Electronic Supplementary Material for Chemical Communications This journal is © The Royal Society of hemistry 2005 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_year 2005 _publ_contact_author_name 'Philip Gale' _publ_contact_author_address ; Department of Chemistry University of Southampton Southampton SO17 1BJ UNITED KINGDOM ; _publ_contact_author_email PHILIP.GALE@SOTON.AC.UK _publ_section_title ; NH vs. CH hydrogen bond formation in metal-organic anion receptors containing pyrrolylpyridine ligands ; loop_ _publ_author_name 'Philip Gale' 'Mark E. Light' 'Stephen Loeb' 'Ismael El Drubi Vega' data_2005sot0219 _database_code_depnum_ccdc_archive 'CCDC 281270' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H40 N8 O7 Pt S2' _chemical_formula_weight 979.99 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' S S 0.1246 0.1234 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0591(2) _cell_length_b 10.4890(3) _cell_length_c 11.0851(3) _cell_angle_alpha 81.7900(17) _cell_angle_beta 73.7421(16) _cell_angle_gamma 69.2406(14) _cell_volume 944.43(4) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4121 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Orange _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.724 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 490 _exptl_absorpt_coefficient_mu 3.889 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6971 _exptl_absorpt_correction_T_max 0.8600 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 15852 reflections reduced R(int) from 0.0629 to 0.0416 Ratio of minimum to maximum apparent transmission: 0.713589 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16456 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0432 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.49 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4313 _reflns_number_gt 4214 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The absolute parameter shift to su ratio is high; further cycles of refinement would not converge. This may be due to the disordered methylsulfonate moleucle. ; _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^)+(0.0481P)^2^+0.0911P] 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 4313 _refine_ls_number_parameters 264 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0357 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0785 _refine_ls_wR_factor_gt 0.0777 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 1.361 _refine_ls_shift/su_mean 0.034 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 