# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Cristian Silvestru' _publ_contact_author_email cristi@chem.ubbcluj.ro _publ_section_title ; Organomercury(II) and -tellurium(II) compounds with the "pincer" ligand 2,6-[O(CH2CH2)2NCH2]2C6H3 - stabilization of an unusual organotellurium(II) cationic species ; loop_ _publ_author_name A.Beleaga V.Bojan A.Pollnitz C.Rat C.Silvestru # Attachment 'Compound_5_-_CCDC_812966.cif' data_132alb _database_code_depnum_ccdc_archive 'CCDC 812966' #TrackingRef 'Compound_5_-_CCDC_812966.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H26 N2 O2, Cl4 Hg, H2 O' _chemical_formula_sum 'C16 H28 Cl4 Hg N2 O3' _chemical_formula_weight 638.79 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 Orthorhombic _symmetry_space_group_name_H-M 'P2(1)2(1)2(1) ' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.7037(5) _cell_length_b 16.9650(12) _cell_length_c 17.1737(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2244.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 4575 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 21.00 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.890 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 7.351 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1525 _exptl_absorpt_correction_T_max 0.2415 _exptl_absorpt_process_details 'Bruker, 2001.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 16296 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0572 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3949 _reflns_number_gt 3722 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^+0.0727P] 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 0.005(7) _refine_ls_number_reflns 3949 _refine_ls_number_parameters 251 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0370 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.0738 _refine_ls_wR_factor_gt 0.0727 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.091 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7235(9) 0.5788(4) 0.9732(4) 0.0410(17) Uani 1 1 d . . . C2 C 0.7706(9) 0.6154(4) 0.9051(4) 0.0374(16) Uani 1 1 d . . . H2 H 0.7787 0.5859 0.8597 0.045 Uiso 1 1 calc R . . C3 C 0.8063(8) 0.6955(4) 0.9027(4) 0.0340(15) Uani 1 1 d . . . C4 C 0.7957(9) 0.7389(4) 0.9700(4) 0.0413(17) Uani 1 1 d . . . H4 H 0.8192 0.7927 0.9692 0.050 Uiso 1 1 calc R . . C5 C 0.7503(10) 0.7026(4) 1.0386(4) 0.0492(19) Uani 1 1 d . . . H5 H 0.7447 0.7322 1.0841 0.059 Uiso 1 1 calc R . . C6 C 0.7127(9) 0.6225(4) 1.0415(4) 0.0453(18) Uani 1 1 d . . . H6 H 0.6809 0.5987 1.0881 0.054 Uiso 1 1 calc R . . C7 C 0.6796(9) 0.4921(4) 0.9725(4) 0.0425(18) Uani 1 1 d . . . H7A H 0.5815 0.4831 1.0068 0.051 Uiso 1 1 calc R . . H7B H 0.6444 0.4773 0.9203 0.051 Uiso 1 1 calc R . . C8 C 1.0006(8) 0.4631(4) 0.9678(4) 0.0396(17) Uani 1 1 d . . . H8A H 1.0295 0.5153 0.9868 0.048 Uiso 1 1 calc R . . H8B H 0.9985 0.4650 0.9114 0.048 Uiso 1 1 calc R . . C9 C 1.1369(10) 0.4060(4) 0.9937(4) 0.0444(16) Uani 1 1 d . . . H9A H 1.2489 0.4222 0.9735 0.053 Uiso 1 1 calc R . . H9B H 1.1436 0.4060 1.0501 0.053 Uiso 1 1 calc R . . C10 C 0.9379(11) 0.3029(4) 0.9967(4) 0.054(2) Uani 1 1 d . . . H10A H 0.9453 0.3005 1.0530 0.065 Uiso 1 1 calc R . . H10B H 0.9137 0.2502 0.9778 0.065 Uiso 1 1 calc R . . C11 C 0.7930(9) 0.3557(4) 0.9745(4) 0.0427(18) Uani 1 1 d . . . H11A H 0.6873 0.3375 0.9993 0.051 Uiso 1 1 calc R . . H11B H 0.7760 0.3528 0.9186 0.051 Uiso 1 1 calc R . . C12 C 0.8503(8) 0.7333(4) 0.8261(4) 0.0361(15) Uani 1 1 d . . . H12A H 0.9373 0.7738 0.8345 0.043 Uiso 1 1 calc R . . H12B H 0.9000 0.6939 0.7918 0.043 Uiso 1 1 calc R . . C13 C 0.5442(8) 0.7150(4) 0.7818(4) 0.0419(16) Uani 1 1 d . . . H13A H 0.5088 0.6989 0.8336 0.050 Uiso 1 1 calc R . . H13B H 0.5769 0.6681 0.7529 0.050 Uiso 1 1 calc R . . C14 C 0.3937(10) 0.7557(4) 0.7412(4) 0.0512(19) Uani 1 1 d . . . H14A H 0.2984 0.7188 0.7356 0.061 Uiso 1 1 calc R . . H14B H 0.3538 0.7993 0.7731 0.061 Uiso 1 1 calc R . . C15 C 0.5762(9) 0.8380(4) 0.6736(4) 0.0425(18) Uani 1 1 d . . . H15A H 0.5390 0.8815 0.7062 0.051 Uiso 1 1 calc R . . H15B H 0.6038 0.8590 0.6225 0.051 Uiso 1 1 calc R . . C16 C 0.7372(9) 0.8020(4) 0.7082(3) 0.0384(16) Uani 1 1 d . . . H16A H 0.7793 0.7601 0.6746 0.046 Uiso 1 1 calc R . . H16B H 0.8274 0.8416 0.7123 0.046 Uiso 1 1 calc R . . Cl1 Cl 0.2043(3) 0.44669(14) 0.33621(13) 0.0708(6) Uani 1 1 d . . . Cl2 Cl 0.4857(3) 0.36950(11) 0.14175(11) 0.0523(5) Uani 1 1 d . . . Cl3 Cl 0.6337(3) 0.56205(10) 0.25824(9) 0.0490(4) Uani 1 1 d . . . Cl4 Cl 0.2139(3) 0.56683(10) 0.12851(11) 0.0546(5) Uani 1 1 d . . . H17 H 0.824(7) 0.437(3) 1.0467(12) 0.019(15) Uiso 1 1 d D . . H18 H 0.657(7) 0.808(2) 0.815(3) 0.029(17) Uiso 1 1 d D . . H19 H 0.792(6) 0.459(4) 0.185(4) 0.07(3) Uiso 1 1 d D . . H20 H 0.946(10) 0.498(3) 0.157(6) 0.11(4) Uiso 1 1 d D . . Hg1 Hg 0.37791(4) 0.477179(15) 0.223335(16) 0.04690(10) Uani 1 1 d . . . N1 N 0.8249(6) 0.4403(3) 0.9972(3) 0.0301(12) Uani 1 1 d D . . N2 N 0.6963(7) 0.7694(3) 0.7874(3) 0.0323(12) Uani 1 1 d D . . O1 O 1.0976(7) 0.3281(3) 0.9667(3) 0.0516(13) Uani 1 1 d . . . O2 O 0.4408(6) 0.7846(3) 0.6665(3) 0.0493(13) Uani 1 1 d . . . O3 O 0.8882(9) 0.4526(4) 0.1574(3) 0.0596(14) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.028(4) 0.041(4) 0.054(5) 0.014(4) -0.008(3) 0.003(3) C2 0.044(4) 0.033(4) 0.035(4) 0.003(3) 0.000(3) 0.012(3) C3 0.034(4) 0.037(4) 0.031(3) 0.006(3) -0.005(3) 0.003(3) C4 0.042(4) 0.033(4) 0.049(5) 0.000(3) -0.014(3) 0.006(3) C5 0.057(5) 0.057(5) 0.033(4) -0.005(4) -0.007(4) 0.009(4) C6 0.048(4) 0.055(5) 0.033(4) 0.015(4) 0.001(3) 0.011(4) C7 0.039(4) 0.040(4) 0.049(4) 0.014(3) -0.014(3) 0.002(3) C8 0.040(4) 0.038(4) 0.040(4) -0.002(3) -0.001(3) -0.011(3) C9 0.041(4) 0.043(4) 0.049(4) -0.009(3) -0.002(4) 0.009(4) C10 0.084(7) 0.033(4) 0.046(4) 0.001(3) 0.004(4) 0.009(4) C11 0.051(5) 0.028(3) 0.050(4) -0.005(3) 0.009(4) -0.010(3) C12 0.041(4) 0.031(3) 0.036(3) 0.004(3) 0.003(3) -0.001(3) C13 0.039(4) 0.036(4) 0.050(4) 0.010(4) -0.013(3) -0.003(3) C14 0.058(5) 0.049(4) 0.047(4) 0.013(3) -0.002(4) -0.005(4) C15 0.049(5) 0.041(4) 0.038(4) 0.017(3) 0.005(3) 0.011(3) C16 0.046(4) 0.042(4) 0.027(4) 0.011(3) 0.010(3) 0.009(3) Cl1 0.0787(15) 0.0753(14) 0.0584(12) -0.0128(11) 0.0148(11) -0.0343(12) Cl2 0.0602(12) 0.0406(10) 0.0562(11) -0.0104(8) -0.0040(9) 0.0074(9) Cl3 0.0482(10) 0.0522(9) 0.0464(9) -0.0129(8) 0.0062(9) -0.0134(10) Cl4 0.0815(14) 0.0330(9) 0.0493(10) -0.0069(8) -0.0181(10) 0.0022(9) Hg1 0.04921(16) 0.04053(15) 0.05095(16) -0.00492(13) -0.00100(15) -0.00175(15) N1 0.032(3) 0.029(3) 0.030(3) 0.006(2) -0.004(2) -0.004(2) N2 0.042(3) 0.028(3) 0.027(3) 0.001(2) 0.006(2) 0.002(2) O1 0.058(4) 0.046(3) 0.051(3) -0.015(2) 0.000(3) 0.005(3) O2 0.052(3) 0.058(3) 0.038(3) 0.007(2) -0.008(2) 0.001(3) O3 0.053(3) 0.084(4) 0.042(3) -0.006(3) -0.001(3) 