# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email sverma@iitk.ac.in _publ_contact_author_name 'Sandeep Verma' loop_ _publ_author_name V.Venkatesh J.Kumar S.Verma data_ligand1 _database_code_depnum_ccdc_archive 'CCDC 803419' #TrackingRef '- merged CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H16 N6' _chemical_formula_weight 220.29 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 monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.9530(19) _cell_length_b 11.212(3) _cell_length_c 12.307(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.187(4) _cell_angle_gamma 90.00 _cell_volume 1068.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2084 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 26.0 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.369 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.9812 _exptl_absorpt_correction_T_max 0.9838 _exptl_absorpt_process_details '(North et al., 1968)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 area Detector' _diffrn_measurement_method 'Phi-Omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5700 _diffrn_reflns_av_R_equivalents 0.0625 _diffrn_reflns_av_sigmaI/netI 0.0633 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2084 _reflns_number_gt 1567 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SMART 5.628 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45 (Bruker, 2003)' _computing_structure_solution Sir92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'diamond 3.1d' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0970P)^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 SHELXL _refine_ls_extinction_coef 0.095(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2084 _refine_ls_number_parameters 147 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0821 _refine_ls_R_factor_gt 0.0626 _refine_ls_wR_factor_ref 0.1749 _refine_ls_wR_factor_gt 0.1522 _refine_ls_goodness_of_fit_ref 1.130 _refine_ls_restrained_S_all 1.130 _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 C2 C 1.0943(3) 0.30378(18) 1.18931(17) 0.0217(5) Uani 1 1 d . . . H2 H 1.1715 0.3446 1.2451 0.026 Uiso 1 1 calc R . . C4 C 0.9487(2) 0.14013(17) 1.12780(16) 0.0182(5) Uani 1 1 d . . . C5 C 0.8698(2) 0.19283(18) 1.02863(17) 0.0180(5) Uani 1 1 d . . . C6 C 0.9145(2) 0.31179(18) 1.01269(16) 0.0193(5) Uani 1 1 d . . . C8 C 0.7777(3) 0.01264(17) 1.01824(17) 0.0196(5) Uani 1 1 d . . . C10 C 0.9605(3) -0.06325(19) 1.21165(18) 0.0240(5) Uani 1 1 d . . . H10A H 1.0746 -0.0371 1.2507 0.029 Uiso 1 1 calc R . . H10B H 0.9734 -0.1397 1.1775 0.029 Uiso 1 1 calc R . . C11 C 0.8498(3) -0.08032(18) 1.29653(19) 0.0266(6) Uani 1 1 d . . . H11A