#Supplementary Material (ESI) for Dalton Transactions #This journal is (c) The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Beauchamp, Andre L.' 'Dartiguenave, Michele' 'Fabre, Paul-L.' 'Fortin, Sebastien' _publ_contact_author_name 'Prof Andre L Beauchamp' _publ_contact_author_address ; Department deChimie Universite de Montreal C. P. 6128 Succ. Centre-Ville Montreal (QC) H3C 3J7 CANADA ; _publ_contact_author_email 'BEAUCHMP@CHIMIE.UMONTREAL.CA' _publ_section_title ; Neutral and cationic biimidazoledihalobis (trimethylphosphine)-rhenium(III) complexes: ion-pairing, acid-base and redox properties ; # 1. SUBMISSION DETAILS _publ_contact_author_fax '514 343 7586' _publ_contact_author_phone '514 343 6446' _publ_requested_coeditor_name ? #=========================================================================== #== # 4. TEXT _publ_section_abstract ? _publ_section_comment ? _publ_section_references ; Ahmed, F.R., Hall, S.R., Pippy, M.E. and Huber, C. P. (1973). NRC Crystallographic Computer Programs for the IBM/360. Accession Nos. 133-147 in J. Appl. Cryst. 6, 309-346. Enraf-Nonius (1989). CAD-4 Software. Version 5.0. Enraf-Nonius, Delft, The Netherlands. Flack, H.D. and Schwarzenbach, D. (1988). Acta Cryst. A44, 499-506. Gabe, E.J., Le Page, Y., Charland, J.-P., Lee, F.L. and White, P.S. (1989). J. Appl. Cryst. 22, 384-387. International Tables for Crystallography (1992). Vol. C. Tables 4.2.6.8 and 6.1.1.4, Dordrecht: Kluwer Academic Publishers. Johnson, C.K. (1976). ORTEPII - A Fortran Thermal Ellipsoid Plot Program, Technical Report ORNL-5138. Oak Ridge National Laboratory, Tenessee, USA. Sheldrick, G.M. (1990). SHELXS86. Program for the Solution of Crystal Structures. Univ. of Gottingen, Germany. Sheldrick, G.M. (1993). SHELXL93. Program for the Refinement of Crystal Structures. Univ. of Gottingen, Germany. Sluis, P. ; van der Spek, A.L. (1990) Acta Crystallogr. A46, 194. Spek, A.L. (1995). PLATON, Molecular Geometry Program, July 1995 version, University of Utrecht, Utrecht, Holland. ; _publ_section_figure_captions ? _publ_section_table_legends ? data_compound_4 _database_code_CSD 171624 #=========================================================================== _audit_creation_method 'SHELXL93 (Sheldrick, 1993)' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C15.6 H32.8 Cl3.8 N4 O0.8 P2 Re' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C15.6 H32.8 Cl3.8 N4 O0.8 P2 Re' _chemical_formula_weight 672.14 _chemical_melting_point ? _chemical_compound_source 'synthesized by the authors, see text' _publ_section_exptl_prep ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Re' 'Re' -5.7900 5.8910 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'I 4/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x, z' '-x, -y, z' 'y, -x, z' 'x+1/2, y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x, -y, -z' 'y, -x, -z' 'x, y, -z' '-y, x, -z' '-x+1/2, -y+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 20.566(7) _cell_length_b 20.566 _cell_length_c 12.563(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5314(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 20.00 _cell_measurement_theta_max 24.00 _exptl_crystal_description block _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.680 _exptl_crystal_density_method none _exptl_crystal_F_000 2643.2 _exptl_absorpt_coefficient_mu 13.52 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'ABSORP in NRCVAX (Gabe et al, 1989)' _exptl_absorpt_correction_T_min 0.06 _exptl_absorpt_correction_T_max 0.15 _exptl_special_details ; ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'normal-focus xray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method '\w/2\q scan' _diffrn_standards_number 4 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 'no decay, variation 0.8' _diffrn_reflns_number 20213 _diffrn_reflns_av_R_equivalents 0.214 _diffrn_reflns_av_sigmaI/netI 0.0482 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 71.35 _reflns_number_total 2678 _reflns_number_gt 1805 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CAD-4 software (Enraf-Nonius, 1989)' _computing_cell_refinement 'CAD-4 software (Enraf-Nonius, 1989)' _computing_data_reduction 'NRC-2, NRC-2A (Ahmed et al, 1973)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _computing_structure_refinement 'NRCVAX (Gabe et al, 1989) and SHELXL93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEPII (Johnson (1976) in NRCVAX (Gabe et al (1989))' _computing_publication_material 'NRCVAX (Gabe et al (1989) and SHELXL93 (Sheldrick (1993))' _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R-factor_obs 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 'w=1/[\s^2^(Fo^2^)+(0.0663P)^2^] 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 'SHELXL93 (Sheldrick, 1993)' _refine_ls_extinction_coef 0.000199(18) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2678 _refine_ls_number_parameters 121 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0557 _refine_ls_R_factor_gt 0.0413 _refine_ls_wR_factor_all 0.1239 _refine_ls_wR_factor_ref 0.1204 _refine_ls_goodness_of_fit_all 0.937 _refine_ls_goodness_of_fit_ref 1.119 _refine_ls_restrained_S_all 0.936 _refine_ls_restrained_S_obs 1.118 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 1.315 _refine_diff_density_min -0.806 _refine_diff_density_rms 0.101 _publ_section_exptl_refinement ; Space group checked by PLATON program (Spek, 1995). Data reduction performed using a locally modified version of the NRC-2 program (Ahmed et al, 1973). The structure was solved by direct method using SHELXS86 (Sheldrick, 1990) and difmap synthesis using NRCVAX (Gabe et al (1989) and SHELXL93 (Sheldrick, 1993). The difmap phased on the complex molecule showed two symmetry-equivalent cavities containing 6 peaks of ~1 e/\%A^3^ due to severely disordered solvent. No consistent model of solvent molecules could be assembled. This part of the structure was modeled by using the SQUEEZE procedure of PLATON (Spek, 1995) which indicated that each cavity was of 1488 \%A^3^ and contained 208 electrons. Thus, it should contain, on average, 1.6 dichloromethane and 3.2 diethylether molecules. This composition was used to calculate the derived quantities above. The contribution of the disordered solvent was calculated with the BYPASS procedure of Sluis and Spek (Sluis, 1990) and a new hkl/Fo^2^ list bypassing the solvent contribution was generated. The final model consisting of the ordered part only, without the disordered solvent contribution, was refined against this new data list. All non-hydrogen atoms anisotropic, hydrogen atoms isotropic. Hydrogen atoms constrained to the parent site using a riding model; SHELXL93 defaults, C-H 0.93 to 0.98, N-H 0.86 and O-H 0.82\%A. Isotropic factors Uiso were adjusted to 50% higher value of the parent site (methyl) and 20% higher (others). ; 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Re Re 0.87704(2) 0.26046(2) 0.0000 0.0671(2) Uani 1 d S . Cl1 Cl 0.85941(10) 0.18916(10) -0.1424(2) 0.1040(8) Uani 1 d . . N11 N 0.9098(3) 0.4446(3) -0.1281(4) 0.0641(14) Uani 1 d . . H11 H 0.9159 0.4852 -0.1149 0.077 Uiso 1 calc R . C12 C 0.9038(3) 0.3974(3) -0.0552(6) 0.0607(16) Uani 1 d . . N13 N 0.8945(2) 0.3397(2) -0.1041(5) 0.0619(14) Uani 1 d . . C14 C 0.8948(3) 0.3516(4) -0.2091(6) 0.074(2) Uani 1 d . . H14 H 0.8895 0.3207 -0.2624 0.088 Uiso 1 calc R . C15 C 0.9045(4) 0.4179(4) -0.2250(6) 0.074(2) Uani 1 d . . H15 H 0.9068 0.4393 -0.2900 0.089 Uiso 1 calc R . Cl2 Cl 0.92562(16) 0.57301(12) 0.0000 0.0851(8) Uani 1 d S . P1 P 0.99051(12) 0.22669(12) 0.0000 0.0778(8) Uani 1 d S . C101 C 1.0023(8) 0.1380(6) 0.020(10) 0.10(3) Uani 0.50 d P -1 H10A H 1.0472 0.1272 0.0094 0.152 Uiso 0.50 calc PR -1 H10B H 0.9760 0.1144 -0.0300 0.152 Uiso 0.50 calc PR -1 H10C H 0.9896 0.1265 0.0912 0.152 Uiso 0.50 calc PR -1 C102 C 1.0377(4) 0.2544(5) 0.1110(9) 0.116(4) Uani 1 d . . H10D H 1.0465 0.3000 0.1032 0.174 Uiso 1 calc R . H10E H 1.0780 0.2309 0.1135 0.174 Uiso 1 calc R . H10F H 1.0139 0.2472 0.1757 0.174 Uiso 1 calc R . P2 P 0.76101(13) 0.28589(15) 0.0000 0.0865(10) Uani 1 d S . C201 C 0.7061(8) 0.2204(9) 0.0375(16) 0.108(8) Uani 0.50 d PU -1 H20A H 0.7175 0.1817 -0.0008 0.162 Uiso 1 calc SR -1 H20B H 0.6623 0.2326 0.0206 0.162 Uiso 0.50 calc PR -1 H20C H 0.7097 0.2125 0.1126 0.162 Uiso 0.50 calc PR -1 C202 C 0.7339(5) 0.3344(7) 0.1088(10) 0.167(6) Uani 1 d . . H20D H 0.7620 0.3277 0.1688 0.250 Uiso 1 calc R . H20E H 0.6903 0.3223 0.1274 0.250 Uiso 1 calc R . H20F H 0.7349 0.3795 0.0888 0.250 Uiso 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 Re 0.0504(3) 0.0538(3) 0.0970(4) 0.000 0.000 -0.00063(18) Cl1 0.0867(13) 0.0787(12) 0.147(2) -0.0333(14) -0.0130(13) -0.0067(9) N11 0.078(3) 0.059(3) 0.055(4) 0.003(3) 0.001(3) 0.000(2) C12 0.059(4) 0.059(4) 0.064(4) -0.004(3) 0.000(3) 0.003(3) N13 0.061(3) 0.060(3) 0.064(4) -0.009(3) 0.000(3) 0.001(2) C14 0.074(4) 0.090(5) 0.057(5) -0.017(4) -0.004(4) 0.006(4) C15 0.083(5) 0.091(5) 0.047(5) -0.002(4) 0.001(4) 0.013(4) Cl2 0.125(2) 0.0641(15) 0.0665(18) 0.000 0.000 -0.0039(14) P1 0.0537(13) 0.0569(14) 0.123(3) 0.000 0.000 0.0023(10) C101 0.083(8) 0.066(7) 0.16(8) -0.018(19) -0.014(18) 0.000(6) C102 0.079(5) 0.104(7) 0.165(11) -0.004(7) -0.024(6) 0.008(5) P2 0.0512(14) 0.0800(18) 0.128(3) 0.000 0.000 0.0039(12) C201 0.082(9) 0.103(10) 0.139(19) -0.005(10) -0.002(9) -0.010(8) C202 0.097(7) 0.266(17) 0.136(11) -0.024(11) 0.014(7) 0.062(9) _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 Re N13 2.120(6) 11 y Re N13 2.120(6) . y Re Cl1 2.341(2) . y Re Cl1 2.341(2) 11 y Re P1 2.435(3) . y Re P2 2.443(3) . y N11 C12 1.340(8) . y N11 C15 1.340(9) . y N11 H11 0.8600 . ? C12 N13 1.350(8) . y C12 C12 1.388(14) 11 y N13 C14 1.342(9) . y C14 C15 1.391(10) . y C14 H14 0.9300 . ? C15 H15 0.9300 . ? P1 C102 1.792(10) 11 y P1 C102 1.792(10) . y P1 C101 1.86(2) 11 y P1 C101 1.86(2) . y C101 H10A 0.9600 . ? C101 H10B 0.9600 . ? C101 H10C 0.9600 . ? C102 H10D 0.9600 . ? C102 H10E 0.9600 . ? C102 H10F 0.9600 . ? P2 C202 1.782(12) . y P2 C202 1.782(12) 11 y P2 C201 1.819(16) 11 y P2 C201 1.819(16) . y C201 H20A 0.9600 . ? C201 H20B 0.9600 . ? C201 H20C 0.9600 . ? C202 H20D 0.9600 . ? C202 H20E 0.9600 . ? C202 H20F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N13 Re N13 76.1(3) 11 . y N13 Re Cl1 168.20(16) 11 . y N13 Re Cl1 92.09(17) . . y N13 Re Cl1 92.09(17) 11 11 y N13 Re Cl1 168.20(16) . 