# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2005 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Attila Kovacs' 'Ivana Radosavljevic Evans' 'Gerald Giester' 'J. Howard' 'Z.K. Jacimovic' 'V.M. Leovac' 'Denes Nemcsok' 'G. Pokol' 'K. Meszaros Szecsenyi' 'Zoran D. Tomic' _publ_contact_author_name 'Prof Attila Kovacs' _publ_contact_author_address ; Institute of General and Analytical Chemistry Budapest University of Technology and Economics Szt. Gellert ter 4 Budapest H-1111 HUNGARY ; _publ_contact_author_email AKOVACS@MAIL.BME.HU _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Structural, spectroscopic and computational studies of the HgL2Cl2 complex (L = 3,5-dimethyl-1-thiocarboxamide pyrazole) and the crystal structure of L ; data_PzCS _database_code_depnum_ccdc_archive 'CCDC 266480' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 3,5-dimethyl-1-thiocarboxamide pyrazole ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H9 N3 S' _chemical_formula_weight 155.22 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' S S 0.1246 0.1234 '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 8.413(2) _cell_length_b 9.333(2) _cell_length_c 10.846(2) _cell_angle_alpha 68.710(3) _cell_angle_beta 73.310(3) _cell_angle_gamma 76.700(3) _cell_volume 752.5(3) _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 ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.370 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 328 _exptl_absorpt_coefficient_mu 0.354 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 ? _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 6836 _diffrn_reflns_av_R_equivalents 0.0236 _diffrn_reflns_av_sigmaI/netI 0.0472 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 28.28 _reflns_number_total 3698 _reflns_number_gt 2850 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0421P)^2^+0.4300P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3698 _refine_ls_number_parameters 185 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0597 _refine_ls_R_factor_gt 0.0397 _refine_ls_wR_factor_ref 0.1038 _refine_ls_wR_factor_gt 0.0956 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 S11 S 0.04743(5) 0.21780(5) 0.50524(5) 0.02163(13) Uani 1 1 d . . . S1 S 0.91725(6) 0.62390(6) 0.16384(5) 0.02848(14) Uani 1 1 d . . . N1 N 0.60783(18) 0.76825(17) 0.13008(15) 0.0184(3) Uani 1 1 d . . . N12 N 0.52600(18) 0.13886(17) 0.33132(15) 0.0187(3) Uani 1 1 d . . . N3 N 0.7226(2) 0.83779(19) 0.26417(17) 0.0265(4) Uani 1 1 d . . . H3 H 0.7921 0.8266 0.3220 0.032 Uiso 1 1 d R . . H4 H 0.6298 0.9163 0.2674 0.032 Uiso 1 1 d R . . N11 N 0.37427(18) 0.21948(17) 0.37983(15) 0.0174(3) Uani 1 1 d . . . N13 N 0.24928(19) 0.02364(19) 0.38351(16) 0.0252(4) Uani 1 1 d . . . H2 H 0.3403 0.0048 0.3276 0.030 Uiso 1 1 d R . . H1 H 0.1629 -0.0232 0.4031 