# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Elizabeth Papish' 'Allen Hunter' 'Mukesh Kumar' 'Matthias Zeller' _publ_contact_author_name 'Elizabeth Papish' _publ_contact_author_email EP322@DREXEL.EDU _publ_section_title ; New Alkylzinc Complexes with Bulky Tris(triazolyl)borate Ligands: Surprising Water Stability and Reactivity ; # Attachment 'combined_cifs.txt' data_08mz357_0m _database_code_depnum_ccdc_archive 'CCDC 747035' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H44 B N9 O Zn' _chemical_formula_weight 538.85 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' B B 0.0013 0.0007 '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' O O 0.0106 0.0060 '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 9.705(2) _cell_length_b 17.400(4) _cell_length_c 17.905(4) _cell_angle_alpha 107.001(3) _cell_angle_beta 94.126(4) _cell_angle_gamma 97.470(4) _cell_volume 2847.7(11) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1685 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 30.66 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.257 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 0.894 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.731 _exptl_absorpt_correction_T_max 0.956 _exptl_absorpt_process_details 'TWINABS (Bruker, 2008)' _exptl_special_details ; The crystal under investigation was found to be non-merohedrally twinned. The orientation matrices for the two components were identified using the program Cell_Now, and the two components were integrated using Saint, resulting in a total of 92956 reflections. 9771 reflections (3145 unique ones) involved component 1 only (mean I/sigma = 14.3), 9699 reflections (3127 unique ones) involved component 2 only (mean I/sigma = 12.7), and 73481 reflections (15616 unique ones) involved both components (mean I/sigma = 10.5). 5 datapoints had three domains (5 unique, mean I/sigma 20.4). The exact twin matrix identified by the integration program was found to be -0.99996 0.00009 0.00013, 0.54438 1.00001 0.59057, -0.00038 -0.00013 -1.00005. The data were corrected for absorption using twinabs, and the structure was solved using direct methods with only the non-overlapping reflections of component 1. The structure was refined using the hklf 5 routine with all reflections of component 1 (including the overlapping ones) below a d-spacing threshold of 0.75, resulting in a BASF value of 0.4335(8). The Rint value given is for all reflections before the cutoff at d = 0.75 and is based on agreement between observed single and composite intensities and those calculated from refined unique intensities and twin fractions (TWINABS (Sheldrick, 2007)). ; _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 AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 92956 _diffrn_reflns_av_R_equivalents 0.0670 _diffrn_reflns_av_sigmaI/netI 0.0448 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.20 _diffrn_reflns_theta_max 28.28 _reflns_number_total 13835 _reflns_number_gt 12455 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Apex2 v2008.2-4 (Bruker, 2008)' _computing_cell_refinement 'Apex2 v2008.2-4 ' _computing_data_reduction 'Apex2 v2008.2-4 ' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0001P)^2^+10.1715P] 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 13835 _refine_ls_number_parameters 670 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0632 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1314 _refine_ls_wR_factor_gt 0.1282 _refine_ls_goodness_of_fit_ref 1.222 _refine_ls_restrained_S_all 1.222 _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 B1 B 0.3436(5) 0.3799(3) 0.5910(3) 0.0091(9) Uani 1 1 d . . . H1 H 0.3811 0.4339 0.5853 0.011 Uiso 1 1 calc R . . B2 B 0.8519(5) 0.3674(3) 0.0815(3) 0.0113(9) Uani 1 1 d . . . H2 H 0.8839 0.4235 0.0788 0.014 Uiso 1 1 calc R . . C1 C 0.5508(5) 0.5108(3) 0.7260(3) 0.0187(10) Uani 1 1 d . . . H1A H 0.6153 0.5390 0.7737 0.028 Uiso 1 1 calc R . . H1B H 0.4708 0.5397 0.7249 0.028 Uiso 1 1 calc R . . H1C H 0.5994 0.5093 0.6796 0.028 Uiso 1 1 calc R . . C2 C 0.5003(4) 0.4260(3) 0.7256(3) 0.0116(8) Uani 1 1 d . . . C3 C 0.4612(5) 0.3175(3) 0.7572(3) 0.0130(9) Uani 1 1 d . . . C4 C 0.4619(5) 0.2594(3) 0.8065(3) 0.0163(9) Uani 1 1 d . . . C5 C 0.4732(6) 0.1742(3) 0.7558(3) 0.0239(11) Uani 1 1 d . . . H5A H 0.3938 0.1545 0.7144 0.036 Uiso 1 1 calc R . . H5B H 0.4724 0.1377 0.7884 0.036 Uiso 1 1 calc R . . H5C H 0.5607 0.1753 0.7317 0.036 Uiso 1 1 calc R . . C6 C 0.3253(6) 0.2594(4) 0.8456(4) 0.0327(14) Uani 1 1 d . . . H6A H 0.3231 0.3139 0.8811 0.049 Uiso 1 1 calc R . . H6B H 0.3211 0.2203 0.8755 0.049 Uiso 1 1 calc R . . H6C H 0.2449 0.2439 0.8049 0.049 Uiso 1 1 calc R . . C7 C 0.5848(6) 0.2900(4) 0.8721(3) 0.0278(13) Uani 1 1 d . . . H7A H 0.6728 0.2935 0.8488 0.042 Uiso 1 1 calc R . . H7B H 0.5852 0.2522 0.9032 0.042 Uiso 1 1 calc R . . H7C H 0.5748 0.3440 0.9061 0.042 Uiso 1 1 calc R . . C8 C 0.4996(5) 0.3896(3) 0.4427(3) 0.0169(9) Uani 1 1 d . . . H8A H 0.4265 0.4226 0.4384 0.025 Uiso 1 1 calc R . . H8B H 0.5432 0.3762 0.3938 0.025 Uiso 1 1 calc R . . H8C H 0.5707 0.4204 0.4866 0.025 Uiso 1 1 calc R . . C9 C 0.4359(5) 0.3125(3) 0.4569(3) 0.0120(9) Uani 1 1 d . . . C10 C 0.3667(4) 0.1890(3) 0.4435(2) 0.0129(8) Uani 1 1 d . . . C11 C 0.3383(5) 0.0966(3) 0.4095(3) 0.0148(9) Uani 1 1 d . . . C12 C 0.3819(6) 0.0725(3) 0.3262(3) 0.0264(12) Uani 1 1 d . . . H12A H 0.3227 0.0931 0.2922 0.040 Uiso 1 1 calc R . . H12B H 0.3710 0.0130 0.3053 0.040 Uiso 1 1 calc R . . H12C H 0.4800 0.0959 0.3278 0.040 Uiso 1 1 calc R . . C13 C 0.1830(5) 0.0655(3) 0.4072(3) 0.0222(11) Uani 1 1 d . . . H13A H 0.1550 0.0835 0.4603 0.033 Uiso 1 1 calc R . . H13B H 0.1662 0.0059 0.3876 0.033 Uiso 1 1 calc R . . H13C H 0.1280 0.0872 0.3722 0.033 Uiso 1 1 calc R . . C14 C 0.4272(5) 0.0604(3) 0.4604(3) 0.0219(11) Uani 1 1 d . . . H14A H 0.5265 0.0762 0.4567 0.033 Uiso 1 1 calc R . . H14B H 0.4034 0.0009 0.4419 0.033 Uiso 1 1 calc R . . H14C H 0.4087 0.0807 0.5153 0.033 Uiso 1 1 calc R . . C15 C 0.1408(5) 0.5064(3) 0.5832(3) 0.0179(10) Uani 1 1 d . . . H15A H 0.2033 0.5382 0.6307 0.027 Uiso 1 1 calc R . . H15B H 0.0587 0.5330 0.5792 0.027 Uiso 1 1 calc R . . H15C H 0.1904 0.5031 0.5368 0.027 Uiso 1 1 calc R . . C16 C 0.0955(5) 0.4233(3) 0.5875(3) 0.0141(9) Uani 1 1 d . . . C17 C -0.0272(5) 0.3154(3) 0.5963(3) 0.0138(9) Uani 1 1 d . . . C18 C -0.1509(5) 0.2559(3) 0.6027(3) 0.0156(9) Uani 1 1 d . . . C19 C -0.1635(5) 0.1764(3) 0.5359(3) 0.0222(10) Uani 1 1 d . . . H19A H -0.1833 0.1865 0.4855 0.033 Uiso 1 1 calc R . . H19B H -0.2398 0.1370 0.5426 0.033 Uiso 1 1 calc R . . H19C H -0.0755 0.1545 0.5368 0.033 Uiso 1 1 calc R . . C20 C -0.2864(5) 0.2913(3) 0.5968(4) 0.0257(12) Uani 1 1 d . . . H20A H -0.2800 0.3427 0.6391 0.038 Uiso 1 1 calc R . . H20B H -0.3656 0.2526 0.6017 0.038 Uiso 1 1 calc R . . H20C H -0.3003 0.3011 0.5458 0.038 Uiso 1 1 calc R . . C21 C -0.1306(5) 0.2418(3) 0.6831(3) 0.0232(11) Uani 1 1 d . . . H21A H -0.0422 0.2213 0.6885 0.035 Uiso 1 1 calc R . . H21B H -0.2083 0.2018 0.6874 0.035 Uiso 1 1 calc R . . H21C H -0.1283 0.2932 0.7248 0.035 Uiso 1 1 calc R . . C22 C 0.1426(5) 0.1088(3) 0.6294(3) 0.0208(10) Uani 1 1 d . . . H22A H 0.1348 0.1249 0.6865 0.025 Uiso 1 1 calc R . . H22B H 0.0457 0.0955 0.6027 0.025 Uiso 1 1 calc R . . C23 C 0.2009(6) 0.0294(3) 0.6100(4) 0.0295(12) Uani 1 1 d . . . H23A H 0.1860 0.0029 0.5530 0.044 Uiso 1 1 calc R . . H23B H 0.1531 -0.0065 0.6365 0.044 Uiso 1 1 calc R . . H23C H 0.3013 0.0405 0.6280 0.044 Uiso 1 1 calc R . . C24 C 1.0549(5) 0.4970(3) 0.2207(3) 0.0192(10) Uani 1 1 d . . . H24A H 1.1252 0.5231 0.2662 0.029 Uiso 1 1 calc R . . H24B H 0.9754 0.5268 0.2251 0.029 Uiso 1 1 calc R . . H24C H 1.0963 0.4974 0.1724 0.029 Uiso 1 1 calc R . . C25 C 1.0058(5) 0.4109(3) 0.2180(2) 0.0126(9) Uani 1 1 d . . . C26 C 0.9642(5) 0.3009(3) 0.2470(2) 0.0135(9) Uani 1 1 d . . . C27 C 0.9558(5) 0.2422(3) 0.2954(3) 0.0157(9) Uani 1 1 d . . . C28 C 0.9853(5) 0.1592(3) 0.2460(3) 0.0198(10) Uani 1 1 d . . . H28A H 0.9252 0.1413 0.1958 0.030 Uiso 1 1 calc R . . H28B H 0.9658 0.1194 0.2745 0.030 Uiso 1 1 calc R . . H28C H 1.0836 0.1637 0.2363 0.030 Uiso 1 1 calc R . . C29 C 0.8061(6) 0.2341(4) 0.3201(3) 0.0267(12) Uani 1 1 d . . . H29A H 0.7928 0.2857 0.3573 0.040 Uiso 1 1 calc R . . H29B H 0.7933 0.1909 0.3451 0.040 Uiso 1 1 calc R . . H29C H 0.7374 0.2204 0.2735 0.040 Uiso 1 1 calc R . . C30 C 1.0627(6) 0.2756(4) 0.3697(3) 0.0250(11) Uani 1 1 d . . . H30A H 1.1570 0.2846 0.3544 0.038 Uiso 1 1 calc R . . H30B H 1.0589 0.2361 0.3993 0.038 Uiso 1 1 calc R . . H30C H 1.0403 0.3271 0.4027 0.038 Uiso 1 1 calc R . . C31 C 1.0046(5) 0.3927(3) -0.0635(3) 0.0164(9) Uani 1 1 d . . . H31A H 1.0439 0.3840 -0.1137 0.025 Uiso 1 1 calc R . . H31B H 1.0771 0.4236 -0.0204 0.025 Uiso 1 1 calc R . . H31C H 0.9266 0.4232 -0.0635 0.025 Uiso 1 1 calc R . . C32 C 0.9529(5) 0.3118(3) -0.0527(3) 0.0117(9) Uani 1 1 d . . . C33 C 0.8997(4) 0.1855(3) -0.0719(2) 0.0108(8) Uani 1 1 d . . . C34 C 0.8821(5) 0.0945(3) -0.1121(3) 0.0131(9) Uani 1 1 d . . . C35 C 0.9398(6) 0.0782(3) -0.1913(3) 0.0212(10) Uani 1 1 d . . . H35A H 0.8927 0.1063 -0.2233 0.032 Uiso 1 1 calc R . . H35B H 0.9232 0.0195 -0.2185 0.032 Uiso 1 1 calc R . . H35C H 1.0405 0.0983 -0.1830 0.032 Uiso 1 