# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_X _audit_creation_method SHELXL-2013 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'As3 In S12, As2 S5, 4.5(C2 H10 N2), Cl' _chemical_formula_sum 'C9 H45 As5 Cl In N9 S17' _chemical_formula_weight 1349.43 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' In In -0.7276 1.3100 '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' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.2025(3) _cell_length_b 12.2240(3) _cell_length_c 14.8497(3) _cell_angle_alpha 92.360(2) _cell_angle_beta 91.777(2) _cell_angle_gamma 95.691(2) _cell_volume 2200.87(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6445 _cell_measurement_theta_min 2.4834 _cell_measurement_theta_max 29.1900 _exptl_crystal_description sheet _exptl_crystal_colour green _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_density_diffrn 2.036 _exptl_crystal_F_000 1330 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.07 _exptl_absorpt_coefficient_mu 5.158 _shelx_estimated_absorpt_T_min ? _shelx_estimated_absorpt_T_max ? _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.64558 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'Enhance (Mo) X-ray Source' _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_reflns_number 17559 _diffrn_reflns_av_unetI/netI 0.0547 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.488 _diffrn_reflns_theta_max 25.679 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_point_group_measured_fraction_full 0.999 _reflns_number_total 8330 _reflns_number_gt 6986 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_structure_solution ? _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_molecular_graphics 'DIAMOND. Version 3.0. Crystal Impact' _computing_publication_material 'Windows Word 2003' _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.0250P)^2^] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 8330 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.0708 _refine_ls_wR_factor_gt 0.0638 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group In1 In 0.49542(2) 0.22263(2) 0.74606(2) 0.02368(8) Uani 1 1 d . . . . . As1 As 0.30648(4) 0.36058(3) 0.63915(3) 0.02272(10) Uani 1 1 d . . . . . As2 As 0.50251(3) 0.23108(3) 0.97364(3) 0.02184(10) Uani 1 1 d . . . . . As3 As 0.67218(3) 0.10737(3) 0.61378(3) 0.02097(10) Uani 1 1 d . . . . . As4 As 0.17580(4) 0.27809(4) 0.25419(3) 0.03286(12) Uani 1 1 d . . . . . As5 As -0.13040(4) 0.22154(4) 0.25923(3) 0.03324(12) Uani 1 1 d . . . . . S1 S 0.48607(9) 0.38421(9) 0.63199(7) 0.0273(2) Uani 1 1 d . . . . . S2 S 0.28089(9) 0.22181(8) 0.72782(7) 0.0263(2) Uani 1 1 d . . . . . S3 S 0.22661(10) 0.31311(9) 0.51160(7) 0.0309(3) Uani 1 1 d . . . . . S4 S 0.24878(10) 0.50980(9) 0.69365(8) 0.0353(3) Uani 1 1 d . . . . . S5 S 0.51625(9) 0.36912(8) 0.88297(7) 0.0256(2) Uani 1 1 d . . . . . S6 S 0.49338(9) 0.08953(8) 0.87886(7) 0.0277(2) Uani 1 1 d . . . . . S7 S 0.35751(9) 0.23220(9) 1.05199(7) 0.0313(3) Uani 1 1 d . . . . . S8 S 0.64386(9) 0.23906(9) 1.06466(7) 0.0306(3) Uani 1 1 d . . . . . S9 S 0.71082(9) 0.23418(8) 0.72172(7) 0.0262(2) Uani 1 1 d . . . . . S10 S 0.49408(9) 0.06863(9) 0.62200(7) 0.0264(2) Uani 1 1 d . . . . . S11 S 0.75232(10) -0.03776(9) 0.63796(7) 0.0295(3) Uani 1 1 d . . . . . S12 S 0.71977(9) 0.17017(9) 0.48580(7) 0.0282(3) Uani 1 1 d . . . . . S13 S -0.06537(11) 0.30131(10) 0.13132(8) 0.0402(3) Uani 1 1 d . . . . . S14 S 0.07999(10) 0.23513(9) 0.11850(7) 0.0343(3) Uani 1 1 d . . . . . S15 S 0.02500(11) 0.28700(10) 0.34133(7) 0.0385(3) Uani 1 1 d . . . . . S16 S 0.24128(10) 0.44998(9) 0.24860(7) 0.0329(3) Uani 1 1 d . . . . . S17 S -0.11266(10) 0.04894(9) 0.23626(7) 0.0349(3) Uani 1 1 d . . . . . N1 N 0.1194(3) 0.9576(3) 0.1782(2) 0.0354(9) Uani 1 1 d . . . . . H1C H 0.1481 0.9703 0.2339 0.053 Uiso 1 1 calc R U . . . H1D H 0.0873 0.8890 0.1723 0.053 Uiso 1 1 calc R U . . . H1E H 0.0697 1.0045 0.1677 0.053 Uiso 1 1 calc R U . . . N2 N 0.2513(3) 0.9915(3) -0.0452(2) 0.0357(9) Uani 1 1 d . . . . . H2C H 0.2237 0.9890 -0.1015 0.054 Uiso 1 1 calc R U . . . H2D H 0.2977 0.9402 -0.0398 0.054 Uiso 1 1 calc R U . . . H2E H 0.2870 1.0575 -0.0322 0.054 Uiso 1 1 calc R U . . . C1 C 0.2083(4) 0.9727(4) 0.1124(3) 0.0316(10) Uani 1 1 d . . . . . H1A H 0.2562 0.9143 0.1176 0.038 Uiso 1 1 calc R U . . . H1B H 0.2522 1.0423 0.1262 0.038 Uiso 1 1 calc R U . . . C2 C 0.1613(4) 0.9712(4) 0.0172(3) 0.0313(10) Uani 1 1 d . . . . . H2A H 0.1205 0.9003 0.0020 0.038 Uiso 1 1 calc R U . . . H2B H 0.1110 1.0275 0.0122 0.038 Uiso 1 1 calc R U . . . N3 N 0.0252(3) 0.5748(3) 0.3068(2) 0.0430(10) Uani 1 1 d . . . . . H3C H 0.0148 0.6223 0.2643 0.065 Uiso 1 1 calc R U . . . H3D H -0.0363 0.5303 0.3120 0.065 Uiso 1 1 calc R U . . . H3E H 0.0797 0.5351 0.2917 0.065 