#------------------------------------------------------------------------------ #$Date: 2014-01-12 08:45:54 +0000 (Sun, 12 Jan 2014) $ #$Revision: 92124 $ #$URL: svn://www.crystallography.net/cod/cif/2/23/88/2238853.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_2238853 loop_ _publ_author_name 'Pramanik, Avijit' 'Fronczek, Frank R.' 'Venkatraman, Ramaiyer' 'Hossain, Md. Alamgir' _publ_section_title ; Hexa-\m-acetato-1:2\k^4^O,O';1:2\k^2^O:O;2:3\k^4^O,O';2:3\k^2^O:O-bis(4,4'-dimethyl-2,2'-bipyridine)-1\k^2^N,N';3\k^2^N,N'-2-calcium-1,3-dizinc ; _journal_coeditor_code FJ2647 _journal_issue 12 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m643 _journal_page_last m644 _journal_paper_doi 10.1107/S1600536813030122 _journal_volume 69 _journal_year 2013 _chemical_formula_iupac '[Ca Zn2 (C2 H3 O2)6 (C12 H12 N2)2]' _chemical_formula_moiety 'C36 H42 Ca N4 O12 Zn2' _chemical_formula_sum 'C36 H42 Ca N4 O12 Zn2' _chemical_formula_weight 893.56 _chemical_name_systematic Hexa-\m-acetato-1:2\k^4^O,O';1:2\k^2^O:O;2:3\k^4^O,O';2:3\k^2^O:O-bis(4,4'-dimethyl-2,2'-bipyridine)-1\k^2^N,N';3\k^2^N,N'-2-calcium-1,3-dizinc _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 74.103(7) _cell_angle_beta 83.263(6) _cell_angle_gamma 83.560(7) _cell_formula_units_Z 1 _cell_length_a 8.3356(10) _cell_length_b 8.8410(10) _cell_length_c 13.696(2) _cell_measurement_reflns_used 7990 _cell_measurement_temperature 100.0(5) _cell_measurement_theta_max 36.7 _cell_measurement_theta_min 2.5 _cell_volume 960.6(2) _computing_cell_refinement 'SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_data_reduction 'DENZO and SCALEPACK (Otwinowski & Minor, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 2012)' _computing_publication_material 'SHELXL97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _diffrn_ambient_temperature 100.0(5) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.939 _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 16096 _diffrn_reflns_theta_full 25.0 _diffrn_reflns_theta_max 36.7 _diffrn_reflns_theta_min 3.0 _exptl_absorpt_coefficient_mu 1.449 _exptl_absorpt_correction_T_max 0.699 _exptl_absorpt_correction_T_min 0.639 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SCALEPACK; Otwinowski & Minor, 1997)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.545 _exptl_crystal_density_method 'not measured' _exptl_crystal_description