# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'K. C. Kumara Swamy' _publ_contact_author_address ; School of Chemistry University of Hyderabad Hyderabad A. P. 500046 INDIA ; _publ_contact_author_email KCKSSC@UOHYD.ERNET.IN _publ_section_title ; Nonstoichiometry induced by differential oxygen/ lone pair occupation in chiral bicyclic 1,1'-binaphthoxy cyclodiphosphazanes ; loop_ _publ_author_name 'K. C. Kumara Swamy' 'Manab Chakravarty' 'Praveen Kommana' data_compd5 _database_code_depnum_ccdc_archive 'CCDC 276373' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 N2 O2 P2' _chemical_formula_weight 488.48 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M p_21_21_21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.661(3) _cell_length_b 15.095(2) _cell_length_c 17.904(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2610.8(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 2 _cell_measurement_theta_max 13 _exptl_crystal_description NEEDLES _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.243 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.194 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9265 _exptl_absorpt_correction_T_max 0.9623 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf-Nonius Mach3' _diffrn_measurement_method w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 3600 _diffrn_standards_decay_% none _diffrn_reflns_number 2604 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0495 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 24.96 _reflns_number_total 2604 _reflns_number_gt 1700 _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^)+(0.0481P)^2^+0.3451P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.19(19) _refine_ls_number_reflns 2604 _refine_ls_number_parameters 313 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0737 _refine_ls_R_factor_gt 0.0444 _refine_ls_wR_factor_ref 0.1149 _refine_ls_wR_factor_gt 0.0946 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.120 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.68254(13) 0.50861(8) -0.01315(7) 0.0466(3) Uani 1 1 d . . . P2 P 0.78947(14) 0.42919(9) 0.09938(8) 0.0494(4) Uani 1 1 d . . . O1 O 0.6051(3) 0.6020(2) 0.01432(18) 0.0472(8) Uani 1 1 d . . . O2 O 0.7596(3) 0.4848(2) 0.17753(18) 0.0514(9) Uani 1 1 d . . . N1 N 0.8319(3) 0.5096(3) 0.0357(2) 0.0439(10) Uani 1 1 d . . . N2 N 0.6365(4) 0.4324(3) 0.0528(2) 0.0492(10) Uani 1 1 d . . . C1 C 0.9751(5) 0.5252(3) 0.0088(3) 0.0515(13) Uani 1 1 d . . . C2 C 1.0337(7) 0.4406(4) -0.0255(4) 0.088(2) Uani 1 1 d . . . H2A H 1.0390 0.3953 0.0120 0.133 Uiso 1 1 calc R . . H2B H 1.1245 0.4521 -0.0450 0.133 Uiso 1 1 calc R . . H2C H 0.9743 0.4211 -0.0653 0.133 Uiso 1 1 calc R . . C3 C 0.9729(6) 0.5968(3) -0.0511(3) 0.0619(15) Uani 1 1 d . . . H3A H 0.9068 0.5812 -0.0890 0.093 Uiso 1 1 calc R . . H3B H 1.0632 0.6018 -0.0731 0.093 Uiso 1 1 calc R . . H3C H 0.9474 0.6524 -0.0290 0.093 Uiso 1 1 calc R . . C4 C 1.0612(6) 0.5565(5) 0.0749(3) 0.0813(19) Uani 1 1 d . . . H4A H 1.0218 0.6098 0.0949 0.122 Uiso 1 1 calc R . . H4B H 1.1543 0.5678 0.0588 0.122 Uiso 1 1 calc R . . H4C H 1.0619 0.5114 0.1128 0.122 Uiso 1 1 calc R . . C5 C 0.5292(6) 0.3641(3) 0.0441(4) 0.0648(16) Uani 1 1 d . . . C6 C 0.5467(11) 0.3170(5) -0.0301(4) 0.124(3) Uani 1 1 d . . . H6A H 0.5277 0.3575 -0.0701 0.185 Uiso 1 1 calc R . . H6B H 0.4837 0.2679 -0.0327 0.185 Uiso 1 1 calc R . . H6C H 0.6400 0.2957 -0.0345 0.185 Uiso 1 1 calc R . . C7 C 0.5378(8) 0.2967(4) 0.1070(3) 0.084(2) Uani 1 1 d . . . H7A H 0.6241 0.2654 0.1038 0.126 Uiso 1 1 calc R . . H7B H 0.4626 0.2554 0.1027 0.126 Uiso 1 1 calc R . . H7C H 0.5321 0.3266 0.1542 0.126 Uiso 1 1 calc R . . C8 C 0.3918(6) 0.4111(5) 0.0487(6) 0.127(3) Uani 1 1 d . . . H8A H 0.3906 0.4487 0.0919 0.190 Uiso 1 1 calc R . . H8B H 0.3188 0.3681 0.0525 0.190 Uiso 1 1 calc R . . H8C H 0.3785 0.4462 0.0046 0.190 Uiso 1 1 calc R . . C9 C 0.6720(5) 0.6665(3) 0.0558(2) 0.0412(11) Uani 1 1 d . . . C10 C 0.7372(5) 0.7344(3) 0.0159(3) 0.0475(12) Uani 1 1 d . . . H10 H 0.7289 0.7362 -0.0358 0.057 Uiso 1 1 calc R . . C11 C 0.8114(6) 0.7969(3) 0.0508(3) 0.0518(13) Uani 1 1 d . . . H11 H 0.8540 0.8413 0.0230 0.062 Uiso 1 1 calc R . . C12 C 0.8256(5) 0.7964(3) 0.1295(3) 0.0463(12) Uani 1 1 d . . . C13 C 0.9074(6) 0.8595(3) 0.1677(4) 0.0624(16) Uani 1 1 d . . . H13 H 0.9565 0.9015 0.1404 0.075 Uiso 1 1 calc R . . C14 C 0.9154(6) 0.8599(4) 0.2431(4) 0.0684(17) Uani 1 1 d . . . H14 H 0.9700 0.9016 0.2675 0.082 Uiso 1 1 calc R . . C15 C 0.8410(6) 0.7970(4) 0.2841(3) 0.0672(16) Uani 1 1 d . . . H15 H 0.8451 0.7977 0.3360 0.081 Uiso 1 1 calc R . . C16 C 0.7624(6) 0.7346(4) 0.2488(3) 0.0568(14) Uani 1 1 d . . . H16 H 0.7144 0.6932 0.2773 0.068 Uiso 1 1 calc R . . C17 C 0.7523(5) 0.7314(3) 0.1712(3) 0.0438(12) Uani 1 1 d . . . C18 C 0.6734(5) 0.6648(3) 0.1325(3) 0.0417(11) Uani 1 1 d . . . C19 C 0.5884(5) 0.6014(3) 0.1765(2) 0.0417(11) Uani 1 1 d . . . C20 C 0.4526(5) 0.6296(3) 0.1997(3) 0.0437(12) Uani 1 1 d . . . C21 C 0.3984(5) 0.7129(3) 0.1795(3) 0.0508(13) Uani 1 1 d . . . H21 H 0.4513 0.7512 0.1505 0.061 Uiso 1 1 calc R . . C22 C 0.2696(6) 0.7383(4) 0.2021(3) 0.0622(15) Uani 1 1 d . . . H22 H 0.2353 0.7933 0.1877 0.075 Uiso 1 1 calc R . . C23 C 0.1882(6) 0.6824(4) 0.2468(3) 0.0681(16) Uani 1 1 d . . . H23 H 0.1006 0.7004 0.2620 0.082 Uiso 1 1 calc R . . C24 C 0.2376(6) 0.6022(4) 0.2676(3) 0.0670(16) Uani 1 1 d . . . H24 H 0.1833 0.5651 0.2970 0.080 Uiso 1 1 calc R . . C25 C 0.3709(5) 0.5741(3) 0.2451(3) 0.0489(12) Uani 1 1 d . . . C26 C 0.4225(5) 0.4907(3) 0.2668(3) 0.0591(14) Uani 1 1 d . . . H26 H 0.3689 0.4534 0.2963 0.071 Uiso 1 1 calc R . . C27 C 0.5515(6) 0.4647(3) 0.2444(3) 0.0563(14) Uani 1 1 d . . . H27 H 0.5866 0.4105 0.2602 0.068 Uiso 1 1 calc R . . C28 C 0.6312(5) 0.5190(3) 0.1979(3) 0.0452(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0420(7) 0.0486(7) 0.0492(7) -0.0002(6) -0.0048(6) 0.0022(6) P2 0.0410(7) 0.0491(7) 0.0581(8) 0.0072(7) -0.0006(7) 0.0094(6) O1 0.0416(18) 0.0487(18) 0.0513(19) -0.0004(17) -0.0087(17) 0.0067(16) O2 0.0416(19) 0.059(2) 0.0533(19) 0.0059(18) -0.0017(16) 0.0132(17) N1 0.031(2) 0.051(2) 0.051(2) 0.007(2) -0.0007(18) 0.005(2) N2 0.039(2) 0.046(2) 0.063(3) 0.001(2) -0.010(2) -0.001(2) C1 0.037(3) 0.056(3) 0.062(3) 0.004(3) 0.003(3) 0.002(2) C2 0.067(4) 0.067(4) 0.131(6) -0.006(4) 0.036(4) 0.015(3) C3 0.047(3) 0.074(4) 0.065(3) 0.006(3) 0.014(3) 0.000(3) C4 0.051(3) 0.118(5) 0.075(4) 0.007(4) -0.012(3) -0.023(4) C5 0.059(4) 0.050(3) 0.085(4) -0.004(3) -0.004(3) -0.013(3) C6 0.179(9) 0.091(5) 0.100(5) -0.022(5) -0.004(6) -0.057(6) C7 0.090(5) 0.060(4) 0.101(5) 0.012(4) 0.013(4) -0.018(4) C8 0.040(4) 0.104(6) 0.237(10) 0.035(7) -0.024(5) -0.013(4) C9 0.036(3) 0.044(3) 0.043(3) 0.000(2) 0.001(2) 0.008(2) C10 0.045(3) 0.052(3) 0.046(3) 0.008(3) 0.009(2) 0.010(3) C11 0.046(3) 0.043(3) 0.066(3) 0.010(3) 0.014(3) 0.004(3) C12 0.031(3) 0.043(3) 0.064(3) -0.002(3) 0.008(3) 0.007(2) C13 0.042(3) 0.046(3) 0.099(5) -0.008(3) 0.007(3) -0.001(3) C14 0.050(3) 0.069(4) 0.086(5) -0.022(4) -0.011(4) 0.001(3) C15 0.062(4) 0.077(4) 0.062(4) -0.015(3) -0.007(3) 0.010(4) C16 0.052(3) 0.063(3) 0.056(3) -0.006(3) 0.002(3) 0.004(3) C17 0.037(3) 0.046(3) 0.048(3) -0.001(2) 0.002(2) 0.007(2) C18 0.034(3) 0.039(2) 0.052(3) 0.002(2) 0.003(2) 0.005(2) C19 0.038(3) 0.046(3) 0.041(3) 0.007(2) 0.001(2) 0.001(2) C20 0.038(3) 0.046(3) 0.047(3) 0.000(2) 0.001(2) 0.001(2) C21 0.042(3) 0.048(3) 0.062(3) 0.003(3) 0.006(3) 0.002(3) C22 0.052(3) 0.056(3) 0.078(4) 0.002(3) -0.001(3) 0.013(3) C23 0.048(3) 0.075(4) 0.081(4) -0.005(3) 0.016(3) 0.003(3) C24 0.054(3) 0.070(4) 0.077(4) -0.001(3) 0.019(3) -0.007(3) C25 0.043(3) 0.054(3) 0.049(3) 0.006(3) 0.009(2) -0.001(3) C26 0.060(3) 0.066(3) 0.052(3) 0.012(3) 0.018(3) -0.007(3) C27 0.061(3) 0.051(3) 0.057(3) 0.017(3) 0.009(3) 0.006(3) C28 0.042(3) 0.052(3) 0.042(3) 0.005(2) 0.003(2) 0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O1 1.670(3) . ? P1 N1 1.687(4) . ? P1 N2 1.707(4) . ? P2 O2 1.657(3) . ? P2 N2 1.697(4) . ? P2 N1 1.715(4) . ? O1 C9 1.384(5) . ? O2 C28 1.393(6) . ? N1 C1 1.484(6) . ? N2 C5 1.471(6) . ? C1 C4 1.521(7) . ? C1 C3 1.523(6) . ? C1 C2 1.526(7) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C8 1.507(8) . ? C5 C6 1.517(9) . ? C5 C7 1.520(7) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C18 1.374(6) . ? C9 C10 1.400(6) . ? C10 C11 1.339(7) . ? C10 H10 0.9300 . ? C11 C12 1.415(7) . ? C11 H11 0.9300 . ? C12 C13 1.414(7) . ? C12 C17 1.422(6) . ? C13 C14 1.354(7) . ? C13 H13 0.9300 . ? C14 C15 1.398(8) . ? C14 H14 0.9300 . ? C15 C16 1.365(7) . ? C15 H15 0.9300 . ? C16 C17 1.394(7) . ? C16 H16 0.9300 . ? C17 C18 1.439(6) . ? C18 C19 1.487(6) . ? C19 C28 1.365(6) . ? C19 C20 1.441(7) . ? C20 C25 1.409(6) . ? C20 C21 1.410(6) . ? C21 C22 1.363(7) . ? C21 H21 0.9300 . ? C22 C23 1.405(7) . ? C22 H22 0.9300 . ? C23 C24 1.354(7) . ? C23 H23 0.9300 . ? C24 C25 1.413(7) . ? C24 H24 0.9300 . ? C25 C26 1.409(7) . ? C26 C27 1.366(7) . ? C26 H26 0.9300 . ? C27 C28 1.399(6) . ? C27 H27 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 P1 N1 102.91(18) . . ? O1 P1 N2 104.41(19) . . ? N1 P1 N2 82.54(19) . . ? O2 P2 N2 104.45(19) . . ? O2 P2 N1 104.18(19) . . ? N2 P2 N1 81.99(18) . . ? C9 O1 P1 122.8(3) . . ? C28 O2 P2 124.3(3) . . ? C1 N1 P1 129.1(3) . . ? C1 N1 P2 123.4(3) . . ? P1 N1 P2 97.72(19) . . ? C5 N2 P2 130.2(4) . . ? C5 N2 P1 125.7(4) . . ? P2 N2 P1 97.6(2) . . ? N1 C1 C4 107.9(4) . . ? N1 C1 C3 109.2(4) . . ? C4 C1 C3 109.6(4) . . ? N1 C1 C2 110.1(4) . . ? C4 C1 C2 111.7(5) . . ? C3 C1 C2 108.3(4) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C8 106.6(4) . . ? N2 C5 C6 110.0(5) . . ? C8 C5 C6 111.5(7) . . ? N2 C5 C7 110.7(5) . . ? C8 C5 C7 108.8(6) . . ? C6 C5 C7 109.2(5) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C18 C9 O1 121.9(4) . . ? C18 C9 C10 121.3(5) . . ? O1 C9 C10 116.8(4) . . ? C11 C10 C9 121.3(5) . . ? C11 C10 H10 119.4 . . ? C9 C10 H10 119.4 . . ? C10 C11 C12 120.8(5) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C13 C12 C11 122.1(5) . . ? C13 C12 C17 119.2(5) . . ? C11 C12 C17 118.6(5) . . ? C14 C13 C12 121.2(6) . . ? C14 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? C13 C14 C15 119.4(6) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C16 C15 C14 120.8(6) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C15 C16 C17 121.6(6) . . ? C15 C16 H16 119.2 . . ? C17 C16 H16 119.2 . . ? C16 C17 C12 117.7(5) . . ? C16 C17 C18 122.8(5) . . ? C12 C17 C18 119.5(4) . . ? C9 C18 C17 118.3(5) . . ? C9 C18 C19 122.4(4) . . ? C17 C18 C19 119.1(4) . . ? C28 C19 C20 117.7(4) . . ? C28 C19 C18 124.6(4) . . ? C20 C19 C18 117.7(4) . . ? C25 C20 C21 118.0(5) . . ? C25 C20 C19 120.1(4) . . ? C21 C20 C19 121.9(4) . . ? C22 C21 C20 120.9(5) . . ? C22 C21 H21 119.5 . . ? C20 C21 H21 119.5 . . ? C21 C22 C23 120.7(5) . . ? C21 C22 H22 119.6 . . ? C23 C22 H22 119.6 . . ? C24 C23 C22 119.8(5) . . ? C24 C23 H23 120.1 . . ? C22 C23 H23 120.1 . . ? C23 C24 C25 120.8(5) . . ? C23 C24 H24 119.6 . . ? C25 C24 H24 119.6 . . ? C26 C25 C20 119.4(5) . . ? C26 C25 C24 120.8(5) . . ? C20 C25 C24 119.7(5) . . ? C27 C26 C25 119.9(5) . . ? C27 C26 H26 120.1 . . ? C25 C26 H26 120.1 . . ? C26 C27 C28 120.6(5) . . ? C26 C27 H27 119.7 . . ? C28 C27 H27 119.7 . . ? C19 C28 O2 122.3(4) . . ? C19 C28 C27 122.3(5) . . ? O2 C28 C27 115.4(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.96 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.273 _refine_diff_density_min -0.252 _refine_diff_density_rms 0.052 #===END data_compd6 _database_code_depnum_ccdc_archive 'CCDC 276374' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 N2 O3.1 P2' _chemical_formula_weight 506.08 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.7123(6) _cell_length_b 15.1885(9) _cell_length_c 17.8209(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2628.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.55 _exptl_crystal_size_min 0.55 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.275 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 0.197 _exptl_absorpt_correction_type 'empirical, SADABS' _exptl_absorpt_correction_T_min 0.8907 _exptl_absorpt_correction_T_max 0.8992 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25390 _diffrn_reflns_av_R_equivalents 0.0399 _diffrn_reflns_av_sigmaI/netI 0.0195 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4635 _reflns_number_gt 4399 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0578P)^2^+0.1241P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.04(6) _refine_ls_number_reflns 4635 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0324 _refine_ls_R_factor_gt 0.0309 _refine_ls_wR_factor_ref 0.0841 _refine_ls_wR_factor_gt 0.0832 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.68195(5) 0.51212(3) -0.01291(3) 0.04685(12) Uani 1 1 d . . . P2 P 0.78389(5) 0.43324(3) 0.09660(3) 0.04761(13) Uani 1 1 d . . . O1 O 0.60423(13) 0.60158(8) 0.01512(7) 0.0483(3) Uani 1 1 d . . . O2 O 0.75476(12) 0.48761(9) 0.17372(6) 0.0511(3) Uani 1 1 d . . . O3 O 0.6632(3) 0.50228(17) -0.08966(13) 0.0680(6) Uani 0.60 1 d P . . O4 O 0.8670(3) 0.35987(19) 0.11019(17) 0.0686(8) Uani 0.50 1 d P . . N1 N 0.83325(14) 0.50965(10) 0.03238(8) 0.0464(3) Uani 1 1 d . . . N2 N 0.63427(16) 0.43269(10) 0.04828(9) 0.0494(3) Uani 1 1 d . . . C1 C 0.97657(18) 0.52550(12) 0.00628(11) 0.0513(4) Uani 1 1 d . . . C2 C 1.0319(3) 0.44106(16) -0.03011(18) 0.0876(8) Uani 1 1 d . . . H2A H 1.0401 0.3959 0.0073 0.131 Uiso 1 1 calc R . . H2B H 1.1206 0.4525 -0.0518 0.131 Uiso 1 1 calc R . . H2C H 0.9695 0.4220 -0.0686 0.131 Uiso 1 1 calc R . . C3 C 0.9759(2) 0.59786(13) -0.05316(12) 0.0600(5) Uani 1 1 d . . . H3A H 0.9107 0.5834 -0.0917 0.090 Uiso 1 1 calc R . . H3B H 1.0661 0.6029 -0.0748 0.090 Uiso 1 1 calc R . . H3C H 0.9507 0.6528 -0.0304 0.090 Uiso 1 1 calc R . . C4 C 1.0618(3) 0.5537(2) 0.07276(14) 0.0893(8) Uani 1 1 d . . . H4A H 1.0235 0.6063 0.0940 0.134 Uiso 1 1 calc R . . H4B H 1.1546 0.5648 0.0568 0.134 Uiso 1 1 calc R . . H4C H 1.0615 0.5078 0.1098 0.134 Uiso 1 1 calc R . . C5 C 0.5283(2) 0.36386(13) 0.03738(13) 0.0640(5) Uani 1 1 d . . . C6 C 0.5615(6) 0.3138(2) -0.03448(18) 0.1436(18) Uani 1 1 d . . . H6A H 0.5583 0.3535 -0.0764 0.215 Uiso 1 1 calc R . . H6B H 0.4952 0.2677 -0.0416 0.215 Uiso 1 1 calc R . . H6C H 0.6520 0.2887 -0.0307 0.215 Uiso 1 1 calc R . . C7 C 0.5305(3) 0.29955(16) 0.10252(16) 0.0857(8) Uani 1 1 d . . . H7A H 0.6206 0.2741 0.1068 0.128 Uiso 1 1 calc R . . H7B H 0.4641 0.2538 0.0939 0.128 Uiso 1 1 calc R . . H7C H 0.5082 0.3301 0.1481 0.128 Uiso 1 1 calc R . . C8 C 0.3923(3) 0.4113(2) 0.0357(3) 0.154(2) Uani 1 1 d . . . H8A H 0.3852 0.4490 0.0788 0.232 Uiso 1 1 calc R . . H8B H 0.3188 0.3691 0.0365 0.232 Uiso 1 1 calc R . . H8C H 0.3862 0.4460 -0.0092 0.232 Uiso 1 1 calc R . . C9 C 0.67235(17) 0.66743(10) 0.05560(9) 0.0430(4) Uani 1 1 d . . . C10 C 0.73763(19) 0.73341(11) 0.01413(10) 0.0498(4) Uani 1 1 d . . . H10 H 0.7290 0.7343 -0.0378 0.060 Uiso 1 1 calc R . . C11 C 0.8130(2) 0.79581(11) 0.04894(11) 0.0528(4) Uani 1 1 d . . . H11 H 0.8576 0.8387 0.0207 0.063 Uiso 1 1 calc R . . C12 C 0.82466(18) 0.79655(11) 0.12820(11) 0.0480(4) Uani 1 1 d . . . C13 C 0.9075(2) 0.85969(13) 0.16567(13) 0.0596(5) Uani 1 1 d . . . H13 H 0.9571 0.9006 0.1379 0.072 Uiso 1 1 calc R . . C14 C 0.9150(2) 0.86091(14) 0.24137(14) 0.0671(6) Uani 1 1 d . . . H14 H 0.9700 0.9023 0.2654 0.081 Uiso 1 1 calc R . . C15 C 0.8397(2) 0.79951(15) 0.28373(13) 0.0677(6) Uani 1 1 d . . . H15 H 0.8444 0.8012 0.3358 0.081 Uiso 1 1 calc R . . C16 C 0.7596(2) 0.73738(14) 0.24952(11) 0.0574(5) Uani 1 1 d . . . H16 H 0.7105 0.6974 0.2786 0.069 Uiso 1 1 calc R . . C17 C 0.75049(18) 0.73308(11) 0.17080(10) 0.0454(4) Uani 1 1 d . . . C18 C 0.67170(17) 0.66679(10) 0.13259(9) 0.0424(4) Uani 1 1 d . . . C19 C 0.58512(18) 0.60390(11) 0.17642(9) 0.0428(4) Uani 1 1 d . . . C20 C 0.45142(18) 0.63208(11) 0.20116(10) 0.0453(4) Uani 1 1 d . . . C21 C 0.3981(2) 0.71665(12) 0.18293(11) 0.0533(4) Uani 1 1 d . . . H21 H 0.4510 0.7554 0.1546 0.064 Uiso 1 1 calc R . . C22 C 0.2701(2) 0.74167(14) 0.20642(13) 0.0640(5) Uani 1 1 d . . . H22 H 0.2364 0.7969 0.1935 0.077 Uiso 1 1 calc R . . C23 C 0.1885(2) 0.68443(16) 0.25015(13) 0.0691(6) Uani 1 1 d . . . H23 H 0.1016 0.7020 0.2662 0.083 Uiso 1 1 calc R . . C24 C 0.2373(2) 0.60371(15) 0.26874(13) 0.0653(5) Uani 1 1 d . . . H24 H 0.1830 0.5665 0.2977 0.078 Uiso 1 1 calc R . . C25 C 0.36873(19) 0.57468(13) 0.24533(10) 0.0510(4) Uani 1 1 d . . . C26 C 0.4200(2) 0.49111(13) 0.26427(10) 0.0582(5) Uani 1 1 d . . . H26 H 0.3667 0.4532 0.2932 0.070 Uiso 1 1 calc R . . C27 C 0.5463(2) 0.46514(12) 0.24084(11) 0.0560(5) Uani 1 1 d . . . H27 H 0.5798 0.4101 0.2547 0.067 Uiso 1 1 calc R . . C28 C 0.62746(18) 0.52089(12) 0.19555(9) 0.0458(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0464(2) 0.0425(2) 0.0516(2) 0.00034(18) -0.00587(19) 