 
data_shelxl
 
_audit_creation_method            'SHELXL-2017/1'
_shelx_SHELXL_version_number      '2017/1'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety
 'C40 H28 N4 O4'
_chemical_formula_sum
 'C40 H28 N4 O4' 
_chemical_formula_weight          628.66

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       monoclinic
_space_group_IT_number            4
_space_group_name_H-M_alt         'P 21'
_space_group_name_Hall            'P 2yb'
 
_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+1/2, -z'
 
_cell_length_a                    4.7896(2)
_cell_length_b                    50.055(3)
_cell_length_c                    6.5050(4)
_cell_angle_alpha                 90
_cell_angle_beta                  105.331(7)
_cell_angle_gamma                 90
_cell_volume                      1504.03(15)
_cell_formula_units_Z             2
_cell_measurement_temperature     299(2)
_cell_measurement_reflns_used     12352
_cell_measurement_theta_min       3.53
_cell_measurement_theta_max       68.28
 
_exptl_crystal_description        plate
_exptl_crystal_colour             red-brown
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.388          
_exptl_crystal_F_000              656
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.699
_exptl_crystal_size_mid           0.037
_exptl_crystal_size_min           0.005
_exptl_absorpt_coefficient_mu     0.734
_shelx_estimated_absorpt_T_min    0.627
_shelx_estimated_absorpt_T_max    0.993
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.968
_exptl_absorpt_correction_T_max   0.996
_exptl_absorpt_process_details    'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       299(2)
_diffrn_radiation_wavelength      1.54187
_diffrn_radiation_type            CuK\a
_diffrn_source                    ?
_diffrn_measurement_device_type   'Rigaku R-AXIS RAPID'
_diffrn_measurement_method        'ω'
_diffrn_detector_area_resol_mean  10.000
_diffrn_reflns_number             17501
_diffrn_reflns_av_unetI/netI      0.0909
_diffrn_reflns_av_R_equivalents   0.0906
_diffrn_reflns_limit_h_min        -5
_diffrn_reflns_limit_h_max        5
_diffrn_reflns_limit_k_min        -60
_diffrn_reflns_limit_k_max        59
_diffrn_reflns_limit_l_min        -7
_diffrn_reflns_limit_l_max        7
_diffrn_reflns_theta_min          3.532
_diffrn_reflns_theta_max          68.245
_diffrn_reflns_theta_full         67.687
_diffrn_measured_fraction_theta_max   0.999
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.999
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.973
_diffrn_reflns_point_group_measured_fraction_full  0.975
_reflns_number_total              5495
_reflns_number_gt                 2781
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.925
_reflns_Friedel_fraction_max      0.947
_reflns_Friedel_fraction_full     0.951
 
_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        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement 'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_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)+(0.1131P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_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        0.0103(17)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_abs_structure_details
;
 Flack x determined using 987 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack    0.2(3)
_chemical_absolute_configuration  ?
_refine_ls_number_reflns          5349
_refine_ls_number_parameters      434
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.0983
_refine_ls_R_factor_gt            0.0699
_refine_ls_wR_factor_ref          0.2017
_refine_ls_wR_factor_gt           0.1682
_refine_ls_goodness_of_fit_ref    0.928
_refine_ls_restrained_S_all       0.928
_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 -0.2373(11) 0.57828(10) 1.1231(7) 0.0811(13) Uani 1 1 d . . . . .
O2 O 0.8700(11) 0.42166(10) 0.1678(7) 0.0809(13) Uani 1 1 d . . . . .
N1 N 0.6199(12) 0.49671(11) 0.3368(8) 0.0632(14) Uani 1 1 d . . . . .
O3 O 0.1562(12) 0.62050(10) 0.6486(8) 0.0902(16) Uani 1 1 d . . . . .
O4 O 0.4746(12) 0.37934(9) 0.6424(9) 0.0875(16) Uani 1 1 d . . . . .
N2 N -0.0335(11) 0.59971(10) 0.8893(9) 0.0654(14) Uani 1 1 d . . . . .
N3 N 0.6654(11) 0.40021(10) 0.4011(9) 0.0664(14) Uani 1 1 d . . . . .
N4 N 0.0128(11) 0.50329(11) 0.9544(8) 0.0619(13) Uani 1 1 d . . . . .
C1 C 0.1476(12) 0.55019(12) 0.7661(9) 0.0545(15) Uani 1 1 d . . . . .
