# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2008 data_global _journal_coden_Cambridge 182 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Didier Bourissou' 'Ghenwa Bouhadir' 'Laurent Maron' 'Sylvie Moebs-Sanchez' 'Nathalie Saffon' _publ_contact_author_name 'Didier Bourissou' _publ_contact_author_email DBOURISS@CHIMIE.UPS-TLSE.FR _publ_section_title ; Tracking Reactive Intermediates of Phosphine-Promoted Reactions with Ambiphilic Phosphino-Boranes ; # Attachment 'SS02M.CIF' data_ss02m _database_code_depnum_ccdc_archive 'CCDC 682859' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H50 B N2 O4 P' _chemical_formula_weight 616.56 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.2517(12) _cell_length_b 16.8989(17) _cell_length_c 17.0838(17) _cell_angle_alpha 86.287(2) _cell_angle_beta 77.074(2) _cell_angle_gamma 89.524(2) _cell_volume 3440.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4040 _cell_measurement_theta_min 2.312 _cell_measurement_theta_max 25.639 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.190 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 0.120 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17368 _diffrn_reflns_av_R_equivalents 0.0779 _diffrn_reflns_av_sigmaI/netI 0.1237 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 5.11 _diffrn_reflns_theta_max 24.71 _reflns_number_total 11517 _reflns_number_gt 6389 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0608P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11517 _refine_ls_number_parameters 843 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.1229 _refine_ls_R_factor_gt 0.0569 _refine_ls_wR_factor_ref 0.1469 _refine_ls_wR_factor_gt 0.1223 _refine_ls_goodness_of_fit_ref 0.937 _refine_ls_restrained_S_all 0.940 _refine_ls_shift/su_max 0.003 _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 0.88644(7) 0.94095(5) 0.35036(5) 0.0312(2) Uani 1 1 d . . . B1 B 0.9835(3) 0.8598(2) 0.1754(2) 0.0273(8) Uani 1 1 d . . . N1 N 0.9874(2) 0.87382(15) 0.32320(14) 0.0281(6) Uani 1 1 d . . . N2 N 0.9716(2) 0.81835(14) 0.26655(14) 0.0282(6) Uani 1 1 d . . . O1 O 1.0719(2) 0.89701(14) 0.42562(14) 0.0468(6) Uani 1 1 d . . . O2 O 1.14491(18) 0.80934(13) 0.33509(12) 0.0391(6) Uani 1 1 d . . . O3 O 0.9289(2) 0.72967(13) 0.37708(14) 0.0467(6) Uani 1 1 d . . . C1 C 0.8342(2) 0.96022(17) 0.26171(17) 0.0259(7) Uani 1 1 d . . . C2 C 0.8851(2) 0.92886(17) 0.18811(17) 0.0252(7) Uani 1 1 d . . . C3 C 0.8358(2) 0.95301(17) 0.12406(18) 0.0269(7) Uani 1 1 d . . . H3 H 0.8670 0.9341 0.0727 0.032 Uiso 1 1 calc R . . C4 C 0.7451(3) 1.00247(18) 0.13134(19) 0.0310(8) Uani 1 1 d . . . H4 H 0.7162 1.0173 0.0853 0.037 Uiso 1 1 calc R . . C5 C 0.6952(3) 1.03095(19) 0.20488(19) 0.0337(8) Uani 1 1 d . . . H5 H 0.6316 1.0644 0.2102 0.040 Uiso 1 1 calc R . . C6 C 0.7401(3) 1.00947(18) 0.27040(19) 0.0331(8) Uani 1 1 d . . . H6 H 0.7071 1.0281 0.3216 0.040 Uiso 1 1 calc R . . C7 C 0.7741(3) 0.9059(2) 0.43385(19) 0.0396(9) Uani 1 1 d . . . H7 H 0.7270 0.9531 0.4506 0.048 Uiso 1 1 calc R . . C8 C 0.6967(3) 0.8453(2) 0.4111(2) 0.0504(10) Uani 1 1 d . . . H8A H 0.7376 0.7959 0.3990 0.076 Uiso 1 1 calc R . . H8B H 0.6707 0.8662 0.3637 0.076 Uiso 1 1 calc R . . H8C H 0.6322 0.8349 0.4561 0.076 Uiso 1 1 calc R . . C9 C 0.8180(3) 0.8748(3) 0.5075(2) 0.0594(12) Uani 1 1 d . . . H9A H 0.7546 0.8585 0.5515 0.089 Uiso 1 1 calc R . . H9B H 0.8605 0.9168 0.5245 0.089 Uiso 1 1 calc R . . H9C H 0.8668 0.8293 0.4933 0.089 Uiso 1 1 calc R . . C10 C 0.9476(3) 1.0291(2) 0.3800(2) 0.0373(8) Uani 1 1 d . . . H10 H 0.9713 1.0140 0.4312 0.045 Uiso 1 1 calc R . . C11 C 0.8627(3) 1.0966(2) 0.3974(2) 0.0527(10) Uani 1 1 d . . . H11A H 0.8967 1.1405 0.4184 0.079 Uiso 1 1 calc R . . H11B H 0.7963 1.0772 0.4373 0.079 Uiso 1 1 calc R . . H11C H 0.8408 1.1151 0.3475 0.079 Uiso 1 1 calc R . . C12 C 1.0525(3) 1.0586(2) 0.3181(2) 0.0516(10) Uani 1 1 d . . . H12A H 1.0315 1.0784 0.2684 0.077 Uiso 1 1 calc R . . H12B H 1.1054 1.0148 0.3067 0.077 Uiso 1 1 calc R . . H12C H 1.0878 1.1014 0.3398 0.077 Uiso 1 1 calc R . . C13 C 0.9455(2) 0.80212(17) 0.11067(18) 0.0271(7) Uani 1 1 d . . . C14 C 0.8389(3) 0.76355(18) 0.12976(19) 0.0330(8) Uani 1 1 d . . . C15 C 0.8038(3) 0.71768(19) 0.0755(2) 0.0390(9) Uani 1 1 d . . . H15 H 0.7335 0.6911 0.0918 0.047 Uiso 1 1 calc R . . C16 C 0.8670(3) 0.70913(19) -0.0013(2) 0.0411(9) Uani 1 1 d . . . C17 C 0.9662(3) 0.75069(18) -0.0231(2) 0.0350(8) Uani 1 1 d . . . H17 H 1.0094 0.7484 -0.0766 0.042 Uiso 1 1 calc R . . C18 C 1.0064(3) 0.79636(17) 0.03015(18) 0.0283(7) Uani 1 1 d . . . C19 C 1.1138(3) 0.84032(19) -0.00768(18) 0.0349(8) Uani 1 1 d . . . H19A H 1.1761 0.8147 0.0112 0.052 Uiso 1 1 calc R . . H19B H 1.1075 0.8954 0.0076 0.052 Uiso 1 1 calc R . . H19C H 1.1276 0.8394 -0.0664 0.052 Uiso 1 1 calc R . . C20 C 0.7523(3) 0.7726(2) 0.2074(2) 0.0425(9) Uani 1 1 d . . . H20A H 0.6888 0.8032 0.1959 0.064 Uiso 1 1 calc R . . H20B H 0.7860 0.8003 0.2449 0.064 Uiso 1 1 calc R . . H20C H 0.7261 0.7200 0.2316 0.064 Uiso 1 1 calc R . . C21 C 0.8262(3) 0.6580(2) -0.0594(3) 0.0606(11) Uani 