#------------------------------------------------------------------------------ #$Date: 2020-05-30 04:29:44 +0300 (Sat, 30 May 2020) $ #$Revision: 252468 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/05/7240589.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_7240589 loop_ _publ_author_name 'Baruah, Jubaraj Bikash' 'Singh, Munendra Pal' _publ_section_title ; Photophysical Properties of Ag, Zn, Cd having N-(4-Pyridylmethyl)-1,8-naphthalimide Complexes: Influences of \p-Stacking and C-H···O Interactions ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D0CE00555J _journal_year 2020 _chemical_formula_sum 'C54 H42 N4 O12 Zn' _chemical_formula_weight 1004.28 _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_method SHELXL-2014/7 _audit_update_record ; 2019-12-30 deposited with the CCDC. 2020-05-29 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 95.011(4) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 7.6965(5) _cell_length_b 17.3729(11) _cell_length_c 17.6113(11) _cell_measurement_reflns_used 6464 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 21.58 _cell_measurement_theta_min 2.32 _cell_volume 2345.8(3) _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.974 _diffrn_measured_fraction_theta_max 0.974 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0414 _diffrn_reflns_av_unetI/netI 0.0323 _diffrn_reflns_Laue_measured_fraction_full 0.974 _diffrn_reflns_Laue_measured_fraction_max 0.974 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 30805 _diffrn_reflns_point_group_measured_fraction_full 0.974 _diffrn_reflns_point_group_measured_fraction_max 0.974 _diffrn_reflns_theta_full 25.050 _diffrn_reflns_theta_max 25.050 _diffrn_reflns_theta_min 1.650 _exptl_absorpt_coefficient_mu 0.595 _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.422 _exptl_crystal_description block _exptl_crystal_F_000 1040 _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _refine_diff_density_max 0.221 _refine_diff_density_min -0.216 _refine_diff_density_rms 0.040 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 327 _refine_ls_number_reflns 4046 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.053 _refine_ls_R_factor_all 0.0641 _refine_ls_R_factor_gt 0.0404 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0800P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1183 _refine_ls_wR_factor_ref 0.1297 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2966 _reflns_number_total 4046 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ce00555j2.cif _cod_data_source_block complex2 _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 7240589 _shelx_shelxl_version_number 2014/7 _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_res_file ; 1.res created by SHELXL-2014/7 TITL 1 in P2(1)/n CELL 0.71073 7.6965 17.3729 17.6113 90.000 95.011 90.000 ZERR 2.00 0.0005 0.0011 0.0011 0.000 0.004 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H N O Zn UNIT 108 84 8 24 2 OMIT -3 50.1 L.S. 20 ACTA BOND FMAP 2 PLAN 10 TEMP 23.000 WGHT 0.080000 FVAR 0.42344 MOLE 1 ZN1 5 0.000000 0.000000 0.000000 10.50000 0.04213 0.04298 = 0.05656 0.00343 0.00683 0.00410 C2 1 0.571519 0.341180 0.006785 11.00000 0.04743 0.04795 = 0.08039 -0.00795 -0.00059 0.00085 C1 1 0.378816 0.318220 0.109828 11.00000 0.06209 0.05371 = 0.06111 -0.00115 0.00359 -0.00540 AFIX 23 H1B 2 0.310647 0.351628 0.139887 11.00000 -1.20000 H1A 2 0.487937 0.307109 0.139619 11.00000 -1.20000 AFIX 0 C9 1 0.324230 0.451359 -0.061533 11.00000 0.04788 0.04684 = 0.06428 -0.00733 0.00457 -0.00317 C20 1 0.348917 -0.153538 0.140486 11.00000 0.04731 0.04670 = 0.05048 0.00061 0.00564 0.00640 C18 1 0.103601 0.243306 0.070152 11.00000 0.05144 0.04499 = 0.07582 -0.00065 0.00950 0.00517 AFIX 43 H18 2 0.040224 0.288949 0.067865 11.00000 -1.20000 AFIX 0 C8 1 0.481893 0.436688 -0.095515 11.00000 0.04875 0.04898 = 0.06021 -0.01086 0.00404 -0.00832 C19 1 0.186433 -0.107405 0.117348 11.00000 0.05298 0.04836 = 0.05505 -0.00503 0.00412 0.00949 C3 1 0.605009 0.383500 -0.063123 11.00000 0.04796 0.05210 = 0.06733 -0.01149 0.00636 -0.00390 C7 1 0.513209 0.476992 -0.162782 11.00000 0.06569 0.06303 = 0.05961 -0.01099 0.01192 -0.01319 C15 1 0.364189 0.174148 0.098159 11.00000 0.04642 0.05509 = 0.08259 0.00346 -0.00814 0.00115 AFIX 43 H15 2 0.481809 0.171746 0.115334 11.00000 -1.20000 AFIX 0 C14 1 0.280202 0.243806 0.093288 11.00000 0.05055 0.05178 = 0.05312 -0.00035 0.00684 0.00014 C16 1 0.274206 0.107651 0.077582 11.00000 0.04965 0.04829 = 0.08736 0.00416 -0.00522 0.00759 AFIX 43 H16 2 0.334119 0.061135 0.081509 11.00000 -1.20000 AFIX 0 C17 1 0.022533 0.174347 0.050508 11.00000 0.04627 0.05159 = 0.07058 -0.00197 0.00488 0.00399 AFIX 43 H17 2 -0.096190 0.174923 0.035169 11.00000 -1.20000 AFIX 0 C23 1 0.648976 -0.239181 0.181284 11.00000 0.05121 0.06835 = 0.07040 0.00496 -0.00105 0.00781 C13 1 0.289876 0.410314 0.008964 11.00000 0.05146 0.04740 = 0.07198 -0.00547 0.01251 -0.00284 C10 1 0.205708 0.503610 -0.093261 11.00000 0.05400 0.05813 = 