# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_trigonal_1a_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H74 N3 O16 P3' _chemical_formula_sum 'C39 H74 N3 O16 P3' _chemical_formula_weight 933.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'P -31c ' _symmetry_space_group_name_Hall '-P 3 2c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-y, -x, -z+1/2' 'x, x-y, -z+1/2' '-x+y, y, -z+1/2' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' 'y, x, z-1/2' '-x, -x+y, z-1/2' 'x-y, -y, z-1/2' _cell_length_a 19.098(4) _cell_length_b 19.098(4) _cell_length_c 16.333(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 5159.1(18) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9495 _cell_measurement_theta_min 2.8 _cell_measurement_theta_max 31.0 _exptl_crystal_description Block _exptl_crystal_colour red _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.202 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2008 _exptl_absorpt_coefficient_mu 0.179 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9144 _exptl_absorpt_correction_T_max 0.9737 _exptl_absorpt_process_details 'NUMABS (Rigaku, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn724+' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37270 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0126 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.76 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3017 _reflns_number_gt 2964 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r4' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r4' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_publication_material 'CrystalStructure 4.0' _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^)+(0.1013P)^2^+6.8682P] 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 3017 _refine_ls_number_parameters 199 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0645 _refine_ls_R_factor_gt 0.0638 _refine_ls_wR_factor_ref 0.1790 _refine_ls_wR_factor_gt 0.1783 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.144 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.71238(4) 0.15827(4) 0.36070(4) 0.0228(3) Uani 1 1 d . . . O1 O 0.74102(12) 0.24719(12) 0.37000(13) 0.0297(5) Uani 1 1 d . . . O2 O 0.76601(17) 0.14391(16) 0.30160(15) 0.0514(7) Uani 1 1 d . . . O3 O 0.62518(13) 0.10703(12) 0.33848(12) 0.0313(5) Uani 1 1 d . . . O4 O 0.73050(11) 0.12995(11) 0.44713(11) 0.0246(5) Uani 1 1 d . . . O6 O 0.6667 0.3333 0.3412(3) 0.0518(11) Uani 1 3 d S . . N1 N 0.51500(14) -0.10903(13) 0.66145(14) 0.0262(5) Uani 1 1 d . . . C1 C 0.67455(15) 0.06914(16) 0.49827(15) 0.0214(6) Uani 1 1 d . . . C2 C 0.65762(17) -0.01010(17) 0.48635(16) 0.0269(6) Uani 1 1 d . . . C3 C 0.60481(18) -0.06853(17) 0.54174(17) 0.0278(6) Uani 1 1 d . . . H3 H 0.5915 -0.1233 0.5355 0.033 Uiso 1 1 calc R . . C4 C 0.57223(16) -0.04699(16) 0.60507(16) 0.0241(6) Uani 1 1 d . . . C5 C 0.59051(16) 0.03222(16) 0.61656(16) 0.0248(6) Uani 1 1 d . . . H5 H 0.5670 0.0455 0.6608 0.030 Uiso 1 1 calc R . . C6 C 0.64318(16) 0.09221(16) 0.56331(16) 0.0227(6) Uani 1 1 d . . . C7 C 0.6944(2) -0.03299(19) 0.4158(2) 0.0377(8) Uani 1 1 d . . . H7 H 0.7325 0.0178 0.3861 0.045 Uiso 1 1 calc R . . C8 C 0.7424(4) -0.0709(4) 0.4471(4) 0.0949(18) Uani 1 1 d U . . H8A H 0.7879 -0.0313 0.4801 0.142 Uiso 1 1 calc R . . H8B H 0.7629 -0.0878 0.4006 0.142 Uiso 1 1 calc R . . H8C H 0.7074 -0.1181 0.4809 0.142 Uiso 1 1 calc R . . C9 C 0.6303(4) -0.0879(4) 0.3563(3) 0.100(2) Uani 1 1 d U . . H9A H 0.6560 -0.0948 0.3074 0.149 Uiso 1 1 calc R . . H9B H 0.5972 -0.0640 0.3407 0.149 Uiso 1 1 calc R . . H9C H 0.5959 -0.1406 0.3820 0.149 Uiso 1 1 calc R . . C10 C 0.66377(17) 0.17941(16) 0.57410(16) 0.0257(6) Uani 1 1 d . . . H10 H 0.7150 0.2144 0.5435 0.031 Uiso 1 1 calc R . . C11 C 0.6780(2) 0.20586(19) 0.66382(19) 0.0412(8) Uani 1 1 d . . . H11A H 0.6270 0.1765 0.6941 0.062 Uiso 1 1 calc R . . H11B H 0.6980 0.2641 0.6672 0.062 Uiso 1 1 calc R . . H11C H 0.7180 0.1939 0.6876 0.062 Uiso 1 1 calc R . . C12 C 0.5977(2) 0.19176(19) 0.5367(2) 0.0381(7) Uani 1 1 d . . . H12A H 0.5466 0.1577 0.5653 0.057 Uiso 1 1 calc R . . H12B H 0.5915 0.1769 0.4786 0.057 Uiso 1 1 calc R . . H12C H 0.6125 0.2486 0.5420 0.057 Uiso 1 1 calc R . . O5 O 0.7793(5) -0.0190(5) 0.6779(6) 0.131(3) Uani 0.621(6) 1 d PD A 1 H5A H 0.8061 0.0161 0.6423 0.196 Uiso 0.621(6) 1 calc PR A 1 C15 C 0.7791(5) -0.0932(6) 0.6587(6) 0.085(2) Uani 0.621(6) 1 d PD A 1 H15A H 0.8300 -0.0888 0.6770 0.127 Uiso 0.621(6) 1 calc PR A 1 H15B H 0.7734 -0.1024 0.5995 0.127 Uiso 0.621(6) 1 calc PR A 1 H15C H 0.7337 -0.1386 0.6868 0.127 Uiso 0.621(6) 1 calc PR A 1 O5A O 0.8475(8) 0.0017(10) 0.7150(9) 0.131(3) Uani 0.379(6) 1 d P A 2 H5A1 H 0.8472 0.0390 0.6881 0.196 Uiso 0.379(6) 1 calc PR A 2 C15A C 0.7791(9) -0.0389(10) 0.7544(10) 0.085(2) Uani 0.379(6) 1 d P A 2 H15D H 0.7754 -0.0043 0.7965 0.127 Uiso 0.379(6) 1 calc PR A 2 H15E H 0.7766 -0.0863 0.7804 0.127 Uiso 0.379(6) 1 calc PR A 2 H15F H 0.7340 -0.0564 0.7159 0.127 Uiso 0.379(6) 1 calc PR A 2 H1C H 0.5070 -0.1588 0.6545 0.050 Uiso 1 1 d . . . H1B H 0.4697 -0.1118 0.6564 0.050 Uiso 1 1 d . . . H1A H 0.5316 -0.0958 0.7122 0.050 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 0.0259(4) 0.0239(4) 0.0196(4) 0.0053(3) 0.0055(3) 0.0133(3) O1 0.0260(10) 0.0222(10) 0.0390(11) 0.0052(8) 0.0002(8) 0.0105(8) O2 0.0760(18) 0.0557(15) 0.0463(14) 0.0300(12) 0.0401(13) 0.0507(15) O3 0.0341(11) 0.0280(11) 0.0263(10) -0.0007(8) -0.0079(8) 0.0114(9) O4 0.0208(9) 0.0251(10) 0.0231(10) 0.0060(8) 0.0021(7) 