0.030 Uiso 1 1 d R . . N2 N 0.46099(18) 0.85972(17) 0.17247(15) 0.0194(3) Uani 1 1 d . . . C4 C 0.7444(2) 0.7485(2) 0.18732(18) 0.0200(4) Uani 1 1 d . . . C11 C 0.6385(2) 0.2305(2) 0.30532(18) 0.0192(4) Uani 1 1 d . . . C12 C 0.5625(2) 0.3691(2) 0.33472(19) 0.0220(4) Uani 1 1 d . . . H5 H 0.6124 0.4605 0.3175 0.026 Uiso 1 1 d R . . C13 C 0.3953(2) 0.3631(2) 0.38098(18) 0.0207(4) Uani 1 1 d . . . C2 C 0.4302(2) 0.7628(2) 0.01910(19) 0.0232(4) Uani 1 1 d . . . H6 H 0.3769 0.7434 -0.0393 0.028 Uiso 1 1 d R . . C14 C 0.2296(2) 0.1487(2) 0.41897(17) 0.0177(4) Uani 1 1 d . . . C1 C 0.3553(2) 0.8553(2) 0.10466(18) 0.0204(4) Uani 1 1 d . . . C3 C 0.5896(2) 0.7096(2) 0.03448(18) 0.0221(4) Uani 1 1 d . . . C15 C 0.8203(2) 0.1865(2) 0.2495(2) 0.0243(4) Uani 1 1 d . . . H16 H 0.8326 0.1102 0.2061 0.036 Uiso 1 1 calc R . . H18 H 0.8784 0.1443 0.3220 0.036 Uiso 1 1 calc R . . H17 H 0.8665 0.2769 0.1844 0.036 Uiso 1 1 calc R . . C6 C 0.7205(3) 0.6122(2) -0.0382(2) 0.0305(5) Uani 1 1 d . . . H12 H 0.6759 0.5924 -0.1017 0.046 Uiso 1 1 calc R . . H11 H 0.7540 0.5155 0.0263 0.046 Uiso 1 1 calc R . . H10 H 0.8158 0.6660 -0.0861 0.046 Uiso 1 1 calc R . . C5 C 0.1800(2) 0.9387(2) 0.1226(2) 0.0263(4) Uani 1 1 d . . . H7 H 0.1733 1.0201 0.1591 0.040 Uiso 1 1 calc R . . H9 H 0.1048 0.8669 0.1840 0.040 Uiso 1 1 calc R . . H8 H 0.1493 0.9827 0.0364 0.040 Uiso 1 1 calc R . . C16 C 0.2616(2) 0.4866(2) 0.4163(2) 0.0283(4) Uani 1 1 d . . . H15 H 0.3093 0.5795 0.3936 0.042 Uiso 1 1 calc R . . H14 H 0.2123 0.4524 0.5118 0.042 Uiso 1 1 calc R . . H13 H 0.1770 0.5076 0.3662 0.042 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 S11 0.0144(2) 0.0257(3) 0.0272(3) -0.0138(2) -0.00128(18) -0.00283(18) S1 0.0196(3) 0.0275(3) 0.0415(3) -0.0177(2) -0.0074(2) 0.0024(2) N1 0.0169(7) 0.0201(8) 0.0194(7) -0.0091(6) -0.0022(6) -0.0025(6) N12 0.0145(7) 0.0219(8) 0.0198(8) -0.0083(6) -0.0024(6) -0.0017(6) N3 0.0216(8) 0.0315(9) 0.0353(9) -0.0208(8) -0.0125(7) 0.0037(7) N11 0.0133(7) 0.0185(7) 0.0214(8) -0.0088(6) -0.0021(6) -0.0024(6) N13 0.0160(8) 0.0305(9) 0.0349(9) -0.0211(8) 0.0037(7) -0.0086(7) N2 0.0155(7) 0.0211(8) 0.0220(8) -0.0090(6) -0.0018(6) -0.0027(6) C4 0.0177(9) 0.0203(9) 0.0218(9) -0.0064(7) -0.0021(7) -0.0057(7) C11 0.0176(9) 0.0223(9) 0.0178(9) -0.0043(7) -0.0045(7) -0.0058(7) C12 0.0211(9) 0.0197(9) 0.0253(10) -0.0064(8) -0.0028(7) -0.0074(7) C13 0.0233(9) 0.0182(9) 0.0203(9) -0.0059(7) -0.0032(7) -0.0048(7) C2 0.0273(10) 0.0257(10) 0.0204(9) -0.0078(8) -0.0078(8) -0.0070(8) C14 0.0163(9) 0.0217(9) 0.0167(8) -0.0078(7) -0.0036(7) -0.0030(7) C1 0.0207(9) 0.0209(9) 0.0182(9) -0.0021(7) -0.0047(7) -0.0069(7) C3 0.0282(10) 0.0200(9) 0.0189(9) -0.0066(7) -0.0042(7) -0.0054(8) C15 0.0173(9) 0.0258(10) 0.0279(10) -0.0063(8) -0.0036(8) -0.0050(8) C6 0.0348(12) 0.0321(11) 0.0279(10) -0.0181(9) -0.0053(9) 