# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_mo_dd20096_0m
_database_code_depnum_ccdc_archive 'CCDC 2045529'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Huang'
;College of Chemistry and Materials Engineering, Wenzhou University
China
;
_audit_update_record             
;
2020-11-20 deposited with the CCDC.	2021-01-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H36 N4'
_chemical_formula_weight         500.67

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.9183(18)
_cell_length_b                   10.4266(16)
_cell_length_c                   25.338(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.505(7)
_cell_angle_gamma                90
_cell_volume                     2865.9(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1899
_cell_measurement_theta_min      5.084
_cell_measurement_theta_max      44.107

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_F_000             1072
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.988
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4315
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\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            12517
_diffrn_reflns_av_unetI/netI     0.1209
_diffrn_reflns_av_R_equivalents  0.0886
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.537
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.966
_reflns_number_total             5007
_reflns_number_gt                2173
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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=exp[1.0500(sinθ/λ)²)]/[σ²(Fo²)+(0.0990P)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
_refine_ls_extinction_coef       0.012(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5007
_refine_ls_number_parameters     344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1734
_refine_ls_R_factor_gt           0.0745
_refine_ls_wR_factor_ref         0.2398
_refine_ls_wR_factor_gt          0.1736
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_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 0.4792(3) 0.5361(3) 0.35129(12) 0.0564(9) Uani 1 1 d . . . . .
N2 N 0.7819(3) 0.4129(3) 0.15232(14) 0.0704(10) Uani 1 1 d . . . . .
N3 N 0.8880(4) 0.6890(4) 0.34223(16) 0.0923(13) Uani 1 1 d . . . . .
N4 N 0.6306(3) 0.6255(3) 0.41281(13) 0.0621(9) Uani 1 1 d . . . . .
C1 C 0.4430(4) 0.4875(3) 0.30183(16) 0.0549(10) Uani 1 1 d . . . . .
C2 C 0.5238(4) 0.4735(3) 0.26334(15) 0.0538(10) Uani 1 1 d . . . . .
C3 C 0.4859(3) 0.4127(3) 0.20977(15) 0.0536(10) Uani 1 1 d . . . . .
H3 H 0.4237 0.3476 0.2149 0.064 Uiso 1 1 calc R U . . .
C4 C 0.5959(3) 0.3432(4) 0.19037(17) 0.0618(11) Uani 1 1 d . . . . .
H4A H 0.6152 0.2680 0.2122 0.074 Uiso 1 1 calc R U . . .
H4B H 0.5735 0.3145 0.1541 0.074 Uiso 1 1 calc R U . . .
C5 C 0.7077(4) 0.4266(4) 0.19232(17) 0.0605(11) Uani 1 1 d . . . . .
C6 C 0.7291(4) 0.5103(4) 0.23352(16) 0.0611(11) Uani 1 1 d . . . . .
H6 H 0.7989 0.5620 0.2362 0.073 Uiso 1 1 calc R U . . .
C7 C 0.6444(4) 0.5195(3) 0.27295(15) 0.0530(10) Uani 1 1 d . . . . .
C8 C 0.6790(4) 0.5769(3) 0.32318(15) 0.0550(10) Uani 1 1 d . . . . .
C9 C 0.5937(4) 0.5758(3) 0.36184(15) 0.0550(10) Uani 1 1 d . . . . .
C10 C 0.3157(4) 0.4451(4) 0.29246(16) 0.0610(11) Uani 1 1 d . . . . .
H10 H 0.2870 0.4204 0.2580 0.073 Uiso 1 1 calc R U . . .
C11 C 0.2359(4) 0.4383(4) 0.32856(16) 0.0629(11) Uani 1 1 d . . . . .
H11 H 0.2626 0.4721 0.3619 0.075 Uiso 1 1 calc R U . . .
C12 C 0.1135(3) 0.3848(4) 0.32214(16) 0.0571(10) Uani 1 1 d . . . . .
C13 C 0.0419(4) 0.3868(4) 0.36450(19) 0.0784(13) Uani 1 1 d . . . . .
H13 H 0.0717 0.4285 0.3958 0.094 Uiso 1 1 calc R U . . .
C14 C -0.0714(5) 0.3285(5) 0.3609(2) 0.0890(15) Uani 1 1 d . . . . .
H14 H -0.1175 0.3325 0.3896 0.107 Uiso 1 1 calc R U . . .
C15 C -0.1177(4) 0.2644(5) 0.3159(2) 0.0916(16) Uani 1 1 d . . . . .
H15 H -0.1937 0.2234 0.3140 0.110 Uiso 1 1 calc R U . . .
C16 C -0.0492(4) 0.2618(5) 0.2731(2) 0.0850(14) Uani 1 1 d . . . . .
H16 H -0.0796 0.2195 0.2420 0.102 Uiso 1 1 calc R U . . .
C17 C 0.0629(4) 0.3214(4) 0.27634(17) 0.0718(12) Uani 1 1 d . . . . .
H17 H 0.1069 0.3197 0.2470 0.086 Uiso 1 1 calc R U . . .
C18 C 0.4283(3) 0.5055(3) 0.16760(14) 0.0525(10) Uani 1 1 d . . . . .
C19 C 0.3379(4) 0.4625(4) 0.12891(18) 0.0729(13) Uani 1 1 d . . . . .
H19 H 0.3100 0.3784 0.1303 0.088 Uiso 1 1 calc R U . . .
C20 C 0.2880(4) 0.5415(5) 0.08820(18) 0.0807(14) Uani 1 1 d . . . . .
H20 H 0.2274 0.5103 0.0627 0.097 Uiso 1 1 calc R U . . .
C21 C 0.3280(4) 0.6662(5) 0.08534(18) 0.0740(13) Uani 1 1 d . . . . .
H21 H 0.2955 0.7193 0.0578 0.089 Uiso 1 1 calc R U . . .
C22 C 0.4154(4) 0.7107(4) 0.12332(18) 0.0744(13) Uani 1 1 d . . . . .
H22 H 0.4425 0.7950 0.1217 0.089 Uiso 1 1 calc R U . . .
C23 C 0.4646(4) 0.6321(4) 0.16432(16) 0.0654(12) Uani 1 1 d . . . . .
H23 H 0.5234 0.6651 0.1902 0.078 Uiso 1 1 calc R U . . .
C24 C 0.7954(4) 0.2900(4) 0.12609(16) 0.0646(11) Uani 1 1 d . . . . .
H24A H 0.7233 0.2375 0.1294 0.078 Uiso 1 1 calc R U . . .
H24B H 0.8668 0.2454 0.1435 0.078 Uiso 1 1 calc R U . . .
C25 C 0.8104(5) 0.3076(5) 0.06783(18) 0.0947(16) Uani 1 1 d . . . . .
H25A H 0.7361 0.3453 0.0496 0.114 Uiso 1 1 calc R U . . .
H25B H 0.8231 0.2249 0.0518 0.114 Uiso 1 1 calc R U . . .
C26 C 0.9198(5) 0.3943(5) 0.06191(19) 0.1012(17) Uani 1 1 d . . . . .
H26A H 0.9952 0.3529 0.0772 0.121 Uiso 1 1 calc R U . . .
H26B H 0.9261 0.4095 0.0245 0.121 Uiso 1 1 calc R U . . .
C27 C 0.9042(5) 0.5196(5) 0.0895(2) 0.0974(17) Uani 1 1 d . . . . .
H27A H 0.8340 0.5649 0.0715 0.117 Uiso 1 1 calc R U . . .
H27B H 0.9769 0.5721 0.0875 0.117 Uiso 1 1 calc R U . . .
C28 C 0.8848(4) 0.5003(4) 0.14756(19) 0.0849(14) Uani 1 1 d . . . . .
H28A H 0.9593 0.4655 0.1668 0.102 Uiso 1 1 calc R U . . .
H28B H 0.8681 0.5824 0.1633 0.102 Uiso 1 1 calc R U . . .
C29 C 0.7954(4) 0.6377(4) 0.33390(16) 0.0646(11) Uani 1 1 d . . . . .
C30 C 0.7353(4) 0.5639(5) 0.44361(17) 0.0828(14) Uani 1 1 d . . . . .
H30A H 0.7978 0.5442 0.4205 0.099 Uiso 1 1 calc R U . . .
H30B H 0.7088 0.4839 0.4582 0.099 Uiso 1 1 calc R U . . .
C31 C 0.7902(5) 0.6500(7) 0.4885(2) 0.119(2) Uani 1 1 d . . . . .
H31A H 0.8196 0.7290 0.4741 0.143 Uiso 1 1 calc R U . . .
H31B H 0.8595 0.6074 0.5085 0.143 Uiso 1 1 calc R U . . .
C32 C 0.6912(6) 0.6799(6) 0.5249(2) 0.114(2) Uani 1 1 d . . . . .
H32A H 0.6667 0.6018 0.5416 0.137 Uiso 1 1 calc R U . . .
H32B H 0.7236 0.7390 0.5526 0.137 Uiso 1 1 calc R U . . .
C33 C 0.5814(6) 0.7389(6) 0.4922(2) 0.1079(18) Uani 1 1 d . . . . .
H33A H 0.6047 0.8209 0.4784 0.130 Uiso 1 1 calc R U . . .
H33B H 0.5164 0.7538 0.5146 0.130 Uiso 1 1 calc R U . . .
C34 C 0.5337(4) 0.6516(5) 0.44637(17) 0.0839(14) Uani 1 1 d . . . . .
H34A H 0.5051 0.5716 0.4602 0.101 Uiso 1 1 calc R U . . .
H34B H 0.4645 0.6922 0.4254 0.101 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
N1 C9 1.315(4) . ?
N1 C1 1.368(5) . ?
N2 C5 1.375(5) . ?
N2 C24 1.458(4) . ?
N2 C28 1.463(5) . ?
N3 C29 1.142(5) . ?
N4 C9 1.407(5) . ?
N4 C34 1.456(5) . ?
N4 C30 1.458(5) . ?
C1 C2 1.395(5) . ?
C1 C10 1.451(5) . ?
C2 C7 1.397(5) . ?
C2 C3 1.513(5) . ?
C3 C18 1.523(5) . ?
C3 C4 1.530(5) . ?
C3 H3 0.9800 . ?
C4 C5 1.494(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.361(5) . ?
C6 C7 1.439(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.418(5) . ?
C8 C29 1.419(6) . ?
C8 C9 1.426(5) . ?
C10 C11 1.335(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.440(5) . ?
C11 H11 0.9300 . ?
C12 C17 1.394(5) . ?
C12 C13 1.398(6) . ?
C13 C14 1.372(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.369(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.386(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.367(6) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C23 1.384(5) . ?
C18 C19 1.385(5) . ?
C19 C20 1.383(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.376(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.358(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.383(5) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C25 1.515(6) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.519(6) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.500(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.523(6) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C30 C31 1.517(6) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.532(7) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C33 1.509(7) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.520(6) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 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
C9 N1 C1 118.2(3) . . ?
C5 N2 C24 121.7(4) . . ?
C5 N2 C28 121.2(3) . . ?
C24 N2 C28 113.1(3) . . ?
C9 N4 C34 117.0(4) . . ?
C9 N4 C30 117.1(3) . . ?
C34 N4 C30 110.3(3) . . ?
N1 C1 C2 122.6(4) . . ?
N1 C1 C10 115.8(4) . . ?
C2 C1 C10 121.6(4) . . ?
C1 C2 C7 120.1(4) . . ?
C1 C2 C3 122.7(4) . . ?
C7 C2 C3 117.2(4) . . ?
C2 C3 C18 114.4(3) . . ?
C2 C3 C4 110.0(3) . . ?
C18 C3 C4 110.6(3) . . ?
C2 C3 H3 107.2 . . ?
C18 C3 H3 107.2 . . ?
C4 C3 H3 107.2 . . ?
C5 C4 C3 112.4(3) . . ?
C5 C4 H4A 109.1 . . ?
C3 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.9 . . ?
C6 C5 N2 124.6(4) . . ?
C6 C5 C4 117.8(4) . . ?
N2 C5 C4 117.5(3) . . ?
C5 C6 C7 120.5(4) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C2 C7 C8 116.8(4) . . ?
C2 C7 C6 121.5(4) . . ?
C8 C7 C6 121.7(4) . . ?
C7 C8 C29 120.1(4) . . ?
C7 C8 C9 119.0(4) . . ?
C29 C8 C9 120.8(4) . . ?
N1 C9 N4 118.0(4) . . ?
N1 C9 C8 122.8(4) . . ?
N4 C9 C8 119.1(4) . . ?
C11 C10 C1 126.2(4) . . ?
C11 C10 H10 116.9 . . ?
C1 C10 H10 116.9 . . ?
C10 C11 C12 127.8(4) . . ?
C10 C11 H11 116.1 . . ?
C12 C11 H11 116.1 . . ?
C17 C12 C13 116.3(4) . . ?
C17 C12 C11 123.6(4) . . ?
C13 C12 C11 120.0(4) . . ?
C14 C13 C12 121.4(5) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C15 C14 C13 121.1(5) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 118.8(5) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
C17 C16 C15 120.2(5) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C12 122.3(4) . . ?
C16 C17 H17 118.9 . . ?
C12 C17 H17 118.9 . . ?
C23 C18 C19 116.9(4) . . ?
C23 C18 C3 123.3(3) . . ?
C19 C18 C3 119.7(3) . . ?
C20 C19 C18 121.6(4) . . ?
C20 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
C21 C20 C19 120.1(4) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 119.1(4) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C21 C22 C23 120.8(4) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C22 C23 C18 121.4(4) . . ?
C22 C23 H23 119.3 . . ?
C18 C23 H23 119.3 . . ?
N2 C24 C25 111.4(4) . . ?
N2 C24 H24A 109.3 . . ?
C25 C24 H24A 109.3 . . ?
N2 C24 H24B 109.3 . . ?
C25 C24 H24B 109.3 . . ?
H24A C24 H24B 108.0 . . ?
C24 C25 C26 110.0(4) . . ?
C24 C25 H25A 109.7 . . ?
C26 C25 H25A 109.7 . . ?
C24 C25 H25B 109.7 . . ?
C26 C25 H25B 109.7 . . ?
H25A C25 H25B 108.2 . . ?
C27 C26 C25 109.9(4) . . ?
C27 C26 H26A 109.7 . . ?
C25 C26 H26A 109.7 . . ?
C27 C26 H26B 109.7 . . ?
C25 C26 H26B 109.7 . . ?
H26A C26 H26B 108.2 . . ?
C26 C27 C28 111.8(4) . . ?
C26 C27 H27A 109.3 . . ?
C28 C27 H27A 109.3 . . ?
C26 C27 H27B 109.3 . . ?
C28 C27 H27B 109.3 . . ?
H27A C27 H27B 107.9 . . ?
N2 C28 C27 110.7(4) . . ?
N2 C28 H28A 109.5 . . ?
C27 C28 H28A 109.5 . . ?
N2 C28 H28B 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 108.1 . . ?
N3 C29 C8 178.6(5) . . ?
N4 C30 C31 111.1(4) . . ?
N4 C30 H30A 109.4 . . ?
C31 C30 H30A 109.4 . . ?
N4 C30 H30B 109.4 . . ?
C31 C30 H30B 109.4 . . ?
H30A C30 H30B 108.0 . . ?
C30 C31 C32 109.0(4) . . ?
C30 C31 H31A 109.9 . . ?
C32 C31 H31A 109.9 . . ?
C30 C31 H31B 109.9 . . ?
C32 C31 H31B 109.9 . . ?
H31A C31 H31B 108.3 . . ?
C33 C32 C31 108.9(5) . . ?
C33 C32 H32A 109.9 . . ?
C31 C32 H32A 109.9 . . ?
C33 C32 H32B 109.9 . . ?
C31 C32 H32B 109.9 . . ?
H32A C32 H32B 108.3 . . ?
C32 C33 C34 111.0(5) . . ?
C32 C33 H33A 109.4 . . ?
C34 C33 H33A 109.4 . . ?
C32 C33 H33B 109.4 . . ?
C34 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
N4 C34 C33 110.5(4) . . ?
N4 C34 H34A 109.6 . . ?
C33 C34 H34A 109.6 . . ?
N4 C34 H34B 109.6 . . ?
C33 C34 H34B 109.6 . . ?
H34A C34 H34B 108.1 . . ?

