#------------------------------------------------------------------------------ #$Date: 2020-10-06 14:42:26 +0300 (Tue, 06 Oct 2020) $ #$Revision: 258103 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/05/7240526.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7240526 loop_ _publ_author_name 'Podjed, Nina' 'Modec, Barbara' 'Alcaide, Mar\'ia M.' 'L\'opez-Serrano, Joaqu\'in' _publ_section_title ; From cyclic amines and acetonitrile to amidine zinc(ii) complexes ; _journal_issue 31 _journal_name_full 'RSC Advances' _journal_page_first 18200 _journal_page_last 18221 _journal_paper_doi 10.1039/D0RA03192E _journal_volume 10 _journal_year 2020 _chemical_formula_moiety 'C30 H18 N3 O6 Zn, C2 H3 N, C4 H10 N O' _chemical_formula_sum 'C36 H31 N5 O7 Zn' _chemical_formula_weight 711.03 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _audit_creation_date 2019-12-16 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2019-12-19 deposited with the CCDC. 2020-04-29 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 93.157(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.0755(4) _cell_length_b 12.9618(5) _cell_length_c 20.0571(7) _cell_measurement_reflns_used 6176 _cell_measurement_temperature 150.00(10) _cell_measurement_theta_max 29.7480 _cell_measurement_theta_min 3.4100 _cell_volume 3394.2(2) _computing_cell_refinement 'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 150.00(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.4933 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -15.00 11.00 1.00 100.00 -- -14.21 -99.00-150.00 26 2 \w -22.00 95.00 1.00 100.00 -- 14.36 19.00 -90.00 117 3 \w -29.00 30.00 1.00 100.00 -- 14.36 -77.00 120.00 59 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0242670000 _diffrn_orient_matrix_UB_12 0.0489050000 _diffrn_orient_matrix_UB_13 -0.0008562000 _diffrn_orient_matrix_UB_21 0.0338265000 _diffrn_orient_matrix_UB_22 -0.0191322000 _diffrn_orient_matrix_UB_23 -0.0235532000 _diffrn_orient_matrix_UB_31 -0.0348969000 _diffrn_orient_matrix_UB_32 0.0154258000 _diffrn_orient_matrix_UB_33 -0.0264325000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0286 _diffrn_reflns_av_unetI/netI 0.0421 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 16839 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.500 _diffrn_reflns_theta_min 2.472 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 0.780 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.92428 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.391 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1472 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.352 _refine_diff_density_min -0.528 _refine_diff_density_rms 0.050 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 443 _refine_ls_number_reflns 7775 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.024 _refine_ls_R_factor_all 0.0608 _refine_ls_R_factor_gt 0.0397 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0404P)^2^+1.2295P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0902 _refine_ls_wR_factor_ref 0.1033 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5844 _reflns_number_total 7775 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ra03192e3.cif _cod_data_source_block 13 _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_crystal_density_meas' value 'not measured' was changed to '?' -- the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas Adding full bibliography for 7240517--7240533.cif. ; _cod_database_code 7240526 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_max 0.926 _shelx_estimated_absorpt_t_min 0.772 _shelx_res_file ; TITL mob563 in P2(1)/n mob563.res created by SHELXL-2018/3 at 11:32:40 on 16-Dec-2019 CELL 0.71073 13.0755 12.9618 20.0571 90 93.157 90 ZERR 4 0.0004 0.0005 0.0007 0 0.003 