 
data_NAP-py 
  
_audit_creation_method            'SHELXL-2017/1' 
_shelx_SHELXL_version_number      '2017/1' 
_chemical_name_systematic          
; 
Olex2 1.2 
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335) 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C27 H23 N3 O' 
_chemical_formula_sum 
 'C27 H23 N3 O' 
_chemical_formula_weight          405.48 
  
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            19 
_space_group_name_H-M_alt         'P 21 21 21' 
_space_group_name_Hall            'P 2ac 2ab' 
  
_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+1/2, -y, z+1/2' 
 'x+1/2, -y+1/2, -z' 
 '-x, y+1/2, -z+1/2' 
  
_cell_length_a                    9.44471(10) 
_cell_length_b                    10.54296(10) 
_cell_length_c                    21.2952(2) 
_cell_angle_alpha                 90 
_cell_angle_beta                  90 
_cell_angle_gamma                 90 
_cell_volume                      2120.47(4) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     220(2) 
_cell_measurement_reflns_used     7141 
_cell_measurement_theta_min       4.1410 
_cell_measurement_theta_max       75.2570 
  
_exptl_crystal_description        block 
_exptl_crystal_colour             red 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_density_diffrn     1.270 
_exptl_crystal_F_000              856 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.300 
_exptl_crystal_size_mid           0.300 
_exptl_crystal_size_min           0.150 
_exptl_absorpt_coefficient_mu     0.616 
_shelx_estimated_absorpt_T_min    0.837 
_shelx_estimated_absorpt_T_max    0.913 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.92849 
_exptl_absorpt_correction_T_max   1.00000 
_exptl_absorpt_process_details     
; 
Olex2 1.2 
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335) 
; 
_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature       220(2) 
_diffrn_radiation_wavelength      1.54184 
_diffrn_radiation_type            CuK\a 
_diffrn_source                    'micro-focus sealed X-ray tube' 
_diffrn_measurement_device_type   'SuperNova, Dual, Cu at zero, Atlas' 
_diffrn_measurement_device        'kappa diffractometer'
_diffrn_radiation_monochromator   mirror
_diffrn_detector                  'CCD plate'
_diffrn_measurement_method        'ω scans' 
_diffrn_detector_area_resol_mean  10.3577 
_diffrn_reflns_number             11850 
_diffrn_reflns_av_unetI/netI      0.0179 
_diffrn_reflns_av_R_equivalents   0.0179 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        11 
_diffrn_reflns_limit_k_min        -12 
_diffrn_reflns_limit_k_max        11 
_diffrn_reflns_limit_l_min        -25 
_diffrn_reflns_limit_l_max        23 
_diffrn_reflns_theta_min          4.152 
_diffrn_reflns_theta_max          66.985 
_diffrn_reflns_theta_full         66.500 
_diffrn_measured_fraction_theta_max   1.000 
_diffrn_measured_fraction_theta_full  1.000 
_diffrn_reflns_Laue_measured_fraction_max    1.000 
_diffrn_reflns_Laue_measured_fraction_full   1.000 
_diffrn_reflns_point_group_measured_fraction_max   1.000 
_diffrn_reflns_point_group_measured_fraction_full  1.000 
_reflns_number_total              3789 
_reflns_number_gt                 3628 
_reflns_threshold_expression      'I > 2σ(I)' 
_reflns_Friedel_coverage          0.741 
_reflns_Friedel_fraction_max      1.000 
_reflns_Friedel_fraction_full     1.000 
  
