# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ev2004_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1033069'
_audit_update_record             
;
2014-11-06 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;
_audit_creation_date             2014-11-06
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C24 H26 N4 O3'
_chemical_formula_sum            'C24 H26 N4 O3'
_chemical_formula_weight         418.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   6.6676(7)
_cell_length_b                   7.3731(7)
_cell_length_c                   21.962(3)
_cell_angle_alpha                98.895(9)
_cell_angle_beta                 91.912(9)
_cell_angle_gamma                99.057(8)
_cell_volume                     1051.55(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1413
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      27.8840
_cell_measurement_theta_min      3.7110
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75248
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light white'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            4555
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.83
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector_area_resol_mean 15.9631
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -42.00   55.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9951   38.0000   30.0000 97

#__ type_ start__ end____ width___ exp.time_
  2 omega  -92.00  -40.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9951 -178.0000    0.0000 52

#__ type_ start__ end____ width___ exp.time_
  3 omega  -18.00   14.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9951  -99.0000 -180.0000 32

#__ type_ start__ end____ width___ exp.time_
  4 omega  -82.00    9.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9951  -38.0000 -150.0000 91

#__ type_ start__ end____ width___ exp.time_
  5 omega  -37.00   20.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9951   57.0000 -180.0000 57

#__ type_ start__ end____ width___ exp.time_
  6 omega  -12.00   21.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9951  -99.0000    0.0000 33
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0462335000
_diffrn_orient_matrix_UB_12      -0.0030258000
_diffrn_orient_matrix_UB_13      0.0285274000
_diffrn_orient_matrix_UB_21      0.0946365000
_diffrn_orient_matrix_UB_22      0.0394950000
_diffrn_orient_matrix_UB_23      0.0160769000
_diffrn_orient_matrix_UB_31      -0.0234841000
_diffrn_orient_matrix_UB_32      0.0904248000
_diffrn_orient_matrix_UB_33      -0.0002759000
loop_
_diffrn_oxdiff_twin_id
_diffrn_oxdiff_twin_ratio
_diffrn_oxdiff_twin_reflns_isolated
_diffrn_oxdiff_twin_reflns_overlapped
1 0.4860 269 7574
2 0.5140 265 7574

