# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _publ_contact_author_name 'Dr. Chris Russell' _publ_contact_author_address ; School of Chemistry University of Bristol Cantock's Close BS8 1TS Bristol UK ; _publ_contact_author_phone '0117 9287599' _publ_contact_author_fax '0117 9290509' _publ_contact_author_email Chris.Russell@bristol.ac.uk _publ_contact_letter ; This CIF file contains details of the crystal structures in the paper 1,2-Diphosphinobenzene as a Synthon for the 1,2,3-Triphospha- and 2-Arsa-1,3-Diphosphaindenyl Anions by Craig P. Butts, Michael Green, Thomas N. Hooper, Richard J. Kilby, John E. McGrady, Dimitrios A. Pantazis and Christopher A. Russell, submitted to Chemical Communications for publication. ; _publ_section_title ;1,2-Diphosphinobenzene as a Synthon for the 1,2,3-Triphospha- and 2-Arsa-1,3-Diphosphaindenyl Anions ; loop_ _publ_author_name 'Craig P. Butts' 'Michael Green' 'Thomas N. Hooper' 'Richard J. Kilby' 'John E. McGrady' ; D.A.Pantazis ; 'Christopher A. Russell' #================================================================= # Attachment 'paper.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 655738' _audit_creation_method SHELXL-97 _chemical_formula_moiety 'C16 H32 Li O8, C6 H4 P3' _chemical_formula_sum 'C22 H36 Li O8 P3' _chemical_formula_weight 528.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 11.7697(2) _cell_length_b 8.3447(2) _cell_length_c 26.3675(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.2550(10) _cell_angle_gamma 90.00 _cell_volume 2582.54(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4580 _cell_measurement_theta_min 4.24 _cell_measurement_theta_max 69.95 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.359 _exptl_crystal_density_method none _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 2.490 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.49 _exptl_absorpt_correction_T_max 0.88 _exptl_absorpt_process_details 'SADABS v2.05 (Sheldrick, 2003)' _diffrn_ambient_temperature 100(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.602 _diffrn_detector_type 'Bruker-AXS SMART 6000' _diffrn_measurement_details 'frames, 0.3\% width' _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker-AXS D8' _diffrn_measurement_method '\w scans' _diffrn_measurement_specimen_support 'glass fibre' _diffrn_radiation_collimation 'Osmic CMF12-38Cu6 (blue) mirror optics' _diffrn_radiation_monochromator 'Osmic CMF12-38Cu6 (blue) mirror optics' _diffrn_radiation_probe X-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source rotating-anode _diffrn_source_current 120 _diffrn_source_power 4.8 _diffrn_source_size '3 x 0.3mm' _diffrn_source_target Cu _diffrn_source_type 'MAC Science M18XCE' _diffrn_source_voltage 40 _diffrn_reflns_number 16147 _diffrn_reflns_av_R_equivalents 0.0709 _diffrn_reflns_av_sigmaI/netI 0.0622 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.36 _diffrn_reflns_theta_max 70.15 _reflns_number_total 4513 _reflns_number_gt 3782 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART v5.625 (Bruker-AXS, 1997-2001)' _computing_cell_refinement 'SMART v5.625 (Bruker-AXS, 1997-2001)' _computing_data_reduction ; SAINT v7.06A (Bruker-AXS, 1997-2003) & SHELXTL v6.14 (Bruker-AXS, 2003) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0584P)^2^+0.4598P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4513 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0520 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.1168 _refine_ls_wR_factor_gt 0.1102 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 0.79946(4) 0.41479(7) 0.05455(2) 0.02124(16) Uani 1 1 d . . . P2 P 0.79094(4) 0.64711(7) 0.08408(2) 0.02273(16) Uani 1 1 d . . . P3 P 0.79410(4) 0.59938(6) 0.16212(2) 0.01952(16) Uani 1 1 d . . . C1 C 0.80730(15) 0.3055(3) 0.11266(8) 0.0170(4) Uani 1 1 d . . . C2 C 0.80413(15) 0.3861(2) 0.16022(8) 0.0167(4) Uani 1 1 d . . . C3 C 0.81168(15) 0.2944(3) 0.20541(8) 0.0184(4) Uani 1 1 d . . . H3 H 0.8080 0.3470 0.2372 0.022 Uiso 1 1 calc R . . C4 C 0.82414(16) 0.1308(3) 0.20440(8) 0.0205(5) Uani 1 1 d . . . H4 H 0.8302 0.0718 0.2353 0.025 Uiso 1 1 calc R . . C5 C 0.82789(16) 0.0507(3) 0.15759(8) 0.0211(5) Uani 1 1 d . . . H5 H 0.8366 -0.0624 0.1569 0.025 Uiso 1 1 calc R . . C6 C 0.81891(16) 0.1363(3) 0.11288(8) 0.0207(5) Uani 1 1 d . . . H6 H 0.8205 0.0808 0.0815 0.025 Uiso 1 1 calc R . . Li1 Li 0.3137(3) 0.1697(4) 0.12173(13) 0.0195(7) Uani 1 1 d . . . O1 O 0.18518(11) 0.38036(18) 0.12974(5) 0.0221(3) Uani 1 1 d . . . C7 C 0.14104(17) 0.4246(3) 0.07957(8) 0.0231(5) Uani 1 1 d . . . H7A H 0.2002 0.4833 0.0623 0.028 Uiso 1 1 calc R . . H7B H 0.0749 0.4969 0.0819 0.028 Uiso 1 1 calc R . . C8 C 0.10485(17) 0.2791(3) 0.04884(8) 0.0222(5) Uani 1 1 d . . . H8A H 0.0400 0.2256 0.0637 0.027 Uiso 1 1 calc R . . H8B H 0.0810 0.3101 0.0134 0.027 Uiso 1 1 calc R . . O2 O 0.20059(11) 0.17374(18) 0.04981(5) 0.0214(3) Uani 1 1 d . . . C9 C 0.17330(17) 0.0189(3) 0.02970(8) 0.0235(5) Uani 1 1 d . . . H9A H 0.2418 -0.0288 0.0161 0.028 Uiso 1 1 calc R . . H9B H 0.1138 0.0289 0.0013 0.028 Uiso 1 1 calc R . . C10 C 0.13123(18) -0.0901(3) 0.07007(9) 0.0271(5) Uani 1 1 d . . . H10A H 0.0608 -0.0465 0.0831 0.032 Uiso 1 1 calc R . . H10B H 0.1149 -0.1983 0.0560 0.032 Uiso 1 1 calc R . . O3 O 0.22026(12) -0.0968(2) 0.10958(6) 0.0261(4) Uani 1 1 d . . . C11 C 0.18550(18) -0.1510(3) 0.15722(8) 0.0259(5) Uani 1 1 d . . . H11A H 0.2528 -0.1905 0.1783 0.031 Uiso 1 1 calc R . . H11B H 0.1316 -0.2414 0.1515 0.031 Uiso 1 1 calc R . . C12 C 0.12898(17) -0.0190(3) 0.18541(9) 0.0268(5) Uani 1 1 d . . . H12A H 0.0582 0.0159 0.1659 0.032 Uiso 1 1 calc R . . H12B H 0.1089 -0.0582 0.2190 0.032 Uiso 1 1 calc R . . O4 O 0.20689(11) 0.11176(19) 0.19163(6) 0.0241(3) Uani 1 1 d . . . C13 C 0.15482(17) 0.2564(3) 0.20777(8) 0.0236(5) Uani 1 1 d . . . H13A H 0.2135 0.3258 0.2254 0.028 Uiso 1 1 calc R . . H13B H 0.0975 0.2302 0.2321 0.028 Uiso 1 1 calc R . . C14 C 0.09815(17) 0.3448(3) 0.16292(8) 0.0220(5) Uani 1 1 d . . . H14A H 0.0383 0.2775 0.1453 0.026 Uiso 1 1 calc R . . H14B H 0.0626 0.4449 0.1743 0.026 Uiso 1 1 calc R . . O5 O 0.41615(11) 0.33277(18) 0.18745(6) 0.0225(3) Uani 1 1 d . . . C15 C 0.44507(17) 0.4809(3) 0.16468(9) 0.0233(5) Uani 1 1 d . . . H15A H 0.5005 0.5391 0.1880 0.028 Uiso 1 1 calc R . . H15B H 0.3758 0.5481 0.1594 0.028 Uiso 1 1 calc R . . C16 C 0.49561(17) 0.4555(3) 0.11445(8) 0.0218(5) Uani 1 1 d . . . H16A H 0.5108 0.5598 0.0984 0.026 Uiso 1 1 calc R . . H16B H 0.5682 0.3956 0.1194 0.026 Uiso 1 1 calc R . . O6 O 0.41430(11) 0.36591(17) 0.08309(6) 0.0217(3) Uani 1 1 d . . . C17 C 0.46115(17) 0.3016(3) 0.03862(8) 0.0219(5) Uani 1 1 d . . . H17A H 0.5150 0.3796 0.0254 0.026 Uiso 1 1 calc R . . H17B H 0.3992 0.2824 0.0118 0.026 Uiso 1 1 calc R . . C18 C 0.52212(17) 0.1471(3) 0.05133(8) 0.0207(4) Uani 1 1 d . . . H18A H 0.5551 0.1029 0.0208 0.025 Uiso 1 1 calc R . . H18B H 0.5845 0.1648 0.0781 0.025 Uiso 1 1 calc R . . O7 O 0.43919(11) 0.03905(18) 0.06907(5) 0.0208(3) Uani 1 1 d . . . C19 C 0.48710(17) -0.1001(3) 0.09387(8) 0.0223(5) Uani 1 1 d . . . H19A H 0.5506 -0.1405 0.0748 0.027 Uiso 1 1 calc R . . H19B H 0.4284 -0.1851 0.0939 0.027 Uiso 1 1 calc R . . C20 C 0.53063(17) -0.0637(3) 0.14785(8) 0.0230(5) Uani 1 1 d . . . H20A H 0.5589 -0.1627 0.1652 0.028 Uiso 