0.0008(9) C5 0.0192(9) 0.0338(11) 0.0259(10) -0.0088(8) -0.0061(8) -0.0033(8) C16 0.0262(10) 0.0193(9) 0.0376(11) -0.0112(9) -0.0012(9) -0.0042(8) _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 S11 C14 1.6735(18) . ? S1 C4 1.6602(19) . ? N1 N2 1.393(2) . ? N1 C3 1.393(2) . ? N1 C4 1.403(2) . ? N12 C11 1.323(2) . ? N12 N11 1.390(2) . ? N3 C4 1.330(2) . ? N3 H3 0.9383 . ? N3 H4 0.9423 . ? N11 C13 1.397(2) . ? N11 C14 1.403(2) . ? N13 C14 1.318(2) . ? N13 H2 0.8570 . ? N13 H1 0.8687 . ? N2 C1 1.322(2) . ? C11 C12 1.410(3) . ? C11 C15 1.494(2) . ? C12 C13 1.358(3) . ? C12 H5 0.9707 . ? C13 C16 1.489(3) . ? C2 C3 1.355(3) . ? C2 C1 1.414(3) . ? C2 H6 0.9584 . ? C1 C5 1.495(3) . ? C3 C6 1.491(3) . ? C15 H16 0.9600 . ? C15 H18 0.9600 . ? C15 H17 0.9600 . ? C6 H12 0.9600 . ? C6 H11 0.9600 . ? C6 H10 0.9600 . ? C5 H7 0.9600 . ? C5 H9 0.9600 . ? C5 H8 0.9600 . ? C16 H15 0.9600 . ? C16 H14 0.9600 . ? C16 H13 0.9600 . ? 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 N2 N1 C3 110.97(14) . . ? N2 N1 C4 118.08(14) . . ? C3 N1 C4 130.94(16) . . ? C11 N12 N11 104.73(14) . . ? C4 N3 H3 124.7 . . ? C4 N3 H4 121.0 . . ? H3 N3 H4 114.3 . . ? N12 N11 C13 111.38(14) . . ? N12 N11 C14 117.92(14) . . ? C13 N11 C14 130.70(15) . . ? C14 N13 H2 117.5 . . ? C14 N13 H1 118.6 . . ? H2 N13 H1 122.5 . . ? C1 N2 N1 104.83(14) . . ? N3 C4 N1 113.88(16) . . ? N3 C4 S1 122.56(14) . . ? N1 C4 S1 123.55(14) . . ? N12 C11 C12 111.12(16) . . ? N12 C11 C15 121.88(16) . . ? C12 C11 C15 126.98(16) . . ? C13 C12 C11 107.80(16) . . ? C13 C12 H5 123.0 . . ? C11 C12 H5 128.9 . . ? C12 C13 N11 104.96(16) . . ? C12 C13 C16 127.72(17) . . ? N11 C13 C16 127.20(16) . . ? C3 C2 C1 107.26(16) . . ? C3 C2 H6 127.2 . . ? C1 C2 H6 125.6 . . ? N13 C14 N11 114.79(15) . . ? N13 C14 S11 123.05(14) . . ? N11 C14 S11 122.16(13) . . ? N2 C1 C2 111.21(17) . . ? N2 C1 C5 121.81(17) . . ? C2 C1 C5 126.97(17) . . ? C2 C3 N1 105.71(16) . . ? C2 C3 C6 127.39(17) . . ? N1 C3 C6 126.87(17) . . ? C11 C15 H16 109.5 . . ? C11 C15 H18 109.5 . . ? H16 C15 H18 109.5 . . ? C11 C15 H17 109.5 . . ? H16 C15 H17 109.5 . . ? H18 C15 H17 109.5 . . ? C3 C6 H12 109.5 . . ? C3 C6 H11 109.5 . . ? H12 C6 H11 109.5 . . ? C3 C6 H10 109.5 . . ? H12 C6 H10 109.5 . . ? H11 C6 H10 109.5 . . ? C1 C5 H7 109.5 . . ? C1 C5 H9 109.5 . . ? H7 C5 H9 109.5 . . ? C1 C5 H8 109.5 . . ? H7 C5 H8 109.5 . . ? H9 C5 H8 109.5 . . ? C13 C16 H15 109.5 . . ? C13 C16 H14 109.5 . . ? H15 C16 H14 109.5 . . ? C13 C16 H13 109.5 . . ? H15 C16 H13 109.5 . . ? H14 C16 H13 109.5 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.749 _refine_diff_density_min -0.424 _refine_diff_density_rms 0.064 data_CRYSTALS_cif _database_code_depnum_ccdc_archive 'CCDC 266481' _audit_creation_date 04-05-08 _audit_creation_method CRYSTALS_ver_12-03-99 # 020_p-1 in P-1 # Check this file using