0.0078(8) O6 0.0370(14) 0.0370(14) 0.081(3) 0.000 0.000 0.0185(7) N1 0.0315(13) 0.0230(12) 0.0195(11) 0.0039(9) 0.0021(9) 0.0102(10) C1 0.0202(12) 0.0242(13) 0.0180(12) 0.0052(10) 0.0005(10) 0.0097(11) C2 0.0303(14) 0.0282(14) 0.0229(13) 0.0044(11) 0.0037(11) 0.0151(12) C3 0.0339(15) 0.0218(13) 0.0267(14) 0.0035(11) 0.0031(12) 0.0132(12) C4 0.0270(14) 0.0235(13) 0.0179(12) 0.0048(10) 0.0006(10) 0.0097(11) C5 0.0277(14) 0.0262(14) 0.0191(12) 0.0010(10) 0.0009(10) 0.0124(12) C6 0.0226(13) 0.0225(13) 0.0203(12) 0.0012(10) -0.0017(10) 0.0093(11) C7 0.0489(19) 0.0298(15) 0.0354(16) 0.0059(13) 0.0189(14) 0.0204(14) C8 0.111(4) 0.116(4) 0.099(3) 0.019(3) 0.041(3) 0.087(3) C9 0.088(3) 0.103(4) 0.073(3) -0.048(3) 0.024(2) 0.022(3) C10 0.0266(14) 0.0212(13) 0.0248(13) -0.0006(10) 0.0021(11) 0.0087(11) C11 0.056(2) 0.0292(16) 0.0284(16) -0.0040(12) -0.0006(15) 0.0139(15) C12 0.0394(17) 0.0293(16) 0.0494(19) -0.0041(14) -0.0046(14) 0.0199(14) O5 0.082(4) 0.137(7) 0.117(6) 0.034(5) -0.002(4) 0.013(4) C15 0.065(4) 0.084(5) 0.078(5) -0.015(4) 0.008(4) 0.017(4) O5A 0.082(4) 0.137(7) 0.117(6) 0.034(5) -0.002(4) 0.013(4) C15A 0.065(4) 0.084(5) 0.078(5) -0.015(4) 0.008(4) 0.017(4) _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 O3 1.494(2) . ? P1 O1 1.509(2) . ? P1 O2 1.529(2) . ? P1 O4 1.6101(19) . ? O4 C1 1.395(3) . ? N1 C4 1.467(3) . ? C1 C2 1.394(4) . ? C1 C6 1.395(4) . ? C2 C3 1.398(4) . ? C2 C7 1.522(4) . ? C3 C4 1.372(4) . ? C3 H3 0.9500 . ? C4 C5 1.385(4) . ? C5 C6 1.389(4) . ? C5 H5 0.9500 . ? C6 C10 1.518(4) . ? C7 C9 1.503(7) . ? C7 C8 1.513(7) . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C12 1.523(4) . ? C10 C11 1.529(4) . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? O5 C15 1.449(8) . ? O5 H5A 0.8400 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? O5A C15A 1.306(18) . ? O5A H5A1 0.8400 . ? C15A H15D 0.9800 . ? C15A H15E 0.9800 . ? C15A H15F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 P1 O1 114.81(12) . . ? O3 P1 O2 110.88(15) . . ? O1 P1 O2 111.53(13) . . ? O3 P1 O4 110.45(11) . . ? O1 P1 O4 105.78(11) . . ? O2 P1 O4 102.57(12) . . ? C1 O4 P1 126.91(17) . . ? C2 C1 C6 123.1(2) . . ? C2 C1 O4 119.0(2) . . ? C6 C1 O4 117.6(2) . . ? C1 C2 C3 117.3(2) . . ? C1 C2 C7 121.8(2) . . ? C3 C2 C7 120.8(3) . . ? C4 C3 C2 120.2(3) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 121.7(2) . . ? C3 C4 N1 119.8(2) . . ? C5 C4 N1 118.4(2) . . ? C4 C5 C6 120.0(2) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C5 C6 C1 117.7(2) . . ? C5 C6 C10 121.1(2) . . ? C1 C6 C10 121.2(2) . . ? C9 C7 C8 111.2(5) . . ? C9 C7 C2 111.0(3) . . ? C8 C7 C2 111.0(3) . . ? C9 C7 H7 107.8 . . ? C8 C7 H7 107.8 . . ? C2 C7 H7 107.8 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 C12 110.1(2) . . ? C6 C10 C11 112.3(2) . . ? C12 C10 C11 111.0(3) . . ? C6 C10 H10 107.8 . . ? C12 C10 H10 107.8 . . ? C11 C10 H10 107.8 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C15A O5A H5A1 109.5 . . ? O5A C15A H15D 109.5 . . ? O5A C15A H15E 109.5 . . ? H15D C15A H15E 109.5 . . ? O5A C15A H15F 109.5 . . ? H15D C15A H15F 109.5 . . ? H15E C15A H15F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 P1 O4 C1 -2.7(2) . . . . ? O1 P1 O4 C1 122.1(2) . . . . ? O2 P1 O4 C1 -120.9(2) . . . . ? P1 O4 C1 C2 88.2(3) . . . . ? P1 O4 C1 C6 -96.9(3) . . . . ? C6 C1 C2 C3 1.8(4) . . . . ? O4 C1 C2 C3 176.4(2) . . . . ? C6 C1 C2 C7 -178.6(3) . . . . ? O4 C1 C2 C7 -4.0(4) . . . . ? C1 C2 C3 C4 -0.4(4) . . . . ? C7 C2 C3 C4 179.9(3) . . . . ? C2 C3 C4 C5 -0.4(4) . . . . ? C2 C3 C4 N1 178.2(3) . . . . ? C3 C4 C5 C6 -0.1(4) . . . . ? N1 C4 C5 C6 -178.7(2) . . . . ? C4 C5 C6 C1 1.4(4) . . . . ? C4 C5 C6 C10 179.5(2) . . . . ? C2 C1 C6 C5 -2.3(4) . . . . ? O4 C1 C6 C5 -176.9(2) . . . . ? C2 C1 C6 C10 179.6(3) . . . . ? O4 C1 C6 C10 4.9(4) . . . . ? C1 C2 C7 C9 -114.2(4) . . . . ? C3 C2 C7 C9 65.5(5) . . . . ? C1 C2 C7 C8 121.6(4) . . . . ? C3 C2 C7 C8 -58.7(5) . . . . ? C5 C6 C10 C12 -82.0(3) . . . . ? C1 C6 C10 C12 96.1(3) . . . . ? C5 C6 C10 C11 42.2(4) . . . . ? C1 C6 C10 C11 -139.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.776 _refine_diff_density_min -0.547 _refine_diff_density_rms 0.076 _database_code_depnum_ccdc_archive 'CCDC 936275' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_triclinic_1b_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H24 N O5 P' _chemical_formula_sum 'C13 H24 N O5 P' _chemical_formula_weight 305.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.946(5) _cell_length_b 11.952(5) _cell_length_c 12.210(5) _cell_angle_alpha 116.916(7) _cell_angle_beta 90.454(4) _cell_angle_gamma 92.865(7) _cell_volume 1551.6(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2403 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 25.3 _exptl_crystal_description Block _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.307 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 656 _exptl_absorpt_coefficient_mu 0.195 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9713 _exptl_absorpt_correction_T_max 0.9922 _exptl_absorpt_process_details 'NUMABS (Rigaku, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71075 _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 12173 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0544 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 25.37 _reflns_number_total 5633 _reflns_number_gt 4497 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r4' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r4' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_publication_material 