data_010720c _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H19 N2 O14 Pr' _chemical_formula_weight 580.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pr' 'Pr' -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.127(5) _cell_length_b 11.308(4) _cell_length_c 13.020(5) _cell_angle_alpha 90.00 _cell_angle_beta 101.972(5) _cell_angle_gamma 90.00 _cell_volume 2034.6(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.894 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 2.471 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.5771 _exptl_absorpt_correction_T_max 0.6378 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8146 _diffrn_reflns_av_R_equivalents 0.0421 _diffrn_reflns_av_sigmaI/netI 0.0440 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3562 _reflns_number_gt 2937 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0253P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3562 _refine_ls_number_parameters 332 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.0331 _refine_ls_R_factor_gt 0.0225 _refine_ls_wR_factor_ref 0.0498 _refine_ls_wR_factor_gt 0.0471 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.988 _refine_ls_shift/su_max 2.021 _refine_ls_shift/su_mean 0.008 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pr1 Pr 0.731014(11) 0.205946(14) 0.851267(12) 0.01640(6) Uani 1 1 d . . . O1 O 0.84613(15) 0.0716(2) 0.78257(16) 0.0280(5) Uani 1 1 d . . . O2 O 0.92001(17) -0.1046(2) 0.78459(17) 0.0372(6) Uani 1 1 d . . . O3 O 0.72804(15) 0.21876(19) 1.04686(15) 0.0240(5) Uani 1 1 d . . . O4 O 0.78167(15) 0.1667(2) 1.21573(15) 0.0265(5) Uani 1 1 d . . . O5 O 0.64421(15) 0.0086(2) 0.86476(17) 0.0293(5) Uani 1 1 d . . . O6 O 0.51321(19) -0.0984(2) 0.8739(2) 0.0432(7) Uani 1 1 d D . . O7 O 0.65528(14) 0.40187(19) 0.87085(17) 0.0264(5) Uani 1 1 d . . . O8 O 0.53026(16) 0.5208(2) 0.8754(2) 0.0382(6) Uani 1 1 d . . . N1 N 0.83238(16) 0.0524(2) 0.98108(18) 0.0172(5) Uani 1 1 d . . . N2 N 0.54815(17) 0.2100(2) 0.86761(19) 0.0214(6) Uani 1 1 d . . . C1 C 0.7751(2) 0.1536(3) 1.1190(2) 0.0190(7) Uani 1 1 d . . . C2 C 0.82688(19) 0.0491(3) 1.0832(2) 0.0179(6) Uani 1 1 d . . . C3 C 0.8623(2) -0.0452(3) 1.1479(2) 0.0243(7) Uani 1 1 d . . . H3A H 0.8596 -0.0442 1.2187 0.029 Uiso 1 1 calc R . . C4 C 0.9016(2) -0.1407(3) 1.1055(2) 0.0294(8) Uani 1 1 d . . . H4A H 0.9239 -0.2061 1.1468 0.035 Uiso 1 1 calc