1 1 calc R . . H20B H 0.5940 0.0145 0.1483 0.028 Uiso 1 1 calc R . . O8 O 0.43733(11) 0.00155(18) 0.17299(5) 0.0214(3) Uani 1 1 d . . . C21 C 0.47255(17) 0.0797(3) 0.21963(8) 0.0222(5) Uani 1 1 d . . . H21A H 0.5355 0.0183 0.2374 0.027 Uiso 1 1 calc R . . H21B H 0.4082 0.0820 0.2418 0.027 Uiso 1 1 calc R . . C22 C 0.51160(16) 0.2480(3) 0.21060(9) 0.0239(5) Uani 1 1 d . . . H22A H 0.5384 0.2992 0.2432 0.029 Uiso 1 1 calc R . . H22B H 0.5750 0.2479 0.1879 0.029 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 0.0209(3) 0.0258(3) 0.0177(3) -0.0004(2) 0.0057(2) 0.0017(2) P2 0.0244(3) 0.0217(3) 0.0227(3) 0.0052(2) 0.0057(2) 0.0017(2) P3 0.0219(3) 0.0164(3) 0.0207(3) -0.0008(2) 0.0048(2) 0.00075(19) C1 0.0097(8) 0.0204(11) 0.0212(11) -0.0009(8) 0.0030(7) -0.0010(7) C2 0.0101(8) 0.0185(11) 0.0219(11) -0.0004(8) 0.0035(7) 0.0000(7) C3 0.0120(8) 0.0219(12) 0.0220(11) -0.0025(8) 0.0052(8) -0.0016(7) C4 0.0140(9) 0.0223(12) 0.0256(12) 0.0064(9) 0.0037(8) -0.0018(7) C5 0.0167(9) 0.0136(11) 0.0332(12) 0.0002(9) 0.0032(8) -0.0006(7) C6 0.0136(9) 0.0226(12) 0.0265(12) -0.0071(9) 0.0053(8) -0.0004(7) Li1 0.0158(15) 0.026(2) 0.0170(18) 0.0016(14) 0.0057(13) 0.0013(13) O1 0.0153(7) 0.0299(9) 0.0216(8) -0.0004(6) 0.0046(6) 0.0008(6) C7 0.0204(10) 0.0238(13) 0.0254(12) 0.0043(9) 0.0037(8) 0.0048(8) C8 0.0178(9) 0.0275(13) 0.0217(11) 0.0039(9) 0.0033(8) 0.0035(8) O2 0.0161(6) 0.0228(9) 0.0258(8) -0.0017(6) 0.0059(6) 0.0015(5) C9 0.0199(10) 0.0296(13) 0.0211(11) -0.0083(9) 0.0030(8) 0.0022(8) C10 0.0211(10) 0.0273(13) 0.0325(13) -0.0075(10) -0.0001(9) -0.0027(8) O3 0.0194(7) 0.0360(10) 0.0232(8) 0.0020(7) 0.0029(6) 0.0002(6) C11 0.0245(10) 0.0257(13) 0.0278(13) 0.0077(9) 0.0043(9) -0.0023(8) C12 0.0170(9) 0.0353(14) 0.0289(12) 0.0073(10) 0.0075(8) -0.0028(9) O4 0.0151(7) 0.0295(9) 0.0285(9) -0.0018(7) 0.0064(6) 0.0005(6) C13 0.0177(9) 0.0323(13) 0.0218(11) -0.0065(9) 0.0079(8) 0.0008(8) C14 0.0169(9) 0.0240(12) 0.0261(12) -0.0056(9) 0.0079(8) 0.0003(8) O5 0.0152(6) 0.0228(9) 0.0299(9) 0.0028(7) 0.0044(6) 0.0009(5) C15 0.0189(10) 0.0182(12) 0.0333(13) -0.0027(9) 0.0053(9) -0.0008(8) C16 0.0197(10) 0.0137(11) 0.0325(12) -0.0004(9) 0.0064(9) -0.0026(7) O6 0.0170(7) 0.0213(8) 0.0273(8) -0.0029(6) 0.0054(6) 0.0010(5) C17 0.0218(10) 0.0263(12) 0.0183(11) 0.0031(9) 0.0064(8) -0.0021(8) C18 0.0161(9) 0.0238(12) 0.0233(11) -0.0032(9) 0.0083(8) -0.0019(8) O7 0.0166(7) 0.0194(8) 0.0270(8) 0.0013(6) 0.0052(6) 0.0004(5) C19 0.0223(10) 0.0170(12) 0.0281(12) -0.0029(9) 0.0057(9) 0.0049(8) C20 0.0174(9) 0.0216(12) 0.0305(12) 0.0012(9) 0.0061(8) 0.0067(8) O8 0.0163(7) 0.0234(9) 0.0252(8) -0.0030(6) 0.0060(6) 0.0015(5) C21 0.0178(9) 0.0318(13) 0.0170(11) 0.0047(9) 0.0020(8) 0.0034(8) C22 0.0146(9) 0.0291(13) 0.0280(12) -0.0040(10) 0.0014(8) 0.0016(8) _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 C1 1.780(2) . ? P1 P2 2.0943(8) . ? P2 P3 2.0936(8) . ? P3 C2 1.784(2) . ? C1 C6 1.419(3) . ? C1 C2 1.426(3) . ? C2 C3 1.414(3) . ? C3 C4 1.373(3) . ? C3 H3 0.9500 . ? C4 C5 1.407(3) . ? C4 H4 0.9500 . ? C5 C6 1.375(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? Li1 O2 2.235(4) . ? Li1 O6 2.302(4) . ? Li1 O1 2.339(4) . ? Li1 O4 2.357(4) . ? Li1 O7 2.367(4) . ? Li1 O8 2.371(4) . ? Li1 O5 2.449(4) . ? Li1 O3 2.491(4) . ? O1 C14 1.427(2) . ? O1 C7 1.433(3) . ? C7 C8 1.504(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 O2 1.428(2) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? O2 C9 1.424(3) . ? C9 C10 1.511(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 O3 1.423(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? O3 C11 1.423(3) . ? C11 C12 1.510(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O4 1.427(3) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? O4 C13 1.432(3) . ? C13 C14 1.507(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? O5 C22 1.426(2) . ? O5 C15 1.427(3) . ? C15 C16 1.507(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 O6 1.429(2) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? O6 C17 1.436(2) . ? C17 C18 1.501(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 O7 1.433(2) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? O7 C19 1.428(3) . ? C19 C20 1.507(3) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 O8 1.432(2) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? O8 C21 1.426(3) . ? C21 C22 1.503(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? 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 C1 P1 P2 98.93(7) . . ? P3 P2 P1 101.04(3) . . ? C2 P3 P2 99.12(7) . . ? C6 C1 C2 118.36(19) . . ? C6 C1 P1 120.83(16) . . ? C2 C1 P1 120.80(16) . . ? C3 C2 C1 118.77(19) . . ? C3 C2 P3 121.12(16) . . ? C1 C2 P3 120.10(15) . . ? C4 C3 C2 121.5(2) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C3 C4 C5 120.0(2) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C6 C5 C4 120.0(2) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C5 C6 C1 121.4(2) . . ? C5 C6 H6 119.3 . . ? C1 C6 H6 119.3 . . ? O2 Li1 O6 84.69(13) . . ? O2 Li1 O1 73.54(11) . . ? O6 Li1 O1 82.12(13) . . ? O2 Li1 O4 110.34(14) . . ? O6 Li1 O4 144.47(18) . . ? O1 Li1 O4 72.39(11) . . ? O2 Li1 O7 82.39(12) . . ? O6 Li1 O7 72.80(11) . . ? O1 Li1 O7 146.63(17) . . ? O4 Li1 O7 139.15(17) . . ? O2 Li1 O8 142.59(18) . . ? O6 Li1 O8 111.07(14) . . ? O1 Li1 O8 140.09(16) . . ? O4 Li1 O8 76.89(11) . . ? O7 Li1 O8 71.25(11) . . ? O2 Li1 O5 145.39(18) . . ? O6 Li1 O5 71.08(11) . . ? O1 Li1 O5 78.84(12) . . ? O4 Li1 O5 79.85(11) . . ? O7 Li1 O5 112.05(13) . . ? O8 Li1 O5 71.13(10) . . ? O2 Li1 O3 71.01(11) . . ? O6 Li1 O3 144.56(16) . . ? O1 Li1 O3 113.57(14) . . ? O4 Li1 O3 70.20(11) . . ? O7 Li1 O3 78.58(12) . . ? O8 Li1 O3 77.96(12) . . ? O5 Li1 O3 140.94(16) . . ? C14 O1 C7 113.07(15) . . ? C14 O1 Li1 113.45(15) . . ? C7 O1 Li1 107.62(14) . . ? O1 C7 C8 111.00(18) . . ? O1 C7 H7A 109.4 . . ? C8 C7 H7A 109.4 . . ? O1 C7 H7B 109.4 . . ? C8 C7 H7B 109.4 . . ? H7A C7 H7B 108.0 . . ? O2 C8 C7 107.20(16) . . ? O2 C8 H8A 110.3 . . ? C7 C8 H8A 110.3 . . ? O2 C8 H8B 110.3 . . ? C7 C8 H8B 110.3 . . ? H8A C8 H8B 108.5 . . ? C9 O2 C8 113.33(15) . . ? C9 O2 Li1 113.95(15) . . ? C8 O2 Li1 116.37(15) . . ? O2 C9 C10 111.11(17) . . ? O2 C9 H9A 109.4 . . ? C10 C9 H9A 109.4 . . ? O2 C9 H9B 109.4 . . ? C10 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? O3 C10 C9 106.10(17) . . ? O3 C10 H10A 110.5 . . ? C9 C10 H10A 110.5 . . ? O3 C10 H10B 110.5 . . ? C9 C10 H10B 110.5 . . ? H10A C10 H10B 108.7 . . ? C10 O3 C11 114.47(16) . . ? C10 O3 Li1 110.70(15) . . ? C11 O3 Li1 108.87(15) . . ? O3 C11 C12 111.62(18) . . ? O3 C11 H11A 109.3 . . ? C12 C11 H11A 109.3 . . ? O3 C11 H11B 109.3 . . ? C12 C11 H11B 109.3 . . ? H11A C11 H11B 108.0 . . ? O4 C12 C11 108.15(17) . . ? O4 C12 H12A 110.1 . . ? C11 C12 H12A 110.1 . . ? O4 C12 H12B 110.1 . . ? C11 C12 H12B 110.1 . . ? H12A C12 H12B 108.4 . . ? C12 O4 C13 113.15(16) . . ? C12 O4 Li1 116.27(15) . . ? C13 O4 Li1 108.91(15) . . ? O4 C13 C14 110.72(17) . . ? O4 C13 H13A 109.5 . . ? C14 C13 H13A 109.5 . . ? O4 C13 H13B 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? O1 C14 C13 106.67(16) . . ? O1 C14 H14A 110.4 . . ? C13 C14 H14A 110.4 . . ? O1 C14 H14B 110.4 . . ? C13 C14 H14B 110.4 . . ? H14A C14 H14B 108.6 . . ? C22 O5 C15 113.89(15) . . ? C22 O5 Li1 110.99(14) . . ? C15 O5 Li1 