H 0.7364 -0.1082 1.2581 0.032 Uiso 1 1 calc R . . H11B H 0.9017 -0.1414 1.3495 0.032 Uiso 1 1 calc R . . C12 C 0.8297(3) 0.0332(2) 1.35975(19) 0.0311(6) Uani 1 1 d . . . H12A H 0.9411 0.0594 1.4007 0.047 Uiso 1 1 calc R . . H12B H 0.7571 0.0178 1.4107 0.047 Uiso 1 1 calc R . . H12C H 0.7783 0.0940 1.3079 0.047 Uiso 1 1 calc R . . C13 C 0.5784(3) -0.0781(2) 0.86526(19) 0.0326(6) Uani 1 1 d . . . H13A H 0.5244 -0.1538 0.8441 0.049 Uiso 0.50 1 calc PR . . H13B H 0.6452 -0.0554 0.8127 0.049 Uiso 0.50 1 calc PR . . H13C H 0.4913 -0.0190 0.8659 0.049 Uiso 0.50 1 calc PR . . H13D H 0.5829 0.0016 0.8377 0.049 Uiso 0.50 1 calc PR . . H13E H 0.4621 -0.0967 0.8691 0.049 Uiso 0.50 1 calc PR . . H13F H 0.6160 -0.1332 0.8159 0.049 Uiso 0.50 1 calc PR . . C14 C 0.6743(3) -0.19660(18) 1.03435(18) 0.0258(6) Uani 1 1 d . . . H14A H 0.6061 -0.2523 0.9835 0.039 Uiso 0.50 1 calc PR . . H14B H 0.6189 -0.1804 1.0944 0.039 Uiso 0.50 1 calc PR . . H14C H 0.7867 -0.2299 1.0639 0.039 Uiso 0.50 1 calc PR . . H14D H 0.7351 -0.1894 1.1110 0.039 Uiso 0.50 1 calc PR . . H14E H 0.7222 -0.2613 1.0001 0.039 Uiso 0.50 1 calc PR . . H14F H 0.5544 -0.2119 1.0306 0.039 Uiso 0.50 1 calc PR . . N1 N 1.0300(2) 0.36632(15) 1.09643(14) 0.0210(5) Uani 1 1 d . . . N3 N 1.0629(2) 0.19096(15) 1.21284(14) 0.0210(5) Uani 1 1 d . . . N6 N 0.8514(2) 0.37425(15) 0.91914(15) 0.0257(5) Uani 1 1 d . . . H6A H 0.8842 0.4466 0.9135 0.031 Uiso 1 1 calc R . . H6B H 0.7781 0.3419 0.8649 0.031 Uiso 1 1 calc R . . N7 N 0.7626(2) 0.11341(14) 0.95965(14) 0.0199(5) Uani 1 1 d . . . N8 N 0.6914(3) -0.08737(16) 0.97625(17) 0.0348(6) Uani 1 1 d . . . N9 N 0.8908(2) 0.02316(14) 1.12305(14) 0.0201(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C2 0.0208(10) 0.0240(12) 0.0195(11) -0.0020(9) 0.0026(9) -0.0020(8) C4 0.0179(10) 0.0187(11) 0.0184(11) -0.0004(8) 0.0049(8) 0.0010(8) C5 0.0183(10) 0.0202(11) 0.0158(11) -0.0021(8) 0.0043(8) 0.0002(8) C6 0.0201(10) 0.0210(11) 0.0176(11) -0.0010(8) 0.0061(9) -0.0006(8) C8 0.0230(10) 0.0192(11) 0.0171(11) -0.0013(8) 0.0057(9) 0.0017(8) C10 0.0279(11) 0.0206(11) 0.0211(12) 0.0041(9) 0.0005(9) 0.0030(9) C11 0.0383(13) 0.0198(12) 0.0212(12) 0.0036(9) 0.0060(10) -0.0011(9) C12 0.0396(14) 0.0298(13) 0.0254(13) 0.0015(10) 0.0108(11) -0.0039(10) C13 0.0438(14) 0.0239(12) 0.0247(13) -0.0013(10) -0.0034(11) -0.0098(10) C14 0.0306(12) 0.0198(12) 0.0262(13) 0.0006(9) 0.0045(10) -0.0034(9) N1 0.0234(9) 0.0214(10) 0.0171(10) 0.0002(7) 0.0022(7) -0.0013(7) N3 0.0211(9) 0.0219(10) 0.0191(10) 0.0010(7) 0.0024(7) -0.0009(7) N6 0.0346(11) 0.0193(9) 0.0193(10) 0.0021(7) -0.0020(8) -0.0082(8) N7 0.0218(9) 0.0192(9) 0.0184(10) -0.0013(7) 0.0038(7) -0.0009(7) N8 