Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Suning Wang' _publ_contact_author_address ; Department of Chemistry Queen's University Kingston Ontario K7L 3N6 CANADA ; _publ_contact_author_email WANGS@CHEM.QUEENSU.CA _publ_section_title ; Interaction of 2-(2'-Pyridyl)benzimidazolyl Derivative Ligands with Group 12 Metal Ions: Coordination, Structures and Luminescence ; loop_ _publ_author_name 'Suhing Wang.' 'L.De la Durantaye' 'Wen Li Jia.' 'Theresa McCormick' # Attachment 'compound1new.CIF' data_ldhgsqz _database_code_depnum_ccdc_archive 'CCDC 602131' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H43 Cl4 Hg2 N9' _chemical_formula_weight 1384.97 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' Hg Hg -2.3894 9.2266 '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 13.492(6) _cell_length_b 14.686(5) _cell_length_c 15.880(6) _cell_angle_alpha 102.163(7) _cell_angle_beta 113.679(6) _cell_angle_gamma 103.799(8) _cell_volume 2627.1(18) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 80 _cell_measurement_theta_min 1.49 _cell_measurement_theta_max 28.31 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.751 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1340 _exptl_absorpt_coefficient_mu 6.087 _exptl_absorpt_correction_type 'Empirical (Bruker SADABS)' _exptl_absorpt_correction_T_min 0.6570 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 12062 _diffrn_reflns_av_R_equivalents 0.0486 _diffrn_reflns_av_sigmaI/netI 0.2501 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8301 _reflns_number_gt 2938 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _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. ; _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^)+(0.0400P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8301 _refine_ls_number_parameters 479 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1474 _refine_ls_R_factor_gt 0.0671 _refine_ls_wR_factor_ref 0.1151 _refine_ls_wR_factor_gt 0.1096 _refine_ls_goodness_of_fit_ref 0.779 _refine_ls_restrained_S_all 0.779 _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 Hg1 Hg 0.08386(6) 0.19606(4) 0.29285(4) 0.0769(3) Uani 1 1 d . . . Hg2 Hg 0.25551(5) -0.56545(4) 0.26802(4) 0.0692(3) Uani 1 1 d . . . Cl1 Cl 0.3034(3) -0.6562(3) 0.1615(3) 0.0865(13) Uani 1 1 d . . . Cl2 Cl 0.2489(4) -0.5718(3) 0.4121(3) 0.0890(14) Uani 1 1 d . . . Cl3 Cl -0.0049(4) 0.2572(3) 0.1681(3) 0.0942(14) Uani 1 1 d . . . Cl4 Cl 0.0846(3) 0.1820(3) 0.4354(3) 0.0976(15) Uani 1 1 d . . . N1 N 0.4190(11) -0.4148(7) 0.3147(8) 0.065(4) Uani 1 1 d . . . N4 N 0.2312(10) 0.1496(8) 0.2732(7) 0.051(3) Uani 1 1 d . . . N5 N 0.2938(10) 0.0378(8) 0.2167(7) 0.048(3) Uani 1 1 d . . . N6 N 0.0074(13) 0.0217(8) 0.1742(9) 0.068(4) Uani 1 1 d . . . N7 N 0.4401(12) -0.1510(9) 0.0398(9) 0.049(3) Uani 1 1 d . . . N8 N 0.5784(11) -0.1159(10) 0.0020(12) 0.067(4) Uani 1 1 d . . . C1 C 0.5293(16) -0.4006(13) 0.3669(11) 0.086(6) Uani 1 1 d . . . H1A H 0.5476 -0.4512 0.3890 0.103 Uiso 1 1 calc R . . C2 C 0.6200(15) -0.3141(14) 0.3908(11) 0.090(6) Uani 1 1 d . . . H2A H 0.6966 -0.3101 0.4220 0.108 Uiso 1 1 calc R . . C3 C 0.5953(13) -0.2383(13) 0.3686(12) 0.119(8) Uani 1 1 d . . . H3A H 0.6539 -0.1775 0.3886 0.143 Uiso 1 1 calc R . . C4 C 0.4797(14) -0.2513(11) 0.3144(10) 0.070(5) Uani 1 1 d . . . H4A H 0.4611 -0.1980 0.2986 0.084 Uiso 1 1 calc R . . C5 C 0.3907(12) -0.3416(11) 0.2831(9) 0.050(4) Uani 1 1 d . . . C6 C 0.2682(7) -0.3625(6) 0.2268(6) 0.060(4) Uani 1 1 d G . . N3 N 0.1884(8) -0.4430(6) 0.2206(6) 0.039(3) Uani 1 1 d G . . C7 C 0.0821(8) -0.4425(6) 0.1653(7) 0.053(4) Uani 1 1 d G . . C12 C 0.0962(8) -0.3617(7) 0.1374(7) 0.060(5) Uani 1 1 d G . . N2 N 0.2112(9) -0.3122(5) 0.1754(6) 0.047(3) Uani 1 1 d G . . C8 C -0.0254(13) -0.5064(10) 0.1354(11) 0.072(5) Uani 1 1 d . . . H8A H -0.0360 -0.5638 0.1520 0.087 Uiso 1 1 calc R . . C9 C -0.1178(13) -0.4849(11) 0.0805(10) 0.083(5) Uani 1 1 d . . . H9A H -0.1919 -0.5254 0.0644 0.100 Uiso 1 1 calc R . . C10 C -0.1053(14) -0.4030(13) 0.0467(11) 0.097(6) Uani 1 1 d . . . H10A H -0.1697 -0.3936 0.0035 0.117 Uiso 1 1 calc R . . C11 C 0.0058(16) -0.3376(12) 0.0802(11) 0.095(6) Uani 1 1 d . . . H11A H 0.0189 -0.2798 0.0647 0.114 Uiso 1 1 calc R . . C13 C -0.1038(14) -0.0343(12) 0.1162(12) 0.073(5) Uani 1 1 d . . . H13A H -0.1558 -0.0189 0.1359 0.088 Uiso 1 1 calc R . . C14 C -0.1473(15) -0.1074(12) 0.0361(13) 0.077(6) Uani 1 1 d . . . H14A H -0.2269 -0.1430 0.0000 0.092 Uiso 1 1 calc R . . C15 C -0.0729(18) -0.1309(11) 0.0058(10) 0.075(6) Uani 1 1 d . . . H15A H -0.1000 -0.1838 -0.0515 0.090 Uiso 1 1 calc R . . C16 C 0.0446(13) -0.0741(10) 0.0624(11) 0.044(4) Uani 1 1 d . . . H16A H 0.0982 -0.0835 0.0420 0.053 Uiso 1 1 calc R . . C17 C 0.0760(12) -0.0065(10) 0.1460(11) 0.041(4) Uani 1 1 d . . . C18 C 0.1981(15) 0.0585(10) 0.2107(10) 0.050(4) Uani 1 1 d . . . C19 C 0.3560(12) 0.1932(11) 0.3283(11) 0.059(5) Uani 1 1 d . . . C20 C 0.4261(16) 0.2813(11) 0.3928(11) 0.070(5) Uani 1 1 d . . . H20A H 0.3983 0.3286 0.4141 0.084 Uiso 1 1 calc R . . C21 C 0.5423(16) 0.3010(11) 0.4279(10) 0.076(5) Uani 1 1 d . . . H21A H 0.5965 0.3622 0.4750 0.091 Uiso 1 1 calc R . . C22 C 0.5771(13) 0.2288(13) 0.3925(11) 0.077(5) Uani 1 1 d . . . H22A H 0.6568 0.2443 0.4195 0.092 Uiso 1 1 calc R . . C23 C 0.5108(13) 0.1385(11) 0.3237(10) 0.064(4) Uani 1 1 d . . . H23A H 0.5411 0.0930 0.3032 0.076 Uiso 1 1 calc R . . C24 C 0.3902(13) 0.1186(11) 0.2850(10) 0.051(4) Uani 1 1 d . . . N9 N 0.6281(9) -0.0439(7) 0.2402(11) 0.072(4) Uani 1 1 d G . . C25 C 0.7040(12) 0.0197(11) 0.3328(9) 0.110(7) Uani 1 1 d G . . H25A H 0.7046 0.0021 0.3859 0.132 Uiso 1 1 calc R . . C26 C 0.7791(9) 0.1088(10) 0.3479(7) 0.087(6) Uani 1 1 d G . . H26A H 0.8312 0.1524 0.4114 0.104 Uiso 1 1 calc R . . C27 C 0.7782(8) 0.1345(6) 0.2705(11) 0.079(5) Uani 1 1 d G . . H27A H 0.8297 0.1956 0.2809 0.094 Uiso 1 1 calc R . . C28 C 0.7022(9) 0.0709(8) 0.1780(9) 0.062(4) Uani 1 1 d G . . H28A H 0.7016 0.0885 0.1249 0.075 Uiso 1 1 calc R . . C29 C 0.6272(7) -0.0183(7) 0.1628(8) 0.054(4) Uani 1 1 d G . . C30 C 0.5490(15) -0.0904(11) 0.0691(14) 0.060(5) Uani 1 1 d . . . C31 C 0.2900(13) -0.2973(13) -0.1142(14) 0.070(5) Uani 