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
C9 N1 C1 C2 2.9(5) . . . . ?
C9 N1 C1 C10 -180.0(3) . . . . ?
N1 C1 C2 C7 -5.3(6) . . . . ?
C10 C1 C2 C7 177.7(3) . . . . ?
N1 C1 C2 C3 176.3(3) . . . . ?
C10 C1 C2 C3 -0.7(6) . . . . ?
C1 C2 C3 C18 86.8(4) . . . . ?
C7 C2 C3 C18 -91.6(4) . . . . ?
C1 C2 C3 C4 -148.0(3) . . . . ?
C7 C2 C3 C4 33.6(4) . . . . ?
C2 C3 C4 C5 -51.3(4) . . . . ?
C18 C3 C4 C5 76.0(4) . . . . ?
C24 N2 C5 C6 148.6(4) . . . . ?
C28 N2 C5 C6 -7.4(6) . . . . ?
C24 N2 C5 C4 -31.3(5) . . . . ?
C28 N2 C5 C4 172.8(4) . . . . ?
C3 C4 C5 C6 36.6(5) . . . . ?
C3 C4 C5 N2 -143.5(4) . . . . ?
N2 C5 C6 C7 178.7(4) . . . . ?
C4 C5 C6 C7 -1.5(6) . . . . ?
C1 C2 C7 C8 1.3(5) . . . . ?
C3 C2 C7 C8 179.7(3) . . . . ?
C1 C2 C7 C6 -178.1(3) . . . . ?
C3 C2 C7 C6 0.4(5) . . . . ?
C5 C6 C7 C2 -18.6(6) . . . . ?
C5 C6 C7 C8 162.1(4) . . . . ?
C2 C7 C8 C29 -173.5(3) . . . . ?
C6 C7 C8 C29 5.9(6) . . . . ?
C2 C7 C8 C9 4.6(5) . . . . ?
C6 C7 C8 C9 -176.0(3) . . . . ?
C1 N1 C9 N4 -179.9(3) . . . . ?
C1 N1 C9 C8 3.5(5) . . . . ?
C34 N4 C9 N1 -11.4(5) . . . . ?
C30 N4 C9 N1 122.8(4) . . . . ?
C34 N4 C9 C8 165.3(4) . . . . ?
C30 N4 C9 C8 -60.4(5) . . . . ?
C7 C8 C9 N1 -7.4(6) . . . . ?
C29 C8 C9 N1 170.7(3) . . . . ?
C7 C8 C9 N4 176.1(3) . . . . ?
C29 C8 C9 N4 -5.9(5) . . . . ?
N1 C1 C10 C11 -6.7(6) . . . . ?
C2 C1 C10 C11 170.5(4) . . . . ?
C1 C10 C11 C12 -173.1(4) . . . . ?
C10 C11 C12 C17 5.2(7) . . . . ?
C10 C11 C12 C13 -179.5(4) . . . . ?
C17 C12 C13 C14 0.4(6) . . . . ?
C11 C12 C13 C14 -175.2(4) . . . . ?
C12 C13 C14 C15 1.0(7) . . . . ?
C13 C14 C15 C16 -1.5(8) . . . . ?
C14 C15 C16 C17 0.6(7) . . . . ?
C15 C16 C17 C12 0.9(7) . . . . ?
C13 C12 C17 C16 -1.4(6) . . . . ?
C11 C12 C17 C16 174.1(4) . . . . ?
C2 C3 C18 C23 35.0(5) . . . . ?
C4 C3 C18 C23 -89.9(4) . . . . ?
C2 C3 C18 C19 -147.5(4) . . . . ?
C4 C3 C18 C19 87.7(4) . . . . ?
C23 C18 C19 C20 1.3(6) . . . . ?
C3 C18 C19 C20 -176.3(4) . . . . ?
C18 C19 C20 C21 0.0(7) . . . . ?
C19 C20 C21 C22 -0.9(7) . . . . ?
C20 C21 C22 C23 0.3(7) . . . . ?
C21 C22 C23 C18 1.1(7) . . . . ?
C19 C18 C23 C22 -1.9(6) . . . . ?
C3 C18 C23 C22 175.7(4) . . . . ?
C5 N2 C24 C25 145.4(4) . . . . ?
C28 N2 C24 C25 -56.9(5) . . . . ?
N2 C24 C25 C26 56.6(5) . . . . ?
C24 C25 C26 C27 -55.9(5) . . . . ?
C25 C26 C27 C28 55.3(6) . . . . ?
C5 N2 C28 C27 -147.3(4) . . . . ?
C24 N2 C28 C27 54.8(5) . . . . ?
C26 C27 C28 N2 -54.3(6) . . . . ?
C9 N4 C30 C31 161.7(4) . . . . ?
C34 N4 C30 C31 -61.2(5) . . . . ?
N4 C30 C31 C32 59.4(6) . . . . ?
C30 C31 C32 C33 -56.2(6) . . . . ?
C31 C32 C33 C34 56.0(6) . . . . ?
C9 N4 C34 C33 -163.5(4) . . . . ?
C30 N4 C34 C33 59.4(5) . . . . ?
C32 C33 C34 N4 -57.9(6) . . . . ?