R . . C5 C 0.9073(2) -0.1375(3) 0.9998(2) 0.0253(7) Uani 1 1 d . . . H5A H 0.9331 -0.2010 0.9695 0.030 Uiso 1 1 calc R . . C6 C 0.8740(2) -0.0389(3) 0.9407(2) 0.0193(7) Uani 1 1 d . . . C7 C 0.8803(2) -0.0242(3) 0.8262(2) 0.0241(7) Uani 1 1 d . . . C8 C 0.5582(2) 0.0007(3) 0.8677(2) 0.0279(8) Uani 1 1 d . . . C9 C 0.4973(2) 0.1094(3) 0.8657(2) 0.0278(8) Uani 1 1 d . . . O10 O 0.87591(16) 0.3164(2) 0.93777(17) 0.0324(6) Uani 1 1 d D . . C10 C 0.3989(3) 0.1084(4) 0.8630(3) 0.0450(10) Uani 1 1 d . . . H10A H 0.3652 0.0376 0.8616 0.054 Uiso 1 1 calc R . . C11 C 0.3521(3) 0.2162(4) 0.8625(4) 0.0584(13) Uani 1 1 d . . . H11A H 0.2857 0.2185 0.8590 0.070 Uiso 1 1 calc R . . C12 C 0.4044(2) 0.3209(4) 0.8674(3) 0.0425(10) Uani 1 1 d . . . H12A H 0.3744 0.3937 0.8698 0.051 Uiso 1 1 calc R . . C13 C 0.5034(2) 0.3137(3) 0.8687(2) 0.0257(8) Uani 1 1 d . . . C14 C 0.5674(2) 0.4211(3) 0.8718(2) 0.0242(7) Uani 1 1 d . . . O9 O 0.63474(17) 0.1539(3) 0.67411(17) 0.0381(6) Uani 1 1 d D . . O11 O 0.95928(17) 0.3079(2) 0.14908(17) 0.0331(6) Uani 1 1 d D . . O12 O 0.0308(2) 0.4422(2) 0.9020(2) 0.0425(7) Uani 1 1 d D . . O13 O 0.6231(2) 0.7273(3) 0.8847(3) 0.0665(9) Uani 1 1 d D . . O14 O 0.7979(3) 0.5977(4) 0.9134(4) 0.0927(12) Uani 1 1 d D . . H3 H 0.902(2) 0.312(3) 1.0086(9) 0.051(12) Uiso 1 1 d D . . H12 H 0.7773(18) 0.597(2) 0.9795(12) 0.000(7) Uiso 1 1 d D . . H5 H 0.926(2) 0.335(3) 0.197(2) 0.062(13) Uiso 1 1 d D . . H1 H 0.648(3) 0.185(3) 0.6135(17) 0.066(14) Uiso 1 1 d D . . H2 H 0.5854(19) 0.102(3) 0.654(2) 0.056(12) Uiso 1 1 d D . . H10 H 0.6887(10) 0.718(4) 0.910(4) 0.11(2) Uiso 1 1 d D . . H11 H 0.789(10) 0.518(3) 0.896(6) 0.45(9) Uiso 1 1 d D . . H7 H 0.051(3) 0.421(3) 0.842(2) 0.085(17) Uiso 1 1 d D . . H6 H 0.994(3) 0.244(3) 0.181(3) 0.080(16) Uiso 1 1 d D . . H9 H 0.600(3) 0.6508(18) 0.885(4) 0.11(2) Uiso 1 1 d D . . H8 H 0.016(3) 0.5216(13) 0.893(3) 0.078(16) Uiso 1 1 d D . . H4 H 0.919(2) 0.364(3) 0.912(2) 0.066(13) Uiso 1 1 d D . . H61 H 0.552(3) -0.165(3) 0.872(4) 0.087(17) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pr1 0.01954(10) 0.01424(10) 0.01598(9) 0.00101(7) 0.00497(6) 0.00019(7) O1 0.0379(13) 0.0274(14) 0.0219(11) 0.0064(10) 0.0135(10) 0.0105(10) O2 0.0575(15) 0.0312(15) 0.0299(13) -0.0004(11) 0.0249(12) 0.0165(12) O3 0.0312(12) 0.0242(13) 0.0174(11) 0.0016(9) 0.0072(9) 0.0089(10) O4 0.0371(13) 0.0283(14) 