# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2003 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Daniel Reger' 'James R. Gardinier' 'T. Christian Grattan' 'Monica R. Smith' 'Mark D. Smith' _publ_contact_author_name 'Prof Daniel Reger' _publ_contact_author_address ; Department of Chemistry University of South Carolina Columbia SC 29208 UNITED STATES OF AMERICA ; _publ_contact_author_email REGER@SC.EDU _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Synthesis of the Silver(I) Complex of CH2[CH(pz4Et)2]2 Containing the Unprecedented [Ag(NO3)4]3- Anion: A General Method for the Preparation of 4-(alkyl)pyrazoles. ; data_jrg33b2m _database_code_CSD 216925 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H15 Cl N2' _chemical_formula_weight 174.67 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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 10.0574(8) _cell_length_b 13.4157(10) _cell_length_c 15.1345(11) _cell_angle_alpha 90.00 _cell_angle_beta 91.235(2) _cell_angle_gamma 90.00 _cell_volume 2041.6(3) _cell_formula_units_Z 8 _cell_measurement_temperature 200.0(2) _cell_measurement_reflns_used 2981 _cell_measurement_theta_min 2.532 _cell_measurement_theta_max 25.022 _exptl_crystal_description bar _exptl_crystal_colour colorless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.137 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 0.321 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200.0(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ccd _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 5339 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_sigmaI/netI 0.0335 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 25.04 _reflns_number_total 1797 _reflns_number_gt 1443 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART NT V5.625 (Bruker, 2000)' _computing_cell_refinement 'SAINT+ NT V6.02a (Bruker, 1998)' _computing_data_reduction 'SAINT+ NT V6.02a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.1 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.1' _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^)+(0.0924P)^2^+0.2405P] 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 1797 _refine_ls_number_parameters 130 _refine_ls_number_restraints 28 _refine_ls_R_factor_all 0.0597 _refine_ls_R_factor_gt 0.0499 _refine_ls_wR_factor_ref 0.1466 _refine_ls_wR_factor_gt 0.1400 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.149 _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 C1 C 0.2562(3) 0.34386(19) 0.15104(17) 0.0516(7) Uani 1 1 d . A . H1 H 0.3016 0.2859 0.1319 0.062 Uiso 1 1 calc R . . C2 C 0.2593(2) 0.38059(17) 0.23534(18) 0.0474(6) Uani 1 1 d . . . C3 C 0.1799(3) 0.46398(18) 0.23124(17) 0.0516(7) Uani 1 1 d . A . H3 H 0.1612 0.5067 0.2794 0.062 Uiso 1 1 calc R . . C4A C 0.3279(3) 0.3373(2) 0.3158(2) 0.0672(9) Uani 0.538(6) 1 d PD A 1 H4A1 H 0.4237 0.3290 0.3039 0.081 Uiso 0.538(6) 1 calc PR A 1 H4A2 H 0.3198 0.3845 0.3657 0.081 Uiso 0.538(6) 1 calc PR A 1 C5A C 0.2709(5) 0.2389(4) 0.3414(4) 0.0672(17) Uani 0.538(6) 1 d PD A 1 H5A1 H 0.2883 0.1921 0.2924 0.081 Uiso 0.538(6) 1 calc PR A 1 H5A2 H 0.3236 0.2150 0.3932 0.081 Uiso 0.538(6) 1 calc PR A 1 C6A C 0.1361(3) 0.2283(3) 0.3624(2) 0.0919(13) Uani 0.538(6) 1 d PD A 1 H6A1 H 0.0915 0.2135 0.3049 0.110 Uiso 0.538(6) 1 calc PR A 1 H6A2 H 0.1078 0.2967 0.3779 0.110 Uiso 0.538(6) 1 calc PR A 1 C7A C 0.0678(12) 0.1651(8) 0.4250(5) 0.100(3) Uani 0.538(6) 1 d PD A 1 H7A1 H 0.0130 0.2076 0.4634 0.121 Uiso 0.538(6) 1 calc PR A 1 H7A2 H 0.1348 0.1311 0.4632 0.121 Uiso 0.538(6) 1 calc PR A 1 C8A C -0.0178(12) 0.0900(8) 0.3829(9) 0.112(3) Uani 0.538(6) 1 d PD A 1 H8A1 H -0.0900 0.1232 0.3498 0.168 Uiso 0.538(6) 1 calc PR A 1 H8A2 H -0.0554 0.0469 0.4283 0.168 Uiso 0.538(6) 1 calc PR A 1 H8A3 H 0.0346 0.0497 0.3425 0.168 Uiso 0.538(6) 1 calc PR A 1 C4B C 0.3279(3) 0.3373(2) 0.3158(2) 0.0672(9) Uani 0.46 1 d PD A 2 H4B1 H 0.3876 0.2834 0.2961 0.081 Uiso 0.462(6) 1 calc PR A 2 H4B2 H 0.3846 0.3899 0.3428 0.081 Uiso 0.462(6) 1 calc PR A 2 C5B C 0.2442(6) 0.2975(6) 0.3835(4) 0.078(2) Uani 0.462(6) 1 d PD A 2 H5B1 H 0.2043 0.3551 0.4141 0.093 Uiso 0.462(6) 1 calc PR A 2 H5B2 H 0.3034 0.2639 0.4272 0.093 Uiso 0.462(6) 1 calc PR A 2 C6B C 0.1361(3) 0.2283(3) 0.3624(2) 0.0919(13) Uani 0.46 1 d PD A 2 H6B1 H 0.1453 0.2189 0.2979 0.110 Uiso 0.462(6) 1 calc PR A 2 H6B2 H 0.0566 0.2710 0.3683 0.110 Uiso 0.462(6) 1 calc PR A 2 C7B C 0.0867(9) 0.1303(5) 0.3906(8) 0.075(3) Uani 0.462(6) 1 d PD A 2 H7B1 H 0.1470 0.1062 0.4386 0.090 Uiso 0.462(6) 1 calc PR A 2 H7B2 H 0.0963 0.0839 0.3403 0.090 Uiso 0.462(6) 1 calc PR A 2 C8B C -0.0511(9) 0.1208(9) 0.4220(8) 0.084(3) Uani 0.462(6) 1 d PD A 2 H8B1 H -0.0631 0.1644 0.4732 0.125 Uiso 0.462(6) 1 calc PR A 2 H8B2 H -0.0678 0.0515 0.4391 0.125 Uiso 0.462(6) 1 calc PR A 2 H8B3 H -0.1137 0.1401 0.3745 0.125 Uiso 0.462(6) 1 calc PR A 2 N1 N 0.1337(2) 0.47501(15) 0.14940(14) 0.0519(6) Uani 1 1 d . . . H1N H 0.0809 0.5233 0.1307 0.079(10) Uiso 1 1 calc R A . N2 N 0.1796(2) 0.40181(15) 0.10002(15) 0.0512(6) Uani 1 1 d . A . H2N H 0.1625 0.3930 0.0433 0.075(10) Uiso 1 1 calc R . . Cl Cl 0.07971(7) 0.62051(5) 0.41131(4) 0.0592(3) 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 C1 0.0563(15) 0.0431(14) 0.0553(16) -0.0028(11) -0.0012(12) 0.0124(11) C2 0.0471(14) 0.0472(15) 0.0477(15) 0.0023(10) -0.0026(11) 0.0018(10) C3 0.0625(16) 0.0454(15) 0.0470(15) -0.0040(11) 0.0048(12) 0.0052(11) C4A 0.0650(18) 0.072(2) 0.0633(19) 0.0085(15) -0.0203(14) 0.0018(15) C5A 0.080(4) 0.069(4) 0.053(4) 0.015(3) -0.011(3) 0.016(3) C6A 0.091(3) 0.096(3) 0.087(3) 0.039(2) -0.030(2) -0.017(2) C7A 0.132(9) 0.108(8) 0.062(6) 0.026(5) 0.006(5) -0.003(6) C8A 0.094(7) 0.105(8) 0.138(11) -0.006(6) 0.013(6) -0.013(6) C4B 0.0650(18) 0.072(2) 0.0633(19) 0.0085(15) -0.0203(14) 0.0018(15) C5B 0.082(5) 0.105(6) 0.045(4) 0.018(4) -0.011(3) 0.020(4) C6B 0.091(3) 0.096(3) 0.087(3) 0.039(2) -0.030(2) -0.017(2) C7B 0.081(6) 0.077(6) 0.067(7) 0.007(4) 0.008(5) 0.016(5) C8B 0.083(6) 0.075(7) 0.093(8) 0.006(5) 0.019(5) -0.006(5) N1 0.0599(13) 0.0419(12) 0.0536(13) 0.0042(9) -0.0007(10) 0.0140(10) N2 0.0644(13) 0.0485(12) 0.0407(12) -0.0013(9) -0.0020(10) 0.0092(10) Cl 0.0842(6) 0.0523(5) 0.0409(4) -0.0029(2) -0.0006(3) -0.0300(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 C1 N2 1.330(3) . ? C1 C2 1.367(4) . ? C2 C3 1.375(3) . ? C2 C4A 1.503(4) . ? C3 N1 1.322(3) . ? C4A C5A 1.494(5) . ? C5A C6A 1.406(5) . ? C6A C7A 1.456(6) . ? C7A C8A 1.462(7) . ? C7B C8B 1.481(7) . ? N1 N2 1.323(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 C2 109.4(2) . . ? C1 C2 C3 104.4(2) . . ? C1 C2 C4A 128.1(2) . . ? C3 C2 C4A 127.4(2) . . ? N1 C3 C2 109.0(2) . . ? C5A C4A C2 112.3(3) . . ? C6A C5A C4A 121.7(4) . . ? C5A C6A C7A 132.6(6) . . ? C6A C7A C8A 113.5(9) . . ? C3 N1 N2 109.0(2) . . ? N1 N2 C1 108.1(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1N Cl 0.88 2.16 3.029(2) 168.6 2 N2 H2N Cl 0.88 2.16 3.022(2) 168.3 6_565 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.409 _refine_diff_density_min -0.224 _refine_diff_density_rms 0.067 data_iii208s _database_code_CSD 216926 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C138 H192 Ag8 N56 O24' _chemical_formula_weight 3882.44 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.2524(7) _cell_length_b 21.8178(13) _cell_length_c 27.0779(16) _cell_angle_alpha 68.5730(10) _cell_angle_beta 80.9340(10) _cell_angle_gamma 87.3490(10) _cell_volume 6653.5(7) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9493 _cell_measurement_theta_min 2.288 _cell_measurement_theta_max 21.004 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.48 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.969 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1980 _exptl_absorpt_coefficient_mu 0.626 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.3942 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; Large well-formed colorless block crystals of the title compound are stable when left undisturbed in the mother liquor, but are extremely sensitive to temperature changes and mechanical manipulation. Crystals survive for several seconds in paratone-N oil, long enough for quick mounting and flash-freezing on the diffractometer, but crack immediately when placed in the diffractometer cold stream. After a series of unsuccessful attempts at temperatures ranging from 240 K to 100 K, low-temperature data collection was abandoned and crystals were mounted in the mother liquor inside thin-walled capillary tubes. All three crystals showed significant cracking during the < 8 h data collections, and only the best of these data sets is reported here. Due to the crystal stability problems, all but general features of the connectivity and molecular geometry should be considered imprecise and unreliable. The crystal instability is most likely due to the high disordered solvent content (ca. 45% of the total unit cell volume, calculated by PLATON), which is also responsible for the lack of appreciable x-ray scattering above ca. 2theta = 40º. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31940 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0595 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 21.30 _reflns_number_total 14793 _reflns_number_gt 9115 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; The title compound crystallizes in the triclinic system, in the space group P-1. The asymmetric unit contains half each of three [Ag2(m-C23H32N8)2]2+ cations and one [Ag(NO3)4]3- anion. All ethyl groups of the cations show inflated displacement ellipsoids, a symptom of disorder. Two terminal -CH3 groups of the ethyl substituents could not be located due to disorder (the affected ethyl groups are associated with pz rings N61-C63 (Ag2) and N111-C113 (Ag3)). All located species were refined anisotropically with hydrogens in idealized positions. Multiple diffusely distributed electron density peaks are also present in voids between the identifiable species, assumed to be disordered solvent. These were modeled as variable occupancy carbon atoms with a common fixed isotropic displacement parameter. Solvent peaks were assigned until the largest residual electron density was located near an Ag atom. SHELXTL and PLATON were used to perform the calculations. 