Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 loop_ _publ_author_name 'Williams, Alan' 'Bernardinelli, Gerald' 'Broughton, Vanessa' 'Decurtins, S.' 'Franz, Patrick' 'Isele, Katharina' 'Matthews, Craig J.' _publ_contact_author_name 'Prof Alan Williams' _publ_contact_author_address ; Department of Inorganic, Analytical and Applied Chemistry University of Geneva 30 quai Ernest Ansermet CH 1211 GENEVA 4 SWITZERLAND ; _publ_requested_journal 'J.C.S Dalton Trans.' _publ_contact_author_email gerald.bernardinelli@cryst.unige.ch _publ_contact_author_phone '41 (22) 702 62 02' _publ_contact_author_fax '41 (22) 702 61 08' _publ_section_title ; 1,2-bis-(2-benzimidazolyl)-1,2-ethanediol, a chiral, tridentate, facially coordinating ligand. ; #=========================================================================== data_BLUE _database_code_CSD 183161 #-----[Cu(SS-1)2]2·(ClO4)4·(CH3CN)4·CH2Cl2 --------------------------------- _audit_creation_date '1997-07-10' _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record '2002-03-06' _audit_conform_dict_name 'cif_core.dic' _audit_conform_dict_version '2.0.1' #--------------------------------------------------------------------------- _chemical_name_systematic ; Bis[(S,S)-1,2-bis (1H-benzimidazol-2-yl) -1,2- ethanediol] copper(II) diperchlorate ; _chemical_formula_moiety ; Cu2 (C16 H14 N4 O2)4 (Cl O4)4 (C H2 Cl2) (C H3 C N)4 ; _chemical_formula_sum 'C73 H70 N20 O24 Cl6 Cu2' _chemical_formula_weight 1951.3 _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P 1' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z _cell_length_a 11.2960(10) _cell_length_b 12.3350(10) _cell_length_c 16.3570(10) _cell_angle_alpha 70.279(5) _cell_angle_beta 77.976(5) _cell_angle_gamma 76.047(6) _cell_volume 2061.9(3) _cell_formula_units_Z 1 _exptl_crystal_density_diffrn 1.571 _exptl_crystal_density_meas not_measured _diffrn_radiation_type 'CuK\a' _diffrn_radiation_wavelength 1.54183 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 28.5 _cell_measurement_theta_max 37 _cell_measurement_temperature 200 _exptl_absorpt_coefficient_mu 3.188 _exptl_crystal_description prism _exptl_crystal_size_max .56 _exptl_crystal_size_mid .26 _exptl_crystal_size_min .10 _exptl_crystal_colour blue _diffrn_measurement_device_type Stoe_Stadi-4_4-circle_diffractometer _diffrn_measurement_method \w-2\q_scans _exptl_absorpt_correction_type Analytical _exptl_absorpt_process_details 'xtal_lsabs' _exptl_absorpt_correction_T_min .376524 _exptl_absorpt_correction_T_max .711824 _diffrn_reflns_number 9556 _reflns_number_total 9416 _reflns_number_gt 9076 _reflns_threshold_expression 'refl observed if Fo > 4.0 \s(Fo)' _diffrn_reflns_theta_max 52.5 _diffrn_reflns_av_R_equivalents 'no equiv reflns' _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_standards_number 2 _diffrn_standards_interval_time 45 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .044 _refine_ls_wR_factor_ref .056 _refine_ls_goodness_of_fit_ref 2.70 _refine_ls_number_reflns 9076 _refine_ls_number_parameters 1128 _refine_ls_weighting_scheme calc _refine_ls_weighting_details '\w=1/[\s^2^(Fo)+0.0005(Fo^2^)]' _refine_ls_hydrogen_treatment noref _refine_ls_shift/su_max .00014 _refine_diff_density_max .533 _refine_diff_density_min -.643 _refine_ls_extinction_method Zachariasen _refine_ls_extinction_coef 2639(400) _refine_ls_abs_structure_details Flack_xabs_refined _refine_ls_abs_structure_Flack .01(2) _refine_special_details ; Hydrogen atoms were not observed nor claculated for -OH groups and acetonitriles. All other coordinates of H atoms were calculated. ; _computing_data_collection 'Stoe_Stadi-4' _computing_cell_refinement 'xtal_latcon' _computing_data_reduction 'xtal_REFCAL_LSABS__SORTRF' _computing_structure_solution 'multan_87' _computing_structure_refinement 'xtal_CRYLSQ' _computing_molecular_graphics 'xtal_gx3' _computing_publication_material 'xtal_CIFIO' loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .017 .009 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .047 .032 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .029 .018 Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .348 .702 Cu Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 -2.019 .589 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type Cu1 .9533(14) .6015(13) .8723(10) .0220(11) 1.00000 Uani Cu2 .9556(14) .1012(13) .3882(10) .0279(11) 1.00000 Uani O1a 1.3113(15) .7172(14) .8763(11) .042(7) 1.00000 Uani O2a 1.1501(15) .4694(14) .9373(11) .033(6) 1.00000 Uani N1a 1.0004(16) .7114(15) .9213(11) .025(7) 1.00000 Uani N2a 1.0988(16) .8016(15) .9756(12) .033(8) 1.00000 Uani N3a 1.0936(16) .6188(14) .7757(11) .024(7) 1.00000 Uani N4a 1.2929(15) .6118(15) .7238(12) .034(8) 1.00000 Uani C1a .9182(16) .8102(15) .9404(12) .028(9) 1.00000 Uani C2a .7957(16) .8583(15) .9244(12) .034(9) 1.00000 Uani C3a .7421(17) .9607(16) .9433(13) .050(11) 1.00000 Uani C4a .8039(17) 1.0147(16) .9775(14) .061(14) 1.00000 Uani C5a .9252(17) .9683(17) .9951(13) .049(12) 1.00000 Uani C6a .9800(16) .8669(15) .9738(12) .034(10) 1.00000 Uani C7a 1.1065(17) .7156(15) .9418(12) .027(9) 1.00000 Uani C8a 1.2310(16) .6390(15) .9290(12) .032(9) 1.00000 Uani C9a 1.2358(16) .5454(15) .8872(12) .032(9) 1.00000 Uani C10a 1.2085(17) .5933(15) .7961(12) .025(9) 1.00000 Uani C11a 1.1060(16) .6549(15) .6850(12) .024(8) 1.00000 Uani C12a 1.0176(16) .6915(15) .6268(12) .030(9) 1.00000 Uani C13a 1.0607(17) .7220(16) .5386(12) .038(10) 1.00000 Uani C14a 1.1856(17) .7185(16) .5059(12) .040(10) 1.00000 Uani C15a 1.2750(17) .6844(16) .5605(12) .043(11) 1.00000 Uani C16a 1.2318(17) .6516(15) .6513(12) .030(9) 1.00000 Uani O1b .5332(15) .5699(14) .8950(11) .035(6) 1.00000 Uani O2b .7917(15) .7200(14) .7826(11) .030(6) 1.00000 Uani N1b .8107(15) .5750(14) .9710(11) .024(7) 1.00000 Uani N2b .6238(15) .5549(15) 1.0447(11) .032(8) 1.00000 Uani N3b .9029(16) .4937(15) .8235(11) .024(7) 1.00000 Uani N4b .7730(16) .4438(15) .7652(12) .035(8) 1.00000 Uani C1b .8192(17) .5352(15) 1.0618(12) .027(9) 1.00000 Uani C2b .9187(17) .5107(15) 1.1068(12) .035(10) 1.00000 Uani C3b .8957(17) .4724(15) 1.1981(12) .033(10) 1.00000 Uani C4b .7775(18) .4607(16) 1.2432(12) .042(11) 1.00000 Uani C5b .6778(17) .4856(16) 1.1995(12) .039(10) 1.00000 Uani C6b .7024(17) .5224(15) 1.1066(12) .028(9) 1.00000 Uani C7b .6934(17) .5845(15) .9655(12) .027(9) 1.00000 Uani C8b .6291(16) .6334(15) .8847(12) .032(9) 1.00000 Uani C9b .7129(16) .6397(15) .7969(12) .025(8) 1.00000 Uani C10b .7952(16) .5249(15) .7954(12) .024(8) 1.00000 Uani C11b .9551(16) .3860(15) .8110(12) .026(9) 1.00000 Uani C12b 1.0675(17) .3121(16) .8318(12) .038(10) 1.00000 Uani C13b 1.0908(18) .2043(16) .8157(14) .062(13) 1.00000 Uani C14b 1.0093(18) .1735(16) .7802(15) .075(17) 1.00000 Uani C15b .8963(18) .2468(17) .7574(14) .065(14) 1.00000 Uani C16b .8719(17) .3527(15) .7753(13) .038(10) 1.00000 Uani O1c 1.3690(16) -.0692(15) .3335(12) .069(9) 1.00000 Uani O2c 1.1343(16) .1976(14) .3077(11) .041(7) 1.00000 Uani N1c 1.0539(16) -.0242(14) .3317(11) .031(8) 1.00000 Uani N2c 1.1980(16) -.1187(15) .2522(12) .046(9) 1.00000 Uani N3c 1.0751(16) .0551(15) .4711(12) .031(8) 1.00000 Uani N4c 1.2677(15) .0040(15) .5024(11) .036(8) 1.00000 Uani C1c 1.0027(17) -.1044(16) .3130(12) .036(10) 1.00000 Uani C2c .8842(17) -.1336(16) .3405(12) .039(10) 1.00000 Uani C3c .8627(18) -.2214(17) .3155(13) .053(12) 1.00000 Uani C4c .952(2) -.2793(17) .2634(14) .061(14) 1.00000 Uani C5c 1.0693(19) -.2513(17) .2358(13) .057(13) 1.00000 Uani C6c 1.0916(18) -.1648(16) .2632(12) .042(10) 1.00000 Uani C7c 1.1722(17) -.0388(16) .2944(12) .035(9) 1.00000 Uani C8c 1.2731(17) .0211(16) .2945(12) .045(10) 1.00000 Uani C9c 1.2369(17) .1097(16) .3438(12) .036(9) 1.00000 Uani C10c 1.1932(17) .0549(16) .4396(12) .034(10) 1.00000 Uani C11c 1.0713(17) .0041(16) .5610(12) .031(10) 1.00000 Uani C12c .9700(16) -.0152(15) .6278(12) .031(9) 1.00000 Uani C13c .9976(17) -.0659(16) .7117(12) .032(9) 1.00000 Uani C14c 1.1186(18) -.0979(15) .7321(12) .040(10) 1.00000 Uani C15c 1.2188(17) -.0817(15) .6681(12) .036(10) 1.00000 Uani C16c 1.1918(16) -.0280(15) .5825(12) .033(10) 1.00000 Uani O1d .5286(16) .2365(15) .3973(11) .056(8) 1.00000 Uani O2d .7842(15) .0102(14) .4923(11) .036(6) 1.00000 Uani N1d .8328(16) .1508(15) .3029(11) .030(8) 1.00000 Uani N2d .6603(16) .2005(15) .2442(12) .038(9) 1.00000 Uani N3d .8566(16) .2206(15) .4464(11) .030(7) 1.00000 Uani N4d .6891(16) .2934(15) .5229(12) .039(8) 1.00000 Uani C1d .8626(17) .1819(15) .2119(12) .032(9) 1.00000 Uani C2d .9763(17) .1880(16) .1578(12) .036(10) 1.00000 Uani C3d .9725(17) .2233(16) .0683(12) .044(11) 1.00000 Uani C4d .8646(19) .2539(16) .0318(12) .046(11) 1.00000 Uani C5d .7515(18) .2498(16) .0853(12) .045(11) 1.00000 Uani C6d .7538(17) .2132(15) .1748(12) .032(10) 1.00000 Uani C7d .7107(17) .1627(15) .3193(12) .031(9) 1.00000 Uani C8d .6263(17) .1377(16) .4046(12) .040(10) 1.00000 Uani C9d .6883(16) .1107(16) .4864(12) .032(9) 1.00000 Uani C10d .7443(17) .2088(15) .4847(12) .029(9) 1.00000 Uani C11d .8772(16) .3219(15) .4601(12) .030(9) 1.00000 Uani C12d .9799(17) .3765(16) .4323(12) .037(10) 1.00000 Uani C13d .9690(18) .4768(17) .4545(13) .053(12) 1.00000 Uani C14d .8625(18) .5231(16) .5029(13) .053(12) 1.00000 Uani C15d .7613(17) .4688(16) .5303(12) .046(11) 1.00000 Uani C16d .7718(17) .3683(16) .5064(12) .036(10) 1.00000 Uani Cl1e .4937(15) .3478(13) .7201(10) .043(3) 1.00000 Uani O1e .5321(15) .4495(15) .7232(12) .047(8) 1.00000 Uani O2e .4722(16) .3653(16) .6332(12) .073(10) 1.00000 Uani O3e .3814(15) .3311(15) .7782(12) .055(8) 1.00000 Uani O4e .5911(16) .2475(15) .7430(12) .076(10) 1.00000 Uani Cl1f .3263(14) .3681(13) .1475(10) .047(3) 1.00000 Uani O1f .2331(16) .3922(15) .2157(12) .077(10) 1.00000 Uani O2f .3850(16) .4637(15) .1034(13) .089(11) 1.00000 Uani O3f .2641(16) .3448(16) .0889(12) .074(10) 1.00000 Uani O4f .4113(16) .2620(15) .1825(12) .059(8) 1.00000 Uani Cl1g .5828(15) .8029(13) .5651(10) .044(3) 1.00000 Uani O1g .7055(15) .8012(15) .5797(12) .054(8) 1.00000 Uani O2g .5161(16) .9200(15) .5519(12) .060(9) 1.00000 Uani O3g .5249(17) .7272(16) .6400(13) .102(12) 1.00000 Uani O4g .5871(18) .7696(18) .4917(13) .119(16) 1.00000 Uani Cl1h .3801(14) .8447(13) .0372(10) .048(3) 1.00000 Uani O1h .4010(16) .8731(16) .1104(12) .076(11) 1.00000 Uani O2h .4876(16) .8539(16) -.0278(12) .075(10) 1.00000 Uani O3h .3571(17) .7267(16) .0617(12) .081(11) 1.00000 Uani O4h .2787(16) .9260(15) .0013(13) .081(11) 1.00000 Uani C1i .444(3) .5173(18) .4039(14) .094(18) 1.00000 Uani Cl1i .3313(15) .5331(14) .3379(11) .151(8) 1.00000 Uani Cl2i .5139(15) .6263(14) .3774(11) .138(8) 1.00000 Uani N1j .5807(18) .9715(18) .2083(14) .081(15) 1.00000 Uani C1j .6852(19) .7885(17) .1540(13) .064(14) 1.00000 Uani C2j .6297(18) .8910(17) .1847(13) .056(13) 1.00000 Uani N1k .5469(17) .3325(16) .9372(12) .058(11) 1.00000 Uani C1k .4969(18) .2573(17) .9580(13) .051(12) 1.00000 Uani C2k .432(2) .1583(18) .9891(15) .086(17) 1.00000 Uani N1l .6407(18) .9386(16) .7333(13) .069(12) 1.00000 Uani C1l .5437(19) .9823(16) .7470(13) .054(13) 1.00000 Uani C2l .4132(18) 1.0354(17) .7658(14) .070(15) 1.00000 Uani N1m .3309(19) .2332(17) .5341(14) .088(15) 1.00000 Uani C1m .2679(18) .2994(18) .5646(13) .057(13) 1.00000 Uani C2m .1843(18) .3833(17) .6054(13) .059(13) 1.00000 Uani H02a 1.15509 .83775 1.00265 .05000 1.00000 Uiso H04a 1.39170 .59881 .72150 .05000 1.00000 Uiso H2a .74503 .81707 .89703 .05000 1.00000 Uiso H3a .64812 1.00254 .92932 .05000 1.00000 Uiso H4a .75656 1.09749 .99063 .05000 1.00000 Uiso H5a .97248 1.01147 1.02335 .05000 1.00000 Uiso H8a 1.25704 .59054 .99239 .05000 1.00000 Uiso H9a 1.32997 .49875 .88530 .05000 1.00000 Uiso H12a .91934 .69696 .64946 .05000 1.00000 Uiso H13a .99458 .75184 .49089 .05000 1.00000 Uiso H14a 1.21296 .74491 .43414 .05000 1.00000 Uiso H15a 1.37203 .68471 .53402 .05000 1.00000 Uiso H02b .52854 .54934 1.07272 .05000 1.00000 Uiso H04b .69052 .45109 .73674 .05000 1.00000 Uiso H2b 1.01020 .52233 1.07104 .05000 1.00000 Uiso H3b .97207 .45218 1.23413 .05000 1.00000 Uiso H4b .76349 .43297 1.31380 .05000 1.00000 Uiso H5b .58467 .47947 1.23278 .05000 1.00000 Uiso H8b .59061 .72642 .87929 .05000 1.00000 Uiso H9b .65182 .66747 .74600 .05000 1.00000 Uiso H12b 1.13262 .33877 .85834 .05000 1.00000 Uiso H13b 1.17581 .14480 .83064 .05000 1.00000 Uiso H14b 1.03243 .08967 .76798 .05000 1.00000 Uiso H15b .83330 .22306 .72676 .05000 1.00000 Uiso H02c 1.27392 -.15700 .21116 .05000 1.00000 Uiso H04c 1.36764 -.00775 .49145 .05000 1.00000 Uiso H2c .81271 -.08631 .37863 .05000 1.00000 Uiso H3c .77217 -.24524 .33533 .05000 1.00000 Uiso H4c .92986 -.34625 .24324 .05000 1.00000 Uiso H5c 1.13949 -.29374 .19372 .05000 1.00000 Uiso H8c 1.30044 .07305 .22575 .05000 1.00000 Uiso H9c 1.31720 .14845 .33638 .05000 1.00000 Uiso H12c .87544 .01104 .61214 .05000 1.00000 Uiso H13c .92170 -.08047 .76418 .05000 1.00000 Uiso H14c 1.13317 -.13466 .79942 .05000 1.00000 Uiso H15c 1.31283 -.10754 .68173 .05000 1.00000 Uiso H02d .56975 .22457 .22098 .05000 1.00000 Uiso H04d .59674 .30287 .55887 .05000 1.00000 Uiso H2d 1.06205 .16813 .18361 .05000 1.00000 Uiso H3d 1.05860 .22978 .02305 .05000 1.00000 Uiso H4d .86758 .28196 -.04015 .05000 1.00000 Uiso H5d .66487 .27620 .05680 .05000 1.00000 Uiso H8d .59318 .05888 .41383 .05000 1.00000 Uiso H9d .61537 .09744 .54098 .05000 1.00000 Uiso H12d 1.06352 .34263 .39469 .05000 1.00000 Uiso H13d 1.04587 .52459 .43219 .05000 1.00000 Uiso H14d .85985 .60415 .51763 .05000 1.00000 Uiso H15d .67768 .50409 .56746 .05000 1.00000 Uiso H1i .39850 .50622 .47057 .05000 1.00000 Uiso H2i .51293 .44124 .39949 .05000 1.00000 Uiso 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 Cu1 .0157(6) .0260(7) .0270(7) -.0041(5) -.0026(5) -.0114(6) Cu2 .0237(7) .0315(7) .0270(8) -.0035(6) -.0042(6) -.0076(6) O1a .022(4) .039(4) .069(5) -.009(3) -.007(4) -.017(4) O2a .032(4) .029(4) .040(4) -.007(3) -.011(3) -.008(3) N1a .020(4) .028(5) .025(4) -.004(4) -.002(4) -.007(4) N2a .031(5) .041(5) .040(5) -.011(4) -.008(4) -.024(4) N3a .021(5) .023(5) .030(5) -.007(4) -.005(4) -.008(4) N4a .020(4) .043(5) .044(5) -.005(4) -.002(4) -.022(5) C1a .022(6) .035(6) .034(6) -.010(5) -.001(5) -.017(5) C2a .022(5) .037(6) .047(6) -.007(5) .000(5) -.020(5) C3a .026(6) .043(7) .080(8) .003(5) .005(6) -.032(7) C4a .042(7) .054(8) .102(11) -.011(6) .008(7) -.054(8) C5a .040(7) .051(7) .078(9) -.012(6) -.001(6) -.048(7) C6a .028(6) .037(6) .043(6) -.007(5) .001(5) -.020(5) C7a .030(6) .028(6) .026(5) -.006(4) -.010(4) -.005(5) C8a .021(5) .037(6) .041(6) -.007(5) -.007(5) -.015(5) C9a .026(6) .034(6) .039(6) -.001(5) -.010(5) -.013(5) C10a .022(6) .029(6) .029(6) -.009(4) .003(5) -.015(5) C11a .020(5) .022(5) .029(6) -.002(4) -.002(4) -.011(4) C12a .023(5) .034(6) .033(6) -.005(5) -.002(5) -.011(5) C13a .049(7) .036(6) .033(6) -.014(5) -.002(5) -.011(5) C14a .050(7) .038(6) .030(6) -.012(5) .005(5) -.010(5) C15a .036(6) .057(7) .042(7) -.017(6) .018(6) -.031(6) C16a .022(5) .029(6) .043(7) -.008(4) .002(5) -.020(5) O1b .018(4) .050(4) .042(4) -.012(3) -.004(3) -.014(4) O2b .022(4) .032(4) .036(4) -.006(3) -.000(3) -.010(3) N1b .017(5) .028(5) .032(5) -.006(4) -.004(4) -.013(4) N2b .023(5) .042(5) .032(5) -.011(4) .006(4) -.013(4) N3b .023(4) .028(5) .026(4) -.006(4) -.005(4) -.011(4) N4b .027(5) .045(5) .044(5) -.007(4) -.007(4) -.028(5) C1b .027(6) .029(6) .026(6) -.007(4) .004(5) -.014(5) C2b .038(6) .031(6) .038(7) -.001(5) -.012(5) -.015(5) C3b .048(7) .031(6) .024(6) -.008(5) -.008(5) -.008(5) C4b .064(8) .036(6) .027(6) -.011(6) -.005(6) -.010(5) C5b .047(7) .035(6) .032(6) -.012(5) .004(5) -.010(5) C6b .030(6) .029(6) .027(6) -.006(5) -.002(5) -.011(5) C7b .030(6) .021(5) .031(6) -.004(4) -.006(5) -.011(5) C8b .019(5) .043(6) .037(6) -.007(5) -.005(5) -.017(5) C9b .018(5) .028(5) .036(6) -.003(4) -.004(4) -.020(5) C10b .022(5) .032(6) .020(5) -.009(4) -.006(4) -.008(4) C11b .023(5) .027(6) .032(6) -.007(5) .005(4) -.017(5) C12b .031(6) .039(7) .044(6) -.002(5) .000(5) -.018(5) C13b .047(7) .034(7) .102(10) .015(6) -.011(7) -.034(7) C14b .063(9) .045(8) .145(14) -.000(7) -.021(9) -.066(9) C15b .040(7) .065(9) .115(11) -.015(7) -.005(7) -.060(8) C16b .027(6) .030(6) .062(7) -.001(5) -.005(5) -.026(6) O1c .040(5) .075(6) .082(6) .009(5) -.014(5) -.022(5) O2c .029(4) .046(5) .038(4) -.006(4) -.004(3) -.000(4) N1c .035(5) .031(5) .025(4) -.003(4) -.006(4) -.005(4) N2c .042(6) .053(6) .038(5) .002(5) -.000(4) -.019(5) N3c .027(5) .036(5) .024(5) -.009(4) -.001(4) -.002(4) N4c .029(5) .041(5) .037(5) -.008(4) -.007(4) -.010(4) C1c .052(7) .034(6) .023(6) -.002(5) -.011(5) -.010(5) C2c .049(7) .033(6) .040(6) -.016(5) -.011(5) -.007(5) C3c .065(8) .049(7) .055(7) -.009(6) -.030(6) -.016(6) C4c .083(10) .042(7) .074(9) -.002(7) -.041(8) -.027(7) C5c .069(9) .059(8) .054(7) -.000(7) -.015(7) -.037(7) C6c .048(7) .039(7) .037(6) .002(6) -.008(5) -.013(6) C7c .034(6) .031(6) .029(6) .007(5) .000(5) -.005(5) C8c .036(6) .052(7) .038(6) -.001(6) .000(5) -.011(6) C9c .029(6) .035(6) .036(6) -.006(5) -.001(5) -.002(5) C10c .031(6) .039(6) .029(6) -.008(5) -.002(5) -.006(5) C11c .034(6) .027(6) .039(7) -.007(5) -.010(5) -.013(5) C12c .035(6) .031(6) .030(6) -.012(5) -.000(5) -.011(5) C13c .037(6) .032(6) .032(6) -.011(5) -.009(5) -.009(5) C14c .057(7) .028(6) .038(6) -.007(5) -.011(6) -.012(5) C15c .043(7) .028(6) .038(7) .002(5) -.016(5) -.013(5) C16c .030(6) .034(6) .042(7) -.001(5) -.007(5) -.021(5) O1d .030(4) .066(6) .060(5) .015(4) -.012(4) -.018(5) O2d .028(4) .036(4) .042(4) -.002(3) -.006(3) -.012(4) N1d .032(5) .031(5) .025(5) -.005(4) -.002(4) -.008(4) N2d .039(5) .038(5) .041(6) .002(4) -.026(5) -.013(5) N3d .032(5) .035(5) .018(4) -.005(4) -.008(4) -.001(4) N4d .037(5) .045(6) .038(5) -.001(5) .000(4) -.025(5) C1d .046(7) .025(6) .026(6) -.003(5) -.013(5) -.007(5) C2d .043(7) .034(6) .030(6) -.008(5) .001(5) -.009(5) C3d .052(7) .049(7) .032(7) -.018(6) .007(6) -.012(6) C4d .077(9) .040(7) .028(6) -.021(6) -.011(6) -.010(5) C5d .070(8) .032(6) .040(7) -.012(6) -.023(6) -.009(5) C6d .044(6) .028(6) .029(6) -.013(5) -.004(5) -.010(5) C7d .030(6) .025(6) .038(6) -.003(5) -.008(5) -.011(5) C8d .034(6) .047(7) .039(7) -.011(6) -.002(5) -.013(6) C9d .027(6) .039(6) .033(6) -.002(5) -.004(5) -.017(5) C10d .024(6) .037(6) .024(5) -.007(5) -.007(4) -.002(5) C11d .035(6) .026(6) .032(6) -.000(5) -.012(5) -.014(5) C12d .041(6) .041(7) .036(6) -.014(5) -.011(5) -.013(5) C13d .066(8) .049(7) .053(7) -.026(7) -.014(6) -.013(6) C14d .063(8) .043(7) .061(8) -.010(7) -.018(7) -.020(6) C15d .047(7) .044(7) .057(7) .002(6) -.010(6) -.033(6) C16d .040(6) .039(6) .031(6) -.003(5) -.011(5) -.014(5) Cl1e .0282(13) .0512(16) .0570(16) -.0043(12) -.0034(12) -.0285(13) O1e .024(4) .043(5) .082(6) -.010(4) -.007(4) -.027(4) O2e .037(5) .143(9) .060(5) -.014(5) -.009(4) -.058(6) O3e .043(5) .061(5) .064(5) -.023(4) .010(4) -.025(4) O4e .049(5) .052(6) .129(8) .012(5) -.014(5) -.044(6) Cl1f .0380(14) .0434(15) .0480(15) -.0116(12) -.0048(12) .0025(13) O1f .063(6) .069(6) .096(7) -.022(5) .023(5) -.035(6) O2f .055(6) .071(7) .116(8) -.039(5) -.006(6) .020(6) O3f .061(6) .087(7) .083(7) -.009(5) -.041(5) -.020(6) O4f .046(5) .056(5) .061(5) .001(4) -.024(4) .005(5) Cl1g .0354(14) .0444(16) .0547(17) -.0134(12) -.0157(12) -.0065(13) O1g .029(4) .049(5) .082(6) -.013(4) -.023(4) -.001(4) O2g .034(5) .044(5) .098(7) -.001(4) -.023(4) -.009(5) O3g .062(6) .098(8) .110(8) -.052(6) -.038(6) .056(7) O4g .103(8) .173(12) .125(10) -.001(8) -.040(8) -.103(9) Cl1h .0312(14) .0675(19) .0595(17) -.0169(13) -.0013(12) -.0367(15) O1h .050(5) .142(9) .073(6) -.033(6) .002(5) -.075(7) O2h .045(5) .114(8) .080(7) -.026(5) .024(5) -.058(6) O3h .085(7) .076(7) .097(7) -.049(6) -.018(6) -.019(6) O4h .052(6) .081(7) .128(9) .008(5) -.035(6) -.056(7) C1i .113(13) .064(10) .081(11) .012(9) .003(10) -.018(8) Cl1i .111(4) .193(6) .167(6) .015(4) -.056(4) -.086(5) Cl2i .135(5) .173(6) .132(5) -.076(4) .056(4) -.093(4) N1j .049(7) .079(9) .120(11) -.004(7) .003(7) -.051(9) C1j .060(8) .063(8) .078(9) .001(7) -.008(7) -.042(8) C2j .040(7) .067(9) .055(8) -.018(7) -.006(6) -.006(7) N1k .059(7) .062(7) .062(7) -.011(6) -.024(6) -.020(6) C1k .049(7) .049(8) .060(8) -.005(6) -.019(6) -.018(7) C2k .086(11) .055(9) .123(13) -.034(8) .004(9) -.033(9) N1l .066(8) .055(7) .086(8) .016(6) -.020(7) -.034(6) C1l .068(10) .034(7) .063(8) .001(7) -.025(7) -.017(6) C2l .045(8) .062(9) .108(11) .002(7) -.005(7) -.046(8) N1m .080(9) .069(9) .111(11) -.019(7) .030(8) -.044(8) C1m .049(8) .065(9) .057(8) -.019(7) .001(6) -.018(7) C2m .054(8) .066(9) .062(8) .002(7) -.009(6) -.037(7) 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 Cu1 O2a . . 2.61(3) Cu1 N1a . . 2.01(3) Cu1 N3a . . 1.99(3) Cu1 O2b . . 2.45(3) Cu1 N1b . . 2.03(3) Cu1 N3b . . 2.00(3) Cu2 O2c . . 2.49(3) Cu2 N1c . . 2.05(3) Cu2 N3c . . 1.96(3) Cu2 O2d . . 2.51(3) Cu2 N1d . . 2.02(3) Cu2 N3d . . 2.01(3) O1a C8a . . 1.42(3) O2a C9a . . 1.44(3) N1a C1a . . 1.43(3) N1a C7a . . 1.33(3) N2a C6a . . 1.39(3) N2a C7a . . 1.33(3) N3a C10a . . 1.34(3) N3a C11a . . 1.39(3) N4a C10a . . 1.35(3) N4a C16a . . 1.38(3) C1a C2a . . 1.41(3) C1a C6a . . 1.39(4) C2a C3a . . 1.37(3) C3a C4a . . 1.37(4) C4a C5a . . 1.40(3) C5a C6a . . 1.38(3) C7a C8a . . 1.51(3) C8a C9a . . 1.51(4) C9a C10a . . 1.48(3) C11a C12a . . 1.41(3) C11a C16a . . 1.41(3) C12a C13a . . 1.37(3) C13a C14a . . 1.40(3) C14a C15a . . 1.38(3) C15a C16a . . 1.41(3) O1b C8b . . 1.43(3) O2b C9b . . 1.42(3) N1b C1b . . 1.41(3) N1b C7b . . 1.32(3) N2b C6b . . 1.38(3) N2b C7b . . 1.35(3) N3b C10b . . 1.31(3) N3b C11b . . 1.38(3) N4b C10b . . 1.35(4) N4b C16b . . 1.37(3) C1b C2b . . 1.39(3) C1b C6b . . 1.39(3) C2b C3b . . 1.39(3) C3b C4b . . 1.40(3) C4b C5b . . 1.38(3) C5b C6b . . 1.42(3) C7b C8b . . 1.51(3) C8b C9b . . 1.54(3) C9b C10b . . 1.50(3) C11b C12b . . 1.40(3) C11b C16b . . 1.40(4) C12b C13b . . 1.39(3) C13b C14b . . 1.37(4) C14b C15b . . 1.41(3) C15b C16b . . 1.39(4) O1c C8c . . 1.43(3) O2c C9c . . 1.45(3) N1c C1c . . 1.40(4) N1c C7c . . 1.34(3) N2c C6c . . 1.40(3) N2c C7c . . 1.33(3) N3c C10c . . 1.33(3) N3c C11c . . 1.39(3) N4c C10c . . 1.35(3) N4c C16c . . 1.40(3) C1c C2c . . 1.41(3) C1c C6c . . 1.39(3) C2c C3c . . 1.37(4) C3c C4c . . 1.40(3) C4c C5c . . 1.39(4) C5c C6c . . 1.38(4) C7c C8c . . 1.50(4) C8c C9c . . 1.50(3) C9c C10c . . 1.51(3) C11c C12c . . 1.41(3) C11c C16c . . 1.41(3) C12c C13c . . 1.37(3) C13c C14c . . 1.41(3) C14c C15c . . 1.38(3) C15c C16c . . 1.40(3) O1d C8d . . 1.42(3) O2d C9d . . 1.43(3) N1d C1d . . 1.39(3) N1d C7d . . 1.33(3) N2d C6d . . 1.37(3) N2d C7d . . 1.35(3) N3d C10d . . 1.31(3) N3d C11d . . 1.42(3) N4d C10d . . 1.35(3) N4d C16d . . 1.39(3) C1d C2d . . 1.40(3) C1d C6d . . 1.40(3) C2d C3d . . 1.39(3) C3d C4d . . 1.38(3) C4d C5d . . 1.39(3) C5d C6d . . 1.38(3) C7d C8d . . 1.50(3) C8d C9d . . 1.54(3) C9d C10d . . 1.49(4) C11d C12d . . 1.40(3) C11d C16d . . 1.38(3) C12d C13d . . 1.38(4) C13d C14d . . 1.41(3) C14d C15d . . 1.38(3) C15d C16d . . 1.39(4) Cl1e O1e . . 1.44(3) Cl1e O2e . . 1.43(3) Cl1e O3e . . 1.43(3) Cl1e O4e . . 1.44(3) Cl1f O1f . . 1.42(3) Cl1f O2f . . 1.40(3) Cl1f O3f . . 1.44(3) Cl1f O4f . . 1.44(2) Cl1g O1g . . 1.45(3) Cl1g O2g . . 1.43(3) Cl1g O3g . . 1.41(3) Cl1g O4g . . 1.38(4) Cl1h O1h . . 1.43(3) Cl1h O2h . . 1.44(3) Cl1h O3h . . 1.45(3) Cl1h O4h . . 1.41(3) C1i Cl1i . . 1.77(4) C1i Cl2i . . 1.61(4) N1j C2j . . 1.16(4) C1j C2j . . 1.47(4) N1k C1k . . 1.12(3) C1k C2k . . 1.46(4) N1l C1l . . 1.11(3) C1l C2l . . 1.48(3) N1m C1m . . 1.13(3) C1m C2m . . 1.46(3) 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_2 _geom_angle_site_symmetry_3 _geom_angle O2a Cu1 N1a . . . 80.3(9) O2a Cu1 N3a . . . 72.6(8) O2a Cu1 O2b . . . 168.2(9) O2a Cu1 N1b . . . 106.3(8) O2a Cu1 N3b . . . 100.8(9) N1a Cu1 N3a . . . 92.4(11) N1a Cu1 O2b . . . 105.5(9) N1a Cu1 N1b . . . 90.2(11) N1a Cu1 N3b . . . 178.9(11) N3a Cu1 O2b . . . 96.7(9) N3a Cu1 N1b . . . 177.0(12) N3a Cu1 N3b . . . 88.4(11) O2b Cu1 N1b . . . 84.2(8) O2b Cu1 N3b . . . 73.5(9) N1b Cu1 N3b . . . 89.1(10) O2c Cu2 N1c . . . 80.9(8) O2c Cu2 N3c . . . 73.7(9) O2c Cu2 O2d . . . 169.9(11) O2c Cu2 N1d . . . 105.8(9) O2c Cu2 N3d . . . 100.7(10) N1c Cu2 N3c . . . 90.2(10) N1c Cu2 O2d . . . 105.1(10) N1c Cu2 N1d . . . 90.5(11) N1c Cu2 N3d . . . 178.3(11) N3c Cu2 O2d . . . 97.9(9) N3c Cu2 N1d . . . 179.2(12) N3c Cu2 N3d . . . 89.7(11) O2d Cu2 N1d . . . 82.5(9) O2d Cu2 N3d . . . 73.2(8) N1d Cu2 N3d . . . 89.7(10) Cu1 O2a C9a . . . 97.6(10) Cu1 N1a C1a . . . 124.3(15) Cu1 N1a C7a . . . 132.0(14) C1a N1a C7a . . . 103.7(19) C6a N2a C7a . . . 108.2(19) Cu1 N3a C10a . . . 118.8(14) Cu1 N3a C11a . . . 135.4(15) C10a N3a C11a . . . 105.8(15) C10a N4a C16a . . . 108.1(16) N1a C1a C2a . . . 130(3) N1a C1a C6a . . . 109.5(16) C2a C1a C6a . . . 119.9(18) C1a C2a C3a . . . 118(3) C2a C3a C4a . . . 121.8(17) C3a C4a C5a . . . 122.0(19) C4a C5a C6a . . . 116(3) N2a C6a C1a . . . 104.9(18) N2a C6a C5a . . . 132(3) C1a C6a C5a . . . 122.7(17) N1a C7a N2a . . . 113.5(16) N1a C7a C8a . . . 128(2) N2a C7a C8a . . . 118.1(19) O1a C8a C7a . . . 105.6(14) O1a C8a C9a . . . 110.1(15) C7a C8a C9a . . . 116.0(18) O2a C9a C8a . . . 110.7(15) O2a C9a C10a . . . 108.2(18) C8a C9a C10a . . . 113.3(14) N3a C10a N4a . . . 111.7(17) N3a C10a C9a . . . 122.8(16) N4a C10a C9a . . . 125.4(17) N3a C11a C12a . . . 131.4(16) N3a C11a C16a . . . 108.9(17) C12a C11a C16a . . . 119.7(16) C11a C12a C13a . . . 117.0(16) C12a C13a C14a . . . 122.8(19) C13a C14a C15a . . . 122.1(17) C14a C15a C16a . . . 115.6(16) N4a C16a C11a . . . 105.4(15) N4a C16a C15a . . . 131.7(17) C11a C16a C15a . . . 122.8(18) Cu1 O2b C9b . . . 102.4(11) Cu1 N1b C1b . . . 126.1(14) Cu1 N1b C7b . . . 128.4(15) C1b N1b C7b . . . 105.4(15) C6b N2b C7b . . . 106.6(16) Cu1 N3b C10b . . . 118.2(15) Cu1 N3b C11b . . . 135.2(15) C10b N3b C11b . . . 107(2) C10b N4b C16b . . . 107.8(18) N1b C1b C2b . . . 131.4(16) N1b C1b C6b . . . 107.7(17) C2b C1b C6b . . . 120.9(17) C1b C2b C3b . . . 117.1(16) C2b C3b C4b . . . 122.0(19) C3b C4b C5b . . . 121.6(17) C4b C5b C6b . . . 116.1(16) N2b C6b C1b . . . 107.3(16) N2b C6b C5b . . . 130.3(17) C1b C6b C5b . . . 122.4(19) N1b C7b N2b . . . 113.0(18) N1b C7b C8b . . . 128.6(15) N2b C7b C8b . . . 118.2(17) O1b C8b C7b . . . 109.6(14) O1b C8b C9b . . . 111.0(18) C7b C8b C9b . . . 115.8(15) O2b C9b C8b . . . 108.8(18) O2b C9b C10b . . . 106.3(15) C8b C9b C10b . . . 113.0(13) N3b C10b N4b . . . 111.8(16) N3b C10b C9b . . . 122(2) N4b C10b C9b . . . 126.6(18) N3b C11b C12b . . . 130(3) N3b C11b C16b . . . 108.3(16) C12b C11b C16b . . . 121.4(19) C11b C12b C13b . . . 116(3) C12b C13b C14b . . . 121.6(17) C13b C14b C15b . . . 123(3) C14b C15b C16b . . . 115(3) N4b C16b C11b . . . 105.4(18) N4b C16b C15b . . . 132(3) C11b C16b C15b . . . 122.3(17) Cu2 O2c C9c . . . 101.5(11) Cu2 N1c C1c . . . 124.7(14) Cu2 N1c C7c . . . 129.7(17) C1c N1c C7c . . . 105.1(17) C6c N2c C7c . . . 108.4(16) Cu2 N3c C10c . . . 118.6(14) Cu2 N3c C11c . . . 135.0(15) C10c N3c C11c . . . 105.6(17) C10c N4c C16c . . . 107.1(16) N1c C1c C2c . . . 130.3(18) N1c C1c C6c . . . 109.6(17) C2c C1c C6c . . . 120(3) C1c C2c C3c . . . 117.0(17) C2c C3c C4c . . . 122(2) C3c C4c C5c . . . 121(3) C4c C5c C6c . . . 116.3(19) N2c C6c C1c . . . 104.8(19) N2c C6c C5c . . . 132.1(18) C1c C6c C5c . . . 123.1(19) N1c C7c N2c . . . 112(2) N1c C7c C8c . . . 129(2) N2c C7c C8c . . . 118.5(16) O1c C8c C7c . . . 106.5(16) O1c C8c C9c . . . 108.7(18) C7c C8c C9c . . . 115.3(15) O2c C9c C8c . . . 108.8(18) O2c C9c C10c . . . 106.9(14) C8c C9c C10c . . . 111.8(15) N3c C10c N4c . . . 112.8(16) N3c C10c C9c . . . 122.5(17) N4c C10c C9c . . . 124.6(17) N3c C11c C12c . . . 130.5(18) N3c C11c C16c . . . 109.4(15) C12c C11c C16c . . . 120.0(17) C11c C12c C13c . . . 116.0(17) C12c C13c C14c . . . 123.2(16) C13c C14c C15c . . . 121.8(17) C14c C15c C16c . . . 115.5(17) N4c C16c C11c . . . 105.0(16) N4c C16c C15c . . . 131.6(17) C11c C16c C15c . . . 123.3(16) Cu2 O2d C9d . . . 100.6(11) Cu2 N1d C1d . . . 125.0(14) Cu2 N1d C7d . . . 128.9(14) C1d N1d C7d . . . 106.1(17) C6d N2d C7d . . . 108.3(17) Cu2 N3d C10d . . . 118.5(17) Cu2 N3d C11d . . . 135.8(14) C10d N3d C11d . . . 105.6(17) C10d N4d C16d . . . 107.5(16) N1d C1d C2d . . . 131.3(19) N1d C1d C6d . . . 108.6(16) C2d C1d C6d . . . 120.1(17) C1d C2d C3d . . . 116.1(18) C2d C3d C4d . . . 123.7(17) C3d C4d C5d . . . 120.3(18) C4d C5d C6d . . . 116.7(19) N2d C6d C1d . . . 105.7(16) N2d C6d C5d . . . 131.2(19) C1d C6d C5d . . . 123.1(17) N1d C7d N2d . . . 111.3(16) N1d C7d C8d . . . 130.6(18) N2d C7d C8d . . . 118.1(17) O1d C8d C7d . . . 106.3(13) O1d C8d C9d . . . 111.6(18) C7d C8d C9d . . . 114.8(16) O2d C9d C8d . . . 110.0(17) O2d C9d C10d . . . 107.4(16) C8d C9d C10d . . . 112.6(14) N3d C10d N4d . . . 112(2) N3d C10d C9d . . . 122.3(18) N4d C10d C9d . . . 125.3(16) N3d C11d C12d . . . 130.4(17) N3d C11d C16d . . . 108.6(17) C12d C11d C16d . . . 121(2) C11d C12d C13d . . . 116.1(17) C12d C13d C14d . . . 123(2) C13d C14d C15d . . . 121(2) C14d C15d C16d . . . 116.1(17) N4d C16d C11d . . . 105.8(18) N4d C16d C15d . . . 131.0(17) C11d C16d C15d . . . 123.2(19) O1e Cl1e O2e . . . 109.5(14) O1e Cl1e O3e . . . 109.7(16) O1e Cl1e O4e . . . 108.8(16) O2e Cl1e O3e . . . 108.5(16) O2e Cl1e O4e . . . 108.7(16) O3e Cl1e O4e . . . 111.7(13) O1f Cl1f O2f . . . 111.2(16) O1f Cl1f O3f . . . 105.6(16) O1f Cl1f O4f . . . 110.0(13) O2f Cl1f O3f . . . 110.3(15) O2f Cl1f O4f . . . 112.6(15) O3f Cl1f O4f . . . 106.8(16) O1g Cl1g O2g . . . 107.5(16) O1g Cl1g O3g . . . 109.0(15) O1g Cl1g O4g . . . 111.0(15) O2g Cl1g O3g . . . 109.7(14) O2g Cl1g O4g . . . 109.2(15) O3g Cl1g O4g . . . 110.4(18) O1h Cl1h O2h . . . 108.9(17) O1h Cl1h O3h . . . 112.2(14) O1h Cl1h O4h . . . 108.5(16) O2h Cl1h O3h . . . 108.0(15) O2h Cl1h O4h . . . 109.2(13) O3h Cl1h O4h . . . 110.0(17) Cl1i C1i Cl2i . . . 115.5(13) N1j C2j C1j . . . 177(3) N1k C1k C2k . . . 178(3) N1l C1l C2l . . . 178(3) N1m C1m C2m . . . 179(3) loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion N1a Cu1 O2a C9a . . . . -59.1(14) N3a Cu1 O2a C9a . . . . 36.5(14) O2b Cu1 O2a C9a . . . . 62(6) N1b Cu1 O2a C9a . . . . -146.4(15) N3b Cu1 O2a C9a . . . . 121.3(14) O2a Cu1 N1a C1a . . . . -160.1(14) O2a Cu1 N1a C7a . . . . 21.5(17) N3a Cu1 N1a C1a . . . . 