# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year 2012 _journal_volume 48 _journal_page_first 1 _publ_contact_author 'Gareth O. Lloyd' _publ_contact_author_email gol20@cam.ac.uk _publ_contact_author_name 'Gareth O. Lloyd' loop_ _publ_author_name 'Christopher D. Jones' 'Jin Chong Tan' 'Gareth O. Lloyd' data_twin4 _database_code_depnum_ccdc_archive 'CCDC 837145' #TrackingRef '- 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C120 H177.82 Cl0.68 N10.50 O26.82 Tb6' _chemical_formula_weight 3174.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C -0.0020 0.0020 'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' H H 0.0000 0.0000 'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' N N -0.0031 0.0040 'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' O O -0.0041 0.0074 'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' Cl Cl 0.1408 0.1896 'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' Tb Tb -0.3012 4.8273 'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/m 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' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 23.0676(7) _cell_length_b 27.8648(8) _cell_length_c 15.1771(5) _cell_angle_alpha 90.00 _cell_angle_beta 129.074(2) _cell_angle_gamma 90.00 _cell_volume 7573.5(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9992 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 35.89 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.392 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3175 _exptl_absorpt_coefficient_mu 3.534 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.18 _exptl_absorpt_correction_T_max 0.70 _exptl_absorpt_process_details 'SADABS 2008/1 Bruker AXS Madison WI USA' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.77490 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Advanced Light Source station 11.3.1' _diffrn_radiation_monochromator 'silicon 111' _diffrn_measurement_device_type 'Bruker APEX II CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% . _diffrn_reflns_number 130205 _diffrn_reflns_av_R_equivalents 0.0543 _diffrn_reflns_av_sigmaI/netI 0.0344 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 42 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.47 _diffrn_reflns_theta_max 36.74 _reflns_number_total 14527 _reflns_number_gt 10969 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX 2' _computing_cell_refinement 'Bruker SAINT v7.68a' _computing_data_reduction 'Bruker SAINT v7.68a' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL & local programs' _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. Several of these crystals were tried and all found to be twinned. Using Cell_now two orientation matices were determined, the relationship between these components was determined to be 99.7 degree rotation about the b-axis, in real space. While these two account for 90% of all the reflections harvested, it was not possible to determine sensible matrix for the remaining 10%. The data were integrated using the two matrices in SAINT, TWINABS was use to produce an Shelx HKLF4 and HKLF5 format files. TWINABS indicated the twin faction to be 88:12 The structure was solved using the HKLF4 data and the best refinement. All non-hydrogens where refined anisotropically, except the partial water and the DMFs.The hydrogen atoms were placed geometrically where possible and refined using a riding model. The hydrogen atoms on the methyl groups of the DMF, actonitrile and on the water could neither be placed nor found in the difference map and were therefore omitted from the refinement. The geometrical restrained and displacement parameter restrains were used in modelling the DMFs Displacement parameter restrains were used in modelling the split Tb atom positions. While the molecule appear to have symmetry this does not allow sensible geometries in the bonding on the DMFs to the Tb's, the symmetry generated DMFs are either too close or both sit to one side leaving a gap in the coordination shell of the Tbs. However, if the second position is symmetry generated and used the coordination shell is filled sensibly. It was attempted to refine the structure in C2 to get around this problem however, a good refinement could not be achieved. Two protons were added per molecule to the formula in ordered to charge balance the structure as two of the central O atoms are hydroxides. This is consistent with longer bond lengths that would be inconsistent with a mu-4 oxo. ; _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^)+(0.1070P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef , _refine_ls_number_reflns 14527 _refine_ls_number_parameters 435 _refine_ls_number_restraints 135 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_gt 0.0484 _refine_ls_wR_factor_ref 0.1622 _refine_ls_wR_factor_gt 0.1516 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.096 _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 Tb1 Tb 0.5000 0.438387(8) 0.5000 0.02614(6) Uani 1 2 d S . . Tb2 Tb 0.33607(3) 0.5000 0.41346(6) 0.03203(13) Uani 0.56 2 d SPU . 1 Tb3 Tb 0.46598(4) 0.5000 0.26454(5) 0.03151(13) Uani 0.56 2 d SPU . 1 O1 O 0.3912(4) 0.5000 0.3232(6) 0.0352(14) Uani 0.56 2 d SP . 1 O2 O 0.4602(4) 0.5000 0.5457(5) 0.0320(13) Uani 0.56 2 d SP . 1 O3 O 0.4007(8) 0.5000 0.6057(12) 0.034(3) Uani 0.30 2 d SP . 1 Cl1 Cl 0.3761(3) 0.5000 0.6403(4) 0.0315(9) Uani 0.14 2 d SP . 1 C11" C 0.2814(3) 0.5000 0.1483(5) 0.075(2) Uani 0.28 1 d P A 1 H11" H 0.2349 0.5000 0.0737 0.112 Uiso 0.28 1 calc PR A 1 O11 O 0.3292(4) 0.5000 0.1341(6) 0.0403(16) Uani 0.28 1 d P A 1 O12 O 0.2658(4) 0.5000 0.2072(6) 0.0331(13) Uani 0.28 1 d P A 1 Tb2' Tb 0.32826(4) 0.5000 0.37120(7) 0.03268(17) Uani 0.44 2 d SPU . 2 Tb3' Tb 0.43939(4) 0.5000 0.24815(7) 0.03519(19) Uani 0.44 2 d SPU . 2 O1' O 0.4298(4) 0.5000 0.3851(7) 0.0264(14) Uani 0.44 2 d SP . 2 O2' O 0.4373(4) 0.5000 0.5702(7) 0.0290(15) Uani 0.44 2 d SP . 2 O3' O 0.3274(5) 0.5000 0.2211(8) 0.035(2) Uani 0.18 1 d P B 2 Cl1' Cl 0.2814(3) 0.5000 0.1483(5) 0.075(2) Uani 0.10 1 d P C 2 C21' C 0.3761(3) 0.5000 0.6403(4) 0.0315(9) Uani 0.22 1 d P D 2 H21' H 0.3499 0.5000 0.6696 0.047 Uiso 0.22 1 calc PR D 2 O21' O 0.4398(5) 0.5000 0.7205(7) 0.0325(16) Uani 0.44 2 d SP . 2 O22' O 0.3292(4) 0.5000 0.5403(7) 0.0304(15) Uani 0.22 1 d P D 2 O5 O 0.37902(13) 0.41945(9) 0.4234(2) 0.0291(5) Uani 1 1 d . . . C1 C 0.35421(18) 0.37480(13) 0.4070(3) 0.0302(6) Uani 1 1 d . . . C2 C 0.36078(17) 0.34880(13) 0.4931(3) 0.0310(6) Uani 1 1 d . . . C3 C 0.3336(2) 0.30205(15) 0.4724(3) 0.0364(7) Uani 1 1 d . . . H3A H 0.3380 0.2854 0.5310 0.044 Uiso 1 1 calc R . . C4 C 0.30010(19) 0.27859(14) 0.3694(3) 0.0362(7) Uani 1 1 d . . . C5 C 0.29517(19) 0.30453(14) 0.2867(3) 0.0345(7) Uani 1 1 d . . . H5A H 0.2718 0.2899 0.2149 0.041 Uiso 1 1 calc R . . C6 C 0.32275(17) 0.35061(13) 0.3040(3) 0.0301(6) Uani 1 1 d . . . C7 C 0.32421(17) 0.37373(13) 0.2136(3) 0.0298(6) Uani 1 1 d . . . H7A H 0.2761 0.3679 0.1372 0.036 Uiso 1 1 calc R . . H7B H 0.3312 0.4088 0.2260 0.036 Uiso 1 1 calc R . . C8 C 0.38829(17) 0.35230(13) 0.2207(3) 0.0310(6) Uani 1 1 d . . . C9 C 0.37932(19) 0.30764(14) 0.1712(3) 0.0346(7) Uani 1 1 d . . . H9A H 0.3314 0.2930 0.1258 0.042 Uiso 1 1 calc R . . C10 C 0.4379(2) 0.28389(15) 0.1861(3) 0.0388(8) Uani 1 1 d . . . C11 C 0.5076(2) 0.30578(15) 0.2558(3) 0.0364(8) Uani 1 1 d . . . H11A H 0.5491 0.2895 0.2702 0.044 Uiso 1 1 calc R . . C12 C 0.51934(18) 0.35065(14) 0.3057(3) 0.0306(6) Uani 1 1 d . . . C13 C 0.45817(18) 0.37553(14) 0.2837(3) 0.0320(7) Uani 1 1 d . . . O6 O 0.46708(13) 0.41961(9) 0.3258(2) 0.0298(5) Uani 1 1 d . . . C14 C 0.59825(18) 0.37005(14) 0.3883(3) 0.0324(7) Uani 1 1 d . . . H14A H 0.5965 0.4054 0.3923 0.039 Uiso 1 1 calc R . . H14B H 0.6261 0.3622 0.3604 0.039 Uiso 1 1 calc R . . C15 C 0.2692(2) 0.22741(15) 0.3457(4) 0.0426(9) Uani 1 1 d . . . C16 C 0.1833(2) 0.23032(19) 0.2739(4) 0.0510(11) Uani 1 1 d . . . H16A H 0.1711 0.2487 0.3154 0.076 Uiso 1 1 calc R . . H16B H 0.1627 0.1978 0.2592 0.076 Uiso 1 1 calc R . . H16C H 0.1617 0.2463 0.2016 0.076 Uiso 1 1 calc R . . C17 C 0.3000(3) 0.20003(18) 0.4557(5) 0.0560(13) Uani 1 1 d . . . H17A H 0.3544 0.1975 0.5031 0.084 Uiso 1 1 calc R . . H17B H 0.2781 0.1678 0.4366 0.084 Uiso 1 1 calc R . . H17C H 0.2870 0.2174 0.4973 0.084 Uiso 1 1 calc R . . C18 C 0.2880(3) 0.19824(19) 0.2810(6) 0.0596(13) Uani 1 1 d . . . H18A H 0.3424 0.1960 0.3266 0.089 Uiso 1 1 calc R . . H18B H 0.2668 0.2141 0.2088 0.089 Uiso 1 1 calc R . . H18C H 0.2669 0.1659 0.2662 0.089 Uiso 1 1 calc R . . C19 C 0.4285(2) 0.23443(18) 0.1352(4) 0.0495(12) Uani 1 1 d . . . C20 C 0.4726(4) 0.1975(2) 0.2285(6) 0.078(2) Uani 1 1 d . . . H20A H 0.4543 0.1963 0.2719 0.117 Uiso 1 1 calc R . . H20B H 0.5255 0.2063 0.2791 0.117 Uiso 1 1 calc R . . H20C H 0.4664 0.1659 0.1951 0.117 Uiso 1 1 calc R . . C21 C 0.3476(3) 0.2181(2) 0.0538(5) 0.0666(18) Uani 1 1 d . . . H21A H 0.3270 0.2168 0.0940 0.100 Uiso 1 1 calc R . . H21B H 0.3450 0.1861 0.0246 0.100 Uiso 1 1 calc R . . H21C H 0.3185 0.2407 -0.0095 0.100 Uiso 1 1 calc R . . C22 C 0.4592(4) 0.2356(3) 0.0700(6) 0.0739(19) Uani 1 1 d . . . H22A H 0.4317 0.2596 0.0092 0.111 Uiso 1 1 calc R . . H22B H 0.4530 0.2039 0.0370 0.111 Uiso 1 1 calc R . . H22C H 0.5123 0.2440 0.1221 0.111 Uiso 1 1 calc R . . C2S C 0.5000 0.2778(3) 0.5000 0.0448(17) Uani 0.38 1 d P E 1 C1S C 0.5000 0.2267(5) 0.5000 0.060(3) Uani 0.38 1 d P E 1 N1S N 0.5000 0.1835(4) 0.5000 0.085(3) Uani 0.38 1 d P E 1 O1W O 0.5000 0.3432(8) 0.5000 0.049(4) Uiso 0.25 2 d SP . 2 O31 O 0.4413(5) 0.4489(3) 0.1189(7) 0.0539(17) Uiso 0.50 1 d PDU F 1 C31 C 0.4247(6) 0.4554(6) 0.0191(11) 0.098(4) Uiso 0.50 1 d PDU F 1 H31 H 0.4244 0.4868 -0.0055 0.117 Uiso 0.50 1 calc PR F 1 N31 N 0.4076(6) 0.4161(5) -0.0501(11) 0.107(4) Uiso 0.50 1 d PDU F 1 C32 C 0.3907(10) 0.4268(8) -0.1556(15) 0.122(7) Uiso 0.50 1 d PDU F 1 C33 C 0.4075(11) 0.3652(6) -0.0133(16) 0.092(5) Uiso 0.50 1 d PDU F 1 O31' O 0.4062(6) 0.4478(3) 0.0959(8) 0.069(2) Uiso 0.50 1 d PDU G 2 C31' C 0.4680(10) 0.4303(7) 0.1133(15) 0.126(5) Uiso 0.50 1 d PDU G 2 H31' H 0.5169 0.4427 0.1684 0.151 Uiso 0.50 1 calc PR G 2 N31' N 0.4503(13) 0.3904(7) 0.0374(17) 0.168(6) Uiso 0.50 1 d PDU G 2 C32' C 0.3720(14) 0.3787(10) -0.038(2) 0.148(8) Uiso 0.50 1 d PDU G 2 C33' C 0.5156(17) 0.3692(11) 0.052(2) 0.209(10) Uiso 0.50 1 d PDU . 2 O41 O 0.2356(4) 0.4485(3) 0.3544(6) 0.0479(14) Uiso 0.50 1 d PDU H 1 C41 C 0.1890(6) 0.4290(4) 0.2493(10) 0.066(3) Uiso 0.50 1 d PDU H 1 H41 H 0.1869 0.4406 0.1885 0.099 Uiso 0.50 1 calc PR H 1 N41 N 0.1457(4) 0.3923(3) 0.2351(7) 0.0517(18) Uiso 0.50 1 d PDU H 1 C42 C 0.0951(8) 0.3685(6) 0.1299(13) 0.096(5) Uiso 0.50 1 d PDU H 1 C43 C 0.1481(11) 0.3726(7) 0.3319(16) 0.106(5) Uiso 0.50 1 d PDU H 1 O41' O 0.2271(5) 0.4476(3) 0.3038(8) 0.0625(19) Uiso 0.50 1 d PDU I 2 C41' C 0.1809(8) 0.4415(7) 0.3237(13) 0.119(4) Uiso 0.50 1 d PDU I 2 H41' H 0.1756 0.4682 0.3572 0.179 Uiso 0.50 1 calc PR I 2 N41' N 0.1366(9) 0.4009(7) 0.3032(13) 0.150(5) Uiso 0.50 1 d PDU I 2 C42' C 0.1405(13) 0.3602(8) 0.2549(19) 0.119(6) Uiso 0.50 1 d PDU I 2 C43' C 0.0898(17) 0.4097(14) 0.341(3) 0.250(15) Uiso 0.50 1 d PDU I 2 O51 O 0.0818(18) 0.4292(12) -0.086(3) 0.153(13) Uiso 0.25 1 d PD . . C51 C 0.1431(18) 0.4256(9) -0.070(3) 0.113(12) Uiso 0.25 1 d PD . . H51 H 0.1851 0.4284 0.0078 0.169 Uiso 0.25 1 calc PR . . N51 N 0.1646(13) 0.4188(7) -0.137(2) 0.105(9) Uiso 0.25 1 d PD . . C52 C 0.2400(13) 0.4166(11) -0.086(2) 0.080(8) Uiso 0.25 1 d PD . . C53 C 0.1023(19) 0.4136(19) -0.265(2) 0.131(16) Uiso 0.25 1 d PD . . 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 Tb1 0.01942(9) 0.02602(11) 0.02631(10) 0.000 0.01122(7) 0.000 Tb2 0.0218(2) 0.0289(2) 0.0412(3) 0.000 0.0178(3) 0.000 Tb3 0.0328(3) 0.0321(2) 0.0263(3) 0.000 0.0170(3) 0.000 O1 0.030(3) 0.032(3) 0.032(3) 0.000 0.014(3) 0.000 O2 0.029(3) 0.027(3) 0.028(3) 0.000 0.012(2) 0.000 O3 0.043(6) 0.022(5) 0.057(8) 0.000 0.041(6) 0.000 Cl1 0.030(2) 0.027(2) 0.0289(19) 0.000 0.0144(16) 0.000 C11" 0.046(3) 0.047(3) 0.055(3) 0.000 -0.005(2) 0.000 O11 0.029(3) 0.054(5) 0.033(3) 0.000 0.017(3) 0.000 O12 0.028(3) 0.032(3) 0.042(3) 0.000 0.023(3) 0.000 Tb2' 0.0188(2) 0.0310(3) 0.0355(4) 0.000 0.0110(3) 0.000 Tb3' 0.0282(4) 0.0334(3) 0.0278(3) 0.000 0.0100(3) 0.000 O1' 0.017(3) 0.025(4) 0.026(3) 0.000 0.008(3) 0.000 O2' 0.024(3) 0.033(4) 0.031(4) 0.000 0.018(3) 0.000 O3' 0.018(4) 0.043(6) 0.025(4) 0.000 0.004(3) 0.000 Cl1' 0.046(3) 0.047(3) 0.055(3) 0.000 -0.005(2) 0.000 C21' 0.030(2) 0.027(2) 0.0289(19) 0.000 0.0144(16) 0.000 O21' 0.041(4) 0.032(4) 0.024(3) 0.000 0.020(3) 0.000 O22' 0.021(3) 0.028(4) 0.038(4) 0.000 0.017(3) 0.000 O5 0.0223(10) 0.0279(12) 0.0296(11) 0.0004(9) 0.0128(8) -0.0015(8) C1 0.0206(12) 0.0314(16) 0.0288(14) 0.0002(12) 0.0108(11) -0.0011(11) C2 0.0199(12) 0.0318(16) 0.0341(15) 0.0000(12) 0.0136(11) -0.0022(11) C3 0.0250(14) 0.0353(18) 0.0408(18) 0.0042(14) 0.0168(13) -0.0032(13) C4 0.0241(14) 0.0306(17) 0.0415(18) -0.0011(14) 0.0147(13) -0.0035(12) C5 0.0239(13) 0.0323(17) 0.0376(16) -0.0033(13) 0.0148(12) -0.0036(12) C6 0.0204(12) 0.0280(15) 0.0327(14) 0.0002(12) 0.0123(11) -0.0011(11) C7 0.0201(12) 0.0339(17) 0.0272(13) -0.0017(12) 0.0110(10) 0.0001(11) C8 0.0203(12) 0.0334(17) 0.0281(13) -0.0031(12) 0.0098(10) 0.0027(11) C9 0.0236(13) 0.0359(18) 0.0328(15) -0.0061(13) 0.0123(12) 0.0002(12) C10 0.0275(15) 0.039(2) 0.0374(17) -0.0115(15) 0.0147(13) 0.0005(14) C11 0.0265(14) 0.040(2) 0.0347(16) -0.0091(14) 0.0157(13) 0.0024(13) C12 0.0227(13) 0.0367(18) 0.0264(13) -0.0033(12) 0.0126(11) 0.0020(12) C13 0.0229(13) 0.0322(17) 0.0336(15) -0.0055(13) 0.0142(12) 0.0010(12) O6 0.0243(10) 0.0281(12) 0.0308(11) -0.0029(9) 0.0145(9) 0.0000(9) C14 0.0207(13) 0.0383(18) 0.0300(14) -0.0019(13) 0.0121(11) 0.0019(12) C15 0.0358(18) 0.0309(18) 0.053(2) -0.0004(16) 0.0237(17) -0.0079(14) C16 0.037(2) 0.045(2) 0.051(2) -0.0023(19) 0.0183(18) -0.0144(18) C17 0.047(2) 0.036(2) 0.060(3) 0.005(2) 0.021(2) -0.0068(18) C18 0.065(3) 0.033(2) 0.085(4) -0.009(2) 0.050(3) -0.008(2) C19 0.0291(17) 0.049(2) 0.049(2) -0.0242(19) 0.0144(15) 0.0021(16) C20 0.071(4) 0.047(3) 0.069(4) -0.019(3) 0.022(3) 0.008(3) C21 0.034(2) 0.060(3) 0.075(3) -0.042(3) 0.019(2) -0.006(2) C22 0.066(3) 0.087(5) 0.077(4) -0.047(4) 0.049(3) -0.016(3) C2S 0.028(3) 0.049(5) 0.050(4) 0.000 0.021(3) 0.000 C1S 0.048(5) 0.078(8) 0.053(5) 0.000 0.031(4) 0.000 