Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Evamarie Hey-Hawkins' _publ_contact_author_address ; Department of Inorganic Chemistry University of Leipzig Johannisallee 29 Leipzig Saxony 04103 GERMANY ; _publ_contact_author_email HEY@RZ.UNI-LEIPZIG.DE _publ_section_title ; Reactivity of cyclooligophosphanes: Synthesis and structural characterisation of cyclo-1,4-(BH3)2(P4Ph4CH2) and cyclo-1,2-(BH3)2(P5Ph5) ; loop_ _publ_author_name 'Evamarie Hey-Hawkins' 'Markus Finger' 'Carolin Limburg' 'S. Wild' 'Anthony C. Willis' 'Robert Wolf' data_3 _database_code_depnum_ccdc_archive 'CCDC 280235' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H28 B2 P4' _chemical_formula_weight 473.97 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' B B 0.0013 0.0007 '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 10.7171(16) _cell_length_b 10.7170(16) _cell_length_c 12.3396(18) _cell_angle_alpha 78.798(3) _cell_angle_beta 75.012(3) _cell_angle_gamma 72.274(3) _cell_volume 1293.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 91 _cell_measurement_theta_min 1.72 _cell_measurement_theta_max 30.80 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.217 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 0.303 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10634 _diffrn_reflns_av_R_equivalents 0.0188 _diffrn_reflns_av_sigmaI/netI 0.0520 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 30.80 _reflns_number_total 7547 _reflns_number_gt 4895 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'WINGX v.1.64.05 (Farrugia, 1999)' _computing_publication_material 'WINGX v.1.64.05 (Farrugia, 1999)' _refine_special_details ; The structure exhibits partial disorder between two different steroisomers. Two P atoms and the connected phenyl substituents have been refined over two positions with 94,3% and 5,7% occupancy respectively. In the minor component, the carbon positions were found on the difference map, restrained using SAME instructions and their adp's have been refined isotropically and restrained using EADP. The disorder in the remaining molecule has been omitted. 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^)+(0.0563P)^2^+0.4205P] 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 7547 _refine_ls_number_parameters 349 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0905 _refine_ls_R_factor_gt 0.0502 _refine_ls_wR_factor_ref 0.1239 _refine_ls_wR_factor_gt 0.1094 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 0.995 _refine_ls_shift/su_max 0.009 _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 0.79095(5) 0.77953(5) 0.29456(5) 0.03343(14) Uani 1 1 d . . . P3 P 0.98337(6) 0.93314(6) 0.33679(5) 0.03065(15) Uani 0.9428(14) 1 d P A 1 P2 P 0.89199(6) 0.93222(5) 0.19496(5) 0.02986(14) Uani 0.9428(14) 1 d P A 1 P5 P 0.8534(11) 0.9370(11) 0.3351(9) 0.041(3) Uani 0.0572(14) 1 d P A 2 P6 P 1.0430(10) 0.8565(11) 0.2197(9) 0.038(3) Uani 0.0572(14) 1 d P A 2 P4 P 1.07245(6) 0.71530(6) 0.34686(5) 0.03561(15) Uani 1 1 d . . . C1 C 0.9305(2) 0.6540(2) 0.3458(2) 0.0391(5) Uani 1 1 d . A . H1D H 0.8969 0.6167 0.4221 0.047 Uiso 1 1 calc R . . H1E H 0.9626 0.5833 0.2986 0.047 Uiso 1 1 calc R . . C11 C 0.7575(2) 0.7159(2) 0.18273(18) 0.0345(4) Uani 1 1 d . A . C12 C 0.8599(2) 0.6654(2) 0.09400(19) 0.0421(5) Uani 1 1 d . . . H12 H 0.9478 0.6638 0.0915 0.050 Uiso 1 1 calc R A . C13 C 0.8311(3) 0.6175(3) 0.0097(2) 0.0509(6) Uani 1 1 d . A . H13 H 0.9000 0.5817 -0.0482 0.061 Uiso 1 1 calc R . . C14 C 0.7001(3) 0.6227(3) 0.0112(2) 0.0556(7) Uani 1 1 d . . . H14 H 0.6808 0.5915 -0.0462 0.067 Uiso 1 1 calc R A . C15 C 0.5984(3) 0.6739(3) 0.0978(2) 0.0565(7) Uani 1 1 d . A . H15 H 0.5104 0.6777 0.0985 0.068 Uiso 1 1 calc R . . C16 C 0.6262(2) 0.7201(3) 0.1842(2) 0.0449(6) Uani 1 1 d . . . H16 H 0.5571 0.7538 0.2429 0.054 Uiso 1 1 calc R A . C21 C 0.7560(2) 1.0853(2) 0.2023(2) 0.0300(5) Uani 0.9428(14) 1 d PD A 1 C22 C 0.6604(3) 1.1237(3) 0.2996(2) 0.0380(6) Uani 0.9428(14) 1 d PD A 1 H22 H 0.6637 1.0705 0.3685 0.046 Uiso 0.9428(14) 1 calc PR A 1 C23 C 0.5608(3) 1.2415(3) 0.2929(3) 0.0435(6) Uani 0.9428(14) 1 d PD A 1 H23 H 0.4958 1.2656 0.3571 0.052 Uiso 0.9428(14) 1 calc PR A 1 C24 C 0.5569(3) 1.3229(3) 0.1922(3) 0.0453(6) Uani 0.9428(14) 1 d PD A 1 H24 H 0.4899 1.4018 0.1888 0.054 Uiso 0.9428(14) 1 calc PR A 1 C25 C 0.6516(4) 1.2880(3) 0.0972(3) 0.0467(6) Uani 0.9428(14) 1 d PD A 1 H25 H 0.6494 1.3439 0.0295 0.056 Uiso 0.9428(14) 1 calc PR A 1 C26 C 0.7506(3) 1.1699(3) 0.1011(2) 0.0385(5) Uani 0.9428(14) 1 d PD A 1 H26 H 0.8141 1.1467 0.0358 0.046 Uiso 0.9428(14) 1 calc PR A 1 C21F C 0.741(4) 1.078(3) 0.250(4) 0.033(5) Uiso 0.0572(14) 1 d PD A 2 C22F C 0.620(4) 1.156(4) 0.305(3) 0.033(5) Uiso 0.0572(14) 1 d PD A 2 H22F H 0.5843 1.1310 0.3801 0.039 Uiso 0.0572(14) 1 calc PR A 2 C23F C 0.555(3) 1.270(4) 0.247(4) 0.033(5) Uiso 0.0572(14) 1 d PD A 2 H23F H 0.4735 1.3198 0.2844 0.039 Uiso 0.0572(14) 1 calc PR A 2 C24F C 0.603(4) 1.312(4) 0.137(4) 0.033(5) Uiso 0.0572(14) 1 d PD A 2 H24F H 0.5574 1.3904 0.1007 0.039 Uiso 0.0572(14) 1 calc PR A 2 C25F C 0.721(4) 1.236(4) 0.083(3) 0.033(5) Uiso 0.0572(14) 1 d PD A 2 H25F H 0.7588 1.2631 0.0089 0.039 Uiso 0.0572(14) 1 calc PR A 2 C26F C 0.785(3) 1.120(4) 0.139(3) 0.033(5) Uiso 0.0572(14) 1 d PD A 2 H26F H 0.8618 1.0670 0.0989 0.039 Uiso 0.0572(14) 1 calc PR A 2 C31 C 1.1369(2) 0.9826(2) 0.2649(2) 0.0317(5) Uani 0.9428(14) 1 d PD A 1 C32 C 1.1760(3) 1.0129(3) 0.1482(2) 0.0422(6) Uani 0.9428(14) 1 d PD A 1 H32 H 1.1233 1.0073 0.1010 0.051 Uiso 0.9428(14) 1 calc PR A 1 C33 C 1.2932(3) 1.0512(3) 0.1023(2) 0.0500(7) Uani 0.9428(14) 1 d PD A 1 H33 H 1.3193 1.0702 0.0243 0.060 Uiso 0.9428(14) 1 calc PR A 1 C34 C 1.3708(3) 1.0614(3) 0.1710(3) 0.0496(7) Uani 0.9428(14) 1 d PD A 1 H34 H 1.4498 1.0863 0.1396 0.059 Uiso 0.9428(14) 1 calc PR A 1 C35 