# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # 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_compound_5 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common '[(EtOH)MesIm]2AgCl' _chemical_formula_moiety 'C28 H36 Ag N4 O2, Cl' _chemical_formula_sum 'C28 H36 Ag Cl N4 O2' _exptl_crystal_recrystallization_method 'DCM - Hexane' _chemical_melting_point ? _exptl_crystal_description Prism _exptl_crystal_colour Colorless _diffrn_ambient_temperature 173(2) _chemical_formula_weight 603.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.7919(2) _cell_length_b 11.4821(2) _cell_length_c 13.1687(3) _cell_angle_alpha 71.2680(10) _cell_angle_beta 70.5740(10) _cell_angle_gamma 84.4080(10) _cell_volume 1457.30(5) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 17353 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.376 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 0.813 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7271 _exptl_absorpt_correction_T_max 0.9453 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30258 _diffrn_reflns_av_R_equivalents 0.0719 _diffrn_reflns_av_unetI/netI 0.0389 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5728 _reflns_number_gt 4656 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'sir 97' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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. A large fraction of the struc- ture is disordered with two positions occupied with a ratio 95-5 and related to each other with a slight rotation of the silver-imidazole-ethoxy moiety following an axe comprising C1 and N3. There is not twinning visible on the collected data (no systematic absence violation visible - no twin detected with twinrotmat). Both imdazole moieties could be well solved under anistropic conditions using Sadi commands. There is a slight discrepency between the distances C1-Ag1A/B, and C15A/Ag1A and C15B/Ag1B, even with the use of restrain commands SADI. Both distances are reasonnable for C-Ag bond, and consequently no restrain was used. The Hydroxy- hydrogens could not be find on the electron difference map, and were calculated.The two largest residuals (1.91 and 0.82 e) are located around C28A and O2A and could not be accounted for any hydrogen atom (wrong geometry). It is likely due to more disorder from the ethoxy group. ; _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^)+(0.1037P)^2^+0.9665P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5728 _refine_ls_number_parameters 399 _refine_ls_number_restraints 503 _refine_ls_R_factor_all 0.0657 _refine_ls_R_factor_gt 0.0476 _refine_ls_wR_factor_ref 0.1621 _refine_ls_wR_factor_gt 0.1382 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.6783(3) 0.2630(3) 0.8442(3) 0.0329(7) Uani 1 1 d DU . . C2 C 0.4591(3) 0.2634(3) 0.8836(3) 0.0329(7) Uani 1 1 d U . . H11 H 0.3769 0.2584 0.8769 0.039 Uiso 1 1 calc R A . C3 C 0.4840(4) 0.2852(3) 0.9693(3) 0.0343(8) Uani 1 1 d U A . H14 H 0.4223 0.2984 1.0333 0.041 Uiso 1 1 calc R . . C4 C 0.6865(5) 0.3057(4) 1.0158(4) 0.0457(9) Uani 1 1 d DU . . H15A H 0.7747 0.2731 0.9964 0.055 Uiso 1 1 calc R A . H15B H 0.6406 0.2618 1.0942 0.055 Uiso 1 1 calc R . . C5 C 0.6947(5) 0.4404(4) 1.0027(5) 0.0640(13) Uani 1 1 d DU A . H32A H 0.6082 0.4764 1.0103 0.077 Uiso 1 1 calc R . . H32B H 0.7233 0.4492 1.0624 0.077 Uiso 1 1 calc R . . C6 C 0.5992(3) 0.2192(3) 0.7050(3) 0.0288(7) Uani 1 1 d U . . C7 C 0.6222(4) 0.3129(3) 0.6028(3) 0.0354(8) Uani 1 1 d U A . C8 C 0.6425(4) 0.2783(4) 0.5069(3) 0.0427(9) Uani 1 1 d U . . H8 H 0.6570 0.3393 0.4375 0.051 Uiso 1 1 calc R A . C9 C 0.6419(4) 0.1568(4) 0.5104(4) 0.0446(9) Uani 1 1 d U A . C10 C 0.6182(4) 0.0671(4) 0.6129(4) 0.0431(9) Uani 1 1 d U . . H10 H 0.6166 -0.0148 0.6161 0.052 Uiso 1 1 calc R A . C11 C 0.5963(4) 0.0963(4) 0.7132(3) 0.0371(8) Uani 1 1 d U A . C12 C 0.5717(5) -0.0045(4) 0.8245(4) 0.0528(11) Uani 1 1 d U . . H12A H 0.6399 -0.0028 0.8559 0.079 Uiso 1 1 calc R A . H12B H 0.5715 -0.0828 0.8127 0.079 Uiso 1 1 calc R . . H12C H 0.4882 0.0078 0.8760 0.079 Uiso 1 1 calc R . . C13 C 0.6236(6) 0.4453(4) 0.5964(4) 0.0608(13) Uani 1 1 d U . . H13A H 0.6436 0.4958 0.5189 0.091 Uiso 1 1 calc R A . H13B H 0.6892 0.4583 0.6263 0.091 Uiso 1 1 calc R . . H13C H 0.5390 0.4668 0.6398 0.091 Uiso 1 1 calc R . . C14 C 0.6645(6) 0.1217(6) 0.4036(4) 0.0706(15) Uani 1 1 d U . . H14A H 0.6304 0.0404 0.4238 0.106 Uiso 1 1 calc R A . H14B H 0.7570 0.1237 0.3635 0.106 Uiso 1 1 calc R . . H14C H 0.6204 0.1790 0.3562 0.106 Uiso 1 1 calc R . . C15A C 1.0735(9) 0.2691(9) 0.6702(10) 0.034(2) Uani 0.573(5) 1 d PDU A 1 C16A C 1.2966(13) 0.239(4) 0.6316(15) 0.032(3) Uani 0.573(5) 1 d PDU A 1 H16A H 1.3785 0.2274 0.6421 0.038 Uiso 0.573(5) 1 calc PR A 1 C17A C 1.2669(11) 0.2618(11) 0.5356(14) 0.035(3) Uani 0.573(5) 1 d PDU A 1 H17A H 1.3262 0.2634 0.4653 0.042 Uiso 0.573(5) 1 calc PR A 1 C18 C 1.1535(3) 0.2236(3) 0.8270(3) 0.0311(7) Uani 1 1 d U A . C19 C 1.1621(4) 0.1062(4) 0.8993(3) 0.0347(8) Uani 1 1 d U . . C20 C 1.1415(4) 0.0934(4) 1.0118(3) 0.0491(10) Uani 1 1 d U . . H26 H 1.1483 0.0158 1.0608 0.059 Uiso 1 1 calc R . . C21 C 1.1112(4) 0.1924(6) 1.0538(4) 0.0593(12) Uani 1 1 d U . . C22 C 1.1047(4) 0.3083(5) 0.9793(4) 0.0559(11) Uani 1 1 d U . . H33 H 1.0862 0.3756 1.0065 0.067 Uiso 1 1 calc R . . C23 C 1.1251(4) 0.3270(4) 0.8648(4) 0.0447(9) Uani 1 1 d U . . C24 C 1.1190(5) 0.4545(4) 0.7865(6) 0.0675(14) Uani 1 1 d U . . H24A H 1.0317 0.4695 0.7818 0.101 Uiso 1 1 calc R . . H24B H 1.1801 0.4614 0.7126 0.101 Uiso 1 1 calc R . . H24C H 1.1413 0.5137 0.8153 0.101 Uiso 1 1 calc R . . C25 C 1.1921(5) -0.0034(4) 0.8550(4) 0.0511(10) Uani 1 1 d U . . H25A H 1.2844 -0.0046 0.8154 0.077 Uiso 1 1 calc R . . H25B H 1.1435 0.0027 0.8042 0.077 Uiso 1 1 calc R . . H25C H 1.1672 -0.0778 0.9172 0.077 Uiso 1 1 calc R . . C26 C 1.0891(6) 0.1736(8) 1.1777(5) 0.093(2) Uani 1 1 d U . . H26A H 1.1567 0.2159 1.1849 0.140 Uiso 1 1 calc R . . H26B H 1.0916 0.0873 1.2165 0.140 Uiso 1 1 calc R . . H26C H 1.0049 0.2056 1.2104 0.140 Uiso 1 1 calc R . . C27B C 1.0676(11) 0.2298(11) 0.4771(9) 0.047(2) Uani 0.427(5) 1 d PDU A 2 H27A H 1.1277 0.2035 0.4154 0.056 Uiso 0.427(5) 1 calc PR A 2 H27B H 0.9949 0.1715 0.5155 0.056 Uiso 0.427(5) 1 calc PR A 2 C28B C 1.0178(12) 0.3517(11) 0.4314(12) 0.073(3) Uani 0.427(5) 1 d PDU A 2 H28A H 0.9791 0.3492 0.3753 0.087 Uiso 0.427(5) 1 calc PR A 2 H28B H 0.9492 0.3731 0.4919 0.087 Uiso 0.427(5) 1 calc PR A 2 Cl1 Cl 0.62584(14) 0.68312(13) 0.75724(9) 0.0625(3) Uani 1 1 d . . . N1 N 0.6183(3) 0.2841(3) 0.9440(3) 0.0332(7) Uani 1 1 d DU A . N2 N 0.5791(3) 0.2498(3) 0.8076(2) 0.0297(6) Uani 1 1 d U A . N3 N 1.1737(3) 0.2380(3) 0.7107(3) 0.0345(7) Uani 1 1 d DU . . O1 O 0.7844(4) 0.5051(4) 0.8950(4) 0.0872(13) Uani 1 1 d DU . . H1 H 0.7430 0.5465 0.8539 0.131 Uiso 1 1 calc R A . O2B O 1.1156(10) 0.4421(9) 0.3818(9) 0.0821(15) Uani 0.427(5) 1 d PDU A 2 H2B H 1.1730 0.4253 0.3295 0.123 Uiso 0.427(5) 1 calc PR A 2 O2A O 1.1270(7) 0.1336(7) 0.4286(7) 0.0821(15) Uani 0.573(5) 1 d PDU A 1 H2A H 1.1712 0.1779 0.3668 0.123 Uiso 0.573(5) 1 calc PR A 1 C28A C 1.0200(9) 0.1900(12) 0.4671(8) 0.082(2) Uani 0.573(5) 1 d PDU A 1 H28C H 0.9664 0.1388 0.5403 0.099 Uiso 0.573(5) 1 calc PR A 1 H28D H 0.9692 0.2101 0.4153 0.099 Uiso 0.573(5) 1 calc PR A 1 N4A N 1.1343(8) 0.2822(7) 0.5588(6) 0.0382(17) Uani 0.573(5) 1 d PDU A 1 C27A C 1.0633(9) 0.3056(11) 0.4773(7) 0.062(2) Uani 0.573(5) 1 d PDU A 1 H27C H 1.1194 0.3536 0.4037 0.075 Uiso 0.573(5) 1 calc PR A 1 H27D H 0.9866 0.3544 0.4997 0.075 Uiso 0.573(5) 1 calc PR A 1 C17B C 1.2704(15) 0.2290(16) 0.5304(19) 0.034(3) Uani 0.427(5) 1 d PDU A 2 H17B H 1.3334 0.2291 0.4621 0.040 Uiso 0.427(5) 1 calc PR A 2 C15B C 1.0772(12) 0.2296(15) 0.6639(14) 0.039(3) Uani 0.427(5) 1 d PDU A 2 C16B C 1.2892(17) 0.228(5) 0.626(2) 0.033(4) Uani 0.427(5) 1 d PDU A 2 H16B H 1.3717 0.2223 0.6355 0.040 Uiso 0.427(5) 1 calc PR A 2 Ag1B Ag 0.8796(3) 0.2384(3) 0.7540(3) 0.0348(6) Uani 0.427(5) 1 d PDU A 2 Ag1A Ag 0.8745(2) 0.2744(2) 0.7570(2) 0.0321(4) Uani 0.573(5) 1 d PDU A 1 N4B N 1.1362(11) 0.2295(10) 0.5572(9) 0.039(2) Uani 0.427(5) 1 d PDU A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0268(16) 0.043(2) 0.0278(17) -0.0060(14) -0.0105(13) -0.0062(15) C2 0.0218(16) 0.0426(19) 0.0347(18) -0.0143(15) -0.0065(14) -0.0032(14) C3 0.0320(18) 0.0371(19) 0.0298(17) -0.0094(14) -0.0048(14) -0.0034(15) C4 0.052(2) 0.053(2) 0.046(2) -0.0191(18) -0.031(2) 0.0062(19) C5 0.070(3) 0.062(3) 0.086(3) -0.036(3) -0.047(3) 0.004(2) C6 0.0175(15) 0.0413(18) 0.0286(16) -0.0115(13) -0.0076(13) -0.0012(13) C7 0.0331(19) 0.0424(19) 0.0321(18) -0.0109(15) -0.0101(15) -0.0080(15) C8 0.038(2) 0.058(2) 0.0281(18) -0.0083(17) -0.0073(16) -0.0139(18) C9 0.034(2) 0.065(2) 0.043(2) -0.0300(18) -0.0086(17) -0.0005(18) C10 0.040(2) 0.046(2) 0.055(2) -0.0277(17) -0.0197(18) 0.0062(17) C11 0.0273(18) 0.0431(19) 0.043(2) -0.0137(16) -0.0146(16) 0.0020(15) C12 0.063(3) 0.041(2) 0.054(3) -0.0051(19) -0.028(2) -0.002(2) C13 0.091(4) 0.042(2) 0.055(3) -0.007(2) -0.035(3) -0.013(2) C14 0.071(3) 0.104(4) 0.049(3) -0.048(3) -0.009(3) -0.007(3) C15A 0.025(3) 0.047(5) 0.029(3) -0.010(4) -0.009(2) -0.001(3) C16A 0.023(3) 0.037(6) 0.036(3) -0.012(3) -0.010(3) -0.002(4) C17A 0.025(3) 0.045(6) 0.030(3) -0.008(4) -0.004(3) -0.003(3) C18 0.0174(15) 0.0443(18) 0.0344(17) -0.0151(14) -0.0085(13) -0.0009(14) C19 0.0250(17) 0.0469(19) 0.0342(18) -0.0130(15) -0.0099(14) -0.0054(15) C20 0.037(2) 0.071(3) 0.036(2) -0.0072(19) -0.0117(17) -0.015(2) C21 0.033(2) 0.108(3) 0.043(2) -0.039(2) 0.0026(18) -0.027(2) C22 0.029(2) 0.079(3) 0.069(3) -0.051(2) 0.003(2) -0.012(2) C23 0.0223(18) 0.050(2) 0.063(2) -0.0278(19) -0.0055(17) -0.0015(16) C24 0.048(3) 0.048(2) 0.103(4) -0.027(2) -0.016(3) 0.003(2) C25 0.048(3) 0.043(2) 0.060(3) -0.0163(19) -0.014(2) -0.0003(18) C26 0.074(4) 0.167(6) 0.047(3) -0.050(3) 0.000(3) -0.046(4) C27B 0.034(5) 0.076(5) 0.043(4) -0.032(4) -0.014(3) -0.006(5) C28B 0.056(6) 0.099(6) 0.054(6) -0.009(5) -0.022(5) 0.007(4) Cl1 0.0817(9) 0.0731(8) 0.0303(5) -0.0172(5) -0.0116(5) -0.0067(6) N1 0.0357(16) 0.0372(16) 0.0293(15) -0.0090(12) -0.0138(13) -0.0033(13) N2 0.0185(13) 0.0428(16) 0.0279(14) -0.0101(12) -0.0071(11) -0.0038(11) N3 0.0192(14) 0.0491(18) 0.0346(15) -0.0102(13) -0.0101(12) -0.0014(12) O1 0.059(2) 0.060(2) 0.135(4) -0.012(2) -0.033(2) -0.0178(18) O2B 0.080(4) 0.096(4) 0.078(4) -0.032(3) -0.031(3) 0.003(3) O2A 0.080(4) 0.096(4) 0.078(4) -0.032(3) -0.031(3) 0.003(3) C28A 0.044(5) 0.169(7) 0.051(4) -0.048(5) -0.022(4) -0.010(5) N4A 0.026(2) 0.058(4) 0.027(2) -0.007(3) -0.008(2) -0.001(3) C27A 0.036(4) 0.115(5) 0.031(3) -0.012(4) -0.017(3) 0.014(4) C17B 0.026(3) 0.046(7) 0.029(4) -0.012(5) -0.007(3) -0.005(4) C15B 0.025(3) 0.063(7) 0.033(4) -0.018(5) -0.013(3) 0.001(4) C16B 0.018(4) 0.045(8) 0.035(4) -0.009(5) -0.009(3) -0.001(5) Ag1B 0.0205(5) 0.0547(16) 0.0318(5) -0.0148(10) -0.0101(4) -0.0005(9) Ag1A 0.0187(4) 0.0468(10) 0.0331(4) -0.0132(6) -0.0104(3) 0.0004(6) N4B 0.031(3) 0.062(5) 0.029(3) -0.019(4) -0.010(2) -0.001(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.346(5) . ? C1 N2 1.351(5) . ? C1 Ag1A 2.039(4) . ? C1 Ag1B 2.143(5) . ? C2 C3 1.343(5) . ? C2 N2 1.379(4) . ? C2 H11 0.9300 . ? C3 N1 1.375(5) . ? C3 H14 0.9300 . ? C4 N1 1.464(5) . ? C4 C5 1.509(6) . ? C4 H15A 0.9700 . ? C4 H15B 0.9700 . ? C5 O1 1.432(7) . ? C5 H32A 0.9700 . ? C5 H32B 0.9700 . ? C6 C11 1.384(5) . ? C6 C7 1.389(5) . ? C6 N2 1.445(5) . ? C7 C8 1.386(5) . ? C7 C13 1.497(6) . ? C8 C9 1.381(6) . ? C8 H8 0.9300 . ? C9 C10 1.369(6) . ? C9 C14 1.522(6) . ? C10 C11 1.404(6) . ? C10 H10 0.9300 . ? C11 C12 1.507(6) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15A N3 1.330(12) . ? C15A N4A 1.358(12) . ? C15A Ag1A 2.076(8) . ? C16A C17A 1.345(12) . ? C16A N3 1.386(10) . ? C16A H16A 0.9300 . ? C17A N4A 1.373(10) . ? C17A H17A 0.9300 . ? C18 C19 1.394(6) . ? C18 C23 1.398(6) . ? C18 N3 1.429(5) . ? C19 C20 1.383(6) . ? C19 C25 1.516(6) . ? C20 C21 1.384(7) . ? C20 H26 0.9300 . ? C21 C22 1.388(8) . ? C21 C26 1.514(7) . ? C22 C23 1.397(7) . ? C22 H33 0.9300 . ? C23 C24 1.506(7) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27B C28B 1.462(13) . ? C27B N4B 1.475(12) . ? C27B H27A 0.9700 . ? C27B H27B 0.9700 . ? C28B O2B 1.392(12) . ? C28B H28A 0.9700 . ? C28B H28B 0.9700 . ? N3 C16B 1.390(13) . ? N3 C15B 1.400(17) . ? O1 H1 0.8200 . ? O2B H2B 0.8200 . ? O2A C28A 1.298(10) . ? O2A H2A 0.8200 . ? C28A C27A 1.509(12) . ? C28A H28C 0.9700 . ? C28A H28D 0.9700 . ? N4A C27A 1.460(9) . ? C27A H27C 0.9700 . ? C27A H27D 0.9700 . ? C17B C16B 1.343(14) . ? C17B N4B 1.372(13) . ? C17B H17B 0.9300 . ? C15B N4B 1.336(18) . ? C15B Ag1B 2.078(11) . ? C16B H16B 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N2 104.6(3) . . ? N1 C1 Ag1A 127.4(3) . . ? N2 C1 Ag1A 127.3(3) . . ? N1 C1 Ag1B 133.2(3) . . ? N2 C1 Ag1B 122.0(3) . . ? Ag1A C1 Ag1B 11.30(10) . . ? C3 C2 N2 106.8(3) . . ? C3 C2 H11 126.6 . . ? N2 C2 H11 126.6 . . ? C2 C3 N1 106.6(3) . . ? C2 C3 H14 126.7 . . ? N1 C3 H14 126.7 . . ? N1 C4 C5 112.3(4) . . ? N1 C4 H15A 109.1 . . ? C5 C4 H15A 109.1 . . ? N1 C4 H15B 109.1 . . ? C5 C4 H15B 109.1 . . ? H15A C4 H15B 107.9 . . ? O1 C5 C4 111.4(4) . . ? O1 C5 H32A 109.3 . . ? C4 C5 H32A 109.3 . . ? O1 C5 H32B 109.3 . . ? C4 C5 H32B 109.3 . . ? H32A C5 H32B 108.0 . . ? C11 C6 C7 122.7(3) . . ? C11 C6 N2 117.9(3) . . ? C7 C6 N2 119.4(3) . . ? C8 C7 C6 117.0(4) . . ? C8 C7 C13 121.4(4) . . ? C6 C7 C13 121.6(3) . . ? C9 C8 C7 122.5(4) . . ? C9 C8 H8 118.7 . . ? C7 C8 H8 118.7 . . ? C10 C9 C8 118.7(4) . . ? C10 C9 C14 119.9(4) . . ? C8 C9 C14 121.3(4) . . ? C9 C10 C11 121.4(4) . . ? C9 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C6 C11 C10 117.6(4) . . ? C6 C11 C12 122.1(4) . . ? C10 C11 C12 120.2(4) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C7 C13 H13A 109.5 . . ? C7 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C7 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N3 C15A N4A 101.2(6) . . ? N3 C15A Ag1A 129.2(7) . . ? N4A C15A Ag1A 129.2(8) . . ? C17A C16A N3 102.1(13) . . ? C17A C16A H16A 129.0 . . ? N3 C16A H16A 129.0 . . ? C16A C17A N4A 108.6(12) . . ? C16A C17A H17A 125.7 . . ? N4A C17A H17A 125.7 . . ? C19 C18 C23 122.2(4) . . ? C19 C18 N3 118.6(3) . . ? C23 C18 N3 119.3(4) . . ? C20 C19 C18 118.0(4) . . ? C20 C19 C25 121.6(4) . . ? C18 C19 C25 120.4(4) . . ? C19 C20 C21 122.1(4) . . ? C19 C20 H26 119.0 . . ? C21 C20 H26 119.0 . . ? C20 C21 C22 118.5(4) . . ? C20 C21 C26 120.1(6) . . ? C22 C21 C26 121.4(5) . . ? C21 C22 C23 122.0(4) . . ? C21 C22 H33 119.0 . . ? C23 C22 H33 119.0 . . ? C22 C23 C18 117.3(4) . . ? C22 C23 C24 120.3(4) . . ? C18 C23 C24 122.4(4) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C19 C25 H25A 109.5 . . ? C19 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C19 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C21 C26 H26A 109.5 . . ? C21 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C21 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C28B C27B N4B 111.8(11) . . ? C28B C27B H27A 109.3 . . ? N4B C27B H27A 109.3 . . ? C28B C27B H27B 109.3 . . ? N4B C27B H27B 109.3 . . ? H27A C27B H27B 107.9 . . ? O2B C28B C27B 112.5(11) . . ? O2B C28B H28A 109.1 . . ? C27B C28B H28A 109.1 . . ? O2B C28B H28B 109.1 . . ? C27B C28B H28B 109.1 . . ? H28A C28B H28B 107.8 . . ? C1 N1 C3 111.2(3) . . ? C1 N1 C4 124.7(3) . . ? C3 N1 C4 124.1(3) . . ? C1 N2 C2 110.7(3) . . ? C1 N2 C6 123.3(3) . . ? C2 N2 C6 125.9(3) . . ? C15A N3 C16A 116.1(10) . . ? C15A N3 C16B 111.3(12) . . ? C16A N3 C16B 8(3) . . ? C15A N3 C15B 20.2(7) . . ? C16A N3 C15B 109.1(10) . . ? C16B N3 C15B 102.4(13) . . ? C15A N3 C18 119.6(5) . . ? C16A N3 C18 123.6(8) . . ? C16B N3 C18 129.1(11) . . ? C15B N3 C18 126.3(6) . . ? C5 O1 H1 109.5 . . ? C28B O2B H2B 109.5 . . ? C28A O2A H2A 109.5 . . ? O2A C28A C27A 106.0(8) . . ? O2A C28A H28C 110.5 . . ? C27A C28A H28C 110.5 . . ? O2A C28A H28D 110.5 . . ? C27A C28A H28D 110.5 . . ? H28C C28A H28D 108.7 . . ? C15A N4A C17A 111.7(9) . . ? C15A N4A C27A 123.0(8) . . ? C17A N4A C27A 125.2(9) . . ? N4A C27A C28A 113.5(9) . . ? N4A C27A H27C 108.9 . . ? C28A C27A H27C 108.9 . . ? N4A C27A H27D 108.9 . . ? C28A C27A H27D 108.9 . . ? H27C C27A H27D 107.7 . . ? C16B C17B N4B 103.6(16) . . ? C16B C17B H17B 128.2 . . ? N4B C17B H17B 128.2 . . ? N4B C15B N3 108.6(9) . . ? N4B C15B Ag1B 130.9(12) . . ? N3 C15B Ag1B 120.1(9) . . ? C17B C16B N3 113.5(17) . . ? C17B C16B H16B 123.2 . . ? N3 C16B H16B 123.2 . . ? C15B Ag1B C1 175.4(5) . . ? C1 Ag1A C15A 174.8(3) . . ? C15B N4B C17B 111.4(12) . . ? C15B N4B C27B 125.0(11) . . ? C17B N4B C27B 123.6(13) . . ? 