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H N O Zn UNIT 144 124 20 28 4 EQIV $1 1-X,1-Y,1-Z L.S. 10 PLAN 10 SIZE 0.35 0.2 0.1 MPLA N1 C11 C12 C13 C14 C15 C16 C17 C18 C19 MPLA N2 C21 C22 C23 C24 C25 C26 C27 C28 C29 MPLA N3 C31 C32 C33 C34 C35 C36 C37 C38 C39 MPLA N1 C11 C12 C13 C14 C15 C16 C17 C18 C19 HTAB N4 O21 HTAB N4 O22 HTAB N4 O31_$1 HTAB N4 O32_$1 MORE -1 BOND $H htab CONF LIST 6 fmap 2 acta MERG 2 SHEL 20 0.7696 REM REM REM WGHT 0.040400 1.229500 FVAR 2.05866 ZN1 5 0.271224 0.312419 0.531128 11.00000 0.03005 0.03723 = 0.04312 -0.00077 0.00952 0.00632 O11 4 0.156677 0.246901 0.475955 11.00000 0.03119 0.04559 = 0.04312 0.00290 0.00387 0.00718 O12 4 0.121737 0.148720 0.386485 11.00000 0.04459 0.08087 = 0.05455 -0.01318 -0.00515 0.00094 O21 4 0.371495 0.372083 0.601059 11.00000 0.03594 0.05114 = 0.06352 -0.01736 0.00453 0.00456 O22 4 0.462397 0.353829 0.697138 11.00000 0.04381 0.09984 = 0.05984 -0.03581 -0.00367 0.00334 O31 4 0.321764 0.415051 0.460260 11.00000 0.05076 0.04191 = 0.05880 0.00677 0.02787 0.01404 O32 4 0.304786 0.572980 0.418130 11.00000 0.04387 0.04062 = 0.05364 0.00417 0.01604 0.00263 N1 3 0.355378 0.193381 0.477045 11.00000 0.03201 0.02986 = 0.03688 0.00424 0.00931 0.00438 N2 3 0.265840 0.199405 0.623278 11.00000 0.03063 0.05237 = 0.03655 -0.00508 0.00855 0.01161 N3 3 0.172360 0.448571 0.543882 11.00000 0.02721 0.03659 = 0.03727 -0.00445 0.00503 0.00279 N5 3 0.697483 0.129594 0.714159 11.00000 0.11311 0.07594 = 0.06334 -0.00608 0.00410 -0.01989 C11 1 0.291622 0.147650 0.433232 11.00000 0.03924 0.03377 = 0.03384 0.00500 0.00517 0.00329 C12 1 0.321971 0.070466 0.389176 11.00000 0.05234 0.04058 = 0.03691 -0.00106 0.00056 0.00497 AFIX 43 H12 2 0.274196 0.039416 0.359529 11.00000 -1.20000 AFIX 0 C13 1 0.421870 0.041920 0.390510 11.00000 0.06321 0.03929 = 0.03687 -0.00211 0.01062 0.01364 AFIX 43 H13 2 0.443034 -0.009186 0.361785 11.00000 -1.20000 AFIX 0 C14 1 0.493302 0.089743 0.435393 11.00000 0.04413 0.03680 = 0.03874 0.00708 0.01392 0.01078 C15 1 0.599217 0.065633 0.439143 11.00000 0.05031 0.04938 = 0.05271 0.00509 0.02099 0.02020 AFIX 43 H15 2 0.623865 0.015335 0.411115 11.00000 -1.20000 AFIX 0 C16 1 0.665087 0.114781 0.482960 11.00000 0.03427 0.05939 = 0.06364 0.00982 0.01836 0.01423 AFIX 43 H16 2 0.734289 0.097797 0.484799 11.00000 -1.20000 AFIX 0 C17 1 0.629467 0.191346 0.525695 11.00000 0.03320 0.04963 = 0.05793 0.00379 0.01072 0.00298 AFIX 43 H17 2 0.675240 0.225106 0.555378 11.00000 -1.20000 AFIX 0 C18 1 0.527992 0.216152 0.523681 11.00000 0.03411 0.03853 = 0.04932 0.00054 0.01172 0.00418 AFIX 43 H18 2 0.505034 0.266644 0.552215 11.00000 -1.20000 AFIX 0 C19 1 0.457551 0.166192 0.478890 11.00000 0.03250 0.03199 = 0.03695 0.00759 0.01117 0.00680 C21 1 0.343194 0.222970 0.666052 11.00000 0.02968 0.07093 = 0.03677 -0.01032 0.00726 0.01185 C22 1 0.377315 0.159063 0.719667 11.00000 0.03746 0.11373 = 0.03580 0.00338 0.00359 0.01291 AFIX 43 H22 2 0.431663 0.179161 0.748633 11.00000 -1.20000 AFIX 0 C23 1 0.329203 0.067692 0.728091 11.00000 0.04144 0.11523 = 0.04340 0.02621 0.01056 0.02081 AFIX 43 H23 2 0.351366 0.024035 0.762737 11.00000 -1.20000 AFIX 0 C24 1 0.245809 0.038477 0.684659 11.00000 0.03894 0.07750 = 0.04076 0.01343 0.01830 0.01393 C25 1 0.192671 -0.055296 0.690384 11.00000 0.05388 0.08208 = 0.05935 0.03381 0.02490 0.01590 AFIX 43 H25 2 0.214063 -0.102109 0.723415 11.00000 -1.20000 AFIX 0 C26 1 0.111100 -0.078524 0.648728 11.00000 0.05982 0.06411 = 0.06546 0.01681 0.02513 -0.00006 AFIX 43 H26 2 0.076505 -0.140566 0.653429 11.00000 -1.20000 AFIX 0 C27 1 0.078741 -0.008638 0.598305 11.00000 0.05030 0.06628 = 0.04860 0.00564 0.01319 -0.00540 AFIX 43 H27 2 0.022169 -0.024702 0.570078 11.00000 -1.20000 AFIX 0 C28 1 0.128932 0.082389 0.590067 11.00000 0.04294 0.05742 = 0.03832 