# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Kukushkin, Vadim' _publ_contact_author_name 'Dr Vadim Kukushkin' _publ_contact_author_email kukushkin@VK2100.spb.edu _publ_section_title ; Lasagna-type Arrays with Halide-Nitromethane Cluster Filling. The First Recognition of the Hal-***HCH2NO2 (Hal = Cl, Br, I) Hydrogen Bonding ; data_2Cl _database_code_depnum_ccdc_archive 'CCDC 866673' #TrackingRef '- all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ' C38 H46 N10 Pt, 2(C H3 N O2), 2(Cl)' _chemical_formula_sum 'C40 H52 Cl2 N12 O4 Pt' _chemical_formula_weight 1030.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.0373(7) _cell_length_b 24.765(3) _cell_length_c 9.4818(7) _cell_angle_alpha 90.00 _cell_angle_beta 91.889(6) _cell_angle_gamma 90.00 _cell_volume 2120.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4726 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 30.03 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.614 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 3.490 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3994 _exptl_absorpt_correction_T_max 0.4973 _exptl_absorpt_process_details 'SADABS v.2.10 (Sheldrick, 2003)' _publ_section_exptl_refinement ; The NH~2~ and NH hydrogen atoms were located from the difference Fourier map but constrained to ride on their parent atom, with U~iso~ = 1.5 U~eq~(parent atom). Other hydrogen atoms were positioned geometrically and were also constrained to ride on their parent atoms, with C---H = 0.95-0.99 \%A, and U~iso~ = 1.2-1.5 U~eq~(parent atom). The highest peak is located 0.87 \%A from atom Pt1 and the deepest hole is located 0.82 \%A from atom Pt1. ; _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 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37151 _diffrn_reflns_av_R_equivalents 0.0489 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.79 _diffrn_reflns_theta_max 30.01 _reflns_number_total 6149 _reflns_number_gt 4586 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'EvalCCD (Duisenberg, 2003)' _computing_data_reduction 'EvalCCD (Duisenberg, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1e (Brandenburg, 2007)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0187P)^2^+1.5677P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6149 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0467 _refine_ls_R_factor_gt 0.0247 _refine_ls_wR_factor_ref 0.0568 _refine_ls_wR_factor_gt 0.0509 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 Pt1 Pt 0.0000 0.5000 0.0000 0.01240(4) Uani 1 2 d S . . Cl1 Cl 0.33816(7) 0.54606(2) 0.64140(6) 0.01915(12) Uani 1 1 d . . . O1 O 0.3561(2) 0.71647(8) 0.4777(2) 0.0337(5) Uani 1 1 d . . . O2 O 0.1591(2) 0.75535(8) 0.5463(2) 0.0332(5) Uani 1 1 d . . . N1 N 0.1171(2) 0.51450(8) 0.1794(2) 0.0140(4) Uani 1 1 d . . . N2 N 0.1961(2) 0.48481(8) -0.0821(2) 0.0151(4) Uani 1 1 d . . . H2N H 0.2170 0.4969 -0.1605 0.023 Uiso 1 1 d R . . N3 N 0.3156(2) 0.49388(7) 0.3343(2) 0.0170(4) Uani 1 1 d . . . H3N H 0.4035 0.4814 0.3468 0.025 Uiso 1 1 d R . . H3M H 0.2919 0.5132 0.4055 0.025 Uiso 1 1 d R . . N4 N 0.2866(2) 0.44542(7) 0.1276(2) 0.0129(4) Uani 1 1 d . . . N5 N 0.4003(2) 0.42710(8) -0.0832(2) 0.0156(4) Uani 1 1 d . . . N6 N 0.2566(2) 0.72165(9) 0.5601(2) 0.0226(5) Uani 1 1 d . . . C1 C 0.0727(2) 0.55925(9) 0.2634(2) 0.0147(5) Uani 1 1 d . . . C2 C 0.1064(3) 0.61153(10) 0.2239(3) 0.0189(5) Uani 1 1 d . . . H2 H 0.1627 0.6180 0.1427 0.023 Uiso 1 1 calc R . . C3 C 0.0576(3) 0.65440(10) 0.3039(3) 0.0227(6) Uani 1 1 d . . . H3 H 0.0812 0.6903 0.2776 0.027 Uiso 1 1 calc R . . C4 C -0.0248(3) 0.64547(10) 0.4212(3) 0.0219(5) Uani 1 1 d . . . H4 H -0.0569 0.6751 0.4762 0.026 Uiso 1 1 calc R . . C5 C -0.0606(3) 0.59341(10) 0.4585(3) 0.0221(5) Uani 1 1 d . . . H5 H -0.1174 0.5871 0.5393 0.026 Uiso 1 1 calc R . . C6 C -0.0137(3) 0.55014(10) 0.3782(3) 0.0195(5) Uani 1 1 d . . . H6 H -0.0411 0.5144 0.4024 0.023 Uiso 1 1 calc R . . C7 C 0.2357(3) 0.48714(9) 0.2162(3) 0.0143(5) Uani 1 1 d . . . C8 C 0.2620(3) 0.39040(9) 0.1736(2) 0.0144(5) Uani 1 1 d . . . C9 C 0.3432(3) 0.36802(9) 0.2852(3) 0.0173(5) Uani 1 1 d . . . H9 H 0.4173 0.3886 0.3340 0.021 Uiso 1 1 calc R . . C10 C 0.3152(3) 0.31527(10) 0.3250(3) 0.0213(5) Uani 1 1 d . . . H10 H 0.3696 0.2998 0.4024 0.026 Uiso 1 1 calc R . . C11 C 0.2089(3) 0.28507(10) 0.2531(3) 0.0254(6) Uani 1 1 d . . . H11 H 0.1903 0.2489 0.2809 0.030 Uiso 1 1 calc R . . C12 C 0.1298(3) 0.30746(10) 0.1407(3) 0.0260(6) Uani 1 1 d . . . H12 H 0.0577 0.2865 0.0903 0.031 Uiso 1 1 calc R . . C13 C 0.1552(3) 0.36029(10) 0.1013(3) 0.0202(5) Uani 1 1 d . . . H13 H 0.0996 0.3759 0.0249 0.024 Uiso 1 1 calc R . . C14 C 0.2930(2) 0.45364(9) -0.0189(2) 0.0138(5) Uani 1 1 d . . . C15 C 0.3883(3) 0.41366(10) -0.2338(3) 0.0194(5) Uani 1 1 d . . . H15A H 0.4729 0.4294 -0.2834 0.023 Uiso 1 1 calc R . . H15B H 0.2958 0.4289 -0.2759 0.023 Uiso 1 1 calc R . . C16 C 0.3882(3) 0.35279(10) -0.2510(3) 0.0209(5) Uani 1 1 d . . . H16A H 0.3836 0.3436 -0.3527 0.025 Uiso 1 1 calc R . . H16B H 0.2994 0.3375 -0.2075 0.025 Uiso 1 1 calc R . . C17 C 0.5265(3) 0.32804(10) -0.1821(3) 0.0218(5) Uani 1 1 d . . . H17A H 0.6144 0.3396 -0.2339 0.026 Uiso 1 1 calc R . . H17B H 0.5200 0.2882 -0.1877 0.026 Uiso 1 1 calc R . . C18 C 0.5447(3) 0.34509(10) -0.0284(3) 0.0207(5) Uani 1 1 d . . . H18A H 0.6418 0.3324 0.0099 0.025 Uiso 1 1 calc R . . H18B H 0.4665 0.3278 0.0268 0.025 Uiso 1 1 calc R . . C19 C 0.5349(3) 0.40610(10) -0.0119(3) 0.0178(5) Uani 1 1 d . . . H19A H 0.5343 0.4154 0.0896 0.021 Uiso 1 1 calc R . . H19B H 0.6229 0.4232 -0.0526 0.021 Uiso 1 1 calc R . . C20 C 0.2555(3) 0.68604(11) 0.6842(3) 0.0326(7) Uani 1 1 d . . . H20A H 0.2758 0.6489 0.6553 0.049 Uiso 1 1 calc R . . H20B H 0.1582 0.6877 0.7267 0.049 Uiso 1 1 calc R . . H20C H 0.3317 0.6978 0.7533 0.049 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.01079(6) 0.01258(6) 0.01374(7) -0.00183(6) -0.00116(4) 0.00253(5) Cl1 0.0182(3) 0.0191(3) 