1 1 d . . . H31A H 0.2312 -0.3111 -0.0970 0.084 Uiso 1 1 calc R . . C32 C 0.2754(17) -0.3515(14) -0.2027(15) 0.094(6) Uani 1 1 d . . . H32A H 0.2053 -0.4032 -0.2474 0.113 Uiso 1 1 calc R . . C33 C 0.366(2) -0.3292(15) -0.2257(13) 0.091(6) Uani 1 1 d . . . H33A H 0.3537 -0.3668 -0.2864 0.109 Uiso 1 1 calc R . . C34 C 0.4711(19) -0.2553(15) -0.1640(15) 0.080(5) Uani 1 1 d . . . H34A H 0.5312 -0.2438 -0.1798 0.096 Uiso 1 1 calc R . . C35 C 0.4837(16) -0.1987(13) -0.0770(14) 0.057(4) Uani 1 1 d . . . C36 C 0.3942(16) -0.2224(11) -0.0527(12) 0.054(4) Uani 1 1 d . . . C37 C 0.2637(7) -0.2254(6) 0.1593(6) 0.047(4) Uani 1 1 d G . . C38 C 0.2502(7) -0.1364(7) 0.1937(6) 0.054(4) Uiso 1 1 d G . . H38A H 0.2090 -0.1330 0.2284 0.065 Uiso 1 1 calc R . . C39 C 0.2983(7) -0.0523(6) 0.1760(6) 0.046(4) Uani 1 1 d G . . C40 C 0.3599(7) -0.0573(6) 0.1240(6) 0.050(4) Uani 1 1 d G . . H40A H 0.3921 -0.0011 0.1122 0.061 Uiso 1 1 calc R . . C41 C 0.3734(7) -0.1463(7) 0.0896(6) 0.051(4) Uani 1 1 d G . . C42 C 0.3253(7) -0.2304(6) 0.1073(6) 0.037(3) Uani 1 1 d G . . H42A H 0.3343 -0.2899 0.0843 0.044 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 Hg1 0.0877(6) 0.0677(5) 0.0824(5) 0.0244(4) 0.0424(5) 0.0375(4) Hg2 0.0652(5) 0.0549(4) 0.0794(5) 0.0282(4) 0.0261(4) 0.0188(4) Cl1 0.070(3) 0.093(3) 0.075(3) 0.013(2) 0.021(2) 0.034(2) Cl2 0.110(4) 0.077(3) 0.077(3) 0.030(2) 0.042(3) 0.030(3) Cl3 0.103(4) 0.093(3) 0.111(3) 0.045(3) 0.055(3) 0.059(3) Cl4 0.063(3) 0.117(4) 0.081(3) 0.027(3) 0.024(3) 0.004(3) N1 0.059(10) 0.050(7) 0.083(9) 0.042(7) 0.025(8) 0.013(7) N4 0.075(10) 0.037(7) 0.035(7) 0.016(6) 0.018(7) 0.024(7) N5 0.049(9) 0.034(7) 0.055(8) 0.008(6) 0.020(7) 0.018(7) N6 0.052(10) 0.053(8) 0.075(10) -0.001(7) 0.020(9) 0.018(8) N7 0.047(10) 0.063(8) 0.061(9) 0.024(7) 0.045(8) 0.025(8) N8 0.054(10) 0.073(10) 0.093(11) 0.039(9) 0.046(10) 0.024(9) C1 0.055(12) 0.091(13) 0.101(14) 0.046(11) 0.014(11) 0.038(11) C2 0.065(14) 0.098(14) 0.087(13) 0.042(12) 0.012(10) 0.031(13) C3 0.035(12) 0.087(14) 0.124(16) 0.029(12) -0.037(11) -0.019(10) C4 0.056(12) 0.063(11) 0.087(12) 0.041(9) 0.016(10) 0.033(10) C5 0.042(11) 0.063(10) 0.053(10) 0.030(8) 0.026(8) 0.015(9) C6 0.048(12) 0.069(11) 0.090(12) 0.043(9) 0.048(10) 0.023(10) N3 0.014(6) 0.041(6) 0.056(7) 0.013(5) 0.013(6) 0.010(5) C7 0.061(12) 0.037(8) 0.080(11) 0.047(8) 0.037(10) 0.021(8) C12 0.006(9) 0.056(9) 0.081(11) 0.028(9) -0.007(8) -0.008(8) N2 0.057(9) 0.026(6) 0.069(8) 0.027(6) 0.032(7) 0.021(6) C8 0.047(11) 0.068(10) 0.118(14) 0.057(10) 0.044(10) 0.019(9) C9 0.048(12) 0.074(12) 0.086(13) 0.029(10) 0.006(10) -0.001(9) C10 0.048(12) 0.099(14) 0.114(14) 0.062(12) 0.010(11) 0.007(11) C11 0.090(15) 0.082(12) 0.119(15) 0.064(11) 0.042(12) 0.028(12) C13 0.050(12) 0.055(10) 0.080(13) 0.003(10) 0.008(10) 0.020(9) C14 0.067(14) 0.039(10) 0.112(16) -0.005(10) 0.049(12) 0.013(10) C15 0.118(18) 0.065(12) 0.031(10) 0.011(9) 0.020(12) 0.048(13) C16 0.033(11) 0.047(9) 0.053(11) 0.017(8) 0.019(9) 0.017(8) C17 0.022(10) 0.031(8) 0.041(10) -0.004(8) 0.002(8) 0.003(8) C18 0.094(14) 0.051(10) 0.062(11) 0.044(9) 