# Electronic Supplementary Material (ESI) for Dalton Transactions # 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_e2476n _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H32 Cl2 Hg N2 O2' _chemical_formula_sum 'C30 H32 Cl2 Hg N2 O2' _chemical_formula_weight 724.07 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' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 _symmetry_space_group_name_Hall 'C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 21.3268(4) _cell_length_b 6.66500(10) _cell_length_c 22.7400(4) _cell_angle_alpha 90.00 _cell_angle_beta 116.166(2) _cell_angle_gamma 90.00 _cell_volume 2901.08(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9894 _cell_measurement_theta_min 3.50 _cell_measurement_theta_max 30.42 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.658 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 5.519 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6987 _exptl_absorpt_correction_T_max 0.7699 _exptl_absorpt_process_details sadabs _exptl_special_details ; There is no symetry center,the molecule is chiral ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 49491 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0229 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 30.51 _reflns_number_total 7931 _reflns_number_gt 7329 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0186P)^2^+0.5987P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.012(5) _chemical_absolute_configuration rm _refine_ls_number_reflns 7931 _refine_ls_number_parameters 339 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0197 _refine_ls_R_factor_gt 0.0164 _refine_ls_wR_factor_ref 0.0374 _refine_ls_wR_factor_gt 0.0363 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.005 _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 Hg1 Hg 1.0000 2.217246(15) 0.5000 0.02480(5) Uani 1 2 d S . . Hg2 Hg 0.5000 -0.462078(14) 0.0000 0.02556(6) Uani 1 2 d S . . Cl1 Cl 0.42839(5) -0.5373(2) 0.05105(5) 0.0429(3) Uani 1 1 d . . . Cl2 Cl 1.07719(5) 2.2914(2) 0.45495(5) 0.0400(3) Uani 1 1 d . . . N1 N 0.56762(13) -0.1829(5) 0.06850(13) 0.0238(7) Uani 1 1 d . . . C1 C 0.62679(16) -0.1148(8) 0.06811(16) 0.0267(8) Uani 1 1 d . . . H1 H 0.6476 -0.1910 0.0460 0.032 Uiso 1 1 calc R . . C2 C 0.65851(16) 0.0619(8) 0.09862(15) 0.0270(8) Uani 1 1 d . . . H2 H 0.7001 0.1056 0.0971 0.032 Uiso 1 1 calc R . . C3 C 0.62949(16) 0.1748(7) 0.13144(16) 0.0230(8) Uani 1 1 d . . . C4 C 0.56786(18) 0.1074(7) 0.13071(18) 0.0318(10) Uani 1 1 d . . . H4 H 0.5454 0.1820 0.1516 0.038 Uiso 1 1 calc R . . C5 C 0.53950(18) -0.0708(7) 0.09904(18) 0.0329(10) Uani 1 1 d . . . H5 H 0.4973 -0.1159 0.0991 0.040 Uiso 1 1 calc R . . C6 C 0.66106(17) 0.3591(7) 0.16387(16) 0.0248(8) Uani 1 1 d . . . C7 C 0.68929(15) 0.5083(7) 0.19181(15) 0.0231(8) Uani 1 1 d . . . C8 C 0.72255(16) 0.6892(7) 0.22314(15) 0.0226(8) Uani 1 1 d . . . C9 C 0.78341(16) 0.7549(6) 0.21972(15) 0.0215(6) Uani 1 1 d . . . C10 C 0.81392(16) 0.9356(6) 0.24778(15) 0.0232(7) Uani 1 1 d . . . H10 H 0.8539 0.9818 0.2436 0.028 Uiso 1 1 calc R . . C11 C 0.78650(15) 1.0497(7) 0.28186(15) 0.0198(6) Uani 1 1 d . . . C12 C 0.72653(17) 0.9821(6) 0.28754(16) 0.0240(8) Uani 1 1 d . . . C13 C 0.69452(16) 0.8062(6) 0.25709(16) 0.0238(7) Uani 1 1 d . . . H13 H 0.6530 0.7638 0.2591 0.029 Uiso 1 1 calc R . . O1 O 0.80901(12) 0.6278(4) 0.18857(12) 0.0317(6) Uani 1 1 d . . . C14 C 0.86583(16) 0.6946(9) 0.17605(17) 0.0332(9) Uani 1 1 d . . . H14A H 0.9055 0.7383 0.2173 0.040 Uiso 1 1 calc R . . H14B H 0.8510 0.8089 0.1451 0.040 Uiso 1 1 calc R . . C15 C 0.88715(14) 0.5174(5) 0.14665(14) 0.0306(6) Uani 1 1 d . . . H15 H 0.9200 0.5697 0.1296 0.037 Uiso 1 1 calc R . . C16 C 0.92691(18) 0.3625(7) 0.19890(16) 0.0448(10) Uani 1 1 d . . . H16A H 0.9684 0.4250 0.2334 0.067 Uiso 1 1 calc R . . H16B H 0.9412 0.2517 0.1792 0.067 Uiso 1 1 calc R . . H16C H 0.8967 0.3109 0.2178 0.067 Uiso 1 1 calc R . . C17 C 0.82644(14) 0.4220(4) 0.08957(13) 0.0359(6) Uani 1 1 d . . . H17A H 0.7956 0.3561 0.1059 0.043 Uiso 1 1 calc R . . H17B H 0.8446 0.3168 0.0704 0.043 Uiso 1 1 calc R . . C18 C 0.78357(19) 0.5701(9) 0.03626(18) 0.0484(10) Uani 1 1 d . . . H18A H 0.7619 0.6679 0.0538 0.073 Uiso 1 1 calc R . . H18B H 0.7471 0.4979 -0.0004 0.073 Uiso 1 1 calc R . . H18C H 0.8140 0.6401 0.0209 0.073 Uiso 1 1 calc R . . O2 O 0.70479(12) 1.1054(4) 0.32253(12) 0.0335(6) Uani 1 1 d . . . C19 C 0.64707(17) 1.0453(9) 0.33396(17) 0.0318(8) Uani 1 1 d . . . H19A H 0.6553 0.9101 0.3540 0.038 Uiso 1 1 calc R . . H19B H 0.6038 1.0414 0.2922 0.038 Uiso 1 1 calc R . . C20 C 0.64038(16) 1.2002(5) 0.38041(15) 0.0355(7) Uani 1 1 d . . . H20 H 0.5987 1.1633 0.3874 0.043 Uiso 1 1 calc R . . C21 C 0.7037(2) 1.1935(10) 0.44636(18) 0.0556(12) Uani 1 1 d . . . H21A H 0.7461 1.2140 0.4404 0.083 Uiso 1 1 calc R . . H21B H 0.7061 1.0626 0.4669 0.083 Uiso 1 1 calc R . . H21C H 0.7001 1.2995 0.4745 0.083 Uiso 1 1 calc R . . C22 C 0.62865(15) 1.4107(5) 0.35190(15) 0.0410(7) Uani 1 1 d . . . H22A H 0.6694 1.4481 0.3442 0.049 Uiso 1 1 calc R . . H22B H 0.6271 1.5048 0.3849 0.049 Uiso 1 1 calc R . . C23 C 0.5625(2) 1.4397(9) 0.2881(2) 0.0598(13) Uani 1 1 d . . . H23A H 0.5685 1.3755 0.2521 0.090 Uiso 1 1 calc R . . H23B H 0.5539 1.5834 0.2790 0.090 Uiso 1 1 calc R . . H23C H 0.5228 1.3788 0.2921 0.090 Uiso 1 1 calc R . . C24 C 0.81967(16) 1.2330(8) 0.31408(14) 0.0231(7) Uani 1 1 d . . . C25 C 0.84711(17) 1.3829(7) 0.34139(16) 0.0259(8) Uani 1 1 d . . . C26 C 0.87789(16) 1.5675(7) 0.37301(15) 0.0214(7) Uani 1 1 d . . . C27 C 0.93840(17) 1.6427(7) 0.37134(16) 0.0267(9) Uani 1 1 d . . . H27 H 0.9605 1.5703 0.3497 0.032 Uiso 1 1 calc R . . C28 C 0.96563(17) 1.8237(7) 0.40166(16) 0.0272(9) Uani 1 1 d . . . H28 H 1.0071 1.8730 0.4009 0.033 Uiso 1 1 calc R . . N2 N 0.93584(13) 1.9319(6) 0.43203(13) 0.0243(7) Uani 1 1 d . . . C29 C 0.87832(18) 1.8615(8) 0.43326(16) 0.0294(9) Uani 1 1 d . . . H29 H 0.8572 1.9385 0.4549 0.035 Uiso 1 1 calc R . . C30 C 0.84724(17) 1.6812(8) 0.40459(16) 0.0303(9) Uani 1 1 d . . . H30 H 0.8059 1.6366 0.4065 0.036 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Hg1 0.02838(10) 0.01652(15) 0.02845(10) 0.000 0.01157(9) 0.000 Hg2 0.02607(10) 0.01673(15) 0.03226(11) 0.000 0.01138(9) 0.000 Cl1 0.0439(5) 0.0346(8) 0.0600(6) 0.0105(5) 0.0318(5) -0.0010(4) Cl2 0.0424(5) 0.0341(8) 0.0514(5) 0.0098(4) 0.0278(4) -0.0003(4) N1 0.0239(13) 0.021(2) 0.0243(14) -0.0070(12) 0.0084(11) -0.0012(12) C1 0.0246(14) 0.024(2) 0.0327(17) -0.0062(16) 0.0141(13) -0.0045(14) C2 0.0261(13) 0.027(2) 0.0304(16) -0.0058(15) 0.0147(12) -0.0033(14) C3 0.0227(12) 0.018(2) 0.0226(13) 0.0027(12) 0.0051(10) -0.0029(12) C4 0.0314(16) 0.025(3) 0.041(2) -0.0101(17) 0.0182(15) -0.0014(15) C5 0.0247(15) 0.032(3) 0.043(2) -0.0112(19) 0.0155(15) -0.0136(16) C6 0.0247(13) 0.021(2) 0.0257(14) 0.0011(13) 0.0081(11) 0.0002(13) C7 0.0208(11) 0.022(2) 0.0228(13) 0.0025(12) 0.0064(10) 0.0000(12) C8 0.0241(12) 0.019(2) 0.0229(12) -0.0009(12) 0.0088(10) 0.0020(12) C9 0.0251(12) 0.0136(17) 0.0256(12) 0.0002(11) 0.0110(10) -0.0017(11) C10 0.0240(13) 0.0223(19) 0.0264(14) -0.0020(12) 0.0138(11) -0.0011(12) C11 0.0210(11) 0.0111(16) 0.0256(13) 0.0006(12) 0.0088(10) -0.0049(12) C12 0.0280(13) 0.020(2) 0.0263(13) -0.0022(11) 0.0145(11) 0.0009(11) C13 0.0236(13) 0.0151(19) 0.0320(15) 0.0004(12) 0.0115(11) -0.0055(11) O1 0.0374(11) 0.0216(14) 0.0473(12) -0.0120(10) 0.0289(10) -0.0081(9) C14 0.0283(13) 0.032(2) 0.0454(16) -0.0035(15) 0.0223(12) -0.0060(14) C15 0.0338(13) 0.0269(19) 0.0390(14) -0.0043(12) 0.0233(12) -0.0020(12) C16 0.0471(17) 0.041(3) 0.0457(17) 0.0014(17) 0.0201(14) 0.0120(17) C17 0.0415(14) 0.0279(17) 0.0431(14) -0.0084(12) 0.0232(12) -0.0029(12) C18 0.0530(19) 0.045(3) 0.0451(19) -0.0006(18) 0.0200(16) 0.0028(18) O2 0.0393(11) 0.0225(14) 0.0530(13) -0.0137(10) 0.0335(10) -0.0106(10) C19 0.0351(14) 0.0208(19) 0.0495(17) -0.0082(15) 0.0278(13) -0.0062(14) C20 0.0422(15) 0.0302(19) 0.0463(16) -0.0035(14) 0.0308(14) -0.0026(13) C21 0.066(2) 0.063(3) 0.0446(19) -0.009(2) 0.0317(18) -0.003(2) C22 0.0449(15) 0.0256(18) 0.0625(18) -0.0066(13) 0.0329(14) 0.0001(12) C23 0.059(2) 0.050(3) 0.075(3) 0.017(2) 0.034(2) 0.012(2) C24 0.0268(13) 0.0177(18) 0.0257(13) 0.0027(14) 0.0124(10) 0.0018(13) C25 0.0289(14) 0.022(2) 0.0246(14) -0.0014(14) 0.0096(11) -0.0034(14) C26 0.0268(13) 0.0122(18) 0.0201(13) -0.0012(12) 0.0055(10) 0.0018(12) C27 0.0226(13) 0.027(2) 0.0291(16) -0.0078(15) 0.0097(12) -0.0039(13) C28 0.0244(15) 0.026(2) 0.0325(18) -0.0092(16) 0.0140(13) -0.0036(15) N2 0.0230(13) 0.0163(19) 0.0289(15) -0.0008(12) 0.0072(11) -0.0033(12) C29 0.0328(17) 0.028(2) 0.0288(17) -0.0072(16) 0.0147(14) -0.0010(16) C30 0.0315(15) 0.026(3) 0.0343(17) -0.0016(15) 0.0151(13) -0.0103(15) _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 Hg1 Cl2 2.3433(10) 2_756 ? Hg1 