# 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_g:\sx97n\Et4N-MoCl _audit_creation_method SHELXL-97 _chemical_name_systematic ; Tetraethylammonium Aquachloridooxidodi(peroxido-\k^2^O,O)molybdate(VI) ; _chemical_name_common ; Tetraethylammonium aquachlorooxodiperoxomolybdate(VI) ; _chemical_melting_point ? _chemical_formula_moiety 'C8 H20 N, Cl H2 Mo O6 ' _chemical_formula_sum 'C8 H22 Cl Mo N O6' _chemical_formula_weight 359.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Mo Mo -1.6832 0.6857 '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' O O 0.0106 0.0060 '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' 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.9240(11) _cell_length_b 11.5240(17) _cell_length_c 31.625(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2887.9(7) _cell_formula_units_Z 8 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 10377 _cell_measurement_theta_min 2.6187 _cell_measurement_theta_max 30.0441 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.124 _exptl_crystal_size_mid 0.094 _exptl_crystal_size_min 0.054 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.654 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 1.108 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.9044 _exptl_absorpt_correction_T_max 0.9621 _exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'RIGAKU SATURN724+ (4x4 bin mode)' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26411 _diffrn_reflns_av_R_equivalents 0.0322 _diffrn_reflns_av_sigmaI/netI 0.0347 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -44 _diffrn_reflns_limit_l_max 44 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 30.03 _reflns_number_total 8417 _reflns_number_gt 7864 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-III for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0275P)^2^+1.2956P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.04(3) _refine_ls_number_reflns 8417 _refine_ls_number_parameters 319 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0350 _refine_ls_R_factor_gt 0.0313 _refine_ls_wR_factor_ref 0.0644 _refine_ls_wR_factor_gt 0.0625 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _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 Mo1 Mo 0.23813(3) 0.267445(17) 0.170330(6) 0.01301(5) Uani 1 1 d . . . O1 O 0.2112(2) 0.14567(17) 0.19843(7) 0.0213(4) Uani 1 1 d . . . O2 O 0.4848(2) 0.28255(18) 0.16740(7) 0.0187(4) Uani 1 1 d . . . O3 O 0.4084(3) 0.34712(18) 0.20276(7) 0.0184(5) Uani 1 1 d . . . O4 O 0.0724(3) 0.3690(2) 0.19615(7) 0.0183(4) Uani 1 1 d . . . O5 O 0.0033(2) 0.30964(19) 0.15848(7) 0.0183(4) Uani 1 1 d . . . O6W O 0.2707(3) 0.43077(16) 0.12657(6) 0.0166(4) Uani 1 1 d D . . HW1A H 0.353(3) 0.423(3) 0.1117(10) 0.025 Uiso 1 1 d D . . HW1B H 0.188(3) 0.447(3) 