Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2008 data_global #============================================================================== _journal_coden_Cambridge 1350 _audit_creation_method 'manual editing of form.cif' # SUBMISSION DETAILS _publ_contact_author_name 'Krzysztof Wozniak' _publ_contact_author_address ; Chemistry Department, Warsaw University, ul. Pasteura 1, 02-093 Warszawa, Poland ; _publ_contact_author_email kwozniak@chem.uw.edu.pl _publ_contact_author_fax 48(22)8222892 _publ_contact_author_phone '48(22)8220211 (ext. 216)' _publ_contact_letter ; Please consider this CIF submission as a supplementary information for publication in the Inorganic Chemistry ; _publ_requested_journal ; CrysEngComm ; _publ_section_title ; Structures of Hybrid Inorganic-Organic salts with Benzidine Dication Derivatives ; loop_ _publ_author_name _publ_author_address 'Lukasz Dobrzycki' ; Chemistry Department, Warsaw University, ul. Pasteura 1, 02-093 Warszawa, Poland ; 'Wozniak, Krzysztof' ; Chemistry Department, Warsaw University, ul. Pasteura 1, 02-093 Warszawa, Poland. ; _publ_section_abstract ; We describe and analyse seven new structures containing various metal-halide complex anions and differently substituted benzidine cations. We also introduce a series of criteria defining global architecture of such type of structures. All the structures analysed are of the layered type. Hovewer, only two of them contain infinite sheets of polymerised inorganic anions. We also calculate some other parameters defining the geometry and orientation of cations in the structures such as linear and area densities of charge, distance between ionic layers or interstack distance. Our analysis is based also on the other structures containing benzidine dication or its derivatives. An expected decrease of cationic charge generated in layers of inorganic-organic hybrid salts with benzidine derivatives is associated not only with the steric hindrance working as a buffer. It appears that the tilt angle of the cations with respect to the defined ionic layers is even more important. This loss of packing of cations allows the formation of polymerised inorganic sheets of relatively big Pb(II) chlorides. This process does not take place in the case of the smaller Cu(II) chloride. On the other hand, the substitution has no influence on grouping cations into stacks in the structures when a specific orientation of cations is present. Thus, the cation-cation distance stays substitution independent and in some cases becomes smaller than for the unsubstituted benzidine moiety. The aggregation of twisted cations in each stack prevents steric repulsion of the substituents. ; ############################################################# data_1_CdCl4_Cl _database_code_depnum_ccdc_archive 'CCDC 661857' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H36 Cd Cl6 N4' _chemical_formula_weight 753.71 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pmc2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, z+1/2' '-x, y, z' _cell_length_a 48.1953(10) _cell_length_b 8.2248(2) _cell_length_c 7.9892(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3166.89(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description planar _exptl_crystal_colour colourless _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.581 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1528 _exptl_absorpt_coefficient_mu 1.221 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.62 _exptl_absorpt_correction_T_max 0.98 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 KM4CCD _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 8.6479 _diffrn_standards_number '1 frame' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2 _diffrn_reflns_number 57809 _diffrn_reflns_av_R_equivalents 0.0501 _diffrn_reflns_av_sigmaI/netI 0.0493 _diffrn_reflns_limit_h_min -64 _diffrn_reflns_limit_h_max 64 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 28.80 _reflns_number_total 7983 _reflns_number_gt 7144 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Diamond _computing_publication_material SHELXTL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1162P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0164(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 3653 Friedel pairs' _refine_ls_abs_structure_Flack 0.00(13) _refine_ls_number_reflns 7983 _refine_ls_number_parameters 464 _refine_ls_number_restraints 686 _refine_ls_R_factor_all 0.0771 _refine_ls_R_factor_gt 0.0693 _refine_ls_wR_factor_ref 0.1776 _refine_ls_wR_factor_gt 0.1715 _refine_ls_goodness_of_fit_ref 1.130 _refine_ls_restrained_S_all 1.101 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.0000 0.19485(5) -0.03692(16) 0.01592(15) Uani 1 2 d S . . Cl1 Cl 0.0000 0.40129(18) 0.2081(2) 0.0166(3) Uani 1 2 d S . . Cl2 Cl 0.0000 -0.07301(19) 0.1049(3) 0.0178(3) Uani 1 2 d S . . Cl3 Cl 0.04816(2) 0.26663(13) -0.1158(2) 0.0152(2) Uani 1 1 d . . . Cl7 Cl 0.23709(3) 0.4821(2) 0.0434(3) 0.0371(4) Uani 1 1 d . . . Cl8 Cl 0.26184(3) 0.0141(2) 0.0276(3) 0.0408(4) Uani 1 1 d . . . N1A N 0.22414(10) 1.2065(6) 0.7579(7) 0.0282(11) Uani 1 1 d . . . H1A1 H 0.2295 1.2489 0.8581 0.042 Uiso 1 1 calc R . . H1A2 H 0.2229 1.2876 0.6808 0.042 Uiso 1 1 calc R . . H1A3 H 0.2369 1.1320 0.7236 0.042 Uiso 1 1 calc R . . N2A N 0.04556(8) 0.6422(5) 0.9987(5) 0.0169(9) Uani 1 1 d . . . H2A1 H 0.0408 0.6755 1.1034 0.025 Uiso 1 1 calc R . . H2A2 H 0.0479 0.5324 0.9985 0.025 Uiso 1 1 calc R . . H2A3 H 0.0319 0.6693 0.9254 0.025 Uiso 1 1 calc R . . C1A C 0.07170(8) 0.7222(5) 0.9482(7) 0.0146(9) Uani 1 1 d D . . C2A C 0.09643(10) 0.6597(5) 1.0092(5) 0.0139(9) Uani 1 1 d D . . C3A C 0.12071(8) 0.7404(5) 0.9637(8) 0.0157(8) Uani 1 1 d D . . H3A H 0.1380 0.7001 1.0026 0.019 Uiso 1 1 calc R . . C4A C 0.12033(10) 0.8798(5) 0.8617(6) 0.0174(10) Uani 1 1 d D . . C5A C 0.09514(10) 0.9377(5) 0.8031(7) 0.0187(10) Uani 1 1 d . . . H5A H 0.0946 1.0317 0.7342 0.022 Uiso 1 1 calc R . . C6A C 0.07051(10) 0.8570(6) 0.8457(6) 0.0164(9) Uani 1 1 d . . . H6A H 0.0532 0.8948 0.8045 0.020 Uiso 1 1 calc R . . C7A C 0.19637(11) 1.1259(7) 0.7766(8) 0.0252(11) Uani 1 1 d . . . C8A C 0.17302(11) 1.2193(6) 0.8084(7) 0.0207(11) Uani 1 1 d . . . C9A C 0.14894(10) 1.1339(6) 0.8317(7) 0.0178(9) Uani 1 1 d . . . H9A H 0.1324 1.1930 0.8532 0.021 Uiso 1 1 calc R . . C10A C 0.14751(10) 0.9651(6) 0.8255(7) 0.0185(10) Uani 1 1 d D . . C11A C 0.17109(12) 0.8774(7) 0.7948(8) 0.0282(13) Uani 1 1 d . . . H11A H 0.1705 0.7620 0.7935 0.034 Uiso 1 1 calc R . . C12A C 0.19521(11) 0.9572(7) 0.7665(8) 0.0259(12) Uani 1 1 d . . . H12A H 0.2115 0.8975 0.7395 0.031 Uiso 1 1 calc R . . C13A C 0.09763(10) 0.5122(6) 1.1209(8) 0.0217(10) Uani 1 1 d D . . H13A H 0.1168 0.4740 1.1290 0.033 Uiso 1 1 calc R . . H13B H 0.0860 0.4258 1.0736 0.033 Uiso 1 1 calc R . . H13C H 0.0908 0.5408 1.2326 0.033 Uiso 1 1 calc R . . C14A C 0.17374(11) 1.4003(6) 0.8167(9) 0.0259(12) Uani 1 1 d . . . H14A H 0.1551 1.4416 0.8401 0.039 Uiso 1 1 calc R . . H14B H 0.1802 1.4438 0.7094 0.039 Uiso 1 1 calc R . . H14C H 0.1864 1.4344 0.9060 0.039 Uiso 1 1 calc R . . N2B N 0.27529(14) 0.7072(8) 0.8044(12) 0.061(2) Uani 1 1 d . . . H2B1 H 0.2653 0.6814 0.7114 0.092 Uiso 1 1 calc R . . H2B2 H 0.2778 0.8168 0.8087 0.092 Uiso 1 1 calc R . . H2B3 H 0.2659 0.6740 0.8972 0.092 Uiso 1 1 calc R . . C7B C 0.30146(14) 0.6285(11) 0.7979(9) 0.0449(17) Uani 1 1 d . . . C8B C 0.32601(17) 0.7215(11) 0.7895(12) 0.056(2) Uani 1 1 d . . . C9B C 0.35207(18) 0.6361(14) 0.7799(19) 0.107(6) Uani 1 1 d . . . H9B H 0.3688 0.6962 0.7716 0.128 Uiso 1 1 calc R . . C10B C 0.35304(18) 0.4723(17) 0.7825(17) 0.093(4) Uani 1 1 d D . . C11B C 0.32797(14) 0.3797(11) 0.7976(10) 0.0477(19) Uani 1 1 d . . . H11B H 0.3287 0.2645 0.8052 0.057 Uiso 1 1 calc R . . C12B C 0.30212(14) 0.4606(11) 0.8010(12) 0.058(2) Uani 1 1 d . . . H12B H 0.2853 0.4002 0.8054 0.069 Uiso 1 1 calc R . . C14B C 0.32571(15) 0.9048(10) 0.7866(14) 0.066(3) Uani 1 1 d . . . H14D H 0.3176 0.9457 0.8908 0.099 Uiso 1 1 calc R . . H14E H 0.3146 0.9425 0.6913 0.099 Uiso 1 1 calc R . . H14F H 0.3447 0.9455 0.7758 0.099 Uiso 1 1 calc R . . Cd2B Cd 0.5000 0.3053(2) 0.1096(3) 0.0564(5) Uani 0.595(3) 2 d SP . 1 Cl4B Cl 0.45142(7) 0.2306(5) 0.1885(5) 0.0593(10) Uani 0.595(3) 1 d P . 1 Cl5B Cl 0.5000 0.0990(7) -0.1346(6) 0.0600(13) Uani 0.595(3) 2 d SP . 1 Cl6B Cl 0.5000 0.5741(7) -0.0305(10) 0.0616(12) Uani 0.595(3) 2 d SP . 1 N1B N 0.45316(18) 0.1447(13) 0.5778(12) 0.053(2) Uani 0.595(3) 1 d PDU . 1 H1B1 H 0.4542 0.0437 0.6238 0.080 Uiso 0.595(3) 1 calc PR . 1 H1B2 H 0.4677 0.2058 0.6142 0.080 Uiso 0.595(3) 1 calc PR . 1 H1B3 H 0.4538 0.1365 0.4642 0.080 Uiso 0.595(3) 1 calc PR . 1 C1B C 0.42804(16) 0.2193(10) 0.6258(9) 0.0506(17) Uani 0.595(3) 1 d PDU . 1 C2B C 0.40247(18) 0.1610(11) 0.5680(10) 0.0508(18) Uani 0.595(3) 1 d PDU . 1 C3B C 0.37787(18) 0.2384(12) 0.6186(12) 0.0500(18) Uani 0.595(3) 1 d PDU . 1 H3B H 0.3605 0.1979 0.5803 0.060 Uiso 0.595(3) 1 calc PR . 1 C4B C 0.37844(18) 0.3744(11) 0.7245(11) 0.044(3) Uani 0.595(3) 1 d PD . 1 C5B C 0.40456(12) 0.4314(8) 0.7869(8) 0.0541(14) Uani 0.595(3) 1 d PDU . 1 H5B H 0.4052 0.5195 0.8637 0.065 Uiso 0.595(3) 1 calc PR . 1 C6B C 0.42970(19) 0.3545(12) 0.7326(11) 0.0517(18) Uani 0.595(3) 1 d PDU . 1 H6B H 0.4472 0.3944 0.7684 0.062 Uiso 0.595(3) 1 calc PR . 1 C13B C 0.3995(2) 0.0169(15) 0.4525(16) 0.056(2) Uani 0.595(3) 1 d PDU . 1 H13D H 0.4165 0.0048 0.3859 0.084 Uiso 0.595(3) 1 calc PR . 1 H13E H 0.3837 0.0340 0.3777 0.084 Uiso 0.595(3) 1 calc PR . 1 H13F H 0.3965 -0.0818 0.5189 0.084 Uiso 0.595(3) 1 calc PR . 1 Cd2C Cd 0.5000 0.3064(3) 0.4603(5) 0.0538(7) Uani 0.405(3) 2 d SP . 2 Cl4C Cl 0.45184(9) 0.2317(8) 0.3816(7) 0.0594(14) Uani 0.405(3) 1 d P . 2 Cl5C Cl 0.5000 0.5677(11) 0.6015(9) 0.0532(17) Uani 0.405(3) 2 d SP . 2 Cl6C Cl 0.5000 0.1006(10) 0.7036(8) 0.0552(19) Uani 0.405(3) 2 d SP . 2 N1C N 0.4537(2) 0.1428(17) 0.9926(16) 0.051(2) Uani 0.405(3) 1 d PDU . 2 H1C1 H 0.4605 0.1918 1.0860 0.077 Uiso 0.405(3) 1 calc PR . 2 H1C2 H 0.4662 0.1524 0.9078 0.077 Uiso 0.405(3) 1 calc PR . 2 H1C3 H 0.4506 0.0357 1.0142 0.077 Uiso 0.405(3) 1 calc PR . 2 C1C C 0.42856(18) 0.2180(12) 0.9460(10) 0.0509(19) Uani 0.405(3) 1 d PDU . 