# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year 2008 _journal_page_first 993 _publ_section_title ;Symmetrical and unsymmetrical dizinc complexes as models for the active site of hydrolytic enzymes ; _publ_contact_author_name 'Ebbe Nordlander' _publ_contact_author_email EBBE.NORDLANDER@INORG.LU.SE loop_ _publ_author_name 'Martin Jarenmark' 'Sascha Kappen' 'Matti Haukka' 'Ebbe Nordlander' #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 659751' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C62 H78 N8 O10 Zn4, C2 H6 O, 2(F6 P), H2 O' _chemical_formula_sum 'C64 H86 F12 N8 O12 P2 Zn4' _chemical_formula_weight 1710.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' _symmetry_space_group_name_Hall '-C 2yc' 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 24.5080(5) _cell_length_b 14.4476(3) _cell_length_c 21.2277(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.3150(10) _cell_angle_gamma 90.00 _cell_volume 7503.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 30194 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.10 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.514 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3520 _exptl_absorpt_coefficient_mu 1.397 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6990 _exptl_absorpt_correction_T_max 0.8694 _exptl_absorpt_process_details 'SADABS v.2.10 (Sheldrick, 2003)' _publ_section_exptl_refinement ; Three methyl groups (C29-31) were disordered over two sites with occupancies 0.54/0.46. The anisotropic displacement parameters of these methy carbons were constrained to be equal. The ethanol solvent molecule was disordered over two sites around center an inversion center with equal occupancies. The carbon C33 of the ethanol solvent was restrained so that its Uij components approximate to isotropic behavior. The idealized positions of the H~2~O hydrogens were estimated with HYDROGEN (Nardelli, 1999)program and constrained to ride on their parent atom with U~iso~ = 1.5 (parent atom). These hydrogen atoms were disordered over two sites with equal occupancies. The OH hydrogen atom was located from the difference Fourier map but constrained to ride on its parent atom, with U~iso~ = 1.5 U~eq~(parent atom). Other hydrogen atoms were positioned geometrically and also constrained to ride on their parent atoms, with C---H = 0.95-1.00 \%A, and U~iso~ = 1.2-1.5 U~eq~(parent atom). The highest peak is located 1.28 \%A from atom H33A and the deepest hole is located 0.78 \%A from atom P1. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 61458 _diffrn_reflns_av_R_equivalents 0.0570 _diffrn_reflns_av_sigmaI/netI 0.0410 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 27.15 _reflns_number_total 8289 _reflns_number_gt 6083 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1e (Brandenburg, 2007)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0679P)^2^+17.9702P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8289 _refine_ls_number_parameters 479 _refine_ls_number_restraints 29 _refine_ls_R_factor_all 0.0735 _refine_ls_R_factor_gt 0.0453 _refine_ls_wR_factor_ref 0.1301 _refine_ls_wR_factor_gt 0.1145 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.251 _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 0.907510(19) 0.06443(3) 0.030824(19) 0.02586(14) Uani 1 1 d . . . Zn2 Zn 0.931098(18) 0.10139(3) -0.123180(18) 0.02391(13) Uani 1 1 d . . . P1 P 0.86106(7) 0.55627(10) -0.26094(7) 0.0634(5) Uani 1 1 d . . . F1 F 0.8796(2) 0.6607(2) -0.24948(17) 0.1072(17) Uani 1 1 d . . . F2 F 0.8718(2) 0.5648(2) -0.33374(18) 0.1062(17) Uani 1 1 d . . . F3 F 0.84320(15) 0.4511(2) -0.27135(19) 0.0764(10) Uani 1 1 d . . . F4 F 0.85056(16) 0.5490(3) -0.18821(15) 0.0813(11) Uani 1 1 d . . . F5 F 0.92214(16) 0.5230(3) -0.2484(2) 0.0924(13) Uani 1 1 d . . . F6 F 0.7999(2) 0.5875(4) -0.2742(2) 0.123(2) Uani 1 1 d . . . O1 O 0.97517(11) 0.00550(18) 0.07248(11) 0.0279(6) Uani 1 1 d . . . O2 O 0.91725(11) 0.15227(18) -0.03775(11) 0.0281(6) Uani 1 1 d . . . O3 O 0.88173(12) -0.04796(19) -0.01779(12) 0.0330(6) Uani 1 1 d . . . O4 O 0.86697(13) 0.0100(2) -0.11451(13) 0.0366(7) Uani 1 1 d . . . O5 O 0.97052(12) -0.00434(19) -0.15988(12) 0.0328(6) Uani 1 1 d . . . N1 N 0.84025(15) 0.0697(2) 0.08667(15) 0.0331(8) Uani 1 1 d . . . N2 N 0.93234(14) 0.1730(2) 0.10084(14) 0.0290(7) Uani 1 1 d . . . N3 N 0.99344(13) 0.2036(2) -0.13379(14) 0.0272(7) Uani 1 1 d . . . N4 N 0.88542(13) 0.1966(2) -0.17948(14) 0.0257(7) Uani 1 1 d . . . C1 C 0.80147(18) 0.0047(3) 0.08665(19) 0.0374(10) Uani 1 1 d . . . H1 H 0.8021 -0.0441 0.0567 0.045 Uiso 1 1 calc R . . C2 C 0.7605(2) 0.0063(4) 0.1287(2) 0.0448(11) Uani 1 1 d . . . H2 H 0.7329 -0.0401 0.1274 0.054 Uiso 1 1 calc R . . C3 C 0.7604(2) 0.0770(4) 0.1729(2) 0.0492(13) Uani 1 1 d . . . H3 H 0.7334 0.0785 0.2033 0.059 Uiso 1 1 calc R . . C4 C 0.7998(2) 0.1450(4) 0.1723(2) 0.0441(12) Uani 1 1 d . . . H4 H 0.7999 0.1945 0.2018 0.053 Uiso 1 1 calc R . . C5 C 0.83925(18) 0.1402(3) 0.12824(18) 0.0345(10) Uani 1 1 d . . . C6 C 0.88227(19) 0.2134(3) 0.12420(19) 0.0365(10) Uani 1 1 d . . . H6A H 0.8687 0.2632 0.0953 0.044 Uiso 1 1 calc R . . H6B H 0.8904 0.2409 0.1664 0.044 Uiso 1 1 calc R . . C7 C 0.96344(18) 0.1228(3) 0.15119(17) 0.0307(9) Uani 1 1 d . . . H7A H 0.9384 0.1034 0.1837 0.037 Uiso 1 1 calc R . . H7B H 0.9913 0.1646 0.1714 0.037 Uiso 1 1 calc R . . C8 C 0.99148(16) 0.0380(3) 0.12559(18) 0.0274(8) Uani 1 1 d . . . C9 C 0.96773(18) 0.2419(3) 0.07074(18) 0.0343(9) Uani 1 1 d . . . H9A H 0.9995 0.2096 0.0542 0.041 Uiso 1 1 calc R . . H9B H 0.9817 0.2867 0.1031 0.041 Uiso 1 1 calc R . . C10 C 0.93787(18) 0.2936(3) 0.01781(18) 0.0323(9) Uani 1 1 d . . . C11 C 0.9350(2) 0.3896(3) 0.0191(2) 0.0460(12) Uani 1 1 d . . . H11 H 0.9520 0.4220 0.0539 0.055 Uiso 1 1 calc R . . C12 C 0.9077(3) 0.4398(3) -0.0294(2) 0.0525(14) Uani 1 1 d . . . C13 C 0.9047(4) 0.5449(4) -0.0279(3) 0.084(2) Uani 1 1 d . . . H13A H 0.8970 0.5683 -0.0709 0.126 Uiso 1 1 calc R . . H13B H 0.9396 0.5699 -0.0108 0.126 Uiso 1 1 calc R . . H13C H 0.8754 0.5641 -0.0012 0.126 Uiso 1 1 calc R . . C14 C 0.8814(2) 0.3904(3) -0.07818(19) 0.0422(11) Uani 1 1 d . . . H14 H 0.8616 0.4232 -0.1108 0.051 Uiso 1 1 calc R . . C15 C 0.88310(18) 0.2942(3) -0.08082(17) 0.0312(9) Uani 1 1 d . . . C16 C 0.91279(17) 0.2454(3) -0.03313(17) 0.0290(9) Uani 1 1 d . . . C17 C 0.85100(17) 0.2438(3) -0.13265(17) 0.0316(9) Uani 1 1 d . . . H17A H 0.8265 0.2885 -0.1555 0.038 Uiso 1 1 calc R . . H17B H 0.8278 0.1967 -0.1134 0.038 Uiso 1 1 calc R . . C18 C 1.04157(17) 0.2102(3) -0.10019(18) 0.0320(9) Uani 1 1 d . . . H18 H 1.0543 0.1584 -0.0760 0.038 Uiso 1 1 calc R . . C19 C 1.07308(19) 0.2895(3) -0.09973(19) 0.0370(10) Uani 1 1 d . . . H19 H 1.1074 0.2917 -0.0766 0.044 Uiso 1 1 calc R . . C20 C 1.0538(2) 0.3657(3) -0.13349(19) 0.0380(10) Uani 1 1 d . . . H20 H 1.0745 0.4213 -0.1334 0.046 Uiso 1 1 calc R . . C21 C 1.00423(19) 0.3603(3) -0.16730(18) 0.0347(9) Uani 1 1 d . . . H21 H 0.9901 0.4121 -0.1904 0.042 Uiso 1 1 calc R . . C22 C 0.97519(17) 0.2775(3) -0.16705(16) 0.0272(8) Uani 1 1 d . . . C23 C 0.92286(17) 0.2646(3) -0.20700(18) 0.0306(9) Uani 1 1 d . . . H23A H 0.9040 0.3249 -0.2118 0.037 Uiso 1 1 calc R . . H23B H 0.9318 0.2433 -0.2495 0.037 Uiso 1 1 calc R . . C24 C 0.84901(16) 0.1487(3) -0.22903(17) 0.0286(8) Uani 1 1 d . . . H24 H 0.8219 0.1118 -0.2062 0.034 Uiso 1 1 calc R . . C25 C 0.81647(18) 0.2144(3) -0.27312(19) 0.0366(10) Uani 1 1 d . . . H25A H 0.7961 0.2581 -0.2481 0.055 Uiso 1 1 calc R . . H25B H 0.7908 0.1787 -0.3007 0.055 Uiso 1 1 calc R . . H25C H 0.8416 0.2486 -0.2989 0.055 Uiso 1 1 calc R . . C26 C 0.88174(18) 0.0801(3) -0.26665(18) 0.0332(9) Uani 1 1 d . . . H26A H 0.9093 0.1136 -0.2894 0.050 Uiso 1 1 calc R . . H26B H 0.8570 0.0473 -0.2969 0.050 Uiso 1 1 calc R . . H26C H 0.8999 0.0354 -0.2377 0.050 Uiso 1 1 calc R . . C27 C 0.86221(16) -0.0521(3) -0.07418(18) 0.0299(9) Uani 1 1 d . A . C28 C 0.8317(2) -0.1397(3) -0.0952(2) 0.0478(12) Uani 1 1 d D . . C29A C 0.8014(6) -0.1846(9) -0.0450(5) 0.080(2) Uani 0.544(6) 1 d PD A 1 H29A H 0.7690 -0.1477 -0.0369 0.119 Uiso 0.544(6) 1 calc PR A 1 H29B H 0.8250 -0.1889 -0.0063 0.119 Uiso 0.544(6) 1 calc PR A 1 H29C H 0.7901 -0.2468 -0.0587 0.119 Uiso 0.544(6) 1 calc PR A 1 C30A C 0.8820(5) -0.2107(7) -0.1047(5) 0.080(2) Uani 0.544(6) 1 d PD A 1 H30A H 0.8675 -0.2721 -0.1159 0.119 Uiso 0.544(6) 1 calc PR A 1 H30B H 0.9049 -0.2148 -0.0654 0.119 Uiso 0.544(6) 1 calc PR A 1 H30C H 0.9040 -0.1880 -0.1386 0.119 Uiso 0.544(6) 1 calc PR A 1 C31A C 0.8035(5) -0.1335(8) -0.1580(5) 