# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mo_fs213_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H16 N2 O' _chemical_formula_sum 'C21 H16 N2 O' _chemical_formula_weight 312.36 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'I 2 -2c' _symmetry_space_group_name_H-M 'I b a 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'x+1, -y+1, z+1/2' '-x+1, y+1, z+1/2' _cell_length_a 13.9108(8) _cell_length_b 25.429(2) _cell_length_c 8.8131(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3117.5(4) _cell_formula_units_Z 8 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 8340 _cell_measurement_theta_min 2.93 _cell_measurement_theta_max 30.11 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_min 0.169 _exptl_crystal_size_mid 0.188 _exptl_crystal_size_max 0.388 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.331 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9685 _exptl_absorpt_correction_T_max 0.9861 _exptl_absorpt_process_details '(SADABS; Bruker, 2009)' _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems Cobra open-flow nitrogen cryostat (Cosier & Glazer, 1986) operating at 100.0 (1) K. ; _diffrn_ambient_temperature 100 _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 II DUO CCD area-detector diffractometer ; _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 28763 _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_sigmaI/netI 0.0185 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 30.15 _reflns_number_total 2457 _reflns_number_gt 2320 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2009)' _computing_cell_refinement 'SAINT (Bruker, 2009)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 'SHELXTL and PLATON (Spek, 2009)' _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^)+(0.0606P)^2^+0.8587P] 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_number_reflns 2457 _refine_ls_number_parameters 229 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0357 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.0920 _refine_ls_wR_factor_gt 0.0891 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 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 O1 O 0.01100(8) 0.14557(4) -0.04741(14) 0.0211(2) Uani 1 1 d . . . N1 N 0.21052(9) 0.21270(5) 0.06758(15) 0.0172(2) Uani 1 1 d . . . N2 N 0.06200(8) 0.19936(5) 0.19104(15) 0.0173(2) Uani 1 1 d . . . C1 C 0.06454(9) 0.25118(5) 0.25077(16) 0.0161(3) Uani 1 1 d . . . C2 C -0.00971(10) 0.27071(6) 0.33819(19) 0.0201(3) Uani 1 1 d . . . H2A H -0.0638 0.2502 0.3567 0.024 Uiso 1 1 calc R . . C3 C -0.00323(11) 0.32195(6) 0.39934(19) 0.0221(3) Uani 1 1 d . . . H3A H -0.0528 0.3346 0.4600 0.026 Uiso 1 1 calc R . . C4 C 0.07526(11) 0.35347(6) 0.37060(18) 0.0208(3) Uani 1 1 d . . . H4A H 0.0787 