Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Rehder, Dieter' 'Casny, Marian' _publ_contact_author_name 'Professor Dr Dieter Rehder' _publ_contact_author_address ; Institute of Inorganic and Applied Chemistry University of Hamburg Martin-Luther-King-Platz 6 Hamburg D-20146 GERMANY ; _publ_contact_author_email DIETER.REHDER@CHEMIE.UNI-HAMBURG.DE _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Molecular and supramolecular features of oxo-peroxovanadium complexes containing O3N, O2N2 and ON3 donor sets ; _publ_section_abstract ; The role of peroxovanadium complexes as intermediates in oxidation catalysis of halides and sulfides by vanadate-dependent peroxidases and model compounds thereof is addressed. The new peroxovanadium complex 2[VO(O2)Hbpa].[VO(O2)bpa].2.25H2O [Hbpa=N,N-bis(methylpyridyl)-beta-alanine] contains a peroxo-water-carbonic acid cluster activated by vanadium and linked by hydrogen bonds, modelling the rapid and reversible formation of hydroperoxo intermediates. The enantioselective oxidation of prochiral sulfide to sulfoxide as catalysed by [VOCl(H2O)2L] [H2L=N,N-bis{(R)-2-hydroxy-2-phenylethyl}-N-{(R)-1-phenylethyl}amine] is described. The cell toxicity and insulin-mimetic efficacy of five peroxovanadium complexes in cell cultures (SV 3T3 mice and F26 human fibroblasts) is addressed and discussed, and compared with that of vanadate and [VO2(dipicolinate)]-. ; #========================================================================== data_m5arian _database_code_depnum_ccdc_archive 'CCDC 159573' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'N,N-bis(2-pyridylmethyl)-beta-alaninate-oxo-peroxovanadate' '2[VO(O2)Hbpa].[VO(O2)bpa].2ClO4.2.25H2O' ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H54.50 Cl2 N9 O25.25 V3' _chemical_formula_weight 1349.20 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' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 36.198(10) _cell_length_b 7.075(2) _cell_length_c 24.157(7) _cell_angle_alpha 90.00 _cell_angle_beta 119.867(5) _cell_angle_gamma 90.00 _cell_volume 5365(3) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.670 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2770 _exptl_absorpt_coefficient_mu 0.709 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.8155 _exptl_absorpt_correction_T_max 0.9791 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 32394 _diffrn_reflns_av_R_equivalents 0.0608 _diffrn_reflns_av_sigmaI/netI 0.0782 _diffrn_reflns_limit_h_min -46 _diffrn_reflns_limit_h_max 46 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 27.54 _reflns_number_total 12058 _reflns_number_gt 10272 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0252P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.002(14) _refine_ls_number_reflns 12058 _refine_ls_number_parameters 791 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0556 _refine_ls_R_factor_gt 0.0446 _refine_ls_wR_factor_ref 0.0774 _refine_ls_wR_factor_gt 0.0737 _refine_ls_goodness_of_fit_ref 0.947 _refine_ls_restrained_S_all 0.946 _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 V1A V 0.615648(16) 0.88753(7) 0.73770(2) 0.01908(12) Uani 1 1 d . . . O1A O 0.61110(7) 1.0654(3) 0.69373(11) 0.0273(5) Uani 1 1 d . . . O2A O 0.66300(7) 0.9418(3) 0.81615(10) 0.0259(5) Uani 1 1 d . . . O3A O 0.62474(7) 0.9988(3) 0.81331(11) 0.0294(6) Uani 1 1 d . . . O4A O 0.61344(6) 0.6146(3) 0.78356(9) 0.0193(5) Uani 1 1 d . . . O5A O 0.57458(7) 0.4078(4) 0.80259(10) 0.0274(5) Uani 1 1 d D . . N1A N 0.58042(8) 0.7183(4) 0.64983(12) 0.0231(6) Uani 1 1 d . . . N2A N 0.66353(8) 0.7611(4) 0.72283(12) 0.0199(6) Uani 1 1 d . . . N3A N 0.55060(8) 0.9005(4) 0.71558(12) 0.0248(6) Uani 1 1 d . . . C6A C 0.53721(11) 0.8066(5) 0.61201(16) 0.0340(9) Uani 1 1 d . . . H24A H 0.5391 0.9228 0.5908 0.041 Uiso 1 1 calc R . . H24B H 0.5175 0.7177 0.5787 0.041 Uiso 1 1 calc R . . C8A C 0.65061(10) 0.7072(4) 0.66208(14) 0.0227(7) Uani 1 1 d . . . C9A C 0.67901(13) 0.6280(5) 0.64602(18) 0.0325(9) Uani 1 1 d . . . H30A H 0.6696 0.5885 0.6034 0.039 Uiso 1 1 calc R . . C12A C 0.70457(10) 0.7421(4) 0.76698(15) 0.0247(7) Uani 1 1 d . . . H12A H 0.7137 0.7842 0.8092 0.030 Uiso 1 1 calc R . . C14A C 0.55695(10) 0.4493(4) 0.69598(14) 0.0218(7) Uani 1 1 d . . . H14A H 0.5289 0.5117 0.6790 0.026 Uiso 1 1 calc R . . H14B H 0.5521 0.3110 0.6918 0.026 Uiso 1 1 calc R . . C15A C 0.58376(10) 0.4975(4) 0.76492(15) 0.0211(7) Uani 1 1 d D . . V1B V 0.827498(17) 0.19432(7) 0.91035(2) 0.01913(12) Uani 1 1 d . . . O1B O 0.82959(7) 0.3317(3) 0.85952(10) 0.0243(5) Uani 1 1 d . . . O2B O 0.82528(7) -0.0448(3) 0.87570(10) 0.0233(5) Uani 1 1 d . . . O3B O 0.78410(7) 0.0254(3) 0.85996(10) 0.0240(5) Uani 1 1 d . . . O4B O 0.83182(7) 0.0474(3) 0.99281(10) 0.0236(5) Uani 1 1 d . . . O5B O 0.87408(7) -0.1040(3) 1.08255(10) 0.0277(5) Uani 1 1 d . . . N1B N 0.85593(8) 0.4258(4) 0.98013(11) 0.0220(6) Uani 1 1 d . . . N2B N 0.77551(8) 0.3418(4) 0.90770(12) 0.0229(6) Uani 1 1 d . . . N3B N 0.89418(8) 0.1344(4) 0.96051(12) 0.0232(6) Uani 1 1 d . . . C5B C 0.78305(11) 0.5258(5) 0.92738(14) 0.0242(7) Uani 1 1 d . . . C12B C 0.91064(11) -0.0382(5) 0.96524(16) 0.0290(8) Uani 1 1 d . . . H12B H 0.8924 -0.1374 0.9397 0.035 Uiso 1 1 calc R . . C14B C 0.88235(10) 0.2300(4) 1.08167(14) 0.0232(7) Uani 1 1 d . . . H14C H 0.9117 0.2310 1.0887 0.028 Uiso 1 1 calc R . . H14D H 0.8844 0.2358 1.1240 0.028 Uiso 1 1 calc R . . V1C V 0.805306(15) 0.88798(7) 0.63943(2) 0.01656(11) Uani 1 1 d . . . O1C O 0.80502(6) 0.7316(3) 0.68656(9) 0.0204(5) Uani 1 1 d . . . O2C O 0.81550(7) 0.7434(3) 0.58341(10) 0.0226(5) Uani 1 1 d . . . O3C O 0.77111(7) 0.7810(3) 0.55802(9) 0.0229(5) Uani 1 1 d . . . O4C O 0.81085(7) 1.1319(3) 0.58751(9) 0.0194(5) Uani 1 1 d . . . O5C O 0.86120(8) 1.3036(3) 0.58531(11) 0.0299(6) Uani 1 1 d D . . N1C N 0.82009(8) 1.0977(3) 0.71399(11) 0.0158(5) Uani 1 1 d . . . N2C N 0.74549(8) 1.0025(3) 0.61955(12) 0.0178(6) Uani 1 1 d . . . N3C N 0.87326(7) 0.9092(3) 0.68829(11) 0.0177(5) Uani 1 1 d . . . C5C C 0.74396(10) 1.0707(4) 0.67031(15) 0.0192(7) Uani 1 1 d . . . C7C C 0.86248(9) 1.0455(5) 0.76953(14) 0.0202(7) Uani 1 1 d . . . H29A H 0.8743 1.1539 0.7992 0.024 Uiso 1 1 calc R . . H29B H 0.8591 0.9381 0.7929 0.024 Uiso 1 1 calc R . . C8C C 0.89209(10) 0.9919(4) 0.74597(14) 0.0193(7) Uani 1 1 d . . . C13C C 0.81943(10) 1.3023(4) 0.69651(14) 0.0198(7) Uani 1 1 d . . . H13A H 0.8270 1.3802 0.7347 0.024 Uiso 1 1 calc R . . H13B H 0.7900 1.3359 0.6637 0.024 Uiso 1 1 calc R . . C14C C 0.84880(9) 1.3546(4) 0.67155(14) 0.0207(7) Uani 1 1 d . . . H14E H 0.8470 1.4925 0.6637 0.025 Uiso 1 1 calc R . . H14F H 0.8785 1.3248 0.7045 0.025 Uiso 1 1 calc R . . C15C C 0.83835(10) 1.2527(4) 0.61111(14) 0.0202(7) Uani 1 1 d D . . C11C C 0.94155(10) 0.8786(5) 0.69639(15) 0.0277(7) Uani 1 1 d . . . H11B H 0.9582 0.8381 0.6781 0.033 Uiso 1 1 calc R . . C12C C 0.89790(10) 0.8545(4) 0.66412(15) 0.0231(7) Uani 1 1 d . . . H12E H 0.8848 0.7969 0.6232 0.028 Uiso 1 1 calc R . . C11B C 0.95345(11) -0.0772(6) 1.00623(16) 0.0366(9) Uani 1 1 d . . . H11C H 0.9644 -0.2012 1.0096 0.044 Uiso 1 1 calc R . . C1B C 0.73630(11) 0.2690(5) 0.88682(15) 0.0282(8) Uani 1 1 d . . . H20B H 0.7310 0.1408 0.8734 0.034 Uiso 1 1 calc R . . C10C C 0.96038(10) 0.9623(5) 0.75539(17) 0.0287(8) Uani 1 1 d . . . H10A H 0.9904 0.9792 0.7789 0.034 Uiso 1 1 calc R . . C9C C 0.93544(10) 1.0220(5) 0.78041(16) 0.0271(8) Uani 1 1 d . . . H30C H 0.9480 1.0829 0.8208 0.033 Uiso 1 1 calc R . . C13B C 0.85960(10) 0.4040(5) 1.04456(13) 0.0245(7) Uani 1 1 d . . . H13E H 0.8305 0.4041 1.0387 0.029 Uiso 1 1 calc R . . H13F H 0.8746 0.5162 1.0706 0.029 Uiso 1 1 calc R . . C7A C 0.60508(11) 0.7431(5) 0.61586(15) 0.0274(8) Uani 1 1 d . . . H27A H 0.5948 0.6533 0.5797 0.033 Uiso 1 1 calc R . . H27B H 0.6013 0.8732 0.5988 0.033 Uiso 1 1 calc R . . C1C C 0.70911(10) 0.9991(4) 0.56306(15) 0.0238(7) Uani 1 1 d . . . H20C H 0.7099 0.9522 0.5268 0.029 Uiso 1 1 calc R . . C10B C 0.97955(11) 0.0699(6) 1.04194(16) 0.0402(10) Uani 1 1 d . . . H10B H 1.0089 0.0474 1.0708 0.048 Uiso 1 1 calc R . . C11A C 0.73403(11) 0.6644(5) 0.75386(18) 0.0327(9) Uani 1 1 d . . . H11D H 0.7629 0.6501 0.7864 0.039 Uiso 1 1 calc R . . C15B C 0.86145(11) 0.0472(5) 1.05012(15) 0.0226(7) Uani 1 1 d . . . C3B C 0.71164(12) 0.5618(6) 0.90436(18) 0.0378(9) Uani 1 1 d . . . H22B H 0.6894 0.6380 0.9024 0.045 Uiso 1 1 calc R . . C4C C 0.70686(10) 1.1309(4) 0.66653(16) 0.0233(7) Uani 1 1 d . . . H23C H 0.7066 1.1753 0.7035 0.028 Uiso 1 1 calc R . . C3A C 0.46577(12) 0.9035(6) 0.6808(2) 0.0501(12) Uani 1 1 d . . . H22A H 0.4365 0.9035 0.6688 0.060 Uiso 1 1 calc R . . C2B C 0.70383(11) 0.3759(6) 0.88454(17) 0.0356(8) Uani 1 1 d . . . H21B H 0.6764 0.3225 0.8695 0.043 Uiso 1 1 calc R . . C9B C 0.96325(11) 0.2473(6) 1.03587(16) 0.0374(10) Uani 1 1 d . . . H30B H 0.9813 0.3496 1.0594 0.045 Uiso 1 1 calc R . . C1A C 0.53810(12) 0.9506(5) 0.75750(19) 0.0339(9) Uani 1 1 d . . . H20A H 0.5591 0.9851 0.7996 0.041 Uiso 1 1 calc R . . C8B C 0.92023(10) 0.2769(5) 0.99515(15) 0.0265(8) Uani 1 1 d . . . C6C C 0.78617(9) 1.0754(4) 0.73118(14) 0.0195(7) Uani 1 1 d . . . H26A H 0.7870 1.1824 0.7582 0.023 Uiso 1 1 calc R . . H26B H 0.7905 0.9566 0.7554 0.023 Uiso 1 1 calc R . . C5A C 0.52078(11) 0.8537(4) 0.65613(18) 0.0320(9) Uani 1 1 d . . . C7B C 0.89861(11) 0.4605(5) 0.98689(16) 0.0292(8) Uani 1 1 d . . . H28A H 0.8954 0.5253 0.9484 0.035 Uiso 1 1 calc R . . H28B H 0.9158 0.5423 1.0243 0.035 Uiso 1 1 calc R . . C10A C 0.72069(12) 0.6072(5) 0.69199(19) 0.0345(9) Uani 1 1 d . . . H10C H 0.7405 0.5536 