# ic991415s.cif #============================================================================== data_global #============================================================================== # 0. AUDIT DETAILS _audit_creation_date 'Jan 11 15:03:37 2000' _audit_creation_method 'PLATON option' #=============================================================================== # 1. SUBMISSION DETAILS _publ_contact_author_name # Name of author for correspondence ; A.L.Spek ; _publ_contact_author_address # address of author for correspondence ; Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; #=============================================================================== data_s1662a #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_melting_point ? _chemical_formula_moiety 'C28 H37 N3 O2 V, C4 H10 O' _chemical_formula_sum 'C32 H47 N3 O3 V' _chemical_formula_weight 572.69 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source V V 0.3005 0.5294 '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' N N 0.0061 0.0033 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 11.1557(6) _cell_length_b 12.5744(12) _cell_length_c 13.1051(14) _cell_angle_alpha 64.244(8) _cell_angle_beta 70.472(7) _cell_angle_gamma 87.950(6) _cell_volume 1547.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9.74 _cell_measurement_theta_max 13.78 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.229 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 614 _exptl_absorpt_coefficient_mu 0.38 _exptl_absorpt_correction_type none #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'CAD4T' _diffrn_measurement_method 'omega-scan' _diffrn_standards_number 3 # number of measured reflections (redundant set) _diffrn_reflns_number 7723 _diffrn_reflns_av_R_equivalents 0.0745 _diffrn_reflns_av_sigmaI/netI 0.1084 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 27.48 # number of unique reflections _reflns_number_total 7094 # number of observed reflections (> n sig(I)) _reflns_number_gt 4338 _reflns_threshold_expression 'I>2\s(I)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'PLATON (Spek, 1990)' #=============================================================================== # 8. REFINEMENT DATA _refine_special_details ; Refinement on F^2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2 > 2sigma(F^2) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger. The Solvent contribution to the Structure Factors was taken into account using the SQUEEZE technique. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc' _refine_ls_weighting_details 'w-1=sigma**(F**2) + (0.0782*P)**2 ' _refine_ls_hydrogen_treatment 'H-atom refinement: see text ' _refine_ls_extinction_method none _refine_ls_abs_structure_details none _refine_ls_abs_structure_Flack none _refine_ls_number_reflns 7094 _refine_ls_number_parameters 315 _refine_ls_R_factor_all 0.1135 _refine_ls_R_factor_gt 0.0666 _refine_ls_wR_factor_ref 0.1634 _refine_ls_wR_factor_gt 0.1448 _refine_ls_goodness_of_fit_ref 0.963 _refine_ls_restrained_S_all 0.963 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.421 _refine_diff_density_min -0.374 _refine_diff_density_rms 0.075 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv V1 V Uani 0.41505(5) 0.15131(5) 0.19478(5) 1.000 0.0201(2) O1 O Uani 0.5618(2) 0.09839(19) 0.11688(19) 1.000 0.0237(7) O2 O Uani 0.2389(2) 0.1180(2) 0.2198(2) 1.000 0.0262(7) N1 N Uani 0.3835(2) -0.0162(2) 0.3549(2) 1.000 0.0215(8) N2 N Uani 0.4349(2) 0.2862(2) 0.0145(2) 1.000 0.0244(8) N3 N Uani 0.4492(2) 0.2406(2) 0.2497(2) 1.000 0.0238(8) C1 C Uani 0.6350(3) 0.0133(3) 0.1573(3) 1.000 0.0212(9) C2 C Uani 0.6106(3) -0.0575(3) 0.2809(3) 1.000 0.0226(9) C3 C Uani 0.6866(3) -0.1469(3) 0.3163(3) 1.000 0.0260(10) C4 C Uani 0.7885(3) -0.1657(3) 0.2331(3) 1.000 0.0285(11) C5 C Uani 0.8134(3) -0.0928(3) 0.1109(3) 1.000 0.0279(10) C6 C Uani 0.7383(3) -0.0042(3) 0.0716(3) 1.000 0.0263(10) C7 C Uani 0.5063(3) -0.0380(3) 0.3776(3) 1.000 0.0239(10) C8 C Uani 0.3378(3) -0.1169(3) 0.3416(3) 1.000 0.0300(11) C9 C Uani 0.2869(3) -0.0097(3) 0.4609(3) 1.000 0.0311(10) C10 C Uani 0.7646(4) 0.0713(3) -0.0612(3) 1.000 0.0383(12) C11 C Uani 0.8695(4) -0.2640(3) 0.2730(4) 1.000 0.0408(12) C12 C Uani 0.1597(3) 0.1759(3) 0.1626(3) 1.000 0.0237(10) C13 C Uani 0.1974(3) 0.2899(3) 0.0644(3) 1.000 0.0246(10) C14 C Uani 0.1115(3) 0.3428(3) 0.0070(3) 1.000 0.0313(11) C15 C Uani -0.0096(3) 0.2870(3) 0.0424(3) 1.000 0.0319(11) C16 C Uani -0.0458(3) 0.1740(3) 0.1411(3) 1.000 0.0323(11) C17 C Uani 0.0361(3) 0.1175(3) 0.2018(3) 1.000 0.0255(10) C18 C Uani 0.3250(3) 0.3579(3) 0.0254(3) 1.000 0.0297(11) C19 C Uani 0.4369(3) 0.2348(3) -0.0680(3) 1.000 0.0307(11) C20 C Uani 0.5557(3) 0.3658(3) -0.0371(3) 1.000 0.0322(11) C21 C Uani -0.0054(3) -0.0025(3) 0.3091(3) 1.000 0.0312(11) C22 C Uani -0.0989(4) 0.3468(4) -0.0246(4) 1.000 0.0452(16) C23 C Uani 0.5143(3) 0.3014(3) 0.2842(3) 1.000 0.0256(10) C24 C Uani 0.6447(3) 0.2943(3) 0.2631(3) 1.000 0.0358(11) C25 C Uani 0.7136(4) 0.3567(4) 0.2948(4) 1.000 0.0518(16) C26 C Uani 0.6527(5) 0.4242(4) 0.3495(4) 1.000 0.0615(19) C27 C Uani 0.5232(5) 0.4317(4) 0.3730(4) 1.000 0.0533(18) C28 C Uani 0.4535(4) 0.3716(3) 0.3406(3) 1.000 0.0333(11) H3 H Uiso 0.66810 -0.19560 0.39840 1.000 0.0310 H5 H Uiso 0.88230 -0.10350 0.05370 1.000 0.0340 H7A H Uiso 0.49010 -0.10750 0.45480 1.000 0.0290 H7B H Uiso 0.53670 0.02950 0.38360 1.000 0.0290 H8A H Uiso 0.32340 -0.18910 0.41490 1.000 0.0450 H8B H Uiso 0.40120 -0.12450 0.27530 1.000 0.0450 H8C H Uiso 0.25910 -0.10240 0.32600 1.000 0.0450 H9A H Uiso 0.27640 -0.08280 0.53230 1.000 0.0470 H9B H Uiso 0.20650 0.00250 0.44840 1.000 0.0470 H9C H Uiso 0.31510 0.05530 0.47070 1.000 0.0470 H10A H Uiso 0.77500 0.15390 -0.07980 1.000 0.0570 H10B H Uiso 0.69400 0.05550 -0.08110 1.000 0.0570 H10C H Uiso 0.84160 0.05270 -0.10760 1.000 0.0570 H11A H Uiso 0.95680 -0.22990 0.24540 1.000 0.0610 H11B H Uiso 0.86580 -0.31730 0.23920 1.000 0.0610 H11C H Uiso 0.83730 -0.30700 0.35980 1.000 0.0610 H14 H Uiso 0.13660 0.41860 -0.05770 1.000 0.0380 H16 H Uiso -0.12760 0.13540 0.16690 1.000 0.0390 H18A H Uiso 0.32230 0.38710 0.08350 1.000 0.0350 H18B H Uiso 0.34050 0.42640 -0.05230 1.000 0.0350 H19A H Uiso 0.50670 0.18830 -0.07380 1.000 0.0460 H19B H Uiso 0.44770 0.29780 -0.14680 1.000 0.0460 H19C H Uiso 0.35740 0.18490 -0.03710 1.000 0.0460 H20A H Uiso 0.55660 0.39890 0.01630 1.000 0.0480 H20B H Uiso 0.56220 0.42890 -0.11460 1.000 0.0480 H20C H Uiso 0.62690 0.32140 -0.04660 1.000 0.0480 H21A H Uiso -0.00080 0.00280 0.37860 1.000 0.0470 H21B H Uiso 0.05000 -0.05780 0.29270 1.000 0.0470 H21C H Uiso -0.09200 -0.02950 0.32470 1.000 0.0470 H22A H Uiso -0.13500 0.40650 -0.00080 1.000 