#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/16/2011609.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2011609 loop_ _publ_author_name 'Fang, Jiang-Lin' 'Huang, Wei' 'Chantrapromma, Suchada' 'Shanmuga Sundara Raj, S.' 'Razak, Ibrahim Abdul' 'Fun, Hoong-Kun' 'Gou, Shao-Hua' 'Wang, Hong-Sen' _publ_section_title ; A donor--acceptor compound composed of a dinuclear zinc(II) complex of a Robson macrocycle with 8-methylquinoline ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1429 _journal_page_last 1430 _journal_paper_doi 10.1107/S0108270100012373 _journal_volume 56 _journal_year 2000 _chemical_formula_iupac '[Zn(C24 H26 N4 O2 )(OH2 )2 ](ClO4 )2 , 2C10 H9 N , 2C2 H6 O' _chemical_formula_moiety 'C24 H30 N4 O4 Zn2 2+ , 2Cl O4 - , 2C10 H9 O , 2C2 H6 O' _chemical_formula_sum 'C48 H60 Cl2 N6 O14 Zn2' _chemical_formula_weight 1146.70 _chemical_name_systematic ; [Zn^2+^]~2~[\m-{11,23-dimethyl-3,7,15,19-tetraazatricyclo[19.3.1.1^9,13^] hexacosa-1(25),2,7,9,11,13(26),14,19,21,23-decaene-25,26-diolato-N^3^, N^7^,O^25^,O^26^:N^15^,N^19^,O^25^,O^26^}]^2-^ 2[ClO~4~]^-^, bis(8-methylquinoline), 2(C~2~H~5~OH) ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90 _cell_angle_beta 114.2280(10) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 12.8258(2) _cell_length_b 15.10390(10) _cell_length_c 14.7734(2) _cell_measurement_reflns_used 8192 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 28.36 _cell_measurement_theta_min 2.70 _cell_volume 2609.82(6) _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_collection 'SMART (Siemens, 1996)' _computing_data_reduction SAINT _computing_molecular_graphics SHELXTL _computing_publication_material ; SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 1990) ; _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 8.33 _diffrn_measured_fraction_theta_full .99 _diffrn_measured_fraction_theta_max .99 _diffrn_measurement_device_type ; Siemens SMART CCD area detector diffractometer ; _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0662 _diffrn_reflns_av_sigmaI/netI .0746 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 18483 _diffrn_reflns_theta_full 28.3 _diffrn_reflns_theta_max 28.31 _diffrn_reflns_theta_min 2.70 _diffrn_standards_decay_% negligible _exptl_absorpt_coefficient_mu 1.091 _exptl_absorpt_correction_T_max .750 _exptl_absorpt_correction_T_min .645 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour 'light yellow' _exptl_crystal_density_diffrn 1.459 _exptl_crystal_density_method 'not measured' _exptl_crystal_description slab _exptl_crystal_F_000 1192 _exptl_crystal_size_max .44 _exptl_crystal_size_mid .34 _exptl_crystal_size_min .28 _refine_diff_density_max .57 _refine_diff_density_min -.52 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .94 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 412 _refine_ls_number_reflns 6445 _refine_ls_number_restraints 124 _refine_ls_restrained_S_all .95 _refine_ls_R_factor_all .073 _refine_ls_R_factor_gt .044 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0548P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .115 _reflns_number_gt 4334 _reflns_number_total 6445 _reflns_threshold_expression I>2\s(I) _cod_data_source_file gg1016.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2011609 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Zn1 .63271(2) -.028475(17) .54039(2) .03520(11) Uani d . 1 . . Zn O1 .52767(14) .08100(9) .49760(12) .0380(4) Uani d . 1 . . O N1 .75237(18) .04122(14) .50914(17) .0431(5) Uani d . 1 . . N N2 .69007(19) -.15173(14) .52408(17) .0459(5) Uani d . 1 . . N C1 .8041(3) -.1624(2) .5229(3) .0752(11) Uani d . 1 . . C H1A .8400 -.2146 .5614 .090 Uiso calc R 1 . . H H1B .7937 -.1734 .4550 .090 Uiso calc R 1 . . H C2 .8828(3) -.0870(2) .5616(3) .0771(11) Uani d . 1 . . C H2A .8908 -.0753 .6287 .092 Uiso calc R 1 . . H H2B .9573 -.1053 .5661 .092 Uiso calc R 1 . . H C3 .8532(3) -.0036(2) .5065(3) .0653(9) Uani d . 1 . . C H3A .8390 -.0153 .4378 .078 Uiso calc R 1 . . H H3B .9183 .0361 .5335 .078 Uiso calc R 1 . . H C4 .7534(2) .12564(18) .5041(2) .0449(6) Uani d . 1 . . C H4 .8186 .1502 .5015 .054 Uiso calc R 1 . . H C5 .6670(2) .18809(16) .50175(18) .0388(6) Uani d . 1 . . C C6 .6962(2) .27766(17) .5021(2) .0486(7) Uani d . 1 . . C H6 .7685 .2914 .5057 .058 Uiso calc R 1 . . H C7 .6232(3) .34623(17) .4973(2) .0511(7) Uani d . 1 . . C C8 .5158(3) .32255(16) .4897(2) .0492(7) Uani d . 1 . . C H8 .4645 .3675 .4857 .059 Uiso calc R 1 . . H C9 .4799(2) .23465(14) .48766(17) .0383(6) Uani d . 1 . . C C10 .5570(2) .16484(14) .49549(16) .0340(5) Uani d . 1 . . C C11 .6604(3) .44221(19) .5025(3) .0799(11) Uani d . 1 . . C H11A .5943 .4792 .4717 .120 Uiso calc R 1 . . H H11B .7096 .4488 .4684 .120 Uiso calc R 1 . . H H11C .7009 .4593 .5707 .120 Uiso calc R 1 . . H C12 .3655(2) .22325(16) .4818(2) .0453(7) Uani d . 1 . . C H12 .3269 .2752 .4824 .054 Uiso calc R 1 . . H N3 .7210(2) .34528(14) .25316(16) .0472(6) Uani d . 1 . . N C13 .8267(3) .3269(2) .2648(2) .0586(8) Uani d . 1 . . C H13 .8750 .3739 .2681 .070 Uiso calc R 1 . . H C14 .8702(3) .2410(2) .2723(3) .0673(9) Uani d . 1 . . C H14 .9456 .2318 .2817 .081 Uiso calc R 1 . . H C15 .8007(3) .1712(2) .2657(2) .0601(8) Uani d . 