Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Prof Kristopher McNeill' _publ_contact_author_address ; Department of Chemistry University of Minnesota 207 Pleasant St. SE Minneapolis MN 55455 UNITED STATES OF AMERICA ; _publ_contact_author_email MCNEILL@CHEM.UMN.EDU _publ_section_title ; Pyridylpyrrolides as alternatives to cyclometalated phenylpyridine ligands: Synthesis and characterization of luminescent zinc and boron pyridylpyrrolide complexes ; loop_ _publ_author_name 'Kristopher McNeill' 'Sarah A. Geers' 'Jamie J. Klappa' 'Sarah J. Schmidtke' data_IV _database_code_depnum_ccdc_archive 'CCDC 225455' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 4 _chemical_melting_point ? _chemical_formula_moiety 'C17 H24 N2' _chemical_formula_sum 'C17 H24 N2' _chemical_formula_weight 256.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 19.140(5) _cell_length_b 11.221(3) _cell_length_c 14.373(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3086.9(13) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1818 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour white _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.103 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 0.065 _exptl_absorpt_correction_type mulit-scan _exptl_absorpt_correction_T_min 0.636283 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16960 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_sigmaI/netI 0.0456 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 25.07 _reflns_number_total 5435 _reflns_number_gt 4809 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution SHELXS-97 _computing_structure_refinement SHELXL-97 _computing_molecular_graphics 'SHELXTL, Bruker' _computing_publication_material ? _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^)+(0.1094P)^2^+0.3283P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 2(3) _refine_ls_number_reflns 5435 _refine_ls_number_parameters 343 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0687 _refine_ls_R_factor_gt 0.0611 _refine_ls_wR_factor_ref 0.1556 _refine_ls_wR_factor_gt 0.1505 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.20872(11) 0.3503(2) -0.30724(15) 0.0347(5) Uani 1 1 d . . . N2 N 0.29996(9) 0.13863(17) -0.27732(13) 0.0247(4) Uani 1 1 d . . . H2A H 0.2756 0.1459 -0.2257 0.030 Uiso 1 1 calc R . . N3 N 0.20161(10) 0.1951(2) -0.12424(15) 0.0308(5) Uani 1 1 d . . . N4 N 0.31038(10) 0.38139(18) -0.14853(14) 0.0255(4) Uani 1 1 d . . . H4A H 0.2873 0.3775 -0.2014 0.031 Uiso 1 1 calc R . . C1 C 0.14767(15) 0.4046(3) -0.3043(2) 0.0491(8) Uani 1 1 d . . . H1B H 0.1425 0.4698 -0.2627 0.059 Uiso 1 1 calc R . . C2 C 0.09078(17) 0.3727(4) -0.3577(3) 0.0570(9) Uani 1 1 d . . . H2B H 0.0481 0.4156 -0.3540 0.068 Uiso 1 1 calc R . . C3 C 0.09807(15) 0.2758(3) -0.4170(2) 0.0514(9) Uani 1 1 d . . . H3B H 0.0601 0.2504 -0.4547 0.062 Uiso 1 1 calc R . . C4 C 0.16016(13) 0.2180(3) -0.4204(2) 0.0371(6) Uani 1 1 d . . . H4B H 0.1659 0.1511 -0.4602 0.044 Uiso 1 1 calc R . . C5 C 0.21570(12) 0.2569(2) -0.36528(17) 0.0264(5) Uani 1 1 d . . . C6 C 0.28258(12) 0.1910(2) -0.36162(16) 0.0249(5) Uani 1 1 d . . . C7 C 0.33402(12) 0.1608(2) -0.42434(17) 0.0261(5) Uani 1 1 d . . . C8 C 0.38208(12) 0.0877(2) -0.37563(17) 0.0280(6) Uani 1 1 d . . . H8A H 0.4231 0.0531 -0.4011 0.034 Uiso 1 1 calc R . . C9 C 0.35948(11) 0.0750(2) -0.28545(17) 0.0239(5) Uani 1 1 d . . . C10 C 0.34143(13) 0.2053(3) -0.52525(17) 0.0344(6) Uani 1 1 d . . . C11 C 0.3357(2) 0.3402(3) -0.5269(2) 0.0688(12) Uani 1 1 d . . . H11A H 0.3406 0.3687 -0.5910 0.103 Uiso 1 1 calc R . . H11B H 0.3728 0.3747 -0.4884 0.103 Uiso 1 1 calc R . . H11C H 0.2901 0.3642 -0.5023 0.103 Uiso 1 1 calc R . . C12 C 0.41202(17) 0.1672(5) -0.5640(2) 0.0729(13) Uani 1 1 d . . . H12A H 0.4167 0.1956 -0.6281 0.109 Uiso 1 1 calc R . . H12B H 0.4154 0.0800 -0.5629 0.109 Uiso 1 1 calc R . . H12C H 0.4494 0.2013 -0.5258 0.109 Uiso 1 1 calc R . . C13 C 0.28522(17) 0.1534(4) -0.58801(19) 0.0552(9) Uani 1 1 d . . . H13A H 0.2916 0.1833 -0.6515 0.083 Uiso 1 1 calc R . . H13B H 0.2391 0.1771 -0.5650 0.083 Uiso 1 1 calc R . . H13C H 0.2888 0.0662 -0.5880 0.083 Uiso 1 1 calc R . . C14 C 0.39053(12) 0.0081(2) -0.20379(18) 0.0301(6) Uani 1 1 d . . . C15 C 0.33299(16) -0.0490(4) -0.1458(3) 0.0667(12) Uani 1 1 d . . . H15A H 0.3059 -0.1037 -0.1848 0.100 Uiso 1 1 calc R . . H15B H 0.3021 0.0132 -0.1213 0.100 Uiso 1 1 calc R . . H15C H 0.3539 -0.0932 -0.0940 0.100 Uiso 1 1 calc R . . C16 C 0.43925(15) -0.0886(3) -0.2387(2) 0.0436(7) Uani 1 1 d . . . H16A H 0.4131 -0.1442 -0.2781 0.065 Uiso 1 1 calc R . . H16B H 0.4590 -0.1318 -0.1856 0.065 Uiso 1 1 calc R . . H16C H 0.4771 -0.0524 -0.2749 0.065 Uiso 1 1 calc R . . C17 C 0.43254(18) 0.0952(3) -0.1436(2) 0.0564(9) Uani 1 1 d . . . H17A H 0.4520 0.0527 -0.0899 0.085 Uiso 1 1 calc R . . H17B H 0.4018 0.1592 -0.1218 0.085 Uiso 1 1 calc R . . H17C H 0.4706 0.1293 -0.1805 0.085 Uiso 1 1 calc R . . C18 C 0.13644(14) 0.1556(3) -0.1273(2) 0.0386(6) Uani 1 1 d . . . H18A H 0.1257 0.0947 -0.1709 0.046 Uiso 1 1 calc R . . C19 C 0.08295(13) 0.1972(3) -0.0710(2) 0.0402(7) Uani 1 1 d . . . H19A H 0.0369 0.1665 -0.0761 0.048 Uiso 1 1 calc R . . C20 C 0.09916(14) 0.2849(3) -0.0073(2) 0.0388(7) Uani 1 1 d . . . H20A H 0.0643 0.3150 0.0334 0.047 Uiso 1 1 calc R . . C21 C 0.16619(13) 0.3281(2) -0.00330(19) 0.0329(6) Uani 1 1 d . . . H21A H 0.1779 0.3894 0.0396 0.040 Uiso 1 1 calc R . . C22 C 0.21721(12) 0.2816(2) -0.06270(17) 0.0266(5) Uani 1 1 d . . . C23 C 0.28767(12) 0.3321(2) -0.06570(16) 0.0267(5) Uani 1 1 d . . . C24 C 0.33925(12) 0.3540(2) 0.00057(17) 0.0261(5) Uani 1 1 d . . . C25 C 0.39181(12) 0.4205(2) -0.04564(17) 0.0260(5) Uani 1 1 d . . . H25A H 0.4335 0.4495 -0.0178 0.031 Uiso 1 1 calc R . . C26 C 0.37271(12) 0.4363(2) -0.13762(17) 0.0251(5) Uani 1 1 d . . . C27 C 0.34538(13) 0.3083(3) 0.10050(18) 0.0318(6) Uani 1 1 d . . . C28 C 0.3350(2) 0.4128(3) 0.1685(2) 0.0631(11) Uani 1 1 d . . . H28A H 0.3682 0.4765 0.1537 0.095 Uiso 1 1 calc R . . H28B H 0.3429 0.3852 0.2323 0.095 Uiso 1 1 calc R . . H28C H 0.2872 0.4433 0.1628 0.095 Uiso 1 1 calc R . . C29 C 0.29352(18) 0.2099(3) 0.1226(2) 0.0588(10) Uani 1 1 d . . . H29A H 0.2458 0.2401 0.1148 0.088 Uiso 1 1 calc R . . H29B H 0.3001 0.1835 0.1870 0.088 Uiso 1 1 calc R . . H29C H 0.3011 0.1426 0.0804 0.088 Uiso 1 1 calc R . . C30 C 0.41799(16) 0.2575(3) 0.1145(2) 0.0489(8) Uani 1 1 d . . . H30A H 0.4529 0.3190 0.1008 0.073 Uiso 1 1 calc R . . H30B H 0.4248 0.1896 0.0726 0.073 Uiso 1 1 calc R . . H30C H 0.4232 0.2311 0.1791 0.073 Uiso 1 1 calc R . . C31 C 0.41034(12) 0.4958(2) -0.21788(18) 0.0288(5) Uani 1 1 d . . . C32 C 0.35882(14) 0.5691(3) -0.2753(2) 0.0448(7) Uani 1 1 d . . . H32A H 0.3226 0.5166 -0.3006 0.067 Uiso 1 1 calc R . . H32B H 0.3837 0.6081 -0.3266 0.067 Uiso 1 1 calc R . . H32C H 0.3371 0.6298 -0.2357 0.067 Uiso 1 1 calc R . . C33 C 0.46696(14) 0.5782(3) -0.1795(2) 0.0391(7) Uani 1 1 d . . . H33A H 0.5005 0.5314 -0.1431 0.059 Uiso 1 1 calc R . . H33B H 0.4455 0.6387 -0.1395 0.059 Uiso 1 1 calc R . . H33C H 0.4912 0.6173 -0.2312 0.059 Uiso 1 1 calc R . . C34 C 0.44381(15) 0.4006(3) -0.2794(2) 0.0411(7) Uani 1 1 d . . . H34A H 0.4074 0.3484 -0.3045 0.062 Uiso 1 1 calc R . . H34B H 0.4767 0.3534 -0.2423 0.062 Uiso 1 1 calc R . . H34C H 0.4688 0.4391 -0.3307 0.062 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0416(12) 0.0374(13) 0.0253(12) -0.0007(10) -0.0013(9) 0.0054(9) N2 0.0296(9) 0.0333(11) 0.0111(10) 0.0019(8) 0.0003(8) 0.0002(8) N3 0.0378(11) 0.0337(12) 0.0210(10) -0.0018(10) 0.0049(9) -0.0025(9) N4 0.0333(10) 0.0313(11) 0.0119(10) 0.0021(8) -0.0002(8) -0.0013(8) C1 0.0522(17) 0.0502(19) 0.0449(19) -0.0014(15) 0.0003(14) 0.0177(14) C2 0.0452(17) 0.080(3) 0.046(2) 0.0017(19) -0.0050(15) 0.0266(16) C3 0.0350(15) 0.080(2) 0.0390(19) -0.0008(17) -0.0111(13) 0.0041(14) C4 0.0374(14) 0.0482(18) 0.0256(15) 0.0007(13) -0.0026(11) -0.0011(12) C5 0.0317(12) 0.0323(13) 0.0153(11) 0.0062(10) 0.0001(10) -0.0014(10) C6 0.0334(12) 0.0275(12) 0.0137(12) 0.0044(10) -0.0047(10) -0.0016(10) C7 0.0313(12) 0.0332(14) 0.0136(12) 0.0020(10) -0.0027(9) -0.0006(10) C8 0.0329(12) 0.0339(14) 0.0172(13) -0.0025(10) 0.0016(10) 0.0006(10) C9 0.0301(11) 0.0264(13) 0.0154(12) 0.0004(9) -0.0034(9) -0.0023(9) C10 0.0405(14) 0.0507(17) 0.0119(13) 0.0085(12) 0.0000(10) -0.0028(12) C11 0.130(3) 0.054(2) 0.0224(16) 0.0163(15) -0.0016(18) -0.012(2) C12 0.056(2) 0.134(4) 0.0279(18) 0.030(2) 0.0139(15) 0.018(2) C13 0.071(2) 0.081(3) 0.0134(14) 0.0027(15) -0.0036(13) -0.0161(18) C14 0.0343(12) 0.0351(14) 0.0210(14) 0.0042(11) -0.0046(10) 0.0023(11) C15 0.0577(19) 0.089(3) 0.054(2) 0.050(2) 0.0027(17) 0.0102(18) C16 0.0586(17) 0.0398(17) 0.0323(16) 0.0055(12) -0.0052(13) 0.0128(13) C17 0.083(2) 0.0472(19) 0.0385(18) -0.0064(15) -0.0348(18) 0.0129(16) C18 0.0436(14) 0.0438(16) 0.0283(14) -0.0062(13) 0.0015(12) -0.0103(12) C19 0.0311(13) 0.0509(18) 0.0387(17) 0.0002(14) 0.0040(12) -0.0094(12) C20 0.0357(14) 0.0480(17) 0.0328(16) -0.0048(14) 0.0104(12) 0.0014(12) C21 0.0344(13) 0.0405(15) 0.0240(14) -0.0060(12) 0.0031(11) -0.0015(11) C22 0.0348(13) 0.0277(14) 0.0172(12) 0.0042(10) -0.0014(10) 0.0019(10) C23 0.0348(13) 0.0298(14) 0.0155(12) 0.0017(10) 0.0045(10) 0.0040(10) C24 0.0321(12) 0.0318(14) 0.0143(12) 0.0003(10) -0.0002(9) 0.0019(10) C25 0.0271(12) 0.0335(14) 0.0175(13) -0.0037(10) -0.0006(9) -0.0008(10) C26 0.0317(11) 0.0262(13) 0.0175(12) 0.0007(10) 0.0022(10) 0.0027(9) C27 0.0405(14) 0.0405(16) 0.0145(13) 0.0019(11) 0.0004(10) -0.0005(11) C28 0.113(3) 0.061(2) 0.0150(14) 0.0002(14) 0.0087(16) 0.020(2) C29 0.068(2) 0.080(3) 0.0281(16) 0.0307(17) -0.0086(14) -0.0190(18) C30 0.0569(17) 0.068(2) 0.0218(15) 0.0104(14) -0.0072(13) 0.0061(15) C31 0.0343(12) 0.0323(14) 0.0200(12) 0.0063(11) 0.0067(10) -0.0021(10) C32 0.0503(15) 0.0527(19) 0.0313(16) 0.0196(14) 0.0010(13) -0.0020(14) C33 0.0468(16) 0.0373(16) 0.0331(15) 0.0087(12) 0.0060(12) -0.0101(12) C34 0.0548(16) 0.0441(17) 0.0243(15) 0.0016(12) 0.0138(12) -0.0006(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.319(3) . ? N1 C5 1.346(3) . ? N2 C9 1.350(3) . ? N2 C6 1.387(3) . ? N2 H2A 0.8800 . ? N3 C18 1.325(3) . ? N3 C22 1.347(3) . ? N4 C26 1.352(3) . ? N4 C23 1.383(3) . ? N4 H4A 0.8800 . ? C1 C2 1.379(5) . ? C1 H1B 0.9500 . ? C2 C3 1.390(5) . ? C2 H2B 0.9500 . ? C3 C4 1.355(4) . ? C3 H3B 0.9500 . ? C4 C5 1.396(4) . ? C4 H4B 0.9500 . ? C5 C6 1.479(3) . ? C6 C7 1.377(4) . ? C7 C8 1.418(4) . ? C7 C10 1.541(3) . ? C8 C9 1.374(4) . ? C8 H8A 0.9500 . ? C9 C14 1.515(3) . ? C10 C11 1.517(5) . ? C10 C13 1.520(4) . ? C10 C12 1.523(4) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? 