 
data_ms_a-ch2n3 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C25 H29 N5 O6' 
_chemical_formula_weight          495.53 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0181   0.0091 
 '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'   0.0311   0.0180 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0492   0.0322 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            triclinic 
_symmetry_space_group_name_H-M    P-1 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    10.0459(9) 
_cell_length_b                    10.3718(9) 
_cell_length_c                    12.8237(11) 
_cell_angle_alpha                 96.672(6) 
_cell_angle_beta                  91.767(7) 
_cell_angle_gamma                 101.295(6) 
_cell_volume                      1299.4(2) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     113(2) 
_cell_measurement_reflns_used     3894 
_cell_measurement_theta_min       6.77 
_cell_measurement_theta_max       71.98 
 
_exptl_crystal_description        plate 
_exptl_crystal_colour             orange 
_exptl_crystal_size_max           0.15 
_exptl_crystal_size_mid           0.10 
_exptl_crystal_size_min           0.05 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.266 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              524 
_exptl_absorpt_coefficient_mu     0.763 
_exptl_absorpt_correction_type    multi-scan  
_exptl_absorpt_correction_T_min   0.8942 
_exptl_absorpt_correction_T_max   0.9629 
_exptl_absorpt_process_details    'CrystalClear (Rigaku/MSC Inc., 2005)' 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       113(2) 
_diffrn_radiation_wavelength      1.54178 
_diffrn_radiation_type            CuK\a 
_diffrn_radiation_source          'micro-focus rotating anode' 
_diffrn_radiation_monochromator   'confocal' 
_diffrn_measurement_device_type   'Rigaku RAXIS Rapid' 
_diffrn_measurement_method        ω-scans 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             18437 
_diffrn_reflns_av_R_equivalents   0.0560 
_diffrn_reflns_av_sigmaI/netI     0.0350 
_diffrn_reflns_limit_h_min        -12 
_diffrn_reflns_limit_h_max        12 
_diffrn_reflns_limit_k_min        -12 
_diffrn_reflns_limit_k_max        12 
_diffrn_reflns_limit_l_min        -15 
_diffrn_reflns_limit_l_max        15 
_diffrn_reflns_theta_min          6.77 
_diffrn_reflns_theta_max          71.98 
_reflns_number_total              4631 
_reflns_number_gt                 3894 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'CrystalClear (Rigaku/MSC Inc., 2005)'  
_computing_cell_refinement        'CrystalClear (Rigaku/MSC Inc., 2005)'  
_computing_data_reduction         'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_structure_solution     'SHELXS (Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL (Sheldrick, 2008)'  
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0854P)²+0.4168P] where P=(Fo²+2Fc²)/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          4631 
_refine_ls_number_parameters      331 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0721 
_refine_ls_R_factor_gt            0.0673 
_refine_ls_wR_factor_ref          0.1569 
_refine_ls_wR_factor_gt           0.1535 
_refine_ls_goodness_of_fit_ref    1.055 
_refine_ls_restrained_S_all       1.055 
_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 
N1 N 0.25396(14) 0.51410(13) 0.59020(11) 0.0317(3) Uani 1 1 d . . . 
C2 C 0.32507(16) 0.42613(15) 0.54124(13) 0.0300(4) Uani 1 1 d . . . 
C3 C 0.40573(16) 0.36685(15) 0.60534(13) 0.0311(4) Uani 1 1 d . . . 
C4 C 0.48253(16) 0.27784(15) 0.55911(13) 0.0299(4) Uani 1 1 d . . . 
N5 N 0.56399(14) 0.22580(13) 0.62429(11) 0.0323(3) Uani 1 1 d . . . 
C6 C 0.63677(16) 0.14575(15) 0.57846(13) 0.0322(4) Uani 1 1 d . . . 
C7 C 0.63666(17) 0.10555(15) 0.46937(14) 0.0333(4) Uani 1 1 d . . . 
H7 H 0.6917 0.0459 0.4426 0.040 Uiso 1 1 calc R . . 