Cl2 2.3433(10) . ? Hg1 N2 2.452(3) . ? Hg1 N2 2.452(3) 2_756 ? Hg2 Cl1 2.3442(10) 2_655 ? Hg2 Cl1 2.3443(10) . ? Hg2 N1 2.447(3) . ? Hg2 N1 2.447(3) 2_655 ? N1 C5 1.330(5) . ? N1 C1 1.345(4) . ? C1 C2 1.383(7) . ? C1 H1 0.9500 . ? C2 C3 1.383(5) . ? C2 H2 0.9500 . ? C3 C4 1.382(5) . ? C3 C6 1.438(6) . ? C4 C5 1.382(6) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C7 1.191(6) . ? C7 C8 1.421(6) . ? C8 C9 1.404(5) . ? C8 C13 1.403(5) . ? C9 O1 1.363(4) . ? C9 C10 1.384(6) . ? C10 C11 1.386(5) . ? C10 H10 0.9500 . ? C11 C12 1.415(4) . ? C11 C24 1.439(6) . ? C12 O2 1.360(4) . ? C12 C13 1.379(5) . ? C13 H13 0.9500 . ? O1 C14 1.432(4) . ? C14 C15 1.522(6) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C17 1.511(4) . ? C15 C16 1.519(5) . ? C15 H15 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.517(5) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? O2 C19 1.423(4) . ? C19 C20 1.528(5) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.513(5) . ? C20 C22 1.520(4) . ? C20 H20 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.526(5) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.186(6) . ? C25 C26 1.430(6) . ? C26 C30 1.390(5) . ? C26 C27 1.400(5) . ? C27 C28 1.384(5) . ? C27 H27 0.9500 . ? C28 N2 1.337(5) . ? C28 H28 0.9500 . ? N2 C29 1.325(4) . ? C29 C30 1.388(7) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl2 Hg1 Cl2 155.65(7) 2_756 . ? Cl2 Hg1 N2 97.75(7) 2_756 . ? Cl2 Hg1 N2 101.09(7) . . ? Cl2 Hg1 N2 101.09(7) 2_756 2_756 ? Cl2 Hg1 N2 97.75(7) . 2_756 ? N2 Hg1 N2 78.28(14) . 2_756 ? Cl1 Hg2 Cl1 155.29(7) 2_655 . ? Cl1 Hg2 N1 98.52(7) 2_655 . ? Cl1 Hg2 N1 100.21(7) . . ? Cl1 Hg2 N1 100.21(7) 2_655 2_655 ? Cl1 Hg2 N1 98.52(7) . 2_655 ? N1 Hg2 N1 81.00(14) . 2_655 ? C5 N1 C1 117.0(4) . . ? C5 N1 Hg2 119.0(2) . . ? C1 N1 Hg2 122.9(3) . . ? N1 C1 C2 122.5(4) . . ? N1 C1 H1 118.8 . . ? C2 C1 H1 118.8 . . ? C3 C2 C1 119.9(3) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C4 C3 C2 117.7(4) . . ? C4 C3 C6 120.8(4) . . ? C2 C3 C6 121.5(3) . . ? C5 C4 C3 118.8(4) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? N1 C5 C4 124.1(4) . . ? N1 C5 H5 118.0 . . ? C4 C5 H5 118.0 . . ? C7 C6 C3 177.8(4) . . ? C6 C7 C8 178.1(4) . . ? C9 C8 C13 119.1(4) . . ? C9 C8 C7 120.4(3) . . ? C13 C8 C7 120.5(3) . . ? O1 C9 C10 124.5(3) . . ? O1 C9 C8 115.3(3) . . ? C10 C9 C8 120.3(4) . . ? C11 C10 C9 120.5(3) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 119.8(4) . . ? C10 C11 C24 121.1(3) . . ? C12 C11 C24 119.0(3) . . ? O2 C12 C13 125.9(3) . . ? O2 C12 C11 114.6(3) . . ? C13 C12 C11 119.5(3) . . ? C12 C13 C8 120.8(3) . . ? C12 C13 H13 119.6 . . ? C8 C13 H13 119.6 . . ? C9 O1 C14 118.5(3) . . ? O1 C14 C15 106.8(4) . . ? O1 C14 H14A 110.4 . . ? C15 C14 H14A 110.4 . . ? O1 C14 H14B 110.4 . . ? C15 C14 H14B 110.4 . . ? H14A C14 H14B 108.6 . . ? C17 C15 C14 113.3(2) . . ? C17 C15 C16 110.9(3) . . ? C14 C15 C16 110.8(3) . . ? C17 C15 H15 107.2 . . ? C14 C15 H15 107.2 . . ? C16 C15 H15 107.2 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 C18 113.5(3) . . ? C15 C17 H17A 108.9 . . ? C18 C17 H17A 108.9 . . ? C15 C17 H17B 108.9 . . ? C18 C17 H17B 108.9 . . ? H17A C17 H17B 107.7 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C12 O2 C19 118.8(3) . . ? O2 C19 C20 106.7(3) . . ? O2 C19 H19A 110.4 . . ? C20 C19 H19A 110.4 . . ? O2 C19 H19B 110.4 . . ? C20 C19 H19B 110.4 . . ? H19A C19 H19B 108.6 . . ? C21 C20 C22 110.9(3) . . ? C21 C20 C19 110.5(3) . . ? C22 C20 C19 112.1(3) . . ? C21 C20 H20 107.7 . . ? C22 C20 H20 107.7 . . ? C19 C20 H20 107.7 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 C23 115.6(3) . . ? C20 C22 H22A 108.4 . . ? C23 C22 H22A 108.4 . . ? C20 C22 H22B 108.4 . . ? C23 C22 H22B 108.4 . . ? H22A C22 H22B 107.4 . . ? 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 . . ? C25 C24 C11 179.1(4) . . ? C24 C25 C26 177.9(4) . . ? C30 C26 C27 117.9(4) . . ? C30 C26 C25 120.8(3) . . ? C27 C26 C25 121.2(3) . . ? C28 C27 C26 119.2(4) . . ? C28 C27 H27 120.4 . . ? C26 C27 H27 120.4 . . ? N2 C28 C27 122.5(4) . . ? N2 C28 H28 118.8 . . ? C27 C28 H28 118.8 . . ? C29 N2 C28 118.4(4) . . ? C29 N2 Hg1 121.7(3) . . ? C28 N2 Hg1 118.9(2) . . ? N2 C29 C30 123.5(4) . . ? N2 C29 H29 118.3 . . ? C30 C29 H29 118.3 . . ? C29 C30 C26 118.6(3) . . ? C29 C30 H30 120.7 . . ? C26 C30 H30 120.7 . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 30.51 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.846 _refine_diff_density_min -0.454 _refine_diff_density_rms 0.064 _database_code_depnum_ccdc_archive 'CCDC 951926' ####################################################################### # # 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_e2757b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C60 H72 Cl4 Hg N4 O4,2(CH Cl3)' _chemical_formula_sum 'C62 H74 Cl10 Hg2 N4 O4' _chemical_formula_weight 1694.93 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' 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P1 _symmetry_space_group_name_Hall 'P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 5.0861(2) _cell_length_b 14.8867(8) _cell_length_c 22.8798(11) _cell_angle_alpha 98.776(4) _cell_angle_beta 94.498(3) _cell_angle_gamma 96.439(2) _cell_volume 1693.20(14) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9982 _cell_measurement_theta_min 2.79 _cell_measurement_theta_max 24.13 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.662 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 836 _exptl_absorpt_coefficient_mu 4.970 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7892 _exptl_absorpt_correction_T_max 0.8260 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 51598 _diffrn_reflns_av_R_equivalents 0.0622 _diffrn_reflns_av_sigmaI/netI 0.0857 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 29.14 _reflns_number_total 15956 _reflns_number_gt 12015 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0692P)^2^+0.2420P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.020(8) _chemical_absolute_configuration ad _refine_ls_number_reflns 15956 _refine_ls_number_parameters 735 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0845 _refine_ls_R_factor_gt 0.0558 _refine_ls_wR_factor_ref 0.1306 _refine_ls_wR_factor_gt 0.1200 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.029 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 Hg1 Hg 1.61808(4) -0.113888(19) 1.351218(16) 0.03049(14) Uani 1 1 d . . . Cl1 Cl 1.7376(9) 0.0173(2) 1.42327(19) 0.0435(9) Uani 1 1 d . . . Cl2 Cl 1.7348(8) -0.2373(3) 1.2849(2) 0.0407(9) Uani 1 1 d . . . Hg2 Hg -1.25130(4) 0.437386(19) 0.871474(16) 0.03304(15) Uani 1 1 d . . . Cl3 Cl -1.3821(10) 0.2945(3) 0.8072(2) 0.0491(10) Uani 1 1 d . . . Cl4 Cl -1.3482(9) 0.5720(3) 0.9317(2) 0.0464(10) Uani 1 1 d . . . N1 N 1.304(2) -0.0548(7) 1.2862(6) 0.031(3) Uani 1 1 d . . . C1 C 1.228(3) -0.0948(8) 1.2321(7) 0.029(3) Uani 1 1 d . . . H1 H 1.3088 -0.1473 1.2177 0.035 Uiso 1 1 calc R . . C2 C 1.046(3) -0.0695(10) 1.1946(8) 0.039(4) Uani 1 1 d . . . H2 H 1.0023 -0.1016 1.1553 0.046 Uiso 1 1 calc R . . C3 C 0.926(2) 0.0065(8) 1.2161(6) 0.023(3) Uani 1 1 d . . . C4 C 1.013(3) 0.0510(10) 1.2702(8) 0.040(4) Uani 1 1 d . . . H4 H 0.9439 0.1058 1.2847 0.048 Uiso 1 1 calc R . . C5 C 1.205(3) 0.0192(10) 1.3063(7) 0.032(3) Uani 1 1 d . . . H5 H 1.2615 0.0514 1.3452 0.039 Uiso 1 1 calc R . . C6 C 0.720(3) 0.0406(10) 1.1772(7) 0.038(4) Uani 1 1 d . . . H6 H 0.6690 0.0046 1.1392 0.045 Uiso 1 1 calc R . . C7 C 0.604(3) 0.1137(8) 1.1895(6) 0.032(3) Uani 1 1 d . . . H7 H 0.6667 0.1535 1.2256 0.038 Uiso 1 1 calc R . . C8 C 0.382(2) 0.1410(9) 1.1525(6) 0.026(3) Uani 1 1 d . . . C9 C 0.291(3) 0.2223(9) 1.1729(6) 0.029(3) Uani 1 1 d . . . C10 C 0.079(2) 0.2510(9) 1.1347(6) 0.025(3) Uani 1 1 d . . . H10 H 0.0136 0.3073 1.1477 0.030 Uiso 1 1 calc R . . C11 C -0.024(2) 0.2019(8) 1.0831(5) 0.023(3) Uani 1 1 d . . . C12 C 0.083(3) 0.1207(10) 1.0617(6) 0.031(3) Uani 1 1 d . . . C13 C 0.281(3) 0.0908(10) 1.0962(8) 0.052(5) Uani 1 1 d . . . H13 H 0.3494 0.0357 1.0819 0.062 Uiso 1 1 calc R . . O1 O 0.400(2) 0.2707(6) 1.2265(4) 0.041(2) Uani 1 1 d . . . C14 C 0.278(3) 0.3382(11) 1.2541(8) 0.051(4) Uani 1 1 d . . . H14A H 0.0864 0.3173 1.2540 0.061 Uiso 1 1 calc R . . H14B H 0.2969 0.3919 1.2333 0.061 Uiso 1 1 calc R . . C15 C 0.413(3) 0.3657(11) 1.3208(7) 0.059(5) Uani 1 1 d . . . H15 H 0.6066 0.3844 1.3181 0.070 Uiso 1 1 calc R . . C16 C 0.399(3) 0.2922(11) 1.3541(8) 0.062(5) Uani 1 1 d . . . H16A H 0.4544 0.2376 1.3301 0.075 Uiso 1 1 calc R . . H16B H 0.2126 0.2766 1.3622 0.075 Uiso 1 1 calc R . . C17 C 0.575(3) 0.3157(13) 1.4128(8) 0.088(5) Uani 1 1 d . . . H17A H 0.5486 0.3766 1.4328 0.131 Uiso 1 1 calc R . . H17B H 0.7617 0.3153 1.4052 0.131 Uiso 1 1 calc R . . H17C H 0.5273 0.2702 1.4382 0.131 Uiso 1 1 calc R . . C18 C 0.298(3) 0.4549(10) 1.3499(7) 0.071(5) Uani 