# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1-220K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H12 Cd N10' _chemical_formula_weight 312.64 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 15.692(4) _cell_length_b 8.8335(6) _cell_length_c 9.529(6) _cell_angle_alpha 90.00 _cell_angle_beta 125.56(6) _cell_angle_gamma 90.00 _cell_volume 1074.5(7) _cell_formula_units_Z 4 _cell_measurement_temperature 220(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.933 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 616 _exptl_absorpt_coefficient_mu 2.021 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7124 _exptl_absorpt_correction_T_max 0.8883 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 220(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 'multiwire proportional' _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 4238 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0262 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 27.00 _reflns_number_total 1168 _reflns_number_gt 1005 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _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^)+(0.0100P)^2^+0.5044P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0113(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1168 _refine_ls_number_parameters 72 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0239 _refine_ls_R_factor_gt 0.0184 _refine_ls_wR_factor_ref 0.0382 _refine_ls_wR_factor_gt 0.0365 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.2500 0.2500 0.0000 0.01709(10) Uani 1 2 d S . . N1 N 0.20422(13) 0.0339(2) 0.0846(2) 0.0296(4) Uani 1 1 d . . . N2 N 0.24870(12) -0.0320(2) 0.2163(2) 0.0199(4) Uani 1 1 d . . . N3 N 0.29283(15) -0.1011(2) 0.3452(2) 0.0310(4) Uani 1 1 d . . . N4 N 0.42276(14) 0.2287(2) 0.2428(2) 0.0309(5) Uani 1 1 d . . . N5 N 0.5000 0.2300(3) 0.2500 0.0213(5) Uani 1 2 d S . . N6 N 0.5000 0.2598(3) 0.7500 0.0218(5) Uani 1 2 d S . . C1 C 0.45244(17) 0.3572(3) 0.8145(3) 0.0335(6) Uani 1 1 d . . . H1A H 0.5063 0.4199 0.9082 0.050 Uiso 1 1 calc R . . H1B H 0.4207 0.2940 0.8557 0.050 Uiso 1 1 calc R . . H1C H 0.3992 0.4213 0.7217 0.050 Uiso 1 1 calc R . . C2 C 0.41864(18) 0.1614(3) 0.6065(3) 0.0384(6) Uani 1 1 d . . . H2A H 0.4507 0.0990 0.5654 0.058 Uiso 1 1 calc R . . H2B H 0.3648 0.2243 0.5129 0.058 Uiso 1 1 calc R . . H2C H 0.3875 0.0971 0.6479 0.058 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.01566(13) 0.01844(14) 0.01700(13) -0.00005(8) 0.00939(9) 0.00044(8) N1 0.0282(10) 0.0295(11) 0.0274(9) 0.0044(9) 0.0142(8) -0.0047(9) N2 0.0212(8) 0.0193(9) 0.0271(9) -0.0059(8) 0.0184(8) -0.0047(8) N3 0.0330(10) 0.0350(11) 0.0284(10) 0.0071(9) 0.0199(8) -0.0031(9) N4 0.0182(9) 0.0456(14) 0.0213(10) -0.0005(8) 0.0072(8) 0.0010(8) N5 0.0192(13) 