0.060(11) 0.058(11) C19 0.017(10) 0.043(9) 0.096(13) 0.038(9) 0.014(10) -0.011(8) C20 0.075(14) 0.046(10) 0.075(12) 0.001(9) 0.035(11) 0.015(10) C21 0.077(15) 0.047(11) 0.050(11) -0.014(8) 0.010(11) -0.003(10) C22 0.050(12) 0.077(12) 0.046(11) 0.007(10) -0.005(9) -0.009(11) C23 0.039(11) 0.083(12) 0.043(10) 0.004(9) 0.005(8) 0.021(9) C24 0.044(12) 0.043(9) 0.060(11) 0.016(8) 0.022(9) 0.014(9) N9 0.067(10) 0.106(11) 0.077(10) 0.058(9) 0.051(9) 0.030(9) C25 0.048(13) 0.150(18) 0.095(17) 0.067(14) 0.012(12) -0.009(12) C26 0.055(13) 0.139(18) 0.075(13) 0.052(12) 0.033(10) 0.031(13) C27 0.037(11) 0.048(10) 0.105(14) -0.004(11) 0.020(11) -0.009(8) C28 0.028(9) 0.057(9) 0.114(14) 0.042(10) 0.036(10) 0.020(8) C29 0.009(9) 0.049(10) 0.083(13) -0.001(10) 0.014(9) 0.012(8) C30 0.034(12) 0.051(10) 0.137(18) 0.052(12) 0.067(13) 0.020(9) C31 0.036(12) 0.072(12) 0.091(14) 0.034(11) 0.032(12) -0.004(10) C32 0.068(15) 0.109(16) 0.094(17) 0.021(13) 0.046(14) 0.011(12) C33 0.099(18) 0.102(16) 0.085(15) 0.042(13) 0.045(15) 0.047(15) C34 0.104(19) 0.096(14) 0.089(15) 0.038(12) 0.083(14) 0.046(14) C35 0.058(14) 0.080(13) 0.083(15) 0.060(12) 0.059(13) 0.032(11) C36 0.075(14) 0.048(10) 0.059(13) 0.033(10) 0.039(12) 0.029(10) C37 0.032(9) 0.060(10) 0.053(9) 0.023(8) 0.017(7) 0.025(8) C39 0.020(9) 0.055(9) 0.042(9) 0.020(8) -0.001(7) 0.001(7) C40 0.047(11) 0.066(11) 0.054(10) 0.049(8) 0.020(8) 0.028(8) C41 0.024(9) 0.041(9) 0.071(11) 0.029(8) 0.012(8) -0.004(7) C42 0.031(9) 0.040(8) 0.049(9) 0.016(7) 0.026(7) 0.016(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 Hg1 Cl4 2.312(4) . ? Hg1 Cl3 2.350(4) . ? Hg1 N4 2.360(11) . ? Hg1 N6 2.514(11) . ? Hg2 Cl1 2.323(4) . ? Hg2 N3 2.328(7) . ? Hg2 Cl2 2.345(4) . ? Hg2 N1 2.445(11) . ? N1 C1 1.317(16) . ? N1 C5 1.351(14) . ? N4 C18 1.332(14) . ? N4 C19 1.441(14) . ? N5 C24 1.365(14) . ? N5 C18 1.368(15) . ? N5 C39 1.372(11) . ? N6 C17 1.290(15) . ? N6 C13 1.326(16) . ? N7 C30 1.348(16) . ? N7 C36 1.397(15) . ? N7 C41 1.421(12) . ? N8 C30 1.295(16) . ? N8 C35 1.419(18) . ? C1 C2 1.391(18) . ? C2 C3 1.313(18) . ? C3 C4 1.386(17) . ? C4 C5 1.389(16) . ? C5 C6 1.442(14) . ? C6 N2 1.350(5) . ? C6 N3 1.350(5) . ? N3 C7 1.350(5) . ? C7 C8 1.350(14) . ? C7 C12 1.350(5) . ? C12 N2 1.350(5) . ? C12 C11 1.374(16) . ? N2 C37 1.430(9) . ? C8 C9 1.358(16) . ? C9 C10 1.418(17) . ? C10 C11 1.382(18) . ? C13 C14 1.281(17) . ? C14 C15 1.357(19) . ? C15 C16 1.387(18) . ? C16 C17 1.311(15) . ? C17 C18 1.469(18) . ? C19 C20 1.303(17) . ? C19 C24 1.436(18) . ? C20 C21 1.367(18) . ? C21 C22 1.363(19) . ? C22 C23 1.339(17) . ? C23 C24 1.416(17) . ? N9 C29 1.355(5) . ? N9 C25 1.355(5) . ? C25 C26 1.356(5) . ? C26 C27 1.355(5) . ? C27 C28 1.355(5) . ? C28 C29 1.355(5) . ? C29 C30 1.411(18) . ? C31 C36 1.360(18) . ? C31 C32 1.371(19) . ? C32 C33 1.40(2) . ? C33 C34 1.36(2) . ? C34 C35 1.373(19) . ? C35 C36 1.400(18) . ? C37 C38 1.390(5) . ? C37 C42 1.391(5) . ? C38 C39 1.391(5) . ? C39 C40 1.391(5) . ? C40 C41 1.391(5) . ? C41 C42 1.391(5) . ? 