Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'C. Garner' _publ_contact_author_address ; School of Chemistry The University of Nottingham University Park Nottingham NR2 2RD UNITED KINGDOM ; _publ_contact_author_email DAVE.GARNER@NOTTINGHAM.AC.UK _publ_section_title ; Phenoxyl radicals: H-bonded and coordinated to Cu(II) and Zn(II) ; loop_ _publ_author_name 'C. Garner' 'Laurent Benisvy' 'E. Bill' 'A. Blake' 'D. Collison' 'E. Stephen Davies' ; G.McArdle ; 'E. McInnes' 'Jonathan McMaster' 'Stephanie Ross' 'Claire Wilson' data_PHBZIM _database_code_depnum_ccdc_archive 'CCDC 284612' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common BzLH _chemical_melting_point ? _chemical_formula_moiety 'C21 H26 N2 O1 (1/2 H2O)' _chemical_formula_sum 'C42 H54 N4 O3' _chemical_formula_weight 662.89 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.245(2) _cell_length_b 16.869(3) _cell_length_c 19.161(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.79(3) _cell_angle_gamma 90.00 _cell_volume 3826.7(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3574 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 26.7 _exptl_crystal_description 'square tablet' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.151 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min . _exptl_absorpt_correction_T_max . _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART1000 CCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 40 _diffrn_standards_decay_% ? _diffrn_reflns_number 23946 _diffrn_reflns_av_R_equivalents 0.0511 _diffrn_reflns_av_sigmaI/netI 0.0950 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 28.68 _reflns_number_total 8886 _reflns_number_gt 4326 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART version 5.054 (Bruker, 1998)' _computing_cell_refinement 'Bruker SAINT version 6.02a (Bruker, 2000)' _computing_data_reduction 'Bruker SAINT; Bruker SHELXTL (Bruker, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material 'SHELXL-97; PLATON (Spek, 2001)' _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^)+(0.0518P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'OH(phenol)and H2O found by difmap, other geometrically calculated' _refine_ls_hydrogen_treatment ; OH(phenol) treated as rigid rotating groups, H2O freely refined, other riding model ; _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8886 _refine_ls_number_parameters 452 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1104 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.1170 _refine_ls_wR_factor_gt 0.0869 _refine_ls_goodness_of_fit_ref 0.848 _refine_ls_restrained_S_all 0.848 _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 O1 O 0.42665(11) 0.50876(7) 0.20376(7) 0.0309(3) Uani 1 1 d . . . H1 H 0.3969 0.4847 0.2326 0.046 Uiso 1 1 calc R . . C1 C 0.42233(15) 0.54122(10) 0.34703(10) 0.0257(4) Uani 1 1 d . . . N2 N 0.41258(12) 0.55445(9) 0.41533(8) 0.0280(4) Uani 1 1 d . . . H2A H 0.4428 0.5940 0.4437 0.034 Uiso 1 1 calc R . . C3 C 0.34658(15) 0.49454(11) 0.43190(10) 0.0289(4) Uani 1 1 d . . . C4 C 0.31878(15) 0.44591(11) 0.37070(10) 0.0304(4) Uani 1 1 d . . . N5 N 0.36745(13) 0.47632(9) 0.31824(8) 0.0299(4) Uani 1 1 d . . . C6 C 0.30985(16) 0.47896(11) 0.49349(11) 0.0352(5) Uani 1 1 d . . . H6A H 0.3292 0.5125 0.5346 0.042 Uiso 1 1 calc R . . C7 C 0.24398(17) 0.41240(12) 0.49178(12) 0.0406(5) Uani 1 1 d . . . H7A H 0.2167 0.4000 0.5326 0.049 Uiso 1 1 calc R . . C8 C 0.21618(17) 0.36251(12) 0.43119(12) 0.0427(5) Uani 1 1 d . . . H8A H 0.1714 0.3168 0.4323 0.051 Uiso 1 1 calc R . . C9 C 0.25239(16) 0.37821(12) 0.36991(11) 0.0385(5) Uani 1 1 d . . . H9A H 0.2330 0.3444 0.3289 0.046 Uiso 1 1 calc R . . C10 C 0.48145(15) 0.59322(10) 0.30795(10) 0.0250(4) Uani 1 1 d . . . C11 C 0.47630(14) 0.57683(10) 0.23537(10) 0.0254(4) Uani 1 1 d . . . C12 C 0.52494(15) 0.62897(11) 0.19436(10) 0.0277(4) Uani 1 1 d . . . C13 C 0.58112(15) 0.69480(11) 0.23005(10) 0.0293(4) Uani 1 1 d . . . H13B H 0.6150 0.7303 0.2033 0.035 Uiso 1 1 calc R . . C14 C 0.59098(15) 0.71205(10) 0.30292(10) 0.0278(4) Uani 1 1 d . . . C15 C 0.53987(15) 0.66044(10) 0.34095(10) 0.0271(4) Uani 1 1 d . . . H15B H 0.5444 0.6707 0.3904 0.032 Uiso 1 1 calc R . . C16 C 0.51567(16) 0.61325(11) 0.11382(10) 0.0334(5) Uani 1 1 d . . . C17 C 0.57615(17) 0.53559(13) 0.10452(11) 0.0436(5) Uani 1 1 d . . . H17D H 0.5696 0.5264 0.0531 0.065 Uiso 1 1 calc R . . H17E H 0.5413 0.4914 0.1242 0.065 Uiso 1 1 calc R . . H17F H 0.6561 0.5395 0.1304 0.065 Uiso 1 1 calc R . . C18 C 0.39106(17) 0.60845(13) 0.07146(11) 0.0435(5) Uani 1 1 d . . . H18D H 0.3864 0.5984 0.0204 0.065 Uiso 1 1 calc R . . H18E H 0.3533 0.6586 0.0762 0.065 Uiso 1 1 calc R . . H18F H 0.3540 0.5652 0.0907 0.065 Uiso 1 1 calc R . . C19 C 0.5707(2) 0.67995(14) 0.08073(11) 0.0538(6) Uani 1 1 d . . . H19D H 0.5636 0.6685 0.0296 0.081 Uiso 1 1 calc R . . H19E H 0.6508 0.6838 0.1062 0.081 Uiso 1 1 calc R . . H19F H 0.5329 0.7302 0.0851 0.081 Uiso 1 1 calc R . . C20 C 0.65714(17) 0.78578(11) 0.33687(10) 0.0341(5) Uani 1 1 d . . . C21 C 0.6127(2) 0.85850(12) 0.29104(12) 0.0580(7) Uani 1 1 d . . . H21D H 0.6551 0.9055 0.3128 0.087 Uiso 1 1 calc R . . H21E H 0.5325 0.8658 0.2887 0.087 Uiso 1 1 calc R . . H21F H 0.6222 0.8509 0.2422 0.087 Uiso 1 1 calc R . . C22 C 0.64533(17) 0.80181(12) 0.41325(10) 0.0386(5) Uani 1 1 d . . . H22D H 0.6888 0.8492 0.4327 0.058 Uiso 1 1 calc R . . H22E H 0.6741 0.7562 0.4442 0.058 Uiso 1 1 calc R . . H22F H 0.5656 0.8102 0.4117 0.058 Uiso 1 1 calc R . . C23 C 0.78234(18) 0.77314(14) 0.34082(14) 0.0589(7) Uani 1 1 d . . . H23D H 0.8254 0.8199 0.3624 0.088 Uiso 1 1 calc R . . H23E H 0.7918 0.7650 0.2921 0.088 Uiso 1 1 calc R . . H23F H 0.8099 0.7264 0.3705 0.088 Uiso 1 1 calc R . . O1A O 0.63368(10) 0.22956(7) 0.40846(6) 0.0312(3) Uani 1 1 d . . . H1A H 0.6847 0.2637 0.4121 0.047 Uiso 1 1 calc R . . C1A C 0.64906(15) 0.36292(10) 0.32282(9) 0.0248(4) Uani 1 1 d . . . N2A N 0.65059(12) 0.43391(8) 0.28967(8) 0.0273(4) Uani 1 1 d . . . H2AA H 0.5965 0.4531 0.2543 0.033 Uiso 1 1 calc R . . C3A C 0.75232(15) 0.47078(11) 0.32133(9) 0.0258(4) Uani 1 1 d . . . C4A C 0.80952(15) 0.41743(11) 0.37466(10) 0.0270(4) Uani 1 1 d . . . N5A N 0.74233(12) 0.35099(9) 0.37521(8) 0.0277(4) Uani 1 1 d . . . C6A C 0.79970(15) 0.54174(11) 0.30720(10) 0.0317(5) Uani 1 1 d . . . H6AA H 0.7593 0.5780 0.2721 0.038 Uiso 1 1 calc R . . C7A C 0.90870(16) 0.55692(12) 0.34687(11) 0.0354(5) Uani 1 1 d . . . H7AA H 0.9449 0.6044 0.3382 0.042 Uiso 1 1 calc R . . C8A C 0.96699(16) 0.50399(12) 0.39945(11) 0.0365(5) Uani 1 1 d . . . H8AA H 1.0420 0.5163 0.4255 0.044 Uiso 1 1 calc R . . C9A C 0.91868(15) 0.43441(12) 0.41458(10) 0.0331(5) Uani 1 1 d . . . H9AA H 0.9586 0.3993 0.4510 0.040 Uiso 1 1 calc R . . C10A C 0.55950(14) 0.30425(10) 0.30014(9) 0.0254(4) Uani 1 1 d . . . C11A C 0.55665(15) 0.23710(11) 0.34239(9) 0.0260(4) Uani 1 1 d . . . C12A C 0.47444(15) 0.17732(11) 0.31911(10) 0.0279(4) Uani 1 1 d . . . C13A C 0.39794(15) 0.18950(11) 0.25288(10) 0.0310(5) Uani 1 1 d . . . H13A H 0.3417 0.1502 0.2362 0.037 Uiso 1 1 calc R . . C14A C 0.39791(15) 0.25610(11) 0.20868(10) 0.0285(4) Uani 1 1 d . . . C15A C 0.47992(14) 0.31246(11) 0.23341(9) 0.0264(4) Uani 1 1 d . . . H15A H 0.4827 0.3579 0.2047 0.032 Uiso 1 1 calc R . . C16A C 0.47256(16) 0.10172(11) 0.36416(10) 0.0336(5) Uani 1 1 d . . . C17A C 0.44986(18) 0.12280(12) 0.43702(11) 0.0436(6) Uani 1 1 d . . . H17A H 0.4489 0.0743 0.4649 0.065 Uiso 1 1 calc R . . H17B H 0.3766 0.1495 0.4289 0.065 Uiso 1 1 calc R . . H17C H 0.5095 0.1581 0.4638 0.065 Uiso 1 1 calc R . . C18A C 0.58606(17) 0.05782(12) 0.37649(12) 0.0444(6) Uani 1 1 d . . . H18A H 0.5842 0.0099 0.4051 0.067 Uiso 1 1 calc R . . H18B H 0.6472 0.0925 0.4024 0.067 Uiso 1 1 calc R . . H18C H 0.5991 0.0430 0.3298 0.067 Uiso 1 1 calc R . . C19A C 0.37939(19) 0.04449(13) 0.32515(12) 0.0515(6) Uani 1 1 d . . . H19A H 0.3802 -0.0028 0.3549 0.077 Uiso 1 1 calc R . . H19B H 0.3928 0.0291 0.2787 0.077 Uiso 1 1 calc R . . H19C H 0.3058 0.0707 0.3169 0.077 Uiso 1 1 calc R . . C20A C 0.31052(16) 0.26318(11) 0.13580(10) 0.0330(5) Uani 1 1 d . . . C21A C 0.19213(16) 0.26430(14) 0.14825(12) 0.0490(6) Uani 1 1 d . . . H21A H 0.1851 0.3098 0.1786 0.073 Uiso 1 1 calc R . . H21B H 0.1795 0.2152 0.1724 0.073 Uiso 1 1 calc R . . H21C H 0.1359 0.2686 0.1017 0.073 Uiso 1 1 calc R . . C22A C 0.32528(18) 0.33897(12) 0.09538(11) 0.0437(6) Uani 1 1 d . . . H22A H 0.3183 0.3852 0.1249 0.066 Uiso 1 1 calc R . . H22B H 0.2669 0.3413 0.0496 0.066 Uiso 1 1 calc R . . H22C H 0.4001 0.3390 0.0856 0.066 Uiso 1 1 calc R . . C23A C 0.32192(19) 0.19158(13) 0.08796(11) 0.0498(6) Uani 1 1 d . . . H23A H 0.2660 0.1961 0.0413 0.075 Uiso 1 1 calc R . . H23B H 0.3089 0.1424 0.1119 0.075 Uiso 1 1 calc R . . H23C H 0.3980 0.1908 0.0803 0.075 Uiso 1 1 calc R . . O1S O 0.49523(14) 0.67227(9) 0.51659(8) 0.0418(4) Uani 1 1 d D . . H1S H 0.4595(17) 0.7058(13) 0.5348(13) 0.097(11) Uiso 1 1 d D . . H2S H 0.5587(11) 0.6683(15) 0.5449(12) 0.091(11) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0372(8) 0.0267(8) 0.0298(7) -0.0034(6) 0.0103(6) -0.0045(6) C1 0.0279(10) 0.0219(10) 0.0273(10) 0.0003(8) 0.0072(8) 0.0023(8) N2 0.0325(9) 0.0241(9) 0.0292(9) -0.0012(7) 0.0115(7) -0.0025(7) C3 0.0300(11) 0.0253(11) 0.0334(11) 0.0048(8) 0.0117(9) 0.0030(8) C4 0.0287(11) 0.0285(11) 0.0338(11) 0.0053(9) 0.0073(9) 0.0008(9) N5 0.0332(9) 0.0262(9) 0.0304(9) 0.0008(7) 0.0083(7) -0.0020(7) C6 0.0379(12) 0.0335(12) 0.0382(12) 0.0055(9) 0.0169(10) 0.0056(9) C7 0.0372(12) 0.0431(14) 0.0466(14) 0.0139(11) 0.0199(11) 0.0034(10) C8 0.0387(13) 0.0348(13) 0.0551(15) 0.0110(11) 0.0133(11) -0.0045(10) C9 0.0405(12) 0.0327(12) 0.0413(13) 0.0035(9) 0.0088(10) -0.0069(9) C10 0.0257(10) 0.0225(10) 0.0278(10) 0.0008(8) 0.0091(8) 0.0020(8) C11 0.0260(10) 0.0211(10) 0.0283(10) -0.0014(8) 0.0054(8) 0.0030(8) C12 0.0295(10) 0.0287(11) 0.0266(10) 0.0002(8) 0.0100(9) 0.0033(8) C13 0.0337(11) 0.0265(11) 0.0315(11) 0.0011(8) 0.0153(9) -0.0008(8) C14 0.0323(11) 0.0236(10) 0.0295(11) -0.0012(8) 0.0117(9) 0.0008(8) C15 0.0313(11) 0.0256(11) 0.0260(10) -0.0012(8) 0.0104(9) 0.0019(8) C16 0.0382(12) 0.0377(12) 0.0261(11) -0.0028(9) 0.0112(9) -0.0032(9) C17 0.0431(13) 0.0564(15) 0.0338(12) -0.0125(10) 0.0142(10) 0.0007(11) C18 0.0470(14) 0.0496(14) 0.0310(12) 0.0023(10) 0.0044(10) 0.0027(11) C19 0.0747(17) 0.0614(16) 0.0322(13) -0.0033(11) 0.0264(12) -0.0215(13) C20 0.0436(12) 0.0287(12) 0.0344(12) -0.0044(9) 0.0178(10) -0.0090(9) C21 0.107(2) 0.0283(13) 0.0432(14) -0.0027(10) 0.0281(14) -0.0116(12) C22 0.0492(13) 0.0360(13) 0.0336(12) -0.0081(9) 0.0158(10) -0.0117(10) C23 0.0512(15) 0.0558(16) 0.0791(19) -0.0318(13) 0.0342(14) -0.0268(12) O1A 0.0323(8) 0.0312(8) 0.0282(7) 0.0005(6) 0.0042(6) -0.0025(6) C1A 0.0273(10) 0.0244(10) 0.0229(10) -0.0017(8) 0.0068(8) 0.0008(8) N2A 0.0253(8) 0.0277(9) 0.0261(9) -0.0012(7) 0.0013(7) -0.0005(7) C3A 0.0238(10) 0.0269(11) 0.0264(10) -0.0059(8) 0.0057(8) -0.0015(8) C4A 0.0264(10) 0.0295(11) 0.0252(10) -0.0040(8) 0.0069(8) -0.0001(8) N5A 0.0275(9) 0.0285(9) 0.0251(9) -0.0026(7) 0.0033(7) -0.0022(7) C6A 0.0323(11) 0.0302(11) 0.0319(11) -0.0021(9) 0.0070(9) -0.0005(9) C7A 0.0335(12) 0.0337(12) 0.0391(12) -0.0037(9) 0.0095(10) -0.0077(9) C8A 0.0271(11) 0.0429(13) 0.0362(12) -0.0063(10) 0.0021(9) -0.0052(9) C9A 0.0303(11) 0.0376(12) 0.0288(11) -0.0016(9) 0.0026(9) 0.0001(9) C10A 0.0251(10) 0.0255(11) 0.0265(10) -0.0050(8) 0.0083(8) -0.0008(8) C11A 0.0264(10) 0.0285(11) 0.0231(10) -0.0035(8) 0.0065(8) 0.0030(8) C12A 0.0317(11) 0.0255(11) 0.0283(11) -0.0032(8) 0.0110(9) -0.0001(8) C13A 0.0303(11) 0.0299(11) 0.0335(12) -0.0071(9) 0.0096(9) -0.0060(8) C14A 0.0268(10) 0.0313(11) 0.0278(11) -0.0058(8) 0.0076(8) -0.0012(8) C15A 0.0272(10) 0.0263(11) 0.0259(10) -0.0016(8) 0.0072(8) 0.0015(8) C16A 0.0411(12) 0.0275(11) 0.0332(12) -0.0005(9) 0.0115(10) -0.0053(9) C17A 0.0558(14) 0.0404(14) 0.0403(13) 0.0019(10) 0.0226(11) -0.0051(10) C18A 0.0573(15) 0.0296(13) 0.0491(14) 0.0027(10) 0.0188(12) 0.0063(10) C19A 0.0625(16) 0.0394(14) 0.0504(14) 0.0036(11) 0.0101(12) -0.0197(11) C20A 0.0300(11) 0.0345(12) 0.0321(11) -0.0052(9) 0.0036(9) -0.0044(9) C21A 0.0324(12) 0.0646(16) 0.0460(14) 0.0042(11) 0.0029(11) -0.0023(11) C22A 0.0434(13) 0.0494(15) 0.0327(12) 0.0014(10) -0.0009(10) -0.0065(10) C23A 0.0538(15) 0.0509(15) 0.0352(13) -0.0119(11) -0.0058(11) 0.0032(11) O1S 0.0422(10) 0.0436(10) 0.0374(9) -0.0103(7) 0.0059(8) 0.0090(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C11 1.366(2) . ? O1 H1 0.8400 . ? C1 N5 1.328(2) . ? C1 N2 1.363(2) . ? C1 C10 1.460(2) . ? N2 C3 1.381(2) . ? N2 H2A 0.8800 . ? C3 C6 1.391(3) . ? C3 C4 1.400(3) . ? C4 N5 1.391(2) . ? C4 C9 1.400(3) . ? C6 C7 1.378(3) . ? C6 H6A 0.9500 . ? C7 C8 1.404(3) . ? C7 H7A 0.9500 . ? C8 C9 1.382(3) . ? C8 H8A 0.9500 . ? C9 H9A 0.9500 . ? C10 C15 1.402(2) . ? C10 C11 1.403(2) . ? C11 C12 1.409(2) . ? C12 C13 1.391(2) . ? C12 C16 1.541(3) . ? C13 C14 1.401(2) . ? C13 H13B 0.9500 . ? C14 C15 1.383(2) . ? C14 C20 1.535(3) . ? C15 H15B 0.9500 . ? C16 C19 1.530(3) . ? C16 C18 1.537(3) . ? C16 C17 1.537(3) . ? C17 H17D 0.9800 . ? C17 H17E 0.9800 . ? C17 H17F 0.9800 . ? C18 H18D 0.9800 . ? C18 H18E 0.9800 . ? C18 H18F 0.9800 . ? C19 H19D 0.9800 . ? C19 H19E 0.9800 . ? C19 H19F 0.9800 . ? C20 C21 1.526(3) . ? C20 C23 1.530(3) . ? C20 C22 1.531(3) . ? C21 H21D 0.9800 . ? C21 H21E 0.9800 . ? C21 H21F 0.9800 . ? C22 H22D 0.9800 . ? C22 H22E 0.9800 . ? C22 H22F 0.9800 . ? C23 H23D 0.9800 . ? C23 H23E 0.9800 . ? C23 H23F 0.9800 . ? O1A C11A 1.378(2) . ? O1A H1A 0.8400 . ? C1A N5A 1.329(2) . ? C1A N2A 1.358(2) . ? C1A C10A 1.459(2) . ? N2A C3A 1.386(2) . ? N2A H2AA 0.8800 . ? C3A C6A 1.387(2) . ? C3A C4A 1.407(2) . ? C4A C9A 1.390(2) . ? C4A N5A 1.392(2) . ? C6A C7A 1.381(2) . ? C6A H6AA 0.9500 . ? C7A C8A 1.398(3) . ? C7A H7AA 0.9500 . ? C8A C9A 1.378(3) . ? C8A H8AA 0.9500 . ? C9A H9AA 0.9500 . ? C10A C11A 1.398(2) . ? C10A C15A 1.403(2) . ? C11A C12A 1.414(2) . ? C12A C13A 1.387(3) . ? C12A C16A 1.543(3) . ? C13A C14A 1.407(3) . ? C13A H13A 0.9500 . ? C14A C15A 1.376(2) . ? C14A C20A 1.532(3) . ? C15A H15A 0.9500 . ? C16A C17A 1.533(3) . ? C16A C19A 1.535(3) . ? C16A C18A 1.539(3) . ? C17A H17A 0.9800 . ? C17A H17B 0.9800 . ? C17A H17C 0.9800 . ? C18A H18A 0.9800 . ? C18A H18B 0.9800 . ? C18A H18C 0.9800 . ? C19A H19A 0.9800 . ? C19A H19B 0.9800 . ? C19A H19C 0.9800 . ? C20A C21A 1.528(3) . ? C20A C22A 1.529(3) . ? C20A C23A 1.544(3) . ? C21A H21A 0.9800 . ? C21A H21B 0.9800 . ? C21A H21C 0.9800 . ? C22A H22A 0.9800 . ? C22A H22B 0.9800 . ? C22A H22C 0.9800 . ? C23A H23A 0.9800 . ? C23A H23B 0.9800 . ? C23A H23C 0.9800 . ? O1S H1S 0.84(2) . ? O1S H2S 0.83(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 O1 H1 109.5 . . ? N5 C1 N2 112.00(15) . . ? N5 C1 C10 123.14(16) . . ? N2 C1 C10 124.80(16) . . ? C1 N2 C3 107.52(15) . . ? C1 N2 H2A 126.2 . . ? C3 N2 H2A 126.2 . . ? N2 C3 C6 131.94(18) . . ? N2 C3 C4 105.52(16) . . ? C6 C3 C4 122.53(18) . . ? N5 C4 C9 130.38(18) . . ? N5 C4 C3 109.38(16) . . ? C9 C4 C3 120.23(18) . . ? C1 N5 C4 105.58(15) . . ? C7 C6 C3 116.60(19) . . ? C7 C6 H6A 121.7 . . ? C3 C6 H6A 121.7 . . ? C6 C7 C8 121.68(19) . . ? C6 C7 H7A 119.2 . . ? C8 C7 H7A 119.2 . . ? C9 C8 C7 121.67(19) . . ? C9 C8 H8A 119.2 . . ? C7 C8 H8A 119.2 . . ? C8 C9 C4 117.3(2) . . ? C8 C9 H9A 121.4 . . ? C4 C9 H9A 121.4 . . ? C15 C10 C11 119.65(16) . . ? C15 C10 C1 121.16(16) . . ? C11 C10 C1 119.16(16) . . ? O1 C11 C10 120.47(16) . . ? O1 C11 C12 118.76(16) . . ? C10 C11 C12 120.75(16) . . ? C13 C12 C11 116.80(17) . . ? C13 C12 C16 122.04(16) . . ? C11 C12 C16 121.16(16) . . ? C12 C13 C14 124.19(17) . . ? C12 C13 H13B 117.9 . . ? C14 C13 H13B 117.9 . . ? C15 C14 C13 117.30(17) . . ? C15 C14 C20 123.20(16) . . ? C13 C14 C20 119.50(16) . . ? C14 C15 C10 121.26(17) . . ? C14 C15 H15B 119.4 . . ? C10 C15 H15B 119.4 . . ? C19 C16 C18 107.64(17) . . ? C19 C16 C17 107.62(17) . . ? C18 C16 C17 109.67(16) . . ? C19 C16 C12 111.15(16) . . ? C18 C16 C12 110.32(15) . . ? C17 C16 C12 110.37(16) . . ? C16 C17 H17D 109.5 . . ? C16 C17 H17E 109.5 . . ? H17D C17 H17E 109.5 . . ? C16 C17 H17F 109.5 . . ? H17D C17 H17F 109.5 . . ? H17E C17 H17F 109.5 . . ? C16 C18 H18D 109.5 . . ? C16 C18 H18E 109.5 . . ? H18D C18 H18E 109.5 . . ? C16 C18 H18F 109.5 . . ? H18D C18 H18F 109.5 . . ? H18E C18 H18F 109.5 . . ? C16 C19 H19D 109.5 . . ? C16 C19 H19E 109.5 . . ? H19D C19 H19E 109.5 . . ? C16 C19 H19F 109.5 . . ? H19D C19 H19F 109.5 . . ? H19E C19 H19F 109.5 . . ? C21 C20 C23 110.23(18) . . ? C21 C20 C22 107.54(16) . . ? C23 C20 C22 108.37(18) . . ? C21 C20 C14 109.61(17) . . ? C23 C20 C14 108.77(16) . . ? C22 C20 C14 112.31(15) . . ? C20 C21 H21D 109.5 . . ? C20 C21 H21E 109.5 . . ? H21D C21 H21E 109.5 . . ? C20 C21 H21F 109.5 . . ? H21D C21 H21F 109.5 . . ? H21E C21 H21F 109.5 . . ? C20 C22 H22D 109.5 . . ? C20 C22 H22E 109.5 . . ? H22D C22 H22E 109.5 . . ? C20 C22 H22F 109.5 . . ? H22D C22 H22F 109.5 . . ? H22E C22 H22F 109.5 . . ? C20 C23 H23D 109.5 . . ? C20 C23 H23E 109.5 . . ? H23D C23 H23E 109.5 . . ? C20 C23 H23F 109.5 . . ? H23D C23 H23F 109.5 . . ? H23E C23 H23F 109.5 . . ? C11A O1A H1A 109.5 . . ? N5A C1A N2A 112.02(15) . . ? N5A C1A C10A 123.91(16) . . ? N2A C1A C10A 123.93(16) . . ? C1A N2A C3A 108.01(15) . . ? C1A N2A H2AA 126.0 . . ? C3A N2A H2AA 126.0 . . ? N2A C3A C6A 132.53(17) . . ? N2A C3A C4A 104.84(16) . . ? C6A C3A C4A 122.58(17) . . ? C9A C4A N5A 130.47(17) . . ? C9A C4A C3A 119.90(17) . . ? N5A C4A C3A 109.57(15) . . ? C1A N5A C4A 105.54(14) . . ? C7A C6A C3A 116.51(18) . . ? C7A C6A H6AA 121.7 . . ? C3A C6A H6AA 121.7 . . ? C6A C7A C8A 121.48(18) . . ? C6A C7A H7AA 119.3 . . ? C8A C7A H7AA 119.3 . . ? C9A C8A C7A 121.87(18) . . ? C9A C8A H8AA 119.1 . . ? C7A C8A H8AA 119.1 . . ? C8A C9A C4A 117.64(18) . . ? C8A C9A H9AA 121.2 . . ? C4A C9A H9AA 121.2 . . ? C11A C10A C15A 119.58(16) . . ? C11A C10A C1A 120.36(16) . . ? C15A C10A C1A 119.93(16) . . ? O1A C11A C10A 119.63(16) . . ? O1A C11A C12A 119.28(16) . . ? C10A C11A C12A 121.08(17) . . ? C13A C12A C11A 116.30(17) . . ? C13A C12A C16A 122.09(17) . . ? C11A C12A C16A 121.59(17) . . ? C12A C13A C14A 124.44(17) . . ? C12A C13A H13A 117.8 . . ? C14A C13A H13A 117.8 . . ? C15A C14A C13A 117.15(17) . . ? C15A C14A C20A 122.58(17) . . ? C13A C14A C20A 120.25(16) . . ? C14A C15A C10A 121.44(17) . . ? C14A C15A H15A 119.3 . . ? C10A C15A H15A 119.3 . . ? C17A C16A C19A 107.72(16) . . ? C17A C16A C18A 109.78(17) . . ? C19A C16A C18A 107.57(17) . . ? C17A C16A C12A 110.47(16) . . ? C19A C16A C12A 111.26(17) . . ? C18A C16A C12A 109.98(16) . . ? C16A C17A H17A 109.5 . . ? C16A C17A H17B 109.5 . . ? H17A C17A H17B 109.5 . . ? C16A C17A H17C 109.5 . . ? H17A C17A H17C 109.5 . . ? H17B C17A H17C 109.5 . . ? C16A C18A H18A 109.5 . . ? C16A C18A H18B 109.5 . . ? H18A C18A H18B 109.5 . . ? C16A C18A H18C 109.5 . . ? H18A C18A H18C 109.5 . . ? H18B C18A H18C 109.5 . . ? C16A C19A H19A 109.5 . . ? C16A C19A H19B 109.5 . . ? H19A C19A H19B 109.5 . . ? C16A C19A H19C 109.5 . . ? H19A C19A H19C 109.5 . . ? H19B C19A H19C 109.5 . . ? C21A C20A C22A 107.95(17) . . ? C21A C20A C14A 109.17(16) . . ? C22A C20A C14A 112.43(15) . . ? C21A C20A C23A 109.61(17) . . ? C22A C20A C23A 108.24(17) . . ? C14A C20A C23A 109.41(16) . . ? C20A C21A H21A 109.5 . . ? C20A C21A H21B 109.5 . . ? H21A C21A H21B 109.5 . . ? C20A C21A H21C 109.5 . . ? H21A C21A H21C 109.5 . . ? H21B C21A H21C 109.5 . . ? C20A C22A H22A 109.5 . . ? C20A C22A H22B 109.5 . . ? H22A C22A H22B 109.5 . . ? C20A C22A H22C 109.5 . . ? H22A C22A H22C 109.5 . . ? H22B C22A H22C 109.5 . . ? C20A C23A H23A 109.5 . . ? C20A C23A H23B 109.5 . . ? H23A C23A H23B 109.5 . . ? C20A C23A H23C 109.5 . . ? H23A C23A H23C 109.5 . . ? H23B C23A H23C 109.5 . . ? H1S O1S H2S 106.3(14) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 N5 0.84 1.77 2.539(2) 150.7 . O1A H1A N5A 0.84 1.85 2.6087(19) 149.6 . N2 H2A O1S 0.88 1.91 2.781(2) 170.2 . N2A H2AA O1 0.88 2.26 3.085(2) 155.8 . O1S H1S O1A 0.84(2) 2.075(11) 2.908(2) 169(3) 3_666 _diffrn_measured_fraction_theta_max 0.901 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.227 _refine_diff_density_min -0.277 _refine_diff_density_rms 0.069 #===END of CIF data_imohme _database_code_depnum_ccdc_archive 'CCDC 284613' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common PhOMeLH _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H36 N2 O3' _chemical_formula_weight 484.62 _refine_special_details ; Disorder in PhOMe group, all atoms except C6 and C11 modelled over 2 half occupied sites with isotropic adps and restraints. C30 tBu group also showed disorder and C32 and C33 were modelled over two partially occupied sites with occupancies 0.65 and 0.35 ; loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.954(8) _cell_length_b 14.412(9) _cell_length_c 14.086(12) _cell_angle_alpha 90.00 _cell_angle_beta 102.38(7) _cell_angle_gamma 90.00 _cell_volume 2767(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 33 _cell_measurement_theta_min 11.35 _cell_measurement_theta_max 13.4 _exptl_crystal_description Column _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.163 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe Stadi-4 four-circle' _diffrn_measurement_method \w-\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6076 _diffrn_reflns_av_R_equivalents 0.333 _diffrn_reflns_av_sigmaI/netI 0.095 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 26.11 _reflns_number_total 5477 _reflns_number_gt 2999 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Stoe STADI-4 (Stoe, 1996a)' _computing_cell_refinement 'Stoe STADI-4 (Stoe, 1996a)' _computing_data_reduction 'Stoe X-RED (Stoe, 1996b)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0291P)^2^+16.1112P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5477 _refine_ls_number_parameters 308 _refine_ls_number_restraints 82 _refine_ls_R_factor_all 0.2163 _refine_ls_R_factor_gt 0.1221 _refine_ls_wR_factor_ref 0.2999 _refine_ls_wR_factor_gt 0.2171 _refine_ls_goodness_of_fit_ref 1.184 _refine_ls_restrained_S_all 1.242 _refine_ls_shift/su_max 0.004 _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 C1 C -0.0935(4) 0.8965(4) 0.1426(4) 0.0249(13) Uani 1 1 d . . . N2 N -0.0931(4) 0.8683(3) 0.0509(4) 0.0273(12) Uani 1 1 d . . . H2 H -0.1270 0.8932 -0.0030 0.033 Uiso 1 1 calc R . . C3 C -0.0296(5) 0.7934(4) 0.0570(5) 0.0290(14) Uani 1 1 d . B . C4 C 0.0074(5) 0.7804(4) 0.1537(4) 0.0276(14) Uani 1 1 d . . . N5 N -0.0335(4) 0.8439(3) 0.2068(4) 0.0254(11) Uani 1 1 d . . . C6 C -0.0158(4) 0.7459(4) -0.0322(4) 0.0297(14) Uiso 1 1 d D . . C11 C -0.0318(6) 0.6512(5) -0.0448(5) 0.050(2) Uiso 1 1 d D B . H11 H -0.0610 0.6140 -0.0031 0.060 Uiso 1 1 calc R A 1 C7 C 0.0029(11) 0.8043(9) -0.1057(7) 0.029(3) Uiso 0.50 1 d PD B 1 H7A H 0.0044 0.8697 -0.0971 0.035 Uiso 0.50 1 calc PR B 1 C8 C 0.0192(11) 0.7658(9) -0.1912(9) 0.041(4) Uiso 0.50 1 d PD B 1 H8A H 0.0289 0.8047 -0.2428 0.049 Uiso 0.50 1 calc PR B 1 C9 C 0.0213(12) 0.6702(9) -0.2005(10) 0.039(4) Uiso 0.50 1 d PD B 1 C10 C -0.0001(13) 0.6164(11) -0.1257(8) 0.045(5) Uiso 0.50 1 d PD B 1 H10A H 0.0074 0.5511 -0.1298 0.054 Uiso 0.50 1 calc PR B 1 O3 O 0.0440(8) 0.6302(8) -0.2815(8) 0.049(3) Uiso 0.50 1 d PD B 1 C25 C 0.0513(14) 0.5297(9) -0.2841(14) 0.061(5) Uiso 0.50 1 d PD B 1 H25A H 0.0682 0.5106 -0.3452 0.091 Uiso 0.50 1 calc PR B 1 H25B H -0.0117 0.5022 -0.2794 0.091 Uiso 0.50 1 calc PR B 1 H25C H 0.1024 0.5086 -0.2293 0.091 Uiso 0.50 1 calc PR B 1 C7' C 0.0297(10) 0.7821(9) -0.1019(8) 0.032(4) Uiso 0.50 1 d PD B 2 H7'A H 0.0513 0.8448 -0.0955 0.039 Uiso 0.50 1 calc PR B 2 C8' C 0.0455(9) 0.7313(8) -0.1806(8) 0.026(3) Uiso 0.50 1 d PD B 2 H8'A H 0.0738 0.7601 -0.2288 0.031 Uiso 0.50 1 calc PR B 2 C9' C 0.0199(9) 0.6383(8) -0.1886(9) 0.022(3) Uiso 0.50 1 d PD B 2 C10' C -0.0270(11) 0.5951(9) -0.1237(7) 0.034(4) Uiso 0.50 1 d PD B 2 H10B H -0.0529 0.5340 -0.1321 0.041 Uiso 0.50 1 calc PR B 2 O3' O 0.0398(8) 0.5844(10) -0.2623(8) 0.046(3) Uiso 0.50 1 d PD B 2 C25' C 0.1057(15) 0.6140(17) -0.3186(16) 0.099(8) Uiso 0.50 1 d PD B 2 H25D H 0.1097 0.5670 -0.3679 0.148 Uiso 0.50 1 calc PR B 2 H25E H 0.1708 0.6230 -0.2766 0.148 Uiso 0.50 1 calc PR B 2 H25F H 0.0827 0.6727 -0.3507 0.148 Uiso 0.50 1 calc PR B 2 O2 O 0.3081(3) 0.5518(3) 0.3645(3) 0.0397(12) Uani 1 1 d . . . C12 C 0.0846(5) 0.7168(4) 0.2046(4) 0.0269(14) Uani 1 1 d . . . C13 C 0.1008(6) 0.7079(5) 0.3057(5) 0.0423(18) Uani 1 1 d . . . H13 H 0.0599 0.7404 0.3404 0.051 Uiso 1 1 calc R . . C14 C 0.1757(6) 0.6524(6) 0.3558(5) 0.050(2) Uani 1 1 d . . . H14 H 0.1858 0.6474 0.4245 0.060 Uiso 1 1 calc R . . C15 C 0.2356(4) 0.6043(5) 0.3070(4) 0.0295(14) Uani 1 1 d . . . C16 C 0.2202(5) 0.6110(5) 0.2083(5) 0.0395(17) Uani 1 1 d . . . H16 H 0.2602 0.5768 0.1741 0.047 Uiso 1 1 calc R . . C17 C 0.1464(5) 0.6677(5) 0.1577(5) 0.0388(17) Uani 1 1 d . . . H17 H 0.1378 0.6731 0.0892 0.047 Uiso 1 1 calc R . . C18 C -0.1488(4) 0.9757(4) 0.1671(4) 0.0254(13) Uani 1 1 d . . . C19 C -0.1424(4) 0.9998(4) 0.2643(4) 0.0262(13) Uani 1 1 d . . . O1 O -0.0854(3) 0.9508(3) 0.3366(3) 0.0321(11) Uani 1 1 d . . . H1A H -0.0596 0.9063 0.3129 0.048 Uiso 1 1 calc R . . C20 C -0.1946(5) 1.0762(4) 0.2898(5) 0.0304(15) Uani 1 1 d . . . C21 C -0.2519(5) 1.1266(5) 0.2130(5) 0.0378(17) Uani 1 1 d . . . H21 H -0.2874 1.1787 0.2283 0.045 Uiso 1 1 calc R . . C22 C -0.2597(4) 1.1040(5) 0.1141(5) 0.0322(15) Uani 1 1 d . C . C23 C -0.2080(4) 1.0287(4) 0.0927(4) 0.0261(14) Uani 1 1 d . . . H23 H -0.2121 1.0120 0.0267 0.031 Uiso 1 1 calc R . . C24 C 0.3639(5) 0.4913(6) 0.3159(5) 0.048(2) Uani 1 1 d . . . H24A H 0.4124 0.4576 0.3643 0.071 Uiso 1 1 calc R . . H24B H 0.3976 0.5280 0.2745 0.071 Uiso 1 1 calc R . . H24C H 0.3197 0.4468 0.2758 0.071 Uiso 1 1 calc R . . C26 C -0.1869(6) 1.1051(6) 0.3961(5) 0.049(2) Uani 1 1 d . . . C27 C -0.2500(8) 1.1912(7) 0.4047(6) 0.078(3) Uani 1 1 d . . . H27A H -0.2276 1.2435 0.3707 0.118 Uiso 1 1 calc R . . H27B H -0.2437 1.2070 0.4734 0.118 Uiso 1 1 calc R . . H27C H -0.3189 1.1777 0.3754 0.118 Uiso 1 1 calc R . . C28 C -0.0804(7) 1.1285(6) 0.4441(6) 0.063(3) Uani 1 1 d . . . H28A H -0.0573 1.1792 0.4085 0.095 Uiso 1 1 calc R . . H28B H -0.0392 1.0736 0.4429 0.095 Uiso 1 1 calc R . . H28C H -0.0768 1.1475 0.5116 0.095 Uiso 1 1 calc R . . C29 C -0.2245(7) 1.0254(6) 0.4518(6) 0.066(3) Uani 1 1 d . . . H29A H -0.2929 1.0114 0.4211 0.100 Uiso 1 1 calc R . . H29B H -0.2204 1.0441 0.5194 0.100 Uiso 1 1 calc R . . H29C H -0.1841 0.9701 0.4501 0.100 Uiso 1 1 calc R . . C30 C -0.3241(5) 1.1631(5) 0.0351(5) 0.047(2) Uani 1 1 d D . . C31 C -0.3069(6) 1.1418(6) -0.0664(5) 0.057(2) Uani 1 1 d D C . H31A H -0.2394 1.1581 -0.0692 0.086 Uiso 1 1 calc R . . H31B H -0.3527 1.1782 -0.1148 0.086 Uiso 1 1 calc R . . H31C H -0.3178 1.0756 -0.0803 0.086 Uiso 1 1 calc R . . C32 C -0.3229(10) 1.2663(6) 0.0528(9) 0.061(4) Uiso 0.65 1 d PD C 1 H32A H -0.3881 1.2866 0.0598 0.091 Uiso 0.65 1 calc PR C 1 H32B H -0.3053 1.2986 -0.0022 0.091 Uiso 0.65 1 calc PR C 1 H32C H -0.2746 1.2808 0.1124 0.091 Uiso 0.65 1 calc PR C 1 C33 C -0.4313(7) 1.1250(8) 0.0258(8) 0.048(3) Uiso 0.65 1 d PD C 1 H33A H -0.4318 1.0577 0.0155 0.071 Uiso 0.65 1 calc PR C 1 H33B H -0.4751 1.1548 -0.0294 0.071 Uiso 0.65 1 calc PR C 1 H33C H -0.4539 1.1386 0.0856 0.071 Uiso 0.65 1 calc PR C 1 C32' C -0.2796(14) 1.2641(8) 0.0533(13) 0.037(5) Uiso 0.35 1 d PD C 2 H32D H -0.2090 1.2620 0.0552 0.055 Uiso 0.35 1 calc PR C 2 H32E H -0.2905 1.2877 0.1154 0.055 Uiso 0.35 1 calc PR C 2 H32F H -0.3117 1.3051 0.0006 0.055 Uiso 0.35 1 calc PR C 2 C33' C -0.4312(9) 1.1755(18) 0.0412(17) 0.081(9) Uiso 0.35 1 d PD C 2 H33D H -0.4643 1.1151 0.0335 0.122 Uiso 0.35 1 calc PR C 2 H33E H -0.4637 1.2174 -0.0106 0.122 Uiso 0.35 1 calc PR C 2 H33F H -0.4344 1.2019 0.1045 0.122 Uiso 0.35 1 calc PR C 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 C1 0.027(3) 0.020(3) 0.027(3) 0.000(3) 0.004(3) -0.006(3) N2 0.032(3) 0.025(3) 0.022(3) 0.004(2) 0.002(2) -0.003(2) C3 0.032(3) 0.023(3) 0.031(3) -0.004(3) 0.005(3) -0.005(3) C4 0.034(3) 0.028(3) 0.026(3) 0.000(3) 0.017(3) -0.002(3) N5 0.026(3) 0.021(3) 0.029(3) 0.002(2) 0.005(2) 0.002(2) O2 0.037(3) 0.050(3) 0.028(2) -0.007(2) -0.002(2) 0.019(2) C12 0.031(3) 0.020(3) 0.030(3) 0.000(3) 0.006(3) -0.003(3) C13 0.054(5) 0.046(4) 0.027(4) 0.003(3) 0.008(3) 0.021(4) C14 0.058(5) 0.063(5) 0.025(4) -0.004(4) 0.001(3) 0.031(4) C15 0.027(3) 0.032(4) 0.027(3) -0.002(3) 0.000(3) 0.006(3) C16 0.040(4) 0.045(4) 0.037(4) -0.003(3) 0.016(3) 0.013(3) C17 0.040(4) 0.051(5) 0.025(3) 0.001(3) 0.006(3) 0.017(4) C18 0.023(3) 0.020(3) 0.032(3) 0.003(3) 0.004(3) -0.001(3) C19 0.021(3) 0.027(3) 0.028(3) 0.004(3) 0.000(3) -0.001(3) O1 0.038(3) 0.027(2) 0.028(2) -0.001(2) 0.001(2) 0.009(2) C20 0.033(3) 0.025(3) 0.035(4) 0.006(3) 0.010(3) 0.008(3) C21 0.032(4) 0.036(4) 0.049(4) 0.010(3) 0.016(3) 0.015(3) C22 0.023(3) 0.038(4) 0.035(4) 0.012(3) 0.007(3) 0.004(3) C23 0.022(3) 0.028(3) 0.028(3) 0.004(3) 0.005(3) -0.003(3) C24 0.040(4) 0.065(5) 0.036(4) -0.003(4) 0.002(3) 0.022(4) C26 0.071(6) 0.043(5) 0.037(4) 0.009(4) 0.020(4) 0.030(4) C27 0.112(8) 0.079(7) 0.050(5) 0.005(5) 0.029(5) 0.065(6) C28 0.090(7) 0.050(5) 0.041(5) -0.009(4) -0.007(4) 0.023(5) C29 0.089(7) 0.070(6) 0.052(5) 0.021(5) 0.043(5) 0.040(5) C30 0.034(4) 0.061(5) 0.045(4) 0.026(4) 0.009(3) 0.021(4) C31 0.069(6) 0.052(5) 0.045(5) 0.019(4) 0.000(4) 0.012(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N5 1.330(8) . ? C1 N2 1.355(8) . ? C1 C18 1.460(8) . ? N2 C3 1.387(8) . ? C3 C4 1.363(9) . ? C3 C6 1.479(8) . ? C4 N5 1.381(8) . ? C4 C12 1.477(9) . ? C6 C7' 1.381(7) . ? C6 C11 1.388(6) . ? C6 C7 1.401(7) . ? C11 C10' 1.387(8) . ? C11 C10 1.400(8) . ? C7 C8 1.388(8) . ? C8 C9 1.384(8) . ? C9 O3 1.374(17) . ? C9 C10 1.391(8) . ? O3 C25 1.453(10) . ? C7' C8' 1.385(8) . ? C8' C9' 1.385(8) . ? C9' O3' 1.371(16) . ? C9' C10' 1.382(8) . ? O3' C25' 1.404(10) . ? O2 C15 1.378(7) . ? O2 C24 1.436(8) . ? C12 C17 1.387(9) . ? C12 C13 1.399(9) . ? C13 C14 1.383(10) . ? C14 C15 1.378(9) . ? C15 C16 1.365(9) . ? C16 C17 1.386(9) . ? C18 C19 1.397(9) . ? C18 C23 1.411(8) . ? C19 O1 1.350(7) . ? C19 C20 1.408(9) . ? C20 C21 1.402(9) . ? C20 C26 1.536(10) . ? C21 C22 1.411(10) . ? C22 C23 1.372(9) . ? C22 C30 1.530(9) . ? C26 C28 1.531(12) . ? C26 C27 1.541(10) . ? C26 C29 1.545(11) . ? C30 C32 1.508(8) . ? C30 C33' 1.526(9) . ? C30 C31 1.531(7) . ? C30 C33 1.573(8) . ? C30 C32' 1.582(9) . ? 