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 N2 C2 C3 N1 -0.2(4) . . . . ? N1 C4 C5 O1 -71.0(5) . . . . ? C11 C6 C7 C8 0.0(5) . . . . ? N2 C6 C7 C8 179.2(3) . . . . ? C11 C6 C7 C13 179.4(4) . . . . ? N2 C6 C7 C13 -1.4(6) . . . . ? C6 C7 C8 C9 -0.7(6) . . . . ? C13 C7 C8 C9 179.9(4) . . . . ? C7 C8 C9 C10 1.1(6) . . . . ? C7 C8 C9 C14 -180.0(4) . . . . ? C8 C9 C10 C11 -0.8(6) . . . . ? C14 C9 C10 C11 -179.7(4) . . . . ? C7 C6 C11 C10 0.3(5) . . . . ? N2 C6 C11 C10 -178.9(3) . . . . ? C7 C6 C11 C12 179.8(4) . . . . ? N2 C6 C11 C12 0.6(5) . . . . ? C9 C10 C11 C6 0.1(6) . . . . ? C9 C10 C11 C12 -179.4(4) . . . . ? N3 C16A C17A N4A 5(2) . . . . ? C23 C18 C19 C20 0.0(5) . . . . ? N3 C18 C19 C20 -179.6(3) . . . . ? C23 C18 C19 C25 179.5(4) . . . . ? N3 C18 C19 C25 -0.1(5) . . . . ? C18 C19 C20 C21 1.0(6) . . . . ? C25 C19 C20 C21 -178.5(4) . . . . ? C19 C20 C21 C22 -1.7(7) . . . . ? C19 C20 C21 C26 179.8(4) . . . . ? C20 C21 C22 C23 1.4(7) . . . . ? C26 C21 C22 C23 179.9(4) . . . . ? C21 C22 C23 C18 -0.4(6) . . . . ? C21 C22 C23 C24 -179.2(4) . . . . ? C19 C18 C23 C22 -0.3(6) . . . . ? N3 C18 C23 C22 179.3(3) . . . . ? C19 C18 C23 C24 178.4(4) . . . . ? N3 C18 C23 C24 -2.0(6) . . . . ? N4B C27B C28B O2B 54.7(15) . . . . ? N2 C1 N1 C3 -0.5(4) . . . . ? Ag1A C1 N1 C3 171.2(3) . . . . ? Ag1B C1 N1 C3 -176.0(3) . . . . ? N2 C1 N1 C4 -179.4(3) . . . . ? Ag1A C1 N1 C4 -7.6(5) . . . . ? Ag1B C1 N1 C4 5.2(6) . . . . ? C2 C3 N1 C1 0.4(4) . . . . ? C2 C3 N1 C4 179.3(3) . . . . ? C5 C4 N1 C1 100.1(5) . . . . ? C5 C4 N1 C3 -78.6(5) . . . . ? N1 C1 N2 C2 0.4(4) . . . . ? Ag1A C1 N2 C2 -171.3(3) . . . . ? Ag1B C1 N2 C2 176.5(3) . . . . ? N1 C1 N2 C6 -176.7(3) . . . . ? Ag1A C1 N2 C6 11.6(5) . . . . ? Ag1B C1 N2 C6 -0.6(5) . . . . ? C3 C2 N2 C1 -0.2(4) . . . . ? C3 C2 N2 C6 176.8(3) . . . . ? C11 C6 N2 C1 91.9(4) . . . . ? C7 C6 N2 C1 -87.4(4) . . . . ? C11 C6 N2 C2 -84.8(4) . . . . ? C7 C6 N2 C2 96.0(4) . . . . ? N4A C15A N3 C16A 4.7(19) . . . . ? Ag1A C15A N3 C16A 177.8(18) . . . . ? N4A C15A N3 C16B -2(3) . . . . ? Ag1A C15A N3 C16B 171(3) . . . . ? N4A C15A N3 C15B -69(3) . . . . ? Ag1A C15A N3 C15B 104(3) . . . . ? N4A C15A N3 C18 175.6(5) . . . . ? Ag1A C15A N3 C18 -11.3(10) . . . . ? C17A C16A N3 C15A -6(3) . . . . ? C17A C16A N3 C16B 48(21) . . . . ? C17A C16A N3 C15B 14(3) . . . . ? C17A C16A N3 C18 -176.6(10) . . . . ? C19 C18 N3 C15A 111.8(6) . . . . ? C23 C18 N3 C15A -67.8(6) . . . . ? C19 C18 N3 C16A -78(2) . . . . ? C23 C18 N3 C16A 102(2) . . . . ? C19 C18 N3 C16B -71(3) . . . . ? C23 C18 N3 C16B 110(3) . . . . ? C19 C18 N3 C15B 89.0(9) . . . . ? C23 C18 N3 C15B -90.6(9) . . . . ? N3 C15A N4A C17A -1.4(10) . . . . ? Ag1A C15A N4A C17A -174.5(8) . . . . ? N3 C15A N4A C27A 174.3(9) . . . . ? Ag1A C15A N4A C27A 1.1(14) . . . . ? C16A C17A N4A C15A -2.2(18) . . . . ? C16A C17A N4A C27A -177.8(18) . . . . ? C15A N4A C27A C28A -89.0(11) . . . . ? C17A N4A C27A C28A 86.0(11) . . . . ? O2A C28A C27A N4A -63.4(10) . . . . ? C15A N3 C15B N4B 112(3) . . . . ? C16A N3 C15B N4B -2(2) . . . . ? C16B N3 C15B N4B -6(3) . . . . ? C18 N3 C15B N4B -170.6(8) . . . . ? C15A N3 C15B Ag1B -61(2) . . . . ? C16A N3 C15B Ag1B -175.5(19) . . . . ? C16B N3 C15B Ag1B -180(2) . . . . ? C18 N3 C15B Ag1B 15.9(14) . . . . ? N4B C17B C16B N3 -5(4) . . . . ? C15A N3 C16B C17B -12(4) . . . . ? C16A N3 C16B C17B -141(26) . . . . ? C15B N3 C16B C17B 7(4) . . . . ? C18 N3 C16B C17B 170.5(17) . . . . ? N4B C15B Ag1B C1 -100(7) . . . . ? N3 C15B Ag1B C1 72(7) . . . . ? N1 C1 Ag1B C15B -71(7) . . . . ? N2 C1 Ag1B C15B 114(7) . . . . ? Ag1A C1 Ag1B C15B -7(6) . . . . ? N1 C1 Ag1A C15A 117(4) . . . . ? N2 C1 Ag1A C15A -73(4) . . . . ? Ag1B C1 Ag1A C15A -8(4) . . . . ? N3 C15A Ag1A C1 -84(4) . . . . ? N4A C15A Ag1A C1 87(4) . . . . ? N3 C15B N4B C17B 4.2(17) . . . . ? Ag1B C15B N4B C17B 176.7(12) . . . . ? N3 C15B N4B C27B -175.8(11) . . . . ? Ag1B C15B N4B C27B -3(2) . . . . ? C16B C17B N4B C15B 0(3) . . . . ? C16B C17B N4B C27B -180(2) . . . . ? C28B C27B N4B C15B 77.0(16) . . . . ? C28B C27B N4B C17B -103.0(14) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.912 _refine_diff_density_min -1.029 _refine_diff_density_rms 0.224 _database_code_depnum_ccdc_archive 'CCDC 963275' ####################################################################### # # 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_compound_6 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common '[(EtOH)MeIm]2AgCl' _chemical_formula_moiety 'C12 H20 Ag N4 O2, Cl ' _chemical_formula_sum 'C12 H20 Ag Cl N4 O2' _exptl_crystal_recrystallization_method Ether _chemical_melting_point ? _exptl_crystal_description Prism _exptl_crystal_colour Colorless _diffrn_ambient_temperature 173(2) _chemical_formula_weight 395.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 _chemical_absolute_configuration ? 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 17.7643(9) _cell_length_b 8.9962(7) _cell_length_c 13.1655(7) _cell_angle_alpha 90.00 _cell_angle_beta 130.261(3) _cell_angle_gamma 90.00 _cell_volume 1605.57(17) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3693 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.637 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 1.428 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 0.86 _exptl_absorpt_process_details 'R.H. Blessing, Acta Crystallogr., Sect A 1995, 51, 33-38.' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5165 _diffrn_reflns_av_R_equivalents 0.0489 _diffrn_reflns_av_unetI/netI 0.0515 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 27.45 _reflns_number_total 1829 _reflns_number_gt 1468 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'Sir 92' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0394P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1829 _refine_ls_number_parameters 97 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0520 _refine_ls_R_factor_gt 0.0361 _refine_ls_wR_factor_ref 0.0845 _refine_ls_wR_factor_gt 0.0766 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.5000 0.17363(4) 0.2500 0.03057(14) Uani 1 2 d S . . C1 C 0.3840(2) 0.1580(3) 0.0453(3) 0.0263(7) Uani 1 1 d . . . C2 C 0.2703(2) 0.0024(4) 0.0490(3) 0.0466(9) Uani 1 1 d . . . H2A H 0.2738 -0.1018 0.0369 0.070 Uiso 1 1 calc R . . H2B H 0.2044 0.0274 0.0120 0.070 Uiso 1 1 calc R . . H2C H 0.3153 0.0254 0.1424 0.070 Uiso 1 1 calc R . . C3 C 0.2373(2) 0.1043(4) -0.1541(3) 0.0401(8) Uani 1 1 d . . . H3 H 0.1740 0.0665 -0.2178 0.048 Uiso 1 1 calc R . . C4 C 0.2880(2) 0.1846(4) -0.1771(3) 0.0357(8) Uani 1 1 d . . . H4 H 0.2670 0.2133 -0.2597 0.043 Uiso 1 1 calc R . . C5 C 0.4583(2) 0.2994(4) -0.0323(3) 0.0347(8) Uani 1 1 d . . . H5A H 0.4922 0.3586 0.0480 0.042 Uiso 1 1 calc R . . H5B H 0.4313 0.3665 -0.1063 0.042 Uiso 1 1 calc R . . C6 C 0.5309(2) 0.1960(4) -0.0191(4) 0.0409(8) Uani 1 1 d . . . H6A H 0.5572 0.1277 0.0540 0.049 Uiso 1 1 calc R . . H6B H 0.4974 0.1381 -0.1001 0.049 Uiso 1 1 calc R . . N1 N 0.29672(18) 0.0878(3) -0.0178(2) 0.0323(6) Uani 1 1 d . . . N2 N 0.37783(18) 0.2172(3) -0.0540(2) 0.0300(6) Uani 1 1 d . . . O1 O 0.60982(17) 0.2768(3) 0.0043(3) 0.0493(7) Uani 1 1 d . . . Cl1 Cl 0.5000 0.52808(14) 0.2500 0.0328(3) Uani 1 2 d S . . H1A H 0.585(4) 0.334(5) -0.070(5) 0.081(17) Uiso 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 Ag1 0.0261(2) 0.0387(2) 0.02103(19) 0.000 0.01263(16) 0.000 C1 0.0246(16) 0.0289(18) 0.0215(15) -0.0030(12) 0.0132(14) -0.0030(12) C2 0.041(2) 0.053(3) 0.050(2) -0.0031(17) 0.0316(18) -0.0125(17) C3 0.0326(18) 0.045(2) 0.0296(17) -0.0090(16) 0.0140(15) -0.0024(16) C4 0.0352(18) 0.043(2) 0.0215(15) -0.0012(14) 0.0148(15) 0.0016(15) C5 0.0412(19) 0.0338(19) 0.0327(17) -0.0019(14) 0.0254(16) -0.0081(14) C6 0.0360(19) 0.042(2) 0.045(2) 0.0067(17) 0.0262(17) -0.0035(16) N1 0.0300(14) 0.0364(17) 0.0289(13) -0.0050(12) 0.0184(12) -0.0049(12) N2 0.0310(14) 0.0329(15) 0.0233(12) -0.0032(11) 0.0162(11) -0.0021(11) O1 0.0322(13) 0.0625(18) 0.0437(14) 0.0161(14) 0.0202(12) -0.0053(13) Cl1 0.0292(6) 0.0432(7) 0.0230(5) 0.000 0.0156(5) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 C1 2.086(3) . ? Ag1 C1 2.086(3) 2_655 ? C1 N2 1.349(4) . ? C1 N1 1.352(4) . ? C2 N1 1.456(4) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C4 1.332(5) . ? C3 N1 1.381(4) . ? C3 H3 0.9300 . ? C4 N2 1.384(4) . ? C4 H4 0.9300 . ? C5 N2 1.464(4) . ? C5 C6 1.507(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 O1 1.424(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? O1 H1A 0.93(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ag1 C1 172.27(15) . 2_655 ? N2 C1 N1 104.2(2) . . ? N2 C1 Ag1 128.3(2) . . ? N1 C1 Ag1 127.5(2) . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 N1 106.9(3) . . ? C4 C3 H3 126.5 . . ? N1 C3 H3 126.5 . . ? C3 C4 N2 106.7(3) . . ? C3 C4 H4 126.7 . . ? N2 C4 H4 126.7 . . ? N2 C5 C6 111.5(3) . . ? N2 C5 H5A 109.3 . . ? C6 C5 H5A 109.3 . . ? N2 C5 H5B 109.3 . . ? C6 C5 H5B 109.3 . . ? H5A C5 H5B 108.0 . . ? O1 C6 C5 111.0(3) . . ? O1 C6 H6A 109.4 . . ? C5 C6 H6A 109.4 . . ? O1 C6 H6B 109.4 . . ? C5 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? C1 N1 C3 111.0(3) . . ? C1 N1 C2 124.4(3) . . ? C3 N1 C2 124.6(3) . . ? C1 N2 C4 111.1(3) . . ? C1 N2 C5 123.5(3) . . ? C4 N2 C5 125.3(3) . . ? C6 O1 H1A 109(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.588 _refine_diff_density_min -1.087 _refine_diff_density_rms 0.116 _database_code_depnum_ccdc_archive 'CCDC 963276' ####################################################################### # # 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_compound_8 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common '[(EtOH)DiPPImH]2ClNiCl4' _chemical_formula_moiety '4(C17 H25 N2 O), Cl4 Ni, 2(Cl)' _chemical_formula_sum 'C68 H100 Cl6 N8 Ni O4' _exptl_crystal_recrystallization_method 'Pentane- DCM' _chemical_melting_point ? _exptl_crystal_description Prism _exptl_crystal_colour Blue _diffrn_ambient_temperature 173(2) _chemical_formula_weight 1364.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 2 21' _symmetry_int_tables_number 18 _chemical_absolute_configuration ad loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y, -z+1/2' '-x, y, -z' _cell_length_a 14.9628(4) _cell_length_b 15.0822(3) _cell_length_c 16.1788(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3651.10(17) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 20200 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.242 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1452 _exptl_absorpt_coefficient_mu 0.535 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8379 _exptl_absorpt_correction_T_max 0.9815 _exptl_absorpt_process_details 'R.H. Blessing, Acta Crystallogr., Sect A 1995, 51, 33-38.' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29561 _diffrn_reflns_av_R_equivalents 0.0748 _diffrn_reflns_av_unetI/netI 0.0685 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7164 _reflns_number_gt 5998 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'Sir 97' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0279P)^2^+2.0743P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.018(17) _refine_ls_number_reflns 7164 _refine_ls_number_parameters 410 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0840 _refine_ls_R_factor_gt 0.0637 _refine_ls_wR_factor_ref 0.1029 _refine_ls_wR_factor_gt 0.0986 _refine_ls_goodness_of_fit_ref 1.142 _refine_ls_restrained_S_all 1.142 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C901 C 0.7276(2) -0.09612(19) 0.7852(2) 0.0245(8) Uani 1 1 d . . . C902 C 0.7383(2) -0.1527(2) 0.7180(2) 0.0268(8) Uani 1 1 d . . . C013 C 0.9442(2) 0.5471(2) 0.9052(2) 0.0302(8) Uani 1 1 d . . . H01A H 0.9414 0.5068 0.9519 0.036 Uiso 1 1 calc R . . H01B H 0.9409 0.6072 0.9263 0.036 Uiso 1 1 calc R . . C014 C 0.6340(2) -0.2513(2) 0.7846(2) 0.0332(9) Uani 1 1 d . . . H014 H 0.6021 -0.3043 0.7846 0.040 Uiso 1 1 calc R . . C015 C 0.6722(2) -0.1129(2) 0.8520(2) 0.0287(8) Uani 1 1 d . . . C016 C 0.6581(2) 0.3479(2) 0.7876(2) 0.0309(9) Uani 1 1 d . . . C017 C 0.8016(2) -0.1341(2) 0.6469(2) 0.0341(9) Uani 1 1 d . . . H017 H 0.8237 -0.0733 0.6533 0.041 Uiso 1 1 calc R . . C900 C 0.7432(2) 0.0634(2) 0.7450(2) 0.0315(9) Uani 1 1 d . . . H018 H 0.6894 0.0693 0.7167 0.038 Uiso 1 1 calc R . . C019 C 0.8234(3) 0.3948(3) 0.6095(2) 0.0438(10) Uani 1 1 d . . . H019 H 0.8344 0.4549 0.6301 0.053 Uiso 1 1 calc R . . C1 C 0.8421(2) 0.4497(2) 0.8268(2) 0.0246(7) Uani 1 1 d . . . H1 H 0.8661 0.3964 0.8455 0.029 Uiso 1 1 calc R . . C021 C 0.7249(2) 0.3851(2) 0.7389(2) 0.0277(8) Uani 1 1 d . . . C18 C 0.8547(2) 0.0066(2) 0.8157(2) 0.0293(8) Uani 1 1 d . . . H18 H 0.8907 -0.0329 0.8448 0.035 Uiso 1 1 calc R . . C023 C 1.0310(2) 0.5341(3) 0.8599(2) 0.0382(10) Uani 1 1 d . . . H02A H 1.0341 0.5760 0.8145 0.046 Uiso 1 1 calc R . . H02B H 1.0802 0.5467 0.8971 0.046 Uiso 1 1 calc R . . C024 C 0.9557(2) 0.1390(2) 0.8248(3) 0.0422(10) Uani 1 1 d . . . H02C H 0.9727 0.1798 0.7812 0.051 Uiso 1 1 calc R . . H02D H 1.0041 0.0970 0.8323 0.051 Uiso 1 1 calc R . . C025 C 0.6255(2) -0.1934(2) 0.8508(2) 0.0341(9) Uani 1 1 d . . . H025 H 0.5884 -0.2081 0.8948 0.041 Uiso 1 1 calc R . . C026 C 0.7461(2) 0.3561(2) 0.6588(2) 0.0324(9) Uani 1 1 d . . . C027 C 0.6599(3) -0.0473(2) 0.9219(2) 0.0394(9) Uani 1 1 d . . . H027 H 0.7115 -0.0073 0.9215 0.047 Uiso 1 1 calc R . . C028 C 0.6561(3) -0.0911(3) 1.0064(3) 0.0551(11) Uani 1 1 d . . . H02E H 0.6543 -0.0463 1.0485 0.083 Uiso 1 1 calc R . . H02F H 0.7082 -0.1274 1.0141 0.083 Uiso 1 1 calc R . . H02G H 0.6035 -0.1273 1.0101 0.083 Uiso 1 1 calc R . . C029 C 0.7590(2) 0.5474(2) 0.7605(2) 0.0348(9) Uani 1 1 d . . . H029 H 0.7160 0.5719 0.7259 0.042 Uiso 1 1 calc R . . C030 C 0.6938(3) 0.2870(2) 0.6277(3) 0.0446(11) Uani 1 1 d . . . H030 H 0.7042 0.2663 0.5744 0.054 Uiso 1 1 calc R . . C031 C 0.8048(2) 0.1269(2) 0.7565(2) 0.0368(9) Uani 1 1 d . . . H031 H 0.8011 0.1853 0.7382 0.044 Uiso 1 1 calc R . . C032 C 0.8169(3) 0.5917(2) 0.8084(2) 0.0346(9) Uani 1 1 d . . . H032 H 0.8215 0.6530 0.8129 0.042 Uiso 1 1 calc R . . C033 C 0.6275(3) 0.2490(2) 0.6740(3) 0.0481(12) Uani 1 1 d . . . H033 H 0.5936 0.2032 0.6518 0.058 Uiso 1 1 calc R . . C034 C 0.5761(3) 0.0088(3) 0.9050(3) 0.0568(13) Uani 1 1 d . . . H03A H 0.5669 0.0493 0.9499 0.085 Uiso 1 1 calc R . . H03B H 0.5251 -0.0295 0.8999 0.085 Uiso 1 1 calc R . . H03C H 0.5840 0.0414 0.8546 0.085 Uiso 1 1 calc R . . C035 C 0.6888(2) -0.2314(2) 0.7191(2) 0.0300(8) Uani 1 1 d . . . H035 H 0.6931 -0.2707 0.6750 0.036 Uiso 1 1 calc R . . C036 C 0.6334(3) 0.3828(3) 0.8720(2) 0.0422(10) Uani 1 1 d . . . H036 H 0.6819 0.4217 0.8906 0.051 Uiso 1 1 calc R . . C037 C 0.9418(3) 0.1893(3) 0.9030(3) 0.0453(11) Uani 1 1 d . . . H03D H 0.9254 0.1490 0.9472 0.054 Uiso 1 1 calc R . . H03E H 0.9966 0.2194 0.9186 0.054 Uiso 1 1 calc R . . C038 C 0.8037(4) 0.4015(4) 0.5165(3) 0.0777(16) Uani 1 1 d . . . H03F H 0.7542 0.4409 0.5077 0.117 Uiso 1 1 calc R . . H03G H 0.7891 0.3438 0.4953 0.117 Uiso 1 1 calc R . . H03H H 0.8554 0.4239 0.4883 0.117 Uiso 1 1 calc R . . C039 C 0.6108(3) 0.2780(3) 0.7527(3) 0.0444(11) Uani 1 1 d . . . H039 H 0.5666 0.2502 0.7836 0.053 Uiso 1 1 calc R . . C040 C 0.6232(3) 0.3087(4) 0.9357(3) 0.0741(16) Uani 1 1 d . . . H04A H 0.6750 0.2712 0.9343 0.111 Uiso 1 1 calc R . . H04B H 0.5710 0.2742 0.9230 0.111 Uiso 1 1 calc R . . H04C H 0.6170 0.3340 0.9899 0.111 Uiso 1 1 calc R . . C041 C 0.7562(3) -0.1405(3) 0.5632(2) 0.0465(10) Uani 1 1 d . . . H04D H 0.7989 -0.1279 0.5205 0.070 Uiso 1 1 calc R . . H04E H 