# Electronic Supplementary Material (ESI) for Chemical Science # 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_12gws015ri #TrackingRef 'Gp3_all10_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2012-10-14 _chemical_name_systematic ; trifluoro-1,4,7-trimethyl-1,4,7-triazonane-aluminium(III) hydrate ; # C9H21N3 = Me3-tacn # 1,4,7-trimethyl-1,4,7-triazacyclononane # N,N',N"-trimethyl-1,4,7-triazacyclononane # 1,4,7-trimethyl-1,4,7-triazonane (ACD iLab (defaults)) # ChemSpider also gave 1,4,7-trimethyl-1,4,7-triazonane & the cyclononane name _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H21 Al F3 N3, 4(H2 O)' _chemical_formula_sum 'C9 H29 Al F3 N3 O4' _chemical_formula_weight 327.33 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 '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 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_int_tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 8.8131(15) _cell_length_b 13.356(2) _cell_length_c 26.551(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3125.3(10) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5914 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.391 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.178 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.715 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, VHF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ Superbright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8255 _diffrn_reflns_av_R_equivalents 0.0513 _diffrn_reflns_av_sigmaI/netI 0.0733 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3570 _reflns_number_gt 2371 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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 'w=1/[\s^2^(Fo^2^)+(0.0583P)^2^+12.3840P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom (C-H) difmap (O-H)' _refine_ls_hydrogen_treatment 'constr (C-H) refxyz (O-H)' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3570 _refine_ls_number_parameters 209 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.1239 _refine_ls_R_factor_gt 0.0791 _refine_ls_wR_factor_ref 0.1957 _refine_ls_wR_factor_gt 0.1685 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.044 _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 Al1 Al 0.23159(12) 0.43070(9) 0.14445(4) 0.0157(3) Uani 1 1 d . . . F1 F 0.0727(2) 0.40226(17) 0.18177(8) 0.0204(5) Uani 1 1 d . . . F2 F 0.3601(2) 0.35917(17) 0.17878(8) 0.0207(5) Uani 1 1 d . . . F3 F 0.1946(3) 0.34141(16) 0.09810(8) 0.0223(5) Uani 1 1 d . . . N1 N 0.1050(4) 0.5384(2) 0.10392(13) 0.0222(7) Uani 1 1 d . . . N2 N 0.4117(4) 0.4904(2) 0.10186(12) 0.0218(7) Uani 1 1 d . . . N3 N 0.2786(3) 0.5547(2) 0.19038(11) 0.0168(7) Uani 1 1 d . . . C1 C 0.1924(6) 0.5553(6) 0.0567(2) 0.066(2) Uani 1 1 d . . . H1A H 0.1649 0.5023 0.0323 0.079 Uiso 1 1 calc R . . H1B H 0.1608 0.6202 0.0421 0.079 Uiso 1 1 calc R . . C2 C 0.3526(6) 0.5559(5) 0.0623(2) 0.0557(18) Uani 1 1 d . . . H2A H 0.3854 0.6253 0.0696 0.067 Uiso 1 1 calc R . . H2B H 0.3989 0.5359 0.0299 0.067 Uiso 1 1 calc R . . C3 C 0.5059(6) 0.5476(5) 0.1384(2) 0.0553(17) Uani 1 1 d . . . H3A H 0.5747 0.5003 0.1558 0.066 Uiso 1 1 calc R . . H3B H 0.5700 0.5954 0.1194 0.066 Uiso 1 1 calc R . . C4 C 0.4236(6) 0.6013(5) 0.17511(19) 0.0513(16) Uani 1 1 d . . . H4A H 0.4022 0.6692 0.1619 0.062 Uiso 1 1 calc R . . H4B H 0.4882 0.6091 0.2054 0.062 Uiso 1 1 calc R . . C5 C 0.1508(7) 0.6252(4) 0.18312(19) 0.0495(15) Uani 1 1 d . . . H5A H 0.0667 0.6049 0.2056 0.059 Uiso 1 1 calc R . . H5B H 0.1842 0.6928 0.1937 0.059 Uiso 1 1 calc R . . C6 C 0.0943(7) 0.6312(4) 0.1332(2) 0.0605(19) Uani 1 1 d . . . H6A H 0.1507 0.6843 0.1151 0.073 Uiso 1 1 calc R . . H6B H -0.0135 0.6518 0.1346 0.073 Uiso 1 1 calc R . . C7 C -0.0479(5) 0.5018(3) 0.08982(17) 0.0279(10) Uani 1 1 d . . . H7A H -0.0986 0.5521 0.0688 0.042 Uiso 1 1 calc R . . H7B H -0.1078 0.4902 0.1203 0.042 Uiso 1 1 calc R . . H7C H -0.0383 0.4391 0.0709 0.042 Uiso 1 1 calc R . . C8 C 0.5081(5) 0.4108(3) 0.08032(16) 0.0295(10) Uani 1 1 d . . . H8A H 0.4501 0.3731 0.0552 0.044 Uiso 1 1 calc R . . H8B H 0.5412 0.3655 0.1072 0.044 Uiso 1 1 calc R . . H8C H 0.5972 0.4410 0.0642 0.044 Uiso 1 1 calc R . . C9 C 0.2845(5) 0.5282(3) 0.24420(14) 0.0256(9) Uani 1 1 d . . . H9A H 0.3702 0.4830 0.2502 0.038 Uiso 1 1 calc R . . H9B H 0.1899 0.4949 0.2539 0.038 Uiso 1 1 calc R . . H9C H 0.2975 0.5891 0.2643 0.038 Uiso 1 1 calc R . . O1 O 0.6022(3) 0.2884(2) 0.22997(10) 0.0223(6) Uani 1 1 d D . . O2 O 0.7160(3) 0.7247(3) 0.05670(11) 0.0381(9) Uani 1 1 d D . . O3 O 0.4443(3) 0.7841(3) 0.01268(10) 0.0306(7) Uani 1 1 d D . . O4 O 0.6754(3) 0.7811(2) 0.15640(11) 0.0296(7) Uani 1 1 d D . . H1 H 0.607(7) 0.326(4) 0.2610(12) 0.064(7) Uiso 1 1 d D . . H2 H 0.511(4) 0.316(4) 0.215(2) 0.064(7) Uiso 1 1 d D . . H3 H 0.625(4) 0.746(4) 0.039(2) 0.064(7) Uiso 1 1 d D . . H4 H 0.706(7) 0.750(4) 0.0908(9) 0.064(7) Uiso 1 1 d D . . H5 H 0.388(6) 0.804(4) 0.0424(13) 0.064(7) Uiso 1 1 d D . . H6 H 0.367(5) 0.776(5) -0.0127(16) 0.064(7) Uiso 1 1 d D . . H7 H 0.744(5) 0.797(4) 0.1837(15) 0.064(7) Uiso 1 1 d D . . H8 H 0.595(5) 0.827(4) 0.165(2) 0.064(7) Uiso 1 1 d 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 Al1 0.0166(5) 0.0164(5) 0.0142(5) 0.0009(4) -0.0017(4) -0.0012(5) F1 0.0197(11) 0.0226(12) 0.0189(10) 0.0020(9) -0.0001(9) -0.0023(10) F2 0.0231(11) 0.0178(11) 0.0212(10) 0.0018(9) -0.0036(9) 0.0036(9) F3 0.0286(12) 0.0191(11) 0.0193(10) -0.0018(9) -0.0045(9) 0.0001(10) N1 0.0207(16) 0.0195(17) 0.0264(17) 0.0062(14) -0.0059(14) -0.0017(14) N2 0.0241(17) 0.0220(18) 0.0192(15) -0.0012(14) 0.0049(14) 0.0022(14) N3 0.0160(15) 0.0157(16) 0.0188(15) 0.0009(12) 0.0026(12) -0.0002(13) C1 0.035(3) 0.117(6) 0.045(3) 0.056(4) -0.005(2) -0.009(3) C2 0.054(3) 0.067(4) 0.046(3) 0.040(3) 0.027(3) 0.033(3) C3 0.039(3) 0.064(4) 0.064(3) -0.043(3) 0.026(3) -0.028(3) C4 0.041(3) 0.075(4) 0.039(3) -0.026(3) 0.014(2) -0.039(3) C5 0.072(4) 0.039(3) 0.037(3) -0.014(2) -0.015(3) 0.039(3) C6 0.060(4) 0.031(3) 0.090(5) -0.027(3) -0.045(4) 0.028(3) C7 0.020(2) 0.026(2) 0.038(2) 0.0054(19) -0.0110(18) -0.0006(17) C8 0.029(2) 0.032(2) 0.028(2) 0.0006(18) 0.0067(18) 0.0070(19) C9 0.035(2) 0.026(2) 0.0157(18) -0.0055(16) -0.0030(17) -0.0029(19) O1 0.0211(14) 0.0228(15) 0.0232(13) -0.0033(12) -0.0032(12) 0.0033(12) O2 0.0251(17) 0.063(2) 0.0262(15) -0.0066(16) 0.0022(13) 0.0116(16) O3 0.0234(15) 0.049(2) 0.0197(14) -0.0054(14) 0.0014(12) 0.0061(14) O4 0.0246(15) 0.0396(18) 0.0246(15) -0.0055(13) 0.0000(13) 0.0064(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 Al1 F2 1.740(2) . ? Al1 F3 1.744(2) . ? Al1 F1 1.757(2) . ? Al1 N3 2.098(3) . ? Al1 N2 2.106(3) . ? Al1 N1 2.115(3) . ? N1 C6 1.466(6) . ? N1 C7 1.481(5) . ? N1 C1 1.489(6) . ? N2 C2 1.462(6) . ? N2 C8 1.476(5) . ? N2 C3 1.488(6) . ? N3 C9 1.473(5) . ? N3 C4 1.478(5) . ? N3 C5 1.480(6) . ? C1 C2 1.419(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.411(7) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.418(7) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? O1 H1 0.967(10) . ? O1 H2 0.967(10) . ? O2 H3 0.967(10) . ? O2 H4 0.968(10) . ? O3 H5 0.966(10) . ? O3 H6 0.967(10) . ? O4 H7 0.966(10) . ? O4 H8 0.965(10) . ? 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 F2 Al1 F3 96.65(12) . . ? F2 Al1 F1 96.00(11) . . ? F3 Al1 F1 95.81(12) . . ? F2 Al1 N3 90.03(12) . . ? F3 Al1 N3 170.62(13) . . ? F1 Al1 N3 90.01(12) . . ? F2 Al1 N2 89.91(13) . . ? F3 Al1 N2 91.19(12) . . ? F1 Al1 N2 170.24(13) . . ? N3 Al1 N2 82.20(13) . . ? F2 Al1 N1 169.65(13) . . ? F3 Al1 N1 90.42(13) . . ? F1 Al1 N1 90.77(12) . . ? N3 Al1 N1 82.13(13) . . ? N2 Al1 N1 82.37(13) . . ? C6 N1 C7 110.8(4) . . ? C6 N1 C1 110.6(5) . . ? C7 N1 C1 107.9(4) . . ? C6 N1 Al1 109.8(3) . . ? C7 N1 Al1 112.6(2) . . ? C1 N1 Al1 105.0(3) . . ? C2 N2 C8 111.0(3) . . ? C2 N2 C3 111.1(4) . . ? C8 N2 C3 107.5(4) . . ? C2 N2 Al1 110.1(3) . . ? C8 N2 Al1 111.7(3) . . ? C3 N2 Al1 105.4(3) . . ? C9 N3 C4 109.7(3) . . ? C9 N3 C5 107.8(3) . . ? C4 N3 C5 110.8(4) . . ? C9 N3 Al1 112.4(2) . . ? C4 N3 Al1 110.1(3) . . ? C5 N3 Al1 106.0(3) . . ? C2 C1 N1 115.3(4) . . ? 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 N2 115.3(4) . . ? C1 C2 H2A 108.5 . . ? N2 C2 H2A 108.5 . . ? C1 C2 H2B 108.5 . . ? N2 C2 H2B 108.5 . . ? H2A C2 H2B 107.5 . . ? C4 C3 N2 115.1(4) . . ? C4 C3 H3A 108.5 . . ? N2 C3 H3A 108.5 . . ? C4 C3 H3B 108.5 . . ? N2 C3 H3B 108.5 . . ? H3A C3 H3B 107.5 . . ? C3 C4 N3 114.8(4) . . ? C3 C4 H4A 108.6 . . ? N3 C4 H4A 108.6 . . ? C3 C4 H4B 108.6 . . ? N3 C4 H4B 108.6 . . ? H4A C4 H4B 107.5 . . ? C6 C5 N3 115.1(4) . . ? C6 C5 H5A 108.5 . . ? N3 C5 H5A 108.5 . . ? C6 C5 H5B 108.5 . . ? N3 C5 H5B 108.5 . . ? H5A C5 H5B 107.5 . . ? C5 C6 N1 115.2(4) . . ? C5 C6 H6A 108.5 . . ? N1 C6 H6A 108.5 . . ? C5 C6 H6B 108.5 . . ? N1 C6 H6B 108.5 . . ? H6A C6 H6B 107.5 . . ? 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 . . ? N2 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N3 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? H1 O1 H2 101(5) . . ? H3 O2 H4 106(5) . . ? H5 O3 H6 104(5) . . ? H7 O4 H8 98(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 N1 C1 C2 80.0(7) . . . . ? C7 N1 C1 C2 -158.7(6) . . . . ? Al1 N1 C1 C2 -38.4(7) . . . . ? N1 C1 C2 N2 32.1(9) . . . . ? C8 N2 C2 C1 116.3(6) . . . . ? C3 N2 C2 C1 -124.1(6) . . . . ? Al1 N2 C2 C1 -7.8(7) . . . . ? C2 N2 C3 C4 80.2(6) . . . . ? C8 N2 C3 C4 -158.2(5) . . . . ? Al1 N2 C3 C4 -39.0(6) . . . . ? N2 C3 C4 N3 31.8(8) . . . . ? C9 N3 C4 C3 117.0(5) . . . . ? C5 N3 C4 C3 -124.1(6) . . . . ? Al1 N3 C4 C3 -7.1(6) . . . . ? C9 N3 C5 C6 -158.6(5) . . . . ? C4 N3 C5 C6 81.4(6) . . . . ? Al1 N3 C5 C6 -38.1(6) . . . . ? N3 C5 C6 N1 31.6(8) . . . . ? C7 N1 C6 C5 117.2(6) . . . . ? C1 N1 C6 C5 -123.2(6) . . . . ? Al1 N1 C6 C5 -7.9(7) . . . . ? 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 O1 H1 F1 0.967(10) 1.854(17) 2.806(3) 168(6) 6_656 O1 H2 F2 0.967(10) 1.744(15) 2.701(3) 170(5) . O2 H3 O3 0.967(10) 1.817(13) 2.780(4) 174(5) . O2 H4 O4 0.968(10) 1.813(14) 2.776(4) 173(5) . O3 H5 F3 0.966(10) 1.725(12) 2.688(3) 174(6) 8_665 O3 H6 O2 0.967(10) 1.769(13) 2.730(4) 173(6) 4_465 O4 H7 O1 0.966(10) 1.83(2) 2.769(4) 162(5) 8_765 O4 H8 F1 0.965(10) 1.841(13) 2.802(4) 174(6) 8_665 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.768 _refine_diff_density_min -0.655 _refine_diff_density_rms 0.100 _database_code_depnum_ccdc_archive 'CCDC 926503' ####################################################################### # # 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_10wz1125 #TrackingRef 'Gp3_all10_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2010-12-02 _chemical_name_systematic ; trifluoro(1,4,7-trimethyl-1,4,7-triazacyclononane)gallium(III) tetrahydrate ; # C9H21N3 = Me~3~-tacn # 1,4,7-trimethyl-1,4,7-triazacyclononane # N,N',N"-trimethyl-1,4,7-triazacyclononane # 1,4,7-trimethyl-1,4,7-triazonane (ACD iLab (defaults)) # ChemSpider also gave 1,4,7-trimethyl-1,4,7-triazonane & the cyclononane name _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H21 F3 Ga N3, 4(H2 O)' _chemical_formula_sum 'C9 H29 F3 Ga N3 O4' _chemical_formula_weight 370.07 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' 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 13.420(4) _cell_length_b 8.871(2) _cell_length_c 13.542(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.816(15) _cell_angle_gamma 90.00 _cell_volume 1597.