# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global #TrackingRef 'sxd 1-6.cif' _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Qi Shen' _publ_contact_author_email qshen@suda.edu.cn _publ_section_title ; Reduction of Sterically Hindered \^A-Diketiminato Europium(III) Complexes by \^A-Diketiminato Anion : A Convenient Route for the Synthesis of \^A-Diketiminato Europium(II) Complexes ; loop_ _publ_author_name 'Xiaodong Shen' 'Yong Zhang' 'Mingqiang Xue' 'Qi Shen' # Attachment 'Dalton_trans_caffyn.cif data_complex1 _database_code_depnum_ccdc_archive 'CCDC 843447' #TrackingRef 'sxd 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H66 Eu N4 O' _chemical_formula_sum 'C50 H66 Eu N4 O' _chemical_formula_weight 891.03 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 11.5227(15) _cell_length_b 19.681(3) _cell_length_c 20.917(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4743.5(12) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 15105 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.60 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.248 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1860 _exptl_absorpt_coefficient_mu 1.360 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.452 _exptl_absorpt_correction_T_max 0.666 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15182 _diffrn_reflns_av_R_equivalents 0.0385 _diffrn_reflns_av_sigmaI/netI 0.0701 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 25.50 _reflns_number_total 8384 _reflns_number_gt 7751 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0205P)^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_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.013(11) _refine_ls_number_reflns 8384 _refine_ls_number_parameters 516 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0468 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.0751 _refine_ls_wR_factor_gt 0.0719 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.853638(19) 0.494012(12) 0.594620(11) 0.03364(7) Uani 1 1 d . A . O1 O 0.6347(3) 0.47843(19) 0.59311(16) 0.0570(10) Uani 1 1 d D . . N1 N 0.7953(4) 0.5914(2) 0.5215(2) 0.0427(11) Uani 1 1 d . . . N2 N 0.9573(3) 0.5968(2) 0.6400(2) 0.0383(10) Uani 1 1 d . . . N3 N 0.8359(4) 0.3924(2) 0.67067(19) 0.0418(10) Uani 1 1 d . . . N4 N 0.9851(4) 0.4028(2) 0.5500(2) 0.0432(12) Uani 1 1 d . . . C1 C 0.8732(6) 0.6636(3) 0.4346(3) 0.067(2) Uani 1 1 d . . . H1A H 0.8215 0.6377 0.4073 0.101 Uiso 1 1 calc R A . H1B H 0.9495 0.6659 0.4150 0.101 Uiso 1 1 calc R . . H1C H 0.8428 0.7092 0.4400 0.101 Uiso 1 1 calc R . . C2 C 0.8825(5) 0.6291(3) 0.4995(3) 0.0479(14) Uani 1 1 d . A . C3 C 0.9853(5) 0.6419(3) 0.5333(3) 0.0500(15) Uani 1 1 d . . . H3 H 1.0468 0.6574 0.5077 0.060 Uiso 1 1 calc R A . C4 C 1.0132(4) 0.6358(3) 0.5979(3) 0.0445(13) Uani 1 1 d . A . C5 C 1.1156(5) 0.6798(3) 0.6205(3) 0.069(2) Uani 1 1 d . . . H5A H 1.0913 0.7076 0.6564 0.104 Uiso 1 1 calc R A . H5B H 1.1409 0.7090 0.5858 0.104 Uiso 1 1 calc R . . H5C H 1.1793 0.6507 0.6335 0.104 Uiso 1 1 calc R . . C6 C 0.6873(4) 0.5975(3) 0.4883(2) 0.0424(13) Uani 1 1 d . A . C7 C 0.6551(5) 0.5472(3) 0.4449(2) 0.0422(12) Uani 1 1 d . . . C8 C 0.5458(5) 0.5547(3) 0.4134(3) 0.0502(14) Uani 1 1 d . A . H8 H 0.5225 0.5217 0.3835 0.060 Uiso 1 1 calc R . . C9 C 0.4734(5) 0.6090(4) 0.4258(3) 0.0577(18) Uani 1 1 d . . . C10 C 0.5090(6) 0.6562(3) 0.4706(3) 0.0656(18) Uani 1 1 d . A . H10 H 0.4596 0.6928 0.4801 0.079 Uiso 1 1 calc R . . C11 C 0.6144(5) 0.6518(3) 0.5021(3) 0.0542(16) Uani 1 1 d . . . C12 C 0.7307(4) 0.4894(3) 0.4288(2) 0.0553(15) Uani 1 1 d . A . H12A H 0.8050 0.5062 0.4138 0.083 Uiso 1 1 calc R . . H12B H 0.6945 0.4624 0.3956 0.083 Uiso 1 1 calc R . . H12C H 0.7424 0.4616 0.4666 0.083 Uiso 1 1 calc R . . C13 C 0.3584(6) 0.6168(3) 0.3909(3) 0.078(2) Uani 1 1 d . A . H13A H 0.2954 0.6166 0.4216 0.118 Uiso 1 1 calc R . . H13B H 0.3485 0.5793 0.3612 0.118 Uiso 1 1 calc R . . H13C H 0.3580 0.6594 0.3675 0.118 Uiso 1 1 calc R . . C14 C 0.6479(7) 0.7051(4) 0.5511(3) 0.100(3) Uani 1 1 d . A . H14A H 0.6460 0.6852 0.5935 0.150 Uiso 1 1 calc R . . H14B H 0.5936 0.7427 0.5490 0.150 Uiso 1 1 calc R . . H14C H 0.7256 0.7215 0.5420 0.150 Uiso 1 1 calc R . . C15 C 0.9843(4) 0.6046(3) 0.7055(3) 0.0393(13) Uani 1 1 d . A . C16 C 0.9173(5) 0.6486(3) 0.7436(3) 0.0456(15) Uani 1 1 d . . . C17 C 0.9460(6) 0.6556(3) 0.8077(3) 0.0594(17) Uani 1 1 d . A . H17 H 0.9022 0.6858 0.8329 0.071 Uiso 1 1 calc R . . C18 C 1.0356(5) 0.6204(3) 0.8363(3) 0.0529(16) Uani 1 1 d . . . C19 C 1.0978(5) 0.5761(3) 0.7989(3) 0.0545(16) Uani 1 1 d . A . H19 H 1.1591 0.5516 0.8175 0.065 Uiso 1 1 calc R . . C20 C 1.0732(5) 0.5664(3) 0.7344(2) 0.0417(13) Uani 1 1 d . . . C21 C 0.8212(5) 0.6887(3) 0.7150(3) 0.0647(18) Uani 1 1 d . A . H21A H 0.7898 0.7195 0.7468 0.097 Uiso 1 1 calc R . . H21B H 0.7605 0.6582 0.7005 0.097 Uiso 1 1 calc R . . H21C H 0.8504 0.7147 0.6790 0.097 Uiso 1 1 calc R . . C22 C 1.0672(7) 0.6316(4) 0.9062(3) 0.081(2) Uani 1 1 d . A . H22A H 1.0751 0.5880 0.9274 0.122 Uiso 1 1 calc R . . H22B H 1.0066 0.6578 0.9269 0.122 Uiso 1 1 calc R . . H22C H 1.1401 0.6561 0.9088 0.122 Uiso 1 1 calc R . . C23 C 1.1429(5) 0.5166(3) 0.6962(3) 0.0677(18) Uani 1 1 d . A . H23A H 1.1007 0.4741 0.6929 0.102 Uiso 1 1 calc R . . H23B H 1.2167 0.5087 0.7173 0.102 Uiso 1 1 calc R . . H23C H 1.1565 0.5348 0.6538 0.102 Uiso 1 1 calc R . . C24 C 0.9350(6) 0.3253(4) 0.7544(3) 0.068(2) Uani 1 1 d . . . H24A H 0.9255 0.3589 0.7879 0.101 Uiso 1 1 calc R A . H24B H 1.0094 0.3028 0.7593 0.101 Uiso 1 1 calc R . . H24C H 0.8732 0.2920 0.7572 0.101 Uiso 1 1 calc R . . C25 C 0.9301(5) 0.3599(3) 0.6902(3) 0.0497(15) Uani 1 1 d . A . C26 C 1.0295(5) 0.3513(3) 0.6514(3) 0.0540(16) Uani 1 1 d . . . H26 H 1.0946 0.3347 0.6736 0.065 Uiso 1 1 calc R A . C27 C 1.0493(5) 0.3625(3) 0.5874(3) 0.0480(14) Uani 1 1 d . A . C28 C 1.1518(5) 0.3246(3) 0.5578(3) 0.0703(19) Uani 1 1 d . . . H28A H 1.1233 0.2865 0.5329 0.105 Uiso 1 1 calc R A . H28B H 1.2024 0.3081 0.5915 0.105 Uiso 1 1 calc R . . H28C H 1.1948 0.3552 0.5302 0.105 Uiso 1 1 calc R . . C29 C 0.7312(4) 0.3818(3) 0.7058(3) 0.0423(13) Uani 1 1 d . A . C30 C 0.6870(4) 0.4336(3) 0.7452(2) 0.0419(14) Uani 1 1 d . . . C31 C 0.5814(5) 0.4230(3) 0.7751(3) 0.0517(15) Uani 1 1 d . A . H31 H 0.5519 0.4574 0.8018 0.062 Uiso 1 1 calc R . . C32 C 0.5181(5) 0.3649(4) 0.7674(3) 0.0606(18) Uani 1 1 d . . . C33 C 0.5604(6) 0.3151(3) 0.7279(3) 0.0674(19) Uani 1 1 d . A . H33 H 0.5156 0.2759 0.7209 0.081 Uiso 1 1 calc R . . C34 C 0.6679(5) 0.3210(3) 0.6976(3) 0.0575(17) Uani 1 1 d . . . C35 C 0.7534(4) 0.4971(3) 0.7550(2) 0.0534(13) Uani 1 1 d . A . H35A H 0.8346 0.4862 0.7617 0.080 Uiso 1 1 calc R . . H35B H 0.7234 0.5208 0.7921 0.080 Uiso 1 1 calc R . . H35C H 0.7458 0.5258 0.7175 0.080 Uiso 1 1 calc R . . C36 C 0.3988(5) 0.3567(4) 0.7985(4) 0.089(3) Uani 1 1 d . A . H36A H 0.4034 0.3693 0.8432 0.134 Uiso 1 1 calc R . . H36B H 0.3739 0.3098 0.7949 0.134 Uiso 1 1 calc R . . H36C H 0.3433 0.3859 0.7770 0.134 Uiso 1 1 calc R . . C37 C 0.7137(6) 0.2664(3) 0.6540(3) 0.085(2) Uani 1 1 d . A . H37A H 0.7151 0.2832 0.6104 0.127 Uiso 1 1 calc R . . H37B H 0.6639 0.2268 0.6564 0.127 Uiso 1 1 calc R . . H37C H 0.7918 0.2542 0.6669 0.127 Uiso 1 1 calc R . . C38 C 1.0039(4) 0.4020(3) 0.4827(3) 0.0415(14) Uani 1 1 d . A . C39 C 0.9395(5) 0.3575(3) 0.4445(3) 0.0472(15) Uani 1 1 d . . . C40 C 0.9558(6) 0.3587(3) 0.3788(3) 0.0628(18) Uani 1 1 d . A . H40 H 0.9116 0.3292 0.3533 0.075 Uiso 1 1 calc R . . C41 C 1.0343(5) 0.4016(4) 0.3496(3) 0.0576(17) Uani 1 1 d . . . C42 C 1.0942(5) 0.4464(3) 0.3889(3) 0.0550(17) Uani 1 1 d . A . H42 H 1.1459 0.4773 0.3699 0.066 Uiso 1 1 calc R . . C43 C 1.0817(4) 0.4477(3) 0.4542(3) 0.0452(14) Uani 1 1 d . . . C44 C 0.8534(7) 0.3090(3) 0.4748(3) 0.086(2) Uani 1 1 d . A . H44A H 0.7861 0.3044 0.4473 0.128 Uiso 1 1 calc R . . H44B H 0.8294 0.3266 0.5161 0.128 Uiso 1 1 calc R . . H44C H 0.8896 0.2649 0.4805 0.128 Uiso 1 1 calc R . . C45 C 1.0532(7) 0.4001(4) 0.2778(3) 0.082(2) Uani 1 1 d . A . H45A H 1.1251 0.3765 0.2684 0.123 Uiso 1 1 calc R . . H45B H 1.0575 0.4462 0.2616 0.123 Uiso 1 1 calc R . . H45C H 0.9891 0.3766 0.2575 0.123 Uiso 1 1 calc R . . C46 C 1.1552(5) 0.4937(4) 0.4942(2) 0.0664(16) Uani 1 1 d . A . H46A H 1.2341 0.4936 0.4780 0.100 Uiso 1 1 calc R . . H46B H 1.1549 0.4779 0.5381 0.100 Uiso 1 1 calc R . . H46C H 1.1243 0.5395 0.4924 0.100 Uiso 1 1 calc R . . C47 C 0.5363(8) 0.5176(9) 0.6141(8) 0.081(2) Uani 0.50 1 d PD A 1 H47A H 0.5423 0.5651 0.6003 0.097 Uiso 0.50 1 calc PR A 1 H47B H 0.5279 0.5161 0.6607 0.097 Uiso 0.50 1 calc PR A 1 C48 C 0.4373(11) 0.4818(8) 0.5812(7) 0.081(2) Uani 0.50 1 d PD A 1 H48A H 0.3642 0.4909 0.6035 0.097 Uiso 0.50 1 calc PR A 1 H48B H 0.4301 0.4976 0.5370 0.097 Uiso 0.50 1 calc PR A 1 C49 C 0.4638(9) 0.4084(8) 0.5826(7) 0.081(2) Uani 0.50 1 d PD A 1 H49A H 0.4193 0.3830 0.5507 0.097 Uiso 0.50 1 calc PR A 1 H49B H 0.4516 0.3886 0.6251 0.097 Uiso 0.50 1 calc PR A 1 C50 C 0.5927(9) 0.4133(8) 0.5653(8) 0.081(2) Uani 0.50 1 d PD A 1 H50A H 0.6357 0.3749 0.5833 0.097 Uiso 0.50 1 calc PR A 1 H50B H 0.6029 0.4132 0.5188 0.097 Uiso 0.50 1 calc PR A 1 C47' C 0.5698(9) 0.5342(9) 0.6226(8) 0.081(2) Uani 0.50 1 d PD A 2 H47C H 0.5990 0.5781 0.6075 0.097 Uiso 0.50 1 calc PR A 2 H47D H 0.5775 0.5326 0.6693 0.097 Uiso 0.50 1 calc PR A 2 C48' C 0.4428(10) 0.5248(8) 0.6030(8) 0.081(2) Uani 0.50 1 d PD A 2 H48C H 0.3895 0.5454 0.6339 0.097 Uiso 0.50 1 calc PR A 2 H48D H 0.4274 0.5432 0.5603 0.097 Uiso 0.50 1 calc PR A 2 C49' C 0.4356(11) 0.4481(8) 0.6039(8) 0.081(2) Uani 0.50 1 d PD A 2 H49C H 0.3693 0.4316 0.5791 0.097 Uiso 0.50 1 calc PR A 2 H49D H 0.4307 0.4305 0.6477 0.097 Uiso 0.50 1 calc PR A 2 C50' C 0.5521(9) 0.4291(9) 0.5720(8) 0.081(2) Uani 0.50 1 d PD A 2 H50C H 0.5763 0.3833 0.5850 0.097 Uiso 0.50 1 calc PR A 2 H50D H 0.5448 0.4302 0.5253 0.097 Uiso 0.50 1 calc PR A 2 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 Eu1 0.03297(11) 0.02891(12) 0.03905(14) 0.00208(12) -0.00080(11) 0.00027(12) O1 0.0323(16) 0.087(3) 0.052(2) 0.008(2) -0.0030(18) -0.007(2) N1 0.048(3) 0.041(3) 0.039(3) 0.003(2) -0.013(2) -0.002(2) N2 0.040(2) 0.031(2) 0.045(3) -0.002(2) -0.009(2) -0.010(2) N3 0.042(2) 0.039(2) 0.045(3) 0.004(2) 0.009(2) 0.002(2) N4 0.039(2) 0.035(3) 0.055(3) -0.001(2) 0.013(2) 0.003(2) C1 0.080(5) 0.072(5) 0.050(4) 0.022(3) -0.017(4) -0.023(4) C2 0.062(4) 0.038(3) 0.044(3) -0.002(3) -0.003(3) -0.004(3) C3 0.056(3) 0.049(4) 0.045(4) 0.000(3) 0.003(3) -0.015(3) C4 0.039(3) 0.044(3) 0.051(4) 0.000(3) -0.007(3) -0.009(2) C5 0.067(4) 0.074(5) 0.066(4) 0.006(3) -0.012(3) -0.041(4) C6 0.053(3) 0.039(3) 0.036(3) 0.014(3) -0.009(2) -0.001(2) C7 0.048(3) 0.035(3) 0.043(3) 0.000(2) -0.007(3) -0.007(3) C8 0.062(4) 0.043(3) 0.046(3) 0.011(3) -0.010(3) -0.015(3) C9 0.049(3) 0.066(5) 0.058(5) 0.018(3) -0.016(3) -0.010(3) C10 0.075(4) 0.044(4) 0.078(5) 0.008(4) -0.019(4) 0.011(3) C11 0.061(4) 0.040(3) 0.061(4) -0.001(3) -0.017(3) 0.010(3) C12 0.064(3) 0.054(4) 0.048(3) -0.010(3) -0.001(3) -0.008(3) C13 0.062(4) 0.077(5) 0.096(6) 0.026(4) -0.037(4) -0.003(4) C14 0.102(5) 0.083(6) 0.115(6) -0.043(5) -0.059(5) 0.049(5) C15 0.043(3) 0.034(3) 0.041(3) 0.001(3) -0.003(3) -0.009(2) C16 0.049(3) 0.037(3) 0.051(4) -0.003(3) -0.006(3) -0.008(3) C17 0.080(4) 0.048(4) 0.051(4) -0.007(3) 0.011(4) -0.011(4) C18 0.067(4) 0.047(4) 0.045(4) 0.009(3) -0.005(3) -0.026(3) C19 0.047(3) 0.058(4) 0.059(4) 0.012(3) -0.008(3) -0.014(3) C20 0.044(3) 0.042(3) 0.040(3) 0.001(3) -0.007(2) -0.010(3) C21 0.069(4) 0.051(4) 0.074(4) -0.006(4) -0.013(4) 0.011(3) C22 0.115(6) 0.087(5) 0.041(4) 0.008(4) -0.014(5) -0.042(5) C23 0.060(3) 0.067(5) 0.076(4) -0.006(3) -0.010(3) 0.021(4) C24 0.071(4) 0.072(5) 0.060(4) 0.021(4) 0.005(4) 0.022(4) C25 0.053(3) 0.041(4) 0.055(4) 0.013(3) 0.002(3) 0.004(3) C26 0.038(3) 0.058(4) 0.066(4) 0.015(3) -0.003(3) 0.007(3) C27 0.040(3) 0.039(3) 0.064(4) -0.003(3) 0.008(3) 0.007(2) C28 0.061(4) 0.064(4) 0.086(5) 0.015(4) 0.026(4) 0.029(4) C29 0.049(3) 0.028(3) 0.050(3) 0.007(3) 0.009(3) -0.001(2) C30 0.047(3) 0.047(4) 0.032(3) 0.008(3) 0.004(2) -0.001(3) C31 0.062(4) 0.048(4) 0.045(4) 0.000(3) 0.010(3) 0.000(3) C32 0.059(4) 0.067(5) 0.056(4) 0.004(4) 0.018(3) -0.007(4) C33 0.070(4) 0.053(4) 0.079(5) -0.004(4) 0.022(4) -0.025(4) C34 0.065(4) 0.038(3) 0.069(4) -0.007(3) 0.027(3) -0.011(3) C35 0.068(3) 0.040(3) 0.052(3) -0.009(3) 0.009(3) -0.008(4) C36 0.058(4) 0.096(7) 0.114(7) 0.008(5) 0.036(4) -0.018(4) C37 0.095(5) 0.041(4) 0.118(6) -0.023(4) 0.039(5) -0.023(4) C38 0.032(3) 0.036(3) 0.056(4) -0.005(3) 0.007(3) 0.012(2) C39 0.050(3) 0.031(3) 0.061(4) -0.010(3) 0.008(3) 0.003(3) C40 0.064(4) 0.053(4) 0.072(5) -0.018(3) -0.002(3) 0.005(4) C41 0.054(4) 0.061(5) 0.057(4) 0.003(3) 0.007(3) 0.018(3) C42 0.044(3) 0.048(4) 0.073(5) 0.013(3) 0.015(3) 0.007(3) C43 0.036(3) 0.045(4) 0.054(4) 0.007(3) 0.007(3) 0.005(3) C44 0.100(5) 0.065(5) 0.092(5) -0.013(4) 0.029(5) -0.033(5) C45 0.096(5) 0.089(6) 0.061(5) 0.009(4) 0.011(4) 0.040(5) C46 0.051(3) 0.068(4) 0.080(4) 0.003(4) 0.009(3) -0.025(4) C47 0.033(2) 0.134(6) 0.075(4) 0.012(3) 0.000(3) -0.006(4) C48 0.033(2) 0.134(6) 0.075(4) 0.012(3) 0.000(3) -0.006(4) C49 0.033(2) 0.134(6) 0.075(4) 0.012(3) 0.000(3) -0.006(4) C50 0.033(2) 0.134(6) 0.075(4) 0.012(3) 0.000(3) -0.006(4) C47' 0.033(2) 0.134(6) 0.075(4) 0.012(3) 0.000(3) -0.006(4) C48' 0.033(2) 0.134(6) 0.075(4) 0.012(3) 0.000(3) -0.006(4) C49' 0.033(2) 0.134(6) 0.075(4) 0.012(3) 0.000(3) -0.006(4) C50' 0.033(2) 0.134(6) 0.075(4) 0.012(3) 0.000(3) -0.006(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 N4 2.528(4) . ? Eu1 N2 2.534(4) . ? Eu1 O1 2.542(3) . ? Eu1 N1 2.542(4) . ? Eu1 N3 2.563(4) . ? O1 C50' 1.429(13) . ? O1 C47 1.440(13) . ? O1 C47' 1.465(14) . ? O1 C50 1.488(14) . ? N1 C2 1.331(7) . ? N1 C6 1.430(6) . ? N2 C4 1.335(7) . ? N2 C15 1.413(6) . ? N3 C25 1.325(7) . ? N3 C29 1.428(6) . ? N4 C27 1.339(7) . ? N4 C38 1.422(7) . ? C1 C2 1.523(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 C3 1.402(7) . ? C3 C4 1.392(9) . ? C3 H3 0.9400 . ? C4 C5 1.538(7) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C5 H5C 0.9700 . ? C6 C11 1.390(7) . ? C6 C7 1.393(7) . ? C7 C8 1.429(7) . ? C7 C12 1.471(8) . ? C8 C9 1.381(8) . ? C8 H8 0.9400 . ? C9 C10 1.381(9) . ? C9 C13 1.521(7) . ? C10 C11 1.384(7) . ? C10 H10 0.9400 . ? C11 C14 1.516(8) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C15 C20 1.407(7) . ? C15 C16 1.407(8) . ? C16 C17 1.388(8) . ? C16 C21 1.487(8) . ? C17 C18 1.380(8) . ? C17 H17 0.9400 . ? C18 C19 1.372(8) . ? C18 C22 1.522(8) . ? C19 C20 1.392(7) . ? C19 H19 0.9400 . ? C20 C23 1.498(7) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 C25 1.506(8) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? C25 C26 1.414(8) . ? C26 C27 1.375(9) . ? C26 H26 0.9400 . ? C27 C28 1.528(7) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 H28C 0.9700 . ? C29 C30 1.406(7) . ? C29 C34 1.412(7) . ? C30 C31 1.384(7) . ? C30 C35 1.479(8) . ? C31 C32 1.366(8) . ? C31 H31 0.9400 . ? C32 C33 1.372(9) . ? C32 C36 1.529(8) . ? C33 C34 1.395(8) . ? C33 H33 0.9400 . ? C34 C37 1.506(8) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C35 H35C 0.9700 . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C36 H36C 0.9700 . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C37 H37C 0.9700 . ? C38 C39 1.399(8) . ? C38 C43 1.403(7) . ? C39 C40 1.387(8) . ? C39 C44 1.515(8) . ? C40 C41 1.381(9) . ? C40 H40 0.9400 . ? C41 C42 1.389(8) . ? C41 C45 1.517(8) . ? C42 C43 1.372(8) . ? C42 H42 0.9400 . ? C43 C46 1.496(7) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C44 H44C 0.9700 . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C45 H45C 0.9700 . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C46 H46C 0.9700 . ? C47 C48 1.507(14) . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C48 C49 1.476(15) . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C49 C50 1.533(12) . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C47' C48' 1.532(13) . ? C47' H47C 0.9800 . ? C47' H47D 0.9800 . ? C48' C49' 1.511(15) . ? C48' H48C 0.9800 . ? C48' H48D 0.9800 . ? C49' C50' 1.545(14) . ? C49' H49C 0.9800 . ? C49' H49D 0.9800 . ? C50' H50C 0.9800 . ? C50' H50D 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Eu1 N2 115.00(14) . . ? N4 Eu1 O1 120.31(13) . . ? N2 Eu1 O1 124.68(13) . . ? N4 Eu1 N1 118.11(14) . . ? N2 Eu1 N1 75.44(13) . . ? O1 Eu1 N1 79.68(12) . . ? N4 Eu1 N3 73.95(14) . . ? N2 Eu1 N3 115.33(14) . . ? O1 Eu1 N3 80.46(12) . . ? N1 Eu1 N3 160.08(13) . . ? C50' O1 C47 86.3(7) . . ? C50' O1 C47' 107.5(7) . . ? C47 O1 C47' 21.2(7) . . ? C50' O1 C50 22.8(7) . . ? C47 O1 C50 109.0(7) . . ? C47' O1 C50 130.1(7) . . ? C50' O1 Eu1 138.3(6) . . ? C47 O1 Eu1 135.5(6) . . ? C47' O1 Eu1 114.3(5) . . ? C50 O1 Eu1 115.5(5) . . ? C2 N1 C6 116.3(4) . . ? C2 N1 Eu1 115.3(3) . . ? C6 N1 Eu1 125.8(3) . . ? C4 N2 C15 118.2(4) . . ? C4 N2 Eu1 116.0(4) . . ? C15 N2 Eu1 123.6(3) . . ? C25 N3 C29 117.5(4) . . ? C25 N3 Eu1 120.2(3) . . ? C29 N3 Eu1 120.1(3) . . ? C27 N4 C38 119.2(5) . . ? C27 N4 Eu1 122.4(4) . . ? C38 N4 Eu1 117.7(3) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 124.3(5) . . ? N1 C2 C1 120.2(5) . . ? C3 C2 C1 115.4(5) . . ? C4 C3 C2 132.0(5) . . ? C4 C3 H3 114.0 . . ? C2 C3 H3 114.0 . . ? N2 C4 C3 125.3(5) . . ? N2 C4 C5 119.4(6) . . ? C3 C4 C5 115.3(5) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C11 C6 C7 121.4(5) . . ? C11 C6 N1 119.3(5) . . ? C7 C6 N1 119.2(5) . . ? C6 C7 C8 117.5(5) . . ? C6 C7 C12 122.7(5) . . ? C8 C7 C12 119.7(5) . . ? C9 C8 C7 121.7(5) . . ? C9 C8 H8 119.2 . . ? C7 C8 H8 119.2 . . ? C10 C9 C8 118.0(5) . . ? C10 C9 C13 121.2(6) . . ? C8 C9 C13 120.9(6) . . ? C9 C10 C11 122.8(6) . . ? C9 C10 H10 118.6 . . ? C11 C10 H10 118.6 . . ? C10 C11 C6 118.6(6) . . ? C10 C11 C14 120.1(6) . . ? C6 C11 C14 121.2(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 . . ? 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 . . ? C20 C15 C16 119.0(5) . . ? C20 C15 N2 121.3(5) . . ? C16 C15 N2 119.7(5) . . ? C17 C16 C15 118.6(6) . . ? C17 C16 C21 120.9(6) . . ? C15 C16 C21 120.5(5) . . ? C18 C17 C16 123.1(6) . . ? C18 C17 H17 118.4 . . ? C16 C17 H17 118.4 . . ? C19 C18 C17 117.6(5) . . ? C19 C18 C22 120.9(6) . . ? C17 C18 C22 121.5(6) . . ? C18 C19 C20 122.2(6) . . ? C18 C19 H19 118.9 . . ? C20 C19 H19 118.9 . . ? C19 C20 C15 119.5(5) . . ? C19 C20 C23 119.8(5) . . ? C15 C20 C23 120.7(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 . . ? C18 C22 H22A 109.5 . . ? C18 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C18 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 H24A 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C25 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N3 C25 C26 123.0(5) . . ? N3 C25 C24 121.6(5) . . ? C26 C25 C24 115.3(5) . . ? C27 C26 C25 132.4(5) . . ? C27 C26 H26 113.8 . . ? C25 C26 H26 113.8 . . ? N4 C27 C26 125.0(5) . . ? N4 C27 C28 118.6(6) . . ? C26 C27 C28 116.4(5) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C30 C29 C34 119.9(5) . . ? C30 C29 N3 120.1(5) . . ? C34 C29 N3 119.9(5) . . ? C31 C30 C29 118.3(6) . . ? C31 C30 C35 121.3(5) . . ? C29 C30 C35 120.4(5) . . ? C32 C31 C30 122.8(6) . . ? C32 C31 H31 118.6 . . ? C30 C31 H31 118.6 . . ? C31 C32 C33 118.7(6) . . ? C31 C32 C36 121.2(6) . . ? C33 C32 C36 120.0(6) . . ? C32 C33 C34 121.9(6) . . ? C32 C33 H33 119.1 . . ? C34 C33 H33 119.1 . . ? C33 C34 C29 118.4(5) . . ? C33 C34 C37 121.8(6) . . ? C29 C34 C37 119.7(5) . . ? 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 . . ? C32 C36 H36A 109.5 . . ? C32 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C32 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C39 C38 C43 119.8(5) . . ? C39 C38 N4 119.4(5) . . ? C43 C38 N4 120.7(5) . . ? C40 C39 C38 118.9(6) . . ? C40 C39 C44 120.9(6) . . ? C38 C39 C44 120.2(5) . . ? C41 C40 C39 122.6(6) . . ? C41 C40 H40 118.7 . . ? C39 C40 H40 118.7 . . ? C40 C41 C42 116.7(6) . . ? C40 C41 C45 121.4(7) . . ? C42 C41 C45 121.9(7) . . ? C43 C42 C41 123.3(6) . . ? C43 C42 H42 118.3 . . ? C41 C42 H42 118.3 . . ? C42 C43 C38 118.6(6) . . ? C42 C43 C46 120.6(5) . . ? C38 C43 C46 120.8(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 . . ? C41 C45 H45A 109.5 . . ? C41 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C41 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C43 C46 H46A 109.5 . . ? C43 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C43 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? O1 C47 C48 101.9(11) . . ? O1 C47 H47A 111.4 . . ? C48 C47 H47A 111.4 . . ? O1 C47 H47B 111.4 . . ? C48 C47 H47B 111.4 . . ? H47A C47 H47B 109.3 . . ? C49 C48 C47 107.0(12) . . ? C49 C48 H48A 110.3 . . ? C47 C48 H48A 110.3 . . ? C49 C48 H48B 110.3 . . ? C47 C48 H48B 110.3 . . ? H48A C48 H48B 108.6 . . ? C48 C49 C50 97.7(12) . . ? C48 C49 H49A 112.2 . . ? C50 C49 H49A 112.2 . . ? C48 C49 H49B 112.2 . . ? C50 C49 H49B 112.2 . . ? H49A C49 H49B 109.8 . . ? O1 C50 C49 106.1(10) . . ? O1 C50 H50A 110.5 . . ? C49 C50 H50A 110.5 . . ? O1 C50 H50B 110.5 . . ? C49 C50 H50B 110.5 . . ? H50A C50 H50B 108.7 . . ? O1 C47' C48' 106.5(11) . . ? O1 C47' H47C 110.4 . . ? C48' C47' H47C 110.4 . . ? O1 C47' H47D 110.4 . . ? C48' C47' H47D 110.4 . . ? H47C C47' H47D 108.6 . . ? C49' C48' C47' 99.8(12) . . ? C49' C48' H48C 111.8 . . ? C47' C48' H48C 111.8 . . ? C49' C48' H48D 111.8 . . ? C47' C48' H48D 111.8 . . ? H48C C48' H48D 109.5 . . ? C48' C49' C50' 100.9(12) . . ? C48' C49' H49C 111.6 . . ? C50' C49' H49C 111.6 . . ? C48' C49' H49D 111.6 . . ? C50' C49' H49D 111.6 . . ? H49C C49' H49D 109.4 . . ? O1 C50' C49' 106.2(11) . . ? O1 C50' H50C 110.5 . . ? C49' C50' H50C 110.5 . . ? O1 C50' H50D 110.5 . . ? C49' C50' H50D 110.5 . . ? H50C C50' H50D 108.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N4 Eu1 O1 C50' -0.9(11) . . . . ? N2 Eu1 O1 C50' 179.8(11) . . . . ? N1 Eu1 O1 C50' 115.7(11) . . . . ? N3 Eu1 O1 C50' -65.9(11) . . . . ? N4 Eu1 O1 C47 179.2(11) . . . . ? N2 Eu1 O1 C47 -0.1(11) . . . . ? N1 Eu1 O1 C47 -64.2(11) . . . . ? N3 Eu1 O1 C47 114.2(11) . . . . ? N4 Eu1 O1 C47' 177.9(8) . . . . ? N2 Eu1 O1 C47' -1.3(8) . . . . ? N1 Eu1 O1 C47' -65.5(8) . . . . ? N3 Eu1 O1 C47' 112.9(8) . . . . ? N4 Eu1 O1 C50 0.5(8) . . . . ? N2 Eu1 O1 C50 -178.7(8) . . . . ? N1 Eu1 O1 C50 117.2(8) . . . . ? N3 Eu1 O1 C50 -64.4(8) . . . . ? N4 Eu1 N1 C2 -61.0(4) . . . . ? N2 Eu1 N1 C2 49.9(4) . . . . ? O1 Eu1 N1 C2 180.0(4) . . . . ? N3 Eu1 N1 C2 175.4(4) . . . . ? N4 Eu1 N1 C6 100.2(4) . . . . ? N2 Eu1 N1 C6 -148.9(4) . . . . ? O1 Eu1 N1 C6 -18.8(4) . . . . ? N3 Eu1 N1 C6 -23.4(7) . . . . ? N4 Eu1 N2 C4 67.6(4) . . . . ? O1 Eu1 N2 C4 -113.1(3) . . . . ? N1 Eu1 N2 C4 -47.0(3) . . . . ? N3 Eu1 N2 C4 150.9(3) . . . . ? N4 Eu1 N2 C15 -95.3(4) . . . . ? O1 Eu1 N2 C15 84.0(4) . . . . ? N1 Eu1 N2 C15 150.1(4) . . . . ? N3 Eu1 N2 C15 -12.0(4) . . . . ? N4 Eu1 N3 C25 45.6(4) . . . . ? N2 Eu1 N3 C25 -64.9(4) . . . . ? O1 Eu1 N3 C25 171.1(4) . . . . ? N1 Eu1 N3 C25 175.8(4) . . . . ? N4 Eu1 N3 C29 -151.6(4) . . . . ? N2 Eu1 N3 C29 97.9(4) . . . . ? O1 Eu1 N3 C29 -26.1(4) . . . . ? N1 Eu1 N3 C29 -21.4(6) . . . . ? N2 Eu1 N4 C27 72.3(4) . . . . ? O1 Eu1 N4 C27 -107.0(4) . . . . ? N1 Eu1 N4 C27 158.5(4) . . . . ? N3 Eu1 N4 C27 -38.6(4) . . . . ? N2 Eu1 N4 C38 -98.0(4) . . . . ? O1 Eu1 N4 C38 82.7(4) . . . . ? N1 Eu1 N4 C38 -11.7(4) . . . . ? N3 Eu1 N4 C38 151.1(4) . . . . ? C6 N1 C2 C3 164.9(5) . . . . ? Eu1 N1 C2 C3 -32.0(7) . . . . ? C6 N1 C2 C1 -13.0(8) . . . . ? Eu1 N1 C2 C1 150.0(4) . . . . ? N1 C2 C3 C4 -17.8(11) . . . . ? C1 C2 C3 C4 160.2(7) . . . . ? C15 N2 C4 C3 -170.0(5) . . . . ? Eu1 N2 C4 C3 26.2(7) . . . . ? C15 N2 C4 C5 8.6(8) . . . . ? Eu1 N2 C4 C5 -155.2(4) . . . . ? C2 C3 C4 N2 21.7(11) . . . . ? C2 C3 C4 C5 -156.9(6) . . . . ? C2 N1 C6 C11 -81.3(7) . . . . ? Eu1 N1 C6 C11 117.6(5) . . . . ? C2 N1 C6 C7 101.5(6) . . . . ? Eu1 N1 C6 C7 -59.6(6) . . . . ? C11 C6 C7 C8 2.0(8) . . . . ? N1 C6 C7 C8 179.1(4) . . . . ? C11 C6 C7 C12 179.4(5) . . . . ? N1 C6 C7 C12 -3.4(8) . . . . ? C6 C7 C8 C9 -0.8(8) . . . . ? C12 C7 C8 C9 -178.3(5) . . . . ? C7 C8 C9 C10 -0.9(9) . . . . ? C7 C8 C9 C13 178.8(5) . . . . ? C8 C9 C10 C11 1.5(10) . . . . ? C13 C9 C10 C11 -178.2(6) . . . . ? C9 C10 C11 C6 -0.3(10) . . . . ? C9 C10 C11 C14 -179.7(7) . . . . ? C7 C6 C11 C10 -1.5(9) . . . . ? N1 C6 C11 C10 -178.6(5) . . . . ? C7 C6 C11 C14 177.9(6) . . . . ? N1 C6 C11 C14 0.8(9) . . . . ? C4 N2 C15 C20 -89.6(6) . . . . ? Eu1 N2 C15 C20 72.9(6) . . . . ? C4 N2 C15 C16 93.8(6) . . . . ? Eu1 N2 C15 C16 -103.7(5) . . . . ? C20 C15 C16 C17 3.7(8) . . . . ? N2 C15 C16 C17 -179.6(5) . . . . ? C20 C15 C16 C21 -178.9(5) . . . . ? N2 C15 C16 C21 -2.1(8) . . . . ? C15 C16 C17 C18 -1.4(9) . . . . ? C21 C16 C17 C18 -178.9(6) . . . . ? C16 C17 C18 C19 -0.6(9) . . . . ? C16 C17 C18 C22 177.6(5) . . . . ? C17 C18 C19 C20 0.2(9) . . . . ? C22 C18 C19 C20 -178.0(5) . . . . ? C18 C19 C20 C15 2.1(8) . . . . ? C18 C19 C20 C23 -179.1(5) . . . . ? C16 C15 C20 C19 -4.1(8) . . . . ? N2 C15 C20 C19 179.3(5) . . . . ? C16 C15 C20 C23 177.2(5) . . . . ? N2 C15 C20 C23 0.6(8) . . . . ? C29 N3 C25 C26 162.8(5) . . . . ? Eu1 N3 C25 C26 -34.0(8) . . . . ? C29 N3 C25 C24 -13.0(8) . . . . ? Eu1 N3 C25 C24 150.3(5) . . . . ? N3 C25 C26 C27 -10.9(11) . . . . ? C24 C25 C26 C27 165.1(7) . . . . ? C38 N4 C27 C26 -170.5(5) . . . . ? Eu1 N4 C27 C26 19.4(8) . . . . ? C38 N4 C27 C28 8.6(8) . . . . ? Eu1 N4 C27 C28 -161.5(4) . . . . ? C25 C26 C27 N4 20.1(11) . . . . ? C25 C26 C27 C28 -159.0(7) . . . . ? C25 N3 C29 C30 107.8(6) . . . . ? Eu1 N3 C29 C30 -55.5(6) . . . . ? C25 N3 C29 C34 -76.6(7) . . . . ? Eu1 N3 C29 C34 120.2(5) . . . . ? C34 C29 C30 C31 0.0(8) . . . . ? N3 C29 C30 C31 175.6(5) . . . . ? C34 C29 C30 C35 179.1(5) . . . . ? N3 C29 C30 C35 -5.3(8) . . . . ? C29 C30 C31 C32 -0.6(9) . . . . ? C35 C30 C31 C32 -179.6(6) . . . . ? C30 C31 C32 C33 -0.8(10) . . . . ? C30 C31 C32 C36 -176.8(6) . . . . ? C31 C32 C33 C34 2.8(11) . . . . ? C36 C32 C33 C34 178.8(7) . . . . ? C32 C33 C34 C29 -3.3(10) . . . . ? C32 C33 C34 C37 -179.6(7) . . . . ? C30 C29 C34 C33 1.8(9) . . . . ? N3 C29 C34 C33 -173.8(6) . . . . ? C30 C29 C34 C37 178.2(6) . . . . ? N3 C29 C34 C37 2.6(9) . . . . ? C27 N4 C38 C39 91.2(6) . . . . ? Eu1 N4 C38 C39 -98.2(5) . . . . ? C27 N4 C38 C43 -92.0(6) . . . . ? Eu1 N4 C38 C43 78.5(5) . . . . ? C43 C38 C39 C40 1.1(8) . . . . ? N4 C38 C39 C40 177.9(5) . . . . ? C43 C38 C39 C44 -178.7(6) . . . . ? N4 C38 C39 C44 -2.0(8) . . . . ? C38 C39 C40 C41 0.9(10) . . . . ? C44 C39 C40 C41 -179.3(6) . . . . ? C39 C40 C41 C42 -2.6(10) . . . . ? C39 C40 C41 C45 177.8(6) . . . . ? C40 C41 C42 C43 2.4(9) . . . . ? C45 C41 C42 C43 -178.0(6) . . . . ? C41 C42 C43 C38 -0.5(9) . . . . ? C41 C42 C43 C46 175.5(6) . . . . ? C39 C38 C43 C42 -1.3(8) . . . . ? N4 C38 C43 C42 -178.0(5) . . . . ? C39 C38 C43 C46 -177.3(5) . . . . ? N4 C38 C43 C46 5.9(8) . . . . ? C50' O1 C47 C48 -13.6(13) . . . . ? C47' O1 C47 C48 170(4) . . . . ? C50 O1 C47 C48 -15.0(14) . . . . ? Eu1 O1 C47 C48 166.3(7) . . . . ? O1 C47 C48 C49 37.7(16) . . . . ? C47 C48 C49 C50 -42.9(16) . . . . ? C50' O1 C50 C49 -15(2) . . . . ? C47 O1 C50 C49 -11.1(14) . . . . ? C47' O1 C50 C49 -9(2) . . . . ? Eu1 O1 C50 C49 167.9(8) . . . . ? C48 C49 C50 O1 32.3(14) . . . . ? C50' O1 C47' C48' -14.3(15) . . . . ? C47 O1 C47' C48' -11(3) . . . . ? C50 O1 C47' C48' -17(2) . . . . ? Eu1 O1 C47' C48' 166.5(8) . . . . ? O1 C47' C48' C49' 36.1(16) . . . . ? C47' C48' C49' C50' -42.2(16) . . . . ? C47 O1 C50' C49' -14.5(14) . . . . ? C47' O1 C50' C49' -13.3(15) . . . . ? C50 O1 C50' C49' 162(4) . . . . ? Eu1 O1 C50' C49' 165.6(7) . . . . ? C48' C49' C50' O1 35.9(16) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.575 _refine_diff_density_min -0.669 _refine_diff_density_rms 0.069 #====================================================end data_complex2 _database_code_depnum_ccdc_archive 'CCDC 843448' #TrackingRef 'sxd 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C58 H82 Eu N4, C7 H8' _chemical_formula_sum 'C65 H90 Eu N4' _chemical_formula_weight 1079.37 _chemical_absolute_configuration ad loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 12.4327(8) _cell_length_b 19.2691(12) _cell_length_c 24.7480(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5928.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 19681 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.209 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2284 _exptl_absorpt_coefficient_mu 1.099 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.379 _exptl_absorpt_correction_T_max 0.583 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20443 _diffrn_reflns_av_R_equivalents 0.0466 _diffrn_reflns_av_sigmaI/netI 0.0773 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 25.50 _reflns_number_total 10494 _reflns_number_gt 9901 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0286P)^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 cosntr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.009(12) _refine_ls_number_reflns 10494 _refine_ls_number_parameters 608 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0508 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.0927 _refine_ls_wR_factor_gt 0.0888 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.099 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.837444(19) 0.979992(12) 0.684510(10) 0.03018(8) Uani 1 1 d . . . N1 N 0.7812(3) 1.0925(2) 0.64332(19) 0.0306(10) Uani 1 1 d . . . N2 N 1.0151(3) 1.03759(19) 0.65998(16) 0.0301(10) Uani 1 1 d . . . N3 N 0.7908(4) 0.8597(2) 0.65489(17) 0.0326(11) Uani 1 1 d . . . N4 N 0.7479(3) 0.9298(2) 0.76883(18) 0.0335(10) Uani 1 1 d . . . C1 C 0.7547(5) 1.2014(3) 0.6939(3) 0.0546(17) Uani 1 1 d . . . H1A H 0.6866 1.1871 0.7095 0.082 Uiso 1 1 calc R . . H1B H 0.7415 1.2294 0.6620 0.082 Uiso 1 1 calc R . . H1C H 0.7947 1.2284 0.7201 0.082 Uiso 1 1 calc R . . C2 C 0.8195(4) 1.1373(2) 0.6783(2) 0.0372(13) Uani 1 1 d . . . C3 C 0.9209(4) 1.1312(3) 0.7041(2) 0.0405(14) Uani 1 1 d . . . H3 H 0.9265 1.1571 0.7362 0.049 Uiso 1 1 calc R . . C4 C 1.0150(4) 1.0939(3) 0.6911(2) 0.0361(12) Uani 1 1 d . . . C5 C 1.1174(5) 1.1215(3) 0.7157(3) 0.0503(17) Uani 1 1 d . . . H5A H 1.1783 1.0956 0.7018 0.075 Uiso 1 1 calc R . . H5B H 1.1144 1.1166 0.7547 0.075 Uiso 1 1 calc R . . H5C H 1.1255 1.1702 0.7064 0.075 Uiso 1 1 calc R . . C6 C 0.6845(4) 1.1116(2) 0.6146(2) 0.0338(13) Uani 1 1 d . . . C7 C 0.5822(4) 1.0943(3) 0.6354(2) 0.0329(13) Uani 1 1 d . . . C8 C 0.4929(5) 1.1153(3) 0.6078(2) 0.0439(15) Uani 1 1 d . . . H8 H 0.4247 1.1034 0.6214 0.053 Uiso 1 1 calc R . . C9 C 0.4992(5) 1.1533(3) 0.5606(3) 0.0501(16) Uani 1 1 d . . . H9 H 0.4365 1.1690 0.5432 0.060 Uiso 1 1 calc R . . C10 C 0.5996(5) 1.1678(3) 0.5395(3) 0.0508(16) Uani 1 1 d . . . H10 H 0.6048 1.1921 0.5067 0.061 Uiso 1 1 calc R . . C11 C 0.6930(5) 1.1473(3) 0.5658(2) 0.0409(15) Uani 1 1 d . . . C12 C 0.5718(4) 1.0479(2) 0.6844(3) 0.0373(12) Uani 1 1 d . . . H12 H 0.6377 1.0540 0.7063 0.045 Uiso 1 1 calc R . . C13 C 0.5678(5) 0.9711(3) 0.6665(3) 0.0497(16) Uani 1 1 d . . . H13A H 0.6288 0.9612 0.6433 0.075 Uiso 1 1 calc R . . H13B H 0.5016 0.9625 0.6468 0.075 Uiso 1 1 calc R . . H13C H 0.5705 0.9413 0.6981 0.075 Uiso 1 1 calc R . . C14 C 0.4758(6) 1.0642(4) 0.7209(3) 0.074(2) Uani 1 1 d . . . H14A H 0.4095 1.0571 0.7010 0.111 Uiso 1 1 calc R . . H14B H 0.4799 1.1121 0.7328 0.111 Uiso 1 1 calc R . . H14C H 0.4771 1.0337 0.7521 0.111 Uiso 1 1 calc R . . C15 C 0.8019(5) 1.1619(3) 0.5396(3) 0.0518(18) Uani 1 1 d . . . H15 H 0.8545 1.1299 0.5564 0.062 Uiso 1 1 calc R . . C16 C 0.8023(6) 1.1472(4) 0.4795(3) 0.068(2) Uani 1 1 d . . . H16A H 0.8753 1.1500 0.4659 0.102 Uiso 1 1 calc R . . H16B H 0.7578 1.1811 0.4611 0.102 Uiso 1 1 calc R . . H16C H 0.7740 1.1010 0.4730 0.102 Uiso 1 1 calc R . . C17 C 0.8397(7) 1.2352(3) 0.5515(3) 0.075(2) Uani 1 1 d . . . H17A H 0.8483 1.2411 0.5901 0.112 Uiso 1 1 calc R . . H17B H 0.7870 1.2681 0.5381 0.112 Uiso 1 1 calc R . . H17C H 0.9081 1.2433 0.5337 0.112 Uiso 1 1 calc R . . C18 C 1.1153(4) 1.0151(3) 0.6366(2) 0.0359(12) Uani 1 1 d . . . C19 C 1.1576(5) 1.0502(3) 0.5914(2) 0.0359(12) Uani 1 1 d . . . C20 C 1.2497(4) 1.0252(3) 0.5675(2) 0.0494(15) Uani 1 1 d . . . H20 H 1.2786 1.0487 0.5375 0.059 