_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_number_gt                4041
_reflns_number_total             4555
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         4555
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0563
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0859P)²+0.7596P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1475
_refine_ls_wR_factor_ref         0.1519
_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. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
O2 O 0.8156(3) 0.8166(3) 0.37230(10) 0.0142(5) Uani 1 1 d . . .
O1 O 0.4980(3) 0.3706(3) 0.30557(11) 0.0174(5) Uani 1 1 d . . .
O3 O 0.9393(3) 0.7614(3) 0.00265(11) 0.0212(5) Uani 1 1 d . . .
N3 N 0.7396(4) 1.0986(3) 0.35890(12) 0.0133(5) Uani 1 1 d . . .
H3 H 0.6764 1.1553 0.3349 0.016 Uiso 1 1 calc R . .
N4 N 0.6182(4) 0.6304(3) 0.26600(12) 0.0122(5) Uani 1 1 d . . .
N1 N 0.1477(4) 0.9741(3) 0.26791(12) 0.0145(5) Uani 1 1 d . . .
C12 C 0.7405(4) 0.9169(4) 0.34130(14) 0.0115(6) Uani 1 1 d . . .
C1 C 0.5340(5) 1.0699(4) 0.16031(14) 0.0137(6) Uani 1 1 d . . .
H1 H 0.6629 1.0417 0.1526 0.016 Uiso 1 1 calc R . .
C18 C 0.8167(5) 0.5957(4) 0.17252(15) 0.0145(6) Uani 1 1 d . . .
C6 C 0.4268(4) 1.0091(4) 0.20986(14) 0.0115(6) Uani 1 1 d . . .
C2 C 0.4423(5) 1.1708(4) 0.12420(15) 0.0168(7) Uani 1 1 d . . .
H2 H 0.5079 1.2088 0.0905 0.020 Uiso 1 1 calc R . .
C10 C 0.4960(4) 0.5368(4) 0.30298(14) 0.0132(6) Uani 1 1 d . . .
C23 C 0.6631(5) 0.6175(4) 0.13075(15) 0.0158(6) Uani 1 1 d . . .
H23 H 0.5280 0.5953 0.1408 0.019 Uiso 1 1 calc R . .
C5 C 0.2280(4) 1.0495(4) 0.22098(14) 0.0134(6) Uani 1 1 d . . .
C14 C 1.0659(5) 1.1920(5) 0.42045(17) 0.0245(8) Uani 1 1 d . . .
H14A H 1.0800 1.0676 0.4256 0.037 Uiso 1 1 calc R . .
H14B H 1.1345 1.2784 0.4548 0.037 Uiso 1 1 calc R . .
H14C H 1.1248 1.2194 0.3830 0.037 Uiso 1 1 calc R . .
C4 C 0.1405(5) 1.1622(4) 0.18402(15) 0.0168(7) Uani 1 1 d . . .
H4 H 0.0138 1.1956 0.1918 0.020 Uiso 1 1 calc R . .
N2 N 0.2969(4) 0.8846(3) 0.28736(11) 0.0116(5) Uani 1 1 d . . .
C16 C 0.8192(6) 1.4105(4) 0.41591(17) 0.0258(8) Uani 1 1 d . . .
H16A H 0.8798 1.4499 0.3801 0.039 Uiso 1 1 calc R . .
H16B H 0.8866 1.4875 0.4524 0.039 Uiso 1 1 calc R . .
H16C H 0.6776 1.4215 0.4144 0.039 Uiso 1 1 calc R . .
C13 C 0.8407(5) 1.2088(4) 0.41720(15) 0.0160(7) Uani 1 1 d . . .
C8 C 0.2572(5) 0.7730(4) 0.33338(15) 0.0147(6) Uani 1 1 d . . .
H8 H 0.1578 0.8000 0.3605 0.018 Uiso 1 1 calc R . .
C9 C 0.3521(5) 0.6309(4) 0.34088(15) 0.0156(6) Uani 1 1 d . . .
H9 H 0.3219 0.5820 0.3767 0.019 Uiso 1 1 calc R . .
