# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_L1120 # start Validation Reply Form _vrf_PLAT220_L1120 ; PROBLEM: Large Non-Solvent N Ueq(max)/Ueq(min) ... 4.6 Ratio RESPONSE: One azide ligand shows elongated ADP ellipsoids suggesting orientational disorder for this ligand. Attempts to model the disorder, even with restraints did not improve the ADPs significantly, so the ordered model was employed. ; # end Validation Reply Form _audit_creation_method SHELXL-97 _audit_creation_date 6-Dec-2011 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C26 H24 N16 Zn2' _chemical_formula_sum 'C26 H24 N16 Zn2' _chemical_formula_weight 691.34 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 52 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 48 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 32 0.0061 0.0033 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Zn Zn 4 0.2839 1.4301 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.69797(13) _cell_length_b 17.7362(3) _cell_length_c 9.75808(16) _cell_angle_alpha 90.00 _cell_angle_beta 107.3946(17) _cell_angle_gamma 90.00 _cell_volume 1436.53(4) _cell_formula_units_Z 2 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 10445 _cell_measurement_theta_min 2.1827 _cell_measurement_theta_max 30.2007 _exptl_crystal_description prism _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.598 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 1.720 _exptl_absorpt_correction_T_min 0.88538 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011) ; _exptl_special_details ; Solvent used: MeCN Cooling Device: Oxford Instruments Cryojet XL Crystal mount: on a glass fibre Frames collected: 467 Seconds exposure per frame: 6.0 Degrees rotation per frame: 1.0 Crystal-detector distance (mm): 55.0 Client: Tushar Basu Baul Sample code: TSBB-324 (L1120) ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Oxford Diffraction SuperNova, dual radiation diffractometer' _diffrn_detector_area_resol_mean 10.3801 _diffrn_detector 'Atlas CCD camera on \k goniostat' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 18231 _diffrn_reflns_av_R_equivalents 0.0225 _diffrn_reflns_av_sigmaI/netI 0.0199 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 30.27 _diffrn_measured_fraction_theta_max 0.920 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _reflns_number_total 3948 _reflns_number_gt 3516 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_cell_refinement 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_data_reduction 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2009)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0235P)^2^+0.7008P] 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 3948 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0300 _refine_ls_R_factor_gt 0.0246 _refine_ls_wR_factor_ref 0.0598 _refine_ls_wR_factor_gt 0.0573 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.329 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.055 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 Zn1 Zn 0.123311(18) 0.519783(9) 0.657223(16) 0.01750(5) Uani 1 1 d . . . N1 N 0.01433(13) 0.56229(7) 0.80308(12) 0.0182(2) Uani 1 1 d . . . N2 N 0.27890(14) 0.61568(7) 0.75043(12) 0.0191(2) Uani 1 1 d . . . N3 N 0.27283(15) 0.43470(7) 0.72991(14) 0.0244(3) Uani 1 1 d . . . N4 N 0.41074(17) 0.43426(8) 0.79405(16) 0.0331(3) Uani 1 1 d . . . N5 N 0.5458(2) 0.42934(12) 0.8542(3) 0.0839(9) Uani 1 1 d . . . N6 N 0.07839(14) 0.55448(7) 0.44948(12) 0.0206(2) Uani 1 1 d . . . N7 N 0.09940(15) 0.61777(7) 0.41169(13) 0.0227(3) Uani 1 1 d . . . N8 N 0.1195(2) 0.67702(9) 0.37415(16) 0.0376(3) Uani 1 1 d . . . C1 C 0.10086(16) 0.61567(8) 0.89226(15) 0.0192(3) Uani 1 1 d . . . C2 C 0.05722(19) 0.64281(9) 1.00798(16) 0.0236(3) Uani 1 1 d . . . H2 H 0.1208 0.6799 1.0697 0.028 Uiso 1 1 calc R . . C3 C -0.08149(19) 0.61476(9) 1.03231(16) 0.0251(3) Uani 1 1 d . . . H3 H -0.1131 0.6318 1.1122 0.030 Uiso 1 1 calc R . . C4 C -0.17286(18) 0.56192(9) 0.93909(16) 0.0236(3) Uani 1 1 d . . . H4 H -0.2700 0.5433 0.9520 0.028 Uiso 1 1 calc R . . C5 C -0.12055(16) 0.53642(9) 0.82612(15) 0.0213(3) Uani 1 1 d . . . H5 H -0.1825 0.4994 0.7630 0.026 Uiso 1 1 calc R . . C6 C 0.24450(17) 0.64337(8) 0.85834(15) 0.0205(3) Uani 1 1 d . . . H6 H 0.3106 0.6812 0.9157 0.025 Uiso 1 1 calc R . . C7 C 0.41217(16) 0.64151(8) 0.70730(15) 0.0190(3) Uani 1 1 d . . . C8 C 0.48299(19) 0.71234(9) 0.74260(17) 0.0268(3) Uani 1 1 d . . . H8 H 0.4421 0.7466 0.7979 0.032 Uiso 1 1 calc R . . C9 C 0.61352(19) 0.73234(9) 0.69632(18) 0.0276(3) Uani 1 1 d . . . H9 H 0.6620 0.7804 0.7212 0.033 Uiso 1 1 calc R . . C10 C 0.67502(17) 0.68330(9) 0.61404(16) 0.0225(3) Uani 1 1 d . . . C11 C 0.59927(17) 0.61447(9) 0.57527(16) 0.0229(3) Uani 1 1 d . . . H11 H 0.6372 0.5811 0.5164 0.027 Uiso 1 1 calc R . . C12 C 0.46902(17) 0.59355(9) 0.62099(16) 0.0220(3) Uani 1 1 d . . . H12 H 0.4184 0.5462 0.5931 0.026 Uiso 1 1 calc R . . C13 C 0.8205(2) 0.70376(10) 0.56849(19) 0.0304(3) Uani 1 1 d . . . H131 H 0.8587 0.6591 0.5292 0.046 Uiso 1 1 calc R . . H132 H 0.9061 0.7223 0.6517 0.046 Uiso 1 1 calc R . . H133 H 0.7915 0.7432 0.4949 0.046 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 Zn1 0.01793(8) 0.01835(9) 0.01620(9) -0.00176(6) 0.00508(6) -0.00152(6) N1 0.0180(5) 0.0191(6) 0.0175(5) 0.0004(5) 0.0052(4) 0.0016(4) N2 0.0181(5) 0.0198(6) 0.0193(6) -0.0013(5) 0.0054(4) -0.0013(4) N3 0.0214(6) 0.0206(6) 0.0309(7) 0.0001(5) 0.0072(5) 0.0005(5) N4 0.0298(7) 0.0228(7) 0.0405(8) 0.0071(6) 0.0010(6) -0.0038(6) N5 0.0347(10) 0.0529(12) 0.128(2) 0.0301(13) -0.0300(11) -0.0085(9) N6 0.0220(6) 0.0218(6) 0.0169(6) -0.0008(5) 0.0042(4) -0.0066(5) N7 0.0229(6) 0.0259(7) 0.0180(6) -0.0023(5) 0.0043(5) -0.0039(5) N8 0.0496(9) 0.0273(8) 0.0330(8) 0.0041(6) 0.0078(7) -0.0096(7) C1 0.0213(6) 0.0174(7) 0.0190(6) 0.0010(5) 0.0063(5) 0.0020(5) C2 0.0305(7) 0.0199(7) 0.0224(7) -0.0019(6) 0.0108(6) 0.0004(6) C3 0.0326(8) 0.0222(7) 0.0250(7) 0.0019(6) 0.0154(6) 0.0050(6) C4 0.0221(7) 0.0237(7) 0.0275(7) 0.0059(6) 0.0113(6) 0.0042(6) C5 0.0192(6) 0.0216(7) 0.0219(7) 0.0016(5) 0.0044(5) 0.0014(5) C6 0.0212(6) 0.0191(7) 0.0202(7) -0.0027(5) 0.0048(5) -0.0021(5) C7 0.0181(6) 0.0197(7) 0.0185(6) -0.0002(5) 0.0042(5) -0.0023(5) C8 0.0314(8) 0.0205(7) 0.0312(8) -0.0054(6) 0.0136(6) -0.0032(6) C9 0.0328(8) 0.0190(7) 0.0323(8) -0.0024(6) 0.0119(6) -0.0084(6) C10 0.0223(7) 0.0220(7) 0.0235(7) 0.0035(6) 0.0071(5) -0.0027(5) C11 0.0245(7) 0.0225(7) 0.0233(7) -0.0028(6) 0.0095(6) -0.0015(6) C12 0.0218(6) 0.0197(7) 0.0245(7) -0.0038(6) 0.0072(5) -0.0040(5) C13 0.0298(8) 0.0275(8) 0.0378(9) 0.0032(7) 0.0160(7) -0.0071(6) _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 Zn1 N3 1.9799(13) . ? Zn1 N6 2.0414(12) . ? Zn1 N1 2.0735(11) . ? Zn1 N6 2.1918(12) 3_566 ? Zn1 N2 2.1945(12) . ? N1 C5 1.3398(18) . ? N1 C1 1.3523(18) . ? N2 C6 1.2759(18) . ? N2 C7 1.4221(18) . ? N3 N4 1.1755(18) . ? N4 N5 1.149(2) . ? N6 N7 1.2124(18) . ? N7 N8 1.1434(19) . ? C1 C2 1.3810(19) . ? C1 C6 1.4694(19) . ? C2 C3 1.389(2) . ? C2 H2 0.9500 . ? C3 C4 1.380(2) . ? C3 H3 0.9500 . ? C4 C5 1.388(2) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.388(2) . ? C7 C8 1.396(2) . ? C8 C9 1.388(2) . ? C8 H8 0.9500 . ? C9 C10 1.394(2) . ? C9 H9 0.9500 . ? C10 C11 1.385(2) . ? C10 C13 1.506(2) . ? C11 C12 1.387(2) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 H131 0.9800 . ? C13 H132 0.9800 . ? C13 H133 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 N3 Zn1 N6 119.72(5) . . ? N3 Zn1 N1 114.66(5) . . ? N6 Zn1 N1 125.52(5) . . ? N3 Zn1 N6 93.38(5) . 3_566 ? N6 Zn1 N6 79.69(5) . 3_566 ? N1 Zn1 N6 94.55(5) . 3_566 ? N3 Zn1 N2 100.64(5) . . ? N6 Zn1 N2 95.12(5) . . ? N1 Zn1 N2 77.62(4) . . ? N6 Zn1 N2 165.80(5) 3_566 . ? C5 N1 C1 118.60(12) . . ? C5 N1 Zn1 126.41(10) . . ? C1 N1 Zn1 114.56(9) . . ? C6 N2 C7 122.22(12) . . ? C6 N2 Zn1 111.88(9) . . ? C7 N2 Zn1 125.68(9) . . ? N4 N3 Zn1 130.71(12) . . ? N5 N4 N3 175.8(2) . . ? N7 N6 Zn1 125.43(10) . . ? N7 N6 Zn1 125.73(10) . 3_566 ? Zn1 N6 Zn1 100.31(5) . 3_566 ? N8 N7 N6 178.95(16) . . ? N1 C1 C2 122.28(13) . . ? N1 C1 C6 115.87(12) . . ? C2 C1 C6 121.85(13) . . ? C1 C2 C3 118.68(14) . . ? C1 C2 H2 120.7 . . ? C3 C2 H2 120.7 . . ? C4 C3 C2 119.26(14) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C3 C4 C5 118.93(14) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? N1 C5 C4 122.21(14) . . ? N1 C5 H5 118.9 . . ? C4 C5 H5 118.9 . . ? N2 C6 C1 118.83(13) . . ? N2 C6 H6 120.6 . . ? C1 C6 H6 120.6 . . ? C12 C7 C8 119.36(13) . . ? C12 C7 N2 116.86(12) . . ? C8 C7 N2 123.74(13) . . ? C9 C8 C7 119.55(14) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C8 C9 C10 121.34(14) . . ? C8 C9 H9 119.3 . . ? C10 C9 H9 119.3 . . ? C11 C10 C9 118.30(13) . . ? C11 C10 C13 120.33(14) . . ? C9 C10 C13 121.37(14) . . ? C10 C11 C12 121.04(14) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C11 C12 C7 120.32(14) . . ? C11 C12 H12 119.8 . . ? C7 C12 H12 119.8 . . ? C10 C13 H131 109.5 . . ? C10 C13 H132 109.5 . . ? H131 C13 H132 109.5 . . ? C10 C13 H133 109.5 . . ? H131 C13 H133 109.5 . . ? H132 C13 H133 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Zn1 N1 C5 -85.72(12) . . . . ? N6 Zn1 N1 C5 90.68(12) . . . . ? N6 Zn1 N1 C5 10.11(12) 3_566 . . . ? N2 Zn1 N1 C5 178.12(12) . . . . ? N3 Zn1 N1 C1 86.54(10) . . . . ? N6 Zn1 N1 C1 -97.06(10) . . . . ? N6 Zn1 N1 C1 -177.63(10) 3_566 . . . ? N2 Zn1 N1 C1 -9.62(9) . . . . ? N3 Zn1 N2 C6 -103.95(10) . . . . ? N6 Zn1 N2 C6 134.50(10) . . . . ? N1 Zn1 N2 C6 9.22(10) . . . . ? N6 Zn1 N2 C6 66.8(2) 3_566 . . . ? N3 Zn1 N2 C7 70.81(12) . . . . ? N6 Zn1 N2 C7 -50.74(11) . . . . ? N1 Zn1 N2 C7 -176.02(12) . . . . ? N6 Zn1 N2 C7 -118.48(18) 3_566 . . . ? N6 Zn1 N3 N4 96.04(16) . . . . ? N1 Zn1 N3 N4 -87.33(16) . . . . ? N6 Zn1 N3 N4 176.10(16) 3_566 . . . ? N2 Zn1 N3 N4 -6.18(17) . . . . ? N3 Zn1 N6 N7 -122.93(12) . . . . ? N1 Zn1 N6 N7 60.84(14) . . . . ? N6 Zn1 N6 N7 149.07(15) 3_566 . . . ? N2 Zn1 N6 N7 -17.59(13) . . . . ? N3 Zn1 N6 Zn1 88.00(6) . . . 3_566 ? N1 Zn1 N6 Zn1 -88.23(6) . . . 3_566 ? N6 Zn1 N6 Zn1 -0.0 3_566 . . 3_566 ? N2 Zn1 N6 Zn1 -166.66(5) . . . 3_566 ? C5 N1 C1 C2 1.7(2) . . . . ? Zn1 N1 C1 C2 -171.17(11) . . . . ? C5 N1 C1 C6 -178.10(12) . . . . ? Zn1 N1 C1 C6 9.00(15) . . . . ? N1 C1 C2 C3 -0.7(2) . . . . ? C6 C1 C2 C3 179.09(14) . . . . ? C1 C2 C3 C4 -1.2(2) . . . . ? C2 C3 C4 C5 2.1(2) . . . . ? C1 N1 C5 C4 -0.8(2) . . . . ? Zn1 N1 C5 C4 171.19(10) . . . . ? C3 C4 C5 N1 -1.1(2) . . . . ? C7 N2 C6 C1 177.53(12) . . . . ? Zn1 N2 C6 C1 -7.50(16) . . . . ? N1 C1 C6 N2 -0.6(2) . . . . ? C2 C1 C6 N2 179.57(14) . . . . ? C6 N2 C7 C12 160.12(14) . . . . ? Zn1 N2 C7 C12 -14.13(18) . . . . ? C6 N2 C7 C8 -22.3(2) . . . . ? Zn1 N2 C7 C8 163.49(11) . . . . ? C12 C7 C8 C9 -2.9(2) . . . . ? N2 C7 C8 C9 179.57(14) . . . . ? C7 C8 C9 C10 0.5(2) . . . . ? C8 C9 C10 C11 2.0(2) . . . . ? C8 C9 C10 C13 -177.66(15) . . . . ? C9 C10 C11 C12 -2.2(2) . . . . ? C13 C10 C11 C12 177.48(14) . . . . ? C10 C11 C12 C7 -0.1(2) . . . . ? C8 C7 C12 C11 2.7(2) . . . . ? N2 C7 C12 C11 -179.57(13) . . . . ? _iucr_refine_instructions_details ; TITL L1120_Mo in P21/c CELL 0.71073 8.69797 17.73624 9.75808 90 107.3946 90 ZERR 2 0.00013 0.00028 0.00016 0 0.0017 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N Zn UNIT 52 48 32 4 MERG 2 L.S. 4 PLAN 12 TEMP -113 BOND $H conf fmap 2 acta WGHT 0.023500 0.700800 FVAR 5.28848 ZN1 4 0.123311 0.519783 0.657223 11.00000 0.01793 0.01835 = 0.01620 -0.00176 0.00508 -0.00152 N1 3 0.014329 0.562288 0.803080 11.00000 0.01805 0.01909 = 0.01746 0.00040 0.00516 0.00159 N2 3 0.278898 0.615682 0.750428 11.00000 0.01807 0.01978 = 0.01931 -0.00133 0.00538 -0.00129 N3 3 0.272826 0.434701 0.729912 11.00000 0.02143 0.02058 = 0.03093 0.00014 0.00722 0.00054 N4 3 0.410736 0.434258 0.794053 11.00000 0.02979 0.02282 = 0.04054 0.00706 0.00102 -0.00383 N5 3 0.545805 0.429339 0.854195 11.00000 0.03470 0.05287 = 0.12844 0.03014 -0.02998 -0.00846 N6 3 0.078386 0.554477 0.449479 