0.0680 H22B H Uiso -0.16650 0.28850 -0.00530 1.000 0.0680 H22C H Uiso -0.05190 0.38330 -0.11030 1.000 0.0680 H24 H Uiso 0.68590 0.24700 0.22720 1.000 0.0430 H25 H Uiso 0.80100 0.35250 0.27880 1.000 0.0620 H26 H Uiso 0.69890 0.46560 0.37130 1.000 0.0740 H27 H Uiso 0.48280 0.47760 0.41100 1.000 0.0640 H28 H Uiso 0.36650 0.37750 0.35590 1.000 0.0400 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 0.0180(3) 0.0226(3) 0.0216(3) -0.0108(2) -0.0082(2) 0.0027(2) O1 0.0255(11) 0.0275(12) 0.0178(12) -0.0105(10) -0.0074(9) 0.0075(10) O2 0.0237(11) 0.0265(12) 0.0259(13) -0.0077(10) -0.0110(10) 0.0006(9) N1 0.0202(13) 0.0277(15) 0.0169(14) -0.0105(12) -0.0062(11) 0.0043(11) N2 0.0201(13) 0.0256(15) 0.0287(16) -0.0119(13) -0.0101(12) -0.0002(11) N3 0.0259(14) 0.0246(14) 0.0197(14) -0.0109(12) -0.0055(11) 0.0032(11) C1 0.0199(15) 0.0240(17) 0.0225(17) -0.0131(14) -0.0069(13) 0.0003(13) C2 0.0202(15) 0.0274(17) 0.0251(17) -0.0154(15) -0.0089(13) 0.0023(13) C3 0.0267(17) 0.0317(19) 0.0251(18) -0.0147(16) -0.0129(15) 0.0043(14) C4 0.0238(16) 0.0324(19) 0.038(2) -0.0204(17) -0.0152(15) 0.0075(14) C5 0.0201(15) 0.0309(19) 0.035(2) -0.0215(17) -0.0034(14) 0.0039(14) C6 0.0269(17) 0.0300(18) 0.0240(18) -0.0174(15) -0.0040(14) 0.0024(14) C7 0.0220(16) 0.0306(18) 0.0199(17) -0.0110(15) -0.0089(13) 0.0058(14) C8 0.0287(17) 0.0260(18) 0.035(2) -0.0114(16) -0.0139(16) 0.0015(14) C9 0.0265(17) 0.042(2) 0.0166(17) -0.0108(16) -0.0014(14) 0.0073(15) C10 0.042(2) 0.039(2) 0.028(2) -0.0185(18) -0.0011(17) 0.0072(17) C11 0.038(2) 0.043(2) 0.047(2) -0.024(2) -0.0180(19) 0.0200(18) C12 0.0205(15) 0.0282(17) 0.0297(19) -0.0177(15) -0.0115(14) 0.0080(13) C13 0.0237(16) 0.0250(17) 0.0263(18) -0.0123(15) -0.0092(14) 0.0024(13) C14 0.0288(18) 0.035(2) 0.036(2) -0.0181(17) -0.0160(16) 0.0092(15) C15 0.0264(17) 0.046(2) 0.036(2) -0.0262(19) -0.0164(16) 0.0139(16) C16 0.0192(16) 0.049(2) 0.041(2) -0.0307(19) -0.0115(15) 0.0094(16) C17 0.0194(15) 0.0359(19) 0.0257(18) -0.0192(16) -0.0060(14) 0.0035(14) C18 0.0341(18) 0.0216(17) 0.037(2) -0.0107(16) -0.0206(17) 0.0070(14) C19 0.0351(19) 0.037(2) 0.0204(18) -0.0104(16) -0.0135(15) 0.0017(16) C20 0.0249(17) 0.0258(18) 0.035(2) -0.0041(16) -0.0096(15) -0.0071(14) C21 0.0176(16) 0.039(2) 0.035(2) -0.0198(18) -0.0019(15) -0.0037(14) C22 0.040(2) 0.066(3) 0.052(3) -0.037(2) -0.030(2) 0.023(2) C23 0.0315(17) 0.0207(16) 0.0206(17) -0.0048(14) -0.0105(14) 0.0010(14) C24 0.0323(19) 0.033(2) 0.037(2) -0.0082(18) -0.0162(17) 0.0019(16) C25 0.046(2) 0.051(3) 0.050(3) -0.006(2) -0.028(2) -0.010(2) C26 0.083(4) 0.047(3) 0.059(3) -0.011(2) -0.045(3) -0.018(3) C27 0.091(4) 0.038(2) 0.046(3) -0.024(2) -0.035(3) 0.007(2) C28 0.049(2) 0.0299(19) 0.029(2) -0.0165(17) -0.0192(18) 0.0111(17) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All esds are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O1 1.887(2) . . yes V1 O2 1.911(2) . . yes V1 N1 2.164(2) . . yes V1 N2 2.168(2) . . yes V1 N3 1.685(3) . . yes O1 C1 1.351(5) . . yes O2 C12 1.340(4) . . yes N1 C7 1.488(4) . . yes N1 C8 1.480(5) . . yes N1 C9 1.480(4) . . yes N2 C18 1.501(5) . . yes N2 C19 1.476(5) . . yes N2 C20 1.475(4) . . yes N3 C23 1.370(5) . . yes C1 C2 1.400(5) . . no C1 C6 1.403(5) . . no C2 C3 1.393(5) . . no C2 C7 1.511(5) . . no C3 C4 1.383(5) . . no C4 C5 1.388(5) . . no C4 C11 1.514(6) . . no C5 C6 1.390(5) . . no C6 C10 1.503(5) . . no C12 C13 1.402(5) . . no C12 C17 1.405(5) . . no C13 C14 1.389(5) . . no C13 C18 1.496(5) . . no C14 C15 1.378(5) . . no C15 C16 1.396(5) . . no C15 C22 1.512(6) . . no C16 C17 1.386(5) . . no C17 C21 1.496(5) . . no C23 C24 1.394(5) . . no C23 C28 1.405(6) . . no C24 C25 1.385(6) . . no C25 C26 1.363(7) . . no C26 C27 1.382(8) . . no C27 C28 1.378(7) . . no C3 H3 0.9291 . . no C5 H5 0.9305 . . no C7 H7A 0.9699 . . no C7 H7B 0.9685 . . no C8 H8A 0.9603 . . no C8 H8B 0.9596 . . no C8 H8C 0.9602 . . no C9 H9A 0.9597 . . no C9 H9B 0.9599 . . no C9 H9C 0.9592 . . no C10 H10A 0.9599 . . no C10 H10B 0.9599 . . no C10 H10C 0.9604 . . no C11 H11A 0.9606 . . no C11 H11B 0.9588 . . no C11 H11C 0.9600 . . no C14 H14 0.9294 . . no C16 H16 0.9303 . . no C18 H18A 0.9707 . . no C18 H18B 0.9692 . . no C19 H19A 0.9594 . . no C19 H19B 0.9598 . . no C19 H19C 0.9608 . . no C20 H20A 0.9598 . . no C20 H20B 0.9596 . . no C20 H20C 0.9595 . . no C21 H21A 0.9596 . . no C21 H21B 0.9602 . . no C21 H21C 0.9599 . . no C22 H22A 0.9596 . . no C22 H22B 0.9597 . . no C22 H22C 0.9605 . . no C24 H24 0.9303 . . no C25 H25 0.9309 . . no C26 H26 0.9301 . . no C27 H27 0.9303 . . no C28 H28 0.9302 . . 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 129.83(12) . . . yes O1 V1 N1 87.69(10) . . . yes O1 V1 N2 85.77(10) . . . yes O1 V1 N3 113.03(12) . . . yes O2 V1 N1 85.61(10) . . . yes O2 V1 N2 87.16(10) . . . yes O2 V1 N3 117.14(12) . . . yes N1 V1 N2 163.72(10) . . . yes N1 V1 N3 97.63(11) . . . yes N2 V1 N3 98.65(11) . . . yes V1 O1 C1 133.6(2) . . . yes V1 O2 C12 134.1(2) . . . yes V1 N1 C7 108.53(19) . . . yes V1 N1 C8 112.06(18) . . . yes V1 N1 C9 109.8(2) . . . yes C7 N1 C8 109.5(3) . . . yes C7 N1 C9 108.4(2) . . . yes C8 N1 C9 108.5(3) . . . yes V1 N2 C18 108.11(17) . . . yes V1 N2 C19 112.6(2) . . . yes V1 N2 C20 109.04(18) . . . yes C18 N2 C19 109.9(2) . . . yes C18 N2 C20 108.7(3) . . . yes C19 N2 C20 108.4(2) . . . yes V1 N3 C23 161.7(2) . . . yes O1 C1 C2 122.2(3) . . . yes O1 C1 C6 118.3(3) . . . yes C2 C1 C6 119.4(3) . . . no C1 C2 C3 119.2(3) . . . no C1 C2 C7 122.1(3) . . . no C3 C2 C7 118.7(3) . . . no C2 C3 C4 122.1(3) . . . no C3 C4 C5 118.0(3) . . . no C3 C4 C11 121.5(3) . . . no C5 C4 C11 120.6(3) . . . no C4 C5 C6 121.8(3) . . . no C1 C6 C5 119.4(3) . . . no C1 C6 C10 119.6(3) . . . no C5 C6 C10 120.9(3) . . . no N1 C7 C2 114.0(3) . . . yes O2 C12 C13 122.3(3) . . . yes O2 C12 C17 117.9(3) . . . yes C13 C12 C17 119.8(3) . . . no C12 C13 C14 119.0(3) . . . no C12 C13 C18 121.2(3) . . . no C14 C13 C18 119.6(3) . . . no C13 C14 C15 122.4(3) . . . no C14 C15 C16 117.7(3) . . . no C14 C15 C22 120.6(3) . . . no C16 C15 C22 121.7(3) . . . no C15 C16 C17 122.2(3) . . . no C12 C17 C16 118.9(3) . . . no C12 C17 C21 119.7(3) . . . no C16 C17 C21 121.4(3) . . . no N2 C18 C13 113.9(3) . . . yes N3 C23 C24 119.6(3) . . . yes N3 C23 C28 121.9(3) . . . yes C24 C23 C28 118.5(4) . . . no C23 C24 C25 120.9(4) . . . no C24 C25 C26 119.6(5) . . . no C25 C26 C27 120.8(5) . . . no C26 C27 C28 120.4(5) . . . no C23 C28 C27 119.8(4) . . . no C2 C3 H3 118.95 . . . no C4 C3 H3 118.97 . . . no C4 C5 H5 119.11 . . . no C6 C5 H5 119.07 . . . no N1 C7 H7A 108.74 . . . no N1 C7 H7B 108.76 . . . no C2 C7 H7A 108.68 . . . no C2 C7 H7B 108.72 . . . no H7A C7 H7B 107.75 . . . no