11 y Cl1 Re Cl1 99.65(13) . 11 y N13 Re P1 93.28(14) 11 . y N13 Re P1 93.28(14) . . y Cl1 Re P1 88.27(7) . . y Cl1 Re P1 88.27(7) 11 . y N13 Re P2 90.03(14) 11 . y N13 Re P2 90.03(14) . . y Cl1 Re P2 89.02(7) . . y Cl1 Re P2 89.02(7) 11 . y P1 Re P2 175.79(9) . . y C12 N11 C15 108.4(6) . . y C12 N11 H11 125.8 . . ? C15 N11 H11 125.8 . . ? N11 C12 N13 109.9(6) . . y N11 C12 C12 133.1(4) . 11 y N13 C12 C12 117.0(4) . 11 y C14 N13 C12 106.6(6) . . y C14 N13 Re 138.4(5) . . y C12 N13 Re 114.8(5) . . y N13 C14 C15 108.7(6) . . y N13 C14 H14 125.6 . . ? C15 C14 H14 125.6 . . ? N11 C15 C14 106.4(7) . . y N11 C15 H15 126.8 . . ? C14 C15 H15 126.8 . . ? C102 P1 C102 102.2(7) 11 . y C102 P1 C101 98(3) 11 11 y C102 P1 C101 110(3) . 11 y C102 P1 C101 110(3) 11 . y C102 P1 C101 98(3) . . y C101 P1 C101 16(7) 11 . y C102 P1 Re 115.4(3) 11 . y C102 P1 Re 115.4(3) . . y C101 P1 Re 113.9(5) 11 . y C101 P1 Re 113.9(5) . . y P1 C101 H10A 109.5 . . ? P1 C101 H10B 109 . . ? H10A C101 H10B 109.5 . . ? P1 C101 H10C 109 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? P1 C102 H10D 109.5 . . ? P1 C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? P1 C102 H10F 109.5 . . ? H10D C102 H10F 109.5 . . ? H10E C102 H10F 109.5 . . ? C202 P2 C202 100.2(9) . 11 y C202 P2 C201 114.8(8) . 11 y C202 P2 C201 91.3(8) 11 11 y C202 P2 C201 91.3(8) . . y C202 P2 C201 114.8(8) 11 . y C201 P2 C201 30.1(13) 11 . y C202 P2 Re 115.2(4) . . y C202 P2 Re 115.2(4) 11 . y C201 P2 Re 116.6(6) 11 . y C201 P2 Re 116.6(6) . . y P2 C201 H20A 109.5 . . ? P2 C201 H20B 109.5 . . ? H20A C201 H20B 109.5 . . ? P2 C201 H20C 109.5 . . ? H20A C201 H20C 109.5 . . ? H20B C201 H20C 109.5 . . ? P2 C202 H20D 109.5 . . ? P2 C202 H20E 109.5 . . ? H20D C202 H20E 109.5 . . ? P2 C202 H20F 109.5 . . ? H20D C202 H20F 109.5 . . ? H20E C202 H20F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C15 N11 C12 N13 -0.1(7) . . . . y C15 N11 C12 C12 -178.3(4) . . . 11 y N11 C12 N13 C14 0.1(7) . . . . y C12 C12 N13 C14 178.6(4) 11 . . . y N11 C12 N13 Re -175.7(4) . . . . y C12 C12 N13 Re 2.8(4) 11 . . . y N13 Re N13 C14 -177.1(6) 11 . . . y Cl1 Re N13 C14 2.0(7) . . . . y Cl1 Re N13 C14 -172.4(5) 11 . . . y P1 Re N13 C14 90.3(7) . . . . y P2 Re N13 C14 -87.1(7) . . . . y N13 Re N13 C12 -3.2(5) 11 . . . y Cl1 Re N13 C12 175.9(4) . . . . y Cl1 Re N13 C12 1.5(10) 11 . . . y P1 Re N13 C12 -95.8(4) . . . . y P2 Re N13 C12 86.8(4) . . . . y C12 N13 C14 C15 0.0(8) . . . . y Re N13 C14 C15 174.2(5) . . . . y C12 N11 C15 C14 0.1(8) . . . . y N13 C14 C15 N11 0.0(8) . . . . y N13 Re P1 C102 -97.6(4) 11 . . 11 y N13 Re P1 C102 -21.3(4) . . . 11 y Cl1 Re P1 C102 70.7(4) . . . 11 y Cl1 Re P1 C102 170.4(4) 11 . . 11 y P2 Re P1 C102 120.6(4) . . . 11 y N13 Re P1 C102 21.3(4) 11 . . . y N13 Re P1 C102 97.6(4) . . . . y Cl1 Re P1 C102 -170.4(4) . . . . y Cl1 Re P1 C102 -70.7(4) 11 . . . y P2 Re P1 C102 -120.6(4) . . . . y N13 Re P1 C101 150(4) 11 . . 11 y N13 Re P1 C101 -133(4) . . . 11 y Cl1 Re P1 C101 -41(4) . . . 11 y Cl1 Re P1 C101 58(4) 11 . . 11 y P2 Re P1 C101 9(4) . . . 11 y N13 Re P1 C101 133(4) 11 . . . y N13 Re P1 C101 -150(4) . . . . y Cl1 Re P1 C101 -58(4) . . . . y Cl1 Re P1 C101 41(4) 11 . . . y P2 Re P1 C101 -9(4) . . . . y N13 Re P2 C202 -19.9(6) 11 . . . y N13 Re P2 C202 -96.0(6) . . . . y Cl1 Re P2 C202 171.9(6) . . . . y Cl1 Re P2 C202 72.2(6) 11 . . . y P1 Re P2 C202 122.1(6) . . . . y N13 Re P2 C202 96.0(6) 11 . . 11 y N13 Re P2 C202 19.9(6) . . . 11 y Cl1 Re P2 C202 -72.2(6) . . . 11 y Cl1 Re P2 C202 -171.9(6) 11 . . 11 y P1 Re P2 C202 -122.1(6) . . . 11 y N13 Re P2 C201 -158.8(7) 11 . . 11 y N13 Re P2 C201 125.1(7) . . . 11 y Cl1 Re P2 C201 33.0(7) . . . 11 y Cl1 Re P2 C201 -66.7(7) 11 . . 11 y P1 Re P2 C201 -16.9(7) . . . 11 y N13 Re P2 C201 -125.1(7) 11 . . . y N13 Re P2 C201 158.8(7) . . . . y Cl1 Re P2 C201 66.7(7) . . . . y Cl1 Re P2 C201 -33.0(7) 11 . . . y P1 Re P2 C201 16.9(7) . . . . y loop_ _geom_hbond_atom_site_label_d _geom_hbond_atom_site_label_h _geom_hbond_distance_dh _geom_hbond_distance_ha _geom_hbond_angle_dha _geom_hbond_distance_da _geom_hbond_atom_site_label_a _geom_hbond_site_symmetry_a _geom_hbond_publ_flag N11 H11 0.86 2.32 152.6 3.110(6) Cl2 . y #===END #=========================================================================== #== data_compound_5 _database_code_CSD 171625 #=========================================================================== #== # 4. TEXT _publ_section_abstract ? _publ_section_comment ? _publ_section_references ; Ahmed, F.R., Hall, S.R., Pippy, M.E. and Huber, C. P. (1973). NRC Crystallographic Computer Programs for the IBM/360. Accession Nos. 133-147 in J. Appl. Cryst. 6, 309-346. Enraf-Nonius (1989). CAD-4 Software. Version 5.0. Enraf-Nonius, Delft, The Netherlands. Flack, H.D. and Schwarzenbach, D. (1988). Acta Cryst. A44, 499-506. Gabe, E.J., Le Page, Y., Charland, J.-P., Lee, F.L. and White, P.S. (1989). J. Appl. Cryst. 22, 384-387. International Tables for Crystallography (1992). Vol. C. Tables 4.2.6.8 and 6.1.1.4, Dordrecht: Kluwer Academic Publishers. Johnson, C.K. (1976). ORTEPII - A Fortran Thermal Ellipsoid Plot Program, Technical Report ORNL-5138. Oak Ridge National Laboratory, Tenessee, USA. Sheldrick, G.M. (1990). SHELXS86. Program for the Solution of Crystal Structures. Univ. of Gottingen, Germany. Sheldrick, G.M. (1993). SHELXL93. Program for the Refinement of Crystal Structures. Univ. of Gottingen, Germany. Sluis, P. ; van der Spek, A.L. (1990) Acta Crystallogr. A46, 194. Spek, A.L. (1995). PLATON, Molecular Geometry Program, July 1995 version, University of Utrecht, Utrecht, Holland. ; _publ_section_figure_captions ? _publ_section_table_legends ? #=========================================================================== _audit_creation_method 'SHELXL93 (Sheldrick, 1993)' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C16.4 H35 Br3 N4 O1.1 P2 Re' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C16.4 H35 Br3 N4 O1.1 P2 Re' _chemical_formula_weight 793.75 _chemical_melting_point ? _chemical_compound_source 'synthesized by the authors, see text' _publ_section_exptl_prep ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Re' 'Re' -5.7900 5.8910 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.952(10) _cell_length_b 15.892(9) _cell_length_c 15.898(10) _cell_angle_alpha 82.36(5) _cell_angle_beta 69.27(6) _cell_angle_gamma 68.09(6) _cell_volume 2839(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 23 _cell_measurement_theta_min 20.00 _cell_measurement_theta_max 21.00 _exptl_crystal_description block _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.857 _exptl_crystal_density_method none _exptl_crystal_F_000 1520.8 _exptl_absorpt_coefficient_mu 14.28 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'ABSORP in NRCVAX (Gabe et al, 1989)' _exptl_absorpt_correction_T_min 0.05 _exptl_absorpt_correction_T_max 0.13 _exptl_special_details ; ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'normal-focus xray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method '\w/2\q scan' _diffrn_standards_number 5 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 'no decay, variation 1.0' _diffrn_reflns_number 5748 _diffrn_reflns_av_R_equivalents 0.017 _diffrn_reflns_av_sigmaI/netI 0.0318 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 49.91 _reflns_number_total 5444 _reflns_number_gt 4406 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CAD-4 software (Enraf-Nonius, 1989)' _computing_cell_refinement 'CAD-4 software (Enraf-Nonius, 1989)' _computing_data_reduction 'NRC-2, NRC-2A (Ahmed et al, 1973)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _computing_structure_refinement 'NRCVAX (Gabe et al, 1989) and SHELXL93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEPII (Johnson (1976) in NRCVAX (Gabe et al (1989))' _computing_publication_material 'NRCVAX (Gabe et al (1989) and SHELXL93 (Sheldrick (1993))' _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R-factor_obs 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 'w=1/[\s^2^(Fo^2^)+(0.0648P)^2^+0.5482P] 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 'SHELXL93 (Sheldrick, 1993)' _refine_ls_extinction_coef 0.00020(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5444 _refine_ls_number_parameters 400 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0489 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_all 0.1089 _refine_ls_wR_factor_ref 0.1042 _refine_ls_goodness_of_fit_all 1.062 _refine_ls_goodness_of_fit_ref 1.139 _refine_ls_restrained_S_all 1.062 _refine_ls_restrained_S_obs 1.139 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.899 _refine_diff_density_min -0.655 _refine_diff_density_rms 0.093 _publ_section_exptl_refinement ; Space group checked by PLATON (Spek, 1995). Data reduction performed using a locally modified version of the NRC-2 program (Ahmed et al, 1973). The structure was solved by direct method using SHELXS86 (Sheldrick, 1990) and difmap synthesis using NRCVAX (Gabe et al (1989) and SHELXL93 (Sheldrick, 1993). The difmap phased on the complex molecule showed a cavity containing disordered solvent near an inversion center. This part of the structure was modeled by using the SQUEEZE procedure of PLATON (Spek, 1995) which indicated a