0.0210(15) 0.0141(12) 0.000 0.0042(10) 0.000 N6 0.0245(12) 0.0207(14) 0.0239(13) 0.000 0.0162(11) 0.000 C1 0.0376(13) 0.0355(14) 0.0370(13) 0.0030(11) 0.0271(11) 0.0123(11) C2 0.0398(14) 0.0360(15) 0.0375(14) -0.0104(11) 0.0213(12) -0.0163(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N4 2.333(3) 7 ? Cd1 N4 2.333(3) . ? Cd1 N1 2.3415(18) . ? Cd1 N1 2.3415(18) 7 ? Cd1 N3 2.3477(19) 4 ? Cd1 N3 2.3477(19) 6 ? N1 N2 1.176(2) . ? N2 N3 1.171(2) . ? N3 Cd1 2.3477(19) 4_545 ? N4 N5 1.174(2) . ? N5 N4 1.174(2) 2_655 ? N6 C1 1.486(2) . ? N6 C1 1.486(2) 2_656 ? N6 C2 1.491(3) . ? N6 C2 1.491(3) 2_656 ? 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 N4 Cd1 N4 180.00(9) 7 . ? N4 Cd1 N1 89.72(7) 7 . ? N4 Cd1 N1 90.28(7) . . ? N4 Cd1 N1 90.28(7) 7 7 ? N4 Cd1 N1 89.72(7) . 7 ? N1 Cd1 N1 180.0 . 7 ? N4 Cd1 N3 89.19(8) 7 4 ? N4 Cd1 N3 90.81(8) . 4 ? N1 Cd1 N3 89.05(7) . 4 ? N1 Cd1 N3 90.95(7) 7 4 ? N4 Cd1 N3 90.81(8) 7 6 ? N4 Cd1 N3 89.19(8) . 6 ? N1 Cd1 N3 90.95(7) . 6 ? N1 Cd1 N3 89.05(7) 7 6 ? N3 Cd1 N3 180.00(7) 4 6 ? N2 N1 Cd1 131.35(14) . . ? N3 N2 N1 178.2(2) . . ? N2 N3 Cd1 137.75(16) . 4_545 ? N5 N4 Cd1 128.45(13) . . ? N4 N5 N4 178.9(3) . 2_655 ? C1 N6 C1 109.3(2) . 2_656 ? C1 N6 C2 110.39(14) . . ? C1 N6 C2 109.03(13) 2_656 . ? C1 N6 C2 109.03(13) . 2_656 ? C1 N6 C2 110.39(14) 2_656 2_656 ? C2 N6 C2 108.7(3) . 2_656 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.243 _refine_diff_density_min -0.294 _refine_diff_density_rms 0.060 _database_code_depnum_ccdc_archive 'CCDC 970021' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1-300K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H12 Cd N10' _chemical_formula_weight 312.64 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' Cd Cd -0.8075 1.2024 '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)/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 6.3264(3) _cell_length_b 13.3644(6) _cell_length_c 6.4349(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.023(4) _cell_angle_gamma 90.00 _cell_volume 544.06(4) _cell_formula_units_Z 2 _cell_measurement_temperature 300(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.908 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 308 _exptl_absorpt_coefficient_mu 1.996 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7152 _exptl_absorpt_correction_T_max 0.8896 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 300(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 'multiwire proportional' _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 3635 _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 26.00 _reflns_number_total 1112 _reflns_number_gt 883 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _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^)+(0.0338P)^2^+0.6000P] 