Uiso 1 1 calc R U . . . N4 N 0.2331(3) 0.5726(3) 0.4479(2) 0.0328(9) Uani 1 1 d . . . . . H4C H 0.2616 0.5285 0.4866 0.049 Uiso 1 1 calc R U . . . H4D H 0.2648 0.6409 0.4577 0.049 Uiso 1 1 calc R U . . . H4E H 0.2449 0.5494 0.3917 0.049 Uiso 1 1 calc R U . . . C3 C 0.0542(4) 0.6356(4) 0.3938(3) 0.0365(11) Uani 1 1 d . . . . . H3A H -0.0127 0.6567 0.4202 0.044 Uiso 1 1 calc R U . . . H3B H 0.1005 0.7025 0.3826 0.044 Uiso 1 1 calc R U . . . C4 C 0.1133(4) 0.5707(4) 0.4604(3) 0.0313(11) Uani 1 1 d . . . . . H4A H 0.1016 0.5995 0.5208 0.038 Uiso 1 1 calc R U . . . H4B H 0.0809 0.4949 0.4558 0.038 Uiso 1 1 calc R U . . . N5 N 0.7867(3) 0.3927(3) 0.9318(2) 0.0334(9) Uani 1 1 d . . . . . H5C H 0.8447 0.3661 0.9071 0.050 Uiso 1 1 calc R U . . . H5D H 0.7384 0.4061 0.8884 0.050 Uiso 1 1 calc R U . . . H5E H 0.7551 0.3437 0.9681 0.050 Uiso 1 1 calc R U . . . N6 N 0.7628(3) 0.6308(3) 1.0920(2) 0.0382(10) Uani 1 1 d . . . . . H6C H 0.7285 0.6348 1.1439 0.057 Uiso 1 1 calc R U . . . H6D H 0.7381 0.6787 1.0546 0.057 Uiso 1 1 calc R U . . . H6E H 0.8350 0.6467 1.1022 0.057 Uiso 1 1 calc R U . . . C5 C 0.8230(4) 0.4957(3) 0.9842(3) 0.0330(11) Uani 1 1 d . . . . . H5A H 0.8328 0.5559 0.9436 0.040 Uiso 1 1 calc R U . . . H5B H 0.8934 0.4890 1.0145 0.040 Uiso 1 1 calc R U . . . C6 C 0.7414(4) 0.5202(4) 1.0516(3) 0.0437(13) Uani 1 1 d . . . . . H6A H 0.6684 0.5117 1.0228 0.052 Uiso 1 1 calc R U . . . H6B H 0.7424 0.4676 1.0986 0.052 Uiso 1 1 calc R U . . . N7 N 0.4628(3) 0.2091(3) 0.4368(2) 0.0308(9) Uani 1 1 d . . . . . H7C H 0.4528 0.2316 0.4934 0.046 Uiso 1 1 calc R U . . . H7D H 0.5225 0.1729 0.4348 0.046 Uiso 1 1 calc R U . . . H7E H 0.4043 0.1648 0.4163 0.046 Uiso 1 1 calc R U . . . N8 N 0.5056(3) 0.3676(3) 0.2279(2) 0.0363(10) Uani 1 1 d . . . . . H8C H 0.5124 0.3456 0.1706 0.054 Uiso 1 1 calc R U . . . H8D H 0.5638 0.4139 0.2458 0.054 Uiso 1 1 calc R U . . . H8E H 0.4446 0.4015 0.2329 0.054 Uiso 1 1 calc R U . . . C7 C 0.4774(4) 0.3056(3) 0.3799(3) 0.0332(11) Uani 1 1 d . . . . . H7A H 0.5389 0.3558 0.4039 0.040 Uiso 1 1 calc R U . . . H7B H 0.4117 0.3441 0.3808 0.040 Uiso 1 1 calc R U . . . C8 C 0.4987(4) 0.2703(4) 0.2853(3) 0.0370(12) Uani 1 1 d . . . . . H8A H 0.4396 0.2164 0.2624 0.044 Uiso 1 1 calc R U . . . H8B H 0.5672 0.2363 0.2837 0.044 Uiso 1 1 calc R U . . . N9 N 0.1342(3) 0.0520(3) 0.5602(2) 0.0327(9) Uani 1 1 d . . . . . H9C H 0.1655 0.1202 0.5715 0.049 Uiso 1 1 calc R U . . . H9D H 0.1756 0.0162 0.5230 0.049 Uiso 1 1 calc R U . . . H9E H 0.1281 0.0172 0.6115 0.049 Uiso 1 1 calc R U . . . C9 C 0.0233(4) 0.0557(3) 0.5176(3) 0.0390(12) Uani 1 1 d . . . . . H9A H 0.0282 0.1056 0.4684 0.047 Uiso 1 1 calc R U . . . H9B H -0.0254 0.0835 0.5615 0.047 Uiso 1 1 calc R U . . . Cl1 Cl 0.00849(10) 0.71663(9) 0.13445(8) 0.0395(3) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 In1 0.02480(18) 0.02645(17) 0.02014(15) -0.00073(12) 0.00131(12) 0.00495(12) As1 0.0210(3) 0.0203(2) 0.0265(2) -0.00092(18) -0.00144(18) 0.00193(17) As2 0.0206(3) 0.0247(2) 0.0195(2) -0.00111(18) 0.00161(17) -0.00050(17) As3 0.0225(3) 0.0189(2) 0.0215(2) -0.00086(17) 0.00246(17) 0.00200(17) As4 0.0305(3) 0.0237(2) 0.0442(3) 0.0041(2) -0.0072(2) 0.0038(2) As5 0.0286(3) 0.0309(3) 0.0400(3) -0.0015(2) 0.0054(2) 0.0018(2) S1 0.0210(6) 0.0274(6) 0.0333(6) 0.0037(5) 0.0015(5) -0.0002(4) S2 0.0269(7) 0.0244(6) 0.0268(5) 0.0015(5) 0.0023(5) -0.0021(4) S3 0.0336(7) 0.0315(6) 0.0266(5) -0.0014(5) -0.0071(5) 0.0024(5) S4 0.0312(7) 0.0256(6) 0.0485(7) -0.0087(5) -0.0007(5) 0.0050(5) S5 0.0277(7) 0.0234(6) 0.0253(5) 0.0013(4) 0.0002(5) 0.0003(4) S6 0.0338(7) 0.0229(6) 0.0258(5) -0.0027(5) 0.0058(5) -0.0001(5) S7 0.0278(7) 0.0370(7) 0.0285(6) -0.0037(5) 0.0100(5) -0.0011(5) S8 0.0277(7) 0.0327(6) 0.0305(6) 0.0026(5) -0.0071(5) -0.0002(5) S9 0.0271(7) 0.0247(6) 0.0256(5) -0.0052(4) 0.0006(5) 0.0003(4) S10 0.0244(6) 0.0261(6) 0.0276(5) -0.0022(5) 0.0025(5) -0.0016(4) S11 0.0349(7) 0.0232(6) 0.0315(6) -0.0015(5) -0.0014(5) 0.0092(5) S12 0.0314(7) 0.0292(6) 0.0236(5) 0.0016(5) 0.0053(5) 0.0003(5) S13 0.0413(8) 0.0399(7) 0.0398(7) 0.0126(6) -0.0081(6) 0.0044(6) S14 0.0396(8) 0.0297(6) 0.0319(6) -0.0058(5) 0.0060(5) -0.0039(5) S15 0.0475(9) 0.0383(7) 0.0263(6) -0.0044(5) 0.0005(5) -0.0105(6) S16 0.0356(7) 0.0273(6) 0.0338(6) -0.0016(5) 0.0007(5) -0.0045(5) S17 0.0436(8) 0.0267(6) 0.0333(6) 0.0013(5) 0.0012(5) -0.0028(5) N1 0.038(3) 0.032(2) 0.035(2) -0.0007(17) -0.0002(18) -0.0021(17) N2 0.035(3) 0.035(2) 0.036(2) -0.0013(18) -0.0004(18) -0.0011(18) C1 0.028(3) 0.032(3) 0.033(2) 0.004(2) 0.000(2) -0.002(2) C2 0.026(3) 0.032(3) 0.035(2) -0.007(2) 0.003(2) 0.0002(19) N3 0.037(3) 0.049(3) 0.043(2) 0.010(2) -0.0036(19) 0.004(2) N4 0.036(2) 0.031(2) 0.0304(19) 0.0049(17) -0.0034(17) -0.0009(17) C3 0.028(3) 0.033(3) 