#------------------------------------------------------------------------------ #$Date: 2020-05-14 06:08:43 +0300 (Thu, 14 May 2020) $ #$Revision: 252047 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/05/7240524.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_7240524 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_paper_doi 10.1039/D0RA03192E _journal_volume 10 _journal_year 2020 _chemical_formula_moiety 'C30 H18 N3 O6 Zn, C5 H12 N, C2 H3 N' _chemical_formula_sum 'C37 H33 N5 O6 Zn' _chemical_formula_weight 709.05 _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 mixed _audit_creation_date 2019-12-05 _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 93.1260(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.1291(2) _cell_length_b 13.1804(2) _cell_length_c 19.8037(3) _cell_measurement_reflns_used 6687 _cell_measurement_temperature 150.00(10) _cell_measurement_theta_max 75.1390 _cell_measurement_theta_min 3.8970 _cell_volume 3421.87(9) _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 1.000 _diffrn_measured_fraction_theta_max 0.985 _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 -65.00 31.00 1.00 2.75 -- -41.76 37.00 -60.00 96 2 \w -104.00 -17.00 1.00 2.75 -- -41.76 -37.00 120.00 87 3 \w 12.00 39.00 1.00 2.75 -- 41.76 -99.00-180.00 27 4 \w 58.00 94.00 1.00 2.75 -- 41.76-125.00 -90.00 36 5 \w 83.00 108.00 1.00 11.00 -- 109.50 -94.00 -30.00 25 6 \w 85.00 111.00 1.00 11.00 -- 109.50 61.00-120.00 26 7 \w 29.00 78.00 1.00 11.00 -- 109.50 -15.00-180.00 49 8 \w 45.00 124.00 1.00 11.00 -- 109.50 -30.00 60.00 79 9 \w 136.00 169.00 1.00 11.00 -- 109.50 61.00-120.00 33 10 \w 37.00 107.00 1.00 11.00 -- 109.50 -45.00-120.00 70 11 \w 49.00 141.00 1.00 11.00 -- 109.50 -77.00-120.00 92 12 \w 100.00 173.00 1.00 11.00 -- 109.50 45.00 0.00 73 13 \w 82.00 146.00 1.00 11.00 -- 109.50 -15.00-180.00 64 14 \w 35.00 74.00 1.00 11.00 -- 109.50 -94.00 30.00 39 ; _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 -0.1140934000 _diffrn_orient_matrix_UB_12 -0.0252391000 _diffrn_orient_matrix_UB_13 0.0039544000 _diffrn_orient_matrix_UB_21 -0.0167523000 _diffrn_orient_matrix_UB_22 0.0195865000 _diffrn_orient_matrix_UB_23 -0.0764606000 _diffrn_orient_matrix_UB_31 0.0226158000 _diffrn_orient_matrix_UB_32 -0.1124794000 _diffrn_orient_matrix_UB_33 -0.0142711000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_unetI/netI 0.0324 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.985 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 16434 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.985 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 75.257 _diffrn_reflns_theta_min 3.943 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 1.441 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.64795 _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 1.376 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1472 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.357 _refine_diff_density_min -0.425 _refine_diff_density_rms 0.047 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 451 _refine_ls_number_reflns 6980 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.024 _refine_ls_R_factor_all 0.0441 _refine_ls_R_factor_gt 0.0351 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0503P)^2^+0.8152P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0915 _refine_ls_wR_factor_ref 0.0981 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5830 _reflns_number_total 6980 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ra03192e3.cif _cod_data_source_block 3 _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 ; _cod_database_code 7240524 _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 0.869 _shelx_estimated_absorpt_t_min 0.761 _shelx_res_file ; TITL cua52_a.res in P2(1)/n cua52.res created by SHELXL-2018/3 at 10:45:52 on 05-Dec-2019 