0.1124(10) 0.025 Uiso 1 1 d D . . Cl1 Cl 0.24777(11) 0.16980(5) 0.103327(19) 0.02316(12) Uani 1 1 d . . . Mo2 Mo 0.75006(3) 0.539702(16) 0.071045(6) 0.01204(4) Uani 1 1 d . . . O7 O 0.7606(3) 0.60323(15) 0.02328(5) 0.0184(3) Uani 1 1 d . . . O8 O 0.5370(2) 0.45430(18) 0.06721(7) 0.0189(4) Uani 1 1 d . . . O9 O 0.6835(2) 0.38362(17) 0.05592(7) 0.0194(4) Uani 1 1 d . . . O10 O 0.9811(2) 0.48736(18) 0.07897(7) 0.0195(4) Uani 1 1 d . . . O11 O 0.9487(2) 0.60120(18) 0.09943(6) 0.0205(4) Uani 1 1 d . . . O12W O 0.7292(3) 0.45660(16) 0.14037(6) 0.0174(4) Uani 1 1 d D . . HW2A H 0.650(3) 0.411(3) 0.1437(12) 0.026 Uiso 1 1 d D . . HW2B H 0.814(3) 0.417(3) 0.1451(12) 0.026 Uiso 1 1 d D . . Cl2 Cl 0.59643(9) 0.69407(6) 0.10352(2) 0.02103(13) Uani 1 1 d . . . N1 N 0.7561(4) 0.20741(17) 0.28444(6) 0.0156(4) Uani 1 1 d . . . C1 C 0.8020(3) 0.1801(3) 0.23875(9) 0.0205(6) Uani 1 1 d . . . H1A H 0.7072 0.2009 0.2209 0.025 Uiso 1 1 calc . . . H1B H 0.8964 0.2288 0.2306 0.025 Uiso 1 1 calc . . . C2 C 0.8484(4) 0.0544(3) 0.23002(10) 0.0270(7) Uani 1 1 d . . . H2A H 0.8741 0.0452 0.2005 0.041 Uiso 1 1 calc . . . H2B H 0.7553 0.0052 0.2374 0.041 Uiso 1 1 calc . . . H2C H 0.9452 0.0335 0.2466 0.041 Uiso 1 1 calc . . . C3 C 0.9032(4) 0.1864(3) 0.31425(10) 0.0233(6) Uani 1 1 d . . . H3A H 0.9386 0.1062 0.3115 0.028 Uiso 1 1 calc . . . H3B H 0.8641 0.1973 0.3430 0.028 Uiso 1 1 calc . . . C4 C 1.0557(4) 0.2639(3) 0.30712(11) 0.0329(8) Uani 1 1 d . . . H4A H 1.1411 0.2460 0.3276 0.049 Uiso 1 1 calc . . . H4B H 1.0228 0.3437 0.3100 0.049 Uiso 1 1 calc . . . H4C H 1.0994 0.2511 0.2792 0.049 Uiso 1 1 calc . . . C5 C 0.7019(4) 0.3340(2) 0.28461(10) 0.0220(6) Uani 1 1 d . . . H5A H 0.7948 0.3809 0.2743 0.026 Uiso 1 1 calc . . . H5B H 0.6087 0.3433 0.2650 0.026 Uiso 1 1 calc . . . C6 C 0.6483(4) 0.3801(3) 0.32723(11) 0.0306(7) Uani 1 1 d . . . H6A H 0.6128 0.4594 0.3244 0.046 Uiso 1 1 calc . . . H6B H 0.7416 0.3759 0.3465 0.046 Uiso 1 1 calc . . . H6C H 0.5564 0.3343 0.3379 0.046 Uiso 1 1 calc . . . C7 C 0.6171(4) 0.1278(3) 0.30023(10) 0.0196(6) Uani 1 1 d . . . H7A H 0.6616 0.0495 0.3019 0.024 Uiso 1 1 calc . . . H7B H 0.5866 0.1513 0.3287 0.024 Uiso 1 1 calc . . . C8 C 0.4593(4) 0.1256(3) 0.27354(11) 0.0266(7) Uani 1 1 d . . . H8A H 0.3792 0.0729 0.2858 0.040 Uiso 1 1 calc . . . H8B H 0.4870 0.1005 0.2454 0.040 Uiso 1 1 calc . . . H8C H 0.4114 0.2021 0.2724 0.040 Uiso 1 1 calc . . . N2 N 0.2557(4) 0.49067(16) -0.03945(6) 0.0135(4) Uani 1 1 d . . . C9 C 0.2341(4) 0.3819(2) -0.01301(8) 0.0192(5) Uani 1 1 d . . . H9A H 0.2839 0.3955 0.0146 0.023 Uiso 1 1 calc . . . H9B H 0.2971 0.3196 -0.0263 0.023 Uiso 1 1 calc . . . C10 C 0.0537(4) 0.3414(3) -0.00667(10) 0.0240(6) Uani 1 1 d . . . H10A H 0.0529 0.2737 0.0110 0.036 Uiso 1 1 calc . . . H10B H 0.0045 0.3228 -0.0336 