#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/20/2012077.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2012077 loop_ _publ_author_name 'Gao, En-Qing ' 'Liao, Dai-Zheng' 'Jiang, Zong-Hui' 'Yan, Shi-Ping' _publ_section_title ; A novel hydrogen-bonded microporous framework constructed from two different metal complexes ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 807 _journal_page_last 809 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac '[Ni(C16 H36 N4 )][Ni(C10 H4 N2 O6 )] , 2H2 O' _chemical_formula_moiety 'C16 H36 N4 Ni 2+ , C10 H4 N2 Ni O6 2- , 2H2 O' _chemical_formula_sum 'C26 H44 N6 Ni2 O8' _chemical_formula_weight 686.09 _chemical_name_systematic ; meso-5,7,7,12,14,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane nickel(II) 1,2-phenylenebis(oxamato)cuprate(II) dihydrate ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _cell_angle_alpha 92.488(2) _cell_angle_beta 110.247(2) _cell_angle_gamma 99.408(2) _cell_formula_units_Z 2 _cell_length_a 10.0460(8) _cell_length_b 12.4964(10) _cell_length_c 12.7901(10) _cell_measurement_reflns_used 4890 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 25.03 _cell_measurement_theta_min 2.25 _cell_volume 1477.5(2) _computing_cell_refinement 'SMART1000 software' _computing_data_collection 'SMART1000 software (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1996)' _computing_molecular_graphics 'XP (Sheldrick, 1997)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full .993 _diffrn_measured_fraction_theta_max .993 _diffrn_measurement_device 'BRUKER SMART 1000' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .015 _diffrn_reflns_av_sigmaI/netI .0259 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 6157 _diffrn_reflns_theta_full 25.03 _diffrn_reflns_theta_max 25.03 _diffrn_reflns_theta_min 1.66 _diffrn_standards_number none _exptl_absorpt_coefficient_mu 1.333 _exptl_absorpt_correction_T_max .8783 _exptl_absorpt_correction_T_min .6906 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.542 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 724 _exptl_crystal_size_max .3 _exptl_crystal_size_mid .15 _exptl_crystal_size_min .1 _refine_diff_density_max .430 _refine_diff_density_min -.250 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 411 _refine_ls_number_reflns 5173 _refine_ls_number_restraints 5 _refine_ls_restrained_S_all 1.043 _refine_ls_R_factor_all .0398 _refine_ls_R_factor_gt .0322 _refine_ls_shift/su_max .001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0545P)^2^+0.3612P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .0913 _reflns_number_gt 4408 _reflns_number_total 5173 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file de1170.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M P-1 _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value 'not measured' was changed to '?' - the value is undefined or not given. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2012077 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 .5 .5 .5 .02707(12) Uani d S 1 . . Ni Ni2 0 0 0 .03056(13) Uani d S 1 . . Ni Ni3 .88728(3) .75816(2) .50559(3) .03268(11) Uani d . 1 . . Ni O1 .8391(2) .67964(16) .61494(17) .0489(5) Uani d . 1 . . O O2 .7268(2) .69986(16) .37633(16) .0472(5) Uani d . 1 . . O O3 .8906(2) .88163(18) .23166(16) .0528(5) Uani d . 1 . . O O5 .9337(3) .66372(19) .79683(19) .0634(6) Uani d . 1 . . O O4 .6458(2) .7157(2) .19357(19) .0690(7) Uani d . 1 . . O O6 1.1557(2) .83919(18) .81282(15) .0541(5) Uani d . 1 . . O N1 1.0517(2) .82356(16) .61960(16) .0312(5) Uani d . 1 . . N N2 .9551(2) .84050(16) .41470(16) .0306(4) Uani d . 1 . . N C1 1.0631(3) .8000(2) .7220(2) .0361(6) Uani d . 1 . . C C2 .9373(3) .7072(2) .7135(2) .0421(6) Uani d . 1 . . C C3 .7348(3) .7424(2) .2879(2) .0450(7) Uani d . 1 . . C C4 .8705(3) .8314(2) .3078(2) .0357(6) Uani d . 1 . . C C5 1.0914(3) .90860(19) .4701(2) .0296(5) Uani d . 1 . . C C6 1.1713(3) .9776(2) .4230(2) .0392(6) Uani d . 1 . . C H6A 1.1356 .985 .3467 .047 Uiso calc R 1 . . H C7 1.3055(3) 1.0359(2) .4913(3) .0485(7) Uani d . 1 . . C H7A 1.3605 1.082 .4602 .058 Uiso calc R 1 . . H C8 1.3585(3) 1.0267(2) .6041(3) .0481(7) Uani d . 1 . . C H8A 1.4489 1.0667 .6482 .058 Uiso calc R 1 . . H C9 1.2796(3) .9587(2) .6533(2) .0387(6) Uani d . 1 . . C H9A 1.3157 .9531 .73 .046 Uiso calc R 1 . . H C10 1.1458(3) .89929(19) .5861(2) .0292(5) Uani d . 1 . . C N3 .3316(2) .53726(17) .38712(18) .0326(5) Uani d D 1 . . N N4 .4273(2) .51884(17) .62182(18) .0330(5) Uani d D 1 . . N C11 .3567(3) .5460(3) .2797(2) .0455(7) Uani d . 1 . . C H11A .4073 .6187 .2784 .055 Uiso calc R 1 . . H H11B .2654 .5314 .217 .055 Uiso calc R 1 . . H C12 .5542(3) .5366(2) .7277(2) .0456(7) Uani d . 1 . . C H12A .5231 .5276 .7912 .055 Uiso calc R 1 . . H H12B .6099 .6097 .7371 .055 Uiso calc R 1 . . H C13 .2654(3) .6285(2) .4171(2) .0412(6) Uani d . 1 . . C C14 .2148(3) .5965(2) .5123(2) .0444(7) Uani d . 1 . . C H14A .1527 .6457 .5203 .053 Uiso calc R 1 . . H H14B .1559 .5238 .4906 .053 Uiso calc R 1 . . H C15 .3304(3) .5969(2) .6259(2) .0427(6) Uani d . 1 . . C H15A .3897 .6704 .6477 .051 Uiso calc R 1 . . H C16 .1319(4) .6403(3) .3172(3) .0695(10) Uani d . 1 . . C H16A .0627 .5731 .2978 .104 Uiso calc R 1 . . H H16B .1598 .6572 .2543 .104 Uiso calc R 1 . . H H16C .0896 .6979 .3368 .104 Uiso calc R 1 . . H C17 .3782(4) .7341(2) .4507(3) .0598(9) Uani d . 1 . . C H17A .4604 .7247 .5135 .09 Uiso calc R 1 . . H H17B .3371 .7922 .4711 .09 Uiso calc R 1 . . H H17C .4079 .7516 .3888 .09 Uiso calc R 1 . . H C18 .2612(4) .5718(3) .7131(3) .0729(11) Uani d . 1 . . C H18A .3354 .5732 .7851 .109 Uiso calc R 1 . . H H18B .2003 .5008 .6924 .109 Uiso calc R 1 . . H H18C .2043 .6255 .7169 .109 Uiso calc R 1 . . H N5 .1022(2) -.12291(18) .02236(17) .0341(5) Uani d D 1 . . N N6 .1694(2) .10498(19) .00537(17) .0353(5) Uani d D 1 . . N C22 .3470(3) -.0135(2) .0670(2) .0418(6) Uani d . 