# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 loop_ _publ_author_name _publ_author_address 'Christine Joy McKenzie' ; University of Southern Denmark Department of Physics and Chemistry Campusvej 55 DK-5230 Odense M Denmark ; 'Alan Hazell' ; University of Aarhus Department of Chemistry Langelandsgade 140 DK-8000 \%Arhus C Denmark ; 'Hans J. Jakobsen' ; University of Aarhus Department of Chemistry Langelandsgade 140 DK-8000 \%Arhus C Denmark ; 'Ulla Gro Nielsen' ; University of Aarhus Department of Chemistry Langelandsgade 140 DK-8000 \%Arhus C Denmark ; 'Jorgen Skibsted' ; University of Southern Denmark Department of Physics and Chemistry Campusvej 55 DK-5230 Odense M Denmark ; _publ_contact_author_name 'Christine Joy McKenzie' _publ_contact_author_email CHK@CHEM.SDU.DK _publ_section_title ; Solid-state 51V MAS NMR spectroscopy determines component concentration and crystal phase in co-crystallised mixtures of vanadium complexes ; #TrackingRef '3.cif' # [bpgV(O)OV(O)bpg](ClO4).2H2O #============================================================================== # 1. SUBMISSION DETAILS _publ_contact_author # Christine J. McKenzie ; ; _publ_contact_author_fax '+45 6615 8780' _publ_contact_author_phone '+45 6550 2518' # Attachment '3.cif' #============================================================================== data_3 _database_code_depnum_ccdc_archive 'CCDC 752392' #============================================================================== #=================================== # 5. CHEMICAL DATA _chemical_name_systematic ; insert name here ; _chemical_name_common 'insert name here' _chemical_formula_sum 'C28 H29.354 Cl N6 O11.677 V2' _chemical_formula_structural '[bpgV(O)OV(O)bpg](ClO4).0.677H2O' _chemical_formula_analytical ? _chemical_formula_moiety '(C28 H28 N6 O7 V2), Cl O4, 0.677(H2 O)' # This includes the unobserved hydrogen atom on the water _chemical_formula_weight 774.13 _chemical_melting_point ? _chemical_compound_source ? #=================================== # 6. CRYSTAL DATA _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 10.0414(6) _cell_length_b 10.8317(7) _cell_length_c 16.128(1) _cell_angle_alpha 71.000(1) _cell_angle_beta 84.021(1) _cell_angle_gamma 85.507(1) _cell_volume 1647.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 120 _cell_measurement_reflns_used 8192 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 29.8 _exptl_crystal_description block _exptl_crystal_colour dark_blue _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.560 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 791.54 _exptl_absorpt_coefficient_mu 0.7176 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_absorpt_correction_T_min 0.774 _exptl_absorpt_correction_T_max 0.855 #=================================== # 7. EXPERIMENTAL DATA _diffrn_ambient_temperature 120 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'x-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens SMART CCD diffractometer' _diffrn_measurement_method ; \w rotation scans with narrow frames ; _diffrn_standards_decay_% 0 _diffrn_reflns_number 19374 _diffrn_reflns_av_R_equivalents 0.024 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.0 _diffrn_reflns_theta_max 29.8 _diffrn_reflns_reduction_process 19374 _reflns_number_total 9196 _diffrn_measured_fraction_theta_max 0.99 _diffrn_measured_fraction_theta_full 0.99 _diffrn_reflns_theta_full 29.8 _reflns_number_gt 6066 _reflns_threshold_expression I>3\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution ; SIR97 (Altomare et al., 1997 ), KRYSTAL ; _computing_structure_refinement 'modified ORFLS(1962), KRYSTAL' _computing_molecular_graphics ; ORTEP-III (Burnett & Johnson, 1996), KRYSTAL ; _computing_publication_material KRYSTAL _atom_type_scat_source IntTabIV #=================================== # 8. REFINEMENT DATA _refine_special_details ; Perchlorate split into 2, each constrained to be a regular tetrahedron, all Cl-O constrained to be identical. The disordered solvent atoms were assumed to be water, the H atoms were not located and the site occupation factor was refined for them. ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; 1/{[\s~cs~(F^2^)+B+(1.A)F^2^]^1/2^-|F|}^2^ where A = 0.03 and B = 1.7 ; _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 6066 _refine_ls_number_parameters 467 _refine_ls_number_restraints 0 _refine_ls_number_constraints 18 _refine_ls_R_factor_gt 0.052 _refine_ls_wR_factor_ref 0.058 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.0002 _refine_diff_density_max 1.8(1) _refine_diff_density_min -0.8(1) #========================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy V1 -0.36871(7) -0.10852(7) 0.47459(4) 0.0145(4) Uij 1. V2 0.06154(7) 0.07190(7) 0.07361(5) 0.0194(4) Uij 1. Cl1a -0.5023(7) -0.2986(7) 0.1816(5) 0.052(4) Uij 0.5 O9a -0.5832(14) -0.4027(12) 0.2327(13) 0.078(5) Uij 0.5 O10a -0.3692(7) -0.3477(14) 0.1697(8) 0.116(17) Uij 0.5 O11a -0.5538(18) -0.2394(17) 0.0985(9) 0.085(6) Uij 0.5 O12a -0.5030(12) -0.2046(12) 0.2256(8) 0.141(17) Uij 0.5 Cl1b -0.4886(8) -0.3429(8) 0.1784(6) 0.068(4) Uij 0.5 O9b -0.5855(14) -0.4066(13) 0.2462(13) 0.078(5) Uij 0.5 O10b -0.4166(15) -0.2596(13) 0.2076(9) 0.285(32) Uij 0.5 O12b -0.3987(9) -0.4375(11) 0.1569(8) 0.120(15) Uij 0.5 O11b -0.5538(20) -0.2678(16) 0.1030(10) 0.085(6) Uij 0.5 O1 -0.5000 0.0000 0.5000 0.015(2) Uij 1.0 O2 -0.3476(3) -0.0529(3) 0.3689(2) 0.019(2) Uij 1. O3 -0.2300(3) -0.2526(3) 0.4842(2) 0.018(2) Uij 1. O4 -0.1183(3) -0.4307(3) 0.5623(2) 0.026(2) Uij 1. O5 0.0000 0.0000 0.0000 0.018(2) Uij 1. O6 0.2207(3) 0.0660(3) 0.0504(2) 0.027(2) Uij 1. O7 0.0770(3) 0.1519(3) 0.1679(2) 0.023(2) Uij 1. O8 -0.0163(3) 0.2382(3) 0.2698(2) 0.028(2) Uij 1. N1 -0.3674(3) -0.2080(3) 0.6239(2) 0.016(2) Uij 1. N2 -0.1573(3) 0.0980(3) 0.1242(2) 0.017(2) Uij 1. N11 -0.2355(3) -0.0023(3) 0.5130(2) 0.015(2) Uij 1. N21 -0.5081(3) -0.2539(3) 0.5021(2) 0.017(2) Uij 1. N31 -0.0009(4) 0.2584(3) -0.0070(2) 0.020(2) Uij 1. N41 0.0253(3) -0.1058(3) 0.1735(2) 0.017(2) Uij 1. C1 -0.2621(4) -0.3148(4) 0.6410(3) 0.021(2) Uij 1. C2 -0.1979(4) -0.3374(4) 0.5576(3) 0.019(2) Uij 1. C3 -0.1622(4) 0.1599(4) 0.1939(3) 0.022(2) Uij 1. C4 -0.0244(5) 0.1861(4) 0.2135(3) 0.022(2) Uij 1. C12 -0.1579(4) 0.0871(4) 0.4539(3) 0.018(2) Uij 1. C13 -0.0804(4) 0.1660(4) 0.4787(3) 0.022(2) Uij 1. C14 -0.0801(4) 0.1507(4) 0.5678(3) 0.025(3) Uij 1. C15 -0.1583(4) 0.0587(4) 0.6286(3) 0.022(2) Uij 1. C16 -0.2382(4) -0.0149(4) 0.5995(3) 0.017(2) Uij 1. C17 -0.3390(4) -0.1052(4) 0.6606(3) 0.020(2) Uij 1. C22 -0.5521(4) -0.2929(4) 0.4387(3) 0.020(2) Uij 1. C23 -0.6428(4) -0.3894(4) 0.4581(3) 0.024(3) Uij 1. C24 -0.6871(5) -0.4505(4) 0.5450(3) 0.028(3) Uij 1. C25 -0.6406(4) -0.4122(4) 0.6103(3) 0.024(2) Uij 1. C26 -0.5513(4) -0.3121(4) 0.5869(3) 0.018(2) Uij 1. C27 -0.5037(4) -0.2580(4) 0.6531(3) 0.019(2) Uij 1. C32 0.0862(5) 0.3470(4) -0.0588(3) 0.026(3) Uij 1. C33 0.0427(5) 0.4667(4) -0.1126(3) 0.031(3) Uij 1. C34 -0.0928(5) 0.4993(4) -0.1126(3) 0.032(3) Uij 1. C35 -0.1823(5) 0.4096(4) -0.0594(3) 0.027(3) Uij 1. C36 -0.1335(5) 0.2889(4) -0.0077(3) 0.021(2) Uij 1. C37 -0.2241(4) 0.1823(4) 0.0462(3) 0.021(2) Uij 1. C42 0.1245(4) -0.1955(4) 0.2045(3) 0.020(2) Uij 1. C43 0.0973(5) -0.3142(4) 0.2684(3) 0.025(3) Uij 1. C44 -0.0329(5) -0.3397(4) 0.3029(3) 0.028(3) Uij 1. C45 -0.1354(4) -0.2473(4) 0.2706(3) 0.024(2) Uij 1. C46 -0.1032(4) -0.1324(4) 0.2042(3) 0.018(2) Uij 1. C47 -0.2097(4) -0.0353(4) 0.1587(3) 0.019(2) Uij 1. O9 0.365(2) 0.247(1) 0.1180(7) 0.135(17) Uiso 0.237(9) O10 0.597(3) 0.413(1) 0.1225(8) 0.276(31) Uiso 0.260(10) O11 0.499(2) 0.054(1) 0.0779(9) 0.069(14) Uiso 0.179(8) H1a -0.3013 -0.3931 0.6778 0.025 Uiso 1. H1b -0.1945 -0.2932 0.6703 0.025 Uiso 1. H3a -0.2054 0.1037 0.2462 0.027 Uiso 1. H3b -0.2126 0.2407 0.1755 0.027 Uiso 1. H12 -0.1568 0.0959 0.3933 0.022 Uiso 1. H13 -0.0281 0.2298 0.4358 0.027 Uiso 1. H14 -0.0263 0.2032 0.5865 0.031 Uiso 1. H15 -0.1575 0.0459 0.6896 0.027 Uiso 1. H17a -0.3041 -0.1448 0.7162 0.024 Uiso 1. H17b -0.4197 -0.0563 0.6676 0.024 Uiso 1. H22 -0.5198 -0.2527 0.3792 0.024 Uiso 1. H23 -0.6747 -0.4136 0.4124 0.029 Uiso 1. H24 -0.7485 -0.5182 0.5597 0.033 Uiso 1. H25 -0.6695 -0.4536 0.6704 0.029 Uiso 1. H27a -0.5638 -0.1885 0.6590 0.023 Uiso 1. H27b -0.5014 -0.3252 0.7083 0.023 Uiso 1. H32 0.1797 0.3257 -0.0577 0.031 Uiso 1. H33 0.1053 0.5262 -0.1496 0.037 Uiso 1. H34 -0.1245 0.5824 -0.1487 0.038 Uiso 1. H35 -0.2761 0.4307 -0.0583 0.033 Uiso 1. H37a -0.3052 0.2203 0.0651 0.026 Uiso 1. H37b -0.2433 0.1311 0.0114 0.026 Uiso 1. H42 0.2147 -0.1769 0.1823 0.025 Uiso 1. H43 0.1679 -0.3775 0.2883 0.030 Uiso 1. H44 -0.0526 -0.4192 0.3481 0.034 Uiso 1. H45 -0.2257 -0.2630 0.2934 0.029 Uiso 1. H47a -0.2359 -0.0592 0.1113 0.023 Uiso 1. H47b -0.2852 -0.0355 0.1995 0.023 Uiso 1. loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 V1 0.0169(4) 0.0132(3) 0.0130(3) -0.0039(3) -0.0012(3) -0.0027(3) V2 0.0191(4) 0.0174(4) 0.0177(4) -0.0019(3) 0.0017(3) -0.0008(3) Cl1a 0.024(2) 0.083(5) 0.026(2) -0.012(3) -0.001(1) 0.019(3) O9a 0.037(3) 0.064(3) 0.090(6) -0.004(2) 0.015(3) 0.032(3) O10a 0.011(5) 0.281(24) 0.045(7) -0.034(9) -0.002(4) -0.030(11) O11a 0.094(4) 0.090(7) 0.052(3) -0.031(5) -0.043(3) 0.022(4) O12a 0.145(15) 0.264(20) 0.050(7) -0.133(14) 0.021(9) -0.082(11) Cl1b 0.035(3) 0.078(5) 0.056(3) -0.029(3) -0.025(2) 0.038(3) O9b 0.037(3) 0.064(3) 0.090(6) -0.004(2) 0.015(3) 0.032(3) O10b 0.303(33) 0.356(33) 0.112(17) -0.312(29) -0.150(19) 0.148(20) O12b 0.053(9) 0.215(19) 0.063(9) -0.026(10) 0.034(7) -0.013(10) O11b 0.094(4) 0.090(7) 0.052(3) -0.031(5) -0.043(3) 0.022(4) O1 0.015(2) 0.015(2) 0.016(2) -0.004(2) -0.004(2) -0.004(2) O2 0.022(2) 0.018(1) 0.016(1) -0.003(1) -0.001(1) -0.004(1) O3 0.018(1) 0.017(1) 0.019(1) 0.000(1) -0.002(1) -0.004(1) O4 0.028(2) 0.019(2) 0.032(2) 0.002(1) -0.007(1) -0.008(1) O5 0.024(2) 0.014(2) 0.013(2) -0.001(2) 0.000(2) -0.001(2) O6 0.022(2) 0.031(2) 0.027(2) -0.003(1) 0.002(1) -0.008(1) O7 0.023(2) 0.023(2) 0.022(2) -0.004(1) -0.003(1) -0.005(1) O8 0.041(2) 0.024(2) 0.020(2) -0.009(1) -0.002(1) -0.007(1) N1 0.016(2) 0.016(2) 0.016(2) -0.002(1) -0.001(1) -0.004(1) N2 0.020(2) 0.015(2) 