# Electronic Supplementary Material (ESI) for RSC Advances # 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_grecks _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H82 Cl4 Hg2 N2 O2 P4' _chemical_formula_weight 1386.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 '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' _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 9.7769(4) _cell_length_b 12.0198(5) _cell_length_c 12.1405(5) _cell_angle_alpha 97.106(4) _cell_angle_beta 97.676(4) _cell_angle_gamma 103.809(4) _cell_volume 1354.98(10) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 30244 _cell_measurement_theta_min 2.1721 _cell_measurement_theta_max 31.1926 _exptl_crystal_description tablet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.699 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 6.012 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.80336 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur, Eos' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean 16.1419 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 74653 _diffrn_reflns_av_R_equivalents 0.0444 _diffrn_reflns_av_sigmaI/netI 0.0249 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 30.51 _reflns_number_total 8087 _reflns_number_gt 7556 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens XP' _computing_publication_material SHELXL-97 _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^)+(0.0178P)^2^+1.0569P] 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 8087 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0224 _refine_ls_R_factor_gt 0.0193 _refine_ls_wR_factor_ref 0.0421 _refine_ls_wR_factor_gt 0.0410 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.002 _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 Hg Hg 0.088149(8) 0.041010(7) 0.163980(6) 0.01276(2) Uani 1 1 d . . . Cl1 Cl -0.09259(6) -0.07529(5) 0.25242(4) 0.02074(10) Uani 1 1 d . . . Cl2 Cl -0.05355(5) 0.13168(4) 0.02733(4) 0.01478(9) Uani 1 1 d . . . P1 P 0.34257(5) 0.12518(4) 0.23853(4) 0.00991(9) Uani 1 1 d . . . N1 N 0.33177(17) 0.22048(14) 0.46335(14) 0.0109(3) Uani 1 1 d . . . C2 C 0.3991(2) 0.22752(17) 0.36976(16) 0.0118(4) Uani 1 1 d . . . P3 P 0.57289(6) 0.31603(5) 0.40010(5) 0.01544(10) Uani 1 1 d . . . C3A C 0.5579(2) 0.33884(17) 0.54394(17) 0.0133(4) Uani 1 1 d . . . C4 C 0.6628(2) 0.40070(18) 0.63634(18) 0.0161(4) Uani 1 1 d . . . H4 H 0.7552 0.4393 0.6248 0.019 Uiso 1 1 calc R . . C5 C 0.6305(2) 0.40481(18) 0.74309(18) 0.0171(4) Uani 1 1 d . . . H5 H 0.7006 0.4468 0.8057 0.021 Uiso 1 1 calc R . . C6 C 0.4933(2) 0.34677(18) 0.75996(18) 0.0165(4) Uani 1 1 d . . . H6 H 0.4726 0.3509 0.8344 0.020 Uiso 1 1 calc R . . C7 C 0.3887(2) 0.28441(18) 0.67201(17) 0.0146(4) Uani 1 1 d . . . H7 H 0.2971 0.2452 0.6849 0.018 Uiso 1 1 calc R . . C7A C 0.4217(2) 0.28047(17) 0.56199(17) 0.0123(4) Uani 1 1 d . . . C8 C 0.1775(2) 0.17271(17) 0.46262(17) 0.0117(4) Uani 1 1 d . . . H8A H 0.1658 0.1409 0.5332 0.014 Uiso 1 1 calc R . . H8B H 0.1402 0.1073 0.3993 0.014 Uiso 1 1 calc R . . C9 C 0.0847(2) 0.26060(18) 0.45147(18) 0.0153(4) Uani 1 1 d . . . C10 C 0.0787(3) 0.2984(2) 0.3360(2) 0.0247(5) Uani 1 1 d . . . H10A H 0.0324 0.2310 0.2777 0.037 Uiso 1 1 calc R . . H10B H 0.1759 0.3319 0.3235 0.037 Uiso 1 1 calc R . . H10C H 0.0238 0.3567 0.3326 0.037 Uiso 1 1 calc R . . C11 C 0.1387(3) 0.3694(2) 0.54174(19) 0.0217(5) Uani 1 1 d . . . H11A H 0.2356 0.4104 0.5341 0.033 Uiso 1 1 calc R . . H11B H 0.1400 0.3467 0.6166 0.033 Uiso 1 1 calc R . . H11C H 0.0751 0.4206 0.5322 0.033 Uiso 1 1 calc R . . C12 C -0.0653(2) 0.1952(2) 0.4663(2) 0.0281(5) Uani 1 1 d . . . H12A H -0.1300 0.2458 0.4587 0.042 Uiso 1 1 calc R . . H12B H -0.0610 0.1723 0.5412 0.042 Uiso 1 1 calc R . . H12C H -0.1006 0.1257 0.4086 0.042 Uiso 1 1 calc R . . C13 C 0.4194(2) 0.20007(17) 0.12416(17) 0.0132(4) Uani 1 1 d . . . C14 C 0.3347(2) 0.13212(18) 0.00969(17) 0.0148(4) Uani 1 1 d . . . H14A H 0.2349 0.1357 0.0036 0.022 Uiso 1 1 calc R . . H14B H 0.3388 0.0509 0.0038 0.022 Uiso 1 1 calc R . . H14C H 0.3766 0.1665 -0.0512 0.022 Uiso 1 1 calc R . . C15 C 0.3916(2) 0.32150(18) 0.13595(19) 0.0183(4) Uani 1 1 d . . . H15A H 0.4133 0.3567 0.0696 0.027 Uiso 1 1 calc R . . H15B H 0.4527 0.3704 0.2037 0.027 Uiso 1 1 calc R . . H15C H 0.2910 0.3146 0.1420 0.027 Uiso 1 1 calc R . . C16 C 0.5789(2) 0.20901(19) 0.12496(18) 0.0164(4) Uani 1 1 d . . . H16A H 0.5934 0.1309 0.1112 0.025 Uiso 1 1 calc R . . H16B H 0.6337 0.2497 0.1984 0.025 Uiso 1 1 calc R . . H16C H 0.6114 0.2521 0.0658 0.025 Uiso 