0.080(2) Uani 0.544(6) 1 d PD A 1 H31A H 0.8286 -0.1088 -0.1881 0.119 Uiso 0.544(6) 1 calc PR A 1 H31B H 0.7718 -0.0923 -0.1562 0.119 Uiso 0.544(6) 1 calc PR A 1 H31C H 0.7911 -0.1952 -0.1716 0.119 Uiso 0.544(6) 1 calc PR A 1 C29B C 0.8310(7) -0.2123(9) -0.0446(6) 0.080(2) Uani 0.456(6) 1 d PD A 2 H29D H 0.8091 -0.2652 -0.0601 0.119 Uiso 0.456(6) 1 calc PR A 2 H29E H 0.8151 -0.1864 -0.0072 0.119 Uiso 0.456(6) 1 calc PR A 2 H29F H 0.8685 -0.2328 -0.0336 0.119 Uiso 0.456(6) 1 calc PR A 2 C30B C 0.8518(6) -0.1762(9) -0.1547(5) 0.080(2) Uani 0.456(6) 1 d PD A 2 H30D H 0.8354 -0.2369 -0.1637 0.119 Uiso 0.456(6) 1 calc PR A 2 H30E H 0.8917 -0.1822 -0.1504 0.119 Uiso 0.456(6) 1 calc PR A 2 H30F H 0.8417 -0.1335 -0.1893 0.119 Uiso 0.456(6) 1 calc PR A 2 C31B C 0.7711(5) -0.1073(9) -0.1079(6) 0.080(2) Uani 0.456(6) 1 d PD A 2 H31D H 0.7700 -0.0548 -0.1373 0.119 Uiso 0.456(6) 1 calc PR A 2 H31E H 0.7561 -0.0883 -0.0681 0.119 Uiso 0.456(6) 1 calc PR A 2 H31F H 0.7493 -0.1584 -0.1264 0.119 Uiso 0.456(6) 1 calc PR A 2 O6 O 1.0000 0.6998(5) -0.2500 0.125(3) Uani 1 2 d S B 3 H6O H 0.9681 0.7197 -0.2586 0.188 Uiso 0.50 1 d PR B 3 H6P H 0.9971 0.6407 -0.2438 0.188 Uiso 0.50 1 d PR B 3 O8 O 0.7680(4) 0.6665(8) -0.3956(5) 0.091(3) Uani 0.50 1 d PD C 3 H8O H 0.7811 0.6094 -0.3746 0.137 Uiso 0.50 1 d PRD C 3 C33 C 0.7633(6) 0.6509(7) -0.4632(6) 0.097(5) Uani 0.50 1 d PDU C 3 H33A H 0.7336 0.6061 -0.4737 0.116 Uiso 0.50 1 calc PR C 3 H33B H 0.7979 0.6247 -0.4773 0.116 Uiso 0.50 1 calc PR C 3 C34 C 0.7500 0.7500 -0.5000 0.143(6) Uani 1 2 d SD C 3 H34A H 0.7269 0.7884 -0.4744 0.215 Uiso 0.50 1 calc PR C 3 H34B H 0.7309 0.7377 -0.5410 0.215 Uiso 0.50 1 calc PR C 3 H34C H 0.7843 0.7826 -0.5064 0.215 Uiso 0.50 1 calc PR C 3 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 0.0359(3) 0.0237(2) 0.0176(2) -0.00143(16) -0.00165(17) 0.00507(19) Zn2 0.0324(3) 0.0208(2) 0.0183(2) -0.00047(16) -0.00105(17) 0.00280(18) P1 0.0926(12) 0.0486(8) 0.0521(8) 0.0240(6) 0.0295(8) 0.0318(8) F1 0.221(5) 0.0435(19) 0.064(2) 0.0200(17) 0.065(3) 0.032(3) F2 0.207(5) 0.057(2) 0.061(2) 0.0138(17) 0.065(3) 0.034(3) F3 0.073(2) 0.062(2) 0.096(3) 0.0168(19) 0.025(2) 0.0074(18) F4 0.097(3) 0.099(3) 0.0500(19) 0.0328(18) 0.0175(18) -0.001(2) F5 0.069(2) 0.069(2) 0.140(4) 0.011(2) 0.018(2) 0.011(2) F6 0.140(4) 0.150(4) 0.077(3) -0.009(3) -0.009(3) 0.106(4) O1 0.0380(15) 0.0238(14) 0.0213(13) -0.0031(10) -0.0023(11) 0.0065(11) O2 0.0426(16) 0.0214(14) 0.0201(13) -0.0014(10) 0.0002(11) 0.0061(12) O3 0.0459(17) 0.0302(16) 0.0219(13) -0.0008(11) -0.0059(12) -0.0015(13) O4 0.0496(18) 0.0352(17) 0.0243(14) 0.0011(12) -0.0025(12) -0.0093(14) O5 0.0400(16) 0.0271(15) 0.0300(14) -0.0044(12) -0.0093(12) 0.0088(12) N1 0.038(2) 0.038(2) 0.0233(16) 0.0020(14) -0.0005(14) 0.0104(16) N2 0.041(2) 0.0255(17) 0.0199(15) -0.0019(13) -0.0022(13) 0.0106(15) N3 0.0337(18) 0.0253(17) 0.0222(15) -0.0015(13) -0.0024(13) 0.0002(14) N4 0.0334(18) 0.0247(17) 0.0187(15) -0.0020(12) -0.0005(13) 0.0048(14) C1 0.036(2) 0.044(3) 0.031(2) 0.0044(19) -0.0011(18) 0.008(2) C2 0.040(3) 0.053(3) 0.042(3) 0.014(2) 0.004(2) 0.011(2) C3 0.048(3) 0.063(3) 0.038(3) 0.012(2) 0.011(2) 0.028(3) C4 0.053(3) 0.050(3) 0.030(2) 0.006(2) 0.005(2) 0.026(2) C5 0.044(2) 0.038(2) 0.0217(19) 0.0035(17) 0.0004(17) 0.023(2) C6 0.051(3) 0.033(2) 0.025(2) -0.0036(17) -0.0001(18) 0.019(2) C7 0.044(2) 0.029(2) 0.0190(18) -0.0024(15) -0.0039(16) 0.0115(18) C8 0.033(2) 0.023(2) 0.0262(19) 0.0018(15) 0.0020(16) 0.0018(16) C9 0.049(3) 0.026(2) 0.027(2) -0.0050(16) -0.0059(18) 0.0033(19) C10 0.051(3) 0.023(2) 0.0226(19) 0.0006(15) -0.0028(17) 0.0066(18) C11 0.081(4) 0.028(2) 0.028(2) -0.0073(17) -0.012(2) 0.007(2) C12 0.097(4) 0.025(2) 0.034(2) -0.0042(19) -0.007(3) 0.015(3) C13 0.170(7) 0.027(3) 0.050(3) -0.005(2) -0.036(4) 0.018(4) C14 0.069(3) 0.032(2) 0.025(2) -0.0026(17) -0.008(2) 0.018(2) C15 0.045(2) 0.028(2) 0.0204(18) -0.0029(15) 0.0001(16) 0.0112(18) C16 0.041(2) 0.024(2) 0.0226(18) -0.0022(15) 0.0023(16) 0.0080(17) C17 0.038(2) 0.034(2) 0.0225(19) -0.0036(16) -0.0018(16) 0.0126(18) C18 0.037(2) 0.030(2) 0.029(2) -0.0028(16) -0.0039(17) -0.0001(18) C19 0.042(2) 0.038(2) 0.031(2) -0.0078(18) -0.0010(18) -0.0084(19) C20 0.055(3) 0.028(2) 0.031(2) -0.0058(18) 0.0029(19) -0.015(2) C21 0.057(3) 0.026(2) 0.0211(19) 0.0008(16) 0.0024(18) -0.001(2) C22 0.039(2) 0.0233(19) 0.0192(17) -0.0008(14) -0.0002(15) 0.0003(17) C23 0.044(2) 0.024(2) 0.0237(19) 0.0026(15) -0.0032(16) 0.0015(18) C24 0.033(2) 0.031(2) 0.0209(18) -0.0014(15) -0.0060(15) 0.0030(17) C25 0.038(2) 0.041(3) 0.029(2) -0.0032(18) -0.0112(17) 0.011(2) C26 0.040(2) 0.035(2) 0.0239(19) -0.0065(16) -0.0053(17) 0.0033(18) C27 0.033(2) 0.031(2) 0.026(2) -0.0019(16) 0.0007(16) -0.0006(17) C28 0.067(3) 0.043(3) 0.032(2) 0.000(2) -0.009(2) -0.023(2) C29A 0.118(6) 0.059(4) 0.060(3) 0.000(3) -0.011(3) -0.047(4) C30A 0.118(6) 0.059(4) 0.060(3) 0.000(3) -0.011(3) -0.047(4) C31A 0.118(6) 0.059(4) 0.060(3) 0.000(3) -0.011(3) -0.047(4) C29B 0.118(6) 0.059(4) 0.060(3) 0.000(3) -0.011(3) -0.047(4) C30B 0.118(6) 0.059(4) 0.060(3) 0.000(3) -0.011(3) -0.047(4) C31B 0.118(6) 0.059(4) 0.060(3) 0.000(3) -0.011(3) -0.047(4) O6 0.164(8) 0.048(4) 0.156(8) 0.000 -0.055(6) 0.000 O8 0.074(6) 0.104(8) 0.093(7) 0.003(6) -0.020(5) -0.006(6) C33 0.065(7) 0.139(10) 0.088(8) -0.073(8) 0.017(6) -0.030(7) C34 0.126(11) 0.25(2) 0.051(6) 0.005(9) 0.019(7) 0.005(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 1.956(3) . yes Zn1 O3 2.006(3) . yes Zn1 O1 2.022(3) . yes Zn1 N1 2.087(3) . yes Zn1 N2 2.221(3) . yes Zn2 O5 1.990(3) . yes Zn2 O2 2.004(2) . yes Zn2 O4 2.069(3) . yes Zn2 N4 2.102(3) . yes Zn2 N3 2.147(3) . yes P1 F6 1.574(5) . ? P1 F5 1.580(4) . ? P1 F4 1.583(3) . ? P1 F2 1.587(4) . ? P1 F1 1.590(4) . ? P1 F3 1.593(4) . ? O1 C8 1.265(5) . ? O2 C16 1.355(5) . ? O3 C27 1.265(5) . ? O4 C27 1.250(5) . ? O5 C8 1.247(5) 5_755 ? N1 C1 1.336(6) . ? N1 C5 1.349(5) . ? N2 C7 1.468(5) . ? N2 C6 1.471(5) . ? N2 C9 1.489(5) . ? N3 C22 1.342(5) . ? N3 C18 1.346(5) . ? N4 C23 1.486(5) . ? N4 C17 1.504(5) . ? N4 C24 1.508(5) . ? C1 C2 1.383(6) . ? C1 H1 0.9500 . ? C2 C3 1.387(7) . ? C2 H2 0.9500 . ? C3 C4 1.378(8) . ? C3 H3 0.9500 . ? C4 C5 1.386(6) . ? C4 H4 0.9500 . ? C5 C6 1.499(7) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.521(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 O5 1.247(5) 5_755 ? C9 C10 1.503(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.390(6) . ? C10 C16 1.398(5) . ? C11 C12 1.397(6) . ? C11 H11 0.9500 . ? C12 C14 1.386(6) . ? C12 C13 1.521(6) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.391(6) . ? C14 H14 0.9500 . ? C15 C16 1.402(5) . ? C15 C17 1.503(5) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.382(6) . ? C18 H18 0.9500 . ? C19 C20 1.381(6) . ? C19 H19 0.9500 . ? C20 C21 1.377(6) . ? C20 H20 0.9500 . ? C21 C22 1.391(6) . ? C21 H21 0.9500 . ? C22 C23 1.508(5) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.525(5) . ? C24 C26 1.529(5) . ? C24 H24 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.524(6) . ? C28 C31A 1.469(10) . ? C28 C30B 1.479(12) . ? C28 C29A 1.482(11) . ? C28 C29B 1.501(12) . ? C28 C31B 1.565(12) . ? C28 C30A 1.626(12) . ? C29A H29A 0.9800 . ? C29A H29B 0.9800 . ? C29A H29C 0.9800 . ? C30A H30A 0.9800 . ? C30A H30B 0.9800 . ? C30A H30C 0.9800 . ? C31A H31A 0.9800 . ? C31A H31B 0.9800 . ? C31A H31C 0.9800 . ? C29B H29D 0.9800 . ? C29B H29E 0.9800 . ? C29B H29F 0.9800 . ? C30B H30D 0.9800 . ? C30B H30E 0.9800 . ? C30B H30F 0.9800 . ? C31B H31D 0.9800 . ? C31B H31E 0.9800 . ? C31B H31F 0.9800 . ? O6 H6O 0.8438 . ? O6 H6P 0.8676 . ? O8 C33 1.452(15) . ? O8 H8O 0.9813 . ? C33 C34 1.654(11) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Zn1 O3 100.99(11) . . yes O2 Zn1 O1 117.80(11) . . yes O3 Zn1 O1 96.32(11) . . ? O2 Zn1 N1 122.24(12) . . ? O3 Zn1 N1 94.94(13) . . ? O1 Zn1 N1 114.95(12) . . ? O2 Zn1 N2 89.96(11) . . ? O3 Zn1 N2 168.96(11) . . ? O1 Zn1 N2 79.55(11) . . ? N1 Zn1 N2 77.81(13) . . yes O5 Zn2 O2 138.36(11) . . yes O5 Zn2 O4 86.17(12) . . ? O2 Zn2 O4 89.11(11) . . yes O5 Zn2 N4 122.30(11) . . ? O2 Zn2 N4 99.32(11) . . ? O4 Zn2 N4 94.95(12) . . ? O5 Zn2 N3 97.04(12) . . ? O2 Zn2 N3 90.08(11) . . ? O4 Zn2 N3 175.98(12) . . ? N4 Zn2 N3 81.30(12) . . yes F6 P1 F5 178.9(3) . . ? F6 P1 F4 89.2(2) . . ? F5 P1 F4 91.2(2) . . ? F6 P1 F2 90.8(3) . . ? F5 P1 F2 88.8(3) . . ? F4 P1 F2 179.3(3) . . ? F6 P1 F1 90.9(3) . . ? F5 P1 F1 90.2(3) . . ? F4 P1 F1 88.5(2) . . ? F2 P1 F1 90.8(2) . . ? F6 P1 F3 89.9(3) . . ? F5 P1 F3 89.0(2) . . ? F4 P1 F3 90.8(2) . . ? F2 P1 F3 89.9(2) . . ? F1 