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 N5 C1 N2 110.2(5) . . ? N5 C1 C18 125.0(5) . . ? N2 C1 C18 124.7(5) . . ? C1 N2 C3 107.9(5) . . ? C4 C3 N2 105.6(5) . . ? C4 C3 C6 134.0(6) . . ? N2 C3 C6 120.3(5) . . ? C3 C4 N5 109.7(6) . . ? C3 C4 C12 130.7(6) . . ? N5 C4 C12 119.4(5) . . ? C1 N5 C4 106.5(5) . . ? C7' C6 C11 111.5(8) . . ? C11 C6 C7 123.1(8) . . ? C7' C6 C3 126.3(7) . . ? C11 C6 C3 121.1(5) . . ? C7 C6 C3 115.4(7) . . ? C10' C11 C6 129.9(8) . . ? C6 C11 C10 112.7(9) . . ? C8 C7 C6 119.5(11) . . ? C9 C8 C7 119.4(13) . . ? O3 C9 C8 120.6(12) . . ? O3 C9 C10 121.3(11) . . ? C8 C9 C10 118.1(13) . . ? C9 C10 C11 124.9(13) . . ? C9 O3 C25 117.9(14) . . ? C6 C7' C8' 123.1(11) . . ? C9' C8' C7' 119.6(11) . . ? O3' C9' C10' 116.5(10) . . ? O3' C9' C8' 121.3(11) . . ? C10' C9' C8' 122.2(11) . . ? C9' C10' C11 112.3(11) . . ? C9' O3' C25' 121.2(15) . . ? C15 O2 C24 117.3(5) . . ? C17 C12 C13 117.1(6) . . ? C17 C12 C4 123.2(6) . . ? C13 C12 C4 119.5(6) . . ? C14 C13 C12 120.8(6) . . ? C15 C14 C13 120.6(6) . . ? C16 C15 C14 119.5(6) . . ? C16 C15 O2 124.9(6) . . ? C14 C15 O2 115.6(6) . . ? C15 C16 C17 120.2(6) . . ? C16 C17 C12 121.7(6) . . ? C19 C18 C23 119.8(6) . . ? C19 C18 C1 119.9(5) . . ? C23 C18 C1 120.2(6) . . ? O1 C19 C18 120.9(6) . . ? O1 C19 C20 118.0(5) . . ? C18 C19 C20 121.0(6) . . ? C21 C20 C19 116.7(6) . . ? C21 C20 C26 121.4(6) . . ? C19 C20 C26 121.9(6) . . ? C20 C21 C22 123.5(6) . . ? C23 C22 C21 117.8(6) . . ? C23 C22 C30 122.3(6) . . ? C21 C22 C30 119.9(6) . . ? C22 C23 C18 121.1(6) . . ? C28 C26 C20 110.4(6) . . ? C28 C26 C27 107.8(8) . . ? C20 C26 C27 111.9(6) . . ? C28 C26 C29 110.0(7) . . ? C20 C26 C29 109.4(7) . . ? C27 C26 C29 107.2(7) . . ? C32 C30 C33' 81.4(10) . . ? C32 C30 C22 116.4(7) . . ? C33' C30 C22 117.0(11) . . ? C32 C30 C31 110.7(7) . . ? C33' C30 C31 115.3(9) . . ? C22 C30 C31 112.6(6) . . ? C32 C30 C33 109.5(7) . . ? C22 C30 C33 105.4(6) . . ? C31 C30 C33 100.9(6) . . ? C33' C30 C32' 103.8(9) . . ? C22 C30 C32' 104.2(9) . . ? C31 C30 C32' 101.6(7) . . ? C33 C30 C32' 131.9(9) . . ? 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 O2 0.88 2.05 2.928(7) 173 4_575 O1 H1A N5 0.84 1.85 2.609(7) 150 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.11 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.73 _refine_diff_density_min -0.61 _refine_diff_density_rms 0.08 #===END of CIF data_CUBIMO _database_code_depnum_ccdc_archive 'CCDC 284614' _refine_special_details ; Restraints on angles and distances were applied to each MeCN solvent molecule. One MeCN shows a departure from linearity (the CCN angle is 170). Atoms of 2 MeCN molecules modelled with isotropic adps. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (Cu(BzL)2).4CH3CN _chemical_melting_point ? _chemical_formula_moiety 'Cu C42 H50 O2 N4, 4(C2 H3 N)' _chemical_formula_sum 'C50 H62 Cu N8 O2' _chemical_formula_weight 870.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0084(3) _cell_length_b 13.0262(4) _cell_length_c 20.3503(8) _cell_angle_alpha 94.968(2) _cell_angle_beta 93.835(2) _cell_angle_gamma 112.255(3) _cell_volume 2431.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 27714 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 26.37 _exptl_crystal_description plate _exptl_crystal_colour 'light brown' _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.189 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 926 _exptl_absorpt_coefficient_mu 0.495 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.958 _exptl_absorpt_correction_T_max 0.987 _exptl_absorpt_process_details 'SORTAV (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius kappaCCD area detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 39596 _diffrn_reflns_av_R_equivalents 0.105 _diffrn_reflns_av_sigmaI/netI 0.115 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 26.42 _reflns_number_total 9891 _reflns_number_gt 5967 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Hooft, 1998); DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'DENZO and COLLECT' _computing_data_reduction 'DENZO and COLLECT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97; PLATON (Spek, 2001)' _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^)+(0.086P)^2^+0.393P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'Geometrically calculated; except delta-F synthesis for MeCN' _refine_ls_hydrogen_treatment 'Riding model; MeCN rigid rotating group' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9891 _refine_ls_number_parameters 524 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.124 _refine_ls_R_factor_gt 0.0636 _refine_ls_wR_factor_ref 0.176 _refine_ls_wR_factor_gt 0.148 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.009 _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 Cu1 Cu 0.47890(4) 0.47219(4) 0.29997(2) 0.02793(15) Uani 1 1 d . . . C1 C 0.3425(4) 0.4483(3) 0.16582(17) 0.0281(8) Uani 1 1 d . . . O1 O 0.4144(3) 0.3211(2) 0.25845(12) 0.0302(6) Uani 1 1 d . . . N2 N 0.2674(3) 0.4897(2) 0.12457(15) 0.0295(7) Uani 1 1 d . . . H2A H 0.2350 0.4638 0.0827 0.035 Uiso 1 1 calc R . . C3 C 0.2509(4) 0.5792(3) 0.15958(18) 0.0287(8) Uani 1 1 d . . . C4 C 0.3206(3) 0.5916(3) 0.22293(17) 0.0267(8) Uani 1 1 d . . . N5 N 0.3770(3) 0.5082(2) 0.22623(14) 0.0278(7) Uani 1 1 d . . . C6 C 0.3270(4) 0.6764(3) 0.27031(19) 0.0319(9) Uani 1 1 d . . . H6A H 0.3758 0.6860 0.3134 0.038 Uiso 1 1 calc R . . C7 C 0.2601(4) 0.7466(3) 0.2528(2) 0.0360(9) Uani 1 1 d . . . H7A H 0.2630 0.8055 0.2846 0.043 Uiso 1 1 calc R . . C8 C 0.1880(4) 0.7330(3) 0.1894(2) 0.0371(9) Uani 1 1 d . . . H8A H 0.1424 0.7826 0.1791 0.045 Uiso 1 1 calc R . . C9 C 0.1816(4) 0.6491(3) 0.14151(19) 0.0339(9) Uani 1 1 d . . . H9A H 0.1326 0.6394 0.0984 0.041 Uiso 1 1 calc R . . C10 C 0.3838(4) 0.3559(3) 0.14583(17) 0.0276(8) Uani 1 1 d . . . C11 C 0.4189(4) 0.2961(3) 0.19436(18) 0.0284(8) Uani 1 1 d . . . C12 C 0.4578(4) 0.2049(3) 0.17242(18) 0.0306(8) Uani 1 1 d . . . C13 C 0.4617(4) 0.1820(3) 0.10531(19) 0.0337(9) Uani 1 1 d . . . H13A H 0.4882 0.1216 0.0911 0.040 Uiso 1 1 calc R . . C14 C 0.4292(4) 0.2418(3) 0.05618(19) 0.0333(9) Uani 1 1 d . . . C15 C 0.3891(4) 0.3277(3) 0.07803(18) 0.0314(8) Uani 1 1 d . . . H15A H 0.3643 0.3690 0.0465 0.038 Uiso 1 1 calc R . . C16 C 0.4963(4) 0.1355(3) 0.22196(19) 0.0361(9) Uani 1 1 d . . . C17 C 0.6236(4) 0.2113(4) 0.2737(2) 0.0458(11) Uani 1 1 d . . . H17A H 0.6467 0.1656 0.3049 0.069 Uiso 1 1 calc R . . H17B H 0.5957 0.2671 0.2980 0.069 Uiso 1 1 calc R . . H17C H 0.7090 0.2492 0.2510 0.069 Uiso 1 1 calc R . . C18 C 0.3628(4) 0.0742(3) 0.2570(2) 0.0429(10) Uani 1 1 d . . . H18A H 0.2828 0.0264 0.2239 0.064 Uiso 1 1 calc R . . H18B H 0.3338 0.1289 0.2818 0.064 Uiso 1 1 calc R . . H18C H 0.3865 0.0281 0.2876 0.064 Uiso 1 1 calc R . . C19 C 0.5428(5) 0.0465(4) 0.1885(2) 0.0493(11) Uani 1 1 d . . . H19A H 0.4645 -0.0033 0.1552 0.074 Uiso 1 1 calc R . . H19B H 0.5631 0.0030 0.2219 0.074 Uiso 1 1 calc R . . H19C H 0.6304 0.0827 0.1668 0.074 Uiso 1 1 calc R . . C20 C 0.4429(4) 0.2106(3) -0.01713(19) 0.0381(9) Uani 1 1 d . . . C21 C 0.4227(5) 0.2927(4) -0.0611(2) 0.0497(11) Uani 1 1 d . . . H21A H 0.4961 0.3676 -0.0462 0.075 Uiso 1 1 calc R . . H21B H 0.3256 0.2934 -0.0586 0.075 Uiso 1 1 calc R . . H21C H 0.4332 0.2702 -0.1071 0.075 Uiso 1 1 calc R . . C22 C 0.3268(5) 0.0929(4) -0.0410(2) 0.0551(12) Uani 1 1 d . . . H22A H 0.3345 0.0722 -0.0877 0.083 Uiso 1 1 calc R . . H22B H 0.2300 0.0931 -0.0366 0.083 Uiso 1 1 calc R . . H22C H 0.3423 0.0388 -0.0140 0.083 Uiso 1 1 calc R . . C23 C 0.5933(4) 0.2073(4) -0.0236(2) 0.0473(11) Uani 1 1 d . . . H23A H 0.6686 0.2815 -0.0086 0.071 Uiso 1 1 calc R . . H23B H 0.6008 0.1855 -0.0701 0.071 Uiso 1 1 calc R . . H23C H 0.6065 0.1529 0.0038 0.071 Uiso 1 1 calc R . . O1A O 0.6109(2) 0.6229(2) 0.32162(12) 0.0307(6) Uani 1 1 d . . . C1A C 0.6364(4) 0.5015(3) 0.42982(17) 0.0263(8) Uani 1 1 d . . . N2A N 0.6350(3) 0.4576(2) 0.48803(14) 0.0276(7) Uani 1 1 d . . . H2AA H 0.6991 0.4877 0.5231 0.033 Uiso 1 1 calc R . . C3A C 0.5159(4) 0.3576(3) 0.48295(18) 0.0279(8) Uani 1 1 d . . . C4A C 0.4450(4) 0.3440(3) 0.41942(17) 0.0263(8) Uani 1 1 d . . . N5A N 0.5227(3) 0.4355(2) 0.38670(14) 0.0265(7) Uani 1 1 d . . . C6A C 0.3177(4) 0.2516(3) 0.39837(19) 0.0331(9) Uani 1 1 d . . . H6AA H 0.2669 0.2426 0.3558 0.040 Uiso 1 1 calc R . . C7A C 0.2677(4) 0.1728(3) 0.44236(19) 0.0350(9) Uani 1 1 d . . . H7AA H 0.1829 0.1074 0.4289 0.042 Uiso 1 1 calc R . . C8A C 0.3399(4) 0.1879(3) 0.5060(2) 0.0373(9) Uani 1 1 d . . . H8AA H 0.3020 0.1328 0.5349 0.045 Uiso 1 1 calc R . . C9A C 0.4642(4) 0.2805(3) 0.52777(19) 0.0326(9) Uani 1 1 d . . . H9AA H 0.5123 0.2912 0.5712 0.039 Uiso 1 1 calc R . . C10A C 0.7522(4) 0.6036(3) 0.41661(17) 0.0267(8) Uani 1 1 d . . . C11A C 0.7333(4) 0.6597(3) 0.36229(17) 0.0278(8) Uani 1 1 d . . . C12A C 0.8508(4) 0.7594(3) 0.35199(19) 0.0305(8) Uani 1 1 d . . . C13A C 0.9747(4) 0.7979(3) 0.39662(18) 0.0298(8) Uani 1 1 d . . . H13B H 1.0510 0.8659 0.3904 0.036 Uiso 1 1 calc R . . C14A C 0.9948(4) 0.7427(3) 0.45063(18) 0.0301(8) Uani 1 1 d . . . C15A C 0.8817(4) 0.6455(3) 0.45950(18) 0.0300(8) Uani 1 1 d . . . H15B H 0.8916 0.6060 0.4954 0.036 Uiso 1 1 calc R . . C16A C 0.8406(4) 0.8201(3) 0.29172(19) 0.0331(9) Uani 1 1 d . . . C17A C 0.9831(4) 0.9203(4) 0.2874(2) 0.0457(11) Uani 1 1 d . . . H17D H 1.0056 0.9734 0.3276 0.069 Uiso 1 1 calc R . . H17E H 0.9723 0.9571 0.2486 0.069 Uiso 1 1 calc R . . H17F H 1.0622 0.8939 0.2832 0.069 Uiso 1 1 calc R . . C18A C 0.8124(4) 0.7406(3) 0.2272(2) 0.0426(10) Uani 1 1 d . . . H18D H 0.7222 0.6752 0.2277 0.064 Uiso 1 1 calc R . . H18E H 0.8935 0.7163 0.2237 0.064 Uiso 1 1 calc R . . H18F H 0.8036 0.7795 0.1891 0.064 Uiso 1 1 calc R . . C19A C 0.7198(4) 0.8650(4) 0.2957(2) 0.0461(11) Uani 1 1 d . . . H19D H 0.6272 0.8031 0.2985 0.069 Uiso 1 1 calc R . . H19E H 0.7122 0.9008 0.2559 0.069 Uiso 1 1 calc R . . H19F H 0.7426 0.9198 0.3351 0.069 Uiso 1 1 calc R . . C20A C 1.1367(4) 0.7927(3) 0.49860(19) 0.0354(9) Uani 1 1 d . . . C21A C 1.1285(5) 0.8843(4) 0.5478(2) 0.0547(13) Uani 1 1 d . . . H21D H 1.2180 0.9163 0.5784 0.082 Uiso 1 1 calc R . . H21E H 1.0453 0.8528 0.5731 0.082 Uiso 1 1 calc R . . H21F H 1.1168 0.9430 0.5238 0.082 Uiso 1 1 calc R . . C22A C 1.2689(4) 0.8447(5) 0.4600(2) 0.0608(14) Uani 1 1 d . . . H22D H 1.3577 0.8759 0.4910 0.091 Uiso 1 1 calc R . . H22E H 1.2577 0.9042 0.4367 0.091 Uiso 1 1 calc R . . H22F H 1.2755 0.7869 0.4276 0.091 Uiso 1 1 calc R . . C23A C 1.1601(4) 0.7042(4) 0.5361(2) 0.0469(11) Uani 1 1 d . . . H23D H 1.2504 0.7383 0.5660 0.070 Uiso 1 1 calc R . . H23E H 1.1665 0.6455 0.5045 0.070 Uiso 1 1 calc R . . H23F H 1.0784 0.6717 0.5621 0.070 Uiso 1 1 calc R . . N1S N 0.1732(4) 0.4839(3) 0.38444(19) 0.0561(10) Uani 1 1 d D . . C1S C 0.0862(4) 0.4963(3) 0.3514(2) 0.0422(10) Uani 1 1 d D . . C2S C -0.0263(4) 0.5126(4) 0.3095(2) 0.0477(11) Uani 1 1 d D . . H2S1 H -0.1193 0.4500 0.3103 0.072 Uiso 1 1 calc R . . H2S2 H -0.0006 0.5160 0.2639 0.072 Uiso 1 1 calc R . . H2S3 H -0.0346 0.5825 0.3261 0.072 Uiso 1 1 calc R . . N2S N -0.0455(6) 0.3125(5) 0.1582(3) 0.1113(19) Uiso 1 1 d D . . C3S C -0.0030(6) 0.2598(5) 0.1871(3) 0.0812(17) Uiso 1 1 d D . . C4S C 0.0514(8) 0.1920(6) 0.2243(4) 0.112(2) Uiso 1 1 d D . . H4S1 H -0.0102 0.1649 0.2596 0.168 Uiso 1 1 calc R . . H4S2 H 0.1511 0.2367 0.2439 0.168 Uiso 1 1 calc R . . H4S3 H 0.0502 0.1282 0.1946 0.168 Uiso 1 1 calc R . . N3S N 0.1816(4) 0.4553(3) -0.02023(19) 0.0576(10) Uani 1 1 d D . . C5S C 0.2024(4) 0.4888(3) -0.0699(2) 0.0429(10) Uani 1 1 d D . . C6S C 0.2308(5) 0.5317(4) -0.1334(2) 0.0499(11) Uani 1 1 d D . . H6S1 H 0.2425 0.4751 -0.1649 0.075 Uiso 1 1 calc R . . H6S2 H 0.3200 0.5994 -0.1275 0.075 Uiso 1 1 calc R . . H6S3 H 0.1493 0.5493 -0.1507 0.075 Uiso 1 1 calc R . . N4S N -0.0636(8) 0.0411(6) -0.1009(4) 0.138(2) Uiso 1 1 d D . . C7S C -0.0490(8) 0.1048(6) -0.0557(4) 0.106(2) Uiso 1 1 d D . . C8S C -0.0220(8) 0.1732(6) 0.0079(4) 0.116(2) Uiso 1 1 d D . . H8S1 H -0.1009 0.1385 0.0349 0.174 Uiso 1 1 calc R . . H8S2 H -0.0171 0.2479 0.0007 0.174 Uiso 1 1 calc R . . H8S3 H 0.0703 0.1792 0.0310 0.174 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 Cu1 0.0333(3) 0.0275(3) 0.0233(3) 0.00207(18) -0.00067(17) 0.01296(19) C1 0.0290(19) 0.032(2) 0.021(2) 0.0053(16) -0.0005(14) 0.0099(15) O1 0.0439(14) 0.0255(14) 0.0212(14) 0.0014(11) 0.0003(11) 0.0141(11) N2 0.0342(16) 0.0325(18) 0.0211(16) 0.0021(14) -0.0028(12) 0.0132(14) C3 0.0297(19) 0.031(2) 0.026(2) 