 
data_d8v19373 
  
_audit_creation_method            SHELXL-2013 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C20 H28 N O2.50' 
_chemical_formula_weight          322.43 
  
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' 
  
_space_group_crystal_system       orthorhombic 
_space_group_IT_number            20 
_space_group_name_H-M_alt         'C 2 2 21' 
_space_group_name_Hall            'C 2c 2' 
  
_shelx_space_group_comment 
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
; 
  
loop_ 
 _space_group_symop_operation_xyz 
 'x, y, z' 
 '-x, -y, z+1/2' 
 '-x, y, -z+1/2' 
 'x, -y, -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+1/2, -y+1/2, -z' 
  
_cell_length_a                    12.1921(3) 
_cell_length_b                    15.8104(4) 
_cell_length_c                    17.6415(4) 
_cell_angle_alpha                 90 
_cell_angle_beta                  90 
_cell_angle_gamma                 90 
_cell_volume                      3400.61(14) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     7957 
_cell_measurement_theta_min       9.160 
_cell_measurement_theta_max       140.319 
  
_exptl_crystal_description        prismatic 
_exptl_crystal_colour             colorless 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.260 
_exptl_crystal_F_000              1400 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.180 
_exptl_crystal_size_mid           0.150 
_exptl_crystal_size_min           0.100 
_exptl_absorpt_coefficient_mu     0.647 
_shelx_estimated_absorpt_T_min    0.892 
_shelx_estimated_absorpt_T_max    0.938 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.5103 
_exptl_absorpt_correction_T_max   0.7456 
_exptl_absorpt_process_details    sadabs 
  
_exptl_special_details 
; 
 ? 
; 
  
_diffrn_ambient_temperature       293(2) 
_diffrn_radiation_wavelength      1.54178 
_diffrn_radiation_type            CuK\a 
_diffrn_source                    ? 
_diffrn_measurement_device_type   'Bruker APEX-II CCD' 
_diffrn_measurement_method        'φ and ω scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             20543 
_diffrn_reflns_av_unetI/netI      0.0417 
_diffrn_reflns_av_R_equivalents   0.0765 
_diffrn_reflns_limit_h_min        -14 
_diffrn_reflns_limit_h_max        14 
_diffrn_reflns_limit_k_min        -18 
_diffrn_reflns_limit_k_max        18 
_diffrn_reflns_limit_l_min        -21 
_diffrn_reflns_limit_l_max        20 
_diffrn_reflns_theta_min          4.580 
_diffrn_reflns_theta_max          67.499 
_diffrn_reflns_theta_full         67.679 
_diffrn_measured_fraction_theta_max   0.997 
_diffrn_measured_fraction_theta_full  0.995 
_diffrn_reflns_Laue_measured_fraction_max    0.997 
_diffrn_reflns_Laue_measured_fraction_full   0.995 
_diffrn_reflns_point_group_measured_fraction_max   0.996 
_diffrn_reflns_point_group_measured_fraction_full  0.995 
_reflns_number_total              3055 
_reflns_number_gt                 2796 
_reflns_threshold_expression      'I > 2σ(I)' 
_reflns_Friedel_coverage          0.780 
_reflns_Friedel_fraction_max      0.996 
_reflns_Friedel_fraction_full     0.994 
  
_reflns_special_details 
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
; 
  
_computing_data_collection        'Bruker APEX2' 
_computing_cell_refinement        'Bruker SAINT' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick 2008)' 
_computing_structure_refinement   'SHELXL-2013 (Sheldrick, 2013)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
  