107.70(14) . . ? O5 C15 C16 111.70(17) . . ? O5 C15 H15A 109.3 . . ? C16 C15 H15A 109.3 . . ? O5 C15 H15B 109.3 . . ? C16 C15 H15B 109.3 . . ? H15A C15 H15B 107.9 . . ? O6 C16 C15 106.94(16) . . ? O6 C16 H16A 110.3 . . ? C15 C16 H16A 110.3 . . ? O6 C16 H16B 110.3 . . ? C15 C16 H16B 110.3 . . ? H16A C16 H16B 108.6 . . ? C16 O6 C17 112.76(15) . . ? C16 O6 Li1 117.40(15) . . ? C17 O6 Li1 109.67(15) . . ? O6 C17 C18 110.17(17) . . ? O6 C17 H17A 109.6 . . ? C18 C17 H17A 109.6 . . ? O6 C17 H17B 109.6 . . ? C18 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? O7 C18 C17 106.71(15) . . ? O7 C18 H18A 110.4 . . ? C17 C18 H18A 110.4 . . ? O7 C18 H18B 110.4 . . ? C17 C18 H18B 110.4 . . ? H18A C18 H18B 108.6 . . ? C19 O7 C18 113.96(15) . . ? C19 O7 Li1 110.39(14) . . ? C18 O7 Li1 111.78(15) . . ? O7 C19 C20 111.31(17) . . ? O7 C19 H19A 109.4 . . ? C20 C19 H19A 109.4 . . ? O7 C19 H19B 109.4 . . ? C20 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? O8 C20 C19 107.17(16) . . ? O8 C20 H20A 110.3 . . ? C19 C20 H20A 110.3 . . ? O8 C20 H20B 110.3 . . ? C19 C20 H20B 110.3 . . ? H20A C20 H20B 108.5 . . ? C21 O8 C20 112.91(15) . . ? C21 O8 Li1 110.36(14) . . ? C20 O8 Li1 114.86(14) . . ? O8 C21 C22 111.31(17) . . ? O8 C21 H21A 109.4 . . ? C22 C21 H21A 109.4 . . ? O8 C21 H21B 109.4 . . ? C22 C21 H21B 109.4 . . ? H21A C21 H21B 108.0 . . ? O5 C22 C21 106.92(16) . . ? O5 C22 H22A 110.3 . . ? C21 C22 H22A 110.3 . . ? O5 C22 H22B 110.3 . . ? C21 C22 H22B 110.3 . . ? H22A C22 H22B 108.6 . . ? 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 C1 P1 P2 P3 -1.00(6) . . . . ? P1 P2 P3 C2 0.68(7) . . . . ? P2 P1 C1 C6 -177.66(14) . . . . ? P2 P1 C1 C2 1.21(15) . . . . ? C6 C1 C2 C3 -0.5(3) . . . . ? P1 C1 C2 C3 -179.42(13) . . . . ? C6 C1 C2 P3 178.05(14) . . . . ? P1 C1 C2 P3 -0.8(2) . . . . ? P2 P3 C2 C3 178.50(14) . . . . ? P2 P3 C2 C1 -0.04(15) . . . . ? C1 C2 C3 C4 1.3(3) . . . . ? P3 C2 C3 C4 -177.28(14) . . . . ? C2 C3 C4 C5 -1.0(3) . . . . ? C3 C4 C5 C6 -0.1(3) . . . . ? C4 C5 C6 C1 0.8(3) . . . . ? C2 C1 C6 C5 -0.5(3) . . . . ? P1 C1 C6 C5 178.37(15) . . . . ? O2 Li1 O1 C14 104.91(15) . . . . ? O6 Li1 O1 C14 -168.33(14) . . . . ? O4 Li1 O1 C14 -13.39(15) . . . . ? O7 Li1 O1 C14 150.5(3) . . . . ? O8 Li1 O1 C14 -54.7(3) . . . . ? O5 Li1 O1 C14 -96.16(15) . . . . ? O3 Li1 O1 C14 44.9(2) . . . . ? O2 Li1 O1 C7 -20.96(15) . . . . ? O6 Li1 O1 C7 65.79(15) . . . . ? O4 Li1 O1 C7 -139.26(13) . . . . ? O7 Li1 O1 C7 24.6(3) . . . . ? O8 Li1 O1 C7 179.4(2) . . . . ? O5 Li1 O1 C7 137.96(13) . . . . ? O3 Li1 O1 C7 -81.02(18) . . . . ? C14 O1 C7 C8 -78.9(2) . . . . ? Li1 O1 C7 C8 47.2(2) . . . . ? O1 C7 C8 O2 -54.9(2) . . . . ? C7 C8 O2 C9 169.71(17) . . . . ? C7 C8 O2 Li1 34.7(2) . . . . ? O6 Li1 O2 C9 133.57(14) . . . . ? O1 Li1 O2 C9 -143.10(14) . . . . ? O4 Li1 O2 C9 -79.59(19) . . . . ? O7 Li1 O2 C9 60.25(16) . . . . ? O8 Li1 O2 C9 15.4(3) . . . . ? O5 Li1 O2 C9 178.5(2) . . . . ? O3 Li1 O2 C9 -20.24(15) . . . . ? O6 Li1 O2 C8 -91.70(16) . . . . ? O1 Li1 O2 C8 -8.37(17) . . . . ? O4 Li1 O2 C8 55.1(2) . . . . ? O7 Li1 O2 C8 -165.01(14) . . . . ? O8 Li1 O2 C8 150.1(2) . . . . ? O5 Li1 O2 C8 -46.8(3) . . . . ? O3 Li1 O2 C8 114.49(15) . . . . ? C8 O2 C9 C10 -86.0(2) . . . . ? Li1 O2 C9 C10 50.1(2) . . . . ? O2 C9 C10 O3 -58.4(2) . . . . ? C9 C10 O3 C11 161.40(18) . . . . ? C9 C10 O3 Li1 37.9(2) . . . . ? O2 Li1 O3 C10 -11.49(16) . . . . ? O6 Li1 O3 C10 -60.8(3) . . . . ? O1 Li1 O3 C10 50.0(2) . . . . ? O4 Li1 O3 C10 109.49(15) . . . . ? O7 Li1 O3 C10 -97.28(15) . . . . ? O8 Li1 O3 C10 -170.29(14) . . . . ? O5 Li1 O3 C10 151.7(2) . . . . ? O2 Li1 O3 C11 -138.15(14) . . . . ? O6 Li1 O3 C11 172.6(2) . . . . ? O1 Li1 O3 C11 -76.64(18) . . . . ? O4 Li1 O3 C11 -17.18(14) . . . . ? O7 Li1 O3 C11 136.06(14) . . . . ? O8 Li1 O3 C11 63.05(15) . . . . ? O5 Li1 O3 C11 25.0(3) . . . . ? C10 O3 C11 C12 -79.9(2) . . . . ? Li1 O3 C11 C12 44.6(2) . . . . ? O3 C11 C12 O4 -57.0(2) . . . . ? C11 C12 O4 C13 167.13(17) . . . . ? C11 C12 O4 Li1 40.0(2) . . . . ? O2 Li1 O4 C12 46.6(2) . . . . ? O6 Li1 O4 C12 157.1(2) . . . . ? O1 Li1 O4 C12 110.87(15) . . . . ? O7 Li1 O4 C12 -55.6(3) . . . . ? O8 Li1 O4 C12 -94.94(15) . . . . ? O5 Li1 O4 C12 -167.73(14) . . . . ? O3 Li1 O4 C12 -13.20(16) . . . . ? O2 Li1 O4 C13 -82.59(19) . . . . ? O6 Li1 O4 C13 27.8(3) . . . . ? O1 Li1 O4 C13 -18.36(14) . . . . ? O7 Li1 O4 C13 175.1(2) . . . . ? O8 Li1 O4 C13 135.84(13) . . . . ? O5 Li1 O4 C13 63.04(14) . . . . ? O3 Li1 O4 C13 -142.43(13) . . . . ? C12 O4 C13 C14 -83.5(2) . . . . ? Li1 O4 C13 C14 47.5(2) . . . . ? C7 O1 C14 C13 163.95(17) . . . . ? Li1 O1 C14 C13 41.0(2) . . . . ? O4 C13 C14 O1 -59.8(2) . . . . ? O2 Li1 O5 C22 -154.0(3) . . . . ? O6 Li1 O5 C22 -106.02(15) . . . . ? O1 Li1 O5 C22 168.58(14) . . . . ? O4 Li1 O5 C22 94.72(15) . . . . ? O7 Li1 O5 C22 -44.4(2) . . . . ? O8 Li1 O5 C22 15.23(15) . . . . ? O3 Li1 O5 C22 54.8(3) . . . . ? O2 Li1 O5 C15 -28.7(3) . . . . ? O6 Li1 O5 C15 19.28(14) . . . . ? O1 Li1 O5 C15 -66.13(14) . . . . ? O4 Li1 O5 C15 -139.98(13) . . . . ? O7 Li1 O5 C15 80.86(18) . . . . ? O8 Li1 O5 C15 140.53(13) . . . . ? O3 Li1 O5 C15 -179.9(2) . . . . ? C22 O5 C15 C16 76.8(2) . . . . ? Li1 O5 C15 C16 -46.70(19) . . . . ? O5 C15 C16 O6 56.7(2) . . . . ? C15 C16 O6 C17 -166.59(17) . . . . ? C15 C16 O6 Li1 -37.6(2) . . . . ? O2 Li1 O6 C16 165.89(14) . . . . ? O1 Li1 O6 C16 91.81(15) . . . . ? O4 Li1 O6 C16 47.8(3) . . . . ? O7 Li1 O6 C16 -110.46(15) . . . . ? O8 Li1 O6 C16 -49.1(2) . . . . ? O5 Li1 O6 C16 10.97(16) . . . . ? O3 Li1 O6 C16 -148.1(2) . . . . ? O2 Li1 O6 C17 -63.72(15) . . . . ? O1 Li1 O6 C17 -137.79(13) . . . . ? O4 Li1 O6 C17 178.2(2) . . . . ? O7 Li1 O6 C17 19.94(14) . . . . ? O8 Li1 O6 C17 81.27(18) . . . . ? O5 Li1 O6 C17 141.37(13) . . . . ? O3 Li1 O6 C17 -17.7(3) . . . . ? C16 O6 C17 C18 83.2(2) . . . . ? Li1 O6 C17 C18 -49.62(19) . . . . ? O6 C17 C18 O7 60.5(2) . . . . ? C17 C18 O7 C19 -166.15(16) . . . . ? C17 C18 O7 Li1 -40.1(2) . . . . ? O2 Li1 O7 C19 -133.28(14) . . . . ? O6 Li1 O7 C19 139.96(14) . . . . ? O1 Li1 O7 C19 -177.0(3) . . . . ? O4 Li1 O7 C19 -20.8(3) . . . . ? O8 Li1 O7 C19 19.79(15) . . . . ? O5 Li1 O7 C19 79.39(19) . . . . ? O3 Li1 O7 C19 -61.22(14) . . . . ? O2 Li1 O7 C18 98.76(15) . . . . ? O6 Li1 O7 C18 12.00(15) . . . . ? O1 Li1 O7 C18 55.0(3) . . . . ? O4 Li1 O7 C18 -148.8(2) . . . . ? O8 Li1 O7 C18 -108.16(14) . . . . ? O5 Li1 O7 C18 -48.6(2) . . . . ? O3 Li1 O7 C18 170.83(13) . . . . ? C18 O7 C19 C20 79.3(2) . . . . ? Li1 O7 C19 C20 -47.5(2) . . . . ? O7 C19 C20 O8 56.2(2) . . . . ? C19 C20 O8 C21 -164.53(17) . . . . ? C19 C20 O8 Li1 -36.8(2) . . . . ? O2 Li1 O8 C21 -173.0(2) . . . . ? O6 Li1 O8 C21 77.15(18) . . . . ? O1 Li1 O8 C21 -26.2(3) . . . . ? O4 Li1 O8 C21 -66.52(15) . . . . ? O7 Li1 O8 C21 139.42(13) . . . . ? O5 Li1 O8 C21 17.08(14) . . . . ? O3 Li1 O8 C21 -138.70(13) . . . . ? O2 Li1 O8 C20 58.0(3) . . . . ? O6 Li1 O8 C20 -51.9(2) . . . . ? O1 Li1 O8 C20 -155.3(2) . . . . ? O4 Li1 O8 C20 164.46(14) . . . . ? O7 Li1 O8 C20 10.41(16) . . . . ? O5 Li1 O8 C20 -111.94(15) . . . . ? O3 Li1 O8 C20 92.28(15) . . . . ? C20 O8 C21 C22 82.4(2) . . . . ? Li1 O8 C21 C22 -47.66(19) . . . . ? C15 O5 C22 C21 -164.88(17) . . . . ? Li1 O5 C22 C21 -43.1(2) . . . . ? O8 C21 C22 O5 62.1(2) . . . . ? _diffrn_measured_fraction_theta_max 0.918 _diffrn_reflns_theta_full 70.15 _diffrn_measured_fraction_theta_full 0.918 _refine_diff_density_max 0.611 _refine_diff_density_min -0.431 _refine_diff_density_rms 0.073 #--END-- data_3a _database_code_depnum_ccdc_archive 'CCDC 655739' _audit_creation_method SHELXL-97 _chemical_formula_moiety 'C12 H8 P8' _chemical_formula_sum 'C12 H8 P8' _chemical_formula_weight 399.