Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Mike Ward' 'Nawal K. Al-Rasbi' 'Francesco Barigelletti' 'Cristiana Sabatini' _publ_contact_author_name 'Mike Ward' _publ_contact_author_address ; Department of Chemistry University of Sheffield Dainton Building Sheffield S3 7HF UNITED KINGDOM ; _publ_contact_author_email M.D.WARD@SHEFFIELD.AC.UK _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Red-shifted luminescence from naphthalene-containing ligands due to ?-stacking in self-assembled coordination cages ; # Attachment 'Nawal_IMW605M.CIF' data_imw605m _database_code_depnum_ccdc_archive 'CCDC 614179' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H22 Cl4 N6 Zn2' _chemical_formula_weight 715.06 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' Cl Cl 0.1484 0.1585 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.2200(18) _cell_length_b 13.857(3) _cell_length_c 13.940(3) _cell_angle_alpha 102.39(3) _cell_angle_beta 99.86(3) _cell_angle_gamma 106.23(3) _cell_volume 1618.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7601 _cell_measurement_theta_min 4.749 _cell_measurement_theta_max 54.812 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.467 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 1.839 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5266 _exptl_absorpt_correction_T_max 0.8233 _exptl_absorpt_process_details sadabs _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 smart1000' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 100 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 37853 _diffrn_reflns_av_R_equivalents 0.0267 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 27.70 _reflns_number_total 7437 _reflns_number_gt 6303 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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, The Crystal structure contains a large solvent void, in excess of 200 Ang**3. Due to the mixed solvent network of re-crystallisation modeling the disordered solvents proved unsatisfactory, thus SQUEEZE was used. ; _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^)+(0.0352P)^2^+0.2647P] 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 7437 _refine_ls_number_parameters 362 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0307 _refine_ls_R_factor_gt 0.0242 _refine_ls_wR_factor_ref 0.0631 _refine_ls_wR_factor_gt 0.0611 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.003 _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 0.71517(2) -0.151295(14) 0.788638(14) 