0.0528(13) 0.0206(11) 0.0224(11) 0.0043(8) -0.0091(10) -0.0110(9) N9 0.0245(9) 0.0168(9) 0.0186(10) 0.0012(7) 0.0039(8) -0.0002(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C2 N3 1.334(3) . ? C2 N1 1.339(3) . ? C4 N3 1.346(2) . ? C4 C5 1.372(3) . ? C4 N9 1.387(3) . ? C5 N7 1.382(2) . ? C5 C6 1.405(3) . ? C6 N6 1.343(2) . ? C6 N1 1.359(3) . ? C8 N7 1.331(2) . ? C8 N8 1.354(3) . ? C8 N9 1.399(3) . ? C10 N9 1.469(3) . ? C10 C11 1.524(3) . ? C11 C12 1.519(3) . ? C13 N8 1.457(3) . ? C14 N8 1.440(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 N3 C2 N1 128.89(19) . . ? N3 C4 C5 126.86(19) . . ? N3 C4 N9 126.30(18) . . ? C5 C4 N9 106.84(17) . . ? C4 C5 N7 111.20(18) . . ? C4 C5 C6 117.00(18) . . ? N7 C5 C6 131.74(19) . . ? N6 C6 N1 118.12(18) . . ? N6 C6 C5 123.87(18) . . ? N1 C6 C5 118.00(18) . . ? N7 C8 N8 121.4(2) . . ? N7 C8 N9 112.80(17) . . ? N8 C8 N9 125.80(18) . . ? N9 C10 C11 114.32(17) . . ? C12 C11 C10 112.99(17) . . ? C2 N1 C6 118.18(18) . . ? C2 N3 C4 111.05(17) . . ? C8 N7 C5 104.32(17) . . ? C8 N8 C14 127.71(19) . . ? C8 N8 C13 116.69(17) . . ? C14 N8 C13 114.72(17) . . ? C4 N9 C8 104.84(16) . . ? C4 N9 C10 121.77(17) . . ? C8 N9 C10 133.09(17) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.556 _refine_diff_density_min -0.507 _refine_diff_density_rms 0.155 data_Complex2 _database_code_depnum_ccdc_archive 'CCDC 803420' #TrackingRef '- merged CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H16 Ag Cl N6 O4' _chemical_formula_weight 427.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.4905(17) _cell_length_b 11.1849(15) _cell_length_c 11.9231(16) _cell_angle_alpha 90.00 _cell_angle_beta 117.768(2) _cell_angle_gamma 90.00 _cell_volume 1473.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3599 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 28.3 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.927 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 1.577 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.6939 _exptl_absorpt_correction_T_max 0.7644 _exptl_absorpt_process_details '(North et al., 1968)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 area Detector' _diffrn_measurement_method 'Phi-Omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9243 _diffrn_reflns_av_R_equivalents 0.0621 _diffrn_reflns_av_sigmaI/netI 0.0552 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.59 _diffrn_reflns_theta_max 28.29 _reflns_number_total 3599 _reflns_number_gt 2999 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SMART 5.628 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45 (Bruker, 2003)' _computing_structure_solution