# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email SIEMELING@UNI-KASSEL.DE _publ_contact_author_name 'Prof Ulrich Siemeling' _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name U.Siemeling I.Scheppelmann B.Neumann A.Stammler H.-G.Stammler ; J.Frelek ; data_[(2)ZnCl2] _database_code_CSD 209478 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H18 Cl2 N2 O Zn + 0.6 CH3CN' _chemical_formula_sum 'C28.20 H19.80 Cl2 N2.60 O Zn' _chemical_formula_weight 547.34 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' Cl Cl 0.1484 0.1585 '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' 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 'C 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 27.4530(8) _cell_length_b 7.1250(3) _cell_length_c 13.0170(5) _cell_angle_alpha 90.00 _cell_angle_beta 104.4730(15) _cell_angle_gamma 90.00 _cell_volume 2465.36(16) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2374 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 25.028 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.475 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1117 _exptl_absorpt_coefficient_mu 1.239 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7075 _exptl_absorpt_correction_T_max 0.9521 _exptl_absorpt_process_details ? _exptl_special_details ; ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD; rotation images; thick slices' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12389 _diffrn_reflns_av_R_equivalents 0.064 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4198 _reflns_number_gt 3602 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD ' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0315P)^2^+3.9266P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.021(14) _refine_ls_number_reflns 4198 _refine_ls_number_parameters 323 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0523 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.0911 _refine_ls_wR_factor_gt 0.0841 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.0000 -0.14512(9) 0.5000 0.03496(19) Uani 1 2 d S . . Zn2 Zn 0.0000 -0.21762(10) 0.0000 0.0487(2) Uani 1 2 d S . . Cl1 Cl -0.00687(5) -0.29925(19) 0.64375(11) 0.0576(3) Uani 1 1 d . . . Cl2 Cl -0.06842(6) -0.3771(3) 0.00111(15) 0.1029(8) Uani 1 1 d . . . O1 O 0.27248(10) 0.0679(4) 0.3245(2) 0.0393(7) Uani 1 1 d . . . N1 N 0.05706(11) 0.0489(5) 0.5247(3) 0.0302(8) Uani 1 1 d . . . N2 N 0.02301(12) -0.0152(5) 0.1163(3) 0.0332(8) Uani 1 1 d . . . C1 C 0.23061(13) 0.1057(5) 0.3334(3) 0.0262(8) Uani 1 1 d . . . C2 C 0.21551(13) 0.1394(6) 0.4364(3) 0.0270(8) Uani 1 1 d . . . C3 C 0.16499(12) 0.1565(5) 0.4092(3) 