1 1 calc R . . C17 C 0.4125(2) -0.00303(17) 0.26959(17) 0.0133(4) Uani 1 1 d . . . C18 C 0.3231(2) -0.06079(19) 0.35204(19) 0.0197(4) Uani 1 1 d . . . H18A H 0.2218 -0.0832 0.3181 0.030 Uiso 1 1 calc R . . H18B H 0.3376 -0.0060 0.4220 0.030 Uiso 1 1 calc R . . H18C H 0.3531 -0.1300 0.3686 0.030 Uiso 1 1 calc R . . C19 C 0.5711(2) 0.0295(2) 0.3225(2) 0.0203(4) Uani 1 1 d . . . H19A H 0.5996 -0.0408 0.3373 0.030 Uiso 1 1 calc R . . H19B H 0.5864 0.0830 0.3935 0.030 Uiso 1 1 calc R . . H19C H 0.6286 0.0670 0.2706 0.030 Uiso 1 1 calc R . . C20 C 0.3875(2) -0.08894(19) 0.16046(18) 0.0182(4) Uani 1 1 d . . . H20A H 0.4127 -0.1600 0.1772 0.027 Uiso 1 1 calc R . . H20B H 0.4472 -0.0541 0.1085 0.027 Uiso 1 1 calc R . . H20C H 0.2866 -0.1079 0.1257 0.027 Uiso 1 1 calc R . . C92 C 0.9843(3) 0.3602(2) 0.8300(2) 0.0259(5) Uani 1 1 d . . . H92A H 0.9666 0.3080 0.7569 0.031 Uiso 1 1 calc R . . H92B H 0.9114 0.3279 0.8749 0.031 Uiso 1 1 calc R . . C93 C 1.1326(3) 0.3710(2) 0.8924(3) 0.0430(8) Uani 1 1 d . . . H93A H 1.1278 0.3322 0.9596 0.052 Uiso 1 1 calc R . . H93B H 1.1889 0.3357 0.8430 0.052 Uiso 1 1 calc R . . C94 C 1.1961(4) 0.4946(3) 0.9248(4) 0.0607(12) Uani 1 1 d . . . H94A H 1.2977 0.5141 0.9155 0.073 Uiso 1 1 calc R . . H94B H 1.1907 0.5197 1.0046 0.073 Uiso 1 1 calc R . . C95 C 1.1137(3) 0.5527(2) 0.8502(3) 0.0337(6) Uani 1 1 d . . . H95A H 1.1047 0.6260 0.8920 0.040 Uiso 1 1 calc R . . H95B H 1.1621 0.5707 0.7855 0.040 Uiso 1 1 calc R . . O91 O 0.97728(18) 0.47456(16) 0.81239(17) 0.0331(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Hg 0.00849(4) 0.01614(4) 0.01204(4) 0.00254(3) 0.00052(2) 0.00066(3) Cl1 0.0180(2) 0.0228(3) 0.0175(2) 0.0041(2) 0.00564(19) -0.0039(2) Cl2 0.0145(2) 0.0143(2) 0.0142(2) 0.00100(17) -0.00155(17) 0.00419(17) P1 0.0081(2) 0.0109(2) 0.0100(2) 0.00125(17) 0.00129(17) 0.00144(17) N1 0.0081(7) 0.0130(8) 0.0111(8) 0.0015(6) 0.0012(6) 0.0020(6) C2 0.0106(8) 0.0131(9) 0.0114(9) 0.0016(7) 0.0030(7) 0.0019(7) P3 0.0104(2) 0.0179(3) 0.0141(2) -0.0010(2) 0.00254(19) -0.00220(19) C3A 0.0117(9) 0.0116(9) 0.0153(10) 0.0016(7) 0.0013(7) 0.0012(7) C4 0.0124(9) 0.0131(9) 0.0193(10) -0.0004(8) -0.0010(8) 0.0000(7) C5 0.0166(10) 0.0160(10) 0.0150(10) -0.0025(8) -0.0047(8) 0.0036(8) C6 0.0206(10) 0.0165(10) 0.0125(9) 0.0013(8) 0.0016(8) 0.0063(8) C7 0.0151(9) 0.0143(9) 0.0140(9) 0.0027(7) 0.0016(7) 0.0031(7) C7A 0.0117(9) 0.0108(9) 0.0138(9) 0.0019(7) -0.0003(7) 0.0031(7) C8 0.0080(8) 0.0134(9) 0.0123(9) 0.0007(7) 0.0014(7) 0.0012(7) C9 0.0116(9) 0.0181(10) 0.0159(10) 0.0000(8) 0.0005(7) 0.0058(8) C10 0.0323(13) 0.0271(12) 0.0195(11) 0.0039(9) 0.0016(9) 0.0184(10) C11 0.0241(11) 0.0229(11) 0.0186(11) -0.0021(9) -0.0017(9) 0.0128(9) C12 0.0117(10) 0.0309(13) 0.0413(15) 0.0031(11) 0.0058(10) 0.0055(9) C13 0.0121(9) 0.0137(9) 0.0125(9) 0.0018(7) 0.0034(7) 0.0007(7) C14 0.0131(9) 0.0176(10) 0.0133(9) 0.0034(8) 0.0031(7) 0.0020(8) C15 0.0230(11) 0.0142(9) 0.0187(10) 0.0060(8) 0.0055(8) 0.0040(8) C16 0.0123(9) 0.0199(10) 0.0147(10) 0.0014(8) 0.0040(7) -0.0007(8) C17 0.0116(9) 0.0142(9) 0.0142(9) 0.0029(7) 0.0005(7) 0.0042(7) C18 0.0219(11) 0.0192(10) 0.0215(11) 0.0098(9) 0.0063(9) 0.0072(9) C19 0.0148(10) 0.0212(11) 0.0235(11) 0.0042(9) -0.0047(8) 0.0065(8) C20 0.0202(10) 0.0173(10) 0.0169(10) 0.0000(8) -0.0001(8) 0.0082(8) C92 0.0198(11) 0.0204(11) 0.0351(14) 0.0072(10) 0.0014(10) 0.0010(9) C93 0.0240(13) 0.0272(14) 0.076(2) 0.0219(14) -0.0065(14) 0.0039(11) C94 0.0463(19) 0.0273(15) 0.090(3) 0.0098(16) -0.0422(19) 0.0030(14) C95 0.0226(12) 0.0218(12) 0.0504(17) 0.0108(11) -0.0094(11) -0.0004(10) O91 0.0182(8) 0.0240(9) 0.0523(12) 0.0136(8) -0.0088(8) 0.0006(7) _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 Hg Cl1 2.4348(5) . ? Hg P1 2.4496(5) . ? Hg Cl2 2.5325(5) . ? Hg Cl2 2.8424(5) 2 ? Cl2 Hg 2.8424(5) 2 ? P1 C2 1.820(2) . ? P1 C17 1.887(2) . ? P1 C13 1.889(2) . ? N1 C2 1.389(2) . ? N1 C7A 1.389(3) . ? N1 C8 1.479(2) . ? C2 P3 1.740(2) . ? P3 C3A 1.765(2) . ? C3A C7A 1.409(3) . ? C3A C4 1.409(3) . ? C4 C5 1.372(3) . ? C5 C6 1.411(3) . ? C6 C7 1.376(3) . ? C7 C7A 1.413(3) . ? C8 C9 1.555(3) . ? C9 C10 1.524(3) . ? C9 C11 1.533(3) . ? C9 C12 1.535(3) . ? C13 C16 1.536(3) . ? C13 C14 1.540(3) . ? C13 C15 1.540(3) . ? C17 C20 1.528(3) . ? C17 C19 1.534(3) . ? C17 C18 1.537(3) . ? C92 O91 1.433(3) . ? C92 C93 1.512(4) . ? C93 C94 1.448(4) . ? C94 C95 1.478(4) . ? C95 O91 1.416(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1 Hg P1 128.369(18) . . ? Cl1 Hg Cl2 103.925(18) . . ? P1 Hg Cl2 122.719(16) . . ? Cl1 Hg Cl2 95.042(17) . 