128.0(14) N3a Cu1 N1a C7a . . . . -50.4(18) O2b Cu1 N1a C1a . . . . 30.4(16) O2b Cu1 N1a C7a . . . . -148.0(16) N1b Cu1 N1a C1a . . . . -53.6(15) N1b Cu1 N1a C7a . . . . 128.0(17) N3b Cu1 N1a C1a . . . . -2(50) N3b Cu1 N1a C7a . . . . 179(48) O2a Cu1 N3a C10a . . . . -22.1(16) O2a Cu1 N3a C11a . . . . 159(3) N1a Cu1 N3a C10a . . . . 56.9(17) N1a Cu1 N3a C11a . . . . -122(3) O2b Cu1 N3a C10a . . . . 162.9(16) O2b Cu1 N3a C11a . . . . -16(3) N1b Cu1 N3a C10a . . . . -90(24) N1b Cu1 N3a C11a . . . . 91(23) N3b Cu1 N3a C10a . . . . -124.0(16) N3b Cu1 N3a C11a . . . . 57(3) O2a Cu1 O2b C9b . . . . 97(5) N1a Cu1 O2b C9b . . . . -144.1(13) N3a Cu1 O2b C9b . . . . 121.6(14) N1b Cu1 O2b C9b . . . . -55.5(14) N3b Cu1 O2b C9b . . . . 35.3(13) O2a Cu1 N1b C1b . . . . 24(2) O2a Cu1 N1b C7b . . . . -152.3(17) N1a Cu1 N1b C1b . . . . -56.2(18) N1a Cu1 N1b C7b . . . . 127.8(19) N3a Cu1 N1b C1b . . . . 91(24) N3a Cu1 N1b C7b . . . . -85(23) O2b Cu1 N1b C1b . . . . -161.8(18) O2b Cu1 N1b C7b . . . . 22.2(19) N3b Cu1 N1b C1b . . . . 124.7(18) N3b Cu1 N1b C7b . . . . -51.3(19) O2a Cu1 N3b C10b . . . . 170.6(13) O2a Cu1 N3b C11b . . . . -8.7(19) N1a Cu1 N3b C10b . . . . 13(49) N1a Cu1 N3b C11b . . . . -166(48) N3a Cu1 N3b C10b . . . . -117.5(14) N3a Cu1 N3b C11b . . . . 63.2(18) O2b Cu1 N3b C10b . . . . -20.0(13) O2b Cu1 N3b C11b . . . . 160.7(18) N1b Cu1 N3b C10b . . . . 64.2(14) N1b Cu1 N3b C11b . . . . -115.2(18) N1c Cu2 O2c C9c . . . . -57.5(15) N3c Cu2 O2c C9c . . . . 35.3(14) O2d Cu2 O2c C9c . . . . 70(5) N1d Cu2 O2c C9c . . . . -145.4(15) N3d Cu2 O2c C9c . . . . 121.8(15) O2c Cu2 N1c C1c . . . . -154.4(15) O2c Cu2 N1c C7c . . . . 15.6(17) N3c Cu2 N1c C1c . . . . 132.1(15) N3c Cu2 N1c C7c . . . . -57.9(18) O2d Cu2 N1c C1c . . . . 33.9(17) O2d Cu2 N1c C7c . . . . -156.1(16) N1d Cu2 N1c C1c . . . . -48.4(16) N1d Cu2 N1c C7c . . . . 121.6(17) N3d Cu2 N1c C1c . . . . 48(43) N3d Cu2 N1c C7c . . . . -142(42) O2c Cu2 N3c C10c . . . . -25.3(16) O2c Cu2 N3c C11c . . . . 166(3) N1c Cu2 N3c C10c . . . . 55.1(18) N1c Cu2 N3c C11c . . . . -114(3) O2d Cu2 N3c C10c . . . . 160.5(16) O2d Cu2 N3c C11c . . . . -8(3) N1d Cu2 N3c C10c . . . . -86(73) N1d Cu2 N3c C11c . . . . 106(72) N3d Cu2 N3c C10c . . . . -126.6(17) N3d Cu2 N3c C11c . . . . 65(3) O2c Cu2 O2d C9d . . . . 88(5) N1c Cu2 O2d C9d . . . . -146.3(15) N3c Cu2 O2d C9d . . . . 121.4(15) N1d Cu2 O2d C9d . . . . -57.8(15) N3d Cu2 O2d C9d . . . . 34.1(14) O2c Cu2 N1d C1d . . . . 27(2) O2c Cu2 N1d C7d . . . . -151.6(18) N1c Cu2 N1d C1d . . . . -53.4(18) N1c Cu2 N1d C7d . . . . 127.7(19) N3c Cu2 N1d C1d . . . . 87(73) N3c Cu2 N1d C7d . . . . -92(73) O2d Cu2 N1d C1d . . . . -158.6(17) O2d Cu2 N1d C7d . . . . 23(2) N3d Cu2 N1d C1d . . . . 128.3(17) N3d Cu2 N1d C7d . . . . -51(2) O2c Cu2 N3d C10d . . . . 169.6(14) O2c Cu2 N3d C11d . . . . -12(3) N1c Cu2 N3d C10d . . . . -32(43) N1c Cu2 N3d C11d . . . . 146(41) N3c Cu2 N3d C10d . . . . -117.0(15) N3c Cu2 N3d C11d . . . . 61.3(19) O2d Cu2 N3d C10d . . . . -18.7(14) O2d Cu2 N3d C11d . . . . 159.6(19) N1d Cu2 N3d C10d . . . . 63.5(16) N1d Cu2 N3d C11d . . . . -118.1(19) Cu1 O2a C9a C8a . . . . 82.5(15) Cu1 O2a C9a C10a . . . . -42.2(15) Cu1 N1a C1a C2a . . . . -6(3) Cu1 N1a C1a C6a . . . . 179.7(12) C7a N1a C1a C2a . . . . 173.2(17) C7a N1a C1a C6a . . . . -1.5(18) Cu1 N1a C7a N2a . . . . -178.1(13) Cu1 N1a C7a C8a . . . . 4(3) C1a N1a C7a N2a . . . . 3.3(19) C1a N1a C7a C8a . . . . -174.7(16) C7a N2a C6a C1a . . . . 2.5(18) C7a N2a C6a C5a . . . . -175.2(19) C6a N2a C7a N1a . . . . -4(2) C6a N2a C7a C8a . . . . 174.4(14) Cu1 N3a C10a N4a . . . . -178.6(15) Cu1 N3a C10a C9a . . . . 4(3) C11a N3a C10a N4a . . . . 0(3) C11a N3a C10a C9a . . . . -176.7(18) Cu1 N3a C11a C12a . . . . -2(4) Cu1 N3a C11a C16a . . . . 178.2(17) C10a N3a C11a C12a . . . . 179(3) C10a N3a C11a C16a . . . . 0(3) C16a N4a C10a N3a . . . . 0(3) C16a N4a C10a C9a . . . . 177.0(19) C10a N4a C16a C11a . . . . 0(3) C10a N4a C16a C15a . . . . 180(3) N1a C1a C2a C3a . . . . -174.5(17) C6a C1a C2a C3a . . . . 0(3) N1a C1a C6a N2a . . . . -.6(18) N1a C1a C6a C5a . . . . 177.4(16) C2a C1a C6a N2a . . . . -176.0(15) C2a C1a C6a C5a . . . . 2(3) C1a C2a C3a C4a . . . . 0(3) C2a C3a C4a C5a . . . . 0(3) C3a C4a C5a C6a . . . . 2(3) C4a C5a C6a N2a . . . . 174.7(18) C4a C5a C6a C1a . . . . -3(3) N1a C7a C8a O1a . . . . 122(2) N1a C7a C8a C9a . . . . 0(3) N2a C7a C8a O1a . . . . -56(3) N2a C7a C8a C9a . . . . -177.8(15) O1a C8a C9a O2a . . . . -176.9(14) O1a C8a C9a C10a . . . . -55(2) C7a C8a C9a O2a . . . . -57.0(19) C7a C8a C9a C10a . . . . 64.7(19) O2a C9a C10a N3a . . . . 35(3) O2a C9a C10a N4a . . . . -142(2) C8a C9a C10a N3a . . . . -89(3) C8a C9a C10a N4a . . . . 95(3) N3a C11a C12a C13a . . . . -180(2) C16a C11a C12a C13a . . . . 0(3) N3a C11a C16a N4a . . . . 0(3) N3a C11a C16a C15a . . . . -179.4(19) C12a C11a C16a N4a . . . . -179.5(18) C12a C11a C16a C15a . . . . 0(3) C11a C12a C13a C14a . . . . 0(3) C12a C13a C14a C15a . . . . 0(4) C13a C14a C15a C16a . . . . 0(3) C14a C15a C16a N4a . . . . 179(3) C14a C15a C16a C11a . . . . 0(3) Cu1 O2b C9b C8b . . . . 80.7(13) Cu1 O2b C9b C10b . . . . -41.3(16) Cu1 N1b C1b C2b . . . . 4(4) Cu1 N1b C1b C6b . . . . -176.5(15) C7b N1b C1b C2b . . . . -179(3) C7b N1b C1b C6b . . . . 0(3) Cu1 N1b C7b N2b . . . . 176.9(15) Cu1 N1b C7b C8b . . . . -9(4) C1b N1b C7b N2b . . . . 0(3) C1b N1b C7b C8b . . . . 174.1(19) C7b N2b C6b C1b . . . . 0(3) C7b N2b C6b C5b . . . . 179(3) C6b N2b C7b N1b . . . . 0(3) C6b N2b C7b C8b . . . . -175.2(17) Cu1 N3b C10b N4b . . . . -179.4(12) Cu1 N3b C10b C9b . . . . 2(3) C11b N3b C10b N4b . . . . .1(19) C11b N3b C10b C9b . . . . -178.6(15) Cu1 N3b C11b C12b . . . . 1(3) Cu1 N3b C11b C16b . . . . 178.3(14) C10b N3b C11b C12b . . . . -178.1(17) C10b N3b C11b C16b . . . . -1.1(19) C16b N4b C10b N3b . . . . 0(2) C16b N4b C10b C9b . . . . 179.6(16) C10b N4b C16b C11b . . . . -1.6(19) C10b N4b C16b C15b . . . . 178.3(19) N1b C1b C2b C3b . . . . 180(2) C6b C1b C2b C3b . . . . 0(3) N1b C1b C6b N2b . . . . 0(3) N1b C1b C6b C5b . . . . -178.8(18) C2b C1b C6b N2b . . . . 179.0(18) C2b C1b C6b C5b . . . . 0(3) C1b C2b C3b C4b . . . . -1(3) C2b C3b C4b C5b . . . . 0(4) C3b C4b C5b C6b . . . . 0(3) C4b C5b C6b N2b . . . . -179(2) C4b C5b C6b C1b . . . . -1(3) N1b C7b C8b O1b . . . . 146(2) N1b C7b C8b C9b . . . . 20(3) N2b C7b C8b O1b . . . . -40(3) N2b C7b C8b C9b . . . . -166.8(18) O1b C8b C9b O2b . . . . 169.7(13) O1b C8b C9b C10b . . . . -72(2) C7b C8b C9b O2b . . . . -64.6(19) C7b C8b C9b C10b . . . . 53(3) O2b C9b C10b N3b . . . . 32(3) O2b C9b C10b N4b . . . . -146.0(18) C8b C9b C10b N3b . . . . -87(3) C8b C9b C10b N4b . . . . 95(3) N3b C11b C12b C13b . . . . 176.1(17) C16b C11b C12b C13b . . . . 0(3) N3b C11b C16b N4b . . . . 1.6(19) N3b C11b C16b C15b . . . . -178.3(16) C12b C11b C16b N4b . . . . 178.9(16) C12b C11b C16b C15b . . . . 0(3) C11b C12b C13b C14b . . . . 1(3) C12b C13b C14b C15b . . . . 0(3) C13b C14b C15b C16b . . . . -1(3) C14b C15b C16b N4b . . . . -178.0(19) C14b C15b C16b C11b . . . . 2(3) Cu2 O2c C9c C8c . . . . 84.1(14) Cu2 O2c C9c C10c . . . . -36.8(19) Cu2 N1c C1c C2c . . . . -13(3) Cu2 N1c C1c C6c . . . . 171.1(13) C7c N1c C1c C2c . . . . 175.2(17) C7c N1c C1c C6c . . . . -1.0(19) Cu2 N1c C7c N2c . . . . -169.8(14) Cu2 N1c C7c C8c . . . . 10(3) C1c N1c C7c N2c . . . . 1.7(19) C1c N1c C7c C8c . . . . -178.4(16) C7c N2c C6c C1c . . . . 1.1(19) C7c N2c C6c C5c . . . . -177.7(19) C6c N2c C7c N1c . . . . -2(2) C6c N2c C7c C8c . . . . 178.3(14) Cu2 N3c C10c N4c . . . . -169.9(16) Cu2 N3c C10c C9c . . . . 12(3) C11c N3c C10c N4c . . . . 2(3) C11c N3c C10c C9c . . . . -176.4(19) Cu2 N3c C11c C12c . . . . -12(4) Cu2 N3c C11c C16c . . . . 169.2(18) C10c N3c C11c C12c . . . . 178(3) C10c N3c C11c C16c . . . . 0(3) C16c N4c C10c N3c . . . . -2(3) C16c N4c C10c C9c . . . . 176(2) C10c N4c C16c C11c . . . . 2(3) C10c N4c C16c C15c . . . . -179(3) N1c C1c C2c C3c . . . . -176.2(17) C6c C1c C2c C3c . . . . 0(3) N1c C1c C6c N2c . . . . -.1(19) N1c C1c C6c C5c . . . . 178.9(16) C2c C1c C6c N2c . . . . -176.7(15) C2c C1c C6c C5c . . . . 2(3) C1c C2c C3c C4c . . . . -1(3) C2c C3c C4c C5c . . . . 1(3) C3c C4c C5c C6c . . . . 0(3) C4c C5c C6c N2c . . . . 176.4(18) C4c C5c C6c C1c . . . . -2(3) N1c C7c C8c O1c . . . . 121.1(19) N1c C7c C8c C9c . . . . 0(3) N2c C7c C8c O1c . . . . -59(3) N2c C7c C8c C9c . . . . -179.8(15) O1c C8c C9c O2c . . . . -176.5(15) O1c C8c C9c C10c . . . . -59(3) C7c C8c C9c O2c . . . . -57.1(18) C7c C8c C9c C10c . . . . 61(2) O2c C9c C10c N3c . . . . 24(3) O2c C9c C10c N4c . . . . -154(3) C8c C9c C10c N3c . . . . -95(3) C8c C9c C10c N4c . . . . 87(3) N3c C11c C12c C13c . . . . -178(3) C16c C11c C12c C13c . . . . 0(3) N3c C11c C16c N4c . . . . 0(3) N3c C11c C16c C15c . . . . -180(2) C12c C11c C16c N4c . . . . -179.4(19) C12c C11c C16c C15c . . . . 1(4) C11c C12c C13c C14c . . . . 0(4) C12c C13c C14c C15c . . . . -1(4) C13c C14c C15c C16c . . . . 2(3) C14c C15c C16c N4c . . . . 179(3) C14c C15c C16c C11c . . . . -2(4) Cu2 O2d C9d C8d . . . . 81.7(16) Cu2 O2d C9d C10d . . . . -41.2(16) Cu2 N1d C1d C2d . . . . 0(4) Cu2 N1d C1d C6d . . . . -178.9(15) C7d N1d C1d C2d . . . . 179(3) C7d N1d C1d C6d . . . . 0(3) Cu2 N1d C7d N2d . . . . 178.6(16) Cu2 N1d C7d C8d . . . . -4(4) C1d N1d C7d N2d . . . . 0(3) C1d N1d C7d C8d . . . . 177(2) C7d N2d C6d C1d . . . . 0(3) C7d N2d C6d C5d . . . . -179(3) C6d N2d C7d N1d . . . . 0(3) C6d N2d C7d C8d . . . . -177.6(17) Cu2 N3d C10d N4d . . . . 178.6(13) Cu2 N3d C10d C9d . . . . 0(3) C11d N3d C10d N4d . . . . 0(3) C11d N3d C10d C9d . . . . -178.8(16) Cu2 N3d C11d C12d . . . . 3(4) Cu2 N3d C11d C16d . . . . -179.5(15) C10d N3d C11d C12d . . . . -178.7(19) C10d N3d C11d C16d . . . . -1(2) C16d N4d C10d N3d . . . . 1(3) C16d N4d C10d C9d . . . . 179.9(16) C10d N4d C16d C11d . . . . -2(2) C10d N4d C16d C15d . . . . 179.7(19) N1d C1d C2d C3d . . . . -180(2) C6d C1d C2d C3d . . . . -1(3) N1d C1d C6d N2d . . . . 0(3) N1d C1d C6d C5d . . . . 179.3(19) C2d C1d C6d N2d . . . . -178.6(18) C2d C1d C6d C5d . . . . 0(3) C1d C2d C3d C4d . . . . 1(4) C2d C3d C4d C5d . . . . 0(4) C3d C4d C5d C6d . . . . 0(3) C4d C5d C6d N2d . . . . 179(3) C4d C5d C6d C1d . . . . 0(3) N1d C7d C8d O1d . . . . 134(3) N1d C7d C8d C9d . . . . 10(4) N2d C7d C8d O1d . . . . -48(3) N2d C7d C8d C9d . . . . -172.4(18) O1d C8d C9d O2d . . . . 179.0(15) O1d C8d C9d C10d . . . . -61.2(19) C7d C8d C9d O2d . . . . -60(3) C7d C8d C9d C10d . . . . 60(2) O2d C9d C10d N3d . . . . 35(3) O2d C9d C10d N4d . . . . -143.9(18) C8d C9d C10d N3d . . . . -87(2) C8d C9d C10d N4d . . . . 95(3) N3d C11d C12d C13d . . . . 178.0(18) C16d C11d C12d C13d . . . . 0(3) N3d C11d C16d N4d . . . . 2(2) N3d C11d C16d C15d . . . . -179.6(17) C12d C11d C16d N4d . . . . 179.7(17) C12d C11d C16d C15d . . . . -2(3) C11d C12d C13d C14d . . . . 0(3) C12d C13d C14d C15d . . . . 0(3) C13d C14d C15d C16d . . . . 0(3) C14d C15d C16d N4d . . . . 179.9(19) C14d C15d C16d C11d . . . . 2(3) #==END=========================================================== data_VIOLET _database_code_CSD 183162 #---- [Cu(SS-2)2](ClO4)·(CH3OH)2·(H2O)1.5 ---------------------------------- _audit_creation_date '2000-12-13' _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record '2002-03-06' _audit_conform_dict_name 'cif_core.dic' _audit_conform_dict_version '2.0.1' #--------------------------------------------------------------------------- _chemical_name_systematic ; Bis[(S,S)-1,2-bis(1methyl-benzimidazol-2-yl)-1,2-ethanediol] copper(II) diperchlorate, ; _chemical_formula_moiety ; Cu (C18 H18 N4 O2)2 (Cl O4)2 (C H4 O) (H2 O)1.5 ; _chemical_formula_sum 'C37 H43 N8 O14.5 Cl2 Cu' _chemical_formula_weight 966.3 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2' _symmetry_Int_Tables_number 5 loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,+y,-z 1/2+x,1/2+y,+z 1/2-x,1/2+y,-z _cell_length_a 23.7683(18) _cell_length_b 11.3948(7) _cell_length_c 16.5706(12) _cell_angle_alpha 90.00000 _cell_angle_beta 93.839(9) _cell_angle_gamma 90.00000 _cell_volume 4477.8(6) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.433 _exptl_crystal_density_meas not_measured _diffrn_radiation_type 'MoK\a' _diffrn_radiation_wavelength .71073 _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 3.7 _cell_measurement_theta_max 25.8 _cell_measurement_temperature 293 _exptl_absorpt_coefficient_mu .68 _exptl_crystal_description prism _exptl_crystal_size_max .30 _exptl_crystal_size_mid .27 _exptl_crystal_size_min .10 _exptl_crystal_colour 'light violet' _diffrn_measurement_device_type 'Stoe Ipds' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 6 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'XRED; Stoe & Cie, 1999' _exptl_absorpt_correction_T_min .8216 _exptl_absorpt_correction_T_max .9366 _diffrn_reflns_number .243760+05 _reflns_number_total 8597 _reflns_number_gt 5789 _reflns_threshold_expression 'refl observed if Fo > 4.0 \s(Fo)' _diffrn_reflns_theta_max 25.92 _diffrn_reflns_av_R_equivalents .060 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .066 _refine_ls_wR_factor_ref .076 _refine_ls_goodness_of_fit_ref 2.712 _refine_ls_number_reflns 5789 _refine_ls_number_parameters 622 _refine_ls_weighting_scheme calc _refine_ls_shift/su_max .02 _refine_diff_density_max .654 _refine_diff_density_min -.603 _refine_ls_extinction_method none _refine_ls_abs_structure_details Flack_xabs_refined _refine_ls_abs_structure_Flack .05(3) _publ_section_exptl_refinement ; Hydrogen_treatment - CH3 groups: calculated and refined with restraints on bond lengths and bond angles and blocked in the last cylcles. - Calculated for the other H atoms. - Not observed nor calculated for -OH groups, disordered MeOH and water molecules Disorders: - The ClO4, MeOH and water (O2w) molecules are disordered. - The ClO4 anions have been refined with restraints on bond lengths and bond angles. ; _computing_data_collection 'EXPOSE (Stoe & Cie, 1999)' _computing_cell_refinement 'CELL (Stoe & Cie, 1999)' _computing_data_reduction 'XRED (Stoe & Cie, 1999)' _computing_structure_solution 'Multan_87' _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003 O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006 Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159 Cu Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .263 1.266 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type Cu .24592(6) .50000 .24266(7) .0372(7) 1.00000 Uani O1a .1404(4) .4867(11) .2684(5) .049(5) 1.00000 Uani O2a .1058(5) .3463(10) .0736(7) .056(7) 1.00000 Uani N1a .2049(4) .5697(10) .1454(6) .043(6) 1.00000 Uani N2a .1266(5) .6302(12) .0755(7) .046(7) 1.00000 Uani N3a .2273(4) .3363(9) .2029(6) .038(6) 1.00000 Uani N4a .1841(5) .1772(10) .1510(7) .054(7) 1.00000 Uani C1a .1497(6) .5573(11) .1347(7) .042(7) 1.00000 Uani C2a .2197(6) .6580(12) .0905(7) .043(7) 1.00000 Uani C3a .2716(6) .7093(12) .0776(7) .045(7) 1.00000 Uani C4a .2724(6) .8022(13) .0232(8) .049(8) 1.00000 Uani C5a .2213(7) .8410(12) -.0186(8) .053(8) 1.00000 Uani C6a .1694(6) .7883(13) -.0062(7) .054(8) 1.00000 Uani C7a .1699(6) .6972(11) .0482(7) .042(7) 1.00000 Uani C8a .0677(6) .6313(14) .0415(10) .062(9) 1.00000 Uani C9a .1184(5) .4765(11) .1865(7) .041(8) 1.00000 Uani C10a .1216(5) .3494(13) .1584(8) .050(8) 1.00000 Uani C11a .1781(5) .2927(11) .1735(7) .040(7) 1.00000 Uani C12a .2676(6) .2459(11) .1997(7) .038(7) 1.00000 Uani C13a .3237(6) .2405(13) .2201(8) .050(8) 1.00000 Uani C14a .3529(7) .1369(13) .2012(9) .060(9) 1.00000 Uani C15a .3258(9) .0437(15) .1669(11) .081(12) 1.00000 Uani C16a .2664(8) .0433(12) .1476(10) .069(10) 1.00000 Uani C17a .2401(6) .1464(12) .1653(8) .050(8) 1.00000 Uani C18a .1414(7) .0969(13) .1137(11) .075(10) 1.00000 Uani O1b .3447(4) .5305(8) .2112(5) .051(6) 1.00000 Uani O2b .4016(5) .5953(9) .4163(6) .058(6) 1.00000 Uani N1b .2675(5) .6659(10) .2780(6) .045(7) 1.00000 Uani N2b .3266(5) .7976(10) .3190(7) .052(7) 1.00000 Uani N3b .2835(5) .4352(9) .3486(6) .040(6) 1.00000 Uani N4b .3508(5) .3681(10) .4368(6) .049(7) 1.00000 Uani C1b .3196(6) .6915(11) .2929(7) .040(7) 1.00000 Uani C2b .2371(6) .7653(11) .2934(7) .044(8) 1.00000 Uani C3b .1775(6) .7838(13) .2806(9) .056(9) 1.00000 Uani C4b .1602(8) .8964(17) .3042(10) .075(11) 1.00000 Uani C5b .1975(8) .9822(18) .3343(11) .083(12) 1.00000 Uani C6b .2570(9) .9585(15) .3431(12) .087(13) 1.00000 Uani C7b .2740(6) .8484(13) .3201(8) .051(8) 1.00000 Uani C8b .3789(7) .8602(14) .3472(10) .071(10) 1.00000 Uani C9b .3660(6) .6017(11) .2773(7) .043(7) 1.00000 Uani C10b .3843(6) .5274(11) .3508(7) .045(8) 1.00000 Uani C11b .3373(6) .4427(12) .3773(7) .045(8) 1.00000 Uani C12b .2612(6) .3518(12) .3969(7) .045(7) 1.00000 Uani C13b .2040(6) .3151(13) .4000(7) .054(8) 1.00000 Uani C14b .1943(8) .2306(15) .4572(10) .070(11) 1.00000 Uani C15b .2373(10) .1841(16) .5097(9) .083(12) 1.00000 Uani C16b .2936(9) .2176(14) .5087(9) .069(11) 1.00000 Uani C17b .3022(6) .3078(13) .4510(8) .053(9) 1.00000 Uani C18b .4057(7) .3476(16) .4797(8) .072(10) 1.00000 Uani Cl1c .46370(16) .8240(5) .1436(3) .082(3) 1.00000 Uani O1c .4071(7) .7920(19) .1475(17) .079(13) .70000 Uani O2c .4661(10) .9445(19) .126(3) .16(3) .70000 Uani O3c .4905(9) .808(4) .2166(13) .20(3) .70000 Uani O4c .4893(9) .760(3) .0869(18) .17(3) .70000 Uani O1c' .405(2) .797(5) .126(3) .10(3) .30000 Uiso O2c' .469(3) .891(5) .215(3) .13(3) .30000 Uiso O3c' .496(3) .720(5) .153(4) .16(4) .30000 Uiso O4c' .4821(14) .885(4) .0837(19) .067(10) .30000 Uiso Cl1d .5045(4) .3326(10) .2089(6) .093(7) .50000 Uani O1d .4672(12) .312(3) .1399(17) .13(3) .50000 Uani O2d .4726(14) .310(3) .2802(18) .15(3) .50000 Uani O3d .5520(12) .257(3) .2071(18) .17(4) .50000 Uani O4d .5236(13) .453(3) .209(2) .17(4) .50000 Uani Cl1e .0174(6) .6834(13) .3254(7) .159(13) .50000 Uani O1e .0173(13) .795(3) .3567(17) .13(3) .50000 Uani O2e .0170(15) .688(4) .238(3) .17(4) .50000 Uani O3e -.0307(13) .619(4) .346(3) .23(5) .50000 Uani O4e .0716(7) .6196(13) .3566(9) .042(10) .50000 Uani O1f .5485(15) .630(4) .361(2) .150(11) .60000 Uiso C1f .502(3) .656(7) .410(5) .18(3) .60000 Uiso O1f' .5164(16) .550(4) .388(3) .114(12) .40000 Uiso C1f' .505(4) .685(9) .354(6) .15(3) .40000 Uiso O1w .4170(6) .5317(14) .0996(8) .119(12) 1.00000 Uani O2w .028(3) .565(6) .384(4) .23(3) .50000 Uiso H3a .31115 .67812 .10978 .05000 1.00000 Uiso H4a .31099 .84699 .01328 .05000 1.00000 Uiso H5a .22330 .91139 -.06234 .05000 1.00000 Uiso H6a .13098 .81720 -.03831 .05000 1.00000 Uiso H81a .05298 .72017 .04910 .05000 1.00000 Uiso H82a .06907 .61055 -.02232 .05000 1.00000 Uiso H83a .03357 .57521 .06239 .05000 1.00000 Uiso H9a .07420 .50231 .18206 .05000 1.00000 Uiso H10a .09418 .30054 .19522 .05000 1.00000 Uiso H13a .34536 .31334 .25014 .05000 1.00000 Uiso H14a .39848 .13400 .21531 .05000 1.00000 Uiso H15a .34834 -.03453 .15434 .05000 1.00000 Uiso H16a .24610 -.03260 .12185 .05000 1.00000 Uiso H181a .10877 .09588 .15517 .05000 1.00000 Uiso H182a .12666 .14320 .05778 .05000 1.00000 Uiso H183a .14659 .00707 .09454 .05000 1.00000 Uiso H3b .14842 .71866 .25545 .05000 1.00000 Uiso H4b .11540 .91320 .30077 .05000 1.00000 Uiso H5b .18159 1.06943 .34874 .05000 1.00000 Uiso H6b .28707 1.02182 .36743 .05000 1.00000 Uiso H81b .37907 .94029 .30899 .05000 1.00000 Uiso H82b .37308 .88600 .40877 .05000 1.00000 Uiso H83b .41973 .82183 .34505 .05000 1.00000 Uiso H9b .40388 .64621 .26259 .05000 1.00000 Uiso H10b .42000 .47558 .33176 .05000 1.00000 Uiso H13b .16991 .35366 .36021 .05000 1.00000 Uiso H14b .15144 .19742 .46135 .05000 1.00000 Uiso H15b .22486 .11928 .55324 .05000 1.00000 Uiso H16b .32828 .18124 .54866 .05000 1.00000 Uiso H181b .43262 .32337 .43283 .05000 1.00000 Uiso H182b .41702 .43190 .50529 .05000 1.00000 Uiso H183b .41581 .28467 .52882 .05000 1.00000 Uiso 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 Cu .0467(7) .0328(6) .0331(7) -.0000(10) .0097(5) -.0029(11) O1a .064(5) .040(6) .044(4) -.006(6) .021(4) -.005(6) O2a .050(7) .062(7) .056(6) .002(6) .009(5) -.013(6) N1a .031(6) .057(8) .041(6) -.001(5) .014(5) .004(5) N2a .039(7) .059(9) .039(6) .002(6) .002(6) -.001(6) N3a .041(6) .032(6) .041(6) -.005(5) .014(5) -.002(5) N4a .067(8) .037(7) .058(7) -.005(6) .004(6) -.001(6) C1a .062(9) .026(7) .039(7) .003(6) .020(6) -.000(6) C2a .065(9) .034(8) .032(6) .002(6) .008(6) .001(6) C3a .052(8) .042(8) .042(7) .004(6) .011(6) -.010(7) C4a .057(9) .053(9) .039(7) -.000(7) .021(6) .001(7) C5a .094(11) .030(7) .035(7) -.015(8) .017(7) -.001(6) C6a .079(10) .053(9) .031(6) .004(8) .003(6) .000(7) C7a .053(8) .041(8) .034(6) .004(6) .010(6) .008(6) C8a .038(8) .071(11) .077(10) .009(7) .002(7) .012(8) C9a .051(7) .025(10) .047(6) -.007(6) .017(5) .001(6) C10a .036(7) .058(9) .058(8) -.005(6) .008(6) -.005(7) C11a .053(8) .035(8) .034(6) -.003(6) .016(6) .002(6) C12a .053(8) .028(8) .032(6) -.001(6) .002(6) .007(6) C13a .065(10) .044(9) .040(7) .007(7) .008(7) .001(6) C14a .076(10) .044(10) .060(9) .019(8) -.001(8) .001(8) C15a .105(15) .050(12) .086(11) .024(9) -.006(10) .002(9) C16a .112(14) .022(8) .072(9) .021(7) .003(9) -.004(7) C17a .059(9) .028(8) .062(8) .010(6) .005(7) .005(7) C18a .077(11) .031(8) .112(13) -.012(7) -.020(9) -.019(9) O1b .059(5) .052(8) .042(4) .005(4) .008(4) -.006(5) O2b .078(7) .051(6) .046(6) -.010(5) .004(5) -.004(5) N1b .067(8) .033(7) .034(6) .008(6) .008(5) .002(5) N2b .063(8) .038(7) .055(7) -.003(6) .013(6) .002(6) N3b .063(8) .028(6) .030(5) -.005(5) .013(5) -.006(5) N4b .065(8) .044(7) .038(6) .003(6) .008(6) .007(5) C1b .045(8) .033(8) .043(7) .006(6) .008(6) -.000(6) C2b .075(10) .020(8) .039(7) .000(7) .018(7) -.005(6) C3b .063(10) .049(9) .057(8) .006(7) .016(7) -.007(7) C4b .101(13) .060(12) .065(10) .024(10) .025(9) .006(9) C5b .107(13) .036(12) .112(11) .011(11) .049(10) -.020(10) C6b .104(15) .051(12) .111(14) -.015(9) .034(11) -.019(9) C7b .052(8) .037(9) .065(9) -.002(7) .017(7) .001(7) C8b .074(10) .056(10) .082(10) -.034(8) .003(8) .006(8) C9b .054(8) .034(7) .044(7) -.003(6) .016(6) -.004(6) C10b .059(8) .041(11) .037(6) .012(6) .002(6) -.004(6) C11b .061(10) .045(8) .030(6) .008(7) .019(7) -.005(6) C12b .076(9) .037(8) .021(6) -.012(7) .008(6) -.005(6) C13b .075(10) .050(9) .040(7) -.019(7) .019(7) .000(7) C14b .106(13) .057(11) .050(9) -.021(10) .023(9) -.009(9) C15b .150(18) .060(12) .041(8) -.043(12) .029(11) -.012(8) C16b .137(16) .035(9) .037(8) -.014(10) .015(9) .007(7) C17b .070(10) .054(10) .035(7) .006(8) .011(7) -.006(7) C18b .086(11) .091(13) .039(8) -.007(10) -.002(8) .007(9) Cl1c .054(3) .105(4) .088(3) -.002(3) .019(3) .028(3) O1c .045(11) .094(16) .102(15) -.004(8) .028(9) .036(12) O2c .125(19) .084(17) .28(4) -.030(13) .02(3) .08(2) O3c .067(15) .45(6) .083(16) .02(3) -.005(12) .10(3) O4c .116(18) .19(3) .21(4) -.038(18) .067(19) -.12(3) Cl1d .085(7) .093(8) .101(7) .013(6) .004(6) -.019(6) O1d .13(3) .11(3) .14(3) -.03(2) -.06(2) -.03(3) O2d .20(4) .11(3) .14(3) .05(3) .03(3) -.07(3) O3d .10(3) .24(5) .16(4) .12(3) -.06(3) -.11(4) O4d .16(3) .11(3) .22(4) -.07(3) -.06(3) .03(3) Cl1e .191(15) .185(16) .114(9) -.113(14) .092(10) -.098(11) O1e .17(3) .15(4) .09(2) -.05(3) .02(2) -.08(3) O2e .13(4) .21(5) .16(4) -.03(4) .04(3) -.07(4) O3e .10(3) .38(8) .22(5) -.12(4) .05(3) -.10(5) O4e .029(9) .041(10) .058(10) .021(7) .019(8) -.000(8) O1w .102(9) .143(17) .118(9) -.009(9) .050(8) -.020(10) 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 Cu O1a . . 2.576(8) Cu N1a . . 1.992(10) Cu N3a . . 2.018(10) Cu O1b . . 2.462(9) Cu N1b . . 2.034(11) Cu N3b . . 2.053(10) O1a C9a . . 1.427(13) O2a C10a . . 1.432(16) N1a C1a . . 1.322(17) N1a C2a . . 1.416(17) N2a C1a . . 1.371(17) N2a C7a . . 1.381(17) N2a C8a . . 1.474(18) N3a C11a . . 1.332(15) N3a C12a . . 1.411(16) N4a C11a . . 1.378(17) N4a C17a . . 1.380(17) N4a C18a . . 1.472(19) C1a C9a . . 1.490(17) C2a C3a . . 1.394(18) C2a C7a . . 1.407(17) C3a C4a . . 1.392(18) C4a C5a . . 1.428(19) C5a C6a . . 1.40(2) C6a C7a . . 1.374(18) C9a C10a . . 1.525(19) C10a C11a . . 1.497(17) C12a C13a . . 1.354(18) C12a C17a . . 1.410(18) C13a C14a . . 1.42(3) C14a C15a . . 1.35(3) C15a C16a . . 1.43(3) C16a C17a . . 1.37(2) O1b C9b . . 1.429(14) O2b C10b . . 1.373(15) N1b C1b . . 1.280(17) N1b C2b . . 1.377(17) N2b C1b . . 1.292(17) N2b C7b . . 1.378(17) N2b C8b . . 1.482(19) N3b C11b . . 1.337(17) N3b C12b . . 1.372(16) N4b C11b . . 1.324(16) N4b C17b . . 1.377(18) N4b C18b . . 1.464(19) C1b C9b . . 1.538(18) C2b C3b . . 1.43(2) C2b C7b . . 1.345(19) C3b C4b . . 1.41(3) C4b C5b . . 1.39(3) C5b C6b . . 1.44(3) C6b C7b . . 1.38(3) C9b C10b . . 1.523(16) C10b C11b . . 1.562(19) C12b C13b . . 1.43(2) C12b C17b . . 1.375(18) C13b C14b . . 1.38(3) C14b C15b . . 1.40(3) C15b C16b . . 1.39(3) C16b C17b . . 1.43(2) Cl1c O1c . . 1.400(17) Cl1c O2c . . 1.40(3) Cl1c O3c . . 1.34(3) Cl1c O4c . . 1.36(3) Cl1c O1c' . . 1.43(5) Cl1c O2c' . . 1.40(5) Cl1c O3c' . . 1.41(5) Cl1c O4c' . . 1.31(4) Cl1d O1d . . 1.42(3) Cl1d O2d . . 1.47(4) Cl1d O3d . . 1.42(4) Cl1d O4d . . 1.44(3) Cl1e O1e . . 1.38(4) Cl1e O2e . . 1.45(4) Cl1e O3e . . 1.42(4) Cl1e O4e . . 1.54(2) 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_2 _geom_angle_site_symmetry_3 _geom_angle O1a Cu N1a . . . 74.3(4) O1a Cu N3a . . . 78.7(4) O1a Cu O1b . . . 174.5(4) O1a Cu N1b . . . 103.7(5) O1a Cu N3b . . . 102.1(4) N1a Cu N3a . . . 91.1(5) N1a Cu O1b . . . 101.2(4) N1a Cu N1b . . . 87.8(5) N1a Cu N3b . . . 175.2(5) N3a Cu O1b . . . 104.7(4) N3a Cu N1b . . . 177.0(4) N3a Cu N3b . . . 91.2(4) O1b Cu N1b . . . 72.8(4) O1b Cu N3b . . . 82.3(4) N1b Cu N3b . . . 90.1(4) Cu O1a C9a . . . 98.5(6) Cu N1a C1a . . . 119.6(9) Cu N1a C2a . . . 132.4(8) C1a N1a C2a . . . 106.1(10) C1a N2a C7a . . . 107.4(11) C1a N2a C8a . . . 127.0(12) C7a N2a C8a . . . 125.4(12) Cu N3a C11a . . . 129.2(9) Cu N3a C12a . . . 123.5(8) C11a N3a C12a . . . 107.2(10) C11a N4a C17a . . . 108.2(11) C11a N4a C18a . . . 128.8(11) C17a N4a C18a . . . 122.9(12) N1a C1a N2a . . . 112.1(11) N1a C1a C9a . . . 121.3(11) N2a C1a C9a . . . 126.5(12) N1a C2a C3a . . . 131.0(11) N1a C2a C7a . . . 108.0(11) C3a C2a C7a . . . 120.9(12) C2a C3a C4a . . . 118.0(11) C3a C4a C5a . . . 120.1(12) C4a C5a C6a . . . 121.7(12) C5a C6a C7a . . . 116.8(12) N2a C7a C2a . . . 106.4(11) N2a C7a C6a . . . 131.1(12) C2a C7a C6a . . . 122.5(12) O1a C9a C1a . . . 109.4(10) O1a C9a C10a . . . 110.1(10) C1a C9a C10a . . . 111.9(10) O2a C10a C9a . . . 107.9(11) O2a C10a C11a . . . 109.0(10) C9a C10a C11a . . . 115.0(10) N3a C11a N4a . . . 110.5(11) N3a C11a C10a . . . 131.0(12) N4a C11a C10a . . . 118.4(11) N3a C12a C13a . . . 133.1(12) N3a C12a C17a . . . 107.7(11) C13a C12a C17a . . . 119.2(12) C12a C13a C14a . . . 118.1(13) C13a C14a C15a . . . 121.5(15) C14a C15a C16a . . . 122.3(16) C15a C16a C17a . . . 114.1(14) N4a C17a C12a . . . 106.3(11) N4a C17a C16a . . . 129.0(13) C12a C17a C16a . . . 124.6(13) Cu O1b C9b . . . 102.3(7) Cu N1b C1b . . . 119.3(9) Cu N1b C2b . . . 133.8(9) C1b N1b C2b . . . 106.9(11) C1b N2b C7b . . . 107.6(11) C1b N2b C8b . . . 129.9(12) C7b N2b C8b . . . 122.4(12) Cu N3b C11b . . . 129.2(9) Cu N3b C12b . . . 125.8(9) C11b N3b C12b . . . 103.5(10) C11b N4b C17b . . . 106.5(11) C11b N4b C18b . . . 128.9(12) C17b N4b C18b . . . 124.5(12) N1b C1b N2b . . . 112.2(12) N1b C1b C9b . . . 120.8(11) N2b C1b C9b . . . 127.1(12) N1b C2b C3b . . . 128.3(12) N1b C2b C7b . . . 107.5(12) C3b C2b C7b . . . 124.1(13) C2b C3b C4b . . . 113.4(13) C3b C4b C5b . . . 123.3(17) C4b C5b C6b . . . 120.2(17) C5b C6b C7b . . . 116.6(16) N2b C7b C2b . . . 105.8(12) N2b C7b C6b . . . 132.0(14) C2b C7b C6b . . . 122.3(14) O1b C9b C1b . . . 106.5(10) O1b C9b C10b . . . 111.4(10) C1b C9b C10b . . . 113.9(10) O2b C10b C9b . . . 111.9(11) O2b C10b C11b . . . 107.9(10) C9b C10b C11b . . . 113.4(10) N3b C11b N4b . . . 113.7(12) N3b C11b C10b . . . 128.7(11) N4b C11b C10b . . . 117.6(11) N3b C12b C13b . . . 129.0(11) N3b C12b C17b . . . 110.4(12) C13b C12b C17b . . . 120.4(12) C12b C13b C14b . . . 115.6(13) C13b C14b C15b . . . 122.8(17) C14b C15b C16b . . . 123.4(16) C15b C16b C17b . . . 112.7(15) N4b C17b C12b . . . 105.8(12) N4b C17b C16b . . . 129.3(14) C12b C17b C16b . . . 124.9(14) O1c Cl1c O2c . . . 108.5(13) O1c Cl1c O3c . . . 108.9(15) O1c Cl1c O4c . . . 111.6(15) O2c Cl1c O3c . . . 107(3) O2c Cl1c O4c . . . 110.6(18) O3c Cl1c O4c . . . 110.0(17) O1c' Cl1c O2c' . . . 109(3) O1c' Cl1c O3c' . . . 110(3) O1c' Cl1c O4c' . . . 109(3) O2c' Cl1c O3c' . . . 110(4) O2c' Cl1c O4c' . . . 109(3) O3c' Cl1c O4c' . . . 109(3) O1d Cl1d O2d . . . 106.9(18) O1d Cl1d O3d . . . 109.8(18) O1d Cl1d O4d . . . 109.4(18) O2d Cl1d O3d . . . 111.3(19) O2d Cl1d O4d . . . 110.5(19) O3d Cl1d O4d . . . 108.7(19) O1e Cl1e O2e . . . 110(3) O1e Cl1e O3e . . . 111(3) O1e Cl1e O4e . . . 109.4(16) O2e Cl1e O3e . . . 108(3) O2e Cl1e O4e . . . 107.6(17) O3e Cl1e O4e . . . 110.4(18) loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion N1a Cu O1a C9a . . . . 29.8(8) N3a Cu O1a C9a . . . . -64.6(8) O1b Cu O1a C9a . . . . 64(4) N1b Cu O1a C9a . . . . 113.5(8) N3b Cu O1a C9a . . . . -153.4(8) O1a Cu N1a C1a . . . . -11.5(10) O1a Cu N1a C2a . . . . 150.3(12) N3a Cu N1a C1a . . . . 66.4(10) N3a Cu N1a C2a . . . . -131.8(12) O1b Cu N1a C1a . . . . 171.6(10) O1b Cu N1a C2a . . . . -26.6(12) N1b Cu N1a C1a . . . . -116.4(10) N1b Cu N1a C2a . . . . 45.4(12) N3b Cu N1a C1a . . . . -52(6) N3b Cu N1a C2a . . . . 109(5) O1a Cu N3a C11a . . . . 26.9(10) O1a Cu N3a C12a . . . . -155.3(9) N1a Cu N3a C11a . . . . -46.8(10) N1a Cu N3a C12a . . . . 131.0(9) O1b Cu N3a C11a . . . . -148.7(10) O1b Cu N3a C12a . . . . 29.1(9) N1b Cu N3a C11a . . . . -117(8) N1b Cu N3a C12a . . . . 61(8) N3b Cu N3a C11a . . . . 129.0(10) N3b Cu N3a C12a . . . . -53.2(9) O1a Cu O1b C9b . . . . 87(3) N1a Cu O1b C9b . . . . 120.2(7) N3a Cu O1b C9b . . . . -145.7(7) N1b Cu O1b C9b . . . . 36.0(7) N3b Cu O1b C9b . . . . -56.5(7) O1a Cu N1b C1b . . . . 161.9(9) O1a Cu N1b C2b . . . . -15.6(11) N1a Cu N1b C1b . . . . -124.9(9) N1a Cu N1b C2b . . . . 57.6(11) N3a Cu N1b C1b . . . . -55(8) N3a Cu N1b C2b . . . . 128(7) O1b Cu N1b C1b . . . . -22.5(9) O1b Cu N1b C2b . . . . 160.0(11) N3b Cu N1b C1b . . . . 59.4(10) N3b Cu N1b C2b . . . . -118.1(11) O1a Cu N3b C11b . . . . -164.8(11) O1a Cu N3b C12b . . . . 31.2(11) N1a Cu N3b C11b . . . . -125(5) N1a Cu N3b C12b . . . . 