_refine_special_details 
; 
 ? 
; 
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
'w=1/[σ²(Fo²)+(0.0445P)²+0.9076P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      ? 
_atom_sites_solution_secondary    ? 
_atom_sites_solution_hydrogens    mixed 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.0017(3) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1137 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
; 
_refine_ls_abs_structure_Flack    0.08(15) 
_chemical_absolute_configuration  ad 
_refine_ls_number_reflns          3055 
_refine_ls_number_parameters      220 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0449 
_refine_ls_R_factor_gt            0.0398 
_refine_ls_wR_factor_ref          0.1024 
_refine_ls_wR_factor_gt           0.0979 
_refine_ls_goodness_of_fit_ref    1.064 
_refine_ls_restrained_S_all       1.064 
_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_site_symmetry_order 
 _atom_site_calc_flag 
 _atom_site_refinement_flags_posn 
 _atom_site_refinement_flags_adp 
 _atom_site_refinement_flags_occupancy 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
N1 N 0.8301(2) 0.20117(15) 0.65670(16) 0.0547(6) Uani 1 1 d . . . . . 
O1 O 0.61729(17) 0.33524(14) 0.48121(11) 0.0555(5) Uani 1 1 d . . . . . 
H1 H 0.6306 0.3728 0.4505 0.083 Uiso 1 1 calc R U . . . 
O2 O 0.6136(2) 0.54433(14) 0.64480(13) 0.0642(6) Uani 1 1 d . . . . . 
H2 H 0.5809 0.5754 0.6744 0.096 Uiso 1 1 calc R U . . . 
C1 C 0.8052(3) 0.2890(2) 0.47711(17) 0.0546(7) Uani 1 1 d . . . . . 
H1A H 0.8673 0.2732 0.5084 0.066 Uiso 1 1 calc R U . . . 
H1B H 0.8284 0.3344 0.4438 0.066 Uiso 1 1 calc R U . . . 
C2 C 0.7697(3) 0.2130(2) 0.4294(2) 0.0686(10) Uani 1 1 d . . . . . 
H2A H 0.7302 0.2333 0.3853 0.082 Uiso 1 1 calc R U . . . 
H2B H 0.8346 0.1837 0.4116 0.082 Uiso 1 1 calc R U . . . 
C3 C 0.6976(3) 0.1508(2) 0.47189(18) 0.0619(8) Uani 1 1 d . . . . . 
H3A H 0.7205 0.0939 0.4586 0.074 Uiso 1 1 calc R U . . . 
H3B H 0.6227 0.1577 0.4544 0.074 Uiso 1 1 calc R U . . . 
C4 C 0.6985(3) 0.15875(18) 0.55885(17) 0.0525(7) Uani 1 1 d . . . . . 
C5 C 0.6787(2) 0.25099(16) 0.58604(15) 0.0409(6) Uani 1 1 d . . . . . 
C6 C 0.7577(2) 0.25888(16) 0.65060(16) 0.0420(6) Uani 1 1 d . . . . . 