0.049(3) 0.001(2) 0.009(2) 0.001(2) C4 0.033(3) 0.031(2) 0.029(2) -0.001(2) 0.008(2) -0.003(2) N5 0.031(2) 0.033(2) 0.036(2) -0.0066(17) 0.0045(17) 0.0029(17) N6 0.029(2) 0.046(2) 0.039(2) -0.0098(19) -0.0017(18) 0.0063(18) C5 0.036(3) 0.032(3) 0.031(2) 0.001(2) 0.007(2) 0.000(2) C6 0.040(3) 0.033(3) 0.057(3) -0.016(2) 0.010(3) 0.001(2) N7 0.032(2) 0.036(2) 0.0250(18) 0.0017(16) -0.0017(16) 0.0043(17) N8 0.045(3) 0.038(2) 0.0227(18) -0.0005(17) 0.0018(17) -0.0089(18) C7 0.048(3) 0.027(2) 0.025(2) 0.0023(19) 0.009(2) 0.003(2) C8 0.043(3) 0.033(3) 0.035(2) 0.000(2) 0.003(2) 0.000(2) N9 0.033(2) 0.031(2) 0.034(2) -0.0067(17) 0.0025(17) -0.0006(17) C9 0.038(3) 0.033(3) 0.046(3) -0.005(2) -0.002(2) 0.002(2) Cl1 0.0290(7) 0.0399(7) 0.0484(7) -0.0004(6) 0.0007(5) -0.0016(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 In1 S10 2.5777(11) . ? In1 S6 2.6069(10) . ? In1 S2 2.6224(12) . ? In1 S5 2.6423(11) . ? In1 S9 2.6549(11) . ? In1 S1 2.6630(10) . ? As1 S3 2.1348(11) . ? As1 S4 2.1555(12) . ? As1 S1 2.1882(12) . ? As1 S2 2.1939(10) . ? As2 S7 2.1484(11) . ? As2 S8 2.1500(12) . ? As2 S6 2.1769(11) . ? As2 S5 2.1984(10) . ? As3 S11 2.1465(11) . ? As3 S12 2.1538(10) . ? As3 S10 2.1862(12) . ? As3 S9 2.1904(11) . ? As4 S16 2.1784(11) . ? As4 S15 2.2908(13) . ? As4 S14 2.3124(12) . ? As5 S17 2.1566(12) . ? As5 S15 2.2799(13) . ? As5 S13 2.2980(12) . ? S13 S14 2.0321(18) . ? N1 C1 1.485(5) . ? N1 H1C 0.8900 . ? N1 H1D 0.8900 . ? N1 H1E 0.8900 . ? N2 C2 1.468(5) . ? N2 H2C 0.8900 . ? N2 H2D 0.8900 . ? N2 H2E 0.8900 . ? C1 C2 1.507(5) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? N3 C3 1.479(5) . ? N3 H3C 0.8900 . ? N3 H3D 0.8900 . ? N3 H3E 0.8900 . ? N4 C4 1.476(5) . ? N4 H4C 0.8900 . ? N4 H4D 0.8900 . ? N4 H4E 0.8900 . ? C3 C4 1.504(6) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? N5 C5 1.475(5) . ? N5 H5C 0.8900 . ? N5 H5D 0.8900 . ? N5 H5E 0.8900 . ? N6 C6 1.452(5) . ? N6 H6C 0.8900 . ? N6 H6D 0.8900 . ? N6 H6E 0.8900 . ? C5 C6 1.477(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? N7 C7 1.478(5) . ? N7 H7C 0.8900 . ? N7 H7D 0.8900 . ? N7 H7E 0.8900 . ? N8 C8 1.490(5) . ? N8 H8C 0.8900 . ? N8 H8D 0.8900 . ? N8 H8E 0.8900 . ? C7 C8 1.490(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? N9 C9 1.481(6) . ? N9 H9C 0.8900 . ? N9 H9D 0.8900 . ? N9 H9E 0.8900 . ? C9 C9 1.489(8) 2_556 ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? 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 S10 In1 S6 94.68(3) . . ? S10 In1 S2 90.84(3) . . ? S6 In1 S2 96.15(3) . . ? S10 In1 S5 173.05(4) . . ? S6 In1 S5 80.71(3) . . ? S2 In1 S5 94.81(3) . . ? S10 In1 S9 81.76(3) . . ? S6 In1 S9 96.47(3) . . ? S2 In1 S9 165.84(3) . . ? S5 In1 S9 93.53(3) . . ? S10 In1 S1 95.04(3) . . ? S6 In1 S1 169.82(3) . . ? S2 In1 S1 80.66(3) . . ? S5 In1 S1 89.88(3) . . ? S9 In1 S1 87.94(3) . . ? S3 As1 S4 110.67(5) . . ? S3 As1 S1 112.70(5) . . ? S4 As1 S1 109.02(5) . . ? S3 As1 S2 108.25(4) . . ? S4 As1 S2 113.38(4) . . ? S1 As1 S2 102.64(4) . . ? S7 As2 S8 108.38(5) . . ? S7 As2 S6 112.06(5) . . ? S8 As2 S6 112.41(5) . . ? S7 As2 S5 111.15(5) . . ? S8 As2 S5 110.82(4) . . ? S6 As2 S5 101.96(4) . . ? S11 As3 S12 109.56(4) . . ? S11 As3 S10 109.17(4) . . ? S12 As3 S10 112.95(4) . . ? S11 As3 S9 111.73(4) . . ? S12 As3 S9 110.32(4) . . ? S10 As3 S9 103.00(4) . . ? S16 As4 S15 103.00(5) . . ? S16 As4 S14 105.73(4) . . ? S15 As4 S14 96.80(4) . . ? S17 As5 S15 103.94(5) . . ? S17 As5 S13 104.28(5) . . ? S15 As5 S13 91.98(4) . . ? As1 S1 In1 87.86(3) . . ? As1 S2 In1 88.78(4) . . ? As2 S5 In1 87.90(4) . . ? As2 S6 In1 89.27(4) . . ? As3 S9 In1 86.48(4) . . ? As3 S10 In1 88.52(4) . . ? S14 S13 As5 101.44(6) . . ? S13 S14 As4 105.22(6) . . ? As5 S15 As4 109.62(5) . . ? C1 N1 H1C 109.5 . . ? C1 N1 H1D 109.5 . . ? H1C N1 H1D 109.5 . . ? C1 N1 H1E 109.5 . . ? H1C N1 H1E 109.5 . . ? H1D N1 H1E 109.5 . . ? C2 N2 H2C 109.5 . . ? C2 N2 H2D 109.5 . . ? H2C N2 H2D 109.5 . . ? C2 N2 H2E 109.5 . . ? H2C N2 H2E 109.5 . . ? H2D N2 H2E 109.5 . . ? N1 C1 C2 111.1(3) . . ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? N2 C2 C1 109.4(3) . . ? N2 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N2 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.2 . . ? C3 N3 H3C 109.5 . . ? C3 N3 H3D 109.5 . . ? H3C N3 H3D 109.5 . . ? C3 N3 H3E 109.5 . . ? H3C N3 H3E 109.5 . . ? H3D N3 H3E 109.5 . . ? C4 N4 H4C 109.5 . . ? C4 N4 H4D 109.5 . . ? H4C N4 H4D 109.5 . . ? C4 N4 H4E 109.5 . . ? H4C N4 H4E 109.5 . . ? H4D N4 H4E 109.5 . . ? N3 C3 C4 113.6(4) . . ? N3 C3 H3A 108.9 . . ? C4 C3 H3A 108.9 . . ? N3 C3 H3B 108.9 . . ? C4 C3 H3B 108.9 . . ? H3A C3 H3B 107.7 . . ? N4 C4 C3 114.4(3) . . ? N4 C4 H4A 108.7 . . ? C3 C4 H4A 108.7 . . ? N4 C4 H4B 108.7 . . ? C3 C4 H4B 108.7 . . ? H4A C4 H4B 107.6 . . ? C5 N5 