data_157DLG06 _audit_creation_method SHELXL-97 _chemical_name_systematic ; N,N,N,N',N',N'-hexamethyl-1,3-diaminoadamantane diiodide monohydrate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H32 N2, H2 O, 2(I)' _chemical_formula_sum 'C16 H34 I2 N2 O' _chemical_formula_weight 524.25 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' '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 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' 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 9.6400(10) _cell_length_b 13.982(2) _cell_length_c 15.601(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2102.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 7993 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 24.90 _exptl_crystal_description 'prism' _exptl_crystal_colour 'colorless' _exptl_crystal_size_min 0.144 _exptl_crystal_size_mid 0.178 _exptl_crystal_size_max 0.212 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.656 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 2.994 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.52784 _exptl_absorpt_correction_T_max 0.65126 _exptl_absorpt_process_details '(Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 Smart Apex CCD diffractometer' _diffrn_measurement_method '\w-scans' _diffrn_detector_area_resol_mean 0.661 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 17683 _diffrn_reflns_av_R_equivalents 0.0907 _diffrn_reflns_av_sigmaI/netI 0.0661 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 25.35 _reflns_number_total 3843 _reflns_number_gt 3555 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V 5.625 (Bruker, 1999)' _computing_cell_refinement 'SMART V 5.625 (Bruker, 1999)' _computing_data_reduction 'SAINT V 6.23C (Bruker, 1999)' _computing_structure_solution 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_structure_refinement 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_molecular_graphics 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_publication_material 'SHELXTL V 6.12 (Sheldrick, 2000)' _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^)+(0.0414P)^2^+0.8085P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.04(5) _refine_ls_number_reflns 3843 _refine_ls_number_parameters 202 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0494 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_ref 0.1104 _refine_ls_wR_factor_gt 0.1077 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.071 _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 I1 I -0.00796(6) 0.70395(3) 0.68469(3) 0.06856(18) Uani 1 1 d . . . I2 I -0.39537(5) 0.42441(4) 0.57216(3) 0.06598(17) Uani 1 1 d . . . O1 O -0.3659(10) 0.6460(6) 0.6910(8) 0.135(4) Uani 1 1 d D . . H1A H -0.288(10) 0.673(12) 0.677(12) 0.202 Uiso 1 1 d D . . H1B H -0.37(2) 0.604(11) 0.650(9) 0.202 Uiso 1 1 d D . . N1 N 0.0816(5) 0.3737(3) 0.5811(3) 0.0415(11) Uani 1 1 d . . . N2 N -0.1350(6) 0.6139(4) 0.3768(3) 0.0514(13) Uani 