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 13366 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.03 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.539 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 1.769 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8609 # exptl values _exptl_absorpt_correction_T_max 1.0000 # scaled to Tmax=1 _exptl_absorpt_process_details 'G.M. Sheldrick, (2007). SADABS. Version 2007/2. Bruker AXS Inc.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12911 _diffrn_reflns_av_R_equivalents 0.0486 _diffrn_reflns_av_sigmaI/netI 0.0575 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.83 _diffrn_reflns_theta_max 27.54 _reflns_number_total 3645 _reflns_number_gt 2946 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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. Shelxl-97 restraints: ISOR (54) on C1 > C9; DELU (3) on C1 > C9; SADI (28) on O-H distances ; _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^)+(0.0378P)^2^+6.2408P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom (C-H) & difmap (O-H)' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3645 _refine_ls_number_parameters 216 _refine_ls_number_restraints 85 _refine_ls_R_factor_all 0.0762 _refine_ls_R_factor_gt 0.0579 _refine_ls_wR_factor_ref 0.1329 _refine_ls_wR_factor_gt 0.1238 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.026 _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 Ga1 Ga 0.28992(3) 0.71500(5) 0.09800(3) 0.02257(15) Uani 1 1 d . . . F1 F 0.3714(2) 0.8461(3) 0.1791(2) 0.0482(7) Uani 1 1 d . . . F2 F 0.1973(2) 0.6850(3) 0.18634(18) 0.0389(6) Uani 1 1 d . . . F3 F 0.3656(2) 0.5421(3) 0.1391(2) 0.0423(7) Uani 1 1 d . . . N1 N 0.1987(4) 0.5874(5) -0.0142(3) 0.0459(11) Uani 1 1 d . . . N2 N 0.2048(3) 0.8974(4) 0.0284(3) 0.0348(8) Uani 1 1 d . . . N3 N 0.3754(3) 0.7501(4) -0.0212(3) 0.0363(9) Uani 1 1 d . . . C1 C 0.1660(4) 0.4422(6) 0.0234(4) 0.0483(13) Uani 1 1 d U . . H1A H 0.1213 0.3912 -0.0295 0.072 Uiso 1 1 calc R . . H1B H 0.1299 0.4602 0.0805 0.072 Uiso 1 1 calc R . . H1C H 0.2249 0.3789 0.0441 0.072 Uiso 1 1 calc R . . C2 C 0.1086(7) 0.6837(9) -0.0426(9) 0.143(5) Uani 1 1 d U . . H2A H 0.0824 0.6604 -0.1129 0.171 Uiso 1 1 calc R . . H2B H 0.0566 0.6514 -0.0018 0.171 Uiso 1 1 calc R . . C3 C 0.1166(5) 0.8353(9) -0.0347(6) 0.085(3) Uani 1 1 d U . . H3A H 0.0557 0.8733 -0.0090 0.102 Uiso 1 1 calc R . . H3B H 0.1158 0.8769 -0.1026 0.102 Uiso 1 1 calc R . . C4 C 0.1731(4) 1.0026(6) 0.1042(4) 0.0514(14) Uani 1 1 d U . . H4A H 0.1361 1.0875 0.0705 0.077 Uiso 1 1 calc R . . H4B H 0.2327 1.0403 0.1469 0.077 Uiso 1 1 calc R . . H4C H 0.1296 0.9491 0.1451 0.077 Uiso 1 1 calc R . . C5 C 0.2744(6) 0.9778(7) -0.0297(5) 0.073(2) Uani 1 1 d U . . H5A H 0.2333 1.0299 -0.0858 0.087 Uiso 1 1 calc R . . H5B H 0.3092 1.0567 0.0137 0.087 Uiso 1 1 calc R . . C6 C 0.3457(6) 0.8955(8) -0.0680(7) 0.104(3) Uani 1 1 d U . . H6A H 0.4068 0.9585 -0.0653 0.125 Uiso 1 1 calc R . . H6B H 0.3212 0.8765 -0.1392 0.125 Uiso 1 1 calc R . . C7 C 0.4847(4) 0.7458(7) 0.0132(5) 0.0564(15) Uani 1 1 d U . . H7A H 0.5215 0.7651 -0.0432 0.085 Uiso 1 1 calc R . . H7B H 0.5031 0.6463 0.0414 0.085 Uiso 1 1 calc R . . H7C H 0.5019 0.8232 0.0644 0.085 Uiso 1 1 calc R . . C8 C 0.3462(6) 0.6253(12) -0.0917(5) 0.101(3) Uani 1 1 d U . . H8A H 0.3554 0.6613 -0.1591 0.122 Uiso 1 1 calc R . . H8B H 0.3950 0.5425 -0.0749 0.122 Uiso 1 1 calc R . . C9 C 0.2535(10) 0.5653(10) -0.0982(6) 0.136(5) Uani 1 1 d U . . H9A H 0.2593 0.4555 -0.1090 0.163 Uiso 1 1 calc R . . H9B H 0.2126 0.6075 -0.1581 0.163 Uiso 1 1 calc R . . O1 O 0.3148(3) 0.3172(4) 0.2614(3) 0.0385(8) Uani 1 1 d D . . O2 O 0.1140(3) 0.2768(4) 0.2830(4) 0.0580(11) Uani 1 1 d D . . O3 O 0.5397(3) 0.6058(4) 0.2706(3) 0.0460(9) Uani 1 1 d D . . O4 O 1.0269(3) 0.5539(4) 0.2250(3) 0.0494(9) Uani 1 1 d D . . H1 H 0.359(3) 0.257(5) 0.253(4) 0.055(18) Uiso 1 1 d D . . H2 H 0.326(4) 0.385(5) 0.224(4) 0.052(17) Uiso 1 1 d D . . H3 H 0.087(4) 0.359(4) 0.276(4) 0.054(18) Uiso 1 1 d D . . H4 H 0.172(2) 0.289(6) 0.273(4) 0.052(17) Uiso 1 1 d D . . H5 H 0.569(4) 0.527(4) 0.285(4) 0.054(17) Uiso 1 1 d D . . H6 H 0.493(4) 0.585(8) 0.227(4) 0.09(3) Uiso 1 1 d D . . H7 H 0.982(3) 0.615(5) 0.228(4) 0.051(17) Uiso 1 1 d D . . H8 H 1.075(3) 0.602(6) 0.213(4) 0.054(17) Uiso 1 1 d 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 Ga1 0.0246(2) 0.0233(2) 0.0193(2) -0.00062(17) 0.00098(15) -0.00318(18) F1 0.0586(19) 0.0468(16) 0.0374(15) -0.0056(13) 0.0000(13) -0.0212(14) F2 0.0349(14) 0.0548(17) 0.0278(12) -0.0014(12) 0.0067(10) -0.0127(12) F3 0.0431(16) 0.0338(14) 0.0489(16) 0.0155(12) 0.0021(12) 0.0024(12) N1 0.069(3) 0.037(2) 0.0263(19) -0.0009(17) -0.0114(18) -0.021(2) N2 0.030(2) 0.038(2) 0.036(2) 0.0012(17) 0.0051(16) 0.0095(16) N3 0.036(2) 0.038(2) 0.038(2) 0.0143(17) 0.0148(17) 0.0138(17) C1 0.067(4) 0.034(3) 0.040(3) -0.001(2) -0.005(2) -0.024(2) C2 0.103(7) 0.074(5) 0.210(11) 0.050(6) -0.126(8) -0.039(5) C3 0.048(4) 0.101(5) 0.091(5) -0.045(4) -0.039(4) 0.036(4) C4 0.057(3) 0.040(3) 0.060(3) -0.008(3) 0.017(3) 0.016(3) C5 0.102(5) 0.043(3) 0.084(4) 0.034(3) 0.052(4) 0.029(3) C6 0.078(5) 0.084(5) 0.166(8) 0.097(6) 0.077(5) 0.047(4) C7 0.032(3) 0.069(4) 0.073(4) 0.019(3) 0.023(3) 0.007(3) C8 0.088(5) 0.165(9) 0.052(4) -0.060(5) 0.012(4) 0.043(5) C9 0.258(12) 0.100(6) 0.067(5) -0.058(5) 0.084(7) -0.112(8) O1 0.0374(19) 0.0344(18) 0.0447(19) 0.0064(16) 0.0087(15) 0.0005(15) O2 0.036(2) 0.036(2) 0.103(3) 0.020(2) 0.011(2) -0.0041(18) O3 0.041(2) 0.038(2) 0.059(2) 0.0110(18) 0.0059(18) 0.0120(17) O4 0.034(2) 0.0333(19) 0.085(3) 0.0095(19) 0.022(2) 0.0021(16) _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 Ga1 F1 1.851(3) . ? Ga1 F2 1.858(3) . ? Ga1 F3 1.881(3) . ? Ga1 N2 2.126(4) . ? Ga1 N3 2.126(4) . ? Ga1 N1 2.140(4) . ? N1 C9 1.450(9) . ? N1 C1 1.474(6) . ? N1 C2 1.489(9) . ? N2 C3 1.469(7) . ? N2 C5 1.483(7) . ? N2 C4 1.492(6) . ? N3 C6 1.467(6) . ? N3 C7 1.478(7) . ? N3 C8 1.480(9) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.352(10) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.361(9) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.345(11) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? O1 H1 0.82(2) . ? O1 H2 0.82(2) . ? O2 H3 0.82(2) . ? O2 H4 0.82(2) . ? O3 H5 0.82(2) . ? O3 H6 0.82(2) . ? O4 H7 0.81(2) . ? O4 H8 0.81(2) . ? 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 F1 Ga1 F2 95.81(12) . . ? F1 Ga1 F3 94.87(13) . . ? F2 Ga1 F3 94.23(12) . . ? F1 Ga1 N2 91.34(15) . . ? F2 Ga1 N2 91.62(14) . . ? F3 Ga1 N2 170.99(13) . . ? F1 Ga1 N3 91.27(15) . . ? F2 Ga1 N3 170.74(14) . . ? F3 Ga1 N3 91.11(13) . . ? N2 Ga1 N3 82.22(14) . . ? F1 Ga1 N1 171.04(14) . . ? F2 Ga1 N1 90.75(15) . . ? F3 Ga1 N1 90.72(15) . . ? N2 Ga1 N1 82.35(16) . . ? N3 Ga1 N1 81.61(17) . . ? C9 N1 C1 111.1(5) . . ? C9 N1 C2 110.8(8) . . ? C1 N1 C2 108.7(5) . . ? C9 N1 Ga1 109.0(4) . . ? C1 N1 Ga1 112.7(3) . . ? C2 N1 Ga1 104.3(4) . . ? C3 N2 C5 112.8(5) . . ? C3 N2 C4 110.6(4) . . ? C5 N2 C4 108.9(4) . . ? C3 N2 Ga1 108.3(4) . . ? C5 N2 Ga1 105.2(3) . . ? C4 N2 Ga1 110.9(3) . . ? C6 N3 C7 111.0(5) . . ? C6 N3 C8 110.3(6) . . ? C7 N3 C8 110.3(5) . . ? C6 N3 Ga1 108.3(3) . . ? C7 N3 Ga1 111.8(3) . . ? C8 N3 Ga1 105.0(4) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 N1 119.8(6) . . ? C3 C2 H2A 107.4 . . ? N1 C2 H2A 107.4 . . ? C3 C2 H2B 107.4 . . ? N1 C2 H2B 107.4 . . ? H2A C2 H2B 106.9 . . ? C2 C3 N2 118.0(5) . . ? C2 C3 H3A 107.8 . . ? N2 C3 H3A 107.8 . . ? C2 C3 H3B 107.8 . . ? N2 C3 H3B 107.8 . . ? H3A C3 H3B 107.2 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 N2 118.0(5) . . ? C6 C5 H5A 107.8 . . ? N2 C5 H5A 107.8 . . ? C6 C5 H5B 107.8 . . ? N2 C5 H5B 107.8 . . ? H5A C5 H5B 107.1 . . ? C5 C6 N3 118.1(5) . . ? C5 C6 H6A 107.8 . . ? N3 C6 H6A 107.8 . . ? C5 C6 H6B 107.8 . . ? N3 C6 H6B 107.8 . . ? H6A C6 H6B 107.1 . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 N3 119.9(6) . . ? C9 C8 H8A 107.3 . . ? N3 C8 H8A 107.3 . . ? C9 C8 H8B 107.3 . . ? N3 C8 H8B 107.3 . . ? H8A C8 H8B 106.9 . . ? C8 C9 N1 117.4(6) . . ? C8 C9 H9A 108.0 . . ? N1 C9 H9A 108.0 . . ? C8 C9 H9B 108.0 . . ? N1 C9 H9B 108.0 . . ? H9A C9 H9B 107.2 . . ? H1 O1 H2 101(6) . . ? H3 O2 H4 107(6) . . ? H5 O3 H6 106(7) . . ? H7 O4 H8 106(6) . . ? 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 O1 H1 O3 0.82(2) 1.96(2) 2.784(5) 177(6) 2_645 O1 H2 F3 0.82(2) 1.92(3) 2.737(4) 175(6) . O2 H3 O4 0.82(2) 1.99(3) 2.789(5) 166(6) 1_455 O2 H4 O1 0.82(2) 1.96(3) 2.773(5) 176(6) . O3 H5 F1 0.82(2) 1.83(3) 2.642(4) 177(6) 2_645 O3 H6 F3 0.82(2) 1.99(3) 2.796(5) 171(8) . O4 H7 O2 0.81(2) 1.93(3) 2.728(5) 170(6) 2_655 O4 H8 F2 0.81(2) 1.87(3) 2.679(4) 171(6) 1_655 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.769 _refine_diff_density_min -0.786 _refine_diff_density_rms 0.104 _database_code_depnum_ccdc_archive 'CCDC 926504' ####################################################################### # # 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_11wz224a #TrackingRef 'Gp3_all10_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2011-06-10 _chemical_name_systematic ; trifluoro(1,4,7-trimethyl-1,4,7-triazonane-N,N'N")indium(III) ; # C9H21N3 = Me3-tacn # 1,4,7-trimethyl-1,4,7-triazacyclononane # N,N',N"-trimethyl-1,4,7-triazacyclononane # 1,4,7-trimethyl-1,4,7-triazonane (ACD iLab (defaults)) # ChemSpider gave 1,4,7-trimethyl-1,4,7-triazonane & the cyclononane name _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H21 F3 In N3, 4(H2 O)' _chemical_formula_sum 'C9 H29 F3 In N3 O4' _chemical_formula_weight 415.17 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' F F 0.0171 0.0103 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 6.8679(10) _cell_length_b 20.187(4) _cell_length_c 12.014(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.482(10) _cell_angle_gamma 90.00 _cell_volume 1642.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3825 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.679 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 1.484 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8760 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.0000 # scaled to Tmax=1.0 _exptl_absorpt_process_details 'G.M. Sheldrick, (2007). SADABS. Version 2007/2. Bruker AXS Inc.