# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _journal_name_full Chem.Commun. #=============================================================================== _journal_coden_Cambridge 0182 loop_ _publ_author_name 'Fernando Lopez-Ortiz' 'Angela Forcen-Acebal' 'Santiago Garcia-granda' 'Jesus Garcia-Lopez' ; E.Peralta-Perez ; _publ_contact_author_name 'Dr Fernando Lopez-Ortiz' _publ_contact_author_address ; Área de Quimica Organica Universidad de Almeria Carretera de Sacramento s/n Almeria 04120 SPAIN ; _publ_section_title ; Dilithiated phosphazenes: scaffolds for the synthesis of olefins through a new class of bicyclic 1,2-oxaphosphetanes ; _publ_contact_author_phone '0034 98 5103477' _publ_contact_author_fax '0034 98 5103125' _publ_contact_author_email sgg@sauron.quimica.uniovi.es _publ_requested_coeditor_name ? _publ_contact_letter ; ? ; #========================================================================== data_3a _database_code_CSD 181221 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C20 H24 N O2 P' _chemical_formula_sum 'C20 H24 N O2 P' _chemical_formula_weight 341.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 13.6367(3) _cell_length_b 15.4090(3) _cell_length_c 18.5552(3) _cell_angle_alpha 90.00 _cell_angle_beta 108.4215(12) _cell_angle_gamma 90.00 _cell_volume 3699.17(12) _cell_formula_units_Z 8 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 13413 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 70.1 _exptl_crystal_description Prismatic _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.226 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 1.400 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'XABS2 (PARKIN et al., 1995)' _exptl_absorpt_correction_T_min 0.839 _exptl_absorpt_correction_T_max 0.895 _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 1.54180 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_method '\f and \w scans' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28833 _diffrn_reflns_av_R_equivalents 0.069 _diffrn_reflns_av_sigmaI/netI 0.0554 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 4.46 _diffrn_reflns_theta_max 69.95 _reflns_number_total 3462 _reflns_number_gt 2486 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution ; 'Patterson methods using DIRDIF (Beurskens et al., 1996)' ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2000)' _computing_publication_material 'SHELX-97 (Sheldrick, 1997)' _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 'w=1/[\s^2^(Fo^2^)+(0.0654P)^2^+0.7015P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3462 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0705 _refine_ls_R_factor_gt 0.0484 _refine_ls_wR_factor_ref 0.1353 _refine_ls_wR_factor_gt 0.1199 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P2 