H5C 109.5 . . ? C5 N5 H5D 109.5 . . ? H5C N5 H5D 109.5 . . ? C5 N5 H5E 109.5 . . ? H5C N5 H5E 109.5 . . ? H5D N5 H5E 109.5 . . ? C6 N6 H6C 109.5 . . ? C6 N6 H6D 109.5 . . ? H6C N6 H6D 109.5 . . ? C6 N6 H6E 109.5 . . ? H6C N6 H6E 109.5 . . ? H6D N6 H6E 109.5 . . ? N5 C5 C6 110.8(4) . . ? N5 C5 H5A 109.5 . . ? C6 C5 H5A 109.5 . . ? N5 C5 H5B 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 108.1 . . ? N6 C6 C5 112.4(4) . . ? N6 C6 H6A 109.1 . . ? C5 C6 H6A 109.1 . . ? N6 C6 H6B 109.1 . . ? C5 C6 H6B 109.1 . . ? H6A C6 H6B 107.9 . . ? C7 N7 H7C 109.5 . . ? C7 N7 H7D 109.5 . . ? H7C N7 H7D 109.5 . . ? C7 N7 H7E 109.5 . . ? H7C N7 H7E 109.5 . . ? H7D N7 H7E 109.5 . . ? C8 N8 H8C 109.5 . . ? C8 N8 H8D 109.5 . . ? H8C N8 H8D 109.5 . . ? C8 N8 H8E 109.5 . . ? H8C N8 H8E 109.5 . . ? H8D N8 H8E 109.5 . . ? N7 C7 C8 110.4(3) . . ? N7 C7 H7A 109.6 . . ? C8 C7 H7A 109.6 . . ? N7 C7 H7B 109.6 . . ? C8 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? C7 C8 N8 109.6(3) . . ? C7 C8 H8A 109.8 . . ? N8 C8 H8A 109.8 . . ? C7 C8 H8B 109.8 . . ? N8 C8 H8B 109.8 . . ? H8A C8 H8B 108.2 . . ? C9 N9 H9C 109.5 . . ? C9 N9 H9D 109.5 . . ? H9C N9 H9D 109.5 . . ? C9 N9 H9E 109.5 . . ? H9C N9 H9E 109.5 . . ? H9D N9 H9E 109.5 . . ? N9 C9 C9 111.0(5) . 2_556 ? N9 C9 H9A 109.4 . . ? C9 C9 H9A 109.4 2_556 . ? N9 C9 H9B 109.4 . . ? C9 C9 H9B 109.4 2_556 . ? H9A C9 H9B 108.0 . . ? 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 N1 C1 C2 N2 177.4(3) . . . . ? N3 C3 C4 N4 82.8(5) . . . . ? N5 C5 C6 N6 -168.5(4) . . . . ? N7 C7 C8 N8 176.2(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 H1C S11 0.89 2.30 3.174(4) 165.9 2_666 N1 H1D Cl1 0.89 2.27 3.151(4) 171.2 . N1 H1E S14 0.89 2.93 3.616(4) 134.7 1_565 N1 H1E S17 0.89 2.57 3.273(4) 136.2 1_565 N2 H2C S17 0.89 2.38 3.252(4) 165.0 2_565 N2 H2D S8 0.89 2.39 3.215(4) 154.5 2_666 N2 H2E S6 0.89 2.88 3.324(3) 112.6 1_564 N2 H2E S7 0.89 2.49 3.347(4) 161.2 1_564 C1 H1B S7 0.97 2.82 3.657(4) 144.8 1_564 C2 H2B S14 0.97 3.00 3.739(4) 134.4 1_565 N3 H3C Cl1 0.89 2.29 3.162(4) 166.6 . N3 H3D S4 0.89 2.59 3.400(4) 152.0 2_566 N3 H3E S16 0.89 2.41 3.295(4) 172.6 . N4 H4C S3 0.89 2.67 3.341(4) 133.2 . N4 H4D S12 0.89 2.41 3.247(4) 156.4 2_666 N4 H4E S16 0.89 2.40 3.270(4) 165.3 . C3 H3A S3 0.97 2.88 3.842(5) 171.2 2_566 C3 H3B S9 0.97 2.88 3.650(4) 137.6 2_666 C4 H4A S15 0.97 2.98 3.875(4) 153.6 2_566 C4 H4B S15 0.97 3.01 3.866(4) 148.4 . N5 H5C Cl1 0.89 2.23 3.115(4) 170.6 2_666 N5 H5D S5 0.89 2.70 3.338(4) 129.4 . N5 H5D S16 0.89 2.75 3.389(4) 130.3 2_666 N5 H5E S8 0.89 2.34 3.214(3) 168.4 . N6 H6C S2 0.89 2.55 3.252(4) 136.4 2_667 N6 H6C S5 0.89 3.00 3.437(4) 112.5 2_667 N6 H6D S7 0.89 2.31 3.181(4) 166.2 2_667 N6 H6E Cl1 0.89 2.23 3.113(4) 169.8 1_656 C5 H5A S14 0.97 2.87 3.782(4) 157.4 2_666 C5 H5A S16 0.97 2.96 3.623(4) 126.3 2_666 C5 H5B S13 0.97 3.00 3.628(5) 123.2 1_656 C6 H6B S8 0.97 2.95 3.539(5) 120.5 . N7 H7C S1 0.89 2.71 3.519(3) 151.1 . N7 H7C S10 0.89 2.88 3.334(3) 113.0 . N7 H7D S10 0.89 3.02 3.564(4) 121.1 2_656 N7 H7D S12 0.89 2.50 3.282(4) 146.3 . N7 H7E S11 0.89 2.43 3.324(4) 177.9 2_656 N8 H8C S7 0.89 2.77 3.403(4) 129.3 1_554 N8 H8C S8 0.89 2.67 3.414(4) 141.4 1_554 N8 H8D S4 0.89 2.51 3.367(4) 162.5 2_666 N8 H8E S16 0.89 2.62 3.492(4) 165.4 . C7 H7B S3 0.97 3.03 3.690(4) 126.5 . N9 H9C S2 0.89 2.85 3.504(4) 131.4 . N9 H9C S3 0.89 2.60 3.392(4) 148.4 . N9 H9D S11 0.89 2.59 3.296(3) 137.2 2_656 N9 H9D S12 0.89 2.72 3.449(4) 139.9 2_656 N9 H9E S17 0.89 2.44 3.320(3) 170.9 2_556 C9 H9A S15 0.97 2.97 3.930(5) 169.4 . _refine_diff_density_max 0.559 _refine_diff_density_min -0.971 _refine_diff_density_rms 0.117 _shelxl_version_number 2013-2 _shelx_res_file ; TITL x in P-1 CELL 0.71073 12.2025 12.2240 14.8497 92.360 91.777 95.691 ZERR 2.00 0.0003 0.0003 0.0003 0.002 0.002 0.002 LATT 1 SFAC C H N S AS IN Cl UNIT 18 90 18 34 10 2 2 ACTA shel 999 0.82 L.S. 24 BOND $H EQIV $1 -x+1, -y+1, -z+1 HTAB N1 S11_$1 HTAB N1 Cl1 EQIV $2 x, y+1, z HTAB N1 S14_$2 HTAB N1 S17_$2 EQIV $3 -x, -y+1, -z HTAB N2 S17_$3 HTAB N2 S8_$1 EQIV $4 x, y+1, z-1 HTAB N2 S6_$4 HTAB N2 S7_$4 HTAB C1 S7_$4 HTAB C2 S14_$2 HTAB N3 Cl1 EQIV $5 -x, -y+1, -z+1 HTAB N3 S4_$5 HTAB N3 S16 HTAB N4 S3 HTAB N4 S12_$1 HTAB N4 S16 HTAB C3 S3_$5 HTAB C3 S9_$1 HTAB C4 S15_$5 HTAB C4 S15 HTAB N5 Cl1_$1 HTAB N5 S5 HTAB N5 S16_$1 HTAB N5 S8 EQIV $6 -x+1, -y+1, -z+2 HTAB N6 S2_$6 HTAB N6 S5_$6 HTAB N6 S7_$6 EQIV $7 x+1, y, z+1 HTAB N6 Cl1_$7 HTAB C5 S14_$1 HTAB C5 S16_$1 HTAB C5 S13_$7 HTAB C6 S8 HTAB N7 S1 HTAB N7 S10 EQIV $8 -x+1, -y, -z+1 HTAB N7 S10_$8 HTAB N7 S12 HTAB N7 S11_$8 EQIV $9 x, y, z-1 HTAB N8 S7_$9 HTAB N8 S8_$9 HTAB N8 S4_$1 HTAB N8 S16 HTAB C7 S3 HTAB N9 S2 HTAB N9 S3 HTAB N9 S11_$8 HTAB N9 S12_$8 EQIV $10 -x, -y, -z+1 HTAB N9 S17_$10 HTAB C9 S15 FMAP 2 conf PLAN 