Sir92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'diamond 3.1d' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1513P)^2^+4.5165P] 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 3599 _refine_ls_number_parameters 201 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0738 _refine_ls_R_factor_gt 0.0513 _refine_ls_wR_factor_ref 0.2353 _refine_ls_wR_factor_gt 0.1429 _refine_ls_goodness_of_fit_ref 1.187 _refine_ls_restrained_S_all 1.187 _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 C2 C 0.0454(5) 0.2587(5) 0.9463(5) 0.0190(11) Uani 1 1 d . . . H2 H 0.1024 0.1991 0.9873 0.023 Uiso 1 1 calc R . . C4 C -0.0960(5) 0.3851(5) 0.9400(5) 0.0153(10) Uani 1 1 d . . . C5 C -0.1111(5) 0.4338(4) 0.8282(5) 0.0163(10) Uani 1 1 d . . . C6 C -0.0481(5) 0.3848(5) 0.7685(5) 0.0144(10) Uani 1 1 d . . . C8 C -0.2384(5) 0.5235(5) 0.8748(5) 0.0168(10) Uani 1 1 d . . . C11 C -0.2175(5) 0.3835(5) 1.0579(5) 0.0189(11) Uani 1 1 d . . . H11A H -0.2316 0.4451 1.1068 0.023 Uiso 1 1 calc R . . H11B H -0.1546 0.3310 1.1167 0.023 Uiso 1 1 calc R . . C12 C -0.3323(6) 0.3126(5) 0.9849(6) 0.0188(12) Uani 1 1 d . . . H12A H -0.3222 0.2596 0.9262 0.023 Uiso 1 1 calc R . . H12B H -0.3982 0.3670 0.9359 0.023 Uiso 1 1 calc R . . C13 C -0.3648(6) 0.2387(6) 1.0729(6) 0.0253(12) Uani 1 1 d . . . H13A H -0.4378 0.1946 1.0232 0.038 Uiso 1 1 calc R . . H13B H -0.3769 0.2910 1.1298 0.038 Uiso 1 1 calc R . . H13C H -0.3002 0.1840 1.1207 0.038 Uiso 1 1 calc R . . C14 C -0.4055(6) 0.6497(6) 0.7445(5) 0.0212(11) Uani 1 1 d . . . H14A H -0.3655 0.7187 0.7337 0.032 Uiso 1 1 calc R . . H14B H -0.4805 0.6735 0.7418 0.032 Uiso 1 1 calc R . . H14C H -0.4213 0.5935 0.6777 0.032 Uiso 1 1 calc R . . C15 C -0.3444(6) 0.6320(5) 0.9751(6) 0.0233(12) Uani 1 1 d . . . H15A H -0.4089 0.5869 0.9771 0.035 Uiso 1 1 calc R . . H15B H -0.3644 0.7155 0.9665 0.035 Uiso 1 1 calc R . . H15C H -0.2711 0.6191 1.0524 0.035 Uiso 1 1 calc R . . N1 N 0.0336(5) 0.2955(4) 0.8330(5) 0.0171(10) Uani 1 1 d . . . N3 N -0.0153(5) 0.2980(4) 1.0059(5) 0.0188(10) Uani 1 1 d . . . N6 N -0.0644(5) 0.4190(5) 0.6545(5) 0.0237(11) Uani 1 1 d . . . H6A H -0.0239 0.3854 0.6214 0.028 Uiso 1 1 calc R . . H6B H -0.1154 0.4747 0.6142 0.028 Uiso 1 1 calc R . . N7 N -0.1968(5) 0.5240(4) 0.7888(5) 0.0199(10) Uani 1 1 d . . . N8 N -0.3273(5) 0.5933(5) 0.8681(5) 0.0198(10) Uani 1 1 d . . . N9 N -0.1760(4) 0.4404(4) 0.9717(4) 0.0149(9) Uani 1 1 d . . . O1 O -0.2124(5) 0.0941(4) 0.8556(5) 0.0327(11) Uani 1 1 d . . . O2 O -0.3905(5) -0.0139(5) 0.7320(5) 0.0336(12) Uani 1 1 d . . . O3 O -0.2711(4) -0.0603(4) 0.9492(4) 0.0252(9) Uani 1 1 d . . . O4 O -0.2018(4) -0.1057(4) 0.8017(4) 0.0259(10) Uani 1 1 d . . . Cl1 Cl -0.26998(13) -0.02087(12) 0.83383(12) 0.0195(3) Uani 1 1 d . . . Ag1 Ag -0.12709(4) 0.68661(4) 0.74637(4) 0.0175(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C2 0.021(3) 0.018(3) 0.021(3) 0.000(2) 0.012(2) 0.000(2) C4 0.014(2) 0.011(2) 0.016(2) 0.0018(18) 0.003(2) -0.0002(18) C5 0.026(3) 0.005(2) 0.015(2) 0.0006(18) 0.008(2) -0.0017(19) C6 0.009(2) 0.014(2) 0.023(3) 0.0021(19) 0.010(2) -0.0020(18) C8 0.019(3) 0.014(2) 0.021(3) 0.002(2) 0.013(2) 0.001(2) C11 0.026(3) 0.019(3) 0.014(2) 0.0028(19) 0.011(2) 0.005(2) C12 0.028(3) 0.013(3) 0.015(3) 0.0001(17) 0.010(2) -0.002(2) C13 0.027(3) 0.022(3) 0.028(3) 0.004(2) 0.014(3) 0.001(2) C14 0.020(3) 0.025(3) 0.019(3) 0.008(2) 0.010(2) 0.003(3) C15 0.027(3) 0.022(3) 0.025(3) -0.002(2) 0.016(3) 0.001(2) N1 0.026(3) 0.011(2) 0.019(2) -0.0036(17) 0.014(2) 0.0056(18) N3 0.027(3) 0.015(2) 0.019(2) 0.0046(18) 0.014(2) 0.0034(19) N6 0.037(3) 0.020(2) 0.018(2) 0.0039(19) 0.016(2) 0.009(2) N7 0.026(3) 0.015(2) 0.021(2) 0.0007(18) 0.012(2) -0.0017(19) N8 0.021(2) 0.022(2) 0.020(2) 0.0038(19) 0.012(2) 0.0022(19) N9 0.017(2) 0.014(2) 0.0129(19) -0.0008(16) 0.0063(18) -0.0005(17) O1 0.051(3) 0.017(2) 0.027(2) 0.0001(18) 0.016(2) -0.007(2) O2 0.024(2) 0.043(3) 0.025(2) 0.001(2) 0.0042(19) 0.007(2) O3 0.033(2) 0.026(2) 0.020(2) 0.0056(17) 0.0158(19) 0.0056(18) O4 0.033(2) 0.018(2) 0.025(2) -0.0008(17) 0.013(2) 0.0081(18) Cl1 0.0229(7) 0.0170(7) 0.0181(6) -0.0007(5) 0.0091(6) 0.0024(5) Ag1 0.0232(3) 0.0132(3) 0.0191(3) 0.00188(13) 0.0123(2) -0.00039(13) _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 C2 N3 1.332(8) . ? C2 N1 1.353(7) . ? C4 N3 1.358(7) . ? C4 C5 1.369(7) . ? C4 N9 1.369(7) . ? C5 N7 1.384(7) . ? C5 C6 1.396(8) . ? C6 N6 1.333(7) . ? C6 N1 1.378(7) . ? C8 N8 1.329(7) . ? C8 N7 1.348(7) . ? C8 N9 1.402(7) . ? C11 N9 1.493(7) . ? C11 C12 1.510(8) . ? C12 C13 1.531(8) . ? C14 N8 1.477(7) . ? C15 N8 1.454(7) . ? N1 Ag1 2.185(5) 2_546 ? N7 Ag1 2.176(5) . ? O1 Cl1 1.437(5) . ? O2 Cl1 1.430(5) . ? O3 Cl1 1.450(4) . ? O4 Cl1 1.442(4) . ? Ag1 N1 2.185(5) 2_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 C2 N1 127.4(5) . . ? N3 C4 C5 125.3(5) . . ? N3 C4 N9 127.2(5) . . ? C5 C4 N9 107.5(5) . . ? C4 C5 N7 110.8(5) . . ? C4 C5 C6 119.0(5) . . ? N7 C5 C6 130.1(5) . . ? N6 C6 N1 119.9(5) . . ? N6 C6 C5 123.5(5) . . ? N1 C6 C5 116.6(5) . . ? N8 C8 N7 123.9(5) . . ? N8 C8 N9 124.6(5) . . ? N7 C8 N9 111.5(5) . . ? N9 C11 C12 111.6(4) . . ? C11 C12 C13 111.9(5) . . ? C2 N1 C6 119.0(5) . . ? C2 N1 Ag1 115.6(4) . 2_546 ? C6 N1 Ag1 124.7(4) . 