0.008(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 C1 C2 1.373(9) . ? C1 C6 1.389(10) . ? C1 C7 1.510(9) . ? C2 C3 1.387(9) . ? C2 H2 0.9300 . ? C3 C4 1.372(9) . ? C3 C12 1.503(9) . ? C4 C5 1.375(9) . ? C4 H4 0.9300 . ? C5 C6 1.390(10) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 N1 1.485(8) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N1 1.495(8) . ? C8 C9 1.496(9) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O1 1.432(8) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O1 1.400(10) . ? C10 C11 1.481(10) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N1 1.508(8) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N2 1.491(8) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 N2 1.494(8) . ? C13 C14 1.520(9) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 O2 1.420(8) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 O2 1.386(8) . ? C15 C16 1.504(9) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 N2 1.503(8) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? Cl1 Hg1 2.411(2) . ? Cl2 Hg1 2.4475(18) . ? Cl3 Hg1 2.5130(18) . ? Cl4 Hg1 2.5614(19) . ? N1 H17 0.853(19) . ? N2 H18 0.86(2) . ? O3 H19 0.89(6) . ? O3 H20 0.89(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 119.6(6) . . ? C2 C1 C7 119.5(7) . . ? C6 C1 C7 120.9(6) . . ? C1 C2 C3 121.4(6) . . ? C1 C2 H2 119.3 . . ? C3 C2 H2 119.3 . . ? C4 C3 C2 119.3(6) . . ? C4 C3 C12 121.4(6) . . ? C2 C3 C12 119.3(6) . . ? C3 C4 C5 119.8(6) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 C6 121.4(7) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C1 C6 C5 118.6(6) . . ? C1 C6 H6 120.7 . . ? C5 C6 H6 120.7 . . ? N1 C7 C1 113.9(5) . . ? N1 C7 H7A 108.8 . . ? C1 C7 H7A 108.8 . . ? N1 C7 H7B 108.8 . . ? C1 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? N1 C8 C9 111.6(5) . . ? N1 C8 H8A 109.3 . . ? C9 C8 H8A 109.3 . . ? N1 C8 H8B 109.3 . . ? C9 C8 H8B 109.3 . . ? H8A C8 H8B 108.0 . . ? O1 C9 C8 110.7(6) . . ? O1 C9 H9A 109.5 . . ? C8 C9 H9A 109.5 . . ? O1 C9 H9B 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? O1 C10 C11 112.5(6) . . ? O1 C10 H10A 109.1 . . ? C11 C10 H10A 109.1 . . ? O1 C10 H10B 109.1 . . ? C11 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C10 C11 N1 112.7(6) . . ? C10 C11 H11A 109.0 . . ? N1 C11 H11A 109.0 . . ? C10 C11 H11B 109.0 . . ? N1 C11 H11B 109.0 . . ? H11A C11 H11B 107.8 . . ? N2 C12 C3 112.7(5) . . ? N2 C12 H12A 109.1 . . ? C3 C12 H12A 109.1 . . ? N2 C12 H12B 109.1 . . ? C3 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? N2 C13 C14 110.3(5) . . ? N2 C13 H13A 109.6 . . ? C14 C13 H13A 109.6 . . ? N2 C13 H13B 109.6 . . ? C14 C13 H13B 109.6 . . ? H13A C13 H13B 108.1 . . ? O2 C14 C13 112.2(6) . . ? O2 C14 H14A 109.2 . . ? C13 C14 H14A 109.2 . . ? O2 C14 H14B 109.2 . . ? C13 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? O2 C15 C16 113.0(5) . . ? O2 C15 H15A 109.0 . . ? C16 C15 H15A 109.0 . . ? O2 C15 H15B 109.0 . . ? C16 C15 H15B 109.0 . . ? H15A C15 H15B 107.8 . . ? N2 C16 C15 109.5(5) . . ? N2 C16 H16A 109.8 . . ? C15 C16 H16A 109.8 . . ? N2 C16 H16B 109.8 . . ? C15 C16 H16B 109.8 . . ? H16A C16 H16B 108.2 . . ? Cl1 Hg1 Cl2 119.23(7) . . ? Cl1 Hg1 Cl3 111.48(6) . . ? Cl2 Hg1 Cl3 107.35(6) . . ? Cl1 Hg1 Cl4 111.40(9) . . ? Cl2 Hg1 Cl4 104.28(6) . . ? Cl3 Hg1 Cl4 101.43(6) . . ? C7 N1 C8 115.7(5) . . ? C7 N1 C11 111.5(5) . . ? C8 N1 C11 107.8(5) . . ? C7 N1 H17 109(4) . . ? C8 N1 H17 111(4) . . ? C11 N1 H17 101(4) . . ? C12 N2 C13 113.5(5) . . ? C12 N2 C16 112.8(5) . . ? C13 N2 C16 109.5(5) . . ? C12 N2 H18 110(4) . . ? C13 N2 H18 103(4) . . ? C16 N2 H18 107(4) . . ? C10 O1 C9 110.4(5) . . ? C15 O2 C14 109.8(5) . . ? H19 O3 H20 109(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.6(10) . . . . ? C7 C1 C2 C3 177.8(6) . . . . ? C1 C2 C3 C4 0.6(10) . . . . ? C1 C2 C3 C12 -177.6(6) . . . . ? C2 C3 C4 C5 0.1(10) . . . . ? C12 C3 C4 C5 178.2(6) . . . . ? C3 C4 C5 C6 -0.7(11) . . . . ? C2 C1 C6 C5 0.0(10) . . . . ? C7 C1 C6 C5 -178.4(6) . . . . ? C4 C5 C6 C1 0.7(11) . . . . ? C2 C1 C7 N1 98.1(7) . . . . ? C6 C1 C7 N1 -83.6(8) . . . . ? N1 C8 C9 O1 58.8(7) . . . . ? O1 C10 C11 N1 -55.2(8) . . . . ? C4 C3 C12 N2 -83.2(8) . . . . ? C2 C3 C12 N2 94.9(7) . . . . ? N2 C13 C14 O2 56.0(8) . . . . ? O2 C15 C16 N2 -58.9(8) . . . . ? C1 C7 N1 C8 -40.4(8) . . . . ? C1 C7 N1 C11 -164.1(6) . . . . ? C9 C8 N1 C7 -178.2(5) . . . . ? C9 C8 N1 C11 -52.6(7) . . . . ? C10 C11 N1 C7 178.6(6) . . . . ? C10 C11 N1 C8 50.6(7) . . . . ? C3 C12 N2 C13 -50.5(7) . . . . ? C3 C12 N2 C16 -175.8(5) . . . . ? C14 C13 N2 C12 -179.4(6) . . . . ? C14 C13 N2 C16 -52.4(7) . . . . ? C15 C16 N2 C12 -179.3(5) . . . . ? C15 C16 N2 C13 53.2(7) . . . . ? C11 C10 O1 C9 58.8(7) . . . . ? C8 C9 O1 C10 -60.4(7) . . . . ? C16 C15 O2 C14 61.2(7) . . . . ? C13 C14 O2 C15 -59.3(7) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.648 _refine_diff_density_min -0.973 _refine_diff_density_rms 0.092 # Attachment 'Compound_4_-_CCDC_812967.cif' data_18alb _database_code_depnum_ccdc_archive 'CCDC 812967' #TrackingRef 'Compound_4_-_CCDC_812967.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H23 N2 O2 Te, 0.5(Cl6 Hg2)' _chemical_formula_sum 'C16 H23 Cl3 Hg N2 O2 Te' _chemical_formula_weight 709.90 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' Te Te -0.5308 1.6751 '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)/n ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.9793(13) _cell_length_b 20.080(3) _cell_length_c 10.5966(13) _cell_angle_alpha 90.00 _cell_angle_beta 96.489(3) _cell_angle_gamma 90.00 _cell_volume 2109.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 1616 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 20.94 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.235 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 9.043 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1723 _exptl_absorpt_correction_T_max 0.2784 _exptl_absorpt_process_details 'Bruker, 2001.