parallelepiped _exptl_crystal_F_000 462 _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.27 _refine_diff_density_max 0.646 _refine_diff_density_min -0.777 _refine_ls_extinction_coef 0.0061(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 2008)' _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 256 _refine_ls_number_reflns 8962 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.049 _refine_ls_R_factor_all 0.046 _refine_ls_R_factor_gt 0.034 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0386P)^2^+0.3887P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.081 _refine_ls_wR_factor_ref 0.086 _reflns_number_gt 7497 _reflns_number_total 8962 _reflns_threshold_expression I>2\s(I) _iucr_refine_instructions_details ; TITL Alamgir33 CELL 0.71073 8.3356 8.8410 13.696 74.103 83.263 83.560 ZERR 1 0.0010 0.0010 0.002 0.007 0.006 0.007 LATT 1 SFAC C H Ca N O Zn DISP C 0.00330 0.00160 DISP H 0.00000 0.00000 DISP Ca 0.22620 0.30640 DISP N 0.00610 0.00330 DISP O 0.01060 0.00600 DISP Zn 0.28390 1.43010 UNIT 36 42 1 4 12 2 LIST 4 ACTA 50 CONF TEMP -173 OMIT 1 0 1 BOND $H FMAP 2 PLAN -5 L.S. 8 SIZE 0.27 0.32 0.34 WGHT 0.038600 0.388700 EXTI 0.006096 FVAR 0.77960 ZN1 6 0.645512 0.565205 0.245482 11.00000 0.01502 0.01454 = 0.01144 -0.00464 -0.00181 -0.00042 CA1 3 10.500000 10.500000 10.500000 10.50000 0.01700 0.01496 = 0.01184 -0.00328 -0.00028 -0.00157 O1 5 0.429165 0.571484 0.333971 11.00000 0.01567 0.02067 = 0.01971 -0.00977 -0.00351 0.00051 O2 5 0.362246 0.713657 0.181917 11.00000 0.02674 0.02765 = 0.02012 -0.01030 -0.00519 -0.00068 O3 5 0.838249 0.422101 0.303015 11.00000 0.01821 0.02049 = 0.01696 -0.00428 -0.00454 0.00083 O4 5 0.693448 0.324563 0.450130 11.00000 0.02361 0.01833 = 0.02323 -0.00241 0.00023 -0.00020 O5 5 0.716921 0.768186 0.262695 11.00000 0.02344 0.01934 = 0.01715 -0.00719 -0.00306 -0.00258 O6 5 0.680687 0.687045 0.432959 11.00000 0.02669 0.02015 = 0.01796 -0.00263 -0.00537 -0.00566 N1 4 0.730394 0.602393 0.092088 11.00000 0.01522 0.02096 = 0.01384 -0.00533 -0.00310 0.00088 N2 4 0.560624 0.370036 0.203330 11.00000 0.01692 0.01581 = 0.01679 -0.00763 -0.00448 0.00150 C1 1 0.815573 0.724072 0.041175 11.00000 0.01798 0.02465 = 0.01516 -0.00320 -0.00141 -0.00172 AFIX 43 H1 2 0.826968 0.803512 0.074008 11.00000 -1.20000 AFIX 0 C2 1 0.888348 0.739895 -0.057642 11.00000 0.01774 0.03448 = 0.01608 -0.00170 -0.00132 0.00092 C3 1 