# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Darrin Richeson' _publ_contact_author_email DARRIN@SCIENCE.UOTTAWA.CA _publ_section_title ; Disproportionation and radical formation in the coordination of "GaI" with bis(imino)pyridines. ; loop_ _publ_author_name 'Darrin Richeson' 'Tara J Burchell' 'Karl Dawson' 'Titel Jurca' 'Ian Mallov' 'Glenn P A Yap' # Attachment 'compound_4.cif' # compound 4 data_darr039 _database_code_depnum_ccdc_archive 'CCDC 738765' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H58 Cl9 Ga2 I6 N3' _chemical_formula_weight 1920.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 20.582(8) _cell_length_b 16.057(7) _cell_length_c 22.528(9) _cell_angle_alpha 90.00 _cell_angle_beta 113.432(6) _cell_angle_gamma 90.00 _cell_volume 6831(5) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 1009 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 28.10 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.868 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3648 _exptl_absorpt_coefficient_mu 3.885 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6084 _exptl_absorpt_correction_T_max 0.7463 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; Data collection is performed with four batch runs at \f = 0.00 \% (600 frames), at \f = 90.00 \% (600 frames), at \f = 180 \% (600 frames) and at \f = 270 \% (600 frames). Frame width = 0.30 \& in \w. Data is merged, corrected for decay, and treated with multi-scan absorption corrections. ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS APEX diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 836.6 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 1 _diffrn_reflns_number 91640 _diffrn_reflns_av_R_equivalents 0.0483 _diffrn_reflns_av_sigmaI/netI 0.0343 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 28.29 _reflns_number_total 16908 _reflns_number_gt 13627 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2001)' _computing_publication_material 'SHELXTL (Sheldrick, 2001)' _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. Small solvent accessible voids were observed in the crystal packing however no significant electron density can be modeled as chemically reasonable solvent molecules. The final difference map has a large 4.8 e/\%A^-3^ feature which was located 0.74 \%A to I(6) and was ignored as noise perhaps introduced by less-than-ideal absorption corrections. ; _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^)+(0.1148P)^2^+47.5011P] 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 16908 _refine_ls_number_parameters 643 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0790 _refine_ls_R_factor_gt 0.0638 _refine_ls_wR_factor_ref 0.1969 _refine_ls_wR_factor_gt 0.1792 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _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 Ga1 Ga 0.15317(3) 0.27796(4) 0.32616(3) 0.02242(14) Uani 1 1 d . . . Ga2 Ga 0.37398(4) 0.50384(6) 0.79631(4) 0.03371(18) Uani 1 1 d . . . Cl1 Cl 0.26560(18) 0.1541(4) 0.53591(15) 0.1072(15) Uani 1 1 d . . . Cl2 Cl 0.2964(2) 0.2106(2) 0.66410(17) 0.0882(10) Uani 1 1 d . . . Cl3 Cl 0.3632(2) 0.0625(3) 0.64634(16) 0.0874(10) Uani 1 1 d . . . Cl4 Cl 0.3076(5) 0.7898(7) 0.6889(5) 0.251(6) Uani 1 1 d . . . Cl5 Cl 0.1697(4) 0.7432(4) 0.6129(4) 0.175(3) Uani 1 1 d . . . Cl6 Cl 0.2408(5) 0.8531(5) 0.5615(4) 0.187(3) Uani 1 1 d . . . Cl7 Cl 0.6351(14) 1.0185(7) 0.5218(5) 0.439(15) Uani 1 1 d . . . Cl8 Cl 0.7271(3) 1.0086(4) 0.6452(5) 0.164(3) Uani 1 1 d . . . Cl9 Cl 0.5891(4) 0.9444(5) 0.6115(5) 0.203(4) Uani 1 1 d . . . I1 I 0.28291(2) 0.24434(3) 0.39300(2) 0.03155(12) Uani 1 1 d . . . I2 I 0.12940(3) 0.41267(3) 0.26493(2) 0.03622(12) Uani 1 1 d . . . I3 I 0.41116(3) 0.36304(3) 0.76971(3) 0.04019(13) Uani 1 1 d . . . I4 I 0.24176(3) 0.52012(5) 0.73584(3) 0.05752(19) Uani 1 1 d . . . I5 I 0.44097(3) 0.62090(3) 0.76854(3) 0.04233(14) Uani 1 1 d . . . I6 I 0.40678(3) 0.50458(4) 0.91813(3) 0.04931(16) Uani 1 1 d . . . N1 N 0.1367(3) 0.1953(3) 0.2446(2) 0.0211(9) Uani 1 1 d . . . N2 N 0.1068(3) 0.1758(3) 0.3440(2) 0.0242(10) Uani 1 1 d . . . N3 N 0.1228(3) 0.3166(3) 0.4030(2) 0.0247(10) Uani 1 1 d . . . C1 C 0.0989(4) 0.2386(4) 0.1281(3) 0.0296(13) Uani 1 1 d . . . C2 C 0.1256(4) 0.2577(5) 0.0811(3) 0.0355(15) Uani 1 1 d . . . H2A H 0.0927 0.2701 0.0385 0.043 Uiso 1 1 calc R . . C3 C 0.1969(4) 0.2596(5) 0.0933(4) 0.0359(15) Uani 1 1 d . . . H3A H 0.2110 0.2727 0.0590 0.043 Uiso 1 1 calc R . . C4 C 0.2488(4) 0.2426(4) 0.1549(3) 0.0277(13) Uani 1 1 d . . . C5 C 0.2228(3) 0.2230(4) 0.2020(3) 0.0255(12) Uani 1 1 d . . . H5A H 0.2558 0.2119 0.2448 0.031 Uiso 1 1 calc R . . C6 C 0.1517(3) 0.2191(4) 0.1893(3) 0.0231(11) Uani 1 1 d . . . C7 C 0.0171(4) 0.2433(5) 0.1060(4) 0.0351(15) Uani 1 1 d . . . C8 C -0.0112(4) 0.2290(5) 0.1581(4) 0.0358(15) Uani 1 1 d . . . H8A H -0.0629 0.2340 0.1391 0.054 Uiso 1 1 calc R . . H8B H 0.0089 0.2706 0.1924 0.054 Uiso 1 1 calc R . . H8C H 0.0021 0.1731 0.1764 0.054 Uiso 1 1 calc R . . C9 C -0.0168(5) 0.1774(7) 0.0530(4) 0.049(2) Uani 1 1 d . . . H9A H -0.0684 0.1795 0.0383 0.074 Uiso 1 1 calc R . . H9B H 0.0002 0.1220 0.0705 0.074 Uiso 1 1 calc R . . H9C H -0.0037 0.1887 0.0164 0.074 Uiso 1 1 calc R . . C10 C -0.0083(5) 0.3300(6) 0.0764(4) 0.048(2) Uani 1 1 d . . . H10A H -0.0596 0.3344 0.0637 0.072 Uiso 1 1 calc R . . H10B H 0.0027 0.3376 0.0383 0.072 Uiso 1 1 calc R . . H10C H 0.0157 0.3730 0.1085 0.072 Uiso 1 1 calc R . . C11 C 0.3280(4) 0.2440(5) 0.1710(4) 0.0335(15) Uani 1 1 d . . . C12 C 0.3648(4) 0.2996(6) 0.2307(4) 0.0426(18) Uani 1 1 d . . . H12A H 0.3439 0.3554 0.2221 0.064 Uiso 1 1 calc R . . H12B H 0.4154 0.3032 0.2399 0.064 Uiso 1 1 calc R . . H12C H 0.3585 0.2755 0.2680 0.064 Uiso 1 1 calc R . . C13 C 0.3564(5) 0.1548(6) 0.1851(5) 0.051(2) Uani 1 1 d . . . H13A H 0.3275 0.1182 0.1495 0.077 Uiso 1 1 calc R . . H13B H 0.3541 0.1355 0.2255 0.077 Uiso 1 1 calc R . . H13C H 0.4056 0.1535 0.1893 0.077 Uiso 1 1 calc R . . C14 C 0.3443(5) 0.2783(7) 0.1150(4) 0.051(2) Uani 1 1 d . . . H14A H 0.3246 0.2408 0.0777 0.077 Uiso 1 1 calc R . . H14B H 0.3957 0.2822 0.1284 0.077 Uiso 1 1 calc R . . H14C H 0.3232 0.3336 0.1030 0.077 Uiso 1 1 calc R . . C15 C 0.1193(3) 0.1209(4) 0.2523(3) 0.0224(11) Uani 1 1 d . . . C16 C 0.1649(4) 0.0242(4) 0.1896(3) 0.0286(13) Uani 1 1 d . . . H16A H 0.2088 0.0531 0.2057 0.034 Uiso 1 1 calc R . . C17 C 0.1551(4) -0.0434(5) 0.1487(4) 0.0354(15) Uani 1 1 d . . . H17A H 0.1923 -0.0611 0.1368 0.043 Uiso 1 1 calc R . . C18 C 0.0906(4) -0.0854(5) 0.1250(3) 0.0365(16) Uani 1 1 d . . . H18A H 0.0841 -0.1315 0.0968 0.044 Uiso 1 1 calc R . . C19 C 0.0358(4) -0.0604(5) 0.1421(4) 0.0353(15) Uani 1 1 d . . . H19A H -0.0083 -0.0888 0.1250 0.042 Uiso 1 1 calc R . . C20 C 0.0455(3) 0.0061(4) 0.1842(3) 0.0286(13) Uani 1 1 d . . . H20A H 0.0087 0.0219 0.1974 0.034 Uiso 1 1 calc R . . C21 C 0.1098(3) 0.0498(4) 0.2073(3) 0.0241(11) Uani 1 1 d . . . C22 C 0.1064(3) 0.1065(4) 0.3122(3) 0.0233(11) Uani 1 1 d . . . C23 C 0.0973(3) 0.0285(4) 0.3352(3) 0.0275(12) Uani 1 1 d . . . H23A H 0.0974 -0.0210 0.3121 0.033 Uiso 1 1 calc R . . C24 C 0.0880(4) 0.0259(4) 0.3930(3) 0.0308(14) Uani 1 1 d . . . H24A H 0.0820 -0.0261 0.4103 0.037 Uiso 1 1 calc R . . C25 C 0.0874(4) 0.0989(4) 0.4254(3) 0.0297(13) Uani 1 1 d . . . H25A H 0.0805 0.0977 0.4646 0.036 Uiso 1 1 calc R . . C26 C 0.0971(3) 0.1738(4) 0.3996(3) 0.0272(12) Uani 1 1 d . . . C27 C 0.1014(3) 0.2575(4) 0.4301(3) 0.0253(12) Uani 1 1 d . . . C28 C 0.0157(5) 0.2317(5) 0.4806(4) 0.0391(17) Uani 1 1 d . . . H28A H -0.0139 0.2045 0.4418 0.047 Uiso 1 1 calc R . . C29 C -0.0052(6) 0.2372(6) 0.5316(5) 0.051(2) Uani 1 1 d . . . H29A H -0.0496 0.2149 0.5274 0.061 Uiso 1 1 calc R . . C30 C 0.0379(6) 0.2746(5) 0.5880(5) 0.053(2) Uani 1 1 d . . . H30A H 0.0233 0.2782 0.6229 0.063 Uiso 1 1 calc R . . C31 C 0.1027(6) 0.3075(6) 0.5946(4) 0.056(2) Uani 1 1 d . . . H31A H 0.1325 0.3331 0.6341 0.067 Uiso 1 1 calc R . . C32 C 0.1240(5) 0.3028(5) 0.5428(3) 0.0393(17) Uani 1 1 d . . . H32A H 0.1684 0.3249 0.5471 0.047 Uiso 1 1 calc R . . C33 C 0.0800(4) 0.2658(5) 0.4857(3) 0.0329(14) Uani 1 1 d . . . C34 C 0.1307(3) 0.4012(4) 0.4272(3) 0.0239(12) Uani 1 1 d . . . C35 C 0.0740(3) 0.4565(4) 0.4147(3) 0.0258(12) Uani 1 1 d . . . C36 C 0.0942(3) 0.5338(4) 0.4464(3) 0.0284(13) Uani 1 1 d . . . H36A H 0.0582 0.5740 0.4404 0.034 Uiso 1 1 calc R . . C37 C 0.1635(4) 0.5549(4) 0.4860(3) 0.0285(13) Uani 1 1 d . . . H37A H 0.1731 0.6075 0.5071 0.034 Uiso 1 1 calc R . . C38 C 0.2186(3) 0.5001(4) 0.4949(3) 0.0268(12) Uani 1 1 d . . . C39 C 0.2007(3) 0.4232(4) 0.4640(3) 0.0268(12) Uani 1 1 d . . . H39A H 0.2373 0.3846 0.4683 0.032 Uiso 1 1 calc R . . C40 C -0.0050(3) 0.4459(4) 0.3699(3) 0.0261(12) Uani 1 1 d . . . C41 C -0.0250(4) 0.3639(4) 0.3315(3) 0.0318(14) Uani 1 1 d . . . H41A H -0.0738 0.3675 0.2993 0.048 Uiso 1 1 calc R . . H41B H -0.0210 0.3177 0.3612 0.048 Uiso 1 1 calc R . . H41C H 0.0071 0.3544 0.3096 0.048 Uiso 1 1 calc R . . C42 C -0.0486(4) 0.4517(5) 0.4119(3) 0.0347(15) Uani 1 1 d . . . H42A H -0.0989 0.4440 0.3845 0.052 Uiso 1 1 calc R . . H42B H -0.0416 0.5066 0.4326 0.052 Uiso 1 1 calc R . . H42C H -0.0331 0.4083 0.4452 0.052 Uiso 1 1 calc R . . C43 C -0.0261(4) 0.5163(5) 0.3201(3) 0.0334(14) Uani 1 1 d . . . H43A H -0.0769 0.5130 0.2934 0.050 Uiso 1 1 calc R . . H43B H 0.0004 0.5109 0.2924 0.050 Uiso 1 1 calc R . . H43C H -0.0151 0.5700 0.3425 0.050 Uiso 1 1 calc R . . C44 C 0.2962(3) 0.5211(5) 0.5376(3) 0.0304(14) Uani 1 1 d . . . C45 C 0.3046(5) 0.6061(7) 0.5684(5) 0.058(2) Uani 1 1 d . . . H45A H 0.2781 0.6081 0.5962 0.086 Uiso 1 1 calc R . . H45B H 0.2863 0.6486 0.5346 0.086 Uiso 1 1 calc R . . H45C H 0.3549 0.6166 0.5946 0.086 Uiso 1 1 calc R . . C46 C 0.3389(5) 0.5184(7) 0.4954(5) 0.055(2) Uani 1 1 d . . . H46A H 0.3375 0.4619 0.4785 0.082 Uiso 1 1 calc R . . H46B H 0.3881 0.5340 0.5214 0.082 Uiso 1 1 calc R . . H46C H 0.3184 0.5575 0.4593 0.082 Uiso 1 1 calc R . . C47 C 0.3254(5) 0.4568(7) 0.5922(4) 0.053(2) Uani 1 1 d . . . H47A H 0.2922 0.4503 0.6132 0.080 Uiso 1 1 calc R . . H47B H 0.3713 0.4758 0.6240 0.080 Uiso 1 1 calc R . . H47C H 0.3314 0.4032 0.5742 