N1S 0.090(8) 0.055(6) 0.103(9) 0.000 0.057(7) 0.000 _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 Tb1 O1 2.821(5) . ? Tb1 O1 2.821(6) 5_666 ? Tb1 O2 2.253(5) . ? Tb1 O2 2.253(5) 5_666 ? Tb1 O1' 2.247(5) . ? Tb1 O1' 2.247(5) 5_666 ? Tb1 O2' 2.850(7) . ? Tb1 O5 2.308(2) . ? Tb1 O5 2.308(2) 2_656 ? Tb1 O6 2.303(3) . ? Tb1 O6 2.303(3) 2_656 ? Tb1 O1W 2.65(2) . ? Tb2 Tb1 3.5653(6) 5_666 ? Tb2 O1 2.385(7) . ? Tb2 O2 2.233(7) . ? Tb2 O3 2.292(14) . ? Tb2 Cl1 2.950(5) . ? Tb2 O12 2.455(7) . ? Tb2 O5 2.419(3) . ? Tb2 O5 2.419(3) 6_565 ? Tb2 O41 2.370(7) . ? Tb2 O41' 2.438(9) 6_565 ? Tb3 Tb1 3.5775(6) 5_666 ? Tb3 O1 2.389(7) . ? Tb3 O2 2.238(6) 5_666 ? Tb3 O3 2.389(14) 5_666 ? Tb3 Cl1 2.954(5) 5_666 ? Tb3 O11 2.450(7) . ? Tb3 O6 2.420(3) . ? Tb3 O6 2.420(3) 6_565 ? Tb3 O31 2.376(8) . ? Tb3 O31' 2.475(10) 6_565 ? O1 Tb1 2.821(5) 5_666 ? O2 Tb1 2.253(5) 5_666 ? O2 Tb3 2.238(6) 5_666 ? O3 Tb3 2.389(14) 5_666 ? Cl1 Tb3 2.954(5) 5_666 ? C11" H11" 0.9500 . ? C11" O11 1.248(11) . ? C11" O12 1.157(11) . ? Tb2' Tb1 3.5638(7) 5_666 ? Tb2' Tb3' 4.0118(14) . ? Tb2' O1' 2.215(8) . ? Tb2' O2' 2.423(8) . ? Tb2' O3' 2.265(11) . ? Tb2' O22' 2.552(9) . ? Tb2' O5 2.422(3) . ? Tb2' O5 2.422(3) 6_565 ? Tb2' O41 2.451(7) 6_565 ? Tb2' O41' 2.370(9) . ? Tb3' Tb1 3.5744(9) 5_666 ? Tb3' O1' 2.225(8) . ? Tb3' O2' 2.410(8) 5_666 ? Tb3' O3' 2.346(11) . ? Tb3' O21' 2.514(9) 5_666 ? Tb3' O6 2.422(3) . ? Tb3' O6 2.422(3) 6_565 ? Tb3' O31 2.446(8) 6_565 ? Tb3' O31' 2.412(10) . ? O1' Tb1 2.247(5) 5_666 ? O2' Tb1 2.850(7) 5_666 ? O2' Tb3' 2.410(8) 5_666 ? O21' Tb3' 2.514(9) 5_666 ? O5 C1 1.326(4) . ? C1 C2 1.416(5) . ? C1 C6 1.412(5) . ? C2 C3 1.393(5) . ? C2 C14 1.530(5) 2_656 ? C3 H3A 0.9500 . ? C3 C4 1.395(6) . ? C4 C5 1.390(6) . ? C4 C15 1.533(6) . ? C5 H5A 0.9500 . ? C5 C6 1.383(5) . ? C6 C7 1.535(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C7 C8 1.534(5) . ? C8 C9 1.400(5) . ? C8 C13 1.410(5) . ? C9 H9A 0.9500 . ? C9 C10 1.391(5) . ? C10 C11 1.390(5) . ? C10 C19 1.527(6) . ? C11 H11A 0.9500 . ? C11 C12 1.397(5) . ? C12 C13 1.410(5) . ? C12 C14 1.517(5) . ? C13 O6 1.340(4) . ? C14 C2 1.530(5) 2_656 ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.549(6) . ? C15 C17 1.542(7) . ? C15 C18 1.534(7) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.511(9) . ? C19 C21 1.520(6) . ? C19 C22 1.538(8) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C2S C1S 1.424(16) . ? C1S N1S 1.204(17) . ? O31 C31 1.321(14) . ? C31 H31 0.9500 . ? C31 N31 1.391(16) . ? N31 C32 1.422(17) . ? N31 C33 1.524(19) . ? O31' C31' 1.364(15) . ? C31' H31' 0.9500 . ? C31' N31' 1.463(17) . ? N31' C32' 1.439(19) . ? N31' C33' 1.50(2) . ? C33' C33' 1.24(5) 2_655 ? O41 C41 1.354(12) . ? C41 H41 0.9500 . ? C41 N41 1.348(13) . ? N41 C42 1.415(16) . ? N41 C43 1.536(18) . ? O41' C41' 1.290(15) . ? C41' H41' 0.9500 . ? C41' N41' 1.421(16) . ? N41' C42' 1.385(18) . ? N41' C43' 1.52(2) . ? O51 C51 1.279(17) . ? C51 H51 0.9500 . ? C51 N51 1.393(18) . ? N51 C52 1.388(19) . ? N51 C53 1.54(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Tb1 O1 105.02(17) . 5_666 ? O1 Tb1 O2 62.5(2) . . ? O1 Tb1 O2 62.2(2) . 5_666 ? O1 Tb1 O2 62.2(2) 5_666 . ? O1 Tb1 O2 62.5(2) 5_666 5_666 ? O1 Tb1 O1' 12.33(15) . . ? O1 Tb1 O1' 92.70(19) . 5_666 ? O1 Tb1 O1' 92.70(19) 5_666 . ? O1 Tb1 O1' 12.33(15) 5_666 5_666 ? O1 Tb1 O2' 68.4(2) . . ? O1 Tb1 O2' 68.6(2) 5_666 . ? O1 Tb1 O5 65.90(14) . . ? O1 Tb1 O5 133.35(16) . 2_656 ? O1 Tb1 O5 65.90(14) 5_666 2_656 ? O1 Tb1 O5 133.35(16) 5_666 . ? O1 Tb1 O6 66.08(14) . . ? O1 Tb1 O6 132.99(16) . 2_656 ? O1 Tb1 O6 66.09(14) 5_666 2_656 ? O1 Tb1 O6 132.99(16) 5_666 . ? O1 Tb1 O1W 127.49(9) . . ? O1 Tb1 O1W 127.49(9) 5_666 . ? O2 Tb1 O2 80.7(3) . 5_666 ? O2 Tb1 O1' 54.7(2) . . ? O2 Tb1 O1' 54.1(2) . 5_666 ? O2 Tb1 O1' 54.1(2) 5_666 . ? O2 Tb1 O1' 54.7(2) 5_666 5_666 ? O2 Tb1 O2' 12.61(16) . . ? O2 Tb1 O2' 93.3(2) 5_666 . ? O2 Tb1 O5 74.41(17) . . ? O2 Tb1 O5 128.10(17) . 2_656 ? O2 Tb1 O5 74.41(17) 5_666 2_656 ? O2 Tb1 O5 128.11(17) 5_666 . ? O2 Tb1 O6 128.53(17) . . ? O2 Tb1 O6 73.94(17) . 2_656 ? O2 Tb1 O6 128.53(17) 5_666 2_656 ? O2 Tb1 O6 73.94(17) 5_666 . ? O2 Tb1 O1W 139.66(16) . . ? O2 Tb1 O1W 139.66(16) 5_666 . ? O1' Tb1 O1' 80.4(3) . 5_666 ? O1' Tb1 O2' 62.8(2) . . ? O1' Tb1 O2' 62.4(2) 5_666 . ? O1' Tb1 O5 74.50(18) . . ? O1' Tb1 O5 128.1(2) . 2_656 ? O1' Tb1 O5 74.50(18) 5_666 2_656 ? O1' Tb1 O5 128.1(2) 5_666 . ? O1' Tb1 O6 74.2(2) . . ? O1' Tb1 O6 128.2(2) . 2_656 ? O1' Tb1 O6 74.2(2) 5_666 2_656 ? O1' Tb1 O6 128.2(2) 5_666 . ? O1' Tb1 O1W 139.81(15) . . ? O1' Tb1 O1W 139.81(15) 5_666 . ? O2' Tb1 O5 65.69(15) . . ? O2' Tb1 O5 133.40(16) . 2_656 ? O2' Tb1 O6 133.48(17) . . ? O2' Tb1 O6 65.52(16) . 2_656 ? O2' Tb1 O1W 127.05(11) . . ? O5 Tb1 O5 153.58(13) . 2_656 ? O5 Tb1 O6 87.18(9) . . ? O5 Tb1 O6 87.19(9) 2_656 2_656 ? O5 Tb1 O6 86.86(9) 2_656 . ? O5 Tb1 O6 86.86(9) . 2_656 ? O5 Tb1 O1W 76.79(6) . . ? O5 Tb1 O1W 76.79(6) 2_656 . ? O6 Tb1 O6 153.74(13) . 2_656 ? O6 Tb1 O1W 76.87(7) . . ? O6 Tb1 O1W 76.87(7) 2_656 . ? Tb1 Tb2 Tb1 57.573(12) . 5_666 ? Tb1 Tb2 O1 52.12(13) . . ? Tb1 Tb2 O1 52.12(13) 5_666 . ? Tb1 Tb2 O2 37.55(12) . . ? Tb1 Tb2 O2 37.55(12) 5_666 . ? Tb1 Tb2 O3 81.0(3) . . ? Tb1 Tb2 O3 81.0(3) 5_666 . ? Tb1 Tb2 Cl1 95.23(9) . . ? Tb1 Tb2 Cl1 95.23(9) 5_666 . ? Tb1 Tb2 O12 99.47(13) . . ? Tb1 Tb2 O12 99.47(13) 5_666 . ? Tb1 Tb2 O5 39.89(6) . . ? Tb1 Tb2 O5 97.25(6) . 6_565 ? Tb1 Tb2 O5 39.89(6) 5_666 6_565 ? Tb1 Tb2 O5 97.25(6) 5_666 . ? Tb1 Tb2 O41 113.93(17) . . ? Tb1 Tb2 O41 171.27(17) 5_666 . ? Tb1 Tb2 O41' 159.6(2) . 6_565 ? Tb1 Tb2 O41' 111.2(2) 5_666 6_565 ? O1 Tb2 O2 70.8(3) . . ? O1 Tb2 O3 125.3(3) . . ? O1 Tb2 Cl1 141.50(19) . . ? O1 Tb2 O12 55.3(2) . . ? O1 Tb2 O5 71.96(7) . . ? O1 Tb2 O5 71.96(7) . 6_565 ? O1 Tb2 O41 122.1(2) . . ? O1 Tb2 O41' 107.5(3) . 6_565 ? O2 Tb2 O3 54.5(4) . . ? O2 Tb2 Cl1 70.7(2) . . ? O2 Tb2 O12 126.0(3) . . ? O2 Tb2 O5 72.61(7) . . ? O2 Tb2 O5 72.60(7) . 6_565 ? O2 Tb2 O41 137.3(2) . . ? O2 Tb2 O41' 143.1(2) . 6_565 ? O3 Tb2 Cl1 16.2(3) . . ? O3 Tb2 O12 179.5(3) . . ? O3 Tb2 O5 90.48(12) . . ? O3 Tb2 O5 90.48(12) . 6_565 ? O3 Tb2 O41 100.2(3) . . ? O3 Tb2 O41' 115.6(3) . 6_565 ? Cl1 Tb2 O12 163.21(18) . . ? Cl1 Tb2 O5 96.46(7) . . ? Cl1 Tb2 O5 96.46(7) . 6_565 ? Cl1 Tb2 O41 87.3(2) . . ? Cl1 Tb2 O41' 103.1(2) . 6_565 ? O12 Tb2 O5 89.72(8) . . ? O12 Tb2 O5 89.72(8) . 6_565 ? O12 Tb2 O41 79.4(2) . . ? O12 Tb2 O41' 64.0(2) . 6_565 ? O5 Tb2 O5 136.16(12) . 6_565 ? O5 Tb2 O41 74.14(18) . . ? O5 Tb2 O41 148.16(18) 6_565 . ? O5 Tb2 O41' 72.1(2) 6_565 6_565 ? O5 Tb2 O41' 143.5(2) . 6_565 ? O41 Tb2 O41' 76.2(2) . 6_565 ? Tb1 Tb3 Tb1 57.359(12) . 5_666 ? Tb1 Tb3 O1 51.90(13) . . ? Tb1 Tb3 O1 51.90(13) 5_666 . ? Tb1 Tb3 O2 37.33(13) . 5_666 ? Tb1 Tb3 O2 37.33(12) 5_666 5_666 ? Tb1 Tb3 O3 79.6(3) . 5_666 ? Tb1 Tb3 O3 79.6(3) 5_666 5_666 ? Tb1 Tb3 Cl1 94.90(9) . 5_666 ? Tb1 Tb3 Cl1 94.89(9) 5_666 5_666 ? Tb1 Tb3 O11 99.62(15) . . ? Tb1 Tb3 O11 99.62(15) 5_666 . ? Tb1 Tb3 O6 39.56(6) . . ? Tb1 Tb3 O6 96.76(6) . 6_565 ? Tb1 Tb3 O6 96.76(6) 5_666 . ? Tb1 Tb3 O6 39.56(6) 5_666 6_565 ? Tb1 Tb3 O31 114.5(2) . . ? Tb1 Tb3 O31 171.7(2) 5_666 . ? Tb1 Tb3 O31' 160.8(3) . 6_565 ? Tb1 Tb3 O31' 112.3(2) 5_666 6_565 ? O1 Tb3 O2 70.3(3) . 5_666 ? O1 Tb3 O3 123.4(3) . 5_666 ? O1 Tb3 Cl1 140.88(19) . 5_666 ? O1 Tb3 O11 55.7(2) . . ? O1 Tb3 O6 72.04(7) . . ? O1 Tb3 O6 72.04(7) . 6_565 ? O1 Tb3 O31 122.7(2) . . ? O1 Tb3 O31' 108.9(3) . 6_565 ? O2 Tb3 O3 53.1(4) 5_666 5_666 ? O2 Tb3 Cl1 70.6(2) 5_666 5_666 ? O2 Tb3 O11 126.0(3) 5_666 . ? O2 Tb3 O6 71.95(8) 5_666 . ? O2 Tb3 O6 71.95(8) 5_666 6_565 ? O2 Tb3 O31 137.6(2) 5_666 . ? O2 Tb3 O31' 143.8(2) 5_666 6_565 ? O3 Tb3 Cl1 17.5(3) 5_666 5_666 ? O3 Tb3 O11 179.1(3) 5_666 . ? O3 Tb3 O6 89.27(13) 5_666 . ? O3 Tb3 O6 89.27(13) 5_666 6_565 ? O3 Tb3 O31 101.3(3) 5_666 . ? O3 Tb3 O31' 116.2(3) 5_666 6_565 ? Cl1 Tb3 O11 163.4(2) 5_666 . ? Cl1 Tb3 O6 95.82(7) 5_666 . ? Cl1 Tb3 O6 95.81(7) 5_666 6_565 ? Cl1 Tb3 O31 87.3(2) 5_666 . ? Cl1 Tb3 O31' 102.5(3) 5_666 6_565 ? O11 Tb3 O6 90.38(9) . . ? O11 Tb3 O6 90.38(9) . 6_565 ? O11 Tb3 O31 79.5(3) . . ? O11 Tb3 O31' 64.5(3) . 6_565 ? O6 Tb3 O6 135.58(12) . 6_565 ? O6 Tb3 O31 75.0(2) . . ? O6 Tb3 O31 148.2(2) 6_565 . ? O6 Tb3 O31' 143.7(2) . 6_565 ? O6 Tb3 O31' 73.6(2) 6_565 6_565 ? O31 Tb3 O31' 74.9(2) . 6_565 ? Tb1 O1 Tb1 74.98(17) . 5_666 ? Tb1 O1 Tb2 86.01(19) . . ? Tb1 O1 Tb2 86.01(19) 5_666 . ? Tb1 O1 Tb3 86.32(19) . . ? Tb1 O1 Tb3 86.32(19) 5_666 . ? Tb2 O1 Tb3 170.3(3) . . ? Tb1 O2 Tb1 99.3(3) . 5_666 ? Tb1 O2 Tb2 105.3(2) . . ? Tb1 O2 Tb2 105.3(2) 5_666 . ? Tb1 O2 Tb3 105.6(2) . 5_666 ? Tb1 O2 Tb3 105.6(2) 5_666 5_666 ? Tb2 O2 Tb3 131.4(4) . 5_666 ? Tb2 O3 Tb3 121.0(5) . 5_666 ? Tb2 Cl1 Tb3 87.28(14) . 5_666 ? H11" C11" O11 104.6 . . ? H11" C11" O12 104.6 . . ? O11 C11" O12 150.8(7) . . ? Tb3 O11 C11" 133.4(5) . . ? Tb2 O12 C11" 135.1(5) . . ? Tb1 Tb2' Tb1 57.600(14) . 5_666 ? Tb1 Tb2' Tb3' 55.929(16) . . ? Tb1 Tb2' Tb3' 55.930(16) 5_666 . ? Tb1 Tb2' O1' 37.32(13) . . ? Tb1 Tb2' O1' 37.32(13) 5_666 . ? Tb1 Tb2' O2' 52.76(16) . . ? Tb1 Tb2' O2' 52.76(16) 5_666 . ? Tb1 Tb2' O3' 81.6(2) . . ? Tb1 Tb2' O3' 81.6(2) 5_666 . ? Tb1 Tb2' O22' 98.42(15) . . ? Tb1 Tb2' O22' 98.42(15) 5_666 . ? Tb1 Tb2' O5 39.93(6) . . ? Tb1 Tb2' O5 97.24(6) . 6_565 ? Tb1 Tb2' O5 39.93(6) 5_666 6_565 ? Tb1 Tb2' O5 97.24(6) 5_666 . ? Tb1 Tb2' O41 159.11(18) . 6_565 ? Tb1 Tb2' O41 111.75(17) 5_666 6_565 ? Tb1 Tb2' O41' 113.1(2) . . ? Tb1 Tb2' O41' 170.2(2) 5_666 . ? Tb3' Tb2' O1' 25.4(2) . . ? Tb3' Tb2' O2' 96.6(2) . . ? Tb3' Tb2' O3' 30.1(2) . . ? Tb3' Tb2' O22' 149.88(17) . . ? Tb3' Tb2' O5 80.41(6) . . ? Tb3' Tb2' O5 80.41(7) . 6_565 ? Tb3' Tb2' O41 136.32(17) . 6_565 ? Tb3' Tb2' O41' 122.9(2) . . ? O1' Tb2' O2' 71.2(3) . . ? O1' Tb2' O3' 55.5(3) . . ? O1' Tb2' O22' 124.4(3) . . ? O1' Tb2' O5 72.83(8) . . ? O1' Tb2' O5 72.83(8) . 6_565 ? O1' Tb2' O41 144.16(17) . 6_565 ? O1' Tb2' O41' 137.4(2) . . ? O2' Tb2' O3' 126.7(3) . . ? O2' Tb2' O22' 53.3(3) . . ? O2' Tb2' O5 71.59(7) . . ? O2' Tb2' O5 71.59(7) . 6_565 ? O2' Tb2' O41 106.4(2) . 6_565 ? O2' Tb2' O41' 120.3(3) . . ? O3' Tb2' O22' 180.0(3) . . ? O3' Tb2' O5 91.44(11) . . ? O3' Tb2' O5 91.44(11) . 6_565 ? O3' Tb2' O41 116.2(2) . 6_565 ? O3' Tb2' O41' 100.6(3) . . ? O22' Tb2' O5 88.56(9) . . ? O22' Tb2' O5 88.56(9) . 6_565 ? O22' Tb2' O41 63.8(2) . 6_565 ? O22' Tb2' O41' 79.4(3) . . ? O5 Tb2' O5 135.83(12) . 6_565 ? O5 Tb2' O41 72.66(17) 6_565 6_565 ? O5 Tb2' O41 141.84(18) . 6_565 ? O5 Tb2' O41' 73.3(2) . . ? O5 Tb2' O41' 148.6(2) 6_565 . ? O41 Tb2' O41' 76.0(2) 6_565 . ? Tb1 Tb3' Tb1 57.414(16) . 5_666 ? Tb1 Tb3' Tb2' 55.679(17) . . ? Tb1 Tb3' Tb2' 55.679(17) 5_666 . ? Tb1 Tb3' O1' 37.16(12) . . ? Tb1 Tb3' O1' 37.16(12) 5_666 . ? Tb1 Tb3' O2' 52.61(17) . 5_666 ? Tb1 Tb3' O2' 52.61(17) 5_666 5_666 ? Tb1 Tb3' O3' 80.3(2) . . ? Tb1 Tb3' O3' 80.3(2) 5_666 . ? Tb1 Tb3' O21' 99.08(15) . 5_666 ? Tb1 Tb3' O21' 99.08(15) 5_666 5_666 ? Tb1 Tb3' O6 39.63(6) . . ? Tb1 Tb3' O6 96.79(7) . 6_565 ? Tb1 Tb3' O6 96.79(7) 5_666 . ? Tb1 Tb3' O6 39.62(6) 5_666 6_565 ? Tb1 Tb3' O31 160.8(2) . 6_565 ? Tb1 Tb3' O31 112.7(2) 5_666 6_565 ? Tb1 Tb3' O31' 114.1(2) . . ? Tb1 Tb3' O31' 171.4(2) 5_666 . ? Tb2' Tb3' O1' 25.31(19) . . ? Tb2' Tb3' O2' 96.2(2) . 5_666 ? Tb2' Tb3' O3' 29.0(2) . . ? Tb2' Tb3' O21' 150.37(18) . 5_666 ? Tb2' Tb3' O6 79.81(7) . . ? Tb2' Tb3' O6 79.81(7) . 6_565 ? Tb2' Tb3' O31 135.5(2) . 6_565 ? Tb2' Tb3' O31' 122.4(3) . . ? O1' Tb3' O2' 70.9(3) . 5_666 ? O1' Tb3' O3' 54.3(3) . . ? O1' Tb3' O21' 125.1(3) . 5_666 ? O1' Tb3' O6 72.31(8) . . ? O1' Tb3' O6 72.31(8) . 6_565 ? O1' Tb3' O31 144.3(2) . 6_565 ? O1' Tb3' O31' 137.5(3) . . ? O2' Tb3' O3' 125.2(3) 5_666 . ? O2' Tb3' O21' 54.2(3) 5_666 5_666 ? O2' Tb3' O6 71.59(8) 5_666 . ? O2' Tb3' O6 71.59(7) 5_666 6_565 ? O2' Tb3' O31 108.2(3) 5_666 6_565 ? O2' Tb3' O31' 121.9(3) 5_666 . ? O3' Tb3' O21' 179.3(3) . 5_666 ? O3' Tb3' O6 90.48(11) . . ? O3' Tb3' O6 90.49(11) . 6_565 ? O3' Tb3' O31 115.7(3) . 6_565 ? O3' Tb3' O31' 100.6(3) . . ? O21' Tb3' O6 89.27(9) 5_666 . ? O21' Tb3' O6 89.27(9) 5_666 6_565 ? O21' Tb3' O31 64.8(2) 5_666 6_565 ? O21' Tb3' O31' 79.9(3) 5_666 . ? O6 Tb3' O6 135.28(12) . 6_565 ? O6 Tb3' O31 142.7(2) . 6_565 ? O6 Tb3' O31 73.7(2) 6_565 6_565 ? O6 Tb3' O31' 74.7(2) . . ? O6 Tb3' O31' 148.4(2) 6_565 . ? O31 Tb3' O31' 74.8(3) 6_565 . ? Tb1 O1' Tb1 99.6(3) . 5_666 ? Tb1 O1' Tb2' 106.0(3) . . ? Tb1 O1' Tb2' 106.0(3) 5_666 . ? Tb1 O1' Tb3' 106.1(2) . . ? Tb1 O1' Tb3' 106.1(2) 5_666 . ? Tb2' O1' Tb3' 129.3(4) . . ? Tb1 O2' Tb1 74.1(2) . 5_666 ? Tb1 O2' Tb2' 84.6(2) . . ? Tb1 O2' Tb2' 84.6(2) 5_666 . ? Tb1 O2' Tb3' 85.2(2) . 5_666 ? Tb1 O2' Tb3' 85.2(2) 5_666 5_666 ? Tb2' O2' Tb3' 167.2(4) . 5_666 ? Tb2' O3' Tb3' 120.9(4) . . ? Tb1 O5 Tb2 97.87(9) . . ? Tb1 O5 Tb2' 97.74(9) . . ? Tb1 O5 C1 123.4(2) . . ? Tb2 O5 Tb2' 12.95(2) . . ? Tb2 O5 C1 138.4(2) . . ? Tb2' O5 C1 138.2(2) . . ? O5 C1 C2 121.6(3) . . ? O5 C1 C6 121.1(3) . . ? C2 C1 C6 117.3(3) . . ? C1 C2 C3 120.0(3) . . ? C1 C2 C14 121.0(3) . 2_656 ? C3 C2 C14 118.9(3) . 2_656 ? C2 C3 H3A 118.6 . . ? C2 C3 C4 122.9(4) . . ? H3A C3 C4 118.6 . . ? C3 C4 C5 116.2(3) . . ? C3 C4 C15 123.1(4) . . ? C5 C4 C15 120.7(4) . . ? C4 C5 H5A 118.5 . . ? C4 C5 C6 123.0(4) . . ? H5A C5 C6 118.5 . . ? C1 C6 C5 120.5(3) . . ? C1 C6 C7 120.2(3) . . ? C5 C6 C7 119.1(3) . . ? C6 C7 H7A 109.7 . . ? C6 C7 H7B 109.7 . . ? C6 C7 C8 109.7(3) . . ? H7A C7 H7B 108.2 . . ? H7A C7 C8 109.7 . . ? H7B C7 C8 109.7 . . ? C7 C8 C9 119.9(3) . . ? C7 C8 C13 120.6(3) . . ? C9 C8 C13 119.4(3) . . ? C8 C9 H9A 118.8 . . ? C8 C9 C10 122.4(3) . . ? H9A C9 C10 118.8 . . ? C9 C10 C11 117.0(3) . . ? C9 C10 C19 122.2(3) . . ? C11 C10 C19 120.6(3) . . ? C10 C11 H11A 118.6 . . ? C10 C11 C12 122.8(3) . . ? H11A C11 C12 118.6 . . ? C11 C12 C13 119.3(3) . . ? C11 C12 C14 119.2(3) . . ? C13 C12 C14 121.4(3) . . ? C8 C13 C12 118.7(3) . . ? C8 C13 O6 120.7(3) . . ? C12 C13 O6 120.5(3) . . ? Tb1 O6 Tb3 98.45(10) . . ? Tb1 O6 Tb3' 98.26(10) . . ? Tb1 O6 C13 126.6(2) . . ? Tb3 O6 Tb3' 11.75(2) . . ? Tb3 O6 C13 134.7(2) . . ? Tb3' O6 C13 134.5(2) . . ? C2 C14 C12 111.4(3) 2_656 . ? C2 C14 H14A 109.4 2_656 . ? C2 C14 H14B 109.4 2_656 . ? C12 C14 H14A 109.4 . . ? C12 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? C4 C15 C16 108.4(4) . . ? C4 C15 C17 112.2(4) . . ? C4 C15 C18 111.5(4) . . ? C16 C15 C17 107.4(4) . . ? C16 C15 C18 109.3(4) . . ? C17 C15 C18 107.9(4) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16B 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17B 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C18 H18A 109.5 . . ? C15 C18 H18B 109.5 . . ? C15 C18 H18C 109.5 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C10 C19 C20 110.1(4) . . ? C10 C19 C21 113.1(3) . . ? C10 C19 C22 109.2(5) . . ? C20 C19 C21 108.2(5) . . ? C20 C19 C22 107.9(5) . . ? C21 C19 C22 108.1(4) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20B 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22B 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C2S C1S N1S 180.000(2) . . ? Tb3 O31 C31 135.4(9) . . ? O31 C31 H31 120.1 . . ? O31 C31 N31 119.8(14) . . ? H31 C31 N31 120.1 . . ? C31 N31 C32 115.5(14) . . ? C31 N31 C33 121.4(13) . . ? C32 N31 C33 123.1(14) . . ? Tb3' O31' C31' 111.6(11) . . ? O31' C31' H31' 123.8 . . ? O31' C31' N31' 112.3(15) . . ? H31' C31' N31' 123.8 . . ? C31' N31' C32' 112.6(16) . . ? C31' N31' C33' 115.4(17) . . ? C32' N31' C33' 132(2) . . ? N31' C33' C33' 95(3) . 