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 10990 _diffrn_reflns_av_R_equivalents 0.0548 _diffrn_reflns_av_sigmaI/netI 0.0633 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3710 _reflns_number_gt 3013 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0401P)^2^+4.3961P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3710 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0705 _refine_ls_R_factor_gt 0.0538 _refine_ls_wR_factor_ref 0.1160 _refine_ls_wR_factor_gt 0.1102 _refine_ls_goodness_of_fit_ref 1.134 _refine_ls_restrained_S_all 1.134 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3727(9) 0.2037(4) 0.4447(8) 0.0247(19) Uani 1 1 d . . . C2 C 0.3912(10) 0.2724(4) 0.4534(8) 0.032(2) Uani 1 1 d . . . C3 C 0.4314(11) 0.2994(5) 0.5702(9) 0.045(3) Uani 1 1 d . . . H3 H 0.4445 0.3451 0.5778 0.053 Uiso 1 1 calc R . . C4 C 0.4527(11) 0.2597(6) 0.6764(10) 0.054(3) Uani 1 1 d . . . H4 H 0.4791 0.2790 0.7551 0.065 Uiso 1 1 calc R . . C5 C 0.4353(9) 0.1917(6) 0.6675(9) 0.043(3) Uani 1 1 d . . . H5 H 0.4475 0.1655 0.7404 0.051 Uiso 1 1 calc R . . C6 C 0.3995(9) 0.1621(5) 0.5497(8) 0.035(2) Uani 1 1 d . . . C7 C 0.3577(11) 0.3115(4) 0.3329(9) 0.038(2) Uani 1 1 d . . . H7A H 0.2639 0.3252 0.3259 0.045 Uiso 1 1 calc R . . H7B H 0.4131 0.3513 0.3356 0.045 Uiso 1 1 calc R . . C12 C 0.3892(10) 0.0886(5) 0.5208(9) 0.041(3) Uani 1 1 d . . . H12A H 0.4727 0.0727 0.4928 0.049 Uiso 1 1 calc R . . H12B H 0.3731 0.0641 0.5966 0.049 Uiso 1 1 calc R . . C8 C 0.5283(9) 0.2686(5) 0.2109(8) 0.032(2) Uani 1 1 d . . . H8A H 0.5740 0.2452 0.2835 0.039 Uiso 1 1 calc R . . H8B H 0.5642 0.3135 0.2107 0.039 Uiso 1 1 calc R . . C9 C 0.5538(10) 0.2335(5) 0.0904(9) 0.042(3) Uani 1 1 d . . . H9A H 0.6499 0.2329 0.0837 0.050 Uiso 1 1 calc R . . H9B H 0.5232 0.1877 0.0935 0.050 Uiso 1 1 calc R . . C10 C 0.3454(10) 0.2640(5) -0.0123(9) 0.044(3) Uani 1 1 d . . . H10A H 0.3151 0.2182 -0.0088 0.052 Uiso 1 1 calc R . . H10B H 0.2991 0.2845 -0.0879 0.052 Uiso 1 1 calc R . . C11 C 0.3125(10) 0.3012(5) 0.1045(9) 0.040(3) Uani 1 1 d . . . H11A H 0.3403 0.3473 0.0990 0.048 Uiso 1 1 calc R . . H11B H 0.2158 0.3005 0.1079 0.048 Uiso 1 1 calc R . . C16 C 0.1437(8) 0.0826(5) 0.4712(8) 0.031(2) Uani 1 1 d . . . H16A H 0.1329 0.1274 0.5027 0.037 Uiso 1 1 calc R . . H16B H 0.1441 0.0522 0.5424 0.037 Uiso 1 1 calc R . . C15 C 0.0262(11) 0.0663(5) 0.3748(11) 0.049(3) Uani 1 1 d . . . H15A H -0.0570 0.0679 0.4140 0.059 Uiso 1 1 calc R . . H15B H 0.0202 0.0985 0.3062 0.059 Uiso 1 1 calc R . . C14 C 0.1667(15) -0.0037(5) 0.2682(13) 0.066(4) Uani 1 1 d . . . H14A H 0.1639 0.0279 0.1987 0.080 Uiso 1 1 calc R . . H14B H 0.1751 -0.0481 0.2337 0.080 Uiso 1 1 calc R . . C13 C 0.2857(13) 0.0108(4) 0.3631(11) 0.050(3) Uani 1 1 d . . . H13A H 0.2910 -0.0223 0.4301 0.061 Uiso 1 1 calc R . . H13B H 0.3676 0.0080 0.3221 0.061 Uiso 1 1 calc R . . Cl1 Cl 0.8135(3) -0.08915(15) 0.0618(3) 0.0704(9) Uani 1 1 d . . . Cl2 Cl 0.6664(3) 0.07081(14) 0.2881(3) 0.0511(7) Uani 1 1 d . . . Cl3 Cl 0.5777(3) 0.06558(13) -0.0892(3) 0.0522(7) Uani 1 1 d . . . Hg1 Hg 0.66748(6) -0.00189(2) 0.11056(5) 0.0595(2) Uani 1 1 d . . . N1 N 0.3812(7) 0.2712(3) 0.2217(7) 0.0278(17) Uani 1 1 d . . . N2 N 0.2749(7) 0.0778(3) 0.4185(7) 0.0291(17) Uani 1 1 d . . . O1 O 0.4858(7) 0.2655(4) -0.0183(6) 0.0474(19) Uani 1 1 d . . . O2 O 0.0459(10) 0.0008(4) 0.3264(9) 0.078(3) Uani 1 1 d . . . Te1 Te 0.30518(6) 0.16212(3) 0.26995(5) 0.02466(17) 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 C1 0.030(5) 0.023(4) 0.021(5) 0.000(4) 0.002(4) -0.003(4) C2 0.039(6) 0.037(5) 0.020(5) -0.001(4) 0.007(4) -0.005(5) C3 0.069(8) 0.035(5) 0.034(6) -0.004(5) 0.026(5) -0.022(5) C4 0.054(7) 0.085(9) 0.023(6) 0.000(6) 0.008(5) -0.034(7) C5 0.034(6) 0.071(7) 0.022(5) 0.009(5) -0.001(4) -0.018(5) C6 0.021(5) 0.055(6) 0.026(5) 0.021(5) -0.003(4) -0.009(5) C7 0.057(7) 0.021(5) 0.036(6) -0.006(4) 0.015(5) 0.000(5) C12 0.041(6) 0.050(6) 0.033(6) 0.024(5) 0.006(5) 0.003(5) C8 0.027(5) 0.041(5) 0.029(5) 0.007(4) 0.006(4) -0.006(4) C9 0.035(6) 0.056(6) 0.037(6) 0.016(5) 0.012(5) 0.006(5) C10 0.046(7) 0.053(6) 0.031(6) 0.012(5) -0.004(5) -0.010(5) C11 0.040(6) 0.044(6) 0.038(6) 0.022(5) 0.012(5) 0.012(5) C16 0.032(5) 0.032(5) 0.030(5) 0.002(4) 0.011(4) -0.008(4) C15 0.056(7) 0.039(6) 0.055(7) -0.003(6) 0.014(6) -0.015(5) C14 0.101(11) 0.041(7) 0.061(9) 0.007(6) 0.026(8) -0.036(7) C13 0.083(9) 0.024(5) 0.051(7) 0.005(5) 0.033(7) 0.005(5) Cl1 0.073(2) 0.0540(18) 0.081(2) -0.0118(17) -0.0048(17) 0.0279(17) Cl2 0.0491(16) 0.0579(17) 0.0457(16) -0.0058(14) 0.0024(13) 0.0064(13) Cl3 0.0673(19) 0.0413(14) 0.0481(17) 0.0122(13) 0.0075(14) -0.0038(14) Hg1 0.0835(4) 0.0446(3) 0.0538(3) 0.0015(2) 0.0216(3) 0.0111(2) N1 0.038(5) 0.023(4) 0.022(4) 0.005(3) 0.001(3) 0.001(3) N2 0.028(4) 0.019(4) 0.042(5) 0.002(3) 0.010(4) -0.001(3) O1 0.053(5) 0.063(5) 0.028(4) 0.004(3) 0.013(3) -0.013(4) O2 0.082(7) 0.075(6) 0.079(7) -0.009(5) 0.020(5) -0.049(5) Te1 0.0281(3) 0.0230(3) 0.0235(3) 0.0015(3) 0.0055(2) -0.0013(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.393(11) . ? C1 C2 1.394(11) . ? C1 Te1 2.074(8) . ? C2 C3 1.369(13) . ? C2 C7 1.503(13) . ? C3 C4 1.375(14) . ? C3 H3 0.9300 . ? C4 C5 1.380(15) . ? C4 H4 0.9300 . ? C5 C6 1.393(13) . ? C5 H5 0.9300 . ? C6 C12 1.508(14) . ? C7 N1 1.470(11) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C12 N2 1.498(12) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C8 N1 1.486(11) . ? C8 C9 1.505(13) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O1 1.422(11) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O1 1.409(11) . ? C10 C11 1.514(13) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N1 1.477(11) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C16 N2 1.482(10) . ? C16 C15 1.501(14) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C15 O2 1.434(12) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C14 O2 1.418(15) . ? C14 C13 1.495(18) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C13 N2 1.478(11) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? Cl1 Hg1 2.373(3) . ? Cl2 Hg1 2.382(3) . ? Cl3 Hg1 2.586(3) . ? Cl3 Hg1 2.748(3) 3_655 ? Hg1 Cl3 2.748(3) 3_655 ? N1 Te1 2.392(7) . ? N2 Te1 2.354(7) . ? 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 C6 C1 C2 122.0(8) . . ? C6 C1 Te1 119.0(6) . . ? C2 C1 Te1 119.0(6) . . ? C3 C2 C1 118.2(8) . . ? C3 C2 C7 125.2(8) . . ? C1 C2 C7 116.5(8) . . ? C2 C3 C4 120.9(9) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C3 C4 C5 120.7(10) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C4 C5 C6 120.1(9) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C1 C6 C5 117.8(9) . . ? C1 C6 C12 115.0(8) . . ? C5 C6 C12 127.1(8) . . ? N1 C7 C2 110.7(7) . . ? N1 C7 H7A 109.5 . . ? C2 C7 H7A 109.5 . . ? N1 C7 H7B 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 108.1 . . ? N2 C12 C6 108.5(7) . . ? N2 C12 H12A 110.0 . . ? C6 C12 H12A 110.0 . . ? N2 C12 H12B 110.0 . . ? C6 C12 H12B 110.0 . . ? H12A C12 H12B 108.4 . . ? N1 C8 C9 110.2(8) . . ? N1 C8 H8A 109.6 . . ? C9 C8 H8A 109.6 . . ? N1 C8 H8B 109.6 . . ? C9 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? O1 C9 C8 111.4(8) . . ? O1 C9 H9A 109.4 . . ? C8 C9 H9A 109.4 . . ? O1 C9 H9B 109.4 . . ? C8 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? O1 C10 C11 109.6(8) . . ? O1 C10 H10A 109.8 . . ? C11 C10 H10A 109.8 . . ? O1 C10 H10B 109.8 . . ? C11 C10 H10B 109.8 . . ? H10A C10 H10B 108.2 . . ? N1 C11 C10 111.3(8) . . ? N1 C11 H11A 109.4 . . ? C10 C11 H11A 109.4 . . ? N1 C11 H11B 109.4 . . ? C10 C11 H11B 109.4 . . ? H11A C11 H11B 108.0 . . ? N2 C16 C15 112.6(8) . . ? N2 C16 H16A 109.1 . . ? C15 C16 H16A 109.1 . . ? N2 C16 H16B 109.1 . . ? C15 C16 H16B 109.1 . . ? H16A C16 H16B 107.8 . . ? O2 C15 C16 108.3(9) . . ? O2 C15 H15A 110.0 . . ? C16 C15 H15A 110.0 . . ? O2 C15 H15B 110.0 . . ? C16 C15 H15B 110.0 . . ? H15A C15 H15B 108.4 . . ? O2 C14 C13 110.2(10) . . ? O2 C14 H14A 109.6 . . ? C13 C14 H14A 109.6 . . ? O2 C14 H14B 109.6 . . ? C13 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? N2 C13 C14 110.9(10) . . ? N2 C13 H13A 109.5 . . ? C14 C13 H13A 109.5 . . ? N2 C13 H13B 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? Hg1 Cl3 Hg1 92.66(8) . 