2 ? P1 Hg Cl2 110.108(16) . 2 ? Cl2 Hg Cl2 83.267(16) . 2 ? Hg Cl2 Hg 96.732(16) . 2 ? C2 P1 C17 104.17(9) . . ? C2 P1 C13 107.83(9) . . ? C17 P1 C13 114.64(9) . . ? C2 P1 Hg 120.53(6) . . ? C17 P1 Hg 104.40(6) . . ? C13 P1 Hg 105.67(6) . . ? C2 N1 C7A 112.40(16) . . ? C2 N1 C8 126.44(16) . . ? C7A N1 C8 120.48(16) . . ? N1 C2 P3 113.40(14) . . ? N1 C2 P1 124.91(14) . . ? P3 C2 P1 119.13(11) . . ? C2 P3 C3A 89.64(9) . . ? C7A C3A C4 119.81(19) . . ? C7A C3A P3 111.40(15) . . ? C4 C3A P3 128.73(16) . . ? C5 C4 C3A 119.61(19) . . ? C4 C5 C6 120.03(19) . . ? C7 C6 C5 122.06(19) . . ? C6 C7 C7A 117.94(19) . . ? N1 C7A C3A 113.05(17) . . ? N1 C7A C7 126.39(18) . . ? C3A C7A C7 120.55(18) . . ? N1 C8 C9 115.29(16) . . ? C10 C9 C11 108.45(19) . . ? C10 C9 C12 109.88(19) . . ? C11 C9 C12 109.06(18) . . ? C10 C9 C8 111.17(17) . . ? C11 C9 C8 112.83(17) . . ? C12 C9 C8 105.39(17) . . ? C16 C13 C14 108.65(16) . . ? C16 C13 C15 110.66(17) . . ? C14 C13 C15 107.16(17) . . ? C16 C13 P1 114.55(14) . . ? C14 C13 P1 107.97(13) . . ? C15 C13 P1 107.57(13) . . ? C20 C17 C19 109.61(17) . . ? C20 C17 C18 108.86(17) . . ? C19 C17 C18 109.06(17) . . ? C20 C17 P1 108.85(14) . . ? C19 C17 P1 113.94(14) . . ? C18 C17 P1 106.37(13) . . ? O91 C92 C93 107.0(2) . . ? C94 C93 C92 105.2(2) . . ? C93 C94 C95 106.6(2) . . ? O91 C95 C94 106.7(2) . . ? C95 O91 C92 109.23(18) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 30.51 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.153 _refine_diff_density_min -0.888 _refine_diff_density_rms 0.105 _iucr_refine_instructions_details ; TITL grecks in P-1 CELL 0.71073 9.776870 12.019759 12.140469 97.1062 97.6757 103.8088 ZERR 1.00 0.0004 0.0005 0.0005 0.004 0.004 0.004 LATT 1 SFAC C H N P Cl Hg O UNIT 48 82 2 4 4 2 2 TEMP -173 SIZE 0.2 0.2 0.06 L.S. 4 OMIT 11 -1 2 SHEL 999 0.7 FMAP 2 PLAN 10 ACTA WGHT 0.0180 1.0292 FVAR 2.44672 HG 6 0.088149 0.041010 0.163980 11.00000 0.00849 0.01614 = 0.01204 0.00254 0.00052 0.00066 CL1 5 -0.092589 -0.075293 0.252416 11.00000 0.01803 0.02285 = 0.01754 0.00414 0.00564 -0.00390 CL2 5 -0.053550 0.131678 0.027326 11.00000 0.01452 0.01435 = 0.01423 0.00100 -0.00155 0.00419 P1 4 0.342569 0.125177 0.238527 11.00000 0.00813 0.01089 = 0.00999 0.00125 0.00129 0.00144 N1 3 0.331767 0.220481 0.463346 11.00000 0.00812 0.01296 = 0.01107 0.00150 0.00115 0.00198 C2 1 0.399120 0.227516 0.369762 11.00000 0.01056 0.01310 = 0.01142 0.00156 0.00298 0.00190 P3 4 0.572892 0.316035 0.400105 11.00000 0.01040 0.01791 = 0.01411 -0.00103 0.00254 -0.00220 C3A 1 0.557900 0.338842 0.543942 11.00000 0.01169 0.01160 = 0.01529 0.00163 0.00126 0.00115 C4 1 0.662754 0.400696 0.636339 11.00000 0.01242 0.01314 = 0.01927 -0.00042 -0.00099 -0.00001 AFIX 43 H4 2 0.755242 0.439333 0.624790 11.00000 -1.20000 AFIX 0 C5 1 0.630527 0.404813 0.743087 11.00000 0.01663 0.01598 = 0.01503 -0.00251 -0.00473 0.00356 AFIX 43 H5 2 0.700629 0.446775 0.805672 11.00000 -1.20000 AFIX 0 C6 1 0.493347 0.346768 0.759958 11.00000 0.02060 0.01649 = 0.01253 0.00127 0.00158 0.00630 AFIX 43 H6 2 0.472583 0.350859 0.834368 11.00000 -1.20000 AFIX 0 C7 1 0.388667 0.284407 0.672013 11.00000 0.01512 0.01431 = 0.01398 0.00274 0.00159 0.00310 AFIX 43 H7 2 0.297056 0.245212 0.684853 11.00000 -1.20000 AFIX 0 C7A 1 0.421658 0.280471 0.561987 11.00000 0.01173 0.01081 = 0.01378 0.00194 -0.00034 0.00311 C8 1 0.177463 0.172706 0.462625 11.00000 0.00802 0.01339 = 0.01229 0.00067 0.00140 0.00117 AFIX 23 H8A 2 0.165825 0.140920 0.533234 11.00000 -1.20000 H8B 2 0.140245 0.107308 0.399331 11.00000 -1.20000 AFIX 0 C9 1 0.084691 0.260599 0.451471 11.00000 0.01157 0.01809 = 0.01590 0.00000 0.00047 0.00577 C10 1 0.078688 0.298391 0.335990 11.00000 0.03226 0.02705 = 0.01955 0.00390 0.00155 0.01837 AFIX 137 H10A 2 0.032436 0.230962 0.277655 11.00000 -1.50000 H10B 2 0.175950 0.331856 0.323456 11.00000 -1.50000 H10C 2 0.023817 0.356651 0.332616 11.00000 -1.50000 AFIX 0 C11 1 0.138707 0.369385 0.541745 11.00000 0.02409 0.02287 = 0.01860 -0.00205 -0.00175 0.01283 AFIX 137 H11A 2 0.235586 0.410356 0.534100 11.00000 -1.50000 H11B 2 0.139957 0.346717 0.616611 11.00000 -1.50000 H11C 2 0.075101 0.420611 0.532222 11.00000 -1.50000 AFIX 0 C12 1 -0.065288 0.195202 0.466338 11.00000 0.01166 0.03086 = 0.04128 0.00307 0.00580 0.00551 AFIX 137 H12A 2 -0.129996 0.245781 0.458667 11.00000 -1.50000 H12B 2 -0.060975 0.172346 0.541202 11.00000 -1.50000 H12C 2 -0.100646 0.125724 0.408635 11.00000 -1.50000 AFIX 0 C13 1 0.419363 0.200073 0.124157 11.00000 0.01211 0.01375 = 0.01253 0.00181 