cavity of 840 \%A^3^ occupied by 189 electrons. Thus, it should contain 4.4 diethylether molecules. This composition was used to calculate the derived quantities above. The contribution of the disordered solvent was calculated with the BYPASS procedure of Sluis and Spek (Sluis, 1990) and a new hkl/Fo^2^ list bypassing the solvent contribution was generated. The final model consisting of the ordered part only, without the disordered solvent contribution, was refined against this new data list. All non-hydrogen atoms anisotropic, hydrogen atoms isotropic. Hydrogen atoms constrained to the parent site using a riding model; SHELXL93 defaults, C-H 0.93 to 0.98, N-H 0.86 and O-H 0.82\%A. The isotropic factors, Uiso, were adjusted to 50% higher value of the parent site (methyl) and 20% higher (others). ; 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Re1 Re 0.73849(4) 0.63489(3) 0.38133(3) 0.0701(2) Uani 1 d . . Br1 Br 0.95648(12) 0.55242(8) 0.32603(9) 0.1065(5) Uani 1 d . . Br2 Br 0.67214(14) 0.53299(9) 0.32322(10) 0.1112(5) Uani 1 d . . P1 P 0.7604(3) 0.71568(18) 0.23799(18) 0.0850(9) Uani 1 d . . P2 P 0.7272(3) 0.5450(2) 0.5190(2) 0.0942(10) Uani 1 d . . N11 N 0.4364(7) 0.8388(5) 0.5279(6) 0.074(2) Uani 1 d . . H11 H 0.4084 0.8857 0.5615 0.089 Uiso 1 calc R . C22 C 0.6566(10) 0.7974(7) 0.4898(7) 0.065(3) Uani 1 d . . N13 N 0.5617(7) 0.7231(5) 0.4416(5) 0.064(2) Uani 1 d . . C14 C 0.4500(11) 0.7289(8) 0.4525(7) 0.081(3) Uani 1 d . . H14 H 0.4308 0.6893 0.4278 0.097 Uiso 1 calc R . C15 C 0.3723(9) 0.8004(8) 0.5042(8) 0.078(3) Uani 1 d . . H15 H 0.2906 0.8201 0.5207 0.093 Uiso 1 calc R . N21 N 0.6758(7) 0.8562(5) 0.5318(5) 0.072(2) Uani 1 d . . H21 H 0.6237 0.9011 0.5656 0.086 Uiso 1 calc R . C12 C 0.5483(9) 0.7911(7) 0.4902(7) 0.064(3) Uani 1 d . . N23 N 0.7575(8) 0.7368(5) 0.4425(5) 0.067(2) Uani 1 d . . C24 C 0.8449(9) 0.7571(8) 0.4551(7) 0.074(3) Uani 1 d . . H24 H 0.9254 0.7257 0.4302 0.089 Uiso 1 calc R . C25 C 0.7958(9) 0.8290(8) 0.5089(7) 0.076(3) Uani 1 d . . H25 H 0.8362 0.8562 0.5277 0.091 Uiso 1 calc R . C101 C 0.8387(12) 0.7910(8) 0.2202(8) 0.112(4) Uani 1 d . . H10A H 0.9126 0.7595 0.2301 0.168 Uiso 1 calc R . H10B H 0.7928 0.8410 0.2612 0.168 Uiso 1 calc R . H10C H 0.8528 0.8133 0.1595 0.168 Uiso 1 calc R . C102 C 0.8356(12) 0.6438(8) 0.1410(7) 0.121(5) Uani 1 d . . H10D H 0.7972 0.6014 0.1451 0.181 Uiso 1 calc R . H10E H 0.9160 0.6114 0.1380 0.181 Uiso 1 calc R . H10F H 0.8341 0.6802 0.0878 0.181 Uiso 1 calc R . C103 C 0.6266(11) 0.7877(8) 0.2176(8) 0.113(4) Uani 1 d . . H10G H 0.5778 0.7529 0.2232 0.170 Uiso 1 calc R . H10H H 0.6455 0.8126 0.1580 0.170 Uiso 1 calc R . H10I H 0.5850 0.8362 0.2606 0.170 Uiso 1 calc R . C201 C 0.8049(18) 0.4237(8) 0.5059(10) 0.210(11) Uani 1 d . . H20A H 0.7838 0.4012 0.4636 0.315 Uiso 1 calc R . H20B H 0.7837 0.3944 0.5629 0.315 Uiso 1 calc R . H20C H 0.8883 0.4113 0.4842 0.315 Uiso 1 calc R . C202 C 0.5773(14) 0.5517(11) 0.5875(9) 0.158(6) Uani 1 d . . H20D H 0.5418 0.5351 0.5517 0.237 Uiso 1 calc R . H20E H 0.5316 0.6126 0.6091 0.237 Uiso 1 calc R . H20F H 0.5800 0.5110 0.6376 0.237 Uiso 1 calc R . C203 C 0.7781(12) 0.5790(9) 0.5979(9) 0.126(5) Uani 1 d . . H20G H 0.8576 0.5773 0.5683 0.190 Uiso 1 calc R . H20H H 0.7756 0.5381 0.6482 0.190 Uiso 1 calc R . H20I H 0.7280 0.6395 0.6187 0.190 Uiso 1 calc R . Br5 Br 0.42104(10) 0.99621(9) 0.64995(9) 0.0953(4) Uani 1 d . . Re2 Re 0.86206(4) -0.11447(3) 0.86419(3) 0.0720(2) Uani 1 d . . Br3 Br 0.98543(14) -0.17244(9) 0.96366(9) 0.1122(5) Uani 1 d . . Br4 Br 0.69552(13) -0.16859(10) 0.94837(9) 0.1150(5) Uani 1 d . . P3 P 0.9662(3) -0.25970(18) 0.78647(19) 0.0843(9) Uani 1 d . . P4 P 0.7564(3) 0.0253(2) 0.9515(2) 0.0997(10) Uani 1 d . . N31 N 0.7829(8) 0.0358(5) 0.6429(6) 0.073(2) Uani 1 d . . H31 H 0.8034 0.0693 0.5976 0.087 Uiso 1 calc R . C32 C 0.8419(9) -0.0059(6) 0.6981(7) 0.064(3) Uani 1 d . . N43 N 0.9838(8) -0.0563(5) 0.7748(6) 0.074(2) Uani 1 d . . C34 C 0.6843(10) -0.0375(7) 0.7461(8) 0.076(3) Uani 1 d . . H34 H 0.6257 -0.0604 0.7802 0.091 Uiso 1 calc R . C35 C 0.6819(10) 0.0149(7) 0.6727(8) 0.079(3) Uani 1 d . . H35 H 0.6227 0.0336 0.6468 0.095 Uiso 1 calc R . N41 N 1.0299(8) 0.0274(5) 0.6553(6) 0.071(2) Uani 1 d . . H41 H 1.0261 0.0605 0.6083 0.086 Uiso 1 calc R . C42 C 0.9527(9) -0.0089(7) 0.7050(7) 0.066(3) Uani 1 d . . N33 N 0.7854(8) -0.0521(5) 0.7631(5) 0.066(2) Uani 1 d . . C44 C 1.0915(10) -0.0475(8) 0.7618(10) 0.096(4) Uani 1 d . . H44 H 1.1385 -0.0739 0.7978 0.115 Uiso 1 calc R . C45 C 1.1163(10) 0.0034(8) 0.6915(8) 0.084(3) Uani 1 d . . H45 H 1.1826 0.0202 0.6701 0.101 Uiso 1 calc R . C301 C 1.1166(9) -0.2792(8) 0.7189(8) 0.106(4) Uani 1 d . . H30A H 1.1208 -0.2295 0.6780 0.159 Uiso 1 calc R . H30B H 1.1478 -0.3344 0.6854 0.159 Uiso 1 calc R . H30C H 1.1620 -0.2843 0.7570 0.159 Uiso 1 calc R . C302 C 0.9694(15) -0.3575(8) 0.8611(8) 0.147(6) Uani 1 d . . H30D H 0.8905 -0.3514 0.8988 0.220 Uiso 1 calc R . H30E H 1.0158 -0.3608 0.8979 0.220 Uiso 1 calc R . H30F H 1.0038 -0.4118 0.8259 0.220 Uiso 1 calc R . C303 C 0.9052(12) -0.2774(7) 0.7064(8) 0.107(4) Uani 1 d . . H30G H 0.8998 -0.2283 0.6640 0.160 Uiso 1 calc R . H30H H 0.8280 -0.2800 0.7378 0.160 Uiso 1 calc R . H30I H 0.9555 -0.3335 0.6750 0.160 Uiso 1 calc R . C401 C 0.8465(15) 0.0956(10) 0.9347(15) 0.203(9) Uani 1 d . . H40A H 0.8774 0.1074 0.8717 0.304 Uiso 1 calc R . H40B H 0.9105 0.0642 0.9574 0.304 Uiso 1 calc R . H40C H 0.7988 0.1519 0.9663 0.304 Uiso 1 calc R . C402 C 0.6317(11) 0.1049(9) 0.9201(10) 0.136(5) Uani 1 d . . H40D H 0.6567 0.1151 0.8563 0.204 Uiso 1 calc R . H40E H 0.6028 0.1614 0.9509 0.204 Uiso 1 calc R . H40F H 0.5700 0.0801 0.9364 0.204 Uiso 1 calc R . C403 C 0.698(2) 0.0095(11) 1.0737(9) 0.235(12) Uani 1 d . . H40G H 0.6135 0.0325 1.0933 0.353 Uiso 1 calc R . H40H H 0.7248 0.0416 1.1037 0.353 Uiso 1 calc R . H40I H 0.7257 -0.0539 1.0878 0.353 Uiso 1 calc R . Br6 Br 0.92973(11) 0.15068(9) 0.50056(9) 0.0950(4) Uani 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 Re1 0.0825(4) 0.0589(3) 0.0671(4) 0.0015(2) -0.0269(3) -0.0212(2) Br1 0.0943(10) 0.0865(8) 0.1097(10) -0.0097(7) -0.0284(8) -0.0019(7) Br2 0.1473(13) 0.0869(8) 0.1166(11) -0.0109(7) -0.0495(9) -0.0508(8) P1 0.107(2) 0.0704(17) 0.0644(18) -0.0015(14) -0.0262(16) -0.0191(16) P2 0.117(3) 0.0788(19) 0.084(2) 0.0170(16) -0.0369(19) -0.0328(18) N11 0.053(6) 0.079(5) 0.094(6) -0.013(5) -0.028(5) -0.019(5) C22 0.074(8) 0.064(6) 0.056(6) 0.008(5) -0.025(6) -0.022(6) N13 0.058(6) 0.062(5) 0.072(5) -0.001(4) -0.023(4) -0.020(4) C14 0.083(9) 0.094(8) 0.091(8) -0.004(7) -0.043(7) -0.044(7) C15 0.055(7) 0.089(8) 0.101(9) 0.014(7) -0.030(7) -0.039(7) N21 0.069(7) 0.076(5) 0.072(6) -0.015(4) -0.021(5) -0.025(5) C12 0.053(8) 0.064(6) 0.082(7) 0.005(6) -0.031(6) -0.022(6) N23 0.067(6) 0.076(5) 0.059(5) 0.001(4) -0.019(5) -0.028(5) C24 0.056(7) 0.092(8) 0.070(7) -0.004(6) -0.019(6) -0.020(6) C25 0.040(7) 0.094(8) 0.099(8) 0.001(7) -0.021(6) -0.031(6) C101 0.145(12) 0.104(9) 0.097(9) 0.016(7) -0.032(8) -0.068(9) C102 0.163(13) 0.087(8) 0.088(9) -0.018(7) -0.013(9) -0.038(8) C103 0.130(11) 0.106(9) 0.104(10) 0.009(7) -0.071(9) -0.014(8) C201 0.35(3) 0.065(8) 0.118(12) 0.016(8) -0.031(14) -0.012(12) C202 0.178(16) 0.192(16) 0.126(12) 0.075(11) -0.058(11) -0.108(14) C203 0.149(13) 0.140(12) 0.121(11) 0.035(9) -0.076(10) -0.066(10) Br5 0.0689(8) 0.1018(9) 0.1136(10) -0.0327(7) -0.0237(7) -0.0235(6) Re2 0.0868(4) 0.0647(3) 0.0628(3) -0.0006(2) -0.0231(3) -0.0263(3) Br3 0.1529(13) 0.1073(10) 0.0890(9) 0.0109(7) -0.0651(9) -0.0396(9) Br4 0.1216(11) 0.1148(10) 0.0961(10) 0.0115(8) -0.0078(8) -0.0586(9) P3 0.113(2) 0.0634(16) 0.0726(19) 0.0017(14) -0.0329(17) -0.0252(16) P4 0.131(3) 0.0775(19) 0.084(2) -0.0143(16) -0.033(2) -0.0276(19) N31 0.079(6) 0.074(5) 0.079(6) 0.016(5) -0.045(5) -0.029(5) C32 0.065(7) 0.059(6) 0.068(7) -0.007(5) -0.017(6) -0.025(5) N43 0.092(7) 0.068(5) 0.074(6) 0.012(5) -0.042(5) -0.031(5) C34 0.071(8) 0.069(7) 0.099(9) 0.006(6) -0.033(7) -0.035(6) C35 0.069(8) 0.071(7) 0.109(9) 0.001(7) -0.039(7) -0.030(6) N41 0.066(6) 0.081(6) 0.079(6) 0.020(5) -0.032(5) -0.038(5) C42 0.057(7) 0.066(6) 0.076(8) -0.002(6) -0.018(6) -0.024(6) N33 0.075(6) 0.067(5) 0.067(6) 0.007(4) -0.032(5) -0.032(5) C44 0.068(8) 0.106(9) 0.141(12) -0.010(9) -0.062(8) -0.030(7) C45 0.074(9) 0.096(8) 0.089(9) 0.012(7) -0.019(7) -0.049(7) C301 0.082(9) 0.095(8) 0.111(9) -0.018(7) -0.017(7) -0.007(7) C302 0.248(19) 0.074(8) 0.097(10) 0.025(7) -0.062(11) -0.037(10) C303 0.158(12) 0.083(8) 0.101(9) -0.008(7) -0.065(9) -0.042(8) C401 0.176(17) 0.128(13) 0.35(3) -0.090(16) -0.110(18) -0.048(12) C402 0.090(10) 0.105(10) 0.192(15) -0.038(10) -0.039(10) -0.005(8) C403 0.36(3) 0.144(14) 0.081(11) -0.030(10) -0.002(14) -0.019(17) Br6 0.0860(9) 0.1058(9) 0.1072(10) 0.0355(7) -0.0448(7) -0.0489(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 N23 2.125(8) . y Re1 N13 2.129(8) . y Re1 P2 2.440(3) . y Re1 P1 2.441(3) . y Re1 Br2 2.4926(19) . y Re1 Br1 2.500(3) . y P1 C101 1.776(11) . y P1 C102 1.791(11) . y P1 C103 1.800(11) . y P2 C201 1.811(13) . y P2 C203 1.827(13) . y P2 C202 1.828(14) . y N11 C12 1.312(11) . y N11 C15 1.365(12) . y N11 H11 0.8600 . ? C22 N23 1.326(11) . y C22 N21 1.356(12) . y C22 C12 1.440(14) . y N13 C12 1.336(11) . y N13 C14 1.363(12) . y C14 C15 1.337(14) . y C14 H14 0.9300 . ? C15 H15 0.9300 . ? N21 C25 1.368(11) . y N21 H21 0.8600 . ? N23 C24 1.370(12) . y C24 C25 1.332(13) . y C24 H24 0.9300 . ? C25 H25 0.9300 . ? C101 H10A 0.9600 . ? C101 H10B 0.9600 . ? C101 H10C 0.9600 . ? C102 H10D 0.9600 . ? C102 H10E 0.9600 . ? C102 H10F 0.9600 . ? C103 H10G 0.9600 . ? C103 H10H 0.9600 . ? C103 H10I 0.9600 . ? C201 H20A 0.9600 . ? C201 H20B 0.9600 . ? C201 H20C 0.9600 . ? C202 H20D 0.9600 . ? C202 H20E 0.9600 . ? C202 H20F 0.9600 . ? C203 H20G 0.9600 . ? C203 H20H 0.9600 . ? C203 H20I 0.9600 . ? Re2 N43 2.124(9) . y