3_655 ? Cl1 Hg1 Cl2 133.02(11) . . ? Cl1 Hg1 Cl3 111.90(11) . . ? Cl2 Hg1 Cl3 107.06(10) . . ? Cl1 Hg1 Cl3 101.62(11) . 3_655 ? Cl2 Hg1 Cl3 105.47(9) . 3_655 ? Cl3 Hg1 Cl3 87.34(8) . 3_655 ? C7 N1 C11 110.4(7) . . ? C7 N1 C8 109.2(7) . . ? C11 N1 C8 108.5(7) . . ? C7 N1 Te1 104.4(5) . . ? C11 N1 Te1 115.2(6) . . ? C8 N1 Te1 108.9(5) . . ? C13 N2 C16 108.4(7) . . ? C13 N2 C12 109.6(8) . . ? C16 N2 C12 110.5(7) . . ? C13 N2 Te1 111.6(6) . . ? C16 N2 Te1 113.0(5) . . ? C12 N2 Te1 103.6(5) . . ? C10 O1 C9 109.9(7) . . ? C14 O2 C15 111.8(8) . . ? C1 Te1 N2 75.3(3) . . ? C1 Te1 N1 75.1(3) . . ? N2 Te1 N1 150.4(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -2.8(14) . . . . ? Te1 C1 C2 C3 177.8(7) . . . . ? C6 C1 C2 C7 -179.6(8) . . . . ? Te1 C1 C2 C7 1.0(11) . . . . ? C1 C2 C3 C4 -0.2(15) . . . . ? C7 C2 C3 C4 176.4(10) . . . . ? C2 C3 C4 C5 0.6(17) . . . . ? C3 C4 C5 C6 1.8(16) . . . . ? C2 C1 C6 C5 5.2(13) . . . . ? Te1 C1 C6 C5 -175.4(6) . . . . ? C2 C1 C6 C12 -173.4(9) . . . . ? Te1 C1 C6 C12 6.0(11) . . . . ? C4 C5 C6 C1 -4.6(14) . . . . ? C4 C5 C6 C12 173.8(10) . . . . ? C3 C2 C7 N1 153.1(9) . . . . ? C1 C2 C7 N1 -30.3(12) . . . . ? C1 C6 C12 N2 -37.0(11) . . . . ? C5 C6 C12 N2 144.6(9) . . . . ? N1 C8 C9 O1 57.9(10) . . . . ? O1 C10 C11 N1 -59.6(10) . . . . ? N2 C16 C15 O2 57.0(10) . . . . ? O2 C14 C13 N2 -58.6(11) . . . . ? Hg1 Cl3 Hg1 Cl1 101.45(11) 3_655 . . . ? Hg1 Cl3 Hg1 Cl2 -105.37(10) 3_655 . . . ? Hg1 Cl3 Hg1 Cl3 0.0 3_655 . . 3_655 ? C2 C7 N1 C11 163.6(8) . . . . ? C2 C7 N1 C8 -77.2(9) . . . . ? C2 C7 N1 Te1 39.2(9) . . . . ? C10 C11 N1 C7 175.0(8) . . . . ? C10 C11 N1 C8 55.3(10) . . . . ? C10 C11 N1 Te1 -67.1(9) . . . . ? C9 C8 N1 C7 -174.3(7) . . . . ? C9 C8 N1 C11 -53.9(9) . . . . ? C9 C8 N1 Te1 72.2(8) . . . . ? C14 C13 N2 C16 54.6(10) . . . . ? C14 C13 N2 C12 175.3(8) . . . . ? C14 C13 N2 Te1 -70.6(9) . . . . ? C15 C16 N2 C13 -55.0(10) . . . . ? C15 C16 N2 C12 -175.1(8) . . . . ? C15 C16 N2 Te1 69.3(8) . . . . ? C6 C12 N2 C13 164.1(7) . . . . ? C6 C12 N2 C16 -76.5(9) . . . . ? C6 C12 N2 Te1 44.9(8) . . . . ? C11 C10 O1 C9 61.3(10) . . . . ? C8 C9 O1 C10 -61.6(10) . . . . ? C13 C14 O2 C15 61.4(13) . . . . ? C16 C15 O2 C14 -59.7(12) . . . . ? C6 C1 Te1 N2 15.6(6) . . . . ? C2 C1 Te1 N2 -165.0(8) . . . . ? C6 C1 Te1 N1 -163.0(7) . . . . ? C2 C1 Te1 N1 16.4(7) . . . . ? C13 N2 Te1 C1 -150.8(7) . . . . ? C16 N2 Te1 C1 86.7(6) . . . . ? C12 N2 Te1 C1 -32.9(6) . . . . ? C13 N2 Te1 N1 -148.0(7) . . . . ? C16 N2 Te1 N1 89.5(7) . . . . ? C12 N2 Te1 N1 -30.1(8) . . . . ? C7 N1 Te1 C1 -30.2(6) . . . . ? C11 N1 Te1 C1 -151.5(6) . . . . ? C8 N1 Te1 C1 86.3(6) . . . . ? C7 N1 Te1 N2 -33.0(8) . . . . ? C11 N1 Te1 N2 -154.3(6) . . . . ? C8 N1 Te1 N2 83.5(7) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.665 _refine_diff_density_min -2.364 _refine_diff_density_rms 0.191 # Attachment 'Compound_1_-_CCDC_812968.cif' data_239rich _database_code_depnum_ccdc_archive 'CCDC 812968' #TrackingRef 'Compound_1_-_CCDC_812968.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H24 N2 O2' _chemical_formula_sum 'C16 H24 N2 O2' _chemical_formula_weight 276.37 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)/c ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.380(9) _cell_length_b 11.502(7) _cell_length_c 9.591(6) _cell_angle_alpha 90.00 _cell_angle_beta 94.558(11) _cell_angle_gamma 90.00 _cell_volume 1581.2(18) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 1619 _cell_measurement_theta_min 3.19 _cell_measurement_theta_max 26.33 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.161 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 600 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9796 _exptl_absorpt_correction_T_max 0.9878 _exptl_absorpt_process_details 'Bruker, 2001.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 10272 _diffrn_reflns_av_R_equivalents 0.0899 _diffrn_reflns_av_sigmaI/netI 0.0959 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2744 _reflns_number_gt 1746 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.1793P)^2^+3.8397P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2744 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2051 _refine_ls_R_factor_gt 0.1566 _refine_ls_wR_factor_ref 0.3970 _refine_ls_wR_factor_gt 0.3664 _refine_ls_goodness_of_fit_ref 1.119 _refine_ls_restrained_S_all 1.119 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C7 C 0.8279(5) 0.4277(6) 1.1357(7) 0.0470(18) Uani 1 1 d . . . H7A H 0.7820 0.3801 1.1780 0.056 Uiso 1 1 calc R . . H7B H 0.8853 0.3832 1.1371 0.056 Uiso 1 1 calc R . . N1 N 0.8452(4) 0.5334(5) 1.2215(5) 0.0422(14) Uani 1 1 d . . . N2 N 0.5500(3) 0.6375(4) 0.6950(5) 0.0366(13) Uani 1 1 d . . . C2 C 0.7332(4) 0.5439(6) 0.9504(7) 0.0423(16) Uani 1 1 d . . . H1 H 0.7140 0.5910 1.0215 0.051 Uiso 1 1 calc R . . O2 O 0.3520(3) 0.6258(4) 0.6383(6) 0.0631(16) Uani 1 1 d . . . C3 C 0.7005(4) 0.5678(5) 0.8129(7) 0.0409(16) Uani 1 1 d . . . O1 O 0.9582(4) 0.6766(5) 1.4126(6) 0.0765(19) Uani 1 1 d . . . C1 C 0.7937(4) 0.4516(5) 0.9854(7) 0.0388(16) Uani 1 1 d . . . C12 C 0.6368(5) 0.6698(6) 0.7770(8) 0.0494(19) Uani 1 1 d . . . H12A H 0.6212 0.7068 0.8631 0.059 Uiso 1 1 calc R . . H12B H 0.6699 0.7262 0.7245 0.059 Uiso 1 1 calc R . . C16 C 0.4920(5) 0.5587(5) 0.7729(7) 0.0437(17) Uani 1 1 d . . . H16A H 0.4748 0.5967 0.8574 0.052 Uiso 1 1 calc R . . H16B H 0.5271 0.4891 0.7996 0.052 Uiso 1 1 calc R . . C11 C 0.8646(5) 0.5017(7) 1.3672(8) 0.0547(19) Uani 1 1 d . . . H11A H 0.9191 0.4519 1.3771 0.066 Uiso 1 1 calc R . . H11B H 0.8122 0.4588 1.3989 0.066 Uiso 1 1 calc R . . C8 C 0.9244(5) 0.5992(7) 1.1770(8) 0.060(2) Uani 1 1 d . . . H8A H 0.9126 0.6218 1.0798 0.072 Uiso 1 1 calc R . . H8B H 0.9801 0.5513 1.1855 0.072 Uiso 1 1 calc R . . C13 C 0.4942(5) 0.7399(6) 0.6518(8) 0.0518(18) Uani 1 1 d . . . H13A H 0.5308 0.7920 0.5984 0.062 Uiso 1 1 calc R . . H13B H 0.4767 0.7814 0.7338 0.062 Uiso 1 1 calc R . . C6 C 0.8185(5) 0.3804(6) 0.8781(8) 0.0510(19) Uani 1 1 d . . . H3 H 0.8581 0.3177 0.8982 0.061 Uiso 1 1 calc R . . C4 C 0.7254(5) 0.4939(7) 0.7090(7) 0.0523(19) Uani 1 1 d . . . H5 H 0.7021 0.5063 0.6170 0.063 Uiso 1 1 calc R . . C15 C 0.4054(5) 0.5266(6) 0.6821(9) 0.056(2) Uani 1 1 d . . . H15A H 0.4232 0.4850 0.6003 0.068 Uiso 1 1 calc R . . H15B H 0.3673 0.4750 