0.0257(8) Uani 1 1 d . . . C4 C 0.14562(13) 0.1403(5) 0.2902(3) 0.0259(8) Uani 1 1 d . . . C5 C 0.18355(13) 0.1132(5) 0.2440(3) 0.0272(8) Uani 1 1 d . . . C6 C 0.25221(13) 0.1323(6) 0.5404(3) 0.0288(8) Uani 1 1 d . . . C7 C 0.30279(13) 0.1833(6) 0.5517(3) 0.0300(9) Uani 1 1 d . . . H7 H 0.3133 0.2289 0.4921 0.036 Uiso 1 1 calc R . . C8 C 0.33737(14) 0.1675(6) 0.6489(3) 0.0331(9) Uani 1 1 d . . . H8 H 0.3715 0.2000 0.6548 0.040 Uiso 1 1 calc R . . C9 C 0.32308(15) 0.1055(6) 0.7368(3) 0.0361(10) Uani 1 1 d . . . H9 H 0.3470 0.0974 0.8034 0.043 Uiso 1 1 calc R . . C10 C 0.27340(15) 0.0548(6) 0.7274(3) 0.0344(9) Uani 1 1 d . . . H10 H 0.2634 0.0125 0.7882 0.041 Uiso 1 1 calc R . . C11 C 0.23828(14) 0.0652(6) 0.6308(3) 0.0326(9) Uani 1 1 d . . . H11 H 0.2046 0.0268 0.6253 0.039 Uiso 1 1 calc R . . C12 C 0.12998(12) 0.1747(6) 0.4781(3) 0.0287(9) Uani 1 1 d . . . C13 C 0.13248(15) 0.3196(6) 0.5512(3) 0.0393(11) Uani 1 1 d . . . H13 H 0.1585 0.4108 0.5609 0.047 Uiso 1 1 calc R . . C14 C 0.09686(16) 0.3294(7) 0.6095(4) 0.0501(13) Uani 1 1 d . . . H14 H 0.0977 0.4277 0.6592 0.060 Uiso 1 1 calc R . . C15 C 0.05973(15) 0.1925(7) 0.5938(4) 0.0449(11) Uani 1 1 d . . . H15 H 0.0351 0.2001 0.6335 0.054 Uiso 1 1 calc R . . C16 C 0.09142(13) 0.0449(6) 0.4682(3) 0.0308(9) Uani 1 1 d . . . H16 H 0.0893 -0.0532 0.4178 0.037 Uiso 1 1 calc R . . C17 C 0.09099(12) 0.1431(6) 0.2365(3) 0.0267(8) Uani 1 1 d . . . C18 C 0.05854(13) 0.2838(6) 0.2494(3) 0.0297(8) Uani 1 1 d . . . H18 H 0.0704 0.3857 0.2960 0.036 Uiso 1 1 calc R . . C19 C 0.00855(13) 0.2756(7) 0.1940(3) 0.0357(9) Uani 1 1 d . . . H19 H -0.0142 0.3726 0.2010 0.043 Uiso 1 1 calc R . . C20 C -0.00751(13) 0.1264(6) 0.1294(3) 0.0349(9) Uani 1 1 d . . . H20 H -0.0419 0.1214 0.0917 0.042 Uiso 1 1 calc R . . C21 C 0.07123(13) -0.0051(6) 0.1691(3) 0.0292(9) Uani 1 1 d . . . H21 H 0.0932 -0.1036 0.1604 0.035 Uiso 1 1 calc R . . C22 C 0.18381(13) 0.1061(6) 0.1312(3) 0.0293(9) Uani 1 1 d . . . C23 C 0.15143(14) 0.2209(7) 0.0576(3) 0.0340(9) Uani 1 1 d . . . H23 H 0.1291 0.3033 0.0807 0.041 Uiso 1 1 calc R . . C24 C 0.15152(16) 0.2159(8) -0.0481(3) 0.0487(13) Uani 1 1 d . . . H24 H 0.1284 0.2915 -0.0975 0.058 Uiso 1 1 calc R . . C25 C 0.18444(18) 0.1034(9) -0.0827(4) 0.0577(14) Uani 1 1 d . . . H25 H 0.1849 0.1039 -0.1554 0.069 Uiso 1 1 calc R . . C26 C 0.21705(18) -0.0113(9) -0.0114(4) 0.0570(15) Uani 1 1 d . . . H26 H 0.2397 -0.0908 -0.0353 0.068 Uiso 1 1 calc R . . C27 C 0.21663(16) -0.0103(7) 0.0956(3) 0.0397(10) Uani 1 1 d . . . H27 H 0.2389 -0.0897 0.1442 0.048 Uiso 1 1 calc R . . N3 N 0.3588(3) 0.3297(13) 0.3280(6) 0.069(2) Uiso 0.60 1 d P . . C28A C 