2 C2C C 0.4029(2) 0.1600(13) 1.0055(12) 0.0510(19) Uani 0.405(3) 1 d PDU . 2 C3C C 0.3781(2) 0.2380(14) 0.9567(15) 0.0517(19) Uani 0.405(3) 1 d PDU . 2 H3C H 0.3608 0.1985 0.9965 0.062 Uiso 0.405(3) 1 calc PR . 2 C4C C 0.3788(2) 0.3724(15) 0.8507(15) 0.062(6) Uani 0.405(3) 1 d PD . 2 C5C C 0.40456(12) 0.4314(8) 0.7869(8) 0.0541(14) Uani 0.40 1 d PDU . 2 H5C H 0.4050 0.5208 0.7116 0.065 Uiso 0.405(3) 1 calc PR . 2 C6C C 0.4297(2) 0.3541(14) 0.8379(13) 0.0514(19) Uani 0.405(3) 1 d PDU . 2 H6C H 0.4470 0.3938 0.7995 0.062 Uiso 0.405(3) 1 calc PR . 2 C13C C 0.4010(3) 0.014(2) 1.1220(19) 0.053(3) Uani 0.405(3) 1 d PDU . 2 H13G H 0.3954 0.0504 1.2337 0.079 Uiso 0.405(3) 1 calc PR . 2 H13H H 0.4192 -0.0390 1.1289 0.079 Uiso 0.405(3) 1 calc PR . 2 H13I H 0.3873 -0.0630 1.0783 0.079 Uiso 0.405(3) 1 calc PR . 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0181(2) 0.0090(2) 0.0207(3) 0.0032(2) 0.000 0.000 Cl1 0.0204(8) 0.0128(7) 0.0167(8) -0.0003(6) 0.000 0.000 Cl2 0.0226(8) 0.0073(7) 0.0235(8) 0.0045(6) 0.000 0.000 Cl3 0.0174(5) 0.0129(5) 0.0154(5) 0.0002(4) 0.0014(5) -0.0007(4) Cl7 0.0331(7) 0.0408(9) 0.0375(9) -0.0125(7) -0.0019(7) 0.0012(6) Cl8 0.0356(8) 0.0549(10) 0.0319(8) 0.0005(7) 0.0026(7) 0.0014(7) N1A 0.023(2) 0.031(3) 0.031(3) 0.003(2) 0.000(2) -0.0043(19) N2A 0.0197(19) 0.0139(17) 0.017(2) -0.0029(15) 0.0029(15) -0.0055(14) C1A 0.020(2) 0.0087(18) 0.015(2) -0.004(2) 0.003(2) -0.0029(14) C2A 0.020(2) 0.011(2) 0.011(2) -0.0012(15) 0.0016(16) 0.0016(16) C3A 0.0160(19) 0.0143(18) 0.017(2) -0.004(3) 0.000(2) 0.0017(14) C4A 0.025(2) 0.013(2) 0.015(3) -0.0026(19) 0.0022(19) -0.0014(18) C5A 0.025(3) 0.008(2) 0.023(3) 0.0026(17) 0.0043(19) -0.0001(17) C6A 0.021(2) 0.013(2) 0.015(2) -0.0055(18) 0.0026(19) 0.0017(17) C7A 0.022(2) 0.026(3) 0.028(3) 0.004(2) -0.001(2) -0.003(2) C8A 0.023(3) 0.026(3) 0.013(2) 0.001(2) 0.000(2) -0.002(2) C9A 0.019(2) 0.019(2) 0.016(2) -0.001(2) -0.0008(19) 0.0008(18) C10A 0.022(2) 0.023(2) 0.011(2) 0.0025(19) 0.0028(19) -0.0017(19) C11A 0.030(3) 0.018(3) 0.036(3) 0.001(2) 0.004(2) -0.001(2) C12A 0.024(3) 0.027(3) 0.027(3) 0.004(2) 0.006(2) 0.000(2) C13A 0.022(2) 0.014(2) 0.029(3) 0.012(2) 0.002(2) 0.0004(19) C14A 0.025(3) 0.021(3) 0.032(3) -0.002(2) -0.004(2) -0.003(2) N2B 0.030(3) 0.066(5) 0.087(6) -0.012(4) -0.003(3) 0.000(3) C7B 0.034(3) 0.070(5) 0.031(4) -0.003(3) -0.001(3) -0.002(4) C8B 0.032(4) 0.069(6) 0.067(6) 0.011(4) 0.007(4) 0.007(4) C9B 0.032(4) 0.089(8) 0.198(18) 0.029(9) -0.007(7) -0.007(5) C10B 0.045(5) 0.091(8) 0.142(14) 0.010(7) -0.009(6) 0.012(5) C11B 0.033(3) 0.067(5) 0.043(5) 0.001(4) -0.001(3) 0.002(3) C12B 0.023(3) 0.076(6) 0.074(6) -0.014(5) -0.003(4) -0.001(3) C14B 0.028(4) 0.076(6) 0.094(8) 0.009(5) 0.022(4) 0.012(4) Cd2B 0.0439(8) 0.0814(14) 0.0438(9) 0.0033(8) 0.000 0.000 Cl4B 0.0531(19) 0.088(3) 0.0370(18) -0.0001(17) 0.0037(15) -0.0033(18) Cl5B 0.050(2) 0.096(4) 0.034(2) -0.002(3) 0.000 0.000 Cl6B 0.068(3) 0.067(3) 0.051(3) 0.009(4) 0.000 0.000 N1B 0.041(4) 0.083(5) 0.036(4) -0.001(4) -0.001(4) 0.000(4) C1B 0.034(3) 0.081(4) 0.038(3) 0.002(3) 0.000(3) 0.000(3) C2B 0.035(3) 0.080(4) 0.038(3) 0.001(3) -0.003(3) 0.001(3) C3B 0.034(3) 0.078(4) 0.038(3) 0.001(3) -0.001(3) 0.000(3) C4B 0.042(6) 0.060(8) 0.028(6) 0.014(6) -0.003(5) -0.002(5) C5B 0.037(2) 0.083(3) 0.043(3) -0.001(2) -0.002(2) 0.002(2) C6B 0.033(3) 0.082(4) 0.040(3) 0.000(3) -0.001(3) 0.000(3) C13B 0.040(4) 0.084(5) 0.043(4) 0.000(5) -0.005(4) -0.002(4) Cd2C 0.0319(9) 0.095(2) 0.0348(10) -0.0047(13) 0.000 0.000 Cl4C 0.030(2) 0.119(4) 0.029(2) -0.003(3) -0.0034(17) -0.001(2) Cl5C 0.048(4) 0.070(5) 0.041(3) -0.001(3) 0.000 0.000 Cl6C 0.027(3) 0.107(6) 0.032(3) 0.002(4) 0.000 0.000 N1C 0.028(4) 0.086(5) 0.039(5) 0.004(5) -0.004(4) -0.002(4) C1C 0.032(3) 0.082(4) 0.038(4) 0.000(3) -0.001(3) 0.001(3) C2C 0.033(3) 0.082(4) 0.038(4) -0.001(3) -0.002(3) 0.003(3) C3C 0.034(3) 0.083(4) 0.038(4) 0.000(4) -0.002(3) 0.002(3) C4C 0.041(10) 0.101(18) 0.043(11) -0.006(12) -0.008(9) 0.003(11) C5C 0.037(2) 0.083(3) 0.043(3) -0.001(2) -0.002(2) 0.002(2) C6C 0.034(3) 0.083(4) 0.038(4) 0.001(3) 0.000(3) 0.002(3) C13C 0.032(5) 0.088(6) 0.038(5) -0.003(5) -0.006(5) 0.001(5) _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 Cd1 Cl3 2.4764(11) . ? Cd1 Cl3 2.4764(11) 4 ? Cd1 Cl2 2.4775(16) . ? Cd1 Cl1 2.5915(16) . ? N1A C7A 1.501(7) . ? N1A H1A1 0.9100 . ? N1A H1A2 0.9100 . ? N1A H1A3 0.9100 . ? N2A C1A 1.477(5) . ? N2A H2A1 0.9100 . ? N2A H2A2 0.9100 . ? N2A H2A3 0.9100 . ? C1A C6A 1.380(6) . ? C1A C2A 1.387(6) . ? C2A C3A 1.393(6) . ? C2A C13A 1.507(6) . ? C3A C4A 1.406(7) . ? C3A H3A 0.9500 . ? C4A C5A 1.386(7) . ? C4A C10A 1.514(6) . ? C5A C6A 1.402(7) . ? C5A H5A 0.9500 . ? C6A H6A 0.9500 . ? C7A C8A 1.386(8) . ? C7A C12A 1.391(8) . ? C8A C9A 1.369(7) . ? C8A C14A 1.491(7) . ? C9A C10A 1.392(7) . ? C9A H9A 0.9500 . ? C10A C11A 1.367(7) . ? C11A C12A 1.354(8) . ? C11A H11A 0.9500 . ? C12A H12A 0.9500 . ? C13A H13A 0.9800 . ? C13A H13B 0.9800 . ? C13A H13C 0.9800 . ? C14A H14A 0.9800 . ? C14A H14B 0.9800 . ? C14A H14C 0.9800 . ? N2B C7B 1.419(10) . ? N2B H2B1 0.9100 . ? N2B H2B2 0.9100 . ? N2B H2B3 0.9100 . ? C7B C12B 1.381(12) . ? C7B C8B 1.410(11) . ? C8B C9B 1.441(12) . ? C8B C14B 1.508(12) . ? C9B C10B 1.348(17) . ? C9B H9B 0.9500 . ? C10B C11B 1.433(13) . ? C10B C4B 1.537(12) . ? C10B C4C 1.587(16) . ? C11B C12B 1.413(10) . ? C11B H11B 0.9500 . ? C12B H12B 0.9500 . ? C14B H14D 0.9800 . ? C14B H14E 0.9800 . ? C14B H14F 0.9800 . ? Cd2B Cl6B 2.479(6) . ? Cd2B Cl4B 2.501(4) 4_655 ? Cd2B Cl4B 2.501(4) . ? Cd2B Cl5B 2.586(5) . ? N1B C1B 1.411(8) . ? N1B H1B1 0.9100 . ? N1B H1B2 0.9100 . ? N1B H1B3 0.9100 . ? C1B C2B 1.401(10) . ? C1B C6B 1.403(10) . ? C2B C3B 1.405(10) . ? C2B C13B 1.509(13) . ? C3B C4B 1.403(10) . ? C3B H3B 0.9500 . ? C4B C5B 1.433(9) . ? C5B C6B 1.434(9) . ? C5B H5B 0.9500 . ? C6B H6B 0.9500 . ? C13B H13D 0.9800 . ? C13B H13E 0.9800 . ? C13B H13F 0.9800 . ? Cd2C Cl5C 2.428(9) . ? Cd2C Cl4C 2.482(5) . ? Cd2C Cl4C 2.482(5) 4_655 ? Cd2C Cl6C 2.578(7) . ? N1C C1C 1.410(9) . ? N1C H1C1 0.9100 . ? N1C H1C2 0.9100 . ? N1C H1C3 0.9100 . ? C1C C2C 1.408(11) . ? C1C C6C 1.414(11) . ? C2C C3C 1.410(11) . ? C2C C13C 1.521(16) . ? C3C C4C 1.393(12) . ? C3C H3C 0.9500 . ? C6C H6C 0.9500 . ? C13C H13G 0.9800 . ? C13C H13H 0.9800 . ? C13C H13I 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 Cl3 Cd1 Cl3 139.19(6) . 4 ? Cl3 Cd1 Cl2 109.17(3) . . ? Cl3 Cd1 Cl2 109.17(3) 4 . ? Cl3 Cd1 Cl1 92.06(3) . . ? Cl3 Cd1 Cl1 92.06(3) 4 . ? Cl2 Cd1 Cl1 103.71(6) . . ? C7A N1A H1A1 109.5 . . ? C7A N1A H1A2 109.5 . . ? H1A1 N1A H1A2 109.5 . . ? C7A N1A H1A3 109.5 . . ? H1A1 N1A H1A3 109.5 . . ? H1A2 N1A H1A3 109.5 . . ? C1A N2A H2A1 109.5 . . ? C1A N2A H2A2 109.5 . . ? H2A1 N2A H2A2 109.5 . . ? C1A N2A H2A3 109.5 . . ? H2A1 N2A H2A3 109.5 . . ? H2A2 N2A H2A3 109.5 . . ? C6A C1A C2A 122.8(4) . . ? C6A C1A N2A 119.0(4) . . ? C2A C1A N2A 118.2(4) . . ? C1A C2A C3A 117.0(4) . . ? C1A C2A C13A 122.6(4) . . ? C3A C2A C13A 120.4(4) . . ? C2A C3A C4A 121.9(4) . . ? C2A C3A H3A 119.0 . . ? C4A C3A H3A 119.0 . . ? C5A C4A C3A 119.1(4) . . ? C5A C4A C10A 122.3(4) . . ? C3A C4A C10A 118.5(4) . . ? C4A C5A C6A 119.8(4) . . ? C4A C5A H5A 120.1 . . ? C6A C5A H5A 120.1 . . ? C1A C6A C5A 119.3(4) . . ? C1A C6A H6A 120.4 . . ? C5A C6A H6A 120.4 . . ? C8A C7A C12A 122.1(5) . . ? C8A C7A N1A 119.8(5) . . ? C12A C7A N1A 118.1(5) . . ? C9A C8A C7A 115.4(5) . . ? C9A C8A C14A 121.7(5) . . ? C7A C8A C14A 122.9(5) . . ? C8A C9A C10A 123.3(5) . . ? C8A C9A H9A 118.4 . . ? C10A C9A H9A 118.4 . . ? C11A C10A C9A 119.4(5) . . ? C11A C10A C4A 120.6(5) . . ? C9A C10A C4A 119.9(4) . . ? C12A C11A C10A 119.2(5) . . ? C12A C11A H11A 120.4 . . ? C10A C11A H11A 120.4 . . ? C11A C12A C7A 120.5(5) . . ? C11A C12A H12A 119.7 . . ? C7A C12A H12A 119.7 . . ? C2A C13A H13A 109.5 . . ? C2A C13A H13B 109.5 . . ? H13A C13A H13B 109.5 . . ? C2A C13A H13C 109.5 . . ? H13A C13A H13C 109.5 . . ? H13B C13A H13C 109.5 . . ? C8A C14A H14A 109.5 . . ? C8A C14A H14B 109.5 . . ? H14A C14A H14B 109.5 . . ? C8A C14A H14C 109.5 . . ? H14A C14A H14C 109.5 . . ? H14B C14A H14C 109.5 . . ? C7B N2B H2B1 109.5 . . ? C7B N2B H2B2 109.5 . . ? H2B1 N2B H2B2 109.5 . . ? C7B N2B H2B3 109.5 . . ? H2B1 N2B H2B3 109.5 . . ? H2B2 N2B H2B3 109.5 . . ? C12B C7B C8B 121.6(7) . . ? C12B C7B N2B 118.4(7) . . ? C8B C7B N2B 120.0(8) . . ? C7B C8B C9B 118.0(8) . . ? C7B C8B C14B 122.3(7) . . ? C9B C8B C14B 119.6(8) . . ? C10B C9B C8B 121.1(9) . . ? C10B C9B H9B 119.5 . . ? C8B C9B H9B 119.5 . . ? C9B C10B C11B 120.2(9) . . ? C9B C10B C4B 123.1(10) . . ? C11B C10B C4B 114.7(10) . . ? C9B C10B C4C 123.3(10) . . ? C11B C10B C4C 110.9(10) . . ? C4B C10B C4C 37.6(6) . . ? C12B C11B C10B 119.6(9) . . ? C12B C11B H11B 120.2 . . ? C10B C11B H11B 120.2 . . ? C7B C12B C11B 119.4(7) . . ? C7B C12B H12B 120.3 . . ? C11B C12B H12B 120.3 . . ? C8B C14B H14D 109.5 . . ? C8B C14B H14E 109.5 . . ? H14D C14B H14E 109.5 . . ? C8B C14B H14F 109.5 . . ? H14D C14B H14F 109.5 . . ? H14E C14B H14F 109.5 . . ? Cl6B Cd2B Cl4B 109.44(10) . 4_655 ? Cl6B Cd2B Cl4B 109.44(10) . . ? Cl4B Cd2B Cl4B 138.80(19) 4_655 . ? Cl6B Cd2B Cl5B 104.2(2) . . ? Cl4B Cd2B Cl5B 91.66(10) 4_655 . ? Cl4B Cd2B Cl5B 91.66(10) . . ? C2B C1B C6B 121.4(7) . . ? C2B C1B N1B 121.1(8) . . ? C6B C1B N1B 117.5(8) . . ? C1B C2B C3B 119.5(8) . . ? C1B C2B C13B 123.6(8) . . ? C3B C2B C13B 116.9(8) . . ? C4B C3B C2B 121.2(8) . . ? C4B C3B H3B 119.4 . . ? C2B C3B H3B 119.4 . . ? C3B C4B C5B 119.2(7) . . ? C3B C4B C10B 125.7(9) . . ? C5B C4B C10B 115.1(8) . . ? C4B C5B C6B 119.5(7) . . ? C4B C5B H5B 120.2 . . ? C6B C5B H5B 120.2 . . ? C1B C6B C5B 119.0(8) . . ? C1B C6B H6B 120.5 . . ? C5B C6B H6B 120.5 . . ? Cl5C Cd2C Cl4C 109.69(16) . . ? Cl5C Cd2C Cl4C 109.69(16) . 4_655 ? Cl4C Cd2C Cl4C 138.5(3) . 