_refine_diff_density_max         0.207
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.054

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_mo_dd20114_0m_4
_database_code_depnum_ccdc_archive 'CCDC 2045530'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Huang'
;College of Chemistry and Materials Engineering, Wenzhou University
China
;
_audit_update_record             
;
2020-11-20 deposited with the CCDC.	2021-01-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H44 N4'
_chemical_formula_weight         652.85

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.5749(6)
_cell_length_b                   10.5365(5)
_cell_length_c                   33.2701(17)
_cell_angle_alpha                90
_cell_angle_beta                 97.521(2)
_cell_angle_gamma                90
_cell_volume                     3675.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5471
_cell_measurement_theta_min      4.587
_cell_measurement_theta_max      54.845

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_F_000             1392
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.990
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5462
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\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            9178
_diffrn_reflns_av_unetI/netI     0.1131
_diffrn_reflns_av_R_equivalents  0.0778
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         2.435
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.807
_diffrn_measured_fraction_theta_full 0.786
_diffrn_reflns_Laue_measured_fraction_max 0.807
_diffrn_reflns_Laue_measured_fraction_full 0.786
_diffrn_reflns_point_group_measured_fraction_max 0.807
_diffrn_reflns_point_group_measured_fraction_full 0.786
_reflns_number_total             5228
_reflns_number_gt                2650
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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)+(0.0843P)²+1.3484P] 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
_refine_ls_extinction_coef       0.0141(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5228
_refine_ls_number_parameters     452
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1679
_refine_ls_R_factor_gt           0.0882
_refine_ls_wR_factor_ref         0.2258
_refine_ls_wR_factor_gt          0.1929
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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 0.4545(3) 0.6267(3) 0.32650(10) 0.0476(9) Uani 1 1 d . . . . .
N2 N 0.8709(4) 0.4544(4) 0.32610(13) 0.0815(14) Uani 1 1 d . . . . .
N3 N 0.6025(3) 0.5409(3) 0.37662(10) 0.0524(10) Uani 1 1 d . . . . .
N4 N 0.7901(3) 0.7442(3) 0.18375(11) 0.0588(10) Uani 1 1 d . . . . .
C1 C 0.5731(4) 0.5852(4) 0.33677(13) 0.0457(11) Uani 1 1 d . . . . .
C2 C 0.6622(4) 0.5791(4) 0.30935(13) 0.0441(10) Uani 1 1 d . . . . .
C3 C 0.6333(4) 0.6359(4) 0.27027(13) 0.0439(10) Uani 1 1 d . . . . .
C4 C 0.7251(4) 0.6454(4) 0.24328(12) 0.0478(11) Uani 1 1 d . . . . .
H4 H 0.7969 0.5937 0.2469 0.057 Uiso 1 1 calc R U . . .
C5 C 0.7096(4) 0.7304(4) 0.21162(13) 0.0474(11) Uani 1 1 d . . . . .
C6 C 0.5933(4) 0.8142(4) 0.20817(13) 0.0502(11) Uani 1 1 d . . . . .
H6A H 0.5760 0.8474 0.1808 0.060 Uiso 1 1 calc R U . . .
H6B H 0.6091 0.8854 0.2266 0.060 Uiso 1 1 calc R U . . .
C7 C 0.4772(4) 0.7395(4) 0.21833(13) 0.0453(11) Uani 1 1 d . . . . .
H7 H 0.4072 0.7999 0.2193 0.054 Uiso 1 1 calc R U . . .
C8 C 0.5080(4) 0.6821(4) 0.25989(12) 0.0434(11) Uani 1 1 d . . . . .
C9 C 0.4221(4) 0.6721(3) 0.28775(13) 0.0438(11) Uani 1 1 d . . . . .
C10 C 0.2904(4) 0.7183(4) 0.27863(14) 0.0508(11) Uani 1 1 d . . . . .
H10 H 0.2630 0.7451 0.2523 0.061 Uiso 1 1 calc R U . . .
C11 C 0.2075(4) 0.7244(4) 0.30543(14) 0.0540(12) Uani 1 1 d . . . . .
H11 H 0.2328 0.6866 0.3304 0.065 Uiso 1 1 calc R U . . .
C12 C 0.0815(4) 0.7836(4) 0.30016(14) 0.0508(11) Uani 1 1 d . . . . .
C13 C 0.0043(4) 0.7766(5) 0.33094(15) 0.0640(13) Uani 1 1 d . . . . .
H13 H 0.0305 0.7268 0.3536 0.077 Uiso 1 1 calc R U . . .
C14 C -0.1086(5) 0.8406(5) 0.32883(18) 0.0757(15) Uani 1 1 d . . . . .
H14 H -0.1581 0.8342 0.3499 0.091 Uiso 1 1 calc R U . . .
C15 C -0.1490(5) 0.9145(5) 0.29556(19) 0.0750(16) Uani 1 1 d . . . . .
H15 H -0.2249 0.9598 0.2942 0.090 Uiso 1 1 calc R U . . .
C16 C -0.0767(5) 0.9206(4) 0.26456(16) 0.0683(14) Uani 1 1 d . . . . .
H16 H -0.1047 0.9691 0.2418 0.082 Uiso 1 1 calc R U . . .
C17 C 0.0369(4) 0.8564(4) 0.26640(14) 0.0573(12) Uani 1 1 d . . . . .
H17 H 0.0845 0.8616 0.2448 0.069 Uiso 1 1 calc R U . . .
C18 C 0.7795(5) 0.5124(4) 0.31894(13) 0.0519(11) Uani 1 1 d . . . . .
C19 C 0.4360(4) 0.6450(4) 0.18404(13) 0.0483(11) Uani 1 1 d . . . . .
C20 C 0.4791(4) 0.5222(4) 0.18416(14) 0.0615(13) Uani 1 1 d . . . . .
H20 H 0.5277 0.4903 0.2073 0.074 Uiso 1 1 calc R U . . .
C21 C 0.4517(5) 0.4452(5) 0.15074(16) 0.0791(16) Uani 1 1 d . . . . .
H21 H 0.4839 0.3630 0.1512 0.095 Uiso 1 1 calc R U . . .
C22 C 0.3777(6) 0.4889(6) 0.11708(18) 0.103(2) Uani 1 1 d . . . . .
H22 H 0.3590 0.4367 0.0946 0.123 Uiso 1 1 calc R U . . .
C23 C 0.3314(7) 0.6092(6) 0.11647(17) 0.114(2) Uani 1 1 d . . . . .
H23 H 0.2797 0.6390 0.0936 0.137 Uiso 1 1 calc R U . . .
C24 C 0.3609(5) 0.6872(5) 0.14974(16) 0.0823(17) Uani 1 1 d . . . . .
H24 H 0.3295 0.7698 0.1489 0.099 Uiso 1 1 calc R U . . .
C25 C 0.4992(4) 0.5325(5) 0.40135(13) 0.0646(14) Uani 1 1 d . . . . .
H25A H 0.4224 0.5031 0.3849 0.078 Uiso 1 1 calc R U . . .
H25B H 0.4822 0.6160 0.4118 0.078 Uiso 1 1 calc R U . . .
C26 C 0.5343(5) 0.4417(5) 0.43643(13) 0.0704(14) Uani 1 1 d . . . . .
H26A H 0.4652 0.4386 0.4529 0.084 Uiso 1 1 calc R U . . .
H26B H 0.5452 0.3571 0.4259 0.084 Uiso 1 1 calc R U . . .
C27 C 0.6560(5) 0.4813(4) 0.46264(13) 0.0637(13) Uani 1 1 d . . . . .
H27 H 0.6396 0.5647 0.4739 0.076 Uiso 1 1 calc R U . . .
C28 C 0.7610(5) 0.4999(5) 0.43578(14) 0.0697(14) Uani 1 1 d . . . . .
H28A H 0.8362 0.5346 0.4519 0.084 Uiso 1 1 calc R U . . .
H28B H 0.7838 0.4184 0.4253 0.084 Uiso 1 1 calc R U . . .
C29 C 0.7188(4) 0.5881(4) 0.40097(13) 0.0591(13) Uani 1 1 d . . . . .
H29A H 0.7028 0.6717 0.4114 0.071 Uiso 1 1 calc R U . . .
H29B H 0.7862 0.5958 0.3840 0.071 Uiso 1 1 calc R U . . .
C30 C 0.6956(5) 0.3941(5) 0.49844(14) 0.0708(15) Uani 1 1 d . . . . .
C31 C 0.6406(6) 0.2784(6) 0.50342(18) 0.103(2) Uani 1 1 d . . . . .
H31 H 0.5766 0.2494 0.4837 0.124 Uiso 1 1 calc R U . . .
C32 C 0.6781(8) 0.2029(7) 0.5373(2) 0.123(3) Uani 1 1 d . . . . .
H32 H 0.6372 0.1261 0.5405 0.148 Uiso 1 1 calc R U . . .
C33 C 0.7753(8) 0.2420(7) 0.5659(2) 0.113(2) Uani 1 1 d . . . . .
H33 H 0.8037 0.1904 0.5879 0.135 Uiso 1 1 calc R U . . .
C34 C 0.8295(7) 0.3566(7) 0.56168(18) 0.109(2) Uani 1 1 d . . . . .
H34 H 0.8929 0.3855 0.5816 0.131 Uiso 1 1 calc R U . . .
C35 C 0.7918(6) 0.4309(5) 0.52823(16) 0.0892(18) Uani 1 1 d . . . . .
H35 H 0.8324 0.5082 0.5256 0.107 Uiso 1 1 calc R U . . .
C36 C 0.8870(5) 0.6510(5) 0.17757(15) 0.0776(16) Uani 1 1 d . . . . .
H36A H 0.8764 0.5760 0.1937 0.093 Uiso 1 1 calc R U . . .
H36B H 0.9710 0.6859 0.1863 0.093 Uiso 1 1 calc R U . . .
C37 C 0.8760(5) 0.6148(5) 0.13287(14) 0.0730(15) Uani 1 1 d . . . . .
H37A H 0.9448 0.5572 0.1289 0.088 Uiso 1 1 calc R U . . .
H37B H 0.7961 0.5704 0.1253 0.088 Uiso 1 1 calc R U . . .
C38 C 0.8815(4) 0.7299(5) 0.10542(14) 0.0646(13) Uani 1 1 d . . . . .
H38 H 0.9653 0.7692 0.1129 0.078 Uiso 1 1 calc R U . . .
C39 C 0.7826(5) 0.8260(4) 0.11529(13) 0.0653(13) Uani 1 1 d . . . . .
H39A H 0.7900 0.9026 0.0996 0.078 Uiso 1 1 calc R U . . .