1 1 d . . . H21A H 0.8657 0.6735 -0.1146 0.091 Uiso 1 1 calc R . . H21B H 0.7455 0.6655 -0.0540 0.091 Uiso 1 1 calc R . . H21C H 0.8411 0.6021 -0.0467 0.091 Uiso 1 1 calc R . . C22 C 1.1153(2) 0.89219(18) 0.15173(16) 0.0250(7) Uani 1 1 d . . . C23 C 1.2029(3) 0.83794(18) 0.15497(18) 0.0293(8) Uani 1 1 d . . . C24 C 1.3139(3) 0.8633(2) 0.14516(19) 0.0382(9) Uani 1 1 d . . . H24 H 1.3698 0.8249 0.1494 0.046 Uiso 1 1 calc R . . C25 C 1.3449(3) 0.9414(2) 0.1297(2) 0.0394(9) Uani 1 1 d . . . C26 C 1.2614(3) 0.9945(2) 0.12079(19) 0.0378(8) Uani 1 1 d . . . H26 H 1.2811 1.0488 0.1076 0.045 Uiso 1 1 calc R . . C27 C 1.1499(3) 0.97241(18) 0.13022(17) 0.0291(7) Uani 1 1 d . . . C28 C 1.1855(3) 0.74857(18) 0.16357(19) 0.0350(8) Uani 1 1 d . . . H28A H 1.2519 0.7228 0.1326 0.052 Uiso 1 1 calc R . . H28B H 1.1198 0.7351 0.1432 0.052 Uiso 1 1 calc R . . H28C H 1.1737 0.7302 0.2204 0.052 Uiso 1 1 calc R . . C29 C 1.4655(3) 0.9677(3) 0.1204(2) 0.0596(11) Uani 1 1 d . . . H29A H 1.4974 0.9842 0.0639 0.089 Uiso 1 1 calc R . . H29B H 1.5090 0.9235 0.1374 0.089 Uiso 1 1 calc R . . H29C H 1.4680 1.0123 0.1539 0.089 Uiso 1 1 calc R . . C30 C 1.0731(3) 1.03716(18) 0.10921(19) 0.0355(8) Uani 1 1 d . . . H30A H 1.1155 1.0868 0.0940 0.053 Uiso 1 1 calc R . . H30B H 1.0118 1.0445 0.1559 0.053 Uiso 1 1 calc R . . H30C H 1.0422 1.0220 0.0641 0.053 Uiso 1 1 calc R . . C31 C 0.9476(3) 0.74504(19) 0.3045(2) 0.0341(8) Uani 1 1 d . . . O4 O 0.94922(18) 0.69037(12) 0.25122(13) 0.0395(6) Uani 1 1 d D A . C32 C 0.9273(3) 0.6098(2) 0.2852(2) 0.0554(11) Uani 1 1 d DU . . H32A H 0.9849 0.5930 0.3152 0.066 Uiso 0.847(8) 1 calc PR A 1 H32B H 0.8530 0.6063 0.3228 0.066 Uiso 0.847(8) 1 calc PR A 1 H32C H 0.8609 0.5887 0.2693 0.066 Uiso 0.153(8) 1 calc PR A 2 H32D H 0.9108 0.6095 0.3446 0.066 Uiso 0.153(8) 1 calc PR A 2 C33 C 0.9301(5) 0.5602(3) 0.2207(3) 0.0629(18) Uani 0.847(8) 1 d PDU A 1 H33A H 0.8732 0.5775 0.1912 0.094 Uiso 0.847(8) 1 calc PR A 1 H33B H 0.9149 0.5052 0.2422 0.094 Uiso 0.847(8) 1 calc PR A 1 H33C H 1.0043 0.5636 0.1842 0.094 Uiso 0.847(8) 1 calc PR A 1 C33' C 1.023(2) 0.5596(12) 0.2576(17) 0.066(8) Uani 0.153(8) 1 d PDU A 2 H33D H 1.0035 0.5045 0.2768 0.098 Uiso 0.153(8) 1 calc PR A 2 H33E H 1.0862 0.5768 0.2786 0.098 Uiso 0.153(8) 1 calc PR A 2 H33F H 1.0432 0.5635 0.1986 0.098 Uiso 0.153(8) 1 calc PR A 2 C34 C 1.0700(3) 0.8616(2) 0.3669(2) 0.0359(8) Uani 1 1 d . . . C35 C 1.2290(3) 0.7880(2) 0.3811(2) 0.0487(10) Uani 1 1 d . . . H35A H 1.2411 0.8328 0.4129 0.058 Uiso 1 1 calc R . . H35B H 1.3010 0.7765 0.3440 0.058 Uiso 1 1 calc R . . C36 C 1.1899(4) 0.7179(3) 0.4350(3) 0.0786(14) Uani 1 1 d . . . H36A H 1.1224 0.7312 0.4746 0.118 Uiso 1 1 calc R . . H36B H 1.2486 0.7005 0.4628 0.118 Uiso 1 1 calc R . . H36C H 1.1727 0.6751 0.4034 0.118 Uiso 1 1 calc R . . P2 P 0.47794(8) 0.49863(5) 0.24021(5) 0.0367(2) Uani 1 1 d . B . B2 B 0.5342(3) 0.3179(2) 0.3116(2) 0.0271(8) Uani 1 1 d . . . N3 N 0.5825(2) 0.43600(14) 0.20856(15) 0.0298(6) Uani 1 1 d . . . N4 N 0.5558(2) 0.35262(14) 0.21695(14) 0.0275(6) Uani 1 1 d . . . O5 O 0.6935(2) 0.53058(14) 0.12927(15) 0.0569(8) Uani 1 1 d . . . O6 O 0.75807(18) 0.40657(12) 0.14402(13) 0.0375(6) Uani 1 1 d . . . O7 O 0.5713(2) 0.36665(13) 0.08060(13) 0.0440(6) Uani 1 1 d . . . O8 O 0.54860(18) 0.24613(12) 0.14604(12) 0.0353(6) Uani 1 1 d . . . C37 C 0.3939(2) 0.44636(18) 0.32671(17) 0.0271(7) Uani 1 1 d . . . C38 C 0.4277(3) 0.37260(18) 0.35656(17) 0.0278(7) Uani 1 1 d . . . C39 C 0.3551(3) 0.34024(19) 0.42720(18) 0.0322(8) Uani 1 1 d . . . H39 H 0.3736 0.2904 0.4497 0.039 Uiso 1 1 calc R . . C40 C 0.2585(3) 0.3771(2) 0.46552(19) 0.0375(8) Uani 1 1 d . . . H40 H 0.2136 0.3532 0.5138 0.045 Uiso 1 1 calc R . . C41 C 0.2272(3) 0.4489(2) 0.4332(2) 0.0371(8) Uani 1 1 d . . . H41 H 0.1602 0.4742 0.4585 0.045 Uiso 1 1 calc R . . C42 C 0.2950(3) 0.48320(19) 0.3639(2) 0.0347(8) Uani 1 1 d . . . H42 H 0.2742 0.5323 0.3412 0.042 Uiso 1 1 calc R . . C43 C 0.5393(3) 0.59023(18) 0.2678(2) 0.0458(10) Uani 1 1 d . . . H43 H 0.5894 0.6140 0.2175 0.055 Uiso 1 1 calc R . . C44 C 0.6109(3) 0.5734(2) 0.3269(2) 0.0579(11) Uani 1 1 d . . . H44A H 0.6485 0.6224 0.3345 0.087 Uiso 1 1 calc R . . H44B H 0.6672 0.5338 0.3065 0.087 Uiso 1 1 calc R . . H44C H 0.5642 0.5531 0.3784 0.087 Uiso 1 1 calc R . . C45 C 0.4521(4) 0.6520(2) 0.2972(3) 0.0702(13) Uani 1 1 d . . . H45A H 0.4033 0.6321 0.3481 0.105 Uiso 1 1 calc R . . H45B H 0.4071 0.6632 0.2571 0.105 Uiso 1 1 calc R . . H45C H 0.4894 0.7009 0.3056 0.105 Uiso 1 1 calc R . . C46 C 0.3957(4) 0.5288(3) 0.1697(2) 0.0609(10) Uani 1 1 d DU . . H46A H 0.3367 0.5644 0.1986 0.073 Uiso 0.828(6) 1 calc PR B 1 H46B H 0.3869 0.5859 0.1821 0.073 Uiso 0.172(6) 1 calc PR B 2 C47 C 0.3368(4) 0.4637(3) 0.1479(3) 0.0548(12) Uani 0.828(6) 1 d PDU B 1 H47A H 0.2916 0.4364 0.1966 0.082 Uiso 0.828(6) 1 calc PR B 1 H47B H 0.3907 0.4266 0.1191 0.082 Uiso 0.828(6) 1 calc PR B 1 H47C H 0.2877 0.4837 0.1131 0.082 Uiso 0.828(6) 1 calc PR B 1 C48 C 0.4603(5) 0.5789(4) 0.0963(3) 0.0654(15) Uani 0.828(6) 1 d PDU B 1 H48A H 0.5222 0.5478 0.0669 0.098 