Re2 N33 2.127(8) . y Re2 P3 2.435(3) . y Re2 P4 2.438(4) . y Re2 Br3 2.491(2) . y Re2 Br4 2.494(2) . y P3 C301 1.789(11) . y P3 C303 1.816(11) . y P3 C302 1.822(11) . y P4 C402 1.827(13) . y P4 C401 1.831(15) . y P4 C403 1.838(14) . y N31 C32 1.317(12) . y N31 C35 1.376(12) . y N31 H31 0.8600 . ? C32 N33 1.344(11) . y C32 C42 1.460(14) . y N43 C42 1.352(12) . y N43 C44 1.393(13) . y C34 C35 1.345(13) . y C34 N33 1.359(12) . y C34 H34 0.9300 . ? C35 H35 0.9300 . ? N41 C42 1.307(11) . y N41 C45 1.344(13) . y N41 H41 0.8600 . ? C44 C45 1.307(15) . y C44 H44 0.9300 . ? C45 H45 0.9300 . ? C301 H30A 0.9600 . ? C301 H30B 0.9600 . ? C301 H30C 0.9600 . ? C302 H30D 0.9600 . ? C302 H30E 0.9600 . ? C302 H30F 0.9600 . ? C303 H30G 0.9600 . ? C303 H30H 0.9600 . ? C303 H30I 0.9600 . ? C401 H40A 0.9600 . ? C401 H40B 0.9600 . ? C401 H40C 0.9600 . ? C402 H40D 0.9600 . ? C402 H40E 0.9600 . ? C402 H40F 0.9600 . ? C403 H40G 0.9600 . ? C403 H40H 0.9600 . ? C403 H40I 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N23 Re1 N13 76.4(3) . . y N23 Re1 P2 90.2(2) . . y N13 Re1 P2 90.3(2) . . y N23 Re1 P1 92.3(2) . . y N13 Re1 P1 93.3(2) . . y P2 Re1 P1 176.07(10) . . y N23 Re1 Br2 168.2(2) . . y N13 Re1 Br2 91.9(2) . . y P2 Re1 Br2 89.51(10) . . y P1 Re1 Br2 88.76(10) . . y N23 Re1 Br1 91.7(3) . . y N13 Re1 Br1 168.1(2) . . y P2 Re1 Br1 88.87(11) . . y P1 Re1 Br1 87.95(11) . . y Br2 Re1 Br1 100.01(8) . . y C101 P1 C102 104.4(6) . . y C101 P1 C103 102.1(6) . . y C102 P1 C103 102.4(6) . . y C101 P1 Re1 114.9(4) . . y C102 P1 Re1 114.5(4) . . y C103 P1 Re1 116.7(4) . . y C201 P2 C203 104.9(8) . . y C201 P2 C202 102.2(8) . . y C203 P2 C202 102.7(7) . . y C201 P2 Re1 116.7(5) . . y C203 P2 Re1 114.7(4) . . y C202 P2 Re1 113.9(5) . . y C12 N11 C15 107.6(9) . . y C12 N11 H11 126.2 . . ? C15 N11 H11 126.2 . . ? N23 C22 N21 111.0(9) . . y N23 C22 C12 118.2(10) . . y N21 C22 C12 130.8(10) . . y C12 N13 C14 105.2(8) . . y C12 N13 Re1 115.7(7) . . y C14 N13 Re1 138.9(8) . . y C15 C14 N13 109.6(9) . . y C15 C14 H14 125.2 . . ? N13 C14 H14 125.2 . . ? C14 C15 N11 106.6(9) . . y C14 C15 H15 126.7 . . ? N11 C15 H15 126.7 . . ? C22 N21 C25 105.4(8) . . y C22 N21 H21 127.3 . . ? C25 N21 H21 127.3 . . ? N11 C12 N13 111.1(9) . . y N11 C12 C22 133.9(10) . . y N13 C12 C22 115.0(10) . . y C22 N23 C24 106.1(9) . . y C22 N23 Re1 114.5(7) . . y C24 N23 Re1 139.2(8) . . y C25 C24 N23 108.9(9) . . y C25 C24 H24 125.6 . . ? N23 C24 H24 125.6 . . ? C24 C25 N21 108.6(9) . . y C24 C25 H25 125.7 . . ? N21 C25 H25 125.7 . . ? P1 C101 H10A 109.5 . . ? P1 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? P1 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? P1 C102 H10D 109.5 . . ? P1 C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? P1 C102 H10F 109.5 . . ? H10D C102 H10F 109.5 . . ? H10E C102 H10F 109.5 . . ? P1 C103 H10G 109.5 . . ? P1 C103 H10H 109.5 . . ? H10G C103 H10H 109.5 . . ? P1 C103 H10I 109.5 . . ? H10G C103 H10I 109.5 . . ? H10H C103 H10I 109.5 . . ? P2 C201 H20A 109.5 . . ? P2 C201 H20B 109.5 . . ? H20A C201 H20B 109.5 . . ? P2 C201 H20C 109.5 . . ? H20A C201 H20C 109.5 . . ? H20B C201 H20C 109.5 . . ? P2 C202 H20D 109.5 . . ? P2 C202 H20E 109.5 . . ? H20D C202 H20E 109.5 . . ? P2 C202 H20F 109.5 . . ? H20D C202 H20F 109.5 . . ? H20E C202 H20F 109.5 . . ? P2 C203 H20G 109.5 . . ? P2 C203 H20H 109.5 . . ? H20G C203 H20H 109.5 . . ? P2 C203 H20I 109.5 . . ? H20G C203 H20I 109.5 . . ? H20H C203 H20I 109.5 . . ? N43 Re2 N33 76.0(3) . . y N43 Re2 P3 92.5(2) . . y N33 Re2 P3 93.2(2) . . y N43 Re2 P4 90.3(2) . . y N33 Re2 P4 90.0(2) . . y P3 Re2 P4 176.15(10) . . y N43 Re2 Br3 91.3(3) . . y N33 Re2 Br3 167.3(2) . . y P3 Re2 Br3 88.01(10) . . y P4 Re2 Br3 89.32(11) . . y N43 Re2 Br4 168.4(3) . . y N33 Re2 Br4 92.4(2) . . y P3 Re2 Br4 88.49(11) . . y P4 Re2 Br4 89.25(12) . . y Br3 Re2 Br4 100.24(8) . . y C301 P3 C303 102.1(6) . . y C301 P3 C302 105.5(7) . . y C303 P3 C302 103.7(6) . . y C301 P3 Re2 115.2(4) . . y C303 P3 Re2 115.0(4) . . y C302 P3 Re2 113.9(4) . . y C402 P4 C401 100.9(8) . . y C402 P4 C403 105.7(8) . . y C401 P4 C403 106.1(10) . . y C402 P4 Re2 114.9(5) . . y C401 P4 Re2 112.9(6) . . y C403 P4 Re2 114.9(5) . . y C32 N31 C35 105.8(9) . . y C32 N31 H31 127.1 . . ? C35 N31 H31 127.1 . . ? N31 C32 N33 112.7(9) . . y N31 C32 C42 133.1(10) . . y N33 C32 C42 114.1(10) . . y C42 N43 C44 102.8(9) . . y C42 N43 Re2 115.7(7) . . y C44 N43 Re2 141.4(9) . . y C35 C34 N33 109.8(9) . . y C35 C34 H34 125.1 . . ? N33 C34 H34 125.1 . . ? C34 C35 N31 107.3(10) . . y C34 C35 H35 126.3 . . ? N31 C35 H35 126.3 . . ? C42 N41 C45 107.1(9) . . y C42 N41 H41 126.4 . . ? C45 N41 H41 126.4 . . ? N41 C42 N43 111.9(9) . . y N41 C42 C32 131.4(11) . . y N43 C42 C32 116.7(10) . . y C32 N33 C34 104.4(9) . . y C32 N33 Re2 117.4(7) . . y C34 N33 Re2 138.0(8) . . y C45 C44 N43 109.6(11) . . y C45 C44 H44 125.2 . . ? N43 C44 H44 125.2 . . ? C44 C45 N41 108.6(10) . . y C44 C45 H45 125.7 . . ? N41 C45 H45 125.7 . . ? P3 C301 H30A 109.5 . . ? P3 C301 H30B 109.5 . . ? H30A C301 H30B 109.5 . . ? P3 C301 H30C 109.5 . . ? H30A C301 H30C 109.5 . . ? H30B C301 H30C 109.5 . . ? P3 C302 H30D 109.5 . . ? P3 C302 H30E 109.5 . . ? H30D C302 H30E 109.5 . . ? P3 C302 H30F 109.5 . . ? H30D C302 H30F 109.5 . . ? H30E C302 H30F 109.5 . . ? P3 C303 H30G 109.5 . . ? P3 C303 H30H 109.5 . . ? H30G C303 H30H 109.5 . . ? P3 C303 H30I 109.5 . . ? H30G C303 H30I 109.5 . . ? H30H C303 H30I 109.5 . . ? P4 C401 H40A 109.5 . . ? P4 C401 H40B 109.5 . . ? H40A C401 H40B 109.5 . . ? P4 C401 H40C 109.5 . . ? H40A C401 H40C 109.5 . . ? H40B C401 H40C 109.5 . . ? P4 C402 H40D 109.5 . . ? P4 C402 H40E 109.5 . . ? H40D C402 H40E 109.5 . . ? P4 C402 H40F 109.5 . . ? H40D C402 H40F 109.5 . . ? H40E C402 H40F 109.5 . . ? P4 C403 H40G 109.5 . . ? P4 C403 H40H 109.5 . . ? H40G C403 H40H 109.5 . . ? P4 C403 H40I 109.5 . . ? H40G C403 H40I 109.5 . . ? H40H C403 H40I 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N23 Re1 P1 C101 24.3(6) . . . . y N13 Re1 P1 C101 100.8(5) . . . . y P2 Re1 P1 C101 -103.5(17) . . . . y Br2 Re1 P1 C101 -167.4(5) . . . . y Br1 Re1 P1 C101 -67.3(5) . . . . y N23 Re1 P1 C102 145.3(6) . . . . y N13 Re1 P1 C102 -138.2(6) . . . . y P2 Re1 P1 C102 17.5(19) . . . . y Br2 Re1 P1 C102 -46.5(5) . . . . y Br1 Re1 P1 C102 53.6(5) . . . . y N23 Re1 P1 C103 -95.2(5) . . . . y N13 Re1 P1 C103 -18.7(5) . . . . y P2 Re1 P1 C103 137.0(17) . . . . y Br2 Re1 P1 C103 73.1(5) . . . . y Br1 Re1 P1 C103 173.1(5) . . . . y N23 Re1 P2 C201 -139.3(9) . . . . y N13 Re1 P2 C201 144.3(9) . . . . y P1 Re1 P2 C201 -11(2) . . . . y Br2 Re1 P2 C201 52.4(8) . . . . y Br1 Re1 P2 C201 -47.6(8) . . . . y N23 Re1 P2 C203 -16.1(6) . . . . y N13 Re1 P2 C203 -92.5(6) . . . . y P1 Re1 P2 C203 111.8(17) . . . . y Br2 Re1 P2 C203 175.7(5) . . . . y Br1 Re1 P2 C203 75.7(5) . . . . y N23 Re1 P2 C202 101.8(7) . . . . y N13 Re1 P2 C202 25.4(7) . . . . y P1 Re1 P2 C202 -130.4(17) . . . . y Br2 Re1 P2 C202 -66.4(6) . . . . y Br1 Re1 P2 C202 -166.5(6) . . . . y N23 Re1 N13 C12 -4.1(6) . . . . y P2 Re1 N13 C12 86.0(6) . . . . y P1 Re1 N13 C12 -95.6(6) . . . . y Br2 Re1 N13 C12 175.5(6) . . . . y Br1 Re1 N13 C12 0.2(14) . . . . y N23 Re1 N13 C14 -177.4(10) . . . . y P2 Re1 N13 C14 -87.3(10) . . . . y P1 Re1 N13 C14 91.1(10) . . . . y Br2 Re1 N13 C14 2.2(10) . . . . y Br1 Re1 N13 C14 -173.1(7) . . . . y C12 N13 C14 C15 1.8(12) . . . . y Re1 N13 C14 C15 175.6(7) . . . . y N13 C14 C15 N11 -1.5(12) . . . . y C12 N11 C15 C14 0.5(11) . . . . y N23 C22 N21 C25 -0.5(10) . . . . y C12 C22 N21 C25 178.7(10) . . . . y C15 N11 C12 N13 0.6(11) . . . . y C15 N11 C12 C22 180.0(10) . . . . y C14 N13 C12 N11 -1.5(11) . . . . y Re1 N13 C12 N11 -176.9(6) . . . . y C14 N13 C12 C22 179.0(8) . . . . y Re1 N13 C12 C22 3.6(11) . . . . y N23 C22 C12 N11 -179.3(10) . . . . y N21 C22 C12 N11 1.5(19) . . . . y N23 C22 C12 N13 0.0(13) . . . . y N21 C22 C12 N13 -179.1(9) . . . . y N21 C22 N23 C24 0.5(11) . . . . y C12 C22 N23 C24 -178.9(8) . . . . y N21 C22 N23 Re1 175.7(6) . . . . y C12 C22 N23 Re1 -3.6(11) . . . . y N13 Re1 N23 C22 4.0(6) . . . . y P2 Re1 N23 C22 -86.2(6) . . . . y P1 Re1 N23 C22 96.9(6) . . . . y Br2 Re1 N23 C22 2.1(15) . . . . y Br1 Re1 N23 C22 -175.1(6) . . . . y N13 Re1 N23 C24 177.1(10) . . . . y P2 Re1 N23 C24 86.9(10) . . . . y P1 Re1 N23 C24 -90.0(10) . . . . y Br2 Re1 N23 C24 175.2(7) . . . . y Br1 Re1 N23 C24 -2.0(10) . . . . y C22 N23 C24 C25 -0.3(11) . . . . y Re1 N23 C24 C25 -173.7(7) . . . . y N23 C24 C25 N21 0.0(12) . . . . y C22 N21 C25 C24 0.3(11) . . . . y N43 Re2 P3 C301 20.5(5) . . . . y N33 Re2 P3 C301 96.6(5) . . . . y P4 Re2 P3 C301 -116.9(18) . . . . y Br3 Re2 P3 C301 -70.8(5) . . . . y Br4 Re2 P3 C301 -171.1(5) . . . . y N43 Re2 P3 C303 -97.9(5) . . . . y N33 Re2 P3 C303 -21.8(5) . . . . y P4 Re2 P3 C303 124.7(18) . . . . y Br3 Re2 P3 C303 170.8(5) . . . . y Br4 Re2 P3 C303 70.5(5) . . . . y N43 Re2 P3 C302 142.6(7) . . . . y N33 Re2 P3 C302 -141.3(7) . . . . y P4 Re2 P3 C302 5(2) . . . . y Br3 Re2 P3 C302 51.3(6) . . . . y Br4 Re2 P3 C302 -49.0(6) . . . . y N43 Re2 P4 C402 93.9(6) . . . . y N33 Re2 P4 C402 17.9(6) . . . . y P3 Re2 P4 C402 -128.7(18) . . . . y Br3 Re2 P4 C402 -174.8(5) . . . . y Br4 Re2 P4 C402 -74.5(5) . . . . y N43 Re2 P4 C401 -21.2(8) . . . . y N33 Re2 P4 C401 -97.2(8) . . . . y P3 Re2 P4 C401 116.2(19) . . . . y Br3 Re2 P4 C401 70.1(7) . . . . y Br4 Re2 P4 C401 170.4(7) . . . . y N43 Re2 P4 C403 -143.1(9) . . . . y N33 Re2 P4 C403 140.9(9) . . . . y P3 Re2 P4 C403 -6(2) . . . . y Br3 Re2 P4 C403 -51.8(9) . . . . y Br4 Re2 P4 C403 48.5(9) . . . . y C35 N31 C32 N33 -0.8(11) . . . . y C35 N31 C32 C42 -177.7(10) . . . . y N33 Re2 N43 C42 2.4(6) . . . . y P3 Re2 N43 C42 95.1(6) . . . . y P4 Re2 N43 C42 -87.5(6) . . . . y Br3 Re2 N43 C42 -176.9(6) . . . . y Br4 Re2 N43 C42 0.4(16) . . . . y N33 Re2 N43 C44 -179.2(12) . . . . y