1 . . C H15 .8276 .1136 .2690 .072 Uiso calc R 1 . . H C16 .6877(3) .18699(17) .2539(2) .0484(7) Uani d . 1 . . C C17 .6112(3) .11731(19) .2470(2) .0596(8) Uani d . 1 . . C H17 .6347 .0588 .2492 .072 Uiso calc R 1 . . H C18 .5031(3) .1358(2) .2369(3) .0648(9) Uani d . 1 . . C H18 .4531 .0897 .2323 .078 Uiso calc R 1 . . H C19 .4661(3) .22402(19) .2334(2) .0564(8) Uani d . 1 . . C H19 .3923 .2351 .2277 .068 Uiso calc R 1 . . H C20 .5366(3) .29416(17) .23822(19) .0461(6) Uani d . 1 . . C C21 .6505(2) .27590(16) .24855(18) .0400(6) Uani d . 1 . . C C22 .4940(3) .38725(18) .2328(2) .0569(8) Uani d . 1 . . C H22A .4191 .3866 .2328 .085 Uiso calc R 1 . . H H22B .4903 .4147 .1729 .085 Uiso calc R 1 . . H H22C .5452 .4201 .2891 .085 Uiso calc R 1 . . H O7A .1841(12) .1379(12) .1848(12) .109(5) Uani d PDU .520(15) A -1 O H7A .1690 .1880 .1969 .163 Uiso calc PR .520(15) A -1 H C23A .1121(12) .1156(8) .0865(10) .130(5) Uani d PDU .520(15) A -1 C H23A .1374 .0606 .0681 .156 Uiso calc PR .520(15) A -1 H H23B .1147 .1617 .0417 .156 Uiso calc PR .520(15) A -1 H C24A -.0064(17) .106(2) .078(2) .267(15) Uani d PDU .520(15) A -1 C H24A -.0061 .0723 .1339 .400 Uiso d PR .520(15) A -1 H H24B -.0509 .0748 .0180 .400 Uiso d PR .520(15) A -1 H H24C -.0391 .1629 .0775 .400 Uiso d PR .520(15) A -1 H O7B .1421(15) .1294(13) .2055(10) .110(5) Uani d PDU .480(15) A -2 O H7B .1591 .1805 .1983 .164 Uiso calc PR .480(15) A -2 H C23B .0458(15) .1073(11) .1297(9) .116(6) Uani d PDU .480(15) A -2 C H23C -.0164 .1235 .1477 .139 Uiso calc PR .480(15) A -2 H H23D .0450 .0432 .1248 .139 Uiso calc PR .480(15) A -2 H C24B .0173(12) .1421(10) .0299(8) .113(5) Uani d PDU .480(15) A -2 C H24D .0201 .2056 .0322 .170 Uiso calc PR .480(15) A -2 H H24E -.0583 .1233 -.0136 .170 Uiso calc PR .480(15) A -2 H H24F .0713 .1203 .0056 .170 Uiso calc PR .480(15) A -2 H Cl1A .1389(5) .3783(4) .2583(5) .085(2) Uani d PDU .541(10) B -1 Cl O1A .0392(8) .3641(8) .1694(7) .157(5) Uani d PDU .541(10) B -1 O O2A .1170(11) .3899(7) .3388(8) .142(5) Uani d PDU .541(10) B -1 O O3A .1932(13) .4478(6) .2393(8) .158(6) Uani d PDU .541(10) B -1 O O4A .2097(8) .3030(5) .2650(7) .163(5) Uani d PDU .541(10) B -1 O Cl1B .1383(5) .3785(3) .2555(4) .0503(17) Uani d PDU .459(10) B -2 Cl O1B .0842(13) .3207(9) .1836(13) .203(8) Uani d PDU .459(10) B -2 O O2B .2486(7) .4008(9) .2769(11) .158(6) Uani d PDU .459(10) B -2 O O3B .0739(10) .4548(6) .2335(11) .186(7) Uani d PDU .459(10) B -2 O O4B .1323(13) .3418(13) .3369(11) .241(11) Uani d PDU .459(10) B -2 O O1W .68803(18) -.01673(13) .68876(15) .0493(5) Uani d D 1 . . O H1W .699(3) .034(2) .714(3) .094(14) Uiso