Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2003 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 loop_ _publ_author_name 'Juan C. Mareque Rivas' 'R.T.Martin de Rosales' 'S. Parsons' 'Emiliano Salvagni' _publ_contact_author_name 'Dr Juan C Mareque Rivas' _publ_contact_author_address ; Department of Chemistry The University of Edinburgh The Kings Buildings West Mains Road Edinburgh EH9 3JJ UNITED KINGDOM ; _publ_contact_author_email JUAN.MAREQUE@ED.AC.UK _publ_section_title ; Internal Hydrogen bonding in tetrahedral and trigonal bipyramidal zinc(II) complexes of pyridine-based ligands ; data_znr117 _database_code_CSD 205581 # Referred to as 2 in manuscript. # Note to referee: checkcif output and final .res file under refine # special details _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety [ZnL2Cl]BPh4.0.5MeCN _chemical_formula_sum 'C43 H40.50 B Cl N5.50 Zn' _chemical_formula_weight 745.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n 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 9.9481(13) _cell_length_b 16.374(2) _cell_length_c 23.249(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.631(2) _cell_angle_gamma 90.00 _cell_volume 3709.2(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4863 _cell_measurement_theta_min 2 _cell_measurement_theta_max 28.5 _exptl_crystal_description block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.91 _exptl_crystal_size_mid 0.60 _exptl_crystal_size_min 0.58 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.336 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1556 _exptl_absorpt_coefficient_mu 0.773 _exptl_absorpt_correction_type Multiscan _exptl_absorpt_correction_T_min 0.674 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details Sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18202 _diffrn_reflns_av_R_equivalents 0.0321 _diffrn_reflns_av_sigmaI/netI 0.0376 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 25.04 _reflns_number_total 6529 _reflns_number_gt 5488 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution Dirdif _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; 221_ALERT A Large Solvent/Anion C Ueq(max)/Ueq(min) . 5.40 Ratio 223_ALERT A Large Solvent/Anion H Ueq(max)/Ueq(min) . 5.83 Ratio The acetonitrile is disordered over an inversion centre; it is possible that it suffers from further unresolved disorder in addition to this. #=============================================================================== 063_ALERT B Crystal Probably too Large for Beam Size ..... 0.91 mm Gorbitz has shown that use of a large crystal does not appear to affect data quality. See C. H. Gorbitz Acta Cryst. (1999). B55, 1090-1098 #=============================================================================== 041_ALERT C Calc. and Rep. SumFormula Strings Differ .. ? 042_ALERT C Calc. and Rep. MoietyFormula Strings Differ .. ? 061_ALERT C Tmax/Tmin Range Test RR' too large ........... 0.86 062_ALERT C Rescale T(min) & T(max) by ................... 0.64 125_ALERT C No _symmetry_space_group_name_Hall given ..... ? 128_ALERT C Non-standard setting of space group P21/c .. P21/n 145_ALERT C su on beta Small or Missing (x 10000) ... 20 Deg. 221_ALERT C Large Solvent/Anion N Ueq(max)/Ueq(min) . 3.22 Ratio 302_ALERT C Anion/Solvent Disorder ....................... 50.00 Perc. 420_ALERT C D-H Without Acceptor N7 - H7NB ? #TITL ZNR117 IN p21/N SOLVED DIRDIF #CELL 0.71073 9.94810 16.37350 23.24910 90.0000 101.6310 90.0000 #ZERR 4.000 0.00130 0.00210 0.00300 0.0000 0.0020 0.0000 #LATT +1 #SYMM 1/2-X , 1/2+Y , 1/2-Z #SFAC C H B N CL ZN #UNIT 172 162 4 22 4 4 #OMIT 0 0 2 #TEMP -123 #L.S. 4 #bond $h #HTAB #fmap 2 #plan 10 #RTAB DNCl N7 Cl #ACTA #WGHT 0.051000 1.667100 #FVAR 0.30912 #ZN 6 0.096886 0.207390 0.437830 11.00000 0.02970 0.03053 = #0.02797 -0.00524 0.00179 -0.00292 #CL 5 0.285215 0.233553 0.510488 11.00000 0.04049 0.05920 = #0.04622 -0.01468 -0.00914 -0.00335 #N1 4 -0.061301 0.167532 0.361152 11.00000 0.03184 0.03251 = #0.02456 -0.00181 0.00290 -0.00530 #C1 1 -0.183988 0.150965 0.385509 11.00000 0.03201 0.03763 = #0.03029 -0.00339 0.00398 -0.00975 #AFIX 23 #H1A 2 -0.176997 0.095668 0.403084 11.00000 -1.20000 #H1B 2 -0.266443 0.152364 0.353535 11.00000 -1.20000 #AFIX 0 #N2 4 -0.080747 0.245673 0.463262 11.00000 0.03252 0.02730 = #0.02245 0.00162 0.00376 -0.00229 #C2 1 -0.198965 0.213353 0.431779 11.00000 0.03469 0.03223 = #0.02530 0.00309 0.00458 -0.00609 #C3 1 -0.325497 0.231666 0.442786 11.00000 0.03330 0.04197 = #0.03303 0.00462 0.00590 -0.00659 #AFIX 43 #H3A 2 -0.406221 0.208954 0.419414 11.00000 -1.20000 #AFIX 0 #C4 1 -0.333429 0.284384 0.489049 11.00000 0.03927 0.04330 = #0.04119 0.00570 0.01577 0.00045 #AFIX 43 #H4A 2 -0.419944 0.296661 0.498326 11.00000 -1.20000 #AFIX 0 #C5 1 -0.217076 0.318203 0.520875 11.00000 0.04869 0.03395 = #0.03267 0.00150 0.01479 0.00194 #AFIX 43 #H5A 2 -0.221785 0.354208 0.552450 11.00000 -1.20000 #AFIX 0 #C6 1 -0.089674 0.299447 0.506667 11.00000 0.04223 0.02482 = #0.02383 0.00369 0.00387 -0.00144 #N7 4 0.026707 0.335386 0.535290 11.00000 0.04951 0.03933 = #0.03674 -0.01074 0.00342 -0.00147 #C11 1 -0.006787 0.093157 0.338224 11.00000 0.04290 0.03501 = #0.02877 -0.00854 0.00740 -0.00774 #AFIX 23 #H11A 2 0.056442 0.108709 0.312197 11.00000 -1.20000 #H11B 2 -0.083373 0.061506 0.314702 11.00000 -1.20000 #AFIX 0 #N12 4 0.118970 0.079701 0.438109 11.00000 0.03358 0.03215 = #0.02912 -0.00120 0.00833 -0.00282 #C12 1 0.068022 0.041264 0.387397 11.00000 0.03434 0.03399 = #0.03092 -0.00351 0.01119 -0.00668 #C13 1 0.090003 -0.041564 0.380632 11.00000 0.05249 0.03569 = #0.04418 -0.00807 0.01230 -0.00910 #AFIX 43 #H13A 2 0.052713 -0.068190 0.344646 11.00000 -1.20000 #AFIX 0 #C14 1 0.166672 -0.084808 0.426793 11.00000 0.06367 0.02925 = #0.05947 0.00360 0.02017 -0.00037 #AFIX 43 #H14A 2 0.183307 -0.141458 0.422811 11.00000 -1.20000 #AFIX 0 #C15 1 0.218617 -0.045179 0.478479 11.00000 0.05486 0.03836 = #0.04505 0.01221 0.01735 0.00190 #AFIX 43 #H15A 2 0.272024 -0.073797 0.510699 11.00000 -1.20000 #AFIX 0 #C16 1 0.191857 0.036948 0.482782 11.00000 0.04192 0.04114 = #0.02848 0.00527 0.00950 0.00033 #AFIX 43 #H16A 2 0.226437 0.064212 0.518795 11.00000 -1.20000 #AFIX 0 #C21 1 -0.080712 0.234992 0.319215 11.00000 0.03471 0.04260 = #0.02784 0.00141 0.00190 -0.00004 #AFIX 23 #H21A 2 -0.149080 0.273662 0.329145 11.00000 -1.20000 #H21B 2 -0.116747 0.213573 0.279260 11.00000 -1.20000 #AFIX 0 #N22 4 0.145955 0.276631 0.369878 11.00000 0.03036 0.02525 = #0.03970 -0.00377 0.00978 0.00173 #C22 1 0.052110 0.279212 0.319974 11.00000 0.03578 0.02628 = #0.03538 -0.00246 0.01249 0.00498 #C23 1 0.072393 0.323868 0.271650 11.00000 0.05227 0.03280 = #0.04166 0.00080 0.01961 0.00658 #AFIX 43 #H23A 2 0.005218 0.323953 0.236240 11.00000 -1.20000 #AFIX 0 #C24 1 0.191613 0.367924 0.276106 11.00000 0.06173 0.03306 = #0.05687 0.00188 0.03240 0.00302 #AFIX 43 #H24A 2 0.207509 0.399201 0.243712 11.00000 -1.20000 #AFIX 0 #C25 1 0.287291 0.366539 0.327396 11.00000 0.04259 0.02922 = #0.07469 -0.00647 0.03177 -0.00152 #AFIX 43 #H25A 2 0.369568 0.397299 0.331129 11.00000 -1.20000 #AFIX 0 #C26 1 0.262850 0.319937 0.373624 11.00000 0.03297 0.02722 = #0.05923 -0.00821 0.01527 0.00199 #AFIX 43 #H26A 2 0.330013 0.318271 0.409015 11.00000 -1.20000 #AFIX 0 #H7NA 2 0.117557 0.312854 0.532762 11.00000 0.06353 #H7NB 2 0.023171 0.371338 0.567111 11.00000 0.05515 #B 3 -0.053948 0.365708 0.722314 11.00000 0.02818 0.02299 = #0.02822 0.00239 0.00663 0.00036 #C31 1 0.034344 0.279306 0.729719 11.00000 0.02382 0.02365 = #0.03592 0.00027 0.00462 -0.00310 #C32 1 0.093664 0.246950 0.684951 11.00000 0.03915 0.03101 = #0.04214 -0.00062 0.01118 0.00013 #AFIX 43 #H32A 2 0.086233 0.277063 0.649521 11.00000 -1.20000 #AFIX 0 #C33 1 0.162963 0.172731 0.690002 11.00000 0.03917 0.03514 = #0.06059 -0.01130 0.01626 0.00176 #AFIX 43 #H33A 2 0.202421 0.153637 0.658544 11.00000 -1.20000 #AFIX 0 #C34 1 0.174682 0.126836 0.740280 11.00000 0.02959 0.02362 = #0.07473 0.00138 0.00707 0.00328 #AFIX 43 #H34A 2 0.222397 0.076242 0.744009 11.00000 -1.20000 #AFIX 0 #C35 1 0.115856 0.155631 0.785207 11.00000 0.03256 0.02891 = #0.05868 0.01202 0.00821 0.00234 #AFIX 43 #H35A 2 0.121338 0.124237 0.819967 11.00000 -1.20000 #AFIX 0 #C36 1 0.048584 0.230467 0.779739 11.00000 0.02735 0.02678 = #0.04337 0.00499 0.00828 -0.00068 #AFIX 43 #H36A 2 0.010420 0.249286 0.811634 11.00000 -1.20000 #AFIX 0 #C41 1 -0.035687 0.413313 0.785804 11.00000 0.02229 0.02526 = #0.02750 0.00388 0.00397 0.00404 #C42 1 0.042227 0.484164 0.799825 11.00000 0.03380 0.02961 = #0.03141 0.00120 0.00830 -0.00185 #AFIX 43 #H42A 2 0.087441 0.506721 0.771195 11.00000 -1.20000 #AFIX 0 #C43 1 0.056454 0.523004 0.853706 11.00000 0.03964 0.03800 = #0.03859 -0.00742 0.00571 -0.00577 #AFIX 43 #H43A 2 0.109353 0.571603 0.860866 11.00000 -1.20000 #AFIX 0 #C44 1 -0.005231 0.491918 0.896935 11.00000 0.04190 0.04901 = #0.03044 -0.00689 0.00602 0.00551 #AFIX 43 #H44A 2 0.005613 0.518065 0.934063 11.00000 -1.20000 #AFIX 0 #C45 1 -0.083250 0.421860 0.885129 11.00000 0.03239 0.04770 = #0.02994 0.00556 0.00905 0.00646 #AFIX 43 #H45A 2 -0.125995 0.399121 0.914492 11.00000 -1.20000 #AFIX 0 #C46 1 -0.099460 0.384597 0.830671 11.00000 0.02585 0.03138 = #0.03298 0.00520 0.00634 0.00333 #AFIX 43 #H46A 2 -0.156189 0.337540 0.823296 11.00000 -1.20000 #AFIX 0 #C51 1 -0.000111 0.425609 0.674644 11.00000 0.03034 0.02205 = #0.02463 -0.00364 0.00635 -0.00073 #C52 1 -0.087817 0.473218 0.633258 11.00000 0.03330 0.02583 = #0.03072 -0.00169 0.01089 0.00461 #AFIX 43 #H52A 2 -0.183747 0.470242 0.631973 11.00000 -1.20000 #AFIX 0 #C53 1 -0.041247 0.524665 0.593931 11.00000 0.04864 0.02807 = #0.03360 0.00756 0.01337 0.01116 #AFIX 43 #H53A 2 -0.104948 0.555947 0.566720 11.00000 -1.20000 #AFIX 0 #C54 1 0.097602 0.530430 0.594316 11.00000 0.05367 0.02536 = #0.03744 0.00498 0.01992 -0.00096 #AFIX 43 #H54A 2 0.130043 0.565143 0.567329 11.00000 -1.20000 #AFIX 0 #C55 1 0.188404 0.484827 0.634635 11.00000 0.03548 0.03076 = #0.03718 -0.00093 0.01120 -0.00659 #AFIX 43 #H55A 2 0.284115 0.488057 0.635446 11.00000 -1.20000 #AFIX 0 #C56 1 0.140134 0.434357 0.673915 11.00000 0.03273 0.02705 = #0.02747 0.00028 0.00262 -0.00201 #AFIX 43 #H56A 2 0.204793 0.404331 0.701588 11.00000 -1.20000 #AFIX 0 #C61 1 -0.217289 0.344724 0.698475 11.00000 0.02847 0.03091 = #0.02460 0.00646 0.00637 -0.00234 #C62 1 -0.321761 0.397306 0.708583 11.00000 0.03132 0.03990 = #0.03026 0.00346 0.00402 0.00106 #AFIX 43 #H62A 2 -0.296585 0.444328 0.732242 11.00000 -1.20000 #AFIX 0 #C63 1 -0.459851 0.383872 0.685689 11.00000 0.02885 0.06576 = #0.03448 0.00984 0.00509 0.00543 #AFIX 43 #H63A 2 -0.526686 0.420791 0.694381 11.00000 -1.20000 #AFIX 0 #C64 