# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Science # This journal is © The Royal Society of Chemistry and Owner Societies 2012 data_global _journal_name_full Photochem.Photobiol.Sci. _journal_coden_cambridge 0171 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email andreas.eichhoefer@kit.edu _publ_contact_author_name 'Andreas Eichhofer' loop_ _publ_author_name 'Aldo Jesorka' 'Alfred R. Holzwarth' 'Andreas Eichhofer' 'Chilla Malla Reddy' 'Hitoshi Tamiaki' 'Martin Katterle' 'Teodor Silviu Balaban' 'Yusuke Kinoshita' data_2 _database_code_depnum_ccdc_archive 'CCDC 853621' #TrackingRef 'data2_6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H34 Cl2 N4 O4 Zn' _chemical_formula_weight 710.93 _chemical_absolute_configuration unk loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.5690(19) _cell_length_b 17.605(4) _cell_length_c 10.472(2) _cell_angle_alpha 90.00 _cell_angle_beta 114.97(3) _cell_angle_gamma 90.00 _cell_volume 1599.4(6) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 22160 _cell_measurement_theta_min 2.14 _cell_measurement_theta_max 27.19 _exptl_crystal_description needles _exptl_crystal_colour black _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 0.981 _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 180(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 IPDS 2' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12376 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0305 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 26.72 _reflns_number_total 6125 _reflns_number_gt 5992 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'STOE X-RED' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0522P)^2^+0.1942P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.001(7) _refine_ls_number_reflns 6125 _refine_ls_number_parameters 545 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0283 _refine_ls_R_factor_gt 0.0277 _refine_ls_wR_factor_ref 0.0758 _refine_ls_wR_factor_gt 0.0752 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 Zn1 Zn 0.59752(2) 0.045068(14) 0.67621(2) 0.02779(7) Uani 1 1 d . . . Cl1 Cl 0.57827(9) -0.10462(6) 0.86510(10) 0.0645(2) Uani 1 1 d . A . Cl2 Cl 0.7600(8) -0.0325(4) 1.1473(8) 0.0736(11) Uani 0.50 1 d P A 1 Cl2A Cl 0.7140(9) -0.0370(5) 1.1322(9) 0.115(3) Uani 0.50 1 d P A 2 N1 N 0.3933(2) 0.08300(11) 0.66123(18) 0.0280(3) Uani 1 1 d . . . N2 N 0.7143(2) 0.10601(11) 0.85835(19) 0.0301(4) Uani 1 1 d . . . N3 N 0.8002(2) -0.00298(10) 0.71217(19) 0.0289(4) Uani 1 1 d . . . N4 N 0.4834(2) -0.03893(10) 0.51309(18) 0.0276(3) Uani 1 1 d . . . C1 C 0.2519(2) 0.06387(12) 0.5595(2) 0.0301(5) Uani 1 1 d . . . C2 C 0.1335(2) 0.10891(13) 0.5756(2) 0.0319(4) Uani 1 1 d . . . C3 C 0.2072(3) 0.15410(13) 0.6916(2) 0.0317(4) Uani 1 1 d . B . C4 C 0.3716(2) 0.13759(12) 0.7452(2) 0.0285(4) Uani 1 1 d . . . C5 C 0.4890(3) 0.17005(13) 0.8621(2) 0.0308(4) Uani 1 1 d . . . H5A H 0.456(3) 0.2054(16) 0.911(3) 0.025(6) Uiso 1 1 d . . . C6 C 0.6481(3) 0.15602(13) 0.9153(2) 0.0311(4) Uani 1 1 d . . . C7 C 0.7637(3) 0.19224(17) 1.0379(3) 0.0400(5) Uani 1 1 d . . . C8 C 0.9016(3) 0.16203(15) 1.0557(3) 0.0403(5) Uani 1 1 d . . . C9 C 0.8708(3) 0.10947(13) 0.9403(2) 0.0321(4) Uani 1 1 d . . . C10 C 0.9806(2) 0.06746(13) 0.9153(2) 0.0322(5) Uani 1 1 d . . . H10A H 1.095(3) 0.0741(15) 0.977(3) 0.031(7) Uiso 1 1 d . . . C11 C 0.9496(2) 0.01491(13) 0.8069(2) 0.0294(4) Uani 1 1 d . . . C12 C 1.0602(2) -0.02978(13) 0.7784(2) 0.0305(4) Uani 1 1 d . . . C13 C 0.9709(3) -0.07572(13) 0.6650(2) 0.0314(4) Uani 1 1 d . . . C14 C 0.8145(2) -0.05756(12) 0.6291(2) 0.0298(4) Uani 1 1 d . . . C15 C 0.7085(3) -0.10126(13) 0.5174(2) 0.0308(4) Uani 1 1 d . . . C16 C 0.5514(3) -0.09379(13) 0.4652(2) 0.0297(4) Uani 1 1 d . . . C17 C 0.4325(3) -0.14327(13) 0.3545(2) 0.0313(4) Uani 1 1 d . . . H17A H 0.444(3) -0.1436(18) 0.261(3) 0.036(7) Uiso 1 1 d . . . C18 C 0.2782(3) -0.10428(13) 0.3307(2) 0.0315(4) Uani 1 1 d . . . H18A H 0.217(4) -0.1416(19) 0.347(3) 0.041(7) Uiso 1 1 d . . . C19 C 0.3291(2) -0.04149(12) 0.4401(2) 0.0288(4) Uani 1 1 d . . . C20 C 0.2234(3) 0.00657(13) 0.4587(2) 0.0317(4) Uani 1 1 d . . . H20A H 0.121(4) -0.0026(18) 0.393(3) 0.036(7) Uiso 1 1 d . . . C21 C -0.0351(3) 0.10336(17) 0.4775(3) 0.0401(5) Uani 1 1 d . . . H21C H -0.083(4) 0.1474(18) 0.455(3) 0.036(7) Uiso 1 1 d . . . H21B H -0.093(3) 0.0769(17) 0.527(3) 0.037(7) Uiso 1 1 d . . . H21A H -0.046(4) 0.081(2) 0.396(4) 0.049(9) Uiso 1 1 d . . . C22 C 0.1403(3) 0.20958(15) 0.7572(3) 0.0387(5) Uani 1 1 d . . . C23 C -0.0316(3) 0.21650(16) 0.7041(3) 0.0412(5) Uani 1 1 d . B . H23C H -0.073(4) 0.2406(19) 0.610(3) 0.042(8) Uiso 1 1 d . . . H23B H -0.061(4) 0.243(2) 0.774(3) 0.048(8) Uiso 1 1 d . . . H23A H -0.086(4) 0.163(2) 0.687(3) 0.045(8) Uiso 1 1 d . . . C24 C 0.7325(3) 0.25145(19) 1.1257(3) 0.0516(7) Uani 1 1 d . . . H24A H 0.6216 0.2617 1.0867 0.077 Uiso 1 1 calc R . . H24B H 0.7876 0.2983 1.1250 0.077 Uiso 1 1 calc R . . H24C H 0.7681 0.2330 1.2226 0.077 Uiso 1 1 calc R . . C25 C 1.0579(3) 0.18162(19) 1.1711(3) 0.0500(6) Uani 1 1 d . . . H25B H 1.105(3) 0.1785(16) 1.274(3) 0.033(7) Uiso 1 1 d . . . H25A H 1.143(6) 0.138(3) 1.198(5) 0.079(13) Uiso 1 1 d . . . C26 C 1.1210(4) 0.2552(2) 1.1402(4) 0.0663(9) Uani 1 1 d . . . H26A H 1.133(6) 0.243(3) 1.037(5) 0.096(15) Uiso 1 1 d . . . H26B H 1.021(6) 0.302(3) 1.133(5) 0.083(13) Uiso 1 1 d . . . H26C H 1.244(6) 0.269(3) 1.235(5) 0.100(16) Uiso 1 1 d . . . C27 C 1.2313(3) -0.02621(16) 0.8537(3) 0.0368(5) Uani 1 1 d . . . H27C H 1.265(5) -0.061(2) 0.932(4) 0.068(11) Uiso 1 1 d . . . H27B H 1.281(4) -0.031(2) 0.797(4) 0.061(10) Uiso 1 1 d . . . H27A H 1.261(5) 0.023(3) 0.892(4) 0.078(13) Uiso 1 1 d . . . C28 C 0.9744(3) -0.13425(14) 0.5673(2) 0.0346(5) Uani 1 1 d . . . C29 C 0.8046(3) -0.15543(15) 0.4733(3) 0.0377(5) Uani 1 1 d . . . H29B H 0.787(5) -0.214(3) 0.484(4) 0.072(11) Uiso 1 1 d . . . H29A H 0.786(4) -0.148(2) 0.371(3) 0.048(8) Uiso 1 1 d . . . C30 C 0.5606(3) 0.27295(13) 0.6030(2) 0.0333(4) Uani 1 1 d . . . H30B H 0.464(3) 0.2495(17) 0.598(3) 0.036(7) Uiso 1 1 d . . . H30A H 0.644(4) 0.2447(17) 0.671(3) 0.033(6) Uiso 1 1 d . . . C31 C 0.5651(3) 0.26193(13) 0.4607(2) 0.0335(4) Uani 1 1 d . . . H31B H 0.480(3) 0.2843(16) 0.385(3) 0.023(6) Uiso 1 1 d . . . H31A H 0.676(4) 0.2860(19) 0.468(3) 0.044(8) Uiso 1 1 d . . . C32 C 0.5622(3) 0.17944(14) 0.4214(3) 0.0337(5) Uani 1 1 d . . . C33 C 0.5152(5) 0.09328(19) 0.2369(4) 0.0665(9) Uani 1 1 d . . . H33A H 0.4776 0.0926 0.1341 0.100 Uiso 1 1 calc R . . H33B H 0.4480 0.0617 0.2643 0.100 Uiso 1 1 calc R . . H33C H 0.6205 0.0732 0.2802 0.100 Uiso 1 1 calc R . . C34 C 0.1890(4) -0.07461(19) 0.1810(3) 0.0485(6) Uani 1 1 d . . . H34C H 0.095(4) -0.048(3) 0.160(4) 0.058(11) Uiso 1 1 d . . . H34B H 0.256(4) -0.040(2) 0.158(3) 0.044(8) Uiso 1 1 d . . . H34A H 0.157(5) -0.119(3) 0.113(4) 0.068(11) Uiso 1 1 d . . . C35 C 0.7570(4) -0.08773(18) 1.0066(3) 0.0492(6) Uani 1 1 d . . . O1 O 0.2152(13) 0.2563(5) 0.8371(11) 0.0405(15) Uani 0.50 1 d P B 1 O1A O 0.2272(17) 0.2398(8) 0.8724(14) 0.101(5) Uani 0.50 1 d P B 2 O2 O 1.0852(2) -0.16402(11) 0.5583(2) 0.0451(4) Uani 1 1 d . . . O3 O 0.5991(2) 0.12668(10) 0.50313(19) 0.0393(4) Uani 1 1 d . . . O4 O 0.5143(3) 0.17032(11) 0.28386(19) 0.0510(5) 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 0.02339(10) 0.02695(12) 0.03176(11) -0.00350(9) 0.01039(8) 0.00044(10) Cl1 0.0418(4) 0.0748(6) 0.0730(5) 0.0062(4) 0.0202(3) -0.0003(4) Cl2 0.097(2) 0.0638(17) 0.070(2) -0.0105(14) 0.044(2) -0.0013(16) Cl2A 0.174(7) 0.096(4) 0.068(2) -0.019(2) 0.045(4) 0.039(4) N1 0.0253(8) 0.0276(9) 0.0299(8) -0.0012(7) 0.0104(7) 0.0010(7) N2 0.0291(8) 0.0274(9) 0.0327(9) -0.0045(7) 0.0119(7) -0.0012(7) N3 0.0263(8) 0.0260(9) 0.0334(9) -0.0020(7) 0.0117(7) 0.0000(7) N4 0.0277(8) 0.0246(9) 0.0297(8) -0.0009(6) 0.0114(7) -0.0017(7) C1 0.0240(9) 0.0321(13) 0.0329(10) 0.0024(7) 0.0106(8) 0.0013(8) C2 0.0282(10) 0.0326(11) 0.0361(11) 0.0041(9) 0.0148(8) 0.0024(9) C3 0.0302(10) 0.0281(11) 0.0398(11) 0.0045(8) 0.0178(9) 0.0035(8) C4 0.0299(10) 0.0259(10) 0.0332(10) 0.0010(8) 0.0166(8) 0.0028(8) C5 0.0335(11) 0.0270(10) 0.0343(10) -0.0017(8) 0.0166(9) -0.0022(9) C6 0.0363(11) 0.0250(11) 0.0312(10) -0.0038(8) 0.0135(9) -0.0019(9) C7 0.0340(11) 0.0428(14) 0.0375(13) -0.0072(10) 0.0097(10) -0.0035(10) C8 0.0391(12) 0.0382(13) 0.0418(12) -0.0077(10) 0.0154(10) -0.0031(10) C9 0.0313(10) 0.0300(11) 0.0319(10) -0.0022(8) 0.0103(8) -0.0004(9) C10 0.0258(9) 0.0319(12) 0.0360(11) -0.0009(7) 0.0103(8) -0.0011(8) C11 0.0241(9) 0.0283(10) 0.0347(11) 0.0041(8) 0.0114(8) 0.0027(8) C12 0.0306(10) 0.0264(10) 0.0356(10) 0.0060(8) 0.0152(9) 0.0033(8) C13 0.0310(10) 0.0282(11) 0.0365(11) 0.0029(8) 0.0156(8) 0.0023(9) C14 0.0298(10) 0.0261(11) 0.0353(10) 0.0013(8) 0.0156(8) 0.0020(8) C15 0.0321(10) 0.0271(11) 0.0354(10) -0.0016(8) 0.0164(9) -0.0015(8) C16 0.0331(11) 0.0269(11) 0.0306(10) 0.0009(8) 0.0150(9) 0.0004(8) C17 0.0339(10) 0.0292(11) 0.0312(10) -0.0041(8) 0.0141(8) -0.0023(9) C18 0.0314(10) 0.0262(10) 0.0329(10) -0.0025(8) 0.0097(8) -0.0027(9) C19 