0.00612 0.01016 0.00394 AFIX 43 H28 2 0.106535 0.127570 0.556325 11.00000 -1.20000 AFIX 0 C29 1 0.214888 0.108249 0.632665 11.00000 0.03257 0.05826 = 0.03359 0.00128 0.01450 0.01018 C31 1 0.194034 0.523894 0.502632 11.00000 0.02528 0.03520 = 0.03693 -0.00563 0.00033 -0.00005 C32 1 0.142949 0.618996 0.500191 11.00000 0.03064 0.03601 = 0.04407 -0.00091 0.00133 0.00034 AFIX 43 H32 2 0.161265 0.669670 0.470264 11.00000 -1.20000 AFIX 0 C33 1 0.066182 0.636537 0.542076 11.00000 0.03028 0.03631 = 0.04806 -0.00685 -0.00104 0.00670 AFIX 43 H33 2 0.031421 0.699163 0.541002 11.00000 -1.20000 AFIX 0 C34 1 0.040146 0.558271 0.587142 11.00000 0.02335 0.03918 = 0.03742 -0.00931 -0.00131 0.00137 C35 1 -0.039476 0.569857 0.632011 11.00000 0.02614 0.04522 = 0.04589 -0.01119 0.00364 0.00670 AFIX 43 H35 2 -0.075973 0.631383 0.632857 11.00000 -1.20000 AFIX 0 C36 1 -0.062542 0.491932 0.673522 11.00000 0.03165 0.05551 = 0.05005 -0.00926 0.01374 0.00223 AFIX 43 H36 2 -0.114992 0.500129 0.702563 11.00000 -1.20000 AFIX 0 C37 1 -0.007565 0.398467 0.673000 11.00000 0.04577 0.05204 = 0.05473 0.00100 0.01785 0.00107 AFIX 43 H37 2 -0.023886 0.345608 0.701913 11.00000 -1.20000 AFIX 0 C38 1 0.069590 0.384553 0.630435 11.00000 0.03997 0.04009 = 0.05171 -0.00087 0.01357 0.00764 AFIX 43 H38 2 0.105247 0.322467 0.630546 11.00000 -1.20000 AFIX 0 C39 1 0.095045 0.464017 0.586516 11.00000 0.02604 0.03741 = 0.03642 -0.00772 0.00227 0.00280 C51 1 0.699879 0.216021 0.721829 11.00000 0.04888 0.07349 = 0.03766 0.00125 -0.00153 -0.01377 C52 1 0.703828 0.325073 0.732532 11.00000 0.05814 0.06972 = 0.05299 0.00441 0.00260 -0.00394 AFIX 137 H52A 2 0.650079 0.345071 0.760600 11.00000 -1.50000 H52B 2 0.695131 0.360066 0.690417 11.00000 -1.50000 H52C 2 0.768924 0.343280 0.753764 11.00000 -1.50000 AFIX 0 C110 1 0.180302 0.183168 0.431195 11.00000 0.03564 0.04438 = 0.04057 0.00790 0.00221 0.00021 C210 1 0.397166 0.323650 0.654770 11.00000 0.03205 0.07292 = 0.05085 -0.02384 0.00790 0.01230 C310 1 0.280068 0.503015 0.456199 11.00000 0.03096 0.03905 = 0.04142 -0.00353 0.00589 0.00105 O4 4 0.431731 0.691483 0.713219 11.00000 0.17276 0.07968 = 0.17005 -0.04855 -0.00285 0.03458 N4 3 0.530044 0.539202 0.639669 11.00000 0.04955 0.14718 = 0.07470 -0.06271 0.03512 -0.03896 AFIX 23 H4A 2 0.574682 0.520298 0.610039 11.00000 -1.20000 H4B 2 0.502321 0.482188 0.655579 11.00000 -1.20000 AFIX 0 C41 1 0.450864 0.600364 0.606618 11.00000 0.12863 0.12269 = 0.06457 0.02781 0.00301 -0.07987 AFIX 23 H41A 2 0.414268 0.559476 0.572544 11.00000 -1.20000 H41B 2 0.481003 0.659176 0.585129 11.00000 -1.20000 AFIX 0 C42 1 0.378480 0.636676 0.656511 11.00000 0.10438 0.05310 = 0.16442 0.00590 -0.02079 0.02116 AFIX 23 H42A 2 0.328471 0.682570 0.634725 11.00000 -1.20000 H42B 2 0.342013 0.577852 0.673377 11.00000 -1.20000 AFIX 0 C43 1 0.509197 0.627431 0.743129 11.00000 0.10787 0.05739 = 0.05546 -0.01254 0.01937 -0.00106 AFIX 23 H43A 2 0.477760 0.566901 0.761747 11.00000 -1.20000 H43B 2 0.544681 0.664553 0.779472 11.00000 -1.20000 AFIX 0 C44 1 0.584586 0.594275 0.694574 11.00000 0.06920 0.07603 = 0.06986 -0.02781 0.01319 -0.02557 AFIX 23 H44A 2 0.619320 0.654019 0.677463 11.00000 -1.20000 H44B 2 0.635533 0.549443 0.716397 11.00000 -1.20000 AFIX 0 HKLF 4 REM mob563 in P2(1)/n REM wR2 = 0.1033, GooF = S = 1.024, Restrained GooF = 1.024 for all data REM R1 = 0.0397 for 5844 Fo > 4sig(Fo) and 0.0608 for all 7775 data REM 443 parameters refined using 0 restraints END WGHT 0.0404 1.2295 REM Instructions for potential hydrogen bonds EQIV $2 -x+1, -y, -z+1 HTAB C12 N5_$2 HTAB C18 O21 HTAB C28 O11 HTAB C38 N2 EQIV $3 x+1/2, -y+1/2, z+1/2 HTAB C52 O12_$3 HTAB C52 O32_$1 HTAB N4 O31_$1 HTAB N4 O32_$1 HTAB N4 O21 HTAB N4 O22 HTAB C41 O21 REM Highest difference peak 0.352, deepest hole -0.528, 1-sigma level 0.050 