# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full J.Mater.Chem. _journal_coden_Cambridge 1145 _audit_creation_date 2005-01-11 _audit_creation_method 'by CrystalStructure 3.6.0' _publ_contact_author_name 'Dr Kanji Kubo' _publ_contact_author_address ; Institute for Materials Chemistry & Engineering Kyushu University Kasuga-koen Kasuga Fukuoka 816-8580 JAPAN ; _publ_contact_author_email KUBO-K@CM.KYUSHU-U.AC.JP _publ_section_title ; PET fluoroionophores for Zn2+ and Cu2+: Complexation and fluorescence behaviors of anthracene derivatives having diethylamine, N-methylpiperzine and N,N-bis(2-picolyl)amine unit ; _publ_section_references ; Rigaku/MSC and Rigaku Corporation. (2004). CrystalStructure 3.6.0. Single Crystal Structure Analysis Software. Rigaku/MSC, 9009 New Trails Drive, The Woodlands, TX, USA 77381-5209. Rigaku, 3-9-12 Akishima, Tokyo 196-8666, Japan. Watkin, D.J., Prout, C.K. Carruthers, J.R. & Betteridge, P.W. (1996) CRYSTALS Issue 10, Chemical Crystallography Laboratory, Oxford, UK. ; loop_ _publ_author_name 'Kanji Kubo' 'Akira Mori' #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== #============================================================================== data__2b _database_code_depnum_ccdc_archive 'CCDC 261994' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C26 H34 N4 ' _chemical_formula_moiety 'C26 H34 N4 ' _chemical_formula_weight 402.58 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _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_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 5.317(1) _cell_length_b 8.265(2) _cell_length_c 12.265(3) _cell_angle_alpha 99.70(1) _cell_angle_beta 91.54(1) _cell_angle_gamma 89.18(1) _cell_volume 531.0(2) _cell_formula_units_Z 1 _cell_measurement_reflns_used 5020 _cell_measurement_theta_min 3.7 _cell_measurement_theta_max 68.2 _cell_measurement_temperature 173.1 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 1.259 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 218.00 _exptl_absorpt_coefficient_mu 0.575 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.585 _exptl_absorpt_correction_T_max 0.961 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5419 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_reflns_number 5386 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_theta_max 68.24 _diffrn_measured_fraction_theta_max 0.9055 _diffrn_reflns_theta_full 68.24 _diffrn_measured_fraction_theta_full 0.9055 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 1764 _reflns_number_gt 1380 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0510 _refine_ls_wR_factor_ref 0.1540 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 1764 _refine_ls_number_parameters 138 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0716P)^2^+0.2978P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 0.45 _refine_diff_density_min -0.37 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.018 0.009 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.031 0.018 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 N(1) N 0.4490(3) 0.2388(2) 0.2237(1) 0.0212(4) Uani 1.00 1 d . . . N(2) N 0.3305(3) 0.2297(2) 0.4506(1) 0.0262(4) Uani 1.00 1 d . . . C(1) C 0.9072(4) 0.5644(2) 0.1569(1) 0.0246(5) Uani 1.00 1 d . . . C(2) C 0.7020(4) 0.5267(2) 0.0788(1) 0.0209(5) Uani 1.00 1 d . . . C(3) C 0.5642(4) 0.3809(2) 0.0683(1) 0.0213(5) Uani 1.00 1 d . . . C(4) C 0.3632(4) 0.3530(2) -0.0095(1) 0.0205(5) Uani 1.00 1 d . . . C(5) C 0.2183(4) 0.2065(2) -0.0228(1) 0.0245(5) Uani 1.00 1 d . . . C(6) C 0.0289(4) 0.1760(2) -0.0999(1) 0.0273(5) Uani 1.00 1 d . . . C(7) C -0.0344(4) 0.2926(2) -0.1678(1) 0.0279(5) Uani 1.00 1 d . . . C(8) C 0.6307(4) 0.2485(2) 0.1369(1) 0.0225(5) Uani 1.00 1 d . . . C(9) C 0.4584(4) 0.3857(2) 0.3091(1) 0.0238(5) Uani 1.00 1 d . . . C(10) C 0.2734(4) 0.3735(2) 0.3989(1) 0.0258(5) Uani 1.00 1 d . . . C(11) C 0.3206(4) 0.0825(2) 0.3656(1) 0.0257(5) Uani 1.00 1 d . . . C(12) C 0.5045(4) 0.0945(2) 0.2756(1) 0.0240(5) Uani 1.00 1 d . . . C(13) C 0.1541(4) 0.2192(3) 0.5382(2) 0.0351(5) Uani 1.00 1 d . . . H(1) H 0.9545 0.4881 0.2016 0.030 Uiso 1.00 1 c R . . H(2) H 0.2547 0.1295 0.0227 0.029 Uiso 1.00 1 c R . . H(3) H -0.0589 0.0780 -0.1078 0.033 Uiso 1.00 1 c R . . H(4) H -0.1641 0.2713 -0.2205 0.033 Uiso 1.00 1 c R . . H(5) H 0.6389 0.1431 0.0883 0.027 Uiso 1.00 1 c R . . H(6) H 0.7962 0.2704 0.1710 0.027 Uiso 1.00 1 c R . . H(7) H 0.4186 0.4818 0.2760 0.028 Uiso 1.00 1 c R . . H(8) H 0.6271 0.3982 0.3413 0.028 Uiso 1.00 1 c R . . H(9) H 0.2818 0.4719 0.4545 0.031 Uiso 1.00 1 c R . . H(10) H 0.1039 0.3653 0.3673 0.031 Uiso 1.00 1 c R . . H(11) H 0.1516 0.0698 0.3337 0.031 Uiso 1.00 1 c R . . H(12) H 0.3609 -0.0134 0.3990 0.031 Uiso 1.00 1 c R . . H(13) H 0.6743 0.1020 0.3069 0.029 Uiso 1.00 1 c R . . H(14) H 0.4951 -0.0039 0.2200 0.029 Uiso 1.00 1 c R . . H(15) H 0.2196 0.2780 0.6071 0.042 Uiso 1.00 1 c R . . H(16) H 0.1314 0.1061 0.5446 0.042 Uiso 1.00 1 c R . . H(17) H -0.0048 0.2664 0.5206 0.042 Uiso 1.00 1 c 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N(1) 0.023(1) 0.0212(8) 0.0205(8) -0.0014(6) 0.0017(6) 0.0073(6) N(2) 0.027(1) 0.0321(9) 0.0212(8) -0.0031(7) 0.0029(7) 0.0097(7) C(1) 0.026(1) 0.028(1) 0.0205(9) -0.0001(8) 0.0017(7) 0.0079(7) C(2) 0.022(1) 0.0240(9) 0.0175(9) 0.0011(7) 0.0060(7) 0.0051(7) C(3) 0.025(1) 0.0221(9) 0.0177(9) 0.0023(7) 0.0067(7) 0.0056(7) C(4) 0.022(1) 0.0226(9) 0.0168(9) 0.0015(7) 0.0069(7) 0.0033(7) C(5) 0.030(1) 0.0222(9) 0.0224(9) 0.0001(8) 0.0059(8) 0.0063(7) C(6) 0.031(1) 0.025(1) 0.026(1) -0.0071(8) 0.0061(8) 0.0028(7) C(7) 0.028(1) 0.034(1) 0.0222(9) -0.0045(8) -0.0006(8) 0.0041(8) C(8) 0.024(1) 0.0227(9) 0.0219(9) -0.0003(8) 0.0023(7) 0.0063(7) C(9) 0.026(1) 0.0227(9) 0.0237(9) -0.0025(7) 0.0013(8) 0.0059(7) C(10) 0.026(1) 0.028(1) 0.0232(9) -0.0007(8) 0.0019(8) 0.0048(7) C(11) 0.026(1) 0.027(1) 0.026(1) -0.0035(8) 0.0001(8) 0.0107(8) C(12) 0.024(1) 0.0242(9) 0.0252(9) -0.0012(7) 0.0009(8) 0.0088(7) C(13) 0.040(1) 0.041(1) 0.027(1) -0.003(1) 0.0089(9) 0.0114(9) #============================================================================== _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution ? _computing_structure_refinement SHELXL _computing_publication_material 'CrystalStructure 3.6.0' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 N(1) C(8) 1.470(2) ? . . N(1) C(9) 1.464(2) ? . . N(1) C(12) 1.466(2) ? . . N(2) C(10) 1.463(3) ? . . N(2) C(11) 1.463(2) ? . . N(2) C(13) 1.460(3) ? . . C(1) C(2) 1.435(2) ? . . C(1) C(7) 1.356(3) ? . 66502 C(2) C(3) 1.405(3) ? . . C(2) C(4) 1.446(3) ? . 66502 C(3) C(4) 1.408(2) ? . . C(3) C(8) 1.521(3) ? . . C(4) C(2) 1.446(3) ? . 66502 C(4) C(5) 1.428(2) ? . . C(5) C(6) 1.359(3) ? . . C(6) C(7) 1.408(3) ? . . C(7) C(1) 1.356(3) ? . 66502 C(9) C(10) 1.512(3) ? . . C(11) C(12) 1.511(3) ? . . C(1) H(1) 0.9300 ? . . C(5) H(2) 0.9300 ? . . C(6) H(3) 0.9300 ? . . C(7) H(4) 0.9301 ? . . C(8) H(5) 0.9700 ? . . C(8) H(6) 0.9700 ? . . C(9) H(7) 0.9701 ? . . C(9) H(8) 0.9700 ? . . C(10) H(9) 0.9700 ? . . C(10) H(10) 0.9700 ? . . C(11) H(11) 0.9700 ? . . C(11) H(12) 0.9700 ? . . C(12) H(13) 0.9700 ? . . C(12) H(14) 0.9700 ? . . C(13) H(15) 0.9600 ? . . C(13) H(16) 0.9600 ? . . C(13) H(17) 0.9600 ? . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 N(1) C(8) C(3) 113.0(1) ? . . . C(9) N(1) C(8) 111.1(1) ? . . . C(12) N(1) C(8) 109.9(1) ? . . . N(1) C(9) C(10) 110.7(1) ? . . . C(12) N(1) C(9) 108.8(1) ? . . . N(1) C(12) C(11) 110.8(1) ? . . . N(2) C(10) C(9) 110.5(2) ? . . . C(11) N(2) C(10) 109.0(1) ? . . . C(13) N(2) C(10) 110.5(2) ? . . . N(2) C(11) C(12) 110.6(2) ? . . . C(13) N(2) C(11) 111.1(2) ? . . . C(1) C(2) C(3) 122.9(2) ? . . . C(1) C(2) C(4) 117.3(2) ? . . 66502 C(7) C(1) C(2) 122.2(2) ? 66502 . . C(1) C(7) C(6) 120.4(2) ? . 66502 66502 C(2) C(3) C(4) 119.8(2) ? . . . C(2) C(3) C(8) 121.7(2) ? . . . C(4) C(2) C(3) 119.8(2) ? 66502 . . C(2) C(4) C(5) 118.0(2) ? . 66502 66502 C(2) C(4) C(3) 120.5(2) ? . 66502 66502 C(3) C(4) C(5) 121.6(2) ? . . . C(8) C(3) C(4) 118.5(2) ? . . . C(3) C(4) C(2) 120.5(2) ? . . 66502 C(5) C(4) C(2) 118.0(2) ? . . 66502 C(4) C(2) C(3) 119.8(2) ? . 66502 66502 C(4) C(2) C(1) 117.3(2) ? . 66502 66502 C(4) C(5) C(6) 122.1(2) ? . . . C(5) C(6) C(7) 120.0(2) ? . . . C(6) C(7) C(1) 120.4(2) ? . . 66502 C(7) C(1) C(2) 122.2(2) ? . 66502 66502 N(1) C(8) H(5) 108.9723 ? . . . N(1) C(8) H(6) 108.9749 ? . . . N(1) C(9) H(7) 109.4943 ? . . . N(1) C(9) H(8) 109.4954 ? . . . N(1) C(12) H(13) 109.4753 ? . . . N(1) C(12) H(14) 109.4737 ? . . . N(2) C(10) H(9) 109.5504 ? . . . N(2) C(10) H(10) 109.5537 ? . . . N(2) C(11) H(11) 109.5244 ? . . . N(2) C(11) H(12) 109.5222 ? . . . N(2) C(13) H(15) 109.4740 ? . . . N(2) C(13) H(16) 109.4668 ? . . . N(2) C(13) H(17) 109.4716 ? . . . H(1) C(1) C(2) 118.9151 ? . . . H(1) C(1) C(7) 118.9182 ? . . 66502 C(1) C(7) H(4) 119.8101 ? . 66502 66502 C(3) C(8) H(5) 108.9748 ? . . . C(3) C(8) H(6) 108.9707 ? . . . C(4) C(5) H(2) 118.9411 ? . . . H(2) C(5) C(6) 118.9480 ? . . . C(5) C(6) H(3) 119.9825 ? . . . H(3) C(6) C(7) 119.9795 ? . . . C(6) C(7) H(4) 119.8121 ? . . . C(7) C(1) H(1) 118.9182 ? . 66502 66502 H(4) C(7) C(1) 119.8101 ? . . 