C2 C 0.2081(13) 0.57374(12) 0.6667(9) 0.0569(14) Uani 1 1 d . . . . .
C3 C 0.4014(13) 0.47464(12) 0.5863(9) 0.0528(14) Uani 1 1 d . . . . .
C4 C 0.4735(12) 0.49765(12) 0.4851(9) 0.0530(13) Uani 1 1 d . . . . .
C5 C 0.2470(12) 0.47606(12) 0.7456(9) 0.0542(14) Uani 1 1 d . . . . .
C6 C 0.6374(13) 0.44889(12) 0.3677(9) 0.0571(14) Uani 1 1 d . . . . .
C7 C -0.1010(13) 0.57683(14) 0.9887(11) 0.0629(16) Uani 1 1 d . . . . .
C8 C -0.0061(13) 0.55118(11) 0.9221(9) 0.0557(14) Uani 1 1 d . . . . .
C9 C 0.3608(14) 0.57233(13) 0.5139(9) 0.0631(17) Uani 1 1 d . . . . .
H9 H 0.407451 0.587868 0.451833 0.076 Uiso 1 1 calc R U . . .
C10 C 0.3870(13) 0.52393(12) 0.5453(9) 0.0550(14) Uani 1 1 d . . . . .
C11 C 0.2317(13) 0.52517(12) 0.7037(9) 0.0535(14) Uani 1 1 d . . . . .
C12 C 0.6951(14) 0.47228(13) 0.2800(10) 0.0631(16) Uani 1 1 d . . . . .
H12 H 0.792604 0.471401 0.174044 0.076 Uiso 1 1 calc R U . . .
C13 C 0.7323(13) 0.42293(13) 0.3017(10) 0.0630(15) Uani 1 1 d . . . . .
C14 C 0.4449(13) 0.54740(12) 0.4530(9) 0.0610(16) Uani 1 1 d . . . . .
H14 H 0.542812 0.546627 0.347282 0.073 Uiso 1 1 calc R U . . .
C15 C -0.0636(15) 0.52781(13) 1.0099(10) 0.0640(17) Uani 1 1 d . . . . .
H15 H -0.162002 0.528715 1.115220 0.077 Uiso 1 1 calc R U . . .
C16 C 0.1625(13) 0.50209(13) 0.8072(8) 0.0537(14) Uani 1 1 d . . . . .
C17 C 0.5190(15) 0.40043(13) 0.5603(10) 0.0652(16) Uani 1 1 d . . . . .
C18 C 0.1881(13) 0.45268(13) 0.8366(10) 0.0607(16) Uani 1 1 d . . . . .
H18 H 0.088778 0.453415 0.941547 0.073 Uiso 1 1 calc R U . . .
C19 C 0.1135(15) 0.59976(14) 0.7296(11) 0.0654(16) Uani 1 1 d . . . . .
C20 C 0.2728(13) 0.42789(12) 0.7762(9) 0.0615(16) Uani 1 1 d . . . . .
H20 H 0.228616 0.412408 0.840160 0.074 Uiso 1 1 calc R U . . .
C21 C 0.4215(13) 0.42623(12) 0.6223(10) 0.0563(15) Uani 1 1 d . . . . .
C22 C 0.4857(12) 0.44949(12) 0.5245(9) 0.0551(14) Uani 1 1 d . . . . .
C23 C -0.1274(16) 0.62572(14) 0.9528(14) 0.078(2) Uani 1 1 d . . . . .
H23 H -0.277943 0.622764 1.024879 0.093 Uiso 1 1 calc R U . . .
H23A H -0.210732 0.636109 0.825477 0.093 Uiso 1 1 calc R U . . .
C24 C 0.1112(16) 0.64154(14) 1.0961(11) 0.0769(19) Uani 1 1 d . . . . .
H24 H 0.250063 0.646677 1.018487 0.092 Uiso 1 1 calc R U . . .
H24A H 0.210828 0.630525 1.215747 0.092 Uiso 1 1 calc R U . . .
C25 C 0.2297(17) 0.68603(15) 1.2829(13) 0.081(2) Uani 1 1 d . . . . .
C26 C 0.7608(16) 0.37385(13) 0.3382(13) 0.0774(19) Uani 1 1 d . . . . .
H26 H 0.842883 0.363477 0.465849 0.093 Uiso 1 1 calc R U . . .