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 1112 _refine_ls_number_parameters 88 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0414 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0763 _refine_ls_wR_factor_gt 0.0704 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.097 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.5000 0.5000 1.0000 0.02616(16) Uani 1 2 d S . . N1 N 0.1499(6) 0.4667(3) 1.0825(7) 0.0491(10) Uani 1 1 d . A . N2 N 0.0000 0.5000 1.0000 0.0370(12) Uani 1 2 d S . . N3 N 0.407(5) 0.6701(19) 1.008(2) 0.074(6) Uani 0.50 1 d P A 1 N3' N 0.420(5) 0.665(2) 0.916(2) 0.068(5) Uani 0.50 1 d P A 2 N4 N 0.4199(8) 0.7500 0.9669(8) 0.0312(11) Uani 1 2 d S . . N5 N 0.4168(8) 0.4732(4) 0.6511(7) 0.0604(13) Uani 1 1 d . A . N6 N 0.5000 0.5000 0.5000 0.0382(12) Uani 1 2 d S . . N7 N 0.0273(8) 0.2500 0.5496(7) 0.0329(12) Uani 1 2 d S . . C1 C 0.2043(14) 0.2500 0.3983(13) 0.079(3) Uani 1 2 d S . . H1A H 0.2874 0.1905 0.4165 0.119 Uiso 0.50 1 calc PR . . H1B H 0.2914 0.3078 0.4210 0.119 Uiso 0.50 1 calc PR . . H1C H 0.1486 0.2517 0.2596 0.119 Uiso 1 2 calc SR . . C2 C -0.0992(12) 0.3426(5) 0.5193(11) 0.094(2) Uani 1 1 d . . . H2A H -0.2140 0.3436 0.6167 0.141 Uiso 1 1 calc R . . H2B H -0.1543 0.3439 0.3803 0.141 Uiso 1 1 calc R . . H2C H -0.0109 0.4000 0.5412 0.141 Uiso 1 1 calc R . . C3 C 0.1136(14) 0.2500 0.7609(11) 0.070(2) Uani 1 2 d S . . H3A H 0.1957 0.1905 0.7821 0.106 Uiso 0.50 1 calc PR . . H3B H -0.0002 0.2518 0.8594 0.106 Uiso 1 2 calc SR . . H3C H 0.2019 0.3077 0.7796 0.106 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0248(2) 0.0271(2) 0.0265(2) 0.00214(17) 0.00032(15) -0.00002(16) N1 0.023(2) 0.067(3) 0.057(3) 0.014(2) 0.0058(19) -0.0051(18) N2 0.029(3) 0.044(3) 0.037(3) -0.004(2) 0.009(2) -0.006(3) N3 0.091(10) 0.031(7) 0.102(15) 0.009(12) 0.023(15) 0.018(6) N3' 0.110(14) 0.032(6) 0.063(10) 0.002(9) -0.009(12) 0.013(7) N4 0.029(2) 0.029(3) 0.035(3) 0.000 -0.002(2) 0.000 N5 0.056(3) 0.092(3) 0.033(2) -0.001(2) -0.001(2) -0.023(2) N6 0.034(3) 0.050(3) 0.030(3) -0.006(3) -0.009(2) -0.005(2) N7 0.036(3) 0.040(3) 0.023(3) 0.000 -0.003(2) 0.000 C1 0.082(6) 0.081(6) 0.076(6) 0.000 0.045(5) 0.000 C2 0.082(5) 0.096(5) 0.104(6) 0.025(4) 0.007(4) 0.054(4) C3 0.078(6) 0.088(6) 0.045(4) 0.000 -0.015(4) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N1 2.321(4) . ? Cd1 N1 2.321(4) 3_667 ? Cd1 N3' 2.33(3) . ? Cd1 N3' 2.33(3) 3_667 ? Cd1 N5 2.334(4) . ? Cd1 N5 2.334(4) 3_667 ? Cd1 N3 2.35(3) . ? Cd1 N3 2.35(3) 3_667 ? N1 N2 1.174(4) . ? N2 N1 1.174(4) 3_567 ? N3 N4 1.10(3) . ? N3' N4 1.18(3) . ? N4 N3 1.10(3) 4_575 ? N4 N3' 1.18(3) 4_575 ? N5 N6 1.162(5) . ? N6 N5 1.162(5) 3_666 ? N7 C3 1.465(8) . ? N7 C1 1.484(8) . ? N7 C2 1.486(6) 4_565 ? N7 C2 1.486(6) . ? 