0.3579(5) 0.264(2) 0.2559(10) 0.027(3) Uiso 0.326(4) 1 d P A 1 C29A C 0.3504(9) 0.146(4) 0.1652(18) 0.098(7) Uiso 0.326(4) 1 d P A 1 H29A H 0.3333 0.0309 0.1776 0.147 Uiso 0.326(4) 1 calc PR A 1 H29B H 0.3830 0.1147 0.1518 0.147 Uiso 0.326(4) 1 calc PR A 1 H29C H 0.3296 0.2123 0.1036 0.147 Uiso 0.326(4) 1 calc PR A 1 C28B C 0.3764(10) 0.283(4) 0.2575(19) 0.069(7) Uiso 0.274(4) 1 d P A 2 C29B C 0.3837(10) 0.221(4) 0.166(2) 0.083(7) Uiso 0.274(4) 1 d P A 2 H29D H 0.3557 0.1398 0.1307 0.125 Uiso 0.274(4) 1 calc PR A 2 H29E H 0.4152 0.1500 0.1791 0.125 Uiso 0.274(4) 1 calc PR A 2 H29F H 0.3856 0.3284 0.1196 0.125 Uiso 0.274(4) 1 calc PR A 2 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 0.0305(3) 0.0333(4) 0.0441(4) 0.000 0.0150(3) 0.000 Zn2 0.0442(4) 0.0286(4) 0.0541(5) 0.000 -0.0239(3) 0.000 Cl1 0.0567(7) 0.0550(8) 0.0694(8) 0.0280(7) 0.0311(6) 0.0168(6) Cl2 0.0849(10) 0.0798(12) 0.1020(13) 0.0504(11) -0.0556(9) -0.0543(10) O1 0.0285(14) 0.052(2) 0.0360(15) -0.0023(15) 0.0046(12) 0.0083(13) N1 0.0276(16) 0.032(2) 0.0328(17) -0.0077(16) 0.0114(14) 0.0023(14) N2 0.0291(17) 0.033(2) 0.0326(18) 0.0012(16) -0.0008(14) -0.0040(15) C1 0.0258(19) 0.021(2) 0.031(2) 0.0019(17) 0.0066(15) 0.0006(16) C2 0.0231(17) 0.025(2) 0.031(2) -0.0014(17) 0.0043(15) -0.0027(16) C3 0.0247(17) 0.023(2) 0.0269(19) -0.0023(16) 0.0025(15) -0.0013(15) C4 0.0284(18) 0.0184(19) 0.0301(19) -0.0020(17) 0.0059(15) 0.0007(16) C5 0.0246(18) 0.022(2) 0.033(2) -0.0021(17) 0.0020(15) 0.0020(16) C6 0.0259(17) 0.024(2) 0.034(2) -0.0043(18) 0.0029(16) 0.0026(17) C7 0.0277(18) 0.024(2) 0.038(2) -0.0004(18) 0.0080(16) -0.0010(17) C8 0.0283(19) 0.026(2) 0.041(2) 0.0024(19) 0.0010(17) -0.0025(17) C9 0.038(2) 0.028(2) 0.034(2) -0.0020(19) -0.0053(18) 0.0048(18) C10 0.040(2) 0.030(2) 0.031(2) 0.0002(19) 0.0057(17) 0.0039(18) C11 0.0283(19) 0.034(2) 0.032(2) -0.0052(19) 0.0021(16) -0.0001(18) C12 0.0214(17) 0.033(2) 0.0286(19) -0.0015(18) 0.0005(15) 0.0016(16) C13 0.037(2) 0.040(3) 0.041(2) -0.012(2) 0.0097(18) -0.006(2) C14 0.055(3) 0.048(3) 0.052(3) -0.023(3) 0.021(2) -0.005(2) C15 0.038(2) 0.053(3) 0.049(3) -0.013(2) 0.021(2) -0.002(2) C16 0.0254(18) 0.032(2) 0.033(2) -0.0050(19) 0.0032(16) 0.0047(17) C17 0.0241(17) 0.027(2) 0.0275(19) 0.0027(17) 0.0042(15) -0.0003(16) C18 0.0282(17) 0.032(2) 0.0287(19) 0.0034(19) 0.0062(15) 0.0020(18) C19 0.0257(18) 0.046(3) 0.035(2) 0.003(2) 0.0083(16) 0.011(2) C20 0.0225(18) 0.043(3) 0.035(2) 0.007(2) -0.0005(16) 0.0060(18) C21 0.0252(18) 0.029(2) 0.032(2) 0.0047(18) 0.0040(16) 0.0043(16) C22 0.0262(18) 0.030(2) 0.032(2) 0.0033(18) 0.0070(16) -0.0012(16) C23 0.0275(18) 0.039(3) 0.033(2) 0.0022(19) 