H26A H 0.912244 0.376714 0.266737 0.093 Uiso 1 1 calc R U . . .
C27 C 0.5206(15) 0.35806(14) 0.1937(12) 0.079(2) Uani 1 1 d . . . . .
H27 H 0.423905 0.369009 0.072822 0.095 Uiso 1 1 calc R U . . .
H27A H 0.379567 0.353216 0.270254 0.095 Uiso 1 1 calc R U . . .
C28 C 0.4019(18) 0.31394(15) 0.0026(15) 0.087(2) Uani 1 1 d . . . . .
C29 C 0.328(2) 0.70503(18) 1.1652(15) 0.102(3) Uani 1 1 d . . . . .
H29 H 0.244946 0.705737 1.018926 0.122 Uiso 1 1 calc R U . . .
C30 C 0.6353(18) 0.33303(17) 0.1149(15) 0.099(3) Uani 1 1 d . . . . .
H30 H 0.749337 0.338057 0.017995 0.119 Uiso 1 1 calc R U . . .
H30A H 0.762910 0.323936 0.235317 0.119 Uiso 1 1 calc R U . . .
C31 C 0.280(2) 0.31572(19) -0.2118(18) 0.113(3) Uani 1 1 d . . . . .
H31 H 0.342677 0.328868 -0.290033 0.136 Uiso 1 1 calc R U . . .
C32 C -0.0056(17) 0.66661(16) 1.1791(14) 0.095(2) Uani 1 1 d . . . . .
H32 H -0.141353 0.675426 1.061344 0.114 Uiso 1 1 calc R U . . .
H32A H -0.110127 0.661400 1.281728 0.114 Uiso 1 1 calc R U . . .
C33 C -0.032(2) 0.2796(2) -0.204(2) 0.127(3) Uani 1 1 d . . . . .
H33 H -0.179601 0.268192 -0.273506 0.152 Uiso 1 1 calc R U . . .
C34 C 0.088(3) 0.2773(2) 0.010(2) 0.118(3) Uani 1 1 d . . . . .
H34 H 0.022604 0.264043 0.086877 0.142 Uiso 1 1 calc R U . . .
C35 C 0.304(2) 0.29443(18) 0.1128(15) 0.103(2) Uani 1 1 d . . . . .
H35 H 0.384670 0.292724 0.258828 0.124 Uiso 1 1 calc R U . . .
C36 C 0.350(2) 0.6857(2) 1.4989(17) 0.114(3) Uani 1 1 d . . . . .
H36 H 0.289379 0.673253 1.584006 0.136 Uiso 1 1 calc R U . . .
C37 C 0.540(2) 0.72269(19) 1.253(2) 0.118(3) Uani 1 1 d . . . . .
H37 H 0.602508 0.735066 1.168628 0.142 Uiso 1 1 calc R U . . .
C38 C 0.067(3) 0.2986(2) -0.3132(18) 0.131(3) Uani 1 1 d . . . . .
H38 H -0.011418 0.300033 -0.459688 0.157 Uiso 1 1 calc R U . . .
C39 C 0.567(3) 0.7043(3) 1.590(2) 0.147(4) Uani 1 1 d . . . . .
H39 H 0.648436 0.704440 1.737049 0.176 Uiso 1 1 calc R U . . .
C40 C 0.658(3) 0.7221(2) 1.464(3) 0.136(4) Uani 1 1 d . . . . .
H40 H 0.805267 0.734050 1.524540 0.163 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 C7 1.223(7) . ?
O2 C13 1.225(6) . ?
N1 C4 1.335(7) . ?
N1 C12 1.354(8) . ?
O3 C19 1.206(7) . ?
O4 C17 1.227(7) . ?
N2 C7 1.395(8) . ?
N2 C19 1.400(8) . ?
N2 C23 1.471(8) . ?
N3 C13 1.387(8) . ?
N3 C17 1.395(8) . ?
N3 C26 1.489(8) . ?
N4 C16 1.340(7) . ?
N4 C15 1.357(8) . ?
C1 C8 1.403(7) . ?
C1 C11 1.408(7) . ?
C1 C2 1.411(7) . ?
C2 C9 1.383(7) . ?
C2 C19 1.472(9) . ?
C3 C22 1.412(7) . ?
C3 C4 1.414(7) . ?
