 
data_shelxl 
 
_audit_creation_method            SHELXL-97 
_publ_section_references
;
Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A.
(1993) J. Appl. Cryst. 26, 343-350.
Sheldrick, G.M. SHELXL93. Program for crystal structure refinement.
University of Gottingen, Germany, 1993.
;
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C18 H29 N O4' 
_chemical_formula_weight          323.42 
 
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' 
 
_symmetry_cell_setting                 monoclinic
_symmetry_space_group_name_H-M        'P 21     '
_symmetry_Int_Tables_number                4
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, y+1/2, -z' 
 
_cell_length_a                    9.5676(9) 
_cell_length_b                    8.9088(7) 
_cell_length_c                    11.0762(9) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  108.6770(10) 
_cell_angle_gamma                 90.00 
_cell_volume                      894.37(13) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     143(1) 
_exptl_crystal_size_max           0.34 
_exptl_crystal_size_mid           0.28
_exptl_crystal_size_min           0.25
_exptl_crystal_density_diffrn     1.201 

_exptl_crystal_F_000              352 
_exptl_absorpt_coefficient_mu     0.084 
_exptl_absorpt_correction_type    'multi-scan' 
_exptl_absorpt_correction_T_max   1.0000
_exptl_absorpt_correction_T_min   0.8510
_diffrn_ambient_temperature       143(1) 
_diffrn_radiation_wavelength      0.71069 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'rotating anode'
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device        'CCD Area Detector'
_diffrn_measurement_device_type   'Rigaku Mercury' 
_diffrn_measurement_method        'phi and omega rotations'
_diffrn_reflns_number             6644 
_diffrn_reflns_av_R_equivalents   0.0125 
_diffrn_reflns_av_sigmaI/netI     0.0164 
_diffrn_reflns_limit_h_min        -11 
_diffrn_reflns_limit_h_max        9 
_diffrn_reflns_limit_k_min        -10 
_diffrn_reflns_limit_k_max        9 
_diffrn_reflns_limit_l_min        -13 
_diffrn_reflns_limit_l_max        13 
_diffrn_reflns_theta_min          3.00 
_diffrn_reflns_theta_max          25.34 
_reflns_number_total              3040 
_reflns_number_gt                 2943 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'CrystalClear (Rigaku, 1999)' 
_computing_data_reduction         'CrystalClear (Rigaku, 1999)' 
_computing_structure_solution     'SIR97 (Altomare, 1999)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'  
 