Uiso 1 1 calc R . . C21 C 1.3004(5) 0.9668(3) 0.5862(3) 0.0545(17) Uani 1 1 d . . . H21 H 1.3641 0.9513 0.5697 0.065 Uiso 1 1 calc R . . C22 C 1.2584(5) 0.9314(3) 0.6287(3) 0.0572(18) Uani 1 1 d . . . H22 H 1.2919 0.8904 0.6404 0.069 Uiso 1 1 calc R . . C23 C 1.1671(5) 0.9547(3) 0.6550(2) 0.0462(14) Uani 1 1 d . . . C24 C 1.1048(5) 1.1157(3) 0.5689(2) 0.0430(14) Uani 1 1 d . . . H24 H 1.0320 1.1193 0.5848 0.052 Uiso 1 1 calc R . . C25 C 1.0927(6) 1.1132(4) 0.5076(3) 0.066(2) Uani 1 1 d . . . H25A H 1.0535 1.0717 0.4975 0.100 Uiso 1 1 calc R . . H25B H 1.1634 1.1124 0.4910 0.100 Uiso 1 1 calc R . . H25C H 1.0537 1.1538 0.4954 0.100 Uiso 1 1 calc R . . C26 C 1.1668(7) 1.1804(3) 0.5843(3) 0.0670(19) Uani 1 1 d . . . H26A H 1.2376 1.1790 0.5679 0.101 Uiso 1 1 calc R . . H26B H 1.1741 1.1826 0.6233 0.101 Uiso 1 1 calc R . . H26C H 1.1284 1.2211 0.5717 0.101 Uiso 1 1 calc R . . C27 C 1.1203(7) 0.9126(4) 0.7016(4) 0.0831(15) Uani 1 1 d . . . H27 H 1.0410 0.9136 0.6979 0.100 Uiso 1 1 calc R . . C28 C 1.1555(6) 0.8360(3) 0.7006(3) 0.0831(15) Uani 1 1 d . . . H28A H 1.1195 0.8110 0.7293 0.125 Uiso 1 1 calc R . . H28B H 1.2327 0.8332 0.7057 0.125 Uiso 1 1 calc R . . H28C H 1.1365 0.8157 0.6660 0.125 Uiso 1 1 calc R . . C29 C 1.1476(7) 0.9442(4) 0.7551(3) 0.0831(15) Uani 1 1 d . . . H29A H 1.1132 0.9892 0.7582 0.125 Uiso 1 1 calc R . . H29B H 1.2249 0.9498 0.7579 0.125 Uiso 1 1 calc R . . H29C H 1.1224 0.9142 0.7839 0.125 Uiso 1 1 calc R . . C30 C 0.9083(5) 0.7571(3) 0.6662(3) 0.0532(17) Uani 1 1 d . . . H30A H 0.9534 0.7691 0.6356 0.080 Uiso 1 1 calc R . . H30B H 0.8554 0.7229 0.6551 0.080 Uiso 1 1 calc R . . H30C H 0.9526 0.7379 0.6948 0.080 Uiso 1 1 calc R . . C31 C 0.8512(4) 0.8218(2) 0.6867(2) 0.0377(12) Uani 1 1 d . . . C32 C 0.8735(5) 0.8386(3) 0.7417(2) 0.0412(15) Uani 1 1 d . . . H32 H 0.9380 0.8193 0.7547 0.049 Uiso 1 1 calc R . . C33 C 0.8170(5) 0.8789(3) 0.7807(2) 0.0371(13) Uani 1 1 d . . . C34 C 0.8398(6) 0.8608(3) 0.8394(2) 0.0546(16) Uani 1 1 d . . . H34A H 0.8030 0.8935 0.8628 0.082 Uiso 1 1 calc R . . H34B H 0.9166 0.8632 0.8460 0.082 Uiso 1 1 calc R . . H34C H 0.8143 0.8142 0.8468 0.082 Uiso 1 1 calc R . . C35 C 0.7669(5) 0.8302(3) 0.6023(2) 0.0402(14) Uani 1 1 d . . . C36 C 0.8332(6) 0.8460(2) 0.5585(2) 0.0383(12) Uani 1 1 d . . . C37 C 0.8153(6) 0.8160(3) 0.5081(3) 0.064(2) Uani 1 1 d . . . H37 H 0.8602 0.8264 0.4787 0.077 Uiso 1 1 calc R . . C38 C 0.7293(7) 0.7700(4) 0.5022(3) 0.079(2) Uani 1 1 d . . . H38 H 0.7181 0.7473 0.4690 0.095 Uiso 1 1 calc R . . C39 C 0.6602(7) 0.7577(3) 0.5455(3) 0.076(2) Uani 1 1 d . . . H39 H 0.6003 0.7286 0.5404 0.091 Uiso 1 1 calc R . . C40 C 0.6777(6) 0.7875(3) 0.5963(2) 0.0503(16) Uani 1 1 d . . . C41 C 0.9222(4) 0.8994(3) 0.5631(2) 0.0368(13) Uani 1 1 d . . . H41 H 0.9424 0.9024 0.6017 0.044 Uiso 1 1 calc R . . C42 C 0.8801(5) 0.9703(3) 0.5464(3) 0.0500(15) Uani 1 1 d . . . H42A H 0.8663 0.9705 0.5078 0.075 Uiso 1 1 calc R . . H42B H 0.9333 1.0054 0.5550 0.075 Uiso 1 1 calc R . . H42C H 0.8140 0.9802 0.5657 0.075 Uiso 1 1 calc R . . C43 C 1.0251(5) 0.8827(3) 0.5312(3) 0.0533(17) Uani 1 1 d . . . H43A H 1.0086 0.8811 0.4929 0.080 Uiso 1 1 calc R . . H43B H 1.0531 0.8381 0.5426 0.080 Uiso 1 1 calc R . . H43C H 1.0785 0.9184 0.5378 0.080 Uiso 1 1 calc R . . C44 C 0.5995(6) 0.7734(4) 0.6415(3) 0.0798(13) Uani 1 1 d . . . H44 H 0.6146 0.8075 0.6704 0.096 Uiso 1 1 calc R . . C45 C 0.4813(6) 0.7843(4) 0.6240(3) 0.0798(13) Uani 1 1 d . . . H45A H 0.4354 0.7843 0.6557 0.120 Uiso 1 1 calc R . . H45B H 0.4598 0.7470 0.6000 0.120 Uiso 1 1 calc R . . H45C H 0.4747 0.8283 0.6053 0.120 Uiso 1 1 calc R . . C46 C 0.6125(6) 0.7025(4) 0.6658(3) 0.0798(13) Uani 1 1 d . . . H46A H 0.6816 0.6996 0.6840 0.120 Uiso 1 1 calc R . . H46B H 0.6091 0.6678 0.6375 0.120 Uiso 1 1 calc R . . H46C H 0.5554 0.6944 0.6917 0.120 Uiso 1 1 calc R . . C47 C 0.6752(4) 0.9527(2) 0.8094(2) 0.0367(12) Uani 1 1 d . . . C48 C 0.5868(5) 0.9114(3) 0.8233(2) 0.0421(14) Uani 1 1 d . . . C49 C 0.5169(5) 0.9350(3) 0.8639(3) 0.0554(17) Uani 1 1 d . . . H49 H 0.4597 0.9064 0.8750 0.066 Uiso 1 1 calc R . . C50 C 0.5298(5) 0.9996(3) 0.8882(3) 0.0578(19) Uani 1 1 d . . . H50 H 0.4807 1.0157 0.9143 0.069 Uiso 1 1 calc R . . C51 C 0.6167(5) 1.0393(3) 0.8730(3) 0.0572(18) Uani 1 1 d . . . H51 H 0.6267 1.0826 0.8899 0.069 Uiso 1 1 calc R . . C52 C 0.6905(4) 1.0187(3) 0.8340(2) 0.0421(13) Uani 1 1 d . . . C53 C 0.5633(5) 0.8425(3) 0.7969(3) 0.0537(17) Uani 1 1 d . . . H53 H 0.6166 0.8354 0.7677 0.064 Uiso 1 1 calc R . . C54 C 0.4501(6) 0.8415(4) 0.7713(3) 0.074(2) Uani 1 1 d . . . H54A H 0.4440 0.8789 0.7453 0.111 Uiso 1 1 calc R . . H54B H 0.3963 0.8473 0.7994 0.111 Uiso 1 1 calc R . . H54C H 0.4388 0.7974 0.7532 0.111 Uiso 1 1 calc R . . C55 C 0.5726(7) 0.7816(4) 0.8364(4) 0.092(3) Uani 1 1 d . . . H55A H 0.5243 0.7890 0.8667 0.138 Uiso 1 1 calc R . . H55B H 0.6459 0.7783 0.8495 0.138 Uiso 1 1 calc R . . H55C H 0.5532 0.7388 0.8181 0.138 Uiso 1 1 calc R . . C56 C 0.7808(4) 1.0666(3) 0.8180(3) 0.0421(13) Uani 1 1 d . . . H56 H 0.7836 1.0658 0.7781 0.051 Uiso 1 1 calc R . . C57 C 0.7619(7) 1.1421(3) 0.8340(3) 0.082(3) Uani 1 1 d . . . H57A H 0.7726 1.1474 0.8726 0.123 Uiso 1 1 calc R . . H57B H 0.6890 1.1554 0.8248 0.123 Uiso 1 1 calc R . . H57C H 0.8123 1.1716 0.8149 0.123 Uiso 1 1 calc R . . C58 C 0.8915(5) 1.0423(4) 0.8376(3) 0.075(2) Uani 1 1 d . . . H58A H 0.8933 1.0429 0.8768 0.113 Uiso 1 1 calc R . . H58B H 0.9465 1.0731 0.8236 0.113 Uiso 1 1 calc R . . H58C H 0.9047 0.9955 0.8248 0.113 Uiso 1 1 calc R . . C59 C 0.1151(13) 0.0373(8) 0.9353(7) 0.0921(15) Uiso 0.50 1 d PD A 1 C59' C 0.0211(14) 0.0302(9) 0.9679(8) 0.0921(15) Uiso 0.50 1 d PD B 2 C60 C 0.0437(17) -0.0104(10) 0.9584(10) 0.0921(15) Uiso 0.50 1 d PD A 1 C60' C 0.0778(15) 0.0908(9) 0.9547(9) 0.0921(15) Uiso 0.50 1 d PD B 2 C61 C -0.0467(15) 0.0105(8) 0.9898(8) 0.0921(15) Uiso 0.50 1 d PD A 1 C61' C 0.1737(15) 0.0827(9) 0.9233(7) 0.0921(15) Uiso 0.50 1 d PD B 2 C62 C -0.0576(14) 0.0833(8) 0.9978(8) 0.0921(15) Uiso 0.50 1 d PD A 1 C62' C 0.2078(15) 0.0230(9) 0.9021(9) 0.0921(15) Uiso 0.50 1 d PD B 2 C63 C 0.0222(14) 0.1272(9) 0.9741(7) 0.0921(15) Uiso 0.50 1 d PD A 1 C63' C 0.1412(14) -0.0395(8) 0.9122(7) 0.0921(15) Uiso 0.50 1 d PD B 2 C64 C 0.1112(15) 0.1093(8) 0.9435(9) 0.0921(15) Uiso 0.50 1 d PD A 1 C64' C 0.0568(17) -0.0338(9) 0.9483(9) 0.0921(15) Uiso 0.50 1 d PD B 2 C65 C 0.2025(16) -0.0057(9) 0.9057(9) 0.0921(15) Uiso 0.50 1 d PD A 1 C65' C -0.0805(14) 0.0318(11) 1.0028(8) 0.0921(15) Uiso 0.50 1 d PD B 2 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 Eu1 0.03481(14) 0.02513(11) 0.03059(13) 0.00187(12) 0.00100(13) -0.00005(12) N1 0.035(3) 0.026(2) 0.031(3) 0.0027(19) -0.002(2) 0.005(2) N2 0.028(2) 0.029(2) 0.033(2) -0.0002(17) 0.0031(19) 0.0013(18) N3 0.047(3) 0.031(2) 0.020(2) 0.0014(19) -0.001(2) -0.003(2) N4 0.039(3) 0.031(2) 0.031(3) 0.004(2) 0.005(2) -0.004(2) C1 0.056(4) 0.046(3) 0.062(5) -0.018(3) -0.009(4) 0.011(3) C2 0.045(3) 0.030(2) 0.037(3) -0.006(2) 0.006(3) 0.003(2) C3 0.042(3) 0.049(3) 0.030(3) -0.011(3) -0.005(3) 0.006(3) C4 0.042(3) 0.039(3) 0.028(3) -0.003(2) 0.000(3) 0.002(2) C5 0.044(4) 0.064(4) 0.043(4) -0.012(3) -0.013(3) -0.006(3) C6 0.044(4) 0.023(2) 0.035(3) 0.000(2) 0.001(3) 0.007(2) C7 0.042(3) 0.029(3) 0.028(3) -0.001(2) -0.004(3) 0.001(3) C8 0.041(3) 0.052(4) 0.039(3) 0.004(3) -0.002(3) -0.004(3) C9 0.045(4) 0.059(4) 0.046(4) 0.004(3) -0.010(3) 0.008(3) C10 0.054(4) 0.056(4) 0.043(4) 0.012(3) 0.000(3) 0.003(3) C11 0.048(4) 0.035(3) 0.040(3) 0.004(3) -0.005(3) 0.004(3) C12 0.037(3) 0.037(3) 0.039(3) 0.007(3) 0.000(3) 0.006(2) C13 0.049(3) 0.035(3) 0.065(4) 0.014(3) -0.013(3) -0.001(3) C14 0.070(5) 0.100(6) 0.051(4) 0.015(4) 0.022(4) 0.029(5) C15 0.049(4) 0.055(4) 0.052(4) 0.020(3) 0.002(3) 0.011(3) C16 0.062(5) 0.088(5) 0.055(5) 0.022(4) 0.013(4) 0.020(4) C17 0.071(5) 0.077(5) 0.076(5) 0.019(4) 0.009(5) -0.022(5) C18 0.033(3) 0.034(3) 0.040(3) -0.006(3) -0.001(2) -0.002(3) C19 0.035(3) 0.038(3) 0.034(3) -0.002(2) -0.005(3) -0.005(3) C20 0.037(3) 0.061(4) 0.050(4) 0.004(4) 0.007(3) -0.001(4) C21 0.046(4) 0.057(4) 0.060(4) -0.011(3) 0.011(3) 0.013(3) C22 0.039(4) 0.055(4) 0.077(5) 0.010(4) 0.006(4) 0.010(3) C23 0.035(3) 0.041(3) 0.063(4) 0.003(3) 0.005(3) 0.012(3) C24 0.042(3) 0.043(3) 0.044(4) 0.001(3) 0.006(3) -0.009(3) C25 0.076(5) 0.070(5) 0.054(5) 0.011(4) -0.001(4) -0.010(4) C26 0.104(5) 0.039(3) 0.058(4) 0.006(3) -0.012(5) -0.011(4) C27 0.076(3) 0.073(3) 0.101(4) 0.037(3) 0.009(3) 0.011(3) C28 0.076(3) 0.073(3) 0.101(4) 0.037(3) 0.009(3) 0.011(3) C29 0.076(3) 0.073(3) 0.101(4) 0.037(3) 0.009(3) 0.011(3) C30 0.066(4) 0.041(3) 0.053(4) -0.001(3) 0.005(3) 0.018(3) C31 0.048(3) 0.029(2) 0.036(3) 0.006(2) 0.000(4) 0.003(2) C32 0.046(4) 0.032(3) 0.046(4) 0.011(3) -0.009(3) 0.004(3) C33 0.034(3) 0.037(3) 0.040(3) 0.001(2) -0.003(3) -0.002(3) C34 0.081(4) 0.060(4) 0.023(3) 0.015(3) -0.005(4) 0.015(4) C35 0.055(4) 0.032(3) 0.034(3) -0.005(3) -0.001(3) -0.001(3) C36 0.047(3) 0.034(3) 0.034(3) -0.004(2) -0.001(3) 0.003(3) C37 0.074(5) 0.065(4) 0.055(4) -0.014(3) 0.008(4) -0.022(4) C38 0.099(6) 0.083(5) 0.054(5) -0.030(4) 0.013(4) -0.039(5) C39 0.097(5) 0.073(5) 0.058(5) -0.026(4) 0.012(5) -0.048(5) C40 0.064(4) 0.042(3) 0.045(4) 0.001(3) 0.002(4) -0.017(3) C41 0.046(3) 0.037(3) 0.027(3) -0.009(2) 0.008(3) 0.000(3) C42 0.060(4) 0.032(3) 0.058(4) -0.005(3) 0.001(3) -0.003(3) C43 0.053(4) 0.059(4) 0.048(4) -0.018(3) 0.011(3) 0.006(3) C44 0.083(3) 0.081(3) 0.075(3) 0.014(2) 0.008(3) -0.021(3) C45 0.083(3) 0.081(3) 0.075(3) 0.014(2) 0.008(3) -0.021(3) C46 0.083(3) 0.081(3) 0.075(3) 0.014(2) 0.008(3) -0.021(3) C47 0.050(3) 0.037(2) 0.023(3) 0.008(2) 0.000(3) -0.001(3) C48 0.051(3) 0.043(3) 0.033(3) 0.004(3) 0.006(3) -0.005(3) C49 0.054(4) 0.063(4) 0.050(4) 0.007(3) 0.014(3) -0.018(4) C50 0.060(4) 0.067(5) 0.046(4) -0.008(3) 0.016(3) 0.002(4) C51 0.070(4) 0.055(4) 0.047(4) -0.006(3) 0.013(3) -0.008(3) C52 0.051(3) 0.046(3) 0.029(3) 0.003(3) 0.003(2) 0.002(3) C53 0.064(4) 0.048(4) 0.049(4) 0.004(3) 0.008(3) -0.015(3) C54 0.072(5) 0.091(6) 0.059(5) 0.009(4) -0.006(4) -0.038(4) C55 0.127(7) 0.055(4) 0.094(7) 0.016(4) -0.031(6) -0.014(5) C56 0.058(3) 0.041(3) 0.028(3) -0.007(3) 0.000(3) -0.011(3) C57 0.126(7) 0.043(4) 0.077(6) -0.018(4) 0.032(5) -0.010(4) C58 0.073(5) 0.068(5) 0.085(6) 0.015(4) -0.025(4) -0.012(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 N1 2.496(4) . ? Eu1 N3 2.499(4) . ? Eu1 N2 2.545(4) . ? Eu1 N4 2.555(4) . ? Eu1 C2 3.044(5) . ? Eu1 C31 3.053(4) . ? Eu1 C33 3.086(6) . ? Eu1 C4 3.118(5) . ? N1 C2 1.312(7) . ? N1 C6 1.444(7) . ? N2 C4 1.332(6) . ? N2 C18 1.441(6) . ? N3 C31 1.310(7) . ? N3 C35 1.451(7) . ? N4 C33 1.337(6) . ? N4 C47 1.422(7) . ? C1 C2 1.524(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 C3 1.419(8) . ? C3 C4 1.410(7) . ? C3 H3 0.9400 . ? C4 C5 1.508(7) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C5 H5C 0.9700 . ? C6 C11 1.394(8) . ? C6 C7 1.412(8) . ? C7 C8 1.365(8) . ? C7 C12 1.513(8) . ? C8 C9 1.382(8) . ? C8 H8 0.9400 . ? C9 C10 1.382(9) . ? C9 H9 0.9400 . ? C10 C11 1.389(8) . ? C10 H10 0.9400 . ? C11 C15 1.527(9) . ? C12 C14 1.529(8) . ? C12 C13 1.546(7) . ? C12 H12 0.9900 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C15 C16 1.516(9) . ? C15 C17 1.518(9) . ? C15 H15 0.9900 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C16 H16C 0.9700 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C18 C23 1.404(7) . ? C18 C19 1.409(7) . ? C19 C20 1.377(8) . ? C19 C24 1.527(7) . ? C20 C21 1.370(8) . ? C20 H20 0.9400 . ? C21 C22 1.356(9) . ? C21 H21 0.9400 . ? C22 C23 1.384(8) . ? C22 H22 0.9400 . ? C23 C27 1.526(9) . ? C24 C26 1.515(8) . ? C24 C25 1.525(9) . ? C24 H24 0.9900 . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C25 H25C 0.9700 . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C26 H26C 0.9700 . ? C27 C29 1.497(11) . ? C27 C28 1.540(9) . ? C27 H27 0.9900 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 H28C 0.9700 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C29 H29C 0.9700 . ? C30 C31 1.522(7) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C30 H30C 0.9700 . ? C31 C32 1.426(8) . ? C32 C33 1.425(8) . ? C32 H32 0.9400 . ? C33 C34 1.520(7) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C34 H34C 0.9700 . ? C35 C40 1.388(8) . ? C35 C36 1.395(8) . ? C36 C37 1.393(8) . ? C36 C41 1.515(8) . ? C37 C38 1.396(9) . ? C37 H37 0.9400 . ? C38 C39 1.394(10) . ? C38 H38 0.9400 . ? C39 C40 1.401(8) . ? C39 H39 0.9400 . ? C40 C44 1.507(10) . ? C41 C42 1.520(7) . ? C41 C43 1.538(8) . ? C41 H41 0.9900 . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C42 H42C 0.9700 . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C43 H43C 0.9700 . ? C44 C46 1.502(10) . ? C44 C45 1.545(10) . ? C44 H44 0.9900 . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C45 H45C 0.9700 . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C46 H46C 0.9700 . ? C47 C48 1.400(7) . ? C47 C52 1.423(7) . ? C48 C49 1.405(8) . ? C48 C53 1.508(8) . ? C49 C50 1.392(9) . ? C49 H49 0.9400 . ? C50 C51 1.376(8) . ? C50 H50 0.9400 . ? C51 C52 1.391(8) . ? C51 H51 0.9400 . ? C52 C56 1.505(7) . ? C53 C55 1.533(9) . ? C53 C54 1.544(9) . ? C53 H53 0.9900 . ? C54 H54A 0.9700 . ? C54 H54B 0.9700 . ? C54 H54C 0.9700 . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C55 H55C 0.9700 . ? C56 C57 1.527(8) . ? C56 C58 1.532(8) . ? C56 H56 0.9900 . ? C57 H57A 0.9700 . ? C57 H57B 0.9700 . ? C57 H57C 0.9700 . ? C58 H58A 0.9700 . ? C58 H58B 0.9700 . ? C58 H58C 0.9700 . ? C59 C60 1.399(16) . ? C59 C64 1.403(16) . ? C59 C65 1.552(16) . ? C59' C64' 1.396(16) . ? C59' C60' 1.401(15) . ? C59' C65' 1.531(16) . ? C60 C61 1.425(16) . ? C60' C61' 1.432(16) . ? C61 C62 1.423(16) . ? C61' C62' 1.335(16) . ? C62 C63 1.430(15) . ? C62' C63' 1.482(16) . ? C63 C64 1.385(16) . ? C63' C64' 1.383(16) . ? 