C8 C 0.55520(17) 0.15471(15) 0.40340(13) 0.0325(4) Uani 1 1 d . . . 
C9 C 0.47502(16) 0.24651(15) 0.44716(13) 0.0307(4) Uani 1 1 d . . . 
C10 C 0.39535(17) 0.30451(15) 0.38425(13) 0.0322(4) Uani 1 1 d . . . 
H10 H 0.3912 0.2827 0.3100 0.039 Uiso 1 1 calc R . . 
C11 C 0.32114(16) 0.39492(15) 0.42951(13) 0.0306(4) Uani 1 1 d . . . 
C12 C 0.23948(17) 0.46019(16) 0.36811(13) 0.0330(4) Uani 1 1 d . . . 
C13 C 0.16930(17) 0.54750(16) 0.41806(13) 0.0336(4) Uani 1 1 d . . . 
H13 H 0.1138 0.5914 0.3792 0.040 Uiso 1 1 calc R . . 
C14 C 0.18161(16) 0.57076(15) 0.52935(13) 0.0316(4) Uani 1 1 d . . . 
C15 C 0.72971(17) 0.08992(16) 0.64768(14) 0.0356(4) Uani 1 1 d . . . 
O16 O 0.79545(14) 0.01109(13) 0.61368(11) 0.0480(4) Uani 1 1 d . . . 
O17 O 0.73128(13) 0.13704(12) 0.74892(10) 0.0433(3) Uani 1 1 d . . . 
C18 C 0.8167(2) 0.0828(2) 0.81719(16) 0.0547(5) Uani 1 1 d . . . 
H18A H 0.7813 -0.0124 0.8158 0.082 Uiso 1 1 calc R . . 
H18B H 0.8175 0.1269 0.8891 0.082 Uiso 1 1 calc R . . 
H18C H 0.9095 0.0972 0.7930 0.082 Uiso 1 1 calc R . . 
O19 O 0.54081(12) 0.12551(11) 0.29840(9) 0.0380(3) Uani 1 1 d . . . 
C20 C 0.62772(19) 0.04421(17) 0.24776(14) 0.0385(4) Uani 1 1 d . . . 
H20A H 0.6037 -0.0471 0.2665 0.046 Uiso 1 1 calc R . . 
H20B H 0.7240 0.0811 0.2707 0.046 Uiso 1 1 calc R . . 
C21 C 0.6069(2) 0.04343(18) 0.13054(14) 0.0441(5) Uani 1 1 d . . . 
H21 H 0.5094 0.0044 0.1093 0.053 Uiso 1 1 calc R . . 
C22 C 0.6404(2) 0.1835(2) 0.09938(16) 0.0557(6) Uani 1 1 d . . . 
H22A H 0.5812 0.2373 0.1348 0.084 Uiso 1 1 calc R . . 
H22B H 0.6260 0.1796 0.0231 0.084 Uiso 1 1 calc R . . 
H22C H 0.7356 0.2234 0.1203 0.084 Uiso 1 1 calc R . . 
C23 C 0.6952(3) -0.0453(2) 0.07567(16) 0.0627(7) Uani 1 1 d . . . 
H23A H 0.7911 -0.0088 0.0964 0.094 Uiso 1 1 calc R . . 
H23B H 0.6810 -0.0494 -0.0007 0.094 Uiso 1 1 calc R . . 
H23C H 0.6700 -0.1347 0.0961 0.094 Uiso 1 1 calc R . . 
O24 O 0.23963(13) 0.42821(12) 0.26363(9) 0.0397(3) Uani 1 1 d . . . 
C25 C 0.1617(2) 0.49349(19) 0.19740(15) 0.0460(5) Uani 1 1 d . . . 
H25A H 0.1972 0.5904 0.2081 0.055 Uiso 1 1 calc R . . 
H25B H 0.0652 0.4767 0.2153 0.055 Uiso 1 1 calc R . . 
C26 C 0.1737(2) 0.4390(2) 0.08432(16) 0.0547(5) Uani 1 1 d . . . 