Uiso 0.828(6) 1 calc PR B 1 H48B H 0.4901 0.6266 0.1140 0.098 Uiso 0.828(6) 1 calc PR B 1 H48C H 0.4098 0.5944 0.0609 0.098 Uiso 0.828(6) 1 calc PR B 1 C47' C 0.2676(13) 0.5067(13) 0.1839(13) 0.0520(15) Uani 0.172(6) 1 d PDU B 2 H47D H 0.2488 0.4989 0.1321 0.078 Uiso 0.172(6) 1 calc PR B 2 H47E H 0.2222 0.5498 0.2099 0.078 Uiso 0.172(6) 1 calc PR B 2 H47F H 0.2522 0.4578 0.2186 0.078 Uiso 0.172(6) 1 calc PR B 2 C48' C 0.441(3) 0.5410(19) 0.0798(10) 0.0663(19) Uani 0.172(6) 1 d PDU B 2 H48D H 0.5058 0.5066 0.0635 0.100 Uiso 0.172(6) 1 calc PR B 2 H48E H 0.4639 0.5965 0.0660 0.100 Uiso 0.172(6) 1 calc PR B 2 H48F H 0.3827 0.5279 0.0517 0.100 Uiso 0.172(6) 1 calc PR B 2 C49 C 0.6578(3) 0.33289(17) 0.33340(18) 0.0281(7) Uani 1 1 d . . . C50 C 0.6778(3) 0.38076(19) 0.39357(19) 0.0345(8) Uani 1 1 d . . . C51 C 0.7864(3) 0.3968(2) 0.3999(2) 0.0504(10) Uani 1 1 d . . . H51 H 0.7968 0.4318 0.4390 0.060 Uiso 1 1 calc R . . C52 C 0.8798(3) 0.3648(2) 0.3523(2) 0.0513(10) Uani 1 1 d . . . C53 C 0.8609(3) 0.3136(2) 0.2978(2) 0.0445(9) Uani 1 1 d . . . H53 H 0.9231 0.2883 0.2657 0.053 Uiso 1 1 calc R . . C54 C 0.7533(3) 0.29718(18) 0.28739(18) 0.0311(8) Uani 1 1 d . . . C55 C 0.7483(3) 0.23691(18) 0.22641(19) 0.0349(8) Uani 1 1 d . . . H55A H 0.7582 0.2639 0.1728 0.052 Uiso 1 1 calc R . . H55B H 0.6755 0.2098 0.2407 0.052 Uiso 1 1 calc R . . H55C H 0.8080 0.1980 0.2263 0.052 Uiso 1 1 calc R . . C56 C 0.9974(3) 0.3818(3) 0.3625(3) 0.0875(16) Uani 1 1 d . . . H56A H 1.0181 0.3415 0.4004 0.131 Uiso 1 1 calc R . . H56B H 0.9995 0.4343 0.3834 0.131 Uiso 1 1 calc R . . H56C H 1.0505 0.3805 0.3103 0.131 Uiso 1 1 calc R . . C57 C 0.5863(3) 0.4117(2) 0.4597(2) 0.0456(9) Uani 1 1 d . . . H57A H 0.5508 0.3672 0.4958 0.068 Uiso 1 1 calc R . . H57B H 0.5300 0.4395 0.4357 0.068 Uiso 1 1 calc R . . H57C H 0.6190 0.4484 0.4904 0.068 Uiso 1 1 calc R . . C58 C 0.4861(3) 0.22529(18) 0.32663(18) 0.0288(7) Uani 1 1 d . . . C59 C 0.5233(3) 0.16806(19) 0.37919(18) 0.0317(8) Uani 1 1 d . . . C60 C 0.4869(3) 0.08947(19) 0.3855(2) 0.0404(9) Uani 1 1 d . . . H60 H 0.5131 0.0529 0.4217 0.048 Uiso 1 1 calc R . . C61 C 0.4147(3) 0.0623(2) 0.3418(2) 0.0426(9) Uani 1 1 d . . . C62 C 0.3687(3) 0.11904(19) 0.29707(19) 0.0383(9) Uani 1 1 d . . . H62 H 0.3147 0.1030 0.2690 0.046 Uiso 1 1 calc R . . C63 C 0.3986(3) 0.19898(19) 0.29175(18) 0.0321(8) Uani 1 1 d . . . C64 C 0.5961(3) 0.1881(2) 0.4358(2) 0.0402(9) Uani 1 1 d . . . H64A H 0.5936 0.1443 0.4767 0.060 Uiso 1 1 calc R . . H64B H 0.5686 0.2366 0.4621 0.060 Uiso 1 1 calc R . . H64C H 0.6735 0.1965 0.4054 0.060 Uiso 1 1 calc R . . C65 C 0.3788(4) -0.0238(2) 0.3486(2) 0.0654(13) Uani 1 1 d . . . H65A H 0.4447 -0.0578 0.3444 0.098 Uiso 1 1 calc R . . H65B H 0.3413 -0.0336 0.3051 0.098 Uiso 1 1 calc R . . H65C H 0.3270 -0.0357 0.4006 0.098 Uiso 1 1 calc R . . C66 C 0.3250(3) 0.2558(2) 0.2540(2) 0.0388(8) Uani 1 1 d . . . H66A H 0.2986 0.2298 0.2120 0.058 Uiso 1 1 calc R . . H66B H 0.3683 0.3034 0.2303 0.058 Uiso 1 1 calc R . . H66C H 0.2605 0.2709 0.2955 0.058 Uiso 1 1 calc R . . C67 C 0.5584(3) 0.32491(19) 0.14301(19) 0.0328(8) Uani 1 1 d . . . C68 C 0.5609(3) 0.2106(2) 0.0692(2) 0.0444(9) Uani 1 1 d . . . H68A H 0.5863 0.1552 0.0745 0.053 Uiso 1 1 calc R . . H68B H 0.6189 0.2401 0.0283 0.053 Uiso 1 1 calc R . . C69 C 0.4533(3) 0.2114(3) 0.0414(2) 0.0631(12) Uani 1 1 d . . . H69A H 0.3940 0.1865 0.0838 0.095 Uiso 1 1 calc R . . H69B H 0.4627 0.1820 -0.0072 0.095 Uiso 1 1 calc R . . H69C H 0.4329 0.2663 0.0293 0.095 Uiso 1 1 calc R . . C70 C 0.6821(3) 0.4627(2) 0.1559(2) 0.0371(8) Uani 1 1 d . . . C71 C 0.8619(3) 0.4260(2) 0.0855(2) 0.0489(10) Uani 1 1 d . . . H71A H 0.9242 0.3953 0.1004 0.059 Uiso 1 1 calc R . . H71B H 0.8791 0.4831 0.0858 0.059 Uiso 1 1 calc R . . C72 C 0.8515(3) 0.4072(3) 0.0034(2) 0.0653(13) Uani 1 1 d . . . H72A H 0.8303 0.3513 0.0040 0.098 Uiso 1 1 calc R . . H72B H 0.9234 0.4171 -0.0347 0.098 Uiso 1 1 calc R . . H72C H 0.7939 0.4408 -0.0130 0.098 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 0.0311(5) 0.0390(5) 0.0227(5) -0.0026(4) -0.0048(4) 0.0079(4) B1 0.031(2) 0.0263(19) 0.0222(19) 0.0028(15) -0.0029(16) -0.0032(16) N1 0.0303(16) 0.0341(15) 0.0208(14) -0.0028(12) -0.0073(11) 0.0063(12) N2 0.0317(16) 0.0258(14) 0.0257(14) 0.0010(12) -0.0041(11) 0.0009(12) O1 0.0530(16) 0.0607(16) 0.0324(14) -0.0143(13) -0.0193(12) 0.0213(13) O2 0.0366(14) 0.0481(14) 0.0338(13) -0.0049(11) -0.0106(11) 0.0179(12) O3 0.0558(17) 0.0444(15) 0.0320(15) 0.0118(11) 0.0029(12) 0.0023(12) C1 0.0236(18) 0.0289(17) 0.0252(17) -0.0004(14) -0.0060(13) -0.0001(14) C2 0.0219(18) 0.0265(17) 0.0256(17) 0.0039(14) -0.0035(13) -0.0063(13) C3 0.0235(18) 0.0292(17) 0.0264(18) 0.0005(14) -0.0025(14) -0.0064(14) C4 0.031(2) 0.0337(18) 0.0310(19) 0.0045(15) -0.0133(15) -0.0060(15) C5 0.0262(19) 0.0328(19) 0.042(2) 0.0024(16) -0.0094(16) -0.0001(15) C6 0.032(2) 0.0381(19) 0.0293(19) -0.0046(15) -0.0062(15) -0.0006(16) C7 0.035(2) 0.050(2) 0.0294(19) -0.0034(16) 0.0015(15) 0.0097(17) C8 0.043(2) 0.063(3) 0.036(2) 0.0118(19) 0.0079(17) 0.001(2) C9 0.052(3) 