H39B H 0.6979 0.7914 0.1076 0.078 Uiso 1 1 calc R U . . .
C40 C 0.7996(4) 0.8587(4) 0.15971(13) 0.0586(12) Uani 1 1 d . . . . .
H40A H 0.8823 0.8979 0.1672 0.070 Uiso 1 1 calc R U . . .
H40B H 0.7345 0.9188 0.1652 0.070 Uiso 1 1 calc R U . . .
C41 C 0.8720(6) 0.6969(5) 0.06125(16) 0.0691(14) Uani 1 1 d . . . . .
C42 C 0.9751(6) 0.7011(6) 0.0406(2) 0.110(2) Uani 1 1 d . . . . .
H42 H 1.0542 0.7245 0.0541 0.131 Uiso 1 1 calc R U . . .
C43 C 0.9640(10) 0.6710(8) -0.0004(3) 0.135(3) Uani 1 1 d . . . . .
H43 H 1.0359 0.6734 -0.0137 0.161 Uiso 1 1 calc R U . . .
C44 C 0.8511(12) 0.6383(8) -0.0210(2) 0.132(3) Uani 1 1 d . . . . .
H44 H 0.8438 0.6207 -0.0486 0.158 Uiso 1 1 calc R U . . .
C45 C 0.7494(9) 0.6315(9) -0.0012(3) 0.142(3) Uani 1 1 d . . . . .
H45 H 0.6714 0.6062 -0.0151 0.171 Uiso 1 1 calc R U . . .
C46 C 0.7576(7) 0.6614(7) 0.0397(2) 0.111(2) Uani 1 1 d . . . . .
H46 H 0.6850 0.6574 0.0527 0.133 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
N1 C1 1.330(5) . ?
N1 C9 1.376(5) . ?
N2 C18 1.142(5) . ?
N3 C1 1.402(5) . ?
N3 C25 1.454(5) . ?
N3 C29 1.468(5) . ?
N4 C5 1.346(5) . ?
N4 C36 1.454(5) . ?
N4 C40 1.458(5) . ?
C1 C2 1.396(5) . ?
C2 C18 1.425(6) . ?
C2 C3 1.428(5) . ?
C3 C4 1.409(5) . ?
C3 C8 1.412(5) . ?
C4 C5 1.376(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.506(5) . ?
C6 C7 1.533(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.505(5) . ?
C7 C19 1.534(6) . ?
C7 H7 0.9800 . ?
C8 C9 1.384(5) . ?
C9 C10 1.469(5) . ?
C10 C11 1.331(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.461(5) . ?
C11 H11 0.9300 . ?
C12 C17 1.391(6) . ?
C12 C13 1.393(6) . ?
C13 C14 1.365(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.375(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.364(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.373(6) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C19 C20 1.372(6) . ?
C19 C24 1.376(6) . ?
C20 C21 1.376(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.360(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.358(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.382(7) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.518(6) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.515(6) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C30 1.519(6) . ?
C27 C28 1.527(6) . ?
C27 H27 0.9800 . ?
C28 C29 1.506(6) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.370(7) . ?
C30 C35 1.380(7) . ?
C31 C32 1.395(8) . ?
C31 H31 0.9300 . ?
C32 C33 1.369(9) . ?
C32 H32 0.9300 . ?
C33 C34 1.351(9) . ?
C33 H33 0.9300 . ?
C34 C35 1.376(7) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C36 C37 1.525(6) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.524(6) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C41 1.501(6) . ?
C38 C39 1.522(6) . ?
C38 H38 0.9800 . ?
C39 C40 1.505(6) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C41 C42 1.363(7) . ?
C41 C46 1.375(7) . ?
C42 C43 1.389(9) . ?
C42 H42 0.9300 . ?
C43 C44 1.341(9) . ?
C43 H43 0.9300 . ?
C44 C45 1.334(10) . ?
C44 H44 0.9300 . ?
C45 C46 1.388(8) . ?
C45 H45 0.9300 . ?
C46 H46 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
C1 N1 C9 117.8(3) . . ?
C1 N3 C25 117.7(4) . . ?
C1 N3 C29 118.4(3) . . ?
C25 N3 C29 110.2(3) . . ?
C5 N4 C36 123.1(4) . . ?
C5 N4 C40 124.3(4) . . ?
C36 N4 C40 112.4(3) . . ?
N1 C1 C2 122.8(4) . . ?
N1 C1 N3 115.9(4) . . ?
C2 C1 N3 121.2(4) . . ?
C1 C2 C18 121.2(4) . . ?
C1 C2 C3 119.6(4) . . ?
C18 C2 C3 119.1(4) . . ?
C4 C3 C8 121.5(4) . . ?
C4 C3 C2 121.8(4) . . ?
C8 C3 C2 116.7(4) . . ?
C5 C4 C3 120.7(4) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
N4 C5 C4 125.1(4) . . ?
N4 C5 C6 117.9(4) . . ?
C4 C5 C6 117.0(4) . . ?
C5 C6 C7 110.6(3) . . ?
C5 C6 H6A 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 C6 109.0(3) . . ?
C8 C7 C19 115.4(3) . . ?
C6 C7 C19 109.1(3) . . ?
C8 C7 H7 107.7 . . ?
C6 C7 H7 107.7 . . ?
C19 C7 H7 107.7 . . ?
C9 C8 C3 119.2(4) . . ?
C9 C8 C7 124.3(4) . . ?
C3 C8 C7 116.5(3) . . ?
N1 C9 C8 123.3(4) . . ?
N1 C9 C10 114.9(4) . . ?
C8 C9 C10 121.6(4) . . ?
C11 C10 C9 124.6(4) . . ?
C11 C10 H10 117.7 . . ?
C9 C10 H10 117.7 . . ?
C10 C11 C12 127.6(4) . . ?
C10 C11 H11 116.2 . . ?
C12 C11 H11 116.2 . . ?
C17 C12 C13 117.0(4) . . ?
C17 C12 C11 122.7(4) . . ?
C13 C12 C11 120.2(4) . . ?
C14 C13 C12 122.0(5) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C13 C14 C15 119.9(5) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 119.3(5) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C17 121.1(5) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C16 C17 C12 120.7(5) . . ?
C16 C17 H17 119.7 . . ?
C12 C17 H17 119.7 . . ?
N2 C18 C2 177.2(5) . . ?
C20 C19 C24 117.6(4) . . ?
C20 C19 C7 123.2(4) . . ?
C24 C19 C7 118.9(4) . . ?
C19 C20 C21 121.3(4) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C22 C21 C20 120.2(5) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C21 119.7(6) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C22 C23 C24 120.0(5) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C19 C24 C23 121.2(5) . . ?
C19 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
N3 C25 C26 110.3(4) . . ?
N3 C25 H25A 109.6 . . ?
C26 C25 H25A 109.6 . . ?
N3 C25 H25B 109.6 . . ?
C26 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
C27 C26 C25 111.9(4) . . ?
C27 C26 H26A 109.2 . . ?
C25 C26 H26A 109.2 . . ?
C27 C26 H26B 109.2 . . ?
C25 C26 H26B 109.2 . . ?
H26A C26 H26B 107.9 . . ?
C26 C27 C30 114.3(4) . . ?
C26 C27 C28 109.1(4) . . ?
C30 C27 C28 113.0(4) . . ?
C26 C27 H27 106.7 . . ?
C30 C27 H27 106.7 . . ?
C28 C27 H27 106.7 . . ?
C29 C28 C27 111.4(4) . . ?
C29 C28 H28A 109.4 . . ?
C27 C28 H28A 109.4 . . ?
C29 C28 H28B 109.4 . . ?
C27 C28 H28B 109.4 . . ?
H28A C28 H28B 108.0 . . ?
N3 C29 C28 111.0(4) . . ?
N3 C29 H29A 109.4 . . ?
C28 C29 H29A 109.4 . . ?
N3 C29 H29B 109.4 . . ?
C28 C29 H29B 109.4 . . ?
H29A C29 H29B 108.0 . . ?
C31 C30 C35 116.6(5) . . ?
C31 C30 C27 123.7(5) . . ?
C35 C30 C27 119.7(5) . . ?
C30 C31 C32 121.7(6) . . ?
C30 C31 H31 119.2 . . ?
C32 C31 H31 119.2 . . ?
C33 C32 C31 119.9(7) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C34 C33 C32 119.1(7) . . ?
C34 C33 H33 120.4 . . ?
C32 C33 H33 120.4 . . ?
C33 C34 C35 120.7(7) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 H34 119.7 . . ?
C34 C35 C30 122.0(6) . . ?
C34 C35 H35 119.0 . . ?
C30 C35 H35 119.0 . . ?
N4 C36 C37 110.0(4) . . ?
N4 C36 H36A 109.7 . . ?
C37 C36 H36A 109.7 . . ?
N4 C36 H36B 109.7 . . ?
C37 C36 H36B 109.7 . . ?
H36A C36 H36B 108.2 . . ?
C38 C37 C36 112.4(4) . . ?
C38 C37 H37A 109.1 . . ?
C36 C37 H37A 109.1 . . ?
C38 C37 H37B 109.1 . . ?
C36 C37 H37B 109.1 . . ?
H37A C37 H37B 107.9 . . ?
C41 C38 C39 113.9(4) . . ?
C41 C38 C37 113.5(4) . . ?
C39 C38 C37 108.6(4) . . ?
C41 C38 H38 106.8 . . ?
C39 C38 H38 106.8 . . ?
C37 C38 H38 106.8 . . ?
C40 C39 C38 111.5(4) . . ?
C40 C39 H39A 109.3 . . ?
C38 C39 H39A 109.3 . . ?
C40 C39 H39B 109.3 . . ?
C38 C39 H39B 109.3 . . ?
H39A C39 H39B 108.0 . . ?
N4 C40 C39 110.0(4) . . ?
N4 C40 H40A 109.7 . . ?
C39 C40 H40A 109.7 . . ?
N4 C40 H40B 109.7 . . ?
C39 C40 H40B 109.7 . . ?
H40A C40 H40B 108.2 . . ?
C42 C41 C46 116.9(5) . . ?
C42 C41 C38 122.1(6) . . ?
C46 C41 C38 121.0(6) . . ?
C41 C42 C43 121.1(7) . . ?
C41 C42 H42 119.4 . . ?
C43 C42 H42 119.4 . . ?
C44 C43 C42 121.0(8) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C45 C44 C43 118.9(8) . . ?
C45 C44 H44 120.6 . . ?
C43 C44 H44 120.6 . . ?
C44 C45 C46 121.3(8) . . ?
C44 C45 H45 119.3 . . ?
C46 C45 H45 119.3 . . ?
C41 C46 C45 120.7(7) . . ?
C41 C46 H46 119.6 . . ?
C45 C46 H46 119.6 . . ?