Q1 1 0.5409 0.5201 0.6519 11.00000 0.05 0.35 Q2 1 0.4201 0.6729 0.6648 11.00000 0.05 0.34 Q3 1 0.4201 0.6448 0.6082 11.00000 0.05 0.32 Q4 1 0.4599 0.5791 0.5883 11.00000 0.05 0.30 Q5 1 0.4953 0.5814 0.6236 11.00000 0.05 0.30 Q6 1 0.3847 0.6173 0.6893 11.00000 0.05 0.30 Q7 1 0.2264 0.2657 0.4957 11.00000 0.05 0.29 Q8 1 -0.1802 0.6835 0.5946 11.00000 0.05 0.27 Q9 1 0.4127 0.6721 0.7301 11.00000 0.05 0.26 Q10 1 0.2354 0.3411 0.4899 11.00000 0.05 0.26 ; _shelx_res_checksum 5179 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.27122(2) 0.31242(2) 0.53113(2) 0.03652(9) Uani 1 1 d . . . . . O11 O 0.15668(11) 0.24690(12) 0.47595(7) 0.0399(4) Uani 1 1 d . . . . . O12 O 0.12174(13) 0.14872(16) 0.38649(9) 0.0603(5) Uani 1 1 d . . . . . O21 O 0.37150(12) 0.37208(13) 0.60106(9) 0.0501(4) Uani 1 1 d . . . . . O22 O 0.46240(13) 0.35383(18) 0.69714(9) 0.0681(6) Uani 1 1 d . . . . . O31 O 0.32176(12) 0.41505(12) 0.46026(8) 0.0496(4) Uani 1 1 d . . . . . O32 O 0.30479(12) 0.57298(12) 0.41813(8) 0.0456(4) Uani 1 1 d . . . . . N1 N 0.35538(13) 0.19338(13) 0.47705(8) 0.0326(4) Uani 1 1 d . . . . . N2 N 0.26584(13) 0.19940(15) 0.62328(8) 0.0396(4) Uani 1 1 d . . . . . N3 N 0.17236(12) 0.44857(13) 0.54388(8) 0.0336(4) Uani 1 1 d . . . . . N5 N 0.6975(2) 0.1296(2) 0.71416(13) 0.0842(8) Uani 1 1 d . . . . . C11 C 0.29162(16) 0.14765(17) 0.43323(10) 0.0355(5) Uani 1 1 d . . . . . C12 C 0.32197(19) 0.07047(18) 0.38918(11) 0.0433(5) Uani 1 1 d . . . . . H12 H 0.274196 0.039416 0.359529 0.052 Uiso 1 1 calc R . . . . C13 C 0.42187(19) 0.04192(18) 0.39051(11) 0.0462(6) Uani 1 1 d . . . . . H13 H 0.443034 -0.009186 0.361785 0.055 Uiso 1 1 calc R . . . . C14 C 0.49330(17) 0.08974(17) 0.43539(11) 0.0395(5) Uani 1 1 d . . . . . C15 C 0.59922(19) 0.0656(2) 0.43914(12) 0.0501(6) Uani 1 1 d . . . . . H15 H 0.623865 0.015335 0.411115 0.060 Uiso 1 1 calc R . . . . C16 C 0.66509(18) 0.1148(2) 0.48296(13) 0.0519(6) Uani 1 1 d . . . . . H16 H 0.734289 0.097797 0.484799 0.062 Uiso 1 1 calc R . . . . C17 C 0.62947(18) 0.19135(19) 0.52569(12) 0.0466(6) Uani 1 1 d . . . . . H17 H 0.675240 0.225106 0.555378 0.056 Uiso 1 1 calc R . . . . C18 C 0.52799(16) 0.21615(18) 0.52368(11) 0.0403(5) Uani 1 1 d . . . . . H18 H 0.505034 0.266644 0.552215 0.048 Uiso 1 1 calc R . . . . C19 C 0.45755(16) 0.16619(16) 0.47889(10) 0.0335(5) Uani 1 1 d . . . . . C21 C 0.34319(16) 0.2230(2) 0.66605(11) 0.0456(6) Uani 1 1 d . . . . . C22 C 0.3773(2) 0.1591(3) 0.71967(12) 0.0623(8) Uani 1 1 d . . . . . H22 H 0.431663 0.179161 0.748633 0.075 Uiso 1 1 calc R . . . . C23 C 0.3292(2) 0.0677(3) 0.72809(12) 0.0664(9) Uani 1 1 d . . . . . H23 H 0.351366 0.024035 0.762737 0.080 Uiso 1 1 calc R . . . . C24 C 0.24581(18) 0.0385(2) 0.68466(11) 0.0518(7) Uani 1 1 d . . . . . C25 C 0.1927(2) -0.0553(2) 0.69038(14) 0.0643(8) Uani 1 1 d . . . . . H25 H 0.214063 -0.102109 0.723415 0.077 Uiso 1 1 calc R . . . . C26 C 0.1111(2) -0.0785(2) 0.64873(14) 0.0623(7) Uani 1 1 d . . . . . H26 H 0.076505 -0.140566 0.653429 0.075 Uiso 1 1 calc R . . . . C27 C 0.0787(2) -0.0086(2) 0.59830(12) 0.0547(7) Uani 1 1 d . . . . . H27 H 0.022169 -0.024702 0.570078 0.066 Uiso 1 1 calc R . . . . C28 C 0.12893(17) 0.0824(2) 0.59007(11) 0.0459(6) Uani 1 1 d . . . . . H28 H 0.106535 0.127570 0.556325 0.055 Uiso 1 1 calc R . . . . C29 C 0.21489(16) 0.1082(2) 0.63266(10) 0.0410(5) Uani 1 1 d . . . . . C31 C 0.19403(15) 0.52389(16) 0.50263(10) 0.0325(4) Uani 1 1 d . . . . . C32 C 0.14295(15) 0.61900(17) 0.50019(11) 0.0369(5) Uani 1 1 d . . . . . H32 H 0.161265 0.669670 0.470264 0.044 Uiso 1 1 calc R . . . . C33 C 0.06618(16) 0.63654(17) 0.54208(11) 0.0383(5) Uani 1 1 d . . . . . H33 H 0.031421 0.699163 0.541002 0.046 Uiso 1 1 calc R . . . . C34 C 0.04015(14) 0.55827(17) 0.58714(10) 0.0334(5) Uani 1 1 d . . . . . C35 C -0.03948(15) 0.56986(18) 0.63201(11) 0.0390(5) Uani 1 1 d . . . . . H35 H -0.075973 0.631383 0.632857 0.047 Uiso 1 1 calc R . . . . C36 C -0.06254(17) 0.4919(2) 0.67352(11) 0.0453(6) Uani 1 1 d . . . . . H36 H -0.114992 0.500129 0.702563 0.054 Uiso 1 1 calc R . . . . C37 C -0.00756(18) 0.3985(2) 0.67300(12) 0.0503(6) Uani 1 1 d . . . . . H37 H -0.023886 0.345608 0.701913 0.060 Uiso 1 1 calc R . . . . C38 C 0.06959(17) 0.38455(19) 0.63044(11) 0.0435(5) Uani 1 1 d . . . . . H38 H 0.105247 0.322467 0.630546 0.052 Uiso 1 1 calc R . . . . C39 C 0.09504(15) 0.46402(16) 0.58652(10) 0.0333(4) Uani 1 1 d . . . . . C51 C 0.6999(2) 0.2160(2) 0.72183(12) 0.0535(7) Uani 1 1 d . . . . . C52 C 0.7038(2) 0.3251(2) 0.73253(14) 0.0603(7) Uani 1 1 d . . . . . H52A H 0.650079 0.345071 0.760600 0.090 Uiso 1 1 calc GR . . . . H52B H 0.695131 0.360066 0.690417 0.090 Uiso 1 1 calc GR . . . . H52C H 0.768924 0.343280 0.753764 0.090 Uiso 1 1 calc GR . . . . C110 C 0.18030(17) 0.18317(18) 0.43119(11) 0.0402(5) Uani 1 1 d . . . . . C210 C 0.39717(18) 0.3237(2) 0.65477(13) 0.0517(7) Uani 1 1 d . . . . . C310 C 0.28007(16) 0.50301(17) 0.45620(11) 0.0370(5) Uani 1 1 d . . . . . O4 O 0.4317(3) 0.6915(2) 0.71322(19) 0.1413(13) Uani 1 1 d . . . . . N4 N 0.53004(18) 0.5392(3) 0.63967(13) 0.0893(10) Uani 1 1 d . . . . . H4A H 0.574682 0.520298 0.610039 0.107 Uiso 1 1 calc R . . . . H4B H 0.502321 0.482188 0.655579 0.107 Uiso 1 1 calc R . . . . C41 C 0.4509(4) 0.6004(4) 0.60662(17) 0.1054(16) Uani 1 1 d . . . . . H41A H 0.414268 0.559476 0.572544 0.126 Uiso 1 1 calc R . . . . H41B H 0.481003 0.659176 0.585129 0.126 Uiso 1 1 calc R . . . . C42 C 0.3785(3) 0.6367(3) 0.6565(3) 0.1083(14) Uani 1 1 d . . . . . H42A H 0.328471 0.682570 0.634725 0.130 Uiso 1 1 calc R . . . . H42B H 0.342013 0.577852 0.673377 0.130 Uiso 1 1 calc R . . . . C43 C 0.5092(3) 0.6274(2) 0.74313(14) 0.0730(9) Uani 1 1 d . . . . . H43A H 0.477760 0.566901 0.761747 0.088 Uiso 1 1 calc R . . . . H43B H 0.544681 0.664553 0.779472 0.088 Uiso 1 1 calc R . . . . C44 C 0.5846(2) 0.5943(3) 0.69457(15) 0.0714(9) Uani 1 1 d . . . . . H44A H 0.619320 0.654019 0.677463 0.086 Uiso 1 1 calc R . . . . H44B H 0.635533 0.549443 0.716397 0.086 Uiso 1 1 calc R . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.03005(13) 0.03723(15) 0.04312(15) -0.00077(11) 0.00952(10) 0.00632(11) O11 0.0312(7) 0.0456(9) 0.0431(8) 0.0029(7) 0.0039(6) 0.0072(7) O12 0.0446(10) 0.0809(13) 0.0546(10) -0.0132(10) -0.0052(8) 0.0009(10) O21 0.0359(8) 0.0511(10) 0.0635(11) -0.0174(9) 0.0045(8) 0.0046(8) O22 0.0438(10) 0.0998(16) 0.0598(11) -0.0358(11) -0.0037(9) 0.0033(10) O31 0.0508(9) 0.0419(9) 0.0588(10) 0.0068(8) 0.0279(8) 0.0140(8) O32 0.0439(9) 0.0406(9) 0.0536(9) 0.0042(7) 0.0160(7) 0.0026(8) N1 0.0320(9) 0.0299(9) 0.0369(9) 0.0042(7) 0.0093(7) 0.0044(8) N2 0.0306(9) 0.0524(12) 0.0366(9) -0.0051(8) 0.0086(8) 0.0116(9) N3 0.0272(8) 0.0366(9) 0.0373(9) -0.0045(8) 0.0050(7) 0.0028(8) N5 0.113(2) 0.0759(19) 0.0633(16) -0.0061(14) 0.0041(15) -0.0199(18) C11 0.0392(11) 0.0338(11) 0.0338(10) 0.0050(9) 0.0052(9) 0.0033(10) C12 0.0523(14) 0.0406(12) 0.0369(11) -0.0011(10) 0.0006(10) 0.0050(11) C13 0.0632(15) 0.0393(13) 0.0369(11) -0.0021(10) 0.0106(11) 0.0136(12) C14 0.0441(12) 0.0368(11) 0.0387(11) 0.0071(9) 0.0139(10) 0.0108(10) C15 0.0503(14) 0.0494(14) 0.0527(14) 0.0051(12) 0.0210(12) 0.0202(13) C16 0.0343(12) 0.0594(16) 0.0636(15) 0.0098(13) 0.0184(11) 0.0142(12) C17 0.0332(11) 0.0496(14) 0.0579(14) 0.0038(12) 0.0107(10) 0.0030(11) C18 0.0341(11) 0.0385(12) 0.0493(13) 0.0005(10) 0.0117(10) 0.0042(10) C19 0.0325(10) 0.0320(11) 0.0369(10) 0.0076(9) 0.0112(9) 0.0068(9) C21 0.0297(11) 0.0709(17) 0.0368(11) -0.0103(11) 0.0073(9) 0.0118(12) C22 0.0375(13) 0.114(3) 0.0358(12) 0.0034(15) 0.0036(10) 0.0129(16) C23 0.0414(14) 