0.7082 -0.0983 0.5605 0.070 Uiso 1 1 calc R . . H04F H 0.7328 -0.1992 0.5558 0.070 Uiso 1 1 calc R . . C042 C 0.9081(3) 0.3405(3) 0.6241(3) 0.0609(13) Uani 1 1 d . . . H04G H 0.9570 0.3669 0.5946 0.091 Uiso 1 1 calc R . . H04H H 0.8990 0.2810 0.6047 0.091 Uiso 1 1 calc R . . H04I H 0.9215 0.3395 0.6821 0.091 Uiso 1 1 calc R . . C043 C 0.5474(3) 0.4384(3) 0.8682(3) 0.0642(14) Uani 1 1 d . . . H04J H 0.5353 0.4632 0.9217 0.096 Uiso 1 1 calc R . . H04K H 0.4984 0.4013 0.8517 0.096 Uiso 1 1 calc R . . H04L H 0.5547 0.4853 0.8287 0.096 Uiso 1 1 calc R . . C044 C 0.8816(3) -0.1961(4) 0.6520(3) 0.0669(14) Uani 1 1 d . . . H04M H 0.9246 -0.1798 0.6106 0.100 Uiso 1 1 calc R . . H04N H 0.8623 -0.2560 0.6428 0.100 Uiso 1 1 calc R . . H04O H 0.9084 -0.1915 0.7057 0.100 Uiso 1 1 calc R . . N1 N 0.77583(18) 0.45833(16) 0.77276(17) 0.0237(6) Uani 1 1 d . . . N2 N 0.86818(18) 0.53042(17) 0.84960(17) 0.0248(6) Uani 1 1 d . . . N4 N 0.77469(18) -0.01173(16) 0.78293(18) 0.0250(6) Uani 1 1 d . . . N3 N 0.87368(19) 0.09056(17) 0.79971(18) 0.0305(7) Uani 1 1 d . . . O1 O 1.04068(18) 0.4477(2) 0.82860(19) 0.0455(7) Uani 1 1 d . . . Cl3 Cl 0.16245(8) 0.37885(7) 0.96371(6) 0.0549(3) Uani 1 1 d . . . O2 O 0.8721(2) 0.25262(18) 0.88999(19) 0.0512(8) Uani 1 1 d . . . Cl2 Cl 0.90046(7) 0.79944(6) 0.91918(7) 0.0432(3) Uani 1 1 d . . . Cl1 Cl 0.92331(7) 0.96467(6) 1.08427(8) 0.0545(3) Uani 1 1 d . . . Ni1 Ni 1.0000 0.87227(4) 1.0000 0.03003(17) Uani 1 2 d S . . H2A H 0.867(3) 0.291(3) 0.934(3) 0.056(14) Uiso 1 1 d . . . H1A H 1.063(3) 0.411(3) 0.868(3) 0.062(15) Uiso 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 C901 0.0269(18) 0.0165(16) 0.030(2) 0.0018(14) -0.0107(17) 0.0001(13) C902 0.031(2) 0.0219(17) 0.028(2) 0.0002(15) -0.0025(17) 0.0037(14) C013 0.031(2) 0.0333(19) 0.026(2) 0.0034(16) -0.0034(17) -0.0122(16) C014 0.032(2) 0.0222(18) 0.045(3) 0.0034(17) -0.0075(19) -0.0044(15) C015 0.0274(18) 0.0262(18) 0.033(2) -0.0002(16) -0.0003(17) 0.0023(15) C016 0.0248(19) 0.0270(18) 0.041(2) 0.0103(16) -0.0140(18) -0.0008(14) C017 0.043(2) 0.0261(18) 0.034(2) -0.0059(17) 0.0036(18) -0.0050(16) C900 0.033(2) 0.0255(18) 0.036(2) 0.0035(16) -0.0127(18) 0.0004(16) C019 0.054(3) 0.042(2) 0.035(2) -0.0019(18) 0.002(2) 0.0119(19) C1 0.0251(18) 0.0247(17) 0.0239(19) 0.0025(15) -0.0020(16) -0.0034(14) C021 0.0308(19) 0.0187(16) 0.034(2) -0.0002(15) -0.0133(17) 0.0008(15) C18 0.029(2) 0.0249(18) 0.034(2) 0.0037(15) -0.0017(18) 0.0032(15) C023 0.033(2) 0.049(2) 0.032(2) 0.0096(19) -0.0041(17) -0.0146(17) C024 0.036(2) 0.033(2) 0.058(3) 0.004(2) -0.009(2) -0.0104(17) C025 0.030(2) 0.041(2) 0.031(2) 0.0016(18) 0.0052(17) -0.0022(17) C026 0.033(2) 0.0266(18) 0.038(2) -0.0020(17) -0.0160(18) 0.0097(15) C027 0.041(2) 0.038(2) 0.039(2) -0.0087(19) 0.009(2) -0.0026(18) C028 0.073(3) 0.059(3) 0.033(2) -0.008(2) 0.004(3) 0.000(2) C029 0.040(2) 0.0247(18) 0.040(2) 0.0017(17) -0.0181(18) 0.0076(16) C030 0.052(3) 0.031(2) 0.050(3) -0.0164(19) -0.026(2) 0.0182(19) C031 0.043(2) 0.0254(18) 0.042(2) 0.0067(18) -0.0057(18) -0.0015(17) C032 0.048(2) 0.0186(17) 0.038(2) 0.0019(16) -0.013(2) -0.0008(16) C033 0.041(2) 0.030(2) 0.074(4) -0.012(2) -0.032(2) -0.0015(18) C034 0.066(3) 0.050(3) 0.054(3) -0.007(2) 0.021(3) 0.014(2) C035 0.032(2) 0.0242(18) 0.034(2) -0.0073(16) -0.0068(18) 0.0040(15) C036 0.039(2) 0.051(2) 0.037(2) 0.0099(19) -0.0032(19) -0.010(2) C037 0.048(3) 0.036(2) 0.052(3) 0.008(2) -0.024(2) -0.0114(19) C038 0.089(4) 0.100(4) 0.044(3) 0.014(3) 0.006(3) 0.023(3) C039 0.032(2) 0.036(2) 0.064(3) 0.009(2) -0.018(2) -0.0041(18) C040 0.063(3) 0.099(4) 0.061(4) 0.046(3) -0.011(3) -0.015(3) C041 0.062(3) 0.042(2) 0.036(2) 0.0006(19) 0.004(2) 0.000(2) C042 0.045(3) 0.067(3) 0.071(3) 0.007(3) 0.003(3) 0.012(2) C043 0.071(3) 0.080(3) 0.042(3) -0.001(2) 0.007(3) 0.011(3) C044 0.043(3) 0.102(4) 0.055(3) 0.005(3) 0.014(2) 0.020(3) N1 0.0247(15) 0.0226(14) 0.0239(17) 0.0019(12) -0.0081(13) 0.0013(12) N2 0.0282(15) 0.0264(15) 0.0198(16) -0.0003(12) -0.0048(13) -0.0042(12) N4 0.0275(16) 0.0215(14) 0.0259(17) 0.0002(12) -0.0032(13) -0.0022(11) N3 0.0273(16) 0.0286(15) 0.0357(19) 0.0011(13) -0.0066(14) -0.0024(13) O1 0.0426(16) 0.0552(18) 0.0385(18) -0.0050(15) -0.0032(14) 0.0058(14) Cl3 0.0839(8) 0.0429(6) 0.0379(6) -0.0048(5) -0.0062(6) 0.0251(6) O2 0.074(2) 0.0358(16) 0.044(2) -0.0013(14) -0.0163(16) 0.0078(15) Cl2 0.0442(6) 0.0367(5) 0.0488(7) -0.0014(5) -0.0091(5) -0.0054(4) Cl1 0.0573(7) 0.0349(5) 0.0714(8) -0.0061(5) 0.0306(6) 0.0028(5) Ni1 0.0310(3) 0.0284(3) 0.0307(4) 0.000 0.0023(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C901 C015 1.385(5) . ? C901 C902 1.391(5) . ? C901 N4 1.455(4) . ? C902 C035 1.400(5) . ? C902 C017 1.516(5) . ? C013 N2 1.472(4) . ? C013 C023 1.505(5) . ? C013 H01A 0.9700 . ? C013 H01B 0.9700 . ? C014 C035 1.373(5) . ? C014 C025 1.388(5) . ? C014 H014 0.9300 . ? C015 C025 1.400(5) . ? C015 C027 1.514(5) . ? C016 C039 1.389(5) . ? C016 C021 1.392(5) . ? C016 C036 1.510(5) . ? C017 C041 1.518(5) . ? C017 C044 1.521(6) . ? C017 H017 0.9800 . ? C900 C031 1.342(5) . ? C900 N4 1.372(4) . ? C900 H018 0.9300 . ? C019 C026 1.521(5) . ? C019 C042 1.527(6) . ? C019 C038 1.537(6) . ? C019 H019 0.9800 . ? C1 N1 1.328(4) . ? C1 N2 1.331(4) . ? C1 H1 0.9300 . ? C021 C026 1.405(5) . ? C021 N1 1.449(4) . ? C18 N3 1.324(4) . ? C18 N4 1.338(4) . ? C18 H18 0.9300 . ? C023 O1 1.406(5) . ? C023 H02A 0.9700 . ? C023 H02B 0.9700 . ? C024 N3 1.484(4) . ? C024 C037 1.490(6) . ? C024 H02C 0.9700 . ? C024 H02D 0.9700 . ? C025 H025 0.9300 . ? C026 C030 1.397(5) . ? C027 C028 1.520(5) . ? C027 C034 1.536(6) . ? C027 H027 0.9800 . ? C028 H02E 0.9600 . ? C028 H02F 0.9600 . ? C028 H02G 0.9600 . ? C029 C032 1.339(5) . ? C029 N1 1.381(4) . ? C029 H029 0.9300 . ? C030 C033 1.367(6) . ? C030 H030 0.9300 . ? C031 N3 1.361(4) . ? C031 H031 0.9300 . ? C032 N2 1.374(4) . ? C032 H032 0.9300 . ? C033 C039 1.370(6) . ? C033 H033 0.9300 . ? C034 H03A 0.9600 . ? C034 H03B 0.9600 . ? C034 H03C 0.9600 . ? C035 H035 0.9300 . ? C036 C040 1.528(5) . ? C036 C043 1.537(6) . ? C036 H036 0.9800 . ? C037 O2 1.430(5) . ? C037 H03D 0.9700 . ? C037 H03E 0.9700 . ? C038 H03F 0.9600 . ? C038 H03G 0.9600 . ? C038 H03H 0.9600 . ? C039 H039 0.9300 . ? C040 H04A 0.9600 . ? C040 H04B 0.9600 . ? C040 H04C 0.9600 . ? C041 H04D 0.9600 . ? C041 H04E 0.9600 . ? C041 H04F 0.9600 . ? C042 H04G 0.9600 . ? C042 H04H 0.9600 . ? C042 H04I 0.9600 . ? C043 H04J 0.9600 . ? C043 H04K 0.9600 . ? C043 H04L 0.9600 . ? C044 H04M 0.9600 . ? C044 H04N 0.9600 . ? C044 H04O 0.9600 . ? O1 H1A 0.91(5) . ? O2 H2A 0.92(4) . ? Cl2 Ni1 2.2659(10) . ? Cl1 Ni1 2.2622(11) . ? Ni1 Cl1 2.2622(11) 4_757 ? Ni1 Cl2 2.2659(10) 4_757 ? 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 C015 C901 C902 124.5(3) . . ? C015 C901 N4 118.0(3) . . ? C902 C901 N4 117.4(3) . . ? C901 C902 C035 116.7(3) . . ? C901 C902 C017 123.5(3) . . ? C035 C902 C017 119.7(3) . . ? N2 C013 C023 110.2(3) . . ? N2 C013 H01A 109.6 . . ? C023 C013 H01A 109.6 . . ? N2 C013 H01B 109.6 . . ? C023 C013 H01B 109.6 . . ? H01A C013 H01B 108.1 . . ? C035 C014 C025 120.8(3) . . ? C035 C014 H014 119.6 . . ? C025 C014 H014 119.6 . . ? C901 C015 C025 116.5(3) . . ? C901 C015 C027 122.4(3) . . ? C025 C015 C027 121.1(3) . . ? C039 C016 C021 116.2(4) . . ? C039 C016 C036 120.5(4) . . ? C021 C016 C036 123.2(3) . . ? C902 C017 C041 112.7(3) . . ? C902 C017 C044 109.7(3) . . ? C041 C017 C044 111.2(3) . . ? C902 C017 H017 107.7 . . ? C041 C017 H017 107.7 . . ? C044 C017 H017 107.7 . . ? C031 C900 N4 107.0(3) . . ? C031 C900 H018 126.5 . . ? N4 C900 H018 126.5 . . ? C026 C019 C042 110.1(3) . . ? C026 C019 C038 113.1(4) . . ? C042 C019 C038 110.2(4) . . ? C026 C019 H019 107.7 . . ? C042 C019 H019 107.7 . . ? C038 C019 H019 107.7 . . ? N1 C1 N2 108.1(3) . . ? N1 C1 H1 125.9 . . ? N2 C1 H1 125.9 . . ? C016 C021 C026 124.0(3) . . ? C016 C021 N1 118.1(3) . . ? C026 C021 N1 117.9(3) . . ? N3 C18 N4 108.2(3) . . ? N3 C18 H18 125.9 . . ? N4 C18 H18 125.9 . . ? O1 C023 C013 112.7(3) . . ? O1 C023 H02A 109.1 . . ? C013 C023 H02A 109.1 . . ? O1 C023 H02B 109.1 . . ? C013 C023 H02B 109.1 . . ? H02A C023 H02B 107.8 . . ? N3 C024 C037 111.5(3) . . ? N3 C024 H02C 109.3 . . ? C037 C024 H02C 109.3 . . ? N3 C024 H02D 109.3 . . ? C037 C024 H02D 109.3 . . ? H02C C024 H02D 108.0 . . ? C014 C025 C015 120.7(3) . . ? C014 C025 H025 119.6 . . ? C015 C025 H025 119.6 . . ? C030 C026 C021 115.9(4) . . ? C030 C026 C019 121.6(4) . . ? C021 C026 C019 122.4(3) . . ? C015 C027 C028 113.1(3) . . ? C015 C027 C034 109.0(3) . . ? C028 C027 C034 111.7(3) . . ? C015 C027 H027 107.6 . . ? C028 C027 H027 107.6 . . ? C034 C027 H027 107.6 . . ? C027 C028 H02E 109.5 . . ? C027 C028 H02F 109.5 . . ? H02E C028 H02F 109.5 . . ? C027 C028 H02G 109.5 . . ? H02E C028 H02G 109.5 . . ? H02F C028 H02G 109.5 . . ? C032 C029 N1 106.5(3) . . ? C032 C029 H029 126.7 . . ? N1 C029 H029 126.7 . . ? C033 C030 C026 121.5(4) . . ? C033 C030 H030 119.3 . . ? C026 C030 H030 119.3 . . ? C900 C031 N3 107.7(3) . . ? C900 C031 H031 126.2 . . ? N3 C031 H031 126.2 . . ? C029 C032 N2 107.9(3) . . ? C029 C032 H032 126.1 . . ? N2 C032 H032 126.1 . . ? C030 C033 C039 120.5(4) . . ? C030 C033 H033 119.8 . . ? C039 C033 H033 119.8 . . ? C027 C034 H03A 109.5 . . ? C027 C034 H03B 109.5 . . ? H03A C034 H03B 109.5 . . ? C027 C034 H03C 109.5 . . ? H03A C034 H03C 109.5 . . ? H03B C034 H03C 109.5 . . ? C014 C035 C902 120.7(3) . . ? C014 C035 H035 119.7 . . ? C902 C035 H035 119.7 . . ? C016 C036 C040 112.3(4) . . ? C016 C036 C043 111.0(3) . . ? C040 C036 C043 110.0(4) . . ? C016 C036 H036 107.8 . . ? C040 C036 H036 107.8 . . ? C043 C036 H036 107.8 . . ? O2 C037 C024 108.5(3) . . ? O2 C037 H03D 110.0 . . ? C024 C037 H03D 110.0 . . ? O2 C037 H03E 110.0 . . ? C024 C037 H03E 110.0 . . ? H03D C037 H03E 108.4 . . ? C019 C038 H03F 109.5 . . ? C019 C038 H03G 109.5 . . ? H03F C038 H03G 109.5 . . ? C019 C038 H03H 109.5 . . ? H03F C038 H03H 109.5 . . ? H03G C038 H03H 109.5 . . ? C033 C039 C016 121.8(4) . . ? C033 C039 H039 119.1 . . ? C016 C039 H039 119.1 . . ? C036 C040 H04A 109.5 . . ? C036 C040 H04B 109.5 . . ? H04A C040 H04B 109.5 . . ? C036 C040 H04C 109.5 . . ? H04A C040 H04C 109.5 . . ? H04B C040 H04C 109.5 . . ? C017 C041 H04D 109.5 . . ? C017 C041 H04E 109.5 . . ? H04D C041 H04E 109.5 . . ? C017 C041 H04F 109.5 . . ? H04D C041 H04F 109.5 . . ? H04E C041 H04F 109.5 . . ? C019 C042 H04G 109.5 . . ? C019 C042 H04H 109.5 . . ? H04G C042 H04H 109.5 . . ? C019 C042 H04I 109.5 . . ? H04G C042 H04I 109.5 . . ? H04H C042 H04I 109.5 . . ? C036 C043 H04J 109.5 . . ? C036 C043 H04K 109.5 . . ? H04J C043 H04K 109.5 . . ? C036 C043 H04L 109.5 . . ? H04J C043 H04L 109.5 . . ? H04K C043 H04L 109.5 . . ? C017 C044 H04M 109.5 . . ? C017 C044 H04N 109.5 . . ? H04M C044 H04N 109.5 . . ? C017 C044 H04O 109.5 . . ? H04M C044 H04O 109.5 . . ? H04N C044 H04O 109.5 . . ? C1 N1 C029 109.0(3) . . ? C1 N1 C021 124.5(3) . . ? C029 N1 C021 126.3(3) . . ? C1 N2 C032 108.5(3) . . ? C1 N2 C013 123.5(3) . . ? C032 N2 C013 127.9(3) . . ? C18 N4 C900 108.3(3) . . ? C18 N4 C901 127.1(3) . . ? C900 N4 C901 124.6(3) . . ? C18 N3 C031 108.9(3) . . ? C18 N3 C024 126.5(3) . . ? C031 N3 C024 124.6(3) . . ? C023 O1 H1A 110(3) . . ? C037 O2 H2A 112(3) . . ? Cl1 Ni1 Cl1 103.94(6) . 4_757 ? Cl1 Ni1 Cl2 108.24(4) . . ? Cl1 Ni1 Cl2 106.51(4) 4_757 . ? Cl1 Ni1 Cl2 106.51(4) . 4_757 ? Cl1 Ni1 Cl2 108.24(4) 4_757 4_757 ? Cl2 Ni1 Cl2 122.01(6) . 4_757 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.608 _refine_diff_density_min -0.309 _refine_diff_density_rms 0.055 _database_code_depnum_ccdc_archive 'CCDC 963277' ####################################################################### # # 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_compound_9 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common '[(EtOH)DiPPIm]2AgBF4' _chemical_formula_moiety 'C34 H48 Ag N4 O2, B F4, C4 H10 O ' _chemical_formula_sum 'C38 H58 Ag B F4 N4 O3' _exptl_crystal_recrystallization_method 'DCM / Pentane' _chemical_melting_point ? _exptl_crystal_description Prism _exptl_crystal_colour Colorless _diffrn_ambient_temperature 173(2) _chemical_formula_weight 813.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.1561(5) _cell_length_b 13.6336(6) _cell_length_c 14.9663(6) _cell_angle_alpha 84.3002(19) _cell_angle_beta 66.395(2) _cell_angle_gamma 66.881(2) _cell_volume 2085.38(15) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 11580 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 852 _exptl_absorpt_coefficient_mu 0.539 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8650 _exptl_absorpt_correction_T_max 0.9471 _exptl_absorpt_process_details 'R.H. Blessing, Acta Crystallogr., Sect A 1995, 51, 33-38.' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18803 _diffrn_reflns_av_R_equivalents 0.0640 _diffrn_reflns_av_unetI/netI 0.0802 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8182 _reflns_number_gt 5704 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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. The modele exhibits differents disordered sites. A first one comprised of an isopropyl group which could be split in two positions with a ratio 56-44% of occupancy. There is also a molecule of diethylether disordered which could be refined over two positions with occupancies equal to 61-39%. Finally the BF4 anion appears slighlty disordered and is responsible for the four most important residuals remaining (1.28, 1.27, 0.93, 0.93 e). Restrains and/or constrains were used to ensure the geometry and reasonnable thermal parameters for the different disordered sites. Reasonnable positions and densities for Hydrogen atoms were found on the difference electron map, but the H1A distance was restrained. ; _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^)+(0.0742P)^2^+4.9060P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8182 _refine_ls_number_parameters 480 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.1064 _refine_ls_R_factor_gt 0.0678 _refine_ls_wR_factor_ref 0.1706 _refine_ls_wR_factor_gt 0.1553 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group H1A H 1.155(6) -0.152(4) 0.735(5) 0.06(2) Uiso 1 1 d D . . H2B H 0.738(14) 0.057(11) 0.435(10) 0.20(6) Uiso 1 1 d . . . Ag1 Ag 1.0000 0.0000 1.0000 0.03242(17) Uani 1 2 d S . . Ag2 Ag 0.5000 0.5000 0.5000 0.03028(17) Uani 1 2 d S . . F1 F 0.1878(5) 0.1668(4) 0.3726(4) 0.0934(8) Uani 1 1 d . . . N2 N 0.9976(4) 0.1462(3) 0.8309(3) 0.0283(9) Uani 1 1 d . . . N4 N 0.7740(4) 0.3867(3) 0.4893(3) 0.0278(9) Uani 1 1 d . . . F3 F 0.2908(5) 0.0495(4) 0.4613(4) 0.0934(8) Uani 1 1 d . . . O2 O 0.7321(5) 0.0981(4) 0.3897(3) 0.0539(11) Uani 1 1 d . . . N3 N 0.6891(4) 0.2700(3) 0.5193(3) 0.0318(10) Uani 1 1 d . . . O1 O 1.1144(5) -0.1935(4) 0.7558(4) 0.0624(13) Uani 1 1 d D . . C13 C 0.7405(7) 0.4579(5) 0.9721(5) 0.0570(17) Uani 1 1 d . . . H13A H 0.6519 0.4771 0.9806 0.086 Uiso 1 1 calc R . . H13B H 0.7832 0.4894 0.9155 0.086 Uiso 1 1 calc R . . H13C H 0.7422 0.4835 1.0288 0.086 Uiso 1 1 calc R . . C6 C 1.0461(5) 0.2055(4) 0.8698(4) 0.0319(12) Uani 1 1 d . . . C23 C 0.7835(5) 0.4902(4) 0.4732(4) 0.0289(11) Uani 1 1 d . . . N1 N 0.9300(4) 0.0290(3) 0.8150(3) 0.0337(10) Uani 1 1 d . . . C21 C 0.5971(6) 0.2199(4) 0.5372(4) 0.0407(13) Uani 1 1 d . . . H21A H 0.5094 0.2719 0.5710 0.049 Uiso 1 1 calc R . . H21B H 0.6130 0.1620 0.5796 0.049 Uiso 1 1 calc R . . F4 F 0.2706(5) -0.0111(4) 0.3392(4) 0.0934(8) Uani 1 1 d . . . C28 C 0.8146(5) 0.5242(4) 0.3789(4) 0.0347(12) Uani 1 1 d . . . C11 C 1.1801(5) 0.1660(4) 0.8470(4) 0.0366(12) Uani 1 1 d . . . C7 C 0.9573(6) 0.2979(4) 0.9307(4) 0.0348(12) Uani 1 1 d . . . C4 C 0.8940(6) -0.0637(5) 0.8293(4) 0.0423(14) Uani 1 1 d . . . H4A H 0.8086 -0.0423 0.8280 0.051 Uiso 1 1 calc R . . H4B H 0.8893 -0.0898 0.8929 0.051 Uiso 1 1 calc R . . C20 C 0.8701(5) 0.2904(4) 0.4929(4) 0.0328(12) Uani 1 1 d . . . H20 H 0.9543 0.2789 0.4847 0.039 Uiso 1 1 calc R . . F2 F 0.0995(5) 0.0598(4) 0.4708(4) 0.0934(8) Uani 1 1 d . . . C10 C 1.2238(6) 0.2229(5) 0.8880(4) 0.0452(15) Uani 1 1 d . . . H10 H 1.3122 0.1990 0.8743 0.054 