'CrystalStructure 4.0' _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^)+(0.0442P)^2^+0.8063P] 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 5633 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0654 _refine_ls_R_factor_gt 0.0490 _refine_ls_wR_factor_ref 0.1131 _refine_ls_wR_factor_gt 0.1051 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 -0.02588(5) 0.66233(5) 0.75258(5) 0.01641(16) Uani 1 1 d . . . P2 P 0.22364(5) 0.72850(5) 0.50624(5) 0.01634(16) Uani 1 1 d . . . O1 O -0.04899(13) 0.66742(14) 0.88409(14) 0.0177(4) Uani 1 1 d . . . O3 O 0.09183(14) 0.73193(15) 0.77266(15) 0.0236(4) Uani 1 1 d . . . O2 O -0.02439(13) 0.52462(14) 0.66658(15) 0.0218(4) Uani 1 1 d . . . O4 O -0.11321(14) 0.72838(14) 0.71914(15) 0.0210(4) Uani 1 1 d . . . O5 O 0.34644(12) 0.78050(14) 0.49104(14) 0.0169(4) Uani 1 1 d . . . O6 O 0.19816(14) 0.62072(15) 0.37483(15) 0.0281(4) Uani 1 1 d . . . O7 O 0.15066(13) 0.83565(15) 0.53888(16) 0.0232(4) Uani 1 1 d . . . O8 O 0.22953(13) 0.67549(14) 0.59676(15) 0.0201(4) Uani 1 1 d . . . O9 O 0.20739(16) 1.01398(16) 0.46909(17) 0.0334(5) Uani 1 1 d . . . O10 O 0.1191(2) 1.3595(3) 0.6528(3) 0.1033(13) Uani 1 1 d . . . N1 N 0.05203(16) 1.08126(17) 1.34160(18) 0.0191(4) Uani 1 1 d . . . N2 N 0.75781(16) 0.58025(17) 0.49957(18) 0.0194(4) Uani 1 1 d . . . C1 C -0.02321(19) 0.7701(2) 0.9987(2) 0.0166(5) Uani 1 1 d . . . C2 C 0.0776(2) 0.7737(2) 1.0593(2) 0.0186(5) Uani 1 1 d . . . C3 C 0.1008(2) 0.8759(2) 1.1750(2) 0.0192(5) Uani 1 1 d . . . H3 H 0.1687 0.8820 1.2189 0.023 Uiso 1 1 calc R . . C4 C 0.02485(19) 0.9677(2) 1.2250(2) 0.0174(5) Uani 1 1 d . . . C5 C -0.0759(2) 0.9593(2) 1.1669(2) 0.0196(5) Uani 1 1 d . . . H5 H -0.1277 1.0224 1.2049 0.023 Uiso 1 1 calc R . . C6 C -0.10276(19) 0.8584(2) 1.0520(2) 0.0171(5) Uani 1 1 d . . . C7 C 0.1577(2) 0.6689(2) 1.0053(2) 0.0244(6) Uani 1 1 d . . . H7 H 0.1324 0.6138 0.9181 0.029 Uiso 1 1 calc R . . C8 C 0.2767(3) 0.7167(3) 1.0045(4) 0.0575(11) Uani 1 1 d . . . H8A H 0.3246 0.6454 0.9682 0.086 Uiso 1 1 calc R . . H8B H 0.3034 0.7724 1.0890 0.086 Uiso 1 1 calc R . . H8C H 0.2795 0.7632 0.9559 0.086 Uiso 1 1 calc R . . C9 C 0.1528(3) 0.5888(3) 1.0725(3) 0.0466(8) Uani 1 1 d . . . H9A H 0.2046 0.5214 1.0357 0.070 Uiso 1 1 calc R . . H9B H 0.0763 0.5521 1.0658 0.070 Uiso 1 1 calc R . . H9C H 0.1743 0.6412 1.1593 0.070 Uiso 1 1 calc R . . C10 C -0.21818(19) 0.8462(2) 0.9944(2) 0.0202(5) Uani 1 1 d . . . H10 H -0.2216 0.7715 0.9116 0.024 Uiso 1 1 calc R . . C11 C -0.2390(2) 0.9615(3) 0.9773(3) 0.0344(7) Uani 1 1 d . . . H11A H -0.3140 0.9521 0.9400 0.052 Uiso 1 1 calc R . . H11B H -0.1827 0.9706 0.9235 0.052 Uiso 1 1 calc R . . H11C H -0.2337 1.0362 1.0574 0.052 Uiso 1 1 calc R . . C12 C -0.3060(2) 0.8236(2) 1.0730(2) 0.0287(6) Uani 1 1 d . . . H12A H -0.3808 0.8154 1.0356 0.043 Uiso 1 1 calc R . . H12B H -0.3021 0.8946 1.1556 0.043 Uiso 1 1 calc R . . H12C H -0.2917 0.7462 1.0784 0.043 Uiso 1 1 calc R . . C13 C 0.44528(18) 0.7232(2) 0.4934(2) 0.0161(5) Uani 1 1 d . . . C14 C 0.48821(19) 0.6377(2) 0.3822(2) 0.0166(5) Uani 1 1 d . . . C15 C 0.58999(19) 0.5879(2) 0.3879(2) 0.0185(5) Uani 1 1 d . . . H15 H 0.6205 0.5272 0.3147 0.022 Uiso 1 1 calc R . . C16 C 0.64666(19) 0.6262(2) 0.4993(2) 0.0178(5) Uani 1 1 d . . . C17 C 0.6048(2) 0.7130(2) 0.6067(2) 0.0196(5) Uani 1 1 d . . . H17 H 0.6457 0.7386 0.6821 0.023 Uiso 1 1 calc R . . C18 C 0.50244(19) 0.7639(2) 0.6063(2) 0.0174(5) Uani 1 1 d . . . C19 C 0.4341(2) 0.6051(2) 0.2580(2) 0.0210(5) Uani 1 1 d . . . H19 H 0.3648 0.6527 0.2721 0.025 Uiso 1 1 calc R . . C20 C 0.5131(2) 0.6477(3) 0.1843(2) 0.0351(7) Uani 1 1 d . . . H20A H 0.4773 0.6271 0.1044 0.053 Uiso 1 1 calc R . . H20B H 0.5830 0.6045 0.1718 0.053 Uiso 1 1 calc R . . H20C H 0.5296 0.7387 0.2296 0.053 Uiso 1 1 calc R . . C21 C 0.4000(2) 0.4659(2) 0.1867(3) 0.0366(7) Uani 1 1 d . . . H21A H 0.3651 0.4489 0.1074 0.055 Uiso 1 1 calc R . . H21B H 0.3465 0.4418 0.2338 0.055 Uiso 1 1 calc R . . H21C H 0.4666 0.4170 0.1728 0.055 Uiso 1 1 calc R . . C22 C 0.4633(2) 0.8673(2) 0.7236(2) 0.0240(6) Uani 1 1 d . . . H22 H 0.3854 0.8848 0.7077 0.029 Uiso 1 1 calc R . . C23 C 0.4593(2) 0.8281(3) 0.8257(2) 0.0345(7) Uani 1 1 d . . . H23A H 0.4332 0.8971 0.9006 0.052 Uiso 1 1 calc R . . H23B H 0.5345 0.8082 0.8415 0.052 Uiso 1 1 calc R . . H23C H 0.4077 0.7538 0.8010 0.052 Uiso 1 1 calc R . . C24 C 0.5380(2) 0.9870(2) 0.7587(2) 0.0301(6) Uani 1 1 d . . . H24A H 0.5122 1.0545 0.8348 0.045 Uiso 1 1 calc R . . H24B H 0.5342 1.0119 0.6926 0.045 Uiso 1 1 calc R . . H24C H 0.6157 0.9712 0.7712 0.045 Uiso 1 1 calc R . . C25 C 0.3088(2) 1.0715(3) 0.5355(3) 0.0354(7) Uani 1 1 d . . . C26 C 0.0987(4) 1.2898(4) 0.7107(4) 0.0759(14) Uani 1 1 d . . . H2A H 0.7978 0.6163 0.5739 0.080 Uiso 1 1 d . . . H1C H -0.0126 1.1125 1.3861 0.080 Uiso 1 1 d . . . H1B H 0.1049 1.0645 1.3820 0.080 Uiso 1 1 d . . . H1A H 0.0807 1.1426 1.3217 0.080 Uiso 1 1 d . . . H2B H 0.8036 0.6008 0.4497 0.080 Uiso 1 1 d . . . H2C H 0.7632 0.4939 0.4682 0.080 Uiso 1 1 d . . . H3O H 0.1371 0.6975 0.7080 0.080 Uiso 1 1 d . . . H6O H 0.1279 0.5747 0.3707 0.080 Uiso 1 1 d . . . H25A H 0.3234 1.1431 0.5325 0.080 Uiso 1 1 d . . . H9O H 0.1862 0.9504 0.4812 0.080 Uiso 1 1 d . . . H25B H 0.3751 1.0180 0.5101 0.080 Uiso 1 1 d . . . H25C H 0.3005 1.0798 0.6197 0.080 Uiso 1 1 d . . . H10O H 0.0774 1.4154 0.6713 0.080 Uiso 1 1 d . . . H26B H 0.0883 1.3342 0.7993 0.080 Uiso 1 1 d . . . H26A H 0.1385 1.2155 0.6896 0.080 Uiso 1 1 d . . . H26C H 