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
C9 N1 C1 C2 -3.9(6) . . . . ?
C9 N1 C1 N3 179.4(3) . . . . ?
C25 N3 C1 N1 6.0(5) . . . . ?
C29 N3 C1 N1 -130.7(4) . . . . ?
C25 N3 C1 C2 -170.8(4) . . . . ?
C29 N3 C1 C2 52.5(5) . . . . ?
N1 C1 C2 C18 -167.9(4) . . . . ?
N3 C1 C2 C18 8.7(6) . . . . ?
N1 C1 C2 C3 9.3(6) . . . . ?
N3 C1 C2 C3 -174.1(4) . . . . ?
C1 C2 C3 C4 172.5(4) . . . . ?
C18 C2 C3 C4 -10.2(6) . . . . ?
C1 C2 C3 C8 -7.6(5) . . . . ?
C18 C2 C3 C8 169.7(4) . . . . ?
C8 C3 C4 C5 19.1(6) . . . . ?
C2 C3 C4 C5 -161.0(4) . . . . ?
C36 N4 C5 C4 15.5(7) . . . . ?
C40 N4 C5 C4 -157.5(4) . . . . ?
C36 N4 C5 C6 -164.6(4) . . . . ?
C40 N4 C5 C6 22.4(6) . . . . ?
C3 C4 C5 N4 -178.3(4) . . . . ?
C3 C4 C5 C6 1.8(6) . . . . ?
N4 C5 C6 C7 140.7(4) . . . . ?
C4 C5 C6 C7 -39.4(5) . . . . ?
C5 C6 C7 C8 55.9(4) . . . . ?
C5 C6 C7 C19 -70.9(4) . . . . ?
C4 C3 C8 C9 -179.0(3) . . . . ?
C2 C3 C8 C9 1.1(5) . . . . ?
C4 C3 C8 C7 1.1(5) . . . . ?
C2 C3 C8 C7 -178.8(3) . . . . ?
C6 C7 C8 C9 142.3(4) . . . . ?
C19 C7 C8 C9 -94.6(5) . . . . ?
C6 C7 C8 C3 -37.8(5) . . . . ?
C19 C7 C8 C3 85.3(4) . . . . ?
C1 N1 C9 C8 -3.1(6) . . . . ?
C1 N1 C9 C10 -179.1(3) . . . . ?
C3 C8 C9 N1 4.4(6) . . . . ?
C7 C8 C9 N1 -175.7(3) . . . . ?
C3 C8 C9 C10 -179.9(3) . . . . ?
C7 C8 C9 C10 0.0(6) . . . . ?
N1 C9 C10 C11 3.8(6) . . . . ?
C8 C9 C10 C11 -172.3(4) . . . . ?
C9 C10 C11 C12 171.5(4) . . . . ?
C10 C11 C12 C17 -7.7(7) . . . . ?
C10 C11 C12 C13 177.2(4) . . . . ?
C17 C12 C13 C14 -1.7(7) . . . . ?
C11 C12 C13 C14 173.6(4) . . . . ?
C12 C13 C14 C15 0.1(7) . . . . ?
C13 C14 C15 C16 1.4(8) . . . . ?
C14 C15 C16 C17 -1.3(7) . . . . ?
C15 C16 C17 C12 -0.3(7) . . . . ?
C13 C12 C17 C16 1.7(6) . . . . ?
C11 C12 C17 C16 -173.4(4) . . . . ?
C8 C7 C19 C20 -30.9(6) . . . . ?
C6 C7 C19 C20 92.2(5) . . . . ?
C8 C7 C19 C24 154.9(4) . . . . ?
C6 C7 C19 C24 -82.0(5) . . . . ?
C24 C19 C20 C21 2.1(7) . . . . ?
C7 C19 C20 C21 -172.2(4) . . . . ?
C19 C20 C21 C22 -1.9(8) . . . . ?
C20 C21 C22 C23 0.3(10) . . . . ?
C21 C22 C23 C24 0.9(11) . . . . ?
C20 C19 C24 C23 -0.8(8) . . . . ?
C7 C19 C24 C23 173.7(5) . . . . ?
C22 C23 C24 C19 -0.7(10) . . . . ?
C1 N3 C25 C26 159.5(4) . . . . ?
C29 N3 C25 C26 -60.5(5) . . . . ?
N3 C25 C26 C27 57.7(5) . . . . ?
C25 C26 C27 C30 179.7(4) . . . . ?
C25 C26 C27 C28 -52.8(5) . . . . ?
C26 C27 C28 C29 52.5(5) . . . . ?
C30 C27 C28 C29 -179.3(4) . . . . ?
C1 N3 C29 C28 -159.5(4) . . . . ?
C25 N3 C29 C28 60.9(5) . . . . ?
C27 C28 C29 N3 -57.1(5) . . . . ?
C26 C27 C30 C31 10.6(7) . . . . ?
C28 C27 C30 C31 -114.8(6) . . . . ?
C26 C27 C30 C35 -169.2(5) . . . . ?
C28 C27 C30 C35 65.4(6) . . . . ?
C35 C30 C31 C32 1.3(9) . . . . ?
C27 C30 C31 C32 -178.5(5) . . . . ?
C30 C31 C32 C33 -2.4(11) . . . . ?
C31 C32 C33 C34 3.1(11) . . . . ?
C32 C33 C34 C35 -2.9(11) . . . . ?
C33 C34 C35 C30 2.0(10) . . . . ?
C31 C30 C35 C34 -1.1(9) . . . . ?
C27 C30 C35 C34 178.7(5) . . . . ?
C5 N4 C36 C37 127.9(5) . . . . ?
C40 N4 C36 C37 -58.3(5) . . . . ?
N4 C36 C37 C38 54.8(5) . . . . ?
C36 C37 C38 C41 179.5(4) . . . . ?
C36 C37 C38 C39 -52.7(5) . . . . ?
C41 C38 C39 C40 -178.1(4) . . . . ?
C37 C38 C39 C40 54.3(5) . . . . ?
C5 N4 C40 C39 -125.8(5) . . . . ?
C36 N4 C40 C39 60.5(5) . . . . ?
C38 C39 C40 N4 -58.4(5) . . . . ?
C39 C38 C41 C42 129.2(6) . . . . ?
C37 C38 C41 C42 -105.8(6) . . . . ?
C39 C38 C41 C46 -50.5(7) . . . . ?
C37 C38 C41 C46 74.5(6) . . . . ?
C46 C41 C42 C43 0.1(10) . . . . ?
C38 C41 C42 C43 -179.6(6) . . . . ?
C41 C42 C43 C44 0.9(13) . . . . ?
C42 C43 C44 C45 -2.0(14) . . . . ?
C43 C44 C45 C46 2.1(14) . . . . ?
C42 C41 C46 C45 0.0(10) . . . . ?
C38 C41 C46 C45 179.7(6) . . . . ?
C44 C45 C46 C41 -1.2(13) . . . . ?

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
C40 H40A N2 0.97 2.66 3.599(6) 163.7 2_755
C29 H29B N2 0.97 2.68 3.439(6) 135.5 .

_refine_diff_density_max         0.197
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.044

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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. 
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#######################################################################

data_dd20097
_database_code_depnum_ccdc_archive 'CCDC 2045536'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Huang'
;College of Chemistry and Materials Engineering, Wenzhou University
China
;
_audit_update_record             
;
2020-11-20 deposited with the CCDC.	2021-01-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H36 N4'
_chemical_formula_weight         488.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.2487(8)
_cell_length_b                   22.7619(12)
_cell_length_c                   10.5788(7)
_cell_angle_alpha                90
_cell_angle_beta                 111.074(2)
_cell_angle_gamma                90
_cell_volume                     2752.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4198
_cell_measurement_theta_min      4.708
_cell_measurement_theta_max      53.863

