# 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_01 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C14 H21 N O4' _chemical_formula_moiety 'C14 H21 N O4' _chemical_formula_weight 267.32 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 15.235(3) _cell_length_b 6.1555(11) _cell_length_c 15.923(3) _cell_angle_alpha 90.0000 _cell_angle_beta 109.641(8) _cell_angle_gamma 90.0000 _cell_volume 1406.4(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used 13905 _cell_measurement_theta_min 3.30 _cell_measurement_theta_max 27.60 _cell_measurement_temperature 150 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.400 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.262 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576.00 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.907 _exptl_absorpt_correction_T_max 0.982 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 150 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku XtaLAB mini' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 6.827 _diffrn_reflns_number 15000 _diffrn_reflns_av_R_equivalents 0.0200 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3211 _reflns_number_gt 2891 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0366 _refine_ls_wR_factor_ref 0.0964 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3211 _refine_ls_number_parameters 172 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0459P)^2^+0.4616P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.350 _refine_diff_density_min -0.190 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0106 0.0060 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 0.73787(5) 0.75569(14) 0.44705(5) 0.02482(18) Uani 1.0 4 d . . . O2 O 0.59005(6) 0.68196(14) 0.24331(6) 0.0312(2) Uani 1.0 4 d . . . O3 O 0.66695(5) 0.58484(14) 0.53442(5) 0.0298(2) Uani 1.0 4 d . . . O4 O 0.66254(6) 0.99779(13) 0.24807(5) 0.0297(2) Uani 1.0 4 d . . . N1 N 0.58629(6) 0.80483(15) 0.42047(6) 0.0221(2) Uani 1.0 4 d . . . C1 C 0.58148(7) 0.96145(16) 0.35011(6) 0.0184(2) Uani 1.0 4 d . . . C2 C 0.66485(7) 0.70451(18) 0.47319(7) 0.0213(2) Uani 1.0 4 d . . . C3 C 0.61118(7) 0.85847(17) 0.27593(7) 0.0211(2) Uani 1.0 4 d . . . C4 C 0.47711(7) 1.00857(18) 0.31122(7) 0.0214(3) Uani 1.0 4 d . . . C5 C 0.42645(7) 0.82072(18) 0.33502(7) 0.0227(3) Uani 1.0 4 d . . . C6 C 0.49493(7) 0.74376(19) 0.42461(7) 0.0235(3) Uani 1.0 4 d . . . C7 C 0.64360(8) 1.16272(18) 0.37722(7) 0.0248(3) Uani 1.0 4 d . . . C8 C 0.44077(9) 1.1867(3) 0.26699(9) 0.0360(3) Uani 1.0 4 d . . . C9 C 0.83467(7) 0.71576(18) 0.50639(7) 0.0238(3) Uani 1.0 4 d . . . C10 C 