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 C16 1.516(4) . ? C14 C15 1.522(4) . ? C14 C17 1.533(4) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.386(4) . ? C18 H18A 0.9500 . ? C19 C20 1.380(4) . ? C19 H19A 0.9500 . ? C20 C21 1.373(4) . ? C20 H20A 0.9500 . ? C21 C22 1.398(4) . ? C21 H21A 0.9500 . ? C22 C23 1.463(3) . ? C23 C24 1.394(4) . ? C24 C25 1.418(3) . ? C24 C27 1.529(4) . ? C25 C26 1.383(4) . ? C25 H25A 0.9500 . ? C26 C31 1.515(3) . ? C27 C30 1.515(4) . ? C27 C29 1.519(4) . ? C27 C28 1.539(4) . ? 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 1.527(4) . ? C31 C34 1.527(4) . ? C31 C33 1.527(4) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? 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 C1 N1 C5 117.9(2) . . ? C9 N2 C6 110.54(19) . . ? C9 N2 H2A 124.7 . . ? C6 N2 H2A 124.7 . . ? C18 N3 C22 118.2(2) . . ? C26 N4 C23 111.1(2) . . ? C26 N4 H4A 124.5 . . ? C23 N4 H4A 124.5 . . ? N1 C1 C2 124.2(3) . . ? N1 C1 H1B 117.9 . . ? C2 C1 H1B 117.9 . . ? C1 C2 C3 117.7(3) . . ? C1 C2 H2B 121.1 . . ? C3 C2 H2B 121.1 . . ? C4 C3 C2 119.0(3) . . ? C4 C3 H3B 120.5 . . ? C2 C3 H3B 120.5 . . ? C3 C4 C5 119.9(3) . . ? C3 C4 H4B 120.1 . . ? C5 C4 H4B 120.1 . . ? N1 C5 C4 121.3(2) . . ? N1 C5 C6 116.9(2) . . ? C4 C5 C6 121.5(2) . . ? C7 C6 N2 107.2(2) . . ? C7 C6 C5 135.9(2) . . ? N2 C6 C5 116.8(2) . . ? C6 C7 C8 106.5(2) . . ? C6 C7 C10 127.0(2) . . ? C8 C7 C10 126.4(2) . . ? C9 C8 C7 108.7(2) . . ? C9 C8 H8A 125.6 . . ? C7 C8 H8A 125.6 . . ? N2 C9 C8 107.0(2) . . ? N2 C9 C14 121.8(2) . . ? C8 C9 C14 131.2(2) . . ? C11 C10 C13 108.8(3) . . ? C11 C10 C12 109.8(3) . . ? C13 C10 C12 107.7(3) . . ? C11 C10 C7 109.4(2) . . ? C13 C10 C7 111.7(2) . . ? C12 C10 C7 109.5(2) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C9 C14 C16 109.9(2) . . ? C9 C14 C15 110.4(2) . . ? C16 C14 C15 109.0(3) . . ? C9 C14 C17 109.1(2) . . ? C16 C14 C17 108.7(2) . . ? C15 C14 C17 109.8(3) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N3 C18 C19 124.3(3) . . ? N3 C18 H18A 117.8 . . ? C19 C18 H18A 117.8 . . ? C20 C19 C18 117.5(2) . . ? C20 C19 H19A 121.3 . . ? C18 C19 H19A 121.3 . . ? C21 C20 C19 119.3(2) . . ? C21 C20 H20A 120.3 . . ? C19 C20 H20A 120.3 . . ? C20 C21 C22 119.7(3) . . ? C20 C21 H21A 120.2 . . ? C22 C21 H21A 120.2 . . ? N3 C22 C21 121.0(2) . . ? N3 C22 C23 117.7(2) . . ? C21 C22 C23 121.1(2) . . ? N4 C23 C24 107.2(2) . . ? N4 C23 C22 118.0(2) . . ? C24 C23 C22 134.5(2) . . ? C23 C24 C25 106.0(2) . . ? C23 C24 C27 129.6(2) . . ? C25 C24 C27 124.2(2) . . ? C26 C25 C24 109.1(2) . . ? C26 C25 H25A 125.4 . . ? C24 C25 H25A 125.4 . . ? N4 C26 C25 106.6(2) . . ? N4 C26 C31 122.1(2) . . ? C25 C26 C31 131.2(2) . . ? C30 C27 C29 107.3(3) . . ? C30 C27 C24 108.7(2) . . ? C29 C27 C24 113.0(2) . . ? C30 C27 C28 108.7(3) . . ? C29 C27 C28 109.6(3) . . ? C24 C27 C28 109.3(2) . . ? 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 . . ? C26 C31 C32 110.01(19) . . ? C26 C31 C34 109.4(2) . . ? C32 C31 C34 109.6(2) . . ? C26 C31 C33 109.2(2) . . ? C32 C31 C33 109.1(2) . . ? C34 C31 C33 109.6(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 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? 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 C5 N1 C1 C2 -0.8(5) . . . . ? N1 C1 C2 C3 1.3(5) . . . . ? C1 C2 C3 C4 -0.5(5) . . . . ? C2 C3 C4 C5 -0.5(5) . . . . ? C1 N1 C5 C4 -0.3(4) . . . . ? C1 N1 C5 C6 -174.9(3) . . . . ? C3 C4 C5 N1 1.0(4) . . . . ? C3 C4 C5 C6 175.4(3) . . . . ? C9 N2 C6 C7 -1.2(3) . . . . ? C9 N2 C6 C5 175.80(19) . . . . ? N1 C5 C6 C7 -123.6(3) . . . . ? C4 C5 C6 C7 61.8(4) . . . . ? N1 C5 C6 N2 60.6(3) . . . . ? C4 C5 C6 N2 -114.1(3) . . . . ? N2 C6 C7 C8 0.7(3) . . . . ? C5 C6 C7 C8 -175.4(3) . . . . ? N2 C6 C7 C10 -174.8(2) . . . . ? C5 C6 C7 C10 9.1(5) . . . . ? C6 C7 C8 C9 -0.1(3) . . . . ? C10 C7 C8 C9 175.5(2) . . . . ? C6 N2 C9 C8 1.1(3) . . . . ? C6 N2 C9 C14 -179.9(2) . . . . ? C7 C8 C9 N2 -0.6(3) . . . . ? C7 C8 C9 C14 -179.5(2) . . . . ? C6 C7 C10 C11 49.8(4) . . . . ? C8 C7 C10 C11 -124.9(3) . . . . ? C6 C7 C10 C13 -70.7(4) . . . . ? C8 C7 C10 C13 114.6(3) . . . . ? C6 C7 C10 C12 170.1(3) . . . . ? C8 C7 C10 C12 -4.6(4) . . . . ? N2 C9 C14 C16 159.2(2) . . . . ? C8 C9 C14 C16 -22.1(4) . . . . ? N2 C9 C14 C15 39.0(4) . . . . ? C8 C9 C14 C15 -142.3(3) . . . . ? N2 C9 C14 C17 -81.7(3) . . . . ? C8 C9 C14 C17 97.0(3) . . . . ? C22 N3 C18 C19 -0.2(4) . . . . ? N3 C18 C19 C20 -0.5(5) . . . . ? C18 C19 C20 C21 1.1(4) . . . . ? C19 C20 C21 C22 -1.0(4) . . . . ? C18 N3 C22 C21 0.3(4) . . . . ? C18 N3 C22 C23 -174.6(2) . . . . ? C20 C21 C22 N3 0.3(4) . . . . ? C20 C21 C22 C23 175.0(3) . . . . ? C26 N4 C23 C24 -1.7(3) . . . . ? C26 N4 C23 C22 172.9(2) . . . . ? N3 C22 C23 N4 57.0(3) . . . . ? C21 C22 C23 N4 -117.9(3) . . . . ? N3 C22 C23 C24 -130.2(3) . . . . ? C21 C22 C23 C24 54.9(4) . . . . ? N4 C23 C24 C25 1.6(3) . . . . ? C22 C23 C24 C25 -171.7(3) . . . . ? N4 C23 C24 C27 -172.6(2) . . . . ? C22 C23 C24 C27 14.1(5) . . . . ? C23 C24 C25 C26 -1.0(3) . . . . ? C27 C24 C25 C26 173.6(2) . . . . ? C23 N4 C26 C25 1.1(3) . . . . ? C23 N4 C26 C31 178.7(2) . . . . ? C24 C25 C26 N4 -0.1(3) . . . . ? C24 C25 C26 C31 -177.4(2) . . . . ? C23 C24 C27 C30 130.0(3) . . . . ? C25 C24 C27 C30 -43.2(3) . . . . ? C23 C24 C27 C29 11.0(4) . . . . ? C25 C24 C27 C29 -162.3(3) . . . . ? C23 C24 C27 C28 -111.4(3) . . . . ? C25 C24 C27 C28 75.3(3) . . . . ? N4 C26 C31 C32 44.3(3) . . . . ? C25 C26 C31 C32 -138.7(3) . . . . ? N4 C26 C31 C34 -76.1(3) . . . . ? C25 C26 C31 C34 100.9(3) . . . . ? N4 C26 C31 C33 164.1(2) . . . . ? C25 C26 C31 C33 -19.0(4) . . . . ? 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 N2 H2A N3 0.88 2.11 2.964(3) 164.6 . N4 H4A N1 0.88 2.16 3.019(3) 164.6 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.07 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.300 _refine_diff_density_min -0.353 _refine_diff_density_rms 0.073 #===END data_1 _database_code_depnum_ccdc_archive 'CCDC 225456' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 01218 _chemical_melting_point ? _chemical_formula_moiety 'C22 H22 N4 Zn' _chemical_formula_sum 'C22 H22 N4 Zn' _chemical_formula_weight 407.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.929(3) _cell_length_b 12.286(3) _cell_length_c 13.777(4) _cell_angle_alpha 81.694(5) _cell_angle_beta 83.582(5) _cell_angle_gamma 88.531(5) _cell_volume 1985.3(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2801 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.364 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 1.250 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.794 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17718 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0376 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 27.55 _reflns_number_total 8964 _reflns_number_gt 7225 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution SIR92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, Bruker' _computing_publication_material ? _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^)+(0.0451P)^2^+0.6479P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8964 _refine_ls_number_parameters 493 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0457 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0921 _refine_ls_wR_factor_gt 0.0845 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.796540(19) 0.704543(18) 1.315164(17) 0.02913(7) Uani 1 1 d . . . N1 N 0.82710(14) 0.67009(14) 1.17263(12) 0.0285(4) Uani 1 1 d . . . C2 C 0.81670(18) 0.73607(18) 1.08718(16) 0.0354(5) Uani 1 1 d . . . H2A H 0.8004 0.8118 1.0894 0.042 Uiso 1 1 calc R . . C3 C 0.82844(19) 0.6998(2) 0.99714(17) 0.0395(5) Uani 1 1 d . . . H3A H 0.8211 0.7489 0.9382 0.047 Uiso 1 1 calc R . . C4 C 0.85148(19) 0.5889(2) 0.99486(16) 0.0382(5) Uani 1 1 d . . . H4A H 0.8592 0.5608 0.9337 0.046 Uiso 1 1 calc R . . C5 C 0.86318(17) 0.51936(18) 1.08143(16) 0.0333(5) Uani 1 1 d . . . H5A H 0.8794 0.4435 1.0799 0.040 Uiso 1 1 calc R . . C6 C 0.85112(15) 0.56107(16) 1.17136(15) 0.0266(4) Uani 1 1 d . . . C7 C 0.86084(16) 0.49789(16) 1.26666(14) 0.0263(4) Uani 1 1 d . . . C8 C 0.89147(17) 0.38840(17) 1.29611(16) 0.0301(4) Uani 1 1 d . . . C9 C 0.88718(19) 0.37745(18) 1.39906(16) 0.0363(5) Uani 1 1 d . . . H9A H 0.9041 0.3123 1.4412 0.044 Uiso 1 1 calc R . . C10 C 0.85435(18) 0.47702(18) 1.42934(16) 0.0336(5) Uani 1 1 d . . . N11 N 0.83780(14) 0.55107(13) 1.34925(12) 0.0281(3) Uani 1 1 d . . . C12 C 0.8360(2) 0.5071(2) 1.53115(17) 0.0478(6) Uani 1 1 d . . . H12A H 0.8693 0.5792 1.5315 0.072 Uiso 0.50 1 calc PR . . H12B H 0.8718 0.4517 1.5766 0.072 Uiso 0.50 1 calc PR . . H12C H 0.7549 0.5103 1.5522 0.072 Uiso 0.50 1 calc PR . . H12D H 0.7947 0.4483 1.5754 0.072 Uiso 0.50 1 calc PR . . H12E H 0.7922 0.5758 1.5302 0.072 Uiso 0.50 1 calc PR . . H12F H 0.9091 0.5171 1.5547 0.072 Uiso 0.50 1 calc PR . . C13 C 0.9228(2) 0.29828(18) 1.23515(18) 0.0404(5) Uani 1 1 d . . . H13A H 0.9360 0.2298 1.2787 0.061 Uiso 1 1 calc R . . H13B H 0.9917 0.3183 1.1910 0.061 Uiso 1 1 calc R . . H13C H 0.8613 0.2878 1.1959 0.061 Uiso 1 1 calc R . . N21 N 0.63407(14) 0.76855(14) 1.32461(13) 0.0310(4) Uani 1 1 d . . . C22 C 0.54037(19) 0.7292(2) 1.29719(17) 0.0400(5) Uani 1 1 d . . . H22A H 0.5424 0.6567 1.2806 0.048 Uiso 1 1 calc R . . C23 C 0.4416(2) 0.7888(2) 1.29197(19) 0.0466(6) Uani 1 1 d . . . H23A H 0.3770 0.7587 1.2716 0.056 Uiso 1 1 calc R . . C24 C 0.4390(2) 0.8939(2) 1.31714(19) 0.0455(6) Uani 1 1 d . . . H24A H 0.3720 0.9371 1.3142 0.055 Uiso 1 1 calc R . . C25 C 0.53364(19) 0.93575(19) 1.34652(17) 0.0382(5) Uani 1 1 d . . . H25A H 0.5317 1.0075 1.3648 0.046 Uiso 1 1 calc R . . C26 C 0.63326(17) 0.87208(16) 1.34942(15) 0.0299(4) Uani 1 1 d . . . C27 C 0.74009(17) 0.90933(16) 1.37198(14) 0.0289(4) Uani 1 1 d . . . C28 C 0.77308(19) 1.00627(17) 1.40242(15) 0.0332(5) Uani 1 1 d . . . C29 C 0.88998(19) 0.99597(17) 1.40546(15) 0.0334(5) Uani 1 1 d . . . H29A H 0.9373 1.0488 1.4238 0.040 Uiso 1 1 calc R . . C30 C 0.92478(18) 0.89536(17) 1.37711(15) 0.0316(4) Uani 1 1 d . . . N31 N 0.83369(14) 0.84206(13) 1.35692(12) 0.0290(4) Uani 1 1 d . . . C32 C 1.04061(19) 0.8461(2) 1.36652(18) 0.0412(5) Uani 1 1 d . . . H32A H 1.0373 0.7676 1.3927 0.062 Uiso 1 1 calc R . . H32B H 1.0901 0.8832 1.4033 0.062 Uiso 1 1 calc R . . H32C H 1.0703 0.8552 1.2966 0.062 Uiso 1 1 calc R . . C33 C 0.7021(2) 1.10408(19) 1.4266(2) 0.0471(6) Uani 1 1 d . . . H33A H 0.7480 1.1546 1.4542 0.071 Uiso 1 1 calc R . . H33B H 0.6381 1.0791 1.4750 0.071 Uiso 1 1 calc R . . H33C H 0.6741 1.1422 1.3664 0.071 Uiso 1 1 calc R . . Zn2 Zn 0.548082(19) 0.222736(19) 1.104015(17) 0.02855(7) Uani 1 1 d . . . N41 N 0.71000(14) 