the IUCr facility at: # http://www/iucr.ac.uk/iucr-top/journals/acta/c/services/checkcif.html #**************************************************************************** # The contents of this file between this point and the next ***** line # are held in the file REFCIF.DAT # This is a character file which you may edit to reflect local conditions # # Items which need looking at are represented by a '?' # Items for which there are choices are prefixed with 'choose from' # #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment noref #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Betteridge et al., 2003) ; _computing_publication_material ; CRYSTALS ; _computing_molecular_graphics ; ATOMS (Shape Software, 2000.) ; #============================================================= _cell_length_a 8.8204(15) _cell_angle_alpha 82.063(3) _cell_length_b 9.9196(16) _cell_angle_beta 80.698(3) _cell_length_c 11.1329(18) _cell_angle_gamma 83.015(3) _cell_volume 947.1(3) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'S ' 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B 'Hg ' -2.3894 9.2266 20.6809 0.5450 19.0417 8.4484 21.6575 1.5729 5.9676 38.3246 12.6089 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 2 _chemical_formula_sum ' C12 H18 Cl2 Hg1 N6 S2 ' _chemical_formula_moiety ' C12 H18 Cl2 Hg1 N6 S2 ' _chemical_compound_source ; ? ; _chemical_formula_weight 581.94 _cell_measurement_reflns_used 9340 _cell_measurement_theta_min 5.250 _cell_measurement_theta_max 61.970 _cell_measurement_temperature 120 _exptl_crystal_description ' prism ' _exptl_crystal_colour ' colourless ' _exptl_crystal_size_min 0.04 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_max 0.30 _exptl_crystal_density_diffrn 2.040 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 556 _exptl_absorpt_coefficient_mu 8.634 _diffrn_measurement_device_type ; Bruker SMART ; _diffrn_radiation_monochromator graphite _computing_data_collection ; SMART (Siemens, 1993) ; _computing_data_reduction ; SAINT (Siemens ,1995) ; _computing_cell_refinement ; SAINT (Siemens ,1995) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Siemens, 1996) ; _exptl_absorpt_correction_T_min 0.582 _exptl_absorpt_correction_T_max 1.000 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 120 _diffrn_reflns_number 12512 _reflns_number_total 5533 _diffrn_reflns_av_R_equivalents 0.03 # Number of reflections with Friedels Law is 5533 # Number of reflections without Friedels Law is 9907 # Theoretical number of reflections is about 6031 _diffrn_reflns_theta_min 1.867 _diffrn_reflns_theta_max 30.985 _diffrn_measured_fraction_theta_max 0.919 _diffrn_reflns_theta_full 27.577 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _reflns_limit_h_min -12 _reflns_limit_h_max 12 _reflns_limit_k_min -14 