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.6704(1) _cell_length_b 10.8568(2) _cell_length_c 10.9239(2) _cell_angle_alpha 92.7378(11) _cell_angle_beta 92.6832(12) _cell_angle_gamma 107.1699(11) _cell_volume 753.44(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3533 _cell_measurement_theta_min 4.06 _cell_measurement_theta_max 70.13 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.763 _exptl_crystal_density_method none _exptl_crystal_F_000 400 _exptl_absorpt_coefficient_mu 8.527 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.21 _exptl_absorpt_correction_T_max 0.43 _exptl_absorpt_process_details 'SADABS v2.05 (Sheldrick, 2003)' _diffrn_ambient_temperature 100 _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.602 _diffrn_detector_type 'Bruker-AXS SMART 6000' _diffrn_measurement_details 'frames, 0.3\% width' _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker-AXS D8' _diffrn_measurement_method '\w scans' _diffrn_measurement_specimen_support 'glass fibre' _diffrn_radiation_collimation 'Osmic CMF12-38Cu6 (blue) mirror optics' _diffrn_radiation_monochromator 'Osmic CMF12-38Cu6 (blue) mirror optics' _diffrn_radiation_probe X-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source rotating-anode _diffrn_source_current 120 _diffrn_source_power 4.8 _diffrn_source_size '3 x 0.3mm' _diffrn_source_target Cu _diffrn_source_type 'MAC Science M18XCE' _diffrn_source_voltage 40 _diffrn_reflns_number 5874 _diffrn_reflns_av_R_equivalents 0.0367 _diffrn_reflns_av_sigmaI/netI 0.0485 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 4.06 _diffrn_reflns_theta_max 70.06 _reflns_number_total 2570 _reflns_number_gt 2323 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART v5.625 (Bruker-AXS, 1997-2001)' _computing_cell_refinement 'SMART v5.625 (Bruker-AXS, 1997-2001)' _computing_data_reduction ; SAINT v7.06A (Bruker-AXS, 1997-2003) & SHELXTL v6.14 (Bruker-AXS, 2003) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0719P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2570 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0404 _refine_ls_R_factor_gt 0.0372 _refine_ls_wR_factor_ref 0.1028 _refine_ls_wR_factor_gt 0.0999 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P -0.00624(10) 0.54750(6) 0.69279(5) 0.01466(18) Uani 1 1 d . . . P2 P 0.32002(10) 0.57412(6) 0.63275(5) 0.01536(18) Uani 1 1 d . . . P3 P 0.05340(9) 0.62437(6) 0.88758(5) 0.01393(18) Uani 1 1 d . . . P4 P 0.52098(10) 0.66718(6) 0.80105(6) 0.01582(18) Uani 1 1 d . . . C1 C 0.2205(4) 0.7891(2) 0.8696(2) 0.0163(5) Uani 1 1 d . . . C2 C 0.1474(4) 0.8943(2) 0.8948(2) 0.0201(6) Uani 1 1 d . . . H2 H 0.0101 0.8813 0.9223 0.024 Uiso 1 1 calc R . . C3 C 0.2762(5) 1.0189(3) 0.8797(2) 0.0239(6) Uani 1 1 d . . . H3 H 0.2259 1.0909 0.8960 0.029 Uiso 1 1 calc R . . C4 C 0.4768(5) 1.0380(3) 0.8412(2) 0.0241(6) Uani 1 1 d . . . H4 H 0.5640 1.1232 0.8315 0.029 Uiso 1 1 calc R . . C5 C 0.5522(4) 0.9334(3) 0.8164(2) 0.0207(6) Uani 1 1 d . . . H5 H 0.6903 0.9474 0.7898 0.025 Uiso 1 1 calc R . . C6 C 0.4250(4) 0.8078(2) 0.8306(2) 0.0162(5) Uani 1 1 d . . . P5 P -0.08583(10) 0.35220(6) 0.76564(6) 0.01464(18) Uani 1 1 d . . . P6 P 0.38096(10) 0.38936(6) 0.67675(6) 0.01568(18) Uani 1 1 d . . . C7 C -0.0502(4) 0.2597(2) 0.6280(2) 0.0166(5) Uani 1 1 d . . . C8 C -0.2236(4) 0.1772(2) 0.5603(2) 0.0192(6) Uani 1 1 d . . . H8 H -0.3612 0.1668 0.5864 0.023 Uiso 1 1 calc R . . C9 C -0.1948(4) 0.1101(3) 0.4544(2) 0.0219(6) Uani 1 1 d . . . H9 H -0.3133 0.0549 0.4072 0.026 Uiso 1 1 calc R . . C10 C 0.0055(5) 0.1230(3) 0.4174(2) 0.0218(6) Uani 1 1 d . . . H10 H 0.0239 0.0751 0.3460 0.026 Uiso 1 1 calc R . . C11 C 0.1792(4) 0.2055(2) 0.4839(2) 0.0197(6) Uani 1 1 d . . . H11 H 0.3163 0.2144 0.4576 0.024 Uiso 1 1 calc R . . C12 C 0.1535(4) 0.2753(2) 0.5890(2) 0.0154(5) Uani 1 1 d . . . P7 P 0.32609(10) 0.55707(6) 0.94180(5) 0.01422(17) Uani 1 1 d . . . P8 P 0.22463(10) 0.35873(6) 0.85226(5) 0.01475(18) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0135(3) 0.0151(3) 0.0153(3) 0.0014(2) -0.0023(2) 0.0044(3) P2 0.0147(3) 0.0161(3) 0.0140(3) 0.0017(3) 0.0007(2) 0.0026(3) P3 0.0124(3) 0.0145(3) 0.0150(3) 0.0013(2) 0.0002(2) 0.0042(3) P4 0.0119(3) 0.0177(3) 0.0166(3) 0.0005(3) 0.0001(3) 0.0026(3) C1 0.0194(13) 0.0150(12) 0.0130(11) -0.0013(9) -0.0042(10) 0.0039(10) C2 0.0254(15) 0.0178(13) 0.0171(12) -0.0008(10) -0.0028(11) 0.0073(11) C3 0.0369(17) 0.0161(13) 0.0193(13) -0.0003(11) -0.0035(12) 0.0097(12) C4 0.0361(17) 0.0136(12) 0.0171(12) 0.0004(10) -0.0050(12) 0.0003(12) C5 0.0234(14) 0.0194(13) 0.0150(12) 0.0009(10) -0.0021(10) 0.0003(11) C6 0.0174(12) 0.0170(12) 0.0124(11) 0.0005(10) -0.0036(9) 0.0030(10) P5 0.0119(3) 0.0146(3) 0.0165(3) 0.0009(3) -0.0002(3) 0.0027(3) P6 0.0129(3) 0.0172(3) 0.0171(3) 0.0003(3) 0.0000(3) 0.0050(3) C7 0.0189(13) 0.0148(12) 0.0164(12) 0.0018(10) -0.0015(10) 0.0058(10) C8 0.0169(13) 0.0159(12) 0.0241(13) 0.0055(10) -0.0015(11) 0.0035(10) C9 0.0265(15) 0.0168(13) 0.0202(13) 0.0007(10) -0.0082(11) 0.0046(11) C10 0.0311(15) 0.0200(13) 0.0151(12) 0.0022(11) -0.0022(11) 0.0093(12) C11 0.0246(14) 0.0189(13) 0.0179(12) 0.0053(10) 0.0031(11) 0.0090(11) C12 0.0158(12) 0.0131(12) 0.0161(12) 0.0019(10) -0.0021(10) 0.0025(10) P7 0.0130(3) 0.0161(3) 0.0139(3) 0.0014(2) -0.0018(2) 0.0050(3) P8 0.0146(3) 0.0149(3) 0.0151(3) 0.0019(2) -0.0016(2) 0.0051(3) _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 P3 2.2221(9) . ? P1 P5 2.2241(8) . ? P1 P2 2.2428(9) . ? P2 P6 2.2305(9) . ? P2 P4 2.2338(9) . ? P3 C1 1.832(3) . ? P3 P7 2.2178(9) . ? P4 C6 1.842(3) . ? P4 P7 2.2199(8) . ? C1 C2 1.388(4) . ? C1 C6 1.408(4) . ? C2 C3 1.395(4) . ? C2 H2 0.9500 . ? C3 C4 1.381(4) . ? C3 H3 0.9500 . ? C4 C5 1.392(4) . ? C4 H4 0.9500 . ? C5 C6 1.398(4) . ? C5 H5 0.9500 . ? P5 C7 1.832(3) . ? P5 P8 2.2164(9) . ? P6 C12 1.843(3) . ? P6 P8 2.2175(9) . ? C7 C8 1.390(4) . ? C7 C12 1.408(4) . ? C8 C9 1.389(4) . ? C8 H8 0.9500 . ? C9 C10 1.383(4) . ? C9 H9 0.9500 . ? C10 C11 1.385(4) . ? C10 H10 0.9500 . ? C11 C12 1.390(4) . ? C11 H11 0.9500 . ? P7 P8 2.2199(9) . ? 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 P3 P1 P5 86.36(3) . . ? P3 P1 P2 102.36(3) . . ? P5 P1 P2 102.24(3) . . ? P6 P2 P4 88.13(3) . . ? P6 P2 P1 103.14(3) . . ? P4 P2 P1 102.69(3) . . ? C1 P3 P7 92.65(9) . . ? C1 P3 P1 100.66(8) . . ? P7 P3 P1 100.17(3) . . ? C6 P4 P7 92.30(8) . . ? C6 P4 P2 100.50(8) . . ? P7 P4 P2 99.09(3) . . ? C2 C1 C6 120.4(2) . . ? C2 C1 P3 120.6(2) . . ? C6 C1 P3 119.04(19) . . ? C1 C2 C3 119.8(3) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 120.2(3) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 120.5(2) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C4 C5 C6 120.1(3) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C5 C6 C1 119.1(2) . . ? C5 C6 P4 121.3(2) . . ? C1 C6 P4 119.66(19) . . ? C7 P5 P8 92.93(9) . . ? C7 P5 P1 98.99(8) . . ? P8 P5 P1 99.93(3) . . ? C12 P6 P8 92.63(8) . . ? C12 P6 P2 99.04(8) . . ? P8 P6 P2 98.90(3) . . ? C8 C7 C12 120.1(2) . . ? C8 C7 P5 120.2(2) . . ? C12 C7 P5 119.67(19) . . ? C9 C8 C7 119.7(2) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C10 C9 C8 120.4(2) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C11 120.3(2) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C10 C11 C12 120.2(3) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C7 119.3(2) . . ? C11 C12 P6 121.2(2) . . ? C7 C12 P6 119.47(19) . . ? P3 P7 P4 92.64(3) . . ? P3 P7 P8 100.56(3) . . ? P4 P7 P8 101.43(3) . . ? P5 P8 P6 93.20(3) . . ? P5 P8 P7 100.82(3) . . ? P6 P8 P7 101.58(3) . . ? 