_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        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' 
_computing_cell_refinement        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' 
_computing_data_reduction         'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' 
_computing_structure_solution      
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_computing_structure_refinement   'SHELXL-2017/1 (Sheldrick, 2017)' 
_computing_molecular_graphics     'Olex2 (Dolomanov et al., 2009)' 
_computing_publication_material   'Olex2 (Dolomanov et al., 2009)' 
_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)+(0.0464P)²+0.0843P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      iterative 
_atom_sites_solution_secondary    ? 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      'SHELXL-2017/1 (Sheldrick 2017)' 
_refine_ls_extinction_coef        0.0018(3) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1493 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
; 
_refine_ls_abs_structure_Flack    0.07(10) 
_chemical_absolute_configuration  ad 
_refine_ls_number_reflns          3789 
_refine_ls_number_parameters      284 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0289 
_refine_ls_R_factor_gt            0.0275 
_refine_ls_wR_factor_ref          0.0754 
_refine_ls_wR_factor_gt           0.0739 
_refine_ls_goodness_of_fit_ref    1.060 
_refine_ls_restrained_S_all       1.060 
_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 
O1 O 0.74183(13) 0.71744(11) 0.13568(5) 0.0393(3) Uani 1 1 d . . . . . 
N1 N 0.64943(18) 0.62391(16) -0.15764(7) 0.0472(4) Uani 1 1 d . . . . . 
N2 N 0.26318(19) 0.38593(19) 0.23664(7) 0.0550(4) Uani 1 1 d . . . . . 
N3 N 0.6182(2) 0.70096(18) 0.64741(7) 0.0552(4) Uani 1 1 d . . . . . 
C1 C 0.64433(18) 0.64111(15) 0.10577(7) 0.0350(3) Uani 1 1 d . . . . . 
C2 C 0.64557(18) 0.63959(15) 0.03974(8) 0.0352(3) Uani 1 1 d . . . . . 
C3 C 0.74075(19) 0.71282(17) 0.00366(8) 0.0401(4) Uani 1 1 d . . . . . 
H3 H 0.805437 0.766289 0.024265 0.048 Uiso 1 1 calc R U . . . 
C4 C 0.7411(2) 0.70790(17) -0.06035(8) 0.0425(4) Uani 1 1 d . . . . . 
H4 H 0.805340 0.758537 -0.082914 0.051 Uiso 1 1 calc R U . . . 
C5 C 0.64586(19) 0.62724(17) -0.09366(8) 0.0398(4) Uani 1 1 d . . . . . 
C6 C 0.55115(19) 0.55433(17) -0.05879(8) 0.0405(4) Uani 1 1 d . . . . . 
H6 H 0.487956 0.500100 -0.079820 0.049 Uiso 1 1 calc R U . . . 
C7 C 0.54806(18) 0.56013(16) 0.00723(7) 0.0364(3) Uani 1 1 d . . . . . 
C8 C 0.45195(19) 0.48723(17) 0.04361(8) 0.0423(4) Uani 1 1 d . . . . . 
H8 H 0.387601 0.433259 0.023108 0.051 Uiso 1 1 calc R U . . . 
C9 C 0.4507(2) 0.49356(17) 0.10743(8) 0.0426(4) Uani 1 1 d . . . . . 
H9 H 0.383925 0.445340 0.129830 0.051 Uiso 1 1 calc R U . . . 
C10 C 0.54782(19) 0.57132(16) 0.14125(7) 0.0374(4) Uani 1 1 d . . . . . 
C11 C 0.55632(18) 0.58248(16) 0.20919(8) 0.0383(4) Uani 1 1 d . . . . . 
H11 H 0.629644 0.635780 0.223135 0.046 Uiso 1 1 calc R U . . . 
C12 C 0.47901(18) 0.53092(15) 0.25623(8) 0.0361(3) Uani 1 1 d . . . . . 
C13 C 0.35942(19) 0.45073(18) 0.24392(7) 0.0407(4) Uani 1 1 d . . . . . 
C14 C 0.50690(17) 0.55379(15) 0.32412(7) 0.0348(3) Uani 1 1 d . . . . . 
C15 C 0.6146(2) 0.63453(18) 0.34398(8) 0.0424(4) Uani 1 1 d . . . . . 
H15 H 0.672327 0.674539 0.313985 0.051 Uiso 1 1 calc R U . . . 
C16 C 0.63790(19) 0.65679(17) 0.40696(8) 0.0409(4) Uani 1 1 d . . . . . 
H16 H 0.711524 0.711677 0.418948 0.049 Uiso 1 1 calc R U . . . 
C17 C 0.55524(18) 0.60010(15) 0.45321(7) 0.0354(3) Uani 1 1 d . . . . . 
C18 C 0.4504(2) 0.51685(17) 0.43361(8) 0.0422(4) Uani 1 1 d . . . . . 
H18 H 0.394516 0.475250 0.463766 0.051 Uiso 1 1 calc R U . . . 
C19 C 0.42655(19) 0.49384(18) 0.37035(8) 0.0424(4) Uani 1 1 d . . . . . 
H19 H 0.354921 0.436811 0.358438 0.051 Uiso 1 1 calc R U . . . 
C20 C 0.7235(2) 0.70454(19) 0.60535(9) 0.0491(4) Uani 1 1 d . . . . . 
H20 H 0.813225 0.730828 0.619293 0.059 Uiso 1 1 calc R U . . . 
C21 C 0.70899(19) 0.67225(17) 0.54303(8) 0.0416(4) Uani 1 1 d . . . . . 
H21 H 0.787197 0.677525 0.515858 0.050 Uiso 1 1 calc R U . . . 
C22 C 0.57816(18) 0.63174(15) 0.52029(8) 0.0360(3) Uani 1 1 d . . . . . 
C23 C 0.4691(2) 0.62603(19) 0.56397(8) 0.0457(4) Uani 1 1 d . . . . . 
H23 H 0.378762 0.598119 0.551669 0.055 Uiso 1 1 calc R U . . . 
C24 C 0.4936(2) 0.6614(2) 0.62553(9) 0.0551(5) Uani 1 1 d . . . . . 
H24 H 0.417285 0.657298 0.653817 0.066 Uiso 1 1 calc R U . . . 
C25 C 0.8736(2) 0.6556(2) 0.14828(10) 0.0558(5) Uani 1 1 d . . . . . 
H25A H 0.925627 0.644921 0.109367 0.084 Uiso 1 1 calc R U . . . 
H25B H 0.855668 0.573132 0.166872 0.084 Uiso 1 1 calc R U . . . 
H25C H 0.928828 0.706723 0.177150 0.084 Uiso 1 1 calc R U . . . 
C26 C 0.7405(2) 0.7077(2) -0.19332(8) 0.0558(5) Uani 1 1 d . . . . . 
H26A H 0.719060 0.795079 -0.182708 0.084 Uiso 1 1 calc R U . . . 
H26B H 0.724686 0.694365 -0.237848 0.084 Uiso 1 1 calc R U . . . 
H26C H 0.838638 0.689741 -0.183319 0.084 Uiso 1 1 calc R U . . . 
C27 C 0.5570(3) 0.5382(2) -0.19158(8) 0.0599(5) Uani 1 1 d . . . . . 
H27A H 0.578864 0.451397 -0.179978 0.090 Uiso 1 1 calc R U . . . 
H27B H 0.571160 0.549132 -0.236368 0.090 Uiso 1 1 calc R U . . . 
H27C H 0.459243 0.556680 -0.181096 0.090 Uiso 1 1 calc R U . . . 
  
