Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author ; Martin Nieger Laboratory of Inorganic Chemistry Department of Chemistry Universitity of Helsinki P.O. Box 55 FIN-00014 University of Helsinki Finland ; _publ_contact_author_phone '++358 9 191 50223' _publ_contact_author_fax '++358 9 191 50198' _publ_contact_author_email GUDAT@IAC.UNI-STUTTGART.DE _publ_requested_coeditor_name ? _publ_contact_letter ; enclosed you will find a corrected cif-file for CCDC-664560 for our publication in J. Chem. Soc., Dalton Trans. ; #============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Phosphazene vs. Diazaphospholene PN-Bond Cleavage in Spirocyclic cyclo-Diphosphazenes ; loop_ _publ_author_name _publ_author_address S.Burck ; Section Organic and Inorganic Chemistry Vrije Universiteit Amsterdam De Boelelaan 1083 NL-1081 HV Amsterdam The Netherlands ; D.Gudat ; Institut f\"ur Anorganische Chemie Universit\"at Stuttgart Pfaffenwaldring 55 D-70550 Stuttgart Germany ; M.Nieger ; Laboratory of Inorganic Chemistry Department of Chemistry Universitity of Helsinki P.O. Box 55 FIN-00014 University of Helsinki Finland ; C.A.Schalley ; Institut f\"ur Organische Chemie Freie Universit\"at Berlin Takustr. 3 D-14195Berlin Germany ; T.Weilandt ; Kekule-Institut f\"ur Organische Chemie Universit\"at Bonn Gerhard-Domagk-Str. 1 D-53121 Bonn Germany ; _publ_contact_author_name 'Prof. Dietrich Gudat' #============================================================================== data_gudat130_compound_2a _database_code_depnum_ccdc_archive 'CCDC 664556' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2-Azido-1,3-bis(2,6-dimethylphenyl)-1,3,2-diazaphospholene ; _chemical_name_common 2-Azido-1,3-bis(2,6-dimethylphenyl)-1,3,2-diazaphospholene _chemical_melting_point ? _chemical_formula_moiety 'C18 H20 N5 P' _chemical_formula_sum 'C18 H20 N5 P' _chemical_formula_weight 337.36 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' 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 12.7383(8) _cell_length_b 10.8003(8) _cell_length_c 12.8025(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.415(4) _cell_angle_gamma 90.00 _cell_volume 1761.29(19) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 5135 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.272 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.165 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; dx = 30 mm, 40 sec./deg., 2 deg., 4 sets, 141 frames, mos.= 1.435(3) deg. ; _diffrn_ambient_temperature 123(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 'Nonius KappaCCD' _diffrn_measurement_method 'rotation in phi and omega, 2 deg.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16649 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_sigmaI/netI 0.0374 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4028 _reflns_number_gt 3189 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material 'SHELXL-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 'calc w=1/[\s^2^(Fo^2^)+(0.0516P)^2^+0.6189P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4028 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0568 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.1081 _refine_ls_wR_factor_gt 0.0978 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 0.77400(3) 0.70689(4) 0.42106(3) 0.02488(12) Uani 1 1 d . . . N11 N 0.68400(11) 0.63259(14) 0.32447(10) 0.0318(3) Uani 1 1 d . . . N12 N 0.72986(11) 0.56467(14) 0.26285(10) 0.0348(3) Uani 1 1 d . . . N13 N 0.76927(15) 0.50010(18) 0.20517(14) 0.0555(5) Uani 1 1 d . . . N2 N 0.69586(10) 0.82408(12) 0.45863(9) 0.0249(3) Uani 1 1 d . . . C3 C 0.63384(12) 0.79355(15) 0.54618(12) 0.0285(3) Uani 1 1 d . . . H3 H 0.5787 0.8439 0.5722 0.034 Uiso 1 1 calc R . . C4 C 0.66224(12) 0.68567(15) 0.58753(12) 0.0291(3) Uani 1 1 d . . . H4 H 0.6299 0.6492 0.6467 0.035 Uiso 1 1 calc R . . N5 N 0.74632(9) 0.63211(12) 0.53272(9) 0.0251(3) Uani 1 1 d . . . C6 C 0.68528(11) 0.93756(14) 0.40129(10) 0.0234(3) Uani 1 1 d . . . C7 C 0.77128(11) 1.01774(15) 0.39518(11) 0.0258(3) Uani 1 1 d . . . C8 C 0.75999(12) 1.12708(15) 0.33893(12) 0.0293(3) Uani 1 1 d . . . H8 H 0.8177 1.1824 0.3339 0.035 Uiso 1 1 calc R . . C9 C 0.66605(12) 1.15662(16) 0.29024(12) 0.0307(3) Uani 1 1 d . . . H9 H 0.6595 1.2318 0.2522 0.037 Uiso 1 1 calc R . . C10 C 0.58153(12) 1.07667(16) 0.29697(11) 0.0292(3) Uani 1 1 d . . . H10 H 0.5172 1.0976 0.2633 0.035 Uiso 1 1 calc R . . C11 C 0.58935(11) 0.96601(15) 0.35231(11) 0.0257(3) Uani 1 1 d . . . C12 C 0.49632(13) 0.87969(17) 0.35626(15) 0.0369(4) Uani 1 1 d . . . H12A H 0.4583 0.8927 0.4216 0.055 Uiso 1 1 calc R . . H12B H 0.5208 0.7938 0.3529 0.055 Uiso 1 1 calc R . . H12C H 0.4495 0.8965 0.2969 0.055 Uiso 1 1 calc R . . C13 C 0.87496(12) 0.98976(17) 0.44727(13) 0.0333(4) Uani 1 1 d . . . H13A H 0.8627 0.9565 0.5174 0.050 Uiso 1 1 calc R . . H13B H 0.9165 1.0659 0.4526 0.050 Uiso 1 1 calc R . . H13C H 0.9132 0.9286 0.4057 0.050 Uiso 1 1 calc R . . C14 C 0.79806(12) 0.51928(15) 0.56349(11) 0.0274(3) Uani 1 1 d . . . C15 C 0.89702(13) 0.52856(18) 0.61192(12) 0.0339(4) Uani 1 1 d . . . C16 C 0.94772(15) 0.4178(2) 0.63766(13) 0.0449(5) Uani 1 1 d . . . H16 H 1.0148 0.4207 0.6704 0.054 Uiso 1 1 calc R . . C17 C 0.90275(17) 0.30509(19) 0.61672(14) 0.0477(5) Uani 1 1 d . . . H17 H 0.9398 0.2312 0.6333 0.057 Uiso 1 1 calc R . . C18 C 0.80399(16) 0.29797(18) 0.57165(13) 0.0421(4) Uani 1 1 d . . . H18 H 0.7730 0.2193 0.5592 0.051 Uiso 1 1 calc R . . C19 C 0.74940(13) 0.40541(16) 0.54424(12) 0.0317(4) Uani 1 1 d . . . C20 C 0.64034(14) 0.39676(17) 0.49983(14) 0.0393(4) Uani 1 1 d . . . H20A H 0.6271 0.3119 0.4760 0.059 Uiso 1 1 calc R . . H20B H 0.6333 0.4539 0.4407 0.059 Uiso 1 1 calc R . . H20C H 0.5895 0.4188 0.5538 0.059 Uiso 1 1 calc R . . C21 C 0.94554(15) 0.6517(2) 0.63589(14) 0.0454(5) Uani 1 1 d . . . H21A H 1.0088 0.6397 0.6787 0.068 Uiso 1 1 calc R . . H21B H 0.8953 0.7029 0.6742 0.068 Uiso 1 1 calc R . . H21C H 0.9643 0.6931 0.5705 0.068 Uiso 1 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 P1 0.0253(2) 0.0273(2) 0.0220(2) 0.00127(15) 0.00155(14) 0.00377(15) N11 0.0344(7) 0.0377(8) 0.0232(6) -0.0037(6) -0.0018(5) 0.0054(6) N12 0.0403(8) 0.0366(8) 0.0273(7) -0.0029(6) -0.0024(6) 0.0023(7) N13 0.0621(11) 0.0575(12) 0.0471(10) -0.0223(8) 0.0027(8) 0.0093(9) N2 0.0254(6) 0.0257(7) 0.0236(6) 0.0013(5) 0.0026(5) 0.0029(5) C3 0.0281(8) 0.0309(8) 0.0267(7) -0.0025(6) 0.0067(6) 0.0023(6) C4 0.0314(8) 0.0331(9) 0.0229(7) -0.0002(6) 0.0061(6) 0.0016(6) N5 0.0265(6) 0.0273(7) 0.0216(6) 0.0017(5) 0.0009(5) 0.0035(5) C6 0.0261(7) 0.0240(8) 0.0199(7) -0.0023(5) 0.0009(5) 0.0034(6) C7 0.0245(7) 0.0299(8) 0.0230(7) -0.0027(6) 0.0003(5) 0.0020(6) C8 0.0296(8) 0.0289(8) 0.0294(8) 0.0007(6) 0.0038(6) -0.0004(6) C9 0.0350(8) 0.0306(9) 0.0265(7) 0.0038(6) 0.0022(6) 0.0067(7) C10 0.0289(8) 0.0346(9) 0.0241(7) -0.0034(6) -0.0030(6) 0.0089(7) C11 0.0243(7) 0.0279(8) 0.0248(7) -0.0054(6) -0.0007(5) 0.0026(6) C12 0.0267(8) 0.0341(10) 0.0498(10) -0.0027(8) -0.0095(7) -0.0009(7) C13 0.0248(8) 0.0385(10) 0.0364(9) 0.0002(7) -0.0052(6) -0.0003(7) C14 0.0310(8) 0.0326(9) 0.0186(7) 0.0026(6) 0.0010(6) 0.0062(6) C15 0.0300(8) 0.0509(11) 0.0210(7) 0.0035(7) 0.0005(6) 0.0060(7) C16 0.0375(9) 0.0688(15) 0.0284(8) 0.0083(9) 0.0022(7) 0.0224(9) C17 0.0626(13) 0.0490(12) 0.0318(9) 0.0101(8) 0.0090(8) 0.0316(10) C18 0.0642(12) 0.0334(10) 0.0289(9) 0.0031(7) 0.0097(8) 0.0116(9) C19 0.0423(9) 0.0306(9) 0.0222(7) 0.0012(6) 0.0037(6) 0.0045(7) C20 0.0470(10) 0.0352(10) 0.0356(9) 0.0003(7) -0.0022(7) -0.0086(8) C21 0.0357(9) 0.0665(14) 0.0337(9) -0.0007(9) -0.0071(7) -0.0073(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 N5 1.6815(12) . ? P1 N2 1.6826(13) . ? P1 N11 1.8620(14) . ? N11 N12 1.2282(19) . ? N12 N13 1.135(2) . ? N2 C3 1.4150(19) . ? N2 C6 1.4345(19) . ? C3 C4 1.329(2) . ? C3 H3 0.9500 . ? C4 N5 1.4089(19) . ? C4 H4 0.9500 . ? N5 C14 1.439(2) . ? C6 C7 1.399(2) . ? C6 C11 1.403(2) . ? C7 C8 1.390(2) . ? C7 C13 1.506(2) . ? C8 C9 1.383(2) . ? C8 H8 0.9500 . ? C9 C10 1.383(2) . ? C9 H9 0.9500 . ? C10 C11 1.393(2) . ? C10 H10 0.9500 . ? C11 C12 1.509(2) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C19 1.398(2) . ? C14 C15 1.404(2) . ? C15 C16 1.398(3) . ? C15 C21 1.497(3) . ? C16 C17 1.371(3) . ? C16 H16 0.9500 . ? C17 C18 1.382(3) . ? C17 H17 0.9500 . ? C18 C19 1.396(2) . ? C18 H18 0.9500 . ? C19 C20 1.500(2) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? 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 N5 P1 N2 89.44(6) . . ? N5 P1 N11 103.04(6) . . ? N2 P1 N11 98.71(6) . . ? N12 N11 P1 112.99(11) . . ? N13 N12 N11 177.80(19) . . ? C3 N2 C6 123.61(12) . . ? C3 N2 P1 112.71(10) . . ? C6 N2 P1 123.37(9) . . ? C4 C3 N2 111.59(13) . . ? C4 C3 H3 124.2 . . ? N2 C3 H3 124.2 . . ? C3 C4 N5 111.55(13) . . ? C3 C4 H4 124.2 . . ? N5 C4 H4 124.2 . . ? C4 N5 C14 124.03(12) . . ? C4 N5 P1 113.02(10) . . ? C14 N5 P1 122.76(10) . . ? C7 C6 C11 121.27(14) . . ? C7 C6 N2 119.13(13) . . ? C11 C6 N2 119.60(13) . . ? C8 C7 C6 118.47(14) . . ? C8 C7 C13 119.14(14) . . ? C6 C7 C13 122.39(14) . . ? C9 C8 C7 121.04(15) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C8 C9 C10 119.96(15) . . ? C8 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? C9 C10 C11 120.97(14) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C6 118.29(14) . . ? C10 C11 C12 119.61(14) . . ? C6 C11 C12 122.09(14) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C7 C13 H13A 109.5 . . ? C7 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C7 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C19 C14 C15 122.41(15) . . ? C19 C14 N5 119.67(14) . . ? C15 C14 N5 117.93(15) . . ? C16 C15 C14 117.05(17) . . ? C16 C15 C21 121.50(16) . . ? C14 C15 C21 121.45(16) . . ? C17 C16 C15 121.47(17) . . ? C17 C16 H16 119.3 . . ? C15 C16 H16 119.3 . . ? C16 C17 C18 120.57(17) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? C17 C18 C19 120.59(19) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C18 C19 C14 117.85(16) . . ? C18 C19 C20 120.11(17) . . ? C14 C19 C20 121.99(15) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C15 C21 H21A 109.5 . . ? C15 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C15 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? 