P1 F3 179.0(3) . . ? C8 O1 Zn1 116.3(2) . . ? C16 O2 Zn1 125.3(2) . . ? C16 O2 Zn2 116.6(2) . . ? Zn1 O2 Zn2 118.02(13) . . yes C27 O3 Zn1 128.0(3) . . ? C27 O4 Zn2 128.3(3) . . ? C8 O5 Zn2 115.7(2) 5_755 . ? C1 N1 C5 119.4(4) . . ? C1 N1 Zn1 124.0(3) . . ? C5 N1 Zn1 116.4(3) . . ? C7 N2 C6 111.0(3) . . ? C7 N2 C9 110.6(3) . . ? C6 N2 C9 113.4(3) . . ? C7 N2 Zn1 104.4(2) . . ? C6 N2 Zn1 107.7(3) . . ? C9 N2 Zn1 109.2(2) . . ? C22 N3 C18 118.6(3) . . ? C22 N3 Zn2 112.6(3) . . ? C18 N3 Zn2 126.9(3) . . ? C23 N4 C17 110.1(3) . . ? C23 N4 C24 112.5(3) . . ? C17 N4 C24 109.7(3) . . ? C23 N4 Zn2 109.6(2) . . ? C17 N4 Zn2 102.8(2) . . ? C24 N4 Zn2 111.7(2) . . ? N1 C1 C2 122.2(4) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C1 C2 C3 118.6(5) . . ? C1 C2 H2 120.7 . . ? C3 C2 H2 120.7 . . ? C4 C3 C2 119.4(4) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 119.1(5) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 C4 121.3(5) . . ? N1 C5 C6 117.1(4) . . ? C4 C5 C6 121.6(4) . . ? N2 C6 C5 110.0(3) . . ? N2 C6 H6A 109.7 . . ? C5 C6 H6A 109.7 . . ? N2 C6 H6B 109.7 . . ? C5 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? N2 C7 C8 111.3(3) . . ? N2 C7 H7A 109.4 . . ? C8 C7 H7A 109.4 . . ? N2 C7 H7B 109.4 . . ? C8 C7 H7B 109.4 . . ? H7A C7 H7B 108.0 . . ? O5 C8 O1 124.2(4) 5_755 . ? O5 C8 C7 116.3(3) 5_755 . ? O1 C8 C7 119.4(3) . . ? N2 C9 C10 112.5(3) . . ? N2 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N2 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C11 C10 C16 119.4(4) . . ? C11 C10 C9 120.3(4) . . ? C16 C10 C9 120.3(3) . . ? C10 C11 C12 121.7(4) . . ? C10 C11 H11 119.1 . . ? C12 C11 H11 119.1 . . ? C14 C12 C11 117.8(4) . . ? C14 C12 C13 120.5(4) . . ? C11 C12 C13 121.7(4) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 C15 122.0(4) . . ? C12 C14 H14 119.0 . . ? C15 C14 H14 119.0 . . ? C14 C15 C16 119.2(4) . . ? C14 C15 C17 119.8(4) . . ? C16 C15 C17 120.8(4) . . ? O2 C16 C10 121.1(3) . . ? O2 C16 C15 119.2(3) . . ? C10 C16 C15 119.7(4) . . ? C15 C17 N4 114.4(3) . . ? C15 C17 H17A 108.7 . . ? N4 C17 H17A 108.7 . . ? C15 C17 H17B 108.7 . . ? N4 C17 H17B 108.7 . . ? H17A C17 H17B 107.6 . . ? N3 C18 C19 122.3(4) . . ? N3 C18 H18 118.9 . . ? C19 C18 H18 118.9 . . ? C20 C19 C18 118.9(4) . . ? C20 C19 H19 120.6 . . ? C18 C19 H19 120.6 . . ? C21 C20 C19 119.3(4) . . ? C21 C20 H20 120.3 . . ? C19 C20 H20 120.3 . . ? C20 C21 C22 118.9(4) . . ? C20 C21 H21 120.6 . . ? C22 C21 H21 120.6 . . ? N3 C22 C21 122.0(4) . . ? N3 C22 C23 116.3(3) . . ? C21 C22 C23 121.6(4) . . ? N4 C23 C22 112.7(3) . . ? N4 C23 H23A 109.1 . . ? C22 C23 H23A 109.1 . . ? N4 C23 H23B 109.1 . . ? C22 C23 H23B 109.1 . . ? H23A C23 H23B 107.8 . . ? N4 C24 C25 114.2(3) . . ? N4 C24 C26 110.8(3) . . ? C25 C24 C26 110.8(3) . . ? N4 C24 H24 106.9 . . ? C25 C24 H24 106.9 . . ? C26 C24 H24 106.9 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O4 C27 O3 124.7(4) . . ? O4 C27 C28 117.3(3) . . ? O3 C27 C28 118.0(4) . . ? C31A C28 C30B 53.8(7) . . ? C31A C28 C29A 116.7(7) . . ? C30B C28 C29A 131.6(8) . . ? C31A C28 C29B 131.9(8) . . ? C30B C28 C29B 112.3(8) . . ? C31A C28 C27 114.4(5) . . ? C30B C28 C27 111.3(6) . . ? C29A C28 C27 114.3(6) . . ? C29B C28 C27 113.3(6) . . ? C31A C28 C31B 55.4(7) . . ? C30B C28 C31B 108.6(7) . . ? C29A C28 C31B 75.3(7) . . ? C29B C28 C31B 106.5(8) . . ? C27 C28 C31B 104.3(6) . . ? C31A C28 C30A 104.3(7) . . ? C30B C28 C30A 51.4(7) . . ? C29A C28 C30A 103.2(7) . . ? C29B C28 C30A 71.8(8) . . ? C27 C28 C30A 101.4(5) . . ? C31B C28 C30A 152.4(7) . . ? C28 C29A H29A 109.5 . . ? C28 C29A H29B 109.5 . . ? C28 C29A H29C 109.5 . . ? C28 C30A H30A 109.5 . . ? C28 C30A H30B 109.5 . . ? C28 C30A H30C 109.5 . . ? C28 C31A H31A 109.5 . . ? C28 C31A H31B 109.5 . . ? C28 C31A H31C 109.5 . . ? C28 C29B H29D 109.5 . . ? C28 C29B H29E 109.5 . . ? H29D C29B H29E 109.5 . . ? C28 C29B H29F 109.5 . . ? H29D C29B H29F 109.5 . . ? H29E C29B H29F 109.5 . . ? C28 C30B H30D 109.5 . . ? C28 C30B H30E 109.5 . . ? H30D C30B H30E 109.5 . . ? C28 C30B H30F 109.5 . . ? H30D C30B H30F 109.5 . . ? H30E C30B H30F 109.5 . . ? C28 C31B H31D 109.5 . . ? C28 C31B H31E 109.5 . . ? H31D C31B H31E 109.5 . . ? C28 C31B H31F 109.5 . . ? H31D C31B H31F 109.5 . . ? H31E C31B H31F 109.5 . . ? H6O O6 H6P 106.7 . . ? C33 O8 H8O 108.9 . . ? O8 C33 C34 109.6(8) . . ? O8 C33 H33A 109.8 . . ? C34 C33 H33A 109.8 . . ? O8 C33 H33B 109.8 . . ? C34 C33 H33B 109.8 . . ? H33A C33 H33B 108.2 . . ? 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 _geom_hbond_publ_flag O6 H6O F1 0.84 2.35 3.006(6) 135.0 . yes O6 H6P F5 0.87 2.50 3.190(7) 136.8 . yes O6 H6P F5 0.87 2.62 3.190(7) 124.1 2_754 yes O8 H8O F6 0.98 2.18 2.884(11) 127.6 . yes O8 H8O F2 0.98 2.43 3.157(11) 130.7 . yes _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.15 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.056 _refine_diff_density_min -0.761 _refine_diff_density_rms 0.087 # Attachment 'Structure 2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 667079' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C56 H66 N8 O10 Zn4, 2(F6 P)' _chemical_formula_sum 'C56 H66 F12 N8 O10 P2 Zn4' _chemical_formula_weight 1562.59 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' F F 0.0171 0.0103 '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' P P 0.1023 0.0942 '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/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.5983(2) _cell_length_b 19.4790(3) _cell_length_c 12.5532(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.187(2) _cell_angle_gamma 90.00 _cell_volume 3056.38(12) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 53314 _cell_measurement_theta_min 3.47 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.698 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1592 _exptl_absorpt_coefficient_mu 1.704 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5744 _exptl_absorpt_correction_T_max 0.7464 _exptl_absorpt_process_details 'Xprep in Shelxtl v.6.14-1 (Sheldrick, 2005)' _publ_section_exptl_refinement ; The hydrogen atoms were positioned geometrically and constrained to ride on their parent atoms, with C---H = 0.95-0.99 \%A, and U~iso~ = 1.2-1.5 U~eq~(parent atom). The highest peak is located 0.99 \%A from atom F3 and the deepest hole is located 0.53 \%A from atom P1. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 53314 _diffrn_reflns_av_R_equivalents 0.0375 _diffrn_reflns_av_sigmaI/netI 0.0196 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.47 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6951 _reflns_number_gt 6188 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1e (Brandenburg, 2007)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0451P)^2^+4.4968P] 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 6951 _refine_ls_number_parameters 419 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0411 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0954 _refine_ls_wR_factor_gt 0.0897 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 0.52792(2) -0.020950(13) 0.19526(2) 0.02108(8) Uani 1 1 d . . . Zn2 Zn 0.34452(2) -0.121962(13) -0.12111(2) 0.02138(8) Uani 1 1 d . . . O1 O 0.46610(13) -0.07293(9) 0.06062(13) 0.0252(3) Uani 1 1 d . . . O2 O 0.66244(12) 0.03091(8) 0.19945(13) 0.0223(3) Uani 1 1 d . . . O3 O 0.42185(14) 0.05467(9) 0.17157(15) 0.0299(4) Uani 1 1 d . . . O4 O 0.52252(14) 0.14924(9) 0.19376(14) 0.0291(4) Uani 1 1 d . . . O5 O 0.41709(14) -0.17759(9) 0.00678(13) 0.0286(4) Uani 1 1 d . . . N1 N 0.47565(16) -0.05506(11) 0.33971(16) 0.0246(4) Uani 1 1 d . . . N2 N 0.61222(16) -0.11793(10) 0.22285(15) 0.0217(4) Uani 1 1 d . . . N3 N 0.77901(16) 0.17339(10) 0.21934(16) 0.0234(4) Uani 1 1 d . . . N4 N 0.78556(16) 0.09343(11) 0.03970(15) 0.0248(4) Uani 1 1 d . . . C1 C 0.3939(2) -0.02791(14) 0.3856(2) 0.0294(5) Uani 1 1 d . . . H1 H 0.3507 0.0065 0.3481 0.035 Uiso 1 1 calc R . . C2 C 0.3710(2) -0.04860(15) 0.4856(2) 0.0336(6) Uani 1 1 d . . . H2 H 0.3124 -0.0293 0.5161 0.040 Uiso 1 1 calc R . . C3 C 0.4351(2) -0.09799(17) 0.5402(2) 0.0370(6) Uani 1 1 d . . . H3 H 0.4225 -0.1118 0.6101 0.044 Uiso 1 1 calc R . . C4 C 0.5175(2) -0.12733(14) 0.4931(2) 0.0311(5) Uani 1 1 d . . . H4 H 0.5607 -0.1624 0.5289 0.037 Uiso 1 1 calc R . . C5 C 0.53584(19) -0.10435(13) 0.39200(18) 0.0250(5) Uani 1 1 d . . . C6 C 0.62835(19) -0.13176(12) 0.33897(18) 0.0239(5) Uani 1 1 d . . . H6A H 0.6956 -0.1098 0.3714 0.029 Uiso 1 1 calc R . . H6B H 0.6349 -0.1819 0.3513 0.029 Uiso 1 1 calc R . . C7 C 0.54041(19) -0.16913(12) 0.16486(19) 0.0243(5) Uani 