0.093(3) 0.026(2) 0.006(2) 0.0023(18) 0.009(2) C10 0.040(2) 0.045(2) 0.0322(19) -0.0116(16) -0.0160(16) 0.0112(17) C11 0.069(3) 0.047(2) 0.049(2) -0.0145(19) -0.026(2) 0.016(2) C12 0.055(3) 0.055(2) 0.048(2) -0.0125(19) -0.0143(19) -0.010(2) C13 0.0271(18) 0.0215(16) 0.0323(18) 0.0030(14) -0.0072(14) -0.0023(14) C14 0.033(2) 0.0277(18) 0.038(2) 0.0026(15) -0.0087(16) -0.0044(15) C15 0.033(2) 0.0308(19) 0.055(2) -0.0027(17) -0.0126(18) -0.0091(16) C16 0.046(2) 0.0311(19) 0.054(2) -0.0127(17) -0.0234(19) 0.0011(17) C17 0.042(2) 0.0336(19) 0.0319(19) -0.0115(15) -0.0110(16) 0.0080(17) C18 0.0310(19) 0.0219(16) 0.0314(18) -0.0022(14) -0.0058(15) 0.0017(14) C19 0.039(2) 0.0388(19) 0.0247(18) -0.0042(15) -0.0009(15) -0.0040(16) C20 0.027(2) 0.045(2) 0.053(2) 0.0082(18) -0.0042(17) -0.0142(16) C21 0.060(3) 0.058(3) 0.073(3) -0.028(2) -0.026(2) -0.007(2) C22 0.0242(18) 0.0328(18) 0.0176(16) -0.0048(13) -0.0032(13) -0.0026(14) C23 0.029(2) 0.0355(18) 0.0236(17) -0.0043(14) -0.0046(14) -0.0024(15) C24 0.029(2) 0.056(2) 0.0305(19) -0.0099(17) -0.0074(15) 0.0053(17) C25 0.029(2) 0.057(2) 0.033(2) -0.0105(17) -0.0060(15) -0.0114(18) C26 0.040(2) 0.038(2) 0.036(2) -0.0070(16) -0.0056(16) -0.0132(17) C27 0.0280(19) 0.0360(19) 0.0223(17) -0.0066(14) -0.0024(14) -0.0080(15) C28 0.031(2) 0.0378(19) 0.035(2) -0.0060(16) -0.0056(15) 0.0066(16) C29 0.034(2) 0.086(3) 0.059(3) -0.013(2) -0.0087(19) -0.017(2) C30 0.036(2) 0.0338(19) 0.0338(19) 0.0043(15) -0.0040(15) -0.0085(16) C31 0.033(2) 0.033(2) 0.035(2) 0.0000(17) -0.0039(16) 0.0017(15) O4 0.0447(15) 0.0288(13) 0.0415(14) 0.0077(11) -0.0045(11) -0.0056(11) C32 0.066(3) 0.030(2) 0.064(3) 0.0083(18) -0.005(2) -0.0052(18) C33 0.090(5) 0.037(3) 0.060(3) 0.006(2) -0.017(3) -0.014(3) C33' 0.076(14) 0.032(12) 0.081(15) 0.033(11) -0.012(12) 0.010(9) C34 0.037(2) 0.043(2) 0.0271(19) 0.0022(17) -0.0067(16) 0.0074(17) C35 0.048(2) 0.043(2) 0.059(3) -0.0013(19) -0.022(2) 0.0135(18) C36 0.077(3) 0.079(3) 0.080(3) 0.016(3) -0.023(3) 0.017(3) P2 0.0414(6) 0.0343(5) 0.0311(5) 0.0044(4) -0.0035(4) 0.0085(4) B2 0.032(2) 0.0270(19) 0.0219(19) -0.0039(15) -0.0052(16) 0.0029(16) N3 0.0345(16) 0.0219(14) 0.0301(15) 0.0004(11) -0.0013(12) -0.0027(12) N4 0.0319(16) 0.0226(14) 0.0261(15) 0.0030(11) -0.0035(11) -0.0023(11) O5 0.0666(19) 0.0282(14) 0.0599(18) 0.0051(12) 0.0179(14) -0.0025(12) O6 0.0346(14) 0.0329(13) 0.0378(14) 0.0010(10) 0.0061(10) 0.0006(11) O7 0.0655(17) 0.0402(14) 0.0251(13) 0.0030(11) -0.0088(11) -0.0024(12) O8 0.0499(15) 0.0286(13) 0.0266(12) -0.0039(10) -0.0061(10) -0.0079(11) C37 0.0262(18) 0.0318(18) 0.0247(17) -0.0061(14) -0.0074(14) 0.0035(14) C38 0.0292(19) 0.0331(18) 0.0224(17) -0.0042(14) -0.0077(14) -0.0001(14) C39 0.034(2) 0.0338(18) 0.0269(18) -0.0032(15) -0.0024(15) -0.0003(15) C40 0.037(2) 0.047(2) 0.0260(18) -0.0091(16) -0.0003(15) -0.0085(17) C41 0.027(2) 0.043(2) 0.041(2) -0.0157(17) -0.0030(16) -0.0015(16) C42 0.032(2) 0.0327(19) 0.042(2) -0.0082(16) -0.0120(16) 0.0021(16) C43 0.056(3) 0.0214(18) 0.047(2) 0.0014(16) 0.0146(19) 0.0034(17) C44 0.071(3) 0.041(2) 0.061(3) -0.011(2) -0.009(2) -0.014(2) C45 0.077(3) 0.043(2) 0.084(3) -0.011(2) -0.002(2) 0.006(2) C46 0.070(2) 0.065(3) 0.048(2) 0.0076(17) -0.0185(18) 0.0002(19) C47 0.074(3) 0.048(2) 0.048(3) 0.005(2) -0.028(2) 0.0158(19) C48 0.089(4) 0.066(4) 0.043(2) 0.013(2) -0.025(2) 0.000(3) C47' 0.069(3) 0.048(3) 0.047(3) 0.006(3) -0.031(2) 0.013(3) C48' 0.089(4) 0.067(4) 0.046(2) 0.013(3) -0.025(3) 0.000(3) C49 0.0332(19) 0.0226(16) 0.0279(18) 0.0036(14) -0.0070(14) -0.0030(14) C50 0.038(2) 0.0334(19) 0.035(2) -0.0040(15) -0.0140(16) 0.0010(16) C51 0.054(3) 0.048(2) 0.057(3) -0.0177(19) -0.024(2) -0.006(2) C52 0.037(2) 0.058(3) 0.063(3) -0.006(2) -0.018(2) -0.0095(19) C53 0.033(2) 0.047(2) 0.052(2) -0.0008(19) -0.0058(17) 0.0018(17) C54 0.030(2) 0.0320(18) 0.0302(18) 0.0053(15) -0.0058(15) -0.0049(15) C55 0.034(2) 0.0291(18) 0.039(2) -0.0025(15) -0.0014(15) 0.0040(15) C56 0.044(3) 0.107(4) 0.120(4) -0.018(3) -0.031(3) -0.009(3) C57 0.053(2) 0.044(2) 0.046(2) -0.0162(18) -0.0212(18) 0.0061(18) C58 0.0286(19) 0.0292(17) 0.0243(17) 0.0007(14) 0.0029(14) 0.0011(14) C59 0.0256(19) 0.0345(19) 0.0294(18) 0.0012(15) 0.0047(14) 0.0022(15) C60 0.044(2) 0.0309(19) 0.037(2) 0.0064(16) 0.0091(17) 0.0030(17) C61 0.048(2) 0.033(2) 0.038(2) -0.0030(17) 0.0094(18) -0.0073(17) C62 0.042(2) 0.037(2) 0.0317(19) -0.0032(16) 0.0009(16) -0.0136(17) C63 0.029(2) 0.0349(19) 0.0281(18) 0.0001(15) 0.0031(15) -0.0028(15) C64 0.038(2) 0.040(2) 0.039(2) 0.0119(16) -0.0077(16) 0.0031(17) C65 0.094(4) 0.041(2) 0.053(3) -0.002(2) 0.001(2) -0.020(2) C66 0.033(2) 0.045(2) 0.038(2) -0.0066(17) -0.0072(16) -0.0055(16) C67 0.035(2) 0.038(2) 0.0239(19) 0.0027(16) -0.0046(15) -0.0043(16) C68 0.055(3) 0.043(2) 0.036(2) -0.0104(17) -0.0101(18) -0.0022(18) C69 0.059(3) 0.077(3) 0.058(3) -0.025(2) -0.017(2) -0.007(2) C70 0.043(2) 0.030(2) 0.033(2) -0.0002(16) 0.0026(16) -0.0015(17) C71 0.035(2) 0.044(2) 0.055(3) -0.0066(19) 0.0156(18) -0.0050(17) C72 0.059(3) 0.084(3) 0.043(3) 0.007(2) 0.007(2) 