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 Eu1 N3 128.37(14) . . ? N1 Eu1 N2 76.52(13) . . ? N3 Eu1 N2 122.41(13) . . ? N1 Eu1 N4 122.69(14) . . ? N3 Eu1 N4 77.74(14) . . ? N2 Eu1 N4 137.55(14) . . ? N1 Eu1 C2 24.97(15) . . ? N3 Eu1 C2 153.10(16) . . ? N2 Eu1 C2 67.48(13) . . ? N4 Eu1 C2 112.73(14) . . ? N1 Eu1 C31 152.89(16) . . ? N3 Eu1 C31 24.83(14) . . ? N2 Eu1 C31 113.01(13) . . ? N4 Eu1 C31 68.44(15) . . ? C2 Eu1 C31 177.86(17) . . ? N1 Eu1 C33 147.15(15) . . ? N3 Eu1 C33 67.80(14) . . ? N2 Eu1 C33 122.04(14) . . ? N4 Eu1 C33 25.23(14) . . ? C2 Eu1 C33 131.42(15) . . ? C31 Eu1 C33 50.30(15) . . ? N1 Eu1 C4 66.94(14) . . ? N3 Eu1 C4 146.40(14) . . ? N2 Eu1 C4 24.64(13) . . ? N4 Eu1 C4 122.13(14) . . ? C2 Eu1 C4 49.69(14) . . ? C31 Eu1 C4 131.47(14) . . ? C33 Eu1 C4 117.50(14) . . ? C2 N1 C6 117.3(4) . . ? C2 N1 Eu1 101.6(3) . . ? C6 N1 Eu1 131.0(3) . . ? C4 N2 C18 118.6(4) . . ? C4 N2 Eu1 102.5(3) . . ? C18 N2 Eu1 135.6(3) . . ? C31 N3 C35 115.9(4) . . ? C31 N3 Eu1 102.0(3) . . ? C35 N3 Eu1 132.4(3) . . ? C33 N4 C47 118.7(4) . . ? C33 N4 Eu1 100.2(3) . . ? C47 N4 Eu1 137.5(3) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 124.4(5) . . ? N1 C2 C1 120.5(5) . . ? C3 C2 C1 115.0(5) . . ? N1 C2 Eu1 53.5(3) . . ? C3 C2 Eu1 80.2(3) . . ? C1 C2 Eu1 146.3(4) . . ? C4 C3 C2 132.6(5) . . ? C4 C3 H3 113.7 . . ? C2 C3 H3 113.7 . . ? N2 C4 C3 123.2(5) . . ? N2 C4 C5 121.4(5) . . ? C3 C4 C5 115.4(5) . . ? N2 C4 Eu1 52.8(3) . . ? C3 C4 Eu1 77.5(3) . . ? C5 C4 Eu1 150.2(4) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C11 C6 C7 120.0(5) . . ? C11 C6 N1 119.3(5) . . ? C7 C6 N1 120.7(4) . . ? C8 C7 C6 118.7(5) . . ? C8 C7 C12 120.4(5) . . ? C6 C7 C12 120.6(5) . . ? C7 C8 C9 122.3(6) . . ? C7 C8 H8 118.9 . . ? C9 C8 H8 118.9 . . ? C10 C9 C8 118.5(6) . . ? C10 C9 H9 120.7 . . ? C8 C9 H9 120.7 . . ? C9 C10 C11 121.4(6) . . ? C9 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C10 C11 C6 118.9(5) . . ? C10 C11 C15 119.3(5) . . ? C6 C11 C15 121.7(5) . . ? C7 C12 C14 114.8(5) . . ? C7 C12 C13 109.8(5) . . ? C14 C12 C13 110.0(5) . . ? C7 C12 H12 107.3 . . ? C14 C12 H12 107.3 . . ? C13 C12 H12 107.3 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 C17 111.3(6) . . ? C16 C15 C11 112.7(6) . . ? C17 C15 C11 111.4(6) . . ? C16 C15 H15 107.1 . . ? C17 C15 H15 107.1 . . ? C11 C15 H15 107.1 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C23 C18 C19 118.9(5) . . ? C23 C18 N2 121.1(5) . . ? C19 C18 N2 119.7(5) . . ? C20 C19 C18 118.9(5) . . ? C20 C19 C24 119.3(5) . . ? C18 C19 C24 121.8(5) . . ? C21 C20 C19 121.6(6) . . ? C21 C20 H20 119.2 . . ? C19 C20 H20 119.2 . . ? C22 C21 C20 119.9(6) . . ? C22 C21 H21 120.1 . . ? C20 C21 H21 120.1 . . ? C21 C22 C23 121.1(6) . . ? C21 C22 H22 119.4 . . ? C23 C22 H22 119.4 . . ? C22 C23 C18 119.5(6) . . ? C22 C23 C27 119.8(6) . . ? C18 C23 C27 120.7(6) . . ? C26 C24 C25 109.1(5) . . ? C26 C24 C19 111.7(5) . . ? C25 C24 C19 112.3(5) . . ? C26 C24 H24 107.9 . . ? C25 C24 H24 107.9 . . ? C19 C24 H24 107.9 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C29 C27 C23 111.5(6) . . ? C29 C27 C28 109.9(7) . . ? C23 C27 C28 112.8(6) . . ? C29 C27 H27 107.5 . . ? C23 C27 H27 107.5 . . ? C28 C27 H27 107.5 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 H30A 109.5 . . ? C31 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C31 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N3 C31 C32 123.9(5) . . ? N3 C31 C30 121.6(5) . . ? C32 C31 C30 114.4(5) . . ? N3 C31 Eu1 53.2(2) . . ? C32 C31 Eu1 78.5(3) . . ? C30 C31 Eu1 147.0(4) . . ? C33 C32 C31 132.5(5) . . ? C33 C32 H32 113.8 . . ? C31 C32 H32 113.8 . . ? N4 C33 C32 124.6(5) . . ? N4 C33 C34 119.9(5) . . ? C32 C33 C34 115.5(5) . . ? N4 C33 Eu1 54.6(3) . . ? C32 C33 Eu1 77.3(3) . . ? C34 C33 Eu1 150.1(4) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C40 C35 C36 121.3(5) . . ? C40 C35 N3 119.4(5) . . ? C36 C35 N3 119.3(5) . . ? C37 C36 C35 120.7(6) . . ? C37 C36 C41 117.8(5) . . ? C35 C36 C41 121.5(5) . . ? C36 C37 C38 118.7(7) . . ? C36 C37 H37 120.6 . . ? C38 C37 H37 120.6 . . ? C39 C38 C37 119.9(6) . . ? C39 C38 H38 120.0 . . ? C37 C38 H38 120.0 . . ? C38 C39 C40 121.7(7) . . ? C38 C39 H39 119.2 . . ? C40 C39 H39 119.2 . . ? C35 C40 C39 117.6(6) . . ? C35 C40 C44 122.9(6) . . ? C39 C40 C44 119.5(7) . . ? C36 C41 C42 109.8(5) . . ? C36 C41 C43 115.3(4) . . ? C42 C41 C43 109.5(5) . . ? C36 C41 H41 107.3 . . ? C42 C41 H41 107.3 . . ? C43 C41 H41 107.3 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 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 . . ? C46 C44 C40 113.1(7) . . ? C46 C44 C45 109.8(7) . . ? C40 C44 C45 112.4(7) . . ? C46 C44 H44 107.1 . . ? C40 C44 H44 107.1 . . ? C45 C44 H44 107.1 . . ? C44 C45 H45A 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C44 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C44 C46 H46A 109.5 . . ? C44 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C44 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C48 C47 N4 119.8(4) . . ? C48 C47 C52 120.6(5) . . ? N4 C47 C52 119.6(5) . . ? C47 C48 C49 118.5(5) . . ? C47 C48 C53 123.0(5) . . ? C49 C48 C53 118.4(5) . . ? C50 C49 C48 121.8(6) . . ? C50 C49 H49 119.1 . . ? C48 C49 H49 119.1 . . ? C51 C50 C49 118.1(6) . . ? C51 C50 H50 121.0 . . ? C49 C50 H50 121.0 . . ? C50 C51 C52 123.3(6) . . ? C50 C51 H51 118.4 . . ? C52 C51 H51 118.4 . . ? C51 C52 C47 117.6(5) . . ? C51 C52 C56 119.9(5) . . ? C47 C52 C56 122.4(5) . . ? C48 C53 C55 112.5(6) . . ? C48 C53 C54 111.5(6) . . ? C55 C53 C54 108.6(6) . . ? C48 C53 H53 108.0 . . ? C55 C53 H53 108.0 . . ? C54 C53 H53 108.0 . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C53 C55 H55A 109.5 . . ? C53 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C53 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? C52 C56 C57 113.7(5) . . ? C52 C56 C58 113.6(5) . . ? C57 C56 C58 110.3(6) . . ? C52 C56 H56 106.2 . . ? C57 C56 H56 106.2 . . ? C58 C56 H56 106.2 . . ? C56 C57 H57A 109.5 . . ? C56 C57 H57B 109.5 . . ? H57A C57 H57B 109.5 . . ? C56 C57 H57C 109.5 . . ? H57A C57 H57C 109.5 . . ? H57B C57 H57C 109.5 . . ? C56 C58 H58A 109.5 . . ? C56 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? C56 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? C60 C59 C64 124.7(16) . . ? C60 C59 C65 106.6(13) . . ? C64 C59 C65 128.4(16) . . ? C64' C59' C60' 119.7(15) . . ? C64' C59' C65' 118.4(17) . . ? C60' C59' C65' 121.9(16) . . ? C59 C60 C61 122.5(17) . . ? C59' C60' C61' 117.0(17) . . ? C62 C61 C60 115.5(17) . . ? C62' C61' C60' 124.9(18) . . ? C61 C62 C63 117.4(17) . . ? C61' C62' C63' 117.1(15) . . ? C64 C63 C62 129.1(17) . . ? C64' C63' C62' 118.0(15) . . ? C63 C64 C59 110.7(16) . . ? C63' C64' C59' 122.3(16) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Eu1 N1 C2 173.9(3) . . . . ? N2 Eu1 N1 C2 -65.3(3) . . . . ? N4 Eu1 N1 C2 73.1(4) . . . . ? C31 Eu1 N1 C2 -179.7(3) . . . . ? C33 Eu1 N1 C2 64.1(4) . . . . ? C4 Eu1 N1 C2 -41.3(3) . . . . ? N3 Eu1 N1 C6 30.8(5) . . . . ? N2 Eu1 N1 C6 151.7(5) . . . . ? N4 Eu1 N1 C6 -69.9(5) . . . . ? C2 Eu1 N1 C6 -143.0(6) . . . . ? C31 Eu1 N1 C6 37.3(6) . . . . ? C33 Eu1 N1 C6 -78.9(5) . . . . ? C4 Eu1 N1 C6 175.7(5) . . . . ? N1 Eu1 N2 C4 63.7(3) . . . . ? N3 Eu1 N2 C4 -169.2(3) . . . . ? N4 Eu1 N2 C4 -60.4(4) . . . . ? C2 Eu1 N2 C4 39.1(3) . . . . ? C31 Eu1 N2 C4 -143.1(3) . . . . ? C33 Eu1 N2 C4 -86.7(3) . . . . ? N1 Eu1 N2 C18 -138.2(5) . . . . ? N3 Eu1 N2 C18 -11.1(5) . . . . ? N4 Eu1 N2 C18 97.6(5) . . . . ? C2 Eu1 N2 C18 -162.8(5) . . . . ? C31 Eu1 N2 C18 15.0(5) . . . . ? C33 Eu1 N2 C18 71.4(5) . . . . ? C4 Eu1 N2 C18 158.1(6) . . . . ? N1 Eu1 N3 C31 173.0(3) . . . . ? N2 Eu1 N3 C31 74.4(4) . . . . ? N4 Eu1 N3 C31 -64.8(3) . . . . ? C2 Eu1 N3 C31 178.8(3) . . . . ? C33 Eu1 N3 C31 -40.4(3) . . . . ? C4 Eu1 N3 C31 66.2(4) . . . . ? N1 Eu1 N3 C35 30.0(5) . . . . ? N2 Eu1 N3 C35 -68.7(5) . . . . ? N4 Eu1 N3 C35 152.2(5) . . . . ? C2 Eu1 N3 C35 35.7(6) . . . . ? C31 Eu1 N3 C35 -143.0(7) . . . . ? C33 Eu1 N3 C35 176.5(5) . . . . ? C4 Eu1 N3 C35 -76.8(6) . . . . ? N1 Eu1 N4 C33 -168.5(3) . . . . ? N3 Eu1 N4 C33 63.5(3) . . . . ? N2 Eu1 N4 C33 -61.6(4) . . . . ? C2 Eu1 N4 C33 -142.5(3) . . . . ? C31 Eu1 N4 C33 39.4(3) . . . . ? C4 Eu1 N4 C33 -86.9(3) . . . . ? N1 Eu1 N4 C47 -11.7(6) . . . . ? N3 Eu1 N4 C47 -139.7(5) . . . . ? N2 Eu1 N4 C47 95.2(5) . . . . ? C2 Eu1 N4 C47 14.3(5) . . . . ? C31 Eu1 N4 C47 -163.8(5) . . . . ? C33 Eu1 N4 C47 156.8(7) . . . . ? C4 Eu1 N4 C47 69.9(5) . . . . ? C6 N1 C2 C3 -170.8(5) . . . . ? Eu1 N1 C2 C3 40.0(6) . . . . ? C6 N1 C2 C1 9.3(8) . . . . ? Eu1 N1 C2 C1 -140.0(5) . . . . ? C6 N1 C2 Eu1 149.2(5) . . . . ? N3 Eu1 C2 N1 -10.7(5) . . . . ? N2 Eu1 C2 N1 107.0(4) . . . . ? N4 Eu1 C2 N1 -119.2(3) . . . . ? C31 Eu1 C2 N1 3(4) . . . . ? C33 Eu1 C2 N1 -139.4(3) . . . . ? C4 Eu1 C2 N1 127.2(4) . . . . ? N1 Eu1 C2 C3 -147.5(5) . . . . ? N3 Eu1 C2 C3 -158.2(3) . . . . ? N2 Eu1 C2 C3 -40.5(3) . . . . ? N4 Eu1 C2 C3 93.4(3) . . . . ? C31 Eu1 C2 C3 -144(4) . . . . ? C33 Eu1 C2 C3 73.1(4) . . . . ? C4 Eu1 C2 C3 -20.3(3) . . . . ? N1 Eu1 C2 C1 91.6(8) . . . . ? N3 Eu1 C2 C1 80.9(8) . . . . ? N2 Eu1 C2 C1 -161.4(8) . . . . ? N4 Eu1 C2 C1 -27.6(8) . . . . ? C31 Eu1 C2 C1 95(4) . . . . ? C33 Eu1 C2 C1 -47.8(8) . . . . ? C4 Eu1 C2 C1 -141.2(8) . . . . ? N1 C2 C3 C4 21.0(10) . . . . ? C1 C2 C3 C4 -159.1(6) . . . . ? Eu1 C2 C3 C4 52.5(6) . . . . ? C18 N2 C4 C3 162.5(5) . . . . ? Eu1 N2 C4 C3 -34.8(6) . . . . ? C18 N2 C4 C5 -18.3(7) . . . . ? Eu1 N2 C4 C5 144.4(5) . . . . ? C18 N2 C4 Eu1 -162.7(5) . . . . ? C2 C3 C4 N2 -23.7(10) . . . . ? C2 C3 C4 C5 157.1(6) . . . . ? C2 C3 C4 Eu1 -51.5(6) . . . . ? N1 Eu1 C4 N2 -108.7(3) . . . . ? N3 Eu1 C4 N2 16.6(5) . . . . ? N4 Eu1 C4 N2 136.1(3) . . . . ? C2 Eu1 C4 N2 -130.1(4) . . . . ? C31 Eu1 C4 N2 47.5(4) . . . . ? C33 Eu1 C4 N2 107.4(3) . . . . ? N1 Eu1 C4 C3 42.0(3) . . . . ? N3 Eu1 C4 C3 167.4(3) . . . . ? N2 Eu1 C4 C3 150.7(5) . . . . ? N4 Eu1 C4 C3 -73.2(3) . . . . ? C2 Eu1 C4 C3 20.6(3) . . . . ? C31 Eu1 C4 C3 -161.8(3) . . . . ? C33 Eu1 C4 C3 -101.9(3) . . . . ? N1 Eu1 C4 C5 161.8(8) . . . . ? N3 Eu1 C4 C5 -72.9(8) . . . . ? N2 Eu1 C4 C5 -89.5(8) . . . . ? N4 Eu1 C4 C5 46.6(8) . . . . ? C2 Eu1 C4 C5 140.4(8) . . . . ? C31 Eu1 C4 C5 -42.0(8) . . . . ? C33 Eu1 C4 C5 17.9(8) . . . . ? C2 N1 C6 C11 89.6(6) . . . . ? Eu1 N1 C6 C11 -132.0(4) . . . . ? C2 N1 C6 C7 -90.7(6) . . . . ? Eu1 N1 C6 C7 47.8(7) . . . . ? C11 C6 C7 C8 -2.4(8) . . . . ? N1 C6 C7 C8 177.9(5) . . . . ? C11 C6 C7 C12 172.2(5) . . . . ? N1 C6 C7 C12 -7.5(7) . . . . ? C6 C7 C8 C9 -0.5(9) . . . . ? C12 C7 C8 C9 -175.1(5) . . . . ? C7 C8 C9 C10 2.9(10) . . . . ? C8 C9 C10 C11 -2.5(10) . . . . ? C9 C10 C11 C6 -0.3(9) . . . . ? C9 C10 C11 C15 177.4(6) . . . . ? C7 C6 C11 C10 2.8(8) . . . . ? N1 C6 C11 C10 -177.5(5) . . . . ? C7 C6 C11 C15 -174.9(5) . . . . ? N1 C6 C11 C15 4.8(8) . . . . ? C8 C7 C12 C14 -38.5(8) . . . . ? C6 C7 C12 C14 147.1(6) . . . . ? C8 C7 C12 C13 86.0(6) . . . . ? C6 C7 C12 C13 -88.5(6) . . . . ? C10 C11 C15 C16 -42.5(8) . . . . ? C6 C11 C15 C16 135.2(6) . . . . ? C10 C11 C15 C17 83.3(7) . . . . ? C6 C11 C15 C17 -99.0(7) . . . . ? C4 N2 C18 C23 108.7(6) . . . . ? Eu1 N2 C18 C23 -46.8(7) . . . . ? C4 N2 C18 C19 -77.2(6) . . . . ? Eu1 N2 C18 C19 127.3(5) . . . . ? C23 C18 C19 C20 -1.5(8) . . . . ? N2 C18 C19 C20 -175.8(5) . . . . ? C23 C18 C19 C24 179.4(5) . . . . ? N2 C18 C19 C24 5.1(7) . . . . ? C18 C19 C20 C21 0.6(8) . . . . ? C24 C19 C20 C21 179.7(5) . . . . ? C19 C20 C21 C22 1.4(10) . . . . ? C20 C21 C22 C23 -2.6(11) . . . . ? C21 C22 C23 C18 1.6(10) . . . . ? C21 C22 C23 C27 178.4(7) . . . . ? C19 C18 C23 C22 0.5(8) . . . . ? N2 C18 C23 C22 174.6(5) . . . . ? C19 C18 C23 C27 -176.3(6) . . . . ? N2 C18 C23 C27 -2.1(8) . . . . ? C20 C19 C24 C26 -75.2(7) . . . . ? C18 C19 C24 C26 103.9(6) . . . . ? C20 C19 C24 C25 47.7(7) . . . . ? C18 C19 C24 C25 -133.2(6) . . . . ? C22 C23 C27 C29 102.9(8) . . . . ? C18 C23 C27 C29 -80.4(8) . . . . ? C22 C23 C27 C28 -21.4(10) . . . . ? C18 C23 C27 C28 155.3(6) . . . . ? C35 N3 C31 C32 -173.0(5) . . . . ? Eu1 N3 C31 C32 36.6(6) . . . . ? C35 N3 C31 C30 10.1(7) . . . . ? Eu1 N3 C31 C30 -140.3(4) . . . . ? C35 N3 C31 Eu1 150.4(5) . . . . ? N1 Eu1 C31 N3 -12.1(6) . . . . ? N2 Eu1 C31 N3 -118.0(3) . . . . ? N4 Eu1 C31 N3 108.1(4) . . . . ? C2 Eu1 C31 N3 -15(4) . . . . ? C33 Eu1 C31 N3 128.7(4) . . . . ? C4 Eu1 C31 N3 -137.5(3) . . . . ? N1 Eu1 C31 C32 -161.7(3) . . . . ? N3 Eu1 C31 C32 -149.6(5) . . . . ? N2 Eu1 C31 C32 92.4(3) . . . . ? N4 Eu1 C31 C32 -41.6(3) . . . . ? C2 Eu1 C31 C32 -165(4) . . . . ? C33 Eu1 C31 C32 -21.0(3) . . . . ? C4 Eu1 C31 C32 72.9(4) . . . . ? N1 Eu1 C31 C30 80.8(8) . . . . ? N3 Eu1 C31 C30 92.8(9) . . . . ? N2 Eu1 C31 C30 -25.1(8) . . . . ? N4 Eu1 C31 C30 -159.1(8) . . . . ? C2 Eu1 C31 C30 78(4) . . . . ? C33 Eu1 C31 C30 -138.5(8) . . . . ? C4 Eu1 C31 C30 -44.6(8) . . . . ? N3 C31 C32 C33 24.7(9) . . . . ? C30 C31 C32 C33 -158.2(6) . . . . ? Eu1 C31 C32 C33 53.9(6) . . . . ? C47 N4 C33 C32 162.6(5) . . . . ? Eu1 N4 C33 C32 -35.1(6) . . . . ? C47 N4 C33 C34 -17.5(8) . . . . ? Eu1 N4 C33 C34 144.9(5) . . . . ? C47 N4 C33 Eu1 -162.3(5) . . . . ? C31 C32 C33 N4 -24.7(9) . . . . ? C31 C32 C33 C34 155.3(6) . . . . ? C31 C32 C33 Eu1 -53.4(6) . . . . ? N1 Eu1 C33 N4 18.0(5) . . . . ? N3 Eu1 C33 N4 -109.2(3) . . . . ? N2 Eu1 C33 N4 135.5(3) . . . . ? C2 Eu1 C33 N4 48.4(4) . . . . ? C31 Eu1 C33 N4 -129.9(4) . . . . ? C4 Eu1 C33 N4 107.6(3) . . . . ? N1 Eu1 C33 C32 169.0(3) . . . . ? N3 Eu1 C33 C32 41.8(3) . . . . ? N2 Eu1 C33 C32 -73.5(3) . . . . ? N4 Eu1 C33 C32 151.0(5) . . . . ? C2 Eu1 C33 C32 -160.6(3) . . . . ? C31 Eu1 C33 C32 21.1(3) . . . . ? C4 Eu1 C33 C32 -101.5(3) . . . . ? N1 Eu1 C33 C34 -71.5(10) . . . . ? N3 Eu1 C33 C34 161.4(9) . . . . ? N2 Eu1 C33 C34 46.1(9) . . . . ? N4 Eu1 C33 C34 -89.5(9) . . . . ? C2 Eu1 C33 C34 -41.0(9) . . . . ? C31 Eu1 C33 C34 140.7(9) . . . . ? C4 Eu1 C33 C34 18.1(9) . . . . ? C31 N3 C35 C40 88.3(7) . . . . ? Eu1 N3 C35 C40 -132.5(5) . . . . ? C31 N3 C35 C36 -92.6(6) . . . . ? Eu1 N3 C35 C36 46.6(7) . . . . ? C40 C35 C36 C37 -3.9(9) . . . . ? N3 C35 C36 C37 177.0(6) . . . . ? C40 C35 C36 C41 172.3(5) . . . . ? N3 C35 C36 C41 -6.8(8) . . . . ? C35 C36 C37 C38 0.4(10) . . . . ? C41 C36 C37 C38 -176.0(6) . . . . ? C36 C37 C38 C39 3.2(12) . . . . ? C37 C38 C39 C40 -3.5(13) . . . . ? C36 C35 C40 C39 3.6(9) . . . . ? N3 C35 C40 C39 -177.3(6) . . . . ? C36 C35 C40 C44 -175.3(6) . . . . ? N3 C35 C40 C44 3.8(9) . . . . ? C38 C39 C40 C35 0.1(12) . . . . ? C38 C39 C40 C44 179.0(8) . . . . ? C37 C36 C41 C42 84.3(7) . . . . ? C35 C36 C41 C42 -92.0(6) . . . . ? C37 C36 C41 C43 -40.0(8) . . . . ? C35 C36 C41 C43 143.7(6) . . . . ? C35 C40 C44 C46 -104.8(8) . . . . ? C39 C40 C44 C46 76.4(10) . . . . ? C35 C40 C44 C45 130.2(7) . . . . ? C39 C40 C44 C45 -48.6(10) . . . . ? C33 N4 C47 C48 -74.3(7) . . . . ? Eu1 N4 C47 C48 131.9(4) . . . . ? C33 N4 C47 C52 108.3(5) . . . . ? Eu1 N4 C47 C52 -45.5(7) . . . . ? N4 C47 C48 C49 179.4(5) . . . . ? C52 C47 C48 C49 -3.2(8) . . . . ? N4 C47 C48 C53 -0.4(8) . . . . ? C52 C47 C48 C53 177.0(5) . . . . ? C47 C48 C49 C50 3.7(10) . . . . ? C53 C48 C49 C50 -176.5(6) . . . . ? C48 C49 C50 C51 -2.8(10) . . . . ? C49 C50 C51 C52 1.4(10) . . . . ? C50 C51 C52 C47 -0.9(9) . . . . ? C50 C51 C52 C56 177.5(6) . . . . ? C48 C47 C52 C51 1.8(8) . . . . ? N4 C47 C52 C51 179.2(5) . . . . ? C48 C47 C52 C56 -176.5(5) . . . . ? N4 C47 C52 C56 0.9(8) . . . . ? C47 C48 C53 C55 114.8(7) . . . . ? C49 C48 C53 C55 -64.9(8) . . . . ? C47 C48 C53 C54 -122.8(6) . . . . ? C49 C48 C53 C54 57.4(8) . . . . ? C51 C52 C56 C57 -18.1(8) . . . . ? C47 C52 C56 C57 160.2(6) . . . . ? C51 C52 C56 C58 109.2(7) . . . . ? C47 C52 C56 C58 -72.5(8) . . . . ? C64 C59 C60 C61 5(4) . . . . ? C65 C59 C60 C61 179(2) . . . . ? C64' C59' C60' C61' -3(3) . . . . ? C65' C59' C60' C61' 178.0(17) . . . . ? C59 C60 C61 C62 -2(3) . . . . ? C59' C60' C61' C62' 6(3) . . . . ? C60 C61 C62 C63 0(3) . . . . ? C60' C61' C62' C63' 0(3) . . . . ? C61 C62 C63 C64 0(3) . . . . ? C61' C62' C63' C64' -8(3) . . . . ? C62 C63 C64 C59 2(3) . . . . ? C60 C59 C64 C63 -5(3) . . . . ? C65 C59 C64 C63 -177(2) . . . . ? C62' C63' C64' C59' 11(3) . . . . ? C60' C59' C64' C63' -6(3) . . . . ? C65' C59' C64' C63' 173(2) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.829 _refine_diff_density_min -0.737 _refine_diff_density_rms 0.074 #====================================================end data_complex3 _database_code_depnum_ccdc_archive 'CCDC 843449' #TrackingRef 'sxd 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H58 N4, C6 H14' _chemical_formula_sum 'C52 H72 N4' _chemical_formula_weight 753.