0.16169(14) 1.08940(12) 0.0292(4) Uani 1 1 d . . . C42 C 0.75827(19) 0.08218(18) 1.15004(16) 0.0346(5) Uani 1 1 d . . . H42A H 0.7127 0.0450 1.2052 0.042 Uiso 1 1 calc R . . C43 C 0.8697(2) 0.05260(19) 1.13585(17) 0.0395(5) Uani 1 1 d . . . H43A H 0.9011 -0.0037 1.1799 0.047 Uiso 1 1 calc R . . C44 C 0.93537(19) 0.10769(19) 1.05483(18) 0.0396(5) Uani 1 1 d . . . H44A H 1.0132 0.0900 1.0432 0.048 Uiso 1 1 calc R . . C45 C 0.88766(18) 0.18750(18) 0.99183(16) 0.0347(5) Uani 1 1 d . . . H45A H 0.9326 0.2243 0.9360 0.042 Uiso 1 1 calc R . . C46 C 0.77287(17) 0.21555(17) 1.00898(15) 0.0290(4) Uani 1 1 d . . . C47 C 0.71255(16) 0.29706(17) 0.94929(14) 0.0291(4) Uani 1 1 d . . . C48 C 0.74410(18) 0.37240(18) 0.86432(15) 0.0329(4) Uani 1 1 d . . . C49 C 0.64560(18) 0.42944(18) 0.84193(15) 0.0343(5) Uani 1 1 d . . . H49A H 0.6394 0.4860 0.7879 0.041 Uiso 1 1 calc R . . C50 C 0.55803(18) 0.38941(18) 0.91210(16) 0.0328(4) Uani 1 1 d . . . N51 N 0.59784(14) 0.30938(14) 0.97715(12) 0.0299(4) Uani 1 1 d . . . C52 C 0.8594(2) 0.3911(2) 0.80829(18) 0.0458(6) Uani 1 1 d . . . H52A H 0.8565 0.4546 0.7566 0.069 Uiso 1 1 calc R . . H52B H 0.8835 0.3257 0.7781 0.069 Uiso 1 1 calc R . . H52C H 0.9132 0.4052 0.8537 0.069 Uiso 1 1 calc R . . C53 C 0.43659(19) 0.4226(2) 0.92255(18) 0.0417(5) Uani 1 1 d . . . H53A H 0.3971 0.3776 0.9802 0.062 Uiso 1 1 calc R . . H53B H 0.4028 0.4115 0.8631 0.062 Uiso 1 1 calc R . . H53C H 0.4302 0.5003 0.9313 0.062 Uiso 1 1 calc R . . N61 N 0.53260(13) 0.29211(14) 1.23329(12) 0.0282(4) Uani 1 1 d . . . C62 C 0.60491(18) 0.35582(17) 1.26710(16) 0.0342(5) Uani 1 1 d . . . H62A H 0.6723 0.3777 1.2262 0.041 Uiso 1 1 calc R . . C63 C 0.5864(2) 0.39075(19) 1.35750(18) 0.0404(5) Uani 1 1 d . . . H63A H 0.6393 0.4360 1.3790 0.048 Uiso 1 1 calc R . . C64 C 0.4880(2) 0.3580(2) 1.41661(18) 0.0449(6) Uani 1 1 d . . . H64A H 0.4727 0.3809 1.4798 0.054 Uiso 1 1 calc R . . C65 C 0.4125(2) 0.2924(2) 1.38410(17) 0.0407(5) Uani 1 1 d . . . H65A H 0.3454 0.2693 1.4249 0.049 Uiso 1 1 calc R . . C66 C 0.43501(16) 0.25970(16) 1.29066(15) 0.0285(4) Uani 1 1 d . . . C67 C 0.36439(16) 0.18973(17) 1.24831(15) 0.0285(4) Uani 1 1 d . . . C68 C 0.25513(17) 0.15131(17) 1.27713(15) 0.0313(4) Uani 1 1 d . . . C69 C 0.23270(17) 0.08672(18) 1.20543(16) 0.0349(5) Uani 1 1 d . . . H69A H 0.1647 0.0485 1.2044 0.042 Uiso 1 1 calc R . . C70 C 0.32702(17) 0.08825(17) 1.13634(16) 0.0319(4) Uani 1 1 d . . . N71 N 0.40752(13) 0.15171(13) 1.16139(12) 0.0281(3) Uani 1 1 d . . . C72 C 0.17451(19) 0.1763(2) 1.36329(18) 0.0447(6) Uani 1 1 d . . . H72A H 0.1010 0.1438 1.3603 0.067 Uiso 1 1 calc R . . H72B H 0.1658 0.2562 1.3607 0.067 Uiso 1 1 calc R . . H72C H 0.2042 0.1452 1.4250 0.067 Uiso 1 1 calc R . . C73 C 0.3457(2) 0.0307(2) 1.04810(19) 0.0456(6) Uani 1 1 d . . . H73A H 0.3863 0.0791 0.9934 0.068 Uiso 1 1 calc R . . H73B H 0.2728 0.0114 1.0292 0.068 Uiso 1 1 calc R . . H73C H 0.3903 -0.0364 1.0635 0.068 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.03040(13) 0.02389(12) 0.03414(14) -0.00763(9) -0.00347(10) -0.00048(9) N1 0.0258(8) 0.0276(9) 0.0316(9) -0.0041(7) -0.0006(7) -0.0017(7) C2 0.0306(11) 0.0329(11) 0.0404(12) 0.0012(9) -0.0026(9) -0.0002(9) C3 0.0341(12) 0.0482(14) 0.0325(11) 0.0048(10) -0.0019(9) -0.0012(10) C4 0.0353(12) 0.0492(14) 0.0298(11) -0.0068(10) -0.0001(9) -0.0011(10) C5 0.0302(11) 0.0362(11) 0.0341(11) -0.0085(9) -0.0017(9) 0.0012(9) C6 0.0190(9) 0.0275(10) 0.0330(10) -0.0043(8) -0.0007(7) -0.0027(7) C7 0.0219(9) 0.0271(10) 0.0307(10) -0.0062(8) -0.0035(8) -0.0029(7) C8 0.0274(10) 0.0264(10) 0.0370(11) -0.0046(8) -0.0061(8) 0.0000(8) C9 0.0434(12) 0.0274(11) 0.0389(12) -0.0018(9) -0.0124(10) 0.0021(9) C10 0.0343(11) 0.0339(11) 0.0338(11) -0.0041(9) -0.0098(9) -0.0007(9) N11 0.0298(9) 0.0256(8) 0.0300(9) -0.0057(7) -0.0058(7) -0.0013(7) C12 0.0638(17) 0.0475(14) 0.0346(12) -0.0092(11) -0.0130(11) 0.0050(12) C13 0.0485(13) 0.0285(11) 0.0458(13) -0.0088(10) -0.0084(11) 0.0068(10) N21 0.0294(9) 0.0308(9) 0.0342(9) -0.0089(7) -0.0033(7) -0.0009(7) C22 0.0360(12) 0.0413(13) 0.0456(13) -0.0138(10) -0.0064(10) -0.0039(10) C23 0.0340(12) 0.0560(16) 0.0529(15) -0.0129(12) -0.0115(11) -0.0022(11) C24 0.0341(12) 0.0522(15) 0.0494(14) -0.0041(11) -0.0076(10) 0.0082(11) C25 0.0388(12) 0.0331(12) 0.0427(13) -0.0061(9) -0.0042(10) 0.0050(9) C26 0.0343(11) 0.0270(10) 0.0274(10) -0.0017(8) -0.0015(8) 0.0005(8) C27 0.0347(11) 0.0246(10) 0.0266(10) -0.0013(8) -0.0031(8) 0.0003(8) C28 0.0464(13) 0.0270(10) 0.0265(10) -0.0048(8) -0.0027(9) -0.0027(9) C29 0.0425(12) 0.0296(11) 0.0288(10) -0.0049(8) -0.0044(9) -0.0087(9) C30 0.0368(11) 0.0302(11) 0.0272(10) -0.0008(8) -0.0044(8) -0.0062(9) N31 0.0333(9) 0.0240(8) 0.0299(9) -0.0035(7) -0.0052(7) 0.0000(7) C32 0.0365(12) 0.0431(13) 0.0462(13) -0.0065(10) -0.0124(10) -0.0033(10) C33 0.0593(16) 0.0321(12) 0.0520(15) -0.0169(11) -0.0015(12) 0.0009(11) Zn2 0.02462(12) 0.03165(13) 0.02874(13) -0.00561(9) 0.00270(9) -0.00503(9) N41 0.0294(9) 0.0311(9) 0.0282(9) -0.0082(7) -0.0016(7) -0.0022(7) C42 0.0427(12) 0.0330(11) 0.0283(10) -0.0060(8) -0.0026(9) -0.0015(9) C43 0.0470(13) 0.0350(12) 0.0389(12) -0.0082(9) -0.0127(10) 0.0064(10) C44 0.0311(11) 0.0414(13) 0.0487(14) -0.0148(10) -0.0046(10) 0.0046(9) C45 0.0292(11) 0.0398(12) 0.0345(11) -0.0073(9) 0.0011(9) -0.0011(9) C46 0.0291(10) 0.0311(10) 0.0283(10) -0.0111(8) -0.0006(8) -0.0042(8) C47 0.0268(10) 0.0341(11) 0.0270(10) -0.0078(8) 0.0005(8) -0.0063(8) C48 0.0350(11) 0.0381(12) 0.0260(10) -0.0065(8) -0.0013(8) -0.0078(9) C49 0.0387(12) 0.0373(12) 0.0266(10) -0.0005(9) -0.0057(9) -0.0054(9) C50 0.0336(11) 0.0342(11) 0.0323(11) -0.0061(9) -0.0080(9) -0.0037(9) N51 0.0295(9) 0.0310(9) 0.0298(9) -0.0057(7) -0.0037(7) -0.0031(7) C52 0.0439(13) 0.0557(15) 0.0342(12) -0.0015(11) 0.0076(10) -0.0089(11) C53 0.0320(12) 0.0457(13) 0.0483(14) -0.0066(11) -0.0097(10) 0.0026(10) N61 0.0245(8) 0.0298(9) 0.0302(9) -0.0049(7) -0.0003(7) -0.0032(7) C62 0.0279(10) 0.0323(11) 0.0429(12) -0.0076(9) -0.0027(9) -0.0045(8) C63 0.0395(12) 0.0408(13) 0.0446(13) -0.0138(10) -0.0093(10) -0.0072(10) C64 0.0501(14) 0.0518(15) 0.0359(12) -0.0175(11) -0.0019(10) -0.0043(11) C65 0.0371(12) 0.0513(14) 0.0339(12) -0.0119(10) 0.0039(9) -0.0057(10) C66 0.0251(10) 0.0288(10) 0.0308(10) -0.0031(8) -0.0011(8) 0.0002(8) C67 0.0240(9) 0.0311(10) 0.0289(10) -0.0010(8) 0.0001(8) -0.0032(8) C68 0.0254(10) 0.0329(11) 0.0323(11) 0.0062(8) -0.0021(8) -0.0033(8) C69 0.0253(10) 0.0366(12) 0.0414(12) 0.0033(9) -0.0075(9) -0.0068(9) C70 0.0302(10) 0.0297(11) 0.0364(11) -0.0023(8) -0.0085(9) -0.0044(8) N71 0.0250(8) 0.0280(9) 0.0312(9) -0.0041(7) -0.0016(7) -0.0045(7) C72 0.0274(11) 0.0632(16) 0.0397(13) 0.0002(11) 0.0053(9) -0.0072(11) C73 0.0406(13) 0.0478(14) 0.0528(15) -0.0180(12) -0.0084(11) -0.0062(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N31 1.9385(17) . ? Zn1 N11 1.9407(17) . ? Zn1 N1 2.0591(18) . ? Zn1 N21 2.0705(18) . ? N1 C2 1.345(3) . ? N1 C6 1.365(3) . ? C2 C3 1.369(3) . ? C2 H2A 0.9500 . ? C3 C4 1.386(3) . ? C3 H3A 0.9500 . ? C4 C5 1.382(3) . ? C4 H4A 0.9500 . ? C5 C6 1.399(3) . ? C5 H5A 0.9500 . ? C6 C7 1.440(3) . ? C7 N11 1.390(3) . ? C7 C8 1.399(3) . ? C8 C9 1.400(3) . ? C8 C13 1.499(3) . ? C9 C10 1.382(3) . ? C9 H9A 0.9500 . ? C10 N11 1.354(3) . ? C10 C12 1.493(3) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C12 H12D 0.9800 . ? C12 H12E 0.9800 . ? C12 H12F 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? N21 C22 1.342(3) . ? N21 C26 1.364(3) . ? C22 C23 1.374(3) . ? C22 H22A 0.9500 . ? C23 C24 1.383(4) . ? C23 H23A 0.9500 . ? C24 C25 1.377(3) . ? C24 H24A 0.9500 . ? C25 C26 1.407(3) . ? C25 H25A 0.9500 . ? C26 C27 1.446(3) . ? C27 N31 1.387(3) . ? C27 C28 1.398(3) . ? C28 C29 1.402(3) . ? C28 C33 1.508(3) . ? C29 C30 1.389(3) . ? C29 H29A 0.9500 . ? C30 N31 1.358(3) . ? C30 C32 1.495(3) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? Zn2 N71 1.9436(17) . ? Zn2 N51 1.9502(18) . ? Zn2 N41 2.0534(18) . ? Zn2 N61 2.0710(17) . ? N41 C42 1.351(3) . ? N41 C46 1.362(3) . ? C42 C43 1.370(3) . ? C42 H42A 0.9500 . ? C43 C44 1.390(3) . ? C43 H43A 0.9500 . ? C44 C45 1.369(3) . ? C44 H44A 0.9500 . ? C45 C46 1.406(3) . ? C45 H45A 0.9500 . ? C46 C47 1.433(3) . ? C47 N51 1.390(3) . ? C47 C48 1.405(3) . ? C48 C49 1.394(3) . ? C48 C52 1.506(3) . ? C49 C50 1.389(3) . ? C49 H49A 0.9500 . ? C50 N51 1.346(3) . ? C50 C53 1.492(3) . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? N61 C62 1.343(3) . ? N61 C66 1.366(2) . ? C62 C63 1.368(3) . ? C62 H62A 0.9500 . ? C63 C64 1.385(3) . ? C63 H63A 0.9500 . ? C64 C65 1.377(3) . ? C64 H64A 0.9500 . ? C65 C66 1.399(3) . ? C65 H65A 0.9500 . ? C66 C67 1.443(3) . ? C67 N71 1.389(3) . ? C67 C68 1.393(3) . ? C68 C69 1.405(3) . ? C68 C72 1.504(3) . ? C69 C70 1.389(3) . ? C69 H69A 0.9500 . ? C70 N71 1.356(3) . ? C70 C73 1.486(3) . ? C72 H72A 0.9800 . ? C72 H72B 0.9800 . ? C72 H72C 0.9800 . ? C73 H73A 0.9800 . ? C73 H73B 0.9800 . ? C73 H73C 0.9800 . ? 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 N31 Zn1 N11 135.53(7) . . ? N31 Zn1 N1 124.49(7) . . ? N11 Zn1 N1 83.54(7) . . ? N31 Zn1 N21 83.59(7) . . ? N11 Zn1 N21 125.77(7) . . ? N1 Zn1 N21 104.49(7) . . ? C2 N1 C6 119.42(18) . . ? C2 N1 Zn1 129.27(15) . . ? C6 N1 Zn1 111.01(13) . . ? N1 C2 C3 123.4(2) . . ? N1 C2 H2A 118.3 . . ? C3 C2 H2A 118.3 . . ? C2 C3 C4 117.8(2) . . ? C2 C3 H3A 121.1 . . ? C4 C3 H3A 121.1 . . ? C5 C4 C3 120.0(2) . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C4 C5 C6 119.8(2) . . ? C4 C5 H5A 120.1 . . ? C6 C5 H5A 120.1 . . ? N1 C6 C5 119.55(18) . . ? N1 C6 C7 114.97(17) . . ? C5 C6 C7 125.48(19) . . ? N11 C7 C8 109.55(17) . . ? N11 C7 C6 117.77(17) . . ? C8 C7 C6 132.68(19) . . ? C7 C8 C9 105.09(18) . . ? C7 C8 C13 129.8(2) . . ? C9 C8 C13 125.11(19) . . ? C10 C9 C8 108.84(19) . . ? C10 C9 H9A 125.6 . . ? C8 C9 H9A 125.6 . . ? N11 C10 C9 109.13(19) . . ? N11 C10 C12 121.4(2) . . ? C9 C10 C12 129.5(2) . . ? C10 N11 C7 107.38(17) . . ? C10 N11 Zn1 140.18(14) . . ? C7 N11 Zn1 112.41(13) . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C12 H12D 109.5 . . ? H12A C12 H12D 141.1 . . ? H12B C12 H12D 56.3 . . ? H12C C12 H12D 56.3 . . ? C10 C12 H12E 109.5 . . ? H12A C12 H12E 56.3 . . ? H12B C12 H12E 141.1 . . ? H12C C12 H12E 56.3 . . ? H12D C12 H12E 109.5 . . ? C10 C12 H12F 109.5 . . ? H12A C12 H12F 56.3 . . ? H12B C12 H12F 56.3 . . ? H12C C12 H12F 141.1 . . ? H12D C12 H12F 109.5 . . ? H12E C12 H12F 109.5 . . ? C8 C13 H13A 109.5 . . ? C8 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C8 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C22 N21 C26 119.66(18) . . ? C22 N21 Zn1 129.10(15) . . ? C26 N21 Zn1 110.49(13) . . ? N21 C22 C23 123.1(2) . . ? N21 C22 H22A 118.5 . . ? C23 C22 H22A 118.5 . . ? C22 C23 C24 118.1(2) . . ? C22 C23 H23A 120.9 . . ? C24 C23 H23A 120.9 . . ? C25 C24 C23 119.9(2) . . ? C25 C24 H24A 120.0 . . ? C23 C24 H24A 120.0 . . ? C24 C25 C26 119.9(2) . . ? C24 C25 H25A 120.1 . . ? C26 C25 H25A 120.1 . . ? N21 C26 C25 119.33(19) . . ? N21 C26 C27 115.41(18) . . ? C25 C26 C27 125.18(19) . . ? N31 C27 C28 109.54(19) . . ? N31 C27 C26 117.47(17) . . ? C28 C27 C26 132.88(19) . . ? C27 C28 C29 105.50(19) . . ? C27 C28 C33 129.1(2) . . ? C29 C28 C33 125.4(2) . . ? C30 C29 C28 108.39(19) . . ? C30 C29 H29A 125.8 . . ? C28 C29 H29A 125.8 . . ? N31 C30 C29 109.04(19) . . ? N31 C30 C32 121.42(19) . . ? C29 C30 C32 129.5(2) . . ? C30 N31 C27 107.52(17) . . ? C30 N31 Zn1 139.73(15) . . ? C27 N31 Zn1 112.75(13) . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C28 C33 H33A 109.5 . . ? C28 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C28 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N71 Zn2 N51 134.21(7) . . ? N71 Zn2 N41 130.78(7) . . ? N51 Zn2 N41 82.70(7) . . ? N71 Zn2 N61 83.38(7) . . ? N51 Zn2 N61 121.24(7) . . ? N41 Zn2 N61 105.52(6) . . ? C42 N41 C46 119.76(18) . . ? C42 N41 Zn2 128.37(14) . . ? C46 N41 Zn2 111.80(14) . . ? N41 C42 C43 123.2(2) . . ? N41 C42 H42A 118.4 . . ? C43 C42 H42A 118.4 . . ? C42 C43 C44 117.7(2) . . ? C42 C43 H43A 121.1 . . ? C44 C43 H43A 121.1 . . ? C45 C44 C43 119.9(2) . . ? C45 C44 H44A 120.0 . . ? C43 C44 H44A 120.0 . . ? C44 C45 C46 120.6(2) . . ? C44 C45 H45A 119.7 . . ? C46 C45 H45A 119.7 . . ? N41 C46 C45 118.73(19) . . ? N41 C46 C47 114.91(18) . . ? C45 C46 C47 126.36(19) . . ? N51 C47 C48 108.95(18) . . ? N51 C47 C46 117.35(18) . . ? C48 C47 C46 133.70(19) . . ? C49 C48 C47 105.62(18) . . ? C49 C48 C52 126.0(2) . . ? C47 C48 C52 128.4(2) . . ? C50 C49 C48 108.34(19) . . ? C50 C49 H49A 125.8 . . ? C48 C49 H49A 125.8 . . ? N51 C50 C49 109.35(19) . . ? N51 C50 C53 120.63(19) . . ? C49 C50 C53 130.0(2) . . ? C50 N51 C47 107.74(17) . . ? C50 N51 Zn2 138.97(15) . . ? C47 N51 Zn2 112.64(13) . . ? C48 C52 H52A 109.5 . . ? C48 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C48 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C50 C53 H53A 109.5 . . ? C50 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C50 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C62 N61 C66 119.44(18) . . ? C62 N61 Zn2 129.61(14) . . ? C66 N61 Zn2 110.85(13) . . ? N61 C62 C63 123.3(2) . . ? N61 C62 H62A 118.4 . . ? C63 C62 H62A 118.4 . . ? C62 C63 C64 117.8(2) . . ? C62 C63 H63A 121.1 . . ? C64 C63 H63A 121.1 . . ? C65 C64 C63 120.2(2) . . ? C65 C64 H64A 119.9 . . ? C63 C64 H64A 119.9 . . ? C64 C65 C66 119.7(2) . . ? C64 C65 H65A 120.2 . . ? C66 C65 H65A 120.2 . . ? N61 C66 C65 119.54(19) . . ? N61 C66 C67 115.01(17) . . ? C65 C66 C67 125.43(19) . . ? N71 C67 C68 110.07(18) . . ? N71 C67 C66 117.75(17) . . ? C68 C67 C66 132.17(19) . . ? C67 C68 C69 105.25(18) . . ? C67 C68 C72 128.4(2) . . ? C69 C68 C72 126.28(19) . . ? C70 C69 C68 108.28(18) . . ? C70 C69 H69A 125.9 . . ? C68 C69 H69A 125.9 . . ? N71 C70 C69 109.37(19) . . ? N71 C70 C73 121.88(19) . . ? C69 C70 C73 128.7(2) . . ? C70 N71 C67 107.03(16) . . ? C70 N71 Zn2 139.59(15) . . ? C67 N71 Zn2 112.33(12) . . ? C68 C72 H72A 109.5 . . ? C68 C72 H72B 109.5 . . ? H72A C72 H72B 109.5 . . ? C68 C72 H72C 109.5 . . ? H72A C72 H72C 109.5 . . ? H72B C72 H72C 109.5 . . ? C70 C73 H73A 109.5 . . ? C70 C73 H73B 109.5 . . ? H73A C73 H73B 109.5 . . ? C70 C73 H73C 109.5 . . ? H73A C73 H73C 109.5 . . ? H73B C73 H73C 109.5 . . ? 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 N31 Zn1 N1 C2 -39.2(2) . . . . ? N11 Zn1 N1 C2 178.29(18) . . . . ? N21 Zn1 N1 C2 52.96(19) . . . . ? N31 Zn1 N1 C6 147.13(12) . . . . ? N11 Zn1 N1 C6 4.62(13) . . . . ? N21 Zn1 N1 C6 -120.71(13) . . . . ? C6 N1 C2 C3 0.3(3) . . . . ? Zn1 N1 C2 C3 -172.89(16) . . . . ? N1 C2 C3 C4 0.5(3) . . . . ? C2 C3 C4 C5 -0.8(3) . . . . ? C3 C4 C5 C6 0.3(3) . . . . ? C2 N1 C6 C5 -0.8(3) . . . . ? Zn1 N1 C6 C5 173.59(14) . . . . ? C2 N1 C6 C7 179.79(17) . . . . ? Zn1 N1 C6 C7 -5.8(2) . . . . ? C4 C5 C6 N1 0.5(3) . . . . ? C4 C5 C6 C7 179.82(19) . . . . ? N1 C6 C7 N11 4.2(3) . . . . ? C5 C6 C7 N11 -175.18(18) . . . . ? N1 C6 C7 C8 -174.9(2) . . . . ? C5 C6 C7 C8 5.7(3) . . . . ? N11 C7 C8 C9 -0.5(2) . . . . ? C6 C7 C8 C9 178.6(2) . . . . ? N11 C7 C8 C13 179.4(2) . . . . ? C6 C7 C8 C13 -1.4(4) . . . . ? C7 C8 C9 C10 0.4(2) . . . . ? C13 C8 C9 C10 -179.5(2) . . . . ? C8 C9 C10 N11 -0.1(3) . . . . ? C8 C9 C10 C12 179.1(2) . . . . ? C9 C10 N11 C7 -0.2(2) . . . . ? C12 C10 N11 C7 -179.5(2) . . . . ? C9 C10 N11 Zn1 -178.34(17) . . . . ? C12 C10 N11 Zn1 2.3(4) . . . . ? C8 C7 N11 C10 0.5(2) . . . . ? C6 C7 N11 C10 -178.84(17) . . . . ? C8 C7 N11 Zn1 179.16(13) . . . . ? C6 C7 N11 Zn1 -0.1(2) . . . . ? N31 Zn1 N11 C10 41.4(3) . . . . ? N1 Zn1 N11 C10 175.7(2) . . . . ? N21 Zn1 N11 C10 -81.1(2) . . . . ? N31 Zn1 N11 C7 -136.66(13) . . . . ? N1 Zn1 N11 C7 -2.39(13) . . . . ? N21 Zn1 N11 C7 100.83(14) . . . . ? N31 Zn1 N21 C22 172.6(2) . . . . ? N11 Zn1 N21 C22 -43.9(2) . . . . ? N1 Zn1 N21 C22 48.6(2) . . . . ? N31 Zn1 N21 C26 2.77(14) . . . . ? N11 Zn1 N21 C26 146.29(13) . . . . ? N1 Zn1 N21 C26 -121.25(14) . . . . ? C26 N21 C22 C23 0.4(3) . . . . ? Zn1 N21 C22 C23 -168.63(19) . . . . ? N21 C22 C23 C24 -0.6(4) . . . . ? C22 C23 C24 C25 -0.1(4) . . . . ? C23 C24 C25 C26 0.9(4) . . . . ? C22 N21 C26 C25 0.5(3) . . . . ? Zn1 N21 C26 C25 171.41(16) . . . . ? C22 N21 C26 C27 -176.33(19) . . . . ? Zn1 N21 C26 C27 -5.4(2) . . . . ? C24 C25 C26 N21 -1.1(3) . . . . ? C24 C25 C26 C27 175.3(2) . . . . ? N21 C26 C27 N31 6.2(3) . . . . ? C25 C26 C27 N31 -170.36(19) . . . . ? N21 C26 C27 C28 -178.0(2) . . . . ? C25 C26 C27 C28 5.4(4) . . . . ? N31 C27 C28 C29 0.0(2) . . . . ? C26 C27 C28 C29 -176.0(2) . . . . ? N31 C27 C28 C33 179.4(2) . . . . ? C26 C27 C28 C33 3.3(4) . . . . ? C27 C28 C29 C30 0.2(2) . . . . ? C33 C28 C29 C30 -179.2(2) . . . . ? C28 C29 C30 N31 -0.3(2) . . . . ? C28 C29 C30 C32 178.9(2) . . . . ? C29 C30 N31 C27 0.3(2) . . . . ? C32 C30 N31 C27 -178.94(19) . . . . ? C29 C30 N31 Zn1 -179.44(16) . . . . ? C32 C30 N31 Zn1 1.3(3) . . . . ? C28 C27 N31 C30 -0.2(2) . . . . ? C26 C27 N31 C30 176.54(17) . . . . ? C28 C27 N31 Zn1 179.63(13) . . . . ? C26 C27 N31 Zn1 -3.6(2) . . . . ? N11 Zn1 N31 C30 43.7(3) . . . . ? N1 Zn1 N31 C30 -76.6(2) . . . . ? N21 Zn1 N31 C30 -179.8(2) . . . . ? N11 Zn1 N31 C27 -136.01(13) . . . . ? N1 Zn1 N31 C27 103.66(14) . . . . ? N21 Zn1 N31 C27 0.47(13) . . . . ? N71 Zn2 N41 C42 -32.3(2) . . . . ? N51 Zn2 N41 C42 -177.14(18) . . . . ? N61 Zn2 N41 C42 62.40(18) . . . . ? N71 Zn2 N41 C46 150.78(12) . . . . ? N51 Zn2 N41 C46 5.92(13) . . . . ? N61 Zn2 N41 C46 -114.54(13) . . . . ? C46 N41 C42 C43 0.8(3) . . . . ? Zn2 N41 C42 C43 -175.89(16) . . . . ? N41 C42 C43 C44 0.0(3) . . . . ? C42 C43 C44 C45 -0.8(3) . . . . ? C43 C44 C45 C46 0.9(3) . . . . ? C42 N41 C46 C45 -0.8(3) . . . . ? Zn2 N41 C46 C45 176.48(15) . . . . ? C42 N41 C46 C47 179.17(17) . . . . ? Zn2 N41 C46 C47 -3.6(2) . . . . ? C44 C45 C46 N41 -0.1(3) . . . . ? C44 C45 C46 C47 180.0(2) . . . . ? N41 C46 C47 N51 -2.3(3) . . . . ? C45 C46 C47 N51 177.63(19) . . . . ? N41 C46 C47 C48 177.3(2) . . . . ? C45 C46 C47 C48 -2.7(4) . . . . ? N51 C47 C48 C49 -0.3(2) . . . . ? C46 C47 C48 C49 -179.9(2) . . . . ? N51 C47 C48 C52 178.8(2) . . . . ? C46 C47 C48 C52 -0.8(4) . . . . ? C47 C48 C49 C50 0.3(2) . . . . ? C52 C48 C49 C50 -178.8(2) . . . . ? C48 C49 C50 N51 -0.2(2) . . . . ? C48 C49 C50 C53 179.4(2) . . . . ? C49 C50 N51 C47 0.1(2) . . . . ? C53 C50 N51 C47 -179.66(19) . . . . ? C49 C50 N51 Zn2 169.58(16) . . . . ? C53 C50 N51 Zn2 -10.1(3) . . . . ? C48 C47 N51 C50 0.1(2) . . . . ? C46 C47 N51 C50 179.86(17) . . . . ? C48 C47 N51 Zn2 -172.42(13) . . . . ? C46 C47 N51 Zn2 7.3(2) . . . . ? N71 Zn2 N51 C50 41.2(3) . . . . ? N41 Zn2 N51 C50 -176.2(2) . . . . ? N61 Zn2 N51 C50 -72.5(2) . . . . ? N71 Zn2 N51 C47 -149.58(13) . . . . ? N41 Zn2 N51 C47 -7.03(13) . . . . ? N61 Zn2 N51 C47 96.72(14) . . . . ? N71 Zn2 N61 C62 174.01(19) . . . . ? N51 Zn2 N61 C62 -47.4(2) . . . . ? N41 Zn2 N61 C62 43.46(19) . . . . ? N71 Zn2 N61 C66 -2.27(13) . . . . ? N51 Zn2 N61 C66 136.37(13) . . . . ? N41 Zn2 N61 C66 -132.82(13) . . . . ? C66 N61 C62 C63 0.1(3) . . . . ? Zn2 N61 C62 C63 -175.87(17) . . . . ? N61 C62 C63 C64 0.2(4) . . . . ? C62 C63 C64 C65 0.1(4) . . . . ? C63 C64 C65 C66 -0.6(4) . . . . ? C62 N61 C66 C65 -0.7(3) . . . . ? Zn2 N61 C66 C65 176.02(16) . . . . ? C62 N61 C66 C67 -178.83(18) . . . . ? Zn2 N61 C66 C67 -2.1(2) . . . . ? C64 C65 C66 N61 0.9(3) . . . . ? C64 C65 C66 C67 178.9(2) . . . . ? N61 C66 C67 N71 7.7(3) . . . . ? C65 C66 C67 N71 -170.3(2) . . . . ? N61 C66 C67 C68 -171.1(2) . . . . ? C65 C66 C67 C68 10.9(4) . . . . ? N71 C67 C68 C69 0.8(2) . . . . ? C66 C67 C68 C69 179.7(2) . . . . ? N71 C67 C68 C72 -176.6(2) . . . . ? C66 C67 C68 C72 2.3(4) . . . . ? C67 C68 C69 C70 -0.3(2) . . . . ? C72 C68 C69 C70 177.2(2) . . . . ? C68 C69 C70 N71 -0.4(2) . . . . ? C68 C69 C70 C73 178.4(2) . . . . ? C69 C70 N71 C67 0.8(2) . . . . ? C73 C70 N71 C67 -178.1(2) . . . . ? C69 C70 N71 Zn2 -165.75(16) . . . . ? C73 C70 N71 Zn2 15.3(3) . . . . ? C68 C67 N71 C70 -1.0(2) . . . . ? C66 C67 N71 C70 179.87(18) . . . . ? C68 C67 N71 Zn2 169.63(13) . . . . ? C66 C67 N71 Zn2 -9.5(2) . . . . ? N51 Zn2 N71 C70 44.4(3) . . . . ? N41 Zn2 N71 C70 -82.8(2) . . . . ? N61 Zn2 N71 C70 172.4(2) . . . . ? N51 Zn2 N71 C67 -121.73(14) . . . . ? N41 Zn2 N71 C67 111.06(14) . . . . ? N61 Zn2 N71 C67 6.25(13) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.538 _refine_diff_density_min -0.288 _refine_diff_density_rms 0.062 #===END data_#4 _database_code_depnum_ccdc_archive 'CCDC 225457' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 9 _chemical_melting_point ? _chemical_formula_moiety '0.66(C34 H46 N4 Zn), 0.34(C34 H48 N4)' _chemical_formula_sum 'C34 H46.68 N4 Zn0.66' _chemical_formula_weight 554.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.6415(14) _cell_length_b 10.8583(15) _cell_length_c 27.459(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.306(2) _cell_angle_gamma 90.00 _cell_volume 3170.