#------------------------------------------------------------------------------ #$Date: 2026-04-30 01:30:03 +0100 (Thu, 30 Apr 2026) $ #$Revision: 305664 $ #$URL: svn://www.crystallography.net/cod/cif/7/06/43/7064392.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7064392 loop_ _publ_author_name 'MAHAPATRA, ALAKANANDA' 'Adak, Piyali' 'Chattopadhyay, Shyamal Kumar' _publ_section_title ; Solid-State Fluorescence Sensing of Amine Vapours by an Anthracene based Zn(II) Complex, its Phosphatase Activity and Theoretical Calculations ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D6NJ00629A _journal_year 2026 _chemical_formula_moiety 'C19 H22 Cl2 N2 Zn' _chemical_formula_sum 'C19 H22 Cl2 N2 Zn' _chemical_formula_weight 414.65 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_date 2014-07-11 _audit_creation_method ; Olex2 1.2 (compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4855) ; _audit_update_record ; 2026-02-13 deposited with the CCDC. 2026-04-29 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 107.988(7) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 15.3505(10) _cell_length_b 11.9330(7) _cell_length_c 10.5063(7) _cell_measurement_reflns_used 7004 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 74.145 _cell_measurement_theta_min 3.0590 _cell_volume 1830.4(2) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48) ; _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2008)' _computing_structure_solution 'ShelXS (Sheldrick, 2008)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 150(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.3271 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.991 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega 38.00 130.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -61.0000 -150.0000 46 #__ type_ start__ end____ width___ exp.time_ 2 omega 85.00 115.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -125.0000 -60.0000 15 #__ type_ start__ end____ width___ exp.time_ 3 omega 75.00 115.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -125.0000 -150.0000 20 #__ type_ start__ end____ width___ exp.time_ 4 omega 77.00 121.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -125.0000 -180.0000 22 #__ type_ start__ end____ width___ exp.time_ 5 omega 54.00 80.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -94.0000 -120.0000 13 #__ type_ start__ end____ width___ exp.time_ 6 omega 46.00 72.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -125.0000 -150.0000 13 #__ type_ start__ end____ width___ exp.time_ 7 omega 43.00 85.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -30.0000 -150.0000 21 #__ type_ start__ end____ width___ exp.time_ 8 omega 117.00 167.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 15.0000 -150.0000 25 #__ type_ start__ end____ width___ exp.time_ 9 omega 124.00 172.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 125.0000 0.0000 24 #__ type_ start__ end____ width___ exp.time_ 10 omega 126.00 152.