N1 C8 H8A 109.47 . . . no N1 C8 H8B 109.48 . . . no N1 C8 H8C 109.46 . . . no H8A C8 H8B 109.48 . . . no H8A C8 H8C 109.49 . . . no H8B C8 H8C 109.45 . . . no N1 C9 H9A 109.45 . . . no N1 C9 H9B 109.42 . . . no N1 C9 H9C 109.48 . . . no H9A C9 H9B 109.45 . . . no H9A C9 H9C 109.50 . . . no H9B C9 H9C 109.52 . . . no C6 C10 H10A 109.51 . . . no C6 C10 H10B 109.46 . . . no C6 C10 H10C 109.49 . . . no H10A C10 H10B 109.45 . . . no H10A C10 H10C 109.48 . . . no H10B C10 H10C 109.44 . . . no C4 C11 H11A 109.45 . . . no C4 C11 H11B 109.49 . . . no C4 C11 H11C 109.45 . . . no H11A C11 H11B 109.52 . . . no H11A C11 H11C 109.43 . . . no H11B C11 H11C 109.48 . . . no C13 C14 H14 118.82 . . . no C15 C14 H14 118.78 . . . no C15 C16 H16 118.87 . . . no C17 C16 H16 118.96 . . . no N2 C18 H18A 108.71 . . . no N2 C18 H18B 108.73 . . . no C13 C18 H18A 108.81 . . . no C13 C18 H18B 108.85 . . . no H18A C18 H18B 107.71 . . . no N2 C19 H19A 109.52 . . . no N2 C19 H19B 109.45 . . . no N2 C19 H19C 109.47 . . . no H19A C19 H19B 109.47 . . . no H19A C19 H19C 109.50 . . . no H19B C19 H19C 109.41 . . . no N2 C20 H20A 109.50 . . . no N2 C20 H20B 109.43 . . . no N2 C20 H20C 109.47 . . . no H20A C20 H20B 109.49 . . . no H20A C20 H20C 109.46 . . . no H20B C20 H20C 109.48 . . . no C17 C21 H21A 109.50 . . . no C17 C21 H21B 109.47 . . . no C17 C21 H21C 109.42 . . . no H21A C21 H21B 109.47 . . . no H21A C21 H21C 109.53 . . . no H21B C21 H21C 109.44 . . . no C15 C22 H22A 109.49 . . . no C15 C22 H22B 109.45 . . . no C15 C22 H22C 109.50 . . . no H22A C22 H22B 109.47 . . . no H22A C22 H22C 109.51 . . . no H22B C22 H22C 109.42 . . . no C23 C24 H24 119.46 . . . no C25 C24 H24 119.63 . . . no C24 C25 H25 120.13 . . . no C26 C25 H25 120.25 . . . no C25 C26 H26 119.57 . . . no C27 C26 H26 119.67 . . . no C26 C27 H27 119.78 . . . no C28 C27 H27 119.78 . . . no C23 C28 H28 120.07 . . . no C27 C28 H28 120.16 . . . no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 V1 O1 C1 -101.5(3) . . . . no N1 V1 O1 C1 -19.1(3) . . . . no N2 V1 O1 C1 175.8(3) . . . . no N3 V1 O1 C1 78.2(3) . . . . no O1 V1 O2 C12 -97.8(3) . . . . no N1 V1 O2 C12 178.9(3) . . . . no N2 V1 O2 C12 -15.7(3) . . . . no N3 V1 O2 C12 82.5(3) . . . . no O1 V1 N1 C7 48.4(2) . . . . no O1 V1 N1 C8 -72.6(2) . . . . no O1 V1 N1 C9 166.8(2) . . . . no O2 V1 N1 C7 178.6(2) . . . . no O2 V1 N1 C8 57.6(2) . . . . no O2 V1 N1 C9 -63.0(2) . . . . no N3 V1 N1 C7 -64.6(2) . . . . no N3 V1 N1 C8 174.4(2) . . . . no N3 V1 N1 C9 53.8(2) . . . . no O1 V1 N2 C18 177.1(2) . . . . no O1 V1 N2 C19 55.5(2) . . . . no O1 V1 N2 C20 -64.9(2) . . . . no O2 V1 N2 C18 46.8(2) . . . . no O2 V1 N2 C19 -74.8(2) . . . . no O2 V1 N2 C20 164.8(2) . . . . no N3 V1 N2 C18 -70.2(2) . . . . no N3 V1 N2 C19 168.1(2) . . . . no N3 V1 N2 C20 47.8(2) . . . . no V1 O1 C1 C2 -1.1(6) . . . . no V1 O1 C1 C6 178.6(3) . . . . no V1 O2 C12 C13 -3.9(6) . . . . no V1 O2 C12 C17 174.4(3) . . . . no V1 N1 C7 C2 -65.9(3) . . . . no C8 N1 C7 C2 56.7(4) . . . . no C9 N1 C7 C2 174.9(3) . . . . no V1 N2 C18 C13 -68.0(3) . . . . no C19 N2 C18 C13 55.3(3) . . . . no C20 N2 C18 C13 173.8(3) . . . . no O1 C1 C2 C3 177.3(4) . . . . no O1 C1 C2 C7 -4.3(6) . . . . no C6 C1 C2 C7 176.0(4) . . . . no O1 C1 C6 C5 -178.7(3) . . . . no C6 C1 C2 C3 -2.3(6) . . . . no C2 C1 C6 C5 1.0(6) . . . . no C2 C1 C6 C10 179.8(4) . . . . no O1 C1 C6 C10 0.1(6) . . . . no C1 C2 C3 C4 2.2(6) . . . . no C1 C2 C7 N1 43.6(5) . . . . no C3 C2 C7 N1 -138.1(3) . . . . no C7 C2 C3 C4 -176.3(4) . . . . no C2 C3 C4 C5 -0.6(6) . . . . no C2 C3 C4 C11 -179.4(4) . . . . no C3 C4 C5 C6 -0.8(6) . . . . no C11 C4 C5 C6 178.1(4) . . . . no C4 C5 C6 C1 0.6(6) . . . . no C4 C5 C6 C10 -178.2(4) . . . . no O2 C12 C13 C14 177.9(3) . . . . no O2 C12 C13 C18 -5.8(6) . . . . no C17 C12 C13 C14 -0.4(6) . . . . no C17 C12 C13 C18 176.0(3) . . . . no O2 C12 C17 C16 -177.7(3) . . . . no O2 C12 C17 C21 3.6(5) . . . . no C13 C12 C17 C16 0.7(6) . . . . no C13 C12 C17 C21 -178.0(3) . . . . no C12 C13 C14 C15 -0.5(6) . . . . no C14 C13 C18 N2 -136.4(3) . . . . no C12 C13 C18 N2 47.3(5) . . . . no C18 C13 C14 C15 -176.9(4) . . . . no C13 C14 C15 C16 1.1(6) . . . . no C13 C14 C15 C22 -178.6(4) . . . . no C22 C15 C16 C17 178.8(4) . . . . no C14 C15 C16 C17 -0.8(6) . . . . no C15 C16 C17 C12 0.0(6) . . . . no C15 C16 C17 C21 178.6(4) . . . . no N3 C23 C24 C25 178.7(3) . . . . no C24 C23 C28 C27 0.3(5) . . . . no C28 C23 C24 C25 -1.2(5) . . . . no N3 C23 C28 C27 -179.6(3) . . . . no C23 C24 C25 C26 1.3(6) . . . . no C24 C25 C26 C27 -0.4(7) . . . . no C25 C26 C27 C28 -0.5(7) . . . . no C26 C27 C28 C23 0.5(6) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag V1 H24 3.5101 . . no O1 H8B 2.8620 . . no O1 H10A 2.6915 . . no O1 H10B 2.7926 . . no O1 H19A 2.5342 . . no O1 H20C 2.6202 . . no O2 H8C 2.5458 . . no O2 H9B 2.5975 . . no O2 H19C 2.9039 . . no O2 H21A 2.7416 . . no O2 H21B 2.7188 . . no N3 H7B 2.8266 . . no N3 H9C 2.7465 . . no N3 H18A 2.9205 . . no N3 H20A 2.6801 . . no C1 C8 3.332(5) . . no C6 C19 3.580(6) . 2_655 no C8 C1 3.332(5) . . no C12 C19 3.349(5) . . no C19 C6 3.580(6) . 2_655 no C19 C12 3.349(5) . . no C1 H8B 2.7376 . . no C2 H8B 2.5458 . . no C3 H21C 2.9792 . 1_655 no C4 H21C 3.0284 . 1_655 no C5 H19C 2.8758 . 2_655 no C6 H19C 2.8100 . 2_655 no C7 H7B 3.0527 . 2_656 no C10 H19C 3.0700 . 2_655 no C12 H19C 2.7619 . . no C13 H19C 2.5434 . . no C16 H24 3.0855 . 1_455 no C16 H5 3.0607 . 2_655 no C17 H10C 2.9878 . 2_655 no C21 H10C 2.9750 . 2_655 no C22 H24 3.0900 . 1_455 no C23 H20A 3.0405 . . no C24 H7B 3.0786 . . no C28 H3 2.9952 . 2_656 no C28 H20B 2.9923 . 2_665 no H3 H7A 2.2999 . . no H3 H11C 2.3599 . . no H3 C28 2.9952 . 2_656 no H5 H10C 2.3456 . . no H5 C16 3.0607 . 2_655 no H7A H3 2.2999 . . no H7A H8A 2.4571 . . no H7A H9A 2.3268 . . no H7B N3 2.8266 . . no H7B C24 3.0786 . . no H7B H9C 2.4285 . . no H7B C7 3.0527 . 2_656 no H8A H7A 2.4571 . . no H8A H9A 2.3720 . . no H8B O1 2.8620 . . no H8B C1 2.7376 . . no H8B C2 2.5458 . . no H8C O2 2.5458 . . no H8C H9B 2.4107 . . no H8C H21B 2.5141 . . no H9A H7A 2.3268 . . no H9A H8A 2.3720 . . no H9B O2 2.5975 . . no H9B H8C 2.4107 . . no H9C N3 2.7465 . . no H9C H7B 2.4285 . . no H10A O1 2.6915 . . no H10A H22B 2.4869 . 1_655 no H10B O1 2.7926 . . no H10C H5 2.3456 . . no H10C C17 2.9878 . 2_655 no H10C C21 2.9750 . 2_655 no H10C H21B 2.2935 . 2_655 no H11B H22C 2.5696 . 2_655 no H11C H3 2.3599 . . no H14 H18B 2.3061 . . no H14 H22C 2.5290 . . no H16 H21C 2.3446 . . no H16 H22B 2.4097 . . no H16 H24 2.5648 . 1_455 no H18A N3 2.9205 . . no H18A H20A 2.4505 . . no H18B H14 2.3061 . . no H18B H19B 2.4881 . . no H18B H20B 2.3276 . . no H19A O1 2.5342 . . no H19A H20C 2.3927 . . no H19B H18B 2.4881 . . no H19B H20B 2.3755 . . no H19C O2 2.9039 . . no H19C C12 2.7619 . . no H19C C13 2.5434 . . no H19C C5 2.8758 . 