# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_tks _database_code_depnum_ccdc_archive 'CCDC 873461' #TrackingRef 'Complex 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H20 O3 Zn' _chemical_formula_sum 'C19 H20 O3 Zn' _chemical_formula_weight 361.73 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' 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8426(17) _cell_length_b 8.9066(17) _cell_length_c 20.634(4) _cell_angle_alpha 90.296(4) _cell_angle_beta 91.322(3) _cell_angle_gamma 92.285(4) _cell_volume 1623.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9929 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 31.42 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 1.525 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.744 _exptl_absorpt_correction_T_max 0.808 _exptl_absorpt_process_details 'SADABAS; BRUKER; 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26833 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 0.99 _diffrn_reflns_theta_max 27.00 _reflns_number_total 7059 _reflns_number_gt 6125 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0354P)^2^+1.4964P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7059 _refine_ls_number_parameters 411 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0394 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0859 _refine_ls_wR_factor_gt 0.0812 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.022 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.81010(3) 0.07852(3) 0.855024(12) 0.02714(8) Uani 1 1 d . . . Zn2 Zn 0.41635(3) 0.33459(3) 0.644904(11) 0.02509(8) Uani 1 1 d . . . O5 O 0.98964(18) 0.09468(17) 0.91282(7) 0.0274(3) Uani 1 1 d . . . O4 O 0.83710(17) 0.29098(17) 0.83026(7) 0.0285(3) Uani 1 1 d . . . O6 O 0.93768(18) -0.01355(19) 0.77925(7) 0.0307(3) Uani 1 1 d . . . O2 O 0.20230(17) 0.35216(17) 0.66791(7) 0.0267(3) Uani 1 1 d . . . O1 O 0.40202(16) 0.49319(18) 0.58070(7) 0.0253(3) Uani 1 1 d . . . O3 O 0.49522(17) 0.48914(18) 0.72242(7) 0.0269(3) Uani 1 1 d . . . C24 C 1.0624(2) 0.2150(2) 0.93163(9) 0.0220(4) Uani 1 1 d . . . C23 C 1.1798(3) 0.1985(3) 0.97995(10) 0.0268(4) Uani 1 1 d . . . H23 H 1.2006 0.1027 0.9946 0.032 Uiso 1 1 calc R . . C22 C 1.2615(2) 0.3181(3) 1.00491(10) 0.0261(4) Uani 1 1 d . . . H22 H 1.3370 0.3025 1.0360 0.031 Uiso 1 1 calc R . . C21A C 1.2338(2) 0.4675(2) 0.98444(9) 0.0235(4) Uani 1 1 d . . . C24B C 1.1199(2) 0.4891(2) 0.93616(9) 0.0209(4) Uani 1 1 d . . . C24A C 1.0340(2) 0.3635(2) 0.90820(9) 0.0205(4) Uani 1 1 d . . . C16 C 0.9221(2) 0.3920(2) 0.85888(9) 0.0230(4) Uani 1 1 d . . . C17 C 0.9019(3) 0.5449(3) 0.83915(10) 0.0270(4) Uani 1 1 d . . . H17 H 0.8318 0.5638 0.8062 0.032 Uiso 1 1 calc R . . C18 C 0.9813(3) 0.6613(3) 0.86692(10) 0.0278(5) Uani 1 1 d . . . H18 H 0.9628 0.7587 0.8536 0.033 Uiso 1 1 calc R . . C18A C 1.0933(2) 0.6381(2) 0.91628(10) 0.0246(4) Uani 1 1 d . . . C19 C 1.1774(3) 0.7590(3) 0.94430(11) 0.0312(5) Uani 1 1 d . . . H19 H 1.1579 0.8564 0.9314 0.037 Uiso 1 1 calc R . . C20 C 1.2889(3) 0.7364(3) 0.99086(11) 0.0336(5) Uani 1 1 d . . . H20 H 1.3451 0.8176 1.0086 0.040 Uiso 1 1 calc R . . C21 C 1.3163(3) 0.5916(3) 1.01078(10) 0.0292(5) Uani 1 1 d . . . H21 H 1.3909 0.5765 1.0423 0.035 Uiso 1 1 calc R . . C25 C 0.6168(3) -0.0336(4) 0.8628(2) 0.0687(7) Uani 1 1 d . . . H25A H 0.6042 -0.0982 0.8249 0.082 Uiso 1 1 calc R . . H25B H 0.6260 -0.0988 0.9000 0.082 Uiso 1 1 calc R . . C26 C 0.4782(3) 0.0448(4) 0.8693(2) 0.0687(7) Uani 1 1 d . . . H26A H 0.4954 0.1286 0.8983 0.103 Uiso 1 1 calc R . . H26B H 0.4014 -0.0223 0.8862 0.103 Uiso 1 1 calc R . . H26C H 0.4457 0.0804 0.8276 0.103 Uiso 1 1 calc R . . C27 C 1.0926(3) 0.0358(3) 0.76753(12) 0.0389(6) Uani 1 1 d . . . H27A H 1.1615 -0.0080 0.7988 0.047 Uiso 1 1 calc R . . H27B H 1.1044 0.1444 0.7703 0.047 Uiso 1 1 calc R . . C28 C 1.1223(4) -0.0190(4) 0.69971(15) 0.0532(8) Uani 1 1 d . . . H28A H 1.1622 -0.1189 0.7003 0.064 Uiso 1 1 calc R . . H28B H 1.1927 0.0488 0.6779 0.064 Uiso 1 1 calc R . . C29 C 0.9655(4) -0.0198(3) 0.66733(12) 0.0478(7) Uani 1 1 d . . . H29A H 0.9391 0.0803 0.6540 0.057 Uiso 1 1 calc R . . H29B H 0.9587 -0.0868 0.6301 0.057 Uiso 1 1 calc R . . C30 C 0.8682(3) -0.0758(3) 0.72033(11) 0.0394(6) Uani 1 1 d . . . H30A H 0.7658 -0.0420 0.7145 0.047 Uiso 1 1 calc R . . H30B H 0.8648 -0.1848 0.7215 0.047 Uiso 1 1 calc R . . C9 C 0.1060(2) 0.4386(2) 0.64218(9) 0.0209(4) Uani 1 1 d . . . C9A C 0.1370(2) 0.5432(2) 0.59082(9) 0.0193(4) Uani 1 1 d . . . C1 C 0.2843(2) 0.5635(2) 0.56319(9) 0.0210(4) Uani 1 1 d . . . C2 C 0.3039(2) 0.6723(3) 0.51240(10) 0.0258(4) Uani 1 1 d . . . H2 H 0.3991 0.6874 0.4947 0.031 Uiso 1 1 calc R . . C3 C 0.1885(2) 0.7529(2) 0.48973(10) 0.0261(4) Uani 1 1 d . . . H3 H 0.2062 0.8230 0.4573 0.031 Uiso 1 1 calc R . . C3A C 0.0393(2) 0.7330(2) 0.51449(9) 0.0219(4) Uani 1 1 d . . . C4 C -0.0819(3) 0.8128(2) 0.48927(10) 0.0272(4) Uani 1 1 d . . . H4 H -0.0650 0.8814 0.4561 0.033 Uiso 1 1 calc R . . C5 C -0.2260(3) 0.7911(3) 0.51288(11) 0.0306(5) Uani 1 1 d . . . H5 H -0.3056 0.8439 0.4953 0.037 Uiso 1 1 calc R . . C6 C -0.2513(2) 0.6907(3) 0.56266(11) 0.0285(5) Uani 1 1 d . . . H6 H -0.3485 0.6766 0.5785 0.034 Uiso 1 1 calc R . . C6A C -0.1331(2) 0.6099(2) 0.58966(10) 0.0225(4) Uani 1 1 d . . . C9B C 0.0154(2) 0.6288(2) 0.56522(9) 0.0197(4) Uani 1 1 d . . . C7 C -0.1581(2) 0.5090(2) 0.64213(10) 0.0256(4) Uani 1 1 d . . . H7 H -0.2543 0.4981 0.6592 0.031 Uiso 1 1 calc R . . C8 C -0.0450(2) 0.4292(2) 0.66755(10) 0.0252(4) Uani 1 1 d . . . H8 H -0.0647 0.3662 0.7024 0.030 Uiso 1 1 calc R . . C12 C 0.4419(3) 0.6405(3) 0.72567(11) 0.0343(5) Uani 1 1 d . . . H12A H 0.3749 0.6599 0.6890 0.041 Uiso 1 1 calc R . . H12B H 0.5264 0.7134 0.7255 0.041 Uiso 1 1 calc R . . C13 C 0.3581(3) 0.6497(3) 0.78835(12) 0.0421(6) Uani 1 1 d . . . H13A H 0.3613 0.7515 0.8054 0.051 Uiso 1 1 calc R . . H13B H 0.2535 0.6141 0.7829 0.051 Uiso 1 1 calc R . . C14 C 0.4470(3) 0.5462(3) 0.83140(11) 0.0418(6) Uani 1 1 d . . . H14A H 0.3874 0.5106 0.8675 0.050 Uiso 1 1 calc R . . H14B H 0.5397 0.5958 0.8480 0.050 Uiso 1 1 calc R . . C15 C 0.4798(3) 0.4196(3) 0.78576(11) 0.0348(5) Uani 1 1 d . . . H15A H 0.5725 0.3723 0.7988 0.042 Uiso 1 1 calc R . . H15B H 0.3975 0.3442 0.7850 0.042 Uiso 1 1 calc R . . C10 C 0.5383(3) 0.1563(3) 0.65508(12) 0.0342(5) Uani 1 1 d . . . H10A H 0.6439 0.1889 0.6522 0.041 Uiso 1 1 calc R . . H10B H 0.5241 0.1188 0.6987 0.041 Uiso 1 1 calc R . . C11 C 0.5102(3) 0.0245(3) 0.60837(12) 0.0375(6) Uani 1 1 d . . . H11A H 0.4061 -0.0101 0.6101 0.056 Uiso 1 1 calc R . . H11B H 0.5743 -0.0557 0.6205 0.056 Uiso 1 1 calc R . . H11C H 0.5324 0.0561 0.5651 0.056 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 0.02391(14) 0.02550(15) 0.03172(14) -0.00375(10) 0.00011(10) -0.00157(10) Zn2 0.02422(13) 0.02511(14) 0.02653(13) -0.00097(9) 0.00095(9) 0.00818(10) O5 0.0347(8) 0.0211(8) 0.0262(8) -0.0011(6) -0.0056(6) -0.0001(6) O4 0.0288(8) 0.0259(8) 0.0305(8) 0.0000(6) -0.0067(6) 0.0001(6) O6 0.0291(8) 0.0376(9) 0.0254(8) -0.0058(6) -0.0039(6) 0.0027(7) O2 0.0237(7) 0.0289(8) 0.0280(8) 0.0071(6) 0.0020(6) 0.0049(6) O1 0.0201(7) 0.0330(9) 0.0232(7) 0.0019(6) 0.0031(5) 0.0054(6) O3 0.0281(8) 0.0306(9) 0.0224(7) 0.0001(6) 0.0021(6) 0.0043(6) C24 0.0242(10) 0.0238(11) 0.0183(9) -0.0017(7) 0.0023(7) 0.0025(8) C23 0.0323(12) 0.0247(11) 0.0235(10) 0.0008(8) -0.0014(8) 0.0059(9) C22 0.0248(10) 0.0328(12) 0.0208(10) -0.0016(8) -0.0025(8) 0.0040(9) C21A 0.0220(10) 0.0274(11) 0.0211(10) -0.0032(8) 0.0058(7) -0.0003(8) C24B 0.0203(9) 0.0227(10) 0.0201(9) -0.0015(7) 0.0068(7) 0.0005(8) C24A 0.0214(10) 0.0218(10) 0.0185(9) 0.0005(7) 0.0041(7) 0.0028(8) C16 0.0225(10) 0.0244(11) 0.0222(10) 0.0003(8) 0.0039(8) 0.0017(8) C17 0.0281(11) 0.0290(12) 0.0243(10) 0.0051(8) 0.0013(8) 0.0061(9) C18 0.0325(12) 0.0215(11) 0.0302(11) 0.0047(8) 0.0084(9) 0.0059(9) C18A 0.0255(10) 0.0247(11) 0.0241(10) -0.0001(8) 0.0092(8) 0.0003(8) C19 0.0359(13) 0.0233(12) 0.0345(12) -0.0016(9) 0.0096(9) -0.0024(9) C20 0.0351(13) 0.0293(13) 0.0357(12) -0.0097(9) 0.0055(10) -0.0101(10) C21 0.0258(11) 0.0357(13) 0.0257(10) -0.0062(9) 0.0020(8) -0.0026(9) C25 0.0307(11) 0.0485(14) 0.126(2) -0.0128(14) 0.0086(12) -0.0093(10) C26 0.0307(11) 0.0485(14) 0.126(2) -0.0128(14) 0.0086(12) -0.0093(10) C27 0.0310(13) 0.0470(16) 0.0387(13) 0.0040(11) 0.0032(10) 0.0007(11) C28 0.0640(19) 0.0427(17) 0.0547(17) 0.0016(13) 0.0298(15) 0.0090(14) C29 0.081(2) 0.0330(15) 0.0289(13) -0.0036(10) 0.0034(13) -0.0015(14) C30 0.0530(16) 0.0372(14) 0.0274(12) -0.0072(10) -0.0093(10) 0.0020(12) C9 0.0228(10) 0.0203(10) 0.0196(9) -0.0033(7) 0.0008(7) 0.0002(8) C9A 0.0200(9) 0.0198(10) 0.0180(9) -0.0031(7) 0.0009(7) 0.0001(8) C1 0.0208(10) 0.0236(10) 0.0186(9) -0.0040(7) 0.0018(7) 0.0023(8) C2 0.0238(10) 0.0320(12) 0.0215(10) 0.0017(8) 0.0047(8) -0.0015(9) C3 0.0314(11) 0.0262(11) 0.0205(10) 0.0027(8) 0.0017(8) -0.0020(9) C3A 0.0258(10) 0.0193(10) 0.0203(9) -0.0048(7) -0.0023(7) 0.0010(8) C4 0.0350(12) 0.0227(11) 0.0241(10) -0.0011(8) -0.0049(8) 0.0052(9) C5 0.0272(11) 