0.85176(8) 0.8293(3) 0.59491(8) 0.0336(3) Uani 1.0 4 d . . . C11 C 0.68282(10) 1.1946(2) 0.30198(9) 0.0344(3) Uani 1.0 4 d . . . C12 C 0.32981(8) 0.8735(3) 0.33747(9) 0.0360(3) Uani 1.0 4 d . . . C13 C 0.89156(8) 0.8192(3) 0.45520(9) 0.0356(3) Uani 1.0 4 d . . . C14 C 0.85381(9) 0.4738(3) 0.51735(10) 0.0402(4) Uani 1.0 4 d . . . H5 H 0.4202 0.7027 0.2902 0.0272 Uiso 1.0 4 calc R . . H6A H 0.4828 0.8172 0.4749 0.0281 Uiso 1.0 4 calc R . . H6B H 0.4906 0.5847 0.4314 0.0281 Uiso 1.0 4 calc R . . H7A H 0.6068 1.2909 0.3831 0.0298 Uiso 1.0 4 calc R . . H7B H 0.6943 1.1386 0.4346 0.0298 Uiso 1.0 4 calc R . . H8A H 0.3751 1.2072 0.2461 0.0432 Uiso 1.0 4 calc R . . H8B H 0.4802 1.2944 0.2560 0.0432 Uiso 1.0 4 calc R . . H10A H 0.9180 0.8197 0.6306 0.0403 Uiso 1.0 4 calc R . . H10B H 0.8147 0.7593 0.6270 0.0403 Uiso 1.0 4 calc R . . H10C H 0.8337 0.9823 0.5844 0.0403 Uiso 1.0 4 calc R . . H11A H 0.6534 1.3219 0.2653 0.0413 Uiso 1.0 4 calc R . . H11B H 0.7509 1.2193 0.3265 0.0413 Uiso 1.0 4 calc R . . H12A H 0.2886 0.9115 0.2774 0.0432 Uiso 1.0 4 calc R . . H12B H 0.3338 0.9964 0.3777 0.0432 Uiso 1.0 4 calc R . . H12C H 0.3047 0.7466 0.3589 0.0432 Uiso 1.0 4 calc R . . H13A H 0.9580 0.8058 0.4897 0.0427 Uiso 1.0 4 calc R . . H13B H 0.8750 0.9732 0.4451 0.0427 Uiso 1.0 4 calc R . . H13C H 0.8784 0.7455 0.3977 0.0427 Uiso 1.0 4 calc R . . H14A H 0.8432 0.4079 0.4587 0.0483 Uiso 1.0 4 calc R . . H14B H 0.8120 0.4073 0.5452 0.0483 Uiso 1.0 4 calc R . . H14C H 0.9186 0.4499 0.5552 0.0483 Uiso 1.0 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.0153(4) 0.0357(5) 0.0208(4) -0.0009(3) 0.0025(3) 0.0046(3) O2 0.0313(5) 0.0261(5) 0.0346(5) 0.0027(4) 0.0089(4) -0.0093(4) O3 0.0262(4) 0.0344(5) 0.0262(4) -0.0014(4) 0.0053(3) 0.0102(4) O4 0.0366(5) 0.0275(5) 0.0330(5) 0.0028(4) 0.0223(4) 0.0026(4) N1 0.0165(4) 0.0272(5) 0.0222(5) -0.0027(4) 0.0058(4) 0.0059(4) C1 0.0173(5) 0.0189(5) 0.0188(5) 0.0003(4) 0.0057(4) 0.0013(4) C2 0.0189(5) 0.0240(5) 0.0191(5) -0.0031(4) 0.0039(4) -0.0005(4) C3 0.0185(5) 0.0224(5) 0.0219(5) 0.0053(4) 0.0060(4) 0.0019(4) C4 0.0175(5) 0.0242(6) 0.0232(5) 0.0018(4) 0.0078(4) -0.0010(4) C5 0.0171(5) 0.0258(6) 0.0245(5) -0.0004(4) 0.0060(4) 0.0001(4) C6 0.0178(5) 0.0297(6) 0.0236(5) -0.0040(4) 0.0078(4) 0.0023(5) C7 0.0252(5) 0.0218(6) 0.0282(6) -0.0050(4) 0.0100(5) -0.0028(5) C8 0.0251(6) 0.0328(7) 0.0496(8) 0.0076(5) 0.0119(6) 0.0113(6) C9 0.0149(5) 0.0269(6) 0.0249(5) 0.0014(4) 0.0005(4) -0.0023(4) C10 0.0249(6) 0.0424(8) 0.0272(6) 0.0015(5) 0.0005(5) -0.0084(5) C11 0.0440(7) 0.0244(6) 0.0425(7) -0.0066(5) 0.0246(6) 0.0014(5) C12 0.0191(6) 0.0440(8) 