0.6815 0.041 Uiso 1 1 calc R . . C2C C 0.67102(10) 1.0602(5) 0.55538(16) 0.0265(8) Uani 1 1 d . . . H21C H 0.6460 1.0571 0.5146 0.032 Uiso 1 1 calc R . . C6B C 0.82712(11) 0.5893(4) 0.94907(16) 0.0281(8) Uani 1 1 d . . . H25A H 0.8348 0.6949 0.9798 0.034 Uiso 1 1 calc R . . H25B H 0.8297 0.6338 0.9122 0.034 Uiso 1 1 calc R . . C2A C 0.49571(13) 0.9535(5) 0.7415(2) 0.0472(11) Uani 1 1 d . . . H21A H 0.4876 0.9895 0.7718 0.057 Uiso 1 1 calc R . . C4B C 0.75170(12) 0.6363(5) 0.92701(16) 0.0324(8) Uani 1 1 d . . . H23B H 0.7576 0.7628 0.9422 0.039 Uiso 1 1 calc R . . C4A C 0.47776(11) 0.8531(5) 0.6371(2) 0.0433(11) Uani 1 1 d . . . H23A H 0.4570 0.8186 0.5948 0.052 Uiso 1 1 calc R . . C3C C 0.66963(11) 1.1261(4) 0.60786(17) 0.0297(8) Uani 1 1 d . . . H22C H 0.6435 1.1678 0.6040 0.036 Uiso 1 1 calc R . . C13A C 0.57671(11) 0.5085(4) 0.65611(15) 0.0243(7) Uani 1 1 d . . . H13G H 0.6055 0.4524 0.6751 0.029 Uiso 1 1 calc R . . H13H H 0.5595 0.4544 0.6128 0.029 Uiso 1 1 calc R . . Cl1A Cl 0.93514(3) -0.44374(11) 0.85523(4) 0.02790(19) Uani 1 1 d . . . O15A O 0.97600(11) -0.3652(5) 0.88778(16) 0.1013(15) Uani 1 1 d . . . O14A O 0.90621(14) -0.3276(5) 0.86117(19) 0.1083(16) Uani 1 1 d . . . O13A O 0.93545(7) -0.6251(4) 0.88095(11) 0.0374(6) Uani 1 1 d . . . O12A O 0.92278(10) -0.4567(4) 0.79012(12) 0.0557(8) Uani 1 1 d . . . Cl1B Cl 0.94843(3) 0.79211(13) 0.52827(4) 0.0314(2) Uani 1 1 d . . . O14B O 0.91723(8) 0.7810(4) 0.54865(12) 0.0432(7) Uani 1 1 d . . . O13B O 0.98802(8) 0.7302(4) 0.57731(13) 0.0527(8) Uani 1 1 d . . . O12B O 0.93484(10) 0.6838(6) 0.47299(15) 0.0943(14) Uani 1 1 d . . . O11B O 0.95303(11) 0.9860(5) 0.51483(17) 0.0795(11) Uani 1 1 d . . . H5A H 0.5928(8) 0.410(6) 0.8413(5) 0.057(6) Uiso 1 1 d D . . H5C H 0.8557(11) 1.238(4) 0.5526(12) 0.057(6) Uiso 1 1 d D . . O1 O 0.85356(8) 0.0622(4) 0.50440(12) 0.0350(6) Uani 1 1 d D . . H1A H 0.8724(10) -0.020(4) 0.5171(18) 0.057(6) Uiso 1 1 d D . . H1B H 0.8297(7) 0.011(6) 0.4888(18) 0.057(6) Uiso 1 1 d D . . O2 O 0.72868(8) 0.4442(3) 0.55358(12) 0.0306(6) Uani 1 1 d D . . H2A H 0.7400(12) 0.550(3) 0.5567(19) 0.057(6) Uiso 1 1 d D . . H2B H 0.7316(12) 0.387(5) 0.5257(14) 0.057(6) Uiso 1 1 d D . . O3 O 1.0414(4) -0.3528(19) 0.8690(6) 0.059(3) Uani 0.25 1 d PD . . H3A H 1.0369(18) -0.239(6) 0.857(6) 0.057(6) Uiso 0.25 1 d PD . . H3B H 1.024(4) -0.379(15) 0.880(7) 0.057(6) Uiso 0.25 1 d PD . . 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 V1A 0.0197(3) 0.0170(2) 0.0209(3) -0.0011(2) 0.0104(2) -0.0015(3) O1A 0.0299(14) 0.0234(12) 0.0322(13) 0.0011(10) 0.0182(11) -0.0004(11) O2A 0.0239(13) 0.0308(13) 0.0236(12) -0.0096(10) 0.0123(11) -0.0072(10) O3A 0.0321(14) 0.0292(13) 0.0354(14) -0.0088(11) 0.0231(12) -0.0050(11) O4A 0.0178(12) 0.0189(11) 0.0199(12) -0.0011(9) 0.0084(10) -0.0026(9) O5A 0.0278(13) 0.0332(13) 0.0186(11) 0.0021(11) 0.0097(10) -0.0096(12) N1A 0.0229(15) 0.0229(14) 0.0194(13) 0.0026(12) 0.0074(12) -0.0040(12) N2A 0.0236(15) 0.0195(13) 0.0211(14) -0.0014(11) 0.0145(12) -0.0022(11) N3A 0.0213(14) 0.0205(14) 0.0318(15) 0.0060(13) 0.0126(13) 0.0005(13) C6A 0.028(2) 0.0309(19) 0.0276(19) 0.0083(16) 0.0020(16) -0.0043(16) C8A 0.0339(19) 0.0159(15) 0.0226(17) -0.0035(14) 0.0172(15) -0.0083(15) C9A 0.051(3) 0.0245(18) 0.037(2) -0.0076(16) 0.033(2) -0.0123(18) C12A 0.0265(19) 0.0257(18) 0.0229(17) 0.0006(14) 0.0131(15) -0.0040(14) C14A 0.0239(18) 0.0156(15) 0.0230(17) -0.0026(13) 0.0095(15) -0.0043(13) C15A 0.0183(17) 0.0193(16) 0.0247(18) -0.0005(14) 0.0100(15) 0.0042(13) V1B 0.0195(3) 0.0211(3) 0.0158(3) -0.0021(2) 0.0081(2) -0.0034(2) O1B 0.0221(12) 0.0303(14) 0.0187(11) -0.0024(9) 0.0088(10) -0.0035(10) O2B 0.0223(12) 0.0233(12) 0.0222(12) -0.0048(9) 0.0094(10) 0.0000(10) O3B 0.0197(12) 0.0277(12) 0.0229(12) -0.0038(10) 0.0094(10) -0.0021(10) O4B 0.0263(13) 0.0230(12) 0.0197(12) -0.0028(10) 0.0102(10) -0.0070(10) O5B 0.0413(14) 0.0208(11) 0.0202(11) 0.0008(11) 0.0147(10) 0.0010(12) N1B 0.0247(15) 0.0235(16) 0.0186(14) -0.0021(11) 0.0116(12) -0.0072(12) N2B 0.0253(16) 0.0246(16) 0.0176(14) 0.0020(11) 0.0097(12) 0.0004(11) N3B 0.0194(15) 0.0303(15) 0.0204(15) -0.0011(12) 0.0103(12) -0.0039(12) C5B 0.030(2) 0.0221(17) 0.0175(17) 0.0029(14) 0.0098(15) 0.0000(15) C12B 0.0220(19) 0.038(2) 0.0270(19) 0.0025(16) 0.0124(16) 0.0013(16) C14B 0.0285(19) 0.0265(18) 0.0160(16) -0.0028(14) 0.0120(14) -0.0054(15) V1C 0.0182(3) 0.0143(2) 0.0160(3) -0.0002(2) 0.0076(2) -0.0002(2) O1C 0.0210(12) 0.0173(11) 0.0227(12) -0.0013(9) 0.0107(10) -0.0003(9) O2C 0.0249(12) 0.0203(12) 0.0230(12) -0.0022(9) 0.0122(10) 0.0027(10) O3C 0.0226(12) 0.0231(12) 0.0203(11) -0.0047(10) 0.0086(10) -0.0048(10) O4C 0.0190(12) 0.0187(11) 0.0173(11) 0.0004(9) 0.0066(10) -0.0011(9) O5C 0.0338(14) 0.0325(13) 0.0289(13) 0.0016(11) 0.0197(12) -0.0037(11) N1C 0.0181(14) 0.0144(13) 0.0143(13) 0.0016(10) 0.0077(11) 0.0014(11) N2C 0.0171(14) 0.0149(13) 0.0188(14) 0.0002(10) 0.0070(12) -0.0025(11) N3C 0.0209(14) 0.0152(13) 0.0155(12) 0.0043(11) 0.0079(11) 0.0028(11) C5C 0.0230(17) 0.0135(15) 0.0236(17) 0.0015(13) 0.0134(15) -0.0017(13) C7C 0.0196(17) 0.0215(16) 0.0145(15) 0.0003(13) 0.0047(13) 0.0006(14) C8C 0.0221(18) 0.0127(15) 0.0174(16) 0.0077(12) 0.0055(14) 0.0048(13) C13C 0.0203(17) 0.0169(15) 0.0208(16) -0.0005(13) 0.0092(14) 0.0042(13) C14C 0.0203(17) 0.0172(17) 0.0219(16) -0.0016(13) 0.0085(14) -0.0001(13) C15C 0.0187(17) 0.0191(16) 0.0201(16) 0.0068(13) 0.0077(14) 0.0053(13) C11C 0.0265(18) 0.0258(17) 0.038(2) 0.0080(17) 0.0210(16) 0.0074(17) C12C 0.0275(18) 0.0194(18) 0.0253(17) 0.0045(14) 0.0153(15) 0.0048(14) C11B 0.029(2) 0.052(3) 0.031(2) 0.0110(19) 0.0165(17) 0.0094(19) C1B 0.029(2) 0.0255(18) 0.0291(19) 0.0018(15) 0.0135(16) -0.0007(15) C10C 0.0140(17) 0.0301(18) 0.037(2) 0.0103(16) 0.0087(16) 0.0046(14) C9C 0.0235(19) 0.0253(18) 0.0228(18) 0.0016(14) 0.0042(15) -0.0003(15) C13B 0.0318(18) 0.0246(17) 0.0163(15) -0.0039(15) 0.0112(14) -0.0061(16) C7A 0.036(2) 0.0289(19) 0.0162(16) -0.0035(14) 0.0123(15) -0.0080(16) C1C 0.0234(19) 0.0210(17) 0.0183(17) -0.0016(13) 0.0039(14) -0.0033(14) C10B 0.0178(19) 0.079(3) 0.0201(19) -0.002(2) 0.0067(16) 0.005(2) C11A 0.026(2) 0.029(2) 0.048(2) 0.0059(17) 0.0226(18) 0.0011(16) C15B 0.0291(19) 0.0268(18) 0.0195(17) -0.0022(14) 0.0179(15) -0.0006(15) C3B 0.037(2) 0.043(2) 0.043(2) 0.0141(19) 0.027(2) 0.0177(19) C4C 0.0273(19) 0.0184(16) 0.0296(19) 0.0008(14) 0.0183(16) 0.0004(14) C3A 0.023(2) 0.041(2) 0.089(3) 0.024(3) 0.030(2) 0.008(2) C2B 0.0248(19) 0.039(2) 0.044(2) 0.006(2) 0.0180(17) 0.0036(18) C9B 0.024(2) 0.066(3) 0.0237(19) -0.0124(19) 0.0132(16) -0.0103(19) C1A 0.033(2) 0.0243(18) 0.051(2) 0.0125(17) 0.0262(19) 0.0091(16) C8B 0.0228(19) 0.041(2) 0.0178(16) -0.0076(15) 0.0119(15) -0.0094(16) C6C 0.0226(17) 0.0205(16) 0.0183(16) 0.0010(13) 0.0125(14) -0.0003(14) C5A 0.028(2) 0.0171(19) 0.048(2) 0.0153(16) 0.0167(18) 0.0061(14) C7B 0.028(2) 0.038(2) 0.0219(18) -0.0038(15) 0.0122(16) -0.0140(16) C10A 0.044(2) 0.0213(18) 0.060(3) 0.0004(18) 0.042(2) 0.0000(17) C2C 0.0149(17) 0.0244(17) 0.0293(19) 0.0011(15) 0.0028(15) -0.0009(14) C6B 0.042(2) 0.0183(17) 0.0236(18) -0.0006(14) 0.0165(17) -0.0002(15) C2A 0.039(2) 0.035(2) 0.081(3) 0.022(2) 0.040(3) 0.0112(19) C4B 0.043(2) 0.0239(18) 0.031(2) 0.0050(15) 0.0184(18) 0.0084(17) C4A 0.0182(19) 0.035(2) 0.061(3) 0.017(2) 0.0078(19) 0.0005(16) C3C 0.0218(19) 0.0152(16) 0.050(2) 0.0034(16) 0.0158(18) 0.0008(14) C13A 0.0291(19) 0.0230(17) 0.0173(17) -0.0044(13) 0.0089(15) -0.0066(14) Cl1A 0.0352(5) 0.0234(4) 0.0224(4) -0.0005(3) 0.0123(4) 0.0033(4) O15A 0.077(3) 0.072(2) 0.071(2) 0.024(2) -0.0271(19) -0.049(2) O14A 0.200(4) 0.068(2) 0.138(3) 0.061(2) 0.145(3) 0.086(3) O13A 0.0355(14) 0.0323(13) 0.0454(15) 0.0129(13) 0.0209(12) 0.0064(13) O12A 0.078(2) 0.0587(19) 0.0315(16) -0.0121(15) 0.0283(16) -0.0211(17) Cl1B 0.0251(5) 0.0410(5) 0.0232(4) -0.0006(4) 0.0083(4) 0.0031(4) O14B 0.0408(16) 0.0529(17) 0.0450(16) -0.0002(14) 0.0282(14) 0.0051(14) O13B 0.0289(15) 0.058(2) 0.0518(17) 0.0141(15) 0.0058(13) -0.0021(14) O12B 0.050(2) 0.171(4) 0.066(2) -0.074(3) 0.0325(18) -0.041(2) O11B 0.080(3) 0.056(2) 0.110(3) 0.049(2) 0.053(2) 0.0226(19) O1 0.0310(16) 0.0432(16) 0.0296(14) -0.0003(12) 0.0142(13) 0.0073(13) O2 0.0381(15) 0.0252(14) 0.0255(13) -0.0002(11) 0.0136(12) -0.0059(11) O3 0.050(8) 0.073(9) 0.043(7) 0.014(7) 0.014(6) 0.006(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1A O1A 1.602(2) . y V1A O2A 1.855(2) . y V1A O3A 1.862(2) . y V1A N2A 2.134(3) . y V1A N3A 2.141(3) . y V1A N1A 2.207(3) . y V1A O4A 2.248(2) . y O2A O3A 1.411(3) . y O4A C15A 1.250(4) . y O5A C15A 1.281(4) . y O5A H5A 0.834(10) . y N1A C7A 1.493(4) . y N1A C6A 1.500(4) . y N1A C13A 1.505(4) . y N2A C12A 1.336(4) . y N2A C8A 1.354(4) . y N3A C5A 1.339(4) . y N3A C1A 1.346(4) . y C6A C5A 1.494(5) . y C6A H24A 0.9900 . y C6A H24B 0.9900 . y C8A C9A 1.386(5) . y C8A C7A 1.481(4) . y C9A C10A 1.365(5) . y C9A H30A 0.9500 . y C12A C11A 1.370(4) . y C12A H12A 0.9500 . y C14A C15A 1.491(4) . y C14A C13A 1.517(4) . y C14A H14A 0.9900 . y C14A H14B 0.9900 . y V1B O1B 1.597(2) . y V1B O3B 1.864(2) . y V1B O2B 1.871(2) . y V1B N2B 2.125(3) . y V1B N3B 2.136(3) . y V1B O4B 2.182(2) . y V1B N1B 2.204(3) . y O2B O3B 1.431(3) . y O4B C15B 1.260(4) . y O5B C15B 1.269(4) . y N1B C6B 1.487(4) . y N1B C7B 1.491(4) . y N1B C13B 1.503(4) . y N2B C1B 1.349(4) . y N2B C5B 1.366(4) . y N3B C12B 1.339(4) . y N3B C8B 1.349(4) . y C5B C4B 1.375(5) . y C5B C6B 1.480(5) . y C12B C11B 1.389(4) . y C12B H12B 0.9500 . y C14B C15B 1.501(4) . y C14B C13B 1.504(4) . y C14B H14C 0.9900 . y C14B H14D 0.9900 . y