0.0039(16) 0.0033(15) 0.0115(16) C4 0.0261(18) 0.030(2) 0.027(2) 0.0056(16) 0.0034(15) 0.0134(15) N5 0.0341(16) 0.0278(17) 0.0233(17) 0.0018(13) -0.0007(12) 0.0148(13) C6 0.036(2) 0.035(2) 0.027(2) 0.0040(17) 0.0031(16) 0.0156(17) C7 0.041(2) 0.032(2) 0.039(2) 0.0057(18) 0.0110(18) 0.0173(17) C8 0.039(2) 0.036(2) 0.045(3) 0.012(2) 0.0074(18) 0.0224(18) C9 0.033(2) 0.037(2) 0.034(2) 0.0117(19) 0.0027(16) 0.0140(17) C10 0.0319(19) 0.026(2) 0.024(2) 0.0015(16) 0.0014(15) 0.0107(15) C11 0.0291(19) 0.027(2) 0.026(2) 0.0003(16) 0.0016(15) 0.0086(15) C12 0.036(2) 0.029(2) 0.028(2) 0.0031(17) 0.0064(16) 0.0134(16) C13 0.036(2) 0.031(2) 0.035(2) 0.0014(18) 0.0059(16) 0.0136(17) C14 0.036(2) 0.032(2) 0.028(2) 0.0000(17) 0.0041(16) 0.0100(17) C15 0.036(2) 0.029(2) 0.028(2) 0.0039(17) -0.0013(16) 0.0117(16) C16 0.046(2) 0.035(2) 0.032(2) 0.0016(18) 0.0035(17) 0.0207(18) C17 0.051(3) 0.048(3) 0.044(3) 0.005(2) -0.003(2) 0.027(2) C18 0.060(3) 0.033(2) 0.039(2) 0.0078(19) 0.012(2) 0.020(2) C19 0.071(3) 0.052(3) 0.043(3) 0.008(2) 0.009(2) 0.044(2) C20 0.045(2) 0.037(2) 0.027(2) -0.0026(18) 0.0054(17) 0.0107(18) C21 0.064(3) 0.056(3) 0.028(2) -0.002(2) 0.004(2) 0.024(2) C22 0.058(3) 0.050(3) 0.041(3) -0.016(2) 0.007(2) 0.007(2) C23 0.055(3) 0.051(3) 0.037(3) 0.001(2) 0.015(2) 0.021(2) O1A 0.0306(13) 0.0295(14) 0.0303(15) 0.0026(11) -0.0046(11) 0.0112(11) C1A 0.0350(19) 0.025(2) 0.023(2) 0.0003(16) 0.0022(15) 0.0163(16) N2A 0.0333(16) 0.0259(17) 0.0228(17) 0.0009(13) -0.0044(12) 0.0124(13) C3A 0.0331(19) 0.024(2) 0.029(2) 0.0012(16) 0.0026(15) 0.0151(16) C4A 0.0333(19) 0.025(2) 0.024(2) 0.0023(16) 0.0044(15) 0.0152(15) N5A 0.0296(15) 0.0253(17) 0.0243(17) 0.0009(13) -0.0001(12) 0.0110(13) C6A 0.034(2) 0.035(2) 0.029(2) 0.0028(17) 0.0018(16) 0.0128(17) C7A 0.035(2) 0.032(2) 0.034(2) 0.0030(18) 0.0060(17) 0.0083(17) C8A 0.048(2) 0.032(2) 0.035(2) 0.0080(18) 0.0143(18) 0.0162(18) C9A 0.039(2) 0.037(2) 0.025(2) 0.0059(17) 0.0045(16) 0.0184(18) C10A 0.0303(19) 0.026(2) 0.026(2) 0.0016(16) 0.0012(15) 0.0139(15) C11A 0.0323(19) 0.025(2) 0.025(2) 0.0002(16) 0.0015(15) 0.0115(15) C12A 0.033(2) 0.027(2) 0.033(2) 0.0027(17) 0.0037(16) 0.0147(16) C13A 0.0290(19) 0.028(2) 0.030(2) -0.0002(16) 0.0009(15) 0.0099(15) C14A 0.032(2) 0.031(2) 0.028(2) -0.0021(17) -0.0020(15) 0.0147(16) C15A 0.035(2) 0.031(2) 0.026(2) 0.0035(17) 0.0021(15) 0.0158(17) C16A 0.037(2) 0.028(2) 0.031(2) 0.0062(17) 0.0007(16) 0.0085(16) C17A 0.044(2) 0.043(3) 0.041(3) 0.014(2) -0.0005(19) 0.0057(19) C18A 0.047(2) 0.043(3) 0.032(2) 0.009(2) 0.0049(18) 0.0112(19) C19A 0.052(3) 0.036(2) 0.053(3) 0.013(2) -0.001(2) 0.020(2) C20A 0.030(2) 0.038(2) 0.035(2) 0.0005(18) -0.0045(16) 0.0114(17) C21A 0.044(2) 0.050(3) 0.061(3) -0.020(2) -0.018(2) 0.018(2) C22A 0.031(2) 0.088(4) 0.060(3) 0.019(3) 0.000(2) 0.017(2) C23A 0.042(2) 0.044(3) 0.049(3) 0.001(2) -0.0171(19) 0.0141(19) N1S 0.056(2) 0.062(3) 0.042(2) 0.015(2) -0.0105(18) 0.013(2) C1S 0.045(2) 0.040(3) 0.031(2) 0.0035(19) 0.0044(19) 0.0061(19) C2S 0.047(2) 0.060(3) 0.039(3) 0.005(2) 0.0012(19) 0.025(2) N3S 0.072(3) 0.066(3) 0.032(2) 0.000(2) -0.0103(19) 0.028(2) C5S 0.047(2) 0.040(3) 0.036(3) -0.007(2) -0.0137(19) 0.017(2) C6S 0.053(3) 0.051(3) 0.040(3) 0.003(2) -0.002(2) 0.015(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.919(2) . y Cu1 O1A 1.898(2) . y Cu1 N5 1.947(3) . y Cu1 N5A 1.933(3) . y C1 N5 1.346(4) . ? C1 N2 1.364(4) . ? C1 C10 1.449(5) . ? O1 C11 1.325(4) . ? N2 C3 1.382(5) . ? C3 C4 1.390(5) . ? C3 C9 1.396(5) . ? C4 C6 1.381(5) . ? C4 N5 1.406(4) . ? C6 C7 1.378(5) . ? C7 C8 1.399(6) . ? C8 C9 1.379(5) . ? C10 C15 1.407(5) . ? C10 C11 1.414(5) . ? C11 C12 1.429(5) . ? C12 C13 1.379(5) . ? C12 C16 1.534(5) . ? C13 C14 1.412(5) . ? C14 C15 1.374(5) . ? C14 C20 1.541(5) . ? C16 C19 1.530(5) . ? C16 C18 1.532(5) . ? C16 C17 1.547(6) . ? C20 C21 1.514(6) . ? C20 C23 1.536(6) . ? C20 C22 1.543(6) . ? O1A C11A 1.329(4) . ? C1A N5A 1.341(4) . ? C1A N2A 1.358(4) . ? C1A C10A 1.456(5) . ? N2A C3A 1.382(4) . ? C3A C9A 1.391(5) . ? C3A C4A 1.396(5) . ? C4A C6A 1.390(5) . ? C4A N5A 1.405(4) . ? C6A C7A 1.391(5) . ? C7A C8A 1.400(5) . ? C8A C9A 1.378(5) . ? C10A C15A 1.403(5) . ? C10A C11A 1.417(5) . ? C11A C12A 1.427(5) . ? C12A C13A 1.383(5) . ? C12A C16A 1.534(5) . ? C13A C14A 1.408(5) . ? C14A C15A 1.377(5) . ? C14A C20A 1.549(5) . ? C16A C19A 1.533(5) . ? C16A C18A 1.540(5) . ? C16A C17A 1.540(5) . ? C20A C23A 1.516(6) . ? C20A C21A 1.521(6) . ? C20A C22A 1.543(6) . ? N1S C1S 1.133(4) . ? C1S C2S 1.458(5) . ? N2S C3S 1.120(6) . ? C3S C4S 1.440(6) . ? N3S C5S 1.136(5) . ? C5S C6S 1.456(5) . ? N4S C7S 1.146(6) . ? C7S C8S 1.454(7) . ? 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 O1A Cu1 O1 155.46(11) . . y O1A Cu1 N5A 91.86(11) . . y O1 Cu1 N5A 93.97(11) . . y O1A Cu1 N5 92.54(11) . . y O1 Cu1 N5 89.79(11) . . y N5A Cu1 N5 160.66(12) . . y N5 C1 N2 110.3(3) . . ? N5 C1 C10 125.4(3) . . ? N2 C1 C10 124.2(3) . . ? C11 O1 Cu1 122.5(2) . . ? C1 N2 C3 108.5(3) . . ? N2 C3 C4 106.2(3) . . ? N2 C3 C9 131.8(3) . . ? C4 C3 C9 122.0(3) . . ? C6 C4 C3 120.8(3) . . ? C6 C4 N5 130.5(3) . . ? C3 C4 N5 108.7(3) . . ? C1 N5 C4 106.3(3) . . ? C1 N5 Cu1 122.8(2) . . ? C4 N5 Cu1 130.8(2) . . ? C7 C6 C4 117.7(4) . . ? C6 C7 C8 121.5(4) . . ? C9 C8 C7 121.4(4) . . ? C8 C9 C3 116.6(4) . . ? C15 C10 C11 121.1(3) . . ? C15 C10 C1 119.1(3) . . ? C11 C10 C1 119.9(3) . . ? O1 C11 C10 122.1(3) . . ? O1 C11 C12 119.9(3) . . ? C10 C11 C12 118.0(3) . . ? C13 C12 C11 118.0(3) . . ? C13 C12 C16 120.8(3) . . ? C11 C12 C16 121.2(3) . . ? C12 C13 C14 124.8(4) . . ? C15 C14 C13 116.4(3) . . ? C15 C14 C20 123.7(3) . . ? C13 C14 C20 119.8(3) . . ? C14 C15 C10 121.7(3) . . ? C19 C16 C18 107.0(3) . . ? C19 C16 C12 112.6(3) . . ? C18 C16 C12 109.4(3) . . ? C19 C16 C17 107.1(3) . . ? C18 C16 C17 110.0(3) . . ? C12 C16 C17 110.6(3) . . ? C21 C20 C23 108.8(3) . . ? C21 C20 C14 112.2(3) . . ? C23 C20 C14 109.6(3) . . ? C21 C20 C22 109.1(4) . . ? C23 C20 C22 108.3(3) . . ? C14 C20 C22 108.7(3) . . ? C11A O1A Cu1 126.6(2) . . ? N5A C1A N2A 110.9(3) . . ? N5A C1A C10A 126.0(3) . . ? N2A C1A C10A 123.1(3) . . ? C1A N2A C3A 108.5(3) . . ? N2A C3A C9A 131.9(3) . . ? N2A C3A C4A 105.8(3) . . ? C9A C3A C4A 122.3(3) . . ? C6A C4A C3A 120.7(3) . . ? C6A C4A N5A 130.6(3) . . ? C3A C4A N5A 108.7(3) . . ? C1A N5A C4A 106.1(3) . . ? C1A N5A Cu1 123.9(2) . . ? C4A N5A Cu1 129.9(2) . . ? C4A C6A C7A 117.2(3) . . ? C6A C7A C8A 121.4(4) . . ? C9A C8A C7A 121.8(4) . . ? C8A C9A C3A 116.6(4) . . ? C15A C10A C11A 121.1(3) . . ? C15A C10A C1A 118.3(3) . . ? C11A C10A C1A 120.6(3) . . ? O1A C11A C10A 122.3(3) . . ? O1A C11A C12A 119.7(3) . . ? C10A C11A C12A 117.9(3) . . ? C13A C12A C11A 118.4(3) . . ? C13A C12A C16A 121.1(3) . . ? C11A C12A C16A 120.5(3) . . ? C12A C13A C14A 124.1(3) . . ? C15A C14A C13A 117.1(3) . . ? C15A C14A C20A 122.4(3) . . ? C13A C14A C20A 120.5(3) . . ? C14A C15A C10A 121.4(3) . . ? C19A C16A C12A 110.7(3) . . ? C19A C16A C18A 110.2(3) . . ? C12A C16A C18A 110.1(3) . . ? C19A C16A C17A 107.4(3) . . ? C12A C16A C17A 111.8(3) . . ? C18A C16A C17A 106.5(3) . . ? C23A C20A C21A 109.3(4) . . ? C23A C20A C22A 108.2(3) . . ? C21A C20A C22A 108.3(4) . . ? C23A C20A C14A 111.4(3) . . ? C21A C20A C14A 109.1(3) . . ? C22A C20A C14A 110.5(3) . . ? N1S C1S C2S 179.4(5) . . ? N2S C3S C4S 179.9(11) . . ? N3S C5S C6S 179.3(5) . . ? N4S C7S C8S 170.1(9) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.66 _refine_diff_density_min -0.57 _refine_diff_density_rms 0.08 #===END of CIF data_CUIMTB _database_code_depnum_ccdc_archive 'CCDC 284615' _refine_special_details ; Disorder in one tertiary butyl group has been modelled over two sites in a 7:3 ratio. Restraints were applied on this tBu and the C atoms were refined isotropically. Restraints were applied on one (non-disordered) tBu group; a relatively large Uij value of 0.13 was observed for C32 but this atom was modelled on a single site. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (Cu(PhOMeL2)).2MeOH _chemical_melting_point ? _chemical_formula_moiety 'C62 H70 Cu N4 O6, 2(C H4 O)' _chemical_formula_sum 'C64 H78 Cu N4 O8' _chemical_formula_weight 1094.84 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 '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 12.9669(8) _cell_length_b 13.2272(8) _cell_length_c 18.4793(11) _cell_angle_alpha 102.802(3) _cell_angle_beta 98.699(3) _cell_angle_gamma 108.413(3) _cell_volume 2847.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 49395 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 24.5 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.035 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.256 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1166 _exptl_absorpt_coefficient_mu 0.443 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius kappaCCD area detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 43424 _diffrn_reflns_av_R_equivalents 0.126 _diffrn_reflns_av_sigmaI/netI 0.242 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 24.35 _reflns_number_total 17368 _reflns_number_gt 3891 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Hooft, 1998); DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'DENZO and COLLECT' _computing_data_reduction 'DENZO and COLLECT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97; PLATON (Spek, 2002)' _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^)+(0.031P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens ; geometrically calculated; delta-F synthesis for OH/MeOH, one OH could not be located ; _refine_ls_hydrogen_treatment 'riding model; rigid rotating group for MeOH' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8694 _refine_ls_number_parameters 694 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.189 _refine_ls_R_factor_gt 0.0677 _refine_ls_wR_factor_ref 0.173 _refine_ls_wR_factor_gt 0.127 _refine_ls_goodness_of_fit_ref 0.946 _refine_ls_restrained_S_all 0.954 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Cu1 Cu Uani 0.56084(6) 0.35591(6) 0.26321(4) 1.000 0.0404(3) . . O1 O Uani 0.5948(3) 0.2298(3) 0.2213(2) 1.000 0.0426(16) . . O2 O Uani 0.6930(3) 0.8859(3) -0.0221(2) 1.000 0.0525(17) . . O3 O Uani 0.2537(3) 0.6415(4) 0.2823(2) 1.000 0.0572(19) . . O1A O Uani 0.4703(3) 0.2730(3) 0.3186(2) 1.000 0.0370(14) . . O2A O Uani 0.8050(3) 1.1367(3) 0.5309(2) 1.000 0.0516(17) . . O3A O Uani 0.9931(3) 0.7062(3) 0.1968(2) 1.000 0.0529(17) . . N2 N Uani 0.6924(3) 0.4608(4) 0.0969(3) 1.000 0.0383(17) . . N5 N Uani 0.5935(4) 0.4114(4) 0.1769(3) 1.000 0.0357(17) . . N2A N Uani 0.5319(4) 0.6047(4) 0.4247(3) 1.000 0.0402(19) . . N5A N Uani 0.5816(4) 0.4945(4) 0.3407(3) 1.000 0.0350(17) . . C1 C Uani 0.6680(5) 0.3884(5) 0.1400(4) 1.000 0.038(2) . . C1A C Uani 0.5028(5) 0.5013(5) 0.3800(4) 1.000 0.038(2) . . C3 C Uani 0.6337(5) 0.5316(5) 0.1069(3) 1.000 0.036(2) . . C3A C Uani 0.6322(5) 0.6698(5) 0.4143(3) 1.000 0.035(2) . . C4 C Uani 0.5706(4) 0.4981(5) 0.1565(3) 1.000 0.035(2) . . C4A C Uani 0.6632(5) 0.6024(5) 0.3633(3) 1.000 0.039(2) . . C6 C Uani 0.6466(5) 0.6198(5) 0.0697(3) 1.000 0.039(2) . . C6A C Uani 0.6802(5) 0.7906(5) 0.4500(3) 1.000 0.037(2) . . C7 C Uani 0.7503(5) 0.6826(5) 0.0602(3) 1.000 0.044(3) . . C7A C Uani 0.6123(5) 0.8535(5) 0.4478(3) 1.000 0.043(3) . . C8 C Uani 0.7613(5) 0.7687(5) 0.0290(4) 1.000 0.045(3) . . C8A C Uani 0.6556(5) 0.9685(5) 0.4749(4) 1.000 0.046(3) . . C9 C Uani 0.6704(5) 0.7959(5) 0.0058(4) 1.000 0.043(3) . . C9A C Uani 0.7704(5) 1.0232(5) 0.5065(3) 1.000 0.042(2) . . C10 C Uani 0.5658(5) 0.7333(5) 0.0122(3) 1.000 0.044(2) . . C10A C Uani 0.8375(5) 0.9612(5) 0.5114(3) 1.000 0.043(3) . . C11 C Uani 0.5550(5) 0.6470(5) 0.0437(3) 1.000 0.041(2) . . C11A C Uani 0.7925(5) 0.8462(5) 0.4841(3) 1.000 0.039(2) . . C12 C Uani 0.4891(5) 0.5403(5) 0.1863(3) 1.000 0.034(2) . . C12A C Uani 0.7565(4) 0.6307(5) 0.3256(3) 1.000 0.036(2) . . C13 C Uani 0.5099(5) 0.6524(5) 0.2165(3) 1.000 0.042(3) . . C13A C Uani 0.8119(4) 0.5584(5) 0.3045(3) 1.000 0.041(2) . . C14 C Uani 0.4341(5) 0.6896(5) 0.2482(3) 1.000 0.043(2) . . C14A C Uani 0.8934(4) 0.5797(5) 0.2624(3) 1.000 0.040(2) . . C15 C Uani 0.3331(5) 0.6134(5) 0.2501(3) 1.000 0.040(3) . . C15A C Uani 0.9188(5) 0.6776(6) 0.2413(3) 1.000 0.042(3) . . C16 C Uani 0.3090(5) 0.5014(5) 0.2177(3) 1.000 0.045(3) . . C16A C Uani 0.8684(5) 0.7536(5) 0.2635(3) 1.000 0.045(2) . . C17 C Uani 0.3854(5) 0.4642(5) 0.1873(3) 1.000 0.043(2) . . C17A C Uani 0.7893(5) 0.7301(5) 0.3051(3) 1.000 0.042(2) . . C18 C Uani 0.7166(5) 0.3054(5) 0.1454(3) 1.000 0.038(2) . . C18A C Uani 0.3960(5) 0.4103(5) 0.3695(3) 1.000 0.035(2) . . C19 C Uani 0.6745(5) 0.2257(5) 0.1850(3) 1.000 0.039(2) . . C19A C Uani 0.3832(5) 0.2999(5) 0.3351(3) 1.000 0.040(2) . . C20 C Uani 0.7211(5) 0.1414(5) 0.1842(3) 1.000 0.038(2) . . C20A C Uani 0.2764(5) 0.2152(5) 0.3191(3) 1.000 0.039(2) . . C21 C Uani 0.8066(5) 0.1423(5) 0.1474(3) 1.000 0.041(2) . . C21A C Uani 0.1903(5) 0.2477(6) 0.3407(3) 1.000 0.044(3) . . C22 C Uani 0.8538(4) 0.2247(5) 0.1110(3) 1.000 0.038(2) . . C22A C Uani 0.2018(5) 0.3556(6) 0.3756(4) 1.000 0.046(3) . . C23 C Uani 0.8062(5) 0.3030(5) 0.1114(3) 1.000 0.039(2) . . C23A C Uani 0.3063(5) 0.4371(5) 0.3902(3) 1.000 0.043(2) . . C24 C Uani 0.6046(5) 0.9253(5) -0.0406(4) 1.000 0.054(3) . . C24A C Uani 0.9210(5) 1.1965(5) 0.5623(4) 1.000 0.062(3) . . C25 C Uani 0.2686(5) 0.7560(5) 0.3047(4) 1.000 0.065(3) . . C25A C Uani 1.0245(5) 0.6207(5) 0.1561(4) 1.000 0.059(3) . . C26 C Uani 0.6767(5) 0.0527(5) 0.2244(4) 1.000 0.048(3) . . C26A C Uani 0.2568(5) 0.0933(5) 0.2797(4) 1.000 0.045(2) . . C27 C Uani 0.7394(5) -0.0286(5) 0.2197(4) 1.000 0.058(3) . . C27A C Uani 0.1360(5) 0.0143(5) 0.2686(4) 1.000 0.063(3) . . C28 C Uani 0.6899(5) 0.1063(5) 0.3090(3) 1.000 0.058(3) . . C28A C Uani 0.3353(5) 0.0544(5) 0.3268(4) 1.000 0.055(3) . . C29 C Uani 0.5507(5) -0.0164(5) 0.1862(4) 1.000 0.056(3) . . C29A C Uani 0.2799(5) 0.0841(5) 0.1997(3) 1.000 0.053(3) . . C30 C Uani 0.9528(5) 0.2220(4) 0.0752(3) 1.000 0.046(3) . . C30A C Uani 0.1043(5) 0.3872(4) 0.3988(3) 1.000 0.053(3) . . C31 C Uani 1.0115(5) 0.3325(5) 0.0607(4) 1.000 0.072(3) . . C31A C Uiso 0.1371(6) 0.4343(6) 0.4870(4) 0.700 0.045(2) . . C32 C Uani 1.0390(5) 0.1986(6) 0.1272(4) 1.000 0.089(4) . . C32A C Uiso -0.0036(6) 0.2841(6) 0.3781(5) 0.700 