0.018(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 N1 1.680(3) . ? P1 C1 1.782(3) . ? P1 C7 1.818(3) . ? P1 C10 1.823(3) . ? B1 N2 1.642(4) . ? B1 C2 1.660(4) . ? B1 C22 1.663(5) . ? B1 C13 1.663(5) . ? N1 C34 1.393(4) . ? N1 N2 1.434(3) . ? N2 C31 1.363(4) . ? O1 C34 1.205(4) . ? O2 C34 1.320(4) . ? O2 C35 1.458(4) . ? O3 C31 1.220(4) . ? C1 C6 1.403(4) . ? C1 C2 1.407(4) . ? C2 C3 1.401(4) . ? C3 C4 1.374(4) . ? C4 C5 1.383(4) . ? C5 C6 1.381(4) . ? C7 C8 1.527(5) . ? C7 C9 1.536(5) . ? C10 C12 1.534(5) . ? C10 C11 1.535(4) . ? C13 C18 1.420(4) . ? C13 C14 1.426(4) . ? C14 C15 1.386(4) . ? C14 C20 1.518(4) . ? C15 C16 1.383(5) . ? C16 C17 1.374(5) . ? C16 C21 1.522(5) . ? C17 C18 1.402(4) . ? C18 C19 1.508(4) . ? C22 C23 1.414(4) . ? C22 C27 1.424(4) . ? C23 C24 1.400(4) . ? C23 C28 1.520(4) . ? C24 C25 1.369(5) . ? C25 C26 1.383(5) . ? C25 C29 1.518(5) . ? C26 C27 1.391(4) . ? C27 C30 1.515(4) . ? C31 O4 1.335(4) . ? O4 C32 1.447(4) . ? C32 C33 1.421(6) . ? C32 C33' 1.449(16) . ? C35 C36 1.467(5) . ? P2 N3 1.672(3) . ? P2 C46 1.784(4) . ? P2 C37 1.786(3) . ? P2 C43 1.859(4) . ? B2 N4 1.649(4) . ? B2 C58 1.661(5) . ? B2 C49 1.663(5) . ? B2 C38 1.665(4) . ? N3 C70 1.402(4) . ? N3 N4 1.440(3) . ? N4 C67 1.369(4) . ? O5 C70 1.204(4) . ? O6 C70 1.316(4) . ? O6 C71 1.456(4) . ? O7 C67 1.220(3) . ? O8 C67 1.334(4) . ? O8 C68 1.456(4) . ? C37 C42 1.398(4) . ? C37 C38 1.410(4) . ? C38 C39 1.410(4) . ? C39 C40 1.382(4) . ? C40 C41 1.388(4) . ? C41 C42 1.381(4) . ? C43 C44 1.492(5) . ? C43 C45 1.515(5) . ? C46 C47 1.434(6) . ? C46 C48' 1.512(16) . ? C46 C48 1.531(6) . ? C46 C47' 1.578(15) . ? C49 C54 1.411(4) . ? C49 C50 1.413(4) . ? C50 C51 1.390(5) . ? C50 C57 1.519(5) . ? C51 C52 1.376(5) . ? C52 C53 1.370(5) . ? C52 C56 1.521(5) . ? C53 C54 1.401(4) . ? C54 C55 1.514(4) . ? C58 C59 1.419(4) . ? C58 C63 1.424(4) . ? C59 C60 1.394(4) . ? C59 C64 1.511(5) . ? C60 C61 1.377(5) . ? C61 C62 1.383(5) . ? C61 C65 1.513(5) . ? C62 C63 1.395(4) . ? C63 C66 1.523(4) . ? C68 C69 1.497(5) . ? C71 C72 1.491(5) . ? 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 N1 P1 C1 103.53(13) . . ? N1 P1 C7 113.88(14) . . ? C1 P1 C7 110.28(15) . . ? N1 P1 C10 109.24(14) . . ? C1 P1 C10 112.22(15) . . ? C7 P1 C10 107.75(16) . . ? N2 B1 C2 103.1(2) . . ? N2 B1 C22 102.9(2) . . ? C2 B1 C22 116.3(2) . . ? N2 B1 C13 114.7(2) . . ? C2 B1 C13 103.3(2) . . ? C22 B1 C13 116.3(2) . . ? C34 N1 N2 120.6(2) . . ? C34 N1 P1 120.3(2) . . ? N2 N1 P1 117.58(19) . . ? C31 N2 N1 110.0(2) . . ? C31 N2 B1 137.3(3) . . ? N1 N2 B1 112.6(2) . . ? C34 O2 C35 115.5(3) . . ? C6 C1 C2 122.6(3) . . ? C6 C1 P1 115.3(2) . . ? C2 C1 P1 122.1(2) . . ? C3 C2 C1 114.2(3) . . ? C3 C2 B1 119.5(3) . . ? C1 C2 B1 125.8(3) . . ? C4 C3 C2 123.7(3) . . ? C3 C4 C5 120.8(3) . . ? C6 C5 C4 118.3(3) . . ? C5 C6 C1 120.3(3) . . ? C8 C7 C9 111.1(3) . . ? C8 C7 P1 113.6(2) . . ? C9 C7 P1 112.2(2) . . ? C12 C10 C11 110.2(3) . . ? C12 C10 P1 112.6(2) . . ? C11 C10 P1 112.3(2) . . ? C18 C13 C14 114.8(3) . . ? C18 C13 B1 123.8(3) . . ? C14 C13 B1 120.7(3) . . ? C15 C14 C13 121.7(3) . . ? C15 C14 C20 114.4(3) . . ? C13 C14 C20 123.9(3) . . ? C16 C15 C14 122.5(3) . . ? C17 C16 C15 116.7(3) . . ? C17 C16 C21 122.0(3) . . ? C15 C16 C21 121.2(3) . . ? C16 C17 C18 122.7(3) . . ? C17 C18 C13 121.2(3) . . ? C17 C18 C19 113.8(3) . . ? C13 C18 C19 125.0(3) . . ? C23 C22 C27 115.1(3) . . ? C23 C22 B1 119.3(3) . . ? C27 C22 B1 125.5(3) . . ? C24 C23 C22 121.7(3) . . ? C24 C23 C28 115.2(3) . . ? C22 C23 C28 123.0(3) . . ? C25 C24 C23 122.3(3) . . ? C24 C25 C26 116.6(3) . . ? C24 C25 C29 121.5(3) . . ? C26 C25 C29 121.9(3) . . ? C25 C26 C27 123.2(3) . . ? C26 C27 C22 120.7(3) . . ? C26 C27 C30 115.4(3) . . ? C22 C27 C30 123.7(3) . . ? O3 C31 O4 123.4(3) . . ? O3 C31 N2 125.7(3) . . ? O4 C31 N2 110.8(3) . . ? C31 O4 C32 115.4(3) . . ? C33 C32 O4 107.9(3) . . ? C33 C32 C33' 59.1(13) . . ? O4 C32 C33' 110.8(9) . . ? O1 C34 O2 125.5(3) . . ? O1 C34 N1 122.4(3) . . ? O2 C34 N1 112.0(3) . . ? O2 C35 C36 108.9(3) . . ? N3 P2 C46 116.33(18) . . ? N3 P2 C37 103.67(13) . . ? C46 P2 C37 110.77(17) . . ? N3 P2 C43 108.03(15) . . ? C46 P2 C43 106.80(19) . . ? C37 P2 C43 111.26(15) . . ? N4 B2 C58 113.5(2) . . ? N4 B2 C49 102.3(2) . . ? C58 B2 C49 116.0(2) . . ? N4 B2 C38 102.6(2) . . ? C58 B2 C38 104.8(2) . . ? C49 B2 C38 117.1(3) . . ? C70 N3 N4 119.3(2) . . ? C70 N3 P2 121.0(2) . . ? N4 N3 P2 117.25(19) . . ? C67 N4 N3 110.0(2) . . ? C67 N4 B2 138.5(2) . . ? N3 N4 B2 111.5(2) . . ? C70 O6 C71 116.6(3) . . ? C67 O8 C68 116.3(2) . . ? C42 C37 C38 122.1(3) . . ? C42 C37 P2 116.6(2) . . ? C38 C37 P2 121.3(2) . . ? C37 C38 C39 114.7(3) . . ? C37 C38 B2 126.4(3) . . ? C39 C38 B2 118.5(3) . . ? C40 C39 C38 123.6(3) . . ? C39 C40 C41 119.8(3) . . ? C42 C41 C40 119.0(3) . . ? C41 C42 C37 120.7(3) . . ? C44 C43 C45 110.7(3) . . ? C44 C43 P2 112.5(2) . . ? C45 C43 P2 112.9(3) . . ? C47 C46 C48' 83.6(12) . . ? C47 C46 C48 112.6(4) . . ? C48' C46 C48 29.5(11) . . ? C47 C46 C47' 46.6(8) . . ? C48' C46 C47' 107.5(14) . . ? C48 C46 C47' 124.0(8) . . ? C47 C46 P2 