V1C O1C 1.591(2) . y V1C O2C 1.874(2) . y V1C O3C 1.884(2) . y V1C N2C 2.131(3) . y V1C N3C 2.139(2) . y V1C N1C 2.185(2) . y V1C O4C 2.201(2) . y O2C O3C 1.431(3) . y O4C C15C 1.217(4) . y O5C C15C 1.310(4) . y O5C H5C 0.849(10) . y N1C C6C 1.487(4) . y N1C C7C 1.497(4) . y N1C C13C 1.505(4) . y N2C C5C 1.344(4) . y N2C C1C 1.344(4) . y N3C C8C 1.342(4) . y N3C C12C 1.344(4) . y C5C C4C 1.368(4) . y C5C C6C 1.503(4) . y C7C C8C 1.491(4) . y C7C H29A 0.9900 . y C7C H29B 0.9900 . y C8C C9C 1.378(4) . y C13C C14C 1.506(4) . y C13C H13A 0.9900 . y C13C H13B 0.9900 . y C14C C15C 1.498(4) . y C14C H14E 0.9900 . y C14C H14F 0.9900 . y C11C C10C 1.371(5) . y C11C C12C 1.381(4) . y C11C H11B 0.9500 . y C12C H12E 0.9500 . y C11B C10B 1.381(5) . y C11B H11C 0.9500 . y C1B C2B 1.376(5) . y C1B H20B 0.9500 . y C10C C9C 1.379(5) . y C10C H10A 0.9500 . y C9C H30C 0.9500 . y C13B H13E 0.9900 . y C13B H13F 0.9900 . y C7A H27A 0.9900 . y C7A H27B 0.9900 . y C1C C2C 1.366(4) . y C1C H20C 0.9500 . y C10B C9B 1.364(5) . y C10B H10B 0.9500 . y C11A C10A 1.383(5) . y C11A H11D 0.9500 . y C3B C4B 1.375(5) . y C3B C2B 1.380(5) . y C3B H22B 0.9500 . y C4C C3C 1.387(4) . y C4C H23C 0.9500 . y C3A C2A 1.366(6) . y C3A C4A 1.373(5) . y C3A H22A 0.9500 . y C2B H21B 0.9500 . y C9B C8B 1.382(5) . y C9B H30B 0.9500 . y C1A C2A 1.383(5) . y C1A H20A 0.9500 . y C8B C7B 1.478(5) . y C6C H26A 0.9900 . y C6C H26B 0.9900 . y C5A C4A 1.387(5) . y C7B H28A 0.9900 . y C7B H28B 0.9900 . y C10A H10C 0.9500 . y C2C C3C 1.375(5) . y C2C H21C 0.9500 . y C6B H25A 0.9900 . y C6B H25B 0.9900 . y C2A H21A 0.9500 . y C4B H23B 0.9500 . y C4A H23A 0.9500 . y C3C H22C 0.9500 . y C13A H13G 0.9900 . y C13A H13H 0.9900 . y Cl1A O14A 1.394(3) . y Cl1A O15A 1.399(3) . y Cl1A O12A 1.408(3) . y Cl1A O13A 1.423(3) . y Cl1B O13B 1.399(3) . y Cl1B O12B 1.400(3) . y Cl1B O11B 1.439(3) . y Cl1B O14B 1.441(3) . y O1 H1A 0.829(10) . y O1 H1B 0.834(10) . y O2 H2A 0.835(10) . y O2 H2B 0.838(10) . y O3 H3A 0.843(10) . y O3 H3B 0.841(10) . y loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1A V1A O2A 104.61(11) . . y O1A V1A O3A 103.18(11) . . y O2A V1A O3A 44.62(9) . . y O1A V1A N2A 92.38(11) . . y O2A V1A N2A 81.03(10) . . y O3A V1A N2A 125.51(10) . . y O1A V1A N3A 93.65(11) . . y O2A V1A N3A 126.00(10) . . y O3A V1A N3A 82.06(10) . . y N2A V1A N3A 149.36(11) . . y O1A V1A N1A 88.23(11) . . y O2A V1A N1A 153.16(10) . . y O3A V1A N1A 155.29(10) . . y N2A V1A N1A 74.89(10) . . y N3A V1A N1A 75.31(10) . . y O1A V1A O4A 170.05(10) . . y O2A V1A O4A 85.18(9) . . y O3A V1A O4A 84.96(9) . . y N2A V1A O4A 87.36(9) . . y N3A V1A O4A 81.69(9) . . y N1A V1A O4A 82.09(9) . . y O3A O2A V1A 67.93(13) . . y O2A O3A V1A 67.45(12) . . y C15A O4A V1A 128.8(2) . . y C15A O5A H5A 116(2) . . y C7A N1A C6A 110.1(2) . . y C7A N1A C13A 106.2(3) . . y C6A N1A C13A 110.7(3) . . y C7A N1A V1A 104.33(18) . . y C6A N1A V1A 106.7(2) . . y C13A N1A V1A 118.44(19) . . y C12A N2A C8A 118.9(3) . . y C12A N2A V1A 125.5(2) . . y C8A N2A V1A 115.4(2) . . y C5A N3A C1A 118.6(3) . . y C5A N3A V1A 117.1(2) . . y C1A N3A V1A 124.3(2) . . y C5A C6A N1A 108.9(3) . . y C5A C6A H24A 109.9 . . y N1A C6A H24A 109.9 . . y C5A C6A H24B 109.9 . . y N1A C6A H24B 109.9 . . y H24A C6A H24B 108.3 . . y N2A C8A C9A 120.9(3) . . y N2A C8A C7A 115.0(3) . . y C9A C8A C7A 124.1(3) . . y C10A C9A C8A 119.3(3) . . y C10A C9A H30A 120.3 . . y C8A C9A H30A 120.3 . . y N2A C12A C11A 122.7(3) . . y N2A C12A H12A 118.7 . . y C11A C12A H12A 118.7 . . y C15A C14A C13A 113.3(3) . . y C15A C14A H14A 108.9 . . y C13A C14A H14A 108.9 . . y C15A C14A H14B 108.9 . . y C13A C14A H14B 108.9 . . y H14A C14A H14B 107.7 . . y O4A C15A O5A 123.6(3) . . y O4A C15A C14A 121.2(3) . . y O5A C15A C14A 115.2(3) . . y O1B V1B O3B 103.62(10) . . y O1B V1B O2B 102.38(10) . . y O3B V1B O2B 45.07(9) . . y O1B V1B N2B 93.35(11) . . y O3B V1B N2B 81.33(10) . . y O2B V1B N2B 126.18(10) . . y O1B V1B N3B 94.83(11) . . y O3B V1B N3B 126.17(10) . . y O2B V1B N3B 81.89(10) . . y N2B V1B N3B 148.03(10) . . y O1B V1B O4B 169.21(10) . . y O3B V1B O4B 86.82(9) . . y O2B V1B O4B 86.86(9) . . y N2B V1B O4B 85.48(9) . . y N3B V1B O4B 80.82(9) . . y O1B V1B N1B 87.29(10) . . y O3B V1B N1B 153.76(10) . . y O2B V1B N1B 156.03(10) . . y N2B V1B N1B 74.18(10) . . y N3B V1B N1B 75.41(10) . . y O4B V1B N1B 82.06(9) . . y O3B O2B V1B 67.20(12) . . y O2B O3B V1B 67.74(12) . . y C15B O4B V1B 129.7(2) . . y C6B N1B C7B 110.8(3) . . y C6B N1B C13B 106.3(2) . . y C7B N1B C13B 110.6(2) . . y C6B N1B V1B 104.44(18) . . y C7B N1B V1B 105.65(19) . . y C13B N1B V1B 118.87(19) . . y C1B N2B C5B 119.0(3) . . y C1B N2B V1B 125.1(2) . . y C5B N2B V1B 115.9(2) . . y C12B N3B C8B 119.0(3) . . y C12B N3B V1B 124.0(2) . . y C8B N3B V1B 116.6(2) . . y N2B C5B C4B 121.3(3) . . y N2B C5B C6B 114.0(3) . . y C4B C5B C6B 124.8(3) . . y N3B C12B C11B 122.2(4) . . y N3B C12B H12B 118.9 . . y C11B C12B H12B 118.9 . . y C15B C14B C13B 114.5(3) . . y C15B C14B H14C 108.6 . . y C13B C14B H14C 108.6 . . y C15B C14B H14D 108.6 . . y C13B C14B H14D 108.6 . . y H14C C14B H14D 107.6 . . y O1C V1C O2C 102.18(10) . . y O1C V1C O3C 103.46(10) . . y O2C V1C O3C 44.77(9) . . y O1C V1C N2C 93.30(10) . . y O2C V1C N2C 126.04(10) . . y O3C V1C N2C 81.47(10) . . y O1C V1C N3C 93.99(10) . . y O2C V1C N3C 81.43(9) . . y O3C V1C N3C 125.56(9) . . y N2C V1C N3C 149.10(10) . . y O1C V1C N1C 88.19(10) . . y O2C V1C N1C 155.61(9) . . y O3C V1C N1C 153.83(9) . . y N2C V1C N1C 74.44(9) . . y N3C V1C N1C 75.82(9) . . y O1C V1C O4C 171.11(9) . . y O2C V1C O4C 84.84(9) . . y O3C V1C O4C 85.36(9) . . y N2C V1C O4C 86.80(9) . . y N3C V1C O4C 81.55(9) . . y N1C V1C O4C 83.27(9) . . y O3C O2C V1C 67.97(12) . . y O2C O3C V1C 67.26(12) . . y C15C O4C V1C 124.70(19) . . y C15C O5C H5C 113(2) . . y C6C N1C C7C 110.1(2) . . y C6C N1C C13C 106.3(2) . . y C7C N1C C13C 110.8(2) . . y C6C N1C V1C 105.11(17) . . y C7C N1C V1C 106.98(17) . . y C13C N1C V1C 117.32(18) . . y C5C N2C C1C 117.9(3) . . y C5C N2C V1C 115.4(2) . . y C1C N2C V1C 126.4(2) . . y C8C N3C C12C 118.2(3) . . y C8C N3C V1C 117.0(2) . . y C12C N3C V1C 124.7(2) . . y N2C C5C C4C 122.4(3) . . y N2C C5C C6C 114.6(3) . . y C4C C5C C6C 123.0(3) . . y C8C C7C N1C 109.4(2) . . y C8C C7C H29A 109.8 . . y N1C C7C H29A 109.8 . . y C8C C7C H29B 109.8 . . y N1C C7C H29B 109.8 . . y H29A C7C H29B 108.2 . . y N3C C8C C9C 122.1(3) . . y N3C C8C C7C 114.6(3) . . y C9C C8C C7C 123.3(3) . . y N1C C13C C14C 115.6(2) . . y N1C C13C H13A 108.4 . . y C14C C13C H13A 108.4 . . y N1C C13C H13B 108.4 . . y C14C C13C H13B 108.4 . . y H13A C13C H13B 107.4 . . y C15C C14C C13C 112.7(3) . . y C15C C14C H14E 109.1 . . y C13C C14C H14E 109.1 . . y C15C C14C H14F 109.1 . . y C13C C14C H14F 109.1 . . y H14E C14C H14F 107.8 . . y O4C C15C O5C 122.2(3) . . y O4C C15C C14C 123.0(3) . . y O5C C15C C14C 114.8(3) . . y C10C C11C C12C 118.5(3) . . y C10C C11C H11B 120.8 . . y C12C C11C H11B 120.8 . . y N3C C12C C11C 122.7(3) . . y N3C C12C H12E 118.7 . . y C11C C12C H12E 118.7 . . y C10B C11B C12B 118.0(4) . . y C10B C11B H11C 121.0 . . y C12B C11B H11C 121.0 . . y N2B C1B C2B 121.6(3) . . y N2B C1B H20B 119.2 . . y C2B C1B H20B 119.2 . . y C11C C10C C9C 119.5(3) . . y C11C C10C H10A 120.2 . . y C9C C10C H10A 120.2 . . y C8C C9C C10C 119.0(3) . . y C8C C9C H30C 120.5 . . y C10C C9C H30C 120.5 . . y N1B C13B C14B 116.2(3) . . y N1B C13B H13E 108.2 . . y C14B C13B H13E 108.2 . . y N1B C13B H13F 108.2 . . y C14B C13B H13F 108.2 . . y H13E C13B H13F 107.4 . . y C8A C7A N1A 108.1(3) . . y C8A C7A H27A 110.1 . . y N1A C7A H27A 110.1 . . y C8A C7A H27B 110.1 . . y N1A C7A H27B 110.1 . . y H27A C7A H27B 108.4 . . y N2C C1C C2C 123.0(3) . . y N2C C1C H20C 118.5 . . y C2C C1C H20C 118.5 . . y C9B C10B C11B 120.1(3) . . y C9B C10B H10B 119.9 . . y C11B C10B H10B 119.9 . . y C12A C11A C10A 118.3(3) . . y C12A C11A H11D 120.8 . . y C10A C11A H11D 120.8 . . y O4B C15B O5B 121.8(3) . . y O4B C15B C14B 119.7(3) . . y O5B C15B C14B 118.5(3) . . y C4B C3B C2B 119.8(3) . . y C4B C3B H22B 120.1 . . y C2B C3B H22B 120.1 . . y C5C C4C C3C 118.9(3) . . y C5C C4C H23C 120.6 . . y C3C C4C H23C 120.6 . . y C2A C3A C4A 120.4(4) . . y C2A C3A H22A 119.8 . . y C4A C3A H22A 119.8 . . y C1B C2B C3B 119.1(4) . . y C1B C2B H21B 120.4 . . y C3B C2B H21B 120.4 . . y C10B C9B C8B 119.3(4) . . y C10B C9B H30B 120.4 . . y C8B C9B H30B 120.4 . . y N3A C1A C2A 122.3(4) . . y N3A C1A H20A 118.8 . . y C2A C1A H20A 118.8 . . y N3B C8B C9B 121.4(3) . . y N3B C8B C7B 114.4(3) . . y C9B C8B C7B 124.2(3) . . y N1C C6C C5C 107.9(2) . . y N1C C6C H26A 110.1 . . y C5C C6C H26A 110.1 . . y N1C C6C H26B 110.1 . . y C5C C6C H26B 110.1 . . y H26A C6C H26B 108.4 . . y N3A C5A C4A 121.9(4) . . y N3A C5A C6A 115.2(3) . . y C4A C5A C6A 122.9(4) . . y C8B C7B N1B 108.7(3) . . y C8B C7B H28A 110.0 . . y N1B C7B H28A 110.0 . . y C8B C7B H28B 110.0 . . y N1B C7B H28B 110.0 . . y H28A C7B H28B 108.3 . . y C9A C10A C11A 119.8(3) . . y C9A C10A H10C 120.1 . . y C11A C10A H10C 120.1 . . y C1C C2C C3C 118.7(3) . . y C1C C2C H21C 120.7 . . y C3C C2C H21C 120.7 . . y C5B C6B N1B 107.7(3) . . y C5B C6B H25A 110.2 . . y N1B C6B H25A 110.2 . . y C5B C6B H25B 110.2 . . y N1B C6B H25B 110.2 . . y H25A C6B H25B 108.5 . . y C3A C2A C1A 118.3(4) . . y C3A C2A H21A 120.9 . . y C1A C2A H21A 120.9 . . y C5B C4B C3B 119.2(3) . . y C5B C4B H23B 120.4 . . y C3B C4B H23B 120.4 . . y C3A C4A C5A 118.5(4) . . y C3A C4A H23A 120.8 . . y C5A C4A H23A 120.8 . . y C2C C3C C4C 119.2(3) . . y C2C C3C H22C 120.4 . . y C4C C3C H22C 120.4 . . y N1A C13A