0.115(3) 0.0434(14) 0.0262(16) 0.0106(11) 0.0208(17) C24 0.0389(12) 0.0775(19) 0.0408(12) 0.0134(12) 0.0183(10) 0.0139(13) C25 0.0539(16) 0.082(2) 0.0594(16) 0.0338(15) 0.0249(13) 0.0159(16) C26 0.0598(17) 0.0641(18) 0.0655(17) 0.0168(14) 0.0251(14) -0.0001(15) C27 0.0503(14) 0.0663(18) 0.0486(14) 0.0056(13) 0.0132(12) -0.0054(14) C28 0.0429(12) 0.0574(15) 0.0383(12) 0.0061(11) 0.0102(10) 0.0039(12) C29 0.0326(11) 0.0583(15) 0.0336(11) 0.0013(10) 0.0145(9) 0.0102(11) C31 0.0253(9) 0.0352(11) 0.0369(10) -0.0056(9) 0.0003(8) 0.0000(9) C32 0.0306(10) 0.0360(11) 0.0441(12) -0.0009(9) 0.0013(9) 0.0003(10) C33 0.0303(10) 0.0363(12) 0.0481(12) -0.0068(10) -0.0010(9) 0.0067(10) C34 0.0233(9) 0.0392(11) 0.0374(11) -0.0093(9) -0.0013(8) 0.0014(9) C35 0.0261(10) 0.0452(13) 0.0459(12) -0.0112(10) 0.0036(9) 0.0067(10) C36 0.0316(11) 0.0555(15) 0.0501(13) -0.0093(12) 0.0137(10) 0.0022(11) C37 0.0458(13) 0.0520(15) 0.0547(14) 0.0010(12) 0.0178(11) 0.0011(12) C38 0.0400(12) 0.0401(12) 0.0517(13) -0.0009(10) 0.0136(10) 0.0076(11) C39 0.0260(9) 0.0374(11) 0.0364(10) -0.0077(9) 0.0023(8) 0.0028(9) C51 0.0489(14) 0.0735(19) 0.0377(13) 0.0012(13) -0.0015(11) -0.0138(15) C52 0.0581(16) 0.0697(19) 0.0530(15) 0.0044(14) 0.0026(13) -0.0039(15) C110 0.0356(11) 0.0444(13) 0.0406(12) 0.0079(10) 0.0022(10) 0.0002(11) C210 0.0320(12) 0.0729(18) 0.0508(14) -0.0238(14) 0.0079(11) 0.0123(13) C310 0.0310(10) 0.0391(12) 0.0414(11) -0.0035(10) 0.0059(9) 0.0010(10) O4 0.173(3) 0.0797(19) 0.170(3) -0.049(2) -0.003(3) 0.035(2) N4 0.0495(13) 0.147(3) 0.0747(16) -0.0627(18) 0.0351(13) -0.0390(17) C41 0.129(3) 0.123(3) 0.065(2) 0.028(2) 0.003(2) -0.080(3) C42 0.104(3) 0.053(2) 0.164(4) 0.006(2) -0.021(3) 0.021(2) C43 0.108(3) 0.0574(18) 0.0555(16) -0.0125(14) 0.0194(17) -0.0011(19) C44 0.0692(19) 0.076(2) 0.0699(18) -0.0278(16) 0.0132(15) -0.0256(17) 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' 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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O11 Zn1 O21 169.56(7) . . ? O11 Zn1 O31 98.61(7) . . ? O11 Zn1 N1 79.07(6) . . ? O11 Zn1 N2 96.65(6) . . ? O11 Zn1 N3 88.75(6) . . ? O21 Zn1 O31 90.64(7) . . ? O21 Zn1 N1 106.62(6) . . ? O21 Zn1 N2 74.95(7) . . ? O21 Zn1 N3 88.59(6) . . ? O31 Zn1 N1 85.74(6) . . ? O31 Zn1 N2 162.76(7) . . ? O31 Zn1 N3 77.20(6) . . ? N1 Zn1 N2 89.32(6) . . ? N3 Zn1 N1 157.34(6) . . ? N3 Zn1 N2 111.20(6) . . ? C110 O11 Zn1 117.57(14) . . ? C210 O21 Zn1 121.90(17) . . ? C310 O31 Zn1 117.93(14) . . ? C11 N1 Zn1 109.08(13) . . ? C11 N1 C19 118.60(18) . . ? C19 N1 Zn1 132.18(14) . . ? C21 N2 Zn1 108.00(16) . . ? C21 N2 C29 117.9(2) . . ? C29 N2 Zn1 132.51(14) . . ? C31 N3 Zn1 111.76(13) . . ? C31 N3 C39 118.21(18) . . ? C39 N3 Zn1 130.03(14) . . ? N1 C11 C12 123.3(2) . . ? N1 C11 C110 116.72(19) . . ? C12 C11 C110 120.0(2) . . ? C11 C12 H12 120.4 . . ? C13 C12 C11 119.1(2) . . ? C13 C12 H12 120.4 . . ? C12 C13 H13 120.1 . . ? C12 C13 C14 119.8(2) . . ? C14 C13 H13 120.1 . . ? C13 C14 C15 123.3(2) . . ? C13 C14 C19 118.2(2) . . ? C19 C14 C15 118.4(2) . . ? C14 C15 H15 119.5 . . ? C16 C15 C14 121.0(2) . . ? C16 C15 H15 119.5 . . ? C15 C16 H16 119.8 . . ? C15 C16 C17 120.4(2) . . ? C17 C16 H16 119.8 . . ? C16 C17 H17 119.9 . . ? C18 C17 C16 120.2(2) . . ? C18 C17 H17 119.9 . . ? C17 C18 H18 119.6 . . ? C17 C18 C19 120.8(2) . . ? C19 C18 H18 119.6 . . ? N1 C19 C14 120.9(2) . . ? N1 C19 C18 119.85(18) . . ? C18 C19 C14 119.22(19) . . ? N2 C21 C22 123.8(3) . . ? N2 C21 C210 116.7(2) . . ? C22 C21 C210 119.5(2) . . ? C21 C22 H22 120.7 . . ? C23 C22 C21 118.6(2) . . ? C23 C22 H22 120.7 . . ? C22 C23 H23 119.8 . . ? C22 C23 C24 120.4(2) . . ? C24 C23 H23 119.8 . . ? C23 C24 C29 117.5(3) . . ? C25 C24 C23 123.4(2) . . ? C25 C24 C29 119.2(2) . . ? C24 C25 H25 119.4 . . ? C26 C25 C24 