0.07597 -0.00268 0.00951 0.00451 AFIX 43 H10 2 0.102583 0.512139 -0.070699 11.00000 -1.20000 AFIX 0 C25 1 0.358708 -0.201459 0.204404 11.00000 0.07281 0.07912 = 0.06113 0.01102 0.02371 0.02343 AFIX 43 H25 2 0.264282 -0.205117 0.233748 11.00000 -1.20000 AFIX 0 C4 1 0.757566 0.370592 -0.097152 11.00000 0.05565 0.08264 = 0.09065 -0.01003 0.01548 0.00601 AFIX 43 H4 2 0.838786 0.335430 -0.075744 11.00000 -1.20000 AFIX 0 C21 1 0.489732 -0.150488 0.097751 11.00000 0.05938 0.06816 = 0.07757 0.02582 0.00926 0.01079 AFIX 43 H21 2 0.484994 -0.119075 0.054861 11.00000 -1.20000 AFIX 0 C6 1 0.671775 0.462046 -0.195832 11.00000 0.08295 0.09083 = 0.06911 -0.00615 0.02533 -0.01243 AFIX 43 H6 2 0.695271 0.487927 -0.240014 11.00000 -1.20000 AFIX 0 C11 1 0.238168 0.544572 -0.159646 11.00000 0.07862 0.06206 = 0.07472 0.00437 -0.00428 0.00510 AFIX 43 H11 2 0.157503 0.580258 -0.180503 11.00000 -1.20000 AFIX 0 C26 1 0.811304 -0.284390 0.200169 11.00000 0.07849 0.08699 = 0.10318 0.02677 -0.00538 0.02397 AFIX 43 H26 2 0.901523 -0.277887 0.168904 11.00000 -1.20000 AFIX 0 C24 1 0.508990 -0.243621 0.224222 11.00000 0.09076 0.08332 = 0.05519 0.01969 -0.00033 0.02463 AFIX 43 H24 2 0.514836 -0.275183 0.267021 11.00000 -1.20000 AFIX 0 C22 1 0.638430 -0.193277 0.117333 11.00000 0.05309 0.08245 = 0.09604 0.02810 0.01798 0.01364 AFIX 43 H22 2 0.731663 -0.191032 0.087184 11.00000 -1.20000 AFIX 0 C5 1 0.790582 0.410222 -0.163787 11.00000 0.06305 0.09746 = 0.09831 -0.01092 0.03324 0.00067 AFIX 43 H5 2 0.893597 0.401261 -0.186295 11.00000 -1.20000 AFIX 0 C12 1 0.388433 0.531521 -0.193008 11.00000 0.07989 0.06941 = 0.06093 0.00003 0.00344 -0.00996 AFIX 43 H12 2 0.409798 0.558949 -0.236578 11.00000 -1.20000 AFIX 0 C27 1 -0.265055 0.034668 0.123828 11.00000 0.08902 0.08875 = 0.09301 0.02108 0.03820 0.04062 AFIX 137 H27C 2 -0.184671 0.064272 0.156794 11.00000 -1.50000 H27A 2 -0.346657 0.009293 0.153619 11.00000 -1.50000 H27B 2 -0.326826 0.068205 0.087504 11.00000 -1.50000 AFIX 0 O4 4 0.193345 -0.064374 0.060006 11.00000 0.04680 0.04935 = 0.06229 0.01061 0.00444 0.00482 O6 4 -0.172635 -0.020745 0.085046 11.00000 0.05244 0.06512 = 0.06964 0.00907 0.01950 0.01296 O2 4 0.156686 0.420049 0.040455 11.00000 0.06299 0.06993 = 0.09316 0.01024 0.02884 0.01102 O1 4 0.670691 0.293783 0.037450 11.00000 0.05982 0.06964 = 0.10042 0.00546 0.00570 0.01422 O3 4 0.057670 -0.115344 0.154914 11.00000 0.06541 0.09647 = 0.08265 0.02698 0.03167 0.03507 O5 4 0.834883 -0.327821 0.251582 11.00000 0.11663 0.14204 = 