0.3869 0.4132 0.025 Uiso 1 1 calc R . . C5 C 0.15086(10) 0.33516(5) 0.27619(17) 0.0173(3) Uani 1 1 d . . . C6 C 0.23117(10) 0.36687(6) 0.23773(18) 0.0201(3) Uani 1 1 d . . . H6A H 0.2356 0.4010 0.2751 0.024 Uiso 1 1 calc R . . C7 C 0.30218(11) 0.34750(6) 0.14581(19) 0.0216(3) Uani 1 1 d . . . H7A H 0.3538 0.3690 0.1201 0.026 Uiso 1 1 calc R . . C8 C 0.29863(10) 0.29547(6) 0.08924(18) 0.0193(3) Uani 1 1 d . . . H8A H 0.3482 0.2828 0.0285 0.023 Uiso 1 1 calc R . . C9 C 0.22157(10) 0.26358(5) 0.12428(16) 0.0158(3) Uani 1 1 d . . . C10 C 0.14607(9) 0.28294(5) 0.21809(16) 0.0153(2) Uani 1 1 d . . . C11 C 0.15873(9) 0.17660(5) 0.16722(17) 0.0164(3) Uani 1 1 d . . . H11A H 0.1923 0.1740 0.2647 0.020 Uiso 1 1 calc R . . C12 C 0.15285(10) 0.12264(5) 0.09506(17) 0.0165(3) Uani 1 1 d . . . C13 C 0.08100(10) 0.11049(5) -0.00792(17) 0.0177(3) Uani 1 1 d . . . C14 C 0.07633(10) 0.06090(6) -0.07992(19) 0.0216(3) Uani 1 1 d . . . H14A H 0.0270 0.0537 -0.1480 0.026 Uiso 1 1 calc R . . C15 C 0.14426(11) 0.02357(6) -0.0496(2) 0.0230(3) Uani 1 1 d . . . H15A H 0.1408 -0.0090 -0.0970 0.028 Uiso 1 1 calc R . . C16 C 0.22027(11) 0.03415(6) 0.05379(19) 0.0210(3) Uani 1 1 d . . . C17 C 0.29127(11) -0.00432(6) 0.0838(2) 0.0267(3) Uani 1 1 d . . . H17A H 0.2866 -0.0373 0.0385 0.032 Uiso 1 1 calc R . . C18 C 0.36696(12) 0.00638(7) 0.1787(3) 0.0319(4) Uani 1 1 d . . . H18A H 0.4130 -0.0192 0.1985 0.038 Uiso 1 1 calc R . . C19 C 0.37440(12) 0.05631(6) 0.2457(2) 0.0290(4) Uani 1 1 d . . . H19A H 0.4268 0.0638 0.3076 0.035 Uiso 1 1 calc R . . C20 C 0.30589(11) 0.09426(6) 0.22162(19) 0.0227(3) Uani 1 1 d . . . H20A H 0.3120 0.1268 0.2686 0.027 Uiso 1 1 calc R . . C21 C 0.22565(10) 0.08439(5) 0.12578(18) 0.0179(3) Uani 1 1 d . . . H1N2 H 0.0280(16) 0.1805(8) 0.252(3) 0.031(6) Uiso 1 1 d . . . H1O1 H 0.0194(19) 0.1700(10) 0.007(4) 0.042(7) Uiso 1 1 d . . . H1N1 H 0.2624(16) 0.1995(8) 0.028(3) 0.026(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0208(5) 0.0211(5) 0.0214(6) -0.0011(4) -0.0043(4) 0.0024(4) N1 0.0184(5) 0.0150(5) 0.0183(6) -0.0019(4) 0.0052(5) -0.0012(4) N2 0.0166(5) 0.0171(5) 0.0180(6) -0.0005(5) 0.0041(4) -0.0008(4) C1 0.0172(5) 0.0171(6) 0.0140(6) 0.0011(5) 0.0002(5) 0.0015(4) C2 0.0175(6) 0.0224(6) 0.0204(7) 0.0013(6) 0.0032(5) 0.0020(5) C3 0.0224(6) 0.0234(6) 0.0204(7) -0.0006(6) 0.0038(6) 0.0062(5) C4 0.0249(6) 0.0178(6) 0.0196(7) -0.0018(5) 0.0006(5) 0.0048(5) C5 0.0193(6) 0.0171(6) 0.0154(6) 0.0009(5) -0.0025(5) 0.0027(5) C6 0.0239(6) 0.0159(5) 0.0206(7) -0.0010(5) -0.0019(6) -0.0010(5) C7 0.0223(6) 0.0189(6) 0.0237(7) -0.0001(6) 0.0003(6) -0.0035(5) C8 0.0181(6) 0.0200(6) 0.0198(7) -0.0017(5) 0.0028(5) -0.0012(5) C9 0.0171(5) 0.0159(6) 0.0145(6) -0.0006(5) 0.0004(5) 0.0001(4) C10 0.0158(5) 0.0167(5) 0.0134(6) 