1 calc R . . C36 C 0.7257(5) 0.0592(3) -0.1239(3) 0.0202(10) Uani 1 1 d . . . H36A H 0.6883 0.0732 -0.0731 0.030 Uiso 1 1 calc R . . H36B H 0.7137 -0.0001 -0.1464 0.030 Uiso 1 1 calc R . . H36C H 0.6755 0.0820 -0.1597 0.030 Uiso 1 1 calc R . . C37 C 0.9635(5) 0.0552(3) -0.0600(3) 0.0199(10) Uani 1 1 d . . . H37A H 1.0641 0.0733 -0.0576 0.030 Uiso 1 1 calc R . . H37B H 0.9430 -0.0042 -0.0822 0.030 Uiso 1 1 calc R . . H37C H 0.9353 0.0714 -0.0068 0.030 Uiso 1 1 calc R . . C38 C 0.6405(5) 0.4902(3) 0.0803(3) 0.0187(10) Uani 1 1 d . . . H38A H 0.7077 0.5208 0.1262 0.028 Uiso 1 1 calc R . . H38B H 0.5565 0.5160 0.0816 0.028 Uiso 1 1 calc R . . H38C H 0.6829 0.4898 0.0322 0.028 Uiso 1 1 calc R . . C39 C 0.6018(5) 0.4047(3) 0.0818(3) 0.0116(8) Uani 1 1 d . . . C40 C 0.4875(4) 0.2935(3) 0.0875(2) 0.0124(8) Uani 1 1 d . . . C41 C 0.3671(5) 0.2327(3) 0.0968(3) 0.0162(9) Uani 1 1 d . . . C42 C 0.3682(5) 0.1489(3) 0.0384(3) 0.0233(11) Uani 1 1 d . . . H42A H 0.3540 0.1520 -0.0154 0.035 Uiso 1 1 calc R . . H42B H 0.2929 0.1097 0.0461 0.035 Uiso 1 1 calc R . . H42C H 0.4584 0.1314 0.0468 0.035 Uiso 1 1 calc R . . C43 C 0.2271(5) 0.2618(3) 0.0828(3) 0.0227(11) Uani 1 1 d . . . H43A H 0.2265 0.3151 0.1212 0.034 Uiso 1 1 calc R . . H43B H 0.1500 0.2225 0.0888 0.034 Uiso 1 1 calc R . . H43C H 0.2156 0.2664 0.0295 0.034 Uiso 1 1 calc R . . C44 C 0.3876(6) 0.2291(4) 0.1815(3) 0.0299(13) Uani 1 1 d . . . H44A H 0.4787 0.2131 0.1913 0.045 Uiso 1 1 calc R . . H44B H 0.3132 0.1891 0.1889 0.045 Uiso 1 1 calc R . . H44C H 0.3839 0.2828 0.2183 0.045 Uiso 1 1 calc R . . C45 C 0.6947(5) 0.0769(3) 0.0876(3) 0.0147(9) Uani 1 1 d . . . H45A H 0.6301 0.0499 0.0388 0.018 Uiso 1 1 calc R . . H45B H 0.7800 0.0511 0.0813 0.018 Uiso 1 1 calc R . . C46 C 0.6266(6) 0.0541(3) 0.1536(3) 0.0242(11) Uani 1 1 d . . . H46A H 0.6917 0.0745 0.2021 0.036 Uiso 1 1 calc R . . H46B H 0.6032 -0.0052 0.1395 0.036 Uiso 1 1 calc R . . H46C H 0.5412 0.0784 0.1618 0.036 Uiso 1 1 calc R . . N1 N 0.3848(4) 0.3003(2) 0.6884(2) 0.0108(7) Uani 1 1 d . . . N2 N 0.4113(4) 0.3706(2) 0.6678(2) 0.0116(7) Uani 1 1 d . . . N3 N 0.5356(4) 0.3936(3) 0.7820(2) 0.0149(8) Uani 1 1 d . . . N4 N 0.3287(4) 0.2294(2) 0.5132(2) 0.0129(7) Uani 1 1 d . . . N5 N 0.3735(4) 0.3101(2) 0.5210(2) 0.0102(7) Uani 1 1 d . . . N6 N 0.4339(4) 0.2380(2) 0.4074(2) 0.0163(8) Uani 1 1 d . . . N7 N 0.1059(4) 0.3009(2) 0.5991(2) 0.0129(7) Uani 1 1 d . . . N8 N 0.1828(4) 0.3711(2) 0.5927(2) 0.0112(7) Uani 1 1 d . . . N9 N -0.0373(4) 0.3901(2) 0.5896(2) 0.0136(7) Uani 1 1 d . . . N10 N 0.8938(4) 0.2847(2) 0.1759(2) 0.0116(7) Uani 1 1 d . . . N11 N 0.9234(4) 0.3566(2) 0.1572(2) 0.0114(7) Uani 1 1 d . . . N12 N 1.0358(4) 0.3780(2) 0.2739(2) 0.0145(8) Uani 1 1 d . . . N13 N 0.8550(4) 0.2206(2) -0.0023(2) 0.0106(7) Uani 1 1 d . . . N14 N 0.8911(4) 0.3028(2) 0.0091(2) 0.0099(7) Uani 1 1 d . . . N15 N 0.9598(4) 0.2408(2) -0.1048(2) 0.0123(7) Uani 1 1 d . . . N16 N 0.6193(4) 0.2809(2) 0.0856(2) 0.0114(7) Uani 1 1 d . . . N17 N 0.6932(4) 0.3535(2) 0.0827(2) 0.0115(7) Uani 1 1 d . . . N18 N 0.4707(4) 0.3694(2) 0.0842(2) 0.0139(8) Uani 1 1 d . . . O1 O 0.2272(4) 0.4926(2) 0.4054(2) 0.0208(7) Uani 1 1 d D . . H1D H 0.182(6) 0.531(3) 0.405(4) 0.031 Uiso 1 1 d D . . H1E H 0.172(5) 0.457(3) 0.370(3) 0.031 Uiso 1 1 d D . . O2 O 0.7258(4) 0.5137(2) 0.9115(2) 0.0210(8) Uani 1 1 d D . . H2A H 0.678(6) 0.552(3) 0.918(4) 0.031 Uiso 1 1 d D . . H2B H 0.670(5) 0.475(3) 0.880(3) 0.031 Uiso 1 1 d D . . Zn1 Zn 0.22962(5) 0.20887(3) 0.60715(3) 0.01208(11) Uani 1 1 d . . . Zn2 Zn 0.75087(5) 0.19250(3) 0.08960(3) 0.01170(11) Uani 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 B1 0.005(2) 0.014(2) 0.010(2) 0.0042(18) 0.0036(16) 0.0057(18) B2 0.009(2) 0.014(2) 0.011(2) 0.0054(19) 0.0005(18) 0.0030(19) C1 0.021(2) 0.016(2) 0.016(2) 0.0046(18) -0.0032(18) -0.003(2) C2 0.0057(19) 0.016(2) 0.0120(19) 0.0017(17) 0.0002(15) 0.0024(16) C3 0.014(2) 0.014(2) 0.013(2) 0.0058(17) 0.0059(16) 0.0034(18) C4 0.014(2) 0.023(2) 0.015(2) 0.0097(19) 0.0000(17) 0.0032(19) C5 0.029(3) 0.020(3) 0.026(2) 0.011(2) -0.003(2) 0.008(2) C6 0.028(3) 0.045(4) 0.040(3) 0.031(3) 0.017(3) 0.012(3) C7 0.039(3) 0.026(3) 0.018(2) 0.012(2) -0.013(2) 0.002(2) C8 0.017(2) 0.016(2) 0.019(2) 0.0069(19) 0.0034(18) 0.0020(19) C9 0.008(2) 0.016(2) 0.0103(19) 0.0035(17) -0.0015(16) -0.0005(17) C10 0.0105(19) 0.017(2) 0.0101(18) 0.0028(17) -0.0038(15) 0.0022(18) C11 0.012(2) 0.016(2) 0.014(2) 0.0028(18) -0.0042(17) 0.0005(18) C12 0.042(3) 0.017(3) 0.018(2) 0.001(2) 0.007(2) 0.004(2) C13 0.022(3) 0.016(2) 0.026(3) 0.006(2) -0.007(2) 0.001(2) C14 0.022(3) 0.015(2) 0.028(3) 0.005(2) -0.002(2) 0.007(2) C15 0.015(2) 0.013(2) 0.028(3) 0.0089(19) 0.0031(19) 0.0054(18) C16 0.009(2) 0.016(2) 0.018(2) 0.0055(18) 0.0008(16) 0.0034(17) C17 0.010(2) 0.018(2) 0.0114(19) 0.0027(17) 0.0016(16) 0.0001(18) C18 0.006(2) 0.020(2) 0.023(2) 0.0116(19) 0.0014(17) -0.0005(18) C19 0.016(2) 0.022(3) 0.026(2) 0.005(2) 0.0016(19) -0.001(2) C20 0.007(2) 0.028(3) 0.045(3) 0.014(2) 0.001(2) 0.003(2) C21 0.021(3) 0.031(3) 0.022(2) 0.016(2) 0.003(2) 0.000(2) C22 0.015(2) 0.021(3) 0.033(3) 0.017(2) 0.005(2) 0.0020(19) C23 0.024(3) 0.020(3) 0.044(3) 0.011(2) 0.002(2) -0.001(2) C24 0.023(3) 0.017(2) 0.014(2) 0.0048(18) -0.0051(18) -0.005(2) C25 0.010(2) 0.016(2) 0.0099(19) 0.0022(17) 0.0001(16) 0.0031(17) C26 0.013(2) 0.019(2) 0.0082(18) 0.0024(17) 0.0043(16) 0.0043(18) C27 0.016(2) 0.020(2) 0.013(2) 0.0072(18) -0.0021(17) 0.0053(19) C28 0.017(2) 0.022(3) 0.021(2) 0.009(2) -0.0031(19) 0.002(2) C29 0.027(3) 0.033(3) 0.027(3) 0.017(2) 0.011(2) 0.011(2) C30 0.032(3) 0.028(3) 0.015(2) 0.011(2) -0.010(2) 0.003(2) C31 0.015(2) 0.018(2) 0.019(2) 0.0085(19) 0.0073(18) 0.0025(19) C32 0.010(2) 0.015(2) 0.0104(19) 0.0047(17) 0.0010(16) 0.0029(17) C33 0.0089(18) 0.016(2) 0.0097(18) 0.0066(17) 0.0014(15) 0.0045(17) C34 0.014(2) 0.012(2) 0.0095(19) 0.0001(16) -0.0038(16) 0.0000(17) C35 0.032(3) 0.014(2) 0.016(2) 0.0021(18) 0.007(2) 0.005(2) C36 0.016(2) 0.021(3) 0.018(2) 0.0005(19) -0.0038(18) -0.0013(19) C37 0.025(3) 0.017(2) 0.020(2) 0.0071(19) -0.0040(19) 0.010(2) C38 0.015(2) 0.019(2) 0.025(2) 0.009(2) 0.0049(19) 0.0060(19) C39 0.012(2) 0.012(2) 0.013(2) 0.0056(16) 0.0048(16) 0.0032(17) C40 0.008(2) 0.016(2) 0.0125(19) 0.0034(17) 0.0007(16) 0.0034(17) C41 0.011(2) 0.019(2) 0.020(2) 0.0075(18) -0.0016(17) 0.0028(18) C42 0.014(2) 0.020(3) 0.033(3) 0.007(2) -0.004(2) -0.0015(19) C43 0.009(2) 0.027(3) 0.032(3) 0.011(2) 0.000(2) 0.002(2) C44 0.028(3) 0.035(3) 0.026(3) 0.013(2) 0.006(2) -0.004(2) C45 0.018(2) 0.010(2) 0.018(2) 0.0080(17) 0.0033(18) 0.0032(17) C46 0.024(3) 0.020(3) 0.030(3) 0.012(2) 0.006(2) -0.003(2) N1 0.0063(17) 0.0124(19) 0.0152(17) 0.0065(15) 0.0003(14) 0.0025(14) N2 0.0077(17) 0.0125(18) 0.0136(17) 0.0041(15) 0.0001(14) -0.0014(14) N3 0.0175(19) 0.018(2) 0.0086(16) 0.0043(15) -0.0001(14) 0.0023(16) N4 0.0133(18) 0.0086(18) 0.0149(17) 0.0010(14) 0.0003(14) 0.0019(15) N5 0.0075(16) 0.0101(18) 0.0130(18) 0.0036(14) 0.0002(14) 0.0014(14) N6 0.0142(19) 0.016(2) 0.0179(19) 0.0025(16) 0.0018(15) 0.0040(16) N7 0.0092(18) 0.0147(19) 0.0148(18) 0.0061(15) -0.0023(14) 0.0009(15) N8 0.0123(18) 0.0119(18) 0.0107(16) 0.0051(14) 0.0025(14) 0.0016(15) N9 0.0092(18) 0.0164(19) 0.0150(17) 0.0045(15) 0.0008(14) 0.0025(15) N10 0.0128(18) 0.0102(18) 0.0142(17) 0.0057(15) 0.0020(14) 0.0053(15) N11 0.0111(18) 0.0114(18) 0.0115(17) 0.0027(14) 0.0012(14) 0.0036(15) N12 0.0142(19) 0.0142(19) 0.0127(17) 0.0022(15) -0.0014(14) -0.0007(15) N13 0.0083(16) 0.0102(18) 0.0129(17) 0.0040(14) -0.0013(14) 0.0005(14) N14 0.0082(17) 0.0109(18) 0.0122(16) 0.0064(14) -0.0007(13) 0.0014(14) N15 0.0116(18) 0.0142(18) 0.0109(16) 0.0046(14) -0.0007(13) 0.0003(15) N16 0.0104(18) 0.0124(18) 0.0115(16) 0.0041(14) 0.0013(14) 0.0009(15) N17 0.0093(18) 0.0113(18) 0.0133(17) 0.0040(14) -0.0016(14) -0.0001(14) N18 0.0095(18) 0.0164(19) 0.0160(18) 0.0043(15) 0.0020(14) 0.0034(15) O1 0.0160(18) 0.025(2) 0.0187(17) 0.0033(15) -0.0043(13) 0.0069(15) O2 0.0158(18) 0.024(2) 0.0199(17) 0.0023(15) -0.0040(14) 0.0049(15) Zn1 0.0098(2) 0.0132(3) 0.0138(2) 0.0056(2) 0.00054(19) 0.0008(2) Zn2 0.0105(3) 0.0128(3) 0.0126(2) 0.0055(2) 0.00062(19) 0.0013(2) _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 B1 N2 1.541(6) . ? B1 N5 1.543(6) . ? B1 N8 1.552(6) . ? B1 H1 1.0000 . ? B2 N17 1.531(6) . ? B2 N11 1.550(6) . ? B2 N14 1.555(6) . ? B2 H2 1.0000 . ? C1 C2 1.491(7) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 N3 1.338(6) . ? C2 N2 1.348(6) . ? C3 N1 1.324(6) . ? C3 N3 1.353(6) . ? C3 C4 1.524(6) . ? C4 C5 1.518(7) . ? C4 C7 1.534(7) . ? C4 C6 1.543(7) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.502(6) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 N6 1.337(6) . ? C9 N5 1.344(6) . ? C10 N4 1.344(6) . ? C10 N6 1.346(6) . ? C10 C11 1.523(7) . ? C11 C13 1.527(7) . ? C11 C14 1.529(6) . ? C11 C12 1.534(7) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.482(7) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 N8 1.339(6) . ? C16 N9 1.351(6) . ? C17 N7 1.348(6) . ? C17 N9 1.354(6) . ? C17 C18 1.515(6) . ? C18 C19 1.525(7) . ? C18 C20 1.532(6) . ? C18 C21 1.534(6) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.518(7) . ? C22 Zn1 1.993(5) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.498(7) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 