C14A 115.5(3) . . y N1A C13A H13G 108.4 . . y C14A C13A H13G 108.4 . . y N1A C13A H13H 108.4 . . y C14A C13A H13H 108.4 . . y H13G C13A H13H 107.5 . . y O14A Cl1A O15A 110.3(3) . . y O14A Cl1A O12A 108.4(2) . . y O15A Cl1A O12A 108.2(2) . . y O14A Cl1A O13A 109.25(18) . . y O15A Cl1A O13A 109.67(17) . . y O12A Cl1A O13A 110.98(17) . . y O13B Cl1B O12B 111.2(2) . . y O13B Cl1B O11B 107.8(2) . . y O12B Cl1B O11B 109.4(3) . . y O13B Cl1B O14B 109.88(17) . . y O12B Cl1B O14B 109.46(18) . . y O11B Cl1B O14B 109.13(19) . . y H1A O1 H1B 110(4) . . y H2A O2 H2B 105(4) . . y H3A O3 H3B 105.7(13) . . y _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.548 _refine_diff_density_min -0.333 _refine_diff_density_rms 0.064 #============================================================================= #eof #End of Crystallographic Information File #=============================================================================== data_marian2 _database_code_depnum_ccdc_archive 'CCDC 204460' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Potassium (N-(2-hydroxyethyl)iminodiacetato)-peroxo-oxo-vanadium(V) dihydrate ; _chemical_name_common 'K[VO(O2)Hheida] dihydrate' _chemical_melting_point 'not measured' _chemical_formula_moiety ? _chemical_formula_sum 'C6 H13 K N O10 V' _chemical_formula_weight 349.21 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.3868 1.0657 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.0687 2.1097 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pbcn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 24.2665(17) _cell_length_b 6.8788(8) _cell_length_c 14.9452(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2494.7(4) _cell_formula_units_Z 8 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 2621 _cell_measurement_theta_min 3.39 _cell_measurement_theta_max 76.5 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.860 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 10.153 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.0351 _exptl_absorpt_correction_T_max 0.4300 _exptl_absorpt_process_details 'DIFABS (Stuart & Walker, 1983)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf-Nonius CAD4 diffractometer' _diffrn_measurement_method '2\q/\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '120 min' _diffrn_standards_decay_% ? _diffrn_reflns_number 2621 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0136 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.64 _diffrn_reflns_theta_max 76.39 _reflns_number_total 2621 _reflns_number_gt 2445 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Enraf-Nonius CAD4' _computing_cell_refinement 'Enraf-Nonius CAD4' _computing_data_reduction 'CADSHEL (Kopf, 1987)' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0681P)^2^+1.9170P] 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 2621 _refine_ls_number_parameters 190 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0403 _refine_ls_R_factor_gt 0.0373 _refine_ls_wR_factor_ref 0.1049 _refine_ls_wR_factor_gt 0.1026 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.089 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group V1 V 0.125589(15) 0.12069(6) 0.00650(2) 0.01784(14) Uani 1 1 d . . . O6 O 0.20168(6) 0.0218(2) -0.02917(10) 0.0214(3) Uani 1 1 d . . . O5 O 0.04470(6) 0.1640(2) -0.01857(11) 0.0221(3) Uani 1 1 d . . . O3 O 0.09751(7) 0.1113(2) 0.12332(10) 0.0245(3) Uani 1 1 d . . . O2 O 0.15443(6) 0.0526(2) 0.11898(10) 0.0243(3) Uani 1 1 d . . . O1 O 0.14142(8) 0.3442(3) -0.00762(10) 0.0239(4) Uani 1 1 d . . . O8 O -0.01834(6) 0.2482(3) -0.11920(11) 0.0275(4) Uani 1 1 d . . . O7 O 0.26691(6) 0.0715(3) -0.13234(11) 0.0264(4) Uani 1 1 d . . . N1 N 0.11969(7) 0.0648(3) -0.13569(12) 0.0183(4) Uani 1 1 d . . . O4 O 0.09679(7) -0.1893(3) -0.00047(10) 0.0212(3) Uani 1 1 d D . . C6 C 0.17302(9) 0.1320(3) -0.17281(14) 0.0213(4) Uani 1 1 d . . . H6A H 0.1729 0.2753 -0.1792 0.030(3) Uiso 1 1 calc R . . H6B H 0.1792 0.0739 -0.2326 0.030(3) Uiso 1 1 calc R . . C5 C 0.21833(9) 0.0701(3) -0.10920(14) 0.0209(4) Uani 1 1 d . . . C4 C 0.02901(9) 0.1977(3) -0.09870(15) 0.0212(4) Uani 1 1 d . . . C3 C 0.07227(9) 0.1764(3) -0.17075(14) 0.0215(4) Uani 1 1 d . . . H3A H 0.0563 0.1082 -0.2230 0.030(3) Uiso 1 1 calc R . . H3B H 0.0847 0.3065 -0.1905 0.030(3) Uiso 1 1 calc R . . C2 C 0.11384(9) -0.1488(3) -0.15363(15) 0.0215(4) Uani 1 1 d . . . H2A H 0.1504 -0.2120 -0.1498 0.030(3) Uiso 1 1 calc R . . H2B H 0.0993 -0.1688 -0.2149 0.030(3) Uiso 1 1 calc R . . C1 C 0.07521(9) -0.2403(3) -0.08657(14) 0.0227(4) Uani 1 1 d . . . H1A H 0.0374 -0.1891 -0.0940 0.030(3) Uiso 1 1 calc R . . H1B H 0.0744 -0.3833 -0.0940 0.030(3) Uiso 1 1 calc R . . O10 O 0.22788(7) 0.3405(3) 0.17746(11) 0.0272(4) Uani 1 1 d D . . O9 O -0.10493(8) 0.4887(3) -0.18161(12) 0.0329(4) Uani 1 1 d D . . K1 K 0.196211(19) 0.65504(7) 0.06826(3) 0.02433(15) Uani 1 1 d . . . H4 H 0.0713(11) -0.205(5) 0.0381(18) 0.045(9) Uiso 1 1 d D . . H9A H -0.0763(10) 0.427(4) -0.167(2) 0.060(6) Uiso 1 1 d D . . H9B H -0.1028(15) 0.598(3) -0.156(3) 0.060(6) Uiso 1 1 d D . . H10A H 0.2022(12) 0.260(5) 0.168(2) 0.060(6) Uiso 1 1 d D . . H10B H 0.2232(14) 0.378(5) 0.2310(11) 0.060(6) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V1 0.0193(2) 0.0184(2) 0.0158(2) -0.00061(13) -0.00049(12) -0.00052(13) O6 0.0197(7) 0.0251(8) 0.0195(7) 0.0014(6) -0.0007(5) 0.0005(6) O5 0.0205(7) 0.0258(8) 0.0200(7) 0.0012(6) 0.0004(6) 0.0018(6) O3 0.0241(8) 0.0304(8) 0.0188(7) -0.0005(6) 0.0017(6) 0.0012(6) O2 0.0247(7) 0.0294(8) 0.0189(7) 0.0007(6) -0.0019(6) 0.0014(6) O1 0.0287(9) 0.0212(8) 0.0217(8) -0.0008(6) 0.0000(6) -0.0026(7) O8 0.0206(7) 0.0341(9) 0.0279(8) 0.0063(7) 0.0004(6) 0.0042(6) O7 0.0196(7) 0.0308(8) 0.0288(8) 0.0026(7) 0.0019(6) -0.0004(6) N1 0.0180(8) 0.0205(9) 0.0164(8) 0.0002(7) -0.0009(6) 0.0000(6) O4 0.0224(8) 0.0219(8) 0.0192(8) 0.0006(6) 0.0008(5) -0.0004(6) C6 0.0185(10) 0.0273(11) 0.0180(10) 0.0002(8) 0.0032(8) -0.0013(8) C5 0.0213(10) 0.0208(10) 0.0204(10) -0.0024(8) 0.0009(8) -0.0008(8) C4 0.0212(10) 0.0194(9) 0.0230(10) 0.0022(8) 0.0002(8) -0.0009(8) C3 0.0201(10) 0.0264(10) 0.0179(10) 0.0032(8) -0.0020(8) 0.0003(8) C2 0.0245(10) 0.0200(10) 0.0200(10) -0.0032(8) 0.0013(8) -0.0003(8) C1 0.0258(10) 0.0198(10) 0.0225(10) -0.0018(8) -0.0011(8) -0.0028(8) O10 0.0248(8) 0.0312(8) 0.0256(8) -0.0025(7) -0.0006(6) -0.0028(6) O9 0.0375(10) 0.0296(9) 0.0315(9) -0.0049(7) -0.0052(7) 0.0097(8) K1 0.0240(3) 0.0216(2) 0.0275(3) 0.00003(17) -0.00321(17) -0.00012(17) _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 V1 O1 1.5990(17) . ? V1 O3 1.8753(16) . ? V1 O2 1.8802(15) . ? V1 O5 2.0204(16) . ? V1 O6 2.0386(15) . ? V1 N1 2.1644(18) . ? V1 O4 2.2461(18) . ? V1 K1 3.7482(7) 1_545 ? O6 C5 1.305(3) . ? O6 K1 2.9162(17) 1_545 ? O6 K1 3.0166(15) 8_655 ? O5 C4 1.278(3) . ? O3 O2 1.441(2) . ? O2 K1 3.0134(17) 1_545 ? O8 C4 1.239(3) . ? O7 C5 1.229(3) . ? O7 K1 3.1811(17) 8_655 ? N1 C3 1.479(3) . ? N1 C6 1.482(3) . ? N1 C2 1.500(3) . ? O4 C1 1.433(2) . ? O4 K1 2.8325(17) 1_545 ? O4 H4 0.852(10) . ? C6 C5 1.515(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C5 K1 3.417(2) 8_655 ? C4 C3 1.511(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C2 C1 1.510(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? O10 K1 2.7720(18) 8_655 ? O10 H10A 0.849(10) . ? O10 H10B 0.849(10) . ? O9 K1 2.959(2) 5_565 ? O9 H9A 0.843(10) . ? O9 H9B 0.842(10) . ? K1 O10 2.7720(18) 8_665 ? K1 O4 2.8325(17) 1_565 ? K1 O6 2.9162(17) 1_565 ? K1 O9 2.959(2) 5_565 ? K1 O2 3.0134(17) 1_565 ? K1 O6 3.0166(15) 8_665 ? K1 O7 3.1811(17) 8_665 ? K1 C5 3.417(2) 8_665 ? K1 V1 3.7482(7) 1_565 ? K1 K1 4.3179(7) 8_665 ? K1 K1 4.3179(7) 8_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 V1 O3 104.08(8) . . ? O1 V1 O2 105.55(8) . . ? O3 V1 O2 45.11(7) . . ? O1 V1 O5 93.84(8) . . ? O3 V1 O5 79.90(7) . . ? O2 V1 O5 124.34(7) . . ? O1 V1 O6 93.94(8) . . ? O3 V1 O6 124.13(7) . . ? O2 V1 O6 79.26(6) . . ? O5 V1 O6 151.72(7) . . ? O1 V1 N1 93.29(8) . . ? O3 V1 N1 152.12(7) . . ? O2 V1 N1 149.11(7) . . ? O5 V1 N1 77.29(7) . . ? O6 V1 N1 75.16(6) . . ? O1 V1 O4 168.97(7) . . ? O3 V1 O4 84.11(6) . . ? O2 V1 O4 85.46(6) . . ? O5 V1 O4 80.17(6) . . ? O6 V1 O4 87.31(6) . . ? N1 V1 O4 76.42(6) . . ? O1 V1 K1 138.11(7) . 1_545 ? O3 V1 K1 84.69(5) . 1_545 ? O2 V1 K1 52.89(5) . 1_545 ? O5 V1 K1 128.03(5) . 1_545 ? O6 V1 K1 50.60(5) . 1_545 ? N1 V1 K1 96.90(5) . 1_545 ? O4 V1 K1 48.89(4) . 1_545 ? C5 O6 V1 115.80(13) . . ? C5 O6 K1 133.76(14) . 1_545 ? V1 O6 K1 96.71(6) . 1_545 ? C5 O6 K1 96.36(12) . 8_655 ? V1 O6 K1 121.09(7) . 8_655 ? K1 O6 K1 93.39(4) 1_545 8_655 ? C4 O5 V1 119.34(14) . . ? O2 O3 V1 67.62(8) . . ? O3 O2 V1 67.27(8) . . ? O3 O2 K1 126.04(11) . 1_545 ? V1 O2 K1 97.26(6) . 1_545 ? C5 O7 K1 90.35(13) . 8_655 ? C3 N1 C6 112.63(17) . . ? C3 N1 C2 111.80(17) . . ? C6 N1 C2 108.74(17) . . ? C3 N1 V1 107.88(13) . . ? C6 N1 V1 104.73(12) . . ? C2 N1 V1 110.84(13) . . ? C1 O4 V1 112.84(12) . . ? C1 O4 K1 122.96(13) . 1_545 ? V1 O4 K1 94.42(6) . 1_545 ? C1 O4 H4 108(2) . . ? V1 O4 H4 109(3) . . ? K1 O4 H4 109(2) 1_545 . ? N1 C6 C5 108.13(17) . . ? N1 C6 H6A 110.1 . . ? C5 C6 H6A 110.1 . . ? N1 C6 H6B 110.1 . . ? C5 C6 H6B 110.1 . . ? H6A C6 H6B 108.4 . . ? O7 C5 O6 123.8(2) . . ? O7 C5 C6 121.2(2) . . ? O6 C5 C6 114.95(18) . . ? O7 C5 K1 68.58(12) . 8_655 ? O6 C5 K1 61.33(10) . 8_655 ? C6 C5 K1 151.60(14) . 