0.00360(18) P2 0.0438(2) 0.0453(2) 0.0537(2) 0.0051(2) 0.00046(19) 0.00794(19) O1 0.0450(6) 0.0436(6) 0.0563(7) 0.0007(5) -0.0088(6) 0.0069(5) O2 0.0479(6) 0.0561(7) 0.0492(6) 0.0051(6) -0.0021(5) 0.0106(6) O3 0.0796(15) 0.0684(15) 0.0560(12) -0.0023(11) -0.0089(12) 0.0076(13) O4 0.0680(17) 0.0591(16) 0.079(2) 0.0118(15) 0.0022(15) 0.0170(14) N1 0.0418(7) 0.0494(8) 0.0480(7) 0.0059(6) 0.0014(6) 0.0068(7) N2 0.0504(8) 0.0412(7) 0.0566(8) 0.0027(7) -0.0048(7) -0.0007(7) C1 0.0391(8) 0.0543(10) 0.0606(10) 0.0036(8) 0.0016(8) 0.0043(7) C2 0.0745(15) 0.0638(13) 0.124(2) 0.0073(14) 0.0356(15) 0.0184(12) C3 0.0549(11) 0.0634(11) 0.0617(12) 0.0063(9) 0.0127(9) 0.0015(9) C4 0.0647(13) 0.125(2) 0.0777(15) 0.0176(15) -0.0149(12) -0.0304(15) C5 0.0585(12) 0.0504(10) 0.0832(14) 0.0029(10) -0.0063(10) -0.0104(9) C6 0.251(5) 0.092(2) 0.0876(19) -0.0255(17) 0.008(3) -0.083(3) C7 0.1032(19) 0.0560(13) 0.0978(18) 0.0071(12) 0.0061(16) -0.0237(13) C8 0.0544(15) 0.107(2) 0.302(6) 0.066(3) -0.030(2) -0.0154(16) C9 0.0417(8) 0.0380(8) 0.0495(9) 0.0018(7) -0.0007(7) 0.0074(7) C10 0.0559(10) 0.0455(9) 0.0479(9) 0.0072(8) 0.0099(8) 0.0084(8) C11 0.0533(10) 0.0422(9) 0.0630(10) 0.0103(8) 0.0159(9) 0.0022(8) C12 0.0386(8) 0.0400(8) 0.0653(10) -0.0008(7) 0.0081(8) 0.0042(7) C13 0.0458(10) 0.0459(10) 0.0871(14) -0.0044(10) 0.0062(9) -0.0003(8) C14 0.0589(12) 0.0567(12) 0.0857(15) -0.0141(11) -0.0105(11) -0.0007(9) C15 0.0727(14) 0.0685(13) 0.0619(12) -0.0116(10) -0.0102(10) 0.0058(11) C16 0.0567(11) 0.0593(11) 0.0561(11) -0.0006(9) 0.0024(8) 0.0008(9) C17 0.0407(9) 0.0428(8) 0.0528(9) 0.0008(7) 0.0033(7) 0.0051(7) C18 0.0398(8) 0.0363(8) 0.0510(9) 0.0052(6) 0.0042(7) 0.0041(7) C19 0.0445(9) 0.0437(8) 0.0401(8) 0.0028(7) 0.0015(7) -0.0007(7) C20 0.0464(9) 0.0445(9) 0.0449(9) 0.0005(7) 0.0009(7) -0.0019(7) C21 0.0516(10) 0.0459(9) 0.0624(10) 0.0028(8) 0.0039(8) 0.0019(8) C22 0.0558(11) 0.0551(11) 0.0812(14) -0.0026(10) 0.0034(10) 0.0116(9) C23 0.0472(10) 0.0745(13) 0.0855(14) -0.0075(11) 0.0147(10) 0.0048(10) C24 0.0552(11) 0.0693(12) 0.0715(13) 0.0021(11) 0.0168(10) -0.0061(10) C25 0.0533(9) 0.0539(10) 0.0458(9) 0.0007(8) 0.0063(7) -0.0051(8) C26 0.0656(12) 0.0570(11) 0.0520(10) 0.0114(9) 0.0114(9) -0.0068(9) C27 0.0681(12) 0.0464(10) 0.0534(10) 0.0130(8) 0.0057(9) 0.0036(9) C28 0.0475(9) 0.0479(9) 0.0421(8) 0.0047(7) 0.0025(7) 0.0032(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O3 1.388(2) . ? P1 O1 1.6327(12) . ? P1 N1 1.6770(14) . ? P1 N2 1.6908(15) . ? P2 O4 1.397(3) . ? P2 O2 1.6281(13) . ? P2 N2 1.6891(15) . ? P2 N1 1.6989(14) . ? O1 C9 1.399(2) . ? O2 C28 1.391(2) . ? N1 C1 1.487(2) . ? N2 C5 1.480(2) . ? C1 C4 1.507(3) . ? C1 C3 1.526(3) . ? C1 C2 1.534(3) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C8 1.505(4) . ? C5 C7 1.517(3) . ? C5 C6 1.524(4) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C18 1.372(2) . ? C9 C10 1.397(2) . ? C10 C11 1.349(3) . ? C10 H10 0.9300 . ? C11 C12 1.417(3) . ? C11 H11 0.9300 . ? C12 C13 1.419(3) . ? C12 C17 1.423(2) . ? C13 C14 1.351(3) . ? C13 H13 0.9300 . ? C14 C15 1.405(3) . ? C14 H14 0.9300 . ? C15 C16 1.367(3) . ? C15 H15 0.9300 . ? C16 C17 1.407(3) . ? C16 H16 0.9300 . ? C17 C18 1.436(2) . ? C18 C19 1.493(2) . ? C19 C28 1.369(2) . ? C19 C20 1.437(2) . ? C20 C21 1.423(2) . ? C20 C25 1.423(2) . ? C21 C22 1.366(3) . ? C21 H21 0.9300 . ? C22 C23 1.411(3) . ? C22 H22 0.9300 . ? C23 C24 1.356(3) . ? C23 H23 0.9300 . ? C24 C25 1.413(3) . ? C24 H24 0.9300 . ? C25 C26 1.405(3) . ? C26 C27 1.354(3) . ? C26 H26 0.9300 . ? C27 C28 1.411(3) . ? C27 H27 0.9300 . ? 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 O3 P1 O1 109.29(12) . . ? O3 P1 N1 125.94(12) . . ? O1 P1 N1 106.05(7) . . ? O3 P1 N2 121.52(13) . . ? O1 P1 N2 105.65(7) . . ? N1 P1 N2 85.05(7) . . ? O4 P2 O2 111.01(13) . . ? O4 P2 N2 125.56(15) . . ? O2 P2 N2 106.46(7) . . ? O4 P2 N1 119.91(13) . . ? O2 P2 N1 105.74(7) . . ? N2 P2 N1 84.42(7) . . ? C9 O1 P1 122.27(10) . . ? C28 O2 P2 125.09(10) . . ? C1 N1 P1 131.76(11) . . ? C1 N1 P2 125.83(11) . . ? P1 N1 P2 95.29(7) . . ? C5 N2 P2 131.97(13) . . ? C5 N2 P1 127.58(14) . . ? P2 N2 P1 95.14(8) . . ? N1 C1 C4 108.31(17) . . ? N1 C1 C3 109.26(14) . . ? C4 C1 C3 110.09(18) . . ? N1 C1 C2 108.93(16) . . ? C4 C1 C2 112.2(2) . . ? C3 C1 C2 108.06(17) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C8 105.96(19) . . ? N2 C5 C7 110.15(18) . . ? C8 C5 C7 109.6(3) . . ? N2 C5 C6 108.4(2) . . ? C8 C5 C6 114.1(3) . . ? C7 C5 C6 108.6(2) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C18 C9 C10 122.41(16) . . ? C18 C9 O1 120.54(15) . . ? C10 C9 O1 117.03(15) . . ? C11 C10 C9 120.47(17) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 120.49(16) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C11 C12 C13 121.32(17) . . ? C11 C12 C17 119.07(17) . . ? C13 C12 C17 119.61(17) . . ? C14 C13 C12 120.64(19) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C13 C14 C15 119.9(2) . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C16 C15 C14 121.0(2) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C15 C16 C17 120.8(2) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C16 C17 C12 117.94(17) . . ? C16 C17 C18 122.59(17) . . ? C12 C17 C18 119.46(16) . . ? C9 C18 C17 117.81(15) . . ? C9 C18 C19 122.02(16) . . ? C17 C18 C19 120.04(15) . . ? C28 C19 C20 118.00(16) . . ? C28 C19 C18 123.38(16) . . ? C20 C19 C18 118.62(15) . . ? C21 C20 C25 118.30(17) . . ? C21 C20 C19 121.88(16) . . ? C25 C20 C19 119.82(16) . . ? C22 C21 C20 120.84(19) . . ? C22 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? C21 C22 C23 120.6(2) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C24 C23 C22 119.71(19) . . ? C24 C23 H23 120.1 . . ? C22 C23 H23 120.1 . . ? C23 C24 C25 121.75(19) . . ? C23 C24 H24 119.1 . . ? C25 C24 H24 119.1 . . ? C26 C25 C24 122.09(18) . . ? C26 C25 C20 119.11(17) . . ? C24 C25 C20 118.80(18) . . ? C27 C26 C25 120.67(17) . . ? C27 C26 H26 119.7 . . ? C25 C26 H26 119.7 . . ? C26 C27 C28 120.52(17) . . ? C26 C27 H27 119.7 . . ? C28 C27 H27 119.7 . . ? C19 C28 O2 122.13(16) . . ? C19 C28 C27 121.82(17) . . ? O2 C28 C27 116.02(16) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.147 _refine_diff_density_min -0.234 _refine_diff_density_rms 0.052 #===END data_compd7 _database_code_depnum_ccdc_archive 'CCDC 276375' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 N2 O4 P2' _chemical_formula_weight 520.48 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.7305(14) _cell_length_b 15.256(2) _cell_length_c 17.737(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2633.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.313 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_absorpt_coefficient_mu 0.202 _exptl_absorpt_correction_type 'empirical, sadabs' _exptl_absorpt_correction_T_min 0.9057 _exptl_absorpt_correction_T_max 0.9382 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12240 _diffrn_reflns_av_R_equivalents 0.0238 _diffrn_reflns_av_sigmaI/netI 0.0228 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4638 _reflns_number_gt 4355 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0647P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.05(7) _refine_ls_number_reflns 4638 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0350 _refine_ls_R_factor_gt 0.0329 _refine_ls_wR_factor_ref 0.0913 _refine_ls_wR_factor_gt 0.0898 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.68070(5) 0.51241(3) -0.01299(3) 0.03966(13) Uani 1 1 d . . . P2 P 0.77883(5) 0.43505(3) 0.09458(3) 0.04023(14) Uani 1 1 d . . . O1 O 0.60272(14) 0.59992(8) 0.01343(7) 0.0418(3) Uani 1 1 d . . . O2 O 0.75355(13) 0.48630(9) 0.17168(7) 0.0450(3) Uani 1 1 d . . . O3 O 0.66595(16) 0.50091(10) -0.09388(8) 0.0564(4) Uani 1 1 d . . . O4 O 0.86198(16) 0.35738(10) 0.10855(8) 0.0558(4) Uani 1 1 d . . . N1 N 0.83168(15) 0.50916(11) 0.03078(8) 0.0402(4) Uani 1 1 d . . . N2 N 0.63134(17) 0.43257(11) 0.04633(9) 0.0432(4) Uani 1 1 d . . . C1 C 0.9761(2) 0.52596(14) 0.00519(12) 0.0466(5) Uani 1 1 d . . . C2 C 1.0309(3) 0.44252(17) -0.03319(17) 0.0772(8) Uani 1 1 d . . . H2A H 1.0444 0.3976 0.0040 0.116 Uiso 1 1 calc R . . H2B H 1.1168 0.4552 -0.0575 0.116 Uiso 1 1 calc R . . H2C H 0.9657 0.4227 -0.0700 0.116 Uiso 1 1 calc R . . C3 C 0.9748(3) 0.59963(15) -0.05254(12) 0.0554(5) Uani 1 1 d . . . H3A H 0.9088 0.5866 -0.0911 0.083 Uiso 1 1 calc R . . H3B H 1.0644 0.6051 -0.0748 0.083 Uiso 1 1 calc R . . H3C H 0.9506 