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 P1 N11 N12 -107.84(12) . . . . ? N2 P1 N11 N12 160.71(12) . . . . ? P1 N11 N12 N13 161(5) . . . . ? N5 P1 N2 C3 -11.69(11) . . . . ? N11 P1 N2 C3 91.42(11) . . . . ? N5 P1 N2 C6 174.55(12) . . . . ? N11 P1 N2 C6 -82.35(12) . . . . ? C6 N2 C3 C4 -177.43(14) . . . . ? P1 N2 C3 C4 8.83(17) . . . . ? N2 C3 C4 N5 0.14(19) . . . . ? C3 C4 N5 C14 175.87(14) . . . . ? C3 C4 N5 P1 -9.08(17) . . . . ? N2 P1 N5 C4 11.82(11) . . . . ? N11 P1 N5 C4 -86.99(11) . . . . ? N2 P1 N5 C14 -173.06(12) . . . . ? N11 P1 N5 C14 88.13(13) . . . . ? C3 N2 C6 C7 119.75(16) . . . . ? P1 N2 C6 C7 -67.16(17) . . . . ? C3 N2 C6 C11 -60.38(19) . . . . ? P1 N2 C6 C11 112.71(13) . . . . ? C11 C6 C7 C8 -0.2(2) . . . . ? N2 C6 C7 C8 179.70(13) . . . . ? C11 C6 C7 C13 179.78(14) . . . . ? N2 C6 C7 C13 -0.4(2) . . . . ? C6 C7 C8 C9 0.2(2) . . . . ? C13 C7 C8 C9 -179.75(14) . . . . ? C7 C8 C9 C10 -0.1(2) . . . . ? C8 C9 C10 C11 0.0(2) . . . . ? C9 C10 C11 C6 0.0(2) . . . . ? C9 C10 C11 C12 -178.76(14) . . . . ? C7 C6 C11 C10 0.0(2) . . . . ? N2 C6 C11 C10 -179.82(13) . . . . ? C7 C6 C11 C12 178.82(14) . . . . ? N2 C6 C11 C12 -1.0(2) . . . . ? C4 N5 C14 C19 76.70(19) . . . . ? P1 N5 C14 C19 -97.88(15) . . . . ? C4 N5 C14 C15 -103.57(17) . . . . ? P1 N5 C14 C15 81.84(16) . . . . ? C19 C14 C15 C16 2.1(2) . . . . ? N5 C14 C15 C16 -177.66(13) . . . . ? C19 C14 C15 C21 -177.33(15) . . . . ? N5 C14 C15 C21 2.9(2) . . . . ? C14 C15 C16 C17 -0.1(2) . . . . ? C21 C15 C16 C17 179.28(16) . . . . ? C15 C16 C17 C18 -1.7(3) . . . . ? C16 C17 C18 C19 1.6(3) . . . . ? C17 C18 C19 C14 0.3(2) . . . . ? C17 C18 C19 C20 -177.25(15) . . . . ? C15 C14 C19 C18 -2.1(2) . . . . ? N5 C14 C19 C18 177.58(13) . . . . ? C15 C14 C19 C20 175.32(14) . . . . ? N5 C14 C19 C20 -5.0(2) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.212 _refine_diff_density_min -0.318 _refine_diff_density_rms 0.047 #============================================================================== data_gudat134_compound_3a _database_code_depnum_ccdc_archive 'CCDC 664557' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4,8,11-Tetrakis-(2,6-dimethylphenyl)-1,4,6,8,11,12-hexaaza- 5lambda^5,7lambda5-diphospha-dispiro[4.1.4.1]dodeca-2,9-diene ; _chemical_name_common ; 1,4,8,11-Tetrakis-(2,6-dimethylphenyl)-1,4,6,8,11,12-hexaaza- 5lambda$5,7lambda5-diphospha-dispiro(4.1.4.1)dodeca-2,9-diene ; _chemical_melting_point ? _chemical_formula_moiety 'C36 H40 N6 P2' _chemical_formula_sum 'C36 H40 N6 P2' _chemical_formula_weight 618.68 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' 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/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.3779(3) _cell_length_b 17.0975(7) _cell_length_c 11.4017(6) _cell_angle_alpha 90.00 _cell_angle_beta 96.728(2) _cell_angle_gamma 90.00 _cell_volume 1621.95(12) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 3350 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description rods _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.267 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 656 _exptl_absorpt_coefficient_mu 0.170 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; dx = 40 mm, 70 sec./deg., 2 deg., 3 sets, 138 frames, mos.= 0.579(4) deg. ; _diffrn_ambient_temperature 123(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 'Nonius KappaCCD' _diffrn_measurement_method 'rotation in phi and omega, 2 deg.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9486 _diffrn_reflns_av_R_equivalents 0.0541 _diffrn_reflns_av_sigmaI/netI 0.0813 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2855 _reflns_number_gt 1902 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material 'SHELXL-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 'calc w=1/[\s^2^(Fo^2^)+(0.0388P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2855 _refine_ls_number_parameters 203 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0743 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.0899 _refine_ls_wR_factor_gt 0.0816 _refine_ls_goodness_of_fit_ref 0.934 _refine_ls_restrained_S_all 0.934 _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 N1 N 0.62972(17) 0.53174(10) 0.50716(15) 0.0206(4) Uani 1 1 d . . . P1 P 0.45410(6) 0.54029(3) 0.42762(5) 0.01911(17) Uani 1 1 d . . . N2 N 0.44567(18) 0.53735(10) 0.28101(15) 0.0202(4) Uani 1 1 d . . . C3 C 0.3725(2) 0.60438(13) 0.2274(2) 0.0248(5) Uani 1 1 d . . . H3 H 0.3560 0.6125 0.1444 0.030 Uiso 1 1 calc R . . C4 C 0.3290(2) 0.65490(13) 0.3058(2) 0.0239(5) Uani 1 1 d . . . H4 H 0.2785 0.7036 0.2858 0.029 Uiso 1 1 calc R . . N5 N 0.36662(18) 0.62789(10) 0.42246(16) 0.0199(4) Uani 1 1 d . . . C6 C 0.4850(2) 0.47050(12) 0.21247(18) 0.0206(5) Uani 1 1 d . . . C7 C 0.6436(2) 0.45976(12) 0.18943(19) 0.0207(5) Uani 1 1 d . . . C8 C 0.6758(2) 0.39604(13) 0.1207(2) 0.0256(6) Uani 1 1 d . . . H8 H 0.7829 0.3872 0.1042 0.031 Uiso 1 1 calc R . . C9 C 0.5565(3) 0.34521(13) 0.0758(2) 0.0271(6) Uani 1 1 d . . . H9 H 0.5816 0.3017 0.0295 0.033 Uiso 1 1 calc R . . C10 C 0.3998(2) 0.35772(13) 0.09829(19) 0.0279(6) Uani 1 1 d . . . H10 H 0.3176 0.3231 0.0656 0.033 Uiso 1 1 calc R . . C11 C 0.3606(2) 0.41999(13) 0.1678(2) 0.0243(5) Uani 1 1 d . . . C12 C 0.1909(2) 0.43372(14) 0.1927(2) 0.0373(7) Uani 1 1 d . . . H12A H 0.1224 0.3909 0.1591 0.056 Uiso 1 1 calc R . . H12B H 0.1519 0.4833 0.1569 0.056 Uiso 1 1 calc R . . H12C H 0.1874 0.4359 0.2782 0.056 Uiso 1 1 calc R . . C13 C 0.7751(2) 0.51574(14) 0.2344(2) 0.0341(6) Uani 1 1 d . . . H13A H 0.7648 0.5638 0.1873 0.051 Uiso 1 1 calc R . . H13B H 0.8798 0.4916 0.2279 0.051 Uiso 1 1 calc R . . H13C H 0.7663 0.5283 0.3173 0.051 Uiso 1 1 calc R . . C14 C 0.3209(2) 0.67189(12) 0.52126(19) 0.0192(5) Uani 1 1 d . . . C15 C 0.4309(2) 0.72439(12) 0.57873(19) 0.0214(5) Uani 1 1 d . . . C16 C 0.3802(2) 0.76993(13) 0.6675(2) 0.0269(6) Uani 1 1 d . . . H16 H 0.4524 0.8065 0.7078 0.032 Uiso 1 1 calc R . . C17 C 0.2261(3) 0.76324(14) 0.6987(2) 0.0304(6) Uani 1 1 d . . . H17 H 0.1934 0.7952 0.7598 0.037 Uiso 1 1 calc R . . C18 C 0.1202(3) 0.71050(13) 0.6415(2) 0.0275(6) Uani 1 1 d . . . H18 H 0.0151 0.7059 0.6643 0.033 Uiso 1 1 calc R . . C19 C 0.1643(2) 0.66384(12) 0.55077(19) 0.0217(5) Uani 1 1 d . . . C20 C 0.0470(2) 0.60832(13) 0.4841(2) 0.0317(6) Uani 1 1 d . . . H20A H 0.0212 0.6268 0.4027 0.048 Uiso 1 1 calc R . . H20B H -0.0515 0.6060 0.5226 0.048 Uiso 1 1 calc R . . H20C H 0.0951 0.5561 0.4837 0.048 Uiso 1 1 calc R . . C21 C 0.5978(2) 0.73276(13) 0.5428(2) 0.0315(6) Uani 1 1 d . . . H21A H 0.6539 0.7756 0.5873 0.047 Uiso 1 1 calc R . . H21B H 0.5905 0.7442 0.4581 0.047 Uiso 1 1 calc R . . H21C H 0.6574 0.6839 0.5595 0.047 Uiso 1 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 N1 0.0227(9) 0.0170(11) 0.0224(11) 0.0013(9) 0.0037(8) 0.0008(7) P1 0.0209(3) 0.0166(3) 0.0200(4) -0.0006(3) 0.0030(2) 0.0013(2) N2 0.0245(9) 0.0189(11) 0.0170(11) -0.0005(9) 0.0018(8) 0.0026(8) C3 0.0323(12) 0.0233(14) 0.0187(14) 0.0049(11) 0.0018(10) 0.0025(10) C4 0.0278(12) 0.0190(13) 0.0246(14) 0.0054(11) 0.0019(10) 0.0039(9) N5 0.0243(9) 0.0161(11) 0.0193(11) 0.0018(9) 0.0028(8) 0.0036(7) C6 0.0264(12) 0.0200(14) 0.0156(13) -0.0001(11) 0.0038(9) 0.0020(9) C7 0.0242(11) 0.0210(13) 0.0170(13) 0.0010(11) 0.0036(9) -0.0016(9) C8 0.0271(12) 0.0274(14) 0.0234(14) -0.0014(12) 0.0079(10) 0.0035(10) C9 0.0396(14) 0.0194(14) 0.0233(15) -0.0065(11) 0.0073(11) 0.0012(10) C10 0.0327(13) 0.0283(15) 0.0219(15) -0.0014(12) 0.0003(11) -0.0075(10) C11 0.0260(12) 0.0263(14) 0.0205(14) -0.0006(11) 0.0025(10) -0.0021(10) C12 0.0284(13) 0.0431(17) 0.0404(18) -0.0074(14) 0.0046(11) -0.0072(11) C13 0.0274(12) 0.0355(16) 0.0414(17) -0.0091(13) 0.0122(11) -0.0049(10) C14 0.0240(12) 0.0141(13) 0.0195(14) 0.0022(10) 0.0025(10) 0.0051(9) C15 0.0250(12) 0.0166(13) 0.0221(14) 0.0026(11) 0.0004(10) 0.0034(9) C16 0.0358(13) 0.0189(13) 0.0251(15) -0.0030(11) -0.0004(11) 0.0014(10) C17 0.0434(15) 0.0259(15) 0.0230(15) 0.0012(12) 0.0083(12) 0.0106(11) C18 0.0292(12) 0.0250(14) 0.0304(16) 0.0075(12) 0.0124(11) 0.0073(10) C19 0.0245(12) 0.0160(13) 0.0247(14) 0.0080(11) 0.0026(10) 0.0036(9) C20 0.0264(13) 0.0272(14) 0.0423(17) 0.0023(13) 0.0072(11) -0.0014(10) C21 0.0297(13) 0.0284(15) 0.0363(16) -0.0063(12) 0.0035(11) -0.0056(10) _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 N1 P1 1.6386(17) 3_666 ? N1 P1 1.6419(17) . ? P1 N1 1.6386(17) 3_666 ? P1 N5 1.6655(17) . ? P1 N2 1.6656(17) . ? P1 P1 2.2172(12) 3_666 ? N2 C3 1.405(3) . ? N2 C6 1.444(3) . ? C3 C4 1.325(3) . ? C3 H3 0.9500 . ? C4 N5 1.408(3) . ? C4 H4 0.9500 . ? N5 C14 1.443(3) . ? C6 C7 1.396(3) . ? C6 C11 1.403(3) . ? C7 C8 1.387(3) . ? C7 C13 1.503(3) . ? C8 C9 1.377(3) . ? C8 H8 0.9500 . ? C9 C10 1.383(3) . ? C9 H9 0.9500 . ? C10 C11 1.389(3) . ? C10 H10 0.9500 . ? C11 C12 1.501(3) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.394(3) . ? C14 C19 1.398(3) . ? C15 C16 1.383(3) . ? C15 C21 1.509(3) . ? C16 C17 1.384(3) . ? C16 H16 0.9500 . ? C17 C18 1.375(3) . ? C17 H17 0.9500 . ? C18 C19 1.390(3) . ? C18 H18 0.9500 . ? C19 C20 1.506(3) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? 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 P1 N1 P1 85.04(8) 3_666 . ? N1 P1 N1 94.96(8) 3_666 . ? N1 P1 N5 118.80(8) 3_666 . ? N1 P1 N5 117.50(9) . . ? N1 P1 N2 117.56(9) 3_666 . ? N1 P1 N2 118.78(8) . . ? N5 P1 N2 91.42(9) . . ? N1 P1 P1 47.54(6) 3_666 3_666 ? N1 P1 P1 47.41(6) . 3_666 ? N5 P1 P1 134.26(8) . 3_666 ? N2 P1 P1 134.31(7) . 3_666 ? C3 N2 C6 121.71(18) . . ? C3 N2 P1 112.15(14) . . ? C6 N2 P1 125.54(15) . . ? C4 C3 N2 112.2(2) . . ? C4 C3 H3 123.9 . . ? N2 C3 H3 123.9 . . ? C3 C4 N5 112.0(2) . . ? C3 C4 H4 124.0 . . ? N5 C4 H4 124.0 . . ? C4 N5 C14 121.05(16) . . ? C4 N5 P1 112.16(14) . . ? C14 N5 P1 126.66(14) . . ? C7 C6 C11 122.27(19) . . ? C7 C6 N2 119.24(18) . . ? C11 C6 N2 118.45(16) . . ? C8 C7 C6 117.51(19) . . ? C8 C7 C13 120.65(17) . . ? C6 C7 C13 121.83(19) . . ? C9 C8 C7 121.66(19) . . ? C9 C8 H8 119.2 . . ? C7 C8 H8 119.2 . . ? C8 C9 C10 119.8(2) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C9 C10 C11 121.2(2) . . ? C9 C10 H10 119.4 . . ? C11 C10 H10 119.4 . . ? C10 C11 C6 117.61(18) . . ? C10 C11 C12 121.36(19) . . ? C6 C11 C12 121.02(19) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C7 C13 H13A 109.5 . . ? C7 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C7 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C19 122.52(19) . . ? C15 C14 N5 118.74(17) . . ? C19 C14 N5 118.61(18) . . ? C16 C15 C14 117.60(18) . . ? C16 C15 C21 121.3(2) . . ? C14 C15 C21 121.07(19) . . ? C15 C16 C17 121.2(2) . . ? C15 C16 H16 119.4 . . ? C17 C16 H16 119.4 . . ? C18 C17 C16 120.1(2) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C19 121.06(19) . . ? C17 C18 H18 119.5 . . ? C19 C18 H18 119.5 . . ? C18 C19 C14 117.5(2) . . ? C18 C19 C20 121.47(18) . . ? C14 C19 C20 121.03(19) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C15 C21 H21A 109.5 . . ? C15 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C15 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? 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 P1 N1 P1 N1 0.0 3_666 . . 