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 P3 P1 P2 P6 89.73(4) . . . . ? P5 P1 P2 P6 0.82(4) . . . . ? P3 P1 P2 P4 -1.31(4) . . . . ? P5 P1 P2 P4 -90.22(4) . . . . ? P5 P1 P3 C1 159.54(9) . . . . ? P2 P1 P3 C1 57.79(9) . . . . ? P5 P1 P3 P7 64.86(3) . . . . ? P2 P1 P3 P7 -36.88(4) . . . . ? P6 P2 P4 C6 -158.21(9) . . . . ? P1 P2 P4 C6 -55.16(9) . . . . ? P6 P2 P4 P7 -64.14(3) . . . . ? P1 P2 P4 P7 38.91(4) . . . . ? P7 P3 C1 C2 -147.6(2) . . . . ? P1 P3 C1 C2 111.5(2) . . . . ? P7 P3 C1 C6 31.97(19) . . . . ? P1 P3 C1 C6 -68.90(19) . . . . ? C6 C1 C2 C3 0.9(4) . . . . ? P3 C1 C2 C3 -179.5(2) . . . . ? C1 C2 C3 C4 -0.8(4) . . . . ? C2 C3 C4 C5 0.3(4) . . . . ? C3 C4 C5 C6 -0.1(4) . . . . ? C4 C5 C6 C1 0.3(4) . . . . ? C4 C5 C6 P4 -179.02(19) . . . . ? C2 C1 C6 C5 -0.7(4) . . . . ? P3 C1 C6 C5 179.7(2) . . . . ? C2 C1 C6 P4 178.61(19) . . . . ? P3 C1 C6 P4 -1.0(3) . . . . ? P7 P4 C6 C5 148.7(2) . . . . ? P2 P4 C6 C5 -111.6(2) . . . . ? P7 P4 C6 C1 -30.57(19) . . . . ? P2 P4 C6 C1 69.1(2) . . . . ? P3 P1 P5 C7 -159.48(9) . . . . ? P2 P1 P5 C7 -57.62(9) . . . . ? P3 P1 P5 P8 -64.88(3) . . . . ? P2 P1 P5 P8 36.98(4) . . . . ? P4 P2 P6 C12 158.51(8) . . . . ? P1 P2 P6 C12 55.92(9) . . . . ? P4 P2 P6 P8 64.38(3) . . . . ? P1 P2 P6 P8 -38.21(4) . . . . ? P8 P5 C7 C8 151.8(2) . . . . ? P1 P5 C7 C8 -107.7(2) . . . . ? P8 P5 C7 C12 -30.0(2) . . . . ? P1 P5 C7 C12 70.5(2) . . . . ? C12 C7 C8 C9 0.2(4) . . . . ? P5 C7 C8 C9 178.4(2) . . . . ? C7 C8 C9 C10 1.2(4) . . . . ? C8 C9 C10 C11 -1.5(4) . . . . ? C9 C10 C11 C12 0.4(4) . . . . ? C10 C11 C12 C7 1.0(4) . . . . ? C10 C11 C12 P6 -178.16(19) . . . . ? C8 C7 C12 C11 -1.3(4) . . . . ? P5 C7 C12 C11 -179.53(19) . . . . ? C8 C7 C12 P6 177.88(19) . . . . ? P5 C7 C12 P6 -0.4(3) . . . . ? P8 P6 C12 C11 -150.4(2) . . . . ? P2 P6 C12 C11 110.2(2) . . . . ? P8 P6 C12 C7 30.46(19) . . . . ? P2 P6 C12 C7 -68.99(19) . . . . ? C1 P3 P7 P4 -41.24(8) . . . . ? P1 P3 P7 P4 60.09(4) . . . . ? C1 P3 P7 P8 -143.38(8) . . . . ? P1 P3 P7 P8 -42.05(4) . . . . ? C6 P4 P7 P3 40.61(8) . . . . ? P2 P4 P7 P3 -60.40(4) . . . . ? C6 P4 P7 P8 141.94(8) . . . . ? P2 P4 P7 P8 40.93(4) . . . . ? C7 P5 P8 P6 39.60(8) . . . . ? P1 P5 P8 P6 -60.06(4) . . . . ? C7 P5 P8 P7 142.04(8) . . . . ? P1 P5 P8 P7 42.37(4) . . . . ? C12 P6 P8 P5 -39.60(9) . . . . ? P2 P6 P8 P5 59.98(4) . . . . ? C12 P6 P8 P7 -141.33(8) . . . . ? P2 P6 P8 P7 -41.75(4) . . . . ? P3 P7 P8 P5 -0.23(4) . . . . ? P4 P7 P8 P5 -95.13(4) . . . . ? P3 P7 P8 P6 95.35(4) . . . . ? P4 P7 P8 P6 0.45(4) . . . . ? _diffrn_measured_fraction_theta_max 0.897 _diffrn_reflns_theta_full 70.06 _diffrn_measured_fraction_theta_full 0.897 _refine_diff_density_max 0.586 _refine_diff_density_min -0.672 _refine_diff_density_rms 0.106 #--END-- data_2 _database_code_depnum_ccdc_archive 'CCDC 666609' _audit_creation_method SHELXL-97 _chemical_formula_moiety 'C16 H32 Li O8, C6 H4 As P2' _chemical_formula_sum 'C22 H36 As Li O8 P2' _chemical_formula_weight 572.31 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' Li Li -0.0003 0.0001 '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' As As 0.0499 2.0058 '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' _symmetry_space_group_name_Hall '-P 2yn' 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 11.796(2) _cell_length_b 8.3443(17) _cell_length_c 26.460(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.13(3) _cell_angle_gamma 90.00 _cell_volume 2597.8(9) _cell_formula_units_Z 4 _cell_measurement_temperature 373(2) _cell_measurement_reflns_used 2947 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 23.6 _exptl_crystal_description Plate _exptl_crystal_colour Green _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.463 _exptl_crystal_density_method none _exptl_crystal_F_000 1192 _exptl_absorpt_coefficient_mu 1.475 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.65 _exptl_absorpt_correction_T_max 0.93 _exptl_absorpt_process_details 'SADABS v2.03 (Sheldrick, 2003)' _diffrn_ambient_temperature 100 _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.366 _diffrn_detector_type 'Bruker-AXS SMART APEX' _diffrn_measurement_details 'frames, 0.3\% width' _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker-AXS D8' _diffrn_measurement_method '\w scans' _diffrn_measurement_specimen_support 'glass fibre' _diffrn_radiation_collimation monocap _diffrn_radiation_monochromator graphite _diffrn_radiation_probe X-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71074 _diffrn_source 'sealed X-ray tube' _diffrn_source_current 40 _diffrn_source_power 2 _diffrn_source_target Mo _diffrn_source_voltage 50 _diffrn_reflns_number 28216 _diffrn_reflns_av_R_equivalents 0.0775 _diffrn_reflns_av_sigmaI/netI 0.0631 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5961 _reflns_number_gt 5012 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART v5.628 (Bruker-AXS, 1997-2002)' _computing_cell_refinement 'SMART v5.628 (Bruker-AXS, 1997-2002)' _computing_data_reduction ; SAINT v7.06A (Bruker-AXS, 1997-2003) & SHELXTL v6.14 (Bruker-AXS, 2003) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Brucker, 2001)' _computing_publication_material 'SHELXTL (Brucker, 2001)' _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^)+(0.0278P)^2^+6.7688P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 5961 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0889 _refine_ls_R_factor_gt 0.0709 _refine_ls_wR_factor_ref 0.1288 _refine_ls_wR_factor_gt 0.1209 _refine_ls_goodness_of_fit_ref 1.214 _refine_ls_restrained_S_all 1.214 _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 As1 As 0.79193(4) 1.15383(5) 0.081821(16) 0.01765(12) Uani 1 1 d . . . P1 P 0.80007(9) 0.90616(14) 0.05362(4) 0.0177(2) Uani 1 1 d . . . P2 P 0.79501(9) 1.09768(13) 0.16323(4) 0.0156(2) Uani 1 1 d . . . C1 C 0.8077(3) 0.8033(5) 0.11240(14) 0.0129(8) Uani 1 1 d . . . C2 C 0.8049(3) 0.8863(5) 0.15988(14) 0.0130(8) Uani 1 1 d . . . C3 C 0.8116(3) 0.7931(5) 0.20514(14) 0.0137(8) Uani 1 1 d . . . H6 H 0.8076 0.8448 0.2361 0.016 Uiso 1 1 calc R . . C4 C 0.8236(3) 0.6302(5) 0.20449(15) 0.0168(9) Uani 1 1 d . . . H5 H 0.8287 0.5729 0.2347 0.020 Uiso 1 1 calc R . . C5 C 0.8285(3) 0.5488(5) 0.15785(17) 0.0194(9) Uani 1 1 d . . . H4 H 0.8382 0.4382 0.1573 0.023 Uiso 1 1 calc R . . C6 C 0.8188(3) 0.6335(5) 0.11336(16) 0.0174(9) Uani 1 1 d . . . H3 H 0.8194 0.5783 0.0829 0.021 Uiso 1 1 calc R . . Li1 Li 0.3141(5) 0.6677(7) 0.1225(2) 0.0065(12) Uani 1 1 d . . . O1 O 0.1847(2) 0.8773(3) 0.13038(10) 0.0178(6) Uani 1 1 d . . . C7 C 0.1398(4) 0.9223(5) 0.08060(16) 0.0206(9) Uani 1 1 d . . . H13A H 0.1972 0.9805 0.0635 0.025 Uiso 1 1 calc