11.00000 0.02201 0.02176 = 0.01686 -0.00082 0.00424 -0.00656 N7 3 0.099401 0.617772 0.411688 11.00000 0.02295 0.02592 = 0.01802 -0.00229 0.00425 -0.00388 N8 3 0.119514 0.677022 0.374149 11.00000 0.04965 0.02731 = 0.03298 0.00413 0.00778 -0.00961 C1 1 0.100865 0.615671 0.892264 11.00000 0.02130 0.01745 = 0.01896 0.00100 0.00628 0.00199 C2 1 0.057216 0.642808 1.007977 11.00000 0.03047 0.01990 = 0.02242 -0.00187 0.01076 0.00039 AFIX 43 H2 2 0.120758 0.679916 1.069716 11.00000 -1.20000 AFIX 0 C3 1 -0.081487 0.614758 1.032307 11.00000 0.03257 0.02221 = 0.02500 0.00186 0.01541 0.00497 AFIX 43 H3 2 -0.113078 0.631758 1.112213 11.00000 -1.20000 AFIX 0 C4 1 -0.172857 0.561920 0.939091 11.00000 0.02211 0.02369 = 0.02754 0.00587 0.01134 0.00420 AFIX 43 H4 2 -0.269986 0.543306 0.952040 11.00000 -1.20000 AFIX 0 C5 1 -0.120545 0.536417 0.826116 11.00000 0.01917 0.02164 = 0.02187 0.00157 0.00444 0.00141 AFIX 43 H5 2 -0.182457 0.499375 0.763016 11.00000 -1.20000 AFIX 0 C6 1 0.244502 0.643372 0.858343 11.00000 0.02120 0.01908 = 0.02019 -0.00269 0.00483 -0.00207 AFIX 43 H6 2 0.310589 0.681229 0.915746 11.00000 -1.20000 AFIX 0 C7 1 0.412172 0.641514 0.707304 11.00000 0.01808 0.01965 = 0.01850 -0.00017 0.00422 -0.00232 C8 1 0.482992 0.712342 0.742602 11.00000 0.03140 0.02051 = 0.03116 -0.00540 0.01361 -0.00325 AFIX 43 H8 2 0.442086 0.746615 0.797934 11.00000 -1.20000 AFIX 0 C9 1 0.613522 0.732336 0.696323 11.00000 0.03275 0.01902 = 0.03232 -0.00240 0.01185 -0.00844 AFIX 43 H9 2 0.661973 0.780414 0.721204 11.00000 -1.20000 AFIX 0 C10 1 0.675018 0.683299 0.614043 11.00000 0.02225 0.02201 = 0.02345 0.00351 0.00708 -0.00266 C11 1 0.599273 0.614468 0.575266 11.00000 0.02449 0.02249 = 0.02326 -0.00280 0.00951 -0.00155 AFIX 43 H11 2 0.637160 0.581068 0.516413 11.00000 -1.20000 AFIX 0 C12 1 0.469021 0.593546 0.620994 11.00000 0.02182 0.01973 = 0.02455 -0.00380 0.00718 -0.00396 AFIX 43 H12 2 0.418447 0.546153 0.593119 11.00000 -1.20000 AFIX 0 C13 1 0.820502 0.703765 0.568487 11.00000 0.02975 0.02755 = 0.03784 0.00318 0.01596 -0.00714 AFIX 137 H131 2 0.858672 0.659103 0.529240 11.00000 -1.50000 H132 2 0.906061 0.722326 0.651714 11.00000 -1.50000 H133 2 0.791464 0.743186 0.494855 11.00000 -1.50000 HKLF 4 REM L1120_Mo in P21/c REM R1 = 0.0246 for 3516 Fo > 4sig(Fo) and 0.0300 for all 3948 data REM 200 parameters refined using 0 restraints END WGHT 0.0238 0.7007 REM Highest difference peak 0.329, deepest hole -0.328, 1-sigma level 0.055 Q1 1 0.1642 0.6368 0.8725 11.00000 0.05 0.33 Q2 1 0.5499 0.4219 0.8169 11.00000 0.05 0.33 Q3 1 -0.1153 0.5890 0.9767 11.00000 0.05 0.33 Q4 1 0.3554 0.6302 0.7361 11.00000 0.05 0.32 Q5 1 -0.0041 0.6189 1.0250 11.00000 0.05 0.31 Q6 1 0.6201 0.6555 0.5766 11.00000 0.05 0.31 Q7 1 0.4950 0.4498 0.9041 11.00000 0.05 0.31 Q8 1 0.5365 0.6079 0.6030 11.00000 0.05 0.31 Q9 1 0.7516 0.6910 0.5974 11.00000 0.05 0.31 Q10 1 0.0873 0.6212 0.9656 11.00000 0.05 0.30 Q11 1 0.4736 0.6113 0.6954 11.00000 0.05 0.30 Q12 1 0.0711 0.6346 0.9430 11.00000 0.05 0.29 ; # End of CIF ============================================================ _database_code_depnum_ccdc_archive 'CCDC 953170' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_L1111 _audit_creation_method SHELXL-97 _audit_creation_date 1-Dec-2011 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C12 H10 Br2 N2 Zn' _chemical_formula_sum 'C12 H10 Br2 N2 Zn' _chemical_formula_weight 407.41 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 24 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 20 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Br Br 4 -0.2901 2.4595 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 4 0.0061 0.0033 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Zn Zn 2 0.2839 1.4301 ; International Tables for Crystallography (1992). 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 7.8621(3) _cell_length_b 8.8368(3) _cell_length_c 10.0742(3) _cell_angle_alpha 102.598(3) _cell_angle_beta 100.816(3) _cell_angle_gamma 96.996(3) _cell_volume 661.19(4) _cell_formula_units_Z 2 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 7002 _cell_measurement_theta_min 2.1197 _cell_measurement_theta_max 29.3558 _exptl_crystal_description tablet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.046 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 392 _exptl_absorpt_coefficient_mu 7.897 _exptl_absorpt_correction_T_min 0.53402 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011) ; _exptl_special_details ; Solvent used: MeCN Cooling Device: Oxford Instruments Cryojet XL Crystal mount: on a glass fibre Frames collected: 826 Seconds exposure per frame: 1.9 Degrees rotation per frame: 1.0 Crystal-detector distance (mm): 55.0 Client: Tushar Basu Baul Sample code: TSBB-317 (L1111) ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Oxford Diffraction SuperNova, dual radiation diffractometer' _diffrn_detector_area_resol_mean 10.3801 _diffrn_detector 'Atlas CCD camera on \k goniostat' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 14700 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0350 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 29.42 _diffrn_measured_fraction_theta_max 0.903 _diffrn_reflns_theta_full 26.32 _diffrn_measured_fraction_theta_full 1.000 _reflns_number_total 3307 _reflns_number_gt 2810 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_cell_refinement 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_data_reduction 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2009)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0272P)^2^+1.4799P] 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 3307 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0346 _refine_ls_wR_factor_ref 0.0777 _refine_ls_wR_factor_gt 0.0732 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 2.864 _refine_diff_density_min -1.053 _refine_diff_density_rms 0.113 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 Br1 Br 1.05960(5) 0.31329(4) 0.32771(4) 0.02989(11) Uani 1 1 d . . . Br2 Br 0.54963(5) 0.24413(4) 0.16898(4) 0.02886(11) Uani 1 1 d . . . Zn1 Zn 0.78515(5) 0.14938(5) 0.28198(4) 0.02275(11) Uani 1 1 d . . . N1 N 0.8159(4) -0.0790(3) 0.2028(3) 0.0209(6) Uani 1 1 d . . . N2 N 0.7500(4) 0.0560(3) 0.4500(3) 0.0200(6) Uani 1 1 d . . . C1 C 0.8128(4) -0.1651(4) 0.2975(3) 0.0209(7) Uani 1 1 d . . . C2 C 0.8421(5) -0.3178(4) 0.2714(4) 0.0260(7) Uani 1 1 d . . . H2 H 0.8434 -0.3746 0.3414 0.031 Uiso 1 1 calc R . . C3 C 0.8696(5) -0.3882(4) 0.1423(4) 0.0280(8) Uani 1 1 d . . . H3 H 0.8884 -0.4941 0.1220 0.034 Uiso 1 1 calc R . . C4 C 0.8694(5) -0.3020(4) 0.0434(4) 0.0290(8) Uani 1 1 d . . . H4 H 0.8864 -0.3479 -0.0466 0.035 Uiso 1 1 calc R . . C5 C 0.8438(5) -0.1466(4) 0.0781(4) 0.0276(8) Uani 1 1 d . . . H5 H 0.8461 -0.0863 0.0109 0.033 Uiso 1 1 calc R . . C6 C 0.7722(4) -0.0871(4) 0.4298(3) 0.0221(7) Uani 1 1 d . . . H6 H 0.7627 -0.1428 0.4995 0.027 Uiso 1 1 calc R . . C7 C 0.7063(4) 0.1361(4) 0.5749(3) 0.0210(7) Uani 1 1 d . . . C8 C 0.7004(5) 0.0728(4) 0.6892(3) 0.0247(7) Uani 1 1 d . . . H8 H 0.7273 -0.0294 0.6880 0.030 Uiso 1 1 calc R . . C9 C 0.6548(5) 0.1607(5) 0.8050(4) 0.0296(8) Uani 1 1 d . . . H9 H 0.6513 0.1181 0.8834 0.035 Uiso 1 1 calc R . . C10 C 0.6147(5) 0.3081(5) 0.8082(4) 0.0309(8) Uani 1 1 d . . . H10 H 0.5827 0.3663 0.8880 0.037 Uiso 1 1 calc R . . C11 C 0.6210(5) 0.3717(4) 0.6957(4) 0.0336(9) Uani 1 1 d . . . H11 H 0.5940 0.4740 0.6979 0.040 Uiso 1 1 calc R . . C12 C 0.6671(5) 0.2858(4) 0.5787(4) 0.0290(8) Uani 1 1 d . . . H12 H 0.6717 0.3297 0.5011 0.035 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 Br1 0.0281(2) 0.0297(2) 0.0347(2) 0.01746(16) 0.00510(15) 0.00118(15) Br2 0.0311(2) 0.0284(2) 0.0302(2) 0.01122(15) 0.00509(15) 0.01256(15) Zn1 0.0276(2) 0.0206(2) 0.0243(2) 0.01005(16) 0.00870(16) 0.00767(16) N1 0.0204(14) 0.0192(14) 0.0235(14) 0.0038(11) 0.0066(11) 0.0056(11) N2 0.0179(14) 0.0214(14) 0.0214(14) 0.0053(11) 0.0067(11) 0.0025(11) C1 0.0194(16) 0.0191(16) 0.0237(17) 0.0047(13) 0.0036(13) 0.0039(13) C2 0.032(2) 0.0244(18) 0.0236(17) 0.0074(14) 0.0051(15) 0.0101(15) C3 0.031(2) 0.0218(18) 0.0316(19) 0.0035(15) 0.0070(16) 0.0109(15) C4 0.031(2) 0.033(2) 0.0218(17) 0.0008(15) 0.0071(15) 0.0094(16) C5 0.0276(19) 0.035(2) 0.0234(17) 0.0118(15) 0.0058(14) 0.0076(15) C6 0.0224(17) 0.0234(17) 0.0231(17) 0.0102(13) 0.0049(13) 0.0056(14) C7 0.0190(16) 0.0239(17) 0.0188(16) 0.0004(13) 0.0074(13) 0.0021(13) C8 0.0267(18) 0.0260(18) 0.0227(17) 0.0055(14) 0.0077(14) 0.0070(14) C9 0.031(2) 0.035(2) 0.0218(17) 0.0038(15) 0.0084(15) 0.0025(16) C10 0.0249(19) 0.033(2) 0.0279(19) -0.0054(15) 0.0093(15) -0.0019(16) C11 0.036(2) 0.0212(18) 0.043(2) 0.0023(16) 0.0155(18) 0.0054(16) C12 0.037(2) 0.0234(18) 0.0295(19) 0.0089(15) 0.0133(16) 0.0030(16) _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 Br1 Zn1 2.3539(5) . ? Br2 Zn1 2.3298(5) . ? Zn1 N1 2.063(3) . ? Zn1 N2 2.086(3) . ? N1 C5 1.338(4) . ? N1 C1 1.346(4) . ? N2 C6 1.275(4) . ? N2 C7 1.426(4) . ? C1 C2 1.374(5) . ? C1 C6 1.472(5) . ? C2 C3 1.382(5) . ? C2 H2 0.9500 . ? C3 C4 1.380(5) . ? C3 H3 0.9500 . ? C4 C5 1.390(5) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.388(5) . ? C7 C8 1.392(5) . ? C8 C9 1.386(5) . ? C8 H8 0.9500 . ? C9 C10 1.373(6) . ? C9 H9 0.9500 . ? C10 C11 1.376(6) . ? C10 H10 0.9500 . ? C11 C12 1.390(5) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? 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 Zn1 N2 80.81(11) . . ? N1 Zn1 Br2 118.44(8) . . ? N2 Zn1 Br2 117.56(8) . . ? N1 Zn1 Br1 108.29(8) . . ? N2 Zn1 Br1 112.25(8) . . ? Br2 Zn1 Br1 114.84(2) . . ? C5 N1 C1 118.5(3) . . ? C5 N1 Zn1 129.8(2) . . ? C1 N1 Zn1 111.7(2) . . ? C6 N2 C7 121.7(3) . . ? C6 N2 Zn1 111.9(2) . . ? C7 N2 Zn1 126.5(2) . . ? N1 C1 C2 122.1(3) . . ? N1 C1 C6 116.0(3) . . ? C2 C1 C6 121.9(3) . . ? C1 C2 C3 119.4(3) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 119.0(3) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 118.6(3) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? N1 C5 C4 122.4(3) . . ? N1 C5 H5 118.8 . . ? C4 C5 H5 118.8 . . ? N2 C6 C1 119.3(3) . . ? N2 C6 H6 120.3 . . ? C1 C6 H6 120.3 . . ? C12 C7 C8 119.6(3) . . ? C12 C7 N2 116.4(3) . . ? C8 C7 N2 124.0(3) . . ? C9 C8 C7 119.2(3) . . ? C9 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? C10 C9 C8 121.1(3) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C9 C10 C11 120.0(3) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C10 C11 C12 119.8(4) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C7 C12 C11 120.3(3) . . ? C7 C12 H12 119.9 . . ? C11 C12 H12 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 N2 Zn1 N1 C5 177.9(3) . . . . ? Br2 Zn1 N1 C5 61.4(3) . . . . ? Br1 Zn1 N1 C5 -71.6(3) . . . . ? N2 Zn1 N1 C1 -4.9(2) . . . . ? Br2 Zn1 N1 C1 -121.4(2) . . . . ? Br1 Zn1 N1 C1 105.6(2) . . . . ? N1 Zn1 N2 C6 3.4(2) . . . . ? Br2 Zn1 N2 C6 120.8(2) . . . . ? Br1 Zn1 N2 C6 -102.7(2) . . . . ? N1 Zn1 N2 C7 -176.5(3) . . . . ? Br2 Zn1 N2 C7 -59.1(3) . . . . ? Br1 Zn1 N2 C7 77.4(3) . . . . ? C5 N1 C1 C2 1.8(5) . . . . ? Zn1 N1 C1 C2 -175.7(3) . . . . ? C5 N1 C1 C6 -176.8(3) . . . . ? Zn1 N1 C1 C6 5.6(4) . . . . ? N1 C1 C2 C3 -2.3(5) . . . . ? C6 C1 C2 C3 176.3(3) . . . . ? C1 C2 C3 C4 0.9(6) . . . . ? C2 C3 C4 C5 0.9(6) . . . . ? C1 N1 C5 C4 0.0(5) . . . . ? Zn1 N1 C5 C4 177.1(3) . . . . ? C3 C4 C5 N1 -1.4(6) . . . . ? C7 N2 C6 C1 178.5(3) . . . . ? Zn1 N2 C6 C1 -1.5(4) . . . . ? N1 C1 C6 N2 -2.9(5) . . . . ? C2 C1 C6 N2 178.5(3) . . . . ? C6 N2 C7 C12 -173.4(3) . . . . ? Zn1 N2 C7 C12 6.6(4) . . . . ? C6 N2 C7 C8 6.3(5) . . . . ? Zn1 N2 C7 C8 -173.8(3) . . . . ? C12 C7 C8 C9 0.2(5) . . . . ? N2 C7 C8 C9 -179.5(3) . . . . ? C7 C8 C9 C10 0.3(5) . . . . ? C8 C9 C10 C11 -0.6(6) . . . . ? C9 C10 C11 C12 0.4(6) . . . . ? C8 C7 C12 C11 -0.4(5) . . . . ? N2 C7 C12 C11 179.2(3) . . . . ? C10 C11 C12 C7 0.2(6) . . . . ? _iucr_refine_instructions_details ; TITL L1111_Mo in P-1 CELL 0.71073 7.86206 8.83676 10.07423 102.5978 100.816 96.9959 ZERR 2 