0.036 Uiso 1 1 calc . . . H10C H -0.0105 0.4020 0.0066 0.036 Uiso 1 1 calc . . . C11 C 0.4458(3) 0.5057(2) -0.04504(9) 0.0191(5) Uani 1 1 d . . . H11A H 0.4971 0.5137 -0.0173 0.023 Uiso 1 1 calc . . . H11B H 0.4911 0.4359 -0.0579 0.023 Uiso 1 1 calc . . . C12 C 0.4964(4) 0.6091(3) -0.07182(11) 0.0273(7) Uani 1 1 d . . . H12A H 0.6172 0.6135 -0.0733 0.041 Uiso 1 1 calc . . . H12B H 0.4530 0.6789 -0.0593 0.041 Uiso 1 1 calc . . . H12C H 0.4509 0.6004 -0.0998 0.041 Uiso 1 1 calc . . . C13 C 0.1789(3) 0.5964(2) -0.01763(9) 0.0173(5) Uani 1 1 d . . . H13A H 0.1810 0.6610 -0.0373 0.021 Uiso 1 1 calc . . . H13B H 0.0615 0.5796 -0.0114 0.021 Uiso 1 1 calc . . . C14 C 0.2646(4) 0.6338(2) 0.02277(8) 0.0214(5) Uani 1 1 d . . . H14A H 0.2089 0.7013 0.0338 0.032 Uiso 1 1 calc . . . H14B H 0.3806 0.6518 0.0171 0.032 Uiso 1 1 calc . . . H14C H 0.2586 0.5721 0.0431 0.032 Uiso 1 1 calc . . . C15 C 0.1686(4) 0.4793(2) -0.08195(9) 0.0203(6) Uani 1 1 d . . . H15A H 0.1832 0.5513 -0.0974 0.024 Uiso 1 1 calc . . . H15B H 0.0486 0.4689 -0.0771 0.024 Uiso 1 1 calc . . . C16 C 0.2314(5) 0.3801(2) -0.10934(8) 0.0244(6) Uani 1 1 d . . . H16A H 0.1716 0.3802 -0.1357 0.037 Uiso 1 1 calc . . . H16B H 0.2123 0.3078 -0.0950 0.037 Uiso 1 1 calc . . . H16C H 0.3499 0.3895 -0.1146 0.037 Uiso 1 1 calc . . . 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 Mo1 0.01354(9) 0.01295(8) 0.01255(8) -0.00013(7) -0.00016(10) 0.00107(9) O1 0.0206(11) 0.0174(9) 0.0260(10) 0.0017(8) -0.0007(8) 0.0006(8) O2 0.0151(9) 0.0212(10) 0.0198(10) -0.0041(9) -0.0009(8) 0.0017(8) O3 0.0198(10) 0.0190(10) 0.0163(10) -0.0035(8) -0.0037(8) 0.0014(8) O4 0.0178(10) 0.0208(10) 0.0163(10) -0.0022(8) 0.0012(8) 0.0038(8) O5 0.0152(9) 0.0220(10) 0.0177(10) -0.0016(8) -0.0017(7) 0.0021(8) O6W 0.0134(10) 0.0215(8) 0.0149(8) 0.0030(7) -0.0006(8) 0.0005(8) Cl1 0.0200(3) 0.0281(3) 0.0214(3) -0.0114(2) 0.0008(3) -0.0014(4) Mo2 0.01252(9) 0.01269(8) 0.01090(8) 0.00041(6) -0.00011(10) 0.00032(11) O7 0.0192(9) 0.0204(8) 0.0156(8) 0.0017(6) 0.0002(10) -0.0008(10) O8 0.0157(9) 0.0194(10) 0.0215(11) 0.0010(9) 0.0000(8) -0.0004(8) O9 0.0202(9) 0.0139(9) 0.0242(10) -0.0036(8) 0.0002(8) 0.0008(7) O10 0.0147(9) 0.0212(11) 0.0224(11) 0.0019(9) -0.0021(8) 0.0035(8) O11 0.0204(10) 0.0215(10) 0.0195(10) -0.0031(8) -0.0038(8) -0.0030(8) O12W 0.0171(10) 0.0187(8) 0.0166(8) 0.0041(7) -0.0014(8) -0.0008(9) Cl2 0.0274(3) 0.0160(3) 0.0196(3) 0.0001(3) 0.0071(3) 0.0041(3) N1 0.0176(10) 0.0175(9) 0.0115(8) 0.0030(7) -0.0005(11) -0.0007(12) C1 0.0224(14) 0.0255(14) 0.0136(12) 0.0047(11) 0.0024(9) 0.0001(11) C2 0.0279(15) 0.0309(17) 0.0223(15) 0.0044(13) 0.0044(12) 0.0037(13) C3 0.0234(14) 0.0277(15) 0.0187(14) 0.0071(13) -0.0066(11) 0.0001(12) C4 0.0213(14) 0.049(2) 0.0281(16) 0.0107(16) -0.0062(12) -0.0036(15) C5 0.0252(16) 