0.0037(16) -0.0020(18) C24 0.037(2) 0.070(4) 0.036(2) 0.014(2) 0.0031(18) 0.006(2) C25 0.055(3) 0.085(4) 0.036(2) 0.003(3) 0.016(2) 0.019(3) C26 0.054(3) 0.079(4) 0.043(3) 0.001(3) 0.020(2) 0.027(3) C27 0.037(2) 0.044(3) 0.039(2) 0.005(2) 0.0113(19) 0.007(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 Zn1 N1 2.053(3) 2_556 ? Zn1 N1 2.053(3) . ? Zn1 Cl1 2.2180(12) . ? Zn1 Cl1 2.2180(12) 2_556 ? Zn2 N2 2.072(3) . ? Zn2 N2 2.072(3) 2 ? Zn2 Cl2 2.1985(16) . ? Zn2 Cl2 2.1986(16) 2 ? O1 C1 1.214(4) . ? N1 C16 1.334(5) . ? N1 C15 1.352(6) . ? N2 C21 1.332(5) . ? N2 C20 1.349(5) . ? C1 C5 1.508(5) . ? C1 C2 1.518(5) . ? C2 C3 1.348(5) . ? C2 C6 1.472(5) . ? C3 C12 1.475(5) . ? C3 C4 1.511(5) . ? C4 C5 1.340(5) . ? C4 C17 1.488(5) . ? C5 C22 1.471(5) . ? C6 C7 1.407(5) . ? C6 C11 1.409(6) . ? C7 C8 1.383(5) . ? C8 C9 1.372(6) . ? C9 C10 1.386(6) . ? C10 C11 1.382(6) . ? C12 C16 1.387(5) . ? C12 C13 1.395(6) . ? C13 C14 1.381(6) . ? C14 C15 1.389(6) . ? C17 C18 1.379(5) . ? C17 C21 1.393(5) . ? C18 C19 1.383(5) . ? C19 C20 1.358(6) . ? C22 C27 1.387(6) . ? C22 C23 1.397(6) . ? C23 C24 1.377(6) . ? C24 C25 1.366(7) . ? C25 C26 1.384(7) . ? C26 C27 1.396(6) . ? N3 C28A 1.046(14) . ? N3 C28B 1.19(2) . ? C28A C29A 1.42(3) . ? C28B C29B 1.34(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 N1 Zn1 N1 95.36(19) 2_556 . ? N1 Zn1 Cl1 104.07(9) 2_556 . ? N1 Zn1 Cl1 115.06(10) . . ? N1 Zn1 Cl1 115.06(10) 2_556 2_556 ? N1 Zn1 Cl1 104.07(9) . 2_556 ? Cl1 Zn1 Cl1 120.64(8) . 2_556 ? N2 Zn2 N2 91.74(19) . 2 ? N2 Zn2 Cl2 117.40(11) . . ? N2 Zn2 Cl2 105.05(10) 2 . ? N2 Zn2 Cl2 105.05(10) . 2 ? N2 Zn2 Cl2 117.40(11) 2 2 ? Cl2 Zn2 Cl2 117.74(12) . 2 ? C16 N1 C15 117.1(4) . . ? C16 N1 Zn1 121.1(3) . . ? C15 N1 Zn1 121.7(3) . . ? C21 N2 C20 117.5(3) . . ? C21 N2 Zn2 119.8(3) . . ? C20 N2 Zn2 121.8(3) . . ? O1 C1 C5 125.7(4) . . ? O1 C1 C2 126.4(3) . . ? C5 C1 C2 107.8(3) . . ? C3 C2 C6 131.9(3) . . ? C3 C2 C1 105.8(3) . . ? C6 C2 C1 122.1(3) . . ? C2 C3 C12 129.2(3) . . ? C2 C3 C4 109.8(3) . . ? C12 C3 C4 120.9(3) . . ? C5 C4 C17 126.6(3) . . ? C5 C4 C3 110.9(3) . . ? C17 C4 C3 122.4(3) . . ? C4 C5 C22 130.6(3) . . ? C4 C5 C1 105.7(3) . . ? C22 C5 C1 123.5(3) . . ? C7 C6 C11 117.8(3) . . ? C7 C6 C2 121.2(3) . . ? C11 C6 C2 120.9(3) . . ? C8 C7 C6 120.6(4) . . ? C9 C8 C7 121.0(4) . . ? C8 C9 C10 119.4(4) . . ? C11 C10 C9 120.9(4) . . ? C10 C11 C6 120.3(4) . . ? C16 C12 C13 117.6(3) . . ? C16 C12 C3 118.9(3) . . ? C13 C12 C3 123.5(3) . . ? C14 C13 C12 119.5(4) . . ? C13 C14 C15 118.6(4) . . ? N1 C15 C14 123.0(4) . . ? N1 C16 C12 124.3(4) . . ? C18 C17 C21 117.8(3) . . ? C18 C17 C4 124.0(3) . . ? C21 C17 C4 