0.0277(12) 0.0371(12) -0.0051(9) -0.0089(9) 0.0098(9) C6 0.0210(10) 0.0282(12) 0.0365(12) -0.0064(9) -0.0012(8) 0.0039(9) C6A 0.0201(10) 0.0199(10) 0.0273(10) -0.0058(8) -0.0004(8) 0.0004(8) C9B 0.0207(10) 0.0187(10) 0.0195(9) -0.0052(7) -0.0010(7) 0.0007(8) C7 0.0196(10) 0.0271(11) 0.0300(11) -0.0039(8) 0.0061(8) -0.0021(8) C8 0.0248(10) 0.0242(11) 0.0266(10) 0.0009(8) 0.0063(8) -0.0026(8) C12 0.0419(14) 0.0312(13) 0.0296(12) -0.0060(9) -0.0004(10) 0.0032(10) C13 0.0347(13) 0.0549(17) 0.0374(13) -0.0152(11) 0.0011(10) 0.0103(12) C14 0.0353(13) 0.0663(19) 0.0240(12) -0.0027(11) 0.0033(9) 0.0015(12) C15 0.0330(12) 0.0454(15) 0.0254(11) 0.0069(10) -0.0026(9) -0.0020(11) C10 0.0363(13) 0.0331(13) 0.0342(12) -0.0006(9) 0.0002(10) 0.0148(10) C11 0.0395(14) 0.0307(13) 0.0432(14) -0.0019(10) 0.0062(10) 0.0107(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C25 1.955(3) . ? Zn1 O5 1.9637(15) . ? Zn1 O4 1.9694(16) . ? Zn1 O6 2.1288(16) . ? Zn2 O1 1.9475(15) . ? Zn2 C10 1.964(2) . ? Zn2 O2 1.9740(15) . ? Zn2 O3 2.1884(15) . ? O5 C24 1.281(3) . ? O4 C16 1.282(3) . ? O6 C27 1.448(3) . ? O6 C30 1.447(3) . ? O2 C9 1.279(2) . ? O1 C1 1.281(2) . ? O3 C12 1.448(3) . ? O3 C15 1.456(3) . ? C24 C23 1.435(3) . ? C24 C24A 1.440(3) . ? C23 C22 1.356(3) . ? C23 H23 0.9300 . ? C22 C21A 1.426(3) . ? C22 H22 0.9300 . ? C21A C21 1.401(3) . ? C21A C24B 1.419(3) . ? C24B C18A 1.418(3) . ? C24B C24A 1.437(3) . ? C24A C16 1.434(3) . ? C16 C17 1.440(3) . ? C17 C18 1.347(3) . ? C17 H17 0.9300 . ? C18 C18A 1.426(3) . ? C18 H18 0.9300 . ? C18A C19 1.399(3) . ? C19 C20 1.382(4) . ? C19 H19 0.9300 . ? C20 C21 1.384(4) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C25 C26 1.443(4) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 C28 1.512(4) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.526(5) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.483(4) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C9 C9A 1.438(3) . ? C9 C8 1.445(3) . ? C9A C9B 1.435(3) . ? C9A C1 1.440(3) . ? C1 C2 1.440(3) . ? C2 C3 1.347(3) . ? C2 H2 0.9300 . ? C3 C3A 1.430(3) . ? C3 H3 0.9300 . ? C3A C4 1.401(3) . ? C3A C9B 1.417(3) . ? C4 C5 1.382(3) . ? C4 H4 0.9300 . ? C5 C6 1.382(3) . ? C5 H5 0.9300 . ? C6 C6A 1.400(3) . ? C6 H6 0.9300 . ? C6A C9B 1.422(3) . ? C6A C7 1.426(3) . ? C7 C8 1.348(3) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C12 C13 1.509(3) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.514(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.507(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C10 C11 1.524(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? 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 C25 Zn1 O5 131.56(14) . . ? C25 Zn1 O4 126.04(12) . . ? O5 Zn1 O4 91.16(6) . . ? C25 Zn1 O6 110.30(12) . . ? O5 Zn1 O6 91.56(6) . . ? O4 Zn1 O6 97.20(7) . . ? O1 Zn2 C10 135.02(9) . . ? O1 Zn2 O2 91.78(6) . . ? C10 Zn2 O2 126.67(9) . . ? O1 Zn2 O3 93.66(6) . . ? C10 Zn2 O3 105.44(8) . . ? O2 Zn2 O3 92.50(6) . . ? C24 O5 Zn1 127.40(14) . . ? C16 O4 Zn1 126.93(14) . . ? C27 O6 C30 109.91(18) . . ? C27 O6 Zn1 122.29(14) . . ? C30 O6 Zn1 122.75(15) . . ? C9 O2 Zn2 127.25(13) . . ? C1 O1 Zn2 127.83(13) . . ? C12 O3 C15 108.89(17) . . ? C12 O3 Zn2 120.91(13) . . ? C15 O3 Zn2 111.09(14) . . ? O5 C24 C23 116.76(19) . . ? O5 C24 C24A 124.85(19) . . ? C23 C24 C24A 118.39(19) . . ? C22 C23 C24 122.1(2) . . ? C22 C23 H23 119.0 . . ? C24 C23 H23 119.0 . . ? C23 C22 C21A 121.3(2) . . ? C23 C22 H22 119.4 . . ? C21A C22 H22 119.4 . . ? C21 C21A C24B 119.9(2) . . ? C21 C21A C22 121.5(2) . . ? C24B C21A C22 118.63(19) . . ? C18A C24B C21A 118.10(19) . . ? C18A C24B C24A 120.95(19) . . ? C21A C24B C24A 120.94(19) . . ? C16 C24A C24B 118.47(19) . . ? C16 C24A C24 122.89(19) . . ? C24B C24A C24 118.64(18) . . ? O4 C16 C17 116.48(19) . . ? O4 C16 C24A 124.99(19) . . ? C17 C16 C24A 118.53(19) . . ? C18 C17 C16 122.1(2) . . ? C18 C17 H17 119.0 . . ? C16 C17 H17 119.0 . . ? C17 C18 C18A 121.2(2) . . ? C17 C18 H18 119.4 . . ? C18A C18 H18 119.4 . . ? C19 C18A C24B 120.2(2) . . ? C19 C18A C18 121.1(2) . . ? C24B C18A C18 118.7(2) . . ? C20 C19 C18A 121.2(2) . . ? C20 C19 H19 119.4 . . ? C18A C19 H19 119.4 . . ? C19 C20 C21 119.4(2) . . ? C19 C20 H20 120.3 . . ? C21 C20 H20 120.3 . . ? C20 C21 C21A 121.3(2) . . ? C20 C21 H21 119.3 . . ? C21A C21 H21 119.3 . . ? C26 C25 Zn1 120.4(2) . . ? C26 C25 H25A 107.2 . . ? Zn1 C25 H25A 107.2 . . ? C26 C25 H25B 107.2 . . ? Zn1 C25 H25B 107.2 . . ? H25A C25 H25B 106.9 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O6 C27 C28 104.7(2) . . ? O6 C27 H27A 110.8 . . ? C28 C27 H27A 110.8 . . ? O6 C27 H27B 110.8 . . ? C28 C27 H27B 110.8 . . ? H27A C27 H27B 108.9 . . ? C27 C28 C29 102.6(2) . . ? C27 C28 H28A 111.2 . . ? C29 C28 H28A 111.2 . . ? C27 C28 H28B 111.2 . . ? C29 C28 H28B 111.2 . . ? H28A C28 H28B 109.2 . . ? C30 C29 C28 101.7(2) . . ? C30 C29 H29A 111.4 . . ? C28 C29 H29A 111.4 . . ? C30 C29 H29B 111.4 . . ? C28 C29 H29B 111.4 . . ? H29A C29 H29B 109.3 . . ? O6 C30 C29 105.2(2) . . ? O6 C30 H30A 110.7 . . ? C29 C30 H30A 110.7 . . ? O6 C30 H30B 110.7 . . ? C29 C30 H30B 110.7 . . ? H30A C30 H30B 108.8 . . ? O2 C9 C9A 125.17(18) . . ? O2 C9 C8 116.48(18) . . ? C9A C9 C8 118.35(18) . . ? C9 C9A C9B 118.72(18) . . ? C9 C9A C1 122.68(18) . . ? C9B C9A C1 118.59(18) . . ? O1 C1 C9A 125.16(19) . . ? O1 C1 C2 116.48(18) . . ? C9A C1 C2 118.36(18) . . ? C3 C2 C1 121.97(19) . . ? C3 C2 H2 119.0 . . ? C1 C2 H2 119.0 . . ? C2 C3 C3A 121.5(2) . . ? C2 C3 H3 119.3 . . ? C3A C3 H3 119.3 . . ? C4 C3A C9B 120.06(19) . . ? C4 C3A C3 121.5(2) . . ? C9B C3A C3 118.45(19) . . ? C5 C4 C3A 121.0(2) . . ? C5 C4 H4 119.5 . . ? C3A C4 H4 119.5 . . ? C4 C5 C6 119.7(2) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C6 C6A 121.0(2) . . ? C5 C6 H6 119.5 . . ? C6A C6 H6 119.5 . . ? C6 C6A C9B 120.0(2) . . ? C6 C6A C7 121.2(2) . . ? C9B C6A C7 118.83(19) . . ? C3A C9B C6A 118.13(18) . . ? C3A C9B C9A 121.12(18) . . ? C6A C9B C9A 120.75(18) . . ? C8 C7 C6A 121.34(19) . . ? C8 C7 H7 119.3 . . ? C6A C7 H7 119.3 . . ? C7 C8 C9 121.9(2) . . ? C7 C8 H8 119.1 . . ? C9 C8 H8 119.1 . . ? O3 C12 C13 105.8(2) . . ? O3 C12 H12A 110.6 . . ? C13 C12 H12A 110.6 . . ? O3 C12 H12B 110.6 . . ? C13 C12 H12B 110.6 . . ? H12A C12 H12B 108.7 . . ? C14 C13 C12 101.6(2) . . ? C14 C13 H13A 111.5 . . ? C12 C13 H13A 111.5 . . ? C14 C13 H13B 111.5 . . ? C12 C13 H13B 111.5 . . ? H13A C13 H13B 109.3 . . ? C13 C14 C15 102.38(19) . . ? C13 C14 H14A 111.3 . . ? C15 C14 H14A 111.3 . . ? C13 C14 H14B 111.3 . . ? C15 C14 H14B 111.3 . . ? H14A C14 H14B 109.2 . . ? O3 C15 C14 105.3(2) . . ? O3 C15 H15A 110.7 . . ? C14 C15 H15A 110.7 . . ? O3 C15 H15B 110.7 . . ? C14 C15 H15B 110.7 . . ? H15A C15 H15B 108.8 . . ? C11 C10 Zn2 118.91(17) . . ? C11 C10 H10A 107.6 . . ? Zn2 C10 H10A 107.6 . . ? C11 C10 H10B 107.6 . . ? Zn2 C10 H10B 107.6 . . ? H10A C10 H10B 107.0 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.751 _refine_diff_density_min -0.854 _refine_diff_density_rms 0.065 data_complex2 _database_code_depnum_ccdc_archive 'CCDC 873462' #TrackingRef '10365_web_deposit_cif_file_1_TamalKumarSen_1332835074.tks.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H28 N2 O2 Zn, C4 H8 O' _chemical_formula_sum 'C36 H36 N2 O3 Zn' _chemical_formula_weight 610.05 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 _symmetry_space_group_name_Hall 'C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 15.731(2) _cell_length_b 8.6745(12) _cell_length_c 11.5672(16) _cell_angle_alpha 90.00 _cell_angle_beta 106.024(3) _cell_angle_gamma 90.00 _cell_volume 1517.1(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3724 _cell_measurement_theta_min 2.69 _cell_measurement_theta_max 32.45 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.270 _exptl_crystal_size_min 0.150 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640 _exptl_absorpt_coefficient_mu 0.844 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.776 _exptl_absorpt_correction_T_max 0.881 _exptl_absorpt_process_details 'SADABS; BRUKER, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6598 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0482 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 26.99 _reflns_number_total 2836 _reflns_number_gt 2767 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0231P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.010(9) _refine_ls_number_reflns 2836 _refine_ls_number_parameters 193 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0265 _refine_ls_R_factor_gt 0.0253 _refine_ls_wR_factor_ref 0.0581 _refine_ls_wR_factor_gt 0.0575 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 1.0000 0.26148(3) 0.5000 0.01663(9) Uani 1 2 d S . . O1 O 0.98358(8) 0.38666(17) 0.62987(11) 0.0180(3) Uani 1 1 d . . . O2 O 1.0000 0.7303(3) 1.0000 0.0292(6) Uani 1 2 d S . . N1 N 0.88299(11) 0.1621(2) 0.46585(13) 0.0212(4) Uani 1 1 d . . . C14 C 0.85452(15) 0.0770(3) 0.35005(17) 0.0293(5) Uani 1 1 d . . . H14 H 0.8143 -0.0061 0.3582 0.035 Uiso 1 1 calc R . . C15 