1 1 d . . . H18A H 0.1097 0.4513 1.3355 0.106 Uiso 1 1 calc R . . H18B H 0.3969 0.5092 1.3390 0.106 Uiso 1 1 calc R . . H18C H 0.3154 0.4592 1.3933 0.106 Uiso 1 1 calc R . . O2 O -0.023(2) 0.0731(6) 1.0102(4) 0.044(3) Uani 1 1 d . . . C19 C 0.132(3) 0.0046(10) 0.9773(6) 0.041(3) Uani 1 1 d D . . H19A H 0.1467 -0.0482 0.9984 0.049 Uiso 1 1 calc R . . H19B H 0.3124 0.0331 0.9725 0.049 Uiso 1 1 calc R . . C20 C -0.032(3) -0.0256(9) 0.9169(5) 0.043(3) Uani 1 1 d D . . H20 H -0.2175 -0.0486 0.9236 0.051 Uiso 1 1 calc R . . C21 C 0.089(3) -0.1020(10) 0.8852(6) 0.064(5) Uani 1 1 d D . . H21A H 0.1107 -0.1478 0.9118 0.076 Uiso 1 1 calc R . . H21B H 0.2681 -0.0785 0.8759 0.076 Uiso 1 1 calc R . . C22 C -0.076(3) -0.1493(10) 0.8272(7) 0.080(5) Uani 1 1 d D . . H22A H -0.2656 -0.1521 0.8328 0.121 Uiso 1 1 calc R . . H22B H -0.0301 -0.2116 0.8168 0.121 Uiso 1 1 calc R . . H22C H -0.0372 -0.1145 0.7952 0.121 Uiso 1 1 calc R . . C23 C -0.040(5) 0.0557(10) 0.8832(8) 0.091(8) Uani 1 1 d D . . H23A H 0.1322 0.0942 0.8905 0.137 Uiso 1 1 calc R . . H23B H -0.1793 0.0920 0.8971 0.137 Uiso 1 1 calc R . . H23C H -0.0792 0.0330 0.8405 0.137 Uiso 1 1 calc R . . C24 C -0.213(2) 0.2337(7) 1.0423(6) 0.027(3) Uani 1 1 d . . . H24 H -0.2453 0.1999 1.0032 0.032 Uiso 1 1 calc R . . C25 C -0.344(2) 0.3059(9) 1.0546(6) 0.027(3) Uani 1 1 d . . . H25 H -0.3001 0.3429 1.0925 0.033 Uiso 1 1 calc R . . C26 C -0.549(3) 0.3329(10) 1.0154(7) 0.038(4) Uani 1 1 d . . . C27 C -0.620(3) 0.2842(10) 0.9565(7) 0.037(4) Uani 1 1 d . . . H27 H -0.5360 0.2323 0.9425 0.045 Uiso 1 1 calc R . . C28 C -0.813(3) 0.3136(11) 0.9198(8) 0.045(4) Uani 1 1 d . . . H28 H -0.8569 0.2805 0.8807 0.054 Uiso 1 1 calc R . . N2 N -0.943(2) 0.3871(9) 0.9367(6) 0.036(3) Uani 1 1 d . . . C29 C -0.865(3) 0.4379(9) 0.9900(7) 0.035(3) Uani 1 1 d . . . H29 H -0.9366 0.4934 1.0019 0.042 Uiso 1 1 calc R . . C30 C -0.672(3) 0.4068(10) 1.0289(7) 0.037(4) Uani 1 1 d . . . H30 H -0.6290 0.4417 1.0675 0.044 Uiso 1 1 calc R . . N3 N -0.939(2) 0.5065(7) 0.8126(5) 0.0272(19) Uani 1 1 d . . . C31 C -0.827(2) 0.4532(8) 0.7703(5) 0.0272(19) Uani 1 1 d . . . H31 H -0.8909 0.3896 0.7626 0.033 Uiso 1 1 calc R . . C32 C -0.633(2) 0.4831(8) 0.7382(6) 0.034(3) Uani 1 1 d . . . H32 H -0.5558 0.4412 0.7111 0.040 Uiso 1 1 calc R . . C33 C -0.548(2) 0.5776(7) 0.7460(5) 0.023(2) Uani 1 1 d . . . C34 C -0.663(3) 0.6300(8) 0.7907(7) 0.042(4) Uani 1 1 d . . . H34 H -0.6018 0.6936 0.8008 0.050 Uiso 1 1 calc R . . C35 C -0.864(3) 0.5923(9) 0.8209(6) 0.028(3) Uani 1 1 d . . . H35 H -0.9477 0.6316 0.8484 0.034 Uiso 1 1 calc R . . C36 C -0.350(2) 0.6179(8) 0.7121(5) 0.029(2) Uani 1 1 d . . . H36 H -0.3052 0.6825 0.7203 0.034 Uiso 1 1 calc R . . C37 C -0.225(2) 0.5717(7) 0.6702(5) 0.023(2) Uani 1 1 d . . . H37 H -0.2712 0.5071 0.6630 0.028 Uiso 1 1 calc R . . C38 C -0.029(2) 0.6078(7) 0.6343(5) 0.025(2) Uani 1 1 d . . . C39 C 0.074(2) 0.5488(7) 0.5919(5) 0.027(2) Uani 1 1 d . . . C40 C 0.275(2) 0.5828(7) 0.5583(6) 0.038(3) Uani 1 1 d . . . H40 H 0.3447 0.5422 0.5289 0.045 Uiso 1 1 calc R . . C41 C 0.3710(19) 0.6757(8) 0.5686(4) 0.024(2) Uani 1 1 d . . . C42 C 0.272(2) 0.7351(7) 0.6133(5) 0.029(2) Uani 1 1 d . . . C43 C 0.079(2) 0.7017(8) 0.6474(5) 0.030(2) Uani 1 1 d . . . H43 H 0.0203 0.7413 0.6790 0.036 Uiso 1 1 calc R . . O3 O -0.0326(17) 0.4595(5) 0.5807(4) 0.047(2) Uani 1 1 d . . . C44 C 0.101(2) 0.3927(7) 0.5489(6) 0.039(3) Uani 1 1 d . . . H44A H 0.2930 0.4033 0.5630 0.047 Uiso 1 1 calc R . . H44B H 0.0826 0.3970 0.5060 0.047 Uiso 1 1 calc R . . C45 C -0.016(3) 0.2991(8) 0.5581(6) 0.043(3) Uani 1 1 d . . . H45 H -0.2100 0.2949 0.5456 0.052 Uiso 1 1 calc R . . C46 C 0.004(3) 0.2899(10) 0.6252(7) 0.052(3) Uani 1 1 d . . . H46A H 0.1909 0.2842 0.6383 0.062 Uiso 1 1 calc R . . H46B H -0.0420 0.3469 0.6483 0.062 Uiso 1 1 calc R . . C47 C -0.169(3) 0.2114(9) 0.6394(8) 0.074(4) Uani 1 1 d . . . H47A H -0.3399 0.2040 0.6154 0.111 Uiso 1 1 calc R . . H47B H -0.1969 0.2225 0.6817 0.111 Uiso 1 1 calc R . . H47C H -0.0834 0.1556 0.6307 0.111 Uiso 1 1 calc R . . C48 C 0.078(3) 0.2241(9) 0.5205(7) 0.064(4) Uani 1 1 d . . . H48A H 0.0395 0.2301 0.4787 0.096 Uiso 1 1 calc R . . H48B H -0.0130 0.1658 0.5277 0.096 Uiso 1 1 calc R . . H48C H 0.2699 0.2258 0.5296 0.096 Uiso 1 1 calc R . . O4 O 0.3823(19) 0.8250(5) 0.6213(4) 0.053(3) Uani 1 1 d . . . C49 C 0.257(3) 0.8903(7) 0.6604(7) 0.049(3) Uani 1 1 d . . . H49A H 0.2880 0.8804 0.7021 0.059 Uiso 1 1 calc R . . H49B H 0.0631 0.8829 0.6491 0.059 Uiso 1 1 calc R . . C50 C 0.381(3) 0.9855(8) 0.6539(8) 0.060(4) Uani 1 1 d . . . H50 H 0.5793 0.9912 0.6602 0.072 Uiso 1 1 calc R . . C51 C 0.271(4) 1.0582(11) 0.6984(8) 0.078(6) Uani 1 1 d . . . H51A H 0.0778 1.0415 0.7002 0.094 Uiso 1 1 calc R . . H51B H 0.2990 1.1192 0.6861 0.094 Uiso 1 1 calc R . . C52 C 0.425(7) 1.0595(13) 0.7597(9) 0.182(15) Uani 1 1 d . . . H52A H 0.3485 1.0081 0.7777 0.273 Uiso 1 1 calc R . . H52B H 0.4121 1.1173 0.7857 0.273 Uiso 1 1 calc R . . H52C H 0.6123 1.0538 0.7546 0.273 Uiso 1 1 calc R . . C53 C 0.292(6) 1.0020(12) 0.5943(11) 0.134(11) Uani 1 1 d . . . H53A H 0.1612 0.9509 0.5746 0.202 Uiso 1 1 calc R . . H53B H 0.4452 1.0071 0.5709 0.202 Uiso 1 1 calc R . . H53C H 0.2113 1.0591 0.5975 0.202 Uiso 1 1 calc R . . C54 C 0.582(2) 0.7142(7) 0.5338(6) 0.034(3) Uani 1 1 d . . . H54 H 0.6369 0.7782 0.5440 0.040 Uiso 1 1 calc R . . C55 C 0.700(2) 0.6709(8) 0.4911(6) 0.038(3) Uani 1 1 d . . . H55 H 0.6515 0.6067 0.4796 0.045 Uiso 1 1 calc R . . C56 C 0.904(2) 0.7172(7) 0.4606(5) 0.025(2) Uani 1 1 d . . . C57 C 1.022(2) 0.6694(7) 0.4185(6) 0.029(3) Uani 1 1 d . . . H57 H 0.9756 0.6048 0.4093 0.035 Uiso 1 1 calc R . . C58 C 1.212(3) 0.7123(8) 0.3873(7) 0.033(3) Uani 1 1 d . . . H58 H 1.2838 0.6766 0.3558 0.040 Uiso 1 1 calc R . . N4 N 1.299(2) 0.8038(7) 0.4008(5) 0.033(2) Uani 1 1 d . . . C59 C 1.187(3) 0.8498(8) 0.4401(6) 0.033(2) Uani 1 1 d . . . H59 H 1.2361 0.9142 0.4485 0.040 Uiso 1 1 calc R . . C60 C 0.989(3) 0.8101(7) 0.4728(6) 0.032(3) Uani 1 1 d . . . H60 H 0.9151 0.8478 0.5030 0.039 Uiso 1 1 calc R . . C61 C 0.498(3) 0.7456(12) 0.0368(9) 0.070(6) Uani 1 1 d . . . H61 H 0.6170 0.7000 0.0215 0.084 Uiso 1 1 calc R . . Cl5 Cl 0.6143(9) 0.8514(3) 0.0194(2) 0.0639(11) Uani 1 1 d . . . Cl6 Cl 0.1757(17) 0.7083(6) 0.0044(5) 0.165(4) Uani 1 1 d . . . Cl7 Cl 0.502(2) 0.7513(7) 0.1125(4) 0.177(4) Uani 1 1 d . . . C62 C 0.894(4) 0.5846(11) 0.1829(7) 0.070(6) Uani 1 1 d . . . H62 H 0.7761 0.6328 0.1936 0.084 Uiso 1 1 calc R . . Cl8 Cl 0.8849(10) 0.5687(4) 0.1065(2) 0.0798(15) Uani 1 1 d . . . Cl9 Cl 1.1929(7) 0.6252(3) 0.22153(17) 0.0529(10) Uani 1 1 d . . . Cl10 Cl 0.7487(18) 0.4858(5) 0.2093(5) 0.144(3) 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 Hg1 0.0304(3) 0.0266(3) 0.0357(4) 0.0088(2) 0.0012(2) 0.0049(2) Cl1 0.0470(19) 0.0283(15) 0.051(2) 0.0023(14) -0.0039(16) -0.0031(13) Cl2 0.0323(17) 0.0354(16) 0.053(3) 0.0022(15) 0.0016(15) 0.0072(13) Hg2 0.0326(3) 0.0394(3) 0.0310(4) 0.0173(3) 0.0025(3) 0.0057(3) Cl3 0.057(2) 0.0368(18) 0.051(3) 0.0059(15) 0.0018(17) 0.0022(15) Cl4 0.050(2) 0.053(2) 0.038(2) 0.0048(16) 0.0144(17) 0.0105(17) N1 0.031(6) 0.018(5) 0.043(9) 0.005(5) 0.007(5) 0.002(4) C1 0.025(6) 0.018(5) 0.050(10) 0.019(5) 0.007(5) 0.008(4) C2 0.043(8) 0.043(8) 0.035(10) 0.012(6) 0.013(7) 0.013(6) C3 0.025(6) 0.017(5) 0.030(8) 0.014(4) -0.001(5) 0.009(4) C4 0.040(8) 0.037(7) 0.040(10) 0.007(6) -0.018(6) 0.009(6) C5 0.024(6) 0.040(7) 0.041(9) 0.011(6) 0.013(6) 0.019(5) C6 0.039(7) 0.042(8) 0.027(8) 0.005(6) -0.006(5) -0.011(6) C7 0.040(7) 0.023(6) 0.032(8) 0.011(5) 0.002(5) -0.010(5) C8 0.025(5) 0.034(6) 0.018(7) -0.003(4) 0.006(4) 0.004(4) C9 0.036(6) 0.030(6) 0.024(8) 0.009(5) -0.002(5) 0.015(5) C10 0.021(5) 0.037(6) 0.018(6) 0.011(5) -0.008(4) 0.014(4) C11 0.034(6) 0.024(5) 0.014(7) 0.005(4) 0.003(4) 0.010(4) C12 0.024(6) 0.042(7) 0.022(7) 0.003(5) -0.008(4) 0.001(5) C13 0.055(9) 0.029(7) 0.082(13) 0.014(7) 0.040(9) 0.024(6) O1 0.045(5) 0.042(5) 0.032(6) -0.011(4) -0.007(4) 0.014(4) C14 0.033(7) 0.050(8) 0.065(11) 0.001(7) -0.020(6) 0.007(6) C15 0.058(9) 0.065(9) 0.044(10) -0.027(7) -0.016(6) 0.034(7) C16 0.071(10) 0.055(9) 0.064(12) 0.011(8) 0.017(8) 0.013(7) C17 0.074(10) 0.115(14) 0.078(13) 0.017(10) -0.008(8) 0.035(10) C18 0.085(11) 0.052(9) 0.056(11) -0.042(8) -0.029(8) 0.016(8) O2 0.052(5) 0.044(5) 0.030(6) -0.015(4) -0.024(4) 0.029(4) C19 0.043(7) 0.047(7) 0.030(8) 0.009(6) -0.009(5) -0.006(6) C20 0.048(7) 0.057(8) 0.020(8) 0.007(6) -0.001(5) -0.001(6) C21 0.102(12) 0.047(8) 0.029(9) -0.031(6) -0.018(7) 0.019(8) C22 0.092(11) 0.069(10) 0.067(12) -0.022(8) -0.020(9) 0.018(8) C23 0.19(2) 0.036(8) 0.040(11) -0.002(7) -0.028(11) 0.018(10) C24 0.019(5) 0.017(5) 0.045(8) 0.004(5) -0.003(4) 0.008(4) C25 0.024(5) 0.033(6) 0.029(7) 0.012(5) -0.004(4) 0.017(4) C26 0.032(7) 0.057(9) 0.024(8) 0.012(6) 