118.3(3) . . ? C17 C18 C19 119.5(4) . . ? C20 C19 C18 118.8(4) . . ? N2 C20 C19 123.2(3) . . ? N2 C21 C17 123.1(4) . . ? C27 C22 C23 118.4(4) . . ? C27 C22 C5 121.3(4) . . ? C23 C22 C5 120.2(4) . . ? C24 C23 C22 120.7(4) . . ? C25 C24 C23 120.8(4) . . ? C24 C25 C26 119.7(4) . . ? C25 C26 C27 120.1(4) . . ? C22 C27 C26 120.3(4) . . ? C28A N3 C28B 26.0(13) . . ? N3 C28A C29A 168.2(18) . . ? N3 C28B C29B 165(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.490 _refine_diff_density_min -0.437 _refine_diff_density_rms 0.056 #============================================================================ data_[(2)HgBr2] _database_code_CSD 209479 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H18 Br2 Hg N2 O + CH3CN' _chemical_formula_sum 'C29 H21 Br2 Hg N3 O' _chemical_formula_weight 787.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 27.7870(13) _cell_length_b 7.3490(3) _cell_length_c 13.3830(7) _cell_angle_alpha 90.00 _cell_angle_beta 104.891(4) _cell_angle_gamma 90.00 _cell_volume 2641.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needles _exptl_crystal_colour brown _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.981 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1496 _exptl_absorpt_coefficient_mu 8.881 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2454 _exptl_absorpt_correction_T_max 0.5368 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26541 _diffrn_reflns_av_R_equivalents 0.0672 _diffrn_reflns_av_sigmaI/netI 0.0317 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4631 _reflns_number_gt 4503 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD ' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0430P)^2^+40.2040P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.031(11) _refine_ls_number_reflns 4631 _refine_ls_number_parameters 312 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0408 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.0958 _refine_ls_wR_factor_gt 0.0947 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.042 _refine_ls_shift/su_mean 0.001 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 0.5000 -0.32869(6) 0.0000 0.03226(14) Uani 1 2 d S . . Hg2 Hg 0.5000 -0.41076(6) 0.5000 0.04625(18) Uani 1 2 d S . . Br1 Br 0.49454(4) -0.45320(14) 0.16966(8) 0.0445(3) Uani 1 1 d . . . Br2 Br 0.41876(5) -0.5367(2) 0.50247(11) 0.0819(6) Uani 1 1 d . . . N1 N 0.4416(3) -0.0827(12) -0.0156(6) 0.0374(18) Uani 1 1 d . . . N2 N 0.4736(2) -0.1652(10) 0.3812(5) 0.0274(15) Uani 1 1 d . . . O1 O 0.2265(2) -0.0873(9) 0.1689(5) 0.0328(14) Uani 1 1 d . . . C1 C 0.2680(3) -0.0509(11) 0.1627(6) 0.0223(16) Uani 1 1 d . . . C2 C 