  
_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 C1 1.379(2) . ? 
O1 C25 1.430(2) . ? 
N1 C5 1.363(2) . ? 
N1 C26 1.448(3) . ? 
N1 C27 1.449(3) . ? 
N2 C13 1.148(3) . ? 
N3 C24 1.333(3) . ? 
N3 C20 1.339(3) . ? 
C1 C10 1.394(2) . ? 
C1 C2 1.406(2) . ? 
C2 C3 1.412(2) . ? 
C2 C7 1.424(2) . ? 
C3 C4 1.364(2) . ? 
C3 H3 0.9400 . ? 
C4 C5 1.427(3) . ? 
C4 H4 0.9400 . ? 
C5 C6 1.394(3) . ? 
C6 C7 1.408(2) . ? 
C6 H6 0.9400 . ? 
C7 C8 1.419(2) . ? 
C8 C9 1.361(2) . ? 
C8 H8 0.9400 . ? 
C9 C10 1.426(2) . ? 
C9 H9 0.9400 . ? 
C10 C11 1.454(2) . ? 
C11 C12 1.354(2) . ? 
C11 H11 0.9400 . ? 
C12 C13 1.435(2) . ? 
C12 C14 1.489(2) . ? 
C14 C15 1.392(2) . ? 
C14 C19 1.394(2) . ? 
C15 C16 1.379(2) . ? 
C15 H15 0.9400 . ? 
C16 C17 1.392(2) . ? 
C16 H16 0.9400 . ? 
C17 C18 1.387(2) . ? 
C17 C22 1.483(2) . ? 
C18 C19 1.387(2) . ? 
C18 H18 0.9400 . ? 
C19 H19 0.9400 . ? 
C20 C21 1.377(2) . ? 
C20 H20 0.9400 . ? 
C21 C22 1.394(2) . ? 
C21 H21 0.9400 . ? 
C22 C23 1.389(2) . ? 
C23 C24 1.383(3) . ? 
C23 H23 0.9400 . ? 
C24 H24 0.9400 . ? 
C25 H25A 0.9700 . ? 
C25 H25B 0.9700 . ? 
C25 H25C 0.9700 . ? 
C26 H26A 0.9700 . ? 
C26 H26B 0.9700 . ? 
C26 H26C 0.9700 . ? 
C27 H27A 0.9700 . ? 
C27 H27B 0.9700 . ? 
C27 H27C 0.9700 . ? 
  