0.080 Uiso 1 1 calc R . . C49 C 0.2848(6) 0.1237(8) 0.6154(5) 0.064(3) Uani 1 1 d . . . H49A H 0.2444 0.0901 0.6166 0.077 Uiso 1 1 calc R . . C50 C 0.2299(12) 0.8176(15) 0.6370(11) 0.141(8) Uani 1 1 d . . . H50A H 0.2119 0.8649 0.6551 0.169 Uiso 1 1 calc R . . C51 C 0.6452(12) 1.012(2) 0.5951(10) 0.162(11) Uani 1 1 d . . . H51A H 0.6294 1.0676 0.6037 0.195 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 0.0211(3) 0.0247(3) 0.0231(3) 0.0008(2) 0.0105(2) -0.0009(2) Ga2 0.0237(3) 0.0474(5) 0.0286(4) -0.0047(3) 0.0089(3) 0.0043(3) Cl1 0.0591(17) 0.211(5) 0.0465(14) 0.017(2) 0.0157(13) 0.026(2) Cl2 0.097(2) 0.084(2) 0.0688(18) 0.0006(16) 0.0171(17) -0.0104(19) Cl3 0.086(2) 0.112(3) 0.0659(17) 0.0276(18) 0.0330(16) 0.016(2) Cl4 0.200(8) 0.234(9) 0.207(8) -0.060(7) -0.039(7) 0.112(8) Cl5 0.145(5) 0.146(5) 0.266(9) -0.056(6) 0.113(6) 0.006(4) Cl6 0.207(8) 0.187(7) 0.201(7) 0.022(6) 0.118(7) 0.066(6) Cl7 0.97(5) 0.184(9) 0.158(8) -0.049(7) 0.220(17) 0.037(16) Cl8 0.095(3) 0.113(4) 0.267(9) -0.006(5) 0.055(5) -0.001(3) Cl9 0.127(5) 0.162(6) 0.291(10) -0.087(7) 0.054(6) 0.000(5) I1 0.0250(2) 0.0357(2) 0.0340(2) 0.00142(17) 0.01179(17) -0.00082(16) I2 0.0434(3) 0.0325(2) 0.0371(2) 0.00329(18) 0.0206(2) 0.00218(19) I3 0.0352(2) 0.0444(3) 0.0429(3) -0.0062(2) 0.0176(2) 0.0022(2) I4 0.0240(2) 0.0955(5) 0.0491(3) -0.0010(3) 0.0103(2) 0.0080(3) I5 0.0359(3) 0.0409(3) 0.0502(3) -0.0033(2) 0.0171(2) 0.0036(2) I6 0.0493(3) 0.0678(4) 0.0290(2) -0.0102(2) 0.0137(2) 0.0072(3) N1 0.022(2) 0.025(2) 0.020(2) 0.0026(18) 0.0111(19) 0.0011(19) N2 0.023(2) 0.031(3) 0.020(2) 0.002(2) 0.0103(19) -0.001(2) N3 0.022(2) 0.029(3) 0.022(2) 0.002(2) 0.0075(19) 0.006(2) C1 0.029(3) 0.034(3) 0.027(3) 0.002(3) 0.013(3) 0.001(3) C2 0.035(4) 0.048(4) 0.023(3) 0.004(3) 0.012(3) 0.002(3) C3 0.040(4) 0.045(4) 0.030(3) 0.000(3) 0.022(3) -0.006(3) C4 0.029(3) 0.029(3) 0.030(3) -0.006(2) 0.017(3) -0.008(2) C5 0.026(3) 0.027(3) 0.026(3) -0.003(2) 0.013(2) -0.004(2) C6 0.027(3) 0.024(3) 0.023(3) -0.001(2) 0.014(2) -0.005(2) C7 0.024(3) 0.047(4) 0.032(3) 0.007(3) 0.008(3) 0.002(3) C8 0.022(3) 0.044(4) 0.038(4) 0.002(3) 0.010(3) 0.003(3) C9 0.037(4) 0.070(6) 0.033(4) 0.000(4) 0.005(3) -0.014(4) C10 0.036(4) 0.058(5) 0.049(5) 0.019(4) 0.015(4) 0.010(4) C11 0.031(3) 0.041(4) 0.035(3) -0.008(3) 0.020(3) -0.004(3) C12 0.036(4) 0.056(5) 0.041(4) -0.012(4) 0.021(3) -0.015(3) C13 0.044(5) 0.052(5) 0.070(6) -0.006(4) 0.035(4) 0.007(4) C14 0.046(5) 0.075(6) 0.047(5) -0.004(4) 0.034(4) -0.017(4) C15 0.020(3) 0.025(3) 0.023(3) 0.001(2) 0.009(2) 0.000(2) C16 0.027(3) 0.030(3) 0.032(3) -0.003(3) 0.015(3) -0.002(2) C17 0.040(4) 0.035(4) 0.035(4) -0.001(3) 0.019(3) 0.007(3) C18 0.042(4) 0.036(4) 0.026(3) -0.007(3) 0.006(3) 0.005(3) C19 0.030(3) 0.035(4) 0.033(3) -0.002(3) 0.005(3) -0.001(3) C20 0.023(3) 0.026(3) 0.034(3) 0.000(2) 0.008(3) 0.000(2) C21 0.023(3) 0.027(3) 0.023(3) 0.000(2) 0.009(2) 0.001(2) C22 0.019(3) 0.029(3) 0.023(3) 0.000(2) 0.008(2) -0.002(2) C23 0.029(3) 0.029(3) 0.026(3) 0.002(2) 0.013(2) 0.000(2) C24 0.033(3) 0.032(3) 0.031(3) 0.008(3) 0.016(3) -0.001(3) C25 0.032(3) 0.035(3) 0.025(3) 0.002(3) 0.016(3) 0.000(3) C26 0.023(3) 0.036(3) 0.025(3) 0.002(3) 0.012(2) 0.001(2) C27 0.022(3) 0.033(3) 0.024(3) 0.001(2) 0.012(2) 0.004(2) C28 0.050(4) 0.039(4) 0.042(4) 0.012(3) 0.032(4) 0.006(3) C29 0.068(6) 0.043(5) 0.066(6) 0.014(4) 0.054(5) 0.012(4) C30 0.092(7) 0.039(4) 0.050(5) 0.015(4) 0.053(5) 0.017(4) C31 0.091(8) 0.049(5) 0.035(4) 0.001(4) 0.033(5) 0.010(5) C32 0.055(5) 0.042(4) 0.026(3) 0.001(3) 0.021(3) 0.000(3) C33 0.044(4) 0.035(4) 0.027(3) 0.002(3) 0.022(3) 0.005(3) C34 0.023(3) 0.029(3) 0.020(3) 0.000(2) 0.010(2) -0.002(2) C35 0.022(3) 0.030(3) 0.025(3) 0.000(2) 0.009(2) -0.003(2) C36 0.023(3) 0.031(3) 0.029(3) 0.000(3) 0.008(2) 0.002(2) C37 0.031(3) 0.033(3) 0.021(3) -0.006(2) 0.010(2) -0.005(3) C38 0.021(3) 0.038(3) 0.019(3) -0.002(2) 0.005(2) -0.004(2) C39 0.022(3) 0.036(3) 0.020(3) -0.001(2) 0.006(2) 0.002(2) C40 0.018(3) 0.034(3) 0.025(3) -0.001(2) 0.007(2) -0.001(2) C41 0.026(3) 0.033(3) 0.034(3) -0.005(3) 0.009(3) -0.002(3) C42 0.025(3) 0.048(4) 0.031(3) -0.002(3) 0.010(3) 0.000(3) C43 0.029(3) 0.041(4) 0.025(3) 0.005(3) 0.005(3) 0.004(3) C44 0.020(3) 0.044(4) 0.024(3) -0.007(3) 0.005(2) -0.002(3) C45 0.038(4) 0.074(7) 0.052(5) -0.020(5) 0.009(4) -0.009(4) C46 0.034(4) 0.085(7) 0.044(5) -0.012(5) 0.016(4) -0.013(4) C47 0.040(4) 0.068(6) 0.038(4) -0.004(4) 0.002(3) 0.004(4) C49 0.051(5) 0.098(8) 0.045(5) 0.005(5) 0.021(4) -0.025(5) C50 0.133(17) 0.141(18) 0.146(18) -0.059(15) 0.053(15) 0.005(15) C51 0.102(15) 0.28(3) 0.103(15) 0.063(18) 0.037(12) -0.003(18) _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 N2 2.017(5) . ? Ga1 N3 2.151(5) . ? Ga1 N1 2.181(5) . ? Ga1 I2 2.5067(12) . ? Ga1 I1 2.5478(12) . ? Ga2 I4 2.5262(13) . ? Ga2 I3 2.5339(13) . ? Ga2 I5 2.5517(13) . ? Ga2 I6 2.5523(15) . ? Cl1 C49 1.744(10) . ? Cl2 C49 1.732(13) . ? Cl3 C49 1.777(13) . ? Cl4 C50 1.62(2) . ? Cl5 C50 1.65(2) . ? Cl6 C50 1.89(3) . ? Cl7 C51 1.58(2) . ? Cl8 C51 1.61(2) . ? Cl9 C51 1.73(2) . ? N1 C15 1.278(8) . ? N1 C6 1.448(7) . ? N2 C22 1.323(8) . ? N2 C26 1.344(8) . ? N3 C27 1.296(8) . ? N3 C34 1.449(8) . ? C1 C6 1.409(9) . ? C1 C2 1.407(9) . ? C1 C7 1.556(10) . ? C2 C3 1.380(11) . ? C2 H2A 0.9500 . ? C3 C4 1.400(10) . ? C3 H3A 0.9500 . ? C4 C5 1.403(9) . ? C4 C11 1.522(10) . ? C5 C6 1.376(9) . ? C5 H5A 0.9500 . ? C7 C8 1.523(10) . ? C7 C10 1.541(11) . ? C7 C9 1.539(12) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C14 1.532(10) . ? C11 C13 1.533(12) . ? C11 C12 1.538(10) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C22 1.493(8) . ? C15 C21 1.488(9) . ? C16 C17 1.387(10) . ? C16 C21 1.403(9) . ? C16 H16A 0.9500 . ? C17 C18 1.391(11) . ? C17 H17A 0.9500 . ? C18 C19 1.389(11) . ? C18 H18A 0.9500 . ? C19 C20 1.389(10) . ? C19 H19A 0.9500 . ? C20 C21 1.404(9) . ? C20 H20A 0.9500 . ? C22 C23 1.396(9) . ? C23 C24 1.391(9) . ? C23 H23A 0.9500 . ? C24 C25 1.384(10) . ? C24 H24A 0.9500 . ? C25 C26 1.384(10) . ? C25 H25A 0.9500 . ? C26 C27 1.495(9) . ? C27 C33 1.489(9) . ? C28 C29 1.381(10) . ? C28 C33 1.395(11) . ? C28 H28A 0.9500 . ? C29 C30 1.366(15) . ? C29 H29A 0.9500 . ? C30 C31 1.386(16) . ? C30 H30A 0.9500 . ? C31 C32 1.402(11) . ? C31 H31A 0.9500 . ? C32 C33 1.380(11) . ? C32 H32A 0.9500 . ? C34 C39 1.392(8) . ? C34 C35 1.404(9) . ? C35 C36 1.409(9) . ? C35 C40 1.544(8) . ? C36 C37 1.390(9) . ? C36 H36A 0.9500 . ? C37 C38 1.386(10) . ? C37 H37A 0.9500 . ? C38 C39 1.394(9) . ? C38 C44 1.539(9) . ? C39 H39A 0.9500 . ? C40 C43 1.529(9) . ? C40 C42 1.545(9) . ? C40 C41 1.538(9) . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 C45 1.509(12) . ? C44 C47 1.534(12) . ? C44 C46 1.530(11) . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C49 H49A 1.0000 . ? C50 H50A 1.0000 . ? C51 H51A 1.0000 . ? 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 Ga1 N3 76.2(2) . . ? N2 Ga1 N1 75.3(2) . . ? N3 Ga1 N1 148.8(2) . . ? N2 Ga1 I2 143.80(15) . . ? N3 Ga1 I2 97.97(15) . . ? N1 Ga1 I2 97.49(14) . . ? N2 Ga1 I1 100.25(15) . . ? N3 Ga1 I1 99.03(14) . . ? N1 Ga1 I1 98.29(14) . . ? I2 Ga1 I1 115.94(3) . . ? I4 Ga2 I3 109.07(4) . . ? I4 Ga2 I5 111.27(4) . . ? I3 Ga2 I5 110.84(4) . . ? I4 Ga2 I6 110.30(4) . . ? I3 Ga2 I6 106.43(4) . . ? I5 Ga2 I6 108.82(4) . . ? C15 N1 C6 122.0(5) . . ? C15 N1 Ga1 114.4(4) . . ? C6 N1 Ga1 123.3(4) . . ? C22 N2 C26 121.0(6) . . ? C22 N2 Ga1 118.5(4) . . ? C26 N2 Ga1 117.5(5) . . ? C27 N3 C34 121.2(5) . . ? C27 N3 Ga1 115.5(4) . . ? C34 N3 Ga1 123.2(4) . . ? C6 C1 C2 113.9(6) . . ? C6 C1 C7 129.7(6) . . ? C2 C1 C7 116.4(6) . . ? C3 C2 C1 123.9(7) . . ? C3 C2 H2A 118.1 . . ? C1 C2 H2A 118.1 . . ? C2 C3 C4 121.6(6) . . ? C2 C3 H3A 119.2 . . ? C4 C3 H3A 119.2 . . ? C5 C4 C3 115.1(6) . . ? C5 C4 C11 121.1(6) . . ? C3 C4 C11 123.8(6) . . ? C6 C5 C4 123.1(6) . . ? C6 C5 H5A 118.4 . . ? C4 C5 H5A 118.4 . . ? C5 C6 C1 122.4(6) . . ? C5 C6 N1 113.9(5) . . ? C1 C6 N1 123.7(6) . . ? C8 C7 C10 107.6(7) . . ? C8 C7 C9 107.4(6) . . ? C10 C7 C9 108.3(7) . . ? C8 C7 C1 116.3(6) . . ? C10 C7 C1 108.7(6) . . ? C9 C7 C1 108.3(7) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C4 C11 C14 111.9(7) . . ? C4 C11 C13 108.6(6) . . ? C14 C11 C13 108.4(7) . . ? C4 C11 C12 109.1(6) . . ? C14 C11 C12 108.6(7) . . ? C13 C11 C12 110.3(7) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N1 C15 C22 115.3(5) . . ? N1 C15 C21 126.4(6) . . ? C22 C15 C21 118.3(5) . . ? C17 C16 C21 119.8(6) . . ? C17 C16 H16A 120.1 . . ? C21 C16 H16A 120.1 . . ? C16 C17 C18 119.9(7) . . ? C16 C17 H17A 120.1 . . ? C18 C17 H17A 120.1 . . ? C19 C18 C17 120.7(7) . . ? C19 C18 H18A 119.7 . . ? C17 C18 H18A 119.7 . . ? C18 C19 C20 120.0(7) . . ? C18 C19 H19A 120.0 . . ? C20 C19 H19A 120.0 . . ? C19 C20 C21 119.6(6) . . ? C19 C20 H20A 120.2 . . ? C21 C20 H20A 120.2 . . ? C20 C21 C16 119.9(6) . . ? C20 C21 C15 119.0(6) . . ? C16 C21 C15 121.0(6) . . ? N2 C22 C23 121.7(6) . . ? N2 C22 C15 113.3(5) . . ? C23 C22 C15 125.0(6) . . ? C24 C23 C22 117.7(6) . . ? C24 C23 H23A 121.2 . . ? C22 C23 H23A 121.2 . . ? C25 C24 C23 120.1(6) . . ? C25 C24 H24A 119.9 . . ? C23 C24 H24A 119.9 . . ? C26 C25 C24 118.8(6) . . ? C26 C25 H25A 120.6 . . ? C24 C25 H25A 120.6 . . ? N2 C26 C25 120.7(6) . . ? N2 C26 C27 113.7(6) . . ? C25 C26 C27 125.5(6) . . ? N3 C27 C33 126.9(6) . . ? N3 C27 C26 114.2(5) . . ? C33 C27 C26 118.9(6) . . ? C29 C28 C33 120.5(9) . . ? C29 C28 H28A 119.8 . . ? C33 C28 H28A 119.8 . . ? C28 C29 C30 120.0(9) . . ? C28 C29 H29A 120.0 . . ? C30 C29 H29A 120.0 . . ? C29 C30 C31 120.6(8) . . ? C29 C30 H30A 119.7 . . ? C31 C30 H30A 119.7 . . ? C30 C31 C32 119.7(9) . . ? C30 C31 H31A 120.1 . . ? C32 C31 H31A 120.1 . . ? C33 C32 C31 119.6(9) . . ? C33 C32 H32A 120.2 . . ? C31 C32 H32A 120.2 . . ? C32 C33 C28 119.6(7) . . ? C32 C33 C27 121.4(7) . . ? C28 C33 C27 118.9(7) . . ? C39 C34 C35 122.7(6) . . ? C39 C34 N3 113.4(6) . . ? C35 C34 N3 123.9(5) . . ? C36 C35 C34 113.6(6) . . ? C36 C35 C40 116.8(6) . . ? C34 C35 C40 129.5(6) . . ? C37 C36 C35 124.1(6) . . ? C37 C36 H36A 117.9 . . ? C35 C36 H36A 117.9 . . ? C38 C37 C36 120.7(6) . . ? C38 C37 H37A 119.7 . . ? C36 C37 H37A 119.7 . . ? C37 C38 C39 116.8(6) . . ? C37 C38 C44 122.6(6) . . ? C39 C38 C44 120.6(6) . . ? C34 C39 C38 121.9(6) . . ? C34 C39 H39A 119.1 . . ? C38 C39 H39A 119.1 . . ? C43 C40 C42 109.9(6) . . ? C43 C40 C41 106.6(5) . . ? C42 C40 C41 107.8(6) . . ? C43 C40 C35 108.4(5) . . ? C42 C40 C35 108.0(5) . . ? C41 C40 C35 116.1(5) . . ? C40 C41 H41A 109.5 . . ? C40 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C40 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C40 C42 H42A 109.5 . . ? C40 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C40 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C40 C43 H43A 109.5 . . ? C40 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C40 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C45 C44 C47 107.6(7) . . ? C45 C44 C46 108.9(8) . . ? C47 C44 C46 109.9(7) . . ? C45 C44 C38 112.7(6) . . ? C47 C44 C38 109.4(6) . . ? C46 C44 C38 108.3(6) . . ? C44 C45 H45A 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C44 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C44 C46 H46A 109.5 . . ? C44 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C44 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C44 C47 H47A 109.5 . . ? C44 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C44 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? Cl2 C49 Cl1 110.0(7) . . ? Cl2 C49 Cl3 108.8(6) . . ? Cl1 C49 Cl3 110.9(6) . . ? Cl2 C49 H49A 109.0 . . ? Cl1 C49 H49A 109.0 . . ? Cl3 C49 H49A 109.0 . . ? Cl4 C50 Cl5 115.7(17) . . ? Cl4 C50 Cl6 107.2(14) . . ? Cl5 C50 Cl6 105.3(12) . . ? Cl4 C50 H50A 109.5 . . ? Cl5 C50 H50A 109.5 . . ? Cl6 C50 H50A 109.5 . . ? Cl8 C51 Cl7 113.5(17) . . ? Cl8 C51 Cl9 115.7(13) . . ? Cl7 C51 Cl9 116.4(19) . . ? Cl8 C51 H51A 102.8 . . ? Cl7 C51 H51A 102.8 . . ? Cl9 C51 H51A 102.8 . . ? 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 N2 Ga1 N1 C15 -11.9(4) . . . . ? N3 Ga1 N1 C15 -36.5(6) . . . . ? I2 Ga1 N1 C15 -155.7(4) . . . . ? I1 Ga1 N1 C15 86.6(4) . . . . ? N2 Ga1 N1 C6 174.7(5) . . . . ? N3 Ga1 N1 C6 150.1(4) . . . . ? I2 Ga1 N1 C6 30.9(5) . . . . ? I1 Ga1 N1 C6 -86.8(4) . . . . ? N3 Ga1 N2 C22 -175.9(5) . . . . ? N1 Ga1 N2 C22 16.9(4) . . . . ? I2 Ga1 N2 C22 99.4(5) . . . . ? I1 Ga1 N2 C22 -79.1(5) . . . . ? N3 Ga1 N2 C26 -15.4(5) . . . . ? N1 Ga1 N2 C26 177.4(5) . . . . ? I2 Ga1 N2 C26 -100.0(5) . . . . ? I1 Ga1 N2 C26 81.5(5) . . . . ? N2 Ga1 N3 C27 10.2(4) . . . . ? N1 Ga1 N3 C27 34.8(6) . . . . ? I2 Ga1 N3 C27 153.8(4) . . . . ? I1 Ga1 N3 C27 -88.2(4) . . . . ? N2 Ga1 N3 C34 -174.6(5) . . . . ? N1 Ga1 N3 C34 -150.1(4) . . . . ? I2 Ga1 N3 C34 -31.1(5) . . . . ? I1 Ga1 N3 C34 86.9(4) . . . . ? C6 C1 C2 C3 -1.5(11) . . . . ? C7 C1 C2 C3 177.4(7) . . . . ? C1 C2 C3 C4 -0.4(13) . . . . ? C2 C3 C4 C5 0.7(11) . . . . ? C2 C3 C4 C11 -179.8(7) . . . . ? C3 C4 C5 C6 1.0(10) . . . . ? C11 C4 C5 C6 -178.5(6) . . . . ? C4 C5 C6 C1 -3.1(10) . . . . ? C4 C5 C6 N1 178.2(6) . . . . ? C2 C1 C6 C5 3.2(10) . . . . ? C7 C1 C6 C5 -175.6(7) . . . . ? C2 C1 C6 N1 -178.3(6) . . . . ? C7 C1 C6 N1 3.0(11) . . . . ? C15 N1 C6 C5 -99.8(7) . . . . ? Ga1 N1 C6 C5 73.1(6) . . . . ? C15 N1 C6 C1 81.6(8) . . . . ? Ga1 N1 C6 C1 -105.5(6) . . . . ? C6 C1 C7 C8 3.1(11) . . . . ? C2 C1 C7 C8 -175.6(7) . . . . ? C6 C1 C7 C10 124.7(8) . . . . ? C2 C1 C7 C10 -54.0(9) . . . . ? C6 C1 C7 C9 -117.9(8) . . . . ? C2 C1 C7 C9 63.4(9) . . . . ? C5 C4 C11 C14 -172.3(7) . . . . ? C3 C4 C11 C14 8.3(10) . . . . ? C5 C4 C11 C13 68.1(8) . . . . ? C3 C4 C11 C13 -111.4(8) . . . . ? C5 C4 C11 C12 -52.1(9) . . . . ? C3 C4 C11 C12 128.4(8) . . . . ? C6 N1 C15 C22 179.4(5) . . . . ? Ga1 N1 C15 C22 5.9(7) . . . . ? C6 N1 C15 C21 -1.7(9) . . . . ? Ga1 N1 C15 C21 -175.3(5) . . . . ? C21 C16 C17 C18 0.3(11) . . . . ? C16 C17 C18 C19 -0.2(12) . . . . ? C17 C18 C19 C20 -1.2(11) . . . . ? C18 C19 C20 C21 2.5(11) . . . . ? C19 C20 C21 C16 -2.4(10) . . . . ? C19 C20 C21 C15 179.9(6) . . . . ? C17 C16 C21 C20 1.0(10) . . . . ? C17 C16 C21 C15 178.7(6) . . . . ? N1 C15 C21 C20 -125.0(7) . . . . ? C22 C15 C21 C20 53.9(8) . . . . ? N1 C15 C21 C16 57.4(9) . . . . ? C22 C15 C21 C16 -123.8(7) . . . . ? C26 N2 C22 C23 -1.1(9) . . . . ? Ga1 N2 C22 C23 158.7(5) . . . . ? C26 N2 C22 C15 -178.9(5) . . . . ? Ga1 N2 C22 C15 -19.1(7) . . . . ? N1 C15 C22 N2 7.7(8) . . . . ? C21 C15 C22 N2 -171.2(5) . . . . ? N1 C15 C22 C23 -170.0(6) . . . . ? C21 C15 C22 C23 11.0(9) . . . . ? N2 C22 C23 C24 0.5(10) . . . . ? C15 C22 C23 C24 178.0(6) . . . . ? C22 C23 C24 C25 0.5(10) . . . . ? C23 C24 C25 C26 -0.8(10) . . . . ? C22 N2 C26 C25 0.8(9) . . . . ? Ga1 N2 C26 C25 -159.2(5) . . . . ? C22 N2 C26 C27 178.2(5) . . . . ? Ga1 N2 C26 C27 18.2(7) . . . . ? C24 C25 C26 N2 0.2(10) . . . . ? C24 C25 C26 C27 -176.9(6) . . . . ? C34 N3 C27 C33 2.2(10) . . . . ? Ga1 N3 C27 C33 177.4(5) . . . . ? C34 N3 C27 C26 -179.2(5) . . . . ? Ga1 N3 C27 C26 -3.9(7) . . . . ? N2 C26 C27 N3 -8.7(8) . . . . ? C25 C26 C27 N3 168.6(6) . . . . ? N2 C26 C27 C33 170.1(6) . . . . ? C25 C26 C27 C33 -12.7(10) . . . . ? C33 C28 C29 C30 -1.4(12) . . . . ? C28 C29 C30 C31 0.1(13) . . . . ? C29 C30 C31 C32 0.5(14) . . . . ? C30 C31 C32 C33 0.3(13) . . . . ? C31 C32 C33 C28 -1.6(12) . . . . ? C31 C32 C33 C27 -178.4(7) . . . . ? C29 C28 C33 C32 2.1(12) . . . . ? C29 C28 C33 C27 179.1(7) . . . . ? N3 C27 C33 C32 -53.4(10) . . . . ? C26 C27 C33 C32 128.1(7) . . . . ? N3 C27 C33 C28 129.8(8) . . . . ? C26 C27 C33 C28 -48.8(9) . . . . ? C27 N3 C34 C39 102.1(7) . . . . ? Ga1 N3 C34 C39 -72.8(6) . . . . ? C27 N3 C34 C35 -78.3(8) . . . . ? Ga1 N3 C34 C35 106.8(6) . . . . ? C39 C34 C35 C36 -3.9(9) . . . . ? N3 C34 C35 C36 176.6(6) . . . . ? C39 C34 C35 C40 173.2(6) . . . . ? N3 C34 C35 C40 -6.4(10) . . . . ? C34 C35 C36 C37 0.6(10) . . . . ? C40 C35 C36 C37 -176.9(6) . . . . ? C35 C36 C37 C38 2.3(11) . . . . ? C36 C37 C38 C39 -1.8(10) . . . . ? C36 C37 C38 C44 179.4(6) . . . . ? C35 C34 C39 C38 4.5(10) . . . . ? N3 C34 C39 C38 -175.9(6) . . . . ? C37 C38 C39 C34 -1.4(9) . . . . ? C44 C38 C39 C34 177.4(6) . . . . ? C36 C35 C40 C43 55.4(8) . . . . ? C34 C35 C40 C43 -121.6(7) . . . . ? C36 C35 C40 C42 -63.7(8) . . . . ? C34 C35 C40 C42 119.3(7) . . . . ? C36 C35 C40 C41 175.3(6) . . . . ? C34 C35 C40 C41 -1.8(10) . . . . ? C37 C38 C44 C45 0.6(10) . . . . ? C39 C38 C44 C45 -178.1(7) . . . . ? C37 C38 C44 C47 120.3(8) . . . . ? C39 C38 C44 C47 -58.4(8) . . . . ? C37 C38 C44 C46 -119.9(8) . . . . ? C39 C38 C44 C46 61.3(9) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 4.815 _refine_diff_density_min -2.000 _refine_diff_density_rms 0.255 # Attachment 'compound_6.cif' data_sad _database_code_depnum_ccdc_archive 'CCDC 738766' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C47 H55 Ga2 I6 N3 O' _chemical_formula_weight 1578.78 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' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.647(3) _cell_length_b 19.533(5) _cell_length_c 27.369(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5692(3) _cell_formula_units_Z 4 _cell_measurement_temperature 209(2) _cell_measurement_reflns_used 6945 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 25.98 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas n/a _exptl_crystal_density_diffrn 1.842 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2984 _exptl_absorpt_coefficient_mu 4.234 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3523 _exptl_absorpt_correction_T_max 0.6564 _exptl_absorpt_process_details 'SADABS, Bruker 2000' _exptl_special_details ; The crystal is a racemic twin with a Flack parameter of 0.36 and s.u. of 0.07. The GaI4 moiety was disordered over two positions and modeled as an 80:20 mixture. ; _diffrn_ambient_temperature 209(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44747 _diffrn_reflns_av_R_equivalents 0.1362 _diffrn_reflns_av_sigmaI/netI 0.1202 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 25.03 _reflns_number_total 9995 _reflns_number_gt 6347 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1209P)^2^+101.3089P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 4465 Friedel pairs' _refine_ls_abs_structure_Flack 0.36(7) _refine_ls_number_reflns 9995 _refine_ls_number_parameters 551 _refine_ls_number_restraints 343 _refine_ls_R_factor_all 0.1423 _refine_ls_R_factor_gt 0.0897 _refine_ls_wR_factor_ref 0.2540 _refine_ls_wR_factor_gt 0.2232 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ga2A Ga 0.5636(15) 0.6361(8) 0.8449(7) 0.062(4) Uani 0.20 1 d P A 2 Ga1 Ga 0.00665(19) 0.42163(11) 0.90226(9) 0.0282(5) Uani 1 1 d . . . Ga2 Ga 0.4922(3) 0.67957(14) 0.89716(12) 0.0328(7) Uani 0.80 1 d P A 1 I6 I 0.3842(2) 0.74325(12) 0.96621(9) 0.0584(6) Uani 0.80 1 d P A 1 I6A I 0.6679(16) 0.5820(7) 0.7708(6) 0.117(6) Uani 0.20 1 d P A 2 I1 I 0.06462(14) 0.29706(7) 0.90567(6) 0.0397(4) Uani 1 1 d . . . I2 I -0.22338(13) 0.45572(8) 0.90299(7) 0.0436(4) Uani 1 1 d . . . I3 I 0.42605(14) 0.55235(8) 0.89759(7) 0.0473(4) Uani 1 1 d . . . I4 I 0.72929(15) 0.68435(9) 0.90413(8) 0.0555(5) Uani 1 1 d . . . I5 I 0.42064(19) 0.73306(10) 0.81675(7) 0.0638(6) Uani 1 1 d . . . N1 N 0.0540(15) 0.4370(8) 0.8243(6) 0.025(4) Uani 1 1 d U . . N2 N 0.0748(13) 0.5182(8) 0.8997(6) 0.026(3) Uani 1 1 d U . . N3 N 0.0556(16) 0.4459(8) 0.9780(6) 0.027(4) Uani 1 1 d U . . C1 C -0.225(3) 0.3071(15) 0.8027(11) 0.059(8) Uani 1 1 d U . . H1A H -0.3111 0.3193 0.8110 0.089 Uiso 1 1 calc R . . H1B H -0.1816 0.2920 0.8319 0.089 Uiso 1 1 calc R . . H1C H -0.2259 0.2704 0.7789 0.089 Uiso 1 1 calc R . . C2 C -0.159(2) 0.3688(14) 0.7816(10) 0.047(7) Uani 1 1 d U . . H2A H -0.1572 0.4051 0.8068 0.057 Uiso 1 1 calc R . . C3 C -0.229(3) 0.3954(16) 0.7382(11) 0.061(8) Uani 1 1 d U . . H3A H -0.1847 0.4349 0.7250 0.091 Uiso 1 1 calc R . . H3B H -0.3127 0.4088 0.7479 0.091 Uiso 1 1 calc R . . H3C H -0.2335 0.3600 0.7134 0.091 Uiso 1 1 calc R . . C4 C -0.029(2) 0.3522(14) 0.7681(10) 0.046(6) Uani 1 1 d U . . C5 C 0.000(3) 0.2923(17) 0.7357(11) 0.070(9) Uani 1 1 d U . . H5A H -0.0670 0.2668 0.7227 0.084 Uiso 1 1 calc R . . C6 C 0.109(2) 0.2752(14) 0.7252(9) 0.046(6) Uani 1 1 d U . . H6A H 0.1210 0.2395 0.7026 0.056 Uiso 1 1 calc R . . C7 C 0.221(3) 0.3074(14) 0.7462(9) 