# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_fdd2 _database_code_depnum_ccdc_archive 'CCDC 913988' #TrackingRef 'web_deposit_cif_file_0_MiquelBarcelo-Oliver_1354662008.compound 1.cif' _audit_creation_date 2010-05-20T12:15:46-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C80 H112 F8 Hg4 N16 O16, 6(O H2)' _chemical_formula_sum 'C80 H124 F8 Hg4 N16 O22' _chemical_formula_weight 2616.28 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'F d d 2' _symmetry_space_group_name_Hall 'F 2 -2d' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' _cell_length_a 58.4476(5) _cell_length_b 18.5147(2) _cell_length_c 18.2492(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 19748.2(3) _cell_formula_units_Z 8 _cell_measurement_reflns_used 55037 _cell_measurement_theta_min 2.5917 _cell_measurement_theta_max 32.6800 _cell_measurement_temperature 183(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.23 _exptl_crystal_density_diffrn 1.76 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 10272 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 6.288 _exptl_absorpt_correction_T_min 0.98681 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 183(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 Ruby' _diffrn_measurement_method '/o oscillation scan' _diffrn_detector_area_resol_mean 10.4498 _diffrn_reflns_av_R_equivalents 0.0564 _diffrn_reflns_av_unetI/netI 0.0402 _diffrn_reflns_number 135863 _diffrn_reflns_limit_h_min -84 _diffrn_reflns_limit_h_max 84 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.6 _diffrn_reflns_theta_max 31 _diffrn_reflns_theta_full 31 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 15709 _reflns_number_gt 12294 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlis RED (Oxford, 2007)' _computing_cell_refinement 'CrysAlis RED (Oxford, 2007)' _computing_data_reduction 'CrysAlis RED (Oxford, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0324P)^2^+465.8400P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 15709 _refine_ls_number_parameters 775 _refine_ls_number_restraints 463 _refine_ls_R_factor_all 0.0764 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1195 _refine_ls_wR_factor_gt 0.1126 _refine_ls_goodness_of_fit_ref 1.204 _refine_ls_restrained_S_all 1.212 _refine_ls_shift/su_max 0.024 _refine_ls_shift/su_mean 0.002 _refine_ls_abs_structure_details 'Flack (1983), 7619 Friedel pairs' _refine_ls_abs_structure_Flack 0.331(4) _refine_diff_density_max 2.418 _refine_diff_density_min -2.608 _refine_diff_density_rms 0.175 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' 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 0.0361130(10) -0.005516(5) 0.294729(7) 0.03031(2) Uani 1 1 d D A . N1 N 0.01829(3) -0.11200(8) 0.09989(11) 0.0374(6) Uani 1 1 d D . . C2 C 0.01709(4) -0.08165(7) 0.16778(11) 0.0289(6) Uani 1 1 d D A . O2 O -0.00014(3) -0.08441(10) 0.20623(10) 0.0335(5) Uani 1 1 d D . . N3 N 0.03704(3) -0.05267(11) 0.19522(11) 0.0297(5) Uani 1 1 d D . . C4 C 0.05831(4) -0.05201(15) 0.15857(16) 0.0382(7) Uani 1 1 d D A . O4 O 0.07521(3) -0.02739(12) 0.18853(12) 0.0483(6) Uani 1 1 d D . . C5 C 0.05694(5) -0.0826(2) 0.08665(18) 0.0591(10) Uani 1 1 d D . . F5 F 0.07691(3) -0.08524(13) 0.05067(12) 0.0875(7) Uani 1 1 d D A . C6 C 0.03766(5) -0.11049(18) 0.05972(17) 0.0519(9) Uani 1 1 d D A . H6 H 0.0376 -0.1296 0.0114 0.062 Uiso 1 1 calc R . . C7 C -0.00317(4) -0.14634(15) 0.06911(16) 0.0466(8) Uani 0.5 1 d PD A 1 H7A H -0.0096 -0.1803 0.1056 0.056 Uiso 0.5 1 calc PR A 1 H7B H 0.0008 -0.1743 0.0246 0.056 Uiso 0.5 1 calc PR A 1 C8 C -0.02100(6) -0.0898(2) 0.0500(3) 0.0376(11) Uani 0.5 1 d PDU A 1 H8A H -0.0277 -0.0706 0.0958 0.045 Uiso 0.5 1 calc PR A 1 H8B H -0.0135 -0.0492 0.0242 0.045 Uiso 0.5 1 calc PR A 1 C9 C -0.03982(9) -0.1193(4) 0.0024(2) 0.0689(14) Uani 0.5 1 d PDU A 1 H9A H -0.0527 -0.0844 0.0014 0.083 Uiso 0.5 1 calc PR A 1 H9B H -0.0456 -0.1649 0.0239 0.083 Uiso 0.5 1 calc PR A 1 C10 C -0.03168(14) -0.1337(3) -0.0767(2) 0.0743(14) Uani 0.5 1 d PDU A 1 H10A H -0.0159 -0.153 -0.0751 0.089 Uiso 0.5 1 calc PR A 1 H10B H -0.0416 -0.1713 -0.0987 0.089 Uiso 0.5 1 calc PR A 1 C11 C -0.0320(2) -0.0677(3) -0.1254(3) 0.1004(16) Uani 0.5 1 d PDU A 1 H11A H -0.0461 -0.0397 -0.1151 0.12 Uiso 0.5 1 calc PR A 1 H11B H -0.0188 -0.0367 -0.113 0.12 Uiso 0.5 1 calc PR A 1 C12 C -0.03123(7) -0.0852(2) -0.2063(2) 0.0332(7) Uani 0.5 1 d PDU A 1 H12A H -0.0306 -0.1377 -0.2128 0.05 Uiso 0.5 1 calc PR A 1 H12B H -0.0176 -0.063 -0.2281 0.05 Uiso 0.5 1 calc PR A 1 H12C H -0.045 -0.0662 -0.2303 0.05 Uiso 0.5 1 calc PR A 1 N21 N 0.01853(3) 0.10856(8) 0.48474(10) 0.0354(6) Uani 1 1 d D . . C22 C 0.01825(4) 0.07622(7) 0.41712(11) 0.0329(7) Uani 1 1 d D A . O22 O 0.00203(3) 0.08137(11) 0.37609(10) 0.0351(5) Uani 1 1 d D . . N23 N 0.03792(3) 0.04145(12) 0.39621(12) 0.0341(6) Uani 1 1 d D . . C24 C 0.05767(5) 0.03737(15) 0.43447(17) 0.0386(8) Uani 1 1 d D A . O24 O 0.07468(3) 0.00822(12) 0.41011(13) 0.0510(6) Uani 1 1 d D . . C25 C 0.05653(5) 0.07202(17) 0.50580(16) 0.0436(8) Uani 1 1 d D . . F25 F 0.07573(3) 0.06838(12) 0.54750(13) 0.0767(6) Uani 1 1 d D A . C26 C 0.03803(5) 0.10571(18) 0.52805(15) 0.0504(9) Uani 1 1 d D A . H26 H 0.038 0.1286 0.5747 0.06 Uiso 1 1 calc R . . C27 C -0.00197(5) 0.14774(17) 0.51104(15) 0.0471(8) Uani 0.5 1 d PD B 3 H27A H -0.0114 0.1625 0.4684 0.056 Uiso 0.5 1 calc PR B 3 H27B H 0.0029 0.1921 0.537 0.056 Uiso 0.5 1 calc PR B 3 C28 C -0.01609(9) 0.1028(4) 0.5611(4) 0.1428(18) Uani 0.5 1 d PDU B 3 H28A H -0.0067 0.0864 0.603 0.171 Uiso 0.5 1 calc PR B 3 H28B H -0.0217 0.0595 0.5348 0.171 Uiso 0.5 1 calc PR B 3 C29 C -0.03639(9) 0.1468(4) 0.5891(4) 0.1536(17) Uani 0.5 1 d PDU B 3 H29A H -0.0308 0.191 0.6138 0.184 Uiso 0.5 1 calc PR B 3 H29B H -0.0462 0.1615 0.5474 0.184 Uiso 0.5 1 calc PR B 3 C30 C -0.05007(10) 0.1023(4) 0.6419(3) 0.1628(16) Uani 0.5 1 d PDU B 3 H30A H -0.0569 0.0616 0.6142 0.195 Uiso 0.5 1 calc PR B 3 H30B H -0.0393 0.0812 0.6779 0.195 Uiso 0.5 1 calc PR B 3 C31 C -0.06895(12) 0.1381(5) 0.6839(3) 0.1701(17) Uani 0.5 1 d PDU B 3 H31A H -0.0839 0.1294 0.6598 0.204 Uiso 0.5 1 calc PR B 3 H31B H -0.0663 0.1908 0.6867 0.204 Uiso 0.5 1 calc PR B 3 C32 C -0.0687(2) 0.1049(6) 0.7603(3) 0.1653(19) Uani 0.5 1 d PDU B 3 H32A H -0.0783 0.0615 0.7607 0.248 Uiso 0.5 1 calc PR B 3 H32B H -0.0747 0.1399 0.7957 0.248 Uiso 0.5 1 calc PR B 3 H32C H -0.053 0.0921 0.7736 0.248 Uiso 0.5 1 calc PR B 3 Hg2 Hg 0.0020480(10) 0.203727(4) 0.293278(7) 0.03015(2) Uani 1 1 d D C . N41 N -0.07000(3) 0.19576(8) 0.28547(11) 0.0572(7) Uani 1 1 d D . . C42 C -0.04743(4) 0.18492(7) 0.31076(11) 0.0394(8) Uani 1 1 d D C . O42 O -0.04212(3) 0.15173(14) 0.36541(13) 0.0589(7) Uani 1 1 d D . . N43 N -0.03178(3) 0.21595(12) 0.26462(11) 0.0312(5) Uani 1 1 d D . . C44 C -0.03629(5) 0.25217(17) 0.20202(17) 0.0457(8) Uani 1 1 d D C . O44 O -0.02094(4) 0.27815(14) 0.16507(12) 0.0583(7) Uani 1 1 d D . . C45 C -0.06034(6) 0.2536(2) 0.1862(2) 0.0820(12) Uani 1 1 d D . . F45 F -0.06567(4) 0.28696(17) 0.12038(14) 0.1112(8) Uani 1 1 d DU C . C46 C -0.07584(5) 0.22503(19) 0.22776(18) 0.0678(10) Uani 1 1 d D C . H46 H -0.0915 0.2266 0.214 0.081 Uiso 1 1 calc R . . C47 C -0.08801(5) 0.15743(16) 0.33909(16) 0.0519(8) Uani 0.5 1 d PD C 5 H47A H -0.0997 0.1313 0.3103 0.062 Uiso 0.5 1 calc PR C 5 H47B H -0.0801 0.1224 0.3714 0.062 Uiso 0.5 1 calc PR C 5 C48 C -0.09899(12) 0.2159(4) 0.3840(3) 0.1905(19) Uani 0.5 1 d PDU C 5 H48A H -0.0869 0.2419 0.4114 0.229 Uiso 0.5 1 calc PR C 5 H48B H -0.1064 0.251 0.3505 0.229 Uiso 0.5 1 calc PR C 5 C49 C -0.11647(12) 0.1891(5) 0.4372(3) 0.2048(18) Uani 0.5 1 d PDU C 5 H49A H -0.1258 0.1517 0.4125 0.246 Uiso 0.5 1 calc PR C 5 H49B H -0.1268 0.2297 0.4497 0.246 Uiso 0.5 1 calc PR C 5 C50 C -0.10728(11) 0.1579(5) 0.5068(3) 0.1974(16) Uani 0.5 1 d PDU C 5 H50A H -0.1 0.1971 0.5355 0.237 Uiso 0.5 1 calc PR C 5 H50B H -0.0952 0.1224 0.4945 0.237 Uiso 0.5 1 calc PR C 5 C51 C -0.12502(9) 0.1212(4) 0.5545(5) 0.1987(17) Uani 0.5 1 d PDU C 5 H51A H -0.1188 0.1149 0.6046 0.238 Uiso 0.5 1 calc PR C 5 H51B H -0.1284 0.0727 0.5344 0.238 Uiso 0.5 1 calc PR C 5 C52 C -0.14684(11) 0.1653(5) 0.5578(9) 0.2006(19) Uani 0.5 1 d PDU C 5 H52A H -0.1494 0.1818 0.6082 0.301 Uiso 0.5 1 calc PR C 5 H52B H -0.1598 0.1354 0.5421 0.301 Uiso 0.5 1 calc PR C 5 H52C H -0.1455 0.2072 0.5253 0.301 Uiso 0.5 1 calc PR C 5 N61 N 0.07326(3) 0.17669(7) 0.30543(9) 0.0305(4) Uani 1 1 d DU . . C62 C 0.05156(4) 0.17184(7) 0.28411(10) 0.0373(7) Uani 1 1 d D C . O62 O 0.04618(3) 0.13382(12) 0.23260(13) 0.0559(7) Uani 1 1 d D . . N63 N 0.03545(3) 0.20904(13) 0.32323(13) 0.0401(7) Uani 1 1 d D . . C64 C 0.04039(6) 0.25190(19) 0.38504(18) 0.0560(10) Uani 1 1 d D C . O64 O 0.02472(4) 0.28328(15) 0.41650(12) 0.0600(7) Uani 1 1 d D . . C65 C 0.06325(5) 0.2495(2) 0.40610(18) 0.0664(11) Uani 1 1 d D . . F65 F 0.06965(4) 0.28985(16) 0.46352(14) 0.1061(8) Uani 1 1 d DU C . C66 C 0.07942(5) 0.2123(2) 0.3690(2) 0.0629(12) Uani 1 1 d D C . H66 H 0.0947 0.2108 0.3862 0.075 Uiso 1 1 calc R . . C67 C 0.09166(5) 0.13188(17) 0.26904(17) 0.0587(9) Uani 0.5 1 d PD D 7 H67A H 0.0863 0.0816 0.2627 0.07 Uiso 0.5 1 calc PR D 7 H67B H 0.1056 0.1312 0.2999 0.07 Uiso 0.5 1 calc PR D 7 C68 C 0.09704(11) 0.1650(4) 0.1951(3) 0.1427(18) Uani 0.5 1 d PDU D 7 H68A H 0.0835 0.1614 0.1626 0.171 Uiso 0.5 1 calc PR D 7 H68B H 0.1008 0.2168 0.2011 0.171 Uiso 0.5 1 calc PR D 7 C69 C 0.11688(12) 0.1260(4) 0.1612(3) 0.1648(17) Uani 0.5 1 d PDU D 7 H69A H 0.129 0.1626 0.1537 0.198 Uiso 0.5 1 calc PR D 7 H69B H 0.1227 0.0923 0.199 0.198 Uiso 0.5 1 calc PR D 7 C70 C 0.11537(16) 0.0851(5) 0.0937(3) 0.1819(17) Uani 0.5 1 d PDU D 7 H70A H 0.1122 0.0354 0.111 0.218 Uiso 0.5 1 calc PR D 7 H70B H 0.1314 0.0841 0.0762 0.218 Uiso 0.5 1 calc PR D 7 C71 C 0.10209(15) 0.0897(4) 0.0254(3) 0.1885(18) Uani 0.5 1 d PDU D 7 H71A H 0.0859 0.0995 0.0385 0.226 Uiso 0.5 1 calc PR D 7 H71B H 0.1025 0.0417 0.0014 0.226 Uiso 0.5 1 calc PR D 7 C72 C 0.1093(2) 0.1443(4) -0.0290(4) 0.1866(19) Uani 0.5 1 d PDU D 7 H72A H 0.1225 0.171 -0.0101 0.28 Uiso 0.5 1 calc PR D 7 H72B H 0.0967 0.178 -0.0381 0.28 Uiso 0.5 1 calc PR D 7 H72C H 0.1135 0.1202 -0.0749 0.28 Uiso 0.5 1 calc PR D 7 O1W O 0.12959(5) 0.1810(2) 0.4327(3) 0.1263(16) Uani 1 1 d . . . O2W O -0.12858(5) 0.2130(2) 0.1753(3) 0.1290(17) Uani 1 1 d . . . O3W O 0.11233(8) 0.2323(3) 0.5563(4) 0.1704(16) Uani 1 1 d U . . 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 0.02402(3) 0.03552(3) 0.03138(3) -0.01198(4) 0.00004(5) -0.00070(3) N1 0.0314(10) 0.0432(12) 0.0375(11) -0.0178(9) -0.0012(9) -0.0058(9) C2 0.0291(11) 0.0282(11) 0.0294(11) 0.0022(10) -0.0004(9) 0.0004(10) O2 0.0236(7) 0.0436(10) 0.0332(8) -0.0032(8) 0.0060(7) -0.0027(7) N3 0.0235(8) 0.0320(10) 0.0334(10) -0.0117(8) 0.0018(8) -0.0030(8) C4 0.0299(11) 0.0380(13) 0.0467(15) -0.0143(12) 0.0057(11) 0.0023(11) O4 0.0290(9) 0.0566(11) 0.0595(12) -0.0258(10) 0.0041(9) -0.0016(9) C5 0.0464(15) 0.084(2) 0.0472(16) -0.0260(16) 0.0197(13) -0.0048(16) F5 0.0441(8) 0.1363(16) 0.0820(11) -0.0639(12) 0.0341(9) -0.0195(10) C6 0.0425(14) 0.0733(18) 0.0400(16) -0.0240(14) 0.0039(12) -0.0010(14) C7 0.0388(12) 0.0480(14) 0.0529(14) -0.0220(11) 0.0083(10) -0.0030(11) C8 0.0276(17) 0.051(2) 0.0341(18) 0.0005(19) -0.0021(16) 0.0057(16) C9 0.056(2) 0.081(3) 0.0693(19) -0.019(2) -0.0122(18) 0.006(2) C10 0.084(3) 0.085(3) 0.0538(17) -0.0059(17) -0.023(2) 0.003(3) C11 0.115(3) 0.104(3) 0.0818(19) 0.0010(19) -0.001(3) -0.009(3) C12 0.0283(12) 0.0295(13) 0.0420(12) 0.0101(12) 0.0008(12) -0.0079(11) N21 0.0364(10) 0.0493(13) 0.0206(9) -0.0113(9) -0.0031(9) 0.0007(10) C22 0.0361(12) 0.0398(12) 0.0228(11) -0.0104(10) -0.0007(10) -0.0048(11) O22 0.0300(8) 0.0484(10) 0.0269(8) -0.0036(8) -0.0066(7) 0.0012(8) N23 0.0269(9) 0.0413(11) 0.0340(11) -0.0090(9) 0.0010(8) -0.0014(9) C24 0.0313(12) 0.0358(13) 0.0489(16) -0.0086(12) -0.0033(11) -0.0016(11) O24 0.0248(9) 0.0588(12) 0.0694(13) -0.0220(11) -0.0059(9) 0.0010(9) C25 0.0407(14) 0.0525(16) 0.0374(14) -0.0073(13) -0.0096(12) 0.0008(13) F25 0.0486(8) 0.1129(14) 0.0687(11) -0.0334(13) -0.0312(10) 0.0130(10) C26 0.0450(14) 0.0725(18) 0.0336(14) -0.0238(13) -0.0111(11) 0.0015(14) C27 0.0460(13) 0.0569(15) 0.0384(13) -0.0194(12) -0.0008(11) 0.0065(12) C28 0.141(3) 0.142(3) 0.145(3) -0.007(3) 0.000(2) 0.001(2) C29 0.147(3) 0.155(3) 0.159(3) -0.002(2) 0.0046(19) 0.005(2) C30 0.160(3) 0.164(3) 0.164(2) -0.001(2) 0.0099(17) -0.001(2) C31 0.170(3) 0.171(4) 0.170(2) -0.002(2) 0.015(2) 0.002(3) C32 0.164(4) 0.168(4) 0.163(2) -0.005(2) 0.007(2) 0.000(3) Hg2 0.02130(3) 0.03854(4) 0.03061(3) -0.00035(6) -0.00128(4) -0.00021(3) N41 0.0132(7) 0.0985(16) 0.0599(12) 0.0552(11) 0.0004(10) -0.0016(10) C42 0.0297(11) 0.0478(14) 0.0408(16) 0.0045(12) -0.0009(10) 0.0014(11) O42 0.0325(10) 0.0833(15) 0.0609(13) 0.0348(11) 0.0028(10) 0.0003(11) N43 0.0283(9) 0.0388(11) 0.0264(9) 0.0072(9) -0.0078(8) -0.0018(9) C44 0.0292(12) 0.0587(17) 0.0490(15) 0.0198(13) -0.0125(11) 0.0019(12) O44 0.0392(10) 0.0836(15) 0.0521(12) 0.0307(11) -0.0008(10) -0.0096(11) C45 0.0453(17) 0.113(3) 0.087(2) 0.0664(18) -0.0190(17) -0.0130(18) F45 0.0680(13) 0.1643(18) 0.1015(13) 0.0825(12) -0.0258(11) -0.0065(14) C46 0.0355(14) 0.092(2) 0.0756(18) 0.0601(14) -0.0194(13) -0.0083(15) C47 0.0360(13) 0.0525(15) 0.0673(15) 0.0110(13) -0.0040(12) 0.0056(12) C48 0.188(3) 0.193(4) 0.191(3) 0.001(2) 0.004(2) 0.002(3) C49 0.203(3) 0.209(4) 0.203(2) 0.008(2) 0.006(2) -0.004(3) C50 0.199(2) 0.197(4) 0.196(2) 0.003(2) 0.002(2) -0.005(3) C51 0.200(3) 0.201(3) 0.196(3) 0.000(2) 0.005(2) -0.004(2) C52 0.204(2) 0.200(4) 0.198(4) 0.005(3) 0.006(3) -0.003(2) N61 0.0237(7) 0.0389(8) 0.0288(8) -0.0307(7) 0.0023(7) 0.0042(6) C62 0.0262(9) 0.0419(12) 0.0436(15) -0.0106(12) 0.0093(11) -0.0023(9) O62 0.0336(10) 0.0677(12) 0.0663(13) -0.0383(10) 0.0030(9) -0.0088(10) N63 0.0228(9) 0.0469(12) 0.0506(14) -0.0021(11) 0.0066(9) -0.0017(10) C64 0.0406(15) 0.080(2) 0.0470(15) -0.0352(14) -0.0022(13) -0.0044(15) O64 0.0358(10) 0.0924(16) 0.0519(12) -0.0314(12) -0.0022(9) 0.0096(11) C65 0.0349(14) 0.109(3) 0.0548(16) -0.0463(16) -0.0171(13) 0.0121(16) F65 0.0595(12) 0.1580(17) 0.1006(13) -0.0826(12) -0.0223(11) 0.0173(13) C66 0.0268(13) 0.094(3) 0.068(2) -0.014(2) -0.0143(14) 0.0012(16) C67 0.0425(14) 0.0569(16) 0.0768(19) -0.0192(14) -0.0012(12) 0.0032(13) C68 0.133(3) 0.151(3) 0.143(3) 0.001(2) -0.008(2) -0.003(2) C69 0.159(3) 0.165(3) 0.170(2) 0.003(2) 0.013(2) 0.000(2) C70 0.184(3) 0.184(3) 0.1780(19) -0.0093(18) 0.008(2) 0.006(3) C71 0.188(3) 0.191(3) 0.187(2) -0.001(2) -0.002(2) -0.004(3) C72 0.185(4) 0.193(3) 0.182(3) -0.002(2) 0.000(3) 0.003(3) O1W 0.0414(13) 0.141(3) 0.197(4) 0.037(3) -0.0339(19) -0.0240(17) O2W 0.0384(14) 0.134(3) 0.214(4) -0.015(3) -0.029(2) 0.0100(18) O3W 0.138(3) 0.204(3) 0.170(3) -0.007(3) 0.008(2) 0.005(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N3 2.016(2) . ? Hg1 N23 2.049(2) . ? N1 C6 1.349(4) . ? N1 C2 1.362(3) . ? N1 C7 1.514(3) . ? C2 O2 1.228(3) . ? C2 N3 1.378(3) . ? N3 C4 1.412(3) . ? C4 O4 1.217(3) . ? C4 C5 1.432(4) . ? C5 C6 1.333(4) . ? C5 F5 1.340(4) . ? C6 H6 0.95 . ? C7 C8 1.518(5) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 C9 1.504(6) . ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C9 C10 1.543(6) . ? C9 H9A 0.99 . ? C9 H9B 0.99 . ? C10 C11 1.512(7) . ? C10 H10A 0.99 . ? C10 H10B 0.99 . ? C11 C12 1.512(6) . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? N21 C22 1.372(3) . ? N21 C26 1.388(3) . ? N21 C27 1.480(3) . ? C22 O22 1.212(3) . ? C22 N23 1.372(3) . ? N23 C24 1.351(3) . ? C24 O24 1.215(3) . ? C24 C25 1.453(4) . ? C25 C26 1.313(4) . ? C25 F25 1.357(3) . ? C26 H26 0.95 . ? C27 C28 1.487(7) . ? C27 H27A 0.99 . ? C27 H27B 0.99 . ? C28 C29 1.527(8) . ? C28 H28A 0.99 . ? C28 H28B 0.99 . ? C29 C30 1.498(9) . ? C29 H29A 0.99 . ? C29 H29B 0.99 . ? C30 C31 1.498(9) . ? C30 H30A 0.99 . ? C30 H30B 0.99 . ? C31 C32 1.523(9) . ? C31 H31A 0.99 . ? C31 H31B 0.99 . ? C32 H32A 0.98 . ? C32 H32B 0.98 . ? C32 H32C 0.98 . ? Hg2 N63 2.030(2) . ? Hg2 N43 2.057(2) . ? N41 C46 1.233(4) . ? N41 C42 1.412(3) . ? N41 C47 1.603(3) . ? C42 O42 1.212(3) . ? C42 N43 1.370(3) . ? N43 C44 1.351(4) . ? C44 O44 1.221(4) . ? C44 C45 1.435(5) . ? C45 C46 1.294(5) . ? C45 F45 1.387(5) . ? C46 H46 0.95 . ? C47 C48 1.502(7) . ? C47 H47A 0.99 . ? C47 H47B 0.99 . ? C48 C49 1.493(9) . ? C48 H48A 0.99 . ? C48 H48B 0.99 . ? C49 C50 1.496(8) . ? C49 H49A 0.99 . ? C49 H49B 0.99 . ? C50 C51 1.515(9) . ? C50 H50A 0.99 . ? C50 H50B 0.99 . ? C51 C52 1.516(9) . ? C51 H51A 0.99 . ? C51 H51B 0.99 . ? C52 H52A 0.98 . ? C52 H52B 0.98 . ? C52 H52C 0.98 . ? N61 C62 1.330(3) . ? N61 C66 1.382(4) . ? N61 C67 1.512(3) . ? C62 O62 1.216(3) . ? C62 N63 1.368(3) . ? N63 C64 1.409(4) . ? C64 O64 1.227(4) . ? C64 C65 1.391(5) . ? C65 F65 1.341(4) . ? C65 C66 1.351(5) . ? C66 H66 0.95 . ? C67 C68 1.516(7) . ? C67 H67A 0.99 . ? C67 H67B 0.99 . ? C68 C69 1.499(9) . ? C68 H68A 0.99 . ? C68 H68B 0.99 . ? C69 C70 1.449(8) . ? C69 H69A 0.99 . ? C69 H69B 0.99 . ? C70 C71 1.472(8) . ? C70 H70A 0.99 . ? C70 H70B 0.99 . ? C71 C72 1.479(10) . ? C71 H71A 0.99 . ? C71 H71B 0.99 . ? C72 H72A 0.98 . ? C72 H72B 0.98 . ? C72 H72C 0.98 . ? 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 N3 Hg1 N23 175.47(8) . . ? C6 N1 C2 121.9(2) . . ? C6 N1 C7 120.1(2) . . ? C2 N1 C7 117.9(2) . . ? O2 C2 N1 123.01(19) . . ? O2 C2 N3 120.14(19) . . ? N1 C2 N3 116.59(19) . . ? C2 N3 C4 125.2(2) . . ? C2 N3 Hg1 118.25(15) . . ? C4 N3 Hg1 116.54(16) . . ? O4 C4 N3 120.3(3) . . ? O4 C4 C5 127.2(3) . . ? N3 C4 C5 112.4(2) . . ? C6 C5 F5 122.8(3) . . ? C6 C5 C4 122.6(3) . . ? F5 C5 C4 114.5(3) . . ? C5 C6 N1 121.1(3) . . ? C5 C6 H6 119.4 . . ? N1 C6 H6 119.4 . . ? N1 C7 C8 111.4(2) . . ? N1 C7 H7A 109.4 . . ? C8 C7 H7A 109.4 . . ? N1 C7 H7B 109.4 . . ? C8 C7 H7B 109.4 . . ? H7A C7 H7B 108 . . ? C9 C8 C7 112.6(4) . . ? C9 C8 H8A 109.1 . . ? C7 C8 H8A 109.1 . . ? C9 C8 H8B 109.1 . . ? C7 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? C8 C9 C10 112.2(5) . . ? C8 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? C8 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C11 C10 C9 113.9(5) . . ? C11 C10 H10A 108.8 . . ? C9 C10 H10A 108.8 . . ? C11 C10 H10B 108.8 . . ? C9 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C12 C11 C10 113.6(5) . . ? C12 C11 H11A 108.9 . . ? C10 C11 H11A 108.9 . . ? C12 C11 H11B 108.9 . . ? C10 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C22 N21 C26 120.4(2) . . ? C22 N21 C27 119.73(19) . . ? C26 N21 C27 119.9(2) . . ? O22 C22 N21 122.06(19) . . ? O22 C22 N23 121.38(19) . . ? N21 C22 N23 116.43(19) . . ? C24 N23 C22 126.8(2) . . ? C24 N23 Hg1 119.18(18) . . ? C22 N23 Hg1 114.03(15) . . ? O24 C24 N23 122.3(3) . . ? O24 C24 C25 124.2(3) . . ? N23 C24 C25 113.5(2) . . ? C26 C25 F25 122.1(3) . . ? C26 C25 C24 121.6(3) . . ? F25 C25 C24 116.3(3) . . ? C25 C26 N21 121.2(3) . . ? C25 C26 H26 119.4 . . ? N21 C26 H26 119.4 . . ? N21 C27 C28 112.0(3) . . ? N21 C27 H27A 109.2 . . ? C28 C27 H27A 109.2 . . ? N21 C27 H27B 109.2 . . ? C28 C27 H27B 109.2 . . ? H27A C27 H27B 107.9 . . ? C27 C28 C29 109.8(5) . . ? C27 C28 H28A 109.7 . . ? C29 C28 H28A 109.7 . . ? C27 C28 H28B 109.7 . . ? C29 C28 H28B 109.7 . . ? H28A C28 H28B 108.2 . . ? C30 C29 C28 109.7(6) . . ? C30 C29 H29A 109.7 . . ? C28 C29 H29A 109.7 . . ? C30 C29 H29B 109.7 . . ? C28 C29 H29B 109.7 . . ? H29A C29 H29B 108.2 . . ? C31 C30 C29 118.6(7) . . ? C31 C30 H30A 107.7 . . ? C29 C30 H30A 107.7 . . ? C31 C30 H30B 107.7 . . ? C29 C30 H30B 107.7 . . ? H30A C30 H30B 107.1 . . ? C30 C31 C32 106.5(7) . . ? C30 C31 H31A 110.4 . . ? C32 C31 H31A 110.4 . . ? C30 C31 H31B 110.4 . . ? C32 C31 H31B 110.4 . . ? H31A C31 H31B 108.6 . . ? N63 Hg2 N43 170.87(9) . . ? C46 N41 C42 126.9(2) . . ? C46 N41 C47 122.3(2) . . ? C42 N41 C47 110.57(18) . . ? O42 C42 N43 123.2(2) . . ? O42 C42 N41 125.5(2) . . ? N43 C42 N41 111.32(17) . . ? C44 N43 C42 126.7(2) . . ? C44 N43 Hg2 117.20(17) . . ? C42 N43 Hg2 116.08(15) . . ? O44 C44 N43 121.3(3) . . ? O44 C44 C45 127.0(3) . . ? N43 C44 C45 111.7(3) . . ? C46 C45 F45 122.2(3) . . ? C46 C45 C44 124.1(3) . . ? F45 C45 C44 113.7(3) . . ? N41 C46 C45 119.1(3) . . ? N41 C46 H46 120.5 . . ? C45 C46 H46 120.5 . . ? C48 C47 N41 107.1(3) . . ? C48 C47 H47A 110.3 . . ? N41 C47 H47A 110.3 . . ? C48 C47 H47B 110.3 . . ? N41 C47 H47B 110.3 . . ? H47A C47 H47B 108.5 . . ? C49 C48 C47 114.0(6) . . ? C49 C48 H48A 108.7 . . ? C47 C48 H48A 108.8 . . ? C49 C48 H48B 108.8 . . ? C47 C48 H48B 108.8 . . ? H48A C48 H48B 107.6 . . ? C48 C49 C50 115.8(6) . . ? C48 C49 H49A 108.3 . . ? C50 C49 H49A 108.3 . . ? C48 C49 H49B 108.3 . . ? C50 C49 H49B 108.3 . . ? H49A C49 H49B 107.4 . . ? C49 C50 C51 114.6(6) . . ? C49 C50 H50A 108.6 . . ? C51 C50 H50A 108.6 . . ? C49 C50 H50B 108.6 . . ? C51 C50 H50B 108.6 . . ? H50A C50 H50B 107.6 . . ? C50 C51 C52 110.9(7) . . ? C50 C51 H51A 109.5 . . ? C52 C51 H51A 109.5 . . ? C50 C51 H51B 109.5 . . ? C52 C51 H51B 109.5 . . ? H51A C51 H51B 108.1 . . ? C62 N61 C66 121.74(19) . . ? C62 N61 C67 120.86(17) . . ? C66 N61 C67 116.5(2) . . ? O62 C62 N61 120.82(19) . . ? O62 C62 N63 121.1(2) . . ? N61 C62 N63 118.04(17) . . ? C62 N63 C64 124.1(2) . . ? C62 N63 Hg2 119.82(17) . . ? C64 N63 Hg2 116.10(19) . . ? O64 C64 C65 127.1(3) . . ? O64 C64 N63 119.2(3) . . ? C65 C64 N63 113.6(3) . . ? F65 C65 C66 118.7(3) . . ? F65 C65 C64 117.8(3) . . ? C66 C65 C64 123.3(3) . . ? C65 C66 N61 118.8(3) . . ? C65 C66 H66 120.6 . . ? N61 C66 H66 120.6 . . ? N61 C67 C68 108.4(3) . . ? N61 C67 H67A 110 . . ? C68 C67 H67A 110 . . ? N61 C67 H67B 110 . . ? C68 C67 H67B 110 . . ? H67A C67 H67B 108.4 . . ? C69 C68 C67 109.4(5) . . ? C69 C68 H68A 109.8 . . ? C67 C68 H68A 109.8 . . ? C69 C68 H68B 109.8 . . ? C67 C68 H68B 109.8 . . ? H68A C68 H68B 108.2 . . ? C70 C69 C68 123.7(6) . . ? C70 C69 H69A 106.4 . . ? C68 C69 H69A 106.4 . . ? C70 C69 H69B 106.4 . . ? C68 C69 H69B 106.4 . . ? H69A C69 H69B 106.5 . . ? C69 C70 C71 136.3(8) . . ? C69 C70 H70A 103.1 . . ? C71 C70 H70A 103.1 . . ? C69 C70 H70B 103.1 . . ? C71 C70 H70B 103.1 . . ? H70A C70 H70B 105.1 . . ? C70 C71 C72 117.3(8) . . ? C70 C71 H71A 108 . . ? C72 C71 H71A 108 . . ? C70 C71 H71B 108 . . ? C72 C71 H71B 108 . . ? H71A C71 H71B 107.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 N1 C2 O2 -177.6(2) . . . . ? C7 N1 C2 O2 4.0(3) . . . . ? C6 N1 C2 N3 -3.4(3) . . . . ? C7 N1 C2 N3 178.19(18) . . . . ? O2 C2 N3 C4 174.5(2) . . . . ? N1 C2 N3 C4 0.1(3) . . . . ? O2 C2 N3 Hg1 -6.7(2) . . . . ? N1 C2 N3 Hg1 178.95(12) . . . . ? C2 N3 C4 O4 -177.3(2) . . . . ? Hg1 N3 C4 O4 3.9(3) . . . . ? C2 N3 C4 C5 2.5(4) . . . . ? Hg1 N3 C4 C5 -176.3(2) . . . . ? O4 C4 C5 C6 177.6(3) . . . . ? N3 C4 C5 C6 -2.2(5) . . . . ? O4 C4 C5 F5 1.8(5) . . . . ? N3 C4 C5 F5 -178.0(3) . . . . ? F5 C5 C6 N1 174.6(3) . . . . ? C4 C5 C6 N1 -0.8(5) . . . . ? C2 N1 C6 C5 3.8(4) . . . . ? C7 N1 C6 C5 -177.8(3) . . . . ? C6 N1 C7 C8 -108.4(3) . . . . ? C2 N1 C7 C8 70.0(3) . . . . ? N1 C7 C8 C9 165.5(3) . . . . ? C7 C8 C9 C10 -72.2(6) . . . . ? C8 C9 C10 C11 -83.4(8) . . . . ? C9 C10 C11 C12 -162.2(6) . . . . ? C26 N21 C22 O22 -175.4(2) . . . . ? C27 N21 C22 O22 3.5(3) . . . . ? C26 N21 C22 N23 0.5(3) . . . . ? C27 N21 C22 N23 179.5(2) . . . . ? O22 C22 N23 C24 174.2(2) . . . . ? N21 C22 N23 C24 -1.8(3) . . . . ? O22 C22 N23 Hg1 -4.1(3) . . . . ? N21 C22 N23 Hg1 179.91(12) . . . . ? C22 N23 C24 O24 -176.4(2) . . . . ? Hg1 N23 C24 O24 1.8(4) . . . . ? C22 N23 C24 C25 2.6(4) . . . . ? Hg1 N23 C24 C25 -179.24(19) . . . . ? O24 C24 C25 C26 176.7(3) . . . . ? N23 C24 C25 C26 -2.2(4) . . . . ? O24 C24 C25 F25 -2.4(4) . . . . ? N23 C24 C25 F25 178.7(2) . . . . ? F25 C25 C26 N21 -179.7(3) . . . . ? C24 C25 C26 N21 1.2(5) . . . . ? C22 N21 C26 C25 -0.3(4) . . . . ? C27 N21 C26 C25 -179.3(3) . . . . ? C22 N21 C27 C28 98.3(4) . . . . ? C26 N21 C27 C28 -82.7(4) . . . . ? N21 C27 C28 C29 177.6(4) . . . . ? C27 C28 C29 C30 -177.8(5) . . . . ? C28 C29 C30 C31 171.8(6) . . . . ? C29 C30 C31 C32 -142.6(7) . . . . ? C46 N41 C42 O42 -174.8(3) . . . . ? C47 N41 C42 O42 -0.3(3) . . . . ? C46 N41 C42 N43 4.1(3) . . . . ? C47 N41 C42 N43 178.61(18) . . . . ? O42 C42 N43 C44 178.3(3) . . . . ? N41 C42 N43 C44 -0.6(3) . . . . ? O42 C42 N43 Hg2 -0.3(3) . . . . ? N41 C42 N43 Hg2 -179.23(12) . . . . ? C42 N43 C44 O44 179.6(3) . . . . ? Hg2 N43 C44 O44 -1.9(4) . . . . ? C42 N43 C44 C45 -1.7(4) . . . . ? Hg2 N43 C44 C45 176.9(2) . . . . ? O44 C44 C45 C46 -179.9(4) . . . . ? N43 C44 C45 C46 1.5(5) . . . . ? O44 C44 C45 F45 1.8(5) . . . . ? N43 C44 C45 F45 -176.8(3) . . . . ? C42 N41 C46 C45 -4.6(5) . . . . ? C47 N41 C46 C45 -178.5(3) . . . . ? F45 C45 C46 N41 179.6(3) . . . . ? C44 C45 C46 N41 1.5(6) . . . . ? C46 N41 C47 C48 -81.0(4) . . . . ? C42 N41 C47 C48 104.2(3) . . . . ? N41 C47 C48 C49 179.8(4) . . . . ? C47 C48 C49 C50 79.9(8) . . . . ? C48 C49 C50 C51 -171.3(7) . . . . ? C49 C50 C51 C52 -42.7(11) . . . . ? C66 N61 C62 O62 -172.0(3) . . . . ? C67 N61 C62 O62 -3.5(3) . . . . ? C66 N61 C62 N63 6.0(3) . . . . ? C67 N61 C62 N63 174.5(2) . . . . ? O62 C62 N63 C64 177.6(3) . . . . ? N61 C62 N63 C64 -0.4(3) . . . . ? O62 C62 N63 Hg2 -2.0(3) . . . . ? N61 C62 N63 Hg2 179.99(13) . . . . ? C62 N63 C64 O64 180.0(3) . . . . ? Hg2 N63 C64 O64 -0.4(4) . . . . ? C62 N63 C64 C65 -3.9(4) . . . . ? Hg2 N63 C64 C65 175.7(2) . . . . ? O64 C64 C65 F65 -5.7(6) . . . . ? N63 C64 C65 F65 178.6(3) . . . . ? O64 C64 C65 C66 178.7(4) . . . . ? N63 C64 C65 C66 2.9(5) . . . . ? F65 C65 C66 N61 -173.4(3) . . . . ? C64 C65 C66 N61 2.2(6) . . . . ? C62 N61 C66 C65 -7.0(5) . . . . ? C67 N61 C66 C65 -175.9(3) . . . . ? C62 N61 C67 C68 75.9(4) . . . . ? C66 N61 C67 C68 -115.0(4) . . . . ? N61 C67 C68 C69 174.3(4) . . . . ? C67 C68 C69 C70 116.4(7) . . . . ? C68 C69 C70 C71 32.0(14) . . . . ? C69 C70 C71 C72 77.3(13) . . . . ? data_pm140 _database_code_depnum_ccdc_archive 'CCDC 913989' #TrackingRef 'web_deposit_cif_file_1_MiquelBarcelo-Oliver_1354662008.compound 2.cif' _audit_creation_date 2009-09-23T09:19:50-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C20 H28 Ag2 F2 N4 O4' _chemical_formula_sum 'C20 H28 Ag2 F2 N4 O4' _chemical_formula_weight 642.2 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.534(3) _cell_length_b 11.142(5) _cell_length_c 12.049(7) _cell_angle_alpha 67.25(5) _cell_angle_beta 76.51(4) _cell_angle_gamma 85.53(3) _cell_volume 1147.7(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 6.43 _cell_measurement_theta_max 20.14 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour white _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.18 _exptl_crystal_density_diffrn 1.858 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.756 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166 ; _exptl_absorpt_correction_T_min 0.1294 _exptl_absorpt_correction_T_max 0.7289 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 0.041414 _diffrn_orient_matrix_ub_12 0.081356 _diffrn_orient_matrix_ub_13 -0.070202 _diffrn_orient_matrix_ub_21 0.011016 _diffrn_orient_matrix_ub_22 0.038649 _diffrn_orient_matrix_ub_23 0.059892 _diffrn_orient_matrix_ub_31 0.099002 _diffrn_orient_matrix_ub_32 -0.036883 _diffrn_orient_matrix_ub_33 0.000479 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 2 _diffrn_standards_interval_count 60 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -3 4 4 0 4 3 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_unetI/netI 0.0726 _diffrn_reflns_number 4723 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 25.97 _diffrn_reflns_theta_full 25.97 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 4497 _reflns_number_gt 2752 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.1000P)^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_number_reflns 4497 _refine_ls_number_parameters 294 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0939 _refine_ls_R_factor_gt 0.0488 _refine_ls_wR_factor_ref 0.1436 _refine_ls_wR_factor_gt 0.1239 _refine_ls_goodness_of_fit_ref 0.818 _refine_ls_restrained_S_all 0.823 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.595 _refine_diff_density_min -0.508 _refine_diff_density_rms 0.107 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C2A C 0.2475(8) 0.3194(7) -0.0046(7) 0.0496(18) Uani 1 1 d . . . C2B C -0.1140(7) -0.1478(7) 0.2692(7) 0.0468(17) Uani 1 1 d . . . C6A C 0.4577(8) 0.3072(7) 0.0762(7) 0.053(2) Uani 1 1 d . . . H6A H 0.547 0.2711 0.088 0.063 Uiso 1 1 calc R . . C6B C -0.2955(9) -0.0794(8) 0.4032(8) 0.060(2) Uani 1 1 d . . . H6B H -0.3526 -0.0945 0.4814 0.072 Uiso 1 1 calc R . . C5A C 0.4021(7) 