H26 H 0.1207 0.4864 0.0398 0.066 Uiso 1 1 calc R . . 
C27 C 0.3188(3) 0.4674(3) 0.05153(18) 0.0739(7) Uani 1 1 d . . . 
H27A H 0.3561 0.5628 0.0660 0.111 Uiso 1 1 calc R . . 
H27B H 0.3208 0.4387 -0.0239 0.111 Uiso 1 1 calc R . . 
H27C H 0.3736 0.4193 0.0912 0.111 Uiso 1 1 calc R . . 
C28 C 0.1075(3) 0.2902(3) 0.06301(19) 0.0696(7) Uani 1 1 d . . . 
H28A H 0.1567 0.2400 0.1053 0.104 Uiso 1 1 calc R . . 
H28B H 0.1113 0.2590 -0.0117 0.104 Uiso 1 1 calc R . . 
H28C H 0.0125 0.2774 0.0819 0.104 Uiso 1 1 calc R . . 
C29 C 0.10988(17) 0.67062(16) 0.58743(14) 0.0346(4) Uani 1 1 d . . . 
O30 O 0.11008(13) 0.69417(12) 0.68109(10) 0.0426(3) Uani 1 1 d . . . 
O31 O 0.04764(12) 0.73073(11) 0.51903(10) 0.0407(3) Uani 1 1 d . . . 
C32 C -0.01947(19) 0.83351(18) 0.56397(17) 0.0465(5) Uani 1 1 d . . . 
H32A H -0.0752 0.8014 0.6206 0.070 Uiso 1 1 calc R . . 
H32B H -0.0776 0.8571 0.5094 0.070 Uiso 1 1 calc R . . 
H32C H 0.0489 0.9118 0.5923 0.070 Uiso 1 1 calc R . . 
C33 C 0.41020(18) 0.40001(18) 0.72267(13) 0.0376(4) Uani 1 1 d . . . 
H33A H 0.5004 0.3940 0.7528 0.045 Uiso 1 1 calc R . . 
H33B H 0.3979 0.4923 0.7403 0.045 Uiso 1 1 calc R . . 
N34 N 0.30232(18) 0.30851(17) 0.77023(12) 0.0509(4) Uani 1 1 d . . . 
N35 N 0.1863(2) 0.31741(19) 0.75164(15) 0.0612(5) Uani 1 1 d . . . 
N36 N 0.0736(2) 0.3132(3) 0.7409(3) 0.1187(12) Uani 1 1 d . . . 
 
 
_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 
N1 C14 1.312(2) . ? 
N1 C2 1.3735(19) . ? 
C2 C3 1.408(2) . ? 
C2 C11 1.429(2) . ? 
C3 C4 1.407(2) . ? 
C3 C33 1.501(2) . ? 
C4 N5 1.377(2) . ? 
C4 C9 1.431(2) . ? 
N5 C6 1.312(2) . ? 
C6 C7 1.412(2) . ? 
C6 C15 1.508(2) . ? 
C7 C8 1.366(2) . ? 
C8 O19 1.342(2) . ? 
C8 C9 1.440(2) . ? 
C9 C10 1.384(2) . ? 
C10 C11 1.395(2) . ? 
C11 C12 1.433(2) . ? 
C12 O24 1.342(2) . ? 
C12 C13 1.368(2) . ? 
C13 C14 1.417(2) . ? 
C14 C29 1.514(2) . ? 
C15 O16 1.2005(19) . ? 
C15 O17 1.331(2) . ? 
O17 C18 1.441(2) . ? 
O19 C20 1.4460(18) . ? 
C20 C21 1.510(3) . ? 
C21 C22 1.528(3) . ? 
C21 C23 1.529(2) . ? 
O24 C25 1.447(2) . ? 
C25 C26 1.511(3) . ? 
C26 C27 1.512(3) . ? 
C26 C28 1.545(3) . ? 
C29 O30 1.197(2) . ? 