0.11251 0.03648 -0.01646 0.04449 N2 3 0.415437 0.358302 0.039307 11.00000 0.05088 0.04697 = 0.06412 -0.00069 0.00502 0.00132 N1 3 0.106240 0.106586 0.052419 11.00000 0.04411 0.04583 = 0.06407 0.00263 0.00262 0.00132 H6A 2 -0.089855 -0.047572 0.117785 11.00000 0.13427 HKLF 4 REM 1 in P2(1)/n REM R1 = 0.0404 for 2966 Fo > 4sig(Fo) and 0.0641 for all 4046 data REM 327 parameters refined using 0 restraints END WGHT 0.0489 0.6701 REM Highest difference peak 0.221, deepest hole -0.216, 1-sigma level 0.040 Q1 1 0.1480 -0.0774 0.1801 11.00000 0.05 0.22 Q2 1 0.8992 -0.2963 0.1358 11.00000 0.05 0.19 Q3 1 0.9586 -0.2568 0.1916 11.00000 0.05 0.18 Q4 1 0.2856 -0.0595 0.0371 11.00000 0.05 0.17 Q5 1 0.7789 -0.2609 0.2600 11.00000 0.05 0.17 Q6 1 0.9095 -0.2298 0.2381 11.00000 0.05 0.17 Q7 1 0.8014 -0.3078 0.1997 11.00000 0.05 0.16 Q8 1 0.3928 0.4413 -0.0832 11.00000 0.05 0.16 Q9 1 0.0373 0.0948 0.0738 11.00000 0.05 0.15 Q10 1 0.7446 -0.2926 0.3000 11.00000 0.05 0.15 ; _shelx_res_checksum 438 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 0.0000 0.0000 0.0000 0.04707(18) Uani 1 2 d S . P . . C2 C 0.5715(4) 0.34118(17) 0.00678(19) 0.0590(8) Uani 1 1 d . . . . . C1 C 0.3788(4) 0.31822(15) 0.10983(17) 0.0591(8) Uani 1 1 d . . . . . H1B H 0.3106 0.3516 0.1399 0.071 Uiso 1 1 calc R U . . . H1A H 0.4879 0.3071 0.1396 0.071 Uiso 1 1 calc R U . . . C9 C 0.3242(4) 0.45136(15) -0.06153(16) 0.0530(7) Uani 1 1 d . . . . . C20 C 0.3489(3) -0.15354(15) 0.14049(15) 0.0481(6) Uani 1 1 d . . . . . C18 C 0.1036(4) 0.24331(16) 0.07015(17) 0.0572(7) Uani 1 1 d . . . . . H18 H 0.0402 0.2889 0.0679 0.069 Uiso 1 1 calc R U . . . C8 C 0.4819(4) 0.43669(15) -0.09551(16) 0.0527(7) Uani 1 1 d . . . . . C19 C 0.1864(4) -0.10740(15) 0.11735(16) 0.0522(7) Uani 1 1 d . . . . . C3 C 0.6050(4) 0.38350(16) -0.06312(17) 0.0557(7) Uani 1 1 d . . . . . C7 C 0.5132(4) 0.47699(18) -0.16278(18) 0.0624(8) Uani 1 1 d . . . . . C15 C 0.3642(4) 0.17415(16) 0.09816(18) 0.0622(8) Uani 1 1 d . . . . . H15 H 0.4818 0.1717 0.1153 0.075 Uiso 1 1 calc R U . . . C14 C 0.2802(4) 0.24381(15) 0.09329(15) 0.0517(7) Uani 1 1 d . . . . . C16 C 0.2742(4) 0.10765(16) 0.07758(18) 0.0624(8) Uani 1 1 d . . . . . H16 H 0.3341 0.0611 0.0815 0.075 Uiso 1 1 calc R U . . . C17 C 0.0225(4) 0.17435(15) 0.05051(16) 0.0562(7) Uani 1 1 d . . . . . H17 H -0.0962 0.1749 0.0352 0.067 Uiso 1 1 calc R U . . . C23 C 0.6490(4) -0.23918(17) 0.18128(18) 0.0637(8) Uani 1 1 d . . . . . C13 C 0.2899(4) 0.41031(16) 0.00896(17) 0.0565(7) Uani 