0.0200(3) -0.0024(2) -0.0020(2) 0.0003(2) O1 0.0338(12) 0.0398(12) 0.0277(11) -0.0066(9) 0.0047(9) -0.0024(9) O2 0.0273(11) 0.0246(10) 0.0470(13) -0.0003(9) -0.0112(10) 0.0054(9) N1 0.0144(10) 0.0150(9) 0.0125(10) -0.0038(7) 0.0004(8) 0.0029(7) N2 0.0162(10) 0.0174(9) 0.0118(10) -0.0001(7) 0.0008(8) 0.0011(8) N3 0.0147(9) 0.0197(11) 0.0164(10) -0.0046(8) -0.0022(8) 0.0042(8) N4 0.0124(9) 0.0128(9) 0.0135(10) -0.0017(7) 0.0003(8) 0.0022(7) N5 0.0146(10) 0.0175(10) 0.0146(10) -0.0027(8) 0.0000(8) 0.0040(8) N6 0.0221(12) 0.0217(11) 0.0238(12) -0.0047(9) -0.0044(10) -0.0013(9) C1 0.0112(11) 0.0149(11) 0.0179(12) -0.0028(9) -0.0028(9) 0.0027(9) C2 0.0146(12) 0.0211(12) 0.0209(13) -0.0020(10) 0.0011(10) -0.0011(10) C3 0.0213(13) 0.0146(11) 0.0320(15) -0.0030(10) -0.0011(11) -0.0010(10) C4 0.0175(12) 0.0215(12) 0.0263(15) -0.0095(11) -0.0029(11) 0.0038(10) C5 0.0201(13) 0.0277(14) 0.0186(13) -0.0034(11) 0.0025(11) -0.0008(11) C6 0.0225(13) 0.0181(12) 0.0180(13) -0.0007(10) 0.0000(10) 0.0000(10) C7 0.0132(11) 0.0121(11) 0.0177(12) -0.0011(8) 0.0002(9) -0.0009(8) C8 0.0126(11) 0.0136(10) 0.0170(12) -0.0022(9) 0.0028(9) 0.0022(9) C9 0.0164(12) 0.0181(12) 0.0174(13) -0.0026(9) 0.0005(10) 0.0021(10) C10 0.0218(13) 0.0201(12) 0.0221(14) 0.0008(10) 0.0012(11) 0.0062(10) C11 0.0262(14) 0.0152(12) 0.0351(16) 0.0018(11) 0.0047(12) 0.0003(11) C12 0.0213(14) 0.0200(13) 0.0364(16) -0.0037(11) -0.0034(12) -0.0057(11) C13 0.0159(12) 0.0200(12) 0.0244(14) -0.0011(10) -0.0028(10) 0.0011(10) C14 0.0129(11) 0.0126(10) 0.0160(12) -0.0031(9) -0.0001(9) -0.0027(9) C15 0.0201(13) 0.0208(12) 0.0171(13) -0.0022(10) -0.0002(10) 0.0064(10) C16 0.0217(13) 0.0200(12) 0.0206(14) -0.0068(10) -0.0038(11) 0.0031(10) C17 0.0217(13) 0.0196(12) 0.0240(14) -0.0050(10) -0.0005(11) 0.0050(10) C18 0.0189(12) 0.0206(12) 0.0225(14) -0.0025(10) -0.0020(10) 0.0072(10) C19 0.0105(12) 0.0216(12) 0.0211(13) -0.0035(10) -0.0020(10) 0.0038(9) C20 0.0362(17) 0.0274(15) 0.0339(17) 0.0070(12) -0.0018(14) 0.0033(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 Pt1 N2 1.994(2) . yes Pt1 N2 1.994(2) 3_565 ? Pt1 N1 2.006(2) 3_565 ? Pt1 N1 2.006(2) . yes O1 N6 1.218(3) . ? O2 N6 1.218(3) . ? N1 C7 1.306(3) . yes N1 C1 1.430(3) . ? N2 C14 1.299(3) . yes N2 H2N 0.8290 . ? N3 C7 1.322(3) . yes N3 H3N 0.8576 . ? N3 H3M 0.8600 . ? N4 C14 1.407(3) . yes N4 C7 1.418(3) . yes N4 C8 1.450(3) . ? N5 C14 1.335(3) . ? N5 C15 1.467(3) . ? N5 C19 1.467(3) . ? N6 C20 1.470(3) . ? C1 C6 1.379(3) . ? C1 C2 1.385(3) . ? C2 C3 1.385(3) . ? C2 H2 0.9500 . ? C3 C4 1.377(4) . ? C3 H3 0.9500 . ? C4 C5 1.378(4) . ? C4 H4 0.9500 . ? C5 C6 1.388(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C8 C9 1.383(3) . ? C8 C13 1.383(3) . ? C9 C10 1.385(3) . ? C9 H9 0.9500 . ? C10 C11 1.380(4) . ? C10 H10 0.9500 . ? C11 C12 1.380(4) . ? C11 H11 0.9500 . ? C12 C13 1.382(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C15 C16 1.516(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.521(3) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.521(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.522(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? 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 Pt1 N2 180.0 . 3_565 ? N2 Pt1 N1 94.93(8) . 3_565 ? N2 Pt1 N1 85.07(8) 3_565 3_565 ? N2 Pt1 N1 85.07(8) . . yes N2 Pt1 N1 94.93(8) 3_565 . ? N1 Pt1 N1 180.00(6) 3_565 . ? C7 N1 C1 119.7(2) . . ? C7 N1 Pt1 122.65(16) . . yes C1 N1 Pt1 117.46(15) . . ? C14 N2 Pt1 121.74(17) . . yes C14 N2 H2N 117.2 . . ? Pt1 N2 H2N 121.0 . . ? C7 N3 H3N 123.3 . . ? C7 N3 H3M 126.3 . . ? H3N N3 H3M 110.2 . . ? C14 N4 C7 120.28(19) . . yes C14 N4 C8 116.42(18) . . ? C7 N4 C8 116.77(19) . . ? C14 N5 C15 121.7(2) . . ? C14 N5 C19 124.6(2) . . ? C15 N5 C19 113.65(19) . . ? O2 N6 O1 123.4(2) . . ? O2 N6 C20 118.3(2) . . ? O1 N6 C20 118.4(2) . . ? C6 C1 C2 120.1(2) . . ? C6 C1 N1 119.3(2) . . ? C2 C1 N1 120.4(2) . . ? C1 C2 C3 119.5(2) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 120.7(2) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 119.7(2) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C4 C5 C6 120.2(2) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C1 C6 C5 119.8(2) . . ? C1 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? N1 C7 N3 125.5(2) . . yes N1 C7 N4 119.9(2) . . ? N3 C7 N4 114.5(2) . . yes C9 C8 C13 120.4(2) . . ? C9 C8 N4 121.6(2) . . ? C13 C8 N4 117.9(2) . . ? C8 C9 C10 119.3(2) . . ? C8 C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? C11 C10 C9 120.4(2) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 119.9(2) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C11 C12 C13 120.2(2) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C12 C13 C8 119.7(2) . . ? C12 C13 H13 120.1 . . ? C8 C13 H13 120.1 . . ? N2 C14 N5 124.8(2) . . ? N2 C14 N4 119.5(2) . . ? N5 C14 N4 115.7(2) . . ? N5 C15 C16 109.3(2) . . ? N5 C15 H15A 109.8 . . ? C16 C15 H15A 109.8 . . ? N5 C15 H15B 109.8 . . ? C16 C15 H15B 109.8 . . ? H15A C15 H15B 108.3 . . ? C15 C16 C17 110.9(2) . . ? C15 C16 H16A 109.5 . . ? C17 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 108.0 . . ? C16 C17 C18 111.2(2) . . ? C16 C17 H17A 109.4 . . ? C18 C17 H17A 109.4 . . ? C16 C17 H17B 109.4 . . ? C18 C17 H17B 109.4 . . ? H17A C17 H17B 108.0 . . ? C17 C18 C19 111.7(2) . . ? C17 C18 H18A 109.3 . . ? C19 C18 H18A 109.3 . . ? C17 C18 H18B 109.3 . . ? C19 C18 H18B 109.3 . . ? H18A C18 H18B 107.9 . . ? N5 C19 C18 110.76(19) . . ? N5 C19 H19A 109.5 . . ? C18 C19 H19A 109.5 . . ? N5 C19 H19B 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 108.1 . . ? N6 C20 H20A 109.5 . . ? N6 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N6 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? 