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^)+(0.1585P)^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 14793 _refine_ls_number_parameters 1079 _refine_ls_number_restraints 68 _refine_ls_R_factor_all 0.1109 _refine_ls_R_factor_gt 0.0727 _refine_ls_wR_factor_ref 0.2481 _refine_ls_wR_factor_gt 0.2166 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.037 _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 0.10287(6) 1.06715(3) 0.00387(3) 0.0999(3) Uani 1 1 d . . . Ag2 Ag 0.63634(7) 0.48227(4) 0.02539(3) 0.1160(3) Uani 1 1 d . . . Ag3 Ag 0.14328(7) 0.46381(4) 0.50015(3) 0.1288(4) Uani 1 1 d . . . Ag4 Ag 0.68824(8) 0.27918(4) 0.81203(3) 0.1298(4) Uani 1 1 d . . . C1 C 0.1393(6) 0.9120(3) 0.0991(3) 0.076(2) Uani 1 1 d . . . H1 H 0.1508 0.8725 0.1299 0.091 Uiso 1 1 calc R . . C2 C 0.1355(6) 0.8904(3) 0.0533(3) 0.072(2) Uani 1 1 d . . . H2A H 0.2103 0.8866 0.0366 0.086 Uiso 1 1 calc R . . H2B H 0.0978 0.9232 0.0268 0.086 Uiso 1 1 calc R . . C3 C 0.0758(7) 0.8243(4) 0.0719(3) 0.081(2) Uani 1 1 d . . . H3 H 0.1191 0.7926 0.0970 0.097 Uiso 1 1 calc R . . C4 C 0.4920(8) 0.5257(5) 0.1278(4) 0.096(3) Uani 1 1 d . . . H4 H 0.4576 0.5419 0.1558 0.115 Uiso 1 1 calc R . . C5 C 0.3997(7) 0.5089(4) 0.1037(4) 0.089(2) Uani 1 1 d . . . H5A H 0.3609 0.4700 0.1299 0.107 Uiso 1 1 calc R . . H5B H 0.4319 0.4979 0.0729 0.107 Uiso 1 1 calc R . . C6 C 0.3154(7) 0.5638(4) 0.0858(4) 0.086(2) Uani 1 1 d . . . H6 H 0.2978 0.5815 0.1145 0.103 Uiso 1 1 calc R . . C7 C 0.1901(7) 0.5962(5) 0.3807(3) 0.092(3) Uani 1 1 d . . . H7 H 0.2065 0.6301 0.3448 0.110 Uiso 1 1 calc R . . C8 C 0.0897(7) 0.6186(4) 0.4094(3) 0.093(3) Uani 1 1 d . . . H8A H 0.1114 0.6554 0.4180 0.112 Uiso 1 1 calc R . . H8B H 0.0653 0.5831 0.4430 0.112 Uiso 1 1 calc R . . C9 C -0.0069(8) 0.6395(6) 0.3787(3) 0.105(3) Uani 1 1 d . . . H9 H 0.0230 0.6683 0.3421 0.126 Uiso 1 1 calc R . . C11 C -0.0236(8) 0.9235(4) 0.1629(4) 0.101(3) Uani 1 1 d D . . H11 H -0.0091 0.8889 0.1935 0.121 Uiso 1 1 calc R . . C12 C -0.1134(8) 0.9648(5) 0.1595(4) 0.117(3) Uani 1 1 d D . . C13 C -0.0955(8) 1.0065(4) 0.1062(4) 0.105(3) Uani 1 1 d D . . H13 H -0.1431 1.0403 0.0912 0.126 Uiso 1 1 calc R . . C14 C -0.2076(12) 0.9647(8) 0.2020(6) 0.249(11) Uani 1 1 d D . . H14A H -0.2074 1.0064 0.2072 0.298 Uiso 1 1 calc R . . H14B H -0.2763 0.9613 0.1896 0.298 Uiso 1 1 calc R . . C15 C -0.204(3) 0.9104(17) 0.2544(10) 0.58(4) Uani 1 1 d D . . H15A H -0.2555 0.8763 0.2587 0.867 Uiso 1 1 calc R . . H15B H -0.2238 0.9271 0.2829 0.867 Uiso 1 1 calc R . . H15C H -0.1309 0.8929 0.2556 0.867 Uiso 1 1 calc R . . C21 C 0.3201(8) 0.9444(4) 0.1142(3) 0.094(3) Uani 1 1 d D . . H21 H 0.3282 0.9078 0.1446 0.113 Uiso 1 1 calc R . . C22 C 0.3951(7) 0.9944(5) 0.0893(4) 0.115(3) Uani 1 1 d D . . C23 C 0.3465(8) 1.0345(4) 0.0486(4) 0.111(3) Uani 1 1 d D . . H23 H 0.3787 1.0738 0.0241 0.133 Uiso 1 1 calc R . . C24 C 0.5054(10) 1.0043(7) 0.1030(6) 0.180(6) Uani 1 1 d D . . H24A H 0.5041 1.0455 0.1092 0.216 Uiso 1 1 calc R . . H24B H 0.5156 0.9692 0.1364 0.216 Uiso 1 1 calc R . . C25 C 0.5934(13) 1.0057(12) 0.0657(8) 0.266(11) Uani 1 1 d D . . H25A H 0.6040 0.9627 0.0639 0.398 Uiso 1 1 calc R . . H25B H 0.6582 1.0188 0.0754 0.398 Uiso 1 1 calc R . . H25C H 0.5807 1.0366 0.0314 0.398 Uiso 1 1 calc R . . C31 C 0.0832(7) 0.7392(4) 0.0277(5) 0.123(4) Uani 1 1 d D . . H31 H 0.0999 0.7021 0.0559 0.147 Uiso 1 1 calc R . . C32 C 0.0622(8) 0.7403(6) -0.0213(5) 0.147(5) Uani 1 1 d D . . C33 C 0.0419(8) 0.8039(6) -0.0486(5) 0.143(5) Uani 1 1 d D . . H33 H 0.0247 0.8193 -0.0833 0.172 Uiso 1 1 calc R . . C34 C 0.0625(14) 0.6805(7) -0.0378(7) 0.283(14) Uani 1 1 d D . . H34A H 0.0747 0.6419 -0.0070 0.340 Uiso 1 1 calc R . . H34B H -0.0109 0.6759 -0.0452 0.340 Uiso 1 1 calc R . . C35 C 0.140(3) 0.6788(15) -0.0824(13) 0.48(3) Uani 1 1 d D . . H35A H 0.1174 0.7091 -0.1149 0.722 Uiso 1 1 calc R . . H35B H 0.1416 0.6351 -0.0831 0.722 Uiso 1 1 calc R . . H35C H 0.2116 0.6910 -0.0792 0.722 Uiso 1 1 calc R . . C41 C -0.0745(10) 0.7767(4) 0.1490(4) 0.109(3) Uani 1 1 d D . . H41 H -0.0329 0.7452 0.1716 0.131 Uiso 1 1 calc R . . C42 C -0.1844(10) 0.7861(4) 0.1592(4) 0.123(4) Uani 1 1 d D . . C43 C -0.2056(8) 0.8371(4) 0.1142(4) 0.104(3) Uani 1 1 d D . . H43 H -0.2755 0.8545 0.1093 0.125 Uiso 1 1 calc R . . C44 C -0.2657(12) 0.7507(7) 0.2068(6) 0.212(8) Uani 1 1 d D . . H44A H -0.2289 0.7367 0.2383 0.254 Uiso 1 1 calc R . . H44B H -0.3232 0.7811 0.2113 0.254 Uiso 1 1 calc R . . C45 C -0.316(2) 0.6940(11) 0.2042(8) 0.341(17) Uani 1 1 d D . . H45A H -0.3452 0.7060 0.1709 0.512 Uiso 1 1 calc R . . H45B H -0.3757 0.6779 0.2336 0.512 Uiso 1 1 calc R . . H45C H -0.2624 0.6602 0.2063 0.512 Uiso 1 1 calc R . . C51 C 0.5963(8) 0.6344(5) 0.0933(5) 0.123(4) Uani 1 1 d D . . H51 H 0.5695 0.6479 0.1218 0.147 Uiso 1 1 calc R . . C52 C 0.6705(8) 0.6683(5) 0.0513(6) 0.142(4) Uani 1 1 d D . . C53 C 0.6807(8) 0.6255(6) 0.0212(5) 0.128(4) Uani 1 1 d D . . H53 H 0.7273 0.6347 -0.0113 0.154 Uiso 1 1 calc R . . C54 C 0.7241(12) 0.7334(6) 0.0426(7) 0.197(7) Uani 1 1 d D . . H54A H 0.6781 0.7555 0.0634 0.236 Uiso 1 1 calc R . . H54B H 0.7953 0.7254 0.0550 0.236 Uiso 1 1 calc R . . C55 C 0.7385(18) 0.7741(9) -0.0119(9) 0.301(15) Uani 1 1 d D . . H55A H 0.7510 0.7474 -0.0336 0.452 Uiso 1 1 calc R . . H55B H 0.8010 0.8029 -0.0196 0.452 Uiso 1 1 calc R . . H55C H 0.6735 0.7999 -0.0197 0.452 Uiso 1 1 calc R . . C61 C 0.5706(8) 0.4457(7) 0.2032(5) 0.134(4) Uani 1 1 d D . . H61 H 0.5484 0.4645 0.2289 0.160 Uiso 1 1 calc R . . C62 C 0.6286(10) 0.3893(8) 0.2094(6) 0.164(5) Uani 1 1 d D . . C63 C 0.6400(10) 0.3832(7) 0.1604(7) 0.151(4) Uani 1 1 d D . . H63 H 0.6767 0.3486 0.1528 0.182 Uiso 1 1 calc R . . C64 C 0.6739(15) 0.3402(10) 0.2597(8) 0.272(10) Uiso 1 1 d D . . C71 C 0.1109(8) 0.5441(4) 0.1033(3) 0.106(3) Uani 1 1 d D . . H71 H 0.0915 0.5668 0.1265 0.128 Uiso 1 1 calc R . . C72 C 0.0394(7) 0.5113(4) 0.0869(4) 0.119(3) Uani 1 1 d D . . C73 C 0.1075(9) 0.4857(5) 0.0526(4) 0.127(4) Uani 1 1 d D . . H73 H 0.0822 0.4609 0.0349 0.153 Uiso 1 1 calc R . . C74 C -0.0842(9) 0.5029(6) 0.1006(5) 0.191(7) Uani 1 1 d D . . H74A H -0.1150 0.5122 0.0678 0.229 Uiso 1 1 calc R . . H74B H -0.1016 0.4573 0.1231 0.229 Uiso 1 1 calc R . . C75 C -0.1363(10) 0.5444(9) 0.1280(8) 0.219(8) Uani 1 1 d D . . H75A H -0.1156 0.5307 0.1632 0.328 Uiso 1 1 calc R . . H75B H -0.2152 0.5411 0.1311 0.328 Uiso 1 1 calc R . . H75C H -0.1130 0.5893 0.1080 0.328 Uiso 1 1 calc R . . C81 C 0.3614(6) 0.6809(6) 0.0302(5) 0.111(3) Uani 1 1 d D . . H81 H 0.3386 0.6997 0.0559 0.133 Uiso 1 1 calc R . . C82 C 0.4049(7) 0.7146(5) -0.0231(6) 0.124(4) Uani 1 1 d D . . C83 C 0.4250(7) 0.6643(7) -0.0436(5) 0.118(3) Uani 1 1 d D . . H83 H 0.4547 0.6715 -0.0790 0.141 Uiso 1 1 calc R . . C84 C 0.4235(11) 0.7887(5) -0.0495(7) 0.184(6) Uani 1 1 d D . . H84A H 0.4218 0.8068 -0.0216 0.221 Uiso 1 1 calc R . . H84B H 0.4967 0.7970 -0.0706 0.221 Uiso 1 1 calc R . . C85 C 0.346(2) 0.8226(9) -0.0833(12) 0.42(2) Uani 1 1 d D . . H85A H 0.3778 0.8329 -0.1202 0.623 Uiso 1 1 calc R . . H85B H 0.3250 0.8626 -0.0773 0.623 Uiso 1 1 calc R . . H85C H 0.2811 0.7953 -0.0754 0.623 Uiso 1 1 calc R . . C91 C 0.1851(7) 0.5256(7) 0.3259(5) 0.124(4) Uani 1 1 d D . . H91 H 0.2073 0.5573 0.2921 0.149 Uiso 1 1 calc R . . C92 C 0.1611(9) 0.4620(10) 0.3362(6) 0.168(5) Uani 1 1 d D . . C93 C 0.1310(9) 0.4345(7) 0.3946(7) 0.163(5) Uani 1 1 d D . . H93 H 0.1096 0.3910 0.4144 0.195 Uiso 1 1 calc R . . C94 C 0.1646(14) 0.4274(9) 0.2961(8) 0.269(11) Uani 1 1 d D . . H94A H 0.1786 0.3811 0.3143 0.323 Uiso 1 1 calc R . . H94B H 0.0922 0.4307 0.2852 0.323 Uiso 1 1 calc R . . C95 C 0.247(2) 0.4529(14) 0.2481(8) 0.37(2) Uani 1 1 d D . . H95A H 0.2639 0.4980 0.2415 0.559 Uiso 1 1 calc R . . H95B H 0.2182 0.4502 0.2180 0.559 Uiso 1 1 calc R . . H95C H 0.3128 0.4273 0.2533 0.559 Uiso 1 1 calc R . . C101 C 0.3870(9) 0.6161(4) 0.3841(4) 0.118(3) Uani 1 1 d D . . H101 H 0.4104 0.6397 0.3479 0.142 Uiso 1 1 calc R . . C102 C 0.4510(8) 0.6003(5) 0.4238(5) 0.139(4) Uani 1 1 d D . . C103 C 0.3794(10) 0.5657(5) 0.4690(4) 0.142(4) Uani 1 1 d D . . H103 H 0.4002 0.5480 0.5030 0.171 Uiso 1 1 calc R . . C104 C 0.5708(10) 0.6149(7) 0.4217(6) 0.222(9) Uani 1 1 d D . . H10A H 0.5751 0.6463 0.4392 0.266 Uiso 1 1 calc R . . H10B H 0.6055 0.5747 0.4420 0.266 Uiso 1 1 calc R . . C105 C 0.6315(13) 0.6408(13) 0.3690(8) 0.287(12) Uani 1 1 d D . . H10C H 0.6648 0.6053 0.3592 0.430 Uiso 1 1 calc R . . H10D H 0.6882 0.6703 0.3680 0.430 Uiso 1 1 calc R . . H10E H 0.5826 0.6642 0.3441 0.430 Uiso 1 1 calc R . . C111 C -0.1211(10) 0.7404(6) 0.3767(6) 0.168(6) Uani 1 1 d D . . H111 H -0.0996 0.7666 0.3409 0.202 Uiso 1 1 calc R . . C112 C -0.1952(11) 0.7592(7) 0.4131(7) 0.209(8) Uani 1 1 d D . . C113 C -0.1942(10) 0.6996(8) 0.4591(5) 0.168(5) Uani 1 1 d D . . H113 H -0.2367 0.6943 0.4921 0.202 Uiso 1 1 calc R . . C114 C -0.2570(15) 0.8249(8) 0.4038(9) 0.304(14) Uani 1 1 d D . . C121 C -0.0777(9) 0.5779(9) 0.3278(5) 0.170(6) Uani 1 1 d D . . H121 H -0.0546 0.6062 0.2928 0.204 Uiso 1 1 calc R . . C122 C -0.1331(11) 0.5173(11) 0.3440(9) 0.199(8) Uani 1 1 d D . . C123 C -0.1510(9) 0.4923(7) 0.4005(8) 0.174(6) Uani 1 1 d D . . H123 H -0.1864 0.4527 0.4223 0.209 Uiso 1 1 calc R . . C124 C -0.1703(16) 0.4800(12) 0.3124(11) 0.333(17) Uani 1 1 d D . . H12A H -0.1065 0.4649 0.2940 0.400 Uiso 1 1 calc R . . H12B H -0.2142 0.4419 0.3363 0.400 Uiso 1 1 calc R . . C125 C -0.234(2) 0.5222(13) 0.2746(10) 0.38(2) Uani 1 1 d D . . H12C H -0.2552 0.5600 0.2840 0.568 Uiso 1 1 calc R . . H12D H -0.2987 0.4991 0.2748 0.568 Uiso 1 1 calc R . . H12E H -0.1907 0.5363 0.2395 0.568 Uiso 1 1 calc R . . N1 N 0.5664(11) 0.1884(4) 0.9110(4) 0.119(3) Uani 1 1 d . . . N2 N 0.5720(10) 0.3979(7) 0.7590(5) 0.143(4) Uani 1 1 d . . . N3 N 0.8592(10) 0.2208(5) 0.7447(4) 0.127(3) Uani 1 1 d . . . N4 N 0.8918(12) 0.3603(5) 0.8106(5) 0.136(4) Uani 1 1 d . . . N11 N -0.0056(6) 0.9937(3) 0.0791(3) 0.0858(19) Uani 1 1 d D . . N12 N 0.0383(5) 0.9418(3) 0.1151(3) 0.0763(17) Uani 1 1 d D . . N21 N 0.2476(6) 1.0131(3) 0.0462(3) 0.103(2) Uani 1 1 d D . . N22 N 0.2342(5) 0.9562(3) 0.0884(3) 0.0854(19) Uani 1 1 d D . . N31 N 0.0489(6) 0.8427(4) -0.0208(3) 0.121(3) Uani 1 1 d D . . N32 N 0.0752(5) 0.8009(3) 0.0276(3) 0.094(2) Uani 1 1 d D . . N41 N -0.1161(6) 0.8590(3) 0.0784(3) 0.0845(19) Uani 1 1 d D . . N42 N -0.0364(6) 0.8208(3) 0.1008(3) 0.0823(18) Uani 1 1 d D . . N51 N 0.6187(6) 0.5726(4) 0.0436(3) 0.103(2) Uani 1 1 d D . . N52 N 0.5648(6) 0.5776(4) 0.0892(3) 0.096(2) Uani 1 1 d D . . N61 N 0.5953(8) 0.4296(5) 0.1263(4) 0.131(3) Uani 1 1 d D . . N62 N 0.5531(6) 0.4676(5) 0.1534(4) 0.109(2) Uani 1 1 d D . . N71 N 0.2141(6) 0.5016(4) 0.0485(3) 0.111(2) Uani 1 1 d D . . N72 N 0.2127(6) 0.5376(3) 0.0803(3) 0.095(2) Uani 1 1 d D . . N81 N 0.3982(6) 0.6075(4) -0.0084(4) 0.104(2) Uani 1 1 d D . . N82 N 0.3580(5) 0.6174(4) 0.0383(3) 0.093(2) Uani 1 1 d D . . N91 N 0.1386(6) 0.4801(5) 0.4154(3) 0.118(3) Uani 1 1 d D . . N92 N 0.1712(6) 0.5354(5) 0.3735(3) 0.106(2) Uani 1 1 d D . . N101 N 0.2794(7) 0.5597(4) 0.4599(3) 0.129(3) Uani 1 1 d D . . N102 N 0.2847(6) 0.5917(3) 0.4060(3) 0.102(2) Uani 1 1 d D . . N111 N -0.1314(8) 0.6542(5) 0.4521(4) 0.139(3) Uani 1 1 d D . . N112 N -0.0846(7) 0.6781(4) 0.4007(3) 0.123(3) Uani 1 1 d D . . N121 N -0.1081(6) 0.5355(5) 0.4179(3) 0.123(3) Uani 1 1 d D . . N122 N -0.0645(6) 0.5869(5) 0.3739(3) 0.118(3) Uani 1 1 d D . . O1 O 0.5235(8) 0.2072(6) 0.8717(5) 0.196(5) Uani 1 1 d . . . O2 O 0.6610(7) 0.2072(4) 0.9074(3) 0.132(3) Uani 1 1 d . . . O3 O 0.5190(11) 0.1511(5) 0.9522(5) 0.212(5) Uani 1 1 d . . . O4 O 0.5993(11) 0.3908(6) 0.8012(5) 0.207(5) Uani 1 1 d . . . O5 O 0.5986(9) 0.3558(5) 0.7407(3) 0.169(4) Uani 1 1 d . . . O6 O 0.5213(11) 0.4491(6) 0.7370(5) 0.237(6) Uani 1 1 d . . . O7 O 0.8081(7) 0.1945(4) 0.7887(3) 0.147(3) Uani 1 1 d . . . O8 O 0.8190(7) 0.2606(4) 0.7091(3) 0.161(3) Uani 1 1 d . . . O9 O 0.9590(10) 0.2098(6) 0.7371(4) 0.203(5) Uani 1 1 d . . . O10 O 0.8872(8) 0.3388(5) 0.7736(4) 0.164(3) Uani 1 1 d . . . O11 O 0.8307(8) 0.3361(4) 0.8544(3) 0.145(3) Uani 1 1 d . . . O12 O 0.9671(10) 0.3978(7) 0.8022(5) 0.228(6) Uani 1 1 d . . . C201 C 0.429(2) 0.4264(13) 0.4330(11) 0.150 Uiso 0.55(2) 1 d P . . C202 C 0.437(2) 0.4451(13) 0.3857(11) 0.150 Uiso 0.57(2) 1 d P . . C203 C 0.392(2) 0.3382(15) 0.4007(12) 0.150 Uiso 0.46(2) 1 d P . . C204 C 0.889(4) 0.294(2) 0.462(2) 0.150 Uiso 0.26(2) 1 d P . . C205 C 0.856(4) 0.6780(18) 0.8269(16) 0.150 Uiso 0.34(2) 1 d P . . C206 C 0.746(3) 0.6803(16) 0.8496(13) 0.150 Uiso 0.40(2) 1 d P . . C207 C 0.664(3) 0.6981(16) 0.8118(14) 0.150 Uiso 0.38(2) 1 d P . . C208 C 0.139(3) 0.0751(16) 0.1627(12) 0.150 Uiso 0.43(2) 1 d P . . C209 C 0.214(5) 0.121(2) 0.156(2) 0.150 Uiso 0.26(2) 1 d P . . C210 C 0.591(4) 0.094(3) 0.7502(19) 0.150 Uiso 0.31(2) 1 d P . . C211 C 0.510(6) 0.138(3) 0.762(2) 0.150 Uiso 0.27(3) 1 d P . . C212 C 0.500(5) 0.199(3) 0.700(2) 0.150 Uiso 0.24(2) 1 d P . . C213 C 0.548(4) 0.440(3) 0.387(2) 0.150 Uiso 0.32(3) 1 d P . . C214 C 0.435(3) 0.3945(18) 0.3621(15) 0.150 Uiso 0.38(2) 1 d P . . C215 C 0.443(3) 0.3841(19) 0.4126(15) 0.150 Uiso 0.42(2) 1 d P . . C216 C 0.091(5) 0.124(3) 0.175(2) 0.150 Uiso 0.23(2) 1 d P . . C217 C 0.580(5) 0.148(4) 0.733(2) 0.150 Uiso 0.28(3) 1 d P . . C218 C 0.548(5) 0.396(3) 0.420(2) 0.150 Uiso 0.27(3) 1 d P . . C219 C 0.580(5) 0.179(3) 0.658(2) 0.150 Uiso 0.22(2) 1 d P . . C220 C 0.559(3) 0.1951(19) 0.7415(13) 0.150 Uiso 0.41(2) 1 d P . . C221 C 0.531(4) 0.115(2) 0.712(2) 0.150 Uiso 0.27(2) 1 d P . . 