0.0002(5) -0.0003(5) 0.0012(4) C11 0.0164(5) 0.0159(5) 0.0169(6) 0.0000(5) 0.0006(5) -0.0001(4) C12 0.0170(6) 0.0155(6) 0.0170(6) 0.0009(5) 0.0006(5) -0.0010(5) C13 0.0185(6) 0.0176(6) 0.0172(6) 0.0023(5) 0.0009(5) -0.0012(5) C14 0.0219(6) 0.0201(6) 0.0227(7) -0.0008(6) -0.0026(6) -0.0050(5) C15 0.0272(7) 0.0153(6) 0.0263(8) -0.0016(6) -0.0003(6) -0.0038(5) C16 0.0232(6) 0.0149(6) 0.0248(8) 0.0010(6) 0.0009(6) -0.0015(5) C17 0.0301(7) 0.0157(6) 0.0341(9) 0.0007(6) -0.0007(7) 0.0035(6) C18 0.0287(7) 0.0230(7) 0.0440(11) 0.0031(7) -0.0060(8) 0.0071(6) C19 0.0247(7) 0.0250(7) 0.0374(10) 0.0010(7) -0.0080(7) 0.0033(6) C20 0.0222(6) 0.0191(6) 0.0267(8) -0.0004(6) -0.0046(6) 0.0009(5) C21 0.0187(6) 0.0148(5) 0.0202(7) 0.0019(5) 0.0000(5) -0.0004(5) _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 C13 1.3657(17) . ? O1 H1O1 0.79(3) . ? N1 C9 1.3954(17) . ? N1 C11 1.4606(18) . ? N1 H1N1 0.87(2) . ? N2 C1 1.4194(17) . ? N2 C11 1.4798(17) . ? N2 H1N2 0.86(2) . ? C1 C2 1.3809(19) . ? C1 C10 1.4218(18) . ? C2 C3 1.413(2) . ? C2 H2A 0.9300 . ? C3 C4 1.378(2) . ? C3 H3A 0.9300 . ? C4 C5 1.420(2) . ? C4 H4A 0.9300 . ? C5 C6 1.4189(19) . ? C5 C10 1.4247(19) . ? C6 C7 1.369(2) . ? C6 H6A 0.9300 . ? C7 C8 1.4147(19) . ? C7 H7A 0.9300 . ? C8 C9 1.3791(19) . ? C8 H8A 0.9300 . ? C9 C10 1.4244(18) . ? C11 C12 1.5144(19) . ? C11 H11A 0.9800 . ? C12 C13 1.3850(19) . ? C12 C21 1.4301(18) . ? C13 C14 1.413(2) . ? C14 C15 1.366(2) . ? C14 H14A 0.9300 . ? C15 C16 1.421(2) . ? C15 H15A 0.9300 . ? C16 C17 1.415(2) . ? C16 C21 1.4284(19) . ? C17 C18 1.372(3) . ? C17 H17A 0.9300 . ? C18 C19 1.404(2) . ? C18 H18A 0.9300 . ? C19 C20 1.373(2) . ? C19 H19A 0.9300 . ? C20 C21 1.422(2) . ? C20 H20A 0.9300 . ? 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 C13 O1 H1O1 105(2) . . ? C9 N1 C11 114.95(11) . . ? C9 N1 H1N1 114.3(14) . . ? C11 N1 H1N1 114.0(14) . . ? C1 N2 C11 113.15(11) . . ? C1 N2 H1N2 107.3(16) . . ? C11 N2 H1N2 111.7(15) . . ? C2 C1 N2 121.48(12) . . ? C2 C1 C10 120.36(12) . . ? N2 C1 C10 118.16(12) . . ? C1 C2 C3 119.79(13) . . ? C1 C2 H2A 120.1 . . ? C3 C2 H2A 120.1 . . ? C4 C3 C2 121.12(13) . . ? C4 C3 H3A 119.4 . . ? C2 C3 H3A 119.4 . . ? C3 C4 C5 120.26(13) . . ? C3 C4 H4A 119.9 . . ? C5 C4 H4A 119.9 . . ? C6 C5 C4 122.46(13) . . ? C6 C5 C10 118.73(13) . . ? C4 C5 C10 118.80(12) . . ? C7 C6 C5 120.32(13) . . ? C7 C6 H6A 119.8 . . ? C5 C6 H6A 119.8 . . ? C6 C7 C8 121.32(13) . . ? C6 C7 H7A 119.3 . . ? C8 C7 H7A 119.3 . . ? C9 C8 C7 119.88(13) . . ? C9 C8 H8A 120.1 . . ? C7 C8 H8A 120.1 . . ? C8 C9 N1 123.40(13) . . ? C8 C9 C10 119.99(12) . . ? N1 C9 C10 116.56(11) . . ? C1 C10 C9 120.63(12) . . ? C1 C10 C5 119.59(12) . . ? C9 C10 C5 119.76(12) . . ? N1 C11 N2 106.73(11) . . ? N1 C11 C12 110.10(12) . . ? N2 C11 C12 