P3 Re2 N43 C44 -86.5(11) . . . . y P4 Re2 N43 C44 90.9(11) . . . . y Br3 Re2 N43 C44 1.6(11) . . . . y Br4 Re2 N43 C44 178.8(8) . . . . y N33 C34 C35 N31 -1.1(12) . . . . y C32 N31 C35 C34 1.2(11) . . . . y C45 N41 C42 N43 0.6(11) . . . . y C45 N41 C42 C32 -179.9(10) . . . . y C44 N43 C42 N41 -1.4(11) . . . . y Re2 N43 C42 N41 177.6(6) . . . . y C44 N43 C42 C32 179.0(8) . . . . y Re2 N43 C42 C32 -1.9(11) . . . . y N31 C32 C42 N41 -2.9(18) . . . . y N33 C32 C42 N41 -179.7(9) . . . . y N31 C32 C42 N43 176.6(9) . . . . y N33 C32 C42 N43 -0.3(12) . . . . y N31 C32 N33 C34 0.2(11) . . . . y C42 C32 N33 C34 177.7(8) . . . . y N31 C32 N33 Re2 -175.1(6) . . . . y C42 C32 N33 Re2 2.4(10) . . . . y C35 C34 N33 C32 0.6(11) . . . . y C35 C34 N33 Re2 174.3(7) . . . . y N43 Re2 N33 C32 -2.6(6) . . . . y P3 Re2 N33 C32 -94.4(6) . . . . y P4 Re2 N33 C32 87.7(6) . . . . y Br3 Re2 N33 C32 0.9(14) . . . . y Br4 Re2 N33 C32 177.0(6) . . . . y N43 Re2 N33 C34 -175.7(10) . . . . y P3 Re2 N33 C34 92.5(9) . . . . y P4 Re2 N33 C34 -85.4(10) . . . . y Br3 Re2 N33 C34 -172.3(7) . . . . y Br4 Re2 N33 C34 3.9(10) . . . . y C42 N43 C44 C45 1.7(12) . . . . y Re2 N43 C44 C45 -176.8(8) . . . . y N43 C44 C45 N41 -1.4(13) . . . . y C42 N41 C45 C44 0.5(12) . . . . y loop_ _geom_hbond_atom_site_label_d _geom_hbond_atom_site_label_h _geom_hbond_distance_dh _geom_hbond_distance_ha _geom_hbond_angle_dha _geom_hbond_distance_da _geom_hbond_atom_site_label_1 _geom_hbond_site_symmetry_1 _geom_hbond_publ_flag N11 H11 0.86 2.47 154.7 3.273(9) Br5 1_555 y N21 H21 0.86 2.46 154.3 3.258(9) Br5 1_555 y N31 H31 0.86 2.45 153.8 3.242(9) Br6 1_555 y N41 H41 0.86 2.46 155.0 3.264(9) Br6 1_555 y #===END #=========================================================================== #== data_compound_7 _database_code_CSD 171626 #=========================================================================== #== # 4. TEXT _publ_section_abstract ? _publ_section_comment ? _publ_section_references ; Ahmed, F.R., Hall, S.R., Pippy, M.E. and Huber, C. P. (1973). NRC Crystallographic Computer Programs for the IBM/360. Accession Nos. 133-147 in J. Appl. Cryst. 6, 309-346. Enraf-Nonius (1989). CAD-4 Software. Version 5.0. Enraf-Nonius, Delft, The Netherlands. Gabe, E.J., Le Page, Y., Charland, J.-P., Lee, F.L. and White, P.S. (1989). J. Appl. Cryst. 22, 384-387. International Tables for Crystallography (1992). Vol. C. Tables 4.2.6.8 and 6.1.1.4, Dordrecht: Kluwer Academic Publishers. Johnson, C.K. (1976). ORTEPII - A Fortran Thermal Ellipsoid Plot Program, Technical Report ORNL-5138. Oak Ridge National Laboratory, Tenessee, USA. Sheldrick, G.M. (1990). SHELXS86. Program for the Solution of Crystal Structures. Univ. of Gottingen, Germany. Sheldrick, G.M. (1993). SHELXL93. Program for the Refinement of Crystal Structures. Univ. of Gottingen, Germany. Spek, A.L. (1995). PLATON, Molecular Geometry Program, July 1995 version, University of Utrecht, Utrecht, Holland. ; _publ_section_figure_captions ? _publ_section_table_legends ? #=========================================================================== _audit_creation_method 'SHELXL93 (Sheldrick, 1993)' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C12 H23 Cl2 N4 P2 Re' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C12 H23 Cl2 N4 P2 Re' _chemical_formula_weight 542.394 _chemical_melting_point ? _chemical_compound_source 'synthesized by the authors, see text' _publ_section_exptl_prep ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Re' 'Re' -5.7900 5.8910 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.048(5) _cell_length_b 9.150(3) _cell_length_c 18.308(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.54(3) _cell_angle_gamma 90.00 _cell_volume 2017.5(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 20.00 _cell_measurement_theta_max 22.50 _exptl_crystal_description plate _exptl_crystal_colour 'red' _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.7857 _exptl_crystal_density_method none _exptl_crystal_F_000 1048.0 _exptl_absorpt_coefficient_mu 15.39 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'ABSORP in NRCVAX (Gabe et al, 1989)' _exptl_absorpt_correction_T_min 0.0248 _exptl_absorpt_correction_T_max 0.3867 _exptl_special_details ; ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'normal-focus xray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method '\w/2\q scan' _diffrn_standards_number 5 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 10.0 _diffrn_reflns_number 21543 _diffrn_reflns_av_R_equivalents 0.068 _diffrn_reflns_av_sigmaI/netI 0.0420 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.67 _diffrn_reflns_theta_max 69.84 _reflns_number_total 3829 _reflns_number_gt 2615 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CAD-4 software (Enraf-Nonius, 1989)' _computing_cell_refinement 'CAD-4 software (Enraf-Nonius, 1989)' _computing_data_reduction 'NRC-2, NRC-2A (Ahmed et al, 1973)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _computing_structure_refinement 'NRCVAX (Gabe et al, 1989) and SHELXL93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEPII (Johnson (1976) in NRCVAX (Gabe et al (1989))' _computing_publication_material 'NRCVAX (Gabe et al (1989) and SHELXL93 (Sheldrick (1993))' _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R-factor_obs 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 'w=1/[\s^2^(Fo^2^)+(0.1064P)^2^] 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 'SHELXL93 (Sheldrick, 1993)' _refine_ls_extinction_coef 0.00008(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3829 _refine_ls_number_parameters 191 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0765 _refine_ls_R_factor_gt 0.0581 _refine_ls_wR_factor_all 0.1524 _refine_ls_wR_factor_ref 0.1444 _refine_ls_goodness_of_fit_all 0.902 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 0.902 _refine_ls_restrained_S_obs 1.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 3.794 _refine_diff_density_min -1.786 _refine_diff_density_rms 0.189 _publ_section_exptl_refinement ; Space group checked with PLATON (Spek, 1995). Data reduction performed using a locally modified version of the NRC-2 program (Ahmed et al, 1973). The structure was solved by Patterson method using SHELXS86 (Sheldrick, 1990) and difmap synthesis using NRCVAX (Gabe et al (1989) and SHELXL93 (Sheldrick, 1993). All non-hydrogen atoms anisotropic, hydrogen atoms isotropic. Hydrogen atoms constrained to the parent site using a riding model; SHELXL93 defaults, C-H 0.93 to 0.96, and N-H 0.86\%A. The isotropic factors, Uiso, were adjusted to 50% higher value of the parent site (methyl) and 20% higher (others). A final check for of possible voids was done using the VOID routine of the PLATON program (Spek, 1995). SADI restraints on the P-C bonds were used to accelerate refinement for one PMe3 group. ; 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Re Re 0.28364(3) 0.35126(5) 0.87427(2) 0.0643(2) Uani 1 d . . Cl1 Cl 0.4703(2) 0.4053(4) 0.90467(17) 0.0980(9) Uani 1 d . . Cl2 Cl 0.2694(2) 0.4987(3) 0.76745(14) 0.0864(8) Uani 1 d . . P1 P 0.2248(2) 0.5630(4) 0.94378(17) 0.0880(8) Uani 1 d . . N11 N -0.0155(6) 0.1252(9) 0.9003(5) 0.074(2) Uani 1 d . . H11 H -0.0526 0.0641 0.9256 0.089 Uiso 1 calc R . C12 C 0.0891(8) 0.1768(12) 0.9148(5) 0.072(3) Uani 1 d . . N13 N 0.1211(6) 0.2706(10) 0.8633(4) 0.072(2) Uani 1 d . . C14 C 0.0325(8) 0.2821(14) 0.8133(6) 0.087(3) Uani 1 d . . H14 H 0.0296 0.3406 0.7717 0.105 Uiso 1 calc R . C15 C -0.0484(9) 0.1925(14) 0.8362(6) 0.091(4) Uani 1 d . . H15 H -0.1165 0.1784 0.8122 0.110 Uiso 1 calc R . N21 N 0.1618(6) 0.0623(10) 1.0322(4) 0.077(2) Uani 1 d . . C22 C 0.1679(7) 0.1479(12) 0.9720(5) 0.071(3) Uani 1 d . . N23 N 0.2649(6) 0.2134(10) 0.9659(4) 0.072(2) Uani 1 d . . C24 C 0.3254(8) 0.1700(13) 1.0258(6) 0.090(4) Uani 1 d . . H24 H 0.3980 0.1979 1.0373 0.108 Uiso 1 calc R . C25 C 0.2636(9) 0.0808(15) 1.0655(6) 0.099(4) Uani 1 d . . H25 H 0.2865 0.0375 1.1093 0.119 Uiso 1 calc R . C101 C 0.2141(16) 0.528(2) 1.0403(8) 0.153(7) Uani 1 d . . H10A H 0.1642 0.4483 1.0477 0.230 Uiso 1 calc R . H10B H 0.1864 0.6141 1.0640 0.230 Uiso 1 calc R . H10C H 0.2861 0.5044 1.0607 0.230 Uiso 1 calc R . C102 C 0.3161(17) 0.7133(17) 0.9461(9) 0.158(8) Uani 1 d . . H10D H 0.3887 0.6813 0.9619 0.237 Uiso 1 calc R . H10E H 0.2896 0.7853 0.9795 0.237 Uiso 1 calc R . H10F H 0.3197 0.7552 0.8982 0.237 Uiso 1 calc R . C103 C 0.0931(12) 0.6405(18) 0.9133(11) 0.153(8) Uani 1 d . . H10G H 0.0379 0.5649 0.9105 0.230 Uiso 1 calc R . H10H H 0.1009 0.6837 0.8660 0.230 Uiso 1 calc R . H10I H 0.0707 0.7140 0.9473 0.230 Uiso 1 calc R . P2 P 0.3538(3) 0.1467(4) 0.8054(2) 0.0953(9) Uani 1 d D . C201 C 0.4527(12) 0.0422(17) 0.8594(9) 0.152(6) Uani 1 d D . H20A H 0.5105 0.1056 0.8777 0.228 Uiso 1 calc R . H20B H 0.4844 -0.0325 0.8296 0.228 Uiso 1 calc R . H20C H 0.4159 -0.0022 0.8996 0.228 Uiso 1 calc R . C202 C 0.4303(15) 0.1963(19) 0.7258(9) 0.205(12) Uani 1 d D . H20D H 0.4874 0.2651 0.7394 0.308 Uiso 1 calc R . H20E H 0.3807 0.2398 0.6901 0.308 Uiso 1 calc R . H20F H 0.4635 0.1105 0.7056 0.308 Uiso 1 calc R . C203 C 0.2513(14) 0.0173(19) 0.7731(10) 0.183(9) Uani 1 d D . H20G H 0.1962 0.0668 0.7434 0.275 Uiso 1 calc R . H20H H 0.2165 -0.0274 0.8140 0.275 Uiso 1 calc R . H20I H 0.2865 -0.0567 0.7446 0.275 Uiso 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 Re 0.0526(2) 0.0935(4) 0.0466(3) 0.0091(2) -0.00060(15) -0.0053(2) Cl1 0.0618(12) 0.150(3) 0.0811(18) 0.0223(18) -0.0096(11) -0.0121(15) Cl2 0.0854(14) 0.115(2) 0.0584(15) 0.0236(14) -0.0020(11) 0.0054(14) P1 0.0849(16) 0.107(2) 0.0723(18) -0.0052(17) 0.0083(13) -0.0073(17) N11 0.056(4) 0.098(6) 0.069(5) 0.009(4) -0.009(3) -0.017(4) C12 0.061(5) 0.102(8) 0.051(5) 0.003(5) -0.008(4) -0.009(5) N13 0.063(4) 0.100(6) 0.051(4) 0.011(4) -0.003(3) -0.011(4) C14 0.074(6) 