66502 H(6) C(8) H(5) 107.7650 ? . . . H(7) C(9) C(10) 109.5019 ? . . . H(8) C(9) C(10) 109.5044 ? . . . C(9) C(10) H(9) 109.5499 ? . . . C(9) C(10) H(10) 109.5560 ? . . . H(8) C(9) H(7) 108.0711 ? . . . H(10) C(10) H(9) 108.1008 ? . . . H(11) C(11) C(12) 109.5243 ? . . . H(12) C(11) C(12) 109.5280 ? . . . C(11) C(12) H(13) 109.4727 ? . . . C(11) C(12) H(14) 109.4719 ? . . . H(12) C(11) H(11) 108.0856 ? . . . H(14) C(12) H(13) 108.0585 ? . . . H(16) C(13) H(15) 109.4731 ? . . . H(17) C(13) H(15) 109.4715 ? . . . H(17) C(13) H(16) 109.4703 ? . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) N(1) C(8) C(3) -67.6(2) ? . . . . C(12) N(1) C(8) C(3) 171.9(1) ? . . . . C(8) N(1) C(9) C(10) -179.2(1) ? . . . . C(12) N(1) C(9) C(10) -58.1(2) ? . . . . C(8) N(1) C(12) C(11) 179.7(1) ? . . . . C(9) N(1) C(12) C(11) 57.9(2) ? . . . . C(11) N(2) C(10) C(9) -58.5(2) ? . . . . C(13) N(2) C(10) C(9) 179.3(1) ? . . . . C(10) N(2) C(11) C(12) 58.3(2) ? . . . . C(13) N(2) C(11) C(12) -179.8(1) ? . . . . C(1) C(2) C(3) C(4) 179.3(2) ? . . . . C(1) C(2) C(3) C(8) -2.5(3) ? . . . . C(2) C(3) C(4) C(5) 180.0(1) ? . . . . C(8) C(3) C(4) C(5) 1.7(2) ? . . . . C(2) C(3) C(8) N(1) 107.7(2) ? . . . . C(4) C(3) C(8) N(1) -74.0(2) ? . . . . C(3) C(4) C(5) C(6) -177.9(2) ? . . . . C(4) C(5) C(6) C(7) -1.7(3) ? . . . . N(1) C(9) C(10) N(2) 59.5(2) ? . . . . N(2) C(11) C(12) N(1) -59.0(2) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 N(1) N(2) 2.883(2) ? . . N(1) C(2) 3.504(2) ? . . N(1) C(3) 2.495(2) ? . . N(1) C(4) 3.179(2) ? . . N(1) C(5) 3.203(2) ? . . N(1) C(10) 2.449(2) ? . . N(1) C(11) 2.451(2) ? . . N(2) C(9) 2.444(3) ? . . N(2) C(12) 2.445(2) ? . . C(1) C(2) 3.576(2) ? . 76502 C(1) C(3) 2.495(3) ? . . C(1) C(4) 3.469(2) ? . 65501 C(1) C(4) 2.460(3) ? . 66502 C(1) C(5) 2.774(3) ? . 66502 C(1) C(6) 2.398(3) ? . 66502 C(1) C(8) 2.985(3) ? . . C(1) C(9) 3.554(3) ? . . C(2) C(1) 3.576(2) ? . 76502 C(2) C(2) 2.839(2) ? . 66502 C(2) C(3) 2.477(3) ? . 66502 C(2) C(4) 2.434(2) ? . . C(2) C(5) 2.463(3) ? . 66502 C(2) C(6) 2.832(3) ? . 66502 C(2) C(7) 2.443(3) ? . 66502 C(2) C(8) 2.556(3) ? . . C(2) C(9) 3.517(3) ? . . C(3) C(2) 2.477(3) ? . 66502 C(3) C(3) 2.857(3) ? . 66502 C(3) C(4) 2.466(3) ? . 66502 C(3) C(5) 2.476(3) ? . . C(3) C(6) 3.494(3) ? . 65501 C(3) C(9) 3.015(2) ? . . C(4) C(1) 3.469(2) ? . 45501 C(4) C(1) 2.460(3) ? . 66502 C(4) C(3) 2.466(3) ? . 66502 C(4) C(4) 2.823(2) ? . 66502 C(4) C(6) 2.439(3) ? . . C(4) C(7) 2.823(3) ? . . C(4) C(8) 2.519(3) ? . . C(5) C(1) 2.774(3) ? . 66502 C(5) C(2) 2.463(3) ? . 66502 C(5) C(7) 2.397(3) ? . . C(5) C(8) 2.886(3) ? . . C(6) C(1) 2.398(3) ? . 66502 C(6) C(2) 2.832(3) ? . 66502 C(6) C(3) 3.494(3) ? . 45501 C(7) C(2) 2.443(3) ? . 66502 C(8) C(9) 2.420(2) ? . . C(8) C(12) 2.404(3) ? . . C(9) C(11) 2.821(3) ? . . C(9) C(12) 2.382(2) ? . . C(10) C(11) 2.381(3) ? . . C(10) C(12) 2.821(2) ? . . C(10) C(13) 2.401(3) ? . . C(11) C(13) 2.410(3) ? . . N(1) H(1) 3.3503 ? . 45501 N(1) H(1) 3.4539 ? . . N(1) H(2) 2.6647 ? . . N(1) H(3) 3.4525 ? . 55502 N(1) H(5) 2.0071 ? . . N(1) H(6) 3.5273 ? . 45501 N(1) H(6) 2.0071 ? . . N(1) H(7) 2.0082 ? . . N(1) H(8) 2.0082 ? . . N(1) H(9) 3.2805 ? . . N(1) H(10) 2.6565 ? . . N(1) H(11) 2.6617 ? . . N(1) H(12) 3.2823 ? . . N(1) H(13) 2.0099 ? . . N(1) H(14) 2.0099 ? . . N(2) H(7) 3.2761 ? . . N(2) H(8) 2.6509 ? . . N(2) H(9) 2.0074 ? . . N(2) H(9) 3.2759 ? . 66602 N(2) H(10) 2.0075 ? . . N(2) H(11) 2.0077 ? . . N(2) H(12) 2.0076 ? . . N(2) H(12) 3.1877 ? . 65602 N(2) H(13) 2.6553 ? . . N(2) H(14) 3.2767 ? . . N(2) H(15) 1.9966 ? . . N(2) H(16) 1.9966 ? . . N(2) H(17) 1.9966 ? . . C(1) H(3) 3.2319 ? . 66502 C(1) H(4) 1.9890 ? . 66502 C(1) H(6) 2.5434 ? . . C(1) H(7) 3.1519 ? . . C(1) H(7) 3.1717 ? . 65501 C(1) H(8) 3.2410 ? . . C(1) H(10) 3.4200 ? . 65501 C(1) H(15) 3.0558 ? . 66602 C(2) H(1) 2.0529 ? . . C(2) H(2) 3.3022 ? . 66502 C(2) H(4) 3.2791 ? . 66502 C(2) H(5) 3.2149 ? . . C(2) H(6) 2.6010 ? . . C(2) H(7) 2.9615 ? . . C(2) H(8) 3.5899 ? . . C(3) H(1) 2.6733 ? . . C(3) H(2) 2.6448 ? . . C(3) H(5) 2.0528 ? . . C(3) H(6) 2.0527 ? . . C(3) H(7) 2.6744 ? . . C(3) H(8) 3.3349 ? . . C(4) H(1) 3.4536 ? . 45501 C(4) H(1) 3.3008 ? . 66502 C(4) H(2) 2.0472 ? . . C(4) H(3) 3.2762 ? . . C(4) H(5) 2.6701 ? . . C(4) H(6) 3.2951 ? . . C(4) H(7) 3.4893 ? . . C(5) H(1) 3.5937 ? . 45501 C(5) H(3) 1.9937 ? . . C(5) H(3) 3.1954 ? . 55502 C(5) H(4) 3.2311 ? . . C(5) H(5) 3.4833 ? . 45501 C(5) H(5) 2.6786 ? . . C(5) H(5) 2.9591 ? . 65502 C(5) H(6) 3.2859 ? . 45501 C(5) H(14) 3.1201 ? . 65502 C(6) H(1) 3.2330 ? . 66502 C(6) H(2) 1.9837 ? . . C(6) H(2) 3.2453 ? . 55502 C(6) H(3) 3.5625 ? . 55502 C(6) H(4) 2.0370 ? . . C(6) H(5) 3.1918 ? . 45501 C(6) H(5) 3.1738 ? . 65502 C(6) H(6) 3.5358 ? . 45501 C(6) H(11) 3.3490 ? . 55502 C(6) H(13) 3.5156 ? . 65502 C(6) H(14) 3.3377 ? . 55502 C(6) H(14) 3.1604 ? . 65502 C(7) H(1) 1.9804 ? . 66502 C(7) H(2) 3.2328 ? . . C(7) H(3) 2.0386 ? . . C(7) H(7) 3.1605 ? . 56502 C(7) H(11) 3.3808 ? . 55502 C(7) H(14) 3.4164 ? . 55502 C(7) H(15) 3.0893 ? . 55401 C(8) H(1) 2.6476 ? . . C(8) H(2) 2.5235 ? . . C(8) H(2) 3.4509 ? . 65502 C(8) H(3) 3.5341 ? . 65501 C(8) H(3) 3.4832 ? . 65502 C(8) H(7) 2.6139 ? . . C(8) H(8) 2.6022 ? . . C(8) H(13) 2.5856 ? . . C(8) H(14) 2.5896 ? . . C(9) H(1) 3.1232 ? . 45501 C(9) H(1) 3.1689 ? . . C(9) H(4) 3.5334 ? . 56502 C(9) H(5) 3.2452 ? . . C(9) H(6) 2.5638 ? . . C(9) H(9) 2.0518 ? . . C(9) H(9) 3.2215 ? . 66602 C(9) H(10) 2.0519 ? . . C(9) H(10) 3.4943 ? . 65501 C(9) H(11) 3.1594 ? . . C(9) H(13) 2.5921 ? . . C(9) H(14) 3.2257 ? . . C(9) H(15) 3.2853 ? . 66602 C(10) H(1) 3.1835 ? . 45501 C(10) H(7) 2.0513 ? . . C(10) H(8) 3.4994 ? . 45501 C(10) H(8) 2.0513 ? . . C(10) H(8) 3.4504 ? . 66602 C(10) H(9) 3.0886 ? . 66602 C(10) H(11) 2.5890 ? . . C(10) H(12) 3.2245 ? . . C(10) H(13) 3.1606 ? . . C(10) H(15) 2.8195 ? . . C(10) H(16) 3.1776 ? . . C(10) H(17) 2.4088 ? . . C(10) H(17) 3.2913 ? . 56602 C(11) H(3) 3.4779 ? . 55502 C(11) H(4) 3.2633 ? . 55502 C(11) H(8) 3.1560 ? . . C(11) H(9) 3.2249 ? . . C(11) H(10) 2.5876 ? . . C(11) H(12) 3.4352 ? . 65602 C(11) H(13) 3.4987 ? . 45501 C(11) H(13) 2.0495 ? . . C(11) H(14) 2.0495 ? . . C(11) H(15) 3.1808 ? . . C(11) H(16) 2.4158 ? . . C(11) H(16) 3.2012 ? . 55602 C(11) H(16) 3.5229 ? . 65602 C(11) H(17) 2.8362 ? . . C(12) H(2) 3.3967 ? . . C(12) H(3) 3.2752 ? . 55502 C(12) H(4) 3.5037 ? . 55502 C(12) H(5) 2.5212 ? . . C(12) H(6) 2.6388 ? . . C(12) H(7) 3.2264 ? . . C(12) H(8) 2.5902 ? . . C(12) H(10) 3.1549 ? . . C(12) H(11) 2.0502 ? . . C(12) H(11) 3.5045 ? . 65501 C(12) H(12) 2.0502 ? . . C(12) H(16) 3.5032 ? . 65602 C(13) H(4) 3.4101 ? . 55601 C(13) H(8) 3.4610 ? . 66602 C(13) H(9) 2.5849 ? . . C(13) H(9) 3.4146 ? . 56602 C(13) H(10) 2.5956 ? . . C(13) H(11) 2.6018 ? . . C(13) H(11) 3.5105 ? . 55602 C(13) H(12) 2.5985 ? . . C(13) H(12) 3.4164 ? . 55602 C(13) H(12) 3.2166 ? . 65602 C(13) H(16) 3.1106 ? . 55602 H(1) N(1) 3.3503 ? . 65501 H(1) C(4) 3.4536 ? . 65501 H(1) C(4) 3.3008 ? . 66502 H(1) C(5) 3.5937 ? . 65501 H(1) C(6) 3.2330 ? . 66502 H(1) C(7) 1.9804 ? . 66502 H(1) C(9) 3.1232 ? . 65501 H(1) C(10) 3.1835 ? . 65501 H(2) C(2) 3.3022 ? . 66502 H(2) C(6) 3.2453 ? . 55502 H(2) C(8) 3.4509 ? . 65502 H(3) N(1) 3.4525 ? . 55502 H(3) C(1) 3.2319 ? . 66502 H(3) C(5) 3.1954 ? . 55502 H(3) C(6) 3.5625 ? . 55502 H(3) C(8) 3.5341 ? . 45501 H(3) C(8) 3.4832 ? . 65502 H(3) C(11) 3.4779 ? . 55502 H(3) C(12) 3.2752 ? . 55502 H(4) C(1) 1.9890 ? . 66502 H(4) C(2) 3.2791 ? . 66502 H(4) C(9) 3.5334 ? . 56502 H(4) C(11) 3.2633 ? . 55502 H(4) C(12) 3.5037 ? . 55502 H(4) C(13) 3.4101 ? . 55401 H(5) C(5) 3.4833 ? . 65501 H(5) C(5) 2.9591 ? . 65502 H(5) C(6) 3.1918 ? . 65501 H(5) C(6) 3.1738 ? . 65502 H(6) N(1) 3.5273 ? . 65501 H(6) C(5) 3.2859 ? . 65501 H(6) C(6) 3.5358 ? . 65501 H(7) C(1) 3.1717 ? . 45501 H(7) C(7) 3.1605 ? . 56502 H(8) C(10) 3.4994 ? . 65501 H(8) C(10) 3.4504 ? . 66602 H(8) C(13) 3.4610 ? . 66602 H(9) N(2) 3.2759 ? . 66602 H(9) C(9) 3.2215 ? . 66602 H(9) C(10) 3.0886 ? . 66602 H(9) C(13) 3.4146 ? . 56602 H(10) C(1) 3.4200 ? . 45501 H(10) C(9) 3.4943 ? . 45501 H(11) C(6) 3.3490 ? . 55502 H(11) C(7) 3.3808 ? . 55502 H(11) C(12) 3.5045 ? . 45501 H(11) C(13) 3.5105 ? . 55602 H(12) N(2) 3.1877 ? . 65602 H(12) C(11) 3.4352 ? . 65602 H(12) C(13) 3.4164 ? . 55602 H(12) C(13) 3.2166 ? . 65602 H(13) C(6) 3.5156 ? . 65502 H(13) C(11) 3.4987 ? . 65501 H(14) C(5) 3.1201 ? . 65502 H(14) C(6) 3.3377 ? . 55502 H(14) C(6) 3.1604 ? . 65502 H(14) C(7) 3.4164 ? . 55502 H(15) C(1) 3.0558 ? . 66602 H(15) C(7) 3.0893 ? . 55601 H(15) C(9) 3.2853 ? . 66602 H(16) C(11) 3.2012 ? . 55602 H(16) C(11) 3.5229 ? . 65602 H(16) C(12) 3.5032 ? . 65602 H(16) C(13) 3.1106 ? . 55602 H(17) C(10) 3.2913 ? . 