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius APEX II CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19404 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0268 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3750 _reflns_number_gt 3440 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'DIRDIF-99 (Beurskens, 1999)' _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 'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+1.6877P] 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 mixed # constr (C-H) & refxyz (O-H) _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3750 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0254 _refine_ls_R_factor_gt 0.0219 _refine_ls_wR_factor_ref 0.0460 _refine_ls_wR_factor_gt 0.0441 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.111 _refine_ls_shift/su_max 0.003 _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 In1 In 0.657033(18) 0.368069(6) 0.801927(10) 0.01090(5) Uani 1 1 d . . . F1 F 0.84122(16) 0.37591(6) 0.68568(9) 0.0201(3) Uani 1 1 d . . . F2 F 0.80046(16) 0.29138(6) 0.88930(9) 0.0197(3) Uani 1 1 d . . . F3 F 0.79669(17) 0.44039(6) 0.90645(9) 0.0206(3) Uani 1 1 d . . . N1 N 0.4361(2) 0.44076(8) 0.70453(13) 0.0140(3) Uani 1 1 d . . . N2 N 0.4073(2) 0.36503(8) 0.90636(13) 0.0142(3) Uani 1 1 d . . . N3 N 0.4396(2) 0.29741(8) 0.69637(13) 0.0129(3) Uani 1 1 d . . . C1 C 0.5340(3) 0.50356(10) 0.68177(18) 0.0218(4) Uani 1 1 d . . . H1A H 0.4407 0.5314 0.6319 0.033 Uiso 1 1 calc R . . H1B H 0.6484 0.4939 0.6454 0.033 Uiso 1 1 calc R . . H1C H 0.5777 0.5269 0.7530 0.033 Uiso 1 1 calc R . . C2 C 0.2699(3) 0.45292(10) 0.76817(17) 0.0188(4) Uani 1 1 d . . . H2A H 0.1528 0.4275 0.7326 0.023 Uiso 1 1 calc R . . H2B H 0.2351 0.5005 0.7635 0.023 Uiso 1 1 calc R . . C3 C 0.3227(3) 0.43290(10) 0.89172(17) 0.0193(4) Uani 1 1 d . . . H3A H 0.4194 0.4649 0.9312 0.023 Uiso 1 1 calc R . . H3B H 0.2025 0.4350 0.9272 0.023 Uiso 1 1 calc R . . C4 C 0.4810(3) 0.35226(11) 1.02765(16) 0.0216(4) Uani 1 1 d . . . H4A H 0.5857 0.3840 1.0554 0.032 Uiso 1 1 calc R . . H4B H 0.5337 0.3071 1.0369 0.032 Uiso 1 1 calc R . . H4C H 0.3724 0.3572 1.0707 0.032 Uiso 1 1 calc R . . C5 C 0.2596(3) 0.31317(10) 0.85899(17) 0.0187(4) Uani 1 1 d . . . H5A H 0.1429 0.3351 0.8147 0.022 Uiso 1 1 calc R . . H5B H 0.2151 0.2890 0.9219 0.022 Uiso 1 1 calc R . . C6 C 0.3445(3) 0.26403(10) 0.78393(17) 0.0181(4) Uani 1 1 d . . . H6A H 0.4432 0.2358 0.8313 0.022 Uiso 1 1 calc R . . H6B H 0.2374 0.2349 0.7465 0.022 Uiso 1 1 calc R . . C7 C 0.5465(3) 0.24805(10) 0.63743(17) 0.0181(4) Uani 1 1 d . . . H7A H 0.6448 0.2252 0.6926 0.027 Uiso 1 1 calc R . . H7B H 0.6129 0.2707 0.5820 0.027 Uiso 1 1 calc R . . H7C H 0.4524 0.2157 0.5988 0.027 Uiso 1 1 calc R . . C8 C 0.2952(3) 0.33576(10) 0.61424(16) 0.0163(4) Uani 1 1 d . . . H8A H 0.1679 0.3383 0.6425 0.020 Uiso 1 1 calc R . . H8B H 0.2719 0.3121 0.5411 0.020 Uiso 1 1 calc R . . C9 C 0.3676(3) 0.40545(10) 0.59614(16) 0.0166(4) Uani 1 1 d . . . H9A H 0.4776 0.4031 0.5524 0.020 Uiso 1 1 calc R . . H9B H 0.2593 0.4311 0.5512 0.020 Uiso 1 1 calc R . . O1 O 1.0245(2) 0.43956(8) 1.11676(13) 0.0233(3) Uani 1 1 d . . . H11 H 1.078(4) 0.4730(14) 1.114(2) 0.036(3) Uiso 1 1 d . . . H12 H 0.952(4) 0.4350(13) 1.058(2) 0.036(3) Uiso 1 1 d . . . O2 O 0.7903(2) 0.35935(9) 0.45933(15) 0.0304(4) Uani 1 1 d . . . H21 H 0.817(4) 0.3664(13) 0.529(3) 0.036(3) Uiso 1 1 d . . . H22 H 0.874(4) 0.3744(14) 0.430(2) 0.036(3) Uiso 1 1 d . . . O3 O 0.0794(2) 0.39704(8) 0.33962(13) 0.0227(3) Uani 1 1 d . . . H31 H 0.181(4) 0.3755(13) 0.341(2) 0.036(3) Uiso 1 1 d . . . H32 H 0.046(4) 0.4084(14) 0.275(2) 0.036(3) Uiso 1 1 d . . . O4 O 0.9269(2) 0.17182(8) 0.83692(14) 0.0241(3) Uani 1 1 d . . . H41 H 0.902(4) 0.2074(14) 0.850(2) 0.036(3) Uiso 1 1 d . . . H42 H 1.031(4) 0.1613(14) 0.870(2) 0.036(3) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 In1 0.00850(7) 0.01355(8) 0.01037(8) -0.00011(5) 0.00076(5) -0.00073(5) F1 0.0119(6) 0.0342(7) 0.0153(6) 0.0008(5) 0.0052(5) -0.0022(5) F2 0.0180(6) 0.0207(6) 0.0191(6) 0.0042(5) -0.0007(5) 0.0053(5) F3 0.0226(6) 0.0200(6) 0.0174(6) -0.0029(5) -0.0025(5) -0.0072(5) N1 0.0141(8) 0.0138(8) 0.0138(8) 0.0020(6) 0.0015(6) -0.0011(6) N2 0.0139(8) 0.0165(8) 0.0124(8) -0.0014(6) 0.0025(6) -0.0015(6) N3 0.0140(7) 0.0126(8) 0.0120(8) 0.0000(6) 0.0015(6) 0.0004(6) C1 0.0250(11) 0.0147(10) 0.0248(11) 0.0044(8) 0.0009(9) -0.0029(8) C2 0.0187(10) 0.0179(10) 0.0203(10) -0.0007(8) 0.0048(8) 0.0058(8) C3 0.0209(10) 0.0212(10) 0.0170(10) -0.0016(8) 0.0070(8) 0.0045(8) C4 0.0249(11) 0.0286(12) 0.0115(10) 0.0013(8) 0.0030(8) -0.0003(9) C5 0.0167(9) 0.0229(10) 0.0177(10) 0.0015(8) 0.0063(8) -0.0066(8) C6 0.0177(9) 0.0184(10) 0.0182(10) 0.0018(8) 0.0028(8) -0.0055(8) C7 0.0201(10) 0.0160(9) 0.0178(10) -0.0043(8) 0.0016(8) 0.0013(8) C8 0.0153(9) 0.0189(10) 0.0132(9) -0.0018(8) -0.0018(7) -0.0003(8) C9 0.0171(9) 0.0192(10) 0.0126(9) 0.0017(8) -0.0006(7) -0.0001(8) O1 0.0271(8) 0.0242(8) 0.0171(8) 0.0034(7) -0.0010(6) -0.0062(7) O2 0.0210(8) 0.0536(11) 0.0172(8) -0.0054(8) 0.0049(7) -0.0130(8) O3 0.0210(8) 0.0292(9) 0.0185(8) 0.0049(7) 0.0046(6) 0.0009(7) O4 0.0196(8) 0.0202(8) 0.0307(9) -0.0022(7) -0.0015(7) 0.0033(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag In1 F2 2.0318(11) . ? In1 F1 2.0391(12) . ? In1 F3 2.0570(11) . ? In1 N2 2.2869(17) . ? In1 N1 2.2891(16) . ? In1 N3 2.2909(15) . ? N1 C1 1.481(2) . ? N1 C9 1.491(2) . ? N1 C2 1.495(3) . ? N2 C4 1.484(2) . ? N2 C3 1.487(3) . ? N2 C5 1.503(2) . ? N3 C7 1.485(2) . ? N3 C6 1.488(2) . ? N3 C8 1.495(2) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.523(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.520(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.520(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? O1 H11 0.77(3) . ? O1 H12 0.80(3) . ? O2 H21 0.83(3) . ? O2 H22 0.78(3) . ? O3 H31 0.82(3) . ? O3 H32 0.80(3) . ? O4 H41 0.76(3) . ? O4 H42 0.79(3) . ? 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 F2 In1 F1 96.33(5) . . ? F2 In1 F3 95.04(5) . . ? F1 In1 F3 94.79(5) . . ? F2 In1 N2 92.28(5) . . ? F1 In1 N2 169.71(5) . . ? F3 In1 N2 90.03(5) . . ? F2 In1 N1 167.60(5) . . ? F1 In1 N1 91.94(5) . . ? F3 In1 N1 93.45(5) . . ? N2 In1 N1 78.68(6) . . ? F2 In1 N3 91.60(5) . . ? F1 In1 N3 95.19(5) . . ? F3 In1 N3 167.33(5) . . ? N2 In1 N3 78.91(6) . . ? N1 In1 N3 78.44(6) . . ? C1 N1 C9 109.60(15) . . ? C1 N1 C2 111.22(16) . . ? C9 N1 C2 111.55(15) . . ? C1 N1 In1 111.11(12) . . ? C9 N1 In1 103.13(11) . . ? C2 N1 In1 109.96(11) . . ? C4 N2 C3 109.86(15) . . ? C4 N2 C5 110.53(16) . . ? C3 N2 C5 111.76(15) . . ? C4 N2 In1 112.18(12) . . ? C3 N2 In1 102.95(12) . . ? C5 N2 In1 109.35(12) . . ? C7 N3 C6 110.03(15) . . ? C7 N3 C8 111.06(15) . . ? C6 N3 C8 112.35(15) . . ? C7 N3 In1 110.70(11) . . ? C6 N3 In1 102.27(11) . . ? C8 N3 In1 110.13(11) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 112.08(16) . . ? N1 C2 H2A 109.2 . . ? C3 C2 H2A 109.2 . . ? N1 C2 H2B 109.2 . . ? C3 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? N2 C3 C2 112.65(16) . . ? N2 C3 H3A 109.1 . . ? C2 C3 H3A 109.1 . . ? N2 C3 H3B 109.1 . . ? C2 C3 H3B 109.1 . . ? H3A C3 H3B 107.8 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 112.21(16) . . ? N2 C5 H5A 109.2 . . ? C6 C5 H5A 109.2 . . ? N2 C5 H5B 109.2 . . ? C6 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? N3 C6 C5 112.34(16) . . ? N3 C6 H6A 109.1 . . ? C5 C6 H6A 109.1 . . ? N3 C6 H6B 109.1 . . ? C5 C6 H6B 109.1 . . ? H6A C6 H6B 107.9 . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 112.13(15) . . ? N3 C8 H8A 109.2 . . ? C9 C8 H8A 109.2 . . ? N3 C8 H8B 109.2 . . ? C9 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? N1 C9 C8 112.41(15) . . ? N1 C9 H9A 109.1 . . ? C8 C9 H9A 109.1 . . ? N1 C9 H9B 109.1 . . ? C8 C9 H9B 109.1 . . ? H9A C9 H9B 107.9 . . ? H11 O1 H12 107(3) . . ? H21 O2 H22 109(3) . . ? H31 O3 H32 107(3) . . ? H41 O4 H42 111(3) . . ? 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 C1 N1 C2 C3 -105.35(19) . . . . ? C9 N1 C2 C3 131.95(17) . . . . ? In1 N1 C2 C3 18.16(19) . . . . ? C4 N2 C3 C2 172.07(17) . . . . ? C5 N2 C3 C2 -64.9(2) . . . . ? In1 N2 C3 C2 52.40(17) . . . . ? N1 C2 C3 N2 -49.8(2) . . . . ? C4 N2 C5 C6 -105.66(19) . . . . ? C3 N2 C5 C6 131.65(17) . . . . ? In1 N2 C5 C6 18.32(19) . . . . ? C7 N3 C6 C5 171.25(15) . . . . ? C8 N3 C6 C5 -64.5(2) . . . . ? In1 N3 C6 C5 53.58(16) . . . . ? N2 C5 C6 N3 -51.0(2) . . . . ? C7 N3 C8 C9 -104.64(18) . . . . ? C6 N3 C8 C9 131.64(17) . . . . ? In1 N3 C8 C9 18.35(19) . . . . ? C1 N1 C9 C8 170.89(16) . . . . ? C2 N1 C9 C8 -65.5(2) . . . . ? In1 N1 C9 C8 52.48(17) . . . . ? N3 C8 C9 N1 -49.9(2) . . . . ? 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 O1 H11 F3 0.77(3) 1.98(3) 2.752(2) 175(3) 3_767 O1 H12 F3 0.80(3) 1.95(3) 2.7439(19) 169(3) . O2 H21 F1 0.83(3) 1.88(3) 2.705(2) 171(3) . O2 H22 O3 0.78(3) 1.97(3) 2.744(2) 170(3) 1_655 O3 H31 O4 0.82(3) 1.95(3) 2.767(2) 176(3) 4_565 O3 H32 O1 0.80(3) 1.99(3) 2.778(2) 168(3) 1_454 O4 H41 F2 0.76(3) 1.92(3) 2.675(2) 171(3) . O4 H42 O2 0.79(3) 1.96(3) 2.753(2) 176(3) 4_666 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.409 _refine_diff_density_min -0.327 _refine_diff_density_rms 0.075 _database_code_depnum_ccdc_archive 'CCDC 926505' ####################################################################### # # 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_11wz329 #TrackingRef 'Gp3_all10_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2011-03-29 _audit_update_record ; 2011-06-12 Renumbered atoms of tacn ligand. Added H-bonds and O1...O2 distance. mw ; _chemical_name_systematic ; trifluoro(1-benzyl-4,7-dimethyl-1,4,7-triazonane-N,N'N")indium(III) hydrate ; # C15H25N3 = BzMe2-tacn # 1-benzyl-4,7-dimethyl-1,4,7-triazonane (iLab defaults and selected options) # 1-benzyl-4,7-dimethyl-1,4,7-triazacyclononane (based on a tacn name) # N-benzyl-N',N"-dimethyl-1,4,7-triazacyclononane _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H25 F3 In N3, H2 O, 0.2(O)' _chemical_formula_sum 'C15 H27 F3 In N3 O1.20' _chemical_formula_weight 440.42 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' F F 0.0171 0.0103 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 6.7721(10) _cell_length_b 13.666(3) _cell_length_c 18.998(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.106(10) _cell_angle_gamma 90.00 _cell_volume 1748.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 27511 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.673 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 894.4 _exptl_absorpt_coefficient_mu 1.389 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8704 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.0000 # scaled to Tmax=1.0 _exptl_absorpt_process_details 'G.M. Sheldrick, (2007). SADABS. Version 2007/2. Bruker AXS Inc.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius APEX II CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23249 _diffrn_reflns_av_R_equivalents 0.0281 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 27.51 _reflns_number_total 4005 _reflns_number_gt 3741 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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 'w=1/[\s^2^(Fo^2^)+(0.0042P)^2^+2.2137P] 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 (C-H) & refxyz (O-H)' # mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4005 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0251 _refine_ls_R_factor_gt 0.0220 _refine_ls_wR_factor_ref 0.0476 _refine_ls_wR_factor_gt 0.0458 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.099 _refine_ls_shift/su_max 0.003 _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 In1 In 0.444337(18) 0.524467(9) 0.329831(7) 0.01320(5) Uani 1 1 d . . . F1 F 0.51325(17) 0.41116(8) 0.26534(6) 0.0225(3) Uani 1 1 d . . . F2 F 0.64081(17) 0.62591(9) 0.29895(6) 0.0229(3) Uani 1 1 d . . . F3 F 0.61304(17) 0.47909(8) 0.41772(6) 0.0216(3) Uani 1 1 d . . . N1 N 0.1658(2) 0.44687(11) 0.36159(8) 0.0137(3) Uani 1 1 d . . . N2 N 0.2045(2) 0.57458(12) 0.24290(8) 0.0149(3) Uani 1 1 d . . . N3 N 0.2844(2) 0.64807(12) 0.38706(8) 0.0141(3) Uani 1 1 d . . . C1 C 0.2065(3) 0.34258(14) 0.37564(11) 0.0196(4) Uani 1 1 d . . . H1A H 0.3242 0.3360 0.4101 0.029 Uiso 1 1 calc R . . H1B H 0.2305 0.3097 0.3315 0.029 Uiso 1 1 calc R . . H1C H 0.0921 0.3125 0.3947 0.029 Uiso 1 1 calc R . . C2 C -0.0032(3) 0.45896(14) 0.30482(10) 0.0155(4) Uani 1 1 d . . . H2A H -0.0954 0.5093 0.3196 0.019 Uiso 1 1 calc R . . H2B H -0.0771 0.3965 0.2986 0.019 Uiso 1 1 calc R . . C3 C 0.0673(3) 0.48891(14) 0.23460(10) 0.0170(4) Uani 1 1 d . . . H3A H 0.1365 0.4331 0.2149 0.020 Uiso 1 1 calc R . . H3B H -0.0491 0.5057 0.2007 0.020 Uiso 1 1 calc R . . C4 C 0.2932(3) 0.59151(15) 0.17611(10) 0.0209(4) Uani 1 1 d . . . H4A H 0.3619 0.5321 0.1631 0.031 Uiso 1 1 calc R . . H4B H 0.3883 0.6457 0.1825 0.031 Uiso 1 1 calc R . . H4C H 0.1882 0.6080 0.1384 0.031 Uiso 1 1 calc R . . C5 C 0.1039(3) 0.66464(14) 0.26620(10) 0.0157(4) Uani 1 1 d . . . H5A H -0.0277 0.6464 0.2804 0.019 Uiso 1 1 calc R . . H5B H 0.0819 0.7104 0.2257 0.019 Uiso 1 1 calc R . . C6 C 0.2231(3) 0.71686(14) 0.32800(10) 0.0158(4) Uani 1 1 d . . . H6A H 0.3427 0.7469 0.3113 0.019 Uiso 1 1 calc R . . H6B H 0.1415 0.7699 0.3454 0.019 Uiso 1 1 calc R . . C7 C 0.1236(3) 0.49677(14) 0.42775(10) 0.0159(4) Uani 1 1 d . . . H7A H 0.2302 0.4810 0.4658 0.019 Uiso 1 1 calc R . . H7B H -0.0031 0.4717 0.4423 0.019 Uiso 1 1 calc R . . C8 C 0.1095(3) 0.60745(14) 0.41914(10) 0.0160(4) Uani 1 1 d . . . H8A H -0.0137 0.6241 0.3886 0.019 Uiso 1 1 calc R . . H8B H 0.1017 0.6380 0.4660 0.019 Uiso 1 1 calc R . . C9 C 0.4331(3) 0.69203(14) 0.44256(10) 0.0174(4) Uani 1 1 d . . . H9A H 0.5473 0.7162 0.4190 0.021 Uiso 1 1 calc R . . H9B H 0.4830 0.6395 0.4757 0.021 Uiso 1 1 calc R . . C10 C 0.3582(3) 0.77498(14) 0.48520(10) 0.0177(4) Uani 1 1 d . . . C11 C 0.3457(3) 0.87038(16) 0.45915(11) 0.0235(4) Uani 1 1 d . . . H11 H 0.3852 0.8840 0.4137 0.028 Uiso 1 1 calc R . . C12 C 0.2764(4) 0.94566(16) 0.49877(12) 0.0276(5) Uani 1 1 d . . . H12 H 0.2651 1.0099 0.4796 0.033 Uiso 1 1 calc R . . C13 C 0.2232(3) 0.92811(16) 0.56617(11) 0.0249(4) Uani 1 1 d . . . H13 H 0.1759 0.9799 0.5933 0.030 Uiso 1 1 calc R . . C14 C 0.2401(3) 0.83389(16) 0.59351(11) 0.0223(4) Uani 1 1 d . . . H14 H 0.2070 0.8214 0.6400 0.027 Uiso 1 1 calc R . . C15 C 0.3050(3) 0.75783(15) 0.55341(10) 0.0186(4) Uani 1 1 d . . . H15 H 0.3134 0.6935 0.5724 0.022 Uiso 1 1 calc R . . O1 O 0.7590(3) 0.32200(13) 0.17680(9) 0.0303(4) Uani 1 1 d . . . H1 H 0.675(5) 0.348(2) 0.2063(16) 0.052(6) Uiso 1 1 d . . . H2 H 0.780(5) 0.264(2) 0.1853(16) 0.052(6) Uiso 1 1 d . . . O2 O 0.6599(13) 0.3148(7) 0.0280(5) 0.043(2) Uani 0.20 1 d P . . 