0.03437(9) Uani 1 2 d S . . S1A S 0.32299(15) 0.20600(12) 0.28121(11) 0.0526(3) Uani 0.60 1 d P A 1 O1A O 0.2784(8) 0.3159(7) 0.1959(6) 0.0702(8) Uani 0.60 1 d P A 1 O2A O 0.4645(8) 0.0903(7) 0.2103(6) 0.0702(8) Uani 0.60 1 d P A 1 O3A O 0.3911(8) 0.2344(7) 0.3779(6) 0.0702(8) Uani 0.60 1 d P A 1 C19A C 0.1703(7) 0.1375(7) 0.3564(5) 0.0703(15) Uani 0.60 1 d P A 1 H19A H 0.0639 0.2056 0.3541 0.105 Uiso 0.60 1 calc PR A 1 H19B H 0.1752 0.1115 0.4441 0.105 Uiso 0.60 1 calc PR A 1 H19C H 0.1855 0.0566 0.3134 0.105 Uiso 0.60 1 calc PR A 1 S1B S 0.32299(15) 0.20600(12) 0.28121(11) 0.0526(3) Uani 0.40 1 d P B 2 O1B O 0.2270(12) 0.3548(10) 0.3045(10) 0.0702(8) Uani 0.40 1 d P B 2 O2B O 0.3531(12) 0.1813(10) 0.1538(9) 0.0702(8) Uani 0.40 1 d P B 2 O3B O 0.4442(12) 0.1537(11) 0.3427(10) 0.0702(8) Uani 0.40 1 d P B 2 C19B C 0.1703(7) 0.1375(7) 0.3564(5) 0.0703(15) Uani 0.40 1 d P B 2 H19D H 0.1748 0.1121 0.4442 0.105 Uiso 0.40 1 calc PR B 2 H19E H 0.1859 0.0563 0.3137 0.105 Uiso 0.40 1 calc PR B 2 H19F H 0.0639 0.2054 0.3537 0.105 Uiso 0.40 1 calc PR B 2 N1 N 0.5154(4) 0.3999(3) -0.1480(3) 0.0359(7) Uani 1 1 d . . . N3 N 0.7248(4) 0.3754(3) 0.0093(3) 0.0335(6) Uani 1 1 d . . . C14 C 0.7444(5) 0.2588(4) 0.0812(3) 0.0360(8) Uani 1 1 d . . . H14 H 0.6501 0.2364 0.1262 0.043 Uiso 1 1 calc R . . N4 N 0.7831(5) 0.0111(4) 0.2500(4) 0.0523(9) Uani 1 1 d . . . H4 H 0.6802 0.0584 0.2536 0.063 Uiso 1 1 calc R . . C6 C 0.6974(5) 0.4075(4) -0.4943(4) 0.0398(8) Uani 1 1 d . . . C4 C 0.6096(4) 0.3692(4) -0.3711(4) 0.0373(8) Uani 1 1 d . . . C10 C 0.8577(5) 0.4081(5) -0.0547(4) 0.0443(9) Uani 1 1 d . . . H10 H 0.8449 0.4903 -0.1056 0.053 Uiso 1 1 calc R . . C5 C 0.5901(4) 0.4357(4) -0.2638(3) 0.0384(8) Uani 1 1 d . . . H5 H 0.6314 0.5091 -0.2735 0.046 Uiso 1 1 calc R . . C12 C 1.0318(5) 0.2049(5) 0.0254(4) 0.0477(10) Uani 1 1 d . . . H12 H 1.1381 0.1468 0.0298 0.057 Uiso 1 1 calc R . . N2 N 0.7585(5) 0.5125(4) -0.5127(3) 0.0523(9) Uani 1 1 d . . . H92 H 0.7480 0.5660 -0.4544 0.063 Uiso 1 1 calc R . . C13 C 0.8964(5) 0.1692(4) 0.0928(4) 0.0399(8) Uani 1 1 d . . . C3 C 0.5455(5) 0.2643(4) -0.3534(4) 0.0461(9) Uani 1 1 d . . . H3 H 0.5529 0.2180 -0.4237 0.055 Uiso 1 1 calc R . . C7 C 0.7384(6) 0.3516(5) -0.6080(4) 0.0521(11) Uani 1 1 d . . . H7 H 0.7118 0.2768 -0.6241 0.063 Uiso 1 1 calc R . . C8 C 0.8269(6) 0.4245(5) -0.6969(4) 0.0547(11) Uani 1 1 d . . . H8 H 0.8709 0.4085 -0.7840 0.066 Uiso 1 1 calc R . . C11 C 1.0116(5) 0.3244(5) -0.0478(4) 0.0489(10) Uani 1 1 d . . . H11 