56602 #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== #============================================================================== data__2c _database_code_depnum_ccdc_archive 'CCDC 261995' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C40 H36 N6 ' _chemical_formula_moiety 'C40 H36 N6 ' _chemical_formula_weight 600.76 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 10.573(3) _cell_length_b 10.677(3) _cell_length_c 15.007(4) _cell_angle_alpha 90 _cell_angle_beta 102.55(1) _cell_angle_gamma 90 _cell_volume 1653.7(7) _cell_formula_units_Z 2 _cell_measurement_reflns_used 14158 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 68.2 _cell_measurement_temperature 173.1 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_diffrn 1.206 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 636.00 _exptl_absorpt_coefficient_mu 0.564 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.619 _exptl_absorpt_correction_T_max 0.844 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5419 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_reflns_number 15648 _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_theta_max 68.23 _diffrn_measured_fraction_theta_max 0.9708 _diffrn_reflns_theta_full 68.23 _diffrn_measured_fraction_theta_full 0.9708 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2941 _reflns_number_gt 2365 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_ref 0.0960 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 2941 _refine_ls_number_parameters 210 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0444P)^2^+0.3888P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 0.18 _refine_diff_density_min -0.20 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.018 0.009 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.031 0.018 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 N(1) N 0.35445(9) 0.19465(9) 0.06016(6) 0.0278(2) Uani 1.00 1 d . . . N(2) N 0.3490(1) 0.1451(1) 0.29105(7) 0.0376(3) Uani 1.00 1 d . . . N(3) N 0.2655(1) -0.0122(1) -0.11176(8) 0.0465(3) Uani 1.00 1 d . . . C(1) C 0.6996(1) 0.3278(1) 0.07691(8) 0.0364(3) Uani 1.00 1 d . . . C(2) C 0.5973(1) 0.4116(1) 0.03684(7) 0.0285(3) Uani 1.00 1 d . . . C(3) C 0.4696(1) 0.3695(1) 0.00109(7) 0.0277(3) Uani 1.00 1 d . . . C(4) C 0.3724(1) 0.4572(1) -0.03450(7) 0.0286(3) Uani 1.00 1 d . . . C(5) C 0.2409(1) 0.4192(1) -0.06971(8) 0.0351(3) Uani 1.00 1 d . . . C(6) C 0.1468(1) 0.5026(1) -0.10536(9) 0.0427(3) Uani 1.00 1 d . . . C(7) C 0.1779(1) 0.6310(1) -0.1095(1) 0.0438(3) Uani 1.00 1 d . . . C(8) C 0.4363(1) 0.2314(1) -0.00336(8) 0.0296(3) Uani 1.00 1 d . . . C(9) C 0.4225(1) 0.2090(1) 0.15556(8) 0.0311(3) Uani 1.00 1 d . . . C(10) C 0.3123(1) 0.0642(1) 0.04414(8) 0.0316(3) Uani 1.00 1 d . . . C(11) C 0.3285(1) 0.2192(1) 0.21761(8) 0.0290(3) Uani 1.00 1 d . . . C(12) C 0.2294(1) 0.3073(1) 0.19997(8) 0.0346(3) Uani 1.00 1 d . . . C(13) C 0.1512(1) 0.3226(1) 0.26156(9) 0.0386(3) Uani 1.00 1 d . . . C(14) C 0.1724(1) 0.2474(1) 0.33806(9) 0.0438(3) Uani 1.00 1 d . . . C(15) C 0.2700(1) 0.1605(1) 0.34935(9) 0.0460(4) Uani 1.00 1 d . . . C(16) C 0.2193(1) 0.0457(1) -0.04616(8) 0.0330(3) Uani 1.00 1 d . . . C(17) C 0.0925(1) 0.0871(1) -0.0594(1) 0.0450(3) Uani 1.00 1 d . . . C(18) C 0.0085(2) 0.0650(2) -0.1418(1) 0.0611(5) Uani 1.00 1 d . . . C(19) C 0.0545(2) 0.0046(2) -0.2096(1) 0.0673(5) Uani 1.00 1 d . . . C(20) C 0.1824(2) -0.0304(1) -0.1921(1) 0.0631(5) Uani 1.00 1 d . . . H(1) H 0.6816 0.2430 0.0806 0.044 Uiso 1.00 1 c R . . H(2) H 0.2195 0.3348 -0.0680 0.042 Uiso 1.00 1 c R . . H(3) H 0.0621 0.4754 -0.1270 0.051 Uiso 1.00 1 c R . . H(4) H 0.1134 0.6878 -0.1349 0.053 Uiso 1.00 1 c R . . H(5) H 0.3915 0.2107 -0.0651 0.036 Uiso 1.00 1 c R . . H(6) H 0.5159 0.1832 0.0105 0.036 Uiso 1.00 1 c R . . H(7) H 0.4761 0.2836 0.1617 0.037 Uiso 1.00 1 c R . . H(8) H 0.4789 0.1375 0.1736 0.037 Uiso 1.00 1 c R . . H(9) H 0.2710 0.0376 0.0927 0.038 Uiso 1.00 1 c R . . H(10) H 0.3877 0.0116 0.0463 0.038 Uiso 1.00 1 c R . . H(11) H 0.2160 0.3555 0.1471 0.042 Uiso 1.00 1 c R . . H(12) H 0.0856 0.3823 0.2518 0.046 Uiso 1.00 1 c R . . H(13) H 0.1216 0.2555 0.3811 0.053 Uiso 1.00 1 c R . . H(14) H 0.2823 0.1090 0.4005 0.055 Uiso 1.00 1 c R . . H(15) H 0.0644 0.1295 -0.0131 0.054 Uiso 1.00 1 c R . . H(16) H -0.0776 0.0902 -0.1516 0.073 Uiso 1.00 1 c R . . H(17) H 0.0001 -0.0120 -0.2659 0.081 Uiso 1.00 1 c R . . H(18) H 0.2134 -0.0691 -0.2386 0.076 Uiso 1.00 1 c 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N(1) 0.0345(5) 0.0234(5) 0.0265(5) -0.0043(4) 0.0086(4) 0.0001(4) N(2) 0.0519(7) 0.0301(6) 0.0335(6) 0.0072(5) 0.0153(5) 0.0049(4) N(3) 0.0659(8) 0.0330(7) 0.0385(6) 0.0035(5) 0.0067(6) -0.0048(5) C(1) 0.0401(7) 0.0277(7) 0.0406(7) -0.0009(5) 0.0073(6) 0.0033(5) C(2) 0.0341(6) 0.0262(6) 0.0267(6) -0.0015(5) 0.0097(5) 0.0008(5) C(3) 0.0352(6) 0.0250(6) 0.0250(5) -0.0035(5) 0.0109(5) -0.0010(5) C(4) 0.0335(6) 0.0280(7) 0.0253(6) -0.0039(5) 0.0084(5) 0.0004(5) C(5) 0.0377(7) 0.0310(7) 0.0350(6) -0.0082(5) 0.0046(5) 0.0030(5) C(6) 0.0338(7) 0.0429(8) 0.0473(8) -0.0063(6) -0.0006(6) 0.0056(6) C(7) 0.0378(7) 0.0376(8) 0.0517(8) 0.0025(6) 0.0001(6) 0.0082(6) C(8) 0.0354(6) 0.0254(7) 0.0299(6) -0.0028(5) 0.0112(5) -0.0015(5) C(9) 0.0333(6) 0.0310(7) 0.0289(6) -0.0021(5) 0.0066(5) 0.0000(5) C(10) 0.0396(7) 0.0221(6) 0.0338(6) -0.0025(5) 0.0097(5) 0.0032(5) C(11) 0.0348(6) 0.0248(6) 0.0272(6) -0.0029(5) 0.0065(5) -0.0020(5) C(12) 0.0398(7) 0.0324(7) 0.0301(6) 0.0013(5) 0.0042(5) 0.0015(5) C(13) 0.0361(7) 0.0370(8) 0.0418(7) 0.0041(6) 0.0065(6) -0.0074(6) C(14) 0.0525(8) 0.0415(8) 0.0444(8) 0.0005(6) 0.0257(6) -0.0039(6) C(15) 0.0688(9) 0.0370(8) 0.0386(7) 0.0071(7) 0.0259(7) 0.0078(6) C(16) 0.0417(7) 0.0200(6) 0.0363(6) -0.0067(5) 0.0063(5) 0.0049(5) C(17) 0.0418(7) 0.0410(8) 0.0517(8) -0.0042(6) 0.0090(6) 0.0134(7) C(18) 0.0481(8) 0.055(1) 0.070(1) -0.0121(8) -0.0090(8) 0.0291(9) C(19) 0.089(1) 0.043(1) 0.0515(9) -0.0193(9) -0.0257(9) 0.0117(8) C(20) 0.104(1) 0.0398(9) 0.0378(8) 0.0007(9) -0.0018(8) -0.0055(7) #============================================================================== _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution ? _computing_structure_refinement SHELXL _computing_publication_material 'CrystalStructure 3.6.0' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 N(1) C(8) 1.473(2) ? . . N(1) C(9) 1.464(1) ? . . N(1) C(10) 1.466(2) ? . . N(2) C(11) 1.335(2) ? . . N(2) C(15) 1.344(2) ? . . N(3) C(16) 1.341(2) ? . . N(3) C(20) 1.342(2) ? . . C(1) C(2) 1.432(2) ? . . C(1) C(7) 1.355(2) ? . 66503 C(2) C(3) 1.413(2) ? . . C(2) C(4) 1.440(2) ? . 66503 C(3) C(4) 1.407(2) ? . . C(3) C(8) 1.515(2) ? . . C(4) C(2) 1.440(2) ? . 66503 C(4) C(5) 1.435(2) ? . . C(5) C(6) 1.355(2) ? . . C(6) C(7) 1.415(2) ? . . C(7) C(1) 1.355(2) ? . 66503 C(9) C(11) 1.506(2) ? . . C(10) C(16) 1.505(2) ? . . C(11) C(12) 1.391(2) ? . . C(12) C(13) 1.377(2) ? . . C(13) C(14) 1.379(2) ? . . C(14) C(15) 1.371(2) ? . . C(16) C(17) 1.384(2) ? . . C(17) C(18) 1.378(2) ? . . C(18) C(19) 1.379(3) ? . . C(19) C(20) 1.373(3) ? . . C(1) H(1) 0.9301 ? . . C(5) H(2) 0.9299 ? . . C(6) H(3) 0.9301 ? . . C(7) H(4) 0.9301 ? . . C(8) H(5) 0.9701 ? . . C(8) H(6) 0.9700 ? . . C(9) H(7) 0.9700 ? . . C(9) H(8) 0.9700 ? . . C(10) H(9) 0.9701 ? . . C(10) H(10) 0.9700 ? . . C(12) H(11) 0.9301 ? . . C(13) H(12) 0.9300 ? . . C(14) H(13) 0.9300 ? . . C(15) H(14) 0.9300 ? . . C(17) H(15) 0.9300 ? . . C(18) H(16) 0.9301 ? . . C(19) H(17) 0.9300 ? . . C(20) H(18) 0.9300 ? . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 N(1) C(8) C(3) 113.2(1) ? . . . C(9) N(1) C(8) 111.84(9) ? . . . C(10) N(1) C(8) 110.31(9) ? . . . C(10) N(1) C(9) 109.10(9) ? . . . N(1) C(9) C(11) 111.22(9) ? . . . N(1) C(10) C(16) 112.85(9) ? . . . N(2) C(11) C(9) 117.2(1) ? . . . N(2) C(11) C(12) 122.6(1) ? . . . C(15) N(2) C(11) 116.9(1) ? . . . N(2) C(15) C(14) 124.0(1) ? . . . N(3) C(16) C(10) 116.8(1) ? . . . N(3) C(16) C(17) 122.5(1) ? . . . C(20) N(3) C(16) 117.0(1) ? . . . N(3) C(20) C(19) 123.9(2) ? . . . C(1) C(2) C(3) 122.2(1) ? . . . C(1) C(2) C(4) 117.8(1) ? . . 66503 C(7) C(1) C(2) 121.7(1) ? 66503 . . C(1) C(7) C(6) 120.8(1) ? . 66503 66503 C(2) C(3) C(4) 119.4(1) ? . . . C(2) C(3) C(8) 121.3(1) ? . . . C(4) C(2) C(3) 120.0(1) ? 66503 . . C(2) C(4) C(5) 118.0(1) ? . 66503 66503 C(2) C(4) C(3) 120.6(1) ? . 66503 66503 C(3) C(4) C(5) 121.4(1) ? . . . C(8) C(3) C(4) 119.2(1) ? . . . C(3) C(4) C(2) 120.6(1) ? . . 66503 C(5) C(4) C(2) 118.0(1) ? . . 66503 C(4) C(2) C(3) 120.0(1) ? . 66503 66503 C(4) C(2) C(1) 117.8(1) ? . 66503 66503 C(4) C(5) C(6) 121.9(1) ? . . . C(5) C(6) C(7) 119.8(1) ? . . . C(6) C(7) C(1) 120.8(1) ? . . 66503 C(7) C(1) C(2) 121.7(1) ? . 66503 66503 C(9) C(11) C(12) 120.2(1) ? . . . C(10) C(16) C(17) 120.7(1) ? . . . C(11) C(12) C(13) 119.3(1) ? . . . C(12) C(13) C(14) 118.5(1) ? . . . C(13) C(14) C(15) 118.6(1) ? . . . C(16) C(17) C(18) 119.3(1) ? . . . C(17) C(18) C(19) 118.7(2) ? . . . C(18) C(19) C(20) 118.5(2) ? . . . N(1) C(8) H(5) 108.9377 ? . . . N(1) C(8) H(6) 108.9285 ? . . . N(1) C(9) H(7) 109.3829 ? . . . N(1) C(9) H(8) 109.3873 ? . . . N(1) C(10) H(9) 109.0190 ? . . . N(1) C(10) H(10) 109.0203 ? . . . N(2) C(15) H(14) 117.9867 ? . . . N(3) C(20) H(18) 118.0360 ? . . . H(1) C(1) C(2) 119.1596 ? . . . H(1) C(1) C(7) 119.1657 ? . . 66503 C(1) C(7) H(4) 119.6238 ? . 66503 66503 C(3) C(8) H(5) 108.9323 ? . . . C(3) C(8) H(6) 108.9276 ? . . . C(4) C(5) H(2) 119.0479 ? . . . H(2) C(5) C(6) 119.0416 ? . . . C(5) C(6) H(3) 120.0819 ? . . . H(3) C(6) C(7) 120.0969 ? . . . C(6) C(7) H(4) 119.6191 ? . . . C(7) C(1) H(1) 119.1657 ? . 66503 66503 H(4) C(7) C(1) 119.6238 ? . . 66503 H(6) C(8) H(5) 107.7456 ? . . . H(7) C(9) C(11) 109.3907 ? . . . H(8) C(9) C(11) 109.3902 ? . . . H(8) C(9) H(7) 108.0082 ? . . . H(9) C(10) C(16) 109.0115 ? . . . H(10) C(10) C(16) 109.0114 ? . . . H(10) C(10) H(9) 107.8032 ? . . . C(11) C(12) H(11) 120.3312 ? . . . H(11) C(12) C(13) 120.3452 ? . . . C(12) C(13) H(12) 120.7297 ? . . . C(13) C(14) H(13) 120.6899 ? . . . H(12) C(13) C(14) 120.7441 ? . . . H(13) C(14) C(15) 120.6990 ? . . . C(14) C(15) H(14) 117.9800 ? . . . C(16) C(17) H(15) 120.3422 ? . . . H(15) C(17) C(18) 120.3572 ? . . . C(17) C(18) H(16) 120.6390 ? . . . C(18) C(19) H(17) 120.7702 ? . . . H(16) C(18) C(19) 120.6410 ? . . . H(17) C(19) C(20) 120.7578 ? . . . C(19) C(20) H(18) 118.0408 ? . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) N(1) C(8) C(3) -65.6(1) ? . . . . C(10) N(1) C(8) C(3) 172.76(8) ? . . . . C(8) N(1) C(9) C(11) 158.59(9) ? . . . . C(10) N(1) C(9) C(11) -79.1(1) ? . . . . C(8) N(1) C(10) C(16) -68.1(1) ? . . . . C(9) N(1) C(10) C(16) 168.6(1) ? . . . . C(15) N(2) C(11) C(9) 175.7(1) ? . . . . C(15) N(2) C(11) C(12) -1.1(2) ? . . . . C(11) N(2) C(15) C(14) -0.7(2) ? . . . . C(20) N(3) C(16) C(10) 179.1(1) ? . . . . C(20) N(3) C(16) C(17) -0.8(2) ? . . . . C(16) N(3) C(20) C(19) -1.1(2) ? . . . . C(1) C(2) C(3) C(4) 177.8(1) ? . . . . C(1) C(2) C(3) C(8) -4.8(2) ? . . . . C(2) C(3) C(4) C(5) -178.6(1) ? . . . . C(8) C(3) C(4) C(5) 3.9(2) ? . . . . C(2) C(3) C(8) N(1) 110.9(1) ? . . . . C(4) C(3) C(8) N(1) -71.6(1) ? . . . . C(3) C(4) C(5) C(6) -179.0(1) ? . . . . C(4) C(5) C(6) C(7) 0.8(2) ? . . . . N(1) C(9) C(11) N(2) 130.3(1) ? . . . . N(1) C(9) C(11) C(12) -52.8(2) ? . . . . N(1) C(10) C(16) N(3) 106.8(1) ? . . . . N(1) C(10) C(16) C(17) -73.3(2) ? . . . . N(2) C(11) C(12) C(13) 2.2(2) ? . . . . C(9) C(11) C(12) C(13) -174.5(1) ? . . . . C(11) C(12) C(13) C(14) -1.4(2) ? . . . . C(12) C(13) C(14) C(15) -0.2(2) ? . . . . C(13) C(14) C(15) N(2) 1.4(2) ? . . . . N(3) C(16) C(17) C(18) 2.2(2) ? . . . . C(10) C(16) C(17) C(18) -177.8(1) ? . . . . C(16) C(17) C(18) C(19) -1.6(2) ? . . . . C(17) C(18) C(19) C(20) -0.2(3) ? . . . . C(18) C(19) C(20) N(3) 1.7(3) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 N(1) N(2) 3.518(1) ? . . N(1) N(3) 3.371(1) ? . . N(1) C(2) 3.531(2) ? . . N(1) C(3) 2.495(2) ? . . N(1) C(4) 3.167(2) ? . . N(1) C(5) 3.157(2) ? . . N(1) C(11) 2.451(2) ? . . N(1) C(12) 2.967(2) ? . . N(1) C(16) 2.475(1) ? . . N(1) C(17) 3.170(2) ? . . N(2) C(6) 3.563(2) ? . 55504 N(2) C(9) 2.427(2) ? . . N(2) C(12) 2.391(2) ? . . N(2) C(13) 2.785(2) ? . . N(2) C(13) 3.533(2) ? . 54502 N(2) C(14) 2.397(2) ? . . N(2) C(18) 3.564(2) ? . 55504 N(3) C(1) 3.417(2) ? . 65503 N(3) C(8) 3.376(2) ? . . N(3) C(10) 2.425(2) ? . . N(3) C(17) 2.390(2) ? . . N(3) C(18) 2.781(2) ? . . N(3) C(19) 2.396(2) ? . . C(1) N(3) 3.417(2) ? . 65503 C(1) C(3) 2.491(2) ? . . C(1) C(4) 2.459(2) ? . 66503 C(1) C(5) 2.781(2) ? . 66503 C(1) C(6) 2.408(2) ? . 66503 C(1) C(8) 2.968(2) ? . . C(2) C(2) 2.834(2) ? . 66503 C(2) C(3) 2.472(2) ? . 66503 C(2) C(4) 2.435(2) ? . . C(2) C(5) 2.464(2) ? . 66503 C(2) C(6) 2.830(2) ? . 66503 C(2) C(7) 2.434(2) ? . 66503 C(2) C(8) 2.553(2) ? . . C(2) C(9) 3.563(2) ? . . C(3) C(2) 2.472(2) ? . 66503 C(3) C(3) 2.861(2) ? . 66503 C(3) C(4) 2.470(2) ? . 66503 C(3) C(5) 2.478(2) ? . . C(3) C(9) 3.010(2) ? . . C(4) C(1) 2.459(2) ? . 66503 C(4) C(3) 2.470(2) ? . 66503 C(4) C(4) 2.824(2) ? . 66503 C(4) C(6) 2.440(2) ? . . C(4) C(7) 2.817(2) ? . . C(4) C(8) 2.520(2) ? . . C(5) C(1) 2.781(2) ? . 66503 C(5) C(2) 2.464(2) ? . 66503 C(5) C(7) 2.397(2) ? . . C(5) C(8) 2.896(2) ? . . C(6) N(2) 3.563(2) ? . 45404 C(6) C(1) 2.408(2) ? . 66503 C(6) C(2) 2.830(2) ? . 66503 C(7) C(2) 2.434(2) ? . 66503 C(8) C(9) 2.432(2) ? . . C(8) C(10) 2.412(2) ? . . C(8) C(16) 2.994(2) ? . . C(9) C(10) 2.387(2) ? . . C(9) C(12) 2.511(2) ? . . C(10) C(11) 3.058(2) ? . . C(10) C(17) 2.511(2) ? . . C(11) C(13) 2.388(2) ? . . C(11) C(14) 2.716(2) ? . . C(11) C(15) 2.284(2) ? . . C(11) C(18) 3.411(2) ? . 55504 C(12) C(14) 2.368(2) ? . . C(12) C(15) 2.692(2) ? . . C(13) N(2) 3.533(2) ? . 55502 C(13) C(15) 2.364(2) ? . . C(16) C(18) 2.384(2) ? . . C(16) C(19) 2.718(2) ? . . C(16) C(20) 2.288(2) ? . . C(17) C(17) 3.461(2) ? . 55503 C(17) C(19) 2.372(2) ? . . C(17) C(20) 2.695(2) ? . . C(18) N(2) 3.564(2) ? . 45404 C(18) C(11) 3.411(2) ? . 45404 C(18) C(20) 2.364(3) ? . . N(1) H(1) 3.4439 ? . . N(1) H(2) 2.6045 ? . . N(1) H(5) 2.0091 ? . . N(1) H(6) 2.0090 ? . . N(1) H(7) 2.0068 ? . . N(1) H(8) 2.0068 ? . . N(1) H(9) 2.0044 ? . . N(1) H(10) 2.0044 ? . . N(1) H(11) 2.7609 ? . . N(1) H(15) 3.1042 ? . . N(2) H(3) 2.6542 ? . 55504 N(2) H(7) 2.9821 ? . . N(2) H(8) 2.4599 ? . . N(2) H(9) 3.1291 ? . . N(2) H(11) 3.2200 ? . . N(2) H(11) 3.3428 ? . 54502 N(2) H(12) 2.9932 ? . 54502 N(2) H(13) 3.2264 ? . . N(2) H(14) 1.9610 ? . . N(2) H(16) 3.0062 ? . 55504 N(3) H(1) 2.5470 ? . 65503 N(3) H(4) 3.5663 ? . 54501 N(3) H(5) 2.7429 ? . . N(3) H(6) 3.5523 ? . . N(3) H(6) 3.0755 ? . 65503 N(3) H(8) 3.3241 ? . 65503 N(3) H(9) 3.1023 ? . . N(3) H(10) 2.4555 ? . . N(3) H(10) 3.5847 ? . 65503 N(3) H(15) 3.2199 ? . . N(3) H(17) 3.2254 ? . . N(3) H(18) 1.9594 ? . . C(1) H(3) 3.2404 ? . 66503 C(1) H(4) 1.9864 ? . 66503 C(1) H(6) 2.5124 ? . . C(1) H(7) 2.9558 ? . . C(1) H(13) 3.0090 ? . 55404 C(1) H(14) 3.0389 ? . 55404 C(2) H(1) 2.0528 ? . . C(2) H(2) 3.3029 ? . 66503 C(2) H(4) 3.2705 ? . 66503 C(2) H(5) 3.1985 ? . . C(2) H(6) 2.5880 ? . . C(2) H(7) 2.8396 ? . . C(2) H(13) 2.9955 ? . 55404 C(2) H(14) 3.1311 ? . 55404 C(2) H(17) 3.5056 ? . 55504 C(3) H(1) 2.6669 ? . . C(3) H(2) 2.6482 ? . . C(3) H(5) 2.0468 ? . . C(3) H(6) 2.0467 ? . . C(3) H(7) 2.5660 ? . . C(3) H(8) 3.5689 ? . . C(3) H(13) 2.9771 ? . 55404 C(4) H(1) 3.2991 ? . 66503 C(4) H(2) 2.0541 ? . . C(4) H(3) 3.2784 ? . . C(4) H(5) 2.6870 ? . . C(4) H(6) 3.2974 ? . . C(4) H(7) 3.4502 ? . . C(4) H(14) 3.2830 ? . 55502 C(4) H(17) 3.5570 ? . 55402 C(4) H(18) 3.3402 ? . 55402 C(5) H(3) 1.9914 ? . . C(5) H(4) 3.2297 ? . . C(5) H(5) 2.7292 ? . . C(5) H(11) 3.3895 ? . . C(5) H(14) 3.2999 ? . 55502 C(5) H(18) 3.0218 ? . 55402 C(6) H(1) 3.2434 ? . 66503 C(6) H(2) 1.9812 ? . . C(6) H(4) 2.0412 ? . . C(6) H(12) 3.1677 ? . 56503 C(6) H(14) 3.2101 ? . 55502 C(6) H(18) 3.1240 ? . 55402 C(7) H(1) 1.9820 ? . 66503 C(7) H(2) 3.2347 ? . . C(7) H(3) 2.0458 ? . . C(7) H(12) 3.1232 ? . 56503 C(7) H(14) 3.0822 ? . 55502 C(7) H(18) 3.4962 ? . 55402 C(8) H(1) 2.6290 ? . . C(8) H(2) 2.5391 ? . . C(8) H(7) 2.4844 ? . . C(8) H(8) 2.7818 ? . . C(8) H(9) 3.2414 ? . . C(8) H(10) 2.5473 ? . . C(8) H(10) 3.3363 ? . 65503 C(8) H(13) 2.8880 ? . 55404 C(9) H(1) 3.1993 ? . . C(9) H(5) 3.2562 ? . . C(9) H(6) 2.5929 ? . . C(9) H(9) 2.4800 ? . . C(9) H(10) 2.6466 ? . . C(9) H(11) 2.6659 ? . . C(9) H(17) 3.4795 ? . 55504 C(10) H(2) 3.3802 ? . . C(10) H(5) 2.5359 ? . . C(10) H(6) 2.6408 ? . . C(10) H(6) 3.4053 ? . 65503 C(10) H(7) 3.2051 ? . . C(10) H(8) 2.4500 ? . . C(10) H(12) 3.5892 ? . 54502 C(10) H(13) 3.5028 ? . 54502 C(10) H(15) 2.6677 ? . . C(11) H(7) 2.0444 ? . . C(11) H(8) 2.0444 ? . . C(11) H(9) 2.6736 ? . . C(11) H(10) 3.5513 ? . . C(11) H(11) 2.0262 ? . . C(11) H(12) 3.2347 ? . . C(11) H(14) 3.1204 ? . . C(11) H(16) 2.8518 ? . 55504 C(11) H(17) 3.5961 ? . 55504 C(12) H(4) 3.5434 ? . 56503 C(12) H(7) 2.8013 ? . . C(12) H(8) 3.2947 ? . . C(12) H(9) 3.3747 ? . . C(12) H(12) 2.0172 ? . . C(12) H(13) 3.2158 ? . . C(12) H(14) 3.5471 ? . 55502 C(12) H(16) 2.8892 ? . 55504 C(12) H(17) 3.5487 ? . 55504 C(13) H(3) 3.4408 ? . 56503 C(13) H(4) 3.0237 ? . 56503 C(13) H(9) 3.1535 ? . 55502 C(13) H(11) 2.0135 ? . . C(13) H(13) 2.0185 ? . . C(13) H(14) 3.1958 ? . . C(13) H(16) 3.0266 ? . 55504 C(14) H(6) 3.4420 ? . 45504 C(14) H(9) 3.2806 ? . 55502 C(14) H(10) 3.4427 ? . 55502 C(14) H(11) 3.2141 ? . . C(14) H(12) 2.0190 ? . . C(14) H(14) 1.9847 ? . . C(14) H(16) 3.1361 ? . 55504 C(14) H(17) 3.1559 ? . 55503 C(15) H(3) 3.3613 ? . 55504 C(15) H(11) 3.2600 ? . 54502 C(15) H(12) 3.2112 ? . . C(15) H(13) 2.0111 ? . . C(15) H(16) 3.1126 ? . 55504 C(15) H(17) 3.2688 ? . 55503 C(16) H(1) 3.3320 ? . 65503 C(16) H(2) 3.1041 ? . . C(16) H(5) 2.5929 ? . . C(16) H(6) 3.3990 ? . . C(16) H(9) 2.0385 ? . . C(16) H(10) 2.0384 ? . . C(16) H(15) 2.0201 ? . . C(16) H(16) 3.2290 ? . . C(16) H(18) 3.1254 ? . . C(17) H(2) 2.9815 ? . . C(17) H(5) 3.4435 ? . . C(17) H(9) 2.6799 ? . . C(17) H(10) 3.2796 ? . . C(17) H(15) 3.1729 ? . 55503 C(17) H(16) 2.0175 ? . . C(17) H(17) 3.2193 ? . . C(18) H(7) 3.3142 ? . 45404 C(18) H(9) 3.3794 ? . 55503 C(18) H(15) 2.0148 ? . . C(18) H(15) 3.3299 ? . 55503 C(18) H(17) 2.0193 ? . . C(18) H(18) 3.1965 ? . . C(19) H(4) 3.5747 ? . 54501 C(19) H(7) 2.9723 ? . 45404 C(19) H(15) 3.2170 ? . . C(19) H(16) 2.0182 ? . . C(19) H(18) 1.9872 ? . . C(20) H(1) 2.9946 ? . 65503 C(20) H(4) 3.2536 ? . 54501 C(20) H(16) 3.2114 ? . . C(20) H(17) 2.0135 ? . . H(1) N(3) 2.5470 ? . 65503 H(1) C(4) 3.2991 ? . 66503 H(1) C(6) 3.2434 ? . 66503 H(1) C(7) 1.9820 ? . 66503 H(1) C(16) 3.3320 ? . 65503 H(1) C(20) 2.9946 ? . 65503 H(2) C(2) 3.3029 ? . 66503 H(3) N(2) 2.6542 ? . 45404 H(3) C(1) 3.2404 ? . 66503 H(3) C(13) 3.4408 ? . 56503 H(3) C(15) 3.3613 ? . 45404 H(4) N(3) 3.5663 ? . 56501 H(4) C(1) 1.9864 ? . 66503 H(4) C(2) 3.2705 ? . 66503 H(4) C(12) 3.5434 ? . 56503 H(4) C(13) 3.0237 ? . 56503 H(4) C(19) 3.5747 ? . 56501 H(4) C(20) 3.2536 ? . 56501 H(6) N(3) 3.0755 ? . 65503 H(6) C(10) 3.4053 ? . 65503 H(6) C(14) 3.4420 ? . 55404 H(7) C(18) 3.3142 ? . 55504 H(7) C(19) 2.9723 ? . 55504 H(8) N(3) 3.3241 ? . 65503 H(9) C(13) 3.1535 ? . 54502 H(9) C(14) 3.2806 ? . 54502 H(9) C(18) 3.3794 ? . 55503 H(10) N(3) 3.5847 ? . 65503 H(10) C(8) 3.3363 ? . 65503 H(10) C(14) 3.4427 ? . 54502 H(11) N(2) 3.3428 ? . 55502 H(11) C(15) 3.2600 ? . 55502 H(12) N(2) 2.9932 ? . 55502 H(12) C(6) 3.1677 ? . 56503 H(12) C(7) 3.1232 ? . 56503 H(12) C(10) 3.5892 ? . 55502 H(13) C(1) 3.0090 ? . 45504 H(13) C(2) 2.9955 ? . 45504 H(13) C(3) 2.9771 ? . 45504 H(13) C(8) 2.8880 ? . 45504 H(13) C(10) 3.5028 ? . 55502 H(14) C(1) 3.0389 ? . 45504 H(14) C(2) 3.1311 ? . 45504 H(14) C(4) 3.2830 ? . 54502 H(14) C(5) 3.2999 ? . 54502 H(14) C(6) 3.2101 ? . 54502 H(14) C(7) 3.0822 ? . 