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 0.00997(7) 0.01332(7) 0.01660(8) -0.00071(5) 0.00274(5) 0.00039(5) F1 0.0188(6) 0.0194(6) 0.0297(6) -0.0061(5) 0.0044(5) 0.0031(5) F2 0.0153(6) 0.0211(6) 0.0335(7) 0.0020(5) 0.0081(5) -0.0028(5) F3 0.0193(6) 0.0224(6) 0.0219(6) 0.0012(5) -0.0038(5) 0.0032(5) N1 0.0135(8) 0.0128(8) 0.0147(8) -0.0004(6) 0.0015(6) 0.0002(6) N2 0.0155(8) 0.0154(8) 0.0143(7) -0.0011(6) 0.0033(6) -0.0010(6) N3 0.0127(8) 0.0150(8) 0.0148(7) 0.0002(6) 0.0025(6) -0.0005(6) C1 0.0207(10) 0.0123(9) 0.0263(10) 0.0011(8) 0.0040(8) -0.0001(8) C2 0.0122(9) 0.0187(9) 0.0153(9) -0.0013(7) 0.0005(7) -0.0022(7) C3 0.0178(10) 0.0185(9) 0.0145(9) -0.0010(7) 0.0003(7) -0.0025(8) C4 0.0242(11) 0.0225(10) 0.0172(9) 0.0016(8) 0.0076(8) -0.0004(8) C5 0.0143(9) 0.0157(9) 0.0170(9) 0.0034(7) 0.0017(7) 0.0019(7) C6 0.0150(9) 0.0147(9) 0.0180(9) 0.0002(7) 0.0031(7) 0.0001(7) C7 0.0164(9) 0.0181(9) 0.0138(9) 0.0000(7) 0.0044(7) -0.0011(8) C8 0.0144(9) 0.0175(9) 0.0168(9) -0.0017(7) 0.0054(7) -0.0010(7) C9 0.0151(9) 0.0185(10) 0.0184(9) -0.0035(8) 0.0002(7) -0.0002(8) C10 0.0156(9) 0.0170(9) 0.0200(9) -0.0035(8) -0.0006(7) -0.0020(7) C11 0.0304(12) 0.0219(11) 0.0182(10) -0.0016(8) 0.0025(8) -0.0027(9) C12 0.0353(13) 0.0162(10) 0.0297(12) -0.0024(9) -0.0035(10) 0.0003(9) C13 0.0236(11) 0.0247(11) 0.0260(11) -0.0101(9) 0.0004(8) 0.0024(9) C14 0.0190(10) 0.0283(11) 0.0193(10) -0.0051(8) 0.0010(8) -0.0002(8) C15 0.0158(9) 0.0198(10) 0.0196(10) 0.0001(8) -0.0013(7) -0.0008(8) O1 0.0316(9) 0.0239(8) 0.0373(9) -0.0049(7) 0.0120(7) -0.0014(7) O2 0.035(5) 0.045(6) 0.049(6) -0.002(4) 0.006(4) 0.007(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 In1 F3 2.0179(12) . ? In1 F2 2.0500(12) . ? In1 F1 2.0587(12) . ? In1 N2 2.2943(16) . ? In1 N1 2.2999(16) . ? In1 N3 2.3364(16) . ? N1 C1 1.471(2) . ? N1 C7 1.484(2) . ? N1 C2 1.496(2) . ? N2 C4 1.479(2) . ? N2 C3 1.493(2) . ? N2 C5 1.496(2) . ? N3 C6 1.489(2) . ? N3 C8 1.496(2) . ? N3 C9 1.504(2) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.520(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.529(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.523(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.512(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.394(3) . ? C10 C15 1.401(3) . ? C11 C12 1.386(3) . ? C11 H11 0.9500 . ? C12 C13 1.387(3) . ? C12 H12 0.9500 . ? C13 C14 1.389(3) . ? C13 H13 0.9500 . ? C14 C15 1.387(3) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? O1 H1 0.91(3) . ? O1 H2 0.82(3) . ? 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 F3 In1 F2 96.72(5) . . ? F3 In1 F1 96.72(5) . . ? F2 In1 F1 98.24(5) . . ? F3 In1 N2 169.26(5) . . ? F2 In1 N2 91.35(5) . . ? F1 In1 N2 89.09(5) . . ? F3 In1 N1 92.82(5) . . ? F2 In1 N1 164.22(5) . . ? F1 In1 N1 93.07(5) . . ? N2 In1 N1 77.80(6) . . ? F3 In1 N3 94.98(5) . . ? F2 In1 N3 89.51(5) . . ? F1 In1 N3 165.10(5) . . ? N2 In1 N3 77.96(6) . . ? N1 In1 N3 77.14(6) . . ? C1 N1 C7 109.92(15) . . ? C1 N1 C2 110.63(15) . . ? C7 N1 C2 111.01(15) . . ? C1 N1 In1 110.55(12) . . ? C7 N1 In1 104.33(11) . . ? C2 N1 In1 110.24(11) . . ? C4 N2 C3 109.70(15) . . ? C4 N2 C5 111.37(15) . . ? C3 N2 C5 112.24(15) . . ? C4 N2 In1 110.07(12) . . ? C3 N2 In1 103.12(11) . . ? C5 N2 In1 110.02(11) . . ? C6 N3 C8 111.84(15) . . ? C6 N3 C9 112.86(15) . . ? C8 N3 C9 111.30(14) . . ? C6 N3 In1 102.22(11) . . ? C8 N3 In1 110.35(11) . . ? C9 N3 In1 107.82(11) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 112.01(15) . . ? N1 C2 H2A 109.2 . . ? C3 C2 H2A 109.2 . . ? N1 C2 H2B 109.2 . . ? C3 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? N2 C3 C2 111.63(15) . . ? N2 C3 H3A 109.3 . . ? C2 C3 H3A 109.3 . . ? N2 C3 H3B 109.3 . . ? C2 C3 H3B 109.3 . . ? H3A C3 H3B 108.0 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 113.02(15) . . ? N2 C5 H5A 109.0 . . ? C6 C5 H5A 109.0 . . ? N2 C5 H5B 109.0 . . ? C6 C5 H5B 109.0 . . ? H5A C5 H5B 107.8 . . ? N3 C6 C5 111.48(15) . . ? N3 C6 H6A 109.3 . . ? C5 C6 H6A 109.3 . . ? N3 C6 H6B 109.3 . . ? C5 C6 H6B 109.3 . . ? H6A C6 H6B 108.0 . . ? N1 C7 C8 112.38(15) . . ? N1 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N1 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.9 . . ? N3 C8 C7 111.65(15) . . ? N3 C8 H8A 109.3 . . ? C7 C8 H8A 109.3 . . ? N3 C8 H8B 109.3 . . ? C7 C8 H8B 109.3 . . ? H8A C8 H8B 108.0 . . ? N3 C9 C10 115.92(15) . . ? N3 C9 H9A 108.3 . . ? C10 C9 H9A 108.3 . . ? N3 C9 H9B 108.3 . . ? C10 C9 H9B 108.3 . . ? H9A C9 H9B 107.4 . . ? C11 C10 C15 118.22(18) . . ? C11 C10 C9 121.48(18) . . ? C15 C10 C9 120.27(18) . . ? C12 C11 C10 120.8(2) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C13 120.6(2) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C12 C13 C14 119.1(2) . . ? C12 C13 H13 120.4 . . ? C14 C13 H13 120.4 . . ? C15 C14 C13 120.50(19) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C10 120.67(19) . . ? C14 C15 H15 119.7 . . ? C10 C15 H15 119.7 . . ? H1 O1 H2 111(3) . . ? 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 # C15 C10 C11 C12 -2.1(3) . . . . ? C1 N1 C2 C3 -104.54(18) . . . . ? C7 N1 C2 C3 133.15(16) . . . . ? In1 N1 C2 C3 18.05(18) . . . . ? C4 N2 C3 C2 171.31(16) . . . . ? C5 N2 C3 C2 -64.3(2) . . . . ? In1 N2 C3 C2 54.07(16) . . . . ? N1 C2 C3 N2 -50.5(2) . . . . ? C4 N2 C5 C6 -104.44(18) . . . . ? C3 N2 C5 C6 132.11(16) . . . . ? In1 N2 C5 C6 17.89(18) . . . . ? C8 N3 C6 C5 -64.41(19) . . . . ? C9 N3 C6 C5 169.18(15) . . . . ? In1 N3 C6 C5 53.64(15) . . . . ? N2 C5 C6 N3 -51.0(2) . . . . ? C1 N1 C7 C8 171.78(16) . . . . ? C2 N1 C7 C8 -65.49(19) . . . . ? In1 N1 C7 C8 53.23(16) . . . . ? C6 N3 C8 C7 132.25(16) . . . . ? C9 N3 C8 C7 -100.49(18) . . . . ? In1 N3 C8 C7 19.18(18) . . . . ? N1 C7 C8 N3 -50.5(2) . . . . ? C6 N3 C9 C10 67.1(2) . . . . ? C8 N3 C9 C10 -59.6(2) . . . . ? In1 N3 C9 C10 179.27(13) . . . . ? N3 C9 C10 C11 -81.4(2) . . . . ? N3 C9 C10 C15 100.6(2) . . . . ? C9 C10 C11 C12 179.89(19) . . . . ? C9 C10 C15 C14 178.59(18) . . . . ? 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 O1 H1 F1 0.91(3) 1.86(3) 2.771(2) 175(3) . O1 H2 F2 0.82(3) 1.97(3) 2.790(2) 174(3) 2_645 loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O1 O2 2.838(10) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.651 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.073 _database_code_depnum_ccdc_archive 'CCDC 926506' ####################################################################### # # 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_10wz819ar #TrackingRef 'Gp3_all10_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2010-08-19 _audit_update_record ; 2011-06-16 Original data collected as orthorhombic. Raw data reprocessed as monoclinic. mw ; _chemical_name_systematic ; trichloro-(1,4,7-trimethyl-1,4,7-triazonane-N,N',N")aluminium(III) ; # C9H21N3 = Me3-tacn # 1,4,7-trimethyl-1,4,7-triazacyclononane # N,N',N"-trimethyl-1,4,7-triazacyclononane # 1,4,7-trimethyl-1,4,7-triazonane (ACD iLab (defaults)) # ChemSpider gave 1,4,7-trimethyl-1,4,7-triazonane & the cyclononane name _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H21 Al Cl3 N3' _chemical_formula_sum 'C9 H21 Al Cl3 N3' _chemical_formula_weight 304.62 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' Al Al 0.0645 0.0514 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' 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 12.128(5) _cell_length_b 7.185(2) _cell_length_c 15.695(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.07(5) _cell_angle_gamma 90.00 _cell_volume 1367.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 16128 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.479 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640 _exptl_absorpt_coefficient_mu 0.713 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8389 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.0000 # scaled to Tmax=1.0 _exptl_absorpt_process_details 'G.M. Sheldrick, (2007). SADABS. Version 2007/2. Bruker AXS Inc.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius APEX II CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8994 _diffrn_reflns_av_R_equivalents 0.0526 _diffrn_reflns_av_sigmaI/netI 0.0673 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.56 _reflns_number_total 3059 _reflns_number_gt 2570 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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 'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+4.1234P] 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 3059 _refine_ls_number_parameters 149 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0781 _refine_ls_R_factor_gt 0.0580 _refine_ls_wR_factor_ref 0.1191 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.128 _refine_ls_restrained_S_all 1.128 _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 Al1 Al 0.25646(10) 0.45358(16) 0.37587(8) 0.0154(3) Uani 1 1 d . . . Cl1 Cl 0.13450(9) 0.67602(13) 0.41804(8) 0.0241(3) Uani 1 1 d . . . Cl2 Cl 0.40603(8) 0.63278(13) 0.40377(7) 0.0199(2) Uani 1 1 d . . . Cl3 Cl 0.24897(9) 0.53560(15) 0.23603(7) 0.0248(3) Uani 1 1 d . . . N1 N 0.3572(3) 0.2195(4) 0.3525(2) 0.0161(7) Uani 1 1 d . . . N2 N 0.1269(3) 0.2578(5) 0.3585(2) 0.0173(7) Uani 1 1 d . . . N3 N 0.2560(3) 0.3386(5) 0.5017(2) 0.0177(7) Uani 1 1 d . . . C1 C 0.4450(4) 0.2482(6) 0.2869(3) 0.0225(10) Uani 1 1 d . . . H1A H 0.4875 0.3602 0.3009 0.034 Uiso 1 1 calc R . . H1B H 0.4108 0.2633 0.2307 0.034 Uiso 1 1 calc R . . H1C H 0.4942 0.1401 0.2861 0.034 Uiso 1 1 calc R . . C2 C 0.2874(3) 0.0551(6) 0.3268(3) 0.0200(9) Uani 1 1 d . . . H2A H 0.2803 -0.0313 0.3756 0.024 Uiso 1 1 calc R . . H2B H 0.3241 -0.0126 0.2797 0.024 Uiso 1 1 calc R . . C3 C 0.1738(3) 0.1166(6) 0.2982(3) 0.0203(9) Uani 1 1 d . . . H3A H 0.1785 0.1711 0.2404 0.024 Uiso 1 1 calc R . . H3B H 0.1243 0.0073 0.2954 0.024 Uiso 1 1 calc R . . C4 C 0.0247(3) 0.3334(6) 0.3189(3) 0.0229(10) Uani 1 1 d . . . H4A H -0.0254 0.2307 0.3053 0.034 Uiso 1 1 calc R . . H4B H 0.0437 0.4005 0.2666 0.034 Uiso 1 1 calc R . . H4C H -0.0113 0.4187 0.3589 0.034 Uiso 1 1 calc R . . C5 C 0.0979(4) 0.1669(6) 0.4414(3) 0.0213(9) Uani 1 1 d . . . H5A H 0.1304 0.0406 0.4432 0.026 Uiso 1 1 calc