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 _geom_hbond_publ_flag N2 H2N Cl1 0.83 2.52 3.323(2) 163.9 1_554 yes N3 H3N Cl1 0.86 2.43 3.283(2) 172.6 3_666 yes N3 H3M Cl1 0.86 2.40 3.186(2) 151.5 . yes _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 30.01 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.343 _refine_diff_density_min -1.144 _refine_diff_density_rms 0.112 #===END======================================================================== data_2Br _database_code_depnum_ccdc_archive 'CCDC 866674' #TrackingRef '- all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H46 N10 Pt, 2(C H3 N O2), 2(Br)' _chemical_formula_sum 'C40 H52 Br2 N12 O4 Pt' _chemical_formula_weight 1119.85 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.1865(3) _cell_length_b 24.9350(8) _cell_length_c 9.5497(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.8400(10) _cell_angle_gamma 90.00 _cell_volume 2187.27(12) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9977 _cell_measurement_theta_min 3.16 _cell_measurement_theta_max 37.02 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.700 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 5.089 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2979 _exptl_absorpt_correction_T_max 0.5381 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _publ_section_exptl_refinement ; The Pt atom is located on a center of symmetry (inversion centre) and is coordinated by four N atoms in a slightly distorted square planar geometry. The NH~2~ and NH hydrogen atoms were located from the difference Fourier map but constrained to ride on their parent atom, with U~iso~ = 1.5 U~eq~(parent atom). Other hydrogen atoms were positioned geometrically and were also constrained to ride on their parent atoms, with C---H = 0.95-0.99 \%A, and U~iso~ = 1.2-1.5 U~eq~(parent atom). The highest peak is located 0.61 \%A from atom Pt1 and the deepest hole is located 0.43 \%A from atom Pt1. ; _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 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Bruker KAPPA APEX II CCD' _diffrn_measurement_device '62mm x 62mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 16 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34886 _diffrn_reflns_av_R_equivalents 0.0302 _diffrn_reflns_av_sigmaI/netI 0.0397 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 42 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 37.83 _reflns_number_total 11372 _reflns_number_gt 9097 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT (Bruker AXS, 2009)' _computing_data_reduction 'SAINT (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Diamond v.3.2f (Brandenburg, 2010)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0221P)^2^+2.6217P] 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 11372 _refine_ls_number_parameters 270 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0482 _refine_ls_R_factor_gt 0.0316 _refine_ls_wR_factor_ref 0.0653 _refine_ls_wR_factor_gt 0.0613 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 Pt1 Pt 0.0000 0.5000 0.0000 0.01150(2) Uani 1 2 d S . . Br1 Br 0.33716(2) 0.551279(9) 0.63742(2) 0.01864(4) Uani 1 1 d . . . O1 O 0.3657(2) 0.71690(8) 0.49001(19) 0.0332(4) Uani 1 1 d . . . O2 O 0.1651(2) 0.75532(8) 0.5446(2) 0.0337(4) Uani 1 1 d . . . N1 N 0.11553(18) 0.51361(7) 0.17630(17) 0.0135(3) Uani 1 1 d . . . N2 N 0.19304(17) 0.48372(7) -0.08450(17) 0.0138(3) Uani 1 1 d . . . H2N H 0.2162 0.4933 -0.1655 0.021 Uiso 1 1 d R . . N3 N 0.30866(19) 0.49197(7) 0.32862(18) 0.0167(3) Uani 1 1 d . . . H3N H 0.3936 0.4764 0.3355 0.025 Uiso 1 1 d R . . H3M H 0.2831 0.5130 0.3994 0.025 Uiso 1 1 d R . . N4 N 0.27966(17) 0.44391(7) 0.12279(16) 0.0127(3) Uani 1 1 d . . . N5 N 0.39475(17) 0.42638(7) -0.08814(17) 0.0143(3) Uani 1 1 d . . . N6 N 0.2636(2) 0.72361(8) 0.5679(2) 0.0215(3) Uani 1 1 d . . . C1 C 0.07275(19) 0.55826(8) 0.26160(19) 0.0133(3) Uani 1 1 d . . . C2 C 0.1098(2) 0.61014(8) 0.2230(2) 0.0172(3) Uani 1 1 d . . . H2 H 0.1663 0.6162 0.1420 0.021 Uiso 1 1 calc R . . C3 C 0.0638(2) 0.65312(9) 0.3034(2) 0.0217(4) Uani 1 1 d . . . H3 H 0.0892 0.6887 0.2774 0.026 Uiso 1 1 calc R . . C4 C -0.0193(2) 0.64432(9) 0.4219(2) 0.0208(4) Uani 1 1 d . . . H4 H -0.0492 0.6737 0.4778 0.025 Uiso 1 1 calc R . . C5 C -0.0580(2) 0.59265(9) 0.4578(2) 0.0209(4) Uani 1 1 d . . . H5 H -0.1155 0.5866 0.5382 0.025 Uiso 1 1 calc R . . C6 C -0.0134(2) 0.54944(9) 0.3771(2) 0.0175(3) Uani 1 1 d . . . H6 H -0.0419 0.5140 0.4011 0.021 Uiso 1 1 calc R . . C7 C 0.2306(2) 0.48556(8) 0.21138(19) 0.0128(3) Uani 1 1 d . . . C8 C 0.25418(19) 0.38908(8) 0.16746(19) 0.0137(3) Uani 1 1 d . . . C9 C 0.3321(2) 0.36626(8) 0.2784(2) 0.0165(3) Uani 1 1 d . . . H9 H 0.4039 0.3865 0.3277 0.020 Uiso 1 1 calc R . . C10 C 0.3034(2) 0.31359(9) 0.3161(2) 0.0208(4) Uani 1 1 d . . . H10 H 0.3551 0.2979 0.3926 0.025 Uiso 1 1 calc R . . C11 C 0.2001(3) 0.28369(10) 0.2433(3) 0.0256(4) Uani 1 1 d . . . H11 H 0.1812 0.2477 0.2698 0.031 Uiso 1 1 calc R . . C12 C 0.1244(3) 0.30648(10) 0.1318(3) 0.0269(5) Uani 1 1 d . . . H12 H 0.0548 0.2858 0.0807 0.032 Uiso 1 1 calc R . . C13 C 0.1500(2) 0.35939(9) 0.0948(2) 0.0198(4) Uani 1 1 d . . . H13 H 0.0963 0.3753 0.0198 0.024 Uiso 1 1 calc R . . C14 C 0.28806(19) 0.45282(8) -0.02283(19) 0.0129(3) Uani 1 1 d . . . C15 C 0.3853(2) 0.41410(9) -0.2388(2) 0.0180(4) Uani 1 1 d . . . H15A H 0.4680 0.4308 -0.2878 0.022 Uiso 1 1 calc R . . H15B H 0.2937 0.4288 -0.2790 0.022 Uiso 1 1 calc R . . C16 C 0.3889(2) 0.35367(9) -0.2584(2) 0.0201(4) Uani 1 1 d . . . H16A H 0.3867 0.3452 -0.3597 0.024 Uiso 1 1 calc R . . H16B H 0.3013 0.3376 -0.2160 0.024 Uiso 1 1 calc R . . C17 C 0.5247(2) 0.32908(9) -0.1912(2) 0.0207(4) Uani 1 1 d . . . H17A H 0.6118 0.3412 -0.2421 0.025 Uiso 1 1 calc R . . H17B H 0.5195 0.2895 -0.1984 0.025 Uiso 1 1 calc R . . C18 C 0.5388(2) 0.34528(9) -0.0372(2) 0.0198(4) Uani 1 1 d . . . H18A H 0.4612 0.3275 0.0167 0.024 Uiso 1 1 calc R . . H18B H 0.6339 0.3329 0.0006 0.024 Uiso 1 1 calc R . . C19 C 0.5269(2) 0.40582(9) -0.0188(2) 0.0163(4) Uani 1 1 d . . . H19A H 0.5246 0.4146 0.0823 0.020 Uiso 1 1 calc R . . H19B H 0.6134 0.4234 -0.0591 0.020 Uiso 1 1 calc R . . C20 C 