0.0148(11) -0.0026(9) 0.0070(10) 0.0075(10) O5 0.0322(13) 0.0190(13) 0.0366(13) 0.0020(10) 0.0066(11) -0.0037(10) O6 0.0470(16) 0.0211(16) 0.0615(17) 0.0065(13) 0.0113(14) -0.0135(12) O7 0.0214(11) 0.0165(13) 0.0416(14) 0.0023(10) 0.0078(10) 0.0005(9) O8 0.0310(13) 0.0220(15) 0.0622(17) 0.0006(12) 0.0112(12) 0.0091(11) N1 0.0191(12) 0.0158(14) 0.0173(13) -0.0009(10) 0.0055(10) 0.0001(11) N2 0.0243(13) 0.0185(15) 0.0218(13) 0.0008(11) 0.0054(11) -0.0018(12) C1 0.0203(15) 0.0178(17) 0.0202(16) -0.0027(13) 0.0069(13) -0.0040(13) C2 0.0188(15) 0.0178(17) 0.0169(15) -0.0014(12) 0.0033(12) -0.0021(13) C3 0.0326(18) 0.0235(19) 0.0172(15) -0.0008(13) 0.0060(14) -0.0003(14) C4 0.0373(19) 0.021(2) 0.0296(18) 0.0052(15) 0.0054(15) 0.0079(15) C5 0.0315(17) 0.0193(19) 0.0270(17) -0.0006(14) 0.0104(14) 0.0073(14) C6 0.0207(15) 0.0188(18) 0.0198(16) -0.0016(13) 0.0072(13) 0.0032(13) C7 0.0272(17) 0.026(2) 0.0221(17) -0.0004(14) 0.0114(14) 0.0019(15) C8 0.037(2) 0.022(2) 0.0243(17) 0.0007(14) 0.0047(15) -0.0107(16) C9 0.0293(18) 0.028(2) 0.0270(17) 0.0000(15) 0.0082(14) -0.0065(15) O10 0.0316(13) 0.0405(17) 0.0229(13) 0.0063(11) 0.0004(10) -0.0149(11) C10 0.037(2) 0.036(2) 0.067(3) -0.004(2) 0.024(2) -0.0149(19) C11 0.026(2) 0.054(3) 0.101(4) -0.009(3) 0.027(2) -0.008(2) C12 0.0280(19) 0.038(3) 0.064(3) -0.0053(19) 0.0165(18) 0.0022(16) C13 0.0236(17) 0.028(2) 0.0263(17) 0.0011(14) 0.0063(14) 0.0018(14) C14 0.0272(17) 0.022(2) 0.0231(17) 0.0030(13) 0.0038(14) 0.0029(14) O9 0.0411(15) 0.0509(18) 0.0213(12) 0.0010(12) 0.0044(11) -0.0257(13) O11 0.0366(14) 0.0394(17) 0.0242(12) 0.0007(11) 0.0085(11) 0.0033(12) O12 0.0600(17) 0.0353(18) 0.0391(15) -0.0051(12) 0.0258(14) -0.0122(14) O13 0.063(2) 0.031(2) 0.105(3) 0.0047(17) 0.015(2) -0.0023(15) O14 0.080(2) 0.052(3) 0.140(4) 0.000(2) 0.010(3) -0.0069(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pr1 O10 2.462(2) . ? Pr1 O9 2.493(2) . ? Pr1 O4 2.495(2) 4_565 ? Pr1 O7 2.496(2) . ? Pr1 O1 2.521(2) . ? Pr1 O3 2.560(2) . ? Pr1 O5 2.570(2) . ? Pr1 N1 2.630(2) . ? Pr1 N2 2.636(3) . ? O1 C7 1.271(4) . ? O2 C7 1.250(4) . ? O3 C1 1.268(4) . ? O4 C1 1.252(4) . ? O4 Pr1 2.495(2) 4_566 ? O5 C8 1.226(4) . ? O6 C8 1.299(4) . ? O6 H61 0.931(10) . ? O7 C14 1.263(4) . ? O8 C14 1.248(4) . ? N1 C6 1.347(4) . ? N1 C2 1.349(3) . ? N2 C13 1.334(4) . ? N2 C9 1.342(4) . ? C1 C2 1.513(4) . ? C2 C3 1.387(4) . ? C3 C4 1.380(4) . ? C3 