20 WGHT 0.025000 FVAR 0.18337 IN1 6 0.495425 0.222631 0.746062 11.00000 0.02480 0.02645 = 0.02014 -0.00073 0.00131 0.00495 AS1 5 0.306484 0.360580 0.639150 11.00000 0.02104 0.02030 = 0.02649 -0.00092 -0.00144 0.00193 AS2 5 0.502513 0.231084 0.973638 11.00000 0.02057 0.02474 = 0.01953 -0.00111 0.00161 -0.00050 AS3 5 0.672177 0.107369 0.613780 11.00000 0.02250 0.01891 = 0.02145 -0.00086 0.00246 0.00200 AS4 5 0.175797 0.278095 0.254185 11.00000 0.03052 0.02370 = 0.04425 0.00414 -0.00718 0.00381 AS5 5 -0.130403 0.221540 0.259232 11.00000 0.02858 0.03085 = 0.04004 -0.00150 0.00542 0.00179 S1 4 0.486070 0.384209 0.631995 11.00000 0.02095 0.02745 = 0.03330 0.00368 0.00155 -0.00024 S2 4 0.280894 0.221810 0.727820 11.00000 0.02695 0.02445 = 0.02682 0.00149 0.00234 -0.00209 S3 4 0.226609 0.313114 0.511595 11.00000 0.03358 0.03154 = 0.02660 -0.00140 -0.00705 0.00242 S4 4 0.248783 0.509799 0.693649 11.00000 0.03122 0.02560 = 0.04854 -0.00871 -0.00074 0.00504 S5 4 0.516254 0.369116 0.882965 11.00000 0.02771 0.02339 = 0.02532 0.00132 0.00023 0.00033 S6 4 0.493376 0.089528 0.878859 11.00000 0.03382 0.02288 = 0.02583 -0.00270 0.00577 -0.00005 S7 4 0.357510 0.232202 1.051990 11.00000 0.02785 0.03696 = 0.02847 -0.00373 0.01005 -0.00107 S8 4 0.643858 0.239055 1.064659 11.00000 0.02771 0.03269 = 0.03047 0.00260 -0.00705 -0.00021 S9 4 0.710821 0.234177 0.721720 11.00000 0.02714 0.02468 = 0.02563 -0.00517 0.00062 0.00027 S10 4 0.494075 0.068626 0.621997 11.00000 0.02443 0.02609 = 0.02763 -0.00224 0.00254 -0.00164 S11 4 0.752316 -0.037764 0.637957 11.00000 0.03488 0.02316 = 0.03147 -0.00153 -0.00142 0.00918 S12 4 0.719774 0.170170 0.485797 11.00000 0.03144 0.02925 = 0.02365 0.00162 0.00532 0.00032 S13 4 -0.065365 0.301307 0.131322 11.00000 0.04127 0.03991 = 0.03978 0.01264 -0.00811 0.00442 S14 4 0.079990 0.235129 0.118499 11.00000 0.03963 0.02968 = 0.03195 -0.00580 0.00599 -0.00392 S15 4 0.025004 0.286995 0.341327 11.00000 0.04747 0.03829 = 0.02633 -0.00441 0.00054 -0.01047 S16 4 0.241284 0.449976 0.248598 11.00000 0.03557 0.02733 = 0.03385 -0.00162 0.00073 -0.00447 S17 4 -0.112655 0.048940 0.236259 11.00000 0.04357 0.02667 = 0.03327 0.00134 0.00116 -0.00280 N1 3 0.119435 0.957590 0.178179 11.00000 0.03824 0.03155 = 0.03488 -0.00070 -0.00022 -0.00210 AFIX 137 H1C 2 0.148119 0.970287 0.233907 11.00000 -1.50000 H1D 2 0.087262 0.888957 0.172342 11.00000 -1.50000 H1E 2 0.069662 1.004481 0.167715 11.00000 -1.50000 AFIX 0 N2 3 0.251279 0.991488 -0.045227 11.00000 0.03471 0.03478 = 0.03636 -0.00129 -0.00043 -0.00106 AFIX 137 H2C 2 0.223661 0.989029 -0.101536 11.00000 -1.50000 H2D 2 0.297690 0.940187 -0.039849 11.00000 -1.50000 H2E 2 0.287044 1.057543 -0.032151 11.00000 -1.50000 AFIX 0 C1 1 0.208336 0.972690 0.112374 11.00000 0.02835 0.03226 = 0.03342 0.00435 0.00039 -0.00157 AFIX 23 H1A 2 0.256240 0.914338 0.117579 11.00000 -1.20000 H1B 2 0.252227 1.042282 0.126152 11.00000 -1.20000 AFIX 0 C2 1 0.161289 0.971205 0.017213 11.00000 0.02620 0.03194 = 0.03468 -0.00652 0.00318 0.00020 AFIX 23 H2A 2 0.120507 0.900331 0.001956 11.00000 -1.20000 H2B 2 0.111004 1.027508 0.012195 11.00000 -1.20000 AFIX 0 N3 3 0.025221 0.574755 0.306771 11.00000 0.03749 0.04901 = 0.04283 0.01027 -0.00364 0.00389 AFIX 137 H3C 2 0.014826 0.622300 0.264267 11.00000 -1.50000 H3D 2 -0.036330 0.530265 0.312029 11.00000 -1.50000 H3E 2 0.079735 0.535098 0.291661 11.00000 -1.50000 AFIX 0 N4 3 0.233060 0.572559 0.447864 11.00000 0.03583 0.03149 = 0.03037 0.00491 -0.00341 -0.00091 AFIX 137 H4C 2 0.261589 0.528511 0.486592 11.00000 -1.50000 H4D 2 0.264816 0.640921 0.457724 11.00000 -1.50000 H4E 2 0.244945 0.549375 0.391742 11.00000 -1.50000 AFIX 0 C3 1 0.054190 0.635583 0.393776 11.00000 0.02759 0.03294 = 0.04884 0.00102 0.00900 0.00090 AFIX 23 H3A 2 -0.012746 0.656733 0.420161 11.00000 -1.20000 H3B 2 0.100509 0.702469 0.382590 11.00000 -1.20000 AFIX 0 C4 1 0.113333 0.570683 0.460363 11.00000 0.03335 0.03066 = 0.02886 -0.00123 0.00822 -0.00319 AFIX 23 H4A 2 0.101590 0.599508 0.520755 11.00000 -1.20000 H4B 2 0.080887 0.494856 0.455774 11.00000 -1.20000 AFIX 0 N5 3 0.786695 0.392682 0.931764 11.00000 0.03111 0.03264 = 0.03589 -0.00662 0.00449 0.00292 AFIX 137 H5C 2 0.844674 0.366061 0.907137 11.00000 -1.50000 H5D 2 0.738426 0.406101 0.888439 11.00000 -1.50000 H5E 2 0.755066 0.343712 0.968099 11.00000 -1.50000 AFIX 0 N6 3 0.762817 0.630811 1.091965 11.00000 0.02874 0.04566 = 0.03944 -0.00977 -0.00166 0.00628 AFIX 137 H6C 2 0.728540 0.634803 1.143859 11.00000 -1.50000 H6D 2 0.738057 0.678657 1.054629 11.00000 -1.50000 H6E 2 0.835006 0.646746 1.102159 11.00000 -1.50000 AFIX 0 C5 1 0.823008 0.495692 0.984151 11.00000 0.03609 0.03194 = 0.03066 0.00110 0.00749 -0.00033 AFIX 23 H5A 2 0.832837 0.555858 0.943626 11.00000 -1.20000 H5B 2 0.893404 