0.2598(3) 0.69216(11) 0.6988(3) 0.0312(5) Uani 1 1 d . . . H20A H 0.2810 0.6545 0.6783 0.047 Uiso 1 1 calc R . . H20B H 0.1629 0.6950 0.7398 0.047 Uiso 1 1 calc R . . H20C H 0.3328 0.7061 0.7651 0.047 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.01173(4) 0.01157(4) 0.01116(4) -0.00203(4) -0.00040(2) 0.00304(4) Br1 0.01854(8) 0.01894(9) 0.01835(8) -0.00263(7) -0.00287(6) 0.00036(7) O1 0.0371(10) 0.0364(11) 0.0264(9) -0.0072(8) 0.0073(7) -0.0015(8) O2 0.0291(9) 0.0271(10) 0.0444(11) 0.0021(8) -0.0111(8) 0.0053(7) N1 0.0147(6) 0.0123(7) 0.0136(6) -0.0034(5) -0.0002(5) 0.0029(5) N2 0.0144(6) 0.0151(7) 0.0120(6) -0.0007(6) 0.0014(5) 0.0035(5) N3 0.0172(7) 0.0176(9) 0.0154(7) -0.0056(6) -0.0036(5) 0.0051(6) N4 0.0148(6) 0.0114(7) 0.0118(6) -0.0014(5) 0.0002(5) 0.0034(5) N5 0.0141(6) 0.0156(8) 0.0130(6) -0.0029(6) -0.0005(5) 0.0052(5) N6 0.0244(8) 0.0185(9) 0.0215(8) -0.0037(7) -0.0037(7) -0.0011(7) C1 0.0124(7) 0.0136(8) 0.0140(7) -0.0037(6) -0.0012(5) 0.0023(6) C2 0.0168(8) 0.0146(9) 0.0203(9) -0.0020(7) 0.0035(6) 0.0003(7) C3 0.0226(9) 0.0134(9) 0.0293(11) -0.0034(8) 0.0043(8) 0.0003(7) C4 0.0194(8) 0.0186(10) 0.0242(10) -0.0097(8) 0.0002(7) 0.0034(7) C5 0.0233(9) 0.0227(10) 0.0168(8) -0.0052(8) 0.0042(7) 0.0020(8) C6 0.0214(8) 0.0162(9) 0.0150(8) -0.0011(7) 0.0023(6) -0.0002(7) C7 0.0131(7) 0.0123(7) 0.0130(7) -0.0018(6) 0.0009(6) 0.0005(6) C8 0.0127(7) 0.0135(8) 0.0150(7) -0.0012(6) 0.0013(6) 0.0020(6) C9 0.0172(8) 0.0153(9) 0.0171(8) -0.0012(7) -0.0008(6) 0.0023(7) C10 0.0231(9) 0.0161(9) 0.0233(10) 0.0027(8) 0.0017(7) 0.0042(7) C11 0.0261(10) 0.0144(10) 0.0362(12) 0.0025(9) 0.0029(9) -0.0002(8) C12 0.0217(9) 0.0182(10) 0.0408(13) -0.0017(9) -0.0047(9) -0.0051(8) C13 0.0167(8) 0.0191(10) 0.0234(9) -0.0011(8) -0.0046(7) -0.0005(7) C14 0.0131(7) 0.0122(8) 0.0135(7) -0.0029(6) 0.0006(5) 0.0008(6) C15 0.0215(8) 0.0195(10) 0.0130(8) -0.0023(7) 0.0011(6) 0.0059(7) C16 0.0201(8) 0.0193(10) 0.0207(9) -0.0074(8) -0.0018(7) 0.0024(7) C17 0.0216(9) 0.0179(10) 0.0226(9) -0.0050(8) -0.0013(7) 0.0060(7) C18 0.0200(8) 0.0195(10) 0.0198(9) -0.0025(8) -0.0008(7) 0.0078(7) C19 0.0123(7) 0.0215(10) 0.0151(8) -0.0046(7) -0.0009(6) 0.0044(6) C20 0.0436(14) 0.0250(12) 0.0251(11) 0.0037(9) 0.0036(10) 0.0036(11) _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 Pt1 N2 2.0006(16) 3_565 ? Pt1 N2 2.0006(16) . yes Pt1 N1 2.0059(16) . yes Pt1 N1 2.0059(16) 3_565 ? O1 N6 1.217(3) . ? O2 N6 1.220(3) . ? N1 C7 1.307(2) . yes N1 C1 1.438(2) . ? N2 C14 1.299(2) . yes N2 H2N 0.8404 . ? N3 C7 1.330(2) . ? N3 H3N 0.8725 . ? N3 H3M 0.8901 . ? N4 C14 1.412(2) . yes N4 C7 1.417(2) . yes N4 C8 1.452(3) . ? N5 C14 1.342(2) . ? N5 C19 1.467(2) . ? N5 C15 1.472(2) . ? N6 C20 1.476(3) . ? C1 C6 1.385(3) . ? C1 C2 1.389(3) . ? C2 C3 1.388(3) . ? C2 H2 0.9500 . ? C3 C4 1.392(3) . ? C3 H3 0.9500 . ? C4 C5 1.381(3) . ? C4 H4 0.9500 . ? C5 C6 1.390(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C8 C13 1.388(3) . ? C8 C9 1.391(3) . ? C9 C10 1.388(3) . ? C9 H9 0.9500 . ? C10 C11 1.386(3) . ? C10 H10 0.9500 . ? C11 C12 1.385(4) . ? C11 H11 0.9500 . ? C12 C13 1.387(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C15 C16 1.519(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.523(3) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.529(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.524(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? 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 Pt1 N2 180.0 3_565 . ? N2 Pt1 N1 95.07(7) 3_565 . ? N2 Pt1 N1 84.93(7) . . yes N2 Pt1 N1 84.93(7) 3_565 3_565 ? N2 Pt1 N1 95.07(7) . 3_565 ? N1 Pt1 N1 180.0 . 3_565 ? C7 N1 C1 119.73(16) . . ? C7 N1 Pt1 122.72(13) . . yes C1 N1 Pt1 117.45(12) . . ? C14 N2 Pt1 122.09(13) . . yes C14 N2 H2N 114.2 . . ? Pt1 N2 H2N 123.5 . . ? C7 N3 H3N 118.7 . . ? C7 N3 H3M 124.4 . . ? H3N N3 H3M 116.7 . . ? C14 N4 C7 119.68(16) . . yes C14 N4 C8 116.68(15) . . ? C7 N4 C8 117.42(15) . . ? C14 N5 C19 124.55(16) . . ? C14 N5 C15 121.53(16) . . ? C19 N5 C15 113.90(15) . . ? O1 N6 O2 123.6(2) . . ? O1 N6 C20 118.2(2) . . ? O2 N6 C20 118.2(2) . . ? C6 C1 C2 120.29(18) . . ? C6 C1 N1 119.51(18) . . ? C2 C1 N1 120.06(17) . . ? C3 C2 C1 119.66(18) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C2 C3 C4 120.2(2) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 119.69(19) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 C6 120.42(19) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C1 C6 C5 119.7(2) . . ? C1 C6 H6 120.2 . . ? C5 C6 H6 120.2 . . ? N1 C7 N3 125.12(17) . . ? N1 C7 N4 120.14(17) . . yes N3 C7 N4 114.72(16) . . ? C13 C8 C9 120.37(19) . . ? C13 C8 N4 117.92(17) . . ? C9 C8 N4 121.70(17) . . ? C10 C9 C8 119.14(19) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C11 C10 C9 120.7(2) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C12 C11 C10 119.8(2) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C11 C12 C13 120.1(2) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C12 C13 C8 119.9(2) . . ? C12 C13 H13 120.1 . . ? C8 C13 H13 120.1 . . ? N2 C14 N5 124.83(17) . . yes N2 C14 N4 119.60(16) . . ? N5 C14 N4 115.54(16) . . ? N5 C15 C16 109.01(17) . . ? N5 C15 H15A 109.9 . . ? C16 C15 H15A 109.9 . . ? N5 C15 H15B 109.9 . . ? C16 C15 H15B 109.9 . . ? H15A C15 H15B 108.3 . . ? C15 C16 C17 111.51(18) . . ? C15 C16 H16A 109.3 . . ? C17 C16 H16A 109.3 . . ? C15 C16 H16B 109.3 . . ? C17 C16 H16B 109.3 . . ? H16A C16 H16B 108.0 . . ? C16 C17 C18 110.85(17) . . ? C16 C17 H17A 109.5 . . ? C18 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? C18 C17 H17B 109.5 . . ? H17A C17 H17B 108.1 . . ? C19 C18 C17 111.57(18) . . ? C19 C18 H18A 109.3 . . ? C17 C18 H18A 109.3 . . ? C19 C18 H18B 109.3 . . ? C17 C18 H18B 109.3 . . ? H18A C18 H18B 108.0 . . ? N5 C19 C18 110.74(16) . . ? N5 C19 H19A 109.5 . . ? C18 C19 H19A 109.5 . . ? N5 C19 H19B 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 108.1 . . ? N6 C20 H20A 109.5 . . ? N6 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N6 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? 