CELL 1.54184 13.1291 13.1804 19.8037 90 93.126 90 ZERR 4 0.0002 0.0002 0.0003 0 0.001 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H N O Zn UNIT 148 132 20 24 4 EQIV $1 1-X,1-Y,1-Z L.S. 10 PLAN 10 SIZE 0.2 0.1 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 O22 HTAB N4 O31_$1 HTAB N4 O32_$1 bond $h htab CONF LIST 6 fmap 2 acta MERG 2 REM REM REM WGHT 0.050300 0.815200 FVAR 4.09453 ZN1 5 0.266652 0.309656 0.531295 11.00000 0.02932 0.03368 = 0.03398 -0.00066 0.00329 0.00157 O11 4 0.152427 0.244837 0.475982 11.00000 0.03197 0.04090 = 0.03940 0.00145 0.00103 0.00043 O12 4 0.117961 0.150835 0.384497 11.00000 0.04469 0.07658 = 0.05140 -0.01578 -0.00494 -0.00636 O21 4 0.365552 0.365731 0.603368 11.00000 0.03829 0.03583 = 0.04348 -0.00280 -0.00112 -0.00150 O22 4 0.456888 0.346210 0.699690 11.00000 0.04414 0.05737 = 0.03785 -0.00654 -0.00165 -0.00874 O31 4 0.317521 0.410985 0.460317 11.00000 0.03952 0.03634 = 0.04353 0.00478 0.01324 0.00618 O32 4 0.308556 0.569150 0.422068 11.00000 0.04134 0.03903 = 0.04510 0.00549 0.01105 -0.00019 N1 3 0.350973 0.192787 0.476600 11.00000 0.03427 0.02925 = 0.03130 0.00349 0.00539 0.00236 N2 3 0.261779 0.194399 0.624637 11.00000 0.03117 0.03766 = 0.03105 0.00021 0.00618 0.00251 N3 3 0.168763 0.445146 0.544705 11.00000 0.02831 0.03457 = 0.02975 -0.00149 -0.00018 0.00192 N4 3 0.530154 0.524655 0.642031 11.00000 0.03858 0.04798 = 0.03981 -0.00780 0.00837 -0.00682 N5 3 0.700207 0.128661 0.714400 11.00000 0.09915 0.06150 = 0.06175 -0.00424 -0.00486 -0.00517 C11 1 0.286878 0.147223 0.432709 11.00000 0.04020 0.03096 = 0.03111 0.00355 0.00163 -0.00227 C12 1 0.316481 0.070337 0.388472 11.00000 0.05649 0.03588 = 0.03459 -0.00155 -0.00014 0.00080 AFIX 43 H12 2 0.268525 0.039459 0.358896 11.00000 -1.20000 AFIX 0 C13 1 0.416144 0.041800 0.389551 11.00000 0.06310 0.03947 = 0.03739 -0.00180 0.00740 0.01107 AFIX 43 H13 2 0.436817 -0.009181 0.360858 11.00000 -1.20000 AFIX 0 C14 1 0.487703 0.089778 0.434264 11.00000 0.04854 0.03638 = 0.03631 0.00536 0.01113 0.00794 C15 1 0.593066 0.065891 0.437585 11.00000 0.05340 0.05233 = 0.04775 0.00610 0.01866 0.02094 AFIX 43 H15 2 0.617107 0.015508 0.409686 11.00000 -1.20000 AFIX 0 C16 1 0.659542 0.115657 0.481032 11.00000 0.03802 0.06281 = 0.06082 0.01358 0.01549 0.01592 AFIX 43 H16 2 0.728530 0.099303 0.482396 11.00000 -1.20000 AFIX 0 C17 1 0.624417 0.192077 0.524123 11.00000 0.03320 0.05303 = 0.05250 0.00766 0.00599 0.00189 AFIX 43 H17 2 0.670477 0.225893 0.553521 11.00000 -1.20000 AFIX 0 C18 1 0.523317 0.216529 0.522842 11.00000 0.03859 0.03856 = 0.04048 0.00299 0.00786 0.00153 AFIX 43 H18 2 0.500905 0.266600 0.551607 11.00000 -1.20000 AFIX 0 C19 1 0.452376 0.166327 0.478121 11.00000 0.03566 0.03300 = 0.03364 0.00650 0.00726 0.00339 C21 1 0.339007 0.217317 0.667959 11.00000 0.03048 0.04386 = 0.03125 -0.00144 0.00461 0.00334 C22 1 0.373994 0.154205 0.721778 11.00000 0.03817 0.06031 = 0.03669 0.00565 -0.00012 0.00085 AFIX 43 H22 2 0.427648 0.174477 0.751318 11.00000 -1.20000 AFIX 0 C23 1 0.327360 0.062492 0.729646 11.00000 0.04250 0.05772 = 0.03951 0.01553 0.00616 0.00413 AFIX 43 H23 2 0.350081 0.018933 0.764211 11.00000 -1.20000 AFIX 0 C24 1 0.244971 0.034318 0.685300 11.00000 0.03770 0.04816 = 0.03790 0.00654 0.01241 0.00338 C25 1 0.193038 -0.059226 0.690461 11.00000 0.05014 0.04889 = 0.05162 0.01442 0.01584 0.00191 AFIX 43 H25 2 0.215025 -0.105756 0.723419 11.00000 -1.20000 AFIX 0 C26 1 0.111232 -0.082104 0.647806 11.00000 0.05469 0.04736 = 0.05529 0.00501 0.01392 -0.00882 AFIX 43 H26 2 0.077247 -0.143481 0.652098 11.00000 -1.20000 AFIX 0 C27 1 0.078297 -0.012426 0.597157 11.00000 0.04787 0.05407 = 0.04579 0.00081 0.00698 -0.01408 AFIX 43 H27 2 0.022265 -0.028244 0.568324 11.00000 -1.20000 AFIX 0 C28 1 0.127500 0.078068 0.589787 11.00000 0.04327 0.04714 = 0.03637 0.00310 0.00547 -0.00532 AFIX 43 H28 