3_666 ? P1 N1 P1 N5 126.18(9) 3_666 . . . ? P1 N1 P1 N2 -125.28(9) 3_666 . . . ? N1 P1 N2 C3 123.02(14) 3_666 . . . ? N1 P1 N2 C3 -123.53(13) . . . . ? N5 P1 N2 C3 -0.80(14) . . . . ? P1 P1 N2 C3 179.33(10) 3_666 . . . ? N1 P1 N2 C6 -48.17(17) 3_666 . . . ? N1 P1 N2 C6 65.28(18) . . . . ? N5 P1 N2 C6 -171.99(15) . . . . ? P1 P1 N2 C6 8.1(2) 3_666 . . . ? C6 N2 C3 C4 172.43(17) . . . . ? P1 N2 C3 C4 0.9(2) . . . . ? N2 C3 C4 N5 -0.4(2) . . . . ? C3 C4 N5 C14 -176.28(17) . . . . ? C3 C4 N5 P1 -0.2(2) . . . . ? N1 P1 N5 C4 -122.24(14) 3_666 . . . ? N1 P1 N5 C4 124.35(13) . . . . ? N2 P1 N5 C4 0.57(14) . . . . ? P1 P1 N5 C4 -179.57(10) 3_666 . . . ? N1 P1 N5 C14 53.58(19) 3_666 . . . ? N1 P1 N5 C14 -59.83(18) . . . . ? N2 P1 N5 C14 176.40(16) . . . . ? P1 P1 N5 C14 -3.7(2) 3_666 . . . ? C3 N2 C6 C7 101.3(2) . . . . ? P1 N2 C6 C7 -88.3(2) . . . . ? C3 N2 C6 C11 -76.5(2) . . . . ? P1 N2 C6 C11 93.9(2) . . . . ? C11 C6 C7 C8 -0.6(3) . . . . ? N2 C6 C7 C8 -178.32(19) . . . . ? C11 C6 C7 C13 177.9(2) . . . . ? N2 C6 C7 C13 0.2(3) . . . . ? C6 C7 C8 C9 0.4(3) . . . . ? C13 C7 C8 C9 -178.2(2) . . . . ? C7 C8 C9 C10 0.6(3) . . . . ? C8 C9 C10 C11 -1.4(3) . . . . ? C9 C10 C11 C6 1.2(3) . . . . ? C9 C10 C11 C12 -179.9(2) . . . . ? C7 C6 C11 C10 -0.1(3) . . . . ? N2 C6 C11 C10 177.57(19) . . . . ? C7 C6 C11 C12 -179.1(2) . . . . ? N2 C6 C11 C12 -1.4(3) . . . . ? C4 N5 C14 C15 -93.6(2) . . . . ? P1 N5 C14 C15 90.9(2) . . . . ? C4 N5 C14 C19 82.4(2) . . . . ? P1 N5 C14 C19 -93.1(2) . . . . ? C19 C14 C15 C16 -0.4(3) . . . . ? N5 C14 C15 C16 175.39(19) . . . . ? C19 C14 C15 C21 -178.7(2) . . . . ? N5 C14 C15 C21 -2.9(3) . . . . ? C14 C15 C16 C17 0.5(3) . . . . ? C21 C15 C16 C17 178.7(2) . . . . ? C15 C16 C17 C18 0.2(3) . . . . ? C16 C17 C18 C19 -0.9(3) . . . . ? C17 C18 C19 C14 0.9(3) . . . . ? C17 C18 C19 C20 -177.4(2) . . . . ? C15 C14 C19 C18 -0.2(3) . . . . ? N5 C14 C19 C18 -176.05(18) . . . . ? C15 C14 C19 C20 178.0(2) . . . . ? N5 C14 C19 C20 2.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.275 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.049 #============================================================================== data_gudat112_compound_3b _database_code_depnum_ccdc_archive 'CCDC 664558' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4,8,11-Tetramesityl-1,4,6,8,11,12-hexaaza-5lambda5,7lambda5- diphospha-dispiro[4.1.4.1]-dodeca-2,9-diene ; _chemical_name_common ; 1,4,8,11-Tetramesityl-1,4,6,8,11,12-hexaaza-5lambda5,7lambda5- diphospha-dispiro(4.1.4.1)-dodeca-2,9-diene ; _chemical_melting_point ? _chemical_formula_moiety 'C40 H48 N6 P2 - benzene' _chemical_formula_sum 'C46 H54 N6 P2' _chemical_formula_weight 752.89 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' 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 'C mca' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z+1/2' '-x, y+1/2, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1, z+1/2' '-x+1/2, y+1, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y-1/2, -z-1/2' 'x, -y-1/2, z-1/2' '-x, y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, y, -z-1/2' 'x+1/2, -y, z-1/2' '-x+1/2, y+1/2, z' _cell_length_a 22.6662(8) _cell_length_b 14.4954(5) _cell_length_c 12.2951(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4039.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 4188 _cell_measurement_theta_min 1 _cell_measurement_theta_max 25 _exptl_crystal_description plates _exptl_crystal_colour yellowish _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.238 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1608 _exptl_absorpt_coefficient_mu 0.149 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; dx = 40 mm, 240 sec./deg., 1 deg., 4 sets, 322 frames, mos.= 0.773(3) deg. ; _diffrn_ambient_temperature 123(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 'Nonius KappaCCD' _diffrn_measurement_method 'rotation in phi and omega, 1 deg.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13927 _diffrn_reflns_av_R_equivalents 0.0672 _diffrn_reflns_av_sigmaI/netI 0.0587 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.26 _diffrn_reflns_theta_max 25.02 _reflns_number_total 1829 _reflns_number_gt 1270 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material 'SHELXL-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 'calc w=1/[\s^2^(Fo^2^)+(0.0534P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1829 _refine_ls_number_parameters 130 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0659 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.0977 _refine_ls_wR_factor_gt 0.0899 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _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 N1 N 0.0000 0.48221(15) 0.59626(18) 0.0199(6) Uani 1 2 d S . . P1 P 0.0000 0.57468(5) 0.51927(6) 0.0194(2) Uani 1 2 d S . . N2 N 0.05261(6) 0.65249(11) 0.53967(13) 0.0208(4) Uani 1 1 d . . . C3 C 0.02924(8) 0.74144(14) 0.55896(16) 0.0236(5) Uani 1 1 d . . . H3 H 0.0527 0.7949 0.5705 0.028 Uiso 1 1 calc R . . C6 C 0.11459(8) 0.64043(13) 0.51504(16) 0.0210(5) Uani 1 1 d . . . C7 C 0.13468(8) 0.66713(14) 0.41250(17) 0.0236(5) Uani 1 1 d . . . C8 C 0.19499(8) 0.66230(14) 0.39203(18) 0.0267(5) Uani 1 1 d . . . H8 H 0.2094 0.6805 0.3227 0.032 Uiso 1 1 calc R . . C9 C 0.23470(8) 0.63159(14) 0.47011(19) 0.0268(5) Uani 1 1 d . . . C10 C 0.21295(9) 0.60432(14) 0.56996(18) 0.0260(5) Uani 1 1 d . . . H10 H 0.2398 0.5829 0.6236 0.031 Uiso 1 1 calc R . . C11 C 0.15272(8) 0.60710(14) 0.59489(17) 0.0230(5) Uani 1 1 d . . . C12 C 0.13130(9) 0.57480(15) 0.70375(16) 0.0287(5) Uani 1 1 d . . . H12A H 0.0941 0.6058 0.7214 0.043 Uiso 1 1 calc R . . H12B H 0.1608 0.5895 0.7593 0.043 Uiso 1 1 calc R . . H12C H 0.1250 0.5079 0.7017 0.043 Uiso 1 1 calc R . . C13 C 0.29994(8) 0.62802(16) 0.44550(19) 0.0349(6) Uani 1 1 d . . . H13A H 0.3068 0.5877 0.3828 0.052 Uiso 1 1 calc R . . H13B H 0.3211 0.6038 0.5088 0.052 Uiso 1 1 calc R . . H13C H 0.3142 0.6903 0.4290 0.052 Uiso 1 1 calc R . . C14 C 0.09252(9) 0.69899(16) 0.32529(17) 0.0331(6) Uani 1 1 d . . . H14A H 0.0647 0.6492 0.3083 0.050 Uiso 1 1 calc R . . H14B H 0.1147 0.7154 0.2597 0.050 Uiso 1 1 calc R . . H14C H 0.0707 0.7530 0.3512 0.050 Uiso 1 1 calc R . . C1B C 0.0000 0.4983(2) 0.8868(3) 0.0312(8) Uani 1 2 d S . . H1B H 0.0000 0.4974 0.8096 0.037 Uiso 1 2 calc SR . . C2B C 0.05243(9) 0.49900(16) 0.94391(18) 0.0334(6) Uani 1 1 d . . . H2B H 0.0888 0.4981 0.9056 0.040 Uiso 1 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 N1 0.0176(12) 0.0226(14) 0.0196(14) -0.0006(10) 0.000 0.000 P1 0.0143(4) 0.0231(4) 0.0207(4) 0.0000(3) 0.000 0.000 N2 0.0166(9) 0.0208(9) 0.0250(10) -0.0013(8) 0.0013(7) -0.0017(7) C3 0.0251(10) 0.0204(12) 0.0252(13) -0.0014(9) -0.0007(9) -0.0023(8) C6 0.0161(10) 0.0214(11) 0.0256(12) -0.0039(9) 0.0002(9) -0.0028(9) C7 0.0225(11) 0.0221(12) 0.0262(13) -0.0003(9) 0.0000(9) -0.0023(9) C8 0.0252(12) 0.0282(13) 0.0266(13) -0.0007(10) 0.0046(10) -0.0052(10) C9 0.0207(11) 0.0255(12) 0.0341(14) -0.0040(10) 0.0014(10) -0.0018(9) C10 0.0209(11) 0.0275(12) 0.0296(13) -0.0011(10) -0.0042(10) 0.0002(9) C11 0.0224(11) 0.0209(12) 0.0256(12) -0.0026(9) -0.0013(10) -0.0024(9) C12 0.0261(12) 0.0344(13) 0.0255(12) 0.0025(10) -0.0028(9) 0.0002(10) C13 0.0215(12) 0.0417(15) 0.0413(15) -0.0031(11) 0.0055(10) -0.0001(10) C14 0.0288(12) 0.0420(15) 0.0283(13) 0.0081(11) 0.0001(10) -0.0030(10) C1B 0.0345(18) 0.0345(19) 0.0246(19) 0.0022(14) 0.000 0.000 C2B 0.0228(11) 0.0474(14) 0.0301(12) 0.0073(11) 0.0066(10) 0.0027(11) _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 N1 P1 1.641(2) . ? N1 P1 1.642(2) 9_566 ? P1 N1 1.642(2) 9_566 ? P1 N2 1.6605(16) . ? P1 N2 1.6605(16) 12 ? P1 P1 2.2162(15) 9_566 ? N2 C3 1.414(2) . ? N2 C6 1.448(2) . ? C3 C3 1.326(4) 12 ? C3 H3 0.9500 . ? C6 C11 1.394(3) . ? C6 C7 1.395(3) . ? C7 C8 1.392(3) . ? C7 C14 1.509(3) . ? C8 C9 1.389(3) . ? C8 H8 0.9500 . ? C9 C10 1.381(3) . ? C9 C13 1.510(3) . ? C10 C11 1.400(3) . ? C10 H10 0.9500 . ? C11 C12 1.499(3) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C1B C2B 1.380(3) . ? C1B C2B 1.380(3) 12 ? C1B H1B 0.9500 . ? C2B C2B 1.380(4) 4_567 ? C2B H2B 0.9500 . ? 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 P1 N1 P1 84.90(11) . 9_566 ? N1 P1 N1 95.10(11) . 9_566 ? N1 P1 N2 117.89(8) . . ? N1 P1 N2 118.14(8) 9_566 . ? N1 P1 N2 117.89(8) . 12 ? N1 P1 N2 118.14(8) 9_566 12 ? N2 P1 N2 91.80(11) . 12 ? N1 P1 P1 47.58(8) . 9_566 ? N1 P1 P1 47.52(8) 9_566 9_566 ? N2 P1 P1 134.10(6) . 9_566 ? N2 P1 P1 134.10(6) 12 9_566 ? C3 N2 C6 120.58(14) . . ? C3 N2 P1 112.07(12) . . ? C6 N2 P1 125.68(12) . . ? C3 C3 N2 112.00(10) 12 . ? C3 C3 H3 124.0 12 . ? N2 C3 H3 124.0 . . ? C11 C6 C7 122.00(17) . . ? C11 C6 N2 119.74(18) . . ? C7 C6 N2 118.19(17) . . ? C8 C7 C6 118.04(18) . . ? C8 C7 C14 120.59(19) . . ? C6 C7 C14 121.36(17) . . ? C9 C8 C7 121.8(2) . . ? C9 C8 H8 119.1 . . ? C7 C8 H8 119.1 . . ? C10 C9 C8 118.35(18) . . ? C10 C9 C13 121.2(2) . . ? C8 C9 C13 120.5(2) . . ? C9 C10 C11 122.32(19) . . ? C9 C10 H10 118.8 . . ? C11 C10 H10 118.8 . . ? C6 C11 C10 117.41(19) . . ? C6 C11 C12 122.42(17) . . ? C10 C11 C12 120.17(18) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C13 H13A 109.5 . . ? C9 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C9 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C7 C14 H14A 109.5 . . ? C7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C2B C1B C2B 118.9(3) . 12 ? C2B C1B H1B 120.6 . . ? C2B C1B H1B 120.6 12 . ? C2B C2B C1B 120.57(16) 4_567 . ? C2B C2B H2B 119.7 4_567 . ? C1B C2B H2B 119.7 . . ? 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 P1 N1 P1 N1 0.0 9_566 . . 9_566 ? P1 N1 P1 N2 -125.66(8) 9_566 . . . ? P1 N1 P1 N2 125.66(8) 9_566 . . 12 ? N1 P1 N2 C3 -125.22(14) . . . . ? N1 P1 N2 C3 121.39(14) 9_566 . . . ? N2 P1 N2 C3 -2.11(18) 12 . . . ? P1 P1 N2 C3 178.15(12) 9_566 . . . ? N1 P1 N2 C6 69.56(19) . . . . ? N1 P1 N2 C6 -43.83(19) 9_566 . . . ? N2 P1 N2 C6 -167.34(12) 12 . . . ? P1 P1 N2 C6 12.9(2) 9_566 . . . ? C6 N2 C3 C3 167.66(13) . . . 12 ? P1 N2 C3 C3 1.59(13) . . . 12 ? C3 N2 C6 C11 103.7(2) . . . . ? P1 N2 C6 C11 -92.2(2) . . . . ? C3 N2 C6 C7 -73.2(2) . . . . ? P1 N2 C6 C7 90.9(2) . . . . ? C11 C6 C7 C8 -1.9(3) . . . . ? N2 C6 C7 C8 175.01(17) . . . . ? C11 C6 C7 C14 177.20(19) . . . . ? N2 C6 C7 C14 -5.9(3) . . . . ? C6 C7 C8 C9 0.3(3) . . . . ? C14 C7 C8 C9 -178.8(2) . . . . ? C7 C8 C9 C10 0.8(3) . . . . ? C7 C8 C9 C13 -179.45(19) . . . . ? C8 C9 C10 C11 -0.3(3) . . . . ? C13 C9 C10 C11 179.89(19) . . . . ? C7 C6 C11 C10 2.3(3) . . . . ? N2 C6 C11 C10 -174.57(17) . . . . ? C7 C6 C11 C12 -177.56(19) . . . . ? N2 C6 C11 C12 5.6(3) . . . . ? C9 C10 C11 C6 -1.1(3) . . . . ? C9 C10 C11 C12 178.7(2) . . . . ? C2B C1B C2B C2B -0.5(5) 12 . . 