2_546 ? C2 N3 C4 112.5(5) . . ? C8 N7 C5 104.4(5) . . ? C8 N7 Ag1 121.2(4) . . ? C5 N7 Ag1 111.0(4) . . ? C8 N8 C15 125.6(5) . . ? C8 N8 C14 117.2(5) . . ? C15 N8 C14 116.7(5) . . ? C4 N9 C8 105.6(4) . . ? C4 N9 C11 122.0(4) . . ? C8 N9 C11 127.7(5) . . ? O2 Cl1 O1 110.2(3) . . ? O2 Cl1 O4 109.2(3) . . ? O1 Cl1 O4 109.2(3) . . ? O2 Cl1 O3 110.5(3) . . ? O1 Cl1 O3 109.0(3) . . ? O4 Cl1 O3 108.7(3) . . ? N7 Ag1 N1 156.88(19) . 2_556 ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.789 _refine_diff_density_min -2.167 _refine_diff_density_rms 0.366 data_complex3 _database_code_depnum_ccdc_archive 'CCDC 807830' #TrackingRef '- merged CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H16 Ag N6, N O3, 2(H2 O)' _chemical_formula_sum 'C10 H20 Ag N7 O5' _chemical_formula_weight 426.20 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 Monoclinic _symmetry_space_group_name_H-M 'p 1 21/n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.7996(13) _cell_length_b 12.9830(19) _cell_length_c 13.942(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.802(2) _cell_angle_gamma 90.00 _cell_volume 1559.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3813 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 28.4 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max .25 _exptl_crystal_size_mid .21 _exptl_crystal_size_min .19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.816 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 1.331 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.724 _exptl_absorpt_correction_T_max 0.777 _exptl_absorpt_process_details '(North et al., 1968)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 area Detector' _diffrn_measurement_method 'Phi-Omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9956 _diffrn_reflns_av_R_equivalents 0.0500 _diffrn_reflns_av_sigmaI/netI 0.0608 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 28.38 _reflns_number_total 3813 _reflns_number_gt 2923 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SMART 5.628 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45 (Bruker, 2003)' _computing_structure_solution Sir92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'diamond 3.1d' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1561P)^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 3813 _refine_ls_number_parameters 225 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0807 _refine_ls_R_factor_gt 0.0532 _refine_ls_wR_factor_ref 0.2324 _refine_ls_wR_factor_gt 0.1482 _refine_ls_goodness_of_fit_ref 1.139 _refine_ls_restrained_S_all 1.138 _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 C2 C 0.6853(7) 0.3782(5) 0.9059(4) 0.0206(12) Uani 1 1 d . . . H2 H 0.6383 0.3148 0.9109 0.025 Uiso 1 1 calc R . . C4 C 0.7884(6) 0.5239(4) 0.9736(4) 0.0178(11) Uani 1 