# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Christian Lorber' _publ_contact_author_email LORBER@LCC-TOULOUSE.FR _publ_section_title ; Synthesis and structure of early transition metal NHC complexes ; loop_ _publ_author_name 'Christian Lorber' 'Laure Vendier' # Attachment 'cifglobal_revised.cif' data_[VCl4(CH3CN)2]2[HIMes] _database_code_depnum_ccdc_archive 'CCDC 723917' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C21 H25 N2, C4 H6 Cl4 N2 V' _chemical_formula_sum 'C25 H31 Cl4 N4 V' _chemical_formula_weight 580.28 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5259(15) _cell_length_b 13.090(3) _cell_length_c 14.3003(19) _cell_angle_alpha 63.734(16) _cell_angle_beta 79.869(13) _cell_angle_gamma 81.140(15) _cell_volume 1403.6(5) _cell_formula_units_Z 2 _cell_measurement_temperature 180 _cell_measurement_reflns_used 3002 _cell_measurement_theta_min 2.7339 _cell_measurement_theta_max 28.9991 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.373 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 600 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.755 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET) (compiled Aug 28 2006,13:05:05) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.8617 _exptl_absorpt_correction_T_max 0.978 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford-Diffraction XCALIBUR' _diffrn_measurement_method \w-\f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_orient_matrix_ub_11 -0.0706821102 _diffrn_orient_matrix_ub_12 0.0258892053 _diffrn_orient_matrix_ub_13 0.0177610462 _diffrn_orient_matrix_ub_21 -0.04497794 _diffrn_orient_matrix_ub_22 -0.0413364789 _diffrn_orient_matrix_ub_23 0.0000088197 _diffrn_orient_matrix_ub_31 0.013009807 _diffrn_orient_matrix_ub_32 -0.0360500241 _diffrn_orient_matrix_ub_33 0.0528008455 _diffrn_reflns_av_R_equivalents 0.0691 _diffrn_reflns_av_unetI/netI 0.1946 _diffrn_reflns_number 10991 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.74 _diffrn_reflns_theta_max 26.31 _diffrn_reflns_theta_full 26.31 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 5722 _reflns_number_gt 2545 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0298P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 5722 _refine_ls_number_parameters 318 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1308 _refine_ls_R_factor_gt 0.043 _refine_ls_wR_factor_ref 0.0893 _refine_ls_wR_factor_gt 0.0713 _refine_ls_goodness_of_fit_ref 0.824 _refine_ls_restrained_S_all 0.824 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.358 _refine_diff_density_min -0.409 _refine_diff_density_rms 0.075 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 -0.2933(6) 0.6212(3) -0.1365(3) 0.0368(11) Uani 1 1 d . . . C2 C -0.4376(5) 0.6676(3) -0.1877(3) 0.0572(13) Uani 1 1 d . . . H2A H -0.5138 0.6111 -0.1582 0.086 Uiso 1 1 calc R . . H2B H -0.4118 0.6882 -0.2616 0.086 Uiso 1 1 calc R . . H2C H -0.4826 0.7341 -0.1772 0.086 Uiso 1 1 calc R . . C3 C 0.1799(5) 0.8872(3) -0.3541(3) 0.0287(9) Uani 1 1 d . . . C4 C 0.0380(4) 0.8332(3) -0.2892(3) 0.0393(11) Uani 1 1 d . . . H4A H 0.0328 0.7631 -0.2943 0.059 Uiso 1 1 calc R . . H4B H -0.0555 0.8836 -0.313 0.059 Uiso 1 1 calc R . . H4C H 0.043 0.8171 -0.2174 0.059 Uiso 1 1 calc R . . C5 C 0.1971(4) 1.3056(3) -0.2078(3) 0.0277(9) Uani 1 1 d . . . H5 H 0.1408 1.3299 -0.1583 0.033 Uiso 1 1 calc R . . C6 C 0.3360(4) 1.1982(3) -0.2811(3) 0.0305(10) Uani 1 1 d . . . H6 H 0.3918 1.1355 -0.2899 0.037 Uiso 1 1 calc R . . C7 C 0.3085(4) 1.3023(3) -0.3555(3) 0.0316(10) Uani 1 1 d . . . H7 H 0.3422 1.326 -0.4269 0.038 Uiso 1 1 calc R . . C8 C 0.2687(4) 1.1071(3) -0.0843(3) 0.0267(9) Uani 1 1 d . . . C9 C 0.2097(4) 1.0049(3) -0.0658(3) 0.0258(9) Uani 1 1 d . . . C10 C 0.2154(4) 0.9184(3) 0.0342(3) 0.0352(10) Uani 1 1 d . . . H10 H 0.1787 0.8488 0.0491 0.042 Uiso 1 1 calc R . . C11 C 0.2721(4) 0.9300(3) 0.1122(3) 0.0307(10) Uani 1 1 d . . . C12 C 0.3295(4) 1.0319(3) 0.0901(3) 0.0311(10) Uani 1 1 d . . . H12 H 0.3684 1.0403 0.1429 0.037 Uiso 1 1 calc R . . C13 C 0.3307(4) 1.1222(3) -0.0087(3) 0.0269(9) Uani 1 1 d . . . C14 C 0.3984(5) 1.2302(3) -0.0277(3) 0.0409(11) Uani 1 1 d . . . H14A H 0.3128 1.2851 -0.0227 0.061 Uiso 1 1 calc R . . H14B H 0.4574 1.2607 -0.0966 0.061 Uiso 1 1 calc R . . H14C H 0.4683 1.2136 0.024 0.061 Uiso 1 1 calc R . . C15 C 0.1472(5) 0.9877(3) -0.1485(3) 0.0396(11) Uani 1 1 d . . . H15A H 0.235 0.9675 -0.1911 0.059 Uiso 1 1 calc R . . H15B H 0.0895 1.057 -0.1917 0.059 Uiso 1 1 calc R . . H15C H 0.077 0.9273 -0.1158 0.059 Uiso 1 1 calc R . . C16 C 0.2709(5) 0.8321(3) 0.2212(3) 0.0481(12) Uani 1 1 d . . . H16A H 0.3369 0.7674 0.2174 0.072 Uiso 1 1 calc R . . H16B H 0.1634 0.8117 0.2486 0.072 Uiso 1 1 calc R . . H16C H 0.3116 0.8554 0.2666 0.072 Uiso 1 1 calc R . . C17 C 0.1747(5) 1.4893(3) -0.3667(3) 0.0265(9) Uani 1 1 d . . . C18 C 0.0157(5) 1.5227(3) -0.3816(3) 0.0321(10) Uani 1 1 d . . . C19 C -0.0240(5) 1.6389(3) -0.4391(3) 0.0359(10) Uani 1 1 d . . . H19 H -0.13 1.6644 -0.4503 0.043 Uiso 1 1 calc R . . C20 C 0.0885(5) 1.7169(3) -0.4799(3) 0.0285(9) Uani 1 1 d . . . C21 C 0.2455(4) 1.6805(3) -0.4612(3) 0.0276(9) Uani 1 1 d . . . H21 H 0.3215 1.7335 -0.4878 0.033 Uiso 1 1 calc R . . C22 C 0.2910(4) 1.5661(3) -0.4033(3) 0.0268(9) Uani 1 1 d . . . C23 C -0.1103(4) 1.4377(3) -0.3355(3) 0.0452(12) Uani 1 1 d . . . H23A H -0.0782 1.3768 -0.3568 0.068 Uiso 1 1 calc R . . H23B H -0.2105 1.4755 -0.3603 0.068 Uiso 1 1 calc R . . H23C H -0.1219 1.407 -0.2603 0.068 Uiso 1 1 calc R . . C24 C 0.0391(4) 1.8416(3) -0.5435(3) 0.0376(10) Uani 1 1 d . . . H24A H -0.0022 1.8506 -0.6052 0.056 Uiso 1 1 calc R . . H24B H 0.1302 1.8851 -0.5637 0.056 Uiso 1 1 calc R . . H24C H -0.0421 1.8685 -0.5019 0.056 Uiso 1 1 calc R . . C25 C 0.4578(4) 1.5271(3) -0.3751(3) 0.0345(10) Uani 1 1 d . . . H25A H 0.4544 1.483 -0.3005 0.052 Uiso 1 1 calc R . . H25B H 0.5165 1.5924 -0.3967 0.052 Uiso 1 1 calc R . . H25C H 0.5096 1.4807 -0.4101 0.052 Uiso 1 1 calc R . . N1 N -0.1866(4) 0.5823(2) -0.0933(2) 0.0361(9) Uani 1 1 d . . . N2 N 0.2889(4) 0.9287(2) -0.4063(2) 0.0298(8) Uani 1 1 d . . . N3 N 0.2226(3) 1.3692(2) -0.3102(2) 0.0252(7) Uani 1 1 d . . . N4 N 0.2654(3) 1.2011(2) -0.1879(2) 0.0241(7) Uani 1 1 d . . . Cl1 Cl 0.18456(12) 0.53405(8) -0.14877(7) 0.0374(3) Uani 1 1 d . . . Cl2 Cl 0.05007(12) 0.67305(8) -0.00206(7) 0.0381(3) Uani 1 1 d . . . Cl3 Cl 0.60982(11) 0.81689(7) -0.47258(7) 0.0339(3) Uani 1 1 d . . . Cl4 Cl 0.40316(12) 1.02027(8) -0.65195(7) 0.0353(3) Uani 1 1 d . . . V1 V 0 0.5 0 0.0291(3) Uani 1 2 d S . . V2 V 0.5 1 -0.5 0.0255(2) Uani 1 2 d S . . 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 0.059(3) 0.019(2) 0.025(2) -0.0022(19) -0.009(2) 0.000(2) C2 0.071(4) 0.048(3) 0.046(3) -0.009(2) -0.022(3) -0.004(3) C3 0.036(3) 0.022(2) 0.026(2) -0.0083(18) -0.007(2) 0.001(2) C4 0.041(3) 0.038(3) 0.030(2) -0.007(2) 0.003(2) -0.009(2) C5 0.030(2) 0.019(2) 0.026(2) -0.0067(19) 0.0024(19) 0.0004(18) C6 0.038(3) 0.022(2) 0.029(2) -0.0135(19) 0.004(2) 0.0035(18) C7 0.045(3) 0.020(2) 0.023(2) -0.0057(18) -0.001(2) 0.005(2) C8 0.025(2) 0.025(2) 0.025(2) -0.0077(18) -0.0069(18) 0.0076(18) C9 0.027(2) 0.027(2) 0.027(2) -0.0148(19) -0.0062(19) 0.0006(19) C10 0.036(3) 0.021(2) 0.036(2) -0.0025(19) -0.002(2) -0.0028(19) C11 0.030(2) 0.032(2) 0.024(2) -0.0068(19) -0.0051(19) 0.0012(19) C12 0.032(2) 0.034(3) 0.026(2) -0.015(2) -0.0022(19) 0.003(2) C13 0.026(2) 0.022(2) 0.032(2) -0.0109(19) -0.0069(19) 0.0022(18) C14 0.052(3) 0.033(2) 0.040(3) -0.020(2) -0.007(2) 0.006(2) C15 0.045(3) 0.033(2) 0.038(3) -0.012(2) -0.006(2) -0.005(2) C16 0.055(3) 0.040(3) 0.032(2) 0.001(2) -0.004(2) -0.009(2) C17 0.034(3) 0.020(2) 0.024(2) -0.0081(17) -0.0062(19) 0.0033(19) C18 0.030(3) 0.028(2) 0.035(2) -0.011(2) -0.005(2) -0.001(2) C19 0.031(2) 0.029(2) 0.037(2) -0.005(2) -0.008(2) 0.003(2) C20 0.032(3) 0.021(2) 0.027(2) -0.0034(18) -0.0094(19) -0.0007(19) C21 0.031(2) 0.017(2) 0.028(2) -0.0041(17) 0.0009(19) -0.0068(18) C22 0.029(2) 0.029(2) 0.022(2) -0.0104(18) -0.0017(18) -0.0013(19) C23 0.036(3) 0.030(2) 0.059(3) -0.006(2) -0.014(2) -0.005(2) C24 0.038(3) 0.026(2) 0.046(3) -0.010(2) -0.011(2) -0.0027(19) C25 0.027(2) 0.033(2) 0.035(2) -0.0085(19) -0.0063(19) 0.0034(19) N1 0.053(2) 0.0204(19) 0.0250(19) -0.0026(15) -0.0036(18) 0.0008(17) N2 0.035(2) 0.0207(18) 0.0274(19) -0.0067(15) -0.0014(16) 0.0009(16) N3 0.0290(19) 0.0177(18) 0.0281(19) -0.0090(15) -0.0051(15) -0.0003(15) N4 0.0290(19) 0.0210(17) 0.0183(17) -0.0038(14) -0.0063(15) -0.0014(15) Cl1 0.0485(7) 0.0302(6) 0.0284(6) -0.0115(5) 0.0080(5) -0.0061(5) Cl2 0.0532(7) 0.0254(6) 0.0337(6) -0.0120(5) 0.0046(5) -0.0109(5) Cl3 0.0373(6) 0.0208(5) 0.0391(6) -0.0106(5) -0.0041(5) 0.0031(5) Cl4 0.0445(7) 0.0320(6) 0.0300(6) -0.0115(5) -0.0110(5) -0.0034(5) V1 0.0387(6) 0.0220(5) 0.0228(5) -0.0072(4) 0.0013(5) -0.0049(5) V2 0.0284(6) 0.0196(5) 0.0258(5) -0.0080(4) -0.0012(4) -0.0022(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 1.116(4) . ? C1 C2 1.454(5) . ? C2 H2A 0.96 . ? C2 H2B 0.96 . ? C2 H2C 0.96 . ? C3 N2 1.126(4) . ? C3 C4 1.454(5) . ? C4 H4A 0.96 . ? C4 H4B 0.96 . ? C4 H4C 0.96 . ? C5 N3 1.323(4) . ? C5 N4 1.326(4) . ? C5 H5 0.93 . ? C6 C7 1.324(4) . ? C6 N4 1.377(4) . ? C6 H6 0.93 . ? C7 N3 1.365(4) . ? C7 H7 0.93 . ? C8 C13 1.382(5) . ? C8 C9 1.400(5) . ? C8 N4 1.449(4) . ? C9 C10 1.380(4) . ? C9 C15 1.492(4) . ? C10 C11 1.366(5) . ? C10 H10 0.93 . ? C11 C12 1.376(5) . ? C11 C16 1.517(4) . ? C12 C13 1.383(4) . ? C12 H12 0.93 . ? C13 C14 1.503(5) . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? C15 H15A 0.96 . ? C15 H15B 0.96 . ? C15 H15C 0.96 . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? C16 H16C 0.96 . ? C17 C18 1.382(5) . ? C17 C22 1.388(5) . ? C17 N3 1.444(4) . ? C18 C19 1.391(4) . ? C18 C23 1.515(5) . ? C19 C20 1.372(5) . ? C19 H19 0.93 . ? C20 C21 1.381(5) . ? C20 C24 1.509(4) . ? C21 C22 1.385(4) . ? C21 H21 0.93 . ? C22 C25 1.497(4) . ? C23 H23A 0.96 . ? C23 H23B 0.96 . ? C23 H23C 0.96 . ? C24 H24A 0.96 . ? C24 H24B 0.96 . ? C24 H24C 0.96 . ? C25 H25A 0.96 . ? C25 H25B 0.96 . ? C25 H25C 0.96 . ? N1 V1 2.102(3) . ? N2 V2 2.114(3) . ? Cl1 V1 2.3238(10) . ? Cl2 V1 2.3556(10) . ? Cl3 V2 2.3199(10) . ? Cl4 V2 2.3510(9) . ? V1 N1 2.102(3) 2_565 ? V1 Cl1 2.3238(10) 2_565 ? V1 Cl2 2.3556(10) 2_565 ? V2 N2 2.114(3) 2_674 ? V2 Cl3 2.3199(10) 2_674 ? V2 Cl4 2.3510(9) 2_674 ? 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 176.8(4) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N2 C3 C4 178.4(4) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N3 C5 N4 108.3(3) . . ? N3 C5 H5 125.9 . . ? N4 C5 H5 125.9 . . ? C7 C6 N4 106.2(3) . . ? C7 C6 H6 126.9 . . ? N4 C6 H6 126.9 . . ? C6 C7 N3 108.7(3) . . ? C6 C7 H7 125.6 . . ? N3 C7 H7 125.6 . . ? C13 C8 C9 123.1(3) . . ? C13 C8 N4 118.6(3) . . ? C9 C8 N4 118.3(3) . . ? C10 C9 C8 115.9(3) . . ? C10 C9 C15 121.1(3) . . ? C8 C9 C15 123.0(3) . . ? C11 C10 C9 123.2(4) . . ? C11 C10 H10 118.4 . . ? C9 C10 H10 118.4 . . ? C10 C11 C12 118.7(3) . . ? C10 C11 C16 120.4(4) . . ? C12 C11 C16 120.9(3) . . ? C11 C12 C13 121.7(3) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C8 C13 C12 117.4(3) . . ? C8 C13 C14 123.9(3) . . ? C12 C13 C14 118.7(3) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C9 C15 H15A 109.5 . . ? C9 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C9 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 C22 123.0(3) . . ? C18 C17 N3 118.8(3) . . ? C22 C17 N3 118.2(3) . . ? C17 C18 C19 116.7(4) . . ? C17 C18 C23 121.8(3) . . ? C19 C18 C23 121.5(3) . . ? C20 C19 C18 122.0(4) . . ? C20 C19 H19 119 . . ? C18 C19 H19 119 . . ? C19 C20 C21 119.5(3) . . ? C19 C20 C24 119.7(3) . . ? C21 C20 C24 120.8(3) . . ? C20 C21 C22 120.8(3) . . ? C20 C21 H21 119.6 . . ? C22 C21 H21 119.6 . . ? C21 C22 C17 117.8(3) . . ? C21 C22 C25 121.2(3) . . ? C17 C22 C25 120.9(3) . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C20 C24 H24A 109.5 . . ? C20 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C20 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C25 H25A 109.5 . . ? C22 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C22 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C1 N1 V1 174.7(3) . . ? C3 N2 V2 177.4(3) . . ? C5 N3 C7 108.0(3) . . ? C5 N3 C17 127.5(3) . . ? C7 N3 C17 124.5(3) . . ? C5 N4 C6 108.8(3) . . ? C5 N4 C8 125.2(3) . . ? C6 N4 C8 126.0(3) . . ? N1 V1 N1 180.00(18) 2_565 . ? N1 V1 Cl1 91.00(9) 2_565 2_565 ? N1 V1 Cl1 89.00(9) . 2_565 ? N1 V1 Cl1 89.00(9) 2_565 . ? N1 V1 Cl1 91.00(9) . . ? Cl1 V1 Cl1 180 2_565 . ? N1 V1 Cl2 88.53(9) 2_565 . ? N1 V1 Cl2 91.47(9) . . ? Cl1 V1 Cl2 90.17(4) 2_565 . ? Cl1 V1 Cl2 89.83(4) . . ? N1 V1 Cl2 91.47(9) 2_565 2_565 ? N1 V1 Cl2 88.53(9) . 2_565 ? Cl1 V1 Cl2 89.83(4) 2_565 2_565 ? Cl1 V1 Cl2 90.17(4) . 2_565 ? Cl2 V1 Cl2 180.00(5) . 2_565 ? N2 V2 N2 180.0000(10) . 2_674 ? N2 V2 Cl3 91.41(8) . 2_674 ? N2 V2 Cl3 88.59(8) 2_674 2_674 ? N2 V2 Cl3 88.59(8) . . ? N2 V2 Cl3 91.41(8) 2_674 . ? Cl3 V2 Cl3 180 2_674 . ? N2 V2 Cl4 89.07(8) . 2_674 ? N2 V2 Cl4 90.93(8) 2_674 2_674 ? Cl3 V2 Cl4 89.81(4) 2_674 2_674 ? Cl3 V2 Cl4 90.19(4) . 2_674 ? N2 V2 Cl4 90.93(8) . . ? N2 V2 Cl4 89.07(8) 2_674 . ? Cl3 V2 Cl4 90.19(4) 2_674 . ? Cl3 V2 Cl4 89.81(4) . . ? Cl4 V2 Cl4 180 2_674 . ? # END data_2 _database_code_depnum_ccdc_archive 'CCDC 723918' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C44 H54 Cl2 N5 V1' _chemical_formula_sum 'C44 H54 Cl2 N5 V' _chemical_formula_weight 774.76 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.1034(14) _cell_length_b 11.5170(11) _cell_length_c 24.931(2) _cell_angle_alpha 90 _cell_angle_beta 93.688(7) _cell_angle_gamma 90 _cell_volume 4327.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 2737 _cell_measurement_theta_min 2.7066 _cell_measurement_theta_max 32.2222 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description losange _exptl_crystal_colour pink _exptl_crystal_size_max 0.3078 _exptl_crystal_size_mid 0.2912 _exptl_crystal_size_min 0.0775 _exptl_crystal_density_diffrn 1.189 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1640 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.388 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.8988 _exptl_absorpt_correction_T_max 0.9676 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford-Diffraction XCALIBUR' _diffrn_measurement_method \w-\f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0646 _diffrn_reflns_av_unetI/netI 0.1093 _diffrn_reflns_number 31986 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 26.31 _diffrn_reflns_theta_full 26.31 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 8847 _reflns_number_gt 4713 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0365P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 8847 _refine_ls_number_parameters 483 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1122 _refine_ls_R_factor_gt 0.0445 _refine_ls_wR_factor_ref 0.0959 _refine_ls_wR_factor_gt 0.0797 _refine_ls_goodness_of_fit_ref 0.869 _refine_ls_restrained_S_all 0.869 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.242 _refine_diff_density_min -0.226 _refine_diff_density_rms 0.046 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 1.0656(2) 0.1527(3) 0.91762(13) 0.0645(10) Uani 1 1 d . . . H1A H 1.1103 0.183 0.9442 0.097 Uiso 1 1 calc R . . H1B H 1.0949 0.1077 0.8905 0.097 Uiso 1 1 calc R . . H1C H 1.0242 0.1025 0.9356 0.097 Uiso 1 1 calc R . . C2 C 0.9720(2) 0.3143(3) 0.93275(12) 0.0687(10) Uani 1 1 d . . . H2A H 0.9332 0.2615 0.9512 0.103 Uiso 1 1 calc R . . H2B H 0.9366 0.3773 0.9159 0.103 Uiso 1 1 calc R . . H2C H 1.0166 0.3469 0.9588 0.103 Uiso 1 1 calc R . . C3 C 0.89543(16) 0.1828(2) 0.78656(11) 0.0298(6) Uani 1 1 d . . . C4 C 0.78685(18) 0.1042(2) 0.72991(13) 0.0452(8) Uani 1 1 d . . . H4 H 0.7562 0.0786 0.6976 0.054 Uiso 1 1 calc R . . C5 C 0.75758(19) 0.1002(3) 0.77870(13) 0.0484(8) Uani 1 1 d . . . H5 H 0.7022 0.0702 0.7883 0.058 Uiso 1 1 calc R . . C6 C 0.92201(16) 0.1579(2) 0.68807(10) 0.0311(7) Uani 1 1 d . . . C7 C 0.91121(17) 0.2521(2) 0.65369(11) 0.0346(7) Uani 1 1 d . . . C8 C 0.95146(18) 0.2463(2) 0.60496(11) 0.0434(8) Uani 1 1 d . . . H8 H 0.9451 0.3102 0.581 0.052 Uiso 1 1 calc R . . C9 C 1.00029(19) 0.1510(3) 0.59016(12) 0.0465(8) Uani 1 1 d . . . C10 C 1.00831(18) 0.0587(2) 0.62585(12) 0.0437(8) Uani 1 1 d . . . H10 H 1.0416 -0.0074 0.6164 0.052 Uiso 1 1 calc R . . C11 C 0.96954(18) 0.0592(2) 0.67472(11) 0.0380(7) Uani 1 1 d . . . C12 C 0.85717(18) 0.3559(2) 0.66761(11) 0.0445(8) Uani 1 1 d . . . H12A H 0.7996 0.3302 0.6793 0.067 Uiso 1 1 calc R . . H12B H 0.8479 0.4059 0.6359 0.067 Uiso 1 1 calc R . . H12C H 0.8887 0.3995 0.6967 0.067 Uiso 1 1 calc R . . C13 C 1.0430(2) 0.1484(3) 0.53684(13) 0.0749(11) Uani 1 1 d . . . H13A H 1.0828 0.2151 0.5345 0.112 Uiso 1 1 calc R . . H13B H 0.9968 0.1519 0.5074 0.112 Uiso 1 1 calc R . . H13C H 1.0769 0.0764 0.5341 0.112 Uiso 1 1 calc R . . C14 C 0.9783(2) -0.0439(2) 0.71133(11) 0.0516(9) Uani 1 1 d . . . H14A H 1.0093 -0.1064 0.6936 0.077 Uiso 1 1 calc R . . H14B H 0.9191 -0.0707 0.7197 0.077 Uiso 1 1 calc R . . H14C H 1.012 -0.022 0.7447 0.077 Uiso 1 1 calc R . . C15 C 0.81579(17) 0.1395(2) 0.87062(11) 0.0379(7) Uani 1 1 d . . . C16 C 0.76400(18) 0.2184(3) 0.89668(13) 0.0504(8) Uani 1 1 d . . . C17 C 0.7543(2) 0.2018(3) 0.95144(13) 0.0625(10) Uani 1 1 d . . . H17 H 0.7206 0.2563 0.9702 0.075 Uiso 1 1 calc R . . C18 C 0.7922(2) 0.1087(3) 0.97907(13) 0.0651(10) Uani 1 1 d . . . C19 C 0.8412(2) 0.0303(3) 0.95129(13) 0.0566(9) Uani 1 1 d . . . H19 H 0.867 -0.0344 0.97 0.068 Uiso 1 1 calc R . . C20 C 0.85400(18) 0.0428(3) 0.89696(12) 0.0435(8) Uani 1 1 d . . . C21 C 0.71975(19) 0.3202(3) 0.86794(14) 0.0649(10) Uani 1 1 d . . . H21A H 0.7649 0.3769 0.859 0.097 Uiso 1 1 calc R . . H21B H 0.678 0.3566 0.8913 0.097 Uiso 1 1 calc R . . H21C H 0.6876 0.2932 0.8349 0.097 Uiso 1 1 calc R . . C22 C 0.9061(2) -0.0450(3) 0.86703(12) 0.0569(9) Uani 1 1 d . . . H22A H 0.8679 -0.0788 0.8378 0.085 Uiso 1 1 calc R . . H22B H 0.9273 -0.1065 0.8918 0.085 Uiso 1 1 calc R . . H22C H 0.9569 -0.0067 0.852 0.085 Uiso 1 1 calc R . . C23 C 0.7809(2) 0.0933(4) 1.03844(14) 0.1003(15) Uani 1 1 d . . . H23A H 0.7389 0.0301 1.0437 0.15 Uiso 1 1 calc R . . H23B H 0.7581 0.1655 1.0532 0.15 Uiso 1 1 calc R . . H23C H 0.8383 0.0745 1.0569 0.15 Uiso 1 1 calc R . . C24 C 1.12010(16) 0.4175(2) 0.81466(10) 0.0270(6) Uani 1 1 d . . . C25 C 1.22371(19) 0.5376(3) 0.78132(14) 0.0560(9) Uani 1 1 d . . . H25 H 1.2533 0.5851 0.757 0.067 Uiso 1 1 calc R . . C26 C 1.24987(19) 0.5141(3) 0.83193(14) 0.0586(9) Uani 1 1 d . . . H26 H 1.3022 0.5421 0.8508 0.07 Uiso 1 1 calc R . . C27 C 1.09496(17) 0.4992(2) 0.72090(11) 0.0335(7) Uani 1 1 d . . . C28 C 1.11524(18) 0.4353(2) 0.67634(12) 0.0401(7) Uani 1 1 d . . . C29 C 1.07469(19) 0.4682(3) 0.62691(12) 0.0456(8) Uani 1 1 d . . . H29 H 1.0881 0.426 0.5957 0.055 Uiso 1 1 calc R . . C30 C 1.0160(2) 0.5594(3) 0.62151(12) 0.0460(8) Uani 1 1 d . . . C31 C 0.99837(19) 0.6211(2) 0.66736(13) 0.0471(8) Uani 1 1 d . . . H31 H 0.9574 0.6837 0.6644 0.057 Uiso 1 1 calc R . . C32 C 1.03845(19) 0.5945(2) 0.71728(12) 0.0396(7) Uani 1 1 d . . . C33 C 1.1805(2) 0.3368(3) 0.68012(12) 0.0615(10) Uani 1 1 d . . . H33A H 1.2395 0.3667 0.6916 0.092 Uiso 1 1 calc R . . H33B H 1.1827 0.2996 0.6449 0.092 Uiso 1 1 calc R . . H33C H 1.162 0.2798 0.7064 0.092 Uiso 1 1 calc R . . C34 C 0.9732(2) 0.5932(3) 0.56742(13) 0.0744(11) Uani 1 1 d . . . H34A H 1.0173 0.5892 0.5403 0.112 Uiso 1 1 calc R . . H34B H 0.9502 0.6726 0.5692 0.112 Uiso 1 1 calc R . . H34C H 0.9243 0.5398 0.5576 0.112 Uiso 1 1 calc R . . C35 C 1.0245(2) 0.6711(2) 0.76502(12) 0.0559(9) Uani 1 1 d . . . H35A H 1.0748 0.7244 0.7706 0.084 Uiso 1 1 calc R . . H35B H 1.0199 0.6229 0.7971 0.084 Uiso 1 1 calc R . . H35C H 0.9697 0.7159 0.7583 0.084 Uiso 1 1 calc R . . C36 C 1.19304(17) 0.4141(2) 0.90853(12) 0.0385(7) Uani 1 1 d . . . C37 C 1.15105(19) 0.4882(3) 0.94299(13) 0.0503(8) Uani 1 1 d . . . C38 C 1.1632(2) 0.4664(3) 0.99757(13) 0.0618(10) Uani 1 1 d . . . H38 H 1.1351 0.5159 1.0218 0.074 Uiso 1 1 calc R . . C39 C 1.2142(2) 0.3761(3) 1.01817(13) 0.0600(10) Uani 1 1 d . . . C40 C 1.25707(19) 0.3066(3) 0.98267(13) 0.0562(9) Uani 1 1 d . . . H40 H 1.2937 0.2451 0.9965 0.067 Uiso 1 1 calc R . . C41 C 1.24820(18) 0.3241(2) 0.92739(12) 0.0431(8) Uani 1 1 d . . . C42 C 1.0937(2) 0.5880(3) 0.92132(13) 0.0674(10) Uani 1 1 d . . . H42A H 1.1287 0.6382 0.899 0.101 Uiso 1 1 calc R . . H42B H 1.0728 0.633 0.9514 0.101 Uiso 1 1 calc R . . H42C H 1.0427 0.5572 0.8996 0.101 Uiso 1 1 calc R . . C43 C 1.2946(2) 0.2475(3) 0.88928(12) 0.0580(9) Uani 1 1 d . . . H43A H 1.2508 0.213 0.8633 0.087 Uiso 1 1 calc R . . H43B H 1.3264 0.1858 0.9095 0.087 Uiso 1 1 calc R . . H43C H 1.3369 0.2939 0.8701 0.087 Uiso 1 1 calc R . . C44 C 1.2238(2) 0.3541(3) 1.07825(13) 0.0913(13) Uani 1 1 d . . . H44A H 1.226 0.2703 1.085 0.137 Uiso 1 1 calc R . . H44B H 1.173 0.3876 1.0953 0.137 Uiso 1 1 calc R . . H44C H 1.2787 0.3902 1.0934 0.137 Uiso 1 1 calc R . . N1 N 1.01640(14) 0.25035(19) 0.89140(8) 0.0367(6) Uani 1 1 d . . . N2 N 0.87062(13) 0.15278(17) 0.73491(9) 0.0313(5) Uani 1 1 d . . . N3 N 0.82305(14) 0.14798(18) 0.81317(9) 0.0351(6) Uani 1 1 d . . . N4 N 1.14460(14) 0.47872(18) 0.77121(9) 0.0358(6) Uani 1 1 d . . . N5 N 1.18736(14) 0.44152(19) 0.85222(9) 0.0370(6) Uani 1 1 d . . . Cl1 Cl 1.10954(4) 0.14921(6) 0.78858(3) 0.0474(2) Uani 1 1 d . . . Cl2 Cl 0.90713(4) 0.44725(6) 0.81338(3) 0.0466(2) Uani 1 1 d . . . V1 V 1.01002(3) 0.28903(4) 0.820152(17) 0.02457(12) 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 0.051(2) 0.086(3) 0.055(2) 0.031(2) -0.0100(17) -0.0092(19) C2 0.082(3) 0.088(3) 0.039(2) -0.0143(19) 0.0200(18) -0.018(2) C3 0.0263(15) 0.0292(16) 0.0338(17) 0.0058(13) 0.0012(13) -0.0011(12) C4 0.0383(19) 0.0464(19) 0.049(2) 0.0066(16) -0.0105(16) -0.0190(15) C5 0.0327(18) 0.055(2) 0.056(2) 0.0138(17) -0.0081(16) -0.0223(15) C6 0.0323(16) 0.0321(17) 0.0280(16) -0.0003(13) -0.0061(13) -0.0077(13) C7 0.0340(16) 0.0293(16) 0.0394(18) 0.0034(14) -0.0056(14) -0.0047(13) C8 0.052(2) 0.0393(19) 0.0384(19) 0.0083(15) -0.0035(15) -0.0075(15) C9 0.051(2) 0.047(2) 0.041(2) -0.0071(17) 0.0028(15) -0.0059(17) C10 0.0450(19) 0.0373(19) 0.048(2) -0.0112(16) -0.0027(15) 0.0019(15) C11 0.0461(19) 0.0281(17) 0.0382(19) -0.0039(15) -0.0094(15) -0.0056(14) C12 0.0490(19) 0.0350(18) 0.049(2) 0.0069(15) 0.0004(15) 0.0040(15) C13 0.100(3) 0.072(3) 0.054(2) -0.006(2) 0.023(2) -0.004(2) C14 0.074(2) 0.0261(17) 0.053(2) -0.0003(15) -0.0108(17) -0.0020(16) C15 0.0256(16) 0.0477(19) 0.0409(19) 0.0158(16) 0.0060(13) -0.0072(14) C16 0.0282(17) 0.065(2) 0.059(2) 0.0200(19) 0.0147(15) 0.0028(16) C17 0.048(2) 0.080(3) 0.064(2) 0.018(2) 0.0351(17) 0.0123(19) C18 0.049(2) 0.093(3) 0.055(2) 0.028(2) 0.0249(18) 0.006(2) C19 0.046(2) 0.071(2) 0.054(2) 0.0328(19) 0.0142(17) 0.0010(18) C20 0.0323(17) 0.048(2) 0.051(2) 0.0144(17) 0.0078(15) -0.0038(15) C21 0.0357(19) 0.071(2) 0.089(3) 0.025(2) 0.0129(18) 0.0068(17) C22 0.062(2) 0.046(2) 0.063(2) 0.0171(17) 0.0060(18) 0.0032(17) C23 0.101(3) 0.137(4) 0.069(3) 0.042(3) 0.050(2) 0.024(3) C24 0.0220(15) 0.0255(15) 0.0339(17) -0.0031(13) 0.0054(12) 0.0010(11) C25 0.0366(19) 0.064(2) 0.068(3) 0.0162(19) 0.0034(17) -0.0270(17) C26 0.0328(19) 0.069(2) 0.073(3) 0.003(2) -0.0043(17) -0.0247(17) C27 0.0332(16) 0.0317(17) 0.0365(18) 0.0081(14) 0.0103(14) -0.0074(14) C28 0.0365(18) 0.0427(19) 0.042(2) 0.0089(16) 0.0148(15) -0.0023(14) C29 0.053(2) 0.046(2) 0.039(2) 0.0046(15) 0.0174(16) -0.0060(16) C30 0.051(2) 0.043(2) 0.045(2) 0.0116(17) 0.0075(16) -0.0061(16) C31 0.050(2) 0.0310(18) 0.061(2) 0.0130(17) 0.0125(17) -0.0016(15) C32 0.0466(19) 0.0267(16) 0.047(2) 0.0109(15) 0.0137(15) -0.0052(14) C33 0.069(2) 0.067(2) 0.052(2) 0.0079(18) 0.0260(17) 0.0236(19) C34 0.085(3) 0.081(3) 0.056(2) 0.021(2) -0.005(2) 0.005(2) C35 0.080(2) 0.0320(18) 0.057(2) 0.0002(16) 0.0136(18) 0.0026(16) C36 0.0293(17) 0.0441(19) 0.0407(19) -0.0068(15) -0.0074(14) -0.0054(14) C37 0.0382(19) 0.057(2) 0.054(2) -0.0104(18) -0.0113(16) 0.0096(16) C38 0.058(2) 0.083(3) 0.042(2) -0.0214(19) -0.0134(17) 0.021(2) C39 0.049(2) 0.084(3) 0.044(2) -0.007(2) -0.0202(17) 0.016(2) C40 0.048(2) 0.064(2) 0.054(2) -0.0092(19) -0.0217(17) 0.0193(17) C41 0.0326(17) 0.050(2) 0.045(2) -0.0100(15) -0.0100(14) 0.0061(14) C42 0.072(2) 0.068(2) 0.061(2) -0.0137(19) -0.0072(19) 0.029(2) C43 0.052(2) 0.064(2) 0.058(2) -0.0121(18) -0.0039(16) 0.0171(17) C44 0.100(3) 0.126(3) 0.044(2) -0.009(2) -0.024(2) 0.039(3) N1 0.0353(14) 0.0475(15) 0.0274(13) 0.0017(11) 0.0016(11) -0.0081(11) N2 0.0316(13) 0.0280(13) 0.0335(14) 0.0036(11) -0.0043(11) -0.0113(10) N3 0.0270(13) 0.0393(14) 0.0387(15) 0.0107(11) -0.0010(11) -0.0095(11) N4 0.0290(13) 0.0388(15) 0.0402(15) 0.0044(12) 0.0066(11) -0.0092(11) N5 0.0226(13) 0.0429(15) 0.0449(16) -0.0012(12) -0.0017(11) -0.0076(11) Cl1 0.0338(4) 0.0435(5) 0.0660(5) -0.0192(4) 0.0123(4) 0.0022(3) Cl2 0.0290(4) 0.0351(4) 0.0758(6) 0.0047(4) 0.0033(4) 0.0067(3) V1 0.0199(2) 0.0273(3) 0.0268(3) 0.0006(2) 0.00366(18) -0.0007(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 1.477(3) . ? C1 H1A 0.98 . ? C1 H1B 0.98 . ? C1 H1C 0.98 . ? C2 N1 1.464(3) . ? C2 H2A 0.98 . ? C2 H2B 0.98 . ? C2 H2C 0.98 . ? C3 N2 1.362(3) . ? C3 N3 1.374(3) . ? C3 V1 2.238(3) . ? C4 C5 1.322(4) . ? C4 N2 1.382(3) . ? C4 H4 0.95 . ? C5 N3 1.382(3) . ? C5 H5 0.95 . ? C6 C7 1.386(3) . ? C6 C11 1.396(3) . ? C6 N2 1.444(3) . ? C7 C8 1.395(4) . ? C7 C12 1.501(3) . ? C8 C9 1.385(4) . ? C8 H8 0.95 . ? C9 C10 1.387(4) . ? C9 C13 1.514(4) . ? C10 C11 1.385(4) . ? C10 H10 0.95 . ? C11 C14 1.498(3) . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15 C16 1.387(4) . ? C15 C20 1.399(4) . ? C15 N3 1.447(3) . ? C16 C17 1.396(4) . ? C16 C21 1.508(4) . ? C17 C18 1.380(4) . ? C17 H17 0.95 . ? C18 C19 1.381(4) . ? C18 C23 1.511(4) . ? C19 C20 1.388(4) . ? C19 H19 0.95 . ? C20 C22 1.508(4) . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 N4 1.363(3) . ? C24 N5 1.365(3) . ? C24 V1 2.237(2) . ? C25 C26 1.326(4) . ? C25 N4 1.383(3) . ? C25 H25 0.95 . ? C26 N5 1.381(3) . ? C26 H26 0.95 . ? C27 C28 1.384(4) . ? C27 C32 1.389(3) . ? C27 N4 1.439(3) . ? C28 C29 1.393(4) . ? C28 C33 1.502(4) . ? C29 C30 1.375(4) . ? C29 H29 0.95 . ? C30 C31 1.386(4) . ? C30 C34 1.509(4) . ? C31 C32 1.383(4) . ? C31 H31 0.95 . ? C32 C35 1.508(4) . ? C33 H33A 0.98 . ? C33 H33B 0.98 . ? C33 H33C 0.98 . ? C34 H34A 0.98 . ? C34 H34B 0.98 . ? C34 H34C 0.98 . ? C35 H35A 0.98 . ? C35 H35B 0.98 . ? C35 H35C 0.98 . ? C36 C41 1.392(4) . ? C36 C37 1.393(4) . ? C36 N5 1.436(3) . ? C37 C38 1.384(4) . ? C37 C42 1.517(4) . ? C38 C39 1.374(4) . ? C38 H38 0.95 . ? C39 C40 1.384(4) . ? C39 C44 1.517(4) . ? C40 C41 1.391(4) . ? C40 H40 0.95 . ? C41 C43 1.502(4) . ? C42 H42A 0.98 . ? C42 H42B 0.98 . ? C42 H42C 0.98 . ? C43 H43A 0.98 . ? C43 H43B 0.98 . ? C43 H43C 0.98 . ? C44 H44A 0.98 . ? C44 H44B 0.98 . ? C44 H44C 0.98 . ? N1 V1 1.828(2) . ? Cl1 V1 2.3715(8) . ? Cl2 V1 2.3938(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 N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N2 C3 N3 101.7(2) . . ? N2 C3 V1 130.66(18) . . ? N3 C3 V1 126.79(19) . . ? C5 C4 N2 106.8(3) . . ? C5 C4 H4 126.6 . . ? N2 C4 H4 126.6 . . ? C4 C5 N3 106.9(3) . . ? C4 C5 H5 126.6 . . ? N3 C5 H5 126.6 . . ? C7 C6 C11 122.1(2) . . ? C7 C6 N2 119.0(2) . . ? C11 C6 N2 118.1(2) . . ? C6 C7 C8 117.4(3) . . ? C6 C7 C12 121.7(2) . . ? C8 C7 C12 120.9(2) . . ? C9 C8 C7 122.6(3) . . ? C9 C8 H8 118.7 . . ? C7 C8 H8 118.7 . . ? C8 C9 C10 117.5(3) . . ? C8 C9 C13 120.9(3) . . ? C10 C9 C13 121.5(3) . . ? C11 C10 C9 122.4(3) . . ? C11 C10 H10 118.8 . . ? C9 C10 H10 118.8 . . ? C10 C11 C6 117.8(3) . . ? C10 C11 C14 120.4(3) . . ? C6 C11 C14 121.8(3) . . ? C7 C12 H12A 109.5 . . ? C7 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C7 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C13 H13A 109.5 . . ? C9 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C9 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 C20 122.0(3) . . ? C16 C15 N3 120.0(2) . . ? C20 C15 N3 117.6(3) . . ? C15 C16 C17 117.8(3) . . ? C15 C16 C21 122.2(3) . . ? C17 C16 C21 120.0(3) . . ? C18 C17 C16 121.9(3) . . ? C18 C17 H17 119.1 . . ? C16 C17 H17 119.1 . . ? C17 C18 C19 118.4(3) . . ? C17 C18 C23 120.7(3) . . ? C19 C18 C23 120.9(3) . . ? C18 C19 C20 122.3(3) . . ? C18 C19 H19 118.8 . . ? C20 C19 H19 118.8 . . ? C19 C20 C15 117.5(3) . . ? C19 C20 C22 121.6(3) . . ? C15 C20 C22 121.0(3) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N4 C24 N5 102.3(2) . . ? N4 C24 V1 129.17(18) . . ? N5 C24 V1 127.97(19) . . ? C26 C25 N4 105.9(3) . . ? C26 C25 H25 127 . . ? N4 C25 H25 127 . . ? C25 C26 N5 107.7(3) . . ? C25 C26 H26 126.2 . . ? N5 C26 H26 126.2 . . ? C28 C27 C32 122.3(3) . . ? C28 C27 N4 118.9(2) . . ? C32 C27 N4 118.0(3) . . ? C27 C28 C29 117.2(3) . . ? C27 C28 C33 122.0(3) . . ? C29 C28 C33 120.7(3) . . ? C30 C29 C28 122.6(3) . . ? C30 C29 H29 118.7 . . ? C28 C29 H29 118.7 . . ? C29 C30 C31 117.9(3) . . ? C29 C30 C34 121.4(3) . . ? C31 C30 C34 120.7(3) . . ? C32 C31 C30 122.1(3) . . ? C32 C31 H31 118.9 . . ? C30 C31 H31 118.9 . . ? C31 C32 C27 117.7(3) . . ? C31 C32 C35 120.3(3) . . ? C27 C32 C35 121.8(3) . . ? C28 C33 H33A 109.5 . . ? C28 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C28 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C30 C34 H34A 109.5 . . ? C30 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C30 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C32 C35 H35A 109.5 . . ? C32 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C32 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C41 C36 C37 122.3(3) . . ? C41 C36 N5 119.4(3) . . ? C37 C36 N5 117.9(3) . . ? C38 C37 C36 117.3(3) . . ? C38 C37 C42 121.6(3) . . ? C36 C37 C42 121.1(3) . . ? C39 C38 C37 122.7(3) . . ? C39 C38 H38 118.7 . . ? C37 C38 H38 118.7 . . ? C38 C39 C40 118.2(3) . . ? C38 C39 C44 120.8(3) . . ? C40 C39 C44 121.0(3) . . ? C39 C40 C41 122.1(3) . . ? C39 C40 H40 119 . . ? C41 C40 H40 119 . . ? C40 C41 C36 117.4(3) . . ? C40 C41 C43 121.5(3) . . ? C36 C41 C43 121.1(3) . . ? C37 C42 H42A 109.5 . . ? C37 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C37 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C39 C44 H44A 109.5 . . ? C39 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C39 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C2 N1 C1 108.2(2) . . ? C2 N1 V1 124.3(2) . . ? C1 N1 V1 127.53(19) . . ? C3 N2 C4 112.5(2) . . ? C3 N2 C6 128.6(2) . . ? C4 N2 C6 118.7(2) . . ? C3 N3 C5 112.1(2) . . ? C3 N3 C15 127.6(2) . . ? C5 N3 C15 119.5(2) . . ? C24 N4 C25 112.6(2) . . ? C24 N4 C27 128.7(2) . . ? C25 N4 C27 118.3(2) . . ? C24 N5 C26 111.5(2) . . ? C24 N5 C36 128.4(2) . . ? C26 N5 C36 119.5(2) . . ? N1 V1 C24 103.17(9) . . ? N1 V1 C3 102.80(9) . . ? C24 V1 C3 154.02(10) . . ? N1 V1 Cl1 99.33(7) . . ? C24 V1 Cl1 86.53(6) . . ? C3 V1 Cl1 89.77(7) . . ? N1 V1 Cl2 104.32(7) . . ? C24 V1 Cl2 88.50(6) . . ? C3 V1 Cl2 84.65(7) . . ? Cl1 V1 Cl2 156.34(3) . . ? # END data_4 _database_code_depnum_ccdc_archive 'CCDC 723919' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C25 H36 Cl2 N4 Zr1' _chemical_formula_sum 'C25 H36 Cl2 N4 Zr' _chemical_formula_weight 554.7 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 9.5739(3) _cell_length_b 16.2577(4) _cell_length_c 17.9949(5) _cell_angle_alpha 90 _cell_angle_beta 101.690(3) _cell_angle_gamma 90 _cell_volume 2742.80(13) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 9756 _cell_measurement_theta_min 2.5678 _cell_measurement_theta_max 32.0804 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.343 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.615 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET) (compiled Aug 28 2006,13:05:05) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.841 _exptl_absorpt_correction_T_max 0.908 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford-Diffraction XCALIBUR' _diffrn_measurement_method \w-\f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_orient_matrix_ub_11 -0.05591471 _diffrn_orient_matrix_ub_12 0.0212068821 _diffrn_orient_matrix_ub_13 0.0123040534 _diffrn_orient_matrix_ub_21 -0.0502995604 _diffrn_orient_matrix_ub_22 -0.0275568769 _diffrn_orient_matrix_ub_23 -0.0210171857 _diffrn_orient_matrix_ub_31 0.0077684555 _diffrn_orient_matrix_ub_32 -0.0262685396 _diffrn_orient_matrix_ub_33 0.0320340868 _diffrn_reflns_av_R_equivalents 0.0444 _diffrn_reflns_av_unetI/netI 0.0487 _diffrn_reflns_number 21290 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 5606 _reflns_number_gt 3900 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0563P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 5606 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0565 _refine_ls_R_factor_gt 0.0316 _refine_ls_wR_factor_ref 0.1032 _refine_ls_wR_factor_gt 0.081 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.498 _refine_diff_density_min -0.565 _refine_diff_density_rms 0.103 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.1475(3) 0.20083(16) 0.92107(16) 0.0271(6) Uani 1 1 d . . . C2 C 0.0106(4) 0.1397(2) 0.9934(2) 0.0602(12) Uani 1 1 d . . . H2 H -0.0362 0.098 1.0161 0.072 Uiso 1 1 calc R . . C3 C 0.0062(5) 0.2204(2) 1.0059(2) 0.0677(13) Uani 1 1 d . . . H3 H -0.045 0.2472 1.0389 0.081 Uiso 1 1 calc R . . C4 C 0.1337(3) 0.04821(16) 0.91868(16) 0.0263(6) Uani 1 1 d . . . C5 C 0.0463(3) 0.00961(17) 0.85672(16) 0.0276(6) Uani 1 1 d . . . C6 C 0.0867(3) -0.06823(17) 0.83758(17) 0.0296(7) Uani 1 1 d . . . H6 H 0.0303 -0.0957 0.7953 0.036 Uiso 1 1 calc R . . C7 C 0.2077(3) -0.10728(17) 0.87867(16) 0.0279(7) Uani 1 1 d . . . C8 C 0.2855(3) -0.06761(17) 0.94091(16) 0.0289(7) Uani 1 1 d . . . H8 H 0.3665 -0.0946 0.9699 0.035 Uiso 1 1 calc R . . C9 C 0.2513(3) 0.00917(17) 0.96305(16) 0.0279(7) Uani 1 1 d . . . C10 C -0.0880(3) 0.0490(2) 0.8139(2) 0.0469(9) Uani 1 1 d . . . H10A H -0.1573 0.0532 0.847 0.07 Uiso 1 1 calc R . . H10B H -0.128 0.0154 0.7695 0.07 Uiso 1 1 calc R . . H10C H -0.0662 0.1041 0.7973 0.07 Uiso 1 1 calc R . . C11 C 0.3316(4) 0.0484(2) 1.03482(17) 0.0428(8) Uani 1 1 d . . . H11A H 0.4116 0.013 1.0578 0.064 Uiso 1 1 calc R . . H11B H 0.2675 0.0556 1.0704 0.064 Uiso 1 1 calc R . . H11C H 0.368 0.1022 1.0229 0.064 Uiso 1 1 calc R . . C12 C 0.2516(3) -0.19094(18) 0.85607(18) 0.0378(7) Uani 1 1 d . . . H12A H 0.307 -0.2189 0.9007 0.057 Uiso 1 1 calc R . . H12B H 0.3101 -0.185 0.8175 0.057 Uiso 1 1 calc R . . H12C H 0.1664 -0.2234 0.8353 0.057 Uiso 1 1 calc R . . C13 C 0.1122(4) 0.34380(18) 0.95780(17) 0.0371(8) Uani 1 1 d . . . C14 C 0.0201(4) 0.38925(19) 0.90234(18) 0.0400(8) Uani 1 1 d . . . C15 C 0.0488(4) 0.4721(2) 0.8971(2) 0.0490(10) Uani 1 1 d . . . H15 H -0.0117 0.504 0.8596 0.059 Uiso 1 1 calc R . . C16 C 0.1601(5) 0.5098(2) 0.9435(2) 0.0506(10) Uani 1 1 d . . . C17 C 0.2409(4) 0.4643(2) 1.0011(2) 0.0502(10) Uani 1 1 d . . . H17 H 0.3144 0.4911 1.0361 0.06 Uiso 1 1 calc R . . C18 C 0.2191(4) 0.38133(19) 1.00987(19) 0.0453(9) Uani 1 1 d . . . C19 C 0.3066(5) 0.3334(2) 1.0755(2) 0.0651(12) Uani 1 1 d . . . H19A H 0.2538 0.3296 1.1167 0.098 Uiso 1 1 calc R . . H19B H 0.3975 0.3616 1.0939 0.098 Uiso 1 1 calc R . . H19C H 0.3249 0.2779 1.0584 0.098 Uiso 1 1 calc R . . C20 C 0.1923(5) 0.5988(2) 0.9319(3) 0.0793(15) Uani 1 1 d . . . H20A H 0.2622 0.6029 0.8991 0.119 Uiso 1 1 calc R . . H20B H 0.2313 0.6242 0.9811 0.119 Uiso 1 1 calc R . . H20C H 0.1044 0.6272 0.908 0.119 Uiso 1 1 calc R . . C21 C -0.1062(4) 0.3494(2) 0.8532(2) 0.0581(10) Uani 1 1 d . . . H21A H -0.074 0.3054 0.8234 0.087 Uiso 1 1 calc R . . H21B H -0.1595 0.3905 0.8188 0.087 Uiso 1 1 calc R . . H21C H -0.1681 0.3262 0.8851 0.087 Uiso 1 1 calc R . . C22 C 0.3629(4) 0.0580(2) 0.7703(2) 0.0543(10) Uani 1 1 d . . . H22A H 0.3699 0.0443 0.7181 0.081 Uiso 1 1 calc R . . H22B H 0.2632 0.0537 0.7755 0.081 Uiso 1 1 calc R . . H22C H 0.4214 0.0196 0.8054 0.081 Uiso 1 1 calc R . . C23 C 0.5580(4) 0.1505(3) 0.7777(3) 0.0736(13) Uani 1 1 d . . . H23A H 0.6218 0.1171 0.8153 0.11 Uiso 1 1 calc R . . H23B H 0.5856 0.2085 0.7844 0.11 Uiso 1 1 calc R . . H23C H 0.565 0.1327 0.7265 0.11 Uiso 1 1 calc R . . C24 C 0.4143(4) 0.4093(2) 0.8464(2) 0.0581(11) Uani 1 1 d . . . H24A H 0.513 0.4227 0.8438 0.087 Uiso 1 1 calc R . . H24B H 0.4079 0.3994 0.8993 0.087 Uiso 1 1 calc R . . H24C H 0.3519 0.4552 0.8261 0.087 Uiso 1 1 calc R . . C25 C 0.3752(5) 0.3491(2) 0.7238(2) 0.0631(12) Uani 1 1 d . . . H25A H 0.3054 0.3913 0.7023 0.095 Uiso 1 1 calc R . . H25B H 0.3525 0.2975 0.6958 0.095 Uiso 1 1 calc R . . H25C H 0.4709 0.3673 0.7197 0.095 Uiso 1 1 calc R . . N1 N 0.0960(3) 0.12856(14) 0.94141(14) 0.0319(6) Uani 1 1 d . . . N2 N 0.0900(3) 0.25722(15) 0.96177(15) 0.0383(7) Uani 1 1 d . . . N3 N 0.4129(3) 0.14070(16) 0.78753(15) 0.0375(6) Uani 1 1 d . . . N4 N 0.3705(3) 0.33640(15) 0.80223(14) 0.0349(6) Uani 1 1 d . . . Cl1 Cl 0.48831(9) 0.23231(5) 0.95448(5) 0.0456(2) Uani 1 1 d . . . Cl2 Cl 0.08764(8) 0.21359(6) 0.73815(4) 0.0446(2) Uani 1 1 d . . . Zr1 Zr 0.30934(3) 0.226508(16) 0.835256(15) 0.02398(10) 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 0.0339(16) 0.0211(15) 0.0285(15) 0.0038(12) 0.0110(13) 0.0019(12) C2 0.088(3) 0.0307(19) 0.084(3) 0.0034(18) 0.070(3) 0.0002(19) C3 0.110(3) 0.031(2) 0.090(3) 0.0053(19) 0.086(3) 0.006(2) C4 0.0298(16) 0.0187(14) 0.0349(16) 0.0022(12) 0.0170(14) 0.0004(12) C5 0.0220(15) 0.0254(16) 0.0362(17) 0.0044(12) 0.0078(13) -0.0023(12) C6 0.0289(16) 0.0266(16) 0.0330(16) -0.0001(12) 0.0056(14) -0.0054(13) C7 0.0301(16) 0.0218(15) 0.0350(17) 0.0010(12) 0.0139(14) -0.0012(12) C8 0.0227(15) 0.0269(16) 0.0356(17) 0.0078(13) 0.0026(13) -0.0003(12) C9 0.0339(17) 0.0252(15) 0.0266(15) 0.0020(12) 0.0106(13) -0.0059(13) C10 0.0347(19) 0.0365(19) 0.066(2) 0.0079(17) 0.0032(18) 0.0043(15) C11 0.059(2) 0.0411(19) 0.0259(16) -0.0014(14) 0.0022(16) -0.0114(17) C12 0.0355(17) 0.0274(17) 0.050(2) -0.0061(15) 0.0082(16) 0.0008(14) C13 0.060(2) 0.0241(16) 0.0358(18) -0.0009(14) 0.0310(17) 0.0026(15) C14 0.058(2) 0.0333(18) 0.0350(18) 0.0036(14) 0.0244(17) 0.0101(16) C15 0.074(3) 0.0304(19) 0.052(2) 0.0099(16) 0.034(2) 0.0194(19) C16 0.085(3) 0.0229(17) 0.055(2) -0.0014(16) 0.042(2) 0.0055(19) C17 0.074(3) 0.037(2) 0.046(2) -0.0101(16) 0.025(2) -0.0023(18) C18 0.075(3) 0.0281(18) 0.0397(19) 0.0002(14) 0.0279(19) 0.0057(17) C19 0.102(3) 0.053(2) 0.041(2) 0.0004(18) 0.015(2) 0.008(2) C20 0.129(4) 0.027(2) 0.097(4) 0.003(2) 0.060(3) 0.005(2) C21 0.069(3) 0.060(3) 0.051(2) 0.0042(19) 0.024(2) 0.014(2) C22 0.073(3) 0.034(2) 0.066(3) 0.0045(17) 0.037(2) 0.0104(19) C23 0.038(2) 0.084(3) 0.102(4) -0.014(3) 0.021(2) 0.011(2) C24 0.089(3) 0.039(2) 0.052(2) 0.0044(17) 0.029(2) -0.008(2) C25 0.106(3) 0.042(2) 0.047(2) 0.0103(17) 0.032(2) -0.009(2) N1 0.0397(15) 0.0213(13) 0.0415(15) -0.0011(11) 0.0241(13) -0.0025(11) N2 0.0622(18) 0.0207(13) 0.0399(15) 0.0047(11) 0.0294(14) 0.0013(12) N3 0.0351(15) 0.0370(16) 0.0429(16) 0.0008(12) 0.0136(13) 0.0115(12) N4 0.0433(15) 0.0291(14) 0.0334(14) 0.0076(11) 0.0108(12) -0.0004(12) Cl1 0.0411(5) 0.0533(5) 0.0364(4) 0.0111(4) -0.0069(4) -0.0030(4) Cl2 0.0331(4) 0.0676(6) 0.0311(4) 0.0002(4) 0.0019(3) 0.0048(4) Zr1 0.02555(16) 0.02378(16) 0.02351(16) 0.00397(12) 0.00708(11) 0.00200(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 1.353(3) . ? C1 N2 1.357(4) . ? C1 Zr1 2.435(3) . ? C2 C3 1.332(5) . ? C2 N1 1.373(4) . ? C2 H2 0.95 . ? C3 N2 1.375(4) . ? C3 H3 0.95 . ? C4 C9 1.394(4) . ? C4 C5 1.400(4) . ? C4 N1 1.437(3) . ? C5 C6 1.387(4) . ? C5 C10 1.501(4) . ? C6 C7 1.395(4) . ? C6 H6 0.95 . ? C7 C8 1.373(4) . ? C7 C12 1.504(4) . ? C8 C9 1.370(4) . ? C8 H8 0.95 . ? C9 C11 1.504(4) . ? C10 H10A 0.98 . ? C10 H10B 0.98 . ? C10 H10C 0.98 . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 C18 1.382(5) . ? C13 C14 1.401(4) . ? C13 N2 1.427(4) . ? C14 C15 1.381(4) . ? C14 C21 1.494(5) . ? C15 C16 1.359(5) . ? C15 H15 0.95 . ? C16 C17 1.376(5) . ? C16 C20 1.503(5) . ? C17 C18 1.379(4) . ? C17 H17 0.95 . ? C18 C19 1.518(5) . ? C19 H19A 0.98 . ? C19 H19B 0.98 . ? C19 H19C 0.98 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 N3 1.440(4) . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 N3 1.444(4) . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 N4 1.441(4) . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? C25 N4 1.437(4) . ? C25 H25A 0.98 . ? C25 H25B 0.98 . ? C25 H25C 0.98 . ? N3 Zr1 2.003(2) . ? N4 Zr1 2.007(2) . ? Cl1 Zr1 2.4614(8) . ? Cl2 Zr1 2.4698(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 N1 C1 N2 103.4(2) . . ? N1 C1 Zr1 129.34(19) . . ? N2 C1 Zr1 127.3(2) . . ? C3 C2 N1 106.8(3) . . ? C3 C2 H2 126.6 . . ? N1 C2 H2 126.6 . . ? C2 C3 N2 106.8(3) . . ? C2 C3 H3 126.6 . . ? N2 C3 H3 126.6 . . ? C9 C4 C5 122.4(3) . . ? C9 C4 N1 118.1(3) . . ? C5 C4 N1 119.3(3) . . ? C6 C5 C4 117.1(3) . . ? C6 C5 C10 121.0(3) . . ? C4 C5 C10 121.9(3) . . ? C5 C6 C7 121.8(3) . . ? C5 C6 H6 119.1 . . ? C7 C6 H6 119.1 . . ? C8 C7 C6 118.2(3) . . ? C8 C7 C12 120.7(3) . . ? C6 C7 C12 121.1(3) . . ? C9 C8 C7 122.9(3) . . ? C9 C8 H8 118.5 . . ? C7 C8 H8 118.5 . . ? C8 C9 C4 117.4(3) . . ? C8 C9 C11 121.7(3) . . ? C4 C9 C11 120.8(3) . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C7 C12 H12A 109.5 . . ? C7 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C7 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C18 C13 C14 121.5(3) . . ? C18 C13 N2 119.9(3) . . ? C14 C13 N2 118.5(3) . . ? C15 C14 C13 117.2(3) . . ? C15 C14 C21 122.1(3) . . ? C13 C14 C21 120.7(3) . . ? C16 C15 C14 122.7(3) . . ? C16 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? C15 C16 C17 118.1(3) . . ? C15 C16 C20 120.4(4) . . ? C17 C16 C20 121.4(4) . . ? C16 C17 C18 122.5(4) . . ? C16 C17 H17 118.8 . . ? C18 C17 H17 118.8 . . ? C17 C18 C13 117.6(3) . . ? C17 C18 C19 121.3(4) . . ? C13 C18 C19 121.1(3) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C14 C21 H21A 109.5 . . ? C14 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C14 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N3 C22 H22A 109.5 . . ? N3 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N3 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N4 C24 H24A 109.5 . . ? N4 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N4 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N4 C25 H25A 109.5 . . ? N4 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? N4 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C1 N1 C2 111.7(2) . . ? C1 N1 C4 125.9(2) . . ? C2 N1 C4 122.2(2) . . ? C1 N2 C3 111.4(3) . . ? C1 N2 C13 124.0(2) . . ? C3 N2 C13 124.6(3) . . ? C22 N3 C23 111.3(3) . . ? C22 N3 Zr1 124.8(2) . . ? C23 N3 Zr1 123.2(2) . . ? C25 N4 C24 111.1(3) . . ? C25 N4 Zr1 119.2(2) . . ? C24 N4 Zr1 129.7(2) . . ? N3 Zr1 N4 107.07(11) . . ? N3 Zr1 C1 125.91(10) . . ? N4 Zr1 C1 126.98(10) . . ? N3 Zr1 Cl1 94.74(8) . . ? N4 Zr1 Cl1 91.76(7) . . ? C1 Zr1 Cl1 82.76(7) . . ? N3 Zr1 Cl2 93.82(8) . . ? N4 Zr1 Cl2 97.27(8) . . ? C1 Zr1 Cl2 82.41(7) . . ? Cl1 Zr1 Cl2 165.17(3) . . ? # END data_6 _database_code_depnum_ccdc_archive 'CCDC 723920' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C42 H48 Cl3 N4 V1' _chemical_formula_sum 'C42 H48 Cl3 N4 V' _chemical_formula_weight 766.13 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc ' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 30.122(3) _cell_length_b 12.9535(9) _cell_length_c 24.2742(18) _cell_angle_alpha 90 _cell_angle_beta 99.789(7) _cell_angle_gamma 90 _cell_volume 9333.6(12) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 9958 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 21.31 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour 'dark yellow' _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _exptl_crystal_density_diffrn 1.09 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3216 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.414 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.875 _exptl_absorpt_correction_T_max 0.990 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180 _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Kappa APEX II' _diffrn_measurement_method \w-\f _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.073 _diffrn_reflns_av_unetI/netI 0.0533 _diffrn_reflns_number 86160 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.7 _diffrn_reflns_theta_max 25.46 _diffrn_reflns_theta_full 25.46 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 8635 _reflns_number_gt 5761 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. It was not possible to resolve diffuse electron-density residuals (enclosed solvent molecules). Treatment with the SQUEEZE facility from PLATON (Spek, 1990), with a localized void of about 1699 A \^E 3 and 622 electron count / cell,resulted in a smooth refinement. Since a few low order reflections are missing from the data set, the electron count will be underestimated. Thus, the values given for D(calc), F(000) and the molecular weight are only valid for the ordered part of the structure. ; _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^)+(0.0773P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 8635 _refine_ls_number_parameters 463 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.086 _refine_ls_R_factor_gt 0.0504 _refine_ls_wR_factor_ref 0.1357 _refine_ls_wR_factor_gt 0.1241 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.378 _refine_diff_density_min -0.454 _refine_diff_density_rms 0.07 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.12571(9) 0.91719(18) 0.06412(10) 0.0297(6) Uani 1 1 d . . . C2 C 0.07559(10) 0.7970(2) 0.02250(13) 0.0481(8) Uani 1 1 d . . . H2 H 0.0635 0.7324 0.0087 0.058 Uiso 1 1 calc R . . C3 C 0.05397(10) 0.8871(2) 0.01983(14) 0.0500(8) Uani 1 1 d . . . H3 H 0.0234 0.8993 0.0037 0.06 Uiso 1 1 calc R . . C4 C 0.22980(9) 1.10235(19) 0.17678(11) 0.0324(6) Uani 1 1 d . . . C5 C 0.28755(11) 1.2078(2) 0.21519(13) 0.0487(8) Uani 1 1 d . . . H5 H 0.3165 1.2392 0.2224 0.058 Uiso 1 1 calc R . . C6 C 0.25285(11) 1.2280(2) 0.24056(14) 0.0547(9) Uani 1 1 d . . . H6 H 0.2523 1.2772 0.2695 0.066 Uiso 1 1 calc R . . C7 C 0.15152(9) 0.73213(19) 0.05305(12) 0.0372(7) Uani 1 1 d . . . C8 C 0.17645(10) 0.7226(2) 0.01087(12) 0.0423(7) Uani 1 1 d . . . C9 C 0.20380(11) 0.6352(3) 0.01111(14) 0.0546(9) Uani 1 1 d . . . H9 H 0.2217 0.6274 -0.0173 0.066 Uiso 1 1 calc R . . C10 C 0.20541(11) 0.5605(2) 0.05141(15) 0.0573(9) Uani 1 1 d . . . C11 C 0.17980(12) 0.5735(2) 0.09262(15) 0.0564(9) Uani 1 1 d . . . H11 H 0.1812 0.5222 0.1208 0.068 Uiso 1 1 calc R . . C12 C 0.15176(10) 0.6592(2) 0.09479(13) 0.0455(8) Uani 1 1 d . . . C13 C 0.17451(12) 0.8015(3) -0.03479(14) 0.0595(9) Uani 1 1 d . . . H13A H 0.1439 0.8041 -0.0564 0.089 Uiso 1 1 calc R . . H13B H 0.1958 0.7826 -0.0595 0.089 Uiso 1 1 calc R . . H13C H 0.1826 0.8694 -0.0183 0.089 Uiso 1 1 calc R . . C14 C 0.23401(14) 0.4642(3) 0.04944(18) 0.0887(15) Uani 1 1 d . . . H14A H 0.2291 0.4367 0.0113 0.133 Uiso 1 1 calc R . . H14B H 0.2254 0.4121 0.075 0.133 Uiso 1 1 calc R . . H14C H 0.2659 0.4818 0.0608 0.133 Uiso 1 1 calc R . . C15 C 0.12398(13) 0.6710(3) 0.14039(15) 0.0673(10) Uani 1 1 d . . . H15A H 0.1318 0.6162 0.1682 0.101 Uiso 1 1 calc R . . H15B H 0.0919 0.666 0.1243 0.101 Uiso 1 1 calc R . . H15C H 0.1301 0.7384 0.1584 0.101 Uiso 1 1 calc R . . C16 C 0.07167(9) 1.0673(2) 0.04511(12) 0.0375(7) Uani 1 1 d . . . C17 C 0.07622(10) 1.1267(2) -0.00135(13) 0.0452(8) Uani 1 1 d . . . C18 C 0.06208(11) 1.2287(2) -0.00166(16) 0.0560(9) Uani 1 1 d . . . H18 H 0.0653 1.2716 -0.0325 0.067 Uiso 1 1 calc R . . C19 C 0.04345(11) 1.2694(2) 0.04188(17) 0.0608(10) Uani 1 1 d . . . C20 C 0.03745(10) 1.2062(2) 0.08593(15) 0.0526(9) Uani 1 1 d . . . H20 H 0.0235 1.2333 0.1151 0.063 Uiso 1 1 calc R . . C21 C 0.05146(9) 1.1035(2) 0.08860(13) 0.0408(7) Uani 1 1 d . . . C22 C 0.09458(12) 1.0833(3) -0.05030(13) 0.0631(10) Uani 1 1 d . . . H22A H 0.0997 1.1396 -0.0755 0.095 Uiso 1 1 calc R . . H22B H 0.0729 1.0342 -0.0704 0.095 Uiso 1 1 calc R . . H22C H 0.1231 1.0478 -0.0369 0.095 Uiso 1 1 calc R . . C23 C 0.02851(15) 1.3828(2) 0.0414(2) 0.0964(16) Uani 1 1 d . . . H23A H 0.0551 1.4275 0.0483 0.145 Uiso 1 1 calc R . . H23B H 0.0102 1.3939 0.0706 0.145 Uiso 1 1 calc R . . H23C H 0.0106 1.3995 0.0048 0.145 Uiso 1 1 calc R . . C24 C 0.04259(11) 1.0358(2) 0.13557(14) 0.0554(9) Uani 1 1 d . . . H24A H 0.0265 0.9736 0.1203 0.083 Uiso 1 1 calc R . . H24B H 0.0242 1.0734 0.1586 0.083 Uiso 1 1 calc R . . H24C H 0.0713 1.016 0.1586 0.083 Uiso 1 1 calc R . . C25 C 0.17527(10) 1.1683(2) 0.23701(12) 0.0417(7) Uani 1 1 d . . . C26 C 0.14060(10) 1.2289(2) 0.20958(13) 0.0433(7) Uani 1 1 d . . . C27 C 0.10150(11) 1.2356(3) 0.23255(15) 0.0565(9) Uani 1 1 d . . . H27 H 0.077 1.2755 0.2141 0.068 Uiso 1 1 calc R . . C28 C 0.09754(13) 1.1853(3) 0.28187(17) 0.0676(11) Uani 1 1 d . . . C29 C 0.13282(14) 1.1263(3) 0.30772(15) 0.0695(11) Uani 1 1 d . . . H29 H 0.1299 1.0908 0.3412 0.083 Uiso 1 1 calc R . . C30 C 0.17244(12) 1.1166(3) 0.28682(13) 0.0550(9) Uani 1 1 d . . . C31 C 0.14519(11) 1.2893(2) 0.15845(14) 0.0552(9) Uani 1 1 d . . . H31A H 0.175 1.3215 0.1634 0.083 Uiso 1 1 calc R . . H31B H 0.122 1.343 0.1523 0.083 Uiso 1 1 calc R . . H31C H 0.1416 1.2431 0.126 0.083 Uiso 1 1 calc R . . C32 C 0.05417(14) 1.1964(4) 0.3071(2) 0.1069(17) Uani 1 1 d . . . H32A H 0.0346 1.1368 0.2964 0.16 Uiso 1 1 calc R . . H32B H 0.0384 1.2598 0.2931 0.16 Uiso 1 1 calc R . . H32C H 0.062 1.1998 0.348 0.16 Uiso 1 1 calc R . . C33 C 0.21024(14) 1.0517(4) 0.31632(15) 0.0847(13) Uani 1 1 d . . . H33A H 0.199 1.0064 0.3432 0.127 Uiso 1 1 calc R . . H33B H 0.2339 1.0965 0.3361 0.127 Uiso 1 1 calc R . . H33C H 0.2226 1.0096 0.2889 0.127 Uiso 1 1 calc R . . C34 C 0.30479(9) 1.08648(19) 0.14438(11) 0.0323(6) Uani 1 1 d . . . C35 C 0.32713(10) 0.9980(2) 0.16548(13) 0.0444(7) Uani 1 1 d . . . C36 C 0.35851(11) 0.9565(2) 0.13599(17) 0.0592(10) Uani 1 1 d . . . H36 H 0.3734 0.8941 0.1488 0.071 Uiso 1 1 calc R . . C37 C 0.36874(11) 1.0029(3) 0.08874(17) 0.0591(10) Uani 1 1 d . . . C38 C 0.34689(10) 1.0939(3) 0.07037(13) 0.0508(8) Uani 1 1 d . . . H38 H 0.3541 1.1273 0.0382 0.061 Uiso 1 1 calc R . . C39 C 0.31465(9) 1.1372(2) 0.09810(12) 0.0384(7) Uani 1 1 d . . . C40 C 0.31922(13) 0.9496(3) 0.21969(16) 0.0685(11) Uani 1 1 d . . . H40A H 0.3319 0.9942 0.2511 0.103 Uiso 1 1 calc R . . H40B H 0.3339 0.8818 0.2242 0.103 Uiso 1 1 calc R . . H40C H 0.2868 0.9413 0.219 0.103 Uiso 1 1 calc R . . C41 C 0.40359(13) 0.9581(4) 0.0572(2) 0.0963(16) Uani 1 1 d . . . H41A H 0.431 1.0004 0.0642 0.145 Uiso 1 1 calc R . . H41B H 0.3916 0.9577 0.0171 0.145 Uiso 1 1 calc R . . H41C H 0.4108 0.8874 0.07 0.145 Uiso 1 1 calc R . . C42 C 0.29261(11) 1.2389(2) 0.07884(14) 0.0548(9) Uani 1 1 d . . . H42A H 0.2598 1.2314 0.0737 0.082 Uiso 1 1 calc R . . H42B H 0.3014 1.259 0.0433 0.082 Uiso 1 1 calc R . . H42C H 0.3023 1.2921 0.107 0.082 Uiso 1 1 calc R . . N1 N 0.08438(7) 0.95915(16) 0.04492(9) 0.0357(5) Uani 1 1 d . . . N2 N 0.11890(7) 0.81591(16) 0.04920(9) 0.0345(5) Uani 1 1 d . . . N3 N 0.21761(8) 1.16481(18) 0.21731(10) 0.0398(6) Uani 1 1 d . . . N4 N 0.27318(7) 1.13167(16) 0.17610(9) 0.0349(5) Uani 1 1 d . . . Cl1 Cl 0.15160(3) 0.93810(6) 0.19144(3) 0.0523(2) Uani 1 1 d . . . Cl2 Cl 0.23572(3) 0.87315(6) 0.11191(3) 0.0501(2) Uani 1 1 d . . . Cl3 Cl 0.18321(3) 1.12001(6) 0.05474(3) 0.0468(2) Uani 1 1 d . . . V1 V 0.184581(15) 0.99346(3) 0.119461(18) 0.03059(14) 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 0.0301(15) 0.0278(13) 0.0310(15) -0.0027(11) 0.0049(12) 0.0042(11) C2 0.0332(17) 0.0384(16) 0.068(2) -0.0160(15) -0.0050(16) 0.0020(14) C3 0.0270(16) 0.0450(17) 0.071(2) -0.0181(15) -0.0124(15) 0.0057(14) C4 0.0307(16) 0.0338(14) 0.0313(15) -0.0007(11) 0.0010(12) 0.0041(12) C5 0.0367(18) 0.0504(18) 0.058(2) -0.0190(15) 0.0053(16) -0.0065(14) C6 0.048(2) 0.060(2) 0.054(2) -0.0276(16) 0.0019(17) -0.0068(16) C7 0.0350(16) 0.0271(14) 0.0477(18) -0.0060(12) 0.0017(14) 0.0045(12) C8 0.0345(17) 0.0444(17) 0.0458(18) -0.0100(14) 0.0008(15) 0.0062(13) C9 0.0412(19) 0.065(2) 0.056(2) -0.0227(18) 0.0017(16) 0.0140(16) C10 0.053(2) 0.0446(19) 0.065(2) -0.0218(17) -0.0168(19) 0.0194(16) C11 0.067(2) 0.0330(16) 0.062(2) 0.0027(15) -0.0101(19) 0.0047(16) C12 0.0464(19) 0.0364(16) 0.053(2) -0.0052(14) 0.0067(16) -0.0005(14) C13 0.056(2) 0.071(2) 0.052(2) -0.0011(17) 0.0122(17) 0.0039(18) C14 0.084(3) 0.066(2) 0.101(3) -0.033(2) -0.029(2) 0.045(2) C15 0.080(3) 0.057(2) 0.068(2) 0.0075(18) 0.024(2) -0.0010(19) C16 0.0258(15) 0.0338(14) 0.0509(19) -0.0044(13) 0.0008(14) 0.0061(12) C17 0.0320(17) 0.0473(17) 0.052(2) 0.0068(15) -0.0036(15) 0.0034(14) C18 0.043(2) 0.0473(19) 0.075(2) 0.0164(17) 0.0001(18) 0.0039(16) C19 0.0384(19) 0.0336(17) 0.105(3) 0.0040(19) -0.004(2) 0.0075(14) C20 0.0326(17) 0.0421(17) 0.081(3) -0.0164(17) 0.0050(17) 0.0068(14) C21 0.0269(15) 0.0380(15) 0.055(2) -0.0055(14) 0.0006(14) 0.0029(13) C22 0.058(2) 0.083(2) 0.044(2) 0.0068(18) -0.0034(17) 0.0072(19) C23 0.088(3) 0.0332(19) 0.165(5) 0.008(2) 0.014(3) 0.019(2) C24 0.047(2) 0.0564(19) 0.067(2) -0.0037(17) 0.0214(17) 0.0083(16) C25 0.0366(18) 0.0482(17) 0.0422(18) -0.0198(14) 0.0122(15) -0.0093(14) C26 0.0389(18) 0.0436(17) 0.0477(19) -0.0191(14) 0.0079(15) -0.0048(14) C27 0.0350(19) 0.069(2) 0.064(2) -0.0292(19) 0.0030(17) -0.0058(16) C28 0.053(2) 0.092(3) 0.062(3) -0.036(2) 0.021(2) -0.021(2) C29 0.076(3) 0.093(3) 0.041(2) -0.0167(19) 0.015(2) -0.028(2) C30 0.058(2) 0.070(2) 0.0364(19) -0.0133(16) 0.0062(17) -0.0079(18) C31 0.049(2) 0.0524(19) 0.061(2) -0.0090(16) -0.0002(17) 0.0029(16) C32 0.060(3) 0.166(5) 0.106(4) -0.039(3) 0.046(3) -0.026(3) C33 0.084(3) 0.117(3) 0.047(2) 0.012(2) -0.004(2) 0.004(3) C34 0.0281(15) 0.0308(14) 0.0376(16) -0.0016(12) 0.0038(13) 0.0023(12) C35 0.0339(17) 0.0348(15) 0.061(2) 0.0052(14) -0.0007(15) 0.0025(13) C36 0.040(2) 0.0386(17) 0.097(3) -0.0090(18) 0.003(2) 0.0074(15) C37 0.0347(18) 0.062(2) 0.080(3) -0.032(2) 0.0094(18) -0.0012(17) C38 0.0406(19) 0.067(2) 0.0456(19) -0.0084(16) 0.0109(16) -0.0140(17) C39 0.0350(17) 0.0375(15) 0.0405(17) 0.0001(13) 0.0000(14) -0.0045(13) C40 0.067(2) 0.053(2) 0.080(3) 0.0291(19) -0.003(2) 0.0036(18) C41 0.052(2) 0.116(3) 0.128(4) -0.060(3) 0.034(3) -0.001(2) C42 0.050(2) 0.0477(18) 0.064(2) 0.0183(16) 0.0026(17) -0.0022(16) N1 0.0307(13) 0.0286(11) 0.0455(14) -0.0055(10) 0.0000(11) 0.0070(10) N2 0.0309(13) 0.0305(12) 0.0411(14) -0.0052(10) 0.0035(11) 0.0041(10) N3 0.0331(14) 0.0457(14) 0.0400(14) -0.0130(11) 0.0040(11) -0.0008(11) N4 0.0316(13) 0.0341(12) 0.0377(13) -0.0012(10) 0.0019(11) 0.0010(10) Cl1 0.0634(6) 0.0569(5) 0.0381(4) -0.0014(3) 0.0133(4) -0.0169(4) Cl2 0.0406(4) 0.0471(4) 0.0604(5) -0.0129(4) 0.0029(4) 0.0072(3) Cl3 0.0485(5) 0.0483(4) 0.0404(4) 0.0113(3) -0.0019(4) -0.0101(4) V1 0.0304(3) 0.0296(2) 0.0310(3) -0.00053(19) 0.0029(2) 0.0017(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 1.366(3) . ? C1 N2 1.367(3) . ? C1 V1 2.262(3) . ? C2 C3 1.333(4) . ? C2 N2 1.376(3) . ? C2 H2 0.95 . ? C3 N1 1.375(3) . ? C3 H3 0.95 . ? C4 N4 1.363(3) . ? C4 N3 1.371(3) . ? C4 V1 2.266(3) . ? C5 C6 1.326(4) . ? C5 N4 1.386(3) . ? C5 H5 0.95 . ? C6 N3 1.383(4) . ? C6 H6 0.95 . ? C7 C8 1.375(4) . ? C7 C12 1.385(4) . ? C7 N2 1.456(3) . ? C8 C9 1.399(4) . ? C8 C13 1.502(4) . ? C9 C10 1.371(5) . ? C9 H9 0.95 . ? C10 C11 1.373(5) . ? C10 C14 1.522(4) . ? C11 C12 1.401(4) . ? C11 H11 0.95 . ? C12 C15 1.505(4) . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 C21 1.387(4) . ? C16 C17 1.391(4) . ? C16 N1 1.453(3) . ? C17 C18 1.388(4) . ? C17 C22 1.502(4) . ? C18 C19 1.382(5) . ? C18 H18 0.95 . ? C19 C20 1.383(5) . ? C19 C23 1.536(4) . ? C20 C21 1.394(4) . ? C20 H20 0.95 . ? C21 C24 1.498(4) . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? C25 C26 1.383(4) . ? C25 C30 1.397(4) . ? C25 N3 1.437(4) . ? C26 C27 1.389(4) . ? C26 C31 1.494(4) . ? C27 C28 1.386(5) . ? C27 H27 0.95 . ? C28 C29 1.371(5) . ? C28 C32 1.542(5) . ? C29 C30 1.380(5) . ? C29 H29 0.95 . ? C30 C33 1.497(5) . ? C31 H31A 0.98 . ? C31 H31B 0.98 . ? C31 H31C 0.98 . ? C32 H32A 0.98 . ? C32 H32B 0.98 . ? C32 H32C 0.98 . ? C33 H33A 0.98 . ? C33 H33B 0.98 . ? C33 H33C 0.98 . ? C34 C39 1.377(4) . ? C34 C35 1.382(4) . ? C34 N4 1.446(3) . ? C35 C36 1.387(5) . ? C35 C40 1.513(4) . ? C36 C37 1.376(5) . ? C36 H36 0.95 . ? C37 C38 1.386(5) . ? C37 C41 1.516(5) . ? C38 C39 1.391(4) . ? C38 H38 0.95 . ? C39 C42 1.513(4) . ? C40 H40A 0.98 . ? C40 H40B 0.98 . ? C40 H40C 0.98 . ? C41 H41A 0.98 . ? C41 H41B 0.98 . ? C41 H41C 0.98 . ? C42 H42A 0.98 . ? C42 H42B 0.98 . ? C42 H42C 0.98 . ? Cl1 V1 2.2682(9) . ? Cl2 V1 2.2206(8) . ? Cl3 V1 2.2660(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 N1 C1 N2 101.8(2) . . ? N1 C1 V1 127.30(17) . . ? N2 C1 V1 130.07(18) . . ? C3 C2 N2 106.4(2) . . ? C3 C2 H2 126.8 . . ? N2 C2 H2 126.8 . . ? C2 C3 N1 106.8(2) . . ? C2 C3 H3 126.6 . . ? N1 C3 H3 126.6 . . ? N4 C4 N3 102.6(2) . . ? N4 C4 V1 130.03(18) . . ? N3 C4 V1 126.96(19) . . ? C6 C5 N4 106.2(3) . . ? C6 C5 H5 126.9 . . ? N4 C5 H5 126.9 . . ? C5 C6 N3 107.7(3) . . ? C5 C6 H6 126.1 . . ? N3 C6 H6 126.1 . . ? C8 C7 C12 123.2(3) . . ? C8 C7 N2 117.9(2) . . ? C12 C7 N2 118.4(3) . . ? C7 C8 C9 117.7(3) . . ? C7 C8 C13 122.1(3) . . ? C9 C8 C13 120.2(3) . . ? C10 C9 C8 121.5(3) . . ? C10 C9 H9 119.2 . . ? C8 C9 H9 119.2 . . ? C9 C10 C11 118.5(3) . . ? C9 C10 C14 120.5(4) . . ? C11 C10 C14 121.0(3) . . ? C10 C11 C12 122.8(3) . . ? C10 C11 H11 118.6 . . ? C12 C11 H11 118.6 . . ? C7 C12 C11 116.2(3) . . ? C7 C12 C15 122.3(3) . . ? C11 C12 C15 121.5(3) . . ? C8 C13 H13A 109.5 . . ? C8 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C8 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C21 C16 C17 123.2(3) . . ? C21 C16 N1 118.6(3) . . ? C17 C16 N1 117.9(3) . . ? C18 C17 C16 117.3(3) . . ? C18 C17 C22 120.4(3) . . ? C16 C17 C22 122.3(3) . . ? C19 C18 C17 121.5(3) . . ? C19 C18 H18 119.2 . . ? C17 C18 H18 119.2 . . ? C18 C19 C20 119.3(3) . . ? C18 C19 C23 121.0(4) . . ? C20 C19 C23 119.7(4) . . ? C19 C20 C21 121.5(3) . . ? C19 C20 H20 119.2 . . ? C21 C20 H20 119.2 . . ? C16 C21 C20 117.1(3) . . ? C16 C21 C24 122.7(3) . . ? C20 C21 C24 120.2(3) . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C19 C23 H23A 109.5 . . ? C19 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C19 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C30 122.4(3) . . ? C26 C25 N3 119.9(3) . . ? C30 C25 N3 117.5(3) . . ? C25 C26 C27 117.7(3) . . ? C25 C26 C31 121.9(3) . . ? C27 C26 C31 120.4(3) . . ? C28 C27 C26 121.4(3) . . ? C28 C27 H27 119.3 . . ? C26 C27 H27 119.3 . . ? C29 C28 C27 118.9(3) . . ? C29 C28 C32 120.9(4) . . ? C27 C28 C32 120.2(4) . . ? C28 C29 C30 122.3(4) . . ? C28 C29 H29 118.9 . . ? C30 C29 H29 118.9 . . ? C29 C30 C25 117.3(3) . . ? C29 C30 C33 120.7(3) . . ? C25 C30 C33 122.0(3) . . ? C26 C31 H31A 109.5 . . ? C26 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C26 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C28 C32 H32A 109.5 . . ? C28 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C28 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C39 C34 C35 122.6(3) . . ? C39 C34 N4 119.6(2) . . ? C35 C34 N4 117.5(3) . . ? C34 C35 C36 117.5(3) . . ? C34 C35 C40 121.8(3) . . ? C36 C35 C40 120.6(3) . . ? C37 C36 C35 122.0(3) . . ? C37 C36 H36 119 . . ? C35 C36 H36 119 . . ? C36 C37 C38 118.6(3) . . ? C36 C37 C41 121.8(4) . . ? C38 C37 C41 119.6(4) . . ? C37 C38 C39 121.3(3) . . ? C37 C38 H38 119.3 . . ? C39 C38 H38 119.3 . . ? C34 C39 C38 117.9(3) . . ? C34 C39 C42 121.6(3) . . ? C38 C39 C42 120.5(3) . . ? C35 C40 H40A 109.5 . . ? C35 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C35 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C37 C41 H41A 109.5 . . ? C37 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C37 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C1 N1 C3 112.4(2) . . ? C1 N1 C16 127.5(2) . . ? C3 N1 C16 120.0(2) . . ? C1 N2 C2 112.5(2) . . ? C1 N2 C7 129.0(2) . . ? C2 N2 C7 118.2(2) . . ? C4 N3 C6 111.2(2) . . ? C4 N3 C25 128.2(2) . . ? C6 N3 C25 120.6(2) . . ? C4 N4 C5 112.2(2) . . ? C4 N4 C34 127.8(2) . . ? C5 N4 C34 119.7(2) . . ? Cl2 V1 C1 97.42(7) . . ? Cl2 V1 Cl3 112.43(4) . . ? C1 V1 Cl3 89.10(7) . . ? Cl2 V1 C4 97.73(7) . . ? C1 V1 C4 164.85(9) . . ? Cl3 V1 C4 85.05(7) . . ? Cl2 V1 Cl1 104.03(4) . . ? C1 V1 Cl1 85.27(7) . . ? Cl3 V1 Cl1 143.52(4) . . ? C4 V1 Cl1 91.16(7) . . ? # END of CIF data_7 _database_code_depnum_ccdc_archive 'CCDC 723921' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C36 H39 Cl2 N5 V' _chemical_formula_sum 'C36 H39 Cl2 N5 V' _chemical_formula_weight 663.56 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc ' _symmetry_Int_Tables_number 14 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 11.5667(9) _cell_length_b 17.0017(10) _cell_length_c 17.8222(12) _cell_angle_alpha 90 _cell_angle_beta 104.448(3) _cell_angle_gamma 90 _cell_volume 3394.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 3590 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 23.55 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description parallelepiped _exptl_crystal_colour red _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.299 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1388 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.482 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.875 _exptl_absorpt_correction_T_max 0.990 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180 _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Kappa APEX II' _diffrn_measurement_method \w-\f _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0762 _diffrn_reflns_av_unetI/netI 0.0682 _diffrn_reflns_number 29733 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.4 _diffrn_reflns_theta_max 24.54 _diffrn_reflns_theta_full 24.54 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 5665 _reflns_number_gt 3689 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0321P)^2^+0.8947P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 5665 _refine_ls_number_parameters 403 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0857 _refine_ls_R_factor_gt 0.039 _refine_ls_wR_factor_ref 0.0893 _refine_ls_wR_factor_gt 0.0747 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.263 _refine_diff_density_min -0.313 _refine_diff_density_rms 0.056 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 V1 V -0.20242(4) 1.20427(3) -0.14143(3) 0.02184(14) Uani 1 1 d . . . Cl2 Cl -0.35591(7) 1.23109(4) -0.26346(4) 0.03107(19) Uani 1 1 d . . . Cl1 Cl -0.05670(7) 1.17869(4) -0.01457(4) 0.03075(19) Uani 1 1 d . . . N1 N -0.3953(2) 1.25157(12) -0.04106(13) 0.0293(6) Uani 1 1 d . . . N3 N -0.1621(2) 1.33394(13) -0.12970(13) 0.0270(6) Uani 1 1 d . . . N2 N -0.3825(2) 1.12723(13) -0.04374(12) 0.0255(6) Uani 1 1 d . . . N4 N -0.0525(2) 1.20983(12) -0.20150(12) 0.0234(5) Uani 1 1 d . . . N5 N -0.1900(2) 1.07790(12) -0.17642(13) 0.0231(5) Uani 1 1 d . . . C9 C -0.3018(3) 0.80579(17) -0.1080(2) 0.0597(11) Uani 1 1 d . . . H9A H -0.242 0.8037 -0.1384 0.09 Uiso 1 1 calc R . . H9B H -0.3763 0.7819 -0.1377 0.09 Uiso 1 1 calc R . . H9C H -0.2724 0.7769 -0.0594 0.09 Uiso 1 1 calc R . . C23 C -0.0152(3) 1.4334(2) -0.0832(2) 0.0548(10) Uani 1 1 d . . . H23 H 0.0577 1.4479 -0.0479 0.066 Uiso 1 1 calc R . . C24 C -0.0777(3) 1.4869(2) -0.1348(2) 0.0538(10) Uani 1 1 d . . . H24 H -0.0487 1.5389 -0.1371 0.065 Uiso 1 1 calc R . . C18 C -0.4113(3) 1.58456(17) -0.08454(19) 0.0519(10) Uani 1 1 d . . . H18A H -0.3402 1.603 -0.0999 0.078 Uiso 1 1 calc R . . H18B H -0.4141 1.609 -0.0352 0.078 Uiso 1 1 calc R . . H18C H -0.4829 1.599 -0.1245 0.078 Uiso 1 1 calc R . . C2 C -0.4617(3) 1.22222(18) 0.00737(19) 0.0488(10) Uani 1 1 d . . . H2 H -0.505 1.2519 0.0364 0.059 Uiso 1 1 calc R . . C6 C -0.2260(3) 1.03638(18) 0.07439(18) 0.0472(9) Uani 1 1 d . . . H6A H -0.2845 1.0411 0.1055 0.071 Uiso 1 1 calc R . . H6B H -0.1943 1.0885 0.0672 0.071 Uiso 1 1 calc R . . H6C H -0.1606 1.002 0.1011 0.071 Uiso 1 1 calc R . . C28 C 0.1414(3) 1.16615(19) -0.2072(2) 0.0468(9) Uani 1 1 d . . . H28 H 0.2134 1.14 -0.1824 0.056 Uiso 1 1 calc R . . C25 C -0.1821(3) 1.46361(18) -0.1826(2) 0.0462(9) Uani 1 1 d . . . H25 H -0.2278 1.4997 -0.2188 0.055 Uiso 1 1 calc R . . C3 C -0.4532(3) 1.14453(18) 0.00527(19) 0.0446(9) Uani 1 1 d . . . H3 H -0.4893 1.1078 0.0326 0.054 Uiso 1 1 calc R . . C15 C -0.5769(3) 1.31428(17) -0.16502(18) 0.0425(9) Uani 1 1 d . . . H15A H -0.6352 1.3468 -0.2013 0.064 Uiso 1 1 calc R . . H15B H -0.6178 1.2837 -0.1327 0.064 Uiso 1 1 calc R . . H15C H -0.538 1.2784 -0.1941 0.064 Uiso 1 1 calc R . . C21 C -0.2180(3) 1.34523(18) 0.05986(17) 0.0426(9) Uani 1 1 d . . . H21A H -0.1604 1.3855 0.0845 0.064 Uiso 1 1 calc R . . H21B H -0.1764 1.3032 0.0395 0.064 Uiso 1 1 calc R . . H21C H -0.257 1.3233 0.0981 0.064 Uiso 1 1 calc R . . C29 C 0.1271(3) 1.19749(18) -0.27933(19) 0.0417(9) Uani 1 1 d . . . H29 H 0.1882 1.1927 -0.3062 0.05 Uiso 1 1 calc R . . C12 C -0.5105(3) 1.06286(17) -0.18841(17) 0.0392(8) Uani 1 1 d . . . H12A H -0.5528 1.029 -0.2309 0.059 Uiso 1 1 calc R . . H12B H -0.4679 1.1042 -0.2089 0.059 Uiso 1 1 calc R . . H12C H -0.5681 1.087 -0.1633 0.059 Uiso 1 1 calc R . . C30 C 0.0235(3) 1.23570(18) -0.31195(17) 0.0374(8) Uani 1 1 d . . . H30 H 0.0113 1.2584 -0.362 0.045 Uiso 1 1 calc R . . C22 C -0.0590(3) 1.35837(18) -0.08285(18) 0.0385(8) Uani 1 1 d . . . H22 H -0.0134 1.3216 -0.0473 0.046 Uiso 1 1 calc R . . C27 C 0.0504(3) 1.17295(18) -0.17089(18) 0.0376(8) Uani 1 1 d . . . H27 H 0.0611 1.1501 -0.121 0.045 Uiso 1 1 calc R . . C7 C -0.2676(3) 0.92417(18) -0.02062(19) 0.0376(8) Uani 1 1 d . . . H7 H -0.2145 0.8929 0.0169 0.045 Uiso 1 1 calc R . . C34 C -0.1269(3) 0.93594(17) -0.23290(19) 0.0368(8) Uani 1 1 d . . . H34 H -0.104 0.888 -0.2525 0.044 Uiso 1 1 calc R . . C8 C -0.3245(3) 0.89061(17) -0.0903(2) 0.0362(8) Uani 1 1 d . . . C33 C -0.1956(3) 0.98956(17) -0.28152(17) 0.0351(8) Uani 1 1 d . . . H33 H -0.2219 0.979 -0.3354 0.042 Uiso 1 1 calc R . . C26 C -0.2226(3) 1.38816(17) -0.17893(17) 0.0343(8) Uani 1 1 d . . . H26 H -0.2967 1.3736 -0.2128 0.041 Uiso 1 1 calc R . . C16 C -0.4874(3) 1.44740(17) -0.12301(17) 0.0348(8) Uani 1 1 d . . . H16 H -0.5477 1.4701 -0.1634 0.042 Uiso 1 1 calc R . . C35 C -0.0919(3) 0.95279(17) -0.15556(18) 0.0337(8) Uani 1 1 d . . . H35 H -0.0464 0.9159 -0.1201 0.04 Uiso 1 1 calc R . . C17 C -0.4059(3) 1.49629(16) -0.07527(17) 0.0335(8) Uani 1 1 d . . . C10 C -0.4031(3) 0.93620(17) -0.14362(18) 0.0336(8) Uani 1 1 d . . . H10 H -0.4452 0.9131 -0.1911 0.04 Uiso 1 1 calc R . . C19 C -0.3182(3) 1.46181(16) -0.01707(16) 0.0323(8) Uani 1 1 d . . . H19 H -0.2612 1.4948 0.0161 0.039 Uiso 1 1 calc R . . C14 C -0.4846(3) 1.36638(17) -0.11423(17) 0.0315(7) Uani 1 1 d . . . C5 C -0.2851(3) 1.00186(17) -0.00312(17) 0.0304(7) Uani 1 1 d . . . C20 C -0.3104(3) 1.38147(17) -0.00537(16) 0.0299(7) Uani 1 1 d . . . C31 C -0.0645(3) 1.24139(16) -0.27166(15) 0.0297(7) Uani 1 1 d . . . H31 H -0.136 1.2688 -0.2949 0.036 Uiso 1 1 calc R . . C13 C -0.3941(3) 1.33493(16) -0.05563(16) 0.0284(7) Uani 1 1 d . . . C32 C -0.2261(3) 1.05875(16) -0.25167(16) 0.0292(7) Uani 1 1 d . . . H32 H -0.2752 1.0949 -0.286 0.035 Uiso 1 1 calc R . . C36 C -0.1236(3) 1.02417(16) -0.12968(17) 0.0286(7) Uani 1 1 d . . . H36 H -0.097 1.0358 -0.076 0.034 Uiso 1 1 calc R . . C11 C -0.4226(2) 1.01440(16) -0.13014(16) 0.0264(7) Uani 1 1 d . . . C1 C -0.3428(2) 1.19352(15) -0.07391(15) 0.0226(7) Uani 1 1 d . . . C4 C -0.3601(2) 1.04651(15) -0.06005(16) 0.0228(7) 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 V1 0.0233(3) 0.0242(3) 0.0182(3) 0.0018(2) 0.0055(2) 0.0001(2) Cl2 0.0316(5) 0.0336(4) 0.0252(4) 0.0031(3) 0.0018(3) 0.0028(3) Cl1 0.0333(5) 0.0369(4) 0.0203(4) 0.0025(3) 0.0034(3) 0.0023(3) N1 0.0396(17) 0.0228(14) 0.0311(14) 0.0003(11) 0.0196(12) 0.0032(11) N3 0.0300(16) 0.0277(13) 0.0242(14) 0.0012(11) 0.0085(12) 0.0010(11) N2 0.0289(15) 0.0265(14) 0.0239(13) 0.0003(11) 0.0123(12) -0.0005(11) N4 0.0289(15) 0.0225(13) 0.0195(13) 0.0011(10) 0.0072(11) -0.0017(11) N5 0.0204(14) 0.0277(13) 0.0222(14) 0.0045(11) 0.0076(11) -0.0007(11) C9 0.068(3) 0.032(2) 0.094(3) 0.0020(19) 0.047(2) 0.0063(18) C23 0.048(3) 0.046(2) 0.068(3) -0.003(2) 0.008(2) -0.0143(19) C24 0.056(3) 0.034(2) 0.072(3) 0.002(2) 0.017(2) -0.0055(19) C18 0.074(3) 0.0301(19) 0.051(2) -0.0006(17) 0.015(2) 0.0097(17) C2 0.069(3) 0.036(2) 0.059(2) 0.0040(17) 0.051(2) 0.0082(17) C6 0.047(2) 0.051(2) 0.038(2) 0.0154(17) 0.0003(18) -0.0072(17) C28 0.035(2) 0.051(2) 0.059(2) 0.0114(19) 0.0219(19) 0.0058(17) C25 0.054(3) 0.032(2) 0.053(2) 0.0094(17) 0.013(2) 0.0036(17) C3 0.058(3) 0.037(2) 0.054(2) 0.0054(17) 0.042(2) 0.0022(17) C15 0.037(2) 0.041(2) 0.047(2) -0.0017(16) 0.0074(17) 0.0013(16) C21 0.053(2) 0.043(2) 0.0313(19) 0.0009(15) 0.0096(17) 0.0109(17) C29 0.047(2) 0.039(2) 0.049(2) -0.0004(17) 0.0314(19) -0.0058(17) C12 0.036(2) 0.0395(19) 0.038(2) 0.0003(16) 0.0034(16) -0.0065(15) C30 0.050(2) 0.0381(19) 0.0273(17) 0.0020(15) 0.0159(17) -0.0162(17) C22 0.037(2) 0.0363(19) 0.039(2) 0.0019(15) 0.0047(17) -0.0030(16) C27 0.032(2) 0.045(2) 0.0368(19) 0.0143(16) 0.0115(16) 0.0084(16) C7 0.029(2) 0.035(2) 0.052(2) 0.0217(17) 0.0162(17) 0.0070(15) C34 0.042(2) 0.0258(18) 0.047(2) -0.0022(16) 0.0186(18) 0.0015(15) C8 0.038(2) 0.0255(18) 0.054(2) 0.0045(17) 0.0274(19) 0.0018(15) C33 0.045(2) 0.0322(18) 0.0303(18) -0.0052(15) 0.0141(16) -0.0008(16) C26 0.038(2) 0.0290(18) 0.0360(19) 0.0012(15) 0.0106(16) 0.0012(15) C16 0.041(2) 0.0324(19) 0.0314(19) 0.0045(15) 0.0096(16) 0.0105(15) C35 0.033(2) 0.0288(18) 0.040(2) 0.0108(15) 0.0099(16) 0.0020(14) C17 0.044(2) 0.0234(17) 0.0352(19) -0.0023(15) 0.0149(17) 0.0058(15) C10 0.038(2) 0.0336(19) 0.0360(19) -0.0041(15) 0.0215(16) -0.0066(15) C19 0.041(2) 0.0295(18) 0.0283(18) -0.0090(14) 0.0117(16) -0.0006(15) C14 0.030(2) 0.0357(19) 0.0322(18) -0.0025(15) 0.0144(16) 0.0028(15) C5 0.0287(19) 0.0311(18) 0.0343(19) 0.0094(15) 0.0130(16) -0.0019(14) C20 0.033(2) 0.0326(18) 0.0265(17) -0.0038(14) 0.0127(15) 0.0070(14) C31 0.0331(19) 0.0291(17) 0.0241(17) 0.0029(14) 0.0019(14) -0.0100(14) C13 0.036(2) 0.0240(17) 0.0307(18) -0.0002(14) 0.0185(16) 0.0036(14) C32 0.034(2) 0.0285(17) 0.0260(18) 0.0050(14) 0.0083(15) 0.0018(14) C36 0.0280(19) 0.0307(18) 0.0284(17) 0.0053(14) 0.0095(15) -0.0036(14) C11 0.0234(18) 0.0294(18) 0.0302(18) 0.0046(14) 0.0139(15) -0.0019(13) C1 0.0200(17) 0.0238(16) 0.0223(16) 0.0008(13) 0.0017(13) -0.0009(13) C4 0.0211(17) 0.0231(16) 0.0275(17) 0.0028(13) 0.0125(14) -0.0004(13) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 V1 N5 2.252(2) . ? V1 N3 2.252(2) . ? V1 N4 2.255(2) . ? V1 C1 2.257(3) . ? V1 Cl2 2.4826(9) . ? V1 Cl1 2.4980(9) . ? N1 C1 1.365(3) . ? N1 C2 1.384(3) . ? N1 C13 1.442(3) . ? N3 C22 1.340(4) . ? N3 C26 1.343(4) . ? N2 C3 1.369(3) . ? N2 C1 1.376(3) . ? N2 C4 1.440(3) . ? N4 C27 1.335(4) . ? N4 C31 1.336(3) . ? N5 C36 1.341(3) . ? N5 C32 1.341(3) . ? C9 C8 1.513(4) . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C23 C24 1.366(5) . ? C23 C22 1.373(4) . ? C23 H23 0.95 . ? C24 C25 1.351(5) . ? C24 H24 0.95 . ? C18 C17 1.509(4) . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C2 C3 1.326(4) . ? C2 H2 0.95 . ? C6 C5 1.500(4) . ? C6 H6A 0.98 . ? C6 H6B 0.98 . ? C6 H6C 0.98 . ? C28 C29 1.363(4) . ? C28 C27 1.371(4) . ? C28 H28 0.95 . ? C25 C26 1.372(4) . ? C25 H25 0.95 . ? C3 H3 0.95 . ? C15 C14 1.504(4) . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C21 C20 1.501(4) . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C29 C30 1.360(4) . ? C29 H29 0.95 . ? C12 C11 1.505(4) . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C30 C31 1.387(4) . ? C30 H30 0.95 . ? C22 H22 0.95 . ? C27 H27 0.95 . ? C7 C8 1.376(4) . ? C7 C5 1.384(4) . ? C7 H7 0.95 . ? C34 C35 1.366(4) . ? C34 C33 1.367(4) . ? C34 H34 0.95 . ? C8 C10 1.378(4) . ? C33 C32 1.373(4) . ? C33 H33 0.95 . ? C26 H26 0.95 . ? C16 C17 1.379(4) . ? C16 C14 1.386(4) . ? C16 H16 0.95 . ? C35 C36 1.380(4) . ? C35 H35 0.95 . ? C17 C19 1.387(4) . ? C10 C11 1.380(4) . ? C10 H10 0.95 . ? C19 C20 1.381(4) . ? C19 H19 0.95 . ? C14 C13 1.388(4) . ? C5 C4 1.385(4) . ? C20 C13 1.391(4) . ? C31 H31 0.95 . ? C32 H32 0.95 . ? C36 H36 0.95 . ? C11 C4 1.389(4) . ? 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 N5 V1 N3 159.01(8) . . ? N5 V1 N4 78.40(8) . . ? N3 V1 N4 80.63(8) . . ? N5 V1 C1 100.05(9) . . ? N3 V1 C1 100.93(9) . . ? N4 V1 C1 175.59(9) . . ? N5 V1 Cl2 90.79(6) . . ? N3 V1 Cl2 89.29(6) . . ? N4 V1 Cl2 92.46(6) . . ? C1 V1 Cl2 91.69(7) . . ? N5 V1 Cl1 90.53(6) . . ? N3 V1 Cl1 90.52(6) . . ? N4 V1 Cl1 90.69(6) . . ? C1 V1 Cl1 85.19(7) . . ? Cl2 V1 Cl1 176.78(3) . . ? C1 N1 C2 112.5(2) . . ? C1 N1 C13 127.5(2) . . ? C2 N1 C13 119.9(2) . . ? C22 N3 C26 115.6(3) . . ? C22 N3 V1 119.51(19) . . ? C26 N3 V1 123.3(2) . . ? C3 N2 C1 112.6(2) . . ? C3 N2 C4 120.0(2) . . ? C1 N2 C4 127.4(2) . . ? C27 N4 C31 116.4(2) . . ? C27 N4 V1 119.91(18) . . ? C31 N4 V1 123.29(19) . . ? C36 N5 C32 116.3(2) . . ? C36 N5 V1 122.96(19) . . ? C32 N5 V1 118.89(18) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C24 C23 C22 119.2(3) . . ? C24 C23 H23 120.4 . . ? C22 C23 H23 120.4 . . ? C25 C24 C23 117.9(3) . . ? C25 C24 H24 121 . . ? C23 C24 H24 121 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C3 C2 N1 106.5(3) . . ? C3 C2 H2 126.7 . . ? N1 C2 H2 126.7 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C29 C28 C27 119.0(3) . . ? C29 C28 H28 120.5 . . ? C27 C28 H28 120.5 . . ? C24 C25 C26 120.4(3) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C2 C3 N2 107.0(3) . . ? C2 C3 H3 126.5 . . ? N2 C3 H3 126.5 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C30 C29 C28 118.4(3) . . ? C30 C29 H29 120.8 . . ? C28 C29 H29 120.8 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C29 C30 C31 119.6(3) . . ? C29 C30 H30 120.2 . . ? C31 C30 H30 120.2 . . ? N3 C22 C23 123.9(3) . . ? N3 C22 H22 118.1 . . ? C23 C22 H22 118.1 . . ? N4 C27 C28 123.9(3) . . ? N4 C27 H27 118 . . ? C28 C27 H27 118 . . ? C8 C7 C5 122.4(3) . . ? C8 C7 H7 118.8 . . ? C5 C7 H7 118.8 . . ? C35 C34 C33 118.6(3) . . ? C35 C34 H34 120.7 . . ? C33 C34 H34 120.7 . . ? C7 C8 C10 118.3(3) . . ? C7 C8 C9 121.0(3) . . ? C10 C8 C9 120.7(3) . . ? C34 C33 C32 119.4(3) . . ? C34 C33 H33 120.3 . . ? C32 C33 H33 120.3 . . ? N3 C26 C25 123.0(3) . . ? N3 C26 H26 118.5 . . ? C25 C26 H26 118.5 . . ? C17 C16 C14 122.4(3) . . ? C17 C16 H16 118.8 . . ? C14 C16 H16 118.8 . . ? C34 C35 C36 119.0(3) . . ? C34 C35 H35 120.5 . . ? C36 C35 H35 120.5 . . ? C16 C17 C19 117.8(3) . . ? C16 C17 C18 121.9(3) . . ? C19 C17 C18 120.3(3) . . ? C8 C10 C11 122.0(3) . . ? C8 C10 H10 119 . . ? C11 C10 H10 119 . . ? C20 C19 C17 122.6(3) . . ? C20 C19 H19 118.7 . . ? C17 C19 H19 118.7 . . ? C16 C14 C13 117.4(3) . . ? C16 C14 C15 121.6(3) . . ? C13 C14 C15 121.0(3) . . ? C7 C5 C4 117.3(3) . . ? C7 C5 C6 121.5(3) . . ? C4 C5 C6 121.2(3) . . ? C19 C20 C13 117.2(3) . . ? C19 C20 C21 122.0(3) . . ? C13 C20 C21 120.8(3) . . ? N4 C31 C30 122.6(3) . . ? N4 C31 H31 118.7 . . ? C30 C31 H31 118.7 . . ? C14 C13 C20 122.6(3) . . ? C14 C13 N1 118.3(3) . . ? C20 C13 N1 118.7(3) . . ? N5 C32 C33 123.3(3) . . ? N5 C32 H32 118.3 . . ? C33 C32 H32 118.3 . . ? N5 C36 C35 123.4(3) . . ? N5 C36 H36 118.3 . . ? C35 C36 H36 118.3 . . ? C10 C11 C4 117.7(3) . . ? C10 C11 C12 121.3(3) . . ? C4 C11 C12 121.1(3) . . ? N1 C1 N2 101.4(2) . . ? N1 C1 V1 128.79(19) . . ? N2 C1 V1 128.98(19) . . ? C5 C4 C11 122.2(3) . . ? C5 C4 N2 119.1(3) . . ? C11 C4 N2 118.5(2) . . ? # END data_8 _database_code_depnum_ccdc_archive 'CCDC 723922' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C42 H48 Cl4 N4 Zr, C4 H8 O' _chemical_formula_sum 'C46 H56 Cl4 N4 O Zr' _chemical_formula_weight 913.97 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.5961(11) _cell_length_b 12.8305(13) _cell_length_c 16.8864(18) _cell_angle_alpha 80.854(9) _cell_angle_beta 72.645(9) _cell_angle_gamma 69.072(9) _cell_volume 2236.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 3726 _cell_measurement_theta_min 2.7559 _cell_measurement_theta_max 32.1431 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.358 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.524 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET) (compiled Aug 28 2006,13:05:05) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.8163 _exptl_absorpt_correction_T_max 0.918 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford-Diffraction XCALIBUR' _diffrn_measurement_method \w-\f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_orient_matrix_ub_11 0.0114952305 _diffrn_orient_matrix_ub_12 0.0272899766 _diffrn_orient_matrix_ub_13 0.028774489 _diffrn_orient_matrix_ub_21 -0.0366740285 _diffrn_orient_matrix_ub_22 -0.0254809442 _diffrn_orient_matrix_ub_23 0.0332415944 _diffrn_orient_matrix_ub_31 0.0558243565 _diffrn_orient_matrix_ub_32 -0.0460208172 _diffrn_orient_matrix_ub_33 0.0018528118 _diffrn_reflns_av_R_equivalents 0.0725 _diffrn_reflns_av_unetI/netI 0.2483 _diffrn_reflns_number 17705 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.76 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 9136 _reflns_number_gt 3871 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0264P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 9136 _refine_ls_number_parameters 492 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.133 _refine_ls_R_factor_gt 0.047 _refine_ls_wR_factor_ref 0.094 _refine_ls_wR_factor_gt 0.0777 _refine_ls_goodness_of_fit_ref 0.807 _refine_ls_restrained_S_all 0.807 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.725 _refine_diff_density_min -0.671 _refine_diff_density_rms 0.079 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.4645(3) 0.2442(3) 0.7170(2) 0.0178(9) Uani 1 1 d . . . C2 C 0.6552(4) 0.2584(4) 0.7099(3) 0.0368(12) Uani 1 1 d . . . H2 H 0.7238 0.2634 0.7271 0.044 Uiso 1 1 calc R . . C3 C 0.6530(4) 0.2582(4) 0.6316(3) 0.0356(12) Uani 1 1 d . . . H3 H 0.7178 0.2639 0.5826 0.043 Uiso 1 1 calc R . . C4 C 0.5209(3) 0.2492(3) 0.8498(2) 0.0215(10) Uani 1 1 d . . . C5 C 0.4762(3) 0.3505(3) 0.8867(3) 0.0253(10) Uani 1 1 d . . . C6 C 0.4665(4) 0.3450(4) 0.9711(3) 0.0338(12) Uani 1 1 d . . . H6 H 0.4343 0.4129 0.9984 0.041 Uiso 1 1 calc R . . C7 C 0.5013(4) 0.2458(4) 1.0170(3) 0.0345(12) Uani 1 1 d . . . C8 C 0.5472(3) 0.1479(4) 0.9767(3) 0.0258(10) Uani 1 1 d . . . H8 H 0.572 0.0787 1.0076 0.031 Uiso 1 1 calc R . . C9 C 0.5586(4) 0.1471(3) 0.8924(3) 0.0250(10) Uani 1 1 d . . . C10 C 0.4450(4) 0.4606(3) 0.8378(3) 0.0416(13) Uani 1 1 d . . . H10A H 0.3854 0.5192 0.8752 0.062 Uiso 1 1 calc R . . H10B H 0.4055 0.456 0.7952 0.062 Uiso 1 1 calc R . . H10C H 0.5237 0.4785 0.8111 0.062 Uiso 1 1 calc R . . C11 C 0.6106(4) 0.0384(3) 0.8507(3) 0.0379(12) Uani 1 1 d . . . H11A H 0.5425 0.0264 0.834 0.057 Uiso 1 1 calc R . . H11B H 0.6427 -0.023 0.8895 0.057 Uiso 1 1 calc R . . H11C H 0.6806 0.0411 0.8014 0.057 Uiso 1 1 calc R . . C12 C 0.4902(4) 0.2459(4) 1.1077(2) 0.0482(14) Uani 1 1 d . . . H12A H 0.502 0.1698 1.133 0.072 Uiso 1 1 calc R . . H12B H 0.4054 0.2955 1.1349 0.072 Uiso 1 1 calc R . . H12C H 0.556 0.2723 1.1145 0.072 Uiso 1 1 calc R . . C13 C 0.5016(4) 0.2506(3) 0.5607(2) 0.0213(10) Uani 1 1 d . . . C14 C 0.4321(4) 0.3504(3) 0.5301(2) 0.0213(10) Uani 1 1 d . . . C15 C 0.4093(4) 0.3520(3) 0.4539(2) 0.0301(11) Uani 1 1 d . . . H15 H 0.3604 0.4204 0.4314 0.036 Uiso 1 1 calc R . . C16 C 0.4548(4) 0.2582(4) 0.4097(3) 0.0294(11) Uani 1 1 d . . . C17 C 0.5262(4) 0.1595(4) 0.4425(3) 0.0331(11) Uani 1 1 d . . . H17 H 0.5583 0.0941 0.4124 0.04 Uiso 1 1 calc R . . C18 C 0.5525(4) 0.1533(3) 0.5185(3) 0.0265(11) Uani 1 1 d . . . C19 C 0.3817(4) 0.4554(3) 0.5757(2) 0.0367(12) Uani 1 1 d . . . H19A H 0.3059 0.4544 0.6209 0.055 Uiso 1 1 calc R . . H19B H 0.3587 0.5203 0.5372 0.055 Uiso 1 1 calc R . . H19C H 0.4477 0.4602 0.5989 0.055 Uiso 1 1 calc R . . C20 C 0.6356(4) 0.0471(3) 0.5497(3) 0.0402(12) Uani 1 1 d . . . H20A H 0.7166 0.0557 0.549 0.06 Uiso 1 1 calc R . . H20B H 0.6527 -0.0128 0.514 0.06 Uiso 1 1 calc R . . H20C H 0.5925 0.0282 0.6067 0.06 Uiso 1 1 calc R . . C21 C 0.4347(4) 0.2632(4) 0.3252(2) 0.0459(13) Uani 1 1 d . . . H21A H 0.5114 0.2685 0.2824 0.069 Uiso 1 1 calc R . . H21B H 0.3612 0.3289 0.319 0.069 Uiso 1 1 calc R . . H21C H 0.4184 0.1955 0.3189 0.069 Uiso 1 1 calc R . . C22 C 0.0383(3) 0.2019(3) 0.8202(2) 0.0179(10) Uani 1 1 d . . . C23 C -0.1213(3) 0.1280(3) 0.8618(2) 0.0230(10) Uani 1 1 d . . . H23 H -0.1655 0.0756 0.8718 0.028 Uiso 1 1 calc R . . C24 C -0.1723(4) 0.2345(3) 0.8810(2) 0.0251(10) Uani 1 1 d . . . H24 H -0.2593 0.2722 0.9074 0.03 Uiso 1 1 calc R . . C25 C 0.0842(3) 0.0029(3) 0.7877(3) 0.0223(10) Uani 1 1 d . . . C26 C 0.1455(4) -0.0859(3) 0.8345(2) 0.0222(10) Uani 1 1 d . . . C27 C 0.2051(4) -0.1875(3) 0.7995(3) 0.0306(11) Uani 1 1 d . . . H27 H 0.247 -0.2497 0.8313 0.037 Uiso 1 1 calc R . . C28 C 0.2068(4) -0.2029(3) 0.7201(3) 0.0268(11) Uani 1 1 d . . . C29 C 0.1474(4) -0.1123(3) 0.6746(3) 0.0316(11) Uani 1 1 d . . . H29 H 0.1508 -0.121 0.619 0.038 Uiso 1 1 calc R . . C30 C 0.0817(4) -0.0071(3) 0.7078(3) 0.0257(10) Uani 1 1 d . . . C31 C 0.1462(4) -0.0732(3) 0.9205(2) 0.0361(12) Uani 1 1 d . . . H31A H 0.1526 0.0001 0.9236 0.054 Uiso 1 1 calc R . . H31B H 0.2195 -0.1321 0.935 0.054 Uiso 1 1 calc R . . H31C H 0.0668 -0.0792 0.9596 0.054 Uiso 1 1 calc R . . C32 C 0.0113(4) 0.0878(3) 0.6571(3) 0.0387(12) Uani 1 1 d . . . H32A H -0.079 0.0934 0.6724 0.058 Uiso 1 1 calc R . . H32B H 0.0487 0.0741 0.598 0.058 Uiso 1 1 calc R . . H32C H 0.0185 0.1577 0.668 0.058 Uiso 1 1 calc R . . C33 C 0.2667(4) -0.3170(3) 0.6851(3) 0.0464(13) Uani 1 1 d . . . H33A H 0.2089 -0.3607 