1 -0.500271 0.317130 0.650387 11.00000 0.03095 0.07935 = #0.03186 0.00723 0.00093 -0.01207 #AFIX 43 #H64A 2 -0.594536 0.308195 0.633931 11.00000 -1.20000 #AFIX 0 #C65 1 -0.401915 0.263600 0.639338 11.00000 0.04607 0.05621 = #0.03306 -0.00216 0.00619 -0.01833 #AFIX 43 #H65A 2 -0.428585 0.217159 0.615242 11.00000 -1.20000 #AFIX 0 #C66 1 -0.263005 0.276930 0.663259 11.00000 0.03782 0.04023 = #0.03049 -0.00252 0.00893 -0.00709 #AFIX 43 #H66A 2 -0.197372 0.238615 0.655324 11.00000 -1.20000 #AFIX 0 #PART -1 #N1S 4 0.520787 0.459956 0.431309 10.50000 0.08948 #C2S 1 0.486822 0.473841 0.475263 10.50000 0.08100 #C3S 1 0.435826 0.475966 0.530400 10.50000 0.13588 #AFIX 137 #H3S1 2 0.350390 0.444607 0.525663 10.50000 -1.50000 #H3S2 2 0.418490 0.532689 0.540225 10.50000 -1.50000 #H3S3 2 0.504627 0.452016 0.562043 10.50000 -1.50000 #HKLF 4 #REM ZNR117 IN p21/N SOLVED DIRDIF #REM R1 = 0.0374 for 5488 Fo > 4sig(Fo) and 0.0470 for all 6529 data #REM 472 parameters refined using 0 restraints #END #WGHT 0.0509 1.6741 #REM Highest difference peak 0.606, deepest hole -0.327, 1-sigma level 0.056 #Q1 1 0.1960 0.2172 0.4707 11.00000 0.05 0.61 #Q2 1 0.2513 0.2844 0.5095 11.00000 0.05 0.54 #Q3 1 0.0035 0.2067 0.4066 11.00000 0.05 0.51 #Q4 1 0.0586 0.1855 0.3986 11.00000 0.05 0.43 #Q5 1 0.2052 0.2252 0.5217 11.00000 0.05 0.39 #Q6 1 0.0723 0.2406 0.3988 11.00000 0.05 0.38 #Q7 1 0.1279 0.1832 0.4785 11.00000 0.05 0.37 #Q8 1 0.2128 0.0787 0.5335 11.00000 0.05 0.30 #Q9 1 0.3844 0.4625 0.4778 11.00000 0.05 0.29 #Q10 1 -0.2597 0.2801 0.5198 11.00000 0.05 0.29 ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0510P)^2^+1.6671P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6529 _refine_ls_number_parameters 472 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0470 _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.0995 _refine_ls_wR_factor_gt 0.0938 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn Zn 0.09689(3) 0.207390(16) 0.437830(11) 0.02996(10) Uani 1 1 d . . . Cl Cl 0.28522(7) 0.23355(5) 0.51049(3) 0.05114(19) Uani 1 1 d . . . N1 N -0.06130(19) 0.16753(11) 0.36115(8) 0.0300(4) Uani 1 1 d . . . C1 C -0.1840(2) 0.15097(14) 0.38551(10) 0.0336(5) Uani 1 1 d . . . H1A H -0.1770 0.0957 0.4031 0.040 Uiso 1 1 calc R . . H1B H -0.2664 0.1524 0.3535 0.040 Uiso 1 1 calc R . . N2 N -0.08075(19) 0.24567(11) 0.46326(8) 0.0277(4) Uani 1 1 d . . . C2 C -0.1990(2) 0.21335(14) 0.43178(10) 0.0309(5) Uani 1 1 d . . . C3 C -0.3255(3) 0.23167(15) 0.44279(11) 0.0362(6) Uani 1 1 d . . . H3A H -0.4062 0.2090 0.4194 0.043 Uiso 1 1 calc R . . C4 C -0.3334(3) 0.28438(15) 0.48905(11) 0.0402(6) Uani 1 1 d . . . H4A H -0.4199 0.2967 0.4983 0.048 Uiso 1 1 calc R . . C5 C -0.2171(3) 0.31820(15) 0.52087(11) 0.0375(6) Uani 1 1 d . . . H5A H -0.2218 0.3542 0.5525 0.045 Uiso 1 1 calc R . . C6 C -0.0897(2) 0.29945(13) 0.50667(10) 0.0307(5) Uani 1 1 d . . . N7 N 0.0267(3) 0.33539(14) 0.53529(10) 0.0426(5) Uani 1 1 d . . . C11 C -0.0068(3) 0.09316(14) 0.33822(10) 0.0355(5) Uani 1 1 d . . . H11A H 0.0564 0.1087 0.3122 0.043 Uiso 1 1 calc R . . H11B H -0.0834 0.0615 0.3147 0.043 Uiso 1 1 calc R . . N12 N 0.11897(19) 0.07970(12) 0.43811(8) 0.0313(4) Uani 1 1 d . . . C12 C 0.0680(2) 0.04126(14) 0.38740(10) 0.0324(5) Uani 1 1 d . . . C13 C 0.0900(3) -0.04156(15) 0.38063(12) 0.0438(6) Uani 1 1 d . . . H13A H 0.0527 -0.0682 0.3446 0.053 Uiso 1 1 calc R . . C14 C 0.1667(3) -0.08481(16) 0.42679(13) 0.0497(7) Uani 1 1 d . . . H14A H 0.1833 -0.1415 0.4228 0.060 Uiso 1 1 calc R . . C15 C 0.2186(3) -0.04518(16) 0.47848(12) 0.0451(6) Uani 1 1 d . . . H15A H 0.2720 -0.0738 0.5107 0.054 Uiso 1 1 calc R . . C16 C 0.1919(3) 0.03695(15) 0.48278(10) 0.0368(6) Uani 1 1 d . . . H16A H 0.2264 0.0642 0.5188 0.044 Uiso 1 1 calc R . . C21 C -0.0807(2) 0.23499(15) 0.31922(10) 0.0357(5) Uani 1 1 d . . . H21A H -0.1491 0.2737 0.3291 0.043 Uiso 1 1 calc R . . H21B H -0.1167 0.2136 0.2793 0.043 Uiso 1 1 calc R . . N22 N 0.14596(19) 0.27663(11) 0.36988(9) 0.0314(4) Uani 1 1 d . . . C22 C 0.0521(2) 0.27921(13) 0.31997(10) 0.0317(5) Uani 1 1 d . . . C23 C 0.0724(3) 0.32387(15) 0.27165(12) 0.0408(6) Uani 1 1 d . . . H23A H 0.0052 0.3240 0.2362 0.049 Uiso 1 1 calc R . . C24 C 0.1916(3) 0.36792(16) 0.27611(13) 0.0477(7) Uani 1 1 d . . . H24A H 0.2075 0.3992 0.2437 0.057 Uiso 1 1 calc R . . C25 C 0.2873(3) 0.36654(15) 0.32740(13) 0.0460(7) Uani 1 1 d . . . H25A H 0.3696 0.3973 0.3311 0.055 Uiso 1 1 calc R . . C26 C 0.2628(3) 0.31994(14) 0.37362(12) 0.0390(6) Uani 1 1 d . . . H26A H 0.3300 0.3183 0.4090 0.047 Uiso 1 1 calc R . . H7NA H 0.118(3) 0.3129(19) 0.5328(14) 0.064(9) Uiso 1 1 d . . . H7NB H 0.023(3) 0.3713(18) 0.5671(13) 0.055(8) Uiso 1 1 d . . . B B -0.0539(3) 0.36571(14) 0.72231(11) 0.0263(5) Uani 1 1 d . . . C31 C 0.0343(2) 0.27931(13) 0.72972(10) 0.0280(5) Uani 1 1 d . . . C32 C 0.0937(3) 0.24695(15) 0.68495(11) 0.0370(6) Uani 1 1 d . . . H32A H 0.0862 0.2771 0.6495 0.044 Uiso 1 1 calc R . . C33 C 0.1630(3) 0.17273(16) 0.69000(13) 0.0441(6) Uani 1 1 d . . . H33A H 0.2024 0.1536 0.6585 0.053 Uiso 1 1 calc R . . C34 C 0.1747(2) 0.12684(14) 0.74028(13) 0.0431(6) Uani 1 1 d . . . H34A H 0.2224 0.0762 0.7440 0.052 Uiso 1 1 calc R . . C35 C 0.1159(2) 0.15563(14) 0.78521(12) 0.0402(6) Uani 1 1 d . . . H35A H 0.1213 0.1242 0.8200 0.048 Uiso 1 1 calc R . . C36 C 0.0486(2) 0.23047(13) 0.77974(11) 0.0323(5) Uani 1 1 d . . . H36A H 0.0104 0.2493 0.8116 0.039 Uiso 1 1 calc R . . C41 C -0.0357(2) 0.41331(13) 0.78580(9) 0.0252(4) Uani 1 1 d . . . C42 C 0.0422(2) 0.48416(14) 0.79983(10) 0.0314(5) Uani 1 1 d . . . H42A H 0.0874 0.5067 0.7712 0.038 Uiso 1 1 calc R . . C43 C 0.0565(3) 0.52300(15) 0.85371(11) 0.0390(6) Uani 1 1 d . . . H43A H 0.1094 0.5716 0.8609 0.047 Uiso 1 1 calc R . . C44 C -0.0052(3) 0.49192(16) 0.89693(11) 0.0406(6) Uani 1 1 d . . . H44A H 0.0056 0.5181 0.9341 0.049 Uiso 1 1 calc R . . C45 C -0.0833(2) 0.42186(15) 0.88513(10) 0.0363(5) Uani 1 1 d . . . H45A H -0.1260 0.3991 0.9145 0.044 Uiso 1 1 calc R . . C46 C -0.0995(2) 0.38460(14) 0.83067(10) 0.0300(5) Uani 1 1 d . . . H46A H -0.1562 0.3375 0.8233 0.036 Uiso 1 1 calc R . . C51 C -0.0001(2) 0.42561(12) 0.67464(9) 0.0256(5) Uani 1 1 d . . . C52 C -0.0878(2) 0.47322(13) 0.63326(10) 0.0293(5) Uani 1 1 d . . . H52A H -0.1837 0.4702 0.6320 0.035 Uiso 1 1 calc R . . C53 C -0.0412(3) 0.52467(14) 0.59393(10) 0.0361(6) Uani 1 1 d . . . H53A H -0.1049 0.5559 0.5667 0.043 Uiso 1 1 calc R . . C54 C 0.0976(3) 0.53043(14) 0.59432(11) 0.0373(6) Uani 1 1 d . . . H54A H 0.1300 0.5651 0.5673 0.045 Uiso 1 1 calc R . . C55 C 0.1884(2) 0.48483(14) 0.63463(10) 0.0339(5) Uani 1 1 d . . . H55A H 0.2841 0.4881 0.6354 0.041 Uiso 1 1 calc R . . C56 C 0.1401(2) 0.43436(13) 0.67391(10) 0.0296(5) Uani 1 1 d . . . H56A H 0.2048 0.4043 0.7016 0.035 Uiso 1 1 calc R . . C61 C -0.2173(2) 0.34472(13) 0.69847(9) 0.0279(5) Uani 1 1 d . . . C62 C -0.3218(2) 0.39731(15) 0.70858(10) 0.0341(5) Uani 1 1 d . . . H62A H -0.2966 0.4443 0.7322 0.041 Uiso 1 1 calc R . . C63 C -0.4599(2) 0.38387(18) 0.68569(11) 0.0432(6) Uani 1 1 d . . . H63A H -0.5267 0.4208 0.6944 0.052 Uiso 1 1 calc R . . C64 C -0.5003(3) 0.31713(19) 0.65039(11) 0.0481(7) Uani 1 1 d . . . H64A H -0.5945 0.3082 0.6339 0.058 Uiso 1 1 calc R . . C65 C -0.4019(3) 0.26360(18) 0.63934(11) 0.0454(7) Uani 1 1 d . . . H65A H -0.4286 0.2172 0.6152 0.054 Uiso 1 1 calc R . . C66 C -0.2630(3) 0.27693(15) 0.66326(10) 0.0359(5) Uani 1 1 d . . . H66A H -0.1974 0.2386 0.6553 0.043 Uiso 1 1 calc R . . N1S N 0.5208(7) 0.4600(4) 0.4313(3) 0.089(2) Uiso 0.50 1 d P A -1 C2S C 0.4868(9) 0.4738(5) 0.4753(4) 0.081(2) Uiso 0.50 1 d P A -1 C3S C 0.4358(13) 0.4760(8) 0.5304(5) 0.136(4) Uiso 0.50 1 d P A -1 H3S1 H 0.3504 0.4446 0.5257 0.204 Uiso 0.50 1 calc PR A -1 H3S2 H 0.4185 0.5327 0.5402 0.204 Uiso 0.50 1 calc PR A -1 H3S3 H 0.5046 0.4520 0.5620 0.204 Uiso 0.50 1 calc PR A -1 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 Zn 0.02970(16) 0.03053(16) 0.02797(16) -0.00524(11) 0.00179(11) -0.00292(11) Cl 0.0405(4) 0.0592(4) 0.0462(4) -0.0147(3) -0.0091(3) -0.0033(3) N1 0.0318(10) 0.0325(10) 0.0246(10) -0.0018(8) 0.0029(8) -0.0053(8) C1 0.0320(13) 0.0376(13) 0.0303(12) -0.0034(10) 0.0040(10) -0.0097(10) N2 0.0325(10) 0.0273(10) 0.0224(9) 0.0016(7) 0.0038(8) -0.0023(8) C2 0.0347(13) 0.0322(12) 0.0253(12) 0.0031(9) 0.0046(10) -0.0061(10) C3 0.0333(13) 0.0420(14) 0.0330(13) 0.0046(10) 0.0059(10) -0.0066(10) C4 0.0393(14) 0.0433(14) 0.0412(15) 0.0057(11) 0.0158(12) 0.0004(11) C5 0.0487(15) 0.0339(13) 0.0327(13) 0.0015(10) 0.0148(12) 0.0019(11) C6 0.0422(14) 0.0248(11) 0.0238(11) 0.0037(9) 0.0039(10) -0.0014(10) N7 0.0495(14) 0.0393(12) 0.0367(12) -0.0107(10) 0.0034(10) -0.0015(10) C11 0.0429(14) 0.0350(13) 0.0288(12) -0.0085(10) 0.0074(11) -0.0077(11) N12 0.0336(11) 0.0321(10) 0.0291(10) -0.0012(8) 0.0083(8) -0.0028(8) C12 0.0343(13) 0.0340(12) 0.0309(12) -0.0035(10) 0.0112(10) -0.0067(10) C13 0.0525(16) 0.0357(14) 0.0442(15) -0.0081(12) 0.0123(13) -0.0091(12) C14 0.0637(19) 0.0292(13) 0.0595(18) 0.0036(12) 0.0202(15) -0.0004(12) C15 0.0549(17) 0.0384(14) 0.0451(16) 0.0122(12) 0.0173(13) 0.0019(12) C16 0.0419(14) 0.0411(14) 0.0285(12) 0.0053(10) 0.0095(11) 0.0003(11) C21 0.0347(13) 0.0426(14) 0.0278(12) 0.0014(10) 0.0019(10) 0.0000(10) N22 0.0304(10) 0.0252(10) 0.0397(12) -0.0038(8) 0.0098(9) 0.0017(8) C22 0.0358(13) 0.0263(12) 0.0354(13) -0.0025(9) 0.0125(11) 0.0050(9) C23 0.0523(16) 0.0328(13) 0.0417(14) 0.0008(11) 0.0196(12) 0.0066(12) C24 0.0617(19) 0.0331(14) 0.0569(18) 0.0019(12) 0.0324(16) 0.0030(12) C25 0.0426(15) 0.0292(13) 0.075(2) -0.0065(13) 0.0318(15) -0.0015(11) C26 0.0330(13) 0.0272(12) 0.0592(17) -0.0082(11) 0.0153(12) 0.0020(10) B 0.0282(13) 0.0230(12) 0.0282(13) 0.0024(10) 0.0066(10) 0.0004(10) C31 0.0238(11) 0.0237(11) 0.0359(13) 0.0003(9) 0.0046(10) -0.0031(8) C32 0.0391(14) 0.0310(13) 0.0421(14) -0.0006(11) 0.0112(11) 0.0001(10) C33 0.0392(14) 0.0351(14) 0.0606(18) -0.0113(13) 0.0163(13) 0.0018(11) C34 0.0296(13) 0.0236(12) 0.0747(19) 0.0014(12) 0.0071(13) 0.0033(10) C35 0.0326(13) 0.0289(12) 0.0587(17) 0.0120(11) 0.0082(12) 0.0023(10) C36 0.0273(12) 0.0268(11) 0.0434(14) 0.0050(10) 0.0083(10) -0.0007(9) C41 0.0223(11) 0.0253(11) 0.0275(11) 0.0039(9) 0.0040(9) 0.0040(8) C42 0.0338(13) 0.0296(12) 0.0314(12) 0.0012(9) 0.0083(10) -0.0018(9) C43 0.0396(14) 0.0380(14) 0.0386(14) -0.0074(11) 0.0057(11) -0.0058(11) C44 0.0419(15) 0.0490(15) 0.0304(13) -0.0069(11) 0.0060(11) 0.0055(12) C45 0.0324(13) 0.0477(14) 0.0299(13) 0.0056(11) 0.0090(10) 0.0065(11) C46 0.0258(11) 0.0314(12) 0.0330(12) 0.0052(10) 0.0063(9) 0.0033(9) C51 0.0303(12) 0.0221(10) 0.0246(11) -0.0036(8) 0.0063(9) -0.0007(9) C52 0.0333(12) 0.0258(11) 0.0307(12) -0.0017(9) 0.0109(10) 0.0046(9) C53 