0.02477(6) Uani 1 1 d . . . Zn2 Zn 1.00927(2) 0.393791(14) 0.718051(15) 0.02477(6) Uani 1 1 d . . . Cl1 Cl 0.53733(5) -0.13515(4) 0.87432(3) 0.03739(11) Uani 1 1 d . . . Cl2 Cl 0.63808(5) -0.24376(3) 0.62696(3) 0.03347(10) Uani 1 1 d . . . Cl3 Cl 1.02954(6) 0.41262(4) 0.88345(4) 0.04233(12) Uani 1 1 d . . . Cl4 Cl 1.12731(5) 0.29300(3) 0.64354(4) 0.03586(10) Uani 1 1 d . . . N1 N 0.90106(16) -0.19040(11) 0.85335(10) 0.0253(3) Uani 1 1 d . . . N2 N 0.88937(15) -0.00854(10) 0.82894(10) 0.0221(3) Uani 1 1 d . . . N3 N 0.91007(15) 0.09162(10) 0.83028(10) 0.0225(3) Uani 1 1 d . . . N4 N 0.64023(15) 0.33972(10) 0.66222(11) 0.0239(3) Uani 1 1 d . . . N5 N 0.78784(15) 0.39246(10) 0.66327(10) 0.0226(3) Uani 1 1 d . . . N6 N 1.05772(15) 0.52747(10) 0.66904(11) 0.0258(3) Uani 1 1 d . . . C1 C 0.8996(2) -0.28518(14) 0.86015(13) 0.0315(4) Uani 1 1 d . . . H1 H 0.8039 -0.3416 0.8356 0.038 Uiso 1 1 calc R . . C2 C 1.0318(2) -0.30402(15) 0.90151(14) 0.0349(4) Uani 1 1 d . . . H2 H 1.0278 -0.3722 0.9058 0.042 Uiso 1 1 calc R . . C3 C 1.1708(2) -0.22167(16) 0.93677(15) 0.0376(4) Uani 1 1 d . . . H3 H 1.2636 -0.2329 0.9658 0.045 Uiso 1 1 calc R . . C4 C 1.1746(2) -0.12330(15) 0.92980(14) 0.0319(4) Uani 1 1 d . . . H4 H 1.2693 -0.0660 0.9534 0.038 Uiso 1 1 calc R . . C5 C 1.03709(18) -0.11034(13) 0.88753(11) 0.0230(3) Uani 1 1 d . . . C6 C 1.02721(18) -0.00982(13) 0.87623(11) 0.0221(3) Uani 1 1 d . . . C7 C 1.13740(19) 0.09034(13) 0.90798(12) 0.0264(3) Uani 1 1 d . . . H7 H 1.2437 0.1106 0.9431 0.032 Uiso 1 1 calc R . . C8 C 1.05806(19) 0.15287(13) 0.87716(12) 0.0267(3) Uani 1 1 d . . . H8 H 1.0998 0.2262 0.8870 0.032 Uiso 1 1 calc R . . C9 C 0.78287(19) 0.12497(13) 0.78999(12) 0.0252(3) Uani 1 1 d . . . H9A H 0.8079 0.2003 0.8233 0.030 Uiso 1 1 calc R . . H9B H 0.6878 0.0865 0.8076 0.030 Uiso 1 1 calc R . . C10 C 0.74779(17) 0.10785(11) 0.67532(12) 0.0204(3) Uani 1 1 d . . . C11 C 0.79312(17) 0.03678(11) 0.61263(12) 0.0206(3) Uani 1 1 d . . . H11 H 0.8506 -0.0012 0.6422 0.025 Uiso 1 1 calc R . . C12 C 0.75748(17) 0.01778(11) 0.50532(12) 0.0205(3) Uani 1 1 d . . . C13 C 0.80602(18) -0.05404(12) 0.44028(12) 0.0245(3) Uani 1 1 d . . . H13 H 0.8637 -0.0927 0.4686 0.029 Uiso 1 1 calc R . . C14 C 0.7712(2) -0.06887(13) 0.33698(13) 0.0280(3) Uani 1 1 d . . . H14 H 0.8064 -0.1165 0.2950 0.034 Uiso 1 1 calc R . . C15 C 0.6838(2) -0.01376(13) 0.29349(13) 0.0283(4) Uani 1 1 d . . . H15 H 0.6604 -0.0239 0.2222 0.034 Uiso 1 1 calc R . . C16 C 0.63245(18) 0.05439(13) 0.35365(12) 0.0251(3) Uani 1 1 