R . . H5B H 0.0168 0.1541 0.4454 0.026 Uiso 1 1 calc R . . C6 C 0.1398(3) 0.2791(6) 0.5166(3) 0.0210(9) Uani 1 1 d . . . H6A H 0.0927 0.3901 0.5247 0.025 Uiso 1 1 calc R . . H6B H 0.1359 0.2027 0.5690 0.025 Uiso 1 1 calc R . . C7 C 0.2882(4) 0.4724(6) 0.5702(3) 0.0244(10) Uani 1 1 d . . . H7A H 0.2448 0.5868 0.5644 0.037 Uiso 1 1 calc R . . H7B H 0.3668 0.5020 0.5650 0.037 Uiso 1 1 calc R . . H7C H 0.2741 0.4164 0.6260 0.037 Uiso 1 1 calc R . . C8 C 0.3316(3) 0.1733(6) 0.5069(3) 0.0218(9) Uani 1 1 d . . . H8A H 0.2878 0.0573 0.5038 0.026 Uiso 1 1 calc R . . H8B H 0.3713 0.1746 0.5620 0.026 Uiso 1 1 calc R . . C9 C 0.4138(3) 0.1780(6) 0.4345(3) 0.0188(9) Uani 1 1 d . . . H9A H 0.4702 0.2745 0.4460 0.023 Uiso 1 1 calc R . . H9B H 0.4516 0.0562 0.4305 0.023 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 Al1 0.0133(6) 0.0140(6) 0.0189(6) -0.0003(5) 0.0005(5) 0.0000(5) Cl1 0.0177(5) 0.0150(5) 0.0395(7) -0.0011(4) 0.0056(5) 0.0016(4) Cl2 0.0154(4) 0.0181(5) 0.0261(6) -0.0004(4) 0.0007(4) -0.0029(4) Cl3 0.0229(5) 0.0277(5) 0.0236(6) 0.0080(4) -0.0019(5) 0.0006(5) N1 0.0134(16) 0.0144(17) 0.0205(19) 0.0009(14) 0.0005(14) 0.0020(13) N2 0.0131(16) 0.0175(16) 0.0214(19) -0.0013(14) 0.0009(14) 0.0018(14) N3 0.0157(17) 0.0204(17) 0.0170(17) 0.0011(14) 0.0009(15) -0.0019(15) C1 0.021(2) 0.024(2) 0.022(2) -0.0033(19) 0.0066(18) 0.0016(18) C2 0.018(2) 0.018(2) 0.024(2) -0.0032(18) -0.0025(17) 0.0021(17) C3 0.021(2) 0.017(2) 0.023(2) -0.0075(17) 0.0018(18) -0.0001(17) C4 0.015(2) 0.025(2) 0.029(3) 0.003(2) -0.0031(18) 0.0020(18) C5 0.0160(19) 0.019(2) 0.029(3) 0.0001(18) 0.0045(18) -0.0032(17) C6 0.019(2) 0.023(2) 0.021(2) 0.0024(18) 0.0041(18) -0.0039(18) C7 0.025(2) 0.029(2) 0.020(2) -0.0050(19) 0.0026(18) -0.0011(19) C8 0.020(2) 0.023(2) 0.023(2) 0.0056(19) -0.0019(18) 0.0033(18) C9 0.018(2) 0.020(2) 0.018(2) -0.0007(17) -0.0046(17) 0.0035(17) _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 Al1 N1 2.111(3) . ? Al1 N2 2.126(4) . ? Al1 N3 2.141(4) . ? Al1 Cl2 2.2668(17) . ? Al1 Cl3 2.2742(18) . ? Al1 Cl1 2.2765(17) . ? N1 C9 1.488(5) . ? N1 C1 1.497(5) . ? N1 C2 1.508(5) . ? N2 C4 1.488(5) . ? N2 C5 1.497(5) . ? N2 C3 1.501(5) . ? N3 C6 1.491(5) . ? N3 C7 1.494(5) . ? N3 C8 1.502(5) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.514(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.517(6) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.512(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Al1 N2 83.03(14) . . ? N1 Al1 N3 81.64(14) . . ? N2 Al1 N3 81.97(14) . . ? N1 Al1 Cl2 91.31(11) . . ? N2 Al1 Cl2 172.59(11) . . ? N3 Al1 Cl2 92.51(11) . . ? N1 Al1 Cl3 93.53(11) . . ? N2 Al1 Cl3 91.10(12) . . ? N3 Al1 Cl3 171.96(11) . . ? Cl2 Al1 Cl3 94.03(7) . . ? N1 Al1 Cl1 170.44(11) . . ? N2 Al1 Cl1 91.22(11) . . ? N3 Al1 Cl1 90.02(11) . . ? Cl2 Al1 Cl1 93.74(6) . . ? Cl3 Al1 Cl1 94.21(7) . . ? C9 N1 C1 107.2(3) . . ? C9 N1 C2 109.5(3) . . ? C1 N1 C2 108.8(3) . . ? C9 N1 Al1 106.0(2) . . ? C1 N1 Al1 114.9(2) . . ? C2 N1 Al1 110.2(2) . . ? C4 N2 C5 109.0(3) . . ? C4 N2 C3 107.4(3) . . ? C5 N2 C3 110.0(3) . . ? C4 N2 Al1 115.3(3) . . ? C5 N2 Al1 110.6(3) . . ? C3 N2 Al1 104.3(2) . . ? C6 N3 C7 108.6(3) . . ? C6 N3 C8 110.0(3) . . ? C7 N3 C8 108.1(3) . . ? C6 N3 Al1 104.9(3) . . ? C7 N3 Al1 114.5(3) . . ? C8 N3 Al1 110.6(3) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 111.2(3) . . ? N1 C2 H2A 109.4 . . ? C3 C2 H2A 109.4 . . ? N1 C2 H2B 109.4 . . ? C3 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? N2 C3 C2 110.8(3) . . ? N2 C3 H3A 109.5 . . ? C2 C3 H3A 109.5 . . ? N2 C3 H3B 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 108.1 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 111.4(3) . . ? N2 C5 H5A 109.3 . . ? C6 C5 H5A 109.3 . . ? N2 C5 H5B 109.3 . . ? C6 C5 H5B 109.3 . . ? H5A C5 H5B 108.0 . . ? N3 C6 C5 110.3(3) . . ? N3 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? N3 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 110.2(3) . . ? N3 C8 H8A 109.6 . . ? C9 C8 H8A 109.6 . . ? N3 C8 H8B 109.6 . . ? C9 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? N1 C9 C8 110.5(3) . . ? N1 C9 H9A 109.6 . . ? C8 C9 H9A 109.6 . . ? N1 C9 H9B 109.6 . . ? C8 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? 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 # Al1 N3 C8 C9 20.1(4) . . . . ? # Al1 N1 C9 C8 48.9(4) . . . . ? C9 N1 C2 C3 134.2(4) . . . . ? C1 N1 C2 C3 -109.0(4) . . . . ? Al1 N1 C2 C3 17.9(4) . . . . ? C4 N2 C3 C2 170.9(3) . . . . ? C5 N2 C3 C2 -70.6(4) . . . . ? Al1 N2 C3 C2 48.1(4) . . . . ? N1 C2 C3 N2 -45.2(5) . . . . ? C4 N2 C5 C6 -109.3(4) . . . . ? C3 N2 C5 C6 133.2(4) . . . . ? Al1 N2 C5 C6 18.4(4) . . . . ? C7 N3 C6 C5 171.3(3) . . . . ? C8 N3 C6 C5 -70.6(4) . . . . ? Al1 N3 C6 C5 48.4(4) . . . . ? N2 C5 C6 N3 -45.7(5) . . . . ? C6 N3 C8 C9 135.5(4) . . . . ? C7 N3 C8 C9 -106.0(4) . . . . ? C1 N1 C9 C8 172.2(3) . . . . ? C2 N1 C9 C8 -70.0(4) . . . . ? N3 C8 C9 N1 -46.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.435 _refine_diff_density_min -0.412 _refine_diff_density_rms 0.102 _database_code_depnum_ccdc_archive 'CCDC 926507' ####################################################################### # # 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_12gws011ra1a #TrackingRef 'Gp3_all10_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2012-08-10 _audit_update_record '2012-10-15 Minor changes. mw' _chemical_name_systematic ; trichloro(1,4,7-trimethyl-1,4,7-triazacyclononane)galliun(III) ; # Gallium trichloride (1,4,7-trimethyl-1,4,7-triazacyclononane) # C9H21N3 = Me3-tacn # 1,4,7-trimethyl-1,4,7-triazacyclononane # 1,4,7-trimethyl-1,4,7-triazonane (ACD iLab (defaults)) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H21 Cl3 Ga N3' _chemical_formula_sum 'C9 H21 Cl3 Ga N3' _chemical_formula_weight 347.36 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' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' 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 12.173(3) _cell_length_b 7.2253(10) _cell_length_c 15.696(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.239(6) _cell_angle_gamma 90.00 _cell_volume 1380.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5847 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.671 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 2.552 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.820 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ; Jacobson, R. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, VHF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ Superbright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6378 _diffrn_reflns_av_R_equivalents 0.0223 _diffrn_reflns_av_sigmaI/netI 0.0288 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3150 _reflns_number_gt 2850 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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 'w=1/[\s^2^(Fo^2^)+(0.0259P)^2^+0.4027P] 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 3150 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0244 _refine_ls_R_factor_gt 0.0211 _refine_ls_wR_factor_ref 0.0534 _refine_ls_wR_factor_gt 0.0521 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 Ga1 Ga 0.743348(13) 0.04238(2) 0.125659(10) 0.00905(6) Uani 1 1 d . . . Cl1 Cl 0.75143(3) -0.03855(6) 0.26843(2) 0.01768(9) Uani 1 1 d . . . Cl2 Cl 0.59125(3) -0.13844(5) 0.09701(2) 0.01337(8) Uani 1 1 d . . . Cl3 Cl 0.86748(3) -0.18277(5) 0.08281(3) 0.01713(9) Uani 1 1 d . . . N1 N 0.87437(10) 0.24415(17) 0.14220(8) 0.0115(2) Uani 1 1 d . . . N2 N 0.74450(10) 0.16112(18) -0.00312(8) 0.0118(3) Uani 1 1 d . . . N3 N 0.64202(10) 0.28357(17) 0.14795(8) 0.0100(2) Uani 1 1 d . . . C1 C 0.90219(12) 0.3318(2) 0.05842(10) 0.0135(3) Uani 1 1 d . . . H1A H 0.9829 0.3455 0.0541 0.016 Uiso 1 1 calc R . . H1B H 0.8692 0.4569 0.0558 0.016 Uiso 1 1 calc R . . C2 C 0.86053(12) 0.2174(2) -0.01638(10) 0.0144(3) Uani 1 1 d . . . H2A H 0.8661 0.2910 -0.0694 0.017 Uiso 1 1 calc R . . H2B H 0.9069 0.1058 -0.0228 0.017 Uiso 1 1 calc R . . C3 C 0.66958(13) 0.3253(2) -0.00702(9) 0.0146(3) Uani 1 1 d . . . H3A H 0.6304 0.3264 -0.0624 0.017 Uiso 1 1 calc R . . H3B H 0.7135 0.4403 -0.0029 0.017 Uiso 1 1 calc R . . C4 C 0.58664(12) 0.3199(2) 0.06491(9) 0.0126(3) Uani 1 1 d . . . H4A H 0.5473 0.4397 0.0677 0.015 Uiso 1 1 calc R . . H4B H 0.5319 0.2216 0.0535 0.015 Uiso 1 1 calc R . . C5 C 0.71338(12) 0.4436(2) 0.17282(10) 0.0125(3) Uani 1 1 d . . . H5A H 0.6776 0.5132 0.2194 0.015 Uiso 1 1 calc R . . H5B H 0.7210 0.5281 0.1235 0.015 Uiso 1 1 calc R . . C6 C 0.82662(13) 0.3823(2) 0.20196(10) 0.0143(3) Uani 1 1 d . . . H6A H 0.8757 0.4914 0.2055 0.017 Uiso 1 1 calc R . . H6B H 0.8215 0.3273 0.2596 0.017 Uiso 1 1 calc R . . C7 C 0.97579(12) 0.1669(2) 0.18194(11) 0.0170(3) Uani 1 1 d . . . H7A H 1.0267 0.2680 0.1954 0.026 Uiso 1 1 calc R . . H7B H 1.0109 0.0809 0.1422 0.026 Uiso 1 1 calc R . . H7C H 0.9566 0.1011 0.2344 0.026 Uiso 1 1 calc R . . C8 C 0.71291(14) 0.0262(2) -0.07028(10) 0.0182(3) Uani 1 1 d . . . H8A H 0.7283 0.0790 -0.1265 0.027 Uiso 1 1 calc R . . H8B H 0.6343 -0.0015 -0.0658 0.027 Uiso 1 1 calc R . . H8C H 0.7553 -0.0880 -0.0628 0.027 Uiso 1 1 calc R . . C9 C 0.55554(12) 0.2536(2) 0.21300(9) 0.0145(3) Uani 1 1 d . . . H9A H 0.5063 0.3609 0.2142 0.022 Uiso 1 1 calc R . . H9B H 0.5899 0.2379 0.2691 0.022 Uiso 1 1 calc R . . H9C H 0.5134 0.1423 0.1986 0.022 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 Ga1 0.00759(9) 0.00882(9) 0.01076(9) 0.00024(6) 0.00069(6) 0.00029(6) Cl1 0.01672(18) 0.0221(2) 0.01419(18) 0.00678(15) -0.00150(14) 0.00066(15) Cl2 0.01029(16) 0.01225(17) 0.01757(17) -0.00059(14) 0.00044(13) -0.00219(13) Cl3 0.01168(17) 0.01015(17) 0.0296(2) -0.00191(15) 0.00512(15) 0.00125(13) N1 0.0087(6) 0.0113(6) 0.0143(6) -0.0005(5) -0.0008(5) 0.0005(5) N2 0.0106(6) 0.0142(6) 0.0105(6) -0.0002(5) 0.0012(5) -0.0008(5) N3 0.0081(5) 0.0111(6) 0.0108(6) -0.0005(5) 0.0003(4) 0.0009(5) C1 0.0114(7) 0.0125(7) 0.0166(7) 0.0006(6) 0.0029(6) -0.0024(6) C2 0.0122(7) 0.0164(7) 0.0148(7) 0.0019(6) 0.0048(6) -0.0021(6) C3 0.0153(7) 0.0159(8) 0.0126(7) 0.0034(6) -0.0001(6) 0.0009(6) C4 0.0104(7) 0.0143(7) 0.0130(7) 0.0015(6) -0.0022(5) 0.0022(6) C5 0.0119(7) 0.0098(7) 0.0160(7) -0.0034(6) -0.0014(6) 0.0005(6) C6 0.0127(7) 0.0146(7) 0.0156(7) -0.0036(6) -0.0006(6) 0.0005(6) C7 0.0101(7) 0.0158(7) 0.0252(8) -0.0003(7) -0.0050(6) 0.0013(6) C8 0.0182(8) 0.0260(9) 0.0104(7) -0.0065(7) 0.0012(6) -0.0046(7) C9 0.0121(7) 0.0179(8) 0.0135(7) -0.0013(6) 0.0043(5) 0.0010(6) _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 Ga1 N3 2.1644(13) . ? Ga1 N1 2.1755(13) . ? Ga1 N2 2.1960(14) . ? Ga1 Cl2 2.3087(5) . ? Ga1 Cl1 2.3177(9) . ? Ga1 Cl3 2.3217(5) . ? N1 C6 1.4896(19) . ? N1 C7 1.4894(19) . ? N1 C1 1.4994(19) . ? N2 C8 1.485(2) . ? N2 C2 1.4853(18) . ? N2 C3 1.498(2) . ? N3 C9 1.4853(18) . ? N3 C4 1.4884(19) . ? N3 C5 1.4971(19) . ? C1 C2 1.521(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.518(2) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.517(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 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 N3 Ga1 N1 81.90(5) . . ? N3 Ga1 N2 80.80(5) . . ? N1 Ga1 N2 80.83(5) . . ? N3 Ga1 Cl2 91.72(4) . . ? N1 Ga1 Cl2 171.64(4) . . ? N2 Ga1 Cl2 92.87(4) . . ? N3 Ga1 Cl1 93.94(4) . . ? N1 Ga1 Cl1 91.46(4) . . ? N2 Ga1 Cl1 171.18(4) . . ? Cl2 Ga1 Cl1 94.377(16) . . ? N3 Ga1 Cl3 169.43(3) . . ? N1 Ga1 Cl3 91.52(4) . . ? N2 Ga1 Cl3 90.03(4) . . ? Cl2 Ga1 Cl3 93.98(2) . . ? Cl1 Ga1 Cl3 94.488(19) . . ? C6 N1 C7 108.20(12) . . ? C6 N1 C1 111.06(12) . . ? C7 N1 C1 109.61(12) . . ? C6 N1 Ga1 103.68(9) . . ? C7 N1 Ga1 113.88(9) . . ? C1 N1 Ga1 110.27(9) . . ? C8 N2 C2 108.90(12) . . ? C8 N2 C3 109.59(12) . . ? C2 N2 C3 110.88(12) . . ? C8 N2 Ga1 113.21(10) . . ? C2 N2 Ga1 104.22(9) . . ? C3 N2 Ga1 109.93(9) . . ? C9 N3 C4 107.93(11) . . ? C9 N3 C5 110.21(12) . . ? C4 N3 C5 110.62(12) . . ? C9 N3 Ga1 113.57(9) . . ? C4 N3 Ga1 104.88(9) . . ? C5 N3 Ga1 109.49(9) . . ? N1 C1 C2 111.83(12) . . ? N1 C1 H1A 109.2 . . ? C2 C1 H1A 109.2 . . ? N1 C1 H1B 109.2 . . ? C2 C1 H1B 109.2 . . ? H1A C1 H1B 107.9 . . ? N2 C2 C1 110.79(12) . . ? N2 C2 H2A 109.5 . . ? C1 C2 H2A 109.5 . . ? N2 C2 H2B 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? N2 C3 C4 110.85(12) . . ? N2 C3 H3A 109.5 . . ? C4 C3 H3A 109.5 . . ? N2 C3 H3B 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 108.1 . . ? N3 C4 C3 110.83(12) . . ? N3 C4 H4A 109.5 . . ? C3 C4 H4A 109.5 . . ? N3 C4 H4B 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 108.1 . . ? N3 C5 C6 112.25(12) . . ? N3 C5 H5A 109.2 . . ? C6 C5 H5A 109.2 . . ? N3 C5 H5B 109.2 . . ? C6 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? N1 C6 C5 111.25(12) . . ? N1 C6 H6A 109.4 . . ? C5 C6 H6A 109.4 . . ? N1 C6 H6B 109.4 . . ? C5 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? 