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 15 _refine_diff_density_min -1.93 _refine_diff_density_max 2.09 _refine_ls_number_reflns 5171 _refine_ls_number_restraints 0 _refine_ls_number_parameters 208 #_refine_ls_R_factor_ref 0.0268 _refine_ls_wR_factor_ref 0.0694 _refine_ls_goodness_of_fit_ref 1.0027 #_reflns_number_all 5519 _refine_ls_R_factor_all 0.0292 _refine_ls_wR_factor_all 0.0696 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>2.00u(I) _reflns_number_gt 5171 _refine_ls_R_factor_gt 0.0268 _refine_ls_wR_factor_gt 0.0694 _refine_ls_shift/su_max 0.004173 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method,Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 4.34 5.89 2.32 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Siemens Industrial Automation, Inc (1993) SMART: Area-Detector Software Package; Madison, WI. Siemens Industrial Automation, Inc (1995). SAINT: Area-Detector Integration Software.; Madison, WI. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Hg1 Hg 0.254189(10) 0.410661(9) 1.111725(8) 0.0166 1.0000 Uani . . . . . . Cl1 Cl 0.35165(7) 0.63807(7) 1.04543(6) 0.0179 1.0000 Uani . . . . . . S1 S 0.31733(8) 0.32947(8) 1.32961(6) 0.0205 1.0000 Uani . . . . . . C1 C 0.7369(3) 0.3261(3) 1.5596(2) 0.0201 1.0000 Uani . . . . . . C2 C 0.5958(4) 0.3100(3) 1.6416(3) 0.0220 1.0000 Uani . . . . . . C3 C 0.4813(3) 0.3172(3) 1.5712(2) 0.0191 1.0000 Uani . . . . . . C4 C 0.5007(3) 0.3563(3) 1.3379(2) 0.0164 1.0000 Uani . . . . . . C5 C 0.8956(4) 0.3288(3) 1.5891(3) 0.0268 1.0000 Uani . . . . . . C6 C 0.3131(3) 0.3081(3) 1.6124(3) 0.0229 1.0000 Uani . . . . . . N1 N 0.5557(3) 0.3348(2) 1.4500(2) 0.0164 1.0000 Uani . . . . . . N2 N 0.7134(3) 0.3404(3) 1.4449(2) 0.0201 1.0000 Uani . . . . . . N3 N 0.6026(3) 0.3945(3) 1.2434(2) 0.0198 1.0000 Uani . . . . . . S11 S 0.30770(8) 0.22774(8) 0.97436(7) 0.0208 1.0000 Uani . . . . . . C11 C 0.0205(4) -0.0145(3) 0.7564(3) 0.0237 1.0000 Uani . . . . . . C12 C 0.1800(4) -0.0641(3) 0.7399(3) 0.0250 1.0000 Uani . . . . . . C13 C 0.2502(4) 0.0013(3) 0.8122(3) 0.0216 1.0000 Uani . . . . . . C14 C 0.1343(3) 0.1847(3) 0.9489(3) 0.0178 1.0000 Uani . . . . . . C15 C -0.1038(5) -0.0547(4) 0.6975(4) 0.0357 1.0000 Uani . . . . . . C16 C 0.4151(4) -0.0206(4) 0.8320(4) 0.0326 1.0000 Uani . . . . . . N11 N 0.1335(3) 0.0878(3) 0.8697(2) 0.0170 1.0000 Uani . . . . . . N12 N -0.0080(3) 0.0760(3) 0.8359(2) 0.0217 1.0000 Uani . . . . . . N13 N -0.0011(3) 0.2392(3) 0.9940(2) 0.0199 1.0000 Uani . . . . . . Cl11 Cl -0.03282(7) 0.45983(7) 1.18196(6) 0.0218 1.0000 Uani . . . . . . H1 H 0.8961(4) 0.4070(3) 1.6371(3) 0.0352 1.0000 Uiso R . . . . . H2 H 0.9275(4) 0.2412(3) 1.6387(3) 0.0352 1.0000 Uiso R . . . . . H3 H 0.9700(4) 0.3412(3) 1.5113(3) 0.0352 1.0000 Uiso R . . . . . H4 H 0.2806(3) 0.2284(3) 1.5793(3) 0.0282 1.0000 Uiso R . . . . . H5 H 