1 1 d . . . . . C10 C 0.2057(4) 0.50361(15) -0.09326(19) 0.0625(8) Uani 1 1 d . . . . . H10 H 0.1026 0.5121 -0.0707 0.075 Uiso 1 1 calc R U . . . C25 C 0.3587(4) -0.20146(18) 0.20440(17) 0.0700(9) Uani 1 1 d . . . . . H25 H 0.2643 -0.2051 0.2337 0.084 Uiso 1 1 calc R U . . . C4 C 0.7576(4) 0.37059(19) -0.0972(2) 0.0758(9) Uani 1 1 d . . . . . H4 H 0.8388 0.3354 -0.0757 0.091 Uiso 1 1 calc R U . . . C21 C 0.4897(4) -0.15049(18) 0.09775(19) 0.0682(9) Uani 1 1 d . . . . . H21 H 0.4850 -0.1191 0.0549 0.082 Uiso 1 1 calc R U . . . C6 C 0.6718(5) 0.4620(2) -0.1958(2) 0.0799(10) Uani 1 1 d . . . . . H6 H 0.6953 0.4879 -0.2400 0.096 Uiso 1 1 calc R U . . . C11 C 0.2382(5) 0.54457(18) -0.15965(19) 0.0724(9) Uani 1 1 d . . . . . H11 H 0.1575 0.5803 -0.1805 0.087 Uiso 1 1 calc R U . . . C26 C 0.8113(5) -0.2844(2) 0.2002(2) 0.0903(11) Uani 1 1 d . . . . . H26 H 0.9015 -0.2779 0.1689 0.108 Uiso 1 1 calc R U . . . C24 C 0.5090(5) -0.2436(2) 0.22422(18) 0.0768(10) Uani 1 1 d . . . . . H24 H 0.5148 -0.2752 0.2670 0.092 Uiso 1 1 calc R U . . . C22 C 0.6384(4) -0.19328(19) 0.1173(2) 0.0765(10) Uani 1 1 d . . . . . H22 H 0.7317 -0.1910 0.0872 0.092 Uiso 1 1 calc R U . . . C5 C 0.7906(5) 0.4102(2) -0.1638(2) 0.0847(11) Uani 1 1 d . . . . . H5 H 0.8936 0.4013 -0.1863 0.102 Uiso 1 1 calc R U . . . C12 C 0.3884(5) 0.53152(19) -0.19301(19) 0.0702(9) Uani 1 1 d . . . . . H12 H 0.4098 0.5589 -0.2366 0.084 Uiso 1 1 calc R U . . . C27 C -0.2651(5) 0.0347(2) 0.1238(2) 0.0885(12) Uani 1 1 d . . . . . H27C H -0.1847 0.0643 0.1568 0.133 Uiso 1 1 calc R U . . . H27A H -0.3467 0.0093 0.1536 0.133 Uiso 1 1 calc R U . . . H27B H -0.3268 0.0682 0.0875 0.133 Uiso 1 1 calc R U . . . O4 O 0.1933(2) -0.06437(10) 0.06001(11) 0.0528(5) Uani 1 1 d . . . . . O6 O -0.1726(3) -0.02074(12) 0.08505(12) 0.0616(6) Uani 1 1 d . . . . . O2 O 0.1567(3) 0.42005(12) 0.04045(13) 0.0741(6) Uani 1 1 d . . . . . O1 O 0.6707(3) 0.29378(12) 0.03745(13) 0.0767(6) Uani 1 1 d . . . . . O3 O 0.0577(3) -0.11534(13) 0.15491(13) 0.0800(7) Uani 1 1 d . . . . . O5 O 0.8349(4) -0.32782(18) 0.25158(18) 0.1253(11) Uani 1 1 d . . . . . N2 N 0.4154(3) 0.35830(12) 0.03931(13) 0.0540(6) Uani 1 1 d . . . . . N1 N 0.1062(3) 0.10659(12) 0.05242(13) 0.0515(6) Uani 1 1 d . . . . . H6A H -0.090(6) -0.048(2) 0.118(3) 0.134(16) 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 0.0421(3) 0.0430(3) 0.0566(3) 0.00343(19) 0.0068(2) 0.00410(18) C2 0.0474(17) 0.0479(16) 0.080(2) -0.0079(15) -0.0006(15) 0.0008(14) C1 0.062(2) 