0.7086 0.07 Uiso 1 1 calc R . . H33B H 0.3482 -0.3555 0.6994 0.07 Uiso 1 1 calc R . . H33C H 0.2817 -0.3088 0.6245 0.07 Uiso 1 1 calc R . . C34 C -0.0995(3) 0.3977(3) 0.8603(2) 0.0211(10) Uani 1 1 d . . . C35 C -0.1071(4) 0.4358(3) 0.9339(3) 0.0241(10) Uani 1 1 d . . . C36 C -0.1292(3) 0.5492(3) 0.9356(3) 0.0286(11) Uani 1 1 d . . . H36 H -0.1359 0.5781 0.9858 0.034 Uiso 1 1 calc R . . C37 C -0.1419(4) 0.6214(3) 0.8661(3) 0.0307(11) Uani 1 1 d . . . C38 C -0.1387(4) 0.5791(3) 0.7950(3) 0.0313(11) Uani 1 1 d . . . H38 H -0.1493 0.6282 0.7473 0.038 Uiso 1 1 calc R . . C39 C -0.1207(3) 0.4671(3) 0.7911(3) 0.0239(10) Uani 1 1 d . . . C40 C -0.0947(4) 0.3596(3) 1.0097(2) 0.0349(12) Uani 1 1 d . . . H40A H -0.1652 0.3288 1.0273 0.052 Uiso 1 1 calc R . . H40B H -0.0979 0.4015 1.0545 0.052 Uiso 1 1 calc R . . H40C H -0.013 0.2985 0.9972 0.052 Uiso 1 1 calc R . . C41 C -0.1573(4) 0.7430(3) 0.8674(3) 0.0476(13) Uani 1 1 d . . . H41A H -0.0727 0.7516 0.8533 0.071 Uiso 1 1 calc R . . H41B H -0.2055 0.7692 0.923 0.071 Uiso 1 1 calc R . . H41C H -0.2036 0.787 0.8267 0.071 Uiso 1 1 calc R . . C42 C -0.1218(4) 0.4261(3) 0.7132(3) 0.0401(12) Uani 1 1 d . . . H42A H -0.035 0.4036 0.6764 0.06 Uiso 1 1 calc R . . H42B H -0.1786 0.4861 0.685 0.06 Uiso 1 1 calc R . . H42C H -0.1526 0.3619 0.7272 0.06 Uiso 1 1 calc R . . C50 C 1.0288(5) 0.1933(5) 0.4272(4) 0.087(2) Uiso 1 1 d . . . H50A H 1.0264 0.2038 0.3683 0.105 Uiso 1 1 calc R . . H50B H 1.0491 0.1128 0.4446 0.105 Uiso 1 1 calc R . . C51 C 1.1219(5) 0.2366(5) 0.4390(4) 0.0857(19) Uiso 1 1 d . . . H51A H 1.1905 0.2341 0.3869 0.103 Uiso 1 1 calc R . . H51B H 1.1612 0.1912 0.4832 0.103 Uiso 1 1 calc R . . C52 C 1.0533(6) 0.3536(5) 0.4629(4) 0.098(2) Uiso 1 1 d . . . H52A H 1.0761 0.3685 0.511 0.117 Uiso 1 1 calc R . . H52B H 1.0712 0.4076 0.416 0.117 Uiso 1 1 calc R . . C53 C 0.9202(7) 0.3578(6) 0.4845(5) 0.135(3) Uiso 1 1 d . . . H53A H 0.8778 0.3818 0.542 0.163 Uiso 1 1 calc R . . H53B H 0.8753 0.414 0.4468 0.163 Uiso 1 1 calc R . . N1 N 0.5436(3) 0.2502(3) 0.76090(19) 0.0216(8) Uani 1 1 d . . . N2 N 0.5366(3) 0.2482(3) 0.6368(2) 0.0233(8) Uani 1 1 d . . . N3 N 0.0070(3) 0.1075(3) 0.82489(19) 0.0202(8) Uani 1 1 d . . . N4 N -0.0747(3) 0.2797(3) 0.85541(19) 0.0203(8) Uani 1 1 d . . . Cl1 Cl 0.25143(10) 0.17022(10) 0.91536(6) 0.0389(3) Uani 1 1 d . . . Cl2 Cl 0.20373(12) 0.25881(12) 0.63994(7) 0.0630(4) Uani 1 1 d . . . Cl3 Cl 0.37631(10) 0.02956(9) 0.73939(7) 0.0447(3) Uani 1 1 d . . . Cl4 Cl 0.18953(10) 0.41482(9) 0.79639(8) 0.0496(4) Uani 1 1 d . . . Zr1 Zr 0.25342(4) 0.22090(4) 0.77118(3) 0.02502(13) Uani 1 1 d . . . O1 O 0.9101(4) 0.2573(3) 0.4788(3) 0.0954(13) Uiso 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 0.023(2) 0.011(2) 0.020(2) -0.0017(19) -0.006(2) -0.0068(18) C2 0.028(3) 0.059(3) 0.034(3) 0.003(3) -0.015(2) -0.023(2) C3 0.020(3) 0.066(3) 0.027(3) 0.000(3) 0.003(2) -0.031(2) C4 0.019(2) 0.025(3) 0.022(3) -0.003(2) -0.005(2) -0.0097(19) C5 0.020(2) 0.025(3) 0.036(3) -0.002(2) -0.014(2) -0.007(2) C6 0.018(2) 0.038(3) 0.047(3) -0.022(3) -0.011(2) 0.000(2) C7 0.028(3) 0.053(3) 0.023(3) -0.005(3) -0.010(2) -0.010(2) C8 0.008(2) 0.037(3) 0.032(3) 0.006(2) -0.009(2) -0.0069(19) C9 0.022(2) 0.029(3) 0.029(3) -0.006(2) -0.010(2) -0.010(2) C10 0.045(3) 0.025(3) 0.056(3) 0.000(3) -0.025(3) -0.004(2) C11 0.031(3) 0.040(3) 0.040(3) -0.006(2) -0.010(2) -0.008(2) C12 0.041(3) 0.080(4) 0.027(3) -0.014(3) -0.008(2) -0.021(3) C13 0.017(2) 0.033(3) 0.014(2) -0.004(2) 0.0037(19) -0.013(2) C14 0.023(2) 0.025(3) 0.013(2) -0.001(2) 0.0048(19) -0.012(2) C15 0.024(3) 0.030(3) 0.029(3) -0.003(2) -0.004(2) -0.001(2) C16 0.022(3) 0.042(3) 0.025(3) -0.009(2) -0.001(2) -0.014(2) C17 0.034(3) 0.030(3) 0.032(3) -0.016(2) 0.002(2) -0.009(2) C18 0.018(2) 0.029(3) 0.026(3) -0.002(2) 0.006(2) -0.010(2) C19 0.038(3) 0.034(3) 0.030(3) -0.009(2) 0.002(2) -0.009(2) C20 0.037(3) 0.030(3) 0.045(3) -0.011(2) 0.003(2) -0.008(2) C21 0.045(3) 0.066(4) 0.031(3) -0.011(3) -0.016(3) -0.014(3) C22 0.013(2) 0.019(3) 0.021(2) -0.003(2) -0.0078(19) -0.0010(18) C23 0.017(2) 0.027(3) 0.028(3) 0.000(2) -0.008(2) -0.0091(19) C24 0.023(2) 0.027(3) 0.027(3) -0.008(2) -0.003(2) -0.010(2) C25 0.014(2) 0.026(3) 0.025(3) -0.007(2) 0.000(2) -0.0067(19) C26 0.025(2) 0.015(2) 0.023(2) 0.001(2) -0.003(2) -0.0063(19) C27 0.033(3) 0.019(3) 0.035(3) 0.002(2) -0.007(2) -0.005(2) C28 0.023(2) 0.017(3) 0.035(3) -0.003(2) 0.003(2) -0.009(2) C29 0.042(3) 0.028(3) 0.027(3) -0.007(2) -0.007(2) -0.015(2) C30 0.027(2) 0.022(3) 0.031(3) -0.001(2) -0.008(2) -0.012(2) C31 0.045(3) 0.026(3) 0.031(3) -0.006(2) -0.010(2) -0.003(2) C32 0.046(3) 0.037(3) 0.035(3) 0.002(2) -0.021(3) -0.008(2) C33 0.057(3) 0.032(3) 0.043(3) -0.015(3) -0.001(3) -0.011(2) C34 0.019(2) 0.020(3) 0.023(3) -0.003(2) -0.002(2) -0.0083(19) C35 0.022(2) 0.019(3) 0.026(3) -0.002(2) -0.001(2) -0.0051(19) C36 0.025(3) 0.027(3) 0.025(3) -0.010(2) -0.002(2) 0.001(2) C37 0.025(3) 0.019(3) 0.043(3) -0.006(2) -0.011(2) 0.0025(19) C38 0.039(3) 0.018(3) 0.033(3) 0.007(2) -0.021(2) 0.002(2) C39 0.015(2) 0.026(3) 0.028(3) -0.011(2) -0.002(2) -0.0015(19) C40 0.038(3) 0.039(3) 0.031(3) -0.009(2) -0.008(2) -0.013(2) C41 0.063(3) 0.022(3) 0.061(4) -0.003(3) -0.027(3) -0.009(2) C42 0.059(3) 0.023(3) 0.041(3) 0.002(2) -0.025(3) -0.009(2) N1 0.0136(19) 0.035(2) 0.0169(19) 0.0005(17) -0.0019(16) -0.0115(16) N2 0.022(2) 0.026(2) 0.022(2) 0.0008(17) -0.0044(17) -0.0097(16) N3 0.0154(18) 0.022(2) 0.025(2) -0.0037(17) -0.0035(16) -0.0079(15) N4 0.0185(19) 0.020(2) 0.022(2) 0.0006(16) -0.0060(16) -0.0057(16) Cl1 0.0348(7) 0.0606(8) 0.0259(7) -0.0041(6) -0.0087(6) -0.0200(6) Cl2 0.0513(9) 0.1229(13) 0.0328(8) 0.0155(8) -0.0168(7) -0.0536(9) Cl3 0.0399(7) 0.0359(7) 0.0579(9) -0.0193(7) 0.0022(6) -0.0173(6) Cl4 0.0297(7) 0.0311(7) 0.0781(10) -0.0125(7) 0.0056(7) -0.0106(5) Zr1 0.0202(2) 0.0311(3) 0.0258(3) -0.0049(2) -0.0023(2) -0.01243(19) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 1.367(4) . ? C1 N2 1.368(4) . ? C1 Zr1 2.453(4) . ? C2 C3 1.330(5) . ? C2 N1 1.354(5) . ? C2 H2 0.95 . ? C3 N2 1.377(4) . ? C3 H3 0.95 . ? C4 C9 1.380(5) . ? C4 C5 1.389(5) . ? C4 N1 1.444(5) . ? C5 C6 1.388(5) . ? C5 C10 1.500(5) . ? C6 C7 1.375(5) . ? C6 H6 0.95 . ? C7 C8 1.379(5) . ? C7 C12 1.499(5) . ? C8 C9 1.392(5) . ? C8 H8 0.95 . ? C9 C11 1.504(5) . ? C10 H10A 0.98 . ? C10 H10B 0.98 . ? C10 H10C 0.98 . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 C14 1.361(5) . ? C13 C18 1.385(5) . ? C13 N2 1.452(5) . ? C14 C15 1.385(5) . ? C14 C19 1.500(5) . ? C15 C16 1.370(5) . ? C15 H15 0.95 . ? C16 C17 1.377(5) . ? C16 C21 1.502(5) . ? C17 C18 1.390(5) . ? C17 H17 0.95 . ? C18 C20 1.483(5) . ? C19 H19A 0.98 . ? C19 H19B 0.98 . ? C19 H19C 0.98 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 N4 1.363(4) . ? C22 N3 1.367(4) . ? C22 Zr1 2.471(4) . ? C23 C24 1.331(5) . ? C23 N3 1.375(4) . ? C23 H23 0.95 . ? C24 N4 1.378(5) . ? C24 H24 0.95 . ? C25 C26 1.379(5) . ? C25 C30 1.385(5) . ? C25 N3 1.439(4) . ? C26 C27 1.372(5) . ? C26 C31 1.489(5) . ? C27 C28 1.380(5) . ? C27 H27 0.95 . ? C28 C29 1.369(5) . ? C28 C33 1.510(5) . ? C29 C30 1.403(5) . ? C29 H29 0.95 . ? C30 C32 1.501(5) . ? C31 H31A 0.98 . ? C31 H31B 0.98 . ? C31 H31C 0.98 . ? C32 H32A 0.98 . ? C32 H32B 0.98 . ? C32 H32C 0.98 . ? C33 H33A 0.98 . ? C33 H33B 0.98 . ? C33 H33C 0.98 . ? C34 C35 1.374(5) . ? C34 C39 1.380(5) . ? C34 N4 1.448(4) . ? C35 C36 1.388(5) . ? C35 C40 1.493(5) . ? C36 C37 1.384(5) . ? C36 H36 0.95 . ? C37 C38 1.381(5) . ? C37 C41 1.507(5) . ? C38 C39 1.386(5) . ? C38 H38 0.95 . ? C39 C42 1.496(5) . ? C40 H40A 0.98 . ? C40 H40B 0.98 . ? C40 H40C 0.98 . ? C41 H41A 0.98 . ? C41 H41B 0.98 . ? C41 H41C 0.98 . ? C42 H42A 0.98 . ? C42 H42B 0.98 . ? C42 H42C 0.98 . ? C50 O1 1.425(6) . ? C50 C51 1.451(7) . ? C50 H50A 0.99 . ? C50 H50B 0.99 . ? C51 C52 1.483(6) . ? C51 H51A 0.99 . ? C51 H51B 0.99 . ? C52 C53 1.460(8) . ? C52 H52A 0.99 . ? C52 H52B 0.99 . ? C53 O1 1.357(7) . ? C53 H53A 0.99 . ? C53 H53B 0.99 . ? Cl1 Zr1 2.4136(12) . ? Cl2 Zr1 2.3871(13) . ? Cl3 Zr1 2.4102(12) . ? Cl4 Zr1 2.3983(12) . ? 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 N2 102.0(3) . . ? N1 C1 Zr1 128.1(3) . . ? N2 C1 Zr1 129.8(3) . . ? C3 C2 N1 108.7(4) . . ? C3 C2 H2 125.6 . . ? N1 C2 H2 125.6 . . ? C2 C3 N2 105.2(4) . . ? C2 C3 H3 127.4 . . ? N2 C3 H3 127.4 . . ? C9 C4 C5 123.2(4) . . ? C9 C4 N1 117.7(4) . . ? C5 C4 N1 118.7(4) . . ? C6 C5 C4 116.5(4) . . ? C6 C5 C10 121.3(4) . . ? C4 C5 C10 122.2(4) . . ? C7 C6 C5 123.0(4) . . ? C7 C6 H6 118.5 . . ? C5 C6 H6 118.5 . . ? C6 C7 C8 117.9(4) . . ? C6 C7 C12 120.2(4) . . ? C8 C7 C12 121.8(4) . . ? C7 C8 C9 122.2(4) . . ? C7 C8 H8 118.9 . . ? C9 C8 H8 118.9 . . ? C4 C9 C8 117.2(4) . . ? C4 C9 C11 122.3(4) . . ? C8 C9 C11 120.5(4) . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C7 C12 H12A 109.5 . . ? C7 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C7 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 C18 123.5(4) . . ? C14 C13 N2 118.5(4) . . ? C18 C13 N2 117.7(4) . . ? C13 C14 C15 117.2(4) . . ? C13 C14 C19 122.4(4) . . ? C15 C14 C19 120.4(4) . . ? C16 C15 C14 122.2(4) . . ? C16 C15 H15 118.9 . . ? C14 C15 H15 118.9 . . ? C15 C16 C17 118.5(4) . . ? C15 C16 C21 121.3(4) . . ? C17 C16 C21 120.1(4) . . ? C16 C17 C18 121.7(4) . . ? C16 C17 H17 119.2 . . ? C18 C17 H17 119.2 . . ? C13 C18 C17 116.9(4) . . ? C13 C18 C20 123.0(4) . . ? C17 C18 C20 120.1(4) . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N4 C22 N3 103.9(3) . . ? N4 C22 Zr1 128.2(3) . . ? N3 C22 Zr1 127.7(3) . . ? C24 C23 N3 107.6(3) . . ? C24 C23 H23 126.2 . . ? N3 C23 H23 126.2 . . ? C23 C24 N4 107.0(3) . . ? C23 C24 H24 126.5 . . ? N4 C24 H24 126.5 . . ? C26 C25 C30 122.5(4) . . ? C26 C25 N3 119.8(4) . . ? C30 C25 N3 117.3(4) . . ? C27 C26 C25 117.6(4) . . ? C27 C26 C31 120.8(4) . . ? C25 C26 C31 121.6(4) . . ? C26 C27 C28 122.6(4) . . ? C26 C27 H27 118.7 . . ? C28 C27 H27 118.7 . . ? C29 C28 C27 118.2(4) . . ? C29 C28 C33 120.3(4) . . ? C27 C28 C33 121.4(4) . . ? C28 C29 C30 121.8(4) . . ? C28 C29 H29 119.1 . . ? C30 C29 H29 119.1 . . ? C25 C30 C29 117.1(4) . . ? C25 C30 C32 123.2(4) . . ? C29 C30 C32 119.7(4) . . ? C26 C31 H31A 109.5 . . ? C26 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C26 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C28 C33 H33A 109.5 . . ? C28 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C28 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C35 C34 C39 123.3(4) . . ? C35 C34 N4 119.1(4) . . ? C39 C34 N4 117.5(4) . . ? C34 C35 C36 117.2(4) . . ? C34 C35 C40 121.9(4) . . ? C36 C35 C40 120.9(4) . . ? C37 C36 C35 121.9(4) . . ? C37 C36 H36 119.1 . . ? C35 C36 H36 119.1 . . ? C38 C37 C36 118.2(4) . . ? C38 C37 C41 120.6(4) . . ? C36 C37 C41 121.2(4) . . ? C37 C38 C39 122.0(4) . . ? C37 C38 H38 119 . . ? C39 C38 H38 119 . . ? C34 C39 C38 117.1(4) . . ? C34 C39 C42 123.1(4) . . ? C38 C39 C42 119.8(4) . . ? C35 C40 H40A 109.5 . . ? C35 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C35 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C37 C41 H41A 109.5 . . ? C37 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C37 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? O1 C50 C51 104.3(5) . . ? O1 C50 H50A 110.9 . . ? C51 C50 H50A 110.9 . . ? O1 C50 H50B 110.9 . . ? C51 C50 H50B 110.9 . . ? H50A C50 H50B 108.9 . . ? C50 C51 C52 107.4(5) . . ? C50 C51 H51A 110.2 . . ? C52 C51 H51A 110.2 . . ? C50 C51 H51B 110.2 . . ? C52 C51 H51B 110.2 . . ? H51A C51 H51B 108.5 . . ? C53 C52 C51 101.5(5) . . ? C53 C52 H52A 111.5 . . ? C51 C52 H52A 111.5 . . ? C53 C52 H52B 111.5 . . ? C51 C52 H52B 111.5 . . ? H52A C52 H52B 109.3 . . ? O1 C53 C52 112.0(6) . . ? O1 C53 H53A 109.2 . . ? C52 C53 H53A 109.2 . . ? O1 C53 H53B 109.2 . . ? C52 C53 H53B 109.2 . . ? H53A C53 H53B 107.9 . . ? C2 N1 C1 111.5(3) . . ? C2 N1 C4 120.0(3) . . ? C1 N1 C4 128.5(3) . . ? C1 N2 C3 112.5(3) . . ? C1 N2 C13 128.4(3) . . ? C3 N2 C13 119.0(3) . . ? C22 N3 C23 110.6(3) . . ? C22 N3 C25 128.7(3) . . ? C23 N3 C25 120.1(3) . . ? C22 N4 C24 111.0(3) . . ? C22 N4 C34 127.4(3) . . ? C24 N4 C34 121.3(3) . . ? Cl2 Zr1 Cl4 93.75(5) . . ? Cl2 Zr1 Cl3 90.99(5) . . ? Cl4 Zr1 Cl3 163.95(4) . . ? Cl2 Zr1 Cl1 164.60(4) . . ? Cl4 Zr1 Cl1 90.34(5) . . ? Cl3 Zr1 Cl1 89.11(4) . . ? Cl2 Zr1 C1 95.02(10) . . ? Cl4 Zr1 C1 82.09(9) . . ? Cl3 Zr1 C1 82.22(9) . . ? Cl1 Zr1 C1 100.25(9) . . ? Cl2 Zr1 C22 82.60(9) . . ? Cl4 Zr1 C22 97.26(9) . . ? Cl3 Zr1 C22 98.56(9) . . ? Cl1 Zr1 C22 82.15(9) . . ? C1 Zr1 C22 177.50(13) . . ? C53 O1 C50 107.0(5) . . ? # END data_9 _database_code_depnum_ccdc_archive 'CCDC 723923' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C35 H48 Cl2 N4 V, 0.5(C7 H8)' _chemical_formula_sum 'C38.50 H52 Cl2 N4 V' _chemical_formula_weight 692.68 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 13.2301(12) _cell_length_b 13.2393(11) _cell_length_c 42.922(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 7518.1(11) _cell_formula_units_Z 8 _cell_measurement_temperature 180 _cell_measurement_reflns_used 2624 _cell_measurement_theta_min 2.8219 _cell_measurement_theta_max 32.1595 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description planar _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.175 _exptl_crystal_size_min 0.075 _exptl_crystal_density_diffrn 1.224 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2912 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.437 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.9454 _exptl_absorpt_correction_T_max 0.9711 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford-Diffraction XCALIBUR' _diffrn_measurement_method \w-\f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_orient_matrix_ub_11 0.0523004169 _diffrn_orient_matrix_ub_12 0.0081682917 _diffrn_orient_matrix_ub_13 0.0026150845 _diffrn_orient_matrix_ub_21 -0.009217367 _diffrn_orient_matrix_ub_22 0.0042540931 _diffrn_orient_matrix_ub_23 0.0162264348 _diffrn_orient_matrix_ub_31 0.0073496459 _diffrn_orient_matrix_ub_32 -0.052777825 _diffrn_orient_matrix_ub_33 0.0017177398 _diffrn_reflns_av_R_equivalents 0.1283 _diffrn_reflns_av_unetI/netI 0.1705 _diffrn_reflns_number 55113 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -53 _diffrn_reflns_limit_l_max 53 _diffrn_reflns_theta_min 2.88 _diffrn_reflns_theta_max 26.31 _diffrn_reflns_theta_full 26.31 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 7683 _reflns_number_gt 3679 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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 H-atoms of the disordered solvent were not located, but they were included in the _chemical_formula_sum and _moiety,and in the _chemical_formula_weight and _exptl_crystal_density_diffrn ; _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^)+(0.0220P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 7683 _refine_ls_number_parameters 411 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1665 _refine_ls_R_factor_gt 0.0534 _refine_ls_wR_factor_ref 0.1008 _refine_ls_wR_factor_gt 0.075 _refine_ls_goodness_of_fit_ref 0.917 _refine_ls_restrained_S_all 0.921 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.522 _refine_diff_density_min -0.291 _refine_diff_density_rms 0.053 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.0681(3) 0.9329(3) 0.59265(9) 0.0236(10) Uani 1 1 d . . . C2 C 0.0138(3) 1.0063(3) 0.57531(9) 0.0261(10) Uani 1 1 d . . . C3 C 0.0387(3) 1.0213(3) 0.54472(10) 0.0388(12) Uani 1 1 d . . . H3 H 0.0038 1.0698 0.5333 0.047 Uiso 1 1 calc R . . C4 C 0.1137(4) 0.9670(3) 0.53029(10) 0.0431(13) Uani 1 1 d . . . H4 H 0.1297 0.9791 0.5095 0.052 Uiso 1 1 calc R . . C5 C 0.1653(3) 0.8935(3) 0.54710(10) 0.0399(12) Uani 1 1 d . . . H5 H 0.2155 0.8563 0.5372 0.048 Uiso 1 1 calc R . . C6 C 0.1445(3) 0.8742(3) 0.57793(9) 0.0276(11) Uani 1 1 d . . . C7 C -0.0672(3) 1.0681(3) 0.59102(9) 0.0288(11) Uani 1 1 d . . . H7 H -0.0961 1.0271 0.6078 0.035 Uiso 1 1 calc R . . C8 C -0.1537(3) 1.0981(3) 0.56904(10) 0.0453(13) Uani 1 1 d . . . H8A H -0.1293 1.1461 0.554 0.068 Uiso 1 1 calc R . . H8B H -0.2076 1.1278 0.5809 0.068 Uiso 1 1 calc R . . H8C H -0.1782 1.0391 0.5584 0.068 Uiso 1 1 calc R . . C9 C -0.0222(3) 1.1622(3) 0.60557(10) 0.0454(13) Uani 1 1 d . . . H9A H 0.0325 1.1435 0.6191 0.068 Uiso 1 1 calc R . . H9B H -0.0732 1.1968 0.6174 0.068 Uiso 1 1 calc R . . H9C H 0.0026 1.2059 0.5894 0.068 Uiso 1 1 calc R . . C10 C 0.2043(3) 0.7960(3) 0.59578(9) 0.0337(12) Uani 1 1 d . . . H10 H 0.1618 0.7715 0.6129 0.04 Uiso 1 1 calc R . . C11 C 0.2349(3) 0.7044(3) 0.57585(10) 0.0461(13) Uani 1 1 d . . . H11A H 0.1771 0.6804 0.5645 0.069 Uiso 1 1 calc R . . H11B H 0.2597 0.6516 0.5891 0.069 Uiso 1 1 calc R . . H11C H 0.2868 0.7239 0.5614 0.069 Uiso 1 1 calc R . . C12 C 0.2986(3) 0.8446(3) 0.61013(10) 0.0494(14) Uani 1 1 d . . . H12A H 0.3423 0.8682 0.5938 0.074 Uiso 1 1 calc R . . H12B H 0.3337 0.7956 0.6226 0.074 Uiso 1 1 calc R . . H12C H 0.2788 0.9006 0.623 0.074 Uiso 1 1 calc R . . C13 C 0.2142(3) 1.0686(3) 0.65957(10) 0.0422(12) Uani 1 1 d . . . H13A H 0.239 1.1343 0.6651 0.063 Uiso 1 1 calc R . . H13B H 0.2031 1.0656 0.6375 0.063 Uiso 1 1 calc R . . H13C H 0.263 1.0184 0.6654 0.063 Uiso 1 1 calc R . . C14 C 0.1318(3) 1.0575(3) 0.71008(9) 0.0423(13) Uani 1 1 d . . . H14A H 0.1825 1.0104 0.7167 0.063 Uiso 1 1 calc R . . H14B H 0.0692 1.0427 0.7204 0.063 Uiso 1 1 calc R . . H14C H 0.1528 1.1249 0.7152 0.063 Uiso 1 1 calc R . . C15 C -0.0686(3) 0.7861(3) 0.66987(9) 0.0239(10) Uani 1 1 d . . . C16 C -0.1866(3) 0.6628(3) 0.66178(11) 0.0408(12) Uani 1 1 d . . . H16 H -0.2308 0.6196 0.6515 0.049 Uiso 1 1 calc R . . C17 C -0.1709(3) 0.6677(3) 0.69242(11) 0.0402(12) Uani 1 1 d . . . H17 H -0.2018 0.6283 0.7076 0.048 Uiso 1 1 calc R . . C18 C -0.1190(3) 0.7457(3) 0.61500(10) 0.0284(11) Uani 1 1 d . . . C19 C -0.1825(3) 0.8151(3) 0.60040(10) 0.0298(11) Uani 1 1 d . . . C20 C -0.1787(3) 0.8214(3) 0.56839(10) 0.0376(12) Uani 1 1 d . . . H20 H -0.2202 0.8676 0.5583 0.045 Uiso 1 1 calc R . . C21 C -0.1151(4) 0.7610(3) 0.55083(10) 0.0372(12) Uani 1 1 d . . . C22 C -0.0543(3) 0.6912(3) 0.56639(10) 0.0368(12) Uani 1 1 d . . . H22 H -0.0114 0.6499 0.5549 0.044 Uiso 1 1 calc R . . C23 C -0.0562(3) 0.6818(3) 0.59849(10) 0.0306(11) Uani 1 1 d . . . C24 C 0.0090(3) 0.6043(3) 0.61486(10) 0.0492(14) Uani 1 1 d . . . H24A H 0.0462 0.6364 0.6313 0.074 Uiso 1 1 calc R . . H24B H 0.0552 0.5749 0.6002 0.074 Uiso 1 1 calc R . . H24C H -0.0333 0.5523 0.6235 0.074 Uiso 1 1 calc R . . C25 C -0.2570(3) 0.8792(3) 0.61882(10) 0.0435(13) Uani 1 1 d . . . H25A H -0.2867 0.9288 0.6053 0.065 Uiso 1 1 calc R . . H25B H -0.2221 0.9125 0.6355 0.065 Uiso 1 1 calc R . . H25C H -0.3091 0.8368 0.6272 0.065 Uiso 1 1 calc R . . C26 C -0.1119(4) 0.7705(3) 0.51605(10) 0.0629(16) Uani 1 1 d . . . H26A H -0.0439 0.7845 0.5095 0.094 Uiso 1 1 calc R . . H26B H -0.1554 0.8246 0.5096 0.094 Uiso 1 1 calc R . . H26C H -0.1343 0.7084 0.5068 0.094 Uiso 1 1 calc R . . C27 C -0.0662(3) 0.7705(3) 0.72786(9) 0.0233(10) Uani 1 1 d . . . C28 C -0.1232(3) 0.8396(3) 0.74499(9) 0.0241(10) Uani 1 1 d . . . C31 C 0.0445(3) 0.7469(3) 0.77110(11) 0.0418(13) Uani 1 1 d . . . H31 H 0.1003 0.7153 0.78 0.05 Uiso 1 1 calc R . . C32 C 0.0154(3) 0.7202(3) 0.74113(10) 0.0318(11) Uani 1 1 d . . . C33 C -0.2198(3) 0.8850(3) 0.73263(9) 0.0368(12) Uani 1 1 d . . . H33A H -0.2757 0.8623 0.745 0.055 Uiso 1 1 calc R . . H33B H -0.2295 0.8643 0.7114 0.055 Uiso 1 1 calc R . . H33C H -0.2156 0.9573 0.7336 0.055 Uiso 1 1 calc R . . C34 C 0.0675(3) 0.6340(3) 0.72466(11) 0.0526(15) Uani 1 1 d . . . H34A H 0.1288 0.6173 0.7355 0.079 Uiso 1 1 calc R . . H34B H 0.0832 0.6536 0.7037 0.079 Uiso 1 1 calc R . . H34C H 0.0237 0.5762 0.7243 0.079 Uiso 1 1 calc R . . N1 N 0.0470(2) 0.9191(2) 0.62428(7) 0.0210(7) Uani 1 1 d . . . N2 N 0.1179(2) 1.0492(2) 0.67605(7) 0.0289(9) Uani 1 1 d . . . H2 H 0.0772 1.102 0.6708 0.035 Uiso 1 1 calc R . . N3 N -0.1245(2) 0.7343(2) 0.64832(7) 0.0287(9) Uani 1 1 d . . . N4 N -0.0994(2) 0.7431(2) 0.69731(8) 0.0260(8) Uani 1 1 d . . . Cl1 Cl 0.16719(8) 0.82409(7) 0.68279(2) 0.0298(3) Uani 1 1 d . . . Cl2 Cl -0.10280(8) 1.01852(7) 0.67666(2) 0.0325(3) Uani 1 1 d . . . V1 V 0.03311(5) 0.91415(5) 0.662527(15) 0.02062(17) Uani 1 1 d . . . C30 C -0.0071(4) 0.8193(4) 0.78815(10) 0.0382(12) Uani 1 1 d . . . C29 C -0.0918(3) 0.8627(3) 0.77477(10) 0.0327(11) Uani 1 1 d . . . H29 H -0.1289 0.9092 0.7863 0.039 Uiso 1 1 calc R . . C35 C 0.0266(4) 0.8486(4) 0.82081(10) 0.0694(17) Uani 1 1 d . . . H35A H 0.0643 0.794 0.8299 0.104 Uiso 1 1 calc R . . H35B H -0.0317 0.8625 0.8334 0.104 Uiso 1 1 calc R . . H35C H 0.0684 0.9077 0.8197 0.104 Uiso 1 1 calc R . . C51 C 0.0829(4) 0.5104(4) 0.51108(14) 0.0767(18) Uiso 1 1 d D . . C53 C -0.0418(6) 0.4060(5) 0.53930(15) 0.112(2) Uiso 1 1 d D . . C52 C -0.0171(8) 0.4634(7) 0.5154(2) 0.056(3) Uiso 0.5 1 d PD . . C50 C 0.1105(8) 0.5713(8) 0.4881(3) 0.068(3) Uiso 0.5 1 d PD . . C54 C 0.0584(8) 0.4554(8) 0.5341(3) 0.073(4) Uiso 0.5 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 C1 0.021(3) 0.024(2) 0.026(3) 0.001(2) -0.0004(19) -0.005(2) C2 0.027(3) 0.027(2) 0.025(3) 0.003(2) -0.002(2) -0.002(2) C3 0.039(3) 0.046(3) 0.031(3) 0.010(2) -0.007(2) 0.005(3) C4 0.049(3) 0.060(3) 0.021(3) 0.012(2) 0.006(2) 0.003(3) C5 0.036(3) 0.052(3) 0.031(3) -0.002(3) 0.010(2) 0.008(3) C6 0.023(3) 0.036(3) 0.024(3) 0.002(2) 0.001(2) -0.001(2) C7 0.031(3) 0.024(2) 0.031(3) 0.002(2) -0.007(2) 0.003(2) C8 0.040(3) 0.039(3) 0.057(3) -0.001(3) -0.007(2) 0.012(3) C9 0.053(3) 0.038(3) 0.046(3) 0.000(2) -0.009(3) 0.006(3) C10 0.031(3) 0.042(3) 0.028(3) 0.002(2) 0.005(2) 0.009(2) C11 0.049(3) 0.042(3) 0.048(3) -0.004(3) 0.001(3) 0.014(3) C12 0.034(3) 0.065(4) 0.049(3) -0.001(3) 0.000(2) 0.014(3) C13 0.040(3) 0.031(3) 0.055(3) 0.001(3) 0.004(3) -0.013(2) C14 0.044(3) 0.045(3) 0.038(3) -0.015(2) -0.020(2) 0.012(2) C15 0.024(3) 0.024(2) 0.023(3) -0.005(2) 0.0060(19) 0.003(2) C16 0.044(3) 0.041(3) 0.037(3) -0.007(3) 0.012(2) -0.030(2) C17 0.047(3) 0.032(3) 0.041(3) -0.008(3) 0.014(3) -0.023(3) C18 0.033(3) 0.024(2) 0.028(3) -0.006(2) -0.001(2) -0.014(2) C19 0.030(3) 0.029(3) 0.031(3) -0.012(2) 0.003(2) -0.016(2) C20 0.035(3) 0.034(3) 0.043(3) -0.006(3) -0.008(2) -0.009(3) C21 0.053(4) 0.029(3) 0.029(3) -0.006(2) 0.001(2) -0.015(3) C22 0.044(3) 0.032(3) 0.034(3) -0.012(2) 0.008(2) -0.003(2) C23 0.037(3) 0.026(2) 0.029(3) -0.004(2) 0.000(2) -0.009(2) C24 0.061(4) 0.038(3) 0.048(3) -0.004(3) 0.012(3) 0.007(3) C25 0.033(3) 0.051(3) 0.047(3) -0.010(2) 0.007(2) -0.003(3) C26 0.097(5) 0.055(4) 0.037(3) -0.002(3) 0.009(3) -0.001(3) C27 0.027(3) 0.022(2) 0.021(3) 0.005(2) 0.007(2) -0.008(2) C28 0.026(3) 0.026(2) 0.021(3) 0.004(2) 0.003(2) -0.006(2) C31 0.029(3) 0.048(3) 0.048(3) 0.027(3) -0.005(2) -0.005(3) C32 0.030(3) 0.030(3) 0.035(3) 0.016(2) 0.006(2) -0.003(2) C33 0.028(3) 0.046(3) 0.036(3) -0.001(2) 0.005(2) 0.005(2) C34 0.057(4) 0.031(3) 0.069(4) 0.018(3) 0.021(3) 0.017(3) N1 0.0182(19) 0.0187(17) 0.026(2) 0.0026(17) -0.0013(15) -0.0022(16) N2 0.029(2) 0.0203(19) 0.037(2) -0.0029(17) -0.0095(17) 0.0026(17) N3 0.035(2) 0.029(2) 0.022(2) -0.0040(18) 0.0022(17) -0.0093(18) N4 0.032(2) 0.022(2) 0.024(2) -0.0029(17) 0.0038(17) -0.0044(18) Cl1 0.0284(6) 0.0253(6) 0.0358(7) 0.0047(5) -0.0034(5) 0.0049(5) Cl2 0.0271(6) 0.0296(6) 0.0407(7) -0.0058(5) 0.0003(5) 0.0058(5) V1 0.0205(4) 0.0196(3) 0.0218(4) -0.0002(4) -0.0003(3) -0.0004(3) C30 0.042(3) 0.044(3) 0.029(3) 0.013(3) -0.005(2) -0.016(3) C29 0.036(3) 0.032(3) 0.029(3) 0.002(2) 0.005(2) -0.005(2) C35 0.076(4) 0.091(4) 0.041(3) 0.008(3) -0.015(3) -0.026(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 1.398(4) . ? C1 C2 1.419(5) . ? C1 C6 1.424(5) . ? C2 C3 1.369(5) . ? C2 C7 1.508(5) . ? C3 C4 1.372(5) . ? C3 H3 0.93 . ? C4 C5 1.390(5) . ? C4 H4 0.93 . ? C5 C6 1.376(5) . ? C5 H5 0.93 . ? C6 C10 1.511(5) . ? C7 C9 1.516(5) . ? C7 C8 1.535(5) . ? C7 H7 0.98 . ? C8 H8A 0.96 . ? C8 H8B 0.96 . ? C8 H8C 0.96 . ? C9 H9A 0.96 . ? C9 H9B 0.96 . ? C9 H9C 0.96 . ? C10 C12 1.533(5) . ? C10 C11 1.538(5) . ? C10 H10 0.98 . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? C11 H11C 0.96 . ? C12 H12A 0.96 . ? C12 H12B 0.96 . ? C12 H12C 0.96 . ? C13 N2 1.480(4) . ? C13 H13A 0.96 . ? C13 H13B 0.96 . ? C13 H13C 0.96 . ? C14 N2 1.476(4) . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? C15 N3 1.368(4) . ? C15 N4 1.370(4) . ? C15 V1 2.188(4) . ? C16 C17 1.333(5) . ? C16 N3 1.379(4) . ? C16 H16 0.93 . ? C17 N4 1.390(4) . ? C17 H17 0.93 . ? C18 C23 1.382(5) . ? C18 C19 1.393(5) . ? C18 N3 1.440(5) . ? C19 C20 1.377(5) . ? C19 C25 1.522(5) . ? C20 C21 1.383(5) . ? C20 H20 0.93 . ? C21 C22 1.395(5) . ? C21 C26 1.499(5) . ? C22 C23 1.384(5) . ? C22 H22 0.93 . ? C23 C24 1.513(5) . ? C24 H24A 0.96 . ? C24 H24B 0.96 . ? C24 H24C 0.96 . ? C25 H25A 0.96 . ? C25 H25B 0.96 . ? C25 H25C 0.96 . ? C26 H26A 0.96 . ? C26 H26B 0.96 . ? C26 H26C 0.96 . ? C27 C32 1.390(5) . ? C27 C28 1.395(5) . ? C27 N4 1.430(4) . ? C28 C29 1.378(5) . ? C28 C33 1.509(5) . ? C31 C30 1.386(6) . ? C31 C32 1.389(5) . ? C31 H31 0.93 . ? C32 C34 1.509(5) . ? C33 H33A 0.96 . ? C33 H33B 0.96 . ? C33 H33C 0.96 . ? C34 H34A 0.96 . ? C34 H34B 0.96 . ? C34 H34C 0.96 . ? N1 V1 1.653(3) . ? N2 V1 2.189(3) . ? N2 H2 0.91 . ? Cl1 V1 2.3076(12) . ? Cl2 V1 2.3474(12) . ? C30 C29 1.384(5) . ? C30 C35 1.521(6) . ? C29 H29 0.93 . ? C35 H35A 0.96 . ? C35 H35B 0.96 . ? C35 H35C 0.96 . ? C51 C54 1.269(10) . ? C51 C50 1.325(10) . ? C51 C52 1.472(11) 5_566 ? C51 C52 1.473(10) . ? C53 C52 1.320(10) . ? C53 C54 1.494(10) . ? C53 C50 1.517(12) 5_566 ? C52 C54 1.287(13) . ? C52 C50 1.327(13) 5_566 ? C52 C51 1.472(11) 5_566 ? C52 C52 1.696(19) 5_566 ? C50 C52 1.327(13) 5_566 ? C50 C53 1.517(12) 5_566 ? 