N12 1.324(6) . ? C25 N11 1.339(6) . ? C26 N10 1.335(6) . ? C26 N12 1.359(6) . ? C26 C27 1.519(6) . ? C27 C28 1.532(7) . ? C27 C30 1.541(7) . ? C27 C29 1.550(7) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.503(6) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 N15 1.326(6) . ? C32 N14 1.335(6) . ? C33 N13 1.346(5) . ? C33 N15 1.359(6) . ? C33 C34 1.517(6) . ? C34 C35 1.524(6) . ? C34 C36 1.537(6) . ? C34 C37 1.540(6) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 C39 1.495(7) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 N17 1.338(6) . ? C39 N18 1.348(6) . ? C40 N16 1.327(6) . ? C40 N18 1.368(6) . ? C40 C41 1.524(6) . ? C41 C42 1.526(7) . ? C41 C44 1.536(7) . ? C41 C43 1.540(6) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 C46 1.520(6) . ? C45 Zn2 2.003(4) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? N1 N2 1.377(5) . ? N1 Zn1 2.151(4) . ? N4 N5 1.379(5) . ? N4 Zn1 2.092(4) . ? N7 N8 1.385(5) . ? N7 Zn1 2.154(4) . ? N10 N11 1.388(5) . ? N10 Zn2 2.133(4) . ? N13 N14 1.378(5) . ? N13 Zn2 2.133(4) . ? N16 N17 1.385(5) . ? N16 Zn2 2.136(4) . ? O1 H1D 0.84(2) . ? O1 H1E 0.84(2) . ? O2 H2A 0.84(2) . ? O2 H2B 0.84(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 N2 B1 N5 108.8(3) . . ? N2 B1 N8 108.6(3) . . ? N5 B1 N8 107.8(4) . . ? N2 B1 H1 110.5 . . ? N5 B1 H1 110.5 . . ? N8 B1 H1 110.5 . . ? N17 B2 N11 108.8(4) . . ? N17 B2 N14 109.2(4) . . ? N11 B2 N14 108.6(4) . . ? N17 B2 H2 110.1 . . ? N11 B2 H2 110.1 . . ? N14 B2 H2 110.1 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N3 C2 N2 110.0(4) . . ? N3 C2 C1 125.5(4) . . ? N2 C2 C1 124.5(4) . . ? N1 C3 N3 113.6(4) . . ? N1 C3 C4 123.9(4) . . ? N3 C3 C4 122.4(4) . . ? C5 C4 C3 110.8(4) . . ? C5 C4 C7 109.7(4) . . ? C3 C4 C7 109.9(4) . . ? C5 C4 C6 110.6(5) . . ? C3 C4 C6 108.0(4) . . ? C7 C4 C6 107.8(4) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 H8A 109.5 . . ? C9 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C9 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N6 C9 N5 111.8(4) . . ? N6 C9 C8 124.1(4) . . ? N5 C9 C8 124.0(4) . . ? N4 C10 N6 113.5(4) . . ? N4 C10 C11 123.1(4) . . ? N6 C10 C11 123.3(4) . . ? C10 C11 C13 109.9(4) . . ? C10 C11 C14 108.8(4) . . ? C13 C11 C14 110.7(4) . . ? C10 C11 C12 108.8(4) . . ? C13 C11 C12 110.0(4) . . ? C14 C11 C12 108.5(4) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N8 C16 N9 110.0(4) . . ? N8 C16 C15 124.2(4) . . ? N9 C16 C15 125.8(4) . . ? N7 C17 N9 112.5(4) . . ? N7 C17 C18 123.7(4) . . ? N9 C17 C18 123.8(4) . . ? C17 C18 C19 110.1(4) . . ? C17 C18 C20 110.1(4) . . ? C19 C18 C20 108.3(4) . . ? C17 C18 C21 108.5(4) . . ? C19 C18 C21 111.2(4) . . ? C20 C18 C21 108.6(4) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C23 C22 Zn1 124.5(4) . . ? C23 C22 H22A 106.2 . . ? Zn1 C22 H22A 106.2 . . ? C23 C22 H22B 106.2 . . ? Zn1 C22 H22B 106.2 . . ? H22A C22 H22B 106.4 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 H24A 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C25 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N12 C25 N11 110.9(4) . . ? N12 C25 C24 125.7(4) . . ? N11 C25 C24 123.4(4) . . ? N10 C26 N12 112.6(4) . . ? N10 C26 C27 123.8(4) . . ? N12 C26 C27 123.5(4) . . ? C26 C27 C28 109.8(4) . . ? C26 C27 C30 110.3(4) . . ? C28 C27 C30 109.6(4) . . ? C26 C27 C29 107.6(4) . . ? C28 C27 C29 110.2(4) . . ? C30 C27 C29 109.3(4) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C27 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 H31A 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C32 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N15 C32 N14 112.0(4) . . ? N15 C32 C31 123.8(4) . . ? N14 C32 C31 124.2(4) . . ? N13 C33 N15 112.8(4) . . ? N13 C33 C34 124.9(4) . . ? N15 C33 C34 122.3(4) . . ? C33 C34 C35 109.7(4) . . ? C33 C34 C36 108.7(4) . . ? C35 C34 C36 110.1(4) . . ? C33 C34 C37 109.1(4) . . ? C35 C34 C37 109.2(4) . . ? C36 C34 C37 110.0(4) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C39 C38 H38A 109.5 . . ? C39 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C39 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? N17 C39 N18 110.9(4) . . ? N17 C39 C38 124.4(4) . . ? N18 C39 C38 124.6(4) . . ? N16 C40 N18 112.9(4) . . ? N16 C40 C41 124.4(4) . . ? N18 C40 C41 122.6(4) . . ? C40 C41 C42 110.0(4) . . ? C40 C41 C44 107.4(4) . . ? C42 C41 C44 110.4(4) . . ? C40 C41 C43 109.7(4) . . ? C42 C41 C43 110.0(4) . . ? C44 C41 C43 109.3(4) . . ? 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 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C41 C44 H44A 109.5 . . ? C41 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C41 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C46 C45 Zn2 122.8(3) . . ? C46 C45 H45A 106.6 . . ? Zn2 C45 H45A 106.6 . . ? C46 C45 H45B 106.6 . . ? Zn2 C45 H45B 106.6 . . ? H45A C45 H45B 106.6 . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C3 N1 N2 103.9(4) . . ? C3 N1 Zn1 142.6(3) . . ? N2 N1 Zn1 113.2(3) . . ? C2 N2 N1 108.4(4) . . ? C2 N2 B1 128.7(4) . . ? N1 N2 B1 122.9(4) . . ? C2 N3 C3 104.0(4) . . ? C10 N4 N5 104.1(4) . . ? C10 N4 Zn1 141.1(3) . . ? N5 N4 Zn1 114.7(3) . . ? C9 N5 N4 107.2(4) . . ? C9 N5 B1 130.4(4) . . ? N4 N5 B1 122.3(3) . . ? C9 N6 C10 103.3(4) . . ? C17 N7 N8 104.0(4) . . ? C17 N7 Zn1 142.0(3) . . ? N8 N7 Zn1 114.0(3) . . ? C16 N8 N7 108.8(4) . . ? C16 N8 B1 129.7(4) . . ? N7 N8 B1 121.5(4) . . ? C16 N9 C17 104.7(4) . . ? C26 N10 N11 104.0(4) . . ? C26 N10 Zn2 142.1(3) . . ? N11 N10 Zn2 113.8(3) . . ? C25 N11 N10 107.9(4) . . ? C25 N11 B2 130.2(4) . . ? N10 N11 B2 121.5(4) . . ? C25 N12 C26 104.6(4) . . ? C33 N13 N14 103.9(3) . . ? C33 N13 Zn2 142.2(3) . . ? N14 N13 Zn2 113.9(3) . . ? C32 N14 N13 107.7(4) . . ? C32 N14 B2 130.5(4) . . ? N13 N14 B2 121.6(4) . . ? C32 N15 C33 103.5(4) . . ? C40 N16 N17 104.7(4) . . ? C40 N16 Zn2 142.4(3) . . ? N17 N16 Zn2 112.8(3) . . ? C39 N17 N16 107.9(4) . . ? C39 N17 B2 129.2(4) . . ? N16 N17 B2 123.0(4) . . ? C39 N18 C40 103.6(4) . . ? H1D O1 H1E 95(6) . . ? H2A O2 H2B 102(6) . . ? C22 Zn1 N4 133.55(18) . . ? C22 Zn1 N1 123.20(18) . . ? N4 Zn1 N1 89.87(15) . . ? C22 Zn1 N7 120.22(17) . . ? N4 Zn1 N7 87.67(15) . . ? N1 Zn1 N7 90.11(14) . . ? C45 Zn2 N10 127.01(17) . . ? C45 Zn2 N13 120.98(16) . . ? N10 Zn2 N13 90.69(14) . . ? C45 Zn2 N16 128.30(17) . . ? N10 Zn2 N16 89.22(13) . . ? N13 Zn2 N16 89.19(14) . . ? 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 N1 C3 C4 C5 45.7(6) . . . . ? N3 C3 C4 C5 -137.0(5) . . . . ? N1 C3 C4 C7 167.1(4) . . . . ? N3 C3 C4 C7 -15.7(6) . . . . ? N1 C3 C4 C6 -75.6(6) . . . . ? N3 C3 C4 C6 101.7(5) . . . . ? N4 C10 C11 C13 53.6(5) . . . . ? N6 C10 C11 C13 -127.4(4) . . . . ? N4 C10 C11 C14 -67.7(5) . . . . ? N6 C10 C11 C14 111.3(5) . . . . ? N4 C10 C11 C12 174.2(4) . . . . ? N6 C10 C11 C12 -6.8(6) . . . . ? N7 C17 C18 C19 -60.3(6) . . . . ? N9 C17 C18 C19 121.8(5) . . . . ? N7 C17 C18 C20 -179.6(4) . . . . ? N9 C17 C18 C20 2.5(6) . . . . ? N7 C17 C18 C21 61.6(6) . . . . ? N9 C17 C18 C21 -116.3(5) . . . . ? N10 C26 C27 C28 52.4(6) . . . . ? N12 C26 C27 C28 -132.9(5) . . . . ? N10 C26 C27 C30 173.3(4) . . . . ? N12 C26 C27 C30 -11.9(6) . . . . ? N10 C26 C27 C29 -67.6(6) . . . . ? N12 C26 C27 C29 107.2(5) . . . . ? N13 C33 C34 C35 177.4(4) . . . . ? N15 C33 C34 C35 -0.4(6) . . . . ? N13 C33 C34 C36 56.9(5) . . . . ? N15 C33 C34 C36 -120.9(4) . . . . ? N13 C33 C34 C37 -63.0(6) . . . . ? N15 C33 C34 C37 119.2(4) . . . . ? N16 C40 C41 C42 -49.6(6) . . . . ? N18 C40 C41 C42 133.8(4) . . . . ? N16 C40 C41 C44 70.5(6) . . . . ? N18 C40 C41 C44 -106.0(5) . . . . ? N16 C40 C41 C43 -170.7(4) . . . . ? N18 C40 C41 C43 12.7(6) . . . . ? N3 C3 N1 N2 -0.5(5) . . . . ? C4 C3 N1 N2 177.0(4) . . . . ? N3 C3 N1 Zn1 -173.7(4) . . . . ? C4 C3 N1 Zn1 3.8(8) . . . . ? N3 C2 N2 N1 1.7(5) . . . . ? C1 C2 N2 N1 -178.1(4) . . . . ? N3 C2 N2 B1 -179.5(4) . . . . ? C1 C2 N2 B1 0.7(7) . . . . ? C3 N1 N2 C2 -0.7(4) . . . . ? Zn1 N1 N2 C2 174.8(3) . . . . ? C3 N1 N2 B1 -179.6(4) . . . . ? Zn1 N1 N2 B1 -4.1(5) . . . . ? N5 B1 N2 C2 126.7(5) . . . . ? N8 B1 N2 C2 -116.2(5) . . . . ? N5 B1 N2 N1 -54.7(5) . . . . ? N8 B1 N2 N1 62.5(5) . . . . ? N2 C2 N3 C3 -1.8(5) . . . . ? C1 C2 N3 C3 178.0(4) . . . . ? N1 C3 N3 C2 1.4(5) . . . . ? C4 C3 N3 C2 -176.1(4) . . . . ? N6 C10 N4 N5 1.0(5) . . . . ? C11 C10 N4 N5 -180.0(4) . . . . ? N6 C10 N4 Zn1 -178.9(4) . . . . ? C11 C10 N4 Zn1 0.2(7) . . . . ? N6 C9 N5 N4 0.3(5) . . . . ? C8 C9 N5 N4 -179.9(4) . . . . ? N6 C9 N5 B1 -176.2(4) . . . . ? C8 C9 N5 B1 3.6(7) . . . . ? C10 N4 N5 C9 -0.8(4) . . . . ? Zn1 N4 N5 C9 179.1(3) . . . . ? C10 N4 N5 B1 176.1(4) . . . . ? Zn1 N4 N5 B1 -4.0(5) . . . . ? N2 B1 N5 C9 -123.3(5) . . . . ? N8 B1 N5 C9 119.1(5) . . . . ? N2 B1 N5 N4 60.6(5) . . . . ? N8 B1 N5 N4 -57.0(5) . . . . ? N5 C9 N6 C10 0.2(5) . . . . ? C8 C9 N6 C10 -179.5(4) . . . . ? N4 C10 N6 C9 -0.8(5) . . . . ? C11 C10 N6 C9 -179.8(4) . . . . ? N9 C17 N7 N8 -0.7(5) . . . . ? C18 C17 N7 N8 -178.8(4) . . . . ? N9 C17 N7 Zn1 -179.0(4) . . . . ? C18 C17 N7 Zn1 2.9(8) . . . . ? N9 C16 N8 N7 -0.4(5) . . . . ? C15 C16 N8 N7 177.4(4) . . . . ? N9 C16 N8 B1 178.5(4) . . . . ? C15 C16 N8 B1 -3.8(7) . . . . ? C17 N7 N8 C16 0.6(5) . . . . ? Zn1 N7 N8 C16 179.5(3) . . . . ? C17 N7 N8 