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 Cl4 Hg1 Cl3 139.98(16) . . ? Cl4 Hg1 N4 110.8(2) . . ? Cl3 Hg1 N4 108.8(2) . . ? Cl4 Hg1 N6 107.1(3) . . ? Cl3 Hg1 N6 92.7(3) . . ? N4 Hg1 N6 67.5(4) . . ? Cl1 Hg2 N3 114.7(2) . . ? Cl1 Hg2 Cl2 135.16(14) . . ? N3 Hg2 Cl2 110.0(2) . . ? Cl1 Hg2 N1 91.2(3) . . ? N3 Hg2 N1 69.8(4) . . ? Cl2 Hg2 N1 106.8(3) . . ? C1 N1 C5 118.9(12) . . ? C1 N1 Hg2 125.5(10) . . ? C5 N1 Hg2 115.6(10) . . ? C18 N4 C19 110.2(13) . . ? C18 N4 Hg1 116.5(10) . . ? C19 N4 Hg1 132.3(10) . . ? C24 N5 C18 108.2(12) . . ? C24 N5 C39 123.1(12) . . ? C18 N5 C39 127.8(12) . . ? C17 N6 C13 113.7(13) . . ? C17 N6 Hg1 118.0(11) . . ? C13 N6 Hg1 125.4(12) . . ? C30 N7 C36 110.7(14) . . ? C30 N7 C41 127.9(14) . . ? C36 N7 C41 121.3(14) . . ? C30 N8 C35 108.0(15) . . ? N1 C1 C2 123.8(14) . . ? C3 C2 C1 118.7(16) . . ? C2 C3 C4 118.2(15) . . ? C3 C4 C5 122.0(13) . . ? N1 C5 C4 117.8(12) . . ? N1 C5 C6 115.7(12) . . ? C4 C5 C6 126.2(12) . . ? N2 C6 N3 108.0 . . ? N2 C6 C5 131.0(9) . . ? N3 C6 C5 121.0(9) . . ? C7 N3 C6 108.0 . . ? C7 N3 Hg2 133.7(5) . . ? C6 N3 Hg2 116.1(5) . . ? C8 C7 C12 120.2(9) . . ? C8 C7 N3 131.7(9) . . ? C12 C7 N3 108.0 . . ? C7 C12 N2 108.0 . . ? C7 C12 C11 123.8(10) . . ? N2 C12 C11 128.2(10) . . ? C6 N2 C12 108.0 . . ? C6 N2 C37 125.7(8) . . ? C12 N2 C37 126.2(8) . . ? C7 C8 C9 118.3(12) . . ? C8 C9 C10 122.3(15) . . ? C11 C10 C9 117.9(14) . . ? C12 C11 C10 117.1(13) . . ? C14 C13 N6 127.1(17) . . ? C13 C14 C15 117.4(17) . . ? C14 C15 C16 118.4(15) . . ? C17 C16 C15 116.6(14) . . ? N6 C17 C16 126.1(13) . . ? N6 C17 C18 112.1(15) . . ? C16 C17 C18 120.9(16) . . ? N4 C18 N5 109.6(14) . . ? N4 C18 C17 123.4(14) . . ? N5 C18 C17 127.1(14) . . ? C20 C19 C24 125.5(15) . . ? C20 C19 N4 131.7(17) . . ? C24 C19 N4 102.3(12) . . ? C19 C20 C21 116.9(15) . . ? C22 C21 C20 118.5(14) . . ? C23 C22 C21 128.1(16) . . ? C22 C23 C24 113.7(14) . . ? N5 C24 C23 133.4(15) . . ? N5 C24 C19 109.6(13) . . ? C23 C24 C19 116.9(13) . . ? C29 N9 C25 120.0 . . ? N9 C25 C26 120.0 . . ? C27 C26 C25 120.0 . . ? C28 C27 C26 120.0 . . ? C27 C28 C29 120.0 . . ? N9 C29 C28 120.0 . . ? N9 C29 C30 116.4(11) . . ? C28 C29 C30 123.5(12) . . ? N8 C30 N7 109.8(16) . . ? N8 C30 C29 123.2(17) . . ? N7 C30 C29 126.5(17) . . ? C36 C31 C32 117.0(16) . . ? C31 C32 C33 120.0(18) . . ? C34 C33 C32 123.4(19) . . ? C33 C34 C35 116.4(18) . . ? C34 C35 C36 120.3(18) . . ? C34 C35 N8 131.5(19) . . ? C36 C35 N8 108.2(16) . . ? C31 C36 N7 134(2) . . ? C31 C36 C35 122.9(17) . . ? N7 C36 C35 103.2(16) . . ? C38 C37 C42 120.0 . . ? C38 C37 N2 119.6(7) . . ? C42 C37 N2 120.3(7) . . ? C37 C38 C39 120.0 . . ? N5 C39 C38 120.3(8) . . ? N5 C39 C40 119.5(9) . . ? C38 C39 C40 120.0 . . ? C41 C40 C39 120.0 . . ? C42 C41 C40 120.0 . . ? C42 C41 N7 119.6(8) . . ? C40 C41 N7 120.4(8) . . ? C37 C42 C41 120.0 . . ? _diffrn_measured_fraction_theta_max 0.899 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.899 _refine_diff_density_max 1.258 _refine_diff_density_min -0.728 _refine_diff_density_rms 0.125 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.017 -0.026 0.481 879.5 208.8 _platon_squeeze_details ; Difference electron