8_655 ? O8 C4 O5 124.0(2) . . ? O8 C4 C3 119.69(19) . . ? O5 C4 C3 116.32(19) . . ? N1 C3 C4 109.78(17) . . ? N1 C3 H3A 109.7 . . ? C4 C3 H3A 109.7 . . ? N1 C3 H3B 109.7 . . ? C4 C3 H3B 109.7 . . ? H3A C3 H3B 108.2 . . ? N1 C2 C1 110.39(18) . . ? N1 C2 H2A 109.6 . . ? C1 C2 H2A 109.6 . . ? N1 C2 H2B 109.6 . . ? C1 C2 H2B 109.6 . . ? H2A C2 H2B 108.1 . . ? O4 C1 C2 105.49(17) . . ? O4 C1 H1A 110.6 . . ? C2 C1 H1A 110.6 . . ? O4 C1 H1B 110.6 . . ? C2 C1 H1B 110.6 . . ? H1A C1 H1B 108.8 . . ? K1 O10 H10A 95(2) 8_655 . ? K1 O10 H10B 142(3) 8_655 . ? H10A O10 H10B 105.4(13) . . ? K1 O9 H9A 108(3) 5_565 . ? K1 O9 H9B 95(3) 5_565 . ? H9A O9 H9B 106.5(13) . . ? O10 K1 O4 127.26(5) 8_665 1_565 ? O10 K1 O6 82.27(5) 8_665 1_565 ? O4 K1 O6 62.00(4) 1_565 1_565 ? O10 K1 O9 108.31(5) 8_665 5_565 ? O4 K1 O9 72.32(5) 1_565 5_565 ? O6 K1 O9 127.52(5) 1_565 5_565 ? O10 K1 O2 69.99(5) 8_665 1_565 ? O4 K1 O2 57.42(4) 1_565 1_565 ? O6 K1 O2 49.89(4) 1_565 1_565 ? O9 K1 O2 84.68(5) 5_565 1_565 ? O10 K1 O6 83.00(5) 8_665 8_665 ? O4 K1 O6 129.75(4) 1_565 8_665 ? O6 K1 O6 89.10(4) 1_565 8_665 ? O9 K1 O6 142.17(5) 5_565 8_665 ? O2 K1 O6 132.33(5) 1_565 8_665 ? O10 K1 O7 116.81(5) 8_665 8_665 ? O4 K1 O7 88.06(4) 1_565 8_665 ? O6 K1 O7 70.91(5) 1_565 8_665 ? O9 K1 O7 133.62(5) 5_565 8_665 ? O2 K1 O7 119.71(4) 1_565 8_665 ? O6 K1 O7 42.19(4) 8_665 8_665 ? O10 K1 C5 97.61(5) 8_665 8_665 ? O4 K1 C5 107.46(5) 1_565 8_665 ? O6 K1 C5 74.50(5) 1_565 8_665 ? O9 K1 C5 147.31(5) 5_565 8_665 ? O2 K1 C5 123.69(5) 1_565 8_665 ? O6 K1 C5 22.31(5) 8_665 8_665 ? O7 K1 C5 21.07(5) 8_665 8_665 ? O10 K1 V1 93.18(4) 8_665 1_565 ? O4 K1 V1 36.69(4) 1_565 1_565 ? O6 K1 V1 32.70(3) 1_565 1_565 ? O9 K1 V1 94.83(4) 5_565 1_565 ? O2 K1 V1 29.84(3) 1_565 1_565 ? O6 K1 V1 121.08(3) 8_665 1_565 ? O7 K1 V1 92.92(3) 8_665 1_565 ? C5 K1 V1 103.44(4) 8_665 1_565 ? O10 K1 K1 39.79(4) 8_665 8_665 ? O4 K1 K1 102.34(4) 1_565 8_665 ? O6 K1 K1 44.22(3) 1_565 8_665 ? O9 K1 K1 135.95(4) 5_565 8_665 ? O2 K1 K1 58.71(3) 1_565 8_665 ? O6 K1 K1 75.25(3) 8_665 8_665 ? O7 K1 K1 88.50(3) 8_665 8_665 ? C5 K1 K1 76.66(4) 8_665 8_665 ? V1 K1 K1 66.154(10) 1_565 8_665 ? O10 K1 K1 87.99(4) 8_665 8_655 ? O4 K1 K1 144.70(4) 1_565 8_655 ? O6 K1 K1 131.43(3) 1_565 8_655 ? O9 K1 K1 100.75(4) 5_565 8_655 ? O2 K1 K1 157.86(3) 1_565 8_655 ? O6 K1 K1 42.39(3) 8_665 8_655 ? O7 K1 K1 71.70(3) 8_665 8_655 ? C5 K1 K1 59.79(4) 8_665 8_655 ? V1 K1 K1 163.163(13) 1_565 8_655 ? K1 K1 K1 105.60(2) 8_665 8_655 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 76.39 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.434 _refine_diff_density_min -0.403 _refine_diff_density_rms 0.099 #============================================================================= #eof #End of Crystallographic Information File # #========================================================================== data_m6arian _database_code_depnum_ccdc_archive 'CCDC 207056' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Tetrabutylammonium Bis(3-hydroxypicolinato)-oxo-monoperoxovanadate(V) ; _chemical_name_common ? _chemical_melting_point 'not measured' _chemical_formula_moiety ? _chemical_formula_sum 'C28 H44 N3 O9.25 V' _chemical_formula_weight 621.60 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' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.553(3) _cell_length_b 17.634(4) _cell_length_c 14.037(4) _cell_angle_alpha 90.00 _cell_angle_beta 93.500(5) _cell_angle_gamma 90.00 _cell_volume 3101.4(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.54 _cell_measurement_theta_max 27.00 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.331 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1320 _exptl_absorpt_coefficient_mu 0.375 _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 293(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31067 _diffrn_reflns_av_R_equivalents 0.0568 _diffrn_reflns_av_sigmaI/netI 0.0675 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5464 _reflns_number_gt 3168 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0846P)^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 5464 _refine_ls_number_parameters 407 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0991 _refine_ls_R_factor_gt 0.0590 _refine_ls_wR_factor_ref 0.1588 _refine_ls_wR_factor_gt 0.1443 _refine_ls_goodness_of_fit_ref 0.907 _refine_ls_restrained_S_all 0.932 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.001 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 V1 V 0.54450(5) 0.44428(3) 0.22006(4) 0.0492(2) Uani 1 1 d . . . O1 O 0.4551(4) 0.4142(2) 0.1497(3) 0.0589(13) Uani 0.764(11) 1 d P . . O2 O 0.5592(2) 0.36616(16) 0.3099(2) 0.0880(10) Uani 1 1 d . . . O3 O 0.6265(3) 0.35748(16) 0.2391(2) 0.0824(9) Uani 1 1 d . . . O4 O 0.6772(2) 0.49974(14) 0.29964(17) 0.0590(7) Uani 1 1 d . . . O5 O 0.8540(2) 0.51380(19) 0.2988(2) 0.0810(9) Uani 1 1 d . . . O6 O 0.9417(2) 0.5045(2) 0.1386(2) 0.0753(9) Uani 1 1 d D . . O7 O 0.5137(2) 0.55734(14) 0.18279(17) 0.0555(7) Uani 1 1 d . . . O8 O 0.4293(3) 0.66321(17) 0.2188(2) 0.0845(10) Uani 1 1 d . . . O9 O 0.3400(3) 0.6695(2) 0.3786(3) 0.0984(11) Uani 1 1 d D . . N1 N 0.6604(2) 0.46121(15) 0.1175(2) 0.0427(7) Uani 1 1 d . . . N2 N 0.4496(2) 0.48511(17) 0.3307(2) 0.0473(7) Uani 1 1 d . . . C1 C 0.6464(3) 0.4488(2) 0.0246(3) 0.0531(10) Uani 1 1 d . . . H1A H 0.5792 0.4354 -0.0016 0.064 Uiso 1 1 calc R . . C2 C 0.7308(3) 0.4556(2) -0.0340(3) 0.0632(11) Uani 1 1 d . . . H2A H 0.7192 0.4481 -0.0994 0.076 Uiso 1 1 calc R . . C3 C 0.8308(3) 0.4732(2) 0.0032(3) 0.0610(11) Uani 1 1 d . . . H3A H 0.8880 0.4762 -0.0358 0.073 Uiso 1 1 calc R . . C4 C 0.8450(3) 0.4863(2) 0.0997(3) 0.0515(10) Uani 1 1 d . . . C5 C 0.7574(3) 0.4810(2) 0.1557(2) 0.0446(9) Uani 1 1 d . . . C6 C 0.7644(3) 0.4990(2) 0.2591(3) 0.0540(10) Uani 1 1 d . . . C7 C 0.4189(3) 0.4470(2) 0.4068(3) 0.0602(11) Uani 1 1 d . . . H7A H 0.4352 0.3957 0.4128 0.072 Uiso 1 1 calc R . . C8 C 0.3637(3) 0.4818(3) 0.4766(3) 0.0665(12) Uani 1 1 d . . . H8A H 0.3439 0.4541 0.5290 0.080 Uiso 1 1 calc R . . C9 C 0.3381(3) 0.5565(3) 0.4690(3) 0.0696(12) Uani 1 1 d . . . H9A H 0.3024 0.5806 0.5166 0.084 Uiso 1 1 calc R . . C10 C 0.3659(3) 0.5958(3) 0.3895(3) 0.0616(11) Uani 1 1 d . . . C11 C 0.4219(3) 0.5584(2) 0.3215(2) 0.0477(9) Uani 1 1 d . . . C12 C 0.4575(3) 0.5965(2) 0.2349(3) 0.0522(10) Uani 1 1 d . . . N3 N 0.0231(3) 0.30305(17) 0.5247(2) 0.0602(9) Uani 1 1 d . . . C111 C 0.0401(3) 0.3663(2) 0.4540(3) 0.0695(12) Uani 1 1 d . . . H11D H -0.0289 0.3873 0.4334 0.083 Uiso 1 1 calc R . . H11E H 0.0809 0.4063 0.4867 0.083 Uiso 1 1 calc R . . C112 C 0.0971(4) 0.3432(3) 0.3665(3) 0.0938(16) Uani 1 1 d . . . H11F H 0.1649 0.3200 0.3864 0.113 Uiso 1 1 calc R . . H11G H 0.0545 0.3057 0.3308 0.113 Uiso 1 1 calc R . . C113 C 0.1162(5) 0.4085(3) 0.3041(4) 0.1122(19) Uani 1 1 d . . . H11H H 0.1586 0.4457 0.3405 0.135 Uiso 1 1 calc R . . H11I H 0.0481 0.4318 0.2854 0.135 Uiso 1 1 calc R . . C114 C 0.1717(5) 0.3893(4) 0.2162(4) 0.134(2) Uani 1 1 d . . . H11A H 0.1917 0.4352 0.1850 0.201 Uiso 1 1 calc R . . H11B H 0.1247 0.3604 0.1737 0.201 Uiso 1 1 calc R . . H11C H 0.2345 0.3601 0.2332 0.201 Uiso 1 1 calc R . . C121 C 0.1287(3) 0.2656(2) 0.5573(3) 0.0762(14) Uani 1 1 d D A . H12D H 0.1141 0.2250 0.6012 0.091 Uiso 1 1 calc R . . H12E H 0.1590 0.2428 0.5021 0.091 Uiso 1 1 calc R . . C122 C 0.2106(4) 0.3171(3) 0.6048(5) 0.114(2) Uani 1 1 d D . . H12F H 0.1942 0.3222 0.6712 0.137 Uiso 0.615(11) 1 calc PR A 1 H12G H 0.2019 0.3668 0.5758 0.137 Uiso 0.615(11) 1 calc PR A 1 H12H H 0.1762 0.3533 0.6449 0.137 Uiso 0.385(11) 1 calc PR A 2 H12I H 0.2472 0.3450 0.5570 0.137 Uiso 0.385(11) 1 calc PR A 2 C123 C 0.3269(5) 0.2953(5) 0.6026(7) 0.132(5) Uani 0.615(11) 1 d PD A 1 H12A H 0.3486 0.2988 0.5376 0.159 Uiso 0.615(11) 1 calc PR A 1 H12B H 0.3699 0.3307 0.6414 0.159 Uiso 0.615(11) 1 calc PR A 1 C124 C 0.3467(8) 0.2166(5) 0.6390(8) 0.140(5) Uani 0.615(11) 1 d PD A 1 H12C H 0.4129 0.1982 0.6169 0.209 Uiso 0.615(11) 1 calc PR A 1 H12J H 0.2895 0.1841 0.6158 0.209 Uiso 0.615(11) 1 calc PR A 1 H12K H 0.3505 0.2169 0.7075 0.209 Uiso 0.615(11) 1 calc PR A 1 C125 C 0.2912(8) 0.2690(10) 0.6658(10) 0.236(16) Uiso 0.385(11) 1 d PD A 2 H12L H 0.2992 0.2900 0.7297 0.284 Uiso 0.385(11) 1 calc PR A 2 H12M H 0.2642 0.2177 0.6705 0.284 Uiso 0.385(11) 1 calc PR A 2 C126 C 0.3989(9) 0.2673(11) 0.6225(12) 0.129(7) Uiso 0.385(11) 1 d PD A 2 H12N H 0.4497 0.2418 0.6653 0.193 Uiso 0.385(11) 1 calc PR A 2 H12O H 0.4226 0.3183 0.6123 0.193 Uiso 0.385(11) 1 calc PR A 2 H12P H 0.3928 0.2409 0.5627 0.193 Uiso 0.385(11) 1 calc PR A 2 C131 C -0.0266(3) 0.3398(2) 0.6088(3) 0.0614(11) Uani 1 1 d . . . H13D H 0.0234 0.3769 0.6363 0.074 Uiso 1 1 calc R . . H13E H -0.0898 0.3672 0.5850 0.074 Uiso 1 1 calc R . . C132 C -0.0576(4) 0.2886(2) 0.6865(3) 0.0710(12) Uani 1 1 d . . . H13F H 0.0038 0.2590 0.7095 0.085 Uiso 1 1 calc R . . H13G H -0.1123 0.2537 0.6617 0.085 Uiso 1 1 calc R . . C133 C -0.0994(4) 0.3336(3) 0.7683(3) 0.0808(13) Uani 1 1 d . . . H13H H -0.0439 0.3677 0.7933 0.097 Uiso 1 1 calc R . . H13I H -0.1593 0.3642 0.7443 0.097 Uiso 1 1 calc R . . C134 C -0.1341(5) 0.2846(3) 0.8478(4) 0.1086(19) Uani 1 1 d . . . H13A H -0.1721 0.3149 0.8914 0.163 Uiso 1 1 calc R . . H13B H -0.0726 0.2625 0.8809 0.163 Uiso 1 1 calc R . . H13C H -0.1800 0.2451 0.8220 0.163 Uiso 1 1 calc R . . C141 C -0.0485(4) 0.2410(2) 0.4812(3) 0.0729(13) Uani 1 1 d . . . H14D H -0.0145 0.2204 0.4266 0.087 Uiso 1 1 calc R . . H14E H -0.0520 0.2005 0.5277 0.087 Uiso 1 1 calc R . . C142 C -0.1595(4) 0.2625(3) 0.4495(4) 0.0967(16) Uani 1 1 d D B . H14F H -0.1598 0.2957 0.3944 0.116 Uiso 1 1 calc R . . H14G H -0.1937 0.2885 0.5003 0.116 Uiso 1 1 calc R . . C143 C -0.2180(5) 0.1883(4) 0.4239(5) 0.144(3) Uani 1 1 d D . . H14H H -0.1912 0.1679 0.3658 0.173 Uiso 0.758(16) 1 calc PR B 1 H14I H -0.2030 0.1516 0.4744 0.173 Uiso 0.758(16) 1 calc PR B 1 H14J H -0.2438 0.1898 0.3574 0.173 Uiso 0.242(16) 1 calc PR B 2 H14K H -0.1683 0.1463 0.4319 0.173 Uiso 0.242(16) 1 calc PR B 2 C144 C -0.3350(5) 0.1991(5) 0.4100(8) 0.124(4) Uani 0.758(16) 1 d PD B 1 H14L H -0.3502 0.2361 0.3608 0.186 Uiso 0.758(16) 1 calc PR B 1 H14M H -0.3625 0.2164 0.4685 0.186 Uiso 0.758(16) 1 calc PR B 1 H14N H -0.3682 0.1518 0.3916 0.186 Uiso 0.758(16) 1 calc PR B 1 C145 C -0.3109(17) 0.1751(11) 0.4854(18) 0.095(10) Uiso 0.242(16) 1 d PD B 2 H14O H -0.3574 0.2184 0.4815 0.143 Uiso 0.242(16) 1 calc PR B 2 H14P H -0.2848 0.1677 0.5504 0.143 Uiso 0.242(16) 1 calc PR B 2 H14Q H -0.3497 0.1309 0.4633 0.143 Uiso 0.242(16) 1 calc PR B 2 H1 H 0.935(3) 0.509(2) 0.1958(10) 0.077(17) Uiso 1 1 d D . . H2 H 0.353(6) 0.679(4) 0.323(2) 0.20(4) Uiso 1 1 d D . . O03 O 0.4660(11) 0.4177(7) 0.0969(11) 0.060(5) Uiso 0.236(11) 1 d P . . O04 O 0.4004(13) 0.4241(8) 0.1667(11) 0.066(6) Uiso 0.236(11) 1 d P . . 