0.0137(12) 0.0270(15) 0.0044(11) -0.0005(11) -0.0011(10) C6 0.0436(19) 0.0175(14) 0.0305(17) 0.0038(13) 0.0051(15) 0.0014(13) C7 0.0214(14) 0.0155(13) 0.0221(14) 0.0061(11) 0.0022(11) 0.0001(11) C8 0.0204(14) 0.0270(15) 0.0323(17) 0.0093(13) -0.0023(12) -0.0059(12) N2 0.0142(9) 0.0129(8) 0.0133(8) -0.0004(7) -0.0006(10) -0.0008(11) C9 0.0259(15) 0.0131(10) 0.0186(11) 0.0033(8) -0.0007(13) 0.0014(13) C10 0.0281(16) 0.0212(14) 0.0227(15) -0.0024(12) 0.0052(12) -0.0066(12) C11 0.0139(12) 0.0194(13) 0.0240(14) -0.0023(11) 0.0020(10) -0.0003(10) C12 0.0234(15) 0.0288(16) 0.0299(17) 0.0031(14) 0.0028(13) -0.0115(12) C13 0.0166(12) 0.0139(12) 0.0215(14) -0.0007(10) 0.0033(10) 0.0035(10) C14 0.0285(15) 0.0182(11) 0.0174(11) -0.0022(9) 0.0010(13) 0.0044(14) C15 0.0237(14) 0.0197(14) 0.0174(13) 0.0014(11) -0.0053(11) 0.0000(11) C16 0.0329(17) 0.0228(12) 0.0174(12) -0.0040(9) -0.0016(13) -0.0048(14) _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 Mo1 O1 1.675(2) . ? Mo1 O3 1.927(2) . ? Mo1 O4 1.939(2) . ? Mo1 O5 1.959(2) . ? Mo1 O2 1.9643(19) . ? Mo1 O6W 2.3505(18) . ? Mo1 Cl1 2.4004(6) . ? O2 O3 1.473(3) . ? O4 O5 1.479(3) . ? O6W HW1A 0.810(17) . ? O6W HW1B 0.815(17) . ? Mo2 O7 1.6808(17) . ? Mo2 O9 1.934(2) . ? Mo2 O10 1.944(2) . ? Mo2 O11 1.946(2) . ? Mo2 O8 1.958(2) . ? Mo2 Cl2 2.3878(7) . ? Mo2 O12W 2.3982(18) . ? O8 O9 1.463(3) . ? O10 O11 1.485(3) . ? O12W HW2A 0.829(17) . ? O12W HW2B 0.824(17) . ? N1 C7 1.518(4) . ? N1 C3 1.519(4) . ? N1 C5 1.521(3) . ? N1 C1 1.523(3) . ? C1 C2 1.520(4) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C4 1.519(4) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.510(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C8 1.509(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? N2 C15 1.517(3) . ? N2 C9 1.517(3) . ? N2 C11 1.526(4) . ? N2 C13 1.527(3) . ? C9 C10 1.517(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.516(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.509(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C16 1.518(4) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 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 O1 Mo1 O3 101.89(9) . . ? O1 Mo1 O4 101.31(10) . . ? O3 Mo1 O4 87.85(8) . . ? O1 Mo1 O5 100.87(9) . . ? O3 Mo1 O5 130.41(9) . . ? O4 Mo1 O5 44.57(9) . . ? O1 Mo1 O2 103.06(9) . . ? O3 Mo1 O2 44.48(9) . . ? O4 Mo1 O2 129.81(9) . . ? O5 Mo1 O2 156.04(9) . . ? O1 Mo1 O6W 175.91(8) . . ? O3 Mo1 O6W 81.66(8) . . ? O4 Mo1 O6W 80.74(8) . . ? O5 Mo1 O6W 78.05(8) . . ? O2 Mo1 O6W 78.00(8) . . ? O1 Mo1 Cl1 94.56(7) . . ? O3 Mo1 Cl1 132.13(7) . . ? O4 Mo1 Cl1 132.54(7) . . ? O5 Mo1 Cl1 88.72(7) . . ? O2 Mo1 Cl1 88.18(7) . . ? O6W Mo1 Cl1 81.50(5) . . ? O3 O2 Mo1 66.43(11) . . ? O2 O3 Mo1 69.09(11) . . ? O5 O4 Mo1 68.42(12) . . ? O4 O5 Mo1 