C3 C5 1.425(7) . ?
C4 C10 1.464(8) . ?
C5 C18 1.374(8) . ?
C5 C16 1.452(8) . ?
C6 C12 1.362(8) . ?
C6 C22 1.401(7) . ?
C6 C13 1.478(8) . ?
C7 C8 1.465(8) . ?
C8 C15 1.362(8) . ?
C9 C14 1.400(8) . ?
C9 H9 0.9300 . ?
C10 C14 1.380(8) . ?
C10 C11 1.422(7) . ?
C11 C16 1.420(7) . ?
C12 H12 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C17 C21 1.466(9) . ?
C18 C20 1.394(8) . ?
C18 H18 0.9300 . ?
C20 C21 1.376(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.399(8) . ?
C23 C24 1.496(10) . ?
C23 H23 0.9700 . ?
C23 H23A 0.9700 . ?
C24 C32 1.529(10) . ?
C24 H24 0.9700 . ?
C24 H24A 0.9700 . ?
C25 C36 1.371(12) . ?
C25 C29 1.379(11) . ?
C25 C32 1.506(10) . ?
C26 C27 1.503(10) . ?
C26 H26 0.9700 . ?
C26 H26A 0.9700 . ?
C27 C30 1.511(9) . ?
C27 H27 0.9700 . ?
C27 H27A 0.9700 . ?
C28 C31 1.365(12) . ?
C28 C35 1.366(11) . ?
C28 C30 1.505(11) . ?
C29 C37 1.354(13) . ?
C29 H29 0.9300 . ?
C30 H30 0.9700 . ?
C30 H30A 0.9700 . ?
C31 C38 1.361(13) . ?
C31 H31 0.9300 . ?
C32 H32 0.9700 . ?
C32 H32A 0.9700 . ?
C33 C38 1.345(15) . ?
C33 C34 1.363(14) . ?
C33 H33 0.9300 . ?
C34 C35 1.376(13) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C36 C39 1.405(15) . ?
C36 H36 0.9300 . ?
C37 C40 1.335(14) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 C40 1.362(15) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
 
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
C4 N1 C12 117.2(5) . . ?
C7 N2 C19 124.7(6) . . ?
C7 N2 C23 118.1(5) . . ?
C19 N2 C23 117.2(5) . . ?
C13 N3 C17 124.3(5) . . ?
C13 N3 C26 118.2(5) . . ?
C17 N3 C26 117.5(5) . . ?
C16 N4 C15 117.6(5) . . ?
C8 C1 C11 119.0(5) . . ?
C8 C1 C2 120.8(5) . . ?
C11 C1 C2 120.1(5) . . ?
C9 C2 C1 119.9(5) . . ?
C9 C2 C19 120.3(5) . . ?
C1 C2 C19 119.7(5) . . ?
C22 C3 C4 118.1(5) . . ?
C22 C3 C5 119.6(5) . . ?
C4 C3 C5 122.4(5) . . ?
N1 C4 C3 123.2(5) . . ?
N1 C4 C10 117.7(5) . . ?
C3 C4 C10 119.1(5) . . ?
C18 C5 C3 118.4(6) . . ?
C18 C5 C16 122.8(5) . . ?
C3 C5 C16 118.8(5) . . ?
C12 C6 C22 119.2(5) . . ?
C12 C6 C13 121.5(5) . . ?
C22 C6 C13 119.3(5) . . ?
O1 C7 N2 121.0(6) . . ?
O1 C7 C8 122.0(6) . . ?
N2 C7 C8 117.0(5) . . ?
C15 C8 C1 118.4(5) . . ?
C15 C8 C7 121.0(5) . . ?
C1 C8 C7 120.5(5) . . ?
C2 C9 C14 119.7(5) . . ?
C2 C9 H9 120.2 . . ?
C14 C9 H9 120.2 . . ?
C14 C10 C11 118.8(5) . . ?
C14 C10 C4 123.0(5) . . ?
C11 C10 C4 118.2(5) . . ?
C1 C11 C16 117.8(5) . . ?
C1 C11 C10 119.5(5) . . ?
C16 C11 C10 122.7(5) . . ?
N1 C12 C6 124.3(5) . . ?
N1 C12 H12 117.8 . . ?
C6 C12 H12 117.8 . . ?
O2 C13 N3 121.5(6) . . ?
O2 C13 C6 121.1(6) . . ?