0.0297(9) 0.0268(10) 0.0272(9) -0.0005(7) 0.0094(8) -0.0035(8) C20 0.0255(9) 0.0320(12) 0.0334(11) 0.0012(8) 0.0082(8) -0.0009(8) C21 0.0277(10) 0.0452(15) 0.0454(13) -0.0014(11) 0.0134(10) 0.0040(10) C22 0.0370(12) 0.0384(13) 0.0469(13) 0.0000(10) 0.0237(10) 0.0040(10) C23 0.0377(12) 0.0441(15) 0.0465(14) 0.0082(11) 0.0224(11) 0.0129(11) C24 0.0459(14) 0.0541(17) 0.0542(15) -0.0231(13) 0.0204(12) -0.0031(12) C25 0.0418(13) 0.0530(18) 0.0457(15) -0.0072(11) 0.0093(11) -0.0040(13) C26 0.0558(18) 0.068(2) 0.070(2) -0.0075(17) 0.0213(16) -0.0182(17) C27 0.0286(10) 0.0394(13) 0.0413(12) 0.0049(10) 0.0138(9) 0.0047(9) C28 0.0363(11) 0.0326(12) 0.0379(11) 0.0033(9) 0.0185(9) 0.0071(9) C29 0.0379(12) 0.0331(12) 0.0433(13) -0.0054(9) 0.0183(10) 0.0036(10) C30 0.0380(11) 0.0269(10) 0.0370(11) 0.0065(8) 0.0176(9) 0.0052(9) C31 0.0382(11) 0.0271(11) 0.0354(11) 0.0037(8) 0.0156(9) 0.0015(9) C32 0.0310(10) 0.0321(12) 0.0366(12) -0.0008(9) 0.0131(9) -0.0029(9) C33 0.098(3) 0.0430(17) 0.0592(18) -0.0172(13) 0.0332(18) -0.0084(17) C34 0.0517(15) 0.0482(15) 0.0330(12) -0.0041(11) 0.0057(11) 0.0074(13) C35 0.0534(16) 0.0460(17) 0.0482(15) 0.0012(12) 0.0215(12) 0.0009(13) O1 0.037(4) 0.034(2) 0.050(4) -0.014(2) 0.018(3) 0.004(2) O1A 0.038(3) 0.153(13) 0.094(9) -0.074(7) 0.009(5) 0.015(7) O2 0.0403(9) 0.0523(12) 0.0473(10) -0.0048(8) 0.0228(8) 0.0108(8) O3 0.0450(9) 0.0265(8) 0.0483(9) 0.0075(7) 0.0214(8) 0.0038(7) O4 0.0743(13) 0.0379(10) 0.0379(9) -0.0033(7) 0.0209(9) 0.0004(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N3 2.0006(18) . ? Zn1 N1 2.0077(18) . ? Zn1 N2 2.0589(19) . ? Zn1 N4 2.1733(18) . ? Zn1 O3 2.3181(17) . ? Cl1 C35 1.752(3) . ? Cl2 C35 1.755(9) . ? Cl2A C35 1.776(9) . ? N1 C1 1.365(3) . ? N1 C4 1.376(3) . ? N2 C6 1.360(3) . ? N2 C9 1.377(3) . ? N3 C14 1.342(3) . ? N3 C11 1.389(3) . ? N4 C19 1.347(3) . ? N4 C16 1.373(3) . ? C1 C20 1.401(3) . ? C1 C2 1.450(3) . ? C2 C3 1.372(3) . ? C2 C21 1.506(3) . ? C3 C4 1.459(3) . ? C3 C22 1.486(3) . ? C4 C5 1.388(3) . ? C5 C6 1.405(3) . ? C6 C7 1.442(3) . ? C7 C8 1.361(4) . ? C7 C24 1.500(4) . ? C8 C9 1.450(3) . ? C8 C25 1.513(4) . ? C9 C10 1.397(3) . ? C10 C11 1.396(3) . ? C11 C12 1.447(3) . ? C12 C13 1.392(3) . ? C12 C27 1.489(3) . ? C13 C14 1.417(3) . ? C13 C28 1.462(3) . ? C14 C15 1.410(3) . ? C15 C16 1.372(3) . ? C15 C29 1.525(3) . ? C16 C17 1.511(3) . ? C17 C30 1.534(3) 2_646 ? C17 C18 1.550(3) . ? C18 C19 1.517(3) . ? C18 C34 1.526(3) . ? C19 C20 1.394(3) . ? C22 O1 1.177(11) . ? C22 O1A 1.258(15) . ? C22 C23 1.502(3) . ? C25 C26 1.521(5) . ? C28 O2 1.222(3) . ? C28 C29 1.548(4) . ? C30 C31 1.522(3) . ? C30 C17 1.534(3) 2_656 ? C31 C32 1.507(3) . ? C32 O3 1.211(3) . ? C32 O4 1.324(3) . ? C33 O4 1.444(4) . ? 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 N3 Zn1 N1 171.76(7) . . ? N3 Zn1 N2 86.67(8) . . ? N1 Zn1 N2 91.66(8) . . ? N3 Zn1 N4 89.20(7) . . ? N1 Zn1 N4 90.87(7) . . ? N2 Zn1 N4 168.24(7) . . ? N3 Zn1 O3 94.78(7) . . ? N1 Zn1 O3 93.45(7) . . ? N2 Zn1 O3 102.78(7) . . ? N4 Zn1 O3 88.52(7) . . ? C1 N1 C4 107.68(18) . . ? C1 N1 Zn1 126.21(14) . . ? C4 N1 Zn1 125.93(14) . . ? C6 N2 C9 106.45(18) . . ? C6 N2 Zn1 124.90(16) . . ? C9 N2 Zn1 128.50(15) . . ? C14 N3 C11 105.63(18) . . ? C14 N3 Zn1 122.48(15) . . ? C11 N3 Zn1 131.48(15) . . ? C19 N4 C16 110.16(18) . . ? C19 N4 Zn1 122.40(14) . . ? C16 N4 Zn1 127.41(15) . . ? N1 C1 C20 125.37(19) . . ? N1 C1 C2 109.91(18) . . ? C20 C1 C2 124.64(19) . . ? C3 C2 C1 106.54(19) . . ? C3 C2 C21 130.1(2) . . ? C1 C2 C21 123.4(2) . . ? C2 C3 C4 107.04(19) . . ? C2 C3 C22 129.0(2) . . ? C4 C3 C22 123.9(2) . . ? N1 C4 C5 124.56(19) . . ? N1 C4 C3 108.81(19) . . ? C5 C4 C3 126.6(2) . . ? C4 C5 C6 128.0(2) . . ? N2 C6 C5 124.6(2) . . ? N2 C6 C7 110.6(2) . . ? C5 C6 C7 124.8(2) . . ? C8 C7 C6 106.5(2) . . ? C8 C7 C24 128.3(2) . . ? C6 C7 C24 125.2(2) . . ? C7 C8 C9 106.9(2) . . ? C7 C8 C25 126.5(2) . . ? C9 C8 C25 126.6(2) . . ? N2 C9 C10 124.5(2) . . ? N2 C9 C8 109.4(2) . . ? C10 C9 C8 126.1(2) . . ? C11 C10 C9 125.8(2) . . ? N3 C11 C10 122.14(19) . . ? N3 C11 C12 110.56(19) . . ? C10 C11 C12 127.3(2) . . ? C13 C12 C11 104.67(19) . . ? C13 C12 C27 128.2(2) . . ? C11 C12 C27 127.2(2) . . ? C12 C13 C14 107.1(2) . . ? C12 C13 C28 145.0(2) . . ? C14 C13 C28 107.8(2) . . ? N3 C14 C15 134.0(2) . . ? N3 C14 C13 112.0(2) . . ? C15 C14 C13 113.99(19) . . ? C16 C15 C14 124.2(2) . . ? C16 C15 C29 129.7(2) . . ? C14 C15 C29 106.11(19) . . ? C15 C16 N4 122.1(2) . . ? C15 C16 C17 126.4(2) . . ? N4 C16 C17 111.49(19) . . ? C16 C17 C30 113.92(19) . 