67.01(11) . . ? Mo1 O6W HW1A 110(3) . . ? Mo1 O6W HW1B 115(3) . . ? HW1A O6W HW1B 111(3) . . ? O7 Mo2 O9 101.32(9) . . ? O7 Mo2 O10 101.78(10) . . ? O9 Mo2 O10 90.00(9) . . ? O7 Mo2 O11 102.45(10) . . ? O9 Mo2 O11 132.32(8) . . ? O10 Mo2 O11 44.89(9) . . ? O7 Mo2 O8 101.91(10) . . ? O9 Mo2 O8 44.14(8) . . ? O10 Mo2 O8 131.62(9) . . ? O11 Mo2 O8 155.40(9) . . ? O7 Mo2 Cl2 95.02(7) . . ? O9 Mo2 Cl2 131.31(6) . . ? O10 Mo2 Cl2 130.99(7) . . ? O11 Mo2 Cl2 86.71(6) . . ? O8 Mo2 Cl2 87.79(6) . . ? O7 Mo2 O12W 177.49(8) . . ? O9 Mo2 O12W 80.56(8) . . ? O10 Mo2 O12W 79.81(8) . . ? O11 Mo2 O12W 77.26(8) . . ? O8 Mo2 O12W 78.26(8) . . ? Cl2 Mo2 O12W 82.48(5) . . ? O9 O8 Mo2 67.07(11) . . ? O8 O9 Mo2 68.79(11) . . ? O11 O10 Mo2 67.61(11) . . ? O10 O11 Mo2 67.50(11) . . ? Mo2 O12W HW2A 115(3) . . ? Mo2 O12W HW2B 109(3) . . ? HW2A O12W HW2B 104(3) . . ? C7 N1 C3 104.9(2) . . ? C7 N1 C5 112.0(2) . . ? C3 N1 C5 111.6(2) . . ? C7 N1 C1 111.1(2) . . ? C3 N1 C1 111.9(2) . . ? C5 N1 C1 105.6(2) . . ? C2 C1 N1 115.3(2) . . ? C2 C1 H1A 108.5 . . ? N1 C1 H1A 108.5 . . ? C2 C1 H1B 108.5 . . ? N1 C1 H1B 108.5 . . ? H1A C1 H1B 107.5 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C4 115.1(2) . . ? N1 C3 H3A 108.5 . . ? C4 C3 H3A 108.5 . . ? N1 C3 H3B 108.5 . . ? C4 C3 H3B 108.5 . . ? H3A C3 H3B 107.5 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 N1 114.8(2) . . ? C6 C5 H5A 108.6 . . ? N1 C5 H5A 108.6 . . ? C6 C5 H5B 108.6 . . ? N1 C5 H5B 108.6 . . ? H5A C5 H5B 107.5 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 N1 115.3(2) . . ? C8 C7 H7A 108.5 . . ? N1 C7 H7A 108.5 . . ? C8 C7 H7B 108.5 . . ? N1 C7 H7B 108.5 . . ? H7A C7 H7B 107.5 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C15 N2 C9 111.4(2) . . ? C15 N2 C11 110.9(2) . . ? C9 N2 C11 105.6(2) . . ? C15 N2 C13 106.7(2) . . ? C9 N2 C13 111.4(2) . . ? C11 N2 C13 110.8(2) . . ? N2 C9 C10 115.7(3) . . ? N2 C9 H9A 108.4 . . ? C10 C9 H9A 108.4 . . ? N2 C9 H9B 108.4 . . ? C10 C9 H9B 108.4 . . ? H9A C9 H9B 107.4 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 N2 114.5(2) . . ? C12 C11 H11A 108.6 . . ? N2 C11 H11A 108.6 . . ? C12 C11 H11B 108.6 . . ? N2 C11 H11B 108.6 . . ? H11A C11 H11B 107.6 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 N2 115.5(2) . . ? C14 C13 H13A 108.4 . . ? N2 C13 H13A 108.4 . . ? C14 C13 H13B 108.4 . . ? N2 C13 H13B 108.4 . . ? H13A C13 H13B 107.5 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N2 C15 C16 114.9(2) . . ? N2 C15 H15A 108.5 . . ? C16 C15 H15A 108.5 . . ? N2 C15 H15B 108.5 . . ? C16 C15 H15B 108.5 . . ? H15A C15 H15B 107.5 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? 