B1 -178.3(4) . . . . ? Zn1 N7 N8 B1 0.6(5) . . . . ? N2 B1 N8 C16 121.6(5) . . . . ? N5 B1 N8 C16 -120.6(5) . . . . ? N2 B1 N8 N7 -59.7(5) . . . . ? N5 B1 N8 N7 58.1(5) . . . . ? N8 C16 N9 C17 -0.1(5) . . . . ? C15 C16 N9 C17 -177.8(4) . . . . ? N7 C17 N9 C16 0.5(5) . . . . ? C18 C17 N9 C16 178.6(4) . . . . ? N12 C26 N10 N11 0.0(5) . . . . ? C27 C26 N10 N11 175.3(4) . . . . ? N12 C26 N10 Zn2 -175.7(4) . . . . ? C27 C26 N10 Zn2 -0.5(8) . . . . ? N12 C25 N11 N10 2.3(5) . . . . ? C24 C25 N11 N10 -177.4(4) . . . . ? N12 C25 N11 B2 174.9(4) . . . . ? C24 C25 N11 B2 -4.8(7) . . . . ? C26 N10 N11 C25 -1.3(5) . . . . ? Zn2 N10 N11 C25 175.8(3) . . . . ? C26 N10 N11 B2 -174.7(4) . . . . ? Zn2 N10 N11 B2 2.4(5) . . . . ? N17 B2 N11 C25 -114.2(5) . . . . ? N14 B2 N11 C25 127.1(5) . . . . ? N17 B2 N11 N10 57.6(5) . . . . ? N14 B2 N11 N10 -61.2(5) . . . . ? N11 C25 N12 C26 -2.2(5) . . . . ? C24 C25 N12 C26 177.5(4) . . . . ? N10 C26 N12 C25 1.3(5) . . . . ? C27 C26 N12 C25 -173.9(4) . . . . ? N15 C33 N13 N14 -0.7(5) . . . . ? C34 C33 N13 N14 -178.7(4) . . . . ? N15 C33 N13 Zn2 178.2(3) . . . . ? C34 C33 N13 Zn2 0.2(7) . . . . ? N15 C32 N14 N13 0.3(5) . . . . ? C31 C32 N14 N13 178.4(4) . . . . ? N15 C32 N14 B2 -175.9(4) . . . . ? C31 C32 N14 B2 2.2(7) . . . . ? C33 N13 N14 C32 0.2(4) . . . . ? Zn2 N13 N14 C32 -179.0(3) . . . . ? C33 N13 N14 B2 176.9(4) . . . . ? Zn2 N13 N14 B2 -2.4(4) . . . . ? N17 B2 N14 C32 118.6(5) . . . . ? N11 B2 N14 C32 -122.9(5) . . . . ? N17 B2 N14 N13 -57.1(5) . . . . ? N11 B2 N14 N13 61.3(5) . . . . ? N14 C32 N15 C33 -0.7(5) . . . . ? C31 C32 N15 C33 -178.8(4) . . . . ? N13 C33 N15 C32 0.9(5) . . . . ? C34 C33 N15 C32 179.0(4) . . . . ? N18 C40 N16 N17 1.4(5) . . . . ? C41 C40 N16 N17 -175.4(4) . . . . ? N18 C40 N16 Zn2 178.2(4) . . . . ? C41 C40 N16 Zn2 1.4(8) . . . . ? N18 C39 N17 N16 0.2(5) . . . . ? C38 C39 N17 N16 178.9(4) . . . . ? N18 C39 N17 B2 -179.4(4) . . . . ? C38 C39 N17 B2 -0.8(7) . . . . ? C40 N16 N17 C39 -1.0(5) . . . . ? Zn2 N16 N17 C39 -178.9(3) . . . . ? C40 N16 N17 B2 178.7(4) . . . . ? Zn2 N16 N17 B2 0.8(5) . . . . ? N11 B2 N17 C39 119.6(5) . . . . ? N14 B2 N17 C39 -122.1(5) . . . . ? N11 B2 N17 N16 -60.0(5) . . . . ? N14 B2 N17 N16 58.4(5) . . . . ? N17 C39 N18 C40 0.6(5) . . . . ? C38 C39 N18 C40 -178.1(4) . . . . ? N16 C40 N18 C39 -1.3(5) . . . . ? C41 C40 N18 C39 175.6(4) . . . . ? C23 C22 Zn1 N4 39.2(6) . . . . ? C23 C22 Zn1 N1 -88.9(5) . . . . ? C23 C22 Zn1 N7 158.5(4) . . . . ? C10 N4 Zn1 C22 -1.0(6) . . . . ? N5 N4 Zn1 C22 179.2(3) . . . . ? C10 N4 Zn1 N1 137.9(5) . . . . ? N5 N4 Zn1 N1 -41.9(3) . . . . ? C10 N4 Zn1 N7 -132.0(5) . . . . ? N5 N4 Zn1 N7 48.2(3) . . . . ? C3 N1 Zn1 C22 4.3(6) . . . . ? N2 N1 Zn1 C22 -168.6(3) . . . . ? C3 N1 Zn1 N4 -141.0(5) . . . . ? N2 N1 Zn1 N4 46.1(3) . . . . ? C3 N1 Zn1 N7 131.3(5) . . . . ? N2 N1 Zn1 N7 -41.5(3) . . . . ? C17 N7 Zn1 C22 -9.1(6) . . . . ? N8 N7 Zn1 C22 172.7(3) . . . . ? C17 N7 Zn1 N4 131.7(5) . . . . ? N8 N7 Zn1 N4 -46.5(3) . . . . ? C17 N7 Zn1 N1 -138.5(5) . . . . ? N8 N7 Zn1 N1 43.3(3) . . . . ? C46 C45 Zn2 N10 58.9(5) . . . . ? C46 C45 Zn2 N13 177.0(4) . . . . ? C46 C45 Zn2 N16 -66.1(5) . . . . ? C26 N10 Zn2 C45 -11.2(6) . . . . ? N11 N10 Zn2 C45 173.4(3) . . . . ? C26 N10 Zn2 N13 -142.0(5) . . . . ? N11 N10 Zn2 N13 42.6(3) . . . . ? C26 N10 Zn2 N16 128.8(5) . . . . ? N11 N10 Zn2 N16 -46.6(3) . . . . ? C33 N13 Zn2 C45 3.3(5) . . . . ? N14 N13 Zn2 C45 -177.8(3) . . . . ? C33 N13 Zn2 N10 138.5(5) . . . . ? N14 N13 Zn2 N10 -42.6(3) . . . . ? C33 N13 Zn2 N16 -132.3(5) . . . . ? N14 N13 Zn2 N16 46.6(3) . . . . ? C40 N16 Zn2 C45 7.4(6) . . . . ? N17 N16 Zn2 C45 -175.9(3) . . . . ? C40 N16 Zn2 N10 -131.7(5) . . . . ? N17 N16 Zn2 N10 45.0(3) . . . . ? C40 N16 Zn2 N13 137.6(5) . . . . ? N17 N16 Zn2 N13 -45.7(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2B N3 0.84(2) 2.13(3) 2.950(5) 166(6) . O2 H2A N18 0.84(2) 2.12(2) 2.954(5) 168(6) 2_666 O1 H1E N12 0.84(2) 2.10(2) 2.937(5) 174(6) 1_455 O1 H1D N9 0.84(2) 2.08(2) 2.911(5) 168(6) 2_566 _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.776 _refine_diff_density_min -1.740 _refine_diff_density_rms 0.109 #===END data_08mz365_0m _database_code_depnum_ccdc_archive 'CCDC 747036' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H42 B N9 O Zn' _chemical_formula_weight 524.83 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' B B 0.0013 0.0007 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6439(13) _cell_length_b 9.9572(13) _cell_length_c 16.577(2) _cell_angle_alpha 76.058(2) _cell_angle_beta 84.255(2) _cell_angle_gamma 65.112(2) _cell_volume 1401.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5881 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 30.22 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.244 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 0.907 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.778 _exptl_absorpt_correction_T_max 0.964 _exptl_absorpt_process_details 'Apex2 v2008.2-4 (Bruker, 2008)' _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 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 15049 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0441 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 28.28 _reflns_number_total 6812 _reflns_number_gt 5598 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Apex2 v2008.2-4 (Bruker, 2008)' _computing_cell_refinement 'Apex2 v2008.2-4 ' _computing_data_reduction 'Apex2 v2008.2-4 ' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0265P)^2^+0.8193P] 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 6812 _refine_ls_number_parameters 326 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0500 _refine_ls_R_factor_gt 0.0346 _refine_ls_wR_factor_ref 0.0807 _refine_ls_wR_factor_gt 0.0749 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _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 B1 B 0.2630(2) 0.2984(2) 0.87349(13) 0.0135(4) Uani 1 1 d . . . H1D H 0.3019 0.2365 0.9287 0.016 Uiso 1 1 calc R . . C1 C 0.5597(2) -0.0126(2) 0.89115(12) 0.0187(4) Uani 1 1 d . . . H1A H 0.6502 -0.0964 0.8799 0.028 Uiso 1 1 calc R . . H1B H 0.4882 -0.0499 0.9214 0.028 Uiso 1 1 calc R . . H1C H 0.5863 0.0411 0.9236 0.028 Uiso 1 1 calc R . . C2 C 0.48933(19) 0.0918(2) 0.81138(11) 0.0139(4) Uani 1 1 d . . . C3 C 0.4410(2) 0.1876(2) 0.68354(11) 0.0141(3) Uani 1 1 d . . . C4 C 0.4519(2) 0.2064(2) 0.59048(11) 0.0160(4) Uani 1 1 d . . . C5 C 0.3016(2) 0.2245(2) 0.55622(12) 0.0220(4) Uani 1 1 d . . . H5A H 0.2817 0.1368 0.5813 0.033 Uiso 1 1 calc R . . H5B H 0.3095 0.2344 0.4971 0.033 Uiso 1 1 calc R . . H5C H 0.2194 0.3135 0.5688 0.033 Uiso 1 1 calc R . . C6 C 0.4815(2) 0.3479(2) 0.55151(13) 0.0245(4) Uani 1 1 d . . . H6A H 0.3988 0.4358 0.5649 0.037 Uiso 1 1 calc R . . H6B H 0.4890 0.3595 0.4923 0.037 Uiso 1 1 calc R . . H6C H 0.5754 0.3371 0.5730 0.037 Uiso 1 1 calc R . . C7 C 0.5846(2) 0.0673(2) 0.56904(13) 0.0257(4) Uani 1 1 d . . . H7A H 0.6782 0.0579 0.5900 0.039 Uiso 1 1 calc R . . H7B H 0.5915 0.0787 0.5098 0.039 Uiso 1 1 calc R . . H7C H 0.5674 -0.0220 0.5938 0.039 Uiso 1 1 calc R . . C8 C 0.0579(2) 0.1641(2) 0.99797(12) 0.0211(4) Uani 1 1 d . . . H8A H 0.1484 0.0736 0.9960 0.032 Uiso 1 1 calc R . . H8B H -0.0234 0.1371 1.0235 0.032 Uiso 1 1 calc R . . H8C H 0.0779 0.2227 1.0299 0.032 Uiso 1 1 calc R . . C9 C 0.0125(2) 0.2554(2) 0.91209(12) 0.0153(4) Uani 1 1 d . . . C10 C -0.11165(19) 0.3787(2) 0.79960(12) 0.0151(4) Uani 1 1 d . . . C11 C -0.2379(2) 0.4513(2) 0.73529(12) 0.0191(4) Uani 1 1 d . . . C12 C -0.3722(2) 0.4092(3) 0.76789(14) 0.0288(5) Uani 1 1 d . . . H12A H -0.3377 0.3009 0.7801 0.043 Uiso 1 1 calc R . . H12B H -0.4512 0.4544 0.7264 0.043 Uiso 1 1 calc R . . H12C H -0.4118 0.4460 0.8175 0.043 Uiso 1 1 calc R . . C13 C -0.2921(2) 0.6247(2) 0.71775(15) 0.0301(5) Uani 1 1 d . . . H13A H -0.3323 0.6596 0.7678 0.045 Uiso 1 1 calc R . . H13B H -0.3705 0.6718 0.6759 0.045 Uiso 1 1 calc R . . H13C H -0.2075 0.6508 0.6986 0.045 Uiso 1 1 calc R . . C14 C -0.1768(2) 0.3951(3) 0.65509(13) 0.0267(5) Uani 1 1 d . . . H14A H -0.0889 0.4160 0.6364 0.040 Uiso 1 1 calc R . . H14B H -0.2547 0.4463 0.6131 0.040 Uiso 1 1 calc R . . H14C H -0.1484 0.2877 0.6656 0.040 Uiso 1 1 calc R . . C15 C 0.3304(2) 0.4438(2) 1.00703(12) 0.0212(4) Uani 1 1 d . . . H15A H 0.3536 0.5077 1.0335 0.032 Uiso 1 1 calc R . . H15B H 0.4194 0.3509 1.0077 0.032 Uiso 1 1 calc R . . H15C H 0.2487 0.4217 1.0363 0.032 Uiso 1 1 calc R . . C16 C 0.28302(19) 0.5232(2) 0.91947(12) 0.0154(4) Uani 1 1 d . . . C17 C 0.20903(19) 0.6924(2) 0.80772(12) 0.0152(4) Uani 1 1 d . . . C18 C 0.1565(2) 0.8454(2) 0.74749(12) 0.0196(4) Uani 1 1 d . . . C19 C 0.1906(3) 0.9569(2) 0.78300(14) 0.0299(5) Uani 1 1 d . . . H19A H 0.1381 0.9684 0.8349 0.045 Uiso 1 1 calc R . . H19B H 0.1565 1.0536 0.7445 0.045 Uiso 1 1 calc R . . H19C H 0.2987 0.9186 0.7918 0.045 Uiso 1 1 calc R . . C20 C -0.0171(2) 0.9051(2) 0.73514(15) 0.0303(5) Uani 1 1 d . . . H20A H -0.0387 0.8340 0.7143 0.045 Uiso 1 1 calc R . . H20B H -0.0528 1.0012 0.6961 0.045 Uiso 1 1 calc R . . H20C H -0.0681 0.9176 0.7874 0.045 Uiso 1 1 calc R . . C21 C 0.2391(3) 0.8290(2) 0.66425(13) 0.0269(5) Uani 1 1 d . . . H21A H 0.3466 0.7974 0.6720 0.040 Uiso 1 1 calc R . . H21B H 0.1994 0.9248 0.6251 0.040 Uiso 1 1 calc R . . H21C H 0.2232 0.7546 0.6435 0.040 Uiso 1 1 calc R . . C22 C 0.0625(2) 0.6226(2) 0.58738(12) 0.0222(4) Uani 1 1 d . . . H22A H 0.1440 0.6403 0.5551 0.033 Uiso 1 1 calc R . . H22B H -0.0175 0.7178 0.5938 0.033 Uiso 1 1 calc R . . H22C H 0.0228 0.5721 0.5595 0.033 Uiso 1 1 calc R . . N1 N 0.53926(17) 0.06517(17) 0.73655(10) 0.0157(3) Uani 1 1 d . . . N2 N 0.36661(16) 0.22401(17) 0.80564(9) 0.0124(3) Uani 1 1 d . . . N3 N 0.33402(16) 0.28735(17) 0.72229(9) 0.0138(3) Uani 1 1 d . . . N4 N -0.12080(17) 0.29332(18) 0.87544(10) 0.0168(3) Uani 1 1 d . . . N5 N 0.09945(16) 0.31338(17) 0.86112(9) 0.0135(3) Uani 1 1 d . . . N6 N 0.02018(16) 0.39406(17) 0.78789(10) 0.0149(3) Uani 1 1 d . . . N7 N 0.25703(17) 0.66839(18) 0.88616(10) 0.0175(3) Uani 1 1 d . . . N8 N 0.25467(16) 0.46005(17) 0.86417(9) 0.0134(3) Uani 1 1 d . . . N9 N 0.20620(16) 0.56893(17) 0.79130(10) 0.0148(3) Uani 1 1 d . . . O1 O 0.68032(16) 0.18847(17) 0.99423(10) 0.0236(3) Uani 1 1 d D . . H1 H 0.728(3) 0.222(3) 0.9515(12) 0.035 Uiso 1 1 d D . . H2 H 0.697(3) 0.220(3) 1.0350(13) 0.035 Uiso 1 1 d D . . Zn1 Zn 0.14081(2) 0.49413(2) 0.697871(14) 0.01477(6) Uani 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 B1 0.0110(8) 0.0132(10) 0.0162(10) -0.0025(8) -0.0012(7) -0.0051(7) C1 0.0169(8) 0.0160(9) 0.0186(10) -0.0024(7) -0.0019(7) -0.0028(7) C2 0.0128(8) 0.0128(9) 0.0180(9) -0.0033(7) 0.0009(7) -0.0073(7) C3 0.0148(8) 0.0143(9) 0.0159(9) -0.0029(7) 0.0006(7) -0.0088(7) C4 0.0187(8) 0.0168(9) 0.0148(9) -0.0039(7) 0.0003(7) -0.0093(7) C5 0.0251(10) 0.0256(11) 0.0191(10) -0.0067(8) -0.0015(8) -0.0127(9) C6 0.0338(11) 0.0257(11) 0.0206(10) -0.0026(8) 0.0020(8) -0.0201(9) C7 0.0276(10) 0.0265(11) 0.0190(10) -0.0093(9) 0.0023(8) -0.0054(9) C8 0.0152(8) 0.0244(10) 0.0223(10) -0.0002(8) 0.0006(7) -0.0096(8) C9 0.0139(8) 0.0134(9) 0.0189(9) -0.0050(7) 0.0020(7) -0.0056(7) C10 0.0129(8) 0.0137(9) 0.0194(9) -0.0065(7) 0.0008(7) -0.0047(7) C11 0.0129(8) 0.0209(10) 0.0239(10) -0.0031(8) -0.0037(7) -0.0074(7) C12 0.0167(9) 0.0402(13) 0.0322(12) -0.0027(10) -0.0039(8) -0.0164(9) C13 0.0203(9) 0.0219(11) 0.0426(14) -0.0022(10) -0.0113(9) -0.0037(9) C14 0.0246(10) 0.0347(12) 0.0229(11) -0.0054(9) -0.0052(8) -0.0136(9) C15 0.0261(10) 0.0194(10) 0.0202(10) -0.0061(8) -0.0033(8) -0.0096(8) C16 0.0131(8) 0.0157(9) 0.0183(9) -0.0062(7) 0.0010(7) -0.0057(7) C17 0.0129(8) 0.0134(9) 0.0204(9) -0.0050(7) 0.0031(7) -0.0066(7) C18 0.0204(9) 0.0149(9) 0.0239(10) -0.0028(8) 0.0001(8) -0.0083(8) C19 0.0414(12) 0.0172(10) 0.0330(12) -0.0043(9) -0.0015(10) -0.0142(10) C20 0.0215(10) 0.0187(10) 0.0436(14) 0.0016(9) -0.0036(9) -0.0051(8) C21 0.0332(11) 0.0212(11) 0.0265(11) -0.0015(9) 0.0028(9) -0.0140(9) C22 0.0231(9) 0.0208(10) 0.0207(10) -0.0010(8) -0.0048(8) -0.0079(8) N1 0.0160(7) 0.0144(8) 0.0172(8) -0.0040(6) 0.0011(6) -0.0068(6) N2 0.0126(7) 0.0122(7) 0.0131(7) -0.0026(6) -0.0008(6) -0.0056(6) N3 0.0137(7) 0.0144(7) 0.0140(7) -0.0028(6) 0.0003(6) -0.0066(6) N4 0.0133(7) 0.0171(8) 0.0212(8) -0.0046(6) 0.0006(6) -0.0073(6) N5 0.0126(7) 0.0130(7) 0.0152(8) -0.0018(6) -0.0012(6) -0.0062(6) N6 0.0128(7) 0.0154(8) 0.0162(8) -0.0008(6) -0.0032(6) -0.0062(6) N7 0.0177(7) 0.0146(8) 0.0220(8) -0.0050(6) 0.0003(6) -0.0078(6) N8 0.0129(7) 0.0128(7) 0.0146(8) -0.0022(6) -0.0008(6) -0.0057(6) N9 0.0138(7) 0.0141(7) 0.0177(8) -0.0029(6) -0.0002(6) -0.0070(6) O1 0.0228(7) 0.0259(8) 0.0291(8) -0.0106(7) 0.0046(6) -0.0155(6) Zn1 0.01414(10) 0.01349(11) 0.01623(11) -0.00144(8) -0.00224(8) -0.00573(8) _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 B1 N2 1.538(2) . ? B1 N8 1.547(2) . ? B1 N5 1.551(2) . ? B1 H1D 0.9800 . ? C1 C2 1.488(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 N1 1.331(2) . ? C2 N2 1.339(2) . ? C3 N3 1.333(2) . ? C3 N1 1.354(2) . ? C3 C4 1.507(3) . ? C4 C7 1.529(3) . ? C4 C6 1.532(3) . ? C4 C5 1.534(3) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.487(3) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 N5 1.335(2) . ? C9 N4 1.342(2) . ? C10 N6 1.333(2) . ? C10 N4 1.355(2) . ? C10 C11 1.513(3) . ? C11 C14 1.534(3) . ? C11 C12 1.534(3) . ? C11 C13 1.538(3) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C16 1.489(3) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 N8 1.336(2) . ? C16 N7 1.340(2) . ? C17 N9 1.333(2) . ? C17 N7 1.356(2) . ? C17 C18 1.514(3) . ? C18 C21 1.531(3) . ? C18 C19 1.533(3) . ? C18 C20 1.540(3) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 Zn1 1.9739(19) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? N2 N3 1.381(2) . ? N3 Zn1 2.0965(15) . ? N5 N6 1.379(2) . ? N6 Zn1 2.1176(15) . ? N8 N9 1.381(2) . ? N9 Zn1 2.1209(16) . ? O1 H1 0.877(16) . ? O1 H2 0.864(16) . ? 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 B1 N8 109.97(15) . . ? N2 B1 N5 108.26(15) . . ? N8 B1 N5 107.81(14) . . ? N2 B1 H1D 110.2 . . ? N8 B1 H1D 110.2 . . ? N5 B1 H1D 110.2 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N2 111.28(16) . . ? N1 C2 C1 124.38(16) . . ? N2 C2 C1 124.34(16) . . ? N3 C3 N1 113.05(16) . . ? N3 C3 C4 124.03(16) . . ? N1 C3 C4 122.91(16) . . ? C3 C4 C7 109.24(15) . . ? C3 C4 C6 109.54(15) . . ? C7 C4 C6 108.96(16) . . ? C3 C4 C5 109.66(15) . . ? C7 C4 C5 110.14(16) . . ? C6 C4 C5 109.28(16) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 H8A 109.5 . . ? C9 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C9 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N5 C9 N4 110.57(16) . . ? N5 C9 C8 123.99(16) . . ? N4 C9 C8 125.43(16) . . ? N6 C10 N4 112.76(16) . . ? N6 C10 C11 123.27(17) . . ? N4 C10 C11 123.97(16) . . ? C10 C11 C14 109.44(15) . . ? C10 C11 C12 109.96(16) . . ? C14 C11 C12 109.37(17) . . ? C10 C11 C13 108.78(16) . . ? C14 C11 C13 109.78(18) . . ? C12 C11 C13 109.50(17) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N8 C16 N7 110.68(16) . . ? N8 C16 C15 124.12(17) . . ? N7 C16 C15 125.16(17) . . ? N9 C17 N7 112.61(16) . . ? N9 C17 C18 124.05(17) . . ? N7 C17 C18 123.26(16) . . ? C17 C18 C21 110.05(16) . . ? C17 C18 C19 110.11(16) . . ? C21 C18 C19 109.22(17) . . ? C17 C18 C20 107.92(16) . . ? C21 C18 C20 110.06(18) . . ? C19 C18 C20 109.46(17) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? Zn1 C22 H22A 109.5 . . ? Zn1 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? Zn1 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C2 N1 C3 103.82(15) . . ? C2 N2 N3 107.61(14) . . ? C2 N2 B1 130.74(15) . . ? N3 N2 B1 121.49(14) . . ? C3 N3 N2 104.24(14) . . ? C3 N3 Zn1 141.24(13) . . ? N2 N3 Zn1 114.49(11) . . ? C9 N4 C10 104.10(15) . . ? C9 N5 N6 108.25(14) . . ? C9 N5 B1 130.24(15) . . ? N6 N5 B1 121.49(14) . . ? C10 N6 N5 104.32(14) . . ? C10 N6 Zn1 141.68(13) . . ? N5 N6 Zn1 114.00(10) . . ? C16 N7 C17 104.21(15) . . ? C16 N8 N9 108.05(14) . . ? C16 N8 B1 130.17(16) . . ? N9 N8 B1 121.73(14) . . ? C17 N9 N8 104.44(14) . . ? C17 N9 Zn1 141.68(13) . . ? N8 N9 Zn1 113.70(11) . . ? H1 O1 H2 105(2) . . ? C22 Zn1 N3 126.54(7) . . ? C22 Zn1 N6 125.69(7) . . ? N3 Zn1 N6 88.60(6) . . ? C22 Zn1 N9 124.02(7) . . ? N3 Zn1 N9 90.97(6) . . ? N6 Zn1 N9 89.79(6) . . ? 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 N3 C3 C4 C7 -177.85(17) . . . . ? N1 C3 C4 C7 1.3(2) . . . . ? N3 C3 C4 C6 62.9(2) . . . . ? N1 C3 C4 C6 -117.97(19) . . . . ? N3 C3 C4 C5 -57.1(2) . . . . ? N1 C3 C4 C5 122.10(18) . . . . ? N6 C10 C11 C14 59.0(2) . . . . ? N4 C10 C11 C14 -122.0(2) . . . . ? N6 C10 C11 C12 179.18(18) . . . . ? N4 C10 C11 C12 -1.9(3) . . . . ? N6 C10 C11 C13 -60.9(2) . . . . ? N4 C10 C11 C13 118.0(2) . . . . ? N9 C17 C18 C21 -53.8(2) . . . . ? N7 C17 C18 C21 129.61(18) . . . . ? N9 C17 C18 C19 -174.29(17) . . . . ? N7 C17 C18 C19 9.1(2) . . . . ? N9 C17 C18 C20 66.3(2) . . . . ? N7 C17 C18 C20 -110.3(2) . . . . ? N2 C2 N1 C3 -0.15(19) . . . . ? C1 C2 N1 C3 179.23(17) . . . . ? N3 C3 N1 C2 0.1(2) . . . . ? C4 C3 N1 C2 -179.19(16) . . . . ? N1 C2 N2 N3 0.20(19) . . . . ? C1 C2 N2 N3 -179.19(16) . . . . ? N1 C2 N2 B1 175.46(16) . . . . ? C1 C2 N2 B1 -3.9(3) . . . . ? N8 B1 N2 C2 125.36(19) . . . . ? N5 B1 N2 C2 -117.09(19) . . . . ? N8 B1 N2 N3 -59.9(2) . . . . ? N5 B1 N2 N3 57.6(2) . . . . ? N1 C3 N3 N2 0.06(19) . . . . ? C4 C3 N3 N2 179.29(15) . . . . ? N1 C3 N3 Zn1 -177.83(14) . . . . ? C4 C3 N3 Zn1 1.4(3) . . . . ? C2 N2 N3 C3 -0.15(18) . . . . ? B1 N2 N3 C3 -175.94(15) . . . . ? C2 N2 N3 Zn1 178.40(11) . . . . ? B1 N2 N3 Zn1 2.61(19) . . . . ? N5 C9 N4 C10 -0.5(2) . . . . ? C8 C9 N4 C10 178.43(18) . . . . ? N6 C10 N4 C9 0.4(2) . . . . ? C11 C10 N4 C9 -178.66(17) . . . . ? N4 C9 N5 N6 0.5(2) . . . . ? C8 C9 N5 N6 -178.48(17) . . . . ? N4 C9 N5 B1 -178.21(17) . . . . ? C8 C9 N5 B1 2.8(3) . . . . ? N2 B1 N5 C9 119.9(2) . . . . ? N8 B1 N5 C9 -121.18(19) . . . . ? N2 B1 N5 N6 -58.7(2) . . . . ? N8 B1 N5 N6 60.3(2) . . . . ? N4 C10 N6 N5 -0.1(2) . . . . ? C11 C10 N6 N5 178.95(16) . . . . ? N4 C10 N6 Zn1 178.87(15) . . . . ? C11 C10 N6 Zn1 -2.1(3) . . . . ? C9 N5 N6 C10 -0.24(19) . . . . ? B1 N5 N6 C10 178.59(15) . . . . ? C9 N5 N6 Zn1 -179.54(11) . . . . ? B1 N5 N6 Zn1 -0.7(2) . . . . ? N8 C16 N7 C17 0.84(19) . . . . ? C15 C16 N7 C17 -176.67(17) . . . . ? N9 C17 N7 C16 -0.74(19) . . . . ? C18 C17 N7 C16 176.17(16) . . . . ? N7 C16 N8 N9 -0.66(19) . . . . ? C15 C16 N8 N9 176.88(16) . . . . ? N7 C16 N8 B1 -178.04(16) . . . . ? C15 C16 N8 B1 -0.5(3) . . . . ? N2 