0.006(5) -0.012(6) C27 0.039(7) 0.030(6) 0.043(10) 0.001(6) 0.008(7) 0.010(6) C28 0.038(8) 0.043(8) 0.046(11) 0.005(7) -0.019(7) -0.007(6) N2 0.022(6) 0.060(8) 0.034(9) 0.030(6) -0.002(5) 0.013(5) C29 0.049(8) 0.025(6) 0.033(9) 0.005(5) -0.010(6) 0.016(5) C30 0.042(8) 0.030(6) 0.037(9) 0.008(6) -0.017(6) 0.010(5) N3 0.025(4) 0.033(4) 0.025(4) 0.004(3) 0.011(3) 0.009(3) C31 0.025(4) 0.033(4) 0.025(4) 0.004(3) 0.011(3) 0.009(3) C32 0.034(5) 0.026(6) 0.045(8) 0.009(5) 0.019(5) 0.006(5) C33 0.031(5) 0.018(5) 0.023(7) 0.008(4) 0.005(4) 0.005(4) C34 0.046(7) 0.017(6) 0.059(10) 0.013(6) -0.011(6) -0.009(5) C35 0.035(6) 0.037(7) 0.011(7) 0.001(5) 0.007(5) -0.001(5) C36 0.024(5) 0.031(6) 0.031(7) 0.006(5) 0.005(4) 0.000(4) C37 0.032(5) 0.023(5) 0.018(6) 0.010(4) 0.005(4) 0.006(4) C38 0.029(5) 0.023(5) 0.024(7) 0.008(4) 0.003(4) 0.003(4) C39 0.047(6) 0.010(5) 0.023(6) 0.001(4) 0.002(4) 0.001(4) C40 0.046(6) 0.020(5) 0.046(8) 0.007(5) 0.004(5) -0.002(5) C41 0.030(5) 0.031(6) 0.013(6) 0.007(4) 0.004(4) 0.004(4) C42 0.032(5) 0.019(5) 0.037(7) 0.013(5) 0.002(5) 0.003(4) C43 0.035(5) 0.030(6) 0.028(7) 0.014(5) 0.007(4) 0.003(5) O3 0.056(5) 0.018(4) 0.070(7) 0.008(4) 0.026(4) 0.004(4) C44 0.048(6) 0.025(6) 0.039(7) -0.004(5) 0.007(5) -0.009(5) C45 0.051(7) 0.029(6) 0.049(9) 0.014(6) -0.016(6) 0.002(5) C46 0.062(8) 0.058(9) 0.045(9) 0.025(7) 0.016(6) 0.018(7) C47 0.076(10) 0.047(8) 0.102(13) 0.019(8) 0.034(9) -0.008(7) C48 0.082(10) 0.046(8) 0.048(10) -0.012(7) -0.006(7) -0.024(7) O4 0.076(6) 0.015(4) 0.071(7) -0.001(4) 0.043(5) 0.000(4) C49 0.054(7) 0.017(5) 0.068(10) -0.012(5) 0.012(6) -0.010(5) C50 0.079(9) 0.028(7) 0.078(12) 0.010(7) 0.037(8) 0.009(7) C51 0.113(14) 0.050(9) 0.055(11) -0.009(8) 0.018(9) -0.044(10) C52 0.42(5) 0.059(12) 0.053(15) 0.011(9) -0.001(19) -0.028(18) C53 0.27(3) 0.041(10) 0.11(2) 0.020(10) 0.071(19) 0.021(14) C54 0.032(5) 0.018(5) 0.049(8) 0.003(5) -0.002(5) 0.006(4) C55 0.031(5) 0.023(5) 0.060(10) 0.014(5) -0.002(5) -0.002(4) C56 0.024(5) 0.027(6) 0.024(7) 0.006(5) 0.002(4) 0.002(4) C57 0.027(5) 0.017(5) 0.043(8) 0.006(5) 0.004(5) -0.003(4) C58 0.037(6) 0.022(5) 0.034(8) -0.006(5) -0.011(5) -0.001(4) N4 0.037(4) 0.030(4) 0.032(5) 0.008(3) -0.001(3) 0.003(3) C59 0.037(4) 0.030(4) 0.032(5) 0.008(3) -0.001(3) 0.003(3) C60 0.049(7) 0.021(6) 0.032(7) 0.006(5) 0.013(5) 0.016(5) C61 0.027(6) 0.094(13) 0.109(15) 0.054(10) 0.026(7) 0.037(7) Cl5 0.052(2) 0.058(2) 0.089(3) 0.030(2) 0.016(2) 0.0068(18) Cl6 0.117(6) 0.154(8) 0.208(10) 0.039(7) -0.038(6) -0.031(5) Cl7 0.227(10) 0.168(8) 0.121(8) 0.022(6) 0.057(7) -0.075(7) C62 0.116(15) 0.043(8) 0.037(10) -0.032(7) 0.022(9) -0.012(8) Cl8 0.087(3) 0.097(4) 0.045(3) -0.017(3) 0.008(2) 0.002(3) Cl9 0.0318(16) 0.072(2) 0.055(2) 0.0002(18) 0.0114(15) 0.0189(16) Cl10 0.133(6) 0.095(5) 0.222(10) 0.055(6) 0.041(6) 0.041(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 Hg1 Cl1 2.345(4) . ? Hg1 Cl2 2.359(4) . ? Hg1 N4 2.385(12) 1_546 ? Hg1 N1 2.424(13) . ? Hg2 N2 2.342(11) . ? Hg2 Cl4 2.375(4) . ? Hg2 Cl3 2.388(4) . ? Hg2 N3 2.406(11) . ? N1 C5 1.300(17) . ? N1 C1 1.299(19) . ? C1 C2 1.33(2) . ? C1 H1 0.9500 . ? C2 C3 1.389(18) . ? C2 H2 0.9500 . ? C3 C4 1.33(2) . ? C3 C6 1.501(19) . ? C4 C5 1.40(2) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C7 1.300(19) . ? C6 H6 0.9500 . ? C7 C8 1.49(2) . ? C7 H7 0.9500 . ? C8 C9 1.372(16) . ? C8 C13 1.41(2) . ? C9 O1 1.366(16) . ? C9 C10 1.475(16) . ? C10 C11 1.325(17) . ? C10 H10 0.9500 . ? C11 C12 1.418(17) . ? C11 C24 1.452(17) . ? C12 O2 1.320(15) . ? C12 C13 1.38(2) . ? C13 H13 0.9500 . ? O1 C14 1.342(18) . ? C14 C15 1.60(2) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.42(2) . ? C15 C18 1.587(18) . ? C15 H15 1.0000 . ? C16 C17 1.52(2) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? O2 C19 1.507(18) . ? C19 C20 1.533(14) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.473(14) . ? C20 C23 1.534(15) . ? C20 H20 1.0000 . ? C21 C22 1.539(14) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.335(16) . ? C24 H24 0.9500 . ? C25 C26 1.454(19) . ? C25 H25 0.9500 . ? C26 C27 1.43(2) . ? C26 C30 1.33(2) . ? C27 C28 1.39(2) . ? C27 H27 0.9500 . ? C28 N2 1.36(2) . ? C28 H28 0.9500 . ? N2 C29 1.338(19) . ? C29 C30 1.44(2) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? N3 C35 1.272(16) . ? N3 C31 1.356(12) . ? C31 C32 1.354(16) . ? C31 H31 0.9500 . ? C32 C33 1.404(14) . ? C32 H32 0.9500 . ? C33 C34 1.397(18) . ? C33 C36 1.450(16) . ? C34 C35 1.39(2) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? C36 C37 1.336(15) . ? C36 H36 0.9500 . ? C37 C38 1.451(14) . ? C37 H37 0.9500 . ? C38 C39 1.382(14) . ? C38 C43 1.421(14) . ? C39 O3 1.356(12) . ? C39 C40 1.423(17) . ? C40 C41 1.391(14) . ? C40 H40 0.9500 . ? C41 C42 1.409(15) . ? C41 C54 1.499(16) . ? C42 O4 1.370(12) . ? C42 C43 1.398(15) . ? C43 H43 0.9500 . ? O3 C44 1.411(13) . ? C44 C45 1.505(15) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C48 1.45(2) . ? C45 C46 1.558(19) . ? C45 H45 1.0000 . ? C46 C47 1.474(18) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? O4 C49 1.454(14) . ? C49 C50 1.518(16) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 C53 1.47(3) . ? C50 C51 1.55(2) . ? C50 H50 1.0000 . ? C51 C52 1.55(3) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C54 C55 1.311(18) . ? C54 H54 0.9500 . ? C55 C56 1.461(17) . ? C55 H55 0.9500 . ? C56 C57 1.332(17) . ? C56 C60 1.381(15) . ? C57 C58 1.40(2) . ? C57 H57 0.9500 . ? C58 N4 1.364(16) . ? C58 H58 0.9500 . ? N4 C59 1.259(15) . ? N4 Hg1 2.385(12) 1_564 ? C59 C60 1.429(19) . ? C59 H59 0.9500 . ? C60 H60 0.9500 . ? C61 Cl5 1.735(18) . ? C61 Cl6 1.740(18) . ? C61 Cl7 1.72(2) . ? C61 H61 1.0000 . ? C62 Cl8 1.725(16) . ? C62 Cl9 1.696(18) . ? C62 Cl10 1.780(19) . ? C62 H62 1.0000 . ? 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 Hg1 Cl2 150.72(14) . . ? Cl1 Hg1 N4 99.7(3) . 1_546 ? Cl2 Hg1 N4 99.2(3) . 1_546 ? Cl1 Hg1 N1 99.3(3) . . ? Cl2 Hg1 N1 100.3(3) . . ? N4 Hg1 N1 97.1(4) 1_546 . ? N2 Hg2 Cl4 100.6(4) . . ? N2 Hg2 Cl3 97.7(4) . . ? Cl4 Hg2 Cl3 152.15(16) . . ? N2 Hg2 N3 97.6(4) . . ? Cl4 Hg2 N3 99.1(3) . . ? Cl3 Hg2 N3 99.0(3) . . ? C5 N1 C1 118.2(14) . . ? C5 N1 Hg1 119.0(11) . . ? C1 N1 Hg1 122.7(9) . . ? N1 C1 C2 126.4(13) . . ? N1 C1 H1 116.8 . . ? C2 C1 H1 116.8 . . ? C3 C2 C1 116.6(15) . . ? C3 C2 H2 121.7 . . ? C1 C2 H2 121.7 . . ? C2 C3 C4 117.5(13) . . ? C2 C3 C6 120.5(14) . . ? C4 C3 C6 121.8(12) . . ? C3 C4 C5 121.8(14) . . ? C3 C4 H4 119.2 . . ? C5 C4 H4 119.1 . . ? N1 C5 C4 119.4(16) . . ? N1 C5 H5 120.2 . . ? C4 C5 H5 120.4 . . ? C7 C6 C3 127.6(13) . . ? C7 C6 H6 116.2 . . ? C3 C6 H6 116.2 . . ? C6 C7 C8 126.3(13) . . ? C6 C7 H7 116.9 . . ? C8 C7 H7 116.9 . . ? C9 C8 C13 120.2(13) . . ? C9 C8 C7 117.1(12) . . ? C13 C8 C7 122.5(12) . . ? C8 C9 O1 118.6(12) . . ? C8 C9 C10 116.8(13) . . ? O1 C9 C10 124.6(11) . . ? C11 C10 C9 123.0(11) . . ? C11 C10 H10 118.5 . . ? C9 C10 H10 118.5 . . ? C10 C11 C12 118.8(12) . . ? C10 C11 C24 123.5(10) . . ? C12 C11 C24 116.9(12) . . ? O2 C12 C13 122.3(13) . . ? O2 C12 C11 117.6(12) . . ? C13 C12 C11 120.0(13) . . ? C12 C13 C8 121.0(13) . . ? C12 C13 H13 119.5 . . ? C8 C13 H13 119.5 . . ? C9 O1 C14 120.0(11) . . ? O1 C14 C15 108.1(12) . . ? O1 C14 H14A 110.1 . . ? C15 C14 H14A 110.0 . . ? O1 C14 H14B 110.1 . . ? C15 C14 H14B 110.1 . . ? H14A C14 H14B 108.4 . . ? C16 C15 C18 115.3(16) . . ? C16 C15 C14 114.1(14) . . ? C18 C15 C14 107.5(12) . . ? C16 C15 H15 106.4 . . ? C18 C15 H15 106.4 . . ? C14 C15 H15 106.4 . . ? C15 C16 C17 112.4(15) . . ? C15 C16 H16A 109.2 . . ? C17 C16 H16A 109.2 . . ? C15 C16 H16B 109.1 . . ? C17 C16 H16B 109.1 . . ? H16A C16 H16B 107.9 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.4 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C18 H18A 109.5 . . ? C15 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C15 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C12 O2 C19 118.9(10) . . ? O2 C19 C20 104.0(11) . . ? O2 C19 H19A 110.9 . . ? C20 C19 H19A 111.0 . . ? O2 C19 H19B 110.9 . . ? C20 C19 H19B 111.0 . . ? H19A C19 H19B 109.0 . . ? C21 C20 C23 113.5(13) . . ? C21 C20 C19 106.9(12) . . ? C23 C20 C19 110.3(12) . . ? C21 C20 H20 108.7 . . ? C23 C20 H20 108.7 . . ? C19 C20 H20 108.7 . . ? C20 C21 C22 113.3(12) . . ? C20 C21 H21A 108.9 . . ? C22 C21 H21A 108.9 . . ? C20 C21 H21B 108.9 . . ? C22 C21 H21B 108.9 . . ? H21A C21 H21B 107.7 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.4 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 C11 126.1(12) . . ? C25 C24 H24 117.0 . . ? C11 C24 H24 116.9 . . ? C24 C25 C26 126.0(13) . . ? C24 C25 H25 117.0 . . ? C26 C25 H25 117.0 . . ? C27 C26 C30 114.6(14) . . ? C27 C26 C25 121.1(14) . . ? C30 C26 C25 124.1(14) . . ? C28 C27 C26 119.4(14) . . ? C28 C27 H27 120.4 . . ? C26 C27 H27 120.2 . . ? C27 C28 N2 123.7(16) . . ? C27 C28 H28 118.0 . . ? N2 