C 1.2150(3) 0.9946(3) 0.3343(2) 0.0409(6) Uani 0.9428(14) 1 d PD A 1 H35 H 1.1894 0.9759 0.4123 0.049 Uiso 0.9428(14) 1 calc PR A 1 C36 C 1.3316(3) 1.0345(3) 0.2871(3) 0.0493(6) Uani 0.9428(14) 1 d PD A 1 H36 H 1.3834 1.0431 0.3338 0.059 Uiso 0.9428(14) 1 calc PR A 1 C31F C 1.277(4) 1.019(3) 0.331(3) 0.031(4) Uiso 0.0572(14) 1 d PD A 2 H31F H 1.2884 1.0378 0.3976 0.037 Uiso 0.0572(14) 1 calc PR A 2 C32F C 1.172(3) 0.968(3) 0.332(2) 0.031(4) Uiso 0.0572(14) 1 d PD A 2 H32F H 1.1130 0.9519 0.3990 0.037 Uiso 0.0572(14) 1 calc PR A 2 C33F C 1.157(3) 0.943(3) 0.231(3) 0.031(4) Uiso 0.0572(14) 1 d PD A 2 C34F C 1.243(3) 0.968(3) 0.134(2) 0.031(4) Uiso 0.0572(14) 1 d PD A 2 H34F H 1.2306 0.9508 0.0668 0.037 Uiso 0.0572(14) 1 calc PR A 2 C35F C 1.365(4) 1.041(4) 0.229(3) 0.031(4) Uiso 0.0572(14) 1 d PD A 2 H35F H 1.4378 1.0712 0.2296 0.037 Uiso 0.0572(14) 1 calc PR A 2 C36F C 1.348(3) 1.019(4) 0.128(3) 0.031(4) Uiso 0.0572(14) 1 d PD A 2 H36F H 1.4052 1.0373 0.0595 0.037 Uiso 0.0572(14) 1 calc PR A 2 C41 C 1.1032(2) 0.6747(2) 0.4876(2) 0.0405(5) Uani 1 1 d . A . C42 C 1.0014(3) 0.7086(2) 0.5806(2) 0.0527(7) Uani 1 1 d . . . H42 H 0.9135 0.7460 0.5717 0.063 Uiso 1 1 calc R A . C43 C 1.0302(4) 0.6869(3) 0.6876(2) 0.0716(10) Uani 1 1 d . A . H43 H 0.9620 0.7099 0.7503 0.086 Uiso 1 1 calc R . . C44 C 1.1604(5) 0.6311(3) 0.6999(3) 0.0865(13) Uani 1 1 d . . . H44 H 1.1804 0.6180 0.7709 0.104 Uiso 1 1 calc R A . C45 C 1.2605(4) 0.5947(3) 0.6086(4) 0.0835(12) Uani 1 1 d . A . H45 H 1.3475 0.5543 0.6186 0.100 Uiso 1 1 calc R . . C46 C 1.2347(3) 0.6167(3) 0.5020(3) 0.0599(7) Uani 1 1 d . . . H46 H 1.3039 0.5934 0.4400 0.072 Uiso 1 1 calc R A . B1 B 0.6458(3) 0.8097(3) 0.4250(3) 0.0484(7) Uani 1 1 d . A . B4 B 1.2190(3) 0.6461(4) 0.2293(3) 0.0670(10) Uani 1 1 d . A . H4A H 1.1925 0.6734 0.1579 0.080 Uiso 1 1 calc R . . H4B H 1.2445 0.5514 0.2433 0.080 Uiso 1 1 calc R . . H4C H 1.2937 0.6787 0.2275 0.080 Uiso 1 1 calc R . . H1A H 0.558(3) 0.884(3) 0.406(2) 0.059(8) Uiso 1 1 d . . . H1B H 0.688(3) 0.847(3) 0.480(2) 0.056(8) Uiso 1 1 d . . . H1C H 0.634(2) 0.708(3) 0.454(2) 0.053(7) Uiso 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 0.0330(3) 0.0307(3) 0.0353(3) -0.0035(2) -0.0071(2) -0.0072(2) P3 0.0327(3) 0.0300(3) 0.0261(3) -0.0016(2) -0.0039(2) -0.0070(2) P2 0.0316(3) 0.0286(3) 0.0264(3) -0.0015(2) -0.0040(2) -0.0068(2) P5 0.045(6) 0.040(6) 0.038(6) -0.001(4) -0.017(4) -0.007(5) P6 0.028(5) 0.046(6) 0.037(5) -0.007(4) -0.001(4) -0.010(4) P4 0.0316(3) 0.0364(3) 0.0336(3) 0.0010(2) -0.0055(2) -0.0060(2) C1 0.0432(12) 0.0314(11) 0.0447(13) -0.0010(9) -0.0184(10) -0.0077(9) C11 0.0345(11) 0.0332(11) 0.0359(11) -0.0002(8) -0.0099(9) -0.0099(9) C12 0.0350(11) 0.0473(14) 0.0411(13) -0.0062(10) -0.0076(9) -0.0072(10) C13 0.0560(15) 0.0530(16) 0.0397(13) -0.0092(11) -0.0087(11) -0.0080(12) C14 0.0665(18) 0.0616(18) 0.0495(15) -0.0066(13) -0.0229(13) -0.0245(14) C15 0.0464(14) 0.074(2) 0.0582(17) -0.0024(14) -0.0174(13) -0.0284(14) C16 0.0366(12) 0.0532(15) 0.0445(13) -0.0026(11) -0.0047(10) -0.0172(11) C21 0.0313(11) 0.0290(11) 0.0285(12) -0.0019(9) -0.0054(10) -0.0083(9) C22 0.0397(15) 0.0326(14) 0.0358(12) -0.0021(10) -0.0007(11) -0.0090(11) C23 0.0349(13) 0.0387(16) 0.0499(16) -0.0087(12) 0.0028(11) -0.0078(11) C24 0.0380(14) 0.0381(15) 0.0557(18) -0.0032(13) -0.0147(13) -0.0022(11) C25 0.0559(18) 0.0379(14) 0.0409(15) 0.0012(11) -0.0184(13) -0.0017(13) C26 0.0454(14) 0.0336(13) 0.0310(12) 0.0000(10) -0.0094(10) -0.0042(11) C31 0.0338(11) 0.0290(12) 0.0312(12) -0.0055(9) -0.0048(9) -0.0075(9) C32 0.0463(14) 0.0486(15) 0.0362(13) -0.0031(11) -0.0064(11) -0.0227(12) C33 0.0515(16) 0.0551(17) 0.0432(15) -0.0013(12) -0.0002(12) -0.0255(14) C34 0.0395(14) 0.0492(16) 0.0597(18) -0.0019(14) -0.0055(13) -0.0186(12) C35 0.0393(14) 0.0441(14) 0.0393(13) -0.0031(10) -0.0115(11) -0.0099(11) C36 0.0372(14) 0.0586(17) 0.0571(18) -0.0098(14) -0.0161(13) -0.0133(13) C41 0.0501(13) 0.0284(11) 0.0474(13) 0.0035(9) -0.0235(11) -0.0110(10) C42 0.0774(19) 0.0345(13) 0.0392(13) -0.0004(10) -0.0185(13) -0.0026(12) C43 0.135(3) 0.0375(15) 0.0447(15) -0.0005(11) -0.0323(18) -0.0186(17) C44 0.165(4) 0.0470(18) 0.081(2) 0.0113(17) -0.086(3) -0.039(2) C45 0.104(3) 0.064(2) 0.113(3) 0.013(2) -0.081(3) -0.032(2) C46 0.0580(16) 0.0498(16) 0.080(2) 0.0062(14) -0.0370(15) -0.0169(13) B1 0.0486(16) 0.0478(17) 0.0429(15) -0.0085(12) 0.0016(13) -0.0121(14) B4 0.0550(19) 0.060(2) 0.065(2) -0.0131(16) 0.0127(16) -0.0043(16) _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 C11 1.808(2) . ? P1 C1 1.839(2) . ? P1 B1 1.928(3) . ? P1 P5 2.176(11) . ? P1 P2 2.2294(8) . ? P3 C31 1.836(2) . ? P3 P2 2.2184(8) . ? P3 P4 2.2291(9) . ? P2 C21 1.832(2) . ? P5 C21F 1.94(3) . ? P5 P6 2.194(15) . ? P6 C33F 1.79(3) . ? P6 P4 1.973(11) . ? P4 C41 1.797(2) . ? P4 C1 1.835(2) . ? P4 B4 1.911(3) . ? C11 C16 1.390(3) . ? C11 C12 1.394(3) . ? C12 C13 1.382(3) . ? C13 C14 1.384(4) . ? C14 C15 1.376(4) . ? C15 C16 1.389(4) . ? C21 C26 1.397(3) . ? C21 C22 1.400(3) . ? C22 C23 1.387(4) . ? C23 C24 1.374(4) . ? C24 C25 1.367(4) . ? C25 C26 1.384(4) . ? C21F C26F 1.365(19) . ? C21F C22F 1.387(19) . ? C22F C23F 1.377(19) . ? C23F C24F 1.357(19) . ? C24F C25F 1.363(19) . ? C25F C26F 1.371(19) . ? C31 C35 1.389(4) . ? C31 C32 1.394(3) . ? C32 C33 1.387(4) . ? C33 C34 1.370(4) . ? C34 C36 1.384(4) . ? C35 C36 1.391(4) . ? C31F C32F 1.385(18) . ? C31F C35F 1.387(18) . ? C32F C33F 1.378(18) . ? C33F C34F 1.354(18) . ? C34F C36F 1.372(18) . ? C35F C36F 1.384(18) . ? C41 C42 1.383(4) . ? C41 C46 1.398(3) . ? C42 C43 1.394(4) . ? C43 C44 1.376(5) . ? C44 C45 1.365(5) . ? C45 C46 1.375(4) . ? 