d D 1 . . H H2W .736(3) -.056(2) .728(3) .090(13) Uiso d D 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Zn1 .02962(17) .03155(15) .04366(17) .00338(11) .01426(12) .00015(12) O1 .0340(9) .0271(7) .0516(10) .0014(7) .0164(8) .0019(7) N1 .0372(12) .0428(12) .0536(13) .0031(9) .0231(10) .0038(10) N2 .0370(13) .0395(12) .0624(15) .0070(9) .0217(11) -.0011(10) C1 .055(2) .0552(19) .126(3) .0112(15) .048(2) -.009(2) C2 .0426(18) .083(2) .111(3) .0205(17) .0372(19) .022(2) C3 .052(2) .0611(18) .099(3) .0083(14) .0473(19) .0099(18) C4 .0362(15) .0510(15) .0503(16) -.0066(11) .0205(12) .0043(12) C5 .0397(14) .0367(12) .0377(13) -.0030(10) .0136(11) .0031(10) C6 .0479(17) .0456(15) .0484(15) -.0114(12) .0159(13) .0038(12) C7 .062(2) .0340(13) .0513(16) -.0085(12) .0171(14) -.0006(12) C8 .0622(19) .0293(11) .0511(16) .0064(12) .0182(14) .0010(11) C9 .0453(15) .0316(11) .0363(13) .0038(10) .0150(11) .0007(10) C10 .0382(14) .0301(11) .0295(11) -.0001(9) .0096(10) .0007(9) C11 .097(3) .0360(15) .102(3) -.0155(16) .036(2) -.0012(17) C12 .0505(17) .0325(13) .0537(16) .0119(11) .0223(13) .0004(11) N3 .0480(15) .0436(12) .0443(12) -.0030(10) .0132(11) .0045(10) C13 .0436(18) .0592(18) .0624(19) -.0044(14) .0110(14) .0060(15) C14 .0446(18) .076(2) .076(2) .0107(16) .0191(16) .0120(18) C15 .059(2) .0530(17) .065(2) .0173(15) .0223(16) .0091(15) C16 .0610(19) .0422(14) .0402(14) .0020(13) .0190(13) .0055(11) C17 .080(2) .0378(15) .064(2) -.0005(14) .0327(17) .0034(13) C18 .081(3) .0478(17) .078(2) -.0162(16) .0450(19) -.0010(16) C19 .0590(19) .0590(18) .0612(19) -.0089(14) .0347(15) .0019(15) C20 .0544(18) .0446(14) .0423(14) -.0009(12) .0230(13) .0019(11) C21 .0468(16) .0397(13) .0323(12) -.0022(11) .0151(11) .0034(10) C22 .059(2) .0501(16) .067(2) .0053(13) .0317(16) .0056(14) O7A .093(8) .072(5) .112(8) .016(5) -.009(6) .009(5) C23A .123(11) .138(9) .102(9) .003(7) .017(8) .042(7) C24A .24(2) .28(3) .27(3) .060(19) .087(19) -.04(2) O7B .110(10) .089(8) .083(6) .033(7) -.008(6) .005(5) C23B .117(11) .125(9) .077(7) .011(8) .012(8) .023(7) C24B .095(9) .152(10) .078(7) -.012(7) .019(6) .025(7) Cl1A .063(4) .076(4) .098(4) .001(3) .013(3) .010(3) O1A .094(6) .210(14) .115(6) .029(7) -.011(5) .005(7) O2A .207(11) .145(8) .143(9) -.036(7) .141(9) -.048(7) O3A .251(16) .091(6) .173(9) -.088(8) .130(11) -.010(5) O4A .151(8) .092(5) .197(9) .050(5) .022(7) -.010(5) Cl1B .059(4) .041(3) .070(3) -.003(2) .046(3) .012(2) O1B .181(16) .145(10) .284(19) -.045(9) .096(14) -.141(12) O2B .049(5) .208(15) .226(13) -.025(6) .067(6) -.016(10) O3B .141(9) .094(7) .267(15) .053(6) .027(9) .019(8) O4B .138(9) .34(2) .208(14) -.019(12) .037(9) .226(15) O1W .0585(13) .0403(11) .0440(11) .0070(9) .0157(9) -.0002(9) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn .2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1W Zn1 O1 . 