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 
C1 O1 C25 113.68(14) . . ? 
C5 N1 C26 121.56(17) . . ? 
C5 N1 C27 119.96(17) . . ? 
C26 N1 C27 118.44(15) . . ? 
C24 N3 C20 115.53(16) . . ? 
O1 C1 C10 119.62(14) . . ? 
O1 C1 C2 117.58(14) . . ? 
C10 C1 C2 122.78(15) . . ? 
C1 C2 C3 122.89(15) . . ? 
C1 C2 C7 119.16(15) . . ? 
C3 C2 C7 117.94(14) . . ? 
C4 C3 C2 121.64(16) . . ? 
C4 C3 H3 119.2 . . ? 
C2 C3 H3 119.2 . . ? 
C3 C4 C5 121.18(16) . . ? 
C3 C4 H4 119.4 . . ? 
C5 C4 H4 119.4 . . ? 
N1 C5 C6 122.29(17) . . ? 
N1 C5 C4 119.77(16) . . ? 
C6 C5 C4 117.94(15) . . ? 
C5 C6 C7 121.43(16) . . ? 
C5 C6 H6 119.3 . . ? 
C7 C6 H6 119.3 . . ? 
C6 C7 C8 122.33(15) . . ? 
C6 C7 C2 119.84(15) . . ? 
C8 C7 C2 117.82(14) . . ? 
C9 C8 C7 121.60(16) . . ? 
C9 C8 H8 119.2 . . ? 
C7 C8 H8 119.2 . . ? 
C8 C9 C10 121.81(16) . . ? 
C8 C9 H9 119.1 . . ? 
C10 C9 H9 119.1 . . ? 
C1 C10 C9 116.77(14) . . ? 
C1 C10 C11 117.43(15) . . ? 
C9 C10 C11 125.79(15) . . ? 
C12 C11 C10 132.40(16) . . ? 
C12 C11 H11 113.8 . . ? 
C10 C11 H11 113.8 . . ? 
C11 C12 C13 121.73(15) . . ? 
C11 C12 C14 123.92(15) . . ? 
C13 C12 C14 114.33(14) . . ? 
N2 C13 C12 177.23(18) . . ? 
C15 C14 C19 117.40(15) . . ? 
C15 C14 C12 121.55(14) . . ? 
C19 C14 C12 121.05(15) . . ? 
C16 C15 C14 121.08(16) . . ? 
C16 C15 H15 119.5 . . ? 
C14 C15 H15 119.5 . . ? 
C15 C16 C17 121.70(16) . . ? 
C15 C16 H16 119.1 . . ? 
C17 C16 H16 119.1 . . ? 
C18 C17 C16 117.32(15) . . ? 
C18 C17 C22 122.44(15) . . ? 
C16 C17 C22 120.22(15) . . ? 
C19 C18 C17 121.26(15) . . ? 
C19 C18 H18 119.4 . . ? 
C17 C18 H18 119.4 . . ? 
C18 C19 C14 121.19(16) . . ? 
C18 C19 H19 119.4 . . ? 
C14 C19 H19 119.4 . . ? 
N3 C20 C21 124.34(19) . . ? 
N3 C20 H20 117.8 . . ? 
C21 C20 H20 117.8 . . ? 
C20 C21 C22 119.91(18) . . ? 
C20 C21 H21 120.0 . . ? 
C22 C21 H21 120.0 . . ? 
C23 C22 C21 115.96(16) . . ? 
C23 C22 C17 121.81(16) . . ? 
C21 C22 C17 122.20(15) . . ? 
C24 C23 C22 119.98(18) . . ? 
C24 C23 H23 120.0 . . ? 
C22 C23 H23 120.0 . . ? 
N3 C24 C23 124.28(18) . . ? 
N3 C24 H24 117.9 . . ? 
C23 C24 H24 117.9 . . ? 
O1 C25 H25A 109.5 . . ? 
O1 C25 H25B 109.5 . . ? 
H25A C25 H25B 109.5 . . ? 
O1 C25 H25C 109.5 . . ? 
H25A C25 H25C 109.5 . . ? 
H25B C25 H25C 109.5 . . ? 
N1 C26 H26A 109.5 . . ? 
N1 C26 H26B 109.5 . . ? 
H26A C26 H26B 109.5 . . ? 
N1 C26 H26C 109.5 . . ? 
H26A C26 H26C 109.5 . . ? 
H26B C26 H26C 109.5 . . ? 
N1 C27 H27A 109.5 . . ? 
N1 C27 H27B 109.5 . . ? 
H27A C27 H27B 109.5 . . ? 
N1 C27 H27C 109.5 . . ? 
H27A C27 H27C 109.5 . . ? 
H27B C27 H27C 109.5 . . ? 
  