4_655 ? Cl5C Cd2C Cl6C 103.3(2) . . ? Cl4C Cd2C Cl6C 91.63(16) . . ? Cl4C Cd2C Cl6C 91.63(16) 4_655 . ? C1C N1C H1C1 109.5 . . ? C1C N1C H1C2 109.5 . . ? H1C1 N1C H1C2 109.5 . . ? C1C N1C H1C3 109.5 . . ? H1C1 N1C H1C3 109.5 . . ? H1C2 N1C H1C3 109.5 . . ? C2C C1C N1C 121.1(9) . . ? C2C C1C C6C 120.5(8) . . ? N1C C1C C6C 118.5(9) . . ? C1C C2C C3C 119.7(9) . . ? C1C C2C C13C 121.7(9) . . ? C3C C2C C13C 118.5(9) . . ? C4C C3C C2C 120.6(9) . . ? C4C C3C H3C 119.7 . . ? C2C C3C H3C 119.7 . . ? C3C C4C C10B 126.9(10) . . ? C1C C6C H6C 120.1 . . ? C2C C13C H13G 109.5 . . ? C2C C13C H13H 109.5 . . ? H13G C13C H13H 109.5 . . ? C2C C13C H13I 109.5 . . ? H13G C13C H13I 109.5 . . ? H13H C13C H13I 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6A C1A C2A C3A 0.6(7) . . . . ? N2A C1A C2A C3A -178.1(4) . . . . ? C6A C1A C2A C13A -179.9(5) . . . . ? N2A C1A C2A C13A 1.4(7) . . . . ? C1A C2A C3A C4A 0.5(7) . . . . ? C13A C2A C3A C4A -179.0(5) . . . . ? C2A C3A C4A C5A -0.8(7) . . . . ? C2A C3A C4A C10A 176.9(4) . . . . ? C3A C4A C5A C6A -0.1(7) . . . . ? C10A C4A C5A C6A -177.7(5) . . . . ? C2A C1A C6A C5A -1.4(8) . . . . ? N2A C1A C6A C5A 177.3(4) . . . . ? C4A C5A C6A C1A 1.1(7) . . . . ? C12A C7A C8A C9A 1.0(9) . . . . ? N1A C7A C8A C9A -176.9(5) . . . . ? C12A C7A C8A C14A -178.9(6) . . . . ? N1A C7A C8A C14A 3.3(9) . . . . ? C7A C8A C9A C10A 0.4(9) . . . . ? C14A C8A C9A C10A -179.8(5) . . . . ? C8A C9A C10A C11A 0.0(9) . . . . ? C8A C9A C10A C4A 176.7(5) . . . . ? C5A C4A C10A C11A -142.4(6) . . . . ? C3A C4A C10A C11A 40.0(7) . . . . ? C5A C4A C10A C9A 40.9(7) . . . . ? C3A C4A C10A C9A -136.7(5) . . . . ? C9A C10A C11A C12A -1.9(9) . . . . ? C4A C10A C11A C12A -178.5(5) . . . . ? C10A C11A C12A C7A 3.2(10) . . . . ? C8A C7A C12A C11A -2.8(10) . . . . ? N1A C7A C12A C11A 175.0(6) . . . . ? C12B C7B C8B C9B 1.6(14) . . . . ? N2B C7B C8B C9B -178.9(10) . . . . ? C12B C7B C8B C14B -179.8(8) . . . . ? N2B C7B C8B C14B -0.2(13) . . . . ? C7B C8B C9B C10B -1(2) . . . . ? C14B C8B C9B C10B 179.9(12) . . . . ? C8B C9B C10B C11B -1(2) . . . . ? C8B C9B C10B C4B 162.4(11) . . . . ? C8B C9B C10B C4C -152.3(11) . . . . ? C9B C10B C11B C12B 3.3(19) . . . . ? C4B C10B C11B C12B -161.4(8) . . . . ? C4C C10B C11B C12B 157.8(9) . . . . ? C8B C7B C12B C11B 0.7(13) . . . . ? N2B C7B C12B C11B -178.9(8) . . . . ? C10B C11B C12B C7B -3.1(14) . . . . ? C6B C1B C2B C3B -0.4(4) . . . . ? N1B C1B C2B C3B 180.0(3) . . . . ? C6B C1B C2B C13B 179.7(4) . . . . ? N1B C1B C2B C13B 0.1(3) . . . . ? C1B C2B C3B C4B 0.7(6) . . . . ? C13B C2B C3B C4B -179.4(4) . . . . ? C2B C3B C4B C5B -2.3(7) . . . . ? C2B C3B C4B C10B 177.6(9) . . . . ? C9B C10B C4B C3B -133.4(12) . . . . ? C11B C10B C4B C3B 30.7(14) . . . . ? C4C C10B C4B C3B 123.3(11) . . . . ? C9B C10B C4B C5B 46.5(16) . . . . ? C11B C10B C4B C5B -149.4(8) . . . . ? C4C C10B C4B C5B -56.8(9) . . . . ? C3B C4B C5B C6B 3.5(7) . . . . ? C10B C4B C5B C6B -176.4(8) . . . . ? C2B C1B C6B C5B 1.7(6) . . . . ? N1B C1B C6B C5B -178.7(3) . . . . ? C4B C5B C6B C1B -3.2(7) . . . . ? N1C C1C C2C C3C 179.9(3) . . . . ? C6C C1C C2C C3C 0.1(4) . . . . ? N1C C1C C2C C13C -0.2(3) . . . . ? C6C C1C C2C C13C -179.9(4) . . . . ? C1C C2C C3C C4C -0.3(6) . . . . ? C13C C2C C3C C4C 179.8(5) . . . . ? C2C C3C C4C C10B 179.2(10) . . . . ? C9B C10B C4C C3C 134.9(12) . . . . ? C11B C10B C4C C3C -18.8(14) . . . . ? C4B C10B C4C C3C -122.5(12) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1A H1A1 Cl7 0.91 2.45 3.276(6) 150.8 1_566 N1A H1A2 Cl7 0.91 2.29 3.144(5) 155.5 3_575 N1A H1A3 Cl8 0.91 2.31 3.159(6) 154.9 3_565 N2A H2A1 Cl3 0.91 2.32 3.173(4) 155.7 3_566 N2A H2A1 Cl2 0.91 2.85 3.321(4) 113.4 1_566 N2A H2A2 Cl3 0.91 2.37 3.224(4) 156.5 1_556 N2A H2A3 Cl1 0.91 2.39 3.215(4) 150.9 2_565 N2B H2B1 Cl7 0.91 2.34 3.188(8) 155.6 3_565 N2B H2B2 Cl8 0.91 2.51 3.158(7) 128.7 1_566 N2B H2B2 Cl8 0.91 2.75 3.250(8) 115.6 3_565 N2B H2B3 Cl7 0.91 2.41 3.235(8) 151.5 1_556 N1B H1B1 Cl4B 0.91 2.32 3.213(11) 167.3 3 N1B H1B2 Cl6B 0.91 2.65 3.346(11) 133.5 2_665 N1B H1B2 Cl5B 0.91 2.69 3.243(10) 120.3 1_556 N1B H1B3 Cl4B 0.91 2.34 3.190(10) 155.9 . N1C H1C1 Cl4C 0.91 2.42 3.194(14) 142.9 1_556 N1C H1C1 Cl5C 0.91 2.75 3.377(15) 127.4 2_665 N1C H1C2 Cl6C 0.91 2.34 3.230(13) 164.2 . N1C H1C3 Cl4C 0.91 2.44 3.206(16) 141.8 3 _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.020 _refine_diff_density_min -4.580 _refine_diff_density_rms 0.199 data_3_CdCl4(H2O) _database_code_depnum_ccdc_archive 'CCDC 661858' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 Cd Cl8 N2 O3' _chemical_formula_weight 625.88 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pcca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x, y, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x, -y, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 29.3171(15) _cell_length_b 6.7258(2) _cell_length_c 10.7881(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2127.21(15) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description planar _exptl_crystal_colour colourless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.955 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 2.047 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.44 _exptl_absorpt_correction_T_max 0.99 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 KM4CCD _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 8.6479 _diffrn_standards_number '1 scan' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2 _diffrn_reflns_number 32500 _diffrn_reflns_av_R_equivalents 0.0404 _diffrn_reflns_av_sigmaI/netI 0.0248 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 28.00 _reflns_number_total 2563 _reflns_number_gt 2193 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Diamond _computing_publication_material SHELXTL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0092P)^2^+26.1551P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2563 _refine_ls_number_parameters 121 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0585 _refine_ls_R_factor_gt 0.0498 _refine_ls_wR_factor_ref 0.1135 _refine_ls_wR_factor_gt 0.1119 _refine_ls_goodness_of_fit_ref 1.356 _refine_ls_restrained_S_all 1.356 _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 Cd1 Cd 0.2500 0.5000 1.21649(5) 0.01082(15) Uani 1 2 d S . . Cl1 Cl 0.33141(5) 0.3511(2) 1.24239(13) 0.0143(3) Uani 1 1 d . . . Cl2 Cl 0.28693(8) 0.8351(4) 1.2188(2) 0.0208(8) Uani 0.495(7) 1 d P . . O2 O 0.28693(8) 0.8351(4) 1.2188(2) 0.0208(8) Uani 0.50 1 d P . . Cl3 Cl 0.2500 0.5000 0.97247(17) 0.0126(3) Uani 1 2 d S . . Cl4 Cl 0.41329(5) 0.6207(2) 1.01000(14) 0.0186(3) Uani 1 1 d . . . Cl5 Cl 0.45254(5) -0.0936(2) 0.65856(15) 0.0187(3) Uani 1 1 d . . . O1 O 0.2978(2) -0.0520(8) 0.9626(5) 0.0430(16) Uani 1 1 d . . . N1 N 0.34724(16) 0.2928(8) 0.9526(5) 0.0144(10) Uani 1 1 d . . . H1A H 0.3502 0.3245 1.0342 0.022 Uiso 1 1 calc R . . H1B H 0.3321 0.1753 0.9453 0.022 Uiso 1 1 calc R . . H1C H 0.3313 0.3901 0.9131 0.022 Uiso 1 1 calc R . . C1 C 0.39246(19) 0.2743(9) 0.8968(5) 0.0118(11) Uani 1 1 d . . . C2 C 0.42438(19) 0.4160(9) 0.9165(5) 0.0102(11) Uani 1 1 d . . . C3 C 0.46717(19) 0.4040(9) 0.8596(5) 0.0117(11) Uani 1 1 d . . . H3 H 0.4893 0.5045 0.8738 0.014 Uiso 1 1 calc R . . C4 C 0.47732(18) 0.2432(8) 0.7813(5) 0.0111(11) Uani 1 1 d . . . C5 C 0.4439(2) 0.1000(8) 0.7632(5) 0.0119(11) Uani 1 1 d . . . C6 C 0.40137(19) 0.1125(8) 0.8192(5) 0.0115(11) Uani 1 1 d . . . H6 H 0.3789 0.0134 0.8051 0.014 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 Cd1 0.0124(3) 0.0129(3) 0.0071(3) 0.000 0.000 0.0028(3) Cl1 0.0120(6) 0.0162(6) 0.0147(6) -0.0019(6) -0.0002(5) 0.0026(5) Cl2 0.0202(13) 0.0267(14) 0.0155(12) 0.0031(10) -0.0007(9) 0.0054(9) O2 0.0202(13) 0.0267(14) 0.0155(12) 0.0031(10) -0.0007(9) 0.0054(9) Cl3 0.0113(8) 0.0183(9) 0.0080(8) 0.000 0.000 0.0008(9) Cl4 0.0176(7) 0.0188(7) 0.0195(7) -0.0095(6) 0.0016(6) 0.0005(6) Cl5 0.0174(7) 0.0165(7) 0.0222(7) -0.0090(6) 0.0017(6) -0.0010(6) O1 0.054(4) 0.031(3) 0.044(3) -0.020(3) 0.028(3) -0.023(3) N1 0.011(2) 0.018(3) 0.014(2) -0.002(2) 0.002(2) 0.000(2) C1 0.010(3) 0.014(3) 0.011(3) 0.003(2) 0.002(2) 0.003(2) C2 0.015(3) 0.008(3) 0.008(3) -0.001(2) -0.003(2) 0.006(2) C3 0.010(3) 0.011(3) 0.014(3) 0.002(2) -0.002(2) -0.002(2) C4 0.012(3) 0.012(3) 0.009(2) 0.003(2) -0.003(2) 0.001(2) C5 0.015(3) 0.010(3) 0.011(3) 0.000(2) 0.002(2) -0.001(2) C6 0.015(3) 0.008(3) 0.012(3) 0.002(2) -0.001(2) 0.000(2) _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 Cd1 O2 2.500(3) 2_565 ? Cd1 Cl2 2.500(3) 2_565 ? Cd1 Cl2 2.500(3) . ? Cd1 Cl1 2.6034(14) . ? Cd1 Cl1 2.6034(14) 2_565 ? Cd1 Cl3 2.632(2) . ? Cd1 Cl3 2.762(2) 7_566 ? Cl3 Cd1 2.762(2) 7_565 ? Cl4 C2 1.737(6) . ? Cl5 C5 1.741(6) . ? N1 C1 1.461(7) . ? N1 H1A 0.9100 . ? N1 H1B 0.9100 . ? N1 H1C 0.9100 . ? C1 C2 1.353(8) . ? C1 C6 1.398(8) . ? C2 C3 1.399(8) . ? C3 C4 1.404(8) . ? C3 H3 0.9500 . ? C4 C5 1.388(8) . ? C4 C4 1.491(11) 3_656 ? C5 C6 1.388(8) . ? C6 H6 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cd1 Cl2 0.00(9) 2_565 2_565 ? O2 Cd1 Cl2 178.85(11) 2_565 . ? Cl2 Cd1 Cl2 178.85(11) 2_565 . ? O2 Cd1 Cl1 92.81(6) 2_565 . ? Cl2 Cd1 Cl1 92.81(6) 2_565 . ? Cl2 Cd1 Cl1 87.06(6) . . ? O2 Cd1 Cl1 87.06(6) 2_565 2_565 ? Cl2 Cd1 Cl1 87.06(6) 2_565 2_565 ? Cl2 Cd1 Cl1 92.81(6) . 2_565 ? Cl1 Cd1 Cl1 167.68(7) . 2_565 ? O2 Cd1 Cl3 90.58(5) 2_565 . ? Cl2 Cd1 Cl3 90.58(5) 2_565 . ? Cl2 Cd1 Cl3 90.58(5) . . ? Cl1 Cd1 Cl3 96.16(3) . . ? Cl1 Cd1 Cl3 96.16(3) 2_565 . ? O2 Cd1 Cl3 89.42(5) 2_565 7_566 ? Cl2 Cd1 Cl3 89.42(5) 2_565 7_566 ? Cl2 Cd1 Cl3 89.42(5) . 7_566 ? Cl1 Cd1 Cl3 83.84(3) . 7_566 ? Cl1 Cd1 Cl3 83.84(3) 2_565 7_566 ? Cl3 Cd1 Cl3 180.000(1) . 7_566 ? Cd1 Cl3 Cd1 180.0 . 7_565 ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? C2 C1 C6 120.9(5) . . ? C2 C1 N1 120.2(5) . . ? C6 C1 N1 118.9(5) . . ? C1 C2 C3 120.7(5) . . ? C1 C2 Cl4 121.4(5) . . ? C3 C2 Cl4 117.9(4) . . ? C2 C3 C4 119.9(5) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 118.0(5) . . ? C5 C4 C4 124.5(5) . 3_656 ? C3 C4 C4 117.5(4) . 3_656 ? C4 C5 C6 122.1(5) . . ? C4 C5 Cl5 120.5(4) . . ? C6 C5 Cl5 117.2(4) . . ? C5 C6 C1 118.4(5) . . ? C5 C6 H6 120.8 . . ? C1 C6 H6 120.8 . . ? 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 O2 Cd1 Cl3 Cd1 -32(49) 2_565 . . 7_565 ? Cl2 Cd1 Cl3 Cd1 -32(49) 2_565 . . 7_565 ? Cl2 Cd1 Cl3 Cd1 148(100) . . . 7_565 ? Cl1 Cd1 Cl3 Cd1 61(49) . . . 7_565 ? Cl1 Cd1 Cl3 Cd1 -119(67) 2_565 . . 7_565 ? Cl3 Cd1 Cl3 Cd1 0(100) 7_566 . . 