C7 C 0.7448(2) 0.33635(16) 0.69943(15) 0.0438(6) Uani 1 1 d . . . . . 
H7 H 0.7012 0.3218 0.7442 0.053 Uiso 1 1 calc R U . . . 
C8 C 0.6796(2) 0.39981(16) 0.65027(15) 0.0407(6) Uani 1 1 d . . . . . 
C9 C 0.7404(2) 0.40184(16) 0.57359(14) 0.0412(6) Uani 1 1 d . . . . . 
H9 H 0.7121 0.4503 0.5449 0.049 Uiso 1 1 calc R U . . . 
C10 C 0.7126(2) 0.32055(17) 0.52767(14) 0.0424(6) Uani 1 1 d . . . . . 
C11 C 0.8642(2) 0.41924(19) 0.59026(17) 0.0501(7) Uani 1 1 d . . . . . 
H11A H 0.9061 0.3679 0.5821 0.060 Uiso 1 1 calc R U . . . 
H11B H 0.8914 0.4620 0.5555 0.060 Uiso 1 1 calc R U . . . 
C12 C 0.8805(3) 0.44954(18) 0.67217(17) 0.0510(7) Uani 1 1 d . . . . . 
H12 H 0.9558 0.4694 0.6798 0.061 Uiso 1 1 calc R U . . . 
C13 C 0.8550(3) 0.37519(19) 0.72527(17) 0.0557(8) Uani 1 1 d . . . . . 
H13A H 0.8495 0.3948 0.7772 0.067 Uiso 1 1 calc R U . . . 
H13B H 0.9129 0.3332 0.7225 0.067 Uiso 1 1 calc R U . . . 
C14 C 0.6824(3) 0.48779(18) 0.68627(16) 0.0503(7) Uani 1 1 d . . . . . 
H14 H 0.6552 0.4838 0.7384 0.060 Uiso 1 1 calc R U . . . 
C15 C 0.8004(3) 0.51903(18) 0.68788(16) 0.0522(7) Uani 1 1 d . . . . . 
C16 C 0.8271(3) 0.5989(2) 0.6998(2) 0.0689(9) Uani 1 1 d . . . . . 
H16A H 0.9003 0.6153 0.6987 0.083 Uiso 1 1 calc R U . . . 
H16B H 0.7726 0.6387 0.7092 0.083 Uiso 1 1 calc R U . . . 
C17 C 0.5623(2) 0.3674(2) 0.63904(17) 0.0506(7) Uani 1 1 d . . . . . 
H17A H 0.5262 0.4003 0.5999 0.061 Uiso 1 1 calc R U . . . 
H17B H 0.5212 0.3740 0.6857 0.061 Uiso 1 1 calc R U . . . 
C18 C 0.5641(2) 0.2736(2) 0.61606(17) 0.0495(7) Uani 1 1 d . . . . . 
H18A H 0.5467 0.2385 0.6595 0.059 Uiso 1 1 calc R U . . . 
H18B H 0.5096 0.2633 0.5771 0.059 Uiso 1 1 calc R U . . . 
C19 C 0.8121(3) 0.1385(2) 0.5954(2) 0.0620(8) Uani 1 1 d . . . . . 
H19A H 0.8122 0.0816 0.6160 0.074 Uiso 1 1 calc R U . . . 
H19B H 0.8698 0.1426 0.5578 0.074 Uiso 1 1 calc R U . . . 
C20 C 0.6140(3) 0.0967(2) 0.5914(2) 0.0657(9) Uani 1 1 d . . . . . 
H20A H 0.6153 0.0995 0.6457 0.099 Uiso 1 1 calc R U . . . 
H20B H 0.6315 0.0403 0.5754 0.099 Uiso 1 1 calc R U . . . 
H20C H 0.5422 0.1116 0.5735 0.099 Uiso 1 1 calc R U . . . 
O3 O 0.5000 0.63799(16) 0.7500 0.0497(7) Uani 1 2 d GS T P . . 
H3C H 0.5340 0.6720 0.7790 0.075 Uiso 0.5 1 d G U P . . 
H3D H 0.4474 0.6670 0.7321 0.075 Uiso 0.5 1 d G U P . . 
  