0.052(3) . . C33 C Uani 0.9077(5) 0.1321(5) -0.0004(4) 1.000 0.091(3) . . C33A C Uiso 0.0849(7) 0.4723(7) 0.3618(5) 0.700 0.052(3) . . C31' C Uiso 0.135(2) 0.5128(8) 0.4334(13) 0.300 0.124(11) . . C32' C Uiso 0.0385(18) 0.3219(17) 0.4453(11) 0.300 0.095(9) . . C33' C Uiso 0.0238(17) 0.3609(19) 0.3196(8) 0.300 0.099(9) . . O1SA O Uani 0.5785(3) 0.3231(3) 0.4673(2) 1.000 0.0466(17) . . C1SA C Uani 0.6384(5) 0.2533(5) 0.4801(4) 1.000 0.062(3) . . O1S O Uani 0.2462(4) 0.5963(4) 0.0497(3) 1.000 0.0678(17) . . C1S C Uani 0.3026(5) 0.7148(6) 0.0809(4) 1.000 0.072(3) . . H7AA H Uiso 0.53400 0.81650 0.42710 1.000 0.0510 calc R H7A H Uiso 0.81420 0.66490 0.07580 1.000 0.0530 calc R H8A H Uiso 0.83260 0.81020 0.02330 1.000 0.0550 calc R H10A H Uiso 0.91540 0.99770 0.53370 1.000 0.0510 calc R H2AA H Uiso 0.49360 0.62780 0.45580 1.000 0.0480 calc R H8AA H Uiso 0.60770 1.00980 0.47200 1.000 0.0560 calc R H2A H Uiso 0.73920 0.46200 0.06690 1.000 0.0460 calc R H13A H Uiso 0.57850 0.70540 0.21530 1.000 0.0510 calc R H13B H Uiso 0.79370 0.49170 0.31930 1.000 0.0500 calc R H14A H Uiso 0.93000 0.52900 0.24860 1.000 0.0480 calc R H14B H Uiso 0.45090 0.76700 0.26870 1.000 0.0520 calc R H16A H Uiso 0.23840 0.44910 0.21640 1.000 0.0540 calc R H16B H Uiso 0.88850 0.82140 0.25010 1.000 0.0530 calc R H17A H Uiso 0.36810 0.38670 0.16670 1.000 0.0520 calc R H17B H Uiso 0.75550 0.78280 0.32040 1.000 0.0500 calc R H21A H Uiso 0.83570 0.08460 0.14620 1.000 0.0490 calc R H21B H Uiso 0.11860 0.19130 0.33060 1.000 0.0540 calc R H23A H Uiso 0.31750 0.51220 0.41460 1.000 0.0520 calc R H23B H Uiso 0.83510 0.35890 0.08750 1.000 0.0460 calc R H24A H Uiso 0.63220 0.98980 -0.05970 1.000 0.0810 calc R H24B H Uiso 0.57810 0.94690 0.00530 1.000 0.0810 calc R H24C H Uiso 0.54270 0.86610 -0.08000 1.000 0.0810 calc R H24D H Uiso 0.93510 1.27640 0.57750 1.000 0.0930 calc R H24E H Uiso 0.96260 1.18020 0.52390 1.000 0.0930 calc R H24F H Uiso 0.94550 1.17440 0.60710 1.000 0.0930 calc R H25A H Uiso 0.20760 0.76530 0.32770 1.000 0.0970 calc R H25B H Uiso 0.26820 0.78390 0.25980 1.000 0.0970 calc R H25C H Uiso 0.34040 0.79780 0.34210 1.000 0.0970 calc R H25D H Uiso 1.07790 0.65150 0.12720 1.000 0.0890 calc R H25E H Uiso 0.95790 0.56160 0.12070 1.000 0.0890 calc R H25F H Uiso 1.05950 0.59010 0.19230 1.000 0.0890 calc R H27A H Uiso 0.81900 0.01260 0.24400 1.000 0.0870 calc R H27B H Uiso 0.73060 -0.06670 0.16600 1.000 0.0870 calc R H27C H Uiso 0.70850 -0.08350 0.24620 1.000 0.0870 calc R H27D H Uiso 0.11790 0.01780 0.31850 1.000 0.0950 calc R H27E H Uiso 0.12850 -0.06200 0.24330 1.000 0.0950 calc R H27F H Uiso 0.08440 0.03660 0.23690 1.000 0.0950 calc R H28A H Uiso 0.76910 0.14950 0.33330 1.000 0.0880 calc R H28B H Uiso 0.66180 0.04830 0.33370 1.000 0.0880 calc R H28C H Uiso 0.64710 0.15570 0.31430 1.000 0.0880 calc R H28D H Uiso 0.41300 0.10320 0.33380 1.000 0.0830 calc R H28E H Uiso 0.32550 -0.02210 0.30020 1.000 0.0830 calc R H28F H Uiso 0.31800 0.05700 0.37690 1.000 0.0830 calc R H29A H Uiso 0.35660 0.13330 0.20430 1.000 0.0800 calc R H29B H Uiso 0.22710 0.10590 0.16870 1.000 0.0800 calc R H29C H Uiso 0.27080 0.00710 0.17500 1.000 0.0800 calc R H29D H Uiso 0.50840 0.03340 0.18870 1.000 0.0840 calc R H29E H Uiso 0.52200 -0.07130 0.21310 1.000 0.0840 calc R H29F H Uiso 0.54260 -0.05470 0.13260 1.000 0.0840 calc R H31A H Uiso 1.07410 0.32800 0.03800 1.000 0.1080 calc R H31B H Uiso 1.03980 0.39190 0.10910 1.000 0.1080 calc R H31C H Uiso 0.95840 0.34860 0.02550 1.000 0.1080 calc R H31D H Uiso 0.20570 0.42330 0.50750 0.700 0.0670 calc R H31E H Uiso 0.07650 0.39550 0.50820 0.700 0.0670 calc R H31F H Uiso 0.14980 0.51390 0.50120 0.700 0.0670 calc R H32A H Uiso 1.10080 0.19660 0.10290 1.000 0.1330 calc R H32B H Uiso 1.00420 0.12670 0.13630 1.000 0.1330 calc R H32C H Uiso 1.06780 0.25740 0.17600 1.000 0.1330 calc R H32D H Uiso -0.00460 0.24890 0.41960 0.700 0.0780 calc R H32E H Uiso -0.00610 0.23110 0.33080 0.700 0.0780 calc R H32F H Uiso -0.06870 0.30650 0.37080 0.700 0.0780 calc R H33A H Uiso 0.96960 0.12830 -0.02400 1.000 0.1370 calc R H33B H Uiso 0.85410 0.14940 -0.03430 1.000 0.1370 calc R H33C H Uiso 0.87020 0.06030 0.00810 1.000 0.1370 calc R H33D H Uiso 0.13200 0.54710 0.39460 0.700 0.0780 calc R H33E H Uiso 0.00600 0.46440 0.35460 0.700 0.0780 calc R H33F H Uiso 0.10410 0.46090 0.31210 0.700 0.0780 calc R H10B H Uiso 0.50200 0.75010 -0.00500 1.000 0.0530 calc R H11A H Uiso 0.83990 0.80490 0.48910 1.000 0.0460 calc R H11B H Uiso 0.48300 0.60450 0.04790 1.000 0.0490 calc R H31G H Uiso 0.18600 0.53760 0.48390 0.300 0.1850 calc R H31H H Uiso 0.06640 0.52800 0.43840 0.300 0.1850 calc R H31I H Uiso 0.17070 0.55290 0.39980 0.300 0.1850 calc R H32G H Uiso 0.08720 0.33610 0.49530 0.300 0.1430 calc R H32H H Uiso 0.01060 0.24230 0.41840 0.300 0.1430 calc R H32I H Uiso -0.02480 0.34520 0.45240 0.300 0.1430 calc R H33G H Uiso -0.04250 0.37840 0.32720 0.300 0.1490 calc R H33H H Uiso 0.00080 0.28180 0.29230 0.300 0.1490 calc R H33I H Uiso 0.06250 0.40600 0.28940 0.300 0.1490 calc R H1SA H Uiso 0.54330 0.30140 0.42130 1.000 0.0710 calc R H1S4 H Uiso 0.70380 0.27070 0.45810 1.000 0.0930 calc R H1S5 H Uiso 0.58970 0.17540 0.45590 1.000 0.0930 calc R H1S6 H Uiso 0.66320 0.26560 0.53520 1.000 0.0930 calc R H1S1 H Uiso 0.26710 0.74320 0.11980 1.000 0.1080 calc R H1S2 H Uiso 0.29770 0.75040 0.03990 1.000 0.1080 calc R H1S3 H Uiso 0.38140 0.73160 0.10410 1.000 0.1080 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 Cu1 0.0379(5) 0.0401(5) 0.0419(5) 0.0105(4) 0.0121(4) 0.0122(4) O1 0.045(3) 0.038(2) 0.048(3) 0.012(2) 0.021(2) 0.015(2) O2 0.050(3) 0.054(3) 0.062(3) 0.028(3) 0.016(2) 0.021(2) O3 0.058(3) 0.065(3) 0.074(4) 0.031(3) 0.036(3) 0.039(3) O1A 0.038(2) 0.033(2) 0.042(3) 0.011(2) 0.017(2) 0.012(2) O2A 0.044(3) 0.035(3) 0.061(3) 0.005(2) 0.003(2) 0.005(2) O3A 0.044(3) 0.058(3) 0.053(3) 0.011(2) 0.020(2) 0.013(2) N2 0.029(3) 0.045(3) 0.041(3) 0.013(3) 0.013(2) 0.011(3) N5 0.033(3) 0.040(3) 0.039(3) 0.018(3) 0.009(3) 0.015(3) N2A 0.033(3) 0.041(3) 0.046(4) 0.005(3) 0.009(3) 0.018(3) N5A 0.035(3) 0.033(3) 0.037(3) 0.007(2) 0.012(3) 0.013(3) C1 0.031(4) 0.036(4) 0.040(4) 0.008(3) 0.008(3) 0.006(3) C1A 0.040(4) 0.034(4) 0.044(4) 0.012(3) 0.007(3) 0.018(3) C3 0.026(4) 0.033(4) 0.041(4) 0.006(3) -0.001(3) 0.008(3) C3A 0.030(4) 0.034(4) 0.035(4) 0.003(3) 0.006(3) 0.009(3) C4 0.027(4) 0.034(4) 0.036(4) 0.006(3) 0.004(3) 0.003(3) C4A 0.034(4) 0.044(4) 0.038(4) 0.014(3) 0.003(3) 0.012(3) C6 0.028(4) 0.044(4) 0.045(4) 0.009(3) 0.011(3) 0.014(3) C6A 0.034(4) 0.043(4) 0.033(4) 0.010(3) 0.009(3) 0.012(4) C7 0.029(4) 0.055(4) 0.054(5) 0.012(4) 0.009(3) 0.025(3) C7A 0.034(4) 0.041(4) 0.049(5) 0.014(3) 0.006(3) 0.008(4) C8 0.035(4) 0.045(4) 0.065(5) 0.030(4) 0.017(4) 0.014(3) C8A 0.033(4) 0.049(5) 0.058(5) 0.016(4) 0.007(3) 0.018(3) C9 0.046(5) 0.043(4) 0.042(4) 0.015(3) 0.012(3) 0.015(4) C9A 0.043(4) 0.034(4) 0.041(4) 0.006(3) 0.008(3) 0.007(4) C10 0.032(4) 0.045(4) 0.045(4) 0.007(4) 0.002(3) 0.007(3) C10A 0.030(4) 0.050(5) 0.042(4) 0.010(4) 0.005(3) 0.009(4) C11 0.037(4) 0.035(4) 0.043(4) 0.008(3) 0.008(3) 0.005(3) C11A 0.034(4) 0.040(4) 0.039(4) 0.008(3) 0.005(3) 0.014(3) C12 0.029(4) 0.035(4) 0.038(4) 0.012(3) 0.007(3) 0.011(3) C12A 0.025(4) 0.037(4) 0.035(4) 0.003(3) 0.005(3) 0.001(3) C13 0.036(4) 0.046(5) 0.051(4) 0.020(4) 0.011(3) 0.020(3) C13A 0.030(4) 0.046(4) 0.041(4) 0.007(3) 0.004(3) 0.010(3) C14 0.040(4) 0.047(4) 0.042(4) 0.012(3) 0.006(3) 0.017(4) C14A 0.031(4) 0.041(4) 0.044(4) 0.007(3) 0.007(3) 0.012(3) C15 0.043(4) 0.047(5) 0.039(4) 0.012(3) 0.011(3) 0.027(4) C15A 0.029(4) 0.052(5) 0.037(4) 0.006(4) 0.009(3) 0.010(3) C16 0.038(4) 0.050(5) 0.051(5) 0.022(4) 0.014(3) 0.013(4) C16A 0.035(4) 0.046(4) 0.041(4) 0.007(3) 0.002(3) 0.005(3) C17 0.041(4) 0.041(4) 0.040(4) 0.005(3) 0.005(3) 0.013(4) C17A 0.032(4) 0.042(4) 0.041(4) 0.002(3) 0.004(3) 0.007(3) C18 0.031(4) 0.040(4) 0.044(4) 0.012(3) 0.005(3) 0.017(3) C18A 0.033(4) 0.035(4) 0.031(4) 0.009(3) 0.005(3) 0.006(3) C19 0.032(4) 0.035(4) 0.042(4) 0.009(3) 0.003(3) 0.005(3) C19A 0.040(4) 0.040(4) 0.038(4) 0.013(3) 0.011(3) 0.011(4) C20 0.036(4) 0.034(4) 0.042(4) 0.005(3) 0.009(3) 0.016(3) C20A 0.035(4) 0.043(4) 0.037(4) 0.014(3) 0.012(3) 0.009(4) C21 0.043(4) 0.041(4) 0.039(4) 0.006(3) 0.005(3) 0.020(3) C21A 0.035(4) 0.053(5) 0.033(4) 0.011(3) 0.005(3) 0.002(4) C22 0.029(4) 0.045(4) 0.037(4) 0.007(3) 0.005(3) 0.013(3) C22A 0.031(4) 0.051(5) 0.051(5) 0.010(4) 0.007(3) 0.011(4) C23 0.034(4) 0.043(4) 0.035(4) 0.010(3) 0.005(3) 0.011(3) C23A 0.035(4) 0.048(4) 0.044(4) 0.007(3) 0.012(3) 0.016(4) C24 0.056(4) 0.054(4) 0.064(5) 0.026(4) 0.021(4) 0.026(4) C24A 0.052(5) 0.040(4) 0.074(6) 0.006(4) 0.004(4) 0.002(4) C25 0.079(5) 0.066(5) 0.062(5) 0.012(4) 0.025(4) 0.044(4) C25A 0.049(4) 0.066(5) 0.062(5) 0.013(4) 0.029(4) 0.016(4) C26 0.055(5) 0.048(4) 0.049(5) 0.018(4) 0.020(4) 0.024(4) C26A 0.044(4) 0.045(4) 0.041(4) 0.012(3) 0.006(3) 0.010(3) C27 0.061(4) 0.060(5) 0.066(5) 0.025(4) 0.024(4) 0.032(4) C27A 0.048(4) 0.052(4) 0.070(5) 0.007(4) 0.014(4) -0.001(4) C28 0.074(5) 0.065(5) 0.042(5) 0.018(4) 0.021(4) 0.029(4) C28A 0.058(4) 0.044(4) 0.061(5) 0.018(4) 0.015(4) 0.013(4) C29 0.054(5) 0.047(4) 0.067(5) 0.017(4) 0.024(4) 0.013(4) C29A 0.056(4) 0.051(4) 0.042(5) 0.008(3) 0.011(4) 0.009(3) C30 0.036(4) 0.048(4) 0.058(5) 0.015(4) 0.019(4) 0.016(3) C30A 0.033(4) 0.051(4) 0.055(5) 0.001(4) 0.006(3) 0.001(3) C31 0.057(5) 0.075(5) 0.097(6) 0.028(5) 0.044(4) 0.027(4) C32 0.050(5) 0.134(7) 0.119(7) 0.068(6) 0.040(5) 0.051(5) C33 0.049(5) 0.090(6) 0.101(7) -0.024(5) 0.040(4) 0.006(4) O1SA 0.046(3) 0.054(3) 0.042(3) 0.008(2) 0.006(2) 0.027(2) C1SA 0.062(5) 0.071(5) 0.055(5) 0.015(4) 0.010(4) 0.030(4) O1S 0.077(3) 0.067(3) 0.067(3) 0.022(3) 0.033(3) 0.027(3) C1S 0.062(5) 0.108(7) 0.058(5) 0.027(5) 0.013(4) 0.044(5) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All esds are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.890(4) . . yes Cu1 O1A 1.917(4) . . yes Cu1 N5 1.946(5) . . yes Cu1 N5A 1.973(5) . . yes O1 C19 1.323(8) . . yes O1A C19A 1.344(8) . . yes O2 C9 1.366(8) . . yes O2 C24 1.428(8) . . yes O2A C9A 1.368(7) . . yes O2A C24A 1.416(8) . . yes O3 C15 1.372(8) . . yes O3 C25 1.420(8) . . yes O3A C15A 1.377(8) . . yes O3A C25A 1.420(8) . . yes O1SA C1SA 1.416(8) . . yes O1SA H1SA 0.8397 . . no O1S C1S 1.439(9) . . yes N2 C1 1.369(9) . . yes N2 C3 1.381(8) . . yes N2A C3A 1.383(9) . . yes N2A C1A 1.332(9) . . yes N5 C1 1.336(9) . . yes N5 C4 1.385(8) . . yes N5A C4A 1.407(8) . . yes N5A C1A 1.354(9) . . yes N2 H2A 0.8806 . . no N2A H2AA 0.8802 . . no C1 C18 1.442(9) . . no C1A C18A 1.472(9) . . no C3 C4 1.372(8) . . no C3 C6 1.459(9) . . no C3A C6A 1.468(9) . . no C3A C4A 1.347(9) . . no C4 C12 1.464(9) . . no C4A C12A 1.474(9) . . no C6 C7 1.400(9) . . no C6 C11 1.395(9) . . no C6A C7A 1.391(10) . . no C6A C11A 1.378(9) . . no C7 C8 1.365(9) . . no C7A C8A 1.385(9) . . no C8 C9 1.373(10) . . no C8A C9A 1.396(10) . . no C9 C10 1.386(10) . . no C9A C10A 1.378(10) . . no C10 C11 1.371(9) . . no C10A C11A 1.385(9) . . no C12 C17 1.408(9) . . no C12 C13 1.385(9) . . no C12A C17A 1.403(9) . . no C12A C13A 1.391(8) . . no C13 C14 1.380(9) . . no C13A C14A 1.400(8) . . no C14 C15 1.389(9) . . no C14A C15A 1.389(10) . . no C15 C16 1.382(9) . . no C15A C16A 1.385(10) . . no C16 C17 1.376(9) . . no C16A C17A 1.372(9) . . no C18 C19 1.430(9) . . no C18 C23 1.407(9) . . no C18A C23A 1.400(10) . . no C18A C19A 1.403(9) . . no C19 C20 1.425(9) . . no C19A C20A 1.418(9) . . no C20 C26 1.533(9) . . no C20 C21 1.384(9) . . no C20A C26A 1.536(9) . . no C20A C21A 1.397(10) . . no C21 C22 1.429(9) . . no C21A C22A 1.380(10) . . no C22 C30 1.537(9) . . no C22 C23 1.362(9) . . no C22A C30A 1.541(10) . . no C22A C23A 1.382(10) . . no C26 C28 1.526(9) . . no C26 C27 1.535(10) . . no C26 C29 1.557(10) . . no C26A C28A 1.523(10) . . no C26A C29A 1.539(9) . . no C26A C27A 1.537(10) . . no C30 C32 1.515(9) . . no C30 C33 1.512(9) . . no C30 C31 1.523(9) . . no C30A C32' 1.52(2) . . no C30A C31' 1.537(16) . . no C30A C31A 1.549(9) . . no C30A C33A 1.505(11) . . no C30A C33' 1.561(17) . . no C30A C32A 1.538(10) . . no C7 H7A 0.9511 . . no C7A H7AA 0.9499 . . no C8 H8A 0.9496 . . no C8A H8AA 0.9510 . . no C10 H10B 0.9501 . . no C10A H10A 0.9493 . . no C11 H11B 0.9505 . . no C11A H11A 0.9498 . . no C13 H13A 0.9498 . . no C13A H13B 0.9507 . . no C14 H14B 0.9494 . . no C14A H14A 0.9497 . . no C16 H16A 0.9503 . . no C16A H16B 0.9507 . . no C17 H17A 0.9498 . . no C17A H17B 0.9493 . . no C21 H21A 0.9499 . . no C21A H21B 0.9505 . . no C23 H23B 0.9497 . . no C23A H23A 0.9496 . . no C24 H24A 0.9794 . . no C24 H24B 0.9808 . . no C24 H24C 0.9803 . . no C24A H24D 0.9799 . . no C24A H24E 0.9810 . . no C24A H24F 0.9788 . . no C25 H25B 0.9799 . . no C25 H25C 0.9803 . . no C25 H25A 0.9805 . . no C25A H25E 0.9802 . . no C25A H25D 0.9802 . . no C25A H25F 0.9806 . . no C27 H27C 0.9802 . . no C27 H27A 0.9798 . . no C27 H27B 0.9796 . . no C27A H27D 0.9803 . . no C27A H27E 0.9807 . . no C27A H27F 0.9801 . . no C28 H28A 0.9792 . . no C28 H28B 0.9791 . . no C28 H28C 0.9807 . . no C28A H28E 0.9804 . . no C28A H28F 0.9809 . . no C28A H28D 0.9804 . . no C29 H29E 0.9788 . . no C29 H29F 0.9805 . . no C29 H29D 0.9794 . . no C29A H29C 0.9805 . . no C29A H29A 0.9803 . . no C29A H29B 0.9795 . . no C31 H31A 0.9802 . . no C31 H31C 0.9804 . . no C31 H31B 0.9793 . . no C31' H31H 0.9848 . . no C31' H31G 0.9780 . . no C31' H31I 0.9793 . . no C31A H31D 0.9799 . . no C31A H31F 0.9795 . . no C31A H31E 0.9807 . . no C32 H32C 0.9805 . . no C32 H32A 0.9806 . . no C32 H32B 0.9793 . . no C32' H32I 0.9800 . . no C32' H32H 0.9796 . . no C32' H32G 0.9795 . . no C32A H32F 0.9797 . . no C32A H32D 0.9811 . . no C32A H32E 0.9808 . . no C33 H33C 0.9801 . . no C33 H33B 0.9799 . . no C33 H33A 0.9791 . . no C33' H33I 0.9810 . . no C33' H33H 0.9806 . . no C33' H33G 0.9799 . . no C33A H33E 0.9800 . . no C33A H33D 0.9797 . . no C33A H33F 0.9797 . . no C1SA H1S5 0.9797 . . no C1SA H1S6 0.9804 . . no C1SA H1S4 0.9797 . . no C1S H1S1 0.9795 . . no C1S H1S2 0.9809 . . no C1S H1S3 0.9793 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O1A 89.40(17) . . . yes O1 Cu1 N5 89.8(2) . . . yes O1 Cu1 N5A 155.1(2) . . . yes O1A Cu1 N5 156.3(2) . . . yes O1A Cu1 N5A 89.13(19) . . . yes N5 Cu1 N5A 