112.4(3) . . ? C48' C46 P2 124.5(13) . . ? C48 C46 P2 113.9(3) . . ? C47' C46 P2 122.2(7) . . ? C54 C49 C50 115.5(3) . . ? C54 C49 B2 118.7(3) . . ? C50 C49 B2 125.8(3) . . ? C51 C50 C49 120.7(3) . . ? C51 C50 C57 115.0(3) . . ? C49 C50 C57 124.0(3) . . ? C52 C51 C50 123.4(3) . . ? C53 C52 C51 116.3(3) . . ? C53 C52 C56 121.6(4) . . ? C51 C52 C56 122.0(4) . . ? C52 C53 C54 122.5(3) . . ? C53 C54 C49 121.3(3) . . ? C53 C54 C55 115.1(3) . . ? C49 C54 C55 123.6(3) . . ? C59 C58 C63 114.9(3) . . ? C59 C58 B2 122.7(3) . . ? C63 C58 B2 122.2(3) . . ? C60 C59 C58 120.8(3) . . ? C60 C59 C64 115.6(3) . . ? C58 C59 C64 123.4(3) . . ? C61 C60 C59 123.1(3) . . ? C60 C61 C62 116.4(3) . . ? C60 C61 C65 121.9(4) . . ? C62 C61 C65 121.4(4) . . ? C61 C62 C63 122.3(3) . . ? C62 C63 C58 121.2(3) . . ? C62 C63 C66 115.7(3) . . ? C58 C63 C66 122.8(3) . . ? O7 C67 O8 123.2(3) . . ? O7 C67 N4 124.4(3) . . ? O8 C67 N4 112.4(3) . . ? O8 C68 C69 111.9(3) . . ? O5 C70 O6 126.7(3) . . ? O5 C70 N3 121.3(3) . . ? O6 C70 N3 112.0(3) . . ? O6 C71 C72 110.3(3) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 24.71 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.336 _refine_diff_density_min -0.315 _refine_diff_density_rms 0.048 # Attachment 'SS03M.CIF' data_ss03m _database_code_depnum_ccdc_archive 'CCDC 682860' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39.50 H51 B N O P' _chemical_formula_weight 597.59 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.5050(14) _cell_length_b 18.114(3) _cell_length_c 18.875(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.404(3) _cell_angle_gamma 90.00 _cell_volume 3520.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5455 _cell_measurement_theta_min 2.201 _cell_measurement_theta_max 26.394 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.127 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1292 _exptl_absorpt_coefficient_mu 0.108 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9590 _exptl_absorpt_correction_T_max 0.9790 _exptl_absorpt_process_details 'SADABS (Bruker-AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17251 _diffrn_reflns_av_R_equivalents 0.0810 _diffrn_reflns_av_sigmaI/netI 0.0876 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 5.13 _diffrn_reflns_theta_max 24.71 _reflns_number_total 5941 _reflns_number_gt 3919 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0625P)^2^+2.6643P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5941 _refine_ls_number_parameters 425 _refine_ls_number_restraints 34 _refine_ls_R_factor_all 0.1098 _refine_ls_R_factor_gt 0.0693 _refine_ls_wR_factor_ref 0.1720 _refine_ls_wR_factor_gt 0.1537 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.044 _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 0.56520(9) 0.78074(5) 0.23370(4) 0.0324(2) Uani 1 1 d . . . B1 B 0.7157(3) 0.6240(2) 0.22739(18) 0.0291(8) Uani 1 1 d . . . N1 N 0.4585(3) 0.70177(15) 0.31791(14) 0.0388(7) Uani 1 1 d . . . O1 O 0.57843(19) 0.63097(11) 0.25155(10) 0.0280(5) Uani 1 1 d . . . C1 C 0.5347(3) 0.69197(17) 0.27260(15) 0.0294(7) Uani 1 1 d . . . C2 C 0.6748(3) 0.76379(18) 0.17432(15) 0.0318(7) Uani 1 1 d . . . C3 C 0.7253(3) 0.69206(18) 0.17138(15) 0.0312(7) Uani 1 1 d . . . C4 C 0.7930(3) 0.6809(2) 0.11445(17) 0.0401(8) Uani 1 1 d . . . H4 H 0.8273 0.6332 0.1085 0.048 Uiso 1 1 calc R . . C5 C 0.8112(4) 0.7361(2) 0.06737(17) 0.0454(9) Uani 1 1 d . . . H5 H 0.8579 0.7258 0.0303 0.054 Uiso 1 1 calc R . . C6 C 0.7632(4) 0.8059(2) 0.07305(18) 0.0475(9) Uani 1 1 d . . . H6 H 0.7777 0.8439 0.0409 0.057 Uiso 1 1 calc R . . C7 C 0.6930(3) 0.8198(2) 0.12658(17) 0.0428(9) Uani 1 1 d . . . H7 H 0.6573 0.8674 0.1307 0.051 Uiso 1 1 calc R . . C8 C 0.6197(3) 0.84553(18) 0.30713(17) 0.0399(8) Uani 1 1 d . . . H8 H 0.5461 0.8515 0.3331 0.048 Uiso 1 1 calc R . . C9 C 0.7343(4) 0.8152(2) 0.3623(2) 0.0637(12) Uani 1 1 d . . . H9A H 0.8111 0.8123 0.3402 0.096 Uiso 1 1 calc R . . H9B H 0.7129 0.7658 0.3777 0.096 Uiso 1 1 calc R . . H9C H 0.7524 0.8481 0.4043 0.096 Uiso 1 1 calc R . . C10 C 0.6475(4) 0.9216(2) 0.2800(2) 0.0558(10) Uani 1 1 d . . . H10A H 0.6677 0.9558 0.3210 0.084 Uiso 1 1 calc R . . H10B H 0.5710 0.9394 0.2458 0.084 Uiso 1 1 calc R . . H10C H 0.7216 0.9188 0.2558 0.084 Uiso 1 1 calc R . . C11 C 0.4138(3) 0.81545(19) 0.17769(17) 0.0406(8) Uani 1 1 d . . . H11 H 0.4355 0.8624 0.1549 0.049 Uiso 1 1 calc R . . C12 C 0.3663(4) 0.7609(2) 0.1166(2) 0.0644(12) Uani 1 1 d . . . H12A H 0.3387 0.7151 0.1367 0.097 Uiso 1 1 calc R . . H12B H 0.4369 0.7502 0.0911 0.097 Uiso 1 1 calc R . . H12C H 0.2928 0.7824 0.0828 0.097 Uiso 1 1 calc R . . C13 C 0.3096(4) 0.8338(2) 0.2208(2) 0.0531(10) Uani 1 1 d . . . H13A H 0.2327 0.8534 0.1882 0.080 Uiso 1 1 calc R . . H13B H 0.3431 0.8708 0.2577 0.080 Uiso 1 1 calc R . . H13C H 0.2860 0.7890 0.2443 0.080 Uiso 1 1 calc R . . C14 C 0.4139(3) 0.64265(18) 0.35465(16) 0.0322(7) Uani 1 1 d . . . C15 C 0.4580(3) 0.6376(2) 0.42978(17) 0.0426(9) Uani 1 1 d . . . H15 H 0.5196 0.6722 0.4539 0.051 Uiso 1 1 calc R . . C16 C 0.4124(4) 0.5830(2) 0.46830(19) 0.0523(10) Uani 1 1 d . . . H16 H 0.4449 0.5788 0.5188 0.063 Uiso 1 1 calc R . . C17 C 0.3200(4) 0.5341(2) 0.4346(2) 0.0521(10) Uani 1 1 d . . . H17 H 0.2888 0.4962 0.4616 0.063 Uiso 1 1 calc R . . C18 C 0.2730(3) 0.5402(2) 0.3617(2) 0.0500(10) Uani 1 1 d . . . H18 H 0.2080 0.5070 0.3385 0.060 Uiso 1 1 calc R . . C19 C 0.3196(3) 0.5942(2) 0.32184(18) 0.0431(9) Uani 1 1 d . . . H19 H 0.2862 0.5979 0.2714 0.052 Uiso 1 1 calc R . . C20 C 0.7112(3) 0.54515(17) 0.18317(14) 0.0290(7) Uani 1 1 d . . . C21 C 0.5974(3) 0.52330(18) 0.13261(15) 0.0320(7) Uani 1 1 d . . . C22 C 0.5918(3) 0.45653(19) 0.09596(15) 0.0369(8) Uani 1 1 d . . . H22 H 0.5136 0.4439 0.0635 0.044 Uiso 1 1 calc R . . C23 C 0.6945(4) 0.40773(19) 0.10458(16) 0.0395(8) Uani 1 1 d . . . C24 C 0.8079(3) 0.43046(19) 0.14996(16) 0.0398(8) Uani 1 1 d . . . H24 H 0.8824 0.3997 0.1548 0.048 Uiso 1 1 calc R . . C25 C 0.8177(3) 0.49620(19) 0.18867(16) 0.0347(8) Uani 1 1 d . . . C26 C 0.9503(3) 0.5113(2) 0.2363(2) 0.0500(10) Uani 1 1 d . . . H26A H 0.9453 0.5040 0.2871 0.075 Uiso 1 1 calc R . . H26B H 0.9762 0.5623 0.2290 0.075 Uiso 1 1 calc R . . H26C H 1.0145 0.4773 0.2233 0.075 Uiso 1 1 calc R . . C27 C 0.6836(4) 0.3337(2) 0.0677(2) 0.0566(11) Uani 1 1 d . . . H27A H 0.6732 0.2951 0.1025 0.085 Uiso 1 1 calc R . . H27B H 0.7624 0.3242 0.0488 0.085 Uiso 1 1 calc R . . H27C H 0.6080 0.3336 0.0278 0.085 Uiso 1 1 calc R . . C28 C 0.4798(3) 0.57295(19) 0.11381(17) 0.0406(8) Uani 1 1 d . . . H28A H 0.4217 0.5541 0.0705 0.061 Uiso 1 1 calc R . . H28B H 0.5077 0.6231 0.1046 0.061 Uiso 1 1 calc R . . H28C H 0.4338 0.5739 0.1542 0.061 Uiso 1 1 calc R . . C29 C 0.8182(3) 0.62722(17) 0.30594(15) 0.0291(7) Uani 1 1 d . . . C30 C 0.7953(3) 0.57944(17) 0.36194(15) 0.0281(7) Uani 1 1 d . . . C31 C 0.8746(3) 0.58124(19) 0.43071(15) 0.0332(7) Uani 1 1 d . . . H31 H 0.8551 0.5491 0.4669 0.040 Uiso 1 1 calc R . . C32 C 0.9797(3) 0.62769(19) 0.44813(17) 0.0375(8) Uani 1 1 d . . . C33 C 1.0060(3) 0.6727(2) 0.39368(18) 0.0414(8) Uani 1 1 d . . . H33 H 1.0784 0.7051 0.4042 0.050 Uiso 1 1 calc R . . C34 C 0.9307(3) 0.67255(19) 0.32388(17) 0.0376(8) Uani 1 1 d . . . C35 C 0.9823(4) 0.7206(2) 0.2698(2) 0.0548(10) Uani 1 1 d . . . H35A H 1.0672 0.7407 0.2925 0.082 Uiso 1 1 calc R . . H35B H 0.9216 0.7613 0.2543 0.082 Uiso 1 1 calc R . . H35C H 0.9913 0.6908 0.2277 0.082 Uiso 1 1 calc R . . C36 C 1.0638(3) 0.6288(2) 0.52350(18) 0.0533(10) Uani 1 1 d . . . H36A H 1.0548 0.6766 0.5463 0.080 Uiso 1 1 calc R . . H36B H 1.1548 0.6211 0.5203 0.080 Uiso 1 1 calc R . . H36C H 1.0360 0.5894 0.5526 0.080 Uiso 1 1 calc R . . C37 C 0.6897(3) 0.52118(17) 0.35094(15) 0.0322(7) Uani 1 1 d . . . H37A H 0.7168 0.4798 0.3839 0.048 Uiso 1 1 calc R . . H37B H 0.6746 0.5036 0.3009 0.048 Uiso 1 1 calc R . . H37C H 0.6094 0.5425 0.3609 0.048 Uiso 1 1 calc R . . C38 C 0.109(4) 0.6110(13) 0.0713(16) 0.142(10) Uani 0.50 1 d PDU A -1 H38A H 0.1565 0.6353 0.0380 0.213 Uiso 0.50 1 calc PR A -1 H38B H 0.1550 0.6193 0.1212 0.213 Uiso 0.50 1 calc PR A -1 H38C H 0.0214 0.6316 0.0648 0.213 Uiso 0.50 1 calc PR A -1 C39 C 0.1012(14) 0.5313(8) 0.0563(9) 0.121(5) Uani 0.50 1 d PDU A -1 H39A H 0.0952 0.5038 0.1008 0.145 Uiso 0.50 1 calc PR A -1 H39B H 0.1802 0.5147 0.0397 0.145 Uiso 0.50 1 calc PR A -1 C40 C -0.020(2) 0.5158(11) -0.0026(18) 0.122(6) Uani 0.50 1 d PDU A -1 H40A H -0.0172 0.5454 -0.0464 0.147 Uiso 0.50 1 calc PR A -1 H40B H -0.0998 0.5282 0.0150 0.147 Uiso 0.50 1 calc PR A -1 C41 C -0.0149(15) 0.4324(9) -0.0192(8) 0.131(6) Uani 0.50 1 d PDU A -1 H41A H 0.0741 0.4187 -0.0242 0.157 Uiso 0.50 1 calc PR A -1 H41B H -0.0369 0.4037 0.0214 0.157 Uiso 0.50 1 calc PR A -1 C42 C -0.107(3) 0.4142(16) -0.0867(12) 0.129(9) Uani 0.50 1 d PDU A -1 H42A H -0.1834 0.4466 -0.0917 0.193 Uiso 0.50 1 calc PR A -1 H42B H -0.1350 0.3626 -0.0850 0.193 Uiso 0.50 1 calc PR A -1 H42C H -0.0652 0.4212 -0.1281 0.193 Uiso 0.50 1 calc PR A -1 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 0.0432(5) 0.0339(5) 0.0227(4) 0.0030(3) 0.0127(3) 0.0030(4) B1 0.0260(19) 0.038(2) 0.0248(17) 0.0027(15) 0.0089(14) -0.0016(15) N1 0.0520(18) 0.0383(17) 0.0315(14) 0.0060(12) 0.0213(13) 0.0078(13) O1 0.0290(12) 0.0339(12) 0.0231(10) 0.0000(9) 0.0097(9) 0.0019(9) C1 0.0326(18) 0.0383(19) 0.0180(14) 0.0014(13) 0.0069(13) 0.0017(14) C2 0.0403(19) 0.0379(19) 0.0205(14) 0.0047(13) 0.0139(13) 0.0004(15) C3 0.0317(18) 0.0421(19) 0.0219(15) 0.0004(13) 0.0099(13) -0.0019(14) C4 0.048(2) 0.044(2) 0.0338(17) -0.0011(15) 0.0210(15) 0.0037(16) C5 0.054(2) 0.057(3) 0.0305(17) 0.0028(17) 0.0216(16) -0.0021(19) C6 0.059(2) 0.056(3) 0.0325(18) 0.0143(17) 0.0212(17) -0.0010(19) C7 0.055(2) 0.040(2) 0.0360(18) 0.0086(16) 0.0149(16) 0.0027(17) C8 0.056(2) 0.037(2) 0.0299(17) -0.0060(15) 0.0162(16) 0.0001(16) C9 0.084(3) 0.059(3) 0.039(2) -0.0074(19) -0.011(2) 0.002(2) C10 0.072(3) 0.043(2) 0.055(2) -0.0012(19) 0.018(2) -0.0073(19) C11 0.052(2) 0.036(2) 0.0346(17) 0.0059(15) 0.0109(16) 0.0121(16) C12 0.061(3) 0.073(3) 0.049(2) -0.016(2) -0.0136(19) 0.026(2) C13 0.053(2) 0.061(3) 0.051(2) 0.0155(19) 0.0227(18) 0.017(2) C14 0.0339(18) 