P 0.22611(4) 0.07303(4) 0.21458(3) 0.0419(2) Uani 1 d . . . O1 O 0.11045(11) 0.12848(10) 0.19147(8) 0.0501(4) Uani 1 d . . . O24 O 0.50536(11) 0.02412(11) 0.34998(9) 0.0565(4) Uani 1 d . . . N5 N 0.36077(13) 0.04072(13) 0.24519(10) 0.0489(5) Uani 1 d . . . H5 H 0.3908 0.0263 0.2126 0.059 Uiso 1 calc R . . C3 C 0.24190(17) 0.15705(15) 0.14700(12) 0.0475(6) Uani 1 d . . . C4 C 0.12774(17) 0.18239(14) 0.13370(12) 0.0460(5) Uani 1 d . . . H4 H 0.0860 0.1603 0.0840 0.055 Uiso 1 calc R . . C6 C 0.41267(16) 0.03982(15) 0.31997(12) 0.0455(5) Uani 1 d . . . C7 C 0.34012(16) 0.06081(13) 0.36235(12) 0.0417(5) Uani 1 d . . . C8 C 0.24081(16) 0.07737(13) 0.31571(12) 0.0401(5) Uani 1 d . . . C9 C 0.16324(18) 0.09469(15) 0.34728(13) 0.0492(6) Uani 1 d . . . H9 H 0.0960 0.1056 0.3164 0.059 Uiso 1 calc R . . C10 C 0.1882(2) 0.09537(17) 0.42637(14) 0.0561(6) Uani 1 d . . . H10 H 0.1368 0.1056 0.4484 0.067 Uiso 1 calc R . . C11 C 0.2884(2) 0.08099(15) 0.47207(14) 0.0547(6) Uani 1 d . . . H11 H 0.3041 0.0830 0.5246 0.066 Uiso 1 calc R . . C12 C 0.36536(19) 0.06376(15) 0.44086(13) 0.0496(6) Uani 1 d . . . H12 H 0.4329 0.0543 0.4717 0.060 Uiso 1 calc R . . C13 C 0.17417(17) -0.03095(15) 0.17106(12) 0.0461(5) Uani 1 d . . . C14 C 0.2367(2) -0.09906(16) 0.16226(14) 0.0555(6) Uani 1 d . . . H14 H 0.3081 -0.0927 0.1792 0.067 Uiso 1 calc R . . C15 C 0.1933(2) -0.17617(18) 0.12848(15) 0.0689(7) Uani 1 d . . . H15 H 0.2361 -0.2210 0.1229 0.083 Uiso 1 calc R . . C16 C 0.0893(3) -0.1871(2) 0.10340(16) 0.0788(9) Uani 1 d . . . H16 H 0.0609 -0.2392 0.0811 0.095 Uiso 1 calc R . . C17 C 0.0266(2) -0.1212(2) 0.1111(2) 0.0946(11) Uani 1 d . . . H17 H -0.0448 -0.1284 0.0939 0.114 Uiso 1 calc R . . C18 C 0.0685(2) -0.04359(19) 0.14444(18) 0.0785(9) Uani 1 d . . . H18 H 0.0248 0.0009 0.1490 0.094 Uiso 1 calc R . . C19 C 0.09929(19) 0.27664(15) 0.13994(13) 0.0518(6) Uani 1 d . . . H19 H 0.1451 0.2998 0.1880 0.062 Uiso 1 calc R . . C20 C -0.0110(2) 0.28600(18) 0.13984(16) 0.0671(7) Uani 1 d . . . H20A H -0.0263 0.3463 0.1439 0.101 Uiso 1 calc R . . H20B H -0.0199 0.2548 0.1821 0.101 Uiso 1 calc R . . H20C H -0.0570 0.2629 0.0934 0.101 Uiso 1 calc R . . C21 C 0.1154(2) 0.32945(17) 0.07514(15) 0.0693(8) Uani 1 d . . . H21A H 0.1856 0.3234 0.0756 0.104 Uiso 1 calc R . . H21B H 0.1011 0.3895 0.0814 0.104 Uiso 1 calc R . . H21C H 0.0695 0.3088 0.0276 0.104 Uiso 1 calc R . . C22 C 0.2620(2) 0.1212(2) 0.07620(14) 0.0689(8) Uani 1 d . . . H22A H 0.2097 0.0793 0.0522 0.103 Uiso 1 calc R . . H22B H 0.3286 0.0939 0.0904 0.103 Uiso 1 calc R . . H22C H 0.2601 0.1678 0.0415 0.103 Uiso 1 calc R . . C23 C 0.3240(2) 0.22392(18) 0.18646(16) 0.0685(8) Uani 1 d . . . H23A H 0.3102 0.2457 0.2307 0.103 Uiso 1 calc R . . H23B H 0.3225 0.2710 0.1522 0.103 Uiso 1 calc R . . H23C H 0.3910 0.1971 0.2012 0.103 Uiso 1 calc R . . 