0.015(2) -0.001(1) -0.003(1) -0.001(1) N11 0.014(2) 0.014(2) 0.017(2) 0.000(1) -0.003(1) -0.004(1) N21 0.016(2) 0.014(2) 0.020(2) -0.002(1) -0.003(1) -0.004(1) N31 0.026(2) 0.017(2) 0.016(2) -0.004(1) 0.000(1) -0.003(1) N41 0.021(2) 0.017(2) 0.014(2) -0.001(1) -0.001(1) -0.004(1) C1 0.022(2) 0.017(2) 0.021(2) -0.001(2) -0.005(2) -0.001(2) C2 0.017(2) 0.016(2) 0.025(2) -0.007(2) -0.003(2) -0.006(2) C3 0.025(2) 0.022(2) 0.019(2) -0.003(2) 0.001(2) -0.006(2) C4 0.031(2) 0.014(2) 0.015(2) -0.004(2) -0.001(2) 0.003(2) C12 0.015(2) 0.018(2) 0.021(2) 0.000(2) -0.003(2) -0.005(2) C13 0.018(2) 0.021(2) 0.028(2) -0.005(2) -0.001(2) -0.006(2) C14 0.021(2) 0.024(2) 0.036(3) -0.004(2) -0.006(2) -0.015(2) C15 0.022(2) 0.026(2) 0.023(2) -0.001(2) -0.007(2) -0.012(2) C16 0.019(2) 0.015(2) 0.020(2) 0.000(2) -0.004(2) -0.006(2) C17 0.026(2) 0.020(2) 0.014(2) -0.002(2) -0.004(2) -0.005(2) C22 0.021(2) 0.018(2) 0.022(2) -0.001(2) -0.005(2) -0.007(2) C23 0.022(2) 0.024(2) 0.032(2) -0.002(2) -0.009(2) -0.012(2) C24 0.021(2) 0.022(2) 0.039(3) -0.008(2) -0.003(2) -0.006(2) C25 0.023(2) 0.019(2) 0.027(2) -0.006(2) 0.000(2) -0.001(2) C26 0.014(2) 0.016(2) 0.022(2) 0.000(2) -0.001(2) -0.003(2) C27 0.019(2) 0.018(2) 0.017(2) -0.002(2) 0.002(2) -0.002(2) C32 0.031(3) 0.023(2) 0.021(2) -0.011(2) 0.002(2) -0.004(2) C33 0.043(3) 0.020(2) 0.025(2) -0.013(2) -0.001(2) 0.000(2) C34 0.050(3) 0.018(2) 0.024(2) -0.004(2) -0.008(2) 0.000(2) C35 0.033(3) 0.019(2) 0.028(2) -0.001(2) -0.009(2) -0.002(2) C36 0.028(2) 0.017(2) 0.017(2) -0.004(2) -0.003(2) -0.004(2) C37 0.022(2) 0.019(2) 0.019(2) -0.001(2) -0.004(2) -0.001(2) C42 0.018(2) 0.023(2) 0.019(2) 0.001(2) -0.003(2) -0.007(2) C43 0.030(2) 0.022(2) 0.020(2) 0.006(2) -0.008(2) -0.005(2) C44 0.034(3) 0.020(2) 0.024(2) -0.003(2) -0.003(2) 0.002(2) C45 0.024(2) 0.020(2) 0.023(2) -0.003(2) -0.001(2) -0.001(2) C46 0.023(2) 0.017(2) 0.015(2) -0.001(2) -0.001(2) -0.004(2) C47 0.020(2) 0.018(2) 0.016(2) -0.003(2) 0.001(2) -0.002(2) # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O1 1.802(1) . . yes V1 O2 1.609(3) . . yes V1 O3 1.987(3) . . yes V1 N1 2.297(3) . . yes V1 N11 2.092(3) . . yes V1 N21 2.097(3) . . yes V2 O5 1.797(1) . . yes V2 O6 1.604(3) . . yes V2 O7 2.004(3) . . yes V2 N2 2.292(3) . . yes V2 N41 2.098(3) . . yes V2 N31 2.103(3) . . yes O9a Cl1a 1.417(3) . . no Cl1a O10a 1.417 . . no Cl1a O11a 1.417 . . no Cl1a O12a 1.417 . . no O9b Cl1b 1.417 . . no Cl1b O10b 1.417 . . no Cl1b O12b 1.417 . . no Cl1b O11b 1.417 . . no O3 C2 1.295(5) . . no O4 C2 1.225(5) . . no O7 C4 1.295(5) . . no O8 C4 1.227(5) . . no O8 C4 1.227(5) . . no N1 C1 1.480(5) . . no N1 C17 1.478(5) . . no N1 C27 1.485(5) . . no N2 C3 1.480(5) . . no N2 C37 1.482(5) . . no N2 C47 1.485(5) . . no N11 C12 1.348(5) . . no N11 C16 1.355(5) . . no N21 C26 1.347(5) . . no N21 C22 1.350(5) . . no N31 C36 1.347(6) . . no N31 C32 1.357(5) . . no N41 C42 1.349(5) . . no N41 C46 1.351(5) . . no C1 C2 1.514(6) . . no C3 C4 1.519(6) . . no C12 C13 1.374(6) . . no C13 C14 1.392(6) . . no C14 C15 1.377(6) . . no C15 C16 1.385(5) . . no C16 C17 1.507(6) . . no C22 C23 1.377(6) . . no C23 C24 1.383(6) . . no C24 C25 1.385(6) . . no C25 C26 1.391(5) . . no C26 C27 1.506(6) . . no C32 C33 1.372(6) . . no C33 C34 1.379(7) . . no C34 C35 1.386(6) . . no C35 C36 1.385(6) . . no C36 C37 1.504(6) . . no C42 C43 1.387(6) . . no C43 C44 1.378(6) . . no C44 C45 1.393(6) . . no C45 C46 1.387(5) . . no C46 C47 1.508(6) . . no C1 H1a 0.95 . . no C1 H1b 0.95 . . no C3 H3a 0.95 . . no C3 H3b 0.95 . . no C12 H12 0.95 . . no C13 H13 0.95 . . no C14 H14 0.95 . . no C15 H15 0.95 . . no C17 H17a 0.95 . . no C17 H17b 0.95 . . no C22 H22 0.95 . . no C23 H23 0.95 . . no C24 H24 0.95 . . no C25 H25 0.95 . . no C27 H27a 0.95 . . no C27 H27b 0.95 . . no C32 H32 0.95 . . no C33 H33 0.95 . . no C34 H34 0.95 . . no C35 H35 0.95 . . no C37 H37a 0.95 . . no C37 H37b 0.95 . . no C42 H42 0.95 . . no C43 H43 0.95 . . no C44 H44 0.95 . . no C45 H45 0.95 . . no C47 H47a 0.95 . . no C47 H47b 0.95 . . no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 V1 O2 102.8(1) . . . yes O2 V1 O3 93.9(1) . . . yes O2 V1 N11 102.7(1) . . . yes O2 V1 N21 105.0(1) . . . yes O2 V1 N1 170.7(1) . . . yes O1 V1 O3 163.34(9) . . . yes O1 V1 N11 86.80(9) . . . yes O1 V1 N21 89.3(1) . . . yes O1 V1 N1 86.36(9) . . . yes O3 V1 N11 90.3(1) . . . yes O3 V1 N21 85.7(1) . . . yes O3 V1 N1 77.0(1) . . . yes N11 V1 N21 152.2(1) . . . yes N1 V1 N11 75.8(1) . . . yes N1 V1 N21 76.5(1) . . . yes O5 V2 O6 102.9(1) . . . yes O6 V2 O7 92.8(1) . . . yes O6 V2 N41 104.1(1) . . . yes O6 V2 N31 103.7(1) . . . yes O6 V2 N2 169.8(2) . . . yes O5 V2 O7 164.24(9) . . . yes O5 V2 N41 86.89(9) . . . yes O5 V2 N31 89.9(1) . . . yes O5 V2 N2 87.30(9) . . . yes O7 V2 N41 88.0(1) . . . yes O7 V2 N31 87.7(1) . . . yes O7 V2 N2 77.0(1) . . . yes N31 V2 N41 152.1(1) . . . yes N2 V2 N41 76.4(1) . . . yes N2 V2 N31 75.7(1) . . . yes O9a Cl1a O10a 109.47 . . . no O9a Cl1a O11a 109.47 . . . no O9a Cl1a O12a 109.47 . . . no O10a Cl1a O11a 109.47 . . . no O10a Cl1a O12a 109.47 . . . no O11a Cl1a O12a 109.47 . . . no O9b Cl1b O10b 109.47 . . . no O9b Cl1b O11b 109.47 . . . no O9b Cl1b O12b 109.47 . . . no O10b Cl1b O12b 109.47 . . . no O10b Cl1b O11b 109.47 . . . no O11b Cl1b O12b 109.47 . . . no C1 N1 C17 111.7(3) . . . no C17 N1 C27 112.8(3) . . . no C1 N1 C27 112.0(3) . . . no C3 N2 C37 111.9(3) . . . no C3 N2 C47 111.6(3) . . . no C37 N2 C47 112.5(3) . . . no C12 N11 C16 119.4(3) . . . no C22 N21 C26 119.6(3) . . . no C32 N31 C36 119.3(4) . . . no C42 N41 C46 119.6(3) . . . no N1 C1 C2 112.9(3) . . . no O3 C2 O4 123.7(4) . . . no O4 C2 C1 119.9(4) . . . no O3 C2 C1 116.3(4) . . . no N2 C3 C4 113.2(3) . . . no O7 C4 O8 124.8(4) . . . no O8 C4 C3 118.9(4) . . . no O7 C4 C3 116.4(4) . . . no N11 C12 C13 121.9(4) . . . no C12 C13 C14 118.8(4) . . . no C13 C14 C15 119.5(4) . . . no C14 C15 C16 119.2(4) . . . no N11 C16 C15 121.1(4) . . . no N11 C16 C17 116.4(3) . . . no C15 C16 C17 122.3(4) . . . no N1 C17 C16 110.3(3) . . . no N21 C22 C23 121.8(4) . . . no C22 C23 C24 119.1(4) . . . no C23 C24 C25 119.3(4) . . . no C24 C25 C26 119.3(4) . . . no N21 C26 C25 120.9(4) . . . no N21 C26 C27 116.4(3) . . . no C25 C26 C27 122.6(4) . . . no N1 C27 C26 110.4(3) . . . no N31 C32 C33 121.7(4) . . . no C32 C33 C34 119.2(4) . . . no C33 C34 C35 119.3(4) . . . no C34 C35 C36 119.2(4) . . . no N31 C36 C35 121.2(4) . . . no N31 C36 C37 116.2(4) . . . no C35 C36 C37 122.5(4) . . . no N2 C37 C36 109.8(3) . . . no N41 C42 C43 121.2(4) . . . no C42 C43 C44 119.5(4) . . . no C43 C44 C45 119.3(4) . . . no C44 C45 C46 118.9(4) . . . no N41 C46 C45 121.4(4) . . . no N41 C46 C47 116.6(3) . . . no C45 C46 C47 121.8(4) . . . no N2 C47 C46 110.2(3) . . . no H1a C1 H1b 109.4 . . . no N1 C1 H1a 108.6 . . . no C2 C1 H1a 108.7 . . . no N1 C1 H1b 108.6 . . . no C2 C1 H1b 108.6 . . . no H3a C3 H3b 109.4 . . . no N2 C3 H3a 108.6 . . . no C4 C3 H3a 108.6 . . . no N2 C3 H3b 108.5 . . . no C4 C3 H3b 108.6 . . . no N11 C12 H12 119.1 . . . no C13 C12 H12 119.0 . . . no C12 C13 H13 120.6 . . . no C14 C13 H13 120.7 . . . no C15 C14 H14 120.2 . . . no C13 C14 H14 120.2 . . . no C14 C15 H15 120.4 . . . no C16 C15 H15 120.4 . . . no H17a C17 H17b 109.4 . . . no N1 C17 H17a 109.3 . . . no C16 C17 H17a 109.3 . . . no N1 C17 H17b 109.3 . . . no C16 C17 H17b 109.3 . . . no N21 C22 H22 119.1 . . . no C23 C22 H22 119.1 . . . no C22 C23 H23 120.5 . . . no C24 C23 H23 120.4 . . . no C23 C24 H24 120.4 . . . no C25 C24 H24 120.3 . . . no C24 C25 H25 120.4 . . . no C26 C25 H25 120.4 . . . no H27a C27 H27b 109.4 . . . no N1 C27 H27a 109.2 . . . no C26 C27 H27a 109.3 . . . no N1 C27 H27b 109.2 . . . no C26 C27 H27b 109.3 . . . no N31 C32 H32 119.2 . . . no C33 C32 H32 119.1 . . . no C32 C33 H33 120.3 . . . no C34 C33 H33 120.4 . . . no C33 C34 H34 120.3 . . . no C35 C34 H34 120.4 . . . no C36 C35 H35 120.4 . . . no C34 C35 H35 120.4 . . . no H37a C37 H37b 109.5 . . . no N2 C37 H37a 109.4 . . . no C36 C37 H37a 109.4 . . . no N2 C37 H37b 109.4 . . . no C36 C37 H37b 109.4 . . . no N41 C42 H42 119.4 . . . no C43 C42 H42 119.4 . . . no C44 C43 H43 120.2 . . . no C42 C43 H43 120.3 . . . no C43 C44 H44 120.4 . . . no C45 C44 H44 120.4 . . . no C46 C45 H45 120.6 . . . no C44 C45 H45 120.6 . . . no H47a C47 H47b 109.4 . . . no N2 C47 H47a 109.3 . . . no C46 C47 H47a 109.4 . . . no N2 C47 H47b 109.2 . . . no C46 C47 H47b 109.3 . . . no # Attachment 'CIFA_F_3.cif' #============================================================================== data_A _database_code_depnum_ccdc_archive 'CCDC 752393' #============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; insert name here ; _chemical_name_common 'insert name here' _chemical_formula_sum 'C14 H18 N3 O7 V1' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_moiety 'C14 H14 N3 O5 V, 2(H2 O)' _chemical_formula_weight 391.270 _chemical_melting_point ? _chemical_compound_source ? #=================================== # 6. CRYSTAL DATA _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,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z _cell_length_a 7.7960(6) _cell_length_b 14.643(1) _cell_length_c 14.257(1) _cell_angle_alpha 90.0 _cell_angle_beta 99.264(2) _cell_angle_gamma 90.0 _cell_volume 1606.