0.0462(7) 0.0019(5) 0.0126(5) 0.0069(6) C13 0.0207(6) 0.0465(8) 0.0396(7) -0.0032(5) 0.0102(5) -0.0013(6) C14 0.0294(7) 0.0285(7) 0.0566(9) 0.0046(5) 0.0062(6) -0.0031(6) #============================================================================== _computing_data_collection 'CrystalClear-SM Auto 2.0 r4 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Auto 2.0 r4' _computing_data_reduction 'CrystalClear-SM Auto 2.0 r4' _computing_structure_solution 'Il Milione (Burla, et al., 2007)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O1 C2 1.3496(15) yes . . O1 C9 1.4803(12) yes . . O2 C3 1.2006(14) yes . . O3 C2 1.2138(15) yes . . O4 C3 1.3334(15) yes . . O4 C11 1.4567(15) yes . . N1 C1 1.4611(14) yes . . N1 C2 1.3576(13) yes . . N1 C6 1.4645(16) yes . . C1 C3 1.5366(17) yes . . C1 C4 1.5277(15) yes . . C1 C7 1.5305(15) yes . . C4 C5 1.5076(17) yes . . C4 C8 1.3202(17) yes . . C5 C6 1.5321(14) yes . . C5 C12 1.5210(18) yes . . C7 C11 1.521(3) yes . . C9 C10 1.5153(18) yes . . C9 C13 1.515(2) yes . . C9 C14 1.5164(18) yes . . C5 H5 1.000 no . . C6 H6A 0.990 no . . C6 H6B 0.990 no . . C7 H7A 0.990 no . . C7 H7B 0.990 no . . C8 H8A 0.950 no . . C8 H8B 0.950 no . . C10 H10A 0.980 no . . C10 H10B 0.980 no . . C10 H10C 0.980 no . . C11 H11A 0.990 no . . C11 H11B 0.990 no . . C12 H12A 0.980 no . . C12 H12B 0.980 no . . C12 H12C 0.980 no . . C13 H13A 0.980 no . . C13 H13B 0.980 no . . C13 H13C 0.980 no . . C14 H14A 0.980 no . . C14 H14B 0.980 no . . C14 H14C 0.980 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C2 O1 C9 120.80(9) yes . . . C3 O4 C11 111.77(11) yes . . . C1 N1 C2 125.51(10) yes . . . C1 N1 C6 113.60(8) yes . . . C2 N1 C6 120.60(10) yes . . . N1 C1 C3 111.43(9) yes . . . N1 C1 C4 102.31(9) yes . . . N1 C1 C7 116.81(8) yes . . . C3 C1 C4 107.58(8) yes . . . C3 C1 C7 103.70(10) yes . . . C4 C1 C7 114.92(9) yes . . . O1 C2 O3 125.98(9) yes . . . O1 C2 N1 110.48(10) yes . . . O3 C2 N1 123.54(11) yes . . . O2 C3 O4 122.69(12) yes . . . O2 C3 C1 126.90(12) yes . . . O4 C3 C1 110.35(9) yes . . . C1 C4 C5 107.67(9) yes . . . C1 C4 C8 124.52(11) yes . . . C5 C4 C8 127.80(11) yes . . . C4 C5 C6 103.02(8) yes . . . C4 C5 C12 115.11(10) yes . . . C6 C5 C12 113.84(11) yes . . . N1 C6 C5 103.81(10) yes . . . C1 C7 C11 104.58(9) yes . . . O1 C9 C10 109.88(10) yes . . . O1 C9 C13 102.37(9) yes . . . O1 C9 C14 110.38(9) yes . . . C10 C9 C13 110.86(10) yes . . . C10 C9 C14 112.31(11) yes . . . C13 C9 C14 110.61(12) yes . . . O4 C11 C7 107.17(11) yes . . . C4 C5 H5 108.183 no . . . C6 C5 H5 108.176 no . . . C12 C5 H5 108.175 no . . . N1 C6 H6A 110.998 no . . . N1 