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 C11 P1 C1 106.99(10) . . ? C11 P1 B1 115.33(13) . . ? C1 P1 B1 105.89(13) . . ? C11 P1 P5 144.6(3) . . ? C1 P1 P5 91.1(3) . . ? B1 P1 P5 87.1(3) . . ? C11 P1 P2 100.85(7) . . ? C1 P1 P2 101.74(8) . . ? B1 P1 P2 124.32(10) . . ? P5 P1 P2 44.8(3) . . ? C31 P3 P2 103.15(8) . . ? C31 P3 P4 97.64(8) . . ? P2 P3 P4 91.23(3) . . ? C21 P2 P3 102.00(9) . . ? C21 P2 P1 103.25(8) . . ? P3 P2 P1 91.73(3) . . ? C21F P5 P1 95.1(12) . . ? C21F P5 P6 108.7(15) . . ? P1 P5 P6 84.3(5) . . ? C33F P6 P4 98.4(12) . . ? C33F P6 P5 106.0(12) . . ? P4 P6 P5 84.1(5) . . ? C41 P4 C1 107.76(10) . . ? C41 P4 B4 116.04(15) . . ? C1 P4 B4 108.31(15) . . ? C41 P4 P6 145.6(3) . . ? C1 P4 P6 95.0(3) . . ? B4 P4 P6 78.8(3) . . ? C41 P4 P3 101.91(8) . . ? C1 P4 P3 102.83(7) . . ? B4 P4 P3 118.78(12) . . ? P6 P4 P3 46.7(3) . . ? P4 C1 P1 114.63(12) . . ? C16 C11 C12 119.3(2) . . ? C16 C11 P1 119.11(18) . . ? C12 C11 P1 121.57(17) . . ? C13 C12 C11 120.2(2) . . ? C12 C13 C14 120.2(2) . . ? C15 C14 C13 119.9(2) . . ? C14 C15 C16 120.5(2) . . ? C11 C16 C15 119.9(2) . . ? C26 C21 C22 118.5(2) . . ? C26 C21 P2 115.8(2) . . ? C22 C21 P2 125.7(2) . . ? C23 C22 C21 119.8(2) . . ? C24 C23 C22 120.7(2) . . ? C25 C24 C23 120.0(2) . . ? C24 C25 C26 120.4(2) . . ? C25 C26 C21 120.5(2) . . ? C26F C21F C22F 116(2) . . ? C26F C21F P5 122(3) . . ? C22F C21F P5 121(3) . . ? C23F C22F C21F 120(2) . . ? C24F C23F C22F 123(2) . . ? C23F C24F C25F 118(2) . . ? C24F C25F C26F 120(2) . . ? C21F C26F C25F 124(2) . . ? C35 C31 C32 119.1(2) . . ? C35 C31 P3 116.2(2) . . ? C32 C31 P3 124.64(19) . . ? C33 C32 C31 120.2(2) . . ? C34 C33 C32 120.5(3) . . ? C33 C34 C36 119.9(2) . . ? C31 C35 C36 120.0(2) . . ? C34 C36 C35 120.2(3) . . ? C32F C31F C35F 119(2) . . ? C33F C32F C31F 119(2) . . ? C34F C33F C32F 120(2) . . ? C34F C33F P6 115(2) . . ? C32F C33F P6 125(2) . . ? C33F C34F C36F 123(2) . . ? C36F C35F C31F 122(2) . . ? C34F C36F C35F 116(2) . . ? C42 C41 C46 119.6(2) . . ? C42 C41 P4 121.24(18) . . ? C46 C41 P4 118.9(2) . . ? C41 C42 C43 120.0(3) . . ? C44 C43 C42 119.5(3) . . ? C45 C44 C43 120.5(3) . . ? C44 C45 C46 121.0(3) . . ? C45 C46 C41 119.3(3) . . ? _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 30.80 _diffrn_measured_fraction_theta_full 0.931 _refine_diff_density_max 0.821 _refine_diff_density_min -0.384 _refine_diff_density_rms 0.055 data_4 _database_code_depnum_ccdc_archive 'CCDC 280236' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H31 B2 P5' _chemical_formula_weight 568.02 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' B B 0.0013 0.0007 '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 P2(1)/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 10.775(5) _cell_length_b 22.123(5) _cell_length_c 13.275(5) _cell_angle_alpha 90.000 _cell_angle_beta 108.435(5) _cell_angle_gamma 90.000 _cell_volume 3002.0(19) _cell_formula_units_Z 4 _cell_measurement_temperature 207 _cell_measurement_reflns_used 131 _cell_measurement_theta_min 1.84 _cell_measurement_theta_max 29.46 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.257 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 0.323 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.8815 _exptl_absorpt_correction_T_max 0.8815 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 486(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19111 _diffrn_reflns_av_R_equivalents 0.0275 _diffrn_reflns_av_sigmaI/netI 0.0365 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 29.46 _reflns_number_total 7494 _reflns_number_gt 5457 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL PLUS' _computing_publication_material 'WINGX v1.64.05 (Farrugia et al, 1999)' _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^)+(0.0506P)^2^+0.5794P] 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 located _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7494 _refine_ls_number_parameters 458 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0640 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.1005 _refine_ls_wR_factor_gt 0.0900 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.027 _refine_ls_shift/su_mean 0.003 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 C1 C 0.53114(17) 0.23287(8) 0.25290(14) 0.0311(4) Uani 1 1 d . . . C2 C 0.43092(19) 0.25220(8) 0.16375(15) 0.0346(4) Uani 1 1 d . . . C3 C 0.3311(2) 0.28818(9) 0.17513(17) 0.0414(5) Uani 1 1 d . . . C4 C 0.3284(2) 0.30359(10) 0.27529(18) 0.0466(5) Uani 1 1 d . . . C5 C 0.4264(2) 0.28438(11) 0.36344(19) 0.0510(6) Uani 1 1 d . . . C6 C 0.5286(2) 0.24967(10) 0.35361(17) 0.0423(5) Uani 1 1 d . . . C7 C 0.41442(17) 0.10068(8) 0.19331(14) 0.0313(4) Uani 1 1 d . . . C8 C 0.33959(19) 0.12044(9) 0.25568(16) 0.0375(4) Uani 1 1 d . . . C9 C 0.2090(2) 0.13535(10) 0.20874(19) 0.0460(5) Uani 1 1 d . . . C10 C 0.1530(2) 0.13077(11) 0.10039(19) 0.0507(5) Uani 1 1 d . . . C11 C 0.2253(2) 0.11018(11) 0.03831(18) 0.0495(5) Uani 1 1 d . . . C12 C 0.3557(2) 0.09517(9) 0.08412(16) 0.0384(4) Uani 1 1 d . . . C13 C 0.79133(19) -0.00814(8) 0.24231(15) 0.0368(4) Uani 1 1 d . . . C14 C 0.7734(3) -0.07061(10) 0.23648(19) 0.0483(5) Uani 1 1 d . . . C15 C 0.8700(3) -0.10804(12) 0.3010(2) 0.0632(7) Uani 1 1 d . . . C16 C 0.9806(3) -0.08449(13) 0.3700(2) 0.0619(7) Uani 1 1 d . . . C17 C 0.9998(2) -0.02275(13) 0.37646(18) 0.0543(6) Uani 1 1 d . . . C18 C 0.9055(2) 0.01564(11) 0.31255(17) 0.0453(5) Uani 1 1 d . . . C19 C 0.74718(19) 0.07899(8) -0.04051(14) 0.0327(4) Uani 1 1 d . . . C20 C 0.6250(2) 0.08203(9) -0.11753(16) 0.0403(4) Uani 1 1 d . . . C21 C 0.6079(3) 0.06139(10) -0.21988(17) 0.0487(5) Uani 1 1 d . . . C22 C 0.7112(3) 0.03776(10) -0.24589(19) 0.0565(7) Uani 1 1 d . . . C23 C 0.8327(3) 0.03433(11) -0.1707(2) 0.0581(7) Uani 1 1 d . . . C24 C 0.8511(2) 0.05454(9) -0.06808(18) 0.0440(5) Uani 1 1 d . . . C25 C 0.74543(17) 0.24592(8) 0.06659(14) 0.0327(4) Uani 1 1 d . . . C26 C 0.8786(2) 0.25306(11) 0.12222(18) 0.0451(5) Uani 1 1 d . . . C27 C 0.9410(3) 