N3 C13 C6 117.3(5) . . ?
C10 C14 C9 122.0(5) . . ?
C10 C14 H14 119.0 . . ?
C9 C14 H14 119.0 . . ?
N4 C15 C8 124.5(5) . . ?
N4 C15 H15 117.7 . . ?
C8 C15 H15 117.7 . . ?
N4 C16 C11 122.6(6) . . ?
N4 C16 C5 118.6(5) . . ?
C11 C16 C5 118.8(4) . . ?
O4 C17 N3 119.7(6) . . ?
O4 C17 C21 122.3(6) . . ?
N3 C17 C21 118.0(5) . . ?
C5 C18 C20 121.9(5) . . ?
C5 C18 H18 119.1 . . ?
C20 C18 H18 119.1 . . ?
O3 C19 N2 120.2(6) . . ?
O3 C19 C2 122.6(6) . . ?
N2 C19 C2 117.2(5) . . ?
C21 C20 C18 120.3(5) . . ?
C21 C20 H20 119.9 . . ?
C18 C20 H20 119.9 . . ?
C20 C21 C22 119.9(6) . . ?
C20 C21 C17 121.1(5) . . ?
C22 C21 C17 118.9(5) . . ?
C21 C22 C6 122.1(6) . . ?
C21 C22 C3 119.9(5) . . ?
C6 C22 C3 117.9(5) . . ?
N2 C23 C24 113.8(6) . . ?
N2 C23 H23 108.8 . . ?
C24 C23 H23 108.8 . . ?
N2 C23 H23A 108.8 . . ?
C24 C23 H23A 108.8 . . ?
H23 C23 H23A 107.7 . . ?
C23 C24 C32 111.3(6) . . ?
C23 C24 H24 109.4 . . ?
C32 C24 H24 109.4 . . ?
C23 C24 H24A 109.4 . . ?
C32 C24 H24A 109.4 . . ?
H24 C24 H24A 108.0 . . ?
C36 C25 C29 117.7(9) . . ?
C36 C25 C32 120.9(8) . . ?
C29 C25 C32 121.4(8) . . ?
N3 C26 C27 113.5(6) . . ?
N3 C26 H26 108.9 . . ?
C27 C26 H26 108.9 . . ?
N3 C26 H26A 108.9 . . ?
C27 C26 H26A 108.9 . . ?
H26 C26 H26A 107.7 . . ?
C26 C27 C30 111.2(6) . . ?
C26 C27 H27 109.4 . . ?
C30 C27 H27 109.4 . . ?
C26 C27 H27A 109.4 . . ?
C30 C27 H27A 109.4 . . ?
H27 C27 H27A 108.0 . . ?
C31 C28 C35 117.9(8) . . ?
C31 C28 C30 121.2(8) . . ?
C35 C28 C30 120.9(9) . . ?
C37 C29 C25 122.9(10) . . ?
C37 C29 H29 118.6 . . ?
C25 C29 H29 118.6 . . ?
C28 C30 C27 113.6(6) . . ?
C28 C30 H30 108.8 . . ?
C27 C30 H30 108.8 . . ?
C28 C30 H30A 108.8 . . ?
C27 C30 H30A 108.8 . . ?
H30 C30 H30A 107.7 . . ?
C38 C31 C28 121.2(9) . . ?
C38 C31 H31 119.4 . . ?
C28 C31 H31 119.4 . . ?
C25 C32 C24 112.8(6) . . ?
C25 C32 H32 109.0 . . ?
C24 C32 H32 109.0 . . ?
C25 C32 H32A 109.0 . . ?
C24 C32 H32A 109.0 . . ?
H32 C32 H32A 107.8 . . ?
C38 C33 C34 119.4(10) . . ?
C38 C33 H33 120.3 . . ?
C34 C33 H33 120.3 . . ?
C33 C34 C35 120.0(10) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C28 C35 C34 120.8(9) . . ?
C28 C35 H35 119.6 . . ?
C34 C35 H35 119.6 . . ?
C25 C36 C39 119.4(9) . . ?
C25 C36 H36 120.3 . . ?
C39 C36 H36 120.3 . . ?
C40 C37 C29 119.1(11) . . ?
C40 C37 H37 120.4 . . ?
C29 C37 H37 120.4 . . ?
C33 C38 C31 120.7(11) . . ?
C33 C38 H38 119.6 . . ?