C 0.93507(17) 0.0061(4) 0.3211(2) 0.0452(7) Uani 1 1 d . . . H15A H 0.9733 0.0867 0.3082 0.068 Uiso 1 1 calc R . . H15B H 0.9161 -0.0558 0.2498 0.068 Uiso 1 1 calc R . . H15C H 0.9665 -0.0573 0.3871 0.068 Uiso 1 1 calc R . . C16 C 0.80543(18) 0.1854(3) 0.25129(18) 0.0419(7) Uani 1 1 d . . . H16A H 0.7557 0.2291 0.2725 0.063 Uiso 1 1 calc R . . H16B H 0.7851 0.1294 0.1772 0.063 Uiso 1 1 calc R . . H16C H 0.8444 0.2665 0.2416 0.063 Uiso 1 1 calc R . . C13 C 0.82839(12) 0.1734(3) 0.53494(16) 0.0194(4) Uani 1 1 d . . . C12 C 0.74136(15) 0.1035(3) 0.49882(19) 0.0297(5) Uani 1 1 d . . . H12 H 0.7202 0.0672 0.4205 0.036 Uiso 1 1 calc R . . C11 C 0.68994(14) 0.0890(3) 0.5738(2) 0.0302(5) Uani 1 1 d . . . H11 H 0.6356 0.0394 0.5472 0.036 Uiso 1 1 calc R . . C10 C 0.71726(13) 0.1486(3) 0.69399(18) 0.0221(4) Uani 1 1 d . . . C1 C 0.79577(11) 0.2361(3) 0.72969(15) 0.0166(5) Uani 1 1 d . . . C6 C 0.81615(12) 0.3086(2) 0.84368(16) 0.0188(5) Uani 1 1 d . . . C5 C 0.89050(12) 0.4068(3) 0.87851(16) 0.0212(5) Uani 1 1 d . . . H5 H 0.9039 0.4557 0.9529 0.025 Uiso 1 1 calc R . . C4 C 0.94234(12) 0.4301(3) 0.80414(16) 0.0209(5) Uani 1 1 d . . . H4 H 0.9897 0.4981 0.8278 0.025 Uiso 1 1 calc R . . C3 C 0.92689(11) 0.3538(3) 0.68992(15) 0.0151(4) Uani 1 1 d . . . C2 C 0.85305(10) 0.2544(4) 0.65113(13) 0.0156(3) Uani 1 1 d . . . C7 C 0.76089(12) 0.2839(3) 0.92061(16) 0.0250(6) Uani 1 1 d . . . H7 H 0.7753 0.3299 0.9962 0.030 Uiso 1 1 calc R . . C8 C 0.68689(13) 0.1937(3) 0.88543(19) 0.0267(5) Uani 1 1 d . . . H8 H 0.6521 0.1769 0.9374 0.032 Uiso 1 1 calc R . . C9 C 0.66403(14) 0.1274(3) 0.77177(19) 0.0272(5) Uani 1 1 d . . . H9 H 0.6129 0.0683 0.7471 0.033 Uiso 1 1 calc R . . C18 C 0.9561(2) 0.9840(4) 0.9542(3) 0.0633(9) Uani 1 1 d . . . H18A H 0.9538 1.0604 0.8921 0.076 Uiso 1 1 calc R . . H18B H 0.9086 1.0035 0.9908 0.076 Uiso 1 1 calc R . . C17 C 0.95117(16) 0.8238(3) 0.9047(2) 0.0389(7) Uani 1 1 d . . . H17A H 0.8902 0.7894 0.8777 0.047 Uiso 1 1 calc R . . H17B H 0.9766 0.8198 0.8373 0.047 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 0.01935(14) 0.01672(18) 0.01498(12) 0.000 0.00669(10) 0.000 O1 0.0175(6) 0.0202(9) 0.0184(6) -0.0030(6) 0.0084(5) -0.0056(6) O2 0.0373(11) 0.0220(19) 0.0306(10) 0.000 0.0133(9) 0.000 N1 0.0270(9) 0.0214(11) 0.0157(7) -0.0040(7) 0.0064(7) -0.0066(8) C14 0.0393(13) 0.0268(15) 0.0225(10) -0.0098(9) 0.0096(9) -0.0161(11) C15 0.0587(17) 0.0423(19) 0.0405(13) -0.0254(13) 0.0238(13) -0.0152(14) C16 0.0583(16) 0.0428(18) 0.0181(10) -0.0050(10) -0.0006(10) -0.0198(14) C13 0.0209(10) 0.0170(12) 0.0185(8) 0.0023(8) 0.0024(7) -0.0036(9) C12 0.0285(11) 0.0354(15) 0.0231(9) -0.0077(10) 0.0038(8) -0.0146(11) C11 0.0211(10) 0.0303(15) 0.0364(11) -0.0026(11) 0.0031(9) -0.0136(10) C10 0.0200(10) 0.0178(12) 0.0301(10) 0.0033(9) 0.0098(8) -0.0027(9) C1 0.0155(8) 0.0147(16) 0.0196(7) 0.0038(9) 0.0048(6) 0.0041(8) C6 0.0162(8) 0.0194(13) 0.0216(8) 0.0033(8) 0.0065(7) 0.0027(8) C5 0.0220(10) 0.0257(13) 0.0169(9) -0.0047(8) 0.0071(8) -0.0007(9) C4 0.0158(9) 0.0263(13) 0.0207(9) -0.0071(9) 0.0054(8) -0.0064(9) C3 0.0138(8) 0.0165(11) 0.0145(8) 0.0015(8) 0.0032(7) 0.0012(8) C2 0.0162(7) 0.0146(10) 0.0159(7) -0.0012(13) 0.0039(6) -0.0023(13) C7 0.0282(9) 0.0276(18) 0.0236(8) 0.0044(11) 0.0147(7) 0.0043(11) C8 0.0258(11) 0.0243(12) 0.0377(11) 0.0075(10) 0.0216(9) 0.0038(9) C9 0.0202(10) 0.0235(14) 0.0416(12) 0.0068(10) 0.0147(9) -0.0029(9) C18 0.082(2) 0.048(2) 0.0684(19) 0.0257(17) 0.0346(16) 0.0299(18) C17 0.0340(12) 0.0457(19) 0.0337(12) 0.0047(11) 0.0036(10) -0.0039(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 O1 1.9279(13) . ? Zn1 O1 1.9279(13) 2_756 ? Zn1 N1 1.9713(17) . ? Zn1 N1 1.9713(17) 2_756 ? O1 C3 1.3043(19) . ? O2 C17 1.412(3) . ? O2 C17 1.412(3) 2_757 ? N1 C13 1.329(2) . ? N1 C14 1.486(2) . ? C14 C16 1.516(4) . ? C14 C15 1.527(3) . ? C14 H14 0.9800 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C13 C12 1.449(3) . ? C13 C2 1.470(3) . ? C12 C11 1.346(3) . ? C12 H12 0.9300 . ? C11 C10 1.433(3) . ? C11 H11 0.9300 . ? C10 C9 1.400(2) . ? C10 C1 1.411(3) . ? C1 C6 1.415(3) . ? C1 C2 1.454(2) . ? C6 C5 1.413(3) . ? C6 C7 1.421(2) . ? C5 C4 1.354(2) . ? C5 H5 0.9300 . ? C4 C3 1.437(3) . ? C4 H4 0.9300 . ? C3 C2 1.416(3) . ? C7 C8 1.368(3) . ? C7 H7 0.9300 . ? C8 C9 1.388(3) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C18 C18 1.492(7) 2_757 ? C18 C17 1.497(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? 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 O1 Zn1 O1 111.44(8) . 2_756 ? O1 Zn1 N1 94.82(6) . . ? O1 Zn1 N1 114.13(6) 2_756 . ? O1 Zn1 N1 114.13(6) . 2_756 ? O1 Zn1 N1 94.82(6) 2_756 2_756 ? N1 Zn1 N1 128.12(11) . 2_756 ? C3 O1 Zn1 123.38(13) . . ? C17 O2 C17 109.9(3) . 2_757 ? C13 N1 C14 119.67(17) . . ? C13 N1 Zn1 124.74(14) . . ? C14 N1 Zn1 115.48(12) . . ? N1 C14 C16 109.6(2) . . ? N1 C14 C15 109.63(18) . . ? C16 C14 C15 111.45(19) . . ? N1 C14 H14 108.7 . . ? C16 C14 H14 108.7 . . ? C15 C14 H14 108.7 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N1 C13 C12 120.77(18) . . ? N1 C13 C2 122.28(17) . . ? C12 C13 C2 116.95(16) . . ? C11 C12 C13 122.8(2) . . ? C11 C12 H12 118.6 . . ? C13 C12 H12 118.6 . . ? C12 C11 C10 121.3(2) . . ? C12 C11 H11 119.4 . . ? C10 C11 H11 119.4 . . ? C9 C10 C1 120.88(19) . . ? C9 C10 C11 120.2(2) . . ? C1 C10 C11 118.81(16) . . ? C10 C1 C6 117.81(14) . . ? C10 C1 C2 121.28(18) . . ? C6 C1 C2 120.90(19) . . ? C5 C6 C1 119.36(15) . . ? C5 C6 C7 120.90(18) . . ? C1 C6 C7 119.73(18) . . ? C4 C5 C6 120.36(18) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C5 C4 C3 122.45(19) . . ? C5 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? O1 C3 C2 125.87(16) . . ? O1 C3 C4 114.95(17) . . ? C2 C3 C4 119.17(15) . . ? C3 C2 C1 117.64(18) . . ? C3 C2 C13 124.51(14) . . ? C1 C2 C13 117.80(19) . . ? C8 C7 C6 121.14(19) . . ? C8 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? C7 C8 C9 119.69(16) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C8 C9 C10 120.6(2) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? C18 C18 C17 102.21(19) 2_757 . ? C18 C18 H18A 111.3 2_757 . ? C17 C18 H18A 111.3 . . ? C18 C18 H18B 111.3 2_757 . ? C17 C18 H18B 111.3 . . ? H18A C18 H18B 109.2 . . ? O2 C17 C18 106.0(2) . . ? O2 C17 H17A 110.5 . . ? C18 C17 H17A 110.5 . . ? O2 C17 H17B 110.5 . . ? C18 C17 H17B 110.5 . . ? H17A C17 H17B 108.7 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.325 _refine_diff_density_min -0.233 _refine_diff_density_rms 0.050 data_complex3 _database_code_depnum_ccdc_archive 'CCDC 873463' #TrackingRef 'Complex 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H46 N2 O2 Zn2' _chemical_formula_sum 'C42 H46 N2 O2 Zn2' _chemical_formula_weight 741.59 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0529(16) _cell_length_b 9.7356(17) _cell_length_c 10.5930(18) _cell_angle_alpha 108.236(3) _cell_angle_beta 102.958(3) _cell_angle_gamma 95.965(3) _cell_volume 848.7(3) _cell_formula_units_Z 1 _cell_measurement_temperature 150 _cell_measurement_reflns_used 9193 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 28.29 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.451 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 388 _exptl_absorpt_coefficient_mu 1.454 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.668 _exptl_absorpt_correction_T_max 0.795 _exptl_absorpt_process_details 'SADABS; BRUKER, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13708 _diffrn_reflns_av_R_equivalents 0.0163 _diffrn_reflns_av_sigmaI/netI 0.0149 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 27.00 _reflns_number_total 3719 _reflns_number_gt 3463 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; without any geometry problem except complex 3. In case of complex 3 an undefined electron density generated near to oxygen atom from the distance of 0.976 , if we consider that thing into account its hampering the whole geometry of the molecule due to that problem we could not consider that electron density Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0814P)^2^+1.6841P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3719 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0485 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.1275 _refine_ls_wR_factor_gt 0.1246 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.47294(3) 0.14900(3) 0.09218(3) 0.01800(13) Uani 1 1 d . . . O1 O 0.4267(2) -0.0600(2) 0.0798(2) 0.0195(4) Uani 1 1 d . . . N1 N 0.6603(3) 0.1886(2) 0.2521(2) 0.0171(4) Uani 1 1 d . . . C1 C 0.4605(3) -0.1036(3) 0.1870(3) 0.0186(5) Uani 1 1 d . . . C9A C 0.5858(3) -0.0323(3) 0.3062(3) 0.0179(5) Uani 1 1 d . . . C9B C 0.6126(3) -0.1017(3) 0.4094(3) 0.0163(5) Uani 1 1 d . . . C6A C 0.7433(3) -0.0429(3) 0.5272(3) 0.0215(6) Uani 1 1 d . . . C7 C 0.8516(4) 0.0796(3) 0.5365(3) 0.0258(6) Uani 1 1 d . . . H7 H 0.9408 0.1135 0.6096 0.031 Uiso 1 1 calc R . . C8 C 0.8294(3) 0.1474(3) 0.4440(3) 0.0243(6) Uani 1 1 d . . . H8 H 0.9054 0.2247 0.4535 0.029 Uiso 1 1 calc R . . C9 C 0.6907(3) 0.1054(3) 0.3285(3) 