4_567 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C1B H1B N1 0.95 2.63 3.580(4) 176.0 . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.287 _refine_diff_density_min -0.354 _refine_diff_density_rms 0.055 #============================================================================== data_gud120_2_compound_4 _database_code_depnum_ccdc_archive 'CCDC 664559' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4,8,11-Tetramesityl-1,4,6,8,11,12-hexaaza-5,7-diphosphonia- dispiro[4.1.4.1]-dodeca-2,6,9-triene-bis(trifluormethansulfonate) ; _chemical_name_common ; 1,4,8,11-Tetramesityl-1,4,6,8,11,12-hexaaza-5,7-diphosphonia- dispiro(4.1.4.1)-dodeca-2,6,9-triene-bis(trifluormethansulfonate) ; _chemical_melting_point ? _chemical_formula_moiety '[C40 H50 N6 P2]2+ 2[CF3SO3]- - 2 CF3SO3H' _chemical_formula_sum 'C44 H52 F12 N6 O12 P2 S4' _chemical_formula_weight 1275.10 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' F F 0.0171 0.0103 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/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 31.662(2) _cell_length_b 12.3344(13) _cell_length_c 16.2491(17) _cell_angle_alpha 90.00 _cell_angle_beta 108.536(3) _cell_angle_gamma 90.00 _cell_volume 6016.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 4603 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description plates _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.408 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2624 _exptl_absorpt_coefficient_mu 0.307 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; dx = 40 mm, 120 sec./deg., 0.5 deg., 2 sets, 449 frames, mos.= 1.824(4) deg. ; _diffrn_ambient_temperature 123(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 'Nonius KappaCCD' _diffrn_measurement_method 'rotationin phi and omega, 0.5 deg.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13155 _diffrn_reflns_av_R_equivalents 0.0605 _diffrn_reflns_av_sigmaI/netI 0.1495 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.03 _reflns_number_total 5235 _reflns_number_gt 2306 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMn _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material 'SHELXL-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 'calc w=1/[\s^2^(Fo^2^)+(0.1837P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5235 _refine_ls_number_parameters 368 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1962 _refine_ls_R_factor_gt 0.0955 _refine_ls_wR_factor_ref 0.3094 _refine_ls_wR_factor_gt 0.2616 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.955 _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 S1 S 0.33167(7) 0.39053(14) 0.48704(12) 0.0482(6) Uani 1 1 d . . . O1 O 0.29730(19) 0.4692(4) 0.4754(4) 0.0750(18) Uani 1 1 d . . . O2 O 0.37452(19) 0.4376(4) 0.4957(4) 0.0644(16) Uani 1 1 d . . . O3 O 0.3208(2) 0.2970(5) 0.4341(4) 0.092(2) Uani 1 1 d . . . C1 C 0.3404(6) 0.3392(8) 0.5979(8) 0.101(4) Uani 1 1 d . . . F1 F 0.3058(3) 0.2842(5) 0.5998(4) 0.134(3) Uani 1 1 d . . . F2 F 0.3443(3) 0.4245(7) 0.6501(4) 0.168(4) Uani 1 1 d . . . F3 F 0.3751(3) 0.2801(8) 0.6222(7) 0.209(5) Uani 1 1 d . . . N1 N 0.26495(18) 0.6700(4) 0.4935(3) 0.0351(14) Uani 1 1 d . . . H1 H 0.2767 0.6068 0.4883 0.042 Uiso 1 1 calc R . . P1 P 0.23650(6) 0.75996(13) 0.42037(11) 0.0351(5) Uani 1 1 d . . . N2 N 0.19040(18) 0.7288(4) 0.3483(4) 0.0381(14) Uani 1 1 d . . . C3 C 0.1910(2) 0.7620(5) 0.2638(4) 0.0419(17) Uani 1 1 d . . . H3 H 0.1670 0.7509 0.2118 0.050 Uiso 1 1 calc R . . C4 C 0.2284(3) 0.8091(5) 0.2667(5) 0.0459(19) Uani 1 1 d . . . H4 H 0.2345 0.8380 0.2175 0.055 Uiso 1 1 calc R . . N5 N 0.25944(19) 0.8119(4) 0.3544(4) 0.0412(15) Uani 1 1 d . . . C6 C 0.1544(2) 0.6637(5) 0.3587(4) 0.0388(17) Uani 1 1 d . . . C7 C 0.1197(2) 0.7142(5) 0.3790(5) 0.0435(18) Uani 1 1 d . . . C8 C 0.0850(3) 0.6443(7) 0.3839(6) 0.061(2) Uani 1 1 d . . . H8 H 0.0612 0.6746 0.4001 0.073 Uiso 1 1 calc R . . C9 C 0.0839(3) 0.5341(7) 0.3665(6) 0.060(2) Uani 1 1 d . . . C10 C 0.1188(3) 0.4909(7) 0.3466(5) 0.060(2) Uani 1 1 d . . . H10 H 0.1186 0.4155 0.3346 0.071 Uiso 1 1 calc R . . C11 C 0.1554(3) 0.5539(5) 0.3432(4) 0.0422(18) Uani 1 1 d . . . C12 C 0.1941(3) 0.4997(6) 0.3225(5) 0.058(2) Uani 1 1 d . . . H12A H 0.2030 0.5443 0.2809 0.087 Uiso 1 1 calc R . . H12B H 0.1849 0.4279 0.2974 0.087 Uiso 1 1 calc R . . H12C H 0.2194 0.4920 0.3759 0.087 Uiso 1 1 calc R . . C13 C 0.0451(3) 0.4669(9) 0.3696(7) 0.102(4) Uani 1 1 d . . . H13A H 0.0443 0.3995 0.3373 0.154 Uiso 1 1 calc R . . H13B H 0.0174 0.5074 0.3434 0.154 Uiso 1 1 calc R . . H13C H 0.0481 0.4499 0.4301 0.154 Uiso 1 1 calc R . . C14 C 0.1184(3) 0.8334(6) 0.3948(7) 0.079(3) Uani 1 1 d . . . H14A H 0.1381 0.8504 0.4533 0.118 Uiso 1 1 calc R . . H14B H 0.0878 0.8550 0.3896 0.118 Uiso 1 1 calc R . . H14C H 0.1283 0.8729 0.3520 0.118 Uiso 1 1 calc R . . C15 C 0.3057(2) 0.8455(6) 0.3716(4) 0.0448(19) Uani 1 1 d . . . C16 C 0.3172(3) 0.9524(6) 0.3958(5) 0.051(2) Uani 1 1 d . . . C17 C 0.3617(3) 0.9825(8) 0.4056(5) 0.067(3) Uani 1 1 d . . . H17 H 0.3713 1.0541 0.4238 0.080 Uiso 1 1 calc R . . C18 C 0.3912(3) 0.9106(9) 0.3896(6) 0.073(3) Uani 1 1 d . . . C19 C 0.3778(3) 0.8041(9) 0.3666(5) 0.070(3) Uani 1 1 d . . . H19 H 0.3988 0.7545 0.3571 0.084 Uiso 1 1 calc R . . C20 C 0.3349(2) 0.7676(7) 0.3569(5) 0.051(2) Uani 1 1 d . . . C21 C 0.3201(3) 0.6528(6) 0.3267(6) 0.069(3) Uani 1 1 d . . . H21A H 0.3441 0.6152 0.3124 0.104 Uiso 1 1 calc R . . H21B H 0.2935 0.6558 0.2752 0.104 Uiso 1 1 calc R . . H21C H 0.3130 0.6136 0.3732 0.104 Uiso 1 1 calc R . . C22 C 0.4374(3) 0.9468(10) 0.3967(7) 0.104(4) Uani 1 1 d . . . H22A H 0.4395 1.0257 0.4038 0.156 Uiso 1 1 calc R . . H22B H 0.4441 0.9263 0.3439 0.156 Uiso 1 1 calc R . . H22C H 0.4588 0.9121 0.4471 0.156 Uiso 1 1 calc R . . C23 C 0.2838(3) 1.0322(6) 0.4080(6) 0.073(3) Uani 1 1 d . . . H23A H 0.2552 1.0218 0.3624 0.110 Uiso 1 1 calc R . . H23B H 0.2945 1.1062 0.4047 0.110 Uiso 1 1 calc R . . H23C H 0.2800 1.0208 0.4650 0.110 Uiso 1 1 calc R . . S2 S 0.45042(10) 0.2891(3) 0.4246(2) 0.0992(11) Uani 1 1 d . . . O4 O 0.4455(3) 0.3436(8) 0.5028(5) 0.121(3) Uani 1 1 d . . . H4O H 0.4205 0.3738 0.4899 0.181 Uiso 1 1 calc R . . O5 O 0.4097(2) 0.2467(8) 0.3758(6) 0.143(4) Uani 1 1 d . . . O6 O 0.4890(3) 0.2189(7) 0.4528(6) 0.141(3) Uani 1 1 d . . . C2 C 0.4596(10) 0.3775(17) 0.3673(11) 0.206(12) Uani 1 1 d . . . F4 F 0.5023(5) 0.4396(10) 0.4088(12) 0.250(8) Uani 1 1 d . . . F5 F 0.4684(4) 0.3516(13) 0.2946(8) 0.252(6) Uani 1 1 d . . . F6 F 0.4341(5) 0.4681(11) 0.3490(10) 0.281(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 S1 0.0667(16) 0.0371(10) 0.0447(12) -0.0038(9) 0.0231(11) 0.0068(10) O1 0.070(4) 0.051(3) 0.113(5) 0.018(3) 0.042(4) 0.015(3) O2 0.060(4) 0.057(3) 0.080(4) -0.015(3) 0.028(3) 0.003(3) O3 0.121(6) 0.086(4) 0.086(5) -0.049(4) 0.057(4) -0.028(4) C1 0.169(14) 0.044(6) 0.091(9) 0.010(6) 0.042(9) 0.009(8) F1 0.248(9) 0.069(4) 0.119(5) 0.013(4) 0.106(6) -0.031(5) F2 0.275(11) 0.174(7) 0.054(4) -0.019(4) 0.050(5) -0.084(7) F3 0.192(10) 0.165(7) 0.234(11) 0.140(8) 0.016(8) 0.060(7) N1 0.043(4) 0.026(3) 0.040(3) 0.009(2) 0.018(3) 0.001(2) P1 0.0345(11) 0.0340(10) 0.0401(11) 0.0083(8) 0.0164(9) -0.0044(8) N2 0.035(3) 0.037(3) 0.048(4) 0.010(3) 0.019(3) -0.002(3) C3 0.038(4) 0.050(4) 0.032(4) -0.002(3) 0.003(4) -0.005(4) C4 0.049(5) 0.051(4) 0.034(4) 0.006(3) 0.008(4) -0.009(4) N5 0.036(4) 0.050(3) 0.042(4) 0.013(3) 0.018(3) -0.006(3) C6 0.033(4) 0.039(4) 0.041(4) -0.006(3) 0.009(4) -0.011(3) C7 0.021(4) 0.048(4) 0.062(5) -0.013(4) 0.015(4) 0.003(3) C8 0.029(5) 0.084(6) 0.077(6) -0.025(5) 0.029(4) -0.011(4) C9 0.047(5) 0.069(5) 0.076(6) -0.027(5) 0.036(5) -0.030(4) C10 0.068(6) 0.065(5) 0.047(5) -0.016(4) 0.022(5) -0.029(5) C11 0.052(5) 0.039(4) 0.039(4) 0.000(3) 0.019(4) -0.013(4) C12 0.067(6) 0.047(4) 0.060(5) -0.021(4) 0.022(5) 0.006(4) C13 0.080(8) 0.131(9) 0.109(9) -0.040(7) 0.047(7) -0.071(7) C14 0.039(5) 0.066(6) 0.126(9) -0.016(5) 0.016(5) 0.011(4) C15 0.038(5) 0.062(5) 0.035(4) 0.004(4) 0.013(4) -0.017(4) C16 0.048(5) 0.071(5) 0.042(5) 0.005(4) 0.023(4) -0.008(4) C17 0.063(7) 0.095(6) 0.043(5) 0.002(5) 0.017(5) -0.043(6) C18 0.043(6) 0.118(8) 0.058(6) 0.009(6) 0.017(5) -0.011(6) C19 0.050(6) 0.112(8) 0.053(6) 0.019(5) 0.023(5) -0.004(6) C20 0.036(5) 0.077(6) 0.048(5) 0.020(4) 0.021(4) -0.002(4) C21 0.077(7) 0.073(6) 0.075(6) 0.015(5) 0.048(6) 0.010(5) C22 0.053(7) 0.162(10) 0.103(9) 0.008(7) 0.034(6) -0.044(7) C23 0.102(8) 0.062(5) 0.065(6) -0.005(5) 0.041(6) -0.043(5) S2 0.066(2) 0.119(2) 0.111(2) -0.038(2) 0.0252(18) 0.0100(18) O4 0.085(6) 0.182(8) 0.097(6) -0.042(5) 0.031(5) 0.016(6) O5 0.051(5) 0.192(9) 0.171(8) -0.098(7) 0.011(5) -0.002(5) O6 0.089(6) 0.138(6) 0.195(9) -0.022(6) 0.043(6) 0.055(5) C2 0.36(3) 0.160(16) 0.091(11) 0.035(12) 0.058(17) 0.15(2) F4 0.231(13) 0.209(10) 0.38(2) -0.097(11) 0.201(14) -0.091(10) F5 0.202(11) 0.423(19) 0.171(10) 0.024(12) 0.114(9) 0.026(12) F6 0.321(18) 0.235(12) 0.368(18) 0.157(12) 0.223(15) 0.115(12) _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 S1 O3 1.415(6) . ? S1 O1 1.425(5) . ? S1 O2 1.441(6) . ? S1 C1 1.845(12) . ? C1 F3 1.271(14) . ? C1 F1 1.298(14) . ? C1 F2 1.333(11) . ? N1 P1 1.657(5) 7_566 ? N1 P1 1.666(5) . ? N1 H1 0.8800 . ? P1 N2 1.601(6) . ? P1 N5 1.607(5) . ? P1 N1 1.657(5) 7_566 ? P1 P1 2.466(3) 7_566 ? N2 C3 1.439(8) . ? N2 C6 1.448(8) . ? C3 C4 1.304(9) . ? C3 H3 0.9500 . ? C4 N5 1.451(9) . ? C4 H4 0.9500 . ? N5 C15 1.460(8) . ? C6 C11 1.380(9) . ? C6 C7 1.390(9) . ? C7 C8 1.418(10) . ? C7 C14 1.495(10) . ? C8 C9 1.386(11) . ? C8 H8 0.9500 . ? C9 C10 1.354(11) . ? C9 C13 1.497(11) . ? C10 C11 1.413(10) . ? C10 H10 0.9500 . ? C11 C12 1.524(10) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.392(10) . ? C15 C20 1.407(10) . ? C16 C17 1.415(10) . ? C16 C23 1.503(11) . ? C17 C18 1.372(12) . ? C17 H17 0.9500 . ? C18 C19 1.394(13) . ? C18 C22 1.498(11) . ? C19 C20 1.391(11) . ? C19 H19 0.9500 . ? C20 C21 1.523(11) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? S2 O5 1.384(8) . ? S2 O6 1.448(7) . ? S2 O4 1.488(7) . ? S2 C2 1.52(2) . ? O4 H4O 0.8400 . ? C2 F5 1.337(19) . ? C2 F6 1.356(17) . ? C2 F4 1.51(3) . ? 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 S1 O1 116.6(4) . . ? O3 S1 O2 115.3(4) . . ? O1 S1 O2 113.2(3) . . ? O3 S1 C1 104.3(5) . . ? O1 S1 C1 103.6(5) . . ? O2 S1 C1 101.4(6) . . ? F3 C1 F1 110.3(9) . . ? F3 C1 F2 111.1(13) . . ? F1 C1 F2 107.7(11) . . ? F3 C1 S1 110.3(10) . . ? F1 C1 S1 109.6(10) . . ? F2 C1 S1 107.7(7) . . ? P1 N1 P1 95.8(3) 7_566 . ? P1 N1 H1 132.1 7_566 . ? P1 N1 H1 132.1 . . ? N2 P1 N5 96.2(3) . . ? N2 P1 N1 118.6(3) . 7_566 ? N5 P1 N1 119.7(3) . 7_566 ? N2 P1 N1 121.5(3) . . ? N5 P1 N1 119.0(3) . . ? N1 P1 N1 84.2(3) 7_566 . ? N2 P1 P1 132.4(2) . 