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3464 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.162 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1194 _exptl_absorpt_coefficient_mu 0.551 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.778914 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26294 _diffrn_reflns_av_R_equivalents 0.0515 _diffrn_reflns_av_sigmaI/netI 0.0450 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 25.08 _reflns_number_total 5616 _reflns_number_gt 4471 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution SHELXS-97 _computing_structure_refinement SHELXL-97 _computing_molecular_graphics 'SHELXTL, Bruker' _computing_publication_material ? _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^)+(0.0448P)^2^+7.5993P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5616 _refine_ls_number_parameters 413 _refine_ls_number_restraints 127 _refine_ls_R_factor_all 0.0743 _refine_ls_R_factor_gt 0.0564 _refine_ls_wR_factor_ref 0.1484 _refine_ls_wR_factor_gt 0.1404 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 0.997 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.35583(5) 0.12774(5) 0.32032(2) 0.0247(2) Uani 0.661(2) 1 d P A 1 N1 N 0.1722(5) 0.1065(5) 0.2971(2) 0.0284(8) Uani 0.661(2) 1 d PD A 1 C1 C 0.1065(6) 0.1683(6) 0.2611(3) 0.0320(9) Uani 0.661(2) 1 d PD A 1 H1A H 0.1475 0.2339 0.2453 0.038 Uiso 0.661(2) 1 calc PR A 1 C2 C -0.0149(6) 0.1417(7) 0.2464(3) 0.0336(9) Uani 0.661(2) 1 d PD A 1 H2A H -0.0576 0.1853 0.2207 0.040 Uiso 0.661(2) 1 calc PR A 1 C3 C -0.0728(7) 0.0449(8) 0.2719(2) 0.0330(12) Uani 0.661(2) 1 d PD A 1 H3A H -0.1575 0.0235 0.2635 0.040 Uiso 0.661(2) 1 calc PR A 1 C4 C -0.0103(5) -0.0177(7) 0.3080(2) 0.0291(12) Uani 0.661(2) 1 d PD A 1 H4A H -0.0511 -0.0826 0.3244 0.035 Uiso 0.661(2) 1 calc PR A 1 C5 C 0.1148(8) 0.0129(9) 0.3214(3) 0.0258(14) Uani 0.661(2) 1 d PD A 1 C6 C 0.1961(10) -0.0502(13) 0.3590(3) 0.0253(12) Uani 0.661(2) 1 d PD A 1 C7 C 0.1758(12) -0.1308(14) 0.3987(3) 0.0267(19) Uani 0.661(2) 1 d PD A 1 C19 C 0.0536(12) -0.1701(11) 0.4231(5) 0.0286(19) Uani 0.661(2) 1 d PD A 1 C20 C -0.016(2) -0.2709(18) 0.3928(8) 0.042(3) Uani 0.661(2) 1 d PD A 1 H20A H 0.0369 -0.3450 0.3922 0.063 Uiso 0.661(2) 1 calc PR A 1 H20B H -0.0320 -0.2411 0.3595 0.063 Uiso 0.661(2) 1 calc PR A 1 H20C H -0.0954 -0.2904 0.4076 0.063 Uiso 0.661(2) 1 calc PR A 1 C21 C -0.0298(18) -0.0560(15) 0.4310(8) 0.042(3) Uani 0.661(2) 1 d PD A 1 H21A H 0.0171 0.0043 0.4511 0.063 Uiso 0.661(2) 1 calc PR A 1 H21B H -0.1057 -0.0808 0.4476 0.063 Uiso 0.661(2) 1 calc PR A 1 H21C H -0.0537 -0.0191 0.3994 0.063 Uiso 0.661(2) 1 calc PR A 1 C22 C 0.090(3) -0.222(3) 0.4740(8) 0.052(2) Uani 0.661(2) 1 d PD A 1 H22A H 0.1502 -0.2892 0.4708 0.078 Uiso 0.661(2) 1 calc PR A 1 H22B H 0.0146 -0.2522 0.4894 0.078 Uiso 0.661(2) 1 calc PR A 1 H22C H 0.1285 -0.1562 0.4941 0.078 Uiso 0.661(2) 1 calc PR A 1 C8 C 0.3016(11) -0.1514(9) 0.4185(3) 0.0298(8) Uani 0.661(2) 1 d PD A 1 H8A H 0.3228 -0.1996 0.4465 0.036 Uiso 0.661(2) 1 calc PR A 1 C9 C 0.3841(9) -0.0921(12) 0.3913(3) 0.0265(17) Uani 0.661(2) 1 d PD A 1 C23 C 0.5283(17) -0.0909(17) 0.3972(8) 0.036(3) Uani 0.661(2) 1 d PD A 1 C24 C 0.5664(16) 0.025(2) 0.4265(10) 0.050(3) Uani 0.661(2) 1 d PD A 1 H24A H 0.5440 0.0984 0.4074 0.075 Uiso 0.661(2) 1 calc PR A 1 H24B H 0.6574 0.0237 0.4336 0.075 Uiso 0.661(2) 1 calc PR A 1 H24C H 0.5222 0.0258 0.4571 0.075 Uiso 0.661(2) 1 calc PR A 1 C25 C 0.569(3) -0.204(2) 0.4279(11) 0.052(3) Uani 0.661(2) 1 d PD A 1 H25A H 0.5514 -0.2797 0.4092 0.078 Uiso 0.661(2) 1 calc PR A 1 H25B H 0.5229 -0.2059 0.4580 0.078 Uiso 0.661(2) 1 calc PR A 1 H25C H 0.6598 -0.1994 0.4360 0.078 Uiso 0.661(2) 1 calc PR A 1 C26 C 0.602(4) -0.099(5) 0.3506(13) 0.061(3) Uani 0.661(2) 1 d PD A 1 H26A H 0.5905 -0.0231 0.3318 0.091 Uiso 0.661(2) 1 calc PR A 1 H26B H 0.5717 -0.1693 0.3311 0.091 Uiso 0.661(2) 1 calc PR A 1 H26C H 0.6918 -0.1103 0.3592 0.091 Uiso 0.661(2) 1 calc PR A 1 N2 N 0.3252(7) -0.0267(10) 0.3553(3) 0.0286(10) Uani 0.661(2) 1 d PD A 1 N3 N 0.4875(7) 0.1468(7) 0.2697(2) 0.0284(8) Uani 0.661(2) 1 d PD A 1 C10 C 0.4947(8) 0.0873(8) 0.2266(3) 0.0320(9) Uani 0.661(2) 1 d PD A 1 H10A H 0.4352 0.0241 0.2190 0.038 Uiso 0.661(2) 1 calc PR A 1 C11 C 0.5831(9) 0.1135(11) 0.1934(3) 0.0336(9) Uani 0.661(2) 1 d PD A 1 H11A H 0.5852 0.0715 0.1631 0.040 Uiso 0.661(2) 1 calc PR A 1 C12 C 0.6722(19) 0.207(2) 0.2064(5) 0.0330(12) Uani 0.661(2) 1 d PD A 1 H12A H 0.7344 0.2293 0.1842 0.040 Uiso 0.661(2) 1 calc PR A 1 C13 C 0.6690(10) 0.2645(14) 0.2502(4) 0.0291(12) Uani 0.661(2) 1 d PD A 1 H13A H 0.7293 0.3263 0.2585 0.035 Uiso 0.661(2) 1 calc PR A 1 C14 C 0.5763(17) 0.2328(18) 0.2834(4) 0.0258(14) Uani 0.661(2) 1 d PD A 1 C15 C 0.554(2) 0.293(4) 0.3309(7) 0.0253(12) Uani 0.661(2) 1 d PD A 1 C16 C 0.627(2) 0.364(3) 0.3650(5) 0.0267(19) Uani 0.661(2) 1 d PD A 1 C27 C 0.7702(16) 0.3893(17) 0.3686(8) 0.030(2) Uani 0.661(2) 1 d PD A 1 C28 C 0.806(3) 0.426(4) 0.4217(11) 0.044(2) Uani 0.661(2) 1 d PD A 1 H28A H 0.7698 0.5068 0.4287 0.066 Uiso 0.661(2) 1 calc PR A 1 H28B H 0.8976 0.4299 0.4261 0.066 Uiso 0.661(2) 1 calc PR A 1 H28C H 0.7729 0.3645 0.4440 0.066 Uiso 0.661(2) 1 calc PR A 1 C29 C 0.8402(18) 0.2696(18) 0.3564(5) 0.034(2) Uani 0.661(2) 1 d PD A 1 H29A H 0.8210 0.2472 0.3224 0.052 Uiso 0.661(2) 1 calc PR A 1 H29B H 0.8130 0.2032 0.3778 0.052 Uiso 0.661(2) 1 calc PR A 1 H29C H 0.9309 0.2822 0.3614 0.052 Uiso 0.661(2) 1 calc PR A 1 C30 C 0.807(3) 0.494(2) 0.3341(15) 0.039(3) Uani 0.661(2) 1 d PD A 1 H30A H 0.7895 0.4690 0.3003 0.059 Uiso 0.661(2) 1 calc PR A 1 H30B H 0.8970 0.5121 0.3390 0.059 Uiso 0.661(2) 1 calc PR A 1 H30C H 0.7582 0.5681 0.3411 0.059 Uiso 0.661(2) 1 calc PR A 1 C17 C 0.5385(17) 0.396(2) 0.4011(6) 0.0298(8) Uani 0.661(2) 1 d PD A 1 H17A H 0.5558 0.4473 0.4286 0.036 Uiso 0.661(2) 1 calc PR A 1 C18 C 0.4277(16) 0.3418(18) 0.3898(5) 0.0265(17) Uani 0.661(2) 1 d PD A 1 C31 C 0.302(2) 0.3616(15) 0.4145(6) 0.032(2) Uani 0.661(2) 1 d PD A 1 C32 C 0.327(2) 0.443(3) 0.4597(8) 0.048(3) Uani 0.661(2) 1 d PD A 1 H32A H 0.3460 0.5267 0.4495 0.072 Uiso 0.661(2) 1 calc PR A 1 H32B H 0.3987 0.4093 0.4791 0.072 Uiso 0.661(2) 1 calc PR A 1 H32C H 0.2524 0.4431 0.4795 0.072 Uiso 0.661(2) 1 calc PR A 1 C33 C 0.2490(16) 0.2383(15) 0.4318(7) 0.042(3) Uani 0.661(2) 1 d PD A 1 H33A H 0.3103 0.1989 0.4544 0.063 Uiso 0.661(2) 1 calc PR A 1 H33B H 0.2324 0.1844 0.4037 0.063 Uiso 0.661(2) 1 calc PR A 1 H33C H 0.1705 0.2529 0.4484 0.063 Uiso 0.661(2) 1 calc PR A 1 C34 C 0.198(3) 0.421(3) 0.3817(15) 0.057(4) Uani 0.661(2) 1 d PD A 1 H34A H 0.2213 0.5058 0.3742 0.086 Uiso 0.661(2) 1 calc PR A 1 H34B H 0.1186 0.4205 0.3986 0.086 Uiso 0.661(2) 1 calc PR A 1 H34C H 0.1876 0.3738 0.3513 0.086 Uiso 0.661(2) 1 calc PR A 1 N4 N 0.4304(18) 0.2838(17) 0.3465(4) 0.0286(10) Uani 0.661(2) 1 d PD A 1 N1' N 0.1921(10) 0.1410(13) 0.3041(5) 0.0284(8) Uani 0.339(2) 1 d PD A 2 C1' C 0.1307(11) 0.2045(13) 0.2706(5) 0.0320(9) Uani 0.339(2) 1 d PD A 2 H1'A H 0.1689 0.2762 0.2581 0.038 Uiso 0.339(2) 1 calc PR A 2 C2' C 0.0102(14) 0.1712(17) 0.2523(7) 0.0336(9) Uani 0.339(2) 1 d PD A 2 H2'A H -0.0363 0.2265 0.2317 0.040 Uiso 0.339(2) 1 calc PR A 2 C3' C -0.0385(15) 0.0645(18) 0.2635(5) 0.0330(12) Uani 0.339(2) 1 d PD A 2 H3'A H -0.1153 0.0368 0.2484 0.040 Uiso 0.339(2) 1 calc PR A 2 C4' C 0.0283(13) -0.0084(16) 0.2993(4) 0.0291(12) Uani 0.339(2) 1 d PD A 2 H4'A H -0.0059 -0.0846 0.3094 0.035 Uiso 0.339(2) 1 calc PR A 2 C5' C 0.1443(19) 0.0321(19) 0.3196(6) 0.0258(14) Uani 0.339(2) 1 d PD A 2 C6' C 0.218(2) -0.036(3) 0.3552(6) 0.0253(12) Uani 0.339(2) 1 d PD A 2 C7' C 0.193(3) -0.111(3) 0.3937(6) 0.0267(19) Uani 0.339(2) 1 d PD A 2 C19' C 0.072(3) -0.148(2) 0.4165(11) 0.0286(19) Uani 0.339(2) 1 d PD A 2 C20' C -0.001(5) -0.250(4) 0.3888(18) 0.042(3) Uani 0.339(2) 1 d PD A 2 H20D H -0.0368 -0.2177 0.3580 0.063 Uiso 0.339(2) 1 calc PR A 2 H20E H -0.0692 -0.2804 0.4087 0.063 Uiso 0.339(2) 1 calc PR A 2 H20F H 0.0562 -0.3185 0.3821 0.063 Uiso 0.339(2) 1 calc PR A 2 C21' C -0.018(4) -0.037(3) 0.4216(16) 0.042(3) Uani 0.339(2) 1 d PD A 2 H21D H 0.0278 0.0307 0.4379 0.063 Uiso 0.339(2) 1 calc PR A 2 H21E H -0.0890 -0.0614 0.4409 0.063 Uiso 0.339(2) 1 calc PR A 2 H21F H -0.0485 -0.0104 0.3892 0.063 Uiso 0.339(2) 1 calc PR A 2 C22' C 0.090(7) -0.206(7) 0.4672(17) 0.052(2) Uani 0.339(2) 1 d PD A 2 H22D H 0.1501 -0.1568 0.4870 0.078 Uiso 0.339(2) 1 calc PR A 2 H22E H 0.1236 -0.2901 0.4639 0.078 Uiso 0.339(2) 1 calc PR A 2 H22F H 0.0097 -0.2097 0.4831 0.078 Uiso 0.339(2) 1 calc PR A 2 C8' C 0.306(2) -0.1655(19) 0.4120(6) 0.0298(8) Uani 0.339(2) 1 d PD A 2 H8'A H 0.3136 -0.2298 0.4354 0.036 Uiso 0.339(2) 1 calc PR A 2 C9' C 0.412(2) -0.103(3) 0.3877(6) 0.0265(17) Uani 0.339(2) 1 d PD A 2 C23' C 0.551(4) -0.101(4) 0.4016(17) 0.036(3) Uani 0.339(2) 1 d PD A 2 C24' C 0.595(4) 0.022(5) 0.424(2) 0.050(3) Uani 0.339(2) 1 d PD A 2 H24D H 0.5578 0.0337 0.4554 0.075 Uiso 0.339(2) 1 calc PR A 2 H24E H 0.5673 0.0896 0.4017 0.075 Uiso 0.339(2) 1 calc PR A 2 H24F H 0.6866 0.0232 0.4275 0.075 Uiso 0.339(2) 1 calc PR A 2 C25' C 0.586(6) -0.209(5) 0.436(2) 0.052(3) Uani 0.339(2) 1 d PD A 2 H25D H 0.5480 -0.2852 0.4230 0.078 Uiso 0.339(2) 1 calc PR A 2 H25E H 0.5536 -0.1925 0.4683 0.078 Uiso 0.339(2) 1 calc PR A 2 H25F H 0.6773 -0.2181 0.4387 0.078 Uiso 0.339(2) 1 calc PR A 2 C26' C 0.605(8) -0.112(9) 0.351(2) 0.061(3) Uani 0.339(2) 1 d PD A 2 H26D H 0.5801 -0.1910 0.3363 0.091 Uiso 0.339(2) 1 calc PR A 2 H26E H 0.6969 -0.1067 0.3536 0.091 Uiso 0.339(2) 1 calc PR A 2 H26F H 0.5721 -0.0446 0.3302 0.091 Uiso 0.339(2) 1 calc PR A 2 N2' N 0.3499(15) -0.027(2) 0.3534(7) 0.0286(10) Uani 0.339(2) 1 d PD A 2 H2' H 0.3889 0.0201 0.3329 0.034 Uiso 0.339(2) 1 calc PR A 2 N3' N 0.4955(14) 0.1219(17) 0.2788(5) 0.0284(8) Uani 0.339(2) 1 d PD A 2 C10' C 0.5042(16) 0.0617(17) 0.2378(5) 0.0320(9) Uani 0.339(2) 1 d PD A 2 H10B H 0.4504 -0.0068 0.2317 0.038 Uiso 0.339(2) 1 calc PR A 2 C11' C 0.5906(19) 0.095(2) 0.2022(7) 0.0336(9) Uani 0.339(2) 1 d PD A 2 H11B H 0.6007 0.0438 0.1745 0.040 Uiso 0.339(2) 1 calc PR A 2 C12' C 0.658(4) 0.197(4) 0.2076(10) 0.0330(12) Uani 0.339(2) 1 d PD A 2 H12B H 0.7110 0.2253 0.1830 0.040 Uiso 0.339(2) 1 calc PR A 2 C13' C 0.646(2) 0.265(3) 0.2521(8) 0.0291(12) Uani 0.339(2) 1 d PD A 2 H13B H 0.6964 0.3356 0.2580 0.035 Uiso 0.339(2) 1 calc PR A 2 C14' C 0.562(4) 0.227(4) 0.2871(8) 0.0258(14) Uani 0.339(2) 1 d PD A 2 C15' C 0.546(4) 0.289(8) 0.3323(14) 0.0253(12) Uani 0.339(2) 1 d PD A 2 C16' C 0.618(4) 0.353(6) 0.3665(11) 0.0267(19) Uani 0.339(2) 1 d PD A 2 C27' C 0.758(3) 0.377(4) 0.3716(16) 0.030(2) Uani 0.339(2) 1 d PD A 2 C28' C 0.797(7) 0.434(8) 0.421(2) 0.044(2) Uani 0.339(2) 1 d PD A 2 H28D H 0.7802 0.3748 0.4473 0.066 Uiso 0.339(2) 1 calc PR A 2 H28E H 0.7490 0.5093 0.4262 0.066 Uiso 0.339(2) 1 calc PR A 2 H28F H 0.8871 0.4531 0.4220 0.066 Uiso 0.339(2) 1 calc PR A 2 C29' C 0.836(4) 0.258(4) 0.3677(12) 0.034(2) Uani 0.339(2) 1 d PD A 2 H29D H 0.8111 0.2149 0.3374 0.052 Uiso 0.339(2) 1 calc PR A 2 H29E H 0.8206 0.2048 0.3956 0.052 Uiso 0.339(2) 1 calc PR A 2 H29F H 0.9255 