H 1.1039 0.3491 -0.0935 0.059 Uiso 1 1 calc R . . C15 C 0.9121(5) 0.0452(4) 0.1752(4) 0.0457(9) Uani 1 1 d . . . C1 C 0.4564(5) 0.2967(4) -0.1319(4) 0.0447(9) Uani 1 1 d . . . H1 H 0.4041 0.2713 -0.0497 0.054 Uiso 1 1 calc R . . C2 C 0.4706(6) 0.2266(5) -0.2334(4) 0.0519(10) Uani 1 1 d . . . H2 H 0.4292 0.1530 -0.2209 0.062 Uiso 1 1 calc R . . C16 C 1.0506(6) -0.0561(5) 0.1969(5) 0.0601(13) Uani 1 1 d . . . H16 H 1.1601 -0.0614 0.1573 0.072 Uiso 1 1 calc R . . C9 C 0.8375(6) 0.5210(5) -0.6352(4) 0.0557(11) Uani 1 1 d . . . H9 H 0.8919 0.5851 -0.6718 0.067 Uiso 1 1 calc R . . C18 C 0.8367(7) -0.1075(5) 0.3189(5) 0.0616(13) Uani 1 1 d . . . H18 H 0.7703 -0.1523 0.3779 0.074 Uiso 1 1 calc R . . C17 C 1.0003(7) -0.1490(5) 0.2878(5) 0.0649(13) Uani 1 1 d . . . H17 H 1.0699 -0.2281 0.3219 0.078 Uiso 1 1 calc R . . O4 O 0.6033(10) 0.0000(9) 0.9899(8) 0.074(2) Uani 0.50 1 d PD . . H98 H 0.569(10) -0.009(9) 0.929(6) 0.058 Uiso 0.50 1 d PD . . H99 H 0.534(8) 0.062(8) 1.037(7) 0.058 Uiso 0.50 1 d PD . . 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 0.03566(12) 0.04423(14) 0.02320(11) -0.00391(8) -0.00592(7) -0.01339(9) S1A 0.0637(7) 0.0522(6) 0.0438(6) -0.0037(5) -0.0065(5) -0.0262(5) O1A 0.0672(19) 0.073(2) 0.0699(19) -0.0126(16) -0.0139(15) -0.0215(15) O2A 0.0672(19) 0.073(2) 0.0699(19) -0.0126(16) -0.0139(15) -0.0215(15) O3A 0.0672(19) 0.073(2) 0.0699(19) -0.0126(16) -0.0139(15) -0.0215(15) C19A 0.074(3) 0.095(4) 0.056(3) 0.010(3) -0.018(3) -0.049(3) S1B 0.0637(7) 0.0522(6) 0.0438(6) -0.0037(5) -0.0065(5) -0.0262(5) O1B 0.0672(19) 0.073(2) 0.0699(19) -0.0126(16) -0.0139(15) -0.0215(15) O2B 0.0672(19) 0.073(2) 0.0699(19) -0.0126(16) -0.0139(15) -0.0215(15) O3B 0.0672(19) 0.073(2) 0.0699(19) -0.0126(16) -0.0139(15) -0.0215(15) C19B 0.074(3) 0.095(4) 0.056(3) 0.010(3) -0.018(3) -0.049(3) N1 0.0343(15) 0.0466(18) 0.0278(14) -0.0031(13) -0.0104(12) -0.0118(14) N3 0.0335(15) 0.0446(17) 0.0239(14) -0.0055(13) -0.0062(11) -0.0138(13) C14 0.0369(19) 0.045(2) 0.0301(17) -0.0093(15) -0.0079(14) -0.0156(16) N4 0.052(2) 0.050(2) 0.058(2) 0.0077(18) -0.0243(18) -0.0164(17) C6 0.038(2) 0.046(2) 0.0322(18) -0.0077(16) -0.0080(15) -0.0075(16) C4 0.0347(18) 0.041(2) 0.0342(18) -0.0056(16) -0.0108(15) -0.0063(16) C10 0.044(2) 0.063(3) 0.0296(18) -0.0063(18) -0.0038(16) -0.025(2) C5 0.0360(19) 0.045(2) 0.0305(18) -0.0073(16) -0.0056(15) -0.0091(16) C12 0.038(2) 0.066(3) 0.038(2) -0.016(2) -0.0080(17) -0.0114(19) N2 0.068(2) 0.059(2) 0.0338(17) -0.0135(16) -0.0008(16) -0.0308(19) C13 0.041(2) 