0.0351(18) 0.0326(17) 0.0042(14) 0.0187(14) 0.0092(14) C15 0.050(2) 0.047(2) 0.0317(17) 0.0019(16) 0.0099(15) -0.0025(17) C16 0.076(3) 0.053(2) 0.0318(18) 0.0076(18) 0.0185(18) 0.001(2) C17 0.067(3) 0.048(2) 0.053(2) 0.0065(19) 0.039(2) -0.006(2) C18 0.039(2) 0.053(2) 0.061(2) -0.009(2) 0.0178(18) -0.0091(17) C19 0.045(2) 0.052(2) 0.0328(17) -0.0029(16) 0.0091(16) 0.0004(18) C20 0.0345(18) 0.0372(18) 0.0182(14) 0.0047(13) 0.0121(13) 0.0029(14) C21 0.0378(19) 0.0398(19) 0.0201(15) 0.0053(13) 0.0096(13) 0.0023(15) C22 0.048(2) 0.044(2) 0.0183(14) -0.0007(14) 0.0047(14) -0.0040(16) C23 0.061(2) 0.040(2) 0.0216(15) 0.0013(14) 0.0170(16) 0.0055(17) C24 0.050(2) 0.045(2) 0.0286(16) 0.0031(15) 0.0190(16) 0.0142(17) C25 0.0369(19) 0.046(2) 0.0250(15) 0.0064(15) 0.0146(14) 0.0048(15) C26 0.035(2) 0.067(3) 0.049(2) -0.0116(19) 0.0110(16) 0.0126(18) C27 0.086(3) 0.045(2) 0.039(2) -0.0052(18) 0.014(2) 0.010(2) C28 0.044(2) 0.048(2) 0.0278(16) -0.0044(15) -0.0003(15) 0.0026(16) C29 0.0283(17) 0.0355(18) 0.0261(15) -0.0016(13) 0.0114(13) 0.0013(14) C30 0.0258(16) 0.0348(18) 0.0247(15) -0.0025(13) 0.0074(12) 0.0041(13) C31 0.0294(17) 0.048(2) 0.0232(15) -0.0022(14) 0.0087(13) 0.0030(15) C32 0.0274(18) 0.051(2) 0.0331(17) -0.0087(16) 0.0040(14) 0.0040(15) C33 0.0276(18) 0.047(2) 0.048(2) -0.0094(17) 0.0040(15) -0.0065(16) C34 0.0315(18) 0.045(2) 0.0373(18) 0.0000(16) 0.0089(14) -0.0044(15) C35 0.044(2) 0.065(3) 0.056(2) 0.008(2) 0.0105(18) -0.0192(19) C36 0.041(2) 0.075(3) 0.039(2) -0.0147(19) -0.0055(16) 0.0025(19) C37 0.0351(18) 0.0390(19) 0.0235(15) 0.0053(13) 0.0079(13) -0.0009(14) C38 0.075(13) 0.132(11) 0.24(3) 0.021(14) 0.080(16) -0.025(10) C39 0.077(9) 0.158(11) 0.120(11) -0.022(9) 0.003(8) 0.026(8) C40 0.069(13) 0.204(18) 0.102(9) 0.003(14) 0.037(9) -0.007(12) C41 0.077(9) 0.217(17) 0.105(9) -0.062(11) 0.034(7) 0.022(10) C42 0.054(12) 0.22(3) 0.112(11) 0.011(15) 0.012(8) -0.006(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 C2 1.785(3) . ? P1 C8 1.820(3) . ? P1 C1 1.822(3) . ? P1 C11 1.838(3) . ? B1 O1 1.601(4) . ? B1 C3 1.641(5) . ? B1 C20 1.650(5) . ? B1 C29 1.653(4) . ? N1 C1 1.293(4) . ? N1 C14 1.406(4) . ? O1 C1 1.289(4) . ? C2 C7 1.395(4) . ? C2 C3 1.409(4) . ? C3 C4 1.415(4) . ? C4 C5 1.376(5) . ? C5 C6 1.373(5) . ? C6 C7 1.387(5) . ? C8 C10 1.518(5) . ? C8 C9 1.530(5) . ? C11 C13 1.524(5) . ? C11 C12 1.525(5) . ? C14 C19 1.375(5) . ? C14 C15 1.405(4) . ? C15 C16 1.370(5) . ? C16 C17 1.374(5) . ? C17 C18 1.370(5) . ? C18 C19 1.382(5) . ? C20 C25 1.415(4) . ? C20 C21 1.430(4) . ? C21 C22 1.389(4) . ? C21 C28 1.513(4) . ? C22 C23 1.379(5) . ? C23 C24 1.386(5) . ? C23 C27 1.504(5) . ? C24 C25 1.390(5) . ? C25 C26 1.526(5) . ? C29 C30 1.423(4) . ? C29 C34 1.423(4) . ? C30 C31 1.397(4) . ? C30 C37 1.515(4) . ? C31 C32 1.376(5) . ? C32 C33 1.382(5) . ? C32 C36 1.519(4) . ? C33 C34 1.396(5) . ? C34 C35 1.521(5) . ? C38 C39 1.47(2) . ? C39 C40 1.538(19) . ? C40 C41 1.546(18) . ? C41 C42 1.48(2) . ? 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 P1 C8 116.37(16) . . ? C2 P1 C1 106.75(15) . . ? C8 P1 C1 108.43(14) . . ? C2 P1 C11 106.86(15) . . ? C8 P1 C11 108.88(16) . . ? C1 P1 C11 109.41(16) . . ? O1 B1 C3 107.3(2) . . ? O1 B1 C20 106.0(2) . . ? C3 B1 C20 108.9(2) . . ? O1 B1 C29 101.9(2) . . ? C3 B1 C29 116.0(3) . . ? C20 B1 C29 115.7(3) . . ? C1 N1 C14 122.1(3) . . ? C1 O1 B1 123.5(2) . . ? O1 C1 N1 128.8(3) . . ? O1 C1 P1 122.0(2) . . ? N1 C1 P1 109.1(2) . . ? C7 C2 C3 123.0(3) . . ? C7 C2 P1 117.9(3) . . ? C3 C2 P1 118.6(2) . . ? C2 C3 C4 114.3(3) . . ? C2 C3 B1 126.6(3) . . ? C4 C3 B1 119.1(3) . . ? C5 C4 C3 122.7(3) . . ? C6 C5 C4 121.2(3) . . ? C5 C6 C7 118.8(3) . . ? C6 C7 C2 119.9(3) . . ? C10 C8 C9 112.2(3) . . ? C10 C8 P1 112.4(2) . . ? C9 C8 P1 111.9(2) . . ? C13 C11 C12 112.5(3) . . ? C13 C11 P1 113.5(2) . . ? C12 C11 P1 109.3(2) . . ? C19 C14 C15 118.5(3) . . ? C19 C14 N1 123.0(3) . . ? C15 C14 N1 118.2(3) . . ? C16 C15 C14 120.2(3) . . ? C15 C16 C17 120.6(3) . . ? C18 C17 C16 119.6(3) . . ? C17 C18 C19 120.5(3) . . ? C14 C19 C18 120.5(3) . . ? C25 C20 C21 114.8(3) . . ? C25 C20 B1 124.2(3) . . ? C21 C20 B1 120.9(3) . . ? C22 C21 C20 121.4(3) . . ? C22 C21 C28 116.6(3) . . ? C20 C21 C28 121.9(3) . . ? C23 C22 C21 122.9(3) . . ? C22 C23 C24 116.1(3) . . ? C22 C23 C27 122.0(3) . . ? C24 C23 C27 121.9(3) . . ? C23 C24 C25 123.0(3) . . ? C24 C25 C20 121.5(3) . . ? C24 C25 C26 115.3(3) . . ? C20 C25 C26 123.2(3) . . ? C30 C29 C34 115.4(3) . . ? C30 C29 B1 117.9(3) . . ? C34 C29 B1 126.7(3) . . ? C31 C30 C29 121.2(3) . . ? C31 C30 C37 115.4(3) . . ? C29 C30 C37 123.3(3) . . ? C32 C31 C30 122.6(3) . . ? C31 C32 C33 116.9(3) . . ? C31 C32 C36 121.5(3) . . ? C33 C32 C36 121.6(3) . . ? C32 C33 C34 122.8(3) . . ? C33 C34 C29 120.9(3) . . ? C33 C34 C35 114.9(3) . . ? C29 C34 C35 124.0(3) . . ? C38 C39 C40 109.0(18) . . ? C39 C40 C41 105.6(13) . . ? C42 C41 C40 110.6(19) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 24.71 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.554 _refine_diff_density_min -0.432 _refine_diff_density_rms 0.053