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.070
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6148
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\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            13132
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.364
_diffrn_reflns_theta_max         25.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5086
_reflns_number_gt                3451
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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)+(0.0560P)²+0.3419P] 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
_refine_ls_extinction_coef       0.036(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5086
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0484
_refine_ls_wR_factor_ref         0.1378
_refine_ls_wR_factor_gt          0.1152
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.027
_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 0.71309(12) 0.26039(6) 0.51851(15) 0.0541(4) Uani 1 1 d . . . . .
N2 N 1.00626(15) 0.40809(8) 0.59431(19) 0.0806(5) Uani 1 1 d . . . . .
N3 N 0.88876(13) 0.28273(7) 0.69436(15) 0.0568(4) Uani 1 1 d . . . . .
N4 N 0.67253(13) 0.47230(6) 0.09993(16) 0.0572(4) Uani 1 1 d . . . . .
C1 C 0.62825(15) 0.27642(7) 0.40038(18) 0.0494(4) Uani 1 1 d . . . . .
C2 C 0.62716(14) 0.32871(7) 0.33412(17) 0.0465(4) Uani 1 1 d . . . . .
C3 C 0.52470(14) 0.34828(7) 0.21107(17) 0.0485(4) Uani 1 1 d . . . . .
H3 H 0.4862 0.3127 0.1638 0.058 Uiso 1 1 calc R U . . .
C4 C 0.56625(15) 0.38267(8) 0.11251(18) 0.0539(5) Uani 1 1 d . . . . .
H4A H 0.5935 0.3549 0.0607 0.065 Uiso 1 1 calc R U . . .
H4B H 0.4999 0.4035 0.0493 0.065 Uiso 1 1 calc R U . . .
C5 C 0.66233(15) 0.42624(7) 0.17805(18) 0.0504(4) Uani 1 1 d . . . . .
C6 C 0.73526(15) 0.41733(7) 0.30870(18) 0.0522(5) Uani 1 1 d . . . . .
H6 H 0.7936 0.4447 0.3498 0.063 Uiso 1 1 calc R U . . .
C7 C 0.72439(14) 0.36681(7) 0.38446(17) 0.0472(4) Uani 1 1 d . . . . .
C8 C 0.81213(14) 0.35022(7) 0.50658(17) 0.0489(4) Uani 1 1 d . . . . .
C9 C 0.80109(14) 0.29784(8) 0.57278(18) 0.0497(4) Uani 1 1 d . . . . .
C10 C 0.53065(16) 0.23333(8) 0.34328(19) 0.0557(5) Uani 1 1 d . . . . .
C11 C 0.5343(2) 0.19229(10) 0.2497(2) 0.0861(7) Uani 1 1 d . . . . .
H11 H 0.5993 0.1904 0.2241 0.103 Uiso 1 1 calc R U . . .
C12 C 0.4424(3) 0.15386(12) 0.1934(3) 0.1198(11) Uani 1 1 d . . . . .
H12 H 0.4458 0.1263 0.1301 0.144 Uiso 1 1 calc R U . . .
C13 C 0.3468(3) 0.15622(15) 0.2304(4) 0.1273(14) Uani 1 1 d . . . . .
H13 H 0.2848 0.1304 0.1923 0.153 Uiso 1 1 calc R U . . .
C14 C 0.3424(2) 0.19662(14) 0.3235(4) 0.1108(10) Uani 1 1 d . . . . .
H14 H 0.2771 0.1983 0.3487 0.133 Uiso 1 1 calc R U . . .
C15 C 0.43386(18) 0.23501(10) 0.3806(2) 0.0786(7) Uani 1 1 d . . . . .
H15 H 0.4303 0.2622 0.4447 0.094 Uiso 1 1 calc R U . . .
C16 C 0.43578(14) 0.38092(7) 0.25468(17) 0.0477(4) Uani 1 1 d . . . . .
C17 C 0.31987(16) 0.36489(9) 0.2059(2) 0.0644(5) Uani 1 1 d . . . . .
H17 H 0.2952 0.3352 0.1415 0.077 Uiso 1 1 calc R U . . .
C18 C 0.23907(17) 0.39180(9) 0.2501(2) 0.0731(6) Uani 1 1 d . . . . .
H18 H 0.1615 0.3795 0.2150 0.088 Uiso 1 1 calc R U . . .
C19 C 0.26950(16) 0.43600(9) 0.3439(2) 0.0633(5) Uani 1 1 d . . . . .
C20 C 0.38366(17) 0.45274(10) 0.3897(2) 0.0814(7) Uani 1 1 d . . . . .
H20 H 0.4075 0.4833 0.4520 0.098 Uiso 1 1 calc R U . . .
C21 C 0.46556(17) 0.42591(10) 0.3470(2) 0.0763(7) Uani 1 1 d . . . . .
H21 H 0.5428 0.4387 0.3817 0.092 Uiso 1 1 calc R U . . .
C22 C 0.18269(19) 0.46515(12) 0.3946(3) 0.0978(8) Uani 1 1 d . . . . .
H22A H 0.1528 0.5000 0.3426 0.147 Uiso 1 1 calc R U . . .
H22B H 0.2206 0.4754 0.4883 0.147 Uiso 1 1 calc R U . . .
H22C H 0.1194 0.4386 0.3852 0.147 Uiso 1 1 calc R U . . .
C23 C 0.91133(17) 0.32244(9) 0.8090(2) 0.0684(6) Uani 1 1 d . . . . .
H23A H 0.8562 0.3146 0.8537 0.082 Uiso 1 1 calc R U . . .
H23B H 0.9005 0.3627 0.7771 0.082 Uiso 1 1 calc R U . . .
C24 C 1.03439(19) 0.31433(11) 0.9082(2) 0.0857(7) Uani 1 1 d . . . . .
H24A H 1.0472 0.3397 0.9858 0.103 Uiso 1 1 calc R U . . .
H24B H 1.0894 0.3255 0.8656 0.103 Uiso 1 1 calc R U . . .
C25 C 1.0559(2) 0.25143(12) 0.9549(2) 0.0883(7) Uani 1 1 d . . . . .
H25A H 1.0103 0.2422 1.0106 0.106 Uiso 1 1 calc R U . . .
H25B H 1.1380 0.2461 1.0095 0.106 Uiso 1 1 calc R U . . .
C26 C 1.02229(19) 0.21031(10) 0.8345(2) 0.0808(7) Uani 1 1 d . . . . .
H26A H 1.0285 0.1700 0.8663 0.097 Uiso 1 1 calc R U . . .
H26B H 1.0766 0.2154 0.7875 0.097 Uiso 1 1 calc R U . . .
C27 C 0.89872(19) 0.22135(9) 0.7364(2) 0.0724(6) Uani 1 1 d . . . . .
H27A H 0.8817 0.1960 0.6580 0.087 Uiso 1 1 calc R U . . .
H27B H 0.8430 0.2128 0.7799 0.087 Uiso 1 1 calc R U . . .
C28 C 0.77461(18) 0.51115(8) 0.1503(2) 0.0712(6) Uani 1 1 d . . . . .
H28A H 0.7951 0.5173 0.2469 0.085 Uiso 1 1 calc R U . . .
H28B H 0.7555 0.5490 0.1057 0.085 Uiso 1 1 calc R U . . .
C29 C 0.87735(19) 0.48491(10) 0.1241(2) 0.0817(7) Uani 1 1 d . . . . .
H29A H 0.9013 0.4490 0.1760 0.098 Uiso 1 1 calc R U . . .
H29B H 0.9426 0.5121 0.1537 0.098 Uiso 1 1 calc R U . . .
C30 C 0.8463(2) 0.47159(11) -0.0254(3) 0.0888(7) Uani 1 1 d . . . . .
H30A H 0.8382 0.5082 -0.0750 0.107 Uiso 1 1 calc R U . . .
H30B H 0.9093 0.4493 -0.0377 0.107 Uiso 1 1 calc R U . . .
C31 C 0.73370(19) 0.43704(10) -0.0824(2) 0.0760(6) Uani 1 1 d . . . . .
H31A H 0.7105 0.4345 -0.1801 0.091 Uiso 1 1 calc R U . . .
H31B H 0.7466 0.3974 -0.0463 0.091 Uiso 1 1 calc R U . . .
C32 C 0.63685(17) 0.46532(9) -0.04740(19) 0.0645(5) Uani 1 1 d . . . . .
H32A H 0.6184 0.5035 -0.0908 0.077 Uiso 1 1 calc R U . . .
H32B H 0.5671 0.4411 -0.0808 0.077 Uiso 1 1 calc R U . . .
C33 C 0.91966(16) 0.38277(8) 0.55633(19) 0.0567(5) Uani 1 1 d . . . . .