0.0486(15) 0.0281(12) 0.0336(13) 0.0076(10) 0.0134(11) 0.0112(10) C54 0.0537(16) 0.0254(12) 0.0374(13) 0.0050(10) 0.0199(12) -0.0010(11) C55 0.0355(13) 0.0308(12) 0.0372(13) -0.0009(10) 0.0112(11) -0.0066(10) C56 0.0327(12) 0.0271(11) 0.0275(12) 0.0003(9) 0.0026(10) -0.0020(9) C61 0.0285(12) 0.0309(12) 0.0246(11) 0.0065(9) 0.0064(9) -0.0023(9) C62 0.0313(12) 0.0399(13) 0.0303(12) 0.0035(10) 0.0040(10) 0.0011(10) C63 0.0288(13) 0.0658(18) 0.0345(14) 0.0098(13) 0.0051(11) 0.0054(12) C64 0.0309(14) 0.079(2) 0.0319(14) 0.0072(13) 0.0009(11) -0.0121(13) C65 0.0461(16) 0.0562(17) 0.0331(14) -0.0022(12) 0.0062(12) -0.0183(13) C66 0.0378(14) 0.0402(14) 0.0305(13) -0.0025(10) 0.0089(11) -0.0071(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 Zn N2 2.0704(19) . ? Zn N22 2.081(2) . ? Zn N12 2.1021(19) . ? Zn N1 2.2247(18) . ? Zn Cl 2.2959(7) . ? N1 C21 1.460(3) . ? N1 C1 1.471(3) . ? N1 C11 1.476(3) . ? C1 C2 1.512(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? N2 C6 1.356(3) . ? N2 C2 1.361(3) . ? C2 C3 1.367(3) . ? C3 C4 1.394(4) . ? C3 H3A 0.9500 . ? C4 C5 1.360(4) . ? C4 H4A 0.9500 . ? C5 C6 1.407(3) . ? C5 H5A 0.9500 . ? C6 N7 1.349(3) . ? N7 H7NA 0.99(3) . ? N7 H7NB 0.95(3) . ? C11 C12 1.497(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? N12 C16 1.338(3) . ? N12 C12 1.342(3) . ? C12 C13 1.388(3) . ? C13 C14 1.380(4) . ? C13 H13A 0.9500 . ? C14 C15 1.372(4) . ? C14 H14A 0.9500 . ? C15 C16 1.378(4) . ? C15 H15A 0.9500 . ? C16 H16A 0.9500 . ? C21 C22 1.504(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? N22 C22 1.335(3) . ? N22 C26 1.350(3) . ? C22 C23 1.389(3) . ? C23 C24 1.374(4) . ? C23 H23A 0.9500 . ? C24 C25 1.368(4) . ? C24 H24A 0.9500 . ? C25 C26 1.379(4) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? B C61 1.644(3) . ? B C41 1.647(3) . ? B C51 1.648(3) . ? B C31 1.656(3) . ? C31 C36 1.395(3) . ? C31 C32 1.400(3) . ? C32 C33 1.390(3) . ? C32 H32A 0.9500 . ? C33 C34 1.375(4) . ? C33 H33A 0.9500 . ? C34 C35 1.379(4) . ? C34 H34A 0.9500 . ? C35 C36 1.390(3) . ? C35 H35A 0.9500 . ? C36 H36A 0.9500 . ? C41 C42 1.397(3) . ? C41 C46 1.407(3) . ? C42 C43 1.386(3) . ? C42 H42A 0.9500 . ? C43 C44 1.376(4) . ? C43 H43A 0.9500 . ? C44 C45 1.381(4) . ? C44 H44A 0.9500 . ? C45 C46 1.385(3) . ? C45 H45A 0.9500 . ? C46 H46A 0.9500 . ? C51 C52 1.399(3) . ? C51 C56 1.406(3) . ? C52 C53 1.390(3) . ? C52 H52A 0.9500 . ? C53 C54 1.383(4) . ? C53 H53A 0.9500 . ? C54 C55 1.382(3) . ? C54 H54A 0.9500 . ? C55 C56 1.387(3) . ? C55 H55A 0.9500 . ? C56 H56A 0.9500 . ? C61 C66 1.400(3) . ? C61 C62 1.405(3) . ? C62 C63 1.387(3) . ? C62 H62A 0.9500 . ? C63 C64 1.377(4) . ? C63 H63A 0.9500 . ? C64 C65 1.376(4) . ? C64 H64A 0.9500 . ? C65 C66 1.399(4) . ? C65 H65A 0.9500 . ? C66 H66A 0.9500 . ? N1S C2S 1.162(10) . ? C2S C3S 1.471(13) . ? C3S H3S1 0.9800 . ? C3S H3S2 0.9800 . ? C3S H3S3 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 Zn N22 113.34(7) . . ? N2 Zn N12 113.26(7) . . ? N22 Zn N12 120.25(7) . . ? N2 Zn N1 79.11(7) . . ? N22 Zn N1 77.75(7) . . ? N12 Zn N1 76.54(7) . . ? N2 Zn Cl 110.50(5) . . ? N22 Zn Cl 100.10(6) . . ? N12 Zn Cl 96.55(6) . . ? N1 Zn Cl 170.00(5) . . ? C21 N1 C1 112.85(18) . . ? C21 N1 C11 113.07(18) . . ? C1 N1 C11 112.39(18) . . ? C21 N1 Zn 106.87(14) . . ? C1 N1 Zn 104.68(13) . . ? C11 N1 Zn 106.23(14) . . ? N1 C1 C2 110.96(18) . . ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? C6 N2 C2 118.28(19) . . ? C6 N2 Zn 126.66(15) . . ? C2 N2 Zn 115.06(15) . . ? N2 C2 C3 122.8(2) . . ? N2 C2 C1 116.5(2) . . ? C3 C2 C1 120.5(2) . . ? C2 C3 C4 118.5(2) . . ? C2 C3 H3A 120.7 . . ? C4 C3 H3A 120.7 . . ? C5 C4 C3 119.9(2) . . ? C5 C4 H4A 120.1 . . ? C3 C4 H4A 120.1 . . ? C4 C5 C6 119.5(2) . . ? C4 C5 H5A 120.3 . . ? C6 C5 H5A 120.3 . . ? N7 C6 N2 118.2(2) . . ? N7 C6 C5 120.9(2) . . ? N2 C6 C5 120.9(2) . . ? C6 N7 H7NA 120.8(19) . . ? C6 N7 H7NB 119.4(18) . . ? H7NA N7 H7NB 117(3) . . ? N1 C11 C12 110.79(18) . . ? N1 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? N1 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? C16 N12 C12 119.1(2) . . ? C16 N12 Zn 124.24(16) . . ? C12 N12 Zn 116.29(15) . . ? N12 C12 C13 121.2(2) . . ? N12 C12 C11 116.5(2) . . ? C13 C12 C11 122.3(2) . . ? C14 C13 C12 119.2(2) . . ? C14 C13 H13A 120.4 . . ? C12 C13 H13A 120.4 . . ? C15 C14 C13 119.3(2) . . ? C15 C14 H14A 120.3 . . ? C13 C14 H14A 120.3 . . ? C14 C15 C16 118.7(3) . . ? C14 C15 H15A 120.6 . . ? C16 C15 H15A 120.6 . . ? N12 C16 C15 122.4(2) . . ? N12 C16 H16A 118.8 . . ? C15 C16 H16A 118.8 . . ? N1 C21 C22 111.03(19) . . ? N1 C21 H21A 109.4 . . ? C22 C21 H21A 109.4 . . ? N1 C21 H21B 109.4 . . ? C22 C21 H21B 109.4 . . ? H21A C21 H21B 108.0 . . ? C22 N22 C26 118.8(2) . . ? C22 N22 Zn 116.55(15) . . ? C26 N22 Zn 124.62(18) . . ? N22 C22 C23 122.0(2) . . ? N22 C22 C21 117.0(2) . . ? C23 C22 C21 121.0(2) . . ? C24 C23 C22 118.6(3) . . ? C24 C23 H23A 120.7 . . ? C22 C23 H23A 120.7 . . ? C25 C24 C23 119.7(3) . . ? C25 C24 H24A 120.2 . . ? C23 C24 H24A 120.2 . . ? C24 C25 C26 119.2(2) . . ? C24 C25 H25A 120.4 . . ? C26 C25 H25A 120.4 . . ? N22 C26 C25 121.7(3) . . ? N22 C26 H26A 119.2 . . ? C25 C26 H26A 119.2 . . ? C61 B C41 108.91(17) . . ? C61 B C51 109.32(17) . . ? C41 B C51 109.21(17) . . ? C61 B C31 108.91(17) . . ? C41 B C31 110.54(17) . . ? C51 B C31 109.93(17) . . ? C36 C31 C32 114.6(2) . . ? C36 C31 B 122.6(2) . . ? C32 C31 B 122.7(2) . . ? C33 C32 C31 123.0(2) . . ? C33 C32 H32A 118.5 . . ? C31 C32 H32A 118.5 . . ? C34 C33 C32 120.3(2) . . ? C34 C33 H33A 119.8 . . ? C32 C33 H33A 119.8 . . ? C33 C34 C35 118.7(2) . . ? C33 C34 H34A 120.6 . . ? C35 C34 H34A 120.6 . . ? C34 C35 C36 120.1(2) . . ? C34 C35 H35A 119.9 . . ? C36 C35 H35A 119.9 . . ? C35 C36 C31 123.2(2) . . ? C35 C36 H36A 118.4 . . ? C31 C36 H36A 118.4 . . ? C42 C41 C46 114.6(2) . . ? C42 C41 B 123.93(19) . . ? C46 C41 B 121.45(19) . . ? C43 C42 C41 122.9(2) . . ? C43 C42 H42A 118.6 . . ? C41 C42 H42A 118.6 . . ? C44 C43 C42 120.7(2) . . ? C44 C43 H43A 119.6 . . ? C42 C43 H43A 119.6 . . ? C43 C44 C45 118.5(2) . . ? C43 C44 H44A 120.7 . . ? C45 C44 H44A 120.7 . . ? C44 C45 C46 120.3(2) . . ? C44 C45 H45A 119.8 . . ? C46 C45 H45A 119.8 . . ? C45 C46 C41 122.9(2) . . ? C45 C46 H46A 118.5 . . ? C41 C46 H46A 118.5 . . ? C52 C51 C56 114.7(2) . . ? C52 C51 B 123.51(19) . . ? C56 C51 B 121.77(19) . . ? C53 C52 C51 123.1(2) . . ? C53 C52 H52A 118.5 . . ? C51 C52 H52A 118.5 . . ? C54 C53 C52 120.1(2) . . ? C54 C53 H53A 119.9 . . ? C52 C53 H53A 119.9 . . ? C55 C54 C53 118.9(2) . . ? C55 C54 H54A 120.6 . . ? C53 C54 H54A 120.6 . . ? C54 C55 C56 120.2(2) . . ? C54 C55 H55A 119.9 . . ? C56 C55 H55A 119.9 . . ? C55 C56 C51 123.0(2) . . ? C55 C56 H56A 118.5 . . ? C51 C56 H56A 118.5 . . ? C66 C61 C62 114.8(2) . . ? C66 C61 B 123.1(2) . . ? C62 C61 B 122.0(2) . . ? C63 C62 C61 123.2(2) . . ? C63 C62 H62A 118.4 . . ? C61 C62 H62A 118.4 . . ? C64 C63 C62 120.1(3) . . ? C64 C63 H63A 119.9 . . ? C62 C63 H63A 119.9 . . ? C65 C64 C63 118.9(2) . . ? C65 C64 H64A 120.5 . . ? C63 C64 H64A 120.5 . . ? C64 C65 C66 120.6(3) . . ? C64 C65 H65A 119.7 . . ? C66 C65 H65A 119.7 . . ? C65 C66 C61 122.3(2) . . ? C65 C66 H66A 118.8 . . ? C61 C66 H66A 118.8 . . ? N1S C2S C3S 169.7(11) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.606 _refine_diff_density_min -0.327 _refine_diff_density_rms 0.056 data_r2769 _database_code_CSD 210658 # referred to as 3 in manuscript. #Note to referee: please see refine special details for cifcheck output #and final shelx res file. _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety [ZnCl2(L3)]MeCN _chemical_formula_sum 'C18 H29 Cl2 N5 O Zn' _chemical_formula_weight 467.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall ' -P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9950(13) _cell_length_b 10.2286(16) _cell_length_c 14.220(2) _cell_angle_alpha 101.773(2) _cell_angle_beta 100.503(2) _cell_angle_gamma 92.944(2) _cell_volume 1114.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6880 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 29 _exptl_crystal_description plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.81 _exptl_crystal_size_mid 0.76 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.394 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 1.359 _exptl_absorpt_correction_type Multiscan _exptl_absorpt_correction_T_min 0.721 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details Sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method 'Omega and Phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9678 _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_sigmaI/netI 0.0336 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 28.69 _reflns_number_total 5113 _reflns_number_gt 4582 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; 060_ALERT B Ratio Tmax/Tmin (Exp-to-Rep) (too) large ..... 1.59 This may reflect the correction for errors other than crystal absorption,e.g. from the glass fibre or mounting oil. No action taken. 063_ALERT B Crystal Probably too Large for Beam Size ..... 0.81 mm The collimator used was 0.5mm in diameter. Gorbitz has shown that use of a large crystal does not appear to matter. See C. H. Gorbitz Acta Cryst. (1999). B55, 1090-1098 042_ALERT C Calc. and Rep. MoietyFormula Strings Differ .. ? Moiety formula chose to be consistent with paper numbering. 062_ALERT C Rescale T(min) & T(max) by ................... 0.76 No action. 125_ALERT C No _symmetry_space_group_name_Hall given ..... ? corrected. 144_ALERT C su on alpha Small or Missing (x 10000) ... 20 Deg. 145_ALERT C su on beta Small or Missing (x 10000) ... 20 Deg. 146_ALERT C su on gamma Small or Missing (x 10000) ... 20 Deg. These are the data output by Saint, although there is common agreement that they are unrealistically low. 221_ALERT C Large Solvent/Anion N Ueq(max)/Ueq(min) . 