C6 H6B 110.990 no . . . C5 C6 H6A 110.997 no . . . C5 C6 H6B 110.994 no . . . H6A C6 H6B 108.995 no . . . C1 C7 H7A 110.830 no . . . C1 C7 H7B 110.831 no . . . C11 C7 H7A 110.841 no . . . C11 C7 H7B 110.837 no . . . H7A C7 H7B 108.885 no . . . C4 C8 H8A 120.006 no . . . C4 C8 H8B 120.003 no . . . H8A C8 H8B 119.991 no . . . C9 C10 H10A 109.468 no . . . C9 C10 H10B 109.472 no . . . C9 C10 H10C 109.475 no . . . H10A C10 H10B 109.474 no . . . H10A C10 H10C 109.461 no . . . H10B C10 H10C 109.477 no . . . O4 C11 H11A 110.282 no . . . O4 C11 H11B 110.281 no . . . C7 C11 H11A 110.283 no . . . C7 C11 H11B 110.286 no . . . H11A C11 H11B 108.541 no . . . C5 C12 H12A 109.475 no . . . C5 C12 H12B 109.463 no . . . C5 C12 H12C 109.467 no . . . H12A C12 H12B 109.477 no . . . H12A C12 H12C 109.476 no . . . H12B C12 H12C 109.468 no . . . C9 C13 H13A 109.473 no . . . C9 C13 H13B 109.466 no . . . C9 C13 H13C 109.465 no . . . H13A C13 H13B 109.473 no . . . H13A C13 H13C 109.478 no . . . H13B C13 H13C 109.472 no . . . C9 C14 H14A 109.467 no . . . C9 C14 H14B 109.481 no . . . C9 C14 H14C 109.470 no . . . H14A C14 H14B 109.473 no . . . H14A C14 H14C 109.458 no . . . H14B C14 H14C 109.478 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C2 O1 C9 C10 -56.01(12) no . . . . C2 O1 C9 C13 -173.85(9) no . . . . C2 O1 C9 C14 68.39(12) no . . . . C9 O1 C2 O3 -16.66(16) no . . . . C9 O1 C2 N1 163.90(8) no . . . . C3 O4 C11 C7 4.45(11) no . . . . C11 O4 C3 O2 -176.63(9) no . . . . C11 O4 C3 C1 5.87(11) no . . . . C1 N1 C2 O1 -5.00(14) no . . . . C1 N1 C2 O3 175.55(9) no . . . . C2 N1 C1 C3 62.43(12) no . . . . C2 N1 C1 C4 177.12(9) no . . . . C2 N1 C1 C7 -56.48(14) no . . . . C1 N1 C6 C5 15.72(11) no . . . . C6 N1 C1 C3 -111.48(10) no . . . . C6 N1 C1 C4 3.22(11) no . . . . C6 N1 C1 C7 129.62(9) no . . . . C2 N1 C6 C5 -158.51(9) no . . . . C6 N1 C2 O1 168.50(9) no . . . . C6 N1 C2 O3 -10.95(16) no . . . . N1 C1 C3 O2 42.62(12) no . . . . N1 C1 C3 O4 -140.01(8) no . . . . N1 C1 C4 C5 -21.60(10) no . . . . N1 C1 C4 C8 156.86(10) no . . . . N1 C1 C7 C11 138.22(9) no . . . . C3 C1 C4 C5 95.88(10) no . . . . C3 C1 C4 C8 -85.66(12) no . . . . C4 C1 C3 O2 -68.77(12) no . . . . C4 C1 C3 O4 108.61(9) no . . . . C3 C1 C7 C11 15.22(9) no . . . . C7 C1 C3 O2 169.08(9) no . . . . C7 C1 C3 O4 -13.54(9) no . . . . C4 C1 C7 C11 -101.91(10) no . . . . C7 C1 C4 C5 -149.22(9) no . . . . C7 C1 C4 C8 29.25(15) no . . . . C1 C4 C5 C6 31.12(11) no . . . . C1 C4 C5 C12 155.64(8) no . . . . C8 C4 C5 C6 -147.27(13) no . . . . C8 C4 C5 C12 -22.76(17) no . . . . C4 C5 C6 N1 -27.84(11) no . . . . C12 C5 C6 N1 -153.18(9) no . . . . C1 C7 C11 O4 -12.59(11) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O1 O2 3.3001(12) no . . O1 O4 3.3365(12) no . . O1 C1 2.6816(13) no . . O1 C3 2.8310(13) no . . O1 C6 3.5976(16) no . . O1 C7 2.9160(14) no . . O1 C11 3.4694(16) no . . O2 N1 2.9396(15) no . . O2 C2 3.4514(16) no . . O2 C4 3.0696(16) no . . O2 C5 3.3943(17) no . . O2 C7 3.5777(15) no . . O2 C11 3.4556(16) no . . O3 C6 2.7932(13) no . . O3 C9 2.8538(16) no . . O3 C10 3.0490(16) no . . O3 C14 3.0275(18) no . . O4 N1 3.5270(15) no . . O4 C4 3.3024(17) no . . N1 C8 3.5737(16) no . . C2 C3 3.1154(17) no . . C2 C7 3.1722(17) no . . C2 C10 2.9572(15) no . . C2 C14 3.0721(18) no . . C3 C5 3.2619(18) no . . C3 C6 3.4726(19) no . . C3 C8 3.2549(19) no . . C4 C11 3.386(2) no . . C7 C8 3.0009(17) no . . C8 C11 3.540(3) no . . C8 C12 3.018(3) no . . O2 C11 3.3139(16) no . 1_545 O3 C6 3.4177(16) no . 3_666 O3 C7 3.5419(15) no . 1_545 O3 C12 3.4721(18) no . 3_666 O4 C11 3.3061(19) no . 2_645 C6 O3 3.4177(16) no . 3_666 C7 O3 3.5419(15) no . 1_565 C11 O2 3.3139(16) no . 1_565 C11 O4 3.3061(19) no . 2_655 C12 O3 3.4721(18) no . 3_666 O1 H7B 2.4385 no . . O1 H10A 3.2924 no . . O1 H10B 2.7066 no . . O1 H10C 2.5905 no . . O1 H11B 3.4823 no . . O1 H13A 3.2057 no . . O1 H13B 2.4910 no . . O1 H13C 2.5166 no . . O1 H14A 2.6442 no . . O1 H14B 2.6703 no . . O1 H14C 3.3023 no . . O2 H5 2.9280 no . . O3 H6A 3.0047 no . . O3 H6B 2.6355 no . . O3 H10B 2.4820 no . . O3 H10C 3.4221 no . . O3 H14A 3.4674 no . . O3 H14B 2.4191 no . . O4 H7A 3.1340 no . . O4 H7B 2.9739 no . . O4 H8B 3.3616 no . . N1 H5 2.7522 no . . N1 H7A 3.0870 no . . N1 H7B 2.5942 no . . C1 H5 2.8126 no . . C1 H6A 3.0014 no . . C1 H6B 3.1903 no . . C1 H8A 3.3782 no . . C1 H8B 2.6966 no . . C1 H11A 2.9901 no . . C1 H11B 3.1590 no . . C2 H6A 2.8683 no . . C2 H6B 2.6167 no . . C2 H7B 2.8112 no . . C2 H10B 2.7502 no . . C2 H10C 3.1002 no . . C2 H14A 3.3450 no . . C2 H14B 2.8213 no . . C3 H5 3.1441 no . . C3 H7A 3.1741 no . . C3 H7B 2.9685 no . . C3 H8B 3.2949 no . . C3 H11A 2.9417 no . . C3 H11B 2.9939 no . . C4 H6A 2.8352 no . . C4 H6B 3.2016 no . . C4 H7A 2.5910 no . . C4 H7B 3.3288 no . . C4 H11A 3.5758 no . . C4 H12A 2.8021 no . . C4 H12B 2.7287 no . . C4 H12C 3.3788 no . . C5 H8A 2.7441 no . . C5 H8B 3.3838 no . . C6 H12A 3.3892 no . . C6 H12B 2.7867 no . . C6 H12C 2.7307 no . . C7 H8B 2.7106 no . . C7 H13B 3.5215 no . . C8 H5 3.0313 no . . C8 H7A 2.6613 no . . C8 H11A 3.3531 no . . C8 H12A 2.9200 no . . C8 H12B 3.0113 no . . C9 H7B 3.3181 no . . C10 H7B 3.4316 no . . C10 H13A 2.6968 no . . C10 H13B 2.6779 no . . C10 H13C 