1 d . . . C5 C 0.8109(6) 0.5625(4) 0.8849(4) 0.0159(10) Uani 1 1 d . . . C6 C 0.7696(6) 0.4997(4) 0.8020(4) 0.0166(11) Uani 1 1 d . . . C8 C 0.9054(6) 0.6745(4) 0.9978(4) 0.0172(11) Uani 1 1 d . . . C10 C 0.8603(7) 0.5721(4) 1.1504(4) 0.0179(11) Uani 1 1 d . . . H10A H 0.9369 0.6171 1.1893 0.021 Uiso 1 1 calc R . . H10B H 0.8951 0.5016 1.1635 0.021 Uiso 1 1 calc R . . C11 C 0.7055(7) 0.5864(5) 1.1809(4) 0.0206(12) Uani 1 1 d . . . H11A H 0.6725 0.6575 1.1701 0.025 Uiso 1 1 calc R . . H11B H 0.6280 0.5431 1.1405 0.025 Uiso 1 1 calc R . . C12 C 0.7158(7) 0.5593(5) 1.2878(4) 0.0232(12) Uani 1 1 d . . . H12A H 0.6163 0.5693 1.3046 0.035 Uiso 1 1 calc R . . H12B H 0.7912 0.6028 1.3281 0.035 Uiso 1 1 calc R . . H12C H 0.7465 0.4885 1.2985 0.035 Uiso 1 1 calc R . . C13 C 1.0732(7) 0.8200(5) 0.9910(4) 0.0188(11) Uani 1 1 d . . . H13A H 1.1242 0.8731 1.0336 0.028 Uiso 1 1 calc R . . H13B H 1.0038 0.8507 0.9364 0.028 Uiso 1 1 calc R . . H13C H 1.1494 0.7795 0.9676 0.028 Uiso 1 1 calc R . . C14 C 0.9425(8) 0.8038(5) 1.1289(4) 0.0224(13) Uani 1 1 d . . . H14A H 0.8564 0.7675 1.1456 0.034 Uiso 1 1 calc R . . H14B H 0.9134 0.8740 1.1132 0.034 Uiso 1 1 calc R . . H14C H 1.0290 0.8021 1.1834 0.034 Uiso 1 1 calc R . . N1 N 0.7046(5) 0.4055(3) 0.8159(3) 0.0142(9) Uani 1 1 d . . . N3 N 0.7263(5) 0.4323(3) 0.9886(3) 0.0162(9) Uani 1 1 d . . . N6 N 0.7908(6) 0.5247(4) 0.7139(4) 0.0209(10) Uani 1 1 d . . . H6A H 0.7642 0.4825 0.6658 0.025 Uiso 1 1 calc R . . H6B H 0.8313 0.5832 0.7045 0.025 Uiso 1 1 calc R . . N7 N 0.8825(5) 0.6594(3) 0.9002(3) 0.0135(9) Uani 1 1 d . . . N8 N 0.9862(6) 0.7546(4) 1.0443(4) 0.0187(10) Uani 1 1 d . . . N9 N 0.8495(5) 0.5950(3) 1.0456(3) 0.0142(9) Uani 1 1 d . . . N10 N 0.5971(6) 0.8293(4) 0.9371(4) 0.0216(10) Uani 1 1 d . . . O1 O 0.6954(5) 0.8992(4) 0.9592(3) 0.0323(11) Uani 1 1 d . . . O2 O 0.5593(6) 0.7974(3) 0.8497(4) 0.0273(10) Uani 1 1 d . . . O1W O 1.0221(5) 0.6708(3) 0.6940(3) 0.0217(9) Uani 1 1 d D . . O3 O 0.5352(8) 0.7883(4) 0.9998(4) 0.0415(15) Uani 1 1 d . . . O2W O 0.2886(6) 0.6735(4) 0.8327(3) 0.0288(10) Uani 1 1 d D . . Ag01 Ag 0.65816(5) 0.28379(3) 0.70711(3) 0.0175(2) Uani 1 1 d . . . H1W1 H 1.053(8) 0.667(6) 0.640(3) 0.03(2) Uiso 1 1 d D . . H1W2 H 1.109(5) 0.675(7) 0.736(4) 0.05(2) Uiso 1 1 d D . . H2W1 H 0.380(8) 0.697(10) 0.854(11) 0.17(9) Uiso 1 1 d D . . H2W2 H 0.277(11) 0.625(5) 0.872(6) 0.07(3) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C2 0.023(3) 0.018(3) 0.022(3) 0.001(2) 0.009(2) -0.005(2) C4 0.014(3) 0.017(3) 0.021(3) -0.001(2) 0.002(2) 0.003(2) C5 0.016(3) 0.018(3) 0.014(2) -0.001(2) 0.003(2) -0.002(2) C6 0.015(3) 0.018(3) 0.016(3) 0.009(2) 0.001(2) 0.0016(19) C8 