2 0.104899 0.123068 0.556039 11.00000 -1.20000 AFIX 0 C29 1 0.212653 0.103366 0.633360 11.00000 0.03335 0.04178 = 0.03313 0.00020 0.01011 0.00190 C31 1 0.193681 0.520241 0.504479 11.00000 0.02753 0.03431 = 0.03072 -0.00195 -0.00227 -0.00106 C32 1 0.145303 0.615518 0.502925 11.00000 0.03123 0.03540 = 0.03873 0.00135 0.00007 -0.00049 AFIX 43 H32 2 0.165962 0.666054 0.473889 11.00000 -1.20000 AFIX 0 C33 1 0.067647 0.632856 0.544577 11.00000 0.03237 0.03339 = 0.04135 -0.00237 -0.00173 0.00356 AFIX 43 H33 2 0.034581 0.695270 0.544196 11.00000 -1.20000 AFIX 0 C34 1 0.038257 0.554831 0.588185 11.00000 0.02788 0.03699 = 0.03194 -0.00538 -0.00189 0.00178 C35 1 -0.042420 0.566755 0.632710 11.00000 0.03093 0.04187 = 0.03945 -0.00548 0.00109 0.00587 AFIX 43 H35 2 -0.077228 0.628106 0.634123 11.00000 -1.20000 AFIX 0 C36 1 -0.068801 0.488740 0.673207 11.00000 0.03490 0.04996 = 0.04094 -0.00384 0.00778 0.00250 AFIX 43 H36 2 -0.121513 0.497072 0.702237 11.00000 -1.20000 AFIX 0 C37 1 -0.016693 0.395341 0.671421 11.00000 0.04173 0.04414 = 0.04452 0.00399 0.01110 0.00064 AFIX 43 H37 2 -0.035784 0.342578 0.699234 11.00000 -1.20000 AFIX 0 C38 1 0.061405 0.380977 0.629519 11.00000 0.03790 0.03742 = 0.04118 0.00031 0.00444 0.00328 AFIX 43 H38 2 0.095140 0.318961 0.629004 11.00000 -1.20000 AFIX 0 C39 1 0.090673 0.460659 0.587012 11.00000 0.02829 0.03579 = 0.02892 -0.00402 0.00047 -0.00028 C41 1 0.456675 0.584439 0.599040 11.00000 0.05324 0.05223 = 0.04028 0.00547 0.00276 -0.01309 AFIX 23 H41A 2 0.425433 0.541245 0.564073 11.00000 -1.20000 H41B 2 0.492247 0.638847 0.577232 11.00000 -1.20000 AFIX 0 C42 1 0.374742 0.628664 0.641402 11.00000 0.05010 0.04823 = 0.06351 0.00753 0.00006 0.00296 AFIX 23 H42A 2 0.334549 0.574054 0.659190 11.00000 -1.20000 H42B 2 0.329563 0.671043 0.613140 11.00000 -1.20000 AFIX 0 C43 1 0.421423 0.691690 0.699898 11.00000 0.07235 0.04199 = 0.06747 -0.00512 0.00906 0.00666 AFIX 23 H43A 2 0.453652 0.751637 0.682299 11.00000 -1.20000 H43B 2 0.368161 0.713602 0.728685 11.00000 -1.20000 AFIX 0 C44 1 0.499909 0.629544 0.741001 11.00000 0.07307 0.04336 = 0.04047 -0.00748 0.00539 -0.00201 AFIX 23 H44A 2 0.532538 0.671946 0.775888 11.00000 -1.20000 H44B 2 0.465986 0.574229 0.763002 11.00000 -1.20000 AFIX 0 C45 1 0.580090 0.586920 0.696822 11.00000 0.04885 0.04731 = 0.04892 -0.00661 -0.00407 -0.00932 AFIX 23 H45A 2 0.617811 0.641974 0.677377 11.00000 -1.20000 H45B 2 0.627759 0.545449 0.723873 11.00000 -1.20000 AFIX 0 C51 1 0.700201 0.214453 0.720923 11.00000 0.04754 0.05596 = 0.03826 0.00154 -0.00364 -0.00444 C52 1 0.700779 0.322588 0.730143 11.00000 0.05671 0.05407 = 0.05004 0.00556 0.00333 -0.00152 AFIX 137 H52A 2 0.643375 0.342157 0.755202 11.00000 -1.50000 H52B 2 0.696624 0.355382 0.686796 11.00000 -1.50000 H52C 2 0.762725 0.342472 0.754592 11.00000 -1.50000 AFIX 0 C110 1 0.176211 0.183133 0.430270 11.00000 0.03738 0.03870 = 0.03690 0.00387 0.00091 -0.00454 C210 1 0.391419 0.317465 0.656772 11.00000 0.03170 0.04319 = 0.03193 -0.00640 0.00363 0.00429 C310 1 0.279898 0.498757 0.458355 11.00000 0.03059 0.03855 = 0.03137 -0.00155 0.00058 -0.00177 H4A 2 0.492231 0.466091 0.662781 11.00000 0.05597 H4B 2 0.576547 0.499522 0.619414 11.00000 0.06175 HKLF 4 REM cua52_a.res in P2(1)/n REM wR2 = 0.0981, GooF = S = 1.024, Restrained GooF = 1.024 for all data REM R1 = 0.0351 for 5830 Fo > 4sig(Fo) and 0.0441 for all 6980 data REM 451 parameters refined using 0 restraints END WGHT 0.0503 0.8152 REM Instructions for potential hydrogen bonds EQIV $2 -x+1, -y, -z+1 HTAB C12 N5_$2 HTAB C18 O21 HTAB C28 O11 HTAB C41 O21 EQIV $3 x+1/2, -y+1/2, z+1/2 HTAB C52 O12_$3 HTAB C52 O22 HTAB C52 O32_$1 HTAB N4 O21 HTAB N4 O22 HTAB N4 O31_$1 HTAB N4 O32_$1 REM Highest difference peak 0.357, deepest hole -0.425, 1-sigma level 0.047 Q1 1 0.8697 0.1210 0.5941 11.00000 0.05 0.36 Q2 1 0.1431 0.0925 0.3982 