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 77.0000 60.0000 13 #__ type_ start__ end____ width___ exp.time_ 11 omega 135.00 171.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 30.0000 150.0000 18 #__ type_ start__ end____ width___ exp.time_ 12 omega 90.00 116.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 77.0000 60.0000 13 #__ type_ start__ end____ width___ exp.time_ 13 omega 75.00 101.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 125.0000 0.0000 13 #__ type_ start__ end____ width___ exp.time_ 14 omega 79.00 119.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 125.0000 -120.0000 20 #__ type_ start__ end____ width___ exp.time_ 15 omega 130.00 164.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 125.0000 -120.0000 17 #__ type_ start__ end____ width___ exp.time_ 16 omega 55.00 81.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -45.0000 30.0000 13 #__ type_ start__ end____ width___ exp.time_ 17 omega 46.00 72.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -30.0000 -30.0000 13 #__ type_ start__ end____ width___ exp.time_ 18 omega 31.00 87.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -30.0000 -60.0000 28 #__ type_ start__ end____ width___ exp.time_ 19 omega 32.00 76.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -30.0000 -90.0000 22 #__ type_ start__ end____ width___ exp.time_ 20 omega 54.00 80.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -99.0000 4.0000 13 #__ type_ start__ end____ width___ exp.time_ 21 omega 65.00 97.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -45.0000 90.0000 16 #__ type_ start__ end____ width___ exp.time_ 22 omega 65.00 91.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -45.0000 120.0000 13 #__ type_ start__ end____ width___ exp.time_ 23 omega 42.00 72.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -125.0000 150.0000 15 #__ type_ start__ end____ width___ exp.time_ 24 omega 25.00 81.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 104.5000 -94.0000 150.0000 28 #__ type_ start__ end____ width___ exp.time_ 25 omega -105.00 -9.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - -38.5000 -77.0000 -150.0000 48 #__ type_ start__ end____ width___ exp.time_ 26 omega -109.00 -25.00 2.0000 2.0000 omega____ theta____ kappa____ phi______ frames - -38.5000 -37.0000 90.0000 42 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'GV1000, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0534262000 _diffrn_orient_matrix_UB_12 -0.0072715000 _diffrn_orient_matrix_UB_13 0.1502000000 _diffrn_orient_matrix_UB_21 0.0844848000 _diffrn_orient_matrix_UB_22 0.0520238000 _diffrn_orient_matrix_UB_23 -0.0270761000 _diffrn_orient_matrix_UB_31 -0.0337949000 _diffrn_orient_matrix_UB_32 0.1180030000 _diffrn_orient_matrix_UB_33 0.0212094000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.029 _diffrn_reflns_av_unetI/netI 0.023 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.991 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 13117 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.991 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 74.272 _diffrn_reflns_theta_min 3.027 _diffrn_source 'rotating-anode X-ray tube' _diffrn_source_type 'GV1000 (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 4.554 _exptl_absorpt_correction_T_max 0.888 _exptl_absorpt_correction_T_min 0.784 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.505 _exptl_crystal_description irregular _exptl_crystal_F_000 856 _exptl_crystal_size_max 0.342 _exptl_crystal_size_mid 0.226 _exptl_crystal_size_min 0.147 _refine_diff_density_max 0.34 _refine_diff_density_min -0.46 _refine_diff_density_rms 0.07 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.10 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 222 _refine_ls_number_reflns 3693 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.10 _refine_ls_R_factor_all 0.0272 _refine_ls_R_factor_gt 0.0255 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.038P)^2^+0.522P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.0685 _reflns_number_gt 3504 _reflns_number_total 3693 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6nj00629a2.cif _cod_data_source_block skcabd _cod_original_cell_volume 1830.5(2) _cod_database_code 7064392 _nottingham_internal_coll_name SKCABD _nottingham_internal_coll_number 13785 _nottingham_internal_coll_client SKC/AJB _nottingham_internal_coll_type custom _nottingham_internal_coll_frame_time 2.0000 _nottingham_internal_coll_frame_width 2.0000 _nottingham_internal_coll_frame_method 'omega scans' _nottingham_internal_coll_user pcxaeoc _nottingham_internal_coll_date 8/7/2014 _nottingham_internal_coll_location NOTTS _nottingham_internal_process_user pcxaeoc _nottingham_internal_process_date 09/07/2014 _nottingham_internal_solution_user pcxaeoc _nottingham_internal_solution_date 09/07/2014 _nottingham_internal_refinement_user pcxaeoc _nottingham_internal_refinement_date 09/07/2014 _nottingham_internal_self_validation_user pcxaeoc _nottingham_internal_self_validation_date 11/7/2014 _nottingham_internal_self_archive_date 11/7/2014 _nottingham_internal_validation_user AJB _nottingham_internal_validation_date 16/7/2014 _nottingham_internal_archive_date 16/7/2014 _olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount' _shelxl_version_number 2014-3 _chemical_oxdiff_formula 'C19 H21 N2 Cl2 Zn' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _reflns_odcompleteness_completeness 99.62 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B) 2.b Aromatic/amide H refined with riding coordinates: C11(H11), C12(H12), C2(H2), C14(H14), C3(H3), C6(H6), C1(H1A), C7(H7), C13(H13) 2.c Idealised Me refined as rotating group: C18(H18A,H18B,H18C), C19(H19A,H19B,H19C) ; _shelx_res_file ; TITL SKCABD in P21/c #14 CELL 1.54184 15.350507 11.932991 10.506337 90 107.9882 90 ZERR 4 0.001034 0.000666 0.00071 0 0.0071 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Cl N Zn UNIT 76 88 8 8 4 L.S. 4 0 0 PLAN 20 TEMP -123(2) bond $h REM reset to P21/c #14 BOND MORE -1 CONF fmap 2 53 acta REM C:/Users/pcxaeoc/Desktop/Alice/SKC%20data/SKCABD/SKCABD.hkl WGHT 0.038500 0.522500 FVAR 5.36477 ZN1 5 0.602303 