0.7338 0.068 Uiso 1 1 calc R . . C5 C 0.7850(6) 0.4015(7) 0.7409(8) 0.063(2) Uani 1 1 d . . . H4 H 0.8026 0.3532 0.6698 0.076 Uiso 1 1 calc R . . C9 C 0.9389(6) 0.7061(8) 1.2672(9) 0.073(3) Uani 1 1 d . . . H9A H 0.9905 0.7508 1.2361 0.088 Uiso 1 1 calc R . . H9B H 0.8834 0.7543 1.2566 0.088 Uiso 1 1 calc R . . C14 C 0.4068(5) 0.7027(7) 0.5630(9) 0.061(2) Uani 1 1 d . . . H14A H 0.3702 0.7709 0.5350 0.074 Uiso 1 1 calc R . . H14B H 0.4245 0.6645 0.4789 0.074 Uiso 1 1 calc R . . C10 C 0.8816(6) 0.6090(8) 1.4560(8) 0.073(3) Uani 1 1 d . . . H10A H 0.8257 0.6565 1.4498 0.088 Uiso 1 1 calc R . . H10B H 0.8947 0.5861 1.5529 0.088 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 C7 0.047(4) 0.035(4) 0.057(4) 0.009(3) -0.013(3) 0.005(3) N1 0.037(3) 0.045(3) 0.044(3) 0.008(3) -0.005(2) -0.007(2) N2 0.038(3) 0.029(3) 0.042(3) 0.000(2) -0.006(2) 0.002(2) C2 0.043(4) 0.044(4) 0.039(4) -0.008(3) -0.001(3) 0.001(3) O2 0.041(3) 0.055(3) 0.093(4) 0.015(3) 0.006(3) 0.007(2) C3 0.042(4) 0.034(4) 0.045(4) 0.001(3) -0.006(3) -0.006(3) O1 0.071(4) 0.086(4) 0.068(4) -0.006(3) -0.020(3) -0.023(3) C1 0.021(3) 0.030(3) 0.064(4) 0.000(3) -0.003(3) -0.007(3) C12 0.059(4) 0.032(4) 0.054(4) -0.002(3) -0.016(3) -0.011(3) C16 0.049(4) 0.022(3) 0.059(4) 0.007(3) -0.003(3) -0.006(3) C11 0.044(4) 0.065(5) 0.053(4) 0.003(4) -0.008(3) -0.006(4) C8 0.053(5) 0.062(5) 0.063(5) 0.006(4) -0.010(4) -0.020(4) C13 0.058(4) 0.043(4) 0.054(4) 0.011(3) 0.005(3) 0.002(3) C6 0.046(4) 0.040(4) 0.066(5) 0.001(3) 0.000(3) 0.012(3) C4 0.049(4) 0.066(5) 0.041(4) -0.003(4) -0.004(3) 0.003(4) C15 0.049(4) 0.038(4) 0.081(5) 0.005(4) -0.002(4) 0.001(3) C5 0.065(5) 0.071(6) 0.054(5) -0.022(4) 0.006(4) 0.020(4) C9 0.068(6) 0.069(6) 0.081(6) 0.007(5) -0.004(5) -0.035(5) C14 0.051(4) 0.061(5) 0.073(5) 0.032(4) 0.003(4) 0.012(4) C10 0.075(6) 0.091(7) 0.050(5) -0.010(5) -0.012(4) -0.003(5) _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 C7 N1 1.478(8) . ? C7 C1 1.511(9) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? N1 C11 1.449(9) . ? N1 C8 1.460(9) . ? N2 C13 1.467(8) . ? N2 C12 1.468(8) . ? N2 C16 1.474(8) . ? C2 C3 1.392(9) . ? C2 C1 1.396(9) . ? C2 H1 0.9300 . ? O2 C14 1.420(9) . ? O2 C15 1.420(8) . ? C3 C4 1.379(10) . ? C3 C12 1.512(9) . ? O1 C10 1.436(11) . ? O1 C9 1.441(10) . ? C1 C6 1.384(10) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C16 C15 1.508(10) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C11 C10 1.508(11) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C8 C9 1.508(11) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C13 C14 1.522(11) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C6 C5 1.386(10) . ? C6 H3 0.9300 . ? C4 C5 1.384(10) . ? C4 H5 0.9300 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C5 H4 0.9300 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C7 C1 114.1(5) . . ? N1 C7 H7A 108.7 . . ? C1 C7 H7A 108.7 . . ? N1 C7 H7B 108.7 . . ? C1 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? C11 N1 C8 108.5(5) . . ? C11 N1 C7 110.0(5) . . ? C8 N1 C7 111.4(6) . . ? C13 N2 C12 111.8(5) . . ? C13 N2 C16 108.6(5) . . ? C12 N2 C16 112.0(5) . . ? C3 C2 C1 122.3(6) . . ? C3 C2 H1 118.8 . . ? C1 C2 H1 118.8 . . ? C14 O2 C15 110.0(5) . . ? C4 C3 C2 118.4(6) . . ? C4 C3 C12 120.1(6) . . ? C2 C3 C12 121.5(6) . . ? C10 O1 C9 108.3(6) . . ? C6 C1 C2 117.6(6) . . ? C6 C1 C7 121.2(6) . . ? C2 C1 C7 121.2(6) . . ? N2 C12 C3 113.6(5) . . ? N2 C12 H12A 108.9 . . ? C3 C12 H12A 108.9 . . ? N2 C12 H12B 108.9 . . ? C3 C12 H12B 108.9 . . ? H12A C12 H12B 107.7 . . ? N2 C16 C15 109.4(6) . . ? N2 C16 H16A 109.8 . . ? C15 C16 H16A 109.8 . . ? N2 C16 H16B 109.8 . . ? C15 C16 H16B 109.8 . . ? H16A C16 H16B 108.2 . . ? N1 C11 C10 110.4(6) . . ? N1 C11 H11A 109.6 . . ? C10 C11 H11A 109.6 . . ? N1 C11 H11B 109.6 . . ? C10 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? N1 C8 C9 109.3(7) . . ? N1 C8 H8A 109.8 . . ? C9 C8 H8A 109.8 . . ? N1 C8 H8B 109.8 . . ? C9 C8 H8B 109.8 . . ? H8A C8 H8B 108.3 . . ? N2 C13 C14 109.9(6) . . ? N2 C13 H13A 109.7 . . ? C14 C13 H13A 109.7 . . ? N2 C13 H13B 109.7 . . ? C14 C13 H13B 109.7 . . ? H13A C13 H13B 108.2 . . ? C5 C6 C1 120.8(6) . . ? C5 C6 H3 119.6 . . ? C1 C6 H3 119.6 . . ? C3 C4 C5 120.3(7) . . ? C3 C4 H5 119.8 . . ? C5 C4 H5 119.8 . . ? O2 C15 C16 112.1(6) . . ? O2 C15 H15A 109.2 . . ? C16 C15 H15A 109.2 . . ? O2 C15 H15B 109.2 . . ? C16 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? C6 C5 C4 120.4(7) . . ? C6 C5 H4 119.8 . . ? C4 C5 H4 119.8 . . ? O1 C9 C8 111.7(7) . . ? O1 C9 H9A 109.3 . . ? C8 C9 H9A 109.3 . . ? O1 C9 H9B 109.3 . . ? C8 C9 H9B 109.3 . . ? H9A C9 H9B 107.9 . . ? O2 C14 C13 110.9(6) . . ? O2 C14 H14A 109.4 . . ? C13 C14 H14A 109.4 . . ? O2 C14 H14B 109.4 . . ? C13 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? O1 C10 C11 111.9(7) . . ? O1 C10 H10A 109.2 . . ? C11 C10 H10A 109.2 . . ? O1 C10 H10B 109.2 . . ? C11 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C7 N1 C11 171.8(6) . . . . ? C1 C7 N1 C8 -67.9(7) . . . . ? C1 C2 C3 C4 3.3(10) . . . . ? C1 C2 C3 C12 -178.6(6) . . . . ? C3 C2 C1 C6 -2.2(10) . . . . ? C3 C2 C1 C7 -179.9(6) . . . . ? N1 C7 C1 C6 146.0(6) . . . . ? N1 C7 C1 C2 -36.4(9) . . . . ? C13 N2 C12 C3 -174.9(6) . . . . ? C16 N2 C12 C3 63.0(8) . . . . ? C4 C3 C12 N2 52.3(9) . . . . ? C2 C3 C12 N2 -125.8(7) . . . . ? C13 N2 C16 C15 57.5(7) . . . . ? C12 N2 C16 C15 -178.6(5) . . . . ? C8 N1 C11 C10 58.4(8) . . . . ? C7 N1 C11 C10 -179.6(6) . . . . ? C11 N1 C8 C9 -59.0(8) . . . . ? C7 N1 C8 C9 179.8(6) . . . . ? C12 N2 C13 C14 178.0(6) . . . . ? C16 N2 C13 C14 -58.0(7) . . . . ? C2 C1 C6 C5 0.8(10) . . . . ? C7 C1 C6 C5 178.5(7) . . . . ? C2 C3 C4 C5 -2.9(11) . . . . ? C12 C3 C4 C5 179.0(7) . . . . ? C14 O2 C15 C16 58.6(9) . . . . ? N2 C16 C15 O2 -58.6(8) . . . . ? C1 C6 C5 C4 -0.5(12) . . . . ? C3 C4 C5 C6 1.5(12) . . . . ? C10 O1 C9 C8 -58.1(10) . . . . ? N1 C8 C9 O1 60.4(9) . . . . ? C15 O2 C14 C13 -58.0(8) . . . . ? N2 C13 C14 O2 58.9(8) . . . . ? C9 O1 C10 C11 56.9(9) . . . . ? N1 C11 C10 O1 -58.7(9) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.465 _refine_diff_density_min -0.313 _refine_diff_density_rms 0.096 # Attachment 'Compound_3_-_CCDC_812969.cif' data_338rich _database_code_depnum_ccdc_archive 'CCDC 812969' #TrackingRef 'Compound_3_-_CCDC_812969.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H23 Cl Hg N2 O2' _chemical_formula_sum 'C16 H23 Cl Hg N2 O2' _chemical_formula_weight 511.40 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' Hg Hg -2.3894 9.2266 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.7841(8) _cell_length_b 10.0718(8) _cell_length_c 18.2607(15) _cell_angle_alpha 90.00 _cell_angle_beta 99.3760(10) _cell_angle_gamma 90.00 _cell_volume 1775.