0.00336 0.00070 C14 1 0.334719 0.132118 0.009690 11.00000 0.01315 0.01758 = 0.01328 0.00339 0.00312 0.00200 AFIX 137 H14A 2 0.234949 0.135696 0.003649 11.00000 -1.50000 H14B 2 0.338752 0.050948 0.003795 11.00000 -1.50000 H14C 2 0.376602 0.166474 -0.051203 11.00000 -1.50000 AFIX 0 C15 1 0.391577 0.321504 0.135946 11.00000 0.02295 0.01417 = 0.01873 0.00603 0.00555 0.00399 AFIX 137 H15A 2 0.413326 0.356741 0.069607 11.00000 -1.50000 H15B 2 0.452677 0.370423 0.203688 11.00000 -1.50000 H15C 2 0.291048 0.314605 0.142042 11.00000 -1.50000 AFIX 0 C16 1 0.578914 0.209014 0.124957 11.00000 0.01231 0.01988 = 0.01467 0.00141 0.00397 -0.00073 AFIX 137 H16A 2 0.593373 0.130895 0.111205 11.00000 -1.50000 H16B 2 0.633692 0.249709 0.198391 11.00000 -1.50000 H16C 2 0.611446 0.252141 0.065785 11.00000 -1.50000 AFIX 0 C17 1 0.412489 -0.003027 0.269591 11.00000 0.01160 0.01420 = 0.01418 0.00289 0.00045 0.00417 C18 1 0.323116 -0.060792 0.352045 11.00000 0.02187 0.01925 = 0.02146 0.00985 0.00629 0.00724 AFIX 137 H18A 2 0.221757 -0.083167 0.318109 11.00000 -1.50000 H18B 2 0.337554 -0.006005 0.422017 11.00000 -1.50000 H18C 2 0.353068 -0.130023 0.368568 11.00000 -1.50000 AFIX 0 C19 1 0.571096 0.029472 0.322521 11.00000 0.01485 0.02121 = 0.02353 0.00416 -0.00471 0.00646 AFIX 137 H19A 2 0.599569 -0.040845 0.337279 11.00000 -1.50000 H19B 2 0.586429 0.083003 0.393451 11.00000 -1.50000 H19C 2 0.628626 0.067021 0.270649 11.00000 -1.50000 AFIX 0 C20 1 0.387509 -0.088941 0.160456 11.00000 0.02022 0.01734 = 0.01695 0.00001 -0.00014 0.00819 AFIX 137 H20A 2 0.412681 -0.159960 0.177194 11.00000 -1.50000 H20B 2 0.447185 -0.054085 0.108522 11.00000 -1.50000 H20C 2 0.286646 -0.107862 0.125677 11.00000 -1.50000 AFIX 0 C92 1 0.984277 0.360203 0.829968 11.00000 0.01981 0.02043 = 0.03514 0.00718 0.00142 0.00096 AFIX 23 H92A 2 0.966594 0.308046 0.756870 11.00000 -1.20000 H92B 2 0.911405 0.327874 0.874890 11.00000 -1.20000 AFIX 0 C93 1 1.132601 0.371039 0.892370 11.00000 0.02405 0.02717 = 0.07563 0.02190 -0.00651 0.00389 AFIX 23 H93A 2 1.127762 0.332250 0.959616 11.00000 -1.20000 H93B 2 1.188930 0.335658 0.843014 11.00000 -1.20000 AFIX 0 C94 1 1.196075 0.494626 0.924831 11.00000 0.04629 0.02730 = 0.08981 0.00984 -0.04218 0.00302 AFIX 23 H94A 2 1.297689 0.514137 0.915518 11.00000 -1.20000 H94B 2 1.190684 0.519652 1.004593 11.00000 -1.20000 AFIX 0 C95 1 1.113716 0.552683 0.850225 11.00000 0.02264 0.02175 = 0.05042 0.01082 -0.00936 -0.00040 AFIX 23 H95A 2 1.104707 0.626019 0.891972 11.00000 -1.20000 H95B 2 1.162070 0.570723 0.785517 11.00000 -1.20000 AFIX 0 O91 7 0.977281 0.474559 0.812390 11.00000 0.01820 0.02405 = 0.05235 0.01362 -0.00876 0.00058 HKLF 4 ; _database_code_depnum_ccdc_archive 'CCDC 942137' ####################################################################### # # 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_grobuu _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H46 B F3 N O P2 Rh' _chemical_formula_weight 645.32 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.70896(15) _cell_length_b 18.3370(3) _cell_length_c 14.9610(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.102(2) _cell_angle_gamma 90.00 _cell_volume 2937.36(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 37610 _cell_measurement_theta_min 2.1982 _cell_measurement_theta_max 29.2234 _exptl_crystal_description tablet _exptl_crystal_colour orange _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.459 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 0.732 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.96416 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur, Eos' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean 16.1419 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 95434 _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_sigmaI/netI 0.0175 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 29.29 _reflns_number_total 7619 _reflns_number_gt 6686 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens XP' _computing_publication_material SHELXL-97 _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. H atoms of the coordinated double bonds were refined freely bit with a C-H distance restraint (SADI). Methyl hydrogens were refined as components of idealised rigid groups allowed to rotate but not tip. Other hydrogens were included at calculated positions using a riding model. ; _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^)+(0.0355P)^2^+2.8771P] 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 7619 _refine_ls_number_parameters 359 