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120 _cell_measurement_reflns_used 8051 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 29.8 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.618 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808.0 _exptl_absorpt_coefficient_mu 0.662 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'XPREP, 1995' _exptl_absorpt_correction_T_min 0.781 _exptl_absorpt_correction_T_max 0.957 #=================================== # 7. EXPERIMENTAL DATA _diffrn_ambient_temperature 120 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'x-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens SMART CCD diffractometer' _diffrn_measurement_method ; \w rotation scans with narrow frames ; _diffrn_standards_decay_% 0 _diffrn_reflns_number 22662 _diffrn_reflns_av_R_equivalents 0.047 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.6 _diffrn_reflns_theta_max 29.8 _diffrn_reflns_reduction_process 22662 _reflns_number_total 4752 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_theta_full 29.8 _reflns_number_gt 3183 _reflns_threshold_expression I>3\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution ; SIR97 (Altomare et al., 1997 ), KRYSTAL ; _computing_structure_refinement 'modified ORFLS(1962), KRYSTAL' _computing_molecular_graphics ; ORTEP-III (Burnett & Johnson, 1996), KRYSTAL ; _computing_publication_material KRYSTAL _atom_type_scat_source IntTabIV #=================================== # 8. REFINEMENT DATA _refine_special_details ; ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w= 1/{[\s~cs~(F^2^)+B +(1+A)F^2^]^1/2^- |F|}^2^ A = 0.03, B = 0.3 ; _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 3183 _refine_ls_number_parameters 242 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_gt 0.035 _refine_ls_wR_factor_ref 0.041 _refine_ls_goodness_of_fit_ref 1.244 _refine_ls_shift/su_max 0.0011 _refine_ls_shift/su_mean 0.00005 _refine_diff_density_max 0.66(7) _refine_diff_density_min -0.47(7) #========================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS 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_thermal_displace_type V1 V 0.23389(4) 0.31535(3) 0.80219(2) 0.0199(2) Uij N1 N 0.1652(2) 0.3611(1) 0.6525(1) 0.017(1) Uij N2 N 0.2171(2) 0.1922(1) 0.7198(1) 0.021(1) Uij N3 N 0.2465(2) 0.4616(1) 0.8076(1) 0.022(1) Uij C1 C 0.0544(3) 0.2885(1) 0.6007(1) 0.021(1) Uij C2 C 0.1300(2) 0.1970(1) 0.6299(1) 0.021(1) Uij C3 C 0.1073(3) 0.1217(1) 0.5704(2) 0.026(1) Uij C4 C 0.1724(3) 0.0381(2) 0.6049(2) 0.030(1) Uij C5 C 0.2596(3) 0.0324(2) 0.6970(2) 0.030(1) Uij C6 C 0.2826(3) 0.1104(2) 0.7519(2) 0.027(1) Uij C7 C 0.0641(2) 0.4471(1) 0.6559(1) 0.021(1) Uij C8 C 0.1595(2) 0.5068(1) 0.7321(1) 0.020(1) Uij C9 C 0.1595(3) 0.6014(2) 0.7272(2) 0.025(1) Uij C10 C 0.2523(3) 0.6510(2) 0.8012(2) 0.029(1) Uij C11 C 0.3409(3) 0.6047(2) 0.8789(2) 0.031(1) Uij C12 C 0.3357(3) 0.5109(2) 0.8795(2) 0.029(1) Uij C13 C 0.3237(2) 0.3777(1) 0.6078(1) 0.018(1) Uij C14 C 0.4908(2) 0.3552(1) 0.6742(1) 0.018(1) Uij O1 O 0.0278(2) 0.3151(1) 0.8076(1) 0.027(1) Uij O2 O 0.3316(2) 0.2354(1) 0.8972(1) 0.035(1) Uij O3 O 0.3444(2) 0.3273(1) 0.9267(1) 0.033(1) Uij O5 O 0.4750(2) 0.3282(1) 0.7576(1) 0.020(1) Uij O6 O 0.6306(2) 0.3655(1) 0.6454(1) 0.024(1) Uij O7 O -0.2490(2) 0.2888(1) 0.9119(1) 0.032(1) Uij O8 O -0.2984(3) 0.0959(1) 0.9642(1) 0.042(1) Uij HO7a H -0.327(4) 0.295(2) 0.877(2) 0.063(11) Uiso HO7b H -0.144(3) 0.288(1) 0.876(2) 0.022(6) Uiso HO8a H -0.339(4) 0.100(2) 1.015(2) 0.055(9) Uiso HO8b H -0.310(4) 0.147(3) 0.941(2) 0.072(12) Uiso H1a H 0.0501 0.2963 0.5342 0.026 Uiso H1b H -0.0597 0.2925 0.6158 0.026 Uiso H3 H 0.0480 0.1273 0.5070 0.031 Uiso H4 H 0.1573 -0.0146 0.5657 0.036 Uiso H5 H 0.3032 -0.0246 0.7223 0.036 Uiso H6 H 0.3466 0.1066 0.8144 0.032 Uiso H7a H -0.0482 0.4334 0.6699 0.025 Uiso H7b H 0.0533 0.4775 0.5963 0.025 Uiso H9 H 0.0965 0.6319 0.6736 0.030 Uiso H10 H 0.2551 0.7158 0.7987 0.035 Uiso H11 H 0.4043 0.6373 0.9308 0.037 Uiso H12 H 0.3974 0.4793 0.9328 0.034 Uiso H13a H 0.3261 0.4402 0.5903 0.022 Uiso H13b H 0.3169 0.3406 0.5526 0.022 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 V1 0.0176(2) 0.0266(2) 0.0159(2) 0.0004(1) 0.0040(1) 0.0038(2) N1 0.014(1) 0.018(1) 0.018(1) -0.001(1) 0.002(1) 0.000(1) N2 0.018(1) 0.023(1) 0.024(1) 0.000(1) 0.005(1) 0.007(1) N3 0.017(1) 0.029(1) 0.020(1) -0.001(1) 0.005(1) -0.003(1) C1 0.020(1) 0.021(1) 0.022(1) -0.003(1) -0.001(1) -0.001(1) C2 0.015(1) 0.024(1) 0.024(1) -0.003(1) 0.004(1) 0.003(1) C3 0.023(1) 0.023(1) 0.030(1) -0.004(1) 0.003(1) 0.000(1) C4 0.027(1) 0.022(1) 0.041(1) -0.004(1) 0.010(1) -0.001(1) C5 0.025(1) 0.023(1) 0.044(1) 0.004(1) 0.012(1) 0.009(1) C6 0.021(1) 0.028(1) 0.031(1) 0.002(1) 0.006(1) 0.009(1) C7 0.017(1) 0.023(1) 0.021(1) 0.002(1) 0.001(1) 0.000(1) C8 0.016(1) 0.026(1) 0.021(1) 0.000(1) 0.006(1) -0.002(1) C9 0.022(1) 0.025(1) 0.029(1) 0.002(1) 0.009(1) -0.002(1) C10 0.026(1) 0.026(1) 0.039(1) -0.002(1) 0.014(1) -0.008(1) C11 0.025(1) 0.036(1) 0.033(1) -0.004(1) 0.007(1) -0.013(1) C12 0.025(1) 0.039(1) 0.022(1) 0.000(1) 0.003(1) -0.006(1) C13 0.018(1) 0.020(1) 0.017(1) -0.001(1) 0.004(1) 0.001(1) C14 0.019(1) 0.016(1) 0.020(1) -0.001(1) 0.003(1) -0.003(1) O1 0.024(1) 0.032(1) 0.027(1) -0.003(1) 0.009(1) 0.004(1) O2 0.040(1) 0.040(1) 0.024(1) 0.003(1) 0.003(1) 0.010(1) O3 0.037(1) 0.044(1) 0.019(1) 0.003(1) 0.003(1) 0.003(1) O5 0.016(1) 0.027(1) 0.017(1) 0.000(1) 0.001(1) 0.003(1) O6 0.017(1) 0.031(1) 0.025(1) -0.001(1) 0.007(1) 0.001(1) O7 0.022(1) 0.046(1) 0.029(1) 0.001(1) 0.002(1) 0.002(1) O8 0.065(1) 0.034(1) 0.033(1) 0.001(1) 0.024(1) -0.003(1) #================================= # 10. MOLECULAR GEOMETRY #4_455 -1.000000 1 0 0 0.500000 0 -1 0 0.500000 0 0 1 #1_455 -1.000000 1 0 0 0.000000 0 1 0 0.000000 0 0 1 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O1 1.621(1) . . yes V1 O2 1.859(2) . . yes V1 O3 1.853(2) . . yes V1 O5 2.088(1) . . yes V1 N1 2.218(2) . . yes V1 N2 2.145(2) . . yes V1 N3 2.145(2) . . yes O2 O3 1.409(2) . . yes N1 C1 1.488(2) . . yes N1 C7 1.490(3) . . yes N1 C13 1.498(2) . . yes N2 C2 1.353(2) . . yes N2 C6 1.352(3) . . yes N3 C8 1.349(2) . . yes N3 C12 1.351(3) . . yes C1 C2 1.496(3) . . yes C2 C3 1.384(3) . . yes C3 C4 1.385(3) . . yes C4 C5 1.380(3) . . yes C5 C6 1.381(3) . . yes C7 C8 1.496(3) . . yes C8 C9 1.388(3) . . yes C9 C10 1.385(3) . . yes C10 C11 1.384(3) . . yes C11 C12 1.375(3) . . yes C13 C14 1.518(3) . . yes C14 O6 1.234(2) . . yes C14 O5 1.278(2) . . yes C1 H1a 0.950 . . no C1 H1b 0.950 . . no C3 H3 0.950 . . no C4 H4 0.950 . . no C5 H5 0.950 . . no C6 H6 0.950 . . no C7 H7a 0.950 . . no C7 H7b 0.950 . . no C9 H9 0.950 . . no C10 H10 0.950 . . no C11 H11 0.950 . . no C12 H12 0.950 . . no C13 H13a 0.950 . . no C13 H13b 0.950 . . no O7 HO7a 0.73(3) . . no O7 HO7b 1.03(2) . . no O8 HO8b 0.82(4) . . no O8 HO8a 0.84(3) . . no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 V1 O2 104.86(8) . . . yes O1 V1 O3 105.41(8) . . . yes O1 V1 O5 164.35(7) . . . yes O1 V1 N1 87.67(7) . . . yes O1 V1 N2 92.89(7) . . . yes O1 V1 N3 92.36(7) . . . yes O2 V1 O3 44.62(7) . . . yes O2 V1 O5 89.72(6) . . . yes O2 V1 N1 153.97(7) . . . yes O2 V1 N2 81.44(7) . . . yes O2 V1 N3 126.29(7) . . . yes O3 V1 O5 88.90(6) . . . yes O3 V1 N1 153.68(7) . . . yes O3 V1 N2 125.61(7) . . . yes O3 V1 N3 81.94(7) . . . yes O5 V1 N1 76.69(5) . . . yes O5 V1 N2 83.53(6) . . . yes O5 V1 N3 83.27(6) . . . yes N1 V1 N2 75.12(6) . . . yes N1 V1 N3 74.66(6) . . . yes N2 V1 N3 149.06(6) . . . yes V1 N1 C1 107.0(1) . . . yes V1 N1 C7 105.7(1) . . . yes V1 N1 C13 111.7(1) . . . yes V1 N2 C2 116.9(1) . . . yes V1 N2 C6 124.9(1) . . . yes V1 N3 C8 116.5(1) . . . yes V1 N3 C12 125.1(1) . . . yes V1 O2 O3 67.45(9) . . . yes V1 O3 O2 67.93(9) . . . yes V1 O5 C14 122.5(1) . . . yes C1 N1 C7 110.6(1) . . . yes C1 N1 C13 110.9(2) . . . yes C7 N1 C13 110.7(2) . . . yes C2 N2 C6 118.2(2) . . . yes C8 N3 C12 118.4(2) . . . yes N1 C1 C2 109.3(2) . . . yes N2 C2 C3 122.3(2) . . . yes N2 C2 C1 115.2(2) . . . yes C1 C2 C3 122.5(2) . . . yes C2 C3 C4 118.9(2) . . . yes C3 C4 C5 119.2(2) . . . yes C4 C5 C6 119.2(2) . . . yes N2 C6 C5 122.2(2) . . . yes N1 C7 C8 108.3(2) . . . yes N3 C8 C9 121.7(2) . . . yes N3 C8 C7 114.9(2) . . . yes C7 C8 C9 123.4(2) . . . yes C8 C9 C10 119.3(2) . . . yes C9 C10 C11 119.1(2) . . . yes C10 C11 C12 118.9(2) . . . yes N3 C12 C11 122.7(2) . . . yes N1 C13 C14 112.5(2) . . . yes O5 C14 O6 124.7(2) . . . yes C13 C14 O6 118.8(2) . . . yes C13 C14 O5 116.5(2) . . . yes H1a C1 H1b 109.5 . . . no N1 C1 H1a 109.5 . . . no C2 C1 H1a 109.5 . . . no N1 C1 H1b 109.5 . . . no C2 C1 H1b 109.5 . . . no C2 C3 H3 120.6 . . . no C4 C3 H3 120.6 . . . no C5 C4 H4 120.4 . . . no C3 C4 H4 120.4 . . . no C4 C5 H5 120.4 . . . no C6 C5 H5 120.4 . . . no N2 C6 H6 118.9 . . . no C5 C6 H6 118.9 . . . no H7a C7 H7b 109.5 . . . no N1 C7 H7a 109.8 . . . no C8 C7 H7a 109.8 . . . no N1 C7 H7b 109.8 . . . no C8 C7 H7b 109.8 . . . no C10 C9 H9 120.4 . . . no C8 C9 H9 120.4 . . . no C11 C10 H10 120.5 . . . no C9 C10 H10 120.5 . . . no C12 C11 H11 120.6 . . . no C10 C11 H11 120.6 . . . no N3 C12 H12 118.7 . . . no C11 C12 H12 118.7 . . . no H13a C13 H13b 109.5 . . . no N1 C13 H13a 108.7 . . . no C14 C13 H13a 108.7 . . . no N1 C13 H13b 108.7 . . . no C14 C13 H13b 108.7 . . . no HO7a O7 HO7b 107(3) . . . no HO8a O8 HO8b 104(3) . . . no loop_ _publ_manuscript_incl_extra_item '_geom_bond_atom_site_label_D' '_geom_bond_atom_site_label_H' '_geom_contact_atom_site_label_A' '_geom_bond_distance_DH' '_geom_contact_distance_HA' '_geom_contact_distance_DA' '_geom_angle_DHA' '_geom_contact_site_symmetry_A' loop_ _geom_bond_atom_site_label_D _geom_bond_atom_site_label_H _geom_contact_atom_site_label_A _geom_bond_distance_DH _geom_contact_distance_HA _geom_contact_distance_DA _geom_angle_DHA _geom_contact_site_symmetry_A O7 HO7a O5 0.73(3) 2.16(3) 2.876(2) 169(4) 1_455 O7 HO7b O1 1.03(2) 1.82(2) 2.837(2) 167(2) . O8 HO8a O6 0.84(3) 1.98(3) 2.786(2) 162(3) 4_455 O8 HO8b O7 0.82(4) 2.19(4) 2.963(3) 159(3) . #============================================================================== data_B _database_code_depnum_ccdc_archive 'CCDC 752394' #============================================================================== #============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; insert name here ; _chemical_name_common 'insert name here' _chemical_formula_sum 'C14 H18 N 3 O 6.416 V1' _chemical_formula_structural (C14H14N3O5V)0.416(C14H14N3O4V)0.584.2H2O _chemical_formula_analytical ? _chemical_formula_moiety ? _chemical_formula_weight 381.93 _chemical_melting_point ? _chemical_compound_source ? #================================== # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z _cell_length_a 7.8846(8) _cell_length_b 14.600(2) _cell_length_c 14.100(2) _cell_angle_alpha 90.0 _cell_angle_beta 99.984(2) _cell_angle_gamma 90.0 _cell_volume 1598.