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 4933 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 24.81 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.913 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 8.827 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1913 _exptl_absorpt_correction_T_max 0.2163 _exptl_absorpt_process_details 'Bruker, 2001.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 12456 _diffrn_reflns_av_R_equivalents 0.0324 _diffrn_reflns_av_sigmaI/netI 0.0283 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3121 _reflns_number_gt 2917 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0212P)^2^+4.6527P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3121 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_gt 0.0334 _refine_ls_wR_factor_ref 0.0695 _refine_ls_wR_factor_gt 0.0680 _refine_ls_goodness_of_fit_ref 1.186 _refine_ls_restrained_S_all 1.186 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1099(6) 0.7851(6) 0.3104(3) 0.0404(14) Uani 1 1 d . . . C2 C 0.0578(7) 0.7599(6) 0.3753(4) 0.0473(16) Uani 1 1 d . . . C3 C 0.1483(9) 0.7132(8) 0.4373(4) 0.068(2) Uani 1 1 d . . . H3 H 0.1159 0.6996 0.4818 0.081 Uiso 1 1 calc R . . C4 C 0.2843(10) 0.6873(9) 0.4328(5) 0.082(3) Uani 1 1 d . . . H4 H 0.3431 0.6545 0.4740 0.099 Uiso 1 1 calc R . . C5 C 0.3339(8) 0.7094(8) 0.3679(5) 0.072(2) Uani 1 1 d . . . H5 H 0.4262 0.6907 0.3656 0.086 Uiso 1 1 calc R . . C6 C 0.2494(6) 0.7590(7) 0.3057(4) 0.0494(16) Uani 1 1 d . . . C7 C -0.0922(8) 0.7797(7) 0.3809(4) 0.0563(18) Uani 1 1 d . . . H7A H -0.1442 0.7036 0.3589 0.068 Uiso 1 1 calc R . . H7B H -0.1016 0.7827 0.4329 0.068 Uiso 1 1 calc R . . C12 C 0.3090(7) 0.7910(8) 0.2381(5) 0.064(2) Uani 1 1 d . . . H12A H 0.3318 0.8848 0.2394 0.077 Uiso 1 1 calc R . . H12B H 0.3951 0.7423 0.2403 0.077 Uiso 1 1 calc R . . C8 C -0.1159(7) 1.0185(7) 0.3893(4) 0.0503(16) Uani 1 1 d . . . H8A H -0.0159 1.0252 0.4017 0.060 Uiso 1 1 calc R . . H8B H -0.1534 1.0131 0.4352 0.060 Uiso 1 1 calc R . . C9 C -0.1727(7) 1.1393(7) 0.3462(5) 0.062(2) Uani 1 1 d . . . H9A H -0.1490 1.2179 0.3762 0.075 Uiso 1 1 calc R . . H9B H -0.1304 1.1472 0.3019 0.075 Uiso 1 1 calc R . . C10 C -0.3570(7) 1.0141(8) 0.2843(5) 0.065(2) Uani 1 1 d . . . H10A H -0.3187 1.0164 0.2386 0.078 Uiso 1 1 calc R . . H10B H -0.4570 1.0095 0.2715 0.078 Uiso 1 1 calc R . . C11 C -0.3052(7) 0.8937(7) 0.3278(4) 0.0578(19) Uani 1 1 d . . . H11A H -0.3437 0.8902 0.3734 0.069 Uiso 1 1 calc R . . H11B H -0.3338 0.8144 0.2992 0.069 Uiso 1 1 calc R . . C16 C 0.2724(10) 0.8261(8) 0.1051(5) 0.078(3) Uani 1 1 d . . . H16A H 0.3654 0.7956 0.1021 0.094 Uiso 1 1 calc R . . H16B H 0.2752 0.9215 0.1122 0.094 Uiso 1 1 calc R . . C15 C 0.1765(12) 0.7922(12) 0.0343(5) 0.107(4) Uani 1 1 d . . . H15A H 0.0838 0.8231 0.0375 0.128 Uiso 1 1 calc R . . H15B H 0.2073 0.8373 -0.0071 0.128 Uiso 1 1 calc R . . C14 C 0.1229(13) 0.5929(11) 0.0812(5) 0.103(4) Uani 1 1 d . . . H14A H 0.1189 0.4978 0.0727 0.124 Uiso 1 1 calc R . . H14B H 0.0297 0.6239 0.0834 0.124 Uiso 1 1 calc R . . C13 C 0.2149(9) 0.6220(7) 0.1533(4) 0.066(2) Uani 1 1 d . . . H13A H 0.1790 0.5777 0.1934 0.079 Uiso 1 1 calc R . . H13B H 0.3071 0.5876 0.1518 0.079 Uiso 1 1 calc R . . Cl1 Cl -0.1543(2) 0.97143(19) 0.12186(10) 0.0628(5) Uani 1 1 d . . . Hg1 Hg -0.01804(2) 0.86468(2) 0.219908(12) 0.04009(10) Uani 1 1 d . . . N1 N -0.1532(5) 0.8993(5) 0.3449(3) 0.0432(12) Uani 1 1 d . . . N2 N 0.2227(5) 0.7623(5) 0.1672(3) 0.0461(13) Uani 1 1 d . . . O1 O -0.3193(5) 1.1320(5) 0.3255(3) 0.0659(14) Uani 1 1 d . . . O2 O 0.1737(9) 0.6567(8) 0.0217(3) 0.111(2) 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 C1 0.040(3) 0.043(4) 0.033(3) 0.000(3) -0.009(3) -0.001(3) C2 0.060(4) 0.039(4) 0.042(4) -0.005(3) 0.004(3) -0.001(3) C3 0.092(6) 0.067(5) 0.039(4) 0.001(4) -0.007(4) 0.009(5) C4 0.083(6) 0.073(6) 0.075(6) 0.002(5) -0.033(5) 0.015(5) C5 0.053(5) 0.065(5) 0.088(6) -0.011(5) -0.018(4) 0.008(4) C6 0.037(3) 0.051(4) 0.058(4) -0.012(3) 0.000(3) 0.002(3) C7 0.074(5) 0.047(4) 0.054(4) 0.008(3) 0.029(4) 0.000(4) C12 0.039(4) 0.066(5) 0.090(6) -0.013(4) 0.020(4) -0.001(3) C8 0.044(4) 0.054(4) 0.052(4) -0.003(3) 0.008(3) -0.001(3) C9 0.049(4) 0.057(5) 0.080(5) -0.006(4) 0.005(4) -0.007(3) C10 0.036(4) 0.077(5) 0.081(5) -0.019(5) 0.005(4) 0.000(4) C11 0.047(4) 0.057(5) 0.072(5) -0.021(4) 0.018(4) -0.013(3) C16 0.092(6) 0.049(4) 0.109(8) 0.024(5) 0.061(6) 0.017(4) C15 0.131(9) 0.133(10) 0.068(6) 0.045(7) 0.054(6) 0.052(8) C14 0.155(10) 0.101(7) 0.061(6) -0.027(5) 0.041(6) -0.037(7) C13 0.090(6) 0.051(5) 0.062(5) 0.004(4) 0.031(4) -0.001(4) Cl1 0.0691(12) 0.0694(12) 0.0482(10) 0.0187(9) 0.0045(9) 0.0146(9) Hg1 0.03752(14) 0.04549(15) 0.03791(14) 0.00468(11) 0.00809(10) 0.00220(11) N1 0.042(3) 0.048(3) 0.043(3) -0.006(2) 0.015(2) -0.004(2) N2 0.040(3) 0.041(3) 0.062(4) 0.005(3) 0.024(3) 0.005(2) O1 0.047(3) 0.061(3) 0.089(4) -0.012(3) 0.009(3) 0.008(2) O2 0.160(7) 0.125(6) 0.059(4) -0.005(4) 0.050(4) 0.009(5) _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 1.388(9) . ? C1 C6 1.406(8) . ? C1 Hg1 2.066(6) . ? C2 C3 1.399(9) . ? C2 C7 1.500(10) . ? C3 C4 1.371(12) . ? C3 H3 0.9300 . ? C4 C5 1.370(12) . ? C4 H4 0.9300 . ? C5 C6 1.385(10) . ? C5 H5 0.9300 . ? C6 C12 1.484(10) . ? C7 N1 1.453(8) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C12 N2 1.455(9) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C8 N1 1.461(8) . ? C8 C9 1.505(10) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O1 1.424(8) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O1 1.421(8) . ? C10 C11 1.492(10) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N1 1.470(8) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C16 N2 1.455(9) . ? C16 C15 1.508(14) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C15 O2 1.383(12) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C14 O2 1.420(11) . ? C14 C13 1.499(12) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C13 N2 1.436(8) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? Cl1 Hg1 2.3152(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 120.9(6) . . ? C2 C1 Hg1 119.7(5) . . ? C6 C1 Hg1 119.4(5) . . ? C1 C2 C3 118.6(7) . . ? C1 C2 C7 122.2(6) . . ? C3 C2 C7 119.2(7) . . ? C4 C3 C2 120.6(8) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C5 C4 C3 120.3(8) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 121.3(8) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C5 C6 C1 118.2(7) . . ? C5 C6 C12 119.8(7) . . ? C1 C6 C12 121.9(6) . . ? N1 C7 C2 114.5(5) . . ? N1 C7 H7A 108.6 . . ? C2 C7 H7A 108.6 . . ? N1 C7 H7B 108.6 . . ? C2 C7 H7B 108.6 . . ? H7A C7 H7B 107.6 . . ? N2 C12 C6 116.5(6) . . ? N2 C12 H12A 108.2 . . ? C6 C12 H12A 108.2 . . ? N2 C12 H12B 108.2 . . ? C6 C12 H12B 108.2 . . ? H12A C12 H12B 107.3 . . ? N1 C8 C9 109.7(6) . . ? N1 C8 H8A 109.7 . . ? C9 C8 H8A 109.7 . . ? N1 C8 H8B 109.7 . . ? C9 C8 H8B 109.7 . . ? H8A