1 1 d . . . H7A H 0.4947 -0.1897 0.2150 0.029 Uiso 1 1 calc R . . H7B H 0.5838 -0.2063 0.1383 0.029 Uiso 1 1 calc R . . C8 C 0.46981(19) -0.13737(13) 0.07057(18) 0.0241(5) Uani 1 1 d . . . C9 C 0.71406(19) -0.11305(12) 0.17498(19) 0.0244(5) Uani 1 1 d . . . H9A H 0.6979 -0.1001 0.0984 0.029 Uiso 1 1 calc R . . H9B H 0.7489 -0.1587 0.1783 0.029 Uiso 1 1 calc R . . C10 C 0.79021(18) -0.06151(12) 0.23106(18) 0.0223(4) Uani 1 1 d . . . C11 C 0.89186(19) -0.08290(13) 0.27626(18) 0.0244(5) Uani 1 1 d . . . H11 H 0.9102 -0.1301 0.2723 0.029 Uiso 1 1 calc R . . C12 C 0.96706(18) -0.03733(14) 0.32686(18) 0.0255(5) Uani 1 1 d . . . C13 C 1.0765(2) -0.06155(14) 0.3749(2) 0.0309(5) Uani 1 1 d . . . H13A H 1.1129 -0.0246 0.4182 0.046 Uiso 1 1 calc R . . H13B H 1.1185 -0.0741 0.3173 0.046 Uiso 1 1 calc R . . H13C H 1.0690 -0.1016 0.4206 0.046 Uiso 1 1 calc R . . C14 C 0.93736(19) 0.03099(13) 0.33362(18) 0.0250(5) Uani 1 1 d . . . H14 H 0.9879 0.0629 0.3672 0.030 Uiso 1 1 calc R . . C15 C 0.83535(18) 0.05435(12) 0.29253(17) 0.0224(4) Uani 1 1 d . . . C16 C 0.76122(18) 0.00800(12) 0.23989(17) 0.0218(4) Uani 1 1 d . . . C17 C 0.8040(2) 0.12718(12) 0.31505(19) 0.0248(5) Uani 1 1 d . . . H17A H 0.7404 0.1257 0.3540 0.030 Uiso 1 1 calc R . . H17B H 0.8629 0.1482 0.3638 0.030 Uiso 1 1 calc R . . C18 C 0.7434(2) 0.24255(13) 0.2579(2) 0.0302(5) Uani 1 1 d . . . H18 H 0.6841 0.2334 0.3021 0.036 Uiso 1 1 calc R . . C19 C 0.8300(3) 0.28094(15) 0.3293(3) 0.0430(7) Uani 1 1 d . . . H19A H 0.8548 0.2528 0.3922 0.064 Uiso 1 1 calc R . . H19B H 0.8009 0.3243 0.3528 0.064 Uiso 1 1 calc R . . H19C H 0.8901 0.2905 0.2890 0.064 Uiso 1 1 calc R . . C20 C 0.6973(2) 0.28716(14) 0.1645(2) 0.0376(6) Uani 1 1 d . . . H20A H 0.7524 0.2960 0.1176 0.056 Uiso 1 1 calc R . . H20B H 0.6731 0.3308 0.1918 0.056 Uiso 1 1 calc R . . H20C H 0.6366 0.2635 0.1237 0.056 Uiso 1 1 calc R . . C21 C 0.8746(2) 0.17908(13) 0.1617(2) 0.0293(5) Uani 1 1 d . . . H21A H 0.9397 0.1737 0.2139 0.035 Uiso 1 1 calc R . . H21B H 0.8763 0.2255 0.1300 0.035 Uiso 1 1 calc R . . C22 C 0.8763(2) 0.12656(13) 0.0741(2) 0.0279(5) Uani 1 1 d . . . C23 C 0.9696(2) 0.11632(16) 0.0270(2) 0.0374(6) Uani 1 1 d . . . H23 H 1.0335 0.1403 0.0522 0.045 Uiso 1 1 calc R . . C24 C 0.9670(2) 0.07055(18) -0.0568(2) 0.0443(7) Uani 1 1 d . . . H24 H 1.0290 0.0633 -0.0912 0.053 Uiso 1 1 calc R . . C25 C 0.8733(3) 0.03492(17) -0.0910(2) 0.0405(7) Uani 1 1 d . . . H25 H 0.8708 0.0028 -0.1481 0.049 Uiso 1 1 calc R . . C26 C 0.7842(2) 0.04712(14) -0.0404(2) 0.0309(5) Uani 1 1 d . . . H26 H 0.7203 0.0223 -0.0625 0.037 Uiso 1 1 calc R . . C27 C 0.4339(2) 0.11858(13) 0.1817(2) 0.0275(5) Uani 1 1 d . . . C28 C 0.3331(2) 0.16035(16) 0.1781(3) 0.0516(9) Uani 1 1 d . . . H28A H 0.3389 0.1916 0.2397 0.077 Uiso 1 1 calc R . . H28B H 0.2719 0.1296 0.1809 0.077 Uiso 1 1 calc R . . H28C H 0.3228 0.1870 0.1114 0.077 Uiso 1 1 calc R . . P1 P 0.14639(6) 0.20256(4) 0.44130(7) 0.04103(19) Uani 1 1 d . . . F1 F 0.18255(17) 0.12460(9) 0.46504(17) 0.0550(5) Uani 1 1 d . . . F2 F 0.26676(14) 0.22069(10) 0.42447(19) 0.0564(5) Uani 1 1 d . . . F3 F 0.11865(18) 0.18395(16) 0.31755(18) 0.0772(7) Uani 1 1 d . . . F4 F 0.02697(15) 0.18412(11) 0.46027(18) 0.0590(6) Uani 1 1 d . . . F5 F 0.17300(16) 0.22052(11) 0.56596(18) 0.0571(5) Uani 1 1 d . . . F6 F 0.11177(17) 0.28017(11) 0.4157(2) 0.0731(7) 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 0.01886(14) 0.02272(14) 0.02113(14) 0.00106(9) 0.00042(10) 0.00210(9) Zn2 0.01996(14) 0.02373(14) 0.01959(13) 0.00090(10) -0.00091(10) 0.00124(9) O1 0.0259(8) 0.0268(8) 0.0214(8) 0.0030(6) -0.0026(6) 0.0027(6) O2 0.0179(7) 0.0250(8) 0.0232(8) 0.0033(6) -0.0008(6) 0.0022(6) O3 0.0240(8) 0.0278(9) 0.0369(10) 0.0004(7) -0.0004(7) 0.0056(7) O4 0.0252(9) 0.0273(9) 0.0352(9) -0.0005(7) 0.0056(7) 0.0027(7) O5 0.0305(9) 0.0286(9) 0.0238(8) -0.0027(7) -0.0078(7) 0.0040(7) N1 0.0220(9) 0.0288(10) 0.0230(9) -0.0019(8) 0.0022(7) -0.0014(8) N2 0.0216(9) 0.0250(10) 0.0178(9) 0.0006(7) -0.0009(7) 0.0015(7) N3 0.0232(9) 0.0240(10) 0.0222(9) -0.0007(7) -0.0008(7) 0.0013(7) N4 0.0246(10) 0.0296(10) 0.0199(9) 0.0046(8) 0.0015(7) 0.0036(8) C1 0.0241(12) 0.0339(13) 0.0302(12) -0.0045(10) 0.0041(10) -0.0003(10) C2 0.0245(12) 0.0485(16) 0.0287(13) -0.0100(11) 0.0067(10) -0.0075(11) C3 0.0313(14) 0.0569(18) 0.0231(12) -0.0013(12) 0.0047(10) -0.0129(12) C4 0.0273(12) 0.0420(14) 0.0228(11) 0.0033(10) -0.0019(9) -0.0050(10) C5 0.0226(11) 0.0307(12) 0.0207(11) -0.0012(9) -0.0012(9) -0.0051(9) C6 0.0236(11) 0.0275(11) 0.0195(10) 0.0032(9) -0.0010(9) 0.0020(9) C7 0.0257(11) 0.0231(11) 0.0228(11) 0.0009(9) -0.0024(9) 0.0025(9) C8 0.0220(11) 0.0301(12) 0.0200(10) 0.0001(9) 0.0019(9) 0.0032(9) C9 0.0225(11) 0.0281(12) 0.0226(11) -0.0021(9) 0.0034(9) 0.0057(9) C10 0.0205(11) 0.0288(12) 0.0178(10) 0.0020(9) 0.0027(8) 0.0027(9) C11 0.0236(11) 0.0292(12) 0.0209(10) 0.0021(9) 0.0046(9) 0.0060(9) C12 0.0204(11) 0.0371(13) 0.0191(10) 0.0036(9) 0.0026(8) 0.0045(9) C13 0.0219(11) 0.0405(14) 0.0292(12) 0.0034(11) -0.0006(10) 0.0068(10) C14 0.0224(11) 0.0341(12) 0.0180(10) 0.0008(9) 0.0009(8) 0.0008(9) C15 0.0224(11) 0.0276(11) 0.0172(10) 0.0017(8) 0.0025(8) 0.0014(9) C16 0.0185(10) 0.0299(12) 0.0168(10) 0.0039(9) 0.0019(8) 0.0037(9) C17 0.0253(11) 0.0284(12) 0.0197(10) -0.0012(9) -0.0012(9) 0.0016(9) C18 0.0299(12) 0.0260(12) 0.0329(13) -0.0054(10) -0.0037(10) 0.0038(10) C19 0.0434(16) 0.0332(14) 0.0470(17) -0.0123(12) -0.0156(13) 0.0058(12) C20 0.0402(15) 0.0260(13) 0.0430(15) -0.0019(11) -0.0092(12) 0.0039(11) C21 0.0245(12) 0.0321(13) 0.0303(12) 0.0047(10) -0.0004(10) -0.0023(9) C22 0.0250(12) 0.0345(13) 0.0246(11) 0.0096(10) 0.0038(9) 0.0029(10) C23 0.0276(13) 0.0523(17) 0.0329(14) 0.0098(12) 0.0065(11) 0.0054(12) C24 0.0377(16) 0.062(2) 0.0364(15) 0.0113(14) 0.0175(12) 0.0169(14) C25 0.0464(17) 0.0505(17) 0.0256(13) 0.0023(12) 0.0079(12) 0.0178(14) C26 0.0366(14) 0.0329(13) 0.0227(11) 0.0035(10) 0.0018(10) 0.0071(11) C27 0.0246(12) 0.0320(13) 0.0257(11) 0.0008(10) 0.0022(9) 0.0050(9) C28 0.0285(14) 0.0335(15) 0.092(3) -0.0119(16) 0.0049(16) 0.0055(12) P1 0.0274(3) 0.0399(4) 0.0530(5) 0.0148(3) -0.0059(3) -0.0038(3) F1 0.0652(13) 0.0363(10) 0.0569(12) 0.0059(8) -0.0186(10) -0.0062(8) F2 0.0298(9) 0.0495(11) 0.0896(16) 0.0121(10) 0.0060(9) 0.0018(8) F3 0.0525(13) 0.130(2) 0.0452(11) 0.0241(13) -0.0106(10) 0.0083(13) F4 0.0355(10) 0.0713(13) 0.0662(13) 0.0241(11) -0.0095(9) -0.0191(9) F5 0.0432(10) 0.0576(12) 0.0676(13) -0.0132(10) -0.0051(9) -0.0021(9) F6 0.0459(11) 0.0525(12) 0.126(2) 0.0427(13) 0.0308(13) 0.0147(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 O2 1.9680(16) . yes Zn1 O3 1.9860(17) . yes Zn1 O1 2.0394(17) . yes Zn1 N1 2.112(2) . yes Zn1 N2 2.1736(19) . yes Zn2 O2 2.0246(16) 3_655 yes Zn2 O5 2.0543(17) . yes Zn2 O4 2.0741(17) 3_655 yes Zn2 N4 2.111(2) 3_655 yes Zn2 N3 2.1132(19) 3_655 yes O1 C8 1.262(3) . yes O2 C16 1.359(3) . ? O2 Zn2 2.0246(16) 3_655 ? O3 C27 1.259(3) . ? O4 C27 1.259(3) . ? O4 Zn2 2.0741(17) 3_655 ? O5 C8 1.250(3) . yes N1 C5 1.343(3) . ? N1 C1 1.350(3) . ? N2 C6 1.471(3) . ? N2 C7 1.476(3) . ? N2 C9 1.486(3) . ? N3 C21 1.484(3) . ? N3 C17 1.503(3) . ? N3 C18 1.518(3) . ? N3 Zn2 2.1132(19) 3_655 ? N4 C22 1.336(3) . ? N4 C26 1.350(3) . ? N4 Zn2 2.112(2) 3_655 ? C1 C2 1.383(4) . ? C1 H1 0.9500 . ? C2 C3 1.382(4) . ? C2 H2 0.9500 . ? C3 C4 1.382(4) . ? C3 H3 0.9500 . ? C4 C5 1.392(3) . ? C4 H4 0.9500 . ? C5 C6 1.510(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.520(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C9 C10 1.502(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.398(3) . ? C10 C16 1.410(3) . ? C11 C12 1.392(3) . ? C11 H11 0.9500 . ? C12 C14 1.388(4) . ? C12 C13 1.509(3) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.400(3) . ? C14 H14 0.9500 . ? C15 C16 1.403(3) . ? C15 C17 1.509(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C20 1.515(4) . ? C18 C19 1.520(4) . ? C18 H18 1.0000 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.504(4) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.395(4) . ? C23 C24 1.376(5) . ? C23 H23 0.9500 . ? C24 C25 1.389(5) . ? C24 H24 0.9500 . ? C25 C26 1.378(4) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 C28 1.503(4) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? P1 F3 1.591(2) . ? P1 F4 1.593(2) . ? P1 F6 1.595(2) . ? P1 F2 1.5966(19) . ? P1 F5 1.598(2) . ? P1 F1 1.603(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 O2 Zn1 O3 100.63(7) . . yes O2 Zn1 O1 121.01(7) . . ? O3 Zn1 O1 93.67(7) . . yes O2 Zn1 N1 119.90(7) . . ? O3 Zn1 N1 94.92(8) . . ? O1 Zn1 N1 115.31(7) . . ? O2 Zn1 N2 92.28(7) . . ? O3 Zn1 N2 167.07(8) . . ? O1 Zn1 N2 80.15(7) . . ? N1 Zn1 N2 77.78(8) . . yes O2 Zn2 O5 146.06(7) 3_655 . ? O2 Zn2 O4 89.96(7) 3_655 3_655 yes O5 Zn2 O4 84.47(7) . 