0.013(2) 0.018(3) 0.019(3) -0.001(2) 0.000(2) 0.004(2) C10 0.025(3) 0.014(3) 0.016(3) 0.000(2) 0.006(2) 0.002(2) C11 0.018(3) 0.021(3) 0.024(3) 0.001(2) 0.007(2) -0.003(2) C12 0.030(3) 0.024(3) 0.018(3) -0.001(2) 0.009(2) 0.005(2) C13 0.021(3) 0.017(3) 0.018(3) -0.004(2) 0.005(2) -0.006(2) C14 0.036(4) 0.017(3) 0.013(3) 0.003(2) 0.005(2) 0.000(2) N1 0.019(2) 0.013(2) 0.011(2) -0.0036(16) 0.0044(17) 0.0028(17) N3 0.021(2) 0.016(2) 0.012(2) -0.0019(17) 0.0051(18) -0.0013(17) N6 0.024(3) 0.018(2) 0.019(2) -0.0024(19) -0.001(2) 0.0008(19) N7 0.022(2) 0.008(2) 0.012(2) 0.0032(16) 0.0076(17) 0.0004(17) N8 0.018(2) 0.017(2) 0.021(2) 0.000(2) 0.0050(19) -0.005(2) N9 0.017(2) 0.014(2) 0.011(2) 0.0009(16) 0.0010(17) 0.0020(17) N10 0.021(2) 0.029(3) 0.016(2) 0.003(2) 0.0051(19) 0.001(2) O1 0.031(3) 0.037(3) 0.027(2) 0.006(2) 0.0000(19) -0.013(2) O2 0.024(2) 0.038(3) 0.020(2) 0.0027(18) 0.0040(18) -0.0002(18) O1W 0.020(2) 0.027(2) 0.019(2) 0.0023(18) 0.0081(17) -0.0007(17) O3 0.060(4) 0.045(3) 0.023(3) 0.002(2) 0.016(3) -0.024(2) O2W 0.035(3) 0.029(3) 0.022(2) 0.0023(19) 0.0039(19) -0.006(2) Ag01 0.0208(3) 0.0147(3) 0.0170(3) -0.00209(13) 0.0038(2) -0.00067(13) _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 C2 N3 1.336(7) . ? C2 N1 1.348(7) . ? C4 N3 1.343(7) . ? C4 C5 1.386(8) . ? C4 N9 1.387(7) . ? C5 C6 1.400(8) . ? C5 N7 1.403(7) . ? C6 N6 1.321(7) . ? C6 N1 1.380(7) . ? C8 N7 1.349(7) . ? C8 N8 1.349(7) . ? C8 N9 1.373(7) . ? C10 N9 1.476(7) . ? C10 C11 1.520(8) . ? C11 C12 1.516(8) . ? C13 N8 1.446(7) . ? C14 N8 1.460(8) . ? N1 Ag01 2.171(4) . ? N7 Ag01 2.181(4) 2_656 ? N10 O3 1.241(7) . ? N10 O1 1.248(7) . ? N10 O2 1.266(7) . ? Ag01 N7 2.181(4) 2_646 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 C2 N1 127.0(5) . . ? N3 C4 C5 126.6(5) . . ? N3 C4 N9 125.9(5) . . ? C5 C4 N9 107.5(5) . . ? C4 C5 C6 117.8(5) . . ? C4 C5 N7 109.3(5) . . ? C6 C5 N7 132.9(5) . . ? N6 C6 N1 119.3(5) . . ? N6 C6 C5 124.2(5) . . ? N1 C6 C5 116.5(5) . . ? N7 C8 N8 123.5(5) . . ? N7 C8 N9 112.7(5) . . ? N8 C8 N9 123.5(5) . . ? N9 C10 C11 111.9(5) . . ? C12 C11 C10 111.7(5) . . ? C2 N1 C6 119.9(5) . . ? C2 N1 Ag01 114.6(4) . . ? C6 N1 Ag01 124.9(4) . . ? C2 N3 C4 112.2(5) . . ? C8 N7 C5 104.7(4) . . ? C8 N7 Ag01 123.6(4) . 2_656 ? C5 N7 Ag01 123.6(3) . 2_656 ? C8 N8 C13 119.2(5) . . ? C8 N8 C14 121.7(5) . . ? C13 N8 C14 114.4(5) . . ? C8 N9 C4 105.9(4) . . ? C8 N9 C10 132.5(4) . . ? C4 N9 C10 121.3(4) . . ? O3 N10 O1 121.4(5) . . ? O3 N10 O2 118.1(5) . . ? O1 N10 O2 120.6(5) . . ? N1 Ag01 N7 178.40(17) . 2_646 ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 2.926 _refine_diff_density_min -1.979 _refine_diff_density_rms 0.291