0.30615(12) 0.1104(2) 0.0581(6) Uani 1 1 d . . . C28 C 0.8743(3) 0.35198(12) 0.0466(2) 0.0583(7) Uani 1 1 d . . . C29 C 0.7442(3) 0.34527(11) -0.0083(2) 0.0554(6) Uani 1 1 d . . . C30 C 0.6793(2) 0.29225(9) 0.00061(17) 0.0430(5) Uani 1 1 d . . . P1 P 0.66196(4) 0.18365(2) 0.24494(4) 0.02939(11) Uani 1 1 d . . . P2 P 0.58877(5) 0.09123(2) 0.25963(4) 0.02976(11) Uani 1 1 d . . . P3 P 0.66098(5) 0.03637(2) 0.14932(4) 0.03170(12) Uani 1 1 d . . . P4 P 0.78454(5) 0.10388(2) 0.09834(4) 0.03188(12) Uani 1 1 d . . . P5 P 0.64477(4) 0.18035(2) 0.07497(4) 0.02908(11) Uani 1 1 d . . . B1 B 0.8297(2) 0.19868(13) 0.3519(2) 0.0446(6) Uani 1 1 d . . . B2 B 0.6340(3) 0.06557(13) 0.40790(19) 0.0460(6) Uani 1 1 d . . . H1 H 0.849(2) 0.2472(11) 0.3404(17) 0.054(6) Uiso 1 1 d . . . H2 H 0.814(2) 0.1882(10) 0.428(2) 0.062(7) Uiso 1 1 d . . . H2A H 0.431(2) 0.2400(10) 0.0956(18) 0.050(6) Uiso 1 1 d . . . H3 H 0.902(2) 0.1681(10) 0.3337(18) 0.056(6) Uiso 1 1 d . . . H3A H 0.267(2) 0.3014(10) 0.1153(19) 0.053(7) Uiso 1 1 d . . . H4 H 0.604(3) 0.1018(11) 0.447(2) 0.071(8) Uiso 1 1 d . . . H4A H 0.263(2) 0.3296(11) 0.2837(19) 0.063(7) Uiso 1 1 d . . . H5 H 0.581(2) 0.0249(11) 0.4105(18) 0.060(7) Uiso 1 1 d . . . H5A H 0.422(3) 0.2909(12) 0.429(2) 0.073(8) Uiso 1 1 d . . . H6 H 0.736(3) 0.0622(12) 0.433(2) 0.075(8) Uiso 1 1 d . . . H6A H 0.593(2) 0.2372(10) 0.4105(19) 0.054(7) Uiso 1 1 d . . . H8 H 0.378(2) 0.1231(10) 0.3279(18) 0.048(6) Uiso 1 1 d . . . H9 H 0.163(2) 0.1502(10) 0.2513(19) 0.055(7) Uiso 1 1 d . . . H10 H 0.068(3) 0.1421(11) 0.071(2) 0.064(7) Uiso 1 1 d . . . H11 H 0.190(3) 0.1069(12) -0.033(2) 0.071(8) Uiso 1 1 d . . . H12 H 0.406(2) 0.0810(10) 0.0409(17) 0.049(6) Uiso 1 1 d . . . H14 H 0.700(2) -0.0861(11) 0.1889(19) 0.054(7) Uiso 1 1 d . . . H15 H 0.854(3) -0.1484(13) 0.295(2) 0.070(8) Uiso 1 1 d . . . H16 H 1.053(3) -0.1083(12) 0.416(2) 0.073(8) Uiso 1 1 d . . . H17 H 1.075(3) -0.0060(12) 0.423(2) 0.065(8) Uiso 1 1 d . . . H18 H 0.918(2) 0.0568(12) 0.318(2) 0.066(8) Uiso 1 1 d . . . H20 H 0.550(2) 0.0987(10) -0.1007(17) 0.048(6) Uiso 1 1 d . . . H21 H 0.523(2) 0.0627(10) -0.2705(19) 0.055(7) Uiso 1 1 d . . . H22 H 0.695(2) 0.0243(10) -0.3181(19) 0.054(6) Uiso 1 1 d . . . H23 H 0.900(3) 0.0188(12) -0.185(2) 0.068(8) Uiso 1 1 d . . . H24 H 0.932(2) 0.0526(9) -0.0150(16) 0.041(6) Uiso 1 1 d . . . H26 H 0.9213(19) 0.2211(9) 0.1663(16) 0.034(5) Uiso 1 1 d . . . H27 H 1.023(3) 0.3082(11) 0.147(2) 0.061(8) Uiso 1 1 d . . . H28 H 0.915(3) 0.3878(12) 0.039(2) 0.073(8) Uiso 1 1 d . . . H29 H 0.695(2) 0.3759(12) -0.055(2) 0.065(7) Uiso 1 1 d . . . H30 H 0.591(2) 0.2878(10) -0.0360(18) 0.049(6) Uiso 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 C1 0.0313(9) 0.0283(8) 0.0345(9) -0.0039(7) 0.0115(7) -0.0011(7) C2 0.0360(10) 0.0354(9) 0.0329(10) -0.0001(8) 0.0115(8) 0.0020(8) C3 0.0373(11) 0.0397(11) 0.0447(12) 0.0024(9) 0.0093(9) 0.0094(9) C4 0.0451(12) 0.0433(11) 0.0535(13) -0.0076(10) 0.0187(11) 0.0108(10) C5 0.0584(14) 0.0547(13) 0.0434(12) -0.0128(10) 0.0211(11) 0.0096(11) C6 0.0446(12) 0.0463(11) 0.0334(10) -0.0059(9) 0.0089(9) 0.0070(10) C7 0.0291(9) 0.0298(9) 0.0340(9) 0.0011(7) 0.0086(7) -0.0026(7) C8 0.0335(10) 0.0413(10) 0.0382(11) -0.0002(8) 0.0122(8) 0.0021(8) C9 0.0365(11) 0.0522(12) 0.0525(13) -0.0037(10) 0.0185(10) 0.0040(10) C10 0.0311(11) 0.0589(14) 0.0576(14) -0.0029(11) 0.0077(10) 0.0051(10) C11 0.0367(11) 0.0660(14) 0.0394(12) -0.0038(11) 0.0029(9) -0.0010(11) C12 0.0333(10) 0.0447(11) 0.0367(10) -0.0043(8) 0.0106(8) -0.0024(8) C13 0.0432(11) 0.0364(10) 0.0343(10) 0.0035(8) 0.0174(9) 0.0127(8) C14 0.0614(15) 0.0401(11) 0.0472(13) 0.0063(10) 0.0228(12) 0.0118(11) C15 0.090(2) 0.0427(13) 0.0610(16) 0.0140(12) 0.0298(15) 0.0252(14) C16 0.0746(18) 0.0685(16) 0.0446(13) 0.0187(12) 0.0216(13) 0.0421(15) C17 0.0494(14) 0.0741(17) 0.0373(12) 0.0064(11) 0.0110(11) 0.0244(12) C18 0.0450(12) 0.0493(13) 0.0401(11) 0.0028(9) 0.0113(9) 0.0149(10) C19 0.0399(10) 0.0278(8) 0.0345(9) -0.0010(7) 0.0175(8) -0.0010(8) C20 0.0458(12) 0.0398(10) 0.0361(10) -0.0035(8) 0.0141(9) -0.0041(9) C21 0.0671(16) 0.0417(11) 0.0345(11) -0.0019(9) 0.0121(11) -0.0111(11) C22 0.096(2) 0.0430(12) 0.0387(12) -0.0087(10) 0.0331(14) -0.0127(13) C23 0.0822(19) 0.0491(13) 0.0609(16) -0.0092(11) 0.0482(15) 0.0013(13) C24 0.0467(12) 0.0419(11) 0.0493(13) -0.0029(9) 0.0236(11) 0.0018(10) C25 0.0301(9) 0.0363(9) 0.0337(9) -0.0017(7) 0.0131(8) -0.0014(8) C26 0.0330(11) 0.0517(12) 0.0500(13) -0.0025(10) 0.0123(9) -0.0057(10) C27 0.0436(13) 0.0715(17) 0.0617(15) -0.0133(13) 0.0203(12) -0.0224(13) C28 0.0785(19) 0.0528(14) 0.0537(14) -0.0092(11) 0.0351(14) -0.0266(13) C29 0.0754(17) 0.0438(12) 0.0517(14) 0.0076(11) 0.0267(13) -0.0053(12) C30 0.0452(12) 0.0421(11) 0.0426(11) 0.0040(9) 0.0152(10) -0.0004(10) P1 0.0259(2) 0.0323(2) 0.0282(2) -0.00317(18) 0.00610(18) 0.00099(18) P2 0.0290(2) 0.0321(2) 0.0279(2) 0.00101(18) 0.00866(18) 0.00352(19) P3 0.0331(2) 0.0305(2) 0.0314(2) -0.00046(18) 0.01014(19) 0.00390(19) P4 0.0287(2) 0.0347(2) 0.0325(2) -0.00192(19) 0.01002(19) 0.00278(19) P5 0.0260(2) 0.0316(2) 0.0289(2) -0.00187(17) 0.00761(18) -0.00006(18) B1 0.0340(12) 0.0544(14) 0.0393(13) -0.0081(11) 0.0027(10) -0.0025(11) B2 0.0496(15) 0.0556(15) 0.0307(12) 0.0069(11) 0.0098(11) 0.0065(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 C1 C2 1.393(3) . ? C1 C6 1.396(3) . ? C1 P1 1.8104(19) . ? C2 C3 1.384(3) . ? C3 C4 1.382(3) . ? C4 C5 1.373(3) . ? C5 C6 1.382(3) . ? C7 C12 1.391(3) . ? C7 C8 1.396(3) . ? C7 P2 1.817(2) . ? C8 C9 1.386(3) . ? C9 C10 1.376(3) . ? C10 C11 1.379(3) . ? C11 C12 1.383(3) . ? C13 C18 1.391(3) . ? C13 C14 1.394(3) . ? C13 P3 1.8355(19) . ? C14 C15 1.393(3) . ? C15 C16 1.356(4) . ? C16 C17 1.380(4) . ? C17 C18 1.389(3) . ? C19 C20 1.390(3) . ? C19 C24 1.392(3) . ? C19 P4 1.8420(19) . ? C20 C21 1.389(3) . ? C21 C22 1.369(4) . ? C22 C23 1.374(4) . ? C23 C24 1.387(3) . ? C25 C30 1.390(3) . ? C25 C26 1.399(3) . ? C25 P5 1.8356(19) . ? C26 C27 1.387(3) . ? C27 C28 1.370(4) . ? C28 C29 1.368(4) . ? C29 C30 1.390(3) . ? P1 B1 1.941(2) . ? P1 P5 2.2060(11) . ? P1 P2 2.2221(8) . ? P2 B2 1.956(2) . ? P2 P3 2.2234(8) . ? P3 P4 2.2430(8) . ? P4 P5 2.2207(8) . ? 