0.047(2) 0.0330(18) -0.0103(16) -0.0115(16) -0.0107(17) C3 0.050(2) 0.052(2) 0.039(2) -0.0126(18) -0.0100(18) -0.0167(19) C7 0.069(3) 0.052(2) 0.033(2) -0.0122(18) -0.0027(19) -0.022(2) C8 0.059(3) 0.064(3) 0.034(2) -0.015(2) -0.0007(19) -0.016(2) C11 0.035(2) 0.071(3) 0.041(2) -0.011(2) -0.0034(17) -0.020(2) C15 0.048(2) 0.047(2) 0.041(2) -0.0106(18) -0.0162(18) -0.0068(18) C1 0.048(2) 0.052(2) 0.035(2) -0.0026(18) -0.0054(17) -0.0214(19) C2 0.060(3) 0.058(3) 0.045(2) -0.008(2) -0.010(2) -0.029(2) C16 0.050(3) 0.065(3) 0.061(3) -0.020(2) -0.022(2) -0.001(2) C9 0.063(3) 0.061(3) 0.039(2) -0.004(2) 0.001(2) -0.025(2) C18 0.081(4) 0.051(3) 0.063(3) 0.010(2) -0.041(3) -0.022(3) C17 0.077(4) 0.052(3) 0.066(3) -0.003(2) -0.037(3) -0.006(2) O4 0.068(5) 0.081(5) 0.063(5) -0.011(4) -0.027(4) -0.004(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 N3 2.014(3) 2_665 ? Pt1 N3 2.014(3) . ? Pt1 N1 2.018(3) 2_665 ? Pt1 N1 2.018(3) . ? S1A O1A 1.399(7) . ? S1A O3A 1.487(7) . ? S1A O2A 1.529(6) . ? S1A C19A 1.736(5) . ? N1 C1 1.339(5) . ? N1 C5 1.343(5) . ? N3 C14 1.346(5) . ? N3 C10 1.346(5) . ? C14 C13 1.394(6) . ? N4 C15 1.359(6) . ? N4 C18 1.368(6) . ? C6 C7 1.366(6) . ? C6 N2 1.366(6) . ? C6 C4 1.456(5) . ? C4 C3 1.383(6) . ? C4 C5 1.401(5) . ? C10 C11 1.376(6) . ? C12 C11 1.375(7) . ? C12 C13 1.391(6) . ? N2 C9 1.353(6) . ? C13 C15 1.466(6) . ? C3 C2 1.386(6) . ? C7 C8 1.406(7) . ? C8 C9 1.344(7) . ? C15 C16 1.383(6) . ? C1 C2 1.382(6) . ? C16 C17 1.396(8) . ? C18 C17 1.343(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Pt1 N3 180.0(3) 2_665 . ? N3 Pt1 N1 89.64(12) 2_665 2_665 ? N3 Pt1 N1 90.36(12) . 2_665 ? N3 Pt1 N1 90.36(12) 2_665 . ? N3 Pt1 N1 89.64(12) . . ? N1 Pt1 N1 180.00(18) 2_665 . ? O1A S1A O3A 114.4(4) . . ? O1A S1A O2A 108.9(4) . . ? O3A S1A O2A 103.0(4) . . ? O1A S1A C19A 114.7(3) . . ? O3A S1A C19A 108.6(3) . . ? O2A S1A C19A 106.4(3) . . ? C1 N1 C5 119.8(3) . . ? C1 N1 Pt1 121.1(3) . . ? C5 N1 Pt1 119.0(3) . . ? C14 N3 C10 118.9(3) . . ? C14 N3 Pt1 120.3(2) . . ? C10 N3 Pt1 120.8(3) . . ? N3 C14 C13 123.1(3) . . ? C15 N4 C18 110.1(4) . . ? C7 C6 N2 107.2(4) . . ? C7 C6 C4 130.3(4) . . ? N2 C6 C4 122.5(3) . . ? C3 C4 C5 116.9(4) . . ? C3 C4 C6 122.2(4) . . ? C5 C4 C6 120.9(4) . . ? N3 C10 C11 121.2(4) . . ? N1 C5 C4 122.6(4) . . ? C11 C12 C13 119.9(4) . . ? C9 N2 C6 109.0(4) . . ? C12 C13 C14 117.0(4) . . ? C12 C13 C15 121.7(4) . . ? C14 C13 C15 121.3(4) . . ? C4 C3 C2 120.1(4) . . ? C6 C7 C8 107.7(4) . . ? C9 C8 C7 107.0(4) . . ? C12 C11 C10 120.0(4) . . ? N4 