3.57 Ratio 244_ALERT C Low Solvent U(eq) as Compared to Neighbors ... C1S Noted, it seems that the solvent may suffer some slight disorder or high thermal motion. #TITL r2769 in P-1 #CELL 0.71073 7.9950 10.2286 14.2204 101.773 100.503 92.944 #ZERR 2.00 0.0013 0.0016 0.0023 0.002 0.002 0.002 #LATT 1 #SFAC C H N O CL ZN #UNIT 36 58 10 2 4 2 #TEMP -123 #L.S. 6 #BOND $H #FMAP 2 #PLAN 10 #ACTA #RTAB DNCL CL1 N7 #RTAB DCO C5 O8 #WGHT 0.049800 0.263500 #FVAR 0.74692 #ZN 6 0.751315 0.858960 0.721130 11.00000 0.02807 0.03002 = #0.01861 0.00208 0.00614 0.00536 #CL1 5 0.817705 0.650425 0.689047 11.00000 0.06095 0.04233 = #0.02556 0.00604 0.00720 0.02814 #N1 3 0.598761 0.935142 0.819801 11.00000 0.03045 0.02250 = #0.01942 0.00258 0.00769 0.00195 #C1 1 0.506389 1.028748 0.766729 11.00000 0.04042 0.02537 = #0.02476 0.00477 0.01184 0.00959 #AFIX 23 #H1A 2 0.584888 1.108501 0.770409 11.00000 -1.20000 #H1B 2 0.410722 1.059250 0.798544 11.00000 -1.20000 #AFIX 0 #CL2 5 0.948727 1.027213 0.736243 11.00000 0.03636 0.05894 = #0.03076 0.00200 0.01122 -0.01237 #N2 3 0.537438 0.876405 0.617835 11.00000 0.02628 0.02244 = #0.02064 0.00489 0.00731 0.00200 #C2 1 0.437640 0.962764 0.660967 11.00000 0.03005 0.02275 = #0.02584 0.00774 0.01164 0.00327 #C3 1 0.287104 0.994218 0.609875 11.00000 0.02735 0.02811 = #0.03567 0.00829 0.01316 0.00663 #AFIX 43 #H3A 2 0.217880 1.054488 0.641603 11.00000 -1.20000 #AFIX 0 #C4 1 0.239366 0.935777 0.511191 11.00000 0.02362 0.03243 = #0.03412 0.01023 0.00578 0.00278 #AFIX 43 #H4A 2 0.136909 0.956990 0.474201 11.00000 -1.20000 #AFIX 0 #C5 1 0.339427 0.846903 0.466064 11.00000 0.02394 0.02883 = #0.02635 0.00564 0.00354 0.00056 #AFIX 43 #H5A 2 0.307039 0.806129 0.398343 11.00000 -1.20000 #AFIX 0 #C6 1 0.489130 0.818476 0.522311 11.00000 0.02507 0.02100 = #0.02287 0.00630 0.00689 0.00051 #N7 3 0.598934 0.728389 0.485961 11.00000 0.02820 0.02710 = #0.01734 0.00420 0.00301 0.00674 #H7N 2 0.666384 0.701504 0.527691 11.00000 0.03086 #O8 4 0.507737 0.709323 0.322699 11.00000 0.03872 0.03397 = #0.02037 0.00512 0.00006 0.01021 #C8 1 0.603392 0.677291 0.388877 11.00000 0.02684 0.01887 = #0.02041 0.00214 0.00291 -0.00211 #C9 1 0.738720 0.579693 0.372066 11.00000 0.02790 0.02218 = #0.02014 0.00232 0.00351 0.00239 #C1OA 1 0.731276 0.537695 0.262314 11.00000 0.04530 0.03720 = #0.02244 0.00150 0.00911 0.01102 #AFIX 33 #H1OA 2 0.756759 0.616801 0.236632 11.00000 -1.50000 #H1OB 2 0.616718 0.495896 0.229758 11.00000 -1.50000 #H1OC 2 0.815555 0.473329 0.249845 11.00000 -1.50000 #AFIX 0 #C10B 1 0.698958 0.455915 0.412417 11.00000 0.04508 0.02460 = #0.03273 0.00737 0.00924 0.00695 #AFIX 33 #H10D 2 0.584897 0.413491 0.379409 11.00000 -1.50000 #H10E 2 0.702592 0.483216 0.482999 11.00000 -1.50000 #H10F 2 0.783993 0.391989 0.400613 11.00000 -1.50000 #AFIX 0 #C10C 1 0.916675 0.648158 0.422393 11.00000 0.02698 0.03585 = #0.03860 -0.00095 0.00383 0.00292 #AFIX 33 #H10A 2 0.939828 0.726800 0.395696 11.00000 -1.50000 #H10B 2 1.002651 0.585059 0.410643 11.00000 -1.50000 #H10C 2 0.921341 0.676393 0.493020 11.00000 -1.50000 #AFIX 0 #C11 1 0.698145 1.012645 0.915885 11.00000 0.03542 0.02550 = #0.02145 -0.00092 0.00898 -0.00153 #AFIX 23 #H11A 2 0.620851 1.065010 0.952682 11.00000 -1.20000 #H11B 2 0.786244 1.076273 0.904773 11.00000 -1.20000 #AFIX 0 #C12 1 0.782849 0.918290 0.975050 11.00000 0.03035 0.03256 = #0.02284 0.00056 0.00493 -0.00099 #AFIX 23 #H12A 2 0.861983 0.867335 0.938846 11.00000 -1.20000 #H12B 2 0.850160 0.970634 1.038168 11.00000 -1.20000 #AFIX 0 #N13 3 0.654568 0.825474 0.993439 11.00000 0.03284 0.02809 = #0.01954 0.00464 0.00392 0.00176 #C13 1 0.732661 0.737048 1.053930 11.00000 0.04752 0.03743 = #0.02906 0.00824 0.00006 0.00774 #AFIX 33 #H13A 2 0.796452 0.790967 1.116449 11.00000 -1.50000 #H13B 2 0.810702 0.683641 1.019807 11.00000 -1.50000 #H13C 2 0.643296 0.677125 1.066175 11.00000 -1.50000 #AFIX 0 #C14 1 0.558978 0.745806 0.899981 11.00000 0.03549 0.02719 = #0.02174 0.00302 0.00565 -0.00171 #AFIX 23 #H14A 2 0.472160 0.682050 0.912129 11.00000 -1.20000 #H14B 2 0.637765 0.693368 0.864437 11.00000 -1.20000 #AFIX 0 #C15 1 0.472081 0.836196 0.838134 11.00000 0.02745 0.03047 = #0.02157 0.00315 0.00583 -0.00237 #AFIX 23 #H15A 2 0.409306 0.781081 0.774785 11.00000 -1.20000 #H15B 2 0.388296 0.884449 0.872090 11.00000 -1.20000 #AFIX 0 #N1S 3 0.796993 0.365492 1.008525 11.00000 0.10062 0.06158 = #0.08491 0.00337 0.04953 -0.01545 #C1S 1 0.818315 0.380757 0.934392 11.00000 0.04398 0.03429 = #0.06489 -0.00039 0.01512 -0.00464 #C2S 1 0.850255 0.399845 0.841256 11.00000 0.05683 0.05223 = #0.04579 0.00889 -0.00535 0.00286 #AFIX 137 #H2SA 2 0.932164 0.478565 0.851810 11.00000 0.09166 #H2SB 2 0.742993 0.413622 0.800137 11.00000 0.09161 #H2SC 2 0.897307 0.320314 0.808551 11.00000 0.08066 #HKLF 4 #REM r2769 in P-1 #REM R1 = 0.0322 for 4582 Fo > 4sig(Fo) and 0.0363 for all 5113 data #REM 252 parameters refined using 0 restraints #END #WGHT 0.0496 0.2637 #REM Highest difference peak 0.745, deepest hole -0.334, 1-sigma level 0.070 #Q1 1 0.9911 0.9636 0.7378 11.00000 0.05 0.75 #Q2 1 0.8455 0.8999 0.7162 11.00000 0.05 0.58 #Q3 1 0.8148 0.8055 0.7051 11.00000 0.05 0.45 #Q4 1 0.7779 0.8300 0.7717 11.00000 0.05 0.44 #Q5 1 0.6652 0.8965 0.7271 11.00000 0.05 0.42 #Q6 1 0.7390 0.9591 0.9422 11.00000 0.05 0.41 #Q7 1 0.5367 0.7728 0.5016 11.00000 0.05 0.40 #Q8 1 0.8228 0.6175 0.3942 11.00000 0.05 0.40 #Q9 1 0.4939 0.9211 0.6375 11.00000 0.05 0.39 #Q10 1 0.7443 0.8917 0.6715 11.00000 0.05 0.39 ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0498P)^2^+0.2635P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom/difmap (H7N)' _refine_ls_hydrogen_treatment 'riding/refall (H7N)' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5113 _refine_ls_number_parameters 252 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0363 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0874 _refine_ls_wR_factor_gt 0.0848 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn Zn 0.75131(2) 0.858960(19) 0.721130(13) 0.02574(8) Uani 1 1 d . . . Cl1 Cl 0.81771(7) 0.65043(5) 0.68905(3) 0.04247(13) Uani 1 1 d . . . N1 N 0.59876(18) 0.93514(13) 0.81980(10) 0.0241(3) Uani 1 1 d . . . C1 C 0.5064(2) 1.02875(17) 0.76673(13) 0.0293(4) Uani 1 1 d . . . H1A H 0.5849 1.1085 0.7704 0.035 Uiso 1 1 calc R . . H1B H 0.4107 1.0593 0.7985 0.035 Uiso 1 1 calc R . . Cl2 Cl 0.94873(6) 1.02721(6) 0.73624(3) 0.04315(13) Uani 1 1 d . . . N2 N 0.53744(17) 0.87641(13) 0.61784(10) 0.0228(3) Uani 1 1 d . . . C2 C 0.4376(2) 0.96276(16) 0.66097(12) 0.0250(3) Uani 1 1 d . . . C3 C 0.2871(2) 0.99422(17) 0.60987(13) 0.0291(3) Uani 1 1 d . . . H3A H 0.2179 1.0545 0.6416 0.035 Uiso 1 1 calc R . . C4 C 0.2394(2) 0.93578(18) 0.51119(13) 0.0296(4) Uani 1 1 d . . . H4A H 0.1369 0.9570 0.4742 0.036 Uiso 1 1 calc R . . C5 C 0.3394(2) 0.84690(17) 0.46606(13) 0.0267(3) Uani 1 1 d . . . H5A H 0.3070 0.8061 0.3983 0.032 Uiso 1 1 calc R . . C6 C 0.4891(2) 0.81848(15) 0.52231(12) 0.0225(3) Uani 1 1 d . . . N7 N 0.59893(18) 0.72839(14) 0.48596(10) 0.0243(3) Uani 1 1 d . . . H7N H 0.666(3) 0.702(2) 0.5277(17) 0.031(5) Uiso 1 1 d . . . O8 O 0.50774(17) 0.70932(13) 0.32270(9) 0.0316(3) Uani 1 1 d . . . C8 C 0.6034(2) 0.67729(15) 0.38888(11) 0.0227(3) Uani 1 1 d . . . C9 C 0.7387(2) 0.57969(16) 0.37207(12) 0.0239(3) Uani 1 1 d . . . C1OA C 0.7313(3) 0.5377(2) 0.26231(13) 0.0351(4) Uani 1 1 d . . . H1OA H 0.7568 0.6168 0.2366 0.053 Uiso 1 1 calc R . . H1OB H 0.6167 0.4959 0.2298 0.053 Uiso 1 1 calc R . . H1OC H 0.8156 0.4733 0.2498 0.053 Uiso 1 1 calc R . . C10B C 0.6990(3) 0.45591(18) 0.41242(14) 0.0336(4) Uani 1 1 d . . . H10D H 0.5849 0.4135 0.3794 0.050 Uiso 1 1 calc R . . H10E H 0.7026 0.4832 0.4830 0.050 Uiso 1 1 calc R . . H10F H 0.7840 0.3920 0.4006 0.050 Uiso 1 1 calc R . . C10C C 0.9167(2) 0.64816(19) 0.42239(15) 0.0355(4) Uani 1 1 d . . . H10A H 0.9398 0.7268 0.3957 0.053 Uiso 1 1 calc R . . H10B H 1.0027 0.5851 0.4106 0.053 Uiso 1 1 calc R . . H10C H 0.9213 0.6764 0.4930 0.053 Uiso 1 1 calc R . . C11 C 0.6981(2) 1.01264(17) 0.91589(12) 0.0281(3) Uani 1 1 d . . . H11A H 0.6209 1.0650 0.9527 0.034 Uiso 1 1 calc R . . H11B H 0.7862 1.0763 0.9048 0.034 Uiso 1 1 calc R . . C12 C 0.7828(2) 0.91829(18) 0.97505(12) 0.0296(4) Uani 1 1 d . . . H12A H 0.8620 0.8673 0.9388 0.035 Uiso 1 1 calc R . . H12B H 0.8502 0.9706 1.0382 0.035 Uiso 1 1 calc R . . N13 N 0.65457(19) 0.82547(14) 0.99344(10) 0.0271(3) Uani 1 1 d . . . C13 C 0.7327(3) 0.7370(2) 1.05393(14) 0.0387(4) Uani 1 1 d . . . H13A H 0.7965 0.7910 1.1164 0.058 Uiso 1 1 calc R . . H13B H 0.8107 0.6836 1.0198 0.058 Uiso 1 1 calc R . . H13C H 0.6433 0.6771 1.0662 0.058 Uiso 1 1 calc R . . C14 C 0.5590(2) 0.74581(17) 0.89998(12) 0.0286(3) Uani 1 1 d . . . H14A H 0.4722 0.6820 0.9121 0.034 Uiso 1 1 calc R . . H14B H 0.6378 0.6934 0.8644 0.034 Uiso 1 1 calc R . . C15 C 0.4721(2) 0.83620(17) 0.83813(12) 0.0269(3) Uani 1 1 d . . . H15A H 0.4093 0.7811 0.7748 0.032 Uiso 1 1 calc R . . H15B H 0.3883 0.8844 0.8721 0.032 Uiso 1 1 calc R . . N1S N 0.7970(4) 0.3655(3) 1.0085(2) 0.0810(8) Uani 1 1 d . . . C1S C 0.8183(3) 0.3808(2) 0.9344(2) 0.0491(5) Uani 1 1 d . . . C2S C 0.8503(3) 0.3998(3) 0.84126(18) 0.0540(6) Uani 1 1 d . . . H2SA H 0.9322 0.4786 0.8518 0.092(11) Uiso 1 1 calc R . . H2SB H 0.7430 0.4136 0.8001 0.092(11) Uiso 1 1 calc R . . H2SC H 0.8973 0.3203 0.8086 0.081(10) 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 Zn 0.02807(12) 0.03002(12) 0.01861(11) 0.00208(8) 0.00614(7) 0.00536(8) Cl1 0.0610(3) 0.0423(3) 0.0256(2) 0.00604(19) 0.0072(2) 0.0281(2) N1 0.0305(7) 0.0225(6) 0.0194(6) 0.0026(5) 0.0077(5) 0.0020(5) C1 0.0404(10) 0.0254(8) 0.0248(8) 0.0048(7) 0.0118(7) 0.0096(7) Cl2 0.0364(2) 0.0589(3) 0.0308(2) 0.0020(2) 0.01122(18) -0.0124(2) N2 0.0263(7) 0.0224(6) 0.0206(6) 0.0049(5) 0.0073(5) 0.0020(5) C2 0.0300(8) 0.0228(7) 0.0258(8) 0.0077(6) 0.0116(6) 0.0033(6) C3 0.0274(8) 0.0281(8) 0.0357(9) 0.0083(7) 0.0132(7) 0.0066(7) C4 0.0236(8) 0.0324(8) 0.0341(9) 0.0102(7) 0.0058(7) 0.0028(7) C5 0.0239(8) 0.0288(8) 0.0264(8) 0.0056(7) 0.0035(6) 0.0006(6) C6 0.0251(7) 0.0210(7) 0.0229(7) 0.0063(6) 0.0069(6) 0.0005(6) N7 0.0282(7) 0.0271(7) 0.0173(6) 0.0042(5) 0.0030(5) 0.0067(6) O8 0.0387(7) 0.0340(6) 0.0204(6) 0.0051(5) 0.0001(5) 0.0102(5) C8 0.0268(8) 0.0189(7) 0.0204(7) 0.0021(6) 0.0029(6) -0.0021(6) C9 0.0279(8) 0.0222(7) 0.0201(7) 0.0023(6) 0.0035(6) 0.0024(6) C1OA 0.0453(11) 0.0372(9) 0.0224(8) 0.0015(7) 0.0091(7) 0.0110(8) C10B 0.0451(10) 0.0246(8) 0.0327(9) 0.0074(7) 0.0092(8) 0.0070(7) C10C 0.0270(9) 0.0358(9) 0.0386(10) -0.0010(8) 0.0038(7) 0.0029(7) C11 0.0354(9) 0.0255(8) 0.0214(8) -0.0009(6) 0.0090(6) -0.0015(7) C12 0.0303(8) 0.0326(8) 0.0228(8) 0.0006(7) 0.0049(6) -0.0010(7) N13 0.0328(7) 0.0281(7) 0.0195(6) 0.0046(5) 0.0039(5) 0.0018(6) C13 0.0475(11) 0.0374(10) 0.0291(9) 0.0082(8) 0.0001(8) 0.0077(8) C14 0.0355(9) 0.0272(8) 0.0217(8) 0.0030(6) 0.0057(6) -0.0017(7) C15 0.0275(8) 0.0305(8) 0.0216(8) 0.0032(6) 0.0058(6) -0.0024(7) N1S 0.101(2) 0.0616(15) 0.0849(19) 0.0034(13) 0.0495(17) -0.0154(14) C1S 0.0440(12) 0.0343(10) 0.0649(16) -0.0004(10) 0.0151(11) -0.0046(9) C2S 0.0568(14) 0.0522(13) 0.0458(13) 0.0089(11) -0.0053(11) 0.0029(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 Zn N2 2.0823(14) . ? Zn N1 2.0830(14) . ? Zn Cl1 2.2016(6) . ? Zn Cl2 2.2238(6) . ? N1 C1 1.482(2) . ? N1 C15 1.489(2) . ? N1 C11 1.491(2) . ? C1 C2 1.505(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? N2 C6 1.342(2) . ? N2 C2 1.350(2) . ? C2 C3 1.377(2) . ? C3 C4 1.383(3) . ? C3 H3A 0.9500 . ? C4 C5 1.379(2) . ? C4 H4A 0.9500 . ? C5 C6 1.392(2) . ? C5 H5A 0.9500 . ? C6 N7 1.393(2) . ? N7 C8 1.381(2) . ? N7 H7N 0.83(2) . ? O8 C8 1.211(2) . ? C8 C9 1.527(2) . ? C9 C1OA 1.521(2) . ? C9 C10C 1.533(2) . ? C9 C10B 1.535(2) . ? C1OA H1OA 0.9800 . ? C1OA H1OB 0.9800 . ? C1OA H1OC 0.9800 . ? C10B H10D 0.9800 . ? C10B H10E 0.9800 . ? C10B H10F 0.9800 . ? C10C H10A 0.9800 . ? C10C H10B 0.9800 . ? C10C H10C 0.9800 . ? C11 C12 1.513(2) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 N13 1.456(2) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? N13 C13 1.459(2) . ? N13 C14 1.462(2) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.512(2) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? N1S C1S 1.138(4) . ? C1S C2S 1.443(4) . ? C2S H2SA 0.9800 . ? C2S H2SB 0.9800 . ? C2S H2SC 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 Zn N1 82.90(6) . . ? N2 Zn Cl1 108.21(4) . . ? N1 Zn Cl1 125.43(4) . . ? N2 Zn Cl2 109.86(4) . . ? N1 Zn Cl2 104.00(4) . . ? Cl1 Zn Cl2 119.91(3) . . ? C1 N1 C15 108.98(14) . . ? C1 N1 C11 109.00(13) . . ? C15 N1 C11 108.75(12) . . ? C1 N1 Zn 100.16(10) . . ? C15 N1 Zn 115.90(10) . . ? C11 N1 Zn 113.53(10) . . ? N1 C1 C2 111.24(13) . . ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? C6 N2 C2 119.43(14) . . ? C6 N2 Zn 131.34(11) . . ? C2 N2 Zn 109.23(10) . . ? N2 C2 C3 122.04(15) . . ? N2 C2 C1 115.80(14) . . ? C3 C2 C1 122.06(15) . . ? C2 C3 C4 118.25(16) . . ? C2 C3 H3A 120.9 . . ? C4 C3 H3A 120.9 . . ? C5 C4 C3 120.47(16) . . ? C5 C4 H4A 119.8 . . ? C3 C4 H4A 119.8 . . ? C4 C5 C6 118.29(16) . . ? C4 C5 H5A 120.9 . . ? C6 C5 H5A 120.9 . . ? N2 C6 C5 121.52(15) . . ? N2 C6 N7 114.67(14) . . ? C5 C6 N7 123.81(15) . . ? C8 N7 C6 127.14(14) . . ? C8 N7 H7N 117.3(15) . . ? C6 N7 H7N 115.5(15) . . ? O8 C8 N7 121.96(15) . . ? O8 C8 C9 123.11(15) . . ? N7 C8 C9 114.92(14) . . ? C1OA C9 C8 108.18(14) . . ? C1OA C9 C10C 109.30(15) . . ? C8 C9 C10C 110.09(13) . . ? C1OA C9 C10B 109.54(14) . . ? C8 C9 C10B 109.05(14) . . ? C10C C9 C10B 110.63(15) . . ? C9 C1OA H1OA 109.5 . . ? C9 C1OA H1OB 109.5 . . ? H1OA C1OA H1OB 109.5 . . ? C9 C1OA H1OC 109.5 . . ? H1OA C1OA H1OC 109.5 . . ? H1OB C1OA H1OC 109.5 . . ? C9 C10B H10D 109.5 . . ? C9 C10B H10E 109.5 . . ? H10D C10B H10E 109.5 . . ? C9 C10B H10F 109.5 . . ? H10D C10B H10F 109.5 . . ? H10E C10B H10F 109.5 . . ? C9 C10C H10A 109.5 . . ? C9 C10C H10B 109.5 . . ? H10A C10C H10B 109.5 . . ? C9 C10C H10C 109.5 . . ? H10A C10C H10C 109.5 . . ? H10B C10C H10C 109.5 . . ? N1 C11 C12 110.14(14) . . ? N1 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? N1 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? N13 C12 C11 110.27(14) . . ? N13 C12 H12A 109.6 . . ? C11 C12 H12A 109.6 . . ? N13 C12 H12B 109.6 . . ? C11 C12 H12B 109.6 . . ? H12A C12 H12B 108.1 . . ? C12 N13 C13 111.31(15) . . ? C12 N13 C14 109.30(13) . . ? C13 N13 C14 109.84(14) . . ? N13 C13 H13A 109.5 . . ? N13 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N13 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N13 C14 C15 110.31(14) . . ? N13 C14 H14A 109.6 . . ? C15 C14 H14A 109.6 . . ? N13 C14 H14B 109.6 . . ? C15 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? N1 C15 C14 111.08(14) . . ? N1 C15 H15A 109.4 . . ? C14 C15 H15A 109.4 . . ? N1 C15 H15B 109.4 . . ? C14 C15 H15B 109.4 . . ? H15A C15 H15B 108.0 . . ? N1S C1S C2S 178.4(3) . . ? C1S C2S H2SA 109.5 . . ? C1S C2S H2SB 109.5 . . ? H2SA C2S H2SB 109.5 . . ? C1S C2S H2SC 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? _diffrn_measured_fraction_theta_max 0.889 _diffrn_reflns_theta_full 28.69 _diffrn_measured_fraction_theta_full 0.889 _refine_diff_density_max 0.745 _refine_diff_density_min -0.334 _refine_diff_density_rms 0.070 data_r3586 _database_code_CSD 210659 # referred to as 4 in manuscript. #Note to referee: please see refine special details for cifcheck output #and final shelx res file. _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety [ZnCl2(L4)] _chemical_formula_sum 'C11 H18 Cl2 N4 Zn' _chemical_formula_weight 342.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P212121 _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.0138(7) _cell_length_b 11.1924(9) _cell_length_c 14.6243(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1475.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7428 _cell_measurement_theta_min 2 _cell_measurement_theta_max 29 _exptl_crystal_description plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.542 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 2.015 _exptl_absorpt_correction_type Multiscan _exptl_absorpt_correction_T_min 0.687 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details Sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method omega _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9124 _diffrn_reflns_av_R_equivalents 0.0284 _diffrn_reflns_av_sigmaI/netI 0.0405 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 28.92 _reflns_number_total 3556 _reflns_number_gt 3431 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; 042_ALERT C Calc. and Rep. MoietyFormula Strings Differ .. ? Moiety formula chose to be consistent with paper numbering. 062_ALERT C Rescale T(min) & T(max) by ................... 0.67 No action. 125_ALERT C No _symmetry_space_group_name_Hall given ..... ? Corrected. #TITL r3586 in P2(1)2(1)2(1) #CELL 0.71073 9.0138 11.1924 14.6243 90.000 90.000 90.000 #ZERR 4.00 0.0007 0.0009 0.0011 0.000 0.000 0.000 #LATT -1 #SYMM 0.5-X, -Y, 0.5+Z #SYMM -X, 0.5+Y, 0.5-Z #SYMM 0.5+X, 0.5-Y, -Z #SFAC C H N CL ZN #UNIT 44 72 16 8 4 #TEMP -123 #ACTA #RTAB DNCL1 N7 CL1 #RTAB DNCL2 N7 CL2 #L.S. 6 #BOND $H #FMAP 2 #PLAN 10 #WGHT 0.021000 #FVAR 0.20678 #ZN 5 0.376571 0.980274 0.099525 11.00000 0.02022 0.02546 = #0.02537 -0.00271 -0.00141 -0.00186 #N1 3 0.454468 1.119581 0.181144 11.00000 0.02639 0.02307 = #0.02204 0.00133 -0.00262 0.00014 #C1 1 0.597509 1.070572 0.214462 11.00000 0.03015 0.03013 = #0.03228 -0.00087 -0.01157 -0.00151 #AFIX 23 #H1A 2 0.578096 1.012320 0.263980 11.00000 -1.20000 #H1B 2 0.658118 1.136218 0.240211 11.00000 -1.20000 #AFIX 0 #CL1 4 0.269461 1.002686 -0.035488 11.00000 0.03123 0.05244 = #0.02393 -0.00371 -0.00345 -0.00375 #CL2 4 0.255924 0.854389 0.191514 11.00000 0.03051 0.02779 = #0.03188 0.00379 -0.00404 -0.00539 #C2 1 0.682395 1.010458 0.139488 11.00000 0.02552 0.02535 = #0.03720 0.00708 -0.00627 -0.00146 #N2 3 0.597416 0.947614 0.079528 11.00000 0.02210 0.02452 = #0.03534 -0.00016 -0.00086 0.00061 #C3 1 0.833803 1.011927 0.133913 11.00000 0.02500 0.03816 = #0.05163 0.00908 -0.01190 -0.00675 #AFIX 43 #H3A 2 0.891126 1.057633 0.175720 11.00000 -1.20000 #AFIX 0 #C4 1 0.902074 0.945013 0.065665 11.00000 0.02084 0.04072 = #0.06285 0.01558 0.00092 0.00274 #AFIX 43 #H4A 2 1.007210 0.943807 0.061221 11.00000 -1.20000 #AFIX 0 #C5 1 0.819044 0.881422 0.005383 11.00000 0.02694 0.03433 = #0.05296 0.00714 0.00743 0.00818 #AFIX 43 #H5A 2 0.865546 0.834995 -0.040831 11.00000 -1.20000 #AFIX 0 #C6 1 0.663052 0.885042 0.012120 11.00000 0.02596 0.02350 = #0.04089 0.00368 0.00503 0.00223 #N7 3 0.576214 0.826208 -0.046913 11.00000 0.03054 0.03804 = #0.05182 -0.01740 0.00992 0.00185 #C11 1 0.360243 1.149776 0.261409 11.00000 0.04050 0.02919 = #0.02006 0.00063 0.00162 -0.00077 #AFIX 23 #H11A 2 0.413431 1.206987 0.301293 11.00000 -1.20000 #H11B 2 0.340145 1.076582 0.297344 11.00000 -1.20000 #AFIX 0 #C12 1 0.215882 1.203999 0.230387 11.00000 0.03590 0.03276 = #0.02865 -0.00126 0.00458 0.00106 #AFIX 23 #H12A 2 0.161437 1.145596 0.192194 11.00000 -1.20000 #H12B 2 0.153870 1.222604 0.284416 11.00000 -1.20000 #AFIX 0 #N13 3 0.241015 1.312545 0.178081 11.00000 0.03599 0.02922 = #0.03116 0.00020 0.00127 0.00610 #C13 1 0.099417 1.363048 0.148154 11.00000 0.04417 0.04870 = #0.04874 0.00181 -0.00253 0.01528 #AFIX 33 #H13A 2 0.037854 1.380796 0.201692 11.00000 -1.50000 #H13B 2 0.047995 1.305388 0.108928 11.00000 -1.50000 #H13C 2 0.117546 1.436790 0.113795 11.00000 -1.50000 #AFIX 0 #C14 1 0.334146 1.285426 0.098676 11.00000 0.03916 0.02790 = #0.02580 0.00320 -0.00104 0.00215 #AFIX 23 #H14A 2 0.353086 1.359720 0.063842 11.00000 -1.20000 #H14B 2 0.281262 1.229000 0.057990 11.00000 -1.20000 #AFIX 0 #C15 1 0.479349 1.231462 0.127695 11.00000 0.03089 0.02538 = #0.02725 0.00372 0.00065 -0.00362 #AFIX 23 #H15A 2 0.539821 1.213270 0.072927 11.00000 -1.20000 #H15B 2 0.534794 1.289578 0.165598 11.00000 -1.20000 #AFIX 0 #H7NB 2 0.615391 0.788963 -0.087303 11.00000 0.04894 #H7NA 2 0.495814 0.853692 -0.052808 11.00000 0.04767 #HKLF 4 #REM r3586 in P2(1)2(1)2(1) #REM R1 = 0.0236 for 3431 Fo > 4sig(Fo) and 0.0246 for all 3556 data #REM 171 parameters refined using 0 restraints #END #WGHT 0.0209 0.0000 #REM Highest difference peak 0.382, deepest hole -0.355, 1-sigma level 0.065 #Q1 1 0.3782 0.9787 0.1554 11.00000 0.05 0.32 #Q2 1 0.3931 1.1383 0.2185 11.00000 0.05 0.28 #Q3 1 0.3201 0.9281 0.0969 11.00000 0.05 0.27 #Q4 1 0.3200 1.0340 0.0951 11.00000 0.05 0.26 #Q5 1 0.2738 1.2976 0.1439 11.00000 0.05 0.25 #Q6 1 0.2213 0.9474 -0.0339 11.00000 0.05 0.25 #Q7 1 0.2782 1.0146 -0.0885 11.00000 0.05 0.23 #Q8 1 0.3789 0.9699 0.0436 11.00000 0.05 0.22 #Q9 1 0.3343 0.9449 -0.0293 11.00000 0.05 0.22 #Q10 1 0.1020 1.4258 0.1323 11.00000 0.05 0.21 ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0210P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom/difmap (H7NA&B)' _refine_ls_hydrogen_treatment 'riding/refall (H7NA&B)' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.030(9) _refine_ls_number_reflns 3556 _refine_ls_number_parameters 171 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0246 _refine_ls_R_factor_gt 0.0236 _refine_ls_wR_factor_ref 0.0554 _refine_ls_wR_factor_gt 0.0551 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn Zn 0.37657(2) 0.98027(2) 0.099525(13) 0.02368(6) Uani 1 1 d . . . N1 N 0.45447(16) 1.11958(14) 0.18114(10) 0.0238(3) Uani 1 1 d . . . C1 C 0.5975(2) 1.07057(19) 0.21446(13) 0.0309(4) Uani 1 1 d . . . H1A H 0.5781 1.0123 0.2640 0.037 Uiso 1 1 calc R . . H1B H 0.6581 1.1362 0.2402 0.037 Uiso 1 1 calc R . . Cl1 Cl 0.26946(5) 1.00269(5) -0.03549(3) 0.03587(12) Uani 1 1 d . . . Cl2 Cl 0.25592(5) 0.85439(4) 0.19151(3) 0.03006(10) Uani 1 1 d . . . C2 C 0.68239(19) 1.01046(19) 0.13949(13) 0.0294(4) Uani 1 1 d . . . N2 N 0.59742(16) 0.94761(15) 0.07953(11) 0.0273(3) Uani 1 1 d . . . C3 C 0.8338(2) 1.0119(2) 0.13391(15) 0.0383(5) Uani 1 1 d . . . H3A H 0.8911 1.0576 0.1757 0.046 Uiso 1 1 calc R . . C4 C 0.9021(2) 0.9450(2) 0.06567(17) 0.0415(5) Uani 1 1 d . . . H4A H 1.0072 0.9438 0.0612 0.050 Uiso 1 1 calc R . . C5 C 0.8190(2) 0.8814(2) 0.00538(17) 0.0381(5) Uani 1 1 d . . . H5A H 0.8655 0.8350 -0.0408 0.046 Uiso 1 1 calc R . . C6 C 0.6631(2) 0.88504(18) 0.01212(15) 0.0301(4) Uani 1 1 d . . . N7 N 0.5762(2) 