data_2012049 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 683 _journal_page_last 686 _publ_section_title ; \m-1,4-Benzenedicarboxylato-bis[trans-aqua(1,4,8,11-tetraazacyclotetradecane )nickel(II)] diperchlorate forms a three-dimensional hydrogen-bonded framework ; loop_ _publ_author_name 'Zakaria, Choudhury M.' 'Ferguson, George' 'Lough, Alan J.' 'Glidewell, Christopher' _chemical_formula_moiety 'C28 H56 N8 Ni2 O6 , 2Cl O4' _chemical_formula_sum 'C28 H56 Cl2 N8 Ni2 O14' _chemical_formula_iupac '[Ni2 (C10 H24 N4)2 (H2O)2 (C8 H4 O4)] (ClO4)2' _chemical_formula_weight 917.09 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.2842(3) _cell_length_b 14.9172(4) _cell_length_c 13.0621(4) _cell_angle_alpha 90 _cell_angle_beta 102.5220(11) _cell_angle_gamma 90 _cell_volume 1956.21(10) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _exptl_crystal_density_diffrn 1.557 _diffrn_ambient_temperature 150(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 Ni1 .68641(7) .74680(4) .38396(6) .01733(16) Uani d . 1 . . Ni O5 .8430(4) .8439(3) .4538(3) .0245(11) Uani d D 1 . . O N11 .6599(5) .8093(4) .2392(4) .0250(12) Uani d . 1 . . N N14 .8279(5) .6711(4) .3318(4) .0303(12) Uani d . 1 . . N N18 .7122(5) .6837(4) .5287(4) .0350(15) Uani d . 1 . . N N111 .5483(5) .8251(4) .4356(4) .0269(12) Uani d . 1 . . N C12 .7696(6) .7819(4) .1918(5) .0360(17) Uani d . 1 . . C C13 .8000(7) .6839(5) .2156(5) .0387(17) Uani d . 1 . . C C15 .8343(6) .5766(4) .3604(5) .0384(16) Uani d . 1 . . C C16 .8602(6) .5638(4) .4780(5) .0428(17) Uani d . 1 . . C C17 .7421(6) .5838(4) .5264(5) .0405(18) Uani d . 1 . . C C19 .5928(7) .7062(5) .5678(5) .045(2) Uani d . 1 . . C C110 .5683(6) .8045(5) .5502(4) .0395(19) Uani d . 1 . . C C112 .5455(7) .9189(4) .4087(6) .0434(18) Uani d . 1 . . C C113 .5234(6) .9330(4) .2916(5) .0457(19) Uani d . 1 . . C C114 .6387(7) .9069(4) .2415(5) .0390(18) Uani d . 1 . . C Ni2 -.18413(7) .25284(4) .11557(6) .01788(16) Uani d . 1 . . Ni O6 -.3443(4) .1574(3) .0511(3) .0213(10) Uani d D 1 . . O N21 -.1797(5) .2092(3) .2650(4) .0279(12) Uani d . 1 . . N N24 -.3223(5) .3445(4) .1457(4) .0289(13) Uani d . 1 . . N N28 -.1939(5) .2965(4) -.0378(4) .0343(14) Uani d . 1 . . N N211 -.0487(5) .1595(4) .0875(4) .0355(14) Uani d . 1 . . N C22 -.2953(5) .2507(4) .2989(4) .0290(14) Uani d . 1 . . C C23 -.3099(7) .3447(5) .2595(5) .0391(17) Uani d . 1 . . C C25 -.3157(7) .4349(4) .0983(5) .0413(18) Uani d . 