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 0.0946(6) 0.0789(5) 0.1041(5) -0.0031(4) -0.0259(4) 0.0028(4) Ag2 0.1045(6) 0.1342(7) 0.1305(6) -0.0827(6) 0.0069(5) 0.0006(5) Ag3 0.1113(7) 0.1434(7) 0.0826(5) 0.0082(5) 0.0090(4) -0.0099(5) Ag4 0.1409(8) 0.1170(6) 0.1063(6) -0.0145(5) -0.0061(5) -0.0124(5) C1 0.066(6) 0.056(4) 0.089(6) -0.003(4) -0.017(4) -0.001(4) C2 0.069(5) 0.058(5) 0.077(5) -0.008(4) -0.015(4) -0.002(4) C3 0.082(7) 0.067(5) 0.093(6) -0.024(5) -0.028(5) 0.012(4) C4 0.076(6) 0.112(7) 0.116(7) -0.070(6) 0.007(6) -0.011(6) C5 0.070(6) 0.097(6) 0.105(6) -0.049(5) 0.003(5) -0.007(5) C6 0.069(6) 0.100(6) 0.104(6) -0.063(6) 0.013(5) -0.015(5) C7 0.082(7) 0.105(7) 0.065(5) -0.007(5) -0.002(5) -0.005(5) C8 0.077(6) 0.103(6) 0.085(5) -0.019(5) -0.005(5) -0.007(5) C9 0.080(7) 0.127(8) 0.068(5) 0.005(5) 0.008(5) -0.007(7) C11 0.089(7) 0.091(6) 0.100(7) -0.012(5) 0.002(6) -0.013(6) C12 0.095(8) 0.122(8) 0.112(8) -0.028(7) 0.010(6) 0.010(7) C13 0.078(7) 0.092(7) 0.125(8) -0.019(6) -0.011(6) 0.007(5) C14 0.184(17) 0.34(3) 0.137(12) -0.029(15) 0.052(12) 0.051(17) C15 0.47(6) 0.66(8) 0.53(7) -0.29(6) 0.30(6) 0.02(6) C21 0.080(7) 0.093(6) 0.103(6) -0.021(5) -0.029(6) 0.000(6) C22 0.076(7) 0.126(8) 0.132(8) -0.021(7) -0.045(7) -0.011(7) C23 0.072(7) 0.094(7) 0.146(9) -0.021(6) -0.001(6) -0.035(6) C24 0.120(12) 0.177(13) 0.215(16) -0.025(11) -0.038(11) -0.059(10) C25 0.108(13) 0.39(3) 0.32(3) -0.15(2) -0.027(15) -0.011(16) C31 0.140(9) 0.066(6) 0.165(11) -0.041(6) -0.039(8) 0.025(6) C32 0.226(15) 0.098(9) 0.146(10) -0.068(8) -0.058(10) 0.030(8) C33 0.220(14) 0.104(9) 0.133(9) -0.067(8) -0.045(9) 0.010(8) C34 0.52(5) 0.134(13) 0.214(19) -0.071(14) -0.10(2) 0.029(19) C35 0.57(7) 0.40(4) 0.58(7) -0.38(5) 0.12(5) -0.12(4) C41 0.105(9) 0.076(6) 0.107(7) 0.008(6) -0.003(6) -0.013(5) C42 0.108(9) 0.097(7) 0.115(8) 0.012(6) 0.007(7) -0.030(6) C43 0.071(7) 0.098(7) 0.123(8) -0.018(6) -0.005(6) -0.006(5) C44 0.136(13) 0.190(15) 0.221(16) -0.002(13) 0.057(12) -0.038(11) C45 0.37(4) 0.34(3) 0.23(2) -0.05(2) 0.11(2) -0.19(3) C51 0.092(8) 0.144(10) 0.163(10) -0.097(9) -0.002(8) -0.015(7) C52 0.085(8) 0.136(10) 0.213(14) -0.084(10) 0.017(9) -0.036(7) C53 0.076(7) 0.137(9) 0.168(10) -0.065(9) 0.025(7) -0.026(7) C54 0.172(14) 0.144(13) 0.27(2) -0.086(13) 0.027(14) -0.073(12) C55 0.21(2) 0.144(16) 0.51(5) -0.07(2) -0.04(3) -0.057(14) C61 0.134(10) 0.167(12) 0.112(10) -0.061(8) -0.035(8) 0.029(9) C62 0.166(13) 0.174(13) 0.137(12) -0.019(10) -0.066(10) 0.009(11) C63 0.157(12) 0.157(12) 0.149(12) -0.066(11) -0.023(10) 0.015(10) C71 0.069(7) 0.124(8) 0.138(8) -0.075(7) 0.020(6) -0.010(6) C72 0.063(7) 0.155(9) 0.156(9) -0.088(8) 0.019(6) -0.021(6) C73 0.071(7) 0.170(10) 0.156(9) -0.087(8) 0.018(7) -0.037(7) C74 0.070(8) 0.282(18) 0.268(18) -0.175(16) 0.034(9) -0.040(9) C75 0.071(9) 0.32(2) 0.31(2) -0.171(19) -0.003(11) 0.006(11) C81 0.084(7) 0.104(8) 0.155(10) -0.065(8) -0.006(7) 0.000(6) C82 0.105(8) 0.100(8) 0.149(11) -0.020(8) -0.021(7) -0.025(6) C83 0.124(9) 0.110(9) 0.116(8) -0.036(8) -0.015(7) -0.015(7) C84 0.201(16) 0.096(9) 0.240(17) -0.028(10) -0.062(13) -0.027(9) C85 0.42(4) 0.131(15) 0.58(5) 0.09(2) -0.26(4) -0.072(19) C91 0.132(10) 0.137(10) 0.102(9) -0.041(8) -0.017(7) 0.001(8) C92 0.168(13) 0.218(17) 0.133(12) -0.080(13) -0.021(10) -0.011(12) C93 0.180(14) 0.123(11) 0.168(15) -0.032(11) -0.024(11) -0.005(9) C94 0.41(4) 0.24(2) 0.211(19) -0.147(19) -0.04(2) -0.03(2) C95 0.52(5) 0.42(4) 0.178(19) -0.15(2) 0.07(3) -0.09(4) C101 0.086(8) 0.153(9) 0.089(6) -0.017(6) 0.010(6) -0.032(7) C102 0.065(7) 0.216(13) 0.112(8) -0.031(8) -0.006(7) -0.033(7) C103 0.091(9) 0.211(13) 0.101(8) -0.025(8) -0.013(7) -0.031(8) C104 0.112(12) 0.34(2) 0.147(12) -0.010(13) -0.004(9) -0.075(13) C105 0.106(13) 0.46(4) 0.28(2) -0.13(3) 0.017(14) -0.053(17) C111 0.105(9) 0.139(11) 0.172(12) 0.036(9) 0.000(9) 0.017(8) C112 0.122(12) 0.201(17) 0.218(17) -0.006(14) 0.039(12) 0.042(11) C113 0.149(12) 0.168(13) 0.128(10) -0.008(10) 0.031(9) 0.027(10) C114 0.32(3) 0.165(14) 0.31(3) -0.008(16) 0.07(2) 0.113(17) C121 0.088(9) 0.33(2) 0.104(9) -0.097(12) -0.013(7) -0.016(11) C122 0.113(12) 0.36(3) 0.188(17) -0.175(19) -0.023(11) -0.032(14) C123 0.126(11) 0.228(16) 0.214(18) -0.143(15) 0.011(11) -0.046(10) C124 0.25(3) 0.56(5) 0.34(3) -0.31(4) -0.08(2) -0.02(3) C125 0.34(4) 0.58(6) 0.36(4) -0.32(4) -0.14(3) -0.02(4) N1 0.121(9) 0.097(6) 0.105(7) -0.011(6) 0.023(7) -0.003(6) N2 0.149(10) 0.144(10) 0.108(8) -0.028(8) 0.014(7) 0.009(8) N3 0.132(9) 0.110(7) 0.103(7) 0.001(6) -0.012(7) 0.007(7) N4 0.200(13) 0.111(8) 0.131(9) -0.066(8) -0.073(9) 0.017(8) N11 0.065(5) 0.078(5) 0.102(5) -0.022(4) -0.006(4) -0.003(4) N12 0.065(4) 0.066(4) 0.078(4) -0.005(4) -0.004(4) -0.002(4) N21 0.078(6) 0.080(5) 0.120(6) 0.005(5) -0.022(4) -0.010(4) N22 0.064(5) 0.075(5) 0.103(5) -0.009(4) -0.025(4) -0.007(4) N31 0.168(8) 0.076(5) 0.109(6) -0.015(5) -0.039(6) 0.014(5) N32 0.090(5) 0.079(5) 0.111(6) -0.029(5) -0.025(4) 0.017(4) N41 0.063(5) 0.076(4) 0.096(5) -0.009(4) -0.011(4) -0.001(4) N42 0.069(5) 0.070(4) 0.095(5) -0.014(4) -0.013(4) -0.001(4) N51 0.079(5) 0.118(6) 0.120(6) -0.062(5) 0.013(5) -0.021(5) N52 0.076(5) 0.112(6) 0.126(6) -0.080(5) 0.006(5) -0.016(4) N61 0.152(9) 0.128(7) 0.117(7) -0.048(7) -0.031(6) 0.037(6) N62 0.091(6) 0.141(7) 0.114(7) -0.069(7) -0.012(5) 0.005(5) N71 0.079(6) 0.133(6) 0.140(7) -0.084(6) 0.015(5) -0.018(5) N72 0.060(5) 0.118(6) 0.126(6) -0.076(5) 0.013(4) -0.012(4) N81 0.095(6) 0.092(6) 0.129(7) -0.052(6) 0.005(5) -0.014(4) N82 0.079(5) 0.081(5) 0.126(6) -0.053(5) 0.006(5) -0.002(4) N91 0.128(7) 0.107(6) 0.102(6) -0.019(6) -0.014(5) -0.014(5) N92 0.107(6) 0.113(7) 0.074(5) -0.010(6) -0.007(4) 0.001(5) N101 0.081(6) 0.173(8) 0.093(6) 0.002(5) -0.013(5) -0.031(5) N102 0.067(5) 0.133(6) 0.074(5) -0.004(4) 0.003(4) -0.014(4) N111 0.137(8) 0.120(7) 0.106(7) -0.001(6) 0.034(6) 0.028(6) N112 0.094(6) 0.121(7) 0.102(6) 0.008(5) 0.012(5) 0.009(5) N121 0.100(6) 0.155(8) 0.092(6) -0.028(6) 0.010(5) -0.028(6) N122 0.075(5) 0.177(9) 0.084(6) -0.027(6) -0.004(5) -0.025(6) O1 0.131(8) 0.251(12) 0.172(9) -0.018(8) -0.060(7) -0.011(7) O2 0.096(6) 0.146(6) 0.139(6) -0.036(5) -0.012(5) -0.011(5) O3 0.251(12) 0.159(8) 0.169(8) -0.030(7) 0.077(9) -0.056(8) O4 0.302(15) 0.199(10) 0.148(8) -0.108(8) -0.015(9) 0.062(9) O5 0.238(11) 0.158(8) 0.120(6) -0.067(6) -0.025(6) 0.043(7) O6 0.222(12) 0.187(10) 0.234(12) -0.017(9) -0.008(9) 0.074(9) O7 0.155(7) 0.130(6) 0.083(4) 0.030(4) 0.024(5) -0.006(5) O8 0.170(8) 0.133(6) 0.134(6) 0.018(5) -0.046(6) -0.014(5) O9 0.151(9) 0.235(11) 0.145(7) 0.005(7) 0.011(7) 0.038(8) O10 0.168(8) 0.169(8) 0.157(7) -0.064(7) -0.010(6) -0.016(6) O11 0.189(9) 0.133(6) 0.097(5) -0.029(5) 0.001(5) -0.021(5) O12 0.190(10) 0.297(14) 0.260(13) -0.191(12) 0.034(9) -0.105(10) _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 N41 2.208(6) 2_575 ? Ag1 N21 2.304(7) . ? Ag1 N11 2.333(7) . ? Ag1 N31 2.754(8) 2_575 ? Ag1 Ag1 4.0351(14) 2_575 ? Ag2 N51 2.193(8) . ? Ag2 N81 2.242(8) 2_665 ? Ag2 N71 2.424(8) 2_665 ? Ag2 N61 2.522(10) . ? Ag2 Ag2 3.3943(17) ? ? Ag3 N121 2.198(9) 2_566 ? Ag3 N91 2.199(9) . ? Ag3 N111 2.421(9) 2_566 ? Ag3 N101 2.536(8) . ? Ag3 Ag3 3.7826(18) 2_566 ? Ag4 O5 2.422(9) . ? Ag4 O2 2.462(8) . ? Ag4 O7 2.505(8) . ? Ag4 O4 2.557(11) . ? Ag4 O1 2.562(11) . ? Ag4 O10 2.688(9) . ? Ag4 O11 2.788(9) . ? Ag4 O8 3.141(10) . ? C1 N12 1.450(10) . ? C1 N22 1.469(10) . ? C1 C2 1.485(10) . ? C2 C3 1.522(10) . ? C3 N42 1.461(10) . ? C3 N32 1.466(10) . ? C4 N62 1.443(12) . ? C4 N52 1.451(11) . ? C4 C5 1.511(12) . ? C5 C6 1.536(11) . ? C5 Ag2 2.172(9) ? ? C6 N82 1.428(11) . ? C6 N72 1.456(10) . ? C6 Ag2 2.209(8) ? ? C7 N102 1.419(10) . ? C7 N92 1.445(12) . ? C7 C8 1.509(12) . ? C8 C9 1.512(12) . ? C9 N122 1.431(13) . ? C9 N112 1.445(12) . ? C11 N12 1.324(10) . ? C11 C12 1.383(13) . ? C12 C13 1.385(13) . ? C12 C14 1.495(14) . ? C13 N11 1.302(11) . ? C14 C15 1.485(18) . ? C21 N22 1.318(10) . ? C21 C22 1.358(12) . ? C22 C23 1.337(12) . ? C22 C24 1.503(12) . ? C23 N21 1.338(11) . ? C24 C25 1.349(14) . ? C31 N32 1.345(11) . ? C31 C32 1.381(14) . ? C32 C33 1.346(14) . ? C32 C34 1.525(14) . ? C33 N31 1.337(12) . ? C34 C35 1.421(17) . ? C41 N42 1.334(10) . ? C41 C42 1.354(13) . ? C42 C43 1.368(12) . ? C42 C44 1.479(13) . ? C43 N41 1.321(10) . ? C44 C45 1.441(15) . ? C51 C52 1.337(14) . ? C51 N52 1.362(12) . ? C52 C53 1.437(15) . ? C52 C54 1.516(13) . ? C53 N51 1.306(12) . ? C54 C55 1.404(16) . ? C61 N62 1.305(13) . ? C61 C62 1.361(18) . ? C62 C63 1.367(18) . ? C62 C64 1.558(16) . ? C63 N61 1.266(15) . ? C71 N72 1.330(10) . ? C71 C72 1.374(13) . ? C72 C73 1.403(13) . ? C72 C74 1.505(12) . ? C73 N71 1.345(11) . ? C74 C75 1.439(13) . ? C81 N82 1.322(11) . ? C81 C82 1.390(14) . ? C82 C83 1.394(15) . ? C82 C84 1.521(12) . ? C83 N81 1.275(12) . ? C84 C85 1.418(15) . ? C91 C92 1.349(17) . ? C91 N92 1.365(13) . ? C92 C93 1.462(18) . ? C92 C94 1.526(15) . ? C93 N91 1.323(15) . ? C94 C95 1.459(16) . ? C101 N102 1.344(11) . ? C101 C102 1.364(13) . ? C102 C103 1.373(14) . ? C102 C104 1.504(13) . ? C103 N101 1.309(12) . ? C104 C105 1.425(15) . ? C111 N112 1.363(13) . ? C111 C112 1.396(18) . ? C112 C113 1.436(17) . ? C112 C114 1.545(15) . ? C113 N111 1.277(15) . ? C121 N122 1.367(14) . ? C121 C122 1.40(2) . ? C122 C123 1.41(2) . ? C122 C124 1.507(16) . ? C123 N121 1.354(15) . ? C124 C125 1.412(18) . ? N1 O1 1.190(12) . ? N1 O3 1.193(11) . ? N1 O2 1.224(12) . ? N2 O4 1.195(13) . ? N2 O5 1.204(13) . ? N2 O6 1.248(13) . ? N3 O8 1.194(10) . ? N3 O7 1.200(10) . ? N3 O9 1.235(12) . ? N4 O12 1.201(13) . ? N4 O11 1.243(13) . ? N4 O10 1.259(11) . ? N11 N12 1.351(8) . ? N21 N22 1.342(8) . ? N31 N32 1.373(9) . ? N41 N42 1.326(8) . ? N41 Ag1 2.208(6) 2_575 ? N51 N52 1.343(9) . ? N61 N62 1.334(11) . ? N71 N72 1.358(9) . ? N71 Ag2 1.847(8) ? ? N71 Ag2 2.424(8) 2_665 ? N72 Ag2 2.312(7) ? ? N81 N82 1.371(10) . ? N81 Ag2 1.871(9) ? ? N81 Ag2 2.242(8) 2_665 ? N82 Ag2 2.321(8) ? ? N91 N92 1.344(10) . ? N101 N102 1.360(9) . ? N111 N112 1.335(11) . ? N111 Ag3 2.421(9) 2_566 ? N121 N122 1.357(11) . ? N121 Ag3 2.198(9) 2_566 ? C201 C202 1.18(3) . ? C201 C215 1.23(4) . ? C201 C218 1.61(6) . ? C201 C213 1.71(5) . ? C202 C215 1.27(4) . ? C202 C213 1.37(4) . ? C202 C214 1.47(4) . ? C202 C218 1.85(7) . ? C203 C214 1.35(4) . ? C203 C215 1.36(4) . ? C205 C206 1.39(5) . ? C206 C207 1.49(4) . ? C208 C216 1.31(6) . ? C208 C209 1.34(5) . ? C209 C216 1.52(7) . ? C210 C217 1.12(6) . ? C210 C221 1.29(6) . ? C210 C211 1.43(7) . ? C211 C217 1.04(6) . ? C211 C220 1.30(6) . ? C211 C221 1.57(8) . ? C211 C212 1.74(8) . ? C212 C220 1.41(6) . ? C212 C219 1.54(7) . ? C212 C217 1.57(8) . ? C212 C221 1.78(7) . ? C213 C218 1.05(5) . ? C213 C215 1.70(6) . ? C214 C215 1.32(4) . ? C215 C218 1.39(6) . ? C217 C220 1.13(6) . ? C217 C221 1.29(7) . ? C217 C219 1.89(8) . ? C219 C221 1.67(7) . ? 