1 1 d . . . C1 C 0.1121(6) 0.4418(4) 0.5018(4) 0.0406(12) Uani 1 1 d . . . C2 C -0.0236(7) 0.4949(4) 0.4788(3) 0.0418(13) Uani 1 1 d . . . H2A H -0.0541 0.5330 0.5272 0.050 Uiso 1 1 calc R . . H2B H -0.0959 0.4490 0.4654 0.050 Uiso 1 1 calc R . . C3 C 0.0025(8) 0.5607(4) 0.4002(3) 0.0498(14) Uani 1 1 d . . . C4 C 0.0527(8) 0.4996(6) 0.3248(4) 0.0595(19) Uani 1 1 d . . . H4A H -0.0169 0.4521 0.3108 0.071 Uiso 1 1 calc R . . H4B H 0.0667 0.5399 0.2749 0.071 Uiso 1 1 calc R . . C5 C 0.1885(9) 0.4502(6) 0.3483(5) 0.065(2) Uani 1 1 d . . . H5 H 0.2209 0.4125 0.2992 0.078 Uiso 1 1 calc R . . C6 C 0.2994(9) 0.5216(7) 0.3731(5) 0.073(2) Uani 1 1 d . . . H6A H 0.3839 0.4882 0.3888 0.088 Uiso 1 1 calc R . . H6B H 0.3198 0.5631 0.3250 0.088 Uiso 1 1 calc R . . C7 C 0.2484(7) 0.5800(6) 0.4478(5) 0.0622(18) Uani 1 1 d . . . H7 H 0.3195 0.6273 0.4627 0.075 Uiso 1 1 calc R . . C8 C 0.2228(7) 0.5155(5) 0.5257(5) 0.0491(15) Uani 1 1 d . . . H8A H 0.3080 0.4833 0.5419 0.059 Uiso 1 1 calc R . . H8B H 0.1916 0.5535 0.5740 0.059 Uiso 1 1 calc R . . C9 C 0.1622(8) 0.3827(5) 0.4252(5) 0.0550(16) Uani 1 1 d . . . H9A H 0.0927 0.3354 0.4100 0.066 Uiso 1 1 calc R . . H9B H 0.2471 0.3493 0.4400 0.066 Uiso 1 1 calc R . . C10 C 0.1155(8) 0.6328(5) 0.4232(5) 0.0573(16) Uani 1 1 d . . . H10A H 0.0848 0.6721 0.4708 0.069 Uiso 1 1 calc R . . H10B H 0.1332 0.6744 0.3747 0.069 Uiso 1 1 calc R . . C11 C 0.2111(8) 0.3213(7) 0.6075(6) 0.083(3) Uani 1 1 d . . . H11A H 0.1908 0.2805 0.6554 0.124 Uiso 1 1 calc R . . H11B H 0.2812 0.3667 0.6236 0.124 Uiso 1 1 calc R . . H11C H 0.2440 0.2834 0.5605 0.124 Uiso 1 1 calc R . . C12 C 0.0249(10) 0.4317(6) 0.6563(4) 0.066(2) Uani 1 1 d . . . H12A H -0.0666 0.4542 0.6428 0.099 Uiso 1 1 calc R . . H12B H 0.0846 0.4853 0.6670 0.099 Uiso 1 1 calc R . . H12C H 0.0211 0.3920 0.7065 0.099 Uiso 1 1 calc R . . C13 C -0.0238(8) 0.2995(5) 0.5628(5) 0.0589(16) Uani 1 1 d . . . H13A H 0.0102 0.2574 0.5190 0.088 Uiso 1 1 calc R . . H13B H -0.1079 0.3295 0.5436 0.088 Uiso 1 1 calc R . . H13C H -0.0421 0.2635 0.6139 0.088 Uiso 1 1 calc R . . C14 C -0.1131(11) 0.6877(6) 0.3098(5) 0.076(2) Uani 1 1 d . . . H14A H -0.0589 0.6611 0.2640 0.115 Uiso 1 1 calc R . . H14B H -0.0649 0.7413 0.3342 0.115 Uiso 1 1 calc R . . H14C H -0.2012 0.7083 0.2880 0.115 Uiso 1 1 calc R . . C15 C -0.1981(10) 0.6639(7) 0.4540(5) 0.083(3) Uani 1 1 d . . . H15A H -0.2645 0.7104 0.4349 0.124 Uiso 1 1 calc R . . H15B H -0.1262 0.6952 0.4860 0.124 Uiso 1 1 calc R . . H15C H -0.2434 0.6176 0.4898 0.124 Uiso 1 1 calc R . . C16 C -0.2440(8) 0.5461(7) 0.3437(6) 0.074(2) Uani 1 1 d . . . H16A H -0.3331 0.5768 0.3452 0.111 Uiso 1 1 calc R . . H16B H -0.2461 0.4898 0.3789 0.111 Uiso 1 1 calc R . . H16C H -0.2224 0.5284 0.2857 0.111 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 I1 0.0814(4) 0.0605(3) 0.0638(3) -0.0202(2) 0.0060(3) -0.0032(3) I2 0.0410(2) 0.0846(3) 0.0723(3) -0.0008(3) 0.0005(2) -0.0030(2) O1 0.108(6) 