7_566 ? N5 P1 P1 131.4(2) . 7_566 ? N1 P1 P1 42.22(17) 7_566 7_566 ? N1 P1 P1 41.95(18) . 7_566 ? C3 N2 C6 121.3(6) . . ? C3 N2 P1 110.1(4) . . ? C6 N2 P1 128.1(4) . . ? C4 C3 N2 112.3(6) . . ? C4 C3 H3 123.8 . . ? N2 C3 H3 123.8 . . ? C3 C4 N5 111.7(6) . . ? C3 C4 H4 124.2 . . ? N5 C4 H4 124.2 . . ? C4 N5 C15 121.3(5) . . ? C4 N5 P1 109.7(5) . . ? C15 N5 P1 128.5(5) . . ? C11 C6 C7 123.4(6) . . ? C11 C6 N2 117.2(6) . . ? C7 C6 N2 119.3(5) . . ? C6 C7 C8 115.1(6) . . ? C6 C7 C14 123.3(7) . . ? C8 C7 C14 121.6(7) . . ? C9 C8 C7 123.7(7) . . ? C9 C8 H8 118.1 . . ? C7 C8 H8 118.1 . . ? C10 C9 C8 117.7(7) . . ? C10 C9 C13 122.1(8) . . ? C8 C9 C13 120.2(8) . . ? C9 C10 C11 122.3(7) . . ? C9 C10 H10 118.8 . . ? C11 C10 H10 118.8 . . ? C6 C11 C10 117.7(7) . . ? C6 C11 C12 122.6(6) . . ? C10 C11 C12 119.7(6) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C13 H13A 109.5 . . ? C9 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C9 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C7 C14 H14A 109.5 . . ? C7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 C20 124.5(7) . . ? C16 C15 N5 118.7(7) . . ? C20 C15 N5 116.6(6) . . ? C15 C16 C17 116.3(8) . . ? C15 C16 C23 121.7(7) . . ? C17 C16 C23 122.0(8) . . ? C18 C17 C16 121.5(8) . . ? C18 C17 H17 119.2 . . ? C16 C17 H17 119.2 . . ? C17 C18 C19 119.5(8) . . ? C17 C18 C22 120.0(10) . . ? C19 C18 C22 120.5(10) . . ? C20 C19 C18 122.5(9) . . ? C20 C19 H19 118.7 . . ? C18 C19 H19 118.7 . . ? C19 C20 C15 115.6(8) . . ? C19 C20 C21 121.8(8) . . ? C15 C20 C21 122.4(7) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C18 C22 H22A 109.5 . . ? C18 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C18 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C16 C23 H23A 109.5 . . ? C16 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C16 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? O5 S2 O6 119.6(6) . . ? O5 S2 O4 109.3(5) . . ? O6 S2 O4 107.9(6) . . ? O5 S2 C2 104.1(12) . . ? O6 S2 C2 108.4(10) . . ? O4 S2 C2 106.9(8) . . ? S2 O4 H4O 109.5 . . ? F5 C2 F6 106.2(14) . . ? F5 C2 F4 96(2) . . ? F6 C2 F4 93.7(18) . . ? F5 C2 S2 120.3(15) . . ? F6 C2 S2 121(2) . . ? F4 C2 S2 114.1(13) . . ? 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 O3 S1 C1 F3 67.7(11) . . . . ? O1 S1 C1 F3 -169.9(9) . . . . ? O2 S1 C1 F3 -52.3(10) . . . . ? O3 S1 C1 F1 -53.9(9) . . . . ? O1 S1 C1 F1 68.5(8) . . . . ? O2 S1 C1 F1 -174.0(7) . . . . ? O3 S1 C1 F2 -170.9(10) . . . . ? O1 S1 C1 F2 -48.5(12) . . . . ? O2 S1 C1 F2 69.1(11) . . . . ? P1 N1 P1 N2 -120.1(3) 7_566 . . . ? P1 N1 P1 N5 120.8(3) 7_566 . . . ? P1 N1 P1 N1 0.0 7_566 . . 7_566 ? N5 P1 N2 C3 -1.0(5) . . . . ? N1 P1 N2 C3 127.8(4) 7_566 . . . ? N1 P1 N2 C3 -130.7(4) . . . . ? P1 P1 N2 C3 177.7(3) 7_566 . . . ? N5 P1 N2 C6 170.6(5) . . . . ? N1 P1 N2 C6 -60.6(6) 7_566 . . . ? N1 P1 N2 C6 40.8(6) . . . . ? P1 P1 N2 C6 -10.7(7) 7_566 . . . ? C6 N2 C3 C4 -172.6(6) . . . . ? P1 N2 C3 C4 -0.3(7) . . . . ? N2 C3 C4 N5 1.7(8) . . . . ? C3 C4 N5 C15 170.5(6) . . . . ? C3 C4 N5 P1 -2.4(7) . . . . ? N2 P1 N5 C4 1.9(5) . . . . ? N1 P1 N5 C4 -126.1(5) 7_566 . . . ? N1 P1 N5 C4 133.4(4) . . . . ? P1 P1 N5 C4 -176.8(3) 7_566 . . . ? N2 P1 N5 C15 -170.4(6) . . . . ? N1 P1 N5 C15 61.6(7) 7_566 . . . ? N1 P1 N5 C15 -38.9(7) . . . . ? P1 P1 N5 C15 10.9(7) 7_566 . . . ? C3 N2 C6 C11 79.4(8) . . . . ? P1 N2 C6 C11 -91.4(7) . . . . ? C3 N2 C6 C7 -97.4(7) . . . . ? P1 N2 C6 C7 91.9(7) . . . . ? C11 C6 C7 C8 0.7(11) . . . . ? N2 C6 C7 C8 177.3(6) . . . . ? C11 C6 C7 C14 -179.4(8) . . . . ? N2 C6 C7 C14 -2.8(11) . . . . ? C6 C7 C8 C9 -2.7(12) . . . . ? C14 C7 C8 C9 177.5(9) . . . . ? C7 C8 C9 C10 2.4(13) . . . . ? C7 C8 C9 C13 -177.3(9) . . . . ? C8 C9 C10 C11 0.0(13) . . . . ? C13 C9 C10 C11 179.7(8) . . . . ? C7 C6 C11 C10 1.3(11) . . . . ? N2 C6 C11 C10 -175.3(6) . . . . ? C7 C6 C11 C12 -179.0(7) . . . . ? N2 C6 C11 C12 4.4(10) . . . . ? C9 C10 C11 C6 -1.7(11) . . . . ? C9 C10 C11 C12 178.6(8) . . . . ? C4 N5 C15 C16 96.5(8) . . . . ? P1 N5 C15 C16 -92.0(7) . . . . ? C4 N5 C15 C20 -79.6(8) . . . . ? P1 N5 C15 C20 91.9(7) . . . . ? C20 C15 C16 C17 0.1(11) . . . . ? N5 C15 C16 C17 -175.6(6) . . . . ? C20 C15 C16 C23 178.3(7) . . . . ? N5 C15 C16 C23 2.6(10) . . . . ? C15 C16 C17 C18 1.9(11) . . . . ? C23 C16 C17 C18 -176.3(8) . . . . ? C16 C17 C18 C19 -2.8(13) . . . . ? C16 C17 C18 C22 177.2(8) . . . . ? C17 C18 C19 C20 1.7(13) . . . . ? C22 C18 C19 C20 -178.2(8) . . . . ? C18 C19 C20 C15 0.2(11) . . . . ? C18 C19 C20 C21 176.4(8) . . . . ? C16 C15 C20 C19 -1.1(11) . . . . ? N5 C15 C20 C19 174.7(6) . . . . ? C16 C15 C20 C21 -177.3(7) . . . . ? N5 C15 C20 C21 -1.5(10) . . . . ? O5 S2 C2 F5 -69(2) . . . . ? O6 S2 C2 F5 60(2) . . . . ? O4 S2 C2 F5 175.6(19) . . . . ? O5 S2 C2 F6 67(2) . . . . ? O6 S2 C2 F6 -164.2(18) . . . . ? O4 S2 C2 F6 -48(2) . . . . ? O5 S2 C2 F4 177.8(12) . . . . ? O6 S2 C2 F4 -53.8(14) . . . . ? O4 S2 C2 F4 62.2(15) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4 H4O O2 0.84 1.68 2.500(9) 163.3 . N1 H1 O1 0.88 1.85 2.731(7) 175.7 . C12 H12C O1 0.98 2.50 3.439(10) 160.7 . C21 H21C O1 0.98 2.59 3.549(10) 166.1 . C3 H3 O3 0.95 2.58 3.146(9) 118.2 4 C4 H4 O3 0.95 2.58 3.140(10) 118.2 4 C23 H23B O3 0.98 2.49 3.450(9) 165.7 1_565 C10 H10 F3 0.95 2.50 3.377(12) 153.0 7_556 C3 H3 O5 0.95 2.39 3.280(11) 155.0 4 C22 H22C O6 0.98 2.51 3.459(14) 164.3 5_666 _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.458 _refine_diff_density_min -0.721 _refine_diff_density_rms 0.110 #============================================================================== data_dg019_hy_compound_5 _database_code_depnum_ccdc_archive 'CCDC 664560' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,3-Bis-(2,6-diisopropylphenyl)-4,5-dimethyl-2-[1,3-bis-(2,6-diisopropyl- phenyl)-4,5-dimethyl-2-oxo-2lambda5-1,3,2-diazaphospholenylimino]- 2lambda5-1,3,2-diazaphospholenylamine ; _chemical_name_common ; 1,3-Bis-(2,6-diisopropylphenyl)-4,5-dimethyl-2-(1,3-bis-(2,6- diisopropyl-phenyl)-4,5-dimethyl-2-oxo-2lambda5-1,3,2- diazaphospholenylimino)-2lambda5-1,3,2-diazaphospholenylamine ; _chemical_melting_point ? _chemical_formula_moiety 'C56 H82 N6 O P2, (C7 H8)2' _chemical_formula_sum 'C70 H98 N6 O P2' _chemical_formula_weight 1101.48 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 triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.279(3) _cell_length_b 14.542(3) _cell_length_c 17.751(4) _cell_angle_alpha 102.26(3) _cell_angle_beta 103.09(3) _cell_angle_gamma 99.46(3) _cell_volume 3180.2(12) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 56 _cell_measurement_theta_min 5 _cell_measurement_theta_max 25 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.150 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1196 _exptl_absorpt_coefficient_mu 0.115 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; dx = 40 mm, 120 sec./deg, 1 deg., 5 sets, 639 frames, scaling using SADABS, T-ratio=0.5926 ; _diffrn_ambient_temperature 123(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 'Bruker-Nonius KappaCCD' _diffrn_measurement_method 'rotation in phi and omega, 1 deg.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37376 _diffrn_reflns_av_R_equivalents 0.1027 _diffrn_reflns_av_sigmaI/netI 0.1504 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 25.03 _reflns_number_total 11069 _reflns_number_gt 5557 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement DIRAX _computing_data_reduction EVALCCD _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material 'SHELXL-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. One of the two toluene molecule is disordered about two split positions in the ratio 0.73(1) : 0.27(1). Geometrical restraints (FLAT, SADI) were used for both the disordered and ordered toluene (as model for the disoredered toluene). Also restraints (SIMU) were used for the refinement of the displacement parameters (isotropic) of the disordered toluene. ; _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^)+(0.1003P)^2^+1.7006P] 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 11069 _refine_ls_number_parameters 692 _refine_ls_number_restraints 92 _refine_ls_R_factor_all 0.1805 _refine_ls_R_factor_gt 0.0794 _refine_ls_wR_factor_ref 0.2192 _refine_ls_wR_factor_gt 0.1758 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.038 _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 O1 O 0.3213(2) 0.29356(19) 0.27424(17) 0.0258(7) Uani 1 1 d . . . N1 N 0.4989(3) 0.2776(2) 0.2412(2) 0.0229(9) Uani 1 1 d . . . P1 P 0.37231(9) 0.23609(8) 0.22021(7) 0.0217(3) Uani 1 1 d . . . N2 N 0.3398(3) 0.1164(2) 0.2141(2) 0.0228(9) Uani 1 1 d . . . C3 C 0.2963(3) 0.0602(3) 0.1325(3) 0.0241(11) Uani 1 1 d . . . C4 C 0.2880(3) 0.1149(3) 0.0811(3) 0.0245(11) Uani 1 1 d . . . N5 N 0.3235(3) 0.2161(2) 0.1211(2) 0.0225(9) Uani 1 1 d . . . C6 C 0.3070(4) 0.0794(3) 0.2772(3) 0.0248(11) Uani 1 1 d . . . C7 C 0.2014(3) 0.0756(3) 0.2833(3) 0.0270(11) Uani 1 1 d . . . C8 C 0.1735(4) 0.0400(3) 0.3434(3) 0.0363(12) Uani 1 1 d . . . H8 H 0.1042 0.0392 0.3496 0.044 Uiso 1 1 calc R . . C9 C 0.2426(4) 0.0054(3) 0.3949(3) 0.0370(13) Uani 1 1 d . . . H9 H 0.2206 -0.0200 0.4351 0.044 Uiso 1 1 calc R . . C10 C 0.3448(4) 0.0081(3) 0.3874(3) 0.0372(13) Uani 1 1 d . . . H10 H 0.3926 -0.0158 0.4228 0.045 Uiso 1 1 calc R . . C11 C 0.3782(4) 0.0450(3) 0.3291(3) 0.0289(11) Uani 1 1 d . . . C12 C 0.4906(4) 0.0435(3) 0.3227(3) 0.0344(12) Uani 1 1 d . . . H12 H 0.5096 0.0903 0.2915 0.041 Uiso 1 1 calc R . . C13 C 0.5709(4) 0.0737(5) 0.4027(3) 0.0600(17) Uani 1 1 d . . . H13A H 0.6417 0.0724 0.3953 0.090 Uiso 1 1 calc R . . H13B H 0.5538 0.0292 0.4348 0.090 Uiso 1 1 calc R . . H13C H 0.5699 0.1393 0.4305 0.090 Uiso 1 1 calc R . . C14 C 0.4974(5) -0.0560(4) 0.2776(4) 0.0675(19) Uani 1 1 d . . . H14A H 0.4454 -0.0758 0.2250 0.101 Uiso 1 1 calc R . . H14B H 0.4825 -0.1028 0.3083 0.101 Uiso 1 1 calc R . . H14C H 0.5689 -0.0534 0.2706 0.101 Uiso 1 1 calc R . . C15 C 0.1179(4) 0.1059(3) 0.2251(3) 0.0309(11) Uani 1 1 d . . . H15 H 0.1516 0.1286 0.1854 0.037 Uiso 1 1 calc R . . C16 C 0.0776(4) 0.1890(3) 0.2679(3) 0.0410(13) Uani 1 1 d . . . H16A H 0.0254 0.2075 0.2286 0.061 Uiso 1 1 calc R . . H16B H 0.1372 0.2444 0.2951 0.061 Uiso 1 1 calc R . . H16C H 0.0443 0.1685 0.3073 0.061 Uiso 1 1 calc R . . C17 C 0.0254(4) 0.0187(4) 0.1790(3) 0.0467(14) Uani 1 1 d . . . H17A H -0.0270 0.0387 0.1410 0.070 Uiso 1 1 calc R . . H17B H -0.0081 -0.0056 0.2169 0.070 Uiso 1 1 calc R . . H17C H 0.0525 -0.0324 0.1497 0.070 Uiso 1 1 calc R . . C18 C 0.3083(3) 0.2865(3) 0.0749(3) 0.0255(11) Uani 1 1 d . . . C19 C 0.2065(4) 0.3106(3) 0.0572(3) 0.0289(11) Uani 1 1 d . . . C20 C 0.1908(4) 0.3709(3) 