0.0184 1.2796 0.7194 0.080 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 0.0167(3) 0.0178(3) 0.0140(3) 0.0066(3) 0.0009(2) -0.0002(2) P2 0.0141(3) 0.0177(3) 0.0166(3) 0.0072(3) 0.0012(2) 0.0008(2) O1 0.0215(9) 0.0186(8) 0.0136(8) 0.0079(7) 0.0019(7) 0.0004(7) O3 0.0220(9) 0.0264(9) 0.0180(9) 0.0069(7) 0.0033(7) -0.0059(7) O2 0.0210(9) 0.0195(9) 0.0203(9) 0.0050(7) 0.0017(7) 0.0006(7) O4 0.0227(9) 0.0230(9) 0.0201(9) 0.0122(7) -0.0003(7) 0.0030(7) O5 0.0131(8) 0.0175(8) 0.0215(9) 0.0098(7) 0.0015(7) 0.0027(7) O6 0.0247(10) 0.0306(10) 0.0200(9) 0.0044(8) 0.0022(7) -0.0076(8) O7 0.0178(9) 0.0261(9) 0.0314(10) 0.0176(8) 0.0053(7) 0.0061(7) O8 0.0203(9) 0.0206(8) 0.0228(9) 0.0126(7) 0.0036(7) 0.0019(7) O9 0.0355(11) 0.0324(10) 0.0411(12) 0.0254(9) -0.0149(9) -0.0054(9) O10 0.0701(18) 0.133(2) 0.200(4) 0.149(3) 0.096(2) 0.0759(18) N1 0.0179(11) 0.0206(10) 0.0193(11) 0.0095(9) -0.0005(8) 0.0016(8) N2 0.0173(10) 0.0205(10) 0.0205(11) 0.0090(9) 0.0005(8) 0.0056(8) C1 0.0193(12) 0.0184(12) 0.0150(12) 0.0104(10) 0.0020(9) -0.0021(10) C2 0.0200(13) 0.0215(12) 0.0199(12) 0.0140(10) 0.0041(10) 0.0034(10) C3 0.0172(12) 0.0248(13) 0.0196(12) 0.0136(11) -0.0012(10) 0.0005(10) C4 0.0196(13) 0.0188(12) 0.0137(11) 0.0075(10) 0.0008(9) -0.0007(10) C5 0.0200(13) 0.0199(12) 0.0215(13) 0.0112(10) 0.0046(10) 0.0064(10) C6 0.0172(12) 0.0188(12) 0.0187(12) 0.0114(10) 0.0020(10) 0.0014(10) C7 0.0278(14) 0.0252(13) 0.0185(13) 0.0077(11) -0.0008(11) 0.0099(11) C8 0.0361(19) 0.0456(19) 0.103(3) 0.042(2) 0.0354(19) 0.0210(16) C9 0.0461(19) 0.0376(17) 0.070(2) 0.0346(17) 0.0151(17) 0.0181(15) C10 0.0186(13) 0.0224(13) 0.0178(12) 0.0071(10) 0.0017(10) 0.0040(10) C11 0.0287(16) 0.0436(17) 0.0387(17) 0.0253(14) -0.0069(13) 0.0052(13) C12 0.0225(14) 0.0349(15) 0.0248(14) 0.0105(12) 0.0013(11) -0.0016(12) C13 0.0110(11) 0.0160(12) 0.0236(13) 0.0109(10) 0.0006(9) 0.0009(9) C14 0.0176(12) 0.0144(11) 0.0182(12) 0.0079(10) 0.0013(10) -0.0008(10) C15 0.0203(13) 0.0150(12) 0.0186(12) 0.0061(10) 0.0035(10) 0.0021(10) C16 0.0166(12) 0.0154(12) 0.0240(13) 0.0110(10) 0.0009(10) 0.0024(10) C17 0.0218(13) 0.0209(12) 0.0152(12) 0.0076(10) -0.0021(10) 0.0016(10) C18 0.0179(12) 0.0164(12) 0.0181(12) 0.0081(10) 0.0006(10) 0.0002(10) C19 0.0208(13) 0.0266(13) 0.0151(12) 0.0085(10) 0.0000(10) 0.0056(11) C20 0.0336(16) 0.0552(18) 0.0261(15) 0.0264(14) 0.0027(12) 0.0074(14) C21 0.0418(18) 0.0307(15) 0.0266(15) 0.0037(12) -0.0119(13) 0.0036(13) C22 0.0204(13) 0.0267(13) 0.0189(13) 0.0047(11) -0.0004(10) 0.0068(11) C23 0.0366(17) 0.0405(16) 0.0186(14) 0.0067(12) 0.0055(12) 0.0005(13) C24 0.0333(16) 0.0224(14) 0.0259(14) 0.0028(11) -0.0003(12) 0.0065(12) C25 0.0320(16) 0.0365(16) 0.0455(18) 0.0260(14) -0.0054(13) -0.0039(13) C26 0.116(4) 0.069(2) 0.075(3) 0.055(2) 0.064(3) 0.058(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 O4 1.4986(17) . ? P1 O2 1.5002(17) . ? P1 O3 1.5564(18) . ? P1 O1 1.6057(17) . ? P2 O7 1.4879(17) . ? P2 O8 1.5051(18) . ? P2 O6 1.5519(17) . ? P2 O5 1.6094(17) . ? O1 C1 1.400(3) . ? O5 C13 1.401(3) . ? O9 C25 1.412(3) . ? O10 C26 1.329(4) . ? N1 C4 1.475(3) . ? N2 C16 1.463(3) . ? C1 C6 1.389(3) . ? C1 C2 1.397(3) . ? C2 C3 1.401(3) . ? C2 C7 1.516(3) . ? C3 C4 1.378(3) . ? C3 H3 0.9500 . ? C4 C5 1.368(3) . ? C5 C6 1.396(3) . ? C5 H5 0.9500 . ? C6 C10 1.513(3) . ? C7 C8 1.507(4) . ? C7 C9 1.516(4) . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.515(4) . ? C10 C12 1.522(3) . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C18 1.395(3) . ? C13 C14 1.399(3) . ? C14 C15 1.396(3) . ? C14 C19 1.514(3) . ? C15 C16 1.382(3) . ? C15 H15 0.9500 . ? C16 C17 1.370(3) . ? C17 C18 1.393(3) . ? C17 H17 0.9500 . ? C18 C22 1.505(3) . ? C19 C21 1.520(3) . ? C19 C20 1.529(4) . ? C19 H19 1.0000 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.518(4) . ? C22 C24 1.529(4) . ? C22 H22 1.0000 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 P1 O2 113.97(10) . . ? O4 P1 O3 111.36(10) . . ? O2 P1 O3 112.59(10) . . ? O4 P1 O1 110.83(9) . . ? O2 P1 O1 104.21(9) . . ? O3 P1 O1 103.08(9) . . ? O7 P2 O8 116.05(10) . . ? O7 P2 O6 113.15(11) . . ? O8 P2 O6 109.92(10) . . ? O7 P2 O5 105.36(9) . . ? O8 P2 O5 110.00(9) . . ? O6 P2 O5 101.17(9) . . ? C1 O1 P1 126.00(14) . . ? C13 O5 P2 123.67(14) . . ? C6 C1 C2 122.6(2) . . ? C6 C1 O1 118.7(2) . . ? C2 C1 O1 118.4(2) . . ? C1 C2 C3 117.5(2) . . ? C1 C2 C7 121.8(2) . . ? C3 C2 C7 120.6(2) . . ? C4 C3 C2 119.9(2) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C5 C4 C3 121.7(2) . . ? C5 C4 N1 117.7(2) . . ? C3 C4 N1 120.6(2) . . ? C4 C5 C6 120.3(2) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C1 C6 C5 117.8(2) . . ? C1 C6 C10 123.0(2) . . ? C5 C6 C10 119.1(2) . . ? C8 C7 C9 110.3(2) . . ? C8 C7 C2 112.8(2) . . ? C9 C7 C2 110.9(2) . . ? C8 C7 H7 107.6 . . ? C9 C7 H7 107.6 . . ? C2 C7 H7 107.6 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 C11 110.5(2) . . ? C6 C10 C12 109.5(2) . . ? C11 C10 C12 112.1(2) . . ? C6 C10 H10 108.2 . . ? C11 C10 H10 108.2 . . ? C12 C10 H10 108.2 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C18 C13 C14 122.8(2) . . ? C18 C13 O5 117.92(19) . . ? C14 C13 O5 118.9(2) . . ? C15 C14 C13 117.2(2) . . ? C15 C14 C19 119.4(2) . . ? C13 C14 C19 123.3(2) . . ? C16 C15 C14 120.4(2) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C17 C16 C15 121.3(2) . . ? C17 C16 N2 120.0(2) . . ? C15 C16 N2 118.4(2) . . ? C16 C17 C18 120.5(2) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C17 C18 C13 117.7(2) . . ? C17 C18 C22 119.4(2) . . ? C13 C18 