0.368184 0.163002 11.00000 0.01141 0.01646 = 0.01397 0.00025 0.00256 -0.00119 CL2 3 0.684817 0.216008 0.248043 11.00000 0.02101 0.01842 = 0.02154 0.00359 0.00385 0.00342 CL1 3 0.465762 0.336023 0.016847 11.00000 0.01512 0.02502 = 0.02336 -0.00124 -0.00254 -0.00045 N1 4 0.702838 0.474878 0.135182 11.00000 0.01374 0.01532 = 0.01367 0.00136 0.00455 0.00055 H1 2 0.677084 0.530268 0.088878 11.00000 -1.20000 C10 1 0.842086 0.508884 0.059662 11.00000 0.01495 0.01808 = 0.01950 -0.00466 0.00947 -0.00069 C11 1 0.732363 0.577308 -0.155155 11.00000 0.02191 0.02025 = 0.02150 0.00000 0.00867 -0.00048 AFIX 43 H11 2 0.685215 0.530936 -0.143122 11.00000 -1.20000 AFIX 0 C9 1 0.820545 0.577502 -0.055068 11.00000 0.01865 0.01610 = 0.02032 -0.00355 0.01076 0.00000 C4 1 0.929957 0.516066 0.156265 11.00000 0.01550 0.02259 = 0.02120 -0.00721 0.00829 0.00097 C12 1 0.714640 0.642281 -0.267370 11.00000 0.03135 0.02280 = 0.02307 0.00071 0.00806 0.00351 AFIX 43 H12 2 0.655377 0.641021 -0.331415 11.00000 -1.20000 AFIX 0 C15 1 0.771237 0.426019 0.076083 11.00000 0.01530 0.01640 = 0.01671 -0.00098 0.00628 -0.00048 AFIX 23 H15A 2 0.738164 0.394147 -0.012707 11.00000 -1.20000 H15B 2 0.803386 0.363681 0.133831 11.00000 -1.20000 AFIX 0 C2 1 1.042391 0.461192 0.367690 11.00000 0.02243 0.05056 = 0.02489 -0.00641 0.00349 0.00916 AFIX 43 H2 2 1.058654 0.416422 0.446300 11.00000 -1.20000 AFIX 0 C8 1 0.888702 0.652100 -0.075956 11.00000 0.02407 0.01558 = 0.03018 -0.00416 0.01762 -0.00113 C5 1 0.996095 0.593890 0.136035 11.00000 0.01597 0.02567 = 0.02961 -0.01232 0.01089 -0.00199 C14 1 0.867336 0.716898 -0.196113 11.00000 0.03791 0.01810 = 0.03923 0.00178 0.02605 -0.00155 AFIX 43 H14 2 0.912745 0.764706 -0.210918 11.00000 -1.20000 AFIX 0 C3 1 0.957703 0.449432 0.275715 11.00000 0.01821 0.03667 = 0.02171 -0.00334 0.00761 0.00397 AFIX 43 H3 2 0.916274 0.395934 0.291217 11.00000 -1.20000 AFIX 0 C6 1 1.084309 0.602476 0.235271 11.00000 0.01665 0.03830 = 0.04452 -0.02094 0.01053 -0.00591 AFIX 43 H6 2 1.128140 0.653582 0.221929 11.00000 -1.20000 AFIX 0 C1 1 1.106118 0.539257 0.347203 11.00000 0.01611 0.05459 = 0.03413 -0.01808 -0.00076 0.00145 AFIX 43 H1A 2 1.164481 0.547206 0.412482 11.00000 -1.20000 AFIX 0 C7 1 0.974280 0.658236 0.020468 11.00000 0.02278 0.02063 = 0.04149 -0.01021 0.01983 -0.00695 AFIX 43 H7 2 1.018986 0.707823 0.006811 11.00000 -1.20000 AFIX 0 C13 1 0.783648 0.711549 -0.289351 11.00000 0.04992 0.01894 = 0.02936 0.00586 0.02223 0.00545 AFIX 43 H13 2 0.771242 0.754171 -0.369349 11.00000 -1.20000 AFIX 0 N2 4 0.598356 0.475656 0.319929 11.00000 0.01403 0.02067 = 0.01610 0.00014 0.00605 0.00054 C16 1 0.744299 0.514265 0.275165 11.00000 0.01528 0.01912 = 0.01617 -0.00270 0.00549 -0.00318 AFIX 23 H16A 2 0.791069 0.572302 0.278672 11.00000 -1.20000 H16B 2 0.774423 0.450957 0.332990 11.00000 -1.20000 AFIX 0 C18 1 0.624323 0.411081 0.446967 11.00000 0.02568 0.02668 = 0.01567 0.00135 0.00829 -0.00248 AFIX 137 H18A 2 0.578072 0.353371 0.442632 11.00000 -1.50000 H18B 2 0.628036 0.461830 0.521797 11.00000 -1.50000 H18C 2 