R . . H13B H 0.0750 0.9926 0.0832 0.025 Uiso 1 1 calc R . . C8 C 0.1038(3) 0.7753(5) 0.04993(15) 0.0188(9) Uani 1 1 d . . . H14A H 0.0415 0.7215 0.0649 0.023 Uiso 1 1 calc R . . H14B H 0.0790 0.8054 0.0155 0.023 Uiso 1 1 calc R . . O2 O 0.2001(2) 0.6725(4) 0.05018(10) 0.0180(6) Uani 1 1 d . . . C9 C 0.1732(4) 0.5165(5) 0.03026(15) 0.0188(9) Uani 1 1 d . . . H12A H 0.2404 0.4697 0.0171 0.023 Uiso 1 1 calc R . . H12B H 0.1153 0.5257 0.0025 0.023 Uiso 1 1 calc R . . C10 C 0.1308(4) 0.4083(6) 0.07081(16) 0.0219(9) Uani 1 1 d . . . H11A H 0.0620 0.4515 0.0835 0.026 Uiso 1 1 calc R . . H11B H 0.1147 0.3019 0.0573 0.026 Uiso 1 1 calc R . . O3 O 0.2201(2) 0.4023(4) 0.11025(11) 0.0221(7) Uani 1 1 d . . . C11 C 0.1850(4) 0.3476(6) 0.15760(16) 0.0240(9) Uani 1 1 d . . . H10A H 0.2506 0.3081 0.1781 0.029 Uiso 1 1 calc R . . H10B H 0.1322 0.2592 0.1518 0.029 Uiso 1 1 calc R . . C12 C 0.1288(4) 0.4785(5) 0.18607(16) 0.0199(9) Uani 1 1 d . . . H9A H 0.0596 0.5133 0.1672 0.024 Uiso 1 1 calc R . . H9B H 0.1094 0.4395 0.2189 0.024 Uiso 1 1 calc R . . O4 O 0.2069(2) 0.6090(4) 0.19235(11) 0.0203(7) Uani 1 1 d . . . C13 C 0.1550(4) 0.7536(5) 0.20798(15) 0.0199(9) Uani 1 1 d . . . H8A H 0.2124 0.8222 0.2248 0.024 Uiso 1 1 calc R . . H8B H 0.0994 0.7285 0.2321 0.024 Uiso 1 1 calc R . . C14 C 0.0977(3) 0.8414(6) 0.16365(15) 0.0207(9) Uani 1 1 d . . . H7A H 0.0393 0.7750 0.1466 0.025 Uiso 1 1 calc R . . H7B H 0.0628 0.9393 0.1748 0.025 Uiso 1 1 calc R . . O5 O 0.4168(2) 0.8290(4) 0.18762(11) 0.0191(6) Uani 1 1 d . . . C15 C 0.4449(4) 0.9790(5) 0.16482(17) 0.0197(9) Uani 1 1 d . . . H18A H 0.4987 1.0367 0.1875 0.024 Uiso 1 1 calc R . . H18B H 0.3768 1.0439 0.1596 0.024 Uiso 1 1 calc R . . C16 C 0.4955(4) 0.9530(5) 0.11481(16) 0.0196(9) Uani 1 1 d . . . H17A H 0.5113 1.0551 0.0993 0.024 Uiso 1 1 calc R . . H17B H 0.5661 0.8934 0.1197 0.024 Uiso 1 1 calc R . . O6 O 0.4147(2) 0.8651(3) 0.08346(11) 0.0188(6) Uani 1 1 d . . . C17 C 0.4612(4) 0.8008(5) 0.03913(15) 0.0190(9) Uani 1 1 d . . . H16A H 0.5139 0.8772 0.0262 0.023 Uiso 1 1 calc R . . H16B H 0.4006 0.7825 0.0130 0.023 Uiso 1 1 calc R . . C18 C 0.5221(3) 0.6451(5) 0.05158(15) 0.0183(9) Uani 1 1 d . . . H15A H 0.5540 0.6018 0.0217 0.022 Uiso 1 1 calc R . . H15B H 0.5831 0.6617 0.0776 0.022 Uiso 1 1 calc R . . O7 O 0.4389(2) 0.5387(3) 0.06912(11) 0.0183(6) Uani 1 1 d . . . C19 C 0.4865(4) 0.3989(5) 0.09393(16) 0.0196(9) Uani 1 1 d . . . H22A H 0.5482 0.3587 0.0752 0.024 Uiso 1 1 calc R . . H22B H 0.4289 0.3161 0.0942 0.024 Uiso 1 1 calc R . . C20 C 0.5305(4) 0.4353(5) 0.14755(16) 0.0212(9) Uani 1 1 d . . . H21A H 0.5585 0.3383 0.1644 0.025 Uiso 1 1 calc R . . H21B H 0.5922 0.5122 0.1478 0.025 Uiso 1 1 calc R . . O8 O 0.4382(2) 0.4995(4) 0.17261(10) 0.0185(6) Uani 1 1 d . . . C21 C 0.4730(4) 0.5772(5) 0.21922(15) 0.0187(9) Uani 1 1 d . . . H20A H 0.5345 0.5170 0.2365 0.022 Uiso 1 1 calc R . . H20B H 0.4100 0.5792 0.2408 0.022 Uiso 1 1 calc R . . C22 C 0.5120(4) 0.7457(5) 0.21039(16) 0.0204(9) Uani 1 1 d . . . H19A H 0.5380 0.7957 0.2422 0.024 Uiso 1 1 calc R . . H19B H 0.5739 0.7460 0.1882 0.024 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 As1 0.0234(2) 0.0134(2) 0.0163(2) 0.00403(18) 0.00228(16) 0.00181(19) P1 0.0218(6) 0.0192(6) 0.0121(5) -0.0004(4) 0.0018(4) 0.0017(5) P2 0.0227(6) 0.0095(5) 0.0145(5) -0.0011(4) 0.0007(4) 0.0008(4) C1 0.0126(19) 0.013(2) 0.0132(18) -0.0019(15) -0.0013(15) -0.0009(15) C2 0.0124(19) 0.014(2) 0.0129(18) -0.0022(15) 0.0010(15) 0.0003(15) C3 0.0116(19) 0.017(2) 0.0121(18) 0.0018(16) -0.0013(15) 0.0000(16) C4 0.015(2) 0.016(2) 0.019(2) 0.0062(17) -0.0013(16) -0.0035(16) C5 0.014(2) 0.010(2) 0.034(2) -0.0008(18) 0.0021(18) 0.0064(16) C6 0.015(2) 0.016(2) 0.021(2) -0.0073(17) -0.0006(16) -0.0001(16) Li1 0.005(3) 0.007(3) 0.008(3) -0.001(2) 0.001(2) 0.003(2) O1 0.0173(15) 0.0186(17) 0.0175(14) -0.0011(12) 0.0017(12) 0.0006(12) C7 0.021(2) 0.020(2) 0.021(2) 0.0081(18) 0.0038(18) 0.0031(18) C8 0.016(2) 0.025(2) 0.016(2) 0.0049(18) -0.0010(16) 0.0041(18) O2 0.0174(14) 0.0181(16) 0.0185(14) -0.0044(12) 0.0009(11) -0.0002(12) C9 0.020(2) 0.021(2) 0.0143(19) -0.0038(17) -0.0022(17) 0.0023(18) C10 0.021(2) 0.022(2) 0.022(2) -0.0027(19) -0.0033(18) -0.0040(19) O3 0.0198(15) 0.0281(17) 0.0184(15) 0.0018(13) 0.0015(12) -0.0005(13) C11 0.025(2) 0.023(2) 0.024(2) 0.006(2) -0.0002(18) -0.003(2) C12 0.022(2) 0.019(2) 0.019(2) 0.0015(17) 0.0024(18) -0.0044(18) O4 0.0173(15) 0.0202(16) 0.0236(15) 0.0005(12) 0.0030(12) -0.0014(12) C13 0.020(2) 0.026(2) 0.015(2) -0.0062(17) 0.0061(17) 0.0011(18) C14 0.018(2) 0.026(2) 0.019(2) -0.0091(19) 0.0041(17) 0.0009(19) O5 0.0160(14) 0.0162(16) 0.0255(15) 0.0007(13) 0.0026(12) 0.0008(12) C15 0.018(2) 0.010(2) 0.030(2) -0.0022(18) 0.0005(18) 0.0001(17) C16 0.021(2) 0.013(2) 0.026(2) -0.0007(17) 0.0024(18) -0.0027(17) O6 0.0209(15) 0.0129(15) 0.0225(15) -0.0018(12) 0.0010(12) 0.0020(12) C17 0.020(2) 0.022(2) 0.0150(19) 0.0038(17) -0.0010(16) 0.0018(17) C18 0.019(2) 0.019(2) 0.019(2) -0.0048(18) 0.0079(16) -0.0018(17) O7 0.0173(15) 0.0151(15) 0.0224(15) 0.0005(12) 0.0014(12) 0.0002(12) C19 0.019(2) 0.014(2) 0.027(2) 0.0023(18) 0.0066(18) 0.0060(17) C20 0.021(2) 0.017(2) 0.026(2) 0.0046(18) 0.0035(18) 0.0051(17) O8 0.0147(14) 0.0226(17) 0.0185(14) -0.0007(12) 0.0025(12) 0.0014(12) C21 0.017(2) 0.025(2) 0.0142(19) 0.0023(18) 0.0005(16) 0.0052(18) C22 0.016(2) 0.028(3) 0.016(2) -0.0053(18) -0.0042(16) 0.0038(18) _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 As1 P1 2.2017(13) . ? As1 P2 2.2021(12) . ? P1 C1 1.773(4) . ? P2 C2 1.771(4) . ? C1 C6 1.423(6) . ? C1 C2 1.437(5) . ? C2 C3 1.425(5) . ? C3 C4 1.367(6) . ? C3 H6 0.9300 . ? C4 C5 1.413(6) . ? C4 H5 0.9300 . ? C5 C6 1.371(6) . ? C5 H4 0.9300 . ? C6 H3 0.9300 . ? Li1 O2 2.258(6) . ? Li1 O6 2.316(7) . ? Li1 O1 2.341(6) . ? Li1 O8 2.365(6) . ? Li1 O4 2.365(6) . ? Li1 O7 2.370(6) . ? Li1 O5 2.439(7) . ? Li1 O3 2.487(7) . ? O1 C14 1.431(5) . ? O1 C7 1.434(5) . ? C7 C8 1.515(6) . ? C7 H13A 0.9700 . ? C7 H13B 0.9700 . ? C8 O2 1.424(5) . ? C8 H14A 0.9700 . ? C8 H14B 0.9700 . ? O2 C9 1.431(5) . ? C9 C10 1.515(6) . ? C9 H12A 0.9700 . ? C9 H12B 0.9700 . ? C10 O3 1.429(5) . ? C10 H11A 0.9700 . ? C10 H11B 0.9700 . ? O3 C11 1.423(5) . ? C11 C12 1.508(6) . ? C11 H10A 0.9700 . ? C11 H10B 0.9700 . ? C12 O4 1.428(5) . ? C12 H9A 0.9700 . ? C12 H9B 0.9700 . ? O4 C13 1.428(5) . ? C13 C14 1.502(6) . ? C13 H8A 0.9700 . ? C13 H8B 0.9700 . ? C14 H7A 0.9700 . ? C14 H7B 0.9700 . ? O5 C22 1.418(5) . ? O5 C15 1.438(5) . ? C15 C16 1.506(6) . ? C15 H18A 0.9700 . ? C15 H18B 0.9700 . ? C16 O6 1.422(5) . ? C16 H17A 0.9700 . ? C16 H17B 0.9700 . ? O6 C17 1.434(5) . ? C17 C18 1.509(6) . ? C17 H16A 0.9700 . ? C17 H16B 0.9700 . ? C18 O7 1.425(5) . ? C18 H15A 0.9700 . ? C18 H15B 0.9700 . ? O7 C19 1.433(5) . ? C19 C20 1.506(6) . ? C19 H22A 0.9700 . ? C19 H22B 0.9700 . ? C20 O8 1.420(5) . ? C20 H21A 0.9700 . ? C20 H21B 0.9700 . ? O8 C21 1.428(5) . ? C21 C22 1.502(6) . ? C21 H20A 0.9700 . ? C21 H20B 0.9700 . ? C22 H19A 0.9700 . ? C22 H19B 0.9700 . ? 