C15 C16 106.4(4) . . ? N4 C15 C13 123.9(4) . . ? C16 C15 C13 129.7(4) . . ? N1 C1 C2 120.8(4) . . ? C1 C2 C3 119.7(4) . . ? C15 C16 C17 107.5(5) . . ? C8 C9 N2 109.1(4) . . ? C17 C18 N4 107.5(5) . . ? C18 C17 C16 108.5(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4 O3B 0.88 2.03 2.853(11) 154.7 . N4 H4 O2A 0.88 2.04 2.850(8) 151.9 . N4 H4 S1A 0.88 3.00 3.877(4) 175.9 . N4 H4 S1B 0.88 3.00 3.877(4) 175.9 . N2 H92 O1B 0.88 2.06 2.915(10) 164.2 2_665 N2 H92 O3A 0.88 2.17 2.926(8) 143.2 2_665 O4 H98 O2A 0.844(10) 2.01(3) 2.823(11) 162(8) 2_656 O4 H99 O2A 0.845(10) 1.87(6) 2.557(11) 137(8) 1_556 O4 H99 O2B 0.845(10) 1.94(3) 2.771(13) 170(11) 1_556 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.693 _refine_diff_density_min -0.812 _refine_diff_density_rms 0.108 #===END data_05sot0165 _database_code_depnum_ccdc_archive 'CCDC 281271' _chemical_compound_source Ismael _database_code_CSD 5SOT0165 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H38 B2 F8 N10 O4 Pt' _chemical_formula_weight 1067.49 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4410(3) _cell_length_b 10.4860(3) _cell_length_c 11.2470(4) _cell_angle_alpha 77.568(2) _cell_angle_beta 89.272(2) _cell_angle_gamma 68.613(2) _cell_volume 1009.80(6) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4455 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Prism _exptl_crystal_colour 'Pale Yellow' _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.755 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 3.566 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7169 _exptl_absorpt_correction_T_max 0.8705 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 15140 reflections reduced R(int) from 0.1129 to 0.0362 Ratio of minimum to maximum apparent transmission: 0.798658 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15299 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0394 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4626 _reflns_number_gt 4624 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^)+(0.0133P)^2^+0.6452P] 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 0.0038(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4626 _refine_ls_number_parameters 288 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0212 _refine_ls_R_factor_gt 0.0211 _refine_ls_wR_factor_ref 0.0467 _refine_ls_wR_factor_gt 0.0466 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.027 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0770(3) -0.2814(2) 0.1568(2) 0.0171(5) Uani 