0.2788 0.3674 0.052 Uiso 0.339(2) 1 calc PR A 2 C30' C 0.808(7) 0.474(5) 0.336(3) 0.039(3) Uani 0.339(2) 1 d PD A 2 H30D H 0.7949 0.4445 0.3027 0.059 Uiso 0.339(2) 1 calc PR A 2 H30E H 0.8976 0.4873 0.3434 0.059 Uiso 0.339(2) 1 calc PR A 2 H30F H 0.7620 0.5514 0.3403 0.059 Uiso 0.339(2) 1 calc PR A 2 C17' C 0.541(3) 0.394(4) 0.4040(11) 0.0298(8) Uani 0.339(2) 1 d PD A 2 H17B H 0.5681 0.4401 0.4320 0.036 Uiso 0.339(2) 1 calc PR A 2 C18' C 0.411(3) 0.352(4) 0.3914(9) 0.0265(17) Uani 0.339(2) 1 d PD A 2 C31' C 0.296(4) 0.349(3) 0.4225(14) 0.032(2) Uani 0.339(2) 1 d PD A 2 C32' C 0.305(5) 0.442(5) 0.4646(19) 0.048(3) Uani 0.339(2) 1 d PD A 2 H32D H 0.3574 0.4081 0.4914 0.072 Uiso 0.339(2) 1 calc PR A 2 H32E H 0.2207 0.4597 0.4760 0.072 Uiso 0.339(2) 1 calc PR A 2 H32F H 0.3429 0.5190 0.4532 0.072 Uiso 0.339(2) 1 calc PR A 2 C33' C 0.270(4) 0.219(3) 0.4411(15) 0.042(3) Uani 0.339(2) 1 d PD A 2 H33D H 0.2541 0.1636 0.4133 0.063 Uiso 0.339(2) 1 calc PR A 2 H33E H 0.1963 0.2200 0.4613 0.063 Uiso 0.339(2) 1 calc PR A 2 H33G H 0.3433 0.1895 0.4605 0.063 Uiso 0.339(2) 1 calc PR A 2 C34' C 0.198(7) 0.399(7) 0.385(3) 0.057(4) Uani 0.339(2) 1 d PD A 2 H34D H 0.1800 0.3365 0.3598 0.086 Uiso 0.339(2) 1 calc PR A 2 H34G H 0.2304 0.4735 0.3695 0.086 Uiso 0.339(2) 1 calc PR A 2 H34E H 0.1199 0.4192 0.4011 0.086 Uiso 0.339(2) 1 calc PR A 2 N4' N 0.424(3) 0.280(3) 0.3500(9) 0.0286(10) Uani 0.339(2) 1 d PD A 2 H4' H 0.3642 0.2342 0.3366 0.034 Uiso 0.339(2) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0174(3) 0.0242(3) 0.0326(3) 0.0003(2) 0.0033(2) -0.0040(2) N1 0.0269(15) 0.023(3) 0.035(2) -0.0012(13) 0.0015(16) -0.0012(13) C1 0.0314(19) 0.029(4) 0.035(3) 0.0004(16) 0.000(2) -0.0028(16) C2 0.0326(19) 0.037(4) 0.031(3) -0.0044(18) -0.005(2) 0.0070(17) C3 0.028(4) 0.037(3) 0.0336(17) 0.0022(17) 0.0036(17) -0.001(2) C4 0.019(4) 0.0326(15) 0.0360(18) 0.0010(14) 0.0067(19) -0.005(3) C5 0.019(4) 0.025(2) 0.0332(16) -0.0009(16) 0.0031(18) 0.000(2) C6 0.023(3) 0.022(3) 0.0308(15) 0.0011(18) 0.0031(15) 0.000(2) C7 0.025(3) 0.020(5) 0.0345(16) 0.002(2) 0.0038(17) -0.002(3) C19 0.024(4) 0.029(5) 0.033(4) 0.006(3) 0.012(3) -0.005(3) C20 0.040(6) 0.030(7) 0.057(5) 0.004(5) 0.013(4) -0.011(4) C21 0.033(4) 0.049(6) 0.046(8) -0.004(4) 0.010(4) 0.003(4) C22 0.043(3) 0.075(10) 0.039(6) 0.012(4) 0.010(5) 0.007(4) C8 0.0326(14) 0.0257(15) 0.0310(18) -0.0022(14) 0.0009(15) 0.0033(12) C9 0.018(5) 0.026(3) 0.0362(15) -0.0002(14) 0.0046(19) 0.005(3) C23 0.021(7) 0.039(4) 0.047(5) 0.012(3) -0.010(4) 0.002(4) C24 0.023(9) 0.055(3) 0.071(5) -0.004(3) -0.008(7) -0.004(6) C25 0.028(8) 0.056(3) 0.071(10) 0.026(5) -0.013(6) 0.006(4) C26 0.036(3) 0.079(9) 0.067(3) 0.009(4) 0.002(2) -0.004(5) N2 0.023(2) 0.0293(12) 0.0336(14) 0.0017(11) 0.0026(16) -0.0020(15) N3 0.0269(15) 0.023(3) 0.035(2) -0.0012(13) 0.0015(16) -0.0012(13) C10 0.0314(19) 0.029(4) 0.035(3) 0.0004(16) 0.000(2) -0.0028(16) C11 0.0326(19) 0.037(4) 0.031(3) -0.0044(18) -0.005(2) 0.0070(17) C12 0.028(4) 0.037(3) 0.0336(17) 0.0022(17) 0.0036(17) -0.001(2) C13 0.019(4) 0.0326(15) 0.0360(18) 0.0010(14) 0.0067(19) -0.005(3) C14 0.019(4) 0.025(2) 0.0332(16) -0.0009(16) 0.0031(18) 0.000(2) C15 0.023(3) 0.022(3) 0.0308(15) 0.0011(18) 0.0031(15) 0.000(2) C16 0.025(3) 0.020(5) 0.0345(16) 0.002(2) 0.0038(17) -0.002(3) C27 0.022(3) 0.035(4) 0.033(3) -0.001(3) 0.004(3) -0.005(3) C28 0.026(5) 0.064(6) 0.042(2) -0.006(3) -0.001(2) -0.005(4) C29 0.026(2) 0.047(5) 0.031(7) 0.006(5) 0.003(5) 0.004(3) C30 0.038(2) 0.035(9) 0.044(4) 0.001(6) -0.001(2) -0.014(6) C17 0.0326(14) 0.0257(15) 0.0310(18) -0.0022(14) 0.0009(15) 0.0033(12) C18 0.018(5) 0.026(3) 0.0362(15) -0.0002(14) 0.0046(19) 0.005(3) C31 0.030(3) 0.034(4) 0.032(6) 0.002(3) 0.014(4) -0.002(3) C32 0.032(8) 0.056(3) 0.058(5) -0.020(3) 0.030(5) -0.006(5) C33 0.042(6) 0.039(6) 0.046(8) 0.006(4) 0.016(5) 0.003(4) C34 0.027(2) 0.074(12) 0.072(5) 0.014(7) 0.010(3) 0.012(6) N4 0.023(2) 0.0293(12) 0.0336(14) 0.0017(11) 0.0026(16) -0.0020(15) N1' 0.0269(15) 0.023(3) 0.035(2) -0.0012(13) 0.0015(16) -0.0012(13) C1' 0.0314(19) 0.029(4) 0.035(3) 0.0004(16) 0.000(2) -0.0028(16) C2' 0.0326(19) 0.037(4) 0.031(3) -0.0044(18) -0.005(2) 0.0070(17) C3' 0.028(4) 0.037(3) 0.0336(17) 0.0022(17) 0.0036(17) -0.001(2) C4' 0.019(4) 0.0326(15) 0.0360(18) 0.0010(14) 0.0067(19) -0.005(3) C5' 0.019(4) 0.025(2) 0.0332(16) -0.0009(16) 0.0031(18) 0.000(2) C6' 0.023(3) 0.022(3) 0.0308(15) 0.0011(18) 0.0031(15) 0.000(2) C7' 0.025(3) 0.020(5) 0.0345(16) 0.002(2) 0.0038(17) -0.002(3) C19' 0.024(4) 0.029(5) 0.033(4) 0.006(3) 0.012(3) -0.005(3) C20' 0.040(6) 0.030(7) 0.057(5) 0.004(5) 0.013(4) -0.011(4) C21' 0.033(4) 0.049(6) 0.046(8) -0.004(4) 0.010(4) 0.003(4) C22' 0.043(3) 0.075(10) 0.039(6) 0.012(4) 0.010(5) 0.007(4) C8' 0.0326(14) 0.0257(15) 0.0310(18) -0.0022(14) 0.0009(15) 0.0033(12) C9' 0.018(5) 0.026(3) 0.0362(15) -0.0002(14) 0.0046(19) 0.005(3) C23' 0.021(7) 0.039(4) 0.047(5) 0.012(3) -0.010(4) 0.002(4) C24' 0.023(9) 0.055(3) 0.071(5) -0.004(3) -0.008(7) -0.004(6) C25' 0.028(8) 0.056(3) 0.071(10) 0.026(5) -0.013(6) 0.006(4) C26' 0.036(3) 0.079(9) 0.067(3) 0.009(4) 0.002(2) -0.004(5) N2' 0.023(2) 0.0293(12) 0.0336(14) 0.0017(11) 0.0026(16) -0.0020(15) N3' 0.0269(15) 0.023(3) 0.035(2) -0.0012(13) 0.0015(16) -0.0012(13) C10' 0.0314(19) 0.029(4) 0.035(3) 0.0004(16) 0.000(2) -0.0028(16) C11' 0.0326(19) 0.037(4) 0.031(3) -0.0044(18) -0.005(2) 0.0070(17) C12' 0.028(4) 0.037(3) 0.0336(17) 0.0022(17) 0.0036(17) -0.001(2) C13' 0.019(4) 0.0326(15) 0.0360(18) 0.0010(14) 0.0067(19) -0.005(3) C14' 0.019(4) 0.025(2) 0.0332(16) -0.0009(16) 0.0031(18) 0.000(2) C15' 0.023(3) 0.022(3) 0.0308(15) 0.0011(18) 0.0031(15) 0.000(2) C16' 0.025(3) 0.020(5) 0.0345(16) 0.002(2) 0.0038(17) -0.002(3) C27' 0.022(3) 0.035(4) 0.033(3) -0.001(3) 0.004(3) -0.005(3) C28' 0.026(5) 0.064(6) 0.042(2) -0.006(3) -0.001(2) -0.005(4) C29' 0.026(2) 0.047(5) 0.031(7) 0.006(5) 0.003(5) 0.004(3) C30' 0.038(2) 0.035(9) 0.044(4) 0.001(6) -0.001(2) -0.014(6) C17' 0.0326(14) 0.0257(15) 0.0310(18) -0.0022(14) 0.0009(15) 0.0033(12) C18' 0.018(5) 0.026(3) 0.0362(15) -0.0002(14) 0.0046(19) 0.005(3) C31' 0.030(3) 0.034(4) 0.032(6) 0.002(3) 0.014(4) -0.002(3) C32' 0.032(8) 0.056(3) 0.058(5) -0.020(3) 0.030(5) -0.006(5) C33' 0.042(6) 0.039(6) 0.046(8) 0.006(4) 0.016(5) 0.003(4) C34' 0.027(2) 0.074(12) 0.072(5) 0.014(7) 0.010(3) 0.012(6) N4' 0.023(2) 0.0293(12) 0.0336(14) 0.0017(11) 0.0026(16) -0.0020(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N2 1.966(11) . ? Zn1 N4 1.994(18) . ? Zn1 N3 2.024(6) . ? Zn1 N1 2.044(5) . ? N1 C1 1.363(11) . ? N1 C5 1.373(10) . ? C1 C2 1.369(8) . ? C1 H1A 0.9500 . ? C2 C3 1.417(11) . ? C2 H2A 0.9500 . ? C3 C4 1.354(10) . ? C3 H3A 0.9500 . ? C4 C5 1.406(9) . ? C4 H4A 0.9500 . ? C5 C6 1.488(16) . ? C6 N2 1.405(12) . ? C6 C7 1.421(14) . ? C7 C8 1.442(17) . ? C7 C19 1.547(13) . ? C19 C22 1.540(7) . ? C19 C20 1.543(7) . ? C19 C21 1.545(6) . ? 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 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C8 C9 1.340(17) . ? C8 H8A 0.9500 . ? C9 N2 1.351(13) . ? C9 C23 1.537(19) . ? C23 C26 1.530(8) . ? C23 C24 1.537(7) . ? C23 C25 1.547(7) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? N3 C10 1.353(12) . ? N3 C14 1.371(14) . ? C10 C11 1.367(10) . ? C10 H10A 0.9500 . ? C11 C12 1.424(14) . ? C11 H11A 0.9500 . ? C12 C13 1.357(13) . ? C12 H12A 0.9500 . ? C13 C14 1.413(12) . ? C13 H13A 0.9500 . ? C14 C15 1.485(18) . ? C15 N4 1.402(17) . ? C15 C16 1.424(18) . ? C16 C17 1.43(2) . ? C16 C27 1.549(17) . ? C27 C28 1.542(7) . ? C27 C29 1.542(7) . ? C27 C30 1.542(6) . ? 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 . ? C17 C18 1.34(2) . ? C17 H17A 0.9500 . ? C18 N4 1.346(14) . ? C18 C31 1.54(2) . ? C31 C32 1.536(7) . ? C31 C33 1.535(7) . ? C31 C34 1.540(7) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? N1' C1' 1.30(2) . ? N1' C5' 1.36(2) . ? C1' C2' 1.406(16) . ? C1' H1'A 0.9500 . ? C2' C3' 1.31(2) . ? C2' H2'A 0.9500 . ? C3' C4' 1.43(2) . ? C3' H3'A 0.9500 . ? C4' C5' 1.40(2) . ? C4' H4'A 0.9500 . ? C5' C6' 1.43(3) . ? C6' C7' 1.37(3) . ? C6' N2' 1.41(3) . ? C7' C8' 1.41(4) . ? C7' C19' 1.51(3) . ? C19' C22' 1.537(9) . ? C19' C20' 1.539(9) . ? C19' C21' 1.542(9) . ? C20' H20D 0.9800 . ? C20' H20E 0.9800 . ? C20' H20F 0.9800 . ? C21' H21D 0.9800 . ? C21' H21E 0.9800 . ? C21' H21F 0.9800 . ? C22' H22D 0.9800 . ? C22' H22E 0.9800 . ? C22' H22F 0.9800 . ? C8' C9' 1.49(4) . ? C8' H8'A 0.9500 . ? C9' N2' 1.39(3) . ? C9' C23' 1.52(4) . ? C23' C26' 1.532(9) . ? C23' C24' 1.536(9) . ? C23' C25' 1.539(9) . ? C24' H24D 0.9800 . ? C24' H24E 0.9800 . ? C24' H24F 0.9800 . ? C25' H25D 0.9800 . ? C25' H25E 0.9800 . ? C25' H25F 0.9800 . ? C26' H26D 0.9800 . ? C26' H26E 0.9800 . ? C26' H26F 0.9800 . ? N2' H2' 0.8800 . ? N3' C10' 1.31(2) . ? N3' C14' 1.36(3) . ? C10' C11' 1.415(18) . ? C10' H10B 0.9500 . ? C11' C12' 1.33(3) . ? C11' H11B 0.9500 . ? C12' C13' 1.43(3) . ? C12' H12B 0.9500 . ? C13' C14' 1.40(2) . ? C13' H13B 0.9500 . ? C14' C15' 1.43(3) . ? C15' C16' 1.38(3) . ? C15' N4' 1.40(3) . ? C16' C17' 1.41(4) . ? C16' C27' 1.51(3) . ? C27' C30' 1.538(9) . ? C27' C28' 1.538(9) . ? C27' C29' 1.540(9) . ? C28' H28D 0.9800 . ? C28' H28E 0.9800 . ? C28' H28F 0.9800 . ? C29' H29D 0.9800 . ? C29' H29E 0.9800 . ? C29' H29F 0.9800 . ? C30' H30D 0.9800 . ? C30' H30E 0.9800 . ? C30' H30F 0.9800 . ? C17' C18' 1.49(4) . ? C17' H17B 0.9500 . ? C18' N4' 1.39(3) . ? C18' C31' 1.52(4) . ? C31' C33' 1.535(9) . ? C31' C32' 1.536(9) . ? C31' C34' 1.537(9) . ? C32' H32D 0.9800 . ? C32' H32E 0.9800 . ? C32' H32F 0.9800 . ? C33' H33D 0.9800 . ? C33' H33E 0.9800 . ? C33' H33G 0.9800 . ? C34' H34D 0.9800 . ? C34' H34G 0.9800 . ? C34' H34E 0.9800 . ? N4' H4' 0.8800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Zn1 N4 128.3(5) . . ? N2 Zn1 N3 123.7(3) . . ? N4 Zn1 N3 83.4(5) . . ? N2 Zn1 N1 83.2(3) . . ? N4 Zn1 N1 124.8(6) . . ? N3 Zn1 N1 118.5(4) . . ? C1 N1 C5 119.4(6) . . ? C1 N1 Zn1 128.8(4) . . ? C5 N1 Zn1 111.8(6) . . ? N1 C1 C2 124.1(7) . . ? N1 C1 H1A 118.0 . . ? C2 C1 H1A 118.0 . . ? C1 C2 C3 115.8(8) . . ? C1 C2 H2A 122.1 . . ? C3 C2 H2A 122.1 . . ? C4 C3 C2 121.5(6) . . ? C4 C3 H3A 119.2 . . ? C2 C3 H3A 119.2 . . ? C3 C4 C5 120.3(6) . . ? C3 C4 H4A 119.9 . . ? C5 C4 H4A 119.9 . . ? N1 C5 C4 118.9(7) . . ? N1 C5 C6 114.9(6) . . ? C4 C5 C6 126.2(7) . . ? N2 C6 C7 110.3(11) . . ? N2 C6 C5 114.1(8) . . ? C7 C6 C5 135.6(9) . . ? C6 C7 C8 102.5(9) . . ? C6 C7 C19 131.2(12) . . ? C8 C7 C19 125.3(10) . . ? C22 C19 C20 109.2(17) . . ? C22 C19 C21 106.8(16) . . ? C20 C19 C21 112.4(16) . . ? C22 C19 C7 107.9(14) . . ? C20 C19 C7 110.7(11) . . ? C21 C19 C7 109.7(10) . . ? C9 C8 