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 
C25 O1 C1 C10 92.02(19) . . . . ? 
C25 O1 C1 C2 -89.23(18) . . . . ? 
O1 C1 C2 C3 -0.5(2) . . . . ? 
C10 C1 C2 C3 178.25(16) . . . . ? 
O1 C1 C2 C7 178.89(14) . . . . ? 
C10 C1 C2 C7 -2.4(3) . . . . ? 
C1 C2 C3 C4 178.90(17) . . . . ? 
C7 C2 C3 C4 -0.5(3) . . . . ? 
C2 C3 C4 C5 -0.6(3) . . . . ? 
C26 N1 C5 C6 174.93(17) . . . . ? 
C27 N1 C5 C6 -2.9(3) . . . . ? 
C26 N1 C5 C4 -4.8(3) . . . . ? 
C27 N1 C5 C4 177.38(18) . . . . ? 
C3 C4 C5 N1 -179.62(17) . . . . ? 
C3 C4 C5 C6 0.6(3) . . . . ? 
N1 C5 C6 C7 -179.30(17) . . . . ? 
C4 C5 C6 C7 0.5(3) . . . . ? 
C5 C6 C7 C8 179.64(16) . . . . ? 
C5 C6 C7 C2 -1.5(3) . . . . ? 
C1 C2 C7 C6 -177.88(16) . . . . ? 
C3 C2 C7 C6 1.5(2) . . . . ? 
C1 C2 C7 C8 1.0(2) . . . . ? 
C3 C2 C7 C8 -179.62(16) . . . . ? 
C6 C7 C8 C9 179.74(18) . . . . ? 
C2 C7 C8 C9 0.9(3) . . . . ? 
C7 C8 C9 C10 -1.5(3) . . . . ? 
O1 C1 C10 C9 -179.51(15) . . . . ? 
C2 C1 C10 C9 1.8(2) . . . . ? 
O1 C1 C10 C11 -0.5(2) . . . . ? 
C2 C1 C10 C11 -179.14(16) . . . . ? 
C8 C9 C10 C1 0.2(3) . . . . ? 
C8 C9 C10 C11 -178.80(18) . . . . ? 
C1 C10 C11 C12 178.59(18) . . . . ? 
C9 C10 C11 C12 -2.5(3) . . . . ? 
C10 C11 C12 C13 -2.3(3) . . . . ? 
C10 C11 C12 C14 179.19(17) . . . . ? 
C11 C12 C14 C15 1.9(3) . . . . ? 
C13 C12 C14 C15 -176.74(16) . . . . ? 
C11 C12 C14 C19 -177.51(17) . . . . ? 
C13 C12 C14 C19 3.9(2) . . . . ? 
C19 C14 C15 C16 -1.8(3) . . . . ? 
C12 C14 C15 C16 178.84(17) . . . . ? 
C14 C15 C16 C17 -0.1(3) . . . . ? 
C15 C16 C17 C18 1.9(3) . . . . ? 
C15 C16 C17 C22 -176.59(17) . . . . ? 
C16 C17 C18 C19 -1.7(3) . . . . ? 
C22 C17 C18 C19 176.68(16) . . . . ? 
C17 C18 C19 C14 -0.1(3) . . . . ? 
C15 C14 C19 C18 1.9(3) . . . . ? 
C12 C14 C19 C18 -178.72(17) . . . . ? 
C24 N3 C20 C21 0.9(3) . . . . ? 
N3 C20 C21 C22 -0.5(3) . . . . ? 
C20 C21 C22 C23 -0.5(3) . . . . ? 
C20 C21 C22 C17 177.82(17) . . . . ? 
C18 C17 C22 C23 -27.2(2) . . . . ? 
C16 C17 C22 C23 151.14(17) . . . . ? 
C18 C17 C22 C21 154.57(17) . . . . ? 
C16 C17 C22 C21 -27.1(2) . . . . ? 
C21 C22 C23 C24 1.0(3) . . . . ? 
C17 C22 C23 C24 -177.29(18) . . . . ? 
C20 N3 C24 C23 -0.3(3) . . . . ? 
C22 C23 C24 N3 -0.7(3) . . . . ? 
  
_refine_diff_density_max    0.124 
_refine_diff_density_min   -0.120 
_refine_diff_density_rms    0.027 
  
  
  