0.050(7) Uani 1 1 d U . . H7 H 0.3018 0.2921 0.7378 0.060 Uiso 1 1 calc R . . C8 C 0.204(2) 0.3626(12) 0.7795(8) 0.032(5) Uani 1 1 d U . . C9 C 0.084(2) 0.3788(11) 0.7891(8) 0.035(5) Uani 1 1 d U . . C10 C 0.322(2) 0.3892(13) 0.8016(9) 0.041(6) Uani 1 1 d U . . H10A H 0.2998 0.4280 0.8232 0.049 Uiso 1 1 calc R . . C11 C 0.404(3) 0.4161(18) 0.7622(11) 0.074(9) Uani 1 1 d U . . H11A H 0.4807 0.4341 0.7763 0.111 Uiso 1 1 calc R . . H11B H 0.3601 0.4524 0.7450 0.111 Uiso 1 1 calc R . . H11C H 0.4240 0.3795 0.7396 0.111 Uiso 1 1 calc R . . C12 C 0.386(3) 0.3376(15) 0.8318(10) 0.056(7) Uani 1 1 d U . . H12A H 0.3299 0.3224 0.8576 0.084 Uiso 1 1 calc R . . H12B H 0.4609 0.3574 0.8462 0.084 Uiso 1 1 calc R . . H12C H 0.4093 0.2988 0.8116 0.084 Uiso 1 1 calc R . . C13 C 0.083(2) 0.4982(12) 0.8133(8) 0.036(5) Uani 1 1 d U . . C14 C 0.138(2) 0.5245(12) 0.7654(9) 0.036(5) Uani 1 1 d U . . C15 C 0.086(3) 0.5035(18) 0.7186(12) 0.075(9) Uani 1 1 d U . . H15A H 0.0183 0.4725 0.7179 0.090 Uiso 1 1 calc R . . C16 C 0.131(3) 0.5270(18) 0.6778(12) 0.069(9) Uani 1 1 d U . . H16A H 0.0978 0.5112 0.6480 0.083 Uiso 1 1 calc R . . C17 C 0.223(3) 0.5725(17) 0.6772(12) 0.069(8) Uani 1 1 d U . . H17A H 0.2522 0.5895 0.6471 0.082 Uiso 1 1 calc R . . C18 C 0.274(3) 0.5948(17) 0.7195(11) 0.067(8) Uani 1 1 d U . . H18 H 0.3422 0.6257 0.7188 0.080 Uiso 1 1 calc R . . C19 C 0.227(2) 0.5720(13) 0.7639(9) 0.043(6) Uani 1 1 d U . . H19A H 0.2583 0.5903 0.7933 0.052 Uiso 1 1 calc R . . C20 C 0.0747(19) 0.5477(11) 0.8541(7) 0.028(4) Uani 1 1 d U . . C21 C 0.070(2) 0.6170(12) 0.8510(9) 0.040(6) Uani 1 1 d U . . H21A H 0.0678 0.6391 0.8205 0.048 Uiso 1 1 calc R . . C22 C 0.068(2) 0.6563(15) 0.8962(9) 0.052(6) Uani 1 1 d U . . H22 H 0.0662 0.7044 0.8951 0.063 Uiso 1 1 calc R . . C23 C 0.068(2) 0.6252(10) 0.9375(8) 0.029(5) Uani 1 1 d U . . H23A H 0.0660 0.6507 0.9666 0.034 Uiso 1 1 calc R . . C24 C 0.0702(17) 0.5556(11) 0.9395(7) 0.023(4) Uani 1 1 d U . . C25 C 0.0775(17) 0.5137(10) 0.9854(7) 0.022(4) Uani 1 1 d U . . C26 C 0.1016(18) 0.5414(11) 1.0323(7) 0.028(5) Uani 1 1 d U . . C27 C 0.214(2) 0.5880(13) 1.0353(10) 0.045(6) Uani 1 1 d U . . H27A H 0.2636 0.5970 1.0078 0.054 Uiso 1 1 calc R . . C28 C 0.240(3) 0.6171(14) 1.0800(10) 0.052(7) Uani 1 1 d U . . H28A H 0.3105 0.6460 1.0826 0.063 Uiso 1 1 calc R . . C29 C 0.169(3) 0.6058(16) 1.1207(11) 0.061(8) Uani 1 1 d U . . H29A H 0.1883 0.6285 1.1501 0.073 Uiso 1 1 calc R . . C30 C 0.070(3) 0.5616(16) 1.1188(10) 0.064(8) Uani 1 1 d U . . H30A H 0.0233 0.5503 1.1469 0.076 Uiso 1 1 calc R . . C31 C 0.040(2) 0.5345(11) 1.0738(8) 0.033(5) Uani 1 1 d U . . H31A H -0.0329 0.5076 1.0725 0.040 Uiso 1 1 calc R . . C32 C 0.0739(18) 0.3958(10) 1.0176(7) 0.021(4) Uani 1 1 d U . . C33 C 0.212(2) 0.3799(11) 1.0253(7) 0.027(5) Uani 1 1 d U . . C34 C 0.223(2) 0.3265(13) 1.0600(8) 0.041(6) Uani 1 1 d U . . H34A H 0.3050 0.3120 1.0677 0.049 Uiso 1 1 calc R . . C35 C 0.128(2) 0.2948(14) 1.0827(9) 0.047(6) Uani 1 1 d U . . H35A H 0.1453 0.2594 1.1050 0.057 Uiso 1 1 calc R . . C36 C 0.005(3) 0.3140(14) 1.0735(9) 0.047(6) Uani 1 1 d U . . H36A H -0.0622 0.2922 1.0897 0.057 Uiso 1 1 calc R . . C37 C -0.018(3) 0.3653(13) 1.0402(10) 0.046(6) Uani 1 1 d U . . C38 C 0.316(2) 0.4092(12) 1.0015(8) 0.036(5) Uani 1 1 d U . . H38A H 0.2841 0.4458 0.9798 0.043 Uiso 1 1 calc R . . C39 C 0.393(2) 0.3605(14) 0.9700(9) 0.047(6) Uani 1 1 d U . . H39A H 0.3388 0.3394 0.9458 0.070 Uiso 1 1 calc R . . H39B H 0.4297 0.3252 0.9904 0.070 Uiso 1 1 calc R . . H39C H 0.4593 0.3857 0.9537 0.070 Uiso 1 1 calc R . . C40 C 0.405(2) 0.4441(13) 1.0400(9) 0.046(6) Uani 1 1 d U . . H40A H 0.3568 0.4752 1.0602 0.070 Uiso 1 1 calc R . . H40B H 0.4704 0.4695 1.0230 0.070 Uiso 1 1 calc R . . H40C H 0.4434 0.4092 1.0603 0.070 Uiso 1 1 calc R . . C41 C -0.160(2) 0.3824(15) 1.0341(10) 0.047(6) Uani 1 1 d U . . H41A H -0.1637 0.4252 1.0148 0.057 Uiso 1 1 calc R . . C42 C -0.229(3) 0.3958(17) 1.0799(11) 0.069(8) Uani 1 1 d U . . H42A H -0.3148 0.4084 1.0723 0.103 Uiso 1 1 calc R . . H42B H -0.1886 0.4330 1.0974 0.103 Uiso 1 1 calc R . . H42C H -0.2285 0.3550 1.1000 0.103 Uiso 1 1 calc R . . C43 C -0.227(2) 0.3265(12) 1.0026(8) 0.033(5) Uani 1 1 d U . . H43A H -0.3135 0.3398 0.9972 0.050 Uiso 1 1 calc R . . H43B H -0.2245 0.2830 1.0198 0.050 Uiso 1 1 calc R . . H43C H -0.1843 0.3220 0.9715 0.050 Uiso 1 1 calc R . . O50 O 0.941(3) 0.3297(18) 0.5775(12) 0.138(8) Uani 1 1 d DU . . C51 C 0.915(5) 0.377(2) 0.5388(15) 0.136(8) Uani 1 1 d DU . . H51A H 0.8959 0.3502 0.5093 0.163 Uiso 1 1 calc R . . H51B H 0.9923 0.4027 0.5321 0.163 Uiso 1 1 calc R . . C52 C 0.812(4) 0.426(2) 0.5468(13) 0.136(8) Uani 1 1 d DU . . H52A H 0.7302 0.4063 0.5391 0.163 Uiso 1 1 calc R . . H52B H 0.8246 0.4683 0.5282 0.163 Uiso 1 1 calc R . . C53 C 0.829(5) 0.437(2) 0.6002(13) 0.138(8) Uani 1 1 d DU . . H53A H 0.8832 0.4763 0.6070 0.166 Uiso 1 1 calc R . . H53B H 0.7483 0.4429 0.6169 0.166 Uiso 1 1 calc R . . C54 C 0.889(5) 0.372(2) 0.6138(15) 0.138(8) Uani 1 1 d DU . . H54A H 0.9569 0.3832 0.6368 0.165 Uiso 1 1 calc R . . H54B H 0.8273 0.3451 0.6317 0.165 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 Ga2A 0.045(8) 0.029(8) 0.111(13) 0.000(8) 0.019(9) -0.006(7) Ga1 0.0194(10) 0.0248(12) 0.0404(13) 0.0014(11) -0.0020(11) -0.0001(8) Ga2 0.0279(14) 0.0235(15) 0.0470(19) -0.0006(14) -0.0019(15) -0.0022(12) I6 0.0517(13) 0.0428(14) 0.0807(16) -0.0157(12) 0.0164(11) 0.0042(10) I6A 0.153(14) 0.074(9) 0.124(11) -0.036(8) 0.075(10) -0.051(9) I1 0.0400(8) 0.0234(7) 0.0558(9) -0.0005(7) -0.0001(8) 0.0049(6) I2 0.0255(7) 0.0487(10) 0.0568(10) 0.0030(9) 0.0005(8) 0.0053(6) I3 0.0350(8) 0.0351(9) 0.0717(11) 0.0047(8) -0.0010(9) -0.0063(7) I4 0.0332(8) 0.0557(11) 0.0777(13) -0.0043(10) -0.0026(9) -0.0101(7) I5 0.0633(12) 0.0490(12) 0.0792(13) 0.0174(10) -0.0191(11) -0.0010(10) N1 0.020(7) 0.018(7) 0.038(7) -0.005(6) -0.002(6) -0.005(6) N2 0.016(6) 0.030(7) 0.031(7) 0.001(6) 0.001(6) 0.004(6) N3 0.029(7) 0.016(7) 0.036(7) 0.010(6) 0.006(6) 0.001(6) C1 0.059(10) 0.055(11) 0.064(11) -0.005(8) -0.001(8) -0.004(8) C2 0.042(9) 0.050(10) 0.051(10) -0.007(8) 0.004(8) -0.012(8) C3 0.053(10) 0.062(11) 0.068(11) -0.004(8) 0.007(8) 0.003(8) C4 0.041(9) 0.042(10) 0.053(10) -0.006(8) 0.005(8) -0.002(8) C5 0.075(12) 0.063(12) 0.072(11) -0.002(9) -0.004(9) -0.003(9) C6 0.048(9) 0.044(10) 0.047(9) -0.009(8) 0.009(8) 0.004(8) C7 0.059(10) 0.047(10) 0.044(9) -0.009(8) 0.001(8) -0.001(8) C8 0.036(9) 0.030(9) 0.030(8) 0.003(7) 0.005(7) -0.004(7) C9 0.038(9) 0.026(8) 0.041(9) -0.003(7) -0.003(8) 0.008(7) C10 0.037(9) 0.042(9) 0.044(9) 0.008(8) 0.015(7) 0.002(7) C11 0.070(12) 0.076(12) 0.076(12) 0.003(9) 0.010(9) -0.002(9) C12 0.058(10) 0.059(11) 0.051(10) 0.004(8) -0.010(8) -0.002(8) C13 0.040(9) 0.042(9) 0.028(8) 0.000(7) -0.010(7) -0.004(8) C14 0.030(8) 0.032(9) 0.045(9) 0.006(7) 0.003(7) -0.001(7) C15 0.079(12) 0.074(12) 0.072(12) 0.011(9) -0.008(9) -0.009(9) C16 0.071(11) 0.072(12) 0.065(11) 0.007(9) 0.003(9) -0.005(9) C17 0.067(11) 0.067(12) 0.071(11) 0.006(9) -0.004(9) 0.000(9) C18 0.067(11) 0.064(11) 0.069(11) 0.009(9) 0.004(9) 0.003(9) C19 0.051(9) 0.039(9) 0.040(9) 0.003(8) 0.008(8) -0.002(8) C20 0.022(7) 0.027(8) 0.035(8) 0.006(7) -0.001(7) -0.001(7) C21 0.041(9) 0.037(9) 0.042(9) 0.007(7) 0.006(8) 0.008(8) C22 0.050(9) 0.062(10) 0.045(9) -0.005(8) -0.003(8) -0.001(8) C23 0.030(8) 0.021(8) 0.035(8) -0.003(7) -0.004(7) 0.004(7) C24 0.010(6) 0.035(8) 0.025(7) -0.004(7) -0.001(6) -0.003(7) C25 0.011(7) 0.019(8) 0.037(8) -0.002(6) 0.006(6) -0.003(6) C26 0.023(7) 0.026(8) 0.037(8) 0.003(7) -0.003(7) 0.002(7) C27 0.040(9) 0.040(9) 0.055(10) -0.003(8) 0.004(8) -0.003(8) C28 0.051(10) 0.046(10) 0.059(10) -0.002(8) -0.011(8) -0.001(8) C29 0.072(11) 0.058(11) 0.054(11) -0.012(8) -0.010(8) -0.004(9) C30 0.067(11) 0.063(11) 0.061(10) 0.001(8) 0.007(8) -0.003(9) C31 0.033(8) 0.027(9) 0.039(9) 0.001(7) 0.001(7) -0.007(7) C32 0.020(7) 0.019(8) 0.025(7) 0.003(6) 0.003(6) 0.001(7) C33 0.029(8) 0.023(8) 0.029(8) 0.001(7) 0.004(7) -0.001(7) C34 0.040(9) 0.041(9) 0.041(9) -0.002(7) -0.008(8) 0.008(8) C35 0.050(10) 0.046(10) 0.046(10) 0.006(8) 0.000(8) 0.001(8) C36 0.047(9) 0.046(10) 0.048(9) 0.002(8) 0.012(8) 0.001(8) C37 0.050(10) 0.041(10) 0.047(9) -0.001(8) 0.001(8) 0.007(8) C38 0.032(8) 0.034(9) 0.043(9) 0.006(7) -0.005(7) 0.013(7) C39 0.045(9) 0.044(10) 0.051(10) 0.002(8) 0.005(8) 0.001(8) C40 0.042(9) 0.046(10) 0.052(9) -0.004(8) -0.006(8) -0.005(8) C41 0.043(9) 0.057(10) 0.043(9) 0.006(8) 0.009(8) -0.013(8) C42 0.063(11) 0.067(12) 0.076(12) -0.009(9) 0.013(9) -0.005(9) C43 0.024(7) 0.040(9) 0.036(9) 0.003(7) 0.003(7) 0.004(7) O50 0.137(10) 0.139(10) 0.138(10) 0.002(6) -0.001(7) -0.002(7) C51 0.135(10) 0.137(10) 0.136(10) 0.004(7) -0.003(7) 0.000(7) C52 0.136(10) 0.136(10) 0.137(10) 0.000(7) 0.000(7) 0.001(7) C53 0.137(10) 0.139(10) 0.139(10) -0.001(7) -0.002(7) 0.000(7) C54 0.136(10) 0.139(10) 0.138(10) -0.002(7) 0.000(7) 0.000(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 Ga2A I6A 2.54(2) . ? Ga2A I5 2.549(17) . ? Ga2A I4 2.574(18) . ? Ga2A I3 2.627(16) . ? Ga1 N2 2.022(16) . ? Ga1 N3 2.189(17) . ? Ga1 N1 2.214(17) . ? Ga1 I1 2.512(3) . ? Ga1 I2 2.538(2) . ? Ga2 I4 2.534(3) . ? Ga2 I6 2.538(4) . ? Ga2 I5 2.553(4) . ? Ga2 I3 2.583(3) . ? N1 C13 1.27(3) . ? N1 C9 1.52(3) . ? N2 C24 1.31(2) . ? N2 C20 1.38(3) . ? N3 C25 1.36(3) . ? N3 C32 1.48(2) . ? C1 C2 1.51(4) . ? C2 C4 1.47(3) . ? C2 C3 1.49(4) . ? C4 C9 1.43(3) . ? C4 C5 1.50(4) . ? C5 C6 1.25(4) . ? C6 C7 1.46(4) . ? C7 C8 1.42(3) . ? C8 C9 1.35(3) . ? C8 C10 1.49(3) . ? C10 C12 1.47(4) . ? C10 C11 1.48(4) . ? C13 C20 1.48(3) . ? C13 C14 1.53(3) . ? C14 C19 1.33(3) . ? C14 C15 1.45(4) . ? C15 C16 1.30(4) . ? C16 C17 1.32(4) . ? C17 C18 1.36(4) . ? C18 C19 1.39(4) . ? C20 C21 1.36(3) . ? C21 C22 1.46(3) . ? C22 C23 1.28(3) . ? C23 C24 1.36(3) . ? C24 C25 1.50(3) . ? C25 C26 1.42(3) . ? C26 C31 1.32(3) . ? C26 C27 1.50(3) . ? C27 C28 1.38(4) . ? C28 C29 1.36(4) . ? C29 C30 1.37(4) . ? C30 C31 1.38(3) . ? C32 C37 1.30(3) . ? C32 C33 1.51(3) . ? C33 C38 1.41(3) . ? C33 C34 1.42(3) . ? C34 C35 1.34(4) . ? C35 C36 1.39(4) . ? C36 C37 1.38(4) . ? C37 C41 1.55(4) . ? C38 C39 1.52(3) . ? C38 C40 1.57(3) . ? C41 C42 1.48(4) . ? C41 C43 1.56(3) . ? O50 C54 1.406(19) . ? O50 C51 1.431(19) . ? C51 C52 1.475(18) . ? C52 C53 1.486(19) . ? C53 C54 1.466(18) . ? 