H3A 0.9300 . ? C4 C5 1.396(4) . ? C4 H4A 0.9300 . ? C5 C6 1.381(4) . ? C5 H5A 0.9300 . ? C6 C7 1.521(4) . ? C8 C9 1.498(5) . ? C9 C10 1.383(4) . ? O10 H3 0.921(10) . ? O10 H4 0.923(10) . ? C10 C11 1.386(6) . ? C10 H10A 0.9300 . ? C11 C12 1.390(6) . ? C11 H11A 0.9300 . ? C12 C13 1.397(5) . ? C12 H12A 0.9300 . ? C13 C14 1.509(4) . ? O9 H1 0.918(10) . ? O9 H2 0.909(10) . ? O11 H5 0.918(10) . ? O11 H6 0.920(10) . ? O12 H7 0.916(10) . ? O12 H8 0.923(10) . ? O13 H10 0.922(10) . ? O13 H9 0.927(10) . ? O14 H12 0.964(10) . ? O14 H11 0.936(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O10 Pr1 O9 141.75(8) . . ? O10 Pr1 O4 72.39(7) . 4_565 ? O9 Pr1 O4 70.33(8) . 4_565 ? O10 Pr1 O7 80.58(8) . . ? O9 Pr1 O7 98.11(8) . . ? O4 Pr1 O7 75.63(7) 4_565 . ? O10 Pr1 O1 86.08(8) . . ? O9 Pr1 O1 78.33(8) . . ? O4 Pr1 O1 78.24(7) 4_565 . ? O7 Pr1 O1 153.22(7) . . ? O10 Pr1 O3 72.53(7) . . ? O9 Pr1 O3 144.63(7) . . ? O4 Pr1 O3 137.50(7) 4_565 . ? O7 Pr1 O3 75.66(7) . . ? O1 Pr1 O3 122.14(7) . . ? O10 Pr1 O5 140.57(7) . . ? O9 Pr1 O5 71.44(8) . . ? O4 Pr1 O5 139.52(7) 4_565 . ? O7 Pr1 O5 122.89(7) . . ? O1 Pr1 O5 81.55(7) . . ? O3 Pr1 O5 82.80(7) . . ? O10 Pr1 N1 75.57(8) . . ? O9 Pr1 N1 123.94(9) . . ? O4 Pr1 N1 129.63(7) 4_565 . ? O7 Pr1 N1 135.07(7) . . ? O1 Pr1 N1 61.63(7) . . ? O3 Pr1 N1 61.13(7) . . ? O5 Pr1 N1 65.59(7) . . ? O10 Pr1 N2 133.63(8) . . ? O9 Pr1 N2 73.92(8) . . ? O4 Pr1 N2 118.47(7) 4_565 . ? O7 Pr1 N2 61.86(7) . . ? O1 Pr1 N2 138.95(8) . . ? O3 Pr1 N2 72.55(7) . . ? O5 Pr1 N2 61.31(8) . . ? N1 Pr1 N2 111.81(7) . . ? C7 O1 Pr1 124.63(18) . . ? C1 O3 Pr1 126.15(18) . . ? C1 O4 Pr1 143.8(2) . 4_566 ? C8 O5 Pr1 123.7(2) . . ? C8 O6 H61 113(3) . . ? C14 O7 Pr1 126.6(2) . . ? C6 N1 C2 118.9(3) . . ? C6 N1 Pr1 118.56(18) . . ? C2 N1 Pr1 121.11(18) . . ? C13 N2 C9 119.5(3) . . ? C13 N2 Pr1 119.37(19) . . ? C9 N2 Pr1 120.9(2) . . ? O4 C1 O3 126.5(3) . . ? O4 C1 C2 117.6(3) . . ? O3 C1 C2 116.0(2) . . ? N1 C2 C3 122.2(3) . . ? N1 C2 C1 114.4(3) . . ? C3 C2 C1 123.4(3) . . ? C4 C3 C2 118.9(3) . . ? C4 C3 H3A 120.5 . . ? C2 C3 H3A 120.5 . . ? C3 C4 C5 119.0(3) . . ? C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? C6 C5 C4 119.2(3) . . ? C6 C5 H5A 120.4 . . ? C4 C5 H5A 120.4 . . ? N1 C6 C5 121.8(3) . . ? N1 C6 C7 114.7(3) . . ? C5 C6 C7 123.5(3) . . ? O2 C7 O1 126.1(3) . . ? O2 C7 C6 117.9(3) . . ? O1 C7 C6 115.9(3) . . ? O5 C8 O6 