0.083(5) 0.213(11) 0.024(6) 0.050(7) 0.008(4) N1 0.043(3) 0.038(2) 0.043(3) 0.009(2) 0.003(2) 0.004(2) N2 0.060(4) 0.056(3) 0.038(3) 0.005(2) -0.005(2) 0.011(3) C1 0.037(3) 0.044(3) 0.041(3) 0.004(2) 0.007(2) 0.003(3) C2 0.047(4) 0.046(3) 0.032(3) -0.002(2) -0.001(3) 0.001(3) C3 0.058(4) 0.054(3) 0.037(3) 0.005(2) 0.007(3) 0.008(3) C4 0.068(5) 0.074(5) 0.036(3) -0.004(3) 0.008(3) 0.014(4) C5 0.080(5) 0.066(5) 0.048(4) -0.006(3) 0.018(4) 0.012(4) C6 0.067(5) 0.087(6) 0.066(5) 0.021(4) 0.029(4) 0.007(5) C7 0.045(4) 0.064(4) 0.078(5) 0.017(4) 0.010(3) -0.017(3) C8 0.034(3) 0.053(4) 0.061(4) 0.005(3) 0.001(3) -0.002(3) C9 0.065(4) 0.050(3) 0.050(4) -0.010(3) 0.005(3) 0.011(3) C10 0.067(4) 0.052(3) 0.053(4) 0.008(3) 0.002(4) -0.007(3) C11 0.049(4) 0.098(6) 0.101(6) 0.054(5) -0.001(4) 0.020(4) C12 0.095(6) 0.062(4) 0.041(3) 0.009(3) 0.006(4) -0.001(5) C13 0.061(4) 0.050(3) 0.066(4) 0.004(3) 0.002(4) -0.015(3) C14 0.081(5) 0.079(5) 0.070(5) 0.028(4) -0.011(5) 0.006(5) C15 0.090(6) 0.098(6) 0.060(5) -0.005(4) -0.006(4) 0.052(5) C16 0.049(4) 0.103(7) 0.070(5) 0.005(5) -0.009(4) 0.008(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 H1A 0.872(10) . ? O1 H1B 0.871(10) . ? N1 C13 1.480(8) . ? N1 C11 1.505(8) . ? N1 C12 1.527(9) . ? N1 C1 1.589(7) . ? N2 C14 1.484(9) . ? N2 C16 1.507(10) . ? N2 C15 1.519(9) . ? N2 C3 1.563(9) . ? C1 C8 1.529(9) . ? C1 C9 1.532(9) . ? C1 C2 1.546(8) . ? C2 C3 1.553(8) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C10 1.527(10) . ? C3 C4 1.532(9) . ? C4 C5 1.525(11) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.514(12) . ? C5 C9 1.547(10) . ? C5 H5 0.9800 . ? C6 C7 1.506(11) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C10 1.527(10) . ? C7 C8 1.534(10) . ? C7 H7 0.9800 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H1A O1 H1B 100(10) . . ? C13 N1 C11 106.3(6) . . ? C13 N1 C12 106.0(5) . . ? C11 N1 C12 110.2(6) . . ? C13 N1 C1 113.4(5) . . ? C11 N1 C1 110.6(5) . . ? C12 N1 C1 110.3(4) . . ? C14 N2 C16 107.2(6) . . ? C14 N2 C15 107.2(7) . . ? C16 N2 C15 106.4(7) . . ? C14 N2 C3 112.0(6) . . ? C16 N2 C3 111.9(5) . . ? C15 N2 C3 111.9(5) . . ? C8 C1 C9 109.5(5) . . ? C8 C1 C2 108.9(5) . . ? C9 C1 C2 110.2(5) . . ? C8 C1 N1 110.0(5) . . ? C9 C1 N1 110.0(5) . . ? C2 C1 N1 108.2(4) . . ? C1 C2 C3 109.3(5) . . ? C1 C2 H2A 109.8 . . ? C3 C2 H2A 109.8 . . ? C1 C2 H2B 109.8 . . ? C3 C2 H2B 109.8 . . ? H2A C2 H2B 108.3 . . ? C10 C3 C4 108.9(6) . . ? C10 C3 C2 108.7(5) . . ? C4 C3 C2 109.1(5) . . ? C10 C3 N2 110.2(5) . . ? C4 C3 N2 110.8(5) . . ? C2 C3 N2 109.2(5) . . ? C5 C4 C3 109.9(6) . . ? C5 C4 H4A 109.7 . . ? C3 C4 H4A 109.7 . . ? C5 C4 H4B 109.7 . . ? C3 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? C6 C5 C4 111.6(7) . . ? C6 C5 C9 108.6(6) . . ? C4 C5 C9 108.8(6) . . ? C6 C5 H5 109.3 . . ? C4 C5 H5 109.3 . . ? C9 C5 H5 109.3 . . ? C7 C6 C5 109.0(6) . . ? C7 C6 H6A 109.9 . . ? C5 C6 H6A 109.9 . . ? C7 C6 H6B 109.9 . . ? C5 C6 H6B 