0.2840(3) -0.0123(10) 0.0643(6) 0.0216(16) Uani 1 1 d . . . C3 C 0.3341(3) 0.0055(10) 0.0949(6) 0.0184(15) Uani 1 1 d . . . C4 C 0.3525(3) -0.0145(10) 0.2097(6) 0.0200(15) Uani 1 1 d . . . C5 C 0.3142(3) -0.0450(11) 0.2513(6) 0.0212(16) Uani 1 1 d . . . C6 C 0.2487(3) -0.0197(10) -0.0387(6) 0.0216(16) Uani 1 1 d . . . C7 C 0.1993(3) 0.0319(10) -0.0514(6) 0.0215(16) Uani 1 1 d . . . H7 H 0.1885 0.0768 0.0058 0.026 Uiso 1 1 calc R . . C8 C 0.1655(3) 0.0174(11) -0.1486(7) 0.0274(18) Uani 1 1 d . . . H8 H 0.1319 0.0540 -0.1569 0.033 Uiso 1 1 calc R . . C9 C 0.1802(3) -0.0491(12) -0.2321(6) 0.0287(19) Uani 1 1 d . . . H9 H 0.1569 -0.0575 -0.2977 0.034 Uiso 1 1 calc R . . C10 C 0.2292(3) -0.1039(11) -0.2206(7) 0.0286(18) Uani 1 1 d . . . H10 H 0.2395 -0.1509 -0.2779 0.034 Uiso 1 1 calc R . . C11 C 0.2633(3) -0.0891(11) -0.1236(7) 0.0264(18) Uani 1 1 d . . . H11 H 0.2968 -0.1268 -0.1155 0.032 Uiso 1 1 calc R . . C12 C 0.3695(3) 0.0281(11) 0.0290(6) 0.0211(16) Uani 1 1 d . . . C13 C 0.3669(3) 0.1737(14) -0.0387(7) 0.0350(19) Uani 1 1 d . . . H13 H 0.3407 0.2601 -0.0488 0.042 Uiso 1 1 calc R . . C14 C 0.4038(4) 0.1884(17) -0.0910(9) 0.053(3) Uani 1 1 d . . . H14 H 0.4045 0.2904 -0.1342 0.064 Uiso 1 1 calc R . . C15 C 0.4389(4) 0.0562(15) -0.0802(8) 0.045(2) Uani 1 1 d . . . H15 H 0.4624 0.0634 -0.1204 0.054 Uiso 1 1 calc R . . C16 C 0.4076(3) -0.0966(12) 0.0352(6) 0.0283(18) Uani 1 1 d . . . H16 H 0.4090 -0.1987 0.0794 0.034 Uiso 1 1 calc R . . C17 C 0.4059(3) -0.0119(10) 0.2632(6) 0.0188(15) Uani 1 1 d . . . C18 C 0.4380(3) 0.1250(11) 0.2523(6) 0.0253(17) Uani 1 1 d . . . H18 H 0.4262 0.2251 0.2079 0.030 Uiso 1 1 calc R . . C19 C 0.4879(3) 0.1159(13) 0.3069(7) 0.0326(19) Uani 1 1 d . . . H19 H 0.5105 0.2097 0.3008 0.039 Uiso 1 1 calc R . . C20 C 0.5038(3) -0.0327(14) 0.3700(6) 0.0314(19) Uani 1 1 d . . . H20 H 0.5378 -0.0396 0.4069 0.038 Uiso 1 1 calc R . . C21 C 0.4252(3) -0.1566(11) 0.3297(5) 0.0195(15) Uani 1 1 d . . . H21 H 0.4035 -0.2515 0.3387 0.023 Uiso 1 1 calc R . . C22 C 0.3128(3) -0.0591(11) 0.3607(6) 0.0230(16) Uani 1 1 d . . . C23 C 0.3444(3) 0.0516(11) 0.4351(6) 0.0244(17) Uani 1 1 d . . . H23 H 0.3662 0.1349 0.4146 0.029 Uiso 1 1 calc R . . C24 C 0.3440(3) 0.0400(14) 0.5366(7) 0.035(2) Uani 1 1 d . . . H24 H 0.3656 0.1150 0.5863 0.042 Uiso 1 1 calc R . . C25 C 0.3120(4) -0.0811(15) 0.5684(8) 0.042(2) Uani 1 1 d . . . H25 H 0.3119 -0.0893 0.6392 0.050 Uiso 1 1 calc R . . C26 C 0.2809(4) -0.1876(14) 0.4958(7) 0.039(2) Uani 1 1 d . . . H26 H 0.2587 -0.2691 0.5167 0.047 Uiso 1 1 calc R . . C27 C 0.2810(3) -0.1785(13) 0.3921(7) 0.0323(19) Uani 1 1 d . . . H27 H 0.2594 -0.2543 0.3429 0.039 Uiso 1 