0.82621(19) -0.04691(15) 0.0401(5) Uani 1 1 d . . . C11 C 0.3602(2) 1.14978(19) 0.26141(12) 0.0299(4) Uani 1 1 d . . . H11A H 0.4134 1.2070 0.3013 0.036 Uiso 1 1 calc R . . H11B H 0.3401 1.0766 0.2973 0.036 Uiso 1 1 calc R . . C12 C 0.2159(2) 1.2040(2) 0.23039(14) 0.0324(4) Uani 1 1 d . . . H12A H 0.1614 1.1456 0.1922 0.039 Uiso 1 1 calc R . . H12B H 0.1539 1.2226 0.2844 0.039 Uiso 1 1 calc R . . N13 N 0.24101(19) 1.31254(16) 0.17808(11) 0.0321(4) Uani 1 1 d . . . C13 C 0.0994(3) 1.3630(2) 0.14815(17) 0.0472(6) Uani 1 1 d . . . H13A H 0.0379 1.3808 0.2017 0.071 Uiso 1 1 calc R . . H13B H 0.0480 1.3054 0.1089 0.071 Uiso 1 1 calc R . . H13C H 0.1175 1.4368 0.1138 0.071 Uiso 1 1 calc R . . C14 C 0.3341(2) 1.28543(18) 0.09868(14) 0.0310(4) Uani 1 1 d . . . H14A H 0.3531 1.3597 0.0638 0.037 Uiso 1 1 calc R . . H14B H 0.2813 1.2290 0.0580 0.037 Uiso 1 1 calc R . . C15 C 0.4793(2) 1.23146(18) 0.12770(12) 0.0278(4) Uani 1 1 d . . . H15A H 0.5398 1.2133 0.0729 0.033 Uiso 1 1 calc R . . H15B H 0.5348 1.2896 0.1656 0.033 Uiso 1 1 calc R . . H7NB H 0.615(3) 0.789(3) -0.0873(17) 0.049(7) Uiso 1 1 d . . . H7NA H 0.496(3) 0.854(3) -0.0528(17) 0.048(8) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn 0.02022(9) 0.02546(11) 0.02537(10) -0.00271(9) -0.00141(8) -0.00186(8) N1 0.0264(7) 0.0231(8) 0.0220(7) 0.0013(6) -0.0026(6) 0.0001(6) C1 0.0302(10) 0.0301(10) 0.0323(9) -0.0009(8) -0.0116(8) -0.0015(8) Cl1 0.0312(2) 0.0524(3) 0.02393(19) -0.0037(2) -0.00345(17) -0.0037(2) Cl2 0.0305(2) 0.0278(2) 0.0319(2) 0.00379(19) -0.00404(19) -0.0054(2) C2 0.0255(8) 0.0253(10) 0.0372(10) 0.0071(9) -0.0063(7) -0.0015(8) N2 0.0221(7) 0.0245(8) 0.0353(8) -0.0002(7) -0.0009(6) 0.0006(6) C3 0.0250(8) 0.0382(12) 0.0516(12) 0.0091(11) -0.0119(8) -0.0068(9) C4 0.0208(9) 0.0407(12) 0.0629(14) 0.0156(11) 0.0009(9) 0.0027(9) C5 0.0269(9) 0.0343(12) 0.0530(13) 0.0071(11) 0.0074(9) 0.0082(9) C6 0.0260(9) 0.0235(10) 0.0409(11) 0.0037(8) 0.0050(8) 0.0022(7) N7 0.0305(9) 0.0380(11) 0.0518(12) -0.0174(9) 0.0099(9) 0.0019(8) C11 0.0405(11) 0.0292(10) 0.0201(8) 0.0006(7) 0.0016(8) -0.0008(9) C12 0.0359(11) 0.0328(11) 0.0287(9) -0.0013(8) 0.0046(8) 0.0011(9) N13 0.0360(9) 0.0292(8) 0.0312(8) 0.0002(7) 0.0013(7) 0.0061(8) C13 0.0442(13) 0.0487(14) 0.0487(13) 0.0018(11) -0.0025(10) 0.0153(11) C14 0.0392(10) 0.0279(10) 0.0258(9) 0.0032(9) -0.0010(8) 0.0022(8) C15 0.0309(9) 0.0254(9) 0.0272(9) 0.0037(7) 0.0006(7) -0.0036(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 Zn N2 2.0450(15) . ? Zn N1 2.0854(16) . ? Zn Cl1 2.2122(5) . ? Zn Cl2 2.2310(5) . ? N1 C1 1.483(2) . ? N1 C11 1.488(2) . ? N1 C15 1.493(2) . ? C1 C2 1.497(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.360(3) . ? C2 C3 1.367(2) . ? N2 C6 1.346(3) . ? C3 C4 1.391(3) . ? C3 H3A 0.9500 . ? C4 C5 1.358(3) . ? C4 H4A 0.9500 . ? C5 C6 1.410(3) . ? C5 H5A 0.9500 . ? C6 N7 1.339(3) . ? N7 H7NB 0.80(3) . ? N7 H7NA 0.79(3) . ? C11 C12 1.506(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 N13 1.453(3) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? N13 C13 1.463(3) . ? N13 C14 1.465(2) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.503(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? 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 Zn N1 83.55(6) . . ? N2 Zn Cl1 108.51(5) . . ? N1 Zn Cl1 124.96(4) . . ? N2 Zn Cl2 116.60(5) . . ? N1 Zn Cl2 106.93(4) . . ? Cl1 Zn Cl2 113.40(2) . . ? C1 N1 C11 108.72(14) . . ? C1 N1 C15 110.58(14) . . ? C11 N1 C15 107.96(15) . . ? C1 N1 Zn 101.78(12) . . ? C11 N1 Zn 115.42(12) . . ? C15 N1 Zn 112.21(11) . . ? N1 C1 C2 111.71(14) . . ? N1 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? N1 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 107.9 . . ? N2 C2 C3 122.0(2) . . ? N2 C2 C1 114.63(15) . . ? C3 C2 C1 123.27(19) . . ? C6 N2 C2 119.58(16) . . ? C6 N2 Zn 128.72(13) . . ? C2 N2 Zn 111.32(13) . . ? C2 C3 C4 118.5(2) . . ? C2 C3 H3A 120.7 . . ? C4 C3 H3A 120.7 . . ? C5 C4 C3 120.27(19) . . ? C5 C4 H4A 119.9 . . ? C3 C4 H4A 119.9 . . ? C4 C5 C6 119.3(2) . . ? C4 C5 H5A 120.4 . . ? C6 C5 H5A 120.4 . . ? N7 C6 N2 118.11(17) . . ? N7 C6 C5 121.6(2) . . ? N2 C6 C5 120.3(2) . . ? C6 N7 H7NB 118.1(18) . . ? C6 N7 H7NA 114(2) . . ? H7NB N7 H7NA 122(3) . . ? N1 C11 C12 110.31(14) . . ? N1 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? N1 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? N13 C12 C11 111.15(17) . . ? N13 C12 H12A 109.4 . . ? C11 C12 H12A 109.4 . . ? N13 C12 H12B 109.4 . . ? C11 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C12 N13 C13 110.15(18) . . ? C12 N13 C14 109.47(16) . . ? C13 N13 C14 110.06(17) . . ? N13 C13 H13A 109.5 . . ? N13 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N13 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N13 C14 C15 111.01(16) . . ? N13 C14 H14A 109.4 . . ? C15 C14 H14A 109.4 . . ? N13 C14 H14B 109.4 . . ? C15 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? N1 C15 C14 110.74(15) . . ? N1 C15 H15A 109.5 . . ? C14 C15 H15A 109.5 . . ? N1 C15 H15B 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 108.1 . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 28.92 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 0.382 _refine_diff_density_min -0.355 _refine_diff_density_rms 0.065 data_r3687 _database_code_CSD 210660 #referred as 5 in manuscript. #Note to referee: please see refine special details for cifcheck output #and final shelx res file. _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety [ZnCl2(L5)] _chemical_formula_sum 'C15 H23 Cl2 N3 O2 Zn' _chemical_formula_weight 413.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 10.9906(7) _cell_length_b 16.3898(10) _cell_length_c 20.4387(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3681.7(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5226 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 28 _exptl_crystal_description block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.492 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1712 _exptl_absorpt_coefficient_mu 1.635 _exptl_absorpt_correction_type Multiscan _exptl_absorpt_correction_T_min 0.859 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details Sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method Omega _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22085 _diffrn_reflns_av_R_equivalents 0.0499 _diffrn_reflns_av_sigmaI/netI 0.0417 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 28.89 _reflns_number_total 4586 _reflns_number_gt 3980 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; 042_ALERT C Calc. and Rep. MoietyFormula Strings Differ .. ? Moiety formula chose to be consistent with paper numbering. 062_ALERT C Rescale T(min) & T(max) by ................... 0.80 No action. 125_ALERT C No _symmetry_space_group_name_Hall given ..... ? Corrected 352_ALERT C Short N-H Bond (0.87A) N7 - H7N = 0.76 Ang. No action; the su is large anyway. H-bonding from this atom is of chemical interest which justifies its treatment during refinement. In the text this value is altered to 1.01 A (the 'standard' neutron distance). #TITL r3687 in Pbca #CELL 0.71073 10.9906 16.3898 20.4387 90.000 90.000 90.000 #ZERR 8.00 0.0007 0.0010 0.0012 0.000 0.000 0.000 #LATT 1 #SYMM 0.5-X, -Y, 0.5+Z #SYMM -X, 0.5+Y, 0.5-Z #SYMM 0.5+X, 0.5-Y, -Z #SFAC C H N O CL ZN #UNIT 120 184 24 16 16 8 #TEMP -123 #L.S. 6 #BOND $H #FMAP 2 #PLAN 10 #ACTA #RTAB DNCl CL1 N7 #RTAB DCO C5 O8 #WGHT 0.042100 3.238000 #FVAR 0.27878 #ZN 6 0.778956 0.105121 0.579283 11.00000 0.02594 0.01910 = #0.01764 0.00034 -0.00113 0.00004 #N1 3 0.830676 0.011425 0.642870 11.00000 0.02112 0.02447 = #0.01939 0.00146 0.00199 -0.00184 #C1 1 0.728330 -0.046854 0.636511 11.00000 0.02363 0.02982 = #0.02236 0.00825 -0.00030 -0.00547 #AFIX 23 #H1A 2 0.658670 -0.027190 0.662863 11.00000 -1.20000 #H1B 2 0.753461 -0.100557 0.654090 11.00000 -1.20000 #AFIX 0 #C1OC 1 0.662015 0.251058 0.396143 11.00000 0.03848 0.02122 = #0.03398 0.00117 0.00110 0.00523 #AFIX 33 #H1OA 2 0.690404 0.302547 0.377138 11.00000 -1.50000 #H1OB 2 0.712759 0.237019 0.433928 11.00000 -1.50000 #H1OC 2 0.577232 0.257005 0.410206 11.00000 -1.50000 #AFIX 0 #C1OA 1 0.802984 0.174157 0.322040 11.00000 0.03624 0.03581 = #0.04423 0.01357 0.01745 0.00595 #AFIX 33 #H1OD 2 0.831865 0.226252 0.304358 11.00000 -1.50000 #H1OE 2 0.807434 0.132188 0.287971 11.00000 -1.50000 #H1OF 2 0.854110 0.158129 0.359162 11.00000 -1.50000 #AFIX 0 #CL1 5 0.915417 0.152253 0.507649 11.00000 0.03043 0.02529 = #0.02315 0.00278 0.00008 -0.00681 #CL2 5 0.661590 0.193893 0.628839 11.00000 0.04513 0.03550 = #0.03138 -0.00867 0.00096 0.01365 #N2 3 0.695985 0.010625 0.528942 11.00000 0.01710 0.02135 = #0.01908 0.00204 0.00307 0.00049 #C2 1 0.688719 -0.056811 0.566302 11.00000 0.02047 0.02202 = #0.02405 0.00274 0.00268 0.00084 #C3 1 0.641914 -0.128919 0.542911 11.00000 0.02279 0.02045 = #0.03024 0.00455 0.00242 0.00031 #AFIX 43 #H3A 2 0.640518 -0.176541 0.569398 11.00000 -1.20000 #AFIX 0 #C4 1 0.596982 -0.130165 0.479814 11.00000 0.02980 0.01881 = #0.03020 -0.00369 0.00294 -0.00110 #AFIX 43 #H4A 2 0.561012 -0.178646 0.463233 11.00000 -1.20000 #AFIX 0 #C5 1 0.603740 -0.061764 0.440558 11.00000 0.02663 0.02493 = #0.02268 -0.00261 0.00087 0.00016 #AFIX 43 #H5A 2 0.573418 -0.062358 0.397034 11.00000 -1.20000 #AFIX 0 #C6 1 0.656273 0.007809 0.466810 11.00000 0.01768 0.02150 = #0.01949 -0.00049 0.00195 0.00282 #N7 3 0.675616 0.080047 0.431680 11.00000 0.02753 0.02235 = #0.01719 0.00001 -0.00373 -0.00458 #H7N 2 0.722934 0.107978 0.447127 11.00000 0.02354 #O8 4 0.555585 0.058175 0.343390 11.00000 0.03000 0.03507 = #0.02030 -0.00076 -0.00372 -0.00401 #C8 1 0.626866 0.101182 0.372486 11.00000 0.02282 0.02467 = #0.01627 -0.00347 0.00486 0.00701 #C9 1 0.670822 0.183390 0.344933 11.00000 0.03013 0.02325 = #0.02144 0.00511 -0.00025 0.00472 #C10B 1 0.589548 0.205182 0.286777 11.00000 0.05901 0.03453 = #0.02545 0.00789 -0.00827 0.00925 #AFIX 33 #H10A 2 0.615589 0.257524 0.268304 11.00000 -1.50000 #H10B 2 0.504889 0.209403 0.301443 11.00000 -1.50000 #H10C 2 0.596080 0.162585 0.253312 11.00000 -1.50000 #AFIX 0 #C11 1 0.842129 0.036460 0.712745 11.00000 0.03068 0.03333 = #0.01810 0.00223 -0.00357 -0.00205 #AFIX 23 #H11A 2 0.850708 -0.012488 0.740749 11.00000 -1.20000 #H11B 2 0.768060 0.066228 0.726530 11.00000 -1.20000 #AFIX 0 #C12 1 0.952108 0.090597 0.720619 11.00000 0.03878 0.03801 = #0.02906 -0.00046 -0.00971 -0.00403 #AFIX 23 #H12A 2 0.941559 0.140151 0.693508 11.00000 -1.20000 #H12B 2 0.958649 0.107945 0.766882 11.00000 -1.20000 #AFIX 0 #O13 4 1.060927 0.050446 0.701956 11.00000 0.02732 0.05044 = #0.04198 0.01157 -0.01228 -0.00385 #C14 1 1.052929 0.027527 0.634977 11.00000 0.02118 0.03990 = #0.04522 