0.0003 0.00029 0.00033 0.0028 0.0029 0.0029 LATT 1 SFAC C H Br N Zn UNIT 24 20 4 4 2 L.S. 5 PLAN 10 TEMP -113 BOND $H CONF fmap 2 acta WGHT 0.027200 1.479900 FVAR 4.77475 BR1 3 1.059601 0.313293 0.327712 11.00000 0.02812 0.02967 = 0.03469 0.01746 0.00510 0.00118 BR2 3 0.549626 0.244131 0.168975 11.00000 0.03110 0.02840 = 0.03024 0.01122 0.00509 0.01256 ZN1 5 0.785145 0.149380 0.281979 11.00000 0.02760 0.02058 = 0.02435 0.01005 0.00870 0.00767 N1 4 0.815887 -0.078964 0.202769 11.00000 0.02042 0.01920 = 0.02351 0.00379 0.00659 0.00561 N2 4 0.749987 0.055968 0.449994 11.00000 0.01795 0.02137 = 0.02142 0.00527 0.00666 0.00247 C1 1 0.812840 -0.165121 0.297457 11.00000 0.01938 0.01909 = 0.02373 0.00473 0.00357 0.00394 C2 1 0.842092 -0.317838 0.271367 11.00000 0.03157 0.02437 = 0.02365 0.00745 0.00509 0.01013 AFIX 43 H2 2 0.843375 -0.374602 0.341404 11.00000 -1.20000 AFIX 0 C3 1 0.869641 -0.388153 0.142285 11.00000 0.03077 0.02178 = 0.03157 0.00350 0.00700 0.01089 AFIX 43 H3 2 0.888436 -0.494149 0.121988 11.00000 -1.20000 AFIX 0 C4 1 0.869415 -0.301995 0.043372 11.00000 0.03128 0.03252 = 0.02179 0.00082 0.00705 0.00942 AFIX 43 H4 2 0.886443 -0.347898 -0.046605 11.00000 -1.20000 AFIX 0 C5 1 0.843762 -0.146646 0.078071 11.00000 0.02760 0.03467 = 0.02337 0.01182 0.00581 0.00756 AFIX 43 H5 2 0.846097 -0.086339 0.010859 11.00000 -1.20000 AFIX 0 C6 1 0.772235 -0.087120 0.429810 11.00000 0.02237 0.02342 = 0.02314 0.01015 0.00495 0.00564 AFIX 43 H6 2 0.762701 -0.142846 0.499494 11.00000 -1.20000 AFIX 0 C7 1 0.706296 0.136070 0.574862 11.00000 0.01896 0.02394 = 0.01875 0.00038 0.00738 0.00213 C8 1 0.700417 0.072792 0.689239 11.00000 0.02667 0.02604 = 0.02265 0.00546 0.00768 0.00696 AFIX 43 H8 2 0.727324 -0.029371 0.687985 11.00000 -1.20000 AFIX 0 C9 1 0.654831 0.160652 0.804958 11.00000 0.03075 0.03485 = 0.02181 0.00384 0.00843 0.00245 AFIX 43 H9 2 0.651262 0.118094 0.883423 11.00000 -1.20000 AFIX 0 C10 1 0.614739 0.308138 0.808162 11.00000 0.02489 0.03327 = 0.02787 -0.00539 0.00934 -0.00193 AFIX 43 H10 2 0.582658 0.366325 0.888017 11.00000 -1.20000 AFIX 0 C11 1 0.621031 0.371686 0.695667 11.00000 0.03643 0.02118 = 0.04323 0.00231 0.01550 0.00538 AFIX 43 H11 2 0.593981 0.473977 0.697922 11.00000 -1.20000 AFIX 0 C12 1 0.667075 0.285769 0.578750 11.00000 0.03699 0.02340 = 0.02952 0.00893 0.01325 0.00303 AFIX 43 H12 2 0.671733 0.329662 0.501149 11.00000 -1.20000 HKLF 4 REM L1111_Mo in P-1 REM R1 = 0.0346 for 2810 Fo > 4sig(Fo) and 0.0446 for all 3307 data REM 154 parameters refined using 0 restraints END WGHT 0.0272 1.4800 REM Highest difference peak 2.864, deepest hole -1.053, 1-sigma level 0.113 Q1 1 0.7669 0.2256 0.3505 11.00000 0.05 2.86 Q2 1 0.5200 0.2615 0.2397 11.00000 0.05 0.74 Q3 1 1.0524 0.3581 0.3936 11.00000 0.05 0.47 Q4 1 0.7101 0.2180 0.5366 11.00000 0.05 0.41 Q5 1 0.8141 -0.1248 0.2449 11.00000 0.05 0.38 Q6 1 0.8179 0.1312 0.1802 11.00000 0.05 0.38 Q7 1 0.9207 -0.2102 0.5136 11.00000 0.05 0.38 Q8 1 0.6626 0.1113 0.7375 11.00000 0.05 0.37 Q9 1 0.5869 0.3245 0.7401 11.00000 0.05 0.36 Q10 1 0.5992 0.2211 0.7813 11.00000 0.05 0.36 ; # End of CIF ============================================================ _database_code_depnum_ccdc_archive 'CCDC 953171' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_L1108 _audit_creation_method SHELXL-97 _audit_creation_date 11-06-01 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C13 H12 Cl2 N2 Zn' _chemical_formula_sum 'C13 H12 Cl2 N2 Zn' _chemical_formula_weight 332.54 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 52 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 48 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Cl Cl 8 0.1484 0.1585 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 8 0.0061 0.0033 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Zn Zn 4 0.2839 1.4301 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.8601(2) _cell_length_b 8.2826(1) _cell_length_c 12.6858(2) _cell_angle_alpha 90.00 _cell_angle_beta 105.6819(10) _cell_angle_gamma 90.00 _cell_volume 1402.09(3) _cell_formula_units_Z 4 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 21002 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 30.0 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 2.115 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Blessing, 1995)' _exptl_absorpt_correction_T_min 0.641 _exptl_absorpt_correction_T_max 0.773 _exptl_special_details ; Solvent used: MeCN Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.417(1) Frames collected: 384 Seconds exposure per frame: 36 Degrees rotation per frame: 2.0 Crystal-Detector distance (mm): 30.0 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Nonius FR590 sealed tube generator' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_detector '65 mm CCD camera on \k goniostat' _diffrn_measurement_device_type 'Nonius KappaCCD area-detector diffractometer' _diffrn_measurement_method '\f and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 40741 _diffrn_reflns_av_R_equivalents 0.0448 _diffrn_reflns_av_sigmaI/netI 0.0215 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 30.03 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 30.03 _diffrn_measured_fraction_theta_full 1.000 _reflns_number_total 4100 _reflns_number_gt 3463 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'DIRDIF94 (Beurskens et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2006)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0396P)^2^+1.0764P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0058(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4100 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0411 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0824 _refine_ls_wR_factor_gt 0.0770 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.126 _refine_diff_density_min -0.497 _refine_diff_density_rms 0.085 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 Zn1 Zn 0.193105(15) 0.87423(2) 0.029042(16) 0.02389(8) Uani 1 1 d . . . Cl1 Cl 0.21160(4) 1.10689(6) -0.04640(5) 0.03819(13) Uani 1 1 d . . . Cl2 Cl 0.18242(4) 0.88098(6) 0.20061(4) 0.03259(11) Uani 1 1 d . . . N1 N 0.07692(11) 0.73767(18) -0.06446(12) 0.0244(3) Uani 1 1 d . . . N2 N 0.27063(11) 0.66355(19) 0.01732(12) 0.0241(3) Uani 1 1 d . . . C1 C 0.10421(14) 0.5822(2) -0.07279(14) 0.0242(3) Uani 1 1 d . . . C2 C 0.03707(15) 0.4664(2) -0.12611(15) 0.0295(4) Uani 1 1 d . . . H2 H 0.0578 0.3576 -0.1295 0.035 Uiso 1 1 calc R . . C3 C -0.06156(15) 0.5119(3) -0.17483(16) 0.0337(4) Uani 1 1 d . . . H3 H -0.1092 0.4348 -0.2124 0.040 Uiso 1 1 calc R . . C4 C -0.08911(15) 0.6708(3) -0.16774(16) 0.0331(4) Uani 1 1 d . . . H4 H -0.1559 0.7046 -0.2011 0.040 Uiso 1 1 calc R . . C5 C -0.01790(14) 0.7808(2) -0.11113(16) 0.0300(4) Uani 1 1 d . . . H5 H -0.0373 0.8898 -0.1055 0.036 Uiso 1 1 calc R . . C6 C 0.21159(14) 0.5478(2) -0.02397(15) 0.0267(4) Uani 1 1 d . . . H6 H 0.2365 0.4408 -0.0233 0.032 Uiso 1 1 calc R . . C7 C 0.37456(14) 0.6323(2) 0.06857(15) 0.0279(4) Uani 1 1 d . . . C8 C 0.40174(17) 0.5235(3) 0.15578(18) 0.0402(5) Uani 1 1 d . . . H8 H 0.3517 0.4676 0.1798 0.048 Uiso 1 1 calc R . . C9 C 0.5021(2) 0.4979(4) 0.2067(2) 0.0534(7) Uani 1 1 d . . . H9 H 0.5212 0.4232 0.2655 0.064 Uiso 1 1 calc R . . C10 C 0.57400(19) 0.5801(4) 0.1727(2) 0.0534(7) Uani 1 1 d . . . H10 H 0.6428 0.5634 0.2089 0.064 Uiso 1 1 calc R . . C11 C 0.54706(17) 0.6866(3) 0.0864(2) 0.0457(6) Uani 1 1 d . . . H11 H 0.5980 0.7417 0.0633 0.055 Uiso 1 1 calc R . . C12 C 0.44619(15) 0.7159(3) 0.03156(18) 0.0335(4) Uani 1 1 d . . . C13 C 0.41819(18) 0.8264(3) -0.0630(2) 0.0452(5) Uani 1 1 d . . . H131 H 0.3710 0.7721 -0.1243 0.068 Uiso 1 1 calc R . . H132 H 0.4784 0.8573 -0.0847 0.068 Uiso 1 1 calc R . . H133 H 0.3866 0.9232 -0.0429 0.068 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 Zn1 0.02628(12) 0.01864(12) 0.02609(12) -0.00131(7) 0.00593(8) 0.00102(7) Cl1 0.0460(3) 0.0214(2) 0.0466(3) 0.00579(19) 0.0115(2) 0.00032(19) Cl2 0.0381(2) 0.0337(2) 0.0262(2) -0.00375(17) 0.00912(18) 0.00123(18) N1 0.0265(7) 0.0228(7) 0.0240(7) 0.0003(5) 0.0071(6) 0.0002(6) N2 0.0268(7) 0.0233(7) 0.0236(7) -0.0003(5) 0.0092(6) 0.0025(6) C1 0.0309(9) 0.0217(8) 0.0220(7) 0.0000(6) 0.0103(6) 0.0002(7) C2 0.0374(10) 0.0257(9) 0.0273(9) -0.0030(7) 0.0122(7) -0.0057(7) C3 0.0360(10) 0.0383(11) 0.0265(9) -0.0019(8) 0.0081(8) -0.0119(8) C4 0.0272(9) 0.0403(11) 0.0298(9) 0.0024(8) 0.0042(7) -0.0023(8) C5 0.0303(9) 0.0288(9) 0.0302(9) 0.0016(7) 0.0070(7) 0.0028(7) C6 0.0334(9) 0.0205(8) 0.0278(8) 0.0003(6) 0.0111(7) 0.0032(7) C7 0.0284(9) 0.0256(9) 0.0295(9) -0.0044(7) 0.0075(7) 0.0059(7) C8 0.0419(11) 0.0434(12) 0.0347(10) 0.0048(9) 0.0092(9) 0.0131(10) C9 0.0524(14) 0.0603(17) 0.0418(12) 0.0037(11) 0.0032(11) 0.0248(13) C10 0.0377(12) 0.0595(16) 0.0546(15) -0.0110(13) -0.0020(11) 0.0186(12) C11 0.0308(10) 0.0453(13) 0.0631(15) -0.0175(12) 0.0163(10) -0.0004(9) C12 0.0319(9) 0.0289(10) 0.0415(10) -0.0093(8) 0.0129(8) 0.0006(8) C13 0.0424(12) 0.0401(12) 0.0561(14) 0.0063(11) 0.0183(11) 0.0003(10) _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 Zn1 N1 2.0608(15) . ? Zn1 N2 2.0755(15) . ? Zn1 Cl1 2.1972(5) . ? Zn1 Cl2 2.2217(5) . ? N1 C5 1.336(2) . ? N1 C1 1.354(2) . ? N2 C6 1.277(2) . ? N2 C7 1.435(2) . ? C1 C2 1.380(3) . ? C1 C6 1.477(3) . ? C2 C3 1.392(3) . ? C2 H2 0.9500 . ? C3 C4 1.379(3) . ? C3 H3 0.9500 . ? C4 C5 1.392(3) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.392(3) . ? C7 C8 1.397(3) . ? C8 C9 1.382(3) . ? C8 H8 0.9500 . ? C9 C10 1.369(4) . ? C9 H9 0.9500 . ? C10 C11 1.378(4) . ? C10 H10 0.9500 . ? C11 C12 1.404(3) . ? C11 H11 0.9500 . ? C12 C13 1.475(3) . ? C13 H131 0.9800 . ? C13 H132 0.9800 . ? C13 H133 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 N1 Zn1 N2 80.59(6) . . ? N1 Zn1 Cl1 113.31(4) . . ? N2 Zn1 Cl1 125.63(4) . . ? N1 Zn1 Cl2 109.21(4) . . ? N2 Zn1 Cl2 105.32(4) . . ? Cl1 Zn1 Cl2 116.82(2) . . ? C5 N1 C1 118.79(16) . . ? C5 N1 Zn1 129.09(13) . . ? C1 N1 Zn1 112.05(12) . . ? C6 N2 C7 120.27(16) . . ? C6 N2 Zn1 111.94(12) . . ? C7 N2 Zn1 126.50(12) . . ? N1 C1 C2 122.27(17) . . ? N1 C1 C6 114.95(16) . . ? C2 C1 C6 122.75(17) . . ? C1 C2 C3 118.71(19) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C4 C3 C2 119.06(18) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 119.19(18) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 C4 121.95(19) . . ? N1 C5 H5 119.0 . . ? C4 C5 H5 119.0 . . ? N2 C6 C1 119.23(16) . . ? N2 C6 H6 120.4 . . ? C1 C6 H6 120.4 . . ? C12 C7 C8 121.58(19) . . ? C12 C7 N2 118.54(17) . . ? C8 C7 N2 119.86(18) . . ? C9 C8 C7 119.4(2) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? C10 C9 C8 120.2(2) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 C11 120.3(2) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C10 C11 C12 121.6(2) . . ? C10 C11 H11 119.2 . . ? C12 C11 H11 119.2 . . ? C7 C12 C11 116.9(2) . . ? C7 C12 C13 121.88(19) . . ? C11 C12 C13 121.2(2) . . ? C12 C13 H131 109.5 . . ? C12 C13 H132 109.5 . . ? H131 C13 H132 109.5 . . ? C12 C13 H133 109.5 . . ? H131 C13 H133 109.5 . . ? H132 C13 H133 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Zn1 N1 C5 -174.63(17) . . . . ? Cl1 Zn1 N1 C5 -49.77(17) . . . . ? Cl2 Zn1 N1 C5 82.31(16) . . . . ? N2 Zn1 N1 C1 8.41(12) . . . . ? Cl1 Zn1 N1 C1 133.27(11) . . . . ? Cl2 Zn1 N1 C1 -94.64(11) . . . . ? N1 Zn1 N2 C6 -9.97(12) . . . . ? Cl1 Zn1 N2 C6 -121.98(12) . . . . ? Cl2 Zn1 N2 C6 97.51(12) . . . . ? N1 Zn1 N2 C7 -176.94(15) . . . . ? Cl1 Zn1 N2 C7 71.06(15) . . . . ? Cl2 Zn1 N2 C7 -69.46(15) . . . . ? C5 N1 C1 C2 -1.2(3) . . . . ? Zn1 N1 C1 C2 176.12(14) . . . . ? C5 N1 C1 C6 176.80(16) . . . . ? Zn1 N1 C1 C6 -5.89(18) . . . . ? N1 C1 C2 C3 1.3(3) . . . . ? C6 C1 C2 C3 -176.49(16) . . . . ? C1 C2 C3 C4 -0.4(3) . . . . ? C2 C3 C4 C5 -0.7(3) . . . . ? C1 N1 C5 C4 0.1(3) . . . . ? Zn1 N1 C5 C4 -176.72(14) . . . . ? C3 C4 C5 N1 0.9(3) . . . . ? C7 N2 C6 C1 177.85(16) . . . . ? Zn1 N2 C6 C1 10.0(2) . . . . ? N1 C1 C6 N2 -2.9(2) . . . . ? C2 C1 C6 N2 175.09(17) . . . . ? C6 