124.4(3) . . ? O5 C8 C9 120.6(3) . . ? O6 C8 C9 115.0(3) . . ? N2 C9 C10 122.6(3) . . ? N2 C9 C8 113.1(3) . . ? C10 C9 C8 124.3(3) . . ? Pr1 O10 H3 123.6(19) . . ? Pr1 O10 H4 133(2) . . ? H3 O10 H4 103.6(14) . . ? C9 C10 C11 117.9(3) . . ? C9 C10 H10A 121.0 . . ? C11 C10 H10A 121.0 . . ? C12 C11 C10 120.0(4) . . ? C12 C11 H11A 120.0 . . ? C10 C11 H11A 120.0 . . ? C11 C12 C13 118.2(4) . . ? C11 C12 H12A 120.9 . . ? C13 C12 H12A 120.9 . . ? N2 C13 C12 121.7(3) . . ? N2 C13 C14 115.2(3) . . ? C12 C13 C14 123.1(3) . . ? O8 C14 O7 125.3(3) . . ? O8 C14 C13 118.3(3) . . ? O7 C14 C13 116.4(3) . . ? Pr1 O9 H1 122(2) . . ? Pr1 O9 H2 131(2) . . ? H1 O9 H2 106.3(15) . . ? H5 O11 H6 104.7(15) . . ? H7 O12 H8 104.1(15) . . ? H10 O13 H9 103.3(15) . . ? H12 O14 H11 98.8(14) . . ? 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 O10 Pr1 O1 C7 94.5(2) . . . . ? O9 Pr1 O1 C7 -120.6(3) . . . . ? O4 Pr1 O1 C7 167.3(3) 4_565 . . . ? O7 Pr1 O1 C7 154.5(2) . . . . ? O3 Pr1 O1 C7 28.0(3) . . . . ? O5 Pr1 O1 C7 -48.0(2) . . . . ? N1 Pr1 O1 C7 18.8(2) . . . . ? N2 Pr1 O1 C7 -72.5(3) . . . . ? O10 Pr1 O3 C1 -80.7(2) . . . . ? O9 Pr1 O3 C1 111.1(2) . . . . ? O4 Pr1 O3 C1 -116.3(2) 4_565 . . . ? O7 Pr1 O3 C1 -165.1(2) . . . . ? O1 Pr1 O3 C1 -7.1(3) . . . . ? O5 Pr1 O3 C1 68.2(2) . . . . ? N1 Pr1 O3 C1 2.2(2) . . . . ? N2 Pr1 O3 C1 130.3(2) . . . . ? O10 Pr1 O5 C8 128.5(2) . . . . ? O9 Pr1 O5 C8 -77.9(3) . . . . ? O4 Pr1 O5 C8 -97.8(3) 4_565 . . . ? O7 Pr1 O5 C8 9.8(3) . . . . ? O1 Pr1 O5 C8 -158.4(3) . . . . ? O3 Pr1 O5 C8 77.5(2) . . . . ? N1 Pr1 O5 C8 139.0(3) . . . . ? N2 Pr1 O5 C8 3.5(2) . . . . ? O10 Pr1 O7 C14 -157.6(3) . . . . ? O9 Pr1 O7 C14 61.1(3) . . . . ? O4 Pr1 O7 C14 128.3(3) 4_565 . . . ? O1 Pr1 O7 C14 141.3(2) . . . . ? O3 Pr1 O7 C14 -83.3(2) . . . . ? O5 Pr1 O7 C14 -12.0(3) . . . . ? N1 Pr1 O7 C14 -99.2(2) . . . . ? N2 Pr1 O7 C14 -5.7(2) . . . . ? O10 Pr1 N1 C6 -110.5(2) . . . . ? O9 Pr1 N1 C6 33.0(2) . . . . ? O4 Pr1 N1 C6 -58.7(2) 4_565 . . . ? O7 Pr1 N1 C6 -170.67(18) . . . . ? O1 Pr1 N1 C6 -17.13(19) . . . . ? O3 Pr1 N1 C6 171.7(2) . . . . ? O5 Pr1 N1 C6 76.4(2) . . . . ? N2 Pr1 N1 C6 117.9(2) . . . . ? O10 Pr1 N1 C2 83.4(2) . . . . ? O9 Pr1 N1 C2 -133.1(2) . . . . ? O4 Pr1 N1 C2 135.1(2) 4_565 . . . ? O7 Pr1 N1 C2 23.2(3) . . . . ? O1 Pr1 N1 C2 176.7(2) . . . . ? O3 Pr1 N1 C2 5.60(19) . . . . ? O5 Pr1 N1 C2 -89.7(2) . . . . ? N2 Pr1 N1 