0.2535(3) 0.3941(3) 1.5802(3) 0.0282 1.0000 Uiso R . . . . . H6 H 0.2916(3) 0.2948(3) 1.7036(3) 0.0282 1.0000 Uiso R . . . . . H7 H 0.5726(3) 0.4123(3) 1.1590(2) 0.0254 1.0000 Uiso R . . . . . H8 H 0.7103(3) 0.4062(3) 1.2549(2) 0.0254 1.0000 Uiso R . . . . . H9 H 0.4330(4) 0.0418(4) 0.8910(4) 0.0385 1.0000 Uiso R . . . . . H11 H -0.0603(5) -0.1233(4) 0.6398(4) 0.0456 1.0000 Uiso R . . . . . H12 H -0.1533(5) 0.0284(4) 0.6500(4) 0.0456 1.0000 Uiso R . . . . . H13 H -0.1844(5) -0.0949(4) 0.7616(4) 0.0456 1.0000 Uiso R . . . . . H14 H 0.5837(4) 0.2968(3) 1.7336(3) 0.0276 1.0000 Uiso R . . . . . H15 H 0.4416(4) -0.1179(4) 0.8669(4) 0.0385 1.0000 Uiso R . . . . . H16 H 0.4842(4) -0.0003(4) 0.7524(4) 0.0385 1.0000 Uiso R . . . . . H17 H -0.0089(3) 0.3109(3) 1.0507(2) 0.0235 1.0000 Uiso R . . . . . H18 H -0.0962(3) 0.2120(3) 0.9705(2) 0.0235 1.0000 Uiso R . . . . . H19 H 0.2308(4) -0.1332(3) 0.6836(3) 0.0305 1.0000 Uiso 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 0.01526(7) 0.01973(7) 0.01612(7) -0.00610(4) -0.00305(4) -0.00201(4) Cl1 0.0166(2) 0.0218(3) 0.0165(3) -0.0056(2) -0.0024(2) -0.0029(2) S1 0.0187(3) 0.0294(3) 0.0153(3) -0.0031(2) -0.0044(2) -0.0071(2) C1 0.0272(13) 0.0183(11) 0.0167(11) -0.0037(9) -0.0086(10) -0.0006(9) C2 0.0261(13) 0.0235(13) 0.0180(12) -0.0037(9) -0.0073(10) -0.0024(10) C3 0.0260(12) 0.0191(11) 0.0123(10) -0.0026(8) -0.0024(9) -0.0024(10) C4 0.0187(11) 0.0177(11) 0.0139(11) -0.0063(8) -0.0035(9) -0.0003(8) C5 0.0276(14) 0.0270(14) 0.0294(15) -0.0043(11) -0.0157(12) -0.0009(11) C6 0.0245(12) 0.0297(14) 0.0150(11) -0.0063(9) 0.0016(9) -0.0072(10) N1 0.0174(9) 0.0205(10) 0.0125(9) -0.0048(7) -0.0033(7) -0.0025(8) N2 0.0195(10) 0.0222(11) 0.0197(11) -0.0058(8) -0.0041(8) -0.0014(8) N3 0.0186(10) 0.0300(12) 0.0131(9) -0.0067(8) -0.0039(8) -0.0047(8) S11 0.0153(3) 0.0267(3) 0.0229(3) -0.0126(2) -0.0046(2) 0.0011(2) C11 0.0340(15) 0.0189(12) 0.0218(13) -0.0031(9) -0.0108(11) -0.0076(10) C12 0.0315(14) 0.0198(12) 0.0259(14) -0.0087(10) -0.0058(12) -0.0027(10) C13 0.0263(13) 0.0158(11) 0.0229(12) -0.0059(9) -0.0034(10) 0.0016(10) C14 0.0179(12) 0.0198(11) 0.0167(11) -0.0024(9) -0.0050(9) -0.0024(9) C15 0.0426(19) 0.0381(18) 0.0342(17) -0.0103(14) -0.0149(15) -0.0153(15) C16 0.0242(15) 0.0294(16) 0.047(2) -0.0192(14) -0.0073(14) 0.0056(12) N11 0.0176(10) 0.0192(10) 0.0161(10) -0.0044(8) -0.0052(8) -0.0031(8) N12 0.0229(11) 0.0233(11) 0.0219(11) -0.0036(9) -0.0095(9) -0.0050(9) N13 0.0169(10) 0.0225(10) 0.0214(11) -0.0051(8) -0.0044(8) -0.0010(8) Cl11 0.0157(3) 0.0274(3) 0.0228(3) -0.0092(2) 0.0014(2) -0.0028(2) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Hg1 . Cl1 . 2.4858(7) yes Hg1 . S1 . 2.5750(8) yes Hg1 . S11 . 2.4857(8) yes Hg1 . Cl11 . 2.5344(8) yes S1 . C4 . 1.690(3) yes C1 . C2 . 1.431(4) yes C1 . C5 . 1.493(4) yes C1 . N2 . 