_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 C9 1.331(2) . ?
N1 C1 1.357(2) . ?
N2 C33 1.146(2) . ?
N3 C9 1.390(2) . ?
N3 C23 1.457(2) . ?
N3 C27 1.458(2) . ?
N4 C5 1.368(2) . ?
N4 C28 1.466(2) . ?
N4 C32 1.468(2) . ?
C1 C2 1.379(2) . ?
C1 C10 1.496(2) . ?
C2 C7 1.413(2) . ?
C2 C3 1.514(2) . ?
C3 C16 1.521(2) . ?
C3 C4 1.530(2) . ?
C3 H3 0.9800 . ?
C4 C5 1.504(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.364(2) . ?
C6 C7 1.435(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.403(2) . ?
C8 C9 1.414(2) . ?
C8 C33 1.436(2) . ?
C10 C11 1.373(3) . ?
C10 C15 1.378(3) . ?
C11 C12 1.380(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.363(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.363(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.377(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.371(2) . ?
C16 C17 1.374(2) . ?
C17 C18 1.381(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.367(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.359(3) . ?
C19 C22 1.506(3) . ?
C20 C21 1.382(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.506(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.507(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.514(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.517(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.506(3) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.519(3) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.512(3) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.508(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32A 0.9700 . ?
C32 H32B 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
C9 N1 C1 117.27(15) . . ?
C9 N3 C23 117.97(15) . . ?
C9 N3 C27 118.12(15) . . ?
C23 N3 C27 111.75(16) . . ?
C5 N4 C28 119.57(16) . . ?
C5 N4 C32 120.08(15) . . ?
C28 N4 C32 109.92(15) . . ?
N1 C1 C2 124.37(16) . . ?
N1 C1 C10 115.58(15) . . ?
C2 C1 C10 120.04(16) . . ?
C1 C2 C7 119.03(16) . . ?
C1 C2 C3 122.98(15) . . ?
C7 C2 C3 117.97(14) . . ?
C2 C3 C16 110.22(14) . . ?
C2 C3 C4 111.12(14) . . ?
C16 C3 C4 114.02(14) . . ?
C2 C3 H3 107.0 . . ?
C16 C3 H3 107.0 . . ?
C4 C3 H3 107.0 . . ?
C5 C4 C3 114.84(14) . . ?
C5 C4 H4A 108.6 . . ?
C3 C4 H4A 108.6 . . ?
C5 C4 H4B 108.6 . . ?
C3 C4 H4B 108.6 . . ?
H4A C4 H4B 107.5 . . ?
C6 C5 N4 123.85(16) . . ?
C6 C5 C4 119.18(16) . . ?
N4 C5 C4 116.94(16) . . ?
C5 C6 C7 121.77(16) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C8 C7 C2 116.39(15) . . ?
C8 C7 C6 122.40(15) . . ?
C2 C7 C6 121.07(16) . . ?
C7 C8 C9 120.34(15) . . ?
C7 C8 C33 119.78(16) . . ?
C9 C8 C33 119.48(16) . . ?
N1 C9 N3 118.49(16) . . ?
N1 C9 C8 122.22(16) . . ?
N3 C9 C8 119.16(15) . . ?
C11 C10 C15 118.6(2) . . ?
C11 C10 C1 120.60(18) . . ?
C15 C10 C1 120.74(19) . . ?
C10 C11 C12 120.7(3) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.7(3) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 120.5(3) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C10 120.3(3) . . ?
C14 C15 H15 119.8 . . ?
C10 C15 H15 119.8 . . ?
C21 C16 C17 116.12(16) . . ?
C21 C16 C3 123.01(15) . . ?
C17 C16 C3 120.83(15) . . ?
C16 C17 C18 121.65(18) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
C19 C18 C17 122.04(18) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
C20 C19 C18 116.23(18) . . ?
C20 C19 C22 121.13(19) . . ?
C18 C19 C22 122.64(19) . . ?
C19 C20 C21 122.29(19) . . ?
C19 C20 H20 118.9 . . ?
C21 C20 H20 118.9 . . ?
C16 C21 C20 121.63(18) . . ?
C16 C21 H21 119.2 . . ?
C20 C21 H21 119.2 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 C24 110.27(17) . . ?
N3 C23 H23A 109.6 . . ?
C24 C23 H23A 109.6 . . ?
N3 C23 H23B 109.6 . . ?
C24 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
C23 C24 C25 110.99(19) . . ?
C23 C24 H24A 109.4 . . ?
C25 C24 H24A 109.4 . . ?
C23 C24 H24B 109.4 . . ?
C25 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
C24 C25 C26 110.42(19) . . ?
C24 C25 H25A 109.6 . . ?
C26 C25 H25A 109.6 . . ?
C24 C25 H25B 109.6 . . ?
C26 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
C25 C26 C27 112.08(19) . . ?
C25 C26 H26A 109.2 . . ?
C27 C26 H26A 109.2 . . ?
C25 C26 H26B 109.2 . . ?
C27 C26 H26B 109.2 . . ?
H26A C26 H26B 107.9 . . ?
N3 C27 C26 108.72(17) . . ?
N3 C27 H27A 109.9 . . ?
C26 C27 H27A 109.9 . . ?
N3 C27 H27B 109.9 . . ?
C26 C27 H27B 109.9 . . ?
H27A C27 H27B 108.3 . . ?
N4 C28 C29 110.71(17) . . ?
N4 C28 H28A 109.5 . . ?
C29 C28 H28A 109.5 . . ?
N4 C28 H28B 109.5 . . ?
C29 C28 H28B 109.5 . . ?
H28A C28 H28B 108.1 . . ?
C28 C29 C30 110.99(19) . . ?
C28 C29 H29A 109.4 . . ?
C30 C29 H29A 109.4 . . ?
C28 C29 H29B 109.4 . . ?
C30 C29 H29B 109.4 . . ?
H29A C29 H29B 108.0 . . ?
C31 C30 C29 111.71(18) . . ?
C31 C30 H30A 109.3 . . ?
C29 C30 H30A 109.3 . . ?
C31 C30 H30B 109.3 . . ?
C29 C30 H30B 109.3 . . ?
H30A C30 H30B 107.9 . . ?
C32 C31 C30 111.43(18) . . ?
C32 C31 H31A 109.3 . . ?
C30 C31 H31A 109.3 . . ?
C32 C31 H31B 109.3 . . ?
C30 C31 H31B 109.3 . . ?
H31A C31 H31B 108.0 . . ?
N4 C32 C31 110.29(16) . . ?
N4 C32 H32A 109.6 . . ?
C31 C32 H32A 109.6 . . ?
N4 C32 H32B 109.6 . . ?
C31 C32 H32B 109.6 . . ?
H32A C32 H32B 108.1 . . ?
N2 C33 C8 178.6(2) . . ?

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
C9 N1 C1 C2 -0.4(3) . . . . ?
C9 N1 C1 C10 -179.62(15) . . . . ?
N1 C1 C2 C7 5.4(3) . . . . ?
C10 C1 C2 C7 -175.38(15) . . . . ?
N1 C1 C2 C3 -172.92(15) . . . . ?
C10 C1 C2 C3 6.3(3) . . . . ?
C1 C2 C3 C16 86.82(19) . . . . ?
C7 C2 C3 C16 -91.54(17) . . . . ?
C1 C2 C3 C4 -145.79(16) . . . . ?
C7 C2 C3 C4 35.9(2) . . . . ?
C2 C3 C4 C5 -42.63(19) . . . . ?
C16 C3 C4 C5 82.66(18) . . . . ?
C28 N4 C5 C6 7.7(3) . . . . ?
C32 N4 C5 C6 149.10(17) . . . . ?
C28 N4 C5 C4 -170.69(15) . . . . ?
C32 N4 C5 C4 -29.3(2) . . . . ?
C3 C4 C5 C6 25.6(2) . . . . ?
C3 C4 C5 N4 -155.88(15) . . . . ?
N4 C5 C6 C7 -177.01(15) . . . . ?
C4 C5 C6 C7 1.4(2) . . . . ?
C1 C2 C7 C8 -5.0(2) . . . . ?
C3 C2 C7 C8 173.46(14) . . . . ?
C1 C2 C7 C6 170.80(16) . . . . ?
C3 C2 C7 C6 -10.8(2) . . . . ?
C5 C6 C7 C8 165.99(16) . . . . ?
C5 C6 C7 C2 -9.5(3) . . . . ?
C2 C7 C8 C9 0.1(2) . . . . ?
C6 C7 C8 C9 -175.58(16) . . . . ?
C2 C7 C8 C33 172.80(15) . . . . ?
C6 C7 C8 C33 -2.9(2) . . . . ?
C1 N1 C9 N3 179.51(14) . . . . ?
C1 N1 C9 C8 -4.8(2) . . . . ?
C23 N3 C9 N1 -122.24(18) . . . . ?
C27 N3 C9 N1 17.2(2) . . . . ?
C23 N3 C9 C8 62.0(2) . . . . ?
C27 N3 C9 C8 -158.63(17) . . . . ?
C7 C8 C9 N1 5.0(3) . . . . ?
C33 C8 C9 N1 -167.68(16) . . . . ?
C7 C8 C9 N3 -179.36(15) . . . . ?
C33 C8 C9 N3 8.0(2) . . . . ?
N1 C1 C10 C11 -93.6(2) . . . . ?
C2 C1 C10 C11 87.2(2) . . . . ?
N1 C1 C10 C15 88.2(2) . . . . ?
C2 C1 C10 C15 -91.1(2) . . . . ?
C15 C10 C11 C12 0.6(3) . . . . ?
C1 C10 C11 C12 -177.7(2) . . . . ?
C10 C11 C12 C13 -0.1(4) . . . . ?
C11 C12 C13 C14 -0.2(5) . . . . ?
C12 C13 C14 C15 -0.1(5) . . . . ?
C13 C14 C15 C10 0.6(4) . . . . ?
C11 C10 C15 C14 -0.8(3) . . . . ?
C1 C10 C15 C14 177.47(19) . . . . ?
C2 C3 C16 C21 49.9(2) . . . . ?
C4 C3 C16 C21 -75.9(2) . . . . ?
C2 C3 C16 C17 -127.69(18) . . . . ?
C4 C3 C16 C17 106.54(19) . . . . ?
C21 C16 C17 C18 -1.5(3) . . . . ?
C3 C16 C17 C18 176.29(17) . . . . ?
C16 C17 C18 C19 0.4(3) . . . . ?
C17 C18 C19 C20 1.1(3) . . . . ?
C17 C18 C19 C22 -179.1(2) . . . . ?
C18 C19 C20 C21 -1.5(4) . . . . ?
C22 C19 C20 C21 178.6(2) . . . . ?
C17 C16 C21 C20 1.0(3) . . . . ?
C3 C16 C21 C20 -176.7(2) . . . . ?
C19 C20 C21 C16 0.5(4) . . . . ?
C9 N3 C23 C24 -156.33(17) . . . . ?
C27 N3 C23 C24 61.8(2) . . . . ?
N3 C23 C24 C25 -56.6(3) . . . . ?
C23 C24 C25 C26 52.2(3) . . . . ?
C24 C25 C26 C27 -52.6(3) . . . . ?
C9 N3 C27 C26 157.46(17) . . . . ?
C23 N3 C27 C26 -60.8(2) . . . . ?
C25 C26 C27 N3 56.1(2) . . . . ?
C5 N4 C28 C29 82.7(2) . . . . ?
C32 N4 C28 C29 -62.2(2) . . . . ?
N4 C28 C29 C30 56.1(2) . . . . ?
C28 C29 C30 C31 -50.2(3) . . . . ?
C29 C30 C31 C32 50.4(3) . . . . ?
C5 N4 C32 C31 -82.8(2) . . . . ?
C28 N4 C32 C31 62.0(2) . . . . ?
C30 C31 C32 N4 -56.1(2) . . . . ?