N2 C7 C12 124.57(19) . . . . ? Zn1 N2 C7 C12 -69.4(2) . . . . ? C6 N2 C7 C8 -57.3(2) . . . . ? Zn1 N2 C7 C8 108.69(19) . . . . ? C12 C7 C8 C9 0.0(3) . . . . ? N2 C7 C8 C9 -178.1(2) . . . . ? C7 C8 C9 C10 0.7(4) . . . . ? C8 C9 C10 C11 -1.1(4) . . . . ? C9 C10 C11 C12 0.7(4) . . . . ? C8 C7 C12 C11 -0.4(3) . . . . ? N2 C7 C12 C11 177.69(17) . . . . ? C8 C7 C12 C13 177.7(2) . . . . ? N2 C7 C12 C13 -4.2(3) . . . . ? C10 C11 C12 C7 0.1(3) . . . . ? C10 C11 C12 C13 -178.1(2) . . . . ? _iucr_refine_instructions_details ; TITL TSBB-311 (L1108) CELL 0.71073 13.8601 8.2826 12.6858 89.9999 105.6819 89.9999 ZERR 4 0.0002 0.0001 0.0002 0.0000 0.0010 0.0000 LATT 1 SYMM -X, .50+Y, .50-Z SFAC C H CL N ZN UNIT 52 48 8 8 4 MERG 2 TEMP -113 L.S. 4 BOND $H CONF ACTA FMAP 2 PLAN 10 WGHT 0.039600 1.076400 EXTI 0.005790 FVAR 0.50842 ZN1 5 0.193105 0.874227 0.029042 11.00000 0.02628 0.01864 = 0.02609 -0.00131 0.00593 0.00102 CL1 3 0.211601 1.106889 -0.046395 11.00000 0.04599 0.02142 = 0.04655 0.00579 0.01146 0.00032 CL2 3 0.182423 0.880976 0.200607 11.00000 0.03810 0.03369 = 0.02624 -0.00375 0.00912 0.00123 N1 4 0.076917 0.737672 -0.064456 11.00000 0.02651 0.02275 = 0.02402 0.00026 0.00715 0.00020 N2 4 0.270628 0.663552 0.017317 11.00000 0.02682 0.02333 = 0.02364 -0.00030 0.00922 0.00254 C1 1 0.104211 0.582232 -0.072788 11.00000 0.03090 0.02167 = 0.02196 0.00005 0.01033 0.00022 C2 1 0.037070 0.466370 -0.126109 11.00000 0.03739 0.02573 = 0.02731 -0.00295 0.01221 -0.00570 AFIX 43 H2 2 0.057779 0.357601 -0.129495 11.00000 -1.20000 AFIX 0 C3 1 -0.061562 0.511942 -0.174826 11.00000 0.03599 0.03832 = 0.02653 -0.00192 0.00815 -0.01187 AFIX 43 H3 2 -0.109245 0.434768 -0.212430 11.00000 -1.20000 AFIX 0 C4 1 -0.089115 0.670761 -0.167742 11.00000 0.02721 0.04028 = 0.02978 0.00237 0.00417 -0.00225 AFIX 43 H4 2 -0.155885 0.704632 -0.201098 11.00000 -1.20000 AFIX 0 C5 1 -0.017899 0.780777 -0.111130 11.00000 0.03028 0.02879 = 0.03016 0.00156 0.00698 0.00280 AFIX 43 H5 2 -0.037296 0.889760 -0.105516 11.00000 -1.20000 AFIX 0 C6 1 0.211590 0.547816 -0.023967 11.00000 0.03337 0.02047 = 0.02785 0.00033 0.01108 0.00318 AFIX 43 H6 2 0.236454 0.440825 -0.023284 11.00000 -1.20000 AFIX 0 C7 1 0.374564 0.632328 0.068574 11.00000 0.02843 0.02560 = 0.02953 -0.00443 0.00747 0.00592 C8 1 0.401743 0.523503 0.155776 11.00000 0.04190 0.04342 = 0.03471 0.00476 0.00923 0.01307 AFIX 43 H8 2 0.351716 0.467597 0.179816 11.00000 -1.20000 AFIX 0 C9 1 0.502069 0.497943 0.206730 11.00000 0.05238 0.06030 = 0.04180 0.00371 0.00318 0.02477 AFIX 43 H9 2 0.521176 0.423205 0.265505 11.00000 -1.20000 AFIX 0 C10 1 0.573998 0.580051 0.172726 11.00000 0.03774 0.05949 = 0.05462 -0.01105 -0.00202 0.01865 AFIX 43 H10 2 0.642816 0.563436 0.208867 11.00000 -1.20000 AFIX 0 C11 1 0.547058 0.686646 0.086356 11.00000 0.03084 0.04529 = 0.06309 -0.01748 0.01627 -0.00036 AFIX 43 H11 2 0.597969 0.741679 0.063324 11.00000 -1.20000 AFIX 0 C12 1 0.446195 0.715908 0.031557 11.00000 0.03191 0.02885 = 0.04150 -0.00927 0.01287 0.00057 C13 1 0.418191 0.826402 -0.063019 11.00000 0.04236 0.04007 = 0.05610 0.00628 0.01832 0.00029 AFIX 137 H131 2 0.370999 0.772088 -0.124348 11.00000 -1.50000 H132 2 0.478363 0.857315 -0.084675 11.00000 -1.50000 H133 2 0.386608 0.923211 -0.042868 11.00000 -1.50000 HKLF 4 1 0 0 1 0 -1 0 1 0 0 REM TSBB-311 (L1108) REM R1 = 0.0318 for 3463 Fo > 4sig(Fo) and 0.0411 for all 4100 data REM 165 parameters refined using 0 restraints END WGHT 0.0396 1.0762 REM Highest difference peak 1.126, deepest hole -0.497, 1-sigma level 0.085 Q1 1 -0.2015 0.3805 -0.3610 11.00000 0.05 0.41 Q2 1 0.4312 0.6227 0.2414 11.00000 0.05 0.41 Q3 1 0.5237 0.5641 0.1741 11.00000 0.05 0.40 Q4 1 -0.2220 0.6151 -0.2781 11.00000 0.05 0.38 Q5 1 -0.1813 0.8866 -0.1046 11.00000 0.05 0.38 Q6 1 -0.1835 0.6456 -0.2024 11.00000 0.05 0.37 Q7 1 0.1833 0.8718 0.1201 11.00000 0.05 0.34 Q8 1 0.1987 0.3714 0.0328 11.00000 0.05 0.34 Q9 1 0.1550 0.5737 -0.0534 11.00000 0.05 0.33 Q10 1 0.4022 0.3924 0.3082 11.00000 0.05 0.31 ; # End of CIF ============================================================ _database_code_depnum_ccdc_archive 'CCDC 953172' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_L1123 # start Validation Reply Form _vrf_PLAT934_L1123 ; PROBLEM: Number of (Iobs-Icalc)/SigmaW > 10 Outliers .... 2 RESPONSE: A few reflections have Iobs > Icalc and these two are the extreme outliers. A check for twinning did not reveal such. As Iobs > Icalc and there is no obvious twinning, there is no clearly justafiable reason to exclude these outliers, so they were retained. ; # end Validation Reply Form _audit_creation_method SHELXL-97 _audit_creation_date 6-Dec-2011 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C13 H12 Cl2 N2 Zn' _chemical_formula_sum 'C13 H12 Cl2 N2 Zn' _chemical_formula_weight 332.51 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 52 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 48 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Cl Cl 8 0.1484 0.1585 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 8 0.0061 0.0033 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Zn Zn 4 0.2839 1.4301 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; _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_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.7947(3) _cell_length_b 9.78427(18) _cell_length_c 12.0762(2) _cell_angle_alpha 90.00 _cell_angle_beta 104.121(2) _cell_angle_gamma 90.00 _cell_volume 1351.51(5) _cell_formula_units_Z 4 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 10155 _cell_measurement_theta_min 2.7072 _cell_measurement_theta_max 30.3022 _exptl_crystal_description prism _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.634 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 2.194 _exptl_absorpt_correction_T_min 0.86216 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011) ; _exptl_special_details ; Solvent used: MeCN Cooling Device: Oxford Instruments Cryojet XL Crystal mount: on a glass fibre Frames collected: 477 Seconds exposure per frame: 8.0 Degrees rotation per frame: 1.0 Crystal-detector distance (mm): 55.0 Client: Tushar Basu Baul Sample code: TSBB-327 (L1123) ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Oxford Diffraction SuperNova, dual radiation diffractometer' _diffrn_detector_area_resol_mean 10.3801 _diffrn_detector 'Atlas CCD camera on \k goniostat' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 17244 _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_sigmaI/netI 0.0190 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 30.37 _diffrn_measured_fraction_theta_max 0.926 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _reflns_number_total 3766 _reflns_number_gt 3340 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_cell_refinement 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_data_reduction 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2009)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0255P)^2^+1.2019P] 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 3766 _refine_ls_number_parameters 164 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0326 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0725 _refine_ls_wR_factor_gt 0.0695 _refine_ls_goodness_of_fit_ref 1.134 _refine_ls_restrained_S_all 1.134 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.653 _refine_diff_density_min -0.299 _refine_diff_density_rms 0.069 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 Zn1 Zn 0.184560(19) 0.74734(2) 0.051788(18) 0.01930(7) Uani 1 1 d . . . Cl1 Cl 0.37276(4) 0.70113(6) 0.11287(4) 0.03167(12) Uani 1 1 d . . . Cl2 Cl 0.09768(4) 0.68832(5) -0.12378(4) 0.02970(12) Uani 1 1 d . . . N1 N 0.09534(14) 0.71118(16) 0.17537(13) 0.0204(3) Uani 1 1 d . . . N2 N 0.14685(13) 0.94818(15) 0.08592(13) 0.0193(3) Uani 1 1 d . . . C1 C 0.06045(16) 0.8291(2) 0.21560(15) 0.0214(4) Uani 1 1 d . . . C2 C 0.00546(19) 0.8304(2) 0.30381(17) 0.0281(4) Uani 1 1 d . . . H2 H -0.0187 0.9144 0.3302 0.034 Uiso 1 1 calc R . . C3 C -0.01445(19) 0.7073(2) 0.35403(18) 0.0309(4) Uani 1 1 d . . . H3 H -0.0515 0.7059 0.4156 0.037 Uiso 1 1 calc R . . C4 C 0.02081(18) 0.5879(2) 0.31235(17) 0.0288(4) Uani 1 1 d . . . H4 H 0.0081 0.5024 0.3446 0.035 Uiso 1 1 calc R . . C5 C 0.07511(18) 0.5937(2) 0.22264(17) 0.0258(4) Uani 1 1 d . . . H5 H 0.0987 0.5108 0.1939 0.031 Uiso 1 1 calc R . . C6 C 0.08749(17) 0.95551(19) 0.16186(16) 0.0222(4) Uani 1 1 d . . . H6 H 0.0615 1.0414 0.1829 0.027 Uiso 1 1 calc R . . C7 C 0.18211(15) 1.06515(18) 0.03323(15) 0.0192(3) Uani 1 1 d . . . C8 C 0.17131(18) 1.1987(2) 0.06946(17) 0.0249(4) Uani 1 1 d . . . H8 H 0.1368 1.2159 0.1314 0.030 Uiso 1 1 calc R . . C9 C 0.21110(18) 1.3059(2) 0.01475(18) 0.0276(4) Uani 1 1 d . . . H9 H 0.2025 1.3968 0.0393 0.033 Uiso 1 1 calc R . . C10 C 0.26352(17) 1.2843(2) -0.07553(17) 0.0235(4) Uani 1 1 d . . . C11 C 0.27357(18) 1.1505(2) -0.11086(16) 0.0263(4) Uani 1 1 d . . . H11 H 0.3084 1.1334 -0.1726 0.032 Uiso 1 1 calc R . . C12 C 0.23349(18) 1.0420(2) -0.05727(16) 0.0246(4) Uani 1 1 d . . . H12 H 0.2411 0.9512 -0.0825 0.030 Uiso 1 1 calc R . . C13 C 0.3108(2) 1.4016(2) -0.1305(2) 0.0331(5) Uani 1 1 d . . . H131 H 0.3452 1.3670 -0.1911 0.050 Uiso 1 1 calc R . . H132 H 0.3709 1.4492 -0.0730 0.050 Uiso 1 1 calc R . . H133 H 0.2473 1.4652 -0.1632 0.050 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 Zn1 0.02236(12) 0.01979(11) 0.01730(11) -0.00118(7) 0.00785(8) 0.00115(8) Cl1 0.0243(2) 0.0438(3) 0.0270(2) 0.0061(2) 0.00629(18) 0.0064(2) Cl2 0.0297(2) 0.0374(3) 0.0216(2) -0.00898(19) 0.00565(18) -0.0004(2) N1 0.0220(7) 0.0227(7) 0.0182(7) -0.0005(6) 0.0081(6) -0.0016(6) N2 0.0210(7) 0.0194(7) 0.0176(7) -0.0003(6) 0.0046(6) 0.0002(6) C1 0.0206(8) 0.0249(9) 0.0194(8) -0.0008(7) 0.0063(7) -0.0008(7) C2 0.0307(10) 0.0318(10) 0.0253(9) -0.0019(8) 0.0138(8) 0.0015(8) C3 0.0308(11) 0.0407(11) 0.0249(10) 0.0003(9) 0.0139(8) -0.0055(9) C4 0.0302(10) 0.0314(10) 0.0262(9) 0.0035(8) 0.0096(8) -0.0075(8) C5 0.0292(10) 0.0228(9) 0.0265(9) -0.0005(7) 0.0087(8) -0.0028(7) C6 0.0251(9) 0.0214(8) 0.0215(8) -0.0019(7) 0.0083(7) 0.0024(7) C7 0.0190(8) 0.0198(8) 0.0187(8) 0.0008(6) 0.0045(6) 0.0008(6) C8 0.0293(10) 0.0226(9) 0.0272(9) -0.0009(7) 0.0153(8) 0.0032(8) C9 0.0318(10) 0.0190(9) 0.0363(11) -0.0001(8) 0.0167(9) 0.0028(8) C10 0.0228(9) 0.0237(9) 0.0246(9) 0.0030(7) 0.0069(7) 0.0007(7) C11 0.0325(10) 0.0271(10) 0.0216(9) -0.0006(7) 0.0111(8) -0.0001(8) C12 0.0334(10) 0.0206(8) 0.0223(9) -0.0029(7) 0.0114(8) 0.0001(8) C13 0.0386(12) 0.0252(10) 0.0403(12) 0.0064(9) 0.0190(10) 0.0000(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 2.0558(16) . ? Zn1 N2 2.0782(15) . ? Zn1 Cl2 2.1951(5) . ? Zn1 Cl1 2.2083(5) . ? N1 C5 1.330(3) . ? N1 C1 1.355(3) . ? N2 C6 1.284(2) . ? N2 C7 1.420(2) . ? C1 C2 1.376(3) . ? C1 C6 1.467(3) . ? C2 C3 1.394(3) . ? C2 H2 0.9500 . ? C3 C4 1.376(3) . ? C3 H3 0.9500 . ? C4 C5 1.388(3) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.392(3) . ? C7 C8 1.394(3) . ? C8 C9 1.381(3) . ? C8 H8 0.9500 . ? C9 C10 1.394(3) . ? C9 H9 0.9500 . ? C10 C11 1.390(3) . ? C10 C13 1.500(3) . ? C11 C12 1.386(3) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 H131 0.9800 . ? C13 H132 0.9800 . ? C13 H133 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 N1 Zn1 N2 81.17(6) . . ? N1 Zn1 Cl2 117.06(5) . . ? N2 Zn1 Cl2 111.61(4) . . ? N1 Zn1 Cl1 111.91(5) . . ? N2 Zn1 Cl1 111.94(5) . . ? Cl2 Zn1 Cl1 117.59(2) . . ? C5 N1 C1 118.69(16) . . ? C5 N1 Zn1 129.59(14) . . ? C1 N1 Zn1 111.58(12) . . ? C6 N2 C7 123.03(16) . . ? C6 N2 Zn1 112.01(12) . . ? C7 N2 Zn1 124.96(12) . . ? N1 C1 C2 121.83(18) . . ? N1 C1 C6 116.20(16) . . ? C2 C1 C6 121.95(18) . . ? C1 C2 C3 119.35(19) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 118.46(19) . . ? C4 C3 H3 120.8 . . ? C2 C3 H3 120.8 . . ? C3 C4 C5 119.26(19) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 C4 122.40(19) . . ? N1 C5 H5 118.8 . . ? C4 C5 H5 118.8 . . ? N2 C6 C1 118.95(17) . . ? N2 