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 V1 0.0520(4) 0.0452(4) 0.0520(4) -0.0049(3) 0.0153(3) -0.0041(3) O1 0.056(3) 0.072(3) 0.050(3) -0.011(2) 0.012(2) -0.016(2) O2 0.100(2) 0.066(2) 0.102(3) 0.0087(18) 0.031(2) 0.0072(18) O3 0.125(3) 0.065(2) 0.0597(19) 0.0018(15) 0.0263(18) 0.0015(18) O4 0.0621(18) 0.0679(19) 0.0486(16) -0.0080(13) 0.0162(13) -0.0031(14) O5 0.0586(19) 0.120(3) 0.0637(19) -0.0225(18) -0.0025(15) -0.0126(18) O6 0.0444(18) 0.111(3) 0.071(2) -0.004(2) 0.0102(16) -0.0053(16) O7 0.0666(17) 0.0544(16) 0.0477(15) -0.0010(13) 0.0197(13) -0.0020(14) O8 0.127(3) 0.061(2) 0.068(2) 0.0097(16) 0.0259(18) 0.0241(19) O9 0.130(3) 0.089(3) 0.080(3) -0.004(2) 0.035(2) 0.044(2) N1 0.0452(18) 0.0429(18) 0.0405(17) -0.0037(13) 0.0069(13) -0.0019(14) N2 0.0488(18) 0.051(2) 0.0429(18) 0.0009(15) 0.0078(14) -0.0063(15) C1 0.054(2) 0.059(2) 0.046(2) -0.0017(19) 0.0042(18) -0.0022(19) C2 0.076(3) 0.072(3) 0.042(2) 0.000(2) 0.009(2) 0.001(2) C3 0.060(3) 0.070(3) 0.055(3) 0.005(2) 0.021(2) 0.002(2) C4 0.045(2) 0.057(3) 0.053(3) 0.0030(19) 0.0088(19) -0.0004(19) C5 0.047(2) 0.044(2) 0.044(2) -0.0016(17) 0.0077(17) 0.0034(17) C6 0.058(3) 0.052(2) 0.052(2) -0.0071(19) 0.008(2) -0.003(2) C7 0.065(3) 0.062(3) 0.054(2) 0.004(2) 0.008(2) -0.015(2) C8 0.062(3) 0.097(4) 0.042(2) 0.001(2) 0.016(2) -0.020(3) C9 0.062(3) 0.094(4) 0.054(3) -0.012(3) 0.017(2) 0.007(3) C10 0.065(3) 0.068(3) 0.052(3) -0.002(2) 0.010(2) 0.014(2) C11 0.047(2) 0.055(2) 0.041(2) -0.0046(19) 0.0059(17) 0.0046(19) C12 0.060(3) 0.049(2) 0.047(2) 0.000(2) 0.0043(19) 0.004(2) N3 0.068(2) 0.0443(19) 0.070(2) 0.0009(17) 0.0251(18) 0.0051(17) C111 0.078(3) 0.048(3) 0.084(3) 0.017(2) 0.014(2) 0.000(2) C112 0.111(4) 0.080(3) 0.095(4) 0.026(3) 0.049(3) 0.008(3) C113 0.118(4) 0.124(5) 0.095(4) 0.057(4) 0.006(3) -0.002(4) C114 0.128(5) 0.177(7) 0.101(5) 0.068(5) 0.035(4) -0.006(5) C121 0.082(3) 0.064(3) 0.087(3) 0.022(3) 0.038(3) 0.029(3) C122 0.057(3) 0.123(5) 0.163(6) 0.049(4) 0.003(3) 0.004(3) C123 0.097(8) 0.185(13) 0.116(9) -0.025(8) 0.017(7) 0.040(8) C124 0.183(12) 0.080(7) 0.165(11) -0.019(7) 0.091(9) -0.035(8) C131 0.063(3) 0.053(2) 0.070(3) -0.011(2) 0.016(2) 0.006(2) C132 0.081(3) 0.063(3) 0.072(3) -0.004(2) 0.033(2) 0.004(2) C133 0.090(3) 0.077(3) 0.077(3) -0.014(3) 0.021(3) 0.004(3) C134 0.138(5) 0.105(4) 0.089(4) -0.011(3) 0.060(4) 0.010(4) C141 0.085(3) 0.053(3) 0.084(3) -0.017(2) 0.037(3) -0.011(2) C142 0.087(4) 0.095(4) 0.110(4) -0.044(3) 0.024(3) -0.016(3) C143 0.112(5) 0.134(6) 0.186(7) -0.084(5) -0.003(5) -0.025(4) C144 0.136(8) 0.096(6) 0.134(10) -0.035(6) -0.040(6) 0.005(5) _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 V1 O1 1.543(5) . ? V1 O3 1.855(3) . ? V1 O2 1.869(3) . ? V1 O04 1.947(15) . ? V1 O03 1.993(14) . ? V1 O7 2.091(3) . ? V1 N1 2.129(3) . ? V1 N2 2.139(3) . ? V1 O4 2.180(3) . ? O1 O04 0.760(14) . ? O1 O03 0.765(13) . ? O2 O3 1.352(4) . ? O4 C6 1.264(4) . ? O5 C6 1.251(4) . ? O6 C4 1.339(4) . ? O6 H1 0.816(10) . ? O7 C12 1.255(4) . ? O8 C12 1.245(4) . ? O9 C10 1.346(5) . ? O9 H2 0.822(11) . ? N1 C1 1.324(4) . ? N1 C5 1.346(4) . ? N2 C7 1.340(4) . ? N2 C11 1.342(4) . ? C1 C2 1.385(5) . ? C1 H1A 0.9300 . ? C2 C3 1.366(5) . ? C2 H2A 0.9300 . ? C3 C4 1.375(5) . ? C3 H3A 0.9300 . ? C4 C5 1.393(5) . ? C5 C6 1.483(5) . ? C7 C8 1.378(5) . ? C7 H7A 0.9300 . ? C8 C9 1.358(6) . ? C8 H8A 0.9300 . ? C9 C10 1.378(6) . ? C9 H9A 0.9300 . ? C10 C11 1.386(5) . ? C11 C12 1.482(5) . ? N3 C131 1.515(4) . ? N3 C111 1.517(5) . ? N3 C141 1.521(5) . ? N3 C121 1.526(5) . ? C111 C112 1.516(6) . ? C111 H11D 0.9700 . ? C111 H11E 0.9700 . ? C112 C113 1.475(6) . ? C112 H11F 0.9700 . ? C112 H11G 0.9700 . ? C113 C114 1.493(7) . ? C113 H11H 0.9700 . ? C113 H11I 0.9700 . ? C114 H11A 0.9600 . ? C114 H11B 0.9600 . ? C114 H11C 0.9600 . ? C121 C122 1.497(6) . ? C121 H12D 0.9700 . ? C121 H12E 0.9700 . ? C122 C123 1.512(5) . ? C122 C125 1.538(5) . ? C122 H12F 0.9700 . ? C122 H12G 0.9700 . ? C122 H12H 0.9700 . ? C122 H12I 0.9700 . ? C123 C124 1.495(5) . ? C123 H12A 0.9700 . ? C123 H12B 0.9700 . ? C124 H12C 0.9600 . ? C124 H12J 0.9600 . ? C124 H12K 0.9600 . ? C125 C126 1.516(5) . ? C125 H12L 0.9700 . ? C125 H12M 0.9700 . ? C126 H12N 0.9600 . ? C126 H12O 0.9600 . ? C126 H12P 0.9600 . ? C131 C132 1.486(5) . ? C131 H13D 0.9700 . ? C131 H13E 0.9700 . ? C132 C133 1.516(5) . ? C132 H13F 0.9700 . ? C132 H13G 0.9700 . ? C133 C134 1.496(6) . ? C133 H13H 0.9700 . ? C133 H13I 0.9700 . ? C134 H13A 0.9600 . ? C134 H13B 0.9600 . ? C134 H13C 0.9600 . ? C141 C142 1.487(6) . ? C141 H14D 0.9700 . ? C141 H14E 0.9700 . ? C142 C143 1.533(6) . ? C142 H14F 0.9700 . ? C142 H14G 0.9700 . ? C143 C144 1.483(5) . ? C143 C145 1.511(5) . ? C143 H14H 0.9700 . ? C143 H14I 0.9700 . ? C143 H14J 0.9700 . ? C143 H14K 0.9700 . ? C144 H14L 0.9600 . ? C144 H14M 0.9600 . ? C144 H14N 0.9600 . ? C145 H14O 0.9600 . ? C145 H14P 0.9600 . ? C145 H14Q 0.9600 . ? O03 O04 1.32(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 O1 V1 O3 100.6(2) . . ? O1 V1 O2 102.5(2) . . ? O3 V1 O2 42.56(12) . . ? O1 V1 O04 21.4(4) . . ? O3 V1 O04 113.5(4) . . ? O2 V1 O04 100.1(4) . . ? O1 V1 O03 20.3(4) . . ? O3 V1 O03 99.9(4) . . ? O2 V1 O03 115.8(4) . . ? O04 V1 O03 39.2(6) . . ? O1 V1 O7 92.98(19) . . ? O3 V1 O7 156.25(12) . . ? O2 V1 O7 151.70(12) . . ? O04 V1 O7 85.7(4) . . ? O03 V1 O7 86.2(4) . . ? O1 V1 N1 96.66(19) . . ? O3 V1 N1 79.46(12) . . ? O2 V1 N1 121.08(13) . . ? O04 V1 N1 115.0(5) . . ? O03 V1 N1 76.6(4) . . ? O7 V1 N1 79.67(10) . . ? O1 V1 N2 99.5(2) . . ? O3 V1 N2 120.12(12) . . ? O2 V1 N2 78.14(13) . . ? O04 V1 N2 78.2(5) . . ? O03 V1 N2 116.2(4) . . ? O7 V1 N2 76.00(11) . . ? N1 V1 N2 151.34(11) . . ? O1 V1 O4 170.21(19) . . ? O3 V1 O4 84.04(12) . . ? O2 V1 O4 86.79(12) . . ? O04 V1 O4 160.3(5) . . ? O03 V1 O4 150.7(4) . . ? O7 V1 O4 79.88(10) . . ? N1 V1 O4 75.59(10) . . ? N2 V1 O4 85.37(10) . . ? O04 O1 O03 120.2(19) . . ? O04 O1 V1 110.8(12) . . ? O03 O1 V1 115.2(11) . . ? O3 O2 V1 68.15(18) . . ? O2 O3 V1 69.29(19) . . ? C6 O4 V1 114.8(2) . . ? C4 O6 H1 106(3) . . ? C12 O7 V1 118.8(2) . . ? C10 O9 H2 104(6) . . ? C1 N1 C5 119.9(3) . . ? C1 N1 V1 126.0(2) . . ? C5 N1 V1 114.0(2) . . ? C7 N2 C11 118.4(3) . . ? C7 N2 V1 127.6(3) . . ? C11 N2 V1 114.0(2) . . ? N1 C1 C2 120.7(4) . . ? N1 C1 H1A 119.7 . . ? C2 C1 H1A 119.7 . . ? C3 C2 C1 120.7(4) . . ? C3 C2 H2A 119.6 . . ? C1 C2 H2A 119.6 . . ? C2 C3 C4 118.4(4) . . ? C2 C3 H3A 120.8 . . ? C4 C3 H3A 120.8 . . ? O6 C4 C3 120.1(4) . . ? O6 C4 C5 120.8(4) . . ? C3 C4 C5 119.1(4) . . ? N1 C5 C4 121.2(3) . . ? N1 C5 C6 116.3(3) . . ? C4 C5 C6 122.5(3) . . ? O5 C6 O4 125.2(4) . . ? O5 C6 C5 118.6(4) . . ? O4 C6 C5 116.2(3) . . ? N2 C7 C8 121.6(4) . . ? N2 C7 H7A 119.2 . . ? C8 C7 H7A 119.2 . . ? C9 C8 C7 120.2(4) . . ? C9 C8 H8A 119.9 . . ? C7 C8 H8A 119.9 . . ? C8 C9 C10 118.8(4) . . ? C8 C9 H9A 120.6 . . ? C10 C9 H9A 120.6 . . ? O9 C10 C9 120.5(4) . . ? O9 C10 C11 120.7(4) . . ? C9 C10 C11 118.8(4) . . ? N2 C11 C10 122.1(3) . . ? N2 C11 C12 115.3(3) . . ? C10 C11 C12 122.6(4) . . ? O8 C12 O7 125.3(4) . . ? O8 C12 C11 118.8(4) . . ? O7 C12 C11 115.9(3) . . ? C131 N3 C111 106.0(3) . . ? C131 N3 C141 111.1(3) . . ? C111 N3 C141 111.7(3) . . ? C131 N3 C121 110.1(3) . . ? C111 N3 C121 111.1(3) . . ? C141 N3 C121 106.9(3) . . ? C112 C111 N3 115.1(3) . . ? C112 C111 H11D 108.5 . . ? N3 C111 H11D 108.5 . . ? C112 C111 H11E 108.5 . . ? N3 C111 H11E 108.5 . . ? H11D C111 H11E 107.5 . . ? C113 C112 C111 111.9(4) . . ? C113 C112 H11F 109.2 . . ? C111 C112 H11F 109.2 . . ? C113 C112 H11G 109.2 . . ? C111 C112 H11G 109.2 . . ? H11F C112 H11G 107.9 . . ? C112 C113 C114 114.5(5) . . ? C112 C113 H11H 108.6 . . ? C114 C113 H11H 108.6 . . ? C112 C113 H11I 108.6 . . ? C114 C113 H11I 108.6 . . ? H11H C113 H11I 107.6 . . ? C113 C114 H11A 109.5 . . ? C113 C114 H11B 109.5 . . ? H11A C114 H11B 109.5 . . ? C113 C114 H11C 109.5 . . ? H11A C114 H11C 109.5 . . ? H11B C114 H11C 109.5 . . ? C122 C121 N3 115.6(4) . . ? C122 C121 H12D 108.4 . . ? N3 C121 H12D 108.4 . . ? C122 C121 H12E 108.4 . . ? N3 C121 H12E 108.4 . . ? H12D C121 H12E 107.5 . . ? C121 C122 C123 118.3(5) . . ? C121 C122 C125 108.9(7) . . ? C123 C122 C125 43.0(6) . . ? C121 C122 H12F 107.7 . . ? C123 C122 H12F 107.7 . . ? C125 C122 H12F 71.8 . . ? C121 C122 H12G 107.7 . . ? C123 C122 H12G 107.7 . . ? C125 C122 H12G 141.6 . . ? H12F C122 H12G 107.1 . . ? C121 C122 H12H 109.9 . . ? C123 C122 H12H 130.1 . . ? C125 C122 H12H 109.9 . . ? H12F C122 H12H 41.7 . . ? H12G C122 H12H 66.8 . . ? C121 C122 H12I 109.9 . . ? C123 C122 H12I 67.4 . . ? C125 C122 