71(6) N3a Cu N3b C11b . . . . 116.5(11) N3a Cu N3b C12b . . . . -47.6(10) O1b Cu N3b C11b . . . . 11.9(11) O1b Cu N3b C12b . . . . -152.2(11) N1b Cu N3b C11b . . . . -60.7(11) N1b Cu N3b C12b . . . . 135.2(11) Cu O1a C9a C1a . . . . -40.5(10) Cu O1a C9a C10a . . . . 82.9(9) Cu N1a C1a N2a . . . . 166.9(9) Cu N1a C1a C9a . . . . -9.8(16) C2a N1a C1a N2a . . . . .8(14) C2a N1a C1a C9a . . . . -176.0(11) Cu N1a C2a C3a . . . . 14(3) Cu N1a C2a C7a . . . . -162.7(9) C1a N1a C2a C3a . . . . 177.4(14) C1a N1a C2a C7a . . . . .9(14) C7a N2a C1a N1a . . . . -2.2(15) C7a N2a C1a C9a . . . . 174.3(12) C8a N2a C1a N1a . . . . 173.0(13) C8a N2a C1a C9a . . . . -11(3) C1a N2a C7a C2a . . . . 2.6(14) C1a N2a C7a C6a . . . . -175.2(13) C8a N2a C7a C2a . . . . -172.6(13) C8a N2a C7a C6a . . . . 10(3) Cu N3a C11a N4a . . . . 178.2(8) Cu N3a C11a C10a . . . . 1.5(18) C12a N3a C11a N4a . . . . .1(13) C12a N3a C11a C10a . . . . -176.5(12) Cu N3a C12a C13a . . . . .7(18) Cu N3a C12a C17a . . . . -177.2(8) C11a N3a C12a C13a . . . . 178.9(13) C11a N3a C12a C17a . . . . 1.0(13) C17a N4a C11a N3a . . . . -1.2(14) C17a N4a C11a C10a . . . . 175.9(11) C18a N4a C11a N3a . . . . -178.0(13) C18a N4a C11a C10a . . . . -.9(19) C11a N4a C17a C12a . . . . 1.7(14) C11a N4a C17a C16a . . . . -175.4(14) C18a N4a C17a C12a . . . . 178.8(12) C18a N4a C17a C16a . . . . 2(3) N1a C1a C9a O1a . . . . 41.1(16) N1a C1a C9a C10a . . . . -81.2(14) N2a C1a C9a O1a . . . . -135.1(13) N2a C1a C9a C10a . . . . 102.5(14) N1a C2a C3a C4a . . . . -174.7(13) C7a C2a C3a C4a . . . . 1.5(18) N1a C2a C7a N2a . . . . -2.2(14) N1a C2a C7a C6a . . . . 175.8(12) C3a C2a C7a N2a . . . . -179.1(12) C3a C2a C7a C6a . . . . -1.1(19) C2a C3a C4a C5a . . . . -1.1(19) C3a C4a C5a C6a . . . . 0(2) C4a C5a C6a C7a . . . . .0(19) C5a C6a C7a N2a . . . . 177.8(13) C5a C6a C7a C2a . . . . .3(19) O1a C9a C10a O2a . . . . -172.8(9) O1a C9a C10a C11a . . . . -50.8(14) C1a C9a C10a O2a . . . . -50.9(13) C1a C9a C10a C11a . . . . 71.1(13) O2a C10a C11a N3a . . . . 116.8(14) O2a C10a C11a N4a . . . . -59.7(15) C9a C10a C11a N3a . . . . -4.6(19) C9a C10a C11a N4a . . . . 179.0(11) N3a C12a C13a C14a . . . . -173.8(13) C17a C12a C13a C14a . . . . 4.0(18) N3a C12a C17a N4a . . . . -1.7(14) N3a C12a C17a C16a . . . . 175.6(13) C13a C12a C17a N4a . . . . -180.0(11) C13a C12a C17a C16a . . . . -3(2) C12a C13a C14a C15a . . . . -3(3) C13a C14a C15a C16a . . . . 0(3) C14a C15a C16a C17a . . . . 1(3) C15a C16a C17a N4a . . . . 176.6(14) C15a C16a C17a C12a . . . . 0(3) Cu O1b C9b C1b . . . . -41.1(9) Cu O1b C9b C10b . . . . 83.7(10) Cu N1b C1b N2b . . . . -176.2(8) Cu N1b C1b C9b . . . . 5.4(15) C2b N1b C1b N2b . . . . 1.9(14) C2b N1b C1b C9b . . . . -176.5(10) Cu N1b C2b C3b . . . . -6.9(19) Cu N1b C2b C7b . . . . 176.0(9) C1b N1b C2b C3b . . . . 175.3(13) C1b N1b C2b C7b . . . . -1.7(14) C7b N2b C1b N1b . . . . -1.3(15) C7b N2b C1b C9b . . . . 176.9(12) C8b N2b C1b N1b . . . . 176.5(12) C8b N2b C1b C9b . . . . -5(3) C1b N2b C7b C2b . . . . .2(14) C1b N2b C7b C6b . . . . 179.3(16) C8b N2b C7b C2b . . . . -177.8(12) C8b N2b C7b C6b . . . . 1(3) Cu N3b C11b N4b . . . . -164.3(9) Cu N3b C11b C10b . . . . 16.8(19) C12b N3b C11b N4b . . . . 2.5(14) C12b N3b C11b C10b . . . . -176.4(12) Cu N3b C12b C13b . . . . -19.4(18) Cu N3b C12b C17b . . . . 165.0(9) C11b N3b C12b C13b . . . . 173.2(13) C11b N3b C12b C17b . . . . -2.4(14) C17b N4b C11b N3b . . . . -1.7(15) C17b N4b C11b C10b . . . . 177.4(11) C18b N4b C11b N3b . . . . 176.8(13) C18b N4b C11b C10b . . . . -4(2) C11b N4b C17b C12b . . . . .1(14) C11b N4b C17b C16b . . . . 179.9(14) C18b N4b C17b C12b . . . . -178.5(12) C18b N4b C17b C16b . . . . 1(3) N1b C1b C9b O1b . . . . 30.2(15) N1b C1b C9b C10b . . . . -93.0(13) N2b C1b C9b O1b . . . . -148.0(12) N2b C1b C9b C10b . . . . 88.8(15) N1b C2b C3b C4b . . . . 179.2(13) C7b C2b C3b C4b . . . . -4(2) N1b C2b C7b N2b . . . . .9(14) N1b C2b C7b C6b . . . . -178.3(14) C3b C2b C7b N2b . . . . -176.3(12) C3b C2b C7b C6b . . . . 5(3) C2b C3b C4b C5b . . . . 2(3) C3b C4b C5b C6b . . . . 0(3) C4b C5b C6b C7b . . . . 0(3) C5b C6b C7b N2b . . . . 178.8(15) C5b C6b C7b C2b . . . . -2(3) O1b C9b C10b O2b . . . . -176.1(10) O1b C9b C10b C11b . . . . -53.8(14) C1b C9b C10b O2b . . . . -55.6(14) C1b C9b C10b C11b . . . . 66.8(13) O2b C10b C11b N3b . . . . 118.3(13) O2b C10b C11b N4b . . . . -60.6(15) C9b C10b C11b N3b . . . . -6.2(18) C9b C10b C11b N4b . . . . 174.9(11) N3b C12b C13b C14b . . . . -178.2(13) C17b C12b C13b C14b . . . . -3.0(19) N3b C12b C17b N4b . . . . 1.5(15) N3b C12b C17b C16b . . . . -178.4(13) C13b C12b C17b N4b . . . . -174.6(12) C13b C12b C17b C16b . . . . 6(3) C12b C13b C14b C15b . . . . 0(3) C13b C14b C15b C16b . . . . 0(3) C14b C15b C16b C17b . . . . 3(3) C15b C16b C17b N4b . . . . 175.1(14) C15b C16b C17b C12b . . . . -5(3) #===END============================================================ data_ISKA _database_code_CSD 183163 #---- rac-[Ni(RR,SS-1)2](NO3)2·(C2H5OH)2 ---------------------------------- _audit_creation_date '2000-03-28' _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record '2002-03-06' _audit_conform_dict_name 'cif_core.dic' _audit_conform_dict_version '2.0.1' #--------------------------------------------------------------------------- _chemical_name_systematic ; Rac-bis[1,2-bis(1H-benzimidazol-2-yl)-1,2-ethanediol] nickel(II) dinitrate ; _chemical_formula_moiety ; Ni(C16 H13 N4 O2)2 (N O3)2 (C2 H6 O)2 ; _chemical_formula_sum 'C36 H38 N10 O12 Ni' _chemical_formula_weight 861.6 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,+y,1/2-z -x,-y,-z +x,-y,1/2+z 1/2+x,1/2+y,+z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 22.6083(11) _cell_length_b 11.5953(7) _cell_length_c 15.0449(7) _cell_angle_alpha 90.00000 _cell_angle_beta 96.565(6) _cell_angle_gamma 90.00000 _cell_volume 3918.2(4) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.460 _exptl_crystal_density_meas not_measured _diffrn_radiation_type 'MoK\a' _diffrn_radiation_wavelength .71073 _cell_measurement_reflns_used 7998 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 21.0 _cell_measurement_temperature 200 _exptl_absorpt_coefficient_mu .57 _exptl_crystal_description prism _exptl_crystal_size_max .22 _exptl_crystal_size_mid .21 _exptl_crystal_size_min .048 _exptl_crystal_colour blue _diffrn_measurement_device_type 'Stoe Ipds' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 6 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'XRED; Stoe & Cie, 1999' _exptl_absorpt_correction_T_min .8685 _exptl_absorpt_correction_T_max .9734 _diffrn_reflns_number .247710+05 _reflns_number_total 3808 _reflns_number_gt 2776 _reflns_threshold_expression 'refl observed if Fo > 4.0 \s(Fo)' _diffrn_reflns_theta_max 25.98 _diffrn_reflns_av_R_equivalents .041 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .040 _refine_ls_wR_factor_ref .043 _refine_ls_goodness_of_fit_ref 2.35 _refine_ls_number_reflns 2921 _refine_ls_number_parameters 309 _refine_ls_weighting_scheme calc _refine_ls_weighting_details '\w=1/[\s^2^(Fo)+0.0001(Fo^2^)]' _refine_ls_hydrogen_treatment refxyz _refine_ls_shift/su_max .00037 _refine_diff_density_max .56 _refine_diff_density_min -.72 _refine_ls_extinction_method none _refine_special_details ; hydrogen_treatment: - Calculated for the ethanol solvant molecule. - Observed and refined with a fixed value of Uiso for the other H atoms. ; _computing_data_collection 'EXPOSE (Stoe & Cie, 1999)' _computing_cell_refinement 'CELL (Stoe & Cie, 1999)' _computing_data_reduction 'XRED (Stoe & Cie, 1999)' _computing_structure_solution 'Multan_87' _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003 O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006 Ni Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .285 1.113 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type Ni .50000 .32164(5) .75000 .0243(3) 1.00000 Uani O1 .57017(9) .44705(16) .77921(13) .0305(10) 1.00000 Uani O2 .67167(10) .2827(2) .93989(15) .0409(12) 1.00000 Uani N1 .50308(10) .34308(19) .88596(16) .0280(12) 1.00000 Uani N2 .56071(11) .3837(3) 1.01195(17) .0309(13) 1.00000 Uani N3 .57069(10) .20588(19) .75720(16) .0273(12) 1.00000 Uani N4 .66342(11) .1389(3) .77833(19) .0385(14) 1.00000 Uani C1 .55582(12) .3812(3) .92194(19) .0271(14) 1.00000 Uani C2 .47079(12) .3207(3) .95815(19) .0293(14) 1.00000 Uani C3 .41265(14) .2823(3) .9620(3) .0392(18) 1.00000 Uani C4 .39413(17) .2674(4) 1.0457(3) .0466(19) 1.00000 Uani C5 .43144(16) .2900(3) 1.1244(3) .046(2) 1.00000 Uani C6 .48842(15) .3309(3) 1.1223(3) .0394(17) 1.00000 Uani C7 .50708(12) .3455(3) 1.0382(2) .0302(15) 1.00000 Uani C8 .60207(13) .4177(3) .8641(2) .0304(15) 1.00000 Uani C9 .64874(12) .3243(3) .8538(2) .0318(15) 1.00000 Uani C10 .62544(12) .2237(3) .7967(2) .0292(14) 1.00000 Uani C11 .57395(12) .1030(3) .70873(19) .0292(15) 1.00000 Uani C12 .53069(14) .0461(3) .6504(3) .0341(16) 1.00000 Uani C13 .54737(15) -.0530(3) .6100(3) .0439(19) 1.00000 Uani C14 .60527(17) -.0964(4) .6262(3) .053(3) 1.00000 Uani C15 .64854(16) -.0416(4) .6821(3) .051(3) 1.00000 Uani C16 .63198(13) .0604(3) .7221(3) .0369(17) 1.00000 Uani N101 .68270(11) .6015(3) .70297(19) .0428(15) 1.00000 Uani O101 .70984(10) .6691(3) .65850(18) .0549(14) 1.00000 Uani O102 .70362(12) .5686(3) .77759(18) .0689(17) 1.00000 Uani O103 .63206(10) .5638(3) .67054(16) .0606(16) 1.00000 Uani O201 .26657(13) .0839(3) .4855(2) .0666(18) 1.00000 Uani C201 .2779(4) -.0333(6) .5028(5) .114(5) 1.00000 Uani C202 .2487(3) -.0915(5) .5690(7) .138(6) 1.00000 Uani H2 .7000(17) .327(4) .956(3) .05000 1.00000 Uiso H02 .5925(16) .399(4) 1.049(3) .05000 1.00000 Uiso H04 .7005(17) .140(3) .796(3) .05000 1.00000 Uiso H3 .3873(16) .266(3) .910(3) .05000 1.00000 Uiso H4 .3570(17) .246(3) 1.050(3) .05000 1.00000 Uiso H5 .4159(15) .278(3) 1.183(3) .05000 1.00000 Uiso H6 .5133(15) .350(3) 1.177(3) .05000 1.00000 Uiso H8 .6228(15) .484(3) .895(3) .05000 1.00000 Uiso H9 .6800(16) .360(3) .824(3) .05000 1.00000 Uiso H12 .4883(16) .076(3) .638(3) .05000 1.00000 Uiso H13 .5190(16) -.098(3) .572(3) .05000 1.00000 Uiso H14 .6129(15) -.164(4) .600(3) .05000 1.00000 Uiso H15 .6845(17) -.066(3) .690(3) .05000 1.00000 Uiso H201 .2916(17) .123(4) .507(3) .05000 1.00000 Uiso H2011 .26417 -.07821 .44013 .05000 1.00000 Uiso H2012 .32518 -.04291 .52104 .05000 1.00000 Uiso H2021 .26224 -.04564 .63258 .05000 1.00000 Uiso H2022 .20123 -.08094 .55167 .05000 1.00000 Uiso H2023 .25696 -.18226 .58317 .05000 1.00000 Uiso 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 Ni .0210(3) .0279(3) .0232(3) .00000 -.00080(19) .00000 O1 .0307(10) .0320(10) .0270(12) -.0023(8) -.0039(9) .0038(8) O2 .0317(11) .0490(14) .0378(14) -.0013(10) -.0144(10) .0028(10) N1 .0261(11) .0305(13) .0271(14) -.0033(10) .0014(10) -.0007(10) N2 .0267(13) .0389(14) .0258(14) .0003(10) -.0021(11) -.0030(11) N3 .0235(12) .0307(14) .0269(14) -.0006(9) .0002(10) .0011(10) N4 .0227(12) .0450(15) .0462(17) .0069(11) -.0027(12) -.0079(12) C1 .0279(14) .0276(15) .0248(16) .0001(11) -.0013(12) -.0016(12) C2 .0302(14) .0286(14) .0292(16) .0007(13) .0039(12) -.0030(13) C3 .0332(16) .0457(18) .039(2) -.0045(13) .0059(15) -.0104(15) C4 .0397(18) .051(2) .052(3) -.0091(16) .0205(16) -.0084(17) C5 .054(3) .049(3) .037(3) .0008(16) .0190(17) -.0021(15) C6 .0445(18) .0459(19) .0289(18) .0055(15) .0089(14) -.0044(15) C7 .0326(15) .0295(16) .0283(16) .0037(11) .0031(12) -.0011(12) C8 .0310(15) .0328(16) .0261(16) -.0053(12) -.0028(12) -.0012(13) C9 .0244(13) .0380(16) .0322(17) -.0029(13) -.0003(12) .0014(14) C10 .0221(14) .0354(15) .0298(17) .0015(12) .0021(12) .0036(12) C11 .0296(14) .0289(15) .0293(17) .0003(12) .0043(12) .0010(12) C12 .0329(16) .0336(16) .0360(19) -.0014(13) .0039(14) -.0027(13) C13 .0446(19) .0373(18) .049(3) -.0046(14) .0034(16) -.0094(15) C14 .054(3) .0388(19) .066(3) .0041(16) .0113(19) -.0166(18) C15 .0397(18) .044(2) .069(3) .0145(16) .0051(18) -.0124(18) C16 .0319(16) .0369(17) .0418(19) .0033(13) .0039(14) -.0021(14) N101 .0277(13) .0594(18) .0403(17) -.0029(13) -.0011(12) .0139(14) O101 .0339(12) .0709(17) .0604(16) -.0080(12) .0073(11) .0275(14) O102 .0533(15) .098(3) .0499(17) -.0257(14) -.0199(13) .0333(15) O103 .0303(12) .108(3) .0413(15) -.0216(13) -.0074(11) .0261(14) O201 .0606(18) .0591(18) .074(3) .0192(13) -.0183(15) -.0170(15) C201 .156(6) .103(5) .090(5) .084(5) .047(4) .038(4) C202 .093(5) .063(4) .269(11) -.004(3) .072(6) -.024(5) 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 Ni O1 . . 2.1599(19) Ni N1 . . 2.054(3) Ni N3 . . 2.080(3) Ni O1 . 2_656 2.1599(19) Ni N1 . 2_656 2.054(3) Ni N3 . 2_656 2.080(3) O1 C8 . . 1.434(4) O2 C9 . . 1.424(4) O2 H2 . . .84(4) N1 C1 . . 1.328(4) N1 C2 . . 1.400(4) N2 C1 . . 1.346(4) N2 C7 . . 1.390(4) N2 H02 . . .88(4) N3 C10 . . 1.327(4) N3 C11 . . 1.404(4) N4 C10 . . 1.355(4) N4 C16 . . 1.383(4) N4 H04 . . .85(4) C1 C8 . . 1.496(4) C2 C3 . . 1.396(4) C2 C7 . . 1.407(4) C3 C4 . . 1.382(6) C3 H3 . . .94(4) C4 C5 . . 1.398(6) C4 H4 . . .88(4) C5 C6 . . 1.377(5) C5 H5 . . .99(4) C6 C7 . . 1.390(5) C6 H6 . . .97(4) C8 C9 . . 1.533(5) C8 H8 . . .99(4) C9 C10 . . 1.506(5) C9 H9 . . .97(4) C11 C12 . . 1.402(4) C11 C16 . . 1.395(4) C12 C13 . . 1.373(5) C12 H12 . . 1.02(4) C13 C14 . . 1.398(5) C13 H13 . . .96(4) C14 C15 . . 1.371(6) C14 H14 . . .91(4) C15 C16 . . 1.397(5) C15 H15 . . .86(4) N101 O101 . . 1.238(4) N101 O102 . . 1.228(4) N101 O103 . . 1.270(4) O201 C201 . . 1.402(7) O201 H201 . . .77(4) C201 C202 . . 1.425(12) C201 H2011 . . 1.091(6) C201 H2012 . . 1.078(8) C202 H2021 . . 1.107(10) C202 H2022 . . 1.083(7) C202 H2023 . . 1.085(6) 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_2 _geom_angle_site_symmetry_3 _geom_angle O1 Ni N1 . . . 77.02(9) O1 Ni N3 . . . 83.21(8) O1 Ni O1 . . 2_656 95.36(8) O1 Ni N1 . . 2_656 93.53(9) O1 Ni N3 . . 2_656 170.75(9) N1 Ni N3 . . . 95.04(9) N1 Ni O1 . . 2_656 93.53(9) N1 Ni N1 . . 2_656 166.10(9) N1 Ni N3 . . 2_656 93.92(9) N3 Ni O1 . . 2_656 170.75(9) N3 Ni N1 . . 2_656 93.92(9) N3 Ni N3 . . 2_656 99.64(9) O1 Ni N1 2_656 . 2_656 77.02(9) O1 Ni N3 2_656 . 2_656 83.21(8) N1 Ni N3 2_656 . 2_656 95.04(9) Ni O1 C8 . . . 107.73(16) C9 O2 H2 . . . 104(3) Ni N1 C1 . . . 111.90(19) Ni N1 C2 . . . 142.07(18) C1 N1 C2 . . . 105.6(3) C1 N2 C7 . . . 107.7(3) C1 N2 H02 . . . 128(3) C7 N2 H02 . . . 124(3) Ni N3 C10 . . . 126.47(19) Ni N3 C11 . . . 127.34(17) C10 N3 C11 . . . 105.3(3) C10 N4 C16 . . . 108.0(3) C10 N4 H04 . . . 123(3) C16 N4 H04 . . . 128(3) N1 C1 N2 . . . 112.6(3) N1 C1 C8 . . . 120.8(3) N2 C1 C8 . . . 126.6(3) N1 C2 C3 . . . 131.9(3) N1 C2 C7 . . . 108.7(3) C3 C2 C7 . . . 119.3(3) C2 C3 C4 . . . 117.6(3) C2 C3 H3 . . . 121(3) C4 C3 H3 . . . 121(3) C3 C4 C5 . . . 122.2(4) C3 C4 H4 . . . 119(3) C5 C4 H4 . . . 119(3) C4 C5 C6 . . . 121.4(4) C4 C5 H5 . . . 119(2) C6 C5 H5 . . . 120(2) C5 C6 C7 . . . 116.4(3) C5 C6 H6 . . . 121(3) C7 C6 H6 . . . 123(3) N2 C7 C2 . . . 105.4(3) N2 C7 C6 . . . 131.5(3) C2 C7 C6 . . . 123.1(3) O1 C8 C1 . . . 105.7(3) O1 C8 C9 . . . 111.1(3) O1 C8 H8 . . . 113(2) C1 C8 C9 . . . 113.2(3) C1 C8 H8 . . . 106(3) C9 C8 H8 . . . 108(2) O2 C9 C8 . . . 