0.683994 0.375429 0.460302 11.00000 -1.50000 AFIX 0 C17 1 0.668929 0.562535 0.324184 11.00000 0.01833 0.01811 = 0.01882 -0.00254 0.00768 -0.00202 AFIX 23 H17A 2 0.695507 0.590054 0.417034 11.00000 -1.20000 H17B 2 0.640011 0.626806 0.267142 11.00000 -1.20000 AFIX 0 C19 1 0.509014 0.530755 0.301420 11.00000 0.01687 0.03366 = 0.02816 -0.00168 0.01074 0.00428 AFIX 137 H19A 2 0.489594 0.569091 0.214706 11.00000 -1.50000 H19B 2 0.514922 0.585470 0.373160 11.00000 -1.50000 H19C 2 0.463310 0.474224 0.304127 11.00000 -1.50000 AFIX 0 HKLF 4 REM SKCABD in P21/c #14 REM R1 = 0.0255 for 3504 Fo > 4sig(Fo) and 0.0272 for all 3693 data REM 222 parameters refined using 0 restraints END WGHT 0.0386 0.5216 REM Highest difference peak 0.338, deepest hole -0.459, 1-sigma level 0.067 Q1 1 0.6604 0.4244 0.1357 11.00000 0.05 0.34 Q2 1 0.7061 0.5368 0.2997 11.00000 0.05 0.28 Q3 1 0.8070 0.4728 0.0666 11.00000 0.05 0.28 Q4 1 0.9403 0.6396 -0.0477 11.00000 0.05 0.27 Q5 1 0.8558 0.6226 -0.0655 11.00000 0.05 0.25 Q6 1 0.9611 0.5624 0.1457 11.00000 0.05 0.25 Q7 1 0.8207 0.5514 0.0063 11.00000 0.05 0.25 Q8 1 0.9799 0.6397 0.0826 11.00000 0.05 0.25 Q9 1 1.0667 0.5164 0.3503 11.00000 0.05 0.24 Q10 1 0.7799 0.5804 -0.0979 11.00000 0.05 0.24 Q11 1 0.7370 0.4530 0.1105 11.00000 0.05 0.22 Q12 1 0.6338 0.5181 0.3168 11.00000 0.05 0.22 Q13 1 0.3790 0.2411 0.0661 11.00000 0.05 0.22 Q14 1 0.8858 0.5057 0.0940 11.00000 0.05 0.21 Q15 1 0.4028 0.2560 0.0929 11.00000 0.05 0.21 Q16 1 0.4993 0.3664 -0.0222 11.00000 0.05 0.21 Q17 1 0.7224 0.4955 0.1989 11.00000 0.05 0.20 Q18 1 0.8740 0.6748 -0.1337 11.00000 0.05 0.19 Q19 1 0.4527 0.5788 0.0476 11.00000 0.05 0.19 Q20 1 0.9392 0.4989 0.2083 11.00000 0.05 0.19 ; _shelx_res_checksum 32195 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.60230(2) 0.36818(2) 0.16300(2) 0.01426(8) Uani 1 1 d . . . . . Cl2 Cl 0.68482(3) 0.21601(3) 0.24804(4) 0.02094(10) Uani 1 1 d . . . . . Cl1 Cl 0.46576(3) 0.33602(3) 0.01685(4) 0.02310(10) Uani 1 1 d . . . . . N1 N 0.70284(8) 0.47488(11) 0.13518(13) 0.0142(2) Uani 1 1 d . . . . . H1 H 0.6771(13) 0.5303(17) 0.089(2) 0.017 Uiso 1 1 d R . . . . C10 C 0.84209(10) 0.50888(13) 0.05966(16) 0.0166(3) Uani 1 1 d . . . . . C11 C 0.73236(11) 0.57731(14) -0.15515(17) 0.0208(3) Uani 1 1 d . . . . . H11 H 0.6852 0.5309 -0.1431 0.025 Uiso 1 1 calc R . . . . C9 C 0.82054(10) 0.57750(13) -0.05507(16) 0.0173(3) Uani 1 1 d . . . . . C4 C 0.92996(10) 0.51607(14) 0.15626(16) 0.0192(3) Uani 1 1 d . . . . . C12 C 0.71464(13) 0.64228(14) -0.26737(19) 0.0258(4) Uani 1 1 d . . . . . H12 H 0.6554 0.6410 -0.3314 0.031 Uiso 1 1 calc R . . . . C15 C 0.77124(10) 0.42602(12) 0.07608(15) 0.0158(3) Uani 1 1 d . . . . . H15A H 0.7382 0.3941 -0.0127 0.019 Uiso 1 1 calc R . . . . H15B H 0.8034 0.3637 0.1338 0.019 Uiso 1 1 calc R . . . . C2 C 1.04239(13) 0.46119(19) 0.3677(2) 0.0335(4) Uani 1 1 d . . . . . H2 H 1.0587 0.4164 0.4463 0.040 Uiso 1 1 calc R . . . . C8 C 0.88870(12) 0.65210(13) -0.07596(18) 0.0212(3) Uani 1 1 d . . . . . C5 C 0.99609(11) 0.59389(15) 0.13604(18) 0.0229(3) Uani 1 1 