C6 H6 120.5 . . ? C1 C6 H6 120.5 . . ? C12 C7 C8 119.34(17) . . ? C12 C7 N2 116.86(16) . . ? C8 C7 N2 123.77(16) . . ? C9 C8 C7 119.60(18) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C8 C9 C10 121.73(18) . . ? C8 C9 H9 119.1 . . ? C10 C9 H9 119.1 . . ? C11 C10 C9 118.03(18) . . ? C11 C10 C13 121.04(18) . . ? C9 C10 C13 120.90(18) . . ? C12 C11 C10 120.92(18) . . ? C12 C11 H11 119.5 . . ? C10 C11 H11 119.5 . . ? C11 C12 C7 120.36(18) . . ? C11 C12 H12 119.8 . . ? C7 C12 H12 119.8 . . ? C10 C13 H131 109.5 . . ? C10 C13 H132 109.5 . . ? H131 C13 H132 109.5 . . ? C10 C13 H133 109.5 . . ? H131 C13 H133 109.5 . . ? H132 C13 H133 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Zn1 N1 C5 -176.51(18) . . . . ? Cl2 Zn1 N1 C5 73.66(18) . . . . ? Cl1 Zn1 N1 C5 -66.32(17) . . . . ? N2 Zn1 N1 C1 -0.83(12) . . . . ? Cl2 Zn1 N1 C1 -110.66(12) . . . . ? Cl1 Zn1 N1 C1 109.35(12) . . . . ? N1 Zn1 N2 C6 -1.09(13) . . . . ? Cl2 Zn1 N2 C6 114.61(13) . . . . ? Cl1 Zn1 N2 C6 -111.24(13) . . . . ? N1 Zn1 N2 C7 178.56(15) . . . . ? Cl2 Zn1 N2 C7 -65.75(14) . . . . ? Cl1 Zn1 N2 C7 68.41(14) . . . . ? C5 N1 C1 C2 0.3(3) . . . . ? Zn1 N1 C1 C2 -175.93(15) . . . . ? C5 N1 C1 C6 178.67(17) . . . . ? Zn1 N1 C1 C6 2.5(2) . . . . ? N1 C1 C2 C3 0.4(3) . . . . ? C6 C1 C2 C3 -177.87(19) . . . . ? C1 C2 C3 C4 -0.7(3) . . . . ? C2 C3 C4 C5 0.3(3) . . . . ? C1 N1 C5 C4 -0.7(3) . . . . ? Zn1 N1 C5 C4 174.69(15) . . . . ? C3 C4 C5 N1 0.5(3) . . . . ? C7 N2 C6 C1 -176.86(16) . . . . ? Zn1 N2 C6 C1 2.8(2) . . . . ? N1 C1 C6 N2 -3.7(3) . . . . ? C2 C1 C6 N2 174.71(19) . . . . ? C6 N2 C7 C12 -172.39(18) . . . . ? Zn1 N2 C7 C12 8.0(2) . . . . ? C6 N2 C7 C8 9.7(3) . . . . ? Zn1 N2 C7 C8 -169.91(14) . . . . ? C12 C7 C8 C9 0.3(3) . . . . ? N2 C7 C8 C9 178.19(18) . . . . ? C7 C8 C9 C10 -0.8(3) . . . . ? C8 C9 C10 C11 0.9(3) . . . . ? C8 C9 C10 C13 -177.3(2) . . . . ? C9 C10 C11 C12 -0.5(3) . . . . ? C13 C10 C11 C12 177.7(2) . . . . ? C10 C11 C12 C7 0.1(3) . . . . ? C8 C7 C12 C11 0.0(3) . . . . ? N2 C7 C12 C11 -177.98(17) . . . . ? _iucr_refine_instructions_details ; TITL L1123_Mo in P21/n CELL 0.71073 11.79467 9.78427 12.07624 90 104.1211 90 ZERR 4 0.00025 0.00018 0.00024 0 0.0021 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H Cl N Zn UNIT 52 48 8 8 4 MERG 2 L.S. 4 PLAN 5 TEMP -113 BOND $H conf fmap 2 acta WGHT 0.025500 1.201900 FVAR 4.10023 ZN1 5 0.184560 0.747339 0.051788 11.00000 0.02236 0.01979 = 0.01730 -0.00118 0.00785 0.00115 CL1 3 0.372757 0.701127 0.112872 11.00000 0.02425 0.04376 = 0.02701 0.00611 0.00629 0.00639 CL2 3 0.097678 0.688316 -0.123779 11.00000 0.02972 0.03745 = 0.02162 -0.00898 0.00565 -0.00037 N1 4 0.095337 0.711183 0.175370 11.00000 0.02201 0.02271 = 0.01821 -0.00051 0.00811 -0.00160 N2 4 0.146853 0.948181 0.085923 11.00000 0.02098 0.01937 = 0.01756 -0.00031 0.00460 0.00020 C1 1 0.060449 0.829145 0.215602 11.00000 0.02059 0.02488 = 0.01938 -0.00082 0.00632 -0.00084 C2 1 0.005460 0.830444 0.303807 11.00000 0.03066 0.03181 = 0.02534 -0.00186 0.01375 0.00147 AFIX 43 H2 2 -0.018707 0.914414 0.330236 11.00000 -1.20000 AFIX 0 C3 1 -0.014451 0.707338 0.354027 11.00000 0.03084 0.04074 = 0.02495 0.00034 0.01390 -0.00551 AFIX 43 H3 2 -0.051504 0.705920 0.415593 11.00000 -1.20000 AFIX 0 C4 1 0.020815 0.587892 0.312346 11.00000 0.03020 0.03139 = 0.02620 0.00353 0.00957 -0.00750 AFIX 43 H4 2 0.008128 0.502404 0.344631 11.00000 -1.20000 AFIX 0 C5 1 0.075105 0.593739 0.222639 11.00000 0.02920 0.02276 = 0.02649 -0.00047 0.00869 -0.00276 AFIX 43 H5 2 0.098690 0.510843 0.193929 11.00000 -1.20000 AFIX 0 C6 1 0.087492 0.955512 0.161857 11.00000 0.02513 0.02137 = 0.02154 -0.00190 0.00835 0.00238 AFIX 43 H6 2 0.061507 1.041391 0.182890 11.00000 -1.20000 AFIX 0 C7 1 0.182110 1.065154 0.033234 11.00000 0.01903 0.01977 = 0.01874 0.00083 0.00453 0.00084 C8 1 0.171305 1.198728 0.069456 11.00000 0.02925 0.02260 = 0.02721 -0.00086 0.01526 0.00325 AFIX 43 H8 2 0.136776 1.215948 0.131401 11.00000 -1.20000 AFIX 0 C9 1 0.211105 1.305916 0.014746 11.00000 0.03183 0.01901 = 0.03632 -0.00010 0.01674 0.00277 AFIX 43 H9 2 0.202541 1.396757 0.039270 11.00000 -1.20000 AFIX 0 C10 1 0.263518 1.284292 -0.075529 11.00000 0.02282 0.02369 = 0.02460 0.00297 0.00686 0.00069 C11 1 0.273572 1.150546 -0.110861 11.00000 0.03252 0.02708 = 0.02160 -0.00064 0.01109 -0.00013 AFIX 43 H11 2 0.308409 1.133362 -0.172602 11.00000 -1.20000 AFIX 0 C12 1 0.233487 1.041965 -0.057272 11.00000 0.03341 0.02058 = 0.02226 -0.00289 0.01139 0.00013 AFIX 43 H12 2 0.241122 0.951208 -0.082457 11.00000 -1.20000 AFIX 0 C13 1 0.310820 1.401580 -0.130473 11.00000 0.03860 0.02515 = 0.04034 0.00642 0.01895 0.00005 AFIX 137 H131 2 0.345223 1.367036 -0.191126 11.00000 -1.50000 H132 2 0.370890 1.449195 -0.073031 11.00000 -1.50000 H133 2 0.247258 1.465153 -0.163168 11.00000 -1.50000 HKLF 4 REM L1123_Mo in P21/n REM R1 = 0.0275 for 3340 Fo > 4sig(Fo) and 0.0326 for all 3766 data REM 164 parameters refined using 0 restraints END WGHT 0.0255 1.2026 REM Highest difference peak 0.653, deepest hole -0.299, 1-sigma level 0.069 Q1 1 0.1064 0.7958 -0.1225 11.00000 0.05 0.65 Q2 1 0.3673 0.7952 0.1179 11.00000 0.05 0.63 Q3 1 0.1829 0.6625 0.0552 11.00000 0.05 0.50 Q4 1 0.2673 0.7435 0.1087 11.00000 0.05 0.42 Q5 1 0.2727 1.2140 -0.0810 11.00000 0.05 0.40 ; # End of CIF ============================================================ _database_code_depnum_ccdc_archive 'CCDC 953173' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_L1114 _audit_creation_method SHELXL-97 _audit_creation_date 6-Dec-2011 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C14 H12 Br2 N2 O2 Zn' _chemical_formula_sum 'C14 H12 Br2 N2 O2 Zn' _chemical_formula_weight 465.45 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 112 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 96 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Br Br 16 -0.2901 2.4595 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 16 0.0061 0.0033 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; O O 16 0.0106 0.0060 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Zn Zn 8 0.2839 1.4301 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.6449(3) _cell_length_b 13.1494(2) _cell_length_c 13.8486(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.4538(15) _cell_angle_gamma 90.00 _cell_volume 3169.51(9) _cell_formula_units_Z 8 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 9376 _cell_measurement_theta_min 2.3229 _cell_measurement_theta_max 29.4786 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.951 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 6.612 _exptl_absorpt_correction_T_min 0.59074 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011) ; _exptl_special_details ; Solvent used: MeCN Cooling Device: Oxford Instruments Cryojet XL Crystal mount: on a glass fibre Frames collected: 440 Seconds exposure per frame: 5.2 Degrees rotation per frame: 1.0 Crystal-detector distance (mm): 55.0 Client: Tushar Basu Baul Sample code: TSBB-319 (L1114) ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Oxford Diffraction SuperNova, dual radiation diffractometer' _diffrn_detector_area_resol_mean 10.3801 _diffrn_detector 'Atlas CCD camera on \k goniostat' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 18117 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0296 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 29.54 _diffrn_measured_fraction_theta_max 0.911 _diffrn_reflns_theta_full 26.32 _diffrn_measured_fraction_theta_full 0.999 _reflns_number_total 4048 _reflns_number_gt 3542 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_cell_refinement 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_data_reduction 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2009)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0223P)^2^+4.3488P] 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 SHELXL97 _refine_ls_extinction_coef 0.00057(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4048 _refine_ls_number_parameters 192 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0264 _refine_ls_wR_factor_ref 0.0570 _refine_ls_wR_factor_gt 0.0542 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.579 _refine_diff_density_min -0.662 _refine_diff_density_rms 0.090 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 Br1 Br 0.244154(13) 0.063865(18) 0.022203(17) 0.02562(7) Uani 1 1 d . . . Br2 Br 0.465590(14) 0.13911(2) 0.062458(19) 0.02985(8) Uani 1 1 d . . . Zn1 Zn 0.358342(14) 0.096900(18) 0.132090(17) 0.01598(7) Uani 1 1 d . . . O1 O 0.37647(12) -0.49881(12) 0.21478(14) 0.0393(5) Uani 1 1 d . . . O2 O 0.46180(10) -0.45644(12) 0.11980(13) 0.0297(4) Uani 1 1 d . . . N1 N 0.34131(10) 0.18733(13) 0.24697(13) 0.0155(4) Uani 1 1 d . . . N2 N 0.36999(10) -0.01290(13) 0.24326(13) 0.0156(4) Uani 1 1 d . . . C1 C 0.33993(12) 0.13334(16) 0.32961(16) 0.0172(4) Uani 1 1 d . . . C2 C 0.32620(13) 0.17859(17) 0.41520(16) 0.0212(5) Uani 1 1 d . . . H2 H 0.3241 0.1389 0.4720 0.025 Uiso 1 1 calc R . . C3 C 0.31560(13) 0.28332(17) 0.41642(17) 0.0215(5) Uani 1 1 d . . . H3 H 0.3062 0.3163 0.4744 0.026 Uiso 1 1 calc R . . C4 C 0.31877(13) 0.33864(17) 0.33311(17) 0.0217(5) Uani 1 1 d . . . H4 H 0.3127 0.4104 0.3330 0.026 Uiso 1 1 calc R . . C5 C 0.33100(13) 0.28759(16) 0.24864(16) 0.0198(4) Uani 1 1 d . . . H5 H 0.3320 0.3256 0.1905 0.024 Uiso 1 1 calc R . . C6 C 0.35679(13) 0.02453(16) 0.32435(16) 0.0191(4) Uani 1 1 d . . . H6 H 0.3579 -0.0177 0.3802 0.023 Uiso 1 1 calc R . . C7 C 0.38356(12) -0.11938(15) 0.23296(15) 0.0151(4) Uani 1 1 d . . . C8 C 0.35721(12) -0.19233(16) 0.29257(16) 0.0184(4) Uani 1 1 d . . . H8 H 0.3326 -0.1723 0.3456 0.022 Uiso 1 1 calc R . . C9 C 0.36734(13) -0.29440(16) 0.27356(16) 0.0194(4) Uani 1 1 d . . . H9 H 0.3485 -0.3447 0.3129 0.023 Uiso 1 1 calc R . . C10 C 0.40490(12) -0.32376(16) 0.19719(15) 0.0173(4) Uani 1 1 d . . . C11 C 0.43370(13) -0.25061(16) 0.14032(16) 0.0178(4) Uani 1 1 d . . . H11 H 0.4612 -0.2706 0.0900 0.021 Uiso 1 1 calc R . . C12 C 0.42204(12) -0.14818(16) 0.15753(15) 0.0169(4) Uani 1 1 d . . . H12 H 0.4403 -0.0979 0.1178 0.020 Uiso 1 1 calc R . . C13 C 0.41206(14) -0.43521(17) 0.17896(17) 0.0218(5) Uani 1 1 d . . . C14 C 0.47204(17) -0.56382(18) 0.1003(2) 0.0330(6) Uani 1 1 d . . . H141 H 0.5154 -0.5722 0.0650 0.050 Uiso 1 1 calc R . . H142 H 0.4252 -0.5905 0.0605 0.050 Uiso 1 1 calc R . . H143 H 0.4824 -0.6010 0.1624 0.050 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 Br1 0.02461(13) 0.02984(14) 0.02140(13) -0.00029(9) 0.00078(9) -0.00271(10) Br2 0.02505(13) 0.03690(15) 0.03120(14) 0.00602(10) 0.01527(10) -0.00149(10) Zn1 0.02035(14) 0.01504(13) 0.01381(13) 0.00023(9) 0.00654(10) 0.00008(10) O1 0.0662(14) 0.0171(8) 0.0409(11) -0.0016(8) 0.0275(10) -0.0083(9) O2 0.0379(10) 0.0160(8) 0.0389(10) -0.0025(7) 0.0173(8) 0.0040(7) N1 0.0171(9) 0.0141(8) 0.0164(9) -0.0007(7) 0.0057(7) -0.0003(7) N2 0.0165(9) 0.0154(9) 0.0151(9) 0.0006(7) 0.0032(7) 0.0009(7) C1 0.0163(10) 0.0189(10) 0.0168(10) 0.0008(8) 0.0037(8) 0.0010(8) C2 0.0256(12) 0.0226(11) 0.0163(11) -0.0007(9) 0.0060(9) 0.0015(9) C3 0.0242(12) 0.0201(11) 0.0217(11) -0.0072(9) 0.0080(9) 0.0011(9) C4 0.0246(12) 0.0144(10) 0.0277(12) -0.0032(9) 0.0089(9) -0.0007(9) C5 0.0235(11) 0.0149(10) 0.0225(11) 0.0015(8) 0.0078(9) -0.0012(9) C6 0.0239(11) 0.0176(10) 0.0160(10) 0.0026(8) 0.0042(8) 0.0014(9) C7 0.0153(10) 0.0144(10) 0.0149(10) 0.0005(8) 0.0004(8) 0.0012(8) C8 0.0185(11) 0.0202(11) 0.0176(10) 0.0003(8) 0.0059(8) 0.0011(9) C9 0.0213(11) 0.0173(11) 0.0200(11) 0.0037(8) 0.0049(9) -0.0024(9) C10 0.0184(10) 0.0148(10) 0.0178(10) 0.0003(8) 0.0002(8) 0.0004(8) C11 0.0189(11) 0.0195(11) 0.0155(10) -0.0005(8) 0.0039(8) 0.0017(9) C12 0.0191(11) 0.0168(11) 0.0152(10) 0.0026(8) 0.0039(8) 0.0004(8) C13 0.0283(12) 0.0171(11) 0.0189(11) 0.0008(8) 0.0004(9) 0.0015(9) C14 0.0448(16) 0.0178(12) 0.0378(15) -0.0038(10) 0.0107(12) 0.0082(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 Zn1 2.3573(3) . ? Br2 Zn1 2.3278(3) . ? Zn1 N1 