Uiso 1 1 calc R . . C2 C 0.9339(5) 0.0906(5) 0.7354(4) 0.0383(13) Uani 1 1 d . . . H2A H 0.9114 0.0823 0.6849 0.046 Uiso 1 1 calc R . . C3 C 0.9768(5) 0.1651(5) 0.7450(4) 0.0355(12) Uani 1 1 d . . . H3 H 0.9896 0.2181 0.7028 0.043 Uiso 1 1 calc R . . C15 C 1.2763(5) 0.0655(5) 0.7806(4) 0.0444(14) Uani 1 1 d . . . H15 H 1.2278 0.0395 0.7567 0.053 Uiso 1 1 calc R . . C1 C 0.9712(5) 0.0615(4) 0.8740(3) 0.0292(11) Uani 1 1 d . . . C27 C 0.8191(6) 0.6249(5) 0.3663(5) 0.0472(15) Uani 1 1 d . . . H27 H 0.8405 0.6501 0.3041 0.057 Uiso 1 1 calc R . . C19 C 0.8162(5) 0.2162(4) 0.5109(4) 0.0361(12) Uani 1 1 d . . . H19 H 0.8568 0.1436 0.5165 0.043 Uiso 1 1 calc R . . C12 C 0.8109(6) 0.3367(5) 0.9584(4) 0.0454(14) Uani 1 1 d . . . H12 H 0.7986 0.3122 0.9050 0.054 Uiso 1 1 calc R . . C22 C 0.6072(6) 0.1761(5) 0.4435(5) 0.0512(16) Uani 1 1 d . . . H22A H 0.5430 0.1447 0.4596 0.061 Uiso 1 1 calc R . . H22B H 0.5867 0.2347 0.4028 0.061 Uiso 1 1 calc R . . C24 C 0.7550(5) 0.5520(5) 0.5543(4) 0.0414(14) Uani 1 1 d . B . C29 C 0.8407(6) 0.4565(5) 0.2928(4) 0.0402(13) Uani 1 1 d . . . H29 H 0.8359 0.3881 0.3165 0.048 Uiso 1 1 calc R . . C8 C 1.0074(7) 0.3508(5) 0.9691(4) 0.0470(15) Uani 1 1 d . . . H8 H 0.9511 0.4127 1.0098 0.056 Uiso 1 1 calc R . . C5 C 0.9911(6) -0.1519(5) 0.7513(5) 0.0549(17) Uani 1 1 d . . . H5A H 0.9598 -0.2089 0.7589 0.066 Uiso 1 1 calc R . . H5B H 0.9989 -0.1247 0.6876 0.066 Uiso 1 1 calc R . . C30 C 0.7369(6) 0.5093(6) 0.2507(4) 0.0564(17) Uani 1 1 d . . . H30A H 0.6522 0.5238 0.3015 0.085 Uiso 1 1 calc R . . H30B H 0.7512 0.4622 0.2000 0.085 Uiso 1 1 calc R . . H30C H 0.7423 0.5751 0.2240 0.085 Uiso 1 1 calc R . . C18 C 0.6620(5) 0.3748(4) 0.5057(3) 0.0268(10) Uani 1 1 d . . . C9 C 1.1386(7) 0.3137(5) 0.9482(5) 0.0510(16) Uani 1 1 d . . . H9 H 1.1697 0.3504 0.9751 0.061 Uiso 1 1 calc R . . C25 C 0.7619(6) 0.6524(5) 0.5374(5) 0.0517(16) Uani 1 1 d . . . H25 H 0.7458 0.6956 0.5892 0.062 Uiso 1 1 calc R . . C32 C 0.7193(6) 0.5130(6) 0.6561(4) 0.0546(17) Uani 1 1 d . . . H32 H 0.6966 0.4521 0.6537 0.065 Uiso 1 1 calc R A 3 C26 C 0.7925(6) 0.6880(5) 0.4443(6) 0.0595(18) Uani 1 1 d . . . H26 H 0.7952 0.7556 0.4343 0.071 Uiso 1 1 calc R . . C17 C 1.3808(7) 0.0868(6) 0.6922(5) 0.075(2) Uani 1 1 d . . . H17A H 1.3404 0.1415 0.6568 0.113 Uiso 1 1 calc R . . H17B H 1.4360 0.0224 0.6505 0.113 Uiso 1 1 calc R . . H17C H 1.4320 0.1098 0.7137 0.113 Uiso 1 1 calc R . . C14 C 0.7489(7) 0.2860(6) 1.0503(5) 0.067(2) Uani 1 1 d . . . H14A H 0.7883 0.2096 1.0389 0.101 Uiso 1 1 calc R . . H14B H 0.6572 0.3101 1.0661 0.101 Uiso 1 1 calc R . . H14C H 0.7621 0.3065 1.1036 0.101 Uiso 1 1 calc R . . C31 C 0.9766(6) 0.4331(5) 0.2140(4) 0.0550(17) Uani 1 1 d . . . H31A H 0.9831 0.4988 0.1880 0.082 Uiso 1 1 calc R . . H31B H 0.9921 0.3865 0.1624 0.082 Uiso 1 1 calc R . . H31C H 1.0401 0.3993 0.2417 0.082 Uiso 1 1 calc R . . C16 C 1.3403(8) -0.0225(6) 0.8364(6) 0.079(2) Uani 1 1 d . . . H16A H 1.4015 -0.0049 0.8498 0.119 Uiso 1 1 calc R . . H16B H 1.3848 -0.0891 0.7977 0.119 Uiso 1 1 calc R . . H16C H 1.2747 -0.0288 0.8969 0.119 Uiso 1 1 calc R . . B1 B 0.2150(6) 0.0707(5) 0.4081(6) 0.0449(17) Uani 1 1 d . . . C33A C 0.605(3) 0.591(3) 0.7369(19) 0.089(3) Uani 0.45 1 d P B 3 H33A H 0.5921 0.5571 0.7978 0.133 Uiso 0.45 1 calc PR B 3 H33B H 0.5284 0.6111 0.7235 0.133 Uiso 0.45 1 calc PR B 3 H33C H 0.6220 0.6527 0.7410 0.133 Uiso 0.45 1 calc PR B 3 C34B C 0.809(2) 0.5119(16) 0.7032(14) 0.089(3) Uani 0.55 1 d P B 4 H34A H 0.7813 0.4870 0.7676 0.133 Uiso 0.55 1 calc PR B 4 H34B H 0.8051 0.5829 0.7075 0.133 Uiso 0.55 1 calc PR B 4 H34C H 0.8961 0.4651 0.6645 0.133 Uiso 0.55 1 calc PR B 4 C34A C 0.844(3) 0.468(2) 0.6797(18) 0.089(3) Uani 0.45 1 d P B 3 H34D H 0.9157 0.4194 0.6266 0.133 Uiso 0.45 1 calc PR B 3 H34E H 0.8282 0.4305 0.7385 0.133 Uiso 0.45 1 calc PR B 3 H34F H 0.8660 0.5258 0.6886 0.133 Uiso 0.45 1 calc PR B 3 C33B C 0.576(2) 0.588(3) 0.7187(16) 0.089(3) Uani 0.55 1 d P B 4 H33D H 0.5202 0.5898 0.6873 0.133 Uiso 0.55 1 calc PR B 4 H33E H 0.5718 0.6592 0.7249 0.133 Uiso 0.55 1 calc PR B 4 H33F H 0.5477 0.5621 0.7825 0.133 Uiso 0.55 1 calc PR B 4 O3B O 0.538(3) 0.761(8) 0.054(4) 0.060(10) Uani 0.61 1 d PD C 2 C35A C 0.434(7) 0.696(2) 0.204(2) 0.087(9) Uani 0.61 1 d PD D 1 H35A H 0.4279 0.6357 0.1814 0.131 Uiso 0.61 1 calc PR D 1 H35B H 0.3675 0.7208 0.2687 0.131 Uiso 0.61 1 calc PR D 1 H35C H 0.5180 0.6752 0.2063 0.131 Uiso 0.61 1 calc PR D 1 C37A C 0.529(2) 0.8284(14) -0.0212(17) 0.088(7) Uani 0.61 1 d PD D 1 H37A H 0.5212 0.8946 0.0045 0.106 Uiso 0.61 1 calc P E 1 H37B H 0.4552 0.8436 -0.0380 0.106 Uiso 0.61 1 calc P F 1 C36A C 0.4153(16) 0.7845(11) 0.1361(12) 0.063(4) Uani 0.61 1 d PD D 1 H36A H 0.3406 0.7951 0.1216 0.075 Uiso 0.61 1 calc P G 1 H36B H 0.4009 0.8509 0.1658 0.075 Uiso 0.61 1 calc P H 1 C38A C 0.654(2) 0.7857(18) -0.1119(12) 0.074(5) Uani 0.61 1 d PD D 1 H38A H 0.7274 0.7628 -0.0939 0.111 Uiso 0.61 1 calc PR D 1 H38B H 0.6580 0.8410 -0.1567 0.111 Uiso 0.61 1 calc PR D 1 H38C H 0.6559 0.7262 -0.1426 0.111 Uiso 0.61 1 calc PR D 1 C38B C 0.647(4) 0.825(3) -0.090(2) 0.074(5) Uani 0.39 1 d PD C 2 H38D H 0.6184 0.8938 -0.0585 0.111 Uiso 0.39 1 calc PR C 2 H38E H 0.6624 0.8320 -0.1577 0.111 Uiso 0.39 1 calc PR C 2 H38F H 0.7269 0.7780 -0.0838 0.111 Uiso 0.39 1 calc PR C 2 C35B C 0.419(11) 0.731(5) 0.219(3) 0.087(9) Uani 0.39 1 d PD C 2 H35D H 0.5034 0.6929 0.2209 0.131 Uiso 0.39 1 calc PR C 2 H35E H 0.3623 0.6956 0.2554 0.131 Uiso 0.39 1 calc PR C 2 H35F H 0.3839 0.8027 0.2478 0.131 Uiso 0.39 1 calc PR C 2 C36B C 0.432(3) 0.7358(19) 0.115(2) 0.063(4) Uani 0.39 1 d PD C 2 H36C H 0.4426 0.6672 0.0916 0.075 Uiso 0.39 1 calc P I 2 H36D H 0.3527 0.7893 0.1110 0.075 Uiso 0.39 1 calc P J 2 O3A O 0.529(5) 0.754(13) 0.050(6) 0.060(10) Uani 0.39 1 d PD D 1 C37B C 0.544(4) 0.779(3) -0.041(3) 0.088(7) Uani 0.39 1 d PD C 2 H37C H 0.4610 0.8283 -0.0406 0.106 Uiso 0.39 1 calc P K 2 H37D H 0.5685 0.7120 -0.0760 0.106 Uiso 0.39 1 calc P L 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0431(3) 0.0314(3) 0.0267(3) 0.0094(2) -0.0137(3) -0.0200(3) Ag2 0.0250(3) 0.0265(3) 0.0382(3) 0.0048(2) -0.0136(3) -0.0083(2) F1 0.1025(18) 0.0632(15) 0.126(2) 0.0235(14) -0.0632(17) -0.0287(13) N2 0.035(2) 0.029(2) 0.025(2) 0.0082(17) -0.0116(19) -0.0174(19) N4 0.029(2) 0.026(2) 0.029(2) 0.0041(17) -0.0126(19) -0.0098(18) F3 0.1025(18) 0.0632(15) 0.126(2) 0.0235(14) -0.0632(17) -0.0287(13) O2 0.059(3) 0.053(3) 0.051(3) -0.001(2) -0.016(2) -0.028(2) N3 0.031(2) 0.030(2) 0.031(2) 0.0056(19) -0.010(2) -0.0114(19) O1 0.052(3) 0.042(3) 0.085(4) 0.008(2) -0.022(3) -0.018(2) C13 0.063(4) 0.044(4) 0.054(4) 0.007(3) -0.026(4) -0.010(3) C6 0.047(3) 0.034(3) 0.029(3) 0.015(2) -0.022(2) -0.025(3) C23 0.023(2) 0.026(3) 0.035(3) 0.001(2) -0.013(2) -0.006(2) N1 0.040(2) 0.035(3) 0.031(2) 0.0027(19) -0.013(2) -0.020(2) C21 0.038(3) 0.032(3) 0.047(3) 0.006(3) -0.011(3) -0.016(3) F4 0.1025(18) 0.0632(15) 0.126(2) 0.0235(14) -0.0632(17) -0.0287(13) C28 0.036(3) 0.028(3) 0.041(3) 0.003(2) -0.014(3) -0.014(2) C11 0.043(3) 0.039(3) 0.036(3) 0.013(2) -0.018(3) -0.023(3) C7 0.050(3) 0.031(3) 0.030(3) 0.009(2) -0.018(3) -0.022(3) C4 0.051(4) 0.039(3) 0.047(3) -0.001(3) -0.017(3) -0.028(3) C20 0.026(3) 0.036(3) 0.034(3) 0.002(2) -0.017(2) -0.004(2) F2 0.1025(18) 0.0632(15) 0.126(2) 0.0235(14) -0.0632(17) -0.0287(13) C10 0.050(4) 0.055(4) 0.046(3) 0.017(3) -0.026(3) -0.032(3) C2 0.045(3) 0.048(3) 0.031(3) 0.005(2) -0.022(3) -0.020(3) C3 0.045(3) 0.044(3) 0.024(3) 0.010(2) -0.018(2) -0.022(3) C15 0.034(3) 0.044(4) 0.054(4) 0.006(3) -0.015(3) -0.016(3) C1 0.029(3) 0.029(3) 0.027(3) 0.000(2) -0.008(2) -0.012(2) C27 0.054(4) 0.034(3) 0.050(4) 0.007(3) -0.014(3) -0.020(3) C19 0.035(3) 0.027(3) 0.041(3) 0.008(2) -0.016(3) -0.006(2) C12 0.050(4) 0.042(3) 0.042(3) 0.000(3) -0.021(3) -0.012(3) C22 0.052(4) 0.046(4) 0.067(4) 0.008(3) -0.027(3) -0.027(3) C24 0.037(3) 0.045(3) 0.043(3) -0.003(3) -0.021(3) -0.011(3) C29 0.052(3) 0.044(3) 0.027(3) 0.003(2) -0.014(3) -0.023(3) C8 0.069(4) 0.041(3) 0.036(3) 0.004(3) -0.022(3) -0.026(3) C5 0.060(4) 0.048(4) 0.060(4) -0.006(3) -0.022(4) -0.024(3) C30 0.059(4) 0.076(5) 0.040(3) 0.012(3) -0.021(3) -0.032(4) C18 0.028(3) 0.025(3) 0.028(2) 0.004(2) -0.011(2) -0.010(2) C9 0.071(4) 0.054(4) 0.051(4) 0.011(3) -0.034(4) -0.039(4) C25 0.051(4) 0.044(4) 0.062(4) -0.020(3) -0.020(3) -0.018(3) C32 0.059(4) 0.065(4) 0.037(3) -0.003(3) -0.025(3) -0.014(3) C26 0.050(4) 0.037(4) 0.091(6) 0.001(4) -0.021(4) -0.022(3) C17 0.058(4) 0.072(5) 0.056(4) 0.014(4) 0.006(4) -0.018(4) C14 0.056(4) 0.050(4) 0.067(5) 0.007(4) 0.001(4) -0.019(3) C31 0.060(4) 0.056(4) 0.037(3) -0.002(3) -0.009(3) -0.021(3) C16 0.067(5) 0.055(5) 0.081(6) 0.020(4) -0.013(4) -0.009(4) B1 0.033(3) 0.028(3) 0.065(5) 0.003(3) -0.017(3) -0.005(3) C33A 0.076(10) 0.119(8) 0.052(7) -0.012(7) -0.033(4) -0.006(7) C34B 0.076(10) 0.119(8) 0.052(7) -0.012(7) -0.033(4) -0.006(7) C34A 0.076(10) 0.119(8) 0.052(7) -0.012(7) -0.033(4) -0.006(7) C33B 0.076(10) 0.119(8) 0.052(7) -0.012(7) -0.033(4) -0.006(7) O3B 0.049(5) 0.082(13) 0.059(5) 0.016(7) -0.025(5) -0.032(7) C35A 0.080(16) 0.10(2) 0.053(11) 0.023(14) -0.007(14) -0.03(3) C37A 0.076(8) 0.093(18) 0.101(12) 0.053(13) -0.044(9) -0.040(14) C36A 0.045(6) 0.063(12) 0.055(9) -0.007(8) -0.004(6) -0.012(9) C38A 0.099(8) 0.110(19) 0.045(9) 0.009(9) -0.029(8) -0.072(12) C38B 0.099(8) 0.110(19) 0.045(9) 0.009(9) -0.029(8) -0.072(12) C35B 0.080(16) 0.10(2) 0.053(11) 0.023(14) -0.007(14) -0.03(3) C36B 0.045(6) 0.063(12) 0.055(9) -0.007(8) -0.004(6) -0.012(9) O3A 0.049(5) 0.082(13) 0.059(5) 0.016(7) -0.025(5) -0.032(7) C37B 0.076(8) 0.093(18) 0.101(12) 0.053(13) -0.044(9) -0.040(14) _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 Ag1 C1 2.090(5) . ? Ag1 C1 2.090(5) 2_757 ? Ag2 C18 2.065(5) 2_666 ? Ag2 C18 2.065(5) . ? F1 B1 1.331(8) . ? N2 C1 1.354(6) . ? N2 C3 1.387(6) . ? N2 C6 1.443(6) . ? N4 C18 1.355(6) . ? N4 C20 1.386(6) . ? N4 C23 1.450(6) . ? F3 B1 1.378(8) . ? O2 C22 1.417(8) . ? O2 H2B 0.85(14) . ? N3 C18 1.348(6) . ? N3 C19 1.383(6) . ? N3 C21 1.454(7) . ? O1 C5 1.406(8) . ? O1 H1A 0.85(3) . ? C13 C12 1.523(8) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C6 C7 1.399(7) . ? C6 C11 1.400(7) . ? C23 C28 1.390(7) . ? C23 C24 1.392(7) . ? N1 C1 1.353(6) . ? N1 C2 1.383(7) . ? N1 C4 1.462(7) . ? C21 C22 1.520(8) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? F4 B1 1.358(8) . ? C28 C27 1.386(8) . ? C28 C29 1.514(7) . ? C11 C10 1.393(8) . ? C11 C15 1.521(8) . ? C7 C8 1.388(8) . ? C7 C12 1.528(8) . ? C4 C5 1.504(8) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C20 C19 1.360(8) . ? C20 H20 0.9300 . ? F2 B1 1.398(9) . ? C10 C9 1.374(9) . ? C10 H10 0.9300 . ? C2 C3 1.353(8) . ? C2 H2A 0.9300 . ? C3 H3 0.9300 . ? C15 C17 1.521(9) . ? C15 C16 1.527(9) . ? C15 H15 0.9800 . ? C27 C26 1.373(9) . ? C27 H27 0.9300 . ? C19 H19 0.9300 . ? C12 C14 1.525(9) . ? C12 H12 0.9800 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C24 C25 1.396(9) . ? C24 C32 1.511(8) . ? C29 C31 1.524(8) . ? C29 C30 1.530(8) . ? C29 H29 0.9800 . ? C8 C9 1.377(9) . ? C8 H8 0.9300 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C9 H9 0.9300 . ? C25 C26 1.381(10) . ? C25 H25 0.9300 . ? C32 C33A 1.50(4) . ? C32 C34B 1.51(3) . ? C32 C33B 1.56(3) . ? C32 C34A 1.57(3) . ? C32 H32 0.9800 . ? C26 H26 0.9300 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C33A H33A 0.9600 . ? C33A H33B 0.9600 . ? C33A H33C 0.9600 . ? C34B H34A 0.9600 . ? C34B H34B 0.9600 . ? C34B H34C 0.9600 . ? C34A H34D 0.9600 . ? C34A H34E 0.9600 . ? C34A H34F 0.9600 . ? C33B H33D 0.9600 . ? C33B H33E 0.9600 . ? C33B H33F 0.9600 . ? O3B C36B 1.40(5) . ? O3B C37B 1.41(5) . ? C35A C36A 1.509(18) . ? C35A H35A 0.9600 . ? C35A H35B 0.9600 . ? C35A H35C 0.9600 . ? C37A O3A 1.40(5) . ? C37A C38A 1.517(16) . ? C37A H37A 0.9700 . ? C37A H37B 0.9700 . ? C36A O3A 1.40(5) . ? C36A H36A 0.9700 . ? C36A H36B 0.9700 . ? C38A H38A 0.9600 . ? C38A H38B 0.9600 . ? C38A H38C 0.9600 . ? C38B C37B 1.514(18) . ? C38B H38D 0.9600 . ? C38B H38E 0.9600 . ? C38B H38F 0.9600 . ? C35B C36B 1.508(19) . ? C35B H35D 0.9600 . ? C35B H35E 0.9600 . ? C35B H35F 0.9600 . ? C36B H36C 0.9700 . ? C36B H36D 0.9700 . ? C37B H37C 0.9700 . ? C37B H37D 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ag1 C1 180.000(1) . 2_757 ? C18 Ag2 C18 180.000(1) 2_666 . ? C1 N2 C3 111.8(4) . . ? C1 N2 C6 122.7(4) . . ? C3 N2 C6 125.4(4) . . ? C18 N4 C20 111.4(4) . . ? C18 N4 C23 121.5(4) . . ? C20 N4 C23 127.1(4) . . ? C22 O2 H2B 97(10) . . ? C18 N3 C19 111.4(4) . . ? C18 N3 C21 124.0(4) . . ? C19 N3 C21 124.6(4) . . ? C5 O1 H1A 113(4) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C7 C6 C11 122.9(5) . . ? C7 C6 N2 118.8(5) . . ? C11 C6 N2 118.3(5) . . ? C28 C23 C24 123.7(5) . . ? C28 C23 N4 118.4(4) . . ? C24 C23 N4 117.9(5) . . ? C1 N1 C2 111.4(4) . . ? C1 N1 C4 124.7(4) . . ? C2 N1 C4 123.8(4) . . ? N3 C21 C22 112.5(5) . . ? N3 C21 H21A 109.1 . . ? C22 C21 H21A 109.1 . . ? N3 C21 H21B 109.1 . . ? C22 C21 H21B 109.1 . . ? H21A C21 H21B 107.8 . . ? C27 C28 C23 117.0(5) . . ? C27 C28 C29 120.6(5) . . ? C23 C28 C29 122.4(5) . . ? C10 C11 C6 117.2(5) . . ? C10 C11 C15 120.2(5) . . ? C6 C11 C15 122.7(5) . . ? C8 C7 C6 117.0(5) . . ? C8 C7 C12 120.9(5) . . ? C6 C7 C12 122.0(5) . . ? N1 C4 C5 111.4(5) . . ? N1 C4 H4A 109.3 . . ? C5 C4 H4A 109.3 . . ? N1 C4 H4B 109.3 . . ? C5 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? C19 C20 N4 106.0(4) . . ? C19 C20 H20 127.0 . . ? N4 C20 H20 127.0 . . ? C9 C10 C11 121.1(6) . . ? C9 C10 H10 119.4 . . ? C11 C10 H10 119.4 . . ? C3 C2 N1 106.9(4) . . ? C3 C2 H2A 126.6 . . ? N1 C2 H2A 126.6 . . ? C2 C3 N2 105.9(5) . . ? C2 C3 H3 127.1 . . ? N2 C3 H3 127.1 . . ? C17 C15 C11 112.4(5) . . ? C17 C15 C16 109.6(5) . . ? C11 C15 C16 111.2(5) . . ? C17 C15 H15 107.8 . . ? C11 C15 H15 107.8 . . ? C16 C15 H15 107.8 . . ? N1 C1 N2 104.0(4) . . ? N1 C1 Ag1 131.6(4) . . ? N2 C1 Ag1 124.4(3) . . ? C26 C27 C28 121.0(6) . . ? C26 C27 H27 119.5 . . ? C28 C27 H27 119.5 . . ? C20 C19 N3 106.6(4) . . ? C20 C19 H19 126.7 . . ? N3 C19 H19 126.7 . . ? C13 C12 C14 110.0(5) . . ? C13 C12 C7 113.8(5) . . ? C14 C12 C7 110.4(5) . . ? C13 C12 H12 107.5 . . ? C14 C12 H12 107.5 . . ? C7 C12 H12 107.5 . . ? O2 C22 C21 113.1(5) . . ? O2 C22 H22A 109.0 . . ? C21 C22 H22A 109.0 . . ? O2 C22 H22B 109.0 . . ? C21 C22 H22B 109.0 . . ? H22A C22 H22B 107.8 . . ? C23 C24 C25 116.9(6) . . ? C23 C24 C32 122.2(6) . . ? C25 C24 C32 120.9(6) . . ? C28 C29 C31 111.5(5) . . ? C28 C29 C30 111.0(5) . . ? C31 C29 C30 110.8(5) . . ? C28 C29 H29 107.8 . . ? C31 C29 H29 107.8 . . ? C30 C29 H29 107.8 . . ? C9 C8 C7 121.4(6) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? O1 C5 C4 112.0(5) . . ? O1 C5 H5A 109.2 . . ? C4 C5 H5A 109.2 . . ? O1 C5 H5B 109.2 . . ? C4 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N3 C18 N4 104.5(4) . . ? N3 C18 Ag2 133.1(4) . . ? N4 C18 Ag2 122.3(3) . . ? C10 C9 C8 120.4(6) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C26 C25 C24 120.5(6) . . ? C26 C25 H25 119.8 . . ? C24 C25 H25 119.8 . . ? C33A C32 C34B 90.1(10) . . ? C33A C32 C24 117.0(12) . . ? C34B C32 C24 112.9(10) . . ? C33A C32 C33B 20.0(11) . . ? C34B C32 C33B 110.1(9) . . ? C24 C32 C33B 107.5(9) . . ? C33A C32 C34A 111.4(11) . . ? C34B C32 C34A 23.2(11) . . ? C24 C32 C34A 108.4(11) . . ? C33B C32 C34A 131.0(11) . . ? C33A C32 H32 106.5 . . ? C34B C32 H32 123.5 . . ? C24 C32 H32 106.5 . . ? C33B C32 H32 94.1 . . ? C34A C32 H32 106.5 . . ? C27 C26 C25 120.9(6) . . ? C27 C26 H26 119.6 . . ? C25 C26 H26 119.6 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? F1 B1 F4 113.7(6) . . ? F1 B1 F3 115.1(6) . . ? F4 B1 F3 108.1(5) . . ? F1 B1 F2 109.7(5) . . ? F4 B1 F2 103.1(6) . . ? F3 B1 F2 106.2(6) . . ? C32 C33A H33A 109.5 . . ? C32 C33A H33B 109.5 . . ? H33A C33A H33B 109.5 . . ? C32 C33A H33C 109.5 . . ? H33A C33A H33C 109.5 . . ? H33B C33A H33C 109.5 . . ? C32 C34B H34A 109.5 . . ? C32 C34B H34B 109.5 . . ? H34A C34B H34B 109.5 . . ? C32 C34B H34C 109.5 . . ? H34A C34B H34C 109.5 . . ? H34B C34B H34C 109.5 . . ? C32 C34A H34D 109.5 . . ? C32 C34A H34E 109.5 . . ? H34D C34A H34E 109.5 . . ? C32 C34A H34F 109.5 . . ? H34D C34A H34F 109.5 . . ? H34E C34A H34F 109.5 . . ? C32 C33B H33D 109.5 . . ? C32 C33B H33E 109.5 . . ? H33D C33B H33E 109.5 . . ? C32 C33B H33F 109.5 . . ? H33D C33B H33F 109.5 . . ? H33E C33B H33F 109.5 . . ? C36B O3B C37B 113(6) . . ? O3A C37A C38A 110(4) . . ? O3A C37A H37A 109.6 . . ? C38A C37A H37A 109.6 . . ? O3A C37A H37B 109.6 . . ? C38A C37A H37B 109.6 . . ? H37A C37A H37B 108.1 . . ? O3A C36A C35A 107(4) . . ? O3A C36A H36A 110.3 . . ? C35A C36A H36A 110.3 . . ? O3A C36A H36B 110.3 . . ? C35A C36A H36B 110.3 . . ? H36A C36A H36B 108.6 . . ? C37B C38B H38D 109.5 . . ? C37B C38B H38E 109.5 . . ? H38D C38B H38E 109.5 . . ? C37B C38B H38F 109.5 . . ? H38D C38B H38F 109.5 . . ? H38E C38B H38F 109.5 . . ? C36B C35B H35D 109.5 . . ? C36B C35B H35E 109.5 . . ? H35D C35B H35E 109.5 . . ? C36B C35B H35F 109.5 . . ? H35D C35B H35F 109.5 . . ? H35E C35B H35F 109.5 . . ? O3B C36B C35B 111(6) . . ? O3B C36B H36C 109.4 . . ? C35B C36B H36C 109.4 . . ? O3B C36B H36D 109.4 . . ? C35B C36B H36D 109.4 . . ? H36C C36B H36D 108.0 . . ? C36A O3A C37A 115(7) . . ? O3B C37B C38B 106(4) . . ? O3B C37B H37C 110.6 . . ? C38B C37B H37C 110.6 . . ? O3B C37B H37D 110.6 . . ? C38B C37B H37D 110.6 . . ? H37C C37B H37D 108.8 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.573 _refine_diff_density_min -1.639 _refine_diff_density_rms 0.105 _database_code_depnum_ccdc_archive 'CCDC 963278' ####################################################################### # # 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_compound_13 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common '[(EtOMe)DiPPIm]2AgCl' _chemical_formula_moiety 'C36 H52 Ag N4 O2, Cl, H2 O' _chemical_formula_sum 'C36 H54 Ag Cl N4 O3' _exptl_crystal_recrystallization_method 'DCM - Pentane' _chemical_melting_point ? _exptl_crystal_description Prism _exptl_crystal_colour Colorless _diffrn_ambient_temperature 173(2) _chemical_formula_weight 734.