109.3(3) O2 C9 C10 . . . 108.9(3) O2 C9 H9 . . . 111(3) C8 C9 C10 . . . 113.9(3) C8 C9 H9 . . . 107(3) C10 C9 H9 . . . 107(3) N3 C10 N4 . . . 112.1(3) N3 C10 C9 . . . 128.6(3) N4 C10 C9 . . . 119.3(3) N3 C11 C12 . . . 130.6(3) N3 C11 C16 . . . 109.3(3) C12 C11 C16 . . . 120.0(3) C11 C12 C13 . . . 117.7(3) C11 C12 H12 . . . 122(2) C13 C12 H12 . . . 120(2) C12 C13 C14 . . . 121.6(4) C12 C13 H13 . . . 121(3) C14 C13 H13 . . . 117(3) C13 C14 C15 . . . 121.9(4) C13 C14 H14 . . . 117(3) C15 C14 H14 . . . 121(3) C14 C15 C16 . . . 116.7(4) C14 C15 H15 . . . 122(3) C16 C15 H15 . . . 121(3) N4 C16 C11 . . . 105.3(3) N4 C16 C15 . . . 132.6(3) C11 C16 C15 . . . 122.1(3) O101 N101 O102 . . . 121.9(3) O101 N101 O103 . . . 119.4(3) O102 N101 O103 . . . 118.7(3) C201 O201 H201 . . . 113(3) O201 C201 C202 . . . 120.0(6) O201 C201 H2011 . . . 105.9(5) O201 C201 H2012 . . . 107.6(6) C202 C201 H2011 . . . 105.6(6) C202 C201 H2012 . . . 107.3(6) H2011 C201 H2012 . . . 110.3(6) C201 C202 H2021 . . . 105.8(5) C201 C202 H2022 . . . 107.7(8) C201 C202 H2023 . . . 121.0(8) H2021 C202 H2022 . . . 108.7(7) H2021 C202 H2023 . . . 105.8(8) H2022 C202 H2023 . . . 107.5(5) loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion N1 Ni O1 C8 . . . . 36.49(17) N3 Ni O1 C8 . . . . -60.30(17) O1 Ni O1 C8 2_656 . . . 128.89(17) N1 Ni O1 C8 2_656 . . . -153.83(17) N3 Ni O1 C8 2_656 . . . 48.2(6) O1 Ni N1 C1 . . . . -23.68(18) O1 Ni N1 C2 . . . . 165.5(3) N3 Ni N1 C1 . . . . 58.15(19) N3 Ni N1 C2 . . . . -112.7(3) O1 Ni N1 C1 2_656 . . . -118.37(18) O1 Ni N1 C2 2_656 . . . 70.8(3) N1 Ni N1 C1 2_656 . . . -71.8(5) N1 Ni N1 C2 2_656 . . . 117.4(5) N3 Ni N1 C1 2_656 . . . 158.20(18) N3 Ni N1 C2 2_656 . . . -12.7(3) O1 Ni N3 C10 . . . . 19.7(3) O1 Ni N3 C11 . . . . -147.8(3) N1 Ni N3 C10 . . . . -56.6(3) N1 Ni N3 C11 . . . . 135.9(3) O1 Ni N3 C10 2_656 . . . 101.3(6) O1 Ni N3 C11 2_656 . . . -66.2(6) N1 Ni N3 C10 2_656 . . . 112.8(3) N1 Ni N3 C11 2_656 . . . -54.7(3) N3 Ni N3 C10 2_656 . . . -151.4(3) N3 Ni N3 C11 2_656 . . . 41.1(3) Ni O1 C8 C1 . . . . -40.2(3) Ni O1 C8 C9 . . . . 83.0(3) Ni O1 C8 H8 . . . . -156(3) H2 O2 C9 C8 . . . . -88(3) H2 O2 C9 C10 . . . . 147(3) H2 O2 C9 H9 . . . . 30(4) Ni N1 C1 N2 . . . . -173.19(18) Ni N1 C1 C8 . . . . 7.8(4) C2 N1 C1 N2 . . . . 1.0(3) C2 N1 C1 C8 . . . . -178.1(3) Ni N1 C2 C3 . . . . -10.7(6) Ni N1 C2 C7 . . . . 170.2(3) C1 N1 C2 C3 . . . . 178.1(4) C1 N1 C2 C7 . . . . -1.0(3) C7 N2 C1 N1 . . . . -.6(4) C7 N2 C1 C8 . . . . 178.4(3) H02 N2 C1 N1 . . . . 173(3) H02 N2 C1 C8 . . . . -8(3) C1 N2 C7 C2 . . . . -.1(3) C1 N2 C7 C6 . . . . 179.7(4) H02 N2 C7 C2 . . . . -174(3) H02 N2 C7 C6 . . . . 6(3) Ni N3 C10 N4 . . . . -170.7(2) Ni N3 C10 C9 . . . . 7.1(5) C11 N3 C10 N4 . . . . -1.0(4) C11 N3 C10 C9 . . . . 176.8(3) Ni N3 C11 C12 . . . . -6.3(5) Ni N3 C11 C16 . . . . 170.5(3) C10 N3 C11 C12 . . . . -175.9(4) C10 N3 C11 C16 . . . . .9(4) C16 N4 C10 N3 . . . . .8(4) C16 N4 C10 C9 . . . . -177.3(3) H04 N4 C10 N3 . . . . 175(3) H04 N4 C10 C9 . . . . -3(3) C10 N4 C16 C11 . . . . -.2(4) C10 N4 C16 C15 . . . . 179.5(4) H04 N4 C16 C11 . . . . -174(4) H04 N4 C16 C15 . . . . 5(4) N1 C1 C8 O1 . . . . 23.2(4) N1 C1 C8 C9 . . . . -98.6(3) N1 C1 C8 H8 . . . . 144(2) N2 C1 C8 O1 . . . . -155.7(3) N2 C1 C8 C9 . . . . 82.5(4) N2 C1 C8 H8 . . . . -35(3) N1 C2 C3 C4 . . . . 179.3(4) N1 C2 C3 H3 . . . . 0(3) C7 C2 C3 C4 . . . . -1.7(5) C7 C2 C3 H3 . . . . 180(3) N1 C2 C7 N2 . . . . .6(3) N1 C2 C7 C6 . . . . -179.2(3) C3 C2 C7 N2 . . . . -178.6(3) C3 C2 C7 C6 . . . . 1.6(5) C2 C3 C4 C5 . . . . .2(5) C2 C3 C4 H4 . . . . 177(3) H3 C3 C4 C5 . . . . 179(3) H3 C3 C4 H4 . . . . -4(4) C3 C4 C5 C6 . . . . 1.5(6) C3 C4 C5 H5 . . . . 180(3) H4 C4 C5 C6 . . . . -176(3) H4 C4 C5 H5 . . . . 3(4) C4 C5 C6 C7 . . . . -1.6(5) C4 C5 C6 H6 . . . . 177(3) H5 C5 C6 C7 . . . . -180(3) H5 C5 C6 H6 . . . . -1(4) C5 C6 C7 N2 . . . . -179.6(3) C5 C6 C7 C2 . . . . .1(5) H6 C6 C7 N2 . . . . 2(3) H6 C6 C7 C2 . . . . -178(3) O1 C8 C9 O2 . . . . -169.5(3) O1 C8 C9 C10 . . . . -47.5(4) O1 C8 C9 H9 . . . . 71(3) C1 C8 C9 O2 . . . . -50.7(3) C1 C8 C9 C10 . . . . 71.3(4) C1 C8 C9 H9 . . . . -170(3) H8 C8 C9 O2 . . . . 66(3) H8 C8 C9 C10 . . . . -172(3) H8 C8 C9 H9 . . . . -54(4) O2 C9 C10 N3 . . . . 120.7(4) O2 C9 C10 N4 . . . . -61.7(4) C8 C9 C10 N3 . . . . -1.6(5) C8 C9 C10 N4 . . . . 176.1(3) H9 C9 C10 N3 . . . . -120(3) H9 C9 C10 N4 . . . . 58(3) N3 C11 C12 C13 . . . . 178.2(4) N3 C11 C12 H12 . . . . -2(3) C16 C11 C12 C13 . . . . 1.7(5) C16 C11 C12 H12 . . . . -178(3) N3 C11 C16 N4 . . . . -.4(4) N3 C11 C16 C15 . . . . 179.9(4) C12 C11 C16 N4 . . . . 176.8(3) C12 C11 C16 C15 . . . . -2.9(5) C11 C12 C13 C14 . . . . .2(6) C11 C12 C13 H13 . . . . 177(3) H12 C12 C13 C14 . . . . -180(3) H12 C12 C13 H13 . . . . -3(4) C12 C13 C14 C15 . . . . -1.1(7) C12 C13 C14 H14 . . . . 177(3) H13 C13 C14 C15 . . . . -178(3) H13 C13 C14 H14 . . . . 0(3) C13 C14 C15 C16 . . . . -.1(6) C13 C14 C15 H15 . . . . -177(3) H14 C14 C15 C16 . . . . -178(3) H14 C14 C15 H15 . . . . 6(4) C14 C15 C16 N4 . . . . -177.5(4) C14 C15 C16 C11 . . . . 2.1(6) H15 C15 C16 N4 . . . . 0(3) H15 C15 C16 C11 . . . . 179(3) H201 O201 C201 C202 . . . . 102(4) H201 O201 C201 H2011 . . . . -139(4) H201 O201 C201 H2012 . . . . -21(4) O201 C201 C202 H2021 . . . . -60.2(8) O201 C201 C202 H2022 . . . . 55.9(9) O201 C201 C202 H2023 . . . . 179.9(6) H2011 C201 C202 H2021 . . . . -179.4(5) H2011 C201 C202 H2022 . . . . -63.3(8) H2011 C201 C202 H2023 . . . . 60.6(9) H2012 C201 C202 H2021 . . . . 62.9(7) H2012 C201 C202 H2022 . . . . 179.0(6) H2012 C201 C202 H2023 . . . . -57.0(9) #===END=============================================================== data_ISEL _database_code_CSD 183164 #---- [Ni(RR-2)(RR-2-H)]2(ClO4)2·(C2H5OH)3 --------------------------------- _audit_creation_date 2000-02-23 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record ? _audit_conform_dict_name 'cif_core.dic' _audit_conform_dict_version '2.0.1' #--------------------------------------------------------------------------- _chemical_name_systematic ; Bis-[bis[(R,R)-1,2-bis(1methyl-benzimidazol-2-yl)-1,2-ethanediol] nickel(II) diperchlorate ; _chemical_formula_moiety ; Ni2 (C18 H17.5 N4 O2)4 (Cl O4)4 (C2 H6 O)3 ; _chemical_formula_sum 'C78 H88 N16 O19 Cl2 Ni2' _chemical_formula_weight 1742.1 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C 2 2 21' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,-y,1/2+z +x,-y,-z -x,+y,1/2-z 1/2+x,1/2+y,+z 1/2-x,1/2-y,1/2+z 1/2+x,1/2-y,-z 1/2-x,1/2+y,1/2-z _cell_length_a 17.1566(8) _cell_length_b 20.6583(9) _cell_length_c 24.1454(15) _cell_angle_alpha 90.00000 _cell_angle_beta 90.00000 _cell_angle_gamma 90.00000 _cell_volume 8557.8(8) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.352 _exptl_crystal_density_meas not_measured _diffrn_radiation_type 'MoK\a' _diffrn_radiation_wavelength .71073 _cell_measurement_reflns_used 7998 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 25.9 _cell_measurement_temperature 200 _exptl_absorpt_coefficient_mu .58 _exptl_crystal_description prisme _exptl_crystal_size_max .25 _exptl_crystal_size_mid .23 _exptl_crystal_size_min .22 _exptl_crystal_colour blue _diffrn_measurement_device_type 'Stoe Ipds' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 6 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'XRED; Stoe & Cie, 1999' _exptl_absorpt_correction_T_min .8649 _exptl_absorpt_correction_T_max .8995 _diffrn_reflns_number .541140+05 _reflns_number_total 8342 _reflns_number_gt 4744 _reflns_threshold_expression 'refl observed if Fo > 4.0 \s(Fo)' _diffrn_reflns_theta_max 25.97 _diffrn_reflns_av_R_equivalents .077 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .047 _refine_ls_wR_factor_ref .051 _refine_ls_goodness_of_fit_ref 1.958 _refine_ls_number_reflns 4744 _refine_ls_number_parameters 551 _refine_ls_weighting_scheme calc _refine_ls_weighting_details '\w=1/[\s^2^(Fo)+0.0004(Fo^2^)]' _refine_ls_shift/su_max .00064 _refine_diff_density_max .751 _refine_diff_density_min -.372 _refine_ls_extinction_method none _refine_ls_abs_structure_details Flack_xabs_refined _refine_ls_abs_structure_Flack -.00(3) _refine_special_details ; Hydrogen treatment: - For -OH group involved in the hydrogen bond: observed and refined with a fixed value of Uiso. - For the other -OH group the hydrogen atoms were not observed nor calculated. - For the methyl groups: calculated and refined with restraints on bond lengths and bond angles and blocked in the last cylcles. - Calculated for the other H atoms. Disorders: The ClO4 and EtOH molecules are disordered and have been refined without restraint ; _computing_data_collection 'EXPOSE (Stoe & Cie, 1999)' _computing_cell_refinement 'CELL (Stoe & Cie, 1999)' _computing_data_reduction 'XRED (Stoe & Cie, 1999)' _computing_structure_solution 'Multan_87' _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003 O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006 Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159 Ni Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .285 1.113 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type Ni1a -.13920(8) .50000 .50000 .0339(9) 1.00000 Uani O1a -.0598(4) .4508(4) .5487(3) .040(4) 1.00000 Uani O2a -.1595(5) .3015(4) .5845(3) .066(5) 1.00000 Uani N1a -.1285(5) .4153(5) .4554(4) .040(5) 1.00000 Uani N2a -.0994(5) .3100(4) .4615(4) .050(6) 1.00000 Uani N3a -.2192(4) .4606(5) .5569(4) .037(5) 1.00000 Uani N4a -.2608(5) .4061(5) .6313(3) .046(5) 1.00000 Uani C1a -.1442(6) .3856(6) .4040(4) .050(7) 1.00000 Uani C2a -.1698(6) .4129(6) .3541(4) .054(7) 1.00000 Uani C3a -.1783(7) .3705(7) .3102(4) .065(8) 1.00000 Uani C4a -.1602(7) .3060(8) .3146(5) .075(9) 1.00000 Uani C5a -.1363(7) .2791(6) .3624(6) .071(8) 1.00000 Uani C6a -.1277(6) .3214(7) .4079(5) .052(7) 1.00000 Uani C7a -.1019(5) .3680(5) .4880(4) .040(5) 1.00000 Uani C8a -.0749(7) .2490(6) .4830(5) .070(8) 1.00000 Uani C9a -.0752(5) .3844(5) .5457(4) .048(6) 1.00000 Uani C10a -.1351(6) .3677(6) .5904(4) .048(6) 1.00000 Uani C11a -.2050(5) .4113(5) .5908(4) .040(6) 1.00000 Uani C12a -.2870(4) .4888(5) .5771(3) .036(5) 1.00000 Uani C13a -.3254(5) .5454(6) .5602(4) .049(6) 1.00000 Uani C14a -.3886(6) .5651(6) .5909(5) .061(7) 1.00000 Uani C15a -.4140(6) .5291(8) .6374(5) .070(8) 1.00000 Uani C16a -.3773(6) .4750(7) .6543(4) .059(7) 1.00000 Uani C17a -.3130(5) .4555(7) .6236(4) .044(6) 1.00000 Uani C18a -.2620(7) .3565(6) .6756(4) .063(7) 1.00000 Uani Ni1b .15545(7) .50000 .50000 .0335(9) 1.00000 Uani O1b .0767(4) .5283(4) .4397(3) .042(4) 1.00000 Uani O2b .1701(4) .4763(4) .3107(3) .056(5) 1.00000 Uani N1b .1430(5) .4124(5) .4579(3) .040(5) 1.00000 Uani N2b .0884(4) .3647(5) .3844(3) .046(5) 1.00000 Uani N3b .2358(4) .5370(5) .4422(3) .035(5) 1.00000 Uani N4b .2955(5) .5483(6) .3617(4) .054(6) 1.00000 Uani C1b .1498(5) .3452(5) .4644(4) .039(5) 1.00000 Uani C2b .1827(5) .3084(5) .5059(5) .051(6) 1.00000 Uani C3b .1815(6) .2421(5) .5002(6) .060(6) 1.00000 Uani C4b .1468(7) .2124(6) .4541(5) .063(7) 1.00000 Uani C5b .1140(6) .2482(7) .4121(5) .061(7) 1.00000 Uani C6b .1160(6) .3143(6) .4181(5) .042(7) 1.00000 Uani C7b .1062(5) .4215(5) .4097(4) .040(6) 1.00000 Uani C8b .0497(6) .3559(6) .3302(4) .063(7) 1.00000 Uani C9b .0882(5) .4890(6) .3920(3) .043(6) 1.00000 Uani C10b .1537(5) .5191(5) .3568(4) .049(6) 1.00000 Uani C11b .2292(5) .5319(5) .3876(4) .040(5) 1.00000 Uani C12b .3114(5) .5583(5) .4522(4) .039(6) 1.00000 Uani C13b .3489(5) .5735(4) .5021(5) .044(5) 1.00000 Uani C14b .4279(5) .5877(5) .4984(6) .057(6) 1.00000 Uani C15b .4675(6) .5895(7) .4483(6) .072(8) 1.00000 Uani C16b .4291(6) .5792(6) .3989(5) .066(8) 1.00000 Uani C17b .3504(6) .5645(5) .4014(4) .049(6) 1.00000 Uani C18b .3100(7) .5510(9) .3012(5) .101(10) 1.00000 Uani Cl1c .00000 .83860(14) .75000 .0470(16) 1.00000 Uani O1c .00000 .9071(4) .75000 .062(6) 1.00000 Uani O2c .0798(12) .8251(11) .7673(15) .080(17) .37500 Uani O3c -.068(3) .8089(16) .7679(16) .086(9) .37500 Uiso O4c -.035(2) .8083(14) .7940(14) .072(7) .37500 Uiso O5c .006(3) .8189(11) .8083(7) .081(16) .37500 Uani Cl1d .00000 .5695(3) .25000 .116(4) 1.00000 Uani O1d .00000 .4998(16) .25000 .11(3) .50000 Uani O2d .0117(8) .6044(5) .2984(4) .111(7) 1.00000 Uani O3d -.0937(11) .5522(12) .2670(6) .107(15) .50000 Uani O4d -.037(3) .519(3) .2571(19) .080(12) .25000 Uiso O1e -.1272(16) .2335(15) .6817(11) .123(8) .50000 Uiso O1e' -.090(2) .2172(19) .6497(15) .177(12) .50000 Uiso C1e -.186(3) .185(3) .686(2) .168(17) .50000 Uiso C1e' -.123(3) .144(3) .6579(18) .160(16) .50000 Uiso C2e -.1977(19) .1469(17) .6515(12) .197(11) 1.00000 Uiso O1f .139(3) .730(3) .3331(18) .225(16) .50000 Uiso C1f .076(5) .744(4) .362(3) .12(3) .25000 Uiso C1f' .110(4) .776(3) .321(3) .072(14) .25000 Uiso C2f .060(4) .766(4) .301(3) .20(2) .50000 Uiso H1a -.003(6) .463(4) .553(3) .03500 1.00000 Uiso H2a -.18165 .46468 .35004 .05000 1.00000 Uiso H3a -.20118 .38841 .27079 .05000 1.00000 Uiso H4a -.16534 .27505 .27839 .05000 1.00000 Uiso H5a -.12325 .22718 .36645 .05000 1.00000 Uiso H81a -.12527 .21980 .49364 .05000 1.00000 Uiso H82a -.04033 .22344 .45149 .05000 1.00000 Uiso H83a -.03950 .25620 .51914 .05000 1.00000 Uiso H9a -.02314 .35492 .55375 .05000 1.00000 Uiso H10a -.10694 .37490 .63076 .05000 1.00000 Uiso H13a -.30585 .57240 .52412 .05000 1.00000 Uiso H14a -.41933 .60955 .57963 .05000 1.00000 Uiso H15a -.46486 .54570 .65977 .05000 1.00000 Uiso H16a -.39714 .44820 .69082 .05000 1.00000 Uiso H181a -.23855 .37743 .71328 .05000 1.00000 Uiso H182a -.32136 .34079 .68282 .05000 1.00000 Uiso H183a -.22657 .31561 .66348 .05000 1.00000 Uiso H2b .20847 .33153 .54243 .05000 1.00000 Uiso H3b .20685 .21221 .53287 .05000 1.00000 Uiso H4b .14763 .15966 .45022 .05000 1.00000 Uiso H5b .08685 .22606 .37548 .05000 1.00000 Uiso H81b .09277 .34382 .29935 .05000 1.00000 Uiso H82b .00760 .31684 .33327 .05000 1.00000 Uiso H83b .02014 .40004 .31865 .05000 1.00000 Uiso H9b .03547 .48680 .36676 .05000 1.00000 Uiso H10b .13138 .56595 .34385 .05000 1.00000 Uiso H13b .31805 .57424 .54132 .05000 1.00000 Uiso H14b .45992 .59817 .53658 .05000 1.00000 Uiso H15b .53013 .59763 .44755 .05000 1.00000 Uiso H16b .46058 .58342 .35941 .05000 1.00000 Uiso H181b .33595 .59748 .29135 .05000 1.00000 Uiso H182b .34929 .51281 .28999 .05000 1.00000 Uiso H183b .25564 .54538 .27964 .05000 1.00000 Uiso 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 Ni1a .0297(8) .0321(11) .0400(9) .00000 .00000 .0014(10) O1a .024(3) .033(5) .062(5) -.002(3) -.007(3) .011(4) O2a .072(5) .049(5) .076(5) -.009(4) .017(4) .015(4) N1a .038(4) .037(6) .045(5) .005(4) .005(4) -.005(5) N2a .046(5) .035(6) .070(6) .001(4) .017(4) -.002(5) N3a .031(4) .041(6) .039(5) -.007(4) -.003(4) .002(5) N4a .046(5) .058(6) .033(4) -.020(5) .004(4) .002(4) C1a .042(6) .059(8) .050(6) -.001(6) .016(5) -.003(5) C2a .053(6) .061(8) .047(6) .008(5) .013(5) -.004(5) C3a .067(7) .079(10) .049(6) .001(7) .008(5) -.014(6) C4a .076(8) .080(11) .068(8) -.012(7) .017(6) -.031(7) C5a .074(8) .045(7) .093(9) -.003(6) .026(7) -.022(7) C6a .046(6) .044(9) .065(7) .000(6) .012(5) -.008(6) C7a .033(5) .035(6) .052(6) .003(4) .010(4) .003(5) C8a .082(8) .040(7) .089(9) .007(6) .029(6) .010(6) C9a .033(5) .039(7) .071(6) .001(5) -.007(5) .008(5) C10a .043(6) .053(8) .049(5) -.010(6) -.002(4) .012(5) C11a .035(5) .049(7) .038(5) -.014(5) -.006(4) -.004(5) C12a .025(4) .049(8) .035(4) -.001(5) -.002(3) -.007(5) C13a .031(5) .067(8) .049(5) .003(5) -.005(4) -.011(5) C14a .040(6) .079(9) .064(7) .012(6) -.005(5) -.025(6) C15a .038(6) .112(11) .061(7) -.003(7) .014(5) -.028(8) C16a .046(7) .085(9) .047(6) -.012(6) .011(5) -.012(6) C17a .030(5) .065(8) .037(6) -.004(5) -.003(4) -.005(5) C18a .088(8) .056(8) .046(6) -.006(6) .011(5) .009(6) Ni1b .0284(8) .0425(12) .0295(8) .00000 .00000 .0012(10) O1b .028(3) .057(5) .040(4) .006(3) -.002(3) -.003(3) O2b .059(4) .076(6) .033(3) .007(4) .011(3) -.008(3) N1b .036(4) .048(7) .037(5) -.005(4) -.002(4) -.005(5) N2b .038(4) .061(6) .038(4) -.008(4) .003(3) -.019(5) N3b .026(4) .048(6) .032(5) .002(4) .005(3) .010(4) N4b .050(5) .065(7) .047(5) .000(5) .010(4) .019(5) C1b .031(5) .040(6) .045(5) -.006(5) .009(4) -.003(4) C2b .053(5) .045(6) .056(6) -.003(4) .004(5) .002(6) C3b .061(6) .046(7) .074(6) -.003(5) .003(7) .005(7) C4b .055(6) .047(7) .087(8) .005(6) .012(6) -.010(6) C5b .047(6) .064(9) .073(7) -.008(6) .019(5) -.033(7) C6b .036(5) .037(8) .052(7) -.008(5) .009(5) -.015(5) C7b .034(5) .053(7) .032(5) -.006(5) .006(4) -.002(5) C8b .062(7) .086(9) .040(5) -.004(6) .004(5) -.020(6) C9b .034(4) .062(8) .032(4) .005(5) .002(3) -.004(5) C10b .044(5) .067(9) .036(4) .007(5) .005(4) -.000(4) C11b .033(5) .047(6) .039(5) .009(4) .009(4) .009(5) C12b .031(5) .028(6) .059(6) .002(4) .008(4) .014(5) C13b .043(4) .031(5) .058(5) -.001(4) -.011(6) .001(6) C14b .040(5) .038(6) .091(7) -.002(4) -.000(7) .001(7) C15b .035(6) .057(8) .124(10) -.008(5) .004(6) -.008(8) C16b .043(6) .060(8) .096(9) .002(6) .025(6) .016(7) C17b .033(5) .050(7) .064(6) .004(5) .010(5) .016(5) C18b .071(8) .180(17) .052(7) -.015(9) .032(6) .033(9) Cl1c .0518(16) .0484(19) .0408(13) .00000 .004(2) .00000 O1c .078(6) .044(6) .065(5) .00000 .010(7) .00000 O2c .052(13) .051(14) .14(3) -.010(10) -.063(15) .008(14) O5c .12(3) .069(14) .054(12) -.021(18) -.061(17) .018(10) Cl1d .178(6) .081(4) .088(3) .00000 -.083(5) .00000 O1d .18(4) .041(17) .13(3) .00000 .05(3) .00000 O2d .125(8) .111(8) .096(6) .009(8) -.038(7) -.017(5) O3d .077(12) .17(2) .076(14) -.020(13) -.004(8) -.032(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 Ni1a O1a . . 2.066(7) Ni1a N1a . . 2.063(9) Ni1a N3a . . 2.105(8) Ni1a O1a . 3_566 2.066(7) Ni1a N1a . 3_566 2.063(9) Ni1a N3a . 3_566 2.105(8) O1a C9a . . 1.398(12) O1a H1a . . 1.02(10) O2a C10a . . 1.437(14) N1a C1a . . 1.411(13) N1a C7a . . 1.335(12) N2a C6a . . 1.402(15) N2a C7a . . 1.359(13) N2a C8a . . 1.426(14) N3a C11a . . 1.329(13) N3a C12a . . 1.390(11) N4a C11a . . 1.372(11) N4a C17a . . 1.369(14) N4a C18a . . 1.482(13) C1a C2a . . 1.401(14) C1a C6a . . 1.360(17) C2a C3a . . 1.381(15) C3a C4a . . 1.37(3) C4a C5a . . 1.345(18) C5a C6a . . 1.410(17) C7a C9a . . 1.506(13) C9a C10a . . 1.529(13) C10a C11a . . 1.501(13) C12a C13a . . 1.403(14) C12a C17a . . 1.390(13) C13a C14a . . 1.377(14) C14a C15a . . 1.415(17) C15a C16a . . 1.347(19) C16a C17a . . 1.390(14) Ni1b O1b . . 2.070(6) Ni1b N1b . . 2.087(9) Ni1b N3b . . 2.106(8) Ni1b O1b . 3_566 2.070(6) Ni1b N1b . 3_566 2.087(9) Ni1b N3b . 3_566 2.106(8) O1b C9b . . 1.423(11) O2b C10b . . 1.450(11) N1b C1b . . 1.402(13) N1b C7b . . 1.336(11) N2b C6b . . 1.404(14) N2b C7b . . 1.357(13) N2b C8b . . 1.479(12) N3b C11b . . 1.327(11) N3b C12b . . 1.390(11) N4b C11b . . 1.342(12) N4b C17b . . 1.386(13) N4b C18b . . 1.484(14) C1b C2b . . 1.378(13) C1b C6b . . 1.412(13) C2b C3b . . 1.377(14) C3b C4b . . 1.403(17) C4b C5b . . 1.376(16) C5b C6b . . 1.373(17) C7b C9b . . 1.491(15) C9b C10b . . 1.541(12) C10b C11b . . 1.516(12) C12b C13b . . 1.402(13) C12b C17b . . 1.402(13) C13b C14b . . 1.388(11) C14b C15b . . 1.388(18) C15b C16b . . 1.379(18) C16b C17b . . 1.386(14) 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_2 _geom_angle_site_symmetry_3 _geom_angle O1a Ni1a N1a . . . 79.7(3) O1a Ni1a N3a . . . 82.4(3) O1a Ni1a O1a . . 3_566 97.5(3) O1a Ni1a N1a . . 3_566 93.6(3) O1a Ni1a N3a . . 3_566 172.3(3) N1a Ni1a N3a . . . 94.0(4) N1a Ni1a O1a . . 3_566 93.6(3) N1a Ni1a N1a . . 3_566 169.8(3) N1a Ni1a N3a . . 3_566 92.6(4) N3a Ni1a O1a . . 3_566 172.3(4) N3a Ni1a N1a . . 3_566 92.6(4) N3a Ni1a N3a . . 3_566 98.7(3) O1a Ni1a N1a 3_566 . 3_566 79.7(3) O1a Ni1a N3a 3_566 . 3_566 82.4(3) N1a Ni1a N3a 3_566 . 3_566 94.0(4) Ni1a O1a C9a . . . 109.2(5) Ni1a O1a H1a . . . 125(4) C9a O1a H1a . . . 116(4) Ni1a N1a C1a . . . 144.2(7) Ni1a N1a C7a . . . 110.1(6) C1a N1a C7a . . . 105.5(9) C6a N2a C7a . . . 106.0(9) C6a N2a C8a . . . 125.9(9) C7a N2a C8a . . . 128.1(9) Ni1a N3a C11a . . . 125.4(6) Ni1a N3a C12a . . . 127.8(7) C11a N3a C12a . . . 104.9(7) C11a N4a C17a . . . 107.5(8) C11a N4a C18a . . . 125.3(9) C17a N4a C18a . . . 127.1(8) N1a C1a C2a . . . 130.0(11) N1a C1a C6a . . . 108.8(9) C2a C1a C6a . . . 121.2(10) C1a C2a C3a . . . 116.0(11) C2a C3a C4a . . . 122.1(10) C3a C4a C5a . . . 122.5(12) C4a C5a C6a . . . 116.3(12) N2a C6a C1a . . . 107.5(10) N2a C6a C5a . . . 130.6(11) C1a C6a C5a . . . 121.9(11) N1a C7a N2a . . . 112.2(8) N1a C7a C9a . . . 119.0(9) N2a C7a C9a . . . 128.7(8) O1a C9a C7a . . . 109.0(8) O1a C9a C10a . . . 108.3(8) C7a C9a C10a . . . 113.4(7) O2a C10a C9a . . . 109.9(8) O2a C10a C11a . . . 109.8(8) C9a C10a C11a . . . 113.9(8) N3a C11a N4a . . . 111.8(8) N3a C11a C10a . . . 127.0(8) N4a C11a C10a . . . 121.0(8) N3a C12a C13a . . . 129.8(8) N3a C12a C17a . . . 110.2(9) C13a C12a C17a . . . 119.8(8) C12a C13a C14a . . . 117.4(9) C13a C14a C15a . . . 121.0(11) C14a C15a C16a . . . 122.2(10) C15a C16a C17a . . . 116.8(10) N4a C17a C12a . . . 105.6(8) N4a C17a C16a . . . 131.5(10) C12a C17a C16a . . . 122.8(11) O1b Ni1b N1b . . . 80.5(3) O1b Ni1b N3b . . . 81.9(3) O1b Ni1b O1b . . 3_566 98.6(3) O1b Ni1b N1b . . 3_566 91.8(3) O1b Ni1b N3b . . 3_566 174.8(3) N1b Ni1b N3b . . . 93.4(4) N1b Ni1b O1b . . 3_566 91.8(3) N1b Ni1b N1b . . 3_566 168.3(3) N1b Ni1b N3b . . 3_566 94.3(4) N3b Ni1b O1b . . 3_566 174.8(3) N3b Ni1b N1b . . 3_566 94.3(4) N3b Ni1b N3b . . 3_566 98.2(3) O1b Ni1b N1b 3_566 . 3_566 80.5(3) O1b Ni1b N3b 3_566 . 3_566 81.9(3) N1b Ni1b N3b 3_566 . 3_566 93.4(4) Ni1b O1b C9b . . . 108.5(5) Ni1b N1b C1b . . . 142.7(6) Ni1b N1b C7b . . . 110.5(7) C1b N1b C7b . . . 106.0(8) C6b N2b C7b . . . 107.7(8) C6b N2b C8b . . . 124.9(9) C7b N2b C8b . . . 127.4(9) Ni1b N3b C11b . . . 125.0(6) Ni1b N3b C12b . . . 127.7(6) C11b N3b C12b . . . 106.1(7) C11b N4b C17b . . . 108.3(8) C11b N4b C18b . . . 127.7(9) C17b N4b C18b . . . 124.0(9) N1b C1b C2b . . . 131.4(8) N1b C1b C6b . . . 108.9(8) C2b C1b C6b . . . 119.6(9) C1b C2b C3b . . . 118.0(10) C2b C3b C4b . . . 121.4(11) C3b C4b C5b . . . 121.5(11) C4b C5b C6b . . . 116.6(10) N2b C6b C1b . . . 105.2(9) N2b C6b C5b . . . 132.0(10) C1b C6b C5b . . . 122.8(10) N1b C7b N2b . . . 112.2(9) N1b C7b C9b . . . 118.6(9) N2b C7b C9b . . . 129.2(8) O1b C9b C7b . . . 109.3(7) O1b C9b C10b . . . 108.4(8) C7b C9b C10b . . . 112.7(7) O2b C10b C9b . . . 108.6(8) O2b C10b C11b . . . 108.4(7) C9b C10b C11b . . . 115.0(7) N3b C11b N4b . . . 111.8(8) N3b C11b C10b . . . 125.0(7) N4b C11b C10b . . . 122.6(8) N3b C12b C13b . . . 130.4(8) N3b C12b C17b . . . 108.8(8) C13b C12b C17b . . . 120.7(8) C12b C13b C14b . . . 116.1(10) C13b C14b C15b . . . 122.6(11) C14b C15b C16b . . . 121.1(9) C15b C16b C17b . . . 117.4(10) N4b C17b C12b . . . 105.0(8) N4b C17b C16b . . . 133.2(10) C12b C17b C16b . . . 121.6(9) loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion N1a Ni1a O1a C9a . . . . -32.6(6) N1a Ni1a O1a H1a . . . . 110(5) N3a Ni1a O1a C9a . . . . 62.9(6) N3a Ni1a O1a H1a . . . . -154(5) O1a Ni1a O1a C9a 3_566 . . . -124.9(6) N1a Ni1a O1a C9a 3_566 . . . 155.1(6) N3a Ni1a O1a C9a 3_566 . . . -36(3) O1a Ni1a N1a C1a . . . . -165.8(11) O1a Ni1a N1a C7a . . . . 21.6(6) N3a Ni1a N1a C1a . . . . 112.7(11) N3a Ni1a N1a C7a . . . . -59.9(6) O1a Ni1a N1a C1a 3_566 . . . -68.8(11) O1a Ni1a N1a C7a 3_566 . . . 118.6(6) N1a Ni1a N1a C1a 3_566 . . . -116.8(19) N1a Ni1a N1a C7a 3_566 . . . 71(2) N3a Ni1a N1a C1a 3_566 . . . 13.8(11) N3a Ni1a N1a C7a 3_566 . . . -158.8(6) O1a Ni1a N3a C11a . . . . -17.3(8) O1a Ni1a N3a C12a . . . . 144.6(8) N1a Ni1a N3a C11a . . . . 61.7(8) N1a Ni1a N3a C12a . . . . -136.4(8) O1a Ni1a N3a C11a 3_566 . . . -108(3) O1a Ni1a N3a C12a 3_566 . . . 54(3) N1a Ni1a N3a C11a 3_566 . . . -110.6(8) N1a Ni1a N3a C12a 3_566 . . . 51.4(8) N3a Ni1a N3a C11a 3_566 . . . 154.9(8) N3a Ni1a N3a C12a 3_566 . . . -43.1(8) Ni1a O1a C9a C7a . . . . 35.9(8) Ni1a O1a C9a C10a . . . . -87.9(7) H1a O1a C9a C7a . . . . -110(4) H1a O1a C9a C10a . . . . 126(4) Ni1a N1a C1a C2a . . . . 10.3(19) Ni1a N1a C1a C6a . . . . -171.8(9) C7a N1a C1a C2a . . . . -176.9(10) C7a N1a C1a C6a . . . . 1.0(11) Ni1a N1a C7a N2a . . . . 175.4(6) Ni1a N1a C7a C9a . . . . -7.9(9) C1a N1a C7a N2a . . . . -.1(10) C1a N1a C7a C9a . . . . 176.6(8) C7a N2a C6a C1a . . . . 1.4(11) C7a N2a C6a C5a . . . . 178.3(11) C8a N2a C6a C1a . . . . -179.7(9) C8a N2a C6a C5a . . . . -2.8(17) C6a N2a C7a N1a . . . . -.8(10) C6a N2a C7a C9a . . . . -177.1(9) C8a N2a C7a N1a . . . . -179.7(9) C8a N2a C7a C9a . . . . 4.0(14) Ni1a N3a C11a N4a . . . . 166.0(6) Ni1a N3a C11a C10a . . . . -9.4(14) C12a N3a C11a N4a . . . . .7(10) C12a N3a C11a C10a . . . . -174.8(9) Ni1a N3a C12a C13a . . . . 9.7(14) Ni1a N3a C12a C17a . . . . -164.9(7) C11a N3a C12a C13a . . . . 174.6(9) C11a N3a C12a C17a . . . . -.0(10) C17a N4a C11a N3a . . . . -1.1(11) C17a N4a C11a C10a . . . . 174.7(9) C18a N4a C11a N3a . . . . -179.8(9) C18a N4a C11a C10a . . . . -4.0(14) C11a N4a C17a C12a . . . . 1.0(10) C11a N4a C17a C16a . . . . -175.6(11) C18a N4a C17a C12a . . . . 179.7(9) C18a N4a C17a C16a . . . . 3.1(18) N1a C1a C2a C3a . . . . 178.7(10) C6a C1a C2a C3a . . . . 1.0(15) N1a C1a C6a N2a . . . . -1.5(11) N1a C1a C6a C5a . . . . -178.7(10) C2a C1a C6a N2a . . . . 176.6(9) C2a C1a C6a C5a . . . . -.6(16) C1a C2a C3a C4a . . . . -2.1(15) C2a C3a C4a C5a . . . . 2.9(18) C3a C4a C5a C6a . . . . -2.4(18) C4a C5a C6a N2a . . . . -175.3(11) C4a C5a C6a C1a . . . . 1.2(17) N1a C7a C9a O1a . . . . -19.2(10) N1a C7a C9a C10a . . . . 101.5(10) N2a C7a C9a O1a . . . . 156.9(8) N2a C7a C9a C10a . . . . -82.4(11) O1a C9a C10a O2a . . . . 173.1(7) O1a C9a C10a C11a . . . . 49.4(10) C7a C9a C10a O2a . . . . 52.0(10) C7a C9a C10a C11a . . . . -71.7(11) O2a C10a C11a N3a . . . . -123.1(10) O2a C10a C11a N4a . . . . 61.8(11) C9a C10a C11a N3a . . . . .6(14) C9a C10a C11a N4a . . . . -174.5(8) N3a C12a C13a C14a . . . . -174.6(9) C17a C12a C13a C14a . . . . -.5(14) N3a C12a C17a N4a . . . . -.6(11) N3a C12a C17a C16a . . . . 176.3(10) C13a C12a C17a N4a . . . . -175.9(8) C13a C12a C17a C16a . . . . 1.1(15) C12a C13a C14a C15a . . . . -.5(15) C13a C14a C15a C16a . . . . 1.0(18) C14a C15a C16a C17a . . . . -.4(17) C15a C16a C17a N4a . . . . 175.4(11) C15a C16a C17a C12a . . . . -.6(16) N1b Ni1b O1b C9b . . . . -28.3(6) N3b Ni1b O1b C9b . . . . 66.5(6) O1b Ni1b O1b C9b 3_566 . . . -118.7(6) N1b Ni1b O1b C9b 3_566 . . . 160.6(6) N3b Ni1b O1b C9b 3_566 . . . -24(3) O1b Ni1b N1b C1b . . . . -155.5(10) O1b Ni1b N1b C7b . . . . 12.4(6) N3b Ni1b N1b C1b . . . . 123.4(10) N3b Ni1b N1b C7b . . . . -68.8(6) O1b Ni1b N1b C1b 3_566 . . . -57.1(10) O1b Ni1b N1b C7b 3_566 . . . 110.7(6) N1b Ni1b N1b C1b 3_566 . . . -105.8(17) N1b Ni1b N1b C7b 3_566 . . . 62.0(18) N3b Ni1b N1b C1b 3_566 . . . 24.9(10) N3b Ni1b N1b C7b 3_566 . . . -167.3(6) O1b Ni1b N3b C11b . . . . -36.8(8) O1b Ni1b N3b C12b . . . . 158.1(9) N1b Ni1b N3b C11b . . . . 43.2(8) N1b Ni1b N3b C12b . . . . -121.9(8) O1b Ni1b N3b C11b 3_566 . . . -132(3) O1b Ni1b N3b C12b 3_566 . . . 63(4) N1b Ni1b N3b C11b 3_566 . . . -127.9(8) N1b Ni1b N3b C12b 3_566 . . . 66.9(9) N3b Ni1b N3b C11b 3_566 . . . 138.0(8) N3b Ni1b N3b C12b 3_566 . . . -27.1(9) Ni1b O1b C9b C7b . . . . 37.9(7) Ni1b O1b C9b C10b . . . . -85.3(7) Ni1b N1b C1b C2b . . . . -12.0(16) Ni1b N1b C1b C6b . . . . 168.5(8) C7b N1b C1b C2b . . . . 179.8(9) C7b N1b C1b C6b . . . . .3(9) Ni1b N1b C7b N2b . . . . -172.4(6) Ni1b N1b C7b C9b . . . . 5.9(9) C1b N1b C7b N2b . . . . .0(10) C1b N1b C7b C9b . . . . 178.2(7) C7b N2b C6b C1b . . . . .5(9) C7b N2b C6b C5b . . . . -179.6(10) C8b N2b C6b C1b . . . . 178.6(8) C8b N2b C6b C5b . . . . -1.5(15) C6b N2b C7b N1b . . . . -.3(10) C6b N2b C7b C9b . . . . -178.3(8) C8b N2b C7b N1b . . . . -178.3(8) C8b N2b C7b C9b . . . . 3.7(14) Ni1b N3b C11b N4b . . . . -167.7(7) Ni1b N3b C11b C10b . . . . 21.1(14) C12b N3b C11b N4b . . . . .1(12) C12b N3b C11b C10b . . . . -171.1(9) Ni1b N3b C12b C13b . . . . -14.6(15) Ni1b N3b C12b C17b . . . . 166.2(7) C11b N3b C12b C13b . . . . 178.1(10) C11b N3b C12b C17b . . . . -1.2(11) C17b N4b C11b N3b . . . . 1.0(13) C17b N4b C11b C10b . . . . 172.5(9) C18b N4b C11b N3b . . . . -177.6(12) C18b N4b C11b C10b . . . . -6.2(18) C11b N4b C17b C12b . . . . -1.7(12) C11b N4b C17b C16b . . . . 173.3(12) C18b N4b C17b C12b . . . . 177.0(12) C18b N4b C17b C16b . . . . -8(2) N1b C1b C2b C3b . . . . -179.0(9) C6b C1b C2b C3b . . . . .4(13) N1b C1b C6b N2b . . . . -.5(10) N1b C1b C6b C5b . . . . 179.6(9) C2b C1b C6b N2b . . . . 179.9(8) C2b C1b C6b C5b . . . . -.0(14) C1b C2b C3b C4b . . . . -1.1(15) C2b C3b C4b C5b . . . . 1.4(16) C3b C4b C5b C6b . . . . -.9(15) C4b C5b C6b N2b . . . . -179.7(10) C4b C5b C6b C1b . . . . .3(15) N1b C7b C9b O1b . . . . -30.1(10) N1b C7b C9b C10b . . . . 90.5(9) N2b C7b C9b O1b . . . . 147.8(8) N2b C7b C9b C10b . . . . -91.6(10) O1b C9b C10b O2b . . . . 175.2(7) O1b C9b C10b C11b . . . . 53.5(10) C7b C9b C10b O2b . . . . 54.1(9) C7b C9b C10b C11b . . . . -67.7(10) O2b C10b C11b N3b . . . . -142.2(9) O2b C10b C11b N4b . . . . 47.5(12) C9b C10b C11b N3b . . . . -20.4(14) C9b C10b C11b N4b . . . . 169.3(10) N3b C12b C13b C14b . . . . 174.0(9) C17b C12b C13b C14b . . . . -6.9(13) N3b C12b C17b N4b . . . . 1.7(11) N3b C12b C17b C16b . . . . -174.0(10) C13b C12b C17b N4b . . . . -177.6(9) C13b C12b C17b C16b . . . . 6.7(15) C12b C13b C14b C15b . . . . 2.6(14) C13b C14b C15b C16b . . . . 2.2(17) C14b C15b C16b C17b . . . . -2.6(18) C15b C16b C17b N4b . . . . -176.1(12) C15b C16b C17b C12b . . . . -1.8(17) loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA O1a H1a O1b . . 