C20 C 1.0640(5) 0.6826(4) 0.09919(15) 0.0157(6) Uani 1 1 d . . .
H20 H 1.1989 0.7030 0.0888 0.019 Uiso 1 1 calc R . .
C7 C 0.4667(4) 0.9046(4) 0.25524(14) 0.0123(6) Uani 1 1 d . . .
C11 C 0.6513(4) 0.8331(4) 0.27454(13) 0.0108(6) Uani 1 1 d . . .
H11 H 0.7563 0.8699 0.2466 0.013 Uiso 1 1 calc R . .
C19 C 1.0146(5) 0.6288(4) 0.15532(15) 0.0152(6) Uani 1 1 d . . .
H19 H 1.1189 0.6145 0.1824 0.018 Uiso 1 1 calc R . .
C22 C 0.7091(5) 0.6714(4) 0.07484(15) 0.0171(7) Uani 1 1 d . . .
H22 H 0.6046 0.6851 0.0476 0.021 Uiso 1 1 calc R . .
C17 C 0.7712(5) 0.5370(4) 0.23400(14) 0.0143(6) Uani 1 1 d . . .
H17A H 0.7246 0.4037 0.2277 0.017 Uiso 1 1 calc R . .
H17B H 0.8960 0.5627 0.2601 0.017 Uiso 1 1 calc R . .
C21 C 0.9087(5) 0.7057(4) 0.05858(14) 0.0155(6) Uani 1 1 d . . .
C15 C 0.7360(6) 1.1408(5) 0.47204(16) 0.0280(8) Uani 1 1 d . . .
H15A H 0.5964 1.1583 0.4702 0.042 Uiso 1 1 calc R . .
H15B H 0.8036 1.2102 0.5097 0.042 Uiso 1 1 calc R . .
H15C H 0.7421 1.0110 0.4707 0.042 Uiso 1 1 calc R . .
C3 C 0.2475(5) 1.2197(4) 0.13703(15) 0.0190(7) Uani 1 1 d . . .
H3A H 0.1920 1.2933 0.1124 0.023 Uiso 1 1 calc R . .
C24 C 1.1424(5) 0.8053(5) -0.01453(16) 0.0233(7) Uani 1 1 d . . .
H24A H 1.1418 0.8473 -0.0538 0.035 Uiso 1 1 calc R . .
H24B H 1.2061 0.6964 -0.0175 0.035 Uiso 1 1 calc R . .
H24C H 1.2166 0.9018 0.0161 0.035 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
O2 C12 1.229(3) . ?
O1 C10 1.238(3) . ?
O3 C21 1.366(4) . ?
O3 C24 1.419(4) . ?
N3 H3 0.8600 . ?
N3 C12 1.336(4) . ?
N3 C13 1.484(4) . ?
N4 C10 1.356(4) . ?
N4 C11 1.458(3) . ?
N4 C17 1.459(4) . ?
N1 C5 1.333(4) . ?
N1 N2 1.368(3) . ?
C12 C11 1.559(4) . ?
C1 H1 0.9300 . ?
C1 C6 1.413(5) . ?
C1 C2 1.360(4) . ?
C18 C23 1.396(4) . ?
C18 C19 1.380(4) . ?
C18 C17 1.506(4) . ?
C6 C5 1.424(4) . ?
C6 C7 1.394(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.427(5) . ?
C10 C9 1.476(4) . ?
C23 H23 0.9300 . ?
C23 C22 1.378(5) . ?
C5 C4 1.421(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 C13 1.526(5) . ?
C4 H4 0.9300 . ?
C4 C3 1.357(5) . ?
N2 C8 1.405(4) . ?
N2 C7 1.354(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C16 C13 1.521(4) . ?
C13 C15 1.524(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.334(4) . ?
C9 H9 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.387(5) . ?
C20 C21 1.392(4) . ?
C7 C11 1.486(4) . ?
C11 H11 0.9800 . ?
C19 H19 0.9300 . ?
C22 H22 0.9300 . ?
C22 C21 1.384(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C3 H3A 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