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120 _cell_measurement_reflns_used 6390 _cell_measurement_theta_min 2.7 _cell_measurement_theta_max 29.8 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.44 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.587 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 789.312 _exptl_absorpt_coefficient_mu 0.660 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details XPREP,1995 _exptl_absorpt_correction_T_min 0.713 _exptl_absorpt_correction_T_max 0.873 #================================== # 7. EXPERIMENTAL DATA _diffrn_ambient_temperature 120 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'x-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens SMART CCD diffractometer' _diffrn_measurement_method ; \w rotation scans with narrow frames ; _diffrn_standards_decay_% 0 _diffrn_reflns_number 18740 _diffrn_reflns_av_R_equivalents 0.058 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.0 _diffrn_reflns_theta_max 29.8 _diffrn_reflns_reduction_process 18740 _diffrn_measured_fraction_theta_max 0.98 _diffrn_measured_fraction_theta_full 0.98 _diffrn_reflns_theta_full 29.8 _reflns_number_total 4664 _reflns_number_gt 4015 _reflns_threshold_expression I>3\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution ; SIR97 (Cascarano et al., 1996) KRYSTAL ; _computing_structure_refinement 'modified ORFLS(1962), KRYSTAL' _computing_molecular_graphics ; ORTEP-III (Burnett & Johnson, 1996), KRYSTAL ; _computing_publication_material KRYSTAL _atom_type_scat_source IntTabIV #================================== # 8. REFINEMENT DATA _refine_special_details ; sfls: F calc weight full matrix ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; 1/{[\s~cs~(F^2^)+B +(1+A)F^2^]^1/2^-|F|}^2^ A = 0.03, B = 0.5 ; _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 4015 _refine_ls_number_parameters 252 _refine_ls_number_restraints 0 _refine_ls_number_constraints 2 _refine_ls_R_factor_gt 0.030 _refine_ls_wR_factor_ref 0.034 _refine_ls_goodness_of_fit_ref 0.975 _refine_ls_shift/su_max 0.0007 _refine_ls_shift/su_mean 0.0001 _refine_diff_density_max 0.50(6) _refine_diff_density_min -0.58(6) #========================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS 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_thermal_displace_type _atom_site_occupancy V1 V 0.22810(3) 0.31600(2) 0.80288(2) 0.0152(1) Uij 1. N1 N 0.1599(1) 0.3631(1) 0.6469(1) 0.0151(5) Uij 1. N2 N 0.2151(1) 0.1931(1) 0.7211(1) 0.0180(5) Uij 1. N3 N 0.2421(1) 0.4614(1) 0.8094(1) 0.0175(5) Uij 1. C1 C 0.0510(2) 0.2887(1) 0.5965(1) 0.0184(6) Uij 1. C2 C 0.1297(2) 0.1973(1) 0.6289(1) 0.0177(6) Uij 1. C3 C 0.1106(2) 0.1206(1) 0.5694(1) 0.0223(7) Uij 1. C4 C 0.1767(2) 0.0370(1) 0.6064(1) 0.0254(7) Uij 1. C5 C 0.2631(2) 0.0326(1) 0.7012(1) 0.0252(7) Uij 1. C6 C 0.2829(2) 0.1122(1) 0.7560(1) 0.0220(7) Uij 1. C7 C 0.0605(2) 0.4493(1) 0.6524(1) 0.0181(6) Uij 1. C8 C 0.1573(2) 0.5077(1) 0.7321(1) 0.0168(6) Uij 1. C9 C 0.1611(2) 0.6030(1) 0.7285(1) 0.0204(6) Uij 1. C10 C 0.2544(2) 0.6517(1) 0.8049(1) 0.0233(7) Uij 1. C11 C 0.3413(2) 0.6040(1) 0.8842(1) 0.0244(7) Uij 1. C12 C 0.3323(2) 0.5091(1) 0.8837(1) 0.0219(7) Uij 1. C13 C 0.3163(2) 0.3790(1) 0.6026(1) 0.0171(6) Uij 1. C14 C 0.4825(2) 0.3562(1) 0.6712(1) 0.0163(6) Uij 1. O1 O 0.0219(1) 0.3146(1) 0.8076(1) 0.0225(5) Uij 1. O2 O 0.3291(4) 0.2349(3) 0.8973(2) 0.028(2) Uij 0.416(6) O3 O 0.3422(5) 0.3268(3) 0.9275(3) 0.026(2) Uij 0.416 O4 O 0.3260(3) 0.2867(2) 0.9110(2) 0.021(1) Uij 0.584 O5 O 0.4669(1) 0.3301(1) 0.7563(1) 0.0179(4) Uij 1. O6 O 0.6216(1) 0.3654(1) 0.6429(1) 0.0218(5) Uij 1. O7 O -0.2545(1) 0.2927(1) 0.9078(1) 0.0256(6) Uij 1. O8 O -0.3183(2) 0.1015(1) 0.9570(1) 0.0435(9) Uij 1. HO7a H -0.340(3) 0.302(2) 0.870(2) 0.046(6) Uiso 1. HO7b H -0.181(3) 0.297(1) 0.876(2) 0.043(6) Uiso 1. HO8a H -0.342(3) 0.104(1) 1.010(2) 0.036(5) Uiso 1. HO8b H -0.316(3) 0.152(2) 0.940(2) 0.052(7) Uiso 1. H1a H 0.0450 0.2949 0.5289 0.022 Uiso 1. H1b H -0.0616 0.2925 0.6116 0.022 Uiso 1. H3 H 0.0533 0.1252 0.5045 0.027 Uiso 1. H4 H 0.1630 -0.0164 0.5674 0.030 Uiso 1. H5 H 0.3078 -0.0239 0.7280 0.030 Uiso 1. H6 H 0.3460 0.1098 0.8198 0.026 Uiso 1. H7a H -0.0506 0.4353 0.6659 0.022 Uiso 1. H7b H 0.0491 0.4813 0.5930 0.022 Uiso 1. H9 H 0.1003 0.6345 0.6741 0.025 Uiso 1. H10 H 0.2588 0.7167 0.8031 0.028 Uiso 1. H11 H 0.4054 0.6357 0.9375 0.029 Uiso 1. H12 H 0.3917 0.4764 0.9376 0.026 Uiso 1. H13a H 0.3193 0.4417 0.5847 0.021 Uiso 1. H13b H 0.3091 0.3417 0.5469 0.021 Uiso 1. loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 V1 0.0151(1) 0.0156(1) 0.0144(1) -0.0005(1) 0.0008(1) 0.0022(1) N1 0.0133(5) 0.0138(5) 0.0173(5) -0.0004(4) 0.0000(4) 0.0002(4) N2 0.0160(5) 0.0167(5) 0.0207(5) -0.0005(4) 0.0017(4) 0.0036(4) N3 0.0161(5) 0.0179(5) 0.0181(5) 0.0004(4) 0.0020(4) -0.0005(4) C1 0.0178(6) 0.0162(6) 0.0188(6) -0.0022(5) -0.0036(5) 0.0002(5) C2 0.0159(5) 0.0163(6) 0.0203(6) -0.0022(4) 0.0014(5) 0.0015(5) C3 0.0217(6) 0.0198(6) 0.0245(7) -0.0036(5) 0.0021(5) -0.0015(5) C4 0.0255(7) 0.0175(6) 0.0342(8) -0.0024(5) 0.0076(6) -0.0025(6) C5 0.0230(7) 0.0179(6) 0.0355(8) 0.0033(5) 0.0072(6) 0.0058(6) C6 0.0193(6) 0.0199(6) 0.0261(7) 0.0015(5) 0.0020(5) 0.0059(5) C7 0.0167(6) 0.0169(6) 0.0193(6) 0.0034(5) -0.0006(5) 0.0017(5) C8 0.0145(5) 0.0169(6) 0.0194(6) 0.0010(4) 0.0041(5) 0.0004(5) C9 0.0210(6) 0.0169(6) 0.0247(7) 0.0023(5) 0.0074(5) 0.0012(5) C10 0.0230(7) 0.0178(6) 0.0311(7) -0.0008(5) 0.0108(6) -0.0044(5) C11 0.0225(7) 0.0238(7) 0.0269(7) -0.0026(5) 0.0045(6) -0.0076(6) C12 0.0208(6) 0.0231(7) 0.0207(6) -0.0002(5) 0.0009(5) -0.0029(5) C13 0.0168(6) 0.0187(6) 0.0157(6) -0.0003(5) 0.0022(5) 0.0020(5) C14 0.0174(6) 0.0135(5) 0.0173(6) -0.0005(4) 0.0013(5) -0.0020(4) O1 0.0189(4) 0.0223(5) 0.0266(5) -0.0016(4) 0.0045(4) 0.0013(4) O2 0.036(2) 0.025(2) 0.021(1) 0.000(1) -0.001(1) 0.006(1) O3 0.032(2) 0.024(2) 0.020(2) 0.000(1) -0.001(1) 0.003(1) O4 0.026(1) 0.020(2) 0.015(1) 0.001(1) 0.001(1) 0.003(1) O5 0.0161(4) 0.0213(5) 0.0153(4) 0.0001(3) -0.0003(3) 0.0026(3) O6 0.0172(4) 0.0270(5) 0.0219(5) -0.0003(4) 0.0049(4) 0.0005(4) O7 0.0184(5) 0.0351(6) 0.0227(5) 0.0002(4) 0.0021(4) 0.0017(4) O8 0.0777(11) 0.0268(7) 0.0338(7) -0.0054(6) 0.0311(7) -0.0060(5) #================================= # 10. MOLECULAR GEOMETRY #1_455 -1.000000 1 0 0 0.000000 0 1 0 0.000000 0 0 1 #4_455 -1.000000 1 0 0 0.500000 0 -1 0 0.500000 0 0 1 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance V1 O1 1.639(1) V1 O2 1.855(3) V1 O3 1.837(4) V1 O4 1.641(2) V1 O5 2.109(1) V1 N1 2.278(1) V1 N2 2.125(1) V1 N3 2.127(1) N1 C1 1.487(2) N1 C7 1.492(2) N1 C13 1.494(2) N2 C2 1.358(2) N2 C6 1.354(2) N3 C8 1.356(2) N3 C12 1.352(2) C1 C2 1.509(2) C2 C3 1.391(2) C3 C4 1.392(2) C4 C5 1.393(2) C5 C6 1.389(2) C7 C8 1.508(2) C8 C9 1.392(2) C9 C10 1.391(2) C10 C11 1.393(2) C11 C12 1.387(2) C13 C14 1.525(2) C14 O5 1.284(2) C14 O6 1.237(2) O2 O3 1.406(6) C1 H1a 0.950 C1 H1b 0.950 C3 H3 0.950 C4 H4 0.950 C5 H5 0.950 C6 H6 0.950 C7 H7a 0.950 C7 H7b 0.950 C9 H9 0.950 C10 H10 0.950 C11 H11 0.950 C12 H12 0.950 C13 H13a 0.950 C13 H13b 0.950 O7 HO7a 0.79(2) O7 HO7b 0.80(2) O8 HO8b 0.77(3) O8 HO8a 0.80(2) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle O1 V1 O2 105.6(1) O1 V1 O3 106.7(1) O1 V1 O4 105.60(9) O1 V1 O5 163.63(5) O1 V1 N1 88.48(5) O1 V1 N2 93.24(5) O1 V1 N3 93.17(5) O2 V1 O3 44.8(2) O2 V1 O5 89.5(1) O2 V1 N1 152.3(1) O2 V1 N2 79.9(1) O2 V1 N3 126.4(1) O3 V1 O5 88.5(1) O3 V1 N1 153.2(1) O3 V1 N2 124.1(1) O3 V1 N3 82.0(1) O4 V1 O5 90.76(8) O4 V1 N1 165.82(8) O4 V1 N2 104.8(1) O4 V1 N3 102.0(1) O5 V1 N1 75.15(4) O5 V1 N2 82.84(4) O5 V1 N3 82.72(4) N1 V1 N2 75.53(5) N1 V1 N3 75.05(4) N2 V1 N3 149.67(5) V1 N1 C1 105.14(7) V1 N1 C7 104.04(8) V1 N1 C13 112.14(8) V1 N2 C2 116.84(9) V1 N2 C6 124.1(1) V1 N3 C8 116.63(9) V1 N3 C12 124.31(9) V1 O2 O3 66.9(2) V1 O3 O2 68.3(2) V1 O4 O2 93.0(3) V1 O4 O3 97.7(4) V1 O5 C14 123.75(8) C1 N1 C7 112.1(1) C1 N1 C13 111.3(1) C7 N1 C13 111.7(1) C2 N2 C6 119.0(1) C8 N3 C12 119.0(1) N1 C1 C2 109.2(1) N2 C2 C3 121.7(1) N2 C2 C1 116.0(1) C1 C2 C3 122.2(1) C2 C3 C4 119.0(1) C3 C4 C5 119.3(1) C4 C5 C6 119.0(1) N2 C6 C5 121.9(1) N1 C7 C8 108.3(1) N3 C8 C9 121.1(1) N3 C8 C7 115.6(1) C7 C8 C9 123.3(1) C8 C9 C10 119.6(1) C9 C10 C11 119.2(1) C10 C11 C12 118.5(1) N3 C12 C11 122.5(1) N1 C13 C14 112.4(1) O5 C14 O6 124.6(1) C13 C14 O6 118.9(1) C13 C14 O5 116.5(1) H1a C1 H1b 109.5 N1 C1 H1a 109.5 C2 C1 H1a 109.5 N1 C1 H1b 109.5 C2 C1 H1b 109.5 C4 C3 H3 120.5 C2 C3 H3 120.5 C5 C4 H4 120.3 C3 C4 H4 120.3 C4 C5 H5 120.5 C6 C5 H5 120.5 N2 C6 H6 119.0 C5 C6 H6 119.0 H7a C7 H7b 109.5 N1 C7 H7a 109.8 C8 C7 H7a 109.8 N1 C7 H7b 109.8 C8 C7 H7b 109.8 C10 C9 H9 120.2 C8 C9 H9 120.2 C11 C10 H10 120.4 C9 C10 H10 120.4 C12 C11 H11 120.7 C10 C11 H11 120.7 N3 C12 H12 118.7 C11 C12 H12 118.7 H13a C13 H13b 109.5 N1 C13 H13a 108.7 C14 C13 H13a 108.7 N1 C13 H13b 108.7 C14 C13 H13b 108.7 HO7a O7 HO7b 103(2) HO8a O8 HO8b 105(2) loop_ _publ_manuscript_incl_extra_item '_geom_bond_atom_site_label_D' '_geom_bond_atom_site_label_H' '_geom_contact_atom_site_label_A' '_geom_bond_distance_DH' '_geom_contact_distance_HA' '_geom_contact_distance_DA' '_geom_angle_DHA' '_geom_contact_site_symmetry_A' loop_ _geom_bond_atom_site_label_D _geom_bond_atom_site_label_H _geom_contact_atom_site_label_A _geom_bond_distance_DH _geom_contact_distance_HA _geom_contact_distance_DA _geom_angle_DHA _geom_contact_site_symmetry_A O7 HO7a O5 0.79(2) 2.06(3) 2.839(1) 171(2) 1_455 O7 HO7b O1 0.80(2) 2.02(2) 2.812(2) 173(2) . O8 HO8a O6 0.80(2) 2.00(2) 2.786(2) 169(2) 4_455 O8 HO8b O7 0.77(3) 2.18(3) 2.941(2) 168(3) . #============================================================================== data_C _database_code_depnum_ccdc_archive 'CCDC 752395' #============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; insert name here ; _chemical_name_common 'insert name here' _chemical_formula_sum 'C14 H18 N3 O6.093 V' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_moiety '[(C14H14N3)V(O2)0.093(O)0.907].2H2O' _chemical_formula_weight 376.76 _chemical_melting_point ? _chemical_compound_source ? #=================================== # 6. CRYSTAL DATA _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,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z _cell_length_a 7.8934(5) _cell_length_b 14.521(1) _cell_length_c 13.9242(9) _cell_angle_alpha 90.0 _cell_angle_beta 100.349(1) _cell_angle_gamma 90.0 _cell_volume 1570.