3_566 1.02(10) 1.38(10) 2.399(8) 173(7) #===END===================================================================== data_SELE _database_code_CSD 183165 #---- [Ni(SS-2-H)2]·(H2O)4·(C2H5OH) ---------------------------------------- _audit_creation_date '2000-03-22' _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record '2001-04-03' _audit_conform_dict_name 'cif_core.dic' _audit_conform_dict_version '2.0.1' #--------------------------------------------------------------------------- _chemical_name_systematic ; Bis[(S,S)-1,2-bis(1methyl-benzimidazol-2-yl)-1,2-ethanediolate] nickel(II) ; _chemical_formula_moiety 'Ni(C18 H17 N4 O2)2 (H2 O)4 (C2 H6 O)' _chemical_formula_sum 'C38 H48 N8 O9 Ni' _chemical_formula_weight 819.7 _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'P 31 2 1' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -y,+x-y,1/3+z +y,+x,-z -x+y,-x,2/3+z -x,-x+y,1/3-z +x-y,-y,2/3-z _cell_length_a 13.1970(5) _cell_length_b 13.1970(5) _cell_length_c 21.1154(10) _cell_angle_alpha 90.00000 _cell_angle_beta 90.00000 _cell_angle_gamma 120.0000 _cell_volume 3184.8(3) _cell_formula_units_Z 3 _exptl_crystal_density_diffrn 1.31 _exptl_crystal_density_meas not_measured _diffrn_radiation_type 'MoK\a' _diffrn_radiation_wavelength .71073 _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.9 _cell_measurement_temperature 200 _exptl_absorpt_coefficient_mu 0.52 _exptl_crystal_description prism _exptl_crystal_size_max .26 _exptl_crystal_size_mid .18 _exptl_crystal_size_min .16 _exptl_crystal_colour blue _diffrn_measurement_device_type 'Stoe Ipds' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 6 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'XRED; Stoe & Cie, 1999' _exptl_absorpt_correction_T_min .8971 _exptl_absorpt_correction_T_max .9474 _diffrn_reflns_number .353730+05 _reflns_number_total 4129 _reflns_number_gt 2742 _reflns_threshold_expression 'refl observed if Fo > 4.0 \s(Fo)' _diffrn_reflns_theta_max 25.9 _diffrn_reflns_av_R_equivalents .055 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .046 _refine_ls_wR_factor_ref .055 _refine_ls_goodness_of_fit_ref 2.74 _refine_ls_number_reflns 2742 _refine_ls_number_parameters 259 _refine_ls_weighting_scheme calc _refine_ls_weighting_details '\w=1/[\s^2^(Fo)+0.0003(Fo^2^)]' _refine_ls_shift/su_max .009 _refine_diff_density_max .563 _refine_diff_density_min -.728 _refine_ls_extinction_method none _refine_ls_abs_structure_details Flack_xabs_refined _refine_ls_abs_structure_Flack -.02(3) _refine_special_details ; Hydrogen treatment: - For the non-coordinated -OH group: observed and refined with a fixed value of Uiso. - For the methyl groups: calculated and refined with restraints on bond lengths and bond angles and blocked in the last cylcles. - Calculated for the other H atoms (excepted for H2O) Disorders: The EtOH molecule is disordered and have been refined with restraints on bond lengths and bond angles ; _computing_data_collection 'EXPOSE (Stoe & Cie, 1999)' _computing_cell_refinement 'CELL (Stoe & Cie, 1999)' _computing_data_reduction 'XRED (Stoe & Cie, 1999)' _computing_structure_solution 'Multan_87' _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003 Ni Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .285 1.113 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type Ni .25963(9) .25963(9) .00000 .0331(4) 1.00000 Uani O1 .1950(5) .1111(4) -.0585(3) .044(3) 1.00000 Uani O2 .3410(6) .2390(6) -.2090(3) .062(4) 1.00000 Uani N1 .1867(6) .3088(6) -.0723(3) .038(4) 1.00000 Uani N2 .1220(6) .2713(6) -.1714(3) .048(4) 1.00000 Uani N3 .4173(6) .3109(6) -.0515(3) .037(3) 1.00000 Uani N4 .5367(7) .2944(7) -.1206(4) .053(4) 1.00000 Uani C1 .1383(7) .3787(7) -.0865(4) .036(4) 1.00000 Uani C2 .1214(7) .4552(7) -.0495(4) .044(4) 1.00000 Uani C3 .0629(7) .5075(7) -.0771(5) .051(5) 1.00000 Uani C4 .0233(8) .4845(8) -.1400(5) .054(5) 1.00000 Uani C5 .0399(7) .4079(8) -.1776(4) .052(5) 1.00000 Uani C6 .0966(7) .3556(7) -.1487(4) .046(4) 1.00000 Uani C7 .1745(7) .2458(6) -.1235(4) .040(4) 1.00000 Uani C8 .0883(9) .2174(9) -.2349(4) .064(5) 1.00000 Uani C9 .2045(8) .1497(6) -.1211(4) .045(4) 1.00000 Uani C10 .3251(8) .1855(7) -.1490(4) .048(5) 1.00000 Uani C11 .4256(7) .2665(7) -.1062(4) .042(4) 1.00000 Uani C12 .5325(7) .3743(6) -.0290(4) .039(4) 1.00000 Uani C13 .5768(7) .4363(7) .0286(4) .043(4) 1.00000 Uani C14 .6970(7) .4892(8) .0376(4) .054(5) 1.00000 Uani C15 .7708(8) .4802(9) -.0067(6) .069(6) 1.00000 Uani C16 .7290(9) .4189(11) -.0618(6) .071(7) 1.00000 Uani C17 .6079(8) .3643(8) -.0716(5) .048(5) 1.00000 Uani C18 .5800(11) .2620(10) -.1772(5) .075(7) 1.00000 Uani O01 .0640(7) .2953(8) .2871(4) .110(5) 1.00000 Uani O02 .0098(13) -.0249(12) .0133(9) .111(6) .50000 Uiso O03 .551(3) .551(3) .4306(14) .184(11) .50000 Uiso O1a .232(4) .381(4) .3942(18) .288(19) .50000 Uiso C1a .141(4) .258(5) .380(2) .099(15) .25000 Uiso C1a' .235(5) .275(5) .393(3) .14(3) .25000 Uiso C2a .146(4) .192(4) .432(2) .197(17) .50000 Uiso H02 .320(8) .186(8) -.235(4) .05000 1.00000 Uiso H2 .15186 .47374 -.00076 .05000 1.00000 Uiso H3 .04837 .56848 -.04896 .05000 1.00000 Uiso H4 -.02216 .52729 -.15981 .05000 1.00000 Uiso H5 .01226 .38976 -.22724 .05000 1.00000 Uiso H81 -.00806 .15792 -.23655 .05000 1.00000 Uiso H82 .11250 .28397 -.27049 .05000 1.00000 Uiso H83 .13011 .16677 -.24411 .05000 1.00000 Uiso H9 .14390 .07697 -.15114 .05000 1.00000 Uiso H10 .32554 .10389 -.15385 .05000 1.00000 Uiso H13 .51954 .44118 .06409 .05000 1.00000 Uiso H14 .73473 .53899 .08069 .05000 1.00000 Uiso H15 .86420 .52311 .00305 .05000 1.00000 Uiso H16 .78651 .41037 -.09610 .05000 1.00000 Uiso H181 .62306 .33820 -.20861 .05000 1.00000 Uiso H182 .64204 .23698 -.16286 .05000 1.00000 Uiso H183 .50746 .19050 -.20186 .05000 1.00000 Uiso H1a1 .05477 .24665 .37719 .05000 .25000 Uiso H1a2 .16198 .22554 .33772 .05000 .25000 Uiso H1a1' .21619 .23748 .34534 .05000 .25000 Uiso H1a2' .31804 .28655 .40909 .05000 .25000 Uiso H2a1 .23080 .19750 .43865 .05000 .25000 Uiso H2a2 .12359 .21860 .47812 .05000 .25000 Uiso H2a3 .07850 .09879 .42414 .05000 .25000 Uiso H2a1' .16119 .22297 .48267 .05000 .25000 Uiso H2a2' .05933 .17390 .41892 .05000 .25000 Uiso H2a3' .14568 .10705 .43298 .05000 .25000 Uiso 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 Ni .0331(5) .0331(5) .0299(6) .0142(7) .0023(4) -.0023(4) O1 .053(4) .034(3) .033(3) .014(3) .000(3) -.001(3) O2 .095(5) .049(4) .032(3) .028(4) .004(4) -.007(3) N1 .042(4) .036(4) .031(4) .017(3) -.004(3) -.004(3) N2 .057(5) .044(4) .031(4) .017(4) -.009(4) -.006(3) N3 .041(4) .035(4) .034(3) .018(3) .010(4) .001(3) N4 .061(5) .066(5) .049(5) .044(4) .024(4) .006(4) C1 .035(4) .034(4) .035(4) .014(4) .003(4) .005(4) C2 .042(5) .046(5) .041(5) .018(4) .008(4) .010(4) C3 .037(5) .046(5) .066(6) .019(4) .010(4) .013(4) C4 .039(5) .061(6) .060(6) .024(4) -.000(5) .015(5) C5 .042(5) .053(6) .047(6) .013(5) -.005(4) .013(5) C6 .044(5) .044(5) .039(5) .013(4) -.005(4) .008(4) C7 .046(5) .036(5) .030(4) .015(4) -.006(4) -.005(4) C8 .083(7) .061(6) .041(5) .030(6) -.013(5) -.010(5) C9 .057(6) .030(4) .034(5) .013(5) -.000(5) -.005(4) C10 .077(7) .037(5) .032(4) .029(5) .011(5) -.001(4) C11 .059(6) .035(5) .039(5) .028(5) .012(4) .009(4) C12 .041(5) .035(5) .048(5) .024(4) .010(4) .007(4) C13 .045(5) .037(5) .047(5) .022(4) .005(4) .004(4) C14 .046(5) .060(6) .059(6) .029(5) -.004(4) .001(5) C15 .041(5) .081(7) .086(8) .031(5) .002(6) .022(6) C16 .052(6) .101(9) .080(8) .053(6) .018(6) .019(7) C17 .053(5) .054(6) .048(5) .035(5) .011(5) .007(5) C18 .113(9) .100(9) .044(6) .077(7) .022(6) .006(5) O01 .087(6) .101(6) .077(6) -.002(5) .049(5) -.034(5) 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 Ni O1 . . 2.103(5) Ni N1 . . 2.075(8) Ni N3 . . 2.136(7) Ni O1 . 3 2.103(5) Ni N1 . 3 2.075(8) Ni N3 . 3 2.136(7) O1 C9 . . 1.400(9) O2 C10 . . 1.414(10) O2 H02 . . .82(9) N1 C1 . . 1.392(13) N1 C7 . . 1.322(10) N2 C6 . . 1.397(14) N2 C7 . . 1.360(12) N2 C8 . . 1.477(11) N3 C11 . . 1.324(10) N3 C12 . . 1.401(10) N4 C11 . . 1.356(13) N4 C17 . . 1.390(10) N4 C18 . . 1.477(15) C1 C2 . . 1.381(13) C1 C6 . . 1.397(11) C2 C3 . . 1.394(15) C2 H2 . . 1.087(8) C3 C4 . . 1.404(13) C3 H3 . . 1.092(10) C4 C5 . . 1.385(16) C4 H4 . . 1.092(12) C5 C6 . . 1.389(16) C5 H5 . . 1.096(9) C7 C9 . . 1.507(14) C8 H81 . . 1.112(9) C8 H82 . . 1.077(10) C8 H83 . . 1.076(14) C9 C10 . . 1.534(14) C9 H9 . . 1.094(7) C10 C11 . . 1.518(10) C10 H10 . . 1.085(10) C12 C13 . . 1.417(10) C12 C17 . . 1.397(14) C13 C14 . . 1.389(12) C13 H13 . . 1.090(9) C14 C15 . . 1.397(16) C14 H14 . . 1.087(9) C15 C16 . . 1.365(16) C15 H15 . . 1.089(9) C16 C17 . . 1.402(13) C16 H16 . . 1.095(13) C18 H181 . . 1.097(11) C18 H182 . . 1.068(16) C18 H183 . . 1.084(10) O1a C1a . . 1.49(6) O1a C1a' . . 1.42(9) C1a C2a . . 1.42(7) C1a' C2a . . 1.39(7) 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_2 _geom_angle_site_symmetry_3 _geom_angle O1 Ni N1 . . . 79.8(3) O1 Ni N3 . . . 82.7(3) O1 Ni O1 . . 3 96.1(2) O1 Ni N1 . . 3 94.3(3) O1 Ni N3 . . 3 172.0(3) N1 Ni N3 . . . 93.3(3) N1 Ni O1 . . 3 94.3(3) N1 Ni N1 . . 3 171.3(2) N1 Ni N3 . . 3 92.3(3) N3 Ni O1 . . 3 172.0(3) N3 Ni N1 . . 3 92.3(3) N3 Ni N3 . . 3 99.6(3) O1 Ni N1 3 . 3 79.8(3) O1 Ni N3 3 . 3 82.7(3) N1 Ni N3 3 . 3 93.3(3) Ni O1 C9 . . . 107.1(4) C10 O2 H02 . . . 106(6) Ni N1 C1 . . . 143.5(5) Ni N1 C7 . . . 109.6(7) C1 N1 C7 . . . 106.8(7) C6 N2 C7 . . . 107.2(7) C6 N2 C8 . . . 124.1(9) C7 N2 C8 . . . 128.6(9) Ni N3 C11 . . . 125.9(5) Ni N3 C12 . . . 127.6(5) C11 N3 C12 . . . 104.8(7) C11 N4 C17 . . . 107.1(8) C11 N4 C18 . . . 128.6(7) C17 N4 C18 . . . 124.2(8) N1 C1 C2 . . . 131.2(7) N1 C1 C6 . . . 108.6(8) C2 C1 C6 . . . 120.1(10) C1 C2 C3 . . . 117.2(8) C1 C2 H2 . . . 121.5(10) C3 C2 H2 . . . 121.3(9) C2 C3 C4 . . . 121.8(10) C2 C3 H3 . . . 118.8(8) C4 C3 H3 . . . 119.4(10) C3 C4 C5 . . . 121.5(11) C3 C4 H4 . . . 119.5(10) C5 C4 H4 . . . 119.1(9) C4 C5 C6 . . . 115.6(8) C4 C5 H5 . . . 123.4(11) C6 C5 H5 . . . 121.0(10) N2 C6 C1 . . . 105.8(9) N2 C6 C5 . . . 130.4(8) C1 C6 C5 . . . 123.8(10) N1 C7 N2 . . . 111.7(9) N1 C7 C9 . . . 120.0(8) N2 C7 C9 . . . 127.9(7) N2 C8 H81 . . . 109.3(8) N2 C8 H82 . . . 110.2(8) N2 C8 H83 . . . 109.8(9) H81 C8 H82 . . . 108.8(10) H81 C8 H83 . . . 108.5(8) H82 C8 H83 . . . 110.2(9) O1 C9 C7 . . . 109.0(7) O1 C9 C10 . . . 111.4(8) O1 C9 H9 . . . 109.6(6) C7 C9 C10 . . . 113.4(6) C7 C9 H9 . . . 109.6(8) C10 C9 H9 . . . 103.7(7) O2 C10 C9 . . . 111.8(9) O2 C10 C11 . . . 108.8(6) O2 C10 H10 . . . 109.8(7) C9 C10 C11 . . . 113.3(7) C9 C10 H10 . . . 104.5(6) C11 C10 H10 . . . 108.5(9) N3 C11 N4 . . . 113.1(7) N3 C11 C10 . . . 126.5(8) N4 C11 C10 . . . 120.3(8) N3 C12 C13 . . . 130.3(8) N3 C12 C17 . . . 109.7(7) C13 C12 C17 . . . 119.9(8) C12 C13 C14 . . . 116.5(8) C12 C13 H13 . . . 121.7(7) C14 C13 H13 . . . 121.8(7) C13 C14 C15 . . . 122.3(8) C13 C14 H14 . . . 118.8(9) C15 C14 H14 . . . 118.9(8) C14 C15 C16 . . . 121.9(9) C14 C15 H15 . . . 119.0(10) C16 C15 H15 . . . 119.1(11) C15 C16 C17 . . . 116.7(11) C15 C16 H16 . . . 122.0(9) C17 C16 H16 . . . 121.2(10) N4 C17 C12 . . . 105.3(8) N4 C17 C16 . . . 132.1(10) C12 C17 C16 . . . 122.6(9) N4 C18 H181 . . . 108.8(11) N4 C18 H182 . . . 109.1(9) N4 C18 H183 . . . 109.9(10) H181 C18 H182 . . . 109.2(11) H181 C18 H183 . . . 109.6(10) H182 C18 H183 . . . 110.3(12) O1a C1a C2a . . . 104(4) O1a C1a' C2a . . . 110(6) loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion N1 Ni O1 C9 . . . . 33.3(6) N3 Ni O1 C9 . . . . -61.4(6) O1 Ni O1 C9 3 . . . 126.6(6) N1 Ni O1 C9 3 . . . -153.2(6) N3 Ni O1 C9 3 . . . 45.9(17) O1 Ni N1 C1 . . . . 154.1(8) O1 Ni N1 C7 . . . . -20.1(5) N3 Ni N1 C1 . . . . -123.9(7) N3 Ni N1 C7 . . . . 61.9(5) O1 Ni N1 C1 3 . . . 58.7(8) O1 Ni N1 C7 3 . . . -115.5(5) N1 Ni N1 C1 3 . . . 106(2) N1 Ni N1 C7 3 . . . -68(3) N3 Ni N1 C1 3 . . . -24.2(8) N3 Ni N1 C7 3 . . . 161.7(5) O1 Ni N3 C11 . . . . 17.6(8) O1 Ni N3 C12 . . . . -145.4(8) N1 Ni N3 C11 . . . . -61.7(8) N1 Ni N3 C12 . . . . 135.3(8) O1 Ni N3 C11 3 . . . 99.2(15) O1 Ni N3 C12 3 . . . -63.8(18) N1 Ni N3 C11 3 . . . 111.7(8) N1 Ni N3 C12 3 . . . -51.4(8) N3 Ni N3 C11 3 . . . -154.6(8) N3 Ni N3 C12 3 . . . 42.4(8) Ni O1 C9 C7 . . . . -38.7(7) Ni O1 C9 C10 . . . . 87.2(7) Ni O1 C9 H9 . . . . -158.5(7) H02 O2 C10 C9 . . . . -92(8) H02 O2 C10 C11 . . . . 142(8) H02 O2 C10 H10 . . . . 23(8) Ni N1 C1 C2 . . . . 1.4(12) Ni N1 C1 C6 . . . . -174.4(6) C7 N1 C1 C2 . . . . 175.6(7) C7 N1 C1 C6 . . . . -.2(7) Ni N1 C7 N2 . . . . 177.2(5) Ni N1 C7 C9 . . . . 4.0(8) C1 N1 C7 N2 . . . . .8(8) C1 N1 C7 C9 . . . . -172.3(6) C7 N2 C6 C1 . . . . 1.0(7) C7 N2 C6 C5 . . . . -177.5(8) C8 N2 C6 C1 . . . . 177.2(7) C8 N2 C6 C5 . . . . -1.2(12) C6 N2 C7 N1 . . . . -1.2(8) C6 N2 C7 C9 . . . . 171.3(7) C8 N2 C7 N1 . . . . -177.2(7) C8 N2 C7 C9 . . . . -4.7(12) C6 N2 C8 H81 . . . . -70.8(11) C6 N2 C8 H82 . . . . 48.8(12) C6 N2 C8 H83 . . . . 170.3(6) C7 N2 C8 H81 . . . . 104.7(11) C7 N2 C8 H82 . . . . -135.8(9) C7 N2 C8 H83 . . . . -14.2(11) Ni N3 C11 N4 . . . . -165.2(6) Ni N3 C11 C10 . . . . 10.9(13) C12 N3 C11 N4 . . . . 1.0(10) C12 N3 C11 C10 . . . . 177.1(9) Ni N3 C12 C13 . . . . -11.1(14) Ni N3 C12 C17 . . . . 165.0(7) C11 N3 C12 C13 . . . . -177.0(9) C11 N3 C12 C17 . . . . -.8(10) C17 N4 C11 N3 . . . . -.8(11) C17 N4 C11 C10 . . . . -177.2(8) C18 N4 C11 N3 . . . . -179.5(10) C18 N4 C11 C10 . . . . 4.2(15) C11 N4 C17 C12 . . . . .2(10) C11 N4 C17 C16 . . . . -179.2(12) C18 N4 C17 C12 . . . . 178.9(9) C18 N4 C17 C16 . . . . -.5(18) C11 N4 C18 H181 . . . . 103.9(11) C11 N4 C18 H182 . . . . -137.0(10) C11 N4 C18 H183 . . . . -16.0(17) C17 N4 C18 H181 . . . . -74.5(14) C17 N4 C18 H182 . . . . 44.5(13) C17 N4 C18 H183 . . . . 165.5(10) N1 C1 C2 C3 . . . . -176.0(7) N1 C1 C2 H2 . . . . 3.7(11) C6 C1 C2 C3 . . . . -.6(10) C6 C1 C2 H2 . . . . 179.1(6) N1 C1 C6 N2 . . . . -.5(8) N1 C1 C6 C5 . . . . 178.1(7) C2 C1 C6 N2 . . . . -176.8(6) C2 C1 C6 C5 . . . . 1.7(11) C1 C2 C3 C4 . . . . -.5(10) C1 C2 C3 H3 . . . . -179.9(6) H2 C2 C3 C4 . . . . 179.9(7) H2 C2 C3 H3 . . . . .4(10) C2 C3 C4 C5 . . . . .5(11) C2 C3 C4 H4 . . . . 180.0(7) H3 C3 C4 C5 . . . . 179.9(7) H3 C3 C4 H4 . . . . -.6(11) C3 C4 C5 C6 . . . . .6(11) C3 C4 C5 H5 . . . . -178.3(7) H4 C4 C5 C6 . . . . -178.9(7) H4 C4 C5 H5 . . . . 2.1(12) C4 C5 C6 N2 . . . . 176.5(7) C4 C5 C6 C1 . . . . -1.7(11) H5 C5 C6 N2 . . . . -4.6(12) H5 C5 C6 C1 . . . . 177.2(7) N1 C7 C9 O1 . . . . 24.5(9) N1 C7 C9 C10 . . . . -100.2(8) N1 C7 C9 H9 . . . . 144.4(7) N2 C7 C9 O1 . . . . -147.4(7) N2 C7 C9 C10 . . . . 87.8(9) N2 C7 C9 H9 . . . . -27.5(10) O1 C9 C10 O2 . . . . -172.2(6) O1 C9 C10 C11 . . . . -48.8(10) O1 C9 C10 H10 . . . . 69.2(8) C7 C9 C10 O2 . . . . -48.8(8) C7 C9 C10 C11 . . . . 74.6(9) C7 C9 C10 H10 . . . . -167.5(6) H9 C9 C10 O2 . . . . 70.0(9) H9 C9 C10 C11 . . . . -166.6(8) H9 C9 C10 H10 . . . . -48.7(9) O2 C10 C11 N3 . . . . 121.1(10) O2 C10 C11 N4 . . . . -63.1(12) C9 C10 C11 N3 . . . . -3.9(13) C9 C10 C11 N4 . . . . 171.9(8) H10 C10 C11 N3 . . . . -119.4(10) H10 C10 C11 N4 . . . . 56.4(10) N3 C12 C13 C14 . . . . 178.8(9) N3 C12 C13 H13 . . . . -.5(15) C17 C12 C13 C14 . . . . 3.0(13) C17 C12 C13 H13 . . . . -176.2(9) N3 C12 C17 N4 . . . . .4(10) N3 C12 C17 C16 . . . . 179.9(10) C13 C12 C17 N4 . . . . 177.0(8) C13 C12 C17 C16 . . . . -3.5(15) C12 C13 C14 C15 . . . . -1.4(15) C12 C13 C14 H14 . . . . 178.8(9) H13 C13 C14 C15 . . . . 177.8(10) H13 C13 C14 H14 . . . . -1.9(15) C13 C14 C15 C16 . . . . .2(18) C13 C14 C15 H15 . . . . -179.6(10) H14 C14 C15 C16 . . . . 179.9(11) H14 C14 C15 H15 . . . . .1(17) C14 C15 C16 C17 . . . . -.5(19) C14 C15 C16 H16 . . . . -178.8(12) H15 C15 C16 C17 . . . . 179.3(11) H15 C15 C16 H16 . . . . 1(2) C15 C16 C17 N4 . . . . -178.5(11) C15 C16 C17 C12 . . . . 2.2(18) H16 C16 C17 N4 . . . . 0(3) H16 C16 C17 C12 . . . . -179.5(11) #===END===========================================================