0.0060(3) 0.0348(12) Uani 1 1 d . . . H20 H 0.1240 0.3876 -0.0073 0.042 Uiso 1 1 calc R . . C21 C 0.2696(4) 0.4068(3) -0.0258(3) 0.0349(12) Uani 1 1 d . . . H21 H 0.2566 0.4476 -0.0605 0.042 Uiso 1 1 calc R . . C22 C 0.3682(4) 0.3834(3) -0.0073(3) 0.0290(11) Uani 1 1 d . . . H22 H 0.4226 0.4097 -0.0285 0.035 Uiso 1 1 calc R . . C23 C 0.3879(4) 0.3218(3) 0.0418(3) 0.0254(11) Uani 1 1 d . . . C24 C 0.4947(3) 0.2922(3) 0.0547(3) 0.0261(11) Uani 1 1 d . . . H24 H 0.4955 0.2477 0.0906 0.031 Uiso 1 1 calc R . . C25 C 0.5871(3) 0.3798(3) 0.0954(3) 0.0315(12) Uani 1 1 d . . . H25A H 0.6542 0.3586 0.1028 0.047 Uiso 1 1 calc R . . H25B H 0.5795 0.4117 0.1476 0.047 Uiso 1 1 calc R . . H25C H 0.5868 0.4253 0.0617 0.047 Uiso 1 1 calc R . . C26 C 0.5091(4) 0.2376(3) -0.0250(3) 0.0380(13) Uani 1 1 d . . . H26A H 0.4499 0.1814 -0.0502 0.057 Uiso 1 1 calc R . . H26B H 0.5759 0.2160 -0.0148 0.057 Uiso 1 1 calc R . . H26C H 0.5106 0.2804 -0.0607 0.057 Uiso 1 1 calc R . . C27 C 0.1187(4) 0.2737(3) 0.0917(3) 0.0356(12) Uani 1 1 d . . . H27 H 0.1516 0.2513 0.1390 0.043 Uiso 1 1 calc R . . C28 C 0.0605(4) 0.3508(4) 0.1205(3) 0.0484(14) Uani 1 1 d . . . H28A H 0.0051 0.3226 0.1425 0.073 Uiso 1 1 calc R . . H28B H 0.0281 0.3748 0.0754 0.073 Uiso 1 1 calc R . . H28C H 0.1109 0.4043 0.1622 0.073 Uiso 1 1 calc R . . C29 C 0.0375(4) 0.1879(4) 0.0323(4) 0.0578(16) Uani 1 1 d . . . H29A H -0.0177 0.1658 0.0570 0.087 Uiso 1 1 calc R . . H29B H 0.0726 0.1353 0.0172 0.087 Uiso 1 1 calc R . . H29C H 0.0052 0.2072 -0.0156 0.087 Uiso 1 1 calc R . . C30 C 0.2572(4) 0.0828(3) -0.0083(3) 0.0353(12) Uani 1 1 d . . . H30A H 0.3207 0.0782 -0.0269 0.053 Uiso 1 1 calc R . . H30B H 0.2228 0.1298 -0.0302 0.053 Uiso 1 1 calc R . . H30C H 0.2078 0.0196 -0.0264 0.053 Uiso 1 1 calc R . . C31 C 0.2692(4) -0.0479(3) 0.1124(3) 0.0403(13) Uani 1 1 d . . . H31A H 0.2187 -0.0733 0.0593 0.060 Uiso 1 1 calc R . . H31B H 0.2374 -0.0689 0.1523 0.060 Uiso 1 1 calc R . . H31C H 0.3339 -0.0721 0.1124 0.060 Uiso 1 1 calc R . . N1' N 0.5411(3) 0.3364(3) 0.3967(2) 0.0255(9) Uani 1 1 d D . . H1'A H 0.568(3) 0.378(3) 0.4464(15) 0.038 Uiso 1 1 d D . . H1'B H 0.4706(17) 0.322(3) 0.392(3) 0.038 Uiso 1 1 d D . . P1' P 0.58060(9) 0.34788(8) 0.31788(7) 0.0208(3) Uani 1 1 d . . . N2' N 0.6195(3) 0.4653(2) 0.3219(2) 0.0223(9) Uani 1 1 d . . . C3' C 0.7249(3) 0.4867(3) 0.3118(3) 0.0235(10) Uani 1 1 d . . . C4' C 0.7710(3) 0.4128(3) 0.3132(3) 0.0246(11) Uani 1 1 d . . . N5' N 0.7036(3) 0.3314(2) 0.3252(2) 0.0211(8) Uani 1 1 d . . . C6' C 0.5826(3) 0.5460(3) 0.3641(3) 0.0226(10) Uani 1 1 d . . . C7' C 0.6352(3) 0.5921(3) 0.4444(3) 0.0285(11) Uani 1 1 d . . . C8' C 0.6082(4) 0.6766(3) 0.4810(3) 0.0292(11) Uani 1 1 d . . . H8' H 0.6445 0.7096 0.5350 0.035 Uiso 1 1 calc R . . C9' C 0.5293(4) 0.7122(3) 0.4389(3) 0.0310(12) Uani 1 1 d . . . H9' H 0.5121 0.7698 0.4639 0.037 Uiso 1 1 calc R . . C10' C 0.4762(4) 0.6647(3) 0.3617(3) 0.0310(12) Uani 1 1 d . . . H10' H 0.4206 0.6891 0.3344 0.037 Uiso 1 1 calc R . . C11' C 0.5008(3) 0.5802(3) 0.3203(3) 0.0246(11) Uani 1 1 d . . . C12' C 0.4427(4) 0.5346(3) 0.2345(3) 0.0289(11) Uani 1 1 d . . . H12' H 0.4628 0.4715 0.2184 0.035 Uiso 1 1 calc R . . C13' C 0.3216(4) 0.5138(3) 0.2216(3) 0.0343(12) Uani 1 1 d . . . H13D H 0.2862 0.4833 0.1649 0.051 Uiso 1 1 calc R . . H13E H 0.2998 0.5745 0.2380 0.051 Uiso 1 1 calc R . . H13F H 0.3019 0.4704 0.2538 0.051 Uiso 1 1 calc R . . C14' C 0.4750(4) 0.5969(3) 0.1809(3) 0.0413(13) Uani 1 1 d . . . H14D H 0.4365 0.5649 0.1249 0.062 Uiso 1 1 calc R . . H14E H 0.5514 0.6057 0.1872 0.062 Uiso 1 1 calc R . . H14F H 0.4576 0.6600 0.1963 0.062 Uiso 1 1 calc R . . C15' C 0.7239(4) 0.5584(3) 0.4951(3) 0.0297(11) Uani 1 1 d . . . H15' H 0.7339 0.4980 0.4612 0.036 Uiso 1 1 calc R . . C16' C 0.6955(4) 0.5341(3) 0.5690(3) 0.0369(13) Uani 1 1 d . . . H16D H 0.6287 0.4854 0.5519 0.055 Uiso 1 1 calc R . . H16E H 0.6877 0.5926 0.6043 0.055 Uiso 1 1 calc R . . H16F H 0.7521 0.5087 0.5979 0.055 Uiso 1 1 calc R . . C17' C 0.8295(4) 0.6338(4) 0.5208(3) 0.0428(13) Uani 1 1 d . . . H17D H 0.8849 0.6099 0.5526 0.064 Uiso 1 1 calc R . . H17E H 0.8213 0.6944 0.5529 0.064 Uiso 1 1 calc R . . H17F H 0.8495 0.6450 0.4731 0.064 Uiso 1 1 calc R . . C18' C 0.7431(3) 0.2458(3) 0.3345(3) 0.0235(10) Uani 1 1 d . . . C19' C 0.7955(3) 0.2423(3) 0.4109(3) 0.0282(11) Uani 1 1 d . . . C20' C 0.8442(4) 0.1651(3) 0.4185(3) 0.0332(12) Uani 1 1 d . . . H20' H 0.8820 0.1625 0.4701 0.040 Uiso 1 1 calc R . . C21' C 0.8381(4) 0.0924(3) 0.3521(3) 0.0336(12) Uani 1 1 d . . . H21' H 0.8715 0.0404 0.3581 0.040 Uiso 1 1 calc R . . C22' C 0.7837(4) 0.0957(3) 0.2772(3) 0.0318(12) Uani 1 1 d . . . H22' H 0.7784 0.0446 0.2321 0.038 Uiso 1 1 calc R . . C23' C 0.7358(3) 0.1723(3) 0.2656(3) 0.0235(10) Uani 1 1 d . . . C24' C 0.6837(4) 0.1745(3) 0.1801(3) 0.0279(11) Uani 1 1 d . . . H24' H 0.6564 0.2349 0.1831 0.034 Uiso 1 1 calc R . . C25' C 0.7649(4) 0.1778(3) 0.1307(3) 0.0373(12) Uani 1 1 d . . . H25D H 0.7299 0.1802 0.0764 0.056 Uiso 1 1 calc R . . H25E H 0.7943 0.1200 0.1278 0.056 Uiso 1 1 calc R . . H25F H 0.8223 0.2355 0.1562 0.056 Uiso 1 1 calc R . . C26' C 0.5897(4) 0.0891(3) 0.1387(3) 0.0332(12) Uani 1 1 d . . . H26D H 0.5581 0.0931 0.0844 0.050 Uiso 1 1 calc R . . H26E H 0.5366 0.0906 0.1691 0.050 Uiso 1 1 calc R . . H26F H 0.6140 0.0287 0.1362 0.050 Uiso 1 1 calc R . . C27' C 0.8035(4) 0.3194(3) 0.4873(3) 0.0312(12) Uani 1 1 d . . . H27' H 0.7529 0.3606 0.4721 0.037 Uiso 1 1 calc R . . C28' C 0.9120(5) 0.3845(5) 0.5215(4) 0.074(2) Uani 1 1 d . . . H28D H 0.9127 0.4332 0.5693 0.110 Uiso 1 1 calc R . . H28E H 0.9301 0.4166 0.4815 0.110 Uiso 1 1 calc R . . H28F H 0.9641 0.3462 0.5360 0.110 Uiso 1 1 calc R . . C29' C 0.7709(5) 0.2766(4) 0.5517(3) 0.0586(17) Uani 1 1 d . . . H29D H 0.7000 0.2342 0.5293 0.088 Uiso 1 1 calc R . . H29E H 0.7701 0.3287 0.5966 0.088 Uiso 1 1 calc R . . H29F H 0.8217 0.2391 0.5706 0.088 Uiso 1 1 calc R . . C30' C 0.7637(4) 0.5804(3) 0.2945(3) 0.0307(11) Uani 1 1 d . . . H30D H 0.8400 0.5900 0.2998 0.046 Uiso 1 1 calc R . . H30E H 0.7502 0.6333 0.3326 0.046 Uiso 1 1 calc R . . H30F H 0.7262 0.5791 0.2399 0.046 Uiso 1 1 calc R . . C31' C 0.8774(3) 0.4045(3) 0.3006(3) 0.0341(12) Uani 1 1 d . . . H31D H 0.8680 0.3653 0.2462 0.051 Uiso 1 1 calc R . . H31E H 0.9136 0.3737 0.3395 0.051 Uiso 1 1 calc R . . H31F H 0.9202 0.4690 0.3077 0.051 Uiso 1 1 calc R . . C1T C 0.7411(4) -0.1711(3) 0.3355(4) 0.0472(15) Uani 1 1 d D . . H1T H 0.6659 -0.1864 0.3162 0.057 Uiso 1 1 calc R . . C2T C 0.7877(5) -0.1491(3) 0.4172(4) 0.0525(16) Uani 1 1 d D . . H2T H 0.7441 -0.1488 0.4529 0.063 Uiso 1 1 calc R . . C3T C 0.8952(5) -0.1278(4) 0.4470(3) 0.0527(15) Uani 1 1 d D . . H3T H 0.9269 -0.1128 0.5031 0.063 Uiso 1 1 calc R . . C4T C 0.9578(5) -0.1285(4) 0.3936(4) 0.0568(17) Uani 1 1 d D . . H4T H 1.0329 -0.1140 0.4134 0.068 Uiso 1 1 calc R . . C5T C 0.9122(5) -0.1498(4) 0.3135(4) 0.0494(15) Uani 1 1 d D . . H5T H 0.9563 -0.1503 0.2781 0.059 Uiso 1 1 calc R . . C6T C 0.8015(6) -0.1712(3) 0.2814(3) 0.0515(16) Uani 1 1 d D . . C7T C 0.7527(6) -0.1942(5) 0.1947(4) 0.106(3) Uani 1 1 d D . . H7T1 H 0.7148 -0.2621 0.1753 0.160 Uiso 1 1 calc R . . H7T2 H 0.8080 -0.1829 0.1672 0.160 Uiso 1 1 calc R . . H7T3 H 0.7027 -0.1530 0.1837 0.160 Uiso 1 1 calc R . . C8T C 0.0747(4) 0.5979(3) 0.1101(3) 0.049(2) Uiso 0.726(8) 1 d PGDU A 1 H8T H 0.0503 0.5468 0.0625 0.059 Uiso 0.726(8) 1 calc PR A 1 C9T C 0.0212(4) 0.6012(4) 0.1692(3) 0.061(3) Uiso 0.726(8) 1 d PGDU A 1 H9T H -0.0399 0.5523 0.1618 0.074 Uiso 0.726(8) 1 calc PR A 1 C10T C 0.0570(4) 0.6759(4) 0.2389(3) 0.066(2) Uiso 0.726(8) 1 d PGDU A 1 H10T H 0.0204 0.6782 0.2792 0.079 Uiso 0.726(8) 1 calc PR A 1 C11T C 0.1463(5) 0.7474(4) 0.2496(3) 0.078(3) Uiso 0.726(8) 1 d PGDU A 1 H11T H 0.1708 0.7985 0.2972 0.094 Uiso 0.726(8) 1 calc PR A 1 C12T C 0.1999(4) 0.7441(3) 0.1906(3) 0.063(3) Uiso 0.726(8) 1 d PGDU A 1 H12T H 0.2609 0.7930 0.1979 0.076 Uiso 0.726(8) 1 calc PR A 1 C13T C 0.1641(4) 0.6693(4) 0.1209(3) 0.0471(19) Uiso 0.726(8) 1 d PGDU A 1 C14T C 0.2203(7) 0.6652(7) 0.0569(5) 0.086(3) Uiso 0.726(8) 1 d PDU A 1 H14G H 0.2285 0.7270 0.0427 0.128 Uiso 0.726(8) 1 calc PR A 1 H14H H 0.1791 0.6134 0.0096 0.128 Uiso 0.726(8) 1 calc PR A 1 H14I H 0.2905 0.6524 0.0765 0.128 Uiso 0.726(8) 1 calc PR A 1 C8A C 0.1419(11) 0.7255(9) 0.2293(7) 0.055(6) Uiso 0.274(8) 1 d PGDU A 2 H8A H 0.1231 0.7498 0.2771 0.066 Uiso 0.274(8) 1 calc PR A 2 C9A C 0.2355(11) 0.7704(9) 0.2172(8) 0.062(6) Uiso 0.274(8) 1 d PGDU A 2 H9A H 0.2807 0.8254 0.2566 0.075 Uiso 0.274(8) 1 calc PR A 2 C10A C 0.2630(10) 0.7350(10) 0.1473(9) 0.066(2) Uiso 0.274(8) 1 d PGDU A 2 H10A H 0.3270 0.7657 0.1390 0.079 Uiso 0.274(8) 1 calc PR A 2 C11A C 0.1970(12) 0.6546(10) 0.0896(7) 0.056(5) Uiso 0.274(8) 1 d PGDU A 2 H11A H 0.2158 0.6303 0.0419 0.067 Uiso 0.274(8) 1 calc PR A 2 C12A C 0.1034(11) 0.6096(9) 0.1018(7) 0.050(6) Uiso 0.274(8) 1 d PGDU A 2 H12A H 0.0582 0.5547 0.0624 0.060 Uiso 0.274(8) 1 calc PR A 2 C13A C 0.0759(9) 0.6451(9) 0.1717(8) 0.0471(19) Uiso 0.274(8) 1 d PGDU A 2 C14A C -0.0192(14) 0.5935(15) 0.1884(13) 0.086(3) Uiso 0.274(8) 1 d PDU A 2 H14J H -0.0487 0.6401 0.2205 0.128 Uiso 0.274(8) 1 calc PR A 2 H14K H 0.0006 0.5465 0.2179 0.128 Uiso 0.274(8) 1 calc PR A 2 H14L H -0.0726 0.5598 0.1377 0.128 Uiso 0.274(8) 1 calc PR A 2 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 O1 0.0164(17) 0.0285(16) 0.0341(19) 0.0041(14) 0.0126(14) 0.0066(13) N1 0.015(2) 0.027(2) 0.029(2) 0.0053(17) 0.0116(17) 0.0059(16) P1 0.0153(7) 0.0234(6) 0.0281(7) 0.0062(5) 0.0092(5) 0.0055(5) N2 0.017(2) 0.027(2) 0.026(2) 0.0065(17) 0.0104(17) 0.0033(16) C3 0.020(3) 0.031(3) 0.024(3) 0.006(2) 0.012(2) 0.010(2) C4 0.016(3) 0.029(3) 0.031(3) 0.002(2) 0.011(2) 0.010(2) N5 0.016(2) 0.0219(19) 0.031(2) 0.0069(17) 0.0092(17) 0.0046(16) C6 0.029(3) 0.022(2) 0.026(3) 0.008(2) 0.013(2) 0.002(2) C7 0.020(3) 0.027(2) 0.033(3) 0.007(2) 0.009(2) 0.002(2) C8 0.027(3) 0.047(3) 0.038(3) 0.016(3) 0.013(3) 0.004(2) C9 0.042(3) 0.044(3) 0.033(3) 0.019(2) 0.022(3) 0.005(3) C10 0.032(3) 0.047(3) 0.041(3) 0.021(3) 0.014(3) 0.014(2) C11 0.024(3) 0.032(3) 0.035(3) 0.014(2) 0.012(2) 0.006(2) C12 0.026(3) 0.044(3) 0.040(3) 0.018(2) 0.012(2) 0.012(2) C13 0.029(3) 0.095(5) 0.061(4) 0.026(3) 0.019(3) 0.012(3) C14 0.038(4) 0.070(4) 0.097(5) 0.009(4) 0.026(4) 0.024(3) C15 0.024(3) 0.036(3) 0.036(3) 0.010(2) 0.013(2) 0.004(2) C16 0.022(3) 0.043(3) 0.058(4) 0.011(3) 0.015(3) 0.005(2) C17 0.030(3) 0.054(3) 0.051(4) 0.011(3) 0.006(3) 0.004(3) C18 0.021(3) 0.026(2) 0.030(3) 0.005(2) 0.009(2) 0.006(2) C19 0.020(3) 0.030(3) 0.033(3) 0.007(2) 0.003(2) 0.003(2) C20 0.022(3) 0.042(3) 0.045(3) 0.019(3) 0.008(2) 0.012(2) C21 0.033(3) 0.040(3) 0.034(3) 0.015(2) 0.008(2) 0.010(2) C22 