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120 _cell_measurement_reflns_used 6452 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 28.3 _exptl_crystal_description lozenge _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.594 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 778.976 _exptl_absorpt_coefficient_mu 0.6695 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'XPREP, 1995' _exptl_absorpt_correction_T_min 0.826 _exptl_absorpt_correction_T_max 0.927 #=================================== # 7. EXPERIMENTAL DATA _diffrn_ambient_temperature 120 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'x-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens SMART CCD diffractometer' _diffrn_measurement_method ; \w rotation scans with narrow frames ; _diffrn_standards_decay_% 0 _diffrn_reflns_number 16048 _diffrn_reflns_av_R_equivalents 0.043 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.0 _diffrn_reflns_theta_max 28.3 _diffrn_reflns_reduction_process 16048 _reflns_number_total 4039 _diffrn_measured_fraction_theta_max 99.5% _diffrn_measured_fraction_theta_full 99.5% _diffrn_reflns_theta_full 28.3 _reflns_number_gt 2918 _reflns_threshold_expression I>3\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution ; SIR97 (Altomare et al., 1997 ), KRYSTAL ; _computing_structure_refinement 'modified ORFLS(1962), KRYSTAL' _computing_molecular_graphics ; ORTEP-III (Burnett & Johnson, 1996), KRYSTAL ; _computing_publication_material KRYSTAL _atom_type_scat_source IntTabIV #=================================== # 8. REFINEMENT DATA _refine_special_details ; H atoms of ligand kept at C-H = 0.95 with Uiso = 1.2x Ueq for atom to which it is attached, H atoms on water O refined x,y,z,Uiso ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w= 1/{[\s~cs~(F^2^)+B+(1i+A)F^2^]^1/2^- |F|}^2^ where A = 0.03 and B = 0.00 ; _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 2918 _refine_ls_number_parameters 240 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_gt 0.026 _refine_ls_wR_factor_ref 0.034 _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_shift/su_max 0.00126 _refine_ls_shift/su_mean 0.00003 _refine_diff_density_max 0.39(6) _refine_diff_density_min -0.37(6) #========================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS 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_thermal_displace_type _atom_site_occupancy V1 V 0.22534(4) 0.31694(2) 0.80394(2) 0.0122(1) Uij 1. N1 N 0.1565(2) 0.36424(9) 0.64431(10) 0.0138(7) Uij 1. N2 N 0.2137(2) 0.19433(9) 0.72260(10) 0.0151(7) Uij 1. N3 N 0.2399(2) 0.46153(10) 0.81057(10) 0.0157(7) Uij 1. C1 C 0.0487(2) 0.2887(1) 0.5952(1) 0.0175(9) Uij 1. C2 C 0.1285(2) 0.1975(1) 0.6291(1) 0.0160(9) Uij 1. C3 C 0.1116(2) 0.1205(1) 0.5700(1) 0.0192(9) Uij 1. C4 C 0.1784(2) 0.0373(1) 0.6082(1) 0.0227(10) Uij 1. C5 C 0.2647(2) 0.0340(1) 0.7041(1) 0.0219(10) Uij 1. C6 C 0.2830(2) 0.1139(1) 0.7586(1) 0.0191(9) Uij 1. C7 C 0.0590(2) 0.4505(1) 0.6510(1) 0.0163(9) Uij 1. C8 C 0.1563(2) 0.5084(1) 0.7322(1) 0.0153(8) Uij 1. C9 C 0.1625(2) 0.6036(1) 0.7288(1) 0.0191(9) Uij 1. C10 C 0.2562(2) 0.6520(1) 0.8064(1) 0.0207(10) Uij 1. C11 C 0.3415(2) 0.6037(1) 0.8867(1) 0.0214(10) Uij 1. C12 C 0.3302(2) 0.5090(1) 0.8859(1) 0.0193(9) Uij 1. C13 C 0.3124(2) 0.3799(1) 0.6000(1) 0.0158(9) Uij 1. C14 C 0.4780(2) 0.3571(1) 0.6700(1) 0.0150(9) Uij 1. O1 O 0.0191(2) 0.31516(8) 0.80854(9) 0.0201(7) Uij 1. O2 O 0.3409(22) 0.3279(9) 0.9306(3) 0.0250 Uiso 0.093(3) O3 O 0.3287(19) 0.2367(7) 0.8991(7) 0.0250 Uiso 0.093 O4 O 0.3253(2) 0.28791(10) 0.91205(10) 0.020(1) Uij 0.907 O5 O 0.4625(1) 0.33183(8) 0.75613(8) 0.0160(6) Uij 1. O6 O 0.6168(1) 0.36520(8) 0.64167(9) 0.0195(7) Uij 1. O7 O -0.2577(2) 0.29406(9) 0.90598(10) 0.0225(7) Uij 1. O8 O -0.3310(2) 0.10435(11) 0.95277(13) 0.0386(11) Uij 1. HO7a H -0.344(3) 0.304(2) 0.865(2) 0.040(7) Uiso 1. HO7b H -0.182(3) 0.300(1) 0.875(2) 0.034(7) Uiso 1. HO8a H -0.353(3) 0.104(2) 1.009(2) 0.049(8) Uiso 1. HO8b H -0.327(3) 0.152(2) 0.938(2) 0.038(8) Uiso 1. H1a H 0.0413 0.2939 0.5265 0.021 Uiso 1. H1b H -0.0634 0.2925 0.6107 0.021 Uiso 1. H3 H 0.0549 0.1245 0.5039 0.023 Uiso 1. H4 H 0.1653 -0.0168 0.5692 0.027 Uiso 1. H5 H 0.3106 -0.0224 0.7319 0.026 Uiso 1. H6 H 0.3462 0.1121 0.8234 0.023 Uiso 1. H7a H -0.0519 0.4364 0.6644 0.020 Uiso 1. H7b H 0.0473 0.4832 0.5911 0.020 Uiso 1. H9 H 0.1028 0.6357 0.6735 0.023 Uiso 1. H10 H 0.2620 0.7173 0.8047 0.025 Uiso 1. H11 H 0.4063 0.6351 0.9410 0.026 Uiso 1. H12 H 0.3884 0.4757 0.9408 0.023 Uiso 1. H13a H 0.3156 0.4427 0.5816 0.019 Uiso 1. H13b H 0.3051 0.3421 0.5437 0.019 Uiso 1. loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 V1 0.0137(1) 0.0123(1) 0.0105(1) -0.0002(1) 0.0019(1) 0.0016(1) N1 0.0136(7) 0.0122(7) 0.0152(7) 0.0002(5) 0.0013(5) -0.0001(6) N2 0.0154(7) 0.0137(7) 0.0163(7) -0.0004(5) 0.0029(6) 0.0031(6) N3 0.0156(7) 0.0165(7) 0.0154(7) 0.0004(6) 0.0036(6) -0.0002(6) C1 0.0184(8) 0.0168(9) 0.0152(9) -0.0021(7) -0.0023(7) -0.0008(7) C2 0.0143(8) 0.0161(9) 0.0176(9) -0.0031(6) 0.0030(6) 0.0018(7) C3 0.0200(9) 0.0183(9) 0.0191(9) -0.0036(7) 0.0029(7) -0.0010(7) C4 0.0251(9) 0.0169(9) 0.0275(10) -0.0030(7) 0.0088(8) -0.0031(8) C5 0.0225(9) 0.0160(9) 0.0284(10) 0.0031(7) 0.0074(8) 0.0056(8) C6 0.0191(8) 0.0183(9) 0.0197(9) 0.0004(7) 0.0028(7) 0.0043(7) C7 0.0172(8) 0.0155(8) 0.0154(8) 0.0037(7) 0.0004(7) 0.0014(7) C8 0.0150(8) 0.0159(8) 0.0160(8) 0.0020(6) 0.0056(7) 0.0004(7) C9 0.0214(9) 0.0169(9) 0.0209(9) 0.0034(7) 0.0088(7) 0.0025(7) C10 0.0236(9) 0.0149(8) 0.0261(10) -0.0005(7) 0.0113(8) -0.0025(7) C11 0.0222(9) 0.0203(9) 0.0225(10) -0.0031(7) 0.0058(7) -0.0067(7) C12 0.0200(8) 0.0217(9) 0.0163(9) -0.0011(7) 0.0035(7) -0.0022(7) C13 0.0178(8) 0.0173(9) 0.0127(8) -0.0007(7) 0.0034(7) 0.0004(7) C14 0.0194(8) 0.0096(8) 0.0160(9) -0.0004(6) 0.0030(7) -0.0022(7) O1 0.0197(6) 0.0193(6) 0.0223(7) -0.0013(5) 0.0064(5) 0.0004(5) O4 0.027(1) 0.019(1) 0.014(1) 0.002(1) 0.002(1) 0.003(1) O5 0.0161(6) 0.0186(6) 0.0127(6) -0.0001(5) 0.0014(5) 0.0027(5) O6 0.0171(6) 0.0237(7) 0.0188(6) -0.0001(5) 0.0057(5) -0.0002(5) O7 0.0174(7) 0.0322(8) 0.0178(7) 0.0008(6) 0.0030(6) 0.0019(6) O8 0.0711(12) 0.0228(9) 0.0286(9) -0.0044(8) 0.0271(8) -0.0032(7) #================================= # 10. MOLECULAR GEOMETRY #1_455 -1.000000 1 0 0 0.000000 0 1 0 0.000000 0 0 1 #4_455 -1.000000 1 0 0 0.500000 0 -1 0 0.500000 0 0 1 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O1 1.640(1) . . yes V1 O2 1.841(7) . . yes V1 O3 1.842(5) . . yes V1 O4 1.625(1) . . yes V1 O5 2.108(1) . . yes V1 N1 2.296(1) . . yes V1 N2 2.103(1) . . yes V1 N3 2.104(1) . . yes N1 C1 1.479(2) . . yes N1 C7 1.482(2) . . yes N1 C13 1.490(2) . . yes N2 C6 1.348(2) . . yes N2 C2 1.355(2) . . yes N3 C12 1.347(2) . . yes N3 C8 1.353(2) . . yes C1 C2 1.505(2) . . yes C2 C3 1.381(2) . . yes C3 C4 1.385(2) . . yes C4 C5 1.387(2) . . yes C5 C6 1.379(2) . . yes C7 C8 1.504(2) . . yes C8 C9 1.384(2) . . yes C9 C10 1.386(2) . . yes C10 C11 1.388(3) . . yes C11 C12 1.378(2) . . yes C13 C14 1.520(2) . . yes C14 O6 1.234(2) . . yes C14 O5 1.281(2) . . yes O2 O3 1.393(8) . . yes C1 H1a 0.950 . . no C1 H1b 0.950 . . no C3 H3 0.950 . . no C4 H4 0.950 . . no C5 H5 0.950 . . no C6 H6 0.950 . . no C7 H7a 0.950 . . no C7 H7b 0.950 . . no C9 H9 0.950 . . no C10 H10 0.950 . . no C11 H11 0.950 . . no C12 H12 0.950 . . no C13 H13a 0.950 . . no C13 H13b 0.950 . . no O7 HO7a 0.81(2) . . no O7 HO7b 0.80(2) . . no O8 HO8a 0.83(3) . . no O8 HO8b 0.72(2) . . no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 V1 O2 106.7(5) . . . yes O1 V1 O3 106.1(5) . . . yes O1 V1 O4 106.25(7) . . . yes O1 V1 O5 163.28(5) . . . yes O1 V1 N1 88.77(6) . . . yes O1 V1 N2 93.45(6) . . . yes O1 V1 N3 93.48(5) . . . yes O2 V1 O3 44.5(3) . . . yes O2 V1 O5 88.8(5) . . . yes O2 V1 N1 153.1(5) . . . yes O2 V1 N2 123.7(4) . . . yes O2 V1 N3 81.8(4) . . . yes O3 V1 O5 89.3(5) . . . yes O3 V1 N1 152.0(4) . . . yes O3 V1 N3 125.9(4) . . . yes O3 V1 N2 79.8(4) . . . yes O4 V1 O5 90.46(6) . . . yes O4 V1 N1 164.90(6) . . . yes O4 V1 N2 104.26(7) . . . yes O4 V1 N3 101.80(7) . . . yes O5 V1 N1 74.50(5) . . . yes O5 V1 N2 82.65(5) . . . yes O5 V1 N3 82.34(5) . . . yes N1 V1 N2 75.65(5) . . . yes N1 V1 N3 75.26(5) . . . yes N2 V1 N3 149.90(5) . . . yes V1 O2 O3 67.8(4) . . . yes V1 O2 O4 60.5(6) . . . yes V1 O3 O2 67.8(3) . . . yes V1 O3 O4 61.7(4) . . . yes V1 O5 C14 124.4(1) . . . yes V1 N1 C1 104.0(1) . . . yes V1 N1 C7 103.1(1) . . . yes V1 N1 C13 112.1(1) . . . yes V1 N2 C2 117.0(1) . . . yes V1 N2 C6 123.9(1) . . . yes V1 N3 C8 116.9(1) . . . yes V1 N3 C12 124.2(1) . . . yes C1 N1 C7 113.2(1) . . . yes C1 N1 C13 111.8(1) . . . yes C7 N1 C13 112.0(1) . . . yes C2 N2 C6 119.1(1) . . . yes C8 N3 C12 118.9(1) . . . yes N1 C1 C2 109.5(1) . . . yes N2 C2 C3 121.5(2) . . . yes N2 C2 C1 116.1(1) . . . yes C1 C2 C3 122.4(2) . . . yes C2 C3 C4 119.2(2) . . . yes C3 C4 C5 119.1(2) . . . yes C4 C5 C6 119.1(2) . . . yes N2 C6 C5 121.9(2) . . . yes N1 C7 C8 108.6(1) . . . yes N3 C8 C9 121.0(2) . . . yes N3 C8 C7 115.7(1) . . . yes C7 C8 C9 123.3(2) . . . yes C8 C9 C10 119.8(2) . . . yes C9 C10 C11 119.0(2) . . . yes C10 C11 C12 118.5(2) . . . yes N3 C12 C11 122.8(2) . . . yes N1 C13 C14 112.4(1) . . . yes O5 C14 O6 124.4(2) . . . yes C13 C14 O6 119.0(1) . . . yes C13 C14 O5 116.6(1) . . . yes H1a C1 H1b 109.5 . . . no N1 C1 H1b 109.5 . . . no C2 C1 H1b 109.5 . . . no N1 C1 H1a 109.4 . . . no C2 C1 H1a 109.5 . . . no C2 C3 H3 120.4 . . . no C4 C3 H3 120.4 . . . no C3 C4 H4 120.4 . . . no C5 C4 H4 120.4 . . . no C6 C5 H5 120.5 . . . no C4 C5 H5 120.5 . . . no N2 C6 H6 119.1 . . . no C5 C6 H6 119.0 . . . no H7a C7 H7b 109.5 . . . no N1 C7 H7a 109.7 . . . no C8 C7 H7a 109.7 . . . no N1 C7 H7b 109.7 . . . no C8 C7 H7b 109.7 . . . no C8 C9 H9 120.1 . . . no C10 C9 H9 120.1 . . . no C9 C10 H10 120.5 . . . no C11 C10 H10 120.5 . . . no C12 C11 H11 120.8 . . . no C10 C11 H11 120.8 . . . no N3 C12 H12 118.6 . . . no C11 C12 H12 118.6 . . . no H13a C13 H13b 109.5 . . . no N1 C13 H13a 108.8 . . . no C14 C13 H13a 108.7 . . . no N1 C13 H13b 108.7 . . . no C14 C13 H13b 108.7 . . . no loop_ _publ_manuscript_incl_extra_item '_geom_bond_atom_site_label_D' '_geom_bond_atom_site_label_H' '_geom_contact_atom_site_label_A' '_geom_bond_distance_DH' '_geom_contact_distance_HA' '_geom_contact_distance_DA' '_geom_angle_DHA' '_geom_contact_site_symmetry_A' loop_ _geom_bond_atom_site_label_D _geom_bond_atom_site_label_H _geom_contact_atom_site_label_A _geom_bond_distance_DH _geom_contact_distance_HA _geom_contact_distance_DA _geom_angle_DHA _geom_contact_site_symmetry_A O7 HO7a O5 0.81(2) 2.00(3) 2.806(2) 174(2) 1_455 O7 HO7b O1 0.80(2) 1.99(2) 2.788(2) 176(2) . O8 HO8a O6 0.83(3) 1.95(3) 2.770(2) 166(2) 4_455 O8 HO8b O7 0.72(2) 2.20(3) 2.913(2) 168(3) . #============================================================================== data_D _database_code_depnum_ccdc_archive 'CCDC 752396' #============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; insert name here ; _chemical_name_common 'insert name here' _chemical_formula_sum 'C14 H18 N3 O6 V' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_moiety 'C14 H14 N3 O4 V, 2(H2 O)' _chemical_formula_weight 375.27 _chemical_melting_point ? _chemical_compound_source ? #=================================== # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z _cell_length_a 7.8818(5) _cell_length_b 14.5165(9) _cell_length_c 13.8987(9) _cell_angle_alpha 90.0 _cell_angle_beta 100.379(1) _cell_angle_gamma 90.0 _cell_volume 1564.