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 P2 0.0401(3) 0.0437(4) 0.0422(3) 0.0049(2) 0.0134(2) 0.0034(2) O1 0.0473(9) 0.0508(10) 0.0540(9) 0.0155(7) 0.0184(7) 0.0073(7) O24 0.0376(8) 0.0739(12) 0.0547(9) 0.0083(8) 0.0100(7) 0.0044(8) N5 0.0456(10) 0.0610(13) 0.0414(10) 0.0045(9) 0.0156(8) 0.0058(9) C3 0.0496(13) 0.0501(14) 0.0444(12) 0.0065(10) 0.0171(10) 0.0025(10) C4 0.0512(13) 0.0425(13) 0.0428(12) 0.0016(10) 0.0128(10) 0.0014(10) C6 0.0427(12) 0.0439(13) 0.0493(13) 0.0062(10) 0.0138(10) -0.0005(10) C7 0.0450(12) 0.0355(12) 0.0440(12) 0.0023(9) 0.0133(10) -0.0021(9) C8 0.0410(11) 0.0349(12) 0.0461(12) 0.0032(9) 0.0162(10) 0.0020(9) C9 0.0458(12) 0.0522(15) 0.0518(13) 0.0001(11) 0.0186(10) 0.0011(10) C10 0.0641(16) 0.0573(16) 0.0553(14) -0.0034(11) 0.0308(13) -0.0015(12) C11 0.0718(17) 0.0497(15) 0.0444(13) -0.0021(11) 0.0211(12) -0.0027(12) C12 0.0534(14) 0.0467(14) 0.0452(13) 0.0008(10) 0.0103(11) -0.0016(10) C13 0.0509(13) 0.0450(14) 0.0407(12) 0.0051(10) 0.0118(10) 0.0048(10) C14 0.0599(15) 0.0511(16) 0.0568(14) 0.0004(11) 0.0203(12) 0.0062(12) C15 0.090(2) 0.0525(17) 0.0665(17) -0.0035(13) 0.0277(15) 0.0074(15) C16 0.098(2) 0.0551(18) 0.0696(18) -0.0103(14) 0.0078(17) -0.0050(17) C17 0.0625(18) 0.076(2) 0.124(3) -0.019(2) -0.0015(18) -0.0103(17) C18 0.0541(16) 0.0612(18) 0.107(2) -0.0140(17) 0.0073(15) 0.0025(14) C19 0.0593(14) 0.0445(14) 0.0491(13) -0.0008(10) 0.0137(11) 0.0027(11) C20 0.0693(17) 0.0494(16) 0.0842(19) 0.0042(13) 0.0264(14) 0.0115(13) C21 0.087(2) 0.0489(16) 0.0708(17) 0.0141(13) 0.0231(14) 0.0054(14) C22 0.0829(19) 0.079(2) 0.0542(15) 0.0184(13) 0.0346(14) 0.0226(15) C23 0.0576(15) 0.0634(18) 0.0815(19) 0.0140(14) 0.0177(14) -0.0107(13) _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 P2 O1 1.7245(15) . yes P2 N5 1.8120(18) . yes P2 C8 1.824(2) . yes P2 C13 1.833(2) . yes P2 C3 1.862(2) . yes O1 C4 1.433(3) . yes O24 C6 1.233(2) . yes N5 C6 1.344(3) . yes N5 H5 0.8600 . yes C3 C22 1.527(3) . yes C3 C23 1.528(3) . yes C3 C4 1.547(3) . yes C4 C19 1.517(3) . yes C4 H4 0.9800 . yes C6 C7 1.481(3) . yes C7 C8 1.381(3) . yes C7 C12 1.388(3) . yes C8 C9 1.387(3) . yes C9 C10 1.398(3) . yes C9 H9 0.9300 . yes C10 C11 1.379(3) . yes C10 H10 0.9300 . yes C11 C12 1.375(3) . yes C11 H11 0.9300 . yes C12 H12 0.9300 . yes C13 C18 1.381(3) . yes C13 C14 1.394(3) . yes C14 C15 1.385(4) . yes C14 H14 0.9300 . yes C15 C16 1.357(4) . yes C15 H15 0.9300 . yes C16 C17 1.364(4) . yes C16 H16 0.9300 . yes C17 C18 1.384(4) . yes C17 H17 0.9300 . yes C18 H18 0.9300 . yes C19 C20 1.511(3) . yes C19 C21 1.524(3) . yes C19 H19 0.9800 . yes C20 H20A 0.9600 . yes C20 H20B 0.9600 . yes C20 H20C 0.9600 . yes C21 H21A 0.9600 . yes C21 H21B 0.9600 . yes C21 H21C 0.9600 . yes C22 H22A 0.9600 . yes C22 H22B 0.9600 . yes C22 H22C 0.9600 . yes C23 H23A 0.9600 . yes C23 H23B 0.9600 . yes C23 H23C 0.9600 . yes 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 P2 N5 166.09(9) . . yes O1 P2 C8 91.85(8) . . yes N5 P2 C8 85.21(8) . . yes O1 P2 C13 97.34(9) . . yes N5 P2 C13 96.33(10) . . yes C8 P2 C13 112.76(10) . . yes O1 P2 C3 77.25(9) . . yes N5 P2 C3 94.63(9) . . yes C8 P2 C3 131.98(10) . . yes C13 P2 C3 114.96(10) . . yes C4 O1 P2 96.86(12) . . yes C6 N5 P2 118.53(15) . . yes C6 N5 H5 120.7 . . yes P2 N5 H5 120.7 . . yes C22 C3 C23 110.7(2) . . yes C22 C3 C4 113.51(18) . . yes C23 C3 C4 117.0(2) . . yes C22 C3 P2 114.70(17) . . yes C23 C3 P2 111.69(16) . . yes C4 C3 P2 87.60(13) . . yes O1 C4 C19 113.04(18) . . yes O1 C4 C3 97.44(15) . . yes C19 C4 C3 119.87(19) . . yes O1 C4 H4 108.6 . . yes C19 C4 H4 108.6 . . yes C3 C4 H4 108.6 . . yes O24 C6 N5 126.8(2) . . yes O24 C6 C7 124.35(19) . . yes N5 C6 C7 108.88(18) . . yes C8 C7 C12 121.4(2) . . yes C8 C7 C6 113.26(18) . . yes C12 C7 C6 125.4(2) . . yes C7 C8 C9 119.9(2) . . yes C7 C8 P2 113.89(16) . . yes C9 C8 P2 126.21(17) . . yes C8 C9 C10 118.6(2) . . yes C8 C9 H9 120.7 . . yes C10 C9 H9 120.7 . . yes C11 C10 C9 120.6(2) . . yes C11 C10 H10 119.7 . . yes C9 C10 H10 119.7 . . yes C12 C11 C10 120.8(2) . . yes C12 C11 H11 119.6 . . yes C10 C11 H11 119.6 . . yes C11 C12 C7 118.6(2) . . yes C11 C12 H12 120.7 . . yes C7 C12 H12 120.7 . . yes C18 C13 C14 117.3(2) . . yes C18 C13 P2 119.67(19) . . yes C14 C13 P2 122.99(18) . . yes C15 C14 C13 120.7(2) . . yes C15 C14 H14 119.7 . . yes C13 C14 H14 119.7 . . yes C16 C15 C14 120.8(3) . . yes C16 C15 H15 119.6 . . yes C14 C15 H15 119.6 . . yes C15 C16 C17 119.6(3) . . yes C15 C16 H16 120.2 . . yes C17 C16 H16 120.2 . . yes C16 C17 C18 120.4(3) . . yes C16 C17 H17 119.8 . . yes C18 C17 H17 119.8 . . yes C13 C18 C17 121.3(3) . . yes C13 C18 H18 119.4 . . yes C17 C18 H18 119.4 . . yes C20 C19 C4 111.7(2) . . yes C20 C19 C21 109.8(2) . . yes C4 C19 C21 110.3(2) . . yes C20 C19 H19 108.3 . . yes C4 C19 H19 108.3 . . yes C21 C19 H19 108.3 . . yes C19 C20 H20A 109.5 . . yes C19 C20 H20B 109.5 . . yes H20A C20 H20B 109.5 . . yes C19 C20 H20C 109.5 . . yes H20A C20 H20C 109.5 . . yes H20B C20 H20C 109.5 . . yes C19 C21 H21A 109.5 . . yes C19 C21 H21B 109.5 . . yes H21A C21 H21B 109.5 . . yes C19 C21 H21C 109.5 . . yes H21A C21 H21C 109.5 . . yes H21B C21 H21C 109.5 . . yes C3 C22 H22A 109.5 . . yes C3 C22 H22B 109.5 . . yes H22A C22 H22B 109.5 . . yes C3 C22 H22C 109.5 . . yes H22A C22 H22C 109.5 . . yes H22B C22 H22C 109.5 . . yes C3 C23 H23A 109.5 . . yes C3 C23 H23B 109.5 . . yes H23A C23 H23B 109.5 . . yes C3 C23 H23C 109.5 . . yes H23A C23 H23C 109.5 . . yes H23B C23 H23C 109.5 . . yes loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 P2 O1 C4 62.0(4) . . . . yes C8 P2 O1 C4 139.41(13) . . . . yes C13 P2 O1 C4 -107.37(13) . . . . yes C3 P2 O1 C4 6.66(13) . . . . yes O1 P2 N5 C6 73.6(4) . . . . yes C8 P2 N5 C6 -4.66(17) . . . . yes C13 P2 N5 C6 -117.07(18) . . . . yes C3 P2 N5 C6 127.15(18) . . . . yes O1 P2 C3 C22 -120.97(18) . . . . yes N5 P2 C3 C22 70.47(18) . . . . yes C8 P2 C3 C22 158.19(16) . . . . yes C13 P2 C3 C22 -28.7(2) . . . . yes O1 P2 C3 C23 112.10(19) . . . . yes N5 P2 C3 C23 -56.47(19) . . . . yes C8 P2 C3 C23 31.3(2) . . . . yes C13 P2 C3 C23 -155.66(17) . . . . yes O1 P2 C3 C4 -6.13(12) . . . . yes N5 P2 C3 C4 -174.69(13) . . . . yes C8 P2 C3 C4 -86.97(16) . . . . yes C13 P2 C3 C4 86.12(14) . . . . yes P2 O1 C4 C19 -134.85(16) . . . . yes P2 O1 C4 C3 -7.89(15) . . . . yes C22 C3 C4 O1 123.2(2) . . . . yes C23 C3 C4 O1 -105.9(2) . . . . yes P2 C3 C4 O1 7.26(14) . . . . yes C22 C3 C4 C19 -114.8(2) . . . . yes C23 C3 C4 C19 16.1(3) . . . . yes P2 C3 C4 C19 129.28(18) . . . . yes P2 N5 C6 O24 -175.83(19) . . . . yes P2 N5 C6 C7 4.3(2) . . . . yes O24 C6 C7 C8 178.9(2) . . . . yes N5 C6 C7 C8 -1.3(3) . . . . yes O24 C6 C7 C12 -1.6(4) . . . . yes N5 C6 C7 C12 178.3(2) . . . . yes C12 C7 C8 C9 -2.1(3) . . . . yes C6 C7 C8 C9 177.49(19) . . . . yes C12 C7 C8 P2 178.29(17) . . . . yes C6 C7 C8 P2 -2.1(2) . . . . yes O1 P2 C8 C7 -162.81(16) . . . . yes N5 P2 C8 C7 3.58(16) . . . . yes C13 P2 C8 C7 98.44(17) . . . . yes C3 P2 C8 C7 -88.35(19) . . . . yes O1 P2 C8 C9 17.6(2) . . . . yes N5 P2 C8 C9 -176.0(2) . . . . yes C13 P2 C8 C9 -81.2(2) . . . . yes C3 P2 C8 C9 92.0(2) . . . . yes C7 C8 C9 C10 0.4(3) . . . . yes P2 C8 C9 C10 179.93(17) . . . . yes C8 C9 C10 C11 1.4(4) . . . . yes C9 C10 C11 C12 -1.5(4) . . . . yes C10 C11 C12 C7 -0.2(4) . . . . yes C8 C7 C12 C11 2.0(3) . . . . yes C6 C7 C12 C11 -177.5(2) . . . . yes O1 P2 C13 C18 -9.1(2) . . . . yes N5 P2 C13 C18 173.5(2) . . . . yes C8 P2 C13 C18 86.0(2) . . . . yes C3 P2 C13 C18 -88.4(2) . . . . yes O1 P2 C13 C14 170.06(19) . . . . yes N5 P2 C13 C14 -7.4(2) . . . . yes C8 P2 C13 C14 -94.8(2) . . . . yes C3 P2 C13 C14 90.7(2) . . . . yes C18 C13 C14 C15 -0.4(4) . . . . yes P2 C13 C14 C15 -179.57(19) . . . . yes C13 C14 C15 C16 -0.1(4) . . . . yes C14 C15 C16 C17 0.4(4) . . . . yes C15 C16 C17 C18 -0.1(5) . . . . yes C14 C13 C18 C17 0.7(4) . . . . yes P2 C13 C18 C17 179.9(3) . . . . yes C16 C17 C18 C13 -0.4(6) . . . . yes O1 C4 C19 C20 -55.2(3) . . . . yes C3 C4 C19 C20 -169.2(2) . . . . yes O1 C4 C19 C21 -177.70(19) . . . . yes C3 C4 C19 C21 68.3(3) . . . . yes _diffrn_measured_fraction_theta_max 0.475 _diffrn_reflns_theta_full 69.95 _diffrn_measured_fraction_theta_full 0.475 _refine_diff_density_max 0.191 _refine_diff_density_min -0.388 _refine_diff_density_rms 0.049