1 calc R . . N3 N 0.1379(6) 0.201(3) 0.1671(12) 0.104(4) Uiso 1 1 d . . . C28 C 0.1430(5) 0.096(2) 0.2334(11) 0.073(4) Uiso 1 1 d . . . C29 C 0.1509(7) -0.030(3) 0.3144(13) 0.093(5) Uiso 1 1 d . . . H29A H 0.1195 -0.0914 0.3136 0.140 Uiso 1 1 calc R . . H29B H 0.1633 0.0332 0.3805 0.140 Uiso 1 1 calc R . . H29C H 0.1755 -0.1204 0.3060 0.140 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 0.0258(2) 0.0351(3) 0.0393(3) 0.000 0.01456(19) 0.000 Hg2 0.0397(3) 0.0280(3) 0.0503(3) 0.000 -0.0261(2) 0.000 Br1 0.0480(6) 0.0420(6) 0.0483(5) 0.0181(4) 0.0209(4) 0.0104(4) Br2 0.0664(8) 0.0755(9) 0.0742(8) 0.0385(8) -0.0359(7) -0.0506(8) N1 0.028(4) 0.046(5) 0.043(4) -0.008(4) 0.016(3) -0.010(4) N2 0.022(3) 0.027(4) 0.027(3) -0.007(3) -0.005(3) 0.004(3) O1 0.017(3) 0.046(4) 0.032(3) 0.003(3) 0.000(2) -0.009(3) C1 0.021(4) 0.014(3) 0.028(4) -0.002(3) -0.001(3) 0.002(3) C2 0.016(3) 0.013(4) 0.032(4) 0.000(3) -0.001(3) 0.000(3) C3 0.018(3) 0.013(4) 0.022(4) 0.000(3) 0.000(3) 0.001(3) C4 0.022(4) 0.012(4) 0.024(4) 0.000(3) 0.001(3) 0.000(3) C5 0.018(4) 0.017(4) 0.025(4) 0.000(3) 0.000(3) -0.001(3) C6 0.015(3) 0.015(4) 0.032(4) 0.002(3) 0.000(3) -0.004(3) C7 0.019(4) 0.014(3) 0.027(4) -0.002(3) -0.002(3) 0.001(3) C8 0.018(4) 0.018(4) 0.038(5) 0.000(3) -0.007(3) -0.003(3) C9 0.031(4) 0.020(4) 0.027(4) 0.002(3) -0.007(3) -0.009(3) C10 0.036(5) 0.020(4) 0.028(4) 0.001(3) 0.005(4) -0.005(3) C11 0.026(4) 0.019(4) 0.031(4) 0.005(3) 0.002(3) -0.002(3) C12 0.011(3) 0.018(4) 0.031(4) 0.000(3) -0.002(3) 0.000(3) C13 0.033(4) 0.026(4) 0.044(5) 0.008(4) 0.008(4) 0.004(5) C14 0.048(6) 0.049(6) 0.072(7) 0.039(6) 0.032(5) 0.015(5) C15 0.039(5) 0.045(6) 0.057(6) 0.021(5) 0.022(5) 0.006(4) C16 0.028(4) 0.022(4) 0.028(4) 0.003(3) -0.005(3) -0.006(3) C17 0.016(3) 0.015(4) 0.023(4) -0.005(3) 0.000(3) 0.002(3) C18 0.020(4) 0.024(4) 0.028(4) 0.001(3) 0.000(3) -0.001(3) C19 0.023(4) 0.040(5) 0.032(4) -0.003(4) 0.001(3) -0.008(4) C20 0.016(4) 0.045(5) 0.026(4) -0.005(4) -0.008(3) -0.005(4) C21 0.015(3) 0.029(4) 0.015(3) -0.005(3) 0.004(3) 0.000(3) C22 0.020(4) 0.018(4) 0.031(4) -0.001(3) 0.005(3) 0.005(3) C23 0.017(4) 0.025(5) 0.030(4) -0.002(3) 0.004(3) 0.003(3) C24 0.030(4) 0.041(5) 0.035(5) -0.002(4) 0.009(4) -0.001(4) C25 0.040(5) 0.054(7) 0.032(5) 0.001(4) 0.010(4) -0.006(5) C26 0.037(5) 0.041(5) 0.041(5) 0.004(5) 0.012(4) -0.005(4) C27 0.028(4) 0.030(5) 0.037(5) 0.001(4) 0.006(4) -0.007(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hg1 N1 2.402(8) 2_655 ? Hg1 N1 2.402(8) . ? Hg1 Br1 2.4885(10) 2_655 ? Hg1 Br1 2.4885(10) . ? Hg2 N2 2.392(7) 2_656 ? Hg2 N2 2.392(7) . ? Hg2 Br2 2.4477(13) . ? Hg2 Br2 2.4477(13) 