2_655 no H19C C6 2.8100 . 2_655 no H19C C10 3.0700 . 2_655 no H20A N3 2.6801 . . no H20A C23 3.0405 . . no H20A H18A 2.4505 . . no H20B H18B 2.3276 . . no H20B H19B 2.3755 . . no H20B C28 2.9923 . 2_665 no H20C O1 2.6202 . . no H20C H19A 2.3927 . . no H20C H22B 2.5194 . 1_655 no H21A O2 2.7416 . . no H21B O2 2.7188 . . no H21B H8C 2.5141 . . no H21B H10C 2.2935 . 2_655 no H21C C3 2.9792 . 1_455 no H21C C4 3.0284 . 1_455 no H21C H16 2.3446 . . no H22B H10A 2.4869 . 1_455 no H22B H16 2.4097 . . no H22B H20C 2.5194 . 1_455 no H22C H14 2.5290 . . no H22C H11B 2.5696 . 2_655 no H24 V1 3.5101 . . no H24 C16 3.0855 . 1_655 no H24 C22 3.0900 . 1_655 no H24 H16 2.5648 . 1_655 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # C8 H8C O2 0.9602 2.5458 3.056(5) 113.29 . yes C9 H9B O2 0.9599 2.5975 3.084(4) 111.65 . yes C19 H19A O1 0.9594 2.5342 3.038(4) 112.81 . yes #===END # CIF-file generated for s2077a - complex 6-C6H6 #=============================================================================== data_s2077a #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C28 H37 N3 O2 V, C6 H6' _chemical_formula_sum 'C34 H43 N3 O2 V' _chemical_formula_weight 576.65 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source V V 0.3005 0.5294 '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' N N 0.0061 0.0033 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 8.6034(3) _cell_length_b 13.3614(4) _cell_length_c 15.1044(5) _cell_angle_alpha 98.182(3) _cell_angle_beta 105.618(2) _cell_angle_gamma 107.130(2) _cell_volume 1551.0(1) _cell_formula_units_Z 2 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.270 _exptl_crystal_size_mid 0.210 _exptl_crystal_size_min 0.030 _exptl_crystal_density_diffrn 1.235 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 614 _exptl_absorpt_coefficient_mu 0.354 _exptl_absorpt_correction_type none #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Kappa-CCD' _diffrn_measurement_method 'scans' # number of measured reflections (redundant set) _diffrn_reflns_number 18775 _diffrn_reflns_av_R_equivalents 0.0530 _diffrn_reflns_av_sigmaI/netI 0.0481 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 24.97 # number of unique reflections _reflns_number_total 5418 # number of observed reflections (> n sig(I)) _reflns_number_gt 4437 _reflns_threshold_expression i>2\s(i) _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'PLATON (Spek, 1990)' #=============================================================================== # 8. REFINEMENT DATA _refine_special_details ; Refinement on F^2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2 > 2sigma(F^2) is used only for calculating -R-factor-obs 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^)+(0.0671P)^2^+2.4593P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment 'H-atom refinement: see text ' _refine_ls_extinction_method none _refine_ls_abs_structure_details none _refine_ls_abs_structure_Flack none _refine_ls_number_reflns 5418 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0739 _refine_ls_R_factor_gt 0.0575 _refine_ls_wR_factor_ref 0.1590 _refine_ls_wR_factor_gt 0.1489 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.536 _refine_diff_density_min -0.507 _refine_diff_density_rms 0.067 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv V1 V Uani 0.11809(7) 0.76161(4) 0.16768(4) 1.000 0.0251(2) O1 O Uani 0.1112(3) 0.62987(17) 0.20323(16) 1.000 0.0297(7) O2 O Uani 0.2935(3) 0.89903(17) 0.23054(16) 1.000 0.0286(7) N1 N Uani 0.0014(3) 0.7953(2) 0.2736(2) 1.000 0.0291(9) N2 N Uani 0.2805(3) 0.7320(2) 0.08574(19) 1.000 0.0273(8) N3 N Uani -0.0486(3) 0.7537(2) 0.0747(2) 1.000 0.0329(9) C1 C Uani 0.0260(4) 0.5735(2) 0.2535(2) 1.000 0.0277(10) C2 C Uani -0.0965(4) 0.6036(3) 0.2856(2) 1.000 0.0302(10) C3 C Uani -0.1755(4) 0.5442(3) 0.3406(2) 1.000 0.0347(11) C4 C Uani -0.1388(5) 0.4551(3) 0.3637(3) 1.000 0.0380(11) C5 C Uani -0.0181(5) 0.4269(3) 0.3315(3) 1.000 0.0360(11) C6 C Uani 0.0670(4) 0.4840(3) 0.2774(2) 1.000 0.0309(10) C7 C Uani -0.1474(4) 0.6966(3) 0.2605(3) 1.000 0.0321(10) C8 C Uani 0.1209(4) 0.8263(3) 0.3722(2) 1.000 0.0326(11) C9 C Uani -0.0634(5) 0.8854(3) 0.2572(3) 1.000 0.0385(12) C10 C Uani 0.1979(5) 0.4512(3) 0.2437(3) 1.000 0.0368(11) C11 C Uani -0.2269(6) 0.3926(3) 0.4238(3) 1.000 0.0514(14) C12 C Uani 0.4383(4) 0.9560(2) 0.2158(2) 1.000 0.0254(9) C13 C Uani 0.4732(4) 0.9267(2) 0.1322(2) 1.000 0.0263(9) C14 C Uani 0.6265(4) 0.9873(3) 0.1217(2) 1.000 0.0281(10) C15 C Uani 0.7467(4) 1.0763(3) 0.1913(2) 1.000 0.0303(10) C16 C Uani 0.7090(4) 1.1053(2) 0.2734(2) 1.000 0.0299(10) C17 C Uani 0.5574(4) 1.0471(2) 0.2870(2) 1.000 0.0275(10) C18 C Uani 0.3461(4) 0.8314(3) 0.0534(2) 1.000 0.0300(10) C19 C Uani 0.4272(4) 0.7040(3) 0.1397(2) 1.000 0.0314(11) C20 C Uani 0.1759(4) 0.6425(3) 0.0015(2) 1.000 0.0359(11) C21 C Uani 0.5171(5) 1.0818(3) 0.3753(3) 1.000 0.0358(11) C22 C Uani 0.9134(4) 1.1399(3) 0.1783(3) 1.000 0.0402(11) C23 C Uani -0.1942(4) 0.7375(3) 0.0002(2) 1.000 0.0294(10) C24 C Uani -0.3240(5) 0.6344(3) -0.0374(3) 1.000 0.0415(12) C25 C Uani -0.4701(5) 0.6182(4) -0.1114(3) 1.000 0.0556(14) C26 C Uani -0.4913(6) 0.7017(5) -0.1507(3) 1.000 0.0645(18) C27 C Uani -0.3682(6) 0.8032(4) -0.1159(3) 1.000 0.0578(18) C28 C Uani -0.2189(5) 0.8213(3) -0.0403(3) 1.000 0.0403(12) C29 C Uani 0.4168(6) 0.1767(3) 0.5906(3) 1.000 0.0503(16) C30 C Uani 0.4917(5) 0.2777(4) 0.5842(4) 1.000 0.0574(16) C31 C Uani 0.4021(10) 0.3170(4) 0.5136(5) 1.000 0.089(3) C32 C Uani 0.2358(11) 0.2464(8) 0.4543(4) 1.000 0.098(3) C33 C Uani 0.1723(7) 0.1484(6) 0.4658(5) 1.000 0.085(2) C34 C Uani 0.2580(7) 0.1137(4) 0.5305(4) 1.000 0.0636(17) H3 H Uiso -0.25700 0.56570 0.36270 1.000 0.0420 H5 H Uiso 0.00840 0.36600 0.34680 1.000 0.0430 H7A H Uiso -0.22280 0.67450 0.19350 1.000 0.0390 H7B H Uiso -0.21510 0.71410 0.30010 1.000 0.0390 H8A H Uiso 0.21900 0.89120 0.38040 1.000 0.0490 H8B H Uiso 0.16230 0.76730 0.38510 1.000 0.0490 H8C H Uiso 0.06040 0.84110 0.41620 1.000 0.0490 H9A H Uiso -0.14250 0.86660 0.19220 1.000 0.0580 H9B H Uiso 0.03400 0.95120 0.26690 1.000 0.0580 H9C H Uiso -0.12420 0.89740 0.30170 1.000 0.0580 H10A H Uiso 0.24240 0.50060 0.20690 1.000 0.0550 H10B H Uiso 0.14380 0.37750 0.20380 1.000 0.0550 H10C H Uiso 0.29300 0.45430 0.29840 1.000 0.0550 H11A H Uiso -0.30820 0.42460 0.43900 1.000 0.0770 H11B H Uiso -0.14020 0.39570 0.48250 1.000 0.0770 H11C H Uiso -0.28920 0.31720 0.38850 1.000 0.0770 H14 H Uiso 0.64930 0.96700 0.06500 1.000 0.0340 H16 H Uiso 0.78910 1.16670 0.32140 1.000 0.0360 H18A H Uiso 0.24730 