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 Cd1 N1 180.00(6) . 3_667 ? N1 Cd1 N3' 91.5(8) . . ? N1 Cd1 N3' 88.5(8) 3_667 . ? N1 Cd1 N3' 88.5(8) . 3_667 ? N1 Cd1 N3' 91.5(8) 3_667 3_667 ? N3' Cd1 N3' 180.000(6) . 3_667 ? N1 Cd1 N5 88.61(16) . . ? N1 Cd1 N5 91.39(16) 3_667 . ? N3' Cd1 N5 82.7(4) . . ? N3' Cd1 N5 97.3(4) 3_667 . ? N1 Cd1 N5 91.39(16) . 3_667 ? N1 Cd1 N5 88.61(16) 3_667 3_667 ? N3' Cd1 N5 97.3(4) . 3_667 ? N3' Cd1 N5 82.7(4) 3_667 3_667 ? N5 Cd1 N5 180.000(1) . 3_667 ? N1 Cd1 N3 86.6(7) . . ? N1 Cd1 N3 93.4(8) 3_667 . ? N3' Cd1 N3 14.8(5) . . ? N3' Cd1 N3 165.2(5) 3_667 . ? N5 Cd1 N3 96.5(5) . . ? N5 Cd1 N3 83.5(5) 3_667 . ? N1 Cd1 N3 93.4(8) . 3_667 ? N1 Cd1 N3 86.6(7) 3_667 3_667 ? N3' Cd1 N3 165.2(5) . 3_667 ? N3' Cd1 N3 14.8(5) 3_667 3_667 ? N5 Cd1 N3 83.5(5) . 3_667 ? N5 Cd1 N3 96.5(5) 3_667 3_667 ? N3 Cd1 N3 180.0(8) . 3_667 ? N2 N1 Cd1 126.5(3) . . ? N1 N2 N1 180.000(1) 3_567 . ? N4 N3 Cd1 156.0(18) . . ? N4 N3' Cd1 147.6(15) . . ? N3 N4 N3 151.1(17) 4_575 . ? N3 N4 N3' 175.1(11) 4_575 . ? N3 N4 N3' 30.3(11) . . ? N3 N4 N3' 30.3(11) 4_575 4_575 ? N3 N4 N3' 175.1(11) . 4_575 ? N3' N4 N3' 147.5(17) . 4_575 ? N6 N5 Cd1 131.0(3) . . ? N5 N6 N5 180.0(5) 3_666 . ? C3 N7 C1 109.1(6) . . ? C3 N7 C2 108.8(4) . 4_565 ? C1 N7 C2 108.7(4) . 4_565 ? C3 N7 C2 108.8(4) . . ? C1 N7 C2 108.7(4) . . ? C2 N7 C2 112.7(8) 4_565 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.358 _refine_diff_density_min -0.831 _refine_diff_density_rms 0.131 _database_code_depnum_ccdc_archive 'CCDC 970022' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1-350K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H12 Cd N10' _chemical_formula_weight 312.64 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Cubic _symmetry_space_group_name_H-M Pm-3m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x, y, -z' 'x, -y, -z' 'z, x, y' 'z, -x, -y' '-z, -x, y' '-z, x, -y' 'y, z, x' '-y, z, -x' 'y, -z, -x' '-y, -z, x' 'y, x, -z' '-y, -x, -z' 'y, -x, z' '-y, x, z' 'x, z, -y' '-x, z, y' '-x, -z, -y' 'x, -z, y' 'z, y, -x' 'z, -y, x' '-z, y, x' '-z, -y, -x' '-x, -y, -z' 'x, y, -z' 'x, -y, z' '-x, y, z' '-z, -x, -y' '-z, x, y' 'z, x, -y' 'z, -x, y' '-y, -z, -x' 'y, -z, x' '-y, z, x' 'y, z, -x' '-y, -x, z' 'y, x, z' '-y, x, -z' 'y, -x, -z' '-x, -z, y' 'x, -z, -y' 'x, z, y' '-x, z, -y' '-z, -y, x' '-z, y, -x' 'z, -y, -x' 'z, y, x' _cell_length_a 6.52280(10) _cell_length_b 6.52280(10) _cell_length_c 6.52280(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 277.525(7) _cell_formula_units_Z 1 _cell_measurement_temperature 350(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.871 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 154 _exptl_absorpt_coefficient_mu 1.956 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7197 _exptl_absorpt_correction_T_max 