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0389 _refine_ls_R_factor_gt 0.0313 _refine_ls_wR_factor_ref 0.0780 _refine_ls_wR_factor_gt 0.0737 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 Rh Rh 0.378977(14) 0.170465(8) 0.357379(10) 0.02202(5) Uani 1 1 d . . . P1 P 0.44381(5) 0.27541(3) 0.43505(3) 0.02280(10) Uani 1 1 d . . . N1 N 0.61800(16) 0.35432(9) 0.31593(11) 0.0246(3) Uani 1 1 d . . . C2 C 0.59103(17) 0.28895(10) 0.36498(12) 0.0213(4) Uani 1 1 d . . . H2 H 0.6667 0.2731 0.4000 0.026 Uiso 1 1 calc R . . P3 P 0.54329(4) 0.21676(3) 0.28572(3) 0.01994(10) Uani 1 1 d . . . C3A C 0.51656(17) 0.28587(11) 0.20227(12) 0.0228(4) Uani 1 1 d . . . C4 C 0.45727(19) 0.27859(13) 0.11907(13) 0.0303(4) Uani 1 1 d . . . H4 H 0.4227 0.2330 0.1014 0.036 Uiso 1 1 calc R . . C5 C 0.4489(2) 0.33800(15) 0.06228(15) 0.0371(5) Uani 1 1 d . . . H5 H 0.4072 0.3339 0.0059 0.045 Uiso 1 1 calc R . . C6 C 0.5022(2) 0.40376(14) 0.08874(15) 0.0358(5) Uani 1 1 d . . . H6 H 0.4975 0.4441 0.0490 0.043 Uiso 1 1 calc R . . C7 C 0.5620(2) 0.41280(12) 0.17093(14) 0.0304(4) Uani 1 1 d . . . H7 H 0.5981 0.4583 0.1872 0.037 Uiso 1 1 calc R . . C7A C 0.56786(17) 0.35312(11) 0.22946(13) 0.0233(4) Uani 1 1 d . . . C8 C 0.69154(19) 0.41434(11) 0.35410(14) 0.0272(4) Uani 1 1 d . . . H8A H 0.6759 0.4164 0.4191 0.033 Uiso 1 1 calc R . . H8B H 0.6602 0.4605 0.3277 0.033 Uiso 1 1 calc R . . C9 C 0.8347(2) 0.41115(12) 0.34111(17) 0.0353(5) Uani 1 1 d . . . C10 C 0.8644(2) 0.41418(16) 0.24188(19) 0.0489(7) Uani 1 1 d . . . H10A H 0.9551 0.4122 0.2346 0.073 Uiso 1 1 calc R . . H10B H 0.8319 0.4597 0.2162 0.073 Uiso 1 1 calc R . . H10C H 0.8254 0.3726 0.2111 0.073 Uiso 1 1 calc R . . C11 C 0.8890(2) 0.47877(14) 0.38814(18) 0.0426(6) Uani 1 1 d . . . H11A H 0.8722 0.4761 0.4522 0.064 Uiso 1 1 calc R . . H11B H 0.8501 0.5227 0.3629 0.064 Uiso 1 1 calc R . . H11C H 0.9794 0.4806 0.3794 0.064 Uiso 1 1 calc R . . C12 C 0.8905(3) 0.34229(16) 0.3811(3) 0.0619(9) Uani 1 1 d . . . H12A H 0.8542 0.2996 0.3508 0.093 Uiso 1 1 calc R . . H12B H 0.8721 0.3401 0.4449 0.093 Uiso 1 1 calc R . . H12C H 0.9811 0.3425 0.3733 0.093 Uiso 1 1 calc R . . C13 C 0.5168(2) 0.26126(12) 0.55027(13) 0.0334(5) Uani 1 1 d . . . C14 C 0.5839(3) 0.18770(14) 0.54699(15) 0.0402(5) Uani 1 1 d . . . H14A H 0.6238 0.1777 0.6052 0.060 Uiso 1 1 calc R . . H14B H 0.6476 0.1891 0.5009 0.060 Uiso 1 1 calc R . . H14C H 0.5233 0.1492 0.5328 0.060 Uiso 1 1 calc R . . C15 C 0.4181(3) 0.25854(16) 0.62280(16) 0.0483(6) Uani 1 1 d . . . H15A H 0.3474 0.2287 0.6020 0.072 Uiso 1 1 calc R . . H15B H 0.3891 0.3081 0.6355 0.072 Uiso 1 1 calc R . . H15C H 0.4546 0.2371 0.6773 0.072 Uiso 1 1 calc R . . C16 C 0.6135(3) 0.31988(16) 0.57560(17) 0.0505(7) Uani 1 1 d . . . H16A H 0.5725 0.3676 0.5778 0.076 Uiso 1 1 calc R . . H16B H 0.6791 0.3209 0.5308 0.076 Uiso 1 1 calc R . . H16C H 0.6506 0.3086 0.6343 0.076 Uiso 1 1 calc R . . C17 C 0.3357(2) 0.35672(12) 0.42849(17) 0.0348(5) Uani 1 1 d . . . C18 C 0.2800(3) 0.35746(16) 0.33374(18) 0.0493(7) Uani 1 1 d . . . H18A H 0.2170 0.3961 0.3287 0.074 Uiso 1 1 calc R . . H18B H 0.2410 0.3102 0.3208 0.074 Uiso 1 1 calc R . . H18C H 0.3463 0.3666 0.2909 0.074 Uiso 1 1 calc R . . C19 C 0.2278(2) 0.34659(15) 0.49358(19) 0.0441(6) Uani 1 1 d . . . H19A H 0.2587 0.3539 0.5550 0.066 Uiso 1 1 calc R . . H19B H 0.1939 0.2972 0.4874 0.066 Uiso 1 1 calc R . . H19C H 0.1620 0.3822 0.4799 0.066 Uiso 1 1 calc R . . C20 C 0.3981(3) 0.43006(15) 0.4488(3) 0.0681(10) Uani 1 1 d . . . H20A H 0.3361 0.4692 0.4429 0.102 Uiso 1 1 calc R . . H20B H 0.4655 0.4384 0.4066 0.102 Uiso 1 1 calc R . . H20C H 0.4327 0.4296 0.5099 0.102 Uiso 1 1 calc R . . C21 C 0.2653(2) 0.11044(15) 0.46091(15) 0.0411(6) Uani 1 1 d D . . H21 H 0.291(3) 0.1333(15) 0.5126(15) 0.049(8) Uiso 1 1 d D . . C22 C 0.1858(2) 0.14857(14) 0.40807(18) 0.0399(6) Uani 1 1 d D . . H22 H 0.163(3) 0.1942(12) 0.428(2) 0.055(9) Uiso 1 1 d D . . C23 C 0.1091(2) 0.11904(15) 0.33208(18) 0.0445(6) Uani 1 1 d . . . H23A H 0.0789 0.1604 0.2950 0.053 Uiso 1 1 calc R . . H23B H 0.0350 0.0943 0.3565 0.053 Uiso 1 1 calc R . . C24 C 0.1764(2) 0.06618(14) 0.27293(16) 0.0394(5) Uani 1 1 d . . . H24A H 0.1330 0.0644 0.2140 0.047 Uiso 1 1 calc R . . H24B H 0.1720 0.0169 0.2997 0.047 Uiso 1 1 calc R . . C25 C 0.3129(2) 0.08572(12) 0.25918(15) 0.0334(5) Uani 1 1 d D . . H25 H 0.336(2) 0.1046(14) 0.2058(14) 0.039(7) Uiso 1 1 d D . . C26 C 0.4086(2) 0.05867(12) 0.31061(17) 0.0351(5) Uani 1 1 d D . . H26 H 0.4863(19) 0.0586(16) 0.2894(18) 0.044(8) Uiso 1 1 d D . . C27 C 0.3949(3) 