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120 _cell_measurement_reflns_used 6886 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 30.5 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.593 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776.0 _exptl_absorpt_coefficient_mu 0.671 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_absorpt_correction_T_min 0.742 _exptl_absorpt_correction_T_max 0.872 #=================================== # 7. EXPERIMENTAL DATA _diffrn_ambient_temperature 120 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'x-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens SMART CCD diffractometer' _diffrn_measurement_method ; \w rotation scans with narrow frames ; _diffrn_standards_decay_% 0 _diffrn_reflns_number 23064 _diffrn_reflns_av_R_equivalents 0.080 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.6 _diffrn_reflns_theta_max 30.5 _diffrn_reflns_reduction_process 23064 _reflns_number_total 4752 _diffrn_measured_fraction_theta_max 0.96 _diffrn_measured_fraction_theta_full 0.96 _diffrn_reflns_theta_full 30.5 _reflns_number_gt 3874 _reflns_threshold_expression I>3\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution ; SIR97 (Altomare et al., 1997 ), KRYSTAL ; _computing_structure_refinement 'modified ORFLS(1962), KRYSTAL' _computing_molecular_graphics ; ORTEP-III (Burnett & Johnson, 1996), KRYSTAL ; _computing_publication_material KRYSTAL _atom_type_scat_source IntTabIV #=================================== # 8. REFINEMENT DATA _refine_special_details ; ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w= 1/{[\s~cs~(F^2^)+B+(1+A)F^2^]^1/2^- |F|}^2^ where A = 0.03, B = 0.5 ; _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 3874 _refine_ls_number_parameters 233 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_gt 0.036 _refine_ls_wR_factor_ref 0.041 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_shift/su_max 0.0068 _refine_ls_shift/su_mean 0.0006 _refine_diff_density_max 0.68(8) _refine_diff_density_min -0.87(8) #========================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS 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_thermal_displace_type V1 V 0.22467(4) 0.31711(2) 0.80427(2) 0.0132(1) Uij N1 N 0.1563(2) 0.3643(1) 0.6440(1) 0.0134(7) Uij N2 N 0.2134(2) 0.1945(1) 0.7231(1) 0.0154(7) Uij N3 N 0.2393(2) 0.4616(1) 0.8108(1) 0.0154(7) Uij C1 C 0.0484(2) 0.2889(1) 0.5950(1) 0.0170(8) Uij C2 C 0.1285(2) 0.1978(1) 0.6296(1) 0.0162(8) Uij C3 C 0.1117(2) 0.1204(1) 0.5701(1) 0.0195(9) Uij C4 C 0.1791(2) 0.0372(1) 0.6090(1) 0.0219(9) Uij C5 C 0.2647(2) 0.0340(1) 0.7050(1) 0.0214(9) Uij C6 C 0.2827(2) 0.1140(1) 0.7596(1) 0.0186(8) Uij C7 C 0.0589(2) 0.4506(1) 0.6508(1) 0.0164(8) Uij C8 C 0.1562(2) 0.5084(1) 0.7323(1) 0.0150(8) Uij C9 C 0.1629(2) 0.6036(1) 0.7287(1) 0.0182(8) Uij C10 C 0.2568(2) 0.6517(1) 0.8065(1) 0.0206(9) Uij C11 C 0.3417(2) 0.6035(1) 0.8871(1) 0.0215(9) Uij C12 C 0.3299(2) 0.5085(1) 0.8866(1) 0.0191(8) Uij C13 C 0.3117(2) 0.3796(1) 0.5997(1) 0.0157(8) Uij C14 C 0.4772(2) 0.3568(1) 0.6699(1) 0.0145(8) Uij O1 O 0.0183(2) 0.31518(9) 0.80876(10) 0.0199(6) Uij O4 O 0.3251(2) 0.28771(9) 0.91239(10) 0.0214(7) Uij O5 O 0.4620(1) 0.3319(1) 0.7561(1) 0.0157(6) Uij O6 O 0.6163(2) 0.3649(1) 0.6417(1) 0.0193(6) Uij O7 O -0.2578(2) 0.2942(1) 0.9060(1) 0.0223(7) Uij O8 O -0.3333(3) 0.1048(1) 0.9524(1) 0.0374(10) Uij HO7a H -0.341(4) 0.300(2) 0.868(2) 0.037(8) Uiso HO7b H -0.183(4) 0.299(2) 0.877(2) 0.044(8) Uiso HO8a H -0.353(3) 0.107(2) 1.005(2) 0.037(8) Uiso HO8b H -0.327(4) 0.154(2) 0.939(2) 0.039(8) Uiso H1a H 0.0411 0.2938 0.5262 0.0204 Uiso H1b H -0.0639 0.2928 0.6105 0.0204 Uiso H3 H 0.0551 0.1242 0.5039 0.0234 Uiso H4 H 0.1664 -0.0169 0.5701 0.0262 Uiso H5 H 0.3106 -0.0224 0.7329 0.0257 Uiso H6 H 0.3455 0.1123 0.8247 0.0224 Uiso H7a H -0.0522 0.4365 0.6641 0.0197 Uiso H7b H 0.0475 0.4834 0.5908 0.0197 Uiso H9 H 0.1035 0.6357 0.6732 0.0219 Uiso H10 H 0.2630 0.7170 0.8047 0.0247 Uiso H11 H 0.4066 0.6351 0.9415 0.0258 Uiso H12 H 0.3877 0.4751 0.9416 0.0229 Uiso H13a H 0.3150 0.4424 0.5810 0.0188 Uiso H13b H 0.3041 0.3416 0.5434 0.0188 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 V1 0.0144(1) 0.0135(1) 0.0127(1) 0.0000(1) 0.0055(1) 0.0019(1) N1 0.0137(6) 0.0113(6) 0.0161(7) 0.0000(5) 0.0049(5) 0.0007(5) N2 0.0146(6) 0.0157(7) 0.0171(7) -0.0007(5) 0.0056(5) 0.0029(5) N3 0.0158(6) 0.0158(6) 0.0162(7) 0.0002(5) 0.0070(5) 0.0003(5) C1 0.0176(8) 0.0150(7) 0.0177(8) -0.0021(6) 0.0012(7) -0.0002(6) C2 0.0144(7) 0.0165(8) 0.0186(8) -0.0024(6) 0.0051(6) 0.0015(6) C3 0.0202(8) 0.0187(8) 0.0202(9) -0.0033(6) 0.0052(7) -0.0009(7) C4 0.0243(9) 0.0168(8) 0.0266(10) -0.0023(7) 0.0101(7) -0.0027(7) C5 0.0221(8) 0.0168(8) 0.0273(10) 0.0024(7) 0.0097(7) 0.0040(7) C6 0.0190(8) 0.0184(8) 0.0195(9) 0.0010(6) 0.0060(7) 0.0044(7) C7 0.0170(7) 0.0151(7) 0.0173(8) 0.0030(6) 0.0034(6) 0.0014(6) C8 0.0151(7) 0.0155(8) 0.0164(8) 0.0015(6) 0.0079(6) 0.0001(6) C9 0.0204(8) 0.0159(8) 0.0208(9) 0.0031(6) 0.0103(7) 0.0019(7) C10 0.0237(9) 0.0155(8) 0.0261(9) -0.0009(6) 0.0144(8) -0.0034(7) C11 0.0226(8) 0.0205(9) 0.0232(9) -0.0026(7) 0.0090(7) -0.0068(7) C12 0.0200(8) 0.0208(8) 0.0174(8) -0.0003(7) 0.0061(7) -0.0019(7) C13 0.0177(7) 0.0169(8) 0.0136(8) -0.0002(6) 0.0061(6) 0.0018(6) C14 0.0168(7) 0.0113(7) 0.0163(8) -0.0009(6) 0.0058(6) -0.0017(6) O1 0.0188(6) 0.0195(6) 0.0238(7) -0.0011(5) 0.0103(5) 0.0011(5) O4 0.0260(7) 0.0240(7) 0.0149(6) 0.0025(5) 0.0058(5) 0.0047(5) O5 0.0150(5) 0.0186(6) 0.0144(6) 0.0006(4) 0.0047(5) 0.0027(4) O6 0.0166(6) 0.0235(6) 0.0201(6) -0.0004(5) 0.0092(5) -0.0007(5) O7 0.0167(6) 0.0317(8) 0.0193(7) 0.0006(5) 0.0057(6) 0.0017(5) O8 0.0675(12) 0.0240(8) 0.0285(9) -0.0040(8) 0.0296(9) -0.0039(7) #================================= # 10. MOLECULAR GEOMETRY #1_455 -1.000000 1 0 0 0.000000 0 1 0 0.000000 0 0 1 #4_455 -1.000000 1 0 0 0.500000 0 -1 0 0.500000 0 0 1 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O1 1.639(1) . . yes V1 O4 1.624(1) . . yes V1 O5 2.108(1) . . yes V1 N1 2.299(2) . . yes V1 N2 2.100(2) . . yes V1 N3 2.102(2) . . yes N1 C1 1.476(2) . . no N1 C7 1.481(2) . . no N1 C13 1.484(2) . . no N2 C2 1.351(2) . . no N2 C6 1.350(2) . . no N3 C12 1.345(2) . . no N3 C8 1.350(2) . . no C1 C2 1.505(2) . . no C2 C3 1.388(2) . . no C3 C4 1.389(3) . . no C4 C5 1.383(3) . . no C5 C6 1.380(3) . . no C7 C8 1.504(2) . . no C8 C9 1.384(2) . . no C9 C10 1.384(3) . . no C10 C11 1.386(3) . . no C11 C12 1.382(2) . . no C13 C14 1.518(2) . . no C14 O6 1.234(2) . . no C14 O5 1.278(2) . . no C1 H1b 0.950 . . no C1 H1a 0.950 . . no C3 H3 0.950 . . no C4 H4 0.950 . . no C5 H5 0.950 . . no C6 H6 0.950 . . no C7 H7a 0.950 . . no C7 H7b 0.950 . . no C9 H9 0.950 . . no C10 H10 0.950 . . no C11 H11 0.950 . . no C12 H12 0.950 . . no C13 H13b 0.950 . . no C13 H13a 0.950 . . no O7 HO7a 0.77(3) . . no O7 HO7b 0.78(3) . . no O8 HO8b 0.74(3) . . no O8 HO8a 0.78(3) . . no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 V1 O4 106.37(7) . . . yes O1 V1 O5 163.16(6) . . . yes O1 V1 N1 88.91(6) . . . yes O1 V1 N2 93.43(6) . . . yes O1 V1 N3 93.58(6) . . . yes O4 V1 O5 90.47(6) . . . yes O4 V1 N1 164.68(6) . . . yes O4 V1 N2 103.94(6) . . . yes O4 V1 N3 102.04(6) . . . yes O5 V1 N1 74.25(5) . . . yes O5 V1 N2 82.49(5) . . . yes O5 V1 N3 82.39(5) . . . yes N1 V1 N2 75.66(5) . . . yes N1 V1 N3 75.28(5) . . . yes N2 V1 N3 149.92(6) . . . yes V1 N1 C1 103.9(1) . . . yes V1 N1 C7 103.0(1) . . . yes V1 N1 C13 112.3(1) . . . yes V1 N2 C2 116.9(1) . . . yes V1 N2 C6 123.8(1) . . . yes V1 N3 C8 116.9(1) . . . yes V1 N3 C12 123.8(1) . . . yes V1 O5 C14 124.4(1) . . . yes O5 C14 O6 124.2(2) . . . no C1 N1 C7 113.3(1) . . . no C1 N1 C13 111.6(1) . . . no C7 N1 C13 112.1(1) . . . no C2 N2 C6 119.3(2) . . . no C8 N3 C12 119.3(1) . . . no N1 C1 C2 109.3(1) . . . no N2 C2 C3 121.5(2) . . . no N2 C2 C1 116.4(2) . . . no C1 C2 C3 122.1(2) . . . no C2 C3 C4 118.9(2) . . . no C3 C4 C5 119.4(2) . . . no C4 C5 C6 119.1(2) . . . no N2 C6 C5 121.8(2) . . . no N1 C7 C8 108.7(1) . . . no N3 C8 C9 121.0(2) . . . no N3 C8 C7 115.8(1) . . . no C7 C8 C9 123.2(2) . . . no C8 C9 C10 119.6(2) . . . no C9 C10 C11 119.3(2) . . . no C10 C11 C12 118.4(2) . . . no N3 C12 C11 122.3(2) . . . no N1 C13 C14 112.2(1) . . . no C13 C14 O6 119.0(2) . . . no C13 C14 O5 116.7(1) . . . no H1a C1 H1b 109.5 . . . no N1 C1 H1b 109.5 . . . no C2 C1 H1b 109.5 . . . no N1 C1 H1a 109.5 . . . no C2 C1 H1a 109.5 . . . no C2 C3 H3 120.6 . . . no C4 C3 H3 120.5 . . . no C5 C4 H4 120.3 . . . no C3 C4 H4 120.3 . . . no C6 C5 H5 120.5 . . . no C4 C5 H5 120.4 . . . no N2 C6 H6 119.1 . . . no C5 C6 H6 119.1 . . . no H7a C7 H7b 109.5 . . . no N1 C7 H7a 109.7 . . . no C8 C7 H7a 109.7 . . . no N1 C7 H7b 109.6 . . . no C8 C7 H7b 109.7 . . . no C8 C9 H9 120.2 . . . no C10 C9 H9 120.2 . . . no