0.0537(17) 0.0611(19) -0.0011(14) 0.0036(15) -0.0054(14) C9 0.0479(17) 0.0468(16) 0.0643(19) -0.0073(13) 0.0046(14) -0.0032(13) C20 0.0473(17) 0.0467(14) 0.0505(16) 0.0006(12) 0.0056(13) 0.0064(12) C18 0.0514(18) 0.0450(15) 0.076(2) -0.0007(14) 0.0095(15) 0.0052(13) C8 0.0488(17) 0.0490(15) 0.0602(18) -0.0109(13) 0.0040(14) -0.0083(13) C19 0.0530(18) 0.0484(16) 0.0550(18) -0.0050(14) 0.0041(15) 0.0095(13) C3 0.0480(18) 0.0521(16) 0.0673(19) -0.0115(14) 0.0064(15) -0.0039(13) C7 0.066(2) 0.0630(18) 0.060(2) -0.0110(15) 0.0119(17) -0.0132(16) C15 0.0464(18) 0.0551(18) 0.083(2) 0.0035(15) -0.0081(15) 0.0011(14) C14 0.0506(18) 0.0518(16) 0.0531(17) -0.0003(13) 0.0068(13) 0.0001(13) C16 0.0497(19) 0.0483(16) 0.087(2) 0.0042(15) -0.0052(16) 0.0076(13) C17 0.0463(17) 0.0516(16) 0.071(2) -0.0020(14) 0.0049(14) 0.0040(13) C23 0.0512(19) 0.0683(19) 0.070(2) 0.0050(16) -0.0010(16) 0.0078(15) C13 0.0515(19) 0.0474(15) 0.072(2) -0.0055(14) 0.0125(16) -0.0028(14) C10 0.0540(19) 0.0581(18) 0.076(2) -0.0027(16) 0.0095(16) 0.0045(14) C25 0.073(2) 0.079(2) 0.061(2) 0.0110(16) 0.0237(17) 0.0234(17) C4 0.056(2) 0.083(2) 0.091(3) -0.010(2) 0.0155(19) 0.0060(17) C21 0.059(2) 0.0682(19) 0.078(2) 0.0258(17) 0.0093(17) 0.0108(16) C6 0.083(3) 0.091(2) 0.069(2) -0.0061(19) 0.025(2) -0.012(2) C11 0.079(2) 0.062(2) 0.075(2) 0.0044(17) -0.0043(19) 0.0051(17) C26 0.078(3) 0.087(2) 0.103(3) 0.027(2) -0.005(2) 0.024(2) C24 0.091(3) 0.083(2) 0.0552(19) 0.0197(16) -0.0003(18) 0.025(2) C22 0.053(2) 0.082(2) 0.096(3) 0.0281(19) 0.0180(18) 0.0136(17) C5 0.063(2) 0.097(3) 0.098(3) -0.011(2) 0.033(2) 0.001(2) C12 0.080(3) 0.0694(19) 0.061(2) 0.0000(16) 0.0034(19) -0.0100(19) C27 0.089(3) 0.089(2) 0.093(3) 0.021(2) 0.038(2) 0.041(2) O4 0.0468(11) 0.0493(10) 0.0623(12) 0.0106(9) 0.0044(9) 0.0048(8) O6 0.0524(13) 0.0651(12) 0.0696(14) 0.0091(10) 0.0195(11) 0.0130(10) O2 0.0630(15) 0.0699(14) 0.0932(16) 0.0102(12) 0.0288(12) 0.0110(11) O1 0.0598(14) 0.0696(14) 0.1004(17) 0.0055(12) 0.0057(13) 0.0142(11) O3 0.0654(15) 0.0965(17) 0.0827(16) 0.0270(12) 0.0317(13) 0.0351(12) O5 0.117(2) 0.142(3) 0.113(2) 0.036(2) -0.0165(19) 0.044(2) N2 0.0509(15) 0.0470(13) 0.0641(15) -0.0007(11) 0.0050(12) 0.0013(11) N1 0.0441(14) 0.0458(13) 0.0641(15) 0.0026(10) 0.0026(11) 0.0013(10) 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 O4 Zn1 O4 180.0 . 3 ? O4 Zn1 O6 90.83(8) . . ? O4 Zn1 O6 89.17(8) 3 . ? O4 Zn1 O6 89.17(8) . 3 ? O4 Zn1 O6 90.83(8) 3 3 ? O6 Zn1 O6 180.0 . 3 ? O4 Zn1 N1 89.07(7) . 