0.3945(7) 0.1241(7) 0.0479(18) Uani 1 1 d . . . C5B C -0.3099(8) 0.0290(7) 0.3102(8) 0.0515(19) Uani 1 1 d . . . C4A C 0.2660(7) 0.4561(7) 0.1030(7) 0.0454(17) Uani 1 1 d . . . C4B C -0.2245(7) 0.0592(7) 0.1902(7) 0.0475(18) Uani 1 1 d . . . C7A C 0.4524(9) 0.1850(7) -0.0549(8) 0.064(2) Uani 1 1 d . . . H7A1 H 0.3804 0.1276 -0.0539 0.077 Uiso 1 1 calc R . . H7A2 H 0.5234 0.1317 -0.0119 0.077 Uiso 1 1 calc R . . C7B C -0.1798(11) -0.2907(9) 0.4901(8) 0.074(3) Uani 1 1 d . . . H7B1 H -0.1812 -0.2693 0.5612 0.089 Uiso 1 1 calc R . . H7B2 H -0.0869 -0.3283 0.4698 0.089 Uiso 1 1 calc R . . C8A C 0.5256(10) 0.2651(10) -0.1876(10) 0.079(3) Uani 1 1 d . . . H8A1 H 0.461 0.3332 -0.2235 0.095 Uiso 1 1 calc R . . H8A2 H 0.6116 0.3065 -0.1879 0.095 Uiso 1 1 calc R . . C8B C -0.2982(13) -0.3906(10) 0.5235(11) 0.103(4) Uani 1 1 d . . . H8B1 H -0.2915 -0.4602 0.6012 0.123 Uiso 1 1 calc R . . H8B2 H -0.3908 -0.3494 0.5363 0.123 Uiso 1 1 calc R . . C9A C 0.5678(13) 0.1842(13) -0.2675(12) 0.118(5) Uani 1 1 d . . . H9A1 H 0.4877 0.1265 -0.2504 0.142 Uiso 1 1 calc R . . H9A2 H 0.5819 0.2427 -0.3534 0.142 Uiso 1 1 calc R . . C9B C -0.2949(12) -0.4478(11) 0.4322(12) 0.106(4) Uani 1 1 d . . . H9B1 H -0.2896 -0.377 0.3528 0.127 Uiso 1 1 calc R . . H9B2 H -0.3864 -0.4926 0.4532 0.127 Uiso 1 1 calc R . . C10A C 0.6945(12) 0.1076(11) -0.2516(11) 0.101(4) Uani 1 1 d D . . H10A H 0.6815 0.0494 -0.1657 0.121 Uiso 1 1 calc R . . H10B H 0.7756 0.165 -0.2705 0.121 Uiso 1 1 calc R . . C10B C -0.1767(14) -0.5416(10) 0.4161(11) 0.106(4) Uani 1 1 d DU . . H10C H -0.0841 -0.4966 0.3821 0.127 Uiso 1 1 calc R . . H10D H -0.1734 -0.6103 0.4952 0.127 Uiso 1 1 calc R . . C11A C 0.7304(13) 0.0274(12) -0.3317(12) 0.117(4) Uani 1 1 d D . . H11A H 0.6524 -0.0345 -0.3087 0.141 Uiso 1 1 calc R . . H11B H 0.737 0.0847 -0.4172 0.141 Uiso 1 1 calc R . . C11B C -0.2089(18) -0.5983(12) 0.3293(13) 0.147(6) Uani 1 1 d DU . . H11C H -0.3052 -0.6365 0.3615 0.177 Uiso 1 1 calc R . . H11D H -0.2078 -0.5288 0.2498 0.177 Uiso 1 1 calc R . . C12A C 0.8639(14) -0.0427(14) -0.3207(15) 0.149(6) Uani 1 1 d D . . H12A H 0.9429 0.0123 -0.3781 0.223 Uiso 1 1 calc R . . H12B H 0.86 -0.119 -0.3385 0.223 Uiso 1 1 calc R . . H12C H 0.8775 -0.0677 -0.2383 0.223 Uiso 1 1 calc R . . C12B C -0.1091(18) -0.6948(12) 0.3125(13) 0.154(6) Uani 1 1 d DU . . H12D H -0.0125 -0.6621 0.2932 0.23 Uiso 1 1 calc R . . H12E H -0.124 -0.7159 0.246 0.23 Uiso 1 1 calc R . . H12F H -0.1233 -0.7715 0.3869 0.23 Uiso 1 1 calc R . . N1A N 0.3833(6) 0.2702(6) 0.0090(6) 0.0487(15) Uani 1 1 d . . . N1B N -0.1965(7) -0.1708(6) 0.3853(6) 0.0523(15) Uani 1 1 d . . . N3A N 0.1966(6) 0.4136(5) 0.0388(6) 0.0446(14) Uani 1 1 d . . . N3B N -0.1300(6) -0.0335(6) 0.1748(6) 0.0467(14) Uani 1 1 d . . . O2A O 0.1812(5) 0.2798(5) -0.0606(6) 0.0619(15) Uani 1 1 d . . . O2B O -0.0246(6) -0.2298(5) 0.2522(5) 0.0574(14) Uani 1 1 d . . . O4A O 0.2200(5) 0.5454(5) 0.1395(5) 0.0576(14) Uani 1 1 d . . . O4B O -0.2369(5) 0.1629(5) 0.1031(5) 0.0590(14) Uani 1 1 d . . . F5A F 0.4745(5) 0.4315(5) 0.1889(5) 0.0668(13) Uani 1 1 d . . . F5B F -0.4101(5) 0.1176(4) 0.3317(5) 0.0756(15) Uani 1 1 d . . . Ag1A Ag 0 0.5 0 0.0474(2) Uani 1 2 d S . . Ag1B Ag 0 0 0 0.0488(2) Uani 1 2 d S . . Ag3 Ag -0.05948(6) 0.28821(6) -0.07763(6) 0.0570(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C2A 0.046(4) 0.045(4) 0.063(5) -0.028(4) -0.014(4) 0.012(3) C2B 0.045(4) 0.046(4) 0.058(5) -0.029(4) -0.011(4) 0.000(3) C6A 0.039(4) 0.046(4) 0.066(5) -0.016(4) -0.013(4) 0.014(3) C6B 0.055(5) 0.070(6) 0.061(5) -0.040(5) 0.002(4) -0.001(4) C5A 0.042(4) 0.045(4) 0.055(5) -0.014(4) -0.017(4) 0.005(3) C5B 0.047(4) 0.047(4) 0.062(5) -0.027(4) -0.007(4) 0.011(3) C4A 0.041(4) 0.043(4) 0.049(4) -0.017(4) -0.007(3) 0.001(3) C4B 0.036(4) 0.049(4) 0.062(5) -0.028(4) -0.009(3) 0.005(3) C7A 0.058(5) 0.046(4) 0.100(7) -0.044(5) -0.020(5) 0.019(4) C7B 0.100(7) 0.079(6) 0.057(6) -0.038(5) -0.027(5) 0.021(6) C8A 0.071(6) 0.087(7) 0.095(8) -0.053(6) -0.018(5) 0.007(5) C8B 0.104(9) 0.074(7) 0.103(9) -0.026(7) 0.016(7) -0.005(6) C9A 0.107(10) 0.151(12) 0.132(11) -0.104(10) -0.001(8) -0.004(9) C9B 0.078(8) 0.088(8) 0.137(11) -0.029(8) -0.018(7) -0.009(6) C10A 0.084(8) 0.096(8) 0.132(10) -0.063(8) -0.008(7) 0.007(6) C10B 0.135(10) 0.075(7) 0.101(9) -0.033(6) -0.022(7) 0.016(7) C11A 0.126(11) 0.116(10) 0.142(12) -0.093(9) -0.016(9) 0.014(8) C11B 0.240(17) 0.083(9) 0.124(11) -0.035(8) -0.061(11) 0.014(9) C12A 0.110(11) 0.163(14) 0.208(17) -0.134(14) 0.009(10) 0.006(10) C12B 0.242(19) 0.101(10) 0.116(11) -0.056(9) -0.003(11) -0.023(10) N3A 0.032(3) 0.043(3) 0.062(4) -0.025(3) -0.012(3) 0.015(2) N3B 0.039(3) 0.048(4) 0.055(4) -0.026(3) -0.003(3) 0.003(3) N1A 0.038(3) 0.045(3) 0.072(4) -0.031(3) -0.018(3) 0.013(3) N1B 0.059(4) 0.052(4) 0.048(4) -0.024(3) -0.006(3) 0.005(3) O2A 0.048(3) 0.073(4) 0.092(4) -0.058(4) -0.023(3) 0.012(3) O2B 0.066(3) 0.052(3) 0.062(3) -0.032(3) -0.016(3) 0.017(3) O4A 0.057(3) 0.054(3) 0.075(4) -0.039(3) -0.023(3) 0.022(3) O4B 0.042(3) 0.055(3) 0.072(4) -0.020(3) -0.007(3) 0.012(2) F5A 0.057(3) 0.079(3) 0.089(4) -0.050(3) -0.036(3) 0.020(2) F5B 0.064(3) 0.067(3) 0.083(4) -0.033(3) 0.009(3) 0.023(2) Ag1A 0.0369(4) 0.0482(5) 0.0695(6) -0.0343(4) -0.0190(4) 0.0150(3) Ag1B 0.0480(5) 0.0447(5) 0.0538(5) -0.0246(4) -0.0049(4) 0.0112(3) Ag3 0.0467(4) 0.0543(4) 0.0793(5) -0.0380(3) -0.0132(3) 0.0130(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 C2A O2A 1.234(8) . ? C2A N3A 1.355(8) . ? C2A N1A 1.387(8) . ? C2B O2B 1.243(8) . ? C2B N3B 1.367(9) . ? C2B N1B 1.372(9) . ? C6A C5A 1.331(10) . ? C6A N1A 1.378(10) . ? C6A H6A 0.93 . ? C6B C5B 1.316(11) . ? C6B N1B 1.378(9) . ? C6B H6B 0.93 . ? C5A F5A 1.342(8) . ? C5A C4A 1.449(9) . ? C5B F5B 1.376(7) . ? C5B C4B 1.408(10) . ? C4A O4A 1.247(8) . ? C4A N3A 1.354(9) . ? C4B O4B 1.244(9) . ? C4B N3B 1.356(8) . ? C7A N1A 1.469(8) . ? C7A C8A 1.521(13) . ? C7A H7A1 0.97 . ? C7A H7A2 0.97 . ? C7B N1B 1.470(10) . ? C7B C8B 1.521(14) . ? C7B H7B1 0.97 . ? C7B H7B2 0.97 . ? C8A C9A 1.528(12) . ? C8A H8A1 0.97 . ? C8A H8A2 0.97 . ? C8B C9B 1.464(15) . ? C8B H8B1 0.97 . ? C8B H8B2 0.97 . ? C9A C10A 1.430(14) . ? C9A H9A1 0.97 . ? C9A H9A2 0.97 . ? C9B C10B 1.506(14) . ? C9B H9B1 0.97 . ? C9B H9B2 0.97 . ? C10A C11A 1.521(11) . ? C10A H10A 0.97 . ? C10A H10B 0.97 . ? C10B C11B 1.509(12) . ? C10B H10C 0.97 . ? C10B H10D 0.97 . ? C11A C12A 1.445(12) . ? C11A H11A 0.97 . ? C11A H11B 0.97 . ? C11B C12B 1.422(13) . ? C11B H11C 0.97 . ? C11B H11D 0.97 . ? C12A H12A 0.96 . ? C12A H12B 0.96 . ? C12A H12C 0.96 . ? C12B H12D 0.96 . ? C12B H12E 0.96 . ? C12B H12F 0.96 . ? N3A Ag1A 2.106(5) . ? N3B Ag1B 2.088(6) . ? O2A Ag3 2.342(5) . ? O2B Ag3 2.384(5) 2 ? O4A Ag3 2.315(5) 2_565 ? O4B Ag3 2.419(6) . ? Ag1A N3A 2.106(5) 2_565 ? Ag1A Ag3 2.9880(14) 2_565 ? Ag1A Ag3 2.9880(14) . ? Ag1B N3B 2.088(6) 2 ? Ag1B Ag3 3.0247(17) . ? Ag1B Ag3 3.0247(17) 2 ? Ag3 O4A 2.315(5) 2_565 ? Ag3 O2B 2.384(5) 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 O2A C2A N3A 122.9(6) . . ? O2A C2A N1A 118.5(6) . . ? N3A C2A N1A 118.5(7) . . ? O2B C2B N3B 121.3(7) . . ? O2B C2B N1B 119.6(7) . . ? N3B C2B N1B 119.1(6) . . ? C5A C6A N1A 120.1(6) . . ? C5A C6A H6A 119.9 . . ? N1A C6A H6A 119.9 . . ? C5B C6B N1B 120.4(7) . . ? C5B C6B H6B 119.8 . . ? N1B C6B H6B 119.8 . . ? C6A C5A F5A 120.4(6) . . ? C6A C5A C4A 121.1(7) . . ? F5A C5A C4A 118.5(6) . . ? C6B C5B F5B 118.6(7) . . ? C6B C5B C4B 122.7(7) . . ? F5B C5B C4B 118.7(7) . . ? O4A C4A N3A 123.1(6) . . ? O4A C4A C5A 120.9(7) . . ? N3A C4A C5A 115.9(6) . . ? O4B C4B N3B 121.9(7) . . ? O4B C4B C5B 122.4(6) . . ? N3B C4B C5B 115.6(7) . . ? N1A C7A C8A 110.7(6) . . ? N1A C7A H7A1 109.5 . . ? C8A C7A H7A1 109.5 . . ? N1A C7A H7A2 109.5 . . ? C8A C7A H7A2 109.5 . . ? H7A1 C7A H7A2 108.1 . . ? N1B C7B C8B 112.3(8) . . ? N1B C7B H7B1 109.1 . . ? C8B C7B H7B1 109.1 . . ? N1B C7B H7B2 109.1 . . ? C8B C7B H7B2 109.1 . . ? H7B1 C7B H7B2 107.9 . . ? C9A C8A C7A 113.2(9) . . ? C9A C8A H8A1 108.9 . . ? C7A C8A H8A1 108.9 . . ? C9A C8A H8A2 108.9 . . ? C7A C8A H8A2 108.9 . . ? H8A1 C8A H8A2 107.8 . . ? C9B C8B C7B 115.4(9) . . ? C9B C8B H8B1 108.4 . . ? C7B C8B H8B1 108.4 . . ? C9B C8B H8B2 108.4 . . ? C7B C8B H8B2 108.4 . . ? H8B1 C8B H8B2 107.5 . . ? C10A C9A C8A 115.9(10) . . ? C10A C9A H9A1 108.3 . . ? C8A C9A H9A1 108.3 . . ? C10A C9A H9A2 108.3 . . ? C8A C9A H9A2 108.3 . . ? H9A1 C9A H9A2 107.4 . . ? C8B C9B C10B 118.7(11) . . ? C8B C9B H9B1 107.6 . . ? C10B C9B H9B1 107.6 . . ? C8B C9B H9B2 107.6 . . ? C10B C9B H9B2 107.6 . . ? H9B1 C9B H9B2 107.1 . . ? C9A C10A C11A 113.9(10) . . ? C9A C10A H10A 108.8 . . ? C11A C10A H10A 108.8 . . ? C9A C10A H10B 108.8 . . ? C11A C10A H10B 108.8 . . ? H10A C10A H10B 107.7 . . ? C11B C10B C9B 107.8(11) . . ? C11B C10B H10C 110.1 . . ? C9B C10B H10C 110.1 . . ? C11B C10B H10D 110.1 . . ? C9B C10B H10D 110.1 . . ? H10C C10B H10D 108.5 . . ? C12A C11A C10A 113.2(10) . . ? C12A C11A H11A 108.9 . . ? C10A C11A H11A 108.9 . . ? C12A C11A H11B 108.9 . . ? C10A C11A H11B 108.9 . . ? H11A C11A H11B 107.7 . . ? C12B C11B C10B 113.2(13) . . ? C12B C11B H11C 108.9 . . ? C10B C11B H11C 108.9 . . ? C12B C11B H11D 108.9 . . ? C10B C11B H11D 108.9 . . ? H11C C11B H11D 107.8 . . ? C11A C12A H12A 109.5 . . ? C11A C12A H12B 109.5 . . ? H12A C12A H12B 109.5 . . ? C11A C12A H12C 109.5 . . ? H12A C12A H12C 109.5 . . ? H12B C12A H12C 109.5 . . ? C11B C12B H12D 109.5 . . ? C11B C12B H12E 109.5 . . ? H12D C12B H12E 109.5 . . ? C11B C12B H12F 109.5 . . ? H12D C12B H12F 109.5 . . ? H12E C12B H12F 109.5 . . ? C2A N3A C4A 123.7(6) . . ? C2A N3A Ag1A 117.5(5) . . ? C4A N3A Ag1A 118.8(4) . . ? C4B N3B C2B 123.0(6) . . ? C4B N3B Ag1B 118.9(5) . . ? C2B N3B Ag1B 118.1(4) . . ? C2A N1A C6A 120.2(6) . . ? C2A N1A C7A 120.0(6) . . ? C6A N1A C7A 119.6(6) . . ? C6B N1B C2B 119.2(7) . . ? C6B N1B C7B 120.0(7) . . ? C2B N1B C7B 120.9(6) . . ? C2A O2A Ag3 134.4(5) . . ? C2B O2B Ag3 131.0(5) . 2 ? C4A O4A Ag3 132.6(5) . 2_565 ? C4B O4B Ag3 130.3(4) . . ? N3A Ag1A N3A 180 . 2_565 ? N3A Ag1A Ag3 89.29(16) . 2_565 ? N3A Ag1A Ag3 90.71(16) 2_565 2_565 ? N3A Ag1A Ag3 90.71(16) . . ? N3A Ag1A Ag3 89.29(16) 2_565 . ? Ag3 Ag1A Ag3 180.00(2) 2_565 . ? N3B Ag1B N3B 180.0(4) 2 . ? N3B Ag1B Ag3 89.85(17) 2 . ? N3B Ag1B Ag3 90.15(17) . . ? N3B Ag1B Ag3 90.15(17) 2 2 ? N3B Ag1B Ag3 89.85(17) . 2 ? Ag3 Ag1B Ag3 180.00(3) . 2 ? O4A Ag3 O2A 134.42(19) 2_565 . ? O4A Ag3 O2B 104.49(18) 2_565 2 ? O2A Ag3 O2B 87.08(19) . 2 ? O4A Ag3 O4B 92.27(19) 2_565 . ? O2A Ag3 O4B 117.8(2) . . ? O2B Ag3 O4B 123.76(19) 2 . ? O4A Ag3 Ag1A 71.73(13) 2_565 . ? O2A Ag3 Ag1A 70.21(12) . . ? O2B Ag3 Ag1A 136.75(14) 2 . ? O4B Ag3 Ag1A 99.48(14) . . ? O4A Ag3 Ag1B 147.29(13) 2_565 . ? O2A Ag3 Ag1B 78.14(14) . . ? O2B Ag3 Ag1B 68.69(13) 2 . ? O4B Ag3 Ag1B 68.90(13) . . ? Ag1A Ag3 Ag1B 135.80(4) . . ? data_mb280410 _database_code_depnum_ccdc_archive 'CCDC 913990' #TrackingRef 'web_deposit_cif_file_2_MiquelBarcelo-Oliver_1354662008.compound 3.cif' _audit_creation_date 2010-05-01T16:42:34-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C40 H64 Ag N9 O11' _chemical_formula_sum 'C40 H64 Ag N9 O11' _chemical_formula_weight 954.87 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 27.2789(12) _cell_length_b 25.2623(12) _cell_length_c 19.2793(13) _cell_angle_alpha 90 _cell_angle_beta 134.580(5) _cell_angle_gamma 90 _cell_volume 9463.2(12) _cell_formula_units_Z 8 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 8470 _cell_measurement_theta_min 2.4811 _cell_measurement_theta_max 29.4362 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.06 _exptl_crystal_density_diffrn 1.34 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4016 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.49 _exptl_absorpt_correction_T_min 0.890 _exptl_absorpt_correction_T_max 0.980 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 183(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 Ruby' _diffrn_measurement_method '/o oscillation scan' _diffrn_detector_area_resol_mean 10.4498 _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0818 _diffrn_reflns_av_unetI/netI 0.0837 _diffrn_reflns_number 36867 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 26.02 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 9286 _reflns_number_gt 5285 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlis RED (Oxford, 2007)' _computing_cell_refinement 'CrysAlis RED (Oxford, 2007)' _computing_data_reduction 'CrysAlis RED (Oxford, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0606P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 9286 _refine_ls_number_parameters 741 _refine_ls_number_restraints 699 _refine_ls_R_factor_all 0.103 _refine_ls_R_factor_gt 0.05 _refine_ls_wR_factor_ref 0.1282 _refine_ls_wR_factor_gt 0.1158 _refine_ls_goodness_of_fit_ref 0.949 _refine_ls_restrained_S_all 0.988 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.674 _refine_diff_density_min -0.565 _refine_diff_density_rms 0.064 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Ag1 Ag 0.5 0.744833(14) 0.25 0.04733(10) Uani 1 2 d S . . N101 N 0.5 0.86059(14) 0.25 0.0427(9) Uani 1 2 d S . . O102 O 0.5 0.90930(14) 0.25 0.0720(10) Uani 1 2 d S . . O103 O 0.44720(7) 0.83442(9) 0.21191(11) 0.0604(6) Uani 1 1 d . . . N1 N 0.22458(7) 0.67650(9) -0.12504(10) 0.0377(6) Uani 1 1 d D . . C2 C 0.28850(9) 0.68719(12) -0.08930(13) 0.0421(8) Uani 1 1 d D A . O2 O 0.30019(6) 0.68680(9) -0.13996(10) 0.0589(6) Uani 1 1 d D . . N3 N 0.33873(7) 0.69844(9) 0.00832(11) 0.0417(6) Uani 1 1 d D . . H3 H 0.3797 0.7062 0.0325 0.05 Uiso 1 1 calc R A . C4 C 0.33196(9) 0.69884(11) 0.07187(13) 0.0374(7) Uani 1 1 d D A . O4 O 0.38182(6) 0.71210(9) 0.15798(9) 0.0526(6) Uani 1 1 d D . . C5 C 0.26523(9) 0.68490(11) 0.03099(14) 0.0383(7) Uani 1 1 d D . . H5 H 0.2568 0.6828 0.0711 0.046 Uiso 1 1 calc R A . C6 C 0.21502(9) 0.67485(11) -0.06411(13) 0.0381(7) Uani 1 1 d D A . H6 H 0.1707 0.6662 -0.0909 0.046 Uiso 1 1 calc R . . C7 C 0.16681(10) 0.66498(12) -0.22982(14) 0.0463(8) Uani 0.5 1 d PDU A 1 H7A H 0.1717 0.687 -0.2672 0.056 Uiso 0.5 1 calc PR A 1 H7B H 0.1231 0.6751 -0.2503 0.056 Uiso 0.5 1 calc PR A 1 C8 C 0.1630(3) 0.6060(2) -0.2551(4) 0.062(2) Uani 0.5 1 d PDU A 1 H8A H 0.1227 0.6015 -0.326 0.074 Uiso 0.5 1 calc PR A 1 H8B H 0.2045 0.5977 -0.2415 