C28 H28 118.2 . . ? C29 N2 C28 117.8(12) . . ? C29 N2 Hg2 119.5(9) . . ? C28 N2 Hg2 122.2(11) . . ? N2 C29 C30 118.7(12) . . ? N2 C29 H29 120.6 . . ? C30 C29 H29 120.7 . . ? C26 C30 C29 125.4(15) . . ? C26 C30 H30 117.3 . . ? C29 C30 H30 117.3 . . ? C35 N3 C31 117.5(10) . . ? C35 N3 Hg2 122.4(8) . . ? C31 N3 Hg2 120.0(7) . . ? C32 C31 N3 125.3(11) . . ? C32 C31 H31 117.3 . . ? N3 C31 H31 117.4 . . ? C31 C32 C33 118.4(11) . . ? C31 C32 H32 120.8 . . ? C33 C32 H32 120.8 . . ? C32 C33 C34 114.5(11) . . ? C32 C33 C36 123.3(10) . . ? C34 C33 C36 122.2(10) . . ? C33 C34 C35 122.3(11) . . ? C33 C34 H34 118.8 . . ? C35 C34 H34 118.9 . . ? N3 C35 C34 121.6(12) . . ? N3 C35 H35 119.2 . . ? C34 C35 H35 119.2 . . ? C37 C36 C33 125.4(10) . . ? C37 C36 H36 117.3 . . ? C33 C36 H36 117.3 . . ? C36 C37 C38 128.2(10) . . ? C36 C37 H37 115.9 . . ? C38 C37 H37 115.9 . . ? C39 C38 C43 120.1(10) . . ? C39 C38 C37 119.7(9) . . ? C43 C38 C37 119.8(10) . . ? C38 C39 O3 118.6(10) . . ? C38 C39 C40 120.2(10) . . ? O3 C39 C40 121.1(10) . . ? C41 C40 C39 119.9(10) . . ? C41 C40 H40 120.1 . . ? C39 C40 H40 120.0 . . ? C42 C41 C40 119.7(10) . . ? C42 C41 C54 118.8(10) . . ? C40 C41 C54 121.4(10) . . ? O4 C42 C43 123.6(11) . . ? O4 C42 C41 115.7(10) . . ? C43 C42 C41 120.7(9) . . ? C42 C43 C38 119.2(10) . . ? C42 C43 H43 120.4 . . ? C38 C43 H43 120.4 . . ? C39 O3 C44 120.7(9) . . ? O3 C44 C45 109.2(10) . . ? O3 C44 H44A 109.8 . . ? C45 C44 H44A 109.8 . . ? O3 C44 H44B 109.8 . . ? C45 C44 H44B 109.8 . . ? H44A C44 H44B 108.3 . . ? C44 C45 C48 114.2(12) . . ? C44 C45 C46 111.6(11) . . ? C48 C45 C46 113.7(11) . . ? C44 C45 H45 105.5 . . ? C48 C45 H45 105.4 . . ? C46 C45 H45 105.4 . . ? C47 C46 C45 114.5(13) . . ? C47 C46 H46A 108.6 . . ? C45 C46 H46A 108.6 . . ? C47 C46 H46B 108.6 . . ? C45 C46 H46B 108.6 . . ? H46A C46 H46B 107.6 . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C45 C48 H48A 109.5 . . ? C45 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C45 C48 H48C 109.4 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C42 O4 C49 117.0(9) . . ? O4 C49 C50 107.2(11) . . ? O4 C49 H49A 110.3 . . ? C50 C49 H49A 110.3 . . ? O4 C49 H49B 110.3 . . ? C50 C49 H49B 110.3 . . ? H49A C49 H49B 108.5 . . ? C53 C50 C49 107.9(15) . . ? C53 C50 C51 106.2(15) . . ? C49 C50 C51 109.6(12) . . ? C53 C50 H50 111.0 . . ? C49 C50 H50 111.0 . . ? C51 C50 H50 111.0 . . ? C50 C51 C52 106.4(18) . . ? C50 C51 H51A 110.5 . . ? C52 C51 H51A 110.5 . . ? C50 C51 H51B 110.5 . . ? C52 C51 H51B 110.5 . . ? H51A C51 H51B 108.6 . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.4 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C50 C53 H53A 109.5 . . ? C50 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C50 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C55 C54 C41 128.3(10) . . ? C55 C54 H54 115.9 . . ? C41 C54 H54 115.9 . . ? C54 C55 C56 122.7(11) . . ? C54 C55 H55 118.7 . . ? C56 C55 H55 118.7 . . ? C57 C56 C60 115.8(11) . . ? C57 C56 C55 120.1(11) . . ? C60 C56 C55 124.1(11) . . ? C58 C57 C56 121.4(11) . . ? C58 C57 H57 119.3 . . ? C56 C57 H57 119.3 . . ? C57 C58 N4 122.1(13) . . ? C57 C58 H58 118.9 . . ? N4 C58 H58 119.0 . . ? C59 N4 C58 116.9(12) . . ? C59 N4 Hg1 117.2(8) . 1_564 ? C58 N4 Hg1 125.7(10) . 1_564 ? N4 C59 C60 123.5(10) . . ? N4 C59 H59 118.3 . . ? C60 C59 H59 118.3 . . ? C56 C60 C59 120.2(11) . . ? C56 C60 H60 119.9 . . ? C59 C60 H60 119.9 . . ? Cl5 C61 Cl6 111.3(9) . . ? Cl5 C61 Cl7 110.5(12) . . ? Cl6 C61 Cl7 108.8(10) . . ? Cl5 C61 H61 108.8 . . ? Cl6 C61 H61 108.8 . . ? Cl7 C61 H61 108.8 . . ? Cl8 C62 Cl9 116.6(10) . . ? Cl8 C62 Cl10 112.4(8) . . ? Cl9 C62 Cl10 110.5(12) . . ? Cl8 C62 H62 105.4 . . ? Cl9 C62 H62 105.4 . . ? Cl10 C62 H62 105.5 . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 29.14 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 2.077 _refine_diff_density_min -2.137 _refine_diff_density_rms 0.167 _database_code_depnum_ccdc_archive 'CCDC 951927' ####################################################################### # # 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_e2655a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H56 Cl4 Hg2 N4 O4' _chemical_formula_sum 'C48 H56 Cl4 Hg2 N4 O4' _chemical_formula_weight 1295.95 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' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 6.3226(2) _cell_length_b 17.6883(6) _cell_length_c 21.9405(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.7950(10) _cell_angle_gamma 90.00 _cell_volume 2453.50(14) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7694 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 21.62 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.754 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 6.514 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6238 _exptl_absorpt_correction_T_max 0.6959 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 57047 _diffrn_reflns_av_R_equivalents 0.0784 _diffrn_reflns_av_sigmaI/netI 0.1125 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 30.09 _reflns_number_total 13427 _reflns_number_gt 9041 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.006(5) _chemical_absolute_configuration ad _refine_ls_number_reflns 13427 _refine_ls_number_parameters 567 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0924 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.0652 _refine_ls_wR_factor_gt 0.0550 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N4 N 0.0714(7) 0.9059(4) 1.0427(2) 0.0269(11) Uani 1 1 d . . . C47 C 0.2315(10) 0.8585(4) 1.0505(3) 0.0312(18) Uani 1 1 d . . . H47 H 0.2273 0.8235 1.0833 0.037 Uiso 1 1 calc R . . C48 C 0.4060(10) 0.8580(4) 1.0124(3) 0.0281(17) Uani 1 1 d . . . H48 H 0.5171 0.8228 1.0195 0.034 Uiso 1 1 calc R . . C44 C 0.4190(8) 0.9087(4) 0.9641(2) 0.0214(13) Uani 1 1 d . . . Hg2 Hg 1.66088(3) 0.904872(13) 0.622911(10) 0.02873(7) Uani 1 1 d . . . Hg1 Hg -0.20416(3) 0.918756(13) 0.115122(10) 0.02855(7) Uani 1 1 d . . . Cl3 Cl 1.7554(3) 1.03088(11) 0.59921(11) 0.0500(6) Uani 1 1 d . . . Cl4 Cl 1.8078(3) 0.78653(11) 0.65068(10) 0.0428(5) Uani 1 1 d . . . N2 N 1.3928(7) 0.8969(3) 0.5459(2) 0.0241(12) Uani 1 1 d . . . N1 N 0.0688(8) 0.9324(3) 0.1905(2) 0.0273(13) Uani 1 1 d . . . O2 O 0.8341(6) 0.7761(2) 0.4137(2) 0.0296(11) Uani 1 1 d . . . O1 O 0.6540(7) 1.0566(2) 0.3141(2) 0.0325(12) Uani 1 1 d . . . C8 C 0.8547(11) 0.9772(4) 0.3831(3) 0.025(2) Uani 1 1 d . . . H8 H 0.9345 1.0199 0.3961 0.030 Uiso 1 1 calc R . . C10 C 0.7822(12) 0.8450(5) 0.3889(4) 0.029(2) Uani 1 1 d . . . C23 C 1.2131(10) 0.8569(4) 0.5524(3) 0.0269(17) Uani 1 1 d . . . H23 H 1.1951 0.8273 0.5880 0.032 Uiso 1 1 calc R . . C20 C 1.0715(8) 0.9018(4) 0.4564(2) 0.0224(14) Uani 1 1 d . . . C21 C 1.2561(9) 0.9432(3) 0.4509(3) 0.0235(16) Uani 1 1 d . . . H21 H 1.2767 0.9742 0.4162 0.028 Uiso 1 1 calc R . . C9 C 0.9006(8) 0.9072(4) 0.4096(2) 0.0199(12) Uani 1 1 d . . . C7 C 0.7014(10) 0.9874(4) 0.3397(3) 0.0225(17) Uani 1 1 d . . . C2 C 0.4071(10) 0.9780(3) 0.2243(3) 0.0263(16) Uani 1 1 d . . . H2 H 0.5228 1.0112 0.2180 0.032 Uiso 1 1 calc R . . C1 C 0.2398(10) 0.9757(4) 0.1833(3) 0.0258(16) Uani 1 1 d . . . H1 H 0.2466 1.0066 0.1480 0.031 Uiso 1 1 calc R . . C4 C 0.2251(9) 0.8874(4) 0.2833(3) 0.0258(17) Uani 1 1 d . . . H4 H 0.2138 0.8559 0.3182 0.031 Uiso 1 1 calc R . . C6 C 0.5820(9) 0.9255(4) 0.3197(2) 0.0212(14) Uani 1 1 d . . . C3 C 0.4035(9) 0.9309(4) 0.2752(3) 0.0210(15) Uani 1 1 d . . . C24 C 1.0540(10) 0.8581(3) 0.5083(3) 0.0248(16) Uani 1 1 d . . . H24 H 0.9306 0.8284 0.5139 0.030 Uiso 1 1 calc R . . C22 C 1.4099(10) 0.9394(3) 0.4959(3) 0.0288(17) Uani 1 1 d . . . H22 H 1.5348 0.9686 0.4911 0.035 Uiso 1 1 calc R . . C11 C 0.6265(10) 0.8548(4) 0.3446(3) 0.0207(16) Uani 1 1 d . . . H11 H 0.5480 0.8122 0.3309 0.025 Uiso 1 1 calc R . . C5 C 0.0627(9) 0.8900(4) 0.2404(3) 0.0275(16) Uani 1 1 d . . . H5 H -0.0593 0.8599 0.2470 0.033 Uiso 1 1 calc R . . C17 C 0.8009(10) 0.6443(4) 0.4276(3) 0.0357(18) Uani 1 1 d . . . H17A H 0.9199 0.6367 0.3994 0.043 Uiso 1 1 calc R . . H17B H 0.7048 0.6004 0.4229 0.043 Uiso 1 1 calc R . . C16 C 0.6827(10) 0.7142(4) 0.4082(3) 0.0296(18) Uani 1 1 d . . . H16 H 0.6403 0.7088 0.3644 0.036 Uiso 1 1 calc R . . C12 C 0.7417(11) 1.1254(4) 0.3392(3) 0.0332(19) Uani 1 1 d . . . H12 H 0.8958 1.1178 0.3481 0.040 Uiso 1 1 calc R . . N3 N 1.3982(7) 0.9178(3) 0.6992(2) 0.0270(11) Uani 1 1 d . . . C27 C 1.0874(9) 0.9255(4) 0.7879(3) 0.0213(14) Uani 1 1 d . . . C25 C 1.2244(10) 0.9598(4) 0.6908(3) 0.0289(17) Uani 1 1 d . . . H25 H 1.2089 0.9874 0.6539 0.035 Uiso 1 1 calc R . . C26 C 1.0679(10) 0.9648(4) 0.7330(3) 0.0263(16) Uani 1 1 d . . . H26 H 0.9463 0.9949 0.7250 0.032 Uiso 1 1 calc R . . C29 C 1.4190(10) 0.8801(4) 0.7516(3) 0.0283(17) Uani 1 1 d . . . H29 H 1.5422 0.8503 0.7581 0.034 Uiso 1 1 calc R . . C28 C 1.2704(10) 