0.6536 -0.0282 0.083 Uiso 1 1 calc R . . C4 C 1.0600(3) 0.5517(2) 0.07331(15) 0.0839(9) Uani 1 1 d . . . H4A H 1.0214 0.6034 0.0957 0.126 Uiso 1 1 calc R . . H4B H 1.1530 0.5633 0.0582 0.126 Uiso 1 1 calc R . . H4C H 1.0590 0.5047 0.1093 0.126 Uiso 1 1 calc R . . C5 C 0.5252(3) 0.36381(15) 0.03484(14) 0.0599(6) Uani 1 1 d . . . C6 C 0.5633(7) 0.3123(2) -0.03550(18) 0.137(2) Uani 1 1 d . . . H6A H 0.5638 0.3508 -0.0783 0.205 Uiso 1 1 calc R . . H6B H 0.4973 0.2665 -0.0434 0.205 Uiso 1 1 calc R . . H6C H 0.6530 0.2871 -0.0292 0.205 Uiso 1 1 calc R . . C7 C 0.5232(3) 0.30149(17) 0.10177(16) 0.0789(8) Uani 1 1 d . . . H7A H 0.6145 0.2801 0.1110 0.118 Uiso 1 1 calc R . . H7B H 0.4633 0.2531 0.0910 0.118 Uiso 1 1 calc R . . H7C H 0.4906 0.3320 0.1456 0.118 Uiso 1 1 calc R . . C8 C 0.3905(3) 0.4103(3) 0.0277(3) 0.161(2) Uani 1 1 d . . . H8A H 0.3780 0.4487 0.0701 0.242 Uiso 1 1 calc R . . H8B H 0.3174 0.3681 0.0264 0.242 Uiso 1 1 calc R . . H8C H 0.3897 0.4441 -0.0180 0.242 Uiso 1 1 calc R . . C9 C 0.66946(19) 0.66629(12) 0.05366(10) 0.0379(4) Uani 1 1 d . . . C10 C 0.7335(2) 0.73235(13) 0.01200(11) 0.0437(4) Uani 1 1 d . . . H10 H 0.7244 0.7334 -0.0402 0.052 Uiso 1 1 calc R . . C11 C 0.8087(2) 0.79489(12) 0.04706(12) 0.0469(5) Uani 1 1 d . . . H11 H 0.8522 0.8380 0.0187 0.056 Uiso 1 1 calc R . . C12 C 0.8218(2) 0.79527(12) 0.12620(11) 0.0414(4) Uani 1 1 d . . . C13 C 0.9052(2) 0.85753(14) 0.16371(13) 0.0540(5) Uani 1 1 d . . . H13 H 0.9545 0.8984 0.1358 0.065 Uiso 1 1 calc R . . C14 C 0.9138(3) 0.85802(15) 0.23989(14) 0.0596(6) Uani 1 1 d . . . H14 H 0.9685 0.8994 0.2640 0.071 Uiso 1 1 calc R . . C15 C 0.8410(3) 0.79685(16) 0.28228(13) 0.0619(6) Uani 1 1 d . . . H15 H 0.8473 0.7982 0.3346 0.074 Uiso 1 1 calc R . . C16 C 0.7606(2) 0.73489(14) 0.24856(12) 0.0518(5) Uani 1 1 d . . . H16 H 0.7131 0.6946 0.2781 0.062 Uiso 1 1 calc R . . C17 C 0.7490(2) 0.73139(13) 0.16927(11) 0.0410(4) Uani 1 1 d . . . C18 C 0.67026(19) 0.66525(11) 0.13125(10) 0.0377(4) Uani 1 1 d . . . C19 C 0.5842(2) 0.60242(12) 0.17552(10) 0.0378(4) Uani 1 1 d . . . C20 C 0.4515(2) 0.63055(13) 0.20125(10) 0.0403(4) Uani 1 1 d . . . C21 C 0.3979(2) 0.71515(13) 0.18391(12) 0.0479(5) Uani 1 1 d . . . H21 H 0.4501 0.7538 0.1552 0.057 Uiso 1 1 calc R . . C22 C 0.2716(3) 0.74018(16) 0.20877(14) 0.0596(6) Uani 1 1 d . . . H22 H 0.2384 0.7955 0.1966 0.072 Uiso 1 1 calc R . . C23 C 0.1906(3) 0.68342(17) 0.25267(14) 0.0641(6) Uani 1 1 d . . . H23 H 0.1047 0.7013 0.2697 0.077 Uiso 1 1 calc R . . C24 C 0.2386(3) 0.60249(16) 0.26998(13) 0.0596(6) Uani 1 1 d . . . H24 H 0.1841 0.5651 0.2987 0.072 Uiso 1 1 calc R . . C25 C 0.3693(2) 0.57318(14) 0.24559(11) 0.0470(5) Uani 1 1 d . . . C26 C 0.4204(2) 0.48998(14) 0.26417(11) 0.0531(5) Uani 1 1 d . . . H26 H 0.3674 0.4523 0.2934 0.064 Uiso 1 1 calc R . . C27 C 0.5461(2) 0.46380(14) 0.24009(11) 0.0505(5) Uani 1 1 d . . . H27 H 0.5796 0.4089 0.2537 0.061 Uiso 1 1 calc R . . C28 C 0.6256(2) 0.51965(13) 0.19458(10) 0.0404(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0425(3) 0.0359(2) 0.0405(3) -0.0011(2) -0.0043(2) 0.0030(2) P2 0.0396(3) 0.0358(3) 0.0453(3) 0.0044(2) 0.0002(2) 0.0064(2) O1 0.0421(7) 0.0354(7) 0.0480(7) -0.0003(6) -0.0070(6) 0.0054(6) O2 0.0441(7) 0.0490(8) 0.0421(7) 0.0034(6) -0.0008(5) 0.0094(7) O3 0.0711(9) 0.0572(9) 0.0409(7) -0.0031(7) -0.0100(7) 0.0060(8) O4 0.0571(9) 0.0459(8) 0.0644(9) 0.0098(7) 0.0021(7) 0.0175(7) N1 0.0360(8) 0.0426(9) 0.0420(8) 0.0044(7) 0.0016(6) 0.0046(7) N2 0.0430(9) 0.0369(8) 0.0497(9) 0.0009(8) -0.0037(7) -0.0017(8) C1 0.0350(9) 0.0511(11) 0.0537(12) 0.0024(10) 0.0018(8) 0.0021(9) C2 0.0649(16) 0.0620(15) 0.105(2) 0.0115(15) 0.0305(14) 0.0208(14) C3 0.0519(13) 0.0548(13) 0.0596(13) 0.0063(11) 0.0130(10) 0.0004(11) C4 0.0628(16) 0.119(2) 0.0698(16) 0.0167(16) -0.0156(12) -0.0303(17) C5 0.0553(14) 0.0467(12) 0.0777(16) 0.0030(11) -0.0092(11) -0.0137(11) C6 0.248(6) 0.081(2) 0.082(2) -0.0242(18) 0.014(3) -0.087(3) C7 0.096(2) 0.0539(15) 0.0865(18) 0.0061(14) 0.0059(17) -0.0260(15) C8 0.0471(17) 0.107(3) 0.330(7) 0.084(4) -0.036(3) -0.0174(19) C9 0.0365(9) 0.0341(9) 0.0431(10) 0.0012(8) -0.0010(8) 0.0074(8) C10 0.0509(11) 0.0397(10) 0.0404(9) 0.0049(8) 0.0059(9) 0.0056(9) C11 0.0496(12) 0.0352(10) 0.0559(11) 0.0095(9) 0.0131(9) 0.0002(9) C12 0.0355(9) 0.0345(10) 0.0540(11) -0.0017(8) 0.0061(8) 0.0035(8) C13 0.0444(12) 0.0423(11) 0.0751(15) -0.0045(11) 0.0045(10) -0.0026(10) C14 0.0544(13) 0.0513(13) 0.0730(15) -0.0117(12) -0.0099(11) -0.0017(11) C15 0.0668(16) 0.0636(15) 0.0552(13) -0.0108(11) -0.0108(11) 0.0045(12) C16 0.0550(12) 0.0546(12) 0.0460(11) -0.0004(10) 0.0019(9) -0.0012(10) C17 0.0377(10) 0.0385(10) 0.0467(11) 0.0000(8) 0.0028(8) 0.0050(8) C18 0.0381(10) 0.0308(9) 0.0442(10) 0.0024(7) 0.0040(8) 0.0036(8) C19 0.0407(10) 0.0378(9) 0.0349(9) 0.0016(8) 0.0010(7) 0.0008(8) C20 0.0434(11) 0.0390(10) 0.0386(10) -0.0008(8) 0.0014(8) -0.0015(8) C21 0.0488(12) 0.0404(11) 0.0544(12) 0.0035(9) 0.0061(9) 0.0026(9) C22 0.0560(13) 0.0488(12) 0.0741(16) -0.0020(11) 0.0025(11) 0.0134(11) C23 0.0456(13) 0.0683(15) 0.0783(15) -0.0053(13) 0.0143(11) 0.0063(11) C24 0.0523(13) 0.0640(14) 0.0626(14) 0.0020(12) 0.0156(11) -0.0001(11) C25 0.0502(11) 0.0483(12) 0.0425(10) 0.0010(9) 0.0066(8) -0.0036(10) C26 0.0609(13) 0.0499(12) 0.0484(11) 0.0094(10) 0.0133(10) -0.0052(11) C27 0.0641(13) 0.0397(11) 0.0478(11) 0.0130(9) 0.0046(10) 0.0029(10) C28 0.0423(10) 0.0427(10) 0.0362(9) 0.0025(8) 0.0030(8) 0.0018(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O3 1.4526(14) . ? P1 O1 1.6055(13) . ? P1 N1 1.6623(16) . ? P1 N2 1.6796(17) . ? P2 O4 1.4560(15) . ? P2 O2 1.5943(14) . ? P2 N2 1.6714(17) . ? P2 N1 1.6804(16) . ? O1 C9 1.399(2) . ? O2 C28 1.405(2) . ? N1 C1 1.499(2) . ? N2 C5 1.486(3) . ? C1 C4 1.510(3) . ? C1 C3 1.520(3) . ? C1 C2 1.539(3) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C8 1.496(4) . ? C5 C6 1.520(4) . ? C5 C7 1.521(3) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C18 1.376(2) . ? C9 C10 1.396(3) . ? C10 C11 1.354(3) . ? C10 H10 0.9300 . ? C11 C12 1.409(3) . ? C11 H11 0.9300 . ? C12 C13 1.415(3) . ? C12 C17 1.426(3) . ? C13 C14 1.354(3) . ? C13 H13 0.9300 . ? C14 C15 1.392(3) . ? C14 H14 0.9300 . ? C15 C16 1.365(3) . ? C15 H15 0.9300 . ? C16 C17 1.412(3) . ? C16 H16 0.9300 . ? C17 C18 1.435(3) . ? C18 C19 1.495(3) . ? C19 C28 1.368(3) . ? C19 C20 1.435(3) . ? C20 C25 1.423(3) . ? C20 C21 1.426(3) . ? C21 C22 1.360(3) . ? C21 H21 0.9300 . ? C22 C23 1.406(3) . ? C22 H22 0.9300 . ? C23 C24 1.355(3) . ? C23 H23 0.9300 . ? C24 C25 1.416(3) . ? C24 H24 0.9300 . ? C25 C26 1.403(3) . ? C26 C27 1.355(3) . ? C26 H26 0.9300 . ? C27 C28 1.406(3) . ? C27 H27 0.9300 . ? 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 O3 P1 O1 110.00(8) . . ? O3 P1 N1 123.02(9) . . ? O1 P1 N1 107.83(8) . . ? O3 P1 N2 120.20(9) . . ? O1 P1 N2 106.56(8) . . ? N1 P1 N2 86.48(8) . . ? O4 P2 O2 109.81(8) . . ? O4 P2 N2 123.09(9) . . ? O2 P2 N2 108.53(8) . . ? O4 P2 N1 119.48(9) . . ? O2 P2 N1 107.15(8) . . ? N2 P2 N1 86.17(8) . . ? C9 O1 P1 122.10(12) . . ? C28 O2 P2 124.22(11) . . ? C1 N1 P1 133.01(12) . . ? C1 N1 P2 127.29(13) . . ? P1 N1 P2 93.67(8) . . ? C5 N2 P2 133.07(14) . . ? C5 N2 P1 128.66(15) . . ? P2 N2 P1 93.37(8) . . ? N1 C1 C4 108.02(17) . . ? N1 C1 C3 108.82(16) . . ? C4 C1 C3 110.6(2) . . ? N1 C1 C2 108.50(18) . . ? C4 C1 C2 112.4(2) . . ? C3 C1 C2 108.44(17) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C8 106.6(2) . . ? N2 C5 C6 107.9(2) . . ? C8 C5 C6 112.9(4) . . ? N2 C5 C7 110.06(19) . . ? C8 C5 C7 110.6(3) . . ? C6 C5 C7 108.7(2) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C18 C9 C10 122.34(18) . . ? C18 C9 O1 120.29(17) . . ? C10 C9 O1 117.37(16) . . ? C11 C10 C9 120.46(18) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 120.59(18) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C11 C12 C13 121.50(19) . . ? C11 C12 C17 119.07(18) . . ? C13 C12 C17 119.43(19) . . ? C14 C13 C12 120.5(2) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C13 C14 C15 120.3(2) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C16 C15 C14 121.3(2) . . ? C16 C15 H15 119.4 . . ? C14 C15 H15 119.4 . . ? C15 C16 C17 120.6(2) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C16 C17 C12 117.90(19) . . ? C16 C17 C18 122.49(18) . . ? C12 C17 C18 119.58(17) . . ? C9 C18 C17 117.69(17) . . ? C9 C18 C19 121.96(17) . . ? C17 C18 C19 120.18(16) . . ? C28 C19 C20 117.54(18) . . ? C28 C19 C18 123.83(18) . . ? C20 C19 C18 118.61(17) . . ? C25 C20 C21 118.04(19) . . ? C25 C20 C19 119.86(19) . . ? C21 C20 C19 122.10(18) . . ? C22 C21 C20 121.0(2) . . ? C22 C21 H21 119.5 . . ? C20 C21 H21 119.5 . . ? C21 C22 C23 120.9(2) . . ? C21 C22 H22 119.6 . . ? C23 C22 H22 119.6 . . ? C24 C23 C22 119.6(2) . . ? C24 C23 H23 120.2 . . ? C22 C23 H23 120.2 . . ? C23 C24 C25 121.8(2) . . ? C23 C24 H24 119.1 . . ? C25 C24 H24 119.1 . . ? C26 C25 C24 122.2(2) . . ? C26 C25 C20 119.1(2) . . ? C24 C25 C20 118.7(2) . . ? C27 C26 C25 120.8(2) . . ? C27 C26 H26 119.6 . . ? C25 C26 H26 119.6 . . ? C26 C27 C28 119.9(2) . . ? C26 C27 H27 120.0 . . ? C28 C27 H27 120.0 . . ? C19 C28 O2 121.59(17) . . ? C19 C28 C27 122.62(19) . . ? O2 C28 C27 115.75(18) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.172 _refine_diff_density_min -0.271 _refine_diff_density_rms 0.051 #===END data_compd8 _database_code_depnum_ccdc_archive 'CCDC 276376' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H30 N2 O3.40 P2' _chemical_formula_sum 'C28 H30 N2 O3.40 P2' _chemical_formula_weight 510.88 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.7160(8) _cell_length_b 15.1905(12) _cell_length_c 17.8076(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2628.