0.488985 1.014515 11.00000 -1.20000 AFIX 0 C6 1 0.741353 0.520218 1.051573 11.00000 0.04020 0.03286 = 0.05658 -0.01569 0.01023 0.00125 AFIX 23 H6A 2 0.668355 0.511717 1.022824 11.00000 -1.20000 H6B 2 0.742400 0.467572 1.098638 11.00000 -1.20000 AFIX 0 N7 3 0.462798 0.209130 0.436761 11.00000 0.03187 0.03571 = 0.02500 0.00168 -0.00169 0.00429 AFIX 137 H7C 2 0.452765 0.231593 0.493411 11.00000 -1.50000 H7D 2 0.522536 0.172944 0.434788 11.00000 -1.50000 H7E 2 0.404273 0.164786 0.416334 11.00000 -1.50000 AFIX 0 N8 3 0.505583 0.367590 0.227863 11.00000 0.04501 0.03837 = 0.02271 -0.00053 0.00184 -0.00892 AFIX 137 H8C 2 0.512426 0.345613 0.170606 11.00000 -1.50000 H8D 2 0.563830 0.413854 0.245802 11.00000 -1.50000 H8E 2 0.444627 0.401457 0.232851 11.00000 -1.50000 AFIX 0 C7 1 0.477444 0.305564 0.379879 11.00000 0.04792 0.02662 = 0.02523 0.00226 0.00858 0.00261 AFIX 23 H7A 2 0.538887 0.355826 0.403903 11.00000 -1.20000 H7B 2 0.411676 0.344072 0.380791 11.00000 -1.20000 AFIX 0 C8 1 0.498665 0.270263 0.285317 11.00000 0.04267 0.03302 = 0.03458 -0.00026 0.00323 0.00021 AFIX 23 H8A 2 0.439614 0.216385 0.262414 11.00000 -1.20000 H8B 2 0.567184 0.236332 0.283668 11.00000 -1.20000 AFIX 0 N9 3 0.134169 0.051973 0.560151 11.00000 0.03259 0.03054 = 0.03357 -0.00667 0.00247 -0.00062 AFIX 137 H9C 2 0.165466 0.120250 0.571516 11.00000 -1.50000 H9D 2 0.175604 0.016235 0.523000 11.00000 -1.50000 H9E 2 0.128057 0.017210 0.611526 11.00000 -1.50000 AFIX 0 C9 1 0.023302 0.055674 0.517567 11.00000 0.03759 0.03268 = 0.04575 -0.00482 -0.00181 0.00204 AFIX 23 H9A 2 0.028175 0.105593 0.468412 11.00000 -1.20000 H9B 2 -0.025399 0.083490 0.561534 11.00000 -1.20000 AFIX 0 CL1 7 0.008492 0.716633 0.134448 11.00000 0.02904 0.03986 = 0.04840 -0.00036 0.00066 -0.00159 HKLF 4 REM x in P-1 REM R1 = 0.0326 for 6986 Fo > 4sig(Fo) and 0.0434 for all 8330 data REM 388 parameters refined using 0 restraints END WGHT 0.0209 0.0000 REM Highest difference peak 0.559, deepest hole -0.971, 1-sigma level 0.117 Q1 1 0.5751 0.2335 1.0173 11.00000 0.05 0.56 Q2 1 0.2360 0.3438 0.5854 11.00000 0.05 0.50 Q3 1 0.6651 0.7956 1.0703 11.00000 0.05 0.50 Q4 1 0.5004 0.1187 0.7317 11.00000 0.05 0.49 Q5 1 0.6585 0.1961 0.6569 11.00000 0.05 0.47 Q6 1 0.0013 0.7851 0.2544 11.00000 0.05 0.45 Q7 1 0.5024 0.1418 0.6815 11.00000 0.05 0.45 Q8 1 0.3584 0.2033 1.1179 11.00000 0.05 0.45 Q9 1 -0.0523 0.2405 0.2986 11.00000 0.05 0.44 Q10 1 -0.1182 0.1422 0.2554 11.00000 0.05 0.44 Q11 1 -0.1144 0.1066 0.1972 11.00000 0.05 0.43 Q12 1 0.6431 0.1391 0.5026 11.00000 0.05 0.43 Q13 1 0.4849 0.1348 0.6445 11.00000 0.05 0.43 Q14 1 0.1609 1.0752 0.0101 11.00000 0.05 0.43 Q15 1 0.0383 0.8423 0.0889 11.00000 0.05 0.43 Q16 1 0.3620 0.4342 0.1825 11.00000 0.05 0.42 Q17 1 0.1035 0.2593 0.1950 11.00000 0.05 0.42 Q18 1 0.7462 0.0716 0.6505 11.00000 0.05 0.42 Q19 1 0.7836 0.2484 0.7438 11.00000 0.05 0.42 Q20 1 0.4780 0.1582 0.8018 11.00000 0.05 0.42 ; _database_code_depnum_ccdc_archive 'CCDC 958717' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_X _audit_creation_method SHELXL-2013 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'As2 Mn S6, C2 H10 N2' _chemical_formula_sum 'C2 H10 As2 Mn N2 S6' _chemical_formula_weight 459.26 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 21/n' _space_group_name_Hall '-P 2yn' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.9460(6) _cell_length_b 9.1633(4) _cell_length_c 17.5871(8) _cell_angle_alpha 90 _cell_angle_beta 92.494(6) _cell_angle_gamma 90 _cell_volume 1279.33(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1040 _cell_measurement_theta_min 2.3136 _cell_measurement_theta_max 28.9422 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_density_diffrn 2.384 _exptl_crystal_F_000 892 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_absorpt_coefficient_mu 7.104 _shelx_estimated_absorpt_T_min ? _shelx_estimated_absorpt_T_max ? _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.93955 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'Enhance (Mo) X-ray Source' _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_reflns_number 5798 _diffrn_reflns_av_unetI/netI 0.0757 _diffrn_reflns_av_R_equivalents 0.0478 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.318 _diffrn_reflns_theta_max 26.721 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.991 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.991 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.991 _diffrn_reflns_point_group_measured_fraction_full 1.000 _reflns_number_total 2696 _reflns_number_gt 1945 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_structure_solution ? _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_molecular_graphics 'DIAMOND. Version 3.0. Crystal Impact' _computing_publication_material 'Windows Word 2003' _refine_special_details ; ? ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.0580P)^2^+1.8000P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 2696 _refine_ls_number_parameters 120 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0823 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1319 _refine_ls_wR_factor_gt 0.1143 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group As1 As 0.50708(9) 0.48639(8) 0.14384(4) 0.0182(2) Uani 1 1 d . . . . . As2 As 0.00298(10) 0.83810(8) -0.03962(5) 0.0227(2) Uani 1 1 d . . . . . Mn1 Mn 0.23214(14) 0.49778(12) -0.00089(7) 0.0216(3) Uani 1 1 d . . . . . S1 S 0.2836(3) 0.3541(2) 0.12444(11) 0.0255(5) Uani 1 1 d . . . . . S2 S 0.4966(2) 0.65632(19) 0.05743(11) 0.0205(4) Uani 1 1 d . . . . . S3 S 0.5059(2) 0.5829(2) 0.25619(11) 0.0224(4) Uani 1 1 d . . . . . S4 S 0.7417(3) 0.3702(2) 0.12987(12) 0.0251(5) Uani 1 1 d . . . . . S5 S 0.0046(2) 0.6764(2) 0.05420(11) 0.0217(4) Uani 1 1 d . . . . . S6 S -0.2043(2) 0.9986(2) -0.00599(13) 0.0285(5) Uani 1 1 d . . . . . N1 N 0.3024(9) 0.8766(7) 0.1889(4) 0.0347(18) Uani 1 1 d . . . . . H1C H 0.2106 0.8912 0.2152 0.052 Uiso 1 1 calc R U . . . H1D H 0.3463 0.7898 0.2009 0.052 Uiso 1 1 calc R U . . . H1E H 0.2752 0.8795 0.1393 0.052 Uiso 1 1 calc R U . . . N2 N 0.6959(8) 0.8764(7) 0.1744(4) 0.0315(17) Uani 1 1 d . . . . . H2C H 0.7483 0.8533 0.1324 0.047 Uiso 1 1 calc R U . . . H2D H 0.6405 0.7987 0.1907 0.047 Uiso 1 1 calc R U . . . H2E H 0.7713 0.9048 0.2103 0.047 Uiso 1 1 calc R U . . . C1 C 0.4285(11) 0.9930(9) 0.2081(5) 0.037(2) Uani 1 1 d . . . . . H1A H 0.4692 0.9801 0.2605 0.045 Uiso 1 1 calc R U . . . H1B H 0.3728 1.0871 0.2045 0.045 Uiso 1 1 calc R U . . . C2 C 0.5772(12) 0.9945(9) 0.1579(6) 0.044(2) Uani 1 1 d . . . . . H2A H 0.5368 0.9874 0.1052 0.053 Uiso 1 1 calc R U . . . H2B H 0.6355 1.0870 0.1642 0.053 Uiso 1 1 calc R U . . . 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 As1 0.0202(4) 0.0164(4) 0.0178(4) 0.0005(3) 0.0001(3) -0.0006(3) As2 0.0246(4) 0.0188(4) 0.0246(5) 0.0017(3) 0.0020(3) 0.0003(3) Mn1 0.0209(6) 0.0220(6) 0.0219(7) 0.0029(5) -0.0007(5) -0.0022(5) S1 0.0297(11) 0.0262(10) 0.0202(10) 0.0030(9) -0.0017(8) -0.0095(9) S2 0.0260(10) 0.0174(9) 0.0179(10) 0.0010(8) -0.0016(8) -0.0003(8) S3 0.0250(10) 0.0232(10) 0.0189(10) -0.0026(8) -0.0003(8) 0.0005(8) S4 0.0267(11) 0.0257(10) 0.0230(11) 0.0037(9) 0.0022(8) 0.0088(9) S5 0.0226(10) 0.0170(9) 0.0257(11) 0.0021(8) 0.0012(8) -0.0007(8) S6 0.0210(10) 0.0217(10) 0.0430(13) 0.0024(10) 0.0042(9) 0.0009(9) N1 0.038(4) 0.032(4) 0.034(4) 0.003(3) 0.009(4) 0.006(3) N2 0.034(4) 0.027(4) 0.034(4) -0.003(3) -0.003(3) -0.008(3) C1 0.043(5) 0.028(5) 0.040(6) -0.001(4) -0.002(4) 0.002(4) C2 0.046(6) 0.030(5) 0.056(7) 0.009(5) 0.006(5) -0.006(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 As1 S1 2.165(2) . ? As1 S3 2.165(2) . ? As1 S4 2.170(2) . ? As1 S2 2.175(2) . ? As2 S5 2.218(2) . ? As2 S6 2.304(2) . ? As2 S6 2.308(2) 3_575 ? Mn1 S1 2.584(2) . ? Mn1 S4 2.587(2) 3_665 ? Mn1 S5 2.610(2) 3_565 ? Mn1 S5 2.653(2) . ? Mn1 S2 2.719(2) . ? Mn1 S2 2.795(2) 3_665 ? S2 Mn1 2.796(2) 3_665 ? S4 Mn1 2.587(2) 3_665 ? S5 Mn1 2.610(2) 3_565 ? S6 As2 2.308(2) 3_575 ? N1 C1 1.492(10) . ? N1 H1C 0.8900 . ? N1 H1D 0.8900 . ? N1 H1E 0.8900 . ? N2 C2 1.457(10) . ? N2 H2C 0.8900 . ? N2 H2D 0.8900 . ? N2 H2E 0.8900 . ? C1 C2 1.506(12) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? 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 S1 As1 S3 109.66(8) . . ? S1 As1 S4 114.23(8) . . ? S3 As1 S4 109.99(8) . . ? S1 As1 S2 106.53(8) . . ? S3 As1 S2 110.09(8) . . ? S4 As1 S2 106.20(8) . . ? S5 As2 S6 102.51(8) . . ? S5 As2 S6 101.14(8) . 3_575 ? S6 As2 S6 89.38(8) . 3_575 ? S1 Mn1 S4 165.96(8) . 3_665 ? S1 Mn1 S5 94.58(7) . 3_565 ? S4 Mn1 S5 93.15(7) 3_665 3_565 ? S1 Mn1 S5 95.04(7) . . ? S4 Mn1 S5 96.54(7) 3_665 . ? S5 Mn1 S5 90.93(7) 3_565 . ? S1 Mn1 S2 81.92(7) . . ? S4 Mn1 S2 89.46(7) 3_665 . ? S5 Mn1 S2 174.59(7) 3_565 . ? S5 Mn1 S2 93.47(7) . . ? S1 Mn1 S2 87.15(7) . 3_665 ? S4 Mn1 S2 80.31(7) 3_665 3_665 ? S5 Mn1 S2 96.79(7) 3_565 3_665 ? S5 Mn1 S2 171.79(7) . 3_665 ? S2 Mn1 S2 78.98(7) . 3_665 ? As1 S1 Mn1 87.00(7) . . ? As1 S2 Mn1 83.48(7) . . ? As1 S2 Mn1 83.13(7) . 3_665 ? Mn1 S2 Mn1 101.02(7) . 3_665 ? As1 S4 Mn1 88.41(7) . 3_665 ? As2 S5 Mn1 99.24(8) . 3_565 ? As2 S5 Mn1 97.03(8) . . ? Mn1 S5 Mn1 89.07(7) 3_565 . ? As2 S6 As2 90.62(8) . 3_575 ? C1 N1 H1C 109.5 . . ? C1 N1 H1D 109.5 . . ? H1C N1 H1D 109.5 . . ? C1 N1 H1E 109.5 . . ? H1C N1 H1E 109.5 . . ? H1D N1 H1E 109.5 . . ? C2 N2 H2C 109.5 . . ? C2 N2 H2D 109.5 . . ? H2C N2 H2D 109.5 . . ? C2 N2 H2E 109.5 . . ? H2C N2 H2E 109.5 . . ? H2D N2 H2E 109.5 . . ? N1 C1 C2 114.2(8) . . ? N1 C1 H1A 108.7 . . ? C2 C1 H1A 108.7 . . ? N1 C1 H1B 108.7 . . ? C2 C1 H1B 108.7 . . ? H1A C1 H1B 107.6 . . ? N2 C2 C1 113.2(8) . . ? N2 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? N2 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.8 . . ? 