d . . . H16 H 0.5712 0.0900 0.3235 0.030 Uiso 1 1 calc R . . C17 C 0.66955(17) 0.07297(11) 0.46157(12) 0.0212(3) Uani 1 1 d . . . C18 C 0.62282(17) 0.14510(12) 0.52670(12) 0.0225(3) Uani 1 1 d . . . H18 H 0.5628 0.1821 0.4978 0.027 Uiso 1 1 calc R . . C19 C 0.66105(17) 0.16388(11) 0.63095(12) 0.0209(3) Uani 1 1 d . . . C20 C 0.60722(19) 0.24445(12) 0.69470(13) 0.0255(3) Uani 1 1 d . . . H20A H 0.4938 0.2151 0.6880 0.031 Uiso 1 1 calc R . . H20B H 0.6614 0.2610 0.7669 0.031 Uiso 1 1 calc R . . C21 C 0.54317(19) 0.38969(13) 0.63399(14) 0.0296(4) Uani 1 1 d . . . H21 H 0.4339 0.3676 0.6277 0.035 Uiso 1 1 calc R . . C22 C 0.63063(19) 0.47960(13) 0.61555(14) 0.0289(4) Uani 1 1 d . . . H22 H 0.5946 0.5313 0.5942 0.035 Uiso 1 1 calc R . . C23 C 0.78262(18) 0.47781(12) 0.63497(12) 0.0225(3) Uani 1 1 d . . . C24 C 0.93082(19) 0.55010(12) 0.63138(12) 0.0240(3) Uani 1 1 d . . . C25 C 0.9418(2) 0.63420(13) 0.59201(14) 0.0317(4) Uani 1 1 d . . . H25 H 0.8510 0.6494 0.5662 0.038 Uiso 1 1 calc R . . C26 C 1.0884(2) 0.69651(15) 0.59069(16) 0.0406(5) Uani 1 1 d . . . H26 H 1.0987 0.7553 0.5644 0.049 Uiso 1 1 calc R . . C27 C 1.2173(2) 0.67285(15) 0.62732(16) 0.0403(5) Uani 1 1 d . . . H27 H 1.3180 0.7142 0.6262 0.048 Uiso 1 1 calc R . . C28 C 1.1982(2) 0.58745(14) 0.66613(15) 0.0345(4) Uani 1 1 d . . . H28 H 1.2877 0.5707 0.6916 0.041 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 0.02123(10) 0.02259(10) 0.02857(10) 0.00664(8) 0.00157(7) 0.00735(7) Zn2 0.02228(10) 0.02005(10) 0.03459(11) 0.01012(8) 0.00815(8) 0.00835(7) Cl1 0.0251(2) 0.0542(3) 0.0376(2) 0.0188(2) 0.00922(18) 0.0149(2) Cl2 0.0357(2) 0.0289(2) 0.0313(2) 0.00115(17) -0.00390(17) 0.01635(18) Cl3 0.0624(3) 0.0315(2) 0.0340(2) 0.01099(19) 0.0110(2) 0.0158(2) Cl4 0.0302(2) 0.0300(2) 0.0532(3) 0.0110(2) 0.0146(2) 0.01688(18) N1 0.0288(7) 0.0260(7) 0.0229(7) 0.0074(6) 0.0041(6) 0.0126(6) N2 0.0233(7) 0.0212(6) 0.0231(6) 0.0072(5) 0.0052(5) 0.0089(5) N3 0.0259(7) 0.0196(6) 0.0220(6) 0.0062(5) 0.0047(5) 0.0081(5) N4 0.0197(6) 0.0164(6) 0.0386(8) 0.0096(6) 0.0117(6) 0.0061(5) N5 0.0186(6) 0.0168(6) 0.0342(7) 0.0082(5) 0.0098(6) 0.0057(5) N6 0.0227(7) 0.0195(7) 0.0355(8) 0.0091(6) 0.0090(6) 0.0050(5) C1 0.0398(10) 0.0266(9) 0.0293(9) 0.0075(7) 0.0064(8) 0.0141(8) C2 0.0490(11) 0.0353(10) 0.0315(9) 0.0137(8) 0.0120(8) 0.0262(9) C3 0.0382(10) 0.0511(12) 0.0382(10) 0.0217(9) 0.0118(8) 0.0289(9) C4 0.0260(8) 0.0413(10) 0.0333(9) 0.0155(8) 0.0081(7) 0.0141(8) C5 0.0242(8) 0.0292(8) 0.0182(7) 0.0080(6) 0.0070(6) 0.0108(7) C6 