3_655 ? O2 Zn2 N4 90.88(7) 3_655 3_655 ? O5 Zn2 N4 93.27(7) . 3_655 ? O4 Zn2 N4 177.04(7) 3_655 3_655 ? O2 Zn2 N3 98.50(7) 3_655 3_655 ? O5 Zn2 N3 115.42(7) . 3_655 ? O4 Zn2 N3 101.44(7) 3_655 3_655 ? N4 Zn2 N3 81.24(8) 3_655 3_655 yes C8 O1 Zn1 113.97(14) . . ? C16 O2 Zn1 125.92(14) . . ? C16 O2 Zn2 116.81(14) . 3_655 ? Zn1 O2 Zn2 116.86(8) . 3_655 yes C27 O3 Zn1 130.41(16) . . ? C27 O4 Zn2 125.39(16) . 3_655 ? C8 O5 Zn2 108.60(15) . . ? C5 N1 C1 119.1(2) . . ? C5 N1 Zn1 115.27(16) . . ? C1 N1 Zn1 125.45(17) . . ? C6 N2 C7 111.41(18) . . ? C6 N2 C9 113.14(18) . . ? C7 N2 C9 110.53(18) . . ? C6 N2 Zn1 108.74(14) . . ? C7 N2 Zn1 104.57(13) . . ? C9 N2 Zn1 108.02(14) . . ? C21 N3 C17 109.48(18) . . ? C21 N3 C18 112.29(19) . . ? C17 N3 C18 108.50(18) . . ? C21 N3 Zn2 109.50(14) . 3_655 ? C17 N3 Zn2 104.34(14) . 3_655 ? C18 N3 Zn2 112.39(14) . 3_655 ? C22 N4 C26 119.6(2) . . ? C22 N4 Zn2 113.61(17) . 3_655 ? C26 N4 Zn2 126.76(18) . 3_655 ? N1 C1 C2 122.0(3) . . ? N1 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? C3 C2 C1 118.5(2) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C4 C3 C2 120.0(2) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C3 C4 C5 118.5(3) . . ? C3 C4 H4 120.8 . . ? C5 C4 H4 120.8 . . ? N1 C5 C4 121.8(2) . . ? N1 C5 C6 117.2(2) . . ? C4 C5 C6 120.9(2) . . ? N2 C6 C5 110.69(19) . . ? N2 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? N2 C7 C8 111.83(19) . . ? N2 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? N2 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? O5 C8 O1 123.4(2) . . ? O5 C8 C7 117.1(2) . . ? O1 C8 C7 119.5(2) . . ? N2 C9 C10 112.73(18) . . ? N2 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? N2 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? C11 C10 C16 119.2(2) . . ? C11 C10 C9 119.4(2) . . ? C16 C10 C9 121.5(2) . . ? C12 C11 C10 122.1(2) . . ? C12 C11 H11 118.9 . . ? C10 C11 H11 118.9 . . ? C14 C12 C11 117.8(2) . . ? C14 C12 C13 121.0(2) . . ? C11 C12 C13 121.2(2) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 C15 122.1(2) . . ? C12 C14 H14 119.0 . . ? C15 C14 H14 119.0 . . ? C14 C15 C16 119.4(2) . . ? C14 C15 C17 119.1(2) . . ? C16 C15 C17 121.2(2) . . ? O2 C16 C15 119.3(2) . . ? O2 C16 C10 121.3(2) . . ? C15 C16 C10 119.4(2) . . ? N3 C17 C15 116.54(19) . . ? N3 C17 H17A 108.2 . . ? C15 C17 H17A 108.2 . . ? N3 C17 H17B 108.2 . . ? C15 C17 H17B 108.2 . . ? H17A C17 H17B 107.3 . . ? C20 C18 N3 111.2(2) . . ? C20 C18 C19 110.6(2) . . ? N3 C18 C19 113.9(2) . . ? C20 C18 H18 106.9 . . ? N3 C18 H18 106.9 . . ? C19 C18 H18 106.9 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N3 C21 C22 113.1(2) . . ? N3 C21 H21A 109.0 . . ? C22 C21 H21A 109.0 . . ? N3 C21 H21B 109.0 . . ? C22 C21 H21B 109.0 . . ? H21A C21 H21B 107.8 . . ? N4 C22 C23 121.7(3) . . ? N4 C22 C21 118.4(2) . . ? C23 C22 C21 119.8(2) . . ? C24 C23 C22 118.4(3) . . ? C24 C23 H23 120.8 . . ? C22 C23 H23 120.8 . . ? C23 C24 C25 119.9(3) . . ? C23 C24 H24 120.1 . . ? C25 C24 H24 120.1 . . ? C26 C25 C24 118.7(3) . . ? C26 C25 H25 120.6 . . ? C24 C25 H25 120.6 . . ? N4 C26 C25 121.6(3) . . ? N4 C26 H26 119.2 . . ? C25 C26 H26 119.2 . . ? O3 C27 O4 125.1(2) . . ? O3 C27 C28 116.2(2) . . ? O4 C27 C28 118.7(2) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? F3 P1 F4 89.91(13) . . ? F3 P1 F6 89.89(16) . . ? F4 P1 F6 90.25(12) . . ? F3 P1 F2 91.00(13) . . ? F4 P1 F2 178.98(12) . . ? F6 P1 F2 90.23(11) . . ? F3 P1 F5 179.21(14) . . ? F4 P1 F5 89.39(12) . . ? F6 P1 F5 90.48(14) . . ? F2 P1 F5 89.70(12) . . ? F3 P1 F1 89.32(14) . . ? F4 P1 F1 90.59(12) . . ? F6 P1 F1 178.85(14) . . ? F2 P1 F1 88.94(11) . . ? F5 P1 F1 90.31(11) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.292 _refine_diff_density_min -0.726 _refine_diff_density_rms 0.077 data_H4IPCPMP(PF6)2(H2O)1.25 _database_code_depnum_ccdc_archive 'CCDC 755949' #TrackingRef 'web_deposit_cif_file_0_Jarenmark_1259144666.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '4(C26 H34 N4 O3), 8(F6 P), 5(H2 O)' _chemical_formula_sum 'C104 H146 F48 N16 O17 P8' _chemical_formula_weight 3052.13 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.2670(9) _cell_length_b 14.3112(10) _cell_length_c 18.2423(12) _cell_angle_alpha 67.849(4) _cell_angle_beta 87.856(3) _cell_angle_gamma 69.826(3) _cell_volume 3219.7(4) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 80413 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.03 _exptl_crystal_description colourless _exptl_crystal_colour plate _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.574 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1570 _exptl_absorpt_coefficient_mu 0.246 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9287 _exptl_absorpt_correction_T_max 0.9859 _exptl_absorpt_process_details 'SADABS v.2.10 (Sheldrick, 2003)' _publ_section_exptl_refinement ; The H~2~O, OH, and NH hydrogens were located from the difference Fourier map constrained to ride on their parent atom, with U~iso~ = 1.5 U~eq~(parent atom). Other hydrogens were positioned geometrically and were also constrained to ride on their parent atoms, with C---H = 0.95-1.00 \%A, and U~iso~ = 1.2-1.5 U~eq~(parent atom). The highest peak is located 1.26 \%A from atom F7B and the deepest hole is located 0.86 \%A from atom F7B. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 48041 _diffrn_reflns_av_R_equivalents 0.1336 _diffrn_reflns_av_sigmaI/netI 0.1271 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 25.00 _reflns_number_total 11283 _reflns_number_gt 5625 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'EvalCCD (Duisenberg, 1998-2003)' _computing_data_reduction 'EvalCCD (Duisenberg, 1998-2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1d (Brandenburg, 2006)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0626P)^2^+10.8017P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11283 _refine_ls_number_parameters 891 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1893 _refine_ls_R_factor_gt 0.0863 _refine_ls_wR_factor_ref 0.2130 _refine_ls_wR_factor_gt 0.1691 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 P1 P 0.42927(13) 0.81404(14) 0.88355(10) 0.0347(4) Uani 1 1 d . . . P2 P 0.06211(12) 0.68639(14) 0.63375(10) 0.0319(4) Uani 1 1 d . . . F1 F 0.5256(3) 0.8466(4) 0.8661(3) 0.0686(13) Uani 1 1 d . . . F2 F 0.3331(3) 0.7818(3) 0.9018(2) 0.0533(11) Uani 1 1 d . . . F3 F 0.4158(3) 0.8516(3) 0.9566(2) 0.0580(12) Uani 1 1 d . . . F4 F 0.4438(3) 0.7748(3) 0.8117(2) 0.0491(10) Uani 1 1 d . . . F5 F 0.4976(3) 0.6942(3) 0.9423(2) 0.0537(11) Uani 1 1 d . . . F6 F 0.3611(3) 0.9325(3) 0.8251(2) 0.0489(10) Uani 1 1 d . . . F7 F 0.1457(3) 0.7220(4) 0.5858(2) 0.0644(13) Uani 1 1 d . . . F8 F -0.0222(3) 0.6515(4) 0.6838(3) 0.0807(16) Uani 1 1 d . . . F9 F 0.0818(3) 0.7305(3) 0.6984(2) 0.0412(9) Uani 1 1 d . . . F10 F 0.0393(3) 0.6441(3) 0.5696(2) 0.0518(11) Uani 1 1 d . . . F11 F 0.1422(3) 0.5713(3) 0.6827(2) 0.0537(11) Uani 1 1 d . . . F12 F -0.0190(3) 0.8037(3) 0.5853(3) 0.0760(15) Uani 1 1 d . . . O1 O 0.0702(3) 0.9884(3) 0.0726(2) 0.0354(11) Uani 1 1 d . . . O2 O 0.1136(3) 1.0180(4) -0.0506(2) 0.0420(12) Uani 1 1 d . . . H2O H 0.0590 1.0201 -0.0771 0.063 Uiso 1 1 d R . . O3 O 0.0740(3) 0.9847(3) 0.2228(2) 0.0317(10) Uani 1 1 d . . . H3O H 0.0796 0.9927 0.1684 0.048 Uiso 1 1 d R . . O4 O 0.4501(3) 0.4717(4) 0.6120(2) 0.0467(12) Uani 1 1 d . . . H4O H 0.4784 0.4073 0.6550 0.070 Uiso 1 1 d R . . H4P H 0.5068 0.4830 0.5827 0.070 Uiso 1 1 d R . . O5 O 0.0042(4) 0.6790(6) 0.8603(3) 0.089(2) Uani 1 1 d . . . H5R H 0.0561 0.6482 0.8337 0.133 Uiso 1 1 d R . . H5T H -0.0007 0.7361 0.8797 0.133 Uiso 1 1 d R . . N1 N 0.1994(4) 1.1382(4) 0.2073(3) 0.0329(12) Uani 1 1 d . . . H1N H 0.1621 1.1616 0.1608 0.049 Uiso 1 1 d R . . N2 N 0.2441(4) 0.9906(4) 0.1256(3) 0.0308(12) Uani 1 1 d . . . N3 N -0.0486(3) 0.9353(4) 0.3472(3) 0.0278(12) Uani 1 1 d . . . H3N H -0.0351 0.9349 0.2944 0.042 Uiso 1 1 d R . . N4 N -0.0815(4) 0.8162(4) 0.2782(3) 0.0300(12) Uani 1 1 d . . . C1 C 0.2928(4) 1.0709(5) 0.2077(3) 0.0297(14) Uani 1 1 d . . . C2 C 0.1694(5) 1.1661(5) 0.2685(4) 0.0402(17) Uani 1 1 d . . . H2 H 0.1022 1.2124 0.2658 0.048 Uiso 1 1 calc R . . C3 C 0.2337(5) 1.1292(5) 0.3349(4) 0.0389(16) Uani 1 1 d . . . H3 H 0.2122 1.1483 0.3789 0.047 Uiso 1 1 calc R . . C4 C 0.3313(5) 1.0630(5) 0.3362(4) 0.0406(17) Uani 1 1 d . . . H4 H 0.3785 1.0370 