7_565 ? C6 C1 C2 C3 0.0(9) . . . . ? N1 C1 C2 C3 -177.4(5) . . . . ? C6 C1 C2 Cl4 178.5(4) . . . . ? N1 C1 C2 Cl4 1.1(8) . . . . ? C1 C2 C3 C4 -0.2(8) . . . . ? Cl4 C2 C3 C4 -178.8(4) . . . . ? C2 C3 C4 C5 0.0(8) . . . . ? C2 C3 C4 C4 177.3(6) . . . 3_656 ? C3 C4 C5 C6 0.3(9) . . . . ? C4 C4 C5 C6 -176.7(6) 3_656 . . . ? C3 C4 C5 Cl5 175.2(4) . . . . ? C4 C4 C5 Cl5 -1.8(9) 3_656 . . . ? C4 C5 C6 C1 -0.5(9) . . . . ? Cl5 C5 C6 C1 -175.6(4) . . . . ? C2 C1 C6 C5 0.3(8) . . . . ? N1 C1 C6 C5 177.8(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A Cl1 0.91 2.32 3.185(5) 158.9 . N1 H1B O1 0.91 1.84 2.737(7) 168.5 . N1 H1C Cl1 0.91 2.53 3.331(5) 146.5 7_565 N1 H1C Cl3 0.91 2.58 3.181(5) 124.3 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.250 _refine_diff_density_min -1.246 _refine_diff_density_rms 0.176 data_2_CuCl4(H2O) _database_code_depnum_ccdc_archive 'CCDC 661859' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H24 Cl10 Cu N4 O2' _chemical_formula_weight 818.52 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Cmc2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, z+1/2' '-x, y, z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z' _cell_length_a 25.3329(9) _cell_length_b 6.7202(2) _cell_length_c 18.5449(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3157.12(17) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prismatic _exptl_crystal_colour green _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.722 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1644 _exptl_absorpt_coefficient_mu 1.570 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.68 _exptl_absorpt_correction_T_max 0.94 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 KM4CCD _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 8.6479 _diffrn_standards_number '1 frame' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2 _diffrn_reflns_number 14399 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0550 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 28.75 _reflns_number_total 3896 _reflns_number_gt 3123 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Diamond _computing_publication_material SHELXTL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0273P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 1823 Friedel pairs' _refine_ls_number_reflns 3896 _refine_ls_number_parameters 208 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0376 _refine_ls_R_factor_gt 0.0264 _refine_ls_wR_factor_ref 0.0557 _refine_ls_wR_factor_gt 0.0545 _refine_ls_goodness_of_fit_ref 0.938 _refine_ls_restrained_S_all 0.938 _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 Cu1 Cu 0.5000 1.05878(7) 0.30169(3) 0.01786(12) Uani 1 2 d S . . Cl1 Cl 0.5000 0.81977(16) 0.38945(6) 0.0235(3) Uani 1 2 d S . . Cl2 Cl 0.5000 1.33959(15) 0.23311(5) 0.0155(2) Uani 1 2 d S . . Cl3 Cl 0.41026(2) 1.05587(9) 0.30098(4) 0.01619(14) Uani 1 1 d . . . Cl4 Cl 0.38399(3) 0.65524(10) 0.15258(4) 0.02032(16) Uani 1 1 d . . . Cl5 Cl 0.42972(3) 0.39005(11) 0.45733(4) 0.02064(16) Uani 1 1 d . . . Cl6 Cl 0.20386(3) 0.29507(13) 0.70309(4) 0.02737(19) Uani 1 1 d . . . N1 N 0.40647(8) 0.5609(3) 0.31191(13) 0.0146(5) Uani 1 1 d . . . H1A H 0.4278 0.6566 0.3307 0.022 Uiso 1 1 calc R . . H1B H 0.3954 0.5989 0.2673 0.022 Uiso 1 1 calc R . . H1C H 0.4247 0.4445 0.3084 0.022 Uiso 1 1 calc R . . N2 N 0.09752(8) 0.3025(3) 0.63333(12) 0.0157(5) Uani 1 1 d . . . H2A H 0.0666 0.3350 0.6112 0.024 Uiso 1 1 calc R . . H2B H 0.1000 0.3693 0.6759 0.024 Uiso 1 1 calc R . . H2C H 0.0983 0.1692 0.6418 0.024 Uiso 1 1 calc R . . C1 C 0.36076(11) 0.5330(4) 0.35893(14) 0.0113(6) Uani 1 1 d . . . C2 C 0.36741(10) 0.4545(4) 0.42676(15) 0.0110(6) Uani 1 1 d . . . C3 C 0.32430(11) 0.4257(4) 0.47178(15) 0.0116(6) Uani 1 1 d . . . H3 H 0.3293 0.3717 0.5186 0.014 Uiso 1 1 calc R . . C4 C 0.27380(10) 0.4758(4) 0.44849(15) 0.0115(6) Uani 1 1 d . . . C5 C 0.26763(10) 0.5528(4) 0.37879(14) 0.0113(6) Uani 1 1 d . . . H5 H 0.2333 0.5857 0.3619 0.014 Uiso 1 1 calc R . . C6 C 0.31079(10) 0.5818(4) 0.33401(15) 0.0117(6) Uani 1 1 d . . . H6 H 0.3062 0.6344 0.2869 0.014 Uiso 1 1 calc R . . C7 C 0.14185(11) 0.3574(4) 0.58680(15) 0.0135(6) Uani 1 1 d . . . C8 C 0.19269(11) 0.3569(4) 0.61322(14) 0.0140(6) Uani 1 1 d . . . C9 C 0.23506(11) 0.3995(4) 0.56983(15) 0.0137(6) Uani 1 1 d . . . H9 H 0.2697 0.3992 0.5894 0.016 Uiso 1 1 calc R . . C10 C 0.22741(11) 0.4436(4) 0.49672(14) 0.0113(6) Uani 1 1 d . . . C11 C 0.17585(11) 0.4466(4) 0.47006(15) 0.0130(6) Uani 1 1 d . . . H11 H 0.1698 0.4769 0.4207 0.016 Uiso 1 1 calc R . . C12 C 0.13301(11) 0.4054(4) 0.51518(15) 0.0142(6) Uani 1 1 d . . . H12 H 0.0980 0.4104 0.4968 0.017 Uiso 1 1 calc R . . O1A O 0.0000 0.4232(7) 0.5630(2) 0.0241(11) Uani 0.64 2 d SP . . O1B O 0.0000 0.2437(13) 0.5577(4) 0.0185(17) Uani 0.36 2 d SP . . O2A O 0.5000 0.8464(8) 0.1903(3) 0.0295(14) Uani 0.56 2 d SP . . O2B O 0.5000 0.6850(11) 0.0958(4) 0.0304(18) Uani 0.44 2 d SP . . 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 Cu1 0.0118(2) 0.0174(3) 0.0243(3) 0.0071(2) 0.000 0.000 Cl1 0.0197(6) 0.0262(6) 0.0247(6) 0.0121(5) 0.000 0.000 Cl2 0.0109(5) 0.0189(5) 0.0167(5) 0.0025(4) 0.000 0.000 Cl3 0.0123(3) 0.0169(3) 0.0194(3) 0.0028(3) 0.0011(4) -0.0006(3) Cl4 0.0222(4) 0.0238(4) 0.0149(4) 0.0015(3) -0.0027(3) 0.0021(3) Cl5 0.0103(3) 0.0318(4) 0.0198(4) 0.0079(3) 0.0005(3) 0.0026(3) Cl6 0.0174(4) 0.0503(5) 0.0144(4) 0.0057(4) -0.0002(3) -0.0034(4) N1 0.0114(11) 0.0185(11) 0.0139(14) 0.0019(11) -0.0009(11) -0.0001(10) N2 0.0126(12) 0.0186(13) 0.0159(12) 0.0012(10) 0.0040(10) 0.0000(10) C1 0.0124(14) 0.0090(14) 0.0127(15) -0.0020(11) 0.0028(12) -0.0002(12) C2 0.0084(13) 0.0076(13) 0.0170(15) -0.0003(11) 0.0016(12) 0.0005(11) C3 0.0157(14) 0.0093(14) 0.0098(14) -0.0017(11) 0.0001(11) -0.0018(12) C4 0.0151(14) 0.0086(13) 0.0107(14) -0.0047(12) 0.0040(13) -0.0041(11) C5 0.0097(14) 0.0104(13) 0.0138(15) -0.0024(11) -0.0010(12) 0.0008(11) C6 0.0129(15) 0.0100(14) 0.0121(14) -0.0005(11) 0.0012(11) 0.0022(11) C7 0.0114(14) 0.0124(14) 0.0166(15) -0.0019(12) 0.0053(12) 0.0001(12) C8 0.0173(16) 0.0159(15) 0.0088(14) -0.0002(12) -0.0002(11) 0.0000(12) C9 0.0076(13) 0.0164(15) 0.0172(15) -0.0034(13) -0.0006(12) -0.0023(12) C10 0.0118(14) 0.0081(14) 0.0139(15) -0.0021(12) 0.0036(12) 0.0010(12) C11 0.0151(14) 0.0120(14) 0.0118(15) 0.0022(11) 0.0004(12) 0.0017(12) C12 0.0113(14) 0.0131(16) 0.0182(16) -0.0003(13) -0.0030(12) 0.0010(11) O1A 0.012(2) 0.034(3) 0.027(3) -0.002(2) 0.000 0.000 O1B 0.012(4) 0.028(5) 0.016(4) -0.007(3) 0.000 0.000 O2A 0.018(3) 0.020(3) 0.050(4) 0.006(3) 0.000 0.000 O2B 0.019(4) 0.042(5) 0.031(4) 0.012(4) 0.000 0.000 _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 Cu1 Cl3 2.2735(6) . ? Cu1 Cl3 2.2735(6) 4_655 ? Cu1 Cl2 2.2756(11) . ? Cu1 Cl1 2.2866(12) . ? Cl5 C2 1.732(3) . ? Cl6 C8 1.741(3) . ? N1 C1 1.462(3) . ? N1 H1A 0.9100 . ? N1 H1B 0.9100 . ? N1 H1C 0.9100 . ? N2 C7 1.464(3) . ? N2 H2A 0.9100 . ? N2 H2B 0.9100 . ? N2 H2C 0.9100 . ? C1 C2 1.374(4) . ? C1 C6 1.387(4) . ? C2 C3 1.388(4) . ? C3 C4 1.392(4) . ? C3 H3 0.9500 . ? C4 C5 1.401(4) . ? C4 C10 1.493(4) . ? C5 C6 1.387(4) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.378(4) . ? C7 C12 1.385(4) . ? C8 C9 1.372(4) . ? C9 C10 1.401(4) . ? C9 H9 0.9500 . ? C10 C11 1.397(4) . ? C11 C12 1.398(4) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? O1A O1B 1.210(9) . ? 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 Cl3 Cu1 Cl3 178.81(5) . 4_655 ? Cl3 Cu1 Cl2 90.22(2) . . ? Cl3 Cu1 Cl2 90.22(2) 4_655 . ? Cl3 Cu1 Cl1 89.89(2) . . ? Cl3 Cu1 Cl1 89.89(2) 4_655 . ? Cl2 Cu1 Cl1 168.60(5) . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? C7 N2 H2A 109.5 . . ? C7 N2 H2B 109.5 . . ? H2A N2 H2B 109.5 . . ? C7 N2 H2C 109.5 . . ? H2A N2 H2C 109.5 . . ? H2B N2 H2C 109.5 . . ? C2 C1 C6 120.5(3) . . ? C2 C1 N1 119.9(2) . . ? C6 C1 N1 119.6(2) . . ? C1 C2 C3 120.5(3) . . ? C1 C2 Cl5 120.5(2) . . ? C3 C2 Cl5 119.0(2) . . ? C2 C3 C4 120.2(3) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C3 C4 C5 118.6(2) . . ? C3 C4 C10 120.2(3) . . ? C5 C4 C10 121.2(2) . . ? C6 C5 C4 121.1(3) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C1 119.1(3) . . ? C5 C6 H6 120.4 . . ? C1 C6 H6 120.4 . . ? C8 C7 C12 119.5(3) . . ? C8 C7 N2 120.5(2) . . ? C12 C7 N2 120.0(3) . . ? C9 C8 C7 121.5(3) . . ? C9 C8 Cl6 119.0(2) . . ? C7 C8 Cl6 119.5(2) . . ? C8 C9 C10 120.2(3) . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? C11 C10 C9 118.4(2) . . ? C11 C10 C4 121.5(2) . . ? C9 C10 C4 120.1(2) . . ? C10 C11 C12 120.8(3) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C7 C12 C11 119.6(3) . . ? C7 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -1.0(4) . . . . ? N1 C1 C2 C3 -179.5(2) . . . . ? C6 C1 C2 Cl5 179.0(2) . . . . ? N1 C1 C2 Cl5 0.6(3) . . . . ? C1 C2 C3 C4 0.2(4) . . . . ? Cl5 C2 C3 C4 -179.9(2) . . . . ? C2 C3 C4 C5 0.8(4) . . . . ? C2 C3 C4 C10 179.6(2) . . . . ? C3 C4 C5 C6 -1.0(4) . . . . ? C10 C4 C5 C6 -179.7(2) . . . . ? C4 C5 C6 C1 0.2(4) . . . . ? C2 C1 C6 C5 0.9(4) . . . . ? N1 C1 C6 C5 179.3(2) . . . . ? C12 C7 C8 C9 -1.2(4) . . . . ? N2 C7 C8 C9 177.2(2) . . . . ? C12 C7 C8 Cl6 -179.6(2) . . . . ? N2 C7 C8 Cl6 -1.3(4) . . . . ? C7 C8 C9 C10 -0.5(4) . . . . ? Cl6 C8 C9 C10 178.0(2) . . . . ? C8 C9 C10 C11 1.2(4) . . . . ? C8 C9 C10 C4 -175.7(2) . . . . ? C3 C4 C10 C11 -164.5(2) . . . . ? C5 C4 C10 C11 14.2(4) . . . . ? C3 C4 C10 C9 12.3(4) . . . . ? C5 C4 C10 C9 -169.0(3) . . . . ? C9 C10 C11 C12 -0.4(4) . . . . ? C4 C10 C11 C12 176.5(2) . . . . ? C8 C7 C12 C11 2.0(4) . . . . ? N2 C7 C12 C11 -176.3(2) . . . . ? C10 C11 C12 C7 -1.3(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A Cl1 0.91 2.39 3.272(2) 162.2 . N1 H1A Cl3 0.91 2.78 3.334(2) 120.8 . N1 H1B Cl4 0.91 2.18 3.075(3) 167.5 . N1 H1C Cl2 0.91 2.47 3.156(2) 132.6 1_545 N1 H1C Cl3 0.91 2.64 3.401(2) 141.6 1_545 N2 H2A O1A 0.91 2.00 2.909(3) 176.6 . N2 H2A O1B 0.91 2.05 2.868(5) 148.6 . N2 H2B Cl3 0.91 2.39 3.257(2) 159.8 6_565 N2 H2C Cl4 0.91 2.23 3.132(2) 168.7 6 _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.541 _refine_diff_density_min -0.325 _refine_diff_density_rms 0.072 data_3_CuCl4 _database_code_depnum_ccdc_archive 'CCDC 661860' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H20 Cl16 Cu2 N4 O4' _chemical_formula_weight 1122.72 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' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 10.8203(9) _cell_length_b 13.0489(10) _cell_length_c 29.142(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.024(6) _cell_angle_gamma 90.00 _cell_volume 4113.