C8 H8B 108.2 . . ? O1 C9 C8 111.6(6) . . ? O1 C9 H9A 109.3 . . ? C8 C9 H9A 109.3 . . ? O1 C9 H9B 109.3 . . ? C8 C9 H9B 109.3 . . ? H9A C9 H9B 108.0 . . ? O1 C10 C11 111.2(6) . . ? O1 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 . . ? O1 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? N1 C11 C10 109.0(6) . . ? N1 C11 H11A 109.9 . . ? C10 C11 H11A 109.9 . . ? N1 C11 H11B 109.9 . . ? C10 C11 H11B 109.9 . . ? H11A C11 H11B 108.3 . . ? N2 C16 C15 109.2(7) . . ? N2 C16 H16A 109.8 . . ? C15 C16 H16A 109.8 . . ? N2 C16 H16B 109.8 . . ? C15 C16 H16B 109.8 . . ? H16A C16 H16B 108.3 . . ? O2 C15 C16 111.0(8) . . ? O2 C15 H15A 109.4 . . ? C16 C15 H15A 109.4 . . ? O2 C15 H15B 109.4 . . ? C16 C15 H15B 109.4 . . ? H15A C15 H15B 108.0 . . ? O2 C14 C13 110.4(8) . . ? O2 C14 H14A 109.6 . . ? C13 C14 H14A 109.6 . . ? O2 C14 H14B 109.6 . . ? C13 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? N2 C13 C14 110.7(7) . . ? N2 C13 H13A 109.5 . . ? C14 C13 H13A 109.5 . . ? N2 C13 H13B 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? C1 Hg1 Cl1 175.13(17) . . ? C7 N1 C8 112.5(5) . . ? C7 N1 C11 113.1(5) . . ? C8 N1 C11 107.6(5) . . ? C13 N2 C16 108.1(6) . . ? C13 N2 C12 111.0(6) . . ? C16 N2 C12 112.8(6) . . ? C10 O1 C9 110.3(5) . . ? C15 O2 C14 108.6(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 2.8(10) . . . . ? Hg1 C1 C2 C3 -176.4(5) . . . . ? C6 C1 C2 C7 -176.6(6) . . . . ? Hg1 C1 C2 C7 4.3(8) . . . . ? C1 C2 C3 C4 -2.9(11) . . . . ? C7 C2 C3 C4 176.5(7) . . . . ? C2 C3 C4 C5 1.3(13) . . . . ? C3 C4 C5 C6 0.5(13) . . . . ? C4 C5 C6 C1 -0.6(11) . . . . ? C4 C5 C6 C12 175.5(8) . . . . ? C2 C1 C6 C5 -1.0(10) . . . . ? Hg1 C1 C6 C5 178.1(5) . . . . ? C2 C1 C6 C12 -177.1(6) . . . . ? Hg1 C1 C6 C12 2.0(9) . . . . ? C1 C2 C7 N1 -41.5(9) . . . . ? C3 C2 C7 N1 139.2(7) . . . . ? C5 C6 C12 N2 142.9(7) . . . . ? C1 C6 C12 N2 -41.1(10) . . . . ? N1 C8 C9 O1 58.0(8) . . . . ? O1 C10 C11 N1 -60.9(8) . . . . ? N2 C16 C15 O2 -61.3(9) . . . . ? O2 C14 C13 N2 59.2(11) . . . . ? C2 C7 N1 C8 -78.3(7) . . . . ? C2 C7 N1 C11 159.5(6) . . . . ? C9 C8 N1 C7 175.4(5) . . . . ? C9 C8 N1 C11 -59.4(7) . . . . ? C10 C11 N1 C7 -174.3(6) . . . . ? C10 C11 N1 C8 60.8(7) . . . . ? C14 C13 N2 C16 -57.3(9) . . . . ? C14 C13 N2 C12 178.5(7) . . . . ? C15 C16 N2 C13 57.4(8) . . . . ? C15 C16 N2 C12 -179.5(7) . . . . ? C6 C12 N2 C13 -73.0(8) . . . . ? C6 C12 N2 C16 165.4(6) . . . . ? C11 C10 O1 C9 57.9(8) . . . . ? C8 C9 O1 C10 -56.2(8) . . . . ? C16 C15 O2 C14 61.5(11) . . . . ? C13 C14 O2 C15 -60.1(12) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.922 _refine_diff_density_min -1.720 _refine_diff_density_rms 0.121 # Attachment 'Compound_2_-_CCDC_812970_-_147alb.cif' data_147alb _database_code_depnum_ccdc_archive 'CCDC 812970' #TrackingRef 'Compound_2_-_CCDC_812970_-_147alb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H26 Hg N2 O4' _chemical_formula_sum 'C18 H26 Hg N2 O4' _chemical_formula_weight 535.00 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' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pbcn ' _symmetry_space_group_name_Hall '-P 2n 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 19.823(14) _cell_length_b 10.425(8) _cell_length_c 18.926(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3911(5) _cell_formula_units_Z 8 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 3803 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 21.47 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.817 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 7.894 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1534 _exptl_absorpt_correction_T_max 0.2429 _exptl_absorpt_process_details 'Bruker, 2001.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 25719 _diffrn_reflns_av_R_equivalents 0.0659 _diffrn_reflns_av_sigmaI/netI 0.0397 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3451 _reflns_number_gt 2737 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0295P)^2^+9.4641P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3451 _refine_ls_number_parameters 215 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0666 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.0889 _refine_ls_wR_factor_gt 0.0828 _refine_ls_goodness_of_fit_ref 1.143 _refine_ls_restrained_S_all 1.143 _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 0.4193(3) 0.8390(3) 0.1674(3) 0.047(2) Uani 1 1 d G . . C2 C 0.4290(3) 0.8476(4) 0.0948(3) 0.050(2) Uani 1 1 d G . . C3 C 0.4328(3) 0.9672(6) 0.0625(3) 0.068(3) Uani 1 1 d G . . H3 H 0.4393 0.9729 0.0139 0.082 Uiso 1 1 calc R . . C4 C 0.4270(3) 1.0781(4) 0.1028(4) 0.076(3) Uani 1 1 d G . . H4 H 0.4296 1.1581 0.0812 0.091 Uiso 1 1 calc R . . C5 C 0.4174(3) 1.0695(4) 0.1754(4) 0.070(3) Uani 1 1 d G . . H5 H 0.4135 1.1437 0.2024 0.084 Uiso 1 1 calc R . . C6 C 0.4135(3) 0.9500(5) 0.2077(2) 0.046(2) Uani 1 1 d G . . C7 C 0.4345(4) 0.7280(9) 0.0503(4) 0.057(2) Uani 1 1 d . . . H7A H 0.4277 0.7500 0.0010 0.068 Uiso 1 1 calc R . . H7B H 0.4794 0.6922 0.0551 0.068 Uiso 1 1 calc R . . C8 C 0.3985(4) 0.5069(9) 0.0421(5) 0.067(3) Uani 1 1 d . . . H8A H 0.4438 0.4803 0.0546 0.080 Uiso 1 1 calc R . . H8B H 0.3953 0.5101 -0.0090 0.080 Uiso 1 1 calc R . . C9 C 0.3485(6) 0.4115(9) 0.0704(6) 0.088(4) Uani 1 1 d . . . H9A H 0.3580 0.3275 0.0508 0.105 Uiso 1 1 calc R . . H9B H 0.3531 0.4059 0.1214 0.105 Uiso 1 1 calc R . . C10 C 0.2679(5) 0.5706(10) 0.0775(6) 0.079(3) Uani 1 1 d . . . H10A H 0.2689 0.5713 0.1288 0.095 Uiso 1 1 calc R . . H10B H 0.2228 0.5944 0.0627 0.095 Uiso 1 1 calc R . . C11 C 0.3166(4) 0.6673(8) 0.0505(5) 0.058(2) Uani 1 1 d . . . H11A H 0.3136 0.6717 -0.0006 0.070 Uiso 1 1 calc R . . H11B H 0.3055 0.7511 0.0694 0.070 Uiso 1 1 calc R . . C12 C 0.3970(4) 0.9418(9) 0.2873(5) 0.061(2) Uani 1 1 d . . . H12A H 0.4377 0.9210 0.3134 0.073 Uiso 1 1 calc R . . H12B H 0.3810 1.0246 0.3037 0.073 Uiso 1 1 calc R . . C13 C 0.3381(5) 0.8151(9) 0.3764(4) 0.063(3) Uani 1 1 d . . . H13A H 0.3225 0.8906 0.4016 0.075 Uiso 1 1 calc R . . H13B H 0.3812 0.7895 0.3961 0.075 Uiso 1 1 calc R . . C14 C 0.2878(5) 0.7081(10) 0.3848(5) 0.072(3) Uani 1 1 d . . . H14A H 0.3054 0.6312 0.3626 0.087 Uiso 1 1 calc R . . H14B H 0.2817 0.6902 0.4347 0.087 Uiso 1 1 calc R . . C15 C 0.2310(4) 0.7711(10) 0.2819(5) 0.064(3) Uani 1 1 d . . . H15A H 0.1874 0.7964 0.2634 0.077 Uiso 1 1 calc R . . H15B H 0.2460 0.6963 0.2557 0.077 Uiso 1 1 calc R . . C16 C 0.2809(4) 0.8793(8) 0.2710(5) 0.053(2) Uani 1 1 d . . . H16A H 0.2859 0.8962 0.2209 0.063 Uiso 1 1 calc R . . H16B H 0.2641 0.9566 0.2934 0.063 Uiso 1 1 calc R . . C17 C 0.4367(4) 0.4698(8) 0.3150(5) 0.044(2) Uani 1 1 d . . . C18 C 0.4442(5) 0.3344(8) 0.3431(5) 0.065(3) Uani 1 1 d . . . H18A H 0.4556 0.2777 0.3049 0.097 Uiso 1 1 calc R . . H18B H 0.4025 0.3074 0.3641 0.097 Uiso 1 1 calc R . . H18C H 0.4793 