121.2(2) . . ? C26 C25 H25 119.4 . . ? C25 C26 H26 120.1 . . ? C25 C26 C27 119.8(3) . . ? C27 C26 H26 120.1 . . ? C26 C27 H27 119.4 . . ? C28 C27 C26 121.1(3) . . ? C28 C27 H27 119.4 . . ? C27 C28 H28 119.9 . . ? C27 C28 C29 120.2(2) . . ? C29 C28 H28 119.9 . . ? N2 C29 C24 121.8(2) . . ? N2 C29 C28 119.7(2) . . ? C28 C29 C24 118.5(2) . . ? N3 C31 C32 123.63(19) . . ? N3 C31 C310 116.28(18) . . ? C32 C31 C310 120.09(19) . . ? C31 C32 H32 120.3 . . ? C33 C32 C31 119.4(2) . . ? C33 C32 H32 120.3 . . ? C32 C33 H33 120.5 . . ? C32 C33 C34 119.1(2) . . ? C34 C33 H33 120.5 . . ? C33 C34 C35 122.7(2) . . ? C33 C34 C39 118.25(18) . . ? C39 C34 C35 119.1(2) . . ? C34 C35 H35 119.8 . . ? C36 C35 C34 120.4(2) . . ? C36 C35 H35 119.8 . . ? C35 C36 H36 119.8 . . ? C35 C36 C37 120.4(2) . . ? C37 C36 H36 119.8 . . ? C36 C37 H37 119.6 . . ? C38 C37 C36 120.8(2) . . ? C38 C37 H37 119.6 . . ? C37 C38 H38 119.9 . . ? C37 C38 C39 120.1(2) . . ? C39 C38 H38 119.9 . . ? N3 C39 C34 121.42(19) . . ? N3 C39 C38 119.37(19) . . ? C38 C39 C34 119.21(19) . . ? N5 C51 C52 179.1(3) . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52B 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? O11 C110 C11 116.50(19) . . ? O12 C110 O11 125.8(2) . . ? O12 C110 C11 117.7(2) . . ? O21 C210 C21 116.7(2) . . ? O22 C210 O21 124.4(3) . . ? O22 C210 C21 118.9(3) . . ? O31 C310 C31 116.81(19) . . ? O32 C310 O31 125.0(2) . . ? O32 C310 C31 118.22(19) . . ? C43 O4 C42 109.8(3) . . ? H4A N4 H4B 107.8 . . ? C41 N4 H4A 109.0 . . ? C41 N4 H4B 109.0 . . ? C41 N4 C44 112.8(3) . . ? C44 N4 H4A 109.0 . . ? C44 N4 H4B 109.0 . . ? N4 C41 H41A 109.8 . . ? N4 C41 H41B 109.8 . . ? N4 C41 C42 109.4(3) . . ? H41A C41 H41B 108.2 . . ? C42 C41 H41A 109.8 . . ? C42 C41 H41B 109.8 . . ? O4 C42 C41 112.2(3) . . ? O4 C42 H42A 109.2 . . ? O4 C42 H42B 109.2 . . ? C41 C42 H42A 109.2 . . ? C41 C42 H42B 109.2 . . ? H42A C42 H42B 107.9 . . ? O4 C43 H43A 109.2 . . ? O4 C43 H43B 109.2 . . ? O4 C43 C44 112.1(3) . . ? H43A C43 H43B 107.9 . . ? C44 C43 H43A 109.2 . . ? C44 C43 H43B 109.2 . . ? N4 C44 C43 108.7(2) . . ? N4 C44 H44A 110.0 . . ? N4 C44 H44B 110.0 . . ? C43 C44 H44A 110.0 . . ? C43 C44 H44B 110.0 . . ? H44A C44 H44B 108.3 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O11 2.0016(15) . ? Zn1 O21 2.0204(16) . ? Zn1 O31 2.0809(16) . ? Zn1 N1 2.2135(17) . ? Zn1 N2 2.3625(19) . ? Zn1 N3 2.2108(17) . ? O11 C110 1.271(3) . ? O12 C110 1.231(3) . ? O21 C210 1.276(3) . ? O22 C210 1.234(3) . ? O31 C310 1.265(3) . ? O32 C310 1.240(3) . ? N1 C11 1.318(3) . ? N1 C19 1.380(3) . ? N2 C21 1.325(3) . ? N2 C29 1.374(3) . ? N3 C31 1.321(3) . ? N3 C39 1.374(2) . ? N5 C51 1.131(4) . ? C11 C12 1.406(3) . ? C11 C110 1.525(3) . ? C12 H12 0.9300 . ? C12 C13 1.356(3) . ? C13 H13 0.9300 . ? C13 C14 1.405(3) . ? C14 C15 1.418(3) . ? C14 C19 1.417(3) . ? C15 H15 0.9300 . ? C15 C16 1.355(4) . ? C16 H16 0.9300 . ? C16 C17 1.407(3) . ? C17 H17 0.9300 . ? C17 C18 1.364(3) . ? C18 H18 0.9300 . ? C18 C19 1.408(3) . ? C21 C22 1.410(4) . ? C21 C210 1.507(4) . ? C22 H22 0.9300 . ? C22 C23 1.356(4) . ? C23 H23 0.9300 . ? C23 C24 1.409(4) . ? C24 C25 1.408(4) . ? C24 C29 1.422(3) . ? C25 H25 0.9300 . ? C25 C26 1.352(4) . ? C26 H26 0.9300 . ? C26 C27 1.405(4) . ? C27 H27 0.9300 . ? C27 C28 1.365(4) . ? C28 H28 0.9300 . ? C28 C29 1.414(3) . ? C31 C32 1.402(3) . ? C31 C310 1.524(3) . ? C32 H32 0.9300 . ? C32 C33 1.363(3) . ? C33 H33 0.9300 . ? C33 C34 1.413(3) . ? C34 C35 1.421(3) . ? C34 C39 1.417(3) . ? C35 H35 0.9300 . ? C35 C36 1.354(3) . ? C36 H36 0.9300 . ? C36 C37 1.409(3) . ? C37 H37 0.9300 . ? C37 C38 1.369(3) . ? C38 H38 0.9300 . ? C38 C39 1.407(3) . ? C51 C52 1.430(4) . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? O4 C42 1.482(5) . ? O4 C43 1.417(4) . ? N4 H4A 0.8900 . ? N4 H4B 0.8900 . ? N4 C41 1.437(5) . ? N4 C44 1.464(3) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C41 C42 1.491(6) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C43 C44 1.487(4) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag N4 H4A O31 0.89 2.18 2.924(3) 141.4 3_666 yes N4 H4A O32 0.89 2.09 2.898(3) 150.7 3_666 yes N4 H4B O21 0.89 2.44 3.068(3) 127.9 . yes N4 H4B O22 0.89 1.95 2.828(4) 171.2 . 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Zn1 O11 C110 O12 -167.82(19) . . . . ? Zn1 O11 C110 C11 11.5(2) . . . . ? Zn1 O21 C210 O22 175.55(17) . . . . ? Zn1 O21 C210 C21 -4.4(3) . . . . ? Zn1 O31 C310 O32 177.30(17) . . . . ? Zn1 O31 C310 C31 -1.8(2) . . . . ? Zn1 N1 C11 C12 177.82(17) . . . . ? Zn1 N1 C11 C110 -1.5(2) . . . . ? Zn1 N1 C19 C14 -176.07(14) . . . . ? Zn1 N1 C19 C18 2.8(3) . . . . ? Zn1 N2 C21 C22 -166.08(19) . . . . ? Zn1 N2 C21 C210 13.0(2) . . . . ? Zn1 N2 C29 C24 161.03(16) . . . . ? Zn1 N2 C29 C28 -19.3(3) . . . . ? Zn1 N3 C31 C32 -179.99(15) . . . . ? Zn1 N3 C31 C310 -0.2(2) . . . . ? Zn1 N3 C39 C34 179.85(13) . . . . ? Zn1 N3 C39 C38 -0.3(3) . . . . ? N1 C11 C12 C13 -1.1(3) . . . . ? N1 C11 C110 O11 -6.3(3) . . . . ? N1 C11 C110 O12 173.2(2) . . . . ? N2 C21 C22 C23 0.5(4) . . . . ? N2 C21 C210 O21 -7.5(3) . . . . ? N2 C21 C210 O22 172.5(2) . . . . ? N3 C31 C32 C33 -0.2(3) . . . . ? N3 C31 C310 O31 1.3(3) . . . . ? N3 C31 C310 O32 -177.86(18) . . . . ? C11 N1 C19 C14 -0.9(3) . . . . ? C11 N1 C19 C18 177.94(19) . . . . ? C11 C12 C13 C14 -0.2(3) . . . . ? C12 C11 C110 O11 174.4(2) . . . . ? C12 C11 C110 O12 -6.2(3) . . . . ? C12 C13 C14 C15 -178.9(2) . . . . ? C12 C13 C14 C19 0.9(3) . . . . ? C13 C14 C15 C16 179.4(2) . . . . ? C13 C14 C19 N1 -0.3(3) . . . . ? C13 C14 C19 C18 -179.2(2) . . . . ? C14 C15 C16 C17 -0.2(4) . . . . ? C15 C14 C19 N1 179.46(19) . . . . ? C15 C14 C19 C18 0.6(3) . . . . ? C15 C16 C17 C18 0.5(4) . . . . ? C16 C17 C18 C19 -0.3(4) . . . . ? C17 C18 C19 N1 -179.2(2) . . . . ? C17 C18 C19 C14 -0.3(3) . . . . ? C19 N1 C11 C12 1.6(3) . . . . ? C19 N1 C11 C110 -177.69(18) . . . . ? C19 C14 C15 C16 -0.4(3) . . . . ? C21 N2 C29 C24 -2.6(3) . . . . ? C21 N2 C29 C28 177.07(19) . . . . ? C21 C22 C23 C24 -1.0(4) . . . . ? C22 C21 C210 O21 171.6(2) . . . . ? C22 C21 C210 O22 -8.4(3) . . . . ? C22 C23 C24 C25 179.8(3) . . . . ? C22 C23 C24 C29 -0.2(4) . . . . ? C23 C24 C25 C26 178.0(3) . . . . ? C23 C24 C29 N2 2.1(3) . . . . ? C23 C24 C29 C28 -177.6(2) . . . . ? C24 C25 C26 C27 0.5(4) . . . . ? C25 C24 C29 N2 -177.9(2) . . . . ? C25 C24 C29 C28 2.4(3) . . . . ? C25 C26 C27 C28 0.6(4) . . . . ? C26 C27 C28 C29 -0.2(4) . . . . ? C27 C28 C29 N2 179.0(2) . . . . ? C27 C28 C29 C24 -1.3(3) . . . . ? C29 N2 C21 C22 1.3(3) . . . . ? C29 N2 C21 C210 -179.63(18) . . . . ? C29 C24 C25 C26 -2.1(4) . . . . ? C31 N3 C39 C34 -0.6(3) . . . . ? C31 N3 C39 C38 179.26(18) . . . . ? C31 C32 C33 C34 0.2(3) . . . . ? C32 C31 C310 O31 -178.88(19) . . . . ? C32 C31 C310 O32 1.9(3) . . . . ? C32 C33 C34 C35 -179.38(19) . . . . ? C32 C33 C34 C39 -0.4(3) . . . . ? C33 C34 C35 C36 179.0(2) . . . . ? C33 C34 C39 N3 0.6(3) . . . . ? C33 C34 C39 C38 -179.26(19) . . . . ? C34 C35 C36 C37 0.3(3) . . . . ? C35 C34 C39 N3 179.65(18) . . . . ? C35 C34 C39 C38 -0.2(3) . . . . ? C35 C36 C37 C38 -0.3(4) . . . . ? C36 C37 C38 C39 0.1(4) . . . . ? C37 C38 C39 N3 -179.7(2) . . . . ? C37 C38 C39 C34 0.2(3) . . . . ? C39 N3 C31 C32 0.4(3) . . . . ? C39 N3 C31 C310 -179.81(16) . . . . ? C39 C34 C35 C36 0.0(3) . . . . ? C110 C11 C12 C13 178.2(2) . . . . ? C210 C21 C22 C23 -178.5(2) . . . . ? C310 C31 C32 C33 -179.96(18) . . . . ? O4 C43 C44 N4 -58.4(4) . . . . ? N4 C41 C42 O4 54.2(4) . . . . ? C41 N4 C44 C43 57.6(4) . . . . ? C42 O4 C43 C44 57.5(4) . . . . ? C43 O4 C42 C41 -55.4(5) . . . . ? C44 N4 C41 C42 -56.0(4) . . . . ?