0.871379 0.620791 -0.103471 11.00000 0.02099 0.03909 = 0.01323 -0.00578 -0.00153 0.00485 AFIX 43 H3 2 0.921468 0.625482 -0.170098 11.00000 -1.20000 AFIX 0 C4 1 0.781171 0.494934 -0.051819 11.00000 0.02090 0.03195 = 0.01486 -0.01035 -0.00416 0.00563 AFIX 43 H4 2 0.767573 0.414319 -0.083177 11.00000 -1.20000 AFIX 0 C5 1 0.710876 0.488745 0.046781 11.00000 0.01592 0.02345 = 0.01368 -0.00800 -0.00499 0.00443 C6 1 0.613113 0.358999 0.108920 11.00000 0.01541 0.02094 = 0.01659 -0.00905 -0.00613 0.00406 C7 1 0.577561 0.232034 0.074543 11.00000 0.02122 0.02593 = 0.02342 -0.01522 -0.00750 0.00419 AFIX 43 H7 2 0.613092 0.226074 0.007108 11.00000 -1.20000 AFIX 0 C8 1 0.489587 0.115209 0.140692 11.00000 0.02110 0.02247 = 0.03218 -0.01660 -0.00952 0.00321 AFIX 43 H8 2 0.466666 0.027328 0.118932 11.00000 -1.20000 AFIX 0 C9 1 0.434422 0.126130 0.239311 11.00000 0.01665 0.01662 = 0.02812 -0.00966 -0.00719 0.00241 C10 1 0.473416 0.258014 0.266034 11.00000 0.01712 0.01660 = 0.02108 -0.00808 -0.00389 0.00067 AFIX 43 H10 2 0.436172 0.269005 0.332200 11.00000 -1.20000 AFIX 0 C11 1 0.981175 0.881072 -0.110663 11.00000 0.02989 0.04463 = 0.02267 0.00218 0.00401 -0.00958 AFIX 137 H11A 2 1.035239 0.866984 -0.175464 11.00000 -1.50000 H11B 2 1.062530 0.891524 -0.067266 11.00000 -1.50000 H11C 2 0.906106 0.976491 -0.123730 11.00000 -1.50000 AFIX 0 C12 1 0.340914 0.002660 0.315394 11.00000 0.02180 0.01771 = 0.03919 -0.01024 -0.00386 -0.00199 AFIX 137 H12A 2 0.313163 0.034845 0.378733 11.00000 -1.50000 H12B 2 0.407350 -0.098297 0.329454 11.00000 -1.50000 H12C 2 0.241300 -0.009020 0.287568 11.00000 -1.50000 AFIX 0 C13 1 0.323119 0.647022 0.271641 11.00000 0.01592 0.01883 = 0.02409 -0.01286 -0.00389 -0.00078 C14 1 0.148201 0.646721 0.314392 11.00000 0.01426 0.03553 = 0.03710 -0.01598 -0.00080 -0.00190 AFIX 137 H14A 2 0.084824 0.735930 0.272472 11.00000 -1.50000 H14B 2 0.139963 0.656249 0.384465 11.00000 -1.50000 H14C 2 0.106002 0.547788 0.314055 11.00000 -1.50000 AFIX 0 C15 1 0.822254 0.332292 0.392561 11.00000 0.02039 0.01329 = 0.01890 -0.00526 -0.00633 0.00126 C16 1 0.971146 0.229463 0.430996 11.00000 0.02626 0.02254 = 0.02789 -0.00663 -0.01079 0.00904 AFIX 137 H16A 2 1.039211 0.290553 0.456900 11.00000 -1.50000 H16B 2 1.032575 0.192846 0.375066 11.00000 -1.50000 H16C 2 0.938246 0.138282 0.485955 11.00000 -1.50000 AFIX 0 C17 1 0.719883 0.786105 0.351379 11.00000 0.01679 0.01548 = 0.01955 -0.00635 -0.00485 0.00003 C18 1 0.777592 0.939221 0.357344 11.00000 0.02587 0.01648 = 0.02335 -0.00666 -0.00624 -0.00393 AFIX 137 H18A 2 0.725598 0.966312 0.419020 11.00000 -1.50000 H18B 2 0.749074 1.023527 0.297202 11.00000 -1.50000 H18C 2 0.895505 0.927060 0.359675 11.00000 -1.50000 HKLF 4 REM Alamgir33 REM R1 = 0.0340 for 7497 Fo > 4sig(Fo) and 0.0462 for all 8962 data REM 256 parameters refined using 0 restraints END WGHT 0.0386 0.3897 REM Highest difference peak 0.646, deepest hole -0.777, 1-sigma level 0.085 Q1 1 0.1424 0.5967 0.3620 11.00000 0.05 0.65 Q2 1 0.3294 0.6569 0.2140 11.00000 0.05 0.62 Q3 1 0.6099 0.2861 0.1014 11.00000 0.05 0.57 Q4 1 0.4403 0.5251 0.3772 11.00000 0.05 0.54 Q5 1 0.8249 0.5587 -0.0716 11.00000 0.05 0.53 ; _[local]_cod_data_source_file fj2647.cif _[local]_cod_data_source_block I _cod_database_code 2238853 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_type_symbol _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_symmetry_multiplicity Zn Zn1 0.645512(17) 0.565205(16) 0.245482(10) 0.01344(4) Uani d . 1 1 Ca Ca1 0.5000 0.5000 0.5000 0.01472(6) Uani d S 1 2 O O1 0.42917(11) 0.57148(11) 0.33397(7) 0.01780(16) Uani d . 1 1 O O2 0.36225(13) 0.71366(13) 0.18192(8) 0.02391(19) Uani d . 1 1 O O3 0.83825(11) 0.42210(11) 0.30301(7) 0.01864(16) Uani d . 1 1 O O4 0.69345(13) 0.32456(12) 0.45013(8) 0.02265(18) Uani d . 1 1 O O5 0.71692(12) 0.76819(11) 0.26269(7) 0.01935(17) Uani d . 1 1 O O6 0.68069(13) 0.68704(12) 0.43296(7) 0.02151(18) Uani d . 1 1 N N1 0.73039(13) 0.60239(13) 0.09209(8) 0.01657(18) Uani d . 1 1 N N2 0.56062(13) 0.37004(12) 0.20333(8) 0.01583(17) Uani d . 1 1 C C1 0.81557(16) 0.72407(16) 0.04117(10) 0.0197(2) Uani d . 1 1 H H1 0.8270 0.8035 0.0740 0.024 Uiso calc R 1 1 C C2 0.88835(16) 0.73989(19) -0.05764(10) 0.0240(3) Uani d . 1 1 C C3 0.87138(17) 0.62079(19) -0.10347(10) 0.0252(3) Uani d . 1 1 H H3 0.9215 0.6255 -0.1701 0.030 Uiso calc R 1 1 C C4 0.78117(17) 0.49493(18) -0.05182(10) 0.0222(2) Uani d . 1 1 H H4 0.7676 0.4143 -0.0832 0.027 Uiso calc R 1 1 C C5 0.71088(15) 0.48875(15) 0.04678(9) 0.0172(2) Uani d . 1 1 C C6 0.61311(15) 0.35900(15) 0.10892(9) 0.0169(2) Uani d . 1 1 C C7 0.57756(16) 0.23203(17) 0.07454(11) 0.0218(2) Uani d . 1 1 H H7 0.6131 0.2261 0.0071 0.026 Uiso calc R 1 1 C C8 0.48959(17) 0.11521(16) 0.14069(12) 0.0232(3) Uani d . 