109.9 . . ? H6A C6 H6B 108.3 . . ? C6 C7 C10 110.0(7) . . ? C6 C7 C8 110.3(6) . . ? C10 C7 C8 110.4(5) . . ? C6 C7 H7 108.7 . . ? C10 C7 H7 108.7 . . ? C8 C7 H7 108.7 . . ? C1 C8 C7 108.3(5) . . ? C1 C8 H8A 110.0 . . ? C7 C8 H8A 110.0 . . ? C1 C8 H8B 110.0 . . ? C7 C8 H8B 110.0 . . ? H8A C8 H8B 108.4 . . ? C1 C9 C5 109.1(5) . . ? C1 C9 H9A 109.9 . . ? C5 C9 H9A 109.9 . . ? C1 C9 H9B 109.9 . . ? C5 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? C3 C10 C7 109.8(5) . . ? C3 C10 H10A 109.7 . . ? C7 C10 H10A 109.7 . . ? C3 C10 H10B 109.7 . . ? C7 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? N1 C11 H11A 109.5 . . ? N1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 H12A 109.5 . . ? N1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 H13A 109.5 . . ? N1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 H14A 109.5 . . ? N2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N2 C15 H15A 109.5 . . ? N2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N2 C16 H16A 109.5 . . ? N2 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N2 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 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 C13 N1 C1 C8 -179.4(5) . . . . ? C11 N1 C1 C8 -60.1(7) . . . . ? C12 N1 C1 C8 62.0(7) . . . . ? C13 N1 C1 C9 -58.6(7) . . . . ? C11 N1 C1 C9 60.6(7) . . . . ? C12 N1 C1 C9 -177.3(6) . . . . ? C13 N1 C1 C2 61.8(6) . . . . ? C11 N1 C1 C2 -178.9(6) . . . . ? C12 N1 C1 C2 -56.9(6) . . . . ? C8 C1 C2 C3 61.5(6) . . . . ? C9 C1 C2 C3 -58.7(6) . . . . ? N1 C1 C2 C3 -179.0(4) . . . . ? C1 C2 C3 C10 -60.0(6) . . . . ? C1 C2 C3 C4 58.6(7) . . . . ? C1 C2 C3 N2 179.7(5) . . . . ? C14 N2 C3 C10 53.0(7) . . . . ? C16 N2 C3 C10 173.3(5) . . . . ? C15 N2 C3 C10 -67.4(7) . . . . ? C14 N2 C3 C4 -67.6(8) . . . . ? C16 N2 C3 C4 52.7(7) . . . . ? C15 N2 C3 C4 172.0(7) . . . . ? C14 N2 C3 C2 172.3(5) . . . . ? C16 N2 C3 C2 -67.4(7) . . . . ? C15 N2 C3 C2 51.9(8) . . . . ? C10 C3 C4 C5 57.4(7) . . . . ? C2 C3 C4 C5 -61.0(8) . . . . ? N2 C3 C4 C5 178.8(6) . . . . ? C3 C4 C5 C6 -57.7(8) . . . . ? C3 C4 C5 C9 62.1(8) . . . . ? C4 C5 C6 C7 58.4(8) . . . . ? C9 C5 C6 C7 -61.6(8) . . . . ? C5 C6 C7 C10 -59.6(8) . . . . ? C5 C6 C7 C8 62.4(8) . . . . ? C9 C1 C8 C7 59.3(7) . . . . ? C2 C1 C8 C7 -61.2(7) . . . . ? N1 C1 C8 C7 -179.6(5) . . . . ? C6 C7 C8 C1 -60.7(7) . . . . ? C10 C7 C8 C1 61.0(8) . . . . ? C8 C1 C9 C5 -60.0(7) . . . . ? C2 C1 C9 C5 59.8(7) . . . . ? N1 C1 C9 C5 178.9(5) . . . . ? C6 C5 C9 C1 60.7(8) . . . . ? C4 C5 C9 C1 -61.0(8) . . . . ? C4 C3 C10 C7 -59.5(7) . . . . ? C2 C3 C10 C7 59.2(7) . . . . ? N2 C3 C10 C7 178.8(5) . . . . ? C6 C7 C10 C3 61.4(7) . . . . ? C8 C7 C10 C3 -60.5(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1A I1 0.872(10) 2.73(8) 3.545(10) 156(16) . O1 H1B I2 0.871(10) 2.80(8) 3.622(10) 158(18) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.431 _refine_diff_density_min -0.335 _refine_diff_density_rms 0.120