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 As1 P2 97.69(4) . . ? C1 P1 As1 99.08(13) . . ? C2 P2 As1 99.18(13) . . ? C6 C1 C2 118.2(4) . . ? C6 C1 P1 119.8(3) . . ? C2 C1 P1 122.1(3) . . ? C3 C2 C1 117.9(4) . . ? C3 C2 P2 120.1(3) . . ? C1 C2 P2 122.0(3) . . ? C4 C3 C2 122.1(4) . . ? C4 C3 H6 119.0 . . ? C2 C3 H6 119.0 . . ? C3 C4 C5 120.0(4) . . ? C3 C4 H5 120.0 . . ? C5 C4 H5 120.0 . . ? C6 C5 C4 119.7(4) . . ? C6 C5 H4 120.1 . . ? C4 C5 H4 120.1 . . ? C5 C6 C1 122.1(4) . . ? C5 C6 H3 119.0 . . ? C1 C6 H3 119.0 . . ? O2 Li1 O6 84.4(2) . . ? O2 Li1 O1 73.1(2) . . ? O6 Li1 O1 82.3(2) . . ? O2 Li1 O8 142.4(3) . . ? O6 Li1 O8 110.9(2) . . ? O1 Li1 O8 140.8(3) . . ? O2 Li1 O4 110.3(3) . . ? O6 Li1 O4 144.7(3) . . ? O1 Li1 O4 72.31(19) . . ? O8 Li1 O4 77.5(2) . . ? O2 Li1 O7 82.0(2) . . ? O6 Li1 O7 72.37(19) . . ? O1 Li1 O7 146.0(3) . . ? O8 Li1 O7 71.27(19) . . ? O4 Li1 O7 139.6(3) . . ? O2 Li1 O5 145.5(3) . . ? O6 Li1 O5 71.23(19) . . ? O1 Li1 O5 79.5(2) . . ? O8 Li1 O5 71.07(19) . . ? O4 Li1 O5 80.1(2) . . ? O7 Li1 O5 111.9(2) . . ? O2 Li1 O3 70.90(19) . . ? O6 Li1 O3 144.4(3) . . ? O1 Li1 O3 112.9(2) . . ? O8 Li1 O3 78.3(2) . . ? O4 Li1 O3 70.05(19) . . ? O7 Li1 O3 79.0(2) . . ? O5 Li1 O3 141.0(3) . . ? C14 O1 C7 112.7(3) . . ? C14 O1 Li1 113.6(3) . . ? C7 O1 Li1 108.3(3) . . ? O1 C7 C8 110.5(3) . . ? O1 C7 H13A 109.5 . . ? C8 C7 H13A 109.5 . . ? O1 C7 H13B 109.5 . . ? C8 C7 H13B 109.5 . . ? H13A C7 H13B 108.1 . . ? O2 C8 C7 107.0(3) . . ? O2 C8 H14A 110.3 . . ? C7 C8 H14A 110.3 . . ? O2 C8 H14B 110.3 . . ? C7 C8 H14B 110.3 . . ? H14A C8 H14B 108.6 . . ? C8 O2 C9 113.0(3) . . ? C8 O2 Li1 116.2(3) . . ? C9 O2 Li1 113.5(3) . . ? O2 C9 C10 110.9(3) . . ? O2 C9 H12A 109.5 . . ? C10 C9 H12A 109.5 . . ? O2 C9 H12B 109.5 . . ? C10 C9 H12B 109.5 . . ? H12A C9 H12B 108.0 . . ? O3 C10 C9 105.9(3) . . ? O3 C10 H11A 110.5 . . ? C9 C10 H11A 110.5 . . ? O3 C10 H11B 110.5 . . ? C9 C10 H11B 110.5 . . ? H11A C10 H11B 108.7 . . ? C11 O3 C10 114.1(3) . . ? C11 O3 Li1 109.1(3) . . ? C10 O3 Li1 111.2(3) . . ? O3 C11 C12 111.9(4) . . ? O3 C11 H10A 109.2 . . ? C12 C11 H10A 109.2 . . ? O3 C11 H10B 109.2 . . ? C12 C11 H10B 109.2 . . ? H10A C11 H10B 107.9 . . ? O4 C12 C11 107.9(3) . . ? O4 C12 H9A 110.1 . . ? C11 C12 H9A 110.1 . . ? O4 C12 H9B 110.1 . . ? C11 C12 H9B 110.1 . . ? H9A C12 H9B 108.4 . . ? C12 O4 C13 113.0(3) . . ? C12 O4 Li1 116.3(3) . . ? C13 O4 Li1 108.4(3) . . ? O4 C13 C14 111.4(3) . . ? O4 C13 H8A 109.4 . . ? C14 C13 H8A 109.4 . . ? O4 C13 H8B 109.4 . . ? C14 C13 H8B 109.4 . . ? H8A C13 H8B 108.0 . . ? O1 C14 C13 106.3(3) . . ? O1 C14 H7A 110.5 . . ? C13 C14 H7A 110.5 . . ? O1 C14 H7B 110.5 . . ? C13 C14 H7B 110.5 . . ? H7A C14 H7B 108.7 . . ? C22 O5 C15 113.9(3) . . ? C22 O5 Li1 111.5(3) . . ? C15 O5 Li1 107.5(3) . . ? O5 C15 C16 111.2(3) . . ? O5 C15 H18A 109.4 . . ? C16 C15 H18A 109.4 . . ? O5 C15 H18B 109.4 . . ? C16 C15 H18B 109.4 . . ? H18A C15 H18B 108.0 . . ? O6 C16 C15 107.2(3) . . ? O6 C16 H17A 110.3 . . ? C15 C16 H17A 110.3 . . ? O6 C16 H17B 110.3 . . ? C15 C16 H17B 110.3 . . ? H17A C16 H17B 108.5 . . ? C16 O6 C17 113.0(3) . . ? C16 O6 Li1 116.8(3) . . ? C17 O6 Li1 109.7(3) . . ? O6 C17 C18 110.3(3) . . ? O6 C17 H16A 109.6 . . ? C18 C17 H16A 109.6 . . ? O6 C17 H16B 109.6 . . ? C18 C17 H16B 109.6 . . ? H16A C17 H16B 108.1 . . ? O7 C18 C17 106.2(3) . . ? O7 C18 H15A 110.5 . . ? C17 C18 H15A 110.5 . . ? O7 C18 H15B 110.5 . . ? C17 C18 H15B 110.5 . . ? H15A C18 H15B 108.7 . . ? C18 O7 C19 113.6(3) . . ? C18 O7 Li1 112.5(3) . . ? C19 O7 Li1 109.7(3) . . ? O7 C19 C20 111.4(3) . . ? O7 C19 H22A 109.4 . . ? C20 C19 H22A 109.4 . . ? O7 C19 H22B 109.4 . . ? C20 C19 H22B 109.4 . . ? H22A C19 H22B 108.0 . . ? O8 C20 C19 107.0(3) . . ? O8 C20 H21A 110.3 . . ? C19 C20 H21A 110.3 . . ? O8 C20 H21B 110.3 . . ? C19 C20 H21B 110.3 . . ? H21A C20 H21B 108.6 . . ? C20 O8 C21 113.1(3) . . ? C20 O8 Li1 115.2(3) . . ? C21 O8 Li1 110.1(3) . . ? O8 C21 C22 111.3(3) . . ? O8 C21 H20A 109.4 . . ? C22 C21 H20A 109.4 . . ? O8 C21 H20B 109.4 . . ? C22 C21 H20B 109.4 . . ? H20A C21 H20B 108.0 . . ? O5 C22 C21 106.5(3) . . ? O5 C22 H19A 110.4 . . ? C21 C22 H19A 110.4 . . ? O5 C22 H19B 110.4 . . ? C21 C22 H19B 110.4 . . ? H19A C22 H19B 108.6 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.794 _refine_diff_density_min -0.889 _refine_diff_density_rms 0.112 #--END-- data_3b _database_code_depnum_ccdc_archive 'CCDC 666610' _audit_creation_method SHELXL-97 _chemical_formula_moiety 'C12 H8 P8' _chemical_formula_sum 'C12 H8 P8' _chemical_formula_weight 399.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7205(5) _cell_length_b 10.0155(7) _cell_length_c 10.5675(7) _cell_angle_alpha 87.305(3) _cell_angle_beta 76.293(4) _cell_angle_gamma 80.703(4) _cell_volume 783.40(9) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3836 _cell_measurement_theta_min 4.31 _cell_measurement_theta_max 69.95 _exptl_crystal_description Plate _exptl_crystal_colour Orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.695 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 400 _exptl_absorpt_coefficient_mu 8.201 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.23 _exptl_absorpt_correction_T_max 0.66 _exptl_absorpt_process_details 'SADABS v2.05 (Sheldrick, 2003)' _diffrn_ambient_temperature 100 _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.602 _diffrn_detector_type 'Bruker-AXS SMART 6000' _diffrn_measurement_details 'frames, 0.3\% width' _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker-AXS D8' _diffrn_measurement_method '\w scans' _diffrn_measurement_specimen_support 'glass fibre' _diffrn_radiation_collimation 'Osmic CMF12-38Cu6 (blue) mirror optics' _diffrn_radiation_monochromator 'Osmic CMF12-38Cu6 (blue) mirror optics' _diffrn_radiation_probe X-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source rotating-anode _diffrn_source_current 120 _diffrn_source_power 4.8 _diffrn_source_size '3 x 0.3mm' _diffrn_source_target Cu _diffrn_source_type 'MAC Science M18XCE' _diffrn_source_voltage 40 _diffrn_reflns_number 5822 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_sigmaI/netI 0.0461 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.31 _diffrn_reflns_theta_max 70.04 _reflns_number_total 2658 _reflns_number_gt 2339 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART v5.625 (Bruker-AXS, 1997-2001)' _computing_cell_refinement 'SMART v5.625 (Bruker-AXS, 1997-2001)' _computing_data_reduction ; SAINT v7.06A (Bruker-AXS, 1997-2003) & SHELXTL v6.14 (Bruker-AXS, 2003) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0822P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2658 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0463 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.1113 _refine_ls_wR_factor_gt 0.1082 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.17852(9) 0.65865(6) 0.84517(7) 0.01548(19) Uani 1 1 d . . . P2 P -0.04559(9) 0.55088(6) 0.82361(7) 0.01466(19) Uani 1 1 d . . . P3 P 0.23090(9) 0.77903(6) 0.66127(7) 0.0163(2) Uani 1 1 d . . . P4 P -0.08553(8) 0.62296(6) 0.62760(7) 0.01454(19) Uani 1 1 d . . . P5 P 0.42710(9) 0.51743(6) 0.75598(7) 0.01516(19) Uani 1 1 d . . . P6 P 0.10591(9) 0.35929(6) 0.72993(7) 0.01463(19) Uani 1 1 d . . . P7 P 0.19821(9) 0.62939(6) 0.52347(7) 0.01462(19) Uani 1 1 d . . . P8 P 0.33438(9) 0.43908(6) 0.59526(6) 0.01480(19) Uani 1 1 d . . . C1 C 0.0061(4) 0.8745(3) 0.6679(3) 0.0165(6) Uani 1 1 d . . . C2 C -0.0288(4) 1.0140(3) 0.6867(3) 0.0196(6) Uani 1 1 d . . . H2 H 0.0645 1.0608 0.6972 0.024 Uiso 1 1 calc R . . C3 C -0.2005(4) 1.0845(3) 0.6903(3) 