0.01338 0.00134 0.00398 #AFIX 23 #H14A 2 1.128951 -0.000486 0.621921 11.00000 -1.20000 #H14B 2 1.044578 0.077168 0.607747 11.00000 -1.20000 #AFIX 0 #C15 1 0.945984 -0.028293 0.622405 11.00000 0.02435 0.02605 = #0.03425 0.00311 0.00466 0.00402 #AFIX 23 #H15A 2 0.942031 -0.041753 0.575233 11.00000 -1.20000 #H15B 2 0.956976 -0.079778 0.647036 11.00000 -1.20000 #HKLF 4 #REM r3687 in Pbca #REM R1 = 0.0581 for 3980 Fo > 4sig(Fo) and 0.0691 for all 4586 data #REM 212 parameters refined using 0 restraints #END #WGHT 0.0376 3.7418 #REM Highest difference peak 0.585, deepest hole -0.561, 1-sigma level 0.090 #Q1 1 0.8600 0.0963 0.5773 11.00000 0.05 0.58 #Q2 1 0.7096 0.1348 0.5725 11.00000 0.05 0.58 #Q3 1 0.7807 0.1592 0.5828 11.00000 0.05 0.53 #Q4 1 0.8335 0.0247 0.6791 11.00000 0.05 0.48 #Q5 1 0.7052 0.0872 0.5868 11.00000 0.05 0.44 #Q6 1 0.6370 0.1490 0.3610 11.00000 0.05 0.43 #Q7 1 0.7589 0.1087 0.6225 11.00000 0.05 0.43 #Q8 1 0.6324 0.1938 0.3181 11.00000 0.05 0.42 #Q9 1 0.9101 0.1008 0.5068 11.00000 0.05 0.42 #Q10 1 0.7967 0.1142 0.6212 11.00000 0.05 0.41 ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0421P)^2^+3.2380P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom/difmap (H7N)' _refine_ls_hydrogen_treatment 'riding/refall (H7N)' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4586 _refine_ls_number_parameters 212 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0691 _refine_ls_R_factor_gt 0.0581 _refine_ls_wR_factor_ref 0.1183 _refine_ls_wR_factor_gt 0.1141 _refine_ls_goodness_of_fit_ref 1.218 _refine_ls_restrained_S_all 1.218 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn Zn 0.77896(3) 0.10512(2) 0.579283(17) 0.02090(12) Uani 1 1 d . . . N1 N 0.8307(2) 0.01142(16) 0.64287(12) 0.0217(5) Uani 1 1 d . . . C1 C 0.7283(3) -0.0469(2) 0.63651(15) 0.0253(7) Uani 1 1 d . . . H1A H 0.6587 -0.0272 0.6629 0.030 Uiso 1 1 calc R . . H1B H 0.7535 -0.1006 0.6541 0.030 Uiso 1 1 calc R . . C1OC C 0.6620(3) 0.2511(2) 0.39614(18) 0.0312(8) Uani 1 1 d . . . H1OA H 0.6904 0.3025 0.3771 0.047 Uiso 1 1 calc R . . H1OB H 0.7128 0.2370 0.4339 0.047 Uiso 1 1 calc R . . H1OC H 0.5772 0.2570 0.4102 0.047 Uiso 1 1 calc R . . C1OA C 0.8030(3) 0.1742(2) 0.3220(2) 0.0388(9) Uani 1 1 d . . . H1OD H 0.8319 0.2263 0.3044 0.058 Uiso 1 1 calc R . . H1OE H 0.8074 0.1322 0.2880 0.058 Uiso 1 1 calc R . . H1OF H 0.8541 0.1581 0.3592 0.058 Uiso 1 1 calc R . . Cl1 Cl 0.91542(8) 0.15225(5) 0.50765(4) 0.02629(18) Uani 1 1 d . . . Cl2 Cl 0.66159(9) 0.19389(6) 0.62884(4) 0.0373(2) Uani 1 1 d . . . N2 N 0.6960(2) 0.01062(15) 0.52894(12) 0.0192(5) Uani 1 1 d . . . C2 C 0.6887(3) -0.05681(19) 0.56630(15) 0.0222(6) Uani 1 1 d . . . C3 C 0.6419(3) -0.12892(19) 0.54291(17) 0.0245(7) Uani 1 1 d . . . H3A H 0.6405 -0.1765 0.5694 0.029 Uiso 1 1 calc R . . C4 C 0.5970(3) -0.13017(19) 0.47981(17) 0.0263(7) Uani 1 1 d . . . H4A H 0.5610 -0.1786 0.4632 0.032 Uiso 1 1 calc R . . C5 C 0.6037(3) -0.06176(19) 0.44056(16) 0.0247(7) Uani 1 1 d . . . H5A H 0.5734 -0.0624 0.3970 0.030 Uiso 1 1 calc R . . C6 C 0.6563(3) 0.00781(18) 0.46681(14) 0.0196(6) Uani 1 1 d . . . N7 N 0.6756(3) 0.08005(17) 0.43168(13) 0.0224(6) Uani 1 1 d . . . H7N H 0.723(3) 0.108(2) 0.4471(19) 0.024(10) Uiso 1 1 d . . . O8 O 0.5556(2) 0.05817(14) 0.34339(11) 0.0285(5) Uani 1 1 d . . . C8 C 0.6269(3) 0.10118(19) 0.37249(15) 0.0213(6) Uani 1 1 d . . . C9 C 0.6708(3) 0.18339(19) 0.34493(16) 0.0249(7) Uani 1 1 d . . . C10B C 0.5895(4) 0.2052(2) 0.28678(17) 0.0397(9) Uani 1 1 d . . . H10A H 0.6156 0.2575 0.2683 0.059 Uiso 1 1 calc R . . H10B H 0.5049 0.2094 0.3014 0.059 Uiso 1 1 calc R . . H10C H 0.5961 0.1626 0.2533 0.059 Uiso 1 1 calc R . . C11 C 0.8421(3) 0.0365(2) 0.71275(15) 0.0274(7) Uani 1 1 d . . . H11A H 0.8507 -0.0125 0.7407 0.033 Uiso 1 1 calc R . . H11B H 0.7681 0.0662 0.7265 0.033 Uiso 1 1 calc R . . C12 C 0.9521(3) 0.0906(2) 0.72062(18) 0.0353(8) Uani 1 1 d . . . H12A H 0.9416 0.1402 0.6935 0.042 Uiso 1 1 calc R . . H12B H 0.9586 0.1079 0.7669 0.042 Uiso 1 1 calc R . . O13 O 1.0609(2) 0.05045(17) 0.70196(13) 0.0399(6) Uani 1 1 d . . . C14 C 1.0529(3) 0.0275(2) 0.63498(19) 0.0354(9) Uani 1 1 d . . . H14A H 1.1290 -0.0005 0.6219 0.043 Uiso 1 1 calc R . . H14B H 1.0446 0.0772 0.6077 0.043 Uiso 1 1 calc R . . C15 C 0.9460(3) -0.0283(2) 0.62240(18) 0.0282(7) Uani 1 1 d . . . H15A H 0.9420 -0.0418 0.5752 0.034 Uiso 1 1 calc R . . H15B H 0.9570 -0.0798 0.6470 0.034 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 Zn 0.0259(2) 0.01910(19) 0.01764(19) 0.00034(14) -0.00113(14) 0.00004(15) N1 0.0211(13) 0.0245(13) 0.0194(13) 0.0015(10) 0.0020(10) -0.0018(11) C1 0.0236(16) 0.0298(17) 0.0224(16) 0.0083(13) -0.0003(13) -0.0055(14) C1OC 0.038(2) 0.0212(15) 0.0340(19) 0.0012(14) 0.0011(16) 0.0052(15) C1OA 0.036(2) 0.036(2) 0.044(2) 0.0136(17) 0.0174(17) 0.0059(16) Cl1 0.0304(4) 0.0253(4) 0.0231(4) 0.0028(3) 0.0001(3) -0.0068(3) Cl2 0.0451(5) 0.0355(5) 0.0314(5) -0.0087(4) 0.0010(4) 0.0137(4) N2 0.0171(12) 0.0214(12) 0.0191(12) 0.0020(10) 0.0031(10) 0.0005(10) C2 0.0205(15) 0.0220(15) 0.0240(16) 0.0027(12) 0.0027(12) 0.0008(12) C3 0.0228(16) 0.0204(15) 0.0302(18) 0.0045(13) 0.0024(13) 0.0003(13) C4 0.0298(18) 0.0188(15) 0.0302(18) -0.0037(13) 0.0029(14) -0.0011(13) C5 0.0266(17) 0.0249(16) 0.0227(16) -0.0026(13) 0.0009(13) 0.0002(13) C6 0.0177(15) 0.0215(14) 0.0195(14) -0.0005(12) 0.0019(12) 0.0028(12) N7 0.0275(15) 0.0223(13) 0.0172(13) 0.0000(10) -0.0037(11) -0.0046(12) O8 0.0300(13) 0.0351(13) 0.0203(12) -0.0008(10) -0.0037(10) -0.0040(11) C8 0.0228(16) 0.0247(15) 0.0163(14) -0.0035(12) 0.0049(12) 0.0070(13) C9 0.0301(18) 0.0233(16) 0.0214(16) 0.0051(13) -0.0002(13) 0.0047(14) C10B 0.059(3) 0.0345(19) 0.0254(18) 0.0079(15) -0.0083(17) 0.0093(18) C11 0.0307(18) 0.0333(17) 0.0181(15) 0.0022(13) -0.0036(13) -0.0021(14) C12 0.039(2) 0.038(2) 0.0291(19) -0.0005(15) -0.0097(16) -0.0040(16) O13 0.0273(14) 0.0504(16) 0.0420(16) 0.0116(13) -0.0123(11) -0.0039(12) C14 0.0212(18) 0.040(2) 0.045(2) 0.0134(17) 0.0013(15) 0.0040(15) C15 0.0244(17) 0.0260(16) 0.0342(19) 0.0031(14) 0.0047(14) 0.0040(13) _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 Zn N2 2.071(3) . ? Zn N1 2.091(3) . ? Zn Cl2 2.1924(9) . ? Zn Cl1 2.2338(9) . ? N1 C1 1.481(4) . ? N1 C15 1.485(4) . ? N1 C11 1.491(4) . ? C1 C2 1.508(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C1OC C9 1.528(5) . ? C1OC H1OA 0.9800 . ? C1OC H1OB 0.9800 . ? C1OC H1OC 0.9800 . ? C1OA C9 1.534(5) . ? C1OA H1OD 0.9800 . ? C1OA H1OE 0.9800 . ? C1OA H1OF 0.9800 . ? N2 C6 1.344(4) . ? N2 C2 1.346(4) . ? C2 C3 1.375(4) . ? C3 C4 1.381(5) . ? C3 H3A 0.9500 . ? C4 C5 1.381(5) . ? C4 H4A 0.9500 . ? C5 C6 1.386(4) . ? C5 H5A 0.9500 . ? C6 N7 1.401(4) . ? N7 C8 1.368(4) . ? N7 H7N 0.76(4) . ? O8 C8 1.210(4) . ? C8 C9 1.538(4) . ? C9 C10B 1.529(5) . ? C10B H10A 0.9800 . ? C10B H10B 0.9800 . ? C10B H10C 0.9800 . ? C11 C12 1.508(5) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O13 1.417(5) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? O13 C14 1.422(5) . ? C14 C15 1.511(5) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? 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 Zn N1 83.06(10) . . ? N2 Zn Cl2 117.82(7) . . ? N1 Zn Cl2 111.12(8) . . ? N2 Zn Cl1 103.22(7) . . ? N1 Zn Cl1 118.62(8) . . ? Cl2 Zn Cl1 117.93(4) . . ? C1 N1 C15 109.9(3) . . ? C1 N1 C11 109.0(2) . . ? C15 N1 C11 108.6(3) . . ? C1 N1 Zn 102.28(19) . . ? C15 N1 Zn 112.27(19) . . ? C11 N1 Zn 114.6(2) . . ? N1 C1 C2 111.9(2) . . ? N1 C1 H1A 109.2 . . ? C2 C1 H1A 109.2 . . ? N1 C1 H1B 109.2 . . ? C2 C1 H1B 109.2 . . ? H1A C1 H1B 107.9 . . ? C9 C1OC H1OA 109.5 . . ? C9 C1OC H1OB 109.5 . . ? H1OA C1OC H1OB 109.5 . . ? C9 C1OC H1OC 109.5 . . ? H1OA C1OC H1OC 109.5 . . ? H1OB C1OC H1OC 109.5 . . ? C9 C1OA H1OD 109.5 . . ? C9 C1OA H1OE 109.5 . . ? H1OD C1OA H1OE 109.5 . . ? C9 C1OA H1OF 109.5 . . ? H1OD C1OA H1OF 109.5 . . ? H1OE C1OA H1OF 109.5 . . ? C6 N2 C2 119.3(3) . . ? C6 N2 Zn 129.7(2) . . ? C2 N2 Zn 111.0(2) . . ? N2 C2 C3 122.1(3) . . ? N2 C2 C1 115.7(3) . . ? C3 C2 C1 122.1(3) . . ? C2 C3 C4 118.1(3) . . ? C2 C3 H3A 120.9 . . ? C4 C3 H3A 120.9 . . ? C3 C4 C5 120.8(3) . . ? C3 C4 H4A 119.6 . . ? C5 C4 H4A 119.6 . . ? C4 C5 C6 117.7(3) . . ? C4 C5 H5A 121.1 . . ? C6 C5 H5A 121.1 . . ? N2 C6 C5 122.0(3) . . ? N2 C6 N7 114.0(3) . . ? C5 C6 N7 124.1(3) . . ? C8 N7 C6 127.4(3) . . ? C8 N7 H7N 119(3) . . ? C6 N7 H7N 114(3) . . ? O8 C8 N7 122.7(3) . . ? O8 C8 C9 122.3(3) . . ? N7 C8 C9 115.0(3) . . ? C1OC C9 C10B 109.0(3) . . ? C1OC C9 C1OA 109.9(3) . . ? C10B C9 C1OA 109.8(3) . . ? C1OC C9 C8 111.4(3) . . ? C10B C9 C8 107.8(3) . . ? C1OA C9 C8 108.8(3) . . ? C9 C10B H10A 109.5 . . ? C9 C10B H10B 109.5 . . ? H10A C10B H10B 109.5 . . ? C9 C10B H10C 109.5 . . ? H10A C10B H10C 109.5 . . ? H10B C10B H10C 109.5 . . ? N1 C11 C12 109.4(3) . . ? N1 C11 H11A 109.8 . . ? C12 C11 H11A 109.8 . . ? N1 C11 H11B 109.8 . . ? C12 C11 H11B 109.8 . . ? H11A C11 H11B 108.2 . . ? O13 C12 C11 112.0(3) . . ? O13 C12 H12A 109.2 . . ? C11 C12 H12A 109.2 . . ? O13 C12 H12B 109.2 . . ? C11 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? C12 O13 C14 109.2(3) . . ? O13 C14 C15 111.8(3) . . ? O13 C14 H14A 109.3 . . ? C15 C14 H14A 109.3 . . ? O13 C14 H14B 109.3 . . ? C15 C14 H14B 109.3 . . ? H14A C14 H14B 107.9 . . ? N1 C15 C14 110.5(3) . . ? N1 C15 H15A 109.5 . . ? C14 C15 H15A 109.5 . . ? N1 C15 H15B 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 108.1 . . ? _diffrn_measured_fraction_theta_max 0.946 _diffrn_reflns_theta_full 28.89 _diffrn_measured_fraction_theta_full 0.946 _refine_diff_density_max 0.585 _refine_diff_density_min -0.561 _refine_diff_density_rms 0.090 data_r57122 _database_code_CSD 210661 # referred to as 6 in manuscript. #Note to referee: please see refine special details for cifcheck output #and final shelx res file. _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety [ZnCl2(L6)] _chemical_formula_sum 'C10 H15 Cl2 N3 O Zn' _chemical_formula_weight 329.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall '-P 2yn' 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 7.3993(4) _cell_length_b 10.5846(6) _cell_length_c 17.0626(10) _cell_angle_alpha 90.00 _cell_angle_beta 96.1520(10) _cell_angle_gamma 90.00 _cell_volume 1328.62(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2170 _cell_measurement_theta_min 2 _cell_measurement_theta_max 22.5 _exptl_crystal_description block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.647 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 2.237 _exptl_absorpt_correction_type Multiscan _exptl_absorpt_correction_T_min 0.727 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details Sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method omega _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8041 _diffrn_reflns_av_R_equivalents 0.0200 _diffrn_reflns_av_sigmaI/netI 0.0249 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 28.84 _reflns_number_total 3169 _reflns_number_gt 2939 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; 042_ALERT C Calc. and Rep. MoietyFormula Strings Differ .. ? Moiety formula chose to be consistent with paper numbering. 