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 119.9(4) . . ? N1 C1 C6 120.1(4) . . ? C2 C1 C6 120.0(4) . . ? C3 C2 C1 118.7(4) . . ? C3 C2 C7 121.4(4) . . ? C1 C2 C7 119.8(4) . . ? C2 C3 C4 122.1(4) . . ? C2 C3 H3 119 . . ? C4 C3 H3 119 . . ? C3 C4 C5 119.2(4) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C6 C5 C4 122.1(4) . . ? C6 C5 H5 119 . . ? C4 C5 H5 119 . . ? C5 C6 C1 117.8(4) . . ? C5 C6 C10 120.7(4) . . ? C1 C6 C10 121.4(4) . . ? C2 C7 C9 110.6(3) . . ? C2 C7 C8 113.3(3) . . ? C9 C7 C8 109.5(3) . . ? C2 C7 H7 107.8 . . ? C9 C7 H7 107.8 . . ? C8 C7 H7 107.8 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 C12 110.0(3) . . ? C6 C10 C11 113.3(3) . . ? C12 C10 C11 109.9(3) . . ? C6 C10 H10 107.8 . . ? C12 C10 H10 107.8 . . ? C11 C10 H10 107.8 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 H13A 109.5 . . ? N2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 H14A 109.5 . . ? N2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N3 C15 N4 102.2(3) . . ? N3 C15 V1 128.6(3) . . ? N4 C15 V1 129.0(3) . . ? C17 C16 N3 106.7(4) . . ? C17 C16 H16 126.7 . . ? N3 C16 H16 126.7 . . ? C16 C17 N4 106.8(4) . . ? C16 C17 H17 126.6 . . ? N4 C17 H17 126.6 . . ? C23 C18 C19 122.4(4) . . ? C23 C18 N3 118.4(4) . . ? C19 C18 N3 119.1(4) . . ? C20 C19 C18 117.8(4) . . ? C20 C19 C25 120.5(4) . . ? C18 C19 C25 121.6(4) . . ? C19 C20 C21 122.1(4) . . ? C19 C20 H20 119 . . ? C21 C20 H20 119 . . ? C20 C21 C22 118.2(4) . . ? C20 C21 C26 120.8(4) . . ? C22 C21 C26 121.0(4) . . ? C23 C22 C21 121.7(4) . . ? C23 C22 H22 119.1 . . ? C21 C22 H22 119.1 . . ? C18 C23 C22 117.8(4) . . ? C18 C23 C24 121.3(4) . . ? C22 C23 C24 120.9(4) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C19 C25 H25A 109.5 . . ? C19 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C19 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C21 C26 H26A 109.5 . . ? C21 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C21 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C32 C27 C28 121.2(4) . . ? C32 C27 N4 119.6(4) . . ? C28 C27 N4 118.9(4) . . ? C29 C28 C27 118.2(4) . . ? C29 C28 C33 119.5(4) . . ? C27 C28 C33 122.3(4) . . ? C30 C31 C32 121.8(4) . . ? C30 C31 H31 119.1 . . ? C32 C31 H31 119.1 . . ? C31 C32 C27 118.3(4) . . ? C31 C32 C34 119.9(4) . . ? C27 C32 C34 121.7(4) . . ? C28 C33 H33A 109.5 . . ? C28 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C28 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C32 C34 H34A 109.5 . . ? C32 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C32 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C1 N1 V1 172.6(3) . . ? C14 N2 C13 110.7(3) . . ? C14 N2 V1 112.8(2) . . ? C13 N2 V1 117.1(2) . . ? C14 N2 H2 105 . . ? C13 N2 H2 105 . . ? V1 N2 H2 105 . . ? C15 N3 C16 112.5(3) . . ? C15 N3 C18 126.2(3) . . ? C16 N3 C18 121.2(3) . . ? C15 N4 C17 111.8(3) . . ? C15 N4 C27 126.2(3) . . ? C17 N4 C27 122.0(3) . . ? N1 V1 C15 104.02(15) . . ? N1 V1 N2 100.01(14) . . ? C15 V1 N2 155.53(13) . . ? N1 V1 Cl1 108.04(11) . . ? C15 V1 Cl1 91.03(10) . . ? N2 V1 Cl1 85.87(9) . . ? N1 V1 Cl2 108.54(11) . . ? C15 V1 Cl2 87.02(10) . . ? N2 V1 Cl2 80.99(9) . . ? Cl1 V1 Cl2 142.71(5) . . ? C29 C30 C31 117.9(4) . . ? C29 C30 C35 120.9(5) . . ? C31 C30 C35 121.2(5) . . ? C28 C29 C30 122.4(4) . . ? C28 C29 H29 118.8 . . ? C30 C29 H29 118.8 . . ? C30 C35 H35A 109.5 . . ? C30 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C30 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C54 C51 C50 176.9(9) . . ? C54 C51 C52 125.7(9) . 5_566 ? C50 C51 C52 56.4(6) . 5_566 ? C54 C51 C52 55.4(6) . . ? C50 C51 C52 126.6(8) . . ? C52 C51 C52 70.4(8) 5_566 . ? C52 C53 C54 54.0(6) . . ? C52 C53 C50 55.2(6) . 5_566 ? C54 C53 C50 109.2(7) . 5_566 ? C54 C52 C53 70.0(7) . . ? C54 C52 C50 139.8(10) . 5_566 ? C53 C52 C50 70.0(7) . 5_566 ? C54 C52 C51 163.9(10) . 5_566 ? C53 C52 C51 126.1(9) . 5_566 ? C50 C52 C51 56.2(6) 5_566 5_566 ? C54 C52 C51 54.3(6) . . ? C53 C52 C51 124.2(9) . . ? C50 C52 C51 165.6(10) 5_566 . ? C51 C52 C51 109.6(8) 5_566 . ? C54 C52 C52 109.1(11) . 5_566 ? C53 C52 C52 178.9(12) . 5_566 ? C50 C52 C52 111.0(10) 5_566 5_566 ? C51 C52 C52 54.8(6) 5_566 5_566 ? C51 C52 C52 54.8(6) . 5_566 ? C51 C50 C52 67.4(7) . 5_566 ? C51 C50 C53 122.2(9) . 5_566 ? C52 C50 C53 54.8(6) 5_566 5_566 ? C51 C54 C52 70.3(7) . . ? C51 C54 C53 126.4(9) . . ? C52 C54 C53 56.1(6) . . ? # END data_10 _database_code_depnum_ccdc_archive 'CCDC 723924' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C35 H48 Cl2 N4 Zr1' _chemical_formula_sum 'C35 H48 Cl2 N4 Zr' _chemical_formula_weight 686.89 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 13.4366(8) _cell_length_b 13.3487(13) _cell_length_c 43.139(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 7737.5(10) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 2 _cell_measurement_theta_max 32 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 1.179 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2880 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.448 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.935 _exptl_absorpt_correction_T_max 0.967 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Kappa APEX II' _diffrn_measurement_method \w-\f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0544 _diffrn_reflns_av_unetI/netI 0.0372 _diffrn_reflns_number 101403 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -57 _diffrn_reflns_limit_l_max 55 _diffrn_reflns_theta_min 0.94 _diffrn_reflns_theta_max 28.9 _diffrn_reflns_theta_full 28.9 _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _reflns_number_total 10083 _reflns_number_gt 7692 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker APEX 2' _computing_cell_refinement 'Bruker APEX 2' _computing_data_reduction 'Bruker APEX 2' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. It was not possible to resolve diffuse electron-density residuals (enclosed solvent molecules). Treatment with the SQUEEZE facility from PLATON (Spek, 1990), with a localized void of about 956 A \^E 3 and 409 electron count / cell,resulted in a smooth refinement. Since a few low order reflections are missing from the data set, the electron count will be underestimated. Thus, the values given for D(calc), F(000) and the molecular weight are only valid for the ordered part of the structure. ; _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^)+(0.0785P)^2^+6.3770P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 10083 _refine_ls_number_parameters 391 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0681 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1465 _refine_ls_wR_factor_gt 0.1385 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.43 _refine_diff_density_min -0.457 _refine_diff_density_rms 0.099 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.5756(2) 0.2294(2) 0.17078(6) 0.0253(5) Uani 1 1 d . . . C2 C 0.6929(3) 0.3496(3) 0.16244(8) 0.0454(9) Uani 1 1 d . . . H2 H 0.7379 0.3929 0.152 0.055 Uiso 1 1 calc R . . C3 C 0.6784(3) 0.3430(3) 0.19300(8) 0.0435(8) Uani 1 1 d . . . H3 H 0.7112 0.3813 0.2085 0.052 Uiso 1 1 calc R . . C4 C 0.6235(2) 0.2666(2) 0.11610(7) 0.0312(6) Uani 1 1 d . . . C5 C 0.6845(2) 0.1944(2) 0.10226(7) 0.0348(7) Uani 1 1 d . . . C6 C 0.6789(2) 0.1838(3) 0.07038(8) 0.0394(7) Uani 1 1 d . . . H6 H 0.719 0.1349 0.0604 0.047 Uiso 1 1 calc R . . C7 C 0.6156(3) 0.2434(3) 0.05267(7) 0.0401(7) Uani 1 1 d . . . C8 C 0.5580(3) 0.3146(3) 0.06694(8) 0.0401(7) Uani 1 1 d . . . H8 H 0.5156 0.3557 0.0547 0.048 Uiso 1 1 calc R . . C9 C 0.5604(2) 0.3281(2) 0.09914(7) 0.0354(7) Uani 1 1 d . . . C10 C 0.7542(3) 0.1304(3) 0.12092(9) 0.0473(8) Uani 1 1 d . . . H10A H 0.7192 0.1039 0.1391 0.071 Uiso 1 1 calc R . . H10B H 0.8111 0.1708 0.1277 0.071 Uiso 1 1 calc R . . H10C H 0.7779 0.0746 0.1081 0.071 Uiso 1 1 calc R . . C11 C 0.6107(4) 0.2286(3) 0.01753(9) 0.0650(12) Uani 1 1 d . . . H11A H 0.548 0.1955 0.0121 0.098 Uiso 1 1 calc R . . H11B H 0.6667 0.187 0.0108 0.098 Uiso 1 1 calc R . . H11C H 0.6141 0.2939 0.0072 0.098 Uiso 1 1 calc R . . C12 C 0.4970(3) 0.4067(3) 0.11448(9) 0.0514(9) Uani 1 1 d . . . H12A H 0.4581 0.376 0.1312 0.077 Uiso 1 1 calc R . . H12B H 0.4518 0.4361 0.0992 0.077 Uiso 1 1 calc R . . H12C H 0.5399 0.4592 0.1231 0.077 Uiso 1 1 calc R . . C13 C 0.5739(2) 0.2402(2) 0.22826(6) 0.0265(6) Uani 1 1 d . . . C14 C 0.62861(19) 0.1676(2) 0.24426(6) 0.0261(5) Uani 1 1 d . . . C15 C 0.5954(2) 0.1407(2) 0.27357(7) 0.0314(6) Uani 1 1 d . . . H15 H 0.631 0.0912 0.2849 0.038 Uiso 1 1 calc R . . C16 C 0.5118(2) 0.1838(3) 0.28685(7) 0.0391(7) Uani 1 1 d . . . C17 C 0.4621(2) 0.2575(3) 0.27069(8) 0.0391(7) Uani 1 1 d . . . H17 H 0.4055 0.288 0.2799 0.047 Uiso 1 1 calc R . . C18 C 0.4919(2) 0.2888(2) 0.24144(7) 0.0337(6) Uani 1 1 d . . . C19 C 0.7226(2) 0.1232(3) 0.23154(7) 0.0375(7) Uani 1 1 d . . . H19A H 0.7235 0.051 0.2357 0.056 Uiso 1 1 calc R . . H19B H 0.7801 0.1548 0.2415 0.056 Uiso 1 1 calc R . . H19C H 0.7255 0.1347 0.2091 0.056 Uiso 1 1 calc R . . C20 C 0.4780(3) 0.1518(4) 0.31901(9) 0.0631(12) Uani 1 1 d . . . H20A H 0.5356 0.1286 0.331 0.095 Uiso 1 1 calc R . . H20B H 0.4295 0.0974 0.3172 0.095 Uiso 1 1 calc R . . H20C H 0.4473 0.2089 0.3296 0.095 Uiso 1 1 calc R . . C21 C 0.4409(3) 0.3743(3) 0.22548(10) 0.0543(10) Uani 1 1 d . . . H21A H 0.4823 0.4346 0.2271 0.081 Uiso 1 1 calc R . . H21B H 0.3764 0.3866 0.2353 0.081 Uiso 1 1 calc R . . H21C H 0.4308 0.3577 0.2036 0.081 Uiso 1 1 calc R . . C22 C 0.4270(2) 0.0719(2) 0.08983(6) 0.0258(5) Uani 1 1 d . . . C23 C 0.4804(2) -0.0022(2) 0.07328(7) 0.0295(6) Uani 1 1 d . . . C24 C 0.4559(2) -0.0193(3) 0.04231(7) 0.0403(7) Uani 1 1 d . . . H24 H 0.4905 -0.0696 0.0311 0.048 Uiso 1 1 calc R . . C25 C 0.3829(3) 0.0351(3) 0.02774(8) 0.0480(9) Uani 1 1 d . . . H25 H 0.3662 0.0212 0.0068 0.058 Uiso 1 1 calc R . . C26 C 0.3339(3) 0.1099(3) 0.04365(7) 0.0421(8) Uani 1 1 d . . . H26 H 0.285 0.1488 0.0332 0.05 Uiso 1 1 calc R . . C27 C 0.3544(2) 0.1298(2) 0.07455(7) 0.0318(6) Uani 1 1 d . . . C28 C 0.5611(2) -0.0625(2) 0.08910(7) 0.0321(6) Uani 1 1 d . . . H28 H 0.5902 -0.0199 0.1059 0.038 Uiso 1 1 calc R . . C29 C 0.6463(3) -0.0940(3) 0.06751(9) 0.0459(8) Uani 1 1 d . . . H29A H 0.674 -0.0346 0.0573 0.069 Uiso 1 1 calc R . . H29B H 0.6209 -0.1404 0.0518 0.069 Uiso 1 1 calc R . . H29C H 0.6985 -0.1271 0.0796 0.069 Uiso 1 1 calc R . . C30 C 0.5166(3) -0.1557(3) 0.10444(9) 0.0473(8) Uani 1 1 d . . . H30A H 0.4618 -0.1358 0.1181 0.071 Uiso 1 1 calc R . . H30B H 0.568 -0.1898 0.1166 0.071 Uiso 1 1 calc R . . H30C H 0.4915 -0.2012 0.0884 0.071 Uiso 1 1 calc R . . C31 C 0.2973(2) 0.2104(3) 0.09195(7) 0.0360(7) Uani 1 1 d . . . H31 H 0.3418 0.2363 0.1087 0.043 Uiso 1 1 calc R . . C32 C 0.2679(3) 0.2997(3) 0.07161(8) 0.0505(9) Uani 1 1 d . . . H32A H 0.2418 0.3537 0.0847 0.076 Uiso 1 1 calc R . . H32B H 0.2166 0.2789 0.0568 0.076 Uiso 1 1 calc R . . H32C H 0.3264 0.3238 0.0603 0.076 Uiso 1 1 calc R . . C33 C 0.2054(3) 0.1661(3) 0.10751(9) 0.0503(9) Uani 1 1 d . . . H33A H 0.1604 0.1395 0.0917 0.075 Uiso 1 1 calc R . . H33B H 0.1712 0.2185 0.1194 0.075 Uiso 1 1 calc R . . H33C H 0.2256 0.112 0.1215 0.075 Uiso 1 1 calc R . . C34 C 0.2726(2) -0.0664(3) 0.15732(8) 0.0414(8) Uani 1 1 d . . . H34A H 0.2448 -0.1333 0.161 0.062 Uiso 1 1 calc R . . H34B H 0.2869 -0.0582 0.1352 0.062 Uiso 1 1 calc R . . H34C H 0.2245 -0.0155 0.1639 0.062 Uiso 1 1 calc R . . C35 C 0.3471(2) -0.0705(2) 0.20855(7) 0.0376(7) Uani 1 1 d . . . H35A H 0.4094 -0.0626 0.2201 0.056 Uiso 1 1 calc R . . H35B H 0.3208 -0.1381 0.2118 0.056 Uiso 1 1 calc R . . H35C H 0.2985 -0.0211 0.2159 0.056 Uiso 1 1 calc R . . N1 N 0.44584(16) 0.08555(17) 0.12137(5) 0.0241(5) Uani 1 1 d . . . N2 N 0.62927(18) 0.28072(19) 0.14897(6) 0.0338(6) Uani 1 1 d . . . N3 N 0.60733(18) 0.27061(18) 0.19783(5) 0.0295(5) Uani 1 1 d . . . N4 N 0.36586(17) -0.05479(18) 0.17534(6) 0.0285(5) Uani 1 1 d . . . H4 H 0.4058 -0.1083 0.1693 0.034 Uiso 1 1 calc R . . Cl1 Cl 0.31943(5) 0.18263(5) 0.186256(17) 0.03163(16) Uani 1 1 d . . . Cl2 Cl 0.59582(5) -0.02424(6) 0.179798(18) 0.03436(17) Uani 1 1 d . . . Zr1 Zr 0.460539(17) 0.091454(18) 0.163503(6) 0.01991(9) 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 0.0275(12) 0.0231(13) 0.0252(13) 0.0037(10) -0.0044(10) -0.0039(11) C2 0.0490(19) 0.046(2) 0.0414(18) 0.0095(15) -0.0115(15) -0.0281(16) C3 0.0516(19) 0.0411(18) 0.0377(17) 0.0050(14) -0.0134(14) -0.0235(16) C4 0.0345(14) 0.0324(15) 0.0267(14) 0.0082(12) -0.0024(11) -0.0120(12) C5 0.0299(14) 0.0365(16) 0.0381(16) 0.0121(13) 0.0002(12) -0.0099(12) C6 0.0431(17) 0.0361(17) 0.0392(17) 0.0040(14) 0.0063(14) -0.0068(14) C7 0.0503(18) 0.0404(17) 0.0297(15) 0.0067(13) -0.0010(14) -0.0109(15) C8 0.0491(18) 0.0391(17) 0.0323(16) 0.0089(14) -0.0099(14) -0.0040(15) C9 0.0390(16) 0.0331(16) 0.0342(16) 0.0066(13) -0.0028(13) -0.0052(13) C10 0.0341(16) 0.056(2) 0.052(2) 0.0149(18) 0.0006(15) 0.0009(16) C11 0.096(3) 0.064(3) 0.035(2) 0.0002(18) -0.002(2) 0.004(2) C12 0.065(2) 0.048(2) 0.041(2) 0.0027(16) -0.0072(18) 0.0081(18) C13 0.0289(13) 0.0272(14) 0.0235(13) -0.0039(10) -0.0046(10) -0.0068(11) C14 0.0269(13) 0.0258(13) 0.0257(13) -0.0012(10) -0.0045(10) -0.0032(11) C15 0.0364(15) 0.0305(15) 0.0273(14) 0.0003(12) -0.0068(11) -0.0051(12) C16 0.0394(16) 0.0478(19) 0.0300(15) -0.0109(14) 0.0043(13) -0.0142(15) C17 0.0326(15) 0.0436(18) 0.0411(18) -0.0179(15) 0.0036(13) -0.0015(14) C18 0.0314(14) 0.0284(14) 0.0413(17) -0.0119(13) -0.0114(12) 0.0012(12) C19 0.0299(14) 0.0473(18) 0.0353(16) 0.0031(14) -0.0043(12) 0.0040(14) C20 0.067(3) 0.087(3) 0.035(2) -0.005(2) 0.0127(18) -0.018(2) C21 0.059(2) 0.0335(18) 0.070(3) -0.0134(18) -0.020(2) 0.0127(17) C22 0.0253(12) 0.0295(14) 0.0226(13) -0.0022(11) 0.0000(10) -0.0062(11) C23 0.0285(13) 0.0328(15) 0.0273(14) -0.0050(11) 0.0031(11) -0.0035(12) C24 0.0415(17) 0.0490(19) 0.0306(16) -0.0137(14) 0.0046(13) 0.0019(15) C25 0.0484(19) 0.069(2) 0.0261(15) -0.0072(16) -0.0053(14) 0.0037(18) C26 0.0431(17) 0.056(2) 0.0270(15) 0.0012(14) -0.0070(13) 0.0087(16) C27 0.0299(14) 0.0385(16) 0.0271(14) 0.0001(12) -0.0027(11) 0.0009(13) C28 0.0340(14) 0.0286(14) 0.0337(15) -0.0038(12) 0.0037(12) 0.0025(12) C29 0.0454(18) 0.0454(19) 0.047(2) 0.0002(16) 0.0118(15) 0.0096(16) C30 0.059(2) 0.0347(18) 0.048(2) 0.0043(15) 0.0102(17) 0.0003(16) C31 0.0354(15) 0.0422(17) 0.0303(15) 0.0007(13) -0.0036(12) 0.0099(14) C32 0.058(2) 0.048(2) 0.045(2) 0.0057(16) -0.0014(17) 0.0134(18) C33 0.0436(18) 0.060(2) 0.047(2) 0.0097(17) 0.0094(16) 0.0172(17) C34 0.0389(17) 0.0360(17) 0.0494(19) -0.0009(15) -0.0035(14) -0.0158(14) C35 0.0395(16) 0.0356(16) 0.0377(17) 0.0128(13) 0.0058(13) 0.0009(13) N1 0.0250(10) 0.0241(11) 0.0231(11) -0.0003(9) -0.0005(8) -0.0013(9) N2 0.0352(12) 0.0366(13) 0.0298(12) 0.0081(11) -0.0070(10) -0.0153(11) N3 0.0346(12) 0.0282(12) 0.0257(12) 0.0031(10) -0.0103(10) -0.0080(10) N4 0.0299(11) 0.0241(11) 0.0314(12) 0.0019(10) 0.0042(10) 0.0011(10) Cl1 0.0311(3) 0.0272(3) 0.0366(4) -0.0028(3) 0.0061(3) 0.0048(3) Cl2 0.0277(3) 0.0341(4) 0.0412(4) 0.0075(3) -0.0016(3) 0.0071(3) Zr1 0.02033(13) 0.01925(14) 0.02014(14) 0.00073(9) -0.00030(9) -0.00036(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N3 1.359(3) . ? C1 N2 1.369(4) . ? C1 Zr1 2.425(3) . ? C2 C3 1.335(5) . ? C2 N2 1.383(4) . ? C2 H2 0.95 . ? C3 N3 1.375(4) . ? C3 H3 0.95 . ? C4 C9 1.389(4) . ? C4 C5 1.398(5) . ? C4 N2 1.432(4) . ? C5 C6 1.385(4) . ? C5 C10 1.503(4) . ? C6 C7 1.393(5) . ? C6 H6 0.95 . ? C7 C8 1.371(5) . ? C7 C11 1.530(5) . ? C8 C9 1.401(4) . ? C8 H8 0.95 . ? C9 C12 1.504(5) . ? C10 H10A 0.98 . ? C10 H10B 0.98 . ? C10 H10C 0.98 . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 C14 1.399(4) . ? C13 C18 1.399(4) . ? C13 N3 1.446(4) . ? C14 C15 1.388(4) . ? C14 C19 1.499(4) . ? C15 C16 1.385(5) . ? C15 H15 0.95 . ? C16 C17 1.378(5) . ? C16 C20 1.521(5) . ? C17 C18 1.388(5) . ? C17 H17 0.95 . ? C18 C21 1.499(5) . ? C19 H19A 0.98 . ? C19 H19B 0.98 . ? C19 H19C 0.98 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 N1 1.396(3) . ? C22 C27 1.408(4) . ? C22 C23 1.415(4) . ? C23 C24 1.395(4) . ? C23 C28 1.514(4) . ? C24 C25 1.372(5) . ? C24 H24 0.95 . ? C25 C26 1.380(5) . ? C25 H25 0.95 . ? C26 C27 1.387(4) . ? C26 H26 0.95 . ? C27 C31 1.520(4) . ? C28 C30 1.531(5) . ? C28 C29 1.534(4) . ? C28 H28 1 . ? C29 H29A 0.98 . ? C29 H29B 0.98 . ? C29 H29C 0.98 . ? C30 H30A 0.98 . ? C30 H30B 0.98 . ? C30 H30C 0.98 . ? C31 C33 1.525(5) . ? C31 C32 1.532(5) . ? C31 H31 1 . ? C32 H32A 0.98 . ? C32 H32B 0.98 . ? C32 H32C 0.98 . ? C33 H33A 0.98 . ? C33 H33B 0.98 . ? C33 H33C 0.98 . ? C34 N4 1.482(4) . ? C34 H34A 0.98 . ? C34 H34B 0.98 . ? C34 H34C 0.98 . ? C35 N4 1.470(4) . ? C35 H35A 0.98 . ? C35 H35B 0.98 . ? C35 H35C 0.98 . ? N1 Zr1 1.830(2) . ? N4 Zr1 2.385(2) . ? N4 H4 0.93 . ? Cl1 Zr1 2.4576(7) . ? Cl2 Zr1 2.4866(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 C1 N2 102.8(2) . . ? N3 C1 Zr1 128.21(19) . . ? N2 C1 Zr1 128.83(19) . . ? C3 C2 N2 106.3(3) . . ? C3 C2 H2 126.8 . . ? N2 C2 H2 126.8 . . ? C2 C3 N3 107.3(3) . . ? C2 C3 H3 126.4 . . ? N3 C3 H3 126.4 . . ? C9 C4 C5 122.7(3) . . ? C9 C4 N2 118.5(3) . . ? C5 C4 N2 118.8(3) . . ? C6 C5 C4 117.6(3) . . ? C6 C5 C10 120.5(3) . . ? C4 C5 C10 121.9(3) . . ? C5 C6 C7 121.3(3) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C8 C7 C6 119.6(3) . . ? C8 C7 C11 120.7(3) . . ? C6 C7 C11 119.7(3) . . ? C7 C8 C9 121.4(3) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? C4 C9 C8 117.4(3) . . ? C4 C9 C12 121.7(3) . . ? C8 C9 C12 120.8(3) . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C11 H11A 109.5 . . ? C7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 C18 122.3(3) . . ? C14 C13 N3 118.6(2) . . ? C18 C13 N3 118.9(3) . . ? C15 C14 C13 117.4(3) . . ? C15 C14 C19 120.2(3) . . ? C13 C14 C19 122.4(3) . . ? C16 C15 C14 122.0(3) . . ? C16 C15 H15 119 . . ? C14 C15 H15 119 . . ? C17 C16 C15 118.7(3) . . ? C17 C16 C20 121.1(3) . . ? C15 C16 C20 120.2(3) . . ? C16 C17 C18 122.3(3) . . ? C16 C17 H17 118.8 . . ? C18 C17 H17 118.8 . . ? C17 C18 C13 117.2(3) . . ? C17 C18 C21 121.0(3) . . ? C13 C18 C21 121.8(3) . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N1 C22 C27 120.7(2) . . ? N1 C22 C23 119.4(2) . . ? C27 C22 C23 119.9(2) . . ? C24 C23 C22 118.5(3) . . ? C24 C23 C28 120.9(3) . . ? C22 C23 C28 120.5(2) . . ? C25 C24 C23 121.4(3) . . ? C25 C24 H24 119.3 . . ? C23 C24 H24 119.3 . . ? C24 C25 C26 119.8(3) . . ? C24 C25 H25 120.1 . . ? C26 C25 H25 120.1 . . ? C25 C26 C27 121.4(3) . . ? C25 C26 H26 119.3 . . ? C27 C26 H26 119.3 . . ? C26 C27 C22 118.9(3) . . ? C26 C27 C31 120.6(3) . . ? C22 C27 C31 120.5(2) . . ? C23 C28 C30 110.3(3) . . ? C23 C28 C29 114.0(3) . . ? C30 C28 C29 109.4(3) . . ? C23 C28 H28 107.7 . . ? C30 C28 H28 107.7 . . ? C29 C28 H28 107.7 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C27 C31 C33 110.6(3) . . ? C27 C31 C32 113.5(3) . . ? C33 C31 C32 110.2(3) . . ? C27 C31 H31 107.4 . . ? C33 C31 H31 107.4 . . ? C32 C31 H31 107.4 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N4 C34 H34A 109.5 . . ? N4 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? N4 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N4 C35 H35A 109.5 . . ? N4 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? N4 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C22 N1 Zr1 173.36(19) . . ? C1 N2 C2 111.7(3) . . ? C1 N2 C4 125.9(2) . . ? C2 N2 C4 122.4(2) . . ? C1 N3 C3 111.9(2) . . ? C1 N3 C13 124.7(2) . . ? C3 N3 C13 123.4(2) . . ? C35 N4 C34 110.6(2) . . ? C35 N4 Zr1 114.63(19) . . ? C34 N4 Zr1 115.09(18) . . ? C35 N4 H4 105.1 . . ? C34 N4 H4 105.1 . . ? Zr1 N4 H4 105.1 . . ? N1 Zr1 N4 96.88(9) . . ? N1 Zr1 C1 103.30(9) . . ? N4 Zr1 C1 159.04(9) . . ? N1 Zr1 Cl1 109.56(7) . . ? N4 Zr1 Cl1 84.74(6) . . ? C1 Zr1 Cl1 93.68(7) . . ? N1 Zr1 Cl2 109.45(7) . . ? N4 Zr1 Cl2 79.69(6) . . ? C1 Zr1 Cl2 88.22(7) . . ? Cl1 Zr1 Cl2 139.34(3) . . ? # END data_11 _database_code_depnum_ccdc_archive 'CCDC 723925' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C33 H41 Cl3 N3 V, C21 H25 N2' _chemical_formula_sum 'C54 H66 Cl3 N5 V' _chemical_formula_weight 942.41 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_int_tables_number 14 _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall -P_2ybc _symmetry_cell_setting monoclinic 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 16.7897(15) _cell_length_b 11.8681(7) _cell_length_c 27.640(3) _cell_angle_alpha 90 _cell_angle_beta 93.173(11) _cell_angle_gamma 90 _cell_volume 5499.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 1.65 _cell_measurement_theta_max 26.05 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.138 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1996 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.363 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; (See: Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166) ; _exptl_absorpt_correction_T_min 0.928 _exptl_absorpt_correction_T_max 0.979 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Stoe IPDS' _diffrn_measurement_method \f _diffrn_standards_number 200 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 4 _diffrn_standards_decay_% 0.1 _diffrn_reflns_av_R_equivalents 0.1075 _diffrn_reflns_av_unetI/netI 0.1265 _diffrn_reflns_number 29659 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 23.26 _diffrn_reflns_theta_full 23.26 _diffrn_measured_fraction_theta_full 0.972 _diffrn_measured_fraction_theta_max 0.972 _reflns_number_total 7685 _reflns_number_gt 4079 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Stoe IPDS software (Stoe, 1996)' _computing_cell_refinement 'Stoe IPDS software (Stoe, 1996)' _computing_data_reduction 'XRED (Stoe, 1.08, 1996)' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. It was not possible to resolve diffuse electron-density residuals (enclosed solvent molecules). Treatment with the SQUEEZE facility from PLATON (Spek, 1990), with a localized void of about 270 A \^E 3 and 12 recovered electrons,resulted in a smooth refinement. Since a few low order reflections are missing from the data set, the electron count will be underestimated. Thus, the values given for D(calc), F(000) and the molecular weight are only valid for the ordered part of the structure. ; _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^)+(0.0634P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 7685 _refine_ls_number_parameters 584 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1096 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1324 _refine_ls_wR_factor_gt 0.1146 _refine_ls_goodness_of_fit_ref 0.832 _refine_ls_restrained_S_all 0.832 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.303 _refine_diff_density_min -0.36 _refine_diff_density_rms 0.068 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 V1 V 0.25908(4) 0.06882(7) 0.79716(3) 0.0234(2) Uani 1 1 d . . . Cl1 Cl 0.23541(7) -0.12396(11) 0.78161(5) 0.0381(3) Uani 1 1 d . . . Cl2 Cl 0.30500(7) 0.23719(11) 0.76469(4) 0.0358(3) Uani 1 1 d . . . Cl3 Cl 0.39537(7) 0.01756(12) 0.81648(5) 0.0422(4) Uani 1 1 d . . . N1 N 0.2322(2) 0.0956(3) 0.85321(13) 0.0266(10) Uani 1 1 d . . . N2 N 0.1298(2) 0.1071(3) 0.70629(13) 0.0277(10) Uani 1 1 d . . . N3 N 0.0729(2) 0.1266(4) 0.77267(13) 0.0266(9) Uani 1 1 d . . . N4 N 0.4238(2) -0.3369(3) 0.77218(13) 0.0306(10) Uani 1 1 d . . . N5 N 0.4828(2) -0.2965(3) 0.84104(13) 0.0288(10) Uani 1 1 d . . . C1 C 0.2243(2) 0.1096(4) 0.90292(16) 0.0261(12) Uani 1 1 d . . . C2 C 0.2348(3) 0.2179(4) 0.92359(16) 0.0285(12) Uani 1 1 d . . . C3 C 0.2225(3) 0.2295(5) 0.97309(17) 0.0373(13) Uani 1 1 d . . . H3 H 0.2281 0.3015 0.9878 0.045 Uiso 1 1 calc R . . C4 C 0.2023(3) 0.1387(5) 1.00080(18) 0.0419(14) Uani 1 1 d . . . H4 H 0.1931 0.1489 1.0341 0.05 Uiso 1 1 calc R . . C5 C 0.1954(3) 0.0322(5) 0.98016(18) 0.0391(14) Uani 1 1 d . . . H5 H 0.183 -0.0303 0.9999 0.047 Uiso 1 1 calc R . . C6 C 0.2061(3) 0.0154(4) 0.93126(16) 0.0296(12) Uani 1 1 d . . . C7 C 0.2048(3) -0.1016(5) 0.90934(18) 0.0361(13) Uani 1 1 d . . . H7 H 0.1858 -0.0938 0.8746 0.043 Uiso 1 1 calc R . . C8 C 0.1490(4) -0.1850(5) 0.9328(2) 0.0561(17) Uani 1 1 d . . . H8A H 0.1691 -0.2007 0.966 0.084 Uiso 1 1 calc R . . H8B H 0.1468 -0.2552 0.9141 0.084 Uiso 1 1 calc R . . H8C H 0.0954 -0.1523 0.9332 0.084 Uiso 1 1 calc R . . C9 C 0.2889(3) -0.1489(5) 0.9101(2) 0.0466(15) Uani 1 1 d . . . H9A H 0.3237 -0.0958 0.8942 0.07 Uiso 1 1 calc R . . H9B H 0.2884 -0.2211 0.8929 0.07 Uiso 1 1 calc R . . H9C H 0.3088 -0.1604 0.9438 0.07 Uiso 1 1 calc R . . C10 C 0.2617(3) 0.3149(4) 0.89341(17) 0.0324(12) Uani 1 1 d . . . H10 H 0.2388 0.3029 0.8596 0.039 Uiso 1 1 calc R . . C11 C 0.2342(3) 0.4307(5) 0.90960(19) 0.0452(14) Uani 1 1 d . . . H11A H 0.1767 0.429 0.9139 0.068 Uiso 1 1 calc R . . H11B H 0.2459 0.4869 0.885 0.068 Uiso 1 1 calc R . . H11C H 0.2624 0.4507 0.9404 0.068 Uiso 1 1 calc R . . C12 C 0.3527(3) 0.3131(5) 0.8913(2) 0.0456(14) Uani 1 1 d . . . H12A H 0.3773 0.3251 0.9238 0.068 Uiso 1 1 calc R . . H12B H 0.3694 0.3731 0.8697 0.068 Uiso 1 1 calc R . . H12C H 0.3695 0.24 0.8789 0.068 Uiso 1 1 calc R . . C13 C 0.1459(3) 0.1033(4) 0.75562(16) 0.0265(12) Uani 1 1 d . . . C14 C 0.0154(3) 0.1433(5) 0.73642(18) 0.0383(14) Uani 1 1 d . . . H14 H -0.0392 0.1603 0.7403 0.046 Uiso 1 1 calc R . . C15 C 0.0504(3) 0.1313(5) 0.69471(18) 0.0368(13) Uani 1 1 d . . . H15 H 0.0257 0.1379 0.6631 0.044 Uiso 1 1 calc R . . C16 C 0.1853(2) 0.0867(4) 0.66863(15) 0.0229(11) Uani 1 1 d . . . C17 C 0.2201(3) 0.1787(4) 0.64695(16) 0.0271(12) Uani 1 1 d . . . C18 C 0.2727(3) 0.1566(5) 0.61080(16) 0.0320(13) Uani 1 1 d . . . H18 H 0.2989 0.2177 0.5962 0.038 Uiso 1 1 calc R . . C19 C 0.2876(3) 0.0477(5) 0.59556(17) 0.0360(13) Uani 1 1 d . . . C20 C 0.2484(3) -0.0400(5) 0.61686(17) 0.0348(13) Uani 1 1 d . . . H20 H 0.2577 -0.1148 0.6063 0.042 Uiso 1 1 calc R . . C21 C 0.1955(3) -0.0228(4) 0.65333(16) 0.0288(12) Uani 1 1 d . . . C22 C 0.1464(3) -0.1208(5) 0.67030(18) 0.0391(13) Uani 1 1 d . . . H22A H 0.122 -0.1004 0.7005 0.059 Uiso 1 1 calc R . . H22B H 0.1809 -0.1866 0.6759 0.059 Uiso 1 1 calc R . . H22C H 0.1044 -0.1388 0.6454 0.059 Uiso 1 1 calc R . . C23 C 0.3449(3) 0.0236(6) 0.55643(19) 0.0547(17) Uani 1 1 d . . . H23A H 0.3931 -0.0124 0.5709 0.082 Uiso 1 1 calc R . . H23B H 0.3594 0.0943 0.5409 0.082 Uiso 1 1 calc R . . H23C H 0.3194 -0.0269 0.5322 0.082 Uiso 1 1 calc R . . C24 C 0.2001(3) 0.2985(5) 0.65870(18) 0.0391(13) Uani 1 1 d . . . H24A H 0.1465 0.3164 0.6449 0.059 Uiso 1 1 calc R . . H24B H 0.239 0.349 0.6449 0.059 Uiso 1 1 calc R . . H24C H 0.2016 0.3083 0.6939 0.059 Uiso 1 1 calc R . . C25 C 0.0543(3) 0.1366(5) 0.82331(17) 0.0304(12) Uani 1 1 d . . . C26 C 0.0573(3) 0.2416(5) 0.84408(17) 0.0325(13) Uani 1 1 d . . . C27 C 0.0342(3) 0.2500(5) 0.89196(18) 0.0377(13) Uani 1 1 d . . . H27 H 0.0357 0.3216 0.9073 0.045 Uiso 1 1 calc R . . C28 C 0.0094(3) 0.1580(5) 0.91732(18) 0.0400(15) Uani 1 1 d . . . C29 C 0.0061(3) 0.0548(5) 0.89437(18) 0.0397(14) Uani 1 1 d . . . H29 H -0.012 -0.0087 0.9116 0.048 Uiso 1 1 calc R . . C30 C 0.0284(3) 0.0400(5) 0.84689(18) 0.0347(13) Uani 1 1 d . . . C31 C 0.0821(3) 0.3433(5) 0.81590(19) 0.0432(14) Uani 1 1 d . . . H31A H 0.1306 0.3257 0.7992 0.065 Uiso 1 1 calc R . . H31B H 0.0925 0.4065 0.8382 0.065 Uiso 1 1 calc R . . H31C H 0.0393 0.3637 0.792 0.065 Uiso 1 1 calc R . . C32 C -0.0142(3) 0.1689(6) 0.96919(19) 0.0586(18) Uani 1 1 d . . . H32A H -0.0337 0.0961 0.9804 0.088 Uiso 1 1 calc R . . H32B H -0.0565 0.2255 0.9709 0.088 Uiso 1 1 calc R . . H32C H 0.0322 0.1922 0.9898 0.088 Uiso 1 1 calc R . . C33 C 0.0235(3) -0.0730(5) 0.82207(19) 0.0468(15) Uani 1 1 d . . . H33A H -0.0195 -0.0718 0.7966 0.07 Uiso 1 1 calc R . . H33B H 0.0125 -0.1315 0.8458 0.07 Uiso 1 1 calc R . . H33C H 0.0743 -0.0892 0.8076 0.07 Uiso 1 1 calc R . . C34 C 0.3683(3) -0.3402(4) 0.72959(17) 0.0283(12) Uani 1 1 d . . . C35 C 0.2961(3) -0.3968(4) 0.73247(17) 0.0339(13) Uani 1 1 d . . . C36 C 0.2490(3) -0.4059(4) 0.69013(18) 0.0361(14) Uani 1 1 d . . . H36 H 0.199 -0.4431 0.691 0.043 Uiso 1 1 calc R . . C37 C 0.2719(3) -0.3628(5) 0.64623(18) 0.0368(13) Uani 1 1 d . . . C38 C 0.3432(3) -0.3054(5) 0.64562(18) 0.0364(13) Uani 1 1 d . . . H38 H 0.3587 -0.2746 0.6158 0.044 Uiso 1 1 calc R . . C39 C 0.3941(3) -0.2908(4) 0.68722(17) 0.0320(12) Uani 1 1 d . . . C40 C 0.2712(3) -0.4452(5) 0.77939(19) 0.0524(16) Uani 1 1 d . . . H40A H 0.2239 -0.4925 0.7733 0.079 Uiso 1 1 calc R . . H40B H 0.2588 -0.3838 0.8015 0.079 Uiso 1 1 calc R . . H40C H 0.3148 -0.4909 0.7941 0.079 Uiso 1 1 calc R . . C41 C 0.2203(4) -0.3800(6) 0.6001(2) 0.0606(18) Uani 1 1 d . . . H41A H 0.2422 -0.3365 0.5738 0.091 Uiso 1 1 calc R . . H41B H 0.1659 -0.3545 0.6052 0.091 Uiso 1 1 calc R . . H41C H 0.2195 -0.4602 0.5916 0.091 Uiso 1 1 calc R . . C42 C 0.4697(3) -0.2260(5) 