C31 C38 H38 119.6 . . ?
C40 C39 C36 119.7(11) . . ?
C40 C39 H39 120.1 . . ?
C36 C39 H39 120.1 . . ?
C37 C40 C39 121.2(12) . . ?
C37 C40 H40 119.4 . . ?
C39 C40 H40 119.4 . . ?
 
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
C8 C1 C2 C9 179.7(5) . . . . ?
C11 C1 C2 C9 -2.7(9) . . . . ?
C8 C1 C2 C19 1.1(9) . . . . ?
C11 C1 C2 C19 178.6(5) . . . . ?
C12 N1 C4 C3 1.5(8) . . . . ?
C12 N1 C4 C10 -179.0(5) . . . . ?
C22 C3 C4 N1 -0.9(8) . . . . ?
C5 C3 C4 N1 179.5(5) . . . . ?
C22 C3 C4 C10 179.6(5) . . . . ?
C5 C3 C4 C10 -0.1(8) . . . . ?
C22 C3 C5 C18 0.8(8) . . . . ?
C4 C3 C5 C18 -179.5(6) . . . . ?
C22 C3 C5 C16 179.9(5) . . . . ?
C4 C3 C5 C16 -0.4(8) . . . . ?
C19 N2 C7 O1 -177.9(6) . . . . ?
C23 N2 C7 O1 0.8(10) . . . . ?
C19 N2 C7 C8 1.0(9) . . . . ?
C23 N2 C7 C8 179.8(6) . . . . ?
C11 C1 C8 C15 1.1(8) . . . . ?
C2 C1 C8 C15 178.7(6) . . . . ?
C11 C1 C8 C7 -179.1(5) . . . . ?
C2 C1 C8 C7 -1.5(9) . . . . ?
O1 C7 C8 C15 -0.8(10) . . . . ?
N2 C7 C8 C15 -179.7(6) . . . . ?
O1 C7 C8 C1 179.4(5) . . . . ?
N2 C7 C8 C1 0.5(9) . . . . ?
C1 C2 C9 C14 2.4(9) . . . . ?
C19 C2 C9 C14 -178.9(6) . . . . ?
N1 C4 C10 C14 1.3(8) . . . . ?
C3 C4 C10 C14 -179.2(5) . . . . ?
N1 C4 C10 C11 -179.8(5) . . . . ?
C3 C4 C10 C11 -0.3(7) . . . . ?
C8 C1 C11 C16 -1.7(8) . . . . ?
C2 C1 C11 C16 -179.3(5) . . . . ?
C8 C1 C11 C10 179.9(5) . . . . ?
C2 C1 C11 C10 2.3(8) . . . . ?
C14 C10 C11 C1 -1.6(8) . . . . ?
C4 C10 C11 C1 179.5(5) . . . . ?
C14 C10 C11 C16 -180.0(6) . . . . ?
C4 C10 C11 C16 1.1(8) . . . . ?
C4 N1 C12 C6 -1.7(9) . . . . ?
C22 C6 C12 N1 1.3(10) . . . . ?
C13 C6 C12 N1 -178.5(5) . . . . ?
C17 N3 C13 O2 177.5(6) . . . . ?
C26 N3 C13 O2 -1.1(9) . . . . ?
C17 N3 C13 C6 -1.0(9) . . . . ?
C26 N3 C13 C6 -179.6(6) . . . . ?
C12 C6 C13 O2 1.1(10) . . . . ?
C22 C6 C13 O2 -178.7(5) . . . . ?
C12 C6 C13 N3 179.5(6) . . . . ?
C22 C6 C13 N3 -0.2(9) . . . . ?
C11 C10 C14 C9 1.4(9) . . . . ?
C4 C10 C14 C9 -179.8(5) . . . . ?
C2 C9 C14 C10 -1.8(9) . . . . ?
C16 N4 C15 C8 2.0(10) . . . . ?
C1 C8 C15 N4 -1.3(10) . . . . ?
C7 C8 C15 N4 178.9(5) . . . . ?
C15 N4 C16 C11 -2.6(8) . . . . ?
C15 N4 C16 C5 179.9(5) . . . . ?
C1 C11 C16 N4 2.5(8) . . . . ?
C10 C11 C16 N4 -179.1(5) . . . . ?
C1 C11 C16 C5 -180.0(5) . . . . ?