H12I 109.9 . . ? H12F C122 H12I 138.9 . . ? H12G C122 H12I 45.3 . . ? H12H C122 H12I 108.3 . . ? C124 C123 C122 111.7(6) . . ? C124 C123 H12A 109.3 . . ? C122 C123 H12A 109.3 . . ? C124 C123 H12B 109.3 . . ? C122 C123 H12B 109.3 . . ? H12A C123 H12B 107.9 . . ? C126 C125 C122 111.2(7) . . ? C126 C125 H12L 109.4 . . ? C122 C125 H12L 109.4 . . ? C126 C125 H12M 109.4 . . ? C122 C125 H12M 109.4 . . ? H12L C125 H12M 108.0 . . ? C125 C126 H12N 109.5 . . ? C125 C126 H12O 109.5 . . ? H12N C126 H12O 109.5 . . ? C125 C126 H12P 109.5 . . ? H12N C126 H12P 109.5 . . ? H12O C126 H12P 109.5 . . ? C132 C131 N3 116.8(3) . . ? C132 C131 H13D 108.1 . . ? N3 C131 H13D 108.1 . . ? C132 C131 H13E 108.1 . . ? N3 C131 H13E 108.1 . . ? H13D C131 H13E 107.3 . . ? C131 C132 C133 110.8(4) . . ? C131 C132 H13F 109.5 . . ? C133 C132 H13F 109.5 . . ? C131 C132 H13G 109.5 . . ? C133 C132 H13G 109.5 . . ? H13F C132 H13G 108.1 . . ? C134 C133 C132 113.1(4) . . ? C134 C133 H13H 109.0 . . ? C132 C133 H13H 109.0 . . ? C134 C133 H13I 109.0 . . ? C132 C133 H13I 109.0 . . ? H13H C133 H13I 107.8 . . ? C133 C134 H13A 109.5 . . ? C133 C134 H13B 109.5 . . ? H13A C134 H13B 109.5 . . ? C133 C134 H13C 109.5 . . ? H13A C134 H13C 109.5 . . ? H13B C134 H13C 109.5 . . ? C142 C141 N3 117.2(3) . . ? C142 C141 H14D 108.0 . . ? N3 C141 H14D 108.0 . . ? C142 C141 H14E 108.0 . . ? N3 C141 H14E 108.0 . . ? H14D C141 H14E 107.2 . . ? C141 C142 C143 106.2(4) . . ? C141 C142 H14F 110.5 . . ? C143 C142 H14F 110.5 . . ? C141 C142 H14G 110.5 . . ? C143 C142 H14G 110.5 . . ? H14F C142 H14G 108.7 . . ? C144 C143 C145 45.7(10) . . ? C144 C143 C142 112.2(5) . . ? C145 C143 C142 111.8(7) . . ? C144 C143 H14H 109.2 . . ? C145 C143 H14H 138.0 . . ? C142 C143 H14H 109.2 . . ? C144 C143 H14I 109.2 . . ? C145 C143 H14I 66.5 . . ? C142 C143 H14I 109.2 . . ? H14H C143 H14I 107.9 . . ? C144 C143 H14J 66.4 . . ? C145 C143 H14J 109.2 . . ? C142 C143 H14J 109.2 . . ? H14H C143 H14J 46.7 . . ? H14I C143 H14J 139.6 . . ? C144 C143 H14K 137.6 . . ? C145 C143 H14K 109.3 . . ? C142 C143 H14K 109.2 . . ? H14H C143 H14K 64.0 . . ? H14I C143 H14K 46.5 . . ? H14J C143 H14K 107.9 . . ? C143 C144 H14L 109.5 . . ? C143 C144 H14M 109.5 . . ? C143 C144 H14N 109.5 . . ? C143 C145 H14O 109.5 . . ? C143 C145 H14P 109.5 . . ? H14O C145 H14P 109.5 . . ? C143 C145 H14Q 109.5 . . ? H14O C145 H14Q 109.5 . . ? H14P C145 H14Q 109.5 . . ? O1 O03 O04 29.8(10) . . ? O1 O03 V1 44.5(9) . . ? O04 O03 V1 68.5(8) . . ? O1 O04 O03 30.0(10) . . ? O1 O04 V1 47.8(10) . . ? O03 O04 V1 72.3(9) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O6 H1 O5 0.816(10) 1.82(2) 2.569(4) 152(4) . O9 H2 O8 0.822(11) 1.82(4) 2.570(4) 151(8) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.646 _refine_diff_density_min -0.317 _refine_diff_density_rms 0.055 #============================================================================= #eof #End of Crystallographic Information File data_m8arian _database_code_depnum_ccdc_archive 'CCDC 208860' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Ammonium Bis(3-hydroxypicolinato)-oxo-monoperoxovanadate(V) monohydrate ; _chemical_name_common ? _chemical_melting_point 'not measured' _chemical_formula_moiety ? _chemical_formula_sum 'C24 H28 N6 O20 V2' _chemical_formula_weight 822.40 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' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7286(6) _cell_length_b 13.4968(10) _cell_length_c 16.0536(12) _cell_angle_alpha 110.4440(10) _cell_angle_beta 95.4640(10) _cell_angle_gamma 93.2920(10) _cell_volume 1554.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 6411 _cell_measurement_theta_min 1.54 _cell_measurement_theta_max 26.50 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.757 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.703 _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 153(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17818 _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_sigmaI/netI 0.0729 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 26.50 _reflns_number_total 6411 _reflns_number_gt 4379 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0439P)^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 6411 _refine_ls_number_parameters 509 _refine_ls_number_restraints 26 _refine_ls_R_factor_all 0.0681 _refine_ls_R_factor_gt 0.0436 _refine_ls_wR_factor_ref 0.0978 _refine_ls_wR_factor_gt 0.0916 _refine_ls_goodness_of_fit_ref 0.907 _refine_ls_restrained_S_all 0.906 _refine_ls_shift/su_max 0.017 _refine_ls_shift/su_mean 0.001 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 V1 V 0.07672(6) 0.91642(4) 0.24322(3) 0.01761(13) Uani 1 1 d . . . O10 O -0.1281(2) 0.92647(15) 0.23429(13) 0.0233(5) Uani 1 1 d . . . O11 O 0.1610(2) 1.05330(15) 0.32588(12) 0.0224(5) Uani 1 1 d . . . O12 O 0.1672(3) 1.04479(15) 0.23514(12) 0.0222(5) Uani 1 1 d . . . O13 O 0.3482(2) 0.88295(15) 0.27474(13) 0.0218(5) Uani 1 1 d . . . O14 O 0.0489(3) 0.75381(14) 0.20337(12) 0.0217(5) Uani 1 1 d . . . O15 O 0.5285(2) 0.86095(16) 0.38407(14) 0.0277(5) Uani 1 1 d . . . O16 O 0.4079(3) 0.86423(16) 0.52973(13) 0.0276(5) Uani 1 1 d . . . H23 H 0.4845 0.8623 0.4955 0.041 Uiso 1 1 calc R . . O17 O 0.1329(3) 0.60287(16) -0.06248(13) 0.0311(5) Uani 1 1 d . . . H28 H 0.1688 0.5778 -0.0237 0.047 Uiso 1 1 calc R . . O18 O 0.0550(3) 0.59838(15) 0.09238(13) 0.0250(5) Uani 1 1 d . . . N3 N 0.0771(3) 0.88963(17) 0.36485(14) 0.0164(5) Uani 1 1 d . . . N4 N 0.1077(3) 0.86376(18) 0.10375(15) 0.0183(5) Uani 1 1 d . . . C1 C -0.0670(4) 0.8834(2) 0.40378(18) 0.0178(6) Uani 1 1 d . . . H20 H -0.1770 0.8902 0.3755 0.021 Uiso 1 1 calc R . . C3 C 0.0995(4) 0.8606(2) 0.52728(19) 0.0229(7) Uani 1 1 d . . . H22 H 0.1066 0.8511 0.5834 0.027 Uiso 1 1 calc R . . C2 C -0.0579(4) 0.8672(2) 0.48447(19) 0.0214(7) Uani 1 1 d . . . H21 H -0.1618 0.8606 0.5101 0.026 Uiso 1 1 calc R . . C4 C 0.2496(4) 0.8680(2) 0.48751(19) 0.0208(7) Uani 1 1 d . . . C5 C 0.2330(4) 0.8793(2) 0.40431(18) 0.0180(6) Uani 1 1 d . . . C6 C 0.3820(4) 0.8750(2) 0.3503(2) 0.0209(7) Uani 1 1 d . . . C7 C 0.1345(4) 0.9245(2) 0.05539(19) 0.0215(7) Uani 1 1 d . . . H25 H 0.1348 0.9994 0.0826 0.026 Uiso 1 1 calc R . . C8 C 0.1621(4) 0.8809(2) -0.03399(19) 0.0245(7) Uani 1 1 d . . . H26 H 0.1798 0.9257 -0.0674 0.029 Uiso 1 1 calc R . . C9 C 0.1637(4) 0.7732(2) -0.07383(19) 0.0249(7) Uani 1 1 d . . . H27 H 0.1848 0.7429 -0.1345 0.030 Uiso 1 1 calc R . . C10 C 0.1341(4) 0.7088(2) -0.02418(19) 0.0216(7) Uani 1 1 d . . . C11 C 0.1049(4) 0.7574(2) 0.06455(18) 0.0188(6) Uani 1 1 d . . . C12 C 0.0680(4) 0.6972(2) 0.12309(19) 0.0189(6) Uani 1 1 d . . . V2 V 0.66210(7) 0.60733(4) -0.21785(3) 0.02375(14) Uani 1 1 d . . . O20 O 0.8652(3) 0.64408(15) -0.20849(13) 0.0285(5) Uani 1 1 d . . . O21 O 0.6571(3) 0.46331(15) -0.29496(13) 0.0300(5) Uani 1 1 d . . . O22 O 0.6587(3) 0.47602(15) -0.20315(13) 0.0281(5) Uani 1 1 d . . . O23 O 0.5989(3) 0.76189(15) -0.18290(13) 0.0244(5) Uani 1 1 d . . . O24 O 0.3801(3) 0.58496(16) -0.24548(13) 0.0278(5) Uani 1 1 d . . . O25 O 0.1562(3) 0.59304(18) -0.34256(15) 0.0382(6) Uani 1 1 d . . . O26 O 0.2206(3) 0.62051(17) -0.48863(15) 0.0396(6) Uani 1 1 d . . . H33 H 0.1661 0.6556 -0.4469 0.059 Uiso 1 1 calc R . . O27 O 0.5548(3) 0.90933(15) -0.07238(13) 0.0246(5) Uani 1 1 d . . . O28 O 0.5489(3) 0.90063(16) 0.09010(13) 0.0287(5) Uani 1 1 d . . . H38 H 0.5410 0.9297 0.0516 0.043 Uiso 1 1 calc R . . N5 N 0.6120(3) 0.62317(18) -0.34470(16) 0.0237(6) Uani 1 1 d . . . N6 N 0.6386(3) 0.65366(18) -0.07777(15) 0.0208(6) Uani 1 1 d . . . C13 C 0.7341(4) 0.6361(2) -0.3935(2) 0.0295(8) Uani 1 1 d . . . H30 H 0.8535 0.6386 -0.3717 0.035 Uiso 1 1 calc R . . C14 C 0.6907(4) 0.6460(2) -0.4763(2) 0.0317(8) Uani 1 1 d . . . H31 H 0.7800 0.6555 -0.5103 0.038 Uiso 1 1 calc R . . C15 C 0.5191(5) 0.6421(2) -0.5083(2) 0.0310(8) Uani 1 1 d . . . H32 H 0.4879 0.6493 -0.5645 0.037 Uiso 1 1 calc R . . C16 C 0.3910(4) 0.6274(2) -0.4574(2) 0.0264(7) Uani 1 1 d . . . C17 C 0.4423(4) 0.6177(2) -0.37549(19) 0.0222(7) Uani 1 1 d . . . C18 C 0.3171(4) 0.5978(2) -0.3166(2) 0.0268(7) Uani 1 1 d . . . C19 C 0.6581(4) 0.5942(2) -0.0272(2) 0.0254(7) Uani 1 1 d . . . H35 H 0.6851 0.5230 -0.0540 0.030 Uiso 1 1 calc R . . C20 C 0.6403(4) 0.6331(2) 0.0633(2) 0.0268(7) Uani 1 1 d . . . H36 H 0.6536 0.5886 0.0976 0.032 Uiso 1 1 calc R . . C21 C 0.6032(4) 0.7363(2) 0.1034(2) 0.0244(7) Uani 1 1 d . . . H37 H 0.5901 0.7638 0.1653 0.029 Uiso 1 1 calc R . . C22 C 0.5854(4) 0.7994(2) 0.05141(19) 0.0217(7) Uani 1 1 d . . . C23 C 0.6042(4) 0.7557(2) -0.03887(19) 0.0197(6) Uani 1 1 d . . . C24 C 0.5840(4) 0.8150(2) -0.10109(19) 0.0203(7) Uani 1 1 d . . . N1 N 0.5451(4) 0.0745(2) 0.26351(19) 0.0299(7) Uani 1 1 d D . . H11 H 0.467(4) 0.109(3) 0.241(2) 0.067(6) Uiso 1 1 d D . . H12 H 0.655(4) 0.105(3) 0.266(2) 0.067(6) Uiso 1 1 d D . . H13 H 0.526(5) 0.085(3) 0.3217(18) 0.067(6) Uiso 1 1 d D . . H14 H 0.536(5) 0.010(2) 0.233(2) 0.067(6) Uiso 1 1 d D . . N2 N 0.0248(4) 0.4436(2) -0.25347(18) 0.0282(6) Uani 1 1 d D . . H15 H 0.090(4) 0.390(2) -0.278(2) 0.074(7) Uiso 1 1 d D . . H16 H 0.011(5) 0.457(3) -0.1965(18) 0.074(7) Uiso 1 1 d D . . H17 H -0.090(4) 0.428(3) -0.286(2) 0.074(7) Uiso 1 1 d D . . H18 H 0.067(5) 0.503(2) -0.261(2) 0.074(7) Uiso 1 1 d D . . O1 O 0.3210(3) 0.33445(19) -0.29833(19) 0.0428(7) Uani 1 1 d D . . H1 H 0.404(4) 0.3795(19) -0.280(2) 0.068(10) Uiso 1 1 d D . . H2 H 0.358(4) 0.2757(14) -0.316(2) 0.068(10) Uiso 1 1 d D . . O2 O 0.8769(3) 0.17223(18) 0.26210(16) 0.0315(5) Uani 1 1 d D . . H3 H 0.960(4) 0.138(2) 0.256(3) 0.064(10) Uiso 1 1 d D . . H4 H 