2_646 ? C16 C17 C18 103.06(17) . . ? C30 C17 C18 113.21(18) 2_646 . ? C19 C18 C34 112.9(2) . . ? C19 C18 C17 102.76(17) . . ? C34 C18 C17 113.5(2) . . ? N4 C19 C20 125.9(2) . . ? N4 C19 C18 112.24(19) . . ? C20 C19 C18 121.85(19) . . ? C19 C20 C1 128.4(2) . . ? O1 C22 O1A 20.7(8) . . ? O1 C22 C3 122.4(6) . . ? O1A C22 C3 118.8(7) . . ? O1 C22 C23 116.7(6) . . ? O1A C22 C23 119.9(7) . . ? C3 C22 C23 120.0(2) . . ? C8 C25 C26 111.8(3) . . ? O2 C28 C13 129.3(2) . . ? O2 C28 C29 124.0(2) . . ? C13 C28 C29 106.69(19) . . ? C15 C29 C28 105.18(19) . . ? C31 C30 C17 113.01(18) . 2_656 ? C32 C31 C30 112.67(19) . . ? O3 C32 O4 122.7(2) . . ? O3 C32 C31 125.5(2) . . ? O4 C32 C31 111.8(2) . . ? Cl1 C35 Cl2 117.9(3) . . ? Cl1 C35 Cl2A 105.2(3) . . ? Cl2 C35 Cl2A 13.3(4) . . ? C32 O3 Zn1 158.81(17) . . ? C32 O4 C33 115.8(2) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.72 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.397 _refine_diff_density_min -0.396 _refine_diff_density_rms 0.045 #END data_6 _database_code_depnum_ccdc_archive 'CCDC 853622' #TrackingRef 'data2_6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H58 N4 O3 Zn' _chemical_formula_weight 852.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0043 0.0021 '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 0.0083 0.0044 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0143 0.0080 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.1908 1.7754 '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 8.4036(17) _cell_length_b 15.247(3) _cell_length_c 19.754(4) _cell_angle_alpha 81.67(3) _cell_angle_beta 85.68(3) _cell_angle_gamma 77.22(3) _cell_volume 2439.9(8) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 10883 _cell_measurement_theta_min 1.17 _cell_measurement_theta_max 26.08 _exptl_crystal_description needle _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.160 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 0.769 _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 0.70000 _diffrn_radiation_type synchrotron _diffrn_radiation_source synchrotron _diffrn_radiation_monochromator silicon _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11781 _diffrn_reflns_av_R_equivalents 0.1304 _diffrn_reflns_av_sigmaI/netI 0.1631 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.04 _diffrn_reflns_theta_max 22.63 _reflns_number_total 6010 _reflns_number_gt 3286 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'STOE X-RED' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The tiny crystals diffract only very weakly above 2 Theta 20 deg. although measured with the high intensity beam at a synchrotron source. Already for reflections with a resolution smaller than d = 1.4 the mean I/sigma ratio drops below 8 accompanied by an increase of the R(int) value above 0.20. Below d = 1 the I/sigma ratio amounts to less than 2 and R(int) values above 45 %. This might explain the unusual high R-values. Lattice solvent molecules (most probably heptane) were identified within the structure which were badly disordered and could not be adequately refined. The data were therefore corrected for these using the SQUEEZE option within the PLATON program package finding a total of 77 electrons (~1.3 C7H16) in a potential solvent accessible area of 303 3. C atoms of three of the four tertiary butyl groups showed disorder which was modelled using partial-occupancy carbon atoms. These atoms were refined isotropically whereas all other C atoms were refined with anisotropic displacement parameters. H atoms of the water ligand (H3A, H3B) were refined with geometric restraints. DFIX 0.9584 0.02 H3A O3 DFIX 1.7906 0.02 H3A O2_$1 DFIX 0.9584 0.05 H3B O3 DFIX 2.721 0.05 H3B Zn1 All other H atoms were placed in fixed positions. ; _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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6010 _refine_ls_number_parameters 541 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1596 _refine_ls_R_factor_gt 0.1021 _refine_ls_wR_factor_ref 0.2523 _refine_ls_wR_factor_gt 0.2238 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 Zn1 Zn 0.36970(15) 0.28106(7) 0.54713(6) 0.0616(4) Uani 1 1 d D . . O1 O 0.2642(8) -0.0867(4) 0.5133(3) 0.0619(18) Uani 1 1 d . . . O2 O 0.1581(9) 0.6842(4) 0.4471(4) 0.085(2) Uani 1 1 d . . . O3 O 0.5978(8) 0.2658(4) 0.4931(4) 0.0676(19) Uani 1 1 d D . . H3A H 0.693(6) 0.269(4) 0.517(4) 0.04(2) Uiso 1 1 d D . . H3B H 0.661(13) 0.207(5) 0.490(9) 0.24(9) Uiso 1 1 d D . . N1 N 0.4350(10) 0.1791(5) 