1 1 H H8 0.4667 0.0273 0.1189 0.028 Uiso calc R 1 1 C C9 0.43442(15) 0.12613(15) 0.23931(11) 0.0196(2) Uani d . 1 1 C C10 0.47342(15) 0.25801(14) 0.26603(10) 0.0176(2) Uani d . 1 1 H H10 0.4362 0.2690 0.3322 0.021 Uiso calc R 1 1 C C11 0.9812(2) 0.8811(2) -0.11066(13) 0.0346(4) Uani d . 1 1 H H11A 1.0352 0.8670 -0.1755 0.052 Uiso calc R 1 1 H H11B 1.0625 0.8915 -0.0673 0.052 Uiso calc R 1 1 H H11C 0.9061 0.9765 -0.1237 0.052 Uiso calc R 1 1 C C12 0.34091(18) 0.00266(16) 0.31539(13) 0.0256(3) Uani d . 1 1 H H12A 0.3132 0.0348 0.3787 0.038 Uiso calc R 1 1 H H12B 0.4074 -0.0983 0.3295 0.038 Uiso calc R 1 1 H H12C 0.2413 -0.0090 0.2876 0.038 Uiso calc R 1 1 C C13 0.32312(15) 0.64702(15) 0.27164(10) 0.0181(2) Uani d . 1 1 C C14 0.14820(17) 0.6467(2) 0.31439(13) 0.0278(3) Uani d . 1 1 H H14A 0.0848 0.7359 0.2725 0.042 Uiso calc R 1 1 H H14B 0.1400 0.6562 0.3845 0.042 Uiso calc R 1 1 H H14C 0.1060 0.5478 0.3141 0.042 Uiso calc R 1 1 C C15 0.82225(15) 0.33229(14) 0.39256(10) 0.0172(2) Uani d . 1 1 C C16 0.97115(18) 0.22946(17) 0.43100(12) 0.0258(3) Uani d . 1 1 H H16A 1.0392 0.2906 0.4569 0.039 Uiso calc R 1 1 H H16B 1.0326 0.1928 0.3751 0.039 Uiso calc R 1 1 H H16C 0.9382 0.1383 0.4860 0.039 Uiso calc R 1 1 C C17 0.71988(15) 0.78611(14) 0.35138(10) 0.0168(2) Uani d . 1 1 C C18 0.77759(17) 0.93922(15) 0.35734(11) 0.0211(2) Uani d . 1 1 H H18A 0.7256 0.9663 0.4190 0.032 Uiso calc R 1 1 H H18B 0.7491 1.0235 0.2972 0.032 Uiso calc R 1 1 H H18C 0.8955 0.9271 0.3597 0.032 Uiso calc R 1 1 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 0.01502(6) 0.01454(7) 0.01144(6) -0.00042(4) -0.00181(4) -0.00464(4) Ca1 0.01700(14) 0.01496(13) 0.01184(13) -0.00157(10) -0.00028(10) -0.00328(10) O1 0.0157(4) 0.0207(4) 0.0197(4) 0.0005(3) -0.0035(3) -0.0098(3) O2 0.0267(5) 0.0276(5) 0.0201(4) -0.0007(4) -0.0052(4) -0.0103(4) O3 0.0182(4) 0.0205(4) 0.0170(4) 0.0008(3) -0.0045(3) -0.0043(3) O4 0.0236(4) 0.0183(4) 0.0232(5) -0.0002(3) 0.0002(4) -0.0024(3) O5 0.0234(4) 0.0193(4) 0.0172(4) -0.0026(3) -0.0031(3) -0.0072(3) O6 0.0267(5) 0.0201(4) 0.0180(4) -0.0057(3) -0.0054(3) -0.0026(3) N1 0.0152(4) 0.0210(5) 0.0138(4) 0.0009(3) -0.0031(3) -0.0053(3) N2 0.0169(4) 0.0158(4) 0.0168(4) 0.0015(3) -0.0045(3) -0.0076(3) C1 0.0180(5) 0.0246(6) 0.0152(5) -0.0017(4) -0.0014(4) -0.0032(4) C2 0.0177(5) 0.0345(7) 0.0161(5) 0.0009(5) -0.0013(4) -0.0017(5) C3 0.0210(6) 0.0391(8) 0.0132(5) 0.0048(5) -0.0015(4) -0.0058(5) C4 