0.0221(7) 0.0291(8) 0.0178(7) 0.0092(6) 0.0072(6) 0.0095(6) C7 0.0217(8) 0.0316(9) 0.0225(8) 0.0082(7) 0.0032(6) 0.0044(7) C8 0.0272(8) 0.0255(8) 0.0225(8) 0.0061(7) 0.0049(6) 0.0024(7) C9 0.0288(8) 0.0232(8) 0.0273(8) 0.0079(7) 0.0078(7) 0.0129(7) C10 0.0171(7) 0.0159(7) 0.0262(8) 0.0074(6) 0.0042(6) 0.0021(6) C11 0.0199(7) 0.0167(7) 0.0260(8) 0.0089(6) 0.0041(6) 0.0058(6) C12 0.0177(7) 0.0162(7) 0.0260(8) 0.0074(6) 0.0047(6) 0.0022(6) C13 0.0230(8) 0.0221(8) 0.0282(8) 0.0085(7) 0.0050(6) 0.0066(6) C14 0.0297(9) 0.0252(8) 0.0286(8) 0.0062(7) 0.0094(7) 0.0077(7) C15 0.0304(9) 0.0291(9) 0.0226(8) 0.0105(7) 0.0057(7) 0.0036(7) C16 0.0221(8) 0.0236(8) 0.0284(8) 0.0135(7) 0.0022(6) 0.0033(6) C17 0.0176(7) 0.0158(7) 0.0290(8) 0.0104(6) 0.0046(6) 0.0013(6) C18 0.0184(7) 0.0188(7) 0.0331(8) 0.0140(6) 0.0060(6) 0.0053(6) C19 0.0176(7) 0.0143(7) 0.0323(8) 0.0100(6) 0.0084(6) 0.0034(6) C20 0.0255(8) 0.0191(8) 0.0386(9) 0.0131(7) 0.0153(7) 0.0093(6) C21 0.0220(8) 0.0235(8) 0.0478(10) 0.0129(8) 0.0107(7) 0.0111(7) C22 0.0250(8) 0.0210(8) 0.0454(10) 0.0146(7) 0.0088(7) 0.0106(7) C23 0.0251(8) 0.0149(7) 0.0287(8) 0.0061(6) 0.0083(6) 0.0071(6) C24 0.0257(8) 0.0160(7) 0.0287(8) 0.0044(6) 0.0085(6) 0.0045(6) C25 0.0310(9) 0.0229(8) 0.0420(10) 0.0142(8) 0.0081(8) 0.0065(7) C26 0.0368(10) 0.0277(9) 0.0557(12) 0.0209(9) 0.0109(9) 0.0014(8) C27 0.0291(9) 0.0314(10) 0.0573(12) 0.0189(9) 0.0135(9) -0.0014(8) C28 0.0237(9) 0.0275(9) 0.0506(11) 0.0127(8) 0.0095(8) 0.0043(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 N1 2.0602(15) . ? Zn1 N2 2.0607(16) . ? Zn1 Cl1 2.2195(7) . ? Zn1 Cl2 2.2202(10) . ? Zn2 N5 2.0470(14) . ? Zn2 N6 2.0695(14) . ? Zn2 Cl4 2.1974(8) . ? Zn2 Cl3 2.2329(7) . ? N1 C1 1.333(2) . ? N1 C5 1.350(2) . ? N2 C6 1.334(2) . ? N2 N3 1.3426(18) . ? N3 C8 1.349(2) . ? N3 C9 1.447(2) . ? N4 C21 1.333(2) . ? N4 N5 1.3488(18) . ? N4 C20 1.456(2) . ? N5 C23 1.335(2) . ? N6 C28 1.342(2) . ? N6 C24 1.345(2) . ? C1 C2 1.374(3) . ? C1 H1 0.9500 . ? C2 C3 1.383(3) . ? C2 H2 0.9500 . ? C3 C4 1.378(3) . ? C3 H3 0.9500 . ? C4 C5 1.380(2) . ? C4 H4 0.9500 . ? C5 C6 1.461(2) . ? C6 C7 1.396(2) . ? C7 C8 1.370(2) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.528(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.376(2) . ? C10 C19 1.417(2) . ? C11 C12 1.425(2) . ? C11 H11 0.9500 . ? C12 C17 1.411(2) . ? C12 C13 1.419(2) . ? C13 C14 1.377(2) . ? C13 H13 0.9500 . ? C14 C15 1.406(2) . ? C14 H14 0.9500 . ? C15 C16 1.366(2) . ? C15 H15 0.9500 . ? C16 C17 1.434(2) . ? C16 H16 0.9500 . ? C17 C18 1.412(2) . ? C18 C19 1.384(2) . ? C18 H18 0.9500 . ? C19 C20 1.522(2) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.384(2) . ? C21 H21 0.9500 . ? C22 C23 1.389(2) . ? C22 H22 0.9500 . ? C23 C24 1.467(2) . ? C24 C25 1.377(2) . ? C25 C26 1.391(2) . ? C25 H25 0.9500 . ? C26 C27 1.365(3) . ? C26 H26 0.9500 . ? C27 C28 1.384(3) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? 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 79.79(6) . . ? N1 Zn1 Cl1 118.92(4) . . ? N2 Zn1 Cl1 108.07(5) . . ? N1 Zn1 Cl2 106.43(5) . . ? N2 Zn1 Cl2 118.39(5) . . ? Cl1 Zn1 Cl2 119.23(3) . . ? N5 Zn2 N6 79.73(6) . . ? N5 Zn2 Cl4 126.07(5) . . ? N6 Zn2 Cl4 107.47(4) . . ? N5 Zn2 Cl3 104.12(5) . . ? N6 Zn2 Cl3 118.01(5) . . ? Cl4 Zn2 Cl3 116.77(3) . . ? C1 N1 C5 118.99(15) . . ? C1 N1 Zn1 126.66(13) . . ? C5 N1 Zn1 114.29(11) . . ? C6 N2 N3 105.66(13) . . ? C6 N2 Zn1 113.59(11) . . ? N3 N2 Zn1 140.51(10) . . ? N2 N3 C8 111.11(13) . . ? N2 N3 C9 121.85(13) . . ? C8 N3 C9 126.97(14) . . ? C21 N4 N5 111.01(13) . . ? C21 N4 C20 128.98(14) . . ? N5 N4 C20 119.93(13) . . ? C23 N5 N4 106.23(13) . . ? C23 N5 Zn2 113.74(11) . . ? N4 N5 Zn2 138.76(10) . . ? C28 N6 C24 118.85(14) . . ? C28 N6 Zn2 126.82(12) . . ? C24 N6 Zn2 114.21(10) . . ? N1 C1 C2 122.20(18) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C1 C2 C3 118.61(17) . . ? C1 C2 H2 120.7 . . ? C3 C2 H2 120.7 . . ? C4 C3 C2 119.95(17) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C3 C4 C5 118.15(18) . . ? C3 C4 H4 120.9 . . ? C5 C4 H4 120.9 . . ? N1 C5 C4 122.10(16) . . ? N1 C5 C6 114.98(14) . . ? C4 C5 C6 122.92(16) . . ? N2 C6 C7 110.90(15) . . ? N2 C6 C5 117.25(14) . . ? C7 C6 C5 131.83(15) . . ? C8 C7 C6 104.63(15) . . ? C8 C7 H7 127.7 . . ? C6 C7 H7 127.7 . . ? N3 C8 C7 107.69(15) . . ? N3 C8 H8 126.2 . . ? C7 C8 H8 126.2 . . ? N3 C9 C10 114.30(13) . . ? N3 C9 H9A 108.7 . . ? C10 C9 H9A 108.7 . . ? N3 C9 H9B 108.7 . . ? C10 C9 H9B 108.7 . . ? H9A C9 H9B 107.6 . . ? C11 C10 C19 118.46(14) . . ? C11 C10 C9 122.12(14) . . ? C19 C10 C9 119.38(14) . . ? C10 C11 C12 122.80(14) . . ? C10 C11 H11 118.6 . . ? C12 C11 H11 118.6 . . ? C17 C12 C13 118.41(14) . . ? C17 C12 C11 118.43(14) . . ? C13 C12 C11 123.16(14) . . ? C14 C13 C12 121.33(15) . . ? C14 C13 H13 119.3 . . ? C12 C13 H13 119.3 . . ? C13 C14 C15 120.20(16) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C16 C15 C14 120.01(15) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 121.00(15) . . ? C15 C16 H16 119.5 . . ? C17 C16 H16 119.5 . . ? C12 C17 