2_655 ? Tb2 O41 C41 123.4(7) . . ? O41 C41 H41 121.6 . . ? O41 C41 N41 116.9(10) . . ? H41 C41 N41 121.6 . . ? C41 N41 C42 122.4(11) . . ? C41 N41 C43 122.7(11) . . ? C42 N41 C43 114.8(12) . . ? Tb2' O41' C41' 135.6(11) . . ? O41' C41' H41' 115.1 . . ? O41' C41' N41' 129.8(17) . . ? H41' C41' N41' 115.1 . . ? C41' N41' C42' 119.4(16) . . ? C41' N41' C43' 111.8(18) . . ? C42' N41' C43' 128.9(19) . . ? O51 C51 H51 111.5 . . ? O51 C51 N51 137(3) . . ? H51 C51 N51 111.5 . . ? C51 N51 C52 119.8(19) . . ? C51 N51 C53 117.3(19) . . ? C52 N51 C53 123(2) . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 32.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.399 _refine_diff_density_min -1.306 _refine_diff_density_rms 0.161 # Attachment 'GOL-A.CIF' data_2 _database_code_depnum_ccdc_archive 'CCDC 851192' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H28 Cl4 Hg2 N8 O4, 2(C2 H6 O)' _chemical_formula_sum 'C40 H40 Cl4 Hg2 N8 O6' _chemical_formula_weight 1258.64 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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.5177(2) _cell_length_b 11.6687(3) _cell_length_c 24.2254(7) _cell_angle_alpha 90.00 _cell_angle_beta 95.782(2) _cell_angle_gamma 90.00 _cell_volume 2114.28(10) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 6042 _cell_measurement_theta_min 2.9259 _cell_measurement_theta_max 32.1379 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.853 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1199 _exptl_absorpt_coefficient_mu 7.552 _exptl_absorpt_correction_T_min 0.29851 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120.1 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10725 _diffrn_reflns_av_R_equivalents 0.0389 _diffrn_reflns_av_sigmaI/netI 0.0411 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3703 _reflns_number_gt 3254 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Xseed _computing_publication_material Xseed _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^)+(0.0268P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3703 _refine_ls_number_parameters 236 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0301 _refine_ls_R_factor_gt 0.0254 _refine_ls_wR_factor_ref 0.0607 _refine_ls_wR_factor_gt 0.0586 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Hg1 Hg 0.82838(2) 0.144503(14) 0.775186(7) 0.02022(7) Uani 1 1 d . . . Cl1 Cl 1.02368(15) 0.20381(10) 0.70950(5) 0.0283(3) Uani 1 1 d . . . O1 O 0.8081(4) 0.6379(2) 0.95683(13) 0.0234(7) Uani 1 1 d . . . N1 N 0.8187(4) 0.2790(3) 0.84452(15) 0.0176(8) Uani 1 1 d . . . C1 C 0.74554(12) 0.38224(8) 0.83155(4) 0.0208(10) Uani 1 1 d . . . H1 H 0.7026 0.3974 0.7940 0.025 Uiso 1 1 calc R . . Cl2 Cl 0.52462(12) 0.07254(8) 0.76062(4) 0.0237(2) Uani 1 1 d R . . O2 O 0.65773(12) 0.30329(8) 1.06866(4) 0.0226(7) Uani 1 1 d R . . N2 N 0.73116(12) 0.50032(8) 1.01766(4) 0.0180(8) Uani 1 1 d R . . H2N H 0.7136 0.4261 1.0208 0.022 Uiso 1 1 calc R . . C2 C 0.7305(5) 0.4670(3) 0.87072(18) 0.0171(9) Uani 1 1 d . . . H2 H 0.6792 0.5391 0.8602 0.021 Uiso 1 1 calc R . . N3 N 0.8375(4) 0.4151(3) 1.12876(15) 0.0167(8) Uani 1 1 d . . . H3N H 0.9342 0.4127 1.1525 0.020 Uiso 1 1 calc R . . C3 C 0.7918(5) 0.4447(4) 0.92559(17) 0.0159(9) Uani 1 1 d . . . N4 N 1.0377(5) 0.0147(3) 1.17877(16) 0.0201(8) Uani 1 1 d . . . C4 C 0.8656(6) 0.3379(3) 0.93940(19) 0.0190(10) Uani 1 1 d . . . H4 H 0.9070 0.3200 0.9767 0.023 Uiso 1 1 calc R . . C5 C 0.8776(5) 0.2578(4) 0.89730(18) 0.0188(9) Uani 1 1 d . . . H5 H 0.9298 0.1853 0.9066 0.023 Uiso 1 1 calc R . . C6 C 0.7780(5) 0.5385(3) 0.96819(18) 0.0171(9) Uani 1 1 d . . . C7 C 0.7080(5) 0.5684(4) 1.06458(17) 0.0159(9) Uani 1 1 d . . . C8 C 0.6335(6) 0.6780(3) 1.05822(19) 0.0188(9) Uani 1 1 d . . . H8 H 0.5938 0.7061 1.0223 0.023 Uiso 1 1 calc R . . C9 C 0.6177(5) 0.7461(4) 1.10502(19) 0.0203(10) Uani 1 1 d . . . H9 H 0.5679 0.8208 1.1007 0.024 Uiso 1 1 calc R . . C10 C 0.6742(5) 0.7054(4) 1.1576(2) 0.0224(10) Uani 1 1 d . . . H10 H 0.6658 0.7528 1.1892 0.027 Uiso 1 1 calc R . . C11 C 0.7431(5) 0.5953(4) 1.16403(19) 0.0212(10) Uani 1 1 d . . . H11 H 0.7795 0.5670 1.2002 0.025 Uiso 1 1 calc R . . C12 C 0.7594(5) 0.5259(4) 1.11809(18) 0.0167(9) Uani 1 1 d . . . C13 C 0.7798(5) 0.3141(4) 1.10664(18) 0.0171(9) Uani 1 1 d . . . C14 C 0.8726(5) 0.2106(4) 1.13167(18) 0.0172(9) Uani 1 1 d . . . C15 C 1.0580(5) 0.2061(4) 1.14492(18) 0.0199(10) Uani 1 1 d . . . H15 H 1.1304 0.2705 1.1384 0.024 Uiso 1 1 calc R . . C16 C 1.1335(6) 0.1077(4) 1.16743(19) 0.0219(10) Uani 1 1 d . . . H16 H 1.2598 0.1049 1.1754 0.026 Uiso 1 1 calc R . . C17 C 0.8584(6) 0.0194(4) 1.1664(2) 0.0245(11) Uani 1 1 d . . . H17 H 0.7885 -0.0452 1.1744 0.029 Uiso 1 1 calc R . . C18 C 0.7728(6) 0.1149(4) 1.1424(2) 0.0227(10) Uani 1 1 d . . . H18 H 0.6469 0.1148 1.1333 0.027 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 0.02397(11) 0.01663(11) 0.02066(12) -0.00049(7) 0.00511(7) 0.00013(7) Cl1 0.0283(6) 0.0324(6) 0.0261(7) 0.0014(5) 0.0122(5) -0.0025(5) O1 0.0321(18) 0.0172(17) 0.0215(19) -0.0002(14) 0.0056(14) -0.0028(13) N1 0.0193(18) 0.0155(18) 0.018(2) -0.0002(16) 0.0038(15) -0.0021(15) C1 0.027(2) 0.022(2) 0.013(2) 0.006(2) 0.0017(18) -0.0012(19) Cl2 0.0200(5) 0.0269(6) 0.0238(6) -0.0049(5) 0.0003(4) -0.0009(5) O2 0.0239(16) 0.0204(16) 0.0221(19) 0.0018(14) -0.0038(13) -0.0060(13) N2 0.027(2) 0.0134(17) 0.014(2) 0.0025(16) 0.0036(15) 0.0010(15) C2 0.022(2) 0.014(2) 0.015(2) 0.0036(18) 0.0017(17) -0.0004(18) N3 0.0165(17) 0.0172(19) 0.016(2) 0.0019(16) -0.0002(14) 0.0032(15) C3 0.014(2) 0.020(2) 0.013(2) 0.0015(19) 0.0010(16) -0.0024(18) N4 0.0214(19) 0.0162(18) 0.023(2) 0.0011(17) 0.0052(15) 0.0009(16) C4 0.020(2) 0.022(2) 0.015(2) 0.001(2) -0.0001(17) 0.0034(19) C5 0.020(2) 0.021(2) 0.016(3) 0.0005(19) 0.0012(17) 0.0026(18) C6 0.016(2) 0.018(2) 0.017(2) -0.0017(19) -0.0006(17) -0.0018(18) C7 0.015(2) 0.018(2) 0.015(2) -0.0034(19) 0.0035(16) -0.0030(18) C8 0.024(2) 0.016(2) 0.016(3) 0.0014(19) -0.0010(18) 0.0008(18) C9 0.019(2) 0.014(2) 0.028(3) -0.005(2) 0.0030(18) 0.0034(18) C10 0.022(2) 0.021(2) 0.025(3) -0.010(2) 0.0068(19) -0.003(2) C11 0.018(2) 0.025(2) 0.020(3) 0.001(2) 0.0021(18) -0.0006(19) C12 0.012(2) 0.020(2) 0.018(2) 0.0007(19) 0.0023(16) 0.0005(17) C13 0.014(2) 0.020(2) 0.018(3) -0.001(2) 0.0038(17) -0.0025(18) C14 0.020(2) 0.016(2) 0.016(2) -0.0046(19) -0.0006(17) -0.0004(18) C15 0.017(2) 0.020(2) 0.023(3) 0.004(2) 0.0042(18) -0.0018(19) C16 0.015(2) 0.025(2) 0.026(3) 0.002(2) 0.0015(18) -0.0018(19) C17 0.028(2) 0.015(2) 0.032(3) 0.002(2) 0.007(2) -0.001(2) C18 0.020(2) 0.014(2) 0.034(3) -0.001(2) 0.003(2) -0.0016(18) _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 N1 2.305(3) . ? Hg1 N4 2.342(3) 3_757 ? Hg1 Cl1 2.3744(11) . ? Hg1 Cl2 2.4253 . ? O1 C6 1.219(5) . ? N1 C5 1.333(5) . ? N1 C1 1.349(3) . ? C1 C2 1.383(4) . ? C1 H1 0.9500 . ? O2 C13 1.239(4) . ? N2 C6 1.358(4) . ? N2 C7 1.412(4) . ? N2 H2N 0.8800 . ? C2 C3 1.387(6) . ? C2 H2 0.9500 . ? N3 C13 1.348(5) . ? N3 C12 1.432(5) . ? N3 H3N 0.8800 . ? C3 C4 1.391(6) . ? C3 C6 1.515(6) . ? N4 C16 1.346(5) . ? N4 C17 1.353(5) . ? N4 Hg1 2.342(3) 3_757 ? C4 C5 1.393(6) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C7 C8 1.398(6) . ? C7 C12 1.405(6) . ? C8 C9 1.400(6) . ? C8 H8 0.9500 . ? C9 C10 1.385(6) . ? C9 H9 0.9500 . ? C10 C11 1.389(6) . ? C10 H10 0.9500 . ? C11 C12 1.392(6) . ? C11 H11 0.9500 . ? C13 C14 1.492(6) . ? C14 C18 1.384(6) . ? C14 C15 1.399(6) . ? C15 C16 1.371(6) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.386(6) . ? C17 H17 0.9500 . ? C18 H18 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 N1 Hg1 N4 103.69(13) . 3_757 ? N1 Hg1 Cl1 110.91(9) . . ? N4 Hg1 Cl1 106.58(9) 3_757 . ? N1 Hg1 Cl2 104.09(9) . . ? N4 Hg1 Cl2 98.51(9) 3_757 . ? Cl1 Hg1 Cl2 129.80(4) . . ? C5 N1 C1 118.5(3) . . ? C5 N1 Hg1 122.8(3) . . ? C1 N1 Hg1 118.7(2) . . ? N1 C1 C2 122.6(2) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C6 N2 C7 126.2(3) . . ? C6 N2 H2N 116.9 . . ? C7 N2 H2N 116.9 . . ? C1 C2 C3 118.8(3) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C13 N3 C12 127.4(3) . . ? C13 N3 H3N 116.3 . . ? C12 N3 H3N 116.3 . . ? C2 C3 C4 119.0(4) . . ? C2 C3 C6 118.6(4) . . ? C4 C3 C6 122.4(4) . . ? C16 N4 C17 117.7(4) . . ? C16 N4 Hg1 121.6(3) . 3_757 ? C17 N4 Hg1 120.6(3) . 3_757 ? C3 C4 C5 118.6(4) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? N1 C5 C4 122.6(4) . . ? N1 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? O1 C6 N2 125.6(4) . . ? O1 C6 C3 120.4(4) . . ? N2 C6 C3 114.0(3) . . ? C8 C7 C12 119.6(4) . . ? C8 C7 N2 120.4(4) . . ? C12 C7 N2 119.9(3) . . ? C7 C8 C9 119.7(4) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C10 C9 C8 120.5(4) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C11 119.8(4) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C10 C11 C12 120.7(4) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C11 C12 C7 119.6(4) . . ? C11 C12 N3 116.6(4) . . ? C7 C12 N3 123.7(4) . . ? O2 C13 N3 124.7(4) . . ? O2 C13 C14 120.0(3) . . ? N3 C13 C14 115.3(3) . . ? C18 C14 C15 118.2(4) . . ? C18 C14 C13 119.3(4) . . ? C15 C14 C13 122.5(4) . . ? C16 C15 C14 119.1(4) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? N4 C16 C15 123.2(4) . . ? N4 C16 H16 118.4 . . ? C15 C16 H16 118.4 . . ? N4 C17 C18 122.4(4) . . ? N4 C17 H17 118.8 . . ? C18 C17 H17 118.8 . . ? C14 C18 C17 119.4(4) . . ? C14 C18 H18 120.3 . . ? C17 C18 H18 120.3 . . ? 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 N4 Hg1 N1 C5 -1.2(3) 3_757 . . . ? Cl1 Hg1 N1 C5 -115.3(3) . . . . ? Cl2 Hg1 N1 C5 101.4(3) . . . . ? N4 Hg1 N1 C1 -179.2(2) 3_757 . . . ? Cl1 Hg1 N1 C1 66.8(2) . . . . ? Cl2 Hg1 N1 C1 -76.6(2) . . . . ? C5 N1 C1 C2 0.5(4) . . . . ? Hg1 N1 C1 C2 178.5(2) . . . . ? N1 C1 C2 C3 -0.5(5) . . . . ? C1 C2 C3 C4 -0.2(6) . . . . ? C1 C2 C3 C6 179.0(3) . . . . ? C2 C3 C4 C5 1.0(6) . . . . ? C6 C3 C4 C5 -178.2(4) . . . . ? C1 N1 C5 C4 0.3(6) . . . . ? Hg1 N1 C5 C4 -177.6(3) . . . . ? C3 C4 C5 N1 -1.0(6) . . . . ? C7 N2 C6 O1 0.3(6) . . . . ? C7 N2 C6 C3 -179.8(3) . . . . ? C2 C3 C6 O1 -39.3(6) . . . . ? C4 C3 C6 O1 139.9(4) . . . . ? C2 C3 C6 N2 140.9(3) . . . . ? C4 C3 C6 N2 -40.0(5) . . . . ? C6 N2 C7 C8 36.5(5) . . . . ? C6 N2 C7 C12 -143.7(3) . . . . ? C12 C7 C8 C9 2.6(6) . . . . ? N2 C7 C8 C9 -177.6(3) . . . . ? C7 C8 C9 C10 -0.4(6) . . . . ? C8 C9 C10 C11 -1.5(6) . . . . ? C9 C10 C11 C12 1.3(6) . . . . ? C10 C11 C12 C7 1.0(6) . . . . ? C10 C11 C12 N3 177.9(4) . . . . ? C8 C7 C12 C11 -2.9(6) . . . . ? N2 C7 C12 C11 177.3(3) . . . . ? C8 C7 C12 N3 -179.7(4) . . . . ? N2 C7 C12 N3 0.5(6) . . . . ? C13 N3 C12 C11 135.2(4) . . . . ? C13 N3 C12 C7 -48.0(6) . . . . ? C12 N3 C13 O2 7.7(7) . . . . ? C12 N3 C13 C14 -171.5(4) . . . . ? O2 C13 C14 C18 -41.8(6) . . . . ? N3 C13 C14 C18 137.4(4) . . . . ? O2 C13 C14 C15 138.1(4) . . . . ? N3 C13 C14 C15 -42.6(6) . . . . ? C18 C14 C15 C16 0.5(7) . . . . ? C13 C14 C15 C16 -179.5(4) . . . . ? C17 N4 C16 C15 1.0(7) . . . . ? Hg1 N4 C16 C15 -174.2(3) 3_757 . . . ? C14 C15 C16 N4 -1.5(7) . . . . ? C16 N4 C17 C18 0.6(7) . . . . ? Hg1 N4 C17 C18 175.8(4) 3_757 . . . ? C15 C14 C18 C17 1.0(7) . . . . ? C13 C14 C18 C17 -179.0(4) . . . . ? N4 C17 C18 C14 -1.6(7) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.749 _refine_diff_density_min -1.012 _refine_diff_density_rms 0.117 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.028 0.000 0.000 167 40 ' ' 2 -0.035 0.500 0.500 167 40 ' ' data_1 _database_code_depnum_ccdc_archive 'CCDC 851193' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H28 Cl4 Hg2 N8 O4, 0.6(C S2)' _chemical_formula_sum 'C36.60 H28 Cl4 Hg2 N8 O4 S1.20' _chemical_formula_weight 1225.33 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' O O 0.0106 0.0060 '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' S S 0.1246 0.1234 '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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.4559(2) _cell_length_b 11.6141(2) _cell_length_c 24.2824(5) _cell_angle_alpha 90.00 _cell_angle_beta 96.263(2) _cell_angle_gamma 90.00 _cell_volume 2090.15(8) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 14379 _cell_measurement_theta_min 3.0583 _cell_measurement_theta_max 32.1611 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.947 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1165.6 _exptl_absorpt_coefficient_mu 7.700 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.36922 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 16.1183 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16684 _diffrn_reflns_av_R_equivalents 0.0375 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.26 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3654 _reflns_number_gt 3457 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Xseed _computing_publication_material Xseed _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^)+(0.0656P)^2^+7.0353P] 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 3654 _refine_ls_number_parameters 250 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0381 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.1094 _refine_ls_wR_factor_gt 0.1078 _refine_ls_goodness_of_fit_ref 1.194 _refine_ls_restrained_S_all 1.194 _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 Hg1 Hg 0.17109(3) 0.144140(19) 0.225124(9) 0.01688(13) Uani 1 1 d . . . Cl4 Cl 0.4768(2) 0.07088(13) 0.24046(6) 