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
C21 O3 C24 118.3(3) . . ?
C12 N3 H3 117.9 . . ?
C12 N3 C13 124.3(2) . . ?
C13 N3 H3 117.9 . . ?
C10 N4 C11 120.8(2) . . ?
C10 N4 C17 118.4(2) . . ?
C11 N4 C17 117.2(2) . . ?
C5 N1 N2 103.4(2) . . ?
O2 C12 N3 124.9(3) . . ?
O2 C12 C11 118.8(2) . . ?
N3 C12 C11 116.1(2) . . ?
C6 C1 H1 121.1 . . ?
C2 C1 H1 121.1 . . ?
C2 C1 C6 117.8(3) . . ?
C23 C18 C17 122.1(3) . . ?
C19 C18 C23 117.4(3) . . ?
C19 C18 C17 120.4(3) . . ?
C1 C6 C5 121.1(3) . . ?
C7 C6 C1 134.7(3) . . ?
C7 C6 C5 104.2(3) . . ?
C1 C2 H2 119.3 . . ?
C1 C2 C3 121.3(3) . . ?
C3 C2 H2 119.3 . . ?
O1 C10 N4 121.9(3) . . ?
O1 C10 C9 117.7(3) . . ?
N4 C10 C9 120.4(2) . . ?
C18 C23 H23 119.6 . . ?
C22 C23 C18 120.9(3) . . ?
C22 C23 H23 119.6 . . ?
N1 C5 C6 112.5(3) . . ?
N1 C5 C4 127.9(3) . . ?
C4 C5 C6 119.5(3) . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
C5 C4 H4 121.0 . . ?
C3 C4 C5 118.0(3) . . ?
C3 C4 H4 121.0 . . ?
N1 N2 C8 119.3(2) . . ?
C7 N2 N1 113.8(2) . . ?
C7 N2 C8 126.7(2) . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
N3 C13 C14 110.0(3) . . ?
N3 C13 C16 106.8(2) . . ?
N3 C13 C15 109.6(3) . . ?
C16 C13 C14 109.4(3) . . ?
C16 C13 C15 110.2(3) . . ?
C15 C13 C14 110.8(3) . . ?
N2 C8 H8 117.7 . . ?
C9 C8 N2 124.6(3) . . ?
C9 C8 H8 117.7 . . ?
C10 C9 H9 114.0 . . ?
C8 C9 C10 132.1(3) . . ?
C8 C9 H9 114.0 . . ?
C19 C20 H20 120.5 . . ?
C19 C20 C21 119.0(3) . . ?
C21 C20 H20 120.5 . . ?
C6 C7 C11 133.0(3) . . ?
N2 C7 C6 106.1(3) . . ?
N2 C7 C11 120.7(3) . . ?
N4 C11 C12 110.5(2) . . ?
N4 C11 C7 111.7(2) . . ?
N4 C11 H11 106.5 . . ?
C12 C11 H11 106.5 . . ?
C7 C11 C12 114.7(2) . . ?
C7 C11 H11 106.5 . . ?
C18 C19 C20 122.6(3) . . ?
C18 C19 H19 118.7 . . ?
C20 C19 H19 118.7 . . ?
C23 C22 H22 119.5 . . ?
C23 C22 C21 120.9(3) . . ?
C21 C22 H22 119.5 . . ?
N4 C17 C18 113.6(2) . . ?
N4 C17 H17A 108.8 . . ?
N4 C17 H17B 108.8 . . ?
C18 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
O3 C21 C20 124.2(3) . . ?
O3 C21 C22 116.6(3) . . ?
C22 C21 C20 119.2(3) . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2 C3 H3A 118.9 . . ?
C4 C3 C2 122.2(3) . . ?
C4 C3 H3A 118.9 . . ?
O3 C24 H24A 109.5 . . ?
O3 C24 H24B 109.5 . . ?
O3 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
O2 C12 C11 N4 16.9(4) . . . . ?
O2 C12 C11 C7 144.2(3) . . . . ?
O1 C10 C9 C8 -151.1(3) . . . . ?
N3 C12 C11 N4 -167.1(2) . . . . ?
N3 C12 C11 C7 -39.7(4) . . . . ?
N4 C10 C9 C8 27.7(5) . . . . ?
N1 C5 C4 C3 -178.0(3) . . . . ?
N1 N2 C8 C9 154.7(3) . . . . ?
N1 N2 C7 C6 -2.1(3) . . . . ?
N1 N2 C7 C11 173.6(2) . . . . ?
C12 N3 C13 C14 56.2(4) . . . . ?
C12 N3 C13 C16 174.8(3) . . . . ?
C12 N3 C13 C15 -65.8(4) . . . . ?
C1 C6 C5 N1 177.2(3) . . . . ?
C1 C6 C5 C4 -3.9(4) . . . . ?
C1 C6 C7 N2 -176.3(3) . . . . ?
C1 C6 C7 C11 8.8(6) . . . . ?
C1 C2 C3 C4 -2.7(5) . . . . ?
C18 C23 C22 C21 0.0(4) . . . . ?
C6 C1 C2 C3 2.1(4) . . . . ?
C6 C5 C4 C3 3.3(4) . . . . ?
C6 C7 C11 N4 -118.0(3) . . . . ?
C6 C7 C11 C12 115.3(3) . . . . ?
C2 C1 C6 C5 1.1(4) . . . . ?
C2 C1 C6 C7 179.2(3) . . . . ?
C10 N4 C11 C12 57.8(3) . . . . ?
C10 N4 C11 C7 -71.1(3) . . . . ?
C10 N4 C17 C18 148.8(3) . . . . ?
C23 C18 C19 C20 0.3(4) . . . . ?
C23 C18 C17 N4 -43.2(4) . . . . ?
C23 C22 C21 O3 -179.0(2) . . . . ?
C23 C22 C21 C20 0.8(4) . . . . ?
C5 N1 N2 C8 -174.0(3) . . . . ?
C5 N1 N2 C7 1.2(3) . . . . ?
C5 C6 C7 N2 2.0(3) . . . . ?
C5 C6 C7 C11 -172.9(3) . . . . ?
C5 C4 C3 C2 -0.1(4) . . . . ?
N2 N1 C5 C6 0.2(3) . . . . ?
N2 N1 C5 C4 -178.6(3) . . . . ?
N2 C8 C9 C10 -8.3(5) . . . . ?
N2 C7 C11 N4 67.8(3) . . . . ?
N2 C7 C11 C12 -58.9(3) . . . . ?
C13 N3 C12 O2 3.8(5) . . . . ?
C13 N3 C12 C11 -171.9(3) . . . . ?
C8 N2 C7 C6 172.7(3) . . . . ?
C8 N2 C7 C11 -11.7(4) . . . . ?
C7 C6 C5 N1 -1.4(3) . . . . ?
C7 C6 C5 C4 177.6(3) . . . . ?
C7 N2 C8 C9 -19.8(5) . . . . ?
C11 N4 C10 O1 -164.7(3) . . . . ?
C11 N4 C10 C9 16.6(4) . . . . ?
C11 N4 C17 C18 -52.8(3) . . . . ?
C19 C18 C23 C22 -0.5(4) . . . . ?
C19 C18 C17 N4 137.4(3) . . . . ?
C19 C20 C21 O3 178.8(3) . . . . ?
C19 C20 C21 C22 -1.0(4) . . . . ?
C17 N4 C10 O1 -7.0(4) . . . . ?
C17 N4 C10 C9 174.2(3) . . . . ?
C17 N4 C11 C12 -100.1(3) . . . . ?
C17 N4 C11 C7 130.9(3) . . . . ?
C17 C18 C23 C22 180.0(3) . . . . ?
C17 C18 C19 C20 179.8(3) . . . . ?
C21 C20 C19 C18 0.5(4) . . . . ?
C24 O3 C21 C20 -2.4(4) . . . . ?
C24 O3 C21 C22 177.4(3) . . . . ?