C7 109.6(8) . . ? C9 C8 H8A 125.2 . . ? C7 C8 H8A 125.2 . . ? C8 C9 N2 111.4(9) . . ? C8 C9 C23 128.3(10) . . ? N2 C9 C23 120.3(10) . . ? C26 C23 C9 117.1(19) . . ? C26 C23 C24 111(2) . . ? C9 C23 C24 107.6(13) . . ? C26 C23 C25 105.5(19) . . ? C9 C23 C25 108.0(14) . . ? C24 C23 C25 107.6(16) . . ? C9 N2 C6 106.1(10) . . ? C9 N2 Zn1 136.4(8) . . ? C6 N2 Zn1 111.9(8) . . ? C10 N3 C14 120.2(7) . . ? C10 N3 Zn1 128.1(7) . . ? C14 N3 Zn1 111.7(7) . . ? N3 C10 C11 123.3(10) . . ? N3 C10 H10A 118.4 . . ? C11 C10 H10A 118.4 . . ? C10 C11 C12 116.8(10) . . ? C10 C11 H11A 121.6 . . ? C12 C11 H11A 121.6 . . ? C13 C12 C11 120.7(11) . . ? C13 C12 H12A 119.6 . . ? C11 C12 H12A 119.6 . . ? C12 C13 C14 120.2(11) . . ? C12 C13 H13A 119.9 . . ? C14 C13 H13A 119.9 . . ? N3 C14 C13 118.7(9) . . ? N3 C14 C15 114.0(12) . . ? C13 C14 C15 127.0(14) . . ? N4 C15 C16 109.2(15) . . ? N4 C15 C14 115.1(12) . . ? C16 C15 C14 135.6(16) . . ? C15 C16 C17 103.4(14) . . ? C15 C16 C27 130.4(17) . . ? C17 C16 C27 125.7(12) . . ? C28 C27 C29 108.7(17) . . ? C28 C27 C30 109.3(19) . . ? C29 C27 C30 110.6(15) . . ? C28 C27 C16 108.1(15) . . ? C29 C27 C16 108.7(14) . . ? C30 C27 C16 111.3(17) . . ? C18 C17 C16 109.2(12) . . ? C18 C17 H17A 125.4 . . ? C16 C17 H17A 125.4 . . ? C17 C18 N4 111.0(12) . . ? C17 C18 C31 127.5(12) . . ? N4 C18 C31 120.2(14) . . ? C32 C31 C33 107.6(15) . . ? C32 C31 C18 108.0(13) . . ? C33 C31 C18 110.6(14) . . ? C32 C31 C34 109(2) . . ? C33 C31 C34 106.3(17) . . ? C18 C31 C34 114.7(18) . . ? C18 N4 C15 107.0(14) . . ? C18 N4 Zn1 133.9(13) . . ? C15 N4 Zn1 108.2(16) . . ? C1' N1' C5' 119.8(12) . . ? N1' C1' C2' 122.7(15) . . ? N1' C1' H1'A 118.6 . . ? C2' C1' H1'A 118.6 . . ? C3' C2' C1' 120.5(19) . . ? C3' C2' H2'A 119.8 . . ? C1' C2' H2'A 119.8 . . ? C2' C3' C4' 117.4(15) . . ? C2' C3' H3'A 121.3 . . ? C4' C3' H3'A 121.3 . . ? C5' C4' C3' 120.3(15) . . ? C5' C4' H4'A 119.8 . . ? C3' C4' H4'A 119.8 . . ? N1' C5' C4' 118.7(16) . . ? N1' C5' C6' 117.3(15) . . ? C4' C5' C6' 124.0(17) . . ? C7' C6' N2' 107(2) . . ? C7' C6' C5' 135(2) . . ? N2' C6' C5' 117.5(18) . . ? C6' C7' C8' 109(2) . . ? C6' C7' C19' 132(3) . . ? C8' C7' C19' 118(2) . . ? C7' C19' C22' 114(3) . . ? C7' C19' C20' 114(3) . . ? C22' C19' C20' 101(3) . . ? C7' C19' C21' 112(2) . . ? C22' C19' C21' 107(3) . . ? C20' C19' C21' 108(3) . . ? C19' C20' H20D 109.5 . . ? C19' C20' H20E 109.5 . . ? H20D C20' H20E 109.5 . . ? C19' C20' H20F 109.5 . . ? H20D C20' H20F 109.5 . . ? H20E C20' H20F 109.5 . . ? C19' C21' H21D 109.5 . . ? C19' C21' H21E 109.5 . . ? H21D C21' H21E 109.5 . . ? C19' C21' H21F 109.5 . . ? H21D C21' H21F 109.5 . . ? H21E C21' H21F 109.5 . . ? C19' C22' H22D 109.5 . . ? C19' C22' H22E 109.5 . . ? H22D C22' H22E 109.5 . . ? C19' C22' H22F 109.5 . . ? H22D C22' H22F 109.5 . . ? H22E C22' H22F 109.5 . . ? C7' C8' C9' 107.3(19) . . ? C7' C8' H8'A 126.4 . . ? C9' C8' H8'A 126.4 . . ? N2' C9' C8' 103.1(19) . . ? N2' C9' C23' 126(2) . . ? C8' C9' C23' 130(2) . . ? C9' C23' C26' 100(4) . . ? C9' C23' C24' 113(3) . . ? C26' C23' C24' 108(4) . . ? C9' C23' C25' 111(3) . . ? C26' C23' C25' 114(4) . . ? C24' C23' C25' 111(4) . . ? C23' C24' H24D 109.5 . . ? C23' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? C23' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? C23' C25' H25D 109.5 . . ? C23' C25' H25E 109.5 . . ? H25D C25' H25E 109.5 . . ? C23' C25' H25F 109.5 . . ? H25D C25' H25F 109.5 . . ? H25E C25' H25F 109.5 . . ? C23' C26' H26D 109.5 . . ? C23' C26' H26E 109.5 . . ? H26D C26' H26E 109.5 . . ? C23' C26' H26F 109.5 . . ? H26D C26' H26F 109.5 . . ? H26E C26' H26F 109.5 . . ? C9' N2' C6' 112(2) . . ? C9' N2' H2' 123.8 . . ? C6' N2' H2' 123.8 . . ? C10' N3' C14' 120.7(14) . . ? N3' C10' C11' 123(2) . . ? N3' C10' H10B 118.7 . . ? C11' C10' H10B 118.7 . . ? C12' C11' C10' 120(2) . . ? C12' C11' H11B 120.1 . . ? C10' C11' H11B 120.1 . . ? C11' C12' C13' 117(2) . . ? C11' C12' H12B 121.4 . . ? C13' C12' H12B 121.4 . . ? C14' C13' C12' 121(2) . . ? C14' C13' H13B 119.4 . . ? C12' C13' H13B 119.4 . . ? N3' C14' C13' 118(2) . . ? N3' C14' C15' 118(3) . . ? C13' C14' C15' 124(3) . . ? C16' C15' N4' 107(3) . . ? C16' C15' C14' 138(3) . . ? N4' C15' C14' 114(2) . . ? C15' C16' C17' 109(3) . . ? C15' C16' C27' 132(3) . . ? C17' C16' C27' 118(2) . . ? C16' C27' C30' 115(3) . . ? C16' C27' C28' 112(3) . . ? C30' C27' C28' 101(4) . . ? C16' C27' C29' 112(3) . . ? C30' C27' C29' 109(3) . . ? C28' C27' C29' 106(3) . . ? C27' C28' H28D 109.5 . . ? C27' C28' H28E 109.5 . . ? H28D C28' H28E 109.5 . . ? C27' C28' H28F 109.5 . . ? H28D C28' H28F 109.5 . . ? H28E C28' H28F 109.5 . . ? C27' C29' H29D 109.5 . . ? C27' C29' H29E 109.5 . . ? H29D C29' H29E 109.5 . . ? C27' C29' H29F 109.5 . . ? H29D C29' H29F 109.5 . . ? H29E C29' H29F 109.5 . . ? C27' C30' H30D 109.5 . . ? C27' C30' H30E 109.5 . . ? H30D C30' H30E 109.5 . . ? C27' C30' H30F 109.5 . . ? H30D C30' H30F 109.5 . . ? H30E C30' H30F 109.5 . . ? C16' C17' C18' 107(2) . . ? C16' C17' H17B 126.4 . . ? C18' C17' H17B 126.4 . . ? N4' C18' C17' 103(2) . . ? N4' C18' C31' 124(3) . . ? C17' C18' C31' 130(2) . . ? C18' C31' C33' 111(3) . . ? C18' C31' C32' 112(3) . . ? C33' C31' C32' 111(3) . . ? C18' C31' C34' 99(4) . . ? C33' C31' C34' 115(4) . . ? C32' C31' C34' 107(4) . . ? C31' C32' H32D 109.5 . . ? C31' C32' H32E 109.5 . . ? H32D C32' H32E 109.5 . . ? C31' C32' H32F 109.5 . . ? H32D C32' H32F 109.5 . . ? H32E C32' H32F 109.5 . . ? C31' C33' H33D 109.5 . . ? C31' C33' H33E 109.5 . . ? H33D C33' H33E 109.5 . . ? C31' C33' H33G 109.5 . . ? H33D C33' H33G 109.5 . . ? H33E C33' H33G 109.5 . . ? C31' C34' H34D 109.5 . . ? C31' C34' H34G 109.5 . . ? H34D C34' H34G 109.5 . . ? C31' C34' H34E 109.5 . . ? H34D C34' H34E 109.5 . . ? H34G C34' H34E 109.5 . . ? C18' N4' C15' 112(3) . . ? C18' N4' H4' 124.1 . . ? C15' N4' H4' 124.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Zn1 N1 C1 -168.3(6) . . . . ? N4 Zn1 N1 C1 59.0(7) . . . . ? N3 Zn1 N1 C1 -43.5(6) . . . . ? N2 Zn1 N1 C5 9.2(5) . . . . ? N4 Zn1 N1 C5 -123.5(6) . . . . ? N3 Zn1 N1 C5 134.0(5) . . . . ? C5 N1 C1 C2 -1.4(10) . . . . ? Zn1 N1 C1 C2 175.9(5) . . . . ? N1 C1 C2 C3 1.5(10) . . . . ? C1 C2 C3 C4 -1.0(10) . . . . ? C2 C3 C4 C5 0.5(11) . . . . ? C1 N1 C5 C4 0.9(11) . . . . ? Zn1 N1 C5 C4 -176.9(6) . . . . ? C1 N1 C5 C6 178.5(7) . . . . ? Zn1 N1 C5 C6 0.8(9) . . . . ? C3 C4 C5 N1 -0.4(12) . . . . ? C3 C4 C5 C6 -177.8(9) . . . . ? N1 C5 C6 N2 -15.5(13) . . . . ? C4 C5 C6 N2 162.0(9) . . . . ? N1 C5 C6 C7 164.7(13) . . . . ? C4 C5 C6 C7 -18(2) . . . . ? N2 C6 C7 C8 0.9(13) . . . . ? C5 C6 C7 C8 -179.4(12) . . . . ? N2 C6 C7 C19 169.9(13) . . . . ? C5 C6 C7 C19 -10(2) . . . . ? C6 C7 C19 C22 -160.8(19) . . . . ? C8 C7 C19 C22 6(2) . . . . ? C6 C7 C19 C20 80(2) . . . . ? C8 C7 C19 C20 -113.5(15) . . . . ? C6 C7 C19 C21 -44.9(19) . . . . ? C8 C7 C19 C21 121.9(16) . . . . ? C6 C7 C8 C9 -2.2(13) . . . . ? C19 C7 C8 C9 -172.1(12) . . . . ? C7 C8 C9 N2 2.9(12) . . . . ? C7 C8 C9 C23 -177.6(13) . . . . ? C8 C9 C23 C26 139(2) . . . . ? N2 C9 C23 C26 -42(2) . . . . ? C8 C9 C23 C24 -96.0(16) . . . . ? N2 C9 C23 C24 83.4(18) . . . . ? C8 C9 C23 C25 20(2) . . . . ? N2 C9 C23 C25 -160.7(16) . . . . ? C8 C9 N2 C6 -2.3(12) . . . . ? C23 C9 N2 C6 178.2(12) . . . . ? C8 C9 N2 Zn1 147.7(9) . . . . ? C23 C9 N2 Zn1 -31.7(15) . . . . ? C7 C6 N2 C9 0.8(13) . . . . ? C5 C6 N2 C9 -179.0(9) . . . . ? C7 C6 N2 Zn1 -157.4(9) . . . . ? C5 C6 N2 Zn1 22.8(11) . . . . ? N4 Zn1 N2 C9 -36.8(10) . . . . ? N3 Zn1 N2 C9 73.8(10) . . . . ? N1 Zn1 N2 C9 -166.4(9) . . . . ? N4 Zn1 N2 C6 112.1(9) . . . . ? N3 Zn1 N2 C6 -137.4(6) . . . . ? N1 Zn1 N2 C6 -17.5(6) . . . . ? N2 Zn1 N3 C10 62.1(6) . . . . ? N4 Zn1 N3 C10 -165.6(7) . . . . ? N1 Zn1 N3 C10 -39.4(5) . . . . ? N2 Zn1 N3 C14 -118.5(11) . . . . ? N4 Zn1 N3 C14 13.9(12) . . . . ? N1 Zn1 N3 C14 140.1(11) . . . . ? C14 N3 C10 C11 -4.2(14) . . . . ? Zn1 N3 C10 C11 175.2(5) . . . . ? N3 C10 C11 C12 1.2(15) . . . . ? C10 C11 C12 C13 1(3) . . . . ? C11 C12 C13 C14 0(3) . . . . ? C10 N3 C14 C13 5(2) . . . . ? Zn1 N3 C14 C13 -174.8(14) . . . . ? C10 N3 C14 C15 178(2) . . . . ? Zn1 N3 C14 C15 -1(3) . . . . ? C12 C13 C14 N3 -2(3) . . . . ? C12 C13 C14 C15 -175(3) . . . . ? N3 C14 C15 N4 -20(4) . . . . ? C13 C14 C15 N4 153(3) . . . . ? N3 C14 C15 C16 164(4) . . . . ? C13 C14 C15 C16 -23(6) . . . . ? N4 C15 C16 C17 0(4) . . . . ? C14 C15 C16 C17 177(4) . . . . ? N4 C15 C16 C27 172(2) . . . . ? C14 C15 C16 C27 -12(7) . . . . ? C15 C16 C27 C28 -157(3) . . . . ? C17 C16 C27 C28 13(3) . . . . ? C15 C16 C27 C29 -39(4) . . . . ? C17 C16 C27 C29 131(3) . . . . ? C15 C16 C27 C30 83(4) . . . . ? C17 C16 C27 C30 -107(3) . . . . ? C15 C16 C17 C18 3(3) . . . . ? C27 C16 C17 C18 -169(2) . . . . ? C16 C17 C18 N4 -5(3) . . . . ? C16 C17 C18 C31 -172.2(19) . . . . ? C17 C18 C31 C32 -8(3) . . . . ? N4 C18 C31 C32 -173.5(19) . . . . ? C17 C18 C31 C33 -125(2) . . . . ? N4 C18 C31 C33 69(2) . . . . ? C17 C18 C31 C34 115(2) . . . . ? N4 C18 C31 C34 -51(2) . . . . ? C17 C18 N4 C15 5(3) . . . . ? C31 C18 N4 C15 173(2) . . . . ? C17 C18 N4 Zn1 143.5(18) . . . . ? C31 C18 N4 Zn1 -48(3) . . . . ? C16 C15 N4 C18 -3(4) . . . . ? C14 C15 N4 C18 180(3) . . . . ? C16 C15 N4 Zn1 -153(2) . . . . ? C14 C15 N4 Zn1 30(4) . . . . ? N2 Zn1 N4 C18 -33(2) . . . . ? N3 Zn1 N4 C18 -161.6(19) . . . . ? N1 Zn1 N4 C18 78.1(19) . . . . ? N2 Zn1 N4 C15 104.8(18) . . . . ? N3 Zn1 N4 C15 -23.6(18) . . . . ? N1 Zn1 N4 C15 -143.8(18) . . . . ? C5' N1' C1' C2' 6(2) . . . . ? N1' C1' C2' C3' -10(2) . . . . ? C1' C2' C3' C4' 8(2) . . . . ? C2' C3' C4' C5' -3(2) . . . . ? C1' N1' C5' C4' -1(2) . . . . ? C1' N1' C5' C6' 177.8(16) . . . . ? C3' C4' C5' N1' -1(3) . . . . ? C3' C4' C5' C6' -179.2(17) . . . . ? N1' C5' C6' C7' 147(3) . . . . ? C4' C5' C6' C7' -35(4) . . . . ? N1' C5' C6' N2' -33(3) . . . . ? C4' C5' C6' N2' 146(2) . . . . ? N2' C6' C7' C8' -8(3) . . . . ? C5' C6' C7' C8' 172(2) . . . . ? N2' C6' C7' C19' 175(3) . . . . ? C5' C6' C7' C19' -5(5) . . . . ? C6' C7' C19' C22' -164(4) . . . . ? C8' C7' C19' C22' 19(4) . . . . ? C6' C7' C19' C20' 81(5) . . . . ? C8' C7' C19' C20' -96(3) . . . . ? C6' C7' C19' C21' -42(4) . . . . ? C8' C7' C19' C21' 141(3) . . . . ? C6' C7' C8' C9' 9(3) . . . . ? C19' C7' C8' C9' -173(2) . . . . ? C7' C8' C9' N2' -6(2) . . . . ? C7' C8' C9' C23' 164(3) . . . . ? N2' C9' C23' C26' -52(4) . . . . ? C8' C9' C23' C26' 140(4) . . . . ? N2' C9' C23' C24' 62(4) . . . . ? C8' C9' C23' C24' -106(3) . . . . ? N2' C9' C23' C25' -173(3) . . . . ? C8' C9' C23' C25' 19(5) . . . . ? C8' C9' N2' C6' 1(2) . . . . ? C23' C9' N2' C6' -169(3) . . . . ? C7' C6' N2' C9' 4(3) . . . . ? C5' C6' N2' C9' -176.3(19) . . . . ? C14' N3' C10' C11' 6(3) . . . . ? N3' C10' C11' C12' -7(3) . . . . ? C10' C11' C12' C13' 5(5) . . . . ? C11' C12' C13' C14' -4(6) . . . . ? C10' N3' C14' C13' -5(5) . . . . ? C10' N3' C14' C15' 179(4) . . . . ? C12' C13' C14' N3' 3(6) . . . . ? C12' C13' C14' C15' 180(5) . . . . ? N3' C14' C15' C16' 142(9) . . . . ? C13' C14' C15' C16' -35(13) . . . . ? N3' C14' C15' N4' -34(8) . . . . ? C13' C14' C15' N4' 150(5) . . . . ? N4' C15' C16' C17' -5(8) . . . . ? C14' C15' C16' C17' 179(9) . . . . ? N4' C15' C16' C27' 171(5) . . . . ? C14' C15' C16' C27' -5(15) . . . . ? C15' C16' C27' C30' 75(9) . . . . ? C17' C16' C27' C30' -109(5) . . . . ? C15' C16' C27' C28' -170(7) . . . . ? C17' C16' C27' C28' 6(6) . . . . ? C15' C16' C27' C29' -51(8) . . . . ? C17' C16' C27' C29' 125(5) . . . . ? C15' C16' C17' C18' 0(7) . . . . ? C27' C16' C17' C18' -177(4) . . . . ? C16' C17' C18' N4' 5(5) . . . . ? C16' C17' C18' C31' 167(4) . . . . ? N4' C18' C31' C33' 57(5) . . . . ? C17' C18' C31' C33' -102(4) . . . . ? N4' C18' C31' C32' -178(4) . . . . ? C17' C18' C31' C32' 23(6) . . . . ? N4' C18' C31' C34' -65(5) . . . . ? C17' C18' C31' C34' 136(5) . . . . ? C17' C18' N4' C15' -9(6) . . . . ? C31' C18' N4' C15' -172(5) . . . . ? C16' C15' N4' C18' 9(8) . . . . ? C14' C15' N4' C18' -174(5) . . . . ? 