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 C2 C1 C6 119.15(17) . . ? C2 C1 P1 122.93(14) . . ? C6 C1 P1 117.85(14) . . ? C3 C2 C1 120.27(18) . . ? C4 C3 C2 120.04(19) . . ? C5 C4 C3 119.9(2) . . ? C4 C5 C6 120.9(2) . . ? C5 C6 C1 119.7(2) . . ? C12 C7 C8 119.19(18) . . ? C12 C7 P2 123.67(15) . . ? C8 C7 P2 116.82(14) . . ? C9 C8 C7 120.1(2) . . ? C10 C9 C8 120.0(2) . . ? C9 C10 C11 120.3(2) . . ? C10 C11 C12 120.3(2) . . ? C11 C12 C7 120.06(19) . . ? C18 C13 C14 119.3(2) . . ? C18 C13 P3 125.07(15) . . ? C14 C13 P3 115.54(17) . . ? C15 C14 C13 119.4(3) . . ? C16 C15 C14 120.9(3) . . ? C15 C16 C17 120.3(2) . . ? C16 C17 C18 120.0(3) . . ? C17 C18 C13 120.0(2) . . ? C20 C19 C24 118.58(19) . . ? C20 C19 P4 125.33(15) . . ? C24 C19 P4 116.09(16) . . ? C21 C20 C19 120.4(2) . . ? C22 C21 C20 120.3(2) . . ? C21 C22 C23 120.1(2) . . ? C22 C23 C24 120.2(2) . . ? C23 C24 C19 120.4(2) . . ? C30 C25 C26 119.03(19) . . ? C30 C25 P5 115.22(15) . . ? C26 C25 P5 125.73(15) . . ? C27 C26 C25 119.3(2) . . ? C28 C27 C26 121.2(2) . . ? C29 C28 C27 119.9(2) . . ? C28 C29 C30 120.3(2) . . ? C25 C30 C29 120.3(2) . . ? C1 P1 B1 114.59(10) . . ? C1 P1 P5 105.34(6) . . ? B1 P1 P5 120.76(9) . . ? C1 P1 P2 104.11(6) . . ? B1 P1 P2 111.56(9) . . ? P5 P1 P2 98.16(2) . . ? C7 P2 B2 114.28(10) . . ? C7 P2 P1 101.12(6) . . ? B2 P2 P1 111.90(9) . . ? C7 P2 P3 105.50(6) . . ? B2 P2 P3 118.46(9) . . ? P1 P2 P3 103.69(3) . . ? C13 P3 P2 101.69(7) . . ? C13 P3 P4 99.16(7) . . ? P2 P3 P4 101.53(3) . . ? C19 P4 P5 99.44(6) . . ? C19 P4 P3 98.06(6) . . ? P5 P4 P3 96.22(4) . . ? C25 P5 P1 100.12(6) . . ? C25 P5 P4 102.88(7) . . ? P1 P5 P4 92.78(2) . . ? _diffrn_measured_fraction_theta_max 0.899 _diffrn_reflns_theta_full 29.46 _diffrn_measured_fraction_theta_full 0.899 _refine_diff_density_max 0.283 _refine_diff_density_min -0.262 _refine_diff_density_rms 0.050 data_4_CH2Cl2 _database_code_depnum_ccdc_archive 'CCDC 280237' _chemical_name_systematic ; ? ; _chemical_melting_point 'not measured' # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment mixed #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al 2001) ; _computing_molecular_graphics ; ORTEP-II (Johnson 1976) in teXsan (MSC, 1992-1997) ; #============================================================= _cell_length_a 19.6208(3) _cell_angle_alpha 90 _cell_length_b 10.1953(1) _cell_angle_beta 96.7138(6) _cell_length_c 33.8163(5) _cell_angle_gamma 90 _cell_volume 6718.2(2) _symmetry_cell_setting 'Monoclinic ' _symmetry_space_group_name_H-M 'C 1 2/c 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997 0.0030 International_Tables_Vol_IV_Table_2.2B 'B ' 0.0000 0.0010 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403 -0.1932 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B 'P ' 0.0900 0.0950 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 International_Tables_Vol_IV_Table_2.2B _chemical_formula_sum ' C31 H33 B2 Cl2 P5 ' _chemical_formula_moiety ' C30 H31 B2 P5, C H2 Cl2 ' _chemical_compound_source ; ? ; _chemical_formula_weight 653.00 _cell_measurement_reflns_used 52058 _cell_measurement_theta_min 3 _cell_measurement_theta_max 25 _cell_measurement_temperature 200 _cell_formula_units_Z 8 _exptl_crystal_description ' plate ' _exptl_crystal_colour ' colourless ' _exptl_crystal_size_min 0.07 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_max 0.24 _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 2704 _exptl_absorpt_coefficient_mu 0.452 # Sheldrick geometric definitions 0.91 0.97 _diffrn_measurement_device_type ; Enraf Nonius Kappa CCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method ' \f and \w scans with CCD ' _diffrn_special_details ; CCD data collecting conditions - phi and omega scans of width 1.0 deg at rate 100 sec/frame, crystal-detector distance 48mm, multiple scan sets so over 95 percent of data collected with 3-fold redundancy or more. ; # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 0 1 0.050 1 0 -1 0.020 0 0 1 0.090 0 0 -1 0.120 -1 -1 1 0.120 1 1 -1 0.120 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.898 _exptl_absorpt_correction_T_max 0.974 _exptl_absorpt_process_details ; via Gaussian method (Coppens, 1970) implemented in maXus (2000) ; #_diffrn_reflns_av_R_equivalents 0.035 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 200 _diffrn_reflns_number 31775 _reflns_number_total 5896 _diffrn_reflns_av_R_equivalents 0.04 # Number of reflections with Friedels Law is 5896 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 5925 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measured_fraction_theta_full 0.995 _reflns_number_gt 3420 _diffrn_reflns_theta_min 4.18 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_full 25.01 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -40 _diffrn_reflns_limit_l_max 40 _reflns_limit_h_min -23 _reflns_limit_h_max 23 _reflns_limit_k_min 0 _reflns_limit_k_max 12 _reflns_limit_l_min 0 _reflns_limit_l_max 40 _refine_diff_density_min -0.45 _refine_diff_density_max 0.50 _reflns_threshold_expression >3.00\s(I) _refine_ls_number_reflns 3420 _refine_ls_number_parameters 381 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.0394 _refine_ls_goodness_of_fit_ref 1.0432 _refine_ls_shift/su_max 0.031420 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Chebychev polynomial with 3 parameters, Carruthers & Watkin , 1979, 0.526 0.136 0.239 ; _refine_ls_extinction_method None _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K. (2000). maXus Computer Program for the Solution and Refinement of Crystal Structures. Nonius, The Netherlands, MacScience, Japan & The University of Glasgow. Coppens, P. (1970). The Evaluation of Absorption and Extinction in Single-Crystal Structure Analysis. Crystallographic Computing. F. R. Ahmed, S. R. Hall and C. P. Huber, eds., Munksgaard. Copenhagen. pp 255-270. Carruthers, J.R. & Watkin, D.J. (1979) Acta Cryst., A35, 698-699. Cremer, D. & Pople, J.A. (1975) J. Amer. Chem. Soc., 97,1354-1358. Spek, A.L. (1990) PLATON, Acta Crystallogr., A46, C-34. Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 COLLECT Software, Nonius BV 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Watkin, D.J., Prout, C.K., Carruthers, J.R., Betteridge, P.W. & Cooper R.I. (2001) CRYSTALS Issue 11. Chemical Crystallography Laboratory, OXFORD, UK. Molecular Structure Corporation. (1992-1997). teXsan. Single Crystal Structure Analysis Software. Version 1.8. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Johnson, C.K. (1976) ORTEP-II, A Fortran Thermal-Ellipsoid Plot Program, Report ORNL-5138, Oak Ridge National Laboratory, Oak Ridge, Tennessee, USA. ; # Uequiv = arithmetic mean of Ui # i.e. Uequiv = (U1+U2+U3)/3 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_occupancy _atom_site_adp_type Cl1 cl 0.6105(1) 0.15728(17) 0.08935(8) 0.1476 1.0000 Uani Cl2 cl 0.59067(6) -0.08865(12) 0.04747(4) 0.0806 1.0000 Uani P1 p 0.33773(4) 0.25459(8) 0.10980(2) 0.0327 1.0000 Uani P2 p 0.38428(4) 0.39513(8) 0.15467(2) 0.0318 1.0000 Uani P3 p 0.43055(4) 0.26641(8) 0.20378(2) 0.0309 1.0000 Uani P4 p 0.40468(4) 0.06535(8) 0.18017(2) 0.0332 1.0000 Uani P5 p 0.41986(4) 0.10770(8) 0.11711(2) 0.0330 1.0000 Uani C11 c 0.34171(16) 0.3284(3) 0.06130(9) 0.0360 1.0000 Uani C12 c 0.28037(18) 0.3713(3) 0.0404(1) 0.0436 1.0000 Uani C13 c 0.2811(2) 0.4298(4) 0.0030(1) 0.0541 1.0000 Uani C14 c 0.3414(2) 0.4456(4) -0.0124(1) 0.0561 1.0000 Uani C15 c 0.4024(2) 0.4019(4) 0.0076(1) 0.0584 1.0000 Uani C16 c 0.40291(18) 0.3427(4) 0.0447(1) 0.0471 1.0000 Uani C21 c 0.45689(15) 0.4678(3) 0.13365(8) 0.0325 1.0000 Uani C22 c 0.44464(17) 0.5853(3) 0.1133(1) 0.0447 1.0000 Uani C23 c 0.49749(19) 0.6461(4) 0.09661(12) 0.0548 1.0000 Uani C24 c 0.56255(18) 0.5930(4) 0.1004(1) 0.0472 1.0000 Uani C25 c 0.57446(17) 0.4765(3) 0.1204(1) 0.0439 1.0000 Uani C26 c 0.52207(15) 0.4138(3) 0.13700(9) 0.0379 1.0000 Uani C31 c 0.36588(15) 0.2937(3) 0.23804(8) 0.0336 1.0000 Uani C32 c 0.37531(18) 0.4062(3) 0.26126(9) 0.0445 1.0000 Uani C33 c 0.3285(2) 0.4393(4) 0.2871(1) 0.0565 1.0000 Uani C34 c 0.2730(2) 0.3596(4) 0.2908(1) 0.0601 1.0000 Uani C35 c 0.26398(18) 0.2460(4) 0.2683(1) 0.0562 1.0000 Uani C36 c 0.30964(17) 0.2141(3) 0.24168(9) 0.0433 1.0000 Uani C41 c 0.48626(17) -0.0231(3) 0.19186(9) 0.0404 1.0000 Uani C42 c 0.4796(2) -0.1590(4) 0.19311(13) 0.0677 1.0000 Uani C43 c 0.5383(3) -0.2361(4) 0.19772(16) 0.0926 1.0000 Uani C44 c 0.6015(3) -0.1827(5) 0.20282(15) 0.0860 1.0000 Uani C45 c 0.6090(2) -0.0491(5) 0.20222(13) 0.0702 1.0000 Uani C46 c 0.55156(18) 0.0302(4) 0.19670(11) 0.0511 1.0000 Uani C51 c 0.37594(17) -0.0288(3) 0.08963(9) 0.0411 1.0000 Uani C52 c 0.3991(2) -0.0592(4) 0.0536(1) 0.0581 1.0000 Uani C53 c 0.3689(3) -0.1601(5) 0.03052(14) 0.0857 1.0000 Uani C54 c 0.3164(3) -0.2311(5) 0.04305(18) 0.0921 1.0000 Uani C55 c 0.2925(3) -0.2026(4) 0.07852(16) 0.0791 1.0000 Uani C56 c 0.3225(2) -0.1008(4) 0.10248(12) 0.0576 1.0000 Uani C61 c 0.6036(3) -0.0117(5) 0.09316(18) 0.1015 1.0000 Uani B1 b 0.2473(2) 0.2035(5) 0.12159(13) 0.0477 1.0000 Uani B2 b 0.3172(2) 0.5219(5) 0.16680(15) 0.0551 1.0000 Uani H11 h 0.2294(14) 0.139(3) 0.100(1) 0.070(7) 1.0000 Uiso H12 h 0.2542(13) 0.162(3) 0.1503(11) 0.070(7) 1.0000 Uiso H13 h 0.2190(15) 0.288(4) 0.1206(8) 0.070(7) 1.0000 Uiso H21 h 0.3446(16) 0.590(3) 0.185(1) 0.079(7) 1.0000 Uiso H22 h 0.2983(15) 0.562(3) 0.1376(12) 0.079(7) 1.0000 Uiso H23 h 0.2795(18) 0.471(3) 0.182(1) 0.079(7) 1.0000 Uiso H121 h 0.23613(18) 0.3604(3) 0.0520(1) 0.0515 1.0000 Uiso H131 h 0.2373(2) 0.4599(4) -0.0123(1) 0.0630 1.0000 Uiso H141 h 0.3416(2) 0.4897(4) -0.0388(1) 0.0668 1.0000 Uiso H151 h 0.4462(2) 0.4128(4) -0.0044(1) 0.0707 1.0000 Uiso H161 h 0.44698(18) 0.3106(4) 0.0594(1) 0.0563 1.0000 Uiso H221 h 0.39788(17) 0.6257(3) 0.1106(1) 0.0537 1.0000 Uiso H231 h 0.48835(19) 0.7300(4) 0.08159(12) 0.0662 1.0000 Uiso H241 h 0.60060(18) 0.6388(4) 0.0887(1) 0.0573 1.0000 Uiso H251 h 0.62135(17) 0.4367(3) 0.1230(1) 0.0531 1.0000 Uiso H261 h 0.53133(15) 0.3289(3) 0.15148(9) 0.0458 1.0000 Uiso H321 h 0.41615(18) 0.4635(3) 0.25924(9) 0.0533 1.0000 Uiso H331 h 0.3350(2) 0.5216(4) 0.3032(1) 0.0685 1.0000 Uiso H341 h 0.2393(2) 0.3836(4) 0.3096(1) 0.0737 1.0000 Uiso H351 h 0.22427(18) 0.1869(4) 0.2714(1) 0.0688 1.0000 Uiso H361 h 0.30212(17) 0.1333(3) 0.22498(9) 0.0524 1.0000 Uiso H421 h 0.4331(2) -0.2005(4) 0.19073(13) 0.0779 1.0000 Uiso H431 h 0.5336(3) -0.3338(4) 0.19724(16) 0.1056 1.0000 Uiso H441 h 0.6429(3) -0.2405(5) 0.20704(15) 0.0982 1.0000 Uiso H451 h 0.6559(2) -0.0092(5) 0.20578(13) 0.0820 1.0000 Uiso H461 h 0.55728(18) 0.1277(4) 0.19619(11) 0.0606 1.0000 Uiso H521 h 0.4377(2) -0.0081(4) 0.0442(1) 0.0683 1.0000 Uiso H531 h 0.3857(3) -0.1814(5) 0.00444(14) 0.0992 1.0000 Uiso H541 h 0.2953(3) -0.3044(5) 0.02619(18) 0.1032 1.0000 Uiso H551 h 0.2538(3) -0.2543(4) 0.08735(16) 0.0902 1.0000 Uiso H561 h 0.3055(2) -0.0802(4) 0.12854(12) 0.0674 1.0000 Uiso H611 h 0.6468(3) -0.0463(5) 0.10809(18) 0.1233 1.0000 Uiso H612 h 0.5640(3) -0.0323(5) 0.10822(18) 0.1233 1.0000 Uiso 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 Cl1 0.1339(15) 0.0956(11) 0.228(2) -0.0459(13) 0.0839(15) -0.0244(11) Cl2 0.0731(7) 0.0803(8) 0.0914(8) 0.0127(7) 0.0223(6) 0.0000(6) P1 0.0279(4) 0.0373(4) 0.0324(4) 0.0029(3) 0.0015(3) -0.0000(3) P2 