0.074 Uiso 0.5 1 calc PR A 1 C9 C 0.1577(2) 0.5668(2) -0.2044(3) 0.0410(17) Uani 0.5 1 d PDU A 1 H9A H 0.1192 0.5771 -0.212 0.049 Uiso 0.5 1 calc PR A 1 H9B H 0.2004 0.5683 -0.1341 0.049 Uiso 0.5 1 calc PR A 1 C10 C 0.1463(3) 0.5089(2) -0.2386(4) 0.063(2) Uani 0.5 1 d PDU A 1 H10A H 0.1021 0.5063 -0.3078 0.076 Uiso 0.5 1 calc PR A 1 H10B H 0.1835 0.4984 -0.2339 0.076 Uiso 0.5 1 calc PR A 1 C11 C 0.1451(3) 0.4718(3) -0.1808(4) 0.075(2) Uani 0.5 1 d PDU A 1 H11A H 0.1178 0.4882 -0.1703 0.091 Uiso 0.5 1 calc PR A 1 H11B H 0.1929 0.4681 -0.1161 0.091 Uiso 0.5 1 calc PR A 1 C12 C 0.1169(3) 0.4168(3) -0.2210(6) 0.101(3) Uani 0.5 1 d PDU A 1 H12A H 0.085 0.4176 -0.2921 0.152 Uiso 0.5 1 calc PR A 1 H12B H 0.0926 0.4047 -0.2035 0.152 Uiso 0.5 1 calc PR A 1 H12C H 0.1549 0.3925 -0.1936 0.152 Uiso 0.5 1 calc PR A 1 C7' C 0.16681(10) 0.66498(12) -0.22982(14) 0.0463(8) Uani 0.5 1 d PU A 2 H7'1 H 0.1229 0.6715 -0.2488 0.056 Uiso 0.5 1 calc PR A 2 H7'2 H 0.169 0.6895 -0.2676 0.056 Uiso 0.5 1 calc PR A 2 C8' C 0.1675(2) 0.6113(3) -0.2543(4) 0.0472(18) Uani 0.5 1 d PU A 2 H8'1 H 0.2121 0.6039 -0.2329 0.057 Uiso 0.5 1 calc PR A 2 H8'2 H 0.1305 0.6065 -0.3258 0.057 Uiso 0.5 1 calc PR A 2 C9' C 0.1567(4) 0.5722(4) -0.2040(6) 0.078(3) Uani 0.5 1 d PU A 2 H9'1 H 0.197 0.5739 -0.1326 0.093 Uiso 0.5 1 calc PR A 2 H9'2 H 0.1155 0.5828 -0.2182 0.093 Uiso 0.5 1 calc PR A 2 C10' C 0.1479(4) 0.5166(4) -0.2381(6) 0.078(3) Uani 0.5 1 d PU A 2 H10C H 0.1913 0.5047 -0.2167 0.093 Uiso 0.5 1 calc PR A 2 H10D H 0.1115 0.5159 -0.3101 0.093 Uiso 0.5 1 calc PR A 2 C11' C 0.1279(4) 0.4767(4) -0.1977(6) 0.096(3) Uani 0.5 1 d PU A 2 H11C H 0.0805 0.4839 -0.2281 0.115 Uiso 0.5 1 calc PR A 2 H11D H 0.16 0.4805 -0.1263 0.115 Uiso 0.5 1 calc PR A 2 C12' C 0.1329(4) 0.4175(4) -0.2252(7) 0.099(3) Uani 0.5 1 d PU A 2 H12D H 0.1719 0.4157 -0.2186 0.148 Uiso 0.5 1 calc PR A 2 H12E H 0.0903 0.4093 -0.2925 0.148 Uiso 0.5 1 calc PR A 2 H12F H 0.1395 0.3918 -0.1811 0.148 Uiso 0.5 1 calc PR A 2 N21 N 0.59852(7) 0.67313(10) 0.07161(11) 0.0442(6) Uani 1 1 d D . . C22 C 0.62762(9) 0.68763(12) 0.16295(14) 0.0425(8) Uani 1 1 d D B . O22 O 0.68927(6) 0.69077(9) 0.23397(10) 0.0580(6) Uani 1 1 d D . . N23 N 0.58115(7) 0.69975(9) 0.16787(11) 0.0403(6) Uani 1 1 d D . . H23 H 0.5981 0.7093 0.2251 0.048 Uiso 1 1 calc R B . C24 C 0.51129(8) 0.69843(12) 0.09286(13) 0.0392(7) Uani 1 1 d D A . O24 O 0.47540(6) 0.71089(8) 0.10873(9) 0.0467(5) Uani 1 1 d D . . C25 C 0.48460(9) 0.68192(12) 0.00123(14) 0.0429(8) Uani 1 1 d D . . H25 H 0.4364 0.6792 -0.054 0.051 Uiso 1 1 calc R A . C26 C 0.52931(9) 0.67020(12) -0.00534(14) 0.0458(8) Uani 1 1 d D A . H26 H 0.5116 0.6594 -0.0666 0.055 Uiso 1 1 calc R . . C27 C 0.64558(9) 0.65891(13) 0.06011(16) 0.0567(8) Uani 0.5 1 d PDU B 3 H27A H 0.6206 0.6645 -0.0089 0.068 Uiso 0.5 1 calc PR B 3 H27B H 0.6849 0.6838 0.0997 0.068 Uiso 0.5 1 calc PR B 3 C28 C 0.6734(2) 0.6041(2) 0.0877(4) 0.064(2) Uani 0.5 1 d PDU B 3 H28A H 0.6987 0.5972 0.1565 0.077 Uiso 0.5 1 calc PR B 3 H28B H 0.7056 0.5994 0.0803 0.077 Uiso 0.5 1 calc PR B 3 C29 C 0.6133(3) 0.5664(2) 0.0213(5) 0.080(2) Uani 0.5 1 d PDU B 3 H29A H 0.5853 0.5759 -0.0476 0.097 Uiso 0.5 1 calc PR B 3 H29B H 0.5837 0.5688 0.0335 0.097 Uiso 0.5 1 calc PR B 3 C30 C 0.6404(3) 0.5104(2) 0.0406(5) 0.081(2) Uani 0.5 1 d PDU B 3 H30A H 0.6722 0.5088 0.032 0.097 Uiso 0.5 1 calc PR B 3 H30B H 0.6668 0.5007 0.1089 0.097 Uiso 0.5 1 calc PR B 3 C31 C 0.5831(3) 0.4714(3) -0.0267(5) 0.110(3) Uani 0.5 1 d PDU B 3 H31A H 0.5542 0.4698 -0.0131 0.132 Uiso 0.5 1 calc PR B 3 H31B H 0.5537 0.4829 -0.095 0.132 Uiso 0.5 1 calc PR B 3 C32 C 0.6123(4) 0.4178(3) -0.0126(6) 0.132(3) Uani 0.5 1 d PDU B 3 H32A H 0.6414 0.4196 -0.0252 0.198 Uiso 0.5 1 calc PR B 3 H32B H 0.5747 0.3927 -0.0578 0.198 Uiso 0.5 1 calc PR B 3 H32C H 0.64 0.406 0.0545 0.198 Uiso 0.5 1 calc PR B 3 C27' C 0.64558(9) 0.65891(13) 0.06011(16) 0.0567(8) Uani 0.5 1 d PDU B 4 H27C H 0.6851 0.6836 0.0983 0.068 Uiso 0.5 1 calc PR B 4 H27D H 0.6208 0.6617 -0.0092 0.068 Uiso 0.5 1 calc PR B 4 C28' C 0.6710(3) 0.6025(3) 0.0959(5) 0.074(2) Uani 0.5 1 d PDU B 4 H28C H 0.7076 0.5958 0.0975 0.089 Uiso 0.5 1 calc PR B 4 H28D H 0.693 0.6007 0.164 0.089 Uiso 0.5 1 calc PR B 4 C29' C 0.6203(3) 0.5574(3) 0.0408(6) 0.085(3) Uani 0.5 1 d PDU B 4 H29C H 0.598 0.5586 -0.0275 0.102 Uiso 0.5 1 calc PR B 4 H29D H 0.5839 0.5631 0.0398 0.102 Uiso 0.5 1 calc PR B 4 C30' C 0.6506(4) 0.5016(3) 0.0816(6) 0.114(3) Uani 0.5 1 d PDU B 4 H30C H 0.686 0.4953 0.0808 0.137 Uiso 0.5 1 calc PR B 4 H30D H 0.6738 0.5005 0.1503 0.137 Uiso 0.5 1 calc PR B 4 C31' C 0.5982(4) 0.4569(4) 0.0265(5) 0.157(4) Uani 0.5 1 d PDU B 4 H31C H 0.5573 0.4661 0.0141 0.188 Uiso 0.5 1 calc PR B 4 H31D H 0.6186 0.424 0.0655 0.188 Uiso 0.5 1 calc PR B 4 C32' C 0.5769(5) 0.4486(5) -0.0719(6) 0.186(4) Uani 0.5 1 d PDU B 4 H32D H 0.5787 0.4825 -0.0947 0.28 Uiso 0.5 1 calc PR B 4 H32E H 0.5299 0.4345 -0.1204 0.28 Uiso 0.5 1 calc PR B 4 H32F H 0.6085 0.4235 -0.0624 0.28 Uiso 0.5 1 calc PR B 4 Ag2 Ag 0.5 0.741263(14) 0.75 0.04834(9) Uani 1 2 d S . . N204 N 0.5 0.62505(15) 0.75 0.0499(10) Uani 1 2 d S . . O206 O 0.49323(8) 0.65159(10) 0.68848(11) 0.0718(7) Uani 1 1 d . . . O205 O 0.5 0.57694(15) 0.75 0.0855(11) Uani 1 2 d S . . N41 N 0.40662(7) 0.81520(9) 0.93492(11) 0.0392(6) Uani 1 1 d D . . C42 C 0.46910(9) 0.80992(11) 0.96386(13) 0.0388(7) Uani 1 1 d D C . O42 O 0.52430(6) 0.81615(9) 1.04676(10) 0.0517(6) Uani 1 1 d D . . N43 N 0.46383(7) 0.79688(9) 0.88918(10) 0.0370(6) Uani 1 1 d D . . H43 H 0.5028 0.7936 0.905 0.044 Uiso 1 1 calc R C . C44 C 0.40507(9) 0.78862(11) 0.79389(13) 0.0353(7) Uani 1 1 d D C . O44 O 0.40861(6) 0.77638(9) 0.73505(10) 0.0504(6) Uani 1 1 d D . . C45 C 0.34284(9) 0.79416(12) 0.77040(14) 0.0441(8) Uani 1 1 d D . . H45 H 0.2996 0.7885 0.7057 0.053 Uiso 1 1 calc R C . C46 C 0.34629(10) 0.80740(12) 0.84097(15) 0.0455(8) Uani 1 1 d D C . H46 H 0.3045 0.8115 0.8245 0.055 Uiso 1 1 calc R . . C47 C 0.40589(10) 0.83181(12) 1.00760(15) 0.0536(8) Uani 0.5 1 d PDU C 5 H47A H 0.4509 0.8238 1.0739 0.064 Uiso 0.5 1 calc PR C 5 H47B H 0.37 0.8118 0.9973 0.064 Uiso 0.5 1 calc PR C 5 C48 C 0.3912(2) 0.8920(2) 0.9987(4) 0.0581(19) Uani 0.5 1 d PDU C 5 H48A H 0.3448 0.8985 0.9331 0.07 Uiso 0.5 1 calc PR C 5 H48B H 0.3892 0.9011 1.0466 0.07 Uiso 0.5 1 calc PR C 5 C49 C 0.4393(3) 0.9291(2) 1.0127(5) 0.076(2) Uani 0.5 1 d PDU C 5 H49A H 0.4455 0.9178 0.9701 0.091 Uiso 0.5 1 calc PR C 5 H49B H 0.4845 0.926 1.0809 0.091 Uiso 0.5 1 calc PR C 5 C50 C 0.4181(3) 0.9885(3) 0.9918(4) 0.082(2) Uani 0.5 1 d PDU C 5 H50A H 0.4482 1.0081 0.9892 0.099 Uiso 0.5 1 calc PR C 5 H50B H 0.3703 0.9916 0.9271 0.099 Uiso 0.5 1 calc PR C 5 C51 C 0.4228(3) 1.0135(3) 1.0660(4) 0.101(2) Uani 0.5 1 d PDU C 5 H51A H 0.4708 1.0114 1.1307 0.121 Uiso 0.5 1 calc PR C 5 H51B H 0.393 0.9941 1.0694 0.121 Uiso 0.5 1 calc PR C 5 C52 C 0.4001(4) 1.0722(3) 1.0400(6) 0.126(3) Uani 0.5 1 d PDU C 5 H52A H 0.4398 1.0951 1.0886 0.189 Uiso 0.5 1 calc PR C 5 H52B H 0.3643 1.0787 1.0393 0.189 Uiso 0.5 1 calc PR C 5 H52C H 0.3818 1.0799 0.9756 0.189 Uiso 0.5 1 calc PR C 5 C47' C 0.40589(10) 0.83181(12) 1.00760(15) 0.0536(8) Uani 0.5 1 d PDU C 6 H47C H 0.4537 0.8319 1.0728 0.064 Uiso 0.5 1 calc PR C 6 H47D H 0.3797 0.8054 1.0087 0.064 Uiso 0.5 1 calc PR C 6 C48' C 0.3751(3) 0.8852(2) 0.9889(5) 0.0602(19) Uani 0.5 1 d PDU C 6 H48C H 0.33 0.8874 0.9204 0.072 Uiso 0.5 1 calc PR C 6 H48D H 0.3673 0.8905 1.0315 0.072 Uiso 0.5 1 calc PR C 6 C49' C 0.4212(3) 0.9272(2) 1.0082(5) 0.066(2) Uani 0.5 1 d PDU C 6 H49C H 0.4234 0.9252 0.9591 0.079 Uiso 0.5 1 calc PR C 6 H49D H 0.4683 0.9217 1.0732 0.079 Uiso 0.5 1 calc PR C 6 C50' C 0.3950(2) 0.9821(2) 1.0041(4) 0.0652(18) Uani 0.5 1 d PDU C 6 H50C H 0.3503 0.989 0.9368 0.078 Uiso 0.5 1 calc PR C 6 H50D H 0.3872 0.9822 1.047 0.078 Uiso 0.5 1 calc PR C 6 C51' C 0.4435(3) 1.0252(3) 1.0344(5) 0.079(2) Uani 0.5 1 d PDU C 6 H51C H 0.4471 1.0277 0.9869 0.094 Uiso 0.5 1 calc PR C 6 H51D H 0.4897 1.0161 1.0985 0.094 Uiso 0.5 1 calc PR C 6 C52' C 0.4225(3) 1.0793(3) 1.0421(6) 0.099(3) Uani 0.5 1 d PDU C 6 H52D H 0.445 1.1072 1.0374 0.148 Uiso 0.5 1 calc PR C 6 H52E H 0.4367 1.082 1.1048 0.148 Uiso 0.5 1 calc PR C 6 H52F H 0.3725 1.0833 0.9891 0.148 Uiso 0.5 1 calc PR C 6 N61 N 0.22763(7) 0.82503(9) 0.38457(12) 0.0428(6) Uani 1 1 d D . . C62 C 0.25928(9) 0.81508(11) 0.47893(14) 0.0385(7) Uani 1 1 d D D . O62 O 0.22995(7) 0.81960(9) 0.50519(11) 0.0561(6) Uani 1 1 d D . . N63 N 0.32607(7) 0.79862(9) 0.54047(11) 0.0366(6) Uani 1 1 d D . . H63 H 0.3476 0.7926 0.6012 0.044 Uiso 1 1 calc R D . C64 C 0.36321(9) 0.79051(11) 0.51806(14) 0.0388(7) Uani 1 1 d D C . O64 O 0.42374(6) 0.77492(9) 0.58187(10) 0.0520(6) Uani 1 1 d D . . C65 C 0.32723(10) 0.80134(12) 0.41938(14) 0.0487(8) Uani 1 1 d D . . H65 H 0.3493 0.7967 0.3978 0.058 Uiso 1 1 calc R C . C66 C 0.26274(10) 0.81797(12) 0.35831(15) 0.0468(8) Uani 1 1 d D C . H66 H 0.2395 0.8254 0.293 0.056 Uiso 1 1 calc R . . C67 C 0.15700(11) 0.84478(13) 0.31326(18) 0.0604(9) Uani 0.7 1 d PDU D 7 H67A H 0.1342 0.8342 0.3343 0.072 Uiso 0.7 1 calc PR D 7 H67B H 0.1322 0.8272 0.2501 0.072 Uiso 0.7 1 calc PR D 7 C68 C 0.1496(2) 0.9029(2) 0.2977(4) 0.103(2) Uani 0.7 1 d PDU D 7 H68A H 0.1509 0.9095 0.2484 0.123 Uiso 0.7 1 calc PR D 7 H68B H 0.1021 0.9112 0.2656 0.123 Uiso 0.7 1 calc PR D 7 C69 C 0.1915(4) 0.9422(2) 0.3692(5) 0.170(4) Uani 0.7 1 d PDU D 7 H69A H 0.2396 0.9293 0.4151 0.204 Uiso 0.7 1 calc PR D 7 H69B H 0.1789 0.9449 0.4062 0.204 Uiso 0.7 1 calc PR D 7 C70 C 0.1907(3) 0.9995(3) 0.3377(5) 0.151(3) Uani 0.7 1 d PDU D 7 H70A H 0.2176 1.0233 0.3948 0.182 Uiso 0.7 1 calc PR D 7 H70B H 0.2127 0.9993 0.3131 0.182 Uiso 0.7 1 calc PR D 7 C71 C 0.1199(3) 1.0192(3) 0.2613(5) 0.156(3) Uani 0.7 1 d PDU D 7 H71A H 0.0973 1.0029 0.1981 0.187 Uiso 0.7 1 calc PR D 7 H71B H 0.0934 1.0093 0.277 0.187 Uiso 0.7 1 calc PR D 7 C72 C 0.1201(3) 1.0770(3) 0.2540(5) 0.147(3) Uani 0.7 1 d PDU D 7 H72A H 0.0859 1.0925 0.2513 0.221 Uiso 0.7 1 calc PR D 7 H72B H 0.1088 1.0863 0.1947 0.221 Uiso 0.7 1 calc PR D 7 H72C H 0.1659 1.0908 0.311 0.221 Uiso 0.7 1 calc PR D 7 C67' C 0.15700(11) 0.84478(13) 0.31326(18) 0.0604(9) Uani 0.3 1 d PDU D 8 H67C H 0.1363 0.8425 0.3396 0.072 Uiso 0.3 1 calc PR D 8 H67D H 0.1287 0.8236 0.2527 0.072 Uiso 0.3 1 calc PR D 8 C68' C 0.1603(5) 0.9042(3) 0.2918(5) 0.057(3) Uani 0.3 1 d PDU D 8 H68C H 0.197 0.9094 0.2933 0.069 Uiso 0.3 1 calc PR D 8 H68D H 0.1157 0.9158 0.2279 0.069 Uiso 0.3 1 calc PR D 8 C69' C 0.1762(4) 0.9330(3) 0.3734(5) 0.044(2) Uani 0.3 1 d PDU D 8 H69C H 0.2208 0.9204 0.4364 0.053 Uiso 0.3 1 calc PR D 8 H69D H 0.1401 0.9255 0.3723 0.053 Uiso 0.3 1 calc PR D 8 C70' C 0.1802(4) 0.9943(3) 0.3636(7) 0.067(3) Uani 0.3 1 d PDU D 8 H70C H 0.2067 1.0111 0.4278 0.081 Uiso 0.3 1 calc PR D 8 H70D H 0.2055 1.0005 0.3449 0.081 Uiso 0.3 1 calc PR D 8 C71' C 0.1124(5) 1.0198(4) 0.2916(10) 0.105(4) Uani 0.3 1 d PDU D 8 H71C H 0.083 1.0067 0.3007 0.126 Uiso 0.3 1 calc PR D 8 H71D H 0.0904 1.0093 0.2254 0.126 Uiso 0.3 1 calc PR D 8 C72' C 0.1160(7) 1.0786(4) 0.2987(11) 0.137(5) Uani 0.3 1 d PDU D 8 H72D H 0.1163 1.0898 0.3477 0.206 Uiso 0.3 1 calc PR D 8 H72E H 0.0759 1.0938 0.2354 0.206 Uiso 0.3 1 calc PR D 8 H72F H 0.1582 1.0908 0.3177 0.206 Uiso 0.3 1 calc PR D 8 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 Ag1 0.02767(8) 0.0777(2) 0.03259(9) 0 0.01970(7) 0 N101 0.0348(9) 0.069(2) 0.0300(9) 0 0.0250(7) 0 O102 0.0777(12) 0.067(2) 0.0711(13) 0 0.0523(9) 0 O103 0.0315(5) 0.0864(16) 0.0594(8) -0.0031(9) 0.0305(5) -0.0062(8) N1 0.0221(6) 0.0677(16) 0.0195(6) 0.0031(8) 0.0132(5) -0.0008(9) C2 0.0274(7) 0.075(2) 0.0241(8) 0.0074(10) 0.0180(6) 0.0012(11) O2 0.0362(5) 0.1164(19) 0.0299(6) 0.0013(8) 0.0253(4) -0.0075(9) N3 0.0212(5) 0.0775(17) 0.0254(6) -0.0006(9) 0.0160(5) -0.0043(9) C4 0.0295(7) 0.0562(18) 0.0252(8) 0.0010(10) 0.0188(6) 0.0009(10) O4 0.0289(5) 0.1007(17) 0.0256(6) -0.0084(8) 0.0182(4) -0.0110(8) C5 0.0320(7) 0.0606(19) 0.0322(8) -0.0024(10) 0.0262(6) -0.0041(10) C6 0.0271(7) 0.0561(18) 0.0332(8) 0.0017(10) 0.0220(6) 0.0001(10) C7 0.0314(8) 0.0779(19) 0.0277(8) 0.0024(10) 0.0200(6) 0.0001(11) C8 0.057(2) 0.079(4) 0.038(2) -0.005(2) 0.0288(17) -0.006(3) C9 0.0332(15) 0.057(3) 0.0342(17) -0.0073(18) 0.0243(13) 0.009(2) C10 0.059(2) 0.059(3) 0.057(2) -0.019(2) 0.0354(18) 0.002(3) C11 0.079(3) 0.063(4) 0.063(3) 0.001(3) 0.042(2) 0.015(3) C12 0.107(3) 0.075(4) 0.123(4) -0.008(3) 0.081(2) 0.007(3) C7' 0.0314(8) 0.0779(19) 0.0277(8) 0.0024(10) 0.0200(6) 0.0001(11) C8' 0.0259(18) 0.086(4) 0.032(2) -0.006(2) 0.0212(15) 0.000(2) C9' 0.081(3) 0.080(4) 0.075(3) -0.004(3) 0.056(2) -0.006(3) C10' 0.069(3) 0.075(4) 0.072(3) -0.010(3) 0.043(2) 0.001(3) C11' 0.108(4) 0.077(4) 0.083(4) -0.006(3) 0.060(3) -0.006(3) C12' 0.088(4) 0.075(4) 0.111(4) -0.009(3) 0.062(3) -0.002(3) N21 0.0285(6) 0.0778(18) 0.0357(7) -0.0001(9) 0.0259(5) -0.0020(9) C22 0.0251(7) 0.069(2) 0.0329(8) 0.0056(11) 0.0203(6) 0.0005(11) O22 0.0246(5) 0.1049(18) 0.0385(7) -0.0035(9) 0.0199(5) -0.0027(8) N23 0.0257(6) 0.0703(16) 0.0272(6) 0.0018(8) 0.0194(5) -0.0002(9) C24 0.0259(7) 0.0611(19) 0.0314(8) 0.0051(10) 0.0204(6) -0.0016(10) O24 0.0261(5) 0.0820(15) 0.0322(6) 0.0012(7) 0.0205(4) -0.0008(8) C25 0.0260(7) 0.066(2) 0.0303(9) 0.0015(10) 0.0175(6) 0.0005(11) C26 0.0302(8) 0.076(2) 0.0297(9) -0.0012(11) 0.0205(6) -0.0033(12) C27 0.0416(7) 0.095(2) 0.0551(9) -0.0021(12) 0.0418(6) -0.0006(12) C28 0.0541(18) 0.091(4) 0.066(2) -0.001(3) 0.0487(15) -0.003(3) C29 0.061(2) 0.092(3) 0.092(3) -0.010(3) 0.0550(19) 0.004(3) C30 0.068(2) 0.087(4) 0.099(3) -0.001(3) 0.0631(19) 0.003(3) C31 0.111(3) 0.098(4) 0.113(4) -0.017(4) 0.076(3) 0.002(3) C32 0.111(4) 0.093(4) 0.158(5) -0.009(4) 0.083(3) 0.005(4) C27' 0.0416(7) 0.095(2) 0.0551(9) -0.0021(12) 0.0418(6) -0.0006(12) C28' 0.063(2) 0.104(4) 0.090(3) -0.016(3) 0.0659(18) 0.005(3) C29' 0.076(3) 0.099(4) 0.086(3) -0.005(4) 0.059(2) -0.003(3) C30' 0.120(4) 0.111(4) 0.126(4) 0.014(4) 0.091(3) 0.006(4) C31' 0.154(5) 0.125(5) 0.151(4) 0.008(5) 0.093(3) -0.012(4) C32' 0.188(5) 0.167(7) 0.174(4) -0.018(5) 0.116(3) -0.008(6) Ag2 0.03824(9) 0.0763(2) 0.03364(9) 0 0.02636(7) 0 N204 0.0320(9) 0.079(3) 0.0387(11) 0 0.0248(8) 0 O206 0.0777(7) 0.1073(19) 0.0447(6) 0.0037(9) 0.0482(5) -0.0007(10) O205 0.0869(13) 0.070(3) 0.1016(16) 