0.6275(5) 0.065(2) Uani 1 1 d . . . N2 N 0.2614(10) 0.1963(5) 0.5003(4) 0.059(2) Uani 1 1 d . . . N3 N 0.2390(9) 0.3890(4) 0.4853(4) 0.057(2) Uani 1 1 d . . . N4 N 0.4084(9) 0.3686(5) 0.6134(4) 0.057(2) Uani 1 1 d . . . C1 C 0.4279(12) 0.0897(6) 0.6269(5) 0.056(3) Uani 1 1 d . . . C2 C 0.3618(11) 0.0557(6) 0.5757(4) 0.052(2) Uani 1 1 d . . . H2 H 0.3704 -0.0081 0.5814 0.062 Uiso 1 1 calc R . . C3 C 0.2866(11) 0.1032(6) 0.5185(5) 0.052(3) Uani 1 1 d . . . C4 C 0.2151(12) 0.0668(7) 0.4666(5) 0.060(3) Uani 1 1 d . . . C5 C 0.1564(14) 0.1356(8) 0.4201(6) 0.067(3) Uani 1 1 d . . . H5 H 1.106(7) 0.145(4) 0.383(3) 0.001(16) Uiso 1 1 d . . . C6 C 0.1815(14) 0.2182(6) 0.4423(5) 0.066(3) Uani 1 1 d . . . C7 C 0.1223(12) 0.3052(6) 0.4072(5) 0.055(2) Uani 1 1 d . . . C8 C 0.1476(11) 0.3882(6) 0.4310(5) 0.055(2) Uani 1 1 d . . . C9 C 0.0796(13) 0.4769(6) 0.3963(5) 0.063(3) Uani 1 1 d . . . H9 H 0.0128 0.4930 0.3578 0.076 Uiso 1 1 calc R . . C10 C 0.1373(12) 0.5326(6) 0.4339(5) 0.059(3) Uani 1 1 d . . . C11 C 0.2318(13) 0.4814(6) 0.4863(6) 0.065(3) Uani 1 1 d . . . C12 C 0.3083(12) 0.5112(7) 0.5388(5) 0.062(3) Uani 1 1 d . . . H12 H 0.3033 0.5746 0.5341 0.074 Uiso 1 1 calc R . . C13 C 0.3855(14) 0.4629(6) 0.5933(6) 0.069(3) Uani 1 1 d . . . C14 C 0.4517(13) 0.5002(7) 0.6432(6) 0.073(3) Uani 1 1 d . . . H14 H 0.4486 0.5629 0.6430 0.087 Uiso 1 1 calc R . . C15 C 0.5191(12) 0.4339(7) 0.6904(6) 0.067(3) Uani 1 1 d . . . H15 H 0.5751 0.4399 0.7290 0.080 Uiso 1 1 calc R . . C16 C 0.4887(12) 0.3471(6) 0.6705(5) 0.058(3) Uani 1 1 d . . . C17 C 0.5375(13) 0.2613(6) 0.7079(6) 0.070(3) Uani 1 1 d . . . C18 C 0.5083(12) 0.1805(6) 0.6854(5) 0.055(2) Uani 1 1 d . . . C19 C 0.5498(13) 0.0917(6) 0.7255(5) 0.060(3) Uani 1 1 d . . . H19 H 0.5984 0.0752 0.7687 0.072 Uiso 1 1 calc R . . C20 C 0.5006(11) 0.0376(7) 0.6847(5) 0.064(3) Uani 1 1 d . . . H20 H 0.5143 -0.0264 0.6947 0.076 Uiso 1 1 calc R . . C21 C 0.2080(12) -0.0323(7) 0.4679(5) 0.055(3) Uani 1 1 d . . . C22 C 0.1238(13) -0.0535(7) 0.4082(5) 0.078(3) Uani 1 1 d . . . H22A H 0.1259 -0.1186 0.4134 0.117 Uiso 1 1 calc R . . H22B H 0.1813 -0.0359 0.3650 0.117 Uiso 1 1 calc R . . H22C H 0.0103 -0.0194 0.4079 0.117 Uiso 1 1 calc R . . C23 C 0.0372(11) 0.3196(6) 0.3438(5) 0.055(3) Uani 1 1 d . . . C24 C -0.1000(12) 0.2813(6) 0.3372(5) 0.056(3) Uani 1 1 d . A . H24 H -0.1412 0.2484 0.3766 0.067 Uiso 1 1 calc R . . C25 C -0.1749(12) 0.2896(6) 0.2771(6) 0.059(3) Uani 1 1 d . . . C26 C -0.1202(13) 0.3408(6) 0.2212(5) 0.061(3) Uani 1 1 d . A . H26 H -0.1720 0.3466 0.1792 0.074 Uiso 1 1 calc R . . C27 C 0.0073(13) 0.3843(7) 0.2230(6) 0.071(3) Uani 1 1 d . . . C28 C 0.0892(13) 0.3701(6) 0.2837(5) 0.065(3) Uani 1 1 d . A . H28 H 0.1829 0.3950 0.2847 0.078 Uiso 1 1 calc R . . C29 C -0.273(3) 0.2246(14) 0.2760(10) 0.054(5) Uiso 0.50 1 d P A 1 C29A C -0.348(3) 0.2559(14) 0.2623(10) 0.053(5) Uiso 0.50 1 d P A 2 C30 C -0.444(3) 0.2491(18) 0.3129(14) 0.080(8) Uiso 0.50 1 d P A 1 H30A H -0.5045 0.2017 0.3102 0.120 Uiso 0.50 1 calc PR A 1 H30B H -0.5047 0.3073 0.2907 0.120 Uiso 0.50 1 calc PR A 1 H30C H -0.4309 0.2538 0.3610 0.120 Uiso 0.50 1 calc PR A 1 C30A C -0.408(3) 0.2166(17) 0.3344(12) 0.073(7) Uiso 0.50 1 d P A 2 H30D H -0.3206 0.1685 0.3550 0.109 Uiso 0.50 1 calc PR A 2 H30E H -0.5038 0.1916 0.3300 0.109 Uiso 0.50 1 calc PR A 2 H30F H -0.4370 0.2650 0.3637 0.109 Uiso 0.50 1 calc PR A 2 C31 C -0.319(3) 0.2132(17) 0.1993(11) 0.070(7) Uiso 0.50 1 d P A 1 H31A H -0.3911 0.1699 0.2028 0.104 Uiso 0.50 1 calc PR A 1 H31B H -0.2191 0.1907 0.1726 0.104 Uiso 0.50 1 calc PR A 1 H31C H -0.3754 0.2721 0.1764 0.104 Uiso 0.50 1 calc PR A 1 C31A C -0.472(2) 0.3283(13) 0.2304(10) 0.067(5) Uiso 0.50 1 d P A 2 H31D H -0.5085 0.3744 0.2612 0.100 Uiso 0.50 1 calc PR A 2 H31E H -0.5652 0.3036 0.2209 0.100 Uiso 0.50 1 calc PR A 2 H31F H -0.4272 0.3559 0.1874 0.100 Uiso 0.50 1 calc PR A 2 C32 C -0.204(3) 0.1217(14) 0.3020(11) 0.081(6) Uiso 0.50 1 d P A 1 H32A H -0.2889 0.0872 0.3002 0.121 Uiso 0.50 1 calc PR A 1 H32B H -0.1708 0.1154 0.3492 0.121 Uiso 0.50 1 calc PR A 1 H32C H -0.1094 0.0982 0.2726 0.121 Uiso 0.50 1 calc PR A 1 C32A C -0.283(3) 0.1817(18) 0.2252(15) 0.091(9) Uiso 0.50 1 d P A 2 H32D H -0.2020 0.1369 0.2525 0.136 Uiso 0.50 1 calc PR A 2 H32E H -0.2300 0.2036 0.1820 0.136 Uiso 0.50 1 calc PR A 2 H32F H -0.3711 0.1536 0.2155 0.136 Uiso 0.50 1 calc PR A 2 C33 C 0.085(4) 0.430(2) 0.1566(17) 0.092(10) Uiso 0.50 1 d P A 1 C33A C 0.035(3) 0.4615(18) 0.1674(11) 0.060(6) Uiso 0.50 1 d P A 2 C34 C 0.271(3) 0.3972(14) 0.1467(11) 