0.6862(2) 0.0462(15) Uani 1 1 d . . . H42A H 0.4713 -0.1689 0.7118 0.069 Uiso 1 1 calc R . . H42B H 0.4725 -0.189 0.6546 0.069 Uiso 1 1 calc R . . H42C H 0.515 -0.2774 0.6914 0.069 Uiso 1 1 calc R . . C43 C 0.4204(3) -0.2700(4) 0.81073(16) 0.0263(11) Uani 1 1 d . . . H43 H 0.3811 -0.2142 0.8158 0.032 Uiso 1 1 calc R . . C44 C 0.4908(3) -0.4041(5) 0.77763(19) 0.0455(15) Uani 1 1 d . . . H44 H 0.5079 -0.4581 0.7551 0.055 Uiso 1 1 calc R . . C45 C 0.5271(3) -0.3793(5) 0.82016(18) 0.0435(14) Uani 1 1 d . . . H45 H 0.5747 -0.4126 0.8337 0.052 Uiso 1 1 calc R . . C46 C 0.5052(3) -0.2409(4) 0.88687(16) 0.0262(11) Uani 1 1 d . . . C47 C 0.5566(3) -0.1502(4) 0.88542(17) 0.0310(12) Uani 1 1 d . . . C48 C 0.5804(3) -0.0999(5) 0.92904(19) 0.0374(14) Uani 1 1 d . . . H48 H 0.6146 -0.0361 0.9291 0.045 Uiso 1 1 calc R . . C49 C 0.5555(3) -0.1408(5) 0.9723(2) 0.0407(14) Uani 1 1 d . . . C50 C 0.5051(3) -0.2331(5) 0.97222(18) 0.0406(14) Uani 1 1 d . . . H50 H 0.4879 -0.2607 1.0022 0.049 Uiso 1 1 calc R . . C51 C 0.4792(3) -0.2865(5) 0.92944(17) 0.0338(13) Uani 1 1 d . . . C52 C 0.5849(3) -0.1066(5) 0.83792(19) 0.0416(14) Uani 1 1 d . . . H52A H 0.6091 -0.1684 0.8204 0.062 Uiso 1 1 calc R . . H52B H 0.6244 -0.047 0.8443 0.062 Uiso 1 1 calc R . . H52C H 0.5394 -0.0763 0.8183 0.062 Uiso 1 1 calc R . . C53 C 0.5812(3) -0.0840(6) 1.0204(2) 0.0616(19) Uani 1 1 d . . . H53A H 0.5423 -0.1011 1.0446 0.092 Uiso 1 1 calc R . . H53B H 0.5839 -0.0022 1.0157 0.092 Uiso 1 1 calc R . . H53C H 0.6338 -0.1122 1.0318 0.092 Uiso 1 1 calc R . . C54 C 0.4271(3) -0.3889(5) 0.9298(2) 0.0500(16) Uani 1 1 d . . . H54A H 0.3777 -0.3746 0.9101 0.075 Uiso 1 1 calc R . . H54B H 0.4142 -0.406 0.9631 0.075 Uiso 1 1 calc R . . H54C H 0.4552 -0.4529 0.9163 0.075 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V1 0.0240(4) 0.0252(5) 0.0212(4) -0.0001(4) 0.0037(3) 0.0013(4) Cl1 0.0460(7) 0.0271(8) 0.0406(7) -0.0066(6) -0.0033(6) 0.0042(6) Cl2 0.0379(7) 0.0343(9) 0.0351(7) 0.0095(6) 0.0018(5) -0.0059(6) Cl3 0.0273(6) 0.0385(9) 0.0611(9) 0.0090(7) 0.0049(6) 0.0041(6) N1 0.026(2) 0.033(3) 0.022(2) 0.0000(17) 0.0053(16) 0.0044(17) N2 0.029(2) 0.028(3) 0.026(2) -0.0012(17) -0.0001(17) 0.0008(17) N3 0.023(2) 0.035(3) 0.022(2) -0.0024(18) 0.0034(17) 0.0009(18) N4 0.036(2) 0.028(3) 0.026(2) -0.0057(19) -0.0048(18) 0.0101(19) N5 0.034(2) 0.025(3) 0.027(2) -0.0047(18) -0.0014(18) 0.0019(18) C1 0.018(2) 0.037(4) 0.022(3) -0.003(2) -0.0003(19) 0.008(2) C2 0.030(3) 0.030(4) 0.024(3) -0.005(2) -0.006(2) 0.005(2) C3 0.040(3) 0.045(4) 0.027(3) -0.013(3) -0.001(2) 0.002(3) C4 0.050(3) 0.055(5) 0.021(3) -0.001(3) 0.004(2) 0.000(3) C5 0.040(3) 0.048(4) 0.029(3) 0.009(3) 0.004(2) 0.002(3) C6 0.030(3) 0.035(4) 0.025(3) 0.006(2) 0.004(2) 0.001(2) C7 0.042(3) 0.038(4) 0.029(3) 0.000(2) 0.008(2) -0.007(2) C8 0.074(4) 0.046(4) 0.051(4) 0.005(3) 0.024(3) -0.015(3) C9 0.055(4) 0.039(4) 0.046(3) 0.007(3) 0.010(3) 0.012(3) C10 0.038(3) 0.029(3) 0.031(3) -0.006(2) 0.003(2) 0.001(2) C11 0.060(3) 0.034(4) 0.042(3) -0.010(3) 0.004(3) -0.005(3) C12 0.047(3) 0.040(4) 0.050(3) -0.005(3) 0.006(3) -0.007(3) C13 0.032(3) 0.021(3) 0.026(3) -0.001(2) 0.005(2) -0.004(2) C14 0.022(3) 0.053(4) 0.040(3) -0.006(3) 0.004(2) 0.008(2) C15 0.030(3) 0.051(4) 0.029(3) -0.007(3) -0.004(2) 0.006(2) C16 0.023(2) 0.026(3) 0.019(2) 0.000(2) 0.0010(19) -0.001(2) C17 0.027(3) 0.029(3) 0.025(3) 0.004(2) -0.004(2) 0.000(2) C18 0.031(3) 0.039(4) 0.026(3) 0.008(2) -0.005(2) -0.010(2) C19 0.028(3) 0.051(4) 0.030(3) -0.004(3) 0.005(2) 0.002(3) C20 0.034(3) 0.037(4) 0.034(3) -0.008(2) 0.002(2) 0.003(2) C21 0.029(3) 0.033(4) 0.024(3) 0.003(2) -0.001(2) -0.003(2) C22 0.052(3) 0.028(3) 0.038(3) -0.002(2) 0.004(2) -0.008(3) C23 0.046(3) 0.078(5) 0.041(3) -0.001(3) 0.021(3) -0.003(3) C24 0.041(3) 0.035(4) 0.040(3) 0.004(3) -0.008(2) -0.001(2) C25 0.021(2) 0.041(4) 0.030(3) -0.006(3) 0.005(2) 0.002(2) C26 0.022(2) 0.043(4) 0.033(3) -0.003(3) -0.002(2) 0.007(2) C27 0.029(3) 0.045(4) 0.038(3) -0.010(3) 0.000(2) 0.014(3) C28 0.022(3) 0.070(5) 0.029(3) -0.003(3) 0.007(2) 0.006(3) C29 0.028(3) 0.053(4) 0.039(3) 0.004(3) 0.008(2) -0.005(3) C30 0.017(2) 0.048(4) 0.040(3) -0.006(3) 0.007(2) -0.005(2) C31 0.050(3) 0.033(4) 0.047(3) 0.001(3) 0.000(3) 0.011(3) C32 0.045(3) 0.097(6) 0.035(3) -0.007(3) 0.014(3) 0.001(3) C33 0.045(3) 0.047(4) 0.049(3) -0.007(3) 0.009(3) -0.016(3) C34 0.032(3) 0.023(3) 0.030(3) -0.007(2) -0.002(2) 0.004(2) C35 0.043(3) 0.022(4) 0.037(3) -0.004(2) 0.004(2) 0.001(2) C36 0.028(3) 0.030(4) 0.050(4) -0.019(3) -0.006(2) 0.001(2) C37 0.045(3) 0.033(4) 0.032(3) -0.009(3) -0.010(2) 0.014(3) C38 0.046(3) 0.033(4) 0.030(3) 0.005(2) 0.001(2) 0.012(3) C39 0.035(3) 0.027(3) 0.033(3) -0.001(2) -0.001(2) 0.005(2) C40 0.065(4) 0.042(4) 0.052(4) 0.006(3) 0.018(3) -0.004(3) C41 0.064(4) 0.066(5) 0.049(4) -0.021(3) -0.025(3) 0.017(3) C42 0.038(3) 0.047(4) 0.054(4) 0.007(3) 0.007(3) -0.002(3) C43 0.033(3) 0.020(3) 0.026(3) -0.001(2) 0.002(2) 0.000(2) C44 0.048(3) 0.045(4) 0.043(3) -0.016(3) -0.009(3) 0.019(3) C45 0.048(3) 0.044(4) 0.037(3) -0.012(3) -0.009(3) 0.020(3) C46 0.029(3) 0.024(3) 0.025(3) -0.002(2) -0.005(2) 0.003(2) C47 0.023(3) 0.030(4) 0.039(3) -0.003(2) -0.005(2) 0.009(2) C48 0.024(3) 0.031(4) 0.056(4) -0.014(3) -0.007(2) 0.004(2) C49 0.027(3) 0.045(4) 0.048(4) -0.019(3) -0.015(2) 0.016(3) C50 0.042(3) 0.053(4) 0.027(3) -0.003(3) 0.002(2) 0.012(3) C51 0.035(3) 0.036(4) 0.030(3) 0.001(2) 0.000(2) 0.000(2) C52 0.031(3) 0.040(4) 0.054(4) 0.011(3) 0.007(2) 0.003(2) C53 0.057(4) 0.062(5) 0.062(4) -0.038(3) -0.033(3) 0.021(3) C54 0.055(4) 0.049(4) 0.046(3) 0.011(3) 0.002(3) -0.010(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 V1 N1 1.668(4) . ? V1 C13 2.204(5) . ? V1 Cl2 2.3386(15) . ? V1 Cl1 2.3576(16) . ? V1 Cl3 2.3993(14) . ? N1 C1 1.397(6) . ? N2 C13 1.376(6) . ? N2 C15 1.383(6) . ? N2 C16 1.455(5) . ? N3 C13 1.365(5) . ? N3 C14 1.367(6) . ? N3 C25 1.456(6) . ? N4 C43 1.332(6) . ? N4 C44 1.380(6) . ? N4 C34 1.461(6) . ? N5 C43 1.342(6) . ? N5 C45 1.379(6) . ? N5 C46 1.459(6) . ? C1 C6 1.408(7) . ? C1 C2 1.414(7) . ? C2 C3 1.402(6) . ? C2 C10 1.506(7) . ? C3 C4 1.375(8) . ? C3 H3 0.95 . ? C4 C5 1.389(8) . ? C4 H4 0.95 . ? C5 C6 1.388(7) . ? C5 H5 0.95 . ? C6 C7 1.515(7) . ? C7 C9 1.518(7) . ? C7 C8 1.531(7) . ? C7 H7 1 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C11 1.525(7) . ? C10 C12 1.531(7) . ? C10 H10 1 . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C14 C15 1.331(7) . ? C14 H14 0.95 . ? C15 H15 0.95 . ? C16 C21 1.380(7) . ? C16 C17 1.389(6) . ? C17 C18 1.394(7) . ? C17 C24 1.501(7) . ? C18 C19 1.387(7) . ? C18 H18 0.95 . ? C19 C20 1.381(7) . ? C19 C23 1.514(7) . ? C20 C21 1.394(6) . ? C20 H20 0.95 . ? C21 C22 1.516(7) . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? C25 C26 1.372(7) . ? C25 C30 1.400(7) . ? C26 C27 1.403(7) . ? C26 C31 1.507(7) . ? C27 C28 1.374(8) . ? C27 H27 0.95 . ? C28 C29 1.379(8) . ? C28 C32 1.514(7) . ? C29 C30 1.395(7) . ? C29 H29 0.95 . ? C30 C33 1.507(8) . ? C31 H31A 0.98 . ? C31 H31B 0.98 . ? C31 H31C 0.98 . ? C32 H32A 0.98 . ? C32 H32B 0.98 . ? C32 H32C 0.98 . ? C33 H33A 0.98 . ? C33 H33B 0.98 . ? C33 H33C 0.98 . ? C34 C35 1.393(7) . ? C34 C39 1.399(7) . ? C35 C36 1.380(7) . ? C35 C40 1.498(7) . ? C36 C37 1.390(7) . ? C36 H36 0.95 . ? C37 C38 1.379(7) . ? C37 C41 1.514(7) . ? C38 C39 1.404(7) . ? C38 H38 0.95 . ? C39 C42 1.486(7) . ? C40 H40A 0.98 . ? C40 H40B 0.98 . ? C40 H40C 0.98 . ? C41 H41A 0.98 . ? C41 H41B 0.98 . ? C41 H41C 0.98 . ? C42 H42A 0.98 . ? C42 H42B 0.98 . ? C42 H42C 0.98 . ? C43 H43 0.95 . ? C44 C45 1.326(7) . ? C44 H44 0.95 . ? C45 H45 0.95 . ? C46 C47 1.382(7) . ? C46 C51 1.387(7) . ? C47 C48 1.384(7) . ? C47 C52 1.512(7) . ? C48 C49 1.377(8) . ? C48 H48 0.95 . ? C49 C50 1.383(8) . ? C49 C53 1.533(7) . ? C50 C51 1.390(7) . ? C50 H50 0.95 . ? C51 C54 1.497(7) . ? C52 H52A 0.98 . ? C52 H52B 0.98 . ? C52 H52C 0.98 . ? C53 H53A 0.98 . ? C53 H53B 0.98 . ? C53 H53C 0.98 . ? C54 H54A 0.98 . ? C54 H54B 0.98 . ? C54 H54C 0.98 . ? 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 V1 C13 100.30(17) . . ? N1 V1 Cl2 107.80(15) . . ? C13 V1 Cl2 86.24(13) . . ? N1 V1 Cl1 107.61(15) . . ? C13 V1 Cl1 87.33(13) . . ? Cl2 V1 Cl1 144.59(6) . . ? N1 V1 Cl3 98.35(13) . . ? C13 V1 Cl3 161.35(12) . . ? Cl2 V1 Cl3 88.37(5) . . ? Cl1 V1 Cl3 86.77(5) . . ? C1 N1 V1 168.8(3) . . ? C13 N2 C15 111.7(4) . . ? C13 N2 C16 127.2(4) . . ? C15 N2 C16 121.1(4) . . ? C13 N3 C14 112.8(4) . . ? C13 N3 C25 126.4(4) . . ? C14 N3 C25 120.8(4) . . ? C43 N4 C44 109.2(4) . . ? C43 N4 C34 127.3(4) . . ? C44 N4 C34 123.5(4) . . ? C43 N5 C45 109.0(4) . . ? C43 N5 C46 126.3(4) . . ? C45 N5 C46 124.5(4) . . ? N1 C1 C6 119.2(4) . . ? N1 C1 C2 119.3(4) . . ? C6 C1 C2 121.5(4) . . ? C3 C2 C1 117.5(5) . . ? C3 C2 C10 122.1(5) . . ? C1 C2 C10 120.4(4) . . ? C4 C3 C2 121.4(5) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C3 C4 C5 120.1(5) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C6 C5 C4 121.2(5) . . ? C6 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C5 C6 C1 118.1(5) . . ? C5 C6 C7 121.4(5) . . ? C1 C6 C7 120.3(4) . . ? C6 C7 C9 109.9(4) . . ? C6 C7 C8 114.8(4) . . ? C9 C7 C8 110.2(5) . . ? C6 C7 H7 107.2 . . ? C9 C7 H7 107.2 . . ? C8 C7 H7 107.2 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C2 C10 C11 114.9(4) . . ? C2 C10 C12 110.0(4) . . ? C11 C10 C12 110.0(4) . . ? C2 C10 H10 107.2 . . ? C11 C10 H10 107.2 . . ? C12 C10 H10 107.2 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N3 C13 N2 101.8(4) . . ? N3 C13 V1 128.5(3) . . ? N2 C13 V1 129.7(3) . . ? C15 C14 N3 106.9(4) . . ? C15 C14 H14 126.5 . . ? N3 C14 H14 126.5 . . ? C14 C15 N2 106.7(4) . . ? C14 C15 H15 126.6 . . ? N2 C15 H15 126.6 . . ? C21 C16 C17 123.1(4) . . ? C21 C16 N2 118.1(4) . . ? C17 C16 N2 118.6(4) . . ? C16 C17 C18 117.3(5) . . ? C16 C17 C24 123.1(4) . . ? C18 C17 C24 119.4(4) . . ? C19 C18 C17 121.7(5) . . ? C19 C18 H18 119.1 . . ? C17 C18 H18 119.1 . . ? C20 C19 C18 118.3(4) . . ? C20 C19 C23 119.9(5) . . ? C18 C19 C23 121.8(5) . . ? C19 C20 C21 122.3(5) . . ? C19 C20 H20 118.8 . . ? C21 C20 H20 118.8 . . ? C16 C21 C20 117.0(5) . . ? C16 C21 C22 123.3(4) . . ? C20 C21 C22 119.3(5) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C19 C23 H23A 109.5 . . ? C19 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C19 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C17 C24 H24A 109.5 . . ? C17 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C17 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C30 123.7(4) . . ? C26 C25 N3 118.1(5) . . ? C30 C25 N3 118.0(4) . . ? C25 C26 C27 117.0(5) . . ? C25 C26 C31 121.1(4) . . ? C27 C26 C31 122.0(5) . . ? C28 C27 C26 122.1(5) . . ? C28 C27 H27 118.9 . . ? C26 C27 H27 118.9 . . ? C27 C28 C29 118.5(5) . . ? C27 C28 C32 121.2(5) . . ? C29 C28 C32 120.3(5) . . ? C28 C29 C30 122.5(5) . . ? C28 C29 H29 118.7 . . ? C30 C29 H29 118.7 . . ? C29 C30 C25 116.2(5) . . ? C29 C30 C33 122.0(5) . . ? C25 C30 C33 121.8(4) . . ? C26 C31 H31A 109.5 . . ? C26 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C26 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C28 C32 H32A 109.5 . . ? C28 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C28 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C35 C34 C39 124.1(4) . . ? C35 C34 N4 119.0(4) . . ? C39 C34 N4 116.8(4) . . ? C36 C35 C34 116.7(5) . . ? C36 C35 C40 122.0(5) . . ? C34 C35 C40 121.3(5) . . ? C35 C36 C37 122.6(5) . . ? C35 C36 H36 118.7 . . ? C37 C36 H36 118.7 . . ? C38 C37 C36 118.3(4) . . ? C38 C37 C41 120.9(5) . . ? C36 C37 C41 120.8(5) . . ? C37 C38 C39 122.7(5) . . ? C37 C38 H38 118.7 . . ? C39 C38 H38 118.7 . . ? C34 C39 C38 115.6(4) . . ? C34 C39 C42 122.5(4) . . ? C38 C39 C42 122.0(5) . . ? C35 C40 H40A 109.5 . . ? C35 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C35 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C37 C41 H41A 109.5 . . ? C37 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C37 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N4 C43 N5 107.0(4) . . ? N4 C43 H43 126.5 . . ? N5 C43 H43 126.5 . . ? C45 C44 N4 107.4(5) . . ? C45 C44 H44 126.3 . . ? N4 C44 H44 126.3 . . ? C44 C45 N5 107.3(4) . . ? C44 C45 H45 126.3 . . ? N5 C45 H45 126.3 . . ? C47 C46 C51 123.7(4) . . ? C47 C46 N5 117.3(4) . . ? C51 C46 N5 118.8(4) . . ? C46 C47 C48 117.5(5) . . ? C46 C47 C52 121.2(4) . . ? C48 C47 C52 121.3(5) . . ? C49 C48 C47 121.1(5) . . ? C49 C48 H48 119.5 . . ? C47 C48 H48 119.5 . . ? C48 C49 C50 119.6(5) . . ? C48 C49 C53 120.9(6) . . ? C50 C49 C53 119.5(6) . . ? C49 C50 C51 121.6(5) . . ? C49 C50 H50 119.2 . . ? C51 C50 H50 119.2 . . ? C46 C51 C50 116.4(5) . . ? C46 C51 C54 122.2(4) . . ? C50 C51 C54 121.4(5) . . ? C47 C52 H52A 109.5 . . ? C47 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C47 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C49 C53 H53A 109.5 . . ? C49 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C49 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C51 C54 H54A 109.5 . . ? C51 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C51 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? # END data_12 _database_code_depnum_ccdc_archive 'CCDC 723926' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C33 H41 Cl3 N3 Ti, C21 H25 N2' _chemical_formula_sum 'C54 H66 Cl3 N5 Ti' _chemical_formula_weight 939.37 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 16.8092(9) _cell_length_b 11.8860(6) _cell_length_c 27.6624(11) _cell_angle_alpha 90 _cell_angle_beta 93.217(3) _cell_angle_gamma 90 _cell_volume 5518.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 180 _cell_measurement_reflns_used 5468 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 22.1 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description parallelepiped _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 1.131 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1992 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.337 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.858 _exptl_absorpt_correction_T_max 0.993 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180 _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Kappa APEX II' _diffrn_measurement_method \w-\f _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0637 _diffrn_reflns_av_unetI/netI 0.0644 _diffrn_reflns_number 35370 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 22.79 _diffrn_reflns_theta_full 22.79 _diffrn_measured_fraction_theta_full 0.985 _diffrn_measured_fraction_theta_max 0.985 _reflns_number_total 7359 _reflns_number_gt 4974 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. It was not possible to resolve diffuse electron-density residuals (enclosed solvent molecules). Treatment with the SQUEEZE facility from PLATON (Spek, 1990), with a localized void of about 543.7 A \^E 3 and 138 electron count / cell,resulted in a smooth refinement. Since a few low order reflections are missing from the data set, the electron count will be underestimated. Thus, the values given for D(calc), F(000) and the molecular weight are only valid for the ordered part of the structure. ; _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^)+(0.0720P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 7359 _refine_ls_number_parameters 584 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0784 _refine_ls_R_factor_gt 0.0483 _refine_ls_wR_factor_ref 0.1291 _refine_ls_wR_factor_gt 0.1187 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.314 _refine_diff_density_min -0.309 _refine_diff_density_rms 0.06 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ti Ti 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.8558(2) 0.3974(3) 0.74551(12) 0.0292(9) Uani 1 1 d . . . C2 C 0.9866(2) 0.3557(3) 0.76445(13) 0.0410(10) Uani 1 1 d . . . H2 H 1.0397 0.3378 0.7606 0.049 Uiso 1 1 calc R . . C3 C 0.9514(2) 0.3690(3) 0.80643(13) 0.0370(10) Uani 1 1 d . . . H3 H 0.9755 0.3626 0.8374 0.044 Uiso 1 1 calc R . . C4 C 0.9464(2) 0.3637(3) 0.67744(12) 0.0309(9) Uani 1 1 d . . . C5 C 0.9413(2) 0.2571(3) 0.65654(12) 0.0339(10) Uani 1 1 d . . . C6 C 0.9634(2) 0.2492(3) 0.60849(13) 0.0377(10) Uani 1 1 d . . . H6 H 0.9607 0.1796 0.5931 0.045 Uiso 1 1 calc R . . C7 C 0.9889(2) 0.3404(4) 0.58347(13) 0.0403(11) Uani 1 1 d . . . C8 C 0.9933(2) 0.4446(4) 0.60627(13) 0.0435(11) Uani 1 1 d . . . H8 H 1.0108 0.5066 0.5893 0.052 Uiso 1 1 calc R . . C9 C 0.9721(2) 0.4586(3) 0.65408(13) 0.0368(10) Uani 1 1 d . . . C10 C 0.9160(2) 0.1558(3) 0.68419(13) 0.0448(11) Uani 1 1 d . . . H10A H 0.9558 0.1386 0.7093 0.067 Uiso 1 1 calc R . . H10B H 0.9096 0.0928 0.6626 0.067 Uiso 1 1 calc R . . H10C H 0.8662 0.1712 0.6983 0.067 Uiso 1 1 calc R . . C11 C 1.0129(3) 0.3285(4) 0.53166(13) 0.0638(14) Uani 1 1 d . . . H11A H 1.0569 0.2771 0.5306 0.096 Uiso 1 1 calc R . . H11B H 1.0285 0.4006 0.5197 0.096 Uiso 1 1 calc R . . H11C H 0.9687 0.3003 0.5118 0.096 Uiso 1 1 calc R . . C12 C 0.9778(3) 0.5721(4) 0.67826(14) 0.0498(11) Uani 1 1 d . . . H12A H 0.927 0.5919 0.69 0.075 Uiso 1 1 calc R . . H12B H 0.9932 0.6274 0.6553 0.075 Uiso 1 1 calc R . . H12C H 1.0169 0.5692 0.7049 0.075 Uiso 1 1 calc R . . C13 C 0.8162(2) 0.4149(3) 0.83129(11) 0.0278(9) Uani 1 1 d . . . C14 C 0.7812(2) 0.3222(3) 0.85313(11) 0.0285(9) Uani 1 1 d . . . C15 C 0.7285(2) 0.3457(3) 0.88892(12) 0.0337(10) Uani 1 1 d . . . H15 H 0.7034 0.2861 0.9036 0.04 Uiso 1 1 calc R . . C16 C 0.7122(2) 0.4541(3) 0.90346(12) 0.0354(10) Uani 1 1 d . . . C17 C 0.7513(2) 0.5410(3) 0.88257(12) 0.0376(10) Uani 1 1 d . . . H17 H 0.7412 0.6141 0.8926 0.045 Uiso 1 1 calc R . . C18 C 0.8057(2) 0.5245(3) 0.84663(12) 0.0311(9) Uani 1 1 d . . . C19 C 0.8023(2) 0.2045(3) 0.84125(12) 0.0392(10) Uani 1 1 d . . . H19A H 0.7963 0.1937 0.8068 0.059 Uiso 1 1 calc R . . H19B H 0.7676 0.1538 0.857 0.059 Uiso 1 1 calc R . . H19C H 0.8565 0.19 0.8522 0.059 Uiso 1 1 calc R . . C20 C 0.6546(3) 0.4762(4) 0.94259(13) 0.0531(12) Uani 1 1 d . . . H20A H 0.6789 0.5258 0.9665 0.08 Uiso 1 1 calc R . . H20B H 0.6413 0.4064 0.9576 0.08 Uiso 1 1 calc R . . H20C H 0.607 0.5103 0.9284 0.08 Uiso 1 1 calc R . . C21 C 0.8537(2) 0.6213(3) 0.82884(13) 0.0417(10) Uani 1 1 d . . . H21A H 0.8849 0.5963 0.8028 0.063 Uiso 1 1 calc R . . H21B H 0.8885 0.6491 0.8549 0.063 Uiso 1 1 calc R . . H21C H 0.8184 0.6803 0.8175 0.063 Uiso 1 1 calc R . . C22 C 0.7747(2) 0.3892(3) 0.59616(11) 0.0261(9) Uani 1 1 d . . . C23 C 0.7934(2) 0.4830(3) 0.56732(12) 0.0316(9) Uani 1 1 d . . . C24 C 0.8058(2) 0.4642(4) 0.51884(12) 0.0413(11) Uani 1 1 d . . . H24 H 0.8196 0.5244 0.4996 0.05 Uiso 1 1 calc R . . C25 C 0.7984(2) 0.3598(4) 0.49867(12) 0.0433(11) Uani 1 1 d . . . H25 H 0.8078 0.3498 0.4661 0.052 Uiso 1 1 calc R . . C26 C 0.7769(2) 0.2685(4) 0.52617(12) 0.0395(10) Uani 1 1 d . . . H26 H 0.7707 0.1981 0.5118 0.047 Uiso 1 1 calc R . . C27 C 0.7643(2) 0.2813(3) 0.57553(11) 0.0284(9) Uani 1 1 d . . . C28 C 0.7957(2) 0.5986(3) 0.58942(13) 0.0359(10) Uani 1 1 d . . . H28 H 0.8147 0.5906 0.6234 0.043 Uiso 1 1 calc R . . C29 C 0.7108(3) 0.6464(4) 0.58859(14) 0.0514(12) Uani 1 1 d . . . H29A H 0.6921 0.6604 0.5557 0.077 Uiso 1 1 calc R . . H29B H 0.711 0.7156 0.6065 0.077 Uiso 1 1 calc R . . H29C H 0.6763 0.5933 0.603 0.077 Uiso 1 1 calc R . . C30 C 0.8509(3) 0.6811(4) 0.56568(15) 0.0622(14) Uani 1 1 d . . . H30A H 0.903 0.6484 0.5644 0.093 Uiso 1 1 calc R . . H30B H 0.8544 0.7493 0.5843 0.093 Uiso 1 1 calc R . . H30C H 0.8301 0.6976 0.5334 0.093 Uiso 1 1 calc R . . C31 C 0.7361(2) 0.1844(3) 0.60573(12) 0.0350(10) Uani 1 1 d . . . H31 H 0.7586 0.1955 0.6388 0.042 Uiso 1 1 calc R . . C32 C 0.6454(2) 0.1874(4) 0.60769(14) 0.0463(11) Uani 1 1 d . . . H32A H 0.6292 0.26 0.6187 0.069 Uiso 1 1 calc R . . H32B H 0.6287 0.1306 0.6296 0.069 Uiso 1 1 calc R . . H32C H 0.6213 0.1734 0.576 0.069 Uiso 1 1 calc R . . C33 C 0.7634(3) 0.0686(3) 0.58909(14) 0.0485(11) Uani 1 1 d . . . H33A H 0.7357 0.0497 0.5589 0.073 Uiso 1 1 calc R . . H33B H 0.752 0.0133 0.613 0.073 Uiso 1 1 calc R . . H33C H 0.8197 0.0702 0.5849 0.073 Uiso 1 1 calc R . . C34 C 0.4197(2) 0.2723(3) 0.81180(12) 0.0295(9) Uani 1 1 d . . . H34 H 0.3824 0.2161 0.8164 0.035 Uiso 1 1 calc R . . C35 C 0.4861(3) 0.4103(4) 0.77994(14) 0.0542(13) Uani 1 1 d . . . H35 H 0.5016 0.4657 0.7586 0.065 Uiso 1 1 calc R . . C36 C 0.5230(3) 0.3837(4) 0.82215(14) 0.0499(12) Uani 1 1 d . . . H36 H 0.5692 0.417 0.8356 0.06 Uiso 1 1 calc R . . C37 C 0.3664(2) 0.3431(3) 0.73109(11) 0.0288(9) Uani 1 1 d . . . C38 C 0.3920(2) 0.2942(3) 0.68900(12) 0.0307(9) Uani 1 1 d . . . C39 C 0.3427(2) 0.3091(3) 0.64740(12) 0.0361(10) Uani 1 1 d . . . H39 H 0.3587 0.2799 0.6183 0.043 Uiso 1 1 calc R . . C40 C 0.2712(2) 0.3654(3) 0.64748(13) 0.0391(10) Uani 1 1 d . . . C41 C 0.2471(2) 0.4078(3) 0.69089(14) 0.0391(10) Uani 1 1 d . . . H41 H 0.198 0.4435 0.6915 0.047 Uiso 1 1 calc R . . C42 C 0.2944(2) 0.3988(3) 0.73375(13) 0.0345(10) Uani 1 1 d . . . C43 C 0.4687(2) 0.2304(4) 0.68820(14) 0.0491(11) Uani 1 1 d . . . H43A H 0.5125 0.2809 0.6948 0.074 Uiso 1 1 calc R . . H43B H 0.4731 0.197 0.6569 0.074 Uiso 1 1 calc R . . H43C H 0.4696 0.1724 0.7124 0.074 Uiso 1 1 calc R . . C44 C 0.2199(3) 0.3812(4) 0.60136(14) 0.0595(13) Uani 1 1 d . . . H44A H 0.2182 0.4596 0.5929 0.089 Uiso 1 1 calc R . . H44B H 0.1669 0.3551 0.6062 0.089 Uiso 1 1 calc R . . H44C H 0.2419 0.3391 0.5757 0.089 Uiso 1 1 calc R . . C45 C 0.2680(3) 0.4476(4) 0.78047(14) 0.0544(12) Uani 1 1 d . . . H45A H 0.2596 0.3879 0.803 0.082 Uiso 1 1 calc R . . H45B H 0.2193 0.4885 0.7743 0.082 Uiso 1 1 calc R . . H45C H 0.3084 0.4975 0.7939 0.082 Uiso 1 1 calc R . . C46 C 0.5047(2) 0.2422(3) 0.88702(11) 0.0263(9) Uani 1 1 d . . . C47 C 0.5566(2) 0.1526(3) 0.88465(12) 0.0295(9) Uani 1 1 d . . . C48 C 0.5808(2) 0.1022(3) 0.92833(15) 0.0417(10) Uani 1 1 d . . . H48 H 0.6153 0.0411 0.9279 0.05 Uiso 1 1 calc R . . C49 C 0.5559(2) 0.1390(4) 0.97206(14) 0.0409(11) Uani 1 1 d . . . C50 C 0.5048(2) 0.2299(4) 0.97251(13) 0.0426(11) Uani 1 1 d . . . H50 H 0.4876 0.255 1.002 0.051 Uiso 1 1 calc R . . C51 C 0.4782(2) 0.2852(3) 0.93027(12) 0.0323(9) Uani 1 1 d . . . C52 C 0.5861(2) 0.1122(3) 0.83723(14) 0.0462(11) Uani 1 1 d . . . H52A H 0.5422 0.0826 0.8174 0.069 Uiso 1 1 calc R . . H52B H 0.6252 0.0542 0.8432 0.069 Uiso 1 1 calc R . . H52C H 0.6097 0.1738 0.8208 0.069 Uiso 1 1 calc R . . C53 C 0.5831(3) 0.0797(4) 1.01895(15) 0.0639(14) Uani 1 1 d . . . H53A H 0.6363 0.1029 1.0286 0.096 Uiso 1 1 calc R . . H53B H 0.582 -0.0002 1.014 0.096 Uiso 1 1 calc R . . H53C H 0.548 0.0991 1.0439 0.096 Uiso 1 1 calc R . . C54 C 0.4243(3) 0.3854(4) 0.93113(14) 0.0506(12) Uani 1 1 d . . . H54A H 0.4074 0.3963 0.9634 0.076 Uiso 1 1 calc R . . H54B H 0.3785 0.373 0.9094 0.076 Uiso 1 1 calc R . . H54C H 0.4524 0.4509 0.9211 0.076 Uiso 1 1 calc R . . N1 N 0.76377(16) 0.4041(2) 0.64528(9) 0.0250(7) Uani 1 1 d . . . N2 N 0.87245(17) 0.3939(2) 0.79469(9) 0.0270(7) Uani 1 1 d . . . N3 N 0.92790(18) 0.3740(2) 0.72800(9) 0.0310(7) Uani 1 1 d . . . N4 N 0.42080(19) 0.3409(2) 0.77353(10) 0.0330(8) Uani 1 1 d . . . N5 N 0.48126(18) 0.2987(2) 0.84219(10) 0.0295(7) Uani 1 1 d . . . Cl1 Cl 0.69486(6) 0.26018(8) 0.73512(3) 0.0376(3) Uani 1 1 d . . . Cl2 Cl 0.60039(6) 0.48573(9) 0.68562(4) 0.0455(3) Uani 1 1 d . . . Cl3 Cl 0.76588(6) 0.62570(8) 0.71753(3) 0.0391(3) Uani 1 1 d . . . Ti1 Ti 0.73690(4) 0.43193(5) 0.70242(2) 0.02556(19) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.040(3) 0.022(2) 0.026(2) -0.0018(15) 0.0077(18) -0.0062(18) C2 0.022(2) 0.066(3) 0.035(2) -0.0033(19) -0.0004(19) 0.005(2) C3 0.029(3) 0.052(3) 0.028(2) -0.0023(18) -0.0076(19) 0.004(2) C4 0.019(2) 0.049(3) 0.0255(19) -0.0037(18) 0.0039(17) -0.0005(19) C5 0.025(2) 0.046(3) 0.031(2) -0.0058(18) -0.0006(18) 0.0066(19) C6 0.027(2) 0.049(3) 0.037(2) -0.0120(19) -0.0034(19) 0.007(2) C7 0.027(2) 0.065(3) 0.030(2) -0.010(2) 0.0052(18) 0.003(2) C8 0.033(2) 0.064(3) 0.034(2) 0.004(2) 0.0072(19) -0.006(2) C9 0.019(2) 0.055(3) 0.037(2) -0.0051(19) 0.0028(18) -0.006(2) C10 0.048(3) 0.044(3) 0.042(2) -0.0003(19) -0.003(2) 0.007(2) C11 0.054(3) 0.108(4) 0.031(2) -0.009(2) 0.013(2) 0.002(3) C12 0.045(3) 0.057(3) 0.047(2) -0.010(2) 0.006(2) -0.012(2) C13 0.028(2) 0.037(2) 0.0179(18) -0.0031(16) -0.0020(17) 0.0017(19) C14 0.030(2) 0.037(2) 0.0179(18) 0.0005(16) -0.0062(17) 0.0004(19) C15 0.028(2) 0.046(3) 0.027(2) 0.0053(18) -0.0012(18) -0.006(2) C16 0.033(2) 0.049(3) 0.0242(19) -0.0026(18) 0.0026(18) 0.004(2) C17 0.042(3) 0.041(3) 0.029(2) -0.0062(18) 0.000(2) 0.007(2) C18 0.032(2) 0.038(2) 0.0224(19) -0.0005(16) -0.0035(17) -0.0002(19) C19 0.045(3) 0.039(3) 0.033(2) 0.0035(18) -0.0048(19) -0.001(2) C20 0.046(3) 0.079(3) 0.036(2) -0.003(2) 0.009(2) 0.004(3) C21 0.052(3) 0.040(2) 0.033(2) -0.0049(18) 0.002(2) -0.007(2) C22 0.022(2) 0.038(2) 0.0181(18) -0.0010(16) 0.0012(16) 0.0048(18) C23 0.029(2) 0.042(2) 0.0235(19) 0.0026(17) 0.0001(17) 0.0025(19) C24 0.050(3) 0.051(3) 0.024(2) 0.0044(18) 0.0053(19) -0.002(2) C25 0.050(3) 0.063(3) 0.0168(19) -0.003(2) 0.0031(19) 0.001(2) C26 0.038(3) 0.050(3) 0.029(2) -0.0101(19) -0.0069(19) 0.002(2) C27 0.025(2) 0.037(2) 0.0226(19) -0.0029(16) 0.0000(16) 0.0030(18) C28 0.046(3) 0.034(2) 0.029(2) 0.0036(16) 0.0074(19) -0.005(2) C29 0.063(3) 0.046(3) 0.046(2) 0.006(2) 0.011(2) 0.007(2) C30 0.083(4) 0.052(3) 0.054(3) 0.005(2) 0.021(3) -0.016(3) C31 0.040(3) 0.037(2) 0.028(2) -0.0051(17) 0.0025(18) 0.002(2) C32 0.042(3) 0.049(3) 0.048(2) -0.003(2) 0.005(2) -0.004(2) C33 0.062(3) 0.041(3) 0.042(2) -0.006(2) 0.003(2) 0.002(2) C34 0.032(2) 0.028(2) 0.029(2) 0.0026(17) 0.0020(19) 0.0002(18) C35 0.066(3) 0.060(3) 0.035(2) 0.018(2) -0.014(2) -0.033(3) C36 0.052(3) 0.055(3) 0.040(2) 0.014(2) -0.015(2) -0.027(2) C37 0.033(2) 0.029(2) 0.024(2) 0.0058(16) -0.0058(18) -0.0063(19) C38 0.032(2) 0.028(2) 0.031(2) 0.0038(16) -0.0017(18) -0.0059(19) C39 0.046(3) 0.037(2) 0.026(2) -0.0016(17) 0.0022(19) -0.009(2) C40 0.039(3) 0.037(2) 0.040(2) 0.0121(19) -0.011(2) -0.011(2) C41 0.033(3) 0.035(2) 0.048(3) 0.0152(19) 0.001(2) 0.0016(19) C42 0.044(3) 0.027(2) 0.032(2) 0.0080(16) 0.000(2) -0.003(2) C43 0.045(3) 0.051(3) 0.051(3) -0.007(2) 0.005(2) 0.001(2) C44 0.065(3) 0.063(3) 0.047(3) 0.016(2) -0.024(2) -0.014(3) C45 0.067(3) 0.054(3) 0.043(2) 0.001(2) 0.012(2) 0.012(3) C46 0.026(2) 0.030(2) 0.0225(19) 0.0059(15) -0.0036(16) -0.0015(18) C47 0.020(2) 0.030(2) 0.038(2) 0.0025(17) -0.0021(17) -0.0051(18) C48 0.026(2) 0.031(2) 0.067(3) 0.007(2) -0.006(2) 0.0016(19) C49 0.034(3) 0.046(3) 0.041(2) 0.015(2) -0.013(2) -0.016(2) C50 0.048(3) 0.053(3) 0.026(2) -0.0015(19) 0.002(2) -0.013(2) C51 0.034(2) 0.034(2) 0.028(2) 0.0032(17) -0.0020(18) 0.0018(19) C52 0.034(3) 0.045(3) 0.060(3) -0.009(2) 0.009(2) 0.000(2) C53 0.057(3) 0.076(4) 0.055(3) 0.032(2) -0.029(2) -0.022(3) C54 0.056(3) 0.048(3) 0.048(3) -0.009(2) 0.006(2) 0.007(2) N1 0.0225(17) 0.0299(18) 0.0225(16) -0.0022(12) 0.0010(13) -0.0003(14) N2 0.028(2) 0.0323(18) 0.0207(16) -0.0004(12) 0.0010(14) -0.0003(15) N3 0.030(2) 0.039(2) 0.0243(16) -0.0040(13) 0.0009(15) -0.0007(16) N4 0.041(2) 0.0302(19) 0.0272(17) 0.0074(14) -0.0044(15) -0.0092(16) N5 0.0301(19) 0.0295(18) 0.0284(17) 0.0035(14) -0.0019(15) -0.0034(15) Cl1 0.0401(6) 0.0396(6) 0.0331(5) 0.0067(4) 0.0026(4) -0.0053(5) Cl2 0.0282(6) 0.0428(6) 0.0658(7) 0.0081(5) 0.0050(5) 0.0057(5) Cl3 0.0461(7) 0.0322(6) 0.0387(5) -0.0067(4) -0.0016(5) 0.0016(5) Ti1 0.0260(4) 0.0305(4) 0.0204(3) -0.0007(3) 0.0035(3) 0.0015(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N3 1.359(4) . ? C1 N2 1.374(4) . ? C1 Ti1 2.306(4) . ? C2 C3 1.342(5) . ? C2 N3 1.388(4) . ? C2 H2 0.93 . ? C3 N2 1.381(5) . ? C3 H3 0.93 . ? C4 C9 1.381(5) . ? C4 C5 1.393(5) . ? C4 N3 1.455(4) . ? C5 C6 1.403(5) . ? C5 C10 1.500(5) . ? C6 C7 1.368(5) . ? C6 H6 0.93 . ? C7 C8 1.390(5) . ? C7 C11 1.517(5) . ? C8 C9 1.399(5) . ? C8 H8 0.93 . ? C9 C12 1.506(5) . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C10 H10C 0.96 . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? C11 H11C 0.96 . ? C12 H12A 0.96 . ? C12 H12B 0.96 . ? C12 H12C 0.96 . ? C13 C18 1.384(5) . ? C13 C14 1.402(5) . ? C13 N2 1.445(4) . ? C14 C15 1.393(5) . ? C14 C19 1.484(5) . ? C15 C16 1.382(5) . ? C15 H15 0.93 . ? C16 C17 1.369(5) . ? C16 C20 1.516(5) . ? C17 C18 1.403(5) . ? C17 H17 0.93 . ? C18 C21 1.504(5) . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? C20 H20A 0.96 . ? C20 H20B 0.96 . ? C20 H20C 0.96 . ? C21 H21A 0.96 . ? C21 H21B 0.96 . ? C21 H21C 0.96 . ? C22 N1 1.392(4) . ? C22 C27 1.411(5) . ? C22 C23 1.417(5) . ? C23 C24 1.387(5) . ? C23 C28 1.503(5) . ? C24 C25 1.363(5) . ? C24 H24 0.93 . ? C25 C26 1.385(5) . ? C25 H25 0.93 . ? C26 C27 1.402(5) . ? C26 H26 0.93 . ? C27 C31 1.514(5) . ? C28 C30 1.524(5) . ? C28 C29 1.535(5) . ? C28 H28 0.98 . ? C29 H29A 0.96 . ? C29 H29B 0.96 . ? C29 H29C 0.96 . ? C30 H30A 0.96 . ? C30 H30B 0.96 . ? C30 H30C 0.96 . ? C31 C33 1.529(5) . ? C31 C32 1.530(5) . ? C31 H31 0.98 . ? C32 H32A 0.96 . ? C32 H32B 0.96 . ? C32 H32C 0.96 . ? C33 H33A 0.96 . ? C33 H33B 0.96 . ? C33 H33C 0.96 . ? C34 N5 1.334(4) . ? C34 N4 1.337(4) . ? C34 H34 0.93 . ? C35 C36 1.330(5) . ? C35 N4 1.376(5) . ? C35 H35 0.93 . ? C36 N5 1.366(5) . ? C36 H36 0.93 . ? C37 C42 1.384(5) . ? C37 C38 1.392(5) . ? C37 N4 1.448(4) . ? C38 C39 1.391(5) . ? C38 C43 1.497(5) . ? C39 C40 1.375(5) . ? C39 H39 0.93 . ? C40 C41 1.383(5) . ? C40 C44 1.511(5) . ? C41 C42 1.394(5) . ? C41 H41 0.93 . ? C42 C45 1.506(5) . ? C43 H43A 0.96 . ? C43 H43B 0.96 . ? C43 H43C 0.96 . ? C44 H44A 0.96 . ? C44 H44B 0.96 . ? C44 H44C 0.96 . ? C45 H45A 0.96 . ? C45 H45B 0.96 . ? C45 H45C 0.96 . ? C46 C47 1.381(5) . ? C46 C51 1.397(5) . ? C46 N5 1.445(4) . ? C47 C48 1.389(5) . ? C47 C52 1.507(5) . ? C48 C49 1.374(5) . ? C48 H48 0.93 . ? C49 C50 1.380(6) . ? C49 C53 1.523(5) . ? C50 C51 1.393(5) . ? C50 H50 0.93 . ? C51 C54 1.497(5) . ? C52 H52A 0.96 . ? C52 H52B 0.96 . ? C52 H52C 0.96 . ? C53 H53A 0.96 . ? C53 H53B 0.96 . ? C53 H53C 0.96 . ? C54 H54A 0.96 . ? C54 H54B 0.96 . ? C54 H54C 0.96 . ? N1 Ti1 1.701(3) . ? Cl1 Ti1 2.3572(11) . ? Cl2 Ti1 2.4022(12) . ? Cl3 Ti1 2.3862(11) . ? 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 C1 N2 102.2(3) . . ? N3 C1 Ti1 128.1(2) . . ? N2 C1 Ti1 129.8(3) . . ? C3 C2 N3 106.3(3) . . ? C3 C2 H2 126.9 . . ? N3 C2 H2 126.9 . . ? C2 C3 N2 106.6(3) . . ? C2 C3 H3 126.7 . . ? N2 C3 H3 126.7 . . ? C9 C4 C5 124.2(3) . . ? C9 C4 N3 118.0(3) . . ? C5 C4 N3 117.6(3) . . ? C4 C5 C6 116.1(4) . . ? C4 C5 C10 122.1(3) . . ? C6 C5 C10 121.8(4) . . ? C7 C6 C5 122.3(4) . . ? C7 C6 H6 118.9 . . ? C5 C6 H6 118.9 . . ? C6 C7 C8 119.1(3) . . ? C6 C7 C11 120.8(4) . . ? C8 C7 C11 120.1(4) . . ? C7 C8 C9 121.6(4) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? C4 C9 C8 116.6(4) . . ? C4 C9 C12 122.5(3) . . ? C8 C9 C12 120.8(4) . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C11 H11A 109.5 . . ? C7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C18 C13 C14 122.9(3) . . ? C18 C13 N2 118.5(3) . . ? C14 C13 N2 118.2(3) . . ? C15 C14 C13 116.6(3) . . ? C15 C14 C19 121.0(3) . . ? C13 C14 C19 122.3(3) . . ? C16 C15 C14 122.5(3) . . ? C16 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? C17 C16 C15 118.3(3) . . ? C17 C16 C20 120.8(4) . . ? C15 C16 C20 121.0(4) . . ? C16 C17 C18 122.7(4) . . ? C16 C17 H17 118.6 . . ? C18 C17 H17 118.6 . . ? C13 C18 C17 116.6(3) . . ? C13 C18 C21 122.7(3) . . ? C17 C18 C21 120.5(3) . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N1 C22 C27 119.3(3) . . ? N1 C22 C23 119.7(3) . . ? C27 C22 C23 120.9(3) . . ? C24 C23 C22 117.9(3) . . ? C24 C23 C28 122.6(3) . . ? C22 C23 C28 119.5(3) . . ? C25 C24 C23 121.9(4) . . ? C25 C24 H24 119.1 . . ? C23 C24 H24 119.1 . . ? C24 C25 C26 120.6(3) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C25 C26 C27 120.6(4) . . ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C26 C27 C22 118.0(3) . . ? C26 C27 C31 121.6(3) . . ? C22 C27 C31 120.3(3) . . ? C23 C28 C30 114.6(3) . . ? C23 C28 C29 109.2(3) . . ? C30 C28 C29 110.0(3) . . ? C23 C28 H28 107.6 . . ? C30 C28 H28 107.6 . . ? C29 C28 H28 107.6 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C27 C31 C33 114.2(3) . . ? C27 C31 C32 110.2(3) . . ? C33 C31 C32 110.4(3) . . ? C27 C31 H31 107.3 . . ? C33 C31 H31 107.3 . . ? C32 C31 H31 107.3 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N5 C34 N4 108.1(3) . . ? N5 C34 H34 126 . . ? N4 C34 H34 126 . . ? C36 C35 N4 107.5(3) . . ? C36 C35 H35 126.3 . . ? N4 C35 H35 126.3 . . ? C35 C36 N5 107.9(4) . . ? C35 C36 H36 126.1 . . ? N5 C36 H36 126.1 . . ? C42 C37 C38 123.9(3) . . ? C42 C37 N4 118.7(3) . . ? C38 C37 N4 117.4(3) . . ? C39 C38 C37 116.1(3) . . ? C39 C38 C43 121.8(3) . . ? C37 C38 C43 122.1(3) . . ? C40 C39 C38 122.7(3) . . ? C40 C39 H39 118.6 . . ? C38 C39 H39 118.6 . . ? C39 C40 C41 118.5(3) . . ? C39 C40 C44 121.1(4) . . ? C41 C40 C44 120.5(4) . . ? C40 C41 C42 122.0(4) . . ? C40 C41 H41 119 . . ? C42 C41 H41 119 . . ? C37 C42 C41 116.7(3) . . ? C37 C42 C45 122.0(3) . . ? C41 C42 C45 121.2(4) . . ? C38 C43 H43A 109.5 . . ? C38 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C38 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C40 C44 H44A 109.5 . . ? C40 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C40 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C42 C45 H45A 109.5 . . ? C42 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C42 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C47 C46 C51 123.8(3) . . ? C47 C46 N5 117.4(3) . . ? C51 C46 N5 118.7(3) . . ? C46 C47 C48 116.5(3) . . ? C46 C47 C52 121.8(3) . . ? C48 C47 C52 121.7(4) . . ? C49 C48 C47 122.7(4) . . ? C49 C48 H48 118.7 . . ? C47 C48 H48 118.7 . . ? C48 C49 C50 118.5(3) . . ? C48 C49 C53 120.8(4) . . ? C50 C49 C53 120.7(4) . . ? C49 C50 C51 122.2(4) . . ? C49 C50 H50 118.9 . . ? C51 C50 H50 118.9 . . ? C50 C51 C46 116.3(3) . . ? C50 C51 C54 121.9(3) . . ? C46 C51 C54 121.8(3) . . ? C47 C52 H52A 109.5 . . ? C47 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C47 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C49 C53 H53A 109.5 . . ? C49 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C49 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C51 C54 H54A 109.5 . . ? C51 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C51 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C22 N1 Ti1 171.1(2) . . ? C1 N2 C3 112.3(3) . . ? C1 N2 C13 125.7(3) . . ? C3 N2 C13 122.0(3) . . ? C1 N3 C2 112.7(3) . . ? C1 N3 C4 127.1(3) . . ? C2 N3 C4 120.2(3) . . ? C34 N4 C35 108.1(3) . . ? C34 N4 C37 128.1(3) . . ? C35 N4 C37 123.8(3) . . ? C34 N5 C36 108.5(3) . . ? C34 N5 C46 126.6(3) . . ? C36 N5 C46 124.7(3) . . ? N1 Ti1 C1 100.27(13) . . ? N1 Ti1 Cl1 106.81(10) . . ? C1 Ti1 Cl1 85.26(9) . . ? N1 Ti1 Cl3 106.76(10) . . ? C1 Ti1 Cl3 85.33(9) . . ? Cl1 Ti1 Cl3 146.24(4) . . ? N1 Ti1 Cl2 99.94(10) . . ? C1 Ti1 Cl2 159.76(9) . . ? Cl1 Ti1 Cl2 90.06(4) . . ? Cl3 Ti1 Cl2 87.73(4) . . ? # END data_13 _database_code_depnum_ccdc_archive 'CCDC 723927' #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment refU #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; #============================================================= _cell_length_a 16.693(3) _cell_angle_alpha 90 _cell_length_b 9.6467(19) _cell_angle_beta 111.99(3) _cell_length_c 6.5779(13) _cell_angle_gamma 90 _cell_volume 982.2(4) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B 'V ' 0.3005 0.5294 10.2971 6.8657 7.3511 0.4385 2.0703 26.8938 2.0571 102.4780 1.2199 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C4 H14 Cl2 N2 O1 V1 ' _chemical_formula_moiety ' C4 H14 Cl2 N2 O1 V1 ' _chemical_compound_source ; ? ; _chemical_formula_weight 228.01 _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 26.0 _cell_measurement_temperature 180 _exptl_crystal_description ' stick ' _exptl_crystal_colour ' pale blue ' _exptl_crystal_size_min 0.09 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_max 0.60 _exptl_crystal_density_diffrn 1.542 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 468 _exptl_absorpt_coefficient_mu 1.500 _diffrn_measurement_device_type ; Stoe IPDS ; _diffrn_radiation_monochromator graphite _computing_data_collection ; IPDS (Stoe & Cie, 1996) ; _computing_data_reduction ; XRED (Stoe & Cie 1996) ; _computing_cell_refinement ; IPDS (Stoe & Cie, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method '\f scans' _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.52 _exptl_absorpt_correction_T_max 0.88 # Sheldrick geometric definitions 0.84 0.87 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 180 _diffrn_reflns_number 4718 _reflns_number_total 923 _diffrn_reflns_av_R_equivalents 0.09 # Number of reflections with Friedels Law is 496 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 966 _diffrn_reflns_theta_min 2.488 _diffrn_reflns_theta_max 26.017 _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 26.017 _diffrn_measured_fraction_theta_full 0.981 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _reflns_limit_h_min -20 _reflns_limit_h_max 18 _reflns_limit_k_min 0 _reflns_limit_k_max 11 _reflns_limit_l_min 0 _reflns_limit_l_max 8 _refine_diff_density_min -1.18 _refine_diff_density_max 1.41 _refine_ls_number_reflns 749 _refine_ls_number_restraints 0 _refine_ls_number_parameters 48 #_refine_ls_R_factor_ref 0.0721 _refine_ls_wR_factor_ref 0.0547 _refine_ls_goodness_of_fit_ref 0.9037 #_reflns_number_all 928 _refine_ls_R_factor_all 0.0803 _refine_ls_wR_factor_all 0.0551 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 749 _refine_ls_R_factor_gt 0.0721 _refine_ls_wR_factor_gt 0.0547 _refine_ls_shift/su_max 0.000353 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.53 -0.536E-01 1.27 0.192E-02 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_refinement_disorder_assembly _atom_site_refinement_disorder_group _atom_site_attached_hydrogens V1 V 0.5000 0.17633(11) 0.2500 0.0164 1.0000 Uani S T . . . . Cl1 Cl 0.59649(7) 0.26295(14) 0.57720(17) 0.0289 1.0000 Uani . . . . . . O1 O 0.5000 0.0114(5) 0.2500 0.0228 1.0000 Uani S T . . . . N1 N 0.4039(2) 0.2140(5) 0.3890(6) 0.0259 1.0000 Uani . . . . . . C1 C 0.3784(4) 0.3606(5) 0.3895(9) 0.0360 1.0000 Uani . . . . . . C2 C 0.3266(3) 0.1216(6) 0.2988(8) 0.0322 1.0000 Uani . . . . . . H11 H 0.4314 0.4196 0.4505 0.044(6) 1.0000 Uiso . . . . . . H12 H 0.3436 0.3905 0.2362 0.044(6) 1.0000 Uiso . . . . . . H13 H 0.3431 0.3709 0.4823 0.044(6) 1.0000 Uiso . . . . . . H14 H 0.4305 0.1922 0.5246 0.044(6) 1.0000 Uiso . . . . . . H21 H 0.3459 0.0233 0.3006 0.044(6) 1.0000 Uiso . . . . . . H22 H 0.2913 0.1497 0.1448 0.044(6) 1.0000 Uiso . . . . . . H23 H 0.2908 0.1301 0.3909 0.044(6) 1.0000 Uiso . . . . . . 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 V1 0.0156(5) 0.0143(6) 0.0183(6) 0.0000 0.0050(4) 0.0000 Cl1 0.0292(6) 0.0371(8) 0.0183(6) -0.0052(4) 0.0065(4) -0.0078(4) O1 0.0200(19) 0.020(2) 0.028(2) 0.0000 0.0090(17) 0.0000 N1 0.021(2) 0.036(2) 0.0195(19) 0.0025(15) 0.0069(15) 0.0048(15) C1 0.053(3) 0.021(3) 0.040(3) 0.003(2) 0.025(2) 0.018(2) C2 0.023(2) 0.038(3) 0.036(3) 0.002(2) 0.011(2) -0.004(2) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag V1 . N1 . 2.154(4) yes V1 . O1 . 1.591(5) yes V1 . Cl1 . 2.3085(14) yes V1 . Cl1 5_655 2.3085(14) yes V1 . N1 5_655 2.154(4) yes N1 . H14 . 0.860 no N1 . C2 . 1.497(6) yes N1 . C1 . 1.477(6) yes C1 . H13 . 1.000 no C1 . H12 . 1.000 no C1 . H11 . 1.000 no C2 . H23 . 1.000 no C2 . H22 . 1.000 no C2 . H21 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N1 . V1 . O1 . 99.71(13) yes N1 . V1 . Cl1 . 85.04(11) yes O1 . V1 . Cl1 . 111.22(4) yes N1 . V1 . Cl1 5_655 87.95(11) yes O1 . V1 . Cl1 5_655 111.22(4) yes Cl1 . V1 . Cl1 5_655 137.55(8) yes N1 . V1 . N1 5_655 160.6(3) yes O1 . V1 . N1 5_655 99.71(13) yes Cl1 . V1 . N1 5_655 87.95(11) yes Cl1 5_655 V1 . N1 5_655 85.04(12) yes H14 . N1 . C2 . 107.356 no H14 . N1 . C1 . 105.589 no C2 . N1 . C1 . 111.3(4) yes H14 . N1 . V1 . 102.867 no C2 . N1 . V1 . 113.6(3) yes C1 . N1 . V1 . 115.1(3) yes H13 . C1 . H12 . 109.478 no H13 . C1 . H11 . 109.472 no H12 . C1 . H11 . 109.475 no H13 . C1 . N1 . 109.468 no H12 . C1 . N1 . 109.467 no H11 . C1 . N1 . 109.467 no H23 . C2 . H22 . 109.476 no H23 . C2 . H21 . 109.476 no H22 . C2 . H21 . 109.474 no H23 . C2 . N1 . 109.469 no H22 . C2 . N1 . 109.464 no H21 . C2 . N1 . 109.469 no #END data_14 _database_code_depnum_ccdc_archive 'CCDC 723928' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C42 H48 Cl2 N4 O1 V1' _chemical_formula_sum 'C42 H48 Cl2 N4 O V' _chemical_formula_weight 746.68 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.693(3) _cell_length_b 14.468(3) _cell_length_c 14.673(2) _cell_angle_alpha 90 _cell_angle_beta 100.50(2) _cell_angle_gamma 90 _cell_volume 3901.9(12) _cell_formula_units_Z 4 _cell_measurement_temperature 180 _cell_measurement_reflns_used 4132 _cell_measurement_theta_min 2.8101 _cell_measurement_theta_max 32.1207 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour 'light blue' _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.271 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1572 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.428 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET) (compiled Aug 28 2006,13:05:05) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.921 _exptl_absorpt_correction_T_max 0.9578 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford-Diffraction XCALIBUR' _diffrn_measurement_method \w-\f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_orient_matrix_ub_11 -0.0403509417 _diffrn_orient_matrix_ub_12 0.0185357108 _diffrn_orient_matrix_ub_13 0.0385741769 _diffrn_orient_matrix_ub_21 -0.0305507179 _diffrn_orient_matrix_ub_22 -0.0433557785 _diffrn_orient_matrix_ub_23 -0.0038099333 _diffrn_orient_matrix_ub_31 0.0364956568 _diffrn_orient_matrix_ub_32 -0.0408507561 _diffrn_orient_matrix_ub_33 0.0302438706 _diffrn_reflns_av_R_equivalents 0.07 _diffrn_reflns_av_unetI/netI 0.0899 _diffrn_reflns_number 14141 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 25.68 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 3698 _reflns_number_gt 2300 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0340P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 3698 _refine_ls_number_parameters 233 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0945 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.0891 _refine_ls_wR_factor_gt 0.0764 _refine_ls_goodness_of_fit_ref 0.918 _refine_ls_restrained_S_all 0.918 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.242 _refine_diff_density_min -0.276 _refine_diff_density_rms 0.05 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.60996(13) 0.24623(16) 0.72466(16) 0.0194(6) Uani 1 1 d . . . C2 C 0.71548(14) 0.21775(19) 0.6730(2) 0.0344(8) Uani 1 1 d . . . H2 H 0.7516 0.1863 0.6497 0.041 Uiso 1 1 calc R . . C3 C 0.71600(15) 0.30654(19) 0.6972(2) 0.0367(8) Uani 1 1 d . . . H3 H 0.7526 0.3492 0.6936 0.044 Uiso 1 1 calc R . . C4 C 0.63318(13) 0.08475(16) 0.67853(18) 0.0204(6) Uani 1 1 d . . . C5 C 0.64330(13) 0.02966(17) 0.75711(18) 0.0223(6) Uani 1 1 d . . . C6 C 0.62364(13) -0.06250(17) 0.74514(18) 0.0241(6) Uani 1 1 d . . . H6 H 0.6282 -0.1005 0.797 0.029 Uiso 1 1 calc R . . C7 C 0.59743(14) -0.09985(17) 0.65879(18) 0.0245(7) Uani 1 1 d . . . C8 C 0.59046(14) -0.04263(17) 0.58232(18) 0.0253(7) Uani 1 1 d . . . H8 H 0.5737 -0.0673 0.5238 0.03 Uiso 1 1 calc R . . C9 C 0.60770(13) 0.05028(17) 0.59053(18) 0.0217(6) Uani 1 1 d . . . C10 C 0.67442(15) 0.06765(18) 0.85100(18) 0.0344(7) Uani 1 1 d . . . H10A H 0.6839 0.0179 0.8948 0.052 Uiso 1 1 calc R . . H10B H 0.6403 0.1098 0.87 0.052 Uiso 1 1 calc R . . H10C H 0.719 0.0996 0.8483 0.052 Uiso 1 1 calc R . . C11 C 0.57801(17) -0.20068(17) 0.6497(2) 0.0389(8) Uani 1 1 d . . . H11A H 0.5663 -0.2169 0.5852 0.058 Uiso 1 1 calc R . . H11B H 0.5368 -0.2125 0.6785 0.058 Uiso 1 1 calc R . . H11C H 0.6186 -0.237 0.6794 0.058 Uiso 1 1 calc R . . C12 C 0.59767(15) 0.11200(17) 0.50647(18) 0.0316(7) Uani 1 1 d . . . H12A H 0.5712 0.1664 0.5179 0.047 Uiso 1 1 calc R . . H12B H 0.571 0.0794 0.4541 0.047 Uiso 1 1 calc R . . H12C H 0.6444 0.1295 0.4938 0.047 Uiso 1 1 calc R . . C13 C 0.64043(14) 0.40961(17) 0.77379(19) 0.0238(6) Uani 1 1 d . . . C14 C 0.67368(14) 0.41952(18) 0.86590(19) 0.0266(7) Uani 1 1 d . . . C15 C 0.66452(15) 0.50314(18) 0.90892(19) 0.0302(7) Uani 1 1 d . . . H15 H 0.6861 0.5114 0.9707 0.036 Uiso 1 1 calc R . . C16 C 0.62423(15) 0.57431(17) 0.8623(2) 0.0276(7) Uani 1 1 d . . . C17 C 0.59449(15) 0.56227(17) 0.77014(19) 0.0286(7) Uani 1 1 d . . . H17 H 0.5684 0.6106 0.7381 0.034 Uiso 1 1 calc R . . C18 C 0.60203(15) 0.48036(17) 0.72332(19) 0.0261(7) Uani 1 1 d . . . C19 C 0.71776(15) 0.34416(19) 0.91890(19) 0.0391(8) Uani 1 1 d . . . H19A H 0.6909 0.2873 0.9107 0.059 Uiso 1 1 calc R . . H19B H 0.728 0.3599 0.9835 0.059 Uiso 1 1 calc R . . H19C H 0.7626 0.337 0.8965 0.059 Uiso 1 1 calc R . . C20 C 0.61228(16) 0.66339(18) 0.9118(2) 0.0385(8) Uani 1 1 d . . . H20A H 0.6102 0.7143 0.8694 0.058 Uiso 1 1 calc R . . H20B H 0.6518 0.6727 0.9628 0.058 Uiso 1 1 calc R . . H20C H 0.5674 0.6596 0.9346 0.058 Uiso 1 1 calc R . . C21 C 0.56947(17) 0.47262(19) 0.62225(19) 0.0415(8) Uani 1 1 d . . . H21A H 0.5953 0.4266 0.594 0.062 Uiso 1 1 calc R . . H21B H 0.5731 0.5311 0.5926 0.062 Uiso 1 1 calc R . . H21C H 0.5192 0.4552 0.6156 0.062 Uiso 1 1 calc R . . N1 N 0.65050(11) 0.18156(14) 0.68960(14) 0.0219(5) Uani 1 1 d . . . N2 N 0.65185(11) 0.32334(14) 0.72869(14) 0.0238(5) Uani 1 1 d . . . O1 O 0.5 0.11502(16) 0.75 0.0399(8) Uani 1 2 d S . . Cl1 Cl 0.53797(4) 0.26928(5) 0.90188(5) 0.0395(2) Uani 1 1 d . . . V1 V 0.5 0.22334(4) 0.75 0.02208(19) Uani 1 2 d S . . 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 0.0204(14) 0.0193(15) 0.0178(14) -0.0021(11) 0.0012(11) 0.0015(12) C2 0.0198(16) 0.0316(18) 0.056(2) -0.0088(15) 0.0191(15) -0.0031(14) C3 0.0234(18) 0.0299(19) 0.062(2) -0.0080(15) 0.0206(16) -0.0099(13) C4 0.0137(14) 0.0156(15) 0.0325(18) -0.0014(12) 0.0056(12) 0.0028(11) C5 0.0169(15) 0.0263(17) 0.0231(16) 0.0001(12) 0.0022(12) 0.0054(12) C6 0.0231(16) 0.0219(16) 0.0277(17) 0.0027(12) 0.0059(13) 0.0043(12) C7 0.0286(17) 0.0181(15) 0.0273(17) -0.0020(12) 0.0062(13) -0.0003(12) C8 0.0297(17) 0.0237(16) 0.0223(16) -0.0057(13) 0.0045(13) -0.0010(13) C9 0.0202(15) 0.0213(16) 0.0248(16) 0.0018(12) 0.0069(12) 0.0017(12) C10 0.0401(19) 0.0297(17) 0.0301(18) 0.0001(14) -0.0026(14) 0.0027(14) C11 0.056(2) 0.0241(18) 0.0346(19) -0.0001(13) 0.0028(16) -0.0060(14) C12 0.043(2) 0.0254(17) 0.0272(17) 0.0012(13) 0.0097(15) 0.0014(14) C13 0.0209(16) 0.0161(15) 0.0359(18) -0.0052(13) 0.0096(13) -0.0038(12) C14 0.0200(16) 0.0218(16) 0.0356(18) -0.0035(13) -0.0013(13) -0.0028(13) C15 0.0329(18) 0.0282(17) 0.0285(17) -0.0083(14) 0.0026(14) -0.0061(14) C16 0.0308(17) 0.0180(16) 0.0366(19) -0.0052(13) 0.0134(14) -0.0060(13) C17 0.0312(17) 0.0166(15) 0.0390(19) 0.0037(13) 0.0091(14) 0.0012(13) C18 0.0279(17) 0.0201(15) 0.0318(18) 0.0016(13) 0.0091(13) -0.0035(13) C19 0.042(2) 0.0319(18) 0.0393(19) -0.0055(15) -0.0042(16) 0.0026(15) C20 0.048(2) 0.0267(17) 0.044(2) -0.0082(15) 0.0155(16) 0.0010(15) C21 0.058(2) 0.0328(18) 0.0317(19) -0.0014(14) 0.0037(16) 0.0031(16) N1 0.0191(12) 0.0189(12) 0.0288(14) -0.0031(10) 0.0077(10) -0.0045(10) N2 0.0220(13) 0.0191(12) 0.0316(14) -0.0045(10) 0.0086(11) -0.0032(10) O1 0.0295(17) 0.0198(16) 0.075(2) 0 0.0218(16) 0 Cl1 0.0301(4) 0.0631(5) 0.0252(4) -0.0007(4) 0.0049(3) -0.0018(4) V1 0.0192(4) 0.0192(4) 0.0287(4) 0 0.0065(3) 0 #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N2 1.358(3) . ? C1 N1 1.363(3) . ? C1 V1 2.180(2) . ? C2 C3 1.332(3) . ? C2 N1 1.384(3) . ? C2 H2 0.93 . ? C3 N2 1.383(3) . ? C3 H3 0.93 . ? C4 C9 1.385(3) . ? C4 C5 1.386(3) . ? C4 N1 1.440(3) . ? C5 C6 1.386(3) . ? C5 C10 1.499(3) . ? C6 C7 1.382(3) . ? C6 H6 0.93 . ? C7 C8 1.381(3) . ? C7 C11 1.503(3) . ? C8 C9 1.382(3) . ? C8 H8 0.93 . ? C9 C12 1.507(3) . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C10 H10C 0.96 . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? C11 H11C 0.96 . ? C12 H12A 0.96 . ? C12 H12B 0.96 . ? C12 H12C 0.96 . ? C13 C18 1.385(3) . ? C13 C14 1.388(3) . ? C13 N2 1.447(3) . ? C14 C15 1.390(3) . ? C14 C19 1.496(3) . ? C15 C16 1.381(4) . ? C15 H15 0.93 . ? C16 C17 1.376(4) . ? C16 C20 1.516(3) . ? C17 C18 1.390(3) . ? C17 H17 0.93 . ? C18 C21 1.501(4) . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? C20 H20A 0.96 . ? C20 H20B 0.96 . ? C20 H20C 0.96 . ? C21 H21A 0.96 . ? C21 H21B 0.96 . ? C21 H21C 0.96 . ? O1 V1 1.567(2) . ? Cl1 V1 2.3099(8) . ? V1 C1 2.180(3) 2_656 ? V1 Cl1 2.3099(8) 2_656 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 N1 103.0(2) . . ? N2 C1 V1 132.19(17) . . ? N1 C1 V1 124.52(17) . . ? C3 C2 N1 106.4(2) . . ? C3 C2 H2 126.8 . . ? N1 C2 H2 126.8 . . ? C2 C3 N2 107.1(2) . . ? C2 C3 H3 126.5 . . ? N2 C3 H3 126.5 . . ? C9 C4 C5 122.7(2) . . ? C9 C4 N1 119.2(2) . . ? C5 C4 N1 118.1(2) . . ? C6 C5 C4 117.1(2) . . ? C6 C5 C10 121.3(2) . . ? C4 C5 C10 121.7(2) . . ? C7 C6 C5 122.3(2) . . ? C7 C6 H6 118.9 . . ? C5 C6 H6 118.9 . . ? C8 C7 C6 118.4(2) . . ? C8 C7 C11 121.6(2) . . ? C6 C7 C11 120.0(2) . . ? C7 C8 C9 121.7(2) . . ? C7 C8 H8 119.1 . . ? C9 C8 H8 119.1 . . ? C8 C9 C4 117.8(2) . . ? C8 C9 C12 120.8(2) . . ? C4 C9 C12 121.3(2) . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C11 H11A 109.5 . . ? C7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C18 C13 C14 122.7(2) . . ? C18 C13 N2 119.9(2) . . ? C14 C13 N2 117.2(2) . . ? C13 C14 C15 117.5(2) . . ? C13 C14 C19 122.5(2) . . ? C15 C14 C19 120.0(2) . . ? C16 C15 C14 121.7(3) . . ? C16 C15 H15 119.2 . . ? C14 C15 H15 119.2 . . ? C17 C16 C15 118.6(2) . . ? C17 C16 C20 120.7(2) . . ? C15 C16 C20 120.7(3) . . ? C16 C17 C18 122.3(2) . . ? C16 C17 H17 118.8 . . ? C18 C17 H17 118.8 . . ? C13 C18 C17 117.1(3) . . ? C13 C18 C21 123.4(2) . . ? C17 C18 C21 119.5(2) . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C1 N1 C2 111.9(2) . . ? C1 N1 C4 125.5(2) . . ? C2 N1 C4 122.3(2) . . ? C1 N2 C3 111.7(2) . . ? C1 N2 C13 126.6(2) . . ? C3 N2 C13 120.9(2) . . ? O1 V1 C1 98.74(6) . . ? O1 V1 C1 98.74(6) . 2_656 ? C1 V1 C1 162.52(13) . 2_656 ? O1 V1 Cl1 106.72(2) . . ? C1 V1 Cl1 89.27(7) . . ? C1 V1 Cl1 85.71(7) 2_656 . ? O1 V1 Cl1 106.72(2) . 2_656 ? C1 V1 Cl1 85.71(7) . 2_656 ? C1 V1 Cl1 89.27(7) 2_656 2_656 ? Cl1 V1 Cl1 146.55(5) . 2_656 ? # END data_cl1111 _database_code_depnum_ccdc_archive 'CCDC 723929' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C21 H25 N2, Cl' _chemical_formula_sum 'C21 H25 Cl N2' _chemical_formula_weight 340.88 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 16.2380(18) _cell_length_b 16.3664(16) _cell_length_c 16.5630(18) _cell_angle_alpha 93.658(9) _cell_angle_beta 116.037(11) _cell_angle_gamma 90.853(9) _cell_volume 3942.4(7) _cell_formula_units_Z 8 _cell_measurement_temperature 180 _cell_measurement_reflns_used 3842 _cell_measurement_theta_min 2.5755 _cell_measurement_theta_max 32.1467 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.149 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.198 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET) (compiled Aug 28 2006,13:05:05) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.95518 _exptl_absorpt_correction_T_max 0.998 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford-Diffraction XCALIBUR' _diffrn_measurement_method \w-\f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_orient_matrix_ub_11 -0.038745927 _diffrn_orient_matrix_ub_12 -0.0218868324 _diffrn_orient_matrix_ub_13 -0.0014262341 _diffrn_orient_matrix_ub_21 0.0286801992 _diffrn_orient_matrix_ub_22 -0.0309640555 _diffrn_orient_matrix_ub_23 0.0243054441 _diffrn_orient_matrix_ub_31 0.0066872478 _diffrn_orient_matrix_ub_32 0.0214687197 _diffrn_orient_matrix_ub_33 0.0411480844 _diffrn_reflns_av_R_equivalents 0.0956 _diffrn_reflns_av_unetI/netI 0.3659 _diffrn_reflns_number 29327 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 25.68 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 14914 _reflns_number_gt 4253 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0177P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 14914 _refine_ls_number_parameters 879 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2065 _refine_ls_R_factor_gt 0.044 _refine_ls_wR_factor_ref 0.0871 _refine_ls_wR_factor_gt 0.0606 _refine_ls_goodness_of_fit_ref 0.738 _refine_ls_restrained_S_all 0.738 _refine_ls_shift/su_max 0.031 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.219 _refine_diff_density_min -0.249 _refine_diff_density_rms 0.047 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.6898(2) 0.8024(2) -0.3799(2) 0.0323(9) Uani 1 1 d . . . H1 H 0.6812 0.8067 -0.4387 0.039 Uiso 1 1 calc R . . C2 C 0.6677(2) 0.7736(2) -0.2622(2) 0.0394(10) Uani 1 1 d . . . H2 H 0.6407 0.7541 -0.2275 0.047 Uiso 1 1 calc R . . C3 C 0.7494(2) 0.8144(2) -0.2315(2) 0.0388(10) Uani 1 1 d . . . H3 H 0.7896 0.8285 -0.1715 0.047 Uiso 1 1 calc R . . C4 C 0.5449(2) 0.7274(2) -0.4187(2) 0.0319(9) Uani 1 1 d . . . C5 C 0.5324(2) 0.6435(2) -0.4149(2) 0.0368(10) Uani 1 1 d . . . C6 C 0.4516(3) 0.6060(2) -0.4798(2) 0.0422(11) Uani 1 1 d . . . H6 H 0.4416 0.5499 -0.4797 0.051 Uiso 1 1 calc R . . C7 C 0.3852(3) 0.6487(3) -0.5448(2) 0.0430(11) Uani 1 1 d . . . C8 C 0.4012(2) 0.7325(2) -0.5427(2) 0.0391(10) Uani 1 1 d . . . H8 H 0.3569 0.7619 -0.586 0.047 Uiso 1 1 calc R . . C9 C 0.4792(2) 0.7740(2) -0.4796(2) 0.0331(10) Uani 1 1 d . . . C10 C 0.6033(2) 0.5943(2) -0.3464(2) 0.0502(11) Uani 1 1 d . . . H10A H 0.6057 0.6082 -0.2881 0.075 Uiso 1 1 calc R . . H10B H 0.6622 0.6065 -0.3444 0.075 Uiso 1 1 calc R . . H10C H 0.5872 0.537 -0.3628 0.075 Uiso 1 1 calc R . . C11 C 0.2990(2) 0.6061(2) -0.6176(2) 0.0613(12) Uani 1 1 d . . . H11A H 0.3107 0.5858 -0.6671 0.092 Uiso 1 1 calc R . . H11B H 0.251 0.6443 -0.6383 0.092 Uiso 1 1 calc R . . H11C H 0.2805 0.5612 -0.5938 0.092 Uiso 1 1 calc R . . C12 C 0.4927(2) 0.86547(19) -0.4799(2) 0.0466(11) Uani 1 1 d . . . H12A H 0.5221 0.8894 -0.4189 0.07 Uiso 1 1 calc R . . H12B H 0.4342 0.8888 -0.5113 0.07 Uiso 1 1 calc R . . H12C H 0.5305 0.8763 -0.5095 0.07 Uiso 1 1 calc R . . C13 C 0.8406(2) 0.8758(2) -0.3034(2) 0.0297(9) Uani 1 1 d . . . C14 C 0.9242(2) 0.8379(2) -0.2726(2) 0.0318(10) Uani 1 1 d . . . C15 C 0.9976(2) 0.8839(2) -0.2697(2) 0.0391(10) Uani 1 1 d . . . H15 H 1.0544 0.8606 -0.2497 0.047 Uiso 1 1 calc R . . C16 C 0.9900(3) 0.9626(2) -0.2950(2) 0.0378(10) Uani 1 1 d . . . C17 C 0.9052(3) 0.9973(2) -0.3245(2) 0.0407(10) Uani 1 1 d . . . H17 H 0.8997 1.0509 -0.3412 0.049 Uiso 1 1 calc R . . C18 C 0.8285(2) 0.9544(2) -0.3299(2) 0.0342(10) Uani 1 1 d . . . C19 C 0.9316(2) 0.7509(2) -0.2475(2) 0.0466(11) Uani 1 1 d . . . H19A H 0.9894 0.7311 -0.2409 0.07 Uiso 1 1 calc R . . H19B H 0.8825 0.7174 -0.2939 0.07 Uiso 1 1 calc R . . H19C H 0.9275 0.7486 -0.1916 0.07 Uiso 1 1 calc R . . C20 C 1.0725(2) 1.0105(2) -0.2907(2) 0.0580(12) Uani 1 1 d . . . H20A H 1.1272 0.9827 -0.2563 0.087 Uiso 1 1 calc R . . H20B H 1.0763 1.0644 -0.2625 0.087 Uiso 1 1 calc R . . H20C H 1.0663 1.0146 -0.3506 0.087 Uiso 1 1 calc R . . C21 C 0.7376(2) 0.9941(2) -0.3626(2) 0.0473(11) Uani 1 1 d . . . H21A H 0.7471 1.0524 -0.36 0.071 Uiso 1 1 calc R . . H21B H 0.7086 0.9815 -0.325 0.071 Uiso 1 1 calc R . . H21C H 0.6989 0.9736 -0.4237 0.071 Uiso 1 1 calc R . . C22 C 1.1689(3) 0.7725(2) -0.3810(2) 0.0432(11) Uani 1 1 d . . . H22 H 1.1706 0.7836 -0.3244 0.052 Uiso 1 1 calc R . . C23 C 1.1220(3) 0.7314(2) -0.5243(3) 0.0600(13) Uani 1 1 d . . . H23 H 1.0857 0.7091 -0.5827 0.072 Uiso 1 1 calc R . . C24 C 1.2062(3) 0.7665(3) -0.4929(2) 0.0621(14) Uani 1 1 d . . . H24 H 1.2396 0.7728 -0.5257 0.075 Uiso 1 1 calc R . . C25 C 1.0154(3) 0.7021(3) -0.4558(2) 0.0395(10) Uani 1 1 d . . . C26 C 0.9390(3) 0.7488(3) -0.4873(2) 0.0468(11) Uani 1 1 d . . . C27 C 0.8582(3) 0.7152(3) -0.4918(2) 0.0535(12) Uani 1 1 d . . . H27 H 0.8058 0.7454 -0.5123 0.064 Uiso 1 1 calc R . . C28 C 0.8553(3) 0.6379(3) -0.4663(3) 0.0581(13) Uani 1 1 d . . . C29 C 0.9324(4) 0.5926(3) -0.4359(3) 0.0586(13) Uani 1 1 d . . . H29 H 0.9294 0.54 -0.4187 0.07 Uiso 1 1 calc R . . C30 C 1.0142(3) 0.6239(3) -0.4305(2) 0.0458(11) Uani 1 1 d . . . C31 C 0.9424(2) 0.8347(2) -0.5129(2) 0.0647(13) Uani 1 1 d . . . H31A H 0.9732 0.8708 -0.4594 0.097 Uiso 1 1 calc R . . H31B H 0.8811 0.8517 -0.5468 0.097 Uiso 1 1 calc R . . H31C H 0.9752 0.8364 -0.549 0.097 Uiso 1 1 calc R . . C32 C 0.7650(3) 0.6018(3) -0.4725(3) 0.0970(17) Uani 1 1 d . . . H32A H 0.7544 0.5467 -0.4999 0.146 Uiso 1 1 calc R . . H32B H 0.7154 0.6345 -0.5085 0.146 Uiso 1 1 calc R . . H32C H 0.7685 0.6014 -0.4132 0.146 Uiso 1 1 calc R . . C33 C 1.0993(3) 0.5753(2) -0.3946(2) 0.0647(13) Uani 1 1 d . . . H33A H 1.1423 0.5999 -0.3368 0.097 Uiso 1 1 calc R . . H33B H 1.1267 0.5749 -0.4356 0.097 Uiso 1 1 calc R . . H33C H 1.0834 0.5201 -0.3886 0.097 Uiso 1 1 calc R . . C34 C 1.3203(3) 0.8354(3) -0.3461(3) 0.0402(11) Uani 1 1 d . . . C35 C 1.3292(3) 0.9174(3) -0.3592(3) 0.0490(12) Uani 1 1 d . . . C36 C 1.4128(3) 0.9575(3) -0.3079(3) 0.0554(12) Uani 1 1 d . . . H36 H 1.4208 1.0123 -0.3158 0.066 Uiso 1 1 calc R . . C37 C 1.4848(3) 0.9190(3) -0.2453(3) 0.0553(13) Uani 1 1 d . . . C38 C 1.4712(3) 0.8381(3) -0.2326(3) 0.0528(12) Uani 1 1 d . . . H38 H 1.5187 0.8128 -0.1877 0.063 Uiso 1 1 calc R . . C39 C 1.3907(3) 0.7939(3) -0.2836(3) 0.0431(11) Uani 1 1 d . . . C40 C 1.2503(2) 0.9610(2) -0.4259(3) 0.0727(14) Uani 1 1 d . . . H40A H 1.2694 1.0169 -0.4256 0.109 Uiso 1 1 calc R . . H40B H 1.2004 0.9599 -0.4096 0.109 Uiso 1 1 calc R . . H40C H 1.2306 0.9343 -0.4851 0.109 Uiso 1 1 calc R . . C41 C 1.5770(3) 0.9641(2) -0.1910(3) 0.0863(16) Uani 1 1 d . . . H41A H 1.6155 0.9547 -0.2209 0.13 Uiso 1 1 calc R . . H41B H 1.6056 0.9443 -0.132 0.13 Uiso 1 1 calc R . . H41C H 1.5684 1.0217 -0.1858 0.13 Uiso 1 1 calc R . . C42 C 1.3784(2) 0.7046(2) -0.2716(2) 0.0615(12) Uani 1 1 d . . . H42A H 1.4353 0.6857 -0.2281 0.092 Uiso 1 1 calc R . . H42B H 1.3599 0.6731 -0.3282 0.092 Uiso 1 1 calc R . . H42C H 1.3321 0.6983 -0.2509 0.092 Uiso 1 1 calc R . . C43 C 1.2963(2) 0.3146(2) -0.1269(2) 0.0320(9) Uani 1 1 d . . . H43 H 1.3013 0.3177 -0.0687 0.038 Uiso 1 1 calc R . . C44 C 1.2476(3) 0.3282(2) -0.2718(2) 0.0400(10) Uani 1 1 d . . . H44 H 1.2122 0.3432 -0.3299 0.048 Uiso 1 1 calc R . . C45 C 1.3231(3) 0.2850(2) -0.2454(2) 0.0417(11) Uani 1 1 d . . . H45 H 1.3502 0.2643 -0.281 0.05 Uiso 1 1 calc R . . C46 C 1.1540(2) 0.3896(2) -0.1992(2) 0.0344(10) Uani 1 1 d . . . C47 C 1.1635(3) 0.4732(2) -0.1820(2) 0.0388(10) Uani 1 1 d . . . C48 C 1.0861(3) 0.5133(2) -0.1881(2) 0.0391(10) Uani 1 1 d . . . H48 H 1.0898 0.57 -0.1769 0.047 Uiso 1 1 calc R . . C49 C 1.0038(2) 0.4703(2) -0.2104(2) 0.0361(10) Uani 1 1 d . . . C50 C 0.9986(2) 0.3865(2) -0.2270(2) 0.0380(10) Uani 1 1 d . . . H50 H 0.9433 0.3577 -0.2426 0.046 Uiso 1 1 calc R . . C51 C 1.0739(3) 0.3439(2) -0.2211(2) 0.0350(10) Uani 1 1 d . . . C52 C 1.2528(2) 0.5197(2) -0.1564(2) 0.0608(13) Uani 1 1 d . . . H52A H 1.2969 0.5054 -0.0983 0.091 Uiso 1 1 calc R . . H52B H 1.2438 0.5774 -0.1541 0.091 Uiso 1 1 calc R . . H52C H 1.275 0.5058 -0.2003 0.091 Uiso 1 1 calc R . . C53 C 0.9217(2) 0.5151(2) -0.2153(2) 0.0542(12) Uani 1 1 d . . . H53A H 0.8666 0.4847 -0.2566 0.081 Uiso 1 1 calc R . . H53B H 0.9229 0.5684 -0.2357 0.081 Uiso 1 1 calc R . . H53C H 0.9232 0.5206 -0.1566 0.081 Uiso 1 1 calc R . . C54 C 1.0681(2) 0.2518(2) -0.2384(2) 0.0476(11) Uani 1 1 d . . . H54A H 1.0834 0.2375 -0.2871 0.071 Uiso 1 1 calc R . . H54B H 1.0069 0.2313 -0.254 0.071 Uiso 1 1 calc R . . H54C H 1.1104 0.2281 -0.1851 0.071 Uiso 1 1 calc R . . C55 C 1.4297(3) 0.2308(2) -0.0993(2) 0.0344(10) Uani 1 1 d . . . C56 C 1.4211(3) 0.1470(3) -0.1161(2) 0.0401(10) Uani 1 1 d . . . C57 C 1.4948(3) 0.1034(2) -0.0602(3) 0.0500(12) Uani 1 1 d . . . H57 H 1.4915 0.0465 -0.0691 0.06 Uiso 1 1 calc R . . C58 C 1.5726(3) 0.1418(3) 0.0081(3) 0.0474(11) Uani 1 1 d . . . C59 C 1.5758(2) 0.2255(3) 0.0213(2) 0.0443(11) Uani 1 1 d . . . H59 H 1.6278 0.2517 0.0677 0.053 Uiso 1 1 calc R . . C60 C 1.5048(3) 0.2728(2) -0.0315(3) 0.0377(10) Uani 1 1 d . . . C61 C 1.3373(2) 0.1037(2) -0.1902(2) 0.0557(12) Uani 1 1 d . . . H61A H 1.2835 0.123 -0.1865 0.084 Uiso 1 1 calc R . . H61B H 1.3402 0.0457 -0.1839 0.084 Uiso 1 1 calc R . . H61C H 1.3347 0.1146 -0.2475 0.084 Uiso 1 1 calc R . . C62 C 1.6511(2) 0.0935(2) 0.0696(3) 0.0866(16) Uani 1 1 d . . . H62A H 1.7083 0.1207 0.0806 0.13 Uiso 1 1 calc R . . H62B H 1.6472 0.0395 0.0415 0.13 Uiso 1 1 calc R . . H62C H 1.6477 0.0896 0.1256 0.13 Uiso 1 1 calc R . . C63 C 1.5116(2) 0.3646(2) -0.0148(2) 0.0530(11) Uani 1 1 d . . . H63A H 1.4911 0.389 -0.0712 0.079 Uiso 1 1 calc R . . H63B H 1.5742 0.3823 0.0234 0.079 Uiso 1 1 calc R . . H63C H 1.4738 0.381 0.014 0.079 Uiso 1 1 calc R . . C64 C 1.1719(3) 0.7318(2) 0.1194(2) 0.0391(10) Uani 1 1 d . . . H64 H 1.171 0.7262 0.1746 0.047 Uiso 1 1 calc R . . C65 C 1.1355(3) 0.7655(2) -0.0177(2) 0.0475(11) Uani 1 1 d . . . H65 H 1.1044 0.7869 -0.0734 0.057 Uiso 1 1 calc R . . C66 C 1.2138(3) 0.7257(2) 0.0099(2) 0.0521(12) Uani 1 1 d . . . H66 H 1.2474 0.7147 -0.0226 0.062 Uiso 1 1 calc R . . C67 C 1.0297(3) 0.8086(3) 0.0484(2) 0.0407(11) Uani 1 1 d . . . C68 C 0.9483(3) 0.7616(3) 0.0145(2) 0.0480(12) Uani 1 1 d . . . C69 C 0.8726(3) 0.8019(4) 0.0104(2) 0.0660(15) Uani 1 1 d . . . H69 H 0.8165 0.7726 -0.0122 0.079 Uiso 1 1 calc R . . C70 C 0.8764(4) 0.8830(4) 0.0379(3) 0.0769(18) Uani 1 1 d . . . C71 C 0.9592(4) 0.9258(3) 0.0724(3) 0.0697(15) Uani 1 1 d . . . H71 H 0.9628 0.9806 0.0927 0.084 Uiso 1 1 calc R . . C72 C 1.0383(3) 0.8895(3) 0.0779(2) 0.0467(11) Uani 1 1 d . . . C73 C 0.9405(3) 0.6723(2) -0.0145(2) 0.0703(14) Uani 1 1 d . . . H73A H 0.9737 0.6626 -0.0496 0.105 Uiso 1 1 calc R . . H73B H 0.8771 0.6556 -0.0501 0.105 Uiso 1 1 calc R . . H73C H 0.9657 0.6415 0.0377 0.105 Uiso 1 1 calc R . . C74 C 0.7918(3) 0.9254(3) 0.0329(3) 0.126(2) Uani 1 1 d . . . H74A H 0.7681 0.9569 -0.0188 0.189 Uiso 1 1 d . . . H74B H 0.8081 0.9608 0.0865 0.189 Uiso 1 1 d . . . H74C H 0.7461 0.8848 0.0278 0.189 Uiso 1 1 d . . . C75 C 1.1294 0.9356 0.1171 0.063 Uani 1 1 d . . . H75A H 1.1707 0.9117 0.1707 0.094 Uiso 1 1 calc R . . H75B H 1.1218 0.9918 0.1316 0.094 Uiso 1 1 calc R . . H75C H 1.1542 0.9329 0.074 0.094 Uiso 1 1 calc R . . C76 C 1.3158(2) 0.6622(3) 0.1510(2) 0.0360(10) Uani 1 1 d . . . C77 C 1.3139(3) 0.5781(3) 0.1317(2) 0.0425(11) Uani 1 1 d . . . C78 C 1.3926(3) 0.5388(2) 0.1795(3) 0.0486(11) Uani 1 1 d . . . H78 H 1.3938 0.4827 0.1672 0.058 Uiso 1 1 calc R . . C79 C 1.4693(3) 0.5794(3) 0.2448(3) 0.0529(12) Uani 1 1 d . . . C80 C 1.4671(3) 0.6629(3) 0.2645(2) 0.0469(12) Uani 1 1 d . . . H80 H 1.5182 0.6905 0.3108 0.056 Uiso 1 1 calc R . . C81 C 1.3894(3) 0.7062(2) 0.2159(2) 0.0370(10) Uani 1 1 d . . . C82 C 1.2290(2) 0.5307(2) 0.0620(2) 0.0645(13) Uani 1 1 d . . . H82A H 1.1794 0.5374 0.0782 0.097 Uiso 1 1 calc R . . H82B H 1.2414 0.4737 0.0595 0.097 Uiso 1 1 calc R . . H82C H 1.2125 0.5511 0.004 0.097 Uiso 1 1 calc R . . C83 C 1.5568(2) 0.5363(2) 0.2966(2) 0.0742(14) Uani 1 1 d . . . H83A H 1.5445 0.478 0.286 0.111 Uiso 1 1 calc R . . H83B H 1.5796 0.5518 0.3599 0.111 Uiso 1 1 calc R . . H83C H 1.6019 0.5517 0.2769 0.111 Uiso 1 1 calc R . . C84 C 1.3892(2) 0.7977(2) 0.2340(2) 0.0554(12) Uani 1 1 d . . . H84A H 1.3771 0.824 0.1799 0.083 Uiso 1 1 calc R . . H84B H 1.4479 0.8173 0.2806 0.083 Uiso 1 1 calc R . . H84C H 1.3424 0.8101 0.2528 0.083 Uiso 1 1 calc R . . N1 N 0.6313(2) 0.76613(17) -0.35513(19) 0.0342(8) Uani 1 1 d . . . N2 N 0.7627(2) 0.83133(16) -0.30537(19) 0.0320(8) Uani 1 1 d . . . N3 N 1.0997(2) 0.73485(18) -0.4528(2) 0.0434(9) Uani 1 1 d . . . N4 N 1.2347(2) 0.79149(18) -0.4041(2) 0.0425(9) Uani 1 1 d . . . N5 N 1.23172(19) 0.34642(17) -0.19781(19) 0.0322(8) Uani 1 1 d . . . N6 N 1.35246(19) 0.27735(17) -0.15464(19) 0.0332(8) Uani 1 1 d . . . N7 N 1.1097(2) 0.76890(18) 0.0510(2) 0.0356(8) Uani 1 1 d . . . N8 N 1.2348(2) 0.70422(18) 0.0959(2) 0.0391(8) Uani 1 1 d . . . Cl1 Cl 0.64730(6) 0.82716(6) -0.59011(6) 0.0474(3) Uani 1 1 d . . . Cl2 Cl 1.17860(6) 0.72979(6) -0.19395(6) 0.0448(3) Uani 1 1 d . . . Cl3 Cl 1.35000(6) 0.31809(6) 0.09069(6) 0.0505(3) Uani 1 1 d . . . Cl4 Cl 1.17253(6) 0.79418(5) 0.30442(5) 0.0403(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.031(2) 0.041(3) 0.028(2) 0.0090(19) 0.015(2) 0.000(2) C2 0.039(3) 0.051(3) 0.033(3) 0.004(2) 0.020(2) 0.003(2) C3 0.036(3) 0.058(3) 0.024(2) 0.004(2) 0.015(2) 0.007(2) C4 0.030(2) 0.036(3) 0.031(2) -0.005(2) 0.015(2) -0.007(2) C5 0.029(2) 0.044(3) 0.034(2) 0.011(2) 0.010(2) 0.008(2) C6 0.044(3) 0.038(3) 0.045(3) 0.002(2) 0.020(2) -0.007(2) C7 0.035(3) 0.047(3) 0.043(3) 0.003(2) 0.013(2) 0.004(2) C8 0.033(3) 0.043(3) 0.041(3) 0.005(2) 0.015(2) 0.007(2) C9 0.024(2) 0.041(3) 0.031(2) 0.002(2) 0.009(2) 0.004(2) C10 0.049(3) 0.042(3) 0.059(3) 0.014(2) 0.023(2) 0.004(2) C11 0.036(3) 0.062(3) 0.062(3) 0.002(2) 0.001(2) -0.007(2) C12 0.046(3) 0.038(3) 0.055(3) 0.012(2) 0.021(2) 0.007(2) C13 0.030(2) 0.031(3) 0.024(2) 0.0008(19) 0.0081(19) -0.011(2) C14 0.031(2) 0.030(3) 0.025(2) -0.0034(19) 0.005(2) -0.003(2) C15 0.027(2) 0.045(3) 0.039(2) -0.004(2) 0.010(2) -0.006(2) C16 0.039(3) 0.038(3) 0.037(2) 0.001(2) 0.018(2) -0.009(2) C17 0.045(3) 0.034(3) 0.035(2) 0.002(2) 0.010(2) 0.004(2) C18 0.029(2) 0.035(3) 0.036(2) -0.001(2) 0.012(2) -0.006(2) C19 0.042(3) 0.047(3) 0.043(3) 0.005(2) 0.011(2) 0.005(2) C20 0.045(3) 0.055(3) 0.077(3) 0.010(2) 0.030(2) -0.012(2) C21 0.039(3) 0.047(3) 0.054(3) 0.014(2) 0.017(2) 0.012(2) C22 0.053(3) 0.062(3) 0.017(2) -0.002(2) 0.019(2) 0.004(2) C23 0.046(3) 0.103(4) 0.031(3) -0.003(2) 0.018(2) -0.006(3) C24 0.055(3) 0.118(4) 0.022(3) 0.009(3) 0.024(3) 0.010(3) C25 0.037(3) 0.056(3) 0.023(2) -0.003(2) 0.012(2) -0.005(3) C26 0.042(3) 0.067(3) 0.024(2) 0.007(2) 0.007(2) 0.003(3) C27 0.034(3) 0.087(4) 0.031(3) 0.005(3) 0.007(2) 0.001(3) C28 0.060(4) 0.079(4) 0.031(3) -0.014(3) 0.019(3) -0.019(3) C29 0.081(4) 0.045(3) 0.047(3) -0.011(2) 0.029(3) -0.013(3) C30 0.057(3) 0.050(3) 0.030(3) -0.005(2) 0.020(2) -0.005(3) C31 0.062(3) 0.083(4) 0.053(3) 0.016(3) 0.027(2) 0.021(3) C32 0.069(4) 0.141(5) 0.074(4) -0.007(3) 0.029(3) -0.048(3) C33 0.076(3) 0.065(3) 0.051(3) 0.004(2) 0.025(3) 0.023(3) C34 0.036(3) 0.062(3) 0.032(3) 0.005(2) 0.024(2) 0.001(3) C35 0.040(3) 0.067(4) 0.047(3) 0.021(3) 0.023(2) 0.012(3) C36 0.051(3) 0.061(3) 0.065(3) 0.006(3) 0.035(3) 0.009(3) C37 0.043(3) 0.061(4) 0.065(3) -0.014(3) 0.028(3) -0.002(3) C38 0.036(3) 0.081(4) 0.046(3) 0.003(3) 0.023(2) 0.020(3) C39 0.037(3) 0.057(3) 0.041(3) 0.003(2) 0.022(2) 0.010(3) C40 0.057(3) 0.084(4) 0.080(3) 0.035(3) 0.030(3) 0.009(3) C41 0.056(3) 0.090(4) 0.103(4) -0.026(3) 0.031(3) 0.006(3) C42 0.058(3) 0.062(3) 0.067(3) 0.016(3) 0.027(3) 0.019(3) C43 0.029(2) 0.044(3) 0.025(2) 0.006(2) 0.013(2) 0.005(2) C44 0.053(3) 0.052(3) 0.018(2) 0.006(2) 0.018(2) 0.003(2) C45 0.044(3) 0.053(3) 0.035(3) 0.003(2) 0.024(2) 0.005(2) C46 0.028(2) 0.044(3) 0.029(2) 0.002(2) 0.011(2) 0.013(2) C47 0.034(3) 0.036(3) 0.038(2) -0.004(2) 0.009(2) 0.000(2) C48 0.039(3) 0.031(3) 0.043(3) -0.002(2) 0.015(2) -0.002(2) C49 0.035(3) 0.039(3) 0.037(2) 0.004(2) 0.017(2) 0.009(2) C50 0.032(2) 0.043(3) 0.037(2) 0.004(2) 0.013(2) 0.001(2) C51 0.035(3) 0.036(3) 0.034(2) 0.001(2) 0.015(2) 0.002(2) C52 0.038(3) 0.050(3) 0.087(3) -0.004(2) 0.022(3) -0.008(2) C53 0.041(3) 0.051(3) 0.066(3) -0.003(2) 0.019(2) 0.007(2) C54 0.038(3) 0.050(3) 0.049(3) 0.002(2) 0.015(2) 0.001(2) C55 0.039(3) 0.034(3) 0.031(2) 0.000(2) 0.017(2) 0.009(2) C56 0.036(3) 0.044(3) 0.039(3) -0.003(2) 0.015(2) -0.006(2) C57 0.045(3) 0.048(3) 0.068(3) 0.011(3) 0.034(3) 0.006(3) C58 0.035(3) 0.047(3) 0.062(3) 0.013(3) 0.022(3) 0.006(2) C59 0.028(3) 0.056(3) 0.048(3) 0.007(3) 0.015(2) 0.001(2) C60 0.041(3) 0.039(3) 0.039(3) 0.005(2) 0.024(2) 0.005(2) C61 0.052(3) 0.054(3) 0.055(3) 0.005(2) 0.018(2) -0.004(2) C62 0.043(3) 0.072(4) 0.131(4) 0.038(3) 0.022(3) 0.025(3) C63 0.039(3) 0.052(3) 0.057(3) -0.002(2) 0.012(2) -0.008(2) C64 0.037(3) 0.053(3) 0.020(2) 0.000(2) 0.006(2) -0.001(2) C65 0.040(3) 0.083(3) 0.020(2) 0.013(2) 0.012(2) 0.012(3) C66 0.047(3) 0.087(4) 0.025(3) 0.009(2) 0.019(2) 0.010(3) C67 0.039(3) 0.057(3) 0.028(2) 0.005(2) 0.016(2) 0.001(3) C68 0.045(3) 0.079(4) 0.022(2) 0.003(2) 0.017(2) -0.001(3) C69 0.035(3) 0.138(5) 0.026(3) 0.018(3) 0.013(2) 0.006(4) C70 0.062(4) 0.144(6) 0.032(3) 0.030(3) 0.023(3) 0.059(4) C71 0.083(4) 0.084(4) 0.043(3) 0.021(3) 0.025(3) 0.047(4) C72 0.045(3) 0.055(3) 0.033(3) 0.008(2) 0.011(2) 0.010(3) C73 0.066(3) 0.091(4) 0.048(3) -0.007(3) 0.021(3) -0.027(3) C74 0.090(4) 0.233(6) 0.085(4) 0.063(4) 0.057(3) 0.109(4) C75 0.081 0.051 0.047 0.002 0.02 -0.003 C76 0.029(3) 0.056(3) 0.023(2) 0.000(2) 0.012(2) 0.002(2) C77 0.043(3) 0.049(3) 0.037(3) -0.002(2) 0.020(2) -0.001(3) C78 0.046(3) 0.052(3) 0.053(3) 0.017(2) 0.025(2) 0.005(3) C79 0.039(3) 0.065(4) 0.062(3) 0.029(3) 0.026(3) 0.004(3) C80 0.036(3) 0.069(3) 0.032(2) 0.027(2) 0.009(2) -0.001(3) C81 0.042(3) 0.043(3) 0.025(2) -0.001(2) 0.014(2) -0.005(2) C82 0.062(3) 0.060(3) 0.061(3) -0.004(2) 0.019(3) -0.003(3) C83 0.045(3) 0.084(4) 0.083(3) 0.042(3) 0.013(3) 0.013(3) C84 0.058(3) 0.055(3) 0.051(3) -0.001(2) 0.022(2) -0.007(2) N1 0.036(2) 0.047(2) 0.0195(18) 0.0060(16) 0.0120(17) -0.0011(17) N2 0.033(2) 0.035(2) 0.0272(19) 0.0023(16) 0.0125(17) 0.0002(16) N3 0.049(2) 0.061(2) 0.029(2) 0.0045(18) 0.025(2) 0.001(2) N4 0.045(2) 0.065(3) 0.023(2) 0.0102(18) 0.0188(19) 0.004(2) N5 0.0291(19) 0.042(2) 0.0227(19) 0.0055(16) 0.0082(17) 0.0012(17) N6 0.0290(19) 0.042(2) 0.029(2) 0.0046(17) 0.0123(17) 0.0055(17) N7 0.032(2) 0.051(2) 0.028(2) -0.0027(17) 0.0181(18) -0.0004(18) N8 0.035(2) 0.056(2) 0.030(2) -0.0001(17) 0.0184(19) 0.0046(18) Cl1 0.0503(7) 0.0601(7) 0.0343(6) 0.0069(5) 0.0205(5) 0.0042(6) Cl2 0.0446(7) 0.0613(7) 0.0326(6) 0.0096(5) 0.0196(5) 0.0104(5) Cl3 0.0586(7) 0.0606(7) 0.0342(6) 0.0104(5) 0.0213(6) 0.0051(6) Cl4 0.0444(6) 0.0463(7) 0.0325(6) 0.0058(5) 0.0186(5) 0.0049(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N2 1.332(3) . ? C1 N1 1.333(4) . ? C1 H1 0.93 . ? C2 C3 1.343(4) . ? C2 N1 1.382(4) . ? C2 H2 0.93 . ? C3 N2 1.376(4) . ? C3 H3 0.93 . ? C4 C9 1.384(4) . ? C4 C5 1.395(4) . ? C4 N1 1.439(4) . ? C5 C6 1.380(4) . ? C5 C10 1.503(4) . ? C6 C7 1.382(4) . ? C6 H6 0.93 . ? C7 C8 1.388(4) . ? C7 C11 1.510(4) . ? C8 C9 1.370(4) . ? C8 H8 0.93 . ? C9 C12 1.511(4) . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C10 H10C 0.96 . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? C11 H11C 0.96 . ? C12 H12A 0.96 . ? C12 H12B 0.96 . ? C12 H12C 0.96 . ? C13 C18 1.375(4) . ? C13 C14 1.396(4) . ? C13 N2 1.436(4) . ? C14 C15 1.381(4) . ? C14 C19 1.500(4) . ? C15 C16 1.371(4) . ? C15 H15 0.93 . ? C16 C17 1.387(4) . ? C16 C20 1.513(4) . ? C17 C18 1.386(4) . ? C17 H17 0.93 . ? C18 C21 1.506(4) . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? C20 H20A 0.96 . ? C20 H20B 0.96 . ? C20 H20C 0.96 . ? C21 H21A 0.96 . ? C21 H21B 0.96 . ? C21 H21C 0.96 . ? C22 N4 1.322(4) . ? C22 N3 1.330(4) . ? C22 H22 0.93 . ? C23 C24 1.336(4) . ? C23 N3 1.380(4) . ? C23 H23 0.93 . ? C24 N4 1.366(4) . ? C24 H24 0.93 . ? C25 C30 1.376(5) . ? C25 C26 1.380(5) . ? C25 N3 1.441(4) . ? C26 C27 1.383(5) . ? C26 C31 1.502(5) . ? C27 C28 1.366(5) . ? C27 H27 0.93 . ? C28 C29 1.377(5) . ? C28 C32 1.531(5) . ? C29 C30 1.381(5) . ? C29 H29 0.93 . ? C30 C33 1.506(5) . ? C31 H31A 0.96 . ? C31 H31B 0.96 . ? C31 H31C 0.96 . ? C32 H32A 0.96 . ? C32 H32B 0.96 . ? C32 H32C 0.96 . ? C33 H33A 0.96 . ? C33 H33B 0.96 . ? C33 H33C 0.96 . ? C34 C39 1.383(5) . ? C34 C35 1.389(5) . ? C34 N4 1.442(4) . ? C35 C36 1.372(5) . ? C35 C40 1.503(4) . ? C36 C37 1.371(5) . ? C36 H36 0.93 . ? C37 C38 1.382(5) . ? C37 C41 1.516(5) . ? C38 C39 1.368(5) . ? C38 H38 0.93 . ? C39 C42 1.510(4) . ? C40 H40A 0.96 . ? C40 H40B 0.96 . ? C40 H40C 0.96 . ? C41 H41A 0.96 . ? C41 H41B 0.96 . ? C41 H41C 0.96 . ? C42 H42A 0.96 . ? C42 H42B 0.96 . ? C42 H42C 0.96 . ? C43 N6 1.327(4) . ? C43 N5 1.328(4) . ? C43 H43 0.93 . ? C44 C45 1.337(4) . ? C44 N5 1.376(4) . ? C44 H44 0.93 . ? C45 N6 1.378(4) . ? C45 H45 0.93 . ? C46 C47 1.373(4) . ? C46 C51 1.379(4) . ? C46 N5 1.447(4) . ? C47 C48 1.393(4) . ? C47 C52 1.499(4) . ? C48 C49 1.387(4) . ? C48 H48 0.93 . ? C49 C50 1.376(4) . ? C49 C53 1.504(4) . ? C50 C51 1.385(4) . ? C50 H50 0.93 . ? C51 C54 1.511(4) . ? C52 H52A 0.96 . ? C52 H52B 0.96 . ? C52 H52C 0.96 . ? C53 H53A 0.96 . ? C53 H53B 0.96 . ? C53 H53C 0.96 . ? C54 H54A 0.96 . ? C54 H54B 0.96 . ? C54 H54C 0.96 . ? C55 C56 1.374(4) . ? C55 C60 1.377(4) . ? C55 N6 1.450(4) . ? C56 C57 1.392(4) . ? C56 C61 1.502(4) . ? C57 C58 1.378(4) . ? C57 H57 0.93 . ? C58 C59 1.371(4) . ? C58 C62 1.510(4) . ? C59 C60 1.386(4) . ? C59 H59 0.93 . ? C60 C63 1.503(4) . ? C61 H61A 0.96 . ? C61 H61B 0.96 . ? C61 H61C 0.96 . ? C62 H62A 0.96 . ? C62 H62B 0.96 . ? C62 H62C 0.96 . ? C63 H63A 0.96 . ? C63 H63B 0.96 . ? C63 H63C 0.96 . ? C64 N8 1.319(4) . ? C64 N7 1.332(4) . ? C64 H64 0.93 . ? C65 C66 1.342(4) . ? C65 N7 1.373(4) . ? C65 H65 0.93 . ? C66 N8 1.382(4) . ? C66 H66 0.93 . ? C67 C72 1.365(4) . ? C67 C68 1.386(5) . ? C67 N7 1.447(4) . ? C68 C69 1.381(5) . ? C68 C73 1.494(5) . ? C69 C70 1.366(5) . ? C69 H69 0.93 . ? C70 C71 1.369(6) . ? C70 C74 1.520(6) . ? C71 C72 1.392(5) . ? C71 H71 0.93 . ? C72 C75 1.49672 . ? C73 H73A 0.96 . ? C73 H73B 0.96 . ? C73 H73C 0.96 . ? C74 H74A 0.9579 . ? C74 H74B 0.9589 . ? C74 H74C 0.9613 . ? C75 H75A 0.96 . ? C75 H75B 0.96 . ? C75 H75C 0.96 . ? C76 C81 1.361(4) . ? C76 C77 1.389(4) . ? C76 N8 1.445(4) . ? C77 C78 1.369(4) . ? C77 C82 1.514(4) . ? C78 C79 1.365(5) . ? C78 H78 0.93 . ? C79 C80 1.390(5) . ? C79 C83 1.513(4) . ? C80 C81 1.396(4) . ? C80 H80 0.93 . ? C81 C84 1.509(4) . ? C82 H82A 0.96 . ? C82 H82B 0.96 . ? C82 H82C 0.96 . ? C83 H83A 0.96 . ? C83 H83B 0.96 . ? C83 H83C 0.96 . ? C84 H84A 0.96 . ? C84 H84B 0.96 . ? C84 H84C 0.96 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 N1 108.0(3) . . ? N2 C1 H1 126 . . ? N1 C1 H1 126 . . ? C3 C2 N1 106.9(3) . . ? C3 C2 H2 126.5 . . ? N1 C2 H2 126.5 . . ? C2 C3 N2 107.3(3) . . ? C2 C3 H3 126.3 . . ? N2 C3 H3 126.3 . . ? C9 C4 C5 123.4(4) . . ? C9 C4 N1 119.4(3) . . ? C5 C4 N1 117.1(3) . . ? C6 C5 C4 116.6(3) . . ? C6 C5 C10 120.6(4) . . ? C4 C5 C10 122.8(3) . . ? C5 C6 C7 122.5(4) . . ? C5 C6 H6 118.8 . . ? C7 C6 H6 118.8 . . ? C6 C7 C8 117.7(4) . . ? C6 C7 C11 121.8(4) . . ? C8 C7 C11 120.5(4) . . ? C9 C8 C7 123.0(4) . . ? C9 C8 H8 118.5 . . ? C7 C8 H8 118.5 . . ? C8 C9 C4 116.6(4) . . ? C8 C9 C12 120.8(3) . . ? C4 C9 C12 122.5(3) . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C11 H11A 109.5 . . ? C7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C18 C13 C14 123.9(3) . . ? C18 C13 N2 117.7(3) . . ? C14 C13 N2 118.4(3) . . ? C15 C14 C13 116.3(3) . . ? C15 C14 C19 122.8(3) . . ? C13 C14 C19 120.9(3) . . ? C16 C15 C14 122.6(4) . . ? C16 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? C15 C16 C17 118.6(4) . . ? C15 C16 C20 120.5(4) . . ? C17 C16 C20 120.9(4) . . ? C18 C17 C16 121.9(4) . . ? C18 C17 H17 119.1 . . ? C16 C17 H17 119.1 . . ? C13 C18 C17 116.8(3) . . ? C13 C18 C21 122.9(3) . . ? C17 C18 C21 120.3(3) . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N4 C22 N3 108.0(3) . . ? N4 C22 H22 126 . . ? N3 C22 H22 126 . . ? C24 C23 N3 106.3(4) . . ? C24 C23 H23 126.8 . . ? N3 C23 H23 126.8 . . ? C23 C24 N4 108.0(4) . . ? C23 C24 H24 126 . . ? N4 C24 H24 126 . . ? C30 C25 C26 123.0(4) . . ? C30 C25 N3 117.8(4) . . ? C26 C25 N3 119.0(4) . . ? C25 C26 C27 118.0(4) . . ? C25 C26 C31 122.0(4) . . ? C27 C26 C31 119.9(4) . . ? C28 C27 C26 120.2(4) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? C27 C28 C29 120.5(5) . . ? C27 C28 C32 119.4(5) . . ? C29 C28 C32 120.2(5) . . ? C28 C29 C30 121.0(4) . . ? C28 C29 H29 119.5 . . ? C30 C29 H29 119.5 . . ? C25 C30 C29 117.2(4) . . ? C25 C30 C33 121.7(4) . . ? C29 C30 C33 121.0(4) . . ? C26 C31 H31A 109.5 . . ? C26 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C26 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C28 C32 H32A 109.5 . . ? C28 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C28 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C39 C34 C35 123.0(4) . . ? C39 C34 N4 119.4(4) . . ? C35 C34 N4 117.6(4) . . ? C36 C35 C34 117.4(4) . . ? C36 C35 C40 121.2(4) . . ? C34 C35 C40 121.5(4) . . ? C37 C36 C35 121.8(4) . . ? C37 C36 H36 119.1 . . ? C35 C36 H36 119.1 . . ? C36 C37 C38 118.5(4) . . ? C36 C37 C41 120.8(4) . . ? C38 C37 C41 120.7(4) . . ? C39 C38 C37 122.5(4) . . ? C39 C38 H38 118.7 . . ? C37 C38 H38 118.7 . . ? C38 C39 C34 116.7(4) . . ? C38 C39 C42 121.9(4) . . ? C34 C39 C42 121.4(4) . . ? C35 C40 H40A 109.5 . . ? C35 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C35 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C37 C41 H41A 109.5 . . ? C37 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C37 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N6 C43 N5 107.3(3) . . ? N6 C43 H43 126.4 . . ? N5 C43 H43 126.4 . . ? C45 C44 N5 107.8(3) . . ? C45 C44 H44 126.1 . . ? N5 C44 H44 126.1 . . ? C44 C45 N6 106.1(3) . . ? C44 C45 H45 127 . . ? N6 C45 H45 127 . . ? C47 C46 C51 124.2(4) . . ? C47 C46 N5 118.2(4) . . ? C51 C46 N5 117.5(4) . . ? C46 C47 C48 116.8(4) . . ? C46 C47 C52 122.0(4) . . ? C48 C47 C52 121.2(4) . . ? C49 C48 C47 121.3(4) . . ? C49 C48 H48 119.4 . . ? C47 C48 H48 119.4 . . ? C50 C49 C48 119.2(3) . . ? C50 C49 C53 120.7(4) . . ? C48 C49 C53 120.1(4) . . ? C49 C50 C51 121.6(4) . . ? C49 C50 H50 119.2 . . ? C51 C50 H50 119.2 . . ? C46 C51 C50 117.0(4) . . ? C46 C51 C54 121.7(3) . . ? C50 C51 C54 121.3(4) . . ? C47 C52 H52A 109.5 . . ? C47 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C47 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C49 C53 H53A 109.5 . . ? C49 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C49 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C51 C54 H54A 109.5 . . ? C51 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C51 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C56 C55 C60 124.5(4) . . ? C56 C55 N6 117.4(4) . . ? C60 C55 N6 118.1(4) . . ? C55 C56 C57 116.4(4) . . ? C55 C56 C61 122.6(4) . . ? C57 C56 C61 121.0(4) . . ? C58 C57 C56 122.1(4) . . ? C58 C57 H57 119 . . ? C56 C57 H57 119 . . ? C59 C58 C57 118.2(4) . . ? C59 C58 C62 120.3(4) . . ? C57 C58 C62 121.5(4) . . ? C58 C59 C60 122.8(4) . . ? C58 C59 H59 118.6 . . ? C60 C59 H59 118.6 . . ? C55 C60 C59 116.1(4) . . ? C55 C60 C63 123.0(4) . . ? C59 C60 C63 120.9(4) . . ? C56 C61 H61A 109.5 . . ? C56 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C56 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C58 C62 H62A 109.5 . . ? C58 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C58 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C60 C63 H63A 109.5 . . ? C60 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? C60 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? N8 C64 N7 108.7(3) . . ? N8 C64 H64 125.7 . . ? N7 C64 H64 125.7 . . ? C66 C65 N7 107.6(3) . . ? C66 C65 H65 126.2 . . ? N7 C65 H65 126.2 . . ? C65 C66 N8 106.6(3) . . ? C65 C66 H66 126.7 . . ? N8 C66 H66 126.7 . . ? C72 C67 C68 124.2(4) . . ? C72 C67 N7 118.6(4) . . ? C68 C67 N7 117.2(4) . . ? C69 C68 C67 115.8(4) . . ? C69 C68 C73 120.6(5) . . ? C67 C68 C73 123.6(4) . . ? C70 C69 C68 122.9(5) . . ? C70 C69 H69 118.5 . . ? C68 C69 H69 118.5 . . ? C69 C70 C71 118.5(5) . . ? C69 C70 C74 121.6(6) . . ? C71 C70 C74 119.8(6) . . ? C70 C71 C72 121.8(5) . . ? C70 C71 H71 119.1 . . ? C72 C71 H71 119.1 . . ? C67 C72 C71 116.8(4) . . ? C67 C72 C75 121.14 . . ? C71 C72 C75 122.02 . . ? C68 C73 H73A 109.5 . . ? C68 C73 H73B 109.5 . . ? H73A C73 H73B 109.5 . . ? C68 C73 H73C 109.5 . . ? H73A C73 H73C 109.5 . . ? H73B C73 H73C 109.5 . . ? C70 C74 H74A 109.4 . . ? C70 C74 H74B 109.4 . . ? H74A C74 H74B 109.7 . . ? C70 C74 H74C 109.3 . . ? H74A C74 H74C 109.5 . . ? H74B C74 H74C 109.5 . . ? C72 C75 H75A 109.5 . . ? C72 C75 H75B 109.5 . . ? H75A C75 H75B 109.5 . . ? C72 C75 H75C 109.5 . . ? H75A C75 H75C 109.5 . . ? H75B C75 H75C 109.5 . . ? C81 C76 C77 123.9(4) . . ? C81 C76 N8 119.3(4) . . ? C77 C76 N8 116.8(4) . . ? C78 C77 C76 117.1(4) . . ? C78 C77 C82 120.7(4) . . ? C76 C77 C82 122.3(4) . . ? C79 C78 C77 122.0(4) . . ? C79 C78 H78 119 . . ? C77 C78 H78 119 . . ? C78 C79 C80 119.1(4) . . ? C78 C79 C83 122.1(4) . . ? C80 C79 C83 118.8(4) . . ? C79 C80 C81 121.0(4) . . ? C79 C80 H80 119.5 . . ? C81 C80 H80 119.5 . . ? C76 C81 C80 116.8(4) . . ? C76 C81 C84 122.3(4) . . ? C80 C81 C84 120.8(4) . . ? C77 C82 H82A 109.5 . . ? C77 C82 H82B 109.5 . . ? H82A C82 H82B 109.5 . . ? C77 C82 H82C 109.5 . . ? H82A C82 H82C 109.5 . . ? H82B C82 H82C 109.5 . . ? C79 C83 H83A 109.5 . . ? C79 C83 H83B 109.5 . . ? H83A C83 H83B 109.5 . . ? C79 C83 H83C 109.5 . . ? H83A C83 H83C 109.5 . . ? H83B C83 H83C 109.5 . . ? C81 C84 H84A 109.5 . . ? C81 C84 H84B 109.5 . . ? H84A C84 H84B 109.5 . . ? C81 C84 H84C 109.5 . . ? H84A C84 H84C 109.5 . . ? H84B C84 H84C 109.5 . . ? C1 N1 C2 108.9(3) . . ? C1 N1 C4 123.0(3) . . ? C2 N1 C4 128.1(3) . . ? C1 N2 C3 108.9(3) . . ? C1 N2 C13 125.1(3) . . ? C3 N2 C13 125.9(3) . . ? C22 N3 C23 108.8(3) . . ? C22 N3 C25 125.9(3) . . ? C23 N3 C25 125.3(3) . . ? C22 N4 C24 108.8(3) . . ? C22 N4 C34 125.4(3) . . ? C24 N4 C34 125.7(3) . . ? C43 N5 C44 109.0(3) . . ? C43 N5 C46 126.1(3) . . ? C44 N5 C46 124.9(3) . . ? C43 N6 C45 109.9(3) . . ? C43 N6 C55 125.2(3) . . ? C45 N6 C55 124.8(3) . . ? C64 N7 C65 108.2(3) . . ? C64 N7 C67 127.0(3) . . ? C65 N7 C67 124.7(3) . . ? C64 N8 C66 108.8(3) . . ? C64 N8 C76 126.8(3) . . ? C66 N8 C76 124.3(3) . . ? # END