0.913(4) 0.2342(15) 0.268(2) 0.064(10) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V1 0.0178(3) 0.0171(3) 0.0180(3) 0.0064(2) 0.0026(2) 0.0016(2) O10 0.0201(11) 0.0239(11) 0.0256(12) 0.0091(9) 0.0016(9) 0.0010(9) O11 0.0271(12) 0.0212(11) 0.0188(11) 0.0068(9) 0.0034(9) 0.0010(9) O12 0.0269(12) 0.0191(11) 0.0205(11) 0.0074(9) 0.0034(9) -0.0016(9) O13 0.0179(11) 0.0257(12) 0.0246(12) 0.0106(9) 0.0081(9) 0.0045(9) O14 0.0321(13) 0.0166(11) 0.0162(11) 0.0053(9) 0.0050(9) 0.0012(9) O15 0.0137(11) 0.0359(13) 0.0359(13) 0.0146(11) 0.0036(10) 0.0085(10) O16 0.0204(12) 0.0377(13) 0.0268(12) 0.0144(10) -0.0010(9) 0.0073(10) O17 0.0485(15) 0.0219(12) 0.0216(12) 0.0052(10) 0.0053(10) 0.0068(11) O18 0.0357(13) 0.0155(11) 0.0237(12) 0.0068(9) 0.0031(10) 0.0035(9) N3 0.0159(13) 0.0145(13) 0.0176(13) 0.0042(10) 0.0018(10) 0.0023(10) N4 0.0175(13) 0.0195(13) 0.0185(13) 0.0076(11) 0.0024(10) 0.0003(10) C1 0.0139(15) 0.0164(15) 0.0213(16) 0.0043(12) 0.0030(12) 0.0006(12) C3 0.0311(19) 0.0180(16) 0.0205(17) 0.0073(13) 0.0055(14) 0.0040(14) C2 0.0236(18) 0.0167(16) 0.0226(17) 0.0046(13) 0.0076(13) -0.0009(13) C4 0.0227(17) 0.0148(15) 0.0239(17) 0.0061(13) 0.0003(13) 0.0039(13) C5 0.0189(16) 0.0132(15) 0.0209(16) 0.0041(12) 0.0031(12) 0.0034(12) C6 0.0190(17) 0.0136(15) 0.0272(18) 0.0039(13) 0.0024(13) 0.0006(12) C7 0.0212(17) 0.0196(16) 0.0244(17) 0.0094(13) 0.0009(13) 0.0000(13) C8 0.0237(18) 0.0286(18) 0.0235(17) 0.0137(14) -0.0004(13) -0.0028(14) C9 0.0241(18) 0.0323(19) 0.0160(16) 0.0066(14) 0.0024(13) -0.0015(14) C10 0.0216(17) 0.0213(17) 0.0210(17) 0.0071(14) 0.0013(13) 0.0011(13) C11 0.0156(16) 0.0210(16) 0.0197(16) 0.0078(13) 0.0000(12) 0.0018(12) C12 0.0144(16) 0.0213(17) 0.0205(16) 0.0075(13) -0.0011(12) 0.0025(12) V2 0.0277(3) 0.0199(3) 0.0215(3) 0.0049(2) 0.0005(2) 0.0051(2) O20 0.0246(12) 0.0256(12) 0.0312(13) 0.0049(10) 0.0023(10) 0.0038(10) O21 0.0385(14) 0.0203(12) 0.0250(12) 0.0017(10) -0.0025(10) 0.0061(10) O22 0.0367(14) 0.0192(12) 0.0262(12) 0.0061(10) -0.0007(10) 0.0042(10) O23 0.0338(13) 0.0183(11) 0.0203(12) 0.0055(9) 0.0035(9) 0.0057(9) O24 0.0287(13) 0.0266(12) 0.0286(13) 0.0091(10) 0.0072(10) 0.0066(10) O25 0.0193(13) 0.0447(15) 0.0527(16) 0.0204(13) 0.0018(11) 0.0045(11) O26 0.0367(15) 0.0396(15) 0.0393(15) 0.0114(12) -0.0054(11) 0.0112(11) O27 0.0314(13) 0.0155(11) 0.0269(12) 0.0069(9) 0.0049(10) 0.0047(9) O28 0.0398(14) 0.0252(12) 0.0214(12) 0.0072(10) 0.0033(10) 0.0116(10) N5 0.0255(15) 0.0197(14) 0.0226(14) 0.0031(11) 0.0029(11) 0.0042(11) N6 0.0207(14) 0.0180(13) 0.0219(14) 0.0056(11) -0.0006(11) 0.0019(11) C13 0.0239(18) 0.0273(18) 0.034(2) 0.0070(15) 0.0059(15) -0.0007(14) C14 0.041(2) 0.0204(18) 0.031(2) 0.0045(15) 0.0112(16) -0.0005(15) C15 0.049(2) 0.0178(17) 0.0241(18) 0.0052(14) 0.0017(16) 0.0036(15) C16 0.0271(19) 0.0179(17) 0.0314(19) 0.0063(14) -0.0017(15) 0.0037(14) C17 0.0243(18) 0.0157(16) 0.0242(17) 0.0029(13) 0.0052(14) 0.0053(13) C18 0.0240(19) 0.0159(16) 0.036(2) 0.0035(14) 0.0047(15) 0.0036(13) C19 0.0289(19) 0.0191(16) 0.0284(18) 0.0098(14) -0.0010(14) 0.0031(14) C20 0.0259(18) 0.0280(18) 0.0305(19) 0.0164(15) 0.0001(14) 0.0010(14) C21 0.0247(18) 0.0286(18) 0.0200(17) 0.0089(14) 0.0020(13) 0.0034(14) C22 0.0178(16) 0.0206(16) 0.0243(17) 0.0063(13) -0.0016(13) 0.0018(13) C23 0.0148(16) 0.0203(16) 0.0238(17) 0.0085(13) -0.0001(12) 0.0013(12) C24 0.0138(16) 0.0207(17) 0.0254(17) 0.0077(14) 0.0009(13) -0.0007(13) N1 0.0280(16) 0.0309(17) 0.0288(17) 0.0087(13) 0.0018(13) 0.0010(14) N2 0.0324(17) 0.0239(15) 0.0324(17) 0.0121(13) 0.0123(13) 0.0082(13) O1 0.0311(15) 0.0248(14) 0.068(2) 0.0078(14) 0.0153(13) 0.0033(11) O2 0.0271(13) 0.0280(13) 0.0444(15) 0.0186(12) 0.0049(11) 0.0055(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O10 1.594(2) . ? V1 O12 1.8822(19) . ? V1 O11 1.8929(19) . ? V1 O14 2.0520(19) . ? V1 N3 2.106(2) . ? V1 N4 2.141(2) . ? V1 O13 2.220(2) . ? O11 O12 1.426(2) . ? O13 C6 1.259(3) . ? O14 C12 1.276(3) . ? O15 C6 1.261(3) . ? O16 C4 1.354(3) . ? O16 H23 0.8400 . ? O17 C10 1.343(3) . ? O17 H28 0.8400 . ? O18 C12 1.244(3) . ? N3 C1 1.340(3) . ? N3 C5 1.345(3) . ? N4 C7 1.332(3) . ? N4 C11 1.350(3) . ? C1 C2 1.383(4) . ? C1 H20 0.9500 . ? C3 C2 1.362(4) . ? C3 C4 1.391(4) . ? C3 H22 0.9500 . ? C2 H21 0.9500 . ? C4 C5 1.392(4) . ? C5 C6 1.498(4) . ? C7 C8 1.391(4) . ? C7 H25 0.9500 . ? C8 C9 1.369(4) . ? C8 H26 0.9500 . ? C9 C10 1.393(4) . ? C9 H27 0.9500 . ? C10 C11 1.391(4) . ? C11 C12 1.477(4) . ? V2 O20 1.596(2) . ? V2 O22 1.867(2) . ? V2 O21 1.901(2) . ? V2 O23 2.0632(19) . ? V2 N5 2.123(2) . ? V2 N6 2.142(2) . ? V2 O24 2.165(2) . ? O21 O22 1.422(3) . ? O23 C24 1.278(3) . ? O24 C18 1.271(4) . ? O25 C18 1.264(3) . ? O26 C16 1.350(3) . ? O26 H33 0.8400 . ? O27 C24 1.235(3) . ? O28 C22 1.348(3) . ? O28 H38 0.8400 . ? N5 C13 1.323(4) . ? N5 C17 1.345(4) . ? N6 C19 1.331(3) . ? N6 C23 1.353(3) . ? C13 C14 1.393(4) . ? C13 H30 0.9500 . ? C14 C15 1.367(4) . ? C14 H31 0.9500 . ? C15 C16 1.390(4) . ? C15 H32 0.9500 . ? C16 C17 1.390(4) . ? C17 C18 1.491(4) . ? C19 C20 1.386(4) . ? C19 H35 0.9500 . ? C20 C21 1.375(4) . ? C20 H36 0.9500 . ? C21 C22 1.389(4) . ? C21 H37 0.9500 . ? C22 C23 1.386(4) . ? C23 C24 1.486(4) . ? N1 H11 0.90(3) . ? N1 H12 0.91(3) . ? N1 H13 0.92(3) . ? N1 H14 0.83(3) . ? N2 H15 0.90(3) . ? N2 H16 0.89(3) . ? N2 H17 0.96(3) . ? N2 H18 0.90(3) . ? O1 H1 0.815(17) . ? O1 H2 0.821(17) . ? O2 H3 0.809(17) . ? O2 H4 0.836(17) . ? 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 O10 V1 O12 101.89(9) . . ? O10 V1 O11 100.89(9) . . ? O12 V1 O11 44.39(8) . . ? O10 V1 O14 94.26(9) . . ? O12 V1 O14 152.72(8) . . ? O11 V1 O14 152.37(8) . . ? O10 V1 N3 93.11(9) . . ? O12 V1 N3 123.56(9) . . ? O11 V1 N3 79.53(8) . . ? O14 V1 N3 76.68(8) . . ? O10 V1 N4 98.16(9) . . ? O12 V1 N4 79.92(8) . . ? O11 V1 N4 123.62(9) . . ? O14 V1 N4 76.10(8) . . ? N3 V1 N4 151.18(9) . . ? O10 V1 O13 167.50(9) . . ? O12 V1 O13 88.72(8) . . ? O11 V1 O13 82.00(8) . . ? O14 V1 O13 78.59(8) . . ? N3 V1 O13 75.35(8) . . ? N4 V1 O13 90.13(8) . . ? O12 O11 V1 67.40(11) . . ? O11 O12 V1 68.20(11) . . ? C6 O13 V1 115.13(17) . . ? C12 O14 V1 119.86(18) . . ? C4 O16 H23 109.5 . . ? C10 O17 H28 109.5 . . ? C1 N3 C5 119.7(2) . . ? C1 N3 V1 123.75(19) . . ? C5 N3 V1 116.55(18) . . ? C7 N4 C11 119.1(2) . . ? C7 N4 V1 126.90(19) . . ? C11 N4 V1 113.97(18) . . ? N3 C1 C2 121.0(3) . . ? N3 C1 H20 119.5 . . ? C2 C1 H20 119.5 . . ? C2 C3 C4 118.9(3) . . ? C2 C3 H22 120.5 . . ? C4 C3 H22 120.5 . . ? C3 C2 C1 120.2(3) . . ? C3 C2 H21 119.9 . . ? C1 C2 H21 119.9 . . ? O16 C4 C3 120.1(3) . . ? O16 C4 C5 121.2(3) . . ? C3 C4 C5 118.7(3) . . ? N3 C5 C4 121.3(3) . . ? N3 C5 C6 115.3(2) . . ? C4 C5 C6 123.4(3) . . ? O13 C6 O15 126.3(3) . . ? O13 C6 C5 117.0(3) . . ? O15 C6 C5 116.7(3) . . ? N4 C7 C8 121.5(3) . . ? N4 C7 H25 119.3 . . ? C8 C7 H25 119.3 . . ? C9 C8 C7 119.9(3) . . ? C9 C8 H26 120.0 . . ? C7 C8 H26 120.0 . . ? C8 C9 C10 119.1(3) . . ? C8 C9 H27 120.4 . . ? C10 C9 H27 120.4 . . ? O17 C10 C11 122.0(3) . . ? O17 C10 C9 120.0(3) . . ? C11 C10 C9 118.1(3) . . ? N4 C11 C10 122.3(3) . . ? N4 C11 C12 114.7(2) . . ? C10 C11 C12 123.0(3) . . ? O18 C12 O14 125.0(3) . . ? O18 C12 C11 119.9(3) . . ? O14 C12 C11 115.1(2) . . ? O20 V2 O22 103.72(10) . . ? O20 V2 O21 100.10(10) . . ? O22 V2 O21 44.33(8) . . ? O20 V2 O23 91.84(9) . . ? O22 V2 O23 152.31(9) . . ? O21 V2 O23 154.95(9) . . ? O20 V2 N5 92.78(10) . . ? O22 V2 N5 123.08(9) . . ? O21 V2 N5 79.51(9) . . ? O23 V2 N5 77.97(8) . . ? O20 V2 N6 97.47(10) . . ? O22 V2 N6 79.05(9) . . ? O21 V2 N6 123.15(9) . . ? O23 V2 N6 76.29(8) . . ? N5 V2 N6 152.53(9) . . ? O20 V2 O24 166.49(9) . . ? O22 V2 O24 89.11(8) . . ? O21 V2 O24 86.02(8) . . ? O23 V2 O24 78.15(8) . . ? N5 V2 O24 76.38(9) . . ? N6 V2 O24 89.03(8) . . ? O22 O21 V2 66.57(11) . . ? O21 O22 V2 69.11(11) . . ? C24 O23 V2 119.38(18) . . ? C18 O24 V2 115.35(19) . . ? C16 O26 H33 109.5 . . ? C22 O28 H38 109.5 . . ? C13 N5 C17 120.0(3) . . ? C13 N5 V2 124.6(2) . . ? C17 N5 V2 115.4(2) . . ? C19 N6 C23 118.8(2) . . ? C19 N6 V2 127.0(2) . . ? C23 N6 V2 114.19(18) . . ? N5 C13 C14 121.2(3) . . ? N5 C13 H30 119.4 . . ? C14 C13 H30 119.4 . . ? C15 C14 C13 119.8(3) . . ? C15 C14 H31 120.1 . . ? C13 C14 H31 120.1 . . ? C14 C15 C16 118.9(3) . . ? C14 C15 H32 120.5 . . ? C16 C15 H32 120.5 . . ? O26 C16 C17 121.2(3) . . ? O26 C16 C15 120.1(3) . . ? C17 C16 C15 118.7(3) . . ? N5 C17 C16 121.4(3) . . ? N5 C17 C18 115.0(3) . . ? C16 C17 C18 123.6(3) . . ? O25 C18 O24 125.2(3) . . ? O25 C18 C17 117.2(3) . . ? O24 C18 C17 117.6(3) . . ? N6 C19 C20 121.9(3) . . ? N6 C19 H35 119.1 . . ? C20 C19 H35 119.1 . . ? C21 C20 C19 119.9(3) . . ? C21 C20 H36 120.1 . . ? C19 C20 H36 120.1 . . ? C20 C21 C22 118.6(3) . . ? C20 C21 H37 120.7 . . ? C22 C21 H37 120.7 . . ? O28 C22 C23 122.2(3) . . ? O28 C22 C21 119.0(3) . . ? C23 C22 C21 118.7(3) . . ? N6 C23 C22 122.1(3) . . ? N6 C23 C24 114.6(2) . . ? C22 C23 C24 123.3(3) . . ? O27 C24 O23 124.6(3) . . ? O27 C24 C23 120.0(3) . . ? O23 C24 C23 115.5(3) . . ? H11 N1 H12 109(3) . . ? H11 N1 H13 108(3) . . ? H12 N1 H13 106(3) . . ? H11 N1 H14 112(3) . . ? H12 N1 H14 111(3) . . ? H13 N1 H14 111(3) . . ? H15 N2 H16 115(3) . . ? H15 N2 H17 110(3) . . ? H16 N2 H17 106(3) . . ? H15 N2 H18 110(3) . . ? H16 N2 H18 111(3) . . ? H17 N2 H18 104(3) . . ? H1 O1 H2 108(2) . . ? H3 O2 H4 107(2) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.517 _refine_diff_density_min -0.606 _refine_diff_density_rms 0.075 #============================================================================= #eof #End of Crystallographic Information File