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 O6W HW1A O8 0.810(17) 2.06(2) 2.837(3) 162(4) . O6W HW1B O10 0.815(17) 2.006(17) 2.821(3) 178(4) 1_455 O6W HW1B O11 0.815(17) 2.63(3) 3.332(3) 145(3) 1_455 O12W HW2A O2 0.829(17) 2.11(2) 2.916(3) 164(4) . O12W HW2B O5 0.824(17) 1.992(18) 2.813(3) 174(4) 1_655 C11 H11B Cl1 0.97 2.77 3.635(3) 148.6 4 C13 H13A Cl2 0.97 2.76 3.693(3) 161.1 4_465 C6 H6C Cl2 0.96 2.74 3.627(3) 153.7 3_645 C7 H7B Cl2 0.97 2.64 3.566(3) 160.7 3_645 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.028 _refine_diff_density_min -0.654 _refine_diff_density_rms 0.100 _database_code_depnum_ccdc_archive 'CCDC 962339' ####################################################################### # # 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_g:\sx97n\Et3MeN-MoCl _audit_creation_method SHELXL-97 _chemical_name_systematic ; Triethylmethylammonium Aquachloridooxidodi(peroxido-\k^2^O,O)molybdate(VI) ; _chemical_name_common ; Triethylammonium aquachlorooxodiperoxomolybdate ; _chemical_melting_point ? _chemical_formula_moiety 'C7 H18 N, Cl H2 Mo O6 ' _chemical_formula_sum 'C7 H20 Cl Mo N O6' _chemical_formula_weight 345.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Mo Mo -1.6832 0.6857 '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' O O 0.0106 0.0060 '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' 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.219(4) _cell_length_b 11.656(5) _cell_length_c 13.671(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1309.7(10) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 5170 _cell_measurement_theta_min 2.8918 _cell_measurement_theta_max 30.0348 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.208 _exptl_crystal_size_mid 0.064 _exptl_crystal_size_min 0.062 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.753 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 1.217 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.8628 _exptl_absorpt_correction_T_max 0.9706 _exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'RIGAKU SATURN724+ (4x4 bin mode)' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12139 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0259 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 30.03 _reflns_number_total 3821 _reflns_number_gt 3561 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-III for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0275P)^2^+1.7499P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.49(5) _refine_ls_number_reflns 3821 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0337 _refine_ls_R_factor_gt 0.0308 _refine_ls_wR_factor_ref 0.0704 _refine_ls_wR_factor_gt 0.0685 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 Mo1 Mo 0.24846(3) 0.558024(16) 0.477206(13) 0.01496(6) Uani 1 1 d . . . Cl1 Cl 0.26088(12) 0.54785(7) 0.65133(5) 0.03176(16) Uani 1 1 d . . . O1 O 0.2526(3) 0.41438(17) 0.46502(16) 0.0322(5) Uani 1 1 