0.85120 0.02100 1.000 0.0360 H18B H Uiso 0.40210 0.81550 0.00650 1.000 0.0360 H19A H Uiso 0.49790 0.76210 0.19650 1.000 0.0470 H19B H Uiso 0.49740 0.69460 0.09990 1.000 0.0470 H19C H Uiso 0.38290 0.63670 0.15840 1.000 0.0470 H20A H Uiso 0.13180 0.57620 0.02150 1.000 0.0540 H20B H Uiso 0.24730 0.63210 -0.03730 1.000 0.0540 H20C H Uiso 0.07910 0.65970 -0.03580 1.000 0.0540 H21A H Uiso 0.40650 1.03100 0.37270 1.000 0.0540 H21B H Uiso 0.51050 1.15420 0.37920 1.000 0.0540 H21C H Uiso 0.60810 1.08280 0.43110 1.000 0.0540 H22A H Uiso 0.98160 1.19960 0.23430 1.000 0.0600 H22B H Uiso 0.88730 1.16890 0.12220 1.000 0.0600 H22C H Uiso 0.97890 1.09250 0.17010 1.000 0.0600 H24 H Uiso -0.31020 0.57570 -0.01130 1.000 0.0490 H25 H Uiso -0.55690 0.54870 -0.13550 1.000 0.0660 H26 H Uiso -0.59200 0.68930 -0.20240 1.000 0.0780 H27 H Uiso -0.38430 0.86080 -0.14310 1.000 0.0690 H28 H Uiso -0.13370 0.89150 -0.01650 1.000 0.0480 H29 H Uiso 0.47620 0.14890 0.63810 1.000 0.0600 H30 H Uiso 0.60300 0.32150 0.62660 1.000 0.0690 H31 H Uiso 0.45040 0.38760 0.50580 1.000 0.1070 H32 H Uiso 0.16970 0.27000 0.40590 1.000 0.1180 H33 H Uiso 0.06070 0.10240 0.42540 1.000 0.1020 H34 H Uiso 0.20880 0.04230 0.53630 1.000 0.0760 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 0.0191(3) 0.0283(3) 0.0279(3) 0.0077(2) 0.0068(2) 0.0085(2) O1 0.0262(12) 0.0293(12) 0.0378(14) 0.0098(10) 0.0151(10) 0.0109(10) O2 0.0261(12) 0.0284(11) 0.0290(12) 0.0051(10) 0.0119(10) 0.0046(9) N1 0.0244(14) 0.0292(14) 0.0390(17) 0.0109(12) 0.0142(13) 0.0123(12) N2 0.0231(14) 0.0278(14) 0.0283(15) 0.0039(11) 0.0076(12) 0.0071(11) N3 0.0258(15) 0.0438(17) 0.0310(16) 0.0095(13) 0.0084(13) 0.0154(13) C1 0.0212(16) 0.0247(16) 0.0314(18) 0.0055(14) 0.0079(14) 0.0011(13) C2 0.0225(16) 0.0295(17) 0.0333(19) 0.0033(14) 0.0085(14) 0.0040(13) C3 0.0294(18) 0.0344(18) 0.035(2) 0.0036(15) 0.0141(16) 0.0026(15) C4 0.042(2) 0.0289(18) 0.035(2) 0.0052(15) 0.0152(17) -0.0003(15) C5 0.042(2) 0.0246(17) 0.037(2) 0.0074(15) 0.0118(17) 0.0064(15) C6 0.0286(17) 0.0258(17) 0.0324(19) 0.0023(14) 0.0069(15) 0.0063(14) C7 0.0208(16) 0.0373(18) 0.041(2) 0.0102(16) 0.0152(15) 0.0092(14) C8 0.0293(18) 0.0353(18) 0.0340(19) 0.0061(15) 0.0141(15) 0.0101(15) C9 0.040(2) 0.038(2) 0.052(2) 0.0155(18) 0.0236(19) 0.0242(17) C10 0.038(2) 0.0273(17) 0.048(2) 0.0108(16) 0.0152(17) 0.0138(15) C11 0.066(3) 0.038(2) 0.048(2) 0.0123(18) 0.030(2) 0.0040(19) C12 0.0246(16) 0.0260(16) 0.0289(17) 0.0109(13) 0.0101(14) 0.0103(13) C13 0.0275(17) 0.0279(16) 0.0227(16) 0.0076(13) 0.0064(13) 0.0097(14) C14 0.0299(17) 0.0316(17) 0.0244(17) 0.0093(14) 0.0110(14) 0.0099(14) C15 0.0283(18) 0.0315(17) 0.0335(19) 0.0162(15) 0.0119(15) 0.0084(14) C16 0.0321(18) 0.0222(16) 0.0306(18) 0.0060(14) 0.0067(15) 0.0059(14) C17 0.0302(17) 0.0261(16) 0.0269(17) 0.0090(13) 0.0102(14) 0.0090(14) C18 0.0288(17) 0.0342(18) 0.0244(17) 0.0065(14) 0.0095(14) 0.0069(14) C19 0.0242(17) 0.0349(18) 0.037(2) 0.0080(15) 0.0107(15) 0.0126(14) C20 0.0293(18) 0.0347(19) 0.033(2) -0.0032(15) 0.0080(15) 0.0035(15) C21 0.038(2) 0.0297(18) 0.035(2) 0.0026(15) 0.0146(16) 0.0053(15) C22 0.0311(19) 0.043(2) 0.039(2) 0.0103(17) 0.0138(17) 0.0000(16) C23 0.0245(17) 0.0440(19) 0.0239(17) 0.0068(15) 0.0097(14) 0.0168(15) C24 0.034(2) 0.046(2) 0.042(2) 0.0012(17) 0.0158(17) 0.0120(17) C25 0.033(2) 0.071(3) 0.044(2) -0.012(2) 0.0064(19) 0.009(2) C26 0.044(3) 0.108(4) 0.034(2) -0.007(3) 0.002(2) 0.037(3) C27 0.069(3) 0.089(4) 0.039(2) 0.026(2) 0.019(2) 0.055(3) C28 0.046(2) 0.052(2) 0.034(2) 0.0145(17) 0.0183(17) 0.0264(19) C29 0.075(3) 0.055(3) 0.027(2) 0.0078(18) 0.014(2) 0.035(2) C30 0.035(2) 0.051(3) 0.079(3) -0.009(2) 0.020(2) 0.0152(19) C31 0.144(6) 0.059(3) 0.140(6) 0.057(4) 0.117(5) 0.063(4) C32 0.124(6) 0.182(8) 0.048(3) 0.045(4) 0.027(4) 0.130(6) C33 0.046(3) 0.122(5) 0.069(4) -0.024(4) 0.004(3) 0.039(4) C34 0.064(3) 0.058(3) 0.068(3) -0.002(3) 0.046(3) 0.006(2) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All esds are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O1 1.901(2) . . yes V1 O2 1.911(2) . . yes V1 N1 2.167(3) . . yes V1 N2 2.181(3) . . yes V1 N3 1.681(3) . . yes O1 C1 1.348(4) . . yes O2 C12 1.349(4) . . yes N1 C7 1.487(5) . . yes N1 C8 1.482(4) . . yes N1 C9 1.492(5) . . yes N2 C18 1.487(5) . . yes N2 C19 1.486(4) . . yes N2 C20 1.475(4) . . yes N3 C23 1.376(4) . . yes C1 C2 1.406(5) . . no C1 C6 1.410(5) . . no C2 C3 1.399(5) . . no C2 C7 1.498(5) . . no C3 C4 1.385(6) . . no C4 C5 1.381(6) . . no C4 C11 1.520(6) . . no C5 C6 1.399(6) . . no C6 C10 1.502(6) . . no C12 C13 1.404(4) . . no C12 C17 1.410(4) . . no C13 C14 1.393(5) . . no C13 C18 1.510(4) . . no C14 C15 1.387(5) . . no C15 C16 1.395(4) . . no C15 C22 1.516(5) . . no C16 C17 1.393(5) . . no C17 C21 1.511(5) . . no C23 C24 1.413(6) . . no C23 C28 1.392(6) . . no C24 C25 1.375(6) . . no C25 C26 1.371(8) . . no C26 C27 1.374(8) . . no C27 C28 1.400(7) . . no C3 H3 0.9503 . . no C5 H5 0.9497 . . no C7 H7A 0.9903 . . no C7 H7B 0.9898 . . no C8 H8A 0.9806 . . no C8 H8B 0.9788 . . no C8 H8C 0.9804 . . no C9 H9A 0.9795 . . no C9 H9B 0.9797 . . no C9 H9C 0.9794 . . no C10 H10A 0.9805 . . no C10 H10B 0.9796 . . no C10 H10C 0.9798 . . no C11 H11A 0.9795 . . no C11 H11B 0.9795 . . no C11 H11C 0.9806 . . no C14 H14 0.9493 . . no C16 H16 0.9499 . . no C18 H18A 0.9886 . . no C18 H18B 0.9901 . . no C19 H19A 0.9798 . . no C19 H19B 0.9801 . . no C19 H19C 0.9808 . . no C20 H20A 0.9797 . . no C20 H20B 0.9803 . . no C20 H20C 0.9802 . . no C21 H21A 0.9795 . . no C21 H21B 0.9800 . . no C21 H21C 0.9792 . . no C22 H22A 0.9803 . . no C22 H22B 0.9802 . . no C22 H22C 0.9795 . . no C24 H24 0.9499 . . no C25 H25 0.9494 . . no C26 H26 0.9498 . . no C27 H27 0.9500 . . no C28 H28 0.9505 . . no C29 C30 1.343(7) . . no C29 C34 1.355(8) . . no C30 C31 1.401(9) . . no C31 C32 1.419(12) . . no C32 C33 1.318(13) . . no C33 C34 1.287(9) . . no C29 H29 0.9509 . . no C30 H30 0.9500 . . no C31 H31 0.9505 . . no C32 H32 0.9511 . . no C33 H33 0.9498 . . no C34 H34 0.9502 . . 