density maps revealed the presence of disordered lattice solvate molecules, which were ultimately modeled through the use of the SQUEEZE subroutine of the PLATON software suite. PLATON Reference: P. v.d. Sluis & A.L. Spek. Acta Cryst. (1990), A46, 194. One solvent accessible void per lattice were found, comprising a total volume of 879.5 A3 and contributing a total of 208.8 electrons. Elemental analysis indicates that the crystal contains toluene (C7H8). The void was thus assigned to 4 disordered toluene molecules, which contribute 4x50 = 200 electrons, and ocuppy about 600 A3 in space. The larger volume of the void may be a result of the disorder. The contributions have been included in all derived crystal quantities although the precise composition of the lattice solvate is somewhat speculative. ; # Attachment 'compound2.CIF' data_ld3 _database_code_depnum_ccdc_archive 'CCDC 602132' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H28 Cl2 N6 O9 Zn1' _chemical_formula_weight 824.91 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' 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 Orthorhombic _symmetry_space_group_name_H-M Pccn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 27.83(5) _cell_length_b 9.917(16) _cell_length_c 13.27(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3664(10) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 60 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 25.00 _exptl_crystal_description 'Thin plate' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.495 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1688 _exptl_absorpt_coefficient_mu 0.880 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.809 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 20604 _diffrn_reflns_av_R_equivalents 0.1988 _diffrn_reflns_av_sigmaI/netI 0.2382 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 28.25 _reflns_number_total 4347 _reflns_number_gt 1483 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _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. ; _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^)+(0.1400P)^2^+21.0000P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4347 _refine_ls_number_parameters 246 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2979 _refine_ls_R_factor_gt 0.1321 _refine_ls_wR_factor_ref 0.4184 _refine_ls_wR_factor_gt 0.3340 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.025 _refine_ls_shift/su_mean 0.003 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 Cl1 Cl 0.65584(11) 0.0264(4) 0.6125(3) 0.0621(9) Uani 1 1 d . . . Zn1 Zn 0.7500 0.2500 0.39967(16) 0.0700(8) Uani 1 2 d S . . N1 N 0.6848(4) 0.3366(13) 0.3968(8) 0.069(3) Uani 1 1 d . . . N2 N 0.6069(4) 0.3104(11) 0.3727(8) 0.067(3) Uani 1 1 d . . . N3 N 0.7083(4) 0.0967(12) 0.3216(8) 0.069(3) Uani 1 1 d . . . C1 C 0.6124(5) 0.4383(15) 0.4164(10) 0.072(4) Uani 1 1 d . . . C2 C 0.5831(7) 0.5415(17) 0.4407(12) 0.099(6) Uani 1 1 d . . . H2A H 0.5498 0.5349 0.4349 0.119 Uiso 1 1 calc R . . C3 C 0.6044(9) 0.654(2) 0.4736(17) 0.131(8) Uani 1 1 d . . . H3A H 0.5852 