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 . . ? N2 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N3 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 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 N1 C1 C2 -132.64(13) . . . . ? C7 N1 C1 C2 107.86(14) . . . . ? Ga1 N1 C1 C2 -18.28(14) . . . . ? C8 N2 C2 C1 -171.13(12) . . . . ? C3 N2 C2 C1 68.21(15) . . . . ? Ga1 N2 C2 C1 -50.03(13) . . . . ? N1 C1 C2 N2 47.27(17) . . . . ? C8 N2 C3 C4 104.50(15) . . . . ? C2 N2 C3 C4 -135.24(13) . . . . ? Ga1 N2 C3 C4 -20.53(15) . . . . ? C9 N3 C4 C3 -172.10(13) . . . . ? C5 N3 C4 C3 67.26(16) . . . . ? Ga1 N3 C4 C3 -50.70(14) . . . . ? N2 C3 C4 N3 48.76(17) . . . . ? C9 N3 C5 C6 107.78(14) . . . . ? C4 N3 C5 C6 -132.94(13) . . . . ? Ga1 N3 C5 C6 -17.83(15) . . . . ? C7 N1 C6 C5 -170.51(12) . . . . ? C1 N1 C6 C5 69.15(16) . . . . ? Ga1 N1 C6 C5 -49.26(13) . . . . ? N3 C5 C6 N1 46.70(17) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.430 _refine_diff_density_min -0.389 _refine_diff_density_rms 0.071 _database_code_depnum_ccdc_archive 'CCDC 926508' ####################################################################### # # 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_cd1104a #TrackingRef 'Gp3_all10_1.cif' _audit_creation_method SHELXL-97 _audit_creation_date 2010-11-04 _chemical_name_systematic ; tribromo(1,4,7-trimethyl-1,4,7-triazacyclononane)indium(III) dichloromethane solvate ; # C9H21N3 = Me3-tacn # 1,4,7-trimethyl-1,4,7-triazacyclononane # N,N',N"-trimethyl-1,4,7-triazacyclononane # 1,4,7-trimethyl-1,4,7-triazonane (ACD iLab (defaults)) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H21 Br3 In N3, C H2 Cl2' _chemical_formula_sum 'C10 H23 Br3 Cl2 In N3' _chemical_formula_weight 610.76 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' Br Br -0.2901 2.4595 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' 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 16.276(3) _cell_length_b 16.175(3) _cell_length_c 14.815(2) _cell_angle_alpha 90.00 _cell_angle_beta 105.595(2) _cell_angle_gamma 90.00 _cell_volume 3756.9(11) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4402 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.160 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2336 _exptl_absorpt_coefficient_mu 7.916 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.613 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 0.746 # _exptl_absorpt_process_details 'G.M. Sheldrick, (2007). SADABS. Version 2007/2. Bruker AXS Inc.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21458 _diffrn_reflns_av_R_equivalents 0.0776 _diffrn_reflns_av_sigmaI/netI 0.0776 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.56 _reflns_number_total 4306 _reflns_number_gt 3287 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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^)+(0.0139P)^2^+30.3542P] 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 4306 _refine_ls_number_parameters 176 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0706 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.0883 _refine_ls_wR_factor_gt 0.0801 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _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 In1 In 0.25572(3) 0.00696(2) 0.02747(2) 0.01364(11) Uani 1 1 d . . . Br1 Br 0.39802(4) -0.02313(4) 0.15409(4) 0.02400(16) Uani 1 1 d . . . Br2 Br 0.21844(5) 0.13793(4) 0.11007(4) 0.03129(19) Uani 1 1 d . . . Br3 Br 0.16282(4) -0.09603(4) 0.09223(4) 0.02328(16) Uani 1 1 d . . . N1 N 0.2822(3) -0.0915(3) -0.0775(3) 0.0180(11) Uani 1 1 d . . . N2 N 0.3261(3) 0.0823(3) -0.0649(3) 0.0186(11) Uani 1 1 d . . . N3 N 0.1477(3) 0.0316(3) -0.1104(3) 0.0182(11) Uani 1 1 d . . . C1 C 0.3230(4) -0.1677(4) -0.0278(4) 0.0277(15) Uani 1 1 d . . . H1A H 0.2928 -0.1847 0.0181 0.042 Uiso 1 1 calc R . . H1B H 0.3828 -0.1561 0.0044 0.042 Uiso 1 1 calc R . . H1C H 0.3202 -0.2122 -0.0734 0.042 Uiso 1 1 calc R . . C2 C 0.3379(4) -0.0564(4) -0.1342(4) 0.0212(14) Uani 1 1 d . . . H2A H 0.3023 -0.0426 -0.1978 0.025 Uiso 1 1 calc R . . H2B H 0.3801 -0.0986 -0.1406 0.025 Uiso 1 1 calc R . . C3 C 0.3842(4) 0.0199(4) -0.0894(4) 0.0240(14) Uani 1 1 d . . . H3A H 0.4282 0.0039 -0.0318 0.029 Uiso 1 1 calc R . . H3B H 0.4136 0.0454 -0.1329 0.029 Uiso 1 1 calc R . . C4 C 0.3784(4) 0.1498(4) -0.0113(4) 0.0286(16) Uani 1 1 d . . . H4A H 0.4152 0.1278 0.0474 0.043 Uiso 1 1 calc R . . H4B H 0.3410 0.1925 0.0029 0.043 Uiso 1 1 calc R . . H4C H 0.4138 0.1740 -0.0485 0.043 Uiso 1 1 calc R . . C5 C 0.2634(4) 0.1161(4) -0.1499(4) 0.0203(13) Uani 1 1 d . . . H5A H 0.2671 0.0837 -0.2054 0.024 Uiso 1 1 calc R . . H5B H 0.2788 0.1740 -0.1596 0.024 Uiso 1 1 calc R . . C6 C 0.1720(4) 0.1136(4) -0.1422(4) 0.0234(14) Uani 1 1 d . . . H6A H 0.1649 0.1567 -0.0974 0.028 Uiso 1 1 calc R . . H6B H 0.1327 0.1269 -0.2041 0.028 Uiso 1 1 calc R . . C7 C 0.0626(4) 0.0399(4) -0.0928(4) 0.0286(15) Uani 1 1 d . . . H7A H 0.0653 0.0818 -0.0443 0.043 Uiso 1 1 calc R . . H7B H 0.0457 -0.0132 -0.0717 0.043 Uiso 1 1 calc R . . H7C H 0.0208 0.0568 -0.1507 0.043 Uiso 1 1 calc R . . C8 C 0.1473(4) -0.0345(4) -0.1808(4) 0.0197(13) Uani 1 1 d . . . H8A H 0.1735 -0.0127 -0.2290 0.024 Uiso 1 1 calc R . . H8B H 0.0875 -0.0496 -0.2124 0.024 Uiso 1 1 calc R . . C9 C 0.1954(4) -0.1116(4) -0.1370(4) 0.0220(14) Uani 1 1 d . . . H9A H 0.1628 -0.1399 -0.0984 0.026 Uiso 1 1 calc R . . H9B H 0.2002 -0.1501 -0.1873 0.026 Uiso 1 1 calc R . . Cl1 Cl 0.03077(10) -0.25091(10) 0.16614(10) 0.0265(4) Uani 1 1 d . . . Cl2 Cl 0.01311(15) 0.21510(14) 0.15734(16) 0.0601(6) Uani 1 1 d . . . C10 C 0.0000 -0.3117(6) 0.2500 0.055(3) Uani 1 2 d S . . H10A H -0.0482 -0.3478 0.2179 0.066 Uiso 0.50 1 calc PR . . H10B H 0.0482 -0.3478 0.2821 0.066 Uiso 0.50 1 calc PR . . C11 C 0.0000 0.2733(8) 0.2500 0.082(5) Uani 1 2 d S . . H11A H -0.0505 0.3094 0.2274 0.098 Uiso 0.50 1 calc PR . . H11B H 0.0505 0.3094 0.2726 0.098 Uiso 0.50 1 calc PR . . 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 0.0158(2) 0.0143(2) 0.01129(19) 0.00070(15) 0.00438(15) 0.00203(17) Br1 0.0201(3) 0.0320(4) 0.0174(3) 0.0032(2) 0.0008(2) 0.0028(3) Br2 0.0531(5) 0.0223(4) 0.0210(3) -0.0005(3) 0.0142(3) 0.0115(3) Br3 0.0260(4) 0.0260(4) 0.0205(3) 0.0015(2) 0.0108(3) -0.0031(3) N1 0.019(3) 0.016(3) 0.020(2) -0.001(2) 0.007(2) 0.001(2) N2 0.027(3) 0.018(3) 0.011(2) 0.0034(19) 0.006(2) -0.001(2) N3 0.013(3) 0.025(3) 0.015(2) 0.005(2) 0.0007(19) 0.006(2) C1 0.035(4) 0.016(3) 0.036(4) -0.001(3) 0.018(3) 0.006(3) C2 0.026(4) 0.021(3) 0.023(3) 0.000(2) 0.017(3) 0.003(3) C3 0.019(3) 0.036(4) 0.022(3) 0.004(3) 0.013(3) 0.000(3) C4 0.043(4) 0.018(3) 0.021(3) -0.003(3) 0.000(3) -0.014(3) C5 0.022(3) 0.022(3) 0.017(3) 0.005(2) 0.005(3) -0.004(3) C6 0.027(4) 0.031(4) 0.012(3) 0.008(3) 0.006(3) 0.014(3) C7 0.018(4) 0.039(4) 0.027(3) 0.006(3) 0.005(3) 0.011(3) C8 0.020(3) 0.027(3) 0.011(3) -0.004(2) 0.002(2) -0.006(3) C9 0.026(4) 0.025(3) 0.017(3) -0.009(3) 0.009(3) -0.007(3) Cl1 0.0309(9) 0.0246(8) 0.0262(8) -0.0038(6) 0.0117(7) -0.0033(7) Cl2 0.0673(16) 0.0484(13) 0.0776(15) 0.0164(11) 0.0420(13) -0.0016(11) C10 0.106(11) 0.028(6) 0.042(6) 0.000 0.041(7) 0.000 C11 0.123(14) 0.038(8) 0.063(8) 0.000 -0.011(8) 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 In1 N3 2.344(4) . ? In1 N1 2.345(5) . ? In1 N2 2.347(4) . ? In1 Br2 2.5987(8) . ? In1 Br3 2.6006(8) . ? In1 Br1 2.6046(8) . ? N1 C9 1.486(7) . ? N1 C1 1.497(7) . ? N1 C2 1.504(7) . ? N2 C4 1.479(7) . ? N2 C3 1.493(7) . ? N2 C5 1.495(7) . ? N3 C7 1.483(7) . ? N3 C8 1.492(7) . ? N3 C6 1.495(7) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.504(8) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.523(8) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.523(8) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? Cl1 C10 1.760(6) . ? Cl2 C11 1.724(7) . ? C10 Cl1 1.760(6) 2 ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 Cl2 1.724(7) 2 ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 In1 N1 76.45(16) . . ? N3 In1 N2 76.85(16) . . ? N1 In1 N2 76.15(16) . . ? N3 In1 Br2 93.23(12) . . ? N1 In1 Br2 166.80(11) . . ? N2 In1 Br2 93.65(12) . . ? N3 In1 Br3 93.24(12) . . ? N1 In1 Br3 92.19(12) . . ? N2 In1 Br3 166.10(11) . . ? Br2 In1 Br3 96.66(3) . . ? N3 In1 Br1 166.66(11) . . ? N1 In1 Br1 93.71(12) . . ? N2 In1 Br1 92.19(12) . . ? Br2 In1 Br1 95.06(2) . . ? Br3 In1 Br1 96.15(3) . . ? C9 N1 C1 109.7(5) . . ? C9 N1 C2 111.8(4) . . ? C1 N1 C2 109.3(4) . . ? C9 N1 In1 103.2(3) . . ? C1 N1 In1 111.7(3) . . ? C2 N1 In1 111.1(3) . . ? C4 N2 C3 108.6(5) . . ? C4 N2 C5 110.2(4) . . ? C3 N2 C5 112.0(4) . . ? C4 N2 In1 111.8(3) . . ? C3 N2 In1 103.4(3) . . ? C5 N2 In1 110.6(3) . . ? C7 N3 C8 111.0(5) . . ? C7 N3 C6 108.3(5) . . ? C8 N3 C6 111.6(4) . . ? C7 N3 In1 112.3(3) . . ? C8 N3 In1 110.4(3) . . ? C6 N3 In1 103.0(3) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 111.7(4) . . ? N1 C2 H2A 109.3 . . ? C3 C2 H2A 109.3 . . ? N1 C2 H2B 109.3 . . ? C3 C2 H2B 109.3 . . ? H2A C2 H2B 107.9 . . ? N2 C3 C2 112.7(5) . . ? N2 C3 H3A 109.0 . . ? C2 C3 H3A 109.0 . . ? N2 C3 H3B 109.0 . . ? C2 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 112.7(4) . . ? N2 C5 H5A 109.1 . . ? C6 C5 H5A 109.1 . . ? N2 C5 H5B 109.1 . . ? C6 C5 H5B 109.1 . . ? H5A C5 H5B 107.8 . . ? N3 C6 C5 113.2(5) . . ? N3 C6 H6A 108.9 . . ? C5 C6 H6A 108.9 . . ? N3 C6 H6B 108.9 . . ? C5 C6 H6B 108.9 . . ? H6A C6 H6B 107.8 . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 112.6(4) . . ? N3 C8 H8A 109.1 . . ? C9 C8 H8A 109.1 . . ? N3 C8 H8B 109.1 . . ? C9 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? N1 C9 C8 111.8(5) . . ? N1 C9 H9A 109.3 . . ? C8 C9 H9A 109.3 . . ? N1 C9 H9B 109.3 . . ? C8 C9 H9B 109.3 . . ? H9A C9 H9B 107.9 . . ? Cl1 C10 Cl1 112.0(6) 2 . ? Cl1 C10 H10A 109.2 2 . ? Cl1 C10 H10A 109.2 . . ? Cl1 C10 H10B 109.2 2 . ? Cl1 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? Cl2 C11 Cl2 113.8(7) . 