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 N2' H2' N3' 0.88 2.20 3.08(3) 174.1 . N4' H4' N1' 0.88 2.25 3.12(4) 171.6 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.08 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.484 _refine_diff_density_min -0.403 _refine_diff_density_rms 0.057 #===END data_#6 _database_code_depnum_ccdc_archive 'CCDC 225458' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 03064 _chemical_melting_point ? _chemical_formula_moiety 'C11 H11 B F2 N2' _chemical_formula_sum 'C11 H11 B F2 N2' _chemical_formula_weight 220.03 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' F F 0.0171 0.0103 '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 7.145(4) _cell_length_b 8.990(5) _cell_length_c 9.300(5) _cell_angle_alpha 65.793(8) _cell_angle_beta 89.589(9) _cell_angle_gamma 75.611(9) _cell_volume 524.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1647 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.393 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 228 _exptl_absorpt_coefficient_mu 0.108 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.887097 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Siemens SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5229 _diffrn_reflns_av_R_equivalents 0.0243 _diffrn_reflns_av_sigmaI/netI 0.0256 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 25.05 _reflns_number_total 1845 _reflns_number_gt 1549 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution SHELXS-97 _computing_structure_refinement SHELXL-97 _computing_molecular_graphics 'SHELXTL, Bruker' _computing_publication_material ? _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^)+(0.0436P)^2^+0.2140P] 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 1845 _refine_ls_number_parameters 160 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0490 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.0950 _refine_ls_wR_factor_gt 0.0910 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 0.2896(3) 0.8400(2) 0.8286(2) 0.0303(4) Uani 1 1 d . . . F1 F 0.46429(15) 0.76341(13) 0.79164(12) 0.0445(3) Uani 1 1 d . . . F2 F 0.14182(16) 0.78685(13) 0.78740(12) 0.0442(3) Uani 1 1 d . . . N1 N 0.30301(19) 0.79421(16) 1.01553(15) 0.0269(3) Uani 1 1 d . . . N2 N 0.24718(19) 1.03174(16) 0.77000(15) 0.0276(3) Uani 1 1 d . . . C1 C 0.3427(2) 0.6385(2) 1.1366(2) 0.0326(4) Uani 1 1 d . . . H1 H 0.366(3) 0.543(2) 1.107(2) 0.039 Uiso 1 1 d . . . C2 C 0.3461(3) 0.6195(2) 1.2903(2) 0.0375(4) Uani 1 1 d . . . H2 H 0.376(3) 0.505(3) 1.376(2) 0.045 Uiso 1 1 d . . . C3 C 0.3074(3) 0.7631(2) 1.3201(2) 0.0380(4) Uani 1 1 d . . . H3 H 0.310(3) 0.754(2) 1.428(2) 0.046 Uiso 1 1 d . . . C4 C 0.2684(2) 0.9227(2) 1.1972(2) 0.0326(4) Uani 1 1 d . . . H4 H 0.241(3) 1.028(2) 1.213(2) 0.039 Uiso 1 1 d . . . C5 C 0.2674(2) 0.9365(2) 1.04196(19) 0.0266(4) Uani 1 1 d . . . C6 C 0.2331(2) 1.0824(2) 0.89269(18) 0.0262(4) Uani 1 1 d . . . C7 C 0.1884(2) 1.2577(2) 0.83097(19) 0.0287(4) Uani 1 1 d . . . C8 C 0.1758(2) 1.3123(2) 0.6648(2) 0.0309(4) Uani 1 1 d . . . H8 H 0.145(3) 1.426(2) 0.589(2) 0.037 Uiso 1 1 d . . . C9 C 0.2107(2) 1.1731(2) 0.63023(19) 0.0297(4) Uani 1 1 d . . . C10 C 0.2108(3) 1.1615(3) 0.4741(2) 0.0425(5) Uani 1 1 d . . . H10A H 0.2396 1.0424 0.4922 0.064 Uiso 0.50 1 calc PR . . H10B H 0.3101 1.2115 0.4145 0.064 Uiso 0.50 1 calc PR . . H10C H 0.0829 1.2231 0.4133 0.064 Uiso 0.50 1 calc PR . . H10D H 0.1821 1.2756 0.3878 0.064 Uiso 0.50 1 calc PR . . H10E H 0.1116 1.1065 0.4656 0.064 Uiso 0.50 1 calc PR . . H10F H 0.3388 1.0949 0.4667 0.064 Uiso 0.50 1 calc PR . . C11 C 0.1570(3) 1.3676(2) 0.9187(2) 0.0368(4) Uani 1 1 d . . . H11A H 0.1289 1.4867 0.8426 0.055 Uiso 0.50 1 calc PR . . H11B H 0.2744 1.3382 0.9894 0.055 Uiso 0.50 1 calc PR . . H11C H 0.0472 1.3500 0.9814 0.055 Uiso 0.50 1 calc PR . . H11D H 0.1714 1.2966 1.0329 0.055 Uiso 0.50 1 calc PR . . H11E H 0.0260 1.4451 0.8862 0.055 Uiso 0.50 1 calc PR . . H11F H 0.2531 1.4333 0.8942 0.055 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B1 0.0339(11) 0.0296(10) 0.0280(10) -0.0131(8) 0.0041(8) -0.0076(8) F1 0.0482(7) 0.0402(6) 0.0389(6) -0.0186(5) 0.0118(5) 0.0020(5) F2 0.0560(7) 0.0414(6) 0.0409(6) -0.0183(5) -0.0021(5) -0.0210(5) N1 0.0247(7) 0.0257(7) 0.0283(8) -0.0103(6) 0.0036(5) -0.0056(5) N2 0.0282(7) 0.0303(8) 0.0245(7) -0.0124(6) 0.0034(5) -0.0071(6) C1 0.0277(9) 0.0266(9) 0.0379(10) -0.0090(8) 0.0037(7) -0.0057(7) C2 0.0333(10) 0.0347(10) 0.0316(10) -0.0027(8) 0.0024(7) -0.0071(8) C3 0.0351(10) 0.0478(11) 0.0256(9) -0.0113(9) 0.0035(7) -0.0091(8) C4 0.0321(9) 0.0367(10) 0.0291(9) -0.0155(8) 0.0031(7) -0.0064(7) C5 0.0211(8) 0.0294(9) 0.0296(9) -0.0129(7) 0.0043(6) -0.0068(6) C6 0.0235(8) 0.0302(9) 0.0260(8) -0.0137(7) 0.0035(6) -0.0060(6) C7 0.0245(8) 0.0274(9) 0.0334(9) -0.0123(7) 0.0034(7) -0.0067(6) C8 0.0271(9) 0.0270(9) 0.0308(9) -0.0055(7) 0.0021(7) -0.0058(7) C9 0.0254(9) 0.0325(9) 0.0264(9) -0.0079(7) 0.0022(6) -0.0074(7) C10 0.0481(12) 0.0486(11) 0.0273(10) -0.0132(9) 0.0037(8) -0.0122(9) C11 0.0368(10) 0.0309(9) 0.0450(11) -0.0192(8) 0.0053(8) -0.0072(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 F2 1.377(2) . ? B1 F1 1.382(2) . ? B1 N2 1.527(2) . ? B1 N1 1.612(2) . ? N1 C1 1.350(2) . ? N1 C5 1.363(2) . ? N2 C9 1.363(2) . ? N2 C6 1.386(2) . ? C1 C2 1.368(3) . ? C1 H1 0.984(19) . ? C2 C3 1.391(3) . ? C2 H2 0.98(2) . ? C3 C4 1.379(3) . ? C3 H3 0.97(2) . ? C4 C5 1.398(2) . ? C4 H4 0.985(19) . ? C5 C6 1.435(2) . ? C6 C7 1.387(2) . ? C7 C8 1.413(3) . ? C7 C11 1.497(2) . ? C8 C9 1.380(3) . ? C8 H8 0.944(19) . ? C9 C10 1.498(2) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C10 H10D 0.9800 . ? C10 H10E 0.9800 . ? C10 H10F 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C11 H11D 0.9800 . ? C11 H11E 0.9800 . ? C11 H11F 0.9800 . ? 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 F2 B1 F1 109.98(15) . . ? F2 B1 N2 114.47(15) . . ? F1 B1 N2 114.77(14) . . ? F2 B1 N1 110.11(14) . . ? F1 B1 N1 109.81(14) . . ? N2 B1 N1 96.93(12) . . ? C1 N1 C5 121.46(15) . . ? C1 N1 B1 127.17(14) . . ? C5 N1 B1 111.37(13) . . ? C9 N2 C6 108.15(14) . . ? C9 N2 B1 139.01(14) . . ? C6 N2 B1 112.78(13) . . ? N1 C1 C2 120.50(17) . . ? N1 C1 H1 116.2(11) . . ? C2 C1 H1 123.3(11) . . ? C1 C2 C3 119.05(17) . . ? C1 C2 H2 118.8(11) . . ? C3 C2 H2 122.2(11) . . ? C4 C3 C2 120.87(18) . . ? C4 C3 H3 118.0(11) . . ? C2 C3 H3 121.1(11) . . ? C3 C4 C5 118.31(17) . . ? C3 C4 H4 123.6(11) . . ? C5 C4 H4 118.1(11) . . ? N1 C5 C4 119.80(15) . . ? N1 C5 C6 109.24(14) . . ? C4 C5 C6 130.97(15) . . ? N2 C6 C7 109.67(14) . . ? N2 C6 C5 109.65(14) . . ? C7 C6 C5 140.68(15) . . ? C6 C7 C8 104.92(14) . . ? C6 C7 C11 128.33(15) . . ? C8 C7 C11 126.74(15) . . ? C9 C8 C7 109.30(15) . . ? C9 C8 H8 124.9(11) . . ? C7 C8 H8 125.8(11) . . ? N2 C9 C8 107.95(15) . . ? N2 C9 C10 121.39(16) . . ? C8 C9 C10 130.65(16) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C10 H10D 109.5 . . ? H10A C10 H10D 141.1 . . ? H10B C10 H10D 56.3 . . ? H10C C10 H10D 56.3 . . ? C9 C10 H10E 109.5 . . ? H10A C10 H10E 56.3 . . ? H10B C10 H10E 141.1 . . ? H10C C10 H10E 56.3 . . ? H10D C10 H10E 109.5 . . ? C9 C10 H10F 109.5 . . ? H10A C10 H10F 56.3 . . ? H10B C10 H10F 56.3 . . ? H10C C10 H10F 141.1 . . ? H10D C10 H10F 109.5 . . ? H10E C10 H10F 109.5 . . ? C7 C11 H11A 109.5 . . ? C7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C7 C11 H11D 109.5 . . ? H11A C11 H11D 141.1 . . ? H11B C11 H11D 56.3 . . ? H11C C11 H11D 56.3 . . ? C7 C11 H11E 109.5 . . ? H11A C11 H11E 56.3 . . ? H11B C11 H11E 141.1 . . ? H11C C11 H11E 56.3 . . ? H11D C11 H11E 109.5 . . ? C7 C11 H11F 109.5 . . ? H11A C11 H11F 56.3 . . ? H11B C11 H11F 56.3 . . ? H11C C11 H11F 141.1 . . ? H11D C11 H11F 109.5 . . ? H11E C11 H11F 109.5 . . ? 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 F2 B1 N1 C1 62.2(2) . . . . ? F1 B1 N1 C1 -59.0(2) . . . . ? N2 B1 N1 C1 -178.53(14) . . . . ? F2 B1 N1 C5 -117.50(15) . . . . ? F1 B1 N1 C5 121.25(15) . . . . ? N2 B1 N1 C5 1.76(16) . . . . ? F2 B1 N2 C9 -62.6(3) . . . . ? F1 B1 N2 C9 66.0(3) . . . . ? N1 B1 N2 C9 -178.44(17) . . . . ? F2 B1 N2 C6 114.07(16) . . . . ? F1 B1 N2 C6 -117.37(16) . . . . ? N1 B1 N2 C6 -1.77(16) . . . . ? C5 N1 C1 C2 0.7(2) . . . . ? B1 N1 C1 C2 -178.94(16) . . . . ? N1 C1 C2 C3 0.2(3) . . . . ? C1 C2 C3 C4 -0.8(3) . . . . ? C2 C3 C4 C5 0.4(3) . . . . ? C1 N1 C5 C4 -1.1(2) . . . . ? B1 N1 C5 C4 178.62(14) . . . . ? C1 N1 C5 C6 179.08(13) . . . . ? B1 N1 C5 C6 -1.19(17) . . . . ? C3 C4 C5 N1 0.5(2) . . . . ? C3 C4 C5 C6 -179.73(16) . . . . ? C9 N2 C6 C7 -0.39(17) . . . . ? B1 N2 C6 C7 -178.10(14) . . . . ? C9 N2 C6 C5 179.00(13) . . . . ? B1 N2 C6 C5 1.29(17) . . . . ? N1 C5 C6 N2 -0.02(17) . . . . ? C4 C5 C6 N2 -179.79(16) . . . . ? N1 C5 C6 C7 179.08(19) . . . . ? C4 C5 C6 C7 -0.7(3) . . . . ? N2 C6 C7 C8 -0.01(17) . . . . ? C5 C6 C7 C8 -179.11(19) . . . . ? N2 C6 C7 C11 179.19(16) . . . . ? C5 C6 C7 C11 0.1(3) . . . . ? C6 C7 C8 C9 0.41(18) . . . . ? C11 C7 C8 C9 -178.81(16) . . . . ? C6 N2 C9 C8 0.64(18) . . . . ? B1 N2 C9 C8 177.42(18) . . . . ? C6 N2 C9 C10 -178.78(15) . . . . ? B1 N2 C9 C10 -2.0(3) . . . . ? C7 C8 C9 N2 -0.66(19) . . . . ? C7 C8 C9 C10 178.69(17) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.173 _refine_diff_density_min -0.213 _refine_diff_density_rms 0.037 #===END