1 . . C C26 -.3261(7) .4280(4) -.0201(5) .049(2) Uani d . 1 . . C C27 -.2042(7) .3913(4) -.0539(5) .0459(19) Uani d . 1 . . C C29 -.0725(6) .2532(6) -.0663(4) .049(2) Uani d . 1 . . C C210 -.0596(6) .1571(5) -.0282(5) .0425(18) Uani d . 1 . . C C213 -.0479(7) .0740(4) .2502(5) .0476(19) Uani d . 1 . . C C212 -.0564(6) .0687(5) .1331(5) .047(2) Uani d . 1 . . C C214 -.1676(6) .1124(4) .2832(5) .0382(17) Uani d . 1 . . C O1 .5332(4) .6538(3) .3288(3) .0210(10) Uani d . 1 . . O O2 .4479(4) .6792(3) .1583(3) .0239(11) Uani d . 1 . . O O3 -.0244(4) .3442(3) .1653(3) .0236(10) Uani d . 1 . . O O4 .0527(4) .3232(3) .3379(3) .0269(11) Uani d . 1 . . O C1 .3491(6) .5647(4) .2454(4) .0180(13) Uani d . 1 . . C C2 .3097(6) .5075(4) .1610(4) .0208(14) Uani d . 1 . . C C3 .2136(6) .4419(4) .1630(5) .0226(15) Uani d . 1 . . C C4 .1556(6) .4327(4) .2490(4) .0191(14) Uani d . 1 . . C C5 .1970(6) .4907(4) .3350(5) .0235(14) Uani d . 1 . . C C6 .2927(6) .5546(4) .3330(5) .0221(15) Uani d . 1 . . C C7 .4518(6) .6382(4) .2440(4) .0182(13) Uani d . 1 . . C C8 .0547(6) .3610(4) .2521(5) .0212(14) Uani d . 1 . . C Cl1 .17207(15) .80653(12) .39094(11) .0262(4) Uani d . 1 . . Cl O11 .0568(4) .8591(4) .3416(4) .0396(13) Uani d . 1 . . O O12 .2517(4) .8581(3) .4746(3) .0361(11) Uani d . 1 . . O O13 .1263(4) .7258(3) .4336(4) .0412(13) Uani d . 1 . . O O14 .2506(4) .7836(3) .3155(3) .0372(12) Uani d . 1 . . O Cl2 .33011(15) .19328(12) .11237(11) .0280(4) Uani d . 1 . . Cl O21 .4401(4) .1345(4) .1595(4) .0345(12) Uani d . 1 . . O O22 .2529(4) .1515(4) .0206(3) .0411(12) Uani d . 1 . . O O23 .3851(4) .2758(3) .0830(4) .0483(14) Uani d . 1 . . O O24 .2479(4) .2099(4) .1864(3) .0481(15) Uani d . 1 . . O H11 .5828 .7851 .1978 .030 Uiso calc R 1 . . H H14 .9109 .6962 .3595 .036 Uiso calc R 1 . . H H18 .7845 .7108 .5732 .042 Uiso calc R 1 . . H H111 .4651 .8023 .4041 .032 Uiso calc R 1 . . H H12A .8494 .8186 .2203 .043 Uiso calc R 1 . . H H12B .7449 .7911 .1149 .043 Uiso calc R 1 . . H H13A .7230 .6466 .1817 .046 Uiso calc R 1 . . H H13B .8782 .6654 .1880 .046 Uiso calc R 1 . . H H15A .9063 .5473 .3331 .046 Uiso calc R 1 . . H H15B .7492 .5472 .3275 .046 Uiso calc R 1 . . H H16A .9351 .6031 .5112 .051 Uiso calc R 1 . . H H16B .8883 .5010 .4945 .051 Uiso calc R 1 . . H H17A .7604 .5602 .5990 .049 Uiso calc R 1 . . H H17B .6627 .5524 .4859 .049 Uiso calc R 1 . . H H19A .6069 .6920 .6435 .054 Uiso calc R 1 . . H H19B .5154 .6713 .5297 .054 Uiso