0.077(6) Uiso 0.50 1 d P A 1 H34A H 0.3237 0.4013 0.1883 0.115 Uiso 0.50 1 calc PR A 1 H34B H 0.3116 0.4354 0.1080 0.115 Uiso 0.50 1 calc PR A 1 H34C H 0.2954 0.3341 0.1373 0.115 Uiso 0.50 1 calc PR A 1 C34A C 0.134(2) 0.5235(12) 0.1884(10) 0.057(5) Uiso 0.50 1 d P A 2 H34D H 0.0775 0.5534 0.2268 0.085 Uiso 0.50 1 calc PR A 2 H34E H 0.1487 0.5695 0.1496 0.085 Uiso 0.50 1 calc PR A 2 H34F H 0.2417 0.4879 0.2024 0.085 Uiso 0.50 1 calc PR A 2 C35 C 0.008(3) 0.4262(18) 0.0886(13) 0.099(8) Uiso 0.50 1 d P A 1 H35A H -0.1104 0.4480 0.0929 0.148 Uiso 0.50 1 calc PR A 1 H35B H 0.0327 0.3635 0.0783 0.148 Uiso 0.50 1 calc PR A 1 H35C H 0.0536 0.4647 0.0514 0.148 Uiso 0.50 1 calc PR A 1 C35A C 0.126(3) 0.4112(17) 0.1114(15) 0.093(8) Uiso 0.50 1 d P A 2 H35D H 0.0616 0.3702 0.0987 0.139 Uiso 0.50 1 calc PR A 2 H35E H 0.2315 0.3760 0.1275 0.139 Uiso 0.50 1 calc PR A 2 H35F H 0.1436 0.4547 0.0714 0.139 Uiso 0.50 1 calc PR A 2 C36 C 0.033(3) 0.5334(17) 0.1645(13) 0.085(7) Uiso 0.50 1 d P A 1 H36A H 0.0763 0.5443 0.2065 0.128 Uiso 0.50 1 calc PR A 1 H36B H -0.0867 0.5515 0.1671 0.128 Uiso 0.50 1 calc PR A 1 H36C H 0.0760 0.5691 0.1249 0.128 Uiso 0.50 1 calc PR A 1 C36A C -0.131(4) 0.523(2) 0.1429(15) 0.127(10) Uiso 0.50 1 d P A 2 H36D H -0.1871 0.5550 0.1805 0.190 Uiso 0.50 1 calc PR A 2 H36E H -0.1998 0.4855 0.1288 0.190 Uiso 0.50 1 calc PR A 2 H36F H -0.1100 0.5676 0.1040 0.190 Uiso 0.50 1 calc PR A 2 C37 C 0.0994(13) 0.6373(6) 0.4159(6) 0.069(3) Uani 1 1 d . . . C38 C -0.0041(13) 0.6738(6) 0.3571(6) 0.073(3) Uani 1 1 d . . . H38A H -0.0225 0.7402 0.3504 0.109 Uiso 1 1 calc R . . H38B H -0.1092 0.6555 0.3660 0.109 Uiso 1 1 calc R . . H38C H 0.0505 0.6502 0.3158 0.109 Uiso 1 1 calc R . . C39 C 0.6264(14) 0.2481(6) 0.7716(6) 0.069(3) Uani 1 1 d . . . C40 C 0.7877(13) 0.1974(6) 0.7768(5) 0.064(3) Uani 1 1 d . . . H40 H 0.8387 0.1713 0.7377 0.077 Uiso 1 1 calc R . . C41 C 0.8762(13) 0.1832(7) 0.8344(6) 0.068(3) Uani 1 1 d . . . C42 C 0.7955(18) 0.2237(9) 0.8914(6) 0.095(4) Uani 1 1 d . B . H42 H 0.8516 0.2155 0.9326 0.114 Uiso 1 1 calc R . . C43 C 0.637(2) 0.2750(9) 0.8887(7) 0.095(4) Uani 1 1 d . . . C44 C 0.5530(16) 0.2895(7) 0.8295(7) 0.089(4) Uani 1 1 d . B . H44 H 0.4465 0.3271 0.8273 0.107 Uiso 1 1 calc R . . C45 C 1.0430(16) 0.1282(8) 0.8407(6) 0.087(4) Uani 1 1 d . . . C46 C 1.1074(16) 0.0786(9) 0.7776(7) 0.117(5) Uani 1 1 d . . . H46A H 1.0999 0.1229 0.7361 0.175 Uiso 1 1 calc R . . H46B H 1.0412 0.0343 0.7733 0.175 Uiso 1 1 calc R . . H46C H 1.2215 0.0472 0.7835 0.175 Uiso 1 1 calc R . . C47 C 1.0595(19) 0.0576(11) 0.9021(8) 0.139(6) Uani 1 1 d . . . H47A H 1.1724 0.0228 0.9037 0.208 Uiso 1 1 calc R . . H47B H 0.9859 0.0166 0.8992 0.208 Uiso 1 1 calc R . . H47C H 1.0308 0.0869 0.9436 0.208 Uiso 1 1 calc R . . C48 C 1.1654(16) 0.1897(10) 0.8431(9) 0.128(6) Uani 1 1 d . . . H48A H 1.1539 0.2362 0.8029 0.192 Uiso 1 1 calc R . . H48B H 1.2769 0.1530 0.8431 0.192 Uiso 1 1 calc R . . H48C H 1.1428 0.2191 0.8848 0.192 Uiso 1 1 calc R . . C49 C 0.573(4) 0.3003(19) 0.9610(14) 0.088(8) Uiso 0.50 1 d P B 1 C49A C 0.512(3) 0.3389(17) 0.9435(11) 0.065(6) Uiso 0.50 1 d P B 2 C50 C 0.412(3) 0.2776(15) 0.9754(11) 0.067(6) Uiso 0.50 1 d P B 1 H50A H 0.3460 0.2985 0.9349 0.100 Uiso 0.50 1 calc PR B 1 H50B H 0.3565 0.3074 1.0141 0.100 Uiso 0.50 1 calc PR B 1 H50C H 0.4248 0.2117 0.9867 0.100 Uiso 0.50 1 calc PR B 1 C50A C 0.346(3) 0.3110(18) 0.9568(14) 0.091(8) Uiso 0.50 1 d P B 2 H50D H 0.3627 0.2470 0.9765 0.136 Uiso 0.50 1 calc PR B 2 H50E H 0.2907 0.3198 0.9135 0.136 Uiso 0.50 1 calc PR B 2 H50F H 0.2775 0.3486 0.9888 0.136 Uiso 0.50 1 calc PR B 2 C51 C 0.532(3) 0.4079(18) 0.9424(13) 0.084(7) Uiso 0.50 1 d P B 1 H51A H 0.4725 0.4246 0.8999 0.126 Uiso 0.50 1 calc PR B 1 H51B H 0.6332 0.4303 0.9362 0.126 Uiso 0.50 1 calc PR B 1 H51C H 0.4636 0.4351 0.9796 0.126 Uiso 0.50 1 calc PR B 1 C51A C 0.468(3) 0.4399(14) 0.9170(12) 0.069(6) Uiso 0.50 1 d P B 2 H51D H 0.5678 0.4633 0.9072 0.104 Uiso 0.50 1 calc PR B 2 H51E H 0.3993 0.4724 0.9518 0.104 Uiso 0.50 1 calc PR B 2 H51F H 0.4078 0.4490 0.8750 0.104 Uiso 0.50 1 calc PR B 2 C52 C 0.645(4) 0.277(2) 1.0199(16) 0.123(10) Uiso 0.50 1 d P B 1 H52A H 0.5758 0.3073 1.0554 0.185 Uiso 0.50 1 calc PR B 1 H52B H 0.7509 0.2939 1.0158 0.185 Uiso 0.50 1 calc PR B 1 H52C H 0.6607 0.2107 1.0326 0.185 Uiso 0.50 1 calc PR B 1 C52A C 0.645(3) 0.3328(19) 0.9969(14) 0.094(8) Uiso 0.50 1 d P B 2 H52D H 0.7289 0.3651 0.9759 0.140 Uiso 0.50 1 calc PR B 2 H52E H 0.6956 0.2690 1.0110 0.140 Uiso 0.50 1 calc PR B 2 H52F H 