  
_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 C6 1.273(4) . ? 
N1 C19 1.483(4) . ? 
O1 C10 1.441(3) . ? 
O1 H1 0.8200 . ? 
O2 C14 1.428(3) . ? 
O2 H2 0.8200 . ? 
C1 C10 1.522(4) . ? 
C1 C2 1.530(4) . ? 
C1 H1A 0.9700 . ? 
C1 H1B 0.9700 . ? 
C2 C3 1.517(5) . ? 
C2 H2A 0.9700 . ? 
C2 H2B 0.9700 . ? 
C3 C4 1.539(4) . ? 
C3 H3A 0.9700 . ? 
C3 H3B 0.9700 . ? 
C4 C20 1.534(4) . ? 
C4 C5 1.554(4) . ? 
C4 C19 1.561(4) . ? 
C5 C6 1.497(4) . ? 
C5 C18 1.536(4) . ? 
C5 C10 1.562(4) . ? 
C6 C7 1.506(4) . ? 
C7 C8 1.546(3) . ? 
C7 C13 1.546(4) . ? 
C7 H7 0.9800 . ? 
C8 C14 1.530(4) . ? 
C8 C17 1.532(4) . ? 
C8 C9 1.543(3) . ? 
C9 C10 1.557(4) . ? 
C9 C11 1.563(4) . ? 
C9 H9 0.9800 . ? 
C11 C12 1.535(4) . ? 
C11 H11A 0.9700 . ? 
C11 H11B 0.9700 . ? 
C12 C15 1.496(4) . ? 
C12 C13 1.535(4) . ? 
C12 H12 0.9800 . ? 
C13 H13A 0.9700 . ? 
C13 H13B 0.9700 . ? 
C14 C15 1.522(5) . ? 
C14 H14 0.9800 . ? 
C15 C16 1.321(4) . ? 
C16 H16A 0.9300 . ? 
C16 H16B 0.9300 . ? 
C17 C18 1.537(4) . ? 
C17 H17A 0.9700 . ? 
C17 H17B 0.9700 . ? 
C18 H18A 0.9700 . ? 
C18 H18B 0.9700 . ? 
C19 H19A 0.9700 . ? 
C19 H19B 0.9700 . ? 
C20 H20A 0.9600 . ? 
C20 H20B 0.9600 . ? 
C20 H20C 0.9600 . ? 
O3 H3C 0.8500 . ? 
O3 H3D 0.8499 . ? 
  