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 _geom_hbond_publ_flag N2 H2N Br1 0.84 2.63 3.4273(17) 158.5 1_554 yes N3 H3N Br1 0.87 2.58 3.4385(17) 169.1 3_666 yes N3 H3M Br1 0.89 2.51 3.3059(17) 149.5 . yes _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 37.83 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 1.673 _refine_diff_density_min -1.704 _refine_diff_density_rms 0.138 #===END======================================================================== data_2I _database_code_depnum_ccdc_archive 'CCDC 866675' #TrackingRef '- all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H46 N10 Pt, 2(C H3 N O2), 2(I)' _chemical_formula_sum 'C40 H52 I2 N12 O4 Pt' _chemical_formula_weight 1213.83 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.3488(2) _cell_length_b 25.1400(5) _cell_length_c 9.6030(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.4130(10) _cell_angle_gamma 90.00 _cell_volume 2256.30(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6357 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 28.49 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.787 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 4.531 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4453 _exptl_absorpt_correction_T_max 0.8649 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _publ_section_exptl_refinement ; The Pt1 atom is located on a center of symmetry (inversion centre) and is coordinated by four N atoms in a square planar geometry. The NH~2~ and NH hydrogen atoms were located from the difference Fourier map but constrained to ride on their parent atom, with U~iso~ = 1.5 U~eq~(parent atom). Other hydrogen atoms were positioned geometrically and were also constrained to ride on their parent atoms, with C---H = 0.95-0.99 \%A, and U~iso~ = 1.2-1.5 U~eq~(parent atom). The highest peak is located 0.95 \%A from atom Pt1 and the deepest hole is located 0.94 \%A from atom H15B. ; _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 'flat graphite crystal' _diffrn_measurement_device_type 'Bruker SMART APEX II CCD' _diffrn_measurement_device '62mm x 62mm CCD camera on three-circle goniostat' _diffrn_detector_area_resol_mean 16 # 8 for binned mode _diffrn_measurement_method '\f scans and \w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23822 _diffrn_reflns_av_R_equivalents 0.0491 _diffrn_reflns_av_sigmaI/netI 0.0496 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5168 _reflns_number_gt 4159 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT (Bruker AXS, 2009)' _computing_data_reduction 'SAINT (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Diamond v.3.2f (Brandenburg, 2010)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0240P)^2^+1.2817P] 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 5168 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0485 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0600 _refine_ls_wR_factor_gt 0.0560 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.5000 0.5000 0.5000 0.01130(6) Uani 1 2 d S . . I1 I -0.16066(3) 0.561364(10) 0.87380(3) 0.01883(8) Uani 1 1 d . . . O1 O 0.8838(4) 0.78162(12) 0.4766(3) 0.0327(8) Uani 1 1 d . . . O2 O 0.6714(3) 0.75133(13) 0.4392(4) 0.0361(8) Uani 1 1 d . . . N1 N 0.3874(3) 0.48845(11) 0.6730(3) 0.0126(7) Uani 1 1 d . . . N2 N 0.3103(3) 0.51741(12) 0.4101(3) 0.0143(7) Uani 1 1 d . . . H2N H 0.2835 0.5058 0.3272 0.021 Uiso 1 1 d R . . N3 N 0.2020(3) 0.51223(12) 0.8181(3) 0.0156(7) Uani 1 1 d . . . H3N H 0.1230 0.5307 0.8204 0.023 Uiso 1 1 d R . . H3M H 0.2243 0.4866 0.8767 0.023 Uiso 1 1 d R . . N4 N 0.2304(3) 0.55873(12) 0.6125(3) 0.0121(7) Uani 1 1 d . . . N5 N 0.1138(3) 0.57438(12) 0.3990(3) 0.0147(7) Uani 1 1 d . . . N6 N 0.7766(4) 0.77605(14) 0.4040(4) 0.0230(8) Uani 1 1 d . . . C1 C 0.4270(4) 0.44412(15) 0.7596(4) 0.0127(8) Uani 1 1 d . . . C2 C 0.3871(4) 0.39298(15) 0.7212(4) 0.0171(9) Uani 1 1 d . . . H2 H 0.3305 0.3874 0.6389 0.021 Uiso 1 1 calc R . . C3 C 0.4294(4) 0.35024(16) 0.8020(5) 0.0214(10) Uani 1 1 d . . . H3 H 0.4007 0.3153 0.7760 0.026 Uiso 1 1 calc R . . C4 C 0.5129(4) 0.35787(16) 0.9202(5) 0.0213(10) Uani 1 1 d . . . H4 H 0.5412 0.3283 0.9761 0.026 Uiso 1 1 calc R . . C5 C 0.5554(4) 0.40841(16) 0.9573(4) 0.0205(9) Uani 1 1 d . . . H5 H 0.6133 0.4137 1.0389 0.025 Uiso 1 1 calc R . . C6 C 0.5141(4) 0.45197(16) 0.8761(4) 0.0166(9) Uani 1 1 d . . . H6 H 0.5455 0.4867 0.9007 0.020 Uiso 1 1 calc R . . C7 C 0.2778(4) 0.51765(14) 0.7028(4) 0.0108(8) Uani 1 1 d . . . C8 C 0.2583(4) 0.61361(15) 0.6536(4) 0.0133(8) Uani 1 1 d . . . C9 C 0.1874(4) 0.63738(15) 0.7616(4) 0.0153(9) Uani 1 1 d . . . H9 H 0.1186 0.6179 0.8121 0.018 Uiso 1 1 calc R . . C10 C 0.2174(4) 0.68985(16) 0.7957(5) 0.0220(10) Uani 1 1 d . . . H10 H 0.1696 0.7063 0.8706 0.026 Uiso 1 1 calc R . . C11 C 0.3167(5) 0.71848(16) 0.7212(5) 0.0257(10) Uani 1 1 d . . . H11 H 0.3371 0.7545 0.7446 0.031 Uiso 1 1 calc R . . C12 C 0.3855(5) 0.69437(16) 0.6132(5) 0.0279(11) Uani 1 1 d . . . H12 H 0.4525 0.7141 0.5612 0.033 Uiso 1 1 calc R . . C13 C 0.3587(4) 0.64225(16) 0.5795(5) 0.0208(10) Uani 1 1 d . . . H13 H 0.4083 0.6258 0.5060 0.025 Uiso 1 1 calc R . . C14 C 0.2193(4) 0.54885(14) 0.4679(4) 0.0137(8) Uani 1 1 d . . . C15 C 0.1177(4) 0.58408(16) 0.2490(4) 0.0191(9) Uani 1 1 d . . . H15A H 0.0359 0.5660 0.2018 0.023 Uiso 1 1 calc R . . H15B H 0.2072 0.5694 0.2116 0.023 Uiso 1 1 calc R . . C16 C 0.1101(4) 0.64341(16) 0.2205(4) 0.0200(9) Uani 1 1 d . . . H16A H 0.1082 0.6496 0.1187 0.024 Uiso 1 1 calc R . . H16B H 0.1964 0.6610 0.2608 0.024 Uiso 1 1 calc R . . C17 C -0.0230(4) 0.66753(16) 0.2833(4) 0.0209(9) Uani 1 1 d . . . H17A H -0.1092 0.6534 0.2341 0.025 Uiso 1 1 calc R . . H17B H -0.0215 0.7066 0.2705 0.025 Uiso 1 1 calc R . . C18 C -0.0308(4) 0.65464(16) 0.4390(4) 0.0196(9) Uani 1 1 d . . . H18A H 0.0465 0.6737 0.4906 0.024 Uiso 1 1 calc R . . H18B