3_656 101.37(8) yes O1W Zn1 N1 . . 103.66(9) yes O1W Zn1 N2 . . 102.96(9) yes N1 Zn1 N2 . . 95.80(9) yes N2 Zn1 O1 . . 155.84(8) yes N2 Zn1 O1 . 3_656 89.12(8) yes O1W Zn1 O1 . . 99.03(8) yes O1 Zn1 O1 3_656 . 76.77(6) yes O1 Zn1 N1 . . 88.55(7) yes O1 Zn1 N1 3_656 . 152.66(8) yes C10 O1 Zn1 . 3_656 128.62(14) yes C10 O1 Zn1 . . 128.14(14) ? Zn1 O1 Zn1 3_656 . 103.23(6) ? C4 N1 C3 . . 115.3(2) ? C4 N1 Zn1 . . 123.26(19) ? C3 N1 Zn1 . . 120.84(18) ? C12 N2 C1 3_656 . 115.7(2) ? C12 N2 Zn1 3_656 . 123.94(18) ? C1 N2 Zn1 . . 120.31(18) ? C2 C1 N2 . . 115.8(3) ? C2 C1 H1A . . 108.3 ? N2 C1 H1A . . 108.3 ? C2 C1 H1B . . 108.3 ? N2 C1 H1B . . 108.3 ? H1A C1 H1B . . 107.4 ? C3 C2 C1 . . 118.0(3) ? C3 C2 H2A . . 107.8 ? C1 C2 H2A . . 107.8 ? C3 C2 H2B . . 107.8 ? C1 C2 H2B . . 107.8 ? H2A C2 H2B . . 107.1 ? C2 C3 N1 . . 114.2(3) ? C2 C3 H3A . . 108.7 ? N1 C3 H3A . . 108.7 ? C2 C3 H3B . . 108.7 ? N1 C3 H3B . . 108.7 ? H3A C3 H3B . . 107.6 ? N1 C4 C5 . . 128.8(2) ? N1 C4 H4 . . 115.6 ? C5 C4 H4 . . 115.6 ? C6 C5 C10 . . 119.7(2) ? C6 C5 C4 . . 115.3(2) ? C10 C5 C4 . . 124.9(2) ? C7 C6 C5 . . 123.3(3) ? C7 C6 H6 . . 118.3 ? C5 C6 H6 . . 118.3 ? C6 C7 C8 . . 116.3(2) ? C6 C7 C11 . . 121.5(3) ? C8 C7 C11 . . 122.2(3) ? C7 C8 C9 . . 123.7(3) ? C7 C8 H8 . . 118.2 ? C9 C8 H8 . . 118.2 ? C8 C9 C10 . . 119.4(3) ? C8 C9 C12 . . 115.5(2) ? C10 C9 C12 . . 125.0(2) ? O1 C10 C9 . . 121.2(2) ? O1 C10 C5 . . 121.3(2) ? C9 C10 C5 . . 117.6(2) ? C7 C11 H11A . . 109.5 ? C7 C11 H11B . . 109.5 ? H11A C11 H11B . . 109.5 ? C7 C11 H11C . . 109.5 ? H11A C11 H11C . . 109.5 ? H11B C11 H11C . . 109.5 ? N2 C12 C9 3_656 . 129.0(2) ? N2 C12 H12 3_656 . 115.5 ? C9 C12 H12 . . 115.5 ? C13 N3 C21 . . 117.8(2) ? N3 C13 C14 . . 123.9(3) ? N3 C13 H13 . . 118.0 ? C14 C13 H13 . . 118.0 ? C15 C14 C13 . . 119.1(3) ? C15 C14 H14 . . 120.5 ? C13 C14 H14 . . 120.5 ? C14 C15 C16 . . 119.3(3) ? C14 C15 H15 . . 120.3 ? C16 C15 H15 . . 120.3 ? C15 C16 C17 . . 122.2(3) ? C15 C16 C21 . . 118.3(3) ? C17 C16 C21 . . 119.5(3) ? C18 C17 C16 . . 120.1(3) ? C18 C17 H17 . . 120.0 ? C16 C17 H17 . . 120.0 ? C17 C18 C19 . . 120.7(3) ? C17 C18 H18 . . 119.6 ? C19 C18 H18 . . 119.6 ? C20 C19 C18 . . 121.5(3) ? C20 C19 H19 . . 119.3 ? C18 C19 H19 . . 119.3 ? C19 C20 C21 . . 118.5(3) ? C19 C20 C22 . . 120.1(3) ? C21 C20 C22 . . 121.3(2) ? N3 C21 C16 . . 121.5(3) ? N3 C21 C20 . . 118.9(2) ? C16 C21 C20 . . 