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 
C6 N1 C19 108.4(2) . . ? 
C10 O1 H1 109.5 . . ? 
C14 O2 H2 109.5 . . ? 
C10 C1 C2 111.7(3) . . ? 
C10 C1 H1A 109.3 . . ? 
C2 C1 H1A 109.3 . . ? 
C10 C1 H1B 109.3 . . ? 
C2 C1 H1B 109.3 . . ? 
H1A C1 H1B 107.9 . . ? 
C3 C2 C1 113.7(3) . . ? 
C3 C2 H2A 108.8 . . ? 
C1 C2 H2A 108.8 . . ? 
C3 C2 H2B 108.8 . . ? 
C1 C2 H2B 108.8 . . ? 
H2A C2 H2B 107.7 . . ? 
C2 C3 C4 115.8(3) . . ? 
C2 C3 H3A 108.3 . . ? 
C4 C3 H3A 108.3 . . ? 
C2 C3 H3B 108.3 . . ? 
C4 C3 H3B 108.3 . . ? 
H3A C3 H3B 107.4 . . ? 
C20 C4 C3 108.4(3) . . ? 
C20 C4 C5 112.3(3) . . ? 
C3 C4 C5 112.5(3) . . ? 
C20 C4 C19 108.1(3) . . ? 
C3 C4 C19 113.7(3) . . ? 
C5 C4 C19 101.7(2) . . ? 
C6 C5 C18 107.7(2) . . ? 
C6 C5 C4 102.3(2) . . ? 
C18 C5 C4 117.8(2) . . ? 
C6 C5 C10 105.8(2) . . ? 
C18 C5 C10 107.7(2) . . ? 
C4 C5 C10 114.6(2) . . ? 
N1 C6 C5 116.8(3) . . ? 
N1 C6 C7 127.4(2) . . ? 
C5 C6 C7 115.8(2) . . ? 
C6 C7 C8 105.1(2) . . ? 
C6 C7 C13 113.6(2) . . ? 
C8 C7 C13 110.7(2) . . ? 
C6 C7 H7 109.1 . . ? 
C8 C7 H7 109.1 . . ? 
C13 C7 H7 109.1 . . ? 
C14 C8 C17 112.2(2) . . ? 
C14 C8 C9 109.6(2) . . ? 
C17 C8 C9 110.0(2) . . ? 
C14 C8 C7 110.3(2) . . ? 
C17 C8 C7 109.6(2) . . ? 
C9 C8 C7 105.0(2) . . ? 
C8 C9 C10 109.6(2) . . ? 
C8 C9 C11 107.6(2) . . ? 
C10 C9 C11 117.0(2) . . ? 
C8 C9 H9 107.4 . . ? 
C10 C9 H9 107.4 . . ? 
C11 C9 H9 107.4 . . ? 
O1 C10 C1 108.5(2) . . ? 
O1 C10 C9 109.8(2) . . ? 
C1 C10 C9 114.5(2) . . ? 
O1 C10 C5 105.9(2) . . ? 
C1 C10 C5 110.6(2) . . ? 
C9 C10 C5 107.2(2) . . ? 
C12 C11 C9 110.9(2) . . ? 
C12 C11 H11A 109.5 . . ? 
C9 C11 H11A 109.5 . . ? 
C12 C11 H11B 109.5 . . ? 
C9 C11 H11B 109.5 . . ? 
H11A C11 H11B 108.0 . . ? 
C15 C12 C13 108.5(3) . . ? 
C15 C12 C11 108.6(2) . . ? 
C13 C12 C11 108.0(2) . . ? 
C15 C12 H12 110.5 . . ? 
C13 C12 H12 110.5 . . ? 
C11 C12 H12 110.5 . . ? 
C12 C13 C7 107.5(2) . . ? 
C12 C13 H13A 110.2 . . ? 
C7 C13 H13A 110.2 . . ? 
C12 C13 H13B 110.2 . . ? 
C7 C13 H13B 110.2 . . ? 
H13A C13 H13B 108.5 . . ? 
O2 C14 C15 111.2(2) . . ? 
O2 C14 C8 110.1(2) . . ? 
C15 C14 C8 108.9(2) . . ? 
O2 C14 H14 108.9 . . ? 
C15 C14 H14 108.9 . . ? 
C8 C14 H14 108.9 . . ? 
C16 C15 C12 124.8(3) . . ? 
C16 C15 C14 123.1(3) . . ? 
C12 C15 C14 112.1(2) . . ? 
C15 C16 H16A 120.0 . . ? 
C15 C16 H16B 120.0 . . ? 
H16A C16 H16B 120.0 . . ? 
C8 C17 C18 110.1(2) . . ? 
C8 C17 H17A 109.6 . . ? 
C18 C17 H17A 109.6 . . ? 
C8 C17 H17B 109.6 . . ? 
C18 C17 H17B 109.6 . . ? 
H17A C17 H17B 108.2 . . ? 
C5 C18 C17 109.2(2) . . ? 
C5 C18 H18A 109.8 . . ? 
C17 C18 H18A 109.8 . . ? 
C5 C18 H18B 109.8 . . ? 
C17 C18 H18B 109.8 . . ? 
H18A C18 H18B 108.3 . . ? 
N1 C19 C4 107.1(2) . . ? 
N1 C19 H19A 110.3 . . ? 
C4 C19 H19A 110.3 . . ? 
N1 C19 H19B 110.3 . . ? 
C4 C19 H19B 110.3 . . ? 
H19A C19 H19B 108.5 . . ? 
C4 C20 H20A 109.5 . . ? 
C4 C20 H20B 109.5 . . ? 
H20A C20 H20B 109.5 . . ? 
C4 C20 H20C 109.5 . . ? 
H20A C20 H20C 109.5 . . ? 
H20B C20 H20C 109.5 . . ? 
H3C O3 H3D 104.5 . . ? 
  