0.128(9) 0.059(6) 0.029(6) -0.019(5) -0.012(6) C15 0.068(5) 0.132(10) 0.073(7) 0.018(7) -0.021(5) -0.016(6) N21 0.069(4) 0.112(7) 0.050(5) 0.017(5) -0.006(3) -0.008(5) C22 0.054(4) 0.106(8) 0.051(5) 0.011(5) -0.002(4) -0.002(5) N23 0.059(4) 0.103(6) 0.053(5) 0.015(4) -0.008(3) -0.003(4) C24 0.065(5) 0.140(10) 0.064(6) 0.032(7) -0.019(5) -0.017(6) C25 0.084(6) 0.153(11) 0.060(7) 0.038(7) -0.010(5) -0.024(7) C101 0.199(17) 0.178(16) 0.085(11) -0.029(11) 0.033(10) -0.023(14) C102 0.23(2) 0.099(11) 0.144(15) -0.008(11) -0.061(15) -0.008(12) C103 0.090(9) 0.170(16) 0.20(2) -0.054(13) -0.019(11) 0.040(10) P2 0.102(2) 0.104(2) 0.081(2) 0.0047(18) 0.0165(17) 0.0111(18) C201 0.136(12) 0.146(14) 0.174(17) 0.003(13) -0.006(12) 0.045(12) C202 0.28(3) 0.169(16) 0.179(19) 0.052(15) 0.149(19) 0.093(18) C203 0.187(18) 0.181(18) 0.18(2) -0.077(16) 0.004(15) 0.018(15) _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 Re N13 2.097(7) . y Re N23 2.115(8) . y Re Cl1 2.355(3) . y Re Cl2 2.378(3) . y Re P2 2.421(4) . y Re P1 2.434(3) . y P1 C102 1.761(17) . y P1 C101 1.803(15) . y P1 C103 1.812(14) . y N11 C12 1.364(11) . y N11 C15 1.373(13) . y N11 H11 0.8600 . ? C12 N13 1.339(12) . y C12 C22 1.420(12) . y N13 C14 1.391(11) . y C14 C15 1.349(15) . y C14 H14 0.9300 . ? C15 H15 0.9300 . ? N21 C22 1.356(12) . y N21 C25 1.365(12) . y C22 N23 1.321(11) . y N23 C24 1.361(11) . y C24 C25 1.332(14) . y C24 H24 0.9300 . ? C25 H25 0.9300 . ? C101 H10A 0.9600 . ? C101 H10B 0.9600 . ? C101 H10C 0.9600 . ? C102 H10D 0.9600 . ? C102 H10E 0.9600 . ? C102 H10F 0.9600 . ? C103 H10G 0.9600 . ? C103 H10H 0.9600 . ? C103 H10I 0.9600 . ? P2 C203 1.800(14) . y P2 C201 1.802(12) . y P2 C202 1.804(13) . y C201 H20A 0.9600 . ? C201 H20B 0.9600 . ? C201 H20C 0.9600 . ? C202 H20D 0.9600 . ? C202 H20E 0.9600 . ? C202 H20F 0.9600 . ? C203 H20G 0.9600 . ? C203 H20H 0.9600 . ? C203 H20I 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N13 Re N23 75.3(3) . . y N13 Re Cl1 168.5(2) . . y N23 Re Cl1 93.4(2) . . y N13 Re Cl2 94.2(2) . . y N23 Re Cl2 169.5(2) . . y Cl1 Re Cl2 97.05(10) . . y N13 Re P2 90.9(3) . . y N23 Re P2 89.9(3) . . y Cl1 Re P2 86.60(13) . . y Cl2 Re P2 91.66(11) . . y N13 Re P1 92.6(3) . . y N23 Re P1 91.2(3) . . y Cl1 Re P1 89.97(12) . . y Cl2 Re P1 87.88(11) . . y P2 Re P1 176.45(11) . . y C102 P1 C101 100.0(8) . . y C102 P1 C103 104.1(8) . . y C101 P1 C103 106.6(9) . . y C102 P1 Re 116.3(7) . . y C101 P1 Re 113.7(6) . . y C103 P1 Re 114.6(5) . . y C12 N11 C15 104.8(8) . . y C12 N11 H11 127.6 . . ? C15 N11 H11 127.6 . . ? N13 C12 N11 111.5(8) . . y N13 C12 C22 116.0(8) . . y N11 C12 C22 132.5(9) . . y C12 N13 C14 106.3(8) . . y C12 N13 Re 116.3(6) . . y C14 N13 Re 137.3(7) . . y C15 C14 N13 107.3(9) . . y C15 C14 H14 126.4 . . ? N13 C14 H14 126.4 . . ? C14 C15 N11 110.1(9) . . y C14 C15 H15 124.9 . . ? N11 C15 H15 124.9 . . ? C22 N21 C25 102.9(8) . . y N23 C22 N21 113.5(8) . . y N23 C22 C12 115.4(9) . . y N21 C22 C12 131.1(9) . . y C22 N23 C24 104.8(8) . . y C22 N23 Re 116.8(6) . . y C24 N23 Re 138.4(7) . . y C25 C24 N23 108.9(9) . . y C25 C24 H24 125.6 . . ? N23 C24 H24 125.6 . . ? C24 C25 N21 109.9(9) . . y C24 C25 H25 125.0 . . ? N21 C25 H25 125.0 . . ? P1 C101 H10A 109.5 . . ? P1 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? P1 C101 H10C 109.5(6) . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? P1 C102 H10D 109.5 . . ? P1 C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? P1 C102 H10F 109.5 . . ? H10D C102 H10F 109.5 . . ? H10E C102 H10F 109.5 . . ? P1 C103 H10G 109.5 . . ? P1 C103 H10H 109.5 . . ? H10G C103 H10H 109.5 . . ? P1 C103 H10I 109.5 . . ? H10G C103 H10I 109.5 . . ? H10H C103 H10I 109.5 . . ? C203 P2 C201 105.6(7) . . y C203 P2 C202 105.1(7) . . y C201 P2 C202 103.4(7) . . y C203 P2 Re 115.7(6) . . y C201 P2 Re 111.1(6) . . y C202 P2 Re 114.8(6) . . y P2 C201 H20A 109.5 . . ? P2 C201 H20B 109.5 . . ? H20A C201 H20B 109.5 . . ? P2 C201 H20C 109.5 . . ? H20A C201 H20C 109.5 . . ? H20B C201 H20C 109.5 . . ? P2 C202 H20D 109.5 . . ? P2 C202 H20E 109.5 . . ? H20D C202 H20E 109.5 . . ? P2 C202 H20F 109.5 . . ? H20D C202 H20F 109.5 . . ? H20E C202 H20F 109.5 . . ? P2 C203 H20G 109.5 . . ? P2 C203 H20H 109.5 . . ? H20G C203 H20H 109.5 . . ? P2 C203 H20I 109.5 . . ? H20G C203 H20I 109.5 . . ? H20H C203 H20I 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N13 Re P1 C102 -159.4(6) . . . . y N23 Re P1 C102 125.2(6) . . . . y Cl1 Re P1 C102 31.8(6) . . . . y Cl2 Re P1 C102 -65.2(6) . . . . y P2 Re P1 C102 17(2) . . . . y N13 Re P1 C101 85.2(7) . . . . y N23 Re P1 C101 9.8(7) . . . . y Cl1 Re P1 C101 -83.6(7) . . . . y Cl2 Re P1 C101 179.3(7) . . . . y P2 Re P1 C101 -98.2(19) . . . . y N13 Re P1 C103 -37.8(8) . . . . y N23 Re P1 C103 -113.1(8) . . . . y Cl1 Re P1 C103 153.5(7) . . . . y Cl2 Re P1 C103 56.4(7) . . . . y P2 Re P1 C103 138.9(19) . . . . y C15 N11 C12 N13 -0.2(12) . . . . y C15 N11 C12 C22 -179.0(12) . . . . y N11 C12 N13 C14 0.8(13) . . . . y C22 C12 N13 C14 179.8(10) . . . . y N11 C12 N13 Re -176.7(7) . . . . y C22 C12 N13 Re 2.3(13) . . . . y N23 Re N13 C12 -1.2(8) . . . . y Cl1 Re N13 C12 11.1(18) . . . . y Cl2 Re N13 C12 -179.9(8) . . . . y P2 Re N13 C12 88.4(8) . . . . y P1 Re N13 C12 -91.8(8) . . . . y N23 Re N13 C14 -177.7(12) . . . . y Cl1 Re N13 C14 -165.3(10) . . . . y Cl2 Re N13 C14 3.7(12) . . . . y P2 Re N13 C14 -88.0(11) . . . . y P1 Re N13 C14 91.8(11) . . . . y C12 N13 C14 C15 -1.1(14) . . . . y Re N13 C14 C15 175.6(9) . . . . y N13 C14 C15 N11 1.0(15) . . . . y C12 N11 C15 C14 -0.5(14) . . . . y C25 N21 C22 N23 1.2(13) . . . . y C25 N21 C22 C12 -179.8(12) . . . . y N13 C12 C22 N23 -2.3(15) . . . . y N11 C12 C22 N23 176.4(11) . . . . y N13 C12 C22 N21 178.7(11) . . . . y N11 C12 C22 N21 -3(2) . . . . y N21 C22 N23 C24 -0.8(13) . . . . y C12 C22 N23 C24 -180.0(10) . . . . y N21 C22 N23 Re -179.6(7) . . . . y C12 C22 N23 Re 1.3(13) . . . . y N13 Re N23 C22 -0.1(8) . . . . y Cl1 Re N23 C22 -177.6(8) . . . . y Cl2 Re N23 C22 7(2) . . . . y P2 Re N23 C22 -91.0(8) . . . . y P1 Re N23 C22 92.3(8) . . . . y N13 Re N23 C24 -178.3(13) . . . . y Cl1 Re N23 C24 4.2(12) . . . . y Cl2 Re N23 C24 -170.8(11) . . . . y P2 Re N23 C24 90.7(12) . . . . y P1 Re N23 C24 -85.9(12) . . . . y C22 N23 C24 C25 0.1(15) . . . . y Re N23 C24 C25 178.4(9) . . . . y N23 C24 C25 N21 0.7(17) . . . . y C22 N21 C25 C24 -1.1(15) . . . . y N13 Re P2 C203 0.7(7) . . . . y N23 Re P2 C203 76.0(7) . . . . y Cl1 Re P2 C203 169.5(7) . . . . y Cl2 Re P2 C203 -93.6(7) . . . . y P1 Re P2 C203 -176.0(18) . . . . y N13 Re P2 C201 -119.7(6) . . . . y N23 Re P2 C201 -44.4(6) . . . . y Cl1 Re P2 C201 49.1(6) . . . . y Cl2 Re P2 C201 146.0(6) . . . . y P1 Re P2 C201 63.6(19) . . . . y N13 Re P2 C202 123.4(8) . . . . y N23 Re P2 C202 -161.2(8) . . . . y Cl1 Re P2 C202 -67.8(7) . . . . y Cl2 Re P2 C202 29.2(7) . . . . y P1 Re P2 C202 -53(2) . . . . y loop_ _geom_hbond_atom_site_label_d _geom_hbond_atom_site_label_h _geom_hbond_distance_dh _geom_hbond_distance_ha _geom_hbond_angle_dha _geom_hbond_distance_da _geom_hbond_atom_site_label_a _geom_hbond_site_symmetry_a _geom_hbond_publ_flag N11 H11 0.86 1.93 167.5 2.775(11) N21 2_557 y #===END #=========================================================================== #== data_compound_9_OPPh3 _database_code_CSD 171627 #=========================================================================== #== # 4. TEXT _publ_section_abstract ? _publ_section_comment ? _publ_section_references ; Ahmed, F.R., Hall, S.R., Pippy, M.E. and Huber, C. P. (1973). NRC Crystallographic Computer Programs for the IBM/360. Accession Nos. 133-147 in J. Appl. Cryst. 6, 309-346. Flack, H.D. and Schwarzenbach, D. (1988). Acta Cryst. A44, 499-506. Gabe, E.J., Le Page, Y., Charland, J.-P., Lee, F.L. and White, P.S. (1989). J. Appl. Cryst. 22, 384-387. International Tables for Crystallography (1992). Vol. C. Tables 4.2.6.8 and 6.1.1.4, Dordrecht: Kluwer Academic Publishers. Johnson, C.K. (1976). ORTEPII - A Fortran Thermal Ellipsoid Plot Program, Technical Report ORNL-5138. Oak Ridge National Laboratory, Tenessee, USA. Sheldrick, G.M. (1990). SHELXS86. Program for the Solution of Crystal Structures. Univ. of Gottingen, Germany. Sheldrick, G.M. (1993). SHELXL93. Program for the Refinement of Crystal Structures. Univ. of Gottingen, Germany. Spek, A.L. (1995). PLATON, Molecular Geometry Program, July 1995 version, University of Utrecht, Utrecht, Holland. ; _publ_section_figure_captions ? _publ_section_table_legends ? #=========================================================================== _audit_creation_method 'SHELXL93 (Sheldrick, 1993)' _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C30 H38 I2 N4 O P3 Re' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C30 H38 I2 N4 O P3 Re' _chemical_formula_weight 1003.554 _chemical_melting_point ? _chemical_compound_source 'synthesized by the authors, see text' _publ_section_exptl_prep ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Re' 'Re' -1.0185 7.2310 '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' 'P' 'P' 0.1023 0.0942 '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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.488(2) _cell_length_b 12.841(2) _cell_length_c 30.166(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.660(10) _cell_angle_gamma 90.00 _cell_volume 3599.4(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 22 _cell_measurement_theta_min 4.02 _cell_measurement_theta_max 10.37 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.402 _exptl_crystal_size_mid 0.198 _exptl_crystal_size_min 0.160 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.8519 _exptl_crystal_density_method none _exptl_crystal_F_000 1920.0 _exptl_absorpt_coefficient_mu 5.253 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'Siemens SHELXTL' _exptl_absorpt_correction_T_min 