H -0.1236 0.6670 0.4746 0.024 Uiso 1 1 calc R . . C19 C -0.0156(4) 0.59518(16) 0.4642(4) 0.0167(9) Uani 1 1 d . . . H19A H -0.0102 0.5882 0.5657 0.020 Uiso 1 1 calc R . . H19B H -0.1009 0.5766 0.4252 0.020 Uiso 1 1 calc R . . C20 C 0.7735(5) 0.79882(19) 0.2621(5) 0.0343(12) Uani 1 1 d . . . H20A H 0.7629 0.7701 0.1935 0.051 Uiso 1 1 calc R . . H20B H 0.8630 0.8180 0.2466 0.051 Uiso 1 1 calc R . . H20C H 0.6927 0.8234 0.2519 0.051 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.01080(11) 0.01322(11) 0.00995(10) 0.00125(9) 0.00154(7) 0.00333(9) I1 0.01869(15) 0.01989(15) 0.01809(14) 0.00254(12) 0.00418(11) -0.00006(11) O1 0.037(2) 0.0316(18) 0.0287(19) -0.0023(15) -0.0080(16) -0.0001(15) O2 0.032(2) 0.038(2) 0.039(2) 0.0047(16) 0.0093(16) -0.0057(16) N1 0.0152(17) 0.0114(17) 0.0112(16) 0.0023(13) -0.0002(13) 0.0027(13) N2 0.0158(18) 0.0154(17) 0.0119(17) -0.0016(14) 0.0015(14) 0.0032(14) N3 0.0171(18) 0.0136(18) 0.0164(18) 0.0051(14) 0.0031(14) 0.0063(13) N4 0.0117(16) 0.0120(17) 0.0126(16) 0.0008(14) -0.0010(13) 0.0022(13) N5 0.0147(17) 0.0181(18) 0.0113(17) 0.0009(14) 0.0005(14) 0.0046(14) N6 0.030(2) 0.019(2) 0.020(2) -0.0037(16) 0.0031(17) 0.0032(17) C1 0.0097(19) 0.018(2) 0.0110(19) 0.0033(17) 0.0046(15) 0.0024(16) C2 0.013(2) 0.021(2) 0.018(2) 0.0041(18) -0.0031(17) 0.0027(17) C3 0.020(2) 0.013(2) 0.031(3) 0.0036(19) 0.0018(19) -0.0032(18) C4 0.021(2) 0.018(2) 0.025(2) 0.0110(19) 0.0011(19) 0.0050(18) C5 0.019(2) 0.028(2) 0.014(2) 0.0049(19) -0.0002(17) 0.0041(19) C6 0.018(2) 0.016(2) 0.016(2) -0.0001(17) 0.0022(17) 0.0024(17) C7 0.0116(19) 0.0107(19) 0.0100(19) 0.0007(15) -0.0011(15) -0.0007(15) C8 0.011(2) 0.013(2) 0.016(2) 0.0026(16) -0.0015(16) 0.0016(16) C9 0.012(2) 0.014(2) 0.019(2) 0.0044(17) 0.0001(16) 0.0011(16) C10 0.021(2) 0.019(2) 0.026(2) -0.0020(19) 0.0006(19) 0.0053(18) C11 0.029(3) 0.013(2) 0.035(3) -0.007(2) -0.002(2) -0.0021(19) C12 0.026(3) 0.019(2) 0.039(3) 0.005(2) 0.007(2) -0.0043(19) C13 0.016(2) 0.020(2) 0.027(2) 0.0017(19) 0.0087(18) 0.0026(18) C14 0.013(2) 0.012(2) 0.016(2) 0.0017(17) 0.0040(16) -0.0022(16) C15 0.020(2) 0.024(2) 0.013(2) 0.0011(18) 0.0036(17) 0.0063(18) C16 0.019(2) 0.022(2) 0.019(2) 0.0046(18) 0.0028(18) 0.0045(18) C17 0.024(2) 0.017(2) 0.022(2) 0.0045(18) 0.0023(18) 0.0037(18) C18 0.019(2) 0.020(2) 0.020(2) -0.0005(18) -0.0016(18) 0.0102(18) C19 0.013(2) 0.021(2) 0.016(2) -0.0001(17) 0.0014(17) 0.0040(17) C20 0.044(3) 0.035(3) 0.024(3) 0.004(2) -0.006(2) -0.006(2) _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 Pt1 N2 2.002(3) . yes Pt1 N2 2.002(3) 3_666 ? Pt1 N1 2.010(3) . yes Pt1 N1 2.010(3) 3_666 ? O1 N6 1.215(5) . ? O2 N6 1.218(4) . ? N1 C7 1.298(5) . yes N1 C1 1.433(5) . ? N2 C14 1.297(5) . yes N2 H2N 0.8782 . ? N3 C7 1.337(5) . ? N3 H3N 0.8730 . ? N3 H3M 0.8770 . ? N4 C14 1.412(5) . yes N4 C7 1.413(5) . yes N4 C8 1.457(5) . ? N5 C14 1.338(5) . ? N5 C15 1.462(5) . ? N5 C19 1.472(5) . ? N6 C20 1.478(6) . ? C1 C6 1.382(5) . ? C1 C2 1.386(5) . ? C2 C3 1.378(6) . ? C2 H2 0.9500 . ? C3 C4 1.375(6) . ? C3 H3 0.9500 . ? C4 C5 1.376(6) . ? C4 H4 0.9500 . ? C5 C6 1.393(6) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C8 C9 1.381(5) . ? C8 C13 1.392(5) . ? C9 C10 1.386(5) . ? C9 H9 0.9500 . ? C10 C11 1.388(6) . ? C10 H10 0.9500 . ? C11 C12 1.375(6) . ? C11 H11 0.9500 . ? C12 C13 1.371(6) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C15 C16 1.518(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.522(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.533(6) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.520(5) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? 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 Pt1 N2 179.998(1) . 3_666 ? N2 Pt1 N1 84.95(13) . . yes N2 Pt1 N1 95.05(13) 3_666 . ? N2 Pt1 N1 95.05(13) . 3_666 ? N2 Pt1 N1 84.95(13) 3_666 3_666 ? N1 Pt1 N1 179.997(1) . 3_666 ? C7 N1 C1 120.4(3) . . ? C7 N1 Pt1 122.2(3) . . yes C1 N1 Pt1 117.3(2) . . ? C14 N2 Pt1 122.1(3) . . yes C14 N2 H2N 114.6 . . ? Pt1 N2 H2N 123.2 . . ? C7 N3 H3N 115.6 . . ? C7 N3 H3M 118.9 . . ? H3N N3 H3M 124.3 . . ? C14 N4 C7 119.3(3) . . yes C14 N4 C8 116.2(3) . . ? C7 N4 C8 118.4(3) . . ? C14 N5 C15 122.1(3) . . ? C14 N5 C19 124.3(3) . . ? C15 N5 C19 113.6(3) . . ? O1 N6 O2 124.0(4) . . ? O1 N6 C20 118.8(4) . . ? O2 N6 C20 117.2(4) . . ? C6 C1 C2 119.8(4) . . ? C6 C1 N1 119.8(3) . . ? C2 C1 N1 120.2(3) . . ? C3 C2 C1 120.1(4) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C4 C3 C2 120.4(4) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C5 119.8(4) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 C6 120.4(4) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C1 C6 C5 119.4(4) . . ? C1 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? N1 C7 N3 124.2(3) . . ? N1 C7 N4 121.1(3) . . ? N3 C7 N4 114.7(3) . . ? C9 C8 C13 120.2(4) . . ? C9 C8 N4 121.8(3) . . ? C13 C8 N4 118.1(3) . . ? C8 C9 C10 119.4(4) . . ? C8 C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? C9 C10 C11 120.4(4) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C12 C11 C10 119.5(4) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C13 C12 C11 120.9(4) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C12 C13 C8 119.7(4) . . ? C12 C13 H13 120.1 . . ? C8 C13 H13 120.1 . . ? N2 C14 N5 124.3(4) . . ? N2 C14 N4 119.7(3) . . ? N5 C14 N4 116.0(3) . . ? N5 C15 C16 109.9(3) . . ? N5 C15 H15A 109.7 . . ? C16 C15 H15A 109.7 . . ? N5 C15 H15B 109.7 . . ? C16 C15 H15B 109.7 . . ? H15A C15 H15B 108.2 . . ? C15 C16 C17 110.8(3) . . ? C15 C16 H16A 109.5 . . ? C17 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 108.1 . . ? C16 C17 C18 111.2(3) . . ? C16 C17 H17A 109.4 . . ? C18 C17 H17A 109.4 . . ? C16 C17 H17B 109.4 . . ? C18 C17 H17B 109.4 . . ? H17A C17 H17B 108.0 . . ? C19 C18 C17 110.9(3) . . ? C19 C18 H18A 109.5 . . ? C17 C18 H18A 109.5 . . ? C19 C18 H18B 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 108.1 . . ? N5 C19 C18 110.9(3) . . ? N5 C19 H19A 109.5 . . ? C18 C19 H19A 109.5 . . ? N5 C19 H19B 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 108.1 . . ? N6 C20 H20A 109.5 . . ? N6 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N6 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? 