1 . . C H22A .3329 -.0249 -.0119 .05 Uiso calc R 1 . . H H22B .4481 -.013 .1091 .05 Uiso calc R 1 . . H C23 .3162(3) .0989(2) .0900(2) .0387(6) Uani d . 1 . . C C24 .3174(3) -.2121(3) .0835(3) .0574(8) Uani d . 1 . . C H24A .2607 -.2728 .1019 .086 Uiso calc R 1 . . H H24B .416 -.2022 .1337 .086 Uiso calc R 1 . . H H24C .3128 -.2263 .0078 .086 Uiso calc R 1 . . H C25 .4322(3) .1853(3) .0740(3) .0552(8) Uani d . 1 . . C H25A .4331 .1726 -.0003 .083 Uiso calc R 1 . . H H25B .525 .1812 .1279 .083 Uiso calc R 1 . . H H25C .4112 .2564 .0843 .083 Uiso calc R 1 . . H C26 .3130(3) .1174(3) .2077(2) .0526(8) Uani d . 1 . . C H26A .2401 .0625 .2166 .079 Uiso calc R 1 . . H H26B .2913 .1882 .2184 .079 Uiso calc R 1 . . H H26C .4055 .1133 .262 .079 Uiso calc R 1 . . H OW1 1.1023(4) .5286(3) .9507(3) .1003(10) Uani d D 1 . . O OW2 .6433(5) .5527(4) .0291(4) .0638(12) Uani d P .5 . . O OW2' .5845(7) .4370(6) -.0278(6) .106(2) Uani d P .5 . . O C20 .1395(3) .2168(2) .0078(3) .0487(7) Uani d . 1 . . C H20A .1992 .2637 -.0239 .058 Uiso calc R 1 . . H H20B .1612 .2466 .0844 .058 Uiso calc R 1 . . H C21 .2583(3) -.1095(2) .0946(2) .0400(6) Uani d . 1 . . C H21A .2667 -.0955 .1729 .048 Uiso calc R 1 . . H C19 .0168(3) -.2112(2) .0594(3) .0455(7) Uani d . 1 . . C H19A .0344 -.196 .1386 .055 Uiso calc R 1 . . H H19B .0445 -.2803 .0479 .055 Uiso calc R 1 . . H H6N .173(3) .086(2) -.0625(12) .034(7) Uiso d D 1 . . H H3N .260(2) .4784(16) .376(2) .047(8) Uiso d D 1 . . H H5N .090(3) -.150(2) -.0477(12) .040(8) Uiso d D 1 . . H H4N .374(3) .4526(13) .621(3) .053(9) Uiso d D 1 . . H H1W 1.087(4) .579(3) .903(3) .091(14) 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 .0255(2) .0235(2) .0350(3) .00552(17) .01364(18) .00566(18) Ni2 .0270(2) .0433(3) .0245(2) .01211(19) .01013(18) .00836(19) Ni3 .03288(19) .03058(18) .03100(19) -.00165(13) .01059(14) .00232(13) O1 .0555(12) .0410(11) .0502(13) -.0063(9) .0254(10) .0099(9) O2 .0421(11) .0438(11) .0430(12) -.0069(9) .0071(9) -.0041(9) O3 .0584(13) .0715(14) .0277(10) .0150(11) .0127(9) .0107(10) O5 .0791(16) .0697(15) .0570(14) .0148(12) .0403(12) .0337(12) O4 .0533(13) .0831(17) .0451(13) .0054(12) -.0085(11) -.0110(12) O6 .0590(13) .0720(14) .0255(10) .0058(11) .0103(9) .0091(10) N1 .0331(11) .0332(11) .0268(11) .0043(9) .0108(9) .0062(9) N2 .0312(11) .0343(11) .0253(11) .0059(9) .0090(9) .0044(9) C1 .0431(15) .0375(14) .0323(14) .0118(12) .0167(12) .0084(11) C2 .0554(17) .0381(15) .0453(17) .0140(13) .0305(14) .0125(13) C3 .0392(15) .0463(16) .0412(17) .0110(13) .0043(13) -.0069(13) C4 .0395(14) .0423(15) .0264(13) .0159(12) .0098(11) .0005(11) C5 .0306(12) .0287(12) .0311(13) .0079(10) .0120(10) .0043(10) C6 .0454(15) .0392(15) .0389(15) .0081(12) .0215(12) .0120(12) C7 .0440(16) .0443(16) .061(2) -.0014(13) .0276(15) .0123(14) C8 .0319(14) .0468(17) .0584(19) -.0021(12) .0119(13) .0029(14) C9 .0318(13) .0411(15) .0363(14) .0036(11) .0052(11) .0034(12) C10 .0294(12) .0281(12) .0314(13) .0070(10) .0115(10) .0050(10) N3 .0302(11) .0294(11) .0406(12) .0075(9) .0148(9) .0067(9) N4 .0353(11) .0301(11) .0389(12) .0080(9) .0189(10) .0059(9) C11 .0437(16) .0568(18) .0383(16) .0166(14) .0132(13) .0139(13) C12 .0472(16) .0544(18) .0363(15) .0122(14) .0157(13) .0009(13) C13 .0394(15) .0357(14) .0522(17) .0173(12) .0159(13) .0107(13) C14 .0373(15) .0426(15) .0618(19) .0154(12) .0246(14) .0083(14) C15 .0489(16) .0381(15) .0518(17) .0169(12) .0273(14) .0060(13) C16 .067(2) .090(3) .063(2) .054(2) .0191(18) .022(2) C17 .082(2) .0295(15) .076(2) .0095(15) .0382(19) .0119(15) C18 .083(3) .099(3) .073(2) .052(2) .055(2) .026(2) N5 .0326(11) .0467(13) .0260(11) .0131(9) .0112(9) .0080(10) N6 .0310(11) .0498(13) .0271(12) .0108(10) .0110(9) .0083(10) C22 .0274(13) .0628(18) .0361(15) .0151(12) .0087(11) .0111(13) C23 .0270(13) .0576(17) .0282(13) .0058(12) .0064(10) .0070(12) C24 .0415(17) .068(2) .069(2) .0261(15) .0183(15) .0282(17) C25 .0361(15) .068(2) .060(2) .0057(14) .0164(14) .0130(16) C26 .0564(18) .066(2) .0314(15) .0112(15) .0106(13) .0048(14) OW1 .108(2) .098(2) .097(2) .0292(19) .0331(19) .034(2) OW2 .078(3) .053(3) .052(3) -.005(2) .022(2) .000(2) OW2' .107(5) .110(5) .101(5) .029(4) .032(4) .011(4) C20 .0401(15) .0459(17) .063(2) .0108(13) .0196(14) .0095(14) C21 .0341(14) .0586(17) .0290(14) .0182(12) .0082(11) .0122(12) C19 .0430(16) .0479(17) .0543(18) .0176(13) .0223(14) .0199(14) 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 N3 . 1.947(2) yes Ni1 N3 2_666 1.947(2) no Ni1 N4 . 1.957(2) yes Ni1 N4 2_666 1.957(2) no Ni2 N6 . 1.951(2) yes Ni2 N6 2 1.951(2) no Ni2 N5 2 1.961(2) no Ni2 N5 . 1.961(2) yes Ni3 N2 . 1.8159(19) yes Ni3 N1 . 1.819(2) yes Ni3 O2 . 1.8790(18) yes Ni3 O1 . 1.8935(18) yes O1 C2 . 1.293(4) yes O2 C3 . 1.293(4) yes O3 C4 . 1.237(3) yes O5 C2 . 1.226(3) yes O4 C3 . 1.219(3) yes O6 C1 . 1.228(3) yes N1 C1 . 1.325(3) yes N1 C10 . 1.413(3) no N2 C4 . 1.325(3) yes N2 C5 . 1.413(3) no C1 C2 . 1.539(4) yes C3 C4 . 1.549(4) yes C5 C6 . 1.380(3) no C5 C10 . 1.410(3) no C6 C7 . 1.385(4) no C7 C8 . 1.371(4) no C8 C9 . 1.386(4) no C9 C10 . 1.384(3) no N3 C11 . 1.486(3) no N3 C13 . 1.508(3) no N4 C12 . 1.481(3) no N4 C15 . 1.497(3) no C11 C12 2_666 1.492(4) no C12 C11 2_666 1.492(4) no C13 C14 . 1.519(4) no C13 C17 . 1.528(4) no C13 C16 . 1.532(4) no C14 C15 . 1.514(4) no C15 C18 . 1.524(4) no N5 C19 . 1.482(3) no N5 C21 . 1.497(3) no N6 C20 . 1.478(4) no N6 C23 . 1.514(3) no C22 C21 . 1.505(4) no C22 C23 . 1.524(4) no C23 C26 . 1.525(4) no C23 C25 . 1.529(4) no C24 C21 . 1.519(4) no OW2 OW2' . 1.517(8) no C20 C19 2 1.494(4) no C19 C20 2 1.494(4) no loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni .3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N3 Ni1 N3 . 