0.0209(3) Uani 1 1 d . . . Cl5 Cl -0.0277(2) 0.20335(15) 0.28932(7) 0.0251(4) Uani 1 1 d . . . O1 O 0.1889(7) 0.6385(3) 0.0443(2) 0.0204(10) Uani 1 1 d . . . O5 O 0.3470(6) 0.3057(4) -0.06772(18) 0.0204(10) Uani 1 1 d . . . N6 N 0.2691(7) 0.5023(4) -0.0160(2) 0.0151(10) Uani 1 1 d . . . H6 H 0.2866 0.4278 -0.0192 0.018 Uiso 1 1 calc R . . N8 N -0.0356(7) 0.0161(4) -0.1774(2) 0.0182(11) Uani 1 1 d . . . N11 N 0.1819(7) 0.2782(4) 0.1555(2) 0.0149(10) Uani 1 1 d . . . C12 C 0.2233(8) 0.5395(5) 0.0325(2) 0.0152(12) Uani 1 1 d . . . C13 C 0.2709(8) 0.4674(5) 0.1299(2) 0.0158(12) Uani 1 1 d . . . H13 H 0.3219 0.5401 0.1406 0.019 Uiso 1 1 calc R . . C14 C 0.2430(8) 0.5284(5) -0.1163(2) 0.0117(12) Uani 1 1 d . . . C15 C 0.1297(8) 0.2120(5) -0.1312(2) 0.0145(12) Uani 1 1 d . . . C16 C 0.2926(8) 0.5715(5) -0.0629(2) 0.0135(12) Uani 1 1 d . . . C17 C 0.3665(8) 0.6816(5) -0.0560(3) 0.0167(12) Uani 1 1 d . . . H17 H 0.4063 0.7091 -0.0199 0.020 Uiso 1 1 calc R . . C18 C 0.2250(8) 0.3154(5) -0.1054(2) 0.0145(12) Uani 1 1 d . . . C19 C 0.2102(8) 0.4446(5) 0.0754(2) 0.0141(12) Uani 1 1 d . . . C20 C 0.3272(8) 0.7098(5) -0.1551(3) 0.0185(13) Uani 1 1 d . . . H20 H 0.3369 0.7575 -0.1864 0.022 Uiso 1 1 calc R . . C22 C 0.2313(9) 0.1148(6) -0.1411(3) 0.0211(14) Uani 1 1 d . . . H22 H 0.3583 0.1142 -0.1316 0.025 Uiso 1 1 calc R . . C23 C 0.3821(8) 0.7511(5) -0.1019(3) 0.0188(13) Uani 1 1 d . . . H23 H 0.4301 0.8267 -0.0971 0.023 Uiso 1 1 calc R . . C24 C 0.2590(8) 0.5999(6) -0.1621(3) 0.0166(13) Uani 1 1 d . . . H24 H 0.2224 0.5721 -0.1984 0.020 Uiso 1 1 calc R . . C26 C 0.1439(9) 0.0198(5) -0.1651(3) 0.0204(14) Uani 1 1 d . . . H26 H 0.2134 -0.0455 -0.1731 0.024 Uiso 1 1 calc R . . C27 C -0.1342(9) 0.1083(6) -0.1668(3) 0.0181(13) Uani 1 1 d . . . H27 H -0.2616 0.1050 -0.1751 0.022 Uiso 1 1 calc R . . C34 C 0.1339(9) 0.3375(5) 0.0606(3) 0.0160(13) Uani 1 1 d . . . H34 H 0.0913 0.3202 0.0232 0.019 Uiso 1 1 calc R . . N1 N 0.1641(7) 0.4184(4) -0.1278(2) 0.0139(10) Uani 1 1 d . . . H1 H 0.0664 0.4162 -0.1517 0.017 Uiso 1 1 calc R . . C2 C 0.2560(9) 0.3822(6) 0.1689(3) 0.0179(13) Uani 1 1 d . . . H2 H 0.2995 0.3971 0.2064 0.021 Uiso 1 1 calc R . . C3 C -0.0563(9) 0.2080(5) -0.1442(3) 0.0181(13) Uani 1 1 d . . . H3 H -0.1289 0.2728 -0.1376 0.022 Uiso 1 1 calc R . . C4 C 0.1226(8) 0.2568(5) 0.1027(3) 0.0174(13) Uani 1 1 d . . . H4 H 0.0707 0.1837 0.0933 0.021 Uiso 1 1 calc R . . C1 C 0.0000 0.0000 0.0000 0.045(5) Uiso 0.60 2 d SPD . . S2 S 0.169(2) -0.0681(17) 0.0189(8) 0.259(8) Uiso 0.60 1 d PD . . 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 0.02011(19) 0.01318(18) 0.01792(19) 0.00019(8) 0.00462(11) -0.00074(8) Cl4 0.0176(7) 0.0237(8) 0.0207(8) 0.0038(6) -0.0003(6) 0.0016(6) Cl5 0.0249(8) 0.0288(9) 0.0237(8) -0.0004(6) 0.0116(6) 0.0027(6) O1 0.029(3) 0.012(2) 0.020(3) -0.0002(16) 0.005(2) 0.0030(17) O5 0.022(2) 0.017(2) 0.020(2) -0.0023(18) -0.0052(19) 0.0060(18) N6 0.021(3) 0.013(2) 0.012(3) -0.001(2) 0.003(2) -0.001(2) N8 0.020(3) 0.011(2) 0.025(3) 0.000(2) 0.006(2) -0.002(2) N11 0.018(3) 0.016(3) 0.011(2) 0.002(2) 0.003(2) 0.001(2) C12 0.016(3) 0.014(3) 0.014(3) 0.002(2) -0.004(2) -0.001(2) C13 0.020(3) 0.012(3) 0.016(3) -0.005(2) 0.003(2) 0.000(2) C14 0.010(3) 0.012(3) 0.013(3) 0.000(2) 0.001(2) -0.002(2) C15 0.017(3) 0.015(3) 0.012(3) 0.001(2) 0.001(2) 0.002(2) C16 0.012(3) 0.012(3) 0.017(3) 0.005(2) 0.005(2) 0.003(2) C17 0.017(3) 0.014(3) 0.019(3) -0.003(2) -0.002(2) -0.001(2) C18 0.015(3) 0.012(3) 0.017(3) 0.002(2) 0.005(2) 0.003(2) C19 0.017(3) 0.011(3) 0.015(3) 0.003(2) 0.003(2) 0.003(2) C20 0.015(3) 0.017(3) 0.023(3) 0.007(3) 0.002(2) 0.002(2) C22 0.021(3) 0.014(3) 0.029(4) 0.002(3) 0.005(3) 0.001(3) C23 0.018(3) 0.017(3) 0.022(3) 0.003(2) 0.004(2) -0.005(2) C24 0.014(3) 0.021(3) 0.014(3) 0.000(2) 0.000(2) 0.000(2) C26 0.018(3) 0.013(3) 0.031(4) -0.002(3) 0.006(3) 0.003(2) C27 0.015(3) 0.018(3) 0.021(3) -0.003(3) 0.004(2) 0.001(3) C34 0.016(3) 0.019(3) 0.013(3) -0.002(2) 0.000(2) -0.001(2) N1 0.013(2) 0.015(3) 0.014(2) 0.003(2) 0.0013(19) 0.000(2) C2 0.024(3) 0.016(3) 0.014(3) -0.001(2) 0.003(3) 0.002(3) C3 0.020(3) 0.014(3) 0.020(3) -0.003(2) 0.004(2) 0.000(2) C4 0.017(3) 0.013(3) 0.022(3) 0.002(2) 0.002(2) -0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hg1 N11 2.307(5) . ? Hg1 N8 2.360(5) 3 ? Hg1 Cl5 2.3674(15) . ? Hg1 Cl4 2.4234(15) . ? O1 C12 1.219(7) . ? O5 C18 1.223(7) . ? N6 C12 1.332(8) . ? N6 C16 1.419(7) . ? N6 H6 0.8800 . ? N8 C27 1.340(8) . ? N8 C26 1.340(8) . ? N8 Hg1 2.360(5) 3 ? N11 C4 1.333(8) . ? N11 C2 1.353(8) . ? C12 C19 1.527(8) . ? C13 C2 1.382(9) . ? C13 C19 1.379(9) . ? C13 H13 0.9500 . ? C14 C24 1.403(9) . ? C14 C16 1.401(8) . ? C14 N1 1.422(8) . ? C15 C22 1.394(9) . ? C15 C3 1.389(9) . ? C15 C18 1.498(8) . ? C16 C17 1.395(9) . ? C17 C23 1.392(9) . ? C17 H17 0.9500 . ? C18 N1 1.371(8) . ? C19 C34 1.398(8) . ? C20 C24 1.379(9) . ? C20 C23 1.395(9) . ? C20 H20 0.9500 . ? C22 C26 1.378(9) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C26 H26 0.9500 . ? C27 C3 1.382(9) . ? C27 H27 0.9500 . ? C34 C4 1.395(9) . ? C34 H34 0.9500 . ? N1 H1 0.8800 . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C1 S2 1.517(9) . ? C1 S2 1.517(9) 3 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 Hg1 N8 102.68(18) . 3 ? N11 Hg1 Cl5 111.17(13) . . ? N8 Hg1 Cl5 106.68(13) 3 . ? N11 Hg1 Cl4 104.02(13) . . ? N8 Hg1 Cl4 98.27(13) 3 . ? Cl5 Hg1 Cl4 130.30(6) . . ? C12 N6 C16 126.2(5) . . ? C12 N6 H6 116.9 . . ? C16 N6 H6 116.9 . . ? C27 N8 C26 119.1(5) . . ? C27 N8 Hg1 120.7(4) . 3 ? C26 N8 Hg1 119.9(4) . 3 ? C4 N11 C2 118.8(5) . . ? C4 N11 Hg1 123.0(4) . . ? C2 N11 Hg1 118.2(4) . . ? O1 C12 N6 126.5(6) . . ? O1 C12 C19 119.2(5) . . ? N6 C12 C19 114.2(5) . . ? C2 C13 C19 118.5(6) . . ? C2 C13 H13 120.7 . . ? C19 C13 H13 120.7 . . ? C24 C14 C16 119.1(5) . . ? C24 C14 N1 116.4(5) . . ? C16 C14 N1 124.4(5) . . ? C22 C15 C3 118.8(6) . . ? C22 C15 C18 118.6(6) . . ? C3 C15 C18 122.5(5) . . ? C17 C16 C14 119.9(5) . . ? C17 C16 N6 120.3(5) . . ? C14 C16 N6 119.8(5) . . ? C23 C17 C16 120.2(6) . . ? C23 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? O5 C18 N1 124.4(6) . . ? O5 C18 C15 121.3(5) . . ? N1 C18 C15 114.3(5) . . ? C13 C19 C34 119.9(5) . . ? C13 C19 C12 118.6(5) . . ? C34 C19 C12 121.5(5) . . ? C24 C20 C23 120.0(6) . . ? C24 C20 H20 120.0 . . ? C23 C20 H20 120.0 . . ? C26 C22 C15 118.7(6) . . ? C26 C22 H22 120.7 . . ? C15 C22 H22 120.7 . . ? C20 C23 C17 119.9(6) . . ? C20 C23 H23 120.0 . . ? C17 C23 H23 120.0 . . ? C20 C24 C14 120.8(6) . . ? C20 C24 H24 119.6 . . ? C14 C24 H24 119.6 . . ? N8 C26 C22 122.3(6) . . ? N8 C26 H26 118.8 . . ? C22 C26 H26 118.8 . . ? N8 C27 C3 122.1(6) . . ? N8 C27 H27 119.0 . . ? C3 C27 H27 119.0 . . ? C4 C34 C19 117.7(6) . . ? C4 C34 H34 121.1 . . ? C19 C34 H34 121.1 . . ? C18 N1 C14 126.4(5) . . ? C18 N1 H1 116.8 . . ? C14 N1 H1 116.8 . . ? N11 C2 C13 122.4(6) . . ? N11 C2 H2 118.8 . . ? C13 C2 H2 118.8 . . ? C27 C3 C15 118.9(6) . . ? C27 C3 H3 120.5 . . ? C15 C3 H3 120.5 . . ? N11 C4 C34 122.6(6) . . ? N11 C4 H4 118.7 . . ? C34 C4 H4 118.7 . . ? S2 C1 S2 180.0(19) . 3 ? 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 N8 Hg1 N11 C4 -0.8(5) 3 . . . ? Cl5 Hg1 N11 C4 -114.6(5) . . . . ? Cl4 Hg1 N11 C4 101.2(5) . . . . ? N8 Hg1 N11 C2 -179.1(4) 3 . . . ? Cl5 Hg1 N11 C2 67.2(5) . . . . ? Cl4 Hg1 N11 C2 -77.1(4) . . . . ? C16 N6 C12 O1 2.1(10) . . . . ? C16 N6 C12 C19 -179.4(5) . . . . ? C24 C14 C16 C17 -3.7(9) . . . . ? N1 C14 C16 C17 -178.9(5) . . . . ? C24 C14 C16 N6 177.0(5) . . . . ? N1 C14 C16 N6 1.7(9) . . . . ? C12 N6 C16 C17 35.9(9) . . . . ? C12 N6 C16 C14 -144.7(6) . . . . ? C14 C16 C17 C23 3.5(9) . . . . ? N6 C16 C17 C23 -177.2(5) . . . . ? C22 C15 C18 O5 -40.7(9) . . . . ? C3 C15 C18 O5 137.4(6) . . . . ? C22 C15 C18 N1 138.9(6) . . . . ? C3 C15 C18 N1 -43.0(8) . . . . ? C2 C13 C19 C34 0.6(9) . . . . ? C2 C13 C19 C12 178.9(6) . . . . ? O1 C12 C19 C13 -40.0(9) . . . . ? N6 C12 C19 C13 141.4(6) . . . . ? O1 C12 C19 C34 138.2(6) . . . . ? N6 C12 C19 C34 -40.4(8) . . . . ? C3 C15 C22 C26 2.1(10) . . . . ? C18 C15 C22 C26 -179.8(6) . . . . ? C24 C20 C23 C17 -0.5(9) . . . . ? C16 C17 C23 C20 -1.4(9) . . . . ? C23 C20 C24 C14 0.3(9) . . . . ? C16 C14 C24 C20 1.8(9) . . . . ? N1 C14 C24 C20 177.4(5) . . . . ? C27 N8 C26 C22 0.8(10) . . . . ? Hg1 N8 C26 C22 174.9(5) 3 . . . ? C15 C22 C26 N8 -2.3(10) . . . . ? C26 N8 C27 C3 0.9(9) . . . . ? Hg1 N8 C27 C3 -173.1(5) 3 . . . ? C13 C19 C34 C4 0.0(9) . . . . ? C12 C19 C34 C4 -178.2(6) . . . . ? O5 C18 N1 C14 7.8(9) . . . . ? C15 C18 N1 C14 -171.8(5) . . . . ? C24 C14 N1 C18 135.4(6) . . . . ? C16 C14 N1 C18 -49.2(9) . . . . ? C4 N11 C2 C13 0.7(9) . . . . ? Hg1 N11 C2 C13 179.0(5) . . . . ? C19 C13 C2 N11 -1.0(9) . . . . ? N8 C27 C3 C15 -1.0(10) . . . . ? C22 C15 C3 C27 -0.5(9) . . . . ? C18 C15 C3 C27 -178.5(6) . . . . ? C2 N11 C4 C34 -0.1(9) . . . . ? Hg1 N11 C4 C34 -178.3(5) . . . . ? C19 C34 C4 N11 -0.3(9) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.930 _refine_diff_density_min -1.495 _refine_diff_density_rms 0.208 # Attachment 'GOL-A-I2.CIF' data_GOL-A-I2 _database_code_depnum_ccdc_archive 'CCDC 851194' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H28 Cl4 Hg2 N8 O4, 0.59(I2)' _chemical_formula_sum 'C36 H28 Cl4 Hg2 I1.18 N8 O4' _chemical_formula_weight 1328.88 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' I I -0.4742 1.8119 '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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.4703(2) _cell_length_b 11.6228(3) _cell_length_c 24.2709(6) _cell_angle_alpha 90.00 _cell_angle_beta 96.023(3) _cell_angle_gamma 90.00 _cell_volume 2095.71(9) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 10626 _cell_measurement_theta_min 3.0592 _cell_measurement_theta_max 32.1352 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.5205 _exptl_crystal_size_mid 0.1823 _exptl_crystal_size_min 0.1106 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.096 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1247.2 _exptl_absorpt_coefficient_mu 8.448 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.172 _exptl_absorpt_correction_T_max 0.393 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_detector_area_resol_mean 16.1183 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12682 _diffrn_reflns_av_R_equivalents 0.0404 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.25 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3676 _reflns_number_gt 3498 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Xseed _computing_publication_material Xseed _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^)+(0.0001P)^2^+20.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3676 _refine_ls_number_parameters 253 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0935 _refine_ls_R_factor_gt 0.0893 _refine_ls_wR_factor_ref 0.1626 _refine_ls_wR_factor_gt 0.1619 _refine_ls_goodness_of_fit_ref 2.443 _refine_ls_restrained_S_all 2.446 _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 Hg1 Hg 0.32821(9) 0.85465(5) 0.27509(3) 0.0204(2) Uani 1 1 d . . . Cl3 Cl 0.5261(6) 0.7969(4) 0.21033(18) 0.0284(10) Uani 1 1 d . . . N7 N 0.6826(17) 1.2801(10) 0.6554(5) 0.015(3) Uani 1 1 d . . . O3 O 0.6898(15) 1.6394(10) 0.5435(4) 0.024(2) Uani 1 1 d . . . N4 N 0.7660(18) 1.5014(10) 0.4825(5) 0.018(3) Uani 1 1 d . . . H4 H 0.7824 1.4269 0.4790 0.022 Uiso 1 1 calc R . . N6 N 0.4646(19) 1.0159(10) 0.3225(6) 0.020(3) Uani 1 1 d . . . O7 O 0.8444(15) 1.3042(9) 0.4316(5) 0.023(3) Uani 1 1 d . . . C8 C 0.722(2) 1.5377(13) 0.5317(6) 0.014(3) Uani 1 1 d . . . C9 C 0.864(2) 1.6804(12) 0.4421(6) 0.017(3) Uani 1 1 d . . . H9 H 0.9035 1.7085 0.4781 0.020 Uiso 1 1 calc R . . C10 C 0.643(2) 1.0184(14) 0.3331(7) 0.024(4) Uani 1 1 d . . . H10 H 0.7134 0.9546 0.3236 0.028 Uiso 1 1 calc R . . C11 C 0.7431(19) 1.5282(12) 0.3832(6) 0.013(3) Uani 1 1 d . . . C12 C 0.629(2) 1.2113(12) 0.3677(6) 0.016(3) Uani 1 1 d . . . C13 C 0.769(2) 1.4663(14) 0.6292(6) 0.020(4) Uani 1 1 d . . . H13 H 0.8193 1.5391 0.6396 0.024 Uiso 1 1 calc R . . C15 C 0.789(2) 1.5701(13) 0.4356(6) 0.015(3) Uani 1 1 d . . . C16 C 0.723(2) 1.3153(13) 0.3943(6) 0.017(3) Uani 1 1 d . . . C17 C 0.710(2) 1.4437(12) 0.5738(6) 0.015(3) Uani 1 1 d . . . C18 C 0.826(2) 1.7079(13) 0.3429(7) 0.021(4) Uani 1 1 d . . . H18 H 0.8371 1.7552 0.3115 0.025 Uiso 1 1 calc R . . N19 N 0.6626(16) 1.4162(10) 0.3714(5) 0.014(3) Uani 1 1 d . . . H19 H 0.5661 1.4135 0.3473 0.017 Uiso 1 1 calc R . . C20 C 0.367(2) 1.1069(13) 0.3331(6) 0.019(3) Uani 1 1 d . . . H20 H 0.2403 1.1034 0.3245 0.023 Uiso 1 1 calc R . . C21 C 0.727(2) 1.1154(12) 0.3585(7) 0.021(4) Uani 1 1 d . . . H21 H 0.8532 1.1145 0.3693 0.025 Uiso 1 1 calc R . . C25 C 0.878(2) 1.7476(13) 0.3965(7) 0.021(4) Uani 1 1 d . . . H25 H 0.9256 1.8233 0.4014 0.025 Uiso 1 1 calc R . . C28 C 0.758(2) 1.5989(14) 0.3369(6) 0.019(4) Uani 1 1 d . . . H28 H 0.7207 1.5704 0.3009 0.023 Uiso 1 1 calc R . . C31 C 0.637(2) 1.3373(13) 0.5614(6) 0.016(3) Uani 1 1 d . . . H31 H 0.5961 1.3186 0.5241 0.019 Uiso 1 1 calc R . . Cl1 Cl 0.0238(5) 0.9276(4) 0.26012(16) 0.0243(9) Uani 1 1 d . . . C5 C 0.623(2) 1.2571(13) 0.6029(6) 0.018(3) Uani 1 1 d . . . H5 H 0.5699 1.1843 0.5937 0.022 Uiso 1 1 calc R . . C6 C 0.442(2) 1.2064(14) 0.3563(7) 0.022(4) Uani 1 1 d . . . H6 H 0.3687 1.2697 0.3642 0.026 Uiso 1 1 calc R . . C3 C 0.755(2) 1.3840(12) 0.6681(6) 0.017(3) Uani 1 1 d . . . H3 H 0.7975 1.4003 0.7056 0.020 Uiso 1 1 calc R . . I1 I 0.539(3) 0.9696(18) 0.5089(10) 0.221(11) Uiso 0.294(10) 1 d PD . . I3 I 0.906(3) 0.975(3) 0.5269(12) 0.361(18) Uiso 0.294(10) 1 d PD . . 