d . . . . . C14 C 0.86734(14) 0.71690(14) -0.1961(2) 0.0285(4) Uani 1 1 d . . . . . H14 H 0.9127 0.7647 -0.2109 0.034 Uiso 1 1 calc R . . . . C3 C 0.95770(11) 0.44943(16) 0.27571(17) 0.0252(4) Uani 1 1 d . . . . . H3 H 0.9163 0.3959 0.2912 0.030 Uiso 1 1 calc R . . . . C6 C 1.08431(12) 0.60248(18) 0.2353(2) 0.0329(4) Uani 1 1 d . . . . . H6 H 1.1281 0.6536 0.2219 0.039 Uiso 1 1 calc R . . . . C1 C 1.10612(12) 0.53926(19) 0.3472(2) 0.0369(5) Uani 1 1 d . . . . . H1A H 1.1645 0.5472 0.4125 0.044 Uiso 1 1 calc R . . . . C7 C 0.97428(12) 0.65824(14) 0.0205(2) 0.0260(4) Uani 1 1 d . . . . . H7 H 1.0190 0.7078 0.0068 0.031 Uiso 1 1 calc R . . . . C13 C 0.78365(15) 0.71155(15) -0.2894(2) 0.0305(4) Uani 1 1 d . . . . . H13 H 0.7712 0.7542 -0.3693 0.037 Uiso 1 1 calc R . . . . N2 N 0.59836(8) 0.47566(11) 0.31993(13) 0.0166(3) Uani 1 1 d . . . . . C16 C 0.74430(10) 0.51426(13) 0.27517(15) 0.0167(3) Uani 1 1 d . . . . . H16A H 0.7911 0.5723 0.2787 0.020 Uiso 1 1 calc R . . . . H16B H 0.7744 0.4510 0.3330 0.020 Uiso 1 1 calc R . . . . C18 C 0.62432(12) 0.41108(15) 0.44697(16) 0.0222(3) Uani 1 1 d . . . . . H18A H 0.5781 0.3534 0.4426 0.033 Uiso 1 1 calc GR . . . . H18B H 0.6280 0.4618 0.5218 0.033 Uiso 1 1 calc GR . . . . H18C H 0.6840 0.3754 0.4603 0.033 Uiso 1 1 calc GR . . . . C17 C 0.66893(11) 0.56254(13) 0.32418(16) 0.0180(3) Uani 1 1 d . . . . . H17A H 0.6955 0.5901 0.4170 0.022 Uiso 1 1 calc R . . . . H17B H 0.6400 0.6268 0.2671 0.022 Uiso 1 1 calc R . . . . C19 C 0.50901(11) 0.53076(16) 0.30142(18) 0.0254(4) Uani 1 1 d . . . . . H19A H 0.4896 0.5691 0.2147 0.038 Uiso 1 1 calc GR . . . . H19B H 0.5149 0.5855 0.3732 0.038 Uiso 1 1 calc GR . . . . H19C H 0.4633 0.4742 0.3041 0.038 Uiso 1 1 calc GR . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.01141(12) 0.01646(12) 0.01397(12) 0.00025(7) 0.00256(8) -0.00119(7) Cl2 0.02101(19) 0.01842(18) 0.02154(19) 0.00359(14) 0.00385(14) 0.00342(13) Cl1 0.01512(18) 0.0250(2) 0.0234(2) -0.00124(15) -0.00254(14) -0.00045(14) N1 0.0137(6) 0.0153(6) 0.0137(6) 0.0014(5) 0.0046(5) 0.0005(5) C10 0.0149(7) 0.0181(7) 0.0195(7) -0.0047(6) 0.0095(6) -0.0007(5) C11 0.0219(8) 0.0202(8) 0.0215(8) 0.0000(6) 0.0087(6) -0.0005(6) C9 0.0187(7) 0.0161(7) 0.0203(8) -0.0036(6) 0.0108(6) 0.0000(6) C4 0.0155(7) 0.0226(8) 0.0212(8) -0.0072(6) 0.0083(6) 0.0010(6) C12 0.0313(10) 0.0228(8) 0.0231(9) 0.0007(7) 0.0081(7) 0.0035(7) C15 0.0153(7) 0.0164(7) 0.0167(7) -0.0010(6) 0.0063(6) -0.0005(5) C2 0.0224(9) 0.0506(12) 0.0249(9) -0.0064(8) 0.0035(7) 0.0092(8) C8 0.0241(8) 0.0156(7) 0.0302(9) -0.0042(6) 0.0176(7) -0.0011(6) C5 0.0160(7) 0.0257(8) 0.0296(9) -0.0123(7) 0.0109(7) -0.0020(6) C14 0.0379(10) 0.0181(8) 0.0392(10) 0.0018(7) 0.0261(9) -0.0015(7) C3 0.0182(8) 0.0367(9) 0.0217(8) -0.0033(7) 0.0076(6) 0.0040(7) C6 0.0167(8) 0.0383(10) 0.0445(12) -0.0209(9) 0.0105(8) -0.0059(7) C1 0.0161(8) 0.0546(12) 0.0341(10) -0.0181(9) -0.0008(7) 0.0015(8) C7 0.0228(8) 0.0206(8) 0.0415(11) -0.0102(7) 0.0198(8) -0.0069(6) C13 0.0499(12) 0.0189(8) 0.0294(10) 0.0059(7) 0.0222(9) 0.0055(8) N2 