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 N41 Ag1 N21 126.2(3) 2_575 . ? N41 Ag1 N11 149.2(2) 2_575 . ? N21 Ag1 N11 83.7(3) . . ? N41 Ag1 N31 80.0(2) 2_575 2_575 ? N21 Ag1 N31 134.0(3) . 2_575 ? N11 Ag1 N31 83.1(2) . 2_575 ? N41 Ag1 Ag1 101.20(16) 2_575 2_575 ? N21 Ag1 Ag1 108.90(18) . 2_575 ? N11 Ag1 Ag1 56.73(15) . 2_575 ? N31 Ag1 Ag1 99.89(18) 2_575 2_575 ? N51 Ag2 N81 163.6(3) . 2_665 ? N51 Ag2 N71 108.6(3) . 2_665 ? N81 Ag2 N71 83.1(3) 2_665 2_665 ? N51 Ag2 N61 81.8(3) . . ? N81 Ag2 N61 96.4(3) 2_665 . ? N71 Ag2 N61 141.1(3) 2_665 . ? N51 Ag2 Ag2 75.90(18) . ? ? N81 Ag2 Ag2 87.75(17) 2_665 ? ? N71 Ag2 Ag2 130.58(19) 2_665 ? ? N61 Ag2 Ag2 88.1(2) . ? ? N121 Ag3 N91 164.4(3) 2_566 . ? N121 Ag3 N111 82.2(4) 2_566 2_566 ? N91 Ag3 N111 106.4(4) . 2_566 ? N121 Ag3 N101 98.3(3) 2_566 . ? N91 Ag3 N101 83.0(3) . . ? N111 Ag3 N101 142.5(3) 2_566 . ? N121 Ag3 Ag3 79.4(2) 2_566 2_566 ? N91 Ag3 Ag3 85.4(2) . 2_566 ? N111 Ag3 Ag3 109.9(2) 2_566 2_566 ? N101 Ag3 Ag3 106.93(19) . 2_566 ? O5 Ag4 O2 144.4(3) . . ? O5 Ag4 O7 116.4(3) . . ? O2 Ag4 O7 90.4(2) . . ? O5 Ag4 O4 48.4(3) . . ? O2 Ag4 O4 109.9(3) . . ? O7 Ag4 O4 159.0(3) . . ? O5 Ag4 O1 100.9(4) . . ? O2 Ag4 O1 48.6(3) . . ? O7 Ag4 O1 100.5(3) . . ? O4 Ag4 O1 97.2(4) . . ? O5 Ag4 O10 94.3(3) . . ? O2 Ag4 O10 115.7(3) . . ? O7 Ag4 O10 76.0(3) . . ? O4 Ag4 O10 89.8(4) . . ? O1 Ag4 O10 164.3(3) . . ? O5 Ag4 O11 115.3(3) . . ? O2 Ag4 O11 77.9(3) . . ? O7 Ag4 O11 102.3(3) . . ? O4 Ag4 O11 77.6(4) . . ? O1 Ag4 O11 121.3(3) . . ? O10 Ag4 O11 46.6(3) . . ? O5 Ag4 O8 77.3(3) . . ? O2 Ag4 O8 132.2(2) . . ? O7 Ag4 O8 41.8(2) . . ? O4 Ag4 O8 117.8(3) . . ? O1 Ag4 O8 124.2(3) . . ? O10 Ag4 O8 63.1(3) . . ? O11 Ag4 O8 108.4(3) . . ? N12 C1 N22 110.3(6) . . ? N12 C1 C2 114.4(6) . . ? N22 C1 C2 111.2(7) . . ? C1 C2 C3 111.1(6) . . ? N42 C3 N32 109.3(6) . . ? N42 C3 C2 116.2(7) . . ? N32 C3 C2 111.9(7) . . ? N62 C4 N52 111.3(7) . . ? N62 C4 C5 110.8(7) . . ? N52 C4 C5 112.9(8) . . ? C4 C5 C6 114.8(7) . . ? C4 C5 Ag2 138.8(6) . ? ? C6 C5 Ag2 70.8(5) . ? ? N82 C6 N72 111.7(7) . . ? N82 C6 C5 113.0(7) . . ? N72 C6 C5 110.9(7) . . ? N82 C6 Ag2 76.0(5) . ? ? N72 C6 Ag2 75.1(4) . ? ? C5 C6 Ag2 68.2(4) . ? ? N102 C7 N92 110.8(7) . . ? N102 C7 C8 112.1(8) . . ? N92 C7 C8 113.0(8) . . ? C7 C8 C9 115.3(8) . . ? N122 C9 N112 109.5(8) . . ? N122 C9 C8 114.9(8) . . ? N112 C9 C8 111.5(9) . . ? N12 C11 C12 108.2(8) . . ? C11 C12 C13 102.5(9) . . ? C11 C12 C14 129.3(11) . . ? C13 C12 C14 128.2(12) . . ? N11 C13 C12 113.5(9) . . ? C15 C14 C12 114.0(16) . . ? N22 C21 C22 109.2(8) . . ? C23 C22 C21 103.0(8) . . ? C23 C22 C24 127.1(11) . . ? C21 C22 C24 129.9(11) . . ? C22 C23 N21 114.1(8) . . ? C25 C24 C22 115.6(12) . . ? N32 C31 C32 108.5(9) . . ? C33 C32 C31 104.5(9) . . ? C33 C32 C34 130.1(13) . . ? C31 C32 C34 125.4(13) . . ? N31 C33 C32 113.0(11) . . ? C35 C34 C32 118.9(15) . . ? N42 C41 C42 107.7(8) . . ? C41 C42 C43 103.7(8) . . ? C41 C42 C44 129.7(12) . . ? C43 C42 C44 126.6(13) . . ? N41 C43 C42 112.8(9) . . ? C45 C44 C42 114.6(11) . . ? C52 C51 N52 111.5(10) . . ? C51 C52 C53 100.3(9) . . ? C51 C52 C54 126.1(14) . . ? C53 C52 C54 133.6(13) . . ? N51 C53 C52 113.9(10) . . ? C55 C54 C52 111.1(14) . . ? N62 C61 C62 105.0(12) . . ? C61 C62 C63 104.7(12) . . ? C61 C62 C64 129.9(19) . . ? C63 C62 C64 125(2) . . ? N61 C63 C62 112.8(14) . . ? N72 C71 C72 108.1(8) . . ? C71 C72 C73 104.4(8) . . ? C71 C72 C74 130.4(10) . . ? C73 C72 C74 125.1(11) . . ? N71 C73 C72 111.0(9) . . ? C75 C74 C72 113.8(11) . . ? N82 C81 C82 108.2(10) . . ? C81 C82 C83 102.9(9) . . ? C81 C82 C84 125.7(14) . . ? C83 C82 C84 131.4(14) . . ? N81 C83 C82 112.8(10) . . ? C85 C84 C82 115.0(10) . . ? C92 C91 N92 108.2(11) . . ? C91 C92 C93 103.6(12) . . ? C91 C92 C94 127.8(16) . . ? C93 C92 C94 128.6(19) . . ? N91 C93 C92 110.7(13) . . ? C95 C94 C92 115.5(16) . . ? N102 C101 C102 108.6(8) . . ? C101 C102 C103 103.2(9) . . ? C101 C102 C104 130.9(11) . . ? C103 C102 C104 126.0(11) . . ? N101 C103 C102 113.9(10) . . ? C105 C104 C102 114.4(12) . . ? N112 C111 C112 110.6(11) . . ? C111 C112 C113 98.1(11) . . ? C111 C112 C114 128.7(16) . . ? C113 C112 C114 133.2(17) . . ? N111 C113 C112 116.0(12) . . ? N122 C121 C122 106.0(13) . . ? C121 C122 C123 106.8(13) . . ? C121 C122 C124 132(2) . . ? C123 C122 C124 122(2) . . ? N121 C123 C122 108.7(14) . . ? C125 C124 C122 108.8(16) . . ? O1 N1 O3 120.5(15) . . ? O1 N1 O2 118.1(10) . . ? O3 N1 O2 121.4(14) . . ? O4 N2 O5 117.1(13) . . ? O4 N2 O6 117.2(16) . . ? O5 N2 O6 125.6(15) . . ? O8 N3 O7 122.5(12) . . ? O8 N3 O9 118.7(11) . . ? O7 N3 O9 118.7(10) . . ? O12 N4 O11 124.4(12) . . ? O12 N4 O10 114.8(15) . . ? O11 N4 O10 120.0(13) . . ? C13 N11 N12 104.5(7) . . ? C13 N11 Ag1 127.5(6) . . ? N12 N11 Ag1 122.0(5) . . ? C11 N12 N11 111.4(7) . . ? C11 N12 C1 127.9(7) . . ? N11 N12 C1 120.7(7) . . ? C23 N21 N22 102.7(7) . . ? C23 N21 Ag1 131.7(6) . . ? N22 N21 Ag1 122.7(5) . . ? C21 N22 N21 111.0(7) . . ? C21 N22 C1 126.9(7) . . ? N21 N22 C1 121.9(6) . . ? C33 N31 N32 104.6(8) . . ? C31 N32 N31 109.3(8) . . ? C31 N32 C3 129.6(8) . . ? N31 N32 C3 120.5(7) . . ? C43 N41 N42 103.9(7) . . ? C43 N41 Ag1 128.7(6) . 2_575 ? N42 N41 Ag1 127.0(5) . 2_575 ? N41 N42 C41 111.9(8) . . ? N41 N42 C3 121.7(7) . . ? C41 N42 C3 126.1(8) . . ? C53 N51 N52 104.8(8) . . ? C53 N51 Ag2 126.9(8) . . ? N52 N51 Ag2 125.7(6) . . ? N51 N52 C51 109.5(8) . . ? N51 N52 C4 122.0(7) . . ? C51 N52 C4 128.4(9) . . ? C63 N61 N62 103.8(10) . . ? C63 N61 Ag2 132.8(9) . . ? N62 N61 Ag2 117.7(8) . . ? C61 N62 N61 113.7(10) . . ? C61 N62 C4 126.2(11) . . ? N61 N62 C4 120.1(10) . . ? C73 N71 N72 104.6(8) . . ? C73 N71 Ag2 163.5(8) . ? ? N72 N71 Ag2 91.0(5) . ? ? C73 N71 Ag2 129.6(7) . 2_665 ? N72 N71 Ag2 119.5(5) . 2_665 ? Ag2 N71 Ag2 34.31(14) ? 2_665 ? C71 N72 N71 112.0(7) . . ? C71 N72 C6 127.8(8) . . ? N71 N72 C6 120.2(7) . . ? C71 N72 Ag2 164.3(6) . ? ? N71 N72 Ag2 53.0(4) . ? ? C6 N72 Ag2 67.4(4) . ? ? C83 N81 N82 106.1(8) . . ? C83 N81 Ag2 163.3(9) . ? ? N82 N81 Ag2 90.1(6) . ? ? C83 N81 Ag2 125.8(8) . 2_665 ? N82 N81 Ag2 124.6(6) . 2_665 ? Ag2 N81 Ag2 37.72(15) ? 2_665 ? C81 N82 N81 110.0(8) . . ? C81 N82 C6 128.9(9) . . ? N81 N82 C6 121.1(7) . . ? C81 N82 Ag2 163.3(8) . ? ? N81 N82 Ag2 53.7(5) . ? ? C6 N82 Ag2 67.4(4) . ? ? C93 N91 N92 105.4(10) . . ? C93 N91 Ag3 126.9(9) . . ? N92 N91 Ag3 125.7(8) . . ? N91 N92 C91 112.1(10) . . ? N91 N92 C7 121.5(9) . . ? C91 N92 C7 126.4(9) . . ? C103 N101 N102 104.2(8) . . ? C103 N101 Ag3 130.7(6) . . ? N102 N101 Ag3 114.5(5) . . ? C101 N102 N101 110.2(7) . . ? C101 N102 C7 129.0(8) . . ? N101 N102 C7 120.8(7) . . ? C113 N111 N112 105.7(10) . . ? C113 N111 Ag3 129.8(8) . 2_566 ? N112 N111 Ag3 119.6(7) . 2_566 ? N111 N112 C111 109.6(10) . . ? N111 N112 C9 120.8(9) . . ? C111 N112 C9 129.5(10) . . ? C123 N121 N122 107.4(10) . . ? C123 N121 Ag3 125.6(10) . 2_566 ? N122 N121 Ag3 125.0(8) . 2_566 ? N121 N122 C121 111.1(11) . . ? N121 N122 C9 121.2(9) . . ? C121 N122 C9 127.5(11) . . ? N1 O1 Ag4 94.6(8) . . ? N1 O2 Ag4 98.6(7) . . ? N2 O4 Ag4 93.9(9) . . ? N2 O5 Ag4 100.5(8) . . ? N3 O7 Ag4 108.0(7) . . ? N3 O8 Ag4 76.8(7) . . ? N4 O10 Ag4 97.4(9) . . ? N4 O11 Ag4 93.0(7) . . ? C202 C201 C215 63(2) . . ? C202 C201 C218 81(3) . . ? C215 C201 C218 57(2) . . ? C202 C201 C213 52(2) . . ? C215 C201 C213 68(3) . . ? C218 C201 C213 37(2) . . ? C201 C202 C215 60(2) . . ? C201 C202 C213 84(3) . . ? C215 C202 C213 80(3) . . ? C201 C202 C214 117(3) . . ? C215 C202 C214 57(2) . . ? C213 C202 C214 94(3) . . ? C201 C202 C218 60(2) . . ? C215 C202 C218 49(2) . . ? C213 C202 C218 34(2) . . ? C214 C202 C218 86(2) . . ? C214 C203 C215 58(2) . . ? C205 C206 C207 116(3) . . ? C216 C208 C209 70(3) . . ? C208 C209 C216 54(3) . . ? C217 C210 C221 64(4) . . ? C217 C210 C211 46(4) . . ? C221 C210 C211 70(4) . . ? C217 C211 C220 57(5) . . ? C217 C211 C210 51(5) . . ? C220 C211 C210 104(5) . . ? C217 C211 C221 55(5) . . ? C220 C211 C221 101(5) . . ? C210 C211 C221 51(3) . . ? C217 C211 C212 63(5) . . ? C220 C211 C212 53(3) . . ? C210 C211 C212 105(5) . . ? C221 C211 C212 65(3) . . ? C220 C212 C219 107(5) . . ? C220 C212 C217 44(3) . . ? C219 C212 C217 75(4) . . ? C220 C212 C211 47(3) . . ? C219 C212 C211 106(4) . . ? C217 C212 C211 36(3) . . ? C220 C212 C221 88(4) . . ? C219 C212 C221 60(3) . . ? C217 C212 C221 45(3) . . ? C211 C212 C221 53(3) . . ? C218 C213 C202 99(5) . . ? C218 C213 C215 55(4) . . ? C202 C213 C215 47(2) . . ? C218 C213 C201 66(4) . . ? C202 C213 C201 43.4(18) . . ? C215 C213 C201 42.3(17) . . ? C215 C214 C203 61(2) . . ? C215 C214 C202 54(2) . . ? C203 C214 C202 109(3) . . ? C201 C215 C202 57(2) . . ? C201 C215 C214 125(4) . . ? C202 C215 C214 69(3) . . ? C201 C215 C203 145(4) . . ? C202 C215 C203 121(3) . . ? C214 C215 C203 61(2) . . ? C201 C215 C218 76(3) . . ? C202 C215 C218 88(4) . . ? C214 C215 C218 114(4) . . ? C203 C215 C218 138(4) . . ? C201 C215 C213 70(3) . . ? C202 C215 C213 52(2) . . ? C214 C215 C213 86(3) . . ? C203 C215 C213 141(3) . . ? C218 C215 C213 38(3) . . ? C208 C216 C209 56(3) . . ? C211 C217 C210 83(6) . . ? C211 C217 C220 74(6) . . ? C210 C217 C220 147(7) . . ? C211 C217 C221 84(6) . . ? C210 C217 C221 64(5) . . ? C220 C217 C221 134(6) . . ? C211 C217 C212 81(5) . . ? C210 C217 C212 139(6) . . ? C220 C217 C212 61(4) . . ? C221 C217 C212 76(4) . . ? C211 C217 C219 124(6) . . ? C210 C217 C219 112(6) . . ? C220 C217 C219 101(5) . . ? C221 C217 C219 60(4) . . ? C212 C217 C219 52(3) . . ? C213 C218 C215 87(5) . . ? C213 C218 C201 77(5) . . ? C215 C218 C201 48(2) . . ? C213 C218 C202 47(4) . . ? C215 C218 C202 43(2) . . ? C201 C218 C202 39.4(17) . . ? C212 C219 C221 67(4) . . ? C212 C219 C217 53(3) . . ? C221 C219 C217 42(3) . . ? C217 C220 C211 50(3) . . ? C217 C220 C212 75(4) . . ? C211 C220 C212 80(4) . . ? C210 C221 C217 52(3) . . ? C210 C221 C211 59(3) . . ? C217 C221 C211 41(3) . . ? C210 C221 C219 117(5) . . ? C217 C221 C219 79(4) . . ? C211 C221 C219 108(4) . . ? C210 C221 C212 109(4) . . ? C217 C221 C212 59(4) . . ? C211 C221 C212 62(3) . . ? C219 C221 C212 53(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N12 C1 C2 C3 -80.1(7) . . . . ? N22 C1 C2 C3 154.0(6) . . . . ? C1 C2 C3 N42 55.8(9) . . . . ? C1 C2 C3 N32 -177.7(6) . . . . ? N62 C4 C5 C6 168.0(8) . . . . ? N52 C4 C5 C6 -66.4(10) . . . . ? N62 C4 C5 Ag2 -103.4(10) . . . ? ? N52 C4 C5 Ag2 22.2(13) . . . ? ? C4 C5 C6 N82 72.8(9) . . . . ? Ag2 C5 C6 N82 -63.0(6) ? . . . ? C4 C5 C6 N72 -160.9(7) . . . . ? Ag2 C5 C6 N72 63.3(6) ? . . . ? C4 C5 C6 Ag2 135.8(7) . . . ? ? N102 C7 C8 C9 166.7(8) . . . . ? N92 C7 C8 C9 -67.3(10) . . . . ? C7 C8 C9 N122 72.0(10) . . . . ? C7 C8 C9 N112 -162.6(8) . . . . ? N12 C11 C12 C13 0.3(4) . . . . ? N12 C11 C12 C14 179.5(5) . . . . ? C11 C12 C13 N11 -0.4(6) . . . . ? C14 C12 C13 N11 -179.6(5) . . . . ? C11 