3 ? O4 Zn1 N1 90.93(7) 3 3 ? O6 Zn1 N1 85.42(8) . 3 ? O6 Zn1 N1 94.58(8) 3 3 ? O4 Zn1 N1 90.93(7) . . ? O4 Zn1 N1 89.07(7) 3 . ? O6 Zn1 N1 94.58(8) . . ? O6 Zn1 N1 85.42(8) 3 . ? N1 Zn1 N1 180.0 3 . ? O1 C2 N2 119.2(3) . . ? O1 C2 C3 124.0(3) . . ? N2 C2 C3 116.9(3) . . ? N2 C1 C14 111.8(2) . . ? C10 C9 C8 120.6(3) . . ? C10 C9 C13 120.1(3) . . ? C8 C9 C13 119.3(3) . . ? C21 C20 C25 118.4(3) . . ? C21 C20 C19 120.4(3) . . ? C25 C20 C19 121.2(3) . . ? C17 C18 C14 119.3(3) . . ? C3 C8 C7 120.4(3) . . ? C3 C8 C9 121.1(3) . . ? C7 C8 C9 118.5(3) . . ? O3 C19 O4 125.6(3) . . ? O3 C19 C20 118.4(3) . . ? O4 C19 C20 116.0(3) . . ? C4 C3 C8 119.9(3) . . ? C4 C3 C2 119.8(3) . . ? C8 C3 C2 120.3(3) . . ? C8 C7 C12 119.0(3) . . ? C8 C7 C6 117.9(3) . . ? C12 C7 C6 123.1(3) . . ? C14 C15 C16 120.0(3) . . ? C15 C14 C18 117.3(3) . . ? C15 C14 C1 121.0(3) . . ? C18 C14 C1 121.6(2) . . ? N1 C16 C15 123.4(3) . . ? N1 C17 C18 123.4(3) . . ? C24 C23 C22 119.4(3) . . ? C24 C23 C26 122.1(3) . . ? C22 C23 C26 118.5(3) . . ? O2 C13 N2 119.8(3) . . ? O2 C13 C9 122.4(3) . . ? N2 C13 C9 117.8(2) . . ? C9 C10 C11 120.8(3) . . ? C24 C25 C20 120.2(3) . . ? C3 C4 C5 120.4(3) . . ? C20 C21 C22 121.2(3) . . ? C5 C6 C7 121.2(3) . . ? C12 C11 C10 119.5(3) . . ? O5 C26 C23 125.3(4) . . ? C23 C24 C25 120.6(3) . . ? C23 C22 C21 120.3(3) . . ? C6 C5 C4 120.3(3) . . ? C11 C12 C7 121.5(3) . . ? C19 O4 Zn1 130.43(18) . . ? C27 O6 Zn1 127.0(2) . . ? C13 N2 C2 124.6(2) . . ? C13 N2 C1 116.9(2) . . ? C2 N2 C1 118.5(2) . . ? C16 N1 C17 116.6(2) . . ? C16 N1 Zn1 117.88(18) . . ? C17 N1 Zn1 124.72(18) . . ? 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 O4 2.0754(17) . ? Zn1 O4 2.0754(17) 3 ? Zn1 O6 2.118(2) . ? Zn1 O6 2.118(2) 3 ? Zn1 N1 2.195(2) 3 ? Zn1 N1 2.195(2) . ? C2 O1 1.217(3) . ? C2 N2 1.407(4) . ? C2 C3 1.476(4) . ? C1 N2 1.472(3) . ? C1 C14 1.514(4) . ? C9 C10 1.371(4) . ? C9 C8 1.422(4) . ? C9 C13 1.476(4) . ? C20 C21 1.373(4) . ? C20 C25 1.397(4) . ? C20 C19 1.511(4) . ? C18 C17 1.381(4) . ? C18 C14 1.384(4) . ? C8 C3 1.408(4) . ? C8 C7 1.415(4) . ? C19 O3 1.246(3) . ? C19 O4 1.261(3) . ? C3 C4 1.382(4) . ? C7 C12 1.419(5) . ? C7 C6 1.421(4) . ? C15 C14 1.371(4) . ? C15 C16 1.379(4) . ? C16 N1 1.330(3) . ? C17 N1 1.341(3) . ? C23 C24 1.371(4) . ? C23 C22 1.377(4) . ? C23 C26 1.489(4) . ? C13 O2 1.219(3) . ? C13 N2 1.395(4) . ? C10 C11 1.410(4) . ? C25 C24 1.388(4) . ? C4 C5 1.403(5) . ? C21 C22 1.383(4) . ? C6 C5 1.369(5) . ? C11 C12 1.361(4) . ? C26 O5 1.180(4) . ? C27 O6 1.409(4) . ?