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 _geom_hbond_publ_flag N2 H2N I1 0.88 2.79 3.622(3) 158.7 3_566 yes N3 H3N I1 0.87 2.82 3.660(3) 161.7 . yes N3 H3M I1 0.88 2.76 3.518(3) 145.5 3_567 yes _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.263 _refine_diff_density_min -1.223 _refine_diff_density_rms 0.144 #===END======================================================================== data_3Cl _database_code_depnum_ccdc_archive 'CCDC 866676' #TrackingRef '- all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H42 N10 O2 Pt, 2(C H3 N O2), 2(Cl)' _chemical_formula_sum 'C38 H48 Cl2 N12 O6 Pt' _chemical_formula_weight 1034.87 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' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.9720(2) _cell_length_b 24.4920(8) _cell_length_c 9.5415(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.127(2) _cell_angle_gamma 90.00 _cell_volume 2095.23(11) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 8143 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.640 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 3.537 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4646 _exptl_absorpt_correction_T_max 0.7823 _exptl_absorpt_process_details 'SADABS v.2.10 (Sheldrick, 2003)' _publ_section_exptl_refinement ; The Pt atom is located on a center of symmetry (inversion centre) and is coordinated by four N atoms in a slightly distorted square planar geometry. The NH and NH~2~ hydrogen atoms were located from the difference Fourier map but constrained to ride on their parent atom, with U~iso~ = 1.5 U~eq~(parent atom). Other hydrogen atoms were positioned geometrically and were also constrained to ride on their parent atoms, with C---H = 0.95-0.99 \%A, and U~iso~ = 1.2-1.5 U~eq~(parent atom). The highest peak is located 0.96 \%A from atom Pt1 and the deepest hole is located 0.86 \%A from atom Pt1. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29962 _diffrn_reflns_av_R_equivalents 0.0677 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 27.58 _reflns_number_total 4819 _reflns_number_gt 3392 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1e (Brandenburg, 2007)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0239P)^2^+2.6637P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4819 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0652 _refine_ls_R_factor_gt 0.0328 _refine_ls_wR_factor_ref 0.0696 _refine_ls_wR_factor_gt 0.0619 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 Pt1 Pt 0.5000 0.5000 0.0000 0.02281(7) Uani 1 2 d S . . Cl1 Cl 0.16110(11) 0.45465(4) -0.64422(11) 0.0311(2) Uani 1 1 d . . . O1 O -0.0610(3) 0.66841(12) 0.1613(3) 0.0377(7) Uani 1 1 d . . . O2 O -0.1311(4) 0.71860(15) 0.4750(4) 0.0524(9) Uani 1 1 d . . . O3 O -0.3333(3) 0.75742(14) 0.5371(4) 0.0489(9) Uani 1 1 d . . . N1 N 0.3015(3) 0.51802(13) 0.0790(3) 0.0260(8) Uani 1 1 d . . . H1N H 0.2884 0.5108 0.1625 0.039 Uiso 1 1 d R . . N2 N 0.2135(3) 0.55638(13) -0.1331(3) 0.0245(7) Uani 1 1 d . . . N3 N 0.3845(3) 0.48606(13) -0.1807(3) 0.0264(8) Uani 1 1 d . . . N4 N 0.0923(3) 0.57508(13) 0.0719(3) 0.0256(7) Uani 1 1 d . . . N5 N 0.1867(3) 0.50729(14) -0.3394(3) 0.0268(8) Uani 1 1 d . . . H5N H 0.2131 0.4823 -0.4156 0.040 Uiso 1 1 d R . . H5M H 0.0904 0.5276 -0.3453 0.040 Uiso 1 1 d R . . N6 N -0.2307(4) 0.72523(16) 0.5571(4) 0.0395(9) Uani 1 1 d . . . C1 C 0.2050(4) 0.54816(16) 0.0115(4) 0.0246(9) Uani 1 1 d . . . C2 C 0.2655(4) 0.51394(15) -0.2198(4) 0.0238(9) Uani 1 1 d . . . C3 C 0.0965(4) 0.59050(18) 0.2210(4) 0.0307(10) Uani 1 1 d . . . H3A H 0.1942 0.5805 0.2655 0.037 Uiso 1 1 calc R . . H3B H 0.0174 0.5709 0.2703 0.037 Uiso 1 1 calc R . . C4 C 0.0729(5) 0.65101(19) 0.2308(5) 0.0361(10) Uani 1 1 d . . . H4A H 0.0706 0.6615 0.3309 0.043 Uiso 1 1 calc R . . H4B H 0.1581 0.6700 0.1895 0.043 Uiso 1 1 calc R . . C5 C -0.0609(5) 0.65427(19) 0.0159(5) 0.0375(11) Uani 1 1 d . . . H5A H 0.0216 0.6736 -0.0291 0.045 Uiso 1 1 calc R . . H5B H -0.1558 0.6662 -0.0307 0.045 Uiso 1 1 calc R . . C6 C -0.0427(4) 0.59388(18) -0.0029(4) 0.0299(10) Uani 1 1 d . . . H6A H -0.1304 0.5747 0.0333 0.036 Uiso 1 1 calc R . . H6B H -0.0367 0.5853 -0.1039 0.036 Uiso 1 1 calc R . . C7 C 0.2403(4) 0.61222(16) -0.1778(4) 0.0243(9) Uani 1 1 d . . . C8 C 0.3499(4) 0.64236(18) -0.1042(5) 0.0325(10) Uani 1 1 d . . . H8 H 0.4049 0.6264 -0.0277 0.039 Uiso 1 1 calc R . . C9 C 0.3775(5) 0.69521(19) -0.1431(5) 0.0413(12) Uani 1 1 d . . . H9 H 0.4510 0.7159 -0.0923 0.050 Uiso 1 1 calc R . . C10 C 0.3001(5) 0.71874(19) -0.2549(5) 0.0435(12) Uani 1 1 d . . . H10 H 0.3210 0.7552 -0.2816 0.052 Uiso 1 1 calc R . . C11 C 0.1922(5) 0.68897(19) -0.3277(5) 0.0382(11) Uani 1 1 d . . . H11 H 0.1389 0.7053 -0.4047 0.046 Uiso 1 1 calc R . . C12 C 0.1601(4) 0.63543(17) -0.2901(4) 0.0295(9) Uani 1 1 d . . . H12 H 0.0850 0.6152 -0.3401 0.035 Uiso 1 1 calc R . . C13 C 0.4278(4) 0.44037(17) -0.2651(4) 0.0274(9) Uani 1 1 d . . . C14 C 0.5207(5) 0.44975(19) -0.3747(4) 0.0343(10) Uani 1 1 d . . . H14 H 0.5518 0.4859 -0.3952 0.041 Uiso 1 1 calc R . . C15 C 0.5686(5) 0.40615(19) -0.4549(5) 0.0385(11) Uani 1 1 d . . . H15 H 0.6303 0.4125 -0.5320 0.046 Uiso 1 1 calc R . . C16 C 0.5259(5) 0.35359(19) -0.4218(5) 0.0353(10) Uani 1 1 d . . . H16 H 0.5584 0.3236 -0.4761 0.042 Uiso 1 1 calc R . . C17 C 0.4377(5) 0.34499(19) -0.3118(5) 0.0406(11) Uani 1 1 d . . . H17 H 0.4093 0.3088 -0.2892 0.049 Uiso 1 1 calc R . . C18 C 0.3882(5) 0.38812(18) -0.2317(5) 0.0366(11) Uani 1 1 d . . . H18 H 0.3273 0.3815 -0.1542 0.044 Uiso 1 1 calc R . . C19 C -0.2248(6) 0.6936(2) 0.6866(5) 0.0547(14) Uani 1 1 d . . . H19A H -0.1412 0.7064 0.7471 0.082 Uiso 1 1 calc R . . H19B H -0.2110 0.6549 0.6647 0.082 