0 0.0667(11) 0 N41 0.0335(6) 0.0606(16) 0.0327(6) 0.0010(8) 0.0266(5) 0.0014(9) C42 0.0301(7) 0.0590(19) 0.0331(8) 0.0016(10) 0.0243(6) -0.0033(10) O42 0.0347(6) 0.0871(16) 0.0289(6) -0.0076(8) 0.0208(5) -0.0050(8) N43 0.0242(5) 0.0640(16) 0.0283(6) -0.0016(8) 0.0204(4) -0.0024(8) C44 0.0347(7) 0.0432(17) 0.0310(8) 0.0061(9) 0.0242(6) 0.0032(10) O44 0.0428(5) 0.0818(15) 0.0323(6) 0.0013(8) 0.0283(4) 0.0064(8) C45 0.0280(8) 0.062(2) 0.0340(9) -0.0064(11) 0.0185(7) -0.0041(11) C46 0.0273(7) 0.062(2) 0.0474(10) 0.0010(11) 0.0263(6) 0.0015(11) C47 0.0577(8) 0.0751(19) 0.0505(9) 0.0034(11) 0.0461(6) 0.0071(12) C48 0.0543(18) 0.076(3) 0.048(2) -0.005(2) 0.0372(15) 0.010(2) C49 0.081(2) 0.078(4) 0.077(3) -0.009(3) 0.0584(19) -0.002(3) C50 0.100(2) 0.091(4) 0.086(2) 0.000(2) 0.0759(18) -0.003(3) C51 0.126(3) 0.095(4) 0.096(3) -0.010(3) 0.084(2) 0.007(3) C52 0.131(4) 0.100(5) 0.149(4) -0.004(4) 0.099(3) 0.016(4) C47' 0.0577(8) 0.0751(19) 0.0505(9) 0.0034(11) 0.0461(6) 0.0071(12) C48' 0.052(2) 0.078(4) 0.063(3) -0.001(3) 0.0451(17) 0.006(2) C49' 0.076(3) 0.070(3) 0.052(2) -0.005(3) 0.045(2) 0.000(3) C50' 0.066(2) 0.076(3) 0.074(2) -0.007(3) 0.0567(17) -0.007(2) C51' 0.078(2) 0.074(4) 0.094(3) 0.004(3) 0.064(2) -0.001(3) C52' 0.094(3) 0.079(4) 0.131(4) -0.006(3) 0.082(3) 0.002(3) N61 0.0288(6) 0.0599(16) 0.0323(7) 0.0061(9) 0.0187(5) 0.0026(9) C62 0.0332(7) 0.0481(18) 0.0366(8) -0.0048(10) 0.0254(6) -0.0070(10) O62 0.0503(5) 0.0815(16) 0.0608(6) 0.0087(8) 0.0477(4) 0.0071(8) N63 0.0285(6) 0.0604(15) 0.0246(6) -0.0029(8) 0.0200(5) -0.0044(8) C64 0.0324(7) 0.0554(19) 0.0350(8) 0.0004(10) 0.0260(6) -0.0047(10) O64 0.0319(5) 0.0924(16) 0.0369(6) 0.0096(8) 0.0260(4) 0.0081(8) C65 0.0492(8) 0.077(2) 0.0353(8) 0.0037(11) 0.0351(6) 0.0048(12) C66 0.0423(9) 0.067(2) 0.0276(8) -0.0012(11) 0.0235(7) -0.0052(12) C67 0.0394(10) 0.0706(19) 0.0513(12) 0.0074(13) 0.0247(8) 0.0042(13) C68 0.0532(18) 0.089(3) 0.143(3) 0.024(3) 0.0604(18) 0.011(2) C69 0.138(4) 0.102(4) 0.180(5) 0.000(3) 0.079(3) 0.008(4) C70 0.129(3) 0.122(4) 0.162(4) 0.020(4) 0.087(3) 0.001(3) C71 0.156(4) 0.125(4) 0.174(4) 0.028(4) 0.111(3) 0.036(4) C72 0.186(4) 0.111(4) 0.145(3) 0.000(3) 0.116(3) 0.002(4) C67' 0.0394(10) 0.0706(19) 0.0513(12) 0.0074(13) 0.0247(8) 0.0042(13) C68' 0.052(3) 0.063(4) 0.038(3) 0.005(3) 0.025(2) 0.026(3) C69' 0.040(2) 0.069(4) 0.029(2) 0.005(3) 0.0266(17) 0.006(3) C70' 0.074(4) 0.063(4) 0.059(4) -0.006(4) 0.044(3) -0.013(4) C71' 0.101(4) 0.093(4) 0.111(4) 0.009(4) 0.071(3) 0.010(4) C72' 0.139(6) 0.103(5) 0.145(6) -0.006(6) 0.091(4) 0.019(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Ag1 O24 2.4573(17) . ? Ag1 O24 2.4573(17) 2_655 ? Ag1 O4 2.4891(14) . ? Ag1 O4 2.4891(14) 2_655 ? Ag1 O103 2.500(2) 2_655 ? Ag1 O103 2.500(2) . ? N101 O102 1.231(5) . ? N101 O103 1.251(2) 2_655 ? N101 O103 1.251(2) . ? N1 C6 1.371(3) . ? N1 C2 1.379(3) . ? N1 C7 1.476(2) . ? C2 O2 1.222(3) . ? C2 N3 1.371(2) . ? N3 C4 1.361(3) . ? N3 H3 0.88 . ? C4 O4 1.244(2) . ? C4 C5 1.430(3) . ? C5 C6 1.333(3) . ? C5 H5 0.95 . ? C6 H6 0.95 . ? C7 C8 1.548(7) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 C9 1.467(9) . ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C9 C10 1.543(7) . ? C9 H9A 0.99 . ? C9 H9B 0.99 . ? C10 C11 1.474(10) . ? C10 H10A 0.99 . ? C10 H10B 0.99 . ? C11 C12 1.511(9) . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C8' C9' 1.551(12) . ? C8' H8'1 0.99 . ? C8' H8'2 0.99 . ? C9' C10' 1.496(12) . ? C9' H9'1 0.99 . ? C9' H9'2 0.99 . ? C10' C11' 1.586(15) . ? C10' H10C 0.99 . ? C10' H10D 0.99 . ? C11' C12' 1.625(14) . ? C11' H11C 0.99 . ? C11' H11D 0.99 . ? C12' H12D 0.98 . ? C12' H12E 0.98 . ? C12' H12F 0.98 . ? N21 C26 1.356(2) . ? N21 C22 1.379(3) . ? N21 C27 1.492(3) . ? C22 O22 1.215(2) . ? C22 N23 1.371(3) . ? N23 C24 1.362(2) . ? N23 H23 0.88 . ? C24 O24 1.254(3) . ? C24 C25 1.421(3) . ? C25 C26 1.345(4) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? C27 C28 1.486(6) . ? C27 H27A 0.99 . ? C27 H27B 0.99 . ? C28 C29 1.514(7) . ? C28 H28A 0.99 . ? C28 H28B 0.99 . ? C29 C30 1.515(8) . ? C29 H29A 0.99 . ? C29 H29B 0.99 . ? C30 C31 1.501(8) . ? C30 H30A 0.99 . ? C30 H30B 0.99 . ? C31 C32 1.496(9) . ? C31 H31A 0.99 . ? C31 H31B 0.99 . ? C32 H32A 0.98 . ? C32 H32B 0.98 . ? C32 H32C 0.98 . ? C28' C29' 1.509(8) . ? C28' H28C 0.99 . ? C28' H28D 0.99 . ? C29' C30' 1.541(9) . ? C29' H29C 0.99 . ? C29' H29D 0.99 . ? C30' C31' 1.521(9) . ? C30' H30C 0.99 . ? C30' H30D 0.99 . ? C31' C32' 1.559(11) . ? C31' H31C 0.99 . ? C31' H31D 0.99 . ? C32' H32D 0.98 . ? C32' H32E 0.98 . ? C32' H32F 0.98 . ? Ag2 O44 2.4650(17) 2_656 ? Ag2 O44 2.4650(17) . ? Ag2 O64 2.4680(15) 2_656 ? Ag2 O64 2.4680(15) . ? Ag2 O206 2.503(3) . ? Ag2 O206 2.503(3) 2_656 ? N204 O205 1.215(5) . ? N204 O206 1.258(3) . ? N204 O206 1.258(3) 2_656 ? N41 C46 1.358(2) . ? N41 C42 1.378(3) . ? N41 C47 1.476(3) . ? C42 O42 1.212(2) . ? C42 N43 1.382(3) . ? N43 C44 1.362(2) . ? N43 H43 0.88 . ? C44 O44 1.243(3) . ? C44 C45 1.424(3) . ? C45 C46 1.339(4) . ? C45 H45 0.95 . ? C46 H46 0.95 . ? C47 C48 1.551(6) . ? C47 H47A 0.99 . ? C47 H47B 0.99 . ? C48 C49 1.476(8) . ? C48 H48A 0.99 . ? C48 H48B 0.99 . ? C49 C50 1.556(8) . ? C49 H49A 0.99 . ? C49 H49B 0.99 . ? C50 C51 1.485(9) . ? C50 H50A 0.99 . ? C50 H50B 0.99 . ? C51 C52 1.548(9) . ? C51 H51A 0.99 . ? C51 H51B 0.99 . ? C52 H52A 0.98 . ? C52 H52B 0.98 . ? C52 H52C 0.98 . ? C48' C49' 1.481(8) . ? C48' H48C 0.99 . ? C48' H48D 0.99 . ? C49' C50' 1.536(8) . ? C49' H49C 0.99 . ? C49' H49D 0.99 . ? C50' C51' 1.481(8) . ? C50' H50C 0.99 . ? C50' H50D 0.99 . ? C51' C52' 1.528(9) . ? C51' H51C 0.99 . ? C51' H51D 0.99 . ? C52' H52D 0.98 . ? C52' H52E 0.98 . ? C52' H52F 0.98 . ? N61 C66 1.373(3) . ? N61 C62 1.383(3) . ? N61 C67 1.460(3) . ? C62 O62 1.216(3) . ? C62 N63 1.366(2) . ? N63 C64 1.367(3) . ? N63 H63 0.88 . ? C64 O64 1.242(2) . ? C64 C65 1.427(3) . ? C65 C66 1.323(3) . ? C65 H65 0.95 . ? C66 H66 0.95 . ? C67 C68 1.484(6) . ? C67 H67A 0.99 . ? C67 H67B 0.99 . ? C68 C69 1.407(7) . ? C68 H68A 0.99 . ? C68 H68B 0.99 . ? C69 C70 1.563(9) . ? C69 H69A 0.99 . ? C69 H69B 0.99 . ? C70 C71 1.469(7) . ? C70 H70A 0.99 . ? C70 H70B 0.99 . ? C71 C72 1.466(9) . ? C71 H71A 0.99 . ? C71 H71B 0.99 . ? C72 H72A 0.98 . ? C72 H72B 0.98 . ? C72 H72C 0.98 . ? C68' C69' 1.494(11) . ? C68' H68C 0.99 . ? C68' H68D 0.99 . ? C69' C70' 1.573(10) . ? C69' H69C 0.99 . ? C69' H69D 0.99 . ? C70' C71' 1.468(10) . ? C70' H70C 0.99 . ? C70' H70D 0.99 . ? C71' C72' 1.490(12) . ? C71' H71C 0.99 . ? C71' H71D 0.99 . ? C72' H72D 0.98 . ? C72' H72E 0.98 . ? C72' H72F 0.98 . ? 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 O24 Ag1 O24 139.15(10) . 2_655 ? O24 Ag1 O4 83.38(5) . . ? O24 Ag1 O4 83.31(5) 2_655 . ? O24 Ag1 O4 83.31(5) . 2_655 ? O24 Ag1 O4 83.38(5) 2_655 2_655 ? O4 Ag1 O4 141.20(10) . 2_655 ? O24 Ag1 O103 107.11(7) . 2_655 ? O24 Ag1 O103 109.72(6) 2_655 2_655 ? O4 Ag1 O103 134.50(6) . 2_655 ? O4 Ag1 O103 84.28(6) 2_655 2_655 ? O24 Ag1 O103 109.72(6) . . ? O24 Ag1 O103 107.11(7) 2_655 . ? O4 Ag1 O103 84.28(6) . . ? O4 Ag1 O103 134.50(6) 2_655 . ? O103 Ag1 O103 50.30(7) 2_655 . ? O102 N101 O103 121.89(17) . 2_655 ? O102 N101 O103 121.89(17) . . ? O103 N101 O103 116.2(3) 2_655 . ? N101 O103 Ag1 96.74(17) . . ? C6 N1 C2 120.80(16) . . ? C6 N1 C7 120.26(17) . . ? C2 N1 C7 118.9(2) . . ? O2 C2 N3 121.91(19) . . ? O2 C2 N1 123.16(17) . . ? N3 C2 N1 114.9(2) . . ? C4 N3 C2 126.92(18) . . ? C4 N3 H3 116.5 . . ? C2 N3 H3 116.5 . . ? O4 C4 N3 119.4(2) . . ? O4 C4 C5 125.3(2) . . ? N3 C4 C5 115.25(17) . . ? C4 O4 Ag1 134.12(17) . . ? C6 C5 C4 119.1(2) . . ? C6 C5 H5 120.5 . . ? C4 C5 H5 120.5 . . ? C5 C6 N1 122.9(2) . . ? C5 C6 H6 118.6 . . ? N1 C6 H6 118.6 . . ? N1 C7 C8 113.1(2) . . ? N1 C7 H7A 109 . . ? C8 C7 H7A 109 . . ? N1 C7 H7B 109 . . ? C8 C7 H7B 109 . . ? H7A C7 H7B 107.8 . . ? C9 C8 C7 117.2(6) . . ? C9 C8 H8A 108 . . ? C7 C8 H8A 108 . . ? C9 C8 H8B 108 . . ? C7 C8 H8B 108 . . ? H8A C8 H8B 107.2 . . ? C8 C9 C10 116.1(6) . . ? C8 C9 H9A 108.2 . . ? C10 C9 H9A 108.2 . . ? C8 C9 H9B 108.3 . . ? C10 C9 H9B 108.3 . . ? H9A C9 H9B 107.4 . . ? C11 C10 C9 112.7(6) . . ? C11 C10 H10A 109.1 . . ? C9 C10 H10A 109.1 . . ? C11 C10 H10B 109.1 . . ? C9 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C10 C11 C12 118.0(7) . . ? C10 C11 H11A 107.8 . . ? C12 C11 H11A 107.8 . . ? C10 C11 H11B 107.8 . . ? C12 C11 H11B 107.8 . . ? H11A C11 H11B 107.1 . . ? C9' C8' H8'1 109.6 . . ? C9' C8' H8'2 109.6 . . ? H8'1 C8' H8'2 108.2 . . ? C10' C9' C8' 111.5(9) . . ? C10' C9' H9'1 109.3 . . ? C8' C9' H9'1 109.3 . . ? C10' C9' H9'2 109.3 . . ? C8' C9' H9'2 109.3 . . ? H9'1 C9' H9'2 108 . . ? C9' C10' C11' 112.7(9) . . ? C9' C10' H10C 109.1 . . ? C11' C10' H10C 109 . . ? C9' C10' H10D 109 . . ? C11' C10' H10D 109 . . ? H10C C10' H10D 107.8 . . ? C10' C11' C12' 106.7(9) . . ? C10' C11' H11C 110.4 . . ? C12' C11' H11C 110.4 . . ? C10' C11' H11D 110.4 . . ? C12' C11' H11D 110.4 . . ? H11C C11' H11D 108.6 . . ? C11' C12' H12D 109.5 . . ? C11' C12' H12E 109.5 . . ? H12D C12' H12E 109.5 . . ? C11' C12' H12F 109.5 . . ? H12D C12' H12F 109.5 . . ? H12E C12' H12F 109.5 . . ? C26 N21 C22 121.5(2) . . ? C26 N21 C27 120.45(19) . . ? C22 N21 C27 118.00(15) . . ? O22 C22 N23 121.5(2) . . ? O22 C22 N21 123.8(2) . . ? N23 C22 N21 114.60(15) . . ? C24 N23 C22 126.42(19) . . ? C24 N23 H23 116.8 . . ? C22 N23 H23 116.8 . . ? O24 C24 N23 119.0(2) . . ? O24 C24 C25 124.80(16) . . ? N23 C24 C25 116.2(2) . . ? C24 O24 Ag1 134.88(11) . . ? C26 C25 C24 118.34(17) . . ? C26 C25 H25 120.8 . . ? C24 C25 H25 120.8 . . ? C25 C26 N21 122.9(2) . . ? C25 C26 H26 118.5 . . ? N21 C26 H26 118.5 . . ? C28 C27 N21 116.6(4) . . ? C28 C27 H27A 108.1 . . ? N21 C27 H27A 108.1 . . ? C28 C27 H27B 108.1 . . ? N21 C27 H27B 108.1 . . ? H27A C27 H27B 107.3 . . ? C27 C28 C29 107.8(4) . . ? C27 C28 H28A 110.1 . . ? C29 C28 H28A 110.1 . . ? C27 C28 H28B 110.1 . . ? C29 C28 H28B 110.1 . . ? H28A C28 H28B 108.5 . . ? C28 C29 C30 109.1(4) . . ? C28 C29 H29A 109.9 . . ? C30 C29 H29A 109.9 . . ? C28 C29 H29B 109.9 . . ? C30 C29 H29B 109.9 . . ? H29A C29 H29B 108.3 . . ? C31 C30 C29 111.6(5) . . ? C31 C30 H30A 109.3 . . ? C29 C30 H30A 109.3 . . ? C31 C30 H30B 109.3 . . ? C29 C30 H30B 109.3 . . ? H30A C30 H30B 108 . . ? C32 C31 C30 109.8(5) . . ? C32 C31 H31A 109.7 . . ? C30 C31 H31A 109.7 . . ? C32 C31 H31B 109.7 . . ? C30 C31 H31B 109.7 . . ? H31A C31 H31B 108.2 . . ? C29' C28' H28C 107.5 . . ? C29' C28' H28D 107.5 . . ? H28C C28' H28D 107 . . ? C28' C29' C30' 115.6(5) . . ? C28' C29' H29C 108.4 . . ? C30' C29' H29C 108.4 . . ? C28' C29' H29D 108.4 . . ? C30' C29' H29D 108.4 . . ? H29C C29' H29D 107.4 . . ? C31' C30' C29' 114.7(6) . . ? C31' C30' H30C 108.6 . . ? C29' C30' H30C 108.6 . . ? C31' C30' H30D 108.6 . . ? C29' C30' H30D 108.6 . . ? H30C C30' H30D 107.6 . . ? C30' C31' C32' 108.4(9) . . ? C30' C31' H31C 110 . . ? C32' C31' H31C 110 . . ? C30' C31' H31D 110 . . ? C32' C31' H31D 110 . . ? H31C C31' H31D 108.4 . . ? O44 Ag2 O44 137.82(10) 2_656 . ? O44 Ag2 O64 82.62(5) 2_656 2_656 ? O44 Ag2 O64 83.14(5) . 2_656 ? O44 Ag2 O64 83.14(5) 2_656 . ? O44 Ag2 O64 82.62(5) . . ? O64 Ag2 O64 139.70(10) 2_656 . ? O44 Ag2 O206 96.51(7) 2_656 . ? O44 Ag2 O206 122.55(6) . . ? O64 Ag2 O206 130.39(6) 2_656 . ? O64 Ag2 O206 88.60(6) . . ? O44 Ag2 O206 122.55(6) 2_656 2_656 ? O44 Ag2 O206 96.51(7) . 2_656 ? O64 Ag2 O206 88.60(6) 2_656 2_656 ? O64 Ag2 O206 130.39(6) . 2_656 ? O206 Ag2 O206 50.34(10) . 2_656 ? O205 N204 O206 122.20(19) . . ? O205 N204 O206 122.20(19) . 2_656 ? O206 N204 O206 115.6(4) . 2_656 ? N204 O206 Ag2 97.0(2) . . ? C46 N41 C42 121.5(2) . . ? C46 N41 C47 119.75(19) . . ? C42 N41 C47 118.70(15) . . ? O42 C42 N41 124.1(2) . . ? O42 C42 N43 122.0(2) . . ? N41 C42 N43 113.98(15) . . ? C44 N43 C42 127.24(18) . . ? C44 N43 H43 116.4 . . ? C42 N43 H43 116.4 . . ? O44 C44 N43 119.83(19) . . ? O44 C44 C45 124.97(17) . . ? N43 C44 C45 115.2(2) . . ? C44 O44 Ag2 134.65(11) . . ? C46 C45 C44 118.92(17) . . ? C46 C45 H45 120.5 . . ? C44 C45 H45 120.5 . . ? C45 C46 N41 123.1(2) . . ? C45 C46 H46 118.4 . . ? N41 C46 H46 118.4 . . ? N41 C47 C48 110.4(3) . . ? N41 C47 H47A 109.6 . . ? C48 C47 H47A 109.6 . . ? N41 C47 H47B 109.6 . . ? C48 C47 H47B 109.6 . . ? H47A C47 H47B 108.1 . . ? C49 C48 C47 118.4(5) . . ? C49 C48 H48A 107.7 . . ? C47 C48 H48A 107.7 . . ? C49 C48 H48B 107.7 . . ? C47 C48 H48B 107.7 . . ? H48A C48 H48B 107.1 . . ? C48 C49 C50 116.4(6) . . ? C48 C49 H49A 108.2 . . ? C50 C49 H49A 108.2 . . ? C48 C49 H49B 108.2 . . ? C50 C49 H49B 108.2 . . ? H49A C49 H49B 107.3 . . ? C51 C50 C49 113.2(6) . . ? C51 C50 H50A 108.9 . . ? C49 C50 H50A 108.9 . . ? C51 C50 H50B 108.9 . . ? C49 C50 H50B 108.9 . . ? H50A C50 H50B 107.7 . . ? C50 C51 C52 110.5(7) . . ? C50 C51 H51A 109.5 . . ? C52 C51 H51A 109.6 . . ? C50 C51 H51B 109.5 . . ? C52 C51 H51B 109.5 . . ? H51A C51 H51B 108.1 . . ? C49' C48' H48C 109.5 . . ? C49' C48' H48D 109.5 . . ? H48C C48' H48D 108.1 . . ? C48' C49' C50' 110.5(6) . . ? C48' C49' H49C 109.5 . . ? C50' C49' H49C 109.5 . . ? C48' C49' H49D 109.5 . . ? C50' C49' H49D 109.5 . . ? H49C C49' H49D 108.1 . . ? C51' C50' C49' 112.9(5) . . ? C51' C50' H50C 109 . . ? C49' C50' H50C 109 . . ? C51' C50' H50D 109 . . ? C49' C50' H50D 109 . . ? H50C C50' H50D 107.8 . . ? C50' C51' C52' 113.8(6) . . ? C50' C51' H51C 108.8 . . ? C52' C51' H51C 108.8 . . ? C50' C51' H51D 108.8 . . ? C52' C51' H51D 108.8 . . ? H51C C51' H51D 107.7 . . ? C66 N61 C62 120.55(17) . . ? C66 N61 C67 119.9(2) . . ? C62 N61 C67 119.6(2) . . ? O62 C62 N63 122.2(2) . . ? O62 C62 N61 123.02(18) . . ? N63 C62 N61 114.7(2) . . ? C62 N63 C64 127.12(19) . . ? C62 N63 H63 116.4 . . ? C64 N63 H63 116.4 . . ? O64 C64 N63 119.9(2) . . ? O64 C64 C65 125.0(2) . . ? N63 C64 C65 115.08(17) . . ? C64 O64 Ag2 135.97(17) . . ? C66 C65 C64 119.2(2) . . ? C66 C65 H65 120.4 . . ? C64 C65 H65 120.4 . . ? C65 C66 N61 123.3(2) . . ? C65 C66 H66 118.3 . . ? N61 C66 H66 118.3 . . ? N61 C67 C68 115.5(3) . . ? N61 C67 H67A 108.4 . . ? C68 C67 H67A 108.4 . . ? N61 C67 H67B 108.4 . . ? C68 C67 H67B 108.4 . . ? H67A C67 H67B 107.5 . . ? C69 C68 C67 126.8(5) . . ? C69 C68 H68A 105.6 . . ? C67 C68 H68A 105.6 . . ? C69 C68 H68B 105.6 . . ? C67 C68 H68B 105.6 . . ? H68A C68 H68B 106.1 . . ? C68 C69 C70 119.5(6) . . ? C68 C69 H69A 107.4 . . ? C70 C69 H69A 107.4 . . ? C68 C69 H69B 107.4 . . ? C70 C69 H69B 107.4 . . ? H69A C69 H69B 107 . . ? C71 C70 C69 110.7(6) . . ? C71 C70 H70A 109.5 . . ? C69 C70 H70A 109.5 . . ? C71 C70 H70B 109.5 . . ? C69 C70 H70B 109.5 . . ? H70A C70 H70B 108.1 . . ? C72 C71 C70 110.1(6) . . ? C72 C71 H71A 109.6 . . ? C70 C71 H71A 109.6 . . ? C72 C71 H71B 109.6 . . ? C70 C71 H71B 109.6 . . ? H71A C71 H71B 108.2 . . ? C69' C68' H68C 111.3 . . ? C69' C68' H68D 111.3 . . ? H68C C68' H68D 109.2 . . ? C68' C69' C70' 110.3(8) . . ? C68' C69' H69C 109.6 . . ? C70' C69' H69C 109.6 . . ? C68' C69' H69D 109.6 . . ? C70' C69' H69D 109.6 . . ? H69C C69' H69D 108.1 . . ? C71' C70' C69' 113.5(7) . . ? C71' C70' H70C 108.9 . . ? C69' C70' H70C 108.9 . . ? C71' C70' H70D 108.9 . . ? C69' C70' H70D 108.9 . . ? H70C C70' H70D 107.7 . . ? C70' C71' C72' 113.1(9) . . ? C70' C71' H71C 109 . . ? C72' C71' H71C 109 . . ? C70' C71' H71D 109 . . ? C72' C71' H71D 109 . . ? H71C C71' H71D 107.8 . . ? 