calc R 1 . . H H11A .6452 .8388 .5899 .047 Uiso calc R 1 . . H H11B .4882 .8224 .5758 .047 Uiso calc R 1 . . H H11C .6310 .9469 .4435 .052 Uiso calc R 1 . . H H11D .4733 .9488 .4351 .052 Uiso calc R 1 . . H H11E .5029 .9971 .2766 .055 Uiso calc R 1 . . H H11F .4440 .8981 .2573 .055 Uiso calc R 1 . . H H11G .6211 .9302 .1689 .047 Uiso calc R 1 . . H H11H .7212 .9357 .2810 .047 Uiso calc R 1 . . H H21 -.1040 .2346 .3070 .033 Uiso calc R 1 . . H H24 -.4060 .3212 .1164 .035 Uiso calc R 1 . . H H28 -.2690 .2705 -.0800 .041 Uiso calc R 1 . . H H211 .0354 .1820 .1170 .043 Uiso calc R 1 . . H H22A -.3775 .2164 .2701 .035 Uiso calc R 1 . . H H22B -.2803 .2502 .3764 .035 Uiso calc R 1 . . H H23A -.3899 .3723 .2768 .047 Uiso calc R 1 . . H H23B -.2311 .3803 .2935 .047 Uiso calc R 1 . . H H25A -.2306 .4642 .1314 .050 Uiso calc R 1 . . H H25B -.3894 .4726 .1120 .050 Uiso calc R 1 . . H H26A -.4031 .3893 -.0501 .059 Uiso calc R 1 . . H H26B -.3452 .4885 -.0509 .059 Uiso calc R 1 . . H H27A -.2105 .4049 -.1290 .055 Uiso calc R 1 . . H H27B -.1232 .4209 -.0130 .055 Uiso calc R 1 . . H H29A -.0817 .2547 -.1433 .059 Uiso calc R 1 . . H H29B .0086 .2872 -.0337 .059 Uiso calc R 1 . . H H21A -.1386 .1219 -.0627 .051 Uiso calc R 1 . . H H21B .0207 .1290 -.0446 .051 Uiso calc R 1 . . H H21C -.0322 .0129 .2797 .057 Uiso calc R 1 . . H H21D .0306 .1108 .2818 .057 Uiso calc R 1 . . H H21E .0175 .0312 .1195 .057 Uiso calc R 1 . . H H21F -.1414 .0398 .0987 .057 Uiso calc R 1 . . H H21G -.2489 .0824 .2436 .046 Uiso calc R 1 . . H H21H -.1606 .1002 .3587 .046 Uiso calc R 1 . . H H2 .3482 .5130 .1014 .025 Uiso calc R 1 . . H H3 .1875 .4029 .1046 .027 Uiso calc R 1 . . H H5 .1587 .4856 .3947 .028 Uiso calc R 1 . . H H6 .3209 .5926 .3920 .027 Uiso calc R 1 . . H H51 .869(6) .832(4) .5187(12) .042(7) Uiso d D 1 . . H H52 .904(4) .863(4) .425(4) .042(7) Uiso d D 1 . . H H61 -.373(6) .153(4) -.0148(12) .042(7) Uiso d D 1 . . H H62 -.414(3) .159(4) .076(4) .042(7) Uiso d D 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 Ni1 .0159(3) .0199(4) .0154(3) -.0029(3) .0015(3) .0011(3) O5 .023(2) .028(3) .021(2) -.003(2) .0018(19) -.002(2) N11 .023(2) .033(3) .016(2) -.016(2) -.0024(18) .004(2) N14 .023(2) .031(3) .036(3) -.007(2) .003(2) -.014(2) N18 .026(3) .053(4) .020(2) -.018(2) -.007(2) .007(2) N111 .013(2) .036(3) .028(3) -.004(2) -.0019(19) -.012(2) C12 .036(3) .053(4) .021(3) -.021(3) .009(2) -.004(3) C13 .030(3) .062(5) .028(3) -.012(3) .014(2) -.020(3) C15 .025(3) .028(3) .057(4) .000(2) -.004(3) -.011(3) C16 .035(3) .025(3) .058(4) .005(2) -.013(3) .014(3) C17 .042(4) .030(3) .039(4) -.013(3) -.017(3) .023(3) C19 .038(4) .079(5) .016(3) -.029(3) .004(2) .002(3) C110 .022(3) .077(5) .022(3) -.007(4) .010(2) -.020(4) C112 .026(3) .027(3) .071(5) .009(3) -.002(3) -.019(3) C113 .033(3) .028(3) .062(4) .004(3) -.021(3) .001(3) C114 .040(4) .023(3) .044(4) -.012(3) -.014(3) .017(3) Ni2 .0163(3) .0205(4) .0158(3) -.0026(3) .0011(3) -.0002(3) O6 .013(2) .031(3) .018(2) -.003(2) -.0009(17) -.002(2) N21 .029(3) .026(2) .024(2) -.011(2) -.008(2) .0069(19) N24 .019(2) .028(3) .036(3) .001(2) -.0023(19) -.008(2) N28 .027(3) .052(3) .020(2) -.022(2) -.004(2) .004(2) N211 .021(2) .049(4) .036(3) .002(2) .005(2) -.016(2) C22 .023(3) .050(4) .017(2) -.012(3) .0091(19) -.008(3) C23 .030(3) .051(4) .037(4) -.002(3) .009(3) -.015(3) C25 .045(4) .016(3) .056(5) .007(3) -.004(3) .006(3) C26 .051(5) .032(4) .049(4) -.006(3) -.021(3) .013(3) C27 .048(4) .044(4) .036(4) -.019(3) -.011(3) .021(3) C29 .026(3) .105(6) .018(3) -.023(5) .008(2) -.001(5) C210 .024(3) .065(5) .038(4) -.005(3) .005(2) -.020(3) C213 .054(4) .018(3) .057(4) .004(3) -.018(3) .011(3) C212 .025(3) .025(3) .086(6) .005(2) .000(4) -.014(4) C214 .033(3) .038(4) .036(3) -.014(3) -.011(3) .013(3) O1 .017(2) .027(3) .016(2) -.0088(19) -.0052(16) .0041(19) O2 .025(2) .028(3) .0166(19) -.0109(19) -.0006(16) .003(2) O3 .021(2) .027(3) .020(2) -.007(2) -.0001(18) -.0007(19) O4 .028(2) .028(3) .021(2) -.010(2) -.0011(17) .004(2) C1 .014(3) .022(3) .015(3) .000(3) -.006(2) .006(3) C2 .024(3) .022(3) .014(3) -.006(3) .000(2) .002(2) C3 .029(3) .019(3) .019(3) -.005(3) .002(3) -.003(3) C4 .019(3) .012(3) .024(3) -.002(3) .001(2) -.002(3) C5 .024(3) .026(4) .020(3) -.001(3) .005(3) .001(3) C6 .016(3) .021(4) .026(3) -.004(3) -.004(3) -.002(3) C7 .016(3) .016(3) .022(3) .000(3) .003(2) .002(3) C8 .016(3) .024(4) .022(3) -.001(3) .001(3) -.002(3) Cl1 .0179(8) .0302(9) .0287(8) .0001(7) .0010(7) .0013(7) O11 .021(2) .055(3) .039(2) .012(2) -.001(2) .016(3) O12 .034(2) .038(2) .033(2) -.006(2) .000(2) -.007(2) O13 .033(2) .040(3) .050(3) -.005(2) .007(2) .008(2) O14 .025(2) .051(3) .038(3) .004(2) .013(2) -.007(2) Cl2 .0200(8) .0349(10) .0271(8) -.0026(8) .0005(7) -.0010(7) O21 .026(3) .041(3) .033(2) .004(2) -.001(2) .004(2) O22 .033(2) .059(3) .026(2) -.009(2) -.0068(19) -.004(2) O23 .031(3) .029(3) .082(3) -.004(2) .005(2) .013(2) O24 .025(2) .089(4) .030(3) .003(3) .005(2) -.008(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 Ni1 N11 . 