Uiso 1 1 calc R . . H19C H -0.3183 0.6984 0.7352 0.082 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.02067(10) 0.02098(11) 0.02648(11) -0.00402(12) -0.00329(7) 0.00479(11) Cl1 0.0288(5) 0.0316(6) 0.0323(5) -0.0028(5) -0.0053(4) -0.0001(4) O1 0.0397(17) 0.0313(18) 0.0418(19) -0.0082(14) -0.0023(14) 0.0130(14) O2 0.050(2) 0.056(2) 0.052(2) -0.0067(18) 0.0078(17) 0.0030(17) O3 0.0378(18) 0.036(2) 0.072(2) -0.0010(17) -0.0100(17) 0.0025(16) N1 0.0263(17) 0.0273(19) 0.0242(18) -0.0011(14) -0.0030(14) 0.0038(14) N2 0.0224(16) 0.0215(18) 0.0293(19) -0.0012(15) -0.0008(13) 0.0025(13) N3 0.0204(16) 0.029(2) 0.0292(18) -0.0056(14) -0.0002(13) 0.0047(13) N4 0.0234(17) 0.0232(19) 0.0301(19) -0.0051(15) 0.0005(14) 0.0048(14) N5 0.0251(15) 0.030(2) 0.0249(16) -0.0057(16) -0.0044(12) 0.0071(15) N6 0.037(2) 0.030(2) 0.051(3) -0.0044(19) -0.0030(19) 0.0001(18) C1 0.024(2) 0.024(2) 0.026(2) -0.0057(17) 0.0005(16) -0.0028(17) C2 0.0231(19) 0.021(2) 0.027(2) -0.0019(15) 0.0013(16) -0.0007(14) C3 0.027(2) 0.035(3) 0.030(2) -0.0089(19) -0.0001(18) 0.0069(18) C4 0.035(2) 0.035(3) 0.038(3) -0.013(2) -0.0018(19) 0.004(2) C5 0.033(2) 0.036(3) 0.043(3) -0.004(2) -0.0058(19) 0.011(2) C6 0.018(2) 0.036(3) 0.035(2) -0.006(2) -0.0024(19) 0.0037(16) C7 0.0223(19) 0.022(2) 0.029(2) -0.0043(17) 0.0033(16) 0.0030(16) C8 0.027(2) 0.030(3) 0.040(3) -0.005(2) -0.0040(18) 0.0027(18) C9 0.032(2) 0.031(3) 0.060(3) -0.006(2) -0.004(2) -0.004(2) C10 0.042(3) 0.022(2) 0.067(3) 0.002(2) 0.003(2) 0.000(2) C11 0.042(3) 0.033(3) 0.040(3) 0.004(2) -0.002(2) 0.007(2) C12 0.025(2) 0.028(2) 0.035(2) -0.0020(19) -0.0022(17) 0.0037(17) C13 0.026(2) 0.024(2) 0.032(2) -0.0019(18) -0.0045(17) 0.0030(17) C14 0.042(2) 0.026(2) 0.034(2) 0.002(2) -0.0006(19) -0.0034(19) C15 0.041(3) 0.039(3) 0.035(3) -0.008(2) 0.007(2) 0.002(2) C16 0.034(2) 0.032(3) 0.040(3) -0.011(2) 0.004(2) 0.0035(19) C17 0.044(3) 0.026(3) 0.052(3) -0.006(2) 0.003(2) 0.001(2) C18 0.037(2) 0.030(3) 0.043(3) -0.006(2) 0.005(2) -0.004(2) C19 0.065(4) 0.051(3) 0.049(3) 0.011(3) 0.006(3) 0.015(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 Pt1 N3 2.008(3) 3_665 ? Pt1 N3 2.008(3) . yes Pt1 N1 2.009(3) 3_665 ? Pt1 N1 2.009(3) . yes O1 C4 1.416(5) . ? O1 C5 1.430(5) . ? O2 N6 1.221(5) . ? O3 N6 1.222(5) . ? N1 C1 1.292(5) . yes N1 H1N 0.8288 . ? N2 C1 1.399(5) . yes N2 C2 1.418(5) . yes N2 C7 1.455(5) . ? N3 C2 1.309(5) . yes N3 C13 1.440(5) . ? N4 C1 1.354(5) . ? N4 C6 1.457(5) . ? N4 C3 1.470(5) . ? N5 C2 1.330(5) . yes N5 H5N 0.9859 . ? N5 H5M 0.9966 . ? N6 C19 1.458(6) . ? C3 C4 1.501(6) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.499(6) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C12 1.390(5) . ? C7 C8 1.398(5) . ? C8 C9 1.372(6) . ? C8 H8 0.9500 . ? C9 C10 1.377(6) . ? C9 H9 0.9500 . ? C10 C11 1.379(6) . ? C10 H10 0.9500 . ? C11 C12 1.392(6) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C18 1.369(6) . ? C13 C14 1.381(6) . ? C14 C15 1.391(6) . ? C14 H14 0.9500 . ? C15 C16 1.383(6) . ? C15 H15 0.9500 . ? C16 C17 1.354(6) . ? C16 H16 0.9500 . ? C17 C18 1.387(6) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? 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 Pt1 N3 180.0 3_665 . ? N3 Pt1 N1 85.59(13) 3_665 3_665 ? N3 Pt1 N1 94.42(13) . 3_665 ? N3 Pt1 N1 94.41(13) 3_665 . ? N3 Pt1 N1 85.58(13) . . yes N1 Pt1 N1 180.0 3_665 . ? C4 O1 C5 110.5(3) . . ? C1 N1 Pt1 121.7(3) . . yes C1 N1 H1N 119.1 . . ? Pt1 N1 H1N 118.2 . . ? C1 N2 C2 120.0(3) . . yes C1 N2 C7 116.1(3) . . ? C2 N2 C7 117.2(3) . . ? C2 N3 C13 118.7(3) . . ? C2 N3 Pt1 123.0(3) . . yes C13 N3 Pt1 118.1(2) . . ? C1 N4 C6 124.4(3) . . ? C1 N4 C3 123.0(3) . . ? C6 N4 C3 112.6(3) . . ? C2 N5 H5N 125.0 . . ? C2 N5 H5M 114.8 . . ? H5N N5 H5M 120.0 . . ? O2 N6 O3 123.5(4) . . ? O2 N6 C19 118.0(4) . . ? O3 N6 C19 118.5(4) . . ? N1 C1 N4 124.3(4) . . ? N1 C1 N2 121.0(3) . . yes N4 C1 N2 114.8(3) . . ? N3 C2 N5 125.6(3) . . ? N3 C2 N2 119.9(3) . . yes N5 C2 N2 114.5(3) . . ? N4 C3 C4 108.4(3) . . ? N4 C3 H3A 110.0 . . ? C4 C3 H3A 110.0 . . ? N4 C3 H3B 110.0 . . ? C4 C3 H3B 110.0 . . ? H3A C3 H3B 108.4 . . ? O1 C4 C3 112.8(3) . . ? O1 C4 H4A 109.0 . . ? C3 C4 H4A 109.0 . . ? O1 C4 H4B 109.0 . . ? C3 C4 H4B 109.0 . . ? H4A C4 H4B 107.8 . . ? O1 C5 C6 111.0(4) . . ? O1 C5 H5A 109.4 . . ? C6 C5 H5A 109.4 . . ? O1 C5 H5B 109.4 . . ? C6 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? N4 C6 C5 110.2(3) . . ? N4 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? N4 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? C12 C7 C8 120.4(4) . . ? C12 C7 N2 121.6(3) . . ? C8 C7 N2 118.0(4) . . ? C9 C8 C7 119.5(4) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? C8 C9 C10 120.9(4) . . ? C8 C9 H9 119.5 . . ? C10 C9 H9 119.5 . . ? C9 C10 C11 119.5(4) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C10 C11 C12 121.1(4) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.4 . . ? C7 C12 C11 118.5(4) . . ? C7 C12 H12 120.7 . . ? C11 C12 H12 120.7 . . ? C18 C13 C14 120.1(4) . . ? C18 C13 N3 121.3(4) . . ? C14 C13 N3 118.5(4) . . ? C13 C14 C15 119.8(4) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C16 C15 C14 119.7(4) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C17 C16 C15 119.8(4) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C16 C17 C18 121.1(4) . . ? C16 C17 H17 119.4 . . ? C18 C17 H17 119.4 . . ? C13 C18 C17 119.5(4) . . ? C13 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? N6 C19 H19A 109.5 . . ? N6 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N6 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? 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 _geom_hbond_publ_flag N1 H1N Cl1 0.83 2.60 3.349(4) 151.3 1_556 yes N5 H5N Cl1 0.99 2.32 3.182(3) 146.2 . yes N5 H5M Cl1 1.00 2.30 3.255(3) 160.9 3_564 yes _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.58 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.141 _refine_diff_density_min -0.656 _refine_diff_density_rms 0.111