C12 C14 C15 -2(3) . . . . ? C13 C12 C14 C15 177(2) . . . . ? N22 C21 C22 C23 0.3(5) . . . . ? N22 C21 C22 C24 179.7(5) . . . . ? C21 C22 C23 N21 -0.3(6) . . . . ? C24 C22 C23 N21 -179.8(5) . . . . ? C23 C22 C24 C25 -63.4(18) . . . . ? C21 C22 C24 C25 117.3(16) . . . . ? N32 C31 C32 C33 -0.3(5) . . . . ? N32 C31 C32 C34 -179.8(4) . . . . ? C31 C32 C33 N31 0.3(6) . . . . ? C34 C32 C33 N31 179.7(5) . . . . ? C33 C32 C34 C35 62(3) . . . . ? C31 C32 C34 C35 -119(3) . . . . ? N42 C41 C42 C43 0.4(5) . . . . ? N42 C41 C42 C44 -179.9(5) . . . . ? C41 C42 C43 N41 -0.6(6) . . . . ? C44 C42 C43 N41 179.7(5) . . . . ? C41 C42 C44 C45 -89(2) . . . . ? C43 C42 C44 C45 90.6(19) . . . . ? N52 C51 C52 C53 -0.1(4) . . . . ? N52 C51 C52 C54 -179.7(4) . . . . ? C51 C52 C53 N51 0.0(6) . . . . ? C54 C52 C53 N51 179.6(5) . . . . ? C51 C52 C54 C55 -143.0(15) . . . . ? C53 C52 C54 C55 37.5(17) . . . . ? N62 C61 C62 C63 0.0(5) . . . . ? N62 C61 C62 C64 -179.8(5) . . . . ? C61 C62 C63 N61 0.0(7) . . . . ? C64 C62 C63 N61 179.8(5) . . . . ? N72 C71 C72 C73 -0.1(4) . . . . ? N72 C71 C72 C74 -180.0(5) . . . . ? C71 C72 C73 N71 0.2(6) . . . . ? C74 C72 C73 N71 -179.9(5) . . . . ? C71 C72 C74 C75 11.4(14) . . . . ? C73 C72 C74 C75 -168.4(12) . . . . ? N82 C81 C82 C83 0.0(4) . . . . ? N82 C81 C82 C84 -179.9(4) . . . . ? C81 C82 C83 N81 0.0(6) . . . . ? C84 C82 C83 N81 179.9(5) . . . . ? C81 C82 C84 C85 -104(2) . . . . ? C83 C82 C84 C85 76(2) . . . . ? N92 C91 C92 C93 0.2(4) . . . . ? N92 C91 C92 C94 -179.9(5) . . . . ? C91 C92 C93 N91 -0.4(6) . . . . ? C94 C92 C93 N91 179.8(5) . . . . ? C91 C92 C94 C95 31(2) . . . . ? C93 C92 C94 C95 -149.2(19) . . . . ? N102 C101 C102 C103 0.3(5) . . . . ? N102 C101 C102 C104 179.7(5) . . . . ? C101 C102 C103 N101 -0.4(6) . . . . ? C104 C102 C103 N101 -179.8(5) . . . . ? C101 C102 C104 C105 -10.6(17) . . . . ? C103 C102 C104 C105 168.7(15) . . . . ? N112 C111 C112 C113 -0.4(4) . . . . ? N112 C111 C112 C114 -179.9(5) . . . . ? C111 C112 C113 N111 0.6(6) . . . . ? C114 C112 C113 N111 -179.9(5) . . . . ? N122 C121 C122 C123 0.0(5) . . . . ? N122 C121 C122 C124 -179.4(5) . . . . ? C121 C122 C123 N121 -0.2(6) . . . . ? C124 C122 C123 N121 179.3(5) . . . . ? C121 C122 C124 C125 -53(2) . . . . ? C123 C122 C124 C125 128(2) . . . . ? C12 C13 N11 N12 0.3(5) . . . . ? C12 C13 N11 Ag1 -152.3(5) . . . . ? N41 Ag1 N11 C13 -55.2(7) 2_575 . . . ? N21 Ag1 N11 C13 137.7(6) . . . . ? N31 Ag1 N11 C13 1.8(6) 2_575 . . . ? Ag1 Ag1 N11 C13 -104.8(6) 2_575 . . . ? N41 Ag1 N11 N12 156.6(4) 2_575 . . . ? N21 Ag1 N11 N12 -10.6(5) . . . . ? N31 Ag1 N11 N12 -146.4(5) 2_575 . . . ? Ag1 Ag1 N11 N12 107.0(5) 2_575 . . . ? C12 C11 N12 N11 -0.2(3) . . . . ? C12 C11 N12 C1 -178.5(7) . . . . ? C13 N11 N12 C11 0.0(3) . . . . ? Ag1 N11 N12 C11 154.4(5) . . . . ? C13 N11 N12 C1 178.4(6) . . . . ? Ag1 N11 N12 C1 -27.1(7) . . . . ? N22 C1 N12 C11 -110.7(6) . . . . ? C2 C1 N12 C11 123.0(6) . . . . ? N22 C1 N12 N11 71.1(7) . . . . ? C2 C1 N12 N11 -55.2(8) . . . . ? C22 C23 N21 N22 0.3(5) . . . . ? C22 C23 N21 Ag1 160.8(6) . . . . ? N41 Ag1 N21 C23 43.4(7) 2_575 . . . ? N11 Ag1 N21 C23 -144.7(6) . . . . ? N31 Ag1 N21 C23 -70.6(7) 2_575 . . . ? Ag1 Ag1 N21 C23 163.7(5) 2_575 . . . ? N41 Ag1 N21 N22 -159.3(4) 2_575 . . . ? N11 Ag1 N21 N22 12.7(5) . . . . ? N31 Ag1 N21 N22 86.7(6) 2_575 . . . ? Ag1 Ag1 N21 N22 -38.9(5) 2_575 . . . ? C22 C21 N22 N21 -0.1(3) . . . . ? C22 C21 N22 C1 174.2(7) . . . . ? C23 N21 N22 C21 -0.1(3) . . . . ? Ag1 N21 N22 C21 -162.9(5) . . . . ? C23 N21 N22 C1 -174.7(7) . . . . ? Ag1 N21 N22 C1 22.5(8) . . . . ? N12 C1 N22 C21 117.4(6) . . . . ? C2 C1 N22 C21 -114.4(6) . . . . ? N12 C1 N22 N21 -68.8(8) . . . . ? C2 C1 N22 N21 59.3(8) . . . . ? C32 C33 N31 N32 -0.2(5) . . . . ? C32 C31 N32 N31 0.2(3) . . . . ? C32 C31 N32 C3 171.2(8) . . . . ? C33 N31 N32 C31 0.0(3) . . . . ? C33 N31 N32 C3 -172.0(7) . . . . ? N42 C3 N32 C31 -86.1(8) . . . . ? C2 C3 N32 C31 143.8(6) . . . . ? N42 C3 N32 N31 84.1(8) . . . . ? C2 C3 N32 N31 -46.1(9) . . . . ? C42 C43 N41 N42 0.6(5) . . . . ? C42 C43 N41 Ag1 173.4(5) . . . 2_575 ? C43 N41 N42 C41 -0.3(3) . . . . ? Ag1 N41 N42 C41 -173.3(5) 2_575 . . . ? C43 N41 N42 C3 174.0(7) . . . . ? Ag1 N41 N42 C3 1.0(8) 2_575 . . . ? C42 C41 N42 N41 0.0(3) . . . . ? C42 C41 N42 C3 -174.0(7) . . . . ? N32 C3 N42 N41 -67.3(7) . . . . ? C2 C3 N42 N41 60.4(9) . . . . ? N32 C3 N42 C41 106.1(6) . . . . ? C2 C3 N42 C41 -126.1(6) . . . . ? C52 C53 N51 N52 0.1(5) . . . . ? C52 C53 N51 Ag2 -162.6(6) . . . . ? N81 Ag2 N51 C53 -137.1(11) 2_665 . . . ? N71 Ag2 N51 C53 -3.4(6) 2_665 . . . ? N61 Ag2 N51 C53 137.9(6) . . . . ? Ag2 Ag2 N51 C53 -132.0(6) ? . . . ? N81 Ag2 N51 N52 63.6(13) 2_665 . . . ? N71 Ag2 N51 N52 -162.7(5) 2_665 . . . ? N61 Ag2 N51 N52 -21.3(5) . . . . ? Ag2 Ag2 N51 N52 68.8(5) ? . . . ? C53 N51 N52 C51 -0.1(3) . . . . ? Ag2 N51 N52 C51 162.9(5) . . . . ? C53 N51 N52 C4 -176.0(8) . . . . ? Ag2 N51 N52 C4 -13.0(9) . . . . ? C52 C51 N52 N51 0.1(3) . . . . ? C52 C51 N52 C4 175.6(9) . . . . ? N62 C4 N52 N51 67.9(9) . . . . ? C5 C4 N52 N51 -57.4(10) . . . . ? N62 C4 N52 C51 -107.1(8) . . . . ? C5 C4 N52 C51 127.6(6) . . . . ? C62 C63 N61 N62 0.0(5) . . . . ? C62 C63 N61 Ag2 151.5(8) . . . . ? N51 Ag2 N61 C63 -132.9(8) . . . . ? N81 Ag2 N61 C63 63.5(8) 2_665 . . . ? N71 Ag2 N61 C63 -23.4(11) 2_665 . . . ? Ag2 Ag2 N61 C63 151.1(8) ? . . . ? N51 Ag2 N61 N62 15.5(6) . . . . ? N81 Ag2 N61 N62 -148.0(6) 2_665 . . . ? N71 Ag2 N61 N62 125.0(6) 2_665 . . . ? Ag2 Ag2 N61 N62 -60.5(6) ? . . . ? C62 C61 N62 N61 0.1(3) . . . . ? C62 C61 N62 C4 178.2(8) . . . . ? C63 N61 N62 C61 -0.1(3) . . . . ? Ag2 N61 N62 C61 -156.7(6) . . . . ? C63 N61 N62 C4 -178.4(8) . . . . ? Ag2 N61 N62 C4 25.0(8) . . . . ? N52 C4 N62 C61 109.1(8) . . . . ? C5 C4 N62 C61 -124.4(7) . . . . ? N52 C4 N62 N61 -72.8(9) . . . . ? C5 C4 N62 N61 53.7(10) . . . . ? C72 C73 N71 N72 -0.2(5) . . . . ? C72 C73 N71 Ag2 -161.0(17) . . . ? ? C72 C73 N71 Ag2 -151.1(6) . . . 2_665 ? C72 C71 N72 N71 0.0(3) . . . . ? C72 C71 N72 C6 -179.9(8) . . . . ? C72 C71 N72 Ag2 15.6(13) . . . ? ? C73 N71 N72 C71 0.1(3) . . . . ? Ag2 N71 N72 C71 174.8(4) ? . . . ? Ag2 N71 N72 C71 154.6(5) 2_665 . . . ? C73 N71 N72 C6 -179.9(7) . . . . ? Ag2 N71 N72 C6 -5.3(6) ? . . . ? Ag2 N71 N72 C6 -25.5(8) 2_665 . . . ? C73 N71 N72 Ag2 -174.6(5) . . . ? ? Ag2 N71 N72 Ag2 -20.2(2) 2_665 . . ? ? N82 C6 N72 C71 -107.6(7) . . . . ? C5 C6 N72 C71 125.4(6) . . . . ? Ag2 C6 N72 C71 -175.5(5) ? . . . ? N82 C6 N72 N71 72.5(8) . . . . ? C5 C6 N72 N71 -54.5(9) . . . . ? Ag2 C6 N72 N71 4.6(6) ? . . . ? N82 C6 N72 Ag2 67.9(6) . . . ? ? C5 C6 N72 Ag2 -59.1(5) . . . ? ? C82 C83 N81 N82 0.0(5) . . . . ? C82 C83 N81 Ag2 166.2(15) . . . ? ? C82 C83 N81 Ag2 159.4(5) . . . 2_665 ? C82 C81 N82 N81 0.0(2) . . . . ? C82 C81 N82 C6 -176.8(7) . . . . ? C82 C81 N82 Ag2 -11.0(11) . . . ? ? C83 N81 N82 C81 0.0(3) . . . . ? Ag2 N81 N82 C81 -176.1(4) ? . . . ? Ag2 N81 N82 C81 -159.7(5) 2_665 . . . ? C83 N81 N82 C6 177.1(7) . . . . ? Ag2 N81 N82 C6 1.0(6) ? . . . ? Ag2 N81 N82 C6 17.4(8) 2_665 . . . ? C83 N81 N82 Ag2 176.1(5) . . . ? ? Ag2 N81 N82 Ag2 16.4(3) 2_665 . . ? ? N72 C6 N82 C81 108.2(7) . . . . ? C5 C6 N82 C81 -125.9(6) . . . . ? Ag2 C6 N82 C81 175.6(5) ? . . . ? N72 C6 N82 N81 -68.3(8) . . . . ? C5 C6 N82 N81 57.6(8) . . . . ? Ag2 C6 N82 N81 -0.9(5) ? . . . ? N72 C6 N82 Ag2 -67.4(5) . . . ? ? C5 C6 N82 Ag2 58.5(5) . . . ? ? C92 C93 N91 N92 0.4(5) . . . . ? C92 C93 N91 Ag3 -164.1(6) . . . . ? N121 Ag3 N91 C93 -121.8(14) 2_566 . . . ? N111 Ag3 N91 C93 -0.2(7) 2_566 . . . ? N101 Ag3 N91 C93 142.7(6) . . . . ? Ag3 Ag3 N91 C93 -109.6(6) 2_566 . . . ? N121 Ag3 N91 N92 76.8(15) 2_566 . . . ? N111 Ag3 N91 N92 -161.6(6) 2_566 . . . ? N101 Ag3 N91 N92 -18.7(6) . . . . ? Ag3 Ag3 N91 N92 89.0(6) 2_566 . . . ? C93 N91 N92 C91 -0.2(3) . . . . ? Ag3 N91 N92 C91 164.5(6) . . . . ? C93 N91 N92 C7 -179.1(8) . . . . ? Ag3 N91 N92 C7 -14.4(9) . . . . ? C92 C91 N92 N91 0.0(3) . . . . ? C92 C91 N92 C7 178.8(8) . . . . ? N102 C7 N92 N91 69.0(9) . . . . ? C8 C7 N92 N91 -57.7(9) . . . . ? N102 C7 N92 C91 -109.8(7) . . . . ? C8 C7 N92 C91 123.5(7) . . . . ? C102 C103 N101 N102 0.3(5) . . . . ? C102 C103 N101 Ag3 141.8(8) . . . . ? N121 Ag3 N101 C103 68.0(7) 2_566 . . . ? N91 Ag3 N101 C103 -127.7(8) . . . . ? N111 Ag3 N101 C103 -19.9(10) 2_566 . . . ? Ag3 Ag3 N101 C103 149.3(7) 2_566 . . . ? N121 Ag3 N101 N102 -153.6(5) 2_566 . . . ? N91 Ag3 N101 N102 10.7(5) . . . . ? N111 Ag3 N101 N102 118.5(6) 2_566 . . . ? Ag3 Ag3 N101 N102 -72.3(5) 2_566 . . . ? C102 C101 N102 N101 -0.1(3) . . . . ? C102 C101 N102 C7 179.3(9) . . . . ? C103 N101 N102 C101 -0.1(3) . . . . ? Ag3 N101 N102 C101 -148.8(5) . . . . ? C103 N101 N102 C7 -179.6(8) . . . . ? Ag3 N101 N102 C7 31.7(8) . . . . ? N92 C7 N102 C101 102.1(8) . . . . ? C8 C7 N102 C101 -130.7(7) . . . . ? N92 C7 N102 N101 -78.5(9) . . . . ? C8 C7 N102 N101 48.7(10) . . . . ? C112 C113 N111 N112 -0.6(5) . . . . ? C112 C113 N111 Ag3 -155.0(8) . . . 2_566 ? C113 N111 N112 C111 0.3(3) . . . . ? Ag3 N111 N112 C111 157.8(6) 2_566 . . . ? C113 N111 N112 C9 179.6(10) . . . . ? Ag3 N111 N112 C9 -22.8(10) 2_566 . . . ? C112 C111 N112 N111 0.1(3) . . . . ? C112 C111 N112 C9 -179.2(11) . . . . ? N122 C9 N112 N111 71.2(10) . . . . ? C8 C9 N112 N111 -57.2(11) . . . . ? N122 C9 N112 C111 -109.6(9) . . . . ? C8 C9 N112 C111 122.1(8) . . . . ? C122 C123 N121 N122 0.3(5) . . . . ? C122 C123 N121 Ag3 164.8(7) . . . 2_566 ? C123 N121 N122 C121 -0.3(3) . . . . ? Ag3 N121 N122 C121 -164.9(6) 2_566 . . . ? C123 N121 N122 C9 -176.4(9) . . . . ? Ag3 N121 N122 C9 19.0(10) 2_566 . . . ? C122 C121 N122 N121 0.1(2) . . . . ? C122 C121 N122 C9 176.0(9) . . . . ? N112 C9 N122 N121 -70.1(9) . . . . ? C8 C9 N122 N121 56.3(11) . . . . ? N112 C9 N122 C121 114.4(7) . . . . ? C8 C9 N122 C121 -119.1(8) . . . . ? O3 N1 O1 Ag4 -179.8(10) . . . . ? O2 N1 O1 Ag4 -1.8(11) . . . . ? O5 Ag4 O1 N1 -158.1(8) . . . . ? O2 Ag4 O1 N1 1.0(7) . . . . ? O7 Ag4 O1 N1 82.2(8) . . . . ? O4 Ag4 O1 N1 -109.1(8) . . . . ? O10 Ag4 O1 N1 6.8(19) . . . . ? O11 Ag4 O1 N1 -29.3(9) . . . . ? O8 Ag4 O1 N1 119.9(8) . . . . ? O1 N1 O2 Ag4 1.9(12) . . . . ? O3 N1 O2 Ag4 179.8(9) . . . . ? O5 Ag4 O2 N1 36.0(9) . . . . ? O7 Ag4 O2 N1 -104.7(7) . . . . ? O4 Ag4 O2 N1 81.0(7) . . . . ? O1 Ag4 O2 N1 -1.0(6) . . . . ? O10 Ag4 O2 N1 -179.3(6) . . . . ? O11 Ag4 O2 N1 152.8(7) . . . . ? O8 Ag4 O2 N1 -103.3(7) . . . . ? O5 N2 O4 Ag4 -2.6(13) . . . . ? O6 N2 O4 Ag4 179.5(11) . . . . ? O5 Ag4 O4 N2 1.5(8) . . . . ? O2 Ag4 O4 N2 -145.2(9) . . . . ? O7 Ag4 O4 N2 50.7(16) . . . . ? O1 Ag4 O4 N2 -96.7(9) . . . . ? O10 Ag4 O4 N2 97.4(9) . . . . ? O11 Ag4 O4 N2 142.8(10) . . . . ? O8 Ag4 O4 N2 38.4(10) . . . . ? O4 N2 O5 Ag4 2.7(14) . . . . ? O6 N2 O5 Ag4 -179.5(12) . . . . ? O2 Ag4 O5 N2 61.1(11) . . . . ? O7 Ag4 O5 N2 -163.9(8) . . . . ? O4 Ag4 O5 N2 -1.5(8) . . . . ? O1 Ag4 O5 N2 88.5(9) . . . . ? O10 Ag4 O5 N2 -87.4(9) . . . . ? O11 Ag4 O5 N2 -44.1(9) . . . . ? O8 Ag4 O5 N2 -148.6(9) . . . . ? O8 N3 O7 Ag4 -40.1(13) . . . . ? O9 N3 O7 Ag4 134.7(11) . . . . ? O5 Ag4 O7 N3 40.8(9) . . . . ? O2 Ag4 O7 N3 -163.5(8) . . . . ? O4 Ag4 O7 N3 1.6(15) . . . . ? O1 Ag4 O7 N3 148.7(8) . . . . ? O10 Ag4 O7 N3 -47.0(8) . . . . ? O11 Ag4 O7 N3 -85.8(8) . . . . ? O8 Ag4 O7 N3 18.1(7) . . . . ? O7 N3 O8 Ag4 30.2(10) . . . . ? O9 N3 O8 Ag4 -144.7(13) . . . . ? O5 Ag4 O8 N3 -176.9(7) . . . . ? O2 