11.00000 0.05 0.28 Q3 1 0.5080 0.5729 0.6267 11.00000 0.05 0.22 Q4 1 0.4076 0.6235 0.6008 11.00000 0.05 0.21 Q5 1 0.7566 0.1448 0.6881 11.00000 0.05 0.20 Q6 1 0.3663 0.2576 0.6611 11.00000 0.05 0.20 Q7 1 0.4737 0.1206 0.4482 11.00000 0.05 0.19 Q8 1 0.3356 0.3432 0.5780 11.00000 0.05 0.19 Q9 1 0.3332 0.3579 0.4405 11.00000 0.05 0.18 Q10 1 0.3145 0.3846 0.6169 11.00000 0.05 0.17 ; _shelx_res_checksum 32264 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 0.26665(2) 0.30966(2) 0.53130(2) 0.03227(8) Uani 1 1 d . . . . . O11 O 0.15243(9) 0.24484(10) 0.47598(7) 0.0375(3) Uani 1 1 d . . . . . O12 O 0.11796(12) 0.15084(15) 0.38450(9) 0.0578(4) Uani 1 1 d . . . . . O21 O 0.36555(10) 0.36573(10) 0.60337(7) 0.0393(3) Uani 1 1 d . . . . . O22 O 0.45689(11) 0.34621(13) 0.69969(7) 0.0466(3) Uani 1 1 d . . . . . O31 O 0.31752(10) 0.41099(10) 0.46032(7) 0.0394(3) Uani 1 1 d . . . . . O32 O 0.30856(11) 0.56915(11) 0.42207(7) 0.0415(3) Uani 1 1 d . . . . . N1 N 0.35097(11) 0.19279(11) 0.47660(7) 0.0315(3) Uani 1 1 d . . . . . N2 N 0.26178(11) 0.19440(12) 0.62464(8) 0.0331(3) Uani 1 1 d . . . . . N3 N 0.16876(11) 0.44515(11) 0.54470(7) 0.0309(3) Uani 1 1 d . . . . . N4 N 0.53015(13) 0.52465(14) 0.64203(9) 0.0419(4) Uani 1 1 d . . . . . N5 N 0.7002(2) 0.12866(19) 0.71440(13) 0.0745(7) Uani 1 1 d . . . . . C11 C 0.28688(14) 0.14722(14) 0.43271(9) 0.0341(4) Uani 1 1 d . . . . . C12 C 0.31648(17) 0.07034(15) 0.38847(10) 0.0424(4) Uani 1 1 d . . . . . H12 H 0.268525 0.039459 0.358896 0.051 Uiso 1 1 calc R . . . . C13 C 0.41614(18) 0.04180(16) 0.38955(10) 0.0465(5) Uani 1 1 d . . . . . H13 H 0.436817 -0.009181 0.360858 0.056 Uiso 1 1 calc R . . . . C14 C 0.48770(16) 0.08978(15) 0.43426(10) 0.0401(4) Uani 1 1 d . . . . . C15 C 0.59307(18) 0.06589(18) 0.43759(11) 0.0506(5) Uani 1 1 d . . . . . H15 H 0.617107 0.015508 0.409686 0.061 Uiso 1 1 calc R . . . . C16 C 0.65954(17) 0.11566(19) 0.48103(13) 0.0534(6) Uani 1 1 d . . . . . H16 H 0.728530 0.099303 0.482396 0.064 Uiso 1 1 calc R . . . . C17 C 0.62442(16) 0.19208(17) 0.52412(12) 0.0461(5) Uani 1 1 d . . . . . H17 H 0.670477 0.225893 0.553521 0.055 Uiso 1 1 calc R . . . . C18 C 0.52332(15) 0.21653(15) 0.52284(10) 0.0390(4) Uani 1 1 d . . . . . H18 H 0.500905 0.266600 0.551607 0.047 Uiso 1 1 calc R . . . . C19 C 0.45238(14) 0.16633(14) 0.47812(9) 0.0339(4) Uani 1 1 d . . . . . C21 C 0.33901(13) 0.21732(15) 0.66796(9) 0.0351(4) Uani 1 1 d . . . . . C22 C 0.37399(16) 0.15420(18) 0.72178(10) 0.0451(5) Uani 1 1 d . . . . . H22 H 0.427648 0.174477 0.751318 0.054 Uiso 1 1 calc R . . . . C23 C 0.32736(16) 0.06249(18) 0.72965(11) 0.0464(5) Uani 1 1 d . . . . . H23 H 0.350081 0.018933 0.764211 0.056 Uiso 1 1 calc R . . . . C24 C 0.24497(15) 0.03432(16) 0.68530(10) 0.0409(4) Uani 1 1 d . . . . . C25 C 0.19304(17) -0.05923(17) 0.69046(12) 0.0497(5) Uani 1 1 d . . . . . H25 H 0.215025 -0.105756 0.723419 0.060 Uiso 1 1 calc R . . . . C26 C 0.11123(18) -0.08210(18) 0.64781(12) 0.0520(5) Uani 1 1 d . . . . . H26 H 0.077247 -0.143481 0.652098 0.062 Uiso 1 1 calc R . . . . C27 C 0.07830(17) -0.01243(18) 0.59716(11) 0.0491(5) Uani 1 1 d . . . . . H27 H 0.022265 -0.028244 0.568324 0.059 Uiso 1 1 calc R . . . . C28 C 0.12750(16) 0.07807(16) 0.58979(10) 0.0421(4) Uani 1 1 d . . . . . H28 H 0.104899 0.123068 0.556039 0.051 Uiso 1 1 calc R . . . . C29 C 0.21265(14) 0.10337(15) 0.63336(9) 0.0358(4) Uani 1 1 d . . . . . C31 C 0.19368(13) 0.52024(14) 0.50448(9) 0.0310(3) Uani 1 1 d . . . . . C32 C 0.14530(13) 0.61552(14) 0.50292(10) 0.0352(4) Uani 1 1 d . . . . . H32 H 0.165962 0.666054 0.473889 0.042 Uiso 1 1 calc R . . . . C33 C 0.06765(14) 0.63286(14) 0.54458(10) 0.0358(4) Uani 1 1 d . . . . . H33 H 0.034581 0.695270 0.544196 0.043 Uiso 1 1 calc R . . . . C34 C 0.03826(13) 0.55483(14) 0.58819(9) 0.0324(3) Uani 1 1 d . . . . . C35 C -0.04242(14) 0.56676(15) 0.63271(10) 