0.0140(6) 0.0207(6) 0.0161(6) 0.0001(5) 0.0060(5) 0.0005(5) C16 0.0153(7) 0.0191(7) 0.0162(7) -0.0027(6) 0.0055(6) -0.0032(5) C18 0.0257(8) 0.0267(8) 0.0157(8) 0.0013(6) 0.0083(6) -0.0025(7) C17 0.0183(7) 0.0181(7) 0.0188(7) -0.0025(6) 0.0077(6) -0.0020(6) C19 0.0169(8) 0.0337(9) 0.0282(9) -0.0017(7) 0.0107(7) 0.0043(7) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -6 6 2 0.1256 -5.9915 6.0082 1.9973 -0.0638 -0.2477 0.9538 -5 5 -2 0.1473 -4.9951 5.0066 -2.0039 -0.6043 -0.1073 0.7171 -4 -1 -5 0.1018 -4.0047 -0.9985 -5.0013 -0.9579 -0.2549 -0.0886 -7 5 4 0.0997 -6.9917 5.0082 3.9990 0.1907 -0.4384 0.9121 -8 -3 5 0.1084 -8.0018 -2.9969 5.0050 0.3460 -0.9675 0.0229 -7 4 4 0.0951 -6.9930 4.0075 3.9997 0.1980 -0.4906 0.7941 -3 7 -2 0.1613 -2.9923 7.0068 -2.0054 -0.5120 0.1660 0.8854 4 -6 -4 0.1384 3.9900 -6.0070 -3.9981 -0.3437 0.1328 -0.9285 2 -4 5 0.1275 1.9979 -4.0039 5.0049 0.8876 -0.1750 -0.4338 -2 2 7 0.1096 -1.9933 2.0031 7.0020 0.9306 -0.2538 0.4522 -3 6 5 0.1192 -2.9893 6.0065 4.9985 0.5474 -0.0754 0.9158 10 1 -2 0.0553 10.0011 0.9943 -2.0024 0.2263 0.9509 -0.2631 3 -7 -2 0.1661 2.9898 -7.0070 -1.9964 -0.0892 -0.0579 -0.9702 -8 -4 1 0.0644 -8.0055 -3.9978 1.0038 -0.2479 -0.9115 -0.1799 3 7 0 0.1458 3.0096 7.0031 -0.0050 0.1091 0.6187 0.7246 1 0 -7 0.0990 0.9959 -0.0010 -7.0033 -0.9987 0.2737 -0.1823 -8 4 2 0.0940 -7.9943 4.0080 1.9988 -0.1560 -0.5210 0.7855 -8 0 5 0.1042 -7.9978 0.0053 5.0029 0.3241 -0.8109 0.3770 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 Cl1 Zn1 Cl2 115.724(17) . . ? N1 Zn1 Cl2 101.48(4) . . ? N1 Zn1 Cl1 126.15(4) . . ? N1 Zn1 N2 86.53(5) . . ? N2 Zn1 Cl2 109.37(4) . . ? N2 Zn1 Cl1 113.49(4) . . ? Zn1 N1 H1 108.9(13) . . ? C15 N1 Zn1 117.69(9) . . ? C15 N1 H1 109.3(14) . . ? C16 N1 Zn1 99.40(9) . . ? C16 N1 H1 107.7(13) . . ? C16 N1 C15 113.17(12) . . ? C9 C10 C4 119.80(14) . . ? C9 C10 C15 119.23(14) . . ? C4 C10 C15 120.95(14) . . ? C9 C11 H11 119.2 . . ? C12 C11 H11 119.2 . . ? C12 C11 C9 121.52(16) . . ? C10 C9 C11 123.02(14) . . ? C10 C9 C8 119.96(15) . . ? C11 C9 C8 117.02(15) . . ? C10 C4 C5 119.45(15) . . ? C10 C4 C3 123.53(15) . . ? C3 C4 C5 117.02(15) . . ? C11 C12 H12 119.6 . . ? C11 C12 C13 120.78(17) . . ? C13 C12 H12 119.6 . . ? N1 C15 C10 114.40(12) . . ? N1 C15 H15A 108.7 . . ? N1 C15 H15B 108.7 . . ? C10 C15 H15A 108.7 . . ? C10 C15 H15B 108.7 . . ? H15A C15 H15B 107.6 . . ? C3 C2 H2 119.6 . . ? C3 C2 C1 120.8(2) . . ? C1 C2 H2 119.6 . . ? C14 C8 C9 119.29(16) . . ? C7 C8 C9 119.23(16) . . ? C7 C8 C14 121.48(16) . . ? C6 C5 C4 119.29(17) . . ? C7 C5 C4 119.72(15) . . ? C7 C5 C6 120.99(17) . . ? C8 C14 H14 119.3 . . ? C13 C14 C8 121.37(16) . . ? C13 C14 H14 119.3 . . ? C4 C3 H3 119.3 . . ? C2 C3 C4 121.48(18) . . ? C2 C3 H3 119.3 . . ? C5 C6 H6 119.4 . . ? C1 C6 C5 121.18(18) . . ? C1 C6 H6 119.4 . . ? C2 C1 H1A 119.9 . . ? C6 C1 C2 120.24(17) . . ? C6 C1 H1A 119.9 . . ? C8 C7 H7 119.1 . . ? C5 C7 C8 121.78(15) . . ? C5 C7 H7 119.1 . . ? C12 C13 H13 120.0 . . ? C14 C13 C12 119.93(17) . . ? C14 C13 H13 120.0 . . ? C18 N2 Zn1 108.86(10) . . ? C18 