C22 122.7(2) . . ? C14 C19 C21 112.1(2) . . ? C14 C19 C20 109.9(2) . . ? C21 C19 C20 111.0(2) . . ? C14 C19 H19 107.9 . . ? C21 C19 H19 107.9 . . ? C20 C19 H19 107.9 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C18 C22 C23 111.3(2) . . ? C18 C22 C24 109.5(2) . . ? C23 C22 C24 112.2(2) . . ? C18 C22 H22 107.9 . . ? C23 C22 H22 107.9 . . ? C24 C22 H22 107.9 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 P1 O1 C1 -78.89(19) . . . . ? O2 P1 O1 C1 158.10(17) . . . . ? O3 P1 O1 C1 40.35(19) . . . . ? O7 P2 O5 C13 162.05(16) . . . . ? O8 P2 O5 C13 36.27(19) . . . . ? O6 P2 O5 C13 -79.92(18) . . . . ? P1 O1 C1 C6 89.5(2) . . . . ? P1 O1 C1 C2 -95.8(2) . . . . ? C6 C1 C2 C3 -4.3(3) . . . . ? O1 C1 C2 C3 -178.7(2) . . . . ? C6 C1 C2 C7 173.3(2) . . . . ? O1 C1 C2 C7 -1.2(3) . . . . ? C1 C2 C3 C4 0.3(3) . . . . ? C7 C2 C3 C4 -177.2(2) . . . . ? C2 C3 C4 C5 2.9(4) . . . . ? C2 C3 C4 N1 -174.7(2) . . . . ? C3 C4 C5 C6 -2.3(4) . . . . ? N1 C4 C5 C6 175.4(2) . . . . ? C2 C1 C6 C5 4.8(3) . . . . ? O1 C1 C6 C5 179.3(2) . . . . ? C2 C1 C6 C10 -171.8(2) . . . . ? O1 C1 C6 C10 2.6(3) . . . . ? C4 C5 C6 C1 -1.5(3) . . . . ? C4 C5 C6 C10 175.3(2) . . . . ? C1 C2 C7 C8 130.1(3) . . . . ? C3 C2 C7 C8 -52.4(3) . . . . ? C1 C2 C7 C9 -105.6(3) . . . . ? C3 C2 C7 C9 71.9(3) . . . . ? C1 C6 C10 C11 -124.0(3) . . . . ? C5 C6 C10 C11 59.4(3) . . . . ? C1 C6 C10 C12 112.0(3) . . . . ? C5 C6 C10 C12 -64.5(3) . . . . ? P2 O5 C13 C18 -91.6(2) . . . . ? P2 O5 C13 C14 94.8(2) . . . . ? C18 C13 C14 C15 3.3(3) . . . . ? O5 C13 C14 C15 176.57(19) . . . . ? C18 C13 C14 C19 -172.2(2) . . . . ? O5 C13 C14 C19 1.0(3) . . . . ? C13 C14 C15 C16 -2.4(3) . . . . ? C19 C14 C15 C16 173.3(2) . . . . ? C14 C15 C16 C17 0.4(4) . . . . ? C14 C15 C16 N2 -174.4(2) . . . . ? C15 C16 C17 C18 0.8(4) . . . . ? N2 C16 C17 C18 175.6(2) . . . . ? C16 C17 C18 C13 0.1(3) . . . . ? C16 C17 C18 C22 -174.5(2) . . . . ? C14 C13 C18 C17 -2.2(4) . . . . ? O5 C13 C18 C17 -175.5(2) . . . . ? C14 C13 C18 C22 172.2(2) . . . . ? O5 C13 C18 C22 -1.1(3) . . . . ? C15 C14 C19 C21 64.3(3) . . . . ? C13 C14 C19 C21 -120.3(3) . . . . ? C15 C14 C19 C20 -59.6(3) . . . . ? C13 C14 C19 C20 115.8(3) . . . . ? C17 C18 C22 C23 -55.5(3) . . . . ? C13 C18 C22 C23 130.1(3) . . . . ? C17 C18 C22 C24 69.2(3) . . . . ? C13 C18 C22 C24 -105.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.37 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.494 _refine_diff_density_min -0.435 _refine_diff_density_rms 0.055 _database_code_depnum_ccdc_archive 'CCDC 936276' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1c_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H62 N3 O13 P3' _chemical_formula_sum 'C36 H62 N3 O13 P3' _chemical_formula_weight 837.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.394(16) _cell_length_b 35.68(3) _cell_length_c 15.180(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.311(15) _cell_angle_gamma 90.00 _cell_volume 10504(15) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8575 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 25.3 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.060 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3584 _exptl_absorpt_coefficient_mu 0.165 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9491 _exptl_absorpt_correction_T_max 0.9886 _exptl_absorpt_process_details 'NUMABS (Rigaku, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn724+' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38532 _diffrn_reflns_av_R_equivalents 0.0748 _diffrn_reflns_av_sigmaI/netI 0.0725 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -42 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 25.00 _reflns_number_total 9210 _reflns_number_gt 8390 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r4' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r4' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_publication_material 'CrystalStructure 4.0' _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^)+(0.0833P)^2^+85.6570P] 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 9210 _refine_ls_number_parameters 496 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1435 _refine_ls_R_factor_gt 0.1331 _refine_ls_wR_factor_ref 0.2947 _refine_ls_wR_factor_gt 0.2882 _refine_ls_goodness_of_fit_ref 1.241 _refine_ls_restrained_S_all 1.241 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.44888(8) 0.23045(4) 0.37817(10) 0.0296(4) Uani 1 1 d . . . P2 P 0.81429(11) 0.14264(5) 0.62527(11) 0.0435(5) Uani 1 1 d . . . P3 P 1.12790(8) 0.08800(4) 0.60880(10) 0.0289(4) Uani 1 1 d . . . O1 O 0.4413(2) 0.21454(12) 0.4777(2) 0.0310(9) Uani 1 1 d . . . O2 O 0.4834(3) 0.19739(14) 0.3296(3) 0.0526(14) Uani 1 1 d . . . O3 O 0.3789(2) 0.24190(12) 0.3421(3) 0.0346(10) Uani 1 1 d . . . O4 O 0.5005(2) 0.26292(13) 0.3861(3) 0.0435(12) Uani 1 1 d . . . O5 O 0.7542(2) 0.13556(11) 0.5532(3) 0.0365(10) Uani 1 1 d . . . O6 O 0.8063(2) 0.18078(11) 0.6656(3) 0.0333(10) Uani 1 1 d . . . O7 O 0.8169(4) 0.10994(16) 0.6816(4) 0.089(2) Uani 1 1 d . . . O8 O 0.8826(3) 0.1409(3) 0.5700(5) 0.120(4) Uani 1 1 d . . . O9 O 1.1486(2) 0.07319(12) 0.5121(2) 0.0333(10) Uani 1 1 d . . . O10 O 1.0714(2) 0.06392(11) 0.6480(2) 0.0328(10) Uani 1 1 d . . . O11 O 1.1115(2) 0.12918(11) 0.5981(3) 0.0350(10) Uani 1 1 d . . . O12 O 1.1981(2) 0.08300(13) 0.6600(3) 0.0396(11) Uani 1 1 d . . . O13 O 0.9973(3) 0.16374(14) 0.6532(4) 0.0542(13) Uani 1 1 d . . . N1 N 0.1909(3) 0.18947(14) 0.6550(3) 0.0311(11) Uani 1 1 d . . . N2 N 0.6336(3) 0.24882(14) 