2.0475(17) . ? Zn1 N2 2.0960(17) . ? O1 C13 1.201(3) . ? O2 C13 1.325(3) . ? O2 C14 1.454(3) . ? N1 C5 1.332(3) . ? N1 C1 1.350(3) . ? N2 C6 1.282(3) . ? N2 C7 1.432(3) . ? C1 C2 1.383(3) . ? C1 C6 1.466(3) . ? C2 C3 1.390(3) . ? C2 H2 0.9500 . ? C3 C4 1.373(3) . ? C3 H3 0.9500 . ? C4 C5 1.396(3) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.389(3) . ? C7 C8 1.394(3) . ? C8 C9 1.385(3) . ? C8 H8 0.9500 . ? C9 C10 1.392(3) . ? C9 H9 0.9500 . ? C10 C11 1.391(3) . ? C10 C13 1.496(3) . ? C11 C12 1.389(3) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C14 H141 0.9800 . ? C14 H142 0.9800 . ? C14 H143 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 N1 Zn1 N2 80.71(7) . . ? N1 Zn1 Br2 114.61(5) . . ? N2 Zn1 Br2 118.70(5) . . ? N1 Zn1 Br1 112.93(5) . . ? N2 Zn1 Br1 108.51(5) . . ? Br2 Zn1 Br1 116.316(13) . . ? C13 O2 C14 115.73(19) . . ? C5 N1 C1 118.96(18) . . ? C5 N1 Zn1 128.78(15) . . ? C1 N1 Zn1 112.24(13) . . ? C6 N2 C7 121.35(18) . . ? C6 N2 Zn1 111.65(14) . . ? C7 N2 Zn1 126.75(13) . . ? N1 C1 C2 122.03(19) . . ? N1 C1 C6 116.05(18) . . ? C2 C1 C6 121.9(2) . . ? C1 C2 C3 118.7(2) . . ? C1 C2 H2 120.7 . . ? C3 C2 H2 120.7 . . ? C4 C3 C2 119.4(2) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 118.9(2) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? N1 C5 C4 122.1(2) . . ? N1 C5 H5 119.0 . . ? C4 C5 H5 119.0 . . ? N2 C6 C1 119.07(19) . . ? N2 C6 H6 120.5 . . ? C1 C6 H6 120.5 . . ? C12 C7 C8 120.63(19) . . ? C12 C7 N2 116.89(18) . . ? C8 C7 N2 122.43(19) . . ? C9 C8 C7 119.2(2) . . ? C9 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? C8 C9 C10 120.4(2) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? C11 C10 C9 120.1(2) . . ? C11 C10 C13 122.2(2) . . ? C9 C10 C13 117.64(19) . . ? C12 C11 C10 119.7(2) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C7 C12 C11 119.87(19) . . ? C7 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? O1 C13 O2 123.6(2) . . ? O1 C13 C10 123.2(2) . . ? O2 C13 C10 113.18(19) . . ? O2 C14 H141 109.5 . . ? O2 C14 H142 109.5 . . ? H141 C14 H142 109.5 . . ? O2 C14 H143 109.5 . . ? H141 C14 H143 109.5 . . ? H142 C14 H143 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Zn1 N1 C5 176.21(19) . . . . ? Br2 Zn1 N1 C5 58.80(19) . . . . ? Br1 Zn1 N1 C5 -77.52(18) . . . . ? N2 Zn1 N1 C1 -4.74(14) . . . . ? Br2 Zn1 N1 C1 -122.15(13) . . . . ? Br1 Zn1 N1 C1 101.52(14) . . . . ? N1 Zn1 N2 C6 4.03(15) . . . . ? Br2 Zn1 N2 C6 117.08(14) . . . . ? Br1 Zn1 N2 C6 -107.16(15) . . . . ? N1 Zn1 N2 C7 178.33(17) . . . . ? Br2 Zn1 N2 C7 -68.62(17) . . . . ? Br1 Zn1 N2 C7 67.13(16) . . . . ? C5 N1 C1 C2 1.7(3) . . . . ? Zn1 N1 C1 C2 -177.46(17) . . . . ? C5 N1 C1 C6 -176.05(19) . . . . ? Zn1 N1 C1 C6 4.8(2) . . . . ? N1 C1 C2 C3 -1.8(3) . . . . ? C6 C1 C2 C3 175.8(2) . . . . ? C1 C2 C3 C4 0.2(3) . . . . ? C2 C3 C4 C5 1.3(3) . . . . ? C1 N1 C5 C4 -0.0(3) . . . . ? Zn1 N1 C5 C4 178.95(16) . . . . ? C3 C4 C5 N1 -1.5(3) . . . . ? C7 N2 C6 C1 -177.35(18) . . . . ? Zn1 N2 C6 C1 -2.7(3) . . . . ? N1 C1 C6 N2 -1.4(3) . . . . ? C2 C1 C6 N2 -179.1(2) . . . . ? C6 N2 C7 C12 -158.8(2) . . . . ? Zn1 N2 C7 C12 27.4(3) . . . . ? C6 N2 C7 C8 23.7(3) . . . . ? Zn1 N2 C7 C8 -150.05(17) . . . . ? C12 C7 C8 C9 -2.3(3) . . . . ? N2 C7 C8 C9 175.07(19) . . . . ? C7 C8 C9 C10 1.4(3) . . . . ? C8 C9 C10 C11 1.1(3) . . . . ? C8 C9 C10 C13 -178.4(2) . . . . ? C9 C10 C11 C12 -2.6(3) . . . . ? C13 C10 C11 C12 176.8(2) . . . . ? C8 C7 C12 C11 0.8(3) . . . . ? N2 C7 C12 C11 -176.78(19) . . . . ? C10 C11 C12 C7 1.7(3) . . . . ? C14 O2 C13 O1 -0.5(4) . . . . ? C14 O2 C13 C10 179.2(2) . . . . ? C11 C10 C13 O1 -166.3(2) . . . . ? C9 C10 C13 O1 13.1(3) . . . . ? C11 C10 C13 O2 14.0(3) . . . . ? C9 C10 C13 O2 -166.6(2) . . . . ? _iucr_refine_instructions_details ; TITL L1114_Mo in C2/c CELL 0.71073 17.64494 13.14939 13.84856 90 99.4538 90 ZERR 8 0.00028 0.00021 0.00022 0 0.0015 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H Br N O Zn UNIT 112 96 16 16 16 8 L.S. 4 PLAN 5 TEMP -113 BOND $H conf fmap 2 acta WGHT 0.022300 4.348800 EXTI 0.000573 FVAR 1.09807 BR1 3 0.244154 0.063865 0.022203 11.00000 0.02461 0.02984 = 0.02140 -0.00029 0.00078 -0.00271 BR2 3 0.465590 0.139115 0.062458 11.00000 0.02505 0.03690 = 0.03120 0.00602 0.01527 -0.00149 ZN1 6 0.358342 0.096900 0.132090 11.00000 0.02035 0.01504 = 0.01381 0.00023 0.00654 0.00008 O1 5 0.376471 -0.498811 0.214777 11.00000 0.06625 0.01714 = 0.04092 -0.00162 0.02750 -0.00831 O2 5 0.461800 -0.456436 0.119799 11.00000 0.03794 0.01601 = 0.03889 -0.00250 0.01730 0.00399 N1 4 0.341311 0.187329 0.246966 11.00000 0.01706 0.01415 = 0.01637 -0.00071 0.00568 -0.00029 N2 4 0.369985 -0.012899 0.243261 11.00000 0.01651 0.01539 = 0.01507 0.00064 0.00317 0.00087 C1 1 0.339934 0.133337 0.329610 11.00000 0.01632 0.01886 = 0.01675 0.00078 0.00374 0.00102 C2 1 0.326199 0.178590 0.415203 11.00000 0.02564 0.02263 = 0.01631 -0.00066 0.00597 0.00150 AFIX 43 H2 2 0.324051 0.138918 0.472021 11.00000 -1.20000 AFIX 0 C3 1 0.315596 0.283322 0.416422 11.00000 0.02416 0.02006 = 0.02175 -0.00724 0.00797 0.00106 AFIX 43 H3 2 0.306241 0.316294 0.474360 11.00000 -1.20000 AFIX 0 C4 1 0.318772 0.338638 0.333112 11.00000 0.02459 0.01438 = 0.02770 -0.00319 0.00885 -0.00075 AFIX 43 H4 2 0.312748 0.410434 0.332950 11.00000 -1.20000 AFIX 0 C5 1 0.331004 0.287588 0.248635 11.00000 0.02353 0.01488 = 0.02251 0.00154 0.00784 -0.00119 AFIX 43 H5 2 0.332007 0.325574 0.190507 11.00000 -1.20000 AFIX 0 C6 1 0.356786 0.024532 0.324351 11.00000 0.02394 0.01761 = 0.01599 0.00258 0.00423 0.00139 AFIX 43 H6 2 0.357913 -0.017668 0.380249 11.00000 -1.20000 AFIX 0 C7 1 0.383563 -0.119380 0.232958 11.00000 0.01529 0.01441 = 0.01493 0.00048 0.00042 0.00120 C8 1 0.357210 -0.192330 0.292568 11.00000 0.01851 0.02017 = 0.01762 0.00033 0.00589 0.00113 AFIX 43 H8 2 0.332595 -0.172256 0.345601 11.00000 -1.20000 AFIX 0 C9 1 0.367339 -0.294397 0.273559 11.00000 0.02128 0.01733 = 0.01999 0.00365 0.00491 -0.00244 AFIX 43 H9 2 0.348541 -0.344658 0.312871 11.00000 -1.20000 AFIX 0 C10 1 0.404898 -0.323755 0.197194 11.00000 0.01840 0.01481 = 0.01783 0.00034 0.00019 0.00040 C11 1 0.433701 -0.250607 0.140324 11.00000 0.01889 0.01946 = 0.01548 -0.00047 0.00385 0.00174 AFIX 43 H11 2 0.461215 -0.270613 0.089965 11.00000 -1.20000 AFIX 0 C12 1 0.422037 -0.148184 0.157525 11.00000 0.01908 0.01677 = 0.01515 0.00262 0.00393 0.00035 AFIX 43 H12 2 0.440343 -0.097932 0.117768 11.00000 -1.20000 AFIX 0 C13 1 0.412056 -0.435210 0.178959 11.00000 0.02830 0.01711 = 0.01894 0.00081 0.00040 0.00146 C14 1 0.472045 -0.563818 0.100348 11.00000 0.04481 0.01778 = 0.03776 -0.00376 0.01072 0.00824 AFIX 137 H141 2 0.515400 -0.572246 0.064986 11.00000 -1.50000 H142 2 0.425225 -0.590534 0.060524 11.00000 -1.50000 H143 2 0.482413 -0.601035 0.162428 11.00000 -1.50000 HKLF 4 REM L1114_Mo in C2/c REM R1 = 0.0264 for 3542 Fo > 4sig(Fo) and 0.0339 for all 4048 data REM 192 parameters refined using 0 restraints END WGHT 0.0223 4.3563 REM Highest difference peak 0.579, deepest hole -0.662, 1-sigma level 0.090 Q1 1 0.4706 0.1519 0.1141 11.00000 0.05 0.58 Q2 1 0.4202 0.0938 0.0884 11.00000 0.05 0.53 Q3 1 0.4057 0.1404 0.1172 11.00000 0.05 0.50 Q4 1 0.4282 0.1711 0.0440 11.00000 0.05 0.41 Q5 1 0.2905 0.0985 0.1012 11.00000 0.05 0.40 ; # End of CIF ============================================================ _database_code_depnum_ccdc_archive 'CCDC 953174' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_L1117 _audit_creation_method SHELXL-97 _audit_creation_date 6-Dec-2011 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C14 H12 I2 N2 O2 Zn' _chemical_formula_sum 'C14 H12 I2 N2 O2 Zn' _chemical_formula_weight 559.45 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 112 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 96 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; I I 16 -0.4742 1.8119 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 16 0.0061 0.0033 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; O O 16 0.0106 0.0060 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Zn Zn 8 0.2839 1.4301 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.3886(2) _cell_length_b 13.12663(16) _cell_length_c 14.11370(17) _cell_angle_alpha 90.00 _cell_angle_beta 100.1521(12) _cell_angle_gamma 90.00 _cell_volume 3353.44(7) _cell_formula_units_Z 8 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 16848 _cell_measurement_theta_min 2.2458 _cell_measurement_theta_max 32.3005 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.216 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2096 _exptl_absorpt_coefficient_mu 5.153 _exptl_absorpt_correction_T_min 0.62044 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011) ; _exptl_special_details ; Solvent used: MeCN Cooling Device: Oxford Instruments Cryojet XL Crystal mount: on a glass fibre Frames collected: 539 Seconds exposure per frame: 5.0 Degrees rotation per frame: 1.0 Crystal-detector distance (mm): 55.0 Client: Tushar Basu Baul Sample code: TSBB-322 (L1117) ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Oxford Diffraction SuperNova, dual radiation diffractometer' _diffrn_detector_area_resol_mean 10.3801 _diffrn_detector 'Atlas CCD camera on \k goniostat' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 26438 _diffrn_reflns_av_R_equivalents 0.0255 _diffrn_reflns_av_sigmaI/netI 0.0196 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 32.37 _diffrn_measured_fraction_theta_max 0.937 _diffrn_reflns_theta_full 30.01 _diffrn_measured_fraction_theta_full 0.999 _reflns_number_total 5627 _reflns_number_gt 5061 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_cell_refinement 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_data_reduction 'CrysAlisPro, Version 1.171.35.19 (Agilent Technologies, 2011)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2009)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0184P)^2^+2.7610P] 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 SHELXL97 _refine_ls_extinction_coef 0.00052(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5627 _refine_ls_number_parameters 192 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0236 _refine_ls_R_factor_gt 0.0192 _refine_ls_wR_factor_ref 0.0439 _refine_ls_wR_factor_gt 0.0423 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.753 _refine_diff_density_min -0.602 _refine_diff_density_rms 0.103 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 I1 I 0.764600(6) 0.571127(10) 0.982828(8) 0.02562(4) Uani 1 1 d . . . I2 I 0.532909(6) 0.645215(10) 0.935222(9) 0.02872(4) Uani 1 1 d . . . Zn1 Zn 0.644675(11) 0.598263(15) 0.864454(13) 0.01823(5) Uani 1 1 d . . . O1 O 0.61586(9) -0.00043(10) 0.78250(11) 0.0358(3) Uani 1 1 d . . . O2 O 0.53645(8) 0.04786(10) 0.87719(10) 0.0313(3) Uani 1 1 d . . . N1 N 0.66022(7) 0.68659(11) 0.75032(9) 0.0180(3) Uani 1 1 d . . . N2 N 0.63411(7) 0.48617(11) 0.75682(10) 0.0180(3) Uani 1 1 d . . . C1 C 0.66215(9) 0.63128(13) 0.67030(11) 0.0195(3) Uani 1 1 d . . . C2 C 0.67467(10) 0.67597(14) 0.58544(12) 0.0239(3) Uani 1 1 d . . . H2 H 0.6772 0.6357 0.5302 0.029 Uiso 1 1 calc R . . C3 C 0.68344(10) 0.78096(14) 0.58332(13) 0.0253(3) Uani 1 1 d . . . H3 H 0.6921 0.8136 0.5263 0.030 Uiso 1 1 calc R . . C4 C 0.67949(10) 0.83741(14) 0.66426(13) 0.0246(3) Uani 1 1 d . . . H4 H 0.6844 0.9094 0.6636 0.030 Uiso 1 1 calc R . . C5 C 0.66808(10) 0.78701(13) 0.74759(12) 0.0219(3) Uani 1 1 d . . . H5 H 0.6659 0.8257 0.8039 0.026 Uiso 1 1 calc R . . C6 C 0.64642(10) 0.52263(13) 0.67676(12) 0.0215(3) Uani 1 1 d . . . H6 H 0.6453 0.4796 0.6224 0.026 Uiso 1 1 calc R . . C7 C 0.62005(9) 0.38051(12) 0.76763(11) 0.0179(3) Uani 1 1 d . . . C8 C 0.64560(9) 0.30561(13) 0.71149(12) 0.0215(3) Uani 1 1 d . . . H8 H 0.6713 0.3243 0.6613 0.026 Uiso 1 1 calc R . . C9 C 0.63332(9) 0.20410(13) 0.72928(12) 0.0222(3) Uani 1 1 d . . . H9 H 0.6512 0.1529 0.6917 0.027 Uiso 1 1 calc R . . C10 C 0.59484(9) 0.17626(13) 0.80219(12) 0.0195(3) Uani 1 1 d . . . C11 C 0.56771(9) 0.25131(13) 0.85634(12) 