0.0234(6) Uani 1 1 d . . . H3 H -0.2255 1.1790 0.7065 0.028 Uiso 1 1 calc R . . C4 C -0.3360(4) 1.0175(3) 0.6702(3) 0.0241(6) Uani 1 1 d . . . H4 H -0.4518 1.0670 0.6700 0.029 Uiso 1 1 calc R . . C5 C -0.3034(4) 0.8794(3) 0.6504(3) 0.0193(6) Uani 1 1 d . . . H5 H -0.3963 0.8343 0.6364 0.023 Uiso 1 1 calc R . . C6 C -0.1333(3) 0.8064(3) 0.6511(3) 0.0155(5) Uani 1 1 d . . . C7 C 0.3863(3) 0.3664(3) 0.8567(3) 0.0157(5) Uani 1 1 d . . . C8 C 0.4944(4) 0.3194(3) 0.9428(3) 0.0188(6) Uani 1 1 d . . . H8 H 0.5918 0.3641 0.9483 0.023 Uiso 1 1 calc R . . C9 C 0.4590(4) 0.2064(3) 1.0208(3) 0.0223(6) Uani 1 1 d . . . H9 H 0.5318 0.1749 1.0803 0.027 Uiso 1 1 calc R . . C10 C 0.3179(4) 0.1393(3) 1.0123(3) 0.0231(6) Uani 1 1 d . . . H10 H 0.2943 0.0625 1.0661 0.028 Uiso 1 1 calc R . . C11 C 0.2113(4) 0.1849(3) 0.9248(3) 0.0186(6) Uani 1 1 d . . . H11 H 0.1157 0.1385 0.9185 0.022 Uiso 1 1 calc R . . C12 C 0.2441(4) 0.2984(2) 0.8464(3) 0.0155(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0174(4) 0.0159(4) 0.0136(4) 0.0005(2) -0.0052(3) -0.0018(3) P2 0.0147(4) 0.0155(4) 0.0127(4) 0.0028(2) -0.0017(3) -0.0021(3) P3 0.0170(4) 0.0150(4) 0.0177(4) 0.0032(3) -0.0049(3) -0.0047(3) P4 0.0154(4) 0.0142(4) 0.0149(4) 0.0025(2) -0.0050(3) -0.0032(3) P5 0.0150(4) 0.0173(4) 0.0131(4) 0.0030(2) -0.0039(3) -0.0023(3) P6 0.0173(4) 0.0130(4) 0.0135(4) 0.0034(2) -0.0038(3) -0.0030(3) P7 0.0166(4) 0.0146(4) 0.0124(4) 0.0034(2) -0.0034(3) -0.0026(3) P8 0.0166(4) 0.0159(4) 0.0109(4) 0.0023(2) -0.0023(3) -0.0015(3) C1 0.0194(14) 0.0172(14) 0.0124(14) 0.0044(10) -0.0021(11) -0.0052(10) C2 0.0258(15) 0.0169(14) 0.0153(15) 0.0047(10) -0.0034(12) -0.0044(11) C3 0.0360(17) 0.0138(13) 0.0164(15) 0.0054(10) -0.0007(13) -0.0017(12) C4 0.0244(16) 0.0225(15) 0.0200(16) 0.0059(11) -0.0021(13) 0.0061(12) C5 0.0194(14) 0.0238(14) 0.0139(14) 0.0067(10) -0.0028(12) -0.0042(11) C6 0.0180(14) 0.0163(13) 0.0109(14) 0.0032(9) -0.0027(11) -0.0006(10) C7 0.0174(13) 0.0158(13) 0.0110(14) 0.0015(9) -0.0009(11) 0.0018(10) C8 0.0191(14) 0.0200(14) 0.0133(14) -0.0006(10) -0.0012(12) 0.0045(11) C9 0.0252(16) 0.0237(15) 0.0165(15) 0.0009(11) -0.0083(13) 0.0058(11) C10 0.0327(16) 0.0173(14) 0.0143(15) 0.0054(10) -0.0004(13) 0.0020(12) C11 0.0226(14) 0.0151(13) 0.0165(15) 0.0015(10) -0.0036(12) -0.0004(10) C12 0.0172(13) 0.0132(13) 0.0119(14) 0.0006(9) 0.0005(11) 0.0040(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 P1 P3 2.2268(9) . ? P1 P5 2.2278(10) . ? P1 P2 2.2414(9) . ? P2 P6 2.2215(10) . ? P2 P4 2.2354(9) . ? P3 C1 1.828(3) . ? P3 P7 2.2208(10) . ? P4 C6 1.831(3) . ? P4 P7 2.2159(9) . ? P5 C7 1.834(3) . ? P5 P8 2.2126(9) . ? P6 C12 1.835(3) . ? P6 P8 2.2212(9) . ? P7 P8 2.2155(9) . ? C1 C2 1.394(4) . ? C1 C6 1.413(3) . ? C2 C3 1.391(4) . ? C2 H2 0.9500 . ? C3 C4 1.391(4) . ? C3 H3 0.9500 . ? C4 C5 1.382(4) . ? C4 H4 0.9500 . ? C5 C6 1.397(4) . ? C5 H5 0.9500 . ? C7 C8 1.393(4) . ? C7 C12 1.409(4) . ? C8 C9 1.393(4) . ? C8 H8 0.9500 . ? C9 C10 1.390(4) . ? C9 H9 0.9500 . ? C10 C11 1.393(4) . ? C10 H10 0.9500 . ? C11 C12 1.395(4) . ? C11 H11 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 P3 P1 P5 86.70(3) . . ? P3 P1 P2 102.79(3) . . ? P5 P1 P2 103.58(4) . . ? P6 P2 P4 87.83(3) . . ? P6 P2 P1 101.81(4) . . ? P4 P2 P1 102.00(3) . . ? C1 P3 P7 92.71(9) . . ? C1 P3 P1 100.77(9) . . ? P7 P3 P1 99.37(3) . . ? C6 P4 P7 92.63(9) . . ? C6 P4 P2 101.05(9) . . ? P7 P4 P2 100.05(3) . . ? C7 P5 P8 92.14(9) . . ? C7 P5 P1 99.66(9) . . ? P8 P5 P1 99.25(3) . . ? C12 P6 P8 92.13(9) . . ? C12 P6 P2 100.77(9) . . ? P8 P6 P2 99.63(3) . . ? P8 P7 P4 100.59(3) . . ? P8 P7 P3 101.47(3) . . ? P4 P7 P3 92.29(4) . . ? P5 P8 P7 100.41(4) . . ? P5 P8 P6 93.14(3) . . ? P7 P8 P6 102.17(4) . . ? C2 C1 C6 119.5(2) . . ? C2 C1 P3 120.97(19) . . ? C6 C1 P3 119.5(2) . . ? C3 C2 C1 119.9(3) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C4 C3 C2 120.3(3) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C5 C4 C3 120.5(3) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 119.8(2) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C6 C1 119.9(2) . . ? C5 C6 P4 121.2(2) . . ? C1 C6 P4 118.9(2) . . ? C8 C7 C12 120.2(2) . . ? C8 C7 P5 120.4(2) . . ? C12 C7 P5 119.40(18) . . ? C9 C8 C7 119.7(2) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C10 C9 C8 120.6(2) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C9 C10 C11 119.9(2) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C10 C11 C12 120.4(2) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C11 C12 C7 119.3(2) . . ? C11 C12 P6 121.0(2) . . ? C7 C12 P6 119.73(18) . . ? 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 P3 P1 P2 P6 91.27(4) . . . . ? P5 P1 P2 P6 1.60(4) . . . . ? P3 P1 P2 P4 0.99(5) . . . . ? P5 P1 P2 P4 -88.68(4) . . . . ? P5 P1 P3 C1 158.92(9) . . . . ? P2 P1 P3 C1 55.73(9) . . . . ? P5 P1 P3 P7 64.32(3) . . . . ? P2 P1 P3 P7 -38.87(4) . . . . ? P6 P2 P4 C6 -158.93(9) . . . . ? P1 P2 P4 C6 -57.32(9) . . . . ? P6 P2 P4 P7 -64.23(4) . . . . ? P1 P2 P4 P7 37.39(4) . . . . ? P3 P1 P5 C7 -159.84(9) . . . . ? P2 P1 P5 C7 -57.47(9) . . . . ? P3 P1 P5 P8 -66.05(3) . . . . ? P2 P1 P5 P8 36.32(4) . . . . ? P4 P2 P6 C12 156.97(9) . . . . ? P1 P2 P6 C12 55.17(9) . . . . ? P4 P2 P6 P8 62.92(3) . . . . ? P1 P2 P6 P8 -38.89(4) . . . . ? C6 P4 P7 P8 143.52(8) . . . . ? P2 P4 P7 P8 41.81(4) . . . . ? C6 P4 P7 P3 41.39(8) . . . . ? P2 P4 P7 P3 -60.32(4) . . . . ? C1 P3 P7 P8 -142.01(8) . . . . ? P1 P3 P7 P8 -40.62(4) . . . . ? C1 P3 P7 P4 -40.71(8) . . . . ? P1 P3 P7 P4 60.68(4) . . . . ? C7 P5 P8 P7 144.01(9) . . . . ? P1 P5 P8 P7 43.86(4) . . . . ? C7 P5 P8 P6 41.03(9) . . . . ? P1 P5 P8 P6 -59.13(4) . . . . ? P4 P7 P8 P5 -96.44(4) . . . . ? P3 P7 P8 P5 -1.88(4) . . . . ? P4 P7 P8 P6 -0.90(4) . . . . ? P3 P7 P8 P6 93.66(4) . . . . ? C12 P6 P8 P5 -40.43(9) . . . . ? P2 P6 P8 P5 60.87(4) . . . . ? C12 P6 P8 P7 -141.79(9) . . . . ? P2 P6 P8 P7 -40.49(4) . . . . ? P7 P3 C1 C2 -148.5(2) . . . . ? P1 P3 C1 C2 111.4(2) . . . . ? P7 P3 C1 C6 30.2(2) . . . . ? P1 P3 C1 C6 -69.9(2) . . . . ? C6 C1 C2 C3 0.7(4) . . . . ? P3 C1 C2 C3 179.4(2) . . . . ? C1 C2 C3 C4 -2.4(4) . . . . ? C2 C3 C4 C5 2.0(5) . . . . ? C3 C4 C5 C6 0.3(4) . . . . ? C4 C5 C6 C1 -1.9(4) . . . . ? C4 C5 C6 P4 179.1(2) . . . . ? C2 C1 C6 C5 1.4(4) . . . . ? P3 C1 C6 C5 -177.2(2) . . . . ? C2 C1 C6 P4 -179.6(2) . . . . ? P3 C1 C6 P4 1.7(3) . . . . ? P7 P4 C6 C5 146.3(2) . . . . ? P2 P4 C6 C5 -112.9(2) . . . . ? P7 P4 C6 C1 -32.7(2) . . . . ? P2 P4 C6 C1 68.1(2) . . . . ? P8 P5 C7 C8 148.0(2) . . . . ? P1 P5 C7 C8 -112.2(2) . . . . ? P8 P5 C7 C12 -32.2(2) . . . . ? P1 P5 C7 C12 67.6(2) . . . . ? C12 C7 C8 C9 -1.3(4) . . . . ? P5 C7 C8 C9 178.5(2) . . . . ? C7 C8 C9 C10 0.7(5) . . . . ? C8 C9 C10 C11 0.3(5) . . . . ? C9 C10 C11 C12 -0.6(4) . . . . ? C10 C11 C12 C7 0.0(4) . . . . ? C10 C11 C12 P6 179.6(2) . . . . ? C8 C7 C12 C11 1.0(4) . . . . ? P5 C7 C12 C11 -178.8(2) . . . . ? C8 C7 C12 P6 -178.7(2) . . . . ? P5 C7 C12 P6 1.5(3) . . . . ? P8 P6 C12 C11 -149.7(2) . . . . ? P2 P6 C12 C11 110.1(2) . . . . ? P8 P6 C12 C7 29.9(2) . . . . ? P2 P6 C12 C7 -70.3(2) . . . . ? _diffrn_measured_fraction_theta_max 0.894 _diffrn_reflns_theta_full 70.04 _diffrn_measured_fraction_theta_full 0.894 _refine_diff_density_max 0.681 _refine_diff_density_min -0.694 _refine_diff_density_rms 0.119