0.3811 0.049 Uiso 1 1 calc R . . C5 C 0.3602(5) 1.0348(5) 0.2721(4) 0.0351(15) Uani 1 1 d . . . H5 H 0.4275 0.9899 0.2729 0.042 Uiso 1 1 calc R . . C6 C 0.3151(5) 1.0394(5) 0.1377(4) 0.0359(16) Uani 1 1 d . . . H6A H 0.3097 1.1040 0.0893 0.043 Uiso 1 1 calc R . . H6B H 0.3846 0.9869 0.1466 0.043 Uiso 1 1 calc R . . C7 C 0.2320(4) 1.0010(6) 0.0436(3) 0.0359(16) Uani 1 1 d . . . H7A H 0.2850 0.9402 0.0359 0.043 Uiso 1 1 calc R . . H7B H 0.2394 1.0691 0.0071 0.043 Uiso 1 1 calc R . . C8 C 0.1309(5) 1.0011(5) 0.0244(4) 0.0329(15) Uani 1 1 d . . . C9 C 0.2711(5) 0.8783(5) 0.1816(3) 0.0324(15) Uani 1 1 d . . . H9A H 0.3438 0.8397 0.1822 0.039 Uiso 1 1 calc R . . H9B H 0.2339 0.8431 0.1629 0.039 Uiso 1 1 calc R . . C10 C 0.2488(4) 0.8677(5) 0.2646(3) 0.0288(14) Uani 1 1 d . . . C11 C 0.1532(4) 0.9206(5) 0.2802(3) 0.0243(13) Uani 1 1 d . . . C12 C 0.1334(4) 0.9106(5) 0.3579(3) 0.0268(14) Uani 1 1 d . . . C13 C 0.2089(4) 0.8485(5) 0.4193(3) 0.0304(15) Uani 1 1 d . . . H13 H 0.1946 0.8431 0.4718 0.036 Uiso 1 1 calc R . . C14 C 0.3047(4) 0.7938(5) 0.4073(3) 0.0298(14) Uani 1 1 d . . . C15 C 0.3872(5) 0.7307(5) 0.4745(4) 0.0410(17) Uani 1 1 d . . . H15A H 0.4178 0.7790 0.4813 0.062 Uiso 1 1 calc R . . H15B H 0.4382 0.6735 0.4625 0.062 Uiso 1 1 calc R . . H15C H 0.3595 0.6984 0.5236 0.062 Uiso 1 1 calc R . . C16 C 0.3228(4) 0.8045(5) 0.3302(4) 0.0311(15) Uani 1 1 d . . . H16 H 0.3885 0.7673 0.3209 0.037 Uiso 1 1 calc R . . C17 C 0.0289(4) 0.9718(5) 0.3709(3) 0.0293(14) Uani 1 1 d . . . H17A H 0.0121 1.0499 0.3393 0.035 Uiso 1 1 calc R . . H17B H 0.0271 0.9608 0.4278 0.035 Uiso 1 1 calc R . . C18 C -0.1561(4) 1.0143(5) 0.3352(4) 0.0373(16) Uani 1 1 d . . . H18 H -0.2015 0.9753 0.3329 0.045 Uiso 1 1 calc R . . C19 C -0.1733(5) 1.1073(5) 0.2549(4) 0.0429(17) Uani 1 1 d . . . H19A H -0.1310 1.1484 0.2554 0.064 Uiso 1 1 calc R . . H19B H -0.2441 1.1548 0.2444 0.064 Uiso 1 1 calc R . . H19C H -0.1559 1.0788 0.2131 0.064 Uiso 1 1 calc R . . C20 C -0.1806(5) 1.0486(6) 0.4038(4) 0.0458(18) Uani 1 1 d . . . H20A H -0.1636 0.9845 0.4536 0.069 Uiso 1 1 calc R . . H20B H -0.2525 1.0909 0.3977 0.069 Uiso 1 1 calc R . . H20C H -0.1417 1.0927 0.4049 0.069 Uiso 1 1 calc R . . C21 C -0.0364(4) 0.8233(5) 0.4008(3) 0.0294(14) Uani 1 1 d . . . H21A H -0.0759 0.8244 0.4465 0.035 Uiso 1 1 calc R . . H21B H 0.0351 0.7819 0.4218 0.035 Uiso 1 1 calc R . . C22 C -0.0714(4) 0.7692(5) 0.3568(3) 0.0282(14) Uani 1 1 d . . . C23 C -0.1127(4) 0.7701(5) 0.2372(4) 0.0334(15) Uani 1 1 d . . . H23 H -0.1214 0.8034 0.1808 0.040 Uiso 1 1 calc R . . C24 C -0.1327(4) 0.6763(5) 0.2736(4) 0.0333(15) Uani 1 1 d . . . H24 H -0.1548 0.6462 0.2423 0.040 Uiso 1 1 calc R . . C25 C -0.1205(4) 0.6265(5) 0.3552(4) 0.0327(15) Uani 1 1 d . . . H25 H -0.1331 0.5615 0.3814 0.039 Uiso 1 1 calc R . . C26 C -0.0891(4) 0.6745(5) 0.3978(4) 0.0299(14) Uani 1 1 d . . . H26 H -0.0799 0.6429 0.4544 0.036 Uiso 1 1 calc R . . P1B P 0.64786(13) 0.82692(17) 0.47226(11) 0.0434(5) Uani 1 1 d . . . P2B P 0.85588(14) 0.65868(19) 0.05027(11) 0.0525(6) Uani 1 1 d . . . F1B F 0.6301(4) 0.9222(4) 0.4983(3) 0.0976(19) Uani 1 1 d . . . F2B F 0.6667(4) 0.7257(4) 0.4504(3) 0.0901(17) Uani 1 1 d . . . F3B F 0.7570(3) 0.7681(4) 0.5220(3) 0.0776(15) Uani 1 1 d . . . F4B F 0.5396(3) 0.8785(4) 0.4264(3) 0.0694(13) Uani 1 1 d . . . F5B F 0.6070(4) 0.7637(5) 0.5528(3) 0.0978(18) Uani 1 1 d . . . F6B F 0.6923(4) 0.8799(5) 0.3959(3) 0.0946(18) Uani 1 1 d . . . F7B F 0.9521(4) 0.6520(5) 0.0939(3) 0.104(2) Uani 1 1 d . . . F8B F 0.7544(4) 0.6790(5) 0.0040(3) 0.1011(19) Uani 1 1 d . . . F9B F 0.8362(4) 0.5757(4) 0.1279(3) 0.0891(16) Uani 1 1 d . . . F10B F 0.8709(4) 0.7486(5) -0.0301(3) 0.098(2) Uani 1 1 d . . . F11B F 0.7942(4) 0.7552(4) 0.0775(3) 0.0801(15) Uani 1 1 d . . . F12B F 0.9166(6) 0.5706(5) 0.0213(3) 0.157(4) Uani 1 1 d . . . O1B O 0.3653(3) 0.5117(4) 0.4311(2) 0.0396(11) Uani 1 1 d . . . O2B O 0.2844(3) 0.5106(4) 0.5381(2) 0.0426(12) Uani 1 1 d . . . H2Q H 0.3540 0.4946 0.5565 0.064 Uiso 1 1 d R . . O3B O 0.3929(3) 0.5247(3) 0.2791(2) 0.0334(10) Uani 1 1 d . . . H3Q H 0.3820 0.5122 0.3322 0.050 Uiso 1 1 d R . . N1B N 0.2871(4) 0.3585(4) 0.2883(3) 0.0394(14) Uani 1 1 d . . . H1M H 0.3251 0.3390 0.3386 0.059 Uiso 1 1 d R . . N2B N 0.2029(4) 0.5222(4) 0.3508(3) 0.0361(13) Uani 1 1 d . . . N3B N 0.5368(3) 0.5543(4) 0.1724(3) 0.0287(12) Uani 1 1 d . . . H3M H 0.5151 0.5556 0.2241 0.043 Uiso 1 1 d R . . N4B N 0.5624(3) 0.6889(4) 0.2389(3) 0.0296(12) Uani 1 1 d . . . C1B C 0.1901(4) 0.4276(5) 0.2679(4) 0.0311(15) Uani 1 1 d . . . C2B C 0.3407(5) 0.3151(6) 0.2400(5) 0.0457(18) Uani 1 1 d . . . H2B H 0.4083 0.2670 0.2567 0.055 Uiso 1 1 calc R . . C3B C 0.2975(6) 0.3405(6) 0.1670(5) 0.051(2) Uani 1 1 d . . . H3B H 0.3352 0.3118 0.1313 0.061 Uiso 1 1 calc R . . C4B C 0.1982(7) 0.4082(6) 0.1445(4) 0.055(2) Uani 1 1 d . . . H4B H 0.1669 0.4247 0.0938 0.066 Uiso 1 1 calc R . . C5B C 0.1451(5) 0.4516(5) 0.1952(4) 0.0364(16) Uani 1 1 d . . . H5B H 0.0770 0.4983 0.1798 0.044 Uiso 1 1 calc R . . C6B C 0.1414(5) 0.4726(6) 0.3263(4) 0.0394(16) Uani 1 1 d . . . H6B1 H 0.0743 0.5277 0.3023 0.047 Uiso 1 1 calc R . . H6B2 H 0.1323 0.4144 0.3735 0.047 Uiso 1 1 calc R . . C7B C 0.1960(4) 0.5137(6) 0.4325(4) 0.0384(16) Uani 1 1 d . . . H7B1 H 0.1837 0.4467 0.4650 0.046 Uiso 1 1 calc R . . H7B2 H 0.1386 0.5758 0.4344 0.046 Uiso 1 1 calc R . . C8B C 0.2895(5) 0.5120(5) 0.4659(4) 0.0319(15) Uani 1 1 d . . . C9B C 0.1855(5) 0.6335(5) 0.2952(4) 0.0339(15) Uani 1 1 d . . . H9B1 H 0.2208 0.6663 0.3183 0.041 Uiso 1 1 calc R . . H9B2 H 0.1128 0.6765 0.2873 0.041 Uiso 1 1 calc R . . C10B C 0.2216(4) 0.6375(5) 0.2168(4) 0.0329(15) Uani 1 1 d . . . C11B C 0.3233(4) 0.5821(5) 0.2133(3) 0.0298(14) Uani 1 1 d . . . C12B C 0.3588(4) 0.5813(5) 0.1417(3) 0.0272(14) Uani 1 1 d . . . C13B C 0.2935(4) 0.6376(5) 0.0727(4) 0.0336(15) Uani 1 1 d . . . H13B H 0.3181 0.6377 0.0236 0.040 Uiso 1 1 calc R . . C14B C 0.1922(4) 0.6943(5) 0.0735(4) 0.0345(15) Uani 1 1 d . . . C15B C 0.1218(5) 0.7516(6) -0.0019(4) 0.0473(18) Uani 1 1 d . . . H15D H 0.0572 0.7969 0.0077 0.071 Uiso 1 1 calc R . . H15E H 0.1115 0.6983 -0.0190 0.071 Uiso 1 1 calc R . . H15F H 0.1507 0.7971 -0.0435 0.071 Uiso 1 1 calc R . . C16B C 0.1591(5) 0.6923(5) 0.1459(4) 0.0345(15) Uani 1 1 d . . . H16B H 0.0902 0.7302 0.1473 0.041 Uiso 1 1 calc R . . C17B C 0.4670(4) 0.5157(5) 0.1405(3) 0.0255(14) Uani 1 1 d . . . H17C H 0.4797 0.5226 0.0853 0.031 Uiso 1 1 calc R . . H17D H 0.4804 0.4385 0.1734 0.031 Uiso 1 1 calc R . . C18B C 0.6465(4) 0.4724(5) 0.1939(4) 0.0391(17) Uani 1 1 d . . . H18B H 0.6895 0.5084 0.2056 0.047 Uiso 1 1 calc R . . C19B C 0.6515(5) 0.3765(5) 0.2689(4) 0.0433(18) Uani 1 1 d . . . H19D H 0.6201 0.3322 0.2567 0.065 Uiso 1 1 calc R . . H19E H 0.6158 0.4020 0.3086 0.065 Uiso 1 1 calc R . . H19F H 0.7219 0.3331 0.2900 0.065 Uiso 1 1 calc R . . C20B C 0.6849(5) 0.4415(6) 0.1257(4) 0.050(2) Uani 1 1 d . . . H20D H 0.6511 0.3962 0.1182 0.075 Uiso 1 1 calc R . . H20E H 0.7575 0.4012 0.1371 0.075 Uiso 1 1 calc R . . H20F H 0.6715 0.5068 0.0771 0.075 Uiso 1 1 calc R . . C21B C 0.5283(5) 0.6647(5) 0.1184(4) 0.0368(16) Uani 1 1 d . . . H21C H 0.4579 0.7061 0.0942 0.044 Uiso 1 1 calc R . . H21D H 0.5710 0.6604 0.0748 0.044 Uiso 1 1 calc R . . C22B C 0.5594(4) 0.7242(5) 0.1602(4) 0.0292(14) Uani 1 1 d . . . C23B C 0.5884(4) 0.7446(5) 0.2737(4) 0.0373(16) Uani 1 1 d . . . H23B H 0.5920 0.7193 0.3301 0.045 Uiso 1 1 calc R . . C24B C 0.6104(4) 0.8363(5) 0.2336(4) 0.0351(16) Uani 1 1 d . . . H24B H 0.6287 0.8731 0.2611 0.042 Uiso 1 1 calc R . . C25B C 0.6046(5) 0.8722(5) 0.1520(4) 0.0374(16) Uani 1 1 d . . . H25B H 0.6180 0.9358 0.1216 0.045 Uiso 1 1 calc R . . C26B C 0.5794(5) 0.8158(5) 0.1148(4) 0.0369(16) Uani 1 1 d . . . H26B H 0.5758 0.8393 0.0585 0.044 Uiso 1 1 calc R . . O6 O 0.5393(12) 0.1450(15) 0.3561(8) 0.133(6) Uani 0.50 1 d P . . H6T H 0.5821 0.0688 0.3772 0.199 Uiso 0.50 1 d PR . . H6R H 0.5158 0.1703 0.3971 0.199 Uiso 0.50 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0387(10) 0.0348(11) 0.0299(9) -0.0111(8) 0.0069(8) -0.0143(8) P2 0.0340(9) 0.0342(10) 0.0304(9) -0.0144(8) 0.0066(7) -0.0137(8) F1 0.050(3) 0.087(4) 0.087(3) -0.035(3) 0.013(2) -0.045(3) F2 0.044(2) 0.052(3) 0.057(3) -0.008(2) 0.0156(19) -0.024(2) F3 0.077(3) 0.052(3) 0.040(2) -0.025(2) -0.005(2) -0.008(2) F4 0.059(3) 0.055(3) 0.037(2) -0.024(2) 0.0127(18) -0.019(2) F5 0.058(3) 0.042(3) 0.044(2) -0.016(2) -0.0094(19) 0.004(2) F6 0.066(3) 0.035(2) 0.040(2) -0.0053(19) -0.0032(19) -0.021(2) F7 0.087(3) 0.068(3) 0.063(3) -0.034(2) 0.052(2) -0.051(3) F8 0.075(3) 0.115(4) 