N2 C17 110.07(12) . . ? C17 N2 Zn1 104.53(9) . . ? C19 N2 Zn1 114.70(10) . . ? C19 N2 C18 109.24(13) . . ? C19 N2 C17 109.32(13) . . ? N1 C16 H16A 110.0 . . ? N1 C16 H16B 110.0 . . ? N1 C16 C17 108.50(12) . . ? H16A C16 H16B 108.4 . . ? C17 C16 H16A 110.0 . . ? C17 C16 H16B 110.0 . . ? N2 C18 H18A 109.5 . . ? N2 C18 H18B 109.5 . . ? N2 C18 H18C 109.5 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N2 C17 C16 110.43(12) . . ? N2 C17 H17A 109.6 . . ? N2 C17 H17B 109.6 . . ? C16 C17 H17A 109.6 . . ? C16 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? N2 C19 H19A 109.5 . . ? N2 C19 H19B 109.5 . . ? N2 C19 H19C 109.5 . . ? H19A C19 H19B 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 Cl2 2.2363(4) . ? Zn1 Cl1 2.2160(5) . ? Zn1 N1 2.0897(13) . ? Zn1 N2 2.1044(13) . ? N1 H1 0.84(2) . ? N1 C15 1.4935(19) . ? N1 C16 1.4869(19) . ? C10 C9 1.409(2) . ? C10 C4 1.418(2) . ? C10 C15 1.519(2) . ? C11 H11 0.9500 . ? C11 C9 1.435(2) . ? C11 C12 1.366(2) . ? C9 C8 1.441(2) . ? C4 C5 1.439(2) . ? C4 C3 1.435(3) . ? C12 H12 0.9500 . ? C12 C13 1.418(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C2 H2 0.9500 . ? C2 C3 1.367(3) . ? C2 C1 1.415(3) . ? C8 C14 1.429(3) . ? C8 C7 1.391(3) . ? C5 C6 1.435(3) . ? C5 C7 1.387(3) . ? C14 H14 0.9500 . ? C14 C13 1.355(3) . ? C3 H3 0.9500 . ? C6 H6 0.9500 . ? C6 C1 1.349(3) . ? C1 H1A 0.9500 . ? C7 H7 0.9500 . ? C13 H13 0.9500 . ? N2 C18 1.485(2) . ? N2 C17 1.4901(19) . ? N2 C19 1.479(2) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C16 C17 1.518(2) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Zn1 N1 C15 C10 -179.78(10) . . . . ? Zn1 N1 C16 C17 -54.65(12) . . . . ? Zn1 N2 C17 C16 -28.90(14) . . . . ? N1 C16 C17 N2 59.91(16) . . . . ? C10 C9 C8 C14 176.80(14) . . . . ? C10 C9 C8 C7 -2.3(2) . . . . ? C10 C4 C5 C6 178.79(15) . . . . ? C10 C4 C5 C7 -2.1(2) . . . . ? C10 C4 C3 C2 -178.36(16) . . . . ? C11 C9 C8 C14 -3.1(2) . . . . ? C11 C9 C8 C7 177.80(14) . . . . ? C11 C12 C13 C14 -2.4(3) . . . . ? C9 C10 C4 C5 0.2(2) . . . . ? C9 C10 C4 C3 -179.94(14) . . . . ? C9 C10 C15 N1 -84.05(17) . . . . ? C9 C11 C12 C13 0.7(3) . . . . ? C9 C8 C14 C13 1.5(2) . . . . ? C9 C8 C7 C5 0.4(2) . . . . ? C4 C10 C9 C11 -178.16(14) . . . . ? C4 C10 C9 C8 2.0(2) . . . . ? C4 C10 C15 N1 97.49(16) . . . . ? C4 C5 C6 C1 -0.2(3) . . . . ? C4 C5 C7 C8 1.8(2) . . . . ? C12 C11 C9 C10 -177.87(15) . . . . ? C12 C11 C9 C8 2.0(2) . . . . ? C15 N1 C16 C17 179.68(12) . . . . ? C15 C10 C9 C11 3.4(2) . . . . ? C15 C10 C9 C8 -176.52(13) . . . . ? C15 C10 C4 C5 178.67(14) . . . . ? C15 C10 C4 C3 -1.5(2) . . . . ? C8 C14 C13 C12 1.3(3) . . . . ? C5 C4 C3 C2 1.5(2) . . . . ? C5 C6 C1 C2 1.2(3) . . . . ? C14 C8 C7 C5 -178.66(15) . . . . ? C3 C4 C5 C6 -1.1(2) . . . . ? C3 C4 C5 C7 178.06(15) . . . . ? C3 C2 C1 C6 -0.8(3) . . . . ? C6 C5 C7 C8 -179.13(16) . . . . ? C1 C2 C3 C4 -0.6(3) . . . . ? C7 C8 C14 C13 -179.39(16) . . . . ? C7 C5 C6 C1 -179.35(17) . . . . ? C16 N1 C15 C10 -64.62(16) . . . . ? C18 N2 C17 C16 87.86(15) . . . . ? C19 N2 C17 C16 -152.15(13) . . . . ?