0.3422(3) 0.0311(11) Uani 1 1 d . . . N3 N 1.0722(3) -0.05883(13) 0.3321(3) 0.0320(11) Uani 1 1 d . . . C1 C 0.3789(3) 0.20811(17) 0.5229(3) 0.0279(13) Uani 1 1 d . . . C2 C 0.3547(3) 0.17096(16) 0.5279(4) 0.0301(13) Uani 1 1 d . . . C3 C 0.2927(3) 0.16516(17) 0.5745(4) 0.0308(13) Uani 1 1 d . . . H3 H 0.2747 0.1405 0.5807 0.037 Uiso 1 1 calc R . . C4 C 0.2584(3) 0.19517(16) 0.6110(4) 0.0279(13) Uani 1 1 d . . . C5 C 0.2833(3) 0.23141(17) 0.6069(4) 0.0296(13) Uani 1 1 d . . . H5 H 0.2582 0.2514 0.6330 0.036 Uiso 1 1 calc R . . C6 C 0.3467(3) 0.23866(15) 0.5636(3) 0.0250(12) Uani 1 1 d . . . C7 C 0.3906(4) 0.13818(18) 0.4812(5) 0.0422(16) Uani 1 1 d . . . H7 H 0.4380 0.1464 0.4642 0.051 Uiso 1 1 calc R . . C8 C 0.3503(5) 0.1280(3) 0.3965(6) 0.072(3) Uani 1 1 d . . . H8A H 0.3733 0.1071 0.3667 0.107 Uiso 1 1 calc R . . H8B H 0.3487 0.1498 0.3573 0.107 Uiso 1 1 calc R . . H8C H 0.3032 0.1206 0.4119 0.107 Uiso 1 1 calc R . . C9 C 0.3972(5) 0.1039(2) 0.5426(6) 0.062(2) Uani 1 1 d . . . H9A H 0.4209 0.0836 0.5115 0.093 Uiso 1 1 calc R . . H9B H 0.3512 0.0955 0.5601 0.093 Uiso 1 1 calc R . . H9C H 0.4238 0.1109 0.5952 0.093 Uiso 1 1 calc R . . C10 C 0.3792(3) 0.27775(16) 0.5639(4) 0.0325(14) Uani 1 1 d . . . H10 H 0.3930 0.2836 0.5020 0.039 Uiso 1 1 calc R . . C11 C 0.4451(3) 0.2782(2) 0.6208(5) 0.0450(17) Uani 1 1 d . . . H11A H 0.4652 0.3034 0.6202 0.068 Uiso 1 1 calc R . . H11B H 0.4784 0.2602 0.5971 0.068 Uiso 1 1 calc R . . H11C H 0.4336 0.2712 0.6815 0.068 Uiso 1 1 calc R . . C12 C 0.3299(4) 0.30906(17) 0.5943(4) 0.0393(15) Uani 1 1 d . . . H12A H 0.3539 0.3332 0.5925 0.059 Uiso 1 1 calc R . . H12B H 0.3149 0.3039 0.6547 0.059 Uiso 1 1 calc R . . H12C H 0.2896 0.3099 0.5551 0.059 Uiso 1 1 calc R . . C13 C 0.7253(3) 0.16484(16) 0.5017(4) 0.0303(13) Uani 1 1 d . . . C14 C 0.6693(3) 0.18562(17) 0.5366(4) 0.0337(14) Uani 1 1 d . . . C15 C 0.6409(3) 0.21347(18) 0.4825(4) 0.0346(14) Uani 1 1 d . . . H15 H 0.6042 0.2285 0.5039 0.041 Uiso 1 1 calc R . . C16 C 0.6656(3) 0.21943(17) 0.3980(4) 0.0319(14) Uani 1 1 d . . . C17 C 0.7186(3) 0.19779(17) 0.3638(4) 0.0324(14) Uani 1 1 d . . . H17 H 0.7339 0.2019 0.3053 0.039 Uiso 1 1 calc R . . C18 C 0.7499(3) 0.16970(17) 0.4158(4) 0.0329(14) Uani 1 1 d . . . C19 C 0.6383(3) 0.1778(2) 0.6271(4) 0.0424(16) Uani 1 1 d . . . H19 H 0.6694 0.1599 0.6588 0.051 Uiso 1 1 calc R . . C20 C 0.6322(5) 0.2133(3) 0.6831(5) 0.067(3) Uani 1 1 d . . . H20A H 0.6127 0.2069 0.7406 0.101 Uiso 1 1 calc R . . H20B H 0.6020 0.2313 0.6532 0.101 Uiso 1 1 calc R . . H20C H 0.6780 0.2244 0.6914 0.101 Uiso 1 1 calc R . . C21 C 0.5678(5) 0.1591(3) 0.6169(6) 0.089(4) Uani 1 1 d . . . H21A H 0.5487 0.1539 0.6753 0.133 Uiso 1 1 calc R . . H21B H 0.5728 0.1356 0.5844 0.133 Uiso 1 1 calc R . . H21C H 0.5367 0.1759 0.5846 0.133 Uiso 1 1 calc R . . C22 C 0.8077(4) 0.14529(19) 0.3768(4) 0.0418(16) Uani 1 1 d . . . H22 H 0.8225 0.1270 0.4230 0.050 Uiso 1 1 calc R . . C23 C 0.8709(4) 0.1690(2) 0.3519(5) 0.059(2) Uani 1 1 d . . . H23A H 0.9067 0.1527 0.3274 0.088 Uiso 1 1 calc R . . H23B H 0.8888 0.1817 0.4046 0.088 Uiso 1 1 calc R . . H23C H 0.8574 0.1878 0.3079 0.088 Uiso 1 1 calc R . . C24 C 0.7812(4) 0.1230(2) 0.2972(5) 0.055(2) Uani 1 1 d . . . H24A H 0.8186 0.1076 0.2736 0.083 Uiso 1 1 calc R . . H24B H 0.7649 0.1403 0.2517 0.083 Uiso 1 1 calc R . . H24C H 0.7431 0.1067 0.3156 0.083 Uiso 1 1 calc R . . C25 C 1.1289(3) 0.03910(16) 0.4707(4) 0.0267(12) Uani 1 1 d . . . C26 C 1.1760(3) 0.01005(18) 0.4674(4) 0.0354(14) Uani 1 1 d . . . C27 C 1.1569(3) -0.02245(19) 0.4196(4) 0.0403(16) Uani 1 1 d . . . H27 H 1.1880 -0.0429 0.4152 0.048 Uiso 1 1 calc R . . C28 C 1.0929(3) -0.02426(16) 0.3793(4) 0.0289(13) Uani 1 1 d . . . C29 C 1.0464(3) 0.00511(16) 0.3830(4) 0.0289(13) Uani 1 1 d . . . H29 H 1.0026 0.0030 0.3550 0.035 Uiso 1 1 calc R . . C30 C 1.0642(3) 0.03842(16) 0.4288(4) 0.0289(13) Uani 1 1 d . . . C31 C 1.2458(4) 0.0118(2) 0.5146(6) 0.066(2) Uani 1 1 d . . . H31 H 1.2510 0.0377 0.5388 0.079 Uiso 1 1 calc R . . C32 C 1.2454(8) -0.0153(4) 0.5935(11) 0.171(8) Uani 1 1 d . . . H32A H 1.2900 -0.0142 0.6240 0.257 Uiso 1 1 calc R . . H32B H 1.2372 -0.0409 0.5724 0.257 Uiso 1 1 calc R . . H32C H 1.2087 -0.0081 0.6342 0.257 Uiso 1 1 calc R . . C33 C 1.3051(5) 0.0056(5) 0.4492(11) 0.169(8) Uani 1 1 d . . . H33A H 1.3493 0.0068 0.4807 0.254 Uiso 1 1 calc R . . H33B H 1.3038 0.0252 0.4039 0.254 Uiso 1 1 calc R . . H33C H 1.3001 -0.0190 0.4214 0.254 Uiso 1 1 calc R . . C34 C 1.0159(3) 0.07234(17) 0.4284(4) 0.0368(15) Uani 1 1 d . . . H34 H 1.0138 0.0822 0.4899 0.044 Uiso 1 1 calc R . . C35 C 1.0470(4) 0.10376(19) 0.3691(5) 0.056(2) Uani 1 1 d . . . H35A H 1.0162 0.1255 0.3690 0.084 Uiso 1 1 calc R . . H35B H 1.0520 0.0944 0.3088 0.084 Uiso 1 1 calc R . . H35C H 1.0923 0.1111 0.3922 0.084 Uiso 1 1 calc R . . C36 C 0.9417(4) 0.06300(19) 0.3990(5) 0.0447(17) Uani 1 1 d . . . H36A H 0.9135 0.0858 0.4007 0.067 Uiso 1 1 calc R . . H36B H 0.9222 0.0442 0.4388 0.067 Uiso 1 1 calc R . . H36C H 0.9422 0.0531 0.3388 0.067 Uiso 1 1 calc R . . H3B H 1.0977 -0.0795 0.3405 0.080 Uiso 1 1 d . . . H1A H 0.1635 0.1696 0.6400 0.080 Uiso 1 1 d . . . H2B H 0.6569 0.2713 0.3474 0.080 Uiso 1 1 d . . . H2A H 0.5881 0.2532 0.3605 0.080 Uiso 1 1 d . . . H3C H 1.0740 -0.0584 0.2630 0.080 Uiso 1 1 d . . . H2C H 0.6333 0.2380 0.2746 0.080 Uiso 1 1 d . . . H3A H 1.0321 -0.0669 0.3510 0.080 Uiso 1 1 d . . . H1C H 0.1618 0.2125 0.6597 0.080 Uiso 1 1 d . . . H1B H 0.2001 0.1825 0.7170 0.080 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 