C29 O31 1.340(2) . ? 
O31 C32 1.4442(19) . ? 
C33 N34 1.490(2) . ? 
N34 N35 1.206(2) . ? 
N35 N36 1.127(3) . ? 
 
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 
C14 N1 C2 116.87(14) . . ? 
N1 C2 C3 117.56(14) . . ? 
N1 C2 C11 122.68(15) . . ? 
C3 C2 C11 119.75(14) . . ? 
C4 C3 C2 119.86(15) . . ? 
C4 C3 C33 120.40(15) . . ? 
C2 C3 C33 119.74(14) . . ? 
N5 C4 C3 118.07(15) . . ? 
N5 C4 C9 122.64(14) . . ? 
C3 C4 C9 119.28(15) . . ? 
C6 N5 C4 116.49(14) . . ? 
N5 C6 C7 126.24(15) . . ? 
N5 C6 C15 117.70(15) . . ? 
C7 C6 C15 116.07(14) . . ? 
C8 C7 C6 118.20(14) . . ? 
O19 C8 C7 126.13(14) . . ? 
O19 C8 C9 114.79(15) . . ? 
C7 C8 C9 119.08(15) . . ? 
C10 C9 C4 120.79(14) . . ? 
C10 C9 C8 121.88(15) . . ? 
C4 C9 C8 117.32(15) . . ? 
C9 C10 C11 120.19(15) . . ? 
C10 C11 C2 120.10(15) . . ? 
C10 C11 C12 122.56(15) . . ? 
C2 C11 C12 117.34(14) . . ? 
O24 C12 C13 125.61(15) . . ? 
O24 C12 C11 115.13(14) . . ? 
C13 C12 C11 119.25(15) . . ? 
C12 C13 C14 118.25(15) . . ? 
N1 C14 C13 125.60(14) . . ? 
N1 C14 C29 114.50(15) . . ? 
C13 C14 C29 119.88(15) . . ? 
O16 C15 O17 124.00(16) . . ? 
O16 C15 C6 122.65(16) . . ? 
O17 C15 C6 113.35(13) . . ? 
C15 O17 C18 114.49(14) . . ? 
C8 O19 C20 117.96(13) . . ? 
O19 C20 C21 107.47(14) . . ? 
C20 C21 C22 111.48(16) . . ? 
C20 C21 C23 108.14(16) . . ? 
C22 C21 C23 111.48(16) . . ? 
C12 O24 C25 117.66(13) . . ? 
O24 C25 C26 108.05(15) . . ? 
C25 C26 C27 112.17(19) . . ? 
C25 C26 C28 111.21(18) . . ? 
C27 C26 C28 112.5(2) . . ? 
O30 C29 O31 124.63(15) . . ? 
O30 C29 C14 125.05(16) . . ? 
O31 C29 C14 110.31(14) . . ? 
C29 O31 C32 116.17(14) . . ? 
N34 C33 C3 111.37(15) . . ? 
N35 N34 C33 116.96(15) . . ? 
N36 N35 N34 171.7(2) . . ? 
 
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 
C14 N1 C2 C3 178.54(14) . . . . ? 
C14 N1 C2 C11 -0.6(2) . . . . ? 
N1 C2 C3 C4 -178.87(14) . . . . ? 
C11 C2 C3 C4 0.3(2) . . . . ? 
N1 C2 C3 C33 0.6(2) . . . . ? 
C11 C2 C3 C33 179.79(14) . . . . ? 
C2 C3 C4 N5 177.62(14) . . . . ? 
C33 C3 C4 N5 -1.8(2) . . . . ? 
C2 C3 C4 C9 -1.4(2) . . . . ? 
C33 C3 C4 C9 179.14(14) . . . . ? 
C3 C4 N5 C6 -178.36(14) . . . . ? 
C9 C4 N5 C6 0.6(2) . . . . ? 
C4 N5 C6 C7 -1.8(2) . . . . ? 
C4 N5 C6 C15 178.48(13) . . . . ? 