3.3385 no . . C10 H14A 3.3552 no . . C10 H14B 2.7240 no . . C10 H14C 2.7066 no . . C11 H8B 2.9866 no . . C11 H13B 3.3378 no . . C12 H6A 2.6292 no . . C12 H6B 2.9894 no . . C12 H8A 2.7363 no . . C13 H7B 3.5131 no . . C13 H10A 2.6846 no . . C13 H10B 3.3386 no . . C13 H10C 2.6900 no . . C13 H11B 3.4503 no . . C13 H14A 2.6428 no . . C13 H14B 3.3346 no . . C13 H14C 2.7259 no . . C14 H10A 2.7491 no . . C14 H10B 2.6819 no . . C14 H10C 3.3542 no . . C14 H13A 2.7132 no . . C14 H13B 3.3358 no . . C14 H13C 2.6543 no . . H5 H6A 2.8585 no . . H5 H6B 2.2615 no . . H5 H8A 3.2064 no . . H5 H12A 2.3308 no . . H5 H12B 2.8585 no . . H5 H12C 2.3783 no . . H6A H12A 3.5672 no . . H6A H12B 2.5296 no . . H6A H12C 2.7557 no . . H6B H12B 3.3888 no . . H6B H12C 2.8550 no . . H7A H8A 3.5074 no . . H7A H8B 2.2778 no . . H7A H11A 2.2245 no . . H7A H11B 2.6751 no . . H7B H10C 2.7772 no . . H7B H11A 2.7931 no . . H7B H11B 2.2261 no . . H7B H13B 2.8877 no . . H8A H12A 2.3954 no . . H8A H12B 2.7128 no . . H8B H11A 2.5972 no . . H10A H13A 2.5165 no . . H10A H13B 2.9578 no . . H10A H13C 3.5807 no . . H10A H14B 3.0706 no . . H10A H14C 2.5752 no . . H10B H13A 3.5838 no . . H10B H13B 3.5724 no . . H10B H14A 3.5819 no . . H10B H14B 2.5217 no . . H10B H14C 2.9432 no . . H10C H13A 2.9940 no . . H10C H13B 2.5020 no . . H10C H13C 3.5754 no . . H10C H14B 3.5901 no . . H11B H13B 2.6526 no . . H11B H13C 3.4759 no . . H13A H14A 2.9537 no . . H13A H14C 2.5821 no . . H13B H14A 3.5301 no . . H13C H14A 2.4291 no . . H13C H14B 3.5311 no . . H13C H14C 2.9901 no . . O1 H7A 3.4414 no . 1_545 O2 H7A 3.2294 no . 1_545 O2 H8B 2.9592 no . 1_545 O2 H10A 2.6318 no . 4_464 O2 H11A 2.3953 no . 1_545 O2 H11B 2.9945 no . 2_645 O2 H13B 3.4648 no . 2_645 O3 H6A 3.3348 no . 3_666 O3 H6B 2.8325 no . 3_666 O3 H7A 2.9049 no . 1_545 O3 H7B 3.2694 no . 1_545 O3 H12B 2.9348 no . 3_676 O3 H12C 2.5966 no . 3_666 O4 H11A 3.0796 no . 2_645 O4 H11B 2.6716 no . 2_645 O4 H13C 2.6700 no . 2_655 O4 H14A 3.3112 no . 2_655 N1 H6A 3.2364 no . 3_676 N1 H7A 3.2537 no . 1_545 N1 H12B 3.2670 no . 3_676 C1 H6A 3.5229 no . 3_676 C2 H7A 2.9106 no . 1_545 C2 H7B 3.5915 no . 1_545 C2 H12B 2.9988 no . 3_676 C3 H10A 3.2616 no . 4_464 C3 H11A 3.3797 no . 1_545 C3 H11B 3.1794 no . 2_645 C4 H6A 3.4236 no . 3_676 C4 H10A 3.3798 no . 4_464 C4 H10B 3.5452 no . 4_464 C5 H10A 3.3281 no . 4_464 C5 H10B 3.2128 no . 4_464 C6 H6A 3.1006 no . 3_676 C6 H6B 3.0084 no . 3_666 C6 H7A 3.4457 no . 1_545 C7 H6A 3.5090 no . 3_676 C7 H14A 3.2487 no . 1_565 C7 H14B 3.3746 no . 1_565 C8 H5 3.2253 no . 1_565 C8 H6B 3.4778 no . 1_565 C8 H10C 3.4756 no . 4_474 C8 H14B 3.4640 no . 