1.312(4) yes C2 . C3 . 1.365(4) yes C2 . H14 . 1.005 no C3 . C6 . 1.490(4) yes C3 . N1 . 1.399(3) yes C4 . N1 . 1.391(3) yes C4 . N3 . 1.314(3) yes C5 . H1 . 1.002 no C5 . H2 . 0.999 no C5 . H3 . 1.001 no C6 . H4 . 1.006 no C6 . H5 . 1.000 no C6 . H6 . 0.995 no N1 . N2 . 1.391(3) yes N3 . H7 . 1.003 no N3 . H8 . 1.000 no S11 . C14 . 1.713(3) yes C11 . C12 . 1.424(5) yes C11 . C15 . 1.485(4) yes C11 . N12 . 1.321(4) yes C12 . C13 . 1.363(4) yes C12 . H19 . 1.009 no C13 . C16 . 1.491(4) yes C13 . N11 . 1.389(4) yes C14 . N11 . 1.392(4) yes C14 . N13 . 1.302(4) yes C15 . H11 . 0.999 no C15 . H12 . 1.008 no C15 . H13 . 1.000 no C16 . H9 . 1.005 no C16 . H15 . 1.004 no C16 . H16 . 1.002 no N11 . N12 . 1.383(3) yes N13 . H17 . 1.003 no N13 . H18 . 0.995 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag Cl1 . Hg1 . S1 . 107.75(2) yes Cl1 . Hg1 . S11 . 120.97(2) yes S1 . Hg1 . S11 . 113.43(3) yes Cl1 . Hg1 . Cl11 . 105.58(3) yes S1 . Hg1 . Cl11 . 94.14(3) yes S11 . Hg1 . Cl11 . 111.44(2) yes Hg1 . S1 . C4 . 110.06(9) yes C2 . C1 . C5 . 128.9(3) yes C2 . C1 . N2 . 111.1(3) yes C5 . C1 . N2 . 120.0(3) yes C1 . C2 . C3 . 107.1(3) yes C1 . C2 . H14 . 126.227 no C3 . C2 . H14 . 126.677 no C2 . C3 . C6 . 128.2(3) yes C2 . C3 . N1 . 105.0(2) yes C6 . C3 . N1 . 126.7(2) yes S1 . C4 . N1 . 120.5(2) yes S1 . C4 . N3 . 124.7(2) yes N1 . C4 . N3 . 114.7(2) yes C1 . C5 . H1 . 109.240 no C1 . C5 . H2 . 109.888 no H1 . C5 . H2 . 109.398 no C1 . C5 . H3 . 109.578 no H1 . C5 . H3 . 109.208 no H2 . C5 . H3 . 109.512 no C3 . C6 . H4 . 109.279 no C3 . C6 . H5 . 109.406 no H4 . C6 . H5 . 108.993 no C3 . C6 . H6 . 109.924 no H4 . C6 . H6 . 109.345 no H5 . C6 . H6 . 109.875 no C3 . N1 . C4 . 132.4(2) yes C3 . N1 . N2 . 111.5(2) yes C4 . N1 . N2 . 115.9(2) yes N1 . N2 . C1 . 105.2(2) yes C4 . N3 . H7 . 119.937 no C4 . N3 . H8 . 120.432 no H7 . N3 . H8 . 119.631 no Hg1 . S11 . C14 . 108.02(10) yes C12 . C11 . C15 . 127.6(3) yes C12 . C11 . N12 . 110.7(3) yes C15 . C11 . N12 . 121.7(3) yes C11 . C12 . C13 . 107.1(3) yes C11 . C12 . H19 . 125.960 no C13 . C12 . H19 . 126.885 no C12 . C13 . C16 . 127.7(3) yes C12 . C13 . N11 . 105.3(3) yes C16 . C13 . N11 . 126.9(3) yes S11 . C14 . N11 . 119.1(2) yes S11 . C14 . N13 . 125.5(2) yes N11 . C14 . N13 . 115.4(2) yes C11 . C15 . H11 . 110.231 no C11 . C15 . H12 . 109.549 no H11 . C15 . H12 . 108.869 no C11 . C15 . H13 . 109.793 no H11 . C15 . H13 . 109.544 no H12 . C15 . H13 . 108.828 no C13 . C16 . H9 . 109.677 no C13 . C16 . H15 . 110.190 no H9 . C16 . H15 . 108.808 no C13 . C16 . H16 . 110.102 no H9 . C16 . H16 . 108.985 no H15 . C16 . H16 . 109.050 no C14 . N11 . C13 . 132.4(2) yes C14 . N11 . N12 . 115.9(2) yes C13 . N11 . N12 . 111.6(2) yes N11 . N12 . C11 . 105.3(3) yes C14 . N13 . H17 . 119.647 no C14 . N13 . H18 . 120.206 no H17 . N13 . H18 . 120.122 no