d . . . O2 O 0.4802(2) 0.59696(19) 0.4766(2) 0.0177(4) Uani 1 1 d . . . O3 O 0.4047(3) 0.6055(3) 0.37942(19) 0.0308(7) Uani 1 1 d . . . O4 O 0.0764(3) 0.6011(3) 0.3884(2) 0.0412(9) Uani 1 1 d . . . O5 O 0.0152(3) 0.5895(2) 0.4889(2) 0.0258(6) Uani 1 1 d . . . O6W O 0.2474(4) 0.75383(18) 0.5098(3) 0.0514(8) Uani 1 1 d . . . HO6A H 0.318(5) 0.789(4) 0.528(4) 0.031(12) Uiso 1 1 d . . . HO6B H 0.183(6) 0.786(4) 0.501(4) 0.040(15) Uiso 1 1 d . . . N1 N 0.2143(3) 0.1456(2) 0.67743(18) 0.0203(5) Uani 1 1 d . . . C1 C 0.2676(5) 0.0328(2) 0.72164(19) 0.0238(6) Uani 1 1 d . . . H1A H 0.3748 0.0139 0.6967 0.029 Uiso 1 1 calc . . . H1B H 0.1934 -0.0268 0.7002 0.029 Uiso 1 1 calc . . . C2 C 0.2737(5) 0.0324(4) 0.8331(2) 0.0371(9) Uani 1 1 d . . . H2A H 0.3073 -0.0420 0.8557 0.056 Uiso 1 1 calc . . . H2B H 0.1677 0.0496 0.8587 0.056 Uiso 1 1 calc . . . H2C H 0.3499 0.0891 0.8552 0.056 Uiso 1 1 calc . . . C3 C 0.0401(4) 0.1696(3) 0.7085(3) 0.0344(8) Uani 1 1 d . . . H3A H -0.0257 0.1030 0.6926 0.041 Uiso 1 1 calc . . . H3B H 0.0378 0.1788 0.7790 0.041 Uiso 1 1 calc . . . C4 C -0.0371(5) 0.2737(4) 0.6626(4) 0.0451(11) Uani 1 1 d . . . H4A H -0.1470 0.2812 0.6857 0.068 Uiso 1 1 calc . . . H4B H -0.0374 0.2653 0.5928 0.068 Uiso 1 1 calc . . . H4C H 0.0237 0.3409 0.6802 0.068 Uiso 1 1 calc . . . C5 C 0.3195(4) 0.2444(3) 0.7103(3) 0.0293(7) Uani 1 1 d . . . H5A H 0.2784 0.3142 0.6807 0.035 Uiso 1 1 calc . . . H5B H 0.3086 0.2525 0.7806 0.035 Uiso 1 1 calc . . . C6 C 0.4975(4) 0.2336(3) 0.6859(3) 0.0320(8) Uani 1 1 d . . . H6A H 0.5545 0.3002 0.7091 0.048 Uiso 1 1 calc . . . H6B H 0.5105 0.2274 0.6164 0.048 Uiso 1 1 calc . . . H6C H 0.5411 0.1664 0.7169 0.048 Uiso 1 1 calc . . . C7 C 0.2234(4) 0.1316(3) 0.5682(2) 0.0298(8) Uani 1 1 d . . . H7A H 0.1550 0.0690 0.5484 0.045 Uiso 1 1 calc . . . H7B H 0.3337 0.1160 0.5493 0.045 Uiso 1 1 calc . . . H7C H 0.1871 0.2009 0.5371 0.045 Uiso 1 1 calc . . . 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 Mo1 0.01083(9) 0.01673(10) 0.01731(9) -0.00077(6) 0.00081(11) -0.00173(13) Cl1 0.0300(4) 0.0473(4) 0.0179(2) 0.0044(2) 0.0030(3) -0.0022(5) O1 0.0258(9) 0.0208(9) 0.0500(12) -0.0170(8) 0.0121(15) -0.0086(12) O2 0.0104(8) 0.0191(11) 0.0236(10) 0.0024(10) -0.0008(9) -0.0023(8) O3 0.0184(10) 0.056(2) 0.0179(11) 0.0090(12) 0.0021(9) -0.0074(12) O4 0.0168(11) 0.076(3) 0.0308(15) 0.0194(15) -0.0065(10) -0.0102(13) O5 0.0138(9) 0.0319(14) 0.0315(13) 0.0062(12) 0.0041(9) -0.0019(9) O6W 0.0134(9) 0.0090(8) 0.132(3) 0.0091(11) 0.007(3) 0.0035(11) N1 0.0178(13) 0.0179(11) 0.0250(11) -0.0038(8) 0.0000(8) -0.0024(8) C1 0.0307(17) 0.0218(12) 0.0190(10) -0.0008(9) -0.0001(13) 0.0036(15) C2 0.039(2) 0.054(2) 0.0186(12) 0.0008(12) 0.0004(13) 0.0047(18) C3 0.0149(13) 0.0327(19) 0.056(2) -0.0095(18) 0.0030(13) -0.0035(13) C4 