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 
C10 C1 C2 C3 -39.6(4) . . . . ? 
C1 C2 C3 C4 -16.8(5) . . . . ? 
C2 C3 C4 C20 175.0(3) . . . . ? 
C2 C3 C4 C5 50.2(4) . . . . ? 
C2 C3 C4 C19 -64.8(4) . . . . ? 
C20 C4 C5 C6 97.7(3) . . . . ? 
C3 C4 C5 C6 -139.7(3) . . . . ? 
C19 C4 C5 C6 -17.7(3) . . . . ? 
C20 C4 C5 C18 -20.1(4) . . . . ? 
C3 C4 C5 C18 102.5(3) . . . . ? 
C19 C4 C5 C18 -135.4(3) . . . . ? 
C20 C4 C5 C10 -148.4(3) . . . . ? 
C3 C4 C5 C10 -25.8(3) . . . . ? 
C19 C4 C5 C10 96.3(3) . . . . ? 
C19 N1 C6 C5 -1.3(3) . . . . ? 
C19 N1 C6 C7 -178.9(3) . . . . ? 
C18 C5 C6 N1 137.8(3) . . . . ? 
C4 C5 C6 N1 13.1(3) . . . . ? 
C10 C5 C6 N1 -107.2(3) . . . . ? 
C18 C5 C6 C7 -44.3(3) . . . . ? 
C4 C5 C6 C7 -169.1(2) . . . . ? 
C10 C5 C6 C7 70.7(3) . . . . ? 
N1 C6 C7 C8 157.7(3) . . . . ? 
C5 C6 C7 C8 -19.9(3) . . . . ? 
N1 C6 C7 C13 36.5(4) . . . . ? 
C5 C6 C7 C13 -141.1(2) . . . . ? 
C6 C7 C8 C14 -167.7(2) . . . . ? 
C13 C7 C8 C14 -44.6(3) . . . . ? 
C6 C7 C8 C17 68.3(3) . . . . ? 
C13 C7 C8 C17 -168.6(2) . . . . ? 
C6 C7 C8 C9 -49.8(3) . . . . ? 
C13 C7 C8 C9 73.4(3) . . . . ? 
C14 C8 C9 C10 -165.5(2) . . . . ? 
C17 C8 C9 C10 -41.7(3) . . . . ? 
C7 C8 C9 C10 76.1(2) . . . . ? 
C14 C8 C9 C11 66.3(3) . . . . ? 
C17 C8 C9 C11 -169.8(2) . . . . ? 
C7 C8 C9 C11 -52.1(3) . . . . ? 
C2 C1 C10 O1 -52.9(3) . . . . ? 
C2 C1 C10 C9 -175.9(3) . . . . ? 
C2 C1 C10 C5 62.9(3) . . . . ? 
C8 C9 C10 O1 90.1(2) . . . . ? 
C11 C9 C10 O1 -147.1(2) . . . . ? 
C8 C9 C10 C1 -147.6(2) . . . . ? 
C11 C9 C10 C1 -24.9(3) . . . . ? 
C8 C9 C10 C5 -24.6(3) . . . . ? 
C11 C9 C10 C5 98.2(3) . . . . ? 
C6 C5 C10 O1 -159.0(2) . . . . ? 
C18 C5 C10 O1 -44.0(3) . . . . ? 
C4 C5 C10 O1 89.2(3) . . . . ? 
C6 C5 C10 C1 83.6(3) . . . . ? 
C18 C5 C10 C1 -161.4(2) . . . . ? 
C4 C5 C10 C1 -28.2(3) . . . . ? 
C6 C5 C10 C9 -41.8(3) . . . . ? 
C18 C5 C10 C9 73.1(3) . . . . ? 
C4 C5 C10 C9 -153.6(2) . . . . ? 
C8 C9 C11 C12 -13.7(3) . . . . ? 
C10 C9 C11 C12 -137.5(2) . . . . ? 
C9 C11 C12 C15 -49.0(3) . . . . ? 
C9 C11 C12 C13 68.5(3) . . . . ? 
C15 C12 C13 C7 69.5(3) . . . . ? 
C11 C12 C13 C7 -48.0(3) . . . . ? 
C6 C7 C13 C12 98.7(3) . . . . ? 
C8 C7 C13 C12 -19.3(3) . . . . ? 
C17 C8 C14 O2 -52.0(3) . . . . ? 
C9 C8 C14 O2 70.5(3) . . . . ? 
C7 C8 C14 O2 -174.4(2) . . . . ? 
C17 C8 C14 C15 -174.2(2) . . . . ? 
C9 C8 C14 C15 -51.7(3) . . . . ? 
C7 C8 C14 C15 63.4(3) . . . . ? 
C13 C12 C15 C16 130.4(3) . . . . ? 
C11 C12 C15 C16 -112.4(3) . . . . ? 
C13 C12 C15 C14 -51.5(3) . . . . ? 
C11 C12 C15 C14 65.7(3) . . . . ? 
O2 C14 C15 C16 43.1(4) . . . . ? 
C8 C14 C15 C16 164.6(3) . . . . ? 
O2 C14 C15 C12 -135.2(2) . . . . ? 
C8 C14 C15 C12 -13.6(3) . . . . ? 
C14 C8 C17 C18 -170.1(2) . . . . ? 
C9 C8 C17 C18 67.7(3) . . . . ? 
C7 C8 C17 C18 -47.3(3) . . . . ? 
C6 C5 C18 C17 65.6(3) . . . . ? 
C4 C5 C18 C17 -179.5(2) . . . . ? 
C10 C5 C18 C17 -48.1(3) . . . . ? 
C8 C17 C18 C5 -18.9(3) . . . . ? 
C6 N1 C19 C4 -11.3(3) . . . . ? 
C20 C4 C19 N1 -100.3(3) . . . . ? 
C3 C4 C19 N1 139.4(3) . . . . ? 
C5 C4 C19 N1 18.1(3) . . . . ? 
  
_refine_diff_density_max    0.157 
_refine_diff_density_min   -0.138 
_refine_diff_density_rms    0.030 
  
_shelxl_version_number 2013-4 
  
  
  