0.0216(3) Uani 1 1 d . . . H11 H 0.5400 0.2327 0.9045 0.026 Uiso 1 1 calc R . . C12 C 0.58105(10) 0.35284(13) 0.84002(12) 0.0208(3) Uani 1 1 d . . . H12 H 0.5636 0.4039 0.8781 0.025 Uiso 1 1 calc R . . C13 C 0.58465(10) 0.06565(13) 0.81847(13) 0.0235(3) Uani 1 1 d . . . C14 C 0.52250(13) -0.05833(15) 0.89548(16) 0.0354(4) Uani 1 1 d . . . H141 H 0.5143 -0.0960 0.8346 0.053 Uiso 1 1 calc R . . H142 H 0.4785 -0.0638 0.9256 0.053 Uiso 1 1 calc R . . H143 H 0.5652 -0.0870 0.9386 0.053 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 I1 0.02597(6) 0.02898(7) 0.02137(6) -0.00152(4) 0.00268(4) 0.00245(4) I2 0.02677(6) 0.03049(7) 0.03256(7) -0.00322(5) 0.01528(5) 0.00129(5) Zn1 0.02327(9) 0.01705(9) 0.01569(9) -0.00047(7) 0.00710(7) -0.00023(7) O1 0.0548(9) 0.0176(6) 0.0383(8) 0.0002(6) 0.0172(7) 0.0059(6) O2 0.0396(7) 0.0182(6) 0.0395(8) 0.0019(6) 0.0158(6) -0.0041(5) N1 0.0199(6) 0.0171(6) 0.0175(6) 0.0000(5) 0.0049(5) 0.0003(5) N2 0.0207(6) 0.0156(6) 0.0183(6) -0.0008(5) 0.0050(5) -0.0012(5) C1 0.0226(7) 0.0191(8) 0.0175(7) 0.0005(6) 0.0057(6) -0.0006(6) C2 0.0322(9) 0.0224(8) 0.0190(8) -0.0004(6) 0.0097(7) -0.0019(7) C3 0.0306(9) 0.0240(9) 0.0232(8) 0.0067(7) 0.0100(7) -0.0015(7) C4 0.0297(8) 0.0172(8) 0.0284(9) 0.0042(6) 0.0091(7) -0.0007(6) C5 0.0280(8) 0.0169(8) 0.0221(8) -0.0010(6) 0.0076(6) 0.0004(6) C6 0.0291(8) 0.0179(8) 0.0187(7) -0.0023(6) 0.0072(6) -0.0025(6) C7 0.0195(7) 0.0169(7) 0.0174(7) -0.0023(6) 0.0036(6) -0.0022(6) C8 0.0247(8) 0.0206(8) 0.0211(8) -0.0022(6) 0.0089(6) -0.0009(6) C9 0.0263(8) 0.0185(8) 0.0230(8) -0.0042(6) 0.0079(6) 0.0010(6) C10 0.0217(7) 0.0160(7) 0.0204(7) -0.0022(6) 0.0023(6) -0.0002(6) C11 0.0268(8) 0.0193(8) 0.0199(8) -0.0001(6) 0.0077(6) -0.0009(6) C12 0.0273(8) 0.0168(8) 0.0200(7) -0.0022(6) 0.0085(6) -0.0005(6) C13 0.0288(8) 0.0179(8) 0.0229(8) 0.0009(6) 0.0024(7) -0.0007(6) C14 0.0435(11) 0.0218(9) 0.0409(11) 0.0065(8) 0.0072(9) -0.0081(8) _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 I1 Zn1 2.5461(2) . ? I2 Zn1 2.5150(2) . ? Zn1 N1 2.0454(14) . ? Zn1 N2 2.0992(14) . ? O1 C13 1.201(2) . ? O2 C13 1.336(2) . ? O2 C14 1.449(2) . ? N1 C5 1.327(2) . ? N1 C1 1.348(2) . ? N2 C6 1.283(2) . ? N2 C7 1.424(2) . ? C1 C2 1.389(2) . ? C1 C6 1.461(2) . ? C2 C3 1.388(3) . ? C2 H2 0.9500 . ? C3 C4 1.374(3) . ? C3 H3 0.9500 . ? C4 C5 1.397(2) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.395(2) . ? C7 C12 1.396(2) . ? C8 C9 1.382(2) . ? C8 H8 0.9500 . ? C9 C10 1.396(2) . ? C9 H9 0.9500 . ? C10 C11 1.392(2) . ? C10 C13 1.487(2) . ? C11 C12 1.382(2) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C14 H141 0.9800 . ? C14 H142 0.9800 . ? C14 H143 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 N1 Zn1 N2 80.52(5) . . ? N1 Zn1 I2 114.29(4) . . ? N2 Zn1 I2 118.77(4) . . ? N1 Zn1 I1 111.78(4) . . ? N2 Zn1 I1 109.62(4) . . ? I2 Zn1 I1 116.591(8) . . ? C13 O2 C14 115.86(16) . . ? C5 N1 C1 119.44(14) . . ? C5 N1 Zn1 128.08(11) . . ? C1 N1 Zn1 112.48(11) . . ? C6 N2 C7 121.41(14) . . ? C6 N2 Zn1 111.57(11) . . ? C7 N2 Zn1 126.91(10) . . ? N1 C1 C2 121.85(16) . . ? N1 C1 C6 116.02(14) . . ? C2 C1 C6 122.05(15) . . ? C3 C2 C1 118.38(16) . . ? C3 C2 H2 120.8 . . ? C1 C2 H2 120.8 . . ? C4 C3 C2 119.60(16) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 118.83(17) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? N1 C5 C4 121.86(16) . . ? N1 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? N2 C6 C1 119.10(15) . . ? N2 C6 H6 120.4 . . ? C1 C6 H6 120.4 . . ? C8 C7 C12 120.02(15) . . ? C8 C7 N2 122.67(14) . . ? C12 C7 N2 117.28(14) . . ? C9 C8 C7 119.61(15) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C8 C9 C10 120.43(16) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? C11 C10 C9 119.77(16) . . ? C11 C10 C13 122.63(15) . . ? C9 C10 C13 117.61(15) . . ? C12 C11 C10 119.99(15) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C7 120.14(15) . . ? C11 C12 H12 119.9 . . ? C7 C12 H12 119.9 . . ? O1 C13 O2 123.68(17) . . ? O1 C13 C10 123.87(17) . . ? O2 C13 C10 112.44(15) . . ? O2 C14 H141 109.5 . . ? O2 C14 H142 109.5 . . ? H141 C14 H142 109.5 . . ? O2 C14 H143 109.5 . . ? H141 C14 H143 109.5 . . ? H142 C14 H143 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Zn1 N1 C5 174.96(15) . . . . ? I2 Zn1 N1 C5 57.57(15) . . . . ? I1 Zn1 N1 C5 -77.59(15) . . . . ? N2 Zn1 N1 C1 -5.01(11) . . . . ? I2 Zn1 N1 C1 -122.40(10) . . . . ? I1 Zn1 N1 C1 102.44(11) . . . . ? N1 Zn1 N2 C6 3.98(12) . . . . ? I2 Zn1 N2 C6 116.57(11) . . . . ? I1 Zn1 N2 C6 -105.88(12) . . . . ? N1 Zn1 N2 C7 -179.97(14) . . . . ? I2 Zn1 N2 C7 -67.39(13) . . . . ? I1 Zn1 N2 C7 70.17(13) . . . . ? C5 N1 C1 C2 2.2(2) . . . . ? Zn1 N1 C1 C2 -177.80(13) . . . . ? C5 N1 C1 C6 -174.65(15) . . . . ? Zn1 N1 C1 C6 5.32(18) . . . . ? N1 C1 C2 C3 -1.7(3) . . . . ? C6 C1 C2 C3 174.99(16) . . . . ? C1 C2 C3 C4 -0.1(3) . . . . ? C2 C3 C4 C5 1.2(3) . . . . ? C1 N1 C5 C4 -1.0(3) . . . . ? Zn1 N1 C5 C4 179.04(13) . . . . ? C3 C4 C5 N1 -0.7(3) . . . . ? C7 N2 C6 C1 -178.66(14) . . . . ? Zn1 N2 C6 C1 -2.4(2) . . . . ? N1 C1 C6 N2 -2.0(2) . . . . ? C2 C1 C6 N2 -178.85(17) . . . . ? C6 N2 C7 C8 25.6(2) . . . . ? Zn1 N2 C7 C8 -150.07(13) . . . . ? C6 N2 C7 C12 -156.51(16) . . . . ? Zn1 N2 C7 C12 27.8(2) . . . . ? C12 C7 C8 C9 -1.3(2) . . . . ? N2 C7 C8 C9 176.54(15) . . . . ? C7 C8 C9 C10 0.8(3) . . . . ? C8 C9 C10 C11 1.0(3) . . . . ? C8 C9 C10 C13 -179.04(16) . . . . ? C9 C10 C11 C12 -2.2(3) . . . . ? C13 C10 C11 C12 177.83(16) . . . . ? C10 C11 C12 C7 1.7(3) . . . . ? C8 C7 C12 C11 0.1(3) . . . . ? N2 C7 C12 C11 -177.87(15) . . . . ? C14 O2 C13 O1 -0.6(3) . . . . ? C14 O2 C13 C10 179.02(15) . . . . ? C11 C10 C13 O1 -169.23(18) . . . . ? C9 C10 C13 O1 10.8(3) . . . . ? C11 C10 C13 O2 11.2(2) . . . . ? C9 C10 C13 O2 -168.81(16) . . . . ? _iucr_refine_instructions_details ; TITL L1117_Mo in C2/c CELL 0.71073 18.38864 13.12663 14.1137 90 100.1521 90 ZERR 8 0.00021 0.00016 0.00017 0 0.0012 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H I N O Zn UNIT 112 96 16 16 16 8 MERG 2 L.S. 7 PLAN 10 TEMP -113 BOND $H conf fmap 2 acta WGHT 0.018400 2.761000 EXTI 0.000518 FVAR 0.94572 I1 3 0.764600 0.571127 0.982828 11.00000 0.02597 0.02898 = 0.02137 -0.00152 0.00268 0.00245 I2 3 0.532909 0.645215 0.935222 11.00000 0.02677 0.03049 = 0.03256 -0.00322 0.01528 0.00129 ZN1 6 0.644675 0.598263 0.864454 11.00000 0.02327 0.01705 = 0.01569 -0.00047 0.00710 -0.00023 O1 5 0.615861 -0.000431 0.782502 11.00000 0.05478 0.01757 = 0.03835 0.00022 0.01721 0.00589 O2 5 0.536452 0.047862 0.877191 11.00000 0.03961 0.01819 = 0.03945 0.00193 0.01581 -0.00410 N1 4 0.660219 0.686592 0.750315 11.00000 0.01988 0.01710 = 0.01750 0.00002 0.00494 0.00034 N2 4 0.634113 0.486172 0.756815 11.00000 0.02068 0.01560 = 0.01829 -0.00080 0.00504 -0.00117 C1 1 0.662148 0.631281 0.670304 11.00000 0.02258 0.01908 = 0.01749 0.00045 0.00567 -0.00055 C2 1 0.674670 0.675975 0.585437 11.00000 0.03218 0.02240 = 0.01901 -0.00042 0.00973 -0.00187 AFIX 43 H2 2 0.677172 0.635692 0.530184 11.00000 -1.20000 AFIX 0 C3 1 0.683439 0.780957 0.583318 11.00000 0.03056 0.02398 = 0.02316 0.00666 0.01001 -0.00146 AFIX 43 H3 2 0.692118 0.813568 0.526261 11.00000 -1.20000 AFIX 0 C4 1 0.679488 0.837410 0.664256 11.00000 0.02966 0.01722 = 0.02841 0.00423 0.00910 -0.00073 AFIX 43 H4 2 0.684425 0.909434 0.663554 11.00000 -1.20000 AFIX 0 C5 1 0.668084 0.787012 0.747591 11.00000 0.02802 0.01687 = 0.02208 -0.00101 0.00755 0.00039 AFIX 43 H5 2 0.665896 0.825708 0.803900 11.00000 -1.20000 AFIX 0 C6 1 0.646420 0.522629 0.676756 11.00000 0.02906 0.01789 = 0.01874 -0.00228 0.00722 -0.00247 AFIX 43 H6 2 0.645320 0.479563 0.622425 11.00000 -1.20000 AFIX 0 C7 1 0.620046 0.380506 0.767632 11.00000 0.01951 0.01693 = 0.01738 -0.00232 0.00358 -0.00217 C8 1 0.645601 0.305605 0.711489 11.00000 0.02474 0.02057 = 0.02109 -0.00217 0.00886 -0.00091 AFIX 43 H8 2 0.671291 0.324282 0.661322 11.00000 -1.20000 AFIX 0 C9 1 0.633324 0.204098 0.729285 11.00000 0.02631 0.01855 = 0.02304 -0.00420 0.00789 0.00098 AFIX 43 H9 2 0.651183 0.152916 0.691671 11.00000 -1.20000 AFIX 0 C10 1 0.594840 0.176258 0.802192 11.00000 0.02171 0.01603 = 0.02037 -0.00222 0.00228 -0.00020 C11 1 0.567712 0.251314 0.856337 11.00000 0.02681 0.01932 = 0.01986 -0.00014 0.00770 -0.00090 AFIX 43 H11 2 0.540034 0.232735 0.904497 11.00000 -1.20000 AFIX 0 C12 1 0.581053 0.352843 0.840016 11.00000 0.02730 0.01680 = 0.01995 -0.00216 0.00855 -0.00046 AFIX 43 H12 2 0.563645 0.403927 0.878149 11.00000 -1.20000 AFIX 0 C13 1 0.584651 0.065647 0.818468 11.00000 0.02884 0.01794 = 0.02293 0.00088 0.00245 -0.00071 C14 1 0.522496 -0.058331 0.895482 11.00000 0.04353 0.02182 = 0.04086 0.00653 0.00718 -0.00809 AFIX 137 H141 2 0.514342 -0.095974 0.834565 11.00000 -1.50000 H142 2 0.478541 -0.063800 0.925607 11.00000 -1.50000 H143 2 0.565166 -0.087050 0.938646 11.00000 -1.50000 HKLF 4 REM L1117_Mo in C2/c REM R1 = 0.0192 for 5061 Fo > 4sig(Fo) and 0.0236 for all 5627 data REM 192 parameters refined using 0 restraints END WGHT 0.0184 2.7608 REM Highest difference peak 0.753, deepest hole -0.602, 1-sigma level 0.103 Q1 1 0.5246 0.6584 0.8875 11.00000 0.05 0.75 Q2 1 0.7534 0.6250 0.9880 11.00000 0.05 0.58 Q3 1 0.6571 0.5739 0.6758 11.00000 0.05 0.56 Q4 1 0.5894 0.1269 0.8108 11.00000 0.05 0.51 Q5 1 0.6246 0.4267 0.7615 11.00000 0.05 0.48 Q6 1 0.7972 0.5189 0.9533 11.00000 0.05 0.46 Q7 1 0.6006 0.3658 0.8028 11.00000 0.05 0.46 Q8 1 0.6384 0.3455 0.7503 11.00000 0.05 0.43 Q9 1 0.6826 0.6571 0.6345 11.00000 0.05 0.42 Q10 1 0.6720 0.8142 0.7017 11.00000 0.05 0.42 ; # End of CIF ============================================================ _database_code_depnum_ccdc_archive 'CCDC 953175' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_L1106 _audit_creation_method SHELXL-97 _audit_creation_date 11-06-01 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_moiety 'C13 H12 Cl2 N2 O Zn' _chemical_formula_sum 'C13 H12 Cl2 N2 O Zn' _chemical_formula_weight 348.54 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 52 0.0033 0.0016 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; H H 48 0.0000 0.0000 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Cl Cl 8 0.1484 0.1585 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; N N 8 0.0061 0.0033 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; O O 4 0.0106 0.0060 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; Zn Zn 4 0.2839 1.4301 ; International Tables for Crystallography (1992). Vol. C, Tables 4.2.6.8 and 6.1.1.4 ; _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_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.6346(1) _cell_length_b 18.9972(4) _cell_length_c 9.7619(1) _cell_angle_alpha 90.00 _cell_angle_beta 94.8419(12) _cell_angle_gamma 90.00 _cell_volume 1410.77(4) _cell_formula_units_Z 4 _cell_measurement_temperature 160(1) _cell_measurement_reflns_used 25234 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 30.0 _exptl_crystal_description tablet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.641 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 2.111 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Blessing, 1995)' _exptl_absorpt_correction_T_min 0.627 _exptl_absorpt_correction_T_max 0.816 _exptl_special_details ; Solvent used: MeCN Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: glued on a glass fibre Mosaicity (deg.): 0.504(1) Frames collected: 428 Seconds exposure per frame: 17 Degrees rotation per frame: 1.7 Crystal-Detector distance (mm): 33.0 ; _diffrn_ambient_temperature 160(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Nonius FR590 sealed tube generator' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_detector '65 mm CCD camera on \k goniostat' _diffrn_measurement_device_type 'Nonius KappaCCD area-detector diffractometer' _diffrn_measurement_method '\f and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 33068 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_sigmaI/netI 0.0252 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 