0.021(3) 0.035(3) 0.034(3) 0.011(2) 0.012(2) 0.006(2) C23 0.024(3) 0.028(2) 0.027(3) 0.007(2) 0.010(2) 0.007(2) C24 0.019(3) 0.030(2) 0.035(3) 0.012(2) 0.012(2) 0.009(2) C25 0.021(3) 0.039(3) 0.038(3) 0.013(2) 0.012(2) 0.009(2) C26 0.032(3) 0.045(3) 0.042(3) 0.009(2) 0.019(3) 0.013(2) C27 0.020(3) 0.045(3) 0.050(3) 0.022(3) 0.012(2) 0.014(2) C28 0.034(3) 0.057(3) 0.060(4) 0.018(3) 0.022(3) 0.010(3) C29 0.034(4) 0.055(4) 0.078(5) 0.005(3) 0.021(3) 0.001(3) C30 0.030(3) 0.036(3) 0.038(3) 0.008(2) 0.009(2) 0.005(2) C31 0.047(4) 0.032(3) 0.042(3) 0.008(2) 0.014(3) 0.008(2) N1' 0.019(2) 0.030(2) 0.023(2) 0.0015(17) 0.0051(19) 0.0023(18) P1' 0.0144(7) 0.0244(6) 0.0267(7) 0.0061(5) 0.0106(5) 0.0061(5) N2' 0.015(2) 0.026(2) 0.030(2) 0.0060(16) 0.0107(17) 0.0089(16) C3' 0.015(3) 0.024(2) 0.034(3) 0.007(2) 0.010(2) 0.0059(19) C4' 0.015(3) 0.029(2) 0.030(3) 0.006(2) 0.010(2) 0.003(2) N5' 0.011(2) 0.0217(19) 0.032(2) 0.0052(16) 0.0078(17) 0.0061(15) C6' 0.019(3) 0.018(2) 0.031(3) 0.001(2) 0.012(2) 0.0028(19) C7' 0.019(3) 0.031(3) 0.038(3) 0.008(2) 0.015(2) 0.003(2) C8' 0.029(3) 0.031(3) 0.027(3) -0.001(2) 0.016(2) 0.004(2) C9' 0.031(3) 0.024(2) 0.042(3) 0.002(2) 0.020(3) 0.010(2) C10' 0.028(3) 0.033(3) 0.041(3) 0.013(2) 0.017(2) 0.016(2) C11' 0.025(3) 0.026(2) 0.032(3) 0.010(2) 0.018(2) 0.009(2) C12' 0.026(3) 0.032(3) 0.033(3) 0.011(2) 0.008(2) 0.016(2) C13' 0.024(3) 0.037(3) 0.042(3) 0.009(2) 0.008(2) 0.012(2) C14' 0.044(3) 0.044(3) 0.045(3) 0.019(3) 0.020(3) 0.014(3) C15' 0.027(3) 0.034(3) 0.029(3) 0.003(2) 0.012(2) 0.011(2) C16' 0.041(3) 0.036(3) 0.029(3) 0.000(2) 0.008(2) 0.009(2) C17' 0.023(3) 0.058(3) 0.042(3) 0.004(3) 0.009(2) 0.004(2) C18' 0.013(2) 0.024(2) 0.033(3) 0.007(2) 0.007(2) 0.0046(19) C19' 0.013(3) 0.033(3) 0.042(3) 0.008(2) 0.012(2) 0.007(2) C20' 0.018(3) 0.041(3) 0.041(3) 0.012(2) 0.006(2) 0.011(2) C21' 0.017(3) 0.032(3) 0.056(4) 0.015(3) 0.012(3) 0.011(2) C22' 0.026(3) 0.029(3) 0.041(3) 0.004(2) 0.016(2) 0.008(2) C23' 0.012(2) 0.025(2) 0.035(3) 0.006(2) 0.010(2) 0.0037(19) C24' 0.023(3) 0.025(2) 0.041(3) 0.007(2) 0.017(2) 0.011(2) C25' 0.032(3) 0.043(3) 0.040(3) 0.004(2) 0.019(3) 0.012(2) C26' 0.027(3) 0.034(3) 0.039(3) 0.003(2) 0.014(2) 0.010(2) C27' 0.024(3) 0.036(3) 0.033(3) 0.007(2) 0.006(2) 0.012(2) C28' 0.040(4) 0.088(5) 0.064(4) -0.024(4) 0.015(3) -0.009(3) C29' 0.076(5) 0.060(4) 0.045(4) 0.012(3) 0.026(3) 0.018(3) C30' 0.019(3) 0.032(3) 0.047(3) 0.012(2) 0.019(2) 0.004(2) C31' 0.016(3) 0.033(3) 0.052(3) 0.005(2) 0.013(2) 0.006(2) C1T 0.028(3) 0.032(3) 0.075(5) 0.016(3) 0.001(3) 0.003(2) C2T 0.050(4) 0.039(3) 0.077(5) 0.015(3) 0.032(4) 0.009(3) C3T 0.041(4) 0.061(4) 0.053(4) 0.021(3) 0.006(3) 0.004(3) C4T 0.032(4) 0.069(4) 0.083(5) 0.045(4) 0.016(4) 0.015(3) C5T 0.055(4) 0.045(3) 0.070(5) 0.029(3) 0.037(4) 0.024(3) C6T 0.082(5) 0.018(3) 0.048(4) 0.008(2) 0.010(4) 0.007(3) C7T 0.174(9) 0.049(4) 0.062(5) 0.006(4) -0.012(5) 0.003(5) _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 O1 P1 1.489(3) . ? N1 P1' 1.565(4) . ? N1 P1 1.617(4) . ? P1 N5 1.675(4) . ? P1 N2 1.697(3) . ? N2 C3 1.435(5) . ? N2 C6 1.461(5) . ? C3 C4 1.329(6) . ? C3 C31 1.499(6) . ? C4 N5 1.438(5) . ? C4 C30 1.494(6) . ? N5 C18 1.452(5) . ? C6 C11 1.397(6) . ? C6 C7 1.424(6) . ? C7 C8 1.377(6) . ? C7 C15 1.525(6) . ? C8 C9 1.378(7) . ? C8 H8 0.9500 . ? C9 C10 1.389(7) . ? C9 H9 0.9500 . ? C10 C11 1.386(6) . ? C10 H10 0.9500 . ? C11 C12 1.526(6) . ? C12 C13 1.498(7) . ? C12 C14 1.526(7) . ? C12 H12 1.0000 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.526(6) . ? C15 C17 1.543(6) . ? C15 H15 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C23 1.399(6) . ? C18 C19 1.435(6) . ? C19 C20 1.398(6) . ? C19 C27 1.509(7) . ? C20 C21 1.377(6) . ? C20 H20 0.9500 . ? C21 C22 1.391(6) . ? C21 H21 0.9500 . ? C22 C23 1.391(6) . ? C22 H22 0.9500 . ? C23 C24 1.532(6) . ? C24 C25 1.532(6) . ? C24 C26 1.537(6) . ? C24 H24 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C29 1.522(7) . ? C27 C28 1.528(6) . ? C27 H27 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? N1' P1' 1.633(4) . ? N1' H1'A 0.911(19) . ? N1' H1'B 0.906(19) . ? P1' N5' 1.670(3) . ? P1' N2' 1.682(4) . ? N2' C3' 1.443(5) . ? N2' C6' 1.470(5) . ? C3' C4' 1.324(5) . ? C3' C30' 1.494(6) . ? C4' N5' 1.446(5) . ? C4' C31' 1.500(6) . ? N5' C18' 1.454(5) . ? C6' C7' 1.400(6) . ? C6' C11' 1.411(6) . ? C7' C8' 1.404(6) . ? C7' C15' 1.527(6) . ? C8' C9' 1.383(6) . ? C8' H8' 0.9500 . ? C9' C10' 1.362(6) . ? C9' H9' 0.9500 . ? C10' C11' 1.419(6) . ? C10' H10' 0.9500 . ? C11' C12' 1.492(6) . ? C12' C14' 1.527(6) . ? C12' C13' 1.540(6) . ? C12' H12' 1.0000 . ? C13' H13D 0.9800 . ? C13' H13E 0.9800 . ? C13' H13F 0.9800 . ? C14' H14D 0.9800 . ? C14' H14E 0.9800 . ? C14' H14F 0.9800 . ? C15' C16' 1.538(6) . ? C15' C17' 1.539(6) . ? C15' H15' 1.0000 . ? C16' H16D 0.9800 . ? C16' H16E 0.9800 . ? C16' H16F 0.9800 . ? C17' H17D 0.9800 . ? C17' H17E 0.9800 . ? C17' H17F 0.9800 . ? C18' C19' 1.393(6) . ? C18' C23' 1.416(6) . ? C19' C20' 1.401(6) . ? C19' C27' 1.534(6) . ? C20' C21' 1.384(6) . ? C20' H20' 0.9500 . ? C21' C22' 1.377(6) . ? C21' H21' 0.9500 . ? C22' C23' 1.400(6) . ? C22' H22' 0.9500 . ? C23' C24' 1.527(6) . ? C24' C26' 1.525(6) . ? C24' C25' 1.539(6) . ? C24' H24' 1.0000 . ? C25' H25D 0.9800 . ? C25' H25E 0.9800 . ? C25' H25F 0.9800 . ? C26' H26D 0.9800 . ? C26' H26E 0.9800 . ? C26' H26F 0.9800 . ? C27' C28' 1.502(7) . ? C27' C29' 1.523(7) . ? C27' H27' 1.0000 . ? C28' H28D 0.9800 . ? C28' H28E 0.9800 . ? C28' H28F 0.9800 . ? C29' H29D 0.9800 . ? C29' H29E 0.9800 . ? C29' H29F 0.9800 . ? C30' H30D 0.9800 . ? C30' H30E 0.9800 . ? C30' H30F 0.9800 . ? C31' H31D 0.9800 . ? C31' H31E 0.9800 . ? C31' H31F 0.9800 . ? C1T C6T 1.384(8) . ? C1T C2T 1.385(7) . ? C1T H1T 0.9500 . ? C2T C3T 1.363(7) . ? C2T H2T 0.9500 . ? C3T C4T 1.395(8) . ? C3T H3T 0.9500 . ? C4T C5T 1.359(7) . ? C4T H4T 0.9500 . ? C5T C6T 1.406(8) . ? C5T H5T 0.9500 . ? C6T C7T 1.469(7) . ? C7T H7T1 0.9800 . ? C7T H7T2 0.9800 . ? C7T H7T3 0.9800 . ? C8T C9T 1.3900 . ? C8T C13T 1.3900 . ? C8T H8T 0.9500 . ? C9T C10T 1.3900 . ? C9T H9T 0.9500 . ? C10T C11T 1.3900 . ? C10T H10T 0.9500 . ? C11T C12T 1.3900 . ? C11T H11T 0.9500 . ? C12T C13T 1.3900 . ? C12T H12T 0.9500 . ? C13T C14T 1.490(8) . ? C14T H14G 0.9800 . ? C14T H14H 0.9800 . ? C14T H14I 0.9800 . ? C8A C9A 1.3900 . ? C8A C13A 1.3900 . ? C8A H8A 0.9500 . ? C9A C10A 1.3900 . ? C9A H9A 0.9500 . ? C10A C11A 1.3900 . ? C10A H10A 0.9500 . ? C11A C12A 1.3900 . ? C11A H11A 0.9500 . ? C12A C13A 1.3900 . ? C12A H12A 0.9500 . ? C13A C14A 1.483(9) . ? C14A H14J 0.9800 . ? C14A H14K 0.9800 . ? C14A H14L 0.9800 . ? 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 P1' N1 P1 132.0(2) . . ? O1 P1 N1 112.90(18) . . ? O1 P1 N5 118.58(17) . . ? N1 P1 N5 107.25(18) . . ? O1 P1 N2 112.09(18) . . ? N1 P1 N2 112.81(17) . . ? N5 P1 N2 91.47(17) . . ? C3 N2 C6 118.7(3) . . ? C3 N2 P1 111.6(3) . . ? C6 N2 P1 122.7(3) . . ? C4 C3 N2 112.4(4) . . ? C4 C3 C31 126.7(4) . . ? N2 C3 C31 120.8(4) . . ? C3 C4 N5 112.0(4) . . ? C3 C4 C30 128.0(4) . . ? N5 C4 C30 119.8(4) . . ? C4 N5 C18 119.3(3) . . ? C4 N5 P1 112.4(3) . . ? C18 N5 P1 128.2(3) . . ? C11 C6 C7 120.6(4) . . ? C11 C6 N2 119.7(4) . . ? C7 C6 N2 119.6(4) . . ? C8 C7 C6 117.8(4) . . ? C8 C7 C15 119.0(4) . . ? C6 C7 C15 123.1(4) . . ? C7 C8 C9 122.3(5) . . ? C7 C8 H8 118.8 . . ? C9 C8 H8 118.8 . . ? C8 C9 C10 119.2(5) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C11 C10 C9 121.1(4) . . ? C11 C10 H10 119.4 . . ? C9 C10 H10 119.4 . . ? C10 C11 C6 118.9(4) . . ? C10 C11 C12 118.5(4) . . ? C6 C11 C12 122.6(4) . . ? C13 C12 C11 112.7(4) . . ? C13 C12 C14 109.2(4) . . ? C11 C12 C14 111.3(4) . . ? C13 C12 H12 107.8 . . ? C11 C12 H12 107.8 . . ? C14 C12 H12 107.8 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C7 C15 C16 111.7(4) . . ? C7 C15 C17 110.2(4) . . ? C16 C15 C17 110.8(4) . . ? C7 C15 H15 108.0 . . ? C16 C15 H15 108.0 . . ? C17 C15 H15 108.0 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C23 C18 C19 121.1(4) . . ? C23 C18 N5 120.1(4) . . ? C19 C18 N5 118.4(4) . . ? C20 C19 C18 117.2(4) . . ? C20 C19 C27 120.2(4) . . ? C18 C19 C27 122.6(4) . . ? C21 C20 C19 121.7(4) . . ? C21 C20 H20 119.1 . . ? C19 C20 H20 119.1 . . ? C20 C21 C22 120.3(4) . . ? C20 C21 H21 119.9 . . ? C22 C21 H21 119.9 . . ? C23 C22 C21 120.6(4) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C22 C23 C18 119.0(4) . . ? C22 C23 C24 118.4(4) . . ? C18 C23 C24 122.6(4) . . ? C23 C24 C25 111.4(3) . . ? C23 C24 C26 111.0(4) . . ? C25 C24 C26 110.2(4) . . ? C23 C24 H24 108.1 . . ? C25 C24 H24 108.1 . . ? C26 C24 H24 108.1 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C19 C27 C29 112.0(4) . . ? C19 C27 C28 113.4(4) . . ? C29 C27 C28 108.5(4) . . ? C19 C27 H27 107.6 . . ? C29 C27 H27 107.6 . . ? C28 C27 H27 107.6 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C4 C30 H30A 109.5 . . ? C4 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C4 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C3 C31 H31A 109.5 . . ? C3 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C3 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? P1' N1' H1'A 125(3) . . ? P1' N1' H1'B 119(3) . . ? H1'A N1' H1'B 103(4) . . ? N1 P1' N1' 109.3(2) . . ? N1 P1' N5' 111.97(18) . . ? N1' P1' N5' 112.39(19) . . ? N1 P1' N2' 120.27(18) . . ? N1' P1' N2' 110.33(18) . . ? N5' P1' N2' 91.62(17) . . ? C3' N2' C6' 116.9(3) . . ? C3' N2' P1' 111.3(2) . . ? C6' N2' P1' 126.6(3) . . ? C4' C3' N2' 111.7(4) . . ? C4' C3' C30' 128.8(4) . . ? N2' C3' C30' 119.2(3) . . ? C3' C4' N5' 112.1(4) . . ? C3' C4' C31' 128.0(4) . . ? N5' C4' C31' 119.8(4) . . ? C4' N5' C18' 120.4(3) . . ? C4' N5' P1' 111.3(3) . . ? C18' N5' P1' 128.1(3) . . ? C7' C6' C11' 121.7(4) . . ? C7' C6' N2' 119.3(4) . . ? C11' C6' N2' 118.7(4) . . ? C6' C7' C8' 118.7(4) . . ? C6' C7' C15' 124.2(4) . . ? C8' C7' C15' 117.1(4) . . ? C9' C8' C7' 120.6(4) . . ? C9' C8' H8' 119.7 . . ? C7' C8' H8' 119.7 . . ? C10' C9' C8' 120.0(4) . . ? C10' C9' H9' 120.0 . . ? C8' C9' H9' 120.0 . . ? C9' C10' C11' 122.5(4) . . ? C9' C10' H10' 118.7 . . ? C11' C10' H10' 118.7 . . ? C6' C11' C10' 116.4(4) . . ? C6' C11' C12' 124.0(4) . . ? C10' C11' C12' 119.6(4) . . ? C11' C12' C14' 111.1(4) . . ? C11' C12' C13' 111.7(4) . . ? C14' C12' C13' 110.6(4) . . ? C11' C12' H12' 107.7 . . ? C14' C12' H12' 107.7 . . ? C13' C12' H12' 107.7 . . ? C12' C13' H13D 109.5 . . ? C12' C13' H13E 109.5 . . ? H13D C13' H13E 109.5 . . ? C12' C13' H13F 109.5 . . ? H13D C13' H13F 109.5 . . ? H13E C13' H13F 109.5 . . ? C12' C14' H14D 109.5 . . ? C12' C14' H14E 109.5 . . ? H14D C14' H14E 109.5 . . ? C12' C14' H14F 109.5 . . ? H14D C14' H14F 109.5 . . ? H14E C14' H14F 109.5 . . ? C7' C15' C16' 112.0(4) . . ? C7' C15' C17' 