0.0300(4) 0.0329(4) 0.0330(4) 0.0019(3) 0.0057(3) 0.0015(3) P3 0.0307(4) 0.0333(4) 0.0286(4) -0.0013(3) 0.0033(3) 0.0003(3) P4 0.0361(4) 0.0320(4) 0.0315(4) -0.0004(3) 0.0036(3) -0.0000(3) P5 0.0330(4) 0.0351(4) 0.0306(4) -0.0014(3) 0.0026(3) 0.0012(3) C11 0.0408(18) 0.0336(17) 0.0318(16) -0.0019(13) -0.0034(13) -0.0002(14) C12 0.0474(19) 0.0398(19) 0.0416(18) -0.0016(15) -0.0026(15) 0.0010(15) C13 0.074(3) 0.045(2) 0.0383(18) 0.0017(17) -0.0137(18) 0.0087(19) C14 0.091(3) 0.046(2) 0.0303(17) 0.0022(16) 0.0013(19) -0.002(2) C15 0.076(3) 0.065(2) 0.0359(18) -0.0029(18) 0.0138(18) -0.013(2) C16 0.050(2) 0.057(2) 0.0343(18) 0.0033(16) 0.0027(15) -0.0041(17) C21 0.0350(16) 0.0324(16) 0.0301(15) -0.0026(12) 0.0042(12) -0.0025(13) C22 0.0406(18) 0.0399(19) 0.0538(19) 0.0106(16) 0.0066(15) 0.0030(15) C23 0.057(2) 0.044(2) 0.064(2) 0.0201(18) 0.0119(19) -0.0031(18) C24 0.0425(19) 0.053(2) 0.0479(19) 0.0056(17) 0.0120(15) -0.0078(17) C25 0.0357(18) 0.049(2) 0.0483(19) 0.0009(16) 0.0096(14) -0.0011(15) C26 0.0375(17) 0.0353(17) 0.0418(17) 0.0036(14) 0.0083(13) 0.0017(14) C31 0.0357(16) 0.0389(17) 0.0264(14) 0.0022(13) 0.0045(12) 0.0074(14) C32 0.051(2) 0.0444(19) 0.0378(17) -0.0053(16) 0.0046(14) 0.0036(16) C33 0.069(3) 0.062(2) 0.0403(19) -0.0081(18) 0.0133(17) 0.014(2) C34 0.061(2) 0.085(3) 0.038(2) 0.002(2) 0.0224(17) 0.025(2) C35 0.047(2) 0.077(3) 0.048(2) 0.012(2) 0.0202(16) -0.003(2) C36 0.0448(19) 0.048(2) 0.0381(17) 0.0028(15) 0.0105(14) -0.0000(16) C41 0.052(2) 0.0380(18) 0.0286(16) -0.0032(13) -0.0047(14) 0.0087(15) C42 0.079(3) 0.039(2) 0.077(3) -0.0004(19) -0.026(2) 0.003(2) C43 0.101(4) 0.042(2) 0.121(4) -0.010(3) -0.046(3) 0.025(3) C44 0.082(3) 0.071(3) 0.092(3) -0.031(3) -0.042(3) 0.044(3) C45 0.053(2) 0.075(3) 0.078(3) -0.024(2) -0.016(2) 0.022(2) C46 0.046(2) 0.048(2) 0.057(2) -0.0087(17) -0.0013(17) 0.0089(17) C51 0.0471(19) 0.0366(18) 0.0366(17) -0.0007(14) -0.0076(14) 0.0059(15) C52 0.076(3) 0.054(2) 0.0405(19) -0.0120(17) -0.0084(18) 0.020(2) C53 0.125(5) 0.065(3) 0.057(3) -0.030(2) -0.027(3) 0.032(3) C54 0.130(5) 0.042(3) 0.087(4) -0.017(3) -0.065(4) 0.018(3) C55 0.091(3) 0.044(2) 0.090(4) 0.013(2) -0.040(3) -0.020(2) C56 0.066(2) 0.048(2) 0.055(2) 0.0014(18) -0.0117(18) -0.0124(19) C61 0.097(4) 0.096(4) 0.115(4) 0.000(3) 0.029(3) 0.047(3) B1 0.036(2) 0.058(3) 0.048(2) 0.005(2) 0.0015(17) 0.0001(19) B2 0.056(3) 0.050(3) 0.062(3) 0.003(2) 0.020(2) 0.013(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cl1 . C61 . 1.734(6) yes Cl2 . C61 . 1.725(6) yes P1 . P2 . 2.2056(11) yes P1 . P5 . 2.1926(11) yes P1 . C11 . 1.814(3) yes P1 . B1 . 1.936(4) yes P2 . P3 . 2.2252(11) yes P2 . C21 . 1.822(3) yes P2 . B2 . 1.923(4) yes P3 . P4 . 2.2365(11) yes P3 . C31 . 1.837(3) yes P4 . P5 . 2.2294(11) yes P4 . C41 . 1.840(3) yes P5 . C51 . 1.832(3) yes C11 . C12 . 1.393(4) yes C11 . C16 . 1.390(5) yes C12 . C13 . 1.400(5) yes C12 . H121 . 1.000 no C13 . C14 . 1.357(6) yes C13 . H131 . 1.000 no C14 . C15 . 1.378(6) yes C14 . H141 . 1.000 no C15 . C16 . 1.392(5) yes C15 . H151 . 1.000 no C16 . H161 . 1.000 no C21 . C22 . 1.389(4) yes C21 . C26 . 1.385(4) yes C22 . C23 . 1.383(5) yes C22 . H221 . 1.000 no C23 . C24 . 1.379(5) yes C23 . H231 . 1.000 no C24 . C25 . 1.373(5) yes C24 . H241 . 1.000 no C25 . C26 . 1.384(4) yes C25 . H251 . 1.000 no C26 . H261 . 1.000 no C31 . C32 . 1.390(4) yes C31 . C36 . 1.387(4) yes C32 . C33 . 1.381(5) yes C32 . H321 . 1.000 no C33 . C34 . 1.377(6) yes C33 . H331 . 1.000 no C34 . C35 . 1.385(6) yes C34 . H341 . 1.000 no C35 . C36 . 1.381(5) yes C35 . H351 . 1.000 no C36 . H361 . 1.000 no C41 . C42 . 1.393(5) yes C41 . C46 . 1.384(5) yes C42 . C43 . 1.388(6) yes C42 . H421 . 1.000 no C43 . C44 . 1.347(7) yes C43 . H431 . 1.000 no C44 . C45 . 1.371(6) yes C44 . H441 . 1.000 no C45 . C46 . 1.382(5) yes C45 . H451 . 1.000 no C46 . H461 . 1.000 no C51 . C52 . 1.386(5) yes C51 . C56 . 1.391(5) yes C52 . C53 . 1.381(6) yes C52 . H521 . 1.000 no C53 . C54 . 1.367(8) yes C53 . H531 . 1.000 no C54 . C55 . 1.369(8) yes C54 . H541 . 1.000 no C55 . C56 . 1.402(6) yes C55 . H551 . 1.000 no C56 . H561 . 1.000 no C61 . H611 . 1.000 no C61 . H612 . 1.000 no B1 . H11 . 1.00(4) no B1 . H12 . 1.06(4) no B1 . H13 . 1.02(4) no B2 . H21 . 1.03(4) no B2 . H22 . 1.09(4) no B2 . H23 . 1.08(4) no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag P2 . P1 . P5 . 97.26(4) yes P2 . P1 . C11 . 107.1(1) yes P5 . P1 . C11 . 106.04(11) yes P2 . P1 . B1 . 110.44(14) yes P5 . P1 . B1 . 118.19(15) yes C11 . P1 . B1 . 115.80(17) yes P1 . P2 . P3 . 103.31(4) yes P1 . P2 . C21 . 106.0(1) yes P3 . P2 . C21 . 105.2(1) yes P1 . P2 . B2 . 110.15(17) yes P3 . P2 . B2 . 117.83(15) yes C21 . P2 . B2 . 113.33(18) yes P2 . P3 . P4 . 102.61(4) yes P2 . P3 . C31 . 97.5(1) yes P4 . P3 . C31 . 102.7(1) yes P3 . P4 . P5 . 96.53(4) yes P3 . P4 . C41 . 102.54(11) yes P5 . P4 . C41 . 95.18(11) yes P1 . P5 . P4 . 93.52(4) yes P1 . P5 . C51 . 99.6(1) yes P4 . P5 . C51 . 103.33(11) yes P1 . C11 . C12 . 117.6(3) yes P1 . C11 . C16 . 122.5(2) yes C12 . C11 . C16 . 119.9(3) yes C11 . C12 . C13 . 119.5(3) yes C11 . C12 . H121 . 120.3(2) no C13 . C12 . H121 . 120.3(2) no C12 . C13 . C14 . 120.0(3) yes C12 . C13 . H131 . 120.0(2) no C14 . C13 . H131 . 120.0(2) no C13 . C14 . C15 . 121.2(3) yes C13 . C14 . H141 . 119.4(2) no C15 . C14 . H141 . 119.4(2) no C14 . C15 . C16 . 119.9(4) yes C14 . C15 . H151 . 120.0(2) no C16 . C15 . H151 . 120.0(2) no C11 . C16 . C15 . 119.5(3) yes C11 . C16 . H161 . 120.24(19) no C15 . C16 . H161 . 120.2(2) no P2 . C21 . C22 . 116.5(2) yes P2 . C21 . C26 . 124.3(2) yes C22 . C21 . C26 . 119.2(3) yes C21 . C22 . C23 . 119.6(3) yes C21 . C22 . H221 . 120.18(19) no C23 . C22 . H221 . 120.2(2) no C22 . C23 . C24 . 121.1(3) yes C22 . C23 . H231 . 119.5(2) no C24 . C23 . H231 . 119.5(2) no C23 . C24 . C25 . 