B1 N8 C16 -125.94(18) . . . . ? N5 B1 N8 C16 116.24(19) . . . . ? N2 B1 N8 N9 57.0(2) . . . . ? N5 B1 N8 N9 -60.8(2) . . . . ? N7 C17 N9 N8 0.36(19) . . . . ? C18 C17 N9 N8 -176.52(16) . . . . ? N7 C17 N9 Zn1 174.82(14) . . . . ? C18 C17 N9 Zn1 -2.1(3) . . . . ? C16 N8 N9 C17 0.18(18) . . . . ? B1 N8 N9 C17 177.82(15) . . . . ? C16 N8 N9 Zn1 -176.08(11) . . . . ? B1 N8 N9 Zn1 1.57(18) . . . . ? C3 N3 Zn1 C22 -4.7(2) . . . . ? N2 N3 Zn1 C22 177.50(11) . . . . ? C3 N3 Zn1 N6 130.3(2) . . . . ? N2 N3 Zn1 N6 -47.42(12) . . . . ? C3 N3 Zn1 N9 -139.9(2) . . . . ? N2 N3 Zn1 N9 42.35(12) . . . . ? C10 N6 Zn1 C22 3.1(2) . . . . ? N5 N6 Zn1 C22 -178.04(12) . . . . ? C10 N6 Zn1 N3 -132.6(2) . . . . ? N5 N6 Zn1 N3 46.27(12) . . . . ? C10 N6 Zn1 N9 136.4(2) . . . . ? N5 N6 Zn1 N9 -44.71(12) . . . . ? C17 N9 Zn1 C22 4.6(2) . . . . ? N8 N9 Zn1 C22 178.78(11) . . . . ? C17 N9 Zn1 N3 141.5(2) . . . . ? N8 N9 Zn1 N3 -44.36(11) . . . . ? C17 N9 Zn1 N6 -129.9(2) . . . . ? N8 N9 Zn1 N6 44.24(11) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 N4 0.877(16) 2.075(17) 2.930(2) 165(2) 1_655 O1 H2 N7 0.864(16) 2.091(17) 2.942(2) 168(2) 2_667 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.701 _refine_diff_density_min -0.485 _refine_diff_density_rms 0.063 #===END data_09mz039_0m _database_code_depnum_ccdc_archive 'CCDC 747037' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H30 B N9 Zn, 0.5(C6 H14)' _chemical_formula_sum 'C32 H37 B N9 Zn' _chemical_formula_weight 623.89 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' B B 0.0013 0.0007 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.3851(14) _cell_length_b 12.2061(17) _cell_length_c 13.5126(19) _cell_angle_alpha 93.471(2) _cell_angle_beta 98.118(2) _cell_angle_gamma 111.511(2) _cell_volume 1565.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5135 _cell_measurement_theta_min 2.216 _cell_measurement_theta_max 30.651 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 654 _exptl_absorpt_coefficient_mu 0.822 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.656 _exptl_absorpt_correction_T_max 0.914 _exptl_absorpt_process_details 'Apex2 v2008.2-4 (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 AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 15627 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0441 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 28.28 _reflns_number_total 7637 _reflns_number_gt 6156 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Apex2 v2008.2-4 (Bruker, 2008)' _computing_cell_refinement 'Apex2 v2008.2-4 ' _computing_data_reduction 'Apex2 v2008.2-4 ' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003; Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0689P)^2^+1.1546P] 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 7637 _refine_ls_number_parameters 393 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0639 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1308 _refine_ls_wR_factor_gt 0.1196 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 B1 B 0.6300(3) 0.1413(2) 0.2365(2) 0.0222(5) Uani 1 1 d . . . H1 H 0.7246 0.1493 0.2218 0.027 Uiso 1 1 calc R . . C1 C 0.8048(3) 0.3612(2) 0.1317(2) 0.0323(6) Uani 1 1 d . . . H1A H 0.7950 0.3045 0.0739 0.048 Uiso 1 1 calc R . . H1B H 0.8664 0.3511 0.1893 0.048 Uiso 1 1 calc R . . H1C H 0.8456 0.4422 0.1143 0.048 Uiso 1 1 calc R . . C2 C 0.6644(3) 0.3399(2) 0.15816(18) 0.0239(5) Uani 1 1 d . . . C3 C 0.4764(3) 0.3580(2) 0.18133(19) 0.0235(5) Uani 1 1 d . . . C4 C 0.3717(3) 0.4122(2) 0.1850(2) 0.0252(5) Uani 1 1 d . . . C5 C 0.3694(3) 0.4974(2) 0.1212(2) 0.0323(6) Uani 1 1 d . . . H5 H 0.4327 0.5177 0.0748 0.039 Uiso 1 1 calc R . . C6 C 0.2744(3) 0.5526(2) 0.1257(2) 0.0388(7) Uani 1 1 d . . . H6 H 0.2735 0.6111 0.0826 0.047 Uiso 1 1 calc R . . C7 C 0.1817(3) 0.5231(3) 0.1922(3) 0.0410(7) Uani 1 1 d . . . H7 H 0.1162 0.5604 0.1943 0.049 Uiso 1 1 calc R . . C8 C 0.1839(3) 0.4391(3) 0.2562(3) 0.0405(7) Uani 1 1 d . . . H8 H 0.1201 0.4189 0.3022 0.049 Uiso 1 1 calc R . . C9 C 0.2795(3) 0.3843(2) 0.2528(2) 0.0336(6) Uani 1 1 d . . . H9 H 0.2816 0.3274 0.2973 0.040 Uiso 1 1 calc R . . C10 C 0.6411(3) -0.0604(2) 0.0711(2) 0.0273(5) Uani 1 1 d . . . H10A H 0.7021 0.0211 0.0651 0.041 Uiso 1 1 calc R . . H10B H 0.6107 -0.1073 0.0046 0.041 Uiso 1 1 calc R . . H10C H 0.6929 -0.0955 0.1167 0.041 Uiso 1 1 calc R . . C11 C 0.5155(3) -0.0596(2) 0.11218(18) 0.0226(5) Uani 1 1 d . . . C12 C 0.3088(2) -0.1087(2) 0.14064(18) 0.0216(5) Uani 1 1 d . . . C13 C 0.1583(3) -0.1761(2) 0.1398(2) 0.0244(5) Uani 1 1 d . . . C14 C 0.0631(3) -0.2107(3) 0.0494(2) 0.0325(6) Uani 1 1 d . . . H14 H 0.0949 -0.1891 -0.0118 0.039 Uiso 1 1 calc R . . C15 C -0.0781(3) -0.2768(3) 0.0484(3) 0.0406(7) Uani 1 1 d . . . H15 H -0.1430 -0.2995 -0.0133 0.049 Uiso 1 1 calc R . . C16 C -0.1241(3) -0.3094(3) 0.1367(3) 0.0406(7) Uani 1 1 d . . . H16 H -0.2206 -0.3556 0.1357 0.049 Uiso 1 1 calc R . . C17 C -0.0295(3) -0.2749(2) 0.2279(3) 0.0360(6) Uani 1 1 d . . . H17 H -0.0617 -0.2976 0.2887 0.043 Uiso 1 1 calc R . . C18 C 0.1118(3) -0.2074(2) 0.2297(2) 0.0285(5) Uani 1 1 d . . . H18 H 0.1760 -0.1827 0.2917 0.034 Uiso 1 1 calc R . . C19 C 0.8869(3) 0.2085(3) 0.4218(2) 0.0362(6) Uani 1 1 d . . . H19A H 0.9284 0.2905 0.4070 0.054 Uiso 1 1 calc R . . H19B H 0.8924 0.1546 0.3672 0.054 Uiso 1 1 calc R . . H19C H 0.9385 0.1995 0.4853 0.054 Uiso 1 1 calc R . . C20 C 0.7367(3) 0.1793(2) 0.4307(2) 0.0270(5) Uani 1 1 d . . . C21 C 0.5527(3) 0.1571(2) 0.48915(18) 0.0229(5) Uani 1 1 d . . . C22 C 0.4570(3) 0.1554(2) 0.55992(18) 0.0240(5) Uani 1 1 d . . . C23 C 0.5097(3) 0.2199(2) 0.65514(19) 0.0279(5) Uani 1 1 d . . . H23 H 0.6081 0.2623 0.6755 0.033 Uiso 1 1 calc R . . C24 C 0.4185(3) 0.2223(2) 0.7203(2) 0.0324(6) Uani 1 1 d . . . H24 H 0.4547 0.2664 0.7852 0.039 Uiso 1 1 calc R . . C25 C 0.2751(3) 0.1608(3) 0.6910(2) 0.0340(6) Uani 1 1 d . . . H25 H 0.2130 0.1632 0.7357 0.041 Uiso 1 1 calc R . . C26 C 0.2222(3) 0.0961(3) 0.5972(2) 0.0333(6) Uani 1 1 d . . . H26 H 0.1237 0.0542 0.5772 0.040 Uiso 1 1 calc R . . C27 C 0.3124(3) 0.0919(2) 0.5318(2) 0.0284(5) Uani 1 1 d . . . H27 H 0.2758 0.0457 0.4678 0.034 Uiso 1 1 calc R . . C28 C 0.1383(2) 0.0879(2) 0.29811(19) 0.0241(5) Uani 1 1 d . . . H28A H 0.0985 0.0124 0.3269 0.029 Uiso 1 1 calc R . . H28B H 0.1392 0.1524 0.3466 0.029 Uiso 1 1 calc R . . C29 C 0.0420(3) 0.0823(3) 0.2001(2) 0.0360(6) Uani 1 1 d . . . H29A H 0.0818 0.1555 0.1696 0.054 Uiso 1 1 calc R . . H29B H -0.0511 0.0736 0.2141 0.054 Uiso 1 1 calc R . . H29C H 0.0334 0.0142 0.1535 0.054 Uiso 1 1 calc R . . C30 C 0.5530(5) 0.4707(4) 0.4891(3) 0.0744(14) Uani 1 1 d . . . H30A H 0.5890 0.4462 0.5523 0.089 Uiso 1 1 calc R . . H30B H 0.5028 0.3985 0.4402 0.089 Uiso 1 1 calc R . . C31 C 0.6757(6) 0.5533(4) 0.4476(4) 0.0810(15) Uani 1 1 d . . . H31A H 0.7253 0.6265 0.4954 0.097 Uiso 1 1 calc R . . H31B H 0.6409 0.5759 0.3830 0.097 Uiso 1 1 calc R . . C32 C 0.7878(7) 0.4864(4) 0.4290(3) 0.101(2) Uani 1 1 d . . . H32A H 0.8311 0.4732 0.4941 0.152 Uiso 1 1 calc R . . H32B H 0.8611 0.5371 0.3951 0.152 Uiso 1 1 calc R . . H32C H 0.7363 0.4101 0.3871 0.152 Uiso 1 1 calc R . . N1 N 0.4680(2) 0.25600(18) 0.21562(16) 0.0228(4) Uani 1 1 d . . . N2 N 0.5914(2) 0.24462(18) 0.20038(15) 0.0217(4) Uani 1 1 d . . . N3 N 0.5957(2) 0.41174(19) 0.14414(16) 0.0259(4) Uani 1 1 d . . . N4 N 0.3808(2) -0.00825(18) 0.19965(15) 0.0217(4) Uani 1 1 d . . . N5 N 0.5160(2) 0.02295(18) 0.18218(15) 0.0215(4) Uani 1 1 d . . . N6 N 0.3873(2) -0.14380(18) 0.08391(16) 0.0246(4) Uani 1 1 d . . . N7 N 0.5104(2) 0.13434(18) 0.38980(15) 0.0223(4) Uani 1 1 d . . . N8 N 0.6310(2) 0.14712(18) 0.35183(15) 0.0221(4) Uani 1 1 d . . . N9 N 0.6923(2) 0.1853(2) 0.51732(17) 0.0276(5) Uani 1 1 d . . . Zn1 Zn 0.33488(3) 0.11524(2) 0.28394(2) 0.02109(9) Uani 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 B1 0.0187(12) 0.0198(13) 0.0280(13) 0.0034(10) 0.0068(10) 0.0063(10) C1 0.0244(12) 0.0266(14) 0.0453(16) 0.0098(12) 0.0153(11) 0.0050(11) C2 0.0206(11) 0.0202(12) 0.0263(12) 0.0026(9) 0.0050(9) 0.0024(9) C3 0.0207(11) 0.0180(11) 0.0279(12) 0.0040(9) 0.0032(9) 0.0031(9) C4 0.0199(11) 0.0164(11) 0.0339(13) 0.0003(10) -0.0015(10) 0.0036(9) C5 0.0319(14) 0.0195(12) 0.0405(15) 0.0038(11) 0.0003(11) 0.0063(11) C6 0.0384(16) 0.0195(13) 0.0525(18) 0.0033(12) -0.0082(13) 0.0100(12) C7 0.0277(14) 0.0204(13) 0.071(2) -0.0029(13) -0.0037(14) 0.0103(11) C8 0.0272(14) 0.0283(15) 0.066(2) 0.0039(14) 0.0113(14) 0.0104(12) C9 0.0278(13) 0.0235(13) 0.0511(17) 0.0083(12) 0.0097(12) 0.0099(11) C10 0.0264(12) 0.0281(13) 0.0293(13) 0.0047(10) 0.0091(10) 0.0109(11) C11 0.0243(12) 0.0211(12) 0.0232(11) 0.0058(9) 0.0047(9) 0.0088(10) C12 0.0205(11) 0.0183(11) 0.0241(11) 0.0052(9) 0.0034(9) 0.0051(9) C13 0.0211(11) 0.0149(11) 0.0351(13) 0.0005(9) 0.0059(10) 0.0046(9) C14 0.0261(13) 0.0303(14) 0.0370(14) -0.0037(11) 0.0064(11) 0.0068(11) C15 0.0271(14) 0.0339(16) 0.0494(18) -0.0118(13) -0.0007(13) 0.0037(12) C16 0.0232(13) 0.0221(14) 0.072(2) -0.0053(14) 0.0130(14) 0.0032(11) C17 0.0326(14) 0.0216(13) 0.0582(19) 0.0123(12) 0.0218(13) 0.0093(11) C18 0.0272(13) 0.0216(12) 0.0392(14) 0.0069(11) 0.0113(11) 0.0099(10) C19 0.0192(12) 0.0472(18) 0.0394(15) 0.0031(13) 0.0018(11) 0.0110(12) C20 0.0199(11) 0.0270(13) 0.0323(13) 0.0053(10) 