2_666 180.0000(10) yes N3 Ni1 N4 . . 93.79(9) yes N3 Ni1 N4 2_666 . 86.21(9) no N3 Ni1 N4 . 2_666 86.21(9) yes N3 Ni1 N4 2_666 2_666 93.79(9) no N4 Ni1 N4 . 2_666 180.0000(10) ? N6 Ni2 N6 . 2 180.00(16) yes N6 Ni2 N5 . 2 86.32(9) yes N6 Ni2 N5 2 2 93.68(9) no N6 Ni2 N5 . . 93.68(9) yes N6 Ni2 N5 2 . 86.32(9) no N5 Ni2 N5 2 . 180.00(11) yes N2 Ni3 N1 . . 86.54(9) yes N2 Ni3 O2 . . 86.58(9) yes N1 Ni3 O2 . . 173.10(9) yes N2 Ni3 O1 . . 172.77(9) yes N1 Ni3 O1 . . 86.25(9) yes O2 Ni3 O1 . . 100.62(9) yes C2 O1 Ni3 . . 111.56(16) yes C3 O2 Ni3 . . 112.25(17) yes C1 N1 C10 . . 128.9(2) no C1 N1 Ni3 . . 116.85(18) yes C10 N1 Ni3 . . 114.14(15) yes C4 N2 C5 . . 128.9(2) no C4 N2 Ni3 . . 116.79(17) yes C5 N2 Ni3 . . 114.28(15) yes O6 C1 N1 . . 129.7(3) no O6 C1 C2 . . 121.5(2) no N1 C1 C2 . . 108.8(2) yes O5 C2 O1 . . 123.5(3) no O5 C2 C1 . . 120.5(3) no O1 C2 C1 . . 116.0(2) yes O4 C3 O2 . . 124.4(3) no O4 C3 C4 . . 120.3(3) no O2 C3 C4 . . 115.3(2) yes O3 C4 N2 . . 128.5(3) no O3 C4 C3 . . 122.5(2) no N2 C4 C3 . . 109.0(2) yes C6 C5 C10 . . 120.0(2) no C6 C5 N2 . . 127.4(2) no C10 C5 N2 . . 112.5(2) no C5 C6 C7 . . 118.8(3) no C8 C7 C6 . . 121.1(3) no C7 C8 C9 . . 121.0(3) no C10 C9 C8 . . 118.6(3) no C9 C10 C5 . . 120.4(2) no C9 C10 N1 . . 127.0(2) no C5 C10 N1 . . 112.5(2) no C11 N3 C13 . . 113.4(2) no C11 N3 Ni1 . . 109.68(15) no C13 N3 Ni1 . . 119.02(17) no C12 N4 C15 . . 109.7(2) no C12 N4 Ni1 . . 106.72(16) no C15 N4 Ni1 . . 124.20(16) no N3 C11 C12 . 2_666 106.9(2) no N4 C12 C11 . 2_666 107.1(2) no N3 C13 C14 . . 107.6(2) no N3 C13 C17 . . 109.1(2) no C14 C13 C17 . . 111.8(3) no N3 C13 C16 . . 109.7(2) no C14 C13 C16 . . 107.4(2) no C17 C13 C16 . . 111.1(3) no C15 C14 C13 . . 117.0(2) no N4 C15 C14 . . 111.4(2) no N4 C15 C18 . . 111.4(2) no C14 C15 C18 . . 110.1(3) no C19 N5 C21 . . 109.2(2) no C19 N5 Ni2 . . 107.64(15) no C21 N5 Ni2 . . 122.10(18) no C20 N6 C23 . . 111.7(2) no C20 N6 Ni2 . . 109.92(16) no C23 N6 Ni2 . . 119.54(16) no C21 C22 C23 . . 117.0(2) no N6 C23 C22 . . 107.3(2) no N6 C23 C26 . . 108.8(2) no C22 C23 C26 . . 111.9(2) no N6 C23 C25 . . 109.8(2) no C22 C23 C25 . . 108.6(2) no C26 C23 C25 . . 110.4(2) no N6 C20 C19 . 2 108.0(2) no N5 C21 C22 . . 110.8(2) no N5 C21 C24 . . 111.6(2) no C22 C21 C24 . . 110.1(2) no N5 C19 C20 . 2 108.1(2) no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag OW1 H1W O5 . .89(4) 2.13(4) 2.917(5) 147(4) yes N3 H3N O1 2_666 .91(2) 2.09(2) 2.955(3) 159.0(19) yes N4 H4N O2 2_666 .91(2) 2.01(2) 2.918(3) 175(3) yes N5 H5N O6 1_444 .904(17) 2.11(2) 2.944(3) 153(2) yes N6 H6N O3 2_665 .904(19) 2.111(16) 2.897(3) 145(2) yes OW2 ? O4 . ? ? 2.855(5) ? yes OW2' ? O4 2_665 ? ? 2.881(8) ? yes OW1 ? OW1 2_767 ? ? 2.778(6) ? yes OW1 ? OW2 2_766 ? ? 2.836(7) ? yes OW1 ? OW2' 2_766 ? ? 2.904(9) ? yes OW2 ? OW2 2_665 ? ? 2.788 ? yes OW2' ? OW2' 2_665 ? ? 2.735 ? yes