0.0174(5) Uani 1 1 d . . . C10 C 0.7712(3) 0.3256(3) 0.2835(3) 0.0188(5) Uani 1 1 d . . . H10 H 0.8155 0.3683 0.3838 0.023 Uiso 1 1 calc R . . C15 C 0.6909(3) 0.4383(3) 0.2352(3) 0.0219(6) Uani 1 1 d . . . H15A H 0.6434 0.3967 0.1364 0.026 Uiso 1 1 calc R . . H15B H 0.6103 0.4615 0.2808 0.026 Uiso 1 1 calc R . . C14 C 0.8071(4) 0.5787(3) 0.2687(3) 0.0255(6) Uani 1 1 d . . . H14A H 0.7548 0.6482 0.2361 0.031 Uiso 1 1 calc R . . H14B H 0.8494 0.6234 0.3680 0.031 Uiso 1 1 calc R . . C13 C 0.9372(4) 0.5470(3) 0.2019(3) 0.0280(6) Uani 1 1 d . . . H13A H 1.0119 0.6372 0.2293 0.034 Uiso 1 1 calc R . . H13B H 0.8963 0.5122 0.1023 0.034 Uiso 1 1 calc R . . C12 C 1.0170(4) 0.4312(3) 0.2443(4) 0.0289(7) Uani 1 1 d . . . H12A H 1.0933 0.4068 0.1938 0.035 Uiso 1 1 calc R . . H12B H 1.0704 0.4718 0.3420 0.035 Uiso 1 1 calc R . . C11 C 0.9029(3) 0.2917(3) 0.2161(3) 0.0228(6) Uani 1 1 d . . . H11A H 0.9566 0.2248 0.2518 0.027 Uiso 1 1 calc R . . H11B H 0.8602 0.2434 0.1172 0.027 Uiso 1 1 calc R . . C6 C 0.7675(4) -0.1102(4) 0.6275(3) 0.0299(7) Uani 1 1 d . . . H6 H 0.8528 -0.0712 0.7042 0.036 Uiso 1 1 calc R . . C5 C 0.6653(4) -0.2346(4) 0.6136(3) 0.0327(7) Uani 1 1 d . . . H5 H 0.6819 -0.2777 0.6812 0.039 Uiso 1 1 calc R . . C4 C 0.5410(4) -0.2929(4) 0.5007(4) 0.0293(7) Uani 1 1 d . . . H4 H 0.4736 -0.3764 0.4918 0.035 Uiso 1 1 calc R . . C4A C 0.5127(4) -0.2292(3) 0.3978(3) 0.0220(6) Uani 1 1 d . . . C3 C 0.3848(4) -0.2940(3) 0.2770(3) 0.0250(6) Uani 1 1 d . . . H3 H 0.3169 -0.3775 0.2671 0.030 Uiso 1 1 calc R . . C2 C 0.3632(4) -0.2329(3) 0.1772(3) 0.0241(6) Uani 1 1 d . . . H2 H 0.2809 -0.2776 0.0987 0.029 Uiso 1 1 calc R . . C16 C 0.3111(3) 0.2531(3) 0.0295(3) 0.0243(6) Uani 1 1 d . . . H16A H 0.3030 0.3325 0.1088 0.029 Uiso 1 1 calc R . . H16B H 0.3423 0.2968 -0.0333 0.029 Uiso 1 1 calc R . . C17 C 0.1531(4) 0.1548(4) -0.0425(4) 0.0404(8) Uani 1 1 d . . . H17A H 0.1582 0.0797 -0.1247 0.061 Uiso 1 1 calc R . . H17B H 0.0795 0.2129 -0.0666 0.061 Uiso 1 1 calc R . . H17C H 0.1218 0.1097 0.0184 0.061 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 0.01764(19) 0.01795(19) 0.01777(19) 0.00669(13) 0.00302(12) 0.00299(12) O1 0.0219(10) 0.0191(9) 0.0164(9) 0.0062(7) 0.0047(7) 0.0003(7) N1 0.0179(11) 0.0162(10) 0.0159(10) 0.0045(8) 0.0041(8) 0.0023(8) C1 0.0224(13) 0.0176(12) 0.0175(12) 0.0061(10) 0.0087(10) 0.0043(10) C9A 0.0199(13) 0.0196(12) 0.0166(12) 0.0070(10) 0.0072(10) 0.0073(10) C9B 0.0202(12) 0.0170(12) 0.0147(11) 0.0053(10) 0.0087(10) 0.0089(10) C6A 0.0235(14) 0.0252(14) 0.0174(12) 0.0064(11) 0.0067(11) 0.0121(11) C7 0.0244(14) 0.0278(15) 0.0209(13) 0.0057(11) 0.0008(11) 0.0078(12) C8 0.0209(14) 0.0240(14) 0.0229(14) 0.0064(11) -0.0002(11) 0.0018(11) C9 0.0198(12) 0.0187(12) 0.0144(11) 0.0050(10) 0.0065(10) 0.0056(10) C10 0.0203(13) 0.0150(12) 0.0178(12) 0.0031(10) 0.0039(10) 0.0008(10) C15 0.0203(13) 0.0169(12) 0.0269(14) 0.0057(11) 0.0064(11) 0.0031(10) C14 0.0277(15) 0.0145(12) 0.0313(15) 0.0056(11) 0.0064(12) 0.0020(11) C13 0.0288(15) 0.0197(13) 0.0336(16) 0.0078(12) 0.0104(13) -0.0035(12) C12 0.0199(14) 0.0230(14) 0.0394(17) 0.0058(13) 0.0088(12) -0.0006(11) C11 0.0196(13) 0.0182(13) 0.0300(15) 0.0063(11) 0.0080(11) 0.0040(10) C6 0.0340(17) 0.0385(18) 0.0224(14) 0.0134(13) 0.0072(12) 0.0203(14) C5 0.050(2) 0.0378(18) 0.0312(16) 0.0257(14) 0.0242(15) 0.0271(16) C4 0.0408(18) 0.0268(15) 0.0363(17) 0.0195(13) 0.0249(15) 0.0167(13) C4A 0.0293(15) 0.0186(13) 0.0261(14) 0.0096(11) 0.0175(12) 0.0105(11) C3 0.0299(15) 0.0188(13) 0.0317(15) 0.0117(12) 0.0154(13) 0.0027(11) C2 0.0288(15) 0.0212(13) 0.0194(13) 0.0050(11) 0.0065(11) -0.0006(11) C16 0.0255(14) 0.0248(14) 0.0241(14) 0.0107(11) 0.0050(11) 0.0083(11) C17 0.0251(16) 0.0349(18) 0.052(2) 0.0096(16) -0.0001(15) 0.0061(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C16 1.977(3) . ? Zn1 O1 1.991(2) . ? Zn1 N1 2.016(2) . ? Zn1 O1 2.193(2) 2_655 ? Zn1 Zn1 3.1064(7) 2_655 ? O1 C1 1.318(3) . ? O1 Zn1 2.193(2) 2_655 ? N1 C9 1.320(4) . ? N1 C10 1.480(3) . ? C1 C9A 1.417(4) . ? C1 C2 1.420(4) . ? C9A C9B 1.445(4) . ? C9A C9 1.481(4) . ? C9B C4A 1.413(4) . ? C9B C6A 1.427(4) . ? C6A C6 1.402(4) . ? C6A C7 1.426(4) . ? C7 C8 1.334(4) . ? C7 H7 0.9300 . ? C8 C9 1.460(4) . ? C8 H8 0.9300 . ? C10 C15 1.531(4) . ? C10 C11 1.535(4) . ? C10 H10 0.9800 . ? C15 C14 1.527(4) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C14 C13 1.515(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C13 C12 1.529(5) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C12 C11 1.522(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C6 C5 1.392(5) . ? C6 H6 0.9300 . ? C5 C4 1.363(5) . ? C5 H5 0.9300 . ? C4 C4A 1.404(4) . ? C4 H4 0.9300 . ? C4A C3 1.434(5) . ? C3 C2 1.354(4) . ? C3 H3 0.9300 . ? C2 H2 0.9300 . ? C16 C17 1.521(5) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? 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 C16 Zn1 O1 122.50(11) . . ? C16 Zn1 N1 138.56(11) . . ? O1 Zn1 N1 90.54(9) . . ? C16 Zn1 O1 107.35(11) . 2_655 ? O1 Zn1 O1 84.25(8) . 2_655 ? N1 Zn1 O1 99.59(8) . 2_655 ? C16 Zn1 Zn1 123.71(9) . 2_655 ? O1 Zn1 Zn1 44.63(6) . 2_655 ? N1 Zn1 Zn1 97.10(7) . 2_655 ? O1 Zn1 Zn1 39.62(5) 2_655 2_655 ? C1 O1 Zn1 123.66(17) . . ? C1 O1 Zn1 118.89(17) . 2_655 ? Zn1 O1 Zn1 95.75(8) . 2_655 ? C9 N1 C10 118.9(2) . . ? C9 N1 Zn1 126.32(19) . . ? C10 N1 Zn1 114.77(17) . . ? O1 C1 C9A 124.5(2) . . ? O1 C1 C2 115.8(2) . . ? C9A C1 C2 119.7(3) . . ? C1 C9A C9B 117.1(2) . . ? C1 C9A C9 123.9(2) . . ? C9B C9A C9 119.0(2) . . ? C4A C9B C6A 117.6(3) . . ? C4A C9B C9A 121.9(3) . . ? C6A C9B C9A 120.4(3) . . ? C6 C6A C7 121.2(3) . . ? C6 C6A C9B 120.0(3) . . ? C7 C6A C9B 118.7(3) . . ? C8 C7 C6A 122.3(3) . . ? C8 C7 H7 118.9 . . ? C6A C7 H7 118.9 . . ? C7 C8 C9 122.8(3) . . ? C7 C8 H8 118.6 . . ? C9 C8 H8 118.6 . . ? N1 C9 C8 121.3(3) . . ? N1 C9 C9A 122.8(2) . . ? C8 C9 C9A 115.9(2) . . ? N1 C10 C15 111.2(2) . . ? N1 C10 C11 110.4(2) . . ? C15 C10 C11 110.2(2) . . ? N1 C10 H10 108.3 . . ? C15 C10 H10 108.3 . . ? C11 C10 H10 108.3 . . ? C14 C15 C10 110.4(2) . . ? C14 C15 H15A 109.6 . . ? C10 C15 H15A 109.6 . . ? C14 C15 H15B 109.6 . . ? C10 C15 H15B 109.6 . . ? H15A C15 H15B 108.1 . . ? C13 C14 C15 111.4(2) . . ? C13 C14 H14A 109.4 . . ? C15 C14 H14A 109.4 . . ? C13 C14 H14B 109.4 . . ? C15 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? C14 C13 C12 111.1(3) . . ? C14 C13 H13A 109.4 . . ? C12 C13 H13A 109.4 . . ? C14 C13 H13B 109.4 . . ? C12 C13 H13B 109.4 . . ? H13A C13 H13B 108.0 . . ? C11 C12 C13 112.0(3) . . ? C11 C12 H12A 109.2 . . ? C13 C12 H12A 109.2 . . ? C11 C12 H12B 109.2 . . ? C13 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? C12 C11 C10 111.5(2) . . ? C12 C11 H11A 109.3 . . ? C10 C11 H11A 109.3 . . ? C12 C11 H11B 109.3 . . ? C10 C11 H11B 109.3 . . ? H11A C11 H11B 108.0 . . ? C5 C6 C6A 120.8(3) . . ? C5 C6 H6 119.6 . . ? C6A C6 H6 119.6 . . ? C4 C5 C6 119.8(3) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C4 C4A 121.2(3) . . ? C5 C4 H4 119.4 . . ? C4A C4 H4 119.4 . . ? C4 C4A C9B 120.5(3) . . ? C4 C4A C3 121.0(3) . . ? C9B C4A C3 118.5(3) . . ? C2 C3 C4A 119.7(3) . . ? C2 C3 H3 120.1 . . ? C4A C3 H3 120.1 . . ? C3 C2 C1 123.0(3) . . ? C3 C2 H2 118.5 . . ? C1 C2 H2 118.5 . . ? C17 C16 Zn1 113.9(2) . . ? C17 C16 H16A 108.8 . . ? Zn1 C16 H16A 108.8 . . ? C17 C16 H16B 108.8 . . ? Zn1 C16 H16B 108.8 . . ? H16A C16 H16B 107.7 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 3.550 _refine_diff_density_min -0.423 _refine_diff_density_rms 0.117 data_skm_tks_002_3 _database_code_depnum_ccdc_archive 'CCDC 873464' #TrackingRef 'Complex 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H18 N2 Zn' _chemical_formula_sum 'C17 H18 N2 Zn' _chemical_formula_weight 315.73 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.6112(5) _cell_length_b 10.9964(5) _cell_length_c 11.2447(5) _cell_angle_alpha 90.00 _cell_angle_beta 99.318(3) _cell_angle_gamma 90.00 _cell_volume 1416.79(11) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 9821 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 41.07 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.494 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 656 _exptl_absorpt_coefficient_mu 1.724 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.602 _exptl_absorpt_correction_T_max 0.673 _exptl_absorpt_process_details 'SADABS;BRUKER, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26746 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0271 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 27.00 _reflns_number_total 3096 _reflns_number_gt 2897 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0252P)^2^+0.9428P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3096 _refine_ls_number_parameters 192 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0252 _refine_ls_R_factor_gt 0.0227 _refine_ls_wR_factor_ref 0.0603 _refine_ls_wR_factor_gt 0.0577 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.001 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.285410(14) 0.411314(15) 0.228071(14) 