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 125.37(11) . . . yes O1 V1 N1 87.90(11) . . . yes O1 V1 N2 87.72(11) . . . yes O1 V1 N3 115.73(12) . . . yes O2 V1 N1 85.83(11) . . . yes O2 V1 N2 87.94(11) . . . yes O2 V1 N3 118.88(12) . . . yes N1 V1 N2 168.38(11) . . . yes N1 V1 N3 95.41(13) . . . yes N2 V1 N3 96.18(12) . . . yes V1 O1 C1 133.0(2) . . . yes V1 O2 C12 133.7(2) . . . yes V1 N1 C7 107.4(2) . . . yes V1 N1 C8 113.7(2) . . . yes V1 N1 C9 108.9(2) . . . yes C7 N1 C8 109.7(3) . . . yes C7 N1 C9 108.8(3) . . . yes C8 N1 C9 108.1(3) . . . yes V1 N2 C18 107.3(2) . . . yes V1 N2 C19 113.60(19) . . . yes V1 N2 C20 109.5(2) . . . yes C18 N2 C19 109.9(3) . . . yes C18 N2 C20 108.4(2) . . . yes C19 N2 C20 108.1(3) . . . yes V1 N3 C23 174.2(3) . . . yes O1 C1 C2 122.2(3) . . . yes O1 C1 C6 118.4(3) . . . yes C2 C1 C6 119.4(3) . . . no C1 C2 C3 119.4(3) . . . no C1 C2 C7 121.5(3) . . . no C3 C2 C7 119.1(3) . . . no C2 C3 C4 122.1(4) . . . no C3 C4 C5 117.6(4) . . . no C3 C4 C11 120.6(4) . . . no C5 C4 C11 121.8(4) . . . no C4 C5 C6 123.0(4) . . . no C1 C6 C5 118.5(3) . . . no C1 C6 C10 119.9(3) . . . no C5 C6 C10 121.6(4) . . . no N1 C7 C2 113.7(3) . . . yes O2 C12 C13 121.9(3) . . . yes O2 C12 C17 118.6(3) . . . yes C13 C12 C17 119.6(3) . . . no C12 C13 C14 119.3(3) . . . no C12 C13 C18 120.9(3) . . . no C14 C13 C18 119.8(3) . . . no C13 C14 C15 122.2(3) . . . no C14 C15 C16 117.8(3) . . . no C14 C15 C22 120.9(3) . . . no C16 C15 C22 121.2(3) . . . no C15 C16 C17 122.0(3) . . . no C12 C17 C16 119.1(3) . . . no C12 C17 C21 119.8(3) . . . no C16 C17 C21 121.1(3) . . . no N2 C18 C13 114.0(2) . . . yes N3 C23 C24 120.6(3) . . . yes N3 C23 C28 121.5(3) . . . yes C24 C23 C28 117.9(3) . . . no C23 C24 C25 120.7(4) . . . no C24 C25 C26 120.5(5) . . . no C25 C26 C27 120.6(5) . . . no C26 C27 C28 119.7(5) . . . no C23 C28 C27 120.6(4) . . . no C2 C3 H3 118.84 . . . no C4 C3 H3 119.08 . . . no C4 C5 H5 118.53 . . . no C6 C5 H5 118.49 . . . no N1 C7 H7A 108.82 . . . no N1 C7 H7B 108.82 . . . no C2 C7 H7A 108.78 . . . no C2 C7 H7B 108.89 . . . no H7A C7 H7B 107.69 . . . no N1 C8 H8A 109.37 . . . no N1 C8 H8B 109.49 . . . no N1 C8 H8C 109.45 . . . no H8A C8 H8B 109.48 . . . no H8A C8 H8C 109.50 . . . no H8B C8 H8C 109.53 . . . no N1 C9 H9A 109.45 . . . no N1 C9 H9B 109.41 . . . no N1 C9 H9C 109.44 . . . no H9A C9 H9B 109.50 . . . no H9A C9 H9C 109.45 . . . no H9B C9 H9C 109.57 . . . no C6 C10 H10A 109.41 . . . no C6 C10 H10B 109.49 . . . no C6 C10 H10C 109.48 . . . no H10A C10 H10B 109.49 . . . no H10A C10 H10C 109.42 . . . no H10B C10 H10C 109.53 . . . no C4 C11 H11A 109.41 . . . no C4 C11 H11B 109.47 . . . no C4 C11 H11C 109.43 . . . no H11A C11 H11B 109.50 . . . no H11A C11 H11C 109.47 . . . no H11B C11 H11C 109.53 . . . no C13 C14 H14 118.87 . . . no C15 C14 H14 118.97 . . . no C15 C16 H16 118.95 . . . no C17 C16 H16 119.03 . . . no N2 C18 H18A 108.75 . . . no N2 C18 H18B 108.72 . . . no C13 C18 H18A 108.80 . . . no C13 C18 H18B 108.75 . . . no H18A C18 H18B 107.64 . . . no N2 C19 H19A 109.48 . . . no N2 C19 H19B 109.53 . . . no N2 C19 H19C 109.43 . . . no H19A C19 H19B 109.51 . . . no H19A C19 H19C 109.38 . . . no H19B C19 H19C 109.49 . . . no N2 C20 H20A 109.49 . . . no N2 C20 H20B 109.48 . . . no N2 C20 H20C 109.52 . . . no H20A C20 H20B 109.46 . . . no H20A C20 H20C 109.47 . . . no H20B C20 H20C 109.40 . . . no C17 C21 H21A 109.46 . . . no C17 C21 H21B 109.40 . . . no C17 C21 H21C 109.46 . . . no H21A C21 H21B 109.44 . . . no H21A C21 H21C 109.56 . . . no H21B C21 H21C 109.51 . . . no C15 C22 H22A 109.41 . . . no C15 C22 H22B 109.44 . . . no C15 C22 H22C 109.50 . . . no H22A C22 H22B 109.39 . . . no H22A C22 H22C 109.51 . . . no H22B C22 H22C 109.57 . . . no C23 C24 H24 119.68 . . . no C25 C24 H24 119.66 . . . no C24 C25 H25 119.78 . . . no C26 C25 H25 119.75 . . . no C25 C26 H26 119.72 . . . no C27 C26 H26 119.69 . . . no C26 C27 H27 120.11 . . . no C28 C27 H27 120.17 . . . no C23 C28 H28 119.78 . . . no C27 C28 H28 119.59 . . . no C30 C29 C34 121.1(5) . . . no C29 C30 C31 118.5(5) . . . no C30 C31 C32 116.8(6) . . . no C31 C32 C33 120.5(7) . . . no C32 C33 C34 121.5(7) . . . no C29 C34 C33 121.5(6) . . . no C30 C29 H29 119.45 . . . no C34 C29 H29 119.41 . . . no C29 C30 H30 120.73 . . . no C31 C30 H30 120.74 . . . no C30 C31 H31 121.58 . . . no C32 C31 H31 121.59 . . . no C31 C32 H32 119.72 . . . no C33 C32 H32 119.78 . . . no C32 C33 H33 119.20 . . . no C34 C33 H33 119.29 . . . no C29 C34 H34 119.24 . . . no C33 C34 H34 119.26 . . . no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 V1 O1 C1 98.9(3) . . . . no N1 V1 O1 C1 15.5(3) . . . . no N2 V1 O1 C1 -175.3(3) . . . . no N3 V1 O1 C1 -79.5(3) . . . . no O1 V1 O2 C12 95.5(3) . . . . no N1 V1 O2 C12 180(2) . . . . no N2 V1 O2 C12 9.8(3) . . . . no N3 V1 O2 C12 -86.1(3) . . . . no O1 V1 N1 C7 -47.9(2) . . . . no O1 V1 N1 C8 73.7(2) . . . . no O1 V1 N1 C9 -165.6(2) . . . . no O2 V1 N1 C7 -173.6(2) . . . . no O2 V1 N1 C8 -52.0(2) . . . . no O2 V1 N1 C9 68.7(2) . . . . no N3 V1 N1 C7 67.7(2) . . . . no N3 V1 N1 C8 -170.7(2) . . . . no N3 V1 N1 C9 -50.0(2) . . . . no O1 V1 N2 C18 -171.0(2) . . . . no O1 V1 N2 C19 -49.3(2) . . . . no O1 V1 N2 C20 71.6(2) . . . . no O2 V1 N2 C18 -45.4(2) . . . . no O2 V1 N2 C19 76.2(2) . . . . no O2 V1 N2 C20 -162.9(2) . . . . no N3 V1 N2 C18 73.4(2) . . . . no N3 V1 N2 C19 -164.9(2) . . . . no N3 V1 N2 C20 -44.0(2) . . . . no V1 O1 C1 C2 5.5(4) . . . . no V1 O1 C1 C6 -172.0(2) . . . . no V1 O2 C12 C13 11.7(5) . . . . no V1 O2 C12 C17 -168.0(2) . . . . no V1 N1 C7 C2 68.6(3) . . . . no C8 N1 C7 C2 -55.5(4) . . . . no C9 N1 C7 C2 -173.6(3) . . . . no V1 N2 C18 C13 68.9(3) . . . . no C19 N2 C18 C13 -55.1(4) . . . . no C20 N2 C18 C13 -173.0(3) . . . . no O1 C1 C2 C3 -177.5(3) . . . . no O1 C1 C2 C7 3.8(5) . . . . no C6 C1 C2 C7 -178.7(3) . . . . no O1 C1 C6 C5 178.5(3) . . . . no C6 C1 C2 C3 0.0(5) . . . . no C2 C1 C6 C5 0.9(5) . . . . no C2 C1 C6 C10 -179.9(3) . . . . no O1 C1 C6 C10 -2.3(4) . . . . no C1 C2 C3 C4 -0.9(5) . . . . no C1 C2 C7 N1 -46.8(5) . . . . no C3 C2 C7 N1 134.5(3) . . . . no C7 C2 C3 C4 177.8(3) . . . . no C2 C3 C4 C5 0.9(6) . . . . no C2 C3 C4 C11 179.9(5) . . . . no C3 C4 C5 C6 0.0(6) . . . . no C11 C4 C5 C6 -178.9(4) . . . . no C4 C5 C6 C1 -0.9(6) . . . . no C4 C5 C6 C10 179.9(4) . . . . no O2 C12 C13 C14 -178.7(3) . . . . no O2 C12 C13 C18 2.0(5) . . . . no C17 C12 C13 C14 1.0(5) . . . . no C17 C12 C13 C18 -178.3(3) . . . . no O2 C12 C17 C16 178.7(3) . . . . no O2 C12 C17 C21 -2.9(4) . . . . no C13 C12 C17 C16 -1.0(4) . . . . no C13 C12 C17 C21 177.4(3) . . . . no C12 C13 C14 C15 -0.1(5) . . . . no C14 C13 C18 N2 132.6(3) . . . . no C12 C13 C18 N2 -48.1(4) . . . . no C18 C13 C14 C15 179.2(3) . . . . no C13 C14 C15 C16 -0.8(5) . . . . no C13 C14 C15 C22 179.3(3) . . . . no C22 C15 C16 C17 -179.3(3) . . . . no C14 C15 C16 C17 0.8(5) . . . . no C15 C16 C17 C12 0.1(5) . . . . no C15 C16 C17 C21 -178.3(3) . . . . no N3 C23 C24 C25 179.6(4) . . . . no C24 C23 C28 C27 0.0(6) . . . . no C28 C23 C24 C25 -0.3(6) . . . . no N3 C23 C28 C27 -179.8(4) . . . . no C23 C24 C25 C26 0.8(7) . . . . no C24 C25 C26 C27 -1.0(7) . . . . no C25 C26 C27 C28 0.7(7) . . . . no C26 C27 C28 C23 -0.2(7) . . . . no C34 C29 C30 C31 -0.1(8) . . . . no C30 C29 C34 C33 -0.7(9) . . . . no C29 C30 C31 C32 0.8(10) . . . . no C30 C31 C32 C33 -0.8(12) . . . . no C31 C32 C33 C34 0.0(12) . . . . no C32 C33 C34 C29 0.8(11) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O1 H10A 2.3243 . . no O1 H19C 2.5836 . . no O1 H20A 2.8030 . . no O1 H30 2.8732 . 