N5 C6 C7 C8 1.0(3) . . . . ? 
C15 C6 C7 C8 -179.28(14) . . . . ? 
C6 C7 C8 O19 -178.78(14) . . . . ? 
C6 C7 C8 C9 1.0(2) . . . . ? 
N5 C4 C9 C10 -177.78(14) . . . . ? 
C3 C4 C9 C10 1.2(2) . . . . ? 
N5 C4 C9 C8 1.1(2) . . . . ? 
C3 C4 C9 C8 -179.88(14) . . . . ? 
O19 C8 C9 C10 -3.2(2) . . . . ? 
C7 C8 C9 C10 176.97(15) . . . . ? 
O19 C8 C9 C4 177.88(13) . . . . ? 
C7 C8 C9 C4 -1.9(2) . . . . ? 
C4 C9 C10 C11 0.1(2) . . . . ? 
C8 C9 C10 C11 -178.76(14) . . . . ? 
C9 C10 C11 C2 -1.2(2) . . . . ? 
C9 C10 C11 C12 178.55(15) . . . . ? 
N1 C2 C11 C10 -179.86(14) . . . . ? 
C3 C2 C11 C10 1.0(2) . . . . ? 
N1 C2 C11 C12 0.4(2) . . . . ? 
C3 C2 C11 C12 -178.78(14) . . . . ? 
C10 C11 C12 O24 -0.1(2) . . . . ? 
C2 C11 C12 O24 179.65(13) . . . . ? 
C10 C11 C12 C13 179.88(15) . . . . ? 
C2 C11 C12 C13 -0.4(2) . . . . ? 
O24 C12 C13 C14 -179.42(14) . . . . ? 
C11 C12 C13 C14 0.6(2) . . . . ? 
C2 N1 C14 C13 0.9(2) . . . . ? 
C2 N1 C14 C29 -177.74(13) . . . . ? 
C12 C13 C14 N1 -0.9(3) . . . . ? 
C12 C13 C14 C29 177.66(14) . . . . ? 
N5 C6 C15 O16 176.40(15) . . . . ? 
C7 C6 C15 O16 -3.4(2) . . . . ? 
N5 C6 C15 O17 -3.8(2) . . . . ? 
C7 C6 C15 O17 176.42(13) . . . . ? 
O16 C15 O17 C18 -1.6(3) . . . . ? 
C6 C15 O17 C18 178.55(14) . . . . ? 
C7 C8 O19 C20 -6.1(2) . . . . ? 
C9 C8 O19 C20 174.13(13) . . . . ? 
C8 O19 C20 C21 -171.52(14) . . . . ? 
O19 C20 C21 C22 58.7(2) . . . . ? 
O19 C20 C21 C23 -178.43(16) . . . . ? 
C13 C12 O24 C25 1.5(3) . . . . ? 
C11 C12 O24 C25 -178.49(14) . . . . ? 
C12 O24 C25 C26 -178.31(15) . . . . ? 
O24 C25 C26 C27 -62.2(2) . . . . ? 
O24 C25 C26 C28 64.8(2) . . . . ? 
N1 C14 C29 O30 -3.9(2) . . . . ? 
C13 C14 C29 O30 177.36(16) . . . . ? 
N1 C14 C29 O31 175.14(13) . . . . ? 
C13 C14 C29 O31 -3.6(2) . . . . ? 
O30 C29 O31 C32 2.0(2) . . . . ? 
C14 C29 O31 C32 -177.05(14) . . . . ? 
C4 C3 C33 N34 -90.75(18) . . . . ? 
C2 C3 C33 N34 89.80(18) . . . . ? 
C3 C33 N34 N35 -68.4(2) . . . . ? 
C33 N34 N35 N36 177(2) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.906 
_diffrn_reflns_theta_full              71.98 
_diffrn_measured_fraction_theta_full   0.906 
_refine_diff_density_max    0.485 
_refine_diff_density_min   -0.366 
_refine_diff_density_rms    0.105 