111.40(11) . . ? N1 C11 H11A 109.5 . . ? N2 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? C13 C12 C21 118.90(13) . . ? C13 C12 C11 121.09(12) . . ? C21 C12 C11 119.90(12) . . ? O1 C13 C12 122.39(13) . . ? O1 C13 C14 115.83(13) . . ? C12 C13 C14 121.77(13) . . ? C15 C14 C13 120.03(14) . . ? C15 C14 H14A 120.0 . . ? C13 C14 H14A 120.0 . . ? C14 C15 C16 120.58(14) . . ? C14 C15 H15A 119.7 . . ? C16 C15 H15A 119.7 . . ? C17 C16 C15 120.54(14) . . ? C17 C16 C21 119.93(14) . . ? C15 C16 C21 119.53(13) . . ? C18 C17 C16 120.81(15) . . ? C18 C17 H17A 119.6 . . ? C16 C17 H17A 119.6 . . ? C17 C18 C19 119.50(14) . . ? C17 C18 H18A 120.3 . . ? C19 C18 H18A 120.3 . . ? C20 C19 C18 121.29(15) . . ? C20 C19 H19A 119.4 . . ? C18 C19 H19A 119.4 . . ? C19 C20 C21 120.85(14) . . ? C19 C20 H20A 119.6 . . ? C21 C20 H20A 119.6 . . ? C20 C21 C16 117.56(12) . . ? C20 C21 C12 123.25(13) . . ? C16 C21 C12 119.16(13) . . ? 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 C11 N2 C1 C2 -152.35(14) . . . . ? C11 N2 C1 C10 27.73(17) . . . . ? N2 C1 C2 C3 178.12(13) . . . . ? C10 C1 C2 C3 -2.0(2) . . . . ? C1 C2 C3 C4 1.4(2) . . . . ? C2 C3 C4 C5 1.1(2) . . . . ? C3 C4 C5 C6 177.19(14) . . . . ? C3 C4 C5 C10 -2.9(2) . . . . ? C4 C5 C6 C7 -179.79(14) . . . . ? C10 C5 C6 C7 0.3(2) . . . . ? C5 C6 C7 C8 -1.2(2) . . . . ? C6 C7 C8 C9 1.2(2) . . . . ? C7 C8 C9 N1 177.02(14) . . . . ? C7 C8 C9 C10 -0.4(2) . . . . ? C11 N1 C9 C8 149.99(14) . . . . ? C11 N1 C9 C10 -32.49(17) . . . . ? C2 C1 C10 C9 -178.12(14) . . . . ? N2 C1 C10 C9 1.79(19) . . . . ? C2 C1 C10 C5 0.0(2) . . . . ? N2 C1 C10 C5 179.95(12) . . . . ? C8 C9 C10 C1 177.75(14) . . . . ? N1 C9 C10 C1 0.14(19) . . . . ? C8 C9 C10 C5 -0.4(2) . . . . ? N1 C9 C10 C5 -178.01(12) . . . . ? C6 C5 C10 C1 -177.73(13) . . . . ? C4 C5 C10 C1 2.4(2) . . . . ? C6 C5 C10 C9 0.4(2) . . . . ? C4 C5 C10 C9 -179.42(14) . . . . ? C9 N1 C11 N2 59.95(15) . . . . ? C9 N1 C11 C12 -179.01(11) . . . . ? C1 N2 C11 N1 -56.49(15) . . . . ? C1 N2 C11 C12 -176.71(12) . . . . ? N1 C11 C12 C13 -84.63(15) . . . . ? N2 C11 C12 C13 33.57(18) . . . . ? N1 C11 C12 C21 91.46(16) . . . . ? N2 C11 C12 C21 -150.33(13) . . . . ? C21 C12 C13 O1 -177.57(13) . . . . ? C11 C12 C13 O1 -1.4(2) . . . . ? C21 C12 C13 C14 1.8(2) . . . . ? C11 C12 C13 C14 177.93(13) . . . . ? O1 C13 C14 C15 178.86(15) . . . . ? C12 C13 C14 C15 -0.5(2) . . . . ? C13 C14 C15 C16 -0.2(2) . . . . ? C14 C15 C16 C17 -179.23(16) . . . . ? C14 C15 C16 C21 -0.3(2) . . . . ? C15 C16 C17 C18 177.35(17) . . . . ? C21 C16 C17 C18 -1.6(3) . . . . ? C16 C17 C18 C19 -0.6(3) . . . . ? C17 C18 C19 C20 1.9(3) . . . . ? C18 C19 C20 C21 -1.0(3) . . . . ? C19 C20 C21 C16 -1.2(2) . . . . ? C19 C20 C21 C12 -179.16(16) . . . . ? C17 C16 C21 C20 2.4(2) . . . . ? C15 