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 I6A Ga2A I5 109.2(9) . . ? I6A Ga2A I4 110.8(7) . . ? I5 Ga2A I4 109.1(6) . . ? I6A Ga2A I3 115.0(6) . . ? I5 Ga2A I3 107.2(6) . . ? I4 Ga2A I3 105.3(7) . . ? N2 Ga1 N3 75.2(6) . . ? N2 Ga1 N1 76.0(6) . . ? N3 Ga1 N1 146.0(6) . . ? N2 Ga1 I1 144.7(4) . . ? N3 Ga1 I1 96.7(4) . . ? N1 Ga1 I1 96.4(4) . . ? N2 Ga1 I2 95.9(4) . . ? N3 Ga1 I2 99.5(4) . . ? N1 Ga1 I2 101.1(4) . . ? I1 Ga1 I2 119.40(9) . . ? I4 Ga2 I6 112.16(14) . . ? I4 Ga2 I5 110.31(13) . . ? I6 Ga2 I5 107.83(13) . . ? I4 Ga2 I3 107.86(12) . . ? I6 Ga2 I3 110.17(13) . . ? I5 Ga2 I3 108.45(12) . . ? Ga2 I3 Ga2A 41.1(4) . . ? Ga2 I4 Ga2A 42.0(4) . . ? Ga2A I5 Ga2 42.0(4) . . ? C13 N1 C9 120.3(18) . . ? C13 N1 Ga1 114.2(14) . . ? C9 N1 Ga1 123.7(13) . . ? C24 N2 C20 121.3(17) . . ? C24 N2 Ga1 118.5(13) . . ? C20 N2 Ga1 115.0(13) . . ? C25 N3 C32 121.0(16) . . ? C25 N3 Ga1 113.1(12) . . ? C32 N3 Ga1 125.8(12) . . ? C4 C2 C3 110(2) . . ? C4 C2 C1 111(2) . . ? C3 C2 C1 111(2) . . ? C9 C4 C2 128(2) . . ? C9 C4 C5 110(2) . . ? C2 C4 C5 121(2) . . ? C6 C5 C4 122(3) . . ? C5 C6 C7 124(3) . . ? C8 C7 C6 118(2) . . ? C9 C8 C7 115(2) . . ? C9 C8 C10 130(2) . . ? C7 C8 C10 115(2) . . ? C8 C9 C4 129(2) . . ? C8 C9 N1 120(2) . . ? C4 C9 N1 110.7(19) . . ? C12 C10 C11 113(2) . . ? C12 C10 C8 112(2) . . ? C11 C10 C8 109(2) . . ? N1 C13 C20 115.1(19) . . ? N1 C13 C14 128(2) . . ? C20 C13 C14 117(2) . . ? C19 C14 C15 116(2) . . ? C19 C14 C13 122(2) . . ? C15 C14 C13 121(2) . . ? C16 C15 C14 121(3) . . ? C15 C16 C17 122(3) . . ? C16 C17 C18 120(3) . . ? C17 C18 C19 120(3) . . ? C14 C19 C18 121(3) . . ? C21 C20 N2 118.3(19) . . ? C21 C20 C13 127(2) . . ? N2 C20 C13 114.2(18) . . ? C20 C21 C22 118(2) . . ? C23 C22 C21 120(2) . . ? C22 C23 C24 121(2) . . ? N2 C24 C23 121.6(18) . . ? N2 C24 C25 112.8(18) . . ? C23 C24 C25 125.5(17) . . ? N3 C25 C26 122.5(18) . . ? N3 C25 C24 113.5(16) . . ? C26 C25 C24 124.0(17) . . ? C31 C26 C25 131(2) . . ? C31 C26 C27 114(2) . . ? C25 C26 C27 115.1(18) . . ? C28 C27 C26 118(2) . . ? C29 C28 C27 123(3) . . ? C28 C29 C30 120(3) . . ? C29 C30 C31 117(3) . . ? C26 C31 C30 128(2) . . ? C37 C32 N3 123(2) . . ? C37 C32 C33 124.9(19) . . ? N3 C32 C33 111.5(16) . . ? C38 C33 C34 123(2) . . ? C38 C33 C32 128.2(18) . . ? C34 C33 C32 109.1(18) . . ? C35 C34 C33 126(2) . . ? C34 C35 C36 120(2) . . ? C37 C36 C35 119(2) . . ? C32 C37 C36 121(2) . . ? C32 C37 C41 126(2) . . ? C36 C37 C41 114(2) . . ? C33 C38 C39 115(2) . . ? C33 C38 C40 110.1(19) . . ? C39 C38 C40 109.1(19) . . ? C42 C41 C37 115(2) . . ? C42 C41 C43 111(2) . . ? C37 C41 C43 111(2) . . ? C54 O50 C51 94(4) . . ? O50 C51 C52 117(3) . . ? C51 C52 C53 98.8(18) . . ? C54 C53 C52 100.2(17) . . ? O50 C54 C53 120(3) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 2.025 _refine_diff_density_min -1.100 _refine_diff_density_rms 0.275 # Attachment 'compound_7.cif' # compound 7 data_apr17 _database_code_depnum_ccdc_archive 'CCDC 738767' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H47 Ga I2 N3' _chemical_formula_weight 929.36 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' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 8.411(2) _cell_length_b 9.720(2) _cell_length_c 13.536(3) _cell_angle_alpha 76.463(4) _cell_angle_beta 78.265(4) _cell_angle_gamma 67.402(4) _cell_volume 985.3(4) _cell_formula_units_Z 1 _cell_measurement_temperature 202(2) _cell_measurement_reflns_used 3121 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description needle _exptl_crystal_colour clear _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas n/a _exptl_crystal_density_diffrn 1.566 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 463 _exptl_absorpt_coefficient_mu 2.298 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4600 _exptl_absorpt_correction_T_max 0.6564 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; Data collection is performed with four batch runs at \f = 0.00 \% (600 frames), at \f = 90.00 \% (600 frames), at \f = 180 \% (600 frames) and at \f = 270 \% (600 frames). Frame width = 0.30 \& in \w. Data is merged, corrected for decay, and treated with multi-scan absorption corrections. ; _diffrn_ambient_temperature 202(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS APEX diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 836.6 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 1 _diffrn_reflns_number 8998 _diffrn_reflns_av_R_equivalents 0.0495 _diffrn_reflns_av_sigmaI/netI 0.1619 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 26.40 _reflns_number_total 7194 _reflns_number_gt 4696 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2001)' _computing_publication_material 'SHELXTL (Sheldrick, 2001)' _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^)+(0.0741P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(4) _refine_ls_number_reflns 7194 _refine_ls_number_parameters 382 _refine_ls_number_restraints 444 _refine_ls_R_factor_all 0.1283 _refine_ls_R_factor_gt 0.0738 _refine_ls_wR_factor_ref 0.1836 _refine_ls_wR_factor_gt 0.1589 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.015 _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 Ga Ga 0.0647(2) 0.80045(17) 0.89325(14) 0.0316(4) Uani 1 1 d U . . I1 I 0.36729(10) 0.61868(9) 0.92126(7) 0.0308(3) Uani 1 1 d U . . I2 I -0.16026(11) 0.67040(10) 0.93499(8) 0.0368(4) Uani 1 1 d U . . N1 N 0.0091(15) 0.9054(13) 1.0275(9) 0.0275(15) Uani 1 1 d U . . N3 N 0.1199(17) 0.8208(14) 0.7154(10) 0.0298(18) Uani 1 1 d U . . C1 C 0.1023(12) 0.7383(11) 1.1892(8) 0.0313(18) Uani 1 1 d GU . . C2 C 0.2187(13) 0.6840(10) 1.2611(7) 0.035(2) Uani 1 1 d GU . . H2A H 0.2156 0.6008 1.3138 0.042 Uiso 1 1 calc R . . C3 C 0.3397(12) 0.7515(11) 1.2557(7) 0.038(2) Uani 1 1 d GU . . H3A H 0.4193 0.7144 1.3048 0.045 Uiso 1 1 calc R . . C4 C 0.3443(12) 0.8732(11) 1.1786(8) 0.037(2) Uani 1 1 d GU . . H4A H 0.4270 0.9194 1.1750 0.045 Uiso 1 1 calc R . . C5 C 0.2279(13) 0.9275(10) 1.1068(7) 0.0345(18) Uani 1 1 d GU . . C6 C 0.1069(13) 0.8600(12) 1.1121(7) 0.0320(16) Uani 1 1 d GU . . C7 C -0.023(2) 0.6616(17) 1.1958(12) 0.033(2) Uani 1 1 d U . . H7A H -0.1003 0.7186 1.1412 0.040 Uiso 1 1 calc R . . C8 C 0.065(2) 0.4998(18) 1.1778(14) 0.038(3) Uani 1 1 d U . . H8A H 0.1402 0.4976 1.1120 0.057 Uiso 1 1 calc R . . H8B H -0.0226 0.4573 1.1769 0.057 Uiso 1 1 calc R . . H8C H 0.1359 0.4398 1.2330 0.057 Uiso 1 1 calc R . . C9 C -0.141(2) 0.6601(18) 1.3016(12) 0.043(3) Uani 1 1 d U . . H9A H -0.2017 0.7640 1.3145 0.064 Uiso 1 1 calc R . . H9B H -0.0690 0.6006 1.3562 0.064 Uiso 1 1 calc R . . H9C H -0.2264 0.6148 1.3003 0.064 Uiso 1 1 calc R . . C10 C 0.245(2) 1.0628(18) 1.0227(13) 0.041(2) Uani 1 1 d U . . H10A H 0.1303 1.1103 0.9959 0.049 Uiso 1 1 calc R . . C11 C 0.372(3) 1.021(2) 0.9322(14) 0.057(4) Uani 1 1 d U . . H11A H 0.3730 1.1131 0.8833 0.086 Uiso 1 1 calc R . . H11B H 0.3407 0.9569 0.8997 0.086 Uiso 1 1 calc R . . H11C H 0.4883 0.9659 0.9535 0.086 Uiso 1 1 calc R . . C12 C 0.262(3) 1.1838(19) 1.0655(15) 0.056(4) Uani 1 1 d U . . H12A H 0.2717 1.2662 1.0097 0.084 Uiso 1 1 calc R . . H12B H 0.3660 1.1420 1.1005 0.084 Uiso 1 1 calc R . . H12C H 0.1593 1.2227 1.1143 0.084 Uiso 1 1 calc R . . C13 C -0.1178(19) 1.0379(16) 1.0170(11) 0.0261(18) Uani 1 1 d U . . C14 C -0.2946(14) 1.0676(8) 1.1826(8) 0.039(2) Uani 1 1 d GU . . H14A H -0.2837 0.9647 1.1910 0.047 Uiso 1 1 calc R . . C15 C -0.3994(13) 1.1550(11) 1.2554(7) 0.044(3) Uani 1 1 d GU . . H15A H -0.4600 1.1118 1.3135 0.053 Uiso 1 1 calc R . . C16 C -0.4153(14) 1.3056(11) 1.2432(7) 0.044(3) Uani 1 1 d GU . . H16A H -0.4869 1.3653 1.2929 0.053 Uiso 1 1 calc R . . C17 C -0.3265(15) 1.3688(8) 1.1582(8) 0.041(2) Uani 1 1 d GU . . H17A H -0.3374 1.4717 1.1498 0.049 Uiso 1 1 calc R . . C18 C -0.2218(13) 1.2814(10) 1.0854(7) 0.037(2) Uani 1 1 d GU . . H18A H -0.1611 1.3246 1.0272 0.044 Uiso 1 1 calc R . . C19 C -0.2058(13) 1.1309(10) 1.0976(7) 0.032(2) Uani 1 1 d GU . . C20 C -0.1738(11) 1.0993(9) 0.9152(4) 0.0184(17) Uani 1 1 d GU . . C21 C -0.3112(11) 1.2306(8) 0.8865(5) 0.025(2) Uani 1 1 d GU . . H21A H -0.3817 1.2912 0.9360 0.030 Uiso 1 1 calc R . . C22 C -0.3456(10) 1.2731(8) 0.7854(6) 0.027(2) Uani 1 1 d GU . . H22A H -0.4396 1.3629 0.7658 0.033 Uiso 1 1 calc R . . C23 C -0.2426(12) 1.1844(9) 0.7130(5) 0.027(2) Uani 1 1 d GU . . H23A H -0.2661 1.2135 0.6439 0.033 Uiso 1 1 calc R . . C24 C -0.1051(11) 1.0532(9) 0.7416(5) 0.0257(18) Uani 1 1 d GU . . N2 N -0.0707(9) 1.0106(7) 0.8428(6) 0.0258(16) Uani 1 1 d GU . . C25 C 0.014(2) 0.9511(16) 0.6718(11) 0.0294(18) Uani 1 1 d U . . C26 C 0.0260(16) 1.1474(10) 0.5215(7) 0.042(2) Uani 1 1 d GU . . H26A H 0.0407 1.2035 0.5656 0.050 Uiso 1 1 calc R . . C27 C 0.0159(15) 1.2075(9) 0.4181(8) 0.049(3) Uani 1 1 d GU . . H27A H 0.0237 1.3045 0.3916 0.059 Uiso 1 1 calc R . . C28 C -0.0056(16) 1.1255(12) 0.3536(5) 0.051(3) Uani 1 1 d GU . . H28A H -0.0124 1.1665 0.2830 0.061 Uiso 1 1 calc R . . C29 C -0.0170(16) 0.9835(11) 0.3924(7) 0.048(2) Uani 1 1 d GU . . H29A H -0.0316 0.9274 0.3483 0.058 Uiso 1 1 calc R . . C30 C -0.0069(15) 0.9234(9) 0.4957(7) 0.040(2) Uani 1 1 d GU . . H30A H -0.0147 0.8264 0.5222 0.048 Uiso 1 1 calc R . . C31 C 0.0146(15) 1.0054(11) 0.5603(5) 0.036(2) Uani 1 1 d GU . . C32 C 0.2498(12) 0.5930(11) 0.6368(8) 0.0355(18) Uani 1 1 d GU . . C33 C 0.3864(14) 0.5007(9) 0.5778(8) 0.040(2) Uani 1 1 d GU . . H33A H 0.3812 0.4098 0.5664 0.048 Uiso 1 1 calc R . . C34 C 0.5305(12) 0.5413(11) 0.5356(8) 0.043(2) Uani 1 1 d GU . . H34A H 0.6238 0.4782 0.4953 0.052 Uiso 1 1 calc R . . C35 C 0.5381(12) 0.6742(12) 0.5524(8) 0.042(2) Uani 1 1 d GU . . H35A H 0.6366 0.7020 0.5235 0.050 Uiso 1 1 calc R . . C36 C 0.4016(14) 0.7666(9) 0.6114(8) 0.0366(18) Uani 1 1 d GU . . C37 C 0.2574(12) 0.7260(10) 0.6536(8) 0.0335(17) Uani 1 1 d GU . . C38 C 0.097(2) 0.5379(19) 0.6824(13) 0.039(2) Uani 1 1 d U . . H38A H 0.0042 0.6201 0.7162 0.047 Uiso 1 1 calc R . . C39 C 0.146(3) 0.3971(18) 0.7633(14) 0.047(4) Uani 