1 1 d . . . H1 H -0.0293 -0.2473 0.1673 0.021 Uiso 1 1 calc R . . C2 C 0.1674(3) -0.4160(3) 0.2160(2) 0.0215(5) Uani 1 1 d . . . H2 H 0.1233 -0.4746 0.2664 0.026 Uiso 1 1 calc R . . C3 C 0.3221(3) -0.4656(2) 0.2021(2) 0.0196(5) Uani 1 1 d . . . H3 H 0.3848 -0.5582 0.2433 0.024 Uiso 1 1 calc R . . C4 C 0.3863(3) -0.3798(2) 0.1277(2) 0.0150(5) Uani 1 1 d . . . C5 C 0.2880(2) -0.2451(2) 0.0701(2) 0.0129(4) Uani 1 1 d . . . H5 H 0.3289 -0.1844 0.0187 0.015 Uiso 1 1 calc R . . C6 C 0.5494(3) -0.4302(2) 0.1113(2) 0.0155(5) Uani 1 1 d . . . C7 C 0.6611(3) -0.5615(2) 0.1530(2) 0.0187(5) Uani 1 1 d . . . H7 H 0.6466 -0.6415 0.2011 0.022 Uiso 1 1 calc R . . C8 C 0.8003(3) -0.5556(3) 0.1117(2) 0.0203(5) Uani 1 1 d . . . H8 H 0.8968 -0.6308 0.1266 0.024 Uiso 1 1 calc R . . C9 C 0.7711(3) -0.4222(3) 0.0464(3) 0.0231(5) Uani 1 1 d . . . H9 H 0.8443 -0.3877 0.0080 0.028 Uiso 1 1 calc R . . C10 C 0.1526(3) 0.1030(2) 0.1606(2) 0.0161(5) Uani 1 1 d . . . H10 H 0.2243 0.0931 0.0999 0.019 Uiso 1 1 calc R . . C11 C 0.1749(3) 0.1530(3) 0.2604(2) 0.0199(5) Uani 1 1 d . . . H11 H 0.2615 0.1771 0.2681 0.024 Uiso 1 1 calc R . . C12 C 0.0712(3) 0.1675(3) 0.3481(2) 0.0194(5) Uani 1 1 d . . . H12 H 0.0859 0.2022 0.4165 0.023 Uiso 1 1 calc R . . C13 C -0.0558(3) 0.1314(2) 0.3368(2) 0.0152(5) Uani 1 1 d . . . C14 C -0.0708(3) 0.0811(2) 0.2349(2) 0.0137(5) Uani 1 1 d . . . H14 H -0.1555 0.0548 0.2256 0.016 Uiso 1 1 calc R . . C15 C -0.1668(3) 0.1482(2) 0.4291(2) 0.0167(5) Uani 1 1 d . . . C16 C -0.1758(3) 0.2079(3) 0.5281(2) 0.0217(5) Uani 1 1 d . . . H16 H -0.1067 0.2466 0.5516 0.026 Uiso 1 1 calc R . . C17 C -0.3049(3) 0.2013(3) 0.5882(2) 0.0265(6) Uani 1 1 d . . . H17 H -0.3391 0.2345 0.6596 0.032 Uiso 1 1 calc R . . C18 C -0.3723(3) 0.1386(3) 0.5255(2) 0.0262(6) Uani 1 1 d . . . H18 H -0.4619 0.1200 0.5458 0.031 Uiso 1 1 calc R . . C19 C 0.7169(4) -0.4179(3) 0.3756(3) 0.0321(7) Uani 1 1 d . . . H19A H 0.6232 -0.4199 0.4130 0.048 Uiso 1 1 calc R . . H19B H 0.7817 -0.5131 0.3691 0.048 Uiso 1 1 calc R . . H19C H 0.6910 -0.3555 0.2940 0.048 Uiso 1 1 calc R . . B1 B 0.5907(3) -0.0410(3) 0.1800(3) 0.0184(6) Uani 1 1 d . . . N1 N 0.1372(2) -0.19765(19) 0.08461(17) 0.0130(4) Uani 1 1 d . . . N2 N 0.6196(2) -0.3471(2) 0.0456(2) 0.0222(5) Uani 1 1 d . . . H2A H 0.5733 -0.2582 0.0085 0.027 Uiso 1 1 calc R . . N3 N 0.0308(2) 0.06846(19) 0.14890(17) 0.0128(4) Uani 1 1 d . . . N4 N -0.2889(2) 0.1071(2) 0.42819(19) 0.0202(4) Uani 1 1 d . . . H4 H -0.3103 0.0667 0.3736 0.024 Uiso 1 1 calc R . . N5 N 0.7992(3) -0.3657(2) 