062_ALERT C Rescale T(min) & T(max) by ................... 0.75 No action. 125_ALERT C No _symmetry_space_group_name_Hall given ..... ? Corrected. 128_ALERT C Non-standard setting of space group P21/c .. P21/n 145_ALERT C su on beta Small or Missing (x 10000) ... 10 Deg. These are the data output by Saint, although there is common agreement that they are unrealistically low. 420_ALERT C D-H Without Acceptor N7 - H7NA ? There is in fact quite a long contact to Cl1, this is discussed in the text. #TITL es57122 in P2(1)/n #CELL 0.71073 7.3993 10.5846 17.0626 90.000 96.152 90.000 #ZERR 4.00 0.0004 0.0006 0.0010 0.000 0.001 0.000 #LATT 1 #SYMM 0.5-X, 0.5+Y, 0.5-Z #SFAC C H N O CL ZN #UNIT 40 60 12 4 8 4 #TEMP -123 #ACTA #L.S. 6 #BOND $H #FMAP 2 #PLAN 10 #WGHT 0.032000 0.613700 #FVAR 0.49264 #ZN 6 0.040137 0.910979 0.196731 11.00000 0.01555 0.02227 = #0.01444 -0.00093 0.00087 0.00227 #CL2 5 -0.089390 1.097363 0.175323 11.00000 0.03768 0.02841 = #0.02929 -0.00486 -0.00549 0.01478 #N1 3 0.309342 0.927742 0.169324 11.00000 0.01792 0.02216 = #0.01381 0.00044 0.00246 0.00041 #C1 1 0.391958 0.995517 0.240163 11.00000 0.02140 0.02987 = #0.01656 -0.00122 0.00208 -0.00755 #AFIX 23 #H1A 2 0.351663 1.084755 0.237835 11.00000 -1.20000 #H1B 2 0.525976 0.994296 0.241191 11.00000 -1.20000 #AFIX 0 #N2 3 0.163721 0.893425 0.308968 11.00000 0.01688 0.02179 = #0.01425 0.00005 0.00142 -0.00065 #C2 1 0.338226 0.935070 0.314181 11.00000 0.01867 0.02128 = #0.01752 -0.00216 0.00228 -0.00172 #CL1 5 -0.117593 0.743015 0.154426 11.00000 0.01905 0.02827 = #0.02746 -0.00515 0.00051 -0.00200 #C3 1 0.453042 0.926451 0.382300 11.00000 0.02071 0.02717 = #0.02193 -0.00248 -0.00201 -0.00318 #AFIX 43 #H3A 2 0.575523 0.954305 0.384439 11.00000 -1.20000 #AFIX 0 #C4 1 0.384714 0.875409 0.448693 11.00000 0.03136 0.02459 = #0.01587 -0.00084 -0.00494 -0.00139 #AFIX 43 #H4A 2 0.461084 0.868935 0.496959 11.00000 -1.20000 #AFIX 0 #C5 1 0.208589 0.834751 0.444554 11.00000 0.03084 0.02450 = #0.01496 0.00190 0.00245 -0.00152 #AFIX 43 #H5A 2 0.161357 0.801212 0.489818 11.00000 -1.20000 #AFIX 0 #C6 1 0.098372 0.843302 0.372315 11.00000 0.02269 0.01973 = #0.01656 -0.00092 0.00341 -0.00045 #N7 3 -0.075771 0.803427 0.365265 11.00000 0.02475 0.04026 = #0.01910 0.00483 0.00502 -0.00843 #C11 1 0.327343 1.004486 0.098169 11.00000 0.02984 0.02663 = #0.01980 0.00433 0.00818 -0.00104 #AFIX 23 #H11A 2 0.456713 1.026316 0.095706 11.00000 -1.20000 #H11B 2 0.258070 1.084090 0.100941 11.00000 -1.20000 #AFIX 0 #C12 1 0.256759 0.932436 0.025448 11.00000 0.03363 0.03553 = #0.01640 0.00204 0.00515 0.00884 #AFIX 23 #H12A 2 0.126587 0.912617 0.027482 11.00000 -1.20000 #H12B 2 0.267170 0.985484 -0.021644 11.00000 -1.20000 #AFIX 0 #O13 4 0.355683 0.817936 0.018809 11.00000 0.03611 0.04078 = #0.01878 -0.00285 0.00862 0.01115 #C14 1 0.337839 0.739856 0.085767 11.00000 0.02959 0.02942 = #0.02588 -0.00441 0.00766 0.00638 #AFIX 23 #H14A 2 0.407304 0.660769 0.081087 11.00000 -1.20000 #H14B 2 0.208401 0.717191 0.087119 11.00000 -1.20000 #AFIX 0 #C15 1 0.406594 0.806055 0.161296 11.00000 0.01986 0.02894 = #0.02077 0.00238 0.00421 0.00766 #AFIX 23 #H15A 2 0.388717 0.750810 0.206645 11.00000 -1.20000 #H15B 2 0.538456 0.822474 0.161906 11.00000 -1.20000 #AFIX 0 #H7NB 2 -0.111410 0.766341 0.402282 11.00000 0.02404 #H7NA 2 -0.122518 0.789953 0.320740 11.00000 0.03493 #HKLF 4 #REM es57122 in P2(1)/n #REM R1 = 0.0261 for 2939 Fo > 4sig(Fo) and 0.0283 for all 3169 data #REM 162 parameters refined using 0 restraints #END #WGHT 0.0318 0.6199 #REM Highest difference peak 0.372, deepest hole -0.301, 1-sigma level 0.077 #Q1 1 0.0693 0.9555 0.1569 11.00000 0.05 0.37 #Q2 1 0.4144 0.8966 0.4124 11.00000 0.05 0.37 #Q3 1 0.3646 0.9651 0.2785 11.00000 0.05 0.36 #Q4 1 0.2509 0.9310 0.3172 11.00000 0.05 0.35 #Q5 1 0.3757 0.9546 0.3529 11.00000 0.05 0.30 #Q6 1 0.4055 0.9078 0.3401 11.00000 0.05 0.30 #Q7 1 0.3781 0.7766 0.1202 11.00000 0.05 0.29 #Q8 1 0.3496 0.8727 0.1618 11.00000 0.05 0.28 #Q9 1 0.0767 0.8710 0.1546 11.00000 0.05 0.28 #Q10 1 0.3072 0.8361 0.4400 11.00000 0.05 0.27 ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0320P)^2^+0.6137P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom/difmap (H7NA&B)' _refine_ls_hydrogen_treatment 'riding/refall (H7NA&B)' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3169 _refine_ls_number_parameters 162 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0283 _refine_ls_R_factor_gt 0.0261 _refine_ls_wR_factor_ref 0.0664 _refine_ls_wR_factor_gt 0.0654 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn Zn 0.04014(2) 0.910979(18) 0.196731(11) 0.01747(7) Uani 1 1 d . . . Cl2 Cl -0.08939(7) 1.09736(4) 0.17532(3) 0.03245(12) Uani 1 1 d . . . N1 N 0.30934(19) 0.92774(13) 0.16932(8) 0.0179(3) Uani 1 1 d . . . C1 C 0.3920(2) 0.99552(17) 0.24016(10) 0.0226(3) Uani 1 1 d . . . H1A H 0.3517 1.0848 0.2378 0.027 Uiso 1 1 calc R . . H1B H 0.5260 0.9943 0.2412 0.027 Uiso 1 1 calc R . . N2 N 0.16372(18) 0.89343(13) 0.30897(8) 0.0177(3) Uani 1 1 d . . . C2 C 0.3382(2) 0.93507(16) 0.31418(10) 0.0191(3) Uani 1 1 d . . . Cl1 Cl -0.11759(5) 0.74301(4) 0.15443(3) 0.02507(10) Uani 1 1 d . . . C3 C 0.4530(2) 0.92645(17) 0.38230(11) 0.0236(4) Uani 1 1 d . . . H3A H 0.5755 0.9543 0.3844 0.028 Uiso 1 1 calc R . . C4 C 0.3847(3) 0.87541(17) 0.44869(10) 0.0245(4) Uani 1 1 d . . . H4A H 0.4611 0.8689 0.4970 0.029 Uiso 1 1 calc R . . C5 C 0.2086(2) 0.83475(17) 0.44455(10) 0.0234(4) Uani 1 1 d . . . H5A H 0.1614 0.8012 0.4898 0.028 Uiso 1 1 calc R . . C6 C 0.0984(2) 0.84330(16) 0.37232(10) 0.0196(3) Uani 1 1 d . . . N7 N -0.0758(2) 0.80343(17) 0.36526(10) 0.0278(3) Uani 1 1 d . . . C11 C 0.3273(3) 1.00449(18) 0.09817(10) 0.0250(4) Uani 1 1 d . . . H11A H 0.4567 1.0263 0.0957 0.030 Uiso 1 1 calc R . . H11B H 0.2581 1.0841 0.1009 0.030 Uiso 1 1 calc R . . C12 C 0.2568(3) 0.93244(19) 0.02545(11) 0.0283(4) Uani 1 1 d . . . H12A H 0.1266 0.9126 0.0275 0.034 Uiso 1 1 calc R . . H12B H 0.2672 0.9855 -0.0216 0.034 Uiso 1 1 calc R . . O13 O 0.35568(18) 0.81794(14) 0.01881(7) 0.0315(3) Uani 1 1 d . . . C14 C 0.3378(3) 0.73986(18) 0.08577(11) 0.0280(4) Uani 1 1 d . . . H14A H 0.4073 0.6608 0.0811 0.034 Uiso 1 1 calc R . . H14B H 0.2084 0.7172 0.0871 0.034 Uiso 1 1 calc R . . C15 C 0.4066(2) 0.80606(17) 0.16130(10) 0.0230(4) Uani 1 1 d . . . H15A H 0.3887 0.7508 0.2066 0.028 Uiso 1 1 calc R . . H15B H 0.5385 0.8225 0.1619 0.028 Uiso 1 1 calc R . . H7NB H -0.111(3) 0.766(2) 0.4023(13) 0.024(5) Uiso 1 1 d . . . H7NA H -0.123(3) 0.790(2) 0.3207(15) 0.035(6) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn 0.01555(11) 0.02227(12) 0.01444(11) -0.00093(7) 0.00087(7) 0.00227(7) Cl2 0.0377(3) 0.0284(2) 0.0293(2) -0.00486(18) -0.00549(19) 0.01478(18) N1 0.0179(6) 0.0222(7) 0.0138(6) 0.0004(5) 0.0025(5) 0.0004(5) C1 0.0214(8) 0.0299(9) 0.0166(8) -0.0012(7) 0.0021(6) -0.0076(7) N2 0.0169(6) 0.0218(7) 0.0142(6) 0.0000(5) 0.0014(5) -0.0006(5) C2 0.0187(8) 0.0213(8) 0.0175(8) -0.0022(6) 0.0023(6) -0.0017(6) Cl1 0.01905(19) 0.0283(2) 0.0275(2) -0.00515(17) 0.00051(16) -0.00200(15) C3 0.0207(8) 0.0272(9) 0.0219(9) -0.0025(7) -0.0020(7) -0.0032(7) C4 0.0314(9) 0.0246(9) 0.0159(8) -0.0008(7) -0.0049(7) -0.0014(7) C5 0.0308(9) 0.0245(9) 0.0150(8) 0.0019(7) 0.0025(7) -0.0015(7) C6 0.0227(8) 0.0197(8) 0.0166(8) -0.0009(6) 0.0034(6) -0.0004(6) N7 0.0248(8) 0.0403(10) 0.0191(8) 0.0048(7) 0.0050(6) -0.0084(7) C11 0.0298(9) 0.0266(9) 0.0198(8) 0.0043(7) 0.0082(7) -0.0010(7) C12 0.0336(10) 0.0355(10) 0.0164(8) 0.0020(7) 0.0051(7) 0.0088(8) O13 0.0361(7) 0.0408(8) 0.0188(6) -0.0029(6) 0.0086(5) 0.0112(6) C14 0.0296(9) 0.0294(10) 0.0259(9) -0.0044(7) 0.0077(7) 0.0064(7) C15 0.0199(8) 0.0289(9) 0.0208(8) 0.0024(7) 0.0042(6) 0.0077(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn N2 2.0403(14) . ? Zn N1 2.1018(14) . ? Zn Cl1 2.2053(5) . ? Zn Cl2 2.2066(5) . ? N1 C11 1.479(2) . ? N1 C1 1.480(2) . ? N1 C15 1.489(2) . ? C1 C2 1.507(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? N2 C6 1.340(2) . ? N2 C2 1.358(2) . ? C2 C3 1.367(2) . ? C3 C4 1.398(3) . ? C3 H3A 0.9500 . ? C4 C5 1.367(3) . ? C4 H4A 0.9500 . ? C5 C6 1.406(2) . ? C5 H5A 0.9500 . ? C6 N7 1.349(2) . ? N7 H7NB 0.81(2) . ? N7 H7NA 0.81(2) . ? C11 C12 1.502(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O13 1.427(2) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? O13 C14 1.428(2) . ? C14 C15 1.507(2) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? 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 Zn N1 82.90(5) . . ? N2 Zn Cl1 113.71(4) . . ? N1 Zn Cl1 118.44(4) . . ? N2 Zn Cl2 112.32(4) . . ? N1 Zn Cl2 107.03(4) . . ? Cl1 Zn Cl2 117.473(19) . . ? C11 N1 C1 109.79(13) . . ? C11 N1 C15 108.23(13) . . ? C1 N1 C15 109.45(13) . . ? C11 N1 Zn 113.58(11) . . ? C1 N1 Zn 100.23(10) . . ? C15 N1 Zn 115.24(10) . . ? N1 C1 C2 110.84(13) . . ? N1 C1 H1A 109.5 . . ? C2 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 108.1 . . ? C6 N2 C2 119.89(14) . . ? C6 N2 Zn 128.98(11) . . ? C2 N2 Zn 111.05(11) . . ? N2 C2 C3 122.26(16) . . ? N2 C2 C1 114.67(14) . . ? C3 C2 C1 123.04(15) . . ? C2 C3 C4 117.97(16) . . ? C2 C3 H3A 121.0 . . ? C4 C3 H3A 121.0 . . ? C5 C4 C3 120.36(16) . . ? C5 C4 H4A 119.8 . . ? C3 C4 H4A 119.8 . . ? C4 C5 C6 119.02(16) . . ? C4 C5 H5A 120.5 . . ? C6 C5 H5A 120.5 . . ? N2 C6 N7 118.41(16) . . ? N2 C6 C5 120.47(15) . . ? N7 C6 C5 121.12(16) . . ? C6 N7 H7NB 118.0(15) . . ? C6 N7 H7NA 116.4(17) . . ? H7NB N7 H7NA 120(2) . . ? N1 C11 C12 110.21(15) . . ? N1 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? N1 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? O13 C12 C11 111.17(15) . . ? O13 C12 H12A 109.4 . . ? C11 C12 H12A 109.4 . . ? O13 C12 H12B 109.4 . . ? C11 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C12 O13 C14 109.63(13) . . ? O13 C14 C15 111.32(16) . . ? O13 C14 H14A 109.4 . . ? C15 C14 H14A 109.4 . . ? O13 C14 H14B 109.4 . . ? C15 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? N1 C15 C14 111.03(14) . . ? N1 C15 H15A 109.4 . . ? C14 C15 H15A 109.4 . . ? N1 C15 H15B 109.4 . . ? C14 C15 H15B 109.4 . . ? H15A C15 H15B 108.0 . . ? _diffrn_measured_fraction_theta_max 0.910 _diffrn_reflns_theta_full 28.84 _diffrn_measured_fraction_theta_full 0.910 _refine_diff_density_max 0.372 _refine_diff_density_min -0.301 _refine_diff_density_rms 0.077