0.00951(15) 0.3901(2) 0.0486(7) Uani 1 1 d . . . H27A H 0.4749 0.0093 0.4244 0.058 Uiso 1 1 calc R . . H27B H 0.3800 -0.0408 0.3683 0.058 Uiso 1 1 calc R . . C28 C 0.2902(2) 0.02995(16) 0.45356(18) 0.0475(7) Uani 1 1 d . . . H28A H 0.2124 0.0055 0.4330 0.057 Uiso 1 1 calc R . . H28B H 0.3116 0.0109 0.5138 0.057 Uiso 1 1 calc R . . B B 0.7506(2) 0.12794(14) 0.30029(16) 0.0300(5) Uani 1 1 d . . . O1 O 0.65461(13) 0.17012(7) 0.24904(9) 0.0252(3) Uani 1 1 d . . . F2 F 0.82026(13) 0.08945(8) 0.23941(9) 0.0411(3) Uani 1 1 d . . . F3 F 0.82621(16) 0.17539(9) 0.34777(12) 0.0550(4) Uani 1 1 d . . . F4 F 0.69537(16) 0.08079(11) 0.35933(12) 0.0649(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Rh 0.01930(8) 0.02342(8) 0.02352(8) -0.00082(5) 0.00481(5) -0.00431(6) P1 0.0240(2) 0.0230(2) 0.0216(2) -0.00088(18) 0.00531(18) -0.00256(19) N1 0.0255(8) 0.0230(8) 0.0252(8) 0.0035(6) 0.0009(6) -0.0061(7) C2 0.0196(9) 0.0235(9) 0.0209(8) 0.0020(7) 0.0014(7) -0.0028(7) P3 0.0181(2) 0.0214(2) 0.0204(2) 0.00116(17) 0.00308(17) -0.00156(17) C3A 0.0177(8) 0.0289(10) 0.0220(9) 0.0038(7) 0.0035(7) 0.0015(7) C4 0.0225(10) 0.0434(12) 0.0250(9) 0.0003(9) 0.0001(8) -0.0012(9) C5 0.0271(11) 0.0612(16) 0.0231(10) 0.0099(10) -0.0004(8) 0.0056(10) C6 0.0320(11) 0.0436(13) 0.0320(11) 0.0178(10) 0.0085(9) 0.0126(10) C7 0.0305(11) 0.0279(10) 0.0332(11) 0.0080(8) 0.0085(8) 0.0049(8) C7A 0.0186(9) 0.0274(9) 0.0241(9) 0.0044(7) 0.0039(7) 0.0009(7) C8 0.0256(10) 0.0223(9) 0.0338(10) -0.0009(8) 0.0033(8) -0.0058(8) C9 0.0245(10) 0.0274(11) 0.0541(14) -0.0022(10) 0.0020(9) -0.0064(8) C10 0.0326(13) 0.0505(15) 0.0642(17) -0.0187(13) 0.0203(12) -0.0114(11) C11 0.0339(12) 0.0419(14) 0.0519(14) -0.0061(11) -0.0015(10) -0.0125(10) C12 0.0284(13) 0.0452(16) 0.112(3) 0.0182(16) -0.0024(15) -0.0029(11) C13 0.0466(13) 0.0340(11) 0.0195(9) -0.0011(8) 0.0019(9) -0.0101(10) C14 0.0475(14) 0.0449(13) 0.0277(11) 0.0059(10) -0.0084(10) 0.0002(11) C15 0.0675(18) 0.0522(15) 0.0257(11) 0.0039(10) 0.0129(11) -0.0054(13) C16 0.0703(19) 0.0541(16) 0.0266(11) -0.0015(10) -0.0096(12) -0.0235(14) C17 0.0285(11) 0.0258(10) 0.0506(13) -0.0014(9) 0.0118(10) 0.0023(8) C18 0.0411(14) 0.0560(16) 0.0512(15) 0.0143(13) 0.0127(11) 0.0260(13) C19 0.0376(13) 0.0440(14) 0.0513(15) -0.0102(11) 0.0182(11) 0.0046(11) C20 0.0410(15) 0.0260(13) 0.138(3) -0.0121(16) 0.0136(18) 0.0008(11) C21 0.0382(13) 0.0572(15) 0.0283(11) -0.0011(10) 0.0099(9) -0.0249(11) C22 0.0268(11) 0.0385(13) 0.0552(15) -0.0051(11) 0.0184(10) -0.0077(10) C23 0.0270(11) 0.0506(15) 0.0559(15) 0.0118(12) -0.0038(10) -0.0047(10) C24 0.0381(13) 0.0403(13) 0.0392(12) 0.0060(10) -0.0130(10) -0.0120(10) C25 0.0454(13) 0.0271(10) 0.0279(10) -0.0013(8) 0.0043(9) -0.0046(9) C26 0.0281(11) 0.0232(10) 0.0546(14) -0.0011(9) 0.0124(10) -0.0012(8) C27 0.0421(14) 0.0370(13) 0.0665(17) 0.0204(12) -0.0062(12) -0.0002(11) C28 0.0354(13) 0.0586(17) 0.0483(14) 0.0305(13) -0.0072(11) -0.0140(12) B 0.0269(11) 0.0317(12) 0.0316(12) 0.0024(9) 0.0012(9) 0.0055(9) O1 0.0232(7) 0.0277(7) 0.0249(7) 0.0009(5) 0.0041(5) 0.0032(5) F2 0.0392(7) 0.0387(7) 0.0453(8) -0.0078(6) 0.0016(6) 0.0154(6) F3 0.0455(9) 0.0556(10) 0.0630(10) -0.0237(8) -0.0241(8) 0.0158(7) F4 0.0495(10) 0.0782(12) 0.0674(11) 0.0469(10) 0.0105(8) 0.0132(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rh C26 2.191(2) . ? Rh C25 2.244(2) . ? Rh P3 2.2448(5) . ? Rh C22 2.253(2) . ? Rh C21 2.272(2) . ? Rh P1 2.3462(5) . ? P1 C17 1.889(2) . ? P1 C13 1.897(2) . ? P1 C2 1.9260(19) . ? N1 C7A 1.391(2) . ? N1 C2 1.438(2) . ? N1 C8 1.463(2) . ? C2 P3 1.8429(19) . ? P3 O1 1.5745(14) . ? P3 C3A 1.7980(19) . ? C3A C4 1.393(3) . ? C3A C7A 1.407(3) . ? C4 C5 1.383(3) . ? C5 C6 1.388(4) . ? C6 C7 1.385(3) . ? C7 C7A 1.402(3) . ? C8 C9 1.550(3) . ? C9 C12 1.515(4) . ? C9 C10 1.525(4) . ? C9 C11 1.535(3) . ? C13 C14 1.529(4) . ? C13 C15 1.530(3) . ? C13 C16 1.535(3) . ? C17 C18 1.527(4) . ? C17 C20 1.530(4) . ? C17 C19 1.536(3) . ? C21 C22 1.346(4) . ? C21 C28 1.504(4) . ? C22 C23 1.492(4) . ? C23 C24 1.506(4) . ? C24 C25 1.523(3) . ? C25 C26 1.363(3) . ? C26 C27 1.502(3) . ? C27 C28 1.530(4) . ? B F3 1.377(3) . ? B F4 1.378(3) . ? B F2 1.382(3) . ? B O1 1.488(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C26 Rh C25 35.77(9) . . ? C26 Rh P3 94.70(6) . . ? C25 Rh P3 100.93(6) . . ? C26 Rh C22 94.59(9) . . ? C25 Rh C22 79.45(9) . . ? P3 Rh C22 164.03(7) . . ? C26 Rh C21 81.20(9) . . ? C25 Rh C21 86.82(9) . . ? P3 Rh C21 160.68(7) . . ? C22 Rh C21 34.61(10) . . ? C26 Rh P1 151.93(7) . . ? C25 Rh P1 168.24(6) . . ? P3 