C2 -48.3(2) . . . . ? O10 Pr1 N2 C13 45.9(3) . . . . ? O9 Pr1 N2 C13 -102.7(2) . . . . ? O4 Pr1 N2 C13 -46.4(2) 4_565 . . . ? O7 Pr1 N2 C13 6.0(2) . . . . ? O1 Pr1 N2 C13 -152.1(2) . . . . ? O3 Pr1 N2 C13 88.7(2) . . . . ? O5 Pr1 N2 C13 180.0(2) . . . . ? N1 Pr1 N2 C13 136.6(2) . . . . ? O10 Pr1 N2 C9 -139.9(2) . . . . ? O9 Pr1 N2 C9 71.4(2) . . . . ? O4 Pr1 N2 C9 127.8(2) 4_565 . . . ? O7 Pr1 N2 C9 -179.9(2) . . . . ? O1 Pr1 N2 C9 22.1(3) . . . . ? O3 Pr1 N2 C9 -97.1(2) . . . . ? O5 Pr1 N2 C9 -5.8(2) . . . . ? N1 Pr1 N2 C9 -49.3(2) . . . . ? Pr1 O4 C1 O3 -0.6(5) 4_566 . . . ? Pr1 O4 C1 C2 -179.8(2) 4_566 . . . ? Pr1 O3 C1 O4 172.3(2) . . . . ? Pr1 O3 C1 C2 -8.5(4) . . . . ? C6 N1 C2 C3 -0.2(4) . . . . ? Pr1 N1 C2 C3 165.9(2) . . . . ? C6 N1 C2 C1 -177.5(2) . . . . ? Pr1 N1 C2 C1 -11.4(3) . . . . ? O4 C1 C2 N1 -168.1(3) . . . . ? O3 C1 C2 N1 12.7(4) . . . . ? O4 C1 C2 C3 14.7(4) . . . . ? O3 C1 C2 C3 -164.6(3) . . . . ? N1 C2 C3 C4 -2.2(5) . . . . ? C1 C2 C3 C4 174.9(3) . . . . ? C2 C3 C4 C5 2.1(5) . . . . ? C3 C4 C5 C6 0.4(5) . . . . ? C2 N1 C6 C5 2.8(4) . . . . ? Pr1 N1 C6 C5 -163.7(2) . . . . ? C2 N1 C6 C7 -177.6(2) . . . . ? Pr1 N1 C6 C7 16.0(3) . . . . ? C4 C5 C6 N1 -2.9(5) . . . . ? C4 C5 C6 C7 177.5(3) . . . . ? Pr1 O1 C7 O2 163.7(2) . . . . ? Pr1 O1 C7 C6 -18.1(4) . . . . ? N1 C6 C7 O2 178.5(3) . . . . ? C5 C6 C7 O2 -1.9(5) . . . . ? N1 C6 C7 O1 0.1(4) . . . . ? C5 C6 C7 O1 179.8(3) . . . . ? Pr1 O5 C8 O6 179.5(2) . . . . ? Pr1 O5 C8 C9 -1.2(4) . . . . ? C13 N2 C9 C10 1.1(5) . . . . ? Pr1 N2 C9 C10 -173.1(3) . . . . ? C13 N2 C9 C8 -178.4(3) . . . . ? Pr1 N2 C9 C8 7.5(3) . . . . ? O5 C8 C9 N2 -4.2(4) . . . . ? O6 C8 C9 N2 175.1(3) . . . . ? O5 C8 C9 C10 176.3(3) . . . . ? O6 C8 C9 C10 -4.3(5) . . . . ? N2 C9 C10 C11 -0.1(6) . . . . ? C8 C9 C10 C11 179.3(4) . . . . ? C9 C10 C11 C12 -1.7(7) . . . . ? C10 C11 C12 C13 2.4(7) . . . . ? C9 N2 C13 C12 -0.3(5) . . . . ? Pr1 N2 C13 C12 174.0(3) . . . . ? C9 N2 C13 C14 179.5(3) . . . . ? Pr1 N2 C13 C14 -6.2(3) . . . . ? C11 C12 C13 N2 -1.4(6) . . . . ? C11 C12 C13 C14 178.8(4) . . . . ? Pr1 O7 C14 O8 -175.5(2) . . . . ? Pr1 O7 C14 C13 4.8(4) . . . . ? N2 C13 C14 O8 -178.3(3) . . . . ? C12 C13 C14 O8 1.5(5) . . . . ? N2 C13 C14 O7 1.4(4) . . . . ? C12 C13 C14 O7 -178.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.526 _refine_diff_density_min -0.796 _refine_diff_density_rms 0.101