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 8.566(4) _cell_length_b 9.953(5) _cell_length_c 15.152(6) _cell_angle_alpha 100.318(9) _cell_angle_beta 90.767(8) _cell_angle_gamma 113.822(16) _cell_volume 1157.5(10) _cell_formula_units_Z 1 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 4258 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.4 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.080 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 412 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.697 _exptl_absorpt_correction_T_max 0.988 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9209 _diffrn_reflns_av_R_equivalents 0.0772 _diffrn_reflns_av_sigmaI/netI 0.1196 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4183 _reflns_number_gt 1917 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1199P)^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_extinction_coef ? _refine_ls_number_reflns 4183 _refine_ls_number_parameters 254 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.2176 _refine_ls_R_factor_gt 0.1067 _refine_ls_wR_factor_ref 0.2896 _refine_ls_wR_factor_gt 0.2291 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.3178(4) 0.1151(4) 0.4423(2) 0.0542(10) Uani 1 1 d . . . N2 N 0.6715(4) 0.2257(4) 0.6685(2) 0.0562(10) Uani 1 1 d . . . C1 C 0.5890(6) 0.3432(6) 0.4915(4) 0.0687(14) Uani 1 1 d . . . H1A H 0.6758 0.3543 0.4495 0.103 Uiso 1 1 calc R . . H1B H 0.6438 0.3813 0.5526 0.103 Uiso 1 1 calc R . . H1C H 0.5239 0.3991 0.4793 0.103 Uiso 1 1 calc R . . C2 C 0.4708(5) 0.1803(5) 0.4807(3) 0.0518(11) Uani 1 1 d . . . C3 C 0.5449(5) 0.0837(5) 0.5207(3) 0.0494(11) Uani 1 1 d . . . H3 H 0.6669 0.1182 0.5089 0.059 Uiso 1 1 calc R . . C4 C 0.5383(5) 0.1179(5) 0.6231(3) 0.0505(11) Uani 1 1 d . . . C5 C 0.3784(5) 0.0253(6) 0.6612(3) 0.0609(13) Uani 1 1 d . . . H5A H 0.3911 0.0582 0.7261 0.091 Uiso 1 1 calc R . . H5B H 0.3595 -0.0794 0.6464 0.091 Uiso 1 1 calc R . . H5C H 0.2814 0.0371 0.6357 0.091 Uiso 1 1 calc R . . C6 C 0.2408(5) 0.2001(5) 0.4058(3) 0.0533(12) Uani 1 1 d . . . C7 C 0.1237(5) 0.2397(5) 0.4569(3) 0.0525(12) Uani 1 1 d . . . C8 C 0.0375(5) 0.3101(5) 0.4174(3) 0.0590(13) Uani 1 1 d . . . H8 H -0.0387 0.3394 0.4512 0.071 Uiso 1 1 calc R . . C9 C 0.0581(6) 0.3390(6) 0.3317(3) 0.0637(14) Uani 1 1 d . . . C10 C 0.1724(6) 0.2970(6) 0.2839(3) 0.0662(14) Uani 1 1 d . . . H10 H 0.1872 0.3141 0.2250 0.079 Uiso 1 1 calc R . . C11 C 0.2676(5) 0.2295(6) 0.3198(3) 0.0582(12) Uani 1 1 d . . . C12 C 0.0953(6) 0.2120(6) 0.5504(3) 0.0653(14) Uani 1 1 d . . . H12A H -0.0073 0.2239 0.5685 0.098 Uiso 1 1 calc R . . H12B H 0.1931 0.2832 0.5916 0.098 Uiso 1 1 calc R . . H12C H 0.0818 0.1108 0.5518 0.098 Uiso 1 1 calc R . . C13 C -0.0414(6) 0.4113(7) 0.2907(4) 0.0859(18) Uani 1 1 d . . . H13A H 0.0374 0.4975 0.2688 0.129 Uiso 1 1 calc R . . H13B H -0.1050 0.4434 0.3359 0.129 Uiso 1 1 calc R . . H13C H -0.1206 0.3395 0.2409 0.129 Uiso 1 1 calc R . . C14 C 0.3972(6) 0.1912(7) 0.2660(3) 0.0727(15) Uani 1 1 d . . . H14A H 0.3826 0.2006 0.2042 0.109 Uiso 1 1 calc R . . H14B H 0.3799 0.0891 0.2673 0.109 Uiso 1 1 calc R . . H14C H 0.5122 0.2594 0.2922 0.109 Uiso 1 1 calc R . . C15 C 0.6809(5) 0.2727(5) 0.7637(3) 0.0534(11) Uani 1 1 d . . . C16 C 0.8030(6) 0.2539(6) 0.8158(3) 0.0623(13) Uani 1 1 d . . . C17 C 0.8194(6) 0.3029(7) 0.9093(3) 0.0746(16) Uani 1 1 d . . . H17 H 0.8976 0.2865 0.9453 0.089 Uiso 1 1 calc R . . C18 C 0.7223(7) 0.3755(7) 0.9501(3) 0.0761(16) Uani 1 1 d . . . C19 C 0.6130(6) 0.3999(7) 0.8965(3) 0.0739(15) Uani 1 1 d . . . H19 H 0.5520 0.4541 0.9233 0.089 Uiso 1 1 calc R . . C20 C 0.5864(6) 0.3488(6) 0.8033(3) 0.0600(13) Uani 1 1 d . . . C21 C 0.9217(6) 0.1877(6) 0.7718(3) 0.0696(14) Uani 1 1 d . . . H21A H 0.8625 0.1158 0.7170 0.104 Uiso 1 1 calc R . . H21B H 0.9552 0.1378 0.8130 0.104 Uiso 1 1 calc R . . H21C H 1.0230 0.2672 0.7573 0.104 Uiso 1 1 calc R . . C22 C 0.7413(8) 0.4254(8) 1.0525(4) 0.103(2) Uani 1 1 d . . . H22A H 0.6521 0.3504 1.0780 0.154 Uiso 1 1 calc R . . H22B H 0.7313 0.5202 1.0681 0.154 Uiso 1 1 calc R . . H22C H 0.8528 0.4373 1.0765 0.154 Uiso 1 1 calc R . . C23 C 0.4593(6) 0.3808(6) 0.7491(3) 0.0691(14) Uani 1 1 d . . . H23A H 0.5065 0.4097 0.6942 0.104 Uiso 1 1 calc R . . H23B H 0.4373 0.4616 0.7845 0.104 Uiso 1 1 calc R . . H23C H 0.3529 0.2914 0.7341 0.104 Uiso 1 1 calc R . . C24 C -0.357(3) 0.018(4) 0.081(2) 0.191(4) Uiso 0.50 1 d PD . . C25 C -0.195(3) -0.008(3) 0.0968(18) 0.191(4) Uiso 0.50 1 d PD . . C26 C -0.056(3) 0.073(3) 0.0466(16) 0.191(4) Uiso 0.50 1 d PD . . C27 C 0.074(3) 0.026(3) 0.0034(17) 0.191(4) Uiso 0.50 1 d PD . . C28 C 0.249(3) 0.100(3) -0.0277(17) 0.191(4) Uiso 0.50 1 d PD . . C29 C 0.288(3) -0.027(3) -0.086(2) 0.191(4) Uiso 0.50 1 d PD . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.059(2) 0.061(3) 0.046(2) 0.0077(19) 0.0054(16) 0.030(2) N2 0.058(2) 0.057(3) 0.054(2) 0.004(2) 0.0001(18) 0.027(2) C1 0.070(3) 0.054(4) 0.078(4) 0.007(3) -0.008(2) 0.025(3) C2 0.058(3) 0.058(3) 0.046(2) 0.007(2) 0.0082(19) 0.033(3) C3 0.061(3) 0.053(3) 0.040(2) 0.006(2) 0.0084(19) 0.031(2) C4 0.050(2) 0.057(3) 0.053(3) 0.011(2) 0.006(2) 0.031(3) C5 0.063(3) 0.058(3) 0.056(3) 0.003(2) -0.005(2) 0.023(3) C6 0.045(2) 0.060(3) 0.061(3) 0.019(2) 0.0021(19) 0.025(2) C7 0.045(2) 0.055(3) 0.058(3) 0.011(2) -0.0005(19) 0.022(2) C8 0.052(2) 0.057(3) 0.066(3) -0.002(3) 0.000(2) 0.028(2) C9 0.061(3) 0.071(4) 0.071(3) 0.021(3) 0.000(2) 0.038(3) C10 0.068(3) 0.067(4) 0.067(3) 0.026(3) -0.006(2) 0.027(3) C11 0.061(3) 0.064(3) 0.052(3) 0.007(2) 0.000(2) 0.030(3) C12 0.070(3) 0.084(4) 0.054(3) 0.011(3) 0.004(2) 0.046(3) C13 0.077(3) 0.096(5) 0.107(5) 0.043(4) 0.005(3) 0.048(3) C14 0.085(3) 0.095(4) 0.057(3) 0.020(3) 0.016(2) 0.055(3) C15 0.060(3) 0.055(3) 0.040(2) 0.002(2) 0.0013(19) 0.022(2) C16 0.066(3) 0.074(4) 0.051(3) 0.008(3) 0.002(2) 0.035(3) C17 0.076(3) 0.105(5) 0.050(3) 0.014(3) 0.000(2) 0.046(3) C18 0.080(3) 0.111(5) 0.042(3) 0.000(3) 0.002(2) 0.051(3) C19 0.079(3) 0.089(4) 0.061(3) -0.001(3) 0.006(3) 0.049(3) C20 0.067(3) 0.065(4) 0.046(3) -0.007(2) -0.001(2) 0.031(3) C21 0.075(3) 0.080(4) 0.064(3) 0.009(3) 0.001(2) 0.045(3) C22 0.126(5) 0.133(6) 0.050(3) -0.021(4) -0.010(3) 0.070(5) C23 0.077(3) 0.072(4) 0.062(3) -0.009(3) -0.006(2) 0.044(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C2 1.278(5) . ? N1 C6 1.438(5) . ? N2 C4 1.286(6) . ? N2 C15 1.424(5) . ? C1 C2 1.502(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 C3 1.545(5) . ? C3 C3 1.529(9) 2_656 ? C3 C4 1.534(6) . ? C3 H3 0.9900 . ? C4 C5 1.500(6) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C5 H5C 0.9700 . ? C6 C11 1.387(6) . ? C6 C7 1.412(6) . ? C7 C8 1.396(6) . ? C7 C12 1.497(6) . ? C8 C9 1.379(6) . ? C8 H8 0.9400 . ? C9 C10 1.378(7) . ? C9 C13 1.507(6) . ? C10 C11 1.405(6) . ? C10 H10 0.9400 . ? C11 C14 1.516(6) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C15 C20 1.392(6) . ? C15 C16 1.393(6) . ? C16 C17 1.399(7) . ? C16 C21 1.521(6) . ? C17 C18 1.391(7) . ? C17 H17 0.9400 . ? C18 C19 1.353(6) . ? C18 C22 1.527(7) . ? C19 C20 1.394(6) . ? C19 H19 0.9400 . ? C20 C23 1.520(6) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 C29 0.56(3) 2 ? C24 C25 1.525(18) . ? C24 C28 1.85(4) 2 ? C25 C29 1.01(3) 2 ? C25 C28 1.20(3) 2 ? C25 C26 1.457(17) . ? C25 C27 1.87(4) 2 ? C26 C27 1.09(4) 2 ? C26 C27 1.495(18) . ? C26 C28 1.81(4) 2 ? C26 C29 1.98(4) 2 ? C27 C26 1.09(4) 2 ? C27 C27 1.16(4) 2 ? C27 C28 1.500(16) . ? C27 C25 1.87(4) 2 ? C28 C25 1.20(3) 2 ? C28 C29 1.560(19) . ? C28 C26 1.81(4) 2 ? C28 C24 1.85(4) 2 ? C29 C24 0.56(3) 2 ? C29 C25 1.01(3) 2 ? C29 C26 1.98(4) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 C6 120.1(4) . . ? C4 N2 C15 122.3(4) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C1 126.9(4) . . ? N1 C2 C3 117.7(4) . . ? C1 C2 C3 115.4(4) . . ? C3 C3 C4 112.9(4) 2_656 . ? C3 C3 C2 113.6(4) 2_656 . ? C4 C3 C2 106.8(3) . . ? C3 C3 H3 107.8 2_656 . ? C4 C3 H3 107.8 . . ? C2 C3 H3 107.8 . . ? N2 C4 C5 125.9(4) . . ? N2 C4 C3 116.3(4) . . ? C5 C4 C3 117.9(4) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C11 C6 C7 121.0(4) . . ? C11 C6 N1 121.3(4) . . ? C7 C6 N1 117.4(4) . . ? C8 C7 C6 117.2(4) . . ? C8 C7 C12 120.8(4) . . ? C6 C7 C12 122.0(4) . . ? C9 C8 C7 123.7(4) . . ? C9 C8 H8 118.2 . . ? C7 C8 H8 118.2 . . ? C10 C9 C8 117.2(4) . . ? C10 C9 C13 120.9(4) . . ? C8 C9 C13 121.9(5) . . ? C9 C10 C11 122.6(4) . . ? C9 C10 H10 118.7 . . ? C11 C10 H10 118.7 . . ? C6 C11 C10 118.4(4) . . ? C6 C11 C14 121.0(4) . . ? C10 C11 C14 120.6(4) . . ? 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 . . ? C20 C15 C16 120.4(4) . . ? C20 C15 N2 122.1(4) . . ? C16 C15 N2 117.1(4) . . ? C15 C16 C17 118.7(4) . . ? C15 C16 C21 120.8(4) . . ? C17 C16 C21 120.5(4) . . ? C18 C17 C16 121.4(4) . . ? C18 C17 H17 119.3 . . ? C16 C17 H17 119.3 . . ? C19 C18 C17 118.0(5) . . ? C19 C18 C22 122.0(5) . . ? C17 C18 C22 120.0(5) . . ? C18 C19 C20 123.3(5) . . ? C18 C19 H19 118.4 . . ? C20 C19 H19 118.4 . . ? C15 C20 C19 118.1(4) . . ? C15 C20 C23 122.7(4) . . ? C19 C20 C23 119.2(4) . . ? 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 . . ? C18 C22 H22A 109.5 . . ? C18 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C18 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C29 C24 C25 18(5) 2 . ? C29 C24 C28 51(5) 2 2 ? C25 C24 C28 40.3(12) . 2 ? C29 C25 C28 89(2) 2 2 ? C29 C25 C26 105(3) 2 . ? C28 C25 C26 85(2) 2 . ? C29 C25 C24 10(3) 2 . ? C28 C25 C24 85(2) 2 . ? C26 C25 C24 113(2) . . ? C29 C25 C27 114(3) 2 2 ? C28 C25 C27 53.1(15) 2 2 ? C26 C25 C27 35.4(14) . 2 ? C24 C25 C27 116.8(18) . 2 ? C27 C26 C25 94(2) 2 . ? C27 C26 C27 50(2) 2 . ? C25 C26 C27 129(2) . . ? C27 C26 C28 55.7(17) 2 2 ? C25 C26 C28 41.4(14) . 2 ? C27 C26 C28 103(2) . 2 ? C27 C26 C29 103(2) 2 2 ? C25 C26 C29 29.6(14) . 2 ? C27 C26 C29 151(2) . 2 ? C28 C26 C29 48.4(10) 2 2 ? C26 C27 C27 83(3) 2 2 ? C26 C27 C26 130(2) 2 . ? C27 C27 C26 46.2(19) 2 . ? C26 C27 C28 88(3) 2 . ? C27 C27 C28 155(4) 2 . ? C26 C27 C28 137(2) . . ? C26 C27 C25 51.0(18) 2 2 ? C27 C27 C25 121(3) 2 2 ? C26 C27 C25 148.9(17) . 2 ? C28 C27 C25 39.9(14) . 2 ? C25 C28 C27 87(2) 2 . ? C25 C28 C29 40.4(14) 2 . ? C27 C28 C29 107(2) . . ? C25 C28 C26 53.2(14) 2 2 ? C27 C28 C26 36.8(15) . 2 ? C29 C28 C26 71.3(16) . 2 ? C25 C28 C24 55.1(18) 2 2 ? C27 C28 C24 119(2) . 2 ? C29 C28 C24 16.0(15) . 2 ? C26 C28 C24 85.6(18) 2 2 ? C24 C29 C25 152(8) 2 2 ? C24 C29 C28 113(6) 2 . ? C25 C29 C28 50(2) 2 . ? C24 C29 C26 154(7) 2 2 ? C25 C29 C26 45.4(19) 2 2 ? C28 C29 C26 60.3(14) . 2 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 N1 C2 C1 -1.5(7) . . . . ? C6 N1 C2 C3 178.5(4) . . . . ? N1 C2 C3 C3 22.1(6) . . . 2_656 ? C1 C2 C3 C3 -157.9(5) . . . 2_656 ? N1 C2 C3 C4 -103.1(4) . . . . ? C1 C2 C3 C4 76.9(5) . . . . ? C15 N2 C4 C5 -1.3(7) . . . . ? C15 N2 C4 C3 178.0(3) . . . . ? C3 C3 C4 N2 144.0(5) 2_656 . . . ? C2 C3 C4 N2 -90.4(4) . . . . ? C3 C3 C4 C5 -36.6(6) 2_656 . . . ? C2 C3 C4 C5 89.0(4) . . . . ? C2 N1 C6 C11 84.7(6) . . . . ? C2 N1 C6 C7 -101.4(5) . . . . ? C11 C6 C7 C8 -0.4(7) . . . . ? N1 C6 C7 C8 -174.3(4) . . . . ? C11 C6 C7 C12 -178.7(4) . . . . ? N1 C6 C7 C12 7.4(7) . . . . ? C6 C7 C8 C9 1.6(7) . . . . ? C12 C7 C8 C9 179.9(5) . . . . ? C7 C8 C9 C10 -0.9(7) . . . . ? C7 C8 C9 C13 178.2(5) . . . . ? C8 C9 C10 C11 -1.0(8) . . . . ? C13 C9 C10 C11 179.9(5) . . . . ? C7 C6 C11 C10 -1.3(7) . . . . ? N1 C6 C11 C10 172.3(4) . . . . ? C7 C6 C11 C14 178.1(5) . . . . ? N1 C6 C11 C14 -8.2(7) . . . . ? C9 C10 C11 C6 2.1(8) . . . . ? C9 C10 C11 C14 -177.4(5) . . . . ? C4 N2 C15 C20 -71.1(6) . . . . ? C4 N2 C15 C16 115.7(5) . . . . ? C20 C15 C16 C17 4.8(7) . . . . ? N2 C15 C16 C17 178.1(5) . . . . ? C20 C15 C16 C21 -172.6(5) . . . . ? N2 C15 C16 C21 0.7(7) . . . . ? C15 C16 C17 C18 -3.0(8) . . . . ? C21 C16 C17 C18 174.4(5) . . . . ? C16 C17 C18 C19 -1.2(9) . . . . ? C16 C17 C18 C22 179.1(6) . . . . ? C17 C18 C19 C20 3.7(9) . . . . ? C22 C18 C19 C20 -176.6(6) . . . . ? C16 C15 C20 C19 -2.5(7) . . . . ? N2 C15 C20 C19 -175.4(4) . . . . ? C16 C15 C20 C23 176.2(4) . . . . ? N2 C15 C20 C23 3.3(7) . . . . ? C18 C19 C20 C15 -1.9(8) . . . . ? C18 C19 C20 C23 179.3(5) . . . . ? C28 C24 C25 C29 117(17) 2 . . 2 ? C29 C24 C25 C28 -117(17) 2 . . 2 ? C29 C24 C25 C26 -34(17) 2 . . . ? C28 C24 C25 C26 83(3) 2 . . . ? C29 C24 C25 C27 -73(17) 2 . . 2 ? C28 C24 C25 C27 43.7(17) 2 . . 2 ? C29 C25 C26 C27 -110(3) 2 . . 2 ? C28 C25 C26 C27 -22(3) 2 . . 2 ? C24 C25 C26 C27 -104(3) . . . 2 ? C29 C25 C26 C27 -150(3) 2 . . . ? C28 C25 C26 C27 -62(3) 2 . . . ? C24 C25 C26 C27 -144(3) . . . . ? C27 C25 C26 C27 -40(3) 2 . . . ? C29 C25 C26 C28 -88(3) 2 . . 2 ? C24 C25 C26 C28 -82(3) . . . 2 ? C27 C25 C26 C28 22(3) 2 . . 2 ? C28 C25 C26 C29 88(3) 2 . . 2 ? C24 C25 C26 C29 6(3) . . . 2 ? C27 C25 C26 C29 110(3) 2 . . 2 ? C27 C26 C27 C26 0.000(2) 2 . . 2 ? C25 C26 C27 C26 56(4) . . . 2 ? C28 C26 C27 C26 19(3) 2 . . 2 ? C29 C26 C27 C26 25(5) 2 . . 2 ? C25 C26 C27 C27 56(4) . . . 2 ? C28 C26 C27 C27 19(3) 2 . . 2 ? C29 C26 C27 C27 25(5) 2 . . 2 ? C27 C26 C27 C28 145(5) 2 . . . ? C25 C26 C27 C28 -159(3) . . . . ? C28 C26 C27 C28 164(2) 2 . . . ? C29 C26 C27 C28 170(3) 2 . . . ? C27 C26 C27 C25 78(4) 2 . . 2 ? C25 C26 C27 C25 134(3) . . . 2 ? C28 C26 C27 C25 97(4) 2 . . 2 ? C29 C26 C27 C25 103(5) 2 . . 2 ? C26 C27 C28 C25 21(3) 2 . . 2 ? C27 C27 C28 C25 -47(9) 2 . . 2 ? C26 C27 C28 C25 -132(3) . . . 2 ? C26 C27 C28 C29 -14(3) 2 . . . ? C27 C27 C28 C29 -82(9) 2 . . . ? C26 C27 C28 C29 -168(3) . . . . ? C25 C27 C28 C29 -35.6(17) 2 . . . ? C27 C27 C28 C26 -68(8) 2 . . 2 ? C26 C27 C28 C26 -153(4) . . . 2 ? C25 C27 C28 C26 -21(3) 2 . . 2 ? C26 C27 C28 C24 -25(3) 2 . . 2 ? C27 C27 C28 C24 -93(9) 2 . . 2 ? C26 C27 C28 C24 -179(2) . . . 2 ? C25 C27 C28 C24 -46.5(19) 2 . . 2 ? C25 C28 C29 C24 153(9) 2 . . 2 ? C27 C28 C29 C24 -143(7) . . . 2 ? C26 C28 C29 C24 -152(7) 2 . . 2 ? C27 C28 C29 C25 64(3) . . . 2 ? C26 C28 C29 C25 55(2) 2 . . 2 ? C24 C28 C29 C25 -153(9) 2 . . 2 ? C25 C28 C29 C26 -55(2) 2 . . 2 ? C27 C28 C29 C26 9.0(18) . . . 2 ? C24 C28 C29 C26 152(7) 2 . . 2 ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.286 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.047 #====================================================end data_complex4 _database_code_depnum_ccdc_archive 'CCDC 843450' #TrackingRef 'sxd 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C58 H82 N4, C6 H14' _chemical_formula_sum 'C64 H96 N4' _chemical_formula_weight 921.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 9.3421(10) _cell_length_b 11.6601(14) _cell_length_c 13.6945(17) _cell_angle_alpha 98.348(4) _cell_angle_beta 97.568(4) _cell_angle_gamma 92.448(3) _cell_volume 1460.2(3) _cell_formula_units_Z 1 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5903 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.048 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 508 _exptl_absorpt_coefficient_mu 0.060 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.782 _exptl_absorpt_correction_T_max 0.975 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12370 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_sigmaI/netI 0.0436 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5384 _reflns_number_gt 3887 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1244P)^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_extinction_coef ? _refine_ls_number_reflns 5384 _refine_ls_number_parameters 315 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0866 _refine_ls_R_factor_gt 0.0645 _refine_ls_wR_factor_ref 0.1928 _refine_ls_wR_factor_gt 0.1784 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.101 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.63545(16) 0.08256(14) 0.70916(10) 0.0327(4) Uani 1 1 d . . . N2 N 0.37138(15) 0.16955(13) 0.45137(10) 0.0307(4) Uani 1 1 d . . . C1 C 0.3854(2) -0.00679(18) 0.67161(13) 0.0369(5) Uani 1 1 d . . . H1A H 0.3953 -0.0136 0.7419 0.055 Uiso 1 1 calc R . . H1B H 0.3608 -0.0828 0.6322 0.055 Uiso 1 1 calc R . . H1C H 0.3095 0.0447 0.6563 0.055 Uiso 1 1 calc R . . C2 C 0.52590(18) 0.04187(15) 0.64743(12) 0.0291(4) Uani 1 1 d . . . C3 C 0.53532(18) 0.05138(16) 0.53734(12) 0.0292(4) Uani 1 1 d . . . H3 H 0.6396 0.0539 0.5306 0.035 Uiso 1 1 calc R . . C4 C 0.48214(18) 0.16875(15) 0.51616(12) 0.0280(4) Uani 1 1 d . . . C5 C 0.5664(2) 0.27498(17) 0.57421(14) 0.0362(4) Uani 1 1 d . . . H5A H 0.6551 0.2874 0.5464 0.054 Uiso 1 1 calc R . . H5B H 0.5897 0.2643 0.6433 0.054 Uiso 1 1 calc R . . H5C H 0.5088 0.3419 0.5704 0.054 Uiso 1 1 calc R . . C6 C 0.6454(2) 0.08035(17) 0.81381(13) 0.0345(4) Uani 1 1 d . . . C7 C 0.5686(2) 0.15314(19) 0.87635(14) 0.0401(5) Uani 1 1 d . . . C8 C 0.5944(2) 0.1492(2) 0.97870(15) 0.0512(6) Uani 1 1 d . . . H8 H 0.5437 0.1970 1.0218 0.061 Uiso 1 1 calc R . . C9 C 0.6917(3) 0.0775(2) 1.01789(15) 0.0563(6) Uani 1 1 d . . . H9 H 0.7059 0.0756 1.0869 0.068 Uiso 1 1 calc R . . C10 C 0.7688(2) 0.0078(2) 0.95559(15) 0.0484(5) Uani 1 1 d . . . H10 H 0.8356 -0.0410 0.9829 0.058 Uiso 1 1 calc R . . C11 C 0.7491(2) 0.00901(18) 0.85367(14) 0.0383(5) Uani 1 1 d . . . C12 C 0.4662(2) 0.2395(2) 0.83916(15) 0.0460(5) Uani 1 1 d . . . H12 H 0.4468 0.2203 0.7656 0.055 Uiso 1 1 calc R . . C13 C 0.5371(4) 0.3632(2) 0.8644(2) 0.0730(8) Uani 1 1 d . . . H13A H 0.5607 0.3836 0.9362 0.110 Uiso 1 1 calc R . . H13B H 0.4706 0.4172 0.8392 0.110 Uiso 1 1 calc R . . H13C H 0.6249 0.3671 0.8339 0.110 Uiso 1 1 calc R . . C14 C 0.3213(3) 0.2338(3) 0.8784(2) 0.0722(8) Uani 1 1 d . . . H14A H 0.2785 0.1549 0.8626 0.108 Uiso 1 1 calc R . . H14B H 0.2572 0.2856 0.8476 0.108 Uiso 1 1 calc R . . H14C H 0.3361 0.2572 0.9501 0.108 Uiso 1 1 calc R . . C15 C 0.8421(2) -0.0601(2) 0.78594(15) 0.0460(5) Uani 1 1 d . . . H15 H 0.7801 -0.0884 0.7219 0.055 Uiso 1 1 calc R . . C16 C 0.9630(3) 0.0197(3) 0.7644(2) 0.0704(8) Uani 1 1 d . . . H16A H 0.9217 0.0828 0.7335 0.106 Uiso 1 1 calc R . . H16B H 1.0204 -0.0238 0.7196 0.106 