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 N1 C1 C2 N2 -74.4(10) . . . . ? 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 H1C S1 0.89 2.84 3.388(7) 121.2 2 N1 H1C S3 0.89 2.52 3.273(7) 142.1 2 N1 H1D S3 0.89 2.46 3.330(7) 166.6 . N1 H1E S6 0.89 2.64 3.471(8) 156.6 3_575 N2 H2C S5 0.89 2.98 3.781(7) 149.9 1_655 N2 H2C S6 0.89 2.81 3.489(8) 133.8 1_655 N2 H2D S3 0.89 2.55 3.430(7) 171.4 . N2 H2E S3 0.89 2.46 3.231(7) 145.0 2_655 N2 H2E S4 0.89 2.84 3.456(7) 128.1 2_655 C1 H1B S1 0.97 2.90 3.781(9) 152.2 1_565 C2 H2A S6 0.97 2.90 3.430(10) 115.3 1_655 C2 H2B S4 0.97 2.80 3.723(9) 158.6 1_565 _refine_diff_density_max 1.662 _refine_diff_density_min -0.765 _refine_diff_density_rms 0.217 _shelxl_version_number 2013-2 _shelx_res_file ; TITL duke in P2(1)/n CELL 0.71073 7.9460 9.1633 17.5871 90.000 92.494 90.000 ZERR 4.0000 0.0006 0.0004 0.0008 0.000 0.006 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H N S MN AS UNIT 8 40 8 24 4 8 shel 999 0.79 ACTA MERG 2 FMAP 2 GRID EQIV $1 -x+1/2, y+1/2, -z+1/2 HTAB N1 S1_$1 HTAB N1 S3_$1 HTAB N1 S3 EQIV $2 -x, -y+2, -z HTAB N1 S6_$2 EQIV $3 x+1, y, z HTAB N2 S5_$3 HTAB N2 S6_$3 HTAB N2 S3 EQIV $4 -x+3/2, y+1/2, -z+1/2 HTAB N2 S3_$4 HTAB N2 S4_$4 EQIV $5 x, y+1, z HTAB C1 S1_$5 HTAB C2 S6_$3 HTAB C2 S4_$5 PLAN 20 BOND $H HTAB conf L.S. 14 WGHT 0.058000 1.800000 FVAR 0.13870 AS1 6 0.507083 0.486386 0.143845 11.00000 0.02023 0.01640 = 0.01778 0.00054 0.00007 -0.00059 AS2 6 0.002985 0.838099 -0.039621 11.00000 0.02465 0.01881 = 0.02461 0.00173 0.00198 0.00030 MN1 5 0.232139 0.497780 -0.000886 11.00000 0.02091 0.02201 = 0.02186 0.00292 -0.00065 -0.00216 S1 4 0.283619 0.354131 0.124440 11.00000 0.02974 0.02623 = 0.02023 0.00303 -0.00166 -0.00947 S2 4 0.496613 0.656318 0.057430 11.00000 0.02596 0.01741 = 0.01792 0.00100 -0.00160 -0.00035 S3 4 0.505868 0.582934 0.256192 11.00000 0.02502 0.02322 = 0.01889 -0.00257 -0.00035 0.00049 S4 4 0.741681 0.370211 0.129867 11.00000 0.02669 0.02568 = 0.02295 0.00368 0.00224 0.00885 S5 4 0.004586 0.676352 0.054204 11.00000 0.02259 0.01697 = 0.02567 0.00214 0.00119 -0.00071 S6 4 -0.204258 0.998611 -0.005989 11.00000 0.02097 0.02167 = 0.04300 0.00243 0.00418 0.00085 N1 3 0.302440 0.876625 0.188949 11.00000 0.03835 0.03195 = 0.03448 0.00333 0.00879 0.00610 AFIX 137 H1C 2 0.210600 0.891193 0.215157 11.00000 -1.50000 H1D 2 0.346296 0.789804 0.200890 11.00000 -1.50000 H1E 2 0.275199 0.879451 0.139347 11.00000 -1.50000 AFIX 0 N2 3 0.695887 0.876351 0.174440 11.00000 0.03370 0.02664 = 0.03376 -0.00302 -0.00307 -0.00847 AFIX 137 H2C 2 0.748342 0.853299 0.132389 11.00000 -1.50000 H2D 2 0.640533 0.798735 0.190708 11.00000 -1.50000 H2E 2 0.771292 0.904827 0.210306 11.00000 -1.50000 AFIX 0 C1 1 0.428509 0.992975 0.208143 11.00000 0.04301 0.02836 = 0.03960 -0.00143 -0.00198 0.00187 AFIX 23 H1A 2 0.469182 0.980082 0.260516 11.00000 -1.20000 H1B 2 0.372818 1.087073 0.204529 11.00000 -1.20000 AFIX 0 C2 1 0.577195 0.994526 0.157931 11.00000 0.04589 0.02955 = 0.05637 0.00896 0.00649 -0.00648 AFIX 23 H2A 2 0.536812 0.987368 0.105216 11.00000 -1.20000 H2B 2 0.635539 1.087009 0.164235 11.00000 -1.20000 AFIX 0 HKLF 4 REM duke in P2(1)/n REM R1 = 0.0518 for 1945 Fo > 4sig(Fo) and 0.0823 for all 2696 data REM 120 parameters refined using 0 restraints END WGHT 0.0564 0.0000 REM Instructions for potential hydrogen bonds HTAB N1 S1_$1 HTAB N1 S3_$1 HTAB N1 S3 HTAB N1 S6_$2 HTAB N2 S5_$3 HTAB N2 S6_$3 HTAB N2 S3 HTAB N2 S3_$4 HTAB N2 S4_$4 HTAB C1 S1_$5 HTAB C2 S6_$3 HTAB C2 S4_$5 REM Highest difference peak 1.662, deepest hole -0.765, 1-sigma level 0.217 Q1 1 0.4901 0.4925 0.0851 11.00000 0.05 1.66 Q2 1 -0.0028 0.8353 0.0206 11.00000 0.05 1.65 Q3 1 0.0014 0.8350 -0.0981 11.00000 0.05 1.56 Q4 1 0.4854 0.4933 0.2024 11.00000 0.05 1.54 Q5 1 -0.1957 0.9997 0.0451 11.00000 0.05 1.24 Q6 1 0.2242 0.4979 0.0581 11.00000 0.05 1.13 Q7 1 -0.0046 0.8396 -0.1335 11.00000 0.05 1.01 Q8 1 0.7113 0.3449 0.0804 11.00000 0.05 0.97 Q9 1 0.2326 0.5037 -0.0740 11.00000 0.05 0.96 Q10 1 0.4993 0.4793 0.2737 11.00000 0.05 0.96 Q11 1 0.7411 0.3665 0.1871 11.00000 0.05 0.92 Q12 1 0.8168 1.0116 0.0970 11.00000 0.05 0.89 Q13 1 -0.0031 0.6833 0.1241 11.00000 0.05 0.86 Q14 1 0.4951 0.5876 0.1936 11.00000 0.05 0.84 Q15 1 0.4971 0.6538 0.1123 11.00000 0.05 0.80 Q16 1 0.4177 0.5761 0.1394 11.00000 0.05 0.79 Q17 1 0.5000 0.5000 0.0000 10.50000 0.05 0.78 Q18 1 0.0641 0.9329 0.0040 11.00000 0.05 0.73 Q19 1 0.4928 0.6598 -0.0022 11.00000 0.05 0.73 Q20 1 0.5073 0.6603 -0.0323 11.00000 0.05 0.70 ; _database_code_depnum_ccdc_archive 'CCDC 958716'