119.2(3) yes C23 . C24 . H241 . 120.4(2) no C25 . C24 . H241 . 120.4(2) no C24 . C25 . C26 . 120.5(3) yes C24 . C25 . H251 . 119.7(2) no C26 . C25 . H251 . 119.74(19) no C21 . C26 . C25 . 120.3(3) yes C21 . C26 . H261 . 119.83(18) no C25 . C26 . H261 . 119.83(19) no P3 . C31 . C32 . 115.2(2) yes P3 . C31 . C36 . 125.6(2) yes C32 . C31 . C36 . 119.2(3) yes C31 . C32 . C33 . 120.3(3) yes C31 . C32 . H321 . 119.85(19) no C33 . C32 . H321 . 119.8(2) no C32 . C33 . C34 . 120.3(4) yes C32 . C33 . H331 . 119.9(2) no C34 . C33 . H331 . 119.9(2) no C33 . C34 . C35 . 119.7(3) yes C33 . C34 . H341 . 120.1(2) no C35 . C34 . H341 . 120.1(2) no C34 . C35 . C36 . 120.2(4) yes C34 . C35 . H351 . 119.9(2) no C36 . C35 . H351 . 119.9(2) no C31 . C36 . C35 . 120.2(3) yes C31 . C36 . H361 . 119.88(18) no C35 . C36 . H361 . 119.9(2) no P4 . C41 . C42 . 114.3(3) yes P4 . C41 . C46 . 127.1(3) yes C42 . C41 . C46 . 118.4(3) yes C41 . C42 . C43 . 119.1(4) yes C41 . C42 . H421 . 120.4(2) no C43 . C42 . H421 . 120.4(3) no C42 . C43 . C44 . 121.7(4) yes C42 . C43 . H431 . 119.2(3) no C44 . C43 . H431 . 119.2(3) no C43 . C44 . C45 . 119.9(4) yes C43 . C44 . H441 . 120.0(3) no C45 . C44 . H441 . 120.0(3) no C44 . C45 . C46 . 119.8(4) yes C44 . C45 . H451 . 120.1(3) no C46 . C45 . H451 . 120.1(3) no C41 . C46 . C45 . 121.0(4) yes C41 . C46 . H461 . 119.5(2) no C45 . C46 . H461 . 119.5(3) no P5 . C51 . C52 . 115.7(3) yes P5 . C51 . C56 . 124.7(3) yes C52 . C51 . C56 . 119.6(3) yes C51 . C52 . C53 . 120.0(5) yes C51 . C52 . H521 . 120.0(2) no C53 . C52 . H521 . 120.0(3) no C52 . C53 . C54 . 120.6(5) yes C52 . C53 . H531 . 119.7(3) no C54 . C53 . H531 . 119.7(3) no C53 . C54 . C55 . 120.4(4) yes C53 . C54 . H541 . 119.8(3) no C55 . C54 . H541 . 119.8(3) no C54 . C55 . C56 . 120.0(5) yes C54 . C55 . H551 . 120.0(3) no C56 . C55 . H551 . 120.0(3) no C51 . C56 . C55 . 119.3(4) yes C51 . C56 . H561 . 120.3(2) no C55 . C56 . H561 . 120.3(3) no Cl1 . C61 . Cl2 . 112.9(3) yes Cl1 . C61 . H611 . 108.6(2) no Cl2 . C61 . H611 . 108.60(17) no Cl1 . C61 . H612 . 108.60(19) no Cl2 . C61 . H612 . 108.6(2) no H611 . C61 . H612 . 109.467 no P1 . B1 . H11 . 106.3(14) no P1 . B1 . H12 . 106.0(14) no H11 . B1 . H12 . 113.1(15) no P1 . B1 . H13 . 105.7(14) no H11 . B1 . H13 . 112.6(15) no H12 . B1 . H13 . 112.5(16) no P2 . B2 . H21 . 104.8(14) no P2 . B2 . H22 . 103.1(14) no H21 . B2 . H22 . 111.9(16) no P2 . B2 . H23 . 107.3(14) no H21 . B2 . H23 . 113.3(16) no H22 . B2 . H23 . 115.2(15) no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag P1 P2 P3 P4 . . . . 0.34(5) no P1 P2 P3 C31 . . . . -104.5(1) no P1 P2 C21 C22 . . . . 94.2(2) no P1 P2 C21 C26 . . . . -86.2(2) no P1 P5 P4 P3 . . . . -62.39(4) no P1 P5 P4 C41 . . . . -165.7(1) no P1 P5 C51 C52 . . . . 109.3(3) no P1 P5 C51 C56 . . . . -70.6(3) no P1 C11 C12 C13 . . . . 179.5(3) no P1 C11 C16 C15 . . . . -179.1(3) no P2 P1 P5 P4 . . . . 63.03(4) no P2 P1 P5 C51 . . . . 167.2(1) no P2 P1 C11 C12 . . . . -108.8(2) no P2 P1 C11 C16 . . . . 71.4(3) no P2 P3 P4 P5 . . . . 37.96(5) no P2 P3 P4 C41 . . . . 134.8(1) no P2 P3 C31 C32 . . . . -83.3(2) no P2 P3 C31 C36 . . . . 95.4(3) no P2 C21 C22 C23 . . . . 179.9(3) no P2 C21 C26 C25 . . . . -179.4(2) no P3 P2 P1 P5 . . . . -39.36(5) no P3 P2 P1 C11 . . . . -148.7(1) no P3 P2 P1 B1 . . . . 84.4(2) no P3 P2 C21 C22 . . . . -156.8(2) no P3 P2 C21 C26 . . . . 22.8(3) no P3 P4 P5 C51 . . . . -163.1(1) no P3 P4 C41 C42 . . . . 158.9(3) no P3 P4 C41 C46 . . . . -25.7(3) no P3 C31 C32 C33 . . . . 177.7(2) no P3 C31 C36 C35 . . . . -179.2(2) no P4 P3 P2 C21 . . . . -110.6(1) no P4 P3 P2 B2 . . . . 122.0(2) no P4 P3 C31 C32 . . . . 171.9(2) no P4 P3 C31 C36 . . . . -9.3(3) no P4 P5 P1 C11 . . . . 173.2(1) no P4 P5 P1 B1 . . . . -54.8(2) no P4 P5 C51 C52 . . . . -154.7(2) no P4 P5 C51 C56 . . . . 25.4(3) no P4 C41 C42 C43 . . . . 173.6(4) no P4 C41 C46 C45 . . . . -174.6(3) no P5 P1 P2 C21 . . . . 71.0(1) no P5 P1 P2 B2 . . . . -166.1(2) no P5 P1 C11 C12 . . . . 148.2(2) no P5 P1 C11 C16 . . . . -31.6(3) no P5 P4 P3 C31 . . . . 138.72(9) no P5 P4 C41 C42 . . . . -103.2(3) no P5 P4 C41 C46 . . . . 72.2(3) no P5 C51 C52 C53 . . . . -179.6(3) no P5 C51 C56 C55 . . . . 179.4(3) no C11 P1 P2 C21 . . . . -38.3(2) no C11 P1 P2 B2 . . . . 84.6(2) no C11 P1 P5 C51 . . . . -82.6(1) no C11 C12 C13 C14 . . . . -0.7(5) no C11 C16 C15 C14 . . . . -0.1(6) no C12 C11 P1 B1 . . . . 14.9(3) no C12 C11 C16 C15 . . . . 1.1(5) no C12 C13 C14 C15 . . . . 1.8(6) no C13 C12 C11 C16 . . . . -0.7(5) no C13 C14 C15 C16 . . . . -1.3(6) no C16 C11 P1 B1 . . . . -164.9(3) no C21 P2 P1 B1 . . . . -165.3(2) no C21 P2 P3 C31 . . . . 144.6(1) no C21 C22 C23 C24 . . . . -1.1(5) no C21 C26 C25 C24 . . . . 0.0(5) no C22 C21 P2 B2 . . . . -26.7(3) no C22 C21 C26 C25 . . . . 0.3(4) no C22 C23 C24 C25 . . . . 1.3(6) no C23 C22 C21 C26 . . . . 0.3(5) no C23 C24 C25 C26 . . . . -0.8(5) no C26 C21 P2 B2 . . . . 152.9(3) no C31 P3 P2 B2 . . . . 17.2(2) no C31 P3 P4 C41 . . . . -124.5(1) no C31 C32 C33 C34 . . . . 1.6(5) no C31 C36 C35 C34 . . . . 1.7(5) no C32 C31 C36 C35 . . . . -0.5(4) no C32 C33 C34 C35 . . . . -0.3(5) no C33 C32 C31 C36 . . . . -1.1(4) no C33 C34 C35 C36 . . . . -1.3(5) no C41 P4 P5 C51 . . . . 93.7(1) no C41 C42 C43 C44 . . . . 3.1(7) no C41 C46 C45 C44 . . . . 0.2(6) no C42 C41 C46 C45 . . . . 0.7(5) no C42 C43 C44 C45 . . . . -2.2(8) no C43 C42 C41 C46 . . . . -2.3(6) no C43 C44 C45 C46 . . . . 0.5(7) no C51 P5 P1 B1 . . . . 49.3(2) no C51 C52 C53 C54 . . . . -0.4(7) no C51 C56 C55 C54 . . . . 0.7(7) no C52 C51 C56 C55 . . . . -0.5(5) no C52 C53 C54 C55 . . . . 0.6(8) no C53 C52 C51 C56 . . . . 0.4(6) no C53 C54 C55 C56 . . . . -0.7(8) no B1 P1 P2 B2 . . . . -42.3(2) no #------------------------------------------------------------------------------ #===END