119.6(2) ? C20 C22 H22A . . 109.5 ? C20 C22 H22B . . 109.5 ? H22A C22 H22B . . 109.5 ? C20 C22 H22C . . 109.5 ? H22A C22 H22C . . 109.5 ? H22B C22 H22C . . 109.5 ? O7A C23A C24A . . 108.9(17) ? O7A C23A H23A . . 109.9 ? C24A C23A H23A . . 109.9 ? O7A C23A H23B . . 109.9 ? C24A C23A H23B . . 109.9 ? H23A C23A H23B . . 108.3 ? C23A C24A H24A . . 110.0 ? C23A C24A H24B . . 108.8 ? H24A C24A H24B . . 109.5 ? C23A C24A H24C . . 109.7 ? H24A C24A H24C . . 109.5 ? H24B C24A H24C . . 109.5 ? C23B O7B H7B . . 109.5 ? O7B C23B C24B . . 121.4(15) ? O7B C23B H24A . . 124.6 ? C24B C23B H24A . . 114.0 ? O7B C23B H24C . . 125.8 ? C24B C23B H24C . . 52.2 ? H24A C23B H24C . . 87.5 ? O7B C23B H23C . . 107.0 ? C24B C23B H23C . . 107.0 ? H24A C23B H23C . . 52.8 ? H24C C23B H23C . . 55.6 ? O7B C23B H23D . . 107.0 ? C24B C23B H23D . . 107.0 ? H24A C23B H23D . . 54.3 ? H24C C23B H23D . . 126.9 ? H23C C23B H23D . . 106.7 ? C23B C24B H24B . . 74.5 ? C23B C24B H24C . . 58.8 ? H24B C24B H24C . . 76.0 ? C23B C24B H24D . . 109.5 ? C23B C24B H24E . . 109.5 ? H24D C24B H24E . . 109.5 ? C23B C24B H24F . . 109.5 ? H24D C24B H24F . . 109.5 ? H24E C24B H24F . . 109.5 ? O2A Cl1A O3A . . 113.4(8) ? O2A Cl1A O1A . . 113.7(8) ? O3A Cl1A O1A . . 105.6(8) ? O2A Cl1A O4A . . 113.6(8) ? O3A Cl1A O4A . . 105.3(8) ? O1A Cl1A O4A . . 104.4(7) ? O1B Cl1B O4B . . 103.9(11) ? O1B Cl1B O2B . . 120.0(9) ? O4B Cl1B O2B . . 109.1(9) ? O1B Cl1B O3B . . 107.2(9) ? O4B Cl1B O3B . . 107.8(10) ? O2B Cl1B O3B . . 108.3(7) ? Zn1 O1W H1W . . 119(3) ? Zn1 O1W H2W . . 120(3) ? H1W O1W H2W . . 113(4) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Zn1 O1 . 2.0615(15) yes Zn1 O1 3_656 2.0562(16) yes Zn1 O1W . 2.016(2) yes Zn1 N1 . 2.064(2) yes Zn1 N2 . 2.052(2) yes O1 C10 . 1.325(3) yes N1 C3 . 1.475(4) yes N1 C4 . 1.278(3) yes N2 C1 . 1.479(4) yes N2 C12 3_656 1.277(3) yes C12 N2 3_656 1.277(3) yes N3 C13 . 1.325(4) yes N3 C21 . 1.367(3) yes O1 Zn1 3_656 2.0562(16) ? C1 C2 . 1.473(5) ? C2 C3 . 1.463(4) ? C4 C5 . 1.445(4) ? C5 C6 . 1.403(3) ? C5 C10 . 1.419(3) ? C6 C7 . 1.378(4) ? C7 C8 . 1.382(4) ? C7 C11 . 1.518(4) ? C8 C9 . 1.402(3) ? C8 H8 . .9300 ? C9 C10 . 1.417(3) ? C9 C12 . 1.445(4) ? C13 C14 . 1.398(4) ? C14 C15 . 1.357(5) ? C15 C16 . 1.407(4) ? C16 C17 . 1.414(4) ? C16 C21 . 1.417(4) ? C17 C18 . 1.362(4) ? C18 C19 . 1.408(4) ? C19 C20 . 1.376(4) ? C20 C21 . 1.432(4) ? C20 C22 . 1.499(4) ? O7A C23A . 1.405(16) ? C23A C24A . 1.48(2) ? O7B C23B . 1.325(17) ? C23B C24B . 1.464(16) ? Cl1A O2A . 1.340(8) ? Cl1A O3A . 1.351(8) ? Cl1A O1A . 1.424(10) ? Cl1A O4A . 1.434(9) ? Cl1B O1B . 1.329(12) ? Cl1B O4B . 1.355(11) ? Cl1B O2B . 