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 0.0252(3) 0.0140(3) 0.0232(3) 0.0004(3) 0.0075(2) -0.0001(3) Cl3 0.029(2) 0.028(2) 0.031(2) 0.0022(18) 0.0155(19) 0.005(2) N7 0.018(7) 0.009(6) 0.018(7) 0.000(5) 0.007(6) 0.001(6) O3 0.035(7) 0.013(5) 0.026(6) 0.004(5) 0.007(5) 0.005(6) N4 0.029(8) 0.003(6) 0.023(7) -0.002(5) 0.005(6) 0.001(6) N6 0.026(8) 0.007(6) 0.026(7) -0.003(5) 0.005(6) 0.000(6) O7 0.023(6) 0.016(6) 0.029(6) -0.002(5) -0.002(5) 0.011(5) C8 0.016(8) 0.016(8) 0.010(7) 0.003(6) 0.001(6) 0.002(7) C9 0.012(8) 0.015(8) 0.023(8) 0.001(6) -0.002(6) 0.005(6) C10 0.018(9) 0.016(8) 0.039(10) -0.011(7) 0.012(8) -0.006(7) C11 0.005(7) 0.008(7) 0.028(8) 0.003(6) 0.004(6) 0.000(6) C12 0.022(9) 0.008(7) 0.018(8) 0.004(6) 0.007(7) -0.004(7) C13 0.024(9) 0.016(8) 0.020(8) 0.003(6) 0.004(7) 0.009(7) C15 0.010(7) 0.014(8) 0.021(8) 0.005(6) 0.007(6) -0.005(7) C16 0.018(8) 0.011(8) 0.024(8) -0.004(6) 0.007(7) -0.006(7) C17 0.018(8) 0.006(7) 0.022(8) 0.001(6) 0.007(6) 0.000(7) C18 0.017(9) 0.011(8) 0.034(9) 0.011(7) 0.007(7) -0.002(7) N19 0.008(6) 0.012(7) 0.021(7) 0.003(5) 0.001(5) -0.003(5) C20 0.021(9) 0.015(8) 0.020(8) -0.003(6) 0.000(7) -0.003(7) C21 0.017(8) 0.005(8) 0.041(10) 0.000(6) 0.008(7) -0.003(6) C25 0.020(9) 0.006(7) 0.037(10) 0.002(7) 0.008(7) -0.006(7) C28 0.016(8) 0.026(9) 0.016(8) -0.001(7) 0.008(7) -0.001(7) C31 0.018(8) 0.013(8) 0.018(7) -0.006(6) 0.003(6) -0.001(7) Cl1 0.021(2) 0.027(2) 0.026(2) 0.0022(17) 0.0062(17) 0.0002(18) C5 0.021(9) 0.014(8) 0.021(8) -0.002(6) 0.004(7) -0.002(7) C6 0.020(9) 0.022(9) 0.024(9) -0.011(7) 0.005(7) 0.002(8) C3 0.024(9) 0.010(8) 0.016(8) -0.003(6) 0.005(7) 0.003(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hg1 N7 2.310(12) 3_676 ? Hg1 Cl3 2.365(4) . ? Hg1 N6 2.372(13) . ? Hg1 Cl1 2.418(4) . ? N7 C5 1.332(19) . ? N7 C3 1.346(19) . ? N7 Hg1 2.310(12) 3_676 ? O3 C8 1.245(18) . ? N4 C8 1.340(19) . ? N4 C15 1.417(18) . ? N4 H4 0.8800 . ? N6 C20 1.32(2) . ? N6 C10 1.33(2) . ? O7 C16 1.219(19) . ? C8 C17 1.51(2) . ? C9 C25 1.37(2) . ? C9 C15 1.40(2) . ? C9 H9 0.9500 . ? C10 C21 1.40(2) . ? C10 H10 0.9500 . ? C11 C15 1.37(2) . ? C11 C28 1.41(2) . ? C11 N19 1.450(18) . ? C12 C21 1.36(2) . ? C12 C6 1.40(2) . ? C12 C16 1.51(2) . ? C13 C3 1.36(2) . ? C13 C17 1.39(2) . ? C13 H13 0.9500 . ? C16 N19 1.355(19) . ? C17 C31 1.37(2) . ? C18 C28 1.37(2) . ? C18 C25 1.40(2) . ? C18 H18 0.9500 . ? N19 H19 0.8800 . ? C20 C6 1.38(2) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C25 H25 0.9500 . ? C28 H28 0.9500 . ? C31 C5 1.38(2) . ? C31 H31 0.9500 . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C3 H3 0.9500 . ? I1 I1 0.99(4) 3_676 ? I1 I3 2.726(10) . ? I3 I3 2.10(5) 3_776 ? 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 N7 Hg1 Cl3 111.4(3) 3_676 . ? N7 Hg1 N6 103.2(4) 3_676 . ? Cl3 Hg1 N6 106.2(3) . . ? N7 Hg1 Cl1 104.1(3) 3_676 . ? Cl3 Hg1 Cl1 130.02(15) . . ? N6 Hg1 Cl1 98.3(3) . . ? C5 N7 C3 119.1(13) . . ? C5 N7 Hg1 121.9(10) . 3_676 ? C3 N7 Hg1 119.0(10) . 3_676 ? C8 N4 C15 127.0(13) . . ? C8 N4 H4 116.5 . . ? C15 N4 H4 116.5 . . ? C20 N6 C10 120.3(14) . . ? C20 N6 Hg1 120.6(11) . . ? C10 N6 Hg1 118.8(10) . . ? O3 C8 N4 125.0(13) . . ? O3 C8 C17 120.5(13) . . ? N4 C8 C17 114.5(13) . . ? C25 C9 C15 119.7(15) . . ? C25 C9 H9 120.1 . . ? C15 C9 H9 120.1 . . ? N6 C10 C21 119.7(15) . . ? N6 C10 H10 120.2 . . ? C21 C10 H10 120.2 . . ? C15 C11 C28 119.9(14) . . ? C15 C11 N19 124.2(13) . . ? C28 C11 N19 115.6(14) . . ? C21 C12 C6 118.5(14) . . ? C21 C12 C16 119.4(14) . . ? C6 C12 C16 121.9(14) . . ? C3 C13 C17 119.9(15) . . ? C3 C13 H13 120.1 . . ? C17 C13 H13 120.1 . . ? C11 C15 C9 119.3(13) . . ? C11 C15 N4 120.3(13) . . ? C9 C15 N4 120.3(14) . . ? O7 C16 N19 125.9(14) . . ? O7 C16 C12 120.6(14) . . ? N19 C16 C12 113.4(14) . . ? C31 C17 C13 117.4(14) . . ? C31 C17 C8 123.7(14) . . ? C13 C17 C8 118.9(14) . . ? C28 C18 C25 117.9(15) . . ? C28 C18 H18 121.0 . . ? C25 C18 H18 121.0 . . ? C16 N19 C11 125.6(12) . . ? C16 N19 H19 117.2 . . ? C11 N19 H19 117.2 . . ? N6 C20 C6 122.8(15) . . ? N6 C20 H20 118.6 . . ? C6 C20 H20 118.6 . . ? C12 C21 C10 120.4(15) . . ? C12 C21 H21 119.8 . . ? C10 C21 H21 119.8 . . ? C9 C25 C18 121.7(14) . . ? C9 C25 H25 119.1 . . ? C18 C25 H25 119.1 . . ? C18 C28 C11 121.2(15) . . ? C18 C28 H28 119.4 . . ? C11 C28 H28 119.4 . . ? C17 C31 C5 120.4(14) . . ? C17 C31 H31 119.8 . . ? C5 C31 H31 119.8 . . ? N7 C5 C31 121.1(14) . . ? N7 C5 H5 119.5 . . ? C31 C5 H5 119.5 . . ? C20 C6 C12 118.0(15) . . ? C20 C6 H6 121.0 . . ? C12 C6 H6 121.0 . . ? N7 C3 C13 122.1(15) . . ? N7 C3 H3 118.9 . . ? C13 C3 H3 118.9 . . ? I1 I1 I3 126(3) 3_676 . ? I3 I3 I1 129(2) 3_776 . ? 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 N7 Hg1 N6 C20 -105.3(12) 3_676 . . . ? Cl3 Hg1 N6 C20 137.4(11) . . . . ? Cl1 Hg1 N6 C20 1.4(12) . . . . ? N7 Hg1 N6 C10 81.5(13) 3_676 . . . ? Cl3 Hg1 N6 C10 -35.8(13) . . . . ? Cl1 Hg1 N6 C10 -171.8(12) . . . . ? C15 N4 C8 O3 2(3) . . . . ? C15 N4 C8 C17 -179.1(14) . . . . ? C20 N6 C10 C21 3(2) . . . . ? Hg1 N6 C10 C21 176.7(12) . . . . ? C28 C11 C15 C9 -5(2) . . . . ? N19 C11 C15 C9 -178.9(13) . . . . ? C28 C11 C15 N4 176.8(14) . . . . ? N19 C11 C15 N4 2(2) . . . . ? C25 C9 C15 C11 4(2) . . . . ? C25 C9 C15 N4 -177.3(14) . . . . ? C8 N4 C15 C11 -146.0(16) . . . . ? C8 N4 C15 C9 35(2) . . . . ? C21 C12 C16 O7 -39(2) . . . . ? C6 C12 C16 O7 135.7(17) . . . . ? C21 C12 C16 N19 139.4(15) . . . . ? C6 C12 C16 N19 -46(2) . . . . ? C3 C13 C17 C31 1(2) . . . . ? C3 C13 C17 C8 178.1(14) . . . . ? O3 C8 C17 C31 139.4(16) . . . . ? N4 C8 C17 C31 -40(2) . . . . ? O3 C8 C17 C13 -38(2) . . . . ? N4 C8 C17 C13 142.7(15) . . . . ? O7 C16 N19 C11 7(2) . . . . ? C12 C16 N19 C11 -171.3(13) . . . . ? C15 C11 N19 C16 -49(2) . . . . ? C28 C11 N19 C16 136.3(15) . . . . ? C10 N6 C20 C6 -1(2) . . . . ? Hg1 N6 C20 C6 -174.3(12) . . . . ? C6 C12 C21 C10 6(2) . . . . ? C16 C12 C21 C10 -179.1(15) . . . . ? N6 C10 C21 C12 -6(3) . . . . ? C15 C9 C25 C18 -2(2) . . . . ? C28 C18 C25 C9 0(2) . . . . ? C25 C18 C28 C11 -1(2) . . . . ? C15 C11 C28 C18 3(2) . . . . ? N19 C11 C28 C18 177.7(14) . . . . ? C13 C17 C31 C5 1(2) . . . . ? C8 C17 C31 C5 -176.9(14) . . . . ? C3 N7 C5 C31 1(2) . . . . ? Hg1 N7 C5 C31 -177.4(11) 3_676 . . . ? C17 C31 C5 N7 -1(2) . . . . ? N6 C20 C6 C12 1(2) . . . . ? C21 C12 C6 C20 -4(2) . . . . ? C16 C12 C6 C20 -178.5(14) . . . . ? C5 N7 C3 C13 0(2) . . . . ? Hg1 N7 C3 C13 178.6(12) 3_676 . . . ? C17 C13 C3 N7 -1(2) . . . . ? I1 I1 I3 I3 -45(5) 3_676 . . 3_776 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 4.072 _refine_diff_density_min -4.024 _refine_diff_density_rms 0.313 # Attachment 'GOL-B.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 851195' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H14 Cl2 Hg N4 O2' _chemical_formula_sum 'C18 H14 Cl2 Hg N4 O2' _chemical_formula_weight 589.82 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.3530(10) _cell_length_b 11.0411(8) _cell_length_c 16.2530(12) _cell_angle_alpha 90.00 _cell_angle_beta 93.079(7) _cell_angle_gamma 90.00 _cell_volume 1855.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2196 _cell_measurement_theta_min 3.1007 _cell_measurement_theta_max 30.4452 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.112 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 8.606 _exptl_absorpt_correction_T_min 0.81367 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8150 _diffrn_reflns_av_R_equivalents 0.0956 _diffrn_reflns_av_sigmaI/netI 0.1664 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3629 _reflns_number_gt 2309 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Xseed _computing_publication_material Xseed _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^)+(0.01721P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3629 _refine_ls_number_parameters 244 _refine_ls_number_restraints 54 _refine_ls_R_factor_all 0.1124 _refine_ls_R_factor_gt 0.0604 _refine_ls_wR_factor_ref 0.1238 _refine_ls_wR_factor_gt 0.1025 _refine_ls_goodness_of_fit_ref 0.944 _refine_ls_restrained_S_all 0.940 _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 Hg1 Hg 0.01311(5) 0.18116(4) 0.16466(3) 0.02018(16) Uani 1 1 d . . . Cl1 Cl 0.0548(4) 0.3551(3) 0.0866(2) 0.0331(9) Uani 1 1 d . . . O1 O 0.3199(9) -0.3688(7) 0.0180(6) 0.024(2) Uani 1 1 d . . . N1 N 0.0959(10) 0.0154(8) 0.0914(6) 0.013(2) Uani 1 1 d U . . C1 C 0.1797(13) 0.0395(11) 0.0345(8) 0.025(3) Uani 1 1 d . . . H1 H 0.1935 0.1213 0.0190 0.030 Uiso 1 1 calc R . . Cl2 Cl -0.1606(3) 0.0740(3) 0.2256(2) 0.0256(8) Uani 1 1 d . . . O2 O 0.5611(8) -0.1902(7) -0.0241(5) 0.019(2) Uani 1 1 d U . . N2 N 0.3268(10) -0.2606(8) -0.1003(7) 0.019(3) Uani 1 1 d U . . H2N H 0.3057 -0.1907 -0.1233 0.023 Uiso 1 1 calc R . . C2 C 0.2491(13) -0.0537(10) -0.0038(8) 0.018(3) Uani 1 1 d . . . H2 H 0.3122 -0.0333 -0.0418 0.022 Uiso 1 1 calc R . . N3 N 0.5731(10) -0.3939(8) -0.0449(6) 0.017(2) Uani 1 1 d U . . H3N H 0.6053 -0.4605 -0.0222 0.020 Uiso 1 1 calc R . . C3 C 0.2261(11) -0.1723(10) 0.0134(7) 0.013(3) Uani 1 1 d U . . N4 N 0.8394(10) -0.3160(8) 0.2201(6) 0.016(2) Uani 1 1 d . . . C4 C 0.1375(11) -0.1963(10) 0.0755(8) 0.017(3) Uani 1 1 d . . . H4 H 0.1221 -0.2773 0.0919 0.020 Uiso 1 1 calc R . . C5 C 0.0760(13) -0.1049(11) 0.1108(9) 0.027(3) Uani 1 1 d . . . H5 H 0.0158 -0.1236 0.1510 0.032 Uiso 1 1 calc R . . C6 C 0.2927(13) -0.2769(11) -0.0213(8) 0.021(3) Uani 1 1 d . . . C7 C 0.3921(12) -0.3433(10) -0.1494(8) 0.016(3) Uani 1 1 d . . . C8 C 0.3379(12) -0.3652(10) -0.2289(8) 0.016(3) Uani 1 1 d U . . H8 H 0.2636 -0.3209 -0.2482 0.020 Uiso 1 1 calc R . . C9 C 0.3902(13) -0.4495(11) -0.2793(8) 0.024(3) Uani 1 1 d U . . H9 H 0.3535 -0.4617 -0.3335 0.029 Uiso 1 1 calc R . . C10 C 0.4969(14) -0.5173(10) -0.2515(8) 0.023(3) Uani 1 1 d . . . H10 H 0.5306 -0.5779 -0.2859 0.028 Uiso 1 1 calc R . . C11 C 0.5545(14) -0.4969(10) -0.1734(8) 0.022(3) Uani 1 1 d . . . H11 H 0.6287 -0.5421 -0.1552 0.027 Uiso 1 1 calc R . . C12 C 0.5036(12) -0.4102(10) -0.1216(8) 0.015(3) Uani 1 1 d . . . C13 C 0.5974(13) -0.2916(11) -0.0015(8) 0.022(3) Uani 1 1 d . . . C14 C 0.6836(12) -0.3063(10) 0.0763(7) 0.016(3) Uani 1 1 d U . . C15 C 0.7793(13) -0.3933(10) 0.0865(8) 0.019(3) Uani 1 1 d . . . H15 H 0.7924 -0.4516 0.0448 0.023 Uiso 1 1 calc R . . C16 C 0.8539(14) -0.3932(10) 0.1576(8) 0.023(3) Uani 1 1 d . . . H16 H 0.9209 -0.4519 0.1636 0.027 Uiso 1 1 calc R . . C17 C 0.7479(13) -0.2354(10) 0.2115(9) 0.022(3) Uani 1 1 d U . . H17 H 0.7357 -0.1809 0.2557 0.027 Uiso 1 1 calc R . . C18 C 0.6662(13) -0.2254(11) 0.1400(8) 0.023(3) Uani 1 1 d . . . H18 H 0.6009 -0.1649 0.1354 0.028 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 0.0221(3) 0.0193(3) 0.0185(3) 0.0002(2) -0.0041(2) 0.0008(2) Cl1 0.046(3) 0.0220(18) 0.031(2) 0.0051(15) 0.0053(19) 0.0007(15) O1 0.026(6) 0.011(4) 0.034(6) 0.002(4) -0.014(5) 0.003(4) N1 0.016(4) 0.015(4) 0.007(4) -0.003(3) -0.003(3) 0.002(3) C1 0.028(9) 0.020(7) 0.026(8) -0.001(6) -0.007(7) 0.001(6) Cl2 0.023(2) 0.0258(18) 0.027(2) 0.0100(15) 0.0004(15) -0.0009(14) O2 0.024(5) 0.011(4) 0.021(5) 0.005(4) -0.008(4) 0.004(3) N2 0.013(5) 0.015(5) 0.028(6) 0.009(4) -0.005(4) 0.003(4) C2 0.021(8) 0.021(7) 0.013(7) -0.003(6) 0.003(6) 0.004(5) N3 0.010(5) 0.018(5) 0.020(5) 0.008(4) -0.009(4) 0.001(4) C3 0.013(4) 0.012(4) 0.013(4) 0.000(4) -0.008(4) 0.003(4) N4 0.015(6) 0.016(5) 0.016(6) -0.003(5) 0.000(5) -0.002(5) C4 0.009(7) 0.014(7) 0.028(8) 0.000(6) -0.001(6) -0.006(5) C5 0.025(9) 0.025(8) 0.028(9) -0.004(6) -0.017(7) 0.001(6) C6 0.023(9) 0.026(7) 0.014(8) 0.001(6) 0.004(6) -0.007(6) C7 0.015(8) 0.019(7) 0.013(7) 0.006(5) 0.000(6) -0.004(5) C8 0.020(6) 0.013(5) 0.016(6) 0.008(5) -0.001(5) 0.003(4) C9 0.026(7) 0.037(6) 0.009(6) -0.001(5) 0.004(5) -0.004(5) C10 0.037(10) 0.016(7) 0.017(8) -0.001(6) 0.010(7) 0.003(6) C11 0.023(9) 0.031(8) 0.014(8) 0.000(6) 0.009(6) 0.005(6) C12 0.004(7) 0.024(7) 0.018(7) 0.007(6) -0.004(5) -0.002(5) C13 0.019(8) 0.023(8) 0.025(8) 0.000(6) 0.011(7) -0.004(6) C14 0.020(6) 0.017(5) 0.010(5) 0.008(5) 0.000(5) -0.003(5) C15 0.025(9) 0.012(7) 0.018(8) -0.008(5) -0.010(6) 0.005(5) C16 0.037(10) 0.012(7) 0.018(8) -0.004(6) -0.009(6) -0.001(6) C17 0.022(6) 0.012(5) 0.032(7) -0.009(5) -0.007(5) -0.007(5) C18 0.027(9) 0.018(7) 0.025(9) -0.007(6) 0.000(7) 0.003(6) _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 2.355(3) . ? Hg1 N4 2.352(11) 2_655 ? Hg1 N1 2.369(9) . ? Hg1 Cl2 2.411(3) . ? O1 C6 1.224(14) . ? N1 C1 1.330(15) . ? N1 C5 1.383(14) . ? C1 C2 1.418(15) . ? C1 H1 0.9500 . ? O2 C13 1.231(13) . ? N2 C6 1.362(15) . ? N2 C7 1.408(14) . ? N2 H2N 0.8800 . ? C2 C3 1.362(15) . ? C2 H2 0.9500 . ? N3 C13 1.349(15) . ? N3 C12 1.417(15) . ? N3 H3N 0.8800 . ? C3 C4 1.425(15) . ? C3 C6 1.472(16) . ? N4 C17 1.302(15) . ? N4 C16 1.341(14) . ? N4 Hg1 2.352(11) 2_645 ? C4 C5 1.338(16) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C7 C8 1.402(17) . ? C7 C12 1.424(16) . ? C8 C9 1.371(16) . ? C8 H8 0.9500 . ? C9 C10 1.389(18) . ? C9 H9 0.9500 . ? C10 C11 1.391(18) . ? C10 H10 0.9500 . ? C11 C12 1.396(15) . ? C11 H11 0.9500 . ? C13 C14 1.517(18) . ? C14 C15 1.384(16) . ? C14 C18 1.386(16) . ? C15 C16 1.355(18) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.405(19) . ? C17 H17 0.9500 . ? C18 H18 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 Cl1 Hg1 N4 106.7(3) . 2_655 ? Cl1 Hg1 N1 106.1(2) . . ? N4 Hg1 N1 100.0(3) 2_655 . ? Cl1 Hg1 Cl2 141.68(13) . . ? N4 Hg1 Cl2 98.4(2) 2_655 . ? N1 Hg1 Cl2 97.2(2) . . ? C1 N1 C5 117.5(10) . . ? C1 N1 Hg1 117.5(8) . . ? C5 N1 Hg1 124.5(8) . . ? N1 C1 C2 121.7(11) . . ? N1 C1 H1 119.2 . . ? C2 C1 H1 119.2 . . ? C6 N2 C7 127.3(10) . . ? C6 N2 H2N 116.4 . . ? C7 N2 H2N 116.4 . . ? C3 C2 C1 120.7(12) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C13 N3 C12 129.7(11) . . ? C13 N3 H3N 115.2 . . ? C12 N3 H3N 115.2 . . ? C2 C3 C4 116.7(11) . . ? C2 C3 C6 125.8(11) . . ? C4 C3 C6 117.2(10) . . ? C17 N4 C16 117.6(12) . . ? C17 N4 Hg1 122.2(9) . 2_645 ? C16 N4 Hg1 120.0(8) . 2_645 ? C5 C4 C3 120.2(12) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 N1 123.2(13) . . ? C4 C5 H5 118.4 . . ? N1 C5 H5 118.4 . . ? O1 C6 N2 122.5(12) . . ? O1 C6 C3 123.4(11) . . ? N2 C6 C3 114.1(11) . . ? C8 C7 N2 117.0(11) . . ? C8 C7 C12 118.7(11) . . ? N2 C7 C12 124.2(12) . . ? C9 C8 C7 121.1(12) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C8 C9 C10 120.3(13) . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? C9 C10 C11 120.2(12) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C10 C11 C12 120.2(13) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 N3 115.3(11) . . ? C11 C12 C7 119.4(12) . . ? N3 C12 C7 125.3(11) . . ? O2 C13 N3 124.1(13) . . ? O2 C13 C14 120.2(11) . . ? N3 C13 C14 115.6(11) . . ? C15 C14 C18 118.6(13) . . ? C15 C14 C13 124.0(11) . . ? C18 C14 C13 117.3(11) . . ? C16 C15 C14 118.2(12) . . ? C16 C15 H15 120.9 . . ? C14 C15 H15 120.9 . . ? N4 C16 C15 124.4(12) . . ? N4 C16 H16 117.8 . . ? C15 C16 H16 117.8 . . ? N4 C17 C18 123.0(12) . . ? N4 C17 H17 118.5 . . ? C18 C17 H17 118.5 . . ? C17 C18 C14 118.1(12) . . ? C17 C18 H18 121.0 . . ? C14 C18 H18 121.0 . . ? 