0.0209(5) 0.0320(7) 0.0149(5) 0.0056(5) -0.0042(4) -0.0104(5) C5 0.0159(5) 0.0235(5) 0.0137(5) 0.0044(4) -0.0050(4) -0.0080(4) C6 0.0154(5) 0.0209(5) 0.0166(5) 0.0041(4) -0.0061(4) -0.0091(4) C7 0.0212(6) 0.0259(6) 0.0234(6) 0.0042(5) -0.0075(5) -0.0152(5) C8 0.0211(6) 0.0225(6) 0.0322(7) 0.0032(4) -0.0095(5) -0.0166(5) C9 0.0166(5) 0.0166(5) 0.0281(6) 0.0024(4) -0.0072(4) -0.0097(4) C10 0.0171(5) 0.0166(5) 0.0211(5) 0.0007(4) -0.0039(4) -0.0081(4) C11 0.0299(7) 0.0446(9) 0.0227(7) -0.0096(7) 0.0040(6) 0.0022(6) C12 0.0218(6) 0.0177(5) 0.0392(8) -0.0020(4) -0.0039(5) -0.0102(5) C13 0.0159(5) 0.0188(5) 0.0241(6) -0.0008(4) -0.0039(4) -0.0129(4) C14 0.0143(5) 0.0355(7) 0.0371(8) -0.0019(5) -0.0008(5) -0.0160(6) C15 0.0204(5) 0.0133(5) 0.0189(5) 0.0013(4) -0.0063(4) -0.0053(4) C16 0.0263(6) 0.0225(6) 0.0279(7) 0.0090(5) -0.0108(5) -0.0066(5) C17 0.0168(5) 0.0155(5) 0.0195(5) 0.0000(4) -0.0049(4) -0.0063(4) C18 0.0259(6) 0.0165(5) 0.0234(6) -0.0039(4) -0.0062(5) -0.0067(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 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 O3 Zn1 O5 . . 96.76(4) O3 Zn1 O1 . . 120.20(4) O5 Zn1 O1 . . 95.68(4) O3 Zn1 N1 . . 96.90(4) O5 Zn1 N1 . . 96.21(4) O1 Zn1 N1 . . 139.18(4) O3 Zn1 N2 . . 89.55(4) O5 Zn1 N2 . . 171.01(4) O1 Zn1 N2 . . 86.60(4) N1 Zn1 N2 . . 76.62(4) O4 Ca1 O4 2_666 . 180.0 O4 Ca1 O6 2_666 2_666 86.56(4) O4 Ca1 O6 . 2_666 93.44(4) O4 Ca1 O6 2_666 . 93.44(4) O4 Ca1 O6 . . 86.56(4) O6 Ca1 O6 2_666 . 180.0 O4 Ca1 O1 2_666 . 93.28(4) O4 Ca1 O1 . . 86.72(4) O6 Ca1 O1 2_666 . 97.73(3) O6 Ca1 O1 . . 82.27(3) O4 Ca1 O1 2_666 2_666 86.72(4) O4 Ca1 O1 . 2_666 93.28(4) O6 Ca1 O1 2_666 2_666 82.27(3) O6 Ca1 O1 . 2_666 97.73(3) O1 Ca1 O1 . 2_666 179.999(17) C13 O1 Zn1 . . 105.63(8) C13 O1 Ca1 . . 146.51(8) Zn1 O1 Ca1 . . 104.79(4) C15 O3 Zn1 . . 119.31(8) C15 O4 Ca1 . . 136.47(8) C17 O5 Zn1 . . 120.05(8) C17 O6 Ca1 . . 140.65(8) C1 N1 C5 . . 119.60(11) C1 N1 Zn1 . . 122.94(9) C5 N1 Zn1 . . 117.12(9) C10 N2 C6 . . 119.69(11) C10 N2 Zn1 . . 125.10(8) C6 N2 Zn1 . . 115.00(9) N1 C1 C2 . . 123.20(13) N1 C1 H1 . . 118.4 C2 C1 H1 . . 118.4 C3 C2 C1 . . 117.19(13) C3 C2 C11 . . 122.54(13) C1 C2 C11 . . 120.27(14) C4 C3 C2 . . 120.09(12) C4 C3 H3 . . 120.0 C2 C3 H3 . . 120.0 C3 C4 C5 . . 119.08(13) C3 C4 H4 . . 120.5 C5 C4 H4 . . 120.5 N1 C5 C4 . . 120.82(13) N1 C5 C6 . . 115.76(10) C4 C5 C6 . . 123.42(12) N2 C6 C7 . . 