0.8916 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 350(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 'multiwire proportional' _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 2354 _diffrn_reflns_av_R_equivalents 0.0393 _diffrn_reflns_av_sigmaI/netI 0.0151 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 28.76 _reflns_number_total 104 _reflns_number_gt 103 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _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^)+(0.0300P)^2^+0.1000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens ? _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.046(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 104 _refine_ls_number_parameters 16 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0208 _refine_ls_R_factor_gt 0.0199 _refine_ls_wR_factor_ref 0.0477 _refine_ls_wR_factor_gt 0.0474 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.0000 0.0000 0.0000 0.0470(4) Uani 1 48 d S . . N1 N 0.0000 0.3453(13) 0.085(2) 0.105(6) Uani 0.25 2 d SP . . N2 N 0.0000 0.5000 0.0000 0.078(2) Uani 1 16 d S . . N3 N -0.5000 0.5000 0.5000 0.067(3) Uani 1 48 d S . . C1 C -0.653(2) 0.5000 0.347(2) 0.209(14) Uani 0.33 4 d SP . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0470(4) 0.0470(4) 0.0470(4) 0.000 0.000 0.000 N1 0.177(17) 0.056(5) 0.080(6) -0.014(5) 0.000 0.000 N2 0.091(3) 0.051(4) 0.091(3) 0.000 0.000 0.000 N3 0.067(3) 0.067(3) 0.067(3) 0.000 0.000 0.000 C1 0.24(2) 0.141(18) 0.24(2) 0.000 -0.19(2) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N1 2.319(9) 42 ? Cd1 N1 2.319(9) . ? Cd1 N1 2.319(9) 25 ? Cd1 N1 2.319(9) 18 ? Cd1 N1 2.319(9) 38 ? Cd1 N1 2.319(9) 14 ? Cd1 N1 2.319(9) 33 ? Cd1 N1 2.319(9) 9 ? Cd1 N1 2.319(9) 45 ? Cd1 N1 2.319(9) 21 ? Cd1 N1 2.319(9) 5 ? Cd1 N1 2.319(9) 29 ? N1 N1 0.783(18) 46 ? N1 N1 0.783(18) 21 ? N1 N1 1.11(3) 26 ? N1 N2 1.151(10) . ? N2 N1 1.151(10) 26 ? N2 N1 1.151(10) 2_565 ? N2 N1 1.151(10) 46 ? N2 N1 1.151(10) 22_565 ? N2 N1 1.151(10) 25_565 ? N2 N1 1.151(10) 21 ? N2 N1 1.151(10) 45_565 ? N3 C1 1.407(18) 29_556 ? N3 C1 1.407(18) 5_465 ? N3 C1 1.407(18) 25_466 ? N3 C1 1.407(18) 33_565 ? N3 C1 1.407(18) 9_456 ? N3 C1 1.407(18) . ? N3 C1 1.407(18) 26_556 ? N3 C1 1.407(18) 6_456 ? N3 C1 1.407(18) 30_565 ? N3 C1 1.407(18) 2_465 ? N3 C1 1.407(18) 34_466 ? N3 C1 1.407(18) 10 ? C1 C1 1.407(18) 34_466 ? C1 C1 1.407(18) 6_456 ? C1 C1 1.407(18) 9_456 ? C1 C1 1.407(18) 5_465 ? C1 C1 1.99(3) 2_465 ? C1 C1 1.99(3) 26_556 ? 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 Cd1 N1 117.6(6) 42 . ? N1 Cd1 N1 62.4(6) 42 25 ? N1 Cd1 N1 180.0(6) . 25 ? N1 Cd1 N1 180.00(10) 42 18 ? N1 Cd1 N1 62.4(6) . 18 ? N1 Cd1 N1 117.6(6) 25 18 ? N1 Cd1 N1 103.4(3) 42 38 ? N1 Cd1 N1 86.73(15) . 