111.3(4) . . ? C16' C15' C17' 110.2(4) . . ? C7' C15' H15' 107.7 . . ? C16' C15' H15' 107.7 . . ? C17' C15' H15' 107.7 . . ? C15' C16' H16D 109.5 . . ? C15' C16' H16E 109.5 . . ? H16D C16' H16E 109.5 . . ? C15' C16' H16F 109.5 . . ? H16D C16' H16F 109.5 . . ? H16E C16' H16F 109.5 . . ? C15' C17' H17D 109.5 . . ? C15' C17' H17E 109.5 . . ? H17D C17' H17E 109.5 . . ? C15' C17' H17F 109.5 . . ? H17D C17' H17F 109.5 . . ? H17E C17' H17F 109.5 . . ? C19' C18' C23' 121.7(4) . . ? C19' C18' N5' 118.7(4) . . ? C23' C18' N5' 119.4(4) . . ? C18' C19' C20' 118.4(4) . . ? C18' C19' C27' 123.3(4) . . ? C20' C19' C27' 118.3(4) . . ? C21' C20' C19' 121.0(4) . . ? C21' C20' H20' 119.5 . . ? C19' C20' H20' 119.5 . . ? C22' C21' C20' 119.8(4) . . ? C22' C21' H21' 120.1 . . ? C20' C21' H21' 120.1 . . ? C21' C22' C23' 121.8(4) . . ? C21' C22' H22' 119.1 . . ? C23' C22' H22' 119.1 . . ? C22' C23' C18' 117.3(4) . . ? C22' C23' C24' 118.7(4) . . ? C18' C23' C24' 124.0(4) . . ? C26' C24' C23' 111.8(4) . . ? C26' C24' C25' 110.6(4) . . ? C23' C24' C25' 111.0(4) . . ? C26' C24' H24' 107.8 . . ? C23' C24' H24' 107.8 . . ? C25' C24' H24' 107.8 . . ? C24' C25' H25D 109.5 . . ? C24' C25' H25E 109.5 . . ? H25D C25' H25E 109.5 . . ? C24' C25' H25F 109.5 . . ? H25D C25' H25F 109.5 . . ? H25E C25' H25F 109.5 . . ? C24' C26' H26D 109.5 . . ? C24' C26' H26E 109.5 . . ? H26D C26' H26E 109.5 . . ? C24' C26' H26F 109.5 . . ? H26D C26' H26F 109.5 . . ? H26E C26' H26F 109.5 . . ? C28' C27' C29' 109.6(5) . . ? C28' C27' C19' 112.5(4) . . ? C29' C27' C19' 112.9(4) . . ? C28' C27' H27' 107.2 . . ? C29' C27' H27' 107.2 . . ? C19' C27' H27' 107.2 . . ? C27' C28' H28D 109.5 . . ? C27' C28' H28E 109.5 . . ? H28D C28' H28E 109.5 . . ? C27' C28' H28F 109.5 . . ? H28D C28' H28F 109.5 . . ? H28E C28' H28F 109.5 . . ? C27' C29' H29D 109.5 . . ? C27' C29' H29E 109.5 . . ? H29D C29' H29E 109.5 . . ? C27' C29' H29F 109.5 . . ? H29D C29' H29F 109.5 . . ? H29E C29' H29F 109.5 . . ? C3' C30' H30D 109.5 . . ? C3' C30' H30E 109.5 . . ? H30D C30' H30E 109.5 . . ? C3' C30' H30F 109.5 . . ? H30D C30' H30F 109.5 . . ? H30E C30' H30F 109.5 . . ? C4' C31' H31D 109.5 . . ? C4' C31' H31E 109.5 . . ? H31D C31' H31E 109.5 . . ? C4' C31' H31F 109.5 . . ? H31D C31' H31F 109.5 . . ? H31E C31' H31F 109.5 . . ? C6T C1T C2T 121.5(5) . . ? C6T C1T H1T 119.2 . . ? C2T C1T H1T 119.2 . . ? C3T C2T C1T 120.9(5) . . ? C3T C2T H2T 119.6 . . ? C1T C2T H2T 119.6 . . ? C2T C3T C4T 118.7(5) . . ? C2T C3T H3T 120.7 . . ? C4T C3T H3T 120.7 . . ? C5T C4T C3T 120.5(5) . . ? C5T C4T H4T 119.8 . . ? C3T C4T H4T 119.8 . . ? C4T C5T C6T 121.8(5) . . ? C4T C5T H5T 119.1 . . ? C6T C5T H5T 119.1 . . ? C1T C6T C5T 116.6(5) . . ? C1T C6T C7T 121.9(6) . . ? C5T C6T C7T 121.5(6) . . ? C6T C7T H7T1 109.5 . . ? C6T C7T H7T2 109.5 . . ? H7T1 C7T H7T2 109.5 . . ? C6T C7T H7T3 109.5 . . ? H7T1 C7T H7T3 109.5 . . ? H7T2 C7T H7T3 109.5 . . ? C9T C8T C13T 120.0 . . ? C9T C8T H8T 120.0 . . ? C13T C8T H8T 120.0 . . ? C8T C9T C10T 120.0 . . ? C8T C9T H9T 120.0 . . ? C10T C9T H9T 120.0 . . ? C9T C10T C11T 120.0 . . ? C9T C10T H10T 120.0 . . ? C11T C10T H10T 120.0 . . ? C12T C11T C10T 120.0 . . ? C12T C11T H11T 120.0 . . ? C10T C11T H11T 120.0 . . ? C11T C12T C13T 120.0 . . ? C11T C12T H12T 120.0 . . ? C13T C12T H12T 120.0 . . ? C12T C13T C8T 120.0 . . ? C12T C13T C14T 120.6(4) . . ? C8T C13T C14T 119.4(4) . . ? C9A C8A C13A 120.0 . . ? C9A C8A H8A 120.0 . . ? C13A C8A H8A 120.0 . . ? C8A C9A C10A 120.0 . . ? C8A C9A H9A 120.0 . . ? C10A C9A H9A 120.0 . . ? C11A C10A C9A 120.0 . . ? C11A C10A H10A 120.0 . . ? C9A C10A H10A 120.0 . . ? C12A C11A C10A 120.0 . . ? C12A C11A H11A 120.0 . . ? C10A C11A H11A 120.0 . . ? C11A C12A C13A 120.0 . . ? C11A C12A H12A 120.0 . . ? C13A C12A H12A 120.0 . . ? C12A C13A C8A 120.0 . . ? C12A C13A C14A 120.6(6) . . ? C8A C13A C14A 119.3(6) . . ? C13A C14A H14J 109.5 . . ? C13A C14A H14K 109.5 . . ? H14J C14A H14K 109.5 . . ? C13A C14A H14L 109.5 . . ? H14J C14A H14L 109.5 . . ? H14K C14A H14L 109.5 . . ? 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 P1' N1 P1 O1 17.8(3) . . . . ? P1' N1 P1 N5 150.3(3) . . . . ? P1' N1 P1 N2 -110.5(3) . . . . ? O1 P1 N2 C3 125.5(3) . . . . ? N1 P1 N2 C3 -105.7(3) . . . . ? N5 P1 N2 C3 3.7(3) . . . . ? O1 P1 N2 C6 -24.8(4) . . . . ? N1 P1 N2 C6 104.0(3) . . . . ? N5 P1 N2 C6 -146.6(3) . . . . ? C6 N2 C3 C4 149.3(4) . . . . ? P1 N2 C3 C4 -2.3(4) . . . . ? C6 N2 C3 C31 -32.9(6) . . . . ? P1 N2 C3 C31 175.6(3) . . . . ? N2 C3 C4 N5 -0.8(5) . . . . ? C31 C3 C4 N5 -178.5(4) . . . . ? N2 C3 C4 C30 173.1(4) . . . . ? C31 C3 C4 C30 -4.5(8) . . . . ? C3 C4 N5 C18 -172.7(4) . . . . ? C30 C4 N5 C18 12.7(6) . . . . ? C3 C4 N5 P1 3.6(4) . . . . ? C30 C4 N5 P1 -170.9(3) . . . . ? O1 P1 N5 C4 -120.4(3) . . . . ? N1 P1 N5 C4 110.3(3) . . . . ? N2 P1 N5 C4 -4.2(3) . . . . ? O1 P1 N5 C18 55.6(4) . . . . ? N1 P1 N5 C18 -73.7(4) . . . . ? N2 P1 N5 C18 171.8(4) . . . . ? C3 N2 C6 C11 108.2(5) . . . . ? P1 N2 C6 C11 -103.5(4) . . . . ? C3 N2 C6 C7 -69.5(5) . . . . ? P1 N2 C6 C7 78.7(5) . . . . ? C11 C6 C7 C8 2.0(6) . . . . ? N2 C6 C7 C8 179.8(4) . . . . ? C11 C6 C7 C15 -175.9(4) . . . . ? N2 C6 C7 C15 1.9(6) . . . . ? C6 C7 C8 C9 -2.3(7) . . . . ? C15 C7 C8 C9 175.7(4) . . . . ? C7 C8 C9 C10 1.3(7) . . . . ? C8 C9 C10 C11 0.0(7) . . . . ? C9 C10 C11 C6 -0.3(7) . . . . ? C9 C10 C11 C12 -178.5(4) . . . . ? C7 C6 C11 C10 -0.7(7) . . . . ? N2 C6 C11 C10 -178.5(4) . . . . ? C7 C6 C11 C12 177.4(4) . . . . ? N2 C6 C11 C12 -0.4(6) . . . . ? C10 C11 C12 C13 -43.2(6) . . . . ? C6 C11 C12 C13 138.7(5) . . . . ? C10 C11 C12 C14 79.9(6) . . . . ? C6 C11 C12 C14 -98.2(5) . . . . ? C8 C7 C15 C16 62.4(5) . . . . ? C6 C7 C15 C16 -119.7(5) . . . . ? C8 C7 C15 C17 -61.3(5) . . . . ? C6 C7 C15 C17 116.6(5) . . . . ? C4 N5 C18 C23 -91.8(5) . . . . ? P1 N5 C18 C23 92.5(5) . . . . ? C4 N5 C18 C19 81.6(5) . . . . ? P1 N5 C18 C19 -94.1(5) . . . . ? C23 C18 C19 C20 -0.3(6) . . . . ? N5 C18 C19 C20 -173.6(4) . . . . ? C23 C18 C19 C27 179.9(4) . . . . ? N5 C18 C19 C27 6.5(6) . . . . ? C18 C19 C20 C21 -0.6(7) . . . . ? C27 C19 C20 C21 179.2(4) . . . . ? C19 C20 C21 C22 0.0(7) . . . . ? C20 C21 C22 C23 1.5(7) . . . . ? C21 C22 C23 C18 -2.4(7) . . . . ? C21 C22 C23 C24 175.1(4) . . . . ? C19 C18 C23 C22 1.7(6) . . . . ? N5 C18 C23 C22 175.0(4) . . . . ? C19 C18 C23 C24 -175.7(4) . . . . ? N5 C18 C23 C24 -2.4(6) . . . . ? C22 C23 C24 C25 62.1(5) . . . . ? C18 C23 C24 C25 -120.5(5) . . . . ? C22 C23 C24 C26 -61.0(5) . . . . ? C18 C23 C24 C26 116.4(5) . . . . ? C20 C19 C27 C29 80.3(5) . . . . ? C18 C19 C27 C29 -99.9(5) . . . . ? C20 C19 C27 C28 -42.9(6) . . . . ? C18 C19 C27 C28 137.0(5) . . . . ? P1 N1 P1' N1' 30.2(3) . . . . ? P1 N1 P1' N5' 155.4(3) . . . . ? P1 N1 P1' N2' -98.9(3) . . . . ? N1 P1' N2' C3' -104.4(3) . . . . ? N1' P1' N2' C3' 127.0(3) . . . . ? N5' P1' N2' C3' 12.4(3) . . . . ? N1 P1' N2' C6' 102.1(4) . . . . ? N1' P1' N2' C6' -26.6(4) . . . . ? N5' P1' N2' C6' -141.2(4) . . . . ? C6' N2' C3' C4' 147.5(4) . . . . ? P1' N2' C3' C4' -8.9(5) . . . . ? C6' N2' C3' C30' -37.8(5) . . . . ? P1' N2' C3' C30' 165.8(3) . . . . ? N2' C3' C4' N5' -0.5(5) . . . . ? C30' C3' C4' N5' -174.6(4) . . . . ? N2' C3' C4' C31' 176.5(4) . . . . ? C30' C3' C4' C31' 2.5(8) . . . . ? C3' C4' N5' C18' -175.3(4) . . . . ? C31' C4' N5' C18' 7.4(6) . . . . ? C3' C4' N5' P1' 9.8(5) . . . . ? C31' C4' N5' P1' -167.5(3) . . . . ? N1 P1' N5' C4' 111.1(3) . . . . ? N1' P1' N5' C4' -125.4(3) . . . . ? N2' P1' N5' C4' -12.6(3) . . . . ? N1 P1' N5' C18' -63.3(4) . . . . ? N1' P1' N5' C18' 60.2(4) . . . . ? N2' P1' N5' C18' 173.0(4) . . . . ? C3' N2' C6' C7' -63.7(5) . . . . ? P1' N2' C6' C7' 88.6(5) . . . . ? C3' N2' C6' C11' 111.0(4) . . . . ? P1' N2' C6' C11' -96.7(4) . . . . ? C11' C6' C7' C8' -2.6(7) . . . . ? N2' C6' C7' C8' 171.9(4) . . . . ? C11' C6' C7' C15' 179.7(4) . . . . ? N2' C6' C7' C15' -5.8(6) . . . . ? C6' C7' C8' C9' 1.7(7) . . . . ? C15' C7' C8' C9' 179.5(4) . . . . ? C7' C8' C9' C10' 0.6(7) . . . . ? C8' C9' C10' C11' -2.1(7) . . . . ? C7' C6' C11' C10' 1.2(6) . . . . ? N2' C6' C11' C10' -173.3(4) . . . . ? C7' C6' C11' C12' 179.5(4) . . . . ? N2' C6' C11' C12' 5.0(6) . . . . ? C9' C10' C11' C6' 1.2(7) . . . . ? C9' C10' C11' C12' -177.2(4) . . . . ? C6' C11' C12' C14' -107.7(5) . . . . ? C10' C11' C12' C14' 70.5(5) . . . . ? C6' C11' C12' C13' 128.3(4) . . . . ? C10' C11' C12' C13' -53.5(5) . . . . ? C6' C7' C15' C16' -120.4(5) . . . . ? C8' C7' C15' C16' 61.8(5) . . . . ? C6' C7' C15' C17' 115.7(5) . . . . ? C8' C7' C15' C17' -62.0(5) . . . . ? C4' N5' C18' C19' 88.0(5) . . . . ? P1' N5' C18' C19' -98.0(4) . . . . ? C4' N5' C18' C23' -86.4(5) . . . . ? P1' N5' C18' C23' 87.5(5) . . . . ? C23' C18' C19' C20' 1.7(7) . . . . ? N5' C18' C19' C20' -172.6(4) . . . . ? C23' C18' C19' C27' -178.8(4) . . . . ? N5' C18' C19' C27' 6.9(6) . . . . ? C18' C19' C20' C21' -1.7(7) . . . . ? C27' C19' C20' C21' 178.8(4) . . . . ? C19' C20' C21' C22' 0.1(7) . . . . ? C20' C21' C22' C23' 1.6(7) . . . . ? C21' C22' C23' C18' -1.6(7) . . . . ? C21' C22' C23' C24' 175.6(4) . . . . ? C19' C18' C23' C22' -0.1(6) . . . . ? N5' C18' C23' C22' 174.2(4) . . . . ? C19' C18' C23' C24' -177.2(4) . . . . ? N5' C18' C23' C24' -2.9(6) . . . . ? C22' C23' C24' C26' 63.9(5) . . . . ? C18' C23' C24' C26' -119.0(4) . . . . ? C22' C23' C24' C25' -60.1(5) . . . . ? C18' C23' C24' C25' 117.0(4) . . . . ? C18' C19' C27' C28' -105.8(5) . . . . ? C20' C19' C27' C28' 73.7(6) . . . . ? C18' C19' C27' C29' 129.6(5) . . . . ? C20' C19' C27' C29' -51.0(6) . . . . ? C6T C1T C2T C3T -0.8(7) . . . . ? C1T C2T C3T C4T 0.1(7) . . . . ? C2T C3T C4T C5T 0.1(8) . . . . ? C3T C4T C5T C6T 0.4(8) . . . . ? C2T C1T C6T C5T 1.2(7) . . . . ? C2T C1T C6T C7T -179.8(5) . . . . ? C4T C5T C6T C1T -1.0(7) . . . . ? C4T C5T C6T C7T -180.0(5) . . . . ? C13T C8T C9T C10T 0.0 . . . . ? C8T C9T C10T C11T 0.0 . . . . ? C9T C10T C11T C12T 0.0 . . . . ? C10T C11T C12T C13T 0.0 . . . . ? C11T C12T C13T C8T 0.0 . . . . ? C11T C12T C13T C14T 179.7(6) . . . . ? C9T C8T C13T C12T 0.0 . . . . ? C9T C8T C13T C14T -179.7(6) . . . . ? C13A C8A C9A C10A 0.0 . . . . ? C8A C9A C10A C11A 0.0 . . . . ? C9A C10A C11A C12A 0.0 . . . . ? C10A C11A C12A C13A 0.0 . . . . ? C11A C12A C13A C8A 0.0 . . . . ? C11A C12A C13A C14A -175.2(14) . . . . ? C9A C8A C13A C12A 0.0 . . . . ? C9A C8A C13A C14A 175.2(13) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1' H1'B O1 0.906(19) 2.44(4) 3.096(5) 129(4) . C16' H16E O1 0.98 2.46 3.403(5) 160.6 2_666 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.475 _refine_diff_density_min -0.474 _refine_diff_density_rms 0.078 #==============================================================================