0.4519(2) 0.0249(5) Uani 1 1 d . . . F1 F 0.5203(2) 0.10377(16) 0.15037(16) 0.0364(4) Uani 1 1 d . . . F2 F 0.6525(2) -0.08174(17) 0.30090(14) 0.0337(4) Uani 1 1 d . . . F3 F 0.70834(18) -0.08278(18) 0.10509(15) 0.0356(4) Uani 1 1 d . . . F4 F 0.48885(17) -0.10461(17) 0.16970(16) 0.0317(4) Uani 1 1 d . . . Pt1 Pt 0.0000 0.0000 0.0000 0.01120(5) Uani 1 2 d S . . O1 O 0.7445(2) -0.3347(2) 0.54501(17) 0.0328(5) Uani 1 1 d . . . O2 O 0.9187(2) -0.3556(3) 0.4176(2) 0.0455(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0161(12) 0.0160(11) 0.0165(12) -0.0016(10) 0.0033(10) -0.0040(10) C2 0.0207(13) 0.0199(12) 0.0206(13) 0.0021(10) 0.0046(10) -0.0075(10) C3 0.0197(12) 0.0133(11) 0.0192(13) 0.0004(10) -0.0006(10) -0.0006(10) C4 0.0158(11) 0.0152(11) 0.0136(11) -0.0052(9) 0.0002(9) -0.0040(9) C5 0.0116(11) 0.0145(11) 0.0118(11) -0.0043(9) -0.0003(9) -0.0031(9) C6 0.0151(11) 0.0166(11) 0.0140(12) -0.0041(9) -0.0009(9) -0.0045(9) C7 0.0183(12) 0.0144(11) 0.0192(13) -0.0008(10) -0.0020(10) -0.0029(10) C8 0.0143(12) 0.0173(12) 0.0231(13) -0.0064(10) -0.0012(10) 0.0023(10) C9 0.0128(12) 0.0250(13) 0.0291(15) -0.0063(12) 0.0041(11) -0.0041(10) C10 0.0115(11) 0.0175(12) 0.0171(12) -0.0038(10) 0.0019(9) -0.0030(9) C11 0.0146(12) 0.0227(13) 0.0240(13) -0.0074(11) -0.0011(10) -0.0075(10) C12 0.0206(13) 0.0218(13) 0.0157(12) -0.0079(10) -0.0010(10) -0.0056(10) C13 0.0155(11) 0.0129(11) 0.0137(12) -0.0027(9) -0.0005(9) -0.0015(9) C14 0.0129(11) 0.0142(11) 0.0108(11) -0.0013(9) 0.0014(9) -0.0024(9) C15 0.0175(12) 0.0158(11) 0.0128(11) -0.0023(9) 0.0000(9) -0.0022(10) C16 0.0272(14) 0.0203(12) 0.0170(13) -0.0067(10) 0.0027(11) -0.0067(11) C17 0.0314(15) 0.0280(14) 0.0176(13) -0.0103(11) 0.0095(11) -0.0056(12) C18 0.0234(14) 0.0311(15) 0.0223(14) -0.0066(12) 0.0100(11) -0.0081(12) C19 0.0401(17) 0.0301(15) 0.0302(16) -0.0100(13) -0.0041(13) -0.0158(13) B1 0.0144(13) 0.0206(14) 0.0184(14) -0.0039(11) 0.0024(11) -0.0046(11) N1 0.0141(9) 0.0129(9) 0.0106(9) -0.0038(8) 0.0010(8) -0.0026(8) N2 0.0148(10) 0.0131(10) 0.0317(13) 0.0017(9) 0.0017(9) -0.0009(8) N3 0.0114(9) 0.0112(9) 0.0121(9) -0.0022(8) -0.0003(8) -0.0001(7) N4 0.0205(11) 0.0255(11) 0.0168(11) -0.0081(9) 0.0051(9) -0.0092(9) N5 0.0244(12) 0.0246(12) 0.0229(12) -0.0026(10) -0.0029(10) -0.0073(10) F1 0.0406(10) 0.0208(8) 0.0390(10) 0.0002(7) 0.0090(8) -0.0056(7) F2 0.0469(10) 0.0328(9) 0.0230(8) -0.0005(7) -0.0063(8) -0.0198(8) F3 0.0249(8) 0.0453(10) 0.0345(10) -0.0108(8) 0.0144(7) -0.0100(8) F4 0.0231(8) 0.0370(9) 0.0411(10) -0.0143(8) 