101.2(2) . . . yes Cu1 O1 C19 127.6(4) . . . yes Cu1 O1A C19A 118.0(4) . . . yes C9 O2 C24 118.1(5) . . . yes C9A O2A C24A 117.2(5) . . . yes C15 O3 C25 117.3(5) . . . yes C15A O3A C25A 117.3(5) . . . yes C1SA O1SA H1SA 109.45 . . . no C1 N2 C3 110.8(5) . . . yes C1A N2A C3A 108.8(5) . . . yes Cu1 N5 C4 127.8(4) . . . yes C1 N5 C4 108.4(5) . . . yes Cu1 N5 C1 121.8(4) . . . yes Cu1 N5A C4A 133.1(4) . . . yes C1A N5A C4A 105.5(5) . . . yes Cu1 N5A C1A 121.2(4) . . . yes C1 N2 H2A 124.55 . . . no C3 N2 H2A 124.66 . . . no C1A N2A H2AA 125.60 . . . no C3A N2A H2AA 125.57 . . . no N2 C1 C18 125.9(6) . . . yes N5 C1 C18 127.1(6) . . . yes N2 C1 N5 107.0(5) . . . yes N5A C1A C18A 124.8(6) . . . yes N2A C1A C18A 125.0(6) . . . yes N2A C1A N5A 110.0(6) . . . yes N2 C3 C4 104.3(5) . . . yes C4 C3 C6 133.2(6) . . . no N2 C3 C6 122.4(6) . . . yes C4A C3A C6A 131.5(6) . . . no N2A C3A C4A 106.6(6) . . . yes N2A C3A C6A 121.6(6) . . . yes N5 C4 C12 121.3(5) . . . yes C3 C4 C12 129.3(6) . . . no N5 C4 C3 109.4(5) . . . yes N5A C4A C12A 121.2(5) . . . yes C3A C4A C12A 129.3(6) . . . no N5A C4A C3A 109.0(6) . . . yes C7 C6 C11 117.0(6) . . . no C3 C6 C11 120.7(6) . . . no C3 C6 C7 122.3(6) . . . no C3A C6A C7A 119.9(6) . . . no C3A C6A C11A 122.3(6) . . . no C7A C6A C11A 117.7(6) . . . no C6 C7 C8 121.2(6) . . . no C6A C7A C8A 121.9(6) . . . no C7 C8 C9 120.7(6) . . . no C7A C8A C9A 119.3(6) . . . no O2 C9 C10 125.3(6) . . . yes C8 C9 C10 119.6(6) . . . no O2 C9 C8 115.1(6) . . . yes O2A C9A C8A 114.8(6) . . . yes O2A C9A C10A 126.1(6) . . . yes C8A C9A C10A 119.1(6) . . . no C9 C10 C11 119.5(6) . . . no C9A C10A C11A 120.7(6) . . . no C6 C11 C10 121.9(6) . . . no C6A C11A C10A 121.2(6) . . . no C13 C12 C17 117.4(6) . . . no C4 C12 C13 123.3(6) . . . no C4 C12 C17 119.2(6) . . . no C4A C12A C17A 121.0(6) . . . no C13A C12A C17A 116.6(5) . . . no C4A C12A C13A 122.3(6) . . . no C12 C13 C14 122.1(6) . . . no C12A C13A C14A 122.8(6) . . . no C13 C14 C15 119.8(6) . . . no C13A C14A C15A 117.7(6) . . . no C14 C15 C16 119.0(6) . . . no O3 C15 C16 116.7(6) . . . yes O3 C15 C14 124.3(6) . . . yes O3A C15A C14A 123.7(6) . . . yes O3A C15A C16A 115.0(6) . . . yes C14A C15A C16A 121.3(6) . . . no C15 C16 C17 121.2(6) . . . no C15A C16A C17A 119.3(6) . . . no C12 C17 C16 120.4(6) . . . no C12A C17A C16A 122.2(6) . . . no C19 C18 C23 119.8(6) . . . no C1 C18 C23 119.6(6) . . . no C1 C18 C19 120.5(6) . . . no C1A C18A C19A 120.2(6) . . . no C19A C18A C23A 121.1(6) . . . no C1A C18A C23A 118.6(6) . . . no O1 C19 C18 121.2(6) . . . yes C18 C19 C20 117.9(6) . . . no O1 C19 C20 120.9(5) . . . yes O1A C19A C20A 119.7(5) . . . yes O1A C19A C18A 121.3(6) . . . yes C18A C19A C20A 118.9(6) . . . no C19 C20 C21 118.9(6) . . . no C19 C20 C26 119.7(6) . . . no C21 C20 C26 121.5(6) . . . no C21A C20A C26A 121.8(6) . . . no C19A C20A C26A 121.2(6) . . . no C19A C20A C21A 117.0(6) . . . no C20 C21 C22 124.0(6) . . . no C20A C21A C22A 124.8(7) . . . no C21 C22 C23 115.8(5) . . . no C21 C22 C30 120.1(5) . . . no C23 C22 C30 124.1(5) . . . no C21A C22A C30A 122.8(6) . . . no C23A C22A C30A 119.8(6) . . . no C21A C22A C23A 117.3(6) . . . no C18 C23 C22 123.4(6) . . . no C18A C23A C22A 120.8(6) . . . no C27 C26 C29 107.6(5) . . . no C27 C26 C28 107.1(6) . . . no C20 C26 C28 110.8(5) . . . no C28 C26 C29 109.3(6) . . . no C20 C26 C29 109.7(5) . . . no C20 C26 C27 112.2(6) . . . no C20A C26A C27A 113.2(6) . . . no C20A C26A C28A 109.7(5) . . . no C20A C26A C29A 109.0(5) . . . no C27A C26A C28A 108.4(5) . . . no C28A C26A C29A 109.7(6) . . . no C27A C26A C29A 106.9(5) . . . no C22 C30 C32 111.0(5) . . . no C22 C30 C33 108.0(5) . . . no C32 C30 C33 110.1(5) . . . no C31 C30 C32 107.5(5) . . . no C22 C30 C31 111.5(5) . . . no C31 C30 C33 108.6(5) . . . no C22A C30A C32A 111.2(5) . . . no C22A C30A C31' 113.8(11) . . . no C22A C30A C32' 117.4(10) . . . no C22A C30A C33A 110.7(6) . . . no C31' C30A C32' 110.9(12) . . . no C31' C30A C33' 103.5(13) . . . no C32A C30A C33A 110.3(6) . . . no C22A C30A C33' 102.1(9) . . . no C31A C30A C32A 107.0(6) . . . no C32' C30A C33' 107.5(12) . . . no C22A C30A C31A 106.8(5) . . . no C31A C30A C33A 110.8(6) . . . no C6 C7 H7A 119.34 . . . no C8 C7 H7A 119.48 . . . no C8A C7A H7AA 119.05 . . . no C6A C7A H7AA 119.06 . . . no C7 C8 H8A 119.59 . . . no C9 C8 H8A 119.70 . . . no C9A C8A H8AA 120.34 . . . no C7A C8A H8AA 120.38 . . . no C9 C10 H10B 120.31 . . . no C11 C10 H10B 120.15 . . . no C9A C10A H10A 119.62 . . . no C11A C10A H10A 119.68 . . . no C10 C11 H11B 119.02 . . . no C6 C11 H11B 119.10 . . . no C10A C11A H11A 119.38 . . . no C6A C11A H11A 119.39 . . . no C12 C13 H13A 118.97 . . . no C14 C13 H13A 118.92 . . . no C12A C13A H13B 118.67 . . . no C14A C13A H13B 118.55 . . . no C15 C14 H14B 120.07 . . . no C13 C14 H14B 120.17 . . . no C13A C14A H14A 121.25 . . . no C15A C14A H14A 121.08 . . . no C17 C16 H16A 119.40 . . . no C15 C16 H16A 119.42 . . . no C15A C16A H16B 120.32 . . . no C17A C16A H16B 120.34 . . . no C16 C17 H17A 119.87 . . . no C12 C17 H17A 119.69 . . . no C16A C17A H17B 118.86 . . . no C12A C17A H17B 118.92 . . . no C22 C21 H21A 117.95 . . . no C20 C21 H21A 118.03 . . . no C20A C21A H21B 117.55 . . . no C22A C21A H21B 117.67 . . . no C18 C23 H23B 118.36 . . . no C22 C23 H23B 118.20 . . . no C22A C23A H23A 119.66 . . . no C18A C23A H23A 119.55 . . . no O2 C24 H24A 109.53 . . . no O2 C24 H24B 109.42 . . . no H24A C24 H24B 109.49 . . . no H24A C24 H24C 109.50 . . . no O2 C24 H24C 109.46 . . . no H24B C24 H24C 109.42 . . . no O2A C24A H24E 109.46 . . . no O2A C24A H24F 109.50 . . . no H24D C24A H24E 109.44 . . . no H24D C24A H24F 109.46 . . . no H24E C24A H24F 109.56 . . . no O2A C24A H24D 109.41 . . . no O3 C25 H25A 109.45 . . . no O3 C25 H25C 109.43 . . . no H25A C25 H25B 109.57 . . . no H25A C25 H25C 109.50 . . . no H25B C25 H25C 109.42 . . . no O3 C25 H25B 109.46 . . . no O3A C25A H25D 109.45 . . . no O3A C25A H25E 109.48 . . . no H25D C25A H25E 109.44 . . . no H25D C25A H25F 109.41 . . . no H25E C25A H25F 109.57 . . . no O3A C25A H25F 109.47 . . . no C26 C27 H27A 109.44 . . . no C26 C27 H27B 109.43 . . . no H27A C27 H27B 109.57 . . . no H27A C27 H27C 109.45 . . . no C26 C27 H27C 109.41 . . . no H27B C27 H27C 109.52 . . . no C26A C27A H27E 109.52 . . . no C26A C27A H27F 109.52 . . . no C26A C27A H27D 109.48 . . . no H27D C27A H27F 109.43 . . . no H27E C27A H27F 109.41 . . . no H27D C27A H27E 109.47 . . . no C26 C28 H28B 109.51 . . . no C26 C28 H28C 109.41 . . . no H28A C28 H28B 109.54 . . . no H28A C28 H28C 109.42 . . . no H28B C28 H28C 109.43 . . . no C26 C28 H28A 109.52 . . . no C26A C28A H28D 109.56 . . . no C26A C28A H28E 109.55 . . . no H28D C28A H28E 109.46 . . . no H28D C28A H28F 109.39 . . . no H28E C28A H28F 109.39 . . . no C26A C28A H28F 109.48 . . . no C26 C29 H29E 109.50 . . . no C26 C29 H29F 109.37 . . . no C26 C29 H29D 109.47 . . . no H29D C29 H29F 109.43 . . . no H29E C29 H29F 109.51 . . . no H29D C29 H29E 109.56 . . . no C26A C29A H29B 109.58 . . . no C26A C29A H29C 109.50 . . . no H29A C29A H29B 109.45 . . . no H29A C29A H29C 109.42 . . . no H29B C29A H29C 109.37 . . . no C26A C29A H29A 109.51 . . . no C30 C31 H31A 109.42 . . . no C30 C31 H31C 109.50 . . . no H31A C31 H31B 109.49 . . . no H31A C31 H31C 109.38 . . . no H31B C31 H31C 109.51 . . . no C30 C31 H31B 109.53 . . . no C30A C31' H31H 109.23 . . . no C30A C31' H31I 109.60 . . . no H31G C31' H31I 109.89 . . . no H31H C31' H31I 109.13 . . . no C30A C31' H31G 109.69 . . . no H31G C31' H31H 109.27 . . . no H31D C31A H31F 109.49 . . . no H31E C31A H31F 109.40 . . . no C30A C31A H31D 109.49 . . . no C30A C31A H31F 109.48 . . . no H31D C31A H31E 109.44 . . . no C30A C31A H31E 109.54 . . . no C30 C32 H32B 109.47 . . . no C30 C32 H32A 109.44 . . . no H32A C32 H32C 109.52 . . . no H32A C32 H32B 109.44 . . . no C30 C32 H32C 109.46 . . . no H32B C32 H32C 109.49 . . . no C30A C32' H32G 109.44 . . . no C30A C32' H32I 109.51 . . . no H32G C32' H32H 109.47 . . . no H32H C32' H32I 109.50 . . . no H32G C32' H32I 109.37 . . . no C30A C32' H32H 109.54 . . . no C30A C32A H32F 109.50 . . . no C30A C32A H32E 109.42 . . . no H32D C32A H32E 109.43 . . . no H32D C32A H32F 109.45 . . . no C30A C32A H32D 109.44 . . . no H32E C32A H32F 109.59 . . . no C30 C33 H33C 109.51 . . . no H33A C33 H33B 109.48 . . . no C30 C33 H33B 109.49 . . . no C30 C33 H33A 109.43 . . . no H33B C33 H33C 109.49 . . . no H33A C33 H33C 109.43 . . . no C30A C33' H33I 109.49 . . . no C30A C33' H33H 109.55 . . . no H33G C33' H33I 109.42 . . . no H33H C33' H33I 109.42 . . . no C30A C33' H33G 109.52 . . . no H33G C33' H33H 109.44 . . . no H33D C33A H33F 109.41 . . . no H33E C33A H33F 109.47 . . . no H33D C33A H33E 109.45 . . . no C30A C33A H33D 109.49 . . . no C30A C33A H33E 109.51 . . . no C30A C33A H33F 109.50 . . . no O1SA C1SA H1S4 109.49 . . . no O1SA C1SA H1S5 109.42 . . . no O1SA C1SA H1S6 109.48 . . . no H1S4 C1SA H1S5 109.50 . . . no H1S4 C1SA H1S6 109.39 . . . no H1S5 C1SA H1S6 109.55 . . . no O1S C1S H1S1 109.50 . . . no O1S C1S H1S2 109.43 . . . no O1S C1S H1S3 109.55 . . . no H1S1 C1S H1S2 109.47 . . . no H1S1 C1S H1S3 109.48 . . . no H1S2 C1S H1S3 109.38 . . . no _diffrn_measured_fraction_theta_max 0.934 _diffrn_reflns_theta_full 24.35 _diffrn_measured_fraction_theta_full 0.934 _refine_diff_density_max 0.32 _refine_diff_density_min -0.38 _refine_diff_density_rms 0.07 #===END of CIF data_ZNIMPH _database_code_depnum_ccdc_archive 'CCDC 284616' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (Zn(L(BzL)2).2CH3CN _chemical_melting_point ? _chemical_formula_moiety 'C42 H50 N4 O2 Zn, 2(C2 H3 N)' _chemical_formula_sum 'C46 H56 N6 O2 Zn' _chemical_formula_weight 790.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' 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' '-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 26.595(4) _cell_length_b 8.1200(11) _cell_length_c 20.435(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.777(2) _cell_angle_gamma 90.00 _cell_volume 4286.0(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3238 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 26.05 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.225 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1680 _exptl_absorpt_coefficient_mu 0.617 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.914 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Bruker SADABS V2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART1000 CCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11464 _diffrn_reflns_av_R_equivalents 0.039 _diffrn_reflns_av_sigmaI/netI 0.063 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 28.59 _reflns_number_total 5081 _reflns_number_gt 3419 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART version 5.624 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.02a (Bruker, 2001)' _computing_data_reduction 'Bruker SAINT; Bruker SHELXTL (Bruker, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97; PLATON (Spek, 2001)' _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^)+(0.0387P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'CH3 (acetonotrile solvent) found by difmap, other geometrically calculated' _refine_ls_hydrogen_treatment 'CH3 in CH3CN treated as rigid rotating group, other riding model.' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4763 _refine_ls_number_parameters 250 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0644 _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.0845 _refine_ls_wR_factor_gt 0.0773 _refine_ls_goodness_of_fit_ref 0.967 _refine_ls_restrained_S_all 0.967 _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 0.0000 0.02774(4) 0.7500 0.01786(10) Uani 1 2 d S . . O1 O 0.05173(5) 0.14970(16) 0.71916(6) 0.0207(3) Uani 1 1 d . . . C1 C 0.00579(7) -0.0993(2) 0.61980(9) 0.0180(4) Uani 1 1 d . . . N2 N -0.02017(6) -0.17482(19) 0.56211(8) 0.0201(4) Uani 1 1 d . . . H2A H -0.0078 -0.1939 0.5266 0.024 Uiso 1 1 calc R . . C3 C -0.06924(8) -0.2166(2) 0.56849(10) 0.0203(4) Uani 1 1 d . . . C4 C -0.07164(7) -0.1626(2) 0.63266(10) 0.0183(4) Uani 1 1 d . . . N5 N -0.02459(6) -0.09071(19) 0.66363(8) 0.0185(4) Uani 1 1 d . . . C6 C -0.11042(8) -0.2958(2) 0.52520(11) 0.0261(5) Uani 1 1 d . . . H6A H -0.1085 -0.3311 0.4816 0.031 Uiso 1 1 calc R . . C7 C -0.15422(8) -0.3203(3) 0.54897(11) 0.0292(5) Uani 1 1 d . . . H7A H -0.1831 -0.3752 0.5212 0.035 Uiso 1 1 calc R . . C8 C -0.15720(8) -0.2662(3) 0.61305(11) 0.0290(5) Uani 1 1 d . . . H8A H -0.1882 -0.2844 0.6274 0.035 Uiso 1 1 calc R . . C9 C -0.11624(8) -0.1870(2) 0.65603(11) 0.0234(5) Uani 1 1 d . . . H9A H -0.1184 -0.1509 0.6995 0.028 Uiso 1 1 calc R . . C10 C 0.05899(7) -0.0406(2) 0.63074(9) 0.0183(4) Uani 1 1 d . . . C11 C 0.07889(7) 0.0850(2) 0.67855(9) 0.0176(4) Uani 1 1 d . . . C12 C 0.13000(8) 0.1446(2) 0.68126(9) 0.0193(4) Uani 1 1 d . . . C13 C 0.15832(8) 0.0706(2) 0.64044(10) 0.0206(4) Uani 1 1 d . . . H13A H 0.1923 0.1104 0.6431 0.025 Uiso 1 1 calc R . . C14 C 0.14037(8) -0.0583(2) 0.59577(10) 0.0200(4) Uani 1 1 d . . . C15 C 0.09014(7) -0.1098(2) 0.59122(10) 0.0203(4) Uani 1 1 d . . . H15A H 0.0762 -0.1950 0.5603 0.024 Uiso 1 1 calc R . . C16 C 0.15304(8) 0.2875(2) 0.72883(10) 0.0245(5) Uani 1 1 d . . . C17 C 0.15789(9) 0.2361(3) 0.80272(10) 0.0323(5) Uani 1 1 d . . . H17A H 0.1805 0.1395 0.8131 0.048 Uiso 1 1 calc R . . H17B H 0.1236 0.2090 0.8094 0.048 Uiso 1 1 calc R . . H17C H 0.1727 0.3272 0.8326 0.048 Uiso 1 1 calc R . . C18 C 0.11832(9) 0.4407(2) 0.71157(11) 0.0304(5) Uani 1 1 d . . . H18A H 0.1155 0.4715 0.6644 0.046 Uiso 1 1 calc R . . H18B H 0.1336 0.5321 0.7410 0.046 Uiso 1 1 calc R . . H18C H 0.0838 0.4161 0.7183 0.046 Uiso 1 1 calc R . . C19 C 0.20760(8) 0.3360(3) 0.72249(11) 0.0324(5) Uani 1 1 d . . . H19A H 0.2308 0.2409 0.7335 0.049 Uiso 1 1 calc R . . H19B H 0.2207 0.4263 0.7537 0.049 Uiso 1 1 calc R . . H19C H 0.2061 0.3717 0.6762 0.049 Uiso 1 1 calc R . . C20 C 0.17522(8) -0.1466(2) 0.55645(10) 0.0220(5) Uani 1 1 d . . . C21 C 0.19048(9) -0.3151(3) 0.58966(11) 0.0307(5) Uani 1 1 d . . . H21A H 0.2085 -0.2991 0.6370 0.046 Uiso 1 1 calc R . . H21B H 0.2134 -0.3723 0.5660 0.046 Uiso 1 1 calc R . . H21C H 0.1593 -0.3812 0.5872 0.046 Uiso 1 1 calc R . . C22 C 0.14706(9) -0.1732(3) 0.48246(10) 