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description planar _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.813 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2216 _exptl_absorpt_coefficient_mu 2.110 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.33 _exptl_absorpt_correction_T_max 0.99 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 KM4CCD _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 8.6479 _diffrn_standards_number '1 frame' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2 _diffrn_reflns_number 38454 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1411 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 27.99 _reflns_number_total 38454 _reflns_number_gt 15516 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Diamond _computing_publication_material SHELXTL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1599P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0031(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 38454 _refine_ls_number_parameters 465 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1588 _refine_ls_R_factor_gt 0.0948 _refine_ls_wR_factor_ref 0.3230 _refine_ls_wR_factor_gt 0.2834 _refine_ls_goodness_of_fit_ref 0.957 _refine_ls_restrained_S_all 0.957 _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 Cu1A Cu 0.74576(8) 0.27639(6) -0.00081(3) 0.0337(2) Uani 1 1 d . . . Cl1A Cl 0.74399(17) 0.31128(15) 0.07501(6) 0.0461(5) Uani 1 1 d . . . Cl2A Cl 0.94606(17) 0.23196(15) -0.00013(6) 0.0414(5) Uani 1 1 d . . . Cl3A Cl 0.74798(17) 0.33063(14) -0.07459(6) 0.0448(5) Uani 1 1 d . . . Cl4A Cl 0.54316(16) 0.23153(15) -0.00413(6) 0.0412(5) Uani 1 1 d . . . Cu1B Cu 0.74708(9) 0.80364(6) 0.00746(3) 0.0410(3) Uani 1 1 d . . . Cl1B Cl 0.76154(18) 0.79055(15) 0.08484(6) 0.0482(5) Uani 1 1 d . . . Cl2B Cl 0.7495(2) 0.62736(13) 0.00134(6) 0.0477(5) Uani 1 1 d . . . Cl3B Cl 0.74966(19) 0.82016(15) -0.07002(6) 0.0496(5) Uani 1 1 d . . . Cl4B Cl 0.7356(3) 0.97793(15) 0.01540(7) 0.0737(8) Uani 1 1 d . . . O1A O 0.9811(5) 0.5435(4) 0.0611(2) 0.0703(18) Uani 1 1 d . . . O2A O 0.4732(6) 0.4377(4) 0.0655(2) 0.078(2) Uani 1 1 d . . . O1B O -0.0023(7) 0.0233(4) 0.0654(2) 0.084(2) Uani 1 1 d . . . O2B O 0.4086(7) 0.9541(4) 0.0759(2) 0.078(2) Uani 1 1 d . . . Cl7A Cl 1.01566(18) 0.29288(15) 0.33988(7) 0.0489(5) Uani 1 1 d . . . Cl8A Cl 0.65786(18) -0.06864(14) 0.29746(7) 0.0450(5) Uani 1 1 d . . . Cl5A Cl 0.48912(19) 0.28433(19) 0.15854(8) 0.0647(7) Uani 1 1 d . . . Cl6A Cl 0.8533(2) -0.06981(16) 0.20512(7) 0.0554(6) Uani 1 1 d . . . N1A N 0.5542(6) 0.1127(6) 0.0938(2) 0.066(2) Uani 1 1 d . . . H1A1 H 0.5057 0.1676 0.0914 0.099 Uiso 1 1 calc R . . H1A2 H 0.5092 0.0564 0.0893 0.099 Uiso 1 1 calc R . . H1A3 H 0.6130 0.1161 0.0729 0.099 Uiso 1 1 calc R . . C1A C 0.6112(7) 0.1096(7) 0.1399(3) 0.046(2) Uani 1 1 d . . . C2A C 0.5893(6) 0.1860(6) 0.1717(3) 0.0403(19) Uani 1 1 d . . . C3A C 0.6450(6) 0.1792(5) 0.2146(2) 0.0325(17) Uani 1 1 d . . . H3A H 0.6288 0.2300 0.2361 0.039 Uiso 1 1 calc R . . C4A C 0.7232(6) 0.1008(5) 0.2271(2) 0.0280(15) Uani 1 1 d . . . C5A C 0.7473(7) 0.0260(5) 0.1942(2) 0.0351(17) Uani 1 1 d . . . C6A C 0.6913(7) 0.0314(6) 0.1503(2) 0.045(2) Uani 1 1 d . . . H6A H 0.7086 -0.0182 0.1284 0.054 Uiso 1 1 calc R . . N2A N 0.9535(5) 0.1233(4) 0.40614(19) 0.0410(15) Uani 1 1 d . . . H2A1 H 1.0255 0.1561 0.4049 0.062 Uiso 1 1 calc R . . H2A2 H 0.9657 0.0603 0.4170 0.062 Uiso 1 1 calc R . . H2A3 H 0.9029 0.1571 0.4246 0.062 Uiso 1 1 calc R . . C7A C 0.8980(6) 0.1175(5) 0.3601(2) 0.0271(15) Uani 1 1 d . . . C8A C 0.9199(6) 0.1907(5) 0.3268(2) 0.0311(16) Uani 1 1 d . . . C9A C 0.8617(6) 0.1830(5) 0.2848(2) 0.0312(16) Uani 1 1 d . . . H9A H 0.8740 0.2341 0.2631 0.037 Uiso 1 1 calc R . . C10A C 0.7853(6) 0.1016(5) 0.2737(2) 0.0242(14) Uani 1 1 d . . . C11A C 0.7615(6) 0.0299(4) 0.3073(2) 0.0276(15) Uani 1 1 d . . . C12A C 0.8187(6) 0.0369(5) 0.3506(2) 0.0330(17) Uani 1 1 d . . . H12A H 0.8034 -0.0123 0.3729 0.040 Uiso 1 1 calc R . . Cl5B Cl -0.02060(19) 0.18214(15) 0.15455(7) 0.0505(5) Uani 1 1 d . . . Cl6B Cl 0.34114(18) 0.54013(15) 0.19858(7) 0.0489(5) Uani 1 1 d . . . Cl7B Cl 0.50301(18) 0.17138(15) 0.33209(6) 0.0472(5) Uani 1 1 d . . . Cl8B Cl 0.15182(18) 0.53917(15) 0.29300(7) 0.0487(5) Uani 1 1 d . . . N1B N 0.0429(5) 0.3531(4) 0.08903(18) 0.0367(15) Uani 1 1 d . . . H1B1 H 0.0430 0.4152 0.0764 0.055 Uiso 1 1 calc R . . H1B2 H -0.0346 0.3308 0.0911 0.055 Uiso 1 1 calc R . . H1B3 H 0.0857 0.3101 0.0717 0.055 Uiso 1 1 calc R . . N2B N 0.4529(5) 0.3417(4) 0.39813(18) 0.0369(14) Uani 1 1 d . . . H2B1 H 0.4478 0.4007 0.4133 0.055 Uiso 1 1 calc R . . H2B2 H 0.5320 0.3255 0.3944 0.055 Uiso 1 1 calc R . . H2B3 H 0.4160 0.2926 0.4140 0.055 Uiso 1 1 calc R . . C1B C 0.0995(5) 0.3582(5) 0.1347(2) 0.0248(15) Uani 1 1 d . . . C2B C 0.0756(6) 0.2836(5) 0.1671(2) 0.0288(16) Uani 1 1 d . . . C3B C 0.1328(6) 0.2896(5) 0.2096(2) 0.0300(16) Uani 1 1 d . . . H3B H 0.1177 0.2388 0.2312 0.036 Uiso 1 1 calc R . . C4B C 0.2129(6) 0.3698(5) 0.2213(2) 0.0289(15) Uani 1 1 d . . . C5B C 0.2352(6) 0.4423(5) 0.1883(2) 0.0287(15) Uani 1 1 d . . . C6B C 0.1783(6) 0.4373(5) 0.1447(2) 0.0317(17) Uani 1 1 d . . . H6B H 0.1941 0.4873 0.1228 0.038 Uiso 1 1 calc R . . C7B C 0.3924(6) 0.3520(5) 0.3536(2) 0.0266(15) Uani 1 1 d . . . C8B C 0.4116(6) 0.2771(5) 0.3204(2) 0.0319(16) Uani 1 1 d . . . C9B C 0.3521(6) 0.2857(5) 0.2783(2) 0.0275(15) Uani 1 1 d . . . H9B H 0.3637 0.2347 0.2565 0.033 Uiso 1 1 calc R . . C10B C 0.2754(6) 0.3680(5) 0.2673(2) 0.0276(15) Uani 1 1 d . . . C11B C 0.2576(6) 0.4406(4) 0.3021(2) 0.0288(15) Uani 1 1 d . . . C12B C 0.3169(6) 0.4335(5) 0.3444(2) 0.0288(16) Uani 1 1 d . . . H12B H 0.3055 0.4839 0.3664 0.035 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1A 0.0311(4) 0.0415(5) 0.0285(5) 0.0008(4) -0.0022(3) 0.0004(5) Cl1A 0.0391(11) 0.0682(13) 0.0309(9) -0.0112(9) -0.0022(8) -0.0002(10) Cl2A 0.0357(10) 0.0557(12) 0.0327(10) -0.0068(9) -0.0066(7) 0.0007(9) Cl3A 0.0378(11) 0.0598(12) 0.0368(10) 0.0167(9) -0.0007(8) 0.0080(10) Cl4A 0.0316(10) 0.0528(12) 0.0391(11) 0.0037(9) -0.0044(8) -0.0021(9) Cu1B 0.0440(5) 0.0399(5) 0.0389(5) -0.0027(4) -0.0052(4) 0.0015(5) Cl1B 0.0537(12) 0.0563(12) 0.0346(10) -0.0035(9) -0.0006(9) -0.0124(11) Cl2B 0.0500(11) 0.0364(10) 0.0564(12) -0.0089(9) -0.0084(9) 0.0032(10) Cl3B 0.0532(12) 0.0564(12) 0.0392(10) 0.0020(9) 0.0005(9) 0.0151(10) Cl4B 0.121(2) 0.0400(12) 0.0591(14) -0.0071(10) -0.0182(15) 0.0069(14) O1A 0.073(4) 0.047(4) 0.090(5) 0.014(3) -0.032(4) -0.005(3) O2A 0.095(5) 0.047(4) 0.089(5) -0.026(3) -0.041(4) 0.016(3) O1B 0.134(6) 0.046(4) 0.070(5) 0.019(3) -0.031(4) -0.012(4) O2B 0.143(6) 0.042(4) 0.049(4) 0.005(3) -0.015(4) 0.003(4) Cl7A 0.0511(12) 0.0413(11) 0.0538(13) -0.0027(10) -0.0090(9) -0.0210(10) Cl8A 0.0527(13) 0.0380(11) 0.0440(12) 0.0019(9) -0.0028(9) -0.0219(9) Cl5A 0.0550(13) 0.0812(17) 0.0578(14) 0.0330(12) -0.0017(10) 0.0236(12) Cl6A 0.0707(15) 0.0441(13) 0.0517(13) -0.0017(10) 0.0101(11) 0.0249(10) N1A 0.078(5) 0.090(6) 0.029(4) 0.018(4) -0.017(3) -0.032(5) C1A 0.059(6) 0.052(5) 0.027(4) 0.010(4) -0.002(4) -0.017(4) C2A 0.033(4) 0.040(5) 0.048(5) 0.009(4) 0.022(4) -0.004(3) C3A 0.032(4) 0.040(4) 0.027(4) 0.005(3) 0.001(3) 0.004(3) C4A 0.034(4) 0.029(4) 0.021(3) -0.003(3) 0.002(3) -0.001(3) C5A 0.045(5) 0.030(4) 0.030(4) 0.003(3) 0.007(3) 0.004(3) C6A 0.060(6) 0.043(5) 0.032(4) -0.004(4) 0.008(4) -0.013(4) N2A 0.041(4) 0.043(4) 0.039(4) -0.004(3) -0.011(3) 0.005(3) C7A 0.031(4) 0.027(4) 0.023(4) -0.003(3) -0.004(3) -0.001(3) C8A 0.027(4) 0.024(4) 0.042(4) -0.004(3) -0.002(3) -0.001(3) C9A 0.037(4) 0.029(4) 0.028(4) 0.004(3) 0.002(3) 0.005(3) C10A 0.025(4) 0.024(3) 0.023(3) 0.001(3) -0.002(3) 0.006(3) C11A 0.035(4) 0.020(3) 0.028(3) 0.004(3) -0.002(3) -0.002(3) C12A 0.044(5) 0.022(4) 0.032(4) 0.000(3) -0.006(3) -0.004(3) Cl5B 0.0587(13) 0.0411(11) 0.0513(12) -0.0046(10) -0.0082(10) -0.0197(10) Cl6B 0.0574(13) 0.0455(12) 0.0436(12) 0.0036(10) -0.0059(9) -0.0257(10) Cl7B 0.0585(13) 0.0417(11) 0.0412(11) 0.0038(9) -0.0064(9) 0.0226(10) Cl8B 0.0558(13) 0.0418(12) 0.0485(12) 0.0068(10) -0.0006(10) 0.0217(10) N1B 0.036(4) 0.042(4) 0.032(3) -0.007(3) -0.001(3) 0.011(3) N2B 0.044(4) 0.038(4) 0.028(3) 0.001(3) 0.000(3) 0.000(3) C1B 0.017(3) 0.031(4) 0.026(4) 0.000(3) -0.008(3) 0.002(3) C2B 0.026(4) 0.025(4) 0.035(4) -0.005(3) 0.002(3) -0.004(3) C3B 0.027(4) 0.028(4) 0.035(4) 0.008(3) 0.000(3) -0.014(3) C4B 0.032(4) 0.028(4) 0.027(4) -0.001(3) -0.001(3) -0.001(3) C5B 0.027(4) 0.032(4) 0.027(3) -0.001(3) -0.005(3) -0.003(3) C6B 0.035(4) 0.029(4) 0.031(4) 0.009(3) -0.002(3) 0.002(3) C7B 0.022(4) 0.033(4) 0.025(4) 0.004(3) -0.006(3) -0.003(3) C8B 0.030(4) 0.030(4) 0.035(4) 0.007(3) 0.005(3) 0.008(3) C9B 0.032(4) 0.023(4) 0.028(4) -0.003(3) 0.003(3) 0.010(3) C10B 0.035(4) 0.024(3) 0.024(3) 0.002(3) 0.000(3) 0.000(3) C11B 0.034(4) 0.025(3) 0.027(4) 0.005(3) 0.000(3) 0.000(3) C12B 0.028(4) 0.031(4) 0.027(4) -0.006(3) 0.003(3) 0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1A Cl2A 2.243(2) . ? Cu1A Cl1A 2.2565(18) . ? Cu1A Cl3A 2.2640(18) . ? Cu1A Cl4A 2.269(2) . ? Cu1B Cl1B 2.2638(19) . ? Cu1B Cl3B 2.269(2) . ? Cu1B Cl4B 2.290(2) . ? Cu1B Cl2B 2.3073(19) . ? Cl7A C8A 1.727(7) . ? Cl8A C11A 1.726(6) . ? Cl5A C2A 1.719(8) . ? Cl6A C5A 1.722(7) . ? N1A C1A 1.469(9) . ? N1A H1A1 0.8900 . ? N1A H1A2 0.8900 . ? N1A H1A3 0.8900 . ? C1A C6A 1.370(10) . ? C1A C2A 1.383(11) . ? C2A C3A 1.382(10) . ? C3A C4A 1.372(9) . ? C3A H3A 0.9300 . ? C4A C5A 1.396(8) . ? C4A C10A 1.504(8) . ? C5A C6A 1.406(10) . ? C6A H6A 0.9300 . ? N2A C7A 1.463(8) . ? N2A H2A1 0.8900 . ? N2A H2A2 0.8900 . ? N2A H2A3 0.8900 . ? C7A C12A 1.383(9) . ? C7A C8A 1.385(9) . ? C8A C9A 1.370(9) . ? C9A C10A 1.382(9) . ? C9A H9A 0.9300 . ? C10A C11A 1.383(8) . ? C11A C12A 1.399(9) . ? C12A H12A 0.9300 . ? Cl5B C2B 1.720(7) . ? Cl6B C5B 1.737(6) . ? Cl7B C8B 1.728(7) . ? Cl8B C11B 1.739(6) . ? N1B C1B 1.457(8) . ? N1B H1B1 0.8900 . ? N1B H1B2 0.8900 . ? N1B H1B3 0.8900 . ? N2B C7B 1.450(8) . ? N2B H2B1 0.8900 . ? N2B H2B2 0.8900 . ? N2B H2B3 0.8900 . ? C1B C6B 1.367(9) . ? C1B C2B 1.384(9) . ? C2B C3B 1.377(9) . ? C3B C4B 1.397(8) . ? C3B H3B 0.9300 . ? C4B C5B 1.374(8) . ? C4B C10B 1.490(8) . ? C5B C6B 1.405(9) . ? C6B H6B 0.9300 . ? C7B C12B 1.364(9) . ? C7B C8B 1.392(9) . ? C8B C9B 1.380(9) . ? C9B C10B 1.392(8) . ? C9B H9B 0.9300 . ? C10B C11B 1.403(8) . ? C11B C12B 1.383(9) . ? C12B H12B 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl2A Cu1A Cl1A 93.93(7) . . ? Cl2A Cu1A Cl3A 93.59(7) . . ? Cl1A Cu1A Cl3A 150.14(8) . . ? Cl2A Cu1A Cl4A 150.01(8) . . ? Cl1A Cu1A Cl4A 93.94(8) . . ? Cl3A Cu1A Cl4A 93.83(7) . . ? Cl1B Cu1B Cl3B 175.20(9) . . ? Cl1B Cu1B Cl4B 88.69(8) . . ? Cl3B Cu1B Cl4B 90.45(8) . . ? Cl1B Cu1B Cl2B 90.06(7) . . ? Cl3B Cu1B Cl2B 91.00(7) . . ? Cl4B Cu1B Cl2B 177.17(10) . . ? C1A N1A H1A1 109.5 . . ? C1A N1A H1A2 109.5 . . ? H1A1 N1A H1A2 109.5 . . ? C1A N1A H1A3 109.5 . . ? H1A1 N1A H1A3 109.5 . . ? H1A2 N1A H1A3 109.5 . . ? C6A C1A C2A 120.2(7) . . ? C6A C1A N1A 118.5(8) . . ? C2A C1A N1A 121.2(8) . . ? C3A C2A C1A 118.9(7) . . ? C3A C2A Cl5A 120.9(6) . . ? C1A C2A Cl5A 120.2(7) . . ? C4A C3A C2A 123.0(7) . . ? C4A C3A H3A 118.5 . . ? C2A C3A H3A 118.5 . . ? C3A C4A C5A 117.5(6) . . ? C3A C4A C10A 119.8(6) . . ? C5A C4A C10A 122.6(6) . . ? C4A C5A C6A 120.4(7) . . ? C4A C5A Cl6A 120.8(5) . . ? C6A C5A Cl6A 118.7(5) . . ? C1A C6A C5A 120.0(7) . . ? C1A C6A H6A 120.0 . . ? C5A C6A H6A 120.0 . . ? C7A N2A H2A1 109.5 . . ? C7A N2A H2A2 109.5 . . ? H2A1 N2A H2A2 109.5 . . ? C7A N2A H2A3 109.5 . . ? H2A1 N2A H2A3 109.5 . . ? H2A2 N2A H2A3 109.5 . . ? C12A C7A C8A 119.9(6) . . ? C12A C7A N2A 117.7(6) . . ? C8A C7A N2A 122.3(6) . . ? C9A C8A C7A 119.6(6) . . ? C9A C8A Cl7A 121.2(6) . . ? C7A C8A Cl7A 119.1(5) . . ? C8A C9A C10A 122.0(6) . . ? C8A C9A H9A 119.0 . . ? C10A C9A H9A 119.0 . . ? C9A C10A C11A 118.2(6) . . ? C9A C10A C4A 118.2(5) . . ? C11A C10A C4A 123.4(6) . . ? C10A C11A C12A 120.7(6) . . ? C10A C11A Cl8A 121.0(5) . . ? C12A C11A Cl8A 118.3(5) . . ? C7A C12A C11A 119.5(6) . . ? C7A C12A H12A 120.3 . . ? C11A C12A H12A 120.3 . . ? C1B N1B H1B1 109.5 . . ? C1B N1B H1B2 109.5 . . ? H1B1 N1B H1B2 109.5 . . ? C1B N1B H1B3 109.5 . . ? H1B1 N1B H1B3 109.5 . . ? H1B2 N1B H1B3 109.5 . . ? C7B N2B H2B1 109.5 . . ? C7B N2B H2B2 109.5 . . ? H2B1 N2B H2B2 109.5 . . ? C7B N2B H2B3 109.5 . . ? H2B1 N2B H2B3 109.5 . . ? H2B2 N2B H2B3 109.5 . . ? C6B C1B C2B 120.7(6) . . ? C6B C1B N1B 118.6(6) . . ? C2B C1B N1B 120.7(6) . . ? C3B C2B C1B 119.2(6) . . ? C3B C2B Cl5B 119.8(5) . . ? C1B C2B Cl5B 121.1(5) . . ? C2B C3B C4B 121.9(6) . . ? C2B C3B H3B 119.0 . . ? C4B C3B H3B 119.0 . . ? C5B C4B C3B 117.5(6) . . ? C5B C4B C10B 123.8(6) . . ? C3B C4B C10B 118.5(6) . . ? C4B C5B C6B 121.4(6) . . ? C4B C5B Cl6B 120.6(5) . . ? C6B C5B Cl6B 117.9(5) . . ? C1B C6B C5B 119.3(6) . . ? C1B C6B H6B 120.4 . . ? C5B C6B H6B 120.4 . . ? C12B C7B C8B 120.5(6) . . ? C12B C7B N2B 120.4(6) . . ? C8B C7B N2B 119.1(6) . . ? C9B C8B C7B 119.1(6) . . ? C9B C8B Cl7B 119.8(5) . . ? C7B C8B Cl7B 121.1(5) . . ? C8B C9B C10B 122.4(6) . . ? C8B C9B H9B 118.8 . . ? C10B C9B H9B 118.8 . . ? C9B C10B C11B 116.3(6) . . ? C9B C10B C4B 118.6(6) . . ? C11B C10B C4B 125.0(6) . . ? C12B C11B C10B 122.1(6) . . ? C12B C11B Cl8B 118.6(5) . . ? C10B C11B Cl8B 119.2(5) . . ? C7B C12B C11B 119.6(6) . . ? C7B C12B H12B 120.2 . . ? C11B C12B H12B 120.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6A C1A C2A C3A -3.0(11) . . . . ? N1A C1A C2A C3A 179.8(6) . . . . ? C6A C1A C2A Cl5A 179.9(6) . . . . ? N1A C1A C2A Cl5A 2.6(10) . . . . ? C1A C2A C3A C4A 1.2(11) . . . . ? Cl5A C2A C3A C4A 178.4(5) . . . . ? C2A C3A C4A C5A 0.7(10) . . . . ? C2A C3A C4A C10A 176.9(6) . . . . ? C3A C4A C5A C6A -0.8(10) . . . . ? C10A C4A C5A C6A -177.0(6) . . . . ? C3A C4A C5A Cl6A 175.0(5) . . . . ? C10A C4A C5A Cl6A -1.2(9) . . . . ? C2A C1A C6A C5A 2.8(12) . . . . ? N1A C1A C6A C5A -179.9(7) . . . . ? C4A C5A C6A C1A -0.9(11) . . . . ? Cl6A C5A C6A C1A -176.8(6) . . . . ? C12A C7A C8A C9A 0.5(10) . . . . ? N2A C7A C8A C9A -177.6(6) . . . . ? C12A C7A C8A Cl7A 178.0(5) . . . . ? N2A C7A C8A Cl7A -0.1(9) . . . . ? C7A C8A C9A C10A -2.9(10) . . . . ? Cl7A C8A C9A C10A 179.7(5) . . . . ? C8A C9A C10A C11A 4.3(10) . . . . ? C8A C9A C10A C4A 178.7(6) . . . . ? C3A C4A C10A C9A -60.0(8) . . . . ? C5A C4A C10A C9A 116.1(7) . . . . ? C3A C4A C10A C11A 114.2(7) . . . . ? C5A C4A C10A C11A -69.8(9) . . . . ? C9A C10A C11A C12A -3.4(10) . . . . ? C4A C10A C11A C12A -177.5(6) . . . . ? C9A C10A C11A Cl8A 175.0(5) . . . . ? C4A C10A C11A Cl8A 0.9(9) . . . . ? C8A C7A C12A C11A 0.3(10) . . . . ? N2A C7A C12A C11A 178.5(6) . . . . ? C10A C11A C12A C7A 1.2(10) . . . . ? Cl8A C11A C12A C7A -177.3(5) . . . . ? C6B C1B C2B C3B -0.2(10) . . . . ? N1B C1B C2B C3B 178.6(6) . . . . ? C6B C1B C2B Cl5B -178.5(5) . . . . ? N1B C1B C2B Cl5B 0.3(9) . . . . ? C1B C2B C3B C4B 1.0(10) . . . . ? Cl5B C2B C3B C4B 179.2(5) . . . . ? C2B C3B C4B C5B -1.3(10) . . . . ? C2B C3B C4B C10B -177.3(6) . . . . ? C3B C4B C5B C6B 1.0(10) . . . . ? C10B C4B C5B C6B 176.7(6) . . . . ? C3B C4B C5B Cl6B -175.9(5) . . . . ? C10B C4B C5B Cl6B -0.1(9) . . . . ? C2B C1B C6B C5B -0.1(10) . . . . ? N1B C1B C6B C5B -178.9(6) . . . . ? C4B C5B C6B C1B -0.3(10) . . . . ? Cl6B C5B C6B C1B 176.6(5) . . . . ? C12B C7B C8B C9B -0.8(10) . . . . ? N2B C7B C8B C9B 178.7(6) . . . . ? C12B C7B C8B Cl7B -178.0(5) . . . . ? N2B C7B C8B Cl7B 1.6(9) . . . . ? C7B C8B C9B C10B 1.5(10) . . . . ? Cl7B C8B C9B C10B 178.7(5) . . . . ? C8B C9B C10B C11B -2.4(10) . . . . ? C8B C9B C10B C4B -178.7(6) . . . . ? C5B C4B C10B C9B -115.6(7) . . . . ? C3B C4B C10B C9B 60.0(9) . . . . ? C5B C4B C10B C11B 68.4(10) . . . . ? C3B C4B C10B C11B -116.0(7) . . . . ? C9B C10B C11B C12B 2.7(10) . . . . ? C4B C10B C11B C12B 178.8(6) . . . . ? C9B C10B C11B Cl8B -174.0(5) . . . . ? C4B C10B C11B Cl8B 2.1(9) . . . . ? C8B C7B C12B C11B 1.1(10) . . . . ? N2B C7B C12B C11B -178.4(6) . . . . ? C10B C11B C12B C7B -2.1(10) . . . . ? Cl8B C11B C12B C7B 174.5(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1A H1A1 Cl5A 0.89 2.49 3.019(8) 118.7 . N1A H1A1 Cl3B 0.89 2.83 3.460(7) 129.5 3_665 N1A H1A2 O2B 0.89 1.76 2.647(9) 173.0 1_545 N1A H1A3 Cl4A 0.89 2.80 3.249(6) 113.0 . N1A H1A3 Cl4B 0.89 2.81 3.512(8) 136.7 1_545 N1A H1A3 Cl1A 0.89 2.92 3.357(7) 112.4 . N2A H2A1 Cl3A 0.89 2.48 3.281(6) 150.7 4_666 N2A H2A2 O2A 0.89 1.80 2.675(8) 166.6 2_645 N2A H2A3 Cl1B 0.89 2.50 3.204(6) 136.2 2_645 N2A H2A3 Cl2B 0.89 2.77 3.508(6) 141.5 2_645 N2A H2A3 Cl4A 0.89 2.94 3.358(6) 110.9 4_666 N1B H1B1 O1A 0.89 1.85 2.694(8) 156.6 1_455 N1B H1B2 Cl1A 0.89 2.45 3.298(6) 160.2 1_455 N1B H1B3 Cl3B 0.89 2.46 3.240(6) 146.1 3_665 N1B H1B3 Cl2A 0.89 2.76 3.202(6) 112.4 1_455 N1B H1B3 Cl2B 0.89 2.92 3.501(6) 124.7 3_665 N2B H2B1 O1B 0.89 1.81 2.648(8) 155.8 2 N2B H2B2 Cl1B 0.89 2.35 3.191(6) 158.0 2_645 N2B H2B3 Cl3A 0.89 2.45 3.266(6) 152.0 4_566 N2B H2B3 Cl2A 0.89 2.54 3.119(6) 123.6 4_566 _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.99 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.024 _refine_diff_density_min -1.335 _refine_diff_density_rms 0.232 data_1_HgCl4 _database_code_depnum_ccdc_archive 'CCDC 661861' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Cl4 Hg N2' _chemical_formula_weight 556.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Hg Hg -2.3894 9.2266 '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' C C 0.0033 0.0016 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.7172(16) _cell_length_b 6.6016(6) _cell_length_c 23.7876(16) _cell_angle_alpha 90.00 _cell_angle_beta 107.361(6) _cell_angle_gamma 90.00 _cell_volume 3554.8(5) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.57 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.080 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2112 _exptl_absorpt_coefficient_mu 9.255 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.09 _exptl_absorpt_correction_T_max 0.83 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 KM4CCD _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 8.6479 _diffrn_standards_number '1 frame' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2 _diffrn_reflns_number 31436 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.0576 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.90 _diffrn_reflns_theta_max 28.72 _reflns_number_total 4385 _reflns_number_gt 2537 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0431P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00051(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4385 _refine_ls_number_parameters 195 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0642 _refine_ls_R_factor_gt 0.0282 _refine_ls_wR_factor_ref 0.0842 _refine_ls_wR_factor_gt 0.0660 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.986 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Hg1 Hg 0.177017(11) 0.24740(4) 0.041546(10) 0.02778(10) Uani 1 1 d . . . Cl1 Cl 0.06342(6) 0.2429(3) 0.04389(6) 0.0286(3) Uani 1 1 d . . . Cl2 Cl 0.17850(6) -0.1475(2) 0.03621(6) 0.0246(3) Uani 1 1 d . . . Cl3 Cl 0.17571(7) 0.3310(2) -0.05699(7) 0.0264(3) Uani 1 1 d . . . Cl4 Cl 0.22414(8) 0.3628(3) 0.13976(7) 0.0336(4) Uani 1 1 d . . . N1A N 0.0597(2) 0.7209(7) 0.0660(2) 0.0269(12) Uani 1 1 d . . . H1A H 0.0714 0.5932 0.0602 0.040 Uiso 1 1 calc R . . H1B H 0.0899 0.8090 0.0685 0.040 Uiso 1 1 calc R . . H1C H 0.0280 0.7564 0.0352 0.040 Uiso 1 1 calc R . . C1A C 0.0432(3) 0.7275(9) 0.1215(2) 0.0206(12) Uani 1 1 d . . . C2A C 0.0856(3) 0.7792(8) 0.1744(3) 0.0194(13) Uani 1 1 d . . . C3A C 0.0666(3) 0.7758(8) 0.2250(3) 0.0178(12) Uani 1 1 d . . . H3A H 0.0937 0.8115 0.2619 0.021 Uiso 1 1 calc R . . C4A C 0.0089(3) 0.7212(7) 0.2225(2) 0.0152(12) Uani 1 1 d . . . C5A C -0.0305(3) 0.6704(9) 0.1685(2) 0.0175(12) Uani 1 1 d . . . H5A H -0.0699 0.6346 0.1661 0.021 Uiso 1 1 calc R . . C6A C -0.0131(3) 0.6713(9) 0.1179(3) 0.0220(13) Uani 1 1 d . . . H6A H -0.0400 0.6332 0.0811 0.026 Uiso 1 1 calc R . . C7A C 0.1471(3) 0.8459(11) 0.1779(3) 0.0290(14) Uani 1 1 d . . . H7A H 0.1663 0.7411 0.1609 0.044 Uiso 1 1 calc R . . H7B H 0.1698 