0.0315(8) 0.0316(8) 0.0258(8) 0.0039(6) 0.0047(6) 0.0051(7) P2 0.0602(12) 0.0391(10) 0.0310(9) -0.0043(7) -0.0214(8) 0.0155(9) P3 0.0300(8) 0.0299(8) 0.0269(8) -0.0058(6) -0.0016(6) -0.0056(6) O1 0.026(2) 0.042(2) 0.026(2) 0.0063(18) 0.0034(17) -0.0011(18) O2 0.066(3) 0.054(3) 0.038(3) 0.002(2) 0.009(2) 0.030(3) O3 0.031(2) 0.041(2) 0.031(2) 0.0021(19) -0.0008(18) 0.0084(19) O4 0.033(2) 0.043(3) 0.055(3) 0.021(2) 0.008(2) -0.004(2) O5 0.055(3) 0.031(2) 0.024(2) 0.0038(17) -0.012(2) 0.000(2) O6 0.039(2) 0.035(2) 0.027(2) -0.0011(18) -0.0006(18) -0.0007(19) O7 0.168(7) 0.046(3) 0.051(3) 0.006(3) -0.043(4) 0.008(4) O8 0.047(4) 0.206(9) 0.105(5) -0.104(6) -0.033(4) 0.061(5) O9 0.039(2) 0.036(2) 0.025(2) -0.0110(18) 0.0023(18) -0.0111(19) O10 0.038(2) 0.036(2) 0.025(2) -0.0022(18) -0.0002(18) -0.0096(19) O11 0.038(2) 0.027(2) 0.040(2) -0.0072(18) 0.0004(19) -0.0068(18) O12 0.033(2) 0.046(3) 0.040(2) -0.008(2) -0.009(2) -0.002(2) O13 0.051(3) 0.046(3) 0.066(3) 0.002(3) 0.005(3) -0.001(2) N1 0.033(3) 0.032(3) 0.028(3) 0.006(2) 0.001(2) -0.005(2) N2 0.030(3) 0.033(3) 0.030(3) 0.008(2) -0.004(2) 0.003(2) N3 0.042(3) 0.024(3) 0.030(3) -0.007(2) -0.002(2) 0.002(2) C1 0.028(3) 0.036(3) 0.019(3) 0.005(2) -0.001(2) 0.000(3) C2 0.037(3) 0.026(3) 0.027(3) 0.000(2) -0.002(3) 0.002(3) C3 0.033(3) 0.030(3) 0.030(3) 0.000(3) -0.003(3) -0.004(3) C4 0.028(3) 0.031(3) 0.025(3) 0.004(2) 0.002(2) -0.005(2) C5 0.032(3) 0.034(3) 0.023(3) 0.003(2) -0.002(2) 0.004(3) C6 0.026(3) 0.027(3) 0.022(3) -0.001(2) -0.003(2) 0.000(2) C7 0.046(4) 0.034(4) 0.046(4) -0.007(3) 0.007(3) 0.006(3) C8 0.080(6) 0.074(6) 0.061(5) -0.033(5) -0.004(5) 0.024(5) C9 0.067(5) 0.034(4) 0.085(6) 0.003(4) 0.013(5) 0.010(4) C10 0.037(3) 0.030(3) 0.031(3) 0.000(3) 0.002(3) -0.006(3) C11 0.038(4) 0.042(4) 0.054(4) -0.010(3) -0.012(3) -0.011(3) C12 0.046(4) 0.030(3) 0.042(4) -0.004(3) 0.003(3) -0.004(3) C13 0.037(3) 0.029(3) 0.025(3) 0.002(2) -0.011(3) -0.003(3) C14 0.040(4) 0.034(3) 0.028(3) 0.003(3) -0.008(3) -0.006(3) C15 0.025(3) 0.044(4) 0.034(3) 0.006(3) 0.000(3) 0.000(3) C16 0.035(3) 0.031(3) 0.029(3) 0.005(3) -0.006(3) -0.006(3) C17 0.028(3) 0.040(4) 0.029(3) 0.009(3) -0.002(3) 0.000(3) C18 0.034(3) 0.035(3) 0.030(3) 0.006(3) -0.004(3) 0.002(3) C19 0.039(4) 0.059(4) 0.029(3) 0.013(3) -0.004(3) 0.002(3) C20 0.078(6) 0.097(7) 0.028(4) 0.000(4) 0.002(4) 0.026(5) C21 0.071(6) 0.144(10) 0.051(5) 0.031(6) -0.006(5) -0.049(6) C22 0.048(4) 0.045(4) 0.032(3) 0.008(3) -0.011(3) 0.011(3) C23 0.041(4) 0.078(6) 0.057(5) 0.011(4) 0.002(4) 0.014(4) C24 0.070(5) 0.055(5) 0.041(4) -0.003(3) 0.001(4) 0.019(4) C25 0.030(3) 0.026(3) 0.024(3) -0.007(2) 0.003(2) -0.006(2) C26 0.026(3) 0.039(4) 0.041(4) -0.012(3) -0.007(3) 0.001(3) C27 0.035(4) 0.037(4) 0.049(4) -0.010(3) -0.002(3) 0.010(3) C28 0.031(3) 0.028(3) 0.027(3) -0.006(2) 0.001(2) 0.001(3) C29 0.031(3) 0.033(3) 0.022(3) 0.001(2) -0.003(2) -0.001(3) C30 0.039(3) 0.028(3) 0.020(3) -0.001(2) 0.000(2) -0.001(3) C31 0.040(4) 0.057(5) 0.101(7) -0.028(5) -0.017(4) 0.005(4) C32 0.159(14) 0.147(13) 0.206(17) 0.072(12) -0.146(13) -0.054(11) C33 0.028(5) 0.242(18) 0.238(18) -0.157(15) 0.004(8) -0.002(8) C34 0.043(4) 0.033(3) 0.034(3) -0.010(3) -0.008(3) 0.005(3) C35 0.077(6) 0.031(4) 0.060(5) 0.009(3) -0.021(4) -0.010(4) C36 0.049(4) 0.038(4) 0.047(4) -0.005(3) -0.005(3) 0.014(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O3 1.517(4) . ? P1 O4 1.536(5) . ? P1 O2 1.546(5) . ? P1 O1 1.621(4) . ? P2 O7 1.447(6) . ? P2 O6 1.501(4) . ? P2 O8 1.573(7) . ? P2 O5 1.615(4) . ? P3 O11 1.512(5) . ? P3 O10 1.516(4) . ? P3 O12 1.574(5) . ? P3 O9 1.613(4) . ? O1 C1 1.414(7) . ? O5 C13 1.419(7) . ? O9 C25 1.420(7) . ? N1 C4 1.487(7) . ? N2 C16 1.482(7) . ? N3 C28 1.481(7) . ? C1 C6 1.401(8) . ? C1 C2 1.408(8) . ? C2 C3 1.414(8) . ? C2 C7 1.536(8) . ? C3 C4 1.378(8) . ? C3 H3 0.9500 . ? C4 C5 1.382(8) . ? C5 C6 1.422(8) . ? C5 H5 0.9500 . ? C6 C10 1.530(8) . ? C7 C9 1.542(10) . ? C7 C8 1.545(11) . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.539(9) . ? C10 C12 1.543(9) . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C18 1.401(8) . ? C13 C14 1.419(9) . ? C14 C15 1.400(9) . ? C14 C19 1.529(8) . ? C15 C16 1.387(8) . ? C15 H15 0.9500 . ? C16 C17 1.389(9) . ? C17 C18 1.411(8) . ? C17 H17 0.9500 . ? C18 C22 1.540(9) . ? C19 C20 1.531(11) . ? C19 C21 1.527(11) . ? C19 H19 1.0000 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.538(10) . ? C22 C24 1.533(10) . ? C22 H22 1.0000 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.383(8) . ? C25 C30 1.404(8) . ? C26 C27 1.416(9) . ? C26 C31 1.529(10) . ? C27 C28 1.382(9) . ? C27 H27 0.9500 . ? C28 C29 1.385(8) . ? C29 C30 1.419(8) . ? C29 H29 0.9500 . ? C30 C34 1.530(8) . ? C31 C33 1.538(14) . ? C31 C32 1.539(16) . ? C31 H31 1.0000 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 C36 1.541(9) . ? C34 C35 1.561(10) . ? C34 H34 1.0000 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 P1 O4 114.0(3) . . ? O3 P1 O2 115.0(3) . . ? O4 P1 O2 109.2(3) . . ? O3 P1 O1 110.2(2) . . ? O4 P1 O1 104.7(2) . . ? O2 P1 O1 102.7(2) . . ? O7 P2 O6 119.6(3) . . ? O7 P2 O8 104.8(5) . . ? O6 P2 O8 110.1(4) . . ? O7 P2 O5 107.3(3) . . ? O6 P2 O5 110.0(2) . . ? O8 P2 O5 103.8(3) . . ? O11 P3 O10 116.2(3) . . ? O11 P3 O12 110.1(2) . . ? O10 P3 O12 111.5(3) . . ? O11 P3 O9 105.9(2) . . ? O10 P3 O9 110.8(2) . . ? O12 P3 O9 101.2(2) . . ? C1 O1 P1 126.2(4) . . ? C13 O5 P2 122.7(4) . . ? C25 O9 P3 128.0(4) . . ? C6 C1 C2 124.0(5) . . ? C6 C1 O1 118.2(5) . . ? C2 C1 O1 117.7(5) . . ? C1 