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 Cl1 Hg1 N1 C1 17.4(10) . . . . ? N4 Hg1 N1 C1 -93.4(10) 2_655 . . . ? Cl2 Hg1 N1 C1 166.7(9) . . . . ? Cl1 Hg1 N1 C5 -171.1(9) . . . . ? N4 Hg1 N1 C5 78.1(10) 2_655 . . . ? Cl2 Hg1 N1 C5 -21.8(10) . . . . ? C5 N1 C1 C2 -1.6(19) . . . . ? Hg1 N1 C1 C2 170.4(10) . . . . ? N1 C1 C2 C3 4(2) . . . . ? C1 C2 C3 C4 -4.7(19) . . . . ? C1 C2 C3 C6 -179.1(13) . . . . ? C2 C3 C4 C5 3.6(19) . . . . ? C6 C3 C4 C5 178.5(12) . . . . ? C3 C4 C5 N1 -2(2) . . . . ? C1 N1 C5 C4 1(2) . . . . ? Hg1 N1 C5 C4 -170.9(10) . . . . ? C7 N2 C6 O1 2(2) . . . . ? C7 N2 C6 C3 179.4(11) . . . . ? C2 C3 C6 O1 143.4(14) . . . . ? C4 C3 C6 O1 -31.0(19) . . . . ? C2 C3 C6 N2 -33.8(19) . . . . ? C4 C3 C6 N2 151.8(12) . . . . ? C6 N2 C7 C8 130.5(13) . . . . ? C6 N2 C7 C12 -45.6(19) . . . . ? N2 C7 C8 C9 -176.1(10) . . . . ? C12 C7 C8 C9 0.2(18) . . . . ? C7 C8 C9 C10 1.6(19) . . . . ? C8 C9 C10 C11 -3(2) . . . . ? C9 C10 C11 C12 2(2) . . . . ? C10 C11 C12 N3 -177.6(11) . . . . ? C10 C11 C12 C7 0.1(18) . . . . ? C13 N3 C12 C11 142.4(12) . . . . ? C13 N3 C12 C7 -35(2) . . . . ? C8 C7 C12 C11 -1.1(17) . . . . ? N2 C7 C12 C11 174.9(11) . . . . ? C8 C7 C12 N3 176.5(11) . . . . ? N2 C7 C12 N3 -7.5(19) . . . . ? C12 N3 C13 O2 -1(2) . . . . ? C12 N3 C13 C14 -176.0(11) . . . . ? O2 C13 C14 C15 -145.7(12) . . . . ? N3 C13 C14 C15 29.9(18) . . . . ? O2 C13 C14 C18 33.0(17) . . . . ? N3 C13 C14 C18 -151.5(11) . . . . ? C18 C14 C15 C16 -1.7(19) . . . . ? C13 C14 C15 C16 176.9(12) . . . . ? C17 N4 C16 C15 -0.3(19) . . . . ? Hg1 N4 C16 C15 -175.5(10) 2_645 . . . ? C14 C15 C16 N4 2(2) . . . . ? C16 N4 C17 C18 -1.0(19) . . . . ? Hg1 N4 C17 C18 174.2(9) 2_645 . . . ? N4 C17 C18 C14 1(2) . . . . ? C15 C14 C18 C17 0.6(18) . . . . ? C13 C14 C18 C17 -178.1(11) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.259 _refine_diff_density_min -1.290 _refine_diff_density_rms 0.294 # Attachment 'GOL-C.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 851196' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C72 H56 Br8 Hg4 N16 O8, C H4 O' _chemical_formula_sum 'C73 H60 Br8 Hg4 N16 O9' _chemical_formula_weight 2747.01 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2403(3) _cell_length_b 11.5470(3) _cell_length_c 17.2774(4) _cell_angle_alpha 98.323(2) _cell_angle_beta 95.234(2) _cell_angle_gamma 95.764(2) _cell_volume 1999.58(9) _cell_formula_units_Z 1 _cell_measurement_temperature 120.0 _cell_measurement_reflns_used 12971 _cell_measurement_theta_min 2.8834 _cell_measurement_theta_max 32.1442 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.281 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1282 _exptl_absorpt_coefficient_mu 11.717 _exptl_absorpt_correction_T_min 0.52222 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120.0 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24197 _diffrn_reflns_av_R_equivalents 0.0342 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7033 _reflns_number_gt 5996 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Xseed _computing_publication_material Xseed _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^)+(0.0245P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7033 _refine_ls_number_parameters 508 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0344 _refine_ls_R_factor_gt 0.0245 _refine_ls_wR_factor_ref 0.0528 _refine_ls_wR_factor_gt 0.0499 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 Hg1 Hg 0.193947(18) -0.026671(18) 0.639478(10) 0.02575(6) Uani 1 1 d . . . Br1 Br 0.36526(5) 0.05997(5) 0.56637(3) 0.03134(13) Uani 1 1 d . . . O1 O 0.3390(3) 0.4320(3) 0.99272(19) 0.0258(8) Uani 1 1 d . . . N1 N 0.2025(4) 0.1242(4) 0.7564(2) 0.0248(9) Uani 1 1 d . . . C1 C 0.2718(5) 0.2299(5) 0.7643(3) 0.0317(13) Uani 1 1 d . . . H1 H 0.3147 0.2512 0.7211 0.038 Uiso 1 1 calc R . . Hg2 Hg 0.693276(17) 0.982334(16) 0.845582(10) 0.02090(6) Uani 1 1 d . . . Br2 Br 0.11564(6) -0.20151(5) 0.69748(4) 0.04539(16) Uani 1 1 d . . . O2 O 0.1135(3) 0.7813(3) 1.03291(17) 0.0219(7) Uani 1 1 d . . . N2 N 0.1248(4) 0.3723(3) 1.0083(2) 0.0206(9) Uani 1 1 d . . . H2N H 0.0572 0.3210 0.9869 0.025 Uiso 1 1 calc R . . C2 C 0.2837(4) 0.3106(4) 0.8337(3) 0.0251(11) Uani 1 1 d . . . H2 H 0.3350 0.3850 0.8378 0.030 Uiso 1 1 calc R . . Br3 Br 0.88988(4) 0.91301(4) 0.91069(3) 0.02412(11) Uani 1 1 d . . . O3 O 0.7763(3) 0.6374(3) 0.47286(19) 0.0331(8) Uani 1 1 d D . . N3 N 0.2248(3) 0.6215(3) 1.0428(2) 0.0183(8) Uani 1 1 d . . . H3N H 0.2889 0.5839 1.0247 0.022 Uiso 1 1 calc R . . C3 C 0.2201(4) 0.2810(4) 0.8964(3) 0.0207(10) Uani 1 1 d . . . Br4 Br 0.57823(5) 1.14774(4) 0.80385(3) 0.02502(11) Uani 1 1 d . . . O4 O 0.2868(3) 0.6240(3) 0.45539(19) 0.0319(9) Uani 1 1 d . . . N4 N 0.5148(3) 0.8908(3) 0.90580(19) 0.0170(8) Uani 1 1 d . . . C4 C 0.1457(4) 0.1717(4) 0.8877(3) 0.0216(11) Uani 1 1 d . . . H4 H 0.0996 0.1490 0.9294 0.026 Uiso 1 1 calc R . . N5 N 0.6626(4) 0.8434(3) 0.7263(2) 0.0214(9) Uani 1 1 d . . . C5 C 0.1400(4) 0.0966(4) 0.8172(3) 0.0247(11) Uani 1 1 d . . . H5 H 0.0892 0.0218 0.8116 0.030 Uiso 1 1 calc R . . N6 N 0.5515(4) 0.6115(3) 0.4534(2) 0.0220(9) Uani 1 1 d . . . H6N H 0.4799 0.6236 0.4766 0.026 Uiso 1 1 calc R . . C6 C 0.2340(4) 0.3692(4) 0.9708(3) 0.0202(10) Uani 1 1 d . . . N7 N 0.3574(4) 0.6776(3) 0.3433(2) 0.0201(9) Uani 1 1 d . . . H7N H 0.3564 0.7335 0.3137 0.024 Uiso 1 1 calc R . . C7 C 0.1032(4) 0.4479(4) 1.0789(3) 0.0213(10) Uani 1 1 d . . . N8 N 0.0011(4) 0.9379(4) 0.4021(2) 0.0224(9) Uani 1 1 d . . . C8 C 0.0283(4) 0.3968(4) 1.1313(3) 0.0224(11) Uani 1 1 d . . . H8 H 0.0012 0.3144 1.1217 0.027 Uiso 1 1 calc R . . C9 C -0.0067(5) 0.4645(4) 1.1966(3) 0.0272(12) Uani 1 1 d . . . H9 H -0.0585 0.4286 1.2315 0.033 Uiso 1 1 calc R . . C10 C 0.0331(5) 0.5849(4) 1.2121(3) 0.0254(11) Uani 1 1 d . . . H10 H 0.0084 0.6319 1.2570 0.031 Uiso 1 1 calc R . . C11 C 0.1093(4) 0.6349(4) 1.1609(3) 0.0218(10) Uani 1 1 d . . . H11 H 0.1383 0.7170 1.1714 0.026 Uiso 1 1 calc R . . C12 C 0.1447(4) 0.5672(4) 1.0939(2) 0.0181(10) Uani 1 1 d . . . C13 C 0.2084(4) 0.7268(4) 1.0206(2) 0.0184(10) Uani 1 1 d . . . C14 C 0.3184(4) 0.7786(4) 0.9782(2) 0.0181(10) Uani 1 1 d . . . C15 C 0.4444(4) 0.7450(4) 0.9830(3) 0.0216(10) Uani 1 1 d . . . H15 H 0.4654 0.6828 1.0107 0.026 Uiso 1 1 calc R . . C16 C 0.5391(4) 0.8041(4) 0.9464(2) 0.0205(10) Uani 1 1 d . . . H16 H 0.6260 0.7819 0.9504 0.025 Uiso 1 1 calc R . . C17 C 0.3919(4) 0.9221(4) 0.9003(3) 0.0260(11) Uani 1 1 d . . . H17 H 0.3730 0.9826 0.8706 0.031 Uiso 1 1 calc R . . C18 C 0.2920(5) 0.8693(4) 0.9364(3) 0.0262(11) Uani 1 1 d . . . H18 H 0.2066 0.8947 0.9328 0.031 Uiso 1 1 calc R . . C19 C 0.5725(4) 0.8547(4) 0.6670(3) 0.0236(11) Uani 1 1 d . . . H19 H 0.5100 0.9090 0.6767 0.028 Uiso 1 1 calc R . . C20 C 0.5670(4) 0.7915(4) 0.5935(3) 0.0225(11) Uani 1 1 d . . . H20 H 0.5006 0.8008 0.5535 0.027 Uiso 1 1 calc R . . C21 C 0.6591(4) 0.7135(4) 0.5775(3) 0.0220(11) Uani 1 1 d . . . C22 C 0.7513(5) 0.6995(4) 0.6385(3) 0.0257(11) Uani 1 1 d . . . H22 H 0.8154 0.6462 0.6299 0.031 Uiso 1 1 calc R . . C23 C 0.7481(5) 0.7648(5) 0.7120(3) 0.0277(12) Uani 1 1 d . . . H23 H 0.8094 0.7533 0.7541 0.033 Uiso 1 1 calc R . . C24 C 0.6692(5) 0.6496(4) 0.4965(3) 0.0229(11) Uani 1 1 d . . . C25 C 0.5336(4) 0.5542(4) 0.3746(3) 0.0208(10) Uani 1 1 d . . . C26 C 0.6099(5) 0.4654(4) 0.3491(3) 0.0280(12) Uani 1 1 d . . . H26 H 0.6744 0.4423 0.3851 0.034 Uiso 1 1 calc R . . C27 C 0.5919(5) 0.4103(5) 0.2707(3) 0.0310(12) Uani 1 1 d . . . H27 H 0.6444 0.3504 0.2532 0.037 Uiso 1 1 calc R . . C28 C 0.4959(5) 0.4441(5) 0.2182(3) 0.0305(12) Uani 1 1 d . . . H28 H 0.4832 0.4070 0.1649 0.037 Uiso 1 1 calc R . . C29 C 0.4195(5) 0.5310(4) 0.2437(3) 0.0251(11) Uani 1 1 d . . . H29 H 0.3544 0.5534 0.2078 0.030 Uiso 1 1 calc R . . C30 C 0.4372(4) 0.5860(4) 0.3217(3) 0.0204(10) Uani 1 1 d . . . C31 C 0.2832(4) 0.6878(4) 0.4040(3) 0.0218(10) Uani 1 1 d . . . C32 C 0.1906(5) 0.7814(4) 0.4051(3) 0.0238(11) Uani 1 1 d . . . C33 C 0.2103(5) 0.8821(4) 0.3707(3) 0.0271(11) Uani 1 1 d . . . H33 H 0.2892 0.8990 0.3475 0.033 Uiso 1 1 calc R . . C34 C 0.1141(5) 0.9574(4) 0.3706(3) 0.0275(11) Uani 1 1 d . . . H34 H 0.1289 1.0263 0.3470 0.033 Uiso 1 1 calc R . . C35 C -0.0154(5) 0.8424(5) 0.4376(3) 0.0315(13) Uani 1 1 d . . . H35 H -0.0947 0.8283 0.4611 0.038 Uiso 1 1 calc R . . C36 C 0.0763(5) 0.7638(5) 0.4418(3) 0.0326(13) Uani 1 1 d . . . H36 H 0.0620 0.6987 0.4691 0.039 Uiso 1 1 calc R . . O5 O 0.9322(16) 0.5338(13) 0.3724(7) 0.123(5) Uani 0.50 1 d PD A -1 H5A H 0.8860 0.5865 0.3886 0.148 Uiso 0.50 1 calc PRD A -1 C37 C 0.975(2) 0.4753(19) 0.4362(9) 0.117(8) Uani 0.50 1 d PD A -1 H37A H 1.0580 0.5170 0.4635 0.176 Uiso 0.50 1 calc PR A -1 H37B H 0.9878 0.3941 0.4157 0.176 Uiso 0.50 1 calc PR A -1 H37C H 0.9074 0.4747 0.4730 0.176 Uiso 0.50 1 calc PR A -1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Hg1 0.02395(11) 0.03022(12) 0.02735(11) 0.01206(8) 0.00870(8) 0.00734(9) Br1 0.0280(3) 0.0410(3) 0.0312(3) 0.0171(2) 0.0127(2) 0.0087(2) O1 0.0138(18) 0.023(2) 0.041(2) 0.0062(15) 0.0013(14) 0.0024(15) N1 0.022(2) 0.030(3) 0.026(2) 0.0105(18) 0.0064(17) 0.0023(19) C1 0.025(3) 0.044(4) 0.033(3) 0.019(3) 0.013(2) 0.007(3) Hg2 0.01956(10) 0.02501(11) 0.02101(10) 0.01105(7) 0.00392(7) 0.00409(8) Br2 0.0446(3) 0.0383(4) 0.0629(4) 0.0292(3) 0.0189(3) 0.0086(3) O2 0.0141(17) 0.0212(19) 0.0321(18) 0.0069(14) 0.0059(13) 0.0031(15) N2 0.018(2) 0.019(2) 0.025(2) 0.0055(16) -0.0012(16) 0.0018(17) C2 0.019(3) 0.022(3) 0.036(3) 0.008(2) 0.008(2) 0.002(2) Br3 0.0193(2) 0.0284(3) 0.0267(3) 0.0118(2) 0.00075(19) 0.0038(2) O3 0.024(2) 0.040(2) 0.033(2) 0.0012(16) 0.0069(16) -0.0031(17) N3 0.014(2) 0.017(2) 0.026(2) 0.0057(16) 0.0058(15) 0.0020(16) C3 0.014(2) 0.022(3) 0.030(3) 0.011(2) 0.0039(19) 0.008(2) Br4 0.0265(3) 0.0251(3) 0.0263(3) 0.0115(2) 0.00305(19) 0.0055(2) O4 0.0252(19) 0.039(2) 0.039(2) 0.0235(17) 0.0100(15) 0.0074(17) N4 0.017(2) 0.017(2) 0.0192(19) 0.0072(15) 0.0034(15) 0.0006(17) C4 0.020(3) 0.026(3) 0.022(3) 0.010(2) 0.0047(19) 0.004(2) N5 0.023(2) 0.020(2) 0.023(2) 0.0084(16) 0.0032(16) 0.0012(18) C5 0.022(3) 0.028(3) 0.027(3) 0.011(2) 0.006(2) 0.002(2) N6 0.019(2) 0.028(2) 0.019(2) 0.0072(17) 0.0004(16) 0.0030(18) C6 0.016(3) 0.015(3) 0.034(3) 0.014(2) 0.004(2) 0.004(2) N7 0.024(2) 0.017(2) 0.021(2) 0.0078(16) 0.0040(16) 0.0046(17) C7 0.017(2) 0.024(3) 0.026(3) 0.010(2) -0.0012(19) 0.007(2) N8 0.017(2) 0.026(2) 0.026(2) 0.0094(17) 0.0041(16) 0.0026(18) C8 0.020(3) 0.019(3) 0.029(3) 0.010(2) 0.002(2) 0.000(2) C9 0.026(3) 0.031(3) 0.026(3) 0.013(2) 0.006(2) -0.002(2) C10 0.027(3) 0.030(3) 0.020(2) 0.003(2) 0.005(2) 0.004(2) C11 0.015(2) 0.020(3) 0.029(3) 0.006(2) -0.0025(19) -0.004(2) C12 0.014(2) 0.017(3) 0.025(3) 0.0083(19) 0.0013(18) 0.0012(19) C13 0.012(2) 0.021(3) 0.021(2) 0.0036(19) -0.0013(18) -0.004(2) C14 0.019(2) 0.016(3) 0.020(2) 0.0022(18) 0.0021(18) 0.002(2) C15 0.023(3) 0.017(3) 0.026(3) 0.007(2) 0.005(2) 0.003(2) C16 0.017(2) 0.024(3) 0.023(2) 0.007(2) 0.0066(19) 0.005(2) C17 0.025(3) 0.028(3) 0.028(3) 0.017(2) 0.002(2) 0.004(2) C18 0.017(3) 0.026(3) 0.039(3) 0.015(2) 0.003(2) 0.005(2) C19 0.019(3) 0.024(3) 0.031(3) 0.010(2) 0.005(2) 0.004(2) C20 0.022(3) 0.026(3) 0.020(3) 0.008(2) 0.0012(19) 0.001(2) C21 0.023(3) 0.018(3) 0.026(3) 0.009(2) 0.005(2) -0.005(2) C22 0.026(3) 0.022(3) 0.032(3) 0.009(2) 0.000(2) 0.009(2) C23 0.024(3) 0.034(3) 0.026(3) 0.011(2) -0.003(2) 0.004(2) C24 0.028(3) 0.023(3) 0.020(2) 0.011(2) 0.006(2) 0.002(2) C25 0.020(3) 0.020(3) 0.023(3) 0.009(2) 0.0051(19) -0.001(2) C26 0.026(3) 0.026(3) 0.035(3) 0.013(2) 0.002(2) 0.006(2) C27 0.028(3) 0.023(3) 0.043(3) 0.004(2) 0.010(2) 0.004(2) C28 0.031(3) 0.030(3) 0.027(3) -0.003(2) 0.003(2) -0.001(2) C29 0.020(3) 0.026(3) 0.027(3) 0.006(2) -0.002(2) -0.001(2) C30 0.019(2) 0.016(3) 0.027(3) 0.008(2) 0.0039(19) -0.002(2) C31 0.017(2) 0.024(3) 0.026(3) 0.009(2) 0.0030(19) -0.001(2) C32 0.023(3) 0.027(3) 0.023(3) 0.005(2) 0.001(2) 0.006(2) C33 0.022(3) 0.027(3) 0.033(3) 0.008(2) 0.008(2) -0.001(2) C34 0.025(3) 0.022(3) 0.039(3) 0.013(2) 0.008(2) 0.004(2) C35 0.025(3) 0.042(4) 0.033(3) 0.015(2) 0.011(2) 0.007(3) C36 0.035(3) 0.037(3) 0.036(3) 0.022(2) 0.017(2) 0.018(3) O5 0.164(14) 0.122(13) 0.088(9) 0.007(8) 0.046(9) 0.027(10) C37 0.124(17) 0.17(2) 0.084(13) 0.047(13) 0.017(12) 0.081(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hg1 N8 2.433(4) 2_566 ? Hg1 N1 2.458(4) . ? Hg1 Br1 2.4681(5) . ? Hg1 Br2 2.4760(6) . ? O1 C6 1.231(5) . ? N1 C1 1.332(6) . ? N1 C5 1.339(5) . ? C1 C2 1.396(7) . ? C1 H1 0.9500 . ? Hg2 N5 2.397(4) . ? Hg2 N4 2.412(3) . ? Hg2 Br3 2.4760(5) . ? Hg2 Br4 2.5003(5) . ? O2 C13 1.228(5) . ? N2 C6 1.343(5) . ? N2 C7 1.441(6) . ? N2 H2N 0.8800 . ? C2 C3 1.380(6) . ? C2 H2 0.9500 . ? O3 C24 1.220(5) . ? N3 C13 1.348(6) . ? N3 C12 1.426(5) . ? N3 H3N 0.8800 . ? C3 C4 1.388(7) . ? C3 C6 1.507(7) . ? O4 C31 1.233(5) . ? N4 C16 1.333(5) . ? N4 C17 1.342(6) . ? C4 C5 1.382(6) . ? C4 H4 0.9500 . ? N5 C23 1.336(6) . ? N5 C19 1.345(6) . ? C5 H5 0.9500 . ? N6 C24 1.355(6) . ? N6 C25 1.413(6) . ? N6 H6N 0.8800 . ? N7 C31 1.349(5) . ? N7 C30 1.429(6) . ? N7 H7N 0.8800 . ? C7 C12 1.379(7) . ? C7 C8 1.396(6) . ? N8 C34 1.335(6) . ? N8 C35 1.342(6) . ? N8 Hg1 2.433(4) 2_566 ? C8 C9 1.374(6) . ? C8 H8 0.9500 . ? C9 C10 1.389(7) . ? C9 H9 0.9500 . ? C10 C11 1.382(6) . ? C10 H10 0.9500 . ? C11 C12 1.397(6) . ? C11 H11 0.9500 . ? C13 C14 1.518(6) . ? C14 C15 1.383(6) . ? C14 C18 1.390(6) . ? C15 C16 1.382(6) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.382(6) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.363(6) . ? C19 H19 0.9500 . ? C20 C21 1.386(6) . ? C20 H20 0.9500 . ? C21 C22 1.388(6) . ? C21 C24 1.502(6) . ? C22 C23 1.385(7) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C25 C30 1.396(6) . ? C25 C26 1.396(6) . ? C26 C27 1.398(7) . ? C26 H26 0.9500 . ? C27 C28 1.399(7) . ? C27 H27 0.9500 . ? C28 C29 1.380(7) . ? C28 H28 0.9500 . ? C29 C30 1.392(6) . ? C29 H29 0.9500 . ? C31 C32 1.507(6) . ? C32 C33 1.386(6) . ? C32 C36 1.391(6) . ? C33 C34 1.378(7) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C35 C36 1.375(7) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? O5 C37 1.431(13) . ? O5 H5A 0.8400 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 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 N8 Hg1 N1 82.74(12) 2_566 . ? N8 Hg1 Br1 103.25(8) 2_566 . ? N1 Hg1 Br1 101.99(9) . . ? N8 Hg1 Br2 106.76(9) 2_566 . ? N1 Hg1 Br2 98.75(9) . . ? Br1 Hg1 Br2 145.284(19) . . ? C1 N1 C5 118.1(4) . . ? C1 N1 Hg1 123.5(3) . . ? C5 N1 Hg1 118.4(3) . . ? N1 C1 C2 122.4(4) . . ? N1 C1 H1 118.8 . . ? C2 C1 H1 118.8 . . ? N5 Hg2 N4 95.87(12) . . ? N5 Hg2 Br3 99.06(9) . . ? N4 Hg2 Br3 102.65(8) . . ? N5 Hg2 Br4 101.33(9) . . ? N4 Hg2 Br4 97.58(8) . . ? Br3 Hg2 Br4 149.498(19) . . ? C6 N2 C7 128.9(4) . . ? C6 N2 H2N 115.6 . . ? C7 N2 H2N 115.6 . . ? C3 C2 C1 119.1(5) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C13 N3 C12 124.2(4) . . ? C13 N3 H3N 117.9 . . ? C12 N3 H3N 117.9 . . ? C2 C3 C4 118.5(4) . . ? C2 C3 C6 118.4(4) . . ? C4 C3 C6 123.1(4) . . ? C16 N4 C17 118.2(4) . . ? C16 N4 Hg2 118.3(3) . . ? C17 N4 Hg2 123.5(3) . . ? C5 C4 C3 118.7(4) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? C23 N5 C19 117.8(4) . . ? C23 N5 Hg2 120.6(3) . . ? C19 N5 Hg2 120.7(3) . . ? N1 C5 C4 123.2(5) . . ? N1 C5 H5 118.4 . . ? C4 C5 H5 118.4 . . ? C24 N6 C25 125.7(4) . . ? C24 N6 H6N 117.2 . . ? C25 N6 H6N 117.2 . . ? O1 C6 N2 125.0(4) . . ? O1 C6 C3 120.3(4) . . ? N2 C6 C3 114.6(4) . . ? C31 N7 C30 127.2(4) . . ? C31 N7 H7N 116.4 . . ? C30 N7 H7N 116.4 . . ? C12 C7 C8 119.5(4) . . ? C12 C7 N2 123.7(4) . . ? C8 C7 N2 116.7(4) . . ? C34 N8 C35 117.5(4) . . ? C34 N8 Hg1 121.2(3) . 