0.0334(6) Uani 1 1 d . . . H22A H 0.1372 -0.0663 0.4609 0.050 Uiso 1 1 calc R . . H22B H 0.1159 -0.2396 0.4802 0.050 Uiso 1 1 calc R . . H22C H 0.1701 -0.2305 0.4590 0.050 Uiso 1 1 calc R . . C23 C 0.22494(8) -0.0493(3) 0.55799(12) 0.0324(5) Uani 1 1 d . . . H23A H 0.2160 0.0587 0.5371 0.049 Uiso 1 1 calc R . . H23B H 0.2463 -0.1100 0.5331 0.049 Uiso 1 1 calc R . . H23C H 0.2443 -0.0346 0.6048 0.049 Uiso 1 1 calc R . . N1S N 0.00677(8) -0.3068(3) 0.44265(9) 0.0435(6) Uani 1 1 d . . . C1S C 0.01957(8) -0.3609(3) 0.39824(11) 0.0293(5) Uani 1 1 d . . . C2S C 0.03763(9) -0.4301(3) 0.34215(11) 0.0354(6) Uani 1 1 d . . . H2S1 H 0.0369 -0.3448 0.3080 0.053 Uiso 1 1 calc R . . H2S2 H 0.0150 -0.5214 0.3222 0.053 Uiso 1 1 calc R . . H2S3 H 0.0731 -0.4707 0.3585 0.053 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 0.02003(19) 0.01933(18) 0.01551(17) 0.000 0.00678(13) 0.000 O1 0.0235(8) 0.0214(7) 0.0196(7) -0.0044(6) 0.0098(6) -0.0036(6) C1 0.0207(11) 0.0165(10) 0.0172(10) -0.0016(8) 0.0051(8) 0.0007(8) N2 0.0184(10) 0.0253(9) 0.0179(9) -0.0043(7) 0.0067(7) -0.0024(7) C3 0.0190(11) 0.0182(10) 0.0237(11) 0.0005(9) 0.0051(9) 0.0004(8) C4 0.0185(11) 0.0151(10) 0.0214(11) -0.0004(8) 0.0050(9) 0.0001(8) N5 0.0176(9) 0.0199(8) 0.0188(8) -0.0016(7) 0.0058(7) -0.0007(7) C6 0.0263(13) 0.0262(12) 0.0234(11) -0.0034(9) 0.0017(9) -0.0016(9) C7 0.0192(12) 0.0294(12) 0.0361(13) -0.0032(10) 0.0006(10) -0.0068(9) C8 0.0205(12) 0.0283(12) 0.0406(14) 0.0014(10) 0.0118(10) -0.0039(10) C9 0.0227(12) 0.0219(11) 0.0269(11) -0.0008(9) 0.0084(9) -0.0011(9) C10 0.0179(10) 0.0202(10) 0.0177(10) 0.0000(8) 0.0061(8) -0.0009(9) C11 0.0204(11) 0.0182(10) 0.0152(10) 0.0020(8) 0.0059(8) 0.0001(8) C12 0.0224(12) 0.0193(10) 0.0161(10) 0.0020(8) 0.0043(8) -0.0011(8) C13 0.0170(11) 0.0250(11) 0.0204(10) 0.0029(9) 0.0055(8) -0.0036(8) C14 0.0192(11) 0.0229(11) 0.0192(10) 0.0019(8) 0.0070(8) 0.0021(8) C15 0.0212(12) 0.0213(11) 0.0190(10) -0.0036(9) 0.0059(9) -0.0003(9) C16 0.0273(12) 0.0255(11) 0.0215(11) -0.0038(9) 0.0075(9) -0.0092(9) C17 0.0364(14) 0.0400(14) 0.0199(11) -0.0041(10) 0.0056(10) -0.0119(11) C18 0.0357(14) 0.0247(12) 0.0348(13) -0.0066(10) 0.0164(10) -0.0082(10) C19 0.0322(14) 0.0334(13) 0.0330(13) -0.0068(10) 0.0103(11) -0.0119(11) C20 0.0193(11) 0.0267(11) 0.0219(11) 0.0003(9) 0.0090(9) 0.0017(9) C21 0.0335(14) 0.0295(12) 0.0324(13) 0.0016(10) 0.0147(11) 0.0058(10) C22 0.0301(13) 0.0476(15) 0.0245(12) -0.0041(11) 0.0107(10) 0.0082(11) C23 0.0286(13) 0.0327(13) 0.0418(14) -0.0034(11) 0.0202(11) -0.0001(10) N1S 0.0450(14) 0.0609(15) 0.0248(11) -0.0092(10) 0.0087(10) 0.0086(11) C1S 0.0282(13) 0.0330(13) 0.0255(12) 0.0026(10) 0.0042(10) 0.0037(10) C2S 0.0491(16) 0.0331(13) 0.0279(12) 0.0045(10) 0.0170(11) 0.0153(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.9193(13) . y Zn1 O1 1.9193(13) 2_556 No Zn1 N5 1.9794(16) . y Zn1 N5 1.9794(16) 2_556 No O1 C11 1.331(2) . ? C1 N5 1.343(2) . ? C1 N2 1.362(2) . ? C1 C10 1.459(3) . ? N2 C3 1.384(2) . ? C3 C6 1.390(3) . ? C3 C4 1.398(3) . ? C4 N5 1.389(2) . ? C4 C9 1.394(3) . ? C6 C7 1.379(3) . ? C7 C8 1.401(3) . ? C8 C9 1.384(3) . ? C10 C15 1.405(2) . ? C10 C11 1.425(3) . ? C11 C12 1.431(3) . ? C12 C13 1.387(3) . ? C12 C16 1.544(3) . ? C13 C14 1.396(3) . ? C14 C15 1.382(3) . ? C14 C20 1.541(3) . ? C16 C19 1.539(3) . ? C16 C18 1.539(3) . ? C16 C17 1.542(3) . ? C20 C23 1.534(3) . ? C20 C22 1.534(3) . ? C20 C21 1.538(3) . ? N1S C1S 1.131(3) . ? C1S C2S 1.457(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O1 117.88(8) . 2_556 y O1 Zn1 N5 93.92(6) . . y O1 Zn1 N5 115.66(6) 2_556 . y O1 Zn1 N5 115.66(6) . 2_556 No O1 Zn1 N5 93.92(6) 2_556 2_556 No N5 Zn1 N5 121.85(9) . 2_556 y C11 O1 Zn1 122.62(12) . . ? N5 C1 N2 109.82(16) . . ? N5 C1 C10 126.60(17) . . ? N2 C1 C10 123.57(16) . . ? C1 N2 C3 108.90(15) . . ? N2 C3 C6 132.12(18) . . ? N2 C3 C4 105.42(17) . . ? C6 C3 C4 122.46(18) . . ? N5 C4 C9 130.62(18) . . ? N5 C4 C3 108.77(16) . . ? C9 C4 C3 120.60(19) . . ? C1 N5 C4 107.08(15) . . ? C1 N5 Zn1 119.76(13) . . ? C4 N5 Zn1 132.92(12) . . ? C7 C6 C3 116.49(19) . . ? C6 C7 C8 121.6(2) . . ? C9 C8 C7 121.85(19) . . ? C8 C9 C4 116.99(19) . . ? C15 C10 C11 120.49(17) . . ? C15 C10 C1 117.68(17) . . ? C11 C10 C1 121.82(16) . . ? O1 C11 C10 122.83(17) . . ? O1 C11 C12 119.59(17) . . ? C10 C11 C12 117.57(17) . . ? C13 C12 C11 118.49(17) . . ? C13 C12 C16 120.91(17) . . ? C11 C12 C16 120.61(17) . . ? C12 C13 C14 124.62(18) . . ? C15 C14 C13 116.47(17) . . ? C15 C14 C20 121.05(17) . . ? C13 C14 C20 122.38(17) . . ? C14 C15 C10 122.22(18) . . ? C19 C16 C18 107.47(17) . . ? C19 C16 C17 106.92(18) . . ? C18 C16 C17 110.43(17) . . ? C19 C16 C12 112.34(16) . . ? C18 C16 C12 109.68(17) . . ? C17 C16 C12 109.96(16) . . ? C23 C20 C22 107.98(17) . . ? C23 C20 C21 108.25(17) . . ? C22 C20 C21 108.99(18) . . ? C23 C20 C14 111.86(16) . . ? C22 C20 C14 111.49(16) . . ? C21 C20 C14 108.20(15) . . ? N1S C1S C2S 178.3(2) . . ? 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 N1S 0.88 2.06 2.908(2) 161 . _diffrn_measured_fraction_theta_max 0.870 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.948 _refine_diff_density_max 0.46 _refine_diff_density_min -0.30 _refine_diff_density_rms 0.06 #===END of CIF data_ZNPMPH _database_code_depnum_ccdc_archive 'CCDC 284617' _refine_special_details ; Disorder in one OMe modelled over two sites in 70:30 ratio ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (Zn(PhOMeL)2).2CH3CN _chemical_melting_point ? _chemical_formula_moiety 'C62 H70 O6 N4 Zn, 2(C2 H3 N)' _chemical_formula_sum 'C66 H76 N6 O6 Zn' _chemical_formula_weight 1114.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.273(1) _cell_length_b 12.359(2) _cell_length_c 22.334(3) _cell_angle_alpha 89.689(2) _cell_angle_beta 85.560(2) _cell_angle_gamma 79.024(2) _cell_volume 3045.4(7) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5874 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 28.32 _exptl_crystal_description 'Trigonal prism' _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.216 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 0.458 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.729 _exptl_absorpt_correction_T_max 0.935 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker SMART1000 CCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 30267 _diffrn_reflns_av_R_equivalents 0.028 _diffrn_reflns_av_sigmaI/netI 0.039 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 28.93 _reflns_number_total 14062 _reflns_number_gt 10632 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL; PLATON (Spek, 2002)' _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^)+(0.073P)^2^+0.133P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens ; delta-F for MeCN, others geometrically placed' ; _refine_ls_hydrogen_treatment 'riding model, MeCN rigid rotating body' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 14062 _refine_ls_number_parameters 712 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0614 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.1268 _refine_ls_wR_factor_gt 0.1192 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.081 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn -0.18414(2) 0.993246(19) 0.752090(10) 0.02677(8) Uani 1 1 d . . . O1 O -0.30778(12) 1.07870(11) 0.70692(6) 0.0296(3) Uani 1 1 d . . . C1 C -0.07575(18) 1.06609(16) 0.63869(8) 0.0260(4) Uani 1 1 d . . . N2 N 0.02640(15) 1.04842(14) 0.60026(7) 0.0284(4) Uani 1 1 d . . . H2A H 0.0354 1.0823 0.5659 0.034 Uiso 1 1 calc R . . O2 O 0.59552(14) 0.83037(15) 0.52619(7) 0.0430(4) Uani 1 1 d . . . C3 C 0.11363(18) 0.96898(17) 0.62380(9) 0.0278(4) Uani 1 1 d . . . O3 O 0.2670(2) 0.6405(2) 0.85037(12) 0.0437(6) Uiso 0.70 1 d PD A 1 O3' O 0.2900(6) 0.6115(5) 0.8272(3) 0.0505(16) Uiso 0.30 1 d PD A 2 C4 C 0.06081(18) 0.93845(16) 0.67688(9) 0.0266(4) Uani 1 1 d . . . N5 N -0.05644(15) 0.99907(13) 0.68589(7) 0.0255(3) Uani 1 1 d . . . C6 C 0.23755(18) 0.93431(17) 0.59560(9) 0.0290(4) Uani 1 1 d . . . C7 C 0.3352(2) 0.9164(2) 0.63170(9) 0.0366(5) Uani 1 1 d . . . H7A H 0.3205 0.9277 0.6739 0.044 Uiso 1 1 calc R . . C8 C 0.4524(2) 0.8825(2) 0.60728(10) 0.0408(6) Uani 1 1 d . . . H8A H 0.5173 0.8701 0.6327 0.049 Uiso 1 1 calc R . . C9 C 0.47600(19) 0.86621(18) 0.54534(9) 0.0334(5) Uani 1 1 d . . . C10 C 0.38097(19) 0.88617(18) 0.50825(9) 0.0336(5) Uani 1 1 d . . . H10A H 0.3963 0.8772 0.4660 0.040 Uiso 1 1 calc R . . C11 C 0.26275(19) 0.91953(18) 0.53379(9) 0.0316(5) Uani 1 1 d . . . H11A H 0.1978 0.9325 0.5084 0.038 Uiso 1 1 calc R . . C12 C 0.11239(18) 0.85590(16) 0.72070(9) 0.0281(4) Uani 1 1 d . A . C13 C 0.1213(2) 0.88674(19) 0.77988(10) 0.0359(5) Uani 1 1 d . . . H13A H 0.0903 0.9607 0.7925 0.043 Uiso 1 1 calc R . . C14 C 0.1748(2) 0.8112(2) 0.82061(11) 0.0434(6) Uani 1 1 d D A . H14A H 0.1803 0.8334 0.8608 0.052 Uiso 1 1 calc R . . C15 C 0.2198(2) 0.7038(2) 0.80264(11) 0.0432(6) Uani 1 1 d D . . C16 C 0.2107(2) 0.67103(19) 0.74463(12) 0.0470(6) Uani 1 1 d D A . H16A H 0.2407 0.5967 0.7325 0.056 Uiso 1 1 calc R . . C17 C 0.1571(2) 0.74755(19) 0.70365(11) 0.0400(5) Uani 1 1 d . . . H17A H 0.1513 0.7248 0.6636 0.048 Uiso 1 1 calc R A . C18 C -0.18322(18) 1.15112(16) 0.63019(8) 0.0261(4) Uani 1 1 d . . . C19 C -0.29270(18) 1.15541(16) 0.66710(8) 0.0260(4) Uani 1 1 d . . . C20 C -0.38873(18) 1.24792(17) 0.66094(9) 0.0288(4) Uani 1 1 d . . . C21 C -0.37203(19) 1.32611(18) 0.61799(10) 0.0333(5) Uani 1 1 d . . . H21A H -0.4367 1.3867 0.6140 0.040 Uiso 1 1 calc R . . C22 C -0.2660(2) 1.32182(18) 0.58003(9) 0.0329(5) Uani 1 1 d . . . C23 C -0.17254(19) 1.23385(17) 0.58758(9) 0.0302(4) Uani 1 1 d . . . H23A H -0.0987 1.2290 0.5633 0.036 Uiso 1 1 calc R . . C24 C 0.6241(2) 0.8153(2) 0.46300(10) 0.0447(6) Uani 1 1 d . . . H24A H 0.7116 0.7897 0.4549 0.067 Uiso 1 1 calc R . . H24B H 0.5991 0.8854 0.4426 0.067 Uiso 1 1 calc R . . H24C H 0.5810 0.7604 0.4481 0.067 Uiso 1 1 calc R . . C25 C 0.2967(4) 0.5265(3) 0.83908(18) 0.0546(10) Uiso 0.70 1 d PD A 1 H25A H 0.3289 0.4888 0.8747 0.082 Uiso 0.70 1 calc PR A 1 H25B H 0.3580 0.5116 0.8051 0.082 Uiso 0.70 1 calc PR A 1 H25C H 0.2239 0.4996 0.8296 0.082 Uiso 0.70 1 calc PR A 1 C25' C 0.3299(8) 0.6418(7) 0.8821(4) 0.049(2) Uiso 0.30 1 d PD A 2 H25D H 0.3792 0.5772 0.8995 0.074 Uiso 0.30 1 calc PR A 2 H25E H 0.2595 0.6702 0.9099 0.074 Uiso 0.30 1 calc PR A 2 H25F H 0.3785 0.6990 0.8747 0.074 Uiso 0.30 1 calc PR A 2 C26 C -0.50481(19) 1.26232(18) 0.70376(10) 0.0347(5) Uani 1 1 d . . . C27 C -0.5935(2) 1.3694(2) 0.69106(13) 0.0543(7) Uani 1 1 d . . . H27A H -0.6158 1.3680 0.6496 0.081 Uiso 1 1 calc R . . H27B H -0.5547 1.4327 0.6968 0.081 Uiso 1 1 calc R . . H27C H -0.6664 1.3756 0.7187 0.081 Uiso 1 1 calc R . . C28 C -0.4728(2) 1.2690(2) 0.76947(10) 0.0393(5) Uani 1 1 d . . . H28A H -0.5471 1.2782 0.7963 0.059 Uiso 1 1 calc R . . H28B H -0.4332 1.3321 0.7743 0.059 Uiso 1 1 calc R . . H28C H -0.4179 1.2011 0.7795 0.059 Uiso 1 1 calc R . . C29 C -0.5715(2) 1.1654(2) 0.69766(11) 0.0409(5) Uani 1 1 d . . . H29A H -0.5924 1.1603 0.6561 0.061 Uiso 1 1 calc R . . H29B H -0.6458 1.1778 0.7246 0.061 Uiso 1 1 calc R . . H29C H -0.5189 1.0966 0.7084 0.061 Uiso 1 1 calc R . . C30 C -0.2569(2) 1.41290(19) 0.53354(11) 0.0406(5) Uani 1 1 d . . . C31 C -0.3413(3) 1.4037(2) 0.48402(12) 0.0591(8) Uani 1 1 d . . . H31A H -0.3358 1.4616 0.4544 0.089 Uiso 1 1 calc R . . H31B H -0.4249 1.4123 0.5017 0.089 Uiso 1 1 calc R . . H31C H -0.3172 1.3313 0.4643 0.089 Uiso 1 1 calc R . . C32 C -0.2931(3) 1.5256(2) 0.56322(13) 0.0687(9) Uani 1 1 d . . . H32A H -0.2870 1.5827 0.5332 0.103 Uiso 1 1 calc R . . H32B H -0.2390 1.5317 0.5948 0.103 Uiso 1 1 calc R . . H32C H -0.3768 1.5352 0.5809 0.103 Uiso 1 1 calc R . . C33 C -0.1290(3) 1.4010(3) 0.50252(15) 0.0748(11) Uani 1 1 d . . . H33A H -0.1270 1.4604 0.4734 0.112 Uiso 1 1 calc R . . H33B H -0.1068 1.3296 0.4817 0.112 Uiso 1 1 calc R . . H33C H -0.0713 1.4056 0.5326 0.112 Uiso 1 1 calc R . . O1A O -0.22874(13) 0.85703(11) 0.77636(6) 0.0303(3) Uani 1 1 d . . . C1A C -0.20806(17) 0.98858(15) 0.88339(8) 0.0247(4) Uani 1 1 d . . . N2A N -0.18746(15) 1.03952(13) 0.93401(7) 0.0262(3) Uani 1 1 d . . . H2AA H -0.2038 1.0182 0.9709 0.031 Uiso 1 1 calc R . . O2A O -0.04558(15) 1.45539(13) 1.07442(8) 0.0454(4) Uani 1 1 d . . . C3A C -0.13676(18) 1.13020(16) 0.91871(9) 0.0266(4) Uani 1 1 d . . . O3A O 0.10713(17) 1.41451(16) 0.71182(8) 0.0558(5) Uani 1 1 d . . . C4A C -0.12383(18) 1.13024(16) 0.85723(9) 0.0261(4) Uani 1 1 d . . . N5A N -0.16992(15) 1.04284(13) 0.83555(7) 0.0250(3) Uani 1 1 d . . . C6A C -0.11267(18) 1.21076(16) 0.96210(9) 0.0275(4) Uani 1 1 d . . . C7A C -0.1587(2) 1.32290(18) 0.95358(10) 0.0339(5) Uani 1 1 d . . . H7AA H -0.2076 1.3449 0.9212 0.041 Uiso 1 1 calc R . . C8A C -0.1339(2) 1.40097(18) 0.99149(10) 0.0390(5) Uani 1 1 d . . . H8AA H -0.1654 1.4767 0.9851 0.047 Uiso 1 1 calc R . . C9A C -0.0630(2) 1.37049(18) 1.03924(10) 0.0346(5) Uani 1 1 d . . . C10A C -0.0165(2) 1.26016(19) 1.04861(10) 0.0365(5) Uani 1 1 d . . . H10B H 0.0324 1.2386 1.0811 0.044 Uiso 1 1 calc R . . C11A C -0.0421(2) 1.18153(18) 1.00992(10) 0.0348(5) Uani 1 1 d . . . H11B H -0.0106 1.1058 1.0164 0.042 Uiso 1 1 calc R . . C12A C -0.06582(18) 1.20418(16) 0.81764(9) 0.0263(4) Uani 1 1 d . . . C13A C -0.11647(19) 1.24802(17) 0.76620(9) 0.0307(4) Uani 1 1 d . . . H13B H -0.1911 1.2305 0.7563 0.037 Uiso 1 1 calc R . . C14A C -0.0611(2) 1.31712(18) 0.72865(10) 0.0342(5) Uani 1 1 d . . . H14B H -0.0964 1.3452 0.6931 0.041 Uiso 1 1 calc R . . C15A C 0.0462(2) 1.34431(19) 0.74390(10) 0.0365(5) Uani 1 1 d . . . C16A C 0.0981(2) 1.3020(2) 0.79561(10) 0.0389(5) Uani 1 1 d . . . H16B H 0.1715 1.3214 0.8060 0.047 Uiso 1 1 calc R . . C17A C 0.04323(19) 1.23184(18) 0.83194(10) 0.0331(5) Uani 1 1 d . . . H17B H 0.0799 1.2022 0.8669 0.040 Uiso 1 1 calc R . . C18A C -0.26325(18) 0.89003(16) 0.88364(9) 0.0255(4) Uani 1 1 d . . . C19A C -0.26823(18) 0.82862(16) 0.83017(9) 0.0266(4) Uani 1 1 d . . . C20A C -0.3190(2) 0.73103(17) 0.83652(9) 0.0311(4) Uani 1 1 d . . . C21A C -0.3637(2) 0.70284(17) 0.89330(9) 0.0331(5) Uani 1 1 d . . . H21B H -0.3976 0.6381 0.8966 0.040 Uiso 1 1 calc R . . C22A C -0.36173(19) 0.76397(17) 0.94559(9) 0.0299(4) Uani 1 1 d . . . C23A C -0.31068(18) 0.85667(17) 0.93923(9) 0.0283(4) Uani 1 1 d . . . H23B H -0.3074 0.8998 0.9739 0.034 