0.5937 0.3606 1.0371 0.140 Uiso 0.50 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0801(8) 0.0394(6) 0.0704(8) -0.0264(5) 0.0213(6) -0.0193(5) O1 0.086(5) 0.042(4) 0.057(4) -0.016(3) -0.003(4) -0.004(4) O2 0.088(5) 0.044(4) 0.130(7) -0.032(4) 0.016(5) -0.023(4) O3 0.062(5) 0.059(4) 0.084(5) -0.029(4) 0.021(4) -0.014(4) N1 0.071(5) 0.041(4) 0.092(7) -0.031(4) 0.016(5) -0.022(4) N2 0.072(5) 0.036(4) 0.071(6) -0.021(4) 0.015(5) -0.012(4) N3 0.066(5) 0.033(4) 0.078(6) -0.018(4) 0.009(5) -0.021(4) N4 0.056(5) 0.041(4) 0.077(6) -0.018(4) -0.005(5) -0.006(4) C1 0.064(6) 0.043(5) 0.060(6) -0.008(5) -0.008(5) -0.006(5) C2 0.067(6) 0.050(5) 0.042(5) -0.020(5) 0.006(5) -0.014(5) C3 0.064(6) 0.039(5) 0.059(6) -0.026(5) 0.020(5) -0.018(5) C4 0.068(7) 0.055(6) 0.056(6) -0.012(5) 0.023(5) -0.017(5) C5 0.081(8) 0.083(8) 0.046(7) -0.034(6) 0.000(6) -0.022(7) C6 0.099(8) 0.044(6) 0.055(7) -0.015(5) 0.011(6) -0.015(6) C7 0.060(6) 0.042(5) 0.057(6) 0.003(4) 0.007(5) -0.006(5) C8 0.053(6) 0.034(5) 0.075(7) 0.002(5) -0.004(5) -0.010(5) C9 0.084(7) 0.043(5) 0.069(6) -0.014(5) 0.016(6) -0.032(5) C10 0.056(6) 0.051(6) 0.067(7) -0.011(5) 0.018(6) -0.013(5) C11 0.070(7) 0.044(6) 0.089(8) -0.027(6) 0.017(6) -0.025(5) C12 0.060(6) 0.060(6) 0.064(7) -0.024(6) 0.014(6) -0.005(5) C13 0.090(8) 0.044(6) 0.085(8) -0.040(6) 0.030(7) -0.034(6) C14 0.077(8) 0.038(5) 0.096(8) -0.006(6) 0.002(7) -0.002(5) C15 0.064(7) 0.068(7) 0.078(7) -0.044(6) 0.003(6) -0.014(6) C16 0.061(6) 0.045(6) 0.070(7) -0.017(5) 0.011(6) -0.018(5) C17 0.080(8) 0.046(6) 0.075(7) -0.016(5) 0.030(6) -0.003(5) C18 0.062(6) 0.051(6) 0.050(6) -0.007(5) 0.005(5) -0.013(5) C19 0.096(8) 0.043(5) 0.046(5) -0.011(4) 0.007(5) -0.026(5) C20 0.055(6) 0.049(6) 0.092(8) -0.033(6) 0.017(6) -0.014(5) C21 0.063(6) 0.057(6) 0.048(6) -0.019(5) -0.012(5) -0.007(5) C22 0.100(8) 0.055(6) 0.085(8) -0.038(6) 0.029(7) -0.026(6) C23 0.047(6) 0.045(5) 0.068(7) -0.015(5) 0.007(5) 0.002(5) C24 0.080(7) 0.045(5) 0.041(6) -0.008(4) 0.006(5) -0.010(5) C25 0.064(6) 0.042(5) 0.075(7) -0.022(5) 0.010(6) -0.015(5) C26 0.084(8) 0.047(5) 0.052(6) -0.009(5) 0.006(6) -0.014(6) C27 0.058(7) 0.051(6) 0.093(9) 0.002(6) 0.017(7) -0.005(6) C28 0.065(7) 0.058(6) 0.066(7) 0.010(5) -0.005(6) -0.009(5) C37 0.067(7) 0.035(5) 0.100(9) -0.010(6) 0.019(7) -0.008(5) C38 0.081(7) 0.034(5) 0.099(8) -0.018(5) 0.014(7) -0.005(5) C39 0.089(8) 0.048(6) 0.078(8) -0.027(5) 0.020(7) -0.027(6) C40 0.065(7) 0.054(6) 0.078(7) -0.028(5) 0.012(6) -0.017(5) C41 0.060(7) 0.074(7) 0.076(8) -0.005(6) -0.015(6) -0.027(6) C42 0.116(11) 0.116(10) 0.070(8) -0.029(8) 0.021(8) -0.058(9) C43 0.123(12) 0.110(10) 0.072(8) -0.045(8) 0.039(8) -0.060(9) C44 0.111(10) 0.059(7) 0.103(10) -0.037(7) 0.043(8) -0.029(7) C45 0.100(10) 0.091(8) 0.076(8) 0.010(7) -0.044(7) -0.029(8) C46 0.109(10) 0.104(10) 0.142(12) -0.064(10) -0.003(9) -0.002(8) C47 0.123(12) 0.150(14) 0.141(14) 0.003(12) -0.042(11) -0.024(11) C48 0.093(10) 0.120(11) 0.188(16) -0.052(11) 0.001(10) -0.041(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N3 2.056(8) . ? Zn1 N1 2.068(9) . ? Zn1 N2 2.085(8) . ? Zn1 N4 2.088(7) . ? Zn1 O3 2.106(6) . ? O1 C21 1.179(10) . ? O2 C37 1.209(12) . ? N1 C18 1.342(12) . ? N1 C1 1.379(11) . ? N2 C6 1.335(12) . ? N2 C3 1.386(11) . ? N3 C8 1.367(11) . ? N3 C11 1.401(11) . ? N4 C16 1.322(12) . ? N4 C13 1.410(12) . ? C1 C20 1.391(13) . ? C1 C2 1.402(12) . ? C2 C3 1.367(12) . ? C3 C4 1.457(13) . ? C4 C5 1.322(15) . ? C4 C21 1.522(13) . ? C5 C6 1.454(13) . ? C6 C7 1.408(13) . ? C7 C23 1.455(13) . ? C7 C8 1.473(13) . ? C8 C9 1.440(13) . ? C9 C10 1.388(13) . ? C10 C11 1.388(14) . ? C10 C37 1.551(13) . ? C11 C12 1.435(14) . ? C12 C13 1.336(14) . ? C13 C14 1.410(14) . ? C14 C15 1.329(14) . ? C15 C16 1.512(13) . ? C16 C17 1.398(14) . ? C17 C18 1.444(14) . ? C17 C39 1.478(15) . ? C18 C19 1.450(13) . ? C19 C20 1.376(12) . ? C21 C22 1.526(13) . ? C23 C28 1.413(13) . ? C23 C24 1.425(13) . ? C24 C25 1.361(13) . ? C25 C26 1.368(13) . ? C25 C29 1.43(2) . ? C25 C29A 1.70(2) . ? C26 C27 1.384(14) . ? C27 C28 1.393(14) . ? C27 C33A 1.53(3) . ? C27 C33 1.56(3) . ? C29 C30 1.56(3) . ? C29 C32 1.57(3) . ? C29 C31 1.64(3) . ? C29A C32A 1.42(3) . ? C29A C31A 1.45(3) . ? C29A C30A 1.56(3) . ? C33 C34 1.54(4) . ? C33 C35 1.55(4) . ? C33 C36 1.57(4) . ? C33A C35A 1.50(3) . ? C33A C34A 1.51(3) . ? C33A C36A 1.57(4) . ? C37 C38 1.472(14) . ? C39 C40 1.406(14) . ? C39 C44 1.420(14) . ? C40 C41 1.371(13) . ? C41 C42 1.418(15) . ? C41 C45 1.470(15) . ? C42 C43 1.391(17) . ? C43 C44 1.375(17) . ? C43 