_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)+(0.0497P)²+0.0629P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_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    -0.1(8) 
_refine_ls_number_reflns          3040 
_refine_ls_number_parameters      214 
_refine_ls_number_restraints      1 
_refine_ls_R_factor_all           0.0322 
_refine_ls_R_factor_gt            0.0310 
_refine_ls_wR_factor_ref          0.0785 
_refine_ls_wR_factor_gt           0.0773 
_refine_ls_goodness_of_fit_ref    1.078 
_refine_ls_restrained_S_all       1.078 
_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 
C1 C 0.06504(16) 0.25039(17) 0.27667(13) 0.0306(3) Uani 1 1 d . . . 
C2 C 0.12263(19) 0.15919(17) 0.39665(14) 0.0336(3) Uani 1 1 d . . . 
H2A H 0.1641 0.0665 0.3771 0.045 Uiso 1 1 calc R . . 
H2B H 0.0408 0.1330 0.4264 0.045 Uiso 1 1 calc R . . 
C3 C 0.24026(16) 0.24021(17) 0.50393(13) 0.0277(3) Uani 1 1 d . . . 
H3 H 0.3287 0.2514 0.4783 0.037 Uiso 1 1 calc R . . 
C4 C 0.18568(16) 0.39616(16) 0.52241(12) 0.0279(3) Uani 1 1 d . . . 
H4A H 0.2633 0.4482 0.5873 0.037 Uiso 1 1 calc R . . 
H4B H 0.1021 0.3863 0.5533 0.037 Uiso 1 1 calc R . . 
C5 C 0.13951(15) 0.49168(15) 0.40086(12) 0.0239(3) Uani 1 1 d . . . 
H5 H 0.0939 0.5829 0.4207 0.032 Uiso 1 1 calc R . . 
C6 C 0.27268(15) 0.54342(15) 0.35919(12) 0.0247(3) Uani 1 1 d . . . 
H6 H 0.3628 0.5299 0.4318 0.033 Uiso 1 1 calc R . . 
C7 C 0.25977(17) 0.70987(17) 0.32298(14) 0.0349(4) Uani 1 1 d . . . 
H7 H 0.3454 0.7393 0.2981 0.046 Uiso 1 1 calc R . . 
C8 C 0.11876(18) 0.73788(19) 0.21112(15) 0.0391(4) Uani 1 1 d . . . 
H8A H 0.1367 0.8175 0.1582 0.052 Uiso 1 1 calc R . . 
H8B H 0.0413 0.7711 0.2439 0.052 Uiso 1 1 calc R . . 
C9 C 0.06646(17) 0.59641(18) 0.12896(13) 0.0321(3) Uani 1 1 d . . . 
H9 H 0.0139 0.6313 0.0424 0.043 Uiso 1 1 calc R . . 
C10 C -0.04238(16) 0.49982(19) 0.17037(13) 0.0318(3) Uani 1 1 d . . . 
H10A H -0.0880 0.4297 0.1021 0.042 Uiso 1 1 calc R . . 
H10B H -0.1198 0.5650 0.1792 0.042 Uiso 1 1 calc R . . 
C11 C 0.01918(15) 0.40979(17) 0.29439(12) 0.0268(3) Uani 1 1 d . . . 
H11 H -0.0640 0.3990 0.3272 0.036 Uiso 1 1 calc R . . 
C12 C 0.19710(16) 0.50524(19) 0.12093(13) 0.0329(4) Uani 1 1 d . . . 
H12A H 0.1623 0.4167 0.0691 0.044 Uiso 1 1 calc R . . 
H12B H 0.2551 0.5647 0.0810 0.044 Uiso 1 1 calc R . . 
C13 C 0.28148(19) 0.14910(18) 0.62670(14) 0.0376(4) Uani 1 1 d . . . 
H13A H 0.3611 0.1977 0.6904 0.056 Uiso 1 1 calc R . . 
H13B H 0.3116 0.0502 0.6109 0.056 Uiso 1 1 calc R . . 
H13C H 0.1977 0.1419 0.6562 0.056 Uiso 1 1 calc R . . 
C14 C 0.40265(15) 0.36278(16) 0.26649(13) 0.0251(3) Uani 1 1 d . . . 
C15 C 0.49504(16) 0.17910(17) 0.14571(13) 0.0299(3) Uani 1 1 d . . . 
C16 C 0.45606(19) 0.1573(2) 0.00262(15) 0.0427(4) Uani 1 1 d . . . 
H16A H 0.3512 0.1456 -0.0344 0.064 Uiso 1 1 calc R . . 
H16B H 0.5047 0.0691 -0.0141 0.064 Uiso 1 1 calc R . . 
H16C H 0.4877 0.2432 -0.0340 0.064 Uiso 1 1 calc R . . 
C17 C 0.4424(2) 0.04731(19) 0.20576(17) 0.0433(4) Uani 1 1 d . . . 
H17A H 0.4693 0.0625 0.2961 0.065 Uiso 1 1 calc R . . 
H17B H 0.4876 -0.0432 0.1890 0.065 Uiso 1 1 calc R . . 
H17C H 0.3371 0.0389 0.1702 0.065 Uiso 1 1 calc R . . 
C18 C 0.65916(17) 0.2094(2) 0.20478(16) 0.0377(4) Uani 1 1 d . . . 
H18A H 0.6846 0.2990 0.1684 0.057 Uiso 1 1 calc R . . 
H18B H 0.7140 0.1262 0.1881 0.057 Uiso 1 1 calc R . . 
H18C H 0.6825 0.2222 0.2951 0.057 Uiso 1 1 calc R . . 
N1 N 0.29004(13) 0.45981(13) 0.25034(10) 0.0259(3) Uani 1 1 d . . . 
O1 O 0.04905(14) 0.19573(14) 0.17320(10) 0.0479(3) Uani 1 1 d . . . 
O3 O 0.40913(11) 0.31370(12) 0.15338(8) 0.0297(2) Uani 1 1 d . . . 
O4 O 0.48809(11) 0.32385(12) 0.37009(8) 0.0298(2) Uani 1 1 d . . . 
O2 O 0.25330(13) 0.80125(12) 0.42581(11) 0.0442(3) Uani 1 1 d . . . 
H2 H 0.3350 0.8047 0.4801 0.066 Uiso 1 1 calc R . . 
 