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8012(3) _cell_length_b 11.5154(5) _cell_length_c 19.3453(12) _cell_angle_alpha 97.641(2) _cell_angle_beta 102.770(3) _cell_angle_gamma 92.692(3) _cell_volume 1889.24(16) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 18500 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 772 _exptl_absorpt_coefficient_mu 0.642 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8596 _exptl_absorpt_correction_T_max 0.9231 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17158 _diffrn_reflns_av_R_equivalents 0.0403 _diffrn_reflns_av_unetI/netI 0.0617 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7271 _reflns_number_gt 5358 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'Sir 97' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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. The packing shows some important disorders for different isopropyl groups. They could be refined isotropically over two defined positions with ratio of 47-53% and 43-57%. Even by using hard DFIX and DANG restrains, there are still some discrepency of the different C-C bond lenghts, compared to the ideal value of 1.53A. The thermal parameters show significant disorder, even though only alerts C are present. There is molecule of water which for the Hydrogens could be found on the electron difference maps. The O-H and H-H distance were restrained. ; _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^)+(0.0541P)^2^+0.2885P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7271 _refine_ls_number_parameters 422 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0788 _refine_ls_R_factor_gt 0.0487 _refine_ls_wR_factor_ref 0.1159 _refine_ls_wR_factor_gt 0.1059 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.124 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.12051(3) 0.17944(2) 0.236048(17) 0.04175(12) Uani 1 1 d . . . C1 C -0.0818(4) 0.0671(3) 0.2071(2) 0.0406(9) Uani 1 1 d . . . C2 C -0.2479(4) -0.0972(3) 0.1769(2) 0.0519(11) Uani 1 1 d . . . H2 H -0.2848 -0.1760 0.1685 0.062 Uiso 1 1 calc R . . C3 C -0.3331(4) -0.0038(3) 0.1695(3) 0.0536(11) Uani 1 1 d . . . H3 H -0.4413 -0.0059 0.1548 0.064 Uiso 1 1 calc R . . C4 C 0.0400(4) -0.1203(3) 0.2168(2) 0.0426(9) Uani 1 1 d . . . C5 C 0.1202(4) -0.1517(3) 0.1629(2) 0.0423(10) Uani 1 1 d . . . C6 C 0.2527(4) -0.2127(3) 0.1816(2) 0.0482(11) Uani 1 1 d . . . H6 H 0.3103 -0.2340 0.1476 0.058 Uiso 1 1 calc R . . C7 C 0.2998(5) -0.2420(3) 0.2490(3) 0.0610(13) Uani 1 1 d . . . H7 H 0.3881 -0.2833 0.2601 0.073 Uiso 1 1 calc R . . C8 C 0.2172(5) -0.2107(4) 0.3005(3) 0.0733(14) Uani 1 1 d . . . H8 H 0.2502 -0.2316 0.3460 0.088 Uiso 1 1 calc R . . C9 C 0.0848(5) -0.1481(4) 0.2854(3) 0.0656(13) Uani 1 1 d . D . C10 C 0.0691(4) -0.1234(3) 0.0880(2) 0.0459(10) Uani 1 1 d . . . H10 H -0.0260 -0.0817 0.0859 0.055 Uiso 1 1 calc R . . C11 C 0.1911(5) -0.0411(4) 0.0698(3) 0.0639(12) Uani 1 1 d . . . H11A H 0.2119 0.0292 0.1042 0.096 Uiso 1 1 calc R . . H11B H 0.1521 -0.0212 0.0228 0.096 Uiso 1 1 calc R . . H11C H 0.2857 -0.0797 0.0708 0.096 Uiso 1 1 calc R . . C12 C 0.0275(5) -0.2343(4) 0.0324(3) 0.0670(13) Uani 1 1 d . . . H12A H 0.1195 -0.2756 0.0315 0.101 Uiso 1 1 calc R . . H12B H -0.0133 -0.2128 -0.0141 0.101 Uiso 1 1 calc R . . H12C H -0.0499 -0.2841 0.0447 0.101 Uiso 1 1 calc R . . C16 C -0.2769(4) 0.2165(3) 0.1854(2) 0.0499(11) Uani 1 1 d . . . H16A H -0.1861 0.2707 0.2072 0.060 Uiso 1 1 calc R . . H16B H -0.3544 0.2306 0.2136 0.060 Uiso 1 1 calc R . . C17 C -0.3417(4) 0.2408(3) 0.1115(2) 0.0512(11) Uani 1 1 d . . . H17A H -0.3540 0.3241 0.1120 0.061 Uiso 1 1 calc R . . H17B H -0.2709 0.2179 0.0810 0.061 Uiso 1 1 calc R . . C18 C -0.5562(5) 0.1883(4) 0.0123(3) 0.0734(14) Uani 1 1 d . . . H18A H -0.5716 0.2696 0.0090 0.110 Uiso 1 1 calc R . . H18B H -0.6551 0.1428 -0.0034 0.110 Uiso 1 1 calc R . . H18C H -0.4876 0.1611 -0.0176 0.110 Uiso 1 1 calc R . . C19 C 0.3162(4) 0.2985(3) 0.2610(2) 0.0365(8) Uani 1 1 d . . . C20 C 0.5183(4) 0.4280(3) 0.3197(2) 0.0449(9) Uani 1 1 d . . . H20 H 0.5963 0.4685 0.3567 0.054 Uiso 1 1 calc R . . C21 C 0.4842(4) 0.4473(3) 0.2513(2) 0.0431(9) Uani 1 1 d . . . H21 H 0.5337 0.5033 0.2315 0.052 Uiso 1 1 calc R . . C22 C 0.4058(5) 0.2953(3) 0.3911(2) 0.0479(10) Uani 1 1 d . . . C23 C 0.3081(5) 0.3501(3) 0.4320(2) 0.0546(11) Uani 1 1 d . . . C24 C 0.3053(6) 0.3117(4) 0.4962(3) 0.0795(16) Uani 1 1 d . . . H24 H 0.2413 0.3460 0.5242 0.095 Uiso 1 1 calc R . . C25 C 0.3956(7) 0.2231(5) 0.5202(3) 0.0884(18) Uani 1 1 d . . . H25 H 0.3942 0.2002 0.5644 0.106 Uiso 1 1 calc R . . C26 C 0.4868(6) 0.1696(4) 0.4783(3) 0.0807(16) Uani 1 1 d . . . H26 H 0.5453 0.1092 0.4944 0.097 Uiso 1 1 calc R . . C27 C 0.4944(5) 0.2029(4) 0.4127(2) 0.0589(12) Uani 1 1 d . B . C28 C 0.5929(5) 0.1412(4) 0.3662(2) 0.0608(12) Uani 1 1 d D . . H28 H 0.5495 0.1555 0.3171 0.073 Uiso 1 1 calc . A 1 C29A C 0.5722(16) 0.0047(8) 0.3655(8) 0.0680(16) Uani 0.434(8) 1 d PD B 1 H29A H 0.4633 -0.0215 0.3503 0.102 Uiso 0.434(8) 1 calc PR B 1 H29B H 0.6128 -0.0134 0.4128 0.102 Uiso 0.434(8) 1 calc PR B 1 H29C H 0.6280 -0.0344 0.3329 0.102 Uiso 0.434(8) 1 calc PR B 1 C29B C 0.5227(11) 0.0263(7) 0.3282(6) 0.0680(16) Uani 0.566(8) 1 d PD B 2 H29D H 0.5903 -0.0078 0.2998 0.102 Uiso 0.566(8) 1 calc PR B 2 H29E H 0.4233 0.0354 0.2977 0.102 Uiso 0.566(8) 1 calc PR B 2 H29F H 0.5082 -0.0242 0.3623 0.102 Uiso 0.566(8) 1 calc PR B 2 C30A C 0.7476(12) 0.1885(11) 0.3844(7) 0.0680(16) Uani 0.434(8) 1 d PD B 1 H30A H 0.8053 0.1475 0.3534 0.102 Uiso 0.434(8) 1 calc PR B 1 H30B H 0.7933 0.1804 0.4332 0.102 Uiso 0.434(8) 1 calc PR B 1 H30C H 0.7508 0.2703 0.3792 0.102 Uiso 0.434(8) 1 calc PR B 1 C30B C 0.7664(9) 0.1322(9) 0.4096(5) 0.0680(16) Uani 0.566(8) 1 d PD B 2 H30D H 0.8110 0.2089 0.4329 0.102 Uiso 0.566(8) 1 calc PR B 2 H30E H 0.8278 0.1010 0.3772 0.102 Uiso 0.566(8) 1 calc PR B 2 H30F H 0.7652 0.0811 0.4449 0.102 Uiso 0.566(8) 1 calc PR B 2 C31 C 0.2100(5) 0.4490(4) 0.4063(2) 0.0579(12) Uani 1 1 d . . . H31 H 0.2393 0.4694 0.3632 0.069 Uiso 1 1 calc R . . C32 C 0.2432(7) 0.5571(4) 0.4625(3) 0.0884(18) Uani 1 1 d . . . H32A H 0.1826 0.6186 0.4449 0.133 Uiso 1 1 calc R . . H32B H 0.3523 0.5825 0.4728 0.133 Uiso 1 1 calc R . . H32C H 0.2157 0.5388 0.5054 0.133 Uiso 1 1 calc R . . C33 C 0.0370(6) 0.4072(5) 0.3865(3) 0.0867(17) Uani 1 1 d . . . H33A H 0.0193 0.3398 0.3499 0.130 Uiso 1 1 calc R . . H33B H -0.0231 0.4690 0.3691 0.130 Uiso 1 1 calc R . . H33C H 0.0058 0.3863 0.4280 0.130 Uiso 1 1 calc R . . C34 C 0.2740(4) 0.3657(3) 0.1422(2) 0.0405(9) Uani 1 1 d . . . H34A H 0.2240 0.2876 0.1232 0.049 Uiso 1 1 calc R . . H34B H 0.3463 0.3839 0.1132 0.049 Uiso 1 1 calc R . . C35 C 0.1516(4) 0.4536(3) 0.1376(2) 0.0493(10) Uani 1 1 d . . . H35A H 0.2011 0.5325 0.1540 0.059 Uiso 1 1 calc R . . H35B H 0.0939 0.4498 0.0884 0.059 Uiso 1 1 calc R . . C36 C -0.0608(5) 0.5128(4) 0.1844(3) 0.0805(17) Uani 1 1 d . . . H36A H -0.0067 0.5872 0.2071 0.121 Uiso 1 1 calc R . . H36B H -0.1333 0.4897 0.2115 0.121 Uiso 1 1 calc R . . H36C H -0.1167 0.5198 0.1367 0.121 Uiso 1 1 calc R . . N1 N -0.0938(3) -0.0516(2) 0.19966(18) 0.0424(8) Uani 1 1 d . . . N2 N -0.2315(3) 0.0952(2) 0.18762(18) 0.0438(8) Uani 1 1 d . . . N3 N 0.4157(3) 0.3367(2) 0.32502(17) 0.0397(7) Uani 1 1 d . . . N4 N 0.3605(3) 0.3671(2) 0.21624(16) 0.0361(7) Uani 1 1 d . . . O1 O -0.4891(3) 0.1758(2) 0.08431(17) 0.0575(8) Uani 1 1 d . . . O2 O 0.0488(3) 0.4268(2) 0.18124(17) 0.0592(8) Uani 1 1 d . . . Cl1 Cl 0.56470(11) 0.61942(9) 0.13032(7) 0.0614(3) Uani 1 1 d . . . O3 O 0.2845(4) 0.5116(5) -0.0041(3) 0.0914(12) Uani 1 1 d D . . C13 C -0.0066(8) -0.1142(6) 0.3414(4) 0.110(2) Uani 1 1 d D . . H13 H -0.0719 -0.0507 0.3275 0.133 Uiso 1 1 calc R C 1 C15A C -0.0443(19) -0.1904(14) 0.3905(8) 0.125(3) Uani 0.468(7) 1 d PD D 2 H15A H -0.1011 -0.1488 0.4217 0.188 Uiso 0.468(7) 1 calc PR D 2 H15B H 0.0504 -0.2137 0.4185 0.188 Uiso 0.468(7) 1 calc PR D 2 H15C H -0.1073 -0.2589 0.3637 0.188 Uiso 0.468(7) 1 calc PR D 2 C14B C -0.1208(15) -0.2380(11) 0.3348(7) 0.125(3) Uani 0.532(7) 1 d PD D 1 H14A H -0.1800 -0.2590 0.2863 0.188 Uiso 0.532(7) 1 calc PR D 1 H14B H -0.1910 -0.2255 0.3662 0.188 Uiso 0.532(7) 1 calc PR D 1 H14C H -0.0568 -0.3003 0.3481 0.188 Uiso 0.532(7) 1 calc PR D 1 C15B C 0.1133(15) -0.0040(12) 0.4014(6) 0.125(3) Uani 0.532(7) 1 d PD D 2 H15D H 0.1468 0.0543 0.3757 0.188 Uiso 0.532(7) 1 calc PR D 2 H15E H 0.2030 -0.0372 0.4271 0.188 Uiso 0.532(7) 1 calc PR D 2 H15F H 0.0566 0.0316 0.4346 0.188 Uiso 0.532(7) 1 calc PR D 2 C14A C 0.0786(18) -0.0832(16) 0.4119(6) 0.125(3) Uani 0.468(7) 1 d PD D 1 H14D H 0.0094 -0.0580 0.4419 0.188 Uiso 0.468(7) 1 calc PR D 1 H14E H 0.1560 -0.0203 0.4141 0.188 Uiso 0.468(7) 1 calc PR D 1 H14F H 0.1292 -0.1499 0.4281 0.188 Uiso 0.468(7) 1 calc PR D 1 H200 H 0.355(5) 0.551(4) 0.025(2) 0.08(2) Uiso 1 1 d D . . H300 H 0.337(8) 0.493(6) -0.033(3) 0.15(3) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.04566(18) 0.03467(17) 0.0485(2) 0.01406(13) 0.01169(13) 0.01277(11) C1 0.046(2) 0.039(2) 0.045(3) 0.0205(18) 0.0163(17) 0.0176(15) C2 0.046(2) 0.040(2) 0.079(3) 0.025(2) 0.023(2) 0.0103(16) C3 0.0374(19) 0.049(2) 0.082(3) 0.028(2) 0.018(2) 0.0104(17) C4 0.045(2) 0.0313(19) 0.059(3) 0.0174(19) 0.0185(19) 0.0157(15) C5 0.0344(18) 0.0261(18) 0.065(3) 0.0061(18) 0.0084(18) 0.0050(13) C6 0.0398(19) 0.0308(19) 0.073(3) 0.002(2) 0.013(2) 0.0084(15) C7 0.049(2) 0.045(2) 0.089(4) 0.017(2) 0.008(2) 0.0245(18) C8 0.084(3) 0.065(3) 0.080(4) 0.039(3) 0.014(3) 0.041(2) C9 0.076(3) 0.059(3) 0.077(4) 0.035(3) 0.028(3) 0.036(2) C10 0.0357(19) 0.042(2) 0.060(3) 0.005(2) 0.0130(18) 0.0062(15) C11 0.054(2) 0.072(3) 0.070(4) 0.020(3) 0.017(2) 0.002(2) C12 0.062(3) 0.060(3) 0.071(4) -0.002(2) 0.005(2) 0.002(2) C16 0.050(2) 0.036(2) 0.069(3) 0.020(2) 0.014(2) 0.0222(16) C17 0.042(2) 0.045(2) 0.077(3) 0.028(2) 0.023(2) 0.0142(16) C18 0.067(3) 0.084(3) 0.071(4) 0.020(3) 0.012(3) 0.022(2) C19 0.050(2) 0.0303(18) 0.033(2) 0.0092(17) 0.0117(17) 0.0171(15) C20 0.054(2) 0.035(2) 0.043(3) 0.0090(18) 0.0032(18) 0.0092(16) C21 0.050(2) 0.0331(19) 0.045(3) 0.0097(18) 0.0062(18) 0.0040(16) C22 0.074(3) 0.040(2) 0.033(2) 0.0111(18) 0.0132(19) 0.0219(18) C23 0.081(3) 0.049(2) 0.043(3) 0.015(2) 0.022(2) 0.032(2) C24 0.125(4) 0.083(3) 0.055(3) 0.029(3) 0.050(3) 0.056(3) C25 0.147(5) 0.088(4) 0.060(4) 0.044(3) 0.057(3) 0.073(4) C26 0.134(4) 0.073(3) 0.058(3) 0.041(3) 0.041(3) 0.060(3) C27 0.090(3) 0.053(3) 0.043(3) 0.019(2) 0.021(2) 0.039(2) C28 0.095(3) 0.058(3) 0.045(3) 0.027(2) 0.030(2) 0.046(2) C29A 0.087(4) 0.060(3) 0.061(5) 0.003(3) 0.027(3) 0.018(3) C29B 0.087(4) 0.060(3) 0.061(5) 0.003(3) 0.027(3) 0.018(3) C30A 0.087(4) 0.060(3) 0.061(5) 0.003(3) 0.027(3) 0.018(3) C30B 0.087(4) 0.060(3) 0.061(5) 0.003(3) 0.027(3) 0.018(3) C31 0.079(3) 0.052(2) 0.053(3) 0.019(2) 0.024(2) 0.035(2) C32 0.124(4) 0.061(3) 0.075(4) 0.002(3) 0.009(3) 0.051(3) C33 0.075(3) 0.081(4) 0.112(5) 0.024(3) 0.028(3) 0.033(3) C34 0.053(2) 0.0336(19) 0.036(2) 0.0113(17) 0.0066(17) 0.0087(15) C35 0.057(2) 0.043(2) 0.048(3) 0.018(2) 0.002(2) 0.0129(17) C36 0.057(3) 0.057(3) 0.135(5) 0.029(3) 0.024(3) 0.026(2) N1 0.0433(16) 0.0316(16) 0.061(2) 0.0222(15) 0.0182(15) 0.0156(12) N2 0.0410(16) 0.0370(17) 0.060(2) 0.0210(16) 0.0156(15) 0.0162(13) N3 0.0584(18) 0.0320(16) 0.033(2) 0.0106(14) 0.0131(15) 0.0162(13) N4 0.0451(16) 0.0317(15) 0.0330(19) 0.0107(14) 0.0068(13) 0.0133(12) O1 0.0484(15) 0.0555(17) 0.073(2) 0.0331(16) 0.0087(14) 0.0096(12) O2 0.0552(16) 0.0485(16) 0.083(2) 0.0309(16) 0.0180(15) 0.0228(12) Cl1 0.0551(6) 0.0463(6) 0.0969(10) 0.0349(6) 0.0318(6) 0.0101(4) O3 0.057(2) 0.122(3) 0.105(3) 0.027(3) 0.032(2) 0.013(2) C13 0.134(5) 0.139(6) 0.103(5) 0.083(5) 0.065(4) 0.097(5) C15A 0.170(7) 0.179(9) 0.081(5) 0.095(7) 0.080(5) 0.112(7) C14B 0.170(7) 0.179(9) 0.081(5) 0.095(7) 0.080(5) 0.112(7) C15B 0.170(7) 0.179(9) 0.081(5) 0.095(7) 0.080(5) 0.112(7) C14A 0.170(7) 0.179(9) 0.081(5) 0.095(7) 0.080(5) 0.112(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 C1 2.075(4) . ? Ag1 C19 2.077(4) . ? C1 N1 1.352(4) . ? C1 N2 1.356(4) . ? C2 C3 1.345(5) . ? C2 N1 1.384(5) . ? C2 H2 0.9300 . ? C3 N2 1.371(5) . ? C3 H3 0.9300 . ? C4 C9 1.384(6) . ? C4 C5 1.402(5) . ? C4 N1 1.452(4) . ? C5 C6 1.393(5) . ? C5 C10 1.503(6) . ? C6 C7 1.370(6) . ? C6 H6 0.9300 . ? C7 C8 1.378(7) . ? C7 H7 0.9300 . ? C8 C9 1.395(6) . ? C8 H8 0.9300 . ? C9 C13 1.508(7) . ? C10 C11 1.528(5) . ? C10 C12 1.530(6) . ? C10 H10 0.9800 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C16 N2 1.473(4) . ? C16 C17 1.487(6) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 O1 1.421(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 O1 1.418(6) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 N4 1.352(4) . ? C19 N3 1.354(5) . ? C20 C21 1.341(5) . ? C20 N3 1.383(5) . ? C20 H20 0.9300 . ? C21 N4 1.382(4) . ? C21 H21 0.9300 . ? C22 C27 1.403(5) . ? C22 C23 1.407(5) . ? C22 N3 1.441(5) . ? C23 C24 1.378(6) . ? C23 C31 1.530(5) . ? C24 C25 1.387(6) . ? C24 H24 0.9300 . ? C25 C26 1.372(6) . ? C25 H25 0.9300 . ? C26 C27 1.388(6) . ? C26 H26 0.9300 . ? C27 C28 1.516(6) . ? C28 C30A 1.393(10) . ? C28 C29B 1.462(8) . ? C28 C29A 1.572(10) . ? C28 C30B 1.587(9) . ? C28 H28 0.9800 . ? C29A H29A 0.9600 . ? C29A H29B 0.9600 . ? C29A H29C 0.9600 . ? C29B H29D 0.9600 . ? C29B H29E 0.9600 . ? C29B H29F 0.9600 . ? C30A H30A 0.9600 . ? C30A H30B 0.9600 . ? C30A H30C 0.9600 . ? C30B H30D 0.9600 . ? C30B H30E 0.9600 . ? C30B H30F 0.9600 . ? C31 C32 1.510(6) . ? C31 C33 1.523(6) . ? C31 H31 0.9800 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 N4 1.463(5) . ? C34 C35 1.509(5) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 O2 1.417(5) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 O2 1.420(5) . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? O3 H200 0.81(3) . ? O3 H300 0.81(3) . ? C13 C14A 1.394(13) . ? C13 C15A 1.455(12) . ? C13 C14B 1.679(13) . ? C13 C15B 1.735(13) . ? C13 H13 0.9800 . ? C15A H15A 0.9600 . ? C15A H15B 0.9600 . ? C15A H15C 0.9600 . ? C14B H14A 0.9600 . ? C14B H14B 0.9600 . ? C14B H14C 0.9600 . ? C15B H15D 0.9600 . ? C15B H15E 0.9600 . ? C15B H15F 0.9600 . ? C14A H14D 0.9600 . ? C14A H14E 0.9600 . ? C14A H14F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ag1 C19 176.59(13) . . ? N1 C1 N2 104.1(3) . . ? N1 C1 Ag1 127.8(2) . . ? N2 C1 Ag1 128.0(2) . . ? C3 C2 N1 105.6(3) . . ? C3 C2 H2 127.2 . . ? N1 C2 H2 127.2 . . ? C2 C3 N2 107.7(3) . . ? C2 C3 H3 126.2 . . ? N2 C3 H3 126.2 . . ? C9 C4 C5 123.5(3) . . ? C9 C4 N1 118.8(3) . . ? C5 C4 N1 117.6(3) . . ? C6 C5 C4 116.6(4) . . ? C6 C5 C10 120.2(4) . . ? C4 C5 C10 123.2(3) . . ? C7 C6 C5 121.3(4) . . ? C7 C6 H6 119.3 . . ? C5 C6 H6 119.3 . . ? C6 C7 C8 120.5(4) . . ? C6 C7 H7 119.7 . . ? C8 C7 H7 119.7 . . ? C7 C8 C9 120.9(5) . . ? C7 C8 H8 119.5 . . ? C9 C8 H8 119.5 . . ? C4 C9 C8 117.1(4) . . ? C4 C9 C13 121.6(4) . . ? C8 C9 C13 121.2(5) . . ? C5 C10 C11 111.7(3) . . ? C5 C10 C12 112.0(3) . . ? C11 C10 C12 111.0(4) . . ? C5 C10 H10 107.3 . . ? C11 C10 H10 107.3 . . ? C12 C10 H10 107.3 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C16 C17 113.1(3) . . ? N2 C16 H16A 109.0 . . ? C17 C16 H16A 109.0 . . ? N2 C16 H16B 109.0 . . ? C17 C16 H16B 109.0 . . ? H16A C16 H16B 107.8 . . ? O1 C17 C16 108.8(3) . . ? O1 C17 H17A 109.9 . . ? C16 C17 H17A 109.9 . . ? O1 C17 H17B 109.9 . . ? C16 C17 H17B 109.9 . . ? H17A C17 H17B 108.3 . . ? O1 C18 H18A 109.5 . . ? O1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N4 C19 N3 104.0(3) . . ? N4 C19 Ag1 125.8(3) . . ? N3 C19 Ag1 129.7(3) . . ? C21 C20 N3 107.2(3) . . ? C21 C20 H20 126.4 . . ? N3 C20 H20 126.4 . . ? C20 C21 N4 106.0(3) . . ? C20 C21 H21 127.0 . . ? N4 C21 H21 127.0 . . ? C27 C22 C23 122.3(4) . . ? C27 C22 N3 119.1(3) . . ? C23 C22 N3 118.6(3) . . ? C24 C23 C22 117.3(4) . . ? C24 C23 C31 121.4(4) . . ? C22 C23 C31 121.3(4) . . ? C23 C24 C25 121.7(4) . . ? C23 C24 H24 119.2 . . ? C25 C24 H24 119.2 . . ? C26 C25 C24 119.6(5) . . ? C26 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? C25 C26 C27 121.9(4) . . ? C25 C26 H26 119.0 . . ? C27 C26 H26 119.0 . . ? C26 C27 C22 117.1(4) . . ? C26 C27 C28 121.4(4) . . ? C22 C27 C28 121.5(4) . . ? C30A C28 C29B 131.0(7) . . ? C30A C28 C27 112.3(6) . . ? C29B C28 C27 113.6(5) . . ? C30A C28 C29A 114.6(7) . . ? C29B C28 C29A 31.5(5) . . ? C27 C28 C29A 109.8(6) . . ? C30A C28 C30B 32.8(5) . . ? C29B C28 C30B 111.0(5) . . ? C27 C28 C30B 112.1(5) . . ? C29A C28 C30B 85.4(6) . . ? C30A C28 H28 106.6 . . ? C29B C28 H28 75.7 . . ? C27 C28 H28 106.6 . . ? C29A C28 H28 106.6 . . ? C30B C28 H28 132.5 . . ? C28 C29A H29A 109.5 . . ? C28 C29A H29B 109.5 . . ? H29A C29A H29B 109.5 . . ? C28 C29A H29C 109.5 . . ? H29A C29A H29C 109.5 . . ? H29B C29A H29C 109.5 . . ? C28 C29B H29D 109.5 . . ? C28 C29B H29E 109.5 . . ? H29D C29B H29E 109.5 . . ? C28 C29B H29F 109.5 . . ? H29D C29B H29F 109.5 . . ? H29E C29B H29F 109.5 . . ? C28 C30A H30A 109.5 . . ? C28 C30A H30B 109.5 . . ? H30A C30A H30B 109.5 . . ? C28 C30A H30C 109.5 . . ? H30A C30A H30C 109.5 . . ? H30B C30A H30C 109.5 . . ? C28 C30B H30D 109.5 . . ? C28 C30B H30E 109.5 . . ? H30D C30B H30E 109.5 . . ? C28 C30B H30F 109.5 . . ? H30D C30B H30F 109.5 . . ? H30E C30B H30F 109.5 . . ? C32 C31 C33 111.5(4) . . ? C32 C31 C23 110.7(4) . . ? C33 C31 C23 110.2(4) . . ? C32 C31 H31 108.1 . . ? C33 C31 H31 108.1 . . ? C23 C31 H31 108.1 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N4 C34 C35 111.3(3) . . ? N4 C34 H34A 109.4 . . ? C35 C34 H34A 109.4 . . ? N4 C34 H34B 109.4 . . ? C35 C34 H34B 109.4 . . ? H34A C34 H34B 108.0 . . ? O2 C35 C34 108.5(3) . . ? O2 C35 H35A 110.0 . . ? C34 C35 H35A 110.0 . . ? O2 C35 H35B 110.0 . . ? C34 C35 H35B 110.0 . . ? H35A C35 H35B 108.4 . . ? O2 C36 H36A 109.5 . . ? O2 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? O2 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C1 N1 C2 111.7(3) . . ? C1 N1 C4 123.1(3) . . ? C2 N1 C4 125.2(3) . . ? C1 N2 C3 110.9(3) . . ? C1 N2 C16 123.9(3) . . ? C3 N2 C16 125.2(3) . . ? C19 N3 C20 111.0(3) . . ? C19 N3 C22 124.3(3) . . ? C20 N3 C22 124.5(3) . . ? C19 N4 C21 111.8(3) . . ? C19 N4 C34 123.3(3) . . ? C21 N4 C34 124.5(3) . . ? C18 O1 C17 112.8(3) . . ? C35 O2 C36 111.3(3) . . ? H200 O3 H300 94(4) . . ? C14A C13 C15A 66.0(10) . . ? C14A C13 C9 116.9(7) . . ? C15A C13 C9 124.8(7) . . ? C14A C13 C14B 109.5(9) . . ? C15A C13 C14B 43.7(8) . . ? C9 C13 C14B 101.6(6) . . ? C14A C13 C15B 35.5(7) . . ? C15A C13 C15B 100.5(9) . . ? C9 C13 C15B 104.2(6) . . ? C14B C13 C15B 144.0(7) . . ? C14A C13 H13 109.5 . . ? C15A C13 H13 121.4 . . ? C9 C13 H13 109.5 . . ? C14B C13 H13 109.5 . . ? C15B C13 H13 85.0 . . ? C13 C15A H15A 109.5 . . ? C13 C15A H15B 109.5 . . ? H15A C15A H15B 109.5 . . ? C13 C15A H15C 109.5 . . ? H15A C15A H15C 109.5 . . ? H15B C15A H15C 109.5 . . ? C13 C14B H14A 109.5 . . ? C13 C14B H14B 109.5 . . ? H14A C14B H14B 109.5 . . ? C13 C14B H14C 109.5 . . ? H14A C14B H14C 109.5 . . ? H14B C14B H14C 109.5 . . ? C13 C15B H15D 109.5 . . ? C13 C15B H15E 109.5 . . ? H15D C15B H15E 109.5 . . ? C13 C15B H15F 109.5 . . ? H15D C15B H15F 109.5 . . ? H15E C15B H15F 109.5 . . ? C13 C14A H14D 109.5 . . ? C13 C14A H14E 109.5 . . ? H14D C14A H14E 109.5 . . ? C13 C14A H14F 109.5 . . ? H14D C14A H14F 109.5 . . ? H14E C14A H14F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C19 Ag1 C1 N1 146(2) . . . . ? C19 Ag1 C1 N2 -30(3) . . . . ? N1 C2 C3 N2 -0.1(5) . . . . ? C9 C4 C5 C6 -0.9(6) . . . . ? N1 C4 C5 C6 177.0(3) . . . . ? C9 C4 C5 C10 178.8(4) . . . . ? N1 C4 C5 C10 -3.4(5) . . . . ? C4 C5 C6 C7 1.1(5) . . . . ? C10 C5 C6 C7 -178.5(3) . . . . ? C5 C6 C7 C8 -0.5(6) . . . . ? C6 C7 C8 C9 -0.4(7) . . . . ? C5 C4 C9 C8 0.0(6) . . . . ? N1 C4 C9 C8 -177.8(4) . . . . ? C5 C4 C9 C13 -179.0(5) . . . . ? N1 C4 C9 C13 3.2(7) . . . . ? C7 C8 C9 C4 0.6(7) . . . . ? C7 C8 C9 C13 179.6(5) . . . . ? C6 C5 C10 C11 -63.5(4) . . . . ? C4 C5 C10 C11 116.9(4) . . . . ? C6 C5 C10 C12 61.8(4) . . . . ? C4 C5 C10 C12 -117.8(4) . . . . ? N2 C16 C17 O1 68.7(4) . . . . ? C1 Ag1 C19 N4 -33(3) . . . . ? C1 Ag1 C19 N3 138(2) . . . . ? N3 C20 C21 N4 0.2(4) . . . . ? C27 C22 C23 C24 1.8(7) . . . . ? N3 C22 C23 C24 -177.7(4) . . . . ? C27 C22 C23 C31 -178.6(4) . . . . ? N3 C22 C23 C31 1.9(6) . . . . ? C22 C23 C24 C25 0.4(8) . . . . ? C31 C23 C24 C25 -179.2(5) . . . . ? C23 C24 C25 C26 -1.9(9) . . . . ? C24 C25 C26 C27 1.3(10) . . . . ? C25 C26 C27 C22 0.8(8) . . . . ? C25 C26 C27 C28 -178.6(5) . . . . ? C23 C22 C27 C26 -2.4(7) . . . . ? N3 C22 C27 C26 177.1(4) . . . . ? C23 C22 C27 C28 177.0(4) . . . . ? N3 C22 C27 C28 -3.5(6) . . . . ? C26 C27 C28 C30A -86.0(8) . . . . ? C22 C27 C28 C30A 94.6(8) . . . . ? C26 C27 C28 C29B 76.4(7) . . . . ? C22 C27 C28 C29B -103.0(7) . . . . ? C26 C27 C28 C29A 42.6(8) . . . . ? C22 C27 C28 C29A -136.7(7) . . . . ? C26 C27 C28 C30B -50.5(7) . . . . ? C22 C27 C28 C30B 130.1(6) . . . . ? C24 C23 C31 C32 54.4(6) . . . . ? C22 C23 C31 C32 -125.1(5) . . . . ? C24 C23 C31 C33 -69.4(6) . . . . ? C22 C23 C31 C33 111.1(5) . . . . ? N4 C34 C35 O2 -58.1(4) . . . . ? N2 C1 N1 C2 -0.8(5) . . . . ? Ag1 C1 N1 C2 -177.6(3) . . . . ? N2 C1 N1 C4 -178.3(3) . . . . ? Ag1 C1 N1 C4 4.9(6) . . . . ? C3 C2 N1 C1 0.6(5) . . . . ? C3 C2 N1 C4 178.0(4) . . . . ? C9 C4 N1 C1 90.6(5) . . . . ? C5 C4 N1 C1 -87.4(5) . . . . ? C9 C4 N1 C2 -86.6(5) . . . . ? C5 C4 N1 C2 95.4(5) . . . . ? N1 C1 N2 C3 0.8(4) . . . . ? Ag1 C1 N2 C3 177.5(3) . . . . ? N1 C1 N2 C16 -178.4(4) . . . . ? Ag1 C1 N2 C16 -1.6(6) . . . . ? C2 C3 N2 C1 -0.4(5) . . . . ? C2 C3 N2 C16 178.7(4) . . . . ? C17 C16 N2 C1 112.1(4) . . . . ? C17 C16 N2 C3 -66.9(5) . . . . ? N4 C19 N3 C20 0.6(4) . . . . ? Ag1 C19 N3 C20 -171.8(2) . . . . ? N4 C19 N3 C22 175.0(3) . . . . ? Ag1 C19 N3 C22 2.6(5) . . . . ? C21 C20 N3 C19 -0.5(4) . . . . ? C21 C20 N3 C22 -174.9(3) . . . . ? C27 C22 N3 C19 94.0(5) . . . . ? C23 C22 N3 C19 -86.5(5) . . . . ? C27 C22 N3 C20 -92.3(5) . . . . ? C23 C22 N3 C20 87.2(5) . . . . ? N3 C19 N4 C21 -0.5(4) . . . . ? Ag1 C19 N4 C21 172.3(2) . . . . ? N3 C19 N4 C34 -173.1(3) . . . . ? Ag1 C19 N4 C34 -0.3(4) . . . . ? C20 C21 N4 C19 0.2(4) . . . . ? C20 C21 N4 C34 172.7(3) . . . . ? C35 C34 N4 C19 90.0(4) . . . . ? C35 C34 N4 C21 -81.7(4) . . . . ? C16 C17 O1 C18 -176.7(3) . . . . ? C34 C35 O2 C36 174.7(3) . . . . ? C4 C9 C13 C14A -144.7(9) . . . . ? C8 C9 C13 C14A 36.3(11) . . . . ? C4 C9 C13 C15A 137.1(11) . . . . ? C8 C9 C13 C15A -41.9(13) . . . . ? C4 C9 C13 C14B 96.2(6) . . . . ? C8 C9 C13 C14B -82.8(7) . . . . ? C4 C9 C13 C15B -109.1(6) . . . . ? C8 C9 C13 C15B 71.9(7) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.694 _refine_diff_density_min -0.680 _refine_diff_density_rms 0.074 _database_code_depnum_ccdc_archive 'CCDC 963279' ####################################################################### # # 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_compound_14 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common IP[(EtOMe)DiPPIm]AgCl _chemical_formula_moiety 'C18 H26 Ag Cl N2 O' _chemical_formula_sum 'C18 H26 Ag Cl N2 O' _exptl_crystal_recrystallization_method 'THF - Water - Pentane' _chemical_melting_point ? _exptl_crystal_description Prism _exptl_crystal_colour Colorless _diffrn_ambient_temperature 173(2) _chemical_formula_weight 429.73 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 8.8411(3) _cell_length_b 19.1464(10) _cell_length_c 14.1647(6) _cell_angle_alpha 90.00 _cell_angle_beta 125.638(3) _cell_angle_gamma 90.00 _cell_volume 1948.67(15) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9294 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 1.177 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7377 _exptl_absorpt_correction_T_max 0.8674 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18032 _diffrn_reflns_av_R_equivalents 0.0887 _diffrn_reflns_av_unetI/netI 0.0837 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3823 _reflns_number_gt 2288 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'Sir 92' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0496P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3823 _refine_ls_number_parameters 213 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1057 _refine_ls_R_factor_gt 0.0460 _refine_ls_wR_factor_ref 0.1106 _refine_ls_wR_factor_gt 0.0942 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.12009(5) 0.716718(19) 0.27084(3) 0.03526(15) Uani 1 1 d . . . Cl1 Cl 0.1005(2) 0.60461(7) 0.20176(13) 0.0534(4) Uani 1 1 d . . . O1 O 0.4573(4) 0.7715(2) 0.5855(3) 0.0551(11) Uani 1 1 d . . . N1 N 0.1012(5) 0.8288(2) 0.4186(3) 0.0316(9) Uani 1 1 d . . . N2 N 0.0859(5) 0.8775(2) 0.2783(3) 0.0317(10) Uani 1 1 d . . . C1 C 0.1079(6) 0.8156(2) 0.3276(4) 0.0292(11) Uani 1 1 d . . . C2 C 0.0751(6) 0.8990(3) 0.4263(4) 0.0371(12) Uani 1 1 d . . . H2 H 0.0681 0.9206 0.4824 0.045 Uiso 1 1 calc R . . C3 C 0.0619(6) 0.9299(2) 0.3370(4) 0.0343(12) Uani 1 1 d . . . H3 H 0.0409 0.9770 0.3179 0.041 Uiso 1 1 calc R . . C4 C 0.0883(6) 0.8907(2) 0.1789(4) 0.0303(11) Uani 1 1 d . . . C5 C -0.0747(6) 0.8822(2) 0.0671(4) 0.0298(11) Uani 1 1 d . . . C6 C -0.0637(6) 0.8964(2) -0.0250(4) 0.0373(12) Uani 1 1 d . . . H6 H -0.1696 0.8915 -0.1006 0.045 Uiso 1 1 calc R . . C7 C 0.1003(7) 0.9176(2) -0.0069(5) 0.0405(13) Uani 1 1 d . . . H7 H 0.1037 0.9272 -0.0700 0.049 Uiso 1 1 calc R . . C8 C 0.2577(7) 0.9246(2) 0.1034(5) 0.0407(13) Uani 1 1 d . . . H8 H 0.3675 0.9384 0.1140 0.049 Uiso 1 1 calc R . . C9 C 0.2585(6) 0.9116(2) 0.2003(5) 0.0367(12) Uani 1 1 d . . . C10 C -0.2558(6) 0.8594(3) 0.0464(4) 0.0394(13) Uani 1 1 d . . . H10 H -0.2260 0.8400 0.1194 0.047 Uiso 1 1 calc R . . C11 C -0.3848(7) 0.9216(3) 0.0149(6) 0.0686(19) Uani 1 1 d . . . H11A H -0.3264 0.9544 0.0781 0.103 Uiso 1 1 calc R . . H11B H -0.4997 0.9058 0.0004 0.103 Uiso 1 1 calc R . . H11C H -0.4095 0.9439 -0.0535 0.103 Uiso 1 1 calc R . . C12 C -0.3547(8) 0.8024(3) -0.0460(5) 0.0619(18) Uani 1 1 d . . . H12A H -0.4000 0.8216 -0.1207 0.093 Uiso 1 1 calc R . . H12B H -0.4573 0.7845 -0.0473 0.093 Uiso 1 1 calc R . . H12C H -0.2689 0.7652 -0.0281 0.093 Uiso 1 1 calc R . . C13 C 0.4331(6) 0.9230(3) 0.3231(5) 0.0495(15) Uani 1 1 d . . . H13 H 0.4118 0.9023 0.3777 0.059 Uiso 1 1 calc R . . C14 C 0.4663(8) 1.0008(3) 0.3485(6) 0.081(2) Uani 1 1 d . . . H14A H 0.4885 1.0221 0.2963 0.122 Uiso 1 1 calc R . . H14B H 0.5725 1.0077 0.4271 0.122 Uiso 1 1 calc R . . H14C H 0.3587 1.0216 0.3380 0.122 Uiso 1 1 calc R . . C15 C 0.6053(8) 0.8889(3) 0.3432(6) 0.083(2) Uani 1 1 d . . . H15A H 0.6365 0.9118 0.2964 0.124 Uiso 1 1 calc R . . H15B H 0.5803 0.8404 0.3221 0.124 Uiso 1 1 calc R . . H15C H 0.7074 0.8929 0.4237 0.124 Uiso 1 1 calc R . . C16 C 0.1372(6) 0.7777(3) 0.5056(4) 0.0357(12) Uani 1 1 d . . . H16A H 0.1191 0.7311 0.4740 0.043 Uiso 1 1 calc R . . H16B H 0.0491 0.7845 0.5246 0.043 Uiso 1 1 calc R . . C17 C 0.3327(6) 0.7843(3) 0.6146(4) 0.0433(13) Uani 1 1 d . . . H17A H 0.3524 0.8308 0.6469 0.052 Uiso 1 1 calc R . . H17B H 0.3525 0.7508 0.6721 0.052 Uiso 1 1 calc R . . C18 C 0.6399(7) 0.7921(3) 0.6729(5) 0.0543(16) Uani 1 1 d . . . H18A H 0.6398 0.8396 0.6944 0.081 Uiso 1 1 calc R . . H18B H 0.7154 0.7882 0.6446 0.081 Uiso 1 1 calc R . . H18C H 0.6895 0.7624 0.7394 0.081 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 Ag1 0.0428(2) 0.0285(2) 0.0363(3) -0.0016(2) 0.02410(19) -0.00241(18) Cl1 0.0869(10) 0.0291(7) 0.0609(10) -0.0082(7) 0.0525(9) -0.0110(7) O1 0.036(2) 0.077(3) 0.046(2) -0.014(2) 0.0204(18) 0.0070(18) N1 0.034(2) 0.032(2) 0.027(2) -0.0003(19) 0.0166(19) -0.0023(18) N2 0.029(2) 0.039(3) 0.021(2) 0.005(2) 0.0111(18) -0.0087(18) C1 0.030(2) 0.025(3) 0.032(3) -0.005(2) 0.018(2) -0.005(2) C2 0.043(3) 0.035(3) 0.038(3) -0.003(3) 0.027(3) 0.003(2) C3 0.044(3) 0.021(3) 0.041(3) -0.004(2) 0.027(3) 0.002(2) C4 0.038(3) 0.018(2) 0.037(3) 0.008(2) 0.024(2) 0.006(2) C5 0.035(3) 0.024(3) 0.032(3) -0.001(2) 0.021(2) -0.001(2) C6 0.041(3) 0.032(3) 0.035(3) 0.000(2) 0.020(2) 0.004(2) C7 0.059(3) 0.031(3) 0.046(4) 0.000(3) 0.038(3) -0.001(3) C8 0.044(3) 0.035(3) 0.052(4) 0.001(3) 0.034(3) 0.000(2) C9 0.039(3) 0.030(3) 0.047(3) 0.004(3) 0.028(3) 0.001(2) C10 0.032(3) 0.046(3) 0.037(3) 0.003(3) 0.018(2) -0.003(2) C11 0.056(4) 0.063(4) 0.107(6) 0.005(4) 0.059(4) 0.008(3) C12 0.047(3) 0.076(5) 0.058(4) -0.020(4) 0.029(3) -0.019(3) C13 0.040(3) 0.050(4) 0.052(4) 0.008(3) 0.023(3) -0.007(3) C14 0.073(4) 0.069(5) 0.070(5) -0.021(4) 0.023(4) -0.025(4) C15 0.047(4) 0.090(5) 0.082(5) 0.011(4) 0.022(3) 0.014(4) C16 0.044(3) 0.037(3) 0.031(3) 0.003(3) 0.025(2) -0.002(2) C17 0.045(3) 0.053(3) 0.035(3) 0.004(3) 0.025(3) 0.009(3) C18 0.034(3) 0.061(4) 0.062(4) -0.019(3) 0.025(3) 0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 C1 2.084(5) . ? Ag1 Cl1 2.3233(13) . ? O1 C18 1.402(6) . ? O1 C17 1.405(5) . ? N1 C1 1.349(6) . ? N1 C2 1.379(6) . ? N1 C16 1.455(6) . ? N2 C1 1.331(6) . ? N2 C3 1.396(6) . ? N2 C4 1.443(6) . ? C2 C3 1.337(6) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C5 1.397(6) . ? C4 C9 1.409(6) . ? C5 C6 1.391(6) . ? C5 C10 1.514(6) . ? C6 C7 1.378(6) . ? C6 H6 0.9300 . ? C7 C8 1.364(7) . ? C7 H7 0.9300 . ? C8 C9 1.391(7) . ? C8 H8 0.9300 . ? C9 C13 1.526(7) . ? C10 C11 1.525(7) . ? C10 C12 1.528(7) . ? C10 H10 0.9800 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.519(7) . ? C13 C15 1.524(7) . ? C13 H13 0.9800 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.509(6) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ag1 Cl1 173.67(12) . . ? C18 O1 C17 112.9(4) . . ? C1 N1 C2 111.1(4) . . ? C1 N1 C16 125.0(4) . . ? C2 N1 C16 123.5(4) . . ? C1 N2 C3 110.7(4) . . ? C1 N2 C4 125.9(4) . . ? C3 N2 C4 123.4(4) . . ? N2 C1 N1 105.1(4) . . ? N2 C1 Ag1 129.1(4) . . ? N1 C1 Ag1 125.4(3) . . ? C3 C2 N1 106.4(4) . . ? C3 C2 H2 126.8 . . ? N1 C2 H2 126.8 . . ? C2 C3 N2 106.6(4) . . ? C2 C3 H3 126.7 . . ? N2 C3 H3 126.7 . . ? C5 C4 C9 123.0(4) . . ? C5 C4 N2 119.6(4) . . ? C9 C4 N2 117.5(4) . . ? C6 C5 C4 116.8(4) . . ? C6 C5 C10 121.2(4) . . ? C4 C5 C10 122.0(4) . . ? C7 C6 C5 121.6(4) . . ? C7 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? C8 C7 C6 120.2(5) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C7 C8 C9 121.8(4) . . ? C7 C8 H8 