0.8824(4) 0.7965(3) 0.0260(17) Uani 1 1 d . . . H28 H 1.2918 0.8548 0.8332 0.031 Uiso 1 1 calc R . . Cl2 Cl -0.3079(3) 1.04125(10) 0.08288(9) 0.0459(5) Uani 1 1 d . . . Cl1 Cl -0.3429(3) 0.80335(10) 0.15248(9) 0.0382(5) Uani 1 1 d . . . C45 C 0.2490(9) 0.9581(3) 0.9569(3) 0.0208(15) Uani 1 1 d . . . H45 H 0.2490 0.9939 0.9247 0.025 Uiso 1 1 calc R . . C46 C 0.0815(9) 0.9555(4) 0.9960(3) 0.0234(15) Uani 1 1 d . . . H46 H -0.0320 0.9901 0.9899 0.028 Uiso 1 1 calc R . . C13 C 0.7152(11) 1.1838(4) 0.2891(3) 0.0366(19) Uani 1 1 d . . . H13A H 0.7514 1.2343 0.3057 0.044 Uiso 1 1 calc R . . H13B H 0.5650 1.1850 0.2758 0.044 Uiso 1 1 calc R . . C18 C 0.8888(11) 0.6445(4) 0.4925(3) 0.046(2) Uani 1 1 d . . . H18A H 0.9746 0.6900 0.4991 0.069 Uiso 1 1 calc R . . H18B H 0.9769 0.5995 0.4990 0.069 Uiso 1 1 calc R . . H18C H 0.7717 0.6441 0.5213 0.069 Uiso 1 1 calc R . . C30 C 0.9185(8) 0.9242(3) 0.8338(2) 0.0209(13) Uani 1 1 d . . . C33 C 0.6003(8) 0.9122(4) 0.9217(2) 0.0233(13) Uani 1 1 d . . . C34 C 0.7235(11) 0.8488(4) 0.9071(4) 0.0237(17) Uani 1 1 d . . . C32 C 0.6499(10) 0.9818(4) 0.8945(3) 0.0241(18) Uani 1 1 d . . . H32 H 0.5748 1.0258 0.9064 0.029 Uiso 1 1 calc R . . C35 C 0.8780(11) 0.8561(4) 0.8624(3) 0.0260(17) Uani 1 1 d . . . H35 H 0.9578 0.8128 0.8513 0.031 Uiso 1 1 calc R . . C31 C 0.8021(10) 0.9878(4) 0.8518(3) 0.0238(18) Uani 1 1 d . . . O3 O 0.8601(6) 1.0550(2) 0.8246(2) 0.0313(11) Uani 1 1 d . . . O4 O 0.6808(7) 0.7827(2) 0.9362(2) 0.0355(12) Uani 1 1 d . . . C36 C 0.7180(11) 1.1188(4) 0.8247(4) 0.0336(19) Uani 1 1 d . . . H36 H 0.6749 1.1287 0.8676 0.040 Uiso 1 1 calc R . . C14 C 0.8520(12) 1.1682(4) 0.2341(3) 0.050(2) Uani 1 1 d . . . H14A H 1.0005 1.1647 0.2472 0.075 Uiso 1 1 calc R . . H14B H 0.8356 1.2095 0.2046 0.075 Uiso 1 1 calc R . . H14C H 0.8081 1.1205 0.2151 0.075 Uiso 1 1 calc R . . C15 C 0.6313(13) 1.1451(4) 0.3972(3) 0.051(2) Uani 1 1 d . . . H15A H 0.4823 1.1562 0.3882 0.077 Uiso 1 1 calc R . . H15B H 0.6986 1.1896 0.4157 0.077 Uiso 1 1 calc R . . H15C H 0.6410 1.1024 0.4255 0.077 Uiso 1 1 calc R . . C40 C 0.7766(11) 0.7125(4) 0.9147(4) 0.0341(19) Uani 1 1 d . . . H40 H 0.9290 0.7215 0.9056 0.041 Uiso 1 1 calc R . . C41 C 0.7602(12) 0.6580(4) 0.9665(3) 0.043(2) Uani 1 1 d . . . H41A H 0.7973 0.6069 0.9518 0.052 Uiso 1 1 calc R . . H41B H 0.6116 0.6565 0.9801 0.052 Uiso 1 1 calc R . . C43 C 0.6617(13) 0.6879(4) 0.8571(4) 0.054(2) Uani 1 1 d . . . H43A H 0.5168 0.6729 0.8669 0.081 Uiso 1 1 calc R . . H43B H 0.7359 0.6448 0.8390 0.081 Uiso 1 1 calc R . . H43C H 0.6579 0.7299 0.8280 0.081 Uiso 1 1 calc R . . C38 C 0.9273(11) 1.1783(4) 0.7383(3) 0.048(2) Uani 1 1 d . . . H38A H 1.0091 1.1316 0.7342 0.073 Uiso 1 1 calc R . . H38B H 1.0171 1.2218 0.7287 0.073 Uiso 1 1 calc R . . H38C H 0.8059 1.1771 0.7100 0.073 Uiso 1 1 calc R . . C37 C 0.8495(10) 1.1854(3) 0.8029(3) 0.0354(18) Uani 1 1 d . . . H37A H 0.7635 1.2319 0.8060 0.042 Uiso 1 1 calc R . . H37B H 0.9734 1.1912 0.8306 0.042 Uiso 1 1 calc R . . C39 C 0.5226(10) 1.1033(4) 0.7870(3) 0.044(2) Uani 1 1 d . . . H39A H 0.5631 1.0885 0.7457 0.066 Uiso 1 1 calc R . . H39B H 0.4351 1.1490 0.7850 0.066 Uiso 1 1 calc R . . H39C H 0.4420 1.0622 0.8057 0.066 Uiso 1 1 calc R . . C19 C 0.4866(11) 0.7310(4) 0.4449(3) 0.047(2) Uani 1 1 d . . . H19A H 0.5267 0.7382 0.4878 0.071 Uiso 1 1 calc R . . H19B H 0.3877 0.6885 0.4413 0.071 Uiso 1 1 calc R . . H19C H 0.4188 0.7770 0.4293 0.071 Uiso 1 1 calc R . . C42 C 0.9026(12) 0.6775(4) 1.0210(3) 0.058(2) Uani 1 1 d . . . H42A H 1.0506 0.6775 1.0083 0.086 Uiso 1 1 calc R . . H42B H 0.8833 0.6398 1.0532 0.086 Uiso 1 1 calc R . . H42C H 0.8653 0.7276 1.0365 0.086 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N4 0.023(3) 0.030(3) 0.028(3) -0.005(3) -0.001(2) 0.002(3) C47 0.025(4) 0.032(4) 0.037(5) 0.000(3) 0.005(4) 0.002(3) C48 0.021(4) 0.030(4) 0.033(4) -0.004(3) -0.008(3) 0.006(3) C44 0.023(3) 0.021(3) 0.021(3) -0.005(3) 0.001(2) -0.005(3) Hg2 0.02559(14) 0.03137(15) 0.02925(14) 0.00400(14) 0.00143(10) 0.00120(13) Hg1 0.02563(14) 0.03071(15) 0.02932(15) 0.00256(15) 0.00017(11) 0.00068(13) Cl3 0.0465(13) 0.0377(12) 0.0653(15) 0.0180(11) -0.0169(10) -0.0162(9) Cl4 0.0354(11) 0.0367(11) 0.0563(14) 0.0140(10) 0.0047(10) 0.0068(9) N2 0.024(3) 0.025(3) 0.024(3) -0.001(3) 0.002(2) 0.003(3) N1 0.027(3) 0.026(3) 0.028(3) -0.005(3) 0.002(2) 0.000(3) O2 0.030(3) 0.020(2) 0.039(3) 0.005(2) -0.008(2) -0.001(2) O1 0.040(3) 0.022(3) 0.035(3) 0.000(2) -0.010(2) -0.005(2) C8 0.031(5) 0.022(4) 0.023(4) -0.001(3) 0.000(4) -0.002(3) C10 0.026(5) 0.027(5) 0.035(5) 0.007(4) 0.013(4) 0.003(4) C23 0.030(4) 0.024(4) 0.027(4) -0.003(3) 0.007(3) 0.000(3) C20 0.024(3) 0.022(3) 0.021(3) -0.006(3) 0.000(2) 0.003(3) C21 0.024(4) 0.022(4) 0.024(4) 0.006(3) 0.004(3) 0.007(3) C9 0.013(3) 0.025(3) 0.022(3) -0.006(3) 0.004(2) -0.001(3) C7 0.024(4) 0.016(3) 0.027(4) 0.003(3) 0.000(3) 0.001(3) C2 0.030(4) 0.018(3) 0.031(4) 0.001(3) 0.000(3) -0.011(3) C1 0.028(4) 0.023(4) 0.025(4) 0.000(3) -0.005(3) -0.006(3) C4 0.033(4) 0.026(4) 0.018(4) -0.001(3) 0.003(3) 0.000(3) C6 0.022(3) 0.022(4) 0.019(3) -0.001(3) 0.001(2) 0.001(3) C3 0.016(3) 0.023(4) 0.024(3) -0.005(3) 0.000(3) 0.000(3) C24 0.021(4) 0.030(4) 0.024(4) -0.005(3) -0.002(3) -0.001(3) C22 0.017(4) 0.030(4) 0.040(4) 0.004(3) 0.000(3) -0.005(3) C11 0.021(4) 0.028(4) 0.014(4) 0.003(3) -0.001(3) -0.008(3) C5 0.025(4) 0.032(4) 0.025(4) -0.003(3) 0.002(3) -0.003(3) C17 0.032(4) 0.028(4) 0.047(5) 0.011(4) 0.006(4) 0.006(3) C16 0.027(4) 0.021(4) 0.041(5) 0.001(3) -0.004(3) -0.005(3) C12 0.043(5) 0.020(4) 0.037(5) 0.008(3) -0.013(4) -0.007(3) N3 0.027(3) 0.024(3) 0.030(3) 0.008(3) 0.000(2) 0.002(3) C27 0.021(3) 0.015(3) 0.027(3) -0.003(3) -0.001(3) -0.002(3) C25 0.028(4) 0.029(4) 0.030(4) 0.001(3) -0.001(3) -0.003(3) C26 0.023(4) 0.023(4) 0.033(4) -0.003(3) -0.001(3) -0.001(3) C29 0.025(4) 0.028(4) 0.032(4) 0.000(3) -0.007(3) 0.001(3) C28 0.034(4) 0.019(4) 0.024(4) 0.001(3) 0.002(3) -0.002(3) Cl2 0.0520(13) 0.0351(11) 0.0509(13) 0.0097(9) 0.0145(10) 0.0184(9) Cl1 0.0351(11) 0.0355(11) 0.0438(12) 0.0090(9) -0.0020(8) -0.0056(8) C45 0.026(4) 0.021(3) 0.016(3) 0.001(3) 0.004(3) 0.002(3) C46 0.017(4) 0.025(4) 0.028(4) 0.000(3) -0.008(3) 0.009(3) C13 0.041(5) 0.025(4) 0.043(5) 0.003(3) -0.009(4) -0.007(3) C18 0.052(5) 0.044(5) 0.043(5) 0.012(4) 0.003(4) 0.013(4) C30 0.018(3) 0.018(3) 0.027(3) -0.004(3) -0.001(2) -0.001(3) C33 0.017(3) 0.026(3) 0.026(3) -0.005(4) 0.001(2) 0.001(4) C34 0.025(4) 0.019(4) 0.028(4) 0.003(3) -0.005(3) -0.006(3) C32 0.012(4) 0.024(4) 0.036(5) 0.001(3) -0.004(3) -0.002(3) C35 0.025(4) 0.021(4) 0.032(5) -0.004(3) 0.001(3) 0.006(3) C31 0.021(4) 0.018(4) 0.032(4) -0.005(3) 0.000(3) -0.005(3) O3 0.027(3) 0.021(2) 0.046(3) 0.003(2) 0.011(2) -0.001(2) O4 0.039(3) 0.018(2) 0.049(3) 0.001(2) 0.017(2) 0.003(2) C36 0.037(5) 0.019(4) 0.046(5) -0.001(3) 0.008(4) -0.001(3) C14 0.055(5) 0.041(5) 0.055(6) 0.014(4) 0.015(4) -0.009(4) C15 0.073(6) 0.037(5) 0.045(5) -0.007(4) 0.004(5) 0.018(4) C40 0.035(4) 0.024(4) 0.044(5) 0.003(4) 0.008(4) -0.001(3) C41 0.059(5) 0.026(4) 0.044(5) -0.001(4) -0.005(4) 0.000(4) C43 0.085(7) 0.028(4) 0.050(6) -0.001(4) -0.003(5) -0.022(4) C38 0.068(6) 0.026(4) 0.052(6) 0.005(4) 0.023(5) 0.000(4) C37 0.036(4) 0.017(3) 0.053(5) -0.004(3) 0.012(4) -0.004(3) C39 0.031(5) 0.040(4) 0.060(6) 0.003(4) -0.002(4) -0.001(3) C19 0.044(5) 0.029(4) 0.070(6) 0.005(4) 0.012(4) 0.003(4) C42 0.086(7) 0.038(5) 0.049(6) 0.005(4) -0.005(5) 0.003(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 N4 C47 1.324(8) . ? N4 C46 1.352(8) . ? N4 Hg1 2.385(4) 1_556 ? C47 C48 1.394(9) . ? C47 H47 0.9500 . ? C48 C44 1.391(8) . ? C48 H48 0.9500 . ? C44 C45 1.392(8) . ? C44 C33 1.488(7) . ? Hg2 Cl4 2.3664(19) . ? Hg2 Cl3 2.3673(19) . ? Hg2 N2 2.381(5) . ? Hg2 N3 2.385(4) . ? Hg1 Cl2 2.3690(18) . ? Hg1 Cl1 2.3724(18) . ? Hg1 N4 2.385(4) 1_554 ? Hg1 N1 2.385(5) . ? N2 C22 1.336(8) . ? N2 C23 1.347(7) . ? N1 C5 1.328(7) . ? N1 C1 1.336(7) . ? O2 C10 1.373(8) . ? O2 C16 1.458(7) . ? O1 C7 1.377(7) . ? O1 C12 1.444(8) . ? C8 C7 1.362(10) . ? C8 C9 1.395(9) . ? C8 H8 0.9500 . ? C10 C11 1.384(11) . ? C10 C9 1.403(10) . ? C23 C24 1.386(9) . ? C23 H23 0.9500 . ? C20 C24 1.383(8) . ? C20 C21 1.384(8) . ? C20 C9 1.483(7) . ? C21 C22 1.377(8) . ? C21 H21 0.9500 . ? C7 C6 1.396(8) . ? C2 C1 1.380(8) . ? C2 C3 1.393(8) . ? C2 H2 0.9500 . ? C1 H1 0.9500 . ? C4 C3 1.379(8) . ? C4 C5 1.384(8) . ? C4 H4 0.9500 . ? C6 C11 1.391(8) . ? C6 C3 1.486(7) . ? C24 H24 0.9500 . ? C22 H22 0.9500 . ? C11 H11 0.9500 . ? C5 H5 0.9500 . ? C17 C16 1.503(9) . ? C17 C18 1.522(9) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C16 C19 1.517(9) . ? C16 H16 1.0000 . ? C12 C15 1.500(10) . ? C12 C13 1.517(9) . ? C12 H12 1.0000 . ? N3 C29 1.335(7) . ? N3 C25 1.337(7) . ? C27 C26 1.394(8) . ? C27 C28 1.396(8) . ? C27 C30 1.479(8) . ? C25 C26 1.368(8) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C29 C28 1.371(8) . ? C29 H29 0.9500 . ? C28 H28 0.9500 . ? C45 C46 1.373(8) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C13 C14 1.519(9) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C30 C35 1.383(9) . ? C30 C31 1.404(8) . ? C33 C34 1.405(9) . ? C33 C32 1.405(10) . ? C34 O4 1.362(8) . ? C34 C35 1.400(10) . ? C32 C31 1.357(10) . ? C32 H32 0.9500 . ? C35 H35 0.9500 . ? C31 O3 1.382(8) . ? O3 C36 1.442(7) . ? O4 C40 1.462(8) . ? C36 C39 1.502(9) . ? C36 C37 1.523(9) . ? C36 H36 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C40 C41 1.494(9) . ? C40 C43 1.513(10) . ? C40 H40 1.0000 . ? C41 C42 1.526(10) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C38 C37 1.512(8) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 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 C47 N4 C46 117.8(5) . . ? C47 N4 Hg1 122.5(4) . 