 
_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 
C1 O1 1.2090(17) . ? 
C1 C2 1.504(2) . ? 
C1 C11 1.517(2) . ? 
C2 C3 1.531(2) . ? 
C3 C4 1.521(2) . ? 
C3 C13 1.5231(19) . ? 
C4 C5 1.5333(18) . ? 
C5 C11 1.5423(19) . ? 
C5 C6 1.5574(19) . ? 
C6 N1 1.4711(17) . ? 
C6 C7 1.531(2) . ? 
C7 O2 1.4174(19) . ? 
C7 C8 1.532(2) . ? 
C8 C9 1.541(2) . ? 
C9 C12 1.517(2) . ? 
C9 C10 1.530(2) . ? 
C10 C11 1.536(2) . ? 
C12 N1 1.4808(17) . ? 
C14 O4 1.2266(17) . ? 
C14 O3 1.3470(16) . ? 
C14 N1 1.3478(19) . ? 
C15 O3 1.4715(18) . ? 
C15 C17 1.513(2) . ? 
C15 C18 1.519(2) . ? 
C15 C16 1.520(2) . ? 
 
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 
O1 C1 C2 121.30(15) . . ? 
O1 C1 C11 123.06(14) . . ? 
C2 C1 C11 115.51(12) . . ? 
C1 C2 C3 113.67(13) . . ? 
C4 C3 C13 111.62(11) . . ? 
C4 C3 C2 109.66(12) . . ? 
C13 C3 C2 110.95(13) . . ? 
C3 C4 C5 113.80(11) . . ? 
C4 C5 C11 110.09(11) . . ? 
C4 C5 C6 113.05(11) . . ? 
C11 C5 C6 113.24(10) . . ? 
N1 C6 C7 107.25(11) . . ? 
N1 C6 C5 114.25(11) . . ? 
C7 C6 C5 111.06(12) . . ? 
O2 C7 C6 111.49(12) . . ? 
O2 C7 C8 107.61(13) . . ? 
C6 C7 C8 110.24(12) . . ? 
C7 C8 C9 112.31(13) . . ? 
C12 C9 C10 111.66(13) . . ? 
C12 C9 C8 110.77(13) . . ? 
C10 C9 C8 113.98(13) . . ? 
C9 C10 C11 117.32(12) . . ? 
C1 C11 C10 114.64(11) . . ? 
C1 C11 C5 111.44(12) . . ? 
C10 C11 C5 114.54(13) . . ? 
N1 C12 C9 109.89(11) . . ? 
O4 C14 O3 124.26(13) . . ? 
O4 C14 N1 124.78(12) . . ? 
O3 C14 N1 110.96(11) . . ? 
O3 C15 C17 109.66(11) . . ? 
O3 C15 C18 110.47(12) . . ? 
C17 C15 C18 113.08(14) . . ? 
O3 C15 C16 102.09(12) . . ? 
C17 C15 C16 110.73(14) . . ? 
C18 C15 C16 110.27(12) . . ? 
C14 N1 C6 120.74(11) . . ? 
C14 N1 C12 120.69(11) . . ? 
C6 N1 C12 117.68(11) . . ? 
C14 O3 C15 120.74(10) . . ? 
 
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 
O2 H2 O4  0.82 1.96 2.7732(14) 170.0 2_656 
 
_diffrn_measured_fraction_theta_max    0.991 
_diffrn_reflns_theta_full              25.34 
_diffrn_measured_fraction_theta_full   0.991 
_refine_diff_density_max    0.129 
_refine_diff_density_min   -0.162 
_refine_diff_density_rms    0.035 