119.1 . . ? C9 C8 H8 119.1 . . ? C8 C9 C4 116.6(4) . . ? C8 C9 C13 121.3(4) . . ? C4 C9 C13 122.0(5) . . ? C5 C10 C11 111.0(4) . . ? C5 C10 C12 112.6(4) . . ? C11 C10 C12 110.5(4) . . ? C5 C10 H10 107.5 . . ? C11 C10 H10 107.5 . . ? C12 C10 H10 107.5 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 C15 110.0(5) . . ? C14 C13 C9 109.7(5) . . ? C15 C13 C9 112.8(5) . . ? C14 C13 H13 108.0 . . ? C15 C13 H13 108.0 . . ? C9 C13 H13 108.0 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N1 C16 C17 111.4(4) . . ? N1 C16 H16A 109.3 . . ? C17 C16 H16A 109.3 . . ? N1 C16 H16B 109.3 . . ? C17 C16 H16B 109.3 . . ? H16A C16 H16B 108.0 . . ? O1 C17 C16 108.2(4) . . ? O1 C17 H17A 110.1 . . ? C16 C17 H17A 110.1 . . ? O1 C17 H17B 110.1 . . ? C16 C17 H17B 110.1 . . ? H17A C17 H17B 108.4 . . ? O1 C18 H18A 109.5 . . ? O1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 N2 C1 N1 -1.0(4) . . . . ? C4 N2 C1 N1 178.2(4) . . . . ? C3 N2 C1 Ag1 172.5(3) . . . . ? C4 N2 C1 Ag1 -8.3(6) . . . . ? C2 N1 C1 N2 -0.1(5) . . . . ? C16 N1 C1 N2 -173.6(4) . . . . ? C2 N1 C1 Ag1 -173.9(3) . . . . ? C16 N1 C1 Ag1 12.6(6) . . . . ? Cl1 Ag1 C1 N2 -105.0(12) . . . . ? Cl1 Ag1 C1 N1 67.4(14) . . . . ? C1 N1 C2 C3 1.2(5) . . . . ? C16 N1 C2 C3 174.8(4) . . . . ? N1 C2 C3 N2 -1.7(5) . . . . ? C1 N2 C3 C2 1.8(5) . . . . ? C4 N2 C3 C2 -177.4(4) . . . . ? C1 N2 C4 C5 85.2(5) . . . . ? C3 N2 C4 C5 -95.8(5) . . . . ? C1 N2 C4 C9 -94.7(5) . . . . ? C3 N2 C4 C9 84.4(5) . . . . ? C9 C4 C5 C6 -0.9(7) . . . . ? N2 C4 C5 C6 179.3(4) . . . . ? C9 C4 C5 C10 179.8(4) . . . . ? N2 C4 C5 C10 0.0(7) . . . . ? C4 C5 C6 C7 0.3(7) . . . . ? C10 C5 C6 C7 179.6(4) . . . . ? C5 C6 C7 C8 0.5(7) . . . . ? C6 C7 C8 C9 -0.7(8) . . . . ? C7 C8 C9 C4 0.1(7) . . . . ? C7 C8 C9 C13 -177.0(4) . . . . ? C5 C4 C9 C8 0.7(7) . . . . ? N2 C4 C9 C8 -179.5(4) . . . . ? C5 C4 C9 C13 177.8(4) . . . . ? N2 C4 C9 C13 -2.4(6) . . . . ? C6 C5 C10 C11 -78.1(6) . . . . ? C4 C5 C10 C11 101.1(6) . . . . ? C6 C5 C10 C12 46.4(6) . . . . ? C4 C5 C10 C12 -134.4(5) . . . . ? C8 C9 C13 C14 73.5(6) . . . . ? C4 C9 C13 C14 -103.4(6) . . . . ? C8 C9 C13 C15 -49.6(7) . . . . ? C4 C9 C13 C15 133.5(5) . . . . ? C1 N1 C16 C17 99.2(5) . . . . ? C2 N1 C16 C17 -73.6(5) . . . . ? C18 O1 C17 C16 165.9(4) . . . . ? N1 C16 C17 O1 -61.4(5) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.860 _refine_diff_density_min -1.025 _refine_diff_density_rms 0.122 _database_code_depnum_ccdc_archive 'CCDC 963280' ####################################################################### # # 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_compound_15 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common (IPrEtOMe)2NiCl2 _chemical_formula_moiety 'C36 H52 Cl2 N4 Ni O2' _chemical_formula_sum 'C36 H52 Cl2 N4 Ni O2' _exptl_crystal_recrystallization_method 'THF - Hexane' _chemical_melting_point ? _exptl_crystal_description Plate _exptl_crystal_colour Orange _diffrn_ambient_temperature 293(2) _chemical_formula_weight 702.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_int_tables_number 29 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 28.655(3) _cell_length_b 8.0546(8) _cell_length_c 16.2099(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3741.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 19237 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 25.13 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.247 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1496 _exptl_absorpt_coefficient_mu 0.697 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7221 _exptl_absorpt_correction_T_max 0.9529 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45690 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_unetI/netI 0.0176 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 25.18 _reflns_number_total 6715 _reflns_number_gt 6055 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Data collection was made at room temperature. ; _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^)+(0.0531P)^2^+0.5095P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.474(12) _refine_ls_number_reflns 6715 _refine_ls_number_parameters 417 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0401 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.0863 _refine_ls_wR_factor_gt 0.0833 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C18 C 0.4081(2) 0.0128(10) -0.0990(3) 0.140(2) Uani 1 1 d . . . H18A H 0.3774 0.0101 -0.1230 0.209 Uiso 1 1 calc R . . H18B H 0.4290 -0.0520 -0.1322 0.209 Uiso 1 1 calc R . . H18C H 0.4189 0.1254 -0.0967 0.209 Uiso 1 1 calc R . . C36 C 0.33554(17) 0.5898(8) 0.5280(3) 0.125(2) Uani 1 1 d . . . H36A H 0.3221 0.4809 0.5245 0.187 Uiso 1 1 calc R . . H36B H 0.3146 0.6622 0.5571 0.187 Uiso 1 1 calc R . . H36C H 0.3647 0.5840 0.5570 0.187 Uiso 1 1 calc R . . C15A C 0.54058(13) 0.4838(5) 0.1616(3) 0.0858(11) Uani 1 1 d . . . H15A H 0.5136 0.5515 0.1715 0.129 Uiso 1 1 calc R . . H15B H 0.5462 0.4770 0.1033 0.129 Uiso 1 1 calc R . . H15C H 0.5672 0.5323 0.1882 0.129 Uiso 1 1 calc R . . C1 C 0.41974(8) 0.1013(3) 0.20884(19) 0.0421(5) Uani 1 1 d . . . C2 C 0.45148(11) -0.1439(4) 0.1741(2) 0.0630(8) Uani 1 1 d . . . H2 H 0.4556 -0.2460 0.1482 0.076 Uiso 1 1 calc R . . C3 C 0.48030(11) -0.0738(3) 0.2286(2) 0.0578(8) Uani 1 1 d . . . H3 H 0.5081 -0.1181 0.2485 0.069 Uiso 1 1 calc R . . C4 C 0.48008(9) 0.1912(3) 0.30969(17) 0.0443(6) Uani 1 1 d . . . C5 C 0.51302(9) 0.3084(3) 0.2836(2) 0.0528(7) Uani 1 1 d . . . C6 C 0.53026(11) 0.4174(4) 0.3425(2) 0.0689(9) Uani 1 1 d . . . H6 H 0.5515 0.4989 0.3270 0.083 Uiso 1 1 calc R . . C7 C 0.51649(12) 0.4066(5) 0.4229(3) 0.0795(11) Uani 1 1 d . . . H7 H 0.5282 0.4817 0.4613 0.095 Uiso 1 1 calc R . . C8 C 0.48525(12) 0.2856(4) 0.4484(2) 0.0692(9) Uani 1 1 d . . . H8 H 0.4770 0.2789 0.5038 0.083 Uiso 1 1 calc R . . C9 C 0.46616(9) 0.1743(4) 0.39240(18) 0.0520(6) Uani 1 1 d . . . C10 C 0.43499(11) 0.0351(4) 0.4213(2) 0.0627(8) Uani 1 1 d . . . H10 H 0.4173 -0.0043 0.3735 0.075 Uiso 1 1 calc R . . C11 C 0.46449(15) -0.1102(5) 0.4528(3) 0.0925(12) Uani 1 1 d . . . H11A H 0.4846 -0.1485 0.4095 0.139 Uiso 1 1 calc R . . H11B H 0.4443 -0.1989 0.4699 0.139 Uiso 1 1 calc R . . H11C H 0.4830 -0.0742 0.4988 0.139 Uiso 1 1 calc R . . C12 C 0.39983(14) 0.0863(6) 0.4877(3) 0.0855(11) Uani 1 1 d . . . H12A H 0.4161 0.1108 0.5380 0.128 Uiso 1 1 calc R . . H12B H 0.3782 -0.0029 0.4970 0.128 Uiso 1 1 calc R . . H12C H 0.3831 0.1830 0.4697 0.128 Uiso 1 1 calc R . . C13 C 0.57743(13) 0.2093(5) 0.1927(2) 0.0845(11) Uani 1 1 d . . . H13A H 0.6002 0.2593 0.2284 0.127 Uiso 1 1 calc R . . H13B H 0.5890 0.2084 0.1371 0.127 Uiso 1 1 calc R . . H13C H 0.5715 0.0974 0.2103 0.127 Uiso 1 1 calc R . . C14 C 0.53220(10) 0.3090(4) 0.1962(2) 0.0619(8) Uani 1 1 d . . . H14 H 0.5093 0.2536 0.1606 0.074 Uiso 1 1 calc R . . C16 C 0.37438(12) -0.0685(5) 0.1107(2) 0.0753(10) Uani 1 1 d . . . H16A H 0.3465 -0.0373 0.1410 0.090 Uiso 1 1 calc R . . H16B H 0.3724 -0.1866 0.0996 0.090 Uiso 1 1 calc R . . C17 C 0.37447(13) 0.0206(6) 0.0315(3) 0.0856(12) Uani 1 1 d . . . H17A H 0.3438 0.0159 0.0063 0.103 Uiso 1 1 calc R . . H17B H 0.3828 0.1362 0.0399 0.103 Uiso 1 1 calc R . . C19 C 0.33097(8) 0.4535(3) 0.21557(19) 0.0426(5) Uani 1 1 d . . . C20 C 0.29640(12) 0.6884(4) 0.2590(2) 0.0617(8) Uani 1 1 d . . . H20 H 0.2911 0.7857 0.2884 0.074 Uiso 1 1 calc R . . C21 C 0.26831(11) 0.6203(3) 0.2041(2) 0.0636(8) Uani 1 1 d . . . H21 H 0.2398 0.6626 0.1864 0.076 Uiso 1 1 calc R . . C22 C 0.27109(9) 0.3692(3) 0.11298(17) 0.0493(6) Uani 1 1 d . . . C23 C 0.28495(11) 0.4002(4) 0.0316(2) 0.0608(8) Uani 1 1 d . . . C24 C 0.26701(12) 0.2956(5) -0.0291(2) 0.0739(10) Uani 1 1 d . . . H24 H 0.2758 0.3124 -0.0837 0.089 Uiso 1 1 calc R . . C25 C 0.23729(13) 0.1705(5) -0.0111(2) 0.0784(10) Uani 1 1 d . . . H25 H 0.2266 0.1012 -0.0529 0.094 Uiso 1 1 calc R . . C26 C 0.22261(11) 0.1451(5) 0.0698(2) 0.0706(9) Uani 1 1 d . . . H26 H 0.2016 0.0602 0.0814 0.085 Uiso 1 1 calc R . . C27 C 0.23889(10) 0.2449(3) 0.1333(2) 0.0560(7) Uani 1 1 d . . . C28 C 0.31489(12) 0.5473(5) 0.0074(2) 0.0703(9) Uani 1 1 d . . . H28 H 0.3318 0.5817 0.0571 0.084 Uiso 1 1 calc R . . C29 C 0.35135(17) 0.5101(8) -0.0578(3) 0.1077(15) Uani 1 1 d . . . H29A H 0.3715 0.4231 -0.0387 0.162 Uiso 1 1 calc R . . H29B H 0.3694 0.6082 -0.0684 0.162 Uiso 1 1 calc R . . H29C H 0.3362 0.4755 -0.1078 0.162 Uiso 1 1 calc R . . C30 C 0.28425(18) 0.6926(6) -0.0178(4) 0.1148(17) Uani 1 1 d . . . H30A H 0.2625 0.6570 -0.0593 0.172 Uiso 1 1 calc R . . H30B H 0.3034 0.7801 -0.0395 0.172 Uiso 1 1 calc R . . H30C H 0.2675 0.7325 0.0295 0.172 Uiso 1 1 calc R . . C31 C 0.21813(10) 0.2259(4) 0.2191(3) 0.0627(7) Uani 1 1 d . . . H31 H 0.2387 0.2827 0.2583 0.075 Uiso 1 1 calc R . . C32 C 0.21376(14) 0.0450(5) 0.2459(3) 0.0867(12) Uani 1 1 d . . . H32A H 0.1903 -0.0090 0.2133 0.130 Uiso 1 1 calc R . . H32B H 0.2051 0.0404 0.3031 0.130 Uiso 1 1 calc R . . H32C H 0.2431 -0.0102 0.2382 0.130 Uiso 1 1 calc R . . C33 C 0.17083(13) 0.3114(5) 0.2211(3) 0.0879(11) Uani 1 1 d . . . H33A H 0.1749 0.4283 0.2120 0.132 Uiso 1 1 calc R . . H33B H 0.1565 0.2939 0.2739 0.132 Uiso 1 1 calc R . . H33C H 0.1513 0.2661 0.1786 0.132 Uiso 1 1 calc R . . C34 C 0.37565(11) 0.6177(4) 0.3175(2) 0.0663(9) Uani 1 1 d . . . H34A H 0.4031 0.5714 0.2913 0.080 Uiso 1 1 calc R . . H34B H 0.3803 0.7366 0.3222 0.080 Uiso 1 1 calc R . . C35 C 0.37157(13) 0.5484(5) 0.3996(2) 0.0727(9) Uani 1 1 d . . . H35A H 0.3579 0.4383 0.3967 0.087 Uiso 1 1 calc R . . H35B H 0.4022 0.5391 0.4246 0.087 Uiso 1 1 calc R . . N1 N 0.41510(8) -0.0383(3) 0.16339(15) 0.0523(6) Uani 1 1 d . . . N2 N 0.46077(7) 0.0784(3) 0.24965(13) 0.0428(5) Uani 1 1 d . . . N3 N 0.33515(8) 0.5871(3) 0.26442(14) 0.0485(5) Uani 1 1 d . . . N4 N 0.28911(8) 0.4737(3) 0.17746(13) 0.0462(5) Uani 1 1 d . . . O1 O 0.40632(11) -0.0548(5) -0.01731(19) 0.1087(10) Uani 1 1 d . . . O2 O 0.34322(10) 0.6525(4) 0.44731(16) 0.0882(8) Uani 1 1 d . . . Cl2 Cl 0.41874(2) 0.42363(9) 0.12727(5) 0.05825(18) Uani 1 1 d . . . Cl3 Cl 0.33268(2) 0.13262(9) 0.29597(5) 0.05826(18) Uani 1 1 d . . . Ni1 Ni 0.375652(10) 0.27775(3) 0.21139(3) 0.04126(9) 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 C18 0.139(5) 0.191(6) 0.089(3) 0.014(4) 0.029(3) 0.049(4) C36 0.099(3) 0.215(6) 0.061(2) 0.014(3) -0.001(2) -0.053(4) C15A 0.0602(19) 0.090(2) 0.107(3) 0.036(2) 0.005(2) -0.0091(18) C1 0.0424(12) 0.0443(11) 0.0397(12) -0.0056(13) 0.0014(13) -0.0079(9) C2 0.075(2) 0.0424(14) 0.071(2) -0.0124(14) 0.0099(17) 0.0044(14) C3 0.0605(17) 0.0471(14) 0.066(2) -0.0091(14) -0.0018(15) 0.0098(12) C4 0.0403(13) 0.0456(13) 0.0470(16) -0.0059(11) -0.0053(11) 0.0033(10) C5 0.0419(14) 0.0528(15) 0.0637(18) -0.0005(14) -0.0088(14) 0.0010(11) C6 0.0561(17) 0.0689(19) 0.082(2) -0.0123(17) -0.0110(17) -0.0157(15) C7 0.070(2) 0.081(2) 0.088(3) -0.030(2) -0.021(2) -0.0075(18) C8 0.063(2) 0.088(2) 0.056(2) -0.0198(17) -0.0080(16) 0.0070(18) C9 0.0428(14) 0.0652(17) 0.0480(16) -0.0047(13) -0.0046(12) 0.0058(12) C10 0.0615(18) 0.0729(19) 0.0538(18) 0.0066(15) 0.0036(15) -0.0018(15) C11 0.090(3) 0.076(2) 0.111(3) 0.015(2) 0.016(3) 0.006(2) C12 0.076(2) 0.107(3) 0.073(2) 0.014(2) 0.025(2) 0.016(2) C13 0.080(2) 0.099(3) 0.074(3) 0.001(2) 0.0158(19) 0.0117(19) C14 0.0499(15) 0.0670(17) 0.069(2) 0.0137(15) -0.0034(15) -0.0083(13) C16 0.079(2) 0.083(2) 0.064(2) -0.0280(19) -0.0151(17) -0.0185(17) C17 0.079(2) 0.096(3) 0.081(3) -0.024(2) -0.015(2) 0.009(2) C19 0.0419(12) 0.0465(12) 0.0395(13) 0.0005(13) -0.0026(14) -0.0034(9) C20 0.072(2) 0.0471(15) 0.066(2) -0.0166(13) -0.0096(16) 0.0107(14) C21 0.0665(17) 0.0565(15) 0.068(2) -0.0107(17) -0.0161(17) 0.0186(13) C22 0.0418(13) 0.0560(15) 0.0500(16) -0.0129(12) -0.0130(12) 0.0071(11) C23 0.0518(16) 0.0745(19) 0.0561(18) -0.0128(15) -0.0116(14) 0.0072(14) C24 0.061(2) 0.103(3) 0.057(2) -0.0251(19) -0.0100(16) -0.0021(18) C25 0.076(2) 0.089(2) 0.071(2) -0.035(2) -0.0217(18) 0.002(2) C26 0.0549(18) 0.075(2) 0.082(2) -0.0195(18) -0.0150(17) -0.0039(15) C27 0.0454(15) 0.0569(15) 0.066(2) -0.0110(14) -0.0158(14) 0.0079(12) C28 0.0616(19) 0.092(2) 0.057(2) -0.0050(17) -0.0108(16) -0.0112(18) C29 0.095(3) 0.160(5) 0.068(3) 0.000(3) 0.010(2) -0.018(3) C30 0.111(4) 0.099(3) 0.135(4) 0.026(3) -0.026(3) -0.017(3) C31 0.0535(15) 0.0662(16) 0.068(2) -0.0048(17) -0.0117(18) -0.0012(12) C32 0.070(2) 0.082(2) 0.108(3) 0.019(2) -0.008(2) -0.0085(19) C33 0.076(2) 0.103(3) 0.085(3) -0.002(3) 0.016(2) 0.0207(19) C34 0.0655(19) 0.077(2) 0.056(2) -0.0236(16) -0.0089(14) -0.0155(16) C35 0.084(2) 0.0629(19) 0.071(2) -0.0045(17) -0.0238(19) -0.0064(17) N1 0.0573(14) 0.0494(12) 0.0502(14) -0.0098(11) -0.0005(11) -0.0104(11) N2 0.0404(11) 0.0404(10) 0.0475(12) -0.0044(9) -0.0005(9) 0.0027(9) N3 0.0517(13) 0.0481(12) 0.0455(13) -0.0076(10) -0.0066(10) -0.0049(10) N4 0.0464(12) 0.0464(11) 0.0458(12) -0.0073(9) -0.0101(10) 0.0052(10) O1 0.104(2) 0.136(3) 0.086(2) -0.003(2) 0.0182(18) 0.033(2) O2 0.100(2) 0.1009(19) 0.0638(15) -0.0051(14) 0.0060(14) -0.0048(16) Cl2 0.0532(4) 0.0588(4) 0.0627(4) 0.0065(3) 0.0051(3) -0.0063(3) Cl3 0.0517(4) 0.0631(4) 0.0600(4) 0.0094(3) 0.0046(3) -0.0035(3) Ni1 0.03883(14) 0.04455(14) 0.04041(15) -0.00336(17) -0.00453(14) -0.00238(12) _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 C18 O1 1.433(6) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C36 O2 1.419(5) . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C15A C14 1.535(5) . ? C15A H15A 0.9600 . ? C15A H15B 0.9600 . ? C15A H15C 0.9600 . ? C1 N1 1.351(3) . ? C1 N2 1.362(3) . ? C1 Ni1 1.902(2) . ? C2 C3 1.335(4) . ? C2 N1 1.357(4) . ? C2 H2 0.9300 . ? C3 N2 1.390(3) . ? C3 H3 0.9300 . ? C4 C5 1.400(4) . ? C4 C9 1.405(4) . ? C4 N2 1.442(3) . ? C5 C6 1.388(4) . ? C5 C14 1.520(5) . ? C6 C7 1.364(5) . ? C6 H6 0.9300 . ? C7 C8 1.387(5) . ? C7 H7 0.9300 . ? C8 C9 1.388(4) . ? C8 H8 0.9300 . ? C9 C10 1.508(4) . ? C10 C12 1.531(5) . ? C10 C11 1.531(5) . ? C10 H10 0.9800 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.526(5) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14 0.9800 . ? C16 N1 1.466(4) . ? C16 C17 1.470(6) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 O1 1.352(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C19 N3 1.341(3) . ? C19 N4 1.359(3) . ? C19 Ni1 1.910(2) . ? C20 C21 1.320(4) . ? C20 N3 1.380(4) . ? C20 H20 0.9300 . ? C21 N4 1.391(4) . ? C21 H21 0.9300 . ? C22 C27 1.401(4) . ? C22 C23 1.401(4) . ? C22 N4 1.438(3) . ? C23 C24 1.394(5) . ? C23 C28 1.514(5) . ? C24 C25 1.350(5) . ? C24 H24 0.9300 . ? C25 C26 1.392(6) . ? C25 H25 0.9300 . ? C26 C27 1.387(5) . ? C26 H26 0.9300 . ? C27 C31 1.521(6) . ? C28 C29 1.516(5) . ? C28 C30 1.519(6) . ? C28 H28 0.9800 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 C33 1.521(4) . ? C31 C32 1.525(5) . ? C31 H31 0.9800 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 C35 1.448(5) . ? C34 N3 1.466(4) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 O2 1.401(5) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? Cl2 Ni1 2.1828(8) . ? Cl3 Ni1 2.1822(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C18 H18A 109.5 . . ? O1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O2 C36 H36A 109.5 . . ? O2 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? O2 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C14 C15A H15A 109.5 . . ? C14 C15A H15B 109.5 . . ? H15A C15A H15B 109.5 . . ? C14 C15A H15C 109.5 . . ? H15A C15A H15C 109.5 . . ? H15B C15A H15C 109.5 . . ? N1 C1 N2 103.7(2) . . ? N1 C1 Ni1 124.64(19) . . ? N2 C1 Ni1 131.65(18) . . ? C3 C2 N1 107.1(2) . . ? C3 C2 H2 126.4 . . ? N1 C2 H2 126.4 . . ? C2 C3 N2 106.7(3) . . ? C2 C3 H3 126.7 . . ? N2 C3 H3 126.7 . . ? C5 C4 C9 123.0(3) . . ? C5 C4 N2 118.7(2) . . ? C9 C4 N2 118.3(2) . . ? C6 C5 C4 117.3(3) . . ? C6 C5 C14 120.7(3) . . ? C4 C5 C14 121.8(3) . . ? C7 C6 C5 120.9(3) . . ? C7 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? C6 C7 C8 121.1(3) . . ? C6 C7 H7 119.5 . . ? C8 C7 H7 119.5 . . ? C7 C8 C9 120.9(3) . . ? C7 C8 H8 119.5 . . ? C9 C8 H8 119.5 . . ? C8 C9 C4 116.7(3) . . ? C8 C9 C10 120.7(3) . . ? C4 C9 C10 122.4(3) . . ? C9 