0.7281 0.4879 0.157 Uiso 1 1 calc R . . C4 C 0.6516(9) 0.666(2) 0.4872(15) 0.122(7) Uani 1 1 d . . . H4A H 0.6629 0.7482 0.5114 0.147 Uiso 1 1 calc R . . C5 C 0.6851(6) 0.5669(13) 0.4684(11) 0.079(4) Uani 1 1 d . . . H5A H 0.7178 0.5778 0.4796 0.095 Uiso 1 1 calc R . . C6 C 0.6637(6) 0.4420(16) 0.4288(9) 0.075(4) Uani 1 1 d . . . C7 C 0.6506(4) 0.2483(14) 0.3641(8) 0.056(3) Uani 1 1 d . . . C8 C 0.6622(5) 0.1208(13) 0.3222(9) 0.059(3) Uani 1 1 d . . . C9 C 0.6299(5) 0.0284(15) 0.2860(12) 0.081(4) Uani 1 1 d . . . H9A H 0.5972 0.0476 0.2863 0.097 Uiso 1 1 calc R . . C10 C 0.6464(6) -0.0939(18) 0.2489(12) 0.097(5) Uani 1 1 d . . . H10A H 0.6246 -0.1581 0.2263 0.117 Uiso 1 1 calc R . . C11 C 0.6959(6) -0.1215(17) 0.2452(12) 0.096(5) Uani 1 1 d . . . H11A H 0.7082 -0.2017 0.2196 0.115 Uiso 1 1 calc R . . C12 C 0.7257(5) -0.0167(13) 0.2838(11) 0.071(4) Uani 1 1 d . . . H12A H 0.7588 -0.0285 0.2823 0.085 Uiso 1 1 calc R . . C13 C 0.5609(5) 0.2563(17) 0.3424(12) 0.085(4) Uani 1 1 d . . . C14 C 0.5347(5) 0.1820(16) 0.4105(11) 0.079(4) Uani 1 1 d . . . H14A H 0.5474 0.1619 0.4736 0.094 Uiso 1 1 calc R . . C15 C 0.4899(5) 0.1379(18) 0.3847(15) 0.106(6) Uani 1 1 d . . . H15A H 0.4729 0.0817 0.4280 0.127 Uiso 1 1 calc R . . C16 C 0.4702(5) 0.1767(17) 0.2949(17) 0.096(6) Uani 1 1 d . . . H16A H 0.4389 0.1529 0.2780 0.116 Uiso 1 1 calc R . . C17 C 0.4971(7) 0.249(2) 0.2325(16) 0.123(7) Uani 1 1 d . . . H17A H 0.4835 0.2746 0.1714 0.148 Uiso 1 1 calc R . . C18 C 0.5425(5) 0.2894(18) 0.2511(12) 0.093(5) Uani 1 1 d . . . H18A H 0.5603 0.3372 0.2037 0.112 Uiso 1 1 calc R . . O1 O 0.6660(5) 0.1580(11) 0.6434(10) 0.129(5) Uani 1 1 d . . . O2 O 0.6136(4) 0.0171(15) 0.5574(11) 0.142(5) Uani 1 1 d . . . O3 O 0.6488(5) -0.0553(14) 0.6946(9) 0.130(5) Uani 1 1 d . . . O4 O 0.6933(4) -0.0136(11) 0.5532(11) 0.127(5) Uani 1 1 d . . . O5 O 0.7500 0.2500 0.5547(10) 0.089(4) Uani 1 2 d S . . H5B H 0.7762 0.2152 0.5897 0.107 Uiso 0.50 1 calc PR . . H5C H 0.7238 0.2848 0.5897 0.107 Uiso 0.50 1 calc PR . . 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 Cl1 0.0518(18) 0.065(2) 0.0698(19) -0.0111(17) 0.0075(16) -0.0137(17) Zn1 0.0336(10) 0.1059(19) 0.0705(13) 0.000 0.000 -0.0097(12) N1 0.050(6) 0.077(8) 0.079(7) -0.013(7) 0.006(6) 0.002(6) N2 0.053(7) 0.057(7) 0.089(8) -0.011(6) 0.004(6) 0.010(6) N3 0.055(7) 0.075(8) 0.078(7) -0.014(6) 0.009(6) 0.009(6) C1 0.069(9) 0.070(10) 0.078(10) -0.020(7) -0.005(7) -0.001(8) C2 0.107(13) 0.083(12) 0.107(12) -0.014(10) -0.008(10) 0.055(11) C3 0.120(18) 0.094(15) 0.18(2) -0.077(15) -0.004(15) -0.001(14) C4 0.142(19) 0.093(15) 0.131(16) -0.052(12) -0.011(14) -0.019(15) C5 0.089(11) 0.040(8) 0.108(11) -0.044(8) -0.019(9) 0.003(8) C6 0.093(12) 0.083(11) 0.048(7) -0.003(7) 0.008(7) 0.017(9) C7 0.042(6) 0.063(8) 0.063(7) -0.016(6) 0.010(5) 0.004(8) C8 0.053(8) 0.053(8) 0.071(8) 0.000(7) 0.001(6) -0.023(7) C9 0.048(8) 0.071(10) 0.123(12) -0.024(9) 0.012(8) 0.003(8) C10 0.089(12) 0.102(14) 0.100(12) -0.018(11) 0.002(10) -0.025(11) C11 0.079(11) 0.093(13) 0.115(13) -0.023(10) 0.021(10) 0.017(10) C12 0.041(7) 0.054(9) 