Uiso 1 1 calc R . . C24A C 0.0309(3) 1.4280(2) 1.12226(12) 0.0536(7) Uani 1 1 d . . . H24D H 0.0363 1.4953 1.1441 0.080 Uiso 1 1 calc R . . H24E H 0.1120 1.3923 1.1059 0.080 Uiso 1 1 calc R . . H24F H -0.0029 1.3776 1.1498 0.080 Uiso 1 1 calc R . . C25A C 0.0701(3) 1.4462(3) 0.65356(13) 0.0669(9) Uani 1 1 d . . . H25G H 0.1207 1.4961 0.6357 0.100 Uiso 1 1 calc R . . H25H H -0.0149 1.4838 0.6569 0.100 Uiso 1 1 calc R . . H25I H 0.0792 1.3805 0.6280 0.100 Uiso 1 1 calc R . . C26A C -0.3252(2) 0.66080(19) 0.78052(10) 0.0409(5) Uani 1 1 d . . . C27A C -0.3748(4) 0.5557(3) 0.79636(13) 0.0756(11) Uani 1 1 d . . . H27D H -0.3218 0.5104 0.8235 0.113 Uiso 1 1 calc R . . H27E H -0.3776 0.5137 0.7596 0.113 Uiso 1 1 calc R . . H27F H -0.4567 0.5759 0.8162 0.113 Uiso 1 1 calc R . . C28A C -0.4118(3) 0.7288(2) 0.73792(11) 0.0519(7) Uani 1 1 d . . . H28D H -0.4162 0.6845 0.7022 0.078 Uiso 1 1 calc R . . H28E H -0.3814 0.7955 0.7259 0.078 Uiso 1 1 calc R . . H28F H -0.4928 0.7496 0.7587 0.078 Uiso 1 1 calc R . . C29A C -0.1991(2) 0.62239(19) 0.74790(10) 0.0444(6) Uani 1 1 d . . . H29D H -0.1453 0.5794 0.7754 0.067 Uiso 1 1 calc R . . H29E H -0.1658 0.6868 0.7343 0.067 Uiso 1 1 calc R . . H29F H -0.2059 0.5765 0.7131 0.067 Uiso 1 1 calc R . . C30A C -0.4121(2) 0.73326(18) 1.00850(9) 0.0351(5) Uani 1 1 d . . . C31A C -0.4623(2) 0.6271(2) 1.00693(11) 0.0469(6) Uani 1 1 d . . . H31D H -0.4932 0.6105 1.0475 0.070 Uiso 1 1 calc R . . H31E H -0.3976 0.5664 0.9922 0.070 Uiso 1 1 calc R . . H31F H -0.5282 0.6363 0.9801 0.070 Uiso 1 1 calc R . . C32A C -0.3104(2) 0.7174(2) 1.05165(10) 0.0418(6) Uani 1 1 d . . . H32D H -0.3423 0.6979 1.0915 0.063 Uiso 1 1 calc R . . H32E H -0.2795 0.7860 1.0545 0.063 Uiso 1 1 calc R . . H32F H -0.2445 0.6581 1.0364 0.063 Uiso 1 1 calc R . . C33A C -0.5144(2) 0.8266(2) 1.03249(11) 0.0451(6) Uani 1 1 d . . . H33D H -0.5465 0.8072 1.0723 0.068 Uiso 1 1 calc R . . H33E H -0.5794 0.8373 1.0051 0.068 Uiso 1 1 calc R . . H33F H -0.4829 0.8948 1.0354 0.068 Uiso 1 1 calc R . . C1S C -0.4159(3) 1.0226(3) 1.15966(13) 0.0662(8) Uani 1 1 d . . . H1S1 H -0.4392 0.9508 1.1667 0.099 Uiso 1 1 calc R . . H1S2 H -0.4880 1.0778 1.1523 0.099 Uiso 1 1 calc R . . H1S3 H -0.3795 1.0444 1.1950 0.099 Uiso 1 1 calc R . . C2S C -0.3279(3) 1.0147(2) 1.10718(11) 0.0450(6) Uani 1 1 d . . . N3S N -0.2607(2) 1.00954(19) 1.06609(9) 0.0541(6) Uani 1 1 d . . . C4S C 0.1962(3) 1.1829(3) 0.37952(11) 0.0530(7) Uani 1 1 d . . . H4S1 H 0.2481 1.1140 0.3646 0.079 Uiso 1 1 calc R . . H4S2 H 0.2463 1.2382 0.3852 0.079 Uiso 1 1 calc R . . H4S3 H 0.1371 1.2097 0.3503 0.079 Uiso 1 1 calc R . . C5S C 0.1322(2) 1.1630(2) 0.43711(11) 0.0413(5) Uani 1 1 d . . . N6S N 0.0832(2) 1.1468(2) 0.48092(10) 0.0554(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.03361(13) 0.02567(13) 0.02147(12) 0.00476(9) 0.00089(9) -0.00809(9) O1 0.0316(7) 0.0308(8) 0.0267(7) 0.0093(6) 0.0005(6) -0.0077(6) C1 0.0302(10) 0.0260(10) 0.0223(9) 0.0034(8) 0.0000(8) -0.0078(8) N2 0.0306(9) 0.0321(9) 0.0223(8) 0.0072(7) -0.0010(7) -0.0061(7) O2 0.0305(8) 0.0608(11) 0.0322(8) 0.0047(7) 0.0042(6) 0.0024(7) C3 0.0299(10) 0.0291(11) 0.0245(10) 0.0038(8) -0.0025(8) -0.0053(8) C4 0.0290(10) 0.0246(10) 0.0252(10) 0.0021(8) -0.0004(8) -0.0035(8) N5 0.0299(8) 0.0222(8) 0.0236(8) 0.0050(6) 0.0005(7) -0.0043(7) C6 0.0295(10) 0.0305(11) 0.0263(10) 0.0047(8) 0.0005(8) -0.0052(8) C7 0.0348(11) 0.0499(14) 0.0233(10) 0.0048(9) -0.0001(9) -0.0042(10) C8 0.0319(11) 0.0601(16) 0.0276(11) 0.0082(10) -0.0028(9) -0.0017(10) C9 0.0291(10) 0.0380(12) 0.0303(11) 0.0054(9) 0.0026(8) -0.0012(9) C10 0.0368(11) 0.0380(12) 0.0238(10) 0.0004(9) 0.0019(9) -0.0036(9) C11 0.0302(10) 0.0359(12) 0.0278(10) 0.0002(9) -0.0027(8) -0.0036(9) C12 0.0281(10) 0.0264(10) 0.0292(10) 0.0066(8) 0.0001(8) -0.0051(8) C13 0.0414(12) 0.0348(12) 0.0306(11) 0.0078(9) -0.0008(9) -0.0060(10) C14 0.0519(14) 0.0468(15) 0.0343(12) 0.0155(11) -0.0096(11) -0.0144(12) C15 0.0414(13) 0.0429(14) 0.0489(14) 0.0241(11) -0.0121(11) -0.0148(11) C16 0.0489(14) 0.0250(11) 0.0644(17) 0.0079(11) -0.0047(12) -0.0004(10) C17 0.0451(13) 0.0340(12) 0.0393(13) 0.0025(10) -0.0057(10) -0.0023(10) C18 0.0293(10) 0.0262(10) 0.0231(9) 0.0046(8) -0.0034(8) -0.0053(8) C19 0.0295(10) 0.0272(10) 0.0220(9) 0.0042(8) -0.0027(8) -0.0072(8) C20 0.0290(10) 0.0292(11) 0.0278(10) 0.0028(8) -0.0012(8) -0.0051(8) C21 0.0326(11) 0.0293(11) 0.0363(12) 0.0084(9) -0.0048(9) -0.0013(9) C22 0.0369(11) 0.0312(11) 0.0309(11) 0.0117(9) -0.0045(9) -0.0067(9) C23 0.0318(11) 0.0352(11) 0.0237(10) 0.0076(8) -0.0002(8) -0.0078(9) C24 0.0403(13) 0.0539(15) 0.0347(12) -0.0017(11) 0.0093(10) -0.0001(11) C26 0.0307(11) 0.0361(12) 0.0356(12) 0.0044(9) 0.0015(9) -0.0039(9) C27 0.0378(13) 0.0519(16) 0.0645(18) 0.0125(13) 0.0126(12) 0.0067(12) C28 0.0427(13) 0.0399(13) 0.0349(12) -0.0058(10) 0.0069(10) -0.0102(10) C29 0.0357(12) 0.0522(15) 0.0372(12) 0.0034(11) -0.0021(10) -0.0151(11) C30 0.0433(13) 0.0363(13) 0.0415(13) 0.0205(10) -0.0045(10) -0.0064(10) C31 0.080(2) 0.0506(16) 0.0475(16) 0.0252(13) -0.0168(14) -0.0114(15) C32 0.114(3) 0.0369(15) 0.0576(18) 0.0183(13) -0.0047(18) -0.0208(16) C33 0.0574(18) 0.079(2) 0.083(2) 0.0581(19) 0.0070(16) -0.0079(16) O1A 0.0438(8) 0.0263(7) 0.0226(7) 0.0050(6) 0.0019(6) -0.0131(6) C1A 0.0272(10) 0.0218(9) 0.0247(10) 0.0018(7) -0.0001(8) -0.0047(8) N2A 0.0332(9) 0.0254(8) 0.0211(8) 0.0036(6) 0.0010(7) -0.0096(7) O2A 0.0519(10) 0.0393(9) 0.0473(10) -0.0136(8) -0.0100(8) -0.0116(8) C3A 0.0282(10) 0.0239(10) 0.0283(10) 0.0022(8) -0.0005(8) -0.0074(8) O3A 0.0535(11) 0.0692(13) 0.0534(11) 0.0265(10) -0.0008(9) -0.0359(10) C4A 0.0279(10) 0.0244(10) 0.0267(10) 0.0008(8) 0.0015(8) -0.0082(8) N5A 0.0306(8) 0.0227(8) 0.0226(8) 0.0021(6) 0.0010(7) -0.0090(7) C6A 0.0312(10) 0.0261(10) 0.0253(10) -0.0008(8) 0.0020(8) -0.0075(8) C7A 0.0394(12) 0.0292(11) 0.0326(11) 0.0006(9) -0.0063(9) -0.0041(9) C8A 0.0473(13) 0.0249(11) 0.0439(13) -0.0038(9) -0.0063(11) -0.0036(10) C9A 0.0364(11) 0.0341(12) 0.0347(12) -0.0097(9) 0.0021(9) -0.0118(9) C10A 0.0390(12) 0.0405(13) 0.0309(11) -0.0025(9) -0.0085(9) -0.0071(10) C11A 0.0421(12) 0.0271(11) 0.0347(12) 0.0014(9) -0.0068(10) -0.0039(9) C12A 0.0311(10) 0.0236(10) 0.0249(10) -0.0002(8) 0.0029(8) -0.0090(8) C13A 0.0343(11) 0.0284(11) 0.0318(11) 0.0029(8) -0.0018(9) -0.0122(9) C14A 0.0391(12) 0.0351(12) 0.0295(11) 0.0082(9) -0.0004(9) -0.0109(9) C15A 0.0393(12) 0.0353(12) 0.0369(12) 0.0060(10) 0.0073(10) -0.0162(10) C16A 0.0325(11) 0.0464(14) 0.0421(13) 0.0043(10) -0.0017(10) -0.0190(10) C17A 0.0346(11) 0.0372(12) 0.0295(11) 0.0034(9) -0.0023(9) -0.0121(9) C18A 0.0299(10) 0.0214(9) 0.0262(10) 0.0042(8) 0.0008(8) -0.0084(8) C19A 0.0300(10) 0.0251(10) 0.0253(10) 0.0048(8) 0.0000(8) -0.0074(8) C20A 0.0412(12) 0.0269(11) 0.0278(10) 0.0015(8) -0.0003(9) -0.0142(9) C21A 0.0437(12) 0.0265(11) 0.0323(11) 0.0040(9) 0.0012(9) -0.0167(9) C22A 0.0368(11) 0.0272(10) 0.0262(10) 0.0052(8) 0.0021(8) -0.0091(9) C23A 0.0356(11) 0.0268(10) 0.0235(10) 0.0019(8) -0.0004(8) -0.0091(8) C24A 0.0599(17) 0.0612(18) 0.0462(15) -0.0152(13) -0.0108(13) -0.0246(14) C25A 0.0638(18) 0.088(2) 0.0539(17) 0.0372(16) 0.0042(14) -0.0314(17) C26A 0.0634(16) 0.0367(13) 0.0286(11) -0.0004(9) 0.0000(11) -0.0261(11) C27A 0.142(3) 0.0618(19) 0.0411(15) -0.0093(14) 0.0040(18) -0.071(2) C28A 0.0562(16) 0.0691(19) 0.0362(13) -0.0064(12) -0.0089(12) -0.0242(14) C29A 0.0728(17) 0.0298(12) 0.0302(12) -0.0032(9) -0.0030(11) -0.0092(11) C30A 0.0463(13) 0.0307(11) 0.0288(11) 0.0068(9) 0.0070(9) -0.0130(10) C31A 0.0638(16) 0.0408(14) 0.0401(13) 0.0101(11) 0.0090(12) -0.0252(12) C32A 0.0589(15) 0.0358(12) 0.0307(12) 0.0079(10) 0.0018(11) -0.0117(11) C33A 0.0505(14) 0.0440(14) 0.0371(13) 0.0097(11) 0.0134(11) -0.0068(11) C1S 0.0665(19) 0.079(2) 0.0513(17) -0.0040(15) 0.0064(15) -0.0134(16) C2S 0.0650(17) 0.0400(14) 0.0332(13) 0.0032(10) -0.0102(12) -0.0154(12) N3S 0.0800(17) 0.0561(14) 0.0317(11) 0.0006(10) -0.0012(11) -0.0278(12) C4S 0.0601(16) 0.076(2) 0.0302(13) 0.0056(12) 0.0020(11) -0.0341(15) C5S 0.0421(13) 0.0472(14) 0.0348(13) 0.0093(10) -0.0026(10) -0.0093(11) N6S 0.0510(13) 0.0713(16) 0.0384(12) 0.0196(11) 0.0077(10) -0.0029(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.9291(13) . y Zn1 N5 1.9931(16) . y Zn1 O1A 1.9108(14) . y Zn1 N5A 1.9929(16) . y O1 C19 1.322(2) . ? C1 N5 1.342(2) . ? C1 N2 1.365(2) . ? C1 C18 1.469(3) . ? N2 C3 1.384(2) . ? O2 C9 1.371(2) . ? O2 C24 1.428(3) . ? C3 C4 1.369(3) . ? C3 C6 1.473(3) . ? O3 C15 1.397(3) . ? O3 C25 1.404(5) . ? O3' C15 1.395(5) . ? O3' C25' 1.412(8) . ? C4 N5 1.390(2) . ? C4 C12 1.479(3) . ? C6 C11 1.394(3) . ? C6 C7 1.398(3) . ? C7 C8 1.377(3) . ? C8 C9 1.397(3) . ? C9 C10 1.389(3) . ? C10 C11 1.395(3) . ? C12 C17 1.382(3) . ? C12 C13 1.394(3) . ? C13 C14 1.387(3) . ? C14 C15 1.378(4) . ? C15 C16 1.377(4) . ? C16 C17 1.398(3) . ? C18 C23 1.409(3) . ? C18 C19 1.423(3) . ? C19 C20 1.431(3) . ? C20 C21 1.386(3) . ? C20 C26 1.542(3) . ? C21 C22 1.404(3) . ? C22 C23 1.382(3) . ? C22 C30 1.540(3) . ? C26 C27 1.538(3) . ? C26 C29 1.542(3) . ? C26 C28 1.545(3) . ? C30 C32 1.516(4) . ? C30 C31 1.532(4) . ? C30 C33 1.532(4) . ? O1A C19A 1.318(2) . ? C1A N5A 1.344(2) . ? C1A N2A 1.354(3) . ? C1A C18A 1.469(3) . ? N2A C3A 1.382(2) . ? O2A C9A 1.367(3) . ? O2A C24A 1.424(3) . ? C3A C4A 1.370(3) . ? C3A C6A 1.469(3) . ? O3A C15A 1.372(3) . ? O3A C25A 1.427(3) . ? C4A N5A 1.389(3) . ? C4A C12A 1.474(3) . ? C6A C11A 1.386(3) . ? C6A C7A 1.402(3) . ? C7A C8A 1.369(3) . ? C8A C9A 1.389(3) . ? C9A C10A 1.386(3) . ? C10A C11A 1.389(3) . ? C12A C13A 1.384(3) . ? C12A C17A 1.397(3) . ? C13A C14A 1.392(3) . ? C14A C15A 1.382(3) . ? C15A C16A 1.389(3) . ? C16A C17A 1.383(3) . ? C18A C23A 1.405(3) . ? C18A C19A 1.429(3) . ? C19A C20A 1.432(3) . ? C20A C21A 1.395(3) . ? C20A C26A 1.540(3) . ? C21A C22A 1.398(3) . ? C22A C23A 1.379(3) . ? C22A C30A 1.547(3) . ? C26A C29A 1.538(4) . ? C26A C27A 1.539(3) . ? C26A C28A 1.545(4) . ? C30A C31A 1.526(3) . ? C30A C33A 1.534(3) . ? C30A C32A 1.538(3) . ? C1S C2S 1.467(4) . ? C2S N3S 1.138(3) . ? C4S C5S 1.468(3) . ? C5S N6S 1.122(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1A Zn1 O1 110.41(6) . . y O1A Zn1 N5A 94.42(6) . . y O1 Zn1 N5A 117.80(6) . . y O1A Zn1 N5 121.38(6) . . y O1 Zn1 N5 91.94(6) . . y N5A Zn1 N5 122.36(7) . . y C19 O1 Zn1 126.49(13) . . ? N5 C1 N2 108.51(16) . . ? N5 C1 C18 127.30(18) . . ? N2 C1 C18 124.04(17) . . ? C1 N2 C3 109.32(16) . . ? C9 O2 C24 117.05(17) . . ? C4 C3 N2 105.54(17) . . ? C4 C3 C6 130.62(18) . . ? N2 C3 C6 123.76(17) . . ? C15 O3 C25 115.0(3) . . ? C15 O3' C25' 109.2(6) . . ? C3 C4 N5 109.23(17) . . ? C3 C4 C12 128.93(18) . . ? N5 C4 C12 121.83(17) . . ? C1 N5 C4 107.39(16) . . ? C1 N5 Zn1 122.29(13) . . ? C4 N5 Zn1 130.28(13) . . ? C11 C6 C7 117.82(19) . . ? C11 C6 C3 122.85(18) . . ? C7 C6 C3 119.33(18) . . ? C8 C7 C6 121.2(2) . . ? C7 C8 C9 120.3(2) . . ? O2 C9 C10 125.07(19) . . ? O2 C9 C8 115.23(19) . . ? C10 C9 C8 119.7(2) . . ? C9 C10 C11 119.25(19) . . ? C6 C11 C10 121.69(19) . . ? C17 C12 C13 118.31(19) . . ? C17 C12 C4 121.11(19) . . ? C13 C12 C4 120.53(19) . . ? C14 C13 C12 121.0(2) . . ? C15 C14 C13 119.8(2) . . ? C16 C15 C14 120.2(2) . . ? C16 C15 O3' 103.5(3) . . ? C14 C15 O3' 135.9(3) . . ? C16 C15 O3 128.8(2) . . ? C14 C15 O3 111.0(2) . . ? C15 C16 C17 119.8(2) . . ? C12 C17 C16 120.8(2) . . ? C23 C18 C19 120.43(18) . . ? C23 C18 C1 118.23(18) . . ? C19 C18 C1 121.16(17) . . ? O1 C19 C18 122.62(17) . . ? O1 C19 C20 119.46(18) . . ? C18 C19 C20 117.91(17) . . ? C21 C20 C19 118.51(19) . . ? C21 C20 C26 121.32(18) . . ? C19 C20 C26 120.09(17) . . ? C20 C21 C22 124.42(19) . . ? C23 C22 C21 116.56(18) . . ? C23 C22 C30 123.2(2) . . ? C21 C22 C30 120.28(19) . . ? C22 C23 C18 122.12(19) . . ? C27 C26 C20 111.52(18) . . ? C27 C26 C29 107.8(2) . . ? C20 C26 C29 111.35(19) . . ? C27 C26 C28 107.2(2) . . ? C20 C26 C28 110.08(17) . . ? C29 C26 C28 108.69(18) . . ? C32 C30 C31 109.4(2) . . ? C32 C30 C33 109.3(3) . . ? C31 C30 C33 106.5(2) . . ? C32 C30 C22 110.3(2) . . ? C31 C30 C22 109.3(2) . . ? C33 C30 C22 111.97(19) . . ? C19A O1A Zn1 128.41(13) . . ? N5A C1A N2A 108.79(17) . . ? N5A C1A C18A 127.80(18) . . ? N2A C1A C18A 123.41(17) . . ? C1A N2A C3A 109.34(16) . . ? C9A O2A C24A 117.13(19) . . ? C4A C3A N2A 105.68(17) . . ? C4A C3A C6A 129.81(18) . . ? N2A C3A C6A 124.37(17) . . ? C15A O3A C25A 117.8(2) . . ? C3A C4A N5A 108.90(17) . . ? C3A C4A C12A 128.21(18) . . ? N5A C4A C12A 122.81(17) . . ? C1A N5A C4A 107.25(16) . . ? C1A N5A Zn1 121.23(13) . . ? C4A N5A Zn1 131.52(13) . . ? C11A C6A C7A 118.17(19) . . ? C11A C6A C3A 123.01(18) . . ? C7A C6A C3A 118.77(18) . . ? C8A C7A C6A 120.6(2) . . ? C7A C8A C9A 120.6(2) . . ? O2A C9A C10A 124.7(2) . . ? O2A C9A C8A 115.4(2) . . ? C10A C9A C8A 119.9(2) . . ? C9A C10A C11A 119.1(2) . . ? C6A C11A C10A 121.7(2) . . ? C13A C12A C17A 118.35(18) . . ? C13A C12A C4A 121.89(18) . . ? C17A C12A C4A 119.75(18) . . ? C12A C13A C14A 121.8(2) . . ? C15A C14A C13A 118.9(2) . . ? O3A C15A C14A 124.5(2) . . ? O3A C15A C16A 115.3(2) . . ? C14A C15A C16A 120.21(19) . . ? C17A C16A C15A 120.2(2) . . ? C16A C17A C12A 120.4(2) . . ? C23A C18A C19A 120.43(18) . . ? C23A C18A C1A 117.29(18) . . ? C19A C18A C1A 122.27(17) . . ? O1A C19A C18A 123.60(18) . . ? O1A C19A C20A 119.26(18) . . ? C18A C19A C20A 117.13(17) . . ? C21A C20A C19A 119.12(19) . . ? C21A C20A C26A 121.46(19) . . ? C19A C20A C26A 119.41(18) . . ? C20A C21A C22A 124.03(19) . . ? C23A C22A C21A 116.45(18) . . ? C23A C22A C30A 119.46(19) . . ? C21A C22A C30A 124.09(19) . . ? C22A C23A C18A 122.80(19) . . ? C29A C26A C27A 106.3(2) . . ? C29A C26A C20A 111.48(19) . . ? C27A C26A C20A 112.17(19) . . ? C29A C26A C28A 110.41(19) . . ? C27A C26A C28A 107.3(2) . . ? C20A C26A C28A 109.1(2) . . ? C31A C30A C33A 108.4(2) . . ? C31A C30A C32A 108.43(18) . . ? C33A C30A C32A 109.1(2) . . ? C31A C30A C22A 111.95(18) . . ? C33A C30A C22A 109.38(17) . . ? C32A C30A C22A 109.50(18) . . ? N3S C2S C1S 179.1(3) . . ? N6S C5S C4S 179.3(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2A N6S 0.88 2.13 2.998(3) 171 . N2A H2AA N3S 0.88 2.18 3.041(3) 166 . _diffrn_measured_fraction_theta_max 0.874 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 0.51 _refine_diff_density_min -0.53 _refine_diff_density_rms 0.06 #===END of CIF