C10 C12 114.1(3) . . ? C9 C10 C11 110.2(3) . . ? C12 C10 C11 109.5(3) . . ? C9 C10 H10 107.6 . . ? C12 C10 H10 107.6 . . ? C11 C10 H10 107.6 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C14 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C5 C14 C13 109.9(3) . . ? C5 C14 C15A 113.6(3) . . ? C13 C14 C15A 109.6(3) . . ? C5 C14 H14 107.8 . . ? C13 C14 H14 107.8 . . ? C15A C14 H14 107.8 . . ? N1 C16 C17 115.2(3) . . ? N1 C16 H16A 108.5 . . ? C17 C16 H16A 108.5 . . ? N1 C16 H16B 108.5 . . ? C17 C16 H16B 108.5 . . ? H16A C16 H16B 107.5 . . ? O1 C17 C16 107.0(4) . . ? O1 C17 H17A 110.3 . . ? C16 C17 H17A 110.3 . . ? O1 C17 H17B 110.3 . . ? C16 C17 H17B 110.3 . . ? H17A C17 H17B 108.6 . . ? N3 C19 N4 104.6(2) . . ? N3 C19 Ni1 123.76(19) . . ? N4 C19 Ni1 131.61(19) . . ? C21 C20 N3 106.7(2) . . ? C21 C20 H20 126.6 . . ? N3 C20 H20 126.6 . . ? C20 C21 N4 107.5(3) . . ? C20 C21 H21 126.2 . . ? N4 C21 H21 126.2 . . ? C27 C22 C23 122.4(3) . . ? C27 C22 N4 118.9(3) . . ? C23 C22 N4 118.6(3) . . ? C24 C23 C22 116.9(3) . . ? C24 C23 C28 120.0(3) . . ? C22 C23 C28 123.0(3) . . ? C25 C24 C23 122.1(4) . . ? C25 C24 H24 118.9 . . ? C23 C24 H24 118.9 . . ? C24 C25 C26 120.2(3) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C27 C26 C25 120.8(3) . . ? C27 C26 H26 119.6 . . ? C25 C26 H26 119.6 . . ? C26 C27 C22 117.5(3) . . ? C26 C27 C31 119.3(3) . . ? C22 C27 C31 123.0(3) . . ? C23 C28 C29 114.6(4) . . ? C23 C28 C30 110.2(3) . . ? C29 C28 C30 111.3(4) . . ? C23 C28 H28 106.8 . . ? C29 C28 H28 106.8 . . ? C30 C28 H28 106.8 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C27 C31 C33 108.8(3) . . ? C27 C31 C32 112.9(3) . . ? C33 C31 C32 110.7(3) . . ? C27 C31 H31 108.1 . . ? C33 C31 H31 108.1 . . ? C32 C31 H31 108.1 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C35 C34 N3 114.3(3) . . ? C35 C34 H34A 108.7 . . ? N3 C34 H34A 108.7 . . ? C35 C34 H34B 108.7 . . ? N3 C34 H34B 108.7 . . ? H34A C34 H34B 107.6 . . ? O2 C35 C34 108.8(3) . . ? O2 C35 H35A 109.9 . . ? C34 C35 H35A 109.9 . . ? O2 C35 H35B 109.9 . . ? C34 C35 H35B 109.9 . . ? H35A C35 H35B 108.3 . . ? C1 N1 C2 112.1(2) . . ? C1 N1 C16 122.3(3) . . ? C2 N1 C16 125.6(3) . . ? C1 N2 C3 110.4(2) . . ? C1 N2 C4 125.0(2) . . ? C3 N2 C4 124.5(2) . . ? C19 N3 C20 111.4(2) . . ? C19 N3 C34 123.5(2) . . ? C20 N3 C34 125.1(2) . . ? C19 N4 C21 109.8(2) . . ? C19 N4 C22 125.3(2) . . ? C21 N4 C22 124.6(2) . . ? C17 O1 C18 113.2(4) . . ? C35 O2 C36 112.7(4) . . ? C1 Ni1 C19 179.08(15) . . ? C1 Ni1 Cl3 89.33(8) . . ? C19 Ni1 Cl3 89.81(8) . . ? C1 Ni1 Cl2 90.73(8) . . ? C19 Ni1 Cl2 90.13(8) . . ? Cl3 Ni1 Cl2 179.73(4) . . ? 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 N1 C2 C3 N2 -0.9(3) . . . . ? C9 C4 C5 C6 -3.6(4) . . . . ? N2 C4 C5 C6 178.7(3) . . . . ? C9 C4 C5 C14 171.7(3) . . . . ? N2 C4 C5 C14 -5.9(4) . . . . ? C4 C5 C6 C7 1.9(5) . . . . ? C14 C5 C6 C7 -173.5(3) . . . . ? C5 C6 C7 C8 0.7(6) . . . . ? C6 C7 C8 C9 -1.6(6) . . . . ? C7 C8 C9 C4 0.0(5) . . . . ? C7 C8 C9 C10 175.5(3) . . . . ? C5 C4 C9 C8 2.7(4) . . . . ? N2 C4 C9 C8 -179.6(3) . . . . ? C5 C4 C9 C10 -172.7(3) . . . . ? N2 C4 C9 C10 4.9(4) . . . . ? C8 C9 C10 C12 42.1(4) . . . . ? C4 C9 C10 C12 -142.7(3) . . . . ? C8 C9 C10 C11 -81.6(4) . . . . ? C4 C9 C10 C11 93.6(4) . . . . ? C6 C5 C14 C13 81.6(4) . . . . ? C4 C5 C14 C13 -93.6(3) . . . . ? C6 C5 C14 C15A -41.6(4) . . . . ? C4 C5 C14 C15A 143.2(3) . . . . ? N1 C16 C17 O1 73.4(4) . . . . ? N3 C20 C21 N4 1.9(4) . . . . ? C27 C22 C23 C24 -3.2(4) . . . . ? N4 C22 C23 C24 179.5(3) . . . . ? C27 C22 C23 C28 172.1(3) . . . . ? N4 C22 C23 C28 -5.2(4) . . . . ? C22 C23 C24 C25 0.6(5) . . . . ? C28 C23 C24 C25 -174.9(3) . . . . ? C23 C24 C25 C26 1.7(6) . . . . ? C24 C25 C26 C27 -1.3(6) . . . . ? C25 C26 C27 C22 -1.2(5) . . . . ? C25 C26 C27 C31 173.3(3) . . . . ? C23 C22 C27 C26 3.5(4) . . . . ? N4 C22 C27 C26 -179.3(3) . . . . ? C23 C22 C27 C31 -170.8(3) . . . . ? N4 C22 C27 C31 6.5(4) . . . . ? C24 C23 C28 C29 -44.1(4) . . . . ? C22 C23 C28 C29 140.8(3) . . . . ? C24 C23 C28 C30 82.3(4) . . . . ? C22 C23 C28 C30 -92.9(4) . . . . ? C26 C27 C31 C33 -77.5(4) . . . . ? C22 C27 C31 C33 96.7(3) . . . . ? C26 C27 C31 C32 45.8(4) . . . . ? C22 C27 C31 C32 -140.0(3) . . . . ? N3 C34 C35 O2 -78.8(3) . . . . ? N2 C1 N1 C2 -0.6(3) . . . . ? Ni1 C1 N1 C2 -179.3(2) . . . . ? N2 C1 N1 C16 178.3(3) . . . . ? Ni1 C1 N1 C16 -0.4(4) . . . . ? C3 C2 N1 C1 1.0(4) . . . . ? C3 C2 N1 C16 -177.9(3) . . . . ? C17 C16 N1 C1 78.1(4) . . . . ? C17 C16 N1 C2 -103.2(4) . . . . ? N1 C1 N2 C3 0.0(3) . . . . ? Ni1 C1 N2 C3 178.6(2) . . . . ? N1 C1 N2 C4 -176.8(2) . . . . ? Ni1 C1 N2 C4 1.8(4) . . . . ? C2 C3 N2 C1 0.6(3) . . . . ? C2 C3 N2 C4 177.4(3) . . . . ? C5 C4 N2 C1 -95.5(3) . . . . ? C9 C4 N2 C1 86.8(3) . . . . ? C5 C4 N2 C3 88.2(3) . . . . ? C9 C4 N2 C3 -89.6(3) . . . . ? N4 C19 N3 C20 1.3(3) . . . . ? Ni1 C19 N3 C20 -175.9(2) . . . . ? N4 C19 N3 C34 -179.8(3) . . . . ? Ni1 C19 N3 C34 3.0(4) . . . . ? C21 C20 N3 C19 -2.1(4) . . . . ? C21 C20 N3 C34 179.0(3) . . . . ? C35 C34 N3 C19 -89.9(4) . . . . ? C35 C34 N3 C20 88.9(4) . . . . ? N3 C19 N4 C21 -0.1(3) . . . . ? Ni1 C19 N4 C21 176.8(2) . . . . ? N3 C19 N4 C22 173.8(2) . . . . ? Ni1 C19 N4 C22 -9.3(4) . . . . ? C20 C21 N4 C19 -1.2(4) . . . . ? C20 C21 N4 C22 -175.1(3) . . . . ? C27 C22 N4 C19 98.8(3) . . . . ? C23 C22 N4 C19 -83.8(4) . . . . ? C27 C22 N4 C21 -88.1(4) . . . . ? C23 C22 N4 C21 89.2(3) . . . . ? C16 C17 O1 C18 176.2(4) . . . . ? C34 C35 O2 C36 177.3(3) . . . . ? N1 C1 Ni1 C19 99(8) . . . . ? N2 C1 Ni1 C19 -79(8) . . . . ? N1 C1 Ni1 Cl3 79.3(2) . . . . ? N2 C1 Ni1 Cl3 -99.0(3) . . . . ? N1 C1 Ni1 Cl2 -100.9(2) . . . . ? N2 C1 Ni1 Cl2 80.7(3) . . . . ? N3 C19 Ni1 C1 78(8) . . . . ? N4 C19 Ni1 C1 -98(8) . . . . ? N3 C19 Ni1 Cl3 97.7(2) . . . . ? N4 C19 Ni1 Cl3 -78.7(3) . . . . ? N3 C19 Ni1 Cl2 -82.1(2) . . . . ? N4 C19 Ni1 Cl2 101.5(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.18 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.572 _refine_diff_density_min -0.161 _refine_diff_density_rms 0.042 _database_code_depnum_ccdc_archive 'CCDC 963281' ####################################################################### # # 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_compound_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common '[(EtOH)DiPPIm]2AgCl' _chemical_formula_moiety 'C34 H48 Ag N4 O2, C H2 Cl2, Cl' _chemical_formula_sum 'C35 H50 Ag Cl3 N4 O2' _exptl_crystal_recrystallization_method 'DCM - Pentane' _chemical_melting_point ? _exptl_crystal_description Prism _exptl_crystal_colour Colorless _diffrn_ambient_temperature 173(2) _chemical_formula_weight 773.01 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 _chemical_absolute_configuration ? 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 19.5798(5) _cell_length_b 19.7314(9) _cell_length_c 12.2390(5) _cell_angle_alpha 90.00 _cell_angle_beta 126.049(2) _cell_angle_gamma 90.00 _cell_volume 3823.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4086 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.343 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1608 _exptl_absorpt_coefficient_mu 0.771 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.889 _exptl_absorpt_correction_T_max 0.911 _exptl_absorpt_process_details 'R.H. Blessing, Acta Crystallogr., Sect A 1995, 51, 33-38.' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6562 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_unetI/netI 0.0420 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 25.99 _reflns_number_total 3734 _reflns_number_gt 2805 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'Sir 92' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0928P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3734 _refine_ls_number_parameters 214 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0634 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1465 _refine_ls_wR_factor_gt 0.1213 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.7500 0.2500 1.0000 0.03296(17) Uani 1 2 d S . . Cl1 Cl 1.0000 0.10541(8) 0.7500 0.0533(4) Uani 1 2 d S . . O1 O 0.8279(2) 0.09465(15) 0.6963(3) 0.0523(7) Uani 1 1 d . . . N2 N 0.77203(18) 0.09791(15) 1.0363(3) 0.0293(6) Uani 1 1 d . . . N1 N 0.76158(18) 0.12236(15) 0.8568(3) 0.0331(7) Uani 1 1 d . . . C6 C 0.7650(2) 0.10566(17) 1.1466(3) 0.0297(7) Uani 1 1 d . . . C2 C 0.7807(2) 0.03736(17) 0.9872(3) 0.0347(8) Uani 1 1 d . . . H008 H 0.7894 -0.0055 1.0248 0.042 Uiso 1 1 calc R . . C7 C 0.8375(2) 0.12163(17) 1.2759(3) 0.0348(8) Uani 1 1 d . . . C15 C 0.6084(2) 0.0788(2) 0.9783(4) 0.0452(10) Uani 1 1 d . . . H010 H 0.6220 0.0877 0.9143 0.054 Uiso 1 1 calc R . . C3 C 0.7740(2) 0.05337(19) 0.8751(3) 0.0376(8) Uani 1 1 d . . . H011 H 0.7771 0.0234 0.8195 0.045 Uiso 1 1 calc R . . C4 C 0.7460(3) 0.1602(2) 0.7419(4) 0.0447(9) Uani 1 1 d . . . H01A H 0.7318 0.2066 0.7474 0.054 Uiso 1 1 calc R . . H01B H 0.6976 0.1407 0.6594 0.054 Uiso 1 1 calc R . . C8 C 0.8267(3) 0.13099(19) 1.3780(4) 0.0434(9) Uani 1 1 d . . . H013 H 0.8732 0.1412 1.4652 0.052 Uiso 1 1 calc R . . C5 C 0.8190(3) 0.1609(2) 0.7336(4) 0.0502(10) Uani 1 1 d . . . H01C H 0.8093 0.1937 0.6668 0.060 Uiso 1 1 calc R . . H01D H 0.8702 0.1734 0.8204 0.060 Uiso 1 1 calc R . . C11 C 0.6851(2) 0.09899(19) 1.1182(4) 0.0365(8) Uani 1 1 d . . . C12 C 0.9239(2) 0.12833(19) 1.3055(4) 0.0402(9) Uani 1 1 d . . . H016 H 0.9173 0.1231 1.2201 0.048 Uiso 1 1 calc R . . C10 C 0.6784(2) 0.1090(2) 1.2235(4) 0.0437(9) Uani 1 1 d . . . H017 H 0.6260 0.1047 1.2077 0.052 Uiso 1 1 calc R . . C1 C 0.7605(2) 0.15065(17) 0.9559(3) 0.0304(7) Uani 1 1 d . . . C9 C 0.7480(3) 0.1252(2) 1.3510(4) 0.0470(10) Uani 1 1 d . . . H019 H 0.7419 0.1324 1.4199 0.056 Uiso 1 1 calc R . . C13 C 0.9831(3) 0.0726(2) 1.4015(4) 0.0601(12) Uani 1 1 d . . . H02A H 0.9578 0.0291 1.3643 0.090 Uiso 1 1 calc R . . H02B H 0.9927 0.0780 1.4874 0.090 Uiso 1 1 calc R . . H02C H 1.0359 0.0755 1.4130 0.090 Uiso 1 1 calc R . . C14 C 0.9615(3) 0.1986(2) 1.3627(5) 0.0609(12) Uani 1 1 d . . . H02D H 1.0163 0.2017 1.3811 0.091 Uiso 1 1 calc R . . H02E H 0.9666 0.2055 1.4449 0.091 Uiso 1 1 calc R . . H02F H 0.9252 0.2327 1.2981 0.091 Uiso 1 1 calc R . . C16 C 0.5295(3) 0.1197(3) 0.9320(5) 0.0652(13) Uani 1 1 d . . . H02G H 0.4837 0.1057 0.8426 0.098 Uiso 1 1 calc R . . H02H H 0.5405 0.1670 0.9313 0.098 Uiso 1 1 calc R . . H02I H 0.5145 0.1120 0.9930 0.098 Uiso 1 1 calc R . . C17 C 0.5919(3) 0.0033(2) 0.9740(5) 0.0665(13) Uani 1 1 d . . . H11A H 0.6421 -0.0214 1.0022 0.100 Uiso 1 1 calc R . . H11B H 0.5467 -0.0097 0.8835 0.100 Uiso 1 1 calc R . . H11C H 0.5765 -0.0068 1.0337 0.100 Uiso 1 1 calc R . . Cl2 Cl 0.92242(10) 0.31171(10) 0.61485(15) 0.1096(6) Uani 1 1 d . . . C18 C 1.0183(6) 0.2751(5) 0.7228(10) 0.058(2) Uani 0.50 1 d P . -1 H18A H 1.0500 0.2788 0.6852 0.069 Uiso 0.50 1 calc PR . -1 H18B H 1.0104 0.2273 0.7307 0.069 Uiso 0.50 1 calc PR . -1 H1A H 0.877(3) 0.092(3) 0.710(5) 0.087 Uiso 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 Ag1 0.0526(3) 0.0215(2) 0.0335(3) 0.00307(15) 0.0301(2) 0.00272(14) Cl1 0.0605(9) 0.0590(10) 0.0465(8) 0.000 0.0350(7) 0.000 O1 0.0724(19) 0.0501(19) 0.0556(17) -0.0097(14) 0.0495(16) -0.0054(15) N2 0.0428(15) 0.0231(16) 0.0228(13) 0.0008(11) 0.0198(11) 0.0019(12) N1 0.0471(17) 0.0296(17) 0.0259(14) 0.0026(12) 0.0233(13) 0.0041(12) C6 0.049(2) 0.0192(17) 0.0275(16) 0.0031(14) 0.0259(15) 0.0004(14) C2 0.0486(19) 0.0230(18) 0.0340(18) -0.0010(15) 0.0252(16) 0.0014(14) C7 0.053(2) 0.0258(19) 0.0286(18) 0.0015(15) 0.0253(16) 0.0007(15) C15 0.046(2) 0.054(3) 0.040(2) -0.0005(19) 0.0284(17) -0.0015(18) C3 0.054(2) 0.031(2) 0.0310(18) -0.0023(16) 0.0268(17) 0.0028(16) C4 0.066(2) 0.046(2) 0.0322(19) 0.0086(17) 0.0343(19) 0.0075(19) C8 0.063(2) 0.038(2) 0.0294(19) -0.0015(16) 0.0278(17) -0.0027(18) C5 0.077(3) 0.042(3) 0.047(2) 0.0009(19) 0.045(2) -0.005(2) C11 0.052(2) 0.0267(19) 0.0363(19) 0.0079(16) 0.0294(17) 0.0075(16) C12 0.049(2) 0.040(2) 0.0289(18) -0.0007(16) 0.0213(16) 0.0001(16) C10 0.057(2) 0.043(2) 0.044(2) 0.0055(18) 0.0369(19) 0.0067(17) C1 0.0438(19) 0.0255(18) 0.0230(16) 0.0010(14) 0.0203(15) -0.0008(14) C9 0.080(3) 0.039(2) 0.044(2) 0.0065(19) 0.048(2) 0.007(2) C13 0.070(3) 0.058(3) 0.052(2) 0.015(2) 0.036(2) 0.017(2) C14 0.060(3) 0.050(3) 0.064(3) -0.015(2) 0.032(2) -0.014(2) C16 0.056(3) 0.071(3) 0.059(3) 0.007(2) 0.028(2) 0.014(2) C17 0.068(3) 0.054(3) 0.070(3) -0.013(2) 0.036(2) -0.013(2) Cl2 0.1031(11) 0.1559(18) 0.0708(9) 0.0452(10) 0.0517(8) 0.0571(11) C18 0.066(6) 0.049(5) 0.055(6) -0.006(5) 0.034(4) -0.008(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 C1 2.075(3) . ? Ag1 C1 2.075(3) 7_657 ? O1 C5 1.428(5) . ? O1 H1A 0.87(5) . ? N2 C1 1.356(4) . ? N2 C2 1.392(4) . ? N2 C6 1.444(4) . ? N1 C1 1.346(4) . ? N1 C3 1.378(5) . ? N1 C4 1.458(4) . ? C6 C11 1.394(5) . ? C6 C7 1.405(5) . ? C2 C3 1.337(5) . ? C2 H008 0.9300 . ? C7 C8 1.396(5) . ? C7 C12 1.514(5) . ? C15 C17 1.519(6) . ? C15 C11 1.523(5) . ? C15 C16 1.527(6) . ? C15 H010 0.9800 . ? C3 H011 0.9300 . ? C4 C5 1.492(6) . ? C4 H01A 0.9700 . ? C4 H01B 0.9700 . ? C8 C9 1.378(6) . ? C8 H013 0.9300 . ? C5 H01C 0.9700 . ? C5 H01D 0.9700 . ? C11 C10 1.383(5) . ? C12 C13 1.527(5) . ? C12 C14 1.533(5) . ? C12 H016 0.9800 . ? C10 C9 1.375(6) . ? C10 H017 0.9300 . ? C9 H019 0.9300 . ? C13 H02A 0.9600 . ? C13 H02B 0.9600 . ? C13 H02C 0.9600 . ? C14 H02D 0.9600 . ? C14 H02E 0.9600 . ? C14 H02F 0.9600 . ? C16 H02G 0.9600 . ? C16 H02H 0.9600 . ? C16 H02I 0.9600 . ? C17 H11A 0.9600 . ? C17 H11B 0.9600 . ? C17 H11C 0.9600 . ? Cl2 C18 1.694(10) . ? Cl2 C18 1.761(9) 2_756 ? C18 Cl2 1.761(9) 2_756 ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ag1 C1 180.000(1) . 7_657 ? C5 O1 H1A 109(3) . . ? C1 N2 C2 110.9(3) . . ? C1 N2 C6 122.0(3) . . ? C2 N2 C6 126.7(3) . . ? C1 N1 C3 111.0(3) . . ? C1 N1 C4 123.5(3) . . ? C3 N1 C4 125.4(3) . . ? C11 C6 C7 122.9(3) . . ? C11 C6 N2 117.9(3) . . ? C7 C6 N2 119.2(3) . . ? C3 C2 N2 106.1(3) . . ? C3 C2 H008 127.0 . . ? N2 C2 H008 127.0 . . ? C8 C7 C6 117.0(3) . . ? C8 C7 C12 120.7(3) . . ? C6 C7 C12 122.4(3) . . ? C17 C15 C11 110.2(3) . . ? C17 C15 C16 110.9(4) . . ? C11 C15 C16 113.1(3) . . ? C17 C15 H010 107.5 . . ? C11 C15 H010 107.5 . . ? C16 C15 H010 107.5 . . ? C2 C3 N1 107.5(3) . . ? C2 C3 H011 126.2 . . ? N1 C3 H011 126.2 . . ? N1 C4 C5 113.9(3) . . ? N1 C4 H01A 108.8 . . ? C5 C4 H01A 108.8 . . ? N1 C4 H01B 108.8 . . ? C5 C4 H01B 108.8 . . ? H01A C4 H01B 107.7 . . ? C9 C8 C7 120.7(4) . . ? C9 C8 H013 119.6 . . ? C7 C8 H013 119.6 . . ? O1 C5 C4 108.4(3) . . ? O1 C5 H01C 110.0 . . ? C4 C5 H01C 110.0 . . ? O1 C5 H01D 110.0 . . ? C4 C5 H01D 110.0 . . ? H01C C5 H01D 108.4 . . ? C10 C11 C6 117.4(3) . . ? C10 C11 C15 120.9(3) . . ? C6 C11 C15 121.6(3) . . ? C7 C12 C13 110.9(3) . . ? C7 C12 C14 110.9(3) . . ? C13 C12 C14 111.0(3) . . ? C7 C12 H016 108.0 . . ? C13 C12 H016 108.0 . . ? C14 C12 H016 108.0 . . ? C9 C10 C11 121.1(4) . . ? C9 C10 H017 119.4 . . ? C11 C10 H017 119.4 . . ? N1 C1 N2 104.5(3) . . ? N1 C1 Ag1 133.0(3) . . ? N2 C1 Ag1 122.4(2) . . ? C10 C9 C8 120.8(4) . . ? C10 C9 H019 119.6 . . ? C8 C9 H019 119.6 . . ? C12 C13 H02A 109.5 . . ? C12 C13 H02B 109.5 . . ? H02A C13 H02B 109.5 . . ? C12 C13 H02C 109.5 . . ? H02A C13 H02C 109.5 . . ? H02B C13 H02C 109.5 . . ? C12 C14 H02D 109.5 . . ? C12 C14 H02E 109.5 . . ? H02D C14 H02E 109.5 . . ? C12 C14 H02F 109.5 . . ? H02D C14 H02F 109.5 . . ? H02E C14 H02F 109.5 . . ? C15 C16 H02G 109.5 . . ? C15 C16 H02H 109.5 . . ? H02G C16 H02H 109.5 . . ? C15 C16 H02I 109.5 . . ? H02G C16 H02I 109.5 . . ? H02H C16 H02I 109.5 . . ? C15 C17 H11A 109.5 . . ? C15 C17 H11B 109.5 . . ? H11A C17 H11B 109.5 . . ? C15 C17 H11C 109.5 . . ? H11A C17 H11C 109.5 . . ? H11B C17 H11C 109.5 . . ? C18 Cl2 C18 41.7(6) . 2_756 ? Cl2 C18 Cl2 113.4(6) . 2_756 ? Cl2 C18 H18A 108.9 . . ? Cl2 C18 H18A 108.9 2_756 . ? Cl2 C18 H18B 108.9 . . ? Cl2 C18 H18B 108.9 2_756 . ? H18A C18 H18B 107.7 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.900 _refine_diff_density_min -0.723 _refine_diff_density_rms 0.126 _database_code_depnum_ccdc_archive 'CCDC 963282'