C2 C3 116.7(5) . . ? C1 C2 C7 122.7(5) . . ? C3 C2 C7 120.5(5) . . ? C4 C3 C2 120.1(5) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C5 C4 C3 122.6(5) . . ? C5 C4 N1 117.2(5) . . ? C3 C4 N1 120.2(5) . . ? C4 C5 C6 119.6(5) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C1 C6 C5 116.8(5) . . ? C1 C6 C10 121.7(5) . . ? C5 C6 C10 121.4(5) . . ? C9 C7 C2 111.2(6) . . ? C9 C7 C8 110.9(7) . . ? C2 C7 C8 109.5(6) . . ? C9 C7 H7 108.4 . . ? C2 C7 H7 108.4 . . ? C8 C7 H7 108.4 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 C11 110.6(5) . . ? C6 C10 C12 113.9(5) . . ? C11 C10 C12 109.8(5) . . ? C6 C10 H10 107.5 . . ? C11 C10 H10 107.5 . . ? C12 C10 H10 107.5 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C18 C13 C14 123.3(5) . . ? C18 C13 O5 117.9(5) . . ? C14 C13 O5 118.6(5) . . ? C15 C14 C13 116.8(5) . . ? C15 C14 C19 120.1(6) . . ? C13 C14 C19 123.1(5) . . ? C16 C15 C14 121.0(6) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C15 C16 C17 121.3(6) . . ? C15 C16 N2 119.5(5) . . ? C17 C16 N2 119.2(5) . . ? C16 C17 C18 120.2(5) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C13 C18 C17 117.4(6) . . ? C13 C18 C22 122.7(5) . . ? C17 C18 C22 119.9(5) . . ? C14 C19 C20 112.2(6) . . ? C14 C19 C21 110.2(6) . . ? C20 C19 C21 110.2(7) . . ? C14 C19 H19 108.0 . . ? C20 C19 H19 108.0 . . ? C21 C19 H19 108.0 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C18 C22 C23 111.4(6) . . ? C18 C22 C24 110.8(6) . . ? C23 C22 C24 110.9(6) . . ? C18 C22 H22 107.8 . . ? C23 C22 H22 107.8 . . ? C24 C22 H22 107.8 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C30 124.0(5) . . ? C26 C25 O9 118.8(5) . . ? C30 C25 O9 116.9(5) . . ? C25 C26 C27 117.5(5) . . ? C25 C26 C31 122.4(6) . . ? C27 C26 C31 120.1(6) . . ? C28 C27 C26 119.8(6) . . ? C28 C27 H27 120.1 . . ? C26 C27 H27 120.1 . . ? C27 C28 C29 122.1(5) . . ? C27 C28 N3 119.6(5) . . ? C29 C28 N3 118.3(5) . . ? C28 C29 C30 119.8(5) . . ? C28 C29 H29 120.1 . . ? C30 C29 H29 120.1 . . ? C25 C30 C29 116.8(5) . . ? C25 C30 C34 122.2(5) . . ? C29 C30 C34 120.9(5) . . ? C26 C31 C33 110.8(8) . . ? C26 C31 C32 109.3(8) . . ? C33 C31 C32 114.8(12) . . ? C26 C31 H31 107.2 . . ? C33 C31 H31 107.2 . . ? C32 C31 H31 107.2 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C30 C34 C36 113.6(5) . . ? C30 C34 C35 109.4(6) . . ? C36 C34 C35 110.6(6) . . ? C30 C34 H34 107.7 . . ? C36 C34 H34 107.7 . . ? C35 C34 H34 107.7 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 P1 O1 C1 6.3(5) . . . . ? O4 P1 O1 C1 129.3(5) . . . . ? O2 P1 O1 C1 -116.6(5) . . . . ? O7 P2 O5 C13 163.7(5) . . . . ? O6 P2 O5 C13 32.2(5) . . . . ? O8 P2 O5 C13 -85.6(6) . . . . ? O11 P3 O9 C25 -137.7(5) . . . . ? O10 P3 O9 C25 -10.9(6) . . . . ? O12 P3 O9 C25 107.4(5) . . . . ? P1 O1 C1 C6 -82.1(6) . . . . ? P1 O1 C1 C2 101.0(6) . . . . ? C6 C1 C2 C3 2.4(9) . . . . ? O1 C1 C2 C3 179.1(5) . . . . ? C6 C1 C2 C7 179.0(6) . . . . ? O1 C1 C2 C7 -4.3(8) . . . . ? C1 C2 C3 C4 1.2(8) . . . . ? C7 C2 C3 C4 -175.5(6) . . . . ? C2 C3 C4 C5 -2.4(9) . . . . ? C2 C3 C4 N1 176.1(5) . . . . ? C3 C4 C5 C6 0.2(9) . . . . ? N1 C4 C5 C6 -178.4(5) . . . . ? C2 C1 C6 C5 -4.6(8) . . . . ? O1 C1 C6 C5 178.7(5) . . . . ? C2 C1 C6 C10 173.7(5) . . . . ? O1 C1 C6 C10 -3.0(8) . . . . ? C4 C5 C6 C1 3.2(8) . . . . ? C4 C5 C6 C10 -175.0(5) . . . . ? C1 C2 C7 C9 135.2(7) . . . . ? C3 C2 C7 C9 -48.3(8) . . . . ? C1 C2 C7 C8 -101.9(8) . . . . ? C3 C2 C7 C8 74.6(8) . . . . ? C1 C6 C10 C11 -67.9(7) . . . . ? C5 C6 C10 C11 110.2(6) . . . . ? C1 C6 C10 C12 167.9(5) . . . . ? C5 C6 C10 C12 -13.9(8) . . . . ? P2 O5 C13 C18 98.5(6) . . . . ? P2 O5 C13 C14 -86.7(6) . . . . ? C18 C13 C14 C15 -3.4(9) . . . . ? O5 C13 C14 C15 -178.0(5) . . . . ? C18 C13 C14 C19 174.1(6) . . . . ? O5 C13 C14 C19 -0.4(9) . . . . ? C13 C14 C15 C16 1.7(9) . . . . ? C19 C14 C15 C16 -175.9(6) . . . . ? C14 C15 C16 C17 0.7(9) . . . . ? C14 C15 C16 N2 179.2(5) . . . . ? C15 C16 C17 C18 -1.7(9) . . . . ? N2 C16 C17 C18 179.9(5) . . . . ? C14 C13 C18 C17 2.6(9) . . . . ? O5 C13 C18 C17 177.2(5) . . . . ? C14 C13 C18 C22 -176.1(6) . . . . ? O5 C13 C18 C22 -1.5(9) . . . . ? C16 C17 C18 C13 0.0(9) . . . . ? C16 C17 C18 C22 178.8(6) . . . . ? C15 C14 C19 C20 -52.9(8) . . . . ? C13 C14 C19 C20 129.6(7) . . . . ? C15 C14 C19 C21 70.4(9) . . . . ? C13 C14 C19 C21 -107.1(8) . . . . ? C13 C18 C22 C23 -118.6(7) . . . . ? C17 C18 C22 C23 62.8(8) . . . . ? C13 C18 C22 C24 117.4(7) . . . . ? C17 C18 C22 C24 -61.2(8) . . . . ? P3 O9 C25 C26 -102.5(6) . . . . ? P3 O9 C25 C30 83.0(6) . . . . ? C30 C25 C26 C27 -0.9(9) . . . . ? O9 C25 C26 C27 -175.0(5) . . . . ? C30 C25 C26 C31 -179.6(7) . . . . ? O9 C25 C26 C31 6.3(10) . . . . ? C25 C26 C27 C28 -0.6(10) . . . . ? C31 C26 C27 C28 178.1(7) . . . . ? C26 C27 C28 C29 0.9(10) . . . . ? C26 C27 C28 N3 -177.8(6) . . . . ? C27 C28 C29 C30 0.4(9) . . . . ? N3 C28 C29 C30 179.1(5) . . . . ? C26 C25 C30 C29 2.2(9) . . . . ? O9 C25 C30 C29 176.4(5) . . . . ? C26 C25 C30 C34 -175.3(6) . . . . ? O9 C25 C30 C34 -1.0(8) . . . . ? C28 C29 C30 C25 -1.9(8) . . . . ? C28 C29 C30 C34 175.6(5) . . . . ? C25 C26 C31 C33 -123.6(10) . . . . ? C27 C26 C31 C33 57.7(12) . . . . ? C25 C26 C31 C32 109.0(10) . . . . ? C27 C26 C31 C32 -69.7(11) . . . . ? C25 C30 C34 C36 -166.0(6) . . . . ? C29 C30 C34 C36 16.7(8) . . . . ? C25 C30 C34 C35 69.9(7) . . . . ? C29 C30 C34 C35 -107.4(6) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.739 _refine_diff_density_min -0.894 _refine_diff_density_rms 0.091 _database_code_depnum_ccdc_archive 'CCDC 947939'