2.072(5) y Ni1 N14 . 2.071(5) y Ni1 N18 . 2.077(5) y Ni1 N111 . 2.062(5) y Ni1 O1 . 2.106(4) y Ni1 O5 . 2.211(4) y O5 H51 . .85(2) no O5 H52 . .85(5) no N11 C114 . 1.474(8) y N11 C12 . 1.459(8) y N11 H11 . .93 no N14 C13 . 1.494(8) y N14 C15 . 1.457(8) y N14 H14 . .9300 no N18 C17 . 1.524(9) y N18 C19 . 1.467(9) y N18 H18 . .93 no N111 C110 . 1.499(7) y N111 C112 . 1.441(8) y N111 H111 . .93 no C12 C13 . 1.512(9) no C12 H12A . .99 no C12 H12B . .99 no C13 H13A . .99 no C13 H13B . .99 no C15 C16 . 1.513(8) no C15 H15A . .99 no C15 H15B . .99 no C16 C17 . 1.515(9) no C16 H16A . .99 no C16 H16B . .99 no C17 H17A . .99 no C17 H17B . .99 no C19 C110 . 1.497(10) no C19 H19A . .99 no C19 H19B . .99 no C110 H11A . .99 no C110 H11B . .99 no C112 C113 . 1.511(9) no C112 H11C . .99 no C112 H11D . .99 no C113 C114 . 1.524(9) no C113 H11E . .99 no C113 H11F . .99 no C114 H11G . .99 no C114 H11H . .99 no Ni2 N21 . 2.049(5) y Ni2 N24 . 2.070(5) y Ni2 N28 . 2.089(5) y Ni2 N211 . 2.057(6) y Ni2 O3 . 2.125(4) y Ni2 O6 . 2.202(4) y O6 H61 . .85(2) no O6 H62 . .85(4) no N21 C214 . 1.464(8) y N21 C22 . 1.491(7) y N21 H21 . .93 no N24 C23 . 1.463(8) y N24 C25 . 1.493(8) y N24 H24 . .93 no N28 C27 . 1.431(9) y N28 C29 . 1.521(9) y N28 H28 . .93 no N211 C210 . 1.491(7) y N211 C212 . 1.490(9) y N211 H211 . .93 no C22 C23 . 1.489(8) no C22 H22A . .99 no C22 H22B . .99 no C23 H23A . .99 no C23 H23B . .99 no C25 C26 . 1.530(8) no C25 H25A . .99 no C25 H25B . .99 no C26 C27 . 1.519(9) no C26 H26A . .99 no C26 H26B . .99 no C27 H27A . .99 no C27 H27B . .99 no C29 C210 . 1.514(10) no C29 H29A . .99 no C29 H29B . .99 no C210 H21A . .99 no C210 H21B . .99 no C213 C214 . 1.503(9) no C213 C212 . 1.515(8) no C213 H21C . .99 no C213 H21D . .99 no C212 H21E . .99 no C212 H21F . .99 no C214 H21G . .99 no C214 H21H . .99 no O1 C7 . 1.257(6) no O2 C7 . 1.269(6) no O3 C8 . 1.268(6) no O4 C8 . 1.259(7) no C1 C2 . 1.384(7) no C1 C6 . 1.399(8) no C1 C7 . 1.524(8) no C2 C3 . 1.395(8) no C2 H2 . .95 no C3 C4 . 1.389(8) no C3 H3 . .95 no C4 C5 . 1.409(7) no C4 C8 . 1.496(8) no C5 C6 . 1.374(8) no C5 H5 . .95 no C6 H6 . .95 no Cl1 O12 . 1.438(4) no Cl1 O14 . 1.443(5) no Cl1 O13 . 1.448(5) no Cl1 O11 . 1.451(5) no Cl2 O22 . 1.429(4) no Cl2 O24 . 1.437(5) no Cl2 O23 . 1.441(5) no Cl2 O21 . 1.459(5) no