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour colorles _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.295 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 0.200 _exptl_absorpt_correction_type 'empirical, sadabs' _exptl_absorpt_correction_T_min 0.9333 _exptl_absorpt_correction_T_max 0.9611 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9252 _diffrn_reflns_av_R_equivalents 0.0327 _diffrn_reflns_av_sigmaI/netI 0.0526 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4512 _reflns_number_gt 3536 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0488P)^2^+0.1058P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.05(10) _refine_ls_number_reflns 4512 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0664 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1034 _refine_ls_wR_factor_gt 0.0954 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.68054(8) 0.51138(6) -0.01307(5) 0.0450(2) Uani 1 1 d . . . P2 P 0.78176(9) 0.43309(6) 0.09571(5) 0.0469(2) Uani 1 1 d . . . O1 O 0.6030(2) 0.60064(13) 0.01360(12) 0.0454(5) Uani 1 1 d . . . O2 O 0.7550(2) 0.48568(15) 0.17327(11) 0.0504(6) Uani 1 1 d . . . O3 O 0.6653(3) 0.5009(2) -0.09223(17) 0.0646(9) Uani 0.70 1 d P . . O4 O 0.8624(4) 0.3572(2) 0.10864(19) 0.0632(10) Uani 0.70 1 d P . . N1 N 0.8314(2) 0.50921(17) 0.03235(13) 0.0446(6) Uani 1 1 d . . . N2 N 0.6327(3) 0.43248(18) 0.04792(15) 0.0487(7) Uani 1 1 d . . . C1 C 0.9755(3) 0.5258(2) 0.00626(19) 0.0505(9) Uani 1 1 d . . . C2 C 1.0311(4) 0.4423(3) -0.0307(3) 0.0847(13) Uani 1 1 d . . . H2A H 1.0357 0.3960 0.0058 0.127 Uiso 1 1 calc R . . H2B H 1.1215 0.4535 -0.0503 0.127 Uiso 1 1 calc R . . H2C H 0.9711 0.4251 -0.0709 0.127 Uiso 1 1 calc R . . C3 C 0.9751(4) 0.5986(2) -0.0521(2) 0.0596(10) Uani 1 1 d . . . H3A H 0.9118 0.5839 -0.0915 0.089 Uiso 1 1 calc R . . H3B H 1.0659 0.6051 -0.0726 0.089 Uiso 1 1 calc R . . H3C H 0.9473 0.6529 -0.0290 0.089 Uiso 1 1 calc R . . C4 C 1.0592(4) 0.5533(3) 0.0728(2) 0.0866(14) Uani 1 1 d . . . H4A H 1.0190 0.6048 0.0951 0.130 Uiso 1 1 calc R . . H4B H 1.1515 0.5664 0.0571 0.130 Uiso 1 1 calc R . . H4C H 1.0609 0.5065 0.1090 0.130 Uiso 1 1 calc R . . C5 C 0.5258(4) 0.3640(2) 0.0373(2) 0.0643(11) Uani 1 1 d . . . C6 C 0.5571(8) 0.3141(3) -0.0347(3) 0.142(3) Uani 1 1 d . . . H6A H 0.5536 0.3540 -0.0765 0.213 Uiso 1 1 calc R . . H6B H 0.4900 0.2684 -0.0417 0.213 Uiso 1 1 calc R . . H6C H 0.6472 0.2885 -0.0315 0.213 Uiso 1 1 calc R . . C7 C 0.5270(5) 0.2998(3) 0.1030(2) 0.0850(14) Uani 1 1 d . . . H7A H 0.6148 0.2710 0.1054 0.127 Uiso 1 1 calc R . . H7B H 0.4559 0.2567 0.0961 0.127 Uiso 1 1 calc R . . H7C H 0.5109 0.3314 0.1489 0.127 Uiso 1 1 calc R . . C8 C 0.3903(5) 0.4111(4) 0.0338(5) 0.160(3) Uani 1 1 d . . . H8A H 0.3820 0.4498 0.0762 0.240 Uiso 1 1 calc R . . H8B H 0.3168 0.3689 0.0347 0.240 Uiso 1 1 calc R . . H8C H 0.3854 0.4448 -0.0118 0.240 Uiso 1 1 calc R . . C9 C 0.6702(3) 0.6664(2) 0.05469(17) 0.0391(7) Uani 1 1 d . . . C10 C 0.7343(3) 0.7331(2) 0.01360(19) 0.0473(8) Uani 1 1 d . . . H10 H 0.7251 0.7346 -0.0384 0.057 Uiso 1 1 calc R . . C11 C 0.8093(4) 0.7953(2) 0.04851(19) 0.0493(8) Uani 1 1 d . . . H11 H 0.8526 0.8387 0.0203 0.059 Uiso 1 1 calc R . . C12 C 0.8232(3) 0.7956(2) 0.12725(19) 0.0467(8) Uani 1 1 d . . . C13 C 0.9057(3) 0.8581(2) 0.1649(2) 0.0588(10) Uani 1 1 d . . . H13 H 0.9546 0.8997 0.1373 0.071 Uiso 1 1 calc R . . C14 C 0.9139(4) 0.8579(3) 0.2407(2) 0.0684(11) Uani 1 1 d . . . H14 H 0.9690 0.8992 0.2649 0.082 Uiso 1 1 calc R . . C15 C 0.8407(4) 0.7966(3) 0.2829(2) 0.0665(11) Uani 1 1 d . . . H15 H 0.8466 0.7978 0.3350 0.080 Uiso 1 1 calc R . . C16 C 0.7605(4) 0.7347(2) 0.2489(2) 0.0560(10) Uani 1 1 d . . . H16 H 0.7124 0.6943 0.2780 0.067 Uiso 1 1 calc R . . C17 C 0.7499(3) 0.7315(2) 0.16978(18) 0.0425(8) Uani 1 1 d . . . C18 C 0.6709(3) 0.6650(2) 0.13148(18) 0.0400(7) Uani 1 1 d . . . C19 C 0.5849(3) 0.6017(2) 0.17557(16) 0.0403(8) Uani 1 1 d . . . C20 C 0.4512(3) 0.6305(2) 0.20057(17) 0.0417(8) Uani 1 1 d . . . C21 C 0.3975(4) 0.7144(2) 0.18262(19) 0.0514(9) Uani 1 1 d . . . H21 H 0.4496 0.7530 0.1537 0.062 Uiso 1 1 calc R . . C22 C 0.2702(4) 0.7396(3) 0.2071(2) 0.0653(11) Uani 1 1 d . . . H22 H 0.2367 0.7951 0.1949 0.078 Uiso 1 1 calc R . . C23 C 0.1902(4) 0.6824(3) 0.2503(2) 0.0657(10) Uani 1 1 d . . . H23 H 0.1031 0.6997 0.2662 0.079 Uiso 1 1 calc R . . C24 C 0.2387(4) 0.6023(3) 0.2692(2) 0.0638(11) Uani 1 1 d . . . H24 H 0.1848 0.5653 0.2986 0.077 Uiso 1 1 calc R . . C25 C 0.3693(3) 0.5735(2) 0.24536(17) 0.0490(8) Uani 1 1 d . . . C26 C 0.4214(4) 0.4902(2) 0.26498(18) 0.0574(9) Uani 1 1 d . . . H26 H 0.3688 0.4528 0.2947 0.069 Uiso 1 1 calc R . . C27 C 0.5478(4) 0.4638(2) 0.24093(18) 0.0545(9) Uani 1 1 d . . . H27 H 0.5816 0.4088 0.2546 0.065 Uiso 1 1 calc R . . C28 C 0.6274(3) 0.5201(2) 0.19535(17) 0.0454(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0446(5) 0.0443(5) 0.0461(5) -0.0004(4) -0.0060(4) 0.0039(4) P2 0.0438(5) 0.0442(5) 0.0526(5) 0.0039(5) 0.0007(4) 0.0067(4) O1 0.0419(12) 0.0426(13) 0.0516(13) -0.0027(11) -0.0068(11) 0.0046(10) O2 0.0480(13) 0.0561(15) 0.0471(12) 0.0042(12) -0.0002(10) 0.0103(12) O3 0.079(2) 0.065(2) 0.0496(18) 0.0005(19) -0.0064(18) 0.004(2) O4 0.066(2) 0.051(2) 0.073(2) 0.0116(18) 0.0025(19) 0.0173(18) N1 0.0397(14) 0.0473(16) 0.0469(15) 0.0021(13) 0.0027(12) 0.0058(14) N2 0.0467(15) 0.0433(16) 0.0559(17) -0.0024(14) -0.0036(13) 0.0008(14) C1 0.0401(17) 0.054(2) 0.058(2) 0.0022(18) 0.0019(16) 0.0052(16) C2 0.071(3) 0.065(3) 0.118(4) 0.008(3) 0.036(3) 0.018(2) C3 0.054(2) 0.064(2) 0.061(2) 0.006(2) 0.0131(18) 0.0012(19) C4 0.058(2) 0.124(4) 0.078(3) 0.018(3) -0.013(2) -0.025(3) C5 0.055(2) 0.050(2) 0.088(3) 0.000(2) -0.006(2) -0.0100(19) C6 0.247(8) 0.092(4) 0.088(4) -0.027(3) 0.008(4) -0.088(5) C7 0.103(3) 0.056(3) 0.095(3) 0.009(2) 0.008(3) -0.028(3) C8 0.056(3) 0.108(4) 0.316(9) 0.058(5) -0.038(4) -0.015(3) C9 0.0362(17) 0.040(2) 0.0413(18) 0.0018(15) -0.0010(15) 0.0044(15) C10 0.053(2) 0.045(2) 0.0442(18) 0.0083(17) 0.0067(17) 0.0098(17) C11 0.049(2) 0.039(2) 0.059(2) 0.0083(17) 0.0133(19) -0.0003(17) C12 0.0360(17) 0.042(2) 0.063(2) -0.0008(17) 0.0037(17) 0.0054(16) C13 0.040(2) 0.049(2) 0.087(3) -0.006(2) 0.006(2) -0.0023(18) C14 0.064(3) 0.062(3) 0.079(3) -0.017(2) -0.015(2) -0.002(2) C15 0.067(3) 0.076(3) 0.057(2) -0.010(2) -0.008(2) 0.002(2) C16 0.054(2) 0.059(2) 0.055(2) -0.0002(19) 0.0004(17) 0.0030(19) C17 0.0384(19) 0.041(2) 0.048(2) 0.0014(16) 0.0030(14) 0.0049(15) C18 0.0366(17) 0.0321(19) 0.0513(19) 0.0031(15) 0.0021(15) 0.0073(15) C19 0.0429(19) 0.0385(19) 0.0394(18) 0.0043(15) 0.0012(15) 0.0001(15) C20 0.0413(18) 0.046(2) 0.0380(17) -0.0010(15) -0.0018(14) -0.0020(15) C21 0.052(2) 0.046(2) 0.057(2) 0.0062(17) 0.0047(18) 0.0013(18) C22 0.055(2) 0.057(3) 0.084(3) -0.006(2) 0.005(2) 0.011(2) C23 0.046(2) 0.069(3) 0.082(3) -0.006(2) 0.018(2) 0.007(2) C24 0.056(2) 0.065(3) 0.070(3) 0.000(2) 0.0180(19) -0.004(2) C25 0.0527(19) 0.053(2) 0.0410(18) -0.0010(17) 0.0049(15) -0.0031(18) C26 0.065(2) 0.054(2) 0.054(2) 0.0099(19) 0.0144(18) -0.004(2) C27 0.068(2) 0.045(2) 0.051(2) 0.0126(17) 0.0082(18) 0.0045(18) C28 0.0464(18) 0.049(2) 0.0406(17) 0.0038(16) 0.0017(15) 0.0025(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O3 1.426(3) . ? P1 O1 1.622(2) . ? P1 N1 1.675(2) . ? P1 N2 1.683(3) . ? P2 O4 1.413(3) . ? P2 O2 1.617(2) . ? P2 N2 1.680(3) . ? P2 N1 1.686(3) . ? O1 C9 1.400(3) . ? O2 C28 1.401(4) . ? N1 C1 1.496(4) . ? N2 C5 1.482(4) . ? C1 C4 1.498(5) . ? C1 C3 1.517(4) . ? C1 C2 1.528(5) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C8 1.500(6) . ? C5 C6 1.521(6) . ? C5 C7 1.522(5) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C18 1.368(4) . ? C9 C10 1.396(4) . ? C10 C11 1.345(5) . ? C10 H10 0.9300 . ? C11 C12 1.409(4) . ? C11 H11 0.9300 . ? C12 C13 1.411(5) . ? C12 C17 1.424(4) . ? C13 C14 1.353(5) . ? C13 H13 0.9300 . ? C14 C15 1.393(5) . ? C14 H14 0.9300 . ? C15 C16 1.362(5) . ? C15 H15 0.9300 . ? C16 C17 1.414(4) . ? C16 H16 0.9300 . ? C17 C18 1.440(4) . ? C18 C19 1.496(4) . ? C19 C28 1.354(4) . ? C19 C20 1.442(4) . ? C20 C21 1.414(4) . ? C20 C25 1.421(4) . ? C21 C22 1.366(5) . ? C21 H21 0.9300 . ? C22 C23 1.397(5) . ? C22 H22 0.9300 . ? C23 C24 1.347(5) . ? C23 H23 0.9300 . ? C24 C25 1.407(5) . ? C24 H24 0.9300 . ? C25 C26 1.407(5) . ? C26 C27 1.362(5) . ? C26 H26 0.9300 . ? C27 C28 1.410(4) . ? C27 H27 0.9300 . ? 