2_566 ? C35 N8 Hg1 118.2(3) . 2_566 ? C9 C8 C7 120.6(5) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C8 C9 C10 120.6(4) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? C11 C10 C9 118.7(4) . . ? C11 C10 H10 120.7 . . ? C9 C10 H10 120.7 . . ? C10 C11 C12 121.3(4) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C7 C12 C11 119.4(4) . . ? C7 C12 N3 120.8(4) . . ? C11 C12 N3 119.8(4) . . ? O2 C13 N3 124.7(4) . . ? O2 C13 C14 119.8(4) . . ? N3 C13 C14 115.5(4) . . ? C15 C14 C18 118.8(4) . . ? C15 C14 C13 123.4(4) . . ? C18 C14 C13 117.6(4) . . ? C16 C15 C14 118.3(4) . . ? C16 C15 H15 120.8 . . ? C14 C15 H15 120.8 . . ? N4 C16 C15 123.4(4) . . ? N4 C16 H16 118.3 . . ? C15 C16 H16 118.3 . . ? N4 C17 C18 122.2(4) . . ? N4 C17 H17 118.9 . . ? C18 C17 H17 118.9 . . ? C17 C18 C14 119.0(4) . . ? C17 C18 H18 120.5 . . ? C14 C18 H18 120.5 . . ? N5 C19 C20 122.8(4) . . ? N5 C19 H19 118.6 . . ? C20 C19 H19 118.6 . . ? C19 C20 C21 119.5(4) . . ? C19 C20 H20 120.2 . . ? C21 C20 H20 120.2 . . ? C20 C21 C22 118.3(4) . . ? C20 C21 C24 123.1(4) . . ? C22 C21 C24 118.5(4) . . ? C23 C22 C21 118.6(4) . . ? C23 C22 H22 120.7 . . ? C21 C22 H22 120.7 . . ? N5 C23 C22 122.9(4) . . ? N5 C23 H23 118.6 . . ? C22 C23 H23 118.6 . . ? O3 C24 N6 124.5(4) . . ? O3 C24 C21 121.0(4) . . ? N6 C24 C21 114.4(4) . . ? C30 C25 C26 119.6(4) . . ? C30 C25 N6 119.4(4) . . ? C26 C25 N6 120.9(4) . . ? C25 C26 C27 120.2(4) . . ? C25 C26 H26 119.9 . . ? C27 C26 H26 119.9 . . ? C28 C27 C26 119.5(4) . . ? C28 C27 H27 120.3 . . ? C26 C27 H27 120.3 . . ? C29 C28 C27 120.2(5) . . ? C29 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? C28 C29 C30 120.5(4) . . ? C28 C29 H29 119.8 . . ? C30 C29 H29 119.8 . . ? C29 C30 C25 120.0(4) . . ? C29 C30 N7 117.3(4) . . ? C25 C30 N7 122.7(4) . . ? O4 C31 N7 123.4(4) . . ? O4 C31 C32 120.7(4) . . ? N7 C31 C32 115.9(4) . . ? C33 C32 C36 118.1(4) . . ? C33 C32 C31 124.4(4) . . ? C36 C32 C31 117.4(4) . . ? C34 C33 C32 119.2(4) . . ? C34 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? N8 C34 C33 123.0(4) . . ? N8 C34 H34 118.5 . . ? C33 C34 H34 118.5 . . ? N8 C35 C36 123.4(4) . . ? N8 C35 H35 118.3 . . ? C36 C35 H35 118.3 . . ? C35 C36 C32 118.7(4) . . ? C35 C36 H36 120.7 . . ? C32 C36 H36 120.7 . . ? 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 N8 Hg1 N1 C1 -93.0(4) 2_566 . . . ? Br1 Hg1 N1 C1 9.1(4) . . . . ? Br2 Hg1 N1 C1 161.1(3) . . . . ? N8 Hg1 N1 C5 90.7(3) 2_566 . . . ? Br1 Hg1 N1 C5 -167.2(3) . . . . ? Br2 Hg1 N1 C5 -15.3(3) . . . . ? C5 N1 C1 C2 1.6(7) . . . . ? Hg1 N1 C1 C2 -174.7(3) . . . . ? N1 C1 C2 C3 -0.9(7) . . . . ? C1 C2 C3 C4 -0.3(6) . . . . ? C1 C2 C3 C6 -180.0(4) . . . . ? N5 Hg2 N4 C16 86.4(3) . . . . ? Br3 Hg2 N4 C16 -14.3(3) . . . . ? Br4 Hg2 N4 C16 -171.3(3) . . . . ? N5 Hg2 N4 C17 -93.3(4) . . . . ? Br3 Hg2 N4 C17 166.0(3) . . . . ? Br4 Hg2 N4 C17 9.0(4) . . . . ? C2 C3 C4 C5 0.9(6) . . . . ? C6 C3 C4 C5 -179.5(4) . . . . ? N4 Hg2 N5 C23 -107.5(3) . . . . ? Br3 Hg2 N5 C23 -3.7(3) . . . . ? Br4 Hg2 N5 C23 153.5(3) . . . . ? N4 Hg2 N5 C19 83.4(3) . . . . ? Br3 Hg2 N5 C19 -172.8(3) . . . . ? Br4 Hg2 N5 C19 -15.6(3) . . . . ? C1 N1 C5 C4 -1.0(7) . . . . ? Hg1 N1 C5 C4 175.5(3) . . . . ? C3 C4 C5 N1 -0.2(7) . . . . ? C7 N2 C6 O1 1.7(7) . . . . ? C7 N2 C6 C3 -177.9(4) . . . . ? C2 C3 C6 O1 -36.2(6) . . . . ? C4 C3 C6 O1 144.2(4) . . . . ? C2 C3 C6 N2 143.4(4) . . . . ? C4 C3 C6 N2 -36.2(6) . . . . ? C6 N2 C7 C12 43.0(6) . . . . ? C6 N2 C7 C8 -141.5(4) . . . . ? C12 C7 C8 C9 1.3(7) . . . . ? N2 C7 C8 C9 -174.4(4) . . . . ? C7 C8 C9 C10 -0.7(7) . . . . ? C8 C9 C10 C11 -0.5(7) . . . . ? C9 C10 C11 C12 1.0(7) . . . . ? C8 C7 C12 C11 -0.8(6) . . . . ? N2 C7 C12 C11 174.6(4) . . . . ? C8 C7 C12 N3 178.1(4) . . . . ? N2 C7 C12 N3 -6.5(6) . . . . ? C10 C11 C12 C7 -0.3(7) . . . . ? C10 C11 C12 N3 -179.2(4) . . . . ? C13 N3 C12 C7 138.4(5) . . . . ? C13 N3 C12 C11 -42.6(6) . . . . ? C12 N3 C13 O2 -9.9(7) . . . . ? C12 N3 C13 C14 169.4(4) . . . . ? O2 C13 C14 C15 159.1(4) . . . . ? N3 C13 C14 C15 -20.3(6) . . . . ? O2 C13 C14 C18 -17.0(6) . . . . ? N3 C13 C14 C18 163.6(4) . . . . ? C18 C14 C15 C16 0.6(7) . . . . ? C13 C14 C15 C16 -175.5(4) . . . . ? C17 N4 C16 C15 0.0(7) . . . . ? Hg2 N4 C16 C15 -179.6(3) . . . . ? C14 C15 C16 N4 -1.0(7) . . . . ? C16 N4 C17 C18 1.3(7) . . . . ? Hg2 N4 C17 C18 -179.0(4) . . . . ? N4 C17 C18 C14 -1.7(8) . . . . ? C15 C14 C18 C17 0.7(7) . . . . ? C13 C14 C18 C17 177.0(4) . . . . ? C23 N5 C19 C20 -1.3(7) . . . . ? Hg2 N5 C19 C20 168.1(3) . . . . ? N5 C19 C20 C21 -1.4(7) . . . . ? C19 C20 C21 C22 2.3(7) . . . . ? C19 C20 C21 C24 -173.6(4) . . . . ? C20 C21 C22 C23 -0.7(7) . . . . ? C24 C21 C22 C23 175.4(4) . . . . ? C19 N5 C23 C22 3.1(7) . . . . ? Hg2 N5 C23 C22 -166.3(4) . . . . ? C21 C22 C23 N5 -2.1(7) . . . . ? C25 N6 C24 O3 -1.3(7) . . . . ? C25 N6 C24 C21 176.9(4) . . . . ? C20 C21 C24 O3 138.9(5) . . . . ? C22 C21 C24 O3 -37.0(6) . . . . ? C20 C21 C24 N6 -39.3(6) . . . . ? C22 C21 C24 N6 144.8(4) . . . . ? C24 N6 C25 C30 -137.2(5) . . . . ? C24 N6 C25 C26 43.6(6) . . . . ? C30 C25 C26 C27 1.3(7) . . . . ? N6 C25 C26 C27 -179.4(4) . . . . ? C25 C26 C27 C28 -0.6(7) . . . . ? C26 C27 C28 C29 -0.1(7) . . . . ? C27 C28 C29 C30 0.1(7) . . . . ? C28 C29 C30 C25 0.6(7) . . . . ? C28 C29 C30 N7 178.2(4) . . . . ? C26 C25 C30 C29 -1.3(7) . . . . ? N6 C25 C30 C29 179.4(4) . . . . ? C26 C25 C30 N7 -178.7(4) . . . . ? N6 C25 C30 N7 2.0(6) . . . . ? C31 N7 C30 C29 128.8(5) . . . . ? C31 N7 C30 C25 -53.7(7) . . . . ? C30 N7 C31 O4 8.7(8) . . . . ? C30 N7 C31 C32 -169.9(4) . . . . ? O4 C31 C32 C33 155.2(5) . . . . ? N7 C31 C32 C33 -26.3(7) . . . . ? O4 C31 C32 C36 -26.4(7) . . . . ? N7 C31 C32 C36 152.2(4) . . . . ? C36 C32 C33 C34 -3.1(7) . . . . ? C31 C32 C33 C34 175.3(5) . . . . ? C35 N8 C34 C33 2.4(7) . . . . ? Hg1 N8 C34 C33 -157.2(4) 2_566 . . . ? C32 C33 C34 N8 -0.3(8) . . . . ? C34 N8 C35 C36 -1.2(8) . . . . ? Hg1 N8 C35 C36 159.1(4) 2_566 . . . ? N8 C35 C36 C32 -2.2(8) . . . . ? C33 C32 C36 C35 4.3(8) . . . . ? C31 C32 C36 C35 -174.3(5) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.915 _refine_diff_density_min -0.625 _refine_diff_density_rms 0.120 # Attachment 'GOL-D.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 851197' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H28 Cl4 Co2 N8 O4' _chemical_formula_sum 'C36 H28 Cl4 Co2 N8 O4' _chemical_formula_weight 896.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.3899(5) _cell_length_b 11.5287(10) _cell_length_c 23.764(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.810(6) _cell_angle_gamma 90.00 _cell_volume 2017.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 120.1 _cell_measurement_reflns_used 2952 _cell_measurement_theta_min 3.8303 _cell_measurement_theta_max 70.4729 _exptl_crystal_description 'flat needles' _exptl_crystal_colour blue _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.475 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 908 _exptl_absorpt_coefficient_mu 9.280 _exptl_absorpt_correction_T_min 0.55202 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120.1 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6884 _diffrn_reflns_av_R_equivalents 0.0489 _diffrn_reflns_av_sigmaI/netI 0.0707 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 4.27 _diffrn_reflns_theta_max 70.53 _reflns_number_total 3725 _reflns_number_gt 2957 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Xseed _computing_publication_material Xseed _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^)+(0.0573P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3725 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0617 _refine_ls_R_factor_gt 0.0482 _refine_ls_wR_factor_ref 0.1270 _refine_ls_wR_factor_gt 0.1154 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _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 Co1 Co 0.16457(7) 0.86351(5) 0.21655(2) 0.02253(17) Uani 1 1 d . . . Cl1 Cl 0.45207(10) 0.91922(8) 0.24107(4) 0.0278(2) Uani 1 1 d . . . N1 N 0.0421(4) 1.0073(3) 0.18117(13) 0.0246(6) Uani 1 1 d . . . C1 C 0.1382(4) 1.0997(3) 0.16571(16) 0.0270(8) Uani 1 1 d . . . H1 H 0.2670 1.0958 0.1704 0.032 Uiso 1 1 calc R . . Cl2 Cl 0.00205(11) 0.80316(8) 0.28538(4) 0.0303(2) Uani 1 1 d . . . O2 O -0.1849(3) 1.6304(2) -0.04628(11) 0.0298(6) Uani 1 1 d . . . N2 N -0.1662(4) 1.4115(2) 0.13048(13) 0.0228(6) Uani 1 1 d . . . H2N H -0.0680 1.4096 0.1541 0.027 Uiso 1 1 calc R . . C2 C 0.0584(4) 1.1994(3) 0.14346(16) 0.0283(8) Uani 1 1 d . . . H2 H 0.1306 1.2635 0.1338 0.034 Uiso 1 1 calc R . . O3 O -0.3490(3) 1.2966(2) 0.07144(11) 0.0301(6) Uani 1 1 d . . . N3 N -0.2668(4) 1.4940(3) 0.01701(12) 0.0241(6) Uani 1 1 d . . . H3N H -0.2847 1.4191 0.0210 0.029 Uiso 1 1 calc R . . C3 C -0.1306(5) 1.2044(3) 0.13535(16) 0.0249(8) Uani 1 1 d . . . N4 N -0.1725(3) 1.2615(3) -0.15676(12) 0.0227(6) Uani 1 1 d . . . C4 C -0.2308(4) 1.1095(3) 0.15025(16) 0.0267(8) Uani 1 1 d . . . H4 H -0.3594 1.1099 0.1440 0.032 Uiso 1 1 calc R . . C5 C -0.1418(4) 1.0145(3) 0.17422(16) 0.0272(8) Uani 1 1 d . . . H5 H -0.2117 0.9515 0.1864 0.033 Uiso 1 1 calc R . . C6 C -0.2263(4) 1.3087(3) 0.10924(15) 0.0244(8) Uani 1 1 d . . . C7 C -0.2444(4) 1.5231(3) 0.11876(15) 0.0231(7) Uani 1 1 d . . . C8 C -0.2615(4) 1.5946(3) 0.16516(16) 0.0251(8) Uani 1 1 d . . . H8 H -0.2271 1.5664 0.2021 0.030 Uiso 1 1 calc R . . C9 C -0.3277(4) 1.7058(3) 0.15812(16) 0.0292(8) Uani 1 1 d . . . H9 H -0.3371 1.7545 0.1900 0.035 Uiso 1 1 calc R . . C10 C -0.3808(4) 1.7465(3) 0.10429(16) 0.0281(8) Uani 1 1 d . . . H10 H -0.4286 1.8227 0.0996 0.034 Uiso 1 1 calc R . . C11 C -0.3646(4) 1.6774(3) 0.05761(17) 0.0271(8) Uani 1 1 d . . . H11 H -0.4028 1.7055 0.0209 0.033 Uiso 1 1 calc R . . C12 C -0.2915(4) 1.5651(3) 0.06444(16) 0.0242(7) Uani 1 1 d . . . C13 C -0.2183(4) 1.5300(3) -0.03383(15) 0.0246(8) Uani 1 1 d . . . C14 C -0.2031(4) 1.4335(3) -0.07594(15) 0.0230(7) Uani 1 1 d . . . C15 C -0.2556(4) 1.4543(3) -0.13250(16) 0.0278(8) Uani 1 1 d . . . H15 H -0.3020 1.5279 -0.1446 0.033 Uiso 1 1 calc R . . C16 C -0.2390(5) 1.3660(3) -0.17078(16) 0.0255(8) Uani 1 1 d . . . H16 H -0.2771 1.3803 -0.2093 0.031 Uiso 1 1 calc R . . C17 C -0.1189(4) 1.2422(3) -0.10242(15) 0.0261(8) Uani 1 1 d . . . H17 H -0.0699 1.1685 -0.0919 0.031 Uiso 1 1 calc R . . C18 C -0.1321(4) 1.3257(3) -0.06080(16) 0.0272(8) Uani 1 1 d . . . H18 H -0.0930 1.3091 -0.0226 0.033 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 Co1 0.0142(3) 0.0258(3) 0.0276(3) -0.0005(2) 0.0017(2) 0.0000(2) Cl1 0.0151(4) 0.0342(5) 0.0335(5) -0.0036(4) -0.0005(3) -0.0010(3) N1 0.0170(13) 0.0269(16) 0.0301(16) 0.0022(13) 0.0026(11) 0.0025(11) C1 0.0170(16) 0.0265(19) 0.038(2) 0.0024(16) 0.0032(14) -0.0018(14) Cl2 0.0230(4) 0.0359(5) 0.0329(5) 0.0021(4) 0.0071(3) -0.0020(3) O2 0.0319(14) 0.0253(14) 0.0325(15) 0.0000(11) 0.0045(11) -0.0009(10) N2 0.0159(13) 0.0212(15) 0.0316(17) 0.0003(13) 0.0028(11) 0.0024(11) C2 0.0180(16) 0.0261(19) 0.041(2) 0.0061(17) 0.0017(14) -0.0006(14) O3 0.0243(12) 0.0283(14) 0.0366(15) 0.0032(12) -0.0035(11) -0.0042(10) N3 0.0233(14) 0.0223(16) 0.0267(16) -0.0011(13) 0.0027(11) -0.0016(12) C3 0.0212(16) 0.0241(19) 0.0297(19) -0.0027(15) 0.0034(13) 0.0004(13) N4 0.0163(13) 0.0238(16) 0.0281(16) -0.0005(13) 0.0024(11) -0.0003(11) C4 0.0147(15) 0.031(2) 0.035(2) 0.0022(16) 0.0043(13) 0.0002(14) C5 0.0185(16) 0.025(2) 0.038(2) 0.0012(16) 0.0044(14) -0.0038(14) C6 0.0137(15) 0.033(2) 0.0272(19) 0.0037(16) 0.0052(13) 0.0017(14) C7 0.0143(15) 0.0258(19) 0.0292(19) 0.0001(15) 0.0022(13) -0.0019(13) C8 0.0163(15) 0.030(2) 0.0286(19) -0.0018(16) 0.0028(13) 0.0013(14) C9 0.0157(16) 0.034(2) 0.038(2) -0.0051(17) 0.0039(14) -0.0018(14) C10 0.0182(16) 0.0245(19) 0.042(2) -0.0038(16) 0.0033(14) 0.0023(14) C11 0.0181(16) 0.0248(19) 0.038(2) 0.0010(16) 0.0012(14) 0.0005(14) C12 0.0158(15) 0.0261(19) 0.031(2) -0.0028(16) 0.0024(13) -0.0022(13) C13 0.0131(14) 0.032(2) 0.0282(19) 0.0001(15) -0.0017(12) 0.0008(14) C14 0.0099(14) 0.0280(19) 0.0313(19) 0.0008(15) 0.0027(12) -0.0030(13) C15 0.0214(17) 0.030(2) 0.032(2) 0.0036(16) 0.0041(14) 0.0000(14) C16 0.0210(16) 0.030(2) 0.0257(19) 0.0008(15) 0.0001(14) -0.0021(14) C17 0.0168(15) 0.030(2) 0.0308(19) -0.0017(16) -0.0022(13) 0.0035(14) C18 0.0202(16) 0.035(2) 0.0257(19) 0.0046(16) -0.0001(13) 0.0022(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 Co1 N4 2.028(3) 3_575 ? Co1 N1 2.036(3) . ? Co1 Cl2 2.2206(10) . ? Co1 Cl1 2.2491(9) . ? N1 C1 1.348(5) . ? N1 C5 1.357(4) . ? C1 C2 1.378(5) . ? C1 H1 0.9500 . ? O2 C13 1.225(4) . ? N2 C6 1.349(5) . ? N2 C7 1.429(4) . ? N2 H2N 0.8800 . ? C2 C3 1.395(5) . ? C2 H2 0.9500 . ? O3 C6 1.230(4) . ? N3 C13 1.354(5) . ? N3 C12 1.418(5) . ? N3 H3N 0.8800 . ? C3 C4 1.384(5) . ? C3 C6 1.502(5) . ? N4 C16 1.332(5) . ? N4 C17 1.337(4) . ? N4 Co1 2.028(3) 3_575 ? C4 C5 1.377(5) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C7 C8 1.391(5) . ? C7 C12 1.395(5) . ? C8 C9 1.378(5) . ? C8 H8 0.9500 . ? C9 C10 1.388(5) . ? C9 H9 0.9500 . ? C10 C11 1.379(5) . ? C10 H10 0.9500 . ? C11 C12 1.407(5) . ? C11 H11 0.9500 . ? C13 C14 1.507(5) . ? C14 C18 1.385(5) . ? C14 C15 1.388(5) . ? C15 C16 1.378(5) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.389(5) . ? C17 H17 0.9500 . ? C18 H18 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 N4 Co1 N1 109.10(12) 3_575 . ? N4 Co1 Cl2 110.03(9) 3_575 . ? N1 Co1 Cl2 108.06(9) . . ? N4 Co1 Cl1 107.59(8) 3_575 . ? N1 Co1 Cl1 104.60(9) . . ? Cl2 Co1 Cl1 117.14(4) . . ? C1 N1 C5 117.6(3) . . ? C1 N1 Co1 122.0(2) . . ? C5 N1 Co1 120.4(2) . . ? N1 C1 C2 123.1(3) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C6 N2 C7 127.1(3) . . ? C6 N2 H2N 116.5 . . ? C7 N2 H2N 116.5 . . ? C1 C2 C3 118.6(3) . . ? C1 C2 H2 120.7 . . ? C3 C2 H2 120.7 . . ? C13 N3 C12 126.4(3) . . ? C13 N3 H3N 116.8 . . ? C12 N3 H3N 116.8 . . ? C4 C3 C2 118.9(3) . . ? C4 C3 C6 119.7(3) . . ? C2 C3 C6 121.4(3) . . ? C16 N4 C17 117.7(3) . . ? C16 N4 Co1 119.9(2) . 