4_464 C8 H14C 3.3809 no . 4_464 C10 H5 2.9353 no . 4_565 C10 H8B 3.5214 no . 4_575 C10 H12B 3.1883 no . 3_676 C11 H13C 3.0141 no . 2_655 C11 H14A 3.1341 no . 1_565 C12 H8A 3.1267 no . 2_545 C12 H10B 3.3332 no . 3_676 C12 H10B 3.3813 no . 4_464 C12 H10C 3.2592 no . 3_676 C12 H12A 3.5311 no . 2_545 C13 H11A 3.3440 no . 2_645 C13 H13A 3.1619 no . 3_776 C13 H14C 3.3843 no . 3_766 C14 H7B 3.1219 no . 1_545 C14 H10C 3.2567 no . 1_545 C14 H11B 3.3082 no . 1_545 C14 H13A 3.3775 no . 3_766 C14 H13B 3.3431 no . 1_545 H5 C8 3.2253 no . 1_545 H5 C10 2.9353 no . 4_464 H5 H8A 3.1533 no . 1_545 H5 H8B 2.7904 no . 1_545 H5 H10A 2.5341 no . 4_464 H5 H10B 2.5657 no . 4_464 H5 H10C 3.2975 no . 4_464 H5 H12A 3.4912 no . 2_545 H6A O3 3.3348 no . 3_666 H6A N1 3.2364 no . 3_676 H6A C1 3.5229 no . 3_676 H6A C4 3.4236 no . 3_676 H6A C6 3.1006 no . 3_676 H6A C7 3.5090 no . 3_676 H6A H6A 2.3870 no . 3_676 H6A H6B 2.8460 no . 3_666 H6A H7A 3.0814 no . 3_676 H6A H7B 3.4697 no . 3_676 H6A H12B 3.1968 no . 3_676 H6B O3 2.8325 no . 3_666 H6B C6 3.0084 no . 3_666 H6B C8 3.4778 no . 1_545 H6B H6A 2.8460 no . 3_666 H6B H6B 2.3489 no . 3_666 H6B H7A 2.8132 no . 1_545 H6B H8B 3.2743 no . 1_545 H7A O1 3.4414 no . 1_565 H7A O2 3.2294 no . 1_565 H7A O3 2.9049 no . 1_565 H7A N1 3.2537 no . 1_565 H7A C2 2.9106 no . 1_565 H7A C6 3.4457 no . 1_565 H7A H6A 3.0814 no . 3_676 H7A H6B 2.8132 no . 1_565 H7A H14A 3.4672 no . 1_565 H7A H14B 3.3948 no . 1_565 H7B O3 3.2694 no . 1_565 H7B C2 3.5915 no . 1_565 H7B C14 3.1219 no . 1_565 H7B H6A 3.4697 no . 3_676 H7B H12B 3.2649 no . 3_676 H7B H12C 3.3579 no . 3_676 H7B H14A 2.7302 no . 1_565 H7B H14B 2.6319 no . 1_565 H8A C12 3.1267 no . 2_555 H8A H5 3.1533 no . 1_565 H8A H10B 3.3939 no . 4_464 H8A H10C 3.0972 no . 4_474 H8A H12A 2.7057 no . 2_555 H8A H12C 2.6985 no . 2_555 H8A H14B 3.0968 no . 4_464 H8A H14C 3.4602 no . 4_464 H8B O2 2.9592 no . 1_565 H8B C10 3.5214 no . 4_474 H8B H5 2.7904 no . 1_565 H8B H6B 3.2743 no . 1_565 H8B H10A 3.0420 no . 4_474 H8B H10C 3.2004 no . 4_474 H8B H14C 3.3691 no . 4_464 H10A O2 2.6318 no . 4_565 H10A C3 3.2616 no . 4_565 H10A C4 3.3798 no . 4_565 H10A C5 3.3281 no . 4_565 H10A H5 2.5341 no . 4_565 H10A H8B 3.0420 no . 4_575 H10B C4 3.5452 no . 4_565 H10B C5 3.2128 no . 4_565 H10B C12 3.3332 no . 3_676 H10B C12 3.3813 no . 4_565 H10B H5 2.5657 no . 4_565 H10B H8A 3.3939 no . 4_565 H10B H12A 3.2421 no . 3_676 H10B H12A 2.7631 no . 4_565 H10B H12B 2.6966 no . 3_676 H10B H12C 3.5890 no . 3_676 H10C C8 3.4756 no . 4_575 H10C C12 3.2592 no . 3_676 H10C C14 3.2567 no . 1_565 H10C H5 3.2975 no . 4_565 H10C H8A 3.0972 no . 