0.0374(4) Uani 1 1 d . . . . . H35 H -0.077228 0.628106 0.634123 0.045 Uiso 1 1 calc R . . . . C36 C -0.06880(15) 0.48874(16) 0.67321(10) 0.0417(4) Uani 1 1 d . . . . . H36 H -0.121513 0.497072 0.702237 0.050 Uiso 1 1 calc R . . . . C37 C -0.01669(15) 0.39534(17) 0.67142(11) 0.0431(4) Uani 1 1 d . . . . . H37 H -0.035784 0.342578 0.699234 0.052 Uiso 1 1 calc R . . . . C38 C 0.06140(15) 0.38098(15) 0.62952(10) 0.0387(4) Uani 1 1 d . . . . . H38 H 0.095140 0.318961 0.629004 0.046 Uiso 1 1 calc R . . . . C39 C 0.09067(13) 0.46066(14) 0.58701(8) 0.0310(3) Uani 1 1 d . . . . . C41 C 0.45668(18) 0.58444(18) 0.59904(11) 0.0486(5) Uani 1 1 d . . . . . H41A H 0.425433 0.541245 0.564073 0.058 Uiso 1 1 calc R . . . . H41B H 0.492247 0.638847 0.577232 0.058 Uiso 1 1 calc R . . . . C42 C 0.37474(18) 0.62866(18) 0.64140(13) 0.0541(5) Uani 1 1 d . . . . . H42A H 0.334549 0.574054 0.659190 0.065 Uiso 1 1 calc R . . . . H42B H 0.329563 0.671043 0.613140 0.065 Uiso 1 1 calc R . . . . C43 C 0.4214(2) 0.69169(18) 0.69990(15) 0.0604(6) Uani 1 1 d . . . . . H43A H 0.453652 0.751637 0.682299 0.072 Uiso 1 1 calc R . . . . H43B H 0.368161 0.713602 0.728685 0.072 Uiso 1 1 calc R . . . . C44 C 0.4999(2) 0.62954(17) 0.74100(11) 0.0522(5) Uani 1 1 d . . . . . H44A H 0.532538 0.671946 0.775888 0.063 Uiso 1 1 calc R . . . . H44B H 0.465986 0.574229 0.763002 0.063 Uiso 1 1 calc R . . . . C45 C 0.58009(17) 0.58692(17) 0.69682(12) 0.0486(5) Uani 1 1 d . . . . . H45A H 0.617811 0.641974 0.677377 0.058 Uiso 1 1 calc R . . . . H45B H 0.627759 0.545449 0.723873 0.058 Uiso 1 1 calc R . . . . C51 C 0.70020(17) 0.21445(18) 0.72092(11) 0.0475(5) Uani 1 1 d . . . . . C52 C 0.70078(19) 0.32259(18) 0.73014(13) 0.0536(5) Uani 1 1 d . . . . . H52A H 0.643375 0.342157 0.755202 0.080 Uiso 1 1 calc GR . . . . H52B H 0.696624 0.355382 0.686796 0.080 Uiso 1 1 calc GR . . . . H52C H 0.762725 0.342472 0.754592 0.080 Uiso 1 1 calc GR . . . . C110 C 0.17621(15) 0.18313(15) 0.43027(10) 0.0377(4) Uani 1 1 d . . . . . C210 C 0.39142(14) 0.31746(15) 0.65677(9) 0.0355(4) Uani 1 1 d . . . . . C310 C 0.27990(13) 0.49876(14) 0.45836(9) 0.0335(4) Uani 1 1 d . . . . . H4A H 0.492(2) 0.466(2) 0.6628(14) 0.056(7) Uiso 1 1 d . . . . . H4B H 0.577(2) 0.500(2) 0.6194(15) 0.062(8) Uiso 1 1 d . . . . . 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 0.02932(13) 0.03368(13) 0.03398(13) -0.00066(9) 0.00329(9) 0.00157(9) O11 0.0320(6) 0.0409(7) 0.0394(7) 0.0014(5) 0.0010(5) 0.0004(5) O12 0.0447(8) 0.0766(11) 0.0514(9) -0.0158(8) -0.0049(7) -0.0064(8) O21 0.0383(7) 0.0358(7) 0.0435(7) -0.0028(6) -0.0011(5) -0.0015(5) O22 0.0441(7) 0.0574(9) 0.0378(7) -0.0065(6) -0.0016(6) -0.0087(7) O31 0.0395(7) 0.0363(7) 0.0435(7) 0.0048(5) 0.0132(6) 0.0062(5) O32 0.0413(7) 0.0390(7) 0.0451(7) 0.0055(6) 0.0110(6) -0.0002(6) N1 0.0343(7) 0.0293(7) 0.0313(7) 0.0035(6) 0.0054(6) 0.0024(6) N2 0.0312(7) 0.0377(8) 0.0311(7) 0.0002(6) 0.0062(6) 0.0025(6) N3 0.0283(7) 0.0346(7) 0.0298(7) -0.0015(6) -0.0002(5) 0.0019(6) N4 0.0386(8) 0.0480(9) 0.0398(8) -0.0078(7) 0.0084(7) -0.0068(7) N5 0.0992(19) 0.0615(15) 0.0617(14) -0.0042(11) -0.0049(13) -0.0052(13) C11 0.0402(9) 0.0310(8) 0.0311(8) 0.0036(7) 0.0016(7) -0.0023(7) C12 0.0565(12) 0.0359(9) 0.0346(9) -0.0015(8) -0.0001(8) 0.0008(9) C13 0.0631(13) 0.0395(10) 0.0374(10) -0.0018(8) 0.0074(9) 0.0111(9) C14 0.0485(10) 0.0364(9) 0.0363(9) 0.0054(7) 0.0111(8) 0.0079(8) C15 0.0534(12) 0.0523(12) 0.0478(11) 0.0061(10) 0.0187(10) 0.0209(10) C16 0.0380(10) 0.0628(14) 0.0608(13) 0.0136(11) 0.0155(10) 0.0159(10) C17 0.0332(9) 0.0530(12) 0.0525(12) 0.0077(9) 0.0060(8) 0.0019(9) C18 0.0386(9) 0.0386(9) 0.0405(10) 0.0030(8) 0.0079(8) 0.0015(8) C19 0.0357(9) 0.0330(9) 0.0336(8) 0.0065(7) 0.0073(7) 0.0034(7) C21 0.0305(8) 0.0439(10) 0.0312(8) -0.0014(7) 0.0046(6) 0.0033(7) C22 0.0382(10) 0.0603(13) 0.0367(10) 0.0057(9) -0.0001(8) 