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 O3 P1 O1 109.54(16) . . ? O3 P1 N1 124.47(17) . . ? O1 P1 N1 106.37(12) . . ? O3 P1 N2 121.98(18) . . ? O1 P1 N2 106.13(12) . . ? N1 P1 N2 85.19(13) . . ? O4 P2 O2 110.69(16) . . ? O4 P2 N2 123.78(18) . . ? O2 P2 N2 107.26(12) . . ? O4 P2 N1 120.67(17) . . ? O2 P2 N1 106.19(12) . . ? N2 P2 N1 84.93(12) . . ? C9 O1 P1 122.17(18) . . ? C28 O2 P2 124.49(19) . . ? C1 N1 P1 131.7(2) . . ? C1 N1 P2 126.3(2) . . ? P1 N1 P2 94.94(13) . . ? C5 N2 P2 132.2(2) . . ? C5 N2 P1 127.7(2) . . ? P2 N2 P1 94.86(14) . . ? N1 C1 C4 108.0(3) . . ? N1 C1 C3 109.5(3) . . ? C4 C1 C3 109.9(3) . . ? N1 C1 C2 109.0(3) . . ? C4 C1 C2 112.4(3) . . ? C3 C1 C2 108.1(3) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C8 106.5(3) . . ? N2 C5 C6 108.5(4) . . ? C8 C5 C6 112.2(5) . . ? N2 C5 C7 110.3(3) . . ? C8 C5 C7 110.1(4) . . ? C6 C5 C7 109.2(3) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C18 C9 C10 122.2(3) . . ? C18 C9 O1 120.9(3) . . ? C10 C9 O1 116.9(3) . . ? C11 C10 C9 120.6(3) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 121.0(3) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C11 C12 C13 121.9(3) . . ? C11 C12 C17 118.6(3) . . ? C13 C12 C17 119.4(3) . . ? C14 C13 C12 120.4(4) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C13 C14 C15 120.6(4) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C16 C15 C14 120.9(4) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C15 C16 C17 120.6(4) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C16 C17 C12 118.0(3) . . ? C16 C17 C18 122.4(3) . . ? C12 C17 C18 119.6(3) . . ? C9 C18 C17 117.7(3) . . ? C9 C18 C19 122.1(3) . . ? C17 C18 C19 120.0(3) . . ? C28 C19 C20 118.2(3) . . ? C28 C19 C18 123.7(3) . . ? C20 C19 C18 118.1(3) . . ? C21 C20 C25 118.0(3) . . ? C21 C20 C19 122.4(3) . . ? C25 C20 C19 119.6(3) . . ? C22 C21 C20 120.9(4) . . ? C22 C21 H21 119.5 . . ? C20 C21 H21 119.5 . . ? C21 C22 C23 120.4(4) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C24 C23 C22 120.3(4) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C23 C24 C25 121.4(4) . . ? C23 C24 H24 119.3 . . ? C25 C24 H24 119.3 . . ? C26 C25 C24 121.9(3) . . ? C26 C25 C20 119.1(3) . . ? C24 C25 C20 119.0(3) . . ? C27 C26 C25 120.8(3) . . ? C27 C26 H26 119.6 . . ? C25 C26 H26 119.6 . . ? C26 C27 C28 119.8(3) . . ? C26 C27 H27 120.1 . . ? C28 C27 H27 120.1 . . ? C19 C28 O2 122.6(3) . . ? C19 C28 C27 122.5(3) . . ? O2 C28 C27 114.9(3) . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.216 _refine_diff_density_min -0.157 _refine_diff_density_rms 0.038 #===END data_compd9 _database_code_depnum_ccdc_archive 'CCDC 276377' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H60 N4 O4.34 P4' _chemical_formula_weight 982.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p_21/c 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 22.838(3) _cell_length_b 9.590(3) _cell_length_c 23.901(5) _cell_angle_alpha 90.00 _cell_angle_beta 106.344(14) _cell_angle_gamma 90.00 _cell_volume 5023(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 2 _cell_measurement_theta_max 13 _exptl_crystal_description 'thick needles' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.297 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2072 _exptl_absorpt_coefficient_mu 0.202 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9235 _exptl_absorpt_correction_T_max 0.9607 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf-Nonius Mach3' _diffrn_measurement_method w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 5400 _diffrn_standards_decay_% none _diffrn_reflns_number 10069 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.0576 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 25.97 _reflns_number_total 9828 _reflns_number_gt 4334 _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^)+(0.0826P)^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 none _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0028(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 9828 _refine_ls_number_parameters 644 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1225 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1831 _refine_ls_wR_factor_gt 0.1317 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.08079(5) 0.35488(10) 0.35445(4) 0.0504(3) Uani 1 1 d . . . P2 P 0.04926(4) 0.47141(9) 0.43647(4) 0.0474(3) Uani 1 1 d . . . O1 O 0.14812(11) 0.2816(2) 0.37801(10) 0.0511(6) Uani 1 1 d . . . O2 O 0.10052(11) 0.4491(2) 0.49949(10) 0.0470(6) Uani 1 1 d . . . O3 O 0.0606(8) 0.3272(18) 0.2978(6) 0.076(5) Uani 0.17 1 d P . . N1 N 0.04344(13) 0.3155(3) 0.40347(12) 0.0462(7) Uani 1 1 d . . . N2 N 0.08921(13) 0.5097(3) 0.38833(12) 0.0479(7) Uani 1 1 d . . . C1 C 0.00084(17) 0.1987(4) 0.40207(17) 0.0535(9) Uani 1 1 d . . . C2 C 0.0384(2) 0.0675(4) 0.4179(2) 0.0753(13) Uani 1 1 d . . . H2A H 0.0595 0.0496 0.3891 0.113 Uiso 1 1 calc R . . H2B H 0.0121 -0.0097 0.4193 0.113 Uiso 1 1 calc R . . H2C H 0.0676 0.0791 0.4554 0.113 Uiso 1 1 calc R . . C3 C -0.03413(19) 0.2267(4) 0.44545(18) 0.0667(11) Uani 1 1 d . . . H3A H -0.0061 0.2389 0.4835 0.100 Uiso 1 1 calc R . . H3B H -0.0606 0.1493 0.4461 0.100 Uiso 1 1 calc R . . H3C H -0.0581 0.3098 0.4345 0.100 Uiso 1 1 calc R . . C4 C -0.0427(2) 0.1874(5) 0.34182(18) 0.0807(14) Uani 1 1 d . . . H4A H -0.0670 0.2705 0.3331 0.121 Uiso 1 1 calc R . . H4B H -0.0688 0.1081 0.3401 0.121 Uiso 1 1 calc R . . H4C H -0.0200 0.1765 0.3139 0.121 Uiso 1 1 calc R . . C5 C 0.09492(18) 0.6512(4) 0.36627(16) 0.0522(9) Uani 1 1 d . . . C6 C 0.1302(2) 0.7363(4) 0.41679(19) 0.0767(13) Uani 1 1 d . . . H6A H 0.1097 0.7354 0.4468 0.115 Uiso 1 1 calc R . . H6B H 0.1333 0.8305 0.4043 0.115 Uiso 1 1 calc R . . H6C H 0.1704 0.6977 0.4318 0.115 Uiso 1 1 calc R . . C7 C 0.1284(2) 0.6422(4) 0.32023(18) 0.0719(12) Uani 1 1 d . . . H7A H 0.1696 0.6128 0.3378 0.108 Uiso 1 1 calc R . . H7B H 0.1285 0.7321 0.3026 0.108 Uiso 1 1 calc R . . H7C H 0.1083 0.5760 0.2910 0.108 Uiso 1 1 calc R . . C8 C 0.0323(2) 0.7118(5) 0.3396(2) 0.0819(14) Uani 1 1 d . . . H8A H 0.0108 0.6553 0.3072 0.123 Uiso 1 1 calc R . . H8B H 0.0362 0.8049 0.3264 0.123 Uiso 1 1 calc R . . H8C H 0.0101 0.7137 0.3683 0.123 Uiso 1 1 calc R . . C9 C 0.19888(16) 0.3492(3) 0.41304(15) 0.0457(8) Uani 1 1 d . . . C10 C 0.23803(17) 0.4114(4) 0.38477(16) 0.0546(10) Uani 1 1 d . . . H10 H 0.2308 0.3996 0.3448 0.066 Uiso 1 1 calc R . . C11 C 0.28568(17) 0.4874(4) 0.41426(18) 0.0553(10) Uani 1 1 d . . . H11 H 0.3110 0.5286 0.3946 0.066 Uiso 1 1 calc R . . C12 C 0.29766(16) 0.5053(3) 0.47432(17) 0.0496(9) Uani 1 1 d . . . C13 C 0.34600(17) 0.5888(4) 0.50618(19) 0.0581(10) Uani 1 1 d . . . H13 H 0.3700 0.6361 0.4867 0.070 Uiso 1 1 calc R . . C14 C 0.35819(18) 0.6016(4) 0.5642(2) 0.0652(11) Uani 1 1 d . . . H14 H 0.3900 0.6586 0.5846 0.078 Uiso 1 1 calc R . . C15 C 0.32318(18) 0.5293(4) 0.59402(18) 0.0608(10) Uani 1 1 d . . . H15 H 0.3322 0.5367 0.6344 0.073 Uiso 1 1 calc R . . C16 C 0.27637(17) 0.4491(4) 0.56447(16) 0.0519(9) Uani 1 1 d . . . H16 H 0.2533 0.4022 0.5849 0.062 Uiso 1 1 calc R . . C17 C 0.26142(15) 0.4341(3) 0.50415(15) 0.0438(8) Uani 1 1 d . . . C18 C 0.21096(16) 0.3551(3) 0.47197(15) 0.0428(8) Uani 1 1 d . . . C19 C 0.17653(16) 0.2727(3) 0.50432(14) 0.0433(8) Uani 1 