2_666 no O2 H8A 2.5208 . . no O2 H9B 2.6907 . . no O2 H21A 2.3353 . . no O2 H29 2.6954 . 2_666 no N3 H7A 2.7641 . . no N3 H9A 2.6088 . . no N3 H18A 2.8801 . . no N3 H20C 2.6026 . . no C1 C8 3.340(5) . . no C8 C1 3.340(5) . . no C9 C15 3.531(6) . 1_455 no C12 C19 3.364(5) . . no C15 C9 3.531(6) . 1_655 no C19 C12 3.364(5) . . no C1 H8B 2.7427 . . no C1 H30 2.9937 . 2_666 no C2 H8B 2.5286 . . no C3 H11B 3.0591 . 2_566 no C4 H26 2.8309 . 2_465 no C4 H11B 2.8272 . 2_566 no C5 H11B 3.0836 . 2_566 no C6 H30 3.0465 . 2_666 no C8 H21C 3.0517 . 2_676 no C8 H21A 3.0892 . . no C10 H30 3.0709 . 2_666 no C12 H27 2.9281 . 2_575 no C12 H19A 2.7763 . . no C12 H29 2.8265 . 2_666 no C13 H19A 2.5685 . . no C14 H9A 2.9869 . 1_655 no C16 H11C 3.0980 . 1_665 no C17 H29 2.9657 . 2_666 no C17 H27 2.9248 . 2_575 no C18 H22B 2.8621 . 2_675 no C19 H7A 3.0587 . 1_655 no C21 H8A 3.0633 . . no C21 H11C 3.0438 . 1_665 no C21 H29 3.0788 . 2_666 no C22 H18A 2.9909 . 2_675 no C23 H9A 3.0022 . . no C23 H20C 2.9786 . . no C24 H19B 3.0460 . 1_455 no C25 H20B 2.9783 . 1_455 no C27 H18B 3.0696 . 1_455 no C28 H14 2.9992 . 1_455 no C29 H19A 3.0291 . 2_666 no C31 H3 3.0134 . 2_566 no C31 H11A 3.0678 . 1_655 no C33 H8C 3.0364 . 2_566 no C34 H9C 3.0575 . 2_566 no H3 C31 3.0134 . 2_566 no H3 H11A 2.3408 . . no H3 H7B 2.2917 . . no H5 H22A 2.5091 . 1_445 no H5 H32 2.2529 . . no H7A N3 2.7641 . . no H7A C19 3.0587 . 1_455 no H7A H19B 2.5538 . 1_455 no H7A H9A 2.4582 . . no H7B H8C 2.4735 . . no H7B H3 2.2917 . . no H7B H9C 2.3356 . . no H8A O2 2.5208 . . no H8A C21 3.0633 . . no H8A H21A 2.1196 . . no H8A H9B 2.4060 . . no H8B C2 2.5286 . . no H8B C1 2.7427 . . no H8C H7B 2.4735 . . no H8C C33 3.0364 . 2_566 no H8C H9C 2.3821 . . no H9A N3 2.6088 . . no H9A H7A 2.4582 . . no H9A C14 2.9869 . 1_455 no H9A C23 3.0022 . . no H9B O2 2.6907 . . no H9B H8A 2.4060 . . no H9C C34 3.0575 . 2_566 no H9C H8C 2.3821 . . no H9C H7B 2.3356 . . no H10A O1 2.3243 . . no H10A H19C 2.2058 . . no H10B H22A 2.5522 . 1_445 no H11A H3 2.3408 . . no H11A H31 2.4982 . 1_455 no H11A C31 3.0678 . 1_455 no H11B C4 2.8272 . 2_566 no H11B C5 3.0836 . 2_566 no H11B C3 3.0591 . 2_566 no H11C H16 2.4719 . 1_445 no H11C H21B 2.3031 . 1_445 no H11C C16 3.0980 . 1_445 no H11C C21 3.0438 . 1_445 no H14 C28 2.9992 . 1_655 no H14 H18B 2.3118 . . no H16 H11C 2.4719 . 1_665 no H16 H22A 2.3613 . . no H18A C22 2.9909 . 2_675 no H18A H22B 2.0963 . 2_675 no H18A H20C 2.4295 . . no H18A N3 2.8801 . . no H18B H14 2.3118 . . no H18B H19B 2.4654 . . no H18B C27 3.0696 . 1_655 no H18B H20B 2.3147 . . no H19A C13 2.5685 . . no H19A C29 3.0291 . 2_666 no H19A C12 2.7763 . . no H19A H29 2.5305 . 2_666 no H19B H20B 2.3811 . . no H19B C24 3.0460 . 1_655 no H19B H7A 2.5538 . 1_655 no H19B H18B 2.4654 . . no H19C H20A 2.3846 . . no H19C H10A 2.2058 . . no H19C O1 2.5836 . . no H20A O1 2.8030 . . no H20A H20A 2.4128 . 2_565 no H20A H19C 2.3846 . . no H20B C25 2.9783 . 1_655 no H20B H19B 2.3811 . . no H20B H18B 2.3147 . . no H20C C23 2.9786 . . no H20C N3 2.6026 . . no H20C H18A 2.4295 . . no H21A O2 2.3353 . . no H21A C8 3.0892 . . no H21A H8A 2.1196 . . no H21B H11C 2.3031 . 1_665 no H21C C8 3.0517 . 2_676 no H22A H10B 2.5522 . 1_665 no H22A H5 2.5091 . 1_665 no H22A H32 2.5244 . 1_665 no H22A H16 2.3613 . . no H22B C18 2.8621 . 2_675 no H22B H18A 2.0963 . 2_675 no H26 C4 2.8309 . 2_465 no H27 C17 2.9248 . 2_575 no H27 C12 2.9281 . 2_575 no H29 O2 2.6954 . 2_666 no H29 C12 2.8265 . 2_666 no H29 C17 2.9657 . 2_666 no H29 C21 3.0788 . 2_666 no H29 H19A 2.5305 . 2_666 no H30 O1 2.8732 . 2_666 no H30 C1 2.9937 . 2_666 no H30 C6 3.0465 . 2_666 no H30 C10 3.0709 . 2_666 no H31 H11A 2.4982 . 1_655 no H32 H5 2.2529 . . no H32 H22A 2.5244 . 1_445 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # C8 H8A O2 0.9806 2.5208 3.030(4) 112.15 . yes C9 H9A N3 0.9795 2.6088 3.107(5) 111.66 . yes C10 H10A O1 0.9805 2.3243 2.801(5) 109.00 . yes C19 H19C O1 0.9808 2.5836 3.063(5) 110.14 . yes C20 H20C N3 0.9802 2.6026 3.088(5) 110.64 . yes C21 H21A O2 0.9795 2.3353 2.809(5) 108.88 . yes #===END # CIF-file generated for s2046c - complex 12 #=============================================================================== data_s2046c #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H10 Cl2 N O2 V' _chemical_formula_sum 'C8 H10 Cl2 N O2 V' _chemical_formula_weight 274.01 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source V V 0.3005 0.5294 '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' N N 0.0061 0.0033 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z -x,-y,-z 1/2+x,y,1/2-z 1/2-x,1/2+y,z x,1/2-y,1/2+z _cell_length_a 11.8576(12) _cell_length_b 12.6710(13) _cell_length_c 14.722(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2211.9(4) _cell_formula_units_Z 8 _cell_measurement_temperature 225 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 14 _cell_special_details ; SET4 ; _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.63 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.646 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 1.352 _exptl_absorpt_correction_type none #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 225 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'CAD4T' _diffrn_measurement_method 'omega-scan' _diffrn_standards_number 3 # number of measured reflections (redundant set) _diffrn_reflns_number 2992 _diffrn_reflns_av_R_equivalents 0.0707 _diffrn_reflns_av_sigmaI/netI 0.0790 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 27.46 # number of unique reflections _reflns_number_total 2533 # number of observed reflections (> n sig(I)) _reflns_number_gt 1653 _reflns_threshold_expression 'I>2\s(I)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'PLATON (Spek, 1990)' #=============================================================================== # 8. REFINEMENT DATA _refine_special_details ; Refinement on F^2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2 > 2sigma(F^2) is used only for calculating -R-factor-obs 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^)+(0.0610P)^2^+0.4970P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment 'H-atom refinement: see text ' _refine_ls_extinction_method none _refine_ls_abs_structure_details none _refine_ls_abs_structure_Flack none _refine_ls_number_reflns 2533 _refine_ls_number_parameters 129 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0944 _refine_ls_R_factor_gt 0.0520 _refine_ls_wR_factor_ref 