3_575 ? C17 N4 Co1 122.3(3) . 3_575 ? C5 C4 C3 119.2(3) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? N1 C5 C4 122.5(3) . . ? N1 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? O3 C6 N2 124.9(3) . . ? O3 C6 C3 120.3(3) . . ? N2 C6 C3 114.8(3) . . ? C8 C7 C12 119.7(3) . . ? C8 C7 N2 116.2(3) . . ? C12 C7 N2 124.0(3) . . ? C9 C8 C7 120.7(3) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C8 C9 C10 119.8(4) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C11 C10 C9 120.6(4) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 119.8(4) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C7 C12 C11 119.3(3) . . ? C7 C12 N3 119.7(3) . . ? C11 C12 N3 120.9(3) . . ? O2 C13 N3 125.3(4) . . ? O2 C13 C14 120.6(3) . . ? N3 C13 C14 114.0(3) . . ? C18 C14 C15 118.4(4) . . ? C18 C14 C13 122.5(3) . . ? C15 C14 C13 119.0(3) . . ? C16 C15 C14 118.6(4) . . ? C16 C15 H15 120.7 . . ? C14 C15 H15 120.7 . . ? N4 C16 C15 123.7(3) . . ? N4 C16 H16 118.2 . . ? C15 C16 H16 118.2 . . ? N4 C17 C18 122.7(3) . . ? N4 C17 H17 118.7 . . ? C18 C17 H17 118.7 . . ? C14 C18 C17 119.0(3) . . ? C14 C18 H18 120.5 . . ? C17 C18 H18 120.5 . . ? 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 N4 Co1 N1 C1 -100.8(3) 3_575 . . . ? Cl2 Co1 N1 C1 139.6(3) . . . . ? Cl1 Co1 N1 C1 14.1(3) . . . . ? N4 Co1 N1 C5 81.5(3) 3_575 . . . ? Cl2 Co1 N1 C5 -38.1(3) . . . . ? Cl1 Co1 N1 C5 -163.6(3) . . . . ? C5 N1 C1 C2 0.0(6) . . . . ? Co1 N1 C1 C2 -177.7(3) . . . . ? N1 C1 C2 C3 -1.4(6) . . . . ? C1 C2 C3 C4 0.4(6) . . . . ? C1 C2 C3 C6 -177.6(3) . . . . ? C2 C3 C4 C5 2.0(6) . . . . ? C6 C3 C4 C5 -179.9(3) . . . . ? C1 N1 C5 C4 2.6(6) . . . . ? Co1 N1 C5 C4 -179.6(3) . . . . ? C3 C4 C5 N1 -3.6(6) . . . . ? C7 N2 C6 O3 8.0(6) . . . . ? C7 N2 C6 C3 -172.1(3) . . . . ? C4 C3 C6 O3 -45.1(5) . . . . ? C2 C3 C6 O3 132.9(4) . . . . ? C4 C3 C6 N2 135.0(4) . . . . ? C2 C3 C6 N2 -46.9(5) . . . . ? C6 N2 C7 C8 134.6(4) . . . . ? C6 N2 C7 C12 -49.8(5) . . . . ? C12 C7 C8 C9 1.2(5) . . . . ? N2 C7 C8 C9 177.1(3) . . . . ? C7 C8 C9 C10 1.0(5) . . . . ? C8 C9 C10 C11 -1.2(5) . . . . ? C9 C10 C11 C12 -0.9(5) . . . . ? C8 C7 C12 C11 -3.3(5) . . . . ? N2 C7 C12 C11 -178.8(3) . . . . ? C8 C7 C12 N3 177.3(3) . . . . ? N2 C7 C12 N3 1.8(5) . . . . ? C10 C11 C12 C7 3.1(5) . . . . ? C10 C11 C12 N3 -177.5(3) . . . . ? C13 N3 C12 C7 -145.1(3) . . . . ? C13 N3 C12 C11 35.4(5) . . . . ? C12 N3 C13 O2 1.4(5) . . . . ? C12 N3 C13 C14 -179.9(3) . . . . ? O2 C13 C14 C18 140.2(3) . . . . ? N3 C13 C14 C18 -38.6(4) . . . . ? O2 C13 C14 C15 -37.2(4) . . . . ? N3 C13 C14 C15 144.0(3) . . . . ? C18 C14 C15 C16 1.6(5) . . . . ? C13 C14 C15 C16 179.2(3) . . . . ? C17 N4 C16 C15 -0.1(5) . . . . ? Co1 N4 C16 C15 177.5(3) 3_575 . . . ? C14 C15 C16 N4 -1.1(5) . . . . ? C16 N4 C17 C18 0.8(5) . . . . ? Co1 N4 C17 C18 -176.8(3) 3_575 . . . ? C15 C14 C18 C17 -1.1(5) . . . . ? C13 C14 C18 C17 -178.5(3) . . . . ? N4 C17 C18 C14 -0.1(5) . . . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.592 _refine_diff_density_min -0.447 _refine_diff_density_rms 0.083 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.029 0.000 0.000 150 34 ' ' 2 -0.031 0.500 0.500 150 34 ' ' # Attachment 'GOL-E-new.CIF' data_6 _database_code_depnum_ccdc_archive 'CCDC 857511' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H28 Cl4 N8 O4 Zn2' _chemical_formula_sum 'C36 H28 Cl4 N8 O4 Zn2' _chemical_formula_weight 909.20 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.3482(5) _cell_length_b 11.3708(6) _cell_length_c 23.8973(16) _cell_angle_alpha 90.00 _cell_angle_beta 94.865(6) _cell_angle_gamma 90.00 _cell_volume 1989.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 1925 _cell_measurement_theta_min 3.3027 _cell_measurement_theta_max 30.3640 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.5505 _exptl_crystal_size_mid 0.1604 _exptl_crystal_size_min 0.0505 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.514 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 1.523 _exptl_absorpt_correction_T_min 0.747 _exptl_absorpt_correction_T_max 0.932 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120.0 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6435 _diffrn_reflns_av_R_equivalents 0.0526 _diffrn_reflns_av_sigmaI/netI 0.0973 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3487 _reflns_number_gt 2573 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Xseed _computing_publication_material Xseed _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^)+(0.0757P)^2^+27.5560P] 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 3487 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1180 _refine_ls_R_factor_gt 0.0947 _refine_ls_wR_factor_ref 0.2467 _refine_ls_wR_factor_gt 0.2363 _refine_ls_goodness_of_fit_ref 1.140 _refine_ls_restrained_S_all 1.140 _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 Zn1 Zn -0.16483(15) 0.13982(10) -0.21841(5) 0.0214(4) Uani 1 1 d . . . Cl1 Cl -0.4532(3) 0.0840(2) -0.24360(10) 0.0262(6) Uani 1 1 d . . . O1 O -0.1840(10) 0.6354(6) -0.0454(3) 0.0321(17) Uani 1 1 d . . . N1 N -0.1712(11) 0.2638(7) -0.1568(3) 0.0221(18) Uani 1 1 d . . . C1 C -0.2408(13) 0.3703(9) -0.1716(4) 0.024(2) Uani 1 1 d . . . H1 H -0.2797 0.3857 -0.2098 0.029 Uiso 1 1 calc R . . Cl2 Cl 0.0014(3) 0.2011(2) -0.28552(10) 0.0283(6) Uani 1 1 d . . . O2 O -0.3487(10) 0.2914(6) 0.0690(3) 0.0304(17) Uani 1 1 d . . . N2 N -0.2665(10) 0.4952(7) 0.0162(3) 0.0190(17) Uani 1 1 d . . . H2N H -0.2821 0.4189 0.0198 0.023 Uiso 1 1 calc R . . C2 C -0.2561(13) 0.4574(8) -0.1317(4) 0.023(2) Uani 1 1 d . . . H2 H -0.3032 0.5324 -0.1429 0.027 Uiso 1 1 calc R . . N3 N -0.1669(11) 0.4091(7) 0.1287(3) 0.0227(18) Uani 1 1 d . . . H3N H -0.0679 0.4066 0.1522 0.027 Uiso 1 1 calc R . . C3 C -0.2032(13) 0.4361(8) -0.0756(4) 0.021(2) Uani 1 1 d . . . N4 N 0.0423(11) 0.0044(7) 0.1807(3) 0.0241(18) Uani 1 1 d . . . C4 C -0.1356(12) 0.3262(8) -0.0610(4) 0.020(2) Uani 1 1 d . . . H4 H -0.0981 0.3075 -0.0230 0.024 Uiso 1 1 calc R . . C5 C -0.1237(13) 0.2430(9) -0.1036(4) 0.023(2) Uani 1 1 d . . . H5 H -0.0786 0.1670 -0.0934 0.028 Uiso 1 1 calc R . . C6 C -0.2193(13) 0.5323(9) -0.0331(4) 0.021(2) Uani 1 1 d . . . C7 C -0.2945(12) 0.5652(8) 0.0641(4) 0.0167(19) Uani 1 1 d . . . C8 C -0.3652(12) 0.6785(8) 0.0573(4) 0.019(2) Uani 1 1 d . . . H8 H -0.3998 0.7079 0.0208 0.023 Uiso 1 1 calc R . . C9 C -0.3851(13) 0.7485(9) 0.1039(4) 0.026(2) Uani 1 1 d . . . H9 H -0.4342 0.8256 0.0992 0.031 Uiso 1 1 calc R . . C10 C -0.3337(12) 0.7065(9) 0.1572(4) 0.024(2) Uani 1 1 d . . . H10 H -0.3472 0.7550 0.1889 0.029 Uiso 1 1 calc R . . C11 C -0.2628(13) 0.5945(9) 0.1648(4) 0.027(2) Uani 1 1 d . . . H11 H -0.2263 0.5659 0.2013 0.032 Uiso 1 1 calc R . . C12 C -0.2461(12) 0.5246(8) 0.1178(4) 0.018(2) Uani 1 1 d . . . C13 C -0.2268(14) 0.3058(9) 0.1074(5) 0.027(2) Uani 1 1 d . . . C14 C -0.1305(14) 0.2030(9) 0.1341(4) 0.024(2) Uani 1 1 d . . . C15 C 0.0600(15) 0.1927(10) 0.1416(5) 0.032(3) Uani 1 1 d . . . H15 H 0.1343 0.2547 0.1298 0.038 Uiso 1 1 calc R . . C16 C 0.1388(15) 0.0964(9) 0.1653(5) 0.031(2) Uani 1 1 d . . . H16 H 0.2682 0.0936 0.1713 0.038 Uiso 1 1 calc R . . C17 C -0.1444(14) 0.0089(9) 0.1740(5) 0.030(2) Uani 1 1 d . . . H17 H -0.2141 -0.0555 0.1858 0.036 Uiso 1 1 calc R . . C18 C -0.2306(15) 0.1048(9) 0.1505(4) 0.030(2) Uani 1 1 d . . . H18 H -0.3601 0.1057 0.1449 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 Zn1 0.0186(6) 0.0213(6) 0.0249(6) -0.0022(5) 0.0049(4) 0.0004(5) Cl1 0.0193(12) 0.0297(13) 0.0302(13) -0.0032(11) 0.0050(10) 0.0005(11) O1 0.041(4) 0.023(4) 0.033(4) 0.000(3) 0.005(3) -0.013(4) N1 0.018(4) 0.027(5) 0.022(4) -0.002(4) 0.007(3) -0.002(4) C1 0.025(5) 0.026(5) 0.022(5) 0.004(4) 0.004(4) -0.005(5) Cl2 0.0273(13) 0.0294(13) 0.0295(13) -0.0001(11) 0.0106(10) -0.0007(11) O2 0.027(4) 0.031(4) 0.032(4) 0.004(3) -0.002(3) 0.001(3) N2 0.015(4) 0.015(4) 0.027(4) -0.001(3) 0.006(3) 0.001(3) C2 0.026(5) 0.014(5) 0.030(5) -0.001(4) 0.011(4) 0.003(4) N3 0.021(4) 0.020(4) 0.027(4) 0.001(4) 0.004(3) 0.001(4) C3 0.018(5) 0.021(5) 0.025(5) 0.001(4) 0.010(4) -0.001(4) N4 0.021(4) 0.023(4) 0.029(4) -0.001(4) 0.009(3) -0.004(4) C4 0.020(5) 0.019(5) 0.021(5) -0.002(4) 0.003(4) -0.002(4) C5 0.020(5) 0.023(5) 0.026(5) -0.002(4) 0.001(4) 0.014(4) C6 0.018(5) 0.021(5) 0.023(5) 0.000(4) -0.004(4) 0.004(4) C7 0.012(4) 0.019(5) 0.020(5) -0.005(4) 0.003(4) -0.002(4) C8 0.015(4) 0.017(5) 0.024(5) -0.004(4) 0.002(4) -0.003(4) C9 0.018(5) 0.023(5) 0.036(6) 0.001(5) 0.001(4) 0.012(4) C10 0.013(5) 0.024(5) 0.036(6) -0.018(5) 0.009(4) -0.001(4) C11 0.019(5) 0.034(6) 0.028(5) 0.002(5) 0.005(4) 0.002(5) C12 0.015(4) 0.014(4) 0.026(5) 0.003(4) 0.010(4) 0.001(4) C13 0.027(5) 0.018(5) 0.038(6) 0.004(5) 0.012(5) 0.000(5) C14 0.026(5) 0.019(5) 0.027(5) 0.004(4) -0.004(4) -0.006(4) C15 0.029(6) 0.027(6) 0.041(6) 0.009(5) 0.012(5) -0.002(5) C16 0.023(5) 0.031(6) 0.040(6) 0.002(5) 0.003(5) 0.004(5) C17 0.025(5) 0.018(5) 0.045(6) 0.004(5) -0.003(5) -0.001(4) C18 0.029(6) 0.027(6) 0.034(6) 0.002(5) 0.008(5) 0.006(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 Zn1 N1 2.042(8) . ? Zn1 N4 2.043(9) 3 ? Zn1 Cl2 2.209(3) . ? Zn1 Cl1 2.245(3) . ? O1 C6 1.241(12) . ? N1 C5 1.310(12) . ? N1 C1 1.350(13) . ? C1 C2 1.386(13) . ? C1 H1 0.9500 . ? O2 C13 1.236(13) . ? N2 C6 1.327(12) . ? N2 C7 1.422(11) . ? N2 H2N 0.8800 . ? C2 C3 1.386(14) . ? C2 H2 0.9500 . ? N3 C13 1.340(13) . ? N3 C12 1.451(12) . ? N3 H3N 0.8800 . ? C3 C4 1.379(13) . ? C3 C6 1.503(13) . ? N4 C16 1.333(13) . ? N4 C17 1.368(13) . ? N4 Zn1 2.043(9) 3 ? C4 C5 1.399(13) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C7 C12 1.382(13) . ? C7 C8 1.394(13) . ? C8 C9 1.385(13) . ? C8 H8 0.9500 . ? C9 C10 1.382(15) . ? C9 H9 0.9500 . ? C10 C11 1.382(14) . ? C10 H10 0.9500 . ? C11 C12 1.390(13) . ? C11 H11 0.9500 . ? C13 C14 1.483(14) . ? C14 C15 1.401(15) . ? C14 C18 1.411(14) . ? C15 C16 1.341(15) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.359(14) . ? C17 H17 0.9500 . ? C18 H18 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 N1 Zn1 N4 105.8(3) . 3 ? N1 Zn1 Cl2 110.7(2) . . ? N4 Zn1 Cl2 108.8(2) 3 . ? N1 Zn1 Cl1 108.0(2) . . ? N4 Zn1 Cl1 105.2(2) 3 . ? Cl2 Zn1 Cl1 117.51(11) . . ? C5 N1 C1 118.6(8) . . ? C5 N1 Zn1 123.7(7) . . ? C1 N1 Zn1 117.5(6) . . ? N1 C1 C2 120.8(9) . . ? N1 C1 H1 119.6 . . ? C2 C1 H1 119.6 . . ? C6 N2 C7 127.1(8) . . ? C6 N2 H2N 116.5 . . ? C7 N2 H2N 116.5 . . ? C3 C2 C1 120.5(9) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C13 N3 C12 127.6(8) . . ? C13 N3 H3N 116.2 . . ? C12 N3 H3N 116.2 . . ? C4 C3 C2 118.0(9) . . ? C4 C3 C6 122.4(8) . . ? C2 C3 C6 119.6(8) . . ? C16 N4 C17 119.3(9) . . ? C16 N4 Zn1 121.8(7) . 3 ? C17 N4 Zn1 118.8(7) . 3 ? C3 C4 C5 118.2(9) . . ? C3 C4 H4 120.9 . . ? C5 C4 H4 120.9 . . ? N1 C5 C4 123.8(9) . . ? N1 C5 H5 118.1 . . ? C4 C5 H5 118.1 . . ? O1 C6 N2 126.0(9) . . ? O1 C6 C3 119.8(9) . . ? N2 C6 C3 114.2(8) . . ? C12 C7 C8 118.7(8) . . ? C12 C7 N2 121.0(8) . . ? C8 C7 N2 120.2(8) . . ? C9 C8 C7 120.2(9) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C10 C9 C8 120.1(9) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C11 C10 C9 120.7(9) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 118.6(9) . . ? C10 C11 H11 120.7 . . ? C12 C11 H11 120.7 . . ? C7 C12 C11 121.7(9) . . ? C7 C12 N3 122.6(8) . . ? C11 C12 N3 115.6(8) . . ? O2 C13 N3 126.3(10) . . ? O2 C13 C14 120.3(9) . . ? N3 C13 C14 113.4(9) . . ? C15 C14 C18 115.9(9) . . ? C15 C14 C13 123.8(9) . . ? C18 C14 C13 120.2(9) . . ? C16 C15 C14 120.9(10) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? N4 C16 C15 122.4(10) . . ? N4 C16 H16 118.8 . . ? C15 C16 H16 118.8 . . ? C18 C17 N4 120.4(10) . . ? C18 C17 H17 119.8 . . ? N4 C17 H17 119.8 . . ? C17 C18 C14 121.0(10) . . ? C17 C18 H18 119.5 . . ? C14 C18 H18 119.5 . . ? 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 N4 Zn1 N1 C5 -7.2(8) 3 . . . ? Cl2 Zn1 N1 C5 -125.0(7) . . . . ? Cl1 Zn1 N1 C5 105.0(8) . . . . ? N4 Zn1 N1 C1 177.7(7) 3 . . . ? Cl2 Zn1 N1 C1 59.9(7) . . . . ? Cl1 Zn1 N1 C1 -70.1(7) . . . . ? C5 N1 C1 C2 2.2(14) . . . . ? Zn1 N1 C1 C2 177.5(7) . . . . ? N1 C1 C2 C3 -1.2(14) . . . . ? C1 C2 C3 C4 0.0(14) . . . . ? C1 C2 C3 C6 179.4(9) . . . . ? C2 C3 C4 C5 0.3(14) . . . . ? C6 C3 C4 C5 -179.2(9) . . . . ? C1 N1 C5 C4 -2.0(14) . . . . ? Zn1 N1 C5 C4 -177.0(7) . . . . ? C3 C4 C5 N1 0.8(15) . . . . ? C7 N2 C6 O1 3.1(15) . . . . ? C7 N2 C6 C3 -179.1(8) . . . . ? C4 C3 C6 O1 141.3(10) . . . . ? C2 C3 C6 O1 -38.1(13) . . . . ? C4 C3 C6 N2 -36.6(13) . . . . ? C2 C3 C6 N2 143.9(9) . . . . ? C6 N2 C7 C12 -144.3(9) . . . . ? C6 N2 C7 C8 33.1(13) . . . . ? C12 C7 C8 C9 0.3(13) . . . . ? N2 C7 C8 C9 -177.2(8) . . . . ? C7 C8 C9 C10 0.5(14) . . . . ? C8 C9 C10 C11 -0.3(15) . . . . ? C9 C10 C11 C12 -0.7(14) . . . . ? C8 C7 C12 C11 -1.3(13) . . . . ? N2 C7 C12 C11 176.2(8) . . . . ? C8 C7 C12 N3 -178.3(8) . . . . ? N2 C7 C12 N3 -0.8(13) . . . . ? C10 C11 C12 C7 1.5(14) . . . . ? C10 C11 C12 N3 178.7(8) . . . . ? C13 N3 C12 C7 -48.8(13) . . . . ? C13 N3 C12 C11 134.0(10) . . . . ? C12 N3 C13 O2 9.3(16) . . . . ? C12 N3 C13 C14 -171.1(8) . . . . ? O2 C13 C14 C15 129.5(11) . . . . ? N3 C13 C14 C15 -50.1(14) . . . . ? O2 C13 C14 C18 -46.5(15) . . . . ? N3 C13 C14 C18 134.0(10) . . . . ? C18 C14 C15 C16 -2.8(16) . . . . ? C13 C14 C15 C16 -178.9(10) . . . . ? C17 N4 C16 C15 -2.1(16) . . . . ? Zn1 N4 C16 C15 -178.5(8) 3 . . . ? C14 C15 C16 N4 2.7(17) . . . . ? C16 N4 C17 C18 1.7(16) . . . . ? Zn1 N4 C17 C18 178.3(8) 3 . . . ? N4 C17 C18 C14 -2.0(16) . . . . ? C15 C14 C18 C17 2.5(16) . . . . ? C13 C14 C18 C17 178.7(10) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.683 _refine_diff_density_min -0.735 _refine_diff_density_rms 0.176