0.01711(7) Uani 1 1 d . . . C12 C 0.00174(12) 0.39786(12) 0.12156(12) 0.0139(3) Uani 1 1 d . . . C1 C 0.08086(12) 0.33108(12) 0.05677(12) 0.0135(2) Uani 1 1 d . . . C11 C 0.03839(12) 0.46999(12) 0.22978(12) 0.0150(3) Uani 1 1 d . . . C13 C -0.12216(12) 0.39392(12) 0.07345(12) 0.0151(3) Uani 1 1 d . . . C2 C 0.03041(13) 0.26659(12) -0.05182(12) 0.0168(3) Uani 1 1 d . . . H19 H 0.0799 0.2232 -0.0935 0.020 Uiso 1 1 calc R . . C4 C -0.16577(12) 0.32889(13) -0.03424(13) 0.0173(3) Uani 1 1 d . . . C3 C -0.08486(13) 0.26656(13) -0.09518(12) 0.0178(3) Uani 1 1 d . . . H3 H -0.1121 0.2250 -0.1662 0.021 Uiso 1 1 calc R . . C8 C -0.20603(13) 0.45372(13) 0.13229(13) 0.0192(3) Uani 1 1 d . . . C10 C -0.05188(13) 0.53145(13) 0.28302(13) 0.0203(3) Uani 1 1 d . . . H10 H -0.0296 0.5787 0.3515 0.024 Uiso 1 1 calc R . . C9 C -0.16648(14) 0.52307(14) 0.23756(14) 0.0220(3) Uani 1 1 d . . . H9 H -0.2206 0.5635 0.2759 0.026 Uiso 1 1 calc R . . C14 C 0.26769(13) 0.25577(14) 0.02005(14) 0.0207(3) Uani 1 1 d . . . H14A H 0.2431 0.1723 0.0169 0.031 Uiso 1 1 calc R . . H14B H 0.3483 0.2607 0.0562 0.031 Uiso 1 1 calc R . . H14C H 0.2581 0.2883 -0.0602 0.031 Uiso 1 1 calc R . . C5 C -0.28586(13) 0.32387(15) -0.07845(14) 0.0233(3) Uani 1 1 d . . . H5 H -0.3122 0.2815 -0.1492 0.028 Uiso 1 1 calc R . . C15 C 0.17654(15) 0.56122(15) 0.38820(14) 0.0242(3) Uani 1 1 d . . . H15A H 0.1500 0.6422 0.3670 0.036 Uiso 1 1 calc R . . H15B H 0.2593 0.5621 0.4152 0.036 Uiso 1 1 calc R . . H15C H 0.1379 0.5313 0.4516 0.036 Uiso 1 1 calc R . . C7 C -0.32579(14) 0.44542(16) 0.08611(15) 0.0257(3) Uani 1 1 d . . . H7 H -0.3792 0.4841 0.1266 0.031 Uiso 1 1 calc R . . C16 C 0.45119(14) 0.40568(15) 0.30108(16) 0.0254(3) Uani 1 1 d . . . C6 C -0.36595(14) 0.38114(16) -0.01808(16) 0.0281(3) Uani 1 1 d . . . H6 H -0.4455 0.3764 -0.0473 0.034 Uiso 1 1 calc R . . C17 C 0.51005(15) 0.52689(18) 0.34104(15) 0.0312(4) Uani 1 1 d . . . H17A H 0.5085 0.5789 0.2723 0.047 Uiso 1 1 calc R . . H17B H 0.5895 0.5124 0.3774 0.047 Uiso 1 1 calc R . . H17C H 0.4690 0.5653 0.3985 0.047 Uiso 1 1 calc R . . N1 N 0.19637(10) 0.32619(10) 0.09240(11) 0.0158(2) Uani 1 1 d . . . N2 N 0.14953(11) 0.48158(11) 0.28221(10) 0.0170(2) Uani 1 1 d . . . H2 H 0.458(2) 0.353(2) 0.371(2) 0.048(6) Uiso 1 1 d . . . H1 H 0.4924(18) 0.364(2) 0.2466(19) 0.033(5) 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 0.01604(10) 0.01838(10) 0.01668(10) -0.00175(6) 0.00199(6) -0.00130(6) C12 0.0173(6) 0.0109(6) 0.0140(6) 0.0030(5) 0.0044(5) 0.0014(5) C1 0.0180(6) 0.0092(6) 0.0134(6) 0.0025(5) 0.0034(5) 0.0000(5) C11 0.0213(7) 0.0105(6) 0.0143(6) 0.0030(5) 0.0064(5) 0.0011(5) C13 0.0197(7) 0.0117(6) 0.0153(6) 0.0049(5) 0.0068(5) -0.0010(5) C2 0.0216(7) 0.0134(6) 0.0160(6) -0.0007(5) 0.0045(5) 0.0022(5) C4 0.0187(7) 0.0152(6) 0.0178(6) 0.0057(5) 0.0018(5) -0.0006(5) C3 0.0236(7) 0.0146(6) 0.0145(6) 0.0003(5) 0.0006(5) -0.0010(5) C8 0.0204(7) 0.0182(7) 0.0207(7) 0.0077(5) 0.0083(6) 0.0043(5) C10 0.0290(8) 0.0161(7) 0.0178(7) -0.0010(5) 0.0096(6) 0.0033(6) C9 0.0258(8) 0.0203(7) 0.0229(7) 0.0039(6) 0.0134(6) 0.0079(6) C14 0.0185(7) 0.0206(7) 0.0231(7) -0.0043(6) 0.0042(6) 0.0047(5) C5 0.0206(7) 0.0250(8) 0.0229(7) 0.0059(6) -0.0007(6) -0.0014(6) C15 0.0306(8) 0.0219(7) 0.0194(7) -0.0068(6) 0.0015(6) 0.0012(6) C7 0.0203(7) 0.0293(8) 0.0296(8) 0.0091(7) 0.0107(6) 0.0065(6) C16 0.0188(7) 0.0325(9) 0.0242(8) 0.0021(7) 0.0014(6) -0.0023(6) C6 0.0163(7) 0.0354(9) 0.0318(9) 0.0098(7) 0.0020(6) 0.0012(6) C17 0.0261(8) 0.0455(10) 0.0219(8) -0.0031(7) 0.0032(6) -0.0124(7) N1 0.0171(5) 0.0138(5) 0.0171(5) -0.0013(4) 0.0043(4) 0.0016(4) N2 0.0224(6) 0.0143(6) 0.0143(5) -0.0017(4) 0.0032(5) -0.0005(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N1 1.9395(12) . ? Zn1 N2 1.9411(12) . ? Zn1 C16 1.9675(16) . ? C12 C13 1.453(2) . ? C12 C11 1.4571(19) . ? C12 C1 1.4597(18) . ? C1 N1 1.3373(18) . ? C1 C2 1.4510(19) . ? C11 N2 1.3351(19) . ? C11 C10 1.4550(19) . ? C13 C8 1.4238(19) . ? C13 C4 1.427(2) . ? C2 C3 1.348(2) . ? C2 H19 0.9300 . ? C4 C5 1.404(2) . ? C4 C3 1.425(2) . ? C3 H3 0.9300 . ? C8 C7 1.406(2) . ? C8 C9 1.420(2) . ? C10 C9 1.349(2) . ? C10 H10 0.9300 . ? C9 H9 0.9300 . ? C14 N1 1.4716(17) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C5 C6 1.388(2) . ? C5 H5 0.9300 . ? C15 N2 1.4714(18) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C7 C6 1.383(3) . ? C7 H7 0.9300 . ? C16 C17 1.532(2) . ? C16 H2 0.97(3) . ? C16 H1 0.95(2) . ? C6 H6 0.9300 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? 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 N1 Zn1 N2 94.70(5) . . ? N1 Zn1 C16 132.37(6) . . ? N2 Zn1 C16 132.19(6) . . ? C13 C12 C11 117.69(12) . . ? C13 C12 C1 117.66(12) . . ? C11 C12 C1 124.64(12) . . ? N1 C1 C2 118.76(12) . . ? N1 C1 C12 123.53(12) . . ? C2 C1 C12 117.71(12) . . ? N2 C11 C10 118.89(12) . . ? N2 C11 C12 123.47(12) . . ? C10 C11 C12 117.65(13) . . ? C8 C13 C4 116.77(13) . . ? C8 C13 C12 121.57(13) . . ? C4 C13 C12 121.66(12) . . ? C3 C2 C1 123.12(13) . . ? C3 C2 H19 118.4 . . ? C1 C2 H19 118.4 . . ? C5 C4 C13 121.07(14) . . ? C5 C4 C3 120.35(14) . . ? C13 C4 C3 118.57(13) . . ? C2 C3 C4 121.27(13) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C7 C8 C9 120.63(14) . . ? C7 C8 C13 120.55(14) . . ? C9 C8 C13 118.82(14) . . ? C9 C10 C11 122.99(14) . . ? C9 C10 H10 118.5 . . ? C11 C10 H10 118.5 . . ? C10 C9 C8 121.22(13) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? N1 C14 H14A 109.5 . . ? N1 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N1 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C6 C5 C4 120.98(15) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? N2 C15 H15A 109.5 . . ? N2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C6 C7 C8 121.57(14) . . ? C6 C7 H7 119.2 . . ? C8 C7 H7 119.2 . . ? C17 C16 Zn1 117.06(12) . . ? C17 C16 H2 108.2(15) . . ? Zn1 C16 H2 107.6(14) . . ? C17 C16 H1 111.2(13) . . ? Zn1 C16 H1 107.8(13) . . ? H2 C16 H1 104.3(19) . . ? C7 C6 C5 119.05(15) . . ? C7 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C1 N1 C14 118.84(11) . . ? C1 N1 Zn1 126.68(9) . . ? C14 N1 Zn1 114.38(9) . . ? C11 N2 C15 118.59(12) . . ? C11 N2 Zn1 126.87(9) . . ? C15 N2 Zn1 114.42(10) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.567 _refine_diff_density_min -0.204 _refine_diff_density_rms 0.068 data_tks3 _database_code_depnum_ccdc_archive 'CCDC 873465' #TrackingRef 'Complex 5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H26 N2 Zn' _chemical_formula_sum 'C21 H26 N2 Zn' _chemical_formula_weight 371.83 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8105(8) _cell_length_b 13.5563(9) _cell_length_c 15.6938(14) _cell_angle_alpha 74.278(2) _cell_angle_beta 83.9410(10) _cell_angle_gamma 89.588(2) _cell_volume 1793.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 2785 _cell_measurement_theta_min 2.71 _cell_measurement_theta_max 27.80 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.388 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 1.373 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.821 _exptl_absorpt_correction_T_max 0.908 _exptl_absorpt_process_details 'SADABS; BRUKER, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11182 _diffrn_reflns_av_R_equivalents 0.0311 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 27.00 _reflns_number_total 7531 _reflns_number_gt 5219 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0511P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0033(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6708 _refine_ls_number_parameters 476 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0524 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.1012 _refine_ls_wR_factor_gt 0.0851 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.49626(4) 0.61300(3) 0.68357(2) 0.01559(11) Uani 1 1 d . . . Zn2 Zn 1.01132(4) 0.91709(3) 0.31822(2) 0.01564(11) Uani 1 1 d . . . N1 N 0.6903(3) 0.58505(18) 0.73516(15) 0.0137(5) Uani 1 1 d . . . N2 N 0.4295(3) 0.70353(19) 0.75734(15) 0.0147(5) Uani 1 1 d . . . N3 N 0.8159(2) 0.92151(18) 0.26898(15) 0.0141(5) Uani 1 1 d . . . N4 N 1.0729(3) 1.05395(19) 0.24370(15) 0.0156(5) Uani 1 1 d . . . C1 C 0.6981(3) 0.5752(2) 0.82178(18) 0.0143(6) Uani 1 1 d . . . C2 C 0.8153(3) 0.5116(2) 0.8667(2) 0.0183(6) Uani 1 1 d . . . C3 C 0.8262(3) 0.4933(2) 0.95426(19) 0.0184(7) Uani 1 1 d . . . H3 H 0.8994 0.4485 0.9800 0.022 Uiso 1 1 calc R . . C4 C 0.7280(3) 0.5413(2) 1.00866(19) 0.0153(6) Uani 1 1 d . . . C5 C 0.6136(3) 0.6073(2) 0.96795(18) 0.0139(6) Uani 1 1 d . . . C6 C 0.5227(3) 0.6562(2) 1.02391(19) 0.0167(6) Uani 1 1 d . . . C7 C 0.5454(3) 0.6408(2) 1.11359(19) 0.0198(7) Uani 1 1 d . . . H7 H 0.4844 0.6744 1.1484 0.024 Uiso 1 1 calc R . . C8 C 0.6569(3) 0.5765(2) 1.15093(19) 0.0201(7) Uani 1 1 d . . . H8 H 0.6712 0.5666 1.2105 0.024 Uiso 1 1 calc R . . C9 C 0.7470(3) 0.5269(2) 1.09853(19) 0.0186(7) Uani 1 1 d . . . H9 H 0.8219 0.4832 1.1236 0.022 Uiso 1 1 calc R . . C10 C 0.4078(3) 0.7237(2) 0.98598(19) 0.0189(6) Uani 1 1 d . . . H10 H 0.3485 0.7574 