0.0024(10) 0.0073(10) C21 0.0222(11) 0.0183(11) 0.0261(12) 0.0029(9) 0.0020(9) 0.0063(9) C22 0.0268(12) 0.0206(12) 0.0256(12) 0.0046(9) 0.0042(10) 0.0100(10) C23 0.0332(13) 0.0225(12) 0.0278(13) 0.0033(10) 0.0029(10) 0.0112(11) C24 0.0458(16) 0.0278(14) 0.0272(13) 0.0041(10) 0.0086(12) 0.0171(13) C25 0.0427(16) 0.0401(16) 0.0316(14) 0.0118(12) 0.0149(12) 0.0259(14) C26 0.0274(13) 0.0412(16) 0.0339(14) 0.0103(12) 0.0075(11) 0.0143(12) C27 0.0278(13) 0.0309(14) 0.0260(12) 0.0049(10) 0.0051(10) 0.0101(11) C28 0.0166(11) 0.0214(12) 0.0330(13) 0.0024(10) 0.0051(9) 0.0055(9) C29 0.0259(13) 0.0379(16) 0.0425(16) 0.0007(13) 0.0004(12) 0.0127(12) C30 0.112(4) 0.038(2) 0.061(2) 0.0022(18) -0.014(2) 0.025(2) C31 0.101(4) 0.055(3) 0.062(3) 0.013(2) 0.010(3) 0.002(3) C32 0.202(7) 0.0254(19) 0.050(2) 0.0011(16) 0.005(3) 0.020(3) N1 0.0169(9) 0.0212(10) 0.0306(11) 0.0062(8) 0.0073(8) 0.0061(8) N2 0.0168(9) 0.0199(10) 0.0261(10) 0.0033(8) 0.0055(8) 0.0036(8) N3 0.0225(10) 0.0201(10) 0.0318(11) 0.0061(8) 0.0058(8) 0.0036(8) N4 0.0160(9) 0.0197(10) 0.0279(10) 0.0048(8) 0.0053(8) 0.0045(8) N5 0.0183(9) 0.0191(10) 0.0269(10) 0.0035(8) 0.0054(8) 0.0061(8) N6 0.0239(10) 0.0205(10) 0.0287(11) 0.0040(8) 0.0056(8) 0.0072(8) N7 0.0186(9) 0.0192(10) 0.0288(10) 0.0044(8) 0.0071(8) 0.0053(8) N8 0.0173(9) 0.0202(10) 0.0284(10) 0.0040(8) 0.0058(8) 0.0058(8) N9 0.0228(10) 0.0293(12) 0.0292(11) 0.0041(9) 0.0023(8) 0.0091(9) Zn1 0.01604(14) 0.01901(15) 0.02705(16) 0.00354(10) 0.00465(10) 0.00488(10) _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 B1 N2 1.542(3) . ? B1 N5 1.549(3) . ? B1 N8 1.555(3) . ? B1 H1 1.0000 . ? C1 C2 1.484(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 N3 1.324(3) . ? C2 N2 1.345(3) . ? C3 N1 1.333(3) . ? C3 N3 1.356(3) . ? C3 C4 1.470(3) . ? C4 C9 1.385(4) . ? C4 C5 1.395(4) . ? C5 C6 1.389(4) . ? C5 H5 0.9500 . ? C6 C7 1.377(5) . ? C6 H6 0.9500 . ? C7 C8 1.384(5) . ? C7 H7 0.9500 . ? C8 C9 1.389(4) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 C11 1.490(3) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 N6 1.334(3) . ? C11 N5 1.337(3) . ? C12 N4 1.318(3) . ? C12 N6 1.353(3) . ? C12 C13 1.473(3) . ? C13 C14 1.393(4) . ? C13 C18 1.393(4) . ? C14 C15 1.388(4) . ? C14 H14 0.9500 . ? C15 C16 1.374(5) . ? C15 H15 0.9500 . ? C16 C17 1.398(5) . ? C16 H16 0.9500 . ? C17 C18 1.390(4) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.491(4) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 N9 1.325(3) . ? C20 N8 1.341(3) . ? C21 N7 1.331(3) . ? C21 N9 1.352(3) . ? C21 C22 1.469(3) . ? C22 C23 1.392(4) . ? C22 C27 1.396(4) . ? C23 C24 1.388(4) . ? C23 H23 0.9500 . ? C24 C25 1.384(4) . ? C24 H24 0.9500 . ? C25 C26 1.377(4) . ? C25 H25 0.9500 . ? C26 C27 1.387(4) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C29 1.525(4) . ? C28 Zn1 1.983(2) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 C31 1.511(7) . ? C30 C30 1.566(10) 2_666 ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.685(8) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? N1 N2 1.380(3) . ? N1 Zn1 2.128(2) . ? N4 N5 1.372(3) . ? N4 Zn1 2.066(2) . ? N7 N8 1.380(3) . ? N7 Zn1 2.082(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 N2 B1 N5 108.63(19) . . ? N2 B1 N8 106.88(19) . . ? N5 B1 N8 109.91(19) . . ? N2 B1 H1 110.4 . . ? N5 B1 H1 110.4 . . ? N8 B1 H1 110.4 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N3 C2 N2 111.6(2) . . ? N3 C2 C1 124.8(2) . . ? N2 C2 C1 123.7(2) . . ? N1 C3 N3 113.3(2) . . ? N1 C3 C4 125.1(2) . . ? N3 C3 C4 121.6(2) . . ? C9 C4 C5 119.4(2) . . ? C9 C4 C3 121.7(2) . . ? C5 C4 C3 118.9(2) . . ? C6 C5 C4 119.9(3) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C7 C6 C5 120.3(3) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C6 C7 C8 120.1(3) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C7 C8 C9 119.9(3) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C4 C9 C8 120.4(3) . . ? C4 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C11 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C11 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N6 C11 N5 111.3(2) . . ? N6 C11 C10 123.4(2) . . ? N5 C11 C10 125.2(2) . . ? N4 C12 N6 113.4(2) . . ? N4 C12 C13 122.4(2) . . ? N6 C12 C13 124.1(2) . . ? C14 C13 C18 119.9(2) . . ? C14 C13 C12 120.3(2) . . ? C18 C13 C12 119.8(2) . . ? C15 C14 C13 120.2(3) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C16 C15 C14 120.0(3) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 120.2(3) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C18 C17 C16 120.1(3) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C13 119.5(3) . . ? C17 C18 H18 120.3 . . ? C13 C18 H18 120.3 . . ? C20 C19 H19A 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C20 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N9 C20 N8 111.8(2) . . ? N9 C20 C19 124.1(2) . . ? N8 C20 C19 124.1(2) . . ? N7 C21 N9 113.2(2) . . ? N7 C21 C22 122.9(2) . . ? N9 C21 C22 124.0(2) . . ? C23 C22 C27 119.3(2) . . ? C23 C22 C21 120.0(2) . . ? C27 C22 C21 120.6(2) . . ? C24 C23 C22 119.9(3) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C25 C24 C23 120.3(3) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C26 C25 C24 120.1(3) . . ? C26 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? C25 C26 C27 120.2(3) . . ? C25 C26 H26 119.9 . . ? C27 C26 H26 119.9 . . ? C26 C27 C22 120.2(3) . . ? C26 C27 H27 119.9 . . ? C22 C27 H27 119.9 . . ? C29 C28 Zn1 114.54(18) . . ? C29 C28 H28A 108.6 . . ? Zn1 C28 H28A 108.6 . . ? C29 C28 H28B 108.6 . . ? Zn1 C28 H28B 108.6 . . ? H28A C28 H28B 107.6 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 C30 112.5(5) . 2_666 ? C31 C30 H30A 109.1 . . ? C30 C30 H30A 109.1 2_666 . ? C31 C30 H30B 109.1 . . ? C30 C30 H30B 109.1 2_666 . ? H30A C30 H30B 107.8 . . ? C30 C31 C32 110.1(4) . . ? C30 C31 H31A 109.6 . . ? C32 C31 H31A 109.6 . . ? C30 C31 H31B 109.6 . . ? C32 C31 H31B 109.6 . . ? H31A C31 H31B 108.2 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C3 N1 N2 104.14(19) . . ? C3 N1 Zn1 141.57(17) . . ? N2 N1 Zn1 114.28(15) . . ? C2 N2 N1 107.3(2) . . ? C2 N2 B1 131.0(2) . . ? N1 N2 B1 121.53(19) . . ? C2 N3 C3 103.7(2) . . ? C12 N4 N5 104.70(19) . . ? C12 N4 Zn1 136.50(17) . . ? N5 N4 Zn1 117.74(15) . . ? C11 N5 N4 107.34(19) . . ? C11 N5 B1 133.6(2) . . ? N4 N5 B1 118.94(19) . . ? C11 N6 C12 103.2(2) . . ? C21 N7 N8 104.43(19) . . ? C21 N7 Zn1 138.81(17) . . ? N8 N7 Zn1 115.72(15) . . ? C20 N8 N7 107.0(2) . . ? C20 N8 B1 131.6(2) . . ? N7 N8 B1 120.77(19) . . ? C20 N9 C21 103.6(2) . . ? C28 Zn1 N4 120.91(9) . . ? C28 Zn1 N7 131.53(9) . . ? N4 Zn1 N7 87.35(8) . . ? C28 Zn1 N1 125.66(9) . . ? N4 Zn1 N1 91.25(8) . . ? N7 Zn1 N1 87.97(8) . . ? 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 N1 C3 C4 C9 21.9(4) . . . . ? N3 C3 C4 C9 -156.0(3) . . . . ? N1 C3 C4 C5 -160.8(2) . . . . ? N3 C3 C4 C5 21.3(4) . . . . ? C9 C4 C5 C6 -0.5(4) . . . . ? C3 C4 C5 C6 -177.9(2) . . . . ? C4 C5 C6 C7 -0.5(4) . . . . ? C5 C6 C7 C8 0.8(5) . . . . ? C6 C7 C8 C9 -0.2(5) . . . . ? C5 C4 C9 C8 1.1(4) . . . . ? C3 C4 C9 C8 178.5(3) . . . . ? C7 C8 C9 C4 -0.8(5) . . . . ? N4 C12 C13 C14 128.0(3) . . . . ? N6 C12 C13 C14 -53.7(4) . . . . ? N4 C12 C13 C18 -53.3(3) . . . . ? N6 C12 C13 C18 125.0(3) . . . . ? C18 C13 C14 C15 -0.3(4) . . . . ? C12 C13 C14 C15 178.4(3) . . . . ? C13 C14 C15 C16 -0.7(4) . . . . ? C14 C15 C16 C17 0.9(5) . . . . ? C15 C16 C17 C18 0.0(4) . . . . ? C16 C17 C18 C13 -1.0(4) . . . . ? C14 C13 C18 C17 1.2(4) . . . . ? C12 C13 C18 C17 -177.6(2) . . . . ? N7 C21 C22 C23 -156.1(2) . . . . ? N9 C21 C22 C23 21.7(4) . . . . ? N7 C21 C22 C27 22.3(4) . . . . ? N9 C21 C22 C27 -159.9(2) . . . . ? C27 C22 C23 C24 -1.2(4) . . . . ? C21 C22 C23 C24 177.2(2) . . . . ? C22 C23 C24 C25 0.0(4) . . . . ? C23 C24 C25 C26 0.5(4) . . . . ? C24 C25 C26 C27 0.3(4) . . . . ? C25 C26 C27 C22 -1.5(4) . . . . ? C23 C22 C27 C26 1.9(4) . . . . ? C21 C22 C27 C26 -176.5(2) . . . . ? C30 C30 C31 C32 178.4(4) 2_666 . . . ? N3 C3 N1 N2 0.8(3) . . . . ? C4 C3 N1 N2 -177.3(2) . . . . ? N3 C3 N1 Zn1 179.6(2) . . . . ? C4 C3 N1 Zn1 1.6(4) . . . . ? N3 C2 N2 N1 -0.6(3) . . . . ? C1 C2 N2 N1 179.0(2) . . . . ? N3 C2 N2 B1 -176.0(2) . . . . ? C1 C2 N2 B1 3.6(4) . . . . ? C3 N1 N2 C2 -0.1(3) . . . . ? Zn1 N1 N2 C2 -179.32(15) . . . . ? C3 N1 N2 B1 175.8(2) . . . . ? Zn1 N1 N2 B1 -3.4(3) . . . . ? N5 B1 N2 C2 -123.9(3) . . . . ? N8 B1 N2 C2 117.5(3) . . . . ? N5 B1 N2 N1 61.2(3) . . . . ? N8 B1 N2 N1 -57.3(3) . . . . ? N2 C2 N3 C3 1.0(3) . . . . ? C1 C2 N3 C3 -178.5(2) . . . . ? N1 C3 N3 C2 -1.1(3) . . . . ? C4 C3 N3 C2 177.0(2) . . . . ? N6 C12 N4 N5 -1.5(3) . . . . ? C13 C12 N4 N5 177.0(2) . . . . ? N6 C12 N4 Zn1 165.78(18) . . . . ? C13 C12 N4 Zn1 -15.7(4) . . . . ? N6 C11 N5 N4 -0.7(3) . . . . ? C10 C11 N5 N4 -179.8(2) . . . . ? N6 C11 N5 B1 -176.1(2) . . . . ? C10 C11 N5 B1 4.9(4) . . . . ? C12 N4 N5 C11 1.3(2) . . . . ? Zn1 N4 N5 C11 -168.81(15) . . . . ? C12 N4 N5 B1 177.4(2) . . . . ? Zn1 N4 N5 B1 7.3(3) . . . . ? N2 B1 N5 C11 111.1(3) . . . . ? N8 B1 N5 C11 -132.3(3) . . . . ? N2 B1 N5 N4 -63.8(3) . . . . ? N8 B1 N5 N4 52.8(3) . . . . ? N5 C11 N6 C12 -0.1(3) . . . . ? C10 C11 N6 C12 178.9(2) . . . . ? N4 C12 N6 C11 1.0(3) . . . . ? C13 C12 N6 C11 -177.4(2) . . . . ? N9 C21 N7 N8 0.9(3) . . . . ? C22 C21 N7 N8 