120.96(12) N2 C6 C5 . . 114.92(10) C7 C6 C5 . . 124.11(11) C8 C7 C6 . . 118.89(12) C8 C7 H7 . . 120.6 C6 C7 H7 . . 120.6 C7 C8 C9 . . 120.39(12) C7 C8 H8 . . 119.8 C9 C8 H8 . . 119.8 C10 C9 C8 . . 116.57(13) C10 C9 C12 . . 120.25(13) C8 C9 C12 . . 123.17(12) N2 C10 C9 . . 123.49(12) N2 C10 H10 . . 118.3 C9 C10 H10 . . 118.3 C2 C11 H11A . . 109.5 C2 C11 H11B . . 109.5 H11A C11 H11B . . 109.5 C2 C11 H11C . . 109.5 H11A C11 H11C . . 109.5 H11B C11 H11C . . 109.5 C9 C12 H12A . . 109.5 C9 C12 H12B . . 109.5 H12A C12 H12B . . 109.5 C9 C12 H12C . . 109.5 H12A C12 H12C . . 109.5 H12B C12 H12C . . 109.5 O2 C13 O1 . . 122.19(12) O2 C13 C14 . . 121.36(13) O1 C13 C14 . . 116.44(12) C13 C14 H14A . . 109.5 C13 C14 H14B . . 109.5 H14A C14 H14B . . 109.5 C13 C14 H14C . . 109.5 H14A C14 H14C . . 109.5 H14B C14 H14C . . 109.5 O4 C15 O3 . . 124.57(12) O4 C15 C16 . . 118.87(12) O3 C15 C16 . . 116.56(12) C15 C16 H16A . . 109.5 C15 C16 H16B . . 109.5 H16A C16 H16B . . 109.5 C15 C16 H16C . . 109.5 H16A C16 H16C . . 109.5 H16B C16 H16C . . 109.5 O6 C17 O5 . . 125.19(11) O6 C17 C18 . . 118.20(11) O5 C17 C18 . . 116.61(11) C17 C18 H18A . . 109.5 C17 C18 H18B . . 109.5 H18A C18 H18B . . 109.5 C17 C18 H18C . . 109.5 H18A C18 H18C . . 109.5 H18B C18 H18C . . 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance Zn1 O3 . 2.0243(10) Zn1 O5 . 2.0334(10) Zn1 O1 . 2.0556(10) Zn1 N1 . 2.0851(11) Zn1 N2 . 2.1741(10) Zn1 Ca1 . 3.4668(5) Ca1 O4 2_666 2.2876(10) Ca1 O4 . 2.2876(10) Ca1 O6 2_666 2.2910(10) Ca1 O6 . 2.2910(10) Ca1 O1 . 2.3158(10) Ca1 O1 2_666 2.3158(10) Ca1 Zn1 2_666 3.4668(5) O1 C13 . 1.2994(16) O2 C13 . 1.2313(17) O3 C15 . 1.2666(15) O4 C15 . 1.2520(17) O5 C17 . 1.2706(15) O6 C17 . 1.2509(16) N1 C1 . 1.3386(17) N1 C5 . 1.3502(16) N2 C10 . 1.3401(17) N2 C6 . 1.3415(16) C1 C2 . 1.3935(19) C1 H1 . 0.9500 C2 C3 . 1.393(2) C2 C11 . 1.507(2) C3 C4 . 1.391(2) C3 H3 . 0.9500 C4 C5 . 1.3968(18) C4 H4 . 0.9500 C5 C6 . 1.4887(19) C6 C7 . 1.4023(18) C7 C8 . 1.388(2) C7 H7 . 0.9500 C8 C9 . 1.400(2) C8 H8 . 0.9500 C9 C10 . 1.3949(17) C9 C12 . 1.504(2) C10 H10 . 0.9500 C11 H11A . 0.9800 C11 H11B . 0.9800 C11 H11C . 0.9800 C12 H12A . 0.9800 C12 H12B . 0.9800 C12 H12C . 0.9800 C13 C14 . 1.5061(19) C14 H14A . 0.9800 C14 H14B . 0.9800 C14 H14C . 0.9800 C15 C16 . 1.5106(18) C16 H16A . 0.9800 C16 H16B . 0.9800 C16 H16C . 0.9800 C17 C18 . 1.5121(17) C18 H18A . 0.9800 C18 H18B . 