1.0214 0.023 Uiso 1 1 calc R . . C11 C 0.3831(3) 0.7397(2) 0.90033(19) 0.0176(6) Uani 1 1 d . . . C12 C 0.4682(3) 0.6897(2) 0.84048(18) 0.0144(6) Uani 1 1 d . . . C13 C 0.3080(3) 0.7757(2) 0.72520(19) 0.0158(6) Uani 1 1 d . . . C14 C 0.1516(3) 0.7208(3) 0.7496(2) 0.0232(7) Uani 1 1 d . . . H14A H 0.1529 0.6620 0.7266 0.035 Uiso 1 1 calc R . . H14B H 0.0747 0.7668 0.7244 0.035 Uiso 1 1 calc R . . H14C H 0.1293 0.6993 0.8132 0.035 Uiso 1 1 calc R . . C15 C 0.3400(4) 0.8205(2) 0.62439(19) 0.0226(7) Uani 1 1 d . . . H15A H 0.4400 0.8521 0.6103 0.034 Uiso 1 1 calc R . . H15B H 0.2653 0.8708 0.6040 0.034 Uiso 1 1 calc R . . H15C H 0.3349 0.7667 0.5956 0.034 Uiso 1 1 calc R . . C16 C 0.5913(3) 0.6229(2) 0.87519(18) 0.0133(6) Uani 1 1 d . . . C17 C 0.8164(3) 0.5489(2) 0.6820(2) 0.0186(7) Uani 1 1 d . . . C18 C 0.8298(4) 0.6182(3) 0.5869(2) 0.0258(7) Uani 1 1 d . . . H18A H 0.7369 0.6136 0.5611 0.039 Uiso 1 1 calc R . . H18B H 0.9135 0.5969 0.5522 0.039 Uiso 1 1 calc R . . H18C H 0.8474 0.6878 0.5875 0.039 Uiso 1 1 calc R . . C19 C 0.7912(4) 0.4374(2) 0.6834(2) 0.0266(8) Uani 1 1 d . . . H19A H 0.7803 0.3956 0.7439 0.040 Uiso 1 1 calc R . . H19B H 0.8771 0.4152 0.6509 0.040 Uiso 1 1 calc R . . H19C H 0.7003 0.4311 0.6564 0.040 Uiso 1 1 calc R . . C20 C 0.4166(3) 0.5602(3) 0.5917(2) 0.0235(7) Uani 1 1 d . . . H20A H 0.4558 0.6047 0.5342 0.028 Uiso 1 1 calc R . . H20B H 0.4598 0.4932 0.5957 0.028 Uiso 1 1 calc R . . C21 C 0.2436(4) 0.5491(3) 0.5923(2) 0.0280(8) Uani 1 1 d . . . H21A H 0.2018 0.5038 0.6480 0.042 Uiso 1 1 calc R . . H21B H 0.2222 0.5214 0.5445 0.042 Uiso 1 1 calc R . . H21C H 0.1982 0.6151 0.5848 0.042 Uiso 1 1 calc R . . C22 C 0.8044(3) 0.9648(2) 0.18286(18) 0.0142(6) Uani 1 1 d . . . C23 C 0.9093(3) 1.0458(2) 0.12765(18) 0.0122(6) Uani 1 1 d . . . C24 C 1.0318(3) 1.0908(2) 0.16184(18) 0.0146(6) Uani 1 1 d . . . C25 C 1.1951(3) 1.1073(2) 0.27400(19) 0.0161(6) Uani 1 1 d . . . C26 C 1.1676(4) 1.0871(3) 0.37523(19) 0.0238(7) Uani 1 1 d . . . H26A H 1.0669 1.1082 0.3914 0.036 Uiso 1 1 calc R . . H26B H 1.2417 1.1252 0.3949 0.036 Uiso 1 1 calc R . . H26C H 1.1770 1.0153 0.4029 0.036 Uiso 1 1 calc R . . C27 C 1.3514(3) 1.0699(3) 0.2462(2) 0.0219(7) Uani 1 1 d . . . H27A H 1.3527 0.9965 0.2668 0.033 Uiso 1 1 calc R . . H27B H 1.4284 1.0988 0.2717 0.033 Uiso 1 1 calc R . . H27C H 1.3714 1.0909 0.1824 0.033 Uiso 1 1 calc R . . C28 C 1.1130(3) 1.1793(2) 0.10061(19) 0.0175(6) Uani 1 1 d . . . C29 C 1.0880(3) 1.2151(2) 0.01471(19) 0.0190(7) Uani 1 1 d . . . H29 H 1.1459 1.2708 -0.0214 0.023 Uiso 1 1 calc R . . C30 C 0.9754(3) 1.1700(2) -0.02226(18) 0.0153(6) Uani 1 1 d . . . C31 C 0.9524(3) 1.2074(2) -0.11210(19) 0.0188(7) Uani 1 1 d . . . H31 H 1.0136 1.2615 -0.1480 0.023 Uiso 1 1 calc R . . C32 C 0.8415(3) 1.1662(2) -0.14879(19) 0.0204(7) Uani 1 1 d . . . H32 H 0.8263 1.1926 -0.2084 0.024 Uiso 1 1 calc R . . C33 C 0.7526(3) 1.0838(2) -0.09433(19) 0.0192(7) Uani 1 1 d . . . H33 H 0.6791 1.0542 -0.1186 0.023 Uiso 1 1 calc R . . C34 C 0.7715(3) 1.0448(2) -0.00429(19) 0.0152(6) Uani 1 1 d . . . C35 C 0.8868(3) 1.0855(2) 0.03505(18) 0.0138(6) Uani 1 1 d . . . C36 C 0.6749(3) 0.9642(2) 0.0513(2) 0.0182(6) Uani 1 1 d . . . H36 H 0.6017 0.9349 0.0265 0.022 Uiso 1 1 calc R . . C37 C 0.6871(3) 0.9296(2) 0.13874(19) 0.0180(6) Uani 1 1 d . . . C38 C 0.6923(3) 0.8513(2) 0.3235(2) 0.0192(7) Uani 1 1 d . . . C39 C 0.7194(4) 0.7410(2) 0.3218(2) 0.0268(8) Uani 1 1 d . . . H39A H 0.7271 0.7368 0.2614 0.040 Uiso 1 1 calc R . . H39B H 0.6358 0.6982 0.3560 0.040 Uiso 1 1 calc R . . H39C H 0.8125 0.7183 0.3469 0.040 Uiso 1 1 calc R . . C40 C 0.6826(4) 0.8614(3) 0.4184(2) 0.0259(7) Uani 1 1 d . . . H40A H 0.7785 0.8437 0.4418 0.039 Uiso 1 1 calc R . . H40B H 0.6035 0.8162 0.4550 0.039 Uiso 1 1 calc R . . H40C H 0.6596 0.9308 0.4182 0.039 Uiso 1 1 calc R . . C41 C 1.1026(3) 0.8076(2) 0.4076(2) 0.0235(7) Uani 1 1 d . . . H41A H 1.0753 0.8191 0.4656 0.028 Uiso 1 1 calc R . . H41B H 1.0556 0.7428 0.4085 0.028 Uiso 1 1 calc R . . C42 C 1.2757(3) 0.7967(3) 0.3952(2) 0.0242(7) Uani 1 1 d . . . H42A H 1.3063 0.7906 0.3363 0.036 Uiso 1 1 calc R . . H42B H 1.3047 0.7367 0.4383 0.036 Uiso 1 1 calc R . . H42C H 1.3248 0.8561 0.4032 0.036 Uiso 1 1 calc R . . H37 H 0.622(4) 0.875(3) 0.175(2) 0.037(10) Uiso 1 1 d . . . H28 H 1.188(3) 1.215(2) 0.121(2) 0.020(8) Uiso 1 1 d . . . H38 H 0.594(3) 0.872(2) 0.3011(19) 0.017(8) Uiso 1 1 d . . . H25 H 1.189(3) 1.186(2) 0.2498(18) 0.008(7) Uiso 1 1 d . . . H11 H 0.297(4) 0.782(3) 0.881(2) 0.025(9) Uiso 1 1 d . . . H2 H 0.876(3) 0.481(3) 0.833(2) 0.019(8) Uiso 1 1 d . . . H13 H 0.308(3) 0.830(2) 0.7475(19) 0.009(8) Uiso 1 1 d . . . H17 H 0.914(3) 0.555(2) 0.7078(17) 0.006(7) 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 0.01673(18) 0.0165(2) 0.01520(19) -0.00693(14) -0.00230(13) 0.00250(13) Zn2 0.01500(18) 0.0152(2) 0.01531(18) -0.00161(14) -0.00224(13) -0.00069(13) N1 0.0152(12) 0.0127(14) 0.0141(12) -0.0065(10) 0.0022(9) 0.0006(9) N2 0.0135(11) 0.0149(14) 0.0165(12) -0.0047(10) -0.0039(9) 0.0026(9) N3 0.0137(12) 0.0132(14) 0.0140(12) -0.0020(10) -0.0001(9) -0.0009(9) N4 0.0172(12) 0.0155(15) 0.0147(12) -0.0054(10) -0.0010(9) -0.0035(9) C1 0.0116(13) 0.0118(17) 0.0183(15) -0.0025(11) -0.0004(11) -0.0019(10) C2 0.0169(15) 0.0184(19) 0.0221(16) -0.0094(13) -0.0031(12) 0.0037(12) C3 0.0148(14) 0.0188(18) 0.0220(16) -0.0043(12) -0.0071(11) 0.0023(11) C4 0.0155(14) 0.0117(17) 0.0184(15) -0.0043(12) 0.0001(11) -0.0045(11) C5 0.0132(13) 0.0118(16) 0.0155(14) -0.0021(11) 0.0000(10) -0.0018(10) C6 0.0197(15) 0.0143(17) 0.0168(15) -0.0063(12) 0.0016(11) -0.0034(11) C7 0.0245(16) 0.0184(19) 0.0169(15) -0.0074(12) 0.0025(12) -0.0052(12) C8 0.0246(16) 0.0200(19) 0.0146(15) -0.0026(12) -0.0021(12) -0.0085(12) C9 0.0201(15) 0.0158(18) 0.0177(15) 0.0007(12) -0.0059(11) -0.0049(11) C10 0.0249(16) 0.0136(18) 0.0189(15) -0.0076(12) 0.0032(12) 0.0011(12) C11 0.0192(15) 0.0153(18) 0.0191(15) -0.0065(12) -0.0006(12) 0.0035(12) C12 0.0144(13) 0.0111(17) 0.0170(15) -0.0040(11) 0.0021(11) -0.0026(10) C13 0.0179(15) 0.0106(18) 0.0211(16) -0.0072(12) -0.0051(11) 0.0053(11) C14 0.0192(15) 0.0240(19) 0.0268(17) -0.0075(14) -0.0034(12) 0.0052(12) C15 0.0289(17) 0.0202(19) 0.0182(16) -0.0028(13) -0.0062(13) 0.0044(13) C16 0.0153(14) 0.0103(16) 0.0144(14) -0.0039(11) -0.0010(10) -0.0009(10) C17 0.0161(14) 0.0200(19) 0.0198(16) -0.0077(13) 0.0030(11) 0.0033(12) C18 0.0253(17) 0.028(2) 0.0217(17) -0.0061(14) 0.0063(13) 0.0028(13) C19 0.0315(18) 0.021(2) 0.0300(19) -0.0137(14) 0.0016(14) 0.0082(13) C20 0.0285(17) 0.0201(19) 0.0257(17) -0.0121(14) -0.0042(13) 0.0043(13) C21 0.0289(18) 0.031(2) 0.0302(19) -0.0157(15) -0.0099(14) 0.0025(14) C22 0.0120(13) 0.0124(17) 0.0187(15) -0.0053(12) -0.0013(11) 0.0023(10) C23 0.0123(13) 0.0107(16) 0.0141(14) -0.0044(11) -0.0009(10) 0.0008(10) C24 0.0157(14) 0.0127(17) 0.0155(14) -0.0050(11) 0.0003(11) 0.0032(11) C25 0.0185(15) 0.0132(18) 0.0180(15) -0.0058(12) -0.0041(11) -0.0020(11) C26 0.0311(18) 0.025(2) 0.0192(16) -0.0095(13) -0.0089(13) -0.0006(13) C27 0.0174(15) 0.0237(19) 0.0262(17) -0.0085(13) -0.0043(12) -0.0053(12) C28 0.0202(15) 0.0122(18) 0.0208(16) -0.0051(12) -0.0036(12) -0.0030(11) C29 0.0219(15) 0.0144(18) 0.0191(15) -0.0031(12) 0.0016(12) -0.0028(12) C30 0.0177(14) 0.0134(17) 0.0138(14) -0.0032(11) 0.0004(11) 0.0030(11) C31 0.0223(15) 0.0153(18) 0.0162(15) -0.0022(12) 0.0036(11) 0.0016(12) C32 0.0265(16) 0.0223(19) 0.0131(15) -0.0062(12) -0.0020(12) 0.0099(13) C33 0.0207(15) 0.0214(19) 0.0200(16) -0.0121(13) -0.0056(12) 0.0057(12) C34 0.0167(14) 0.0128(17) 0.0182(15) -0.0073(12) -0.0028(11) 0.0047(11) C35 0.0133(13) 0.0136(17) 0.0155(14) -0.0062(11) -0.0004(10) 0.0041(10) C36 0.0146(14) 0.0187(18) 0.0241(16) -0.0102(13) -0.0041(11) 0.0011(11) C37 0.0177(15) 0.0169(18) 0.0178(15) -0.0020(12) -0.0016(11) -0.0027(12) C38 0.0141(14) 0.0203(19) 0.0208(16) -0.0022(13) 0.0001(11) -0.0048(11) C39 0.0293(18) 0.020(2) 0.0287(18) -0.0028(14) -0.0014(14) -0.0063(13) C40 0.0239(16) 0.032(2) 0.0197(16) -0.0051(14) 0.0046(13) -0.0053(13) C41 0.0228(16) 0.0242(19) 0.0204(16) 0.0002(13) -0.0047(12) 0.0005(12) C42 0.0220(16) 0.0258(19) 0.0225(17) -0.0011(13) -0.0064(12) 0.0033(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N2 1.951(2) . ? Zn1 N1 1.959(2) . ? Zn1 C20 1.966(3) . ? Zn2 N4 1.952(2) . ? Zn2 N3 1.954(2) . ? Zn2 C41 1.977(3) . ? N1 C1 1.339(4) . ? N1 C17 1.480(3) . ? N2 C12 1.347(3) . ? N2 C13 1.480(3) . ? N3 C22 1.334(3) . ? N3 C38 1.484(3) . ? N4 C24 1.334(3) . ? N4 C25 1.488(4) . ? C1 C2 1.455(4) . ? C1 C16 1.458(4) . ? C2 C3 1.343(4) . ? C2 H2 0.88(3) . ? C3 C4 1.427(4) . ? C3 H3 0.9300 . ? C4 C9 1.399(4) . ? C4 C5 1.428(4) . ? C5 C6 1.418(4) . ? C5 C16 1.447(4) . ? C6 C7 1.402(4) . ? C6 C10 1.427(4) . ? C7 C8 1.378(4) . ? C7 H7 0.9300 . ? C8 C9 1.383(4) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.343(4) . ? C10 H10 0.9300 . ? C11 C12 1.447(4) . ? C11 H11 0.97(3) . ? C12 C16 1.461(4) . ? C13 C15 1.529(4) . ? C13 C14 1.532(4) . ? C13 H13 0.89(3) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C17 C19 1.523(5) . ? C17 C18 1.527(4) . ? C17 H17 1.00(3) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.532(4) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 C37 1.453(4) . ? C22 C23 1.463(4) . ? C23 C35 1.441(4) . ? C23 C24 1.461(4) . ? C24 C28 1.455(4) . ? C25 C27 1.525(4) . ? C25 C26 1.530(4) . ? C25 H25 1.03(3) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.344(4) . ? C28 H28 0.95(3) . ? C29 C30 1.421(4) . ? C29 H29 0.9300 . ? C30 C31 1.399(4) . ? C30 C35 1.427(4) . ? C31 C32 1.378(4) . ? C31 H31 0.9300 . ? C32 C33 1.394(4) . ? C32 H32 0.9300 . ? C33 C34 1.395(4) . ? C33 H33 0.9300 . ? C34 C36 1.421(4) . ? C34 C35 1.430(4) . ? C36 C37 1.340(4) . ? C36 H36 0.9300 . ? C37 H37 0.96(4) . ? C38 C39 1.520(4) . ? C38 C40 1.526(4) . ? C38 H38 0.98(3) . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 C42 1.528(4) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? 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 N2 Zn1 N1 93.11(10) . . ? N2 Zn1 C20 137.75(11) . . ? N1 Zn1 C20 129.14(11) . . ? N4 Zn2 N3 92.71(10) . . ? N4 Zn2 C41 136.44(12) . . ? N3 Zn2 C41 130.81(12) . . ? C1 N1 C17 120.0(2) . . ? C1 N1 Zn1 120.96(18) . . ? C17 N1 Zn1 117.16(18) . . ? C12 N2 C13 120.0(2) . . ? C12 N2 Zn1 122.68(19) . . ? C13 N2 Zn1 116.15(18) . . ? C22 N3 C38 119.6(2) . . ? C22 N3 Zn2 121.33(18) . . ? C38 N3 Zn2 116.96(18) . . ? C24 N4 C25 119.9(2) . . ? C24 N4 Zn2 122.46(19) . . ? C25 N4 Zn2 116.39(18) . . ? N1 C1 C2 119.3(3) . . ? N1 C1 C16 123.2(2) . . ? C2 C1 C16 117.5(3) . . ? C3 C2 C1 123.1(3) . . ? C3 C2 H2 121(2) . . ? C1 C2 H2 116(2) . . ? C2 C3 C4 121.4(3) . . ? C2 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? C9 C4 C3 120.9(3) . . ? C9 C4 C5 121.0(3) . . ? C3 C4 C5 118.1(3) . . ? C6 C5 C4 116.0(3) . . ? C6 C5 C16 122.0(2) . . ? C4 C5 C16 121.9(3) . . ? C7 C6 C5 121.6(3) . . ? C7 C6 C10 120.3(3) . . ? C5 C6 C10 118.1(3) . . ? C8 C7 C6 121.0(3) . . ? C8 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? C7 C8 C9 119.0(3) . . ? C7 C8 H8 120.5 . . ? C9 C8 H8 120.5 . . ? C8 C9 C4 121.4(3) . . ? C8 C9 H9 119.3 . . ? C4 C9 H9 119.3 . . ? C11 C10 C6 121.6(3) . . ? C11 C10 H10 119.2 . . ? C6 C10 H10 119.2 . . ? C10 C11 C12 123.1(3) . . ? C10 C11 H11 117(2) . . ? C12 C11 H11 120(2) . . ? N2 C12 C11 119.8(3) . . ? N2 C12 C16 122.9(3) . . ? C11 C12 C16 117.3(3) . . ? N2 C13 C15 109.3(2) . . ? N2 C13 C14 110.2(2) . . ? C15 C13 C14 110.8(2) . . ? N2 C13 H13 111.8(18) . . ? C15 C13 H13 105.0(18) . . ? C14 C13 H13 109.7(18) . . ? 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 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C5 C16 C1 117.7(2) . . ? C5 C16 C12 117.8(2) . . ? C1 C16 C12 124.5(2) . . ? N1 C17 C19 111.5(2) . . ? N1 C17 C18 108.7(2) . . ? C19 C17 C18 111.0(3) . . ? N1 C17 H17 108.8(16) . . ? C19 C17 H17 108.5(16) . . ? C18 C17 H17 108.3(16) . . ? 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 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 Zn1 119.0(2) . . ? C21 C20 H20A 107.6 . . ? Zn1 C20 H20A 107.6 . . ? C21 C20 H20B 107.6 . . ? Zn1 C20 H20B 107.6 . . ? H20A C20 H20B 107.0 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N3 C22 C37 120.2(2) . . ? N3 C22 C23 123.0(2) . . ? C37 C22 C23 116.7(2) . . ? C35 C23 C24 118.4(2) . . ? C35 C23 C22 117.9(2) . . ? C24 C23 C22 123.7(2) . . ? N4 C24 C28 119.9(3) . . ? N4 C24 C23 123.6(3) . . ? C28 C24 C23 116.5(2) . . ? N4 C25 C27 110.1(3) . . ? N4 C25 C26 108.9(2) . . ? C27 C25 C26 110.9(2) . . ? N4 C25 H25 111.4(15) . . ? C27 C25 H25 110.7(15) . . ? C26 C25 H25 104.6(16) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C24 123.4(3) . . ? C29 C28 H28 116.5(19) . . ? C24 C28 H28 120.1(19) . . ? C28 C29 C30 121.7(3) . . ? C28 C29 H29 119.2 . . ? C30 C29 H29 119.2 . . ? C31 C30 C29 120.9(3) . . ? C31 C30 C35 121.2(3) . . ? C29 C30 C35 117.9(3) . . ? C32 C31 C30 121.8(3) . . ? C32 C31 H31 119.1 . . ? C30 C31 H31 119.1 . . ? C31 C32 C33 118.3(3) . . ? C31 C32 H32 120.8 . . ? C33 C32 H32 120.8 . . ? C32 C33 C34 121.6(3) . . ? C32 C33 H33 119.2 . . ? C34 C33 H33 119.2 . . ? C33 C34 C36 120.8(3) . . ? C33 C34 C35 121.1(3) . . ? C36 C34 C35 118.0(3) . . ? C30 C35 C34 116.0(2) . . ? C30 C35 C23 121.9(3) . . ? C34 C35 C23 122.1(3) . . ? C37 C36 C34 121.3(3) . . ? C37 C36 H36 119.3 . . ? C34 C36 H36 119.3 . . ? C36 C37 C22 123.7(3) . . ? C36 C37 H37 120(2) . . ? C22 C37 H37 116(2) . . ? N3 C38 C39 111.7(2) . . ? N3 C38 C40 108.2(2) . . ? C39 C38 C40 111.0(3) . . ? N3 C38 H38 109.9(17) . . ? C39 C38 H38 108.8(18) . . ? C40 C38 H38 107.1(18) . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C38 C40 H40A 109.5 . . ? C38 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C38 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C42 C41 Zn2 117.3(2) . . ? C42 C41 H41A 108.0 . . ? Zn2 C41 H41A 108.0 . . ? C42 C41 H41B 108.0 . . ? Zn2 C41 H41B 108.0 . . ? H41A C41 H41B 107.2 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.538 _refine_diff_density_min -0.341 _refine_diff_density_rms 0.091 data_complex6 _database_code_depnum_ccdc_archive 'CCDC 873466' #TrackingRef '10369_web_deposit_cif_file_5_TamalKumarSen_1332835074.TKS_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H34 N2 Zn' _chemical_formula_sum 'C27 H34 N2 Zn' _chemical_formula_weight 451.96 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.008(2) _cell_length_b 12.724(3) _cell_length_c 17.615(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.050(4) _cell_angle_gamma 90.00 _cell_volume 2166.2(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9986 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 30.45 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.395 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 1.151 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.759 _exptl_absorpt_correction_T_max 0.891 _exptl_absorpt_process_details 'SADABS; BRUKER; 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44148 _diffrn_reflns_av_R_equivalents 0.0455 _diffrn_reflns_av_sigmaI/netI 0.0223 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4729 _reflns_number_gt 4183 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0348P)^2^+1.4856P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4729 _refine_ls_number_parameters 407 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0313 _refine_ls_R_factor_gt 0.0251 _refine_ls_wR_factor_ref 0.0694 _refine_ls_wR_factor_gt 0.0651 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.673482(19) 0.861527(13) 0.129503(10) 0.01444(7) Uani 1 1 d . . . N1 N 0.78076(13) 0.99126(10) 0.15640(7) 0.0116(2) Uani 1 1 d . . . N2 N 0.62080(13) 0.88714(10) 0.01625(7) 0.0109(2) Uani 1 1 d . . . C1 C 0.84373(15) 1.03640(11) 0.10670(8) 0.0122(3) Uani 1 1 d . . . C2 C 0.79195(15) 1.02868(11) 0.02192(8) 0.0111(3) Uani 1 1 d . . . C3 C 0.67597(15) 0.96325(11) -0.01840(8) 0.0109(3) Uani 1 1 d . . . C4 C 0.51046(15) 0.82096(11) -0.03378(8) 0.0114(3) Uani 1 1 d . . . C5 C 0.43273(16) 0.75793(12) 0.01484(9) 0.0132(3) Uani 1 1 d . . . C6 C 0.31402(16) 0.69710(12) -0.03925(9) 0.0154(3) Uani 1 1 d . . . C7 C 0.36648(18) 0.62206(13) -0.09248(10) 0.0189(3) Uani 1 1 d . . . C8 C 0.45255(17) 0.68060(13) -0.13840(10) 0.0189(3) Uani 1 1 d . . . C9 C 0.56862(16) 0.74383(12) -0.08365(9) 0.0153(3) Uani 1 1 d . . . C10 C 0.61983(16) 0.98271(12) -0.10190(9) 0.0136(3) Uani 1 1 d . . . C11 C 0.67973(16) 1.04715(12) -0.14387(9) 0.0143(3) Uani 1 1 d . . . C12 C 0.80340(16) 1.10179(12) -0.10840(9) 0.0134(3) Uani 1 1 d . . . C13 C 0.86835(17) 1.16419(12) -0.15344(9) 0.0163(3) Uani 1 1 d . . . C14 C 0.98725(17) 1.21974(12) -0.11936(10) 0.0183(3) Uani 1 1 d . . . C15 C 1.03978(17) 1.21561(12) -0.03887(10) 0.0167(3) Uani 1 1 d . . . C16 C 0.97662(16) 1.15494(11) 0.00830(9) 0.0135(3) Uani 1 1 d . . . C17 C 1.03189(16) 1.15188(12) 0.09125(9) 0.0156(3) Uani 1 1 d . . . C18 C 0.96862(16) 1.09765(12) 0.13723(9) 0.0152(3) Uani 1 1 d . . . C19 C 0.85720(15) 1.09369(11) -0.02530(8) 0.0115(3) Uani 1 1 d . . . C20 C 0.82167(16) 1.02015(12) 0.24055(8) 0.0133(3) Uani 1 1 d . . . C21 C 0.93033(17) 0.94468(13) 0.28830(9) 0.0167(3) Uani 1 1 d . . . C22 C 0.96497(18) 0.96769(14) 0.37648(9) 0.0188(3) Uani 1 1 d . . . C23 C 0.83472(18) 0.96797(14) 0.40576(9) 0.0202(3) Uani 1 1 d . . . C24 C 0.72897(18) 1.04615(13) 0.36005(9) 0.0178(3) Uani 1 1 d . . . C25 C 0.69293(17) 1.02309(13) 0.27180(9) 0.0158(3) Uani 1 1 d . . . C26 C 0.6454(2) 0.74760(13) 0.19982(10) 0.0238(4) Uani 1 1 d . . . C27 C 0.7021(2) 0.64031(15) 0.18549(12) 0.0285(4) Uani 1 1 d . . . H14 H 1.032(2) 1.2581(15) -0.1504(11) 0.020(5) Uiso 1 1 d . . . H13 H 0.828(2) 1.1644(15) -0.2079(12) 0.018(5) Uiso 1 1 d . . . H11 H 0.6376(19) 1.0566(14) -0.1978(11) 0.017(5) Uiso 1 1 d . . . H10 H 0.5399(19) 0.9498(14) -0.1281(10) 0.012(4) Uiso 1 1 d . . . H17 H 1.113(2) 1.1897(15) 0.1122(10) 0.014(4) Uiso 1 1 d . . . H18 H 1.0089(19) 1.0952(15) 0.1901(11) 0.015(4) Uiso 1 1 d . . . H20 H 0.8612(17) 1.0904(14) 0.2468(10) 0.009(4) Uiso 1 1 d . . . H4 H 0.4417(19) 0.8664(13) -0.0671(10) 0.009(4) Uiso 