . . .9599 no C13 H13B . . .9592 no C13 H13C . . .9602 no C13 H13A . . .9603 no C14 H14A . . .9700 no C14 H14B . . .9696 no C15 H15C . . .9595 no C15 H15B . . .9603 no C15 H15A . . .9606 no C16 H16C . . .9599 no C16 H16B . . .9602 no C16 H16A . . .9607 no C17 C18 . 3_656 1.454(2) no C17 C18 . . 1.453(2) no _cod_database_code 2009127