C49 1.56(3) . ? C43 C49A 1.70(2) . ? C45 C47 1.494(18) . ? C45 C48 1.545(17) . ? C45 C46 1.552(16) . ? C49 C52 1.32(4) . ? C49 C50 1.47(3) . ? C49 C51 1.59(4) . ? C49A C51A 1.53(3) . ? C49A C50A 1.54(3) . ? C49A C52A 1.57(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 N3 Zn1 N1 162.3(3) . . ? N3 Zn1 N2 87.9(3) . . ? N1 Zn1 N2 90.5(3) . . ? N3 Zn1 N4 90.4(3) . . ? N1 Zn1 N4 85.5(3) . . ? N2 Zn1 N4 161.5(3) . . ? N3 Zn1 O3 99.7(3) . . ? N1 Zn1 O3 97.9(3) . . ? N2 Zn1 O3 100.3(3) . . ? N4 Zn1 O3 98.2(3) . . ? C18 N1 C1 105.5(8) . . ? C18 N1 Zn1 129.8(6) . . ? C1 N1 Zn1 124.2(7) . . ? C6 N2 C3 108.4(8) . . ? C6 N2 Zn1 126.6(6) . . ? C3 N2 Zn1 124.1(7) . . ? C8 N3 C11 103.5(8) . . ? C8 N3 Zn1 128.8(5) . . ? C11 N3 Zn1 127.5(7) . . ? C16 N4 C13 108.9(8) . . ? C16 N4 Zn1 127.6(6) . . ? C13 N4 Zn1 121.8(7) . . ? N1 C1 C20 109.1(8) . . ? N1 C1 C2 125.8(9) . . ? C20 C1 C2 125.0(9) . . ? C3 C2 C1 127.9(9) . . ? C2 C3 N2 125.4(8) . . ? C2 C3 C4 127.1(8) . . ? N2 C3 C4 107.4(9) . . ? C5 C4 C3 107.3(9) . . ? C5 C4 C21 127.3(10) . . ? C3 C4 C21 125.3(9) . . ? C4 C5 C6 108.0(10) . . ? N2 C6 C7 128.2(9) . . ? N2 C6 C5 108.8(9) . . ? C7 C6 C5 123.0(11) . . ? C6 C7 C23 122.6(9) . . ? C6 C7 C8 122.2(9) . . ? C23 C7 C8 115.2(8) . . ? N3 C8 C9 114.2(8) . . ? N3 C8 C7 124.4(8) . . ? C9 C8 C7 121.4(9) . . ? C10 C9 C8 101.7(9) . . ? C11 C10 C9 110.8(9) . . ? C11 C10 C37 127.1(9) . . ? C9 C10 C37 122.2(10) . . ? C10 C11 N3 109.9(9) . . ? C10 C11 C12 129.3(9) . . ? N3 C11 C12 120.7(10) . . ? C13 C12 C11 129.6(10) . . ? C12 C13 N4 127.3(9) . . ? C12 C13 C14 124.6(9) . . ? N4 C13 C14 108.0(10) . . ? C15 C14 C13 109.3(10) . . ? C14 C15 C16 106.2(9) . . ? N4 C16 C17 127.9(9) . . ? N4 C16 C15 107.5(9) . . ? C17 C16 C15 124.6(10) . . ? C16 C17 C18 122.0(10) . . ? C16 C17 C39 121.6(9) . . ? C18 C17 C39 116.4(9) . . ? N1 C18 C17 124.6(9) . . ? N1 C18 C19 112.8(8) . . ? C17 C18 C19 122.5(9) . . ? C20 C19 C18 101.9(9) . . ? C19 C20 C1 110.5(9) . . ? O1 C21 C4 120.1(8) . . ? O1 C21 C22 124.4(9) . . ? C4 C21 C22 115.5(9) . . ? C28 C23 C24 115.5(9) . . ? C28 C23 C7 122.0(9) . . ? C24 C23 C7 122.5(9) . . ? C25 C24 C23 123.2(9) . . ? C24 C25 C26 118.2(9) . . ? C24 C25 C29 113.7(12) . . ? C26 C25 C29 126.0(12) . . ? C24 C25 C29A 128.9(11) . . ? C26 C25 C29A 112.4(11) . . ? C29 C25 C29A 25.6(9) . . ? C25 C26 C27 123.1(10) . . ? C26 C27 C28 117.7(10) . . ? C26 C27 C33A 121.8(13) . . ? C28 C27 C33A 119.1(12) . . ? C26 C27 C33 122.2(15) . . ? C28 C27 C33 118.7(14) . . ? C33A C27 C33 22.9(12) . . ? C27 C28 C23 122.0(10) . . ? C25 C29 C30 113.8(16) . . ? C25 C29 C32 120.1(18) . . ? C30 C29 C32 105.6(19) . . ? C25 C29 C31 114.3(16) . . ? C30 C29 C31 102.3(18) . . ? C32 C29 C31 98.2(16) . . ? C32A C29A C31A 117(2) . . ? C32A C29A C30A 107.7(19) . . ? C31A C29A C30A 111.4(19) . . ? C32A C29A C25 101.3(17) . . ? C31A C29A C25 113.8(15) . . ? C30A C29A C25 104.2(15) . . ? C34 C33 C35 107(3) . . ? C34 C33 C27 115(2) . . ? C35 C33 C27 116(2) . . ? C34 C33 C36 113(2) . . ? C35 C33 C36 102(2) . . ? C27 C33 C36 103(2) . . ? C35A C33A C34A 110.0(19) . . ? C35A C33A C27 103(2) . . ? C34A C33A C27 115.0(17) . . ? C35A C33A C36A 111(2) . . ? C34A C33A C36A 107(2) . . ? C27 C33A C36A 111.2(19) . . ? O2 C37 C38 123.2(9) . . ? O2 C37 C10 121.1(11) . . ? C38 C37 C10 115.6(9) . . ? C40 C39 C44 117.4(11) . . ? C40 C39 C17 121.9(8) . . ? C44 C39 C17 120.6(11) . . ? C41 C40 C39 124.4(9) . . ? C40 C41 C42 115.9(10) . . ? C40 C41 C45 124.7(10) . . ? C42 C41 C45 119.4(11) . . ? C43 C42 C41 121.9(12) . . ? C44 C43 C42 120.6(10) . . ? C44 C43 C49 129.0(17) . . ? C42 C43 C49 110.2(17) . . ? C44 C43 C49A 105.1(14) . . ? C42 C43 C49A 134.0(14) . . ? C49 C43 C49A 26.2(11) . . ? C43 C44 C39 119.7(12) . . ? C41 C45 C47 112.8(12) . . ? C41 C45 C48 110.3(10) . . ? C47 C45 C48 109.6(11) . . ? C41 C45 C46 113.6(9) . . ? C47 C45 C46 106.9(11) . . ? C48 C45 C46 103.1(11) . . ? C52 C49 C50 104(3) . . ? C52 C49 C43 130(3) . . ? C50 C49 C43 108(2) . . ? C52 C49 C51 111(3) . . ? C50 C49 C51 103(2) . . ? C43 C49 C51 99(2) . . ? C51A C49A C50A 104(2) . . ? C51A C49A C52A 103(2) . . ? C50A C49A C52A 128(2) . . ? C51A C49A C43 114.2(17) . . ? C50A C49A C43 111.6(17) . . ? C52A C49A C43 96.1(17) . . ? _diffrn_measured_fraction_theta_max 0.928 _diffrn_reflns_theta_full 22.63 _diffrn_measured_fraction_theta_full 0.928 _refine_diff_density_max 0.737 _refine_diff_density_min -0.609 _refine_diff_density_rms 0.080 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.000 0.000 303 77 ' ' _platon_squeeze_details ; ;