1 1 d . . . H9A H 0.6207(19) 0.7798(14) -0.1129(10) 0.012(4) Uiso 1 1 d . . . H9B H 0.632(2) 0.6959(15) -0.0487(11) 0.019(5) Uiso 1 1 d . . . H5A H 0.3958(18) 0.8028(14) 0.0479(10) 0.012(4) Uiso 1 1 d . . . H5B H 0.4965(19) 0.7079(15) 0.0477(11) 0.016(4) Uiso 1 1 d . . . H6A H 0.2504(19) 0.7462(14) -0.0710(10) 0.012(4) Uiso 1 1 d . . . H24A H 0.768(2) 1.1173(16) 0.3698(11) 0.018(5) Uiso 1 1 d . . . H24B H 0.646(2) 1.0424(15) 0.3765(11) 0.019(5) Uiso 1 1 d . . . H23A H 0.795(2) 0.9002(17) 0.3991(11) 0.022(5) Uiso 1 1 d . . . H25A H 0.6312(18) 1.0740(14) 0.2452(10) 0.012(4) Uiso 1 1 d . . . H25B H 0.6446(19) 0.9560(15) 0.2619(11) 0.018(5) Uiso 1 1 d . . . H21B H 0.898(2) 0.8723(15) 0.2789(11) 0.016(5) Uiso 1 1 d . . . H15 H 1.122(2) 1.2533(15) -0.0138(11) 0.018(5) Uiso 1 1 d . . . H26A H 0.687(3) 0.7665(19) 0.2522(15) 0.047(7) Uiso 1 1 d . . . H26B H 0.545(2) 0.7387(17) 0.1957(12) 0.032(6) Uiso 1 1 d . . . H27B H 0.802(3) 0.6428(18) 0.1937(15) 0.047(7) Uiso 1 1 d . . . H27A H 0.668(3) 0.617(2) 0.1321(16) 0.050(8) Uiso 1 1 d . . . H27C H 0.684(3) 0.586(2) 0.2200(15) 0.051(7) Uiso 1 1 d . . . H8A H 0.395(2) 0.7293(15) -0.1762(11) 0.018(5) Uiso 1 1 d . . . H8B H 0.492(2) 0.6311(15) -0.1683(12) 0.023(5) Uiso 1 1 d . . . H7A H 0.287(2) 0.5875(16) -0.1301(11) 0.020(5) Uiso 1 1 d . . . H7B H 0.423(2) 0.5675(16) -0.0614(11) 0.023(5) Uiso 1 1 d . . . H21A H 1.013(2) 0.9491(15) 0.2709(11) 0.017(5) Uiso 1 1 d . . . H6B H 0.262(2) 0.6585(15) -0.0088(11) 0.019(5) Uiso 1 1 d . . . H22A H 1.012(2) 1.0341(15) 0.3874(11) 0.018(5) Uiso 1 1 d . . . H23B H 0.853(2) 0.9842(16) 0.4600(12) 0.025(5) Uiso 1 1 d . . . H22B H 1.028(2) 0.9164(16) 0.4049(11) 0.020(5) 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 0.02033(11) 0.01271(10) 0.00879(9) -0.00004(6) 0.00111(7) -0.00472(7) N1 0.0128(6) 0.0130(6) 0.0083(5) -0.0012(4) 0.0014(5) -0.0007(5) N2 0.0102(6) 0.0126(6) 0.0093(6) -0.0022(4) 0.0015(5) -0.0006(5) C1 0.0113(7) 0.0109(6) 0.0134(7) -0.0005(5) 0.0012(6) 0.0022(5) C2 0.0104(7) 0.0117(6) 0.0111(7) -0.0003(5) 0.0025(6) 0.0022(5) C3 0.0100(7) 0.0123(6) 0.0104(6) -0.0008(5) 0.0027(5) 0.0027(5) C4 0.0095(7) 0.0135(7) 0.0105(6) -0.0021(5) 0.0014(5) -0.0003(5) C5 0.0119(7) 0.0144(7) 0.0130(7) -0.0010(6) 0.0031(6) -0.0016(6) C6 0.0137(8) 0.0160(7) 0.0158(7) 0.0005(6) 0.0028(6) -0.0027(6) C7 0.0172(8) 0.0151(7) 0.0217(8) -0.0043(6) 0.0005(7) -0.0028(6) C8 0.0169(8) 0.0206(8) 0.0189(8) -0.0095(6) 0.0039(7) -0.0021(6) C9 0.0126(8) 0.0171(7) 0.0161(7) -0.0052(6) 0.0039(6) -0.0012(6) C10 0.0131(8) 0.0155(7) 0.0110(7) -0.0024(5) 0.0008(6) -0.0005(6) C11 0.0176(8) 0.0160(7) 0.0091(7) -0.0004(5) 0.0030(6) 0.0028(6) C12 0.0141(8) 0.0128(7) 0.0144(7) -0.0002(5) 0.0058(6) 0.0035(6) C13 0.0187(8) 0.0164(7) 0.0152(7) 0.0018(6) 0.0069(6) 0.0039(6) C14 0.0191(8) 0.0158(7) 0.0240(8) 0.0044(6) 0.0125(7) 0.0011(6) C15 0.0127(8) 0.0141(7) 0.0241(8) 0.0000(6) 0.0065(6) 0.0002(6) C16 0.0114(7) 0.0127(7) 0.0167(7) -0.0004(5) 0.0044(6) 0.0031(5) C17 0.0093(7) 0.0165(7) 0.0195(8) -0.0022(6) 0.0013(6) -0.0014(6) C18 0.0123(8) 0.0182(7) 0.0130(7) -0.0008(6) -0.0004(6) 0.0003(6) C19 0.0107(7) 0.0108(6) 0.0137(7) -0.0002(5) 0.0042(5) 0.0029(5) C20 0.0152(8) 0.0143(7) 0.0085(6) -0.0018(5) 0.0000(6) -0.0015(6) C21 0.0172(8) 0.0192(8) 0.0118(7) -0.0003(6) 0.0003(6) 0.0020(6) C22 0.0189(8) 0.0237(8) 0.0106(7) 0.0010(6) -0.0020(6) 0.0005(7) C23 0.0246(9) 0.0244(9) 0.0104(7) 0.0004(6) 0.0027(6) -0.0036(7) C24 0.0186(9) 0.0227(8) 0.0125(7) -0.0038(6) 0.0049(6) -0.0029(6) C25 0.0147(8) 0.0202(8) 0.0112(7) -0.0017(6) 0.0009(6) -0.0006(6) C26 0.0362(11) 0.0210(8) 0.0129(7) 0.0009(6) 0.0040(7) -0.0090(7) C27 0.0306(11) 0.0243(9) 0.0287(10) 0.0120(7) 0.0043(8) 0.0009(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N2 1.9540(13) . ? Zn1 N1 1.9591(13) . ? Zn1 C26 1.9737(17) . ? N1 C1 1.3342(19) . ? N1 C20 1.4781(18) . ? N2 C3 1.3379(19) . ? N2 C4 1.4832(18) . ? C1 C2 1.451(2) . ? C1 C18 1.452(2) . ? C2 C19 1.444(2) . ? C2 C3 1.455(2) . ? C3 C10 1.453(2) . ? C4 C5 1.526(2) . ? C4 C9 1.529(2) . ? C4 H4 0.971(18) . ? C5 C6 1.527(2) . ? C5 H5A 0.955(18) . ? C5 H5B 0.977(19) . ? C6 C7 1.524(2) . ? C6 H6A 0.960(18) . ? C6 H6B 0.97(2) . ? C7 C8 1.521(2) . ? C7 H7A 0.99(2) . ? C7 H7B 0.97(2) . ? C8 C9 1.531(2) . ? C8 H8A 0.98(2) . ? C8 H8B 0.97(2) . ? C9 H9A 0.941(19) . ? C9 H9B 0.97(2) . ? C10 C11 1.345(2) . ? C10 H10 0.915(19) . ? C11 C12 1.416(2) . ? C11 H11 0.941(19) . ? C12 C13 1.396(2) . ? C12 C19 1.426(2) . ? C13 C14 1.380(2) . ? C13 H13 0.940(19) . ? C14 C15 1.379(2) . ? C14 H14 0.93(2) . ? C15 C16 1.399(2) . ? C15 H15 0.956(19) . ? C16 C19 1.421(2) . ? C16 C17 1.422(2) . ? C17 C18 1.341(2) . ? C17 H17 0.932(19) . ? C18 H18 0.915(19) . ? C20 C25 1.527(2) . ? C20 C21 1.529(2) . ? C20 H20 0.973(18) . ? C21 C22 1.529(2) . ? C21 H21B 0.977(19) . ? C21 H21A 0.96(2) . ? C22 C23 1.521(2) . ? C22 H22A 0.96(2) . ? C22 H22B 0.96(2) . ? C23 C24 1.522(2) . ? C23 H23A 0.95(2) . ? C23 H23B 0.95(2) . ? C24 C25 1.530(2) . ? C24 H24A 0.98(2) . ? C24 H24B 0.95(2) . ? C25 H25A 0.933(18) . ? C25 H25B 0.974(19) . ? C26 C27 1.525(3) . ? C26 H26A 0.94(3) . ? C26 H26B 0.99(2) . ? C27 H27B 0.97(3) . ? C27 H27A 0.96(3) . ? C27 H27C 0.97(3) . ? 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 N2 Zn1 N1 95.28(5) . . ? N2 Zn1 C26 135.94(6) . . ? N1 Zn1 C26 128.72(6) . . ? C1 N1 C20 119.73(12) . . ? C1 N1 Zn1 121.78(10) . . ? C20 N1 Zn1 116.35(9) . . ? C3 N2 C4 118.14(12) . . ? C3 N2 Zn1 123.54(10) . . ? C4 N2 Zn1 118.28(9) . . ? N1 C1 C2 122.87(13) . . ? N1 C1 C18 119.72(13) . . ? C2 C1 C18 117.41(13) . . ? C19 C2 C1 117.38(13) . . ? C19 C2 C3 118.00(13) . . ? C1 C2 C3 124.58(13) . . ? N2 C3 C10 119.23(13) . . ? N2 C3 C2 124.26(13) . . ? C10 C3 C2 116.51(13) . . ? N2 C4 C5 111.99(11) . . ? N2 C4 C9 111.71(12) . . ? C5 C4 C9 108.10(12) . . ? N2 C4 H4 108.8(10) . . ? C5 C4 H4 105.5(10) . . ? C9 C4 H4 110.6(10) . . ? C4 C5 C6 110.11(12) . . ? C4 C5 H5A 111.3(11) . . ? C6 C5 H5A 108.8(11) . . ? C4 C5 H5B 109.0(11) . . ? C6 C5 H5B 108.8(11) . . ? H5A C5 H5B 108.9(15) . . ? C7 C6 C5 111.42(13) . . ? C7 C6 H6A 109.4(10) . . ? C5 C6 H6A 108.9(11) . . ? C7 C6 H6B 110.0(11) . . ? C5 C6 H6B 110.6(12) . . ? H6A C6 H6B 106.4(15) . . ? C8 C7 C6 110.70(13) . . ? C8 C7 H7A 108.9(11) . . ? C6 C7 H7A 110.2(11) . . ? C8 C7 H7B 109.0(12) . . ? C6 C7 H7B 110.1(11) . . ? H7A C7 H7B 107.7(16) . . ? C7 C8 C9 111.35(13) . . ? C7 C8 H8A 110.7(11) . . ? C9 C8 H8A 108.3(11) . . ? C7 C8 H8B 109.9(12) . . ? C9 C8 H8B 109.4(12) . . ? H8A C8 H8B 107.2(16) . . ? C4 C9 C8 111.06(13) . . ? C4 C9 H9A 110.5(11) . . ? C8 C9 H9A 110.4(11) . . ? C4 C9 H9B 108.7(11) . . ? C8 C9 H9B 109.3(11) . . ? H9A C9 H9B 106.9(15) . . ? C11 C10 C3 123.37(14) . . ? C11 C10 H10 117.2(11) . . ? C3 C10 H10 119.4(11) . . ? C10 C11 C12 121.35(14) . . ? C10 C11 H11 119.0(11) . . ? C12 C11 H11 119.6(11) . . ? C13 C12 C11 120.73(14) . . ? C13 C12 C19 121.12(14) . . ? C11 C12 C19 118.12(14) . . ? C14 C13 C12 121.34(15) . . ? C14 C13 H13 122.6(12) . . ? C12 C13 H13 116.0(12) . . ? C15 C14 C13 118.87(15) . . ? C15 C14 H14 120.8(12) . . ? C13 C14 H14 120.4(12) . . ? C14 C15 C16 121.40(15) . . ? C14 C15 H15 120.5(11) . . ? C16 C15 H15 118.1(11) . . ? C15 C16 C19 121.07(14) . . ? C15 C16 C17 120.66(14) . . ? C19 C16 C17 118.26(14) . . ? C18 C17 C16 121.06(15) . . ? C18 C17 H17 121.7(11) . . ? C16 C17 H17 117.3(11) . . ? C17 C18 C1 123.24(14) . . ? C17 C18 H18 118.7(12) . . ? C1 C18 H18 117.9(12) . . ? C16 C19 C12 116.13(13) . . ? C16 C19 C2 122.12(13) . . ? C12 C19 C2 121.74(14) . . ? N1 C20 C25 109.13(12) . . ? N1 C20 C21 111.57(12) . . ? C25 C20 C21 111.29(13) . . ? N1 C20 H20 109.9(10) . . ? C25 C20 H20 107.1(10) . . ? C21 C20 H20 107.8(10) . . ? C20 C21 C22 112.32(13) . . ? C20 C21 H21B 109.9(11) . . ? C22 C21 H21B 109.3(11) . . ? C20 C21 H21A 109.8(11) . . ? C22 C21 H21A 109.1(11) . . ? H21B C21 H21A 106.2(16) . . ? C23 C22 C21 110.89(14) . . ? C23 C22 H22A 110.3(11) . . ? C21 C22 H22A 110.0(11) . . ? C23 C22 H22B 109.6(12) . . ? C21 C22 H22B 110.2(11) . . ? H22A C22 H22B 105.7(16) . . ? C22 C23 C24 111.20(13) . . ? C22 C23 H23A 109.2(12) . . ? C24 C23 H23A 108.5(12) . . ? C22 C23 H23B 112.8(13) . . ? C24 C23 H23B 108.3(12) . . ? H23A C23 H23B 106.6(17) . . ? C23 C24 C25 111.12(13) . . ? C23 C24 H24A 108.7(12) . . ? C25 C24 H24A 109.4(11) . . ? C23 C24 H24B 110.4(12) . . ? C25 C24 H24B 107.9(12) . . ? H24A C24 H24B 109.4(16) . . ? C20 C25 C24 111.87(13) . . ? C20 C25 H25A 110.3(11) . . ? C24 C25 H25A 109.2(11) . . ? C20 C25 H25B 109.9(11) . . ? C24 C25 H25B 109.0(11) . . ? H25A C25 H25B 106.5(15) . . ? C27 C26 Zn1 115.71(13) . . ? C27 C26 H26A 107.5(15) . . ? Zn1 C26 H26A 109.1(15) . . ? C27 C26 H26B 107.4(13) . . ? Zn1 C26 H26B 110.1(12) . . ? H26A C26 H26B 106.7(19) . . ? C26 C27 H27B 111.0(14) . . ? C26 C27 H27A 112.8(16) . . ? H27B C27 H27A 104(2) . . ? C26 C27 H27C 113.3(15) . . ? H27B C27 H27C 106(2) . . ? H27A C27 H27C 109(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.427 _refine_diff_density_min -0.437 _refine_diff_density_rms 0.056