0.9800 C18 H18C . 0.9800 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 O3 Zn1 O1 C13 . -167.59(7) O5 Zn1 O1 C13 . 91.19(8) N1 Zn1 O1 C13 . -15.15(11) N2 Zn1 O1 C13 . -80.09(8) Ca1 Zn1 O1 C13 . 165.81(10) O3 Zn1 O1 Ca1 . 26.60(5) O5 Zn1 O1 Ca1 . -74.63(4) N1 Zn1 O1 Ca1 . 179.04(5) N2 Zn1 O1 Ca1 . 114.10(4) O4 Ca1 O1 C13 2_666 -12.60(15) O4 Ca1 O1 C13 . 167.40(15) O6 Ca1 O1 C13 2_666 74.37(15) O6 Ca1 O1 C13 . -105.63(15) O4 Ca1 O1 Zn1 2_666 142.08(4) O4 Ca1 O1 Zn1 . -37.92(4) O6 Ca1 O1 Zn1 2_666 -130.95(4) O6 Ca1 O1 Zn1 . 49.05(4) O5 Zn1 O3 C15 . 103.30(9) O1 Zn1 O3 C15 . 2.69(10) N1 Zn1 O3 C15 . -159.58(9) N2 Zn1 O3 C15 . -83.12(9) O6 Ca1 O4 C15 2_666 165.69(13) O6 Ca1 O4 C15 . -14.31(13) O1 Ca1 O4 C15 . 68.13(13) O1 Ca1 O4 C15 2_666 -111.87(13) O3 Zn1 O5 C17 . -68.30(10) O1 Zn1 O5 C17 . 53.08(10) N1 Zn1 O5 C17 . -166.04(10) O4 Ca1 O6 C17 2_666 -89.17(14) O4 Ca1 O6 C17 . 90.83(14) O1 Ca1 O6 C17 . 3.67(14) O1 Ca1 O6 C17 2_666 -176.33(14) O3 Zn1 N1 C1 . -92.32(10) O5 Zn1 N1 C1 . 5.29(10) O1 Zn1 N1 C1 . 111.43(10) N2 Zn1 N1 C1 . 179.79(11) O3 Zn1 N1 C5 . 80.97(9) O5 Zn1 N1 C5 . 178.58(9) O1 Zn1 N1 C5 . -75.27(11) N2 Zn1 N1 C5 . -6.91(8) O3 Zn1 N2 C10 . 83.33(10) O1 Zn1 N2 C10 . -36.95(10) N1 Zn1 N2 C10 . -179.46(10) O3 Zn1 N2 C6 . -91.33(9) O1 Zn1 N2 C6 . 148.38(9) N1 Zn1 N2 C6 . 5.87(8) C5 N1 C1 C2 . -0.71(19) Zn1 N1 C1 C2 . 172.43(10) N1 C1 C2 C3 . -0.8(2) N1 C1 C2 C11 . 179.41(13) C1 C2 C3 C4 . 1.7(2) C11 C2 C3 C4 . -178.52(14) C2 C3 C4 C5 . -1.1(2) C1 N1 C5 C4 . 1.28(18) Zn1 N1 C5 C4 . -172.25(9) C1 N1 C5 C6 . -179.45(11) Zn1 N1 C5 C6 . 7.02(13) C3 C4 C5 N1 . -0.37(19) C3 C4 C5 C6 . -179.58(11) C10 N2 C6 C7 . 0.24(17) Zn1 N2 C6 C7 . 175.22(9) C10 N2 C6 C5 . -179.08(10) Zn1 N2 C6 C5 . -4.10(13) N1 C5 C6 N2 . -1.71(15) C4 C5 C6 N2 . 177.54(11) N1 C5 C6 C7 . 178.99(11) C4 C5 C6 C7 . -1.76(19) N2 C6 C7 C8 . -1.36(18) C5 C6 C7 C8 . 177.90(12) C6 C7 C8 C9 . 1.38(19) C7 C8 C9 C10 . -0.33(19) C7 C8 C9 C12 . -178.98(12) C6 N2 C10 C9 . 0.90(18) Zn1 N2 C10 C9 . -173.54(9) C8 C9 C10 N2 . -0.85(18) C12 C9 C10 N2 . 177.85(12) Zn1 O1 C13 O2 . -8.12(14) Ca1 O1 C13 O2 . 146.45(12) Zn1 O1 C13 C14 . 170.85(9) Ca1 O1 C13 C14 . -34.6(2) Ca1 O4 C15 O3 . -47.00(19) Ca1 O4 C15 C16 . 132.51(12) Zn1 O3 C15 O4 . -0.07(17) Zn1 O3 C15 C16 . -179.59(9) Ca1 O6 C17 O5 . -35.1(2) Ca1 O6 C17 C18 . 145.71(11) Zn1 O5 C17 O6 . -0.38(18) Zn1 O5 C17 C18 . 178.85(8)