38 ? N1 Cd1 N1 93.27(15) 25 38 ? N1 Cd1 N1 76.6(3) 18 38 ? N1 Cd1 N1 76.6(3) 42 14 ? N1 Cd1 N1 93.27(15) . 14 ? N1 Cd1 N1 86.73(15) 25 14 ? N1 Cd1 N1 103.4(3) 18 14 ? N1 Cd1 N1 180.0(6) 38 14 ? N1 Cd1 N1 86.73(15) 42 33 ? N1 Cd1 N1 103.4(3) . 33 ? N1 Cd1 N1 76.6(3) 25 33 ? N1 Cd1 N1 93.27(15) 18 33 ? N1 Cd1 N1 160.6(4) 38 33 ? N1 Cd1 N1 19.4(4) 14 33 ? N1 Cd1 N1 93.27(15) 42 9 ? N1 Cd1 N1 76.6(3) . 9 ? N1 Cd1 N1 103.4(3) 25 9 ? N1 Cd1 N1 86.73(15) 18 9 ? N1 Cd1 N1 19.4(4) 38 9 ? N1 Cd1 N1 160.6(4) 14 9 ? N1 Cd1 N1 180.0(6) 33 9 ? N1 Cd1 N1 76.6(3) 42 45 ? N1 Cd1 N1 160.6(4) . 45 ? N1 Cd1 N1 19.4(4) 25 45 ? N1 Cd1 N1 103.4(3) 18 45 ? N1 Cd1 N1 103.4(3) 38 45 ? N1 Cd1 N1 76.6(3) 14 45 ? N1 Cd1 N1 62.4(6) 33 45 ? N1 Cd1 N1 117.6(6) 9 45 ? N1 Cd1 N1 103.4(3) 42 21 ? N1 Cd1 N1 19.4(4) . 21 ? N1 Cd1 N1 160.6(4) 25 21 ? N1 Cd1 N1 76.6(3) 18 21 ? N1 Cd1 N1 76.6(3) 38 21 ? N1 Cd1 N1 103.4(3) 14 21 ? N1 Cd1 N1 117.6(6) 33 21 ? N1 Cd1 N1 62.4(6) 9 21 ? N1 Cd1 N1 180.00(10) 45 21 ? N1 Cd1 N1 160.6(4) 42 5 ? N1 Cd1 N1 76.6(3) . 5 ? N1 Cd1 N1 103.4(3) 25 5 ? N1 Cd1 N1 19.4(4) 18 5 ? N1 Cd1 N1 62.4(6) 38 5 ? N1 Cd1 N1 117.6(6) 14 5 ? N1 Cd1 N1 103.4(3) 33 5 ? N1 Cd1 N1 76.6(3) 9 5 ? N1 Cd1 N1 93.27(15) 45 5 ? N1 Cd1 N1 86.73(15) 21 5 ? N1 Cd1 N1 19.4(4) 42 29 ? N1 Cd1 N1 103.4(3) . 29 ? N1 Cd1 N1 76.6(3) 25 29 ? N1 Cd1 N1 160.6(4) 18 29 ? N1 Cd1 N1 117.6(6) 38 29 ? N1 Cd1 N1 62.4(6) 14 29 ? N1 Cd1 N1 76.6(3) 33 29 ? N1 Cd1 N1 103.4(3) 9 29 ? N1 Cd1 N1 86.73(15) 45 29 ? N1 Cd1 N1 93.27(15) 21 29 ? N1 Cd1 N1 180.00(10) 5 29 ? N1 N1 N1 90.000(2) 46 21 ? N1 N1 N1 45.000(1) 46 26 ? N1 N1 N1 45.000(1) 21 26 ? N1 N1 N2 70.1(4) 46 . ? N1 N1 N2 70.1(4) 21 . ? N1 N1 N2 61.2(6) 26 . ? N1 N1 Cd1 80.3(2) 46 . ? N1 N1 Cd1 80.3(2) 21 . ? N1 N1 Cd1 76.2(3) 26 . ? N2 N1 Cd1 137.4(9) . . ? N1 N2 N1 180.0(12) 26 2_565 ? N1 N2 N1 39.8(8) 26 46 ? N1 N2 N1 140.2(8) 2_565 46 ? N1 N2 N1 140.2(8) 26 22_565 ? N1 N2 N1 39.8(8) 2_565 22_565 ? N1 N2 N1 180.000(1) 46 22_565 ? N1 N2 N1 122.5(12) 26 25_565 ? N1 N2 N1 57.5(12) 2_565 25_565 ? N1 N2 N1 140.2(8) 46 25_565 ? N1 N2 N1 39.8(8) 22_565 25_565 ? N1 N2 N1 57.5(12) 26 . ? N1 N2 N1 122.5(12) 2_565 . ? N1 N2 N1 39.8(8) 46 . ? N1 N2 N1 140.2(8) 22_565 . ? N1 N2 N1 180.0(12) 25_565 . ? N1 N2 N1 39.8(8) 26 21 ? N1 N2 N1 140.2(8) 2_565 21 ? N1 N2 N1 57.5(12) 46 21 ? N1 N2 N1 122.5(12) 22_565 21 ? N1 N2 N1 140.2(8) 25_565 21 ? N1 N2 N1 39.8(8) . 21 ? N1 N2 N1 140.2(8) 26 45_565 ? N1 N2 N1 39.8(8) 2_565 45_565 ? N1 N2 N1 122.5(12) 46 45_565 ? N1 N2 N1 57.5(12) 22_565 45_565 ? N1 N2 N1 39.8(8) 25_565 45_565 ? N1 N2 N1 140.2(8) . 