1.360(9) ? Cl1B O3B . 1.377(9) ? O1W H1W . .84(3) ? O1W H2W . .88(3) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O1W H1W N3 4_555 .84(3) 1.90(3) 2.731(3) 172(4) yes O1W H2W O7A 3_656 .88(3) 1.78(4) 2.648(17) 171(4) yes C3 H3A O3A 2_645 .97 2.54 3.508(12) 177 yes C3 H3B O1A 4_655 .97 2.48 3.348(11) 149 yes C15 H15 O3A 2_645 .93 2.52 3.377(10) 154 yes 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_4 _geom_torsion O1W Zn1 O1 C10 . . 80.2(2) N2 Zn1 O1 C10 . . -124.4(2) O1 Zn1 O1 C10 3_656 . 179.9(2) N1 Zn1 O1 C10 . . -23.4(2) O1W Zn1 O1 Zn1 . 3_656 -99.65(9) N2 Zn1 O1 Zn1 . 3_656 55.8(2) O1 Zn1 O1 Zn1 3_656 3_656 .0 N1 Zn1 O1 Zn1 . 3_656 156.75(9) O1W Zn1 N1 C4 . . -78.6(2) N2 Zn1 N1 C4 . . 176.5(2) O1 Zn1 N1 C4 3_656 . 77.2(3) O1 Zn1 N1 C4 . . 20.4(2) O1W Zn1 N1 C3 . . 91.9(2) N2 Zn1 N1 C3 . . -13.0(2) O1 Zn1 N1 C3 3_656 . -112.4(2) O1 Zn1 N1 C3 . . -169.2(2) O1W Zn1 N2 C12 . 3_656 87.2(2) O1 Zn1 N2 C12 3_656 3_656 -14.3(2) O1 Zn1 N2 C12 . 3_656 -67.8(3) N1 Zn1 N2 C12 . 3_656 -167.3(2) O1W Zn1 N2 C1 . . -90.1(3) O1 Zn1 N2 C1 3_656 . 168.5(2) O1 Zn1 N2 C1 . . 114.9(3) N1 Zn1 N2 C1 . . 15.4(3) C12 N2 C1 C2 3_656 . -160.8(3) Zn1 N2 C1 C2 . . 16.7(4) N2 C1 C2 C3 . . -66.0(5) C1 C2 C3 N1 . . 68.4(5) C4 N1 C3 C2 . . 149.5(3) Zn1 N1 C3 C2 . . -21.7(4) C3 N1 C4 C5 . . 177.9(3) Zn1 N1 C4 C5 . . -11.2(4) N1 C4 C5 C6 . . 176.3(3) N1 C4 C5 C10 . . -6.2(4) C10 C5 C6 C7 . . .5(4) C4 C5 C6 C7 . . 178.1(3) C5 C6 C7 C8 . . -1.4(4) C5 C6 C7 C11 . . 177.2(3) C6 C7 C8 C9 . . .6(4) C11 C7 C8 C9 . . -178.1(3) C7 C8 C9 C10 . . 1.2(4) C7 C8 C9 C12 . . 178.6(3) Zn1 O1 C10 C9 3_656 . 15.4(3) Zn1 O1 C10 C9 . . -164.44(16) Zn1 O1 C10 C5 3_656 . -165.11(16) Zn1 O1 C10 C5 . . 15.1(3) C8 C9 C10 O1 . . 177.4(2) C12 C9 C10 O1 . . .3(4) C8 C9 C10 C5 . . -2.1(3) C12 C9 C10 C5 . . -179.2(2) C6 C5 C10 O1 . . -178.2(2) C4 C5 C10 O1 . . 4.4(4) C6 C5 C10 C9 . . 1.3(3) C4 C5 C10 C9 . . -176.1(2) C8 C9 C12 N2 . 3_656 177.7(3) C10 C9 C12 N2 . 3_656 -5.0(4) C21 N3 C13 C14 . . .2(4) N3 C13 C14 C15 . . 1.2(5) C13 C14 C15 C16 . . -1.5(5) C14 C15 C16 C17 . . -179.7(3) C14 C15 C16 C21 . . .5(4) C15 C16 C17 C18 . . 179.1(3) C21 C16 C17 C18 . . -1.1(4) C16 C17 C18 C19 . . -.1(5) C17 C18 C19 C20 . . 1.1(5) C18 C19 C20 C21 . . -1.0(4) C18 C19 C20 C22 . . 179.1(3) C13 N3 C21 C16 . . -1.3(4) C13 N3 C21 C20 . . 178.6(2) C15 C16 C21 N3 . . 1.0(4) C17 C16 C21 N3 . . -178.8(3) C15 C16 C21 C20 . . -178.9(2) C17 C16 C21 C20 . . 1.3(4) C19 C20 C21 N3 . . 179.9(2) C22 C20 C21 N3 . . -.2(4) C19 C20 C21 C16 . . -.2(4) C22 C20 C21 C16 . . 179.7(2) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 168307745