0.8676 0.2192 0.044 Uiso 1 1 calc R . . H7C H 0.1453 0.9726 0.1559 0.044 Uiso 1 1 calc R . . N1B N 1.1936(2) 0.8132(7) 0.9062(2) 0.0223(11) Uani 1 1 d . . . H1D H 1.1878 0.8516 0.9408 0.033 Uiso 1 1 calc R . . H1E H 1.2160 0.9079 0.8950 0.033 Uiso 1 1 calc R . . H1F H 1.2126 0.6917 0.9111 0.033 Uiso 1 1 calc R . . C1B C 1.1358(2) 0.7945(7) 0.8603(3) 0.0188(14) Uani 1 1 d . . . C2B C 1.1362(2) 0.7337(9) 0.8049(2) 0.0216(12) Uani 1 1 d . . . C3B C 1.0809(2) 0.7260(8) 0.7612(2) 0.0172(12) Uani 1 1 d . . . H3B H 1.0791 0.6854 0.7224 0.021 Uiso 1 1 calc R . . C4B C 1.0288(2) 0.7769(7) 0.7737(3) 0.0176(12) Uani 1 1 d . . . C5B C 1.0315(3) 0.8318(9) 0.8311(3) 0.0215(13) Uani 1 1 d . . . H5B H 0.9962 0.8638 0.8404 0.026 Uiso 1 1 calc R . . C6B C 1.0858(2) 0.8400(9) 0.8750(2) 0.0199(12) Uani 1 1 d . . . H6B H 1.0880 0.8764 0.9143 0.024 Uiso 1 1 calc R . . C7B C 1.1911(3) 0.6683(11) 0.7906(3) 0.0362(16) Uani 1 1 d . . . H7E H 1.2189 0.7817 0.7971 0.054 Uiso 1 1 calc R . . H7F H 1.1807 0.6258 0.7493 0.054 Uiso 1 1 calc R . . H7D H 1.2093 0.5548 0.8161 0.054 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 Hg1 0.02998(14) 0.02999(14) 0.02474(13) -0.00097(14) 0.01023(9) 0.00184(15) Cl1 0.0216(7) 0.0359(8) 0.0295(7) 0.0007(9) 0.0097(6) 0.0044(9) Cl2 0.0221(7) 0.0255(8) 0.0303(8) 0.0044(7) 0.0142(6) 0.0036(7) Cl3 0.0228(8) 0.0310(7) 0.0251(8) 0.0055(7) 0.0068(6) -0.0007(7) Cl4 0.0431(10) 0.0368(10) 0.0237(8) -0.0036(7) 0.0143(7) -0.0074(8) N1A 0.029(3) 0.034(3) 0.022(2) -0.003(2) 0.013(2) -0.005(2) C1A 0.026(3) 0.019(3) 0.021(3) 0.000(3) 0.014(2) 0.005(3) C2A 0.018(3) 0.017(3) 0.026(3) 0.003(2) 0.011(2) 0.004(2) C3A 0.023(3) 0.011(3) 0.021(3) -0.002(2) 0.009(2) 0.000(2) C4A 0.023(3) 0.007(3) 0.019(3) 0.004(2) 0.011(2) 0.003(2) C5A 0.020(3) 0.014(2) 0.021(3) 0.000(2) 0.011(2) -0.004(2) C6A 0.028(4) 0.020(3) 0.020(3) -0.003(2) 0.011(3) -0.005(3) C7A 0.024(4) 0.034(4) 0.033(4) 0.000(3) 0.014(3) -0.002(3) N1B 0.015(2) 0.029(3) 0.020(3) 0.002(2) 0.002(2) 0.001(2) C1B 0.015(3) 0.015(4) 0.022(3) 0.006(2) -0.002(2) -0.002(2) C2B 0.015(3) 0.023(3) 0.026(3) 0.005(3) 0.006(2) 0.004(3) C3B 0.018(3) 0.012(3) 0.019(3) -0.004(2) 0.001(2) -0.002(2) C4B 0.015(3) 0.008(3) 0.027(3) 0.004(2) 0.001(2) 0.001(2) C5B 0.022(3) 0.015(3) 0.029(3) 0.003(3) 0.009(3) 0.006(3) C6B 0.017(3) 0.024(3) 0.017(3) 0.001(3) 0.002(2) 0.006(3) C7B 0.027(4) 0.047(4) 0.034(4) -0.004(3) 0.009(3) 0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hg1 Cl4 2.3936(16) . ? Hg1 Cl3 2.3993(15) . ? Hg1 Cl2 2.6110(16) . ? Hg1 Cl1 2.7114(14) . ? N1A C1A 1.487(7) . ? N1A H1A 0.9100 . ? N1A H1B 0.9100 . ? N1A H1C 0.9100 . ? C1A C6A 1.364(8) . ? C1A C2A 1.399(8) . ? C2A C3A 1.406(8) . ? C2A C7A 1.502(8) . ? C3A C4A 1.400(8) . ? C3A H3A 0.9500 . ? C4A C5A 1.386(8) . ? C4A C4A 1.488(10) 2 ? C5A C6A 1.384(7) . ? C5A H5A 0.9500 . ? C6A H6A 0.9500 . ? C7A H7A 0.9800 . ? C7A H7B 0.9800 . ? C7A H7C 0.9800 . ? N1B C1B 1.482(7) . ? N1B H1D 0.9100 . ? N1B H1E 0.9100 . ? N1B H1F 0.9100 . ? C1B C6B 1.367(8) . ? C1B C2B 1.379(8) . ? C2B C3B 1.410(7) . ? C2B C7B 1.503(8) . ? C3B C4B 1.396(8) . ? C3B H3B 0.9500 . ? C4B C5B 1.395(8) . ? C4B C4B 1.491(11) 2_756 ? C5B C6B 1.398(8) . ? C5B H5B 0.9500 . ? C6B H6B 0.9500 . ? C7B H7E 0.9800 . ? C7B H7F 0.9800 . ? C7B H7D 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 Cl4 Hg1 Cl3 138.29(6) . . ? Cl4 Hg1 Cl2 110.86(5) . . ? Cl3 Hg1 Cl2 100.30(5) . . ? Cl4 Hg1 Cl1 99.26(5) . . ? Cl3 Hg1 Cl1 107.42(5) . . ? Cl2 Hg1 Cl1 91.03(5) . . ? C1A N1A H1A 109.5 . . ? C1A N1A H1B 109.5 . . ? H1A N1A H1B 109.5 . . ? C1A N1A H1C 109.5 . . ? H1A N1A H1C 109.5 . . ? H1B N1A H1C 109.5 . . ? C6A C1A C2A 123.5(5) . . ? C6A C1A N1A 116.7(5) . . ? C2A C1A N1A 119.8(5) . . ? C1A C2A C3A 116.0(5) . . ? C1A C2A C7A 123.2(5) . . ? C3A C2A C7A 120.7(5) . . ? C4A C3A C2A 121.8(5) . . ? C4A C3A H3A 119.1 . . ? C2A C3A H3A 119.1 . . ? C5A C4A C3A 118.8(5) . . ? C5A C4A C4A 121.7(6) . 2 ? C3A C4A C4A 119.5(6) . 2 ? C6A C5A C4A 120.8(5) . . ? C6A C5A H5A 119.6 . . ? C4A C5A H5A 119.6 . . ? C1A C6A C5A 119.1(6) . . ? C1A C6A H6A 120.5 . . ? C5A C6A H6A 120.5 . . ? C2A C7A H7A 109.5 . . ? C2A C7A H7B 109.5 . . ? H7A C7A H7B 109.5 . . ? C2A C7A H7C 109.5 . . ? H7A C7A H7C 109.5 . . ? H7B C7A H7C 109.5 . . ? C1B N1B H1D 109.5 . . ? C1B N1B H1E 109.5 . . ? H1D N1B H1E 109.5 . . ? C1B N1B H1F 109.5 . . ? H1D N1B H1F 109.5 . . ? H1E N1B H1F 109.5 . . ? C6B C1B C2B 124.3(5) . . ? C6B C1B N1B 118.3(5) . . ? C2B C1B N1B 117.4(5) . . ? C1B C2B C3B 116.4(5) . . ? C1B C2B C7B 123.5(5) . . ? C3B C2B C7B 120.0(5) . . ? C4B C3B C2B 121.4(5) . . ? C4B C3B H3B 119.3 . . ? C2B C3B H3B 119.3 . . ? C5B C4B C3B 119.2(5) . . ? C5B C4B C4B 120.3(6) . 2_756 ? C3B C4B C4B 120.5(6) . 2_756 ? C4B C5B C6B 120.2(5) . . ? C4B C5B H5B 119.9 . . ? C6B C5B H5B 119.9 . . ? C1B C6B C5B 118.5(5) . . ? C1B C6B H6B 120.8 . . ? C5B C6B H6B 120.8 . . ? C2B C7B H7E 109.5 . . ? C2B C7B H7F 109.5 . . ? H7E C7B H7F 109.5 . . ? C2B C7B H7D 109.5 . . ? H7E C7B H7D 109.5 . . ? H7F C7B H7D 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6A C1A C2A C3A -1.7(8) . . . . ? N1A C1A C2A C3A -178.2(5) . . . . ? C6A C1A C2A C7A -178.5(6) . . . . ? N1A C1A C2A C7A 5.0(8) . . . . ? C1A C2A C3A C4A 0.8(8) . . . . ? C7A C2A C3A C4A 177.7(5) . . . . ? C2A C3A C4A C5A -0.4(8) . . . . ? C2A C3A C4A C4A -179.7(4) . . . 2 ? C3A C4A C5A C6A 0.7(8) . . . . ? C4A C4A C5A C6A -180.0(4) 2 . . . ? C2A C1A C6A C5A 2.0(9) . . . . ? N1A C1A C6A C5A 178.6(5) . . . . ? C4A C5A C6A C1A -1.5(9) . . . . ? C6B C1B C2B C3B 2.2(9) . . . . ? N1B C1B C2B C3B -177.2(5) . . . . ? C6B C1B C2B C7B -174.9(6) . . . . ? N1B C1B C2B C7B 5.7(9) . . . . ? C1B C2B C3B C4B -0.2(8) . . . . ? C7B C2B C3B C4B 177.0(6) . . . . ? C2B C3B C4B C5B -1.5(8) . . . . ? C2B C3B C4B C4B 177.2(4) . . . 2_756 ? C3B C4B C5B C6B 1.4(8) . . . . ? C4B C4B C5B C6B -177.3(4) 2_756 . . . ? C2B C1B C6B C5B -2.4(9) . . . . ? N1B C1B C6B C5B 177.0(5) . . . . ? C4B C5B C6B C1B 0.4(9) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1A H1A Cl1 0.91 2.34 3.204(5) 157.8 . N1A H1B Cl2 0.91 2.46 3.222(5) 141.5 1_565 N1A H1B Cl1 0.91 2.95 3.491(5) 119.4 1_565 N1A H1C Cl1 0.91 2.41 3.296(5) 164.5 5_565 N1B H1D Cl2 0.91 2.34 3.228(5) 163.6 1_666 N1B H1E Cl4 0.91 2.39 3.294(5) 175.5 7_666 N1B H1F Cl2 0.91 2.53 3.129(5) 123.9 7_656 N1B H1F Cl3 0.91 2.72 3.362(5) 128.2 1_656 _diffrn_measured_fraction_theta_max 0.955 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.818 _refine_diff_density_min -1.021 _refine_diff_density_rms 0.338 data_1_PbCl3_Cl _database_code_depnum_ccdc_archive 'CCDC 661862' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Cl4 N2 Pb' _chemical_formula_weight 563.29 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' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 28.384(6) _cell_length_b 8.0158(16) _cell_length_c 7.7897(16) _cell_angle_alpha 90.00 _cell_angle_beta 91.80(3) _cell_angle_gamma 90.00 _cell_volume 1771.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description planar _exptl_crystal_colour colourless _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.005 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.112 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 10.122 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.02 _exptl_absorpt_correction_T_max 0.94 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 KM4CCD _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 8.6479 _diffrn_standards_number '1 frame' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2 _diffrn_reflns_number 27361 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0586 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 28.00 _reflns_number_total 27361 _reflns_number_gt 21951 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Diamond _computing_publication_material SHELXTL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 27361 _refine_ls_number_parameters 203 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1138 _refine_ls_R_factor_gt 0.0990 _refine_ls_wR_factor_ref 0.3334 _refine_ls_wR_factor_gt 0.3082 _refine_ls_goodness_of_fit_ref 1.358 _refine_ls_restrained_S_all 1.358 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pb1 Pb 0.034310(13) 0.45604(3) 0.27794(5) 0.02915(14) Uani 1 1 d . . . Cl1 Cl 0.06415(8) 0.1374(3) 0.1562(3) 0.0333(5) Uani 1 1 d . . . Cl2 Cl 0.13068(7) 0.5311(2) 0.2764(4) 0.0301(5) Uani 1 1 d . . . Cl3 Cl 0.03671(9) 0.6936(3) 0.0030(3) 0.0335(4) Uani 1 1 d . . . Cl4 Cl 0.47801(9) 0.7286(3) 0.5057(3) 0.0395(5) Uani 1 1 d . . . N1 N 0.1411(2) 0.5761(9) 0.8740(10) 0.0229(14) Uani 1 1 d . . . H1A H 0.1195 0.4963 0.8613 0.034 Uiso 1 1 calc R . . H1B H 0.1347 0.6581 0.7999 0.034 Uiso 1 1 calc R . . H1C H 0.1408 0.6158 0.9807 0.034 Uiso 1 1 calc R . . N2 N 0.4539(3) 0.0480(9) 0.7128(13) 0.0320(18) Uani 1 1 d . . . H2A H 0.4509 -0.0434 0.6486 0.048 Uiso 1 1 calc R . . H2B H 0.4651 0.0206 0.8170 0.048 Uiso 1 1 calc R . . H2C H 0.4736 0.1186 0.6642 0.048 Uiso 1 1 calc R . . C1 C 0.1870(3) 0.5083(12) 0.8419(13) 0.0260(18) Uani 1 1 d . . . C2 C 0.2269(3) 0.5870(12) 0.9124(12) 0.0260(17) Uani 1 1 d . . . C3 C 0.2715(3) 0.5125(12) 0.8785(14) 0.0275(18) Uani 1 1 d . . . H3 H 0.2991 0.5632 0.9197 0.033 Uiso 1 1 calc R . . C4 C 0.2741(3) 0.3673(10) 0.7862(12) 0.0254(17) Uani 1 1 d . . . C5 C 0.2325(3) 0.2944(11) 0.7183(15) 0.038(2) Uani 1 1 d . . . H5 H 0.2343 0.1972 0.6537 0.045 Uiso 1 1 calc R . . C6 C 0.1890(3) 0.3651(11) 0.7462(16) 0.035(2) Uani 1 1 d . . . H6 H 0.1616 0.3164 0.7009 0.042 Uiso 1 1 calc R . . C7 C 0.4074(3) 0.1282(12) 0.7272(13) 0.032(2) Uani 1 1 d . . . C8 C 0.3685(3) 0.0311(10) 0.7508(16) 0.030(2) Uani 1 1 d . . . C9 C 0.3252(3) 0.1120(11) 0.7680(14) 0.0298(18) Uani 1 1 d . . . H9 H 0.2984 0.0479 0.7840 0.036 Uiso 1 1 calc R . . C10 C 0.3208(3) 0.2858(11) 0.7621(13) 0.0293(17) Uani 1 1 d . . . C11 C 0.3619(4) 0.3798(11) 0.7392(18) 0.043(3) Uani 1 1 d . . . H11 H 0.3601 0.4955 0.7348 0.052 Uiso 1 1 calc R . . C12 C 0.4049(4) 0.3022(13) 0.7233(16) 0.041(2) Uani 1 1 d . . . H12 H 0.4321 0.3652 0.7101 0.050 Uiso 1 1 calc R . . C13 C 0.2254(3) 0.7467(17) 1.0158(16) 0.044(3) Uani 1 1 d . . . H13A H 0.2061 0.7304 1.1135 0.066 Uiso 1 1 calc R . . H13B H 0.2123 0.8346 