Ag4 O8 N3 -19.8(8) . . . . ? O7 Ag4 O8 N3 -17.7(7) . . . . ? O4 Ag4 O8 N3 155.7(7) . . . . ? O1 Ag4 O8 N3 -82.3(7) . . . . ? O10 Ag4 O8 N3 81.5(7) . . . . ? O11 Ag4 O8 N3 70.3(7) . . . . ? O12 N4 O10 Ag4 -170.8(11) . . . . ? O11 N4 O10 Ag4 18.4(12) . . . . ? O5 Ag4 O10 N4 111.6(7) . . . . ? O2 Ag4 O10 N4 -48.7(7) . . . . ? O7 Ag4 O10 N4 -132.2(7) . . . . ? O4 Ag4 O10 N4 63.4(7) . . . . ? O1 Ag4 O10 N4 -53.4(16) . . . . ? O11 Ag4 O10 N4 -9.7(6) . . . . ? O8 Ag4 O10 N4 -174.9(7) . . . . ? O12 N4 O11 Ag4 172.5(13) . . . . ? O10 N4 O11 Ag4 -17.6(11) . . . . ? O5 Ag4 O11 N4 -60.8(8) . . . . ? O2 Ag4 O11 N4 154.3(7) . . . . ? O7 Ag4 O11 N4 66.5(7) . . . . ? O4 Ag4 O11 N4 -92.0(7) . . . . ? O1 Ag4 O11 N4 177.0(7) . . . . ? O10 Ag4 O11 N4 9.7(6) . . . . ? O8 Ag4 O11 N4 23.6(7) . . . . ? C218 C201 C202 C215 57(3) . . . . ? C213 C201 C202 C215 82(3) . . . . ? C215 C201 C202 C213 -82(3) . . . . ? C218 C201 C202 C213 -25(3) . . . . ? C215 C201 C202 C214 10(3) . . . . ? C218 C201 C202 C214 67(3) . . . . ? C213 C201 C202 C214 92(3) . . . . ? C215 C201 C202 C218 -57(3) . . . . ? C213 C201 C202 C218 25(3) . . . . ? C221 C210 C211 C217 -73(5) . . . . ? C217 C210 C211 C220 -20(5) . . . . ? C221 C210 C211 C220 -93(5) . . . . ? C217 C210 C211 C221 73(5) . . . . ? C217 C210 C211 C212 35(5) . . . . ? C221 C210 C211 C212 -38(4) . . . . ? C217 C211 C212 C220 -67(5) . . . . ? C210 C211 C212 C220 -97(5) . . . . ? C221 C211 C212 C220 -129(5) . . . . ? C217 C211 C212 C219 32(6) . . . . ? C220 C211 C212 C219 99(5) . . . . ? C210 C211 C212 C219 2(6) . . . . ? C221 C211 C212 C219 -29(4) . . . . ? C220 C211 C212 C217 67(5) . . . . ? C210 C211 C212 C217 -30(5) . . . . ? C221 C211 C212 C217 -62(5) . . . . ? C217 C211 C212 C221 62(5) . . . . ? C220 C211 C212 C221 129(5) . . . . ? C210 C211 C212 C221 32(4) . . . . ? C201 C202 C213 C218 41(4) . . . . ? C215 C202 C213 C218 -20(4) . . . . ? C214 C202 C213 C218 -76(5) . . . . ? C201 C202 C213 C215 61(2) . . . . ? C214 C202 C213 C215 -56(2) . . . . ? C218 C202 C213 C215 20(4) . . . . ? C215 C202 C213 C201 -61(2) . . . . ? C214 C202 C213 C201 -116(3) . . . . ? C218 C202 C213 C201 -41(4) . . . . ? C202 C201 C213 C218 -135(5) . . . . ? C215 C201 C213 C218 -63(4) . . . . ? C215 C201 C213 C202 72(3) . . . . ? C218 C201 C213 C202 135(5) . . . . ? C202 C201 C213 C215 -72(3) . . . . ? C218 C201 C213 C215 63(4) . . . . ? C215 C203 C214 C202 -26(3) . . . . ? C201 C202 C214 C215 -10(3) . . . . ? C213 C202 C214 C215 75(3) . . . . ? C218 C202 C214 C215 42(3) . . . . ? C201 C202 C214 C203 18(4) . . . . ? C215 C202 C214 C203 28(3) . . . . ? C213 C202 C214 C203 104(4) . . . . ? C218 C202 C214 C203 71(3) . . . . ? C218 C201 C215 C202 -97(4) . . . . ? C213 C201 C215 C202 -58(2) . . . . ? C202 C201 C215 C214 -12(4) . . . . ? C218 C201 C215 C214 -109(5) . . . . ? C213 C201 C215 C214 -70(4) . . . . ? C202 C201 C215 C203 -99(6) . . . . ? C218 C201 C215 C203 164(7) . . . . ? C213 C201 C215 C203 -156(7) . . . . ? C202 C201 C215 C218 97(4) . . . . ? C213 C201 C215 C218 39(3) . . . . ? C202 C201 C215 C213 58(2) . . . . ? C218 C201 C215 C213 -39(3) . . . . ? C213 C202 C215 C201 89(3) . . . . ? C214 C202 C215 C201 -170(3) . . . . ? C218 C202 C215 C201 74(3) . . . . ? C201 C202 C215 C214 170(3) . . . . ? C213 C202 C215 C214 -102(3) . . . . ? C218 C202 C215 C214 -116(4) . . . . ? C201 C202 C215 C203 138(4) . . . . ? C213 C202 C215 C203 -133(4) . . . . ? C214 C202 C215 C203 -31(3) . . . . ? C218 C202 C215 C203 -148(5) . . . . ? C201 C202 C215 C218 -74(3) . . . . ? C213 C202 C215 C218 15(3) . . . . ? C214 C202 C215 C218 116(4) . . . . ? C201 C202 C215 C213 -89(3) . . . . ? C214 C202 C215 C213 102(3) . . . . ? C218 C202 C215 C213 -15(3) . . . . ? C203 C214 C215 C201 -139(4) . . . . ? C202 C214 C215 C201 11(3) . . . . ? C203 C214 C215 C202 -149(3) . . . . ? C202 C214 C215 C203 149(3) . . . . ? C203 C214 C215 C218 133(5) . . . . ? C202 C214 C215 C218 -78(4) . . . . ? C203 C214 C215 C213 159(3) . . . . ? C202 C214 C215 C213 -51(2) . . . . ? C214 C203 C215 C201 109(6) . . . . ? C214 C203 C215 C202 34(3) . . . . ? C214 C203 C215 C218 -94(6) . . . . ? C214 C203 C215 C213 -34(5) . . . . ? C218 C213 C215 C201 93(5) . . . . ? C202 C213 C215 C201 -63(2) . . . . ? C218 C213 C215 C202 156(6) . . . . ? C201 C213 C215 C202 63(2) . . . . ? C218 C213 C215 C214 -138(5) . . . . ? C202 C213 C215 C214 66(3) . . . . ? C201 C213 C215 C214 129(3) . . . . ? C218 C213 C215 C203 -109(7) . . . . ? C202 C213 C215 C203 96(5) . . . . ? C201 C213 C215 C203 158(6) . . . . ? C202 C213 C215 C218 -156(6) . . . . ? C201 C213 C215 C218 -93(5) . . . . ? C220 C211 C217 C210 157(5) . . . . ? C221 C211 C217 C210 -65(4) . . . . ? C212 C211 C217 C210 -142(5) . . . . ? C210 C211 C217 C220 -157(5) . . . . ? C221 C211 C217 C220 139(5) . . . . ? C212 C211 C217 C220 62(3) . . . . ? C220 C211 C217 C221 -139(5) . . . . ? C210 C211 C217 C221 65(4) . . . . ? C212 C211 C217 C221 -77(4) . . . . ? C220 C211 C217 C212 -62(3) . . . . ? C210 C211 C217 C212 142(5) . . . . ? C221 C211 C217 C212 77(4) . . . . ? C220 C211 C217 C219 -92(7) . . . . ? C210 C211 C217 C219 111(8) . . . . ? C221 C211 C217 C219 47(5) . . . . ? C212 C211 C217 C219 -30(6) . . . . ? C221 C210 C217 C211 87(5) . . . . ? C221 C210 C217 C220 132(13) . . . . ? C211 C210 C217 C220 45(11) . . . . ? C211 C210 C217 C221 -87(5) . . . . ? C221 C210 C217 C212 19(8) . . . . ? C211 C210 C217 C212 -68(9) . . . . ? C221 C210 C217 C219 -37(4) . . . . ? C211 C210 C217 C219 -124(7) . . . . ? C220 C212 C217 C211 76(5) . . . . ? C219 C212 C217 C211 -148(6) . . . . ? C221 C212 C217 C211 -86(6) . . . . ? C220 C212 C217 C210 145(12) . . . . ? C219 C212 C217 C210 -79(10) . . . . ? C211 C212 C217 C210 69(10) . . . . ? C221 C212 C217 C210 -17(8) . . . . ? C219 C212 C217 C220 136(5) . . . . ? C211 C212 C217 C220 -76(5) . . . . ? C221 C212 C217 C220 -162(6) . . . . ? C220 C212 C217 C221 162(6) . . . . ? C219 C212 C217 C221 -62(4) . . . . ? C211 C212 C217 C221 86(6) . . . . ? C220 C212 C217 C219 -136(5) . . . . ? C211 C212 C217 C219 148(6) . . . . ? C221 C212 C217 C219 62(4) . . . . ? C202 C213 C218 C215 18(4) . . . . ? C201 C213 C218 C215 47(2) . . . . ? C202 C213 C218 C201 -29(3) . . . . ? C215 C213 C218 C201 -47(2) . . . . ? C215 C213 C218 C202 -18(4) . . . . ? C201 C213 C218 C202 29(3) . . . . ? C201 C215 C218 C213 -75(4) . . . . ? C202 C215 C218 C213 -19(4) . . . . ? C214 C215 C218 C213 47(5) . . . . ? C203 C215 C218 C213 118(6) . . . . ? C202 C215 C218 C201 56(2) . . . . ? C214 C215 C218 C201 122(4) . . . . ? C203 C215 C218 C201 -167(6) . . . . ? C213 C215 C218 C201 75(4) . . . . ? C201 C215 C218 C202 -56(2) . . . . ? C214 C215 C218 C202 66(3) . . . . ? C203 C215 C218 C202 137(6) . . . . ? C213 C215 C218 C202 19(4) . . . . ? C202 C201 C218 C213 34(4) . . . . ? C215 C201 C218 C213 98(5) . . . . ? C202 C201 C218 C215 -64(3) . . . . ? C213 C201 C218 C215 -98(5) . . . . ? C215 C201 C218 C202 64(3) . . . . ? C213 C201 C218 C202 -34(4) . . . . ? C201 C202 C218 C213 -131(5) . . . . ? C215 C202 C218 C213 153(6) . . . . ? C214 C202 C218 C213 104(5) . . . . ? C201 C202 C218 C215 75(3) . . . . ? C213 C202 C218 C215 -153(6) . . . . ? C214 C202 C218 C215 -49(3) . . . . ? C215 C202 C218 C201 -75(3) . . . . ? C213 C202 C218 C201 131(5) . . . . ? C214 C202 C218 C201 -125(3) . . . . ? C220 C212 C219 C221 77(4) . . . . ? C217 C212 C219 C221 46(3) . . . . ? C211 C212 C219 C221 27(4) . . . . ? C220 C212 C219 C217 31(4) . . . . ? C211 C212 C219 C217 -19(4) . . . . ? C221 C212 C219 C217 -46(3) . . . . ? C211 C217 C219 C212 39(8) . . . . ? C210 C217 C219 C212 136(7) . . . . ? C220 C217 C219 C212 -38(5) . . . . ? C221 C217 C219 C212 96(5) . . . . ? C211 C217 C219 C221 -57(7) . . . . ? C210 C217 C219 C221 39(5) . . . . ? C220 C217 C219 C221 -135(7) . . . . ? C212 C217 C219 C221 -96(5) . . . . ? C210 C217 C220 C211 -47(11) . . . . ? C221 C217 C220 C211 65(9) . . . . ? C212 C217 C220 C211 89(5) . . . . ? C219 C217 C220 C211 123(6) . . . . ? C211 C217 C220 C212 -89(5) . . . . ? C210 C217 C220 C212 -136(13) . . . . ? C221 C217 C220 C212 -24(8) . . . . ? C219 C217 C220 C212 34(4) . . . . ? C210 C211 C220 C217 19(4) . . . . ? C221 C211 C220 C217 -33(4) . . . . ? C212 C211 C220 C217 -79(5) . . . . ? C217 C211 C220 C212 79(5) . . . . ? C210 C211 C220 C212 98(4) . . . . ? C221 C211 C220 C212 46(4) . . . . ? C219 C212 C220 C217 -45(5) . . . . ? C211 C212 C220 C217 51(3) . . . . ? C221 C212 C220 C217 12(5) . . . . ? C219 C212 C220 C211 -96(5) . . . . ? C217 C212 C220 C211 -51(3) . . . . ? C221 C212 C220 C211 -39(4) . . . . ? C211 C210 C221 C217 50(4) . . . . ? C217 C210 C221 C211 -50(4) . . . . ? C217 C210 C221 C219 46(6) . . . . ? C211 C210 C221 C219 96(5) . . . . ? C217 C210 C221 C212 -12(5) . . . . ? C211 C210 C221 C212 38(4) . . . . ? C211 C217 C221 C210 -85(6) . . . . ? C220 C217 C221 C210 -146(11) . . . . ? C212 C217 C221 C210 -167(6) . . . . ? C219 C217 C221 C210 139(5) . . . . ? C210 C217 C221 C211 85(6) . . . . ? C220 C217 C221 C211 -61(8) . . . . ? C212 C217 C221 C211 -82(5) . . . . ? C219 C217 C221 C211 -136(6) . . . . ? C211 C217 C221 C219 136(6) . . . . ? C210 C217 C221 C219 -139(5) . . . . ? C220 C217 C221 C219 75(9) . . . . ? C212 C217 C221 C219 54(3) . . . . ? C211 C217 C221 C212 82(5) . . . . ? C210 C217 C221 C212 167(6) . . . . ? C220 C217 C221 C212 21(7) . . . . ? C219 C217 C221 C212 -54(3) . . . . ? C217 C211 C221 C210 65(5) . . . . ? C220 C211 C221 C210 100(5) . . . . ? C212 C211 C221 C210 139(5) . . . . ? C220 C211 C221 C217 34(5) . . . . ? C210 C211 C221 C217 -65(5) . . . . ? C212 C211 C221 C217 73(6) . . . . ? C217 C211 C221 C219 -46(6) . . . . ? C220 C211 C221 C219 -12(5) . . . . ? C210 C211 C221 C219 -111(5) . . . . ? C212 C211 C221 C219 27(4) . . . . ? C217 C211 C221 C212 -73(6) . . . . ? C220 C211 C221 C212 -39(3) . . . . ? C210 C211 C221 C212 -139(5) . . . . ? C212 C219 C221 C210 -95(5) . . . . ? C217 C219 C221 C210 -35(4) . . . . ? C212 C219 C221 C217 -59(5) . . . . ? C212 C219 C221 C211 -31(4) . . . . ? C217 C219 C221 C211 29(4) . . . . ? C217 C219 C221 C212 59(5) . . . . ? C220 C212 C221 C210 -2(5) . . . . ? C219 C212 C221 C210 110(5) . . . . ? C217 C212 C221 C210 11(5) . . . . ? C211 C212 C221 C210 -37(4) . . . . ? C220 C212 C221 C217 -12(5) . . . . ? C219 C212 C221 C217 99(5) . . . . ? C211 C212 C221 C217 -47(4) . . . . ? C220 C212 C221 C211 35(4) . . . . ? C219 C212 C221 C211 147(5) . . . . ? C217 C212 C221 C211 47(4) . . . . ? C220 C212 C221 C219 -112(4) . . . . ? C217 C212 C221 C219 -99(5) . . . . ? C211 C212 C221 C219 -147(5) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 21.30 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.527 _refine_diff_density_min -0.437 _refine_diff_density_rms 0.101 data_jrg33bs _database_code_CSD 216927 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H15 Cl N2' _chemical_formula_weight 174.67 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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 19.9396(8) _cell_length_b 26.9479(11) _cell_length_c 15.0854(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.9670(10) _cell_angle_gamma 90.00 _cell_volume 8104.7(6) _cell_formula_units_Z 32 _cell_measurement_temperature 150.0(2) _cell_measurement_reflns_used 9751 _cell_measurement_theta_min 2.468 _cell_measurement_theta_max 25.042 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.46 _exptl_crystal_size_min 0.36 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.145 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3008 _exptl_absorpt_coefficient_mu 0.323 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5719 _exptl_absorpt_correction_T_max 0.8957 _exptl_absorpt_process_details '(SADABS, Bruker, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ccd _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 23269 _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_sigmaI/netI 0.0337 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 25.05 _reflns_number_total 7156 _reflns_number_gt 4578 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART NT V5.625 (Bruker, 1998)' _computing_cell_refinement 'SAINT+ NT V6.02a (Bruker, 1998)' _computing_data_reduction 'SAINT+ NT V6.02a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.1 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.1' _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^)+(0.0867P)^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 7156 _refine_ls_number_parameters 425 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0760 _refine_ls_R_factor_gt 0.0564 _refine_ls_wR_factor_ref 0.1529 _refine_ls_wR_factor_gt 0.1438 _refine_ls_goodness_of_fit_ref 0.990 _refine_ls_restrained_S_all 1.003 _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 C11 C 0.91377(12) 0.26920(8) 0.77476(15) 0.0324(6) Uani 1 1 d . . . H11 H 0.9244 0.2475 0.7274 0.039 Uiso 1 1 calc R . . C12 C 0.87195(13) 0.30992(8) 0.76873(16) 0.0299(6) Uani 1 1 d . . . C13 C 0.87165(12) 0.32952(8) 0.85312(15) 0.0313(6) Uani 1 1 d . . . H13 H 0.8472 0.3580 0.8710 0.038 Uiso 1 1 calc R . . C14 C 0.83792(14) 0.32967(9) 0.68644(17) 0.0411(7) Uani 1 1 d . . . H14A H 0.7890 0.3317 0.6963 0.049 Uiso 1 1 calc R . . H14B H 0.8453 0.3063 0.6369 0.049 Uiso 1 1 calc R . . C15 C 0.86370(15) 0.38069(10) 0.6607(2) 0.0530(8) Uani 1 1 d . . . H15A H 0.8361 0.3928 0.6100 0.064 Uiso 1 1 calc R . . H15B H 0.8560 0.4035 0.7110 0.064 Uiso 1 1 calc R . . C16 C 0.93488(14) 0.38467(10) 0.63630(18) 0.0447(7) Uani 1 1 d . . . H16A H 0.9430 0.3619 0.5860 0.054 Uiso 1 1 calc R . . H16B H 0.9629 0.3731 0.6870 0.054 Uiso 1 1 calc R . . C17 C 0.95801(16) 0.43619(10) 0.6106(2) 0.0564(8) Uani 1 1 d . . . H17A H 0.9282 0.4484 0.5622 0.068 Uiso 1 1 calc R . . H17B H 0.9521 0.4584 0.6621 0.068 Uiso 1 1 calc R . . C18 C 1.02816(18) 0.44049(12) 0.5813(3) 0.0717(10) Uani 1 1 d . . . H18A H 1.0586 0.4308 0.6299 0.108 Uiso 1 1 calc R . . H18B H 1.0373 0.4749 0.5641 0.108 Uiso 1 1 calc R . . H18C H 1.0351 0.4186 0.5303 0.108 Uiso 1 1 calc R . . N11 N 0.91127(10) 0.30210(7) 0.90561(13) 0.0323(5) Uani 1 1 d . . . H11A H 0.9192 0.3074 0.9624 0.039 Uiso 1 1 calc R . . N12 N 0.93678(10) 0.26536(6) 0.85772(13) 0.0343(5) Uani 1 1 d . . . H12 H 0.9644 0.2423 0.8777 0.041 Uiso 1 1 calc R . . C21 C 0.34581(12) 0.51780(8) 0.72796(16) 0.0343(6) Uani 1 1 d . . . H21 H 0.3377 0.4954 0.7752 0.041 Uiso 1 1 calc R . . C22 C 0.38194(13) 0.56153(8) 0.73469(16) 0.0300(6) Uani 1 1 d . . . C23 C 0.37992(13) 0.58124(8) 0.65030(15) 0.0343(6) Uani 1 1 d . . . H23 H 0.4004 0.6114 0.6328 0.041 Uiso 1 1 calc R . . C24 C 0.41351(14) 0.58312(10) 0.81666(17) 0.0436(7) Uani 1 1 d . . . H24A H 0.4625 0.5861 0.8080 0.052 Uiso 1 1 calc R . . H24B H 0.4065 0.5601 0.8667 0.052 Uiso 1 1 calc R . . C25 C 0.38614(15) 0.63314(11) 0.8406(2) 0.0556(8) Uani 1 1 d . . . H25A H 0.4125 0.6458 0.8920 0.067 Uiso 1 1 calc R . . H25B H 0.3943 0.6559 0.7904 0.067 Uiso 1 1 calc R . . C26 C 0.31444(14) 0.63648(9) 0.86272(18) 0.0449(7) Uani 1 1 d . . . H26A H 0.3054 0.6124 0.9106 0.054 Uiso 1 1 calc R . . H26B H 0.2876 0.6261 0.8101 0.054 Uiso 1 1 calc R . . C27 C 0.29021(17) 0.68661(11) 0.8916(2) 0.0591(9) Uani 1 1 d . . . H27A H 0.3187 0.6976 0.9423 0.071 Uiso 1 1 calc R . . H27B H 0.2975 0.7103 0.8425 0.071 Uiso 1 1 calc R . . C28 C 0.22024(18) 0.69043(13) 0.9177(3) 0.0758(10) Uani 1 1 d . . . H28A H 0.1910 0.6803 0.8680 0.114 Uiso 1 1 calc R . . H28B H 0.2102 0.7248 0.9338 0.114 Uiso 1 1 calc R . . H28C H 0.2125 0.6687 0.9686 0.114 Uiso 1 1 calc R . . N21 N 0.34471(11) 0.55109(7) 0.59742(13) 0.0359(5) Uani 1 1 d . . . H21A H 0.3363 0.5559 0.5406 0.043 Uiso 1 1 calc R . . N22 N 0.32429(11) 0.51230(7) 0.64486(13) 0.0368(5) Uani 1 1 d . . . H22 H 0.3005 0.4872 0.6244 0.044 Uiso 1 1 calc R . . C31 C 0.12904(13) 0.17407(9) 0.15768(17) 0.0390(6) Uani 1 1 d . A . H31 H 0.1500 0.1446 0.1376 0.047 Uiso 1 1 calc R . . C32 C 0.13241(14) 0.19228(9) 0.24282(17) 0.0349(6) Uani 1 1 d . . . C33 C 0.09466(13) 0.23550(8) 0.24058(16) 0.0359(6) Uani 1 1 d . A . H33 H 0.0870 0.2569 0.2894 0.043 Uiso 1 1 calc R . . C34A C 0.16758(15) 0.16929(10) 0.32140(18) 0.0484(8) Uani 0.885(3) 1 d PD A 1 H34A H 0.1965 0.1420 0.3003 0.058 Uiso 0.885(3) 1 calc PR A 1 H34B H 0.1972 0.1945 0.3493 0.058 Uiso 0.885(3) 1 calc PR A 1 C35A C 0.12212(18) 0.14938(14) 0.3897(2) 0.0631(11) Uani 0.885(3) 1 d PD A 1 H35A H 0.0954 0.1771 0.4139 0.076 Uiso 0.885(3) 1 calc PR A 1 H35B H 0.1496 0.1355 0.4390 0.076 Uiso 0.885(3) 1 calc PR A 1 C36A C 0.0755(2) 0.11028(11) 0.3561(2) 0.0501(9) Uani 0.885(3) 1 d PD A 1 H36A H 0.1019 0.0858 0.3225 0.060 Uiso 0.885(3) 1 calc PR A 1 H36B H 0.0432 0.1259 0.3140 0.060 Uiso 0.885(3) 1 calc PR A 1 C37A C 0.0353(2) 0.08211(15) 0.4272(2) 0.0686(12) Uani 0.885(3) 1 d PD A 1 H37A H 0.0671 0.0668 0.4703 0.082 Uiso 0.885(3) 1 calc PR A 1 H37B H 0.0074 0.1061 0.4598 0.082 Uiso 0.885(3) 1 calc PR A 1 C38A C -0.0087(2) 0.04285(13) 0.3888(3) 0.0648(11) Uani 0.885(3) 1 d PD A 1 H38A H -0.0405 0.0578 0.3463 0.097 Uiso 0.885(3) 1 calc PR A 1 H38B H -0.0334 0.0266 0.4363 0.097 Uiso 0.885(3) 1 calc PR A 1 H38C H 0.0188 0.0182 0.3584 0.097 Uiso 0.885(3) 1 calc PR A 1 C34B C 0.16758(15) 0.16929(10) 0.32140(18) 0.0484(8) Uani 0.12 1 d PD A 2 H34C H 0.1690 0.1929 0.3716 0.058 Uiso 0.115(3) 1 calc PR A 2 H34D H 0.2142 0.1604 0.3063 0.058 Uiso 0.115(3) 1 calc PR A 2 C35B C 0.1272(11) 0.1216(7) 0.3472(19) 0.0631(11) Uani 0.12 1 d PD A 2 H35C H 0.1238 0.1001 0.2941 0.076 Uiso 0.115(3) 1 calc PR A 2 H35D H 0.1538 0.1033 0.3926 0.076 Uiso 0.115(3) 1 calc PR A 2 C36B C 0.0551(12) 0.1294(8) 0.3833(18) 0.0501(9) Uani 0.12 1 d PD A 2 H36C H 0.0540 0.1463 0.4416 0.060 Uiso 0.115(3) 1 calc PR A 2 H36D H 0.0236 0.1451 0.3404 0.060 Uiso 0.115(3) 1 calc PR A 2 C37B C 0.0485(16) 0.0724(9) 0.389(2) 0.0686(12) Uani 0.12 1 d PD A 2 H37C H 0.0516 0.0571 0.3294 0.082 Uiso 0.115(3) 1 calc PR A 2 H37D H 0.0839 0.0581 0.4281 0.082 Uiso 0.115(3) 1 calc PR A 2 C38B C -0.0210(15) 0.0644(12) 0.428(2) 0.0648(11) Uani 0.12 1 d PD A 2 H38D H -0.0541 0.0839 0.3937 0.097 Uiso 0.115(3) 1 calc PR A 2 H38E H -0.0207 0.0750 0.4897 0.097 Uiso 0.115(3) 1 calc PR A 2 H38F H -0.0327 0.0291 0.4240 0.097 Uiso 0.115(3) 1 calc PR A 2 N31 N 0.07103(11) 0.24186(7) 0.15840(13) 0.0370(5) Uani 1 1 d . . . H31A H 0.0458 0.2668 0.1402 0.044 Uiso 1 1 calc R A . N32 N 0.09162(11) 0.20443(7) 0.10792(13) 0.0389(5) Uani 1 1 d . A . H32 H 0.0821 0.2005 0.0512 0.047 Uiso 1 1 calc R . . C41 C 0.37699(13) 0.92527(8) 0.15286(16) 0.0336(6) Uani 1 1 d . B . H41 H 0.4016 0.8975 0.1324 0.040 Uiso 1 1 calc R . . C42 C 0.37869(13) 0.94337(8) 0.23821(17) 0.0313(6) Uani 1 1 d . . . C43 C 0.33558(12) 0.98364(8) 0.23644(16) 0.0328(6) Uani 1 1 d . B . H43 H 0.3257 1.0044 0.2854 0.039 Uiso 1 1 calc R . . C44A C 0.41647(14) 0.92254(10) 0.31661(17) 0.0447(7) Uani 0.793(3) 1 d PD B 3 H44A H 0.4458 0.8954 0.2960 0.054 Uiso 0.793(3) 1 calc PR B 3 H44B H 0.4458 0.9488 0.3418 0.054 Uiso 0.793(3) 1 calc PR B 3 C45A C 0.37282(19) 0.90296(14) 0.3885(2) 0.0521(10) Uani 0.793(3) 1 d PD B 3 H45A H 0.3454 0.9304 0.4121 0.063 Uiso 0.793(3) 1 calc PR B 3 H45B H 0.4015 0.8902 0.4376 0.063 Uiso 0.793(3) 1 calc PR B 3 C46A C 0.32582(19) 0.86101(12) 0.3550(2) 0.0408(9) Uani 0.793(3) 1 d PD B 3 H46A H 0.3528 0.8364 0.3223 0.049 Uiso 0.793(3) 1 calc PR B 3 H46B H 0.2927 0.8753 0.3127 0.049 Uiso 0.793(3) 1 calc PR B 3 C47A C 0.2875(3) 0.83366(17) 0.4295(2) 0.0648(13) Uani 0.793(3) 1 d PD B 3 H47A H 0.3198 0.8186 0.4723 0.078 Uiso 0.793(3) 1 calc PR B 3 H47B H 0.2589 0.8573 0.4618 0.078 Uiso 0.793(3) 1 calc PR B 3 C48A C 0.2452(3) 0.79411(18) 0.3869(4) 0.0712(15) Uani 0.793(3) 1 d PD B 3 H48A H 0.2148 0.8092 0.3428 0.107 Uiso 0.793(3) 1 calc PR B 3 H48B H 0.2189 0.7773 0.4322 0.107 Uiso 0.793(3) 1 calc PR B 3 H48C H 0.2742 0.7699 0.3577 0.107 Uiso 0.793(3) 1 calc PR B 3 C44B C 0.41647(14) 0.92254(10) 0.31661(17) 0.0447(7) Uani 0.21 1 d PD B 4 H44C H 0.4189 0.9474 0.3648 0.054 Uiso 0.207(3) 1 calc PR B 4 H44D H 0.4628 0.9139 0.2997 0.054 Uiso 0.207(3) 1 calc PR B 4 C45B C 0.3778(6) 0.8739(5) 0.3497(9) 0.0521(10) Uani 0.21 1 d PD B 4 H45C H 0.3742 0.8504 0.2993 0.063 Uiso 0.207(3) 1 calc PR B 4 H45D H 0.4056 0.8577 0.3964 0.063 Uiso 0.207(3) 1 calc PR B 4 C46B C 0.3063(6) 0.8822(5) 0.3868(9) 0.0408(9) Uani 0.21 1 d PD B 4 H46C H 0.2744 0.8974 0.3437 0.049 Uiso 0.207(3) 1 calc PR B 4 H46D H 0.3059 0.8999 0.4443 0.049 Uiso 0.207(3) 1 calc PR B 4 C47B C 0.2992(11) 0.8246(5) 0.3951(12) 0.0648(13) Uani 0.21 1 d PD B 4 H47C H 0.3138 0.8091 0.3391 0.078 Uiso 0.207(3) 1 calc PR B 4 H47D H 0.3298 0.8128 0.4431 0.078 Uiso 0.207(3) 1 calc PR B 4 C48B C 0.2297(11) 0.8073(9) 0.4143(19) 0.0712(15) Uani 0.21 1 d PD B 4 H48D H 0.1983 0.8215 0.3705 0.107 Uiso 0.207(3) 1 calc PR B 4 H48E H 0.2173 0.8181 0.4738 0.107 Uiso 0.207(3) 1 calc PR B 4 H48F H 0.2279 0.7710 0.4110 0.107 Uiso 0.207(3) 1 calc PR B 4 N41 N 0.31034(10) 0.98846(7) 0.15459(13) 0.0327(5) Uani 1 1 d . . . H41A H 0.2817 1.0114 0.1370 0.039 Uiso 1 1 calc R B . N42 N 0.33552(10) 0.95283(7) 0.10346(13) 0.0332(5) Uani 1 1 d . B . H42 H 0.3263 0.9483 0.0468 0.040 Uiso 1 1 calc R . . Cl1 Cl 1.04733(4) 0.19501(2) 0.91594(4) 0.0381(2) Uani 1 1 d . . . Cl2 Cl 0.22042(4) 0.43743(2) 0.58342(4) 0.03599(19) Uani 1 1 d . . . Cl3 Cl -0.03089(4) 0.31707(2) 0.09145(4) 0.03505(19) Uani 1 1 d . . . Cl4 Cl 0.20188(4) 1.06013(2) 0.09318(4) 0.03565(19) 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 C11 0.0373(15) 0.0298(12) 0.0302(13) -0.0014(10) 0.0033(11) 0.0016(11) C12 0.0296(14) 0.0268(12) 0.0334(13) 0.0000(10) 0.0006(11) -0.0019(10) C13 0.0314(14) 0.0261(12) 0.0366(14) -0.0002(10) 0.0014(11) 0.0078(11) C14 0.0371(16) 0.0452(15) 0.0406(15) 0.0025(12) -0.0119(12) -0.0014(12) C15 0.0501(19) 0.0587(18) 0.0498(17) 0.0163(14) -0.0096(14) 0.0047(15) C16 0.0432(17) 0.0523(16) 0.0383(15) 0.0080(12) -0.0058(13) 0.0036(14) C17 0.056(2) 0.0497(17) 0.064(2) 0.0109(15) -0.0005(17) 0.0020(15) C18 0.063(2) 0.058(2) 0.095(3) 0.0099(17) 0.010(2) -0.0075(17) N11 0.0384(13) 0.0297(10) 0.0286(11) -0.0025(8) -0.0018(9) 0.0037(9) N12 0.0360(12) 0.0272(10) 0.0397(12) 0.0035(9) -0.0005(10) 0.0097(9) C21 0.0365(15) 0.0315(13) 0.0350(14) 0.0036(10) 0.0044(11) -0.0023(11) C22 0.0268(14) 0.0303(12) 0.0330(13) -0.0004(10) -0.0015(11) 0.0001(10) C23 0.0380(15) 0.0280(12) 0.0370(14) 0.0006(11) 0.0003(11) -0.0087(11) C24 0.0387(17) 0.0520(16) 0.0396(15) -0.0054(13) -0.0104(12) 0.0003(13) C25 0.0495(19) 0.0644(19) 0.0527(18) -0.0178(14) -0.0105(14) -0.0078(15) C26 0.0463(18) 0.0477(15) 0.0405(15) -0.0080(12) -0.0078(13) 0.0010(14) C27 0.056(2) 0.0562(19) 0.065(2) -0.0129(16) -0.0047(17) 0.0023(16) C28 0.064(2) 0.070(2) 0.093(3) -0.0111(19) 0.007(2) 0.0111(19) N21 0.0440(14) 0.0355(11) 0.0282(11) 0.0006(9) -0.0038(9) -0.0063(10) N22 0.0395(13) 