1 d . . . C20 C 0.19944(16) 0.1393(3) 0.52511(14) 0.0435(8) Uani 1 1 d . . . C21 C 0.24894(18) 0.0785(4) 0.51097(16) 0.0577(10) Uani 1 1 d . . . H21 H 0.2686 0.1277 0.4880 0.069 Uiso 1 1 calc R . . C22 C 0.2689(2) -0.0505(4) 0.53006(17) 0.0659(11) Uani 1 1 d . . . H22 H 0.3018 -0.0893 0.5198 0.079 Uiso 1 1 calc R . . C23 C 0.2408(2) -0.1250(4) 0.56472(18) 0.0652(11) Uani 1 1 d . . . H23 H 0.2544 -0.2141 0.5773 0.078 Uiso 1 1 calc R . . C24 C 0.19428(19) -0.0697(4) 0.58022(17) 0.0596(10) Uani 1 1 d . . . H24 H 0.1762 -0.1205 0.6041 0.071 Uiso 1 1 calc R . . C25 C 0.17180(16) 0.0640(3) 0.56126(14) 0.0468(8) Uani 1 1 d . . . C26 C 0.12424(16) 0.1257(4) 0.57818(15) 0.0506(9) Uani 1 1 d . . . H26 H 0.1076 0.0796 0.6044 0.061 Uiso 1 1 calc R . . C27 C 0.10211(16) 0.2502(4) 0.55728(15) 0.0475(9) Uani 1 1 d . . . H27 H 0.0697 0.2888 0.5683 0.057 Uiso 1 1 calc R . . C28 C 0.12728(16) 0.3225(3) 0.51915(14) 0.0428(8) Uani 1 1 d . . . P3 P 0.41907(5) 0.64711(10) 0.89976(4) 0.0533(3) Uani 1 1 d . . . P4 P 0.44970(5) 0.54649(10) 0.81486(5) 0.0534(3) Uani 1 1 d . . . O4 O 0.35282(11) 0.7248(2) 0.87739(10) 0.0529(6) Uani 1 1 d . . . O5 O 0.39776(11) 0.5812(2) 0.75383(10) 0.0545(6) Uani 1 1 d . . . O6 O 0.4378(7) 0.6589(17) 0.9574(6) 0.068(4) Uani 0.17 1 d P . . N3 N 0.40961(13) 0.4985(3) 0.86163(13) 0.0491(7) Uani 1 1 d . . . N4 N 0.45712(14) 0.6970(3) 0.85223(13) 0.0527(8) Uani 1 1 d . . . C29 C 0.40692(19) 0.3548(4) 0.88220(18) 0.0615(10) Uani 1 1 d . . . C30 C 0.3757(3) 0.2678(5) 0.8304(2) 0.1023(18) Uani 1 1 d . . . H30A H 0.3354 0.3036 0.8131 0.153 Uiso 1 1 calc R . . H30B H 0.3730 0.1732 0.8426 0.153 Uiso 1 1 calc R . . H30C H 0.3986 0.2708 0.8024 0.153 Uiso 1 1 calc R . . C31 C 0.3712(2) 0.3525(4) 0.9264(2) 0.0812(14) Uani 1 1 d . . . H31A H 0.3898 0.4146 0.9579 0.122 Uiso 1 1 calc R . . H31B H 0.3710 0.2595 0.9413 0.122 Uiso 1 1 calc R . . H31C H 0.3301 0.3818 0.9083 0.122 Uiso 1 1 calc R . . C32 C 0.4707(2) 0.3033(5) 0.9109(2) 0.0949(16) Uani 1 1 d . . . H32A H 0.4933 0.2997 0.8826 0.142 Uiso 1 1 calc R . . H32B H 0.4689 0.2118 0.9266 0.142 Uiso 1 1 calc R . . H32C H 0.4906 0.3658 0.9418 0.142 Uiso 1 1 calc R . . C33 C 0.50788(19) 0.7972(4) 0.8650(2) 0.0646(11) Uani 1 1 d . . . C34 C 0.4822(3) 0.9339(5) 0.8745(4) 0.171(4) Uani 1 1 d . . . H34A H 0.4491 0.9574 0.8411 0.256 Uiso 1 1 calc R . . H34B H 0.5134 1.0040 0.8803 0.256 Uiso 1 1 calc R . . H34C H 0.4676 0.9289 0.9084 0.256 Uiso 1 1 calc R . . C35 C 0.5335(2) 0.8056(6) 0.8137(2) 0.1036(18) Uani 1 1 d . . . H35A H 0.5418 0.7133 0.8024 0.155 Uiso 1 1 calc R . . H35B H 0.5705 0.8589 0.8241 0.155 Uiso 1 1 calc R . . H35C H 0.5044 0.8500 0.7817 0.155 Uiso 1 1 calc R . . C36 C 0.5578(2) 0.7487(6) 0.9162(2) 0.0975(17) Uani 1 1 d . . . H36A H 0.5421 0.7384 0.9493 0.146 Uiso 1 1 calc R . . H36B H 0.5902 0.8160 0.9250 0.146 Uiso 1 1 calc R . . H36C H 0.5730 0.6607 0.9073 0.146 Uiso 1 1 calc R . . C37 C 0.30130(17) 0.6621(3) 0.84069(15) 0.0462(8) Uani 1 1 d . . . C38 C 0.26416(18) 0.5919(4) 0.86857(17) 0.0562(10) Uani 1 1 d . . . H38 H 0.2736 0.5935 0.9090 0.067 Uiso 1 1 calc R . . C39 C 0.21512(18) 0.5224(4) 0.83771(17) 0.0564(10) Uani 1 1 d . . . H39 H 0.1911 0.4742 0.8568 0.068 Uiso 1 1 calc R . . C40 C 0.19958(16) 0.5216(4) 0.77686(17) 0.0509(9) Uani 1 1 d . . . C41 C 0.14815(19) 0.4509(4) 0.7429(2) 0.0703(12) Uani 1 1 d . . . H41 H 0.1243 0.3997 0.7612 0.084 Uiso 1 1 calc R . . C42 C 0.1327(2) 0.4554(5) 0.6851(2) 0.0785(13) Uani 1 1 d . . . H42 H 0.0980 0.4087 0.6635 0.094 Uiso 1 1 calc R . . C43 C 0.16803(19) 0.5296(4) 0.65672(19) 0.0668(11) Uani 1 1 d . . . H43 H 0.1572 0.5314 0.6162 0.080 Uiso 1 1 calc R . . C44 C 0.21839(18) 0.5996(4) 0.68787(16) 0.0556(10) Uani 1 1 d . . . H44 H 0.2418 0.6486 0.6684 0.067 Uiso 1 1 calc R . . C45 C 0.23543(16) 0.5990(3) 0.74852(15) 0.0451(8) Uani 1 1 d . . . C46 C 0.28800(15) 0.6697(3) 0.78246(14) 0.0415(8) Uani 1 1 d . . . C47 C 0.32302(16) 0.7575(3) 0.75205(14) 0.0434(8) Uani 1 1 d . . . C48 C 0.30021(16) 0.8936(3) 0.73380(14) 0.0457(8) Uani 1 1 d . . . C49 C 0.24857(18) 0.9493(4) 0.74502(16) 0.0557(10) Uani 1 1 d . . . H49 H 0.2272 0.8959 0.7652 0.067 Uiso 1 1 calc R . . C50 C 0.2284(2) 1.0791(4) 0.72736(17) 0.0652(11) Uani 1 1 d . . . H50 H 0.1940 1.1140 0.7361 0.078 Uiso 1 1 calc R . . C51 C 0.2584(2) 1.1599(4) 0.69659(18) 0.0682(12) Uani 1 1 d . . . H51 H 0.2442 1.2490 0.6846 0.082 Uiso 1 1 calc R . . C52 C 0.3074(2) 1.1107(4) 0.68391(18) 0.0680(12) Uani 1 1 d . . . H52 H 0.3275 1.1664 0.6633 0.082 Uiso 1 1 calc R . . C53 C 0.32981(17) 0.9762(4) 0.70103(16) 0.0530(9) Uani 1 1 d . . . C54 C 0.38019(18) 0.9208(5) 0.68686(18) 0.0654(11) Uani 1 1 d . . . H54 H 0.3999 0.9740 0.6651 0.078 Uiso 1 1 calc R . . C55 C 0.40090(17) 0.7916(4) 0.70401(16) 0.0578(10) Uani 1 1 d . . . H55 H 0.4340 0.7558 0.6932 0.069 Uiso 1 1 calc R . . C56 C 0.37303(16) 0.7118(4) 0.73781(15) 0.0473(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0564(6) 0.0466(5) 0.0483(6) -0.0030(4) 0.0150(5) 0.0017(5) P2 0.0498(6) 0.0389(5) 0.0552(6) -0.0012(4) 0.0177(5) 0.0031(4) O1 0.0544(16) 0.0478(13) 0.0519(15) -0.0058(12) 0.0164(13) 0.0017(12) O2 0.0545(15) 0.0386(12) 0.0504(14) -0.0037(11) 0.0185(12) 0.0025(11) O3 0.101(14) 0.091(12) 0.023(7) -0.005(8) -0.004(8) 0.013(10) N1 0.0448(17) 0.0410(15) 0.0528(18) -0.0059(13) 0.0139(15) -0.0031(13) N2 0.0569(19) 0.0370(15) 0.0522(18) 0.0060(13) 0.0191(15) 0.0036(13) C1 0.052(2) 0.046(2) 0.059(2) -0.0069(18) 0.010(2) -0.0094(17) C2 0.082(3) 0.040(2) 0.104(4) -0.005(2) 0.025(3) -0.006(2) C3 0.060(3) 0.071(3) 0.071(3) 0.002(2) 0.021(2) -0.014(2) C4 0.082(3) 0.087(3) 0.067(3) -0.003(2) 0.011(3) -0.025(3) C5 0.059(2) 0.044(2) 0.056(2) 0.0057(17) 0.020(2) 0.0005(18) C6 0.097(4) 0.052(2) 0.085(3) -0.003(2) 0.032(3) -0.021(2) C7 0.087(3) 0.065(3) 0.075(3) 0.019(2) 0.042(3) 0.008(2) C8 0.077(3) 0.067(3) 0.102(4) 0.032(3) 0.025(3) 0.017(2) C9 0.046(2) 0.0433(19) 0.050(2) 0.0018(16) 0.0173(18) 0.0040(16) C10 0.059(3) 0.059(2) 0.053(2) 0.0073(19) 0.028(2) 0.011(2) C11 0.049(2) 0.058(2) 0.066(3) 0.013(2) 0.028(2) 0.0005(19) C12 0.041(2) 0.0448(19) 0.063(2) 0.0057(18) 0.0154(19) 0.0047(16) C13 0.046(2) 0.052(2) 0.077(3) 0.010(2) 0.019(2) -0.0005(18) C14 0.048(2) 0.054(2) 0.088(3) -0.007(2) 0.009(2) -0.0022(19) C15 0.053(2) 0.062(2) 0.065(3) -0.009(2) 0.013(2) 0.005(2) C16 0.048(2) 0.054(2) 0.055(2) -0.0019(18) 0.0171(19) 0.0014(18) C17 0.043(2) 0.0404(18) 0.051(2) 0.0046(16) 0.0171(17) 0.0059(15) C18 0.047(2) 0.0395(17) 0.046(2) 0.0028(15) 0.0191(17) 0.0017(15) C19 0.043(2) 0.0443(18) 0.043(2) 0.0014(15) 0.0129(17) -0.0013(15) C20 0.048(2) 0.0448(18) 0.0366(18) 0.0010(15) 0.0098(16) 0.0004(16) C21 0.067(3) 0.056(2) 0.055(2) 0.0094(19) 0.026(2) 0.014(2) C22 0.078(3) 0.062(3) 0.059(3) 0.009(2) 0.021(2) 0.025(2) C23 0.070(3) 0.052(2) 0.066(3) 0.009(2) 0.006(2) 0.014(2) C24 0.063(3) 0.053(2) 0.056(2) 0.0132(19) 0.005(2) -0.002(2) C25 0.050(2) 0.0464(19) 0.041(2) 0.0075(16) 0.0070(17) -0.0025(16) C26 0.050(2) 0.056(2) 0.047(2) 0.0055(17) 0.0156(18) -0.0087(18) C27 0.045(2) 0.056(2) 0.045(2) -0.0015(17) 0.0186(18) -0.0050(17) C28 0.047(2) 0.0402(18) 0.0409(19) -0.0016(15) 0.0122(17) -0.0016(15) P3 0.0559(6) 0.0484(5) 0.0522(6) -0.0063(5) 0.0097(5) 0.0033(5) P4 0.0514(6) 0.0483(5) 0.0616(7) -0.0018(5) 0.0175(5) 0.0044(5) O4 0.0542(16) 0.0492(14) 0.0528(15) -0.0119(12) 0.0109(13) 0.0040(12) O5 0.0597(16) 0.0526(14) 0.0522(15) -0.0047(12) 0.0174(13) 0.0043(12) O6 0.071(11) 0.083(11) 0.038(8) -0.016(8) -0.007(8) 0.002(9) N3 0.0553(19) 0.0370(15) 0.0558(18) 0.0000(13) 0.0172(16) 0.0015(13) N4 0.0482(18) 0.0460(16) 0.065(2) -0.0044(15) 0.0169(16) -0.0046(14) C29 0.071(3) 0.044(2) 0.067(3) 0.0009(19) 0.016(2) -0.0014(19) C30 0.148(5) 0.062(3) 0.093(4) -0.014(3) 0.029(4) -0.040(3) C31 0.096(4) 0.069(3) 0.086(3) 0.026(2) 0.038(3) 0.004(3) C32 0.092(4) 0.069(3) 0.125(4) 0.027(3) 0.034(3) 0.023(3) C33 0.052(3) 0.048(2) 0.088(3) 0.003(2) 0.010(2) -0.0039(19) C34 0.097(5) 0.047(3) 0.378(12) -0.053(5) 0.082(6) -0.013(3) C35 0.072(3) 0.120(4) 0.108(4) 0.032(3) 0.008(3) -0.036(3) C36 0.075(4) 0.120(4) 0.083(4) 0.003(3) -0.001(3) -0.027(3) C37 0.054(2) 0.0412(18) 0.046(2) -0.0034(16) 0.0180(18) 0.0051(16) C38 0.062(3) 0.064(2) 0.047(2) 0.0075(19) 0.021(2) 0.006(2) C39 0.058(3) 0.056(2) 0.061(3) 0.0086(19) 0.025(2) 0.0001(19) C40 0.046(2) 0.0446(19) 0.067(3) 0.0017(18) 0.024(2) 0.0037(17) C41 0.057(3) 0.065(3) 0.095(4) -0.011(2) 0.031(3) -0.012(2) C42 0.059(3) 0.084(3) 0.092(4) -0.027(3) 