0.118(11) -0.025(8) 0.004(7) 0.007(7) C13 0.043(7) 0.113(12) 0.100(11) 0.030(11) 0.003(8) -0.013(9) C14 0.054(8) 0.094(11) 0.088(10) 0.024(9) 0.006(8) -0.008(8) C15 0.048(9) 0.109(14) 0.161(17) 0.052(13) 0.004(10) -0.012(9) C16 0.032(7) 0.077(11) 0.179(19) 0.005(12) 0.008(10) -0.009(8) C17 0.089(13) 0.132(16) 0.149(17) 0.044(14) -0.056(12) -0.001(13) C18 0.052(8) 0.142(16) 0.086(10) -0.003(10) -0.001(8) -0.040(9) O1 0.138(11) 0.075(8) 0.173(11) -0.037(8) 0.093(9) -0.046(8) O2 0.082(8) 0.166(13) 0.178(12) 0.022(10) -0.064(8) -0.016(8) O3 0.143(11) 0.146(11) 0.102(8) 0.054(8) 0.000(7) -0.051(9) O4 0.086(8) 0.094(8) 0.203(12) -0.067(8) 0.077(8) -0.038(7) O5 0.059(8) 0.132(12) 0.076(8) 0.000 0.000 -0.029(9) _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 Cl1 O4 1.365(10) . ? Cl1 O3 1.373(11) . ? Cl1 O2 1.389(11) . ? Cl1 O1 1.396(11) . ? Zn1 N1 2.007(11) 2_655 ? Zn1 N1 2.007(11) . ? Zn1 O5 2.058(13) . ? Zn1 N3 2.176(11) . ? Zn1 N3 2.176(11) 2_655 ? N1 C6 1.272(16) . ? N1 C7 1.365(15) . ? N2 C7 1.369(14) . ? N2 C1 1.404(16) . ? N2 C13 1.444(17) . ? N3 C8 1.304(15) . ? N3 C12 1.323(15) . ? C1 C2 1.349(19) . ? C1 C6 1.44(2) . ? C2 C3 1.34(2) . ? C3 C4 1.33(3) . ? C4 C5 1.38(2) . ? C5 C6 1.472(19) . ? C7 C8 1.419(17) . ? C8 C9 1.371(18) . ? C9 C10 1.39(2) . ? C10 C11 1.40(2) . ? C11 C12 1.43(2) . ? C13 C18 1.356(19) . ? C13 C14 1.377(18) . ? C14 C15 1.36(2) . ? C15 C16 1.37(2) . ? C16 C17 1.33(2) . ? C17 C18 1.35(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Cl1 O3 113.3(9) . . ? O4 Cl1 O2 108.9(10) . . ? O3 Cl1 O2 104.9(8) . . ? O4 Cl1 O1 106.7(6) . . ? O3 Cl1 O1 110.3(8) . . ? O2 Cl1 O1 112.8(9) . . ? N1 Zn1 N1 177.9(6) 2_655 . ? N1 Zn1 O5 91.1(3) 2_655 . ? N1 Zn1 O5 91.1(3) . . ? N1 Zn1 N3 100.0(4) 2_655 . ? N1 Zn1 N3 78.9(5) . . ? O5 Zn1 N3 118.4(3) . . ? N1 Zn1 N3 78.9(5) 2_655 2_655 ? N1 Zn1 N3 100.0(4) . 2_655 ? O5 Zn1 N3 118.4(3) . 2_655 ? N3 Zn1 N3 123.1(6) . 2_655 ? C6 N1 C7 108.1(12) . . ? C6 N1 Zn1 139.8(11) . . ? C7 N1 Zn1 111.2(9) . . ? C7 N2 C1 110.1(11) . . ? C7 N2 C13 126.7(11) . . ? C1 N2 C13 123.2(12) . . ? C8 N3 C12 121.2(12) . . ? C8 N3 Zn1 113.2(9) . . ? C12 N3 Zn1 125.4(9) . . ? C2 C1 N2 136.0(15) . . ? C2 C1 C6 123.7(15) . . ? N2 C1 C6 100.3(12) . . ? C3 C2 C1 116.2(18) . . ? C4 C3 C2 124(2) . . ? C3 C4 C5 125.3(18) . . ? C4 C5 C6 113.1(15) . . ? N1 C6 C1 113.6(14) . . ? N1 C6 C5 128.5(15) . . ? C1 C6 C5 117.6(13) . . ? N1 C7 N2 107.8(11) . . ? N1 C7 C8 122.6(11) . . ? N2 C7 C8 129.5(11) . . ? N3 C8 C9 121.4(13) . . ? N3 C8 C7 112.9(11) . . ? C9 C8 C7 125.7(12) . . ? C8 C9 C10 119.4(13) . . ? C9 C10 C11 120.5(15) . . ? C10 C11 C12 114.6(14) . . ? N3 C12 C11 122.9(12) . . ? C18 C13 C14 121.0(13) . . ? C18 C13 N2 119.6(12) . . ? C14 C13 N2 119.1(14) . . ? C15 C14 C13 119.4(15) . . ? C14 C15 C16 119.7(15) . . ? C17 C16 C15 118.1(15) . . ? C16 C17 C18 125.0(17) . . ? C17 C18 C13 116.5(15) . . ? _diffrn_measured_fraction_theta_max 0.959 _diffrn_reflns_theta_full 28.25 _diffrn_measured_fraction_theta_full 0.959 _refine_diff_density_max 1.070 _refine_diff_density_min -0.951 _refine_diff_density_rms 0.117