0.0291(10) 0.0416(12) -0.0027(9) -0.0023(10) -0.0105(9) C31 0.0419(17) 0.0318(13) 0.0430(15) -0.0028(11) -0.0023(12) 0.0126(12) C32 0.0330(15) 0.0331(13) 0.0383(15) 0.0006(11) -0.0062(11) 0.0053(11) C33 0.0391(16) 0.0317(13) 0.0370(14) -0.0029(10) 0.0002(12) 0.0055(11) C34A 0.0491(19) 0.0487(16) 0.0468(17) 0.0029(13) -0.0162(14) 0.0074(14) C35A 0.065(3) 0.077(3) 0.047(2) 0.0130(18) -0.0173(18) 0.007(2) C36A 0.073(3) 0.0424(19) 0.0350(19) 0.0024(14) -0.0074(17) 0.0021(18) C37A 0.095(3) 0.069(3) 0.042(2) 0.0111(19) 0.000(2) -0.001(2) C38A 0.061(3) 0.063(2) 0.071(3) 0.0040(19) 0.009(2) -0.006(2) C34B 0.0491(19) 0.0487(16) 0.0468(17) 0.0029(13) -0.0162(14) 0.0074(14) C35B 0.065(3) 0.077(3) 0.047(2) 0.0130(18) -0.0173(18) 0.007(2) C36B 0.073(3) 0.0424(19) 0.0350(19) 0.0024(14) -0.0074(17) 0.0021(18) C37B 0.095(3) 0.069(3) 0.042(2) 0.0111(19) 0.000(2) -0.001(2) C38B 0.061(3) 0.063(2) 0.071(3) 0.0040(19) 0.009(2) -0.006(2) N31 0.0406(13) 0.0298(10) 0.0404(12) 0.0030(9) -0.0044(10) 0.0111(10) N32 0.0463(14) 0.0387(11) 0.0315(11) -0.0036(9) -0.0043(10) 0.0091(10) C41 0.0344(15) 0.0269(12) 0.0395(14) -0.0012(11) 0.0009(11) 0.0074(11) C42 0.0300(15) 0.0267(12) 0.0373(14) 0.0013(10) -0.0006(11) 0.0010(10) C43 0.0378(15) 0.0281(12) 0.0324(13) -0.0016(10) 0.0030(11) 0.0024(11) C44A 0.0418(17) 0.0467(15) 0.0452(16) 0.0018(13) -0.0157(13) 0.0039(13) C45A 0.057(2) 0.067(3) 0.0321(19) 0.0049(16) -0.0114(17) 0.014(2) C46A 0.044(2) 0.045(2) 0.0326(19) 0.0002(15) -0.0012(15) 0.0053(17) C47A 0.088(4) 0.072(3) 0.034(3) 0.010(2) 0.006(2) 0.008(2) C48A 0.066(3) 0.064(3) 0.085(5) -0.004(2) 0.008(3) -0.002(3) C44B 0.0418(17) 0.0467(15) 0.0452(16) 0.0018(13) -0.0157(13) 0.0039(13) C45B 0.057(2) 0.067(3) 0.0321(19) 0.0049(16) -0.0114(17) 0.014(2) C46B 0.044(2) 0.045(2) 0.0326(19) 0.0002(15) -0.0012(15) 0.0053(17) C47B 0.088(4) 0.072(3) 0.034(3) 0.010(2) 0.006(2) 0.008(2) C48B 0.066(3) 0.064(3) 0.085(5) -0.004(2) 0.008(3) -0.002(3) N41 0.0325(12) 0.0285(10) 0.0373(12) 0.0035(9) 0.0001(9) 0.0098(9) N42 0.0394(13) 0.0308(10) 0.0292(11) -0.0025(8) -0.0023(9) 0.0040(9) Cl1 0.0497(4) 0.0345(3) 0.0301(3) 0.0020(2) -0.0009(3) 0.0180(3) Cl2 0.0468(4) 0.0313(3) 0.0299(3) -0.0006(2) -0.0016(3) -0.0153(3) Cl3 0.0457(4) 0.0294(3) 0.0299(3) 0.0006(2) -0.0036(3) 0.0138(3) Cl4 0.0445(4) 0.0331(3) 0.0294(3) 0.0024(2) -0.0015(3) 0.0149(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 C11 N12 1.330(3) . ? C11 C12 1.380(3) . ? C12 C13 1.378(3) . ? C12 C14 1.502(3) . ? C13 N11 1.333(3) . ? C14 C15 1.520(4) . ? C15 C16 1.476(4) . ? C16 C17 1.516(4) . ? C17 C18 1.479(5) . ? N11 N12 1.332(2) . ? C21 N22 1.326(3) . ? C21 C22 1.384(3) . ? C22 C23 1.379(3) . ? C22 C24 1.496(3) . ? C23 N21 1.331(3) . ? C24 C25 1.501(4) . ? C25 C26 1.476(4) . ? C26 C27 1.502(4) . ? C27 C28 1.459(5) . ? N21 N22 1.334(3) . ? C31 N32 1.331(3) . ? C31 C32 1.376(3) . ? C32 C33 1.387(3) . ? C32 C34A 1.501(3) . ? C33 N31 1.330(3) . ? C34A C35A 1.484(4) . ? C35A C36A 1.488(4) . ? C36A C37A 1.548(5) . ? C37A C38A 1.486(5) . ? C35B C36B 1.561(15) . ? C36B C37B 1.544(15) . ? C37B C38B 1.528(15) . ? N31 N32 1.333(3) . ? C41 N42 1.330(3) . ? C41 C42 1.377(3) . ? C42 C43 1.384(3) . ? C42 C44A 1.500(3) . ? C43 N41 1.332(3) . ? C44A C45A 1.498(4) . ? C45A C46A 1.548(4) . ? C46A C47A 1.555(5) . ? C47A C48A 1.498(6) . ? C45B C46B 1.555(11) . ? C46B C47B 1.564(12) . ? C47B C48B 1.494(14) . ? N41 N42 1.335(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N12 C11 C12 108.8(2) . . ? C13 C12 C11 104.8(2) . . ? C13 C12 C14 128.2(2) . . ? C11 C12 C14 126.9(2) . . ? N11 C13 C12 108.9(2) . . ? C12 C14 C15 112.4(2) . . ? C16 C15 C14 117.4(2) . . ? C15 C16 C17 115.4(2) . . ? C18 C17 C16 116.2(3) . . ? N12 N11 C13 108.54(18) . . ? C11 N12 N11 108.88(18) . . ? N22 C21 C22 108.9(2) . . ? C23 C22 C21 104.7(2) . . ? C23 C22 C24 128.2(2) . . ? C21 C22 C24 127.1(2) . . ? N21 C23 C22 109.0(2) . . ? C22 C24 C25 113.5(2) . . ? C26 C25 C24 117.8(2) . . ? C25 C26 C27 116.0(2) . . ? C28 C27 C26 117.1(3) . . ? C23 N21 N22 108.63(19) . . ? C21 N22 N21 108.82(19) . . ? N32 C31 C32 109.0(2) . . ? C31 C32 C33 105.0(2) . . ? C31 C32 C34A 127.2(2) . . ? C33 C32 C34A 127.7(2) . . ? N31 C33 C32 108.3(2) . . ? C35A C34A C32 114.5(3) . . ? C34A C35A C36A 113.9(3) . . ? C35A C36A C37A 116.1(3) . . ? C38A C37A C36A 112.8(3) . . ? C37B C36B C35B 88.0(16) . . ? C38B C37B C36B 104(2) . . ? C33 N31 N32 109.10(19) . . ? C31 N32 N31 108.56(19) . . ? N42 C41 C42 109.4(2) . . ? C41 C42 C43 104.7(2) . . ? C41 C42 C44A 127.5(2) . . ? C43 C42 C44A 127.7(2) . . ? N41 C43 C42 108.6(2) . . ? C45A C44A C42 114.3(2) . . ? C44A C45A C46A 112.1(3) . . ? C45A C46A C47A 114.3(3) . . ? C48A C47A C46A 107.9(4) . . ? C45B C46B C47B 88.4(10) . . ? C48B C47B C46B 114.2(16) . . ? C43 N41 N42 109.00(18) . . ? C41 N42 N41 108.31(19) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N12 H12 Cl1 0.88 2.16 3.026(2) 168.6 . N22 H22 Cl2 0.88 2.17 3.026(2) 165.2 . N31 H31A Cl3 0.88 2.16 3.031(2) 168.8 . N41 H41A Cl4 0.88 2.16 3.0328(19) 172.6 . N11 H11A Cl3 0.88 2.19 3.0403(19) 163.3 1_656 N21 H21A Cl4 0.88 2.15 3.016(2) 168.9 4_545 N32 H32 Cl1 0.88 2.15 3.024(2) 173.1 1_454 N42 H42 Cl2 0.88 2.18 3.043(2) 166.8 4 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.782 _refine_diff_density_min -0.380 _refine_diff_density_rms 0.083 data_pbcn _database_code_CSD 216928 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H8 N2' _chemical_formula_weight 144.17 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 17.2047(11) _cell_length_b 11.8608(8) _cell_length_c 7.3253(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1494.81(17) _cell_formula_units_Z 8 _cell_measurement_temperature 150.0(2) _cell_measurement_reflns_used 4205 _cell_measurement_theta_min 2.368 _cell_measurement_theta_max 25.009 _exptl_crystal_description needle _exptl_crystal_colour brown _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.281 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 608 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 8275 _diffrn_reflns_av_R_equivalents 0.0525 _diffrn_reflns_av_sigmaI/netI 0.0327 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 24.10 _reflns_number_total 1191 _reflns_number_gt 1032 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART NT V5.625 (Bruker, 1998)' _computing_cell_refinement 'SAINT+ NT V6.02a (Bruker, 1998)' _computing_data_reduction 'SAINT+ NT V6.02a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.1 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.1' _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^)+(0.0418P)^2^+0.2061P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens locate _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0052(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1191 _refine_ls_number_parameters 137 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0427 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.0860 _refine_ls_wR_factor_gt 0.0824 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 C1 C 0.14445(8) 0.03877(14) -0.0109(2) 0.0380(4) Uani 1 1 d . . . H1 H 0.1566(8) -0.0255(14) -0.089(2) 0.048(4) Uiso 1 1 d . . . C2 C 0.19321(8) 0.12077(11) 0.06100(18) 0.0273(3) Uani 1 1 d . . . C3 C 0.14338(8) 0.18925(12) 0.1588(2) 0.0345(4) Uani 1 1 d . . . H3 H 0.1526(8) 0.2552(13) 0.232(2) 0.038(4) Uiso 1 1 d . . . C4 C 0.27837(7) 0.13056(11) 0.04322(18) 0.0275(4) Uani 1 1 d . . . C5 C 0.32075(8) 0.05276(12) -0.0585(2) 0.0333(4) Uani 1 1 d . . . H5 H 0.2949(8) -0.0079(13) -0.1207(19) 0.037(4) Uiso 1 1 d . . . C6 C 0.40061(9) 0.06187(13) -0.0739(2) 0.0400(4) Uani 1 1 d . . . H6 H 0.4281(8) 0.0076(14) -0.146(2) 0.044(4) Uiso 1 1 d . . . C7 C 0.43985(9) 0.14740(13) 0.0136(2) 0.0413(4) Uani 1 1 d . . . H7 H 0.4945(10) 0.1554(11) 0.004(2) 0.047(4) Uiso 1 1 d . . . C8 C 0.39882(8) 0.22474(13) 0.1155(2) 0.0402(4) Uani 1 1 d . . . H8 H 0.4250(8) 0.2853(12) 0.179(2) 0.045(4) Uiso 1 1 d . . . C9 C 0.31889(8) 0.21653(12) 0.1296(2) 0.0338(4) Uani 1 1 d . . . H9 H 0.2923(8) 0.2704(12) 0.198(2) 0.040(4) Uiso 1 1 d . . . N1 N 0.07083(7) 0.15101(10) 0.14631(19) 0.0366(4) Uani 1 1 d . . . H1N H 0.0272(13) 0.1716(19) 0.206(3) 0.020(7) Uiso 0.50 1 d P . . N2 N 0.07149(7) 0.05817(10) 0.04103(18) 0.0387(4) Uani 1 1 d . . . H2N H 0.0281(12) 0.018(2) 0.014(3) 0.015(6) Uiso 0.50 1 d P . . 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 0.0301(9) 0.0458(9) 0.0381(10) -0.0088(8) 0.0044(7) -0.0064(7) C2 0.0243(7) 0.0331(7) 0.0246(8) 0.0027(6) 0.0004(6) -0.0020(6) C3 0.0281(8) 0.0341(8) 0.0412(10) -0.0035(7) 0.0038(7) -0.0031(6) C4 0.0248(8) 0.0333(7) 0.0243(8) 0.0049(6) 0.0000(6) -0.0005(6) C5 0.0311(9) 0.0348(8) 0.0339(9) -0.0013(7) 0.0016(7) 0.0010(6) C6 0.0317(9) 0.0433(9) 0.0450(10) 0.0074(8) 0.0074(7) 0.0102(7) C7 0.0226(8) 0.0501(10) 0.0511(11) 0.0163(8) -0.0005(7) 0.0021(7) C8 0.0298(9) 0.0430(9) 0.0478(11) 0.0039(8) -0.0068(7) -0.0065(7) C9 0.0298(8) 0.0378(8) 0.0340(9) -0.0033(7) 0.0006(6) -0.0011(6) N1 0.0250(7) 0.0423(7) 0.0424(8) -0.0021(6) 0.0058(6) -0.0006(5) N2 0.0266(7) 0.0462(8) 0.0432(8) -0.0078(6) 0.0012(6) -0.0082(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N2 1.3317(18) . ? C1 C2 1.388(2) . ? C1 H1 0.977(16) . ? C2 C3 1.3814(19) . ? C2 C4 1.4755(19) . ? C3 N1 1.3313(17) . ? C3 H3 0.961(15) . ? C4 C9 1.3880(19) . ? C4 C5 1.3922(19) . ? C5 C6 1.383(2) . ? C5 H5 0.961(15) . ? C6 C7 1.377(2) . ? C6 H6 0.956(16) . ? C7 C8 1.377(2) . ? C7 H7 0.947(17) . ? C8 C9 1.382(2) . ? C8 H8 0.969(15) . ? C9 H9 0.934(15) . ? N1 N2 1.3444(17) . ? N1 H1N 0.90(2) . ? N2 H2N 0.91(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 C2 109.89(14) . . ? N2 C1 H1 120.2(9) . . ? C2 C1 H1 129.9(9) . . ? C3 C2 C1 103.52(13) . . ? C3 C2 C4 128.00(12) . . ? C1 C2 C4 128.44(13) . . ? N1 C3 C2 110.23(13) . . ? N1 C3 H3 118.0(8) . . ? C2 C3 H3 131.8(8) . . ? C9 C4 C5 117.90(13) . . ? C9 C4 C2 121.09(12) . . ? C5 C4 C2 121.01(12) . . ? C6 C5 C4 120.82(14) . . ? C6 C5 H5 118.7(8) . . ? C4 C5 H5 120.5(8) . . ? C7 C6 C5 120.45(15) . . ? C7 C6 H6 120.6(9) . . ? C5 C6 H6 118.9(9) . . ? C6 C7 C8 119.45(14) . . ? C6 C7 H7 121.7(9) . . ? C8 C7 H7 118.8(9) . . ? C7 C8 C9 120.24(15) . . ? C7 C8 H8 121.2(9) . . ? C9 C8 H8 118.6(9) . . ? C8 C9 C4 121.14(14) . . ? C8 C9 H9 118.7(9) . . ? C4 C9 H9 120.2(9) . . ? C3 N1 N2 108.10(12) . . ? C3 N1 H1N 131.0(16) . . ? N2 N1 H1N 120.3(15) . . ? C1 N2 N1 108.25(12) . . ? C1 N2 H2N 128.3(15) . . ? N1 N2 H2N 123.4(15) . . ? 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 C1 C2 C3 0.10(17) . . . . ? N2 C1 C2 C4 178.10(13) . . . . ? C1 C2 C3 N1 0.05(16) . . . . ? C4 C2 C3 N1 -177.96(13) . . . . ? C3 C2 C4 C9 -0.3(2) . . . . ? C1 C2 C4 C9 -177.80(14) . . . . ? C3 C2 C4 C5 178.71(14) . . . . ? C1 C2 C4 C5 1.2(2) . . . . ? C9 C4 C5 C6 -0.6(2) . . . . ? C2 C4 C5 C6 -179.61(13) . . . . ? C4 C5 C6 C7 0.9(2) . . . . ? C5 C6 C7 C8 -0.6(2) . . . . ? C6 C7 C8 C9 0.0(2) . . . . ? C7 C8 C9 C4 0.4(2) . . . . ? C5 C4 C9 C8 -0.1(2) . . . . ? C2 C4 C9 C8 178.95(14) . . . . ? C2 C3 N1 N2 -0.18(17) . . . . ? C2 C1 N2 N1 -0.21(18) . . . . ? C3 N1 N2 C1 0.24(17) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1N N1 0.90(2) 2.02(2) 2.872(2) 157(2) 3 N2 H2N N2 0.91(2) 1.98(2) 2.884(2) 175(2) 5 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.10 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.131 _refine_diff_density_min -0.160 _refine_diff_density_rms 0.032