0.020(3) -0.014(2) C43 0.059(3) 0.075(3) 0.061(3) -0.018(2) 0.009(2) 0.003(2) C44 0.055(2) 0.059(2) 0.053(2) -0.0017(19) 0.014(2) 0.0003(19) C45 0.042(2) 0.0445(19) 0.050(2) 0.0002(16) 0.0151(17) 0.0056(15) C46 0.043(2) 0.0425(18) 0.0400(19) -0.0012(15) 0.0138(16) -0.0003(15) C47 0.047(2) 0.0442(19) 0.0403(19) -0.0001(15) 0.0140(17) -0.0010(15) C48 0.049(2) 0.0467(19) 0.0396(19) 0.0018(15) 0.0097(17) -0.0049(16) C49 0.058(2) 0.060(2) 0.051(2) 0.0045(18) 0.018(2) 0.0077(19) C50 0.077(3) 0.063(3) 0.051(2) 0.001(2) 0.011(2) 0.018(2) C51 0.079(3) 0.052(2) 0.065(3) 0.012(2) 0.006(2) 0.005(2) C52 0.075(3) 0.060(3) 0.060(3) 0.016(2) 0.004(2) -0.011(2) C53 0.052(2) 0.054(2) 0.050(2) 0.0078(18) 0.0087(19) -0.0084(18) C54 0.056(3) 0.080(3) 0.061(3) 0.014(2) 0.017(2) -0.017(2) C55 0.046(2) 0.072(3) 0.058(2) 0.008(2) 0.018(2) 0.000(2) C56 0.045(2) 0.054(2) 0.044(2) 0.0004(17) 0.0132(17) -0.0044(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O3 1.327(13) . ? P1 O1 1.640(3) . ? P1 N1 1.675(3) . ? P1 N2 1.676(3) . ? P2 O2 1.641(3) . ? P2 N1 1.678(3) . ? P2 N2 1.698(3) . ? O1 C9 1.386(4) . ? O2 C28 1.380(4) . ? N1 C1 1.478(4) . ? N2 C5 1.475(4) . ? C1 C3 1.501(5) . ? C1 C4 1.506(5) . ? C1 C2 1.510(5) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.492(5) . ? C5 C8 1.508(5) . ? C5 C7 1.509(5) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C18 1.358(4) . ? C9 C10 1.397(5) . ? C10 C11 1.334(5) . ? C10 H10 0.9300 . ? C11 C12 1.394(5) . ? C11 H11 0.9300 . ? C12 C13 1.403(5) . ? C12 C17 1.411(4) . ? C13 C14 1.341(5) . ? C13 H13 0.9300 . ? C14 C15 1.396(5) . ? C14 H14 0.9300 . ? C15 C16 1.345(5) . ? C15 H15 0.9300 . ? C16 C17 1.392(5) . ? C16 H16 0.9300 . ? C17 C18 1.412(5) . ? C18 C19 1.477(4) . ? C19 C28 1.358(4) . ? C19 C20 1.418(4) . ? C20 C21 1.396(5) . ? C20 C25 1.405(4) . ? C21 C22 1.353(5) . ? C21 H21 0.9300 . ? C22 C23 1.381(5) . ? C22 H22 0.9300 . ? C23 C24 1.329(5) . ? C23 H23 0.9300 . ? C24 C25 1.408(5) . ? C24 H24 0.9300 . ? C25 C26 1.393(5) . ? C26 C27 1.338(5) . ? C26 H26 0.9300 . ? C27 C28 1.391(4) . ? C27 H27 0.9300 . ? P3 O6 1.328(14) . ? P3 O4 1.636(3) . ? P3 N3 1.672(3) . ? P3 N4 1.683(3) . ? P4 O5 1.635(3) . ? P4 N4 1.681(3) . ? P4 N3 1.696(3) . ? O4 C37 1.391(4) . ? O5 C56 1.383(4) . ? N3 C29 1.470(4) . ? N4 C33 1.470(5) . ? C29 C30 1.496(6) . ? C29 C31 1.506(5) . ? C29 C32 1.509(6) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 C34 1.479(6) . ? C33 C36 1.493(6) . ? C33 C35 1.501(6) . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 C46 1.340(4) . ? C37 C38 1.391(5) . ? C38 C39 1.333(5) . ? C38 H38 0.9300 . ? C39 C40 1.397(5) . ? C39 H39 0.9300 . ? C40 C41 1.401(5) . ? C40 C45 1.411(5) . ? C41 C42 1.326(6) . ? C41 H41 0.9300 . ? C42 C43 1.388(6) . ? C42 H42 0.9300 . ? C43 C44 1.359(5) . ? C43 H43 0.9300 . ? C44 C45 1.391(5) . ? C44 H44 0.9300 . ? C45 C46 1.418(5) . ? C46 C47 1.485(4) . ? C47 C56 1.353(5) . ? C47 C48 1.427(5) . ? C48 C49 1.388(5) . ? C48 C53 1.413(5) . ? C49 C50 1.353(5) . ? C49 H49 0.9300 . ? C50 C51 1.376(5) . ? C50 H50 0.9300 . ? C51 C52 1.328(5) . ? C51 H51 0.9300 . ? C52 C53 1.405(5) . ? C52 H52 0.9300 . ? C53 C54 1.393(5) . ? C54 C55 1.348(5) . ? C54 H54 0.9300 . ? C55 C56 1.390(5) . ? C55 H55 0.9300 . ? 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 O3 P1 O1 106.7(8) . . ? O3 P1 N1 124.7(8) . . ? O1 P1 N1 106.03(14) . . ? O3 P1 N2 129.0(7) . . ? O1 P1 N2 104.17(14) . . ? N1 P1 N2 82.73(13) . . ? O2 P2 N1 104.87(13) . . ? O2 P2 N2 105.64(14) . . ? N1 P2 N2 81.99(13) . . ? C9 O1 P1 123.4(2) . . ? C28 O2 P2 124.1(2) . . ? C1 N1 P1 128.1(2) . . ? C1 N1 P2 130.6(2) . . ? P1 N1 P2 98.01(14) . . ? C5 N2 P1 130.7(2) . . ? C5 N2 P2 124.0(2) . . ? P1 N2 P2 97.22(14) . . ? N1 C1 C3 108.9(3) . . ? N1 C1 C4 109.2(3) . . ? C3 C1 C4 109.7(4) . . ? N1 C1 C2 107.6(3) . . ? C3 C1 C2 110.6(3) . . ? C4 C1 C2 110.9(3) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 107.2(3) . . ? N2 C5 C8 109.7(3) . . ? C6 C5 C8 111.3(4) . . ? N2 C5 C7 108.8(3) . . ? C6 C5 C7 110.7(3) . . ? C8 C5 C7 109.2(3) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C18 C9 O1 122.5(3) . . ? C18 C9 C10 120.9(3) . . ? O1 C9 C10 116.6(3) . . ? C11 C10 C9 121.0(4) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C12 120.4(3) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C11 C12 C13 121.7(3) . . ? C11 C12 C17 119.2(3) . . ? C13 C12 C17 119.1(4) . . ? C14 C13 C12 121.1(4) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C13 C14 C15 120.1(4) . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C16 C15 C14 120.0(4) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 122.0(4) . . ? C15 C16 H16 119.0 . . ? C17 C16 H16 119.0 . . ? C16 C17 C12 117.7(3) . . ? C16 C17 C18 123.0(3) . . ? C12 C17 C18 119.3(3) . . ? C9 C18 C17 118.9(3) . . ? C9 C18 C19 122.5(3) . . ? C17 C18 C19 118.3(3) . . ? C28 C19 C20 118.5(3) . . ? C28 C19 C18 123.4(3) . . ? C20 C19 C18 117.9(3) . . ? C21 C20 C25 117.9(3) . . ? C21 C20 C19 122.4(3) . . ? C25 C20 C19 119.6(3) . . ? C22 C21 C20 121.3(4) . . ? C22 C21 H21 119.3 . . ? C20 C21 H21 119.3 . . ? C21 C22 C23 120.3(4) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C24 C23 C22 120.3(4) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C23 C24 C25 121.4(4) . . ? C23 C24 H24 119.3 . . ? C25 C24 H24 119.3 . . ? C26 C25 C20 118.8(3) . . ? C26 C25 C24 122.5(3) . . ? C20 C25 C24 118.7(3) . . ? C27 C26 C25 121.0(3) . . ? C27 C26 H26 119.5 . . ? C25 C26 H26 119.5 . . ? C26 C27 C28 120.5(3) . . ? C26 C27 H27 119.8 . . ? C28 C27 H27 119.8 . . ? C19 C28 O2 122.7(3) . . ? C19 C28 C27 121.4(3) . . ? O2 C28 C27 115.8(3) . . ? O6 P3 O4 107.4(7) . . ? O6 P3 N3 126.4(7) . . ? O4 P3 N3 104.14(14) . . ? O6 P3 N4 126.9(7) . . ? O4 P3 N4 104.81(15) . . ? N3 P3 N4 83.49(14) . . ? O5 P4 N4 103.80(14) . . ? O5 P4 N3 104.64(14) . . ? N4 P4 N3 82.82(14) . . ? C37 O4 P3 123.3(2) . . ? C56 O5 P4 124.7(2) . . ? C29 N3 P3 128.9(2) . . ? C29 N3 P4 123.8(2) . . ? P3 N3 P4 96.73(14) . . ? C33 N4 P4 128.8(3) . . ? C33 N4 P3 125.0(3) . . ? P4 N4 P3 96.91(15) . . ? N3 C29 C30 107.5(3) . . ? N3 C29 C31 109.3(3) . . ? C30 C29 C31 110.2(4) . . ? N3 C29 C32 109.5(3) . . ? C30 C29 C32 111.6(4) . . ? C31 C29 C32 108.7(4) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N4 C33 C34 106.7(4) . . ? N4 C33 C36 110.0(3) . . ? C34 C33 C36 113.2(5) . . ? N4 C33 C35 109.3(4) . . ? C34 C33 C35 109.9(5) . . ? C36 C33 C35 107.7(4) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C33 C35 H35A 109.5 . . ? C33 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C33 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C33 C36 H36A 109.5 . . ? C33 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C33 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C46 C37 C38 122.2(4) . . ? C46 C37 O4 122.4(3) . . ? C38 C37 O4 115.4(3) . . ? C39 C38 C37 120.5(4) . . ? C39 C38 H38 119.8 . . ? C37 C38 H38 119.8 . . ? C38 C39 C40 120.4(3) . . ? C38 C39 H39 119.8 . . ? C40 C39 H39 119.8 . . ? C39 C40 C41 122.2(4) . . ? C39 C40 C45 119.0(4) . . ? C41 C40 C45 118.8(4) . . ? C42 C41 C40 121.5(4) . . ? C42 C41 H41 119.3 . . ? C40 C41 H41 119.3 . . ? C41 C42 C43 120.3(4) . . ? C41 C42 H42 119.9 . . ? C43 C42 H42 119.9 . . ? C44 C43 C42 120.3(4) . . ? C44 C43 H43 119.9 . . ? C42 C43 H43 119.9 . . ? C43 C44 C45 121.0(4) . . ? C43 C44 H44 119.5 . . ? C45 C44 H44 119.5 . . ? C44 C45 C40 118.2(3) . . ? C44 C45 C46 122.5(3) . . ? C40 C45 C46 119.3(3) . . ? C37 C46 C45 118.4(3) . . ? C37 C46 C47 122.9(3) . . ? C45 C46 C47 118.5(3) . . ? C56 C47 C48 118.7(3) . . ? C56 C47 C46 123.3(3) . . ? C48 C47 C46 117.9(3) . . ? C49 C48 C53 117.2(3) . . ? C49 C48 C47 123.4(3) . . ? C53 C48 C47 119.5(3) . . ? C50 C49 C48 121.8(4) . . ? C50 C49 H49 119.1 . . ? C48 C49 H49 119.1 . . ? C49 C50 C51 120.5(4) . . ? C49 C50 H50 119.7 . . ? C51 C50 H50 119.7 . . ? C52 C51 C50 120.1(4) . . ? C52 C51 H51 120.0 . . ? C50 C51 H51 120.0 . . ? C51 C52 C53 121.4(4) . . ? C51 C52 H52 119.3 . . ? C53 C52 H52 119.3 . . ? C54 C53 C52 122.5(4) . . ? C54 C53 C48 118.5(3) . . ? C52 C53 C48 119.0(4) . . ? C55 C54 C53 121.3(4) . . ? C55 C54 H54 119.3 . . ? C53 C54 H54 119.3 . . ? C54 C55 C56 120.2(4) . . ? C54 C55 H55 119.9 . . ? C56 C55 H55 119.9 . . ? C47 C56 O5 122.1(3) . . ? C47 C56 C55 121.7(3) . . ? O5 C56 C55 116.2(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.97 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.572 _refine_diff_density_min -0.272 _refine_diff_density_rms 0.058 #===END