30.02 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.02 _diffrn_measured_fraction_theta_full 0.998 _reflns_number_total 4118 _reflns_number_gt 3469 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2006)' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0326P)^2^+0.7151P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0039(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4116 _refine_ls_number_parameters 174 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0406 _refine_ls_R_factor_gt 0.0287 _refine_ls_wR_factor_ref 0.0720 _refine_ls_wR_factor_gt 0.0661 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.543 _refine_diff_density_min -0.637 _refine_diff_density_rms 0.145 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 Zn1 Zn 0.68209(2) 0.092570(10) 0.366197(19) 0.02283(7) Uani 1 1 d . . . Cl1 Cl 0.92104(6) 0.14894(2) 0.30473(4) 0.03043(10) Uani 1 1 d . . . Cl2 Cl 0.43250(6) 0.13262(3) 0.25968(5) 0.03545(11) Uani 1 1 d . . . O1 O 0.65122(18) 0.16634(7) 0.55888(12) 0.0304(3) Uani 1 1 d . . . N1 N 0.69348(18) -0.01293(8) 0.29323(14) 0.0247(3) Uani 1 1 d . . . N2 N 0.74724(17) 0.03597(7) 0.54869(13) 0.0215(3) Uani 1 1 d . . . C1 C 0.7516(2) -0.05876(9) 0.39220(17) 0.0248(3) Uani 1 1 d . . . C2 C 0.7772(3) -0.12950(10) 0.3664(2) 0.0335(4) Uani 1 1 d . . . H2 H 0.8198 -0.1604 0.4382 0.040 Uiso 1 1 calc R . . C3 C 0.7394(3) -0.15432(11) 0.2340(2) 0.0395(5) Uani 1 1 d . . . H3 H 0.7554 -0.2026 0.2133 0.047 Uiso 1 1 calc R . . C4 C 0.6780(3) -0.10788(12) 0.1324(2) 0.0385(4) Uani 1 1 d . . . H4 H 0.6506 -0.1238 0.0408 0.046 Uiso 1 1 calc R . . C5 C 0.6569(2) -0.03761(11) 0.16595(18) 0.0320(4) Uani 1 1 d . . . H5 H 0.6148 -0.0058 0.0956 0.038 Uiso 1 1 calc R . . C6 C 0.7814(2) -0.02920(9) 0.53114(17) 0.0247(3) Uani 1 1 d . . . H6 H 0.8249 -0.0578 0.6063 0.030 Uiso 1 1 calc R . . C7 C 0.7679(2) 0.06877(9) 0.67919(16) 0.0225(3) Uani 1 1 d . . . C8 C 0.8335(2) 0.03567(10) 0.80091(17) 0.0293(4) Uani 1 1 d . . . H8 H 0.8697 -0.0122 0.7999 0.035 Uiso 1 1 calc R . . C9 C 0.8453(3) 0.07332(11) 0.92302(18) 0.0334(4) Uani 1 1 d . . . H9 H 0.8906 0.0512 1.0058 0.040 Uiso 1 1 calc R . . C10 C 0.7916(3) 0.14289(11) 0.92517(18) 0.0334(4) Uani 1 1 d . . . H10 H 0.7979 0.1677 1.0100 0.040 Uiso 1 1 calc R . . C11 C 0.7287(3) 0.17697(10) 0.80532(18) 0.0309(4) Uani 1 1 d . . . H11 H 0.6948 0.2250 0.8070 0.037 Uiso 1 1 calc R . . C12 C 0.7163(2) 0.13935(9) 0.68226(16) 0.0243(3) Uani 1 1 d . . . C13 C 0.6094(3) 0.23973(10) 0.5517(2) 0.0413(5) Uani 1 1 d . . . H131 H 0.5213 0.2504 0.6161 0.062 Uiso 1 1 calc R . . H132 H 0.5623 0.2516 0.4581 0.062 Uiso 1 1 calc R . . H133 H 0.7159 0.2674 0.5759 0.062 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 Zn1 0.02407(11) 0.02365(11) 0.02046(10) 0.00419(7) -0.00001(7) 0.00104(7) Cl1 0.0283(2) 0.0318(2) 0.0312(2) 0.00891(16) 0.00311(16) -0.00279(16) Cl2 0.0292(2) 0.0412(3) 0.0344(2) 0.00528(19) -0.00636(17) 0.00659(18) O1 0.0449(7) 0.0250(6) 0.0210(6) 0.0016(5) 0.0012(5) 0.0089(5) N1 0.0250(7) 0.0267(7) 0.0225(7) 0.0006(5) 0.0018(5) -0.0022(5) N2 0.0222(6) 0.0225(7) 0.0197(6) 0.0018(5) 0.0013(5) -0.0012(5) C1 0.0251(8) 0.0247(8) 0.0249(8) -0.0001(6) 0.0034(6) -0.0010(6) C2 0.0429(11) 0.0245(9) 0.0334(10) 0.0002(7) 0.0053(8) 0.0019(8) C3 0.0505(12) 0.0296(10) 0.0397(11) -0.0097(8) 0.0123(9) -0.0043(9) C4 0.0419(11) 0.0444(12) 0.0297(9) -0.0113(8) 0.0070(8) -0.0085(9) C5 0.0328(9) 0.0379(10) 0.0249(8) -0.0016(7) 0.0006(7) -0.0046(8) C6 0.0277(8) 0.0236(8) 0.0226(8) 0.0039(6) 0.0013(6) 0.0017(6) C7 0.0218(7) 0.0266(8) 0.0190(7) 0.0020(6) 0.0011(6) -0.0019(6) C8 0.0318(9) 0.0309(9) 0.0241(8) 0.0041(7) -0.0031(6) -0.0019(7) C9 0.0355(9) 0.0419(11) 0.0214(8) 0.0050(7) -0.0050(7) -0.0057(8) C10 0.0392(10) 0.0393(11) 0.0213(8) -0.0043(7) -0.0001(7) -0.0095(8) C11 0.0375(9) 0.0296(9) 0.0255(8) -0.0045(7) 0.0032(7) -0.0041(7) C12 0.0261(8) 0.0273(8) 0.0197(7) 0.0016(6) 0.0027(6) -0.0008(6) C13 0.0678(14) 0.0238(9) 0.0323(10) 0.0034(7) 0.0038(9) 0.0107(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N2 2.1042(13) . ? Zn1 N1 2.1313(15) . ? Zn1 Cl2 2.2264(5) . ? Zn1 Cl1 2.2405(5) . ? Zn1 O1 2.3733(12) . ? O1 C12 1.364(2) . ? O1 C13 1.431(2) . ? N1 C5 1.335(2) . ? N1 C1 1.348(2) . ? N2 C6 1.280(2) . ? N2 C7 1.415(2) . ? C1 C2 1.384(3) . ? C1 C6 1.468(2) . ? C2 C3 1.384(3) . ? C2 H2 0.9500 . ? C3 C4 1.380(3) . ? C3 H3 0.9500 . ? C4 C5 1.387(3) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.398(2) . ? C7 C8 1.399(2) . ? C8 C9 1.386(3) . ? C8 H8 0.9500 . ? C9 C10 1.385(3) . ? C9 H9 0.9500 . ? C10 C11 1.387(3) . ? C10 H10 0.9500 . ? C11 C12 1.394(2) . ? C11 H11 0.9500 . ? C13 H131 0.9800 . ? C13 H132 0.9800 . ? C13 H133 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 N2 Zn1 N1 77.82(5) . . ? N2 Zn1 Cl2 134.58(4) . . ? N1 Zn1 Cl2 102.87(4) . . ? N2 Zn1 Cl1 109.35(4) . . ? N1 Zn1 Cl1 107.63(4) . . ? Cl2 Zn1 Cl1 113.312(19) . . ? N2 Zn1 O1 70.30(5) . . ? N1 Zn1 O1 146.07(5) . . ? Cl2 Zn1 O1 91.72(3) . . ? Cl1 Zn1 O1 93.88(4) . . ? C12 O1 C13 118.22(14) . . ? C12 O1 Zn1 115.14(10) . . ? C13 O1 Zn1 124.97(11) . . ? C5 N1 C1 118.07(16) . . ? C5 N1 Zn1 129.05(13) . . ? C1 N1 Zn1 112.84(11) . . ? C6 N2 C7 122.56(14) . . ? C6 N2 Zn1 114.66(11) . . ? C7 N2 Zn1 122.52(11) . . ? N1 C1 C2 122.69(16) . . ? N1 C1 C6 115.55(15) . . ? C2 C1 C6 121.74(16) . . ? C3 C2 C1 118.63(18) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C4 C3 C2 119.03(18) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 119.00(18) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? N1 C5 C4 122.58(18) . . ? N1 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? N2 C6 C1 118.46(15) . . ? N2 C6 H6 120.8 . . ? C1 C6 H6 120.8 . . ? C12 C7 C8 119.61(16) . . ? C12 C7 N2 115.56(14) . . ? C8 C7 N2 124.84(16) . . ? C9 C8 C7 119.40(18) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? C10 C9 C8 120.50(17) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C9 C10 C11 120.97(17) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C12 118.77(18) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? O1 C12 C11 124.17(16) . . ? O1 C12 C7 115.08(14) . . ? C11 C12 C7 120.73(16) . . ? O1 C13 H131 109.5 . . ? O1 C13 H132 109.5 . . ? H131 C13 H132 109.5 . . ? O1 C13 H133 109.5 . . ? H131 C13 H133 109.5 . . ? H132 C13 H133 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Zn1 O1 C12 10.05(11) . . . . ? N1 Zn1 O1 C12 31.01(16) . . . . ? Cl2 Zn1 O1 C12 147.37(11) . . . . ? Cl1 Zn1 O1 C12 -99.13(11) . . . . ? N2 Zn1 O1 C13 175.05(17) . . . . ? N1 Zn1 O1 C13 -163.99(15) . . . . ? Cl2 Zn1 O1 C13 -47.64(16) . . . . ? Cl1 Zn1 O1 C13 65.87(16) . . . . ? N2 Zn1 N1 C5 175.89(16) . . . . ? Cl2 Zn1 N1 C5 42.48(15) . . . . ? Cl1 Zn1 N1 C5 -77.42(15) . . . . ? O1 Zn1 N1 C5 155.73(13) . . . . ? N2 Zn1 N1 C1 -6.38(11) . . . . ? Cl2 Zn1 N1 C1 -139.79(11) . . . . ? Cl1 Zn1 N1 C1 100.30(11) . . . . ? O1 Zn1 N1 C1 -26.54(16) . . . . ? N1 Zn1 N2 C6 7.34(12) . . . . ? Cl2 Zn1 N2 C6 103.50(12) . . . . ? Cl1 Zn1 N2 C6 -97.29(12) . . . . ? O1 Zn1 N2 C6 175.56(13) . . . . ? N1 Zn1 N2 C7 -178.35(13) . . . . ? Cl2 Zn1 N2 C7 -82.20(13) . . . . ? Cl1 Zn1 N2 C7 77.02(12) . . . . ? O1 Zn1 N2 C7 -10.14(11) . . . . ? C5 N1 C1 C2 1.1(3) . . . . ? Zn1 N1 C1 C2 -176.91(14) . . . . ? C5 N1 C1 C6 -177.15(15) . . . . ? Zn1 N1 C1 C6 4.85(18) . . . . ? N1 C1 C2 C3 -0.9(3) . . . . ? C6 C1 C2 C3 177.27(18) . . . . ? C1 C2 C3 C4 0.1(3) . . . . ? C2 C3 C4 C5 0.3(3) . . . . ? C1 N1 C5 C4 -0.6(3) . . . . ? Zn1 N1 C5 C4 177.03(14) . . . . ? C3 C4 C5 N1 -0.1(3) . . . . ? C7 N2 C6 C1 178.51(14) . . . . ? Zn1 N2 C6 C1 -7.2(2) . . . . ? N1 C1 C6 N2 1.5(2) . . . . ? C2 C1 C6 N2 -176.77(17) . . . . ? C6 N2 C7 C12 -176.79(16) . . . . ? Zn1 N2 C7 C12 9.35(19) . . . . ? C6 N2 C7 C8 2.8(3) . . . . ? Zn1 N2 C7 C8 -171.02(13) . . . . ? C12 C7 C8 C9 0.4(3) . . . . ? N2 C7 C8 C9 -179.18(16) . . . . ? C7 C8 C9 C10 0.5(3) . . . . ? C8 C9 C10 C11 -1.5(3) . . . . ? C9 C10 C11 C12 1.6(3) . . . . ? C13 O1 C12 C11 6.6(3) . . . . ? Zn1 O1 C12 C11 172.69(14) . . . . ? C13 O1 C12 C7 -174.92(17) . . . . ? Zn1 O1 C12 C7 -8.85(18) . . . . ? C10 C11 C12 O1 177.72(17) . . . . ? C10 C11 C12 C7 -0.6(3) . . . . ? C8 C7 C12 O1 -178.86(15) . . . . ? N2 C7 C12 O1 0.8(2) . . . . ? C8 C7 C12 C11 -0.3(3) . . . . ? N2 C7 C12 C11 179.31(15) . . . . ? _iucr_refine_instructions_details ; TITL TSBB-310 (L1106) CELL 0.71073 7.6346 18.9972 9.7619 90.0000 94.8419 90.0000 ZERR 4 0.0001 0.0004 0.0001 0.0000 0.0012 0.0000 LATT 1 SYMM .50-X, .50+Y, .50-Z SFAC C H CL N O ZN UNIT 52 48 8 8 4 4 MERG 2 OMIT 1 5 1 OMIT -1 0 1 TEMP -113 L.S. 4 BOND $H CONF ACTA FMAP 2 PLAN 10 WGHT 0.032600 0.715100 EXTI 0.003948 FVAR 0.47964 ZN1 6 0.682093 0.092570 0.366197 11.00000 0.02407 0.02365 = 0.02046 0.00419 -0.00001 0.00104 CL1 3 0.921043 0.148943 0.304728 11.00000 0.02835 0.03185 = 0.03120 0.00891 0.00311 -0.00279 CL2 3 0.432496 0.132618 0.259682 11.00000 0.02923 0.04118 = 0.03442 0.00528 -0.00636 0.00659 O1 5 0.651219 0.166338 0.558884 11.00000 0.04488 0.02502 = 0.02104 0.00164 0.00116 0.00886 N1 4 0.693481 -0.012933 0.293227 11.00000 0.02499 0.02673 = 0.02247 0.00060 0.00184 -0.00219 N2 4 0.747240 0.035966 0.548688 11.00000 0.02216 0.02251 = 0.01971 0.00178 0.00131 -0.00120 C1 1 0.751579 -0.058762 0.392196 11.00000 0.02510 0.02468 = 0.02491 -0.00008 0.00344 -0.00097 C2 1 0.777189 -0.129498 0.366440 11.00000 0.04295 0.02453 = 0.03340 0.00021 0.00533 0.00191 AFIX 43 H2 2 0.819849 -0.160372 0.438216 11.00000 -1.20000 AFIX 0 C3 1 0.739363 -0.154322 0.233957 11.00000 0.05053 0.02964 = 0.03969 -0.00968 0.01230 -0.00429 AFIX 43 H3 2 0.755417 -0.202640 0.213279 11.00000 -1.20000 AFIX 0 C4 1 0.678005 -0.107875 0.132365 11.00000 0.04194 0.04443 = 0.02974 -0.01132 0.00695 -0.00852 AFIX 43 H4 2 0.650612 -0.123771 0.040791 11.00000 -1.20000 AFIX 0 C5 1 0.656912 -0.037615 0.165948 11.00000 0.03280 0.03790 = 0.02492 -0.00156 0.00062 -0.00457 AFIX 43 H5 2 0.614794 -0.005803 0.095634 11.00000 -1.20000 AFIX 0 C6 1 0.781357 -0.029200 0.531135 11.00000 0.02765 0.02361 = 0.02263 0.00386 0.00134 0.00170 AFIX 43 H6 2 0.824946 -0.057785 0.606279 11.00000 -1.20000 AFIX 0 C7 1 0.767851 0.068772 0.679194 11.00000 0.02182 0.02660 = 0.01900 0.00204 0.00107 -0.00192 C8 1 0.833522 0.035672 0.800909 11.00000 0.03182 0.03093 = 0.02410 0.00414 -0.00314 -0.00189 AFIX 43 H8 2 0.869684 -0.012161 0.799887 11.00000 -1.20000 AFIX 0 C9 1 0.845338 0.073318 0.923017 11.00000 0.03547 0.04195 = 0.02139 0.00501 -0.00501 -0.00573 AFIX 43 H9 2 0.890649 0.051209 1.005837 11.00000 -1.20000 AFIX 0 C10 1 0.791595 0.142893 0.925166 11.00000 0.03919 0.03925 = 0.02132 -0.00433 -0.00007 -0.00954 AFIX 43 H10 2 0.797868 0.167653 1.009990 11.00000 -1.20000 AFIX 0 C11 1 0.728747 0.176966 0.805318 11.00000 0.03751 0.02964 = 0.02550 -0.00446 0.00318 -0.00409 AFIX 43 H11 2 0.694801 0.225047 0.807046 11.00000 -1.20000 AFIX 0 C12 1 0.716307 0.139354 0.682258 11.00000 0.02608 0.02730 = 0.01965 0.00162 0.00268 -0.00081 C13 1 0.609378 0.239726 0.551691 11.00000 0.06782 0.02382 = 0.03230 0.00340 0.00384 0.01067 AFIX 137 H131 2 0.521349 0.250444 0.616145 11.00000 -1.50000 H132 2 0.562270 0.251622 0.458058 11.00000 -1.50000 H133 2 0.715855 0.267381 0.575944 11.00000 -1.50000 HKLF 4 REM TSBB-310 (L1106) REM R1 = 0.0287 for 3469 Fo > 4sig(Fo) and 0.0406 for all 4116 data REM 174 parameters refined using 0 restraints END WGHT 0.0326 0.7150 REM Highest difference peak 0.543, deepest hole -0.637, 1-sigma level 0.145 Q1 1 0.8275 0.2215 1.1349 11.00000 0.05 0.54 Q2 1 0.7252 0.1495 0.9600 11.00000 0.05 0.41 Q3 1 0.6835 -0.0775 0.1492 11.00000 0.05 0.40 Q4 1 0.7609 0.1568 0.8606 11.00000 0.05 0.39 Q5 1 0.9605 0.0918 0.8997 11.00000 0.05 0.38 Q6 1 0.8204 0.1080 0.9106 11.00000 0.05 0.38 Q7 1 0.6591 -0.1084 0.1018 11.00000 0.05 0.38 Q8 1 0.8742 0.0661 0.9476 11.00000 0.05 0.38 Q9 1 0.7367 0.1601 0.7463 11.00000 0.05 0.38 Q10 1 0.5806 0.1644 0.1924 11.00000 0.05 0.38 ; # End of CIF ============================================================ _database_code_depnum_ccdc_archive 'CCDC 953176'