0.2591 _exptl_absorpt_correction_T_max 0.4309 _exptl_special_details ; ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4' _diffrn_measurement_method '2\q/\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 1.0 _diffrn_reflns_number 29076 _diffrn_reflns_av_R_equivalents 0.0817 _diffrn_reflns_av_sigmaI/netI 0.0558 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 26.50 _reflns_number_total 7445 _reflns_number_gt 5490 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _computing_structure_refinement 'Siemens SHELXTL' _computing_molecular_graphics 'ORTEPII (Johnson (1976) in NRCVAX (Gabe et al (1989))' _computing_publication_material 'NRCVAX (Gabe et al (1989) and SHELXL93 (Sheldrick (1993))' _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R-factor_obs 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 'w=1/[\s^2^(Fo^2^)+(0.0287P)^2^+10.0985P] 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 7445 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0723 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_all 0.0924 _refine_ls_wR_factor_ref 0.0809 _refine_ls_goodness_of_fit_all 1.070 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.070 _refine_ls_restrained_S_obs 1.100 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.999 _refine_diff_density_min -1.244 _refine_diff_density_rms 0.145 _publ_section_exptl_refinement ; Space group checked with by PLATON program (Spek, 1995). Data reduction performed using a locally modified version of the NRC-2 program (Ahmed et al, 1973). The structure was solved by direct method using SHELXS86 (Sheldrick, 1990) and difmap synthesis SHELXL93 (Sheldrick, 1993). All non-hydrogen atoms anisotropic, hydrogen atoms isotropic. Hydrogen atoms constrained to the parent site using a riding model; SHELXL93 defaults, C-H 0.93 to 0.96 and N-H 0.86\%A. One disordered half-hydrogen assigned to each N-H group. The isotropic factors, Uiso, were adjusted to 50% higher value of the parent site (methyl) and 20% higher (others). A final verification for possible voids was done using the VOID routine of the PLATON program (Spek, 1995). ; 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Re Re 0.10582(3) 0.44784(2) 0.352810(9) 0.03371(8) Uani 1 d . . I1 I -0.11273(5) 0.31115(4) 0.327856(19) 0.05750(16) Uani 1 d . . I2 I 0.06264(6) 0.55936(5) 0.275409(18) 0.06093(16) Uani 1 d . . P1 P 0.2673(2) 0.32653(16) 0.32529(7) 0.0461(5) Uani 1 d . . C101 C 0.2379(10) 0.3028(8) 0.2652(3) 0.071(3) Uani 1 d . . H10A H 0.1431 0.2748 0.2549 0.107 Uiso 1 calc R . H10B H 0.3081 0.2540 0.2590 0.107 Uiso 1 calc R . H10C H 0.2469 0.3670 0.2497 0.107 Uiso 1 calc R . C102 C 0.4544(9) 0.3631(9) 0.3386(4) 0.091(4) Uani 1 d . . H10D H 0.4651 0.4323 0.3277 0.137 Uiso 1 calc R . H10E H 0.5093 0.3154 0.3243 0.137 Uiso 1 calc R . H10F H 0.4885 0.3612 0.3708 0.137 Uiso 1 calc R . C103 C 0.2676(12) 0.1968(8) 0.3479(4) 0.096(4) Uani 1 d . . H10G H 0.1747 0.1657 0.3378 0.144 Uiso 1 calc R . H10H H 0.2892 0.1998 0.3804 0.144 Uiso 1 calc R . H10I H 0.3392 0.1557 0.3376 0.144 Uiso 1 calc R . P2 P -0.0505(2) 0.56238(16) 0.38625(7) 0.0498(5) Uani 1 d . . C201 C -0.1426(15) 0.5003(9) 0.4256(5) 0.116(5) Uani 1 d . . H20A H -0.0736 0.4762 0.4513 0.174 Uiso 1 calc R . H20B H -0.1970 0.4422 0.4112 0.174 Uiso 1 calc R . H20C H -0.2065 0.5492 0.4354 0.174 Uiso 1 calc R . C202 C 0.0411(13) 0.6671(9) 0.4197(5) 0.130(6) Uani 1 d . . H20D H 0.1013 0.7031 0.4027 0.196 Uiso 1 calc R . H20E H 0.0992 0.6394 0.4469 0.196 Uiso 1 calc R . H20F H -0.0284 0.7146 0.4274 0.196 Uiso 1 calc R . C203 C -0.1944(12) 0.6307(11) 0.3494(4) 0.120(5) Uani 1 d . . H20G H -0.2635 0.5814 0.3341 0.180 Uiso 1 calc R . H20H H -0.1558 0.6700 0.3275 0.180 Uiso 1 calc R . H20I H -0.2403 0.6772 0.3670 0.180 Uiso 1 calc R . N11 N 0.4565(6) 0.5819(5) 0.4408(2) 0.0457(15) Uani 1 d . . H11 H 0.5119 0.5801 0.4671 0.055 Uiso 0.50 calc PR -1 C12 C 0.3496(7) 0.5174(5) 0.4244(2) 0.0369(15) Uani 1 d . . N13 N 0.2829(6) 0.5416(4) 0.38234(18) 0.0386(13) Uani 1 d . . C14 C 0.3532(8) 0.6279(6) 0.3709(3) 0.054(2) Uani 1 d . . H14 H 0.3317 0.6637 0.3436 0.065 Uiso 1 calc R . C15 C 0.4600(8) 0.6518(6) 0.4069(3) 0.056(2) Uani 1 d . . H15 H 0.5247 0.7067 0.4082 0.067 Uiso 1 calc R . N21 N 0.3274(6) 0.3839(4) 0.48456(19) 0.0396(13) Uani 1 d . . H21 H 0.3965 0.4012 0.5064 0.047 Uiso 0.50 calc PR -2 C22 C 0.2902(6) 0.4296(5) 0.4440(2) 0.0333(14) Uani 1 d . . N23 N 0.1767(5) 0.3807(4) 0.4183(2) 0.0389(13) Uani 1 d . . C24 C 0.1459(6) 0.3062(5) 0.4442(2) 0.0288(13) Uani 1 d . . H24 H 0.0702 0.2597 0.4354 0.035 Uiso 1 calc R . C25 C 0.2324(7) 0.3038(5) 0.4839(3) 0.0455(17) Uani 1 d . . H25 H 0.2298 0.2567 0.5071 0.055 Uiso 1 calc R . P3 P -0.2790(2) -0.05928(15) 0.39891(7) 0.0435(4) Uani 1 d . . O O -0.3146(6) -0.1549(4) 0.4213(2) 0.0677(17) Uani 1 d . . C301 C -0.3097(8) 0.0573(6) 0.4293(3) 0.0522(18) Uani 1 d . . C302 C -0.2285(12) 0.1431(7) 0.4325(4) 0.077(3) Uani 1 d . . H302 H -0.1500 0.1449 0.4184 0.093 Uiso 1 calc R . C303 C -0.2591(16) 0.2295(8) 0.4566(4) 0.108(4) Uani 1 d . . H303 H -0.1991 0.2874 0.4597 0.130 Uiso 1 calc R . C304 C -0.3754(14) 0.2288(11) 0.4751(4) 0.101(4) Uani 1 d . . H304 H -0.3990 0.2879 0.4899 0.121 Uiso 1 calc R . C305 C -0.4579(12) 0.1444(13) 0.4728(5) 0.112(5) Uani 1 d . . H305 H -0.5367 0.1441 0.4868 0.134 Uiso 1 calc R . C306 C -0.4272(10) 0.0574(10) 0.4497(4) 0.090(4) Uani 1 d . . H306 H -0.4857 -0.0011 0.4479 0.108 Uiso 1 calc R . C401 C -0.0933(7) -0.0545(6) 0.3933(3) 0.0469(17) Uani 1 d . . C402 C 0.0129(9) -0.0520(8) 0.4328(3) 0.069(2) Uani 1 d . . H402 H -0.0139 -0.0485 0.4608 0.082 Uiso 1 calc R . C403 C 0.1549(10) -0.0548(9) 0.4310(4) 0.088(3) Uani 1 d . . H403 H 0.2241 -0.0523 0.4576 0.106 Uiso 1 calc R . C404 C 0.1959(10) -0.0610(9) 0.3908(4) 0.086(3) Uani 1 d . . H404 H 0.2931 -0.0651 0.3898 0.103 Uiso 1 calc R . C405 C 0.0955(10) -0.0615(9) 0.3518(4) 0.085(3) Uani 1 d . . H405 H 0.1242 -0.0633 0.3241 0.102 Uiso 1 calc R . C406 C -0.0493(8) -0.0594(7) 0.3530(3) 0.060(2) Uani 1 d . . H406 H -0.1174 -0.0613 0.3260 0.072 Uiso 1 calc R . C501 C -0.3887(7) -0.0419(6) 0.3437(2) 0.0455(17) Uani 1 d . . C502 C -0.3810(10) 0.0441(7) 0.3169(3) 0.067(2) Uani 1 d . . H502 H -0.3125 0.0955 0.3264 0.080 Uiso 1 calc R . C503 C -0.4769(12) 0.0531(10) 0.2756(3) 0.085(3) Uani 1 d . . H503 H -0.4700 0.1101 0.2572 0.102 Uiso 1 calc R . C504 C -0.5802(11) -0.0196(11) 0.2618(4) 0.088(4) Uani 1 d . . H504 H -0.6471 -0.0107 0.2349 0.106 Uiso 1 calc R . C505 C -0.5846(11) -0.1046(11) 0.2874(4) 0.095(4) Uani 1 d . . H505 H -0.6528 -0.1557 0.2772 0.114 Uiso 1 calc R . C506 C -0.4916(9) -0.1184(8) 0.3281(3) 0.071(3) Uani 1 d . . H506 H -0.4970 -0.1780 0.3452 0.085 Uiso 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 Re 0.03256(13) 0.03586(14) 0.03027(14) -0.00036(13) 0.00053(9) -0.00490(12) I1 0.0444(3) 0.0629(3) 0.0585(3) -0.0057(3) -0.0058(2) -0.0188(2) I2 0.0765(4) 0.0637(3) 0.0378(3) 0.0145(3) 0.0002(2) 0.0046(3) P1 0.0445(10) 0.0530(12) 0.0408(11) -0.0027(9) 0.0083(8) 0.0028(9) C101 0.084(6) 0.082(7) 0.047(5) -0.018(5) 0.010(4) 0.011(5) C102 0.050(5) 0.136(10) 0.091(8) -0.038(7) 0.021(5) -0.002(6) C103 0.122(9) 0.071(7) 0.105(9) 0.026(6) 0.047(7) 0.049(6) P2 0.0514(11) 0.0459(11) 0.0512(12) -0.0067(10) 0.0079(9) 0.0062(9) C201 0.158(12) 0.091(8) 0.132(12) 0.013(8) 0.108(10) 0.023(8) C202 0.098(9) 0.101(9) 0.193(16) -0.087(10) 0.030(9) -0.002(7) C203 0.114(9) 0.152(12) 0.082(9) -0.016(8) -0.005(7) 0.080(9) N11 0.042(3) 0.047(4) 0.044(4) -0.003(3) -0.003(3) -0.010(3) C12 0.034(3) 0.040(4) 0.035(4) -0.002(3) 0.004(3) -0.003(3) N13 0.045(3) 0.040(3) 0.027(3) 0.003(3) -0.002(2) -0.007(3) C14 0.056(5) 0.054(5) 0.047(5) 0.014(4) 0.000(4) -0.017(4) C15 0.050(4) 0.049(4) 0.063(6) 0.007(4) -0.001(4) -0.023(4) N21 0.039(3) 0.043(3) 0.034(3) 0.004(3) 0.002(2) -0.002(2) C22 0.037(3) 0.033(4) 0.029(3) 0.000(3) 0.005(3) -0.002(3) N23 0.030(3) 0.038(3) 0.046(4) -0.011(3) 0.000(2) -0.003(2) C24 0.020(3) 0.039(3) 0.026(3) 0.007(3) 0.004(2) -0.001(2) C25 0.047(4) 0.041(4) 0.050(5) 0.011(3) 0.014(3) -0.004(3) P3 0.0484(10) 0.0399(10) 0.0402(10) 0.0035(9) 0.0044(8) -0.0094(8) O 0.086(4) 0.050(3) 0.066(4) 0.012(3) 0.011(3) -0.025(3) C301 0.055(4) 0.060(5) 0.043(4) 0.002(4) 0.014(3) 0.000(4) C302 0.112(8) 0.053(5) 0.082(7) -0.014(5) 0.057(6) -0.021(5) C303 0.175(13) 0.051(6) 0.113(11) -0.026(6) 0.060(10) -0.012(7) C304 0.103(9) 0.107(10) 0.090(9) -0.032(8) 0.011(7) 0.047(8) C305 0.057(6) 0.176(14) 0.103(10) -0.047(10) 0.020(6) 0.018(8) C306 0.059(6) 0.129(10) 0.084(8) -0.044(7) 0.017(5) -0.017(6) C401 0.048(4) 0.038(4) 0.051(5) -0.004(4) 0.004(3) -0.001(3) C402 0.060(5) 0.090(7) 0.048(5) -0.005(5) -0.007(4) 0.000(5) C403 0.062(6) 0.115(9) 0.074(7) -0.006(7) -0.022(5) 0.007(6) C404 0.046(5) 0.111(9) 0.095(9) 0.001(7) 0.005(5) 0.004(5) C405 0.063(6) 0.117(9) 0.078(7) 0.017(7) 0.022(5) 0.001(6) C406 0.044(4) 0.082(6) 0.052(5) 0.000(5) 0.008(4) 0.004(4) C501 0.039(4) 0.056(5) 0.041(4) -0.008(4) 0.008(3) 0.001(3) C502 0.073(6) 0.065(6) 0.059(6) 0.004(5) 0.006(4) 0.005(5) C503 0.099(8) 0.105(8) 0.048(6) 0.019(6) 0.007(5) 0.042(7) C504 0.060(6) 0.137(11) 0.056(7) 0.001(7) -0.014(5) 0.023(7) C505 0.062(6) 0.144(11) 0.071(8) -0.031(8) -0.010(5) -0.007(7) C506 0.056(5) 0.086(7) 0.066(6) -0.008(5) 0.002(4) -0.021(5) _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 Re N13 2.112(5) . y Re N23 2.136(6) . y Re P1 2.445(2) . y Re P2 2.447(2) . y Re I2 2.6988(6) . y Re I1 2.7049(6) . y P1 C103 1.800(10) . y P1 C102 1.802(9) . y P1 C101 1.803(9) . y C101 H10A 0.9600 . ? C101 H10B 0.9600 . ? C101 H10C 0.9600 . ? C102 H10D 0.9600 . ? C102 H10E 0.9600 . ? C102 H10F 0.9600 . ? C103 H10G 0.9600 . ? C103 H10H 0.9600 . ? C103 H10I 0.9600 . ? P2 C202 1.796(11) . y P2 C201 1.797(10) . y P2 C203 1.804(10) . y C201 H20A 0.9600 . ? C201 H20B 0.9600 . ? C201 H20C 0.9600 . ? C202 H20D 0.9600 . ? C202 