0.0043(7) -0.0152(7) Pt1 0.00973(7) 0.01160(7) 0.01033(7) -0.00261(5) 0.00125(5) -0.00166(5) O1 0.0412(12) 0.0378(12) 0.0198(10) -0.0081(9) 0.0026(9) -0.0141(10) O2 0.0293(12) 0.0637(16) 0.0510(15) -0.0221(13) 0.0100(11) -0.0210(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 C1 N1 1.341(3) . ? C1 C2 1.377(3) . ? C2 C3 1.379(3) . ? C3 C4 1.392(3) . ? C4 C5 1.393(3) . ? C4 C6 1.458(3) . ? C5 N1 1.347(3) . ? C6 N2 1.370(3) . ? C6 C7 1.379(3) . ? C7 C8 1.406(3) . ? C8 C9 1.361(4) . ? C9 N2 1.358(3) . ? C10 N3 1.342(3) . ? C10 C11 1.385(3) . ? C11 C12 1.373(4) . ? C12 C13 1.398(3) . ? C13 C14 1.389(3) . ? C13 C15 1.457(3) . ? C14 N3 1.346(3) . ? C15 N4 1.371(3) . ? C15 C16 1.377(3) . ? C16 C17 1.403(4) . ? C17 C18 1.360(4) . ? C18 N4 1.368(3) . ? C19 N5 1.473(3) . ? B1 F4 1.373(3) . ? B1 F1 1.382(3) . ? B1 F3 1.384(3) . ? B1 F2 1.400(3) . ? N1 Pt1 2.0257(19) . ? N3 Pt1 2.0215(18) . ? N5 O1 1.217(3) . ? N5 O2 1.221(3) . ? Pt1 N3 2.0215(18) 2 ? Pt1 N1 2.0257(19) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 120.8(2) . . ? C1 C2 C3 119.9(2) . . ? C2 C3 C4 120.0(2) . . ? C3 C4 C5 117.1(2) . . ? C3 C4 C6 120.9(2) . . ? C5 C4 C6 122.0(2) . . ? N1 C5 C4 122.4(2) . . ? N2 C6 C7 106.7(2) . . ? N2 C6 C4 123.1(2) . . ? C7 C6 C4 130.2(2) . . ? C6 C7 C8 107.8(2) . . ? C9 C8 C7 107.3(2) . . ? N2 C9 C8 108.3(2) . . ? N3 C10 C11 120.6(2) . . ? C12 C11 C10 119.8(2) . . ? C11 C12 C13 120.0(2) . . ? C14 C13 C12 117.3(2) . . ? C14 C13 C15 122.6(2) . . ? C12 C13 C15 120.1(2) . . ? N3 C14 C13 122.2(2) . . ? N4 C15 C16 107.1(2) . . ? N4 C15 C13 123.4(2) . . ? C16 C15 C13 129.5(2) . . ? C15 C16 C17 107.9(2) . . ? C18 C17 C16 107.5(2) . . ? C17 C18 N4 108.3(2) . . ? F4 B1 F1 111.3(2) . . ? F4 B1 F3 110.1(2) . . ? F1 B1 F3 109.6(2) . . ? F4 B1 F2 109.1(2) . . ? F1 B1 F2 108.1(2) . . ? F3 B1 F2 108.5(2) . . ? C1 N1 C5 119.8(2) . . ? C1 N1 Pt1 119.44(15) . . ? C5 N1 Pt1 120.74(15) . . ? C9 N2 C6 109.9(2) . . ? C10 N3 C14 120.2(2) . . ? C10 N3 Pt1 119.36(15) . . ? C14 N3 Pt1 120.47(15) . . ? C18 N4 C15 109.3(2) . . ? O1 N5 O2 123.6(2) . . ? O1 N5 C19 118.4(2) . . ? O2 N5 C19 117.9(2) . . ? N3 Pt1 N3 180.00(9) 2 . ? N3 Pt1 N1 90.46(7) 2 . ? N3 Pt1 N1 89.54(7) . . ? N3 Pt1 N1 89.54(7) 2 2 ? N3 Pt1 N1 90.46(7) . 2 ? N1 Pt1 N1 180.0(2) . 2 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2A F1 0.88 2.08 2.882(3) 150.4 2_655 N4 H4 F2 0.88 2.04 2.884(3) 159.7 1_455 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.511 _refine_diff_density_min -0.887 _refine_diff_density_rms 0.097