2 ? Cl2 C11 H11A 108.8 . . ? Cl2 C11 H11A 108.8 2 . ? Cl2 C11 H11B 108.8 . . ? Cl2 C11 H11B 108.8 2 . ? H11A C11 H11B 107.7 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.880 _refine_diff_density_min -0.819 _refine_diff_density_rms 0.186 _database_code_depnum_ccdc_archive 'CCDC 926509' ####################################################################### # # 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_10wz1209b #TrackingRef 'Gp3_all10_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2010-12-?? _chemical_name_systematic ; (1-benzyl-4,7-dimethyl-1,4,7-triazonane-N,N',N")-trichloro-indium(III) ; # C15H25N3 = BzMe2-tacn # 1-benzyl-4,7-dimethyl-1,4,7-triazonane (iLab defaults and selected options) # 1-benzyl-4,7-dimethyl-1,4,7-triazacyclononane (based on a tacn name) # N-benzyl-N',N"-dimethyl-1,4,7-triazacyclononane _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H25 Cl3 In N3' _chemical_formula_sum 'C15 H25 Cl3 In N3' _chemical_formula_weight 468.55 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' In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' 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 7.2893(15) _cell_length_b 15.026(4) _cell_length_c 18.528(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.924(15) _cell_angle_gamma 90.00 _cell_volume 1992.5(8) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4141 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.562 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944 _exptl_absorpt_coefficient_mu 1.588 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7458 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.0000 # scaled to Tmax=1.0 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius APEX II CCD camera on \k-goniostat' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19924 _diffrn_reflns_av_R_equivalents 0.0574 _diffrn_reflns_av_sigmaI/netI 0.0541 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 27.61 _reflns_number_total 4522 _reflns_number_gt 3610 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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 'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+13.0700P] 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 4522 _refine_ls_number_parameters 201 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0758 _refine_ls_R_factor_gt 0.0532 _refine_ls_wR_factor_ref 0.1073 _refine_ls_wR_factor_gt 0.0962 _refine_ls_goodness_of_fit_ref 1.114 _refine_ls_restrained_S_all 1.114 _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 In1 In 0.58153(5) 0.44591(2) 0.695809(19) 0.01888(11) Uani 1 1 d . . . Cl1 Cl 0.71699(17) 0.49391(8) 0.59124(7) 0.0224(3) Uani 1 1 d . . . Cl2 Cl 0.77351(18) 0.54437(9) 0.78519(7) 0.0284(3) Uani 1 1 d . . . Cl3 Cl 0.76901(17) 0.30966(9) 0.72197(7) 0.0259(3) Uani 1 1 d . . . N1 N 0.3922(6) 0.4116(3) 0.7789(2) 0.0262(10) Uani 1 1 d . . . N2 N 0.3357(6) 0.5477(3) 0.6658(2) 0.0242(9) Uani 1 1 d . . . N3 N 0.3398(6) 0.3611(3) 0.6237(2) 0.0209(9) Uani 1 1 d . . . C1 C 0.5028(8) 0.3792(4) 0.8494(3) 0.0309(13) Uani 1 1 d . . . H1A H 0.4193 0.3680 0.8842 0.046 Uiso 1 1 calc R . . H1B H 0.5956 0.4242 0.8698 0.046 Uiso 1 1 calc R . . H1C H 0.5666 0.3238 0.8409 0.046 Uiso 1 1 calc R . . C2 C 0.3047(8) 0.4987(4) 0.7919(3) 0.0305(13) Uani 1 1 d . . . H2A H 0.4021 0.5386 0.8191 0.037 Uiso 1 1 calc R . . H2B H 0.2106 0.4886 0.8232 0.037 Uiso 1 1 calc R . . C3 C 0.2110(8) 0.5446(4) 0.7214(3) 0.0326(13) Uani 1 1 d . . . H3A H 0.0947 0.5124 0.7003 0.039 Uiso 1 1 calc R . . H3B H 0.1766 0.6060 0.7328 0.039 Uiso 1 1 calc R . . C4 C 0.4059(8) 0.6388(4) 0.6591(3) 0.0298(13) Uani 1 1 d . . . H4A H 0.4938 0.6388 0.6251 0.045 Uiso 1 1 calc R . . H4B H 0.4697 0.6598 0.7074 0.045 Uiso 1 1 calc R . . H4C H 0.3009 0.6784 0.6403 0.045 Uiso 1 1 calc R . . C5 C 0.2355(7) 0.5169(4) 0.5929(3) 0.0270(12) Uani 1 1 d . . . H5A H 0.3165 0.5262 0.5563 0.032 Uiso 1 1 calc R . . H5B H 0.1217 0.5535 0.5778 0.032 Uiso 1 1 calc R . . C6 C 0.1802(7) 0.4203(4) 0.5922(3) 0.0250(12) Uani 1 1 d . . . H6A H 0.0795 0.4130 0.6208 0.030 Uiso 1 1 calc R . . H6B H 0.1301 0.4018 0.5410 0.030 Uiso 1 1 calc R . . C7 C 0.2488(8) 0.3446(4) 0.7462(3) 0.0300(13) Uani 1 1 d . . . H7A H 0.1263 0.3748 0.7330 0.036 Uiso 1 1 calc R . . H7B H 0.2382 0.2992 0.7839 0.036 Uiso 1 1 calc R . . C8 C 0.2911(8) 0.2982(4) 0.6784(3) 0.0262(12) Uani 1 1 d . . . H8A H 0.3963 0.2563 0.6935 0.031 Uiso 1 1 calc R . . H8B H 0.1806 0.2630 0.6553 0.031 Uiso 1 1 calc R . . C9 C 0.4167(7) 0.3146(3) 0.5639(3) 0.0219(11) Uani 1 1 d . . . H9A H 0.5336 0.2839 0.5866 0.026 Uiso 1 1 calc R . . H9B H 0.4495 0.3601 0.5299 0.026 Uiso 1 1 calc R . . C10 C 0.2878(7) 0.2473(4) 0.5194(3) 0.0223(11) Uani 1 1 d . . . C11 C 0.2837(8) 0.1595(4) 0.5430(3) 0.0312(13) Uani 1 1 d . . . H11 H 0.3612 0.1417 0.5878 0.037 Uiso 1 1 calc R . . C12 C 0.1668(9) 0.0973(4) 0.5012(3) 0.0395(15) Uani 1 1 d . . . H12 H 0.1638 0.0377 0.5181 0.047 Uiso 1 1 calc R . . C13 C 0.0559(8) 0.1219(4) 0.4359(3) 0.0346(14) Uani 1 1 d . . . H13 H -0.0237 0.0794 0.4077 0.042 Uiso 1 1 calc R . . C14 C 0.0604(8) 0.2077(4) 0.4115(3) 0.0288(13) Uani 1 1 d . . . H14 H -0.0162 0.2245 0.3662 0.035 Uiso 1 1 calc R . . C15 C 0.1757(7) 0.2705(4) 0.4523(3) 0.0241(11) Uani 1 1 d . . . H15 H 0.1783 0.3297 0.4344 0.029 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 In1 0.01430(18) 0.02422(19) 0.01722(17) -0.00064(15) 0.00069(12) -0.00184(15) Cl1 0.0205(6) 0.0266(7) 0.0203(6) 0.0014(5) 0.0041(5) -0.0009(5) Cl2 0.0222(6) 0.0359(8) 0.0260(6) -0.0085(6) 0.0013(5) -0.0062(6) Cl3 0.0195(6) 0.0290(7) 0.0268(6) 0.0056(5) -0.0015(5) 0.0003(5) N1 0.020(2) 0.038(3) 0.020(2) 0.000(2) 0.0029(17) -0.003(2) N2 0.024(2) 0.026(2) 0.023(2) -0.0017(19) 0.0042(17) 0.0029(19) N3 0.016(2) 0.025(2) 0.021(2) 0.0044(18) 0.0011(16) 0.0000(17) C1 0.029(3) 0.045(4) 0.017(3) 0.003(2) 0.002(2) -0.006(3) C2 0.023(3) 0.046(4) 0.022(3) -0.008(3) 0.003(2) -0.004(3) C3 0.021(3) 0.046(4) 0.032(3) -0.006(3) 0.008(2) 0.003(3) C4 0.030(3) 0.022(3) 0.037(3) -0.005(2) 0.004(2) 0.005(2) C5 0.020(3) 0.032(3) 0.026(3) -0.002(2) -0.004(2) 0.005(2) C6 0.014(2) 0.034(3) 0.023(3) -0.006(2) -0.0044(19) 0.003(2) C7 0.026(3) 0.041(3) 0.023(3) -0.001(3) 0.006(2) -0.011(3) C8 0.023(3) 0.029(3) 0.024(3) 0.003(2) 0.000(2) -0.009(2) C9 0.019(3) 0.021(3) 0.023(3) -0.002(2) -0.003(2) -0.002(2) C10 0.018(3) 0.025(3) 0.022(3) -0.003(2) 0.001(2) -0.001(2) C11 0.033(3) 0.031(3) 0.026(3) 0.001(2) -0.002(2) -0.007(3) C12 0.053(4) 0.029(3) 0.037(3) 0.001(3) 0.009(3) -0.019(3) C13 0.031(3) 0.047(4) 0.025(3) -0.012(3) 0.004(2) -0.018(3) C14 0.023(3) 0.039(3) 0.021(3) -0.010(2) -0.002(2) 0.000(2) C15 0.024(3) 0.025(3) 0.023(3) 0.001(2) 0.005(2) 0.003(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 In1 N1 2.312(4) . ? In1 N2 2.342(4) . ? In1 N3 2.371(4) . ? In1 Cl1 2.4443(13) . ? In1 Cl2 2.4518(14) . ? In1 Cl3 2.4581(14) . ? N1 C1 1.482(7) . ? N1 C7 1.494(7) . ? N1 C2 1.495(7) . ? N2 C4 1.475(7) . ? N2 C5 1.483(6) . ? N2 C3 1.498(7) . ? N3 C8 1.477(6) . ? N3 C6 1.492(6) . ? N3 C9 1.505(6) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.521(8) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.506(8) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.519(8) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.514(7) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.391(8) . ? C10 C15 1.397(7) . ? C11 C12 1.396(8) . ? C11 H11 0.9500 . ? C12 C13 1.373(8) . ? C12 H12 0.9500 . ? C13 C14 1.369(8) . ? C13 H13 0.9500 . ? C14 C15 1.388(7) . ? C14 H14 0.9500 . ? C15 H15 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 N1 In1 N2 77.13(16) . . ? N1 In1 N3 77.39(15) . . ? N2 In1 N3 76.32(15) . . ? N1 In1 Cl1 167.26(11) . . ? N2 In1 Cl1 91.43(11) . . ? N3 In1 Cl1 94.63(11) . . ? N1 In1 Cl2 91.20(12) . . ? N2 In1 Cl2 94.56(12) . . ? N3 In1 Cl2 166.65(11) . . ? Cl1 In1 Cl2 95.32(5) . . ? N1 In1 Cl3 93.60(12) . . ? N2 In1 Cl3 164.31(12) . . ? N3 In1 Cl3 89.40(11) . . ? Cl1 In1 Cl3 96.26(5) . . ? Cl2 In1 Cl3 98.31(5) . . ? C1 N1 C7 111.0(4) . . ? C1 N1 C2 108.9(4) . . ? C7 N1 C2 111.6(4) . . ? C1 N1 In1 111.5(3) . . ? C7 N1 In1 109.9(3) . . ? C2 N1 In1 103.8(3) . . ? C4 N2 C5 109.4(4) . . ? C4 N2 C3 110.6(4) . . ? C5 N2 C3 111.0(4) . . ? C4 N2 In1 111.3(3) . . ? C5 N2 In1 103.6(3) . . ? C3 N2 In1 110.7(3) . . ? C8 N3 C6 112.3(4) . . ? C8 N3 C9 112.3(4) . . ? C6 N3 C9 111.1(4) . . ? C8 N3 In1 101.9(3) . . ? C6 N3 In1 110.0(3) . . ? C9 N3 In1 108.9(3) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 113.2(4) . . ? N1 C2 H2A 108.9 . . ? C3 C2 H2A 108.9 . . ? N1 C2 H2B 108.9 . . ? C3 C2 H2B 108.9 . . ? H2A C2 H2B 107.8 . . ? N2 C3 C2 111.9(4) . . ? N2 C3 H3A 109.2 . . ? C2 C3 H3A 109.2 . . ? N2 C3 H3B 109.2 . . ? C2 C3 H3B 109.2 . . ? H3A C3 H3B 107.9 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 113.2(4) . . ? N2 C5 H5A 108.9 . . ? C6 C5 H5A 108.9 . . ? N2 C5 H5B 108.9 . . ? C6 C5 H5B 108.9 . . ? H5A C5 H5B 107.8 . . ? N3 C6 C5 112.6(4) . . ? N3 C6 H6A 109.1 . . ? C5 C6 H6A 109.1 . . ? N3 C6 H6B 109.1 . . ? C5 C6 H6B 109.1 . . ? H6A C6 H6B 107.8 . . ? N1 C7 C8 114.1(4) . . ? N1 C7 H7A 108.7 . . ? C8 C7 H7A 108.7 . . ? N1 C7 H7B 108.7 . . ? C8 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? N3 C8 C7 112.7(5) . . ? N3 C8 H8A 109.1 . . ? C7 C8 H8A 109.1 . . ? N3 C8 H8B 109.1 . . ? C7 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? N3 C9 C10 115.6(4) . . ? N3 C9 H9A 108.4 . . ? C10 C9 H9A 108.4 . . ? N3 C9 H9B 108.4 . . ? C10 C9 H9B 108.4 . . ? H9A C9 H9B 107.4 . . ? C11 C10 C15 118.2(5) . . ? C11 C10 C9 120.7(5) . . ? C15 C10 C9 121.1(5) . . ? C10 C11 C12 120.5(5) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C13 C12 C11 120.3(6) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C14 C13 C12 119.9(5) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C13 C14 C15 120.7(5) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C14 C15 C10 120.4(5) . . ? C14 C15 H15 119.8 . . ? C10 C15 H15 119.8 . . ? 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 C1 N1 C2 C3 171.7(4) . . . . ? C7 N1 C2 C3 -65.6(6) . . . . ? In1 N1 C2 C3 52.7(5) . . . . ? C4 N2 C3 C2 -107.1(5) . . . . ? C5 N2 C3 C2 131.3(5) . . . . ? In1 N2 C3 C2 16.8(6) . . . . ? N1 C2 C3 N2 -48.6(6) . . . . ? C4 N2 C5 C6 172.6(4) . . . . ? C3 N2 C5 C6 -65.1(6) . . . . ? In1 N2 C5 C6 53.7(5) . . . . ? C8 N3 C6 C5 131.4(5) . . . . ? C9 N3 C6 C5 -102.0(5) . . . . ? In1 N3 C6 C5 18.6(5) . . . . ? N2 C5 C6 N3 -51.0(6) . . . . ? C1 N1 C7 C8 -108.5(5) . . . . ? C2 N1 C7 C8 129.9(5) . . . . ? In1 N1 C7 C8 15.3(6) . . . . ? C6 N3 C8 C7 -64.9(6) . . . . ? C9 N3 C8 C7 169.0(4) . . . . ? In1 N3 C8 C7 52.7(5) . . . . ? N1 C7 C8 N3 -49.1(6) . . . . ? C8 N3 C9 C10 59.6(6) . . . . ? C6 N3 C9 C10 -67.0(5) . . . . ? In1 N3 C9 C10 171.7(3) . . . . ? N3 C9 C10 C11 -86.8(6) . . . . ? N3 C9 C10 C15 95.9(6) . . . . ? C15 C10 C11 C12 -1.6(8) . . . . ? C9 C10 C11 C12 -179.0(5) . . . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.61 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.747 _refine_diff_density_min -0.731 _refine_diff_density_rms 0.160 _database_code_depnum_ccdc_archive 'CCDC 926510' ####################################################################### # # 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_10wz1118 #TrackingRef 'Gp3_all10_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2010-12-04 _chemical_name_systematic ; tris(mu~2~-hydroxy)bis((1,4,7-trimethyl-1,4,7-triazacyclononane)- gallium(III)) bromide dichloromethane solvate ; # C9H21N3 = Me~3~-tacn # 1,4,7-trimethyl-1,4,7-triazacyclononane # N,N',N"-trimethyl-1,4,7-triazacyclononane # ACD iLab (defaults) gave 1,4,7-trimethyl-1,4,7-triazonane # ChemSpider also gave 1,4,7-trimethyl-1,4,7-triazonane & the cyclononane name _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H45 Ga2 N6 O3 3+, 3Br 1-, 3(C H2 Cl2)' _chemical_formula_sum 'C21 H51 Br3 Cl6 Ga2 N6 O3' _chemical_formula_structural '((C9 H21 N3)2 (O H)3 Ga2) (Br)3 (C H2 Cl2)3' _chemical_formula_weight 1027.55 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 63/m' _space_group_IT_number 176 _space_group_name_Hall '-P 6c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, z+1/2' 'y, -x+y, z+1/2' 'x-y, x, z+1/2' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' 'x, y, -z-1/2' '-y, x-y, -z-1/2' '-x+y, -x, -z-1/2' _cell_length_a 12.979(2) _cell_length_b 12.979(2) _cell_length_c 13.565(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1978.9(7) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 2969 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.03 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.724 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1024 _exptl_absorpt_coefficient_mu 4.826 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6954 # exptl Tmin _exptl_absorpt_correction_T_max 1.0000 # and Tmax _exptl_absorpt_process_details 'G.M. Sheldrick, (2007). SADABS. Version 2007/2. Bruker AXS Inc.