0.0008(9) C23 0.0425(10) 0.0577(12) 0.0395(10) 0.0155(9) 0.0062(8) 0.0041(9) C24 0.0377(9) 0.0482(11) 0.0379(9) 0.0065(8) 0.0124(7) 0.0034(8) C25 0.0501(12) 0.0489(12) 0.0516(12) 0.0144(10) 0.0158(10) 0.0019(9) C26 0.0547(12) 0.0474(12) 0.0553(13) 0.0050(10) 0.0139(10) -0.0088(10) C27 0.0479(11) 0.0541(12) 0.0458(11) 0.0008(9) 0.0070(9) -0.0141(10) C28 0.0433(10) 0.0471(11) 0.0364(9) 0.0031(8) 0.0055(8) -0.0053(8) C29 0.0334(8) 0.0418(10) 0.0331(9) 0.0002(7) 0.0101(7) 0.0019(7) C31 0.0275(8) 0.0343(9) 0.0307(8) -0.0020(7) -0.0023(6) -0.0011(7) C32 0.0312(8) 0.0354(9) 0.0387(9) 0.0013(7) 0.0001(7) -0.0005(7) C33 0.0324(8) 0.0334(9) 0.0414(9) -0.0024(7) -0.0017(7) 0.0036(7) C34 0.0279(8) 0.0370(9) 0.0319(8) -0.0054(7) -0.0019(6) 0.0018(7) C35 0.0309(8) 0.0419(10) 0.0394(9) -0.0055(8) 0.0011(7) 0.0059(7) C36 0.0349(9) 0.0500(11) 0.0409(10) -0.0038(8) 0.0078(8) 0.0025(8) C37 0.0417(10) 0.0441(11) 0.0445(10) 0.0040(8) 0.0111(8) 0.0006(8) C38 0.0379(9) 0.0374(9) 0.0412(10) 0.0003(8) 0.0044(7) 0.0033(8) C39 0.0283(8) 0.0358(9) 0.0289(8) -0.0040(7) 0.0005(6) -0.0003(7) C41 0.0532(12) 0.0522(12) 0.0403(10) 0.0055(9) 0.0028(9) -0.0131(10) C42 0.0501(12) 0.0482(12) 0.0635(14) 0.0075(11) 0.0001(10) 0.0030(10) C43 0.0724(16) 0.0420(12) 0.0675(16) -0.0051(11) 0.0091(13) 0.0067(11) C44 0.0731(15) 0.0434(11) 0.0405(11) -0.0075(9) 0.0054(10) -0.0020(10) C45 0.0488(11) 0.0473(11) 0.0489(11) -0.0066(9) -0.0041(9) -0.0093(9) C51 0.0475(11) 0.0560(13) 0.0383(10) 0.0015(9) -0.0036(8) -0.0044(10) C52 0.0567(13) 0.0541(13) 0.0500(12) 0.0056(10) 0.0033(10) -0.0015(10) C110 0.0374(9) 0.0387(9) 0.0369(9) 0.0039(8) 0.0009(7) -0.0045(8) C210 0.0317(8) 0.0432(10) 0.0319(8) -0.0064(7) 0.0036(7) 0.0043(7) C310 0.0306(8) 0.0385(9) 0.0314(8) -0.0015(7) 0.0006(6) -0.0018(7) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn -1.5491 0.6778 '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 168.18(6) . . ? O11 Zn1 O31 99.40(6) . . ? O11 Zn1 N1 79.33(6) . . ? O11 Zn1 N2 95.79(5) . . ? O11 Zn1 N3 89.28(5) . . ? O21 Zn1 O31 91.43(6) . . ? O21 Zn1 N1 106.34(6) . . ? O21 Zn1 N2 74.31(6) . . ? O21 Zn1 N3 88.58(5) . . ? O31 Zn1 N1 85.90(5) . . ? O31 Zn1 N2 162.46(6) . . ? O31 Zn1 N3 76.92(5) . . ? N1 Zn1 N2 88.36(5) . . ? N1 Zn1 N3 157.58(5) . . ? N3 Zn1 N2 112.14(5) . . ? C110 O11 Zn1 117.28(12) . . ? C210 O21 Zn1 122.73(12) . . ? C310 O31 Zn1 118.20(11) . . ? C11 N1 Zn1 108.70(12) . . ? C11 N1 C19 118.72(16) . . ? C19 N1 Zn1 132.46(13) . . ? C21 N2 Zn1 107.63(12) . . ? C21 N2 C29 117.63(16) . . ? C29 N2 Zn1 132.95(13) . . ? C31 N3 Zn1 111.43(11) . . ? C31 N3 C39 118.23(15) . . ? C39 N3 Zn1 130.34(12) . . ? C41 N4 C45 112.00(18) . . ? C41 N4 H4A 108.6(15) . . ? C41 N4 H4B 112(2) . . ? C45 N4 H4A 109.3(15) . . ? C45 N4 H4B 108(2) . . ? H4A N4 H4B 107(2) . . ? N1 C11 C12 123.31(18) . . ? N1 C11 C110 116.81(16) . . ? C12 C11 C110 119.87(18) . . ? C11 C12 H12 120.4 . . ? C13 C12 C11 119.1(2) . . ? C13 C12 H12 120.4 . . ? C12 C13 H13 120.2 . . ? C12 C13 C14 119.65(19) . . ? C14 C13 H13 120.2 . . ? C13 C14 C15 123.14(19) . . ? C13 C14 C19 118.28(18) . . ? C15 C14 C19 118.6(2) . . ? C14 C15 H15 119.6 . . ? C16 C15 C14 120.9(2) . . ? C16 C15 H15 119.6 . . ? C15 C16 H16 119.8 . . ? C15 C16 C17 120.4(2) . . ? C17 C16 H16 119.8 . . ? C16 C17 H17 119.8 . . ? C18 C17 C16 120.4(2) . . ? C18 C17 H17 119.8 . . ? C17 C18 H18 119.7 . . ? C17 C18 C19 120.52(19) . . ? C19 C18 H18 119.7 . . ? N1 C19 C14 120.87(18) . . ? N1 C19 C18 119.93(17) . . ? C18 C19 C14 119.19(17) . . ? N2 C21 C22 124.11(19) . . ? N2 C21 C210 116.25(17) . . ? C22 C21 C210 119.64(18) . . ? C21 C22 H22 120.7 . . ? C23 C22 C21 118.6(2) . . ? C23 C22 H22 120.7 . . ? C22 C23 H23 120.1 . . ? C22 C23 C24 119.76(19) . . ? C24 C23 H23 120.1 . . ? C23 C24 C25 122.8(2) . . ? C23 C24 C29 118.19(19) . . ? C25 C24 C29 119.0(2) . . ? C24 C25 H25 119.5 . . ? C26 C25 C24 120.9(2) . . ? C26 C25 H25 119.5 . . ? C25 C26 H26 120.1 . . ? C25 C26 C27 119.8(2) . . ? C27 C26 H26 120.1 . . ? C26 C27 H27 119.5 . . ? C28 C27 C26 121.0(2) . . ? C28 C27 H27 119.5 . . ? C27 C28 H28 119.9 . . ? C27 C28 C29 120.2(2) . . ? C29 C28 H28 119.9 . . ? N2 C29 C24 121.69(18) . . ? N2 C29 C28 119.26(18) . . ? C28 C29 C24 119.05(18) . . ? N3 C31 C32 123.70(16) . . ? N3 C31 C310 116.07(16) . . ? C32 C31 C310 120.23(16) . . ? C31 C32 H32 120.4 . . ? C33 C32 C31 119.17(17) . . ? C33 C32 H32 120.4 . . ? C32 C33 H33 120.5 . . ? C32 C33 C34 119.09(17) . . ? C34 C33 H33 120.5 . . ? C33 C34 C35 122.45(17) . . ? C33 C34 C39 118.58(16) . . ? C39 C34 C35 118.97(17) . . ? C34 C35 H35 119.9 . . ? C36 C35 C34 120.25(18) . . ? C36 C35 H35 119.9 . . ? C35 C36 H36 119.8 . . ? C35 C36 C37 120.38(17) . . ? C37 C36 H36 119.8 . . ? C36 C37 H37 119.4 . . ? C38 C37 C36 121.15(19) . . ? C38 C37 H37 119.4 . . ? C37 C38 H38 120.1 . . ? C37 C38 C39 119.76(18) . . ? C39 C38 H38 120.1 . . ? N3 C39 C34 121.22(16) . . ? N3 C39 C38 119.28(16) . . ? C38 C39 C34 119.50(16) . . ? N4 C41 H41A 109.6 . . ? N4 C41 H41B 109.6 . . ? N4 C41 C42 110.27(18) . . ? H41A C41 H41B 108.1 . . ? C42 C41 H41A 109.6 . . ? C42 C41 H41B 109.6 . . ? C41 C42 H42A 109.4 . . ? C41 C42 H42B 109.4 . . ? C41 C42 C43 111.2(2) . . ? H42A C42 H42B 108.0 . . ? C43 C42 H42A 109.4 . . ? C43 C42 H42B 109.4 . . ? C42 C43 H43A 109.6 . . ? C42 C43 H43B 109.6 . . ? H43A C43 H43B 108.1 . . ? C44 C43 C42 110.24(19) . . ? C44 C43 H43A 109.6 . . ? C44 C43 H43B 109.6 . . ? C43 C44 H44A 109.4 . . ? C43 C44 H44B 109.4 . . ? H44A C44 H44B 108.0 . . ? C45 C44 C43 111.3(2) . . ? C45 C44 H44A 109.4 . . ? C45 C44 H44B 109.4 . . ? N4 C45 C44 109.54(18) . . ? N4 C45 H45A 109.8 . . ? N4 C45 H45B 109.8 . . ? C44 C45 H45A 109.8 . . ? C44 C45 H45B 109.8 . . ? H45A C45 H45B 108.2 . . ? N5 C51 C52 179.2(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 116.56(17) . . ? O12 C110 O11 125.49(19) . . ? O12 C110 C11 117.95(18) . . ? O21 C210 C21 117.29(16) . . ? O22 C210 O21 124.49(19) . . ? O22 C210 C21 118.21(18) . . ? O31 C310 C31 117.20(16) . . ? O32 C310 O31 124.97(16) . . ? O32 C310 C31 117.83(17) . . ? 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 1.9999(13) . ? Zn1 O21 2.0168(14) . ? Zn1 O31 2.0756(13) . ? Zn1 N1 2.2141(15) . ? Zn1 N2 2.3962(15) . ? Zn1 N3 2.2245(15) . ? O11 C110 1.269(2) . ? O12 C110 1.230(3) . ? O21 C210 1.265(2) . ? O22 C210 1.235(2) . ? O31 C310 1.258(2) . ? O32 C310 1.244(2) . ? N1 C11 1.321(2) . ? N1 C19 1.375(2) . ? N2 C21 1.327(2) . ? N2 C29 1.378(2) . ? N3 C31 1.323(2) . ? N3 C39 1.374(2) . ? N4 C41 1.479(3) . ? N4 C45 1.484(3) . ? N4 H4A 1.02(3) . ? N4 H4B 0.84(3) . ? N5 C51 1.138(3) . ? C11 C12 1.408(3) . ? C11 C110 1.526(3) . ? C12 H12 0.9300 . ? C12 C13 1.361(3) . ? C13 H13 0.9300 . ? C13 C14 1.406(3) . ? C14 C15 1.417(3) . ? C14 C19 1.425(3) . ? C15 H15 0.9300 . ? C15 C16 1.360(4) . ? C16 H16 0.9300 . ? C16 C17 1.414(3) . ? C17 H17 0.9300 . ? C17 C18 1.365(3) . ? C18 H18 0.9300 . ? C18 C19 1.414(3) . ? C21 C22 1.409(3) . ? C21 C210 1.510(3) . ? C22 H22 0.9300 . ? C22 C23 1.368(3) . ? C23 H23 0.9300 . ? C23 C24 1.406(3) . ? C24 C25 1.415(3) . ? C24 C29 1.421(3) . ? C25 H25 0.9300 . ? C25 C26 1.363(4) . ? C26 H26 0.9300 . ? C26 C27 1.410(3) . ? C27 H27 0.9300 . ? C27 C28 1.368(3) . ? C28 H28 0.9300 . ? C28 C29 1.414(3) . ? C31 C32 1.407(3) . ? C31 C310 1.519(2) . ? C32 H32 0.9300 . ? C32 C33 1.365(3) . ? C33 H33 0.9300 . ? C33 C34 1.410(3) . ? C34 C35 1.423(2) . ? C34 C39 1.420(3) . ? C35 H35 0.9300 . ? C35 C36 1.360(3) . ? C36 H36 0.9300 . ? C36 C37 1.410(3) . ? C37 H37 0.9300 . ? C37 C38 1.367(3) . ? C38 H38 0.9300 . ? C38 C39 1.412(3) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C41 C42 1.516(3) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C42 C43 1.527(4) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C43 C44 1.518(4) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C44 C45 1.513(3) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C51 C52 1.437(3) . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? 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 O22 1.02(3) 1.81(3) 2.807(2) 165(2) . yes N4 H4B O31 0.84(3) 2.46(3) 3.045(2) 127(2) 3_666 yes N4 H4B O32 0.84(3) 1.98(3) 2.814(2) 172(3) 3_666 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 -166.34(17) . . . . ? Zn1 O11 C110 C11 13.2(2) . . . . ? Zn1 O21 C210 O22 174.75(14) . . . . ? Zn1 O21 C210 C21 -4.5(2) . . . . ? Zn1 O31 C310 O32 174.35(15) . . . . ? Zn1 O31 C310 C31 -5.0(2) . . . . ? Zn1 N1 C11 C12 178.48(15) . . . . ? Zn1 N1 C11 C110 -0.28(18) . . . . ? Zn1 N1 C19 C14 -176.79(12) . . . . ? Zn1 N1 C19 C18 2.1(2) . . . . ? Zn1 N2 C21 C22 -166.29(15) . . . . ? Zn1 N2 C21 C210 13.05(18) . . . . ? Zn1 N2 C29 C24 160.51(13) . . . . ? Zn1 N2 C29 C28 -19.8(2) . . . . ? Zn1 N3 C31 C32 -179.13(14) . . . . ? Zn1 N3 C31 C310 0.81(18) . . . . ? Zn1 N3 C39 C34 179.14(12) . . . . ? Zn1 N3 C39 C38 -1.6(2) . . . . ? N1 C11 C12 C13 -1.1(3) . . . . ? N1 C11 C110 O11 -8.3(2) . . . . ? N1 C11 C110 O12 171.34(18) . . . . ? N2 C21 C22 C23 1.3(3) . . . . ? N2 C21 C210 O21 -7.7(2) . . . . ? N2 C21 C210 O22 173.00(16) . . . . ? N3 C31 C32 C33 -0.4(3) . . . . ? N3 C31 C310 O31 2.6(2) . . . . ? N3 C31 C310 O32 -176.75(16) . . . . ? N4 C41 C42 C43 55.6(3) . . . . ? C11 N1 C19 C14 -1.3(2) . . . . ? C11 N1 C19 C18 177.65(16) . . . . ? C11 C12 C13 C14 -0.4(3) . . . . ? C12 C11 C110 O11 172.93(17) . . . . ? C12 C11 C110 O12 -7.5(3) . . . . ? C12 C13 C14 C15 -178.7(2) . . . . ? C12 C13 C14 C19 1.0(3) . . . . ? C13 C14 C15 C16 179.0(2) . . . . ? C13 C14 C19 N1 -0.2(3) . . . . ? C13 C14 C19 C18 -179.13(17) . . . . ? C14 C15 C16 C17 0.4(3) . . . . ? C15 C14 C19 N1 179.59(17) . . . . ? C15 C14 C19 C18 0.7(3) . . . . ? C15 C16 C17 C18 0.3(3) . . . . ? C16 C17 C18 C19 -0.4(3) . . . . ? C17 C18 C19 N1 -178.99(18) . . . . ? C17 C18 C19 C14 0.0(3) . . . . ? C19 N1 C11 C12 2.0(3) . . . . ? C19 N1 C11 C110 -176.79(15) . . . . ? C19 C14 C15 C16 -0.8(3) . . . . ? C21 N2 C29 C24 -2.1(2) . . . . ? C21 N2 C29 C28 177.58(16) . . . . ? C21 C22 C23 C24 -1.4(3) . . . . ? C22 C21 C210 O21 171.71(17) . . . . ? C22 C21 C210 O22 -7.6(3) . . . . ? C22 C23 C24 C25 -179.9(2) . . . . ? C22 C23 C24 C29 -0.2(3) . . . . ? C23 C24 C25 C26 177.7(2) . . . . ? C23 C24 C29 N2 2.0(3) . . . . ? C23 C24 C29 C28 -177.68(18) . . . . ? C24 C25 C26 C27 0.8(3) . . . . ? C25 C24 C29 N2 -178.28(17) . . . . ? C25 C24 C29 C28 2.1(3) . . . . ? C25 C26 C27 C28 0.3(3) . . . . ? C26 C27 C28 C29 -0.2(3) . . . . ? C27 C28 C29 N2 179.32(18) . . . . ? C27 C28 C29 C24 -1.0(3) . . . . ? C29 N2 C21 C22 0.4(3) . . . . ? C29 N2 C21 C210 179.77(14) . . . . ? C29 C24 C25 C26 -2.0(3) . . . . ? C31 N3 C39 C34 -0.5(2) . . . . ? C31 N3 C39 C38 178.82(16) . . . . ? C31 C32 C33 C34 0.2(3) . . . . ? C32 C31 C310 O31 -177.44(17) . . . . ? C32 C31 C310 O32 3.2(3) . . . . ? C32 C33 C34 C35 -179.52(17) . . . . ? C32 C33 C34 C39 -0.1(3) . . . . ? C33 C34 C35 C36 179.15(18) . . . . ? C33 C34 C39 N3 0.3(3) . . . . ? C33 C34 C39 C38 -179.02(17) . . . . ? C34 C35 C36 C37 -0.1(3) . . . . ? C35 C34 C39 N3 179.68(16) . . . . ? C35 C34 C39 C38 0.4(3) . . . . ? C35 C36 C37 C38 0.3(3) . . . . ? C36 C37 C38 C39 -0.2(3) . . . . ? C37 C38 C39 N3 -179.50(18) . . . . ? C37 C38 C39 C34 -0.2(3) . . . . ? C39 N3 C31 C32 0.5(3) . . . . ? C39 N3 C31 C310 -179.51(15) . . . . ? C39 C34 C35 C36 -0.2(3) . . . . ? C41 N4 C45 C44 59.6(2) . . . . ? C41 C42 C43 C44 -53.8(3) . . . . ? C42 C43 C44 C45 54.8(3) . . . . ? C43 C44 C45 N4 -57.2(3) . . . . ? C45 N4 C41 C42 -59.0(2) . . . . ? C110 C11 C12 C13 177.59(18) . . . . ? C210 C21 C22 C23 -178.01(18) . . . . ? C310 C31 C32 C33 179.65(16) . . . . ?