54502 H(14) C(12) 3.5471 ? . 54502 H(15) C(17) 3.1729 ? . 55503 H(15) C(18) 3.3299 ? . 55503 H(16) N(2) 3.0062 ? . 45404 H(16) C(11) 2.8518 ? . 45404 H(16) C(12) 2.8892 ? . 45404 H(16) C(13) 3.0266 ? . 45404 H(16) C(14) 3.1361 ? . 45404 H(16) C(15) 3.1126 ? . 45404 H(17) C(2) 3.5056 ? . 45404 H(17) C(4) 3.5570 ? . 54402 H(17) C(9) 3.4795 ? . 45404 H(17) C(11) 3.5961 ? . 45404 H(17) C(12) 3.5487 ? . 45404 H(17) C(14) 3.1559 ? . 55503 H(17) C(15) 3.2688 ? . 55503 H(18) C(4) 3.3402 ? . 54402 H(18) C(5) 3.0218 ? . 54402 H(18) C(6) 3.1240 ? . 54402 H(18) C(7) 3.4962 ? . 54402 #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== #============================================================================== data___2aZn _database_code_depnum_ccdc_archive 'CCDC 261996' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C24 H34 Cl4 N2 Zn ' _chemical_formula_moiety 'C24 H34 Cl4 N2 Zn ' _chemical_formula_weight 557.74 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,+Y,1/2-Z 3 -X,-Y,-Z 4 +X,-Y,1/2+Z 5 1/2+X,1/2+Y,+Z 6 1/2-X,1/2+Y,1/2-Z 7 1/2-X,1/2-Y,-Z 8 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 17.530(4) _cell_length_b 12.100(3) _cell_length_c 13.194(3) _cell_angle_alpha 90 _cell_angle_beta 115.43(1) _cell_angle_gamma 90 _cell_volume 2527(1) _cell_formula_units_Z 4 _cell_measurement_reflns_used 11778 _cell_measurement_theta_min 3.7 _cell_measurement_theta_max 68.2 _cell_measurement_temperature 173.1 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.24 _exptl_crystal_density_diffrn 1.466 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160.00 _exptl_absorpt_coefficient_mu 5.345 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.221 _exptl_absorpt_correction_T_max 0.277 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5419 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_reflns_number 12380 _diffrn_reflns_av_R_equivalents 0.039 _diffrn_reflns_theta_max 68.19 _diffrn_measured_fraction_theta_max 0.9799 _diffrn_reflns_theta_full 68.19 _diffrn_measured_fraction_theta_full 0.9799 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2269 _reflns_number_gt 1910 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_ref 0.0950 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 2269 _refine_ls_number_parameters 143 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0442P)^2^+7.7831P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.0010 _refine_diff_density_max 0.56 _refine_diff_density_min -0.53 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.018 0.009 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Cl Cl 0.364 0.702 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.031 0.018 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Zn Zn -1.549 0.678 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Zn(1) Zn 0.5000 0.2314 0.2500 0.016 Uani 1.00 2 d R . . Cl(1) Cl 0.44077(4) 0.12858(5) 0.08991(5) 0.0219(2) Uani 1.00 1 d . . . Cl(2) Cl 0.60891(4) 0.32748(5) 0.24110(5) 0.0238(2) Uani 1.00 1 d . . . N(4) N 0.6996(1) 0.0859(2) 0.2075(2) 0.0156(4) Uani 1.00 1 d . . . C(1) C 0.6245(2) 0.4156(2) -0.1045(2) 0.0237(6) Uani 1.00 1 d . . . C(2) C 0.5460(2) 0.4045(3) -0.1081(2) 0.0306(7) Uani 1.00 1 d . . . C(3) C 0.5250(2) 0.3077(3) -0.0650(2) 0.0318(7) Uani 1.00 1 d . . . C(4) C 0.5833(2) 0.2279(3) -0.0168(2) 0.0251(6) Uani 1.00 1 d . . . C(5) C 0.6676(2) 0.2373(2) -0.0067(2) 0.0178(5) Uani 1.00 1 d . . . C(6) C 0.7297(2) 0.1564(2) 0.0485(2) 0.0164(5) Uani 1.00 1 d . . . C(7) C 0.8116(2) 0.1664(2) 0.0545(2) 0.0177(5) Uani 1.00 1 d . . . C(8) C 0.7055(2) 0.0577(2) 0.0989(2) 0.0192(5) Uani 1.00 1 d . . . C(9) C 0.6428(2) 0.0041(2) 0.2295(2) 0.0200(6) Uani 1.00 1 d . . . C(10) C 0.6736(2) -0.1136(2) 0.2420(2) 0.0252(6) Uani 1.00 1 d . . . C(11) C 0.7862(2) 0.0973(2) 0.3035(2) 0.0200(6) Uani 1.00 1 d . . . C(12) C 0.7827(2) 0.1371(3) 0.4103(2) 0.0283(7) Uani 1.00 1 d . . . H(1) H 0.6743 0.1532 0.1975 0.019 Uiso 1.00 1 c R . . H(2) H 0.6368 0.4784 -0.1354 0.028 Uiso 1.00 1 c R . . H(3) H 0.5063 0.4604 -0.1389 0.037 Uiso 1.00 1 c R . . H(4) H 0.4708 0.2992 -0.0698 0.038 Uiso 1.00 1 c R . . H(5) H 0.5682 0.1648 0.0106 0.030 Uiso 1.00 1 c R . . H(6) H 0.7471 -0.0003 0.1135 0.023 Uiso 1.00 1 c R . . H(7) H 0.6514 0.0294 0.0453 0.023 Uiso 1.00 1 c R . . H(8) H 0.6382 0.0259 0.2974 0.024 Uiso 1.00 1 c R . . H(9) H 0.5868 0.0079 0.1680 0.024 Uiso 1.00 1 c R . . H(10) H 0.6505 -0.1489 0.1699 0.030 Uiso 1.00 1 c R . . H(11) H 0.6558 -0.1525 0.2915 0.030 Uiso 1.00 1 c R . . H(12) H 0.7342 -0.1143 0.2727 0.030 Uiso 1.00 1 c R . . H(13) H 0.8191 0.1491 0.2824 0.024 Uiso 1.00 1 c R . . H(14) H 0.8145 0.0263 0.3174 0.024 Uiso 1.00 1 c R . . H(15) H 0.7845 0.2165 0.4126 0.034 Uiso 1.00 1 c R . . H(16) H 0.8301 0.1081 0.4741 0.034 Uiso 1.00 1 c R . . H(17) H 0.7312 0.1122 0.4119 0.034 Uiso 1.00 1 c 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Zn(1) 0.0144(3) 0.0164(3) 0.0178(3) 0.0000 0.0073(2) 0.0000 Cl(1) 0.0210(3) 0.0268(4) 0.0176(3) -0.0061(3) 0.0081(3) -0.0037(2) Cl(2) 0.0227(4) 0.0215(4) 0.0310(4) -0.0074(3) 0.0150(3) -0.0051(3) N(4) 0.020(1) 0.013(1) 0.016(1) 0.0011(8) 0.0097(9) 0.0020(8) C(1) 0.030(2) 0.025(2) 0.018(1) 0.003(1) 0.012(1) 0.004(1) C(2) 0.028(2) 0.040(2) 0.024(1) 0.012(1) 0.011(1) 0.008(1) C(3) 0.018(1) 0.053(2) 0.024(1) 0.001(1) 0.010(1) 0.007(1) C(4) 0.022(1) 0.037(2) 0.017(1) -0.005(1) 0.009(1) 0.004(1) C(5) 0.021(1) 0.023(1) 0.010(1) -0.003(1) 0.007(1) -0.001(1) C(6) 0.024(1) 0.016(1) 0.011(1) -0.005(1) 0.009(1) -0.0022(9) C(7) 0.023(1) 0.021(1) 0.010(1) -0.002(1) 0.008(1) -0.001(1) C(8) 0.028(1) 0.017(1) 0.016(1) -0.006(1) 0.012(1) -0.002(1) C(9) 0.020(1) 0.022(1) 0.022(1) -0.001(1) 0.013(1) 0.004(1) C(10) 0.034(2) 0.020(1) 0.028(1) -0.003(1) 0.018(1) 0.004(1) C(11) 0.020(1) 0.023(1) 0.018(1) -0.002(1) 0.008(1) 0.000(1) C(12) 0.032(2) 0.036(2) 0.018(1) -0.000(1) 0.011(1) -0.001(1) #============================================================================== _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution SIR97 _computing_structure_refinement SHELXL _computing_publication_material 'CrystalStructure 3.6.0' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Zn(1) Cl(1) 2.2812 ? . . Zn(1) Cl(1) 2.2812 ? . 65502 Zn(1) Cl(2) 2.2810 ? . . Zn(1) Cl(2) 2.2810 ? . 65502 N(4) C(8) 1.519(4) ? . . N(4) C(9) 1.517(4) ? . . N(4) C(11) 1.509(3) ? . . C(1) C(2) 1.363(5) ? . . C(1) C(7) 1.428(4) ? . 65507 C(2) C(3) 1.419(5) ? . . C(3) C(4) 1.351(4) ? . . C(4) C(5) 1.430(5) ? . . C(5) C(6) 1.412(3) ? . . C(5) C(7) 1.444(4) ? . 65507 C(6) C(7) 1.408(4) ? . . C(6) C(8) 1.514(4) ? . . C(7) C(1) 1.428(4) ? . 65507 C(7) C(5) 1.444(4) ? . 65507 C(9) C(10) 1.506(4) ? . . C(11) C(12) 1.515(5) ? . . N(4) H(1) 0.9093 ? . . C(1) H(2) 0.9301 ? . . C(2) H(3) 0.9295 ? . . C(3) H(4) 0.9299 ? . . C(4) H(5) 0.9303 ? . . C(8) H(6) 0.9694 ? . . C(8) H(7) 0.9701 ? . . C(9) H(8) 0.9699 ? . . C(9) H(9) 0.9702 ? . . C(10) H(10) 0.9601 ? . . C(10) H(11) 0.9592 ? . . C(10) H(12) 0.9610 ? . . C(11) H(13) 0.9702 ? . . C(11) H(14) 0.9700 ? . . C(12) H(15) 0.9609 ? . . C(12) H(16) 0.9596 ? . . C(12) H(17) 0.9610 ? . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 Cl(1) Zn(1) Cl(1) 113.8990 ? 65502 . . Cl(2) Zn(1) Cl(1) 106.7703 ? . . . Cl(2) Zn(1) Cl(1) 105.5095 ? 65502 . . Cl(2) Zn(1) Cl(1) 105.5095 ? . . 65502 Cl(2) Zn(1) Cl(1) 106.7703 ? 65502 . 65502 Cl(2) Zn(1) Cl(2) 118.7153 ? 65502 . . C(9) N(4) C(8) 110.5(2) ? . . . N(4) C(8) C(6) 112.5(2) ? . . . C(11) N(4) C(8) 111.2(2) ? . . . N(4) C(9) C(10) 113.9(3) ? . . . C(11) N(4) C(9) 113.9(2) ? . . . N(4) C(11) C(12) 112.5(2) ? . . . C(1) C(2) C(3) 120.0(3) ? . . . C(7) C(1) C(2) 121.8(3) ? 65507 . . C(1) C(7) C(5) 117.9(3) ? . 65507 . C(1) C(7) C(6) 123.0(3) ? . 65507 65507 C(2) C(3) C(4) 120.3(3) ? . . . C(3) C(4) C(5) 122.0(3) ? . . . C(4) C(5) C(6) 122.0(3) ? . . . C(4) C(5) C(7) 117.9(2) ? . . 65507 C(5) C(6) C(7) 120.7(3) ? . . . C(5) C(6) C(8) 118.3(3) ? . . . C(7) C(5) C(6) 120.1(3) ? 65507 . . C(5) C(7) C(6) 119.1(2) ? . 65507 65507 C(8) C(6) C(7) 120.9(2) ? . . . C(6) C(7) C(5) 119.1(2) ? . . 65507 C(6) C(7) C(1) 123.0(3) ? . . 65507 C(5) C(7) C(1) 117.9(3) ? 65507 . 65507 C(7) C(1) C(2) 121.8(3) ? . 65507 65507 C(7) C(5) C(6) 120.1(3) ? . 65507 65507 C(7) C(5) C(4) 117.9(2) ? . 65507 65507 H(1) N(4) C(8) 106.9625 ? . . . N(4) C(8) H(6) 109.0240 ? . . . N(4) C(8) H(7) 108.9972 ? . . . H(1) N(4) C(9) 107.0383 ? . . . N(4) C(9) H(8) 108.7487 ? . . . N(4) C(9) H(9) 108.6651 ? . . . H(1) N(4) C(11) 106.9336 ? . . . N(4) C(11) H(13) 109.0052 ? . . . N(4) C(11) H(14) 109.0172 ? . . . H(2) C(1) C(2) 119.0296 ? . . . C(1) C(2) H(3) 119.9775 ? . . . H(2) C(1) C(7) 119.1246 ? . . 65507 C(2) C(3) H(4) 119.8723 ? . . . H(3) C(2) C(3) 120.0345 ? . . . H(4) C(3) C(4) 119.8364 ? . . . C(3) C(4) H(5) 118.9878 ? . . . H(5) C(4) C(5) 119.0232 ? . . . C(6) C(8) H(6) 109.2192 ? . . . C(6) C(8) H(7) 109.1719 ? . . . C(7) C(1) H(2) 119.1246 ? . 65507 65507 H(7) C(8) H(6) 107.8291 ? . . . H(8) C(9) C(10) 108.9047 ? . . . H(9) C(9) C(10) 108.8328 ? . . . C(9) C(10) H(10) 109.4975 ? . . . C(9) C(10) H(11) 109.4738 ? . . . C(9) C(10) H(12) 109.5179 ? . . . H(9) C(9) H(8) 107.6620 ? . . . H(11) C(10) H(10) 109.4955 ? . . . H(12) C(10) H(10) 109.4110 ? . . . H(12) C(10) H(11) 109.4315 ? . . . C(11) C(12) H(15) 109.4538 ? . . . C(11) C(12) H(17) 109.4923 ? . . . H(13) C(11) C(12) 109.1798 ? . . . H(14) C(11) C(12) 109.1468 ? . . . C(11) C(12) H(16) 109.5187 ? . . . H(14) C(11) H(13) 107.8666 ? . . . H(17) C(12) H(15) 109.3367 ? . . . H(16) C(12) H(15) 109.5306 ? . . . H(17) C(12) H(16) 109.4950 ? . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) N(4) C(8) C(6) 156.8(2) ? . . . . C(11) N(4) C(8) C(6) -75.8(2) ? . . . . C(8) N(4) C(9) C(10) 60.9(2) ? . . . . C(11) N(4) C(9) C(10) -65.1(3) ? . . . . C(8) N(4) C(11) C(12) 174.0(2) ? . . . . C(9) N(4) C(11) C(12) -60.4(3) ? . . . . C(1) C(2) C(3) C(4) 2.3(5) ? . . . . C(2) C(3) C(4) C(5) 0.3(5) ? . . . . C(3) C(4) C(5) C(6) 176.9(3) ? . . . . C(4) C(5) C(6) C(7) 178.3(2) ? . . . . C(4) C(5) C(6) C(8) -0.5(4) ? . . . . C(5) C(6) C(8) N(4) -75.7(3) ? . . . . C(7) C(6) C(8) N(4) 105.5(3) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Cl(1) C(4) 3.563(4) ? . . Cl(1) C(8) 3.518(2) ? . 65503 Cl(1) C(9) 3.551(3) ? . . Cl(2) N(4) 3.446(2) ? . . Cl(2) C(4) 3.453(3) ? . . N(4) C(4) 3.268(3) ? . . N(4) C(5) 3.209(3) ? . . N(4) C(6) 2.522(4) ? . . N(4) C(7) 3.504(4) ? . . N(4) C(10) 2.533(4) ? . . N(4) C(12) 2.515(3) ? . . C(1) C(3) 2.409(5) ? . . C(1) C(4) 2.782(4) ? . . C(1) C(5) 2.460(4) ? . . C(1) C(6) 2.492(4) ? . 65507 C(1) C(8) 2.966(5) ? . 65507 C(1) C(11) 3.592(5) ? . 65507 C(1) C(12) 3.580(4) ? . 65506 C(2) C(2) 3.381(4) ? . 65402 C(2) C(4) 2.403(4) ? . . C(2) C(5) 2.825(4) ? . . C(2) C(7) 2.439(4) ? . 65507 C(3) C(5) 2.433(4) ? . . C(3) C(7) 2.826(5) ? . 65507 C(4) C(6) 2.485(4) ? . . C(4) C(7) 2.463(5) ? . 65507 C(4) C(8) 2.890(4) ? . . C(5) C(5) 2.833(4) ? . 65507 C(5) C(6) 2.459(4) ? . 65507 C(5) C(7) 2.451(4) ? . . C(5) C(8) 2.513(4) ? . . C(6) C(1) 2.492(4) ? . 65507 C(6) C(5) 2.459(4) ? . 65507 C(6) C(6) 2.838(4) ? . 65507 C(6) C(7) 2.475(4) ? . 65507 C(6) C(11) 3.155(4) ? . . C(7) C(2) 2.439(4) ? . 65507 C(7) C(3) 2.826(5) ? . 65507 C(7) C(4) 2.463(5) ? . 65507 C(7) C(6) 2.475(4) ? . 65507 C(7) C(7) 2.857(4) ? . 65507 C(7) C(8) 2.543(5) ? . . C(7) C(11) 3.598(4) ? . . C(8) Cl(1) 3.518(2) ? . 65503 C(8) C(1) 2.966(5) ? . 65507 C(8) C(9) 2.495(5) ? . . C(8) C(10) 3.013(5) ? . . C(8) C(11) 2.498(3) ? . . C(9) C(11) 2.536(4) ? . . C(9) C(12) 3.045(4) ? . . C(10) C(11) 3.113(4) ? . . C(11) C(1) 3.592(5) ? . 65507 C(12) C(1) 3.580(4) ? . 64506 Zn(1) H(1) 3.5396 ? . . Zn(1) H(1) 3.5396 ? . 65502 Zn(1) H(8) 3.3380 ? . . Zn(1) H(8) 3.3380 ? . 65502 Zn(1) H(9) 3.4947 ? . . Zn(1) H(9) 3.4947 ? . 65502 Cl(1) H(4) 3.1516 ? . . Cl(1) H(5) 2.8783 ? . . Cl(1) H(6) 3.5871 ? . 65503 Cl(1) H(7) 2.6404 ? . 65503 Cl(1) H(8) 3.5888 ? . . Cl(1) H(8) 2.7273 ? . 65502 Cl(1) H(9) 2.7353 ? . . Cl(1) H(10) 3.1082 ? . 65503 Cl(1) H(15) 3.3147 ? . 45408 Cl(1) H(17) 3.0110 ? . 65502 Cl(2) H(1) 2.5803 ? . . Cl(2) H(2) 2.7798 ? . 56504 Cl(2) H(3) 3.1853 ? . 66503 Cl(2) H(5) 3.4306 ? . . Cl(2) H(6) 3.1993 ? . 65506 Cl(2) H(12) 2.9195 ? . 65506 Cl(2) H(14) 3.0126 ? . 65506 Cl(2) H(15) 3.2274 ? . . Cl(2) H(16) 3.5242 ? . 65607 Cl(2) H(17) 3.5086 ? . . N(4) H(2) 3.4754 ? . 65507 N(4) H(5) 2.7972 ? . . N(4) H(6) 2.0508 ? . . N(4) H(7) 2.0510 ? . . N(4) H(8) 2.0468 ? . . N(4) H(9) 2.0461 ? . . N(4) H(10) 2.9481 ? . . N(4) H(11) 3.2970 ? . . N(4) H(12) 2.5551 ? . . N(4) H(13) 2.0428 ? . . N(4) H(14) 2.0428 ? . . N(4) H(15) 2.9289 ? . . N(4) H(16) 3.2819 ? . . N(4) H(17) 2.5299 ? . . C(1) H(3) 1.9966 ? . . C(1) H(3) 3.2168 ? . 65402 C(1) H(4) 3.2426 ? . . C(1) H(6) 2.5216 ? . 65507 C(1) H(13) 3.0154 ? . 65507 C(1) H(14) 3.4795 ? . 65507 C(1) H(16) 2.8003 ? . 65506 C(2) H(2) 1.9880 ? . . C(2) H(3) 3.1321 ? . 65402 C(2) H(4) 2.0475 ? . . C(2) H(5) 3.2399 ? . . C(2) H(16) 3.2575 ? . 65506 C(3) H(2) 3.2458 ? . . C(3) H(3) 2.0487 ? . . C(3) H(5) 1.9774 ? . . C(3) H(10) 3.3784 ? . 65503 C(3) H(13) 3.3333 ? . 45408 C(4) H(1) 2.7350 ? . . C(4) H(3) 3.2355 ? . . C(4) H(4) 1.9853 ? . . C(4) H(7) 2.6498 ? . . C(4) H(9) 3.5922 ? . . C(4) H(11) 3.4063 ? . 55404 C(5) H(1) 2.8353 ? . . C(5) H(2) 3.3010 ? . . C(5) H(4) 3.2700 ? . . C(5) H(5) 2.0499 ? . . C(5) H(6) 3.2901 ? . . C(5) H(7) 2.6549 ? . . C(5) H(11) 2.7766 ? . 55404 C(5) H(11) 3.4458 ? . 65506 C(5) H(12) 3.3400 ? . 65506 C(6) H(1) 2.5400 ? . . C(6) H(2) 2.6731 ? . 65507 C(6) H(5) 2.6576 ? . . C(6) H(6) 2.0492 ? . . C(6) H(7) 2.0492 ? . . C(6) H(11) 3.0667 ? . 55404 C(6) H(11) 3.1925 ? . 65506 C(6) H(12) 3.5189 ? . 65506 C(6) H(13) 2.7990 ? . . C(6) H(14) 3.5702 ? . . C(7) H(2) 2.0484 ? . 65507 C(7) H(3) 3.2755 ? . 65507 C(7) H(5) 3.3023 ? . 65507 C(7) H(6) 2.5898 ? . . C(7) H(7) 3.2181 ? . . C(7) H(11) 3.3753 ? . 55404 C(7) H(11) 2.8740 ? . 65506 C(7) H(12) 3.4253 ? . 55404 C(7) H(13) 2.9598 ? . . C(7) H(16) 3.5435 ? . 55404 C(8) H(1) 1.9846 ? . . C(8) H(2) 2.6306 ? . 65507 C(8) H(5) 2.5346 ? . . C(8) H(8) 3.3244 ? . . C(8) H(9) 2.6745 ? . . C(8) H(10) 2.9715 ? . . C(8) H(12) 2.9747 ? . . C(8) H(13) 2.6285 ? . . C(8) H(14) 2.7154 ? . . C(8) H(17) 3.3868 ? . 55404 C(9) H(1) 1.9845 ? . . C(9) H(5) 3.2544 ? . . C(9) H(6) 2.8443 ? . . C(9) H(7) 2.5175 ? . . C(9) H(10) 2.0383 ? . . C(9) H(11) 2.0373 ? . . C(9) H(12) 2.0391 ? . . C(9) H(13) 3.3558 ? . . C(9) H(14) 2.7341 ? . . C(9) H(17) 2.5883 ? . . C(10) H(1) 3.2817 ? . . C(10) H(4) 3.4172 ? . 65503 C(10) H(6) 2.8795 ? . . C(10) H(7) 3.0023 ? . . C(10) H(8) 2.0383 ? . . C(10) H(9) 2.0377 ? . . C(10) H(13) 2.8989 ? . 64506 C(10) H(14) 2.8008 ? . . C(10) H(15) 3.1967 ? . 64506 C(10) H(17) 3.4000 ? . . C(11) H(1) 1.9759 ? . . C(11) H(2) 3.1870 ? . 65507 C(11) H(4) 3.1921 ? . 55508 C(11) H(6) 2.5840 ? . . C(11) H(7) 3.3096 ? . . C(11) H(8) 2.7023 ? . . C(11) H(9) 3.3492 ? . . C(11) H(10) 3.2325 ? . 65506 C(11) H(11) 3.5867 ? . 65506 C(11) H(12) 2.6899 ? . . C(11) H(15) 2.0461 ? . . C(11) H(16) 2.0459 ? . . C(11) H(17) 2.0466 ? . . C(12) H(1) 2.6367 ? . . C(12) H(2) 3.3014 ? . 64506 C(12) H(4) 3.2847 ? . 55508 C(12) H(6) 3.4285 ? . 55504 C(12) H(8) 2.6849 ? . . C(12) H(10) 3.2028 ? . 65506 C(12) H(12) 3.4569 ? . . C(12) H(13) 2.0496 ? . . C(12) H(14) 2.0490 ? . . C(12) H(15) 3.5140 ? . 65607 H(2) Cl(2) 2.7798 ? . 56404 H(2) N(4) 3.4754 ? . 65507 H(2) C(6) 2.6731 ? . 65507 H(2) C(7) 2.0484 ? . 65507 H(2) C(8) 2.6306 ? . 65507 H(2) C(11) 3.1870 ? . 65507 H(2) C(12) 3.3014 ? . 65506 H(3) Cl(2) 3.1853 ? . 66503 H(3) C(1) 3.2168 ? . 65402 H(3) C(2) 3.1321 ? . 65402 H(3) C(7) 3.2755 ? . 65507 H(4) C(10) 3.4172 ? . 65503 H(4) C(11) 3.1921 ? . 45408 H(4) C(12) 3.2847 ? . 45408 H(5) C(7) 3.3023 ? . 65507 H(6) Cl(1) 3.5871 ? . 65503 H(6) Cl(2) 3.1993 ? . 64506 H(6) C(1) 2.5216 ? . 65507 H(6) C(12) 3.4285 ? . 55404 H(7) Cl(1) 2.6404 ? . 65503 H(8) Cl(1) 2.7273 ? . 65502 H(10) Cl(1) 3.1082 ? . 65503 H(10) C(3) 3.3784 ? . 65503 H(10) C(11) 3.2325 ? . 64506 H(10) C(12) 3.2028 ? . 64506 H(11) C(4) 3.4063 ? . 55504 H(11) C(5) 2.7766 ? . 55504 H(11) C(5) 3.4458 ? . 64506 H(11) C(6) 3.0667 ? . 55504 H(11) C(6) 3.1925 ? . 64506 H(11) C(7) 3.3753 ? . 55504 H(11) C(7) 2.8740 ? . 64506 H(11) C(11) 3.5867 ? . 64506 H(12) Cl(2) 2.9195 ? . 64506 H(12) C(5) 3.3400 ? . 64506 H(12) C(6) 3.5189 ? . 64506 H(12) C(7) 3.4253 ? . 55504 H(13) C(1) 3.0154 ? . 65507 H(13) C(3) 3.3333 ? . 55508 H(13) C(10) 2.8989 ? . 65506 H(14) Cl(2) 3.0126 ? . 64506 H(14) C(1) 3.4795 ? . 65507 H(15) Cl(1) 3.3147 ? . 55508 H(15) C(10) 3.1967 ? . 65506 H(15) C(12) 3.5140 ? . 65607 H(16) Cl(2) 3.5242 ? . 65607 H(16) C(1) 2.8003 ? . 64506 H(16) C(2) 3.2575 ? . 64506 H(16) C(7) 3.5435 ? . 55504 H(17) Cl(1) 3.0110 ? . 65502 H(17) C(8) 3.3868 ? . 55504 Zn(1) Cl(2) 2.2810(8) ? . . Zn(1) Cl(1) 2.2812(6) ? . . #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== #============================================================================== data__2cZn _database_code_depnum_ccdc_archive 'CCDC 261997' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C40 H36 Cl4 N6 Zn2 ' _chemical_formula_moiety 'C40 H36 Cl4 N6 Zn2 ' _chemical_formula_weight 873.34 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 10.283(2) _cell_length_b 14.730(3) _cell_length_c 12.818(2) _cell_angle_alpha 90 _cell_angle_beta 101.67(1) _cell_angle_gamma 90 _cell_volume 1901.4(7) _cell_formula_units_Z 2 _cell_measurement_reflns_used 20114 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 71.7 _cell_measurement_temperature 173.1 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.30 _exptl_crystal_density_diffrn 1.525 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 892.00 _exptl_absorpt_coefficient_mu 4.438 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; Higashi, T. (1999). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.057 _exptl_absorpt_correction_T_max 0.264 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5419 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_reflns_number 20466 _diffrn_reflns_av_R_equivalents 0.123 _diffrn_reflns_theta_max 68.25 _diffrn_measured_fraction_theta_max 0.9784 _diffrn_reflns_theta_full 68.25 _diffrn_measured_fraction_theta_full 0.9784 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3426 _reflns_number_gt 2616 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_ref 0.1130 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 3426 _refine_ls_number_parameters 237 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0211P)^2^+0.8187P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.0010 _refine_diff_density_max 0.69 _refine_diff_density_min -0.56 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.018 0.009 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.031 0.018 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Zn Zn -1.549 0.678 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Cl Cl 0.364 0.702 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Zn(1) Zn 0.19655(3) 0.78442(2) 0.77721(2) 0.0290(2) Uani 1.00 1 d . . . Cl(1) Cl 0.39598(7) 0.71028(4) 0.81878(5) 0.0358(2) Uani 1.00 1 d . . . Cl(2) Cl 0.03573(7) 0.69245(4) 0.68533(5) 0.0405(2) Uani 1.00 1 d . . . N(1) N 0.2683(2) 0.9275(1) 0.8546(1) 0.0264(5) Uani 1.00 1 d . . . N(2) N 0.1490(2) 0.7833(1) 0.9285(2) 0.0316(5) Uani 1.00 1 d . . . N(3) N 0.2181(2) 0.8717(1) 0.6490(1) 0.0332(5) Uani 1.00 1 d . . . C(1) C 0.2657(3) 1.1458(2) 1.1557(2) 0.0431(7) Uani 1.00 1 d . . . C(2) C 0.2362(3) 1.1059(2) 1.0578(2) 0.0373(6) Uani 1.00 1 d . . . C(3) C 0.1193(2) 1.0512(2) 1.0266(2) 0.0286(5) Uani 1.00 1 d . . . C(4) C 0.0875(3) 1.0072(2) 0.9270(2) 0.0288(6) Uani 1.00 1 d . . . C(5) C -0.0320(3) 0.9582(2) 0.8991(2) 0.0294(6) Uani 1.00 1 d . . . C(6) C -0.0702(3) 0.9146(2) 0.7975(2) 0.0345(6) Uani 1.00 1 d . . . C(7) C -0.1823(3) 0.8653(2) 0.7710(2) 0.0408(7) Uani 1.00 1 d . . . C(8) C 0.1830(3) 1.0106(2) 0.8511(2) 0.0313(6) Uani 1.00 1 d . . . C(9) C 0.3236(3) 0.8960(2) 0.9636(2) 0.0286(6) Uani 1.00 1 d . . . C(10) C 0.3699(3) 0.9461(2) 0.7913(2) 0.0300(6) Uani 1.00 1 d . . . C(11) C 0.2207(3) 0.8391(2) 1.0016(2) 0.0302(6) Uani 1.00 1 d . . . C(12) C 0.1971(3) 0.8446(2) 1.1046(2) 0.0378(7) Uani 1.00 1 d . . . C(13) C 0.0960(3) 0.7944(2) 1.1308(2) 0.0456(8) Uani 1.00 1 d . . . C(14) C 0.0219(3) 0.7379(2) 1.0557(3) 0.0462(8) Uani 1.00 1 d . . . C(15) C 0.0518(3) 0.7333(2) 0.9556(2) 0.0384(7) Uani 1.00 1 d . . . C(16) C 0.3057(3) 0.9397(2) 0.6747(2) 0.0326(6) Uani 1.00 1 d . . . C(17) C 0.3331(3) 0.9998(2) 0.5995(2) 0.0512(9) Uani 1.00 1 d . . . C(18) C 0.2691(4) 0.9885(2) 0.4946(2) 0.072(1) Uani 1.00 1 d . . . C(19) C 0.1796(4) 0.9194(2) 0.4682(2) 0.063(1) Uani 1.00 1 d . . . C(20) C 0.1566(3) 0.8617(2) 0.5470(2) 0.0444(7) Uani 1.00 1 d . . . H(1) H 0.3421 1.1808 1.1741 0.052 Uiso 1.00 1 c R . . H(2) H 0.2928 1.1143 1.0105 0.045 Uiso 1.00 1 c R . . H(3) H -0.0156 0.9205 0.7483 0.041 Uiso 1.00 1 c R . . H(4) H -0.2045 0.8385 0.7040 0.049 Uiso 1.00 1 c R . . H(5) H 0.1325 1.0184 0.7791 0.038 Uiso 1.00 1 c R . . H(6) H 0.2400 1.0633 0.8682 0.038 Uiso 1.00 1 c R . . H(7) H 0.3474 0.9477 1.0105 0.034 Uiso 1.00 1 c R . . H(8) H 0.4030 0.8603 0.9642 0.034 Uiso 1.00 1 c R . . H(9) H 0.4414 0.9023 0.8084 0.036 Uiso 1.00 1 c R . . H(10) H 0.4067 1.0063 0.8075 0.036 Uiso 1.00 1 c R . . H(11) H 0.2492 0.8817 1.1551 0.045 Uiso 1.00 1 c R . . H(12) H 0.0775 0.7984 1.1987 0.055 Uiso 1.00 1 c R . . H(13) H -0.0470 0.7035 1.0723 0.055 Uiso 1.00 1 c R . . H(14) H 0.0031 0.6944 0.9054 0.046 Uiso 1.00 1 c R . . H(15) H 0.3932 1.0470 0.6190 0.061 Uiso 1.00 1 c R . . H(16) H 0.2868 1.0276 0.4422 0.086 Uiso 1.00 1 c R . . H(17) H 0.1350 0.9115 0.3981 0.076 Uiso 1.00 1 c R . . H(18) H 0.0964 0.8144 0.5289 0.053 Uiso 1.00 1 c 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Zn(1) 0.0309(3) 0.0255(2) 0.0318(2) -0.0006(1) 0.0091(2) -0.0015(1) Cl(1) 0.0335(4) 0.0342(4) 0.0416(4) 0.0054(3) 0.0120(3) -0.0035(2) Cl(2) 0.0382(5) 0.0315(4) 0.0490(4) -0.0044(3) 0.0024(3) -0.0056(3) N(1) 0.028(1) 0.026(1) 0.028(1) 0.0026(9) 0.0101(9) 0.0023(8) N(2) 0.032(1) 0.024(1) 0.042(1) 0.0032(9) 0.015(1) 0.0039(8) N(3) 0.040(1) 0.029(1) 0.031(1) 0.001(1) 0.0084(9) -0.0011(8) C(1) 0.029(2) 0.039(2) 0.059(2) -0.002(1) 0.003(1) -0.016(1) C(2) 0.028(2) 0.034(1) 0.052(2) 0.003(1) 0.014(1) -0.009(1) C(3) 0.027(1) 0.021(1) 0.038(1) 0.005(1) 0.008(1) -0.003(1) C(4) 0.029(2) 0.022(1) 0.035(1) 0.006(1) 0.009(1) 0.002(1) C(5) 0.029(1) 0.023(1) 0.035(1) 0.007(1) 0.004(1) -0.002(1) C(6) 0.035(2) 0.034(1) 0.034(1) 0.010(1) 0.006(1) -0.004(1) C(7) 0.039(2) 0.037(1) 0.044(1) 0.005(1) 0.001(1) -0.014(1) C(8) 0.036(2) 0.026(1) 0.034(1) 0.005(1) 0.011(1) 0.002(1) C(9) 0.030(1) 0.030(1) 0.026(1) 0.004(1) 0.004(1) -0.0016(9) C(10) 0.031(1) 0.028(1) 0.033(1) -0.003(1) 0.012(1) -0.002(1) C(11) 0.031(1) 0.030(1) 0.031(1) 0.010(1) 0.010(1) 0.006(1) C(12) 0.041(2) 0.043(2) 0.032(1) 0.017(1) 0.014(1) 0.008(1) C(13) 0.052(2) 0.047(2) 0.044(2) 0.018(2) 0.026(2) 0.020(1) C(14) 0.042(2) 0.039(2) 0.067(2) 0.009(2) 0.032(2) 0.023(1) C(15) 0.036(2) 0.028(1) 0.056(2) 0.004(1) 0.020(1) 0.008(1) C(16) 0.041(2) 0.029(1) 0.032(1) -0.001(1) 0.015(1) -0.001(1) C(17) 0.072(2) 0.041(2) 0.043(2) -0.014(2) 0.017(2) 0.005(1) C(18) 0.116(4) 0.061(2) 0.038(2) -0.026(2) 0.015(2) 0.014(2) C(19) 0.094(3) 0.062(2) 0.031(1) -0.009(2) 0.004(2) 0.005(1) C(20) 0.056(2) 0.042(2) 0.034(1) -0.002(2) 0.007(1) -0.003(1) #============================================================================== _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution SHELXS97 _computing_structure_refinement SHELXL _computing_publication_material 'CrystalStructure 3.6.0' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Zn(1) Cl(1) 2.2891(7) ? . . Zn(1) Cl(2) 2.2735(7) ? . . Zn(1) N(1) 2.382(2) ? . . Zn(1) N(2) 2.093(2) ? . . Zn(1) N(3) 2.134(2) ? . . N(1) C(8) 1.502(3) ? . . N(1) C(9) 1.473(3) ? . . N(1) C(10) 1.472(3) ? . . N(2) C(11) 1.348(3) ? . . N(2) C(15) 1.343(4) ? . . N(3) C(16) 1.343(3) ? . . N(3) C(20) 1.339(3) ? . . C(1) C(2) 1.363(4) ? . . C(2) C(3) 1.435(4) ? . . C(3) C(4) 1.411(3) ? . . C(4) C(5) 1.407(3) ? . . C(4) C(8) 1.516(4) ? . . C(5) C(6) 1.434(3) ? . . C(6) C(7) 1.347(4) ? . . C(9) C(11) 1.506(4) ? . . C(10) C(16) 1.510(3) ? . . C(11) C(12) 1.393(4) ? . . C(12) C(13) 1.371(5) ? . . C(13) C(14) 1.379(4) ? . . C(14) C(15) 1.380(5) ? . . C(16) C(17) 1.379(4) ? . . C(17) C(16) 1.379(4) ? . . C(17) C(18) 1.383(4) ? . . C(18) C(17) 1.383(4) ? . . C(18) C(19) 1.368(5) ? . . C(19) C(20) 1.377(4) ? . . C(1) H(1) 0.9300 ? . . C(2) H(2) 0.9301 ? . . C(6) H(3) 0.9300 ? . . C(7) H(4) 0.9300 ? . . C(8) H(5) 0.9700 ? . . C(8) H(6) 0.9700 ? . . C(9) H(7) 0.9700 ? . . C(9) H(8) 0.9701 ? . . C(10) H(9) 0.9700 ? . . C(10) H(10) 0.9701 ? . . C(12) H(11) 0.9300 ? . . C(13) H(12) 0.9300 ? . . C(14) H(13) 0.9300 ? . . C(15) H(14) 0.9300 ? . . C(17) H(15) 0.9300 ? . . C(18) H(16) 0.9300 ? . . C(19) H(17) 0.9300 ? . . C(20) H(18) 0.9300 ? . . H(15) C(17) 0.9300 ? . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 Cl(2) Zn(1) Cl(1) 111.09(3) ? . . . N(1) Zn(1) Cl(1) 97.90(5) ? . . . N(2) Zn(1) Cl(1) 98.45(6) ? . . . N(3) Zn(1) Cl(1) 103.84(6) ? . . . N(1) Zn(1) Cl(2) 151.00(5) ? . . . N(2) Zn(1) Cl(2) 101.16(6) ? . . . N(3) Zn(1) Cl(2) 97.92(6) ? . . . N(2) Zn(1) N(1) 74.44(7) ? . . . N(3) Zn(1) N(1) 73.51(7) ? . . . Zn(1) N(1) C(8) 125.4(1) ? . . . Zn(1) N(1) C(9) 98.3(1) ? . . . Zn(1) N(1) C(10) 97.4(1) ? . . . N(3) Zn(1) N(2) 142.97(8) ? . . . Zn(1) N(2) C(11) 116.2(2) ? . . . Zn(1) N(2) C(15) 124.7(2) ? . . . Zn(1) N(3) C(16) 115.4(1) ? . . . Zn(1) N(3) C(20) 125.7(2) ? . . . C(9) N(1) C(8) 113.3(2) ? . . . C(10) N(1) C(8) 107.9(2) ? . . . N(1) C(8) C(4) 113.8(2) ? . . . C(10) N(1) C(9) 113.6(2) ? . . . N(1) C(9) C(11) 108.7(2) ? . . . N(1) C(10) C(16) 108.5(2) ? . . . N(2) C(11) C(9) 115.8(2) ? . . . C(15) N(2) C(11) 119.0(2) ? . . . N(2) C(11) C(12) 121.2(3) ? . . . N(2) C(15) C(14) 122.1(3) ? . . . N(3) C(16) C(10) 115.2(2) ? . . . C(20) N(3) C(16) 118.8(2) ? . . . N(3) C(16) C(17) 121.9(2) ? . . . N(3) C(20) C(19) 122.1(3) ? . . . C(1) C(2) C(3) 121.1(3) ? . . . C(2) C(3) C(4) 122.6(2) ? . . . C(3) C(4) C(8) 120.2(2) ? . . . C(3) C(4) C(5) 119.7(2) ? . . . C(4) C(5) C(6) 121.6(2) ? . . . C(8) C(4) C(5) 120.0(2) ? . . . C(5) C(6) C(7) 122.3(3) ? . . . C(9) C(11) C(12) 122.9(2) ? . . . C(10) C(16) C(17) 122.8(2) ? . . . C(11) C(12) C(13) 119.2(2) ? . . . C(12) C(13) C(14) 119.6(3) ? . . . C(13) C(14) C(15) 118.9(3) ? . . . C(16) C(17) C(18) 118.6(3) ? . . . C(17) C(18) C(19) 119.6(3) ? . . . C(18) C(19) C(20) 119.0(3) ? . . . N(1) C(8) H(5) 108.7925 ? . . . N(1) C(8) H(6) 108.7965 ? . . . N(1) C(9) H(8) 109.9553 ? . . . N(1) C(9) H(7) 109.9533 ? . . . N(1) C(10) H(9) 109.9935 ? . . . N(1) C(10) H(10) 109.9867 ? . . . N(2) C(15) H(14) 118.9374 ? . . . N(3) C(20) H(18) 118.9751 ? . . . C(1) C(2) H(2) 119.4448 ? . . . H(1) C(1) C(2) 119.5346 ? . . . H(2) C(2) C(3) 119.4407 ? . . . C(4) C(8) H(5) 108.7889 ? . . . C(4) C(8) H(6) 108.7926 ? . . . C(5) C(6) H(3) 118.8473 ? . . . H(3) C(6) C(7) 118.8499 ? . . . C(6) C(7) H(4) 119.9707 ? . . . H(6) C(8) H(5) 107.6656 ? . . . H(8) C(9) C(11) 109.9483 ? . . . H(7) C(9) C(11) 109.9523 ? . . . H(8) C(9) H(7) 108.3393 ? . . . H(9) C(10) C(16) 109.9823 ? . . . H(10) C(10) C(16) 109.9765 ? . . . H(10) C(10) H(9) 108.3627 ? . . . C(11) C(12) H(11) 120.4074 ? . . . H(11) C(12) C(13) 120.4235 ? . . . C(12) C(13) H(12) 120.2093 ? . . . C(13) C(14) H(13) 120.5687 ? . . . H(12) C(13) C(14) 120.2227 ? . . . C(14) C(15) H(14) 118.9449 ? . . . H(13) C(14) C(15) 120.5628 ? . . . C(16) C(17) H(15) 120.7195 ? . . . H(15) C(17) C(18) 120.7128 ? . . . C(17) C(18) H(16) 120.2053 ? . . . C(18) C(19) H(17) 120.4952 ? . . . H(16) C(18) C(19) 120.2010 ? . . . C(19) C(20) H(18) 118.9637 ? . . . H(17) C(19) C(20) 120.5050 ? . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 Cl(1) Zn(1) N(1) C(8) 177.4(2) ? . . . . Cl(1) Zn(1) N(1) C(9) -56.1(1) ? . . . . Cl(1) Zn(1) N(1) C(10) 59.2(1) ? . . . . Cl(2) Zn(1) N(1) C(8) -1.0(2) ? . . . . Cl(2) Zn(1) N(1) C(9) 125.5(1) ? . . . . Cl(2) Zn(1) N(1) C(10) -119.2(1) ? . . . . N(2) Zn(1) N(1) C(8) -85.9(2) ? . . . . N(2) Zn(1) N(1) C(9) 40.5(1) ? . . . . N(2) Zn(1) N(1) C(10) 155.8(1) ? . . . . N(3) Zn(1) N(1) C(8) 75.3(2) ? . . . . N(3) Zn(1) N(1) C(9) -158.3(1) ? . . . . N(3) Zn(1) N(1) C(10) -43.0(1) ? . . . . Cl(1) Zn(1) N(2) C(11) 72.0(2) ? . . . . Cl(1) Zn(1) N(2) C(15) -109.6(2) ? . . . . Cl(2) Zn(1) N(2) C(11) -174.4(2) ? . . . . Cl(2) Zn(1) N(2) C(15) 4.0(2) ? . . . . N(1) Zn(1) N(2) C(11) -23.9(2) ? . . . . N(1) Zn(1) N(2) C(15) 154.5(2) ? . . . . N(3) Zn(1) N(2) C(11) -54.8(2) ? . . . . N(3) Zn(1) N(2) C(15) 123.6(2) ? . . . . Cl(1) Zn(1) N(3) C(16) -68.0(2) ? . . . . Cl(1) Zn(1) N(3) C(20) 109.2(2) ? . . . . Cl(2) Zn(1) N(3) C(16) 177.9(2) ? . . . . Cl(2) Zn(1) N(3) C(20) -4.9(2) ? . . . . N(1) Zn(1) N(3) C(16) 26.3(2) ? . . . . N(1) Zn(1) N(3) C(20) -156.5(2) ? . . . . N(2) Zn(1) N(3) C(16) 57.4(2) ? . . . . N(2) Zn(1) N(3) C(20) -125.5(2) ? . . . . Zn(1) N(1) C(8) C(4) 75.8(2) ? . . . . C(9) N(1) C(8) C(4) -44.1(3) ? . . . . C(10) N(1) C(8) C(4) -170.8(2) ? . . . . Zn(1) N(1) C(9) C(11) -51.6(2) ? . . . . C(8) N(1) C(9) C(11) 82.8(2) ? . . . . C(10) N(1) C(9) C(11) -153.5(2) ? . . . . Zn(1) N(1) C(10) C(16) 54.6(2) ? . . . . C(8) N(1) C(10) C(16) -76.4(2) ? . . . . C(9) N(1) C(10) C(16) 157.0(2) ? . . . . Zn(1) N(2) C(11) C(9) 1.1(3) ? . . . . Zn(1) N(2) C(11) C(12) 179.5(2) ? . . . . C(15) N(2) C(11) C(9) -177.4(2) ? . . . . C(15) N(2) C(11) C(12) 1.0(4) ? . . . . Zn(1) N(2) C(15) C(14) -177.6(2) ? . . . . C(11) N(2) C(15) C(14) 0.7(4) ? . . . . Zn(1) N(3) C(16) C(10) -2.9(3) ? . . . . Zn(1) N(3) C(16) C(17) 178.0(2) ? . . . . C(20) N(3) C(16) C(10) 179.8(2) ? . . . . C(20) N(3) C(16) C(17) 0.7(4) ? . . . . Zn(1) N(3) C(20) C(19) -177.6(3) ? . . . . C(16) N(3) C(20) C(19) -0.6(4) ? . . . . C(1) C(2) C(3) C(4) -178.5(2) ? . . . . C(2) C(3) C(4) C(5) -176.8(2) ? . . . . C(2) C(3) C(4) C(8) 4.6(3) ? . . . . C(3) C(4) C(5) C(6) 178.2(2) ? . . . . C(8) C(4) C(5) C(6) -3.2(3) ? . . . . C(3) C(4) C(8) N(1) 98.5(3) ? . . . . C(5) C(4) C(8) N(1) -80.0(3) ? . . . . C(4) C(5) C(6) C(7) 178.0(2) ? . . . . N(1) C(9) C(11) N(2) 39.4(3) ? . . . . N(1) C(9) C(11) C(12) -139.0(2) ? . . . . N(1) C(10) C(16) N(3) -40.2(3) ? . . . . N(1) C(10) C(16) C(17) 138.9(3) ? . . . . N(2) C(11) C(12) C(13) -2.2(4) ? . . . . C(9) C(11) C(12) C(13) 176.1(3) ? . . . . C(11) C(12) C(13) C(14) 1.6(4) ? . . . . C(12) C(13) C(14) C(15) 0.0(4) ? . . . . C(13) C(14) C(15) N(2) -1.3(4) ? . . . . N(3) C(16) C(17) C(18) -0.9(5) ? . . . . C(10) C(16) C(17) C(18) -179.9(3) ? . . . . C(16) C(17) C(18) C(19) 0.9(6) ? . . . . C(17) C(18) C(19) C(20) -0.8(6) ? . . . . C(18) C(19) C(20) N(3) 0.7(5) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Zn(1) C(6) 3.399(3) ? . . Zn(1) C(8) 3.475(3) ? . . Zn(1) C(9) 2.975(2) ? . . Zn(1) C(10) 2.958(3) ? . . Zn(1) C(11) 2.949(2) ? . . Zn(1) C(15) 3.064(3) ? . . Zn(1) C(16) 2.969(3) ? . . Zn(1) C(20) 3.111(3) ? . . Cl(1) N(1) 3.523(2) ? . . Cl(1) N(2) 3.321(3) ? . . Cl(1) N(3) 3.482(2) ? . . Cl(1) C(9) 3.470(2) ? . . Cl(1) C(10) 3.496(3) ? . . Cl(1) C(13) 3.471(4) ? . 56404 Cl(2) N(2) 3.375(2) ? . . Cl(2) N(3) 3.325(2) ? . . Cl(2) C(9) 3.468(2) ? . 46404 Cl(2) C(12) 3.470(3) ? . 46404 Cl(2) C(15) 3.487(3) ? . . Cl(2) C(20) 3.434(3) ? . . N(1) N(2) 2.717(3) ? . . N(1) N(3) 2.709(3) ? . . N(1) C(3) 3.449(3) ? . . N(1) C(4) 2.529(3) ? . . N(1) C(5) 3.284(3) ? . . N(1) C(6) 3.414(3) ? . . N(1) C(11) 2.420(3) ? . . N(1) C(16) 2.421(3) ? . . N(2) C(4) 3.357(3) ? . . N(2) C(5) 3.156(3) ? . . N(2) C(6) 3.178(3) ? . . N(2) C(8) 3.529(3) ? . . N(2) C(9) 2.419(3) ? . . N(2) C(12) 2.389(3) ? . . N(2) C(13) 2.761(4) ? . . N(2) C(14) 2.383(4) ? . . N(3) C(8) 3.378(3) ? . . N(3) C(10) 2.411(3) ? . . N(3) C(17) 2.380(4) ? . . N(3) C(18) 2.752(4) ? . . N(3) C(19) 2.376(4) ? . . C(1) C(3) 2.436(4) ? . . C(2) C(4) 2.495(3) ? . . C(2) C(8) 2.950(4) ? . . C(2) C(9) 3.502(4) ? . . C(3) C(5) 2.437(3) ? . . C(3) C(8) 2.538(4) ? . . C(3) C(9) 3.313(4) ? . . C(3) C(11) 3.329(3) ? . . C(3) C(12) 3.253(4) ? . . C(4) C(6) 2.481(3) ? . . C(4) C(9) 2.887(3) ? . . C(4) C(11) 2.896(3) ? . . C(4) C(12) 3.340(3) ? . . C(5) C(7) 2.436(3) ? . . C(5) C(8) 2.533(4) ? . . C(5) C(11) 3.189(3) ? . . C(5) C(12) 3.575(3) ? . . C(5) C(15) 3.463(4) ? . . C(6) C(8) 2.920(4) ? . . C(6) C(15) 3.432(4) ? . . C(7) C(13) 3.507(4) ? . 46404 C(7) C(15) 3.587(4) ? . . C(8) C(9) 2.485(3) ? . . C(8) C(10) 2.404(4) ? . . C(8) C(11) 3.154(3) ? . . C(8) C(16) 2.993(4) ? . . C(9) Cl(2) 3.468(2) ? . 56504 C(9) C(10) 2.464(3) ? . . C(9) C(12) 2.547(4) ? . . C(10) C(17) 2.537(4) ? . . C(11) C(13) 2.384(4) ? . . C(11) C(14) 2.731(4) ? . . C(11) C(15) 2.319(4) ? . . C(12) Cl(2) 3.470(3) ? . 56504 C(12) C(14) 2.376(4) ? . . C(12) C(15) 2.722(4) ? . . C(13) Cl(1) 3.471(4) ? . 46504 C(13) C(7) 3.507(4) ? . 56504 C(13) C(15) 2.376(4) ? . . C(16) C(18) 2.374(4) ? . . C(16) C(19) 2.718(4) ? . . C(16) C(20) 2.309(4) ? . . C(17) N(3) 2.380(4) ? . . C(17) C(10) 2.537(4) ? . . C(17) C(19) 2.377(4) ? . . C(17) C(20) 2.718(4) ? . . C(18) C(20) 2.365(5) ? . . C(19) C(17) 2.377(4) ? . . C(20) C(17) 2.718(4) ? . . Zn(1) H(3) 2.9303 ? . . Zn(1) H(5) 3.5105 ? . . Zn(1) H(8) 3.0728 ? . . Zn(1) H(9) 3.0176 ? . . Zn(1) H(14) 3.1206 ? . . Zn(1) H(18) 3.1712 ? . . Cl(1) H(5) 3.0817 ? . 54602 Cl(1) H(6) 3.3220 ? . 54602 Cl(1) H(8) 2.8822 ? . . Cl(1) H(9) 2.8736 ? . . Cl(1) H(12) 2.6514 ? . 56404 Cl(1) H(13) 3.5625 ? . 56404 Cl(1) H(17) 3.0465 ? . 56504 Cl(1) H(18) 3.0643 ? . 56504 Cl(2) H(2) 3.5392 ? . 54602 Cl(2) H(3) 3.5196 ? . . Cl(2) H(4) 3.3212 ? . . Cl(2) H(6) 3.1701 ? . 54602 Cl(2) H(7) 3.3583 ? . 46404 Cl(2) H(8) 2.9890 ? . 46404 Cl(2) H(10) 2.8028 ? . 54602 Cl(2) H(11) 3.0923 ? . 46404 Cl(2) H(14) 2.9073 ? . . Cl(2) H(15) 3.2673 ? . 54602 Cl(2) H(18) 2.8530 ? . . N(1) H(2) 3.3794 ? . . N(1) H(3) 2.9634 ? . . N(1) H(5) 2.0337 ? . . N(1) H(6) 2.0337 ? . . N(1) H(7) 2.0209 ? . . N(1) H(8) 2.0210 ? . . N(1) H(9) 2.0206 ? . . N(1) H(10) 2.0206 ? . . N(2) H(3) 3.2708 ? . . N(2) H(7) 3.2027 ? . . N(2) H(8) 2.7987 ? . . N(2) H(11) 3.2230 ? . . N(2) H(13) 3.2165 ? . . N(2) H(14) 1.9689 ? . . N(2) H(15) 3.5459 ? . 54602 N(3) H(3) 3.0246 ? . . N(3) H(5) 2.9707 ? . . N(3) H(9) 2.7850 ? . . N(3) H(10) 3.1978 ? . . N(3) H(13) 2.9983 ? . 56404 N(3) H(15) 3.2150 ? . . N(3) H(17) 3.2096 ? . . N(3) H(18) 1.9661 ? . . C(1) H(2) 1.9918 ? . . C(2) H(1) 1.9927 ? . . C(2) H(6) 2.5179 ? . . C(2) H(7) 2.7180 ? . . C(2) H(11) 3.5225 ? . . C(3) H(1) 3.2738 ? . . C(3) H(2) 2.0580 ? . . C(3) H(5) 3.2384 ? . . C(3) H(6) 2.5908 ? . . C(3) H(7) 2.8395 ? . . C(3) H(11) 3.1366 ? . . C(4) H(2) 2.6783 ? . . C(4) H(3) 2.6488 ? . . C(4) H(5) 2.0459 ? . . C(4) H(6) 2.0459 ? . . C(4) H(7) 2.8102 ? . . C(4) H(11) 3.5726 ? . . C(5) H(3) 2.0514 ? . . C(5) H(4) 3.2737 ? . . C(5) H(5) 2.6582 ? . . C(5) H(6) 3.2900 ? . . C(6) H(4) 1.9827 ? . . C(6) H(5) 2.6339 ? . . C(6) H(14) 3.5468 ? . . C(7) H(3) 1.9718 ? . . C(7) H(12) 3.4419 ? . 46404 C(7) H(14) 3.4077 ? . . C(8) H(2) 2.6157 ? . . C(8) H(3) 2.5653 ? . . C(8) H(7) 2.5479 ? . . C(8) H(8) 3.2859 ? . . C(8) H(9) 3.2401 ? . . C(8) H(10) 2.4751 ? . . C(9) H(2) 3.2978 ? . . C(9) H(5) 3.2902 ? . . C(9) H(6) 2.8067 ? . . C(9) H(9) 2.5314 ? . . C(9) H(10) 2.8399 ? . . C(9) H(11) 2.7228 ? . . C(10) H(5) 2.6391 ? . . C(10) H(6) 2.5034 ? . . C(10) H(7) 2.8654 ? . . C(10) H(8) 2.5140 ? . . C(10) H(15) 2.7129 ? . . C(11) H(7) 2.0506 ? . . C(11) H(8) 2.0506 ? . . C(11) H(11) 2.0289 ? . . C(11) H(12) 3.2281 ? . . C(11) H(14) 3.1558 ? . . C(12) H(4) 3.0656 ? . 56504 C(12) H(7) 2.6281 ? . . C(12) H(8) 3.0531 ? . . C(12) H(12) 2.0071 ? . . C(12) H(13) 3.2197 ? . . C(13) H(4) 2.8536 ? . 56504 C(13) H(11) 2.0092 ? . . C(13) H(13) 2.0174 ? . . C(13) H(14) 3.2117 ? . . C(14) H(4) 3.2602 ? . 56504 C(14) H(11) 3.2198 ? . . C(14) H(12) 2.0141 ? . . C(14) H(14) 2.0032 ? . . C(15) H(12) 3.2196 ? . . C(15) H(13) 2.0188 ? . . C(15) H(15) 2.9979 ? . 54602 C(15) H(16) 3.5734 ? . 54602 C(16) H(5) 2.6977 ? . . C(16) H(6) 3.2565 ? . . C(16) H(9) 2.0549 ? . . C(16) H(10) 2.0549 ? . . C(16) H(13) 3.0444 ? . 56404 C(16) H(15) 2.0187 ? . . C(16) H(16) 3.2181 ? . . C(16) H(18) 3.1468 ? . . C(17) H(5) 3.3987 ? . . C(17) H(9) 3.0445 ? . . C(17) H(10) 2.6212 ? . . C(17) H(13) 3.2841 ? . 56404 C(17) H(14) 3.3309 ? . 55602 C(17) H(16) 2.0175 ? . . C(17) H(17) 3.2217 ? . . C(18) H(13) 3.4354 ? . 56404 C(18) H(15) 2.0224 ? . . C(18) H(17) 2.0070 ? . . C(18) H(18) 3.2003 ? . . C(19) H(13) 3.3823 ? . 56404 C(19) H(15) 3.2209 ? . . C(19) H(16) 2.0041 ? . . C(19) H(18) 1.9999 ? . . C(20) H(3) 3.5194 ? . . C(20) H(13) 3.1497 ? . 56404 C(20) H(16) 3.2089 ? . . C(20) H(17) 2.0148 ? . . H(2) Cl(2) 3.5392 ? . 55602 H(4) C(12) 3.0656 ? . 46404 H(4) C(13) 2.8536 ? . 46404 H(4) C(14) 3.2602 ? . 46404 H(5) Cl(1) 3.0817 ? . 55602 H(5) C(17) 3.3987 ? . . H(6) Cl(1) 3.3220 ? . 55602 H(6) Cl(2) 3.1701 ? . 55602 H(7) Cl(2) 3.3583 ? . 56504 H(8) Cl(2) 2.9890 ? . 56504 H(9) C(17) 3.0445 ? . . H(10) Cl(2) 2.8028 ? . 55602 H(10) C(17) 2.6212 ? . . H(11) Cl(2) 3.0923 ? . 56504 H(12) Cl(1) 2.6514 ? . 46504 H(12) C(7) 3.4419 ? . 56504 H(13) Cl(1) 3.5625 ? . 46504 H(13) N(3) 2.9983 ? . 46504 H(13) C(16) 3.0444 ? . 46504 H(13) C(17) 3.2841 ? . 46504 H(13) C(18) 3.4354 ? . 46504 H(13) C(19) 3.3823 ? . 46504 H(13) C(20) 3.1497 ? . 46504 H(14) C(17) 3.3309 ? . 54602 H(15) Cl(2) 3.2673 ? . 55602 H(15) N(2) 3.5459 ? . 55602 H(15) C(15) 2.9979 ? . 55602 H(16) C(15) 3.5734 ? . 55602 H(16) C(17) 2.0175 ? . . H(17) Cl(1) 3.0465 ? . 46404 H(17) C(17) 3.2217 ? . . H(18) Cl(1) 3.0643 ? . 46404 #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #==============================================================================