0.3323 0.3780 0.097 Uiso 1 1 calc R . . Hg1 Hg 0.414899(15) 0.66340(3) 0.214114(16) 0.04365(12) Uani 1 1 d . . . N1 N 0.3851(3) 0.6326(6) 0.0712(3) 0.0406(15) Uani 1 1 d . . . N2 N 0.3460(3) 0.8451(6) 0.3012(3) 0.0491(17) Uani 1 1 d . . . O1 O 0.2821(4) 0.4465(7) 0.0535(4) 0.084(2) Uani 1 1 d . . . O2 O 0.2244(3) 0.7386(7) 0.3543(3) 0.0748(19) Uani 1 1 d . . . O3 O 0.4105(3) 0.4767(5) 0.2532(3) 0.0535(14) Uani 1 1 d . . . O4 O 0.4554(3) 0.5612(6) 0.3497(3) 0.0605(16) 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 C1 0.038(4) 0.048(5) 0.056(5) 0.013(4) -0.002(4) 0.000(4) C2 0.036(4) 0.047(5) 0.067(6) 0.013(4) 0.008(4) -0.007(4) C3 0.054(6) 0.070(7) 0.080(7) 0.029(6) 0.005(5) -0.010(5) C4 0.054(6) 0.042(6) 0.130(10) 0.019(6) -0.004(6) 0.000(5) C5 0.057(6) 0.036(5) 0.116(9) 0.007(5) 0.013(6) -0.008(5) C6 0.046(4) 0.017(3) 0.076(6) -0.013(4) -0.002(5) -0.008(3) C7 0.054(5) 0.075(6) 0.042(5) -0.002(5) 0.004(4) 0.007(5) C8 0.070(6) 0.061(6) 0.069(6) -0.017(5) -0.022(5) 0.017(6) C9 0.129(11) 0.042(6) 0.092(8) -0.005(6) -0.035(8) 0.006(7) C10 0.049(6) 0.086(8) 0.104(8) -0.017(7) 0.002(6) -0.002(6) C11 0.050(5) 0.058(6) 0.067(6) -0.005(5) -0.004(4) 0.008(5) C12 0.052(5) 0.057(6) 0.075(7) -0.023(5) -0.005(5) 0.006(4) C13 0.064(6) 0.075(7) 0.049(5) -0.013(5) -0.005(5) 0.011(5) C14 0.064(6) 0.096(8) 0.057(6) 0.023(6) 0.010(5) 0.023(6) C15 0.046(5) 0.072(6) 0.075(7) 0.008(6) -0.001(5) -0.003(5) C16 0.044(5) 0.050(5) 0.064(6) 0.007(4) 0.002(4) 0.014(4) C17 0.036(4) 0.049(5) 0.047(5) 0.010(4) 0.002(4) 0.000(4) C18 0.069(6) 0.060(6) 0.065(6) 0.017(5) -0.009(5) -0.003(5) Hg1 0.0480(2) 0.03971(19) 0.04323(19) 0.00172(15) -0.00120(16) 0.00266(15) N1 0.048(4) 0.037(4) 0.036(3) -0.002(3) 0.000(3) 0.015(3) N2 0.048(4) 0.053(4) 0.047(4) -0.005(3) 0.002(3) 0.002(3) O1 0.082(5) 0.062(4) 0.110(6) -0.015(4) -0.015(4) -0.015(4) O2 0.059(4) 0.100(5) 0.066(4) 0.017(4) 0.020(3) 0.007(4) O3 0.070(4) 0.042(3) 0.048(3) 0.012(3) -0.009(3) -0.001(3) O4 0.071(4) 0.054(4) 0.057(4) -0.004(3) -0.012(3) -0.006(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.3900 . ? C1 C6 1.3900 . ? C1 Hg1 2.035(4) . ? C2 C3 1.3900 . ? C2 C7 1.510(10) . ? C3 C4 1.3900 . ? C3 H3 0.9300 . ? C4 C5 1.3900 . ? C4 H4 0.9300 . ? C5 C6 1.3900 . ? C5 H5 0.9300 . ? C6 C12 1.545(10) . ? C7 N1 1.450(10) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N1 1.446(10) . ? C8 C9 1.503(13) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O1 1.403(12) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O1 1.400(11) . ? C10 C11 1.486(12) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N1 1.459(10) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N2 1.452(10) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 N2 1.465(10) . ? C13 C14 1.505(12) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 O2 1.418(10) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 O2 1.419(10) . ? C15 C16 1.513(12) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 N2 1.456(10) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 O4 1.215(9) . ? C17 O3 1.282(10) . ? C17 C18 1.516(11) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? Hg1 O3 2.084(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 120.0 . . ? C2 C1 Hg1 119.6(3) . . ? C6 C1 Hg1 120.4(3) . . ? C3 C2 C1 120.0 . . ? C3 C2 C7 119.4(5) . . ? C1 C2 C7 120.5(5) . . ? C2 C3 C4 120.0 . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 120.0 . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C5 C6 C1 120.0 . . ? C5 C6 C12 119.3(5) . . ? C1 C6 C12 120.5(5) . . ? N1 C7 C2 111.4(6) . . ? N1 C7 H7A 109.3 . . ? C2 C7 H7A 109.3 . . ? N1 C7 H7B 109.3 . . ? C2 C7 H7B 109.3 . . ? H7A C7 H7B 108.0 . . ? N1 C8 C9 110.1(8) . . ? N1 C8 H8A 109.6 . . ? C9 C8 H8A 109.6 . . ? N1 C8 H8B 109.6 . . ? C9 C8 H8B 109.6 . . ? H8A C8 H8B 108.2 . . ? O1 C9 C8 111.4(8) . . ? O1 C9 H9A 109.3 . . ? C8 C9 H9A 109.3 . . ? O1 C9 H9B 109.3 . . ? C8 C9 H9B 109.3 . . ? H9A C9 H9B 108.0 . . ? O1 C10 C11 112.6(8) . . ? O1 C10 H10A 109.1 . . ? C11 C10 H10A 109.1 . . ? O1 C10 H10B 109.1 . . ? C11 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? N1 C11 C10 110.1(7) . . ? N1 C11 H11A 109.6 . . ? C10 C11 H11A 109.6 . . ? N1 C11 H11B 109.6 . . ? C10 C11 H11B 109.6 . . ? H11A C11 H11B 108.2 . . ? N2 C12 C6 111.2(6) . . ? N2 C12 H12A 109.4 . . ? C6 C12 H12A 109.4 . . ? N2 C12 H12B 109.4 . . ? C6 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? N2 C13 C14 109.4(7) . . ? N2 C13 H13A 109.8 . . ? C14 C13 H13A 109.8 . . ? N2 C13 H13B 109.8 . . ? C14 C13 H13B 109.8 . . ? H13A C13 H13B 108.2 . . ? O2 C14 C13 112.2(8) . . ? O2 C14 H14A 109.2 . . ? C13 C14 H14A 109.2 . . ? O2 C14 H14B 109.2 . . ? C13 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? O2 C15 C16 111.7(8) . . ? O2 C15 H15A 109.3 . . ? C16 C15 H15A 109.3 . . ? O2 C15 H15B 109.3 . . ? C16 C15 H15B 109.3 . . ? H15A C15 H15B 107.9 . . ? N2 C16 C15 110.1(7) . . ? N2 C16 H16A 109.6 . . ? C15 C16 H16A 109.6 . . ? N2 C16 H16B 109.6 . . ? C15 C16 H16B 109.6 . . ? H16A C16 H16B 108.2 . . ? O4 C17 O3 125.0(8) . . ? O4 C17 C18 120.7(8) . . ? O3 C17 C18 114.3(8) . . ? 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 . . ? C1 Hg1 O3 175.0(2) . . ? C8 N1 C7 113.2(7) . . ? C8 N1 C11 107.0(6) . . ? C7 N1 C11 112.6(6) . . ? C12 N2 C16 112.2(7) . . ? C12 N2 C13 113.5(7) . . ? C16 N2 C13 109.8(7) . . ? C10 O1 C9 110.8(7) . . ? C14 O2 C15 111.3(6) . . ? C17 O3 Hg1 111.0(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 0.0 . . . . ? Hg1 C1 C2 C3 -179.3(4) . . . . ? C6 C1 C2 C7 -179.2(6) . . . . ? Hg1 C1 C2 C7 1.5(5) . . . . ? C1 C2 C3 C4 0.0 . . . . ? C7 C2 C3 C4 179.2(6) . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C4 C5 C6 C1 0.0 . . . . ? C4 C5 C6 C12 -175.1(5) . . . . ? C2 C1 C6 C5 0.0 . . . . ? Hg1 C1 C6 C5 179.2(4) . . . . ? C2 C1 C6 C12 175.0(6) . . . . ? Hg1 C1 C6 C12 -5.7(5) . . . . ? C3 C2 C7 N1 -136.9(5) . . . . ? C1 C2 C7 N1 42.3(8) . . . . ? N1 C8 C9 O1 59.3(11) . . . . ? O1 C10 C11 N1 -57.9(11) . . . . ? C5 C6 C12 N2 133.8(6) . . . . ? C1 C6 C12 N2 -41.2(8) . . . . ? N2 C13 C14 O2 -57.2(10) . . . . ? O2 C15 C16 N2 56.5(10) . . . . ? C9 C8 N1 C7 175.7(7) . . . . ? C9 C8 N1 C11 -59.6(9) . . . . ? C2 C7 N1 C8 -166.2(6) . . . . ? C2 C7 N1 C11 72.2(8) . . . . ? C10 C11 N1 C8 58.8(9) . . . . ? C10 C11 N1 C7 -176.2(7) . . . . ? C6 C12 N2 C16 -66.4(8) . . . . ? C6 C12 N2 C13 168.5(6) . . . . ? C15 C16 N2 C12 175.6(7) . . . . ? C15 C16 N2 C13 -57.3(9) . . . . ? C14 C13 N2 C12 -176.1(7) . . . . ? C14 C13 N2 C16 57.5(9) . . . . ? C11 C10 O1 C9 55.4(12) . . . . ? C8 C9 O1 C10 -55.5(12) . . . . ? C13 C14 O2 C15 56.3(11) . . . . ? C16 C15 O2 C14 -55.5(10) . . . . ? O4 C17 O3 Hg1 7.0(10) . . . . ? C18 C17 O3 Hg1 -172.0(5) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.594 _refine_diff_density_min -1.598 _refine_diff_density_rms 0.136