179.0(2) . . . . ? N9 C21 N7 Zn1 -166.14(19) . . . . ? C22 C21 N7 Zn1 11.9(4) . . . . ? N9 C20 N8 N7 1.6(3) . . . . ? C19 C20 N8 N7 -176.6(2) . . . . ? N9 C20 N8 B1 172.2(2) . . . . ? C19 C20 N8 B1 -6.1(4) . . . . ? C21 N7 N8 C20 -1.5(2) . . . . ? Zn1 N7 N8 C20 169.09(16) . . . . ? C21 N7 N8 B1 -173.3(2) . . . . ? Zn1 N7 N8 B1 -2.7(3) . . . . ? N2 B1 N8 C20 -107.7(3) . . . . ? N5 B1 N8 C20 134.6(3) . . . . ? N2 B1 N8 N7 61.8(3) . . . . ? N5 B1 N8 N7 -55.9(3) . . . . ? N8 C20 N9 C21 -1.0(3) . . . . ? C19 C20 N9 C21 177.2(3) . . . . ? N7 C21 N9 C20 0.0(3) . . . . ? C22 C21 N9 C20 -178.0(2) . . . . ? C29 C28 Zn1 N4 -64.2(2) . . . . ? C29 C28 Zn1 N7 178.50(17) . . . . ? C29 C28 Zn1 N1 53.2(2) . . . . ? C12 N4 Zn1 C28 5.6(3) . . . . ? N5 N4 Zn1 C28 171.68(16) . . . . ? C12 N4 Zn1 N7 143.9(2) . . . . ? N5 N4 Zn1 N7 -50.08(17) . . . . ? C12 N4 Zn1 N1 -128.2(2) . . . . ? N5 N4 Zn1 N1 37.84(17) . . . . ? C21 N7 Zn1 C28 -16.8(3) . . . . ? N8 N7 Zn1 C28 177.11(15) . . . . ? C21 N7 Zn1 N4 -147.1(3) . . . . ? N8 N7 Zn1 N4 46.87(16) . . . . ? C21 N7 Zn1 N1 121.6(3) . . . . ? N8 N7 Zn1 N1 -44.48(16) . . . . ? C3 N1 Zn1 C28 11.3(3) . . . . ? N2 N1 Zn1 C28 -169.93(15) . . . . ? C3 N1 Zn1 N4 141.7(3) . . . . ? N2 N1 Zn1 N4 -39.53(16) . . . . ? C3 N1 Zn1 N7 -131.0(3) . . . . ? N2 N1 Zn1 N7 47.77(16) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.088 _refine_diff_density_min -0.624 _refine_diff_density_rms 0.084 # Attachment 'SNO010_08mz435_0m.cif' data_08mz435_0m _database_code_depnum_ccdc_archive 'CCDC 747505' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H50 B2 N18 Zn' _chemical_formula_weight 1038.11 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' B B 0.0013 0.0007 '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 Rhombohedral _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 13.9305(3) _cell_length_b 13.9305(3) _cell_length_c 43.3326(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 7282.5(4) _cell_formula_units_Z 6 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6575 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 31.11 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3240 _exptl_absorpt_coefficient_mu 0.567 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.776 _exptl_absorpt_correction_T_max 0.868 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2007)' _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 AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 13581 _diffrn_reflns_av_R_equivalents 0.0219 _diffrn_reflns_av_sigmaI/netI 0.0132 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -57 _diffrn_reflns_limit_l_max 43 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 28.27 _reflns_number_total 2017 _reflns_number_gt 1841 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0476P)^2^+9.8081P] 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 2017 _refine_ls_number_parameters 115 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0331 _refine_ls_R_factor_gt 0.0297 _refine_ls_wR_factor_ref 0.0834 _refine_ls_wR_factor_gt 0.0806 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _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 B1 B 0.6667 0.3333 0.01090(5) 0.0154(4) Uani 1 3 d S . . H1 H 0.6667 0.3333 -0.0122 0.018 Uiso 1 3 calc SR . . C1 C 0.67957(11) 0.54025(11) -0.02425(3) 0.0215(3) Uani 1 1 d . . . H1A H 0.6539 0.5896 -0.0320 0.032 Uiso 1 1 calc R . . H1B H 0.6505 0.4743 -0.0374 0.032 Uiso 1 1 calc R . . H1C H 0.7608 0.5792 -0.0245 0.032 Uiso 1 1 calc R . . C2 C 0.63940(10) 0.50633(10) 0.00793(3) 0.0171(2) Uani 1 1 d . . . C3 C 0.58074(10) 0.50174(10) 0.05319(3) 0.0161(2) Uani 1 1 d . . . C4 C 0.53414(10) 0.53209(10) 0.07955(3) 0.0171(2) Uani 1 1 d . . . C5 C 0.53737(11) 0.63406(11) 0.07831(3) 0.0222(3) Uani 1 1 d . . . H5 H 0.5669 0.6799 0.0606 0.027 Uiso 1 1 calc R . . C6 C 0.49770(12) 0.66882(12) 0.10274(3) 0.0271(3) Uani 1 1 d . . . H6 H 0.5007 0.7384 0.1018 0.033 Uiso 1 1 calc R . . C7 C 0.45374(12) 0.60190(12) 0.12856(3) 0.0255(3) Uani 1 1 d . . . H7 H 0.4278 0.6263 0.1454 0.031 Uiso 1 1 calc R . . C8 C 0.44754(11) 0.49926(12) 0.12977(3) 0.0221(3) Uani 1 1 d . . . H8 H 0.4161 0.4529 0.1473 0.027 Uiso 1 1 calc R . . C9 C 0.48735(10) 0.46425(11) 0.10531(3) 0.0190(3) Uani 1 1 d . . . H9 H 0.4826 0.3939 0.1062 0.023 Uiso 1 1 calc R . . N1 N 0.60561(8) 0.41998(8) 0.05278(2) 0.0152(2) Uani 1 1 d . . . N2 N 0.64177(8) 0.42309(9) 0.02291(2) 0.0152(2) Uani 1 1 d . . . N3 N 0.60088(9) 0.55679(9) 0.02598(2) 0.0182(2) Uani 1 1 d . . . Zn1 Zn 0.6667 0.3333 0.0833 0.01391(11) Uani 1 6 d S . . 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 B1 0.0158(6) 0.0158(6) 0.0145(10) 0.000 0.000 0.0079(3) C1 0.0248(6) 0.0222(6) 0.0188(6) 0.0038(5) 0.0013(5) 0.0129(5) C2 0.0152(5) 0.0164(5) 0.0190(6) 0.0004(4) -0.0027(4) 0.0075(4) C3 0.0137(5) 0.0149(5) 0.0196(6) -0.0011(4) -0.0024(4) 0.0069(4) C4 0.0144(5) 0.0178(6) 0.0204(6) -0.0037(4) -0.0031(4) 0.0090(5) C5 0.0224(6) 0.0199(6) 0.0266(6) -0.0005(5) -0.0003(5) 0.0123(5) C6 0.0268(7) 0.0226(6) 0.0368(8) -0.0056(6) 0.0003(6) 0.0161(6) C7 0.0206(6) 0.0287(7) 0.0293(7) -0.0100(5) 0.0001(5) 0.0139(6) C8 0.0167(6) 0.0268(7) 0.0221(6) -0.0034(5) -0.0004(5) 0.0103(5) C9 0.0166(5) 0.0194(6) 0.0220(6) -0.0023(5) -0.0023(5) 0.0099(5) N1 0.0147(5) 0.0157(5) 0.0148(5) -0.0016(4) 0.0001(4) 0.0073(4) N2 0.0154(5) 0.0158(5) 0.0143(5) 0.0002(4) -0.0003(4) 0.0076(4) N3 0.0174(5) 0.0179(5) 0.0198(5) -0.0001(4) -0.0017(4) 0.0093(4) Zn1 0.01379(13) 0.01379(13) 0.01417(17) 0.000 0.000 0.00689(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 B1 N2 1.5454(13) 2_655 ? B1 N2 1.5454(13) 3_665 ? B1 N2 1.5455(13) . ? B1 H1 1.0000 . ? C1 C2 1.4887(17) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 N3 1.3306(16) . ? C2 N2 1.3438(15) . ? C3 N1 1.3462(16) . ? C3 N3 1.3573(16) . ? C3 C4 1.4763(16) . ? C4 C9 1.3955(18) . ? C4 C5 1.3996(18) . ? C5 C6 1.3888(19) . ? C5 H5 0.9500 . ? C6 C7 1.387(2) . ? C6 H6 0.9500 . ? C7 C8 1.390(2) . ? C7 H7 0.9500 . ? C8 C9 1.3925(17) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? N1 N2 1.3817(13) . ? N1 Zn1 2.2270(10) . ? Zn1 N1 2.2268(10) 17_554 ? Zn1 N1 2.2268(10) 18_654 ? Zn1 N1 2.2269(10) 16_544 ? Zn1 N1 2.2271(10) 2_655 ? Zn1 N1 2.2272(10) 3_665 ? 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 B1 N2 109.25(9) 2_655 3_665 ? N2 B1 N2 109.26(9) 2_655 . ? N2 B1 N2 109.26(9) 3_665 . ? N2 B1 H1 109.7 2_655 . ? N2 B1 H1 109.7 3_665 . ? N2 B1 H1 109.7 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N3 C2 N2 111.24(11) . . ? N3 C2 C1 124.73(11) . . ? N2 C2 C1 123.98(11) . . ? N1 C3 N3 113.49(11) . . ? N1 C3 C4 126.05(11) . . ? N3 C3 C4 120.45(11) . . ? C9 C4 C5 119.03(12) . . ? C9 C4 C3 123.25(11) . . ? C5 C4 C3 117.72(11) . . ? C6 C5 C4 120.53(13) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C7 C6 C5 119.97(13) . . ? C7 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C6 C7 C8 120.07(12) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C7 C8 C9 120.07(13) . . ? C7 C8 H8 120.0 . . ? C9 C8 H8 120.0 . . ? C8 C9 C4 120.29(12) . . ? C8 C9 H9 119.9 . . ? C4 C9 H9 119.9 . . ? C3 N1 N2 103.29(10) . . ? C3 N1 Zn1 141.30(8) . . ? N2 N1 Zn1 109.98(7) . . ? C2 N2 N1 108.29(10) . . ? C2 N2 B1 130.37(12) . . ? N1 N2 B1 121.07(11) . . ? C2 N3 C3 103.67(10) . . ? N1 Zn1 N1 88.29(4) 17_554 18_654 ? N1 Zn1 N1 88.29(4) 17_554 16_544 ? N1 Zn1 N1 88.29(4) 18_654 16_544 ? N1 Zn1 N1 98.47(5) 17_554 . ? N1 Zn1 N1 85.72(5) 18_654 . ? N1 Zn1 N1 170.82(5) 16_544 . ? N1 Zn1 N1 85.72(5) 17_554 2_655 ? N1 Zn1 N1 170.82(5) 18_654 2_655 ? N1 Zn1 N1 98.47(5) 16_544 2_655 ? N1 Zn1 N1 88.28(4) . 2_655 ? N1 Zn1 N1 170.81(5) 17_554 3_665 ? N1 Zn1 N1 98.47(5) 18_654 3_665 ? N1 Zn1 N1 85.72(5) 16_544 3_665 ? N1 Zn1 N1 88.28(4) . 3_665 ? N1 Zn1 N1 88.27(4) 2_655 3_665 ? 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 N1 C3 C4 C9 -14.57(19) . . . . ? N3 C3 C4 C9 164.33(12) . . . . ? N1 C3 C4 C5 165.59(12) . . . . ? N3 C3 C4 C5 -15.51(17) . . . . ? C9 C4 C5 C6 1.94(19) . . . . ? C3 C4 C5 C6 -178.21(12) . . . . ? C4 C5 C6 C7 -0.4(2) . . . . ? C5 C6 C7 C8 -1.1(2) . . . . ? C6 C7 C8 C9 1.2(2) . . . . ? C7 C8 C9 C4 0.33(19) . . . . ? C5 C4 C9 C8 -1.89(19) . . . . ? C3 C4 C9 C8 178.27(11) . . . . ? N3 C3 N1 N2 -1.25(13) . . . . ? C4 C3 N1 N2 177.72(11) . . . . ? N3 C3 N1 Zn1 147.66(10) . . . . ? C4 C3 N1 Zn1 -33.4(2) . . . . ? N3 C2 N2 N1 -1.65(14) . . . . ? C1 C2 N2 N1 175.83(11) . . . . ? N3 C2 N2 B1 172.21(9) . . . . ? C1 C2 N2 B1 -10.31(19) . . . . ? C3 N1 N2 C2 1.69(12) . . . . ? Zn1 N1 N2 C2 -158.21(8) . . . . ? C3 N1 N2 B1 -172.85(9) . . . . ? Zn1 N1 N2 B1 27.25(11) . . . . ? N2 B1 N2 C2 -132.37(15) 2_655 . . . ? N2 B1 N2 C2 108.15(18) 3_665 . . . ? N2 B1 N2 N1 40.82(15) 2_655 . . . ? N2 B1 N2 N1 -78.66(11) 3_665 . . . ? N2 C2 N3 C3 0.84(13) . . . . ? C1 C2 N3 C3 -176.62(12) . . . . ? N1 C3 N3 C2 0.31(14) . . . . ? C4 C3 N3 C2 -178.73(11) . . . . ? C3 N1 Zn1 N1 68.86(13) . . . 17_554 ? N2 N1 Zn1 N1 -143.47(9) . . . 17_554 ? C3 N1 Zn1 N1 -18.77(11) . . . 18_654 ? N2 N1 Zn1 N1 128.90(9) . . . 18_654 ? C3 N1 Zn1 N1 154.28(14) . . . 2_655 ? N2 N1 Zn1 N1 -58.06(6) . . . 2_655 ? C3 N1 Zn1 N1 -117.40(15) . . . 3_665 ? N2 N1 Zn1 N1 30.27(6) . . . 3_665 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.377 _refine_diff_density_min -0.332 _refine_diff_density_rms 0.052