1_556 ? C46 N4 Hg1 119.1(4) . 1_556 ? N4 C47 C48 122.4(7) . . ? N4 C47 H47 118.8 . . ? C48 C47 H47 118.8 . . ? C44 C48 C47 120.6(6) . . ? C44 C48 H48 119.7 . . ? C47 C48 H48 119.7 . . ? C48 C44 C45 115.9(5) . . ? C48 C44 C33 123.9(6) . . ? C45 C44 C33 120.2(6) . . ? Cl4 Hg2 Cl3 142.19(7) . . ? Cl4 Hg2 N2 113.77(15) . . ? Cl3 Hg2 N2 94.55(15) . . ? Cl4 Hg2 N3 100.31(14) . . ? Cl3 Hg2 N3 104.12(15) . . ? N2 Hg2 N3 90.46(16) . . ? Cl2 Hg1 Cl1 142.01(6) . . ? Cl2 Hg1 N4 95.17(15) . 1_554 ? Cl1 Hg1 N4 115.14(16) . 1_554 ? Cl2 Hg1 N1 108.02(14) . . ? Cl1 Hg1 N1 96.58(14) . . ? N4 Hg1 N1 86.77(16) 1_554 . ? C22 N2 C23 117.4(5) . . ? C22 N2 Hg2 119.0(4) . . ? C23 N2 Hg2 123.3(4) . . ? C5 N1 C1 116.9(6) . . ? C5 N1 Hg1 119.1(4) . . ? C1 N1 Hg1 123.7(4) . . ? C10 O2 C16 118.7(5) . . ? C7 O1 C12 120.9(5) . . ? C7 C8 C9 123.4(7) . . ? C7 C8 H8 118.3 . . ? C9 C8 H8 118.3 . . ? O2 C10 C11 123.6(7) . . ? O2 C10 C9 116.4(7) . . ? C11 C10 C9 120.0(7) . . ? N2 C23 C24 121.5(6) . . ? N2 C23 H23 119.2 . . ? C24 C23 H23 119.2 . . ? C24 C20 C21 116.3(5) . . ? C24 C20 C9 122.7(6) . . ? C21 C20 C9 120.9(6) . . ? C22 C21 C20 120.1(6) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C8 C9 C10 117.0(5) . . ? C8 C9 C20 119.3(6) . . ? C10 C9 C20 123.6(7) . . ? C8 C7 O1 123.5(6) . . ? C8 C7 C6 119.5(6) . . ? O1 C7 C6 117.1(6) . . ? C1 C2 C3 118.9(6) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? N1 C1 C2 123.7(6) . . ? N1 C1 H1 118.1 . . ? C2 C1 H1 118.1 . . ? C3 C4 C5 119.6(6) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C11 C6 C7 118.4(5) . . ? C11 C6 C3 117.6(5) . . ? C7 C6 C3 123.9(6) . . ? C4 C3 C2 117.4(6) . . ? C4 C3 C6 119.6(6) . . ? C2 C3 C6 123.0(6) . . ? C20 C24 C23 121.2(6) . . ? C20 C24 H24 119.4 . . ? C23 C24 H24 119.4 . . ? N2 C22 C21 123.4(6) . . ? N2 C22 H22 118.3 . . ? C21 C22 H22 118.3 . . ? C10 C11 C6 121.7(6) . . ? C10 C11 H11 119.1 . . ? C6 C11 H11 119.1 . . ? N1 C5 C4 123.4(6) . . ? N1 C5 H5 118.3 . . ? C4 C5 H5 118.3 . . ? C16 C17 C18 115.9(6) . . ? C16 C17 H17A 108.3 . . ? C18 C17 H17A 108.3 . . ? C16 C17 H17B 108.3 . . ? C18 C17 H17B 108.3 . . ? H17A C17 H17B 107.4 . . ? O2 C16 C17 105.7(5) . . ? O2 C16 C19 110.5(5) . . ? C17 C16 C19 114.7(6) . . ? O2 C16 H16 108.6 . . ? C17 C16 H16 108.6 . . ? C19 C16 H16 108.6 . . ? O1 C12 C15 109.8(6) . . ? O1 C12 C13 105.0(5) . . ? C15 C12 C13 114.1(6) . . ? O1 C12 H12 109.2 . . ? C15 C12 H12 109.2 . . ? C13 C12 H12 109.2 . . ? C29 N3 C25 117.9(5) . . ? C29 N3 Hg2 119.7(4) . . ? C25 N3 Hg2 122.4(4) . . ? C26 C27 C28 116.9(6) . . ? C26 C27 C30 122.7(6) . . ? C28 C27 C30 120.3(6) . . ? N3 C25 C26 122.9(6) . . ? N3 C25 H25 118.5 . . ? C26 C25 H25 118.5 . . ? C25 C26 C27 119.8(6) . . ? C25 C26 H26 120.1 . . ? C27 C26 H26 120.1 . . ? N3 C29 C28 122.9(6) . . ? N3 C29 H29 118.5 . . ? C28 C29 H29 118.5 . . ? C29 C28 C27 119.6(6) . . ? C29 C28 H28 120.2 . . ? C27 C28 H28 120.2 . . ? C46 C45 C44 120.7(6) . . ? C46 C45 H45 119.7 . . ? C44 C45 H45 119.7 . . ? N4 C46 C45 122.6(5) . . ? N4 C46 H46 118.7 . . ? C45 C46 H46 118.7 . . ? C12 C13 C14 113.2(6) . . ? C12 C13 H13A 108.9 . . ? C14 C13 H13A 108.9 . . ? C12 C13 H13B 108.9 . . ? C14 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C35 C30 C31 118.0(5) . . ? C35 C30 C27 117.6(5) . . ? C31 C30 C27 124.4(6) . . ? C34 C33 C32 118.3(5) . . ? C34 C33 C44 123.0(6) . . ? C32 C33 C44 118.7(6) . . ? O4 C34 C35 123.5(6) . . ? O4 C34 C33 117.7(6) . . ? C35 C34 C33 118.8(6) . . ? C31 C32 C33 121.8(6) . . ? C31 C32 H32 119.1 . . ? C33 C32 H32 119.1 . . ? C30 C35 C34 122.2(6) . . ? C30 C35 H35 118.9 . . ? C34 C35 H35 118.9 . . ? C32 C31 O3 124.2(6) . . ? C32 C31 C30 120.7(6) . . ? O3 C31 C30 115.1(6) . . ? C31 O3 C36 120.2(5) . . ? C34 O4 C40 119.5(5) . . ? O3 C36 C39 111.3(5) . . ? O3 C36 C37 105.2(5) . . ? C39 C36 C37 114.6(6) . . ? O3 C36 H36 108.5 . . ? C39 C36 H36 108.5 . . ? C37 C36 H36 108.5 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O4 C40 C41 105.6(6) . . ? O4 C40 C43 108.5(6) . . ? C41 C40 C43 114.4(6) . . ? O4 C40 H40 109.4 . . ? C41 C40 H40 109.4 . . ? C43 C40 H40 109.4 . . ? C40 C41 C42 113.9(6) . . ? C40 C41 H41A 108.8 . . ? C42 C41 H41A 108.8 . . ? C40 C41 H41B 108.8 . . ? C42 C41 H41B 108.8 . . ? H41A C41 H41B 107.7 . . ? C40 C43 H43A 109.5 . . ? C40 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C40 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C38 C37 C36 114.7(6) . . ? C38 C37 H37A 108.6 . . ? C36 C37 H37A 108.6 . . ? C38 C37 H37B 108.6 . . ? C36 C37 H37B 108.6 . . ? H37A C37 H37B 107.6 . . ? C36 C39 H39A 109.5 . . ? C36 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C36 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 30.09 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.627 _refine_diff_density_min -1.457 _refine_diff_density_rms 0.173 _database_code_depnum_ccdc_archive 'CCDC 951928' ####################################################################### # # 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_e2893a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H32 N2 O2' _chemical_formula_sum 'C30 H32 N2 O2' _chemical_formula_weight 452.58 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 15.0970(10) _cell_length_b 4.9256(3) _cell_length_c 17.5598(12) _cell_angle_alpha 90.00 _cell_angle_beta 100.365(2) _cell_angle_gamma 90.00 _cell_volume 1284.47(15) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1690 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 26.99 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.170 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 484 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9956 _exptl_absorpt_correction_T_max 0.9964 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 7494 _diffrn_reflns_av_R_equivalents 0.0186 _diffrn_reflns_av_sigmaI/netI 0.0524 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 29.89 _reflns_number_total 6071 _reflns_number_gt 4378 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0465P)^2^+0.2482P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.1(5) _chemical_absolute_configuration rm _refine_ls_number_reflns 6071 _refine_ls_number_parameters 311 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0831 _refine_ls_R_factor_gt 0.0522 _refine_ls_wR_factor_ref 0.1237 _refine_ls_wR_factor_gt 0.1069 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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 C1 C 1.14188(14) 0.1358(4) 0.08290(12) 0.0290(5) Uani 1 1 d . . . C2 C 1.09671(15) -0.0399(5) 0.02757(13) 0.0347(5) Uani 1 1 d . . . H2 H 1.0328 -0.0469 0.0180 0.042 Uiso 1 1 calc R . . C3 C 1.14531(16) -0.2049(5) -0.01360(14) 0.0392(6) Uani 1 1 d . . . H3 H 1.1129 -0.3220 -0.0517 0.047 Uiso 1 1 calc R . . N1 N 1.23473(14) -0.2092(5) -0.00300(12) 0.0451(5) Uani 1 1 d . . . C4 C 1.27755(17) -0.0401(6) 0.05013(17) 0.0547(8) Uani 1 1 d . . . H4 H 1.3415 -0.0398 0.0589 0.066 Uiso 1 1 calc R . . C5 C 1.23531(16) 0.1354(6) 0.09358(16) 0.0478(7) Uani 1 1 d . . . H5 H 1.2697 0.2538 0.1302 0.057 Uiso 1 1 calc R . . C6 C 1.09548(14) 0.3146(5) 0.12660(12) 0.0301(5) Uani 1 1 d . . . C7 C 1.05839(14) 0.4711(4) 0.16249(11) 0.0274(4) Uani 1 1 d . . . C8 C 1.01936(13) 0.6700(4) 0.20605(12) 0.0257(4) Uani 1 1 d . . . C9 C 1.07435(13) 0.8018(4) 0.26776(12) 0.0276(5) Uani 1 1 d . . . C10 C 1.03842(13) 1.0009(4) 0.30858(12) 0.0277(5) Uani 1 1 d . . . H10 H 1.0758 1.0899 0.3505 0.033 Uiso 1 1 calc R . . C11 C 0.94744(13) 1.0726(4) 0.28883(12) 0.0255(4) Uani 1 1 d . . . C12 C 0.89241(13) 0.9426(4) 0.22656(12) 0.0266(4) Uani 1 1 d . . . C13 C 0.92832(13) 0.7407(4) 0.18648(12) 0.0275(4) Uani 1 1 d . . . H13 H 0.8907 0.6490 0.1452 0.033 Uiso 1 1 calc R . . O1 O 1.16177(9) 0.7186(3) 0.28377(9) 0.0372(4) Uani 1 1 d . . . C14 C 1.22624(13) 0.8852(5) 0.33259(13) 0.0318(5) Uani 1 1 d . . . H14A H 1.2103 0.9012 0.3847 0.038 Uiso 1 1 calc R . . H14B H 1.2273 1.0694 0.3102 0.038 Uiso 1 1 calc R . . C15 C 