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 O102 N101 O103 Ag1 180 . . . . ? O103 N101 O103 Ag1 0 2_655 . . . ? O24 Ag1 O103 N101 -96.24(10) . . . . ? O24 Ag1 O103 N101 101.73(10) 2_655 . . . ? O4 Ag1 O103 N101 -177.09(11) . . . . ? O4 Ag1 O103 N101 4.06(15) 2_655 . . . ? O103 Ag1 O103 N101 0 2_655 . . . ? C6 N1 C2 O2 176.7(3) . . . . ? C7 N1 C2 O2 -1.2(4) . . . . ? C6 N1 C2 N3 -3.3(4) . . . . ? C7 N1 C2 N3 178.8(2) . . . . ? O2 C2 N3 C4 -178.4(3) . . . . ? N1 C2 N3 C4 1.6(4) . . . . ? C2 N3 C4 O4 -176.9(3) . . . . ? C2 N3 C4 C5 1.3(4) . . . . ? N3 C4 O4 Ag1 3.5(4) . . . . ? C5 C4 O4 Ag1 -174.54(19) . . . . ? O24 Ag1 O4 C4 -16.2(3) . . . . ? O24 Ag1 O4 C4 -157.4(3) 2_655 . . . ? O4 Ag1 O4 C4 -86.8(3) 2_655 . . . ? O103 Ag1 O4 C4 91.4(3) 2_655 . . . ? O103 Ag1 O4 C4 94.5(3) . . . . ? O4 C4 C5 C6 175.6(3) . . . . ? N3 C4 C5 C6 -2.6(4) . . . . ? C4 C5 C6 N1 1.0(4) . . . . ? C2 N1 C6 C5 2.2(4) . . . . ? C7 N1 C6 C5 -180.0(3) . . . . ? C6 N1 C7 C8 -92.2(4) . . . . ? C2 N1 C7 C8 85.7(4) . . . . ? N1 C7 C8 C9 56.8(5) . . . . ? C7 C8 C9 C10 173.8(4) . . . . ? C8 C9 C10 C11 177.1(4) . . . . ? C9 C10 C11 C12 164.8(5) . . . . ? C8' C9' C10' C11' -173.1(5) . . . . ? C9' C10' C11' C12' -170.6(6) . . . . ? C26 N21 C22 O22 180.0(3) . . . . ? C27 N21 C22 O22 1.9(4) . . . . ? C26 N21 C22 N23 -1.5(4) . . . . ? C27 N21 C22 N23 -179.6(2) . . . . ? O22 C22 N23 C24 178.9(3) . . . . ? N21 C22 N23 C24 0.3(4) . . . . ? C22 N23 C24 O24 -179.7(3) . . . . ? C22 N23 C24 C25 1.2(4) . . . . ? N23 C24 O24 Ag1 4.6(4) . . . . ? C25 C24 O24 Ag1 -176.4(2) . . . . ? O24 Ag1 O24 C24 -89.6(3) 2_655 . . . ? O4 Ag1 O24 C24 -161.3(3) . . . . ? O4 Ag1 O24 C24 -17.8(3) 2_655 . . . ? O103 Ag1 O24 C24 64.1(3) 2_655 . . . ? O103 Ag1 O24 C24 117.2(3) . . . . ? O24 C24 C25 C26 179.4(3) . . . . ? N23 C24 C25 C26 -1.5(4) . . . . ? C24 C25 C26 N21 0.4(4) . . . . ? C22 N21 C26 C25 1.2(5) . . . . ? C27 N21 C26 C25 179.2(3) . . . . ? C26 N21 C27 C28 -96.2(3) . . . . ? C22 N21 C27 C28 81.8(4) . . . . ? N21 C27 C28 C29 62.4(7) . . . . ? C27 C28 C29 C30 174.3(7) . . . . ? C28 C29 C30 C31 -177.2(8) . . . . ? C29 C30 C31 C32 173.9(9) . . . . ? C28' C29' C30' C31' 178.5(9) . . . . ? C29' C30' C31' C32' 74.0(12) . . . . ? O205 N204 O206 Ag2 180.0000(10) . . . . ? O206 N204 O206 Ag2 0.0000(10) 2_656 . . . ? O44 Ag2 O206 N204 127.51(8) 2_656 . . . ? O44 Ag2 O206 N204 -69.23(9) . . . . ? O64 Ag2 O206 N204 41.68(12) 2_656 . . . ? O64 Ag2 O206 N204 -149.56(9) . . . . ? O206 Ag2 O206 N204 0 2_656 . . . ? C46 N41 C42 O42 -179.6(3) . . . . ? C47 N41 C42 O42 2.9(4) . . . . ? C46 N41 C42 N43 0.7(4) . . . . ? C47 N41 C42 N43 -176.8(2) . . . . ? O42 C42 N43 C44 179.6(3) . . . . ? N41 C42 N43 C44 -0.7(4) . . . . ? C42 N43 C44 O44 -179.0(3) . . . . ? C42 N43 C44 C45 -0.1(4) . . . . ? N43 C44 O44 Ag2 17.6(4) . . . . ? C45 C44 O44 Ag2 -161.2(2) . . . . ? O44 Ag2 O44 C44 -90.4(3) 2_656 . . . ? O64 Ag2 O44 C44 -19.4(3) 2_656 . . . ? O64 Ag2 O44 C44 -161.5(3) . . . . ? O206 Ag2 O44 C44 114.9(2) . . . . ? O206 Ag2 O44 C44 68.4(3) 2_656 . . . ? O44 C44 C45 C46 179.8(3) . . . . ? N43 C44 C45 C46 0.9(4) . . . . ? C44 C45 C46 N41 -0.9(5) . . . . ? C42 N41 C46 C45 0.1(4) . . . . ? C47 N41 C46 C45 177.6(3) . . . . ? C46 N41 C47 C48 -79.0(3) . . . . ? C42 N41 C47 C48 98.6(3) . . . . ? N41 C47 C48 C49 -59.9(5) . . . . ? C47 C48 C49 C50 173.4(5) . . . . ? C48 C49 C50 C51 71.2(7) . . . . ? C49 C50 C51 C52 -179.2(6) . . . . ? C48' C49' C50' C51' 173.1(6) . . . . ? C49' C50' C51' C52' -173.4(6) . . . . ? C66 N61 C62 O62 -178.3(3) . . . . ? C67 N61 C62 O62 3.6(4) . . . . ? C66 N61 C62 N63 0.4(4) . . . . ? C67 N61 C62 N63 -177.7(2) . . . . ? O62 C62 N63 C64 177.7(3) . . . . ? N61 C62 N63 C64 -1.0(4) . . . . ? C62 N63 C64 O64 -179.3(3) . . . . ? C62 N63 C64 C65 0.8(4) . . . . ? N63 C64 O64 Ag2 9.6(4) . . . . ? C65 C64 O64 Ag2 -170.5(2) . . . . ? O44 Ag2 O64 C64 -153.9(3) 2_656 . . . ? O44 Ag2 O64 C64 -13.7(3) . . . . ? O64 Ag2 O64 C64 -83.9(3) 2_656 . . . ? O206 Ag2 O64 C64 109.4(3) . . . . ? O206 Ag2 O64 C64 78.6(3) 2_656 . . . ? O64 C64 C65 C66 -179.8(3) . . . . ? N63 C64 C65 C66 0.1(4) . . . . ? C64 C65 C66 N61 -0.7(5) . . . . ? C62 N61 C66 C65 0.4(4) . . . . ? C67 N61 C66 C65 178.5(3) . . . . ? C66 N61 C67 C68 -80.5(5) . . . . ? C62 N61 C67 C68 97.6(5) . . . . ? N61 C67 C68 C69 -38.4(10) . . . . ? C67 C68 C69 C70 161.8(7) . . . . ? C68 C69 C70 C71 51.4(12) . . . . ? C69 C70 C71 C72 162.3(8) . . . . ? C68' C69' C70' C71' 79.0(13) . . . . ? C69' C70' C71' C72' 166.6(14) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3 O24 0.88 1.9 2.759(2) 165.8 . N23 H23 O4 0.88 1.91 2.762(2) 162.3 2_655 N43 H43 O64 0.88 1.89 2.761(2) 167.6 2_656 N63 H63 O44 0.88 1.89 2.757(2) 168.7 . data_pm172 _database_code_depnum_ccdc_archive 'CCDC 913991' #TrackingRef 'web_deposit_cif_file_3_MiquelBarcelo-Oliver_1354662008.compound 4.cif' _audit_creation_date 2012-02-17T16:31:41-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C20 H34 Br2 N6 O2 Zn' _chemical_formula_sum 'C20 H34 Br2 N6 O2 Zn' _chemical_formula_weight 615.72 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.185(3) _cell_length_b 15.052(3) _cell_length_c 14.481(6) _cell_angle_alpha 90 _cell_angle_beta 95.13(3) _cell_angle_gamma 90 _cell_volume 2645.3(14) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8.1 _cell_measurement_theta_max 15.1 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 1.546 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1248 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.976 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166 ; _exptl_absorpt_correction_T_min 0.5674 _exptl_absorpt_correction_T_max 0.6206 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 0.081577 _diffrn_orient_matrix_ub_12 0.003368 _diffrn_orient_matrix_ub_13 -0.002948 _diffrn_orient_matrix_ub_21 0.000371 _diffrn_orient_matrix_ub_22 0.061196 _diffrn_orient_matrix_ub_23 0.026938 _diffrn_orient_matrix_ub_31 0.011617 _diffrn_orient_matrix_ub_32 -0.025638 _diffrn_orient_matrix_ub_33 0.063819 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled \w scans' _diffrn_standards_number 1 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 4 5 _diffrn_reflns_av_unetI/netI 0.0767 _diffrn_reflns_number 2331 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 24.97 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 2331 _reflns_number_gt 1418 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0406P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2331 _refine_ls_number_parameters 142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1044 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1038 _refine_ls_wR_factor_gt 0.092 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 0.995 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.414 _refine_diff_density_min -0.5 _refine_diff_density_rms 0.082 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Br1 Br 0.06310(6) 0.32025(4) 0.37491(4) 0.0683(3) Uani 1 1 d . . . Zn1 Zn 0 0.41929(6) 0.25 0.0444(3) Uani 1 2 d S . . O2 O 0.1250(3) 0.5403(2) 0.3636(2) 0.0506(10) Uani 1 1 d . . . N1 N 0.2370(4) 0.6180(3) 0.2760(3) 0.0506(12) Uani 1 1 d . . . N3 N 0.1205(3) 0.5031(3) 0.2127(2) 0.0380(11) Uani 1 1 d . . . N4 N 0.1140(4) 0.4710(3) 0.0574(3) 0.0562(14) Uani 1 1 d . . . H4A H 0.0682 0.429 0.0659 0.067 Uiso 1 1 calc R . . H4B H 0.1341 0.4809 0.0029 0.067 Uiso 1 1 calc R . . C2 C 0.1591(4) 0.5537(4) 0.2881(4) 0.0434(14) Uani 1 1 d . . . C4 C 0.1536(4) 0.5203(4) 0.1279(3) 0.0446(14) Uani 1 1 d . . . C5 C 0.2298(5) 0.5893(4) 0.1157(4) 0.0606(18) Uani 1 1 d . . . H5 H 0.2518 0.6026 0.0574 0.073 Uiso 1 1 calc R . . C6 C 0.2687(5) 0.6341(4) 0.1898(4) 0.0616(17) Uani 1 1 d . . . H6 H 0.3201 0.6787 0.1828 0.074 Uiso 1 1 calc R . . C7 C 0.2838(5) 0.6703(4) 0.3550(4) 0.0581(16) Uani 1 1 d . . . H7A H 0.3624 0.677 0.3508 0.07 Uiso 1 1 calc R . . H7B H 0.2738 0.6382 0.4117 0.07 Uiso 1 1 calc R . . C8 C 0.2324(6) 0.7613(4) 0.3603(4) 0.0688(19) Uani 1 1 d . . . H8A H 0.2728 0.7944 0.4097 0.083 Uiso 1 1 calc R . . H8B H 0.2408 0.7923 0.3026 0.083 Uiso 1 1 calc R . . C9 C 0.1121(5) 0.7611(5) 0.3771(4) 0.0676(18) Uani 1 1 d . . . H9A H 0.0712 0.7286 0.3274 0.081 Uiso 1 1 calc R . . H9B H 0.1033 0.7299 0.4346 0.081 Uiso 1 1 calc R . . C10 C 0.0635(6) 0.8526(5) 0.3827(4) 0.077(2) Uani 1 1 d . . . H10A H 0.1035 0.8847 0.4332 0.092 Uiso 1 1 calc R . . H10B H 0.0737 0.8842 0.3257 0.092 Uiso 1 1 calc R . . C11 C -0.0567(7) 0.8527(5) 0.3976(5) 0.099(3) Uani 1 1 d . . . H11A H -0.0663 0.828 0.4582 0.118 Uiso 1 1 calc R . . H11B H -0.096 0.8151 0.3514 0.118 Uiso 1 1 calc R . . C12 C -0.1058(7) 0.9454(6) 0.3912(6) 0.132(4) Uani 1 1 d . . . H12A H -0.0735 0.9809 0.4416 0.198 Uiso 1 1 calc R . . H12B H -0.184 0.9418 0.3946 0.198 Uiso 1 1 calc R . . H12C H -0.0909 0.9721 0.3335 0.198 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 Br1 0.0957(6) 0.0594(4) 0.0514(4) 0.0155(3) 0.0157(4) 0.0214(4) Zn1 0.0570(6) 0.0449(6) 0.0329(5) 0 0.0135(4) 0 O2 0.068(3) 0.062(3) 0.0226(18) -0.0024(18) 0.0099(17) -0.015(2) N1 0.063(3) 0.057(3) 0.033(3) -0.003(2) 0.006(2) -0.010(3) N3 0.055(3) 0.044(3) 0.016(2) 0.001(2) 0.0085(19) -0.003(2) N4 0.072(3) 0.070(4) 0.028(2) -0.002(3) 0.015(2) -0.003(3) C2 0.052(4) 0.045(3) 0.033(3) 0.002(3) 0.005(3) -0.002(3) C4 0.050(4) 0.057(4) 0.027(3) 0.004(3) 0.006(3) 0.005(3) C5 0.077(5) 0.066(5) 0.042(4) 0.010(3) 0.023(3) -0.016(4) C6 0.071(4) 0.057(4) 0.059(4) 0.001(4) 0.018(4) -0.020(3) C7 0.056(4) 0.058(4) 0.057(4) -0.008(4) -0.008(3) -0.008(3) C8 0.084(5) 0.053(4) 0.067(4) -0.008(4) -0.006(4) -0.001(4) C9 0.072(5) 0.074(5) 0.055(4) -0.006(4) 0.000(3) 0.001(4) C10 0.091(6) 0.081(5) 0.058(4) -0.007(4) 0.003(4) 0.013(5) C11 0.113(7) 0.102(7) 0.082(5) 0.022(5) 0.016(5) 0.034(6) C12 0.144(8) 0.146(9) 0.106(7) 0.002(6) 0.007(6) 0.077(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Br1 Zn1 2.4159(10) . ? Zn1 N3 2.045(4) 2 ? Zn1 N3 2.045(4) . ? Zn1 Br1 2.4159(11) 2 ? O2 C2 1.222(6) . ? N1 C6 1.361(7) . ? N1 C2 1.378(6) . ? N1 C7 1.462(7) . ? N3 C4 1.351(6) . ? N3 C2 1.378(6) . ? N4 C4 1.318(6) . ? C4 C5 1.415(8) . ? C5 C6 1.318(8) . ? C7 C8 1.511(8) . ? C8 C9 1.508(8) . ? C9 C10 1.505(9) . ? C10 C11 1.500(9) . ? C11 C12 1.516(9) . ? 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 N3 Zn1 N3 103.8(2) 2 . ? N3 Zn1 Br1 112.99(11) 2 2 ? N3 Zn1 Br1 111.79(10) . 2 ? N3 Zn1 Br1 111.79(10) 2 . ? N3 Zn1 Br1 112.99(11) . . ? Br1 Zn1 Br1 103.80(5) 2 . ? C6 N1 C2 119.8(5) . . ? C6 N1 C7 120.0(5) . . ? C2 N1 C7 120.2(5) . . ? C4 N3 C2 120.4(5) . . ? C4 N3 Zn1 129.6(4) . . ? C2 N3 Zn1 109.5(3) . . ? O2 C2 N3 119.9(5) . . ? O2 C2 N1 121.5(5) . . ? N3 C2 N1 118.6(5) . . ? N4 C4 N3 118.6(5) . . ? N4 C4 C5 121.0(5) . . ? N3 C4 C5 120.4(5) . . ? C6 C5 C4 117.8(5) . . ? C5 C6 N1 123.0(6) . . ? N1 C7 C8 113.1(5) . . ? C9 C8 C7 114.8(6) . . ? C10 C9 C8 113.5(6) . . ? C11 C10 C9 113.7(6) . . ? C10 C11 C12 112.2(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 N3 Zn1 N3 C4 -109.5(5) 2 . . . ? Br1 Zn1 N3 C4 12.6(5) 2 . . . ? Br1 Zn1 N3 C4 129.2(4) . . . . ? N3 Zn1 N3 C2 62.2(3) 2 . . . ? Br1 Zn1 N3 C2 -175.7(3) 2 . . . ? Br1 Zn1 N3 C2 -59.1(4) . . . . ? C4 N3 C2 O2 176.7(5) . . . . ? Zn1 N3 C2 O2 4.1(6) . . . . ? C4 N3 C2 N1 -4.0(7) . . . . ? Zn1 N3 C2 N1 -176.6(4) . . . . ? C6 N1 C2 O2 -176.6(6) . . . . ? C7 N1 C2 O2 2.1(8) . . . . ? C6 N1 C2 N3 4.2(8) . . . . ? C7 N1 C2 N3 -177.2(5) . . . . ? C2 N3 C4 N4 -179.4(5) . . . . ? Zn1 N3 C4 N4 -8.4(8) . . . . ? C2 N3 C4 C5 1.2(8) . . . . ? Zn1 N3 C4 C5 172.1(4) . . . . ? N4 C4 C5 C6 -177.9(6) . . . . ? N3 C4 C5 C6 1.6(9) . . . . ? C4 C5 C6 N1 -1.4(10) . . . . ? C2 N1 C6 C5 -1.5(9) . . . . ? C7 N1 C6 C5 179.9(6) . . . . ? C6 N1 C7 C8 78.5(7) . . . . ? C2 N1 C7 C8 -100.1(6) . . . . ? N1 C7 C8 C9 64.7(7) . . . . ? C7 C8 C9 C10 179.6(5) . . . . ? C8 C9 C10 C11 178.9(6) . . . . ? C9 C10 C11 C12 -173.1(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4A Br1 0.86 2.49 3.339(5) 167.6 2 N4 H4B O2 0.86 2.03 2.826(5) 152.6 6_565 data_pm171 _database_code_depnum_ccdc_archive 'CCDC 913992' #TrackingRef 'web_deposit_cif_file_4_MiquelBarcelo-Oliver_1354662008.compound 5.cif' _audit_creation_date 2012-10-03T20:41:42-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C10 H16 N3 O1' _chemical_formula_sum 'C10 H17 Br Cd0.50 N3 O' _chemical_formula_weight 331.38 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.425(2) _cell_length_b 15.0289(17) _cell_length_c 14.569(2) _cell_angle_alpha 90 _cell_angle_beta 96.062(16) _cell_angle_gamma 90 _cell_volume 2705.3(6) _cell_formula_units_Z 8 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 11.6 _cell_measurement_theta_max 17.1 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.33 _exptl_crystal_density_diffrn 1.627 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1320 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.787 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166 ; _exptl_absorpt_correction_T_min 0.2299 _exptl_absorpt_correction_T_max 0.2558 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 -0.072141 _diffrn_orient_matrix_ub_12 0.030163 _diffrn_orient_matrix_ub_13 -0.007789 _diffrn_orient_matrix_ub_21 0.03122 _diffrn_orient_matrix_ub_22 0.051825 _diffrn_orient_matrix_ub_23 0.036755 _diffrn_orient_matrix_ub_31 0.019332 _diffrn_orient_matrix_ub_32 0.028851 _diffrn_orient_matrix_ub_33 -0.057903 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled \w scans' _diffrn_standards_number 2 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 3 9 -1 6 4 1 _diffrn_reflns_av_unetI/netI 0.0321 _diffrn_reflns_number 2377 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 24.97 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 2377 _reflns_number_gt 1921 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0438P)^2^+3.4556P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2377 _refine_ls_number_parameters 142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0501 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.0851 _refine_ls_wR_factor_gt 0.0802 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.558 _refine_diff_density_min -0.572 _refine_diff_density_rms 0.09 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Cd1 Cd 0.5 0.58188(3) 0.25 0.03910(15) Uani 1 2 d S . . Br1 Br 0.44782(4) 0.68495(3) 0.10991(3) 0.05639(17) Uani 1 1 d . . . N1 N 0.2599(3) 0.3763(2) 0.2253(2) 0.0465(9) Uani 1 1 d . . . N3 N 0.3703(3) 0.4902(2) 0.2946(2) 0.0369(7) Uani 1 1 d . . . N4 N 0.3772(3) 0.5200(3) 0.4490(2) 0.0530(10) Uani 1 1 d . . . H4A H 0.4216 0.5626 0.4413 0.064 Uiso 1 1 calc R . . H4B H 0.3582 0.5093 0.503 0.064 Uiso 1 1 calc R . . O2 O 0.3694(2) 0.4595(2) 0.14395(18) 0.0506(7) Uani 1 1 d . . . C2 C 0.3345(3) 0.4430(3) 0.2182(3) 0.0405(9) Uani 1 1 d . . . C4 C 0.3382(3) 0.4710(3) 0.3777(3) 0.0440(10) Uani 1 1 d . . . C5 C 0.2651(4) 0.4008(3) 0.3859(3) 0.0586(13) Uani 1 1 d . . . H5 H 0.2432 0.3854 0.4429 0.07 Uiso 1 1 calc R . . C6 C 0.2279(4) 0.3566(3) 0.3089(3) 0.0592(12) Uani 1 1 d . . . H6 H 0.1783 0.3108 0.3132 0.071 Uiso 1 1 calc R . . C7 C 0.2164(4) 0.3255(3) 0.1435(3) 0.0553(12) Uani 1 1 d . . . H7A H 0.2274 0.3592 0.0885 0.066 Uiso 1 1 calc R . . H7B H 0.1391 0.3178 0.1449 0.066 Uiso 1 1 calc R . . C8 C 0.2692(4) 0.2343(3) 0.1380(4) 0.0639(14) Uani 1 1 d . . . H8A H 0.2608 0.2021 0.1945 0.077 Uiso 1 1 calc R . . H8B H 0.2308 0.2014 0.0874 0.077 Uiso 1 1 calc R . . C9 C 0.3878(4) 0.2366(3) 0.1241(4) 0.0620(13) Uani 1 1 d . . . H9A H 0.427 0.2687 0.1749 0.074 Uiso 1 1 calc R . . H9B H 0.3969 0.2685 0.0676 0.074 Uiso 1 1 calc R . . C10 C 0.4357(5) 0.1439(4) 0.1187(4) 0.0801(17) Uani 1 1 d . . . H10A H 0.3982 0.1126 0.0665 0.096 Uiso 1 1 calc R . . H10B H 0.4243 0.1112 0.1742 0.096 Uiso 1 1 calc R . . C11 C 0.5567(6) 0.1462(5) 0.1080(4) 0.097(2) Uani 1 1 d . . . H11A H 0.5676 0.1748 0.0501 0.117 Uiso 1 1 calc R . . H11B H 0.5934 0.1815 0.1575 0.117 Uiso 1 1 calc R . . C12 C 0.6062(7) 0.0548(6) 0.1099(6) 0.145(4) Uani 1 1 d . . . H12A H 0.5755 0.0216 0.0572 0.217 Uiso 1 1 calc R . . H12B H 0.5917 0.0247 0.1654 0.217 Uiso 1 1 calc R . . H12C H 0.683 0.0599 0.1082 0.217 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 Cd1 0.0466(3) 0.0343(2) 0.0377(2) 0 0.01050(18) 0 Br1 0.0758(4) 0.0465(3) 0.0474(3) 0.00900(19) 0.0091(2) 0.0144(2) N1 0.050(2) 0.046(2) 0.042(2) 0.0016(16) 0.0004(16) -0.0099(17) N3 0.0478(19) 0.0375(18) 0.0254(16) 0.0004(13) 0.0032(14) -0.0025(15) N4 0.075(3) 0.058(2) 0.0270(17) 0.0013(17) 0.0119(17) -0.009(2) O2 0.066(2) 0.0566(19) 0.0305(15) -0.0024(13) 0.0106(14) -0.0112(16) C2 0.044(2) 0.038(2) 0.039(2) 0.0031(18) 0.0024(18) -0.0030(18) C4 0.050(2) 0.051(3) 0.032(2) 0.0029(19) 0.0053(18) 0.003(2) C5 0.065(3) 0.069(3) 0.044(3) 0.010(2) 0.019(2) -0.014(3) C6 0.059(3) 0.055(3) 0.065(3) 0.003(3) 0.012(2) -0.015(2) C7 0.055(3) 0.054(3) 0.053(3) -0.013(2) -0.010(2) -0.008(2) C8 0.072(3) 0.052(3) 0.064(3) -0.010(2) -0.009(3) -0.007(3) C9 0.067(3) 0.062(3) 0.056(3) 0.001(2) 0.001(2) 0.005(3) C10 0.094(4) 0.081(4) 0.062(3) -0.006(3) -0.009(3) 0.025(4) C11 0.104(5) 0.113(5) 0.076(4) 0.025(4) 0.014(4) 0.041(5) C12 0.165(8) 0.159(8) 0.111(6) 0.013(6) 0.019(6) 0.099(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Cd1 N3 2.266(3) . ? Cd1 N3 2.266(3) 2_655 ? Cd1 Br1 2.5896(6) 2_655 ? Cd1 Br1 2.5896(6) . ? N1 C6 1.354(6) . ? N1 C2 1.376(5) . ? N1 C7 1.469(5) . ? N3 C4 1.346(5) . ? N3 C2 1.355(5) . ? N4 C4 1.323(5) . ? O2 C2 1.233(5) . ? C4 C5 1.405(6) . ? C5 C6 1.343(7) . ? C7 C8 1.525(7) . ? C8 C9 1.509(7) . ? C9 C10 1.519(7) . ? C10 C11 1.528(8) . ? C11 C12 1.503(9) . ? 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 N3 Cd1 N3 105.16(16) . 2_655 ? N3 Cd1 Br1 105.30(8) . 2_655 ? N3 Cd1 Br1 117.59(8) 2_655 2_655 ? N3 Cd1 Br1 117.59(8) . . ? N3 Cd1 Br1 105.30(8) 2_655 . ? Br1 Cd1 Br1 106.52(3) 2_655 . ? C6 N1 C2 119.4(4) . . ? C6 N1 C7 119.8(4) . . ? C2 N1 C7 120.7(4) . . ? C4 N3 C2 121.5(3) . . ? C4 N3 Cd1 132.6(3) . . ? C2 N3 Cd1 105.3(2) . . ? O2 C2 N3 120.0(4) . . ? O2 C2 N1 120.9(4) . . ? N3 C2 N1 119.1(4) . . ? N4 C4 N3 117.8(4) . . ? N4 C4 C5 122.5(4) . . ? N3 C4 C5 119.6(4) . . ? C6 C5 C4 117.9(4) . . ? C5 C6 N1 122.4(4) . . ? N1 C7 C8 112.7(4) . . ? C9 C8 C7 114.8(4) . . ? C8 C9 C10 112.3(5) . . ? C9 C10 C11 112.3(6) . . ? C12 C11 C10 112.5(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 N3 Cd1 N3 C4 109.5(4) 2_655 . . . ? Br1 Cd1 N3 C4 -15.3(4) 2_655 . . . ? Br1 Cd1 N3 C4 -133.7(3) . . . . ? N3 Cd1 N3 C2 -61.7(2) 2_655 . . . ? Br1 Cd1 N3 C2 173.5(2) 2_655 . . . ? Br1 Cd1 N3 C2 55.1(3) . . . . ? C4 N3 C2 O2 -176.6(4) . . . . ? Cd1 N3 C2 O2 -4.1(4) . . . . ? C4 N3 C2 N1 2.9(6) . . . . ? Cd1 N3 C2 N1 175.3(3) . . . . ? C6 N1 C2 O2 176.3(4) . . . . ? C7 N1 C2 O2 -2.6(6) . . . . ? C6 N1 C2 N3 -3.1(6) . . . . ? C7 N1 C2 N3 178.0(4) . . . . ? C2 N3 C4 N4 179.7(4) . . . . ? Cd1 N3 C4 N4 9.6(6) . . . . ? C2 N3 C4 C5 -0.5(6) . . . . ? Cd1 N3 C4 C5 -170.6(3) . . . . ? N4 C4 C5 C6 178.2(4) . . . . ? N3 C4 C5 C6 -1.6(7) . . . . ? C4 C5 C6 N1 1.4(8) . . . . ? C2 N1 C6 C5 1.0(7) . . . . ? C7 N1 C6 C5 179.9(5) . . . . ? C6 N1 C7 C8 -77.6(6) . . . . ? C2 N1 C7 C8 101.3(5) . . . . ? N1 C7 C8 C9 -65.6(6) . . . . ? C7 C8 C9 C10 -179.7(4) . . . . ? C8 C9 C10 C11 -178.0(4) . . . . ? C9 C10 C11 C12 175.6(5) . . . . ? data_pm168 _database_code_depnum_ccdc_archive 'CCDC 913993' #TrackingRef 'web_deposit_cif_file_5_MiquelBarcelo-Oliver_1354662008.compound 6.cif' _audit_creation_date 2012-10-18T15:04:27-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C20 H34 Br2 Hg1 N6 O2' _chemical_formula_sum 'C20 H34 Br2 Hg N6 O2' _chemical_formula_weight 750.94 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 9.577(4) _cell_length_b 10.269(4) _cell_length_c 27.27(5) _cell_angle_alpha 90 _cell_angle_beta 96.83(4) _cell_angle_gamma 90 _cell_volume 2663(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 7.8 _cell_measurement_theta_max 11.9 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.873 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1448 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 1 0 0.375 -1 -1 0 0.375 -1 1 0 0.375 1 -1 0 0.375 0 0 1 0.125 0 0 -1 0.125 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 8.808 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; a grid of 36 x 36 x 8 = 10368 sampling points was used ; _exptl_absorpt_correction_T_min 0.0206 _exptl_absorpt_correction_T_max 0.13 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 0.042773 _diffrn_orient_matrix_ub_12 -0.051997 _diffrn_orient_matrix_ub_13 0.028979 _diffrn_orient_matrix_ub_21 0.043503 _diffrn_orient_matrix_ub_22 0.080973 _diffrn_orient_matrix_ub_23 0.015457 _diffrn_orient_matrix_ub_31 -0.085337 _diffrn_orient_matrix_ub_32 0.014855 _diffrn_orient_matrix_ub_33 0.016813 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled \w scans' _diffrn_standards_number 2 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 3 3 6 3 2 2 _diffrn_reflns_av_unetI/netI 0.1569 _diffrn_reflns_number 5362 _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 -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.5 _diffrn_reflns_theta_max 26.11 _diffrn_reflns_theta_full 26.11 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.991 _reflns_number_total 5362 _reflns_number_gt 2493 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SIR2004 (Giacovazzo et al, 2004)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.1369P)^2^+69.8851P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 5362 _refine_ls_number_parameters 283 _refine_ls_number_restraints 80 _refine_ls_R_factor_all 0.2223 _refine_ls_R_factor_gt 0.1188 _refine_ls_wR_factor_ref 0.345 _refine_ls_wR_factor_gt 0.3104 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 2.141 _refine_diff_density_min -1.307 _refine_diff_density_rms 0.244 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' 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 C2A C 0.394(3) 0.129(2) -0.0185(9) 0.041(6) Uani 1 1 d . . . C2B C 0.113(3) 0.357(3) -0.0103(12) 0.068(9) Uani 1 1 d . . . C4A C 0.218(2) -0.013(2) 0.0031(10) 0.041(5) Uani 1 1 d U . . C4B C 0.295(3) 0.512(3) 0.0134(10) 0.050(6) Uani 1 1 d U . . C5A C 0.207(3) -0.070(3) -0.0419(11) 0.053(6) Uani 1 1 d U . . H5A H 0.1427 -0.1368 -0.0498 0.064 Uiso 1 1 calc R . . C5B C 0.250(3) 0.585(3) -0.0305(11) 0.056(7) Uani 1 1 d U . . H5B H 0.2925 0.6643 -0.0363 0.067 Uiso 1 1 calc R . . C6A C 0.288(3) -0.029(3) -0.0738(11) 0.055(7) Uani 1 1 d U . . H6A H 0.2742 -0.0636 -0.1055 0.066 Uiso 1 1 calc R . . C6B C 0.151(3) 0.539(3) -0.0618(10) 0.063(8) Uani 1 1 d . . . H6B H 0.1311 0.5803 -0.0921 0.076 Uiso 1 1 calc R . . C7A C 0.476(3) 0.108(3) -0.0999(11) 0.060(7) Uani 1 1 d U . . H7A1 H 0.4944 0.0348 -0.1206 0.072 Uiso 1 1 calc R . . H7A2 H 0.5655 0.1377 -0.0834 0.072 Uiso 1 1 calc R . . C7B C -0.032(3) 0.382(3) -0.0908(10) 0.053(6) Uani 1 1 d U . . H7B1 H -0.0738 0.4542 -0.1104 0.063 Uiso 1 1 calc R . . H7B2 H -0.1055 0.3388 -0.0756 0.063 Uiso 1 1 calc R . . C8A C 0.413(3) 0.216(3) -0.1325(12) 0.058(7) Uani 1 1 d U . . H8A1 H 0.3873 0.2864 -0.1119 0.07 Uiso 1 1 calc R . . H8A2 H 0.328 0.1838 -0.1515 0.07 Uiso 1 1 calc R . . C8B C 0.034(3) 0.286(3) -0.1247(11) 0.071(8) Uani 1 1 d U . . H8B1 H 0.1086 0.3291 -0.1398 0.085 Uiso 1 1 calc R . . H8B2 H 0.0759 0.2136 -0.1052 0.085 Uiso 1 1 calc R . . C9A C 0.511(4) 0.269(3) -0.1683(13) 0.087(11) Uani 1 1 d DU . . H9A1 H 0.5895 0.3122 -0.1491 0.105 Uiso 1 1 calc R . . H9A2 H 0.5497 0.1953 -0.1848 0.105 Uiso 1 1 calc R . . C9B C -0.074(4) 0.235(4) -0.1642(12) 0.095(13) Uani 1 1 d DU . . H9B1 H -0.1445 0.1866 -0.149 0.114 Uiso 1 1 calc R . . H9B2 H -0.121 0.3083 -0.1818 0.114 Uiso 1 1 calc R . . C10A C 0.451(4) 0.357(4) -0.2052(14) 0.101(12) Uani 1 1 d DU . . H10A H 0.4306 0.4368 -0.1886 0.121 Uiso 1 1 calc R . . H10B H 0.3613 0.3203 -0.219 0.121 Uiso 1 1 calc R . . C10B C -0.012(4) 0.150(4) -0.2002(12) 0.117(15) Uani 1 1 d DU . . H10C H 0.0191 0.0683 -0.1842 0.141 Uiso 1 1 calc R . . H10D H 0.0701 0.1919 -0.211 0.141 Uiso 1 1 calc R . . C11A C 0.528(5) 0.393(5) -0.2474(12) 0.15(2) Uani 1 1 d DU . . H11A H 0.4606 0.4227 -0.2744 0.183 Uiso 1 1 calc R . . H11B H 0.5732 0.3155 -0.2585 0.183 Uiso 1 1 calc R . . C11B C -0.118(4) 0.121(5) -0.2447(14) 0.15(2) Uani 1 1 d DU . . H11C H -0.2013 0.0832 -0.2332 0.176 Uiso 1 1 calc R . . H11D H -0.1463 0.2032 -0.2608 0.176 Uiso 1 1 calc R . . C12A C 0.636(5) 0.495(6) -0.236(2) 0.24(4) Uani 1 1 d DU . . H12A H 0.6043 0.557 -0.2133 0.36 Uiso 1 1 calc R . . H12B H 0.6522 0.5393 -0.266 0.36 Uiso 1 1 calc R . . H12C H 0.7224 0.4563 -0.2214 0.36 Uiso 1 1 calc R . . C12B C -0.067(4) 0.033(5) -0.2813(14) 0.16(3) Uani 1 1 d DU . . H12D H -0.0127 0.082 -0.3024 0.242 Uiso 1 1 calc R . . H12E H -0.1453 -0.0067 -0.3008 0.242 Uiso 1 1 calc R . . H12F H -0.0086 -0.0331 -0.2645 0.242 Uiso 1 1 calc R . . N1A N 0.393(3) 0.064(2) -0.0638(10) 0.068(7) Uani 1 1 d U . . N1B N 0.073(2) 0.432(2) -0.0528(9) 0.055(6) Uani 1 1 d U . . N3A N 0.312(2) 0.089(2) 0.0144(9) 0.054(6) Uani 1 1 d U . . N3B N 0.220(2) 0.401(2) 0.0223(8) 0.050(5) Uani 1 1 d U . . N4A N 0.142(2) -0.051(2) 0.0375(8) 0.055(6) Uani 1 1 d . . . H4A1 H 0.0835 -0.1135 0.0317 0.065 Uiso 1 1 calc R . . H4A2 H 0.1517 -0.0126 0.0658 0.065 Uiso 1 1 calc R . . N4B N 0.398(2) 0.548(2) 0.0454(9) 0.059(7) Uani 1 1 d . . . H4B1 H 0.4194 0.5042 0.072 0.07 Uiso 1 1 calc R . . H4B2 H 0.4454 0.6171 0.0401 0.07 Uiso 1 1 calc R . . O2A O 0.473(2) 0.2223(17) -0.0081(8) 0.069(6) Uani 1 1 d . . . O2B O 0.048(2) 0.2582(18) -0.0058(8) 0.067(6) Uani 1 1 d . . . Br1 Br 0.5307(4) 0.3030(4) 0.12706(13) 0.0812(11) Uani 1 1 d . . . Br2 Br 0.1129(5) 0.1755(5) 0.13228(15) 0.1021(14) Uani 1 1 d . . . Hg1 Hg 0.29883(15) 0.23820(11) 0.07806(5) 0.0697(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C2A 0.058(17) 0.036(13) 0.034(14) 0.005(11) 0.031(13) -0.005(13) C2B 0.07(2) 0.055(19) 0.07(2) -0.002(17) -0.008(19) 0.028(18) C4A 0.031(9) 0.042(8) 0.049(8) 0.005(7) -0.004(8) -0.013(7) C4B 0.046(10) 0.053(9) 0.052(9) -0.002(7) 0.010(8) -0.001(7) C5A 0.057(10) 0.047(9) 0.054(9) -0.003(7) 0.002(8) 0.000(8) C5B 0.058(10) 0.050(9) 0.059(10) 0.002(7) 0.001(8) -0.006(8) C6A 0.048(17) 0.058(16) 0.059(15) -0.012(14) 0.002(13) -0.013(13) C6B 0.10(2) 0.066(19) 0.027(15) 0.008(14) 0.005(16) 0.007(18) C7A 0.037(15) 0.081(19) 0.060(19) 0.004(13) 0.000(12) 0.008(13) C7B 0.048(8) 0.057(8) 0.052(8) 0.003(6) 0.004(6) -0.003(6) C8A 0.025(13) 0.070(18) 0.08(2) 0.008(13) 0.013(12) 0.014(12) C8B 0.07(2) 0.09(2) 0.052(17) -0.008(13) 0.018(13) -0.004(16) C9A 0.09(2) 0.08(2) 0.10(3) 0.007(17) 0.04(2) -0.02(2) C9B 0.09(2) 0.11(3) 0.08(2) -0.034(18) 0.036(17) -0.07(2) C10A 0.11(3) 0.09(3) 0.10(3) 0.02(2) 0.02(2) 0.00(2) C10B 0.14(4) 0.12(3) 0.09(3) -0.04(3) 0.00(2) -0.04(3) C11A 0.14(4) 0.23(5) 0.09(3) 0.05(3) 0.03(3) 0.04(3) C11B 0.11(3) 0.20(5) 0.13(4) -0.07(3) 0.00(2) -0.05(3) C12A 0.14(5) 0.25(8) 0.34(11) 0.16(7) 0.08(6) 0.00(4) C12B 0.10(3) 0.30(8) 0.08(3) -0.07(3) 0.00(3) -0.04(4) N1A 0.072(17) 0.069(16) 0.065(17) -0.004(12) 0.011(13) -0.019(14) N1B 0.056(14) 0.043(12) 0.065(15) 0.002(10) 0.003(11) -0.018(11) N3A 0.044(14) 0.042(12) 0.073(16) 0.005(10) -0.009(12) -0.019(9) N3B 0.040(13) 0.062(12) 0.047(13) 0.005(10) 0.000(11) -0.003(10) N4A 0.066(15) 0.042(12) 0.054(15) 0.000(11) 0.002(13) -0.031(11) N4B 0.030(12) 0.057(14) 0.085(19) -0.010(13) -0.006(12) -0.022(11) O2A 0.070(13) 0.042(10) 0.087(15) -0.005(10) -0.014(11) -0.037(10) O2B 0.081(14) 0.046(11) 0.075(14) -0.001(11) 0.011(12) -0.029(11) Br1 0.090(2) 0.084(2) 0.063(2) -0.0076(18) -0.0176(19) -0.0199(19) Br2 0.112(3) 0.128(3) 0.070(2) 0.007(2) 0.026(2) -0.041(3) Hg1 0.0911(9) 0.0590(7) 0.0572(7) 0.0048(7) 0.0008(6) -0.0259(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C2A O2A 1.23(3) . ? C2A N3A 1.33(3) . ? C2A N1A 1.40(3) . ? C2B O2B 1.21(4) . ? C2B N3B 1.35(4) . ? C2B N1B 1.41(4) . ? C4A N4A 1.31(3) . ? C4A C5A 1.35(4) . ? C4A N3A 1.39(3) . ? C4B N4B 1.30(3) . ? C4B N3B 1.38(3) . ? C4B C5B 1.44(4) . ? C5A C6A 1.30(4) . ? C5A H5A 0.93 . ? C5B C6B 1.29(4) . ? C5B H5B 0.93 . ? C6A N1A 1.39(3) . ? C6A H6A 0.93 . ? C6B N1B 1.37(3) . ? C6B H6B 0.93 . ? C7A N1A 1.41(4) . ? C7A C8A 1.50(4) . ? C7A H7A1 0.97 . ? C7A H7A2 0.97 . ? C7B N1B 1.44(3) . ? C7B C8B 1.54(4) . ? C7B H7B1 0.97 . ? C7B H7B2 0.97 . ? C8A C9A 1.53(4) . ? C8A H8A1 0.97 . ? C8A H8A2 0.97 . ? C8B C9B 1.50(4) . ? C8B H8B1 0.97 . ? C8B H8B2 0.97 . ? C9A C10A 1.42(4) . ? C9A H9A1 0.97 . ? C9A H9A2 0.97 . ? C9B C10B 1.50(5) . ? C9B H9B1 0.97 . ? C9B H9B2 0.97 . ? C10A C11A 1.485(19) . ? C10A H10A 0.97 . ? C10A H10B 0.97 . ? C10B C11B 1.517(19) . ? C10B H10C 0.97 . ? C10B H10D 0.97 . ? C11A C12A 1.48(2) . ? C11A H11A 0.97 . ? C11A H11B 0.97 . ? C11B C12B 1.477(19) . ? C11B H11C 0.97 . ? C11B H11D 0.97 . ? C12A H12A 0.96 . ? C12A H12B 0.96 . ? C12A H12C 0.96 . ? C12B H12D 0.96 . ? C12B H12E 0.96 . ? C12B H12F 0.96 . ? N3A Hg1 2.33(2) . ? N3B Hg1 2.33(2) . ? N4A H4A1 0.86 . ? N4A H4A2 0.86 . ? N4B H4B1 0.86 . ? N4B H4B2 0.86 . ? Br1 Hg1 2.540(4) . ? Br2 Hg1 2.529(4) . ? 