C18 118.19(14) . . ? C12 C17 C16 119.02(15) . . ? C18 C17 C16 122.79(14) . . ? C19 C18 C17 122.52(14) . . ? C19 C18 H18 118.7 . . ? C17 C18 H18 118.7 . . ? C18 C19 C10 119.58(14) . . ? C18 C19 C20 118.51(14) . . ? C10 C19 C20 121.91(14) . . ? N4 C20 C19 110.62(12) . . ? N4 C20 H20A 109.5 . . ? C19 C20 H20A 109.5 . . ? N4 C20 H20B 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 108.1 . . ? N4 C21 C22 107.54(14) . . ? N4 C21 H21 126.2 . . ? C22 C21 H21 126.2 . . ? C21 C22 C23 105.00(14) . . ? C21 C22 H22 127.5 . . ? C23 C22 H22 127.5 . . ? N5 C23 C22 110.22(14) . . ? N5 C23 C24 117.02(14) . . ? C22 C23 C24 132.75(15) . . ? N6 C24 C25 121.74(15) . . ? N6 C24 C23 114.61(14) . . ? C25 C24 C23 123.65(16) . . ? C24 C25 C26 118.80(17) . . ? C24 C25 H25 120.6 . . ? C26 C25 H25 120.6 . . ? C27 C26 C25 119.68(17) . . ? C27 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? C26 C27 C28 118.63(17) . . ? C26 C27 H27 120.7 . . ? C28 C27 H27 120.7 . . ? N6 C28 C27 122.30(17) . . ? N6 C28 H28 118.9 . . ? C27 C28 H28 118.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Zn1 N1 C1 -177.61(15) . . . . ? Cl1 Zn1 N1 C1 77.29(15) . . . . ? Cl2 Zn1 N1 C1 -60.84(15) . . . . ? N2 Zn1 N1 C5 -0.51(11) . . . . ? Cl1 Zn1 N1 C5 -105.61(11) . . . . ? Cl2 Zn1 N1 C5 116.27(11) . . . . ? N1 Zn1 N2 C6 -1.48(10) . . . . ? Cl1 Zn1 N2 C6 115.78(10) . . . . ? Cl2 Zn1 N2 C6 -104.74(10) . . . . ? N1 Zn1 N2 N3 -174.81(16) . . . . ? Cl1 Zn1 N2 N3 -57.54(16) . . . . ? Cl2 Zn1 N2 N3 81.93(16) . . . . ? C6 N2 N3 C8 0.17(16) . . . . ? Zn1 N2 N3 C8 173.82(12) . . . . ? C6 N2 N3 C9 -176.85(13) . . . . ? Zn1 N2 N3 C9 -3.2(2) . . . . ? C21 N4 N5 C23 0.06(18) . . . . ? C20 N4 N5 C23 -176.90(14) . . . . ? C21 N4 N5 Zn2 165.58(13) . . . . ? C20 N4 N5 Zn2 -11.4(2) . . . . ? N6 Zn2 N5 C23 -6.49(11) . . . . ? Cl4 Zn2 N5 C23 -110.70(11) . . . . ? Cl3 Zn2 N5 C23 110.04(11) . . . . ? N6 Zn2 N5 N4 -171.28(16) . . . . ? Cl4 Zn2 N5 N4 84.50(16) . . . . ? Cl3 Zn2 N5 N4 -54.75(16) . . . . ? N5 Zn2 N6 C28 -173.49(16) . . . . ? Cl4 Zn2 N6 C28 -48.73(16) . . . . ? Cl3 Zn2 N6 C28 85.88(16) . . . . ? N5 Zn2 N6 C24 2.38(11) . . . . ? Cl4 Zn2 N6 C24 127.14(11) . . . . ? Cl3 Zn2 N6 C24 -98.25(12) . . . . ? C5 N1 C1 C2 0.5(2) . . . . ? Zn1 N1 C1 C2 177.46(13) . . . . ? N1 C1 C2 C3 -0.3(3) . . . . ? C1 C2 C3 C4 -0.1(3) . . . . ? C2 C3 C4 C5 0.3(3) . . . . ? C1 N1 C5 C4 -0.3(2) . . . . ? Zn1 N1 C5 C4 -177.68(12) . . . . ? C1 N1 C5 C6 179.61(14) . . . . ? Zn1 N1 C5 C6 2.27(16) . . . . ? C3 C4 C5 N1 0.0(2) . . . . ? C3 C4 C5 C6 -179.97(16) . . . . ? N3 N2 C6 C7 -0.14(17) . . . . ? Zn1 N2 C6 C7 -175.74(10) . . . . ? N3 N2 C6 C5 178.77(12) . . . . ? Zn1 N2 C6 C5 3.17(17) . . . . ? N1 C5 C6 N2 -3.7(2) . . . . ? C4 C5 C6 N2 176.27(15) . . . . ? N1 C5 C6 C7 174.95(16) . . . . ? C4 C5 C6 C7 -5.1(3) . . . . ? N2 C6 C7 C8 0.06(18) . . . . ? C5 C6 C7 C8 -178.65(16) . . . . ? N2 N3 C8 C7 -0.14(18) . . . . ? C9 N3 C8 C7 176.70(14) . . . . ? C6 C7 C8 N3 0.05(17) . . . . ? N2 N3 C9 C10 -82.85(18) . . . . ? C8 N3 C9 C10 100.63(18) . . . . ? N3 C9 C10 C11 21.1(2) . . . . ? N3 C9 C10 C19 -161.21(13) . . . . ? C19 C10 C11 C12 0.4(2) . . . . ? C9 C10 C11 C12 178.18(14) . . . . ? C10 C11 C12 C17 -1.2(2) . . . . ? C10 C11 C12 C13 178.90(14) . . . . ? C17 C12 C13 C14 1.1(2) . . . . ? C11 C12 C13 C14 -178.93(15) . . . . ? C12 C13 C14 C15 -1.1(2) . . . . ? C13 C14 C15 C16 -0.3(2) . . . . ? C14 C15 C16 C17 1.5(2) . . . . ? C13 C12 C17 C18 -179.40(13) . . . . ? C11 C12 C17 C18 0.6(2) . . . . ? C13 C12 C17 C16 0.1(2) . . . . ? C11 C12 C17 C16 -179.82(13) . . . . ? C15 C16 C17 C12 -1.5(2) . . . . ? C15 C16 C17 C18 178.04(14) . . . . ? C12 C17 C18 C19 0.5(2) . . . . ? C16 C17 C18 C19 -178.97(14) . . . . ? C17 C18 C19 C10 -1.3(2) . . . . ? C17 C18 C19 C20 179.05(13) . . . . ? C11 C10 C19 C18 0.8(2) . . . . ? C9 C10 C19 C18 -177.04(13) . . . . ? C11 C10 C19 C20 -179.57(13) . . . . ? C9 C10 C19 C20 2.6(2) . . . . ? C21 N4 C20 C19 125.52(18) . . . . ? N5 N4 C20 C19 -58.13(19) . . . . ? C18 C19 C20 N4 -46.88(19) . . . . ? C10 C19 C20 N4 133.46(15) . . . . ? N5 N4 C21 C22 0.0(2) . . . . ? C20 N4 C21 C22 176.60(16) . . . . ? N4 C21 C22 C23 0.0(2) . . . . ? N4 N5 C23 C22 -0.09(18) . . . . ? Zn2 N5 C23 C22 -169.72(11) . . . . ? N4 N5 C23 C24 179.14(13) . . . . ? Zn2 N5 C23 C24 9.52(18) . . . . ? C21 C22 C23 N5 0.1(2) . . . . ? C21 C22 C23 C24 -178.98(17) . . . . ? C28 N6 C24 C25 -1.3(2) . . . . ? Zn2 N6 C24 C25 -177.57(13) . . . . ? C28 N6 C24 C23 178.00(15) . . . . ? Zn2 N6 C24 C23 1.78(17) . . . . ? N5 C23 C24 N6 -7.6(2) . . . . ? C22 C23 C24 N6 171.41(18) . . . . ? N5 C23 C24 C25 171.73(16) . . . . ? C22 C23 C24 C25 -9.3(3) . . . . ? N6 C24 C25 C26 0.5(3) . . . . ? C23 C24 C25 C26 -178.78(17) . . . . ? C24 C25 C26 C27 0.6(3) . . . . ? C25 C26 C27 C28 -0.8(3) . . . . ? C24 N6 C28 C27 1.1(3) . . . . ? Zn2 N6 C28 C27 176.83(14) . . . . ? C26 C27 C28 N6 -0.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.70 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.349 _refine_diff_density_min -0.276 _refine_diff_density_rms 0.053