H20E 0.9600 . ? C202 H20F 0.9600 . ? C203 H20G 0.9600 . ? C203 H20H 0.9600 . ? C203 H20I 0.9600 . ? N11 C12 1.325(8) . y N11 C15 1.364(10) . y N11 H11 0.8600 . ? C12 N13 1.335(8) . y C12 C22 1.440(9) . y N13 C14 1.373(9) . y C14 C15 1.362(10) . y C14 H14 0.9300 . ? C15 H15 0.9300 . ? N21 C22 1.338(8) . y N21 C25 1.365(8) . y N21 H21 0.8600 . ? C22 N23 1.349(8) . y N23 C24 1.306(8) . y C24 C25 1.307(9) . y C24 H24 0.9300 . ? C25 H25 0.9300 . ? P3 O 1.474(5) . y P3 C501 1.790(7) . y P3 C401 1.804(7) . y P3 C301 1.809(8) . y C301 C302 1.336(11) . y C301 C306 1.378(12) . y C302 C303 1.388(13) . y C302 H302 0.9300 . ? C303 C304 1.334(15) . y C303 H303 0.9300 . ? C304 C305 1.331(17) . y C304 H304 0.9300 . ? C305 C306 1.378(16) . y C305 H305 0.9300 . ? C306 H306 0.9300 . ? C401 C406 1.367(11) . y C401 C402 1.396(10) . y C402 C403 1.360(13) . y C402 H402 0.9300 . ? C403 C404 1.349(15) . y C403 H403 0.9300 . ? C404 C405 1.356(14) . y C404 H404 0.9300 . ? C405 C406 1.382(11) . y C405 H405 0.9300 . ? C406 H406 0.9300 . ? C501 C502 1.380(11) . y C501 C506 1.397(11) . y C502 C503 1.390(13) . y C502 H502 0.9300 . ? C503 C504 1.358(15) . y C503 H503 0.9300 . ? C504 C505 1.342(16) . y C504 H504 0.9300 . ? C505 C506 1.371(14) . y C505 H505 0.9300 . ? C506 H506 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N13 Re N23 76.4(2) . . y N13 Re P1 90.39(16) . . y N23 Re P1 87.42(15) . . y N13 Re P2 88.87(16) . . y N23 Re P2 88.01(15) . . y P1 Re P2 175.41(7) . . y N13 Re I2 91.78(15) . . y N23 Re I2 168.20(14) . . y P1 Re I2 92.31(5) . . y P2 Re I2 92.24(5) . . y N13 Re I1 170.76(15) . . y N23 Re I1 94.33(14) . . y P1 Re I1 89.41(5) . . y P2 Re I1 90.59(5) . . y I2 Re I1 97.46(2) . . y C103 P1 C102 103.4(6) . . y C103 P1 C101 102.3(5) . . y C102 P1 C101 102.3(5) . . y C103 P1 Re 114.5(3) . . y C102 P1 Re 114.5(3) . . y C101 P1 Re 118.0(3) . . y P1 C101 H10A 109.5 . . ? P1 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? P1 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? P1 C102 H10D 109.5 . . ? P1 C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? P1 C102 H10F 109.5 . . ? H10D C102 H10F 109.5 . . ? H10E C102 H10F 109.5 . . ? P1 C103 H10G 109.5 . . ? P1 C103 H10H 109.5 . . ? H10G C103 H10H 109.5 . . ? P1 C103 H10I 109.5 . . ? H10G C103 H10I 109.5 . . ? H10H C103 H10I 109.5 . . ? C202 P2 C201 101.9(7) . . y C202 P2 C203 101.6(6) . . y C201 P2 C203 102.4(7) . . y C202 P2 Re 114.6(4) . . y C201 P2 Re 115.0(4) . . y C203 P2 Re 119.0(4) . . y P2 C201 H20A 109.5 . . ? P2 C201 H20B 109.5 . . ? H20A C201 H20B 109.5 . . ? P2 C201 H20C 109.5 . . ? H20A C201 H20C 109.5 . . ? H20B C201 H20C 109.5 . . ? P2 C202 H20D 109.5 . . ? P2 C202 H20E 109.5 . . ? H20D C202 H20E 109.5 . . ? P2 C202 H20F 109.5 . . ? H20D C202 H20F 109.5 . . ? H20E C202 H20F 109.5 . . ? P2 C203 H20G 109.5 . . ? P2 C203 H20H 109.5 . . ? H20G C203 H20H 109.5 . . ? P2 C203 H20I 109.5 . . ? H20G C203 H20I 109.5 . . ? H20H C203 H20I 109.5 . . ? C12 N11 C15 105.4(6) . . y C12 N11 H11 127.3 . . ? C15 N11 H11 127.3 . . ? N11 C12 N13 112.9(6) . . y N11 C12 C22 132.1(6) . . y N13 C12 C22 115.0(6) . . y C12 N13 C14 105.4(6) . . y C12 N13 Re 116.9(4) . . y C14 N13 Re 137.7(5) . . y C15 C14 N13 107.6(7) . . y C15 C14 H14 126.2 . . ? N13 C14 H14 126.2 . . ? C14 C15 N11 108.8(6) . . y C14 C15 H15 125.6 . . ? N11 C15 H15 125.6 . . ? C22 N21 C25 105.4(6) . . y C22 N21 H21 127.3 . . ? C25 N21 H21 127.3 . . ? N21 C22 N23 110.7(5) . . y N21 C22 C12 131.8(6) . . y N23 C22 C12 117.5(6) . . y C24 N23 C22 104.2(6) . . y C24 N23 Re 141.6(4) . . y C22 N23 Re 114.2(4) . . y N23 C24 C25 113.0(6) . . y N23 C24 H24 123.5 . . ? C25 C24 H24 123.5 . . ? C24 C25 N21 106.7(6) . . y C24 C25 H25 126.7 . . ? N21 C25 H25 126.7 . . ? O P3 C501 112.7(4) . . y O P3 C401 112.9(4) . . y C501 P3 C401 107.7(3) . . y O P3 C301 112.5(4) . . y C501 P3 C301 104.2(4) . . y C401 P3 C301 106.2(4) . . y C302 C301 C306 118.2(9) . . y C302 C301 P3 124.7(6) . . y C306 C301 P3 117.0(7) . . y C301 C302 C303 121.2(9) . . y C301 C302 H302 119.4 . . ? C303 C302 H302 119.4 . . ? C304 C303 C302 119.5(11) . . y C304 C303 H303 120.3 . . ? C302 C303 H303 120.3 . . ? C305 C304 C303 120.7(11) . . y C305 C304 H304 119.6 . . ? C303 C304 H304 119.6 . . ? C304 C305 C306 120.3(11) . . y C304 C305 H305 119.9 . . ? C306 C305 H305 119.9 . . ? C305 C306 C301 120.0(11) . . y C305 C306 H306 120.0 . . ? C301 C306 H306 120.0 . . ? C406 C401 C402 117.6(7) . . y C406 C401 P3 124.1(6) . . y C402 C401 P3 118.2(7) . . y C403 C402 C401 121.0(9) . . y C403 C402 H402 119.5 . . ? C401 C402 H402 119.5 . . ? C404 C403 C402 120.4(9) . . y C404 C403 H403 119.8 . . ? C402 C403 H403 119.8 . . ? C403 C404 C405 120.0(9) . . y C403 C404 H404 120.0 . . ? C405 C404 H404 120.0 . . ? C404 C405 C406 120.4(10) . . y C404 C405 H405 119.8 . . ? C406 C405 H405 119.8 . . ? C401 C406 C405 120.5(8) . . y C401 C406 H406 119.7 . . ? C405 C406 H406 119.7 . . ? C502 C501 C506 118.8(8) . . y C502 C501 P3 123.7(6) . . y C506 C501 P3 117.5(7) . . y C501 C502 C503 119.2(10) . . y C501 C502 H502 120.4 . . ? C503 C502 H502 120.4 . . ? C504 C503 C502 121.4(11) . . y C504 C503 H503 119.3 . . ? C502 C503 H503 119.3 . . ? C505 C504 C503 119.0(9) . . y C505 C504 H504 120.5 . . ? C503 C504 H504 120.5 . . ? C504 C505 C506 122.1(11) . . y C504 C505 H505 118.9 . . ? C506 C505 H505 118.9 . . ? C505 C506 C501 119.4(10) . . y C505 C506 H506 120.3 . . ? C501 C506 H506 120.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N13 Re P1 C103 117.8(5) . . . . y N23 Re P1 C103 41.4(5) . . . . y P2 Re P1 C103 37.1(10) . . . . y I2 Re P1 C103 -150.4(5) . . . . y I1 Re P1 C103 -53.0(5) . . . . y N13 Re P1 C102 -1.3(5) . . . . y N23 Re P1 C102 -77.7(5) . . . . y P2 Re P1 C102 -82.1(10) . . . . y I2 Re P1 C102 90.5(4) . . . . y I1 Re P1 C102 -172.1(4) . . . . y N13 Re P1 C101 -121.8(4) . . . . y N23 Re P1 C101 161.8(4) . . . . y P2 Re P1 C101 157.5(9) . . . . y I2 Re P1 C101 -30.0(4) . . . . y I1 Re P1 C101 67.5(4) . . . . y N13 Re P2 C202 -1.1(6) . . . . y N23 Re P2 C202 75.4(6) . . . . y P1 Re P2 C202 79.7(11) . . . . y I2 Re P2 C202 -92.8(6) . . . . y I1 Re P2 C202 169.7(6) . . . . y N13 Re P2 C201 -118.6(6) . . . . y N23 Re P2 C201 -42.2(6) . . . . y P1 Re P2 C201 -37.8(11) . . . . y I2 Re P2 C201 149.6(6) . . . . y I1 Re P2 C201 52.1(6) . . . . y N13 Re P2 C203 119.5(6) . . . . y N23 Re P2 C203 -164.1(6) . . . . y P1 Re P2 C203 -159.7(10) . . . . y I2 Re P2 C203 27.7(6) . . . . y I1 Re P2 C203 -69.8(6) . . . . y C15 N11 C12 N13 -0.6(8) . . . . y C15 N11 C12 C22 -178.1(8) . . . . y N11 C12 N13 C14 0.3(8) . . . . y C22 C12 N13 C14 178.3(6) . . . . y N11 C12 N13 Re -178.1(5) . . . . y C22 C12 N13 Re -0.2(8) . . . . y N23 Re N13 C12 -0.3(5) . . . . y P1 Re N13 C12 -87.6(5) . . . . y P2 Re N13 C12 87.9(5) . . . . y I2 Re N13 C12 -179.9(5) . . . . y I1 Re N13 C12 1.2(14) . . . . y N23 Re N13 C14 -178.0(8) . . . . y P1 Re N13 C14 94.7(8) . . . . y P2 Re N13 C14 -89.8(8) . . . . y I2 Re N13 C14 2.4(8) . . . . y I1 Re N13 C14 -176.6(7) . . . . y C12 N13 C14 C15 0.1(9) . . . . y Re N13 C14 C15 178.0(6) . . . . y N13 C14 C15 N11 -0.5(10) . . . . y C12 N11 C15 C14 0.6(9) . . . . y C25 N21 C22 N23 -0.4(7) . . . . y C25 N21 C22 C12 -179.7(7) . . . . y N11 C12 C22 N21 -2.3(13) . . . . y N13 C12 C22 N21 -179.8(7) . . . . y N11 C12 C22 N23 178.4(7) . . . . y N13 C12 C22 N23 0.9(9) . . . . y N21 C22 N23 C24 0.8(7) . . . . y C12 C22 N23 C24 -179.7(6) . . . . y N21 C22 N23 Re 179.4(4) . . . . y C12 C22 N23 Re -1.1(7) . . . . y N13 Re N23 C24 178.6(8) . . . . y P1 Re N23 C24 -90.4(7) . . . . y P2 Re N23 C24 89.3(7) . . . . y I2 Re N23 C24 -179.3(4) . . . . y I1 Re N23 C24 -1.2(7) . . . . y N13 Re N23 C22 0.8(4) . . . . y P1 Re N23 C22 91.8(4) . . . . y P2 Re N23 C22 -88.5(4) . . . . y I2 Re N23 C22 2.9(11) . . . . y I1 Re N23 C22 -179.0(4) . . . . y C22 N23 C24 C25 -1.0(8) . . . . y Re N23 C24 C25 -178.9(5) . . . . y N23 C24 C25 N21 0.8(8) . . . . y C22 N21 C25 C24 -0.2(8) . . . . y O P3 C301 C302 144.4(8) . . . . y C501 P3 C301 C302 -93.2(9) . . . . y C401 P3 C301 C302 20.4(9) . . . . y O P3 C301 C306 -36.8(9) . . . . y C501 P3 C301 C306 85.6(8) . . . . y C401 P3 C301 C306 -160.8(8) . . . . y C306 C301 C302 C303 1.4(17) . . . . y P3 C301 C302 C303 -179.8(9) . . . . y C301 C302 C303 C304 -3(2) . . . . y C302 C303 C304 C305 3(2) . . . . y C303 C304 C305 C306 -2(2) . . . . y C304 C305 C306 C301 1(2) . . . . y C302 C301 C306 C305 -0.2(16) . . . . y P3 C301 C306 C305 -179.1(9) . . . . y O P3 C401 C406 112.5(7) . . . . y C501 P3 C401 C406 -12.6(8) . . . . y C301 P3 C401 C406 -123.7(7) . . . . y O P3 C401 C402 -63.4(8) . . . . y C501 P3 C401 C402 171.4(7) . . . . y C301 P3 C401 C402 60.3(8) . . . . y C406 C401 C402 C403 -0.2(14) . . . . y P3 C401 C402 C403 176.0(8) . . . . y C401 C402 C403 C404 -0.7(17) . . . . y C402 C403 C404 C405 2.0(19) . . . . y C403 C404 C405 C406 -2.3(19) . . . . y C402 C401 C406 C405 -0.1(13) . . . . y P3 C401 C406 C405 -176.1(7) . . . . y C404 C405 C406 C401 1.4(16) . . . . y O P3 C501 C502 176.7(7) . . . . y C401 P3 C501 C502 -58.1(8) . . . . y C301 P3 C501 C502 54.5(8) . . . . y O P3 C501 C506 -0.6(8) . . . . y C401 P3 C501 C506 124.7(6) . . . . y C301 P3 C501 C506 -122.8(7) . . . . y C506 C501 C502 C503 1.0(13) . . . . y P3 C501 C502 C503 -176.2(7) . . . . y C501 C502 C503 C504 1.8(15) . . . . y C502 C503 C504 C505 -3.6(17) . . . . y C503 C504 C505 C506 2.7(19) . . . . y C504 C505 C506 C501 0.1(17) . . . . y C502 C501 C506 C505 -1.9(13) . . . . y P3 C501 C506 C505 175.5(8) . . . . y loop_ _geom_hbond_atom_site_label_d _geom_hbond_atom_site_label_h _geom_hbond_distance_dh _geom_hbond_distance_ha _geom_hbond_angle_dha _geom_hbond_distance_da _geom_hbond_atom_site_label_a _geom_hbond_site_symmetry_a _geom_hbond_publ_flag N11 H11 0.86 1.94 158.2 2.758(8) N21 2_666 y N21 H21 0.86 1.91 170.4 2.758(8) N11 2_666 y #===END