C10 C11 C16 C5 -1.6(8) . . . . ?
C18 C5 C16 N4 -2.1(9) . . . . ?
C3 C5 C16 N4 178.8(5) . . . . ?
C18 C5 C16 C11 -179.7(5) . . . . ?
C3 C5 C16 C11 1.2(7) . . . . ?
C13 N3 C17 O4 -178.4(6) . . . . ?
C26 N3 C17 O4 0.1(10) . . . . ?
C13 N3 C17 C21 2.0(9) . . . . ?
C26 N3 C17 C21 -179.5(6) . . . . ?
C3 C5 C18 C20 -0.5(9) . . . . ?
C16 C5 C18 C20 -179.6(5) . . . . ?
C7 N2 C19 O3 178.1(6) . . . . ?
C23 N2 C19 O3 -0.7(11) . . . . ?
C7 N2 C19 C2 -1.4(10) . . . . ?
C23 N2 C19 C2 179.8(6) . . . . ?
C9 C2 C19 O3 2.2(11) . . . . ?
C1 C2 C19 O3 -179.1(7) . . . . ?
C9 C2 C19 N2 -178.4(6) . . . . ?
C1 C2 C19 N2 0.3(9) . . . . ?
C5 C18 C20 C21 0.4(10) . . . . ?
C18 C20 C21 C22 -0.6(9) . . . . ?
C18 C20 C21 C17 178.4(6) . . . . ?
O4 C17 C21 C20 -0.4(10) . . . . ?
N3 C17 C21 C20 179.2(6) . . . . ?
O4 C17 C21 C22 178.6(6) . . . . ?
N3 C17 C21 C22 -1.8(9) . . . . ?
C20 C21 C22 C6 179.8(5) . . . . ?
C17 C21 C22 C6 0.7(9) . . . . ?
C20 C21 C22 C3 0.9(8) . . . . ?
C17 C21 C22 C3 -178.1(5) . . . . ?
C12 C6 C22 C21 -179.5(6) . . . . ?
C13 C6 C22 C21 0.3(9) . . . . ?
C12 C6 C22 C3 -0.6(8) . . . . ?
C13 C6 C22 C3 179.1(5) . . . . ?
C4 C3 C22 C21 179.3(5) . . . . ?
C5 C3 C22 C21 -1.0(8) . . . . ?
C4 C3 C22 C6 0.4(8) . . . . ?
C5 C3 C22 C6 -179.9(5) . . . . ?
C7 N2 C23 C24 103.5(7) . . . . ?
C19 N2 C23 C24 -77.6(8) . . . . ?
N2 C23 C24 C32 -172.8(6) . . . . ?
C13 N3 C26 C27 -103.2(7) . . . . ?
C17 N3 C26 C27 78.1(8) . . . . ?
N3 C26 C27 C30 173.5(6) . . . . ?
C36 C25 C29 C37 1.4(12) . . . . ?
C32 C25 C29 C37 -179.7(8) . . . . ?
C31 C28 C30 C27 89.2(10) . . . . ?
C35 C28 C30 C27 -90.2(9) . . . . ?
C26 C27 C30 C28 169.5(7) . . . . ?
C35 C28 C31 C38 -0.1(14) . . . . ?
C30 C28 C31 C38 -179.5(8) . . . . ?
C36 C25 C32 C24 -94.2(9) . . . . ?
C29 C25 C32 C24 86.9(9) . . . . ?
C23 C24 C32 C25 -167.3(7) . . . . ?
C38 C33 C34 C35 0.8(16) . . . . ?
C31 C28 C35 C34 -0.4(12) . . . . ?
C30 C28 C35 C34 179.0(7) . . . . ?
C33 C34 C35 C28 0.0(14) . . . . ?
C29 C25 C36 C39 -0.4(13) . . . . ?
C32 C25 C36 C39 -179.3(9) . . . . ?
C25 C29 C37 C40 -0.9(15) . . . . ?
C34 C33 C38 C31 -1.3(17) . . . . ?
C28 C31 C38 C33 0.9(16) . . . . ?
C25 C36 C39 C40 -1.1(17) . . . . ?
C29 C37 C40 C39 -0.7(18) . . . . ?
C36 C39 C40 C37 2(2) . . . . ?
 
_refine_diff_density_max    0.439
_refine_diff_density_min   -0.245
_refine_diff_density_rms    0.078