Rh P1 72.490(17) . . ? C22 Rh P1 104.14(7) . . ? C21 Rh P1 102.53(7) . . ? C17 P1 C13 113.37(11) . . ? C17 P1 C2 112.17(9) . . ? C13 P1 C2 100.66(9) . . ? C17 P1 Rh 116.50(8) . . ? C13 P1 Rh 116.79(7) . . ? C2 P1 Rh 94.22(6) . . ? C7A N1 C2 112.56(16) . . ? C7A N1 C8 124.75(16) . . ? C2 N1 C8 122.68(16) . . ? N1 C2 P3 109.05(12) . . ? N1 C2 P1 124.05(14) . . ? P3 C2 P1 92.17(8) . . ? O1 P3 C3A 104.62(8) . . ? O1 P3 C2 114.33(8) . . ? C3A P3 C2 88.80(9) . . ? O1 P3 Rh 124.52(6) . . ? C3A P3 Rh 118.84(6) . . ? C2 P3 Rh 100.05(6) . . ? C4 C3A C7A 120.74(18) . . ? C4 C3A P3 128.08(17) . . ? C7A C3A P3 111.15(14) . . ? C5 C4 C3A 119.8(2) . . ? C4 C5 C6 119.2(2) . . ? C7 C6 C5 122.5(2) . . ? C6 C7 C7A 118.4(2) . . ? N1 C7A C7 125.47(19) . . ? N1 C7A C3A 115.11(17) . . ? C7 C7A C3A 119.39(18) . . ? N1 C8 C9 116.67(17) . . ? C12 C9 C10 109.0(2) . . ? C12 C9 C11 110.4(2) . . ? C10 C9 C11 109.4(2) . . ? C12 C9 C8 111.44(19) . . ? C10 C9 C8 110.3(2) . . ? C11 C9 C8 106.22(19) . . ? C14 C13 C15 109.0(2) . . ? C14 C13 C16 108.1(2) . . ? C15 C13 C16 108.6(2) . . ? C14 C13 P1 106.09(14) . . ? C15 C13 P1 111.76(18) . . ? C16 C13 P1 113.13(16) . . ? C18 C17 C20 109.8(3) . . ? C18 C17 C19 107.7(2) . . ? C20 C17 C19 108.1(2) . . ? C18 C17 P1 106.45(16) . . ? C20 C17 P1 114.73(18) . . ? C19 C17 P1 109.84(17) . . ? C22 C21 C28 125.3(2) . . ? C22 C21 Rh 71.89(13) . . ? C28 C21 Rh 109.13(16) . . ? C21 C22 C23 126.3(2) . . ? C21 C22 Rh 73.49(13) . . ? C23 C22 Rh 107.71(16) . . ? C22 C23 C24 114.7(2) . . ? C23 C24 C25 113.6(2) . . ? C26 C25 C24 123.4(2) . . ? C26 C25 Rh 70.01(13) . . ? C24 C25 Rh 111.47(15) . . ? C25 C26 C27 125.6(2) . . ? C25 C26 Rh 74.22(13) . . ? C27 C26 Rh 106.97(18) . . ? C26 C27 C28 115.3(2) . . ? C21 C28 C27 114.7(2) . . ? F3 B F4 108.7(2) . . ? F3 B F2 110.11(19) . . ? F4 B F2 110.2(2) . . ? F3 B O1 109.33(19) . . ? F4 B O1 110.82(18) . . ? F2 B O1 107.59(18) . . ? B O1 P3 128.56(13) . . ? _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 28.50 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.936 _refine_diff_density_min -0.694 _refine_diff_density_rms 0.074 _iucr_refine_instructions_details ; TITL grobuu in P2(1)/n CELL 0.71073 10.708958 18.337045 14.961024 90.0000 91.1016 90.0000 ZERR 4.00 0.00015 0.00025 0.0002 0.0000 0.002 0.0000 LATT 1 SYMM -x+1/2, y+1/2,-z+1/2 SFAC C H B N F P Rh O UNIT 112 184 4 4 12 8 4 4 TEMP -123 SIZE 0.35 0.25 0.12 L.S. 4 ACTA 57 FMAP 2 PLAN 10 WGHT 0.035500 2.877100 FVAR 2.76098 RH 7 0.378977 0.170465 0.357379 11.00000 0.01930 0.02342 = 0.02352 -0.00082 0.00481 -0.00431 P1 6 0.443814 0.275411 0.435052 11.00000 0.02397 0.02299 = 0.02164 -0.00088 0.00531 -0.00256 N1 4 0.618003 0.354324 0.315935 11.00000 0.02550 0.02299 = 0.02521 0.00349 0.00089 -0.00609 C2 1 0.591027 0.288948 0.364982 11.00000 0.01960 0.02350 = 0.02089 0.00195 0.00136 -0.00283 AFIX 13 H2 2 0.666722 0.273115 0.400032 11.00000 -1.20000 AFIX 0 P3 6 0.543295 0.216763 0.285718 11.00000 0.01812 0.02142 = 0.02037 0.00116 0.00308 -0.00156 C3A 1 0.516556 0.285875 0.202270 11.00000 0.01774 0.02889 = 0.02201 0.00384 0.00351 0.00153 C4 1 0.457272 0.278594 0.119072 11.00000 0.02245 0.04340 = 0.02503 0.00035 0.00012 -0.00117 AFIX 43 H4 2 0.422706 0.232992 0.101386 11.00000 -1.20000 AFIX 0 C5 1 0.448900 0.338003 0.062278 11.00000 0.02710 0.06118 = 0.02309 0.00988 -0.00038 0.00558 AFIX 43 H5 2 0.407206 0.333861 0.005884 11.00000 -1.20000 AFIX 0 C6 1 0.502206 0.403757 0.088745 11.00000 0.03202 0.04362 = 0.03205 0.01780 0.00852 0.01261 AFIX 43 H6 2 0.497509 0.444087 0.048965 11.00000 -1.20000 AFIX 0 C7 1 0.561974 0.412803 0.170930 11.00000 0.03050 0.02785 = 0.03322 0.00795 0.00852 0.00490 AFIX 43 H7 2 0.598094 0.458330 0.187242 11.00000 -1.20000 AFIX 0 C7A 1 0.567864 0.353125 0.229465 11.00000 0.01861 0.02739 = 0.02407 0.00440 0.00392 0.00087 C8 1 0.691535 0.414341 0.354101 11.00000 0.02558 0.02230 = 0.03383 -0.00087 0.00329 -0.00581 AFIX 23 H8A 2 0.675878 0.416352 0.419055 11.00000 -1.20000 H8B 2 0.660156 0.460486 0.327676 11.00000 -1.20000 AFIX 0 C9 1 0.834657 0.411150 0.341108 11.00000 0.02447 0.02738 = 0.05413 -0.00222 0.00202 -0.00639 C10 1 0.864431 0.414177 0.241884 11.00000 0.03264 0.05054 = 0.06416 -0.01870 0.02026 -0.01145 AFIX 137 H10A 2 0.955114 0.412211 0.234578 11.00000 -1.50000 H10B 2 0.831880 0.459681 0.216188 11.00000 -1.50000 H10C 2 0.825428 0.372583 0.211136 11.00000 -1.50000 AFIX 0 C11 1 0.889020 0.478774 0.388143 11.00000 0.03388 0.04187 = 0.05189 -0.00608 -0.00152 -0.01247 AFIX 137 H11A 2 0.872225 0.476128 0.452221 11.00000 -1.50000 H11B 2 0.850132 0.522749 0.362884 11.00000 -1.50000 H11C 2 0.979414 0.480623 0.379352 11.00000 -1.50000 AFIX 0 C12 1 0.890453 0.342285 0.381071 11.00000 0.02843 0.04521 = 0.11193 0.01823 -0.00240 -0.00286 AFIX 137 H12A 2 0.854217 0.299631 0.350822 11.00000 -1.50000 H12B 2 0.872124 0.340143 0.444942 11.00000 -1.50000 H12C 2 0.981109 0.342537 0.373298 11.00000 -1.50000 AFIX 0 C13 1 0.516811 0.261256 0.550270 11.00000 0.04665 0.03399 = 0.01948 -0.00112 0.00185 -0.01013 C14 1 0.583882 0.187699 0.546985 11.00000 0.04749 0.04489 = 0.02774 0.00588 -0.00842 0.00018 AFIX 137 H14A 2 0.623761 0.177701 0.605206 11.00000 -1.50000 H14B 2 0.647592 0.189095 0.500863 11.00000 -1.50000 H14C 2 0.523271 0.149166 0.532782 11.00000 -1.50000 AFIX 0 C15 1 0.418110 0.258542 0.622798 11.00000 0.06747 0.05215 = 0.02571 0.00387 0.01290 -0.00539 AFIX 137 H15A 2 0.347397 0.228703 0.602021 11.00000 -1.50000 H15B 2 0.389106 0.308090 0.635512 11.00000 -1.50000 H15C 2 0.454610 0.237095 0.677313 11.00000 -1.50000 AFIX 0 C16 1 0.613488 0.319877 0.575600 11.00000 0.07027 0.05408 = 0.02659 -0.00151 -0.00959 -0.02349 AFIX 137 H16A 2 0.572494 0.367607 0.577814 11.00000 -1.50000 H16B 2 0.679054 0.320899 0.530814 11.00000 -1.50000 H16C 2 0.650644 0.308553 0.634344 11.00000 -1.50000 AFIX 0 C17 1 0.335661 0.356722 0.428492 11.00000 0.02847 0.02576 = 0.05064 -0.00140 0.01176 0.00227 C18 1 0.280002 0.357462 0.333737 11.00000 0.04110 0.05596 = 0.05119 0.01428 0.01273 0.02596 AFIX 137 H18A 2 0.216980 0.396071 0.328725 11.00000 -1.50000 H18B 2 0.240977 0.310196 0.320762 11.00000 -1.50000 H18C 2 0.346334 0.366592 0.290924 11.00000 -1.50000 AFIX 0 C19 1 0.227781 0.346590 0.493577 11.00000 0.03760 0.04397 = 0.05134 -0.01019 0.01822 0.00464 AFIX 137 H19A 2 0.258675 0.353920 0.555003 11.00000 -1.50000 H19B 2 0.193901 0.297164 0.487373 11.00000 -1.50000 H19C 2 0.161956 0.382225 0.479867 11.00000 -1.50000 AFIX 0 C20 1 0.398083 0.430061 0.448824 11.00000 0.04105 0.02600 = 0.13766 -0.01206 0.01364 0.00078 AFIX 137 H20A 2 0.336136 0.469190 0.442944 11.00000 -1.50000 H20B 2 0.465452 0.438402 0.406603 11.00000 -1.50000 H20C 2 0.432651 0.429574 0.509949 11.00000 -1.50000 AFIX 0 SADI C21 H21 C22 H22 C25 H25 C26 H26 C21 1 0.265332 0.110440 0.460908 11.00000 0.03816 0.05718 = 0.02825 -0.00107 0.00985 -0.02489 H21 2 0.290579 0.133277 0.512613 11.00000 0.04919 C22 1 0.185831 0.148569 0.408069 11.00000 0.02679 0.03852 = 0.05521 -0.00507 0.01840 -0.00771 H22 2 0.163136 0.194201 0.427814 11.00000 0.05482 C23 1 0.109078 0.119045 0.332079 11.00000 0.02697 0.05055 = 0.05589 0.01178 -0.00381 -0.00468 AFIX 23 H23A 2 0.078854 0.160379 0.294999 11.00000 -1.20000 H23B 2 0.034965 0.094329 0.356512 11.00000 -1.20000 AFIX 0 C24 1 0.176399 0.066183 0.272929 11.00000 0.03809 0.04029 = 0.03922 0.00604 -0.01296 -0.01198 AFIX 23 H24A 2 0.132967 0.064386 0.213955 11.00000 -1.20000 H24B 2 0.171951 0.016884 0.299655 11.00000 -1.20000 AFIX 0 C25 1 0.312881 0.085722 0.259182 11.00000 0.04542 0.02709 = 0.02794 -0.00131 0.00425 -0.00456 H25 2 0.335865 0.104628 0.205782 11.00000 0.03884 C26 1 0.408552 0.058665 0.310609 11.00000 0.02807 0.02322 = 0.05455 -0.00113 0.01236 -0.00120 H26 2 0.486266 0.058620 0.289376 11.00000 0.04413 C27 1 0.394908 0.009512 0.390097 11.00000 0.04209 0.03703 = 0.06652 0.02043 -0.00618 -0.00017 AFIX 23 H27A 2 0.474881 0.009334 0.424410 11.00000 -1.20000 H27B 2 0.379951 -0.040780 0.368336 11.00000 -1.20000 AFIX 0 C28 1 0.290158 0.029946 0.453559 11.00000 0.03539 0.05856 = 0.04825 0.03048 -0.00721 -0.01397 AFIX 23 H28A 2 0.212372 0.005474 0.432992 11.00000 -1.20000 H28B 2 0.311582 0.010853 0.513820 11.00000 -1.20000 AFIX 0 B 3 0.750642 0.127939 0.300285 11.00000 0.02689 0.03173 = 0.03155 0.00242 0.00119 0.00555 O1 8 0.654614 0.170119 0.249039 11.00000 0.02324 0.02770 = 0.02489 0.00091 0.00405 0.00319 F2 5 0.820262 0.089453 0.239405 11.00000 0.03917 0.03873 = 0.04532 -0.00782 0.00159 0.01541 F3 5 0.826211 0.175393 0.347773 11.00000 0.04550 0.05560 = 0.06301 -0.02373 -0.02411 0.01581 F4 5 0.695369 0.080788 0.359327 11.00000 0.04948 0.07821 = 0.06736 0.04693 0.01053 0.01325 HKLF 4 ; #============================================================================= # end of cif data for "grobuu" (compound 4) #============================================================================= #============================================================================= # end of cif file #============================================================================= _database_code_depnum_ccdc_archive 'CCDC 942138'