C16 C21 C20 -176.50(15) . . . . ? C17 C16 C21 C12 -179.52(15) . . . . ? C15 C16 C21 C12 1.5(2) . . . . ? C13 C12 C21 C20 175.66(14) . . . . ? C11 C12 C21 C20 -0.5(2) . . . . ? C13 C12 C21 C16 -2.3(2) . . . . ? C11 C12 C21 C16 -178.45(12) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.15 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.304 _refine_diff_density_min -0.174 _refine_diff_density_rms 0.042 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 _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # N2 H1N2 O1 0.86(2) 2.05(3) 2.8663(18) 157(2) 8_445 yes O1 H1O1 N2 0.79(3) 1.88(3) 2.6059(18) 151(3) . yes _iucr_refine_instructions_details ; TITL mo_fs213_0m in Iba2 (100K) CELL 0.71073 13.9108 25.4287 8.8131 90.000 90.000 90.000 ZERR 8.00 0.0008 0.0020 0.0005 0.000 0.000 0.000 LATT -2 SYMM -X, -Y, Z SYMM 0.5+X, 0.5-Y, Z SYMM 0.5-X, 0.5+Y, Z SFAC C H N O UNIT 168 128 16 8 SIZE 0.169 0.188 0.388 L.S. 10 BOND $H MERG 4 FMAP 2 3 60 PLAN 20 ACTA CONF WGHT 0.0606 0.8587 FVAR 0.27352 O1 4 0.010999 0.145570 -0.047408 11.00000 0.02080 0.02108 = 0.02137 -0.00113 -0.00431 0.00241 N1 3 0.210521 0.212702 0.067578 11.00000 0.01839 0.01503 = 0.01826 -0.00195 0.00522 -0.00118 N2 3 0.062000 0.199364 0.191044 11.00000 0.01657 0.01715 = 0.01804 -0.00049 0.00408 -0.00082 C1 1 0.064538 0.251183 0.250770 11.00000 0.01725 0.01712 = 0.01401 0.00110 0.00015 0.00150 C2 1 -0.009706 0.270713 0.338185 11.00000 0.01747 0.02237 = 0.02036 0.00134 0.00318 0.00199 AFIX 43 H2A 2 -0.063799 0.250206 0.356742 11.00000 -1.20000 AFIX 0 C3 1 -0.003226 0.321952 0.399344 11.00000 0.02237 0.02345 = 0.02036 -0.00062 0.00384 0.00620 AFIX 43 H3A 2 -0.052776 0.334620 0.460028 11.00000 -1.20000 AFIX 0 C4 1 0.075264 0.353472 0.370602 11.00000 0.02493 0.01782 = 0.01958 -0.00183 0.00063 0.00485 AFIX 43 H4A 2 0.078727 0.386875 0.413224 11.00000 -1.20000 AFIX 0 C5 1 0.150859 0.335157 0.276190 11.00000 0.01932 0.01712 = 0.01539 0.00093 -0.00255 0.00267 C6 1 0.231165 0.366875 0.237733 11.00000 0.02388 0.01593 = 0.02059 -0.00104 -0.00194 -0.00098 AFIX 43 H6A 2 0.235589 0.400988 0.275135 11.00000 -1.20000 AFIX 0 C7 1 0.302184 0.347496 0.145812 11.00000 0.02225 0.01888 = 0.02374 -0.00008 0.00033 -0.00346 AFIX 43 H7A 2 0.353787 0.368967 0.120058 11.00000 -1.20000 AFIX 0 C8 1 0.298627 0.295467 0.089241 11.00000 0.01808 0.01996 = 0.01982 -0.00167 0.00280 -0.00124 AFIX 43 H8A 2 0.348161 0.282792 0.028538 11.00000 -1.20000 AFIX 0 C9 1 0.221565 0.263579 0.124279 11.00000 0.01709 0.01594 = 0.01446 -0.00063 0.00044 0.00012 C10 1 0.146073 0.282939 0.218092 11.00000 0.01581 0.01671 = 0.01340 0.00020 -0.00026 0.00119 C11 1 0.158731 0.176595 0.167223 11.00000 0.01636 0.01592 = 0.01690 -0.00003 0.00058 -0.00009 AFIX 13 H11A 2 0.192255 0.174048 0.264746 11.00000 -1.20000 AFIX 0 C12 1 0.152847 0.122644 0.095063 11.00000 0.01703 0.01554 = 0.01701 0.00092 0.00058 -0.00099 C13 1 0.080998 0.110487 -0.007925 11.00000 0.01846 0.01761 = 0.01716 0.00229 0.00089 -0.00118 C14 1 0.076331 0.060897 -0.079918 11.00000 0.02193 0.02012 = 0.02267 -0.00083 -0.00257 -0.00496 AFIX 43 H14A 2 0.026982 0.053674 -0.147990 11.00000 -1.20000 AFIX 0 C15 1 0.144261 0.023572 -0.049573 11.00000 0.02719 0.01534 = 0.02633 -0.00165 -0.00027 -0.00379 AFIX 43 H15A 2 0.140753 -0.009049 -0.096960 11.00000 -1.20000 AFIX 0 C16 1 0.220269 0.034146 0.053792 11.00000 0.02316 0.01489 = 0.02483 0.00098 0.00090 -0.00148 C17 1 0.291274 -0.004324 0.083752 11.00000 0.03008 0.01574 = 0.03414 0.00068 -0.00066 0.00348 AFIX 43 H17A 2 0.286583 -0.037270 0.038537 11.00000 -1.20000 AFIX 0 C18 1 0.366963 0.006381 0.178692 11.00000 0.02866 0.02304 = 0.04397 0.00308 -0.00599 0.00705 AFIX 43 H18A 2 0.412990 -0.019240 0.198501 11.00000 -1.20000 AFIX 0 C19 1 0.374398 0.056309 0.245711 11.00000 0.02468 0.02500 = 0.03740 0.00100 -0.00802 0.00326 AFIX 43 H19A 2 0.426761 0.063818 0.307638 11.00000 -1.20000 AFIX 0 C20 1 0.305891 0.094256 0.221617 11.00000 0.02218 0.01914 = 0.02675 -0.00043 -0.00462 0.00090 AFIX 43 H20A 2 0.312033 0.126836 0.268572 11.00000 -1.20000 AFIX 0 C21 1 0.225648 0.084387 0.125778 11.00000 0.01868 0.01478 = 0.02024 0.00190 0.00001 -0.00036 H1N2 2 0.028023 0.180523 0.252177 11.00000 0.03063 H1O1 2 0.019379 0.169958 0.007271 11.00000 0.04212 H1N1 2 0.262414 0.199455 0.028093 11.00000 0.02571 HKLF 4 1 0 1 0 -1 -1 2 1 0 0 REM mo_fs213_0m in Iba2 (100K) REM R1 = 0.0331 for 2320 Fo > 4sig(Fo) and 0.0357 for all 2457 data REM 229 parameters refined using 1 restraints END WGHT 0.0606 0.8587 REM Highest difference peak 0.304, deepest hole -0.174, 1-sigma level 0.042 Q1 1 0.1201 0.1187 0.0314 11.00000 0.05 0.30 Q2 1 0.1149 0.2618 0.2422 11.00000 0.05 0.30 Q3 1 0.2237 0.0593 0.0895 11.00000 0.05 0.28 Q4 1 0.2983 0.3201 0.1195 11.00000 0.05 0.27 Q5 1 0.0812 0.0814 -0.0407 11.00000 0.05 0.27 Q6 1 0.1140 0.0415 -0.0673 11.00000 0.05 0.26 Q7 1 0.2600 0.0189 0.0665 11.00000 0.05 0.25 Q8 1 0.1790 0.2772 0.1685 11.00000 0.05 0.25 Q9 1 0.1881 0.1006 0.1156 11.00000 0.05 0.24 Q10 1 0.2607 0.2806 0.1026 11.00000 0.05 0.24 Q11 1 0.2191 0.2406 0.0997 11.00000 0.05 0.23 Q12 1 0.1823 0.3569 0.2464 11.00000 0.05 0.23 Q13 1 0.2614 0.0845 0.1935 11.00000 0.05 0.23 Q14 1 0.1976 0.3450 0.2604 11.00000 0.05 0.22 Q15 1 0.3441 0.0775 0.2242 11.00000 0.05 0.22 Q16 1 0.0224 0.2615 0.2819 11.00000 0.05 0.22 Q17 1 0.0367 0.2594 0.3167 11.00000 0.05 0.21 Q18 1 0.1477 0.3062 0.2438 11.00000 0.05 0.21 Q19 1 0.3198 0.0001 0.1521 11.00000 0.05 0.20 Q20 1 0.1834 0.0327 -0.0077 11.00000 0.05 0.20 ; _database_code_depnum_ccdc_archive 'CCDC 947173'