Uiso 1 1 calc R . . H16C H 1.0239 0.0511 0.8262 0.106 Uiso 1 1 calc R . . C17 C 0.9036(3) -0.1653(2) 0.82577(19) 0.0661(7) Uani 1 1 d . . . H17A H 0.9763 -0.1398 0.8832 0.099 Uiso 1 1 calc R . . H17B H 0.9474 -0.2117 0.7743 0.099 Uiso 1 1 calc R . . H17C H 0.8265 -0.2116 0.8453 0.099 Uiso 1 1 calc R . . C18 C 0.31241(19) 0.27406(16) 0.42562(13) 0.0318(4) Uani 1 1 d . . . C19 C 0.3802(2) 0.34418(17) 0.36754(13) 0.0348(4) Uani 1 1 d . . . C20 C 0.3051(2) 0.43572(18) 0.33533(15) 0.0443(5) Uani 1 1 d . . . H20 H 0.3477 0.4824 0.2952 0.053 Uiso 1 1 calc R . . C21 C 0.1703(3) 0.4597(2) 0.36070(17) 0.0525(6) Uani 1 1 d . . . H21 H 0.1228 0.5228 0.3389 0.063 Uiso 1 1 calc R . . C22 C 0.1056(2) 0.3907(2) 0.41806(17) 0.0499(6) Uani 1 1 d . . . H22 H 0.0141 0.4079 0.4356 0.060 Uiso 1 1 calc R . . C23 C 0.1729(2) 0.29594(18) 0.45070(15) 0.0398(5) Uani 1 1 d . . . C24 C 0.5273(2) 0.32129(17) 0.33531(14) 0.0387(5) Uani 1 1 d . . . H24 H 0.5685 0.2600 0.3715 0.046 Uiso 1 1 calc R . . C25 C 0.6330(2) 0.4286(2) 0.36220(17) 0.0496(6) Uani 1 1 d . . . H25A H 0.7268 0.4088 0.3441 0.074 Uiso 1 1 calc R . . H25B H 0.6424 0.4555 0.4333 0.074 Uiso 1 1 calc R . . H25C H 0.5968 0.4896 0.3262 0.074 Uiso 1 1 calc R . . C26 C 0.5133(3) 0.2757(2) 0.22374(15) 0.0552(6) Uani 1 1 d . . . H26A H 0.4706 0.3332 0.1863 0.083 Uiso 1 1 calc R . . H26B H 0.4520 0.2043 0.2087 0.083 Uiso 1 1 calc R . . H26C H 0.6083 0.2606 0.2055 0.083 Uiso 1 1 calc R . . C27 C 0.1033(2) 0.2197(2) 0.51419(18) 0.0503(6) Uani 1 1 d . . . H27 H 0.1420 0.1419 0.5022 0.060 Uiso 1 1 calc R . . C28 C -0.0625(3) 0.2040(3) 0.4878(3) 0.0832(9) Uani 1 1 d . . . H28A H -0.0998 0.1462 0.5238 0.125 Uiso 1 1 calc R . . H28B H -0.0877 0.1787 0.4167 0.125 Uiso 1 1 calc R . . H28C H -0.1045 0.2774 0.5062 0.125 Uiso 1 1 calc R . . C29 C 0.1460(3) 0.2677(3) 0.6233(2) 0.0710(8) Uani 1 1 d . . . H29A H 0.2507 0.2740 0.6388 0.106 Uiso 1 1 calc R . . H29B H 0.1060 0.2160 0.6637 0.106 Uiso 1 1 calc R . . H29C H 0.1089 0.3438 0.6373 0.106 Uiso 1 1 calc R . . C30 C -0.0249(14) 0.4470(11) -0.0281(9) 0.155(4) Uiso 0.50 1 d PD . . C31 C -0.0491(15) 0.4754(13) 0.0812(10) 0.152(4) Uiso 0.50 1 d PD . . C32 C 0.0150(14) 0.5938(12) 0.1191(10) 0.176(5) Uiso 0.50 1 d PD . . C33 C 0.0582(11) 0.6580(9) 0.0464(7) 0.127(3) Uiso 0.50 1 d PD . . C34 C 0.0738(19) 0.5677(16) -0.0382(12) 0.196(7) Uiso 0.50 1 d PD . . C35 C 0.1331(10) 0.5699(9) -0.1304(7) 0.120(3) Uiso 0.50 1 d PD . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0383(8) 0.0331(9) 0.0255(7) 0.0037(6) 0.0003(6) 0.0021(7) N2 0.0329(8) 0.0295(9) 0.0299(8) 0.0040(6) 0.0050(6) 0.0039(6) C1 0.0389(10) 0.0409(12) 0.0298(9) 0.0019(8) 0.0062(7) -0.0015(8) C2 0.0372(9) 0.0244(10) 0.0255(9) 0.0025(7) 0.0042(7) 0.0060(7) C3 0.0345(9) 0.0283(10) 0.0244(8) 0.0031(7) 0.0031(7) 0.0032(7) C4 0.0327(9) 0.0285(10) 0.0231(8) 0.0025(7) 0.0072(7) 0.0011(7) C5 0.0420(10) 0.0303(11) 0.0333(9) 0.0016(8) -0.0016(8) 0.0004(8) C6 0.0407(10) 0.0349(11) 0.0254(9) 0.0032(8) -0.0009(7) -0.0054(8) C7 0.0467(11) 0.0421(12) 0.0299(9) 0.0036(8) 0.0030(8) -0.0008(9) C8 0.0644(14) 0.0610(16) 0.0271(10) 0.0014(10) 0.0081(9) 0.0054(12) C9 0.0732(15) 0.0695(17) 0.0256(10) 0.0110(10) -0.0003(10) 0.0052(13) C10 0.0556(13) 0.0519(14) 0.0346(11) 0.0111(10) -0.0088(9) 0.0007(10) C11 0.0426(10) 0.0375(12) 0.0308(9) 0.0040(8) -0.0055(8) -0.0057(9) C12 0.0579(13) 0.0485(14) 0.0311(10) 0.0019(9) 0.0068(9) 0.0098(10) C13 0.103(2) 0.0503(17) 0.0628(16) 0.0097(13) -0.0023(15) 0.0082(15) C14 0.0664(16) 0.097(2) 0.0587(15) 0.0166(15) 0.0178(12) 0.0276(16) C15 0.0465(11) 0.0484(13) 0.0378(10) 0.0002(9) -0.0079(8) 0.0076(10) C16 0.0556(14) 0.088(2) 0.0710(17) 0.0154(15) 0.0173(12) 0.0110(14) C17 0.0683(16) 0.0600(17) 0.0613(15) -0.0009(13) -0.0165(12) 0.0196(13) C18 0.0339(9) 0.0280(10) 0.0303(9) -0.0005(8) -0.0032(7) 0.0041(8) C19 0.0448(10) 0.0286(11) 0.0276(9) -0.0002(8) -0.0022(8) 0.0026(8) C20 0.0592(13) 0.0335(12) 0.0383(11) 0.0072(9) -0.0027(9) 0.0062(10) C21 0.0601(14) 0.0383(13) 0.0559(13) 0.0071(10) -0.0084(10) 0.0175(10) C22 0.0411(11) 0.0438(14) 0.0595(13) -0.0047(11) -0.0020(10) 0.0135(10) C23 0.0374(10) 0.0360(12) 0.0423(11) -0.0013(9) -0.0008(8) 0.0042(8) C24 0.0503(11) 0.0337(11) 0.0329(10) 0.0066(8) 0.0070(8) 0.0043(9) C25 0.0557(13) 0.0438(14) 0.0489(12) 0.0084(10) 0.0067(10) -0.0031(10) C26 0.0722(15) 0.0564(16) 0.0370(11) 0.0006(10) 0.0160(10) 0.0012(12) C27 0.0373(11) 0.0465(13) 0.0684(15) 0.0066(11) 0.0137(10) 0.0050(9) C28 0.0464(14) 0.101(3) 0.101(2) 0.0133(19) 0.0131(14) -0.0084(15) C29 0.0685(16) 0.087(2) 0.0617(16) 0.0233(15) 0.0149(13) -0.0045(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C2 1.265(2) . ? N1 C6 1.428(2) . ? N2 C4 1.272(2) . ? N2 C18 1.430(2) . ? C1 C2 1.503(2) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 C3 1.541(2) . ? C3 C3 1.522(4) 2_656 ? C3 C4 1.529(2) . ? C3 H3 0.9900 . ? C4 C5 1.501(3) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C5 H5C 0.9700 . ? C6 C7 1.404(3) . ? C6 C11 1.411(3) . ? C7 C8 1.398(3) . ? C7 C12 1.514(3) . ? C8 C9 1.371(3) . ? C8 H8 0.9400 . ? C9 C10 1.385(3) . ? C9 H9 0.9400 . ? C10 C11 1.386(3) . ? C10 H10 0.9400 . ? C11 C15 1.523(3) . ? C12 C14 1.523(3) . ? C12 C13 1.533(4) . ? C12 H12 0.9900 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C15 C17 1.518(3) . ? C15 C16 1.519(4) . ? C15 H15 0.9900 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C16 H16C 0.9700 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C18 C19 1.407(3) . ? C18 C23 1.416(3) . ? C19 C20 1.394(3) . ? C19 C24 1.521(3) . ? C20 C21 1.380(3) . ? C20 H20 0.9400 . ? C21 C22 1.377(3) . ? C21 H21 0.9400 . ? C22 C23 1.394(3) . ? C22 H22 0.9400 . ? C23 C27 1.515(3) . ? C24 C26 1.530(3) . ? C24 C25 1.530(3) . ? C24 H24 0.9900 . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C25 H25C 0.9700 . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C26 H26C 0.9700 . ? C27 C29 1.512(4) . ? C27 C28 1.540(3) . ? C27 H27 0.9900 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 H28C 0.9700 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C29 H29C 0.9700 . ? C30 C34 1.100(17) 2_565 ? C30 C33 1.231(14) 2_565 ? C30 C32 1.285(16) 2_565 ? C30 C30 1.39(2) 2_565 ? C30 C31 1.448(18) 2_565 ? C30 C31 1.534(15) . ? C31 C34 0.72(2) 2_565 ? C31 C35 1.248(14) 2_565 ? C31 C30 1.448(18) 2_565 ? C31 C32 1.475(14) . ? C32 C30 1.285(16) 2_565 ? C32 C33 1.418(13) . ? C33 C30 1.231(14) 2_565 ? C33 C34 1.476(15) . ? C34 C31 0.72(2) 2_565 ? C34 C30 1.100(17) 2_565 ? C34 C35 1.447(15) . ? C35 C31 1.248(14) 2_565 ? 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 C2 N1 C6 123.39(15) . . ? C4 N2 C18 123.09(16) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C1 126.55(15) . . ? N1 C2 C3 115.99(15) . . ? C1 C2 C3 117.31(15) . . ? C3 C3 C4 113.87(17) 2_656 . ? C3 C3 C2 115.06(18) 2_656 . ? C4 C3 C2 108.59(13) . . ? C3 C3 H3 106.2 2_656 . ? C4 C3 H3 106.2 . . ? C2 C3 H3 106.2 . . ? N2 C4 C5 124.99(16) . . ? N2 C4 C3 118.34(16) . . ? C5 C4 C3 116.67(14) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C11 120.85(16) . . ? C7 C6 N1 122.81(17) . . ? C11 C6 N1 116.02(16) . . ? C8 C7 C6 117.82(19) . . ? C8 C7 C12 118.76(18) . . ? C6 C7 C12 123.33(16) . . ? C9 C8 C7 121.76(19) . . ? C9 C8 H8 119.1 . . ? C7 C8 H8 119.1 . . ? C8 C9 C10 119.83(18) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C9 C10 C11 121.0(2) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C6 118.67(18) . . ? C10 C11 C15 121.16(18) . . ? C6 C11 C15 120.10(16) . . ? C7 C12 C14 113.02(19) . . ? C7 C12 C13 110.62(19) . . ? C14 C12 C13 110.5(2) . . ? C7 C12 H12 107.5 . . ? C14 C12 H12 107.5 . . ? C13 C12 H12 107.5 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C17 C15 C16 110.3(2) . . ? C17 C15 C11 114.37(18) . . ? C16 C15 C11 109.5(2) . . ? C17 C15 H15 107.4 . . ? C16 C15 H15 107.4 . . ? C11 C15 H15 107.4 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C23 121.07(17) . . ? C19 C18 N2 122.10(15) . . ? C23 C18 N2 116.36(16) . . ? C20 C19 C18 117.78(17) . . ? C20 C19 C24 119.19(17) . . ? C18 C19 C24 122.97(16) . . ? C21 C20 C19 121.93(19) . . ? C21 C20 H20 119.0 . . ? C19 C20 H20 119.0 . . ? C22 C21 C20 119.63(19) . . ? C22 C21 H21 120.2 . . ? C20 C21 H21 120.2 . . ? C21 C22 C23 121.49(19) . . ? C21 C22 H22 119.3 . . ? C23 C22 H22 119.3 . . ? C22 C23 C18 118.07(19) . . ? C22 C23 C27 122.03(18) . . ? C18 C23 C27 119.87(17) . . ? C19 C24 C26 111.20(16) . . ? C19 C24 C25 112.32(17) . . ? C26 C24 C25 110.43(17) . . ? C19 C24 H24 107.6 . . ? C26 C24 H24 107.6 . . ? C25 C24 H24 107.6 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C29 C27 C23 109.8(2) . . ? C29 C27 C28 110.8(2) . . ? C23 C27 C28 113.1(2) . . ? C29 C27 H27 107.6 . . ? C23 C27 H27 107.6 . . ? C28 C27 H27 107.6 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C34 C30 C33 78.3(13) 2_565 2_565 ? C34 C30 C32 144.9(17) 2_565 2_565 ? C33 C30 C32 68.6(9) 2_565 2_565 ? C34 C30 C30 84.4(15) 2_565 2_565 ? C33 C30 C30 158.1(17) 2_565 2_565 ? C32 C30 C30 130.5(16) 2_565 2_565 ? C34 C30 C31 149.4(17) 2_565 2_565 ? C33 C30 C31 132.1(13) 2_565 2_565 ? C32 C30 C31 65.0(9) 2_565 2_565 ? C30 C30 C31 65.5(11) 2_565 2_565 ? C34 C30 C31 25.6(12) 2_565 . ? C33 C30 C31 101.8(11) 2_565 . ? C32 C30 C31 170.3(12) 2_565 . ? C30 C30 C31 59.2(10) 2_565 . ? C31 C30 C31 124.7(10) 2_565 . ? C34 C31 C35 91(2) 2_565 2_565 ? C34 C31 C30 96(2) 2_565 2_565 ? C35 C31 C30 165.1(15) 2_565 2_565 ? C34 C31 C32 147(2) 2_565 . ? C35 C31 C32 118.7(13) 2_565 . ? C30 C31 C32 52.2(8) 2_565 . ? C34 C31 C30 41.3(17) 2_565 . ? C35 C31 C30 131.8(13) 2_565 . ? C30 C31 C30 55.3(10) 2_565 . ? C32 C31 C30 107.5(11) . . ? C30 C32 C33 53.9(8) 2_565 . ? C30 C32 C31 62.8(10) 2_565 . ? C33 C32 C31 115.8(12) . . ? C30 C33 C32 57.5(9) 2_565 . ? C30 C33 C34 46.9(9) 2_565 . ? C32 C33 C34 103.6(12) . . ? C31 C34 C30 113(3) 2_565 2_565 ? C31 C34 C35 59.6(17) 2_565 . ? C30 C34 C35 172(2) 2_565 . ? C31 C34 C33 156(3) 2_565 . ? C30 C34 C33 54.8(10) 2_565 . ? C35 C34 C33 133.2(15) . . ? C31 C35 C34 29.9(9) 2_565 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 N1 C2 C1 4.8(3) . . . . ? C6 N1 C2 C3 -179.63(15) . . . . ? N1 C2 C3 C3 143.25(19) . . . 2_656 ? C1 C2 C3 C3 -40.8(2) . . . 2_656 ? N1 C2 C3 C4 -87.82(18) . . . . ? C1 C2 C3 C4 88.15(19) . . . . ? C18 N2 C4 C5 -0.1(3) . . . . ? C18 N2 C4 C3 -179.95(14) . . . . ? C3 C3 C4 N2 11.3(2) 2_656 . . . ? C2 C3 C4 N2 -118.34(16) . . . . ? C3 C3 C4 C5 -168.60(17) 2_656 . . . ? C2 C3 C4 C5 61.80(19) . . . . ? C2 N1 C6 C7 -73.3(3) . . . . ? C2 N1 C6 C11 113.2(2) . . . . ? C11 C6 C7 C8 -2.4(3) . . . . ? N1 C6 C7 C8 -175.60(18) . . . . ? C11 C6 C7 C12 174.24(19) . . . . ? N1 C6 C7 C12 1.0(3) . . . . ? C6 C7 C8 C9 0.3(3) . . . . ? C12 C7 C8 C9 -176.5(2) . . . . ? C7 C8 C9 C10 1.0(4) . . . . ? C8 C9 C10 C11 -0.2(4) . . . . ? C9 C10 C11 C6 -1.8(3) . . . . ? C9 C10 C11 C15 175.1(2) . . . . ? C7 C6 C11 C10 3.1(3) . . . . ? N1 C6 C11 C10 176.79(18) . . . . ? C7 C6 C11 C15 -173.82(19) . . . . ? N1 C6 C11 C15 -0.1(3) . . . . ? C8 C7 C12 C14 -51.1(3) . . . . ? C6 C7 C12 C14 132.3(2) . . . . ? C8 C7 C12 C13 73.4(3) . . . . ? C6 C7 C12 C13 -103.2(2) . . . . ? C10 C11 C15 C17 26.0(3) . . . . ? C6 C11 C15 C17 -157.2(2) . . . . ? C10 C11 C15 C16 -98.5(2) . . . . ? C6 C11 C15 C16 78.4(2) . . . . ? C4 N2 C18 C19 73.9(2) . . . . ? C4 N2 C18 C23 -113.94(19) . . . . ? C23 C18 C19 C20 -0.2(3) . . . . ? N2 C18 C19 C20 171.69(16) . . . . ? C23 C18 C19 C24 -177.54(17) . . . . ? N2 C18 C19 C24 -5.7(3) . . . . ? C18 C19 C20 C21 1.5(3) . . . . ? C24 C19 C20 C21 178.95(19) . . . . ? C19 C20 C21 C22 -1.1(3) . . . . ? C20 C21 C22 C23 -0.6(4) . . . . ? C21 C22 C23 C18 1.8(3) . . . . ? C21 C22 C23 C27 179.7(2) . . . . ? C19 C18 C23 C22 -1.4(3) . . . . ? N2 C18 C23 C22 -173.72(17) . . . . ? C19 C18 C23 C27 -179.41(18) . . . . ? N2 C18 C23 C27 8.3(3) . . . . ? C20 C19 C24 C26 -69.1(2) . . . . ? C18 C19 C24 C26 108.2(2) . . . . ? C20 C19 C24 C25 55.2(2) . . . . ? C18 C19 C24 C25 -127.4(2) . . . . ? C22 C23 C27 C29 -89.4(2) . . . . ? C18 C23 C27 C29 88.5(2) . . . . ? C22 C23 C27 C28 35.0(3) . . . . ? C18 C23 C27 C28 -147.1(2) . . . . ? C33 C30 C31 C34 -24(3) 2_565 . . 2_565 ? C32 C30 C31 C34 -15(8) 2_565 . . 2_565 ? C30 C30 C31 C34 168(4) 2_565 . . 2_565 ? C31 C30 C31 C34 168(4) 2_565 . . 2_565 ? C34 C30 C31 C35 -5(3) 2_565 . . 2_565 ? C33 C30 C31 C35 -28.5(19) 2_565 . . 2_565 ? C32 C30 C31 C35 -20(9) 2_565 . . 2_565 ? C30 C30 C31 C35 163.3(19) 2_565 . . 2_565 ? C31 C30 C31 C35 163.3(19) 2_565 . . 2_565 ? C34 C30 C31 C30 -168(4) 2_565 . . 2_565 ? C33 C30 C31 C30 168.2(18) 2_565 . . 2_565 ? C32 C30 C31 C30 177(8) 2_565 . . 2_565 ? C31 C30 C31 C30 0.000(2) 2_565 . . 2_565 ? C34 C30 C31 C32 -167(4) 2_565 . . . ? C33 C30 C31 C32 168.7(12) 2_565 . . . ? C32 C30 C31 C32 177(7) 2_565 . . . ? C30 C30 C31 C32 0.5(13) 2_565 . . . ? C31 C30 C31 C32 0.5(13) 2_565 . . . ? C34 C31 C32 C30 -16(5) 2_565 . . 2_565 ? C35 C31 C32 C30 -165.9(17) 2_565 . . 2_565 ? C30 C31 C32 C30 -0.5(13) . . . 2_565 ? C34 C31 C32 C33 -5(5) 2_565 . . . ? C35 C31 C32 C33 -155.2(12) 2_565 . . . ? C30 C31 C32 C33 10.7(12) 2_565 . . . ? C30 C31 C32 C33 10.3(16) . . . . ? C31 C32 C33 C30 -11.8(13) . . . 2_565 ? C30 C32 C33 C34 -8.9(13) 2_565 . . . ? C31 C32 C33 C34 -20.8(15) . . . . ? C30 C33 C34 C31 66(6) 2_565 . . 2_565 ? C32 C33 C34 C31 76(7) . . . 2_565 ? C32 C33 C34 C30 10.3(15) . . . 2_565 ? C30 C33 C34 C35 180(3) 2_565 . . . ? C32 C33 C34 C35 -170.1(17) . . . . ? C30 C34 C35 C31 24(13) 2_565 . . 2_565 ? C33 C34 C35 C31 -154(4) . . . 2_565 ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.460 _refine_diff_density_min -0.296 _refine_diff_density_rms 0.084 #====================================================end data_complex5 _database_code_depnum_ccdc_archive 'CCDC 843451' #TrackingRef 'sxd 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H58 Eu N4' _chemical_formula_sum 'C46 H58 Eu N4' _chemical_formula_weight 818.