0.1378 _refine_ls_wR_factor_gt 0.1173 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.390 _refine_diff_density_min -0.536 _refine_diff_density_rms 0.102 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv V V Uani 0.21153(6) 0.11896(5) 0.13657(4) 1.000 0.0263(2) Cl1 Cl Uani 0.05951(10) 0.13865(10) 0.22391(7) 1.000 0.0436(4) Cl2 Cl Uani 0.28937(11) 0.26995(9) 0.18027(8) 1.000 0.0472(4) O1 O Uani 0.2749(2) 0.0222(2) 0.18069(19) 1.000 0.0379(9) O2 O Uani 0.1361(2) 0.0852(2) 0.03757(17) 1.000 0.0361(9) N1 N Uani 0.3361(3) 0.1224(3) 0.0293(2) 1.000 0.0262(9) C1 C Uani 0.1766(3) 0.0483(3) -0.0486(2) 1.000 0.0285(11) C2 C Uani 0.2991(3) 0.0834(3) -0.0499(2) 1.000 0.0244(11) C3 C Uani 0.3690(4) 0.0759(3) -0.1248(3) 1.000 0.0347(12) C4 C Uani 0.4793(4) 0.1078(4) -0.1173(3) 1.000 0.0380(14) C5 C Uani 0.5175(4) 0.1458(3) -0.0351(3) 1.000 0.0387(16) C6 C Uani 0.4452(3) 0.1520(3) 0.0362(3) 1.000 0.0327(12) C7 C Uani 0.1679(4) -0.0716(3) -0.0519(3) 1.000 0.0403(16) C8 C Uani 0.1088(4) 0.1018(4) -0.1225(3) 1.000 0.0410(14) H3 H Uiso 0.34180 0.04950 -0.17950 1.000 0.0420 H4 H Uiso 0.52750 0.10400 -0.16700 1.000 0.0460 H5 H Uiso 0.59220 0.16690 -0.02860 1.000 0.0470 H6 H Uiso 0.47160 0.17740 0.09150 1.000 0.0390 H7A H Uiso 0.20160 -0.10100 0.00170 1.000 0.0610 H7B H Uiso 0.20660 -0.09740 -0.10470 1.000 0.0610 H7C H Uiso 0.09000 -0.09180 -0.05480 1.000 0.0610 H8A H Uiso 0.03080 0.08270 -0.11650 1.000 0.0610 H8B H Uiso 0.13610 0.07970 -0.18080 1.000 0.0610 H8C H Uiso 0.11650 0.17690 -0.11690 1.000 0.0610 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 V 0.0319(4) 0.0292(3) 0.0178(3) 0.0000(3) 0.0006(3) 0.0009(3) Cl1 0.0426(6) 0.0588(8) 0.0295(5) -0.0018(5) 0.0120(5) 0.0070(5) Cl2 0.0608(7) 0.0343(6) 0.0465(6) -0.0135(5) 0.0033(6) -0.0059(6) O1 0.0453(18) 0.0344(16) 0.0339(15) 0.0110(13) 0.0031(14) 0.0061(14) O2 0.0271(15) 0.0608(19) 0.0203(13) -0.0085(13) 0.0032(12) -0.0040(14) N1 0.0273(16) 0.0283(17) 0.0230(15) 0.0023(13) 0.0000(13) -0.0004(14) C1 0.0222(19) 0.044(2) 0.0194(17) -0.0055(17) 0.0006(15) 0.0023(17) C2 0.028(2) 0.0261(18) 0.0192(17) 0.0006(15) -0.0011(16) 0.0015(16) C3 0.039(2) 0.039(2) 0.026(2) -0.0021(18) 0.0015(18) 0.0018(19) C4 0.037(2) 0.040(3) 0.037(2) 0.0043(19) 0.0144(19) -0.002(2) C5 0.030(2) 0.038(3) 0.048(3) 0.004(2) 0.006(2) -0.0060(19) C6 0.033(2) 0.034(2) 0.031(2) 0.0001(17) -0.0049(19) -0.0063(18) C7 0.031(2) 0.045(3) 0.045(3) -0.003(2) -0.003(2) -0.007(2) C8 0.034(2) 0.061(3) 0.028(2) -0.003(2) -0.0024(18) 0.010(2) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All esds are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag V Cl1 2.2282(14) . . yes V Cl2 2.2195(14) . . yes V O1 1.578(3) . . yes V O2 1.763(3) . . yes V N1 2.163(3) . . yes O2 C1 1.435(4) . . yes N1 C2 1.340(4) . . yes N1 C6 1.351(5) . . yes C1 C2 1.519(5) . . no C1 C7 1.524(5) . . no C1 C8 1.513(6) . . no C2 C3 1.383(6) . . no C3 C4 1.373(7) . . no C4 C5 1.379(6) . . no C5 C6 1.358(6) . . no C3 H3 0.9297 . . no C4 H4 0.9297 . . no C5 H5 0.9302 . . no C6 H6 0.9297 . . no C7 H7A 0.9598 . . no C7 H7B 0.9600 . . no C7 H7C 0.9595 . . no C8 H8A 0.9601 . . no C8 H8B 0.9591 . . no C8 H8C 0.9595 . . 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 Cl1 V Cl2 94.17(5) . . . yes Cl1 V O1 103.57(10) . . . yes Cl1 V O2 95.38(9) . . . yes Cl1 V N1 166.31(10) . . . yes Cl2 V O1 110.64(10) . . . yes Cl2 V O2 131.29(9) . . . yes Cl2 V N1 84.85(11) . . . yes O1 V O2 113.17(13) . . . yes O1 V N1 89.48(14) . . . yes O2 V N1 75.39(12) . . . yes V O2 C1 129.8(2) . . . yes V N1 C2 113.8(3) . . . yes V N1 C6 127.2(3) . . . yes C2 N1 C6 118.8(3) . . . yes O2 C1 C2 103.6(3) . . . yes O2 C1 C7 109.3(3) . . . yes O2 C1 C8 108.2(3) . . . yes C2 C1 C7 110.9(3) . . . no C2 C1 C8 111.6(3) . . . no C7 C1 C8 112.8(3) . . . no N1 C2 C1 114.2(3) . . . yes N1 C2 C3 121.5(4) . . . yes C1 C2 C3 124.3(3) . . . no C2 C3 C4 119.1(4) . . . no C3 C4 C5 119.1(4) . . . no C4 C5 C6 119.4(4) . . . no N1 C6 C5 122.0(4) . . . yes C2 C3 H3 120.50 . . . no C4 C3 H3 120.39 . . . no C3 C4 H4 120.46 . . . no C5 C4 H4 120.45 . . . no C4 C5 H5 120.23 . . . no C6 C5 H5 120.34 . . . no N1 C6 H6 118.98 . . . no C5 C6 H6 118.98 . . . no C1 C7 H7A 109.43 . . . no C1 C7 H7B 109.45 . . . no C1 C7 H7C 109.43 . . . no H7A C7 H7B 109.54 . . . no H7A C7 H7C 109.50 . . . no H7B C7 H7C 109.47 . . . no C1 C8 H8A 109.44 . . . no C1 C8 H8B 109.47 . . . no C1 C8 H8C 109.39 . . . no H8A C8 H8B 109.50 . . . no H8A C8 H8C 109.50 . . . no H8B C8 H8C 109.53 . . . no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl1 V O2 C1 -172.1(3) . . . . no Cl2 V O2 C1 87.6(3) . . . . no O1 V O2 C1 -64.8(3) . . . . no N1 V O2 C1 18.2(3) . . . . no Cl2 V N1 C2 -144.6(3) . . . . no Cl2 V N1 C6 40.3(3) . . . . no O1 V N1 C2 104.6(3) . . . . no O1 V N1 C6 -70.5(4) . . . . no O2 V N1 C2 -9.5(3) . . . . no O2 V N1 C6 175.4(4) . . . . no V O2 C1 C2 -21.0(4) . . . . no V O2 C1 C7 97.2(3) . . . . no V O2 C1 C8 -139.6(3) . . . . no V N1 C2 C1 1.9(4) . . . . no V N1 C2 C3 -177.5(3) . . . . no C6 N1 C2 C1 177.5(3) . . . . no C6 N1 C2 C3 -1.9(6) . . . . no V N1 C6 C5 176.5(3) . . . . no C2 N1 C6 C5 1.6(6) . . . . no O2 C1 C2 N1 8.6(4) . . . . no C7 C1 C2 C3 70.8(4) . . . . no O2 C1 C2 C3 -172.0(3) . . . . no C7 C1 C2 N1 -108.6(4) . . . . no C8 C1 C2 C3 -55.9(5) . . . . no C8 C1 C2 N1 124.8(4) . . . . no C1 C2 C3 C4 -178.4(4) . . . . no N1 C2 C3 C4 0.9(6) . . . . no C2 C3 C4 C5 0.4(7) . . . . no C3 C4 C5 C6 -0.7(7) . . . . no C4 C5 C6 N1 -0.3(6) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag V H7A 3.4241 . . no V H3 3.5055 . 2_555 no V H5 3.4484 . 3_455 no Cl1 C3 3.615(4) . 2_555 no Cl2 C3 3.598(4) . 8_555 no Cl2 O1 3.286(3) . 7_555 no Cl1 H6 2.9517 . 6_455 no Cl1 H3 3.0125 . 2_555 no Cl1 H7C 3.1135 . 5_555 no Cl2 H7A 3.0978 . 7_555 no Cl2 H6 2.7843 . . no Cl2 H3 3.1436 . 8_555 no O1 Cl2 3.286(3) . 7_545 no O1 H8B 2.6342 . 2_555 no O1 H4 2.8439 . 5_655 no O1 H3 2.6414 . 2_555 no O2 H7C 2.6943 . 5_555 no C3 Cl2 3.598(4) . 8_554 no C3 Cl1 3.615(4) . 2_554 no C3 H8B 2.8825 . . no C3 H7B 2.9356 . . no C8 H3 2.9625 . . no H3 C8 2.9625 . . no H3 H8B 2.4690 . . no H3 V 3.5055 . 2_554 no H3 Cl1 3.0125 . 2_554 no H3 O1 2.6414 . 2_554 no H3 Cl2 3.1436 . 8_554 no H4 O1 2.8439 . 5_655 no H5 V 3.4483 . 3_555 no H6 Cl2 2.7843 . . no H6 H8C 2.5496 . 3_555 no H6 Cl1 2.9517 . 6_555 no H7A V 3.4241 . . no H7A Cl2 3.0978 . 7_545 no H7B C3 2.9356 . . no H7C H8A 2.4913 . . no H7C Cl1 3.1135 . 5_555 no H7C O2 2.6943 . 5_555 no H8A H7C 2.4913 . . no H8B C3 2.8825 . . no H8B H3 2.4690 . . no H8B O1 2.6342 . 2_554 no H8C H6 2.5496 . 3_455 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # C6 H6 Cl2 0.9297 2.7843 3.185(4) 107.19 . yes #===END