2_656 ? N1 C16 1.302(12) . ? N1 C15 1.327(13) . ? N2 C20 1.318(12) . ? N2 C21 1.345(10) . ? O1 C1 1.207(10) . ? C1 C5 1.509(10) . ? C1 C2 1.522(12) . ? C2 C3 1.352(10) . ? C2 C6 1.472(11) . ? C3 C12 1.489(11) . ? C3 C4 1.497(10) . ? C4 C5 1.339(11) . ? C4 C17 1.475(10) . ? C5 C22 1.478(11) . ? C6 C7 1.393(11) . ? C6 C11 1.397(12) . ? C7 C8 1.399(11) . ? C8 C9 1.376(13) . ? C9 C10 1.389(13) . ? C10 C11 1.400(12) . ? C12 C16 1.387(12) . ? C12 C13 1.392(12) . ? C13 C14 1.387(12) . ? C14 C15 1.357(15) . ? C17 C18 1.376(11) . ? C17 C21 1.402(11) . ? C18 C19 1.391(11) . ? C19 C20 1.382(13) . ? C22 C27 1.384(12) . ? C22 C23 1.406(12) . ? C23 C24 1.365(12) . ? C24 C25 1.398(14) . ? C25 C26 1.368(14) . ? C26 C27 1.391(13) . ? N3 C28 1.16(2) . ? C28 C29 1.40(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 N1 Hg1 N1 82.4(4) 2_655 . ? N1 Hg1 Br1 99.06(19) 2_655 2_655 ? N1 Hg1 Br1 113.32(19) . 2_655 ? N1 Hg1 Br1 113.32(19) 2_655 . ? N1 Hg1 Br1 99.06(19) . . ? Br1 Hg1 Br1 136.85(5) 2_655 . ? N2 Hg2 N2 82.0(3) 2_656 . ? N2 Hg2 Br2 113.74(17) 2_656 . ? N2 Hg2 Br2 99.65(17) . . ? N2 Hg2 Br2 99.65(17) 2_656 2_656 ? N2 Hg2 Br2 113.74(17) . 2_656 ? Br2 Hg2 Br2 135.58(9) . 2_656 ? C16 N1 C15 118.2(9) . . ? C16 N1 Hg1 117.4(7) . . ? C15 N1 Hg1 124.0(6) . . ? C20 N2 C21 119.2(7) . . ? C20 N2 Hg2 122.5(5) . . ? C21 N2 Hg2 118.1(6) . . ? O1 C1 C5 126.1(8) . . ? O1 C1 C2 126.7(7) . . ? C5 C1 C2 107.2(6) . . ? C3 C2 C6 132.3(7) . . ? C3 C2 C1 105.3(7) . . ? C6 C2 C1 122.1(6) . . ? C2 C3 C12 128.1(7) . . ? C2 C3 C4 110.8(7) . . ? C12 C3 C4 121.0(6) . . ? C5 C4 C17 127.5(7) . . ? C5 C4 C3 110.2(7) . . ? C17 C4 C3 122.2(7) . . ? C4 C5 C22 130.5(7) . . ? C4 C5 C1 106.6(7) . . ? C22 C5 C1 122.8(7) . . ? C7 C6 C11 118.8(7) . . ? C7 C6 C2 120.2(7) . . ? C11 C6 C2 120.9(7) . . ? C6 C7 C8 119.9(8) . . ? C9 C8 C7 120.9(8) . . ? C8 C9 C10 120.0(7) . . ? C9 C10 C11 119.4(8) . . ? C6 C11 C10 121.0(8) . . ? C16 C12 C13 117.3(7) . . ? C16 C12 C3 120.1(7) . . ? C13 C12 C3 122.6(7) . . ? C14 C13 C12 117.8(9) . . ? C15 C14 C13 119.6(9) . . ? N1 C15 C14 122.7(9) . . ? N1 C16 C12 124.2(8) . . ? C18 C17 C21 118.0(7) . . ? C18 C17 C4 123.8(7) . . ? C21 C17 C4 118.1(7) . . ? C17 C18 C19 119.6(8) . . ? C20 C19 C18 118.5(8) . . ? N2 C20 C19 122.7(7) . . ? N2 C21 C17 122.0(7) . . ? C27 C22 C23 118.9(8) . . ? C27 C22 C5 121.8(8) . . ? C23 C22 C5 119.3(7) . . ? C24 C23 C22 120.3(8) . . ? C23 C24 C25 120.8(9) . . ? C26 C25 C24 118.9(9) . . ? C25 C26 C27 121.2(9) . . ? C22 C27 C26 119.9(9) . . ? N3 C28 C29 178.2(18) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.463 _refine_diff_density_min -1.689 _refine_diff_density_rms 0.157 #===END