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15378 _diffrn_reflns_av_R_equivalents 0.0740 _diffrn_reflns_av_sigmaI/netI 0.0357 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 25.99 _reflns_number_total 1356 _reflns_number_gt 1192 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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 'w=1/[\s^2^(Fo^2^)+(0.0332P)^2^+7.0338P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom (C-H) & difmap (O-H)' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1356 _refine_ls_number_parameters 72 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0542 _refine_ls_R_factor_gt 0.0436 _refine_ls_wR_factor_ref 0.0970 _refine_ls_wR_factor_gt 0.0912 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 Br1 Br 0.93101(8) 0.48393(9) 0.2500 0.0391(3) Uani 1 2 d S . . Ga1 Ga 0.6667 0.3333 0.65167(6) 0.0245(2) Uani 1 3 d S . . O1 O 0.6264(6) 0.2087(5) 0.7500 0.0331(16) Uani 1 2 d S . . H1 H 0.575(8) 0.148(7) 0.7500 0.02(2) Uiso 1 2 d S . . N1 N 0.7296(5) 0.4768(4) 0.5555(3) 0.0334(10) Uani 1 1 d . . . C1 C 0.6337(10) 0.4545(7) 0.4874(8) 0.084(4) Uani 1 1 d . . . H1A H 0.6226 0.5246 0.4887 0.101 Uiso 1 1 calc R . . H1B H 0.6598 0.4489 0.4200 0.101 Uiso 1 1 calc R . . C2 C 0.8298(9) 0.4751(7) 0.5040(8) 0.088(4) Uani 1 1 d . . . H2A H 0.8408 0.5149 0.4394 0.105 Uiso 1 1 calc R . . H2B H 0.9030 0.5240 0.5429 0.105 Uiso 1 1 calc R . . C3 C 0.7747(6) 0.5940(5) 0.6060(4) 0.0419(15) Uani 1 1 d . . . H3A H 0.8110 0.6582 0.5574 0.063 Uiso 1 1 calc R . . H3B H 0.8342 0.6043 0.6554 0.063 Uiso 1 1 calc R . . H3C H 0.7084 0.5962 0.6385 0.063 Uiso 1 1 calc R . . Cl1 Cl 0.9093(2) 0.1240(3) 0.35775(18) 0.0836(7) Uani 1 1 d . . . C4 C 0.8743(11) 0.1736(11) 0.2500 0.062(3) Uani 1 2 d S . . H4A H 0.7881 0.1462 0.2500 0.074 Uiso 1 2 calc SR . . H4B H 0.9178 0.2616 0.2500 0.074 Uiso 1 2 calc SR . . 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 Br1 0.0337(5) 0.0546(6) 0.0228(4) 0.000 0.000 0.0174(4) Ga1 0.0291(3) 0.0291(3) 0.0152(4) 0.000 0.000 0.01456(16) O1 0.045(4) 0.022(3) 0.025(3) 0.000 0.000 0.011(3) N1 0.046(3) 0.035(3) 0.0156(19) 0.0020(19) 0.003(2) 0.018(2) C1 0.119(8) 0.045(5) 0.078(7) -0.007(4) -0.074(7) 0.033(5) C2 0.100(8) 0.048(5) 0.093(8) 0.008(5) 0.074(7) 0.021(6) C3 0.057(4) 0.033(3) 0.033(3) 0.000(3) 0.001(3) 0.020(3) Cl1 0.0944(19) 0.101(2) 0.0688(14) -0.0012(15) -0.0059(14) 0.0589(16) C4 0.061(8) 0.072(8) 0.068(7) 0.000 0.000 0.045(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ga1 O1 1.955(4) 2_655 ? Ga1 O1 1.955(4) . ? Ga1 O1 1.955(4) 3_665 ? Ga1 N1 2.078(4) 3_665 ? Ga1 N1 2.078(4) 2_655 ? Ga1 N1 2.078(4) . ? Ga1 Ga1 2.6677(19) 10_557 ? O1 Ga1 1.955(4) 10_557 ? O1 H1 0.74(8) . ? N1 C1 1.458(9) . ? N1 C2 1.486(10) . ? N1 C3 1.495(7) . ? C1 C2 1.377(11) 2_655 ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C1 1.377(11) 3_665 ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? Cl1 C4 1.746(6) . ? C4 Cl1 1.746(6) 10_556 ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ga1 O1 78.58(18) 2_655 . ? O1 Ga1 O1 78.58(18) 2_655 3_665 ? O1 Ga1 O1 78.58(18) . 3_665 ? O1 Ga1 N1 102.2(2) 2_655 3_665 ? O1 Ga1 N1 94.70(19) . 3_665 ? O1 Ga1 N1 173.0(2) 3_665 3_665 ? O1 Ga1 N1 173.0(2) 2_655 2_655 ? O1 Ga1 N1 102.2(2) . 2_655 ? O1 Ga1 N1 94.7(2) 3_665 2_655 ? N1 Ga1 N1 84.73(18) 3_665 2_655 ? O1 Ga1 N1 94.7(2) 2_655 . ? O1 Ga1 N1 173.0(2) . . ? O1 Ga1 N1 102.2(2) 3_665 . ? N1 Ga1 N1 84.73(18) 3_665 . ? N1 Ga1 N1 84.73(18) 2_655 . ? O1 Ga1 Ga1 46.99(12) 2_655 10_557 ? O1 Ga1 Ga1 46.99(12) . 10_557 ? O1 Ga1 Ga1 46.99(12) 3_665 10_557 ? N1 Ga1 Ga1 128.92(12) 3_665 10_557 ? N1 Ga1 Ga1 128.92(12) 2_655 10_557 ? N1 Ga1 Ga1 128.92(12) . 10_557 ? Ga1 O1 Ga1 86.0(2) 10_557 . ? Ga1 O1 H1 128(4) 10_557 . ? Ga1 O1 H1 128(4) . . ? C1 N1 C2 111.5(7) . . ? C1 N1 C3 110.7(6) . . ? C2 N1 C3 109.3(5) . . ? C1 N1 Ga1 107.8(5) . . ? C2 N1 Ga1 103.7(5) . . ? C3 N1 Ga1 113.7(3) . . ? C2 C1 N1 117.1(8) 2_655 . ? C2 C1 H1A 108.0 2_655 . ? N1 C1 H1A 108.0 . . ? C2 C1 H1B 108.0 2_655 . ? N1 C1 H1B 108.0 . . ? H1A C1 H1B 107.3 . . ? C1 C2 N1 117.8(7) 3_665 . ? C1 C2 H2A 107.9 3_665 . ? N1 C2 H2A 107.9 . . ? C1 C2 H2B 107.9 3_665 . ? N1 C2 H2B 107.9 . . ? H2A C2 H2B 107.2 . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? Cl1 C4 Cl1 113.7(6) 10_556 . ? Cl1 C4 H4A 108.8 10_556 . ? Cl1 C4 H4A 108.8 . . ? Cl1 C4 H4B 108.8 10_556 . ? Cl1 C4 H4B 108.8 . . ? H4A C4 H4B 107.7 . . ? 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 N1 -26.9(17) . . 2_655 2_655 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.527 _refine_diff_density_min -0.442 _refine_diff_density_rms 0.109 _database_code_depnum_ccdc_archive 'CCDC 926511' ####################################################################### # # 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_12gws016k #TrackingRef 'Gp3_all10_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2012-10-30 _chemical_name_systematic ; tris(tetramethylammonium) (mu~2~-trifluoro-hexafluorodialuminate) ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '3(C4 H12 N 1+), Al2 F9 3-' _chemical_formula_sum 'C12 H36 Al2 F9 N3' _chemical_formula_weight 447.40 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 63/m' _space_group_IT_number 176 _space_group_name_Hall '-P 6c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, z+1/2' 'y, -x+y, z+1/2' 'x-y, x, z+1/2' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' 'x, y, -z-1/2' '-y, x-y, -z-1/2' '-x+y, -x, -z-1/2' _cell_length_a 7.997(5) _cell_length_b 7.997(5) _cell_length_c 18.178(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1006.8(10) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1016 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 0.227 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.728 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details ;Jacobson, R.A. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, HF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ SuperBright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4622 _diffrn_reflns_av_R_equivalents 0.0643 _diffrn_reflns_av_sigmaI/netI 0.0503 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 27.46 _reflns_number_total 799 _reflns_number_gt 596 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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 'w=1/[\s^2^(Fo^2^)+(0.0592P)^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 # noref on C4 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 799 _refine_ls_number_parameters 49 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1073 _refine_ls_wR_factor_gt 0.0980 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 Al1 Al 0.6667 0.3333 0.67565(5) 0.0144(3) Uani 1 3 d S . . F1 F 0.81158(16) 0.54572(16) 0.62756(6) 0.0235(3) Uani 1 1 d . . . F2 F 0.6002(2) 0.4594(2) 0.7500 0.0171(4) Uani 1 2 d S . . N1 N 0.6667 0.3333 0.41973(14) 0.0201(6) Uani 1 3 d S . . C1 C 0.6667 0.3333 0.33767(17) 0.0250(8) Uani 1 3 d S . . H1A H 0.7992 0.3864 0.3197 0.038 Uiso 0.33 1 calc PR . . H1B H 0.6136 0.4128 0.3197 0.038 Uiso 0.33 1 calc PR . . H1C H 0.5872 0.2008 0.3197 0.038 Uiso 0.33 1 calc PR . . C2 C 0.7959(3) 0.5345(3) 0.44673(11) 0.0250(5) Uani 1 1 d . . . H2A H 0.9274 0.5813 0.4287 0.037 Uiso 1 1 calc R . . H2B H 0.7962 0.5352 0.5006 0.037 Uiso 1 1 calc R . . H2C H 0.7487 0.6188 0.4286 0.037 Uiso 1 1 calc R . . N2 N 1.0000 0.0000 0.2728(3) 0.0179(12) Uani 0.50 3 d SP . . C3 C 1.0000 0.0000 0.3542(4) 0.0214(14) Uani 0.50 3 d SP . . H3A H 0.8666 -0.0660 0.3722 0.032 Uiso 0.17 1 calc PR . . H3B H 1.0674 0.1334 0.3722 0.032 Uiso 0.17 1 calc PR . . H3C H 1.0660 -0.0674 0.3722 0.032 Uiso 0.17 1 calc PR . . C4 C 0.9157(4) 0.1182(4) 0.2500 0.0248(7) Uani 1 2 d S . . H4A H 0.9121 0.1226 0.1962 0.041 Uiso 0.50 1 d P . . H4B H 0.9935 0.2497 0.2693 0.041 Uiso 0.50 1 d P . . H4C H 0.7834 0.0615 0.2693 0.041 Uiso 0.50 1 d P . . 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 Al1 0.0169(4) 0.0169(4) 0.0093(4) 0.000 0.000 0.00845(18) F1 0.0289(7) 0.0219(7) 0.0147(6) 0.0041(4) 0.0028(4) 0.0090(5) F2 0.0218(9) 0.0206(9) 0.0132(7) 0.000 0.000 0.0138(7) N1 0.0255(10) 0.0255(10) 0.0094(12) 0.000 0.000 0.0128(5) C1 0.0333(13) 0.0333(13) 0.0084(15) 0.000 0.000 0.0167(7) C2 0.0289(12) 0.0254(11) 0.0172(9) -0.0017(8) -0.0003(8) 0.0110(10) N2 0.0139(15) 0.0139(15) 0.026(3) 0.000 0.000 0.0070(8) C3 0.020(2) 0.020(2) 0.023(3) 0.000 0.000 0.0102(11) C4 0.0215(16) 0.0188(15) 0.0365(16) 0.000 0.000 0.0119(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 F1 1.7389(14) 3_665 ? Al1 F1 1.7389(14) . ? Al1 F1 1.7389(14) 2_655 ? Al1 F2 1.9136(14) 3_665 ? Al1 F2 1.9136(14) 2_655 ? Al1 F2 1.9136(14) . ? Al1 Al1 2.703(2) 10_557 ? F2 Al1 1.9136(14) 10_557 ? N1 C1 1.492(4) . ? N1 C2 1.495(2) 3_665 ? N1 C2 1.495(2) . ? N1 C2 1.495(2) 2_655 ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? N2 C4 1.469(3) 2_645 ? N2 C4 1.469(3) 3_765 ? N2 C4 1.469(3) . ? N2 C3 1.479(8) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 N2 1.469(3) 10_556 ? C4 H4A 0.9803 . ? C4 H4B 0.9809 . ? C4 H4C 0.9839 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag # N2 C4 N2 32.8(4) 10_556 . ? F1 Al1 F1 96.94(6) 3_665 . ? F1 Al1 F1 96.94(6) 3_665 2_655 ? F1 Al1 F1 96.94(6) . 2_655 ? F1 Al1 F2 93.76(6) 3_665 3_665 ? F1 Al1 F2 91.89(6) . 3_665 ? F1 Al1 F2 165.19(6) 2_655 3_665 ? F1 Al1 F2 91.89(6) 3_665 2_655 ? F1 Al1 F2 165.19(6) . 2_655 ? F1 Al1 F2 93.76(6) 2_655 2_655 ? F2 Al1 F2 75.63(7) 3_665 2_655 ? F1 Al1 F2 165.19(6) 3_665 . ? F1 Al1 F2 93.76(6) . . ? F1 Al1 F2 91.89(6) 2_655 . ? F2 Al1 F2 75.63(7) 3_665 . ? F2 Al1 F2 75.63(7) 2_655 . ? F1 Al1 Al1 120.18(5) 3_665 10_557 ? F1 Al1 Al1 120.18(5) . 10_557 ? F1 Al1 Al1 120.18(5) 2_655 10_557 ? F2 Al1 Al1 45.07(4) 3_665 10_557 ? F2 Al1 Al1 45.07(4) 2_655 10_557 ? F2 Al1 Al1 45.07(4) . 10_557 ? Al1 F2 Al1 89.86(8) . 10_557 ? C1 N1 C2 109.17(12) . 3_665 ? C1 N1 C2 109.17(12) . . ? C2 N1 C2 109.77(12) 3_665 . ? C1 N1 C2 109.17(12) . 2_655 ? C2 N1 C2 109.77(12) 3_665 2_655 ? C2 N1 C2 109.77(12) . 2_655 ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 N2 C4 112.34(17) 2_645 3_765 ? C4 N2 C4 112.34(17) 2_645 . ? C4 N2 C4 112.34(17) 3_765 . ? C4 N2 C3 106.42(19) 2_645 . ? C4 N2 C3 106.42(19) 3_765 . ? C4 N2 C3 106.42(19) . . ? N2 C3 H3A 109.5 . . ? N2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N2 C4 H4A 76.9 10_556 . ? N2 C4 H4A 109.7 . . ? N2 C4 H4B 122.8 10_556 . ? N2 C4 H4B 109.9 . . ? H4A C4 H4B 109.4 . . ? N2 C4 H4C 122.6 10_556 . ? N2 C4 H4C 109.7 . . ? H4A C4 H4C 109.1 . . ? H4B C4 H4C 109.1 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.346 _refine_diff_density_min -0.337 _refine_diff_density_rms 0.067 #===END OF CIF ============================================================== # # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set. # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # #===END OF FILE ============================================================= _database_code_depnum_ccdc_archive 'CCDC 926512'