1.31714(13) 0.7513(5) 0.33805(13) 0.0359(5) Uani 1 1 d . . . H15 H 1.3124 0.5633 0.3585 0.043 Uiso 1 1 calc R . . C16 C 1.38697(15) 0.9025(7) 0.39509(16) 0.0536(7) Uani 1 1 d . . . H16A H 1.3661 0.9143 0.4453 0.064 Uiso 1 1 calc R . . H16B H 1.3922 1.0899 0.3760 0.064 Uiso 1 1 calc R . . C17 C 1.47992(17) 0.7695(8) 0.40806(19) 0.0772(11) Uani 1 1 d . . . H17A H 1.4747 0.5796 0.4233 0.116 Uiso 1 1 calc R . . H17B H 1.5202 0.8663 0.4492 0.116 Uiso 1 1 calc R . . H17C H 1.5044 0.7774 0.3601 0.116 Uiso 1 1 calc R . . C18 C 1.34267(17) 0.7273(8) 0.25861(16) 0.0630(9) Uani 1 1 d . . . H18A H 1.3553 0.9082 0.2400 0.094 Uiso 1 1 calc R . . H18B H 1.2928 0.6451 0.2226 0.094 Uiso 1 1 calc R . . H18C H 1.3964 0.6130 0.2620 0.094 Uiso 1 1 calc R . . O2 O 0.80520(9) 1.0292(3) 0.21078(9) 0.0363(4) Uani 1 1 d . . . C19 C 0.74314(13) 0.8875(5) 0.15300(13) 0.0311(5) Uani 1 1 d . . . H19A H 0.7353 0.6985 0.1698 0.037 Uiso 1 1 calc R . . H19B H 0.7661 0.8825 0.1036 0.037 Uiso 1 1 calc R . . C20 C 0.65376(13) 1.0387(5) 0.14225(13) 0.0351(5) Uani 1 1 d . . . H20 H 0.6652 1.2300 0.1276 0.042 Uiso 1 1 calc R . . C21 C 0.61604(15) 1.0476(6) 0.21704(15) 0.0460(6) Uani 1 1 d . . . H21A H 0.6019 0.8601 0.2312 0.055 Uiso 1 1 calc R . . H21B H 0.6631 1.1190 0.2589 0.055 Uiso 1 1 calc R . . C22 C 0.53171(18) 1.2212(7) 0.2124(2) 0.0697(9) Uani 1 1 d . . . H22A H 0.5451 1.4080 0.1989 0.105 Uiso 1 1 calc R . . H22B H 0.5121 1.2197 0.2627 0.105 Uiso 1 1 calc R . . H22C H 0.4838 1.1475 0.1727 0.105 Uiso 1 1 calc R . . C23 C 0.58981(16) 0.9104(6) 0.07424(16) 0.0511(7) Uani 1 1 d . . . H23A H 0.6181 0.9121 0.0282 0.077 Uiso 1 1 calc R . . H23B H 0.5336 1.0144 0.0638 0.077 Uiso 1 1 calc R . . H23C H 0.5768 0.7227 0.0871 0.077 Uiso 1 1 calc R . . C24 C 0.91167(13) 1.2757(5) 0.33315(12) 0.0271(4) Uani 1 1 d . . . C25 C 0.88414(13) 1.4428(4) 0.37202(12) 0.0278(4) Uani 1 1 d . . . C26 C 0.84827(13) 1.6462(4) 0.41668(12) 0.0259(4) Uani 1 1 d . . . C27 C 0.89899(14) 1.7583(4) 0.48313(12) 0.0303(5) Uani 1 1 d . . . H27 H 0.9591 1.6999 0.5010 0.036 Uiso 1 1 calc R . . C28 C 0.86088(16) 1.9560(5) 0.52295(13) 0.0381(6) Uani 1 1 d . . . H28 H 0.8965 2.0292 0.5684 0.046 Uiso 1 1 calc R . . N2 N 0.77723(14) 2.0504(4) 0.50152(12) 0.0440(5) Uani 1 1 d . . . C29 C 0.72999(16) 1.9443(6) 0.43731(16) 0.0501(7) Uani 1 1 d . . . H29 H 0.6706 2.0105 0.4202 0.060 Uiso 1 1 calc R . . C30 C 0.76123(14) 1.7438(6) 0.39351(15) 0.0426(6) Uani 1 1 d . . . H30 H 0.7238 1.6742 0.3484 0.051 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0358(11) 0.0259(11) 0.0265(11) 0.0038(9) 0.0090(9) 0.0049(9) C2 0.0368(11) 0.0319(12) 0.0360(12) -0.0023(11) 0.0084(9) 0.0014(10) C3 0.0490(14) 0.0349(14) 0.0348(13) -0.0059(11) 0.0109(10) 0.0034(11) N1 0.0482(12) 0.0471(13) 0.0433(12) -0.0022(11) 0.0168(9) 0.0114(11) C4 0.0368(13) 0.066(2) 0.0623(18) -0.0183(16) 0.0121(12) 0.0095(14) C5 0.0408(13) 0.0517(16) 0.0496(15) -0.0171(13) 0.0044(11) 0.0030(12) C6 0.0356(11) 0.0292(12) 0.0255(11) 0.0023(9) 0.0049(9) 0.0036(9) C7 0.0338(10) 0.0248(11) 0.0232(10) 0.0034(9) 0.0045(8) 0.0007(9) C8 0.0341(10) 0.0214(10) 0.0232(10) 0.0036(8) 0.0100(8) 0.0017(9) C9 0.0298(10) 0.0263(11) 0.0274(11) 0.0019(10) 0.0076(8) 0.0017(9) C10 0.0315(10) 0.0255(11) 0.0262(10) -0.0037(9) 0.0051(8) -0.0023(9) C11 0.0310(10) 0.0234(10) 0.0235(10) 0.0002(9) 0.0093(8) -0.0011(9) C12 0.0293(10) 0.0247(11) 0.0263(10) 0.0011(9) 0.0068(8) 0.0001(9) C13 0.0324(10) 0.0243(11) 0.0258(10) -0.0022(9) 0.0057(8) -0.0022(9) O1 0.0278(7) 0.0375(10) 0.0444(9) -0.0107(8) 0.0016(7) 0.0036(7) C14 0.0310(11) 0.0329(12) 0.0315(11) -0.0027(10) 0.0054(9) -0.0056(9) C15 0.0297(10) 0.0370(13) 0.0410(13) 0.0024(11) 0.0068(9) -0.0004(10) C16 0.0347(13) 0.0683(19) 0.0558(17) -0.0046(15) 0.0029(11) -0.0065(14) C17 0.0385(14) 0.106(3) 0.080(2) 0.006(2) -0.0079(14) -0.0032(19) C18 0.0423(14) 0.097(3) 0.0521(17) -0.0106(18) 0.0153(13) 0.0059(16) O2 0.0303(8) 0.0359(9) 0.0408(9) -0.0122(8) 0.0012(7) 0.0025(7) C19 0.0316(11) 0.0287(12) 0.0324(12) -0.0034(9) 0.0046(9) -0.0026(9) C20 0.0293(11) 0.0350(13) 0.0407(13) 0.0038(11) 0.0054(9) -0.0025(10) C21 0.0377(12) 0.0489(15) 0.0543(16) 0.0018(13) 0.0161(11) 0.0013(12) C22 0.0550(16) 0.067(2) 0.097(3) 0.009(2) 0.0397(17) 0.0109(16) C23 0.0378(13) 0.0573(17) 0.0541(16) 0.0007(14) -0.0027(11) -0.0048(13) C24 0.0287(10) 0.0275(11) 0.0252(10) 0.0010(10) 0.0051(8) -0.0029(9) C25 0.0311(10) 0.0264(11) 0.0262(10) -0.0006(9) 0.0056(8) 0.0005(9) C26 0.0306(10) 0.0238(10) 0.0245(10) -0.0010(9) 0.0083(8) -0.0010(8) C27 0.0362(11) 0.0274(11) 0.0272(11) -0.0031(10) 0.0054(9) 0.0046(10) C28 0.0516(14) 0.0353(14) 0.0276(11) -0.0037(11) 0.0075(10) 0.0031(11) N2 0.0490(12) 0.0421(12) 0.0441(12) -0.0104(10) 0.0174(10) 0.0075(10) C29 0.0349(12) 0.0554(17) 0.0612(17) -0.0133(15) 0.0120(12) 0.0106(12) C30 0.0337(12) 0.0453(15) 0.0467(15) -0.0118(13) 0.0017(10) 0.0034(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.385(3) . ? C1 C5 1.389(3) . ? C1 C6 1.431(3) . ? C2 C3 1.383(3) . ? C2 H2 0.9500 . ? C3 N1 1.329(3) . ? C3 H3 0.9500 . ? N1 C4 1.328(3) . ? C4 C5 1.382(3) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C7 1.197(3) . ? C7 C8 1.433(3) . ? C8 C13 1.399(3) . ? C8 C9 1.400(3) . ? C9 O1 1.362(2) . ? C9 C10 1.382(3) . ? C10 C11 1.400(3) . ? C10 H10 0.9500 . ? C11 C12 1.403(3) . ? C11 C24 1.431(3) . ? C12 O2 1.364(2) . ? C12 C13 1.384(3) . ? C13 H13 0.9500 . ? O1 C14 1.434(2) . ? C14 C15 1.510(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.513(3) . ? C15 C18 1.517(3) . ? C15 H15 1.0000 . ? C16 C17 1.528(4) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? O2 C19 1.433(2) . ? C19 C20 1.523(3) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.523(3) . ? C20 C23 1.531(3) . ? C20 H20 1.0000 . ? C21 C22 1.523(4) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.191(3) . ? C25 C26 1.437(3) . ? C26 C30 1.390(3) . ? C26 C27 1.390(3) . ? C27 C28 1.383(3) . ? C27 H27 0.9500 . ? C28 N2 1.335(3) . ? C28 H28 0.9500 . ? N2 C29 1.328(3) . ? C29 C30 1.386(3) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C5 117.0(2) . . ? C2 C1 C6 122.25(19) . . ? C5 C1 C6 120.8(2) . . ? C3 C2 C1 119.5(2) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? N1 C3 C2 123.9(2) . . ? N1 C3 H3 118.1 . . ? C2 C3 H3 118.1 . . ? C4 N1 C3 116.2(2) . . ? N1 C4 C5 124.4(2) . . ? N1 C4 H4 117.8 . . ? C5 C4 H4 117.8 . . ? C4 C5 C1 119.0(2) . . ? C4 C5 H5 120.5 . . ? C1 C5 H5 120.5 . . ? C7 C6 C1 177.8(2) . . ? C6 C7 C8 176.1(2) . . ? C13 C8 C9 119.61(19) . . ? C13 C8 C7 121.25(19) . . ? C9 C8 C7 119.10(18) . . ? O1 C9 C10 124.25(19) . . ? O1 C9 C8 115.95(18) . . ? C10 C9 C8 119.79(18) . . ? C9 C10 C11 120.65(19) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C10 C11 C12 119.67(19) . . ? C10 C11 C24 119.40(18) . . ? C12 C11 C24 120.93(18) . . ? O2 C12 C13 124.98(18) . . ? O2 C12 C11 115.49(18) . . ? C13 C12 C11 119.53(18) . . ? C12 C13 C8 120.73(19) . . ? C12 C13 H13 119.6 . . ? C8 C13 H13 119.6 . . ? C9 O1 C14 118.65(17) . . ? O1 C14 C15 107.42(18) . . ? O1 C14 H14A 110.2 . . ? C15 C14 H14A 110.2 . . ? O1 C14 H14B 110.2 . . ? C15 C14 H14B 110.2 . . ? H14A C14 H14B 108.5 . . ? C14 C15 C16 110.1(2) . . ? C14 C15 C18 110.7(2) . . ? C16 C15 C18 112.6(2) . . ? C14 C15 H15 107.7 . . ? C16 C15 H15 107.7 . . ? C18 C15 H15 107.7 . . ? C15 C16 C17 113.5(3) . . ? C15 C16 H16A 108.9 . . ? C17 C16 H16A 108.9 . . ? C15 C16 H16B 108.9 . . ? C17 C16 H16B 108.9 . . ? H16A C16 H16B 107.7 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C18 H18A 109.5 . . ? C15 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C15 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C12 O2 C19 118.43(17) . . ? O2 C19 C20 107.55(18) . . ? O2 C19 H19A 110.2 . . ? C20 C19 H19A 110.2 . . ? O2 C19 H19B 110.2 . . ? C20 C19 H19B 110.2 . . ? H19A C19 H19B 108.5 . . ? C19 C20 C21 111.58(19) . . ? C19 C20 C23 108.4(2) . . ? C21 C20 C23 113.8(2) . . ? C19 C20 H20 107.6 . . ? C21 C20 H20 107.6 . . ? C23 C20 H20 107.6 . . ? C22 C21 C20 114.1(2) . . ? C22 C21 H21A 108.7 . . ? C20 C21 H21A 108.7 . . ? C22 C21 H21B 108.7 . . ? C20 C21 H21B 108.7 . . ? H21A C21 H21B 107.6 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 C11 177.8(2) . . ? C24 C25 C26 177.9(2) . . ? C30 C26 C27 117.2(2) . . ? C30 C26 C25 120.7(2) . . ? C27 C26 C25 122.04(18) . . ? C28 C27 C26 119.2(2) . . ? C28 C27 H27 120.4 . . ? C26 C27 H27 120.4 . . ? N2 C28 C27 124.1(2) . . ? N2 C28 H28 117.9 . . ? C27 C28 H28 117.9 . . ? C29 N2 C28 116.0(2) . . ? N2 C29 C30 124.6(2) . . ? N2 C29 H29 117.7 . . ? C30 C29 H29 117.7 . . ? C29 C30 C26 118.8(2) . . ? C29 C30 H30 120.6 . . ? C26 C30 H30 120.6 . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 29.89 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.170 _refine_diff_density_min -0.200 _refine_diff_density_rms 0.041 _database_code_depnum_ccdc_archive 'CCDC 951929'