0.117(4) -0.081(4) 0.059(3) -0.074(3) F9 0.049(2) 0.049(2) 0.041(2) -0.0251(19) 0.0117(17) -0.0264(19) F10 0.068(3) 0.039(2) 0.045(2) -0.020(2) -0.011(2) -0.010(2) F11 0.075(3) 0.033(2) 0.041(2) -0.0118(19) -0.011(2) -0.007(2) F12 0.083(3) 0.047(3) 0.076(3) -0.034(3) -0.039(3) 0.020(2) O1 0.031(2) 0.051(3) 0.026(2) -0.016(2) 0.0058(19) -0.016(2) O2 0.039(3) 0.062(3) 0.023(2) -0.015(2) -0.0002(19) -0.018(2) O3 0.027(2) 0.037(3) 0.026(2) -0.011(2) 0.0015(18) -0.007(2) O4 0.043(3) 0.055(3) 0.034(3) -0.004(2) 0.003(2) -0.023(2) O5 0.081(4) 0.122(6) 0.074(4) -0.048(4) 0.015(3) -0.039(4) N1 0.028(3) 0.030(3) 0.036(3) -0.006(3) 0.001(2) -0.012(3) N2 0.031(3) 0.038(3) 0.026(3) -0.012(3) 0.003(2) -0.015(3) N3 0.026(3) 0.031(3) 0.029(3) -0.014(2) 0.006(2) -0.012(2) N4 0.032(3) 0.034(3) 0.028(3) -0.015(3) 0.006(2) -0.014(2) C1 0.028(3) 0.025(4) 0.032(4) -0.006(3) 0.007(3) -0.012(3) C2 0.033(4) 0.035(4) 0.054(5) -0.019(4) 0.019(3) -0.014(3) C3 0.045(4) 0.039(4) 0.037(4) -0.019(3) 0.014(3) -0.016(4) C4 0.051(4) 0.029(4) 0.040(4) -0.008(3) -0.004(3) -0.017(3) C5 0.033(4) 0.031(4) 0.032(4) -0.006(3) -0.001(3) -0.007(3) C6 0.031(4) 0.046(4) 0.032(4) -0.013(3) 0.012(3) -0.019(3) C7 0.034(4) 0.047(4) 0.029(4) -0.015(3) 0.009(3) -0.018(3) C8 0.035(4) 0.029(4) 0.028(4) -0.008(3) 0.001(3) -0.007(3) C9 0.030(3) 0.034(4) 0.033(4) -0.013(3) 0.004(3) -0.012(3) C10 0.028(3) 0.028(4) 0.029(3) -0.011(3) 0.005(3) -0.010(3) C11 0.027(3) 0.021(3) 0.024(3) -0.006(3) 0.002(3) -0.009(3) C12 0.028(3) 0.025(4) 0.032(3) -0.013(3) 0.008(3) -0.013(3) C13 0.032(4) 0.032(4) 0.024(3) -0.006(3) -0.001(3) -0.013(3) C14 0.030(4) 0.025(4) 0.024(3) -0.001(3) 0.001(3) -0.009(3) C15 0.039(4) 0.039(4) 0.037(4) -0.007(3) -0.003(3) -0.012(3) C16 0.021(3) 0.032(4) 0.040(4) -0.012(3) 0.005(3) -0.011(3) C17 0.031(3) 0.034(4) 0.024(3) -0.011(3) 0.006(3) -0.014(3) C18 0.029(4) 0.041(4) 0.050(4) -0.025(4) 0.012(3) -0.013(3) C19 0.035(4) 0.035(4) 0.052(4) -0.014(4) -0.011(3) -0.006(3) C20 0.039(4) 0.048(5) 0.056(5) -0.026(4) 0.023(3) -0.018(4) C21 0.033(3) 0.029(4) 0.026(3) -0.009(3) 0.006(3) -0.013(3) C22 0.024(3) 0.030(4) 0.027(3) -0.010(3) 0.005(3) -0.005(3) C23 0.029(3) 0.038(4) 0.030(3) -0.013(3) 0.003(3) -0.008(3) C24 0.033(4) 0.043(4) 0.037(4) -0.024(3) 0.010(3) -0.019(3) C25 0.032(4) 0.033(4) 0.038(4) -0.017(3) 0.013(3) -0.015(3) C26 0.031(3) 0.030(4) 0.027(3) -0.011(3) 0.012(3) -0.011(3) P1B 0.0300(10) 0.0625(14) 0.0456(11) -0.0305(11) 0.0074(8) -0.0157(9) P2B 0.0398(11) 0.0789(16) 0.0362(11) -0.0264(11) 0.0052(8) -0.0137(10) F1B 0.121(4) 0.078(4) 0.086(4) -0.059(3) -0.019(3) 0.007(3) F2B 0.098(4) 0.073(4) 0.102(4) -0.049(3) -0.031(3) -0.011(3) F3B 0.043(3) 0.110(4) 0.089(3) -0.060(3) -0.010(2) -0.013(3) F4B 0.038(2) 0.071(3) 0.076(3) -0.013(3) -0.009(2) -0.008(2) F5B 0.084(4) 0.133(5) 0.051(3) 0.000(3) 0.002(3) -0.049(4) F6B 0.098(4) 0.155(5) 0.059(3) -0.031(3) 0.026(3) -0.092(4) F7B 0.068(3) 0.167(6) 0.061(3) -0.012(3) -0.004(3) -0.057(4) F8B 0.077(4) 0.129(5) 0.106(4) -0.057(4) -0.020(3) -0.032(3) F9B 0.142(5) 0.101(4) 0.056(3) -0.034(3) 0.031(3) -0.080(4) F10B 0.069(3) 0.124(5) 0.038(3) -0.008(3) 0.011(2) 0.012(3) F11B 0.105(4) 0.081(4) 0.058(3) -0.036(3) 0.014(3) -0.027(3) F12B 0.223(7) 0.087(4) 0.058(3) -0.037(3) 0.000(4) 0.075(5) O1B 0.043(3) 0.044(3) 0.035(3) -0.015(2) 0.010(2) -0.020(2) O2B 0.038(3) 0.062(3) 0.037(3) -0.027(2) 0.012(2) -0.022(2) O3B 0.034(2) 0.040(3) 0.023(2) -0.009(2) 0.0045(18) -0.012(2) N1B 0.040(3) 0.033(3) 0.042(3) -0.009(3) 0.003(3) -0.015(3) N2B 0.040(3) 0.046(4) 0.029(3) -0.019(3) 0.010(2) -0.019(3) N3B 0.026(3) 0.029(3) 0.032(3) -0.013(2) 0.006(2) -0.009(2) N4B 0.030(3) 0.032(3) 0.029(3) -0.014(3) 0.001(2) -0.011(2) C1B 0.028(4) 0.020(3) 0.045(4) -0.011(3) 0.014(3) -0.012(3) C2B 0.035(4) 0.039(4) 0.067(5) -0.024(4) 0.018(4) -0.014(3) C3B 0.064(5) 0.039(5) 0.063(5) -0.025(4) 0.038(4) -0.030(4) C4B 0.100(7) 0.047(5) 0.033(4) -0.013(4) 0.012(4) -0.048(5) C5B 0.039(4) 0.036(4) 0.037(4) -0.011(3) -0.004(3) -0.019(3) C6B 0.034(4) 0.050(4) 0.045(4) -0.023(4) 0.014(3) -0.023(3) C7B 0.028(4) 0.056(5) 0.044(4) -0.026(4) 0.014(3) -0.023(3) C8B 0.037(4) 0.030(4) 0.028(4) -0.010(3) 0.015(3) -0.013(3) C9B 0.031(4) 0.024(4) 0.040(4) -0.008(3) 0.010(3) -0.007(3) C10B 0.031(4) 0.030(4) 0.041(4) -0.016(3) 0.009(3) -0.013(3) C11B 0.033(4) 0.033(4) 0.022(3) -0.008(3) 0.000(3) -0.012(3) C12B 0.030(3) 0.029(4) 0.027(3) -0.010(3) 0.006(3) -0.016(3) C13B 0.035(4) 0.035(4) 0.031(4) -0.011(3) 0.009(3) -0.017(3) C14B 0.028(4) 0.032(4) 0.040(4) -0.008(3) 0.000(3) -0.013(3) C15B 0.039(4) 0.046(5) 0.045(4) -0.008(4) -0.004(3) -0.011(4) C16B 0.028(3) 0.024(4) 0.043(4) -0.009(3) 0.002(3) -0.004(3) C17B 0.026(3) 0.032(4) 0.025(3) -0.014(3) 0.004(3) -0.015(3) C18B 0.017(3) 0.047(4) 0.060(5) -0.029(4) 0.004(3) -0.010(3) C19B 0.036(4) 0.032(4) 0.048(4) -0.010(4) -0.009(3) -0.001(3) C20B 0.030(4) 0.059(5) 0.077(5) -0.046(5) 0.022(4) -0.015(4) C21B 0.038(4) 0.039(4) 0.033(4) -0.012(3) 0.006(3) -0.017(3) C22B 0.018(3) 0.029(4) 0.036(4) -0.014(3) 0.001(3) -0.001(3) C23B 0.032(4) 0.042(4) 0.035(4) -0.016(3) 0.003(3) -0.007(3) C24B 0.034(4) 0.035(4) 0.043(4) -0.022(3) 0.010(3) -0.014(3) C25B 0.046(4) 0.034(4) 0.043(4) -0.019(3) 0.016(3) -0.022(3) C26B 0.038(4) 0.034(4) 0.031(4) -0.007(3) 0.009(3) -0.012(3) O6 0.119(12) 0.167(16) 0.085(10) 0.008(10) -0.007(9) -0.080(12) _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 P1 F2 1.579(4) . ? P1 F1 1.583(4) . ? P1 F4 1.591(4) . ? P1 F6 1.592(4) . ? P1 F3 1.598(4) . ? P1 F5 1.606(4) . ? P2 F7 1.566(4) . ? P2 F11 1.576(4) . ? P2 F8 1.587(4) . ? P2 F10 1.593(4) . ? P2 F12 1.598(4) . ? P2 F9 1.605(4) . ? O1 C8 1.219(7) . ? O2 C8 1.315(7) . ? O2 H2O 0.9176 . ? O3 C11 1.365(6) . ? O3 H3O 0.9594 . ? O4 H4O 0.9216 . ? O4 H4P 0.9795 . ? O5 H5R 0.9427 . ? O5 H5T 0.9872 . ? N1 C2 1.329(8) . ? N1 C1 1.347(7) . ? N1 H1N 0.9025 . ? N2 C7 1.456(7) . ? N2 C9 1.462(8) . ? N2 C6 1.477(8) . ? N3 C21 1.482(7) . ? N3 C17 1.513(7) . ? N3 C18 1.523(7) . ? N3 H3N 0.9762 . ? N4 C22 1.324(7) . ? N4 C23 1.338(7) . ? C1 C5 1.362(8) . ? C1 C6 1.498(8) . ? C2 C3 1.362(9) . ? C2 H2 0.9500 . ? C3 C4 1.384(9) . ? C3 H3 0.9500 . ? C4 C5 1.381(9) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.497(8) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C9 C10 1.496(8) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.391(8) . ? C10 C16 1.409(8) . ? C11 C12 1.397(8) . ? C12 C13 1.373(8) . ? C12 C17 1.508(8) . ? C13 C14 1.378(8) . ? C13 H13 0.9500 . ? C14 C16 1.382(8) . ? C14 C15 1.497(8) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16 0.9500 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C20 1.496(8) . ? C18 C19 1.520(9) . ? C18 H18 1.0000 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.502(8) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C26 1.385(8) . ? C23 C24 1.380(9) . ? C23 H23 0.9500 . ? C24 C25 1.374(8) . ? C24 H24 0.9500 . ? C25 C26 1.384(8) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? P1B F6B 1.545(5) . ? P1B F1B 1.546(5) . ? P1B F4B 1.573(4) . ? P1B F2B 1.577(5) . ? P1B F3B 1.607(4) . ? P1B F5B 1.616(5) . ? P2B F12B 1.528(5) . ? P2B F9B 1.558(5) . ? P2B F7B 1.569(5) . ? P2B F8B 1.584(5) . ? P2B F11B 1.605(5) . ? P2B F10B 1.611(5) . ? O1B C8B 1.232(7) . ? O2B C8B 1.310(7) . ? O2B H2Q 0.9802 . ? O3B C11B 1.373(7) . ? O3B H3Q 0.9335 . ? N1B C2B 1.335(8) . ? N1B C1B 1.359(8) . ? N1B H1M 0.9778 . ? N2B C7B 1.451(7) . ? N2B C9B 1.468(8) . ? N2B C6B 1.474(8) . ? N3B C21B 1.478(8) . ? N3B C17B 1.518(7) . ? N3B C18B 1.553(7) . ? N3B H3M 0.9861 . ? N4B C22B 1.327(7) . ? N4B C23B 1.334(8) . ? C1B C5B 1.362(8) . ? C1B C6B 1.479(8) . ? C2B C3B 1.352(10) . ? C2B H2B 0.9500 . ? C3B C4B 1.382(10) . ? C3B H3B 0.9500 . ? C4B C5B 1.368(9) . ? C4B H4B 0.9500 . ? C5B H5B 0.9500 . ? C6B H6B1 0.9900 . ? C6B H6B2 0.9900 . ? C7B C8B 1.477(8) . ? C7B H7B1 0.9900 . ? C7B H7B2 0.9900 . ? C9B C10B 1.489(8) . ? C9B H9B1 0.9900 . ? C9B H9B2 0.9900 . ? C10B C16B 1.385(8) . ? C10B C11B 1.405(8) . ? C11B C12B 1.386(8) . ? C12B C13B 1.380(8) . ? C12B C17B 1.509(8) . ? C13B C14B 1.394(8) . ? C13B H13B 0.9500 . ? C14B C16B 1.381(8) . ? C14B C15B 1.502(8) . ? C15B H15D 0.9800 . ? C15B H15E 0.9800 . ? C15B H15F 0.9800 . ? C16B H16B 0.9500 . ? C17B H17C 0.9900 . ? C17B H17D 0.9900 . ? C18B C20B 1.497(9) . ? C18B C19B 1.512(9) . ? C18B H18B 1.0000 . ? C19B H19D 0.9800 . ? C19B H19E 0.9800 . ? C19B H19F 0.9800 . ? C20B H20D 0.9800 . ? C20B H20E 0.9800 . ? C20B H20F 0.9800 . ? C21B C22B 1.510(8) . ? C21B H21C 0.9900 . ? C21B H21D 0.9900 . ? C22B C26B 1.381(9) . ? C23B C24B 1.378(9) . ? C23B H23B 0.9500 . ? C24B C25B 1.375(9) . ? C24B H24B 0.9500 . ? C25B C26B 1.367(9) . ? C25B H25B 0.9500 . ? C26B H26B 0.9500 . ? O6 H6T 0.9754 . ? O6 H6R 0.9517 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag F2 P1 F1 179.4(3) . . ? F2 P1 F4 90.0(2) . . ? F1 P1 F4 90.5(2) . . ? F2 P1 F6 90.2(2) . . ? F1 P1 F6 89.8(2) . . ? F4 P1 F6 90.4(2) . . ? F2 P1 F3 90.0(2) . . ? F1 P1 F3 89.4(2) . . ? F4 P1 F3 179.1(2) . . ? F6 P1 F3 90.5(2) . . ? F2 P1 F5 89.5(2) . . ? F1 P1 F5 90.5(2) . . ? F4 P1 F5 89.3(2) . . ? F6 P1 F5 179.6(2) . . ? F3 P1 F5 89.8(2) . . ? F7 P2 F11 90.3(2) . . ? F7 P2 F8 178.6(3) . . ? F11 P2 F8 89.7(3) . . ? F7 P2 F10 91.1(2) . . ? F11 P2 F10 90.2(2) . . ? F8 P2 F10 90.3(2) . . ? F7 P2 F12 89.8(3) . . ? F11 P2 F12 179.1(2) . . ? F8 P2 F12 90.2(3) . . ? F10 P2 F12 90.7(2) . . ? F7 P2 F9 90.1(2) . . ? F11 P2 F9 90.8(2) . . ? F8 P2 F9 88.5(2) . . ? F10 P2 F9 178.4(2) . . ? F12 P2 F9 88.3(2) . . ? C8 O2 H2O 130.2 . . ? C11 O3 H3O 121.5 . . ? H4O O4 H4P 104.5 . . ? H5R O5 H5T 127.2 . . ? C2 N1 C1 122.8(5) . . ? C2 N1 H1N 125.9 . . ? C1 N1 H1N 111.3 . . ? C7 N2 C9 111.6(5) . . ? C7 N2 C6 112.6(5) . . ? C9 N2 C6 111.7(5) . . ? C21 N3 C17 111.6(4) . . ? C21 N3 C18 113.1(4) . . ? C17 N3 C18 114.1(4) . . ? C21 N3 H3N 107.1 . . ? C17 N3 H3N 105.8 . . ? C18 N3 H3N 104.4 . . ? C22 N4 C23 117.5(5) . . ? N1 C1 C5 118.0(6) . . ? N1 C1 C6 117.7(5) . . ? C5 C1 C6 124.3(6) . . ? N1 C2 C3 121.0(6) . . ? N1 C2 H2 119.5 . . ? C3 C2 H2 119.5 . . ? C2 C3 C4 117.8(6) . . ? C2 C3 H3 121.1 . . ? C4 C3 H3 121.1 . . ? C5 C4 C3 120.0(6) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C1 C5 C4 120.3(6) . . ? C1 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? N2 C6 C1 110.5(5) . . ? N2 C6 H6A 109.6 . . ? C1 C6 H6A 109.6 . . ? N2 C6 H6B 109.6 . . ? C1 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? N2 C7 C8 110.5(5) . . ? N2 C7 H7A 109.6 . . ? C8 C7 H7A 109.6 . . ? N2 C7 H7B 109.6 . . ? C8 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? O1 C8 O2 123.3(6) . . ? O1 C8 C7 124.0(5) . . ? O2 C8 C7 112.8(5) . . ? N2 C9 C10 113.1(5) . . ? N2 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? N2 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? C11 C10 C16 116.9(5) . . ? C11 C10 C9 121.1(5) . . ? C16 C10 C9 122.0(5) . . ? O3 C11 C10 123.6(5) . . ? O3 C11 C12 115.8(5) . . ? C10 C11 C12 120.6(5) . . ? C13 C12 C11 119.8(5) . . ? C13 C12 C17 122.0(5) . . ? C11 C12 C17 118.2(5) . . ? C12 C13 C14 122.0(6) . . ? C12 C13 H13 119.0 . . ? C14 C13 H13 119.0 . . ? C13 C14 C16 117.2(5) . . ? C13 C14 C15 121.2(5) . . ? C16 C14 C15 121.4(5) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 C10 123.4(5) . . ? C14 C16 H16 118.3 . . ? C10 C16 H16 118.3 . . ? C12 C17 N3 111.8(5) . . ? C12 C17 H17A 109.3 . . ? N3 C17 H17A 109.3 . . ? C12 C17 H17B 109.3 . . ? N3 C17 H17B 109.3 . . ? H17A C17 H17B 107.9 . . ? C20 C18 C19 114.2(6) . . ? C20 C18 N3 111.7(5) . . ? C19 C18 N3 108.9(5) . . ? C20 C18 H18 107.2 . . ? C19 C18 H18 107.2 . . ? N3 C18 H18 107.2 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N3 C21 C22 110.4(5) . . ? N3 C21 H21A 109.6 . . ? C22 C21 H21A 109.6 . . ? N3 C21 H21B 109.6 . . ? C22 C21 H21B 109.6 . . ? H21A C21 H21B 108.1 . . ? N4 C22 C26 123.3(6) . . ? N4 C22 C21 116.0(5) . . ? C26 C22 C21 120.7(5) . . ? N4 C23 C24 122.8(6) . . ? N4 C23 H23 118.6 . . ? C24 C23 H23 118.6 . . ? C25 C24 C23 119.7(6) . . ? C25 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C24 C25 C26 117.8(6) . . ? C24 C25 H25 121.1 . . ? C26 C25 H25 121.1 . . ? C25 C26 C22 119.0(6) . . ? C25 C26 H26 120.5 . . ? C22 C26 H26 120.5 . . ? F6B P1B F1B 92.7(3) . . ? F6B P1B F4B 91.5(3) . . ? F1B P1B F4B 92.5(3) . . ? F6B P1B F2B 89.9(3) . . ? F1B P1B F2B 177.1(3) . . ? F4B P1B F2B 88.9(3) . . ? F6B P1B F3B 91.2(3) . . ? F1B P1B F3B 89.3(3) . . ? F4B P1B F3B 176.7(3) . . ? F2B P1B F3B 89.2(3) . . ? F6B P1B F5B 176.1(4) . . ? F1B P1B F5B 90.4(3) . . ? F4B P1B F5B 90.8(3) . . ? F2B P1B F5B 87.1(3) . . ? F3B P1B F5B 86.4(3) . . ? F12B P2B F9B 92.7(4) . . ? F12B P2B F7B 92.3(4) . . ? F9B P2B F7B 91.0(3) . . ? F12B P2B F8B 92.7(4) . . ? F9B P2B F8B 92.4(3) . . ? F7B P2B F8B 173.8(4) . . ? F12B P2B F11B 177.2(4) . . ? F9B P2B F11B 90.0(3) . . ? F7B P2B F11B 87.0(3) . . ? F8B P2B F11B 87.9(3) . . ? F12B P2B F10B 89.6(3) . . ? F9B P2B F10B 177.2(3) . . ? F7B P2B F10B 90.5(3) . . ? F8B P2B F10B 85.9(3) . . ? F11B P2B F10B 87.8(3) . . ? C8B O2B H2Q 103.7 . . ? C11B O3B H3Q 127.9 . . ? C2B N1B C1B 123.2(6) . . ? C2B N1B H1M 113.7 . . ? C1B N1B H1M 123.0 . . ? C7B N2B C9B 111.9(5) . . ? C7B N2B C6B 113.6(5) . . ? C9B N2B C6B 112.8(5) . . ? C21B N3B C17B 110.9(4) . . ? C21B N3B C18B 113.6(5) . . ? C17B N3B C18B 112.6(4) . . ? C21B N3B H3M 108.8 . . ? C17B N3B H3M 106.6 . . ? C18B N3B H3M 103.8 . . ? C22B N4B C23B 116.9(6) . . ? N1B C1B C5B 118.2(6) . . ? N1B C1B C6B 117.2(6) . . ? C5B C1B C6B 124.6(6) . . ? N1B C2B C3B 119.1(7) . . ? N1B C2B H2B 120.4 . . ? C3B C2B H2B 120.4 . . ? C2B C3B C4B 119.6(7) . . ? C2B C3B H3B 120.2 . . ? C4B C3B H3B 120.2 . . ? C5B C4B C3B 119.9(7) . . ? C5B C4B H4B 120.0 . . ? C3B C4B H4B 120.0 . . ? C1B C5B C4B 119.9(6) . . ? C1B C5B H5B 120.0 . . ? C4B C5B H5B 120.0 . . ? N2B C6B C1B 110.6(5) . . ? N2B C6B H6B1 109.5 . . ? C1B C6B H6B1 109.5 . . ? N2B C6B H6B2 109.5 . . ? C1B C6B H6B2 109.5 . . ? H6B1 C6B H6B2 108.1 . . ? N2B C7B C8B 110.6(5) . . ? N2B C7B H7B1 109.5 . . ? C8B C7B H7B1 109.5 . . ? N2B C7B H7B2 109.5 . . ? C8B C7B H7B2 109.5 . . ? H7B1 C7B H7B2 108.1 . . ? O1B C8B O2B 122.4(6) . . ? O1B C8B C7B 125.0(6) . . ? O2B C8B C7B 112.6(5) . . ? N2B C9B C10B 111.6(5) . . ? N2B C9B H9B1 109.3 . . ? C10B C9B H9B1 109.3 . . ? N2B C9B H9B2 109.3 . . ? C10B C9B H9B2 109.3 . . ? H9B1 C9B H9B2 108.0 . . ? C16B C10B C11B 117.4(6) . . ? C16B C10B C9B 123.1(6) . . ? C11B C10B C9B 119.4(5) . . ? O3B C11B C12B 115.8(5) . . ? O3B C11B C10B 123.2(5) . . ? C12B C11B C10B 121.0(5) . . ? C13B C12B C11B 119.3(5) . . ? C13B C12B C17B 120.9(5) . . ? C11B C12B C17B 119.8(5) . . ? C12B C13B C14B 121.6(6) . . ? C12B C13B H13B 119.2 . . ? C14B C13B H13B 119.2 . . ? C16B C14B C13B 117.6(6) . . ? C16B C14B C15B 121.8(6) . . ? C13B C14B C15B 120.6(6) . . ? C14B C15B H15D 109.5 . . ? C14B C15B H15E 109.5 . . ? H15D C15B H15E 109.5 . . ? C14B C15B H15F 109.5 . . ? H15D C15B H15F 109.5 . . ? H15E C15B H15F 109.5 . . ? C14B C16B C10B 123.1(6) . . ? C14B C16B H16B 118.4 . . ? C10B C16B H16B 118.4 . . ? C12B C17B N3B 110.4(4) . . ? C12B C17B H17C 109.6 . . ? N3B C17B H17C 109.6 . . ? C12B C17B H17D 109.6 . . ? N3B C17B H17D 109.6 . . ? H17C C17B H17D 108.1 . . ? C20B C18B C19B 113.1(6) . . ? C20B C18B N3B 111.4(5) . . ? C19B C18B N3B 108.9(5) . . ? C20B C18B H18B 107.7 . . ? C19B C18B H18B 107.7 . . ? N3B C18B H18B 107.7 . . ? C18B C19B H19D 109.5 . . ? C18B C19B H19E 109.5 . . ? H19D C19B H19E 109.5 . . ? C18B C19B H19F 109.5 . . ? H19D C19B H19F 109.5 . . ? H19E C19B H19F 109.5 . . ? C18B C20B H20D 109.5 . . ? C18B C20B H20E 109.5 . . ? H20D C20B H20E 109.5 . . ? C18B C20B H20F 109.5 . . ? H20D C20B H20F 109.5 . . ? H20E C20B H20F 109.5 . . ? N3B C21B C22B 112.8(5) . . ? N3B C21B H21C 109.0 . . ? C22B C21B H21C 109.0 . . ? N3B C21B H21D 109.0 . . ? C22B C21B H21D 109.0 . . ? H21C C21B H21D 107.8 . . ? N4B C22B C26B 122.6(6) . . ? N4B C22B C21B 118.6(6) . . ? C26B C22B C21B 118.7(6) . . ? N4B C23B C24B 124.6(6) . . ? N4B C23B H23B 117.7 . . ? C24B C23B H23B 117.7 . . ? C25B C24B C23B 117.1(6) . . ? C25B C24B H24B 121.4 . . ? C23B C24B H24B 121.4 . . ? C26B C25B C24B 119.5(6) . . ? C26B C25B H25B 120.3 . . ? C24B C25B H25B 120.3 . . ? C25B C26B C22B 119.2(6) . . ? C25B C26B H26B 120.4 . . ? C22B C26B H26B 120.4 . . ? H6T O6 H6R 112.3 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2O O1 0.92 1.88 2.704(6) 147.5 2_575 O3 H3O O1 0.96 1.78 2.724(5) 165.7 . O3 H3O N2 0.96 2.44 2.957(6) 113.6 . O4 H4O N4B 0.92 2.11 2.870(7) 139.5 2_666 O4 H4P O1B 0.98 1.86 2.784(6) 156.8 2_666 O5 H5R F9 0.94 2.38 3.027(7) 125.9 . O5 H5T F10B 0.99 2.42 2.918(7) 110.5 1_456 N1 H1N F10B 0.90 2.22 3.042(7) 152.0 2_675 N1 H1N O5 0.90 2.58 3.066(8) 114.5 2_576 N3 H3N O3 0.98 2.13 2.838(6) 127.8 . O2B H2Q O4 0.98 1.60 2.545(6) 161.0 . O3B H3Q O1B 0.93 1.81 2.732(6) 169.0 . O3B H3Q N2B 0.93 2.53 2.970(6) 109.4 . N1B H1M F5B 0.98 2.00 2.903(7) 153.2 2_666 N3B H3M O3B 0.99 2.08 2.805(6) 129.1 . O6 H6T F1B 0.98 2.32 3.120(16) 138.9 1_545 O6 H6T F6B 0.98 2.51 3.47(2) 165.8 1_545 O6 H6R F5B 0.95 2.05 2.886(19) 146.1 2_666 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.921 _refine_diff_density_min -0.435 _refine_diff_density_rms 0.082