0.9454 0.066 Uiso 1 1 calc R . . H13C H 0.2567 0.7765 1.0541 0.066 Uiso 1 1 calc R . . C14 C 0.3699(4) -0.1544(12) 0.7540(18) 0.043(2) Uani 1 1 d . . . H14A H 0.3391 -0.1969 0.7771 0.064 Uiso 1 1 calc R . . H14B H 0.3919 -0.1909 0.8423 0.064 Uiso 1 1 calc R . . H14C H 0.3796 -0.1951 0.6447 0.064 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 Pb1 0.02628(18) 0.03125(19) 0.0303(2) 0.00225(13) 0.00647(15) 0.00364(12) Cl1 0.0272(10) 0.0325(10) 0.0400(12) -0.0054(10) -0.0038(9) 0.0040(8) Cl2 0.0243(9) 0.0272(10) 0.0390(14) 0.0017(9) 0.0031(10) -0.0011(7) Cl3 0.0304(10) 0.0381(11) 0.0319(10) 0.0056(8) 0.0011(10) 0.0053(9) Cl4 0.0409(11) 0.0367(12) 0.0410(14) -0.0051(11) 0.0025(10) 0.0033(10) N1 0.017(3) 0.029(3) 0.022(4) 0.002(3) 0.000(3) -0.001(3) N2 0.023(3) 0.033(4) 0.041(5) 0.000(3) 0.000(4) 0.005(3) C1 0.025(4) 0.023(3) 0.030(5) 0.006(4) 0.002(4) -0.003(3) C2 0.027(4) 0.028(4) 0.022(4) -0.001(4) 0.002(3) 0.005(3) C3 0.027(4) 0.023(4) 0.032(5) 0.004(4) -0.002(4) -0.003(3) C4 0.019(3) 0.024(4) 0.033(5) 0.001(4) 0.004(3) 0.002(3) C5 0.032(4) 0.026(4) 0.055(7) -0.021(4) -0.008(4) -0.002(4) C6 0.024(4) 0.025(4) 0.057(6) -0.009(4) 0.005(4) -0.002(3) C7 0.019(4) 0.036(5) 0.041(5) 0.003(4) 0.007(3) 0.004(3) C8 0.028(4) 0.024(4) 0.037(5) 0.004(4) -0.001(4) 0.005(3) C9 0.021(3) 0.025(4) 0.043(5) 0.001(4) 0.003(4) 0.000(3) C10 0.021(3) 0.032(4) 0.036(4) -0.006(4) 0.008(4) 0.003(3) C11 0.033(5) 0.022(4) 0.075(8) 0.007(5) 0.014(5) 0.012(4) C12 0.033(5) 0.038(5) 0.053(7) 0.005(5) 0.008(5) -0.008(4) C13 0.035(4) 0.043(5) 0.053(7) -0.024(5) 0.000(5) 0.001(5) C14 0.037(5) 0.031(5) 0.060(7) 0.001(5) 0.000(5) -0.001(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pb1 Cl2 2.801(2) . ? Pb1 Cl1 2.862(2) . ? Pb1 Cl3 2.868(2) . ? N1 C1 1.439(12) . ? N1 H1A 0.8900 . ? N1 H1B 0.8900 . ? N1 H1C 0.8900 . ? N2 C7 1.475(11) . ? N2 H2A 0.8900 . ? N2 H2B 0.8900 . ? N2 H2C 0.8900 . ? C1 C6 1.371(14) . ? C1 C2 1.395(13) . ? C2 C3 1.432(13) . ? C2 C13 1.514(14) . ? C3 C4 1.371(14) . ? C3 H3 0.9300 . ? C4 C5 1.405(12) . ? C4 C10 1.495(11) . ? C5 C6 1.382(13) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.368(13) . ? C7 C12 1.397(14) . ? C8 C9 1.398(12) . ? C8 C14 1.488(13) . ? C9 C10 1.399(13) . ? C9 H9 0.9300 . ? C10 C11 1.405(13) . ? C11 C12 1.380(14) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl2 Pb1 Cl1 83.74(6) . . ? Cl2 Pb1 Cl3 78.94(8) . . ? Cl1 Pb1 Cl3 109.31(7) . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? C7 N2 H2A 109.5 . . ? C7 N2 H2B 109.5 . . ? H2A N2 H2B 109.5 . . ? C7 N2 H2C 109.5 . . ? H2A N2 H2C 109.5 . . ? H2B N2 H2C 109.5 . . ? C6 C1 C2 123.0(9) . . ? C6 C1 N1 117.6(8) . . ? C2 C1 N1 119.3(8) . . ? C1 C2 C3 116.8(8) . . ? C1 C2 C13 123.7(8) . . ? C3 C2 C13 119.4(9) . . ? C4 C3 C2 120.8(9) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 119.5(8) . . ? C3 C4 C10 119.9(8) . . ? C5 C4 C10 120.6(8) . . ? C6 C5 C4 121.0(8) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C1 C6 C5 118.8(9) . . ? C1 C6 H6 120.6 . . ? C5 C6 H6 120.6 . . ? C8 C7 C12 122.1(8) . . ? C8 C7 N2 119.4(8) . . ? C12 C7 N2 118.5(8) . . ? C7 C8 C9 117.6(8) . . ? C7 C8 C14 123.3(8) . . ? C9 C8 C14 119.1(8) . . ? C8 C9 C10 122.5(8) . . ? C8 C9 H9 118.8 . . ? C10 C9 H9 118.8 . . ? C9 C10 C11 117.6(8) . . ? C9 C10 C4 120.7(8) . . ? C11 C10 C4 121.6(8) . . ? C12 C11 C10 120.7(8) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C7 119.4(9) . . ? C11 C12 H12 120.3 . . ? C7 C12 H12 120.3 . . ? C2 C13 H13A 109.5 . . ? C2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C8 C14 H14A 109.5 . . ? C8 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C8 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 0.9(15) . . . . ? N1 C1 C2 C3 179.0(8) . . . . ? C6 C1 C2 C13 178.9(11) . . . . ? N1 C1 C2 C13 -3.0(15) . . . . ? C1 C2 C3 C4 -2.3(14) . . . . ? C13 C2 C3 C4 179.6(10) . . . . ? C2 C3 C4 C5 2.5(15) . . . . ? C2 C3 C4 C10 -176.0(9) . . . . ? C3 C4 C5 C6 -1.3(16) . . . . ? C10 C4 C5 C6 177.2(10) . . . . ? C2 C1 C6 C5 0.2(17) . . . . ? N1 C1 C6 C5 -177.9(10) . . . . ? C4 C5 C6 C1 0.0(17) . . . . ? C12 C7 C8 C9 1.2(17) . . . . ? N2 C7 C8 C9 178.5(10) . . . . ? C12 C7 C8 C14 179.5(11) . . . . ? N2 C7 C8 C14 -3.3(16) . . . . ? C7 C8 C9 C10 -0.1(17) . . . . ? C14 C8 C9 C10 -178.4(11) . . . . ? C8 C9 C10 C11 -0.5(17) . . . . ? C8 C9 C10 C4 -178.2(10) . . . . ? C3 C4 C10 C9 141.0(11) . . . . ? C5 C4 C10 C9 -37.5(15) . . . . ? C3 C4 C10 C11 -36.6(16) . . . . ? C5 C4 C10 C11 144.9(11) . . . . ? C9 C10 C11 C12 0.0(18) . . . . ? C4 C10 C11 C12 177.7(11) . . . . ? C10 C11 C12 C7 1.1(19) . . . . ? C8 C7 C12 C11 -1.7(18) . . . . ? N2 C7 C12 C11 -179.0(11) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A Cl1 0.89 2.45 3.217(8) 144.3 4_566 N1 H1B Cl2 0.89 2.50 3.251(8) 142.4 4_576 N1 H1C Cl2 0.89 2.43 3.178(8) 142.3 1_556 N2 H2A Cl4 0.89 2.29 3.114(9) 154.9 1_545 N2 H2B Cl4 0.89 2.50 3.240(9) 140.8 4_566 N2 H2B Cl4 0.89 2.68 3.221(10) 120.6 2_646 N2 H2C Cl4 0.89 2.29 3.170(9) 169.4 3_666 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 7.226 _refine_diff_density_min -4.692 _refine_diff_density_rms 0.443 data_2_PbCl3 _database_code_depnum_ccdc_archive 'CCDC 661863' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H6 Cl4 N Pb' _chemical_formula_weight 441.11 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' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 34.087(7) _cell_length_b 7.9663(12) _cell_length_c 7.6109(12) _cell_angle_alpha 90.00 _cell_angle_beta 97.438(15) _cell_angle_gamma 90.00 _cell_volume 2049.3(6) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description planar _exptl_crystal_colour colourless _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.859 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1592 _exptl_absorpt_coefficient_mu 17.451 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.01 _exptl_absorpt_correction_T_max 0.87 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 KM4CCD _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 8.6479 _diffrn_standards_number '1 frame' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2 _diffrn_reflns_number 19343 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0691 _diffrn_reflns_limit_h_min -44 _diffrn_reflns_limit_h_max 45 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 28.00 _reflns_number_total 19343 _reflns_number_gt 13977 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle2 beta (release 25-10-2005 CrysAlis171 .NET) (compiled Oct 25 2005,08:50:05) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Diamond _computing_publication_material SHELXTL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 19343 _refine_ls_number_parameters 121 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1172 _refine_ls_R_factor_gt 0.0998 _refine_ls_wR_factor_ref 0.3237 _refine_ls_wR_factor_gt 0.3079 _refine_ls_goodness_of_fit_ref 1.227 _refine_ls_restrained_S_all 1.227 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pb1 Pb 0.220641(14) 0.79045(4) 0.20565(6) 0.02746(16) Uani 1 1 d . . . Cl1 Cl 0.22003(8) 0.5563(3) 0.4910(3) 0.0301(5) Uani 1 1 d . . . Cl2 Cl 0.14061(8) 0.7001(3) 0.1716(5) 0.0341(7) Uani 1 1 d . . . Cl3 Cl 0.19199(9) 1.1019(3) 0.3194(4) 0.0370(7) Uani 1 1 d . . . Cl4 Cl 0.05574(8) 0.5100(3) -0.0991(4) 0.0394(7) Uani 1 1 d . . . N1 N 0.1292(3) 0.3208(10) 0.0750(14) 0.026(2) Uani 1 1 d . . . H1B H 0.1367 0.3459 -0.0325 0.039 Uiso 1 1 calc R . . H1A H 0.1478 0.2540 0.1366 0.039 Uiso 1 1 calc R . . H1C H 0.1267 0.4173 0.1366 0.039 Uiso 1 1 calc R . . C1 C 0.0906(3) 0.2312(12) 0.0494(16) 0.026(2) Uani 1 1 d . . . C2 C 0.0557(3) 0.3043(11) -0.0206(15) 0.020(2) Uani 1 1 d . . . C3 C 0.0203(3) 0.2137(11) -0.0401(14) 0.021(2) Uani 1 1 d . . . H3 H -0.0034 0.2679 -0.0890 0.025 Uiso 1 1 calc R . . C4 C 0.0190(3) 0.0465(12) 0.0101(17) 0.027(2) Uani 1 1 d . . . C5 C 0.0548(3) -0.0250(13) 0.0854(18) 0.039(3) Uani 1 1 d . . . H5 H 0.0552 -0.1381 0.1253 0.047 Uiso 1 1 calc R . . C6 C 0.0898(3) 0.0681(13) 0.1026(16) 0.031(3) Uani 1 1 d . . . H6 H 0.1138 0.0161 0.1528 0.037 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 Pb1 0.0275(3) 0.0274(2) 0.0279(3) 0.00092(16) 0.0054(2) 0.00182(17) Cl1 0.0277(13) 0.0323(11) 0.0287(13) 0.0063(11) -0.0028(12) -0.0017(11) Cl2 0.0224(13) 0.0245(12) 0.056(2) 0.0013(12) 0.0060(14) -0.0019(9) Cl3 0.0351(16) 0.0354(14) 0.0370(15) -0.0113(13) -0.0084(13) 0.0130(12) Cl4 0.0308(14) 0.0268(12) 0.0586(19) 0.0110(14) -0.0016(15) 0.0024(11) N1 0.018(5) 0.021(4) 0.040(6) 0.002(4) 0.006(4) 0.009(3) C1 0.022(6) 0.025(5) 0.029(6) 0.015(5) -0.006(5) -0.002(4) C2 0.016(5) 0.020(4) 0.020(5) 0.001(4) -0.008(4) 0.006(4) C3 0.012(5) 0.028(5) 0.020(5) 0.005(4) -0.009(4) 0.005(4) C4 0.018(5) 0.021(5) 0.042(6) 0.010(5) 0.001(5) -0.004(4) C5 0.013(5) 0.030(5) 0.069(8) 0.025(6) -0.015(6) -0.002(4) C6 0.022(6) 0.028(5) 0.042(7) 0.010(5) 0.003(5) -0.004(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pb1 Cl2 2.801(3) . ? Pb1 Cl3 2.842(3) . ? Pb1 Cl1 2.865(3) . ? Cl4 C2 1.744(9) . ? N1 C1 1.488(14) . ? N1 H1B 0.9100 . ? N1 H1A 0.9100 . ? N1 H1C 0.9100 . ? C1 C6 1.362(13) . ? C1 C2 1.368(14) . ? C2 C3 1.397(14) . ? C3 C4 1.388(13) . ? C3 H3 0.9500 . ? C4 C5 1.398(13) . ? C4 C4 1.486(19) 5 ? C5 C6 1.398(14) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl2 Pb1 Cl3 83.31(8) . . ? Cl2 Pb1 Cl1 78.48(9) . . ? Cl3 Pb1 Cl1 107.52(9) . . ? C1 N1 H1B 109.5 . . ? C1 N1 H1A 109.5 . . ? H1B N1 H1A 109.5 . . ? C1 N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? C6 C1 C2 118.2(10) . . ? C6 C1 N1 118.0(9) . . ? C2 C1 N1 123.8(9) . . ? C1 C2 C3 121.1(9) . . ? C1 C2 Cl4 119.7(8) . . ? C3 C2 Cl4 119.2(7) . . ? C4 C3 C2 121.6(9) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C4 C5 116.6(9) . . ? C3 C4 C4 120.6(12) . 5 ? C5 C4 C4 122.8(11) . 5 ? C4 C5 C6 120.7(9) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C1 C6 C5 121.8(10) . . ? C1 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1B Cl2 0.91 2.30 3.149(11) 154.5 6_565 N1 H1B Cl1 0.91 2.93 3.386(9) 112.7 6_565 N1 H1A Cl3 0.91 2.26 3.170(9) 173.1 1_545 N1 H1C Cl2 0.91 2.31 3.122(9) 148.4 . _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 6.620 _refine_diff_density_min -4.393 _refine_diff_density_rms 0.671