1 1 d U . . H39A H 0.1947 0.4155 0.8166 0.071 Uiso 1 1 calc R . . H39B H 0.2318 0.3128 0.7318 0.071 Uiso 1 1 calc R . . H39C H 0.0419 0.3720 0.7939 0.071 Uiso 1 1 calc R . . C40 C 0.016(3) 0.508(2) 0.5990(14) 0.049(3) Uani 1 1 d U . . H40A H -0.0185 0.5995 0.5469 0.073 Uiso 1 1 calc R . . H40B H -0.0868 0.4819 0.6310 0.073 Uiso 1 1 calc R . . H40C H 0.1013 0.4245 0.5667 0.073 Uiso 1 1 calc R . . C41 C 0.426(2) 0.9055(19) 0.6305(13) 0.041(2) Uani 1 1 d U . . H41A H 0.3168 0.9638 0.6709 0.049 Uiso 1 1 calc R . . C42 C 0.576(2) 0.865(2) 0.6910(14) 0.048(3) Uani 1 1 d U . . H42A H 0.5595 0.7981 0.7557 0.072 Uiso 1 1 calc R . . H42B H 0.5812 0.9572 0.7053 0.072 Uiso 1 1 calc R . . H42C H 0.6853 0.8126 0.6509 0.072 Uiso 1 1 calc R . . C43 C 0.456(2) 1.010(2) 0.5296(14) 0.052(4) Uani 1 1 d U . . H43A H 0.3592 1.0388 0.4900 0.078 Uiso 1 1 calc R . . H43B H 0.5645 0.9558 0.4898 0.078 Uiso 1 1 calc R . . H43C H 0.4640 1.1003 0.5448 0.078 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 Ga 0.0236(10) 0.0211(9) 0.0483(11) -0.0009(8) -0.0106(8) -0.0061(7) I1 0.0250(6) 0.0233(6) 0.0378(7) -0.0058(5) -0.0079(5) 0.0006(5) I2 0.0365(8) 0.0397(8) 0.0405(8) -0.0030(6) -0.0068(6) -0.0215(6) N1 0.025(4) 0.024(3) 0.029(3) 0.003(2) -0.006(3) -0.007(2) N3 0.031(4) 0.025(3) 0.036(3) -0.006(2) -0.008(2) -0.010(3) C1 0.035(4) 0.026(4) 0.031(4) -0.001(3) -0.011(3) -0.007(3) C2 0.037(4) 0.030(4) 0.034(4) -0.002(4) -0.013(3) -0.006(3) C3 0.035(5) 0.034(4) 0.040(4) -0.002(4) -0.015(4) -0.006(4) C4 0.033(4) 0.035(4) 0.041(4) -0.001(4) -0.012(3) -0.008(3) C5 0.032(4) 0.031(4) 0.039(4) -0.001(3) -0.011(3) -0.010(3) C6 0.030(4) 0.027(3) 0.034(3) 0.002(3) -0.010(3) -0.007(3) C7 0.037(5) 0.026(4) 0.034(5) -0.001(4) -0.008(4) -0.009(3) C8 0.044(8) 0.032(6) 0.045(7) -0.012(6) -0.016(6) -0.014(5) C9 0.045(7) 0.032(7) 0.041(7) 0.001(6) -0.001(5) -0.011(6) C10 0.039(5) 0.034(4) 0.045(5) 0.003(4) -0.008(4) -0.011(4) C11 0.065(8) 0.046(7) 0.049(7) 0.003(5) 0.003(6) -0.020(7) C12 0.063(9) 0.036(6) 0.065(8) -0.002(5) -0.005(7) -0.019(6) C13 0.025(3) 0.024(3) 0.026(3) 0.000(2) -0.006(3) -0.008(3) C14 0.036(5) 0.037(4) 0.034(4) -0.002(4) 0.001(4) -0.006(4) C15 0.040(5) 0.042(4) 0.037(4) -0.003(4) 0.003(4) -0.006(4) C16 0.043(5) 0.042(4) 0.038(5) -0.008(4) -0.001(4) -0.006(4) C17 0.041(5) 0.036(4) 0.039(5) -0.011(4) -0.003(4) -0.005(4) C18 0.037(5) 0.031(4) 0.037(4) -0.007(3) -0.005(4) -0.005(4) C19 0.031(4) 0.030(3) 0.030(3) -0.003(3) -0.005(3) -0.006(3) C20 0.022(3) 0.017(3) 0.021(3) 0.003(3) -0.005(3) -0.015(2) C21 0.026(4) 0.022(4) 0.025(3) 0.003(3) -0.004(3) -0.010(3) C22 0.030(4) 0.022(4) 0.027(4) 0.001(3) -0.007(3) -0.008(3) C23 0.032(4) 0.022(4) 0.026(4) 0.002(3) -0.008(3) -0.009(3) C24 0.030(4) 0.022(3) 0.028(3) -0.001(3) -0.009(3) -0.011(3) N2 0.028(4) 0.022(3) 0.025(3) 0.002(3) -0.007(3) -0.007(2) C25 0.032(4) 0.025(3) 0.034(3) -0.005(2) -0.008(3) -0.012(3) C26 0.049(5) 0.034(4) 0.036(4) -0.001(3) -0.005(4) -0.010(4) C27 0.056(5) 0.041(5) 0.037(4) 0.001(4) -0.004(5) -0.007(4) C28 0.056(6) 0.046(5) 0.034(4) -0.001(4) -0.007(5) -0.002(5) C29 0.054(5) 0.045(5) 0.035(4) -0.006(4) -0.011(4) -0.004(4) C30 0.047(5) 0.036(4) 0.034(4) -0.009(3) -0.010(4) -0.008(4) C31 0.042(4) 0.030(4) 0.033(3) -0.007(3) -0.007(3) -0.009(3) C32 0.039(4) 0.029(4) 0.035(4) -0.008(3) -0.008(3) -0.006(3) C33 0.040(4) 0.036(4) 0.035(4) -0.010(4) -0.010(4) -0.001(3) C34 0.040(4) 0.039(4) 0.035(5) -0.008(4) -0.005(4) 0.003(4) C35 0.038(4) 0.039(4) 0.036(4) -0.003(4) -0.004(4) -0.003(4) C36 0.035(4) 0.036(4) 0.036(4) -0.005(3) -0.005(3) -0.010(3) C37 0.033(4) 0.030(3) 0.036(3) -0.005(3) -0.009(3) -0.008(3) C38 0.045(5) 0.029(4) 0.041(5) -0.009(4) -0.006(4) -0.010(4) C39 0.056(8) 0.031(7) 0.049(7) -0.006(5) -0.004(6) -0.010(6) C40 0.050(8) 0.043(8) 0.056(7) -0.008(6) -0.013(6) -0.017(6) C41 0.040(5) 0.041(4) 0.044(5) -0.005(4) -0.002(4) -0.019(4) C42 0.042(7) 0.056(8) 0.053(7) -0.011(6) -0.002(6) -0.025(6) C43 0.047(8) 0.051(7) 0.055(7) 0.002(6) 0.002(6) -0.024(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 Ga N2 1.952(6) . ? Ga N1 2.171(13) . ? Ga N3 2.334(13) . ? Ga I1 2.5230(18) . ? Ga I2 2.562(2) . ? N1 C13 1.318(17) . ? N1 C6 1.433(14) . ? N3 C25 1.321(18) . ? N3 C37 1.426(14) . ? C1 C2 1.3900 . ? C1 C6 1.3900 . ? C1 C7 1.487(18) . ? C2 C3 1.3900 . ? C2 H2A 0.9500 . ? C3 C4 1.3900 . ? C3 H3A 0.9500 . ? C4 C5 1.3900 . ? C4 H4A 0.9500 . ? C5 C6 1.3900 . ? C5 C10 1.557(17) . ? C7 C8 1.51(2) . ? C7 C9 1.57(2) . ? C7 H7A 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.48(2) . ? C10 C12 1.49(2) . ? C10 H10A 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C20 1.462(15) . ? C13 C19 1.474(16) . ? C14 C15 1.3900 . ? C14 C19 1.3900 . ? C14 H14A 0.9500 . ? C15 C16 1.3900 . ? C15 H15A 0.9500 . ? C16 C17 1.3900 . ? C16 H16A 0.9500 . ? C17 C18 1.3900 . ? C17 H17A 0.9500 . ? C18 C19 1.3900 . ? C18 H18A 0.9500 . ? C20 C21 1.3900 . ? C20 N2 1.3900 . ? C21 C22 1.3900 . ? C21 H21A 0.9500 . ? C22 C23 1.3900 . ? C22 H22A 0.9500 . ? C23 C24 1.3900 . ? C23 H23A 0.9500 . ? C24 N2 1.3900 . ? C24 C25 1.473(16) . ? C25 C31 1.478(16) . ? C26 C27 1.3900 . ? C26 C31 1.3900 . ? C26 H26A 0.9500 . ? C27 C28 1.3900 . ? C27 H27A 0.9500 . ? C28 C29 1.3900 . ? C28 H28A 0.9500 . ? C29 C30 1.3900 . ? C29 H29A 0.9500 . ? C30 C31 1.3900 . ? C30 H30A 0.9500 . ? C32 C33 1.3900 . ? C32 C37 1.3900 . ? C32 C38 1.54(2) . ? C33 C34 1.3900 . ? C33 H33A 0.9500 . ? C34 C35 1.3900 . ? C34 H34A 0.9500 . ? C35 C36 1.3900 . ? C35 H35A 0.9500 . ? C36 C37 1.3900 . ? C36 C41 1.524(19) . ? C38 C39 1.51(2) . ? C38 C40 1.56(2) . ? C38 H38A 1.0000 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 C42 1.52(2) . ? C41 C43 1.54(2) . ? C41 H41A 1.0000 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 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 N2 Ga N1 77.6(4) . . ? N2 Ga N3 75.9(4) . . ? N1 Ga N3 148.8(4) . . ? N2 Ga I1 143.8(3) . . ? N1 Ga I1 97.8(3) . . ? N3 Ga I1 93.9(3) . . ? N2 Ga I2 103.2(3) . . ? N1 Ga I2 100.9(3) . . ? N3 Ga I2 101.0(3) . . ? I1 Ga I2 112.93(7) . . ? C13 N1 C6 119.6(12) . . ? C13 N1 Ga 111.3(9) . . ? C6 N1 Ga 128.3(8) . . ? C25 N3 C37 119.8(12) . . ? C25 N3 Ga 110.0(10) . . ? C37 N3 Ga 129.7(9) . . ? C2 C1 C6 120.0 . . ? C2 C1 C7 118.7(9) . . ? C6 C1 C7 121.3(9) . . ? C1 C2 C3 120.0 . . ? C1 C2 H2A 120.0 . . ? C3 C2 H2A 120.0 . . ? C2 C3 C4 120.0 . . ? C2 C3 H3A 120.0 . . ? C4 C3 H3A 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C6 C5 C4 120.0 . . ? C6 C5 C10 124.0(9) . . ? C4 C5 C10 116.0(9) . . ? C5 C6 C1 120.0 . . ? C5 C6 N1 117.2(8) . . ? C1 C6 N1 122.1(8) . . ? C1 C7 C8 112.6(13) . . ? C1 C7 C9 112.7(13) . . ? C8 C7 C9 107.9(13) . . ? C1 C7 H7A 107.8 . . ? C8 C7 H7A 107.8 . . ? C9 C7 H7A 107.8 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C12 113.4(16) . . ? C11 C10 C5 115.3(13) . . ? C12 C10 C5 112.7(14) . . ? C11 C10 H10A 104.7 . . ? C12 C10 H10A 104.7 . . ? C5 C10 H10A 104.7 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 C20 116.7(12) . . ? N1 C13 C19 126.1(12) . . ? C20 C13 C19 117.2(10) . . ? C15 C14 C19 120.0 . . ? C15 C14 H14A 120.0 . . ? C19 C14 H14A 120.0 . . ? C16 C15 C14 120.0 . . ? C16 C15 H15A 120.0 . . ? C14 C15 H15A 120.0 . . ? C15 C16 C17 120.0 . . ? C15 C16 H16A 120.0 . . ? C17 C16 H16A 120.0 . . ? C18 C17 C16 120.0 . . ? C18 C17 H17A 120.0 . . ? C16 C17 H17A 120.0 . . ? C19 C18 C17 120.0 . . ? C19 C18 H18A 120.0 . . ? C17 C18 H18A 120.0 . . ? C18 C19 C14 120.0 . . ? C18 C19 C13 122.9(8) . . ? C14 C19 C13 116.6(8) . . ? C21 C20 N2 120.0 . . ? C21 C20 C13 127.6(7) . . ? N2 C20 C13 112.4(7) . . ? C20 C21 C22 120.0 . . ? C20 C21 H21A 120.0 . . ? C22 C21 H21A 120.0 . . ? C23 C22 C21 120.0 . . ? C23 C22 H22A 120.0 . . ? C21 C22 H22A 120.0 . . ? C24 C23 C22 120.0 . . ? C24 C23 H23A 120.0 . . ? C22 C23 H23A 120.0 . . ? C23 C24 N2 120.0 . . ? C23 C24 C25 124.9(7) . . ? N2 C24 C25 115.1(7) . . ? C24 N2 C20 120.0 . . ? C24 N2 Ga 119.5(4) . . ? C20 N2 Ga 117.3(4) . . ? N3 C25 C24 116.1(12) . . ? N3 C25 C31 125.3(13) . . ? C24 C25 C31 118.4(11) . . ? C27 C26 C31 120.0 . . ? C27 C26 H26A 120.0 . . ? C31 C26 H26A 120.0 . . ? C28 C27 C26 120.0 . . ? C28 C27 H27A 120.0 . . ? C26 C27 H27A 120.0 . . ? C27 C28 C29 120.0 . . ? C27 C28 H28A 120.0 . . ? C29 C28 H28A 120.0 . . ? C30 C29 C28 120.0 . . ? C30 C29 H29A 120.0 . . ? C28 C29 H29A 120.0 . . ? C31 C30 C29 120.0 . . ? C31 C30 H30A 120.0 . . ? C29 C30 H30A 120.0 . . ? C30 C31 C26 120.0 . . ? C30 C31 C25 122.0(9) . . ? C26 C31 C25 117.9(9) . . ? C33 C32 C37 120.0 . . ? C33 C32 C38 116.6(9) . . ? C37 C32 C38 123.4(9) . . ? C32 C33 C34 120.0 . . ? C32 C33 H33A 120.0 . . ? C34 C33 H33A 120.0 . . ? C35 C34 C33 120.0 . . ? C35 C34 H34A 120.0 . . ? C33 C34 H34A 120.0 . . ? C36 C35 C34 120.0 . . ? C36 C35 H35A 120.0 . . ? C34 C35 H35A 120.0 . . ? C37 C36 C35 120.0 . . ? C37 C36 C41 123.6(9) . . ? C35 C36 C41 116.3(9) . . ? C36 C37 C32 120.0 . . ? C36 C37 N3 119.2(8) . . ? C32 C37 N3 120.8(8) . . ? C39 C38 C32 112.7(14) . . ? C39 C38 C40 108.9(15) . . ? C32 C38 C40 112.7(14) . . ? C39 C38 H38A 107.4 . . ? C32 C38 H38A 107.4 . . ? C40 C38 H38A 107.4 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C38 C40 H40A 109.5 . . ? C38 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C38 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C42 C41 C36 112.7(13) . . ? C42 C41 C43 108.1(15) . . ? C36 C41 C43 111.6(14) . . ? C42 C41 H41A 108.1 . . ? C36 C41 H41A 108.1 . . ? C43 C41 H41A 108.1 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 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 N2 Ga N1 C13 16.3(10) . . . . ? N3 Ga N1 C13 48.7(15) . . . . ? I1 Ga N1 C13 159.7(10) . . . . ? I2 Ga N1 C13 -85.0(10) . . . . ? N2 Ga N1 C6 -153.4(11) . . . . ? N3 Ga N1 C6 -121.0(11) . . . . ? I1 Ga N1 C6 -10.0(10) . . . . ? I2 Ga N1 C6 105.3(10) . . . . ? N2 Ga N3 C25 -10.1(10) . . . . ? N1 Ga N3 C25 -42.8(15) . . . . ? I1 Ga N3 C25 -154.8(10) . . . . ? I2 Ga N3 C25 90.9(10) . . . . ? N2 Ga N3 C37 161.5(12) . . . . ? N1 Ga N3 C37 128.8(11) . . . . ? I1 Ga N3 C37 16.7(11) . . . . ? I2 Ga N3 C37 -97.5(11) . . . . ? C6 C1 C2 C3 0.0 . . . . ? C7 C1 C2 C3 178.7(12) . . . . ? C1 C2 C3 C4 0.0 . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C3 C4 C5 C10 -179.2(11) . . . . ? C4 C5 C6 C1 0.0 . . . . ? C10 C5 C6 C1 179.2(12) . . . . ? C4 C5 C6 N1 -170.6(11) . . . . ? C10 C5 C6 N1 8.6(13) . . . . ? C2 C1 C6 C5 0.0 . . . . ? C7 C1 C6 C5 -178.7(12) . . . . ? C2 C1 C6 N1 170.1(11) . . . . ? C7 C1 C6 N1 -8.6(13) . . . . ? C13 N1 C6 C5 -75.3(14) . . . . ? Ga N1 C6 C5 93.6(11) . . . . ? C13 N1 C6 C1 114.3(12) . . . . ? Ga N1 C6 C1 -76.8(12) . . . . ? C2 C1 C7 C8 -64.3(15) . . . . ? C6 C1 C7 C8 114.4(12) . . . . ? C2 C1 C7 C9 58.0(14) . . . . ? C6 C1 C7 C9 -123.3(11) . . . . ? C6 C5 C10 C11 -93.1(16) . . . . ? C4 C5 C10 C11 86.1(16) . . . . ? C6 C5 C10 C12 134.5(13) . . . . ? C4 C5 C10 C12 -46.3(16) . . . . ? C6 N1 C13 C20 160.4(11) . . . . ? Ga N1 C13 C20 -10.3(16) . . . . ? C6 N1 C13 C19 -18(2) . . . . ? Ga N1 C13 C19 171.0(11) . . . . ? C19 C14 C15 C16 0.0 . . . . ? C14 C15 C16 C17 0.0 . . . . ? C15 C16 C17 C18 0.0 . . . . ? C16 C17 C18 C19 0.0 . . . . ? C17 C18 C19 C14 0.0 . . . . ? C17 C18 C19 C13 171.0(11) . . . . ? C15 C14 C19 C18 0.0 . . . . ? C15 C14 C19 C13 -171.6(10) . . . . ? N1 C13 C19 C18 126.6(14) . . . . ? C20 C13 C19 C18 -52.2(15) . . . . ? N1 C13 C19 C14 -62.1(17) . . . . ? C20 C13 C19 C14 119.2(11) . . . . ? N1 C13 C20 C21 175.3(9) . . . . ? C19 C13 C20 C21 -5.9(16) . . . . ? N1 C13 C20 N2 -5.2(15) . . . . ? C19 C13 C20 N2 173.7(9) . . . . ? N2 C20 C21 C22 0.0 . . . . ? C13 C20 C21 C22 179.5(11) . . . . ? C20 C21 C22 C23 0.0 . . . . ? C21 C22 C23 C24 0.0 . . . . ? C22 C23 C24 N2 0.0 . . . . ? C22 C23 C24 C25 -179.3(11) . . . . ? C23 C24 N2 C20 0.0 . . . . ? C25 C24 N2 C20 179.4(10) . . . . ? C23 C24 N2 Ga 159.4(6) . . . . ? C25 C24 N2 Ga -21.2(9) . . . . ? C21 C20 N2 C24 0.0 . . . . ? C13 C20 N2 C24 -179.6(9) . . . . ? C21 C20 N2 Ga -159.9(6) . . . . ? C13 C20 N2 Ga 20.6(9) . . . . ? N1 Ga N2 C24 -179.9(6) . . . . ? N3 Ga N2 C24 16.7(5) . . . . ? I1 Ga N2 C24 93.8(5) . . . . ? I2 Ga N2 C24 -81.5(4) . . . . ? N1 Ga N2 C20 -20.0(5) . . . . ? N3 Ga N2 C20 176.7(6) . . . . ? I1 Ga N2 C20 -106.3(5) . . . . ? I2 Ga N2 C20 78.4(5) . . . . ? C37 N3 C25 C24 -170.0(11) . . . . ? Ga N3 C25 C24 2.5(16) . . . . ? C37 N3 C25 C31 5(2) . . . . ? Ga N3 C25 C31 177.9(11) . . . . ? C23 C24 C25 N3 -170.2(10) . . . . ? N2 C24 C25 N3 10.5(16) . . . . ? C23 C24 C25 C31 14.0(16) . . . . ? N2 C24 C25 C31 -165.3(9) . . . . ? C31 C26 C27 C28 0.0 . . . . ? C26 C27 C28 C29 0.0 . . . . ? C27 C28 C29 C30 0.0 . . . . ? C28 C29 C30 C31 0.0 . . . . ? C29 C30 C31 C26 0.0 . . . . ? C29 C30 C31 C25 175.7(12) . . . . ? C27 C26 C31 C30 0.0 . . . . ? C27 C26 C31 C25 -175.9(12) . . . . ? N3 C25 C31 C30 57.7(19) . . . . ? C24 C25 C31 C30 -126.9(11) . . . . ? N3 C25 C31 C26 -126.5(14) . . . . ? C24 C25 C31 C26 48.9(15) . . . . ? C37 C32 C33 C34 0.0 . . . . ? C38 C32 C33 C34 -178.9(11) . . . . ? C32 C33 C34 C35 0.0 . . . . ? C33 C34 C35 C36 0.0 . . . . ? C34 C35 C36 C37 0.0 . . . . ? C34 C35 C36 C41 176.8(11) . . . . ? C35 C36 C37 C32 0.0 . . . . ? C41 C36 C37 C32 -176.5(11) . . . . ? C35 C36 C37 N3 178.9(11) . . . . ? C41 C36 C37 N3 2.4(13) . . . . ? C33 C32 C37 C36 0.0 . . . . ? C38 C32 C37 C36 178.8(12) . . . . ? C33 C32 C37 N3 -178.9(11) . . . . ? C38 C32 C37 N3 -0.1(13) . . . . ? C25 N3 C37 C36 73.7(15) . . . . ? Ga N3 C37 C36 -97.2(11) . . . . ? C25 N3 C37 C32 -107.4(13) . . . . ? Ga N3 C37 C32 81.8(12) . . . . ? C33 C32 C38 C39 67.7(15) . . . . ? C37 C32 C38 C39 -111.1(13) . . . . ? C33 C32 C38 C40 -56.1(15) . . . . ? C37 C32 C38 C40 125.1(12) . . . . ? C37 C36 C41 C42 113.6(14) . . . . ? C35 C36 C41 C42 -63.0(15) . . . . ? C37 C36 C41 C43 -124.5(13) . . . . ? C35 C36 C41 C43 58.9(15) . . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.655 _refine_diff_density_min -1.053 _refine_diff_density_rms 0.184 # Attachment 'compound_5.cif' # compound 5 data_darr038s _database_code_depnum_ccdc_archive 'CCDC 749531' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C47.75 H55.75 Al2 Cl8.25 N3' _chemical_formula_weight 1018.13 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 Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 15.124(4) _cell_length_b 18.054(5) _cell_length_c 22.939(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6263(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 996 _cell_measurement_theta_min 2.69 _cell_measurement_theta_max 20.07 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.080 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2118 _exptl_absorpt_coefficient_mu 0.428 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9103 _exptl_absorpt_correction_T_max 0.9541 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; Data collection is performed with four batch runs at \f = 0.00 \% (600 frames), at \f = 90.00 \% (600 frames), at \f = 180 \% (600 frames) and at \f = 270 \% (600 frames). Frame width = 0.30 \& in \w. Data is merged, corrected for decay, and treated with multi-scan absorption corrections. ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS APEX diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 836.6 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 1 _diffrn_reflns_number 64994 _diffrn_reflns_av_R_equivalents 0.0529 _diffrn_reflns_av_sigmaI/netI 0.0256 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5690 _reflns_number_gt 3987 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2001)' _computing_publication_material 'SHELXTL (Sheldrick, 2001)' _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^)+(0.1242P)^2^+1.0905P] 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 5690 _refine_ls_number_parameters 293 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0923 _refine_ls_R_factor_gt 0.0657 _refine_ls_wR_factor_ref 0.2066 _refine_ls_wR_factor_gt 0.1869 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.055 _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 Al1 Al 0.78571(10) 0.2500 0.75026(5) 0.0669(4) Uani 1 2 d S . . Al2 Al 0.93192(11) 0.2500 0.48905(5) 0.0687(4) Uani 1 2 d S . . Cl1 Cl 0.64556(11) 0.2500 0.74332(8) 0.1031(5) Uani 1 2 d S . . Cl2 Cl 0.84246(13) 0.2500 0.83520(5) 0.0944(5) Uani 1 2 d S . . Cl3 Cl 0.90131(11) 0.2500 0.39880(5) 0.0924(5) Uani 1 2 d S . . Cl4 Cl 1.00997(9) 0.15534(6) 0.50875(4) 0.0968(4) Uani 1 1 d . . . Cl5 Cl 0.81836(11) 0.2500 0.54312(6) 0.0984(5) Uani 1 2 d S . . N1 N 0.8816(2) 0.2500 0.69360(13) 0.0539(8) Uani 1 2 d S . . N2 N 0.79964(18) 0.13941(15) 0.73257(10) 0.0631(7) Uani 1 1 d . . . C1 C 1.0419(3) 0.2500 0.64014(17) 0.0619(11) Uani 1 2 d S . . H1A H 1.0982 0.2500 0.6217 0.074 Uiso 1 2 calc SR . . C2 C 1.0014(2) 0.18378(19) 0.65338(12) 0.0600(8) Uani 1 1 d . . . H2A H 1.0289 0.1380 0.6441 0.072 Uiso 1 1 calc R . . C3 C 0.9194(2) 0.18541(17) 0.68057(11) 0.0555(7) Uani 1 1 d . . . C4 C 0.8656(2) 0.12072(17) 0.70040(12) 0.0595(8) Uani 1 1 d . . . C5 C 0.9077(2) 0.0363(2) 0.62070(14) 0.0728(9) Uani 1 1 d . . . H5A H 0.9086 0.0779 0.5954 0.087 Uiso 1 1 calc R . . C6 C 0.9250(3) -0.0333(2) 0.59895(18) 0.0887(11) Uani 1 1 d . . . H6A H 0.9359 -0.0399 0.5585 0.106 Uiso 1 1 calc R . . C7 C 0.9265(3) -0.0921(2) 0.63517(19) 0.0966(13) Uani 1 1 d . . . H7A H 0.9393 -0.1398 0.6199 0.116 Uiso 1 1 calc R . . C8 C 0.9098(3) -0.0842(2) 0.69399(19) 0.0925(12) Uani 1 1 d . . . H8A H 0.9121 -0.1262 0.7188 0.111 Uiso 1 1 calc R . . C9 C 0.8896(3) -0.01544(19) 0.71692(17) 0.0757(10) Uani 1 1 d . . . H9A H 0.8766 -0.0102 0.7572 0.091 Uiso 1 1 calc R . . C10 C 0.8886(2) 0.04611(18) 0.68025(14) 0.0655(8) Uani 1 1 d . . . C11 C 0.6734(3) 0.0479(2) 0.72942(15) 0.0812(11) Uani 1 1 d . . . C12 C 0.6288(3) -0.0037(3) 0.76360(17) 0.0963(13) Uani 1 1 d . . . H12A H 0.5808 -0.0297 0.7464 0.116 Uiso 1 1 calc R . . C13 C 0.6497(3) -0.0194(2) 0.82083(17) 0.0957(13) Uani 1 1 d . . . H13A H 0.6172 -0.0564 0.8410 0.115 Uiso 1 1 calc R . . C14 C 0.7166(3) 0.0176(2) 0.84932(15) 0.0801(11) Uani 1 1 d . A . C15 C 0.7616(3) 0.06992(19) 0.81707(13) 0.0716(9) Uani 1 1 d . . . H15A H 0.8076 0.0974 0.8351 0.086 Uiso 1 1 calc R . . C16 C 0.7414(2) 0.08376(19) 0.75838(13) 0.0691(9) Uani 1 1 d . . . C17 C 0.6389(3) 0.0580(3) 0.66577(17) 0.0942(13) Uani 1 1 d . . . C18 C 0.6856(3) 0.1182(2) 0.62932(15) 0.0862(11) Uani 1 1 d . . . H18A H 0.7467 0.1030 0.6215 0.129 Uiso 1 1 calc R . . H18B H 0.6857 0.1650 0.6510 0.129 Uiso 1 1 calc R . . H18C H 0.6542 0.1248 0.5923 0.129 Uiso 1 1 calc R . . C19 C 0.6507(4) -0.0160(3) 0.63367(19) 0.1248(19) Uani 1 1 d . . . H19A H 0.7129 -0.0310 0.6354 0.187 Uiso 1 1 calc R . . H19B H 0.6328 -0.0102 0.5929 0.187 Uiso 1 1 calc R . . H19C H 0.6140 -0.0539 0.6523 0.187 Uiso 1 1 calc R . . C20 C 0.5408(3) 0.0821(4) 0.6689(2) 0.128(2) Uani 1 1 d . . . H20A H 0.5195 0.0938 0.6296 0.191 Uiso 1 1 calc R . . H20B H 0.5355 0.1260 0.6937 0.191 Uiso 1 1 calc R . . H20C H 0.5054 0.0417 0.6854 0.191 Uiso 1 1 calc R . . C21 C 0.7430(3) 0.0016(2) 0.91251(15) 0.0862(11) Uani 1 1 d D . . C22 C 0.6730(6) -0.0445(5) 0.9441(3) 0.132(3) Uani 0.708(6) 1 d PD A 1 H22A H 0.6143 -0.0235 0.9367 0.198 Uiso 0.708(6) 1 calc PR A 1 H22B H 0.6849 -0.0440 0.9861 0.198 Uiso 0.708(6) 1 calc PR A 1 H22C H 0.6749 -0.0956 0.9298 0.198 Uiso 0.708(6) 1 calc PR A 1 C23 C 0.7394(6) 0.0781(4) 0.9465(2) 0.126(3) Uani 0.708(6) 1 d PD A 1 H23A H 0.6800 0.0993 0.9431 0.189 Uiso 0.708(6) 1 calc PR A 1 H23B H 0.7826 0.1124 0.9296 0.189 Uiso 0.708(6) 1 calc PR A 1 H23C H 0.7534 0.0698 0.9877 0.189 Uiso 0.708(6) 1 calc PR A 1 C24 C 0.8324(6) -0.0297(7) 0.9139(4) 0.176(6) Uani 0.708(6) 1 d PD A 1 H24A H 0.8537 -0.0370 0.8740 0.264 Uiso 0.708(6) 1 calc PR A 1 H24B H 0.8312 -0.0775 0.9343 0.264 Uiso 0.708(6) 1 calc PR A 1 H24C H 0.8721 0.0043 0.9345 0.264 Uiso 0.708(6) 1 calc PR A 1 C22' C 0.6673(11) 0.0012(11) 0.9538(9) 0.132(3) Uani 0.292(6) 1 d PD A 2 H22D H 0.6229 -0.0346 0.9405 0.198 Uiso 0.292(6) 1 calc PR A 2 H22E H 0.6408 0.0507 0.9553 0.198 Uiso 0.292(6) 1 calc PR A 2 H22F H 0.6881 -0.0127 0.9927 0.198 Uiso 0.292(6) 1 calc PR A 2 C23' C 0.8223(12) 0.0441(11) 0.9343(6) 0.126(3) Uani 0.292(6) 1 d PD A 2 H23D H 0.8699 0.0413 0.9054 0.189 Uiso 0.292(6) 1 calc PR A 2 H23E H 0.8426 0.0225 0.9712 0.189 Uiso 0.292(6) 1 calc PR A 2 H23F H 0.8059 0.0960 0.9406 0.189 Uiso 0.292(6) 1 calc