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _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 10.9466(15) _cell_length_b 11.5259(16) _cell_length_c 19.195(2) _cell_angle_alpha 101.515(2) _cell_angle_beta 96.956(2) _cell_angle_gamma 115.923(2) _cell_volume 2073.8(5) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 8094 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.311 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 850 _exptl_absorpt_coefficient_mu 1.547 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.484 _exptl_absorpt_correction_T_max 0.737 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17904 _diffrn_reflns_av_R_equivalents 0.0576 _diffrn_reflns_av_sigmaI/netI 0.0833 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 25.50 _reflns_number_total 7668 _reflns_number_gt 6390 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0447P)^2^+4.4166P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7668 _refine_ls_number_parameters 419 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0726 _refine_ls_wR_factor_ref 0.1458 _refine_ls_wR_factor_gt 0.1358 _refine_ls_goodness_of_fit_ref 1.121 _refine_ls_restrained_S_all 1.121 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.18219(4) 0.28615(4) 0.25358(2) 0.04491(15) Uani 1 1 d . . . N1 N 0.2981(6) 0.5365(5) 0.2824(3) 0.0429(14) Uani 1 1 d . . . N2 N 0.4036(6) 0.3656(5) 0.3466(3) 0.0433(14) Uani 1 1 d . . . N3 N -0.0464(5) 0.0735(5) 0.2137(3) 0.0392(13) Uani 1 1 d . . . N4 N 0.1980(6) 0.1456(6) 0.1421(3) 0.0488(15) Uani 1 1 d . . . C1 C 0.4829(8) 0.7707(7) 0.3121(5) 0.065(2) Uani 1 1 d . . . H1A H 0.4671 0.7770 0.2625 0.098 Uiso 1 1 calc R . . H1B H 0.5820 0.8219 0.3351 0.098 Uiso 1 1 calc R . . H1C H 0.4324 0.8065 0.3398 0.098 Uiso 1 1 calc R . . C2 C 0.4312(8) 0.6242(7) 0.3104(4) 0.0476(18) Uani 1 1 d . . . C3 C 0.5333(8) 0.5938(7) 0.3412(4) 0.0535(19) Uani 1 1 d . . . H3 H 0.6256 0.6630 0.3503 0.064 Uiso 1 1 calc R . . C4 C 0.5230(7) 0.4806(7) 0.3606(4) 0.0464(17) Uani 1 1 d . . . C5 C 0.6592(8) 0.4926(9) 0.3970(5) 0.073(3) Uani 1 1 d . . . H5A H 0.6704 0.5160 0.4497 0.110 Uiso 1 1 calc R . . H5B H 0.7357 0.5621 0.3845 0.110 Uiso 1 1 calc R . . H5C H 0.6592 0.4074 0.3805 0.110 Uiso 1 1 calc R . . C6 C 0.2000(7) 0.5804(6) 0.2612(4) 0.0429(16) Uani 1 1 d . . . C7 C 0.1770(8) 0.5994(8) 0.1916(5) 0.060(2) Uani 1 1 d . . . C8 C 0.0772(10) 0.6392(9) 0.1746(5) 0.073(3) Uani 1 1 d . . . H8 H 0.0619 0.6545 0.1288 0.087 Uiso 1 1 calc R . . C9 C 0.0007(9) 0.6567(9) 0.2230(5) 0.070(2) Uani 1 1 d . . . H9 H -0.0659 0.6845 0.2103 0.084 Uiso 1 1 calc R . . C10 C 0.0206(8) 0.6339(8) 0.2905(5) 0.064(2) Uani 1 1 d . . . H10 H -0.0335 0.6454 0.3231 0.077 Uiso 1 1 calc R . . C11 C 0.1195(7) 0.5942(7) 0.3109(4) 0.0507(18) Uani 1 1 d . . . C12 C 0.2562(12) 0.5745(12) 0.1349(6) 0.096(2) Uani 1 1 d . . . H12 H 0.3275 0.5540 0.1580 0.115 Uiso 1 1 calc R . . C13 C 0.1571(11) 0.4553(11) 0.0702(5) 0.096(2) Uani 1 1 d . . . H13A H 0.0845 0.4726 0.0481 0.144 Uiso 1 1 calc R . . H13B H 0.1148 0.3755 0.0867 0.144 Uiso 1 1 calc R . . H13C H 0.2084 0.4416 0.0345 0.144 Uiso 1 1 calc R . . C14 C 0.3301(11) 0.6982(11) 0.1081(6) 0.096(2) Uani 1 1 d . . . H14A H 0.3955 0.6872 0.0811 0.144 Uiso 1 1 calc R . . H14B H 0.3802 0.7776 0.1498 0.144 Uiso 1 1 calc R . . H14C H 0.2614 0.7082 0.0765 0.144 Uiso 1 1 calc R . . C15 C 0.1369(12) 0.5641(10) 0.3838(5) 0.101(2) Uani 1 1 d . . . H15 H 0.2078 0.5326 0.3854 0.121 Uiso 1 1 calc R . . C16 C 0.0073(12) 0.4546(10) 0.3921(5) 0.101(2) Uani 1 1 d . . . H16A H 0.0246 0.4391 0.4392 0.151 Uiso 1 1 calc R . . H16B H -0.0212 0.3730 0.3535 0.151 Uiso 1 1 calc R . . H16C H -0.0663 0.4801 0.3888 0.151 Uiso 1 1 calc R . . C17 C 0.1894(12) 0.6824(10) 0.4471(5) 0.101(2) Uani 1 1 d . . . H17A H 0.1237 0.7178 0.4470 0.151 Uiso 1 1 calc R . . H17B H 0.2792 0.7507 0.4445 0.151 Uiso 1 1 calc R . . H17C H 0.1999 0.6569 0.4918 0.151 Uiso 1 1 calc R . . C18 C 0.3966(9) 0.2607(9) 0.3754(5) 0.0666(10) Uani 1 1 d . . . C19 C 0.4385(9) 0.2778(9) 0.4497(5) 0.0666(10) Uani 1 1 d . . . H19 H 0.4799 0.3642 0.4828 0.080 Uiso 1 1 calc R . . C20 C 0.4196(9) 0.1692(8) 0.4750(5) 0.0666(10) Uani 1 1 d . . . H20 H 0.4503 0.1824 0.5253 0.080 Uiso 1 1 calc R . . C21 C 0.3572(9) 0.0431(9) 0.4287(5) 0.0666(10) Uani 1 1 d . . . H21 H 0.3441 -0.0300 0.4473 0.080 Uiso 1 1 calc R . . C22 C 0.3133(9) 0.0211(9) 0.3555(5) 0.0666(10) Uani 1 1 d . . . H22 H 0.2704 -0.0667 0.3238 0.080 Uiso 1 1 calc R . . C23 C 0.3324(9) 0.1301(8) 0.3274(5) 0.0666(10) Uani 1 1 d . . . H23 H 0.3024 0.1156 0.2770 0.080 Uiso 1 1 calc R . . C24 C -0.2222(8) -0.1636(7) 0.1634(4) 0.057(2) Uani 1 1 d . . . H24A H -0.2324 -0.1721 0.2119 0.085 Uiso 1 1 calc R . . H24B H -0.2264 -0.2448 0.1340 0.085 Uiso 1 1 calc R . . H24C H -0.2972 -0.1503 0.1404 0.085 Uiso 1 1 calc R . . C25 C -0.0832(7) -0.0445(6) 0.1693(3) 0.0408(16) Uani 1 1 d . . . C26 C -0.0005(7) -0.0703(7) 0.1230(4) 0.0479(18) Uani 1 1 d . . . H26 H -0.0358 -0.1618 0.0985 0.058 Uiso 1 1 calc R . . C27 C 0.1234(7) 0.0150(7) 0.1070(4) 0.0451(17) Uani 1 1 d . . . C28 C 0.1700(9) -0.0532(9) 0.0483(5) 0.070(2) Uani 1 1 d . . . H28A H 0.1380 -0.0432 0.0016 0.106 Uiso 1 1 calc R . . H28B H 0.1306 -0.1480 0.0454 0.106 Uiso 1 1 calc R . . H28C H 0.2712 -0.0122 0.0603 0.106 Uiso 1 1 calc R . . C29 C -0.1440(7) 0.0880(6) 0.2534(3) 0.0396(16) Uani 1 1 d . . . C30 C -0.1313(7) 0.0841(7) 0.3265(4) 0.0445(17) Uani 1 1 d . . . C31 C -0.2228(8) 0.1063(7) 0.3650(4) 0.0508(19) Uani 1 1 d . . . H31 H -0.2155 0.1037 0.4139 0.061 Uiso 1 1 calc R . . C32 C -0.3225(8) 0.1319(8) 0.3326(4) 0.056(2) Uani 1 1 d . . . H32 H -0.3856 0.1435 0.3588 0.067 Uiso 1 1 calc R . . C33 C -0.3314(8) 0.1407(8) 0.2623(4) 0.0538(19) Uani 1 1 d . . . H33 H -0.3979 0.1629 0.2417 0.065 Uiso 1 1 calc R . . C34 C -0.2448(7) 0.1178(7) 0.2205(4) 0.0442(17) Uani 1 1 d . . . C35 C -0.0208(7) 0.0574(8) 0.3638(4) 0.0492(18) Uani 1 1 d . . . H35 H 0.0394 0.0548 0.3296 0.059 Uiso 1 1 calc R . . C36 C 0.0730(9) 0.1678(10) 0.4339(4) 0.079(3) Uani 1 1 d . . . H36A H 0.1126 0.2541 0.4234 0.119 Uiso 1 1 calc R . . H36B H 0.1477 0.1505 0.4529 0.119 Uiso 1 1 calc R . . H36C H 0.0183 0.1692 0.4699 0.119 Uiso 1 1 calc R . . C37 C -0.0823(10) -0.0784(9) 0.3806(6) 0.086(3) Uani 1 1 d . . . H37A H -0.1348 -0.0764 0.4177 0.129 Uiso 1 1 calc R . . H37B H -0.0073 -0.0962 0.3983 0.129 Uiso 1 1 calc R . . H37C H -0.1440 -0.1488 0.3364 0.129 Uiso 1 1 calc R . . C38 C -0.2526(8) 0.1327(8) 0.1440(4) 0.0539(19) Uani 1 1 d . . . H38 H -0.2082 0.0835 0.1188 0.065 Uiso 1 1 calc R . . C39 C -0.1701(10) 0.2782(10) 0.1457(5) 0.087(3) Uani 1 1 d . . . H39A H -0.2085 0.3302 0.1720 0.131 Uiso 1 1 calc R . . H39B H -0.1756 0.2854 0.0961 0.131 Uiso 1 1 calc R . . H39C H -0.0732 0.3125 0.1702 0.131 Uiso 1 1 calc R . . C40 C -0.3987(9) 0.0745(10) 0.0993(5) 0.083(3) Uani 1 1 d . . . H40A H -0.4507 -0.0194 0.0977 0.125 Uiso 1 1 calc R . . H40B H -0.3960 0.0818 0.0499 0.125 Uiso 1 1 calc R . . H40C H -0.4439 0.1234 0.1212 0.125 Uiso 1 1 calc R . . C41 C 0.3173(8) 0.2317(7) 0.1199(4) 0.0493(18) Uani 1 1 d . . . C42 C 0.3123(9) 0.2416(9) 0.0483(4) 0.066(2) Uani 1 1 d . . . H42 H 0.2299 0.1864 0.0114 0.079 Uiso 1 1 calc R . . C43 C 0.4305(10) 0.3335(10) 0.0324(5) 0.077(3) Uani 1 1 d . . . H43 H 0.4287 0.3362 -0.0163 0.093 Uiso 1 1 calc R . . C44 C 0.5506(10) 0.4212(10) 0.0855(5) 0.079(3) Uani 1 1 d . . . H44 H 0.6281 0.4853 0.0736 0.095 Uiso 1 1 calc R . . C45 C 0.5554(9) 0.4138(9) 0.1550(5) 0.069(2) Uani 1 1 d . . . H45 H 0.6369 0.4726 0.1918 0.082 Uiso 1 1 calc R . . C46 C 0.4391(8) 0.3186(8) 0.1722(4) 0.058(2) Uani 1 1 d . . . H46 H 0.4443 0.3138 0.2207 0.070 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 Eu1 0.0377(2) 0.0387(2) 0.0497(2) 0.00412(16) 0.00547(15) 0.01546(17) N1 0.035(3) 0.037(3) 0.055(4) 0.014(3) 0.010(3) 0.016(3) N2 0.041(3) 0.037(3) 0.048(3) 0.009(3) 0.012(3) 0.017(3) N3 0.035(3) 0.044(3) 0.039(3) 0.009(3) 0.009(2) 0.019(3) N4 0.039(3) 0.055(4) 0.052(4) 0.014(3) 0.008(3) 0.024(3) C1 0.053(5) 0.043(5) 0.095(6) 0.022(4) 0.012(4) 0.019(4) C2 0.046(4) 0.040(4) 0.062(5) 0.018(3) 0.021(3) 0.022(4) C3 0.036(4) 0.040(4) 0.078(5) 0.018(4) 0.008(4) 0.014(3) C4 0.040(4) 0.040(4) 0.056(4) 0.004(3) 0.009(3) 0.021(3) C5 0.041(5) 0.065(6) 0.107(7) 0.024(5) 0.001(4) 0.023(4) C6 0.036(4) 0.034(4) 0.063(5) 0.016(3) 0.011(3) 0.019(3) C7 0.056(5) 0.066(5) 0.075(6) 0.032(4) 0.021(4) 0.038(4) C8 0.078(6) 0.092(7) 0.079(6) 0.049(5) 0.029(5) 0.054(6) C9 0.062(6) 0.072(6) 0.100(7) 0.041(5) 0.016(5) 0.047(5) C10 0.054(5) 0.065(6) 0.088(6) 0.025(5) 0.030(4) 0.036(5) C11 0.041(4) 0.050(4) 0.069(5) 0.016(4) 0.016(4) 0.027(4) C12 0.105(5) 0.127(6) 0.087(4) 0.052(4) 0.041(4) 0.067(5) C13 0.105(5) 0.127(6) 0.087(4) 0.052(4) 0.041(4) 0.067(5) C14 0.105(5) 0.127(6) 0.087(4) 0.052(4) 0.041(4) 0.067(5) C15 0.115(5) 0.081(4) 0.077(4) 0.025(3) 0.021(4) 0.021(4) C16 0.115(5) 0.081(4) 0.077(4) 0.025(3) 0.021(4) 0.021(4) C17 0.115(5) 0.081(4) 0.077(4) 0.025(3) 0.021(4) 0.021(4) C18 0.061(2) 0.068(2) 0.084(3) 0.033(2) 0.0173(19) 0.037(2) C19 0.061(2) 0.068(2) 0.084(3) 0.033(2) 0.0173(19) 0.037(2) C20 0.061(2) 0.068(2) 0.084(3) 0.033(2) 0.0173(19) 0.037(2) C21 0.061(2) 0.068(2) 0.084(3) 0.033(2) 0.0173(19) 0.037(2) C22 0.061(2) 0.068(2) 0.084(3) 0.033(2) 0.0173(19) 0.037(2) C23 0.061(2) 0.068(2) 0.084(3) 0.033(2) 0.0173(19) 0.037(2) C24 0.056(5) 0.044(4) 0.056(5) 0.001(4) 0.009(4) 0.018(4) C25 0.042(4) 0.032(4) 0.041(4) 0.008(3) 0.002(3) 0.014(3) C26 0.048(4) 0.043(4) 0.049(4) 0.003(3) 0.007(3) 0.024(4) C27 0.043(4) 0.053(5) 0.044(4) 0.010(3) 0.009(3) 0.029(4) C28 0.076(6) 0.067(6) 0.076(6) 0.013(5) 0.038(5) 0.039(5) C29 0.033(4) 0.033(4) 0.043(4) 0.007(3) 0.006(3) 0.009(3) C30 0.042(4) 0.042(4) 0.044(4) 0.010(3) 0.008(3) 0.017(3) C31 0.051(5) 0.045(4) 0.050(4) 0.011(3) 0.016(3) 0.018(4) C32 0.041(4) 0.058(5) 0.069(5) 0.012(4) 0.024(4) 0.024(4) C33 0.044(4) 0.060(5) 0.060(5) 0.013(4) 0.008(4) 0.030(4) C34 0.038(4) 0.044(4) 0.044(4) 0.006(3) 0.001(3) 0.020(3) C35 0.045(4) 0.067(5) 0.045(4) 0.022(4) 0.018(3) 0.030(4) C36 0.058(5) 0.101(7) 0.062(5) 0.003(5) -0.012(4) 0.039(5) C37 0.081(7) 0.077(7) 0.109(8) 0.044(6) 0.017(6) 0.039(6) C38 0.050(5) 0.066(5) 0.049(4) 0.010(4) 0.006(3) 0.035(4) C39 0.074(7) 0.091(7) 0.078(7) 0.041(6) 0.004(5) 0.019(6) C40 0.059(6) 0.096(7) 0.072(6) 0.019(5) -0.004(4) 0.024(5) C41 0.053(5) 0.058(5) 0.045(4) 0.014(3) 0.020(3) 0.031(4) C42 0.061(5) 0.082(6) 0.054(5) 0.018(4) 0.020(4) 0.032(5) C43 0.083(7) 0.092(7) 0.059(5) 0.033(5) 0.026(5) 0.035(6) C44 0.070(6) 0.076(6) 0.077(7) 0.026(5) 0.031(5) 0.018(5) C45 0.059(5) 0.071(6) 0.062(5) 0.009(4) 0.021(4) 0.021(5) C46 0.051(5) 0.068(5) 0.045(4) 0.006(4) 0.011(4) 0.023(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 N4 2.487(6) . ? Eu1 N1 2.496(5) . ? Eu1 N2 2.502(6) . ? Eu1 N3 2.506(5) . ? Eu1 C41 3.202(7) . ? Eu1 C18 3.258(9) . ? N1 C2 1.319(8) . ? N1 C6 1.425(8) . ? N2 C4 1.340(8) . ? N2 C18 1.404(10) . ? N3 C25 1.309(8) . ? N3 C29 1.433(8) . ? N4 C27 1.331(9) . ? N4 C41 1.429(9) . ? C1 C2 1.519(10) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 C3 1.409(10) . ? C3 C4 1.389(10) . ? C3 H3 0.9400 . ? C4 C5 1.503(10) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C5 H5C 0.9700 . ? C6 C7 1.406(10) . ? C6 C11 1.406(9) . ? C7 C8 1.387(11) . ? C7 C12 1.529(12) . ? C8 C9 1.366(11) . ? C8 H8 0.9400 . ? C9 C10 1.384(12) . ? C9 H9 0.9400 . ? C10 C11 1.392(11) . ? C10 H10 0.9400 . ? C11 C15 1.518(12) . ? C12 C13 1.515(14) . ? C12 C14 1.529(13) . ? C12 H12 0.9900 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C15 C17 1.466(13) . ? C15 C16 1.483(13) . ? C15 H15 0.9900 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C16 H16C 0.9700 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C18 C19 1.390(12) . ? C18 C23 1.405(11) . ? C19 C20 1.374(11) . ? C19 H19 0.9400 . ? C20 C21 1.356(11) . ? C20 H20 0.9400 . ? C21 C22 1.363(11) . ? C21 H21 0.9400 . ? C22 C23 1.408(11) . ? C22 H22 0.9400 . ? C23 H23 0.9400 . ? C24 C25 1.511(9) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? C25 C26 1.422(9) . ? C26 C27 1.399(10) . ? C26 H26 0.9400 . ? C27 C28 1.510(9) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 H28C 0.9700 . ? C29 C30 1.405(9) . ? C29 C34 1.408(9) . ? C30 C31 1.393(10) . ? C30 C35 1.509(10) . ? C31 C32 1.361(11) . ? C31 H31 0.9400 . ? C32 C33 1.370(10) . ? C32 H32 0.9400 . ? C33 C34 1.389(10) . ? C33 H33 0.9400 . ? C34 C38 1.509(10) . ? C35 C36 1.524(10) . ? C35 C37 1.529(11) . ? C35 H35 0.9900 . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C36 H36C 0.9700 . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C37 H37C 0.9700 . ? C38 C40 1.497(11) . ? C38 C39 1.508(11) . ? C38 H38 0.9900 . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C39 H39C 0.9700 . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C40 H40C 0.9700 . ? C41 C46 1.376(10) . ? C41 C42 1.398(10) . ? C42 C43 1.384(11) . ? C42 H42 0.9400 . ? C43 C44 1.375(12) . ? C43 H43 0.9400 . ? C44 C45 1.349(12) . ? C44 H44 0.9400 . ? C45 C46 1.400(11) . ? C45 H45 0.9400 . ? C46 H46 0.9400 . ? 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 N4 Eu1 N1 121.35(19) . . ? N4 Eu1 N2 105.64(18) . . ? N1 Eu1 N2 75.39(18) . . ? N4 Eu1 N3 74.53(18) . . ? N1 Eu1 N3 145.55(18) . . ? N2 Eu1 N3 133.27(18) . . ? N4 Eu1 C41 25.33(18) . . ? N1 Eu1 C41 97.39(18) . . ? N2 Eu1 C41 92.65(18) . . ? N3 Eu1 C41 99.27(18) . . ? N4 Eu1 C18 98.9(2) . . ? N1 Eu1 C18 98.5(2) . . ? N2 Eu1 C18 23.92(19) . . ? N3 Eu1 C18 109.5(2) . . ? C41 Eu1 C18 95.8(2) . . ? C2 N1 C6 120.3(6) . . ? C2 N1 Eu1 128.8(5) . . ? C6 N1 Eu1 110.8(4) . . ? C4 N2 C18 121.6(7) . . ? C4 N2 Eu1 127.7(5) . . ? C18 N2 Eu1 109.8(5) . . ? C25 N3 C29 118.3(5) . . ? C25 N3 Eu1 131.0(4) . . ? C29 N3 Eu1 110.4(4) . . ? C27 N4 C41 121.4(6) . . ? C27 N4 Eu1 132.0(5) . . ? C41 N4 Eu1 106.5(4) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 124.8(6) . . ? N1 C2 C1 119.7(7) . . ? C3 C2 C1 115.5(7) . . ? C4 C3 C2 132.0(7) . . ? C4 C3 H3 114.0 . . ? C2 C3 H3 114.0 . . ? N2 C4 C3 124.3(7) . . ? N2 C4 C5 120.6(7) . . ? C3 C4 C5 115.0(7) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C11 121.4(7) . . ? C7 C6 N1 121.6(6) . . ? C11 C6 N1 116.8(6) . . ? C8 C7 C6 118.0(7) . . ? C8 C7 C12 120.0(8) . . ? C6 C7 C12 121.9(8) . . ? C9 C8 C7 121.4(8) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C8 C9 C10 120.4(8) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? C9 C10 C11 121.0(8) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C6 117.8(7) . . ? C10 C11 C15 120.7(8) . . ? C6 C11 C15 121.5(8) . . ? C13 C12 C14 109.4(9) . . ? C13 C12 C7 110.4(9) . . ? C14 C12 C7 111.5(9) . . ? C13 C12 H12 108.5 . . ? C14 C12 H12 108.5 . . ? C7 C12 H12 108.5 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C17 C15 C16 109.4(9) . . ? C17 C15 C11 113.5(9) . . ? C16 C15 C11 113.0(9) . . ? C17 C15 H15 106.8 . . ? C16 C15 H15 106.8 . . ? C11 C15 H15 106.8 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 N2 123.2(8) . . ? C19 C18 C23 118.6(8) . . ? N2 C18 C23 118.0(8) . . ? C19 C18 Eu1 144.0(6) . . ? N2 C18 Eu1 46.3(4) . . ? C23 C18 Eu1 79.9(5) . . ? C20 C19 C18 120.4(9) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C21 C20 C19 121.0(9) . . ? C21 C20 H20 119.5 . . ? C19 C20 H20 119.5 . . ? C20 C21 C22 120.8(8) . . ? C20 C21 H21 119.6 . . ? C22 C21 H21 119.6 . . ? C21 C22 C23 119.9(9) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C18 C23 C22 119.4(8) . . ? C18 C23 H23 120.3 . . ? C22 C23 H23 120.3 . . ? C25 C24 H24A 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C25 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N3 C25 C26 124.0(6) . . ? N3 C25 C24 120.5(6) . . ? C26 C25 C24 115.5(6) . . ? C27 C26 C25 132.0(7) . . ? C27 C26 H26 114.0 . . ? C25 C26 H26 114.0 . . ? N4 C27 C26 123.1(6) . . ? N4 C27 C28 122.0(7) . . ? C26 C27 C28 114.9(7) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C30 C29 C34 120.4(6) . . ? C30 C29 N3 120.1(6) . . ? C34 C29 N3 119.3(6) . . ? C31 C30 C29 118.8(7) . . ? C31 C30 C35 119.8(6) . . ? C29 C30 C35 121.4(6) . . ? C32 C31 C30 120.8(7) . . ? C32 C31 H31 119.6 . . ? C30 C31 H31 119.6 . . ? C31 C32 C33 120.4(7) . . ? C31 C32 H32 119.8 . . ? C33 C32 H32 119.8 . . ? C32 C33 C34 121.7(7) . . ? C32 C33 H33 119.1 . . ? C34 C33 H33 119.1 . . ? C33 C34 C29 117.8(7) . . ? C33 C34 C38 121.1(7) . . ? C29 C34 C38 121.0(6) . . ? C30 C35 C36 112.8(6) . . ? C30 C35 C37 112.7(6) . . ? C36 C35 C37 109.2(7) . . ? C30 C35 H35 107.3 . . ? C36 C35 H35 107.3 . . ? C37 C35 H35 107.3 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C35 C37 H37A 109.5 . . ? C35 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C35 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C40 C38 C39 109.9(7) . . ? C40 C38 C34 113.9(7) . . ? C39 C38 C34 110.8(6) . . ? C40 C38 H38 107.3 . . ? C39 C38 H38 107.3 . . ? C34 C38 H38 107.3 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C38 C40 H40A 109.5 . . ? C38 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C38 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C46 C41 C42 117.9(7) . . ? C46 C41 N4 119.0(6) . . ? C42 C41 N4 122.8(7) . . ? C46 C41 Eu1 81.7(4) . . ? C42 C41 Eu1 139.5(6) . . ? N4 C41 Eu1 48.1(3) . . ? C43 C42 C41 119.1(8) . . ? C43 C42 H42 120.5 . . ? C41 C42 H42 120.5 . . ? C44 C43 C42 122.2(8) . . ? C44 C43 H43 118.9 . . ? C42 C43 H43 118.9 . . ? C45 C44 C43 118.9(8) . . ? C45 C44 H44 120.5 . . ? C43 C44 H44 120.5 . . ? C44 C45 C46 120.1(8) . . ? C44 C45 H45 120.0 . . ? C46 C45 H45 120.0 . . ? C41 C46 C45 121.7(8) . . ? C41 C46 H46 119.1 . . ? C45 C46 H46 119.