4_575 H10C H8B 3.2004 no . 4_575 H10C H12A 3.3915 no . 3_676 H10C H12B 2.8157 no . 3_676 H10C H12C 3.0534 no . 3_676 H10C H14A 3.3287 no . 1_565 H10C H14B 2.6836 no . 1_565 H10C H14C 3.2529 no . 1_565 H11A O2 2.3953 no . 1_565 H11A O4 3.0796 no . 2_655 H11A C3 3.3797 no . 1_565 H11A C13 3.3440 no . 2_655 H11A H11B 3.4173 no . 2_655 H11A H13B 3.3619 no . 2_655 H11A H13C 2.5199 no . 2_655 H11A H14A 3.4841 no . 1_565 H11B O2 2.9945 no . 2_655 H11B O4 2.6716 no . 2_655 H11B C3 3.1794 no . 2_655 H11B C14 3.3082 no . 1_565 H11B H11A 3.4173 no . 2_645 H11B H13C 3.4531 no . 2_655 H11B H14A 2.4014 no . 1_565 H11B H14B 3.4861 no . 1_565 H12A C12 3.5311 no . 2_555 H12A H5 3.4912 no . 2_555 H12A H8A 2.7057 no . 2_545 H12A H10B 3.2421 no . 3_676 H12A H10B 2.7631 no . 4_464 H12A H10C 3.3915 no . 3_676 H12A H12A 3.3059 no . 2_545 H12A H12A 3.3059 no . 2_555 H12A H12C 2.9849 no . 2_555 H12B O3 2.9348 no . 3_676 H12B N1 3.2670 no . 3_676 H12B C2 2.9988 no . 3_676 H12B C10 3.1883 no . 3_676 H12B H6A 3.1968 no . 3_676 H12B H7B 3.2649 no . 3_676 H12B H10B 2.6966 no . 3_676 H12B H10C 2.8157 no . 3_676 H12C O3 2.5966 no . 3_666 H12C H7B 3.3579 no . 3_676 H12C H8A 2.6985 no . 2_545 H12C H10B 3.5890 no . 3_676 H12C H10C 3.0534 no . 3_676 H12C H12A 2.9849 no . 2_545 H12C H14B 2.8663 no . 3_666 H13A C13 3.1619 no . 3_776 H13A C14 3.3775 no . 3_766 H13A H13A 2.6790 no . 3_776 H13A H13B 2.7606 no . 3_776 H13A H14A 3.1470 no . 3_766 H13A H14C 2.7240 no . 3_766 H13B O2 3.4648 no . 2_655 H13B C14 3.3431 no . 1_565 H13B H11A 3.3619 no . 2_645 H13B H13A 2.7606 no . 3_776 H13B H14A 2.7412 no . 1_565 H13B H14B 3.4108 no . 1_565 H13B H14C 3.3681 no . 1_565 H13C O4 2.6700 no . 2_645 H13C C11 3.0141 no . 2_645 H13C H11A 2.5199 no . 2_645 H13C H11B 3.4531 no . 2_645 H13C H14C 3.1644 no . 3_766 H14A O4 3.3112 no . 2_645 H14A C7 3.2487 no . 1_545 H14A C11 3.1341 no . 1_545 H14A H7A 3.4672 no . 1_545 H14A H7B 2.7302 no . 1_545 H14A H10C 3.3287 no . 1_545 H14A H11A 3.4841 no . 1_545 H14A H11B 2.4014 no . 1_545 H14A H13A 3.1470 no . 3_766 H14A H13B 2.7412 no . 1_545 H14B C7 3.3746 no . 1_545 H14B C8 3.4640 no . 4_565 H14B H7A 3.3948 no . 1_545 H14B H7B 2.6319 no . 1_545 H14B H8A 3.0968 no . 4_565 H14B H10C 2.6836 no . 1_545 H14B H11B 3.4861 no . 1_545 H14B H12C 2.8663 no . 3_666 H14B H13B 3.4108 no . 1_545 H14C C8 3.3809 no . 4_565 H14C C13 3.3843 no . 3_766 H14C H8A 3.4602 no . 4_565 H14C H8B 3.3691 no . 4_565 H14C H10C 3.2529 no . 1_545 H14C H13A 2.7240 no . 3_766 H14C H13B 3.3681 no . 1_545 H14C H13C 3.1644 no . 3_766 H14C H14C 3.5415 no . 3_766 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 945901'