PR A 2 C24' C 0.7768(14) -0.0825(8) 0.9114(9) 0.176(6) Uani 0.292(6) 1 d PD A 2 H24D H 0.7278 -0.1152 0.9002 0.264 Uiso 0.292(6) 1 calc PR A 2 H24E H 0.7982 -0.0965 0.9502 0.264 Uiso 0.292(6) 1 calc PR A 2 H24F H 0.8249 -0.0875 0.8830 0.264 Uiso 0.292(6) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0895(10) 0.0685(9) 0.0427(7) 0.000 0.0213(6) 0.000 Al2 0.1025(11) 0.0651(8) 0.0383(7) 0.000 0.0063(7) 0.000 Cl1 0.0857(10) 0.1100(12) 0.1137(12) 0.000 0.0478(9) 0.000 Cl2 0.1846(16) 0.0614(7) 0.0370(6) 0.000 0.0078(7) 0.000 Cl3 0.1395(13) 0.0929(10) 0.0447(6) 0.000 -0.0098(7) 0.000 Cl4 0.1589(11) 0.0834(7) 0.0482(5) -0.0054(4) 0.0040(5) 0.0332(6) Cl5 0.0972(10) 0.1363(13) 0.0617(8) 0.000 0.0105(7) 0.000 N1 0.064(2) 0.064(2) 0.0342(16) 0.000 0.0075(14) 0.000 N2 0.0827(18) 0.0668(16) 0.0399(13) 0.0016(11) 0.0106(12) -0.0060(14) C1 0.064(3) 0.083(3) 0.039(2) 0.000 0.0001(19) 0.000 C2 0.072(2) 0.071(2) 0.0378(15) -0.0049(14) -0.0015(14) 0.0065(16) C3 0.071(2) 0.0612(18) 0.0347(14) -0.0038(12) 0.0017(13) 0.0003(15) C4 0.076(2) 0.0641(19) 0.0385(15) -0.0047(13) 0.0006(14) -0.0015(16) C5 0.094(3) 0.072(2) 0.0519(19) -0.0092(16) 0.0022(17) 0.0029(18) C6 0.123(3) 0.075(3) 0.069(2) -0.016(2) 0.001(2) 0.006(2) C7 0.135(4) 0.071(2) 0.084(3) -0.018(2) 0.006(3) 0.007(2) C8 0.124(4) 0.063(2) 0.090(3) 0.010(2) -0.002(2) -0.001(2) C9 0.096(3) 0.066(2) 0.066(2) -0.0017(17) -0.0005(18) -0.0052(18) C10 0.079(2) 0.064(2) 0.0540(18) -0.0049(15) -0.0026(15) -0.0038(16) C11 0.095(3) 0.092(3) 0.056(2) 0.0033(18) 0.0085(19) -0.022(2) C12 0.116(3) 0.108(3) 0.065(2) 0.008(2) 0.001(2) -0.042(3) C13 0.121(3) 0.099(3) 0.066(2) 0.011(2) 0.010(2) -0.043(3) C14 0.106(3) 0.079(2) 0.0556(19) 0.0037(17) 0.0145(19) -0.021(2) C15 0.098(3) 0.069(2) 0.0476(17) -0.0012(15) 0.0120(17) -0.0115(18) C16 0.090(2) 0.068(2) 0.0492(17) 0.0037(15) 0.0120(16) -0.0136(18) C17 0.099(3) 0.126(4) 0.057(2) 0.009(2) -0.002(2) -0.035(3) C18 0.088(3) 0.119(3) 0.0513(19) 0.015(2) 0.0037(18) -0.011(2) C19 0.182(5) 0.130(4) 0.063(2) -0.001(3) -0.014(3) -0.065(4) C20 0.091(3) 0.204(6) 0.088(3) 0.036(4) -0.001(2) -0.041(3) C21 0.113(3) 0.089(3) 0.056(2) 0.0154(19) 0.006(2) -0.021(2) C22 0.190(6) 0.148(9) 0.059(4) 0.021(5) 0.004(4) -0.074(7) C23 0.200(9) 0.129(6) 0.050(3) 0.014(3) -0.019(4) -0.018(5) C24 0.136(8) 0.293(16) 0.100(5) 0.087(8) 0.022(6) 0.076(9) C22' 0.190(6) 0.148(9) 0.059(4) 0.021(5) 0.004(4) -0.074(7) C23' 0.200(9) 0.129(6) 0.050(3) 0.014(3) -0.019(4) -0.018(5) C24' 0.136(8) 0.293(16) 0.100(5) 0.087(8) 0.022(6) 0.076(9) _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 1.947(3) . ? Al1 N2 2.048(3) . ? Al1 N2 2.048(3) 7_565 ? Al1 Cl1 2.126(2) . ? Al1 Cl2 2.129(2) . ? Al2 Cl5 2.118(2) . ? Al2 Cl3 2.1214(19) . ? Al2 Cl4 2.1256(15) . ? Al2 Cl4 2.1256(15) 7_565 ? N1 C3 1.333(3) 7_565 ? N1 C3 1.333(3) . ? N2 C4 1.285(4) . ? N2 C16 1.461(4) . ? C1 C2 1.377(4) . ? C1 C2 1.377(4) 7_565 ? C1 H1A 0.9500 . ? C2 C3 1.389(4) . ? C2 H2A 0.9500 . ? C3 C4 1.494(4) . ? C4 C10 1.466(4) . ? C5 C6 1.377(5) . ? C5 C10 1.407(4) . ? C5 H5A 0.9500 . ? C6 C7 1.348(6) . ? C6 H6A 0.9500 . ? C7 C8 1.380(6) . ? C7 H7A 0.9500 . ? C8 C9 1.382(5) . ? C8 H8A 0.9500 . ? C9 C10 1.394(5) . ? C9 H9A 0.9500 . ? C11 C16 1.386(5) . ? C11 C12 1.391(5) . ? C11 C17 1.561(5) . ? C12 C13 1.380(6) . ? C12 H12A 0.9500 . ? C13 C14 1.377(5) . ? C13 H13A 0.9500 . ? C14 C15 1.380(5) . ? C14 C21 1.531(5) . ? C15 C16 1.403(4) . ? C15 H15A 0.9500 . ? C17 C19 1.535(7) . ? C17 C18 1.543(5) . ? C17 C20 1.548(7) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C24 1.466(8) . ? C21 C22' 1.486(12) . ? C21 C23' 1.508(11) . ? C21 C22 1.531(7) . ? C21 C23 1.586(7) . ? C21 C24' 1.603(13) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C22' H22D 0.9800 . ? C22' H22E 0.9800 . ? C22' H22F 0.9800 . ? C23' H23D 0.9800 . ? C23' H23E 0.9800 . ? C23' H23F 0.9800 . ? C24' H24D 0.9800 . ? C24' H24E 0.9800 . ? C24' H24F 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 N1 Al1 N2 77.95(8) . . ? N1 Al1 N2 77.95(8) . 7_565 ? N2 Al1 N2 154.20(15) . 7_565 ? N1 Al1 Cl1 133.82(13) . . ? N2 Al1 Cl1 95.03(9) . . ? N2 Al1 Cl1 95.03(9) 7_565 . ? N1 Al1 Cl2 108.11(13) . . ? N2 Al1 Cl2 98.04(8) . . ? N2 Al1 Cl2 98.04(8) 7_565 . ? Cl1 Al1 Cl2 118.07(9) . . ? Cl5 Al2 Cl3 113.23(10) . . ? Cl5 Al2 Cl4 109.01(6) . . ? Cl3 Al2 Cl4 109.19(5) . . ? Cl5 Al2 Cl4 109.01(6) . 7_565 ? Cl3 Al2 Cl4 109.19(5) . 7_565 ? Cl4 Al2 Cl4 107.03(10) . 7_565 ? C3 N1 C3 122.1(4) 7_565 . ? C3 N1 Al1 117.98(17) 7_565 . ? C3 N1 Al1 117.98(18) . . ? C4 N2 C16 121.3(3) . . ? C4 N2 Al1 116.7(2) . . ? C16 N2 Al1 121.9(2) . . ? C2 C1 C2 120.4(4) . 7_565 ? C2 C1 H1A 119.8 . . ? C2 C1 H1A 119.8 7_565 . ? C1 C2 C3 118.6(3) . . ? C1 C2 H2A 120.7 . . ? C3 C2 H2A 120.7 . . ? N1 C3 C2 120.2(3) . . ? N1 C3 C4 112.5(3) . . ? C2 C3 C4 127.3(3) . . ? N2 C4 C10 127.3(3) . . ? N2 C4 C3 113.1(3) . . ? C10 C4 C3 119.5(3) . . ? C6 C5 C10 120.4(4) . . ? C6 C5 H5A 119.8 . . ? C10 C5 H5A 119.8 . . ? C7 C6 C5 119.9(4) . . ? C7 C6 H6A 120.1 . . ? C5 C6 H6A 120.1 . . ? C6 C7 C8 121.2(4) . . ? C6 C7 H7A 119.4 . . ? C8 C7 H7A 119.4 . . ? C7 C8 C9 120.4(4) . . ? C7 C8 H8A 119.8 . . ? C9 C8 H8A 119.8 . . ? C8 C9 C10 119.3(4) . . ? C8 C9 H9A 120.4 . . ? C10 C9 H9A 120.4 . . ? C9 C10 C5 118.9(3) . . ? C9 C10 C4 123.0(3) . . ? C5 C10 C4 118.0(3) . . ? C16 C11 C12 113.8(3) . . ? C16 C11 C17 129.9(3) . . ? C12 C11 C17 116.3(3) . . ? C13 C12 C11 124.2(4) . . ? C13 C12 H12A 117.9 . . ? C11 C12 H12A 117.9 . . ? C14 C13 C12 121.4(4) . . ? C14 C13 H13A 119.3 . . ? C12 C13 H13A 119.3 . . ? C13 C14 C15 116.1(3) . . ? C13 C14 C21 123.4(3) . . ? C15 C14 C21 120.5(3) . . ? C14 C15 C16 122.0(4) . . ? C14 C15 H15A 119.0 . . ? C16 C15 H15A 119.0 . . ? C11 C16 C15 122.6(3) . . ? C11 C16 N2 125.1(3) . . ? C15 C16 N2 112.3(3) . . ? C19 C17 C18 107.4(4) . . ? C19 C17 C20 112.3(4) . . ? C18 C17 C20 105.4(4) . . ? C19 C17 C11 107.9(4) . . ? C18 C17 C11 115.9(3) . . ? C20 C17 C11 108.0(4) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C24 C21 C22' 134.0(10) . . ? C24 C21 C23' 57.0(8) . . ? C22' C21 C23' 113.8(9) . . ? C24 C21 C14 109.5(4) . . ? C22' C21 C14 113.8(10) . . ? C23' C21 C14 115.2(6) . . ? C24 C21 C22 114.7(6) . . ? C22' C21 C22 33.1(7) . . ? C23' C21 C22 132.0(7) . . ? C14 C21 C22 111.8(4) . . ? C24 C21 C23 110.9(6) . . ? C22' C21 C23 70.4(8) . . ? C23' C21 C23 54.7(8) . . ? C14 C21 C23 107.0(4) . . ? C22 C21 C23 102.5(5) . . ? C24 C21 C24' 48.7(7) . . ? C22' C21 C24' 104.6(8) . . ? C23' C21 C24' 103.5(9) . . ? C14 C21 C24' 104.2(8) . . ? C22 C21 C24' 73.3(8) . . ? C23 C21 C24' 147.6(9) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? C21 C22' H22D 109.5 . . ? C21 C22' H22E 109.5 . . ? H22D C22' H22E 109.5 . . ? C21 C22' H22F 109.5 . . ? H22D C22' H22F 109.5 . . ? H22E C22' H22F 109.5 . . ? C21 C23' H23D 109.5 . . ? C21 C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? C21 C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 109.5 . . ? C21 C24' H24D 109.5 . . ? C21 C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? C21 C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 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 N2 Al1 N1 C3 -176.9(3) . . . 7_565 ? N2 Al1 N1 C3 12.4(3) 7_565 . . 7_565 ? Cl1 Al1 N1 C3 97.8(3) . . . 7_565 ? Cl2 Al1 N1 C3 -82.2(3) . . . 7_565 ? N2 Al1 N1 C3 -12.4(3) . . . . ? N2 Al1 N1 C3 176.9(3) 7_565 . . . ? Cl1 Al1 N1 C3 -97.8(3) . . . . ? Cl2 Al1 N1 C3 82.2(3) . . . . ? N1 Al1 N2 C4 7.1(2) . . . . ? N2 Al1 N2 C4 28.3(6) 7_565 . . . ? Cl1 Al1 N2 C4 140.9(2) . . . . ? Cl2 Al1 N2 C4 -99.8(2) . . . . ? N1 Al1 N2 C16 -177.0(3) . . . . ? N2 Al1 N2 C16 -155.8(3) 7_565 . . . ? Cl1 Al1 N2 C16 -43.2(3) . . . . ? Cl2 Al1 N2 C16 76.1(3) . . . . ? C2 C1 C2 C3 -0.4(6) 7_565 . . . ? C3 N1 C3 C2 1.1(5) 7_565 . . . ? Al1 N1 C3 C2 -162.7(2) . . . . ? C3 N1 C3 C4 178.9(2) 7_565 . . . ? Al1 N1 C3 C4 15.1(4) . . . . ? C1 C2 C3 N1 -0.3(4) . . . . ? C1 C2 C3 C4 -177.8(3) . . . . ? C16 N2 C4 C10 5.9(5) . . . . ? Al1 N2 C4 C10 -178.2(3) . . . . ? C16 N2 C4 C3 -177.3(3) . . . . ? Al1 N2 C4 C3 -1.3(3) . . . . ? N1 C3 C4 N2 -8.5(4) . . . . ? C2 C3 C4 N2 169.2(3) . . . . ? N1 C3 C4 C10 168.6(3) . . . . ? C2 C3 C4 C10 -13.7(4) . . . . ? C10 C5 C6 C7 -2.1(6) . . . . ? C5 C6 C7 C8 0.9(7) . . . . ? C6 C7 C8 C9 1.0(7) . . . . ? C7 C8 C9 C10 -1.6(6) . . . . ? C8 C9 C10 C5 0.4(5) . . . . ? C8 C9 C10 C4 178.2(4) . . . . ? C6 C5 C10 C9 1.5(6) . . . . ? C6 C5 C10 C4 -176.5(3) . . . . ? N2 C4 C10 C9 -46.5(5) . . . . ? C3 C4 C10 C9 136.8(3) . . . . ? N2 C4 C10 C5 131.4(4) . . . . ? C3 C4 C10 C5 -45.3(4) . . . . ? C16 C11 C12 C13 -0.8(7) . . . . ? C17 C11 C12 C13 -179.5(5) . . . . ? C11 C12 C13 C14 1.9(8) . . . . ? C12 C13 C14 C15 -0.8(7) . . . . ? C12 C13 C14 C21 -179.3(4) . . . . ? C13 C14 C15 C16 -1.2(6) . . . . ? C21 C14 C15 C16 177.4(4) . . . . ? C12 C11 C16 C15 -1.2(6) . . . . ? C17 C11 C16 C15 177.3(4) . . . . ? C12 C11 C16 N2 178.9(4) . . . . ? C17 C11 C16 N2 -2.6(7) . . . . ? C14 C15 C16 C11 2.2(6) . . . . ? C14 C15 C16 N2 -177.9(3) . . . . ? C4 N2 C16 C11 -80.0(5) . . . . ? Al1 N2 C16 C11 104.3(4) . . . . ? C4 N2 C16 C15 100.1(4) . . . . ? Al1 N2 C16 C15 -75.6(4) . . . . ? C16 C11 C17 C19 118.9(5) . . . . ? C12 C11 C17 C19 -62.7(5) . . . . ? C16 C11 C17 C18 -1.6(7) . . . . ? C12 C11 C17 C18 176.8(4) . . . . ? C16 C11 C17 C20 -119.5(5) . . . . ? C12 C11 C17 C20 58.9(5) . . . . ? C13 C14 C21 C24 113.8(7) . . . . ? C15 C14 C21 C24 -64.7(7) . . . . ? C13 C14 C21 C22' -50.3(10) . . . . ? C15 C14 C21 C22' 131.3(9) . . . . ? C13 C14 C21 C23' 175.7(10) . . . . ? C15 C14 C21 C23' -2.8(11) . . . . ? C13 C14 C21 C22 -14.4(7) . . . . ? C15 C14 C21 C22 167.2(5) . . . . ? C13 C14 C21 C23 -125.9(5) . . . . ? C15 C14 C21 C23 55.7(6) . . . . ? C13 C14 C21 C24' 63.0(9) . . . . ? C15 C14 C21 C24' -115.5(9) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.393 _refine_diff_density_min -0.301 _refine_diff_density_rms 0.067 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.018 0.000 0.001 1946.0 180.1 _platon_squeeze_details ; PLATON Reference : Spek, A.L. (2003), J.Appl.Cryst. 36, 7-13 Void space analysis consistent with three chloroform molecules of crystallization per unit cell. ;