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N4 Eu1 N1 C2 -77.8(6) . . . . ? N2 Eu1 N1 C2 21.8(6) . . . . ? N3 Eu1 N1 C2 172.6(5) . . . . ? C41 Eu1 N1 C2 -69.0(6) . . . . ? C18 Eu1 N1 C2 28.1(6) . . . . ? N4 Eu1 N1 C6 99.5(4) . . . . ? N2 Eu1 N1 C6 -160.9(5) . . . . ? N3 Eu1 N1 C6 -10.1(6) . . . . ? C41 Eu1 N1 C6 108.3(4) . . . . ? C18 Eu1 N1 C6 -154.6(4) . . . . ? N4 Eu1 N2 C4 93.1(6) . . . . ? N1 Eu1 N2 C4 -26.0(5) . . . . ? N3 Eu1 N2 C4 176.3(5) . . . . ? C41 Eu1 N2 C4 71.0(5) . . . . ? C18 Eu1 N2 C4 169.4(9) . . . . ? N4 Eu1 N2 C18 -76.3(5) . . . . ? N1 Eu1 N2 C18 164.7(5) . . . . ? N3 Eu1 N2 C18 7.0(6) . . . . ? C41 Eu1 N2 C18 -98.4(5) . . . . ? N4 Eu1 N3 C25 17.1(6) . . . . ? N1 Eu1 N3 C25 140.5(5) . . . . ? N2 Eu1 N3 C25 -80.0(6) . . . . ? C41 Eu1 N3 C25 22.6(6) . . . . ? C18 Eu1 N3 C25 -77.0(6) . . . . ? N4 Eu1 N3 C29 -169.0(5) . . . . ? N1 Eu1 N3 C29 -45.6(6) . . . . ? N2 Eu1 N3 C29 93.8(5) . . . . ? C41 Eu1 N3 C29 -163.6(4) . . . . ? C18 Eu1 N3 C29 96.8(4) . . . . ? N1 Eu1 N4 C27 -162.9(6) . . . . ? N2 Eu1 N4 C27 114.9(6) . . . . ? N3 Eu1 N4 C27 -16.5(6) . . . . ? C41 Eu1 N4 C27 176.3(9) . . . . ? C18 Eu1 N4 C27 91.4(6) . . . . ? N1 Eu1 N4 C41 20.8(5) . . . . ? N2 Eu1 N4 C41 -61.4(5) . . . . ? N3 Eu1 N4 C41 167.2(5) . . . . ? C18 Eu1 N4 C41 -84.9(5) . . . . ? C6 N1 C2 C3 171.9(7) . . . . ? Eu1 N1 C2 C3 -11.0(10) . . . . ? C6 N1 C2 C1 -6.9(10) . . . . ? Eu1 N1 C2 C1 170.2(5) . . . . ? N1 C2 C3 C4 -11.3(14) . . . . ? C1 C2 C3 C4 167.6(8) . . . . ? C18 N2 C4 C3 -171.9(7) . . . . ? Eu1 N2 C4 C3 19.8(10) . . . . ? C18 N2 C4 C5 10.5(11) . . . . ? Eu1 N2 C4 C5 -157.8(6) . . . . ? C2 C3 C4 N2 6.3(13) . . . . ? C2 C3 C4 C5 -176.0(8) . . . . ? C2 N1 C6 C7 85.9(9) . . . . ? Eu1 N1 C6 C7 -91.7(7) . . . . ? C2 N1 C6 C11 -98.8(8) . . . . ? Eu1 N1 C6 C11 83.6(6) . . . . ? C11 C6 C7 C8 3.3(12) . . . . ? N1 C6 C7 C8 178.5(7) . . . . ? C11 C6 C7 C12 -175.4(8) . . . . ? N1 C6 C7 C12 -0.2(12) . . . . ? C6 C7 C8 C9 -1.5(14) . . . . ? C12 C7 C8 C9 177.2(9) . . . . ? C7 C8 C9 C10 -0.5(14) . . . . ? C8 C9 C10 C11 0.7(14) . . . . ? C9 C10 C11 C6 1.1(12) . . . . ? C9 C10 C11 C15 -177.6(8) . . . . ? C7 C6 C11 C10 -3.1(11) . . . . ? N1 C6 C11 C10 -178.5(6) . . . . ? C7 C6 C11 C15 175.6(8) . . . . ? N1 C6 C11 C15 0.2(10) . . . . ? C8 C7 C12 C13 -65.6(12) . . . . ? C6 C7 C12 C13 113.1(10) . . . . ? C8 C7 C12 C14 56.2(13) . . . . ? C6 C7 C12 C14 -125.1(9) . . . . ? C10 C11 C15 C17 -66.0(12) . . . . ? C6 C11 C15 C17 115.3(11) . . . . ? C10 C11 C15 C16 59.3(12) . . . . ? C6 C11 C15 C16 -119.4(10) . . . . ? C4 N2 C18 C19 54.5(11) . . . . ? Eu1 N2 C18 C19 -135.4(7) . . . . ? C4 N2 C18 C23 -131.5(8) . . . . ? Eu1 N2 C18 C23 38.6(9) . . . . ? C4 N2 C18 Eu1 -170.1(8) . . . . ? N4 Eu1 C18 C19 -162.8(10) . . . . ? N1 Eu1 C18 C19 73.4(10) . . . . ? N2 Eu1 C18 C19 88.5(11) . . . . ? N3 Eu1 C18 C19 -86.2(10) . . . . ? C41 Eu1 C18 C19 171.8(10) . . . . ? N4 Eu1 C18 N2 108.8(5) . . . . ? N1 Eu1 C18 N2 -15.0(5) . . . . ? N3 Eu1 C18 N2 -174.6(4) . . . . ? C41 Eu1 C18 N2 83.4(5) . . . . ? N4 Eu1 C18 C23 -37.2(5) . . . . ? N1 Eu1 C18 C23 -161.0(5) . . . . ? N2 Eu1 C18 C23 -146.0(8) . . . . ? N3 Eu1 C18 C23 39.4(5) . . . . ? C41 Eu1 C18 C23 -62.6(5) . . . . ? N2 C18 C19 C20 175.3(8) . . . . ? C23 C18 C19 C20 1.3(13) . . . . ? Eu1 C18 C19 C20 115.6(10) . . . . ? C18 C19 C20 C21 -1.5(13) . . . . ? C19 C20 C21 C22 0.9(13) . . . . ? C20 C21 C22 C23 -0.2(13) . . . . ? C19 C18 C23 C22 -0.5(12) . . . . ? N2 C18 C23 C22 -174.8(7) . . . . ? Eu1 C18 C23 C22 -147.6(8) . . . . ? C21 C22 C23 C18 0.0(13) . . . . ? C29 N3 C25 C26 175.4(6) . . . . ? Eu1 N3 C25 C26 -11.1(10) . . . . ? C29 N3 C25 C24 -3.2(9) . . . . ? Eu1 N3 C25 C24 170.3(5) . . . . ? N3 C25 C26 C27 -7.0(13) . . . . ? C24 C25 C26 C27 171.6(8) . . . . ? C41 N4 C27 C26 -174.4(7) . . . . ? Eu1 N4 C27 C26 9.8(11) . . . . ? C41 N4 C27 C28 7.8(11) . . . . ? Eu1 N4 C27 C28 -168.0(6) . . . . ? C25 C26 C27 N4 7.8(13) . . . . ? C25 C26 C27 C28 -174.3(8) . . . . ? C25 N3 C29 C30 99.1(7) . . . . ? Eu1 N3 C29 C30 -75.7(6) . . . . ? C25 N3 C29 C34 -86.4(8) . . . . ? Eu1 N3 C29 C34 98.9(6) . . . . ? C34 C29 C30 C31 1.8(10) . . . . ? N3 C29 C30 C31 176.3(6) . . . . ? C34 C29 C30 C35 -177.8(6) . . . . ? N3 C29 C30 C35 -3.3(10) . . . . ? C29 C30 C31 C32 -0.2(10) . . . . ? C35 C30 C31 C32 179.4(7) . . . . ? C30 C31 C32 C33 -2.3(11) . . . . ? C31 C32 C33 C34 3.2(12) . . . . ? C32 C33 C34 C29 -1.5(11) . . . . ? C32 C33 C34 C38 -177.9(7) . . . . ? C30 C29 C34 C33 -1.0(10) . . . . ? N3 C29 C34 C33 -175.5(6) . . . . ? C30 C29 C34 C38 175.4(6) . . . . ? N3 C29 C34 C38 0.9(10) . . . . ? C31 C30 C35 C36 -55.7(9) . . . . ? C29 C30 C35 C36 123.9(7) . . . . ? C31 C30 C35 C37 68.6(9) . . . . ? C29 C30 C35 C37 -111.8(8) . . . . ? C33 C34 C38 C40 -42.5(10) . . . . ? C29 C34 C38 C40 141.3(7) . . . . ? C33 C34 C38 C39 82.0(9) . . . . ? C29 C34 C38 C39 -94.2(8) . . . . ? C27 N4 C41 C46 -132.8(8) . . . . ? Eu1 N4 C41 C46 44.0(8) . . . . ? C27 N4 C41 C42 53.7(10) . . . . ? Eu1 N4 C41 C42 -129.6(7) . . . . ? C27 N4 C41 Eu1 -176.8(8) . . . . ? N4 Eu1 C41 C46 -142.2(8) . . . . ? N1 Eu1 C41 C46 55.6(5) . . . . ? N2 Eu1 C41 C46 -20.0(5) . . . . ? N3 Eu1 C41 C46 -154.6(5) . . . . ? C18 Eu1 C41 C46 -43.7(5) . . . . ? N4 Eu1 C41 C42 94.1(10) . . . . ? N1 Eu1 C41 C42 -68.1(9) . . . . ? N2 Eu1 C41 C42 -143.7(9) . . . . ? N3 Eu1 C41 C42 81.6(9) . . . . ? C18 Eu1 C41 C42 -167.5(9) . . . . ? N1 Eu1 C41 N4 -162.2(4) . . . . ? N2 Eu1 C41 N4 122.2(5) . . . . ? N3 Eu1 C41 N4 -12.5(5) . . . . ? C18 Eu1 C41 N4 98.4(5) . . . . ? C46 C41 C42 C43 2.5(12) . . . . ? N4 C41 C42 C43 176.1(8) . . . . ? Eu1 C41 C42 C43 114.0(9) . . . . ? C41 C42 C43 C44 -3.8(15) . . . . ? C42 C43 C44 C45 2.7(16) . . . . ? C43 C44 C45 C46 -0.4(15) . . . . ? C42 C41 C46 C45 -0.3(12) . . . . ? N4 C41 C46 C45 -174.2(7) . . . . ? Eu1 C41 C46 C45 -142.6(8) . . . . ? C44 C45 C46 C41 -0.8(14) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.789 _refine_diff_density_min -0.830 _refine_diff_density_rms 0.104 #====================================================end data_complex6 _database_code_depnum_ccdc_archive 'CCDC 843452' #TrackingRef 'sxd 1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H30 N2' _chemical_formula_sum 'C23 H30 N2' _chemical_formula_weight 334.49 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _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 9.650(4) _cell_length_b 11.038(5) _cell_length_c 11.101(5) _cell_angle_alpha 112.159(7) _cell_angle_beta 97.821(7) _cell_angle_gamma 102.366(5) _cell_volume 1038.5(8) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 4830 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 1.40 _exptl_crystal_size_mid 1.00 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.070 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 364 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.773 _exptl_absorpt_correction_T_max 0.982 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8789 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0436 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 25.49 _reflns_number_total 3833 _reflns_number_gt 2441 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1801P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.03(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3833 _refine_ls_number_parameters 225 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1112 _refine_ls_R_factor_gt 0.0865 _refine_ls_wR_factor_ref 0.2951 _refine_ls_wR_factor_gt 0.2690 _refine_ls_goodness_of_fit_ref 1.169 _refine_ls_restrained_S_all 1.169 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.1100(2) 0.2362(2) 0.8404(2) 0.0426(6) Uani 1 1 d . . . H1 H 0.153(3) 0.333(3) 0.818(3) 0.051 Uiso 1 1 d . . . N2 N 0.2995(2) 0.4023(2) 0.7760(2) 0.0461(6) Uani 1 1 d . . . C1 C 0.1844(4) 0.0514(3) 0.8781(3) 0.0618(9) Uani 1 1 d . . . H1A H 0.1664 0.0775 0.9670 0.093 Uiso 1 1 calc R . . H1B H 0.2693 0.0175 0.8752 0.093 Uiso 1 1 calc R . . H1C H 0.0999 -0.0197 0.8129 0.093 Uiso 1 1 calc R . . C2 C 0.2116(3) 0.1730(3) 0.8458(2) 0.0461(7) Uani 1 1 d . . . C3 C 0.3474(3) 0.2194(3) 0.8201(3) 0.0498(7) Uani 1 1 d . . . H3 H 0.4155 0.1710 0.8254 0.060 Uiso 1 1 calc R . . C4 C 0.3908(3) 0.3296(3) 0.7878(3) 0.0505(7) Uani 1 1 d . . . C5 C 0.5394(4) 0.3597(4) 0.7597(4) 0.0807(11) Uani 1 1 d . . . H5A H 0.5371 0.3987 0.6947 0.121 Uiso 1 1 calc R . . H5B H 0.5666 0.2756 0.7241 0.121 Uiso 1 1 calc R . . H5C H 0.6105 0.4240 0.8420 0.121 Uiso 1 1 calc R . . C6 C -0.0280(3) 0.1965(2) 0.8713(2) 0.0411(6) Uani 1 1 d . . . C7 C -0.0394(3) 0.2569(2) 1.0040(2) 0.0415(7) Uani 1 1 d . . . C8 C -0.1759(3) 0.2239(3) 1.0317(3) 0.0467(7) Uani 1 1 d . . . H8 H -0.1858 0.2630 1.1202 0.056 Uiso 1 1 calc R . . C9 C -0.2971(3) 0.1339(3) 0.9300(3) 0.0516(7) Uani 1 1 d . . . H9 H -0.3884 0.1123 0.9497 0.062 Uiso 1 1 calc R . . C10 C -0.2832(3) 0.0760(3) 0.7996(3) 0.0513(7) Uani 1 1 d . . . H10 H -0.3659 0.0154 0.7314 0.062 Uiso 1 1 calc R . . C11 C -0.1488(3) 0.1056(2) 0.7669(3) 0.0448(7) Uani 1 1 d . . . C12 C 0.0907(3) 0.3553(3) 1.1181(3) 0.0491(7) Uani 1 1 d . . . H12 H 0.1774 0.3634 1.0800 0.059 Uiso 1 1 calc R . . C13 C 0.0711(4) 0.4972(3) 1.1807(3) 0.0641(9) Uani 1 1 d . . . H13A H 0.0617 0.5330 1.1135 0.096 Uiso 1 1 calc R . . H13B H 0.1554 0.5572 1.2536 0.096 Uiso 1 1 calc R . . H13C H -0.0162 0.4919 1.2149 0.096 Uiso 1 1 calc R . . C14 C 0.1223(4) 0.3037(3) 1.2258(3) 0.0730(10) Uani 1 1 d . . . H14A H 0.0425 0.3019 1.2703 0.109 Uiso 1 1 calc R . . H14B H 0.2124 0.3642 1.2910 0.109 Uiso 1 1 calc R . . H14C H 0.1320 0.2123 1.1846 0.109 Uiso 1 1 calc R . . C15 C -0.1373(5) 0.0430(4) 0.6233(3) 0.0832(8) Uani 1 1 d . . . H15 H -0.0317 0.0614 0.6257 0.100 Uiso 1 1 calc R . . C16 C -0.1978(5) 0.1101(4) 0.5435(3) 0.0832(8) Uani 1 1 d . . . H16A H -0.1853 0.0697 0.4530 0.125 Uiso 1 1 calc R . . H16B H -0.1465 0.2070 0.5846 0.125 Uiso 1 1 calc R . . H16C H -0.3009 0.0974 0.5410 0.125 Uiso 1 1 calc R . . C17 C -0.2019(5) -0.1088(3) 0.5549(3) 0.0832(8) Uani 1 1 d . . . H17A H -0.3065 -0.1317 0.5470 0.125 Uiso 1 1 calc R . . H17B H -0.1581 -0.1503 0.6072 0.125 Uiso 1 1 calc R . . H17C H -0.1828 -0.1429 0.4664 0.125 Uiso 1 1 calc R . . C18 C 0.3324(3) 0.5125(3) 0.7386(3) 0.0469(7) Uani 1 1 d . . . C19 C 0.2392(4) 0.5073(3) 0.6288(3) 0.0597(8) Uani 1 1 d . . . H19 H 0.1596 0.4291 0.5780 0.072 Uiso 1 1 calc R . . C20 C 0.2621(4) 0.6157(4) 0.5933(3) 0.0728(10) Uani 1 1 d . . . H20 H 0.1973 0.6114 0.5195 0.087 Uiso 1 1 calc R . . C21 C 0.3799(4) 0.7308(4) 0.6657(4) 0.0747(10) Uani 1 1 d . . . H21 H 0.3970 0.8039 0.6405 0.090 Uiso 1 1 calc R . . C22 C 0.4714(4) 0.7363(3) 0.7751(3) 0.0672(9) Uani 1 1 d . . . H22 H 0.5515 0.8142 0.8251 0.081 Uiso 1 1 calc R . . C23 C 0.4477(3) 0.6295(3) 0.8129(3) 0.0578(8) Uani 1 1 d . . . H23 H 0.5100 0.6361 0.8894 0.069 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 N1 0.0404(13) 0.0408(11) 0.0477(13) 0.0215(10) 0.0092(10) 0.0097(10) N2 0.0463(13) 0.0434(12) 0.0493(13) 0.0208(10) 0.0115(10) 0.0117(10) C1 0.063(2) 0.0579(18) 0.080(2) 0.0414(17) 0.0194(17) 0.0229(16) C2 0.0508(17) 0.0436(14) 0.0406(13) 0.0166(11) 0.0030(11) 0.0142(12) C3 0.0440(16) 0.0519(15) 0.0557(16) 0.0250(13) 0.0073(12) 0.0165(13) C4 0.0435(16) 0.0506(15) 0.0519(16) 0.0182(12) 0.0100(12) 0.0100(13) C5 0.052(2) 0.079(2) 0.126(3) 0.052(2) 0.036(2) 0.0224(17) C6 0.0430(15) 0.0371(13) 0.0462(15) 0.0222(11) 0.0086(11) 0.0104(11) C7 0.0424(15) 0.0362(12) 0.0461(15) 0.0201(11) 0.0071(11) 0.0085(11) C8 0.0487(16) 0.0444(14) 0.0464(15) 0.0202(12) 0.0093(12) 0.0114(12) C9 0.0425(16) 0.0530(16) 0.0635(18) 0.0305(14) 0.0123(13) 0.0112(13) C10 0.0459(17) 0.0467(15) 0.0533(16) 0.0212(13) -0.0011(12) 0.0055(13) C11 0.0494(16) 0.0354(12) 0.0451(15) 0.0176(11) 0.0045(12) 0.0063(11) C12 0.0450(16) 0.0483(15) 0.0450(15) 0.0155(12) 0.0058(12) 0.0061(12) C13 0.067(2) 0.0451(16) 0.0623(19) 0.0114(14) 0.0044(15) 0.0095(14) C14 0.073(2) 0.069(2) 0.0567(19) 0.0233(16) -0.0147(16) 0.0065(17) C15 0.129(2) 0.0647(12) 0.0543(12) 0.0224(10) 0.0191(12) 0.0312(13) C16 0.129(2) 0.0647(12) 0.0543(12) 0.0224(10) 0.0191(12) 0.0312(13) C17 0.129(2) 0.0647(12) 0.0543(12) 0.0224(10) 0.0191(12) 0.0312(13) C18 0.0494(16) 0.0450(14) 0.0444(14) 0.0166(12) 0.0161(12) 0.0106(12) C19 0.068(2) 0.0517(16) 0.0471(16) 0.0179(13) 0.0023(14) 0.0055(15) C20 0.088(3) 0.074(2) 0.0573(19) 0.0334(17) 0.0082(17) 0.020(2) C21 0.090(3) 0.064(2) 0.078(2) 0.0428(18) 0.024(2) 0.0118(19) C22 0.064(2) 0.0465(16) 0.082(2) 0.0267(16) 0.0150(18) 0.0016(15) C23 0.0504(18) 0.0522(16) 0.0592(18) 0.0199(14) 0.0041(14) 0.0044(14) _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 N1 C2 1.327(3) . ? N1 C6 1.439(3) . ? N1 H1 1.19(3) . ? N2 C4 1.337(3) . ? N2 C18 1.415(3) . ? C1 C2 1.495(4) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 C3 1.408(4) . ? C3 C4 1.392(4) . ? C3 H3 0.9400 . ? C4 C5 1.504(4) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C5 H5C 0.9700 . ? C6 C7 1.400(4) . ? C6 C11 1.401(4) . ? C7 C8 1.397(4) . ? C7 C12 1.519(4) . ? C8 C9 1.387(4) . ? C8 H8 0.9400 . ? C9 C10 1.383(4) . ? C9 H9 0.9400 . ? C10 C11 1.399(4) . ? C10 H10 0.9400 . ? C11 C15 1.511(4) . ? C12 C13 1.521(4) . ? C12 C14 1.528(4) . ? C12 H12 0.9900 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C15 C16 1.488(5) . ? C15 C17 1.495(5) . ? C15 H15 0.9900 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C16 H16C 0.9700 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C18 C23 1.384(4) . ? C18 C19 1.388(4) . ? C19 C20 1.378(4) . ? C19 H19 0.9400 . ? C20 C21 1.384(5) . ? C20 H20 0.9400 . ? C21 C22 1.373(5) . ? C21 H21 0.9400 . ? C22 C23 1.380(4) . ? C22 H22 0.9400 . ? C23 H23 0.9400 . ? 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 C2 N1 C6 122.4(2) . . ? C2 N1 H1 111.4(13) . . ? C6 N1 H1 125.9(13) . . ? C4 N2 C18 124.4(2) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 120.2(2) . . ? N1 C2 C1 121.0(2) . . ? C3 C2 C1 118.8(2) . . ? C4 C3 C2 126.5(3) . . ? C4 C3 H3 116.7 . . ? C2 C3 H3 116.7 . . ? N2 C4 C3 120.6(2) . . ? N2 C4 C5 121.2(3) . . ? C3 C4 C5 118.2(3) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C11 122.0(2) . . ? C7 C6 N1 118.7(2) . . ? C11 C6 N1 119.1(2) . . ? C8 C7 C6 118.3(2) . . ? C8 C7 C12 119.1(2) . . ? C6 C7 C12 122.5(2) . . ? C9 C8 C7 120.7(3) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C10 C9 C8 119.9(3) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C9 C10 C11 121.5(3) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C10 C11 C6 117.5(2) . . ? C10 C11 C15 120.4(3) . . ? C6 C11 C15 122.0(3) . . ? C7 C12 C13 111.5(2) . . ? C7 C12 C14 112.4(2) . . ? C13 C12 C14 110.1(3) . . ? C7 C12 H12 107.5 . . ? C13 C12 H12 107.5 . . ? C14 C12 H12 107.5 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 C17 111.1(3) . . ? C16 C15 C11 111.8(3) . . ? C17 C15 C11 113.9(3) . . ? C16 C15 H15 106.5 . . ? C17 C15 H15 106.5 . . ? C11 C15 H15 106.5 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C23 C18 C19 118.7(3) . . ? C23 C18 N2 122.6(3) . . ? C19 C18 N2 118.6(3) . . ? C20 C19 C18 120.7(3) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C19 C20 C21 120.4(3) . . ? C19 C20 H20 119.8 . . ? C21 C20 H20 119.8 . . ? C22 C21 C20 118.9(3) . . ? C22 C21 H21 120.6 . . ? C20 C21 H21 120.6 . . ? C21 C22 C23 121.1(3) . . ? C21 C22 H22 119.4 . . ? C23 C22 H22 119.4 . . ? C22 C23 C18 120.2(3) . . ? C22 C23 H23 119.9 . . ? C18 C23 H23 119.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 N1 C2 C3 -177.3(2) . . . . ? C6 N1 C2 C1 3.2(4) . . . . ? N1 C2 C3 C4 0.0(4) . . . . ? C1 C2 C3 C4 179.5(3) . . . . ? C18 N2 C4 C3 -177.5(2) . . . . ? C18 N2 C4 C5 -0.8(4) . . . . ? C2 C3 C4 N2 -1.2(4) . . . . ? C2 C3 C4 C5 -178.0(3) . . . . ? C2 N1 C6 C7 89.4(3) . . . . ? C2 N1 C6 C11 -94.6(3) . . . . ? C11 C6 C7 C8 0.4(4) . . . . ? N1 C6 C7 C8 176.3(2) . . . . ? C11 C6 C7 C12 179.8(2) . . . . ? N1 C6 C7 C12 -4.3(4) . . . . ? C6 C7 C8 C9 -0.3(4) . . . . ? C12 C7 C8 C9 -179.7(2) . . . . ? C7 C8 C9 C10 0.0(4) . . . . ? C8 C9 C10 C11 0.2(4) . . . . ? C9 C10 C11 C6 -0.1(4) . . . . ? C9 C10 C11 C15 -178.8(2) . . . . ? C7 C6 C11 C10 -0.2(4) . . . . ? N1 C6 C11 C10 -176.1(2) . . . . ? C7 C6 C11 C15 178.5(2) . . . . ? N1 C6 C11 C15 2.6(4) . . . . ? C8 C7 C12 C13 -64.4(3) . . . . ? C6 C7 C12 C13 116.1(3) . . . . ? C8 C7 C12 C14 59.8(3) . . . . ? C6 C7 C12 C14 -119.6(3) . . . . ? C10 C11 C15 C16 75.7(4) . . . . ? C6 C11 C15 C16 -103.0(4) . . . . ? C10 C11 C15 C17 -51.2(4) . . . . ? C6 C11 C15 C17 130.1(4) . . . . ? C4 N2 C18 C23 -60.8(4) . . . . ? C4 N2 C18 C19 124.1(3) . . . . ? C23 C18 C19 C20 0.9(5) . . . . ? N2 C18 C19 C20 176.3(3) . . . . ? C18 C19 C20 C21 0.9(5) . . . . ? C19 C20 C21 C22 -1.5(5) . . . . ? C20 C21 C22 C23 0.2(5) . . . . ? C21 C22 C23 C18 1.6(5) . . . . ? C19 C18 C23 C22 -2.2(4) . . . . ? N2 C18 C23 C22 -177.3(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 N2 1.19(3) 1.67(3) 2.670(3) 137(2) . _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.247 _refine_diff_density_min -0.615 _refine_diff_density_rms 0.061 #======================================================end of cif