0.0225(17) 0.036(2) 0.077(3) -0.011(2) -0.0131(18) 0.0095(16) C5 0.0167(13) 0.0224(16) 0.049(2) -0.0158(14) 0.0033(13) -0.0053(11) C6 0.0167(15) 0.034(2) 0.045(2) -0.0087(17) 0.0035(14) -0.0034(14) C7 0.038(2) 0.0273(14) 0.0237(12) 0.0037(11) -0.0048(14) -0.0061(14) _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 Mo1 O1 1.683(2) . ? Mo1 O4 1.930(3) . ? Mo1 O3 1.934(3) . ? Mo1 O2 1.958(2) . ? Mo1 O5 1.959(2) . ? Mo1 O6W 2.326(2) . ? Mo1 Cl1 2.3856(12) . ? O2 O3 1.470(4) . ? O4 O5 1.469(4) . ? O6W HO6A 0.76(5) . ? O6W HO6B 0.66(5) . ? N1 C7 1.504(4) . ? N1 C5 1.508(4) . ? N1 C1 1.512(4) . ? N1 C3 1.520(4) . ? C1 C2 1.525(4) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C4 1.506(6) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.506(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 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 O1 Mo1 O4 102.18(15) . . ? O1 Mo1 O3 101.70(13) . . ? O4 Mo1 O3 88.69(10) . . ? O1 Mo1 O2 102.16(12) . . ? O4 Mo1 O2 130.52(12) . . ? O3 Mo1 O2 44.36(11) . . ? O1 Mo1 O5 102.35(12) . . ? O4 Mo1 O5 44.38(12) . . ? O3 Mo1 O5 130.73(12) . . ? O2 Mo1 O5 155.41(9) . . ? O1 Mo1 O6W 174.54(12) . . ? O4 Mo1 O6W 82.11(15) . . ? O3 Mo1 O6W 81.63(13) . . ? O2 Mo1 O6W 77.12(11) . . ? O5 Mo1 O6W 78.29(11) . . ? O1 Mo1 Cl1 92.78(8) . . ? O4 Mo1 Cl1 132.22(10) . . ? O3 Mo1 Cl1 132.49(9) . . ? O2 Mo1 Cl1 88.52(9) . . ? O5 Mo1 Cl1 88.28(9) . . ? O6W Mo1 Cl1 81.81(9) . . ? O3 O2 Mo1 66.96(12) . . ? O2 O3 Mo1 68.68(14) . . ? O5 O4 Mo1 68.84(15) . . ? O4 O5 Mo1 66.78(14) . . ? Mo1 O6W HO6A 126(3) . . ? Mo1 O6W HO6B 122(4) . . ? HO6A O6W HO6B 112(5) . . ? C7 N1 C5 110.5(2) . . ? C7 N1 C1 106.7(2) . . ? C5 N1 C1 112.3(2) . . ? C7 N1 C3 110.1(3) . . ? C5 N1 C3 108.5(2) . . ? C1 N1 C3 108.7(3) . . ? N1 C1 C2 114.3(3) . . ? 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 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 N1 115.4(3) . . ? C4 C3 H3A 108.4 . . ? N1 C3 H3A 108.4 . . ? C4 C3 H3B 108.4 . . ? N1 C3 H3B 108.4 . . ? H3A C3 H3B 107.5 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 N1 115.3(3) . . ? C6 C5 H5A 108.4 . . ? N1 C5 H5A 108.4 . . ? C6 C5 H5B 108.4 . . ? N1 C5 H5B 108.4 . . ? H5A C5 H5B 107.5 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N1 C7 H7A 109.5 . . ? N1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? 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 O6W HO6A O5 0.76(5) 2.16(5) 2.860(4) 154(5) 4_566 O6W HO6B O2 0.66(5) 2.18(5) 2.807(4) 161(6) 4_466 C6 H6C Cl1 0.96 2.79 3.685(4) 154.9 3_646 C5 H5A Cl1 0.97 2.76 3.659(4) 155.2 . _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 30.03 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.233 _refine_diff_density_min -0.870 _refine_diff_density_rms 0.096 _database_code_depnum_ccdc_archive 'CCDC 962340'