C9 C10 H10 120.3 . . . no C11 C10 H10 120.4 . . . no C12 C11 H11 120.8 . . . no C10 C11 H11 120.8 . . . no N3 C12 H12 118.8 . . . no C11 C12 H12 118.8 . . . no H13a C13 H13b 109.5 . . . no N1 C13 H13b 108.8 . . . no C14 C13 H13b 108.8 . . . no N1 C13 H13a 108.7 . . . no C14 C13 H13a 108.8 . . . no HO7a O7 HO7b 105(3) . . . no HO8a O8 HO8b 103(3) . . . no loop_ _publ_manuscript_incl_extra_item '_geom_bond_atom_site_label_D' '_geom_bond_atom_site_label_H' '_geom_contact_atom_site_label_A' '_geom_bond_distance_DH' '_geom_contact_distance_HA' '_geom_contact_distance_DA' '_geom_angle_DHA' '_geom_contact_site_symmetry_A' loop_ _geom_bond_atom_site_label_D _geom_bond_atom_site_label_H _geom_contact_atom_site_label_A _geom_bond_distance_DH _geom_contact_distance_HA _geom_contact_distance_DA _geom_angle_DHA _geom_contact_site_symmetry_A O7 HO7a O5 0.77(3) 2.04(3) 2.804(2) 170(3) 1_455 O7 HO7b O1 0.78(3) 2.00(3) 2.779(2) 176(3) . O8 HO8a O6 0.78(3) 2.00(3) 2.766(2) 170(3) 4_455 O8 HO8b O7 0.74(3) 2.18(3) 2.910(2) 169(3) . # Attachment 'E.cif' #============================================================================== data_E _database_code_depnum_ccdc_archive 'CCDC 752397' #============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; insert name here ; _chemical_name_common 'insert name here' _chemical_formula_sum 'C14 H14 N3 O5 V1' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_moiety 'C14 H14 N3 O5 V1' _chemical_formula_weight 355.24 _chemical_melting_point ? _chemical_compound_source ? #=================================== # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 8.5783(5) _cell_length_b 12.8624(8) _cell_length_c 12.9184(8) _cell_angle_alpha 90.0 _cell_angle_beta 101.511(1) _cell_angle_gamma 90.0 _cell_volume 1396.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 295 _cell_measurement_reflns_used 5229 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 26.4 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.689 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 728.0 _exptl_absorpt_coefficient_mu 0.742 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'XPREP, 1995' _exptl_absorpt_correction_T_min 0.873 _exptl_absorpt_correction_T_max 0.942 #=================================== # 7. EXPERIMENTAL DATA _diffrn_ambient_temperature 295 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'x-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens SMART CCD diffractometer' _diffrn_measurement_method ; \w rotation scans with narrow frames ; _diffrn_standards_decay_% 0 _diffrn_reflns_number 11132 _diffrn_reflns_av_R_equivalents 0.041 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.3 _diffrn_reflns_theta_max 26.4 _diffrn_reflns_reduction_process 11132 _reflns_number_total 2859 _diffrn_measured_fraction_theta_max 0.98 _diffrn_measured_fraction_theta_full 0.98 _diffrn_reflns_theta_full 26.4 _reflns_number_gt 2187 _reflns_threshold_expression I>3\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution ; SIR97 (Altomare et al., 1997 ), KRYSTAL ; _computing_structure_refinement 'modified ORFLS(1962), KRYSTAL' _computing_molecular_graphics ; ORTEP-III (Burnett & Johnson, 1996), KRYSTAL ; _computing_publication_material KRYSTAL _atom_type_scat_source IntTabIV #=================================== # 8. REFINEMENT DATA _refine_special_details ; ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w= 1/{[\s~cs~(F^2^)+B +(1+A)F^2^]^1/2^- |F|}^2^ A = 0.03, B = 0.5 ; _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2187 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_gt 0.029 _refine_ls_wR_factor_ref 0.034 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_shift/su_max 0.0005 _refine_ls_shift/su_mean 0.00005 _refine_diff_density_max 0.27(5) _refine_diff_density_min -0.28(5) #========================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type V1 0.40730(4) 0.16252(3) 0.67898(3) 0.0260(2) Uij O1 0.4542(2) 0.1029(1) 0.5800(1) 0.035(1) Uij O2 0.3127(2) 0.2856(1) 0.6233(1) 0.041(1) Uij O3 0.4769(2) 0.2983(1) 0.6671(1) 0.042(1) Uij O5 0.3540(2) 0.1970(1) 0.8273(1) 0.031(1) Uij O6 0.3335(2) 0.1403(1) 0.9878(1) 0.041(1) Uij N1 0.4085(2) 0.0076(1) 0.7548(1) 0.025(1) Uij N2 0.1648(2) 0.1087(1) 0.6428(1) 0.029(1) Uij N3 0.6422(2) 0.1452(1) 0.7747(1) 0.029(1) Uij C1 0.2902(3) -0.0568(2) 0.6831(2) 0.030(1) Uij C2 0.1419(2) 0.0059(2) 0.6515(2) 0.028(1) Uij C3 -0.0082(3) -0.0383(2) 0.6289(2) 0.035(1) Uij C4 -0.1380(3) 0.0250(2) 0.5963(2) 0.040(1) Uij C5 -0.1156(3) 0.1309(2) 0.5882(2) 0.040(1) Uij C6 0.0368(3) 0.1699(2) 0.6117(2) 0.036(1) Uij C7 0.5713(3) -0.0347(2) 0.7618(2) 0.031(1) Uij C8 0.6892(3) 0.0481(2) 0.8036(2) 0.030(1) Uij C9 0.8371(3) 0.0271(2) 0.8648(2) 0.039(1) Uij C10 0.9375(3) 0.1089(2) 0.8994(2) 0.047(2) Uij C11 0.8892(3) 0.2084(2) 0.8717(2) 0.047(2) Uij C12 0.7417(3) 0.2240(2) 0.8090(2) 0.039(1) Uij C13 0.3679(3) 0.0154(2) 0.8612(2) 0.030(1) Uij C14 0.3512(2) 0.1268(2) 0.8964(2) 0.028(1) Uij H1a 0.3305 -0.0753 0.6223 0.036 Uiso H1b 0.2681 -0.1181 0.7187 0.036 Uiso H3 -0.0214 -0.1111 0.6359 0.042 Uiso H4 -0.2419 -0.0037 0.5795 0.048 Uiso H5 -0.2039 0.1760 0.5667 0.048 Uiso H6 0.0522 0.2426 0.6057 0.043 Uiso H7a 0.5864 -0.0928 0.8081 0.037 Uiso H7b 0.5850 -0.0556 0.6937 0.037 Uiso H9 0.8689 -0.0425 0.8827 0.047 Uiso H10 1.0395 0.0965 0.9421 0.057 Uiso H11 0.9566 0.2657 0.8956 0.056 Uiso H12 0.7090 0.2930 0.7892 0.046 Uiso H13a 0.2700 -0.0196 0.8597 0.036 Uiso H13b 0.4496 -0.0174 0.9110 0.036 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 V1 0.0298(2) 0.0203(2) 0.0276(2) 0.0005(2) 0.0054(1) 0.0018(2) O1 0.040(1) 0.032(1) 0.032(1) 0.002(1) 0.009(1) 0.001(1) O2 0.048(1) 0.027(1) 0.046(1) 0.004(1) 0.006(1) 0.008(1) O3 0.048(1) 0.026(1) 0.050(1) -0.005(1) 0.007(1) 0.005(1) O5 0.037(1) 0.024(1) 0.030(1) 0.001(1) 0.007(1) -0.001(1) O6 0.053(1) 0.042(1) 0.030(1) -0.004(1) 0.013(1) -0.006(1) N1 0.028(1) 0.021(1) 0.026(1) 0.001(1) 0.003(1) -0.001(1) N2 0.031(1) 0.028(1) 0.026(1) 0.003(1) 0.002(1) -0.001(1) N3 0.028(1) 0.028(1) 0.032(1) 0.000(1) 0.007(1) -0.002(1) C1 0.036(1) 0.023(1) 0.030(1) -0.003(1) 0.002(1) -0.002(1) C2 0.032(1) 0.030(1) 0.021(1) -0.003(1) 0.004(1) -0.001(1) C3 0.038(1) 0.041(1) 0.027(1) -0.009(1) 0.007(1) 0.003(1) C4 0.030(1) 0.063(2) 0.027(1) -0.007(1) 0.008(1) 0.001(1) C5 0.032(1) 0.055(2) 0.031(1) 0.009(1) 0.005(1) 0.001(1) C6 0.038(1) 0.036(1) 0.030(1) 0.008(1) 0.002(1) -0.001(1) C7 0.031(1) 0.024(1) 0.038(1) 0.006(1) 0.006(1) 0.001(1) C8 0.031(1) 0.032(1) 0.028(1) 0.003(1) 0.008(1) 0.000(1) C9 0.035(1) 0.046(1) 0.036(1) 0.004(1) 0.005(1) 0.006(1) C10 0.032(1) 0.069(2) 0.038(1) -0.005(1) -0.001(1) 0.008(1) C11 0.039(1) 0.052(2) 0.048(2) -0.014(1) 0.003(1) -0.003(1) C12 0.035(1) 0.036(1) 0.046(1) -0.006(1) 0.009(1) -0.003(1) C13 0.036(1) 0.028(1) 0.026(1) -0.001(1) 0.005(1) 0.002(1) C14 0.021(1) 0.030(1) 0.031(1) -0.001(1) 0.003(1) -0.003(1) #================================= # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O1 1.609(2) . . yes V1 O2 1.857(2) . . yes V1 O3 1.861(2) . . yes V1 O5 2.103(2) . . yes V1 N1 2.219(2) . . yes V1 N2 2.154(2) . . yes V1 N3 2.155(2) . . yes O2 O3 1.419(2) . . no O5 C14 1.273(3) . . no O6 C14 1.232(2) . . no N1 C1 1.483(3) . . no N1 C7 1.484(3) . . no N1 C13 1.488(3) . . no N2 C6 1.345(3) . . no N2 C2 1.345(3) . . no N3 C12 1.341(3) . . no N3 C8 1.342(3) . . no C1 C2 1.493(3) . . no C2 C3 1.384(3) . . no C3 C4 1.376(3) . . no C4 C5 1.382(4) . . no C5 C6 1.377(3) . . no C7 C8 1.493(3) . . no C8 C9 1.382(3) . . no C9 C10 1.377(4) . . no C10 C11 1.370(4) . . no C11 C12 1.375(4) . . no C13 C14 1.519(3) . . no C1 H1a 0.950 . . no C1 H1b 0.950 . . no C3 H3 0.950 . . no C4 H4 0.950 . . no C5 H5 0.950 . . no C6 H6 0.950 . . no C7 H7a 0.950 . . no C7 H7b 0.950 . . no C9 H9 0.950 . . no C10 H10 0.950 . . no C11 H11 0.950 . . no C12 H12 0.950 . . no C13 H13a 0.950 . . no C13 H13b 0.950 . . no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 V1 O2 104.90(8) . . . yes O1 V1 O3 104.25(8) . . . yes O1 V1 O5 163.37(7) . . . yes O1 V1 N1 86.74(7) . . . yes O1 V1 N2 93.35(7) . . . yes O1 V1 N3 93.05(7) . . . yes O2 V1 O3 44.87(7) . . . yes O2 V1 O5 90.92(7) . . . yes O2 V1 N1 154.09(7) . . . yes O2 V1 N2 82.01(7) . . . yes O2 V1 N3 126.62(7) . . . yes O3 V1 O5 90.51(7) . . . yes O3 V1 N1 154.83(7) . . . yes O3 V1 N2 126.53(7) . . . yes O3 V1 N3 82.26(7) . . . yes O5 V1 N1 76.70(6) . . . yes O5 V1 N2 83.65(6) . . . yes O5 V1 N3 81.23(6) . . . yes N1 V1 N2 74.14(7) . . . yes N1 V1 N3 74.50(6) . . . yes N2 V1 N3 147.54(7) . . . yes V1 O3 O2 67.41(9) . . . yes V1 O2 O3 67.72(9) . . . yes V1 O5 C14 121.9(1) . . . yes V1 N1 C1 106.5(1) . . . yes V1 N1 C7 106.1(1) . . . yes V1 N2 C2 116.6(1) . . . yes V1 N2 C6 124.9(2) . . . yes V1 N3 C8 116.7(1) . . . yes V1 N3 C12 124.9(2) . . . yes C1 N1 C7 110.6(2) . . . no C1 N1 C13 110.9(2) . . . no C7 N1 C13 111.0(2) . . . no C2 N2 C6 118.4(2) . . . no C8 N3 C12 118.4(2) . . . no N1 C1 C2 108.0(2) . . . no N2 C2 C3 122.1(2) . . . no N2 C2 C1 115.1(2) . . . no C1 C2 C3 122.8(2) . . . no C2 C3 C4 118.9(2) . . . no C3 C4 C5 119.4(2) . . . no C4 C5 C6 118.8(2) . . . no N2 C6 C5 122.4(2) . . . no N1 C7 C8 108.8(2) . . . no N3 C8 C9 122.1(2) . . . no N3 C8 C7 114.8(2) . . . no C7 C8 C9 123.1(2) . . . no C8 C9 C10 118.6(2) . . . no C9 C10 C11 119.5(2) . . . no C10 C11 C12 119.0(2) . . . no N3 C12 C11 122.3(2) . . . no N1 C13 C14 113.2(2) . . . no O5 C14 O6 126.6(2) . . . no O6 C14 C13 117.2(2) . . . no O5 C14 C13 116.2(2) . . . no H1a C1 H1b 109.5 . . . no N1 C1 H1a 109.8 . . . no C2 C1 H1a 109.8 . . . no N1 C1 H1b 109.8 . . . no C2 C1 H1b 109.8 . . . no C4 C3 H3 120.5 . . . no C2 C3 H3 120.5 . . . no C3 C4 H4 120.3 . . . no C5 C4 H4 120.3 . . . no C6 C5 H5 120.6 . . . no C4 C5 H5 120.6 . . . no N2 C6 H6 118.8 . . . no C5 C6 H6 118.8 . . . no H7a C7 H7b 109.5 . . . no N1 C7 H7a 109.6 . . . no C8 C7 H7a 109.6 . . . no N1 C7 H7b 109.6 . . . no C8 C7 H7b 109.7 . . . no C10 C9 H9 120.7 . . . no C8 C9 H9 120.7 . . . no C11 C10 H10 120.3 . . . no C9 C10 H10 120.3 . . . no C10 C11 H11 120.5 . . . no C12 C11 H11 120.5 . . . no N3 C12 H12 118.8 . . . no C11 C12 H12 118.8 . . . no H13a C13 H13b 109.5 . . . no N1 C13 H13a 108.5 . . . no C14 C13 H13a 108.5 . . . no N1 C13 H13b 108.5 . . . no C14 C13 H13b 108.5 . . . no #============================================================================== data_F _database_code_depnum_ccdc_archive 'CCDC 752398' #============================================================================== #=================================== # 5. CHEMICAL DATA _chemical_name_systematic ; insert name here ; _chemical_name_common 'insert name here' _chemical_formula_sum 'C14 H14 N3 O4.834 V' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_moiety 'C14 H14 N3 O4.834 V' _chemical_formula_weight 352.580 _chemical_melting_point ? _chemical_compound_source ? #=================================== # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 8.542(2) _cell_length_b 12.786(3) _cell_length_c 12.819(3) _cell_angle_alpha 90.0 _cell_angle_beta 101.096(4) _cell_angle_gamma 90.0 _cell_volume 1374.