45_565 ? N1 N2 N1 180.000(2) 21 45_565 ? C1 N3 C1 180.000(1) 29_556 5_465 ? C1 N3 C1 60.0 29_556 25_466 ? C1 N3 C1 120.0 5_465 25_466 ? C1 N3 C1 60.0 29_556 33_565 ? C1 N3 C1 120.0 5_465 33_565 ? C1 N3 C1 60.0 25_466 33_565 ? C1 N3 C1 120.000(1) 29_556 9_456 ? C1 N3 C1 60.000(1) 5_465 9_456 ? C1 N3 C1 120.000(1) 25_466 9_456 ? C1 N3 C1 180.000(1) 33_565 9_456 ? C1 N3 C1 120.000(1) 29_556 . ? C1 N3 C1 60.000(1) 5_465 . ? C1 N3 C1 180.000(1) 25_466 . ? C1 N3 C1 120.000(1) 33_565 . ? C1 N3 C1 60.000(1) 9_456 . ? C1 N3 C1 120.0 29_556 26_556 ? C1 N3 C1 60.000(1) 5_465 26_556 ? C1 N3 C1 90.000(1) 25_466 26_556 ? C1 N3 C1 60.000(1) 33_565 26_556 ? C1 N3 C1 120.000(1) 9_456 26_556 ? C1 N3 C1 90.000(1) . 26_556 ? C1 N3 C1 90.0 29_556 6_456 ? C1 N3 C1 90.000(1) 5_465 6_456 ? C1 N3 C1 120.0 25_466 6_456 ? C1 N3 C1 60.0 33_565 6_456 ? C1 N3 C1 120.000(1) 9_456 6_456 ? C1 N3 C1 60.0 . 6_456 ? C1 N3 C1 60.0 26_556 6_456 ? C1 N3 C1 90.000(1) 29_556 30_565 ? C1 N3 C1 90.0 5_465 30_565 ? C1 N3 C1 60.0 25_466 30_565 ? C1 N3 C1 120.000(1) 33_565 30_565 ? C1 N3 C1 60.0 9_456 30_565 ? C1 N3 C1 120.000(1) . 30_565 ? C1 N3 C1 120.000(1) 26_556 30_565 ? C1 N3 C1 180.000(1) 6_456 30_565 ? C1 N3 C1 60.000(1) 29_556 2_465 ? C1 N3 C1 120.0 5_465 2_465 ? C1 N3 C1 90.000(1) 25_466 2_465 ? C1 N3 C1 120.000(1) 33_565 2_465 ? C1 N3 C1 60.000(1) 9_456 2_465 ? C1 N3 C1 90.000(1) . 2_465 ? C1 N3 C1 180.000(1) 26_556 2_465 ? C1 N3 C1 120.000(1) 6_456 2_465 ? C1 N3 C1 60.000(1) 30_565 2_465 ? C1 N3 C1 60.0 29_556 34_466 ? C1 N3 C1 120.000(1) 5_465 34_466 ? C1 N3 C1 120.000(1) 25_466 34_466 ? C1 N3 C1 90.000(1) 33_565 34_466 ? C1 N3 C1 90.000(1) 9_456 34_466 ? C1 N3 C1 60.0 . 34_466 ? C1 N3 C1 120.0 26_556 34_466 ? C1 N3 C1 60.0 6_456 34_466 ? C1 N3 C1 120.000(1) 30_565 34_466 ? C1 N3 C1 60.0 2_465 34_466 ? C1 N3 C1 120.000(1) 29_556 10 ? C1 N3 C1 60.0 5_465 10 ? C1 N3 C1 60.0 25_466 10 ? C1 N3 C1 90.000(1) 33_565 10 ? C1 N3 C1 90.000(1) 9_456 10 ? C1 N3 C1 120.000(1) . 10 ? C1 N3 C1 60.000(1) 26_556 10 ? C1 N3 C1 120.000(1) 6_456 10 ? C1 N3 C1 60.000(1) 30_565 10 ? C1 N3 C1 120.000(1) 2_465 10 ? C1 N3 C1 180.000(1) 34_466 10 ? C1 C1 N3 60.0 34_466 . ? C1 C1 C1 60.000(1) 34_466 6_456 ? N3 C1 C1 60.000(1) . 6_456 ? C1 C1 C1 90.000(6) 34_466 9_456 ? N3 C1 C1 60.000(1) . 9_456 ? C1 C1 C1 120.000(6) 6_456 9_456 ? C1 C1 C1 120.000(4) 34_466 5_465 ? N3 C1 C1 60.0 . 5_465 ? C1 C1 C1 90.0 6_456 5_465 ? C1 C1 C1 60.000(1) 9_456 5_465 ? C1 C1 C1 45.000(1) 34_466 2_465 ? N3 C1 C1 45.0 . 2_465 ? C1 C1 C1 90.0 6_456 2_465 ? C1 C1 C1 45.000(2) 9_456 2_465 ? C1 C1 C1 90.000(3) 5_465 2_465 ? C1 C1 C1 90.000(1) 34_466 26_556 ? N3 C1 C1 45.0 . 26_556 ? C1 C1 C1 45.000(1) 6_456 26_556 ? C1 C1 C1 90.0 9_456 26_556 ? C1 C1 C1 45.000(1) 5_465 26_556 ? C1 C1 C1 90.000(1) 2_465 26_556 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.76 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.299 _refine_diff_density_min -0.184 _refine_diff_density_rms 0.082 _database_code_depnum_ccdc_archive 'CCDC 970023'