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 O2A C2A N3A 119(2) . . ? O2A C2A N1A 121(2) . . ? N3A C2A N1A 120(2) . . ? O2B C2B N3B 125(3) . . ? O2B C2B N1B 117(3) . . ? N3B C2B N1B 118(3) . . ? N4A C4A C5A 122(2) . . ? N4A C4A N3A 118(2) . . ? C5A C4A N3A 121(2) . . ? N4B C4B N3B 120(3) . . ? N4B C4B C5B 122(3) . . ? N3B C4B C5B 118(3) . . ? C6A C5A C4A 118(3) . . ? C6A C5A H5A 120.8 . . ? C4A C5A H5A 120.8 . . ? C6B C5B C4B 119(3) . . ? C6B C5B H5B 120.7 . . ? C4B C5B H5B 120.7 . . ? C5A C6A N1A 124(3) . . ? C5A C6A H6A 117.8 . . ? N1A C6A H6A 117.8 . . ? C5B C6B N1B 124(3) . . ? C5B C6B H6B 118.1 . . ? N1B C6B H6B 118.1 . . ? N1A C7A C8A 116(2) . . ? N1A C7A H7A1 108.4 . . ? C8A C7A H7A1 108.4 . . ? N1A C7A H7A2 108.4 . . ? C8A C7A H7A2 108.4 . . ? H7A1 C7A H7A2 107.4 . . ? N1B C7B C8B 111(2) . . ? N1B C7B H7B1 109.5 . . ? C8B C7B H7B1 109.5 . . ? N1B C7B H7B2 109.5 . . ? C8B C7B H7B2 109.5 . . ? H7B1 C7B H7B2 108 . . ? C7A C8A C9A 114(2) . . ? C7A C8A H8A1 108.7 . . ? C9A C8A H8A1 108.7 . . ? C7A C8A H8A2 108.7 . . ? C9A C8A H8A2 108.7 . . ? H8A1 C8A H8A2 107.6 . . ? C9B C8B C7B 111(3) . . ? C9B C8B H8B1 109.5 . . ? C7B C8B H8B1 109.5 . . ? C9B C8B H8B2 109.5 . . ? C7B C8B H8B2 109.5 . . ? H8B1 C8B H8B2 108.1 . . ? C10A C9A C8A 117(3) . . ? C10A C9A H9A1 108.1 . . ? C8A C9A H9A1 108.1 . . ? C10A C9A H9A2 108.1 . . ? C8A C9A H9A2 108.1 . . ? H9A1 C9A H9A2 107.3 . . ? C10B C9B C8B 112(3) . . ? C10B C9B H9B1 109.2 . . ? C8B C9B H9B1 109.2 . . ? C10B C9B H9B2 109.2 . . ? C8B C9B H9B2 109.2 . . ? H9B1 C9B H9B2 107.9 . . ? C9A C10A C11A 121(3) . . ? C9A C10A H10A 107.2 . . ? C11A C10A H10A 107.2 . . ? C9A C10A H10B 107.2 . . ? C11A C10A H10B 107.2 . . ? H10A C10A H10B 106.8 . . ? C9B C10B C11B 111(3) . . ? C9B C10B H10C 109.5 . . ? C11B C10B H10C 109.5 . . ? C9B C10B H10D 109.5 . . ? C11B C10B H10D 109.5 . . ? H10C C10B H10D 108.1 . . ? C10A C11A C12A 115(3) . . ? C10A C11A H11A 108.6 . . ? C12A C11A H11A 108.6 . . ? C10A C11A H11B 108.6 . . ? C12A C11A H11B 108.6 . . ? H11A C11A H11B 107.6 . . ? C12B C11B C10B 114(3) . . ? C12B C11B H11C 108.7 . . ? C10B C11B H11C 108.7 . . ? C12B C11B H11D 108.7 . . ? C10B C11B H11D 108.7 . . ? H11C C11B H11D 107.6 . . ? C11A C12A H12A 109.5 . . ? C11A C12A H12B 109.5 . . ? H12A C12A H12B 109.5 . . ? C11A C12A H12C 109.5 . . ? H12A C12A H12C 109.5 . . ? H12B C12A H12C 109.5 . . ? C11B C12B H12D 109.5 . . ? C11B C12B H12E 109.5 . . ? H12D C12B H12E 109.5 . . ? C11B C12B H12F 109.5 . . ? H12D C12B H12F 109.5 . . ? H12E C12B H12F 109.5 . . ? C6A N1A C2A 116(2) . . ? C6A N1A C7A 122(3) . . ? C2A N1A C7A 121(2) . . ? C6B N1B C2B 119(3) . . ? C6B N1B C7B 120(2) . . ? C2B N1B C7B 120(2) . . ? C2A N3A C4A 120(2) . . ? C2A N3A Hg1 113.0(15) . . ? C4A N3A Hg1 124.7(18) . . ? C2B N3B C4B 122(3) . . ? C2B N3B Hg1 110.6(19) . . ? C4B N3B Hg1 124.8(18) . . ? C4A N4A H4A1 120 . . ? C4A N4A H4A2 120 . . ? H4A1 N4A H4A2 120 . . ? C4B N4B H4B1 120 . . ? C4B N4B H4B2 120 . . ? H4B1 N4B H4B2 120 . . ? N3B Hg1 N3A 91.5(8) . . ? N3B Hg1 Br2 111.6(5) . . ? N3A Hg1 Br2 111.9(5) . . ? N3B Hg1 Br1 110.6(5) . . ? N3A Hg1 Br1 116.3(5) . . ? Br2 Hg1 Br1 113.04(17) . . ? 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 N4A C4A C5A C6A -179(3) . . . . ? N3A C4A C5A C6A 1(4) . . . . ? N4B C4B C5B C6B 177(3) . . . . ? N3B C4B C5B C6B -6(4) . . . . ? C4A C5A C6A N1A 5(4) . . . . ? C4B C5B C6B N1B 9(5) . . . . ? N1A C7A C8A C9A 175(3) . . . . ? N1B C7B C8B C9B -180(3) . . . . ? C7A C8A C9A C10A 171(3) . . . . ? C7B C8B C9B C10B 175(3) . . . . ? C8A C9A C10A C11A -168(3) . . . . ? C8B C9B C10B C11B -169(4) . . . . ? C9A C10A C11A C12A -81(6) . . . . ? C9B C10B C11B C12B -178(4) . . . . ? C5A C6A N1A C2A -10(4) . . . . ? C5A C6A N1A C7A -178(3) . . . . ? O2A C2A N1A C6A -172(2) . . . . ? N3A C2A N1A C6A 9(4) . . . . ? O2A C2A N1A C7A -4(4) . . . . ? N3A C2A N1A C7A 177(2) . . . . ? C8A C7A N1A C6A 84(4) . . . . ? C8A C7A N1A C2A -83(3) . . . . ? C5B C6B N1B C2B -9(4) . . . . ? C5B C6B N1B C7B -177(3) . . . . ? O2B C2B N1B C6B -174(3) . . . . ? N3B C2B N1B C6B 6(4) . . . . ? O2B C2B N1B C7B -6(4) . . . . ? N3B C2B N1B C7B 174(2) . . . . ? C8B C7B N1B C6B 87(3) . . . . ? C8B C7B N1B C2B -81(3) . . . . ? O2A C2A N3A C4A 178(2) . . . . ? N1A C2A N3A C4A -3(4) . . . . ? O2A C2A N3A Hg1 14(3) . . . . ? N1A C2A N3A Hg1 -168(2) . . . . ? N4A C4A N3A C2A 178(2) . . . . ? C5A C4A N3A C2A -2(4) . . . . ? N4A C4A N3A Hg1 -20(3) . . . . ? C5A C4A N3A Hg1 160(2) . . . . ? O2B C2B N3B C4B 176(3) . . . . ? N1B C2B N3B C4B -4(4) . . . . ? O2B C2B N3B Hg1 14(4) . . . . ? N1B C2B N3B Hg1 -166(2) . . . . ? N4B C4B N3B C2B -179(3) . . . . ? C5B C4B N3B C2B 4(4) . . . . ? N4B C4B N3B Hg1 -19(3) . . . . ? C5B C4B N3B Hg1 163.7(19) . . . . ? C2B N3B Hg1 N3A 49(2) . . . . ? C4B N3B Hg1 N3A -113(2) . . . . ? C2B N3B Hg1 Br2 -66(2) . . . . ? C4B N3B Hg1 Br2 133.0(19) . . . . ? C2B N3B Hg1 Br1 167.7(18) . . . . ? C4B N3B Hg1 Br1 6(2) . . . . ? C2A N3A Hg1 N3B 57.2(19) . . . . ? C4A N3A Hg1 N3B -106(2) . . . . ? C2A N3A Hg1 Br2 171.2(16) . . . . ? C4A N3A Hg1 Br2 8(2) . . . . ? C2A N3A Hg1 Br1 -56.8(19) . . . . ? C4A N3A Hg1 Br1 139.7(18) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4A H4A2 Br2 0.86 2.71 3.51(2) 156.6 . N4B H4B1 Br1 0.86 2.7 3.50(2) 155.9 . N4A H4A1 O2B 0.86 2.02 2.87(3) 169.9 3 N4B H4B2 O2A 0.86 2.06 2.90(3) 164 3_665 data_pm174 _database_code_depnum_ccdc_archive 'CCDC 913994' #TrackingRef 'web_deposit_cif_file_6_MiquelBarcelo-Oliver_1354662008.compound 7.cif' _audit_creation_date 2012-02-17T09:17:53-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C20 H34 Br2 Co1 N6 O2' _chemical_formula_sum 'C20 H34 Br2 Co N6 O2' _chemical_formula_weight 609.28 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.27(2) _cell_length_b 15.025(13) _cell_length_c 14.512(13) _cell_angle_alpha 90 _cell_angle_beta 95.79 _cell_angle_gamma 90 _cell_volume 2661(6) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 5.2 _cell_measurement_theta_max 12.5 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 1.521 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1236 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.675 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166 ; _exptl_absorpt_correction_T_min 0.4491 _exptl_absorpt_correction_T_max 0.6434 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 0.022564 _diffrn_orient_matrix_ub_12 -0.06381 _diffrn_orient_matrix_ub_13 0.006632 _diffrn_orient_matrix_ub_21 -0.07755 _diffrn_orient_matrix_ub_22 -0.017139 _diffrn_orient_matrix_ub_23 0.006844 _diffrn_orient_matrix_ub_31 -0.013897 _diffrn_orient_matrix_ub_32 -0.007798 _diffrn_orient_matrix_ub_33 -0.068604 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled \w scans' _diffrn_standards_number 0 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_reflns_av_unetI/netI 0.2175 _diffrn_reflns_number 2352 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 24.98 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 2352 _reflns_number_gt 636 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SIR2004 (Giacovazzo et al, 2004)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0457P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2352 _refine_ls_number_parameters 142 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.2347 _refine_ls_R_factor_gt 0.078 _refine_ls_wR_factor_ref 0.1781 _refine_ls_wR_factor_gt 0.1316 _refine_ls_goodness_of_fit_ref 0.843 _refine_ls_restrained_S_all 0.845 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.397 _refine_diff_density_min -0.465 _refine_diff_density_rms 0.098 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.5 0.42506(19) 0.25 0.0802(9) Uani 1 2 d S . . Br1 Br 0.55973(15) 0.32190(12) 0.37398(12) 0.1077(7) Uani 1 1 d . . . O2 O 0.3771(7) 0.5421(6) 0.1390(6) 0.081(3) Uani 1 1 d . . . N1 N 0.2621(11) 0.6207(9) 0.2278(10) 0.091(4) Uani 1 1 d . . . N3 N 0.3795(8) 0.5042(7) 0.2890(8) 0.073(3) Uani 1 1 d U . . N4 N 0.3842(9) 0.4735(8) 0.4458(8) 0.093(4) Uani 1 1 d . . . H4A H 0.4301 0.4312 0.4395 0.111 Uiso 1 1 calc R . . H4B H 0.3629 0.4846 0.4993 0.111 Uiso 1 1 calc R . . C2 C 0.3400(14) 0.5581(11) 0.2141(11) 0.090(5) Uani 1 1 d . . . C4 C 0.3452(12) 0.5228(12) 0.3711(11) 0.093(5) Uani 1 1 d . . . C5 C 0.2696(13) 0.5924(12) 0.3828(12) 0.101(5) Uani 1 1 d . . . H5 H 0.2502 0.6055 0.4416 0.121 Uiso 1 1 calc R . . C6 C 0.2269(13) 0.6383(12) 0.3111(15) 0.114(6) Uani 1 1 d . . . H6 H 0.174 0.6815 0.3175 0.136 Uiso 1 1 calc R . . C7 C 0.2171(11) 0.6713(11) 0.1428(10) 0.095(5) Uani 1 1 d . . . H7A H 0.2299 0.6375 0.088 0.114 Uiso 1 1 calc R . . H7B H 0.1386 0.6785 0.1434 0.114 Uiso 1 1 calc R . . C8 C 0.2689(12) 0.7598(10) 0.1387(11) 0.116(6) Uani 1 1 d . . . H8A H 0.2607 0.7904 0.1964 0.139 Uiso 1 1 calc R . . H8B H 0.2284 0.7935 0.0895 0.139 Uiso 1 1 calc R . . C9 C 0.3893(13) 0.7622(10) 0.1226(10) 0.097(5) Uani 1 1 d . . . H9A H 0.4306 0.7306 0.1729 0.116 Uiso 1 1 calc R . . H9B H 0.3984 0.7302 0.0658 0.116 Uiso 1 1 calc R . . C10 C 0.4381(15) 0.8539(9) 0.1158(12) 0.115(6) Uani 1 1 d . . . H10A H 0.4294 0.8861 0.1725 0.138 Uiso 1 1 calc R . . H10B H 0.3973 0.8857 0.0653 0.138 Uiso 1 1 calc R . . C11 C 0.5583(14) 0.8539(12) 0.0999(12) 0.136(7) Uani 1 1 d . . . H11A H 0.5662 0.8332 0.0376 0.163 Uiso 1 1 calc R . . H11B H 0.5977 0.8131 0.1431 0.163 Uiso 1 1 calc R . . C12 C 0.6081(14) 0.9473(12) 0.1130(13) 0.170(9) Uani 1 1 d . . . H12A H 0.5603 0.9842 0.1451 0.255 Uiso 1 1 calc R . . H12B H 0.6167 0.9729 0.0535 0.255 Uiso 1 1 calc R . . H12C H 0.6783 0.9433 0.1485 0.255 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 0.069(2) 0.092(2) 0.082(2) 0 0.0187(15) 0 Br1 0.1163(15) 0.1059(11) 0.1033(14) 0.0135(13) 0.0225(10) 0.0187(13) O2 0.086(7) 0.096(6) 0.061(6) 0.001(6) 0.004(5) 0.010(5) N1 0.083(10) 0.101(10) 0.090(12) 0.025(9) 0.009(8) 0.006(8) N3 0.050(6) 0.084(6) 0.089(7) -0.008(6) 0.027(5) -0.003(5) N4 0.085(10) 0.121(10) 0.074(8) -0.018(8) 0.014(6) -0.007(8) C2 0.103(14) 0.100(12) 0.067(11) 0.012(10) 0.008(9) -0.015(10) C4 0.054(11) 0.124(14) 0.100(13) -0.008(11) 0.008(9) 0.005(9) C5 0.074(12) 0.131(15) 0.104(14) -0.014(12) 0.041(10) 0.010(11) C6 0.069(13) 0.139(16) 0.133(18) -0.018(14) 0.010(12) 0.034(11) C7 0.084(12) 0.119(12) 0.081(11) 0.015(11) 0.006(8) -0.005(11) C8 0.065(12) 0.129(14) 0.151(18) 0.028(13) 0.000(11) -0.002(12) C9 0.109(14) 0.104(12) 0.074(12) 0.012(10) -0.002(9) -0.005(10) C10 0.123(15) 0.105(12) 0.118(16) 0.015(11) 0.024(11) -0.025(13) C11 0.094(14) 0.18(2) 0.136(17) -0.004(15) 0.011(11) -0.048(14) C12 0.125(18) 0.17(2) 0.21(3) 0.017(17) 0.021(15) -0.074(15) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N3 2.022(10) 2_655 ? Co1 N3 2.022(10) . ? Co1 Br1 2.431(3) 2_655 ? Co1 Br1 2.431(3) . ? O2 C2 1.247(16) . ? N1 C6 1.351(19) . ? N1 C2 1.369(17) . ? N1 C7 1.505(16) . ? N3 C4 1.332(16) . ? N3 C2 1.402(16) . ? N4 C4 1.359(16) . ? C4 C5 1.419(19) . ? C5 C6 1.31(2) . ? C7 C8 1.477(18) . ? C8 C9 1.517(17) . ? C9 C10 1.509(18) . ? C10 C11 1.51(2) . ? C11 C12 1.535(19) . ? 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 N3 Co1 N3 107.9(6) 2_655 . ? N3 Co1 Br1 110.0(3) 2_655 2_655 ? N3 Co1 Br1 114.1(3) . 2_655 ? N3 Co1 Br1 114.1(3) 2_655 . ? N3 Co1 Br1 110.0(3) . . ? Br1 Co1 Br1 100.78(15) 2_655 . ? C6 N1 C2 123.7(15) . . ? C6 N1 C7 120.8(16) . . ? C2 N1 C7 115.6(14) . . ? C4 N3 C2 117.1(13) . . ? C4 N3 Co1 132.8(11) . . ? C2 N3 Co1 109.1(10) . . ? O2 C2 N1 125.5(16) . . ? O2 C2 N3 116.0(16) . . ? N1 C2 N3 118.4(13) . . ? N3 C4 N4 118.8(15) . . ? N3 C4 C5 122.1(15) . . ? N4 C4 C5 119.2(16) . . ? C6 C5 C4 120.4(16) . . ? C5 C6 N1 118.0(17) . . ? C8 C7 N1 111.3(13) . . ? C7 C8 C9 117.2(14) . . ? C10 C9 C8 115.5(14) . . ? C9 C10 C11 114.1(15) . . ? C10 C11 C12 111.2(16) . . ? 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 N3 Co1 N3 C4 -108.7(14) 2_655 . . . ? Br1 Co1 N3 C4 128.8(13) 2_655 . . . ? Br1 Co1 N3 C4 16.4(14) . . . . ? N3 Co1 N3 C2 59.8(8) 2_655 . . . ? Br1 Co1 N3 C2 -62.8(9) 2_655 . . . ? Br1 Co1 N3 C2 -175.1(8) . . . . ? C6 N1 C2 O2 -177.5(16) . . . . ? C7 N1 C2 O2 2(2) . . . . ? C6 N1 C2 N3 5(2) . . . . ? C7 N1 C2 N3 -175.5(12) . . . . ? C4 N3 C2 O2 176.8(13) . . . . ? Co1 N3 C2 O2 6.3(16) . . . . ? C4 N3 C2 N1 -6(2) . . . . ? Co1 N3 C2 N1 -176.1(11) . . . . ? C2 N3 C4 N4 -178.3(12) . . . . ? Co1 N3 C4 N4 -10(2) . . . . ? C2 N3 C4 C5 2(2) . . . . ? Co1 N3 C4 C5 169.4(10) . . . . ? N3 C4 C5 C6 3(3) . . . . ? N4 C4 C5 C6 -176.9(16) . . . . ? C4 C5 C6 N1 -4(3) . . . . ? C2 N1 C6 C5 0(3) . . . . ? C7 N1 C6 C5 -179.6(15) . . . . ? C6 N1 C7 C8 79.4(18) . . . . ? C2 N1 C7 C8 -100.1(17) . . . . ? N1 C7 C8 C9 68.0(18) . . . . ? C7 C8 C9 C10 178.1(14) . . . . ? C8 C9 C10 C11 179.9(13) . . . . ? C9 C10 C11 C12 -168.7(15) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4A Br1 0.86 2.54 3.371(12) 163.7 . N4 H4B O2 0.86 2.06 2.824(14) 148.1 6_566 # END of CIF