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 120 _cell_measurement_reflns_used 7548 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 29.8 _exptl_crystal_description lath _exptl_crystal_colour orange-yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.704 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 722.688 _exptl_absorpt_coefficient_mu 0.752 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'XPREP, 1995' _exptl_absorpt_correction_T_min 0.737 _exptl_absorpt_correction_T_max 0.969 #=================================== # 7. EXPERIMENTAL DATA _diffrn_ambient_temperature 120 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'x-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens SMART CCD diffractometer' _diffrn_measurement_method ; \w rotation scans with narrow frames ; _diffrn_standards_decay_% 0 _diffrn_reflns_number 18567 _diffrn_reflns_av_R_equivalents 0.066 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.3 _diffrn_reflns_theta_max 29.8 _diffrn_reflns_reduction_process 18567 _reflns_number_total 3828 _diffrn_measured_fraction_theta_max 0.96 _diffrn_measured_fraction_theta_full 0.96 _diffrn_reflns_theta_full 29.8 _reflns_number_gt 2735 _reflns_threshold_expression I>3\s(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution ; SIR97 (Altomare et al., 1997 ), KRYSTAL ; _computing_structure_refinement 'modified ORFLS(1962), KRYSTAL' _computing_molecular_graphics ; ORTEP-III (Burnett & Johnson, 1996), KRYSTAL ; _computing_publication_material KRYSTAL _atom_type_scat_source IntTabIV #=================================== # 8. REFINEMENT DATA _refine_special_details ; ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w= 1/{[\s~cs~(F^2^)+(1+A)F^2^]^1/2^- |F|}^2^ A = 0.03, B = 3.0 ; _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2735 _refine_ls_number_parameters 213 _refine_ls_number_restraints 0 _refine_ls_number_constraints 2 _refine_ls_R_factor_gt 0.046 _refine_ls_wR_factor_ref 0.049 _refine_ls_goodness_of_fit_ref 1.185 _refine_ls_shift/su_max 0.0006 _refine_ls_shift/su_mean 0.00003 _refine_diff_density_max 1.6(1) _refine_diff_density_min -0.9(1) #========================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy V1 0.40888(6) 0.16282(4) 0.67848(4) 0.0125(2) Uij 1. O1 0.4564(2) 0.1032(2) 0.5774(2) 0.017(1) Uij 1. O2 0.3136(4) 0.2859(2) 0.6226(2) 0.020(2) Uij 0.834(9) O3 0.4787(4) 0.2990(2) 0.6671(2) 0.020(2) Uij 0.834 O4 0.405(2) 0.292(1) 0.655(1) 0.012(4) Uiso 0.166 O5 0.3553(2) 0.1964(2) 0.8287(2) 0.015(1) Uij 1. O6 0.3340(2) 0.1380(2) 0.9906(2) 0.019(1) Uij 1. N1 0.4098(3) 0.0060(2) 0.7543(2) 0.012(1) Uij 1. N2 0.1656(3) 0.1093(2) 0.6421(2) 0.015(1) Uij 1. N3 0.6438(3) 0.1454(2) 0.7745(2) 0.015(1) Uij 1. C1 0.2910(3) -0.0584(2) 0.6815(2) 0.015(1) Uij 1. C2 0.1426(3) 0.0061(2) 0.6508(2) 0.014(1) Uij 1. C3 -0.0093(3) -0.0387(2) 0.6281(2) 0.018(1) Uij 1. C4 -0.1392(3) 0.0263(3) 0.5956(2) 0.021(2) Uij 1. C5 -0.1165(3) 0.1325(3) 0.5878(2) 0.020(2) Uij 1. C6 0.0381(3) 0.1721(2) 0.6114(2) 0.018(1) Uij 1. C7 0.5734(3) -0.0367(2) 0.7606(2) 0.015(1) Uij 1. C8 0.6909(3) 0.0476(2) 0.8025(2) 0.015(1) Uij 1. C9 0.8408(3) 0.0261(2) 0.8641(2) 0.018(2) Uij 1. C10 0.9415(3) 0.1088(3) 0.8991(3) 0.022(2) Uij 1. C11 0.8920(4) 0.2095(3) 0.8730(3) 0.023(2) Uij 1. C12 0.7424(3) 0.2257(2) 0.8096(3) 0.019(2) Uij 1. C13 0.3693(3) 0.0128(2) 0.8621(2) 0.015(1) Uij 1. C14 0.3519(3) 0.1249(2) 0.8984(2) 0.015(1) Uij 1. H1a 0.2681 -0.1203 0.7167 0.018 Uiso 1. H1b 0.3318 -0.0765 0.6200 0.018 Uiso 1. H3 -0.0231 -0.1120 0.6348 0.021 Uiso 1. H4 -0.2437 -0.0023 0.5786 0.026 Uiso 1. H5 -0.2049 0.1779 0.5666 0.024 Uiso 1. H6 0.0543 0.2452 0.6058 0.022 Uiso 1. H7a 0.5876 -0.0576 0.6920 0.018 Uiso 1. H7b 0.5889 -0.0952 0.8072 0.018 Uiso 1. H9 0.8729 -0.0438 0.8815 0.022 Uiso 1. H10 1.0442 0.0962 0.9410 0.026 Uiso 1. H11 0.9590 0.2672 0.8980 0.027 Uiso 1. H12 0.7088 0.2951 0.7905 0.023 Uiso 1. H13a 0.4515 -0.0203 0.9115 0.018 Uiso 1. H13b 0.2713 -0.0227 0.8609 0.018 Uiso 1. loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 V1 0.0086(2) 0.0118(2) 0.0170(2) 0.0005(2) 0.0024(2) 0.0011(2) O1 0.014(1) 0.018(1) 0.021(1) 0.001(1) 0.005(1) 0.000(1) O2 0.016(2) 0.016(1) 0.027(2) 0.002(1) 0.003(1) 0.003(1) O3 0.014(2) 0.015(1) 0.032(2) -0.002(1) 0.002(1) 0.002(1) O5 0.011(1) 0.014(1) 0.020(1) 0.001(1) 0.003(1) 0.000(1) O6 0.016(1) 0.024(1) 0.019(1) -0.001(1) 0.005(1) -0.002(1) N1 0.006(1) 0.014(1) 0.017(1) 0.001(1) 0.000(1) -0.002(1) N2 0.008(1) 0.020(1) 0.015(1) 0.002(1) 0.001(1) 0.001(1) N3 0.008(1) 0.016(1) 0.020(1) -0.001(1) 0.005(1) -0.002(1) C1 0.011(1) 0.016(1) 0.018(1) -0.001(1) 0.000(1) -0.001(1) C2 0.010(1) 0.019(1) 0.013(1) 0.001(1) 0.002(1) 0.000(1) C3 0.012(1) 0.025(2) 0.015(1) -0.004(1) 0.003(1) 0.002(1) C4 0.010(1) 0.040(2) 0.014(1) -0.002(1) 0.003(1) 0.002(1) C5 0.010(1) 0.033(2) 0.016(1) 0.006(1) 0.002(1) 0.000(1) C6 0.015(1) 0.020(1) 0.019(1) 0.005(1) 0.002(1) 0.000(1) C7 0.009(1) 0.014(1) 0.022(2) 0.003(1) 0.003(1) 0.000(1) C8 0.011(1) 0.018(1) 0.017(1) 0.000(1) 0.005(1) 0.000(1) C9 0.011(1) 0.025(2) 0.020(2) 0.003(1) 0.003(1) 0.003(1) C10 0.009(1) 0.036(2) 0.020(2) -0.002(1) 0.001(1) 0.002(1) C11 0.013(1) 0.029(2) 0.026(2) -0.008(1) 0.002(1) -0.004(1) C12 0.012(1) 0.021(2) 0.026(2) -0.002(1) 0.005(1) -0.001(1) C13 0.012(1) 0.017(1) 0.017(1) 0.000(1) 0.003(1) 0.002(1) C14 0.004(1) 0.018(1) 0.021(2) 0.000(1) 0.000(1) -0.001(1) #================================= # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O1 1.621(2) . . yes V1 O2 1.851(3) . . yes V1 O3 1.855(3) . . yes V1 O4 1.672(14) . . yes V1 O5 2.108(2) . . yes V1 N1 2.227(2) . . yes V1 N2 2.152(2) . . yes V1 N3 2.154(2) . . yes O2 O3 1.426(4) . . no O2 O4 0.811(18) . . no O3 O4 0.628(18) . . no O5 C14 1.283(4) . . no O6 C14 1.232(4) . . no N1 C1 1.488(4) . . no N1 C7 1.489(3) . . no N1 C13 1.490(4) . . no N2 C2 1.342(4) . . no N2 C6 1.349(4) . . no N3 C8 1.341(4) . . no N3 C12 1.349(4) . . no C1 C2 1.500(4) . . no C2 C3 1.397(4) . . no C3 C4 1.385(4) . . no C4 C5 1.378(5) . . no C5 C6 1.392(4) . . no C7 C8 1.500(4) . . no C8 C9 1.396(4) . . no C9 C10 1.382(5) . . no C10 C11 1.377(5) . . no C11 C12 1.392(4) . . no C13 C14 1.523(4) . . no C1 H1a 0.950 . . no C1 H1b 0.950 . . no C3 H3 0.950 . . no C4 H4 0.950 . . no C5 H5 0.950 . . no C6 H6 0.950 . . no C7 H7b 0.950 . . no C7 H7a 0.950 . . no C9 H9 0.950 . . no C10 H10 0.950 . . no C11 H11 0.950 . . no C12 H12 0.950 . . no C13 H13a 0.950 . . no C13 H13b 0.950 . . no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 V1 O2 104.4(1) . . . yes O1 V1 O3 104.2(1) . . . yes O1 V1 O4 108.5(5) . . . yes O1 V1 O5 163.3(1) . . . yes O1 V1 N1 86.9(1) . . . yes O1 V1 N2 93.3(1) . . . yes O1 V1 N3 93.4(1) . . . yes O2 V1 O3 45.2(1) . . . yes O2 V1 O5 91.4(1) . . . yes O2 V1 N1 153.9(1) . . . yes O2 V1 N2 81.5(1) . . . yes O2 V1 N3 126.9(1) . . . yes O3 V1 O5 90.6(1) . . . yes O3 V1 N1 154.8(1) . . . yes O3 V1 N2 126.4(1) . . . yes O3 V1 N3 82.2(1) . . . yes O4 V1 O5 88.0(5) . . . yes O4 V1 N1 164.3(5) . . . yes O4 V1 N2 106.7(7) . . . yes O4 V1 N3 101.0(7) . . . yes O5 V1 N1 76.55(8) . . . yes O5 V1 N2 83.80(9) . . . yes O5 V1 N3 80.87(9) . . . yes N1 V1 N2 74.36(9) . . . yes N1 V1 N3 74.52(9) . . . yes N2 V1 N3 147.7(1) . . . yes V1 O2 O3 67.5(2) . . . yes V1 O2 O4 64.6(11) . . . yes V1 O3 O2 67.2(2) . . . yes V1 O3 O4 63.5(14) . . . yes V1 O4 O2 89.4(13) . . . yes V1 O4 O3 96.9(16) . . . yes V1 O5 C14 122.0(2) . . . yes V1 N1 C1 106.2(2) . . . yes V1 N1 C7 106.2(2) . . . yes V1 N1 C13 111.7(2) . . . yes V1 N2 C2 116.4(2) . . . yes V1 N2 C6 124.5(2) . . . yes V1 N3 C8 116.6(2) . . . yes V1 N3 C12 124.4(2) . . . yes V1 O2 O4 64.6(11) . . . no V1 O2 O3 67.5(2) . . . no V1 O3 O4 63.5(14) . . . no V1 O3 O2 67.2(2) . . . no O2 O4 O3 163.9(24) . . . no V1 O4 O3 96.9(16) . . . no V1 O4 O2 89.4(13) . . . no C1 N1 C7 110.5(2) . . . no C1 N1 C13 111.2(2) . . . no C7 N1 C13 110.7(2) . . . no C2 N2 C6 119.1(3) . . . no C8 N3 C12 119.0(3) . . . no N1 C1 C2 107.4(2) . . . no N2 C2 C3 122.1(3) . . . no N2 C2 C1 115.6(2) . . . no C1 C2 C3 122.2(3) . . . no C2 C3 C4 118.3(3) . . . no C3 C4 C5 119.9(3) . . . no C4 C5 C6 118.9(3) . . . no N2 C6 C5 121.8(3) . . . no N1 C7 C8 108.2(2) . . . no N3 C8 C9 122.0(3) . . . no N3 C8 C7 115.4(3) . . . no C7 C8 C9 122.6(3) . . . no C8 C9 C10 118.6(3) . . . no C9 C10 C11 119.6(3) . . . no C10 C11 C12 119.1(3) . . . no N3 C12 C11 121.7(3) . . . no N1 C13 C14 113.1(2) . . . no O5 C14 O6 126.5(3) . . . no O6 C14 C13 117.3(3) . . . no O5 C14 C13 116.2(3) . . . no H1a C1 H1b 109.5 . . . no N1 C1 H1a 110.0 . . . no C2 C1 H1a 110.0 . . . no N1 C1 H1b 110.0 . . . no C2 C1 H1b 110.0 . . . no C4 C3 H3 120.8 . . . no C2 C3 H3 120.8 . . . no C5 C4 H4 120.1 . . . no C3 C4 H4 120.1 . . . no C4 C5 H5 120.6 . . . no C6 C5 H5 120.6 . . . no N2 C6 H6 119.1 . . . no C5 C6 H6 119.1 . . . no H7a C7 H7b 109.5 . . . no N1 C7 H7b 109.8 . . . no C8 C7 H7b 109.8 . . . no N1 C7 H7a 109.8 . . . no C8 C7 H7a 109.8 . . . no C10 C9 H9 120.7 . . . no C8 C9 H9 120.7 . . . no C11 C10 H10 120.2 . . . no C9 C10 H10 120.2 . . . no C10 C11 H11 120.5 . . . no C12 C11 H11 120.5 . . . no N3 C12 H12 119.1 . . . no C11 C12 H12 119.1 . . . no H13a C13 H13b 109.5 . . . no N1 C13 H13a 108.6 . . . no C14 C13 H13a 108.6 . . . no N1 C13 H13b 108.6 . . . no C14 C13 H13b 108.6 . . . no