_refine_diff_density_max         0.158
_refine_diff_density_min         -0.111
_refine_diff_density_rms         0.027

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_dd20167
_database_code_depnum_ccdc_archive 'CCDC 2045531'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Huang'
;College of Chemistry and Materials Engineering, Wenzhou University
China
;
_audit_update_record             
;
2020-11-20 deposited with the CCDC.	2021-01-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H32 N4 O2'
_chemical_formula_weight         504.61

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   22.889(3)
_cell_length_b                   14.6221(14)
_cell_length_c                   17.1874(17)
_cell_angle_alpha                90
_cell_angle_beta                 109.396(3)
_cell_angle_gamma                90
_cell_volume                     5426.0(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    3917
_cell_measurement_theta_min      5.025
_cell_measurement_theta_max      45.576

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_F_000             2144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.991
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6140
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\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            49754
_diffrn_reflns_av_unetI/netI     0.1445
_diffrn_reflns_av_R_equivalents  0.2247
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.876
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             9544
_reflns_number_gt                3888
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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)+(0.0923P)²+4.2603P] 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
_refine_ls_extinction_coef       0.0117(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         9544
_refine_ls_number_parameters     848
_refine_ls_number_restraints     132
_refine_ls_R_factor_all          0.2194
_refine_ls_R_factor_gt           0.0943
_refine_ls_wR_factor_ref         0.2849
_refine_ls_wR_factor_gt          0.1996
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_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 1.04238(19) 0.6700(3) 0.0140(2) 0.0568(11) Uani 1 1 d . . . . .
N2 N 1.1109(2) 0.8106(3) 0.2816(3) 0.0842(15) Uani 1 1 d . . . . .
N3 N 1.13029(19) 0.7518(3) 0.0844(2) 0.0648(12) Uani 1 1 d . . . . .
O1 O 1.23134(18) 0.6557(3) 0.0566(2) 0.0901(13) Uani 1 1 d . . . . .
C1 C 1.0752(2) 0.7100(3) 0.0847(3) 0.0559(13) Uani 1 1 d . . . . .
C2 C 1.0544(2) 0.7157(3) 0.1524(3) 0.0533(13) Uani 1 1 d . . . . .
C3 C 0.9992(2) 0.6699(3) 0.1501(3) 0.0519(12) Uani 1 1 d . . . . .
C4 C 0.9787(2) 0.6671(3) 0.2202(3) 0.0599(14) Uani 1 1 d . . . . .
H4 H 0.9980 0.7048 0.2649 0.072 Uiso 1 1 calc R U . . .
C5 C 0.9322(3) 0.6115(3) 0.2241(3) 0.0599(14) Uani 1 1 d . . . . .
C6 C 0.9003(2) 0.5508(3) 0.1520(3) 0.0608(14) Uani 1 1 d . . . . .
H6A H 0.8572 0.5446 0.1480 0.073 Uiso 1 1 calc R U . . .
H6B H 0.9189 0.4905 0.1627 0.073 Uiso 1 1 calc R U . . .
C7 C 0.9030(2) 0.5847(3) 0.0688(3) 0.0549(13) Uani 1 1 d . . . . .
H7 H 0.8986 0.5306 0.0337 0.066 Uiso 1 1 calc R U . . .
C8 C 0.9649(2) 0.6281(3) 0.0755(3) 0.0517(12) Uani 1 1 d . . . . .
C9 C 0.9870(2) 0.6307(3) 0.0097(3) 0.0520(12) Uani 1 1 d . . . . .
C10 C 0.9529(2) 0.5907(3) -0.0707(3) 0.0563(13) Uani 1 1 d . . . . .
H10 H 0.9159 0.5611 -0.0753 0.068 Uiso 1 1 calc R U . . .
C11 C 0.9694(2) 0.5925(3) -0.1366(3) 0.0550(13) Uani 1 1 d . . . . .
H11 H 1.0063 0.6225 -0.1317 0.066 Uiso 1 1 calc R U . . .
C12 C 0.9363(2) 0.5528(3) -0.2172(3) 0.0525(12) Uani 1 1 d . . . . .
C13 C 0.8894(3) 0.4885(4) -0.2273(3) 0.0658(14) Uani 1 1 d . . . . .
H13 H 0.8791 0.4699 -0.1818 0.079 Uiso 1 1 calc R U . . .
C14 C 0.8583(3) 0.4522(4) -0.3035(4) 0.0784(17) Uani 1 1 d . . . . .
H14 H 0.8269 0.4097 -0.3094 0.094 Uiso 1 1 calc R U . . .
C15 C 0.8734(3) 0.4782(4) -0.3711(4) 0.0828(18) Uani 1 1 d . . . . .
H15 H 0.8524 0.4534 -0.4227 0.099 Uiso 1 1 calc R U . . .
C16 C 0.9195(3) 0.5409(4) -0.3623(3) 0.0844(18) Uani 1 1 d . . . . .
H16 H 0.9296 0.5592 -0.4080 0.101 Uiso 1 1 calc R U . . .
C17 C 0.9510(3) 0.5768(4) -0.2858(3) 0.0665(15) Uani 1 1 d . . . . .
H17 H 0.9829 0.6183 -0.2804 0.080 Uiso 1 1 calc R U . . .
C18 C 1.0867(2) 0.7670(4) 0.2243(3) 0.0618(14) Uani 1 1 d . . . . .
C19 C 1.1889(2) 0.7315(4) 0.1515(3) 0.0750(16) Uani 1 1 d . . . . .
H19A H 1.1801 0.7209 0.2023 0.090 Uiso 1 1 calc R U . . .
H19B H 1.2162 0.7840 0.1600 0.090 Uiso 1 1 calc R U . . .
C20 C 1.2210(3) 0.6493(4) 0.1326(4) 0.0832(18) Uani 1 1 d . . . . .
H20A H 1.2604 0.6415 0.1762 0.100 Uiso 1 1 calc R U . . .
H20B H 1.1961 0.5954 0.1320 0.100 Uiso 1 1 calc R U . . .
C21 C 1.1742(3) 0.6701(5) -0.0088(3) 0.0836(18) Uani 1 1 d . . . . .
H21A H 1.1473 0.6178 -0.0127 0.100 Uiso 1 1 calc R U . . .
H21B H 1.1822 0.6757 -0.0606 0.100 Uiso 1 1 calc R U . . .
C22 C 1.1428(3) 0.7545(4) 0.0059(3) 0.0762(17) Uani 1 1 d . . . . .
H22A H 1.1687 0.8070 0.0059 0.091 Uiso 1 1 calc R U . . .
H22B H 1.1041 0.7621 -0.0390 0.091 Uiso 1 1 calc R U . . .
C23 C 0.8494(2) 0.6479(4) 0.0250(3) 0.0590(13) Uani 1 1 d . . . . .
C24 C 0.7991(3) 0.6160(5) -0.0365(4) 0.122(3) Uani 1 1 d . . . . .
H24 H 0.7971 0.5545 -0.0510 0.146 Uiso 1 1 calc R U . . .
C25 C 0.7509(4) 0.6742(6) -0.0779(5) 0.143(3) Uani 1 1 d . . . . .
H25 H 0.7175 0.6509 -0.1204 0.171 Uiso 1 1 calc R U . . .
C26 C 0.7513(3) 0.7615(6) -0.0586(5) 0.108(2) Uani 1 1 d . . . . .
H26 H 0.7188 0.7996 -0.0877 0.129 Uiso 1 1 calc R U . . .
C27 C 0.7990(3) 0.7944(5) 0.0033(5) 0.120(3) Uani 1 1 d . . . . .
H27 H 0.7989 0.8550 0.0197 0.144 Uiso 1 1 calc R U . . .
C28 C 0.8486(3) 0.7381(4) 0.0431(4) 0.097(2) Uani 1 1 d . . . . .
H28 H 0.8827 0.7630 0.0837 0.117 Uiso 1 1 calc R U . . .
N4 N 0.907(3) 0.609(3) 0.2923(16) 0.072(8) Uani 0.5 1 d D U P A 1
O2 O 0.9316(10) 0.554(2) 0.4575(14) 0.106(5) Uani 0.5 1 d . U P A 1
C29 C 0.8709(8) 0.5334(13) 0.3061(10) 0.064(3) Uani 0.5 1 d D U P A 1
H29A H 0.8595 0.4920 0.2594 0.076 Uiso 0.5 1 calc R U P A 1
H29B H 0.8334 0.5558 0.3142 0.076 Uiso 0.5 1 calc R U P A 1
C30 C 0.9117(7) 0.4859(8) 0.3827(6) 0.066(3) Uani 0.5 1 d D U P A 1
H30A H 0.9483 0.4622 0.3730 0.079 Uiso 0.5 1 calc R U P A 1
H30B H 0.8895 0.4347 0.3955 0.079 Uiso 0.5 1 calc R U P A 1
C31 C 0.9653(7) 0.6167(9) 0.4357(6) 0.078(3) Uani 0.5 1 d D U P A 1
H31A H 0.9996 0.5864 0.4251 0.093 Uiso 0.5 1 calc R U P A 1
H31B H 0.9826 0.6582 0.4817 0.093 Uiso 0.5 1 calc R U P A 1
C32 C 0.9306(8) 0.6713(11) 0.3616(8) 0.074(4) Uani 0.5 1 d D U P A 1
H32A H 0.8963 0.7030 0.3711 0.088 Uiso 0.5 1 calc R U P A 1
H32B H 0.9576 0.7164 0.3501 0.088 Uiso 0.5 1 calc R U P A 1
O2' O 0.9033(10) 0.554(2) 0.4391(13) 0.105(5) Uani 0.5 1 d . U P A 2
N4' N 0.917(3) 0.603(3) 0.2882(16) 0.071(8) Uani 0.5 1 d D U P A 2
C29' C 0.8934(11) 0.517(2) 0.3058(13) 0.118(6) Uani 0.5 1 d D U P A 2
H29C H 0.9263 0.4722 0.3171 0.141 Uiso 0.5 1 calc R U P A 2
H29D H 0.8606 0.4973 0.2565 0.141 Uiso 0.5 1 calc R U P A 2
C30' C 0.8691(9) 0.5163(14) 0.3744(10) 0.120(5) Uani 0.5 1 d D U P A 2
H30C H 0.8292 0.5468 0.3570 0.144 Uiso 0.5 1 calc R U P A 2
H30D H 0.8623 0.4533 0.3870 0.144 Uiso 0.5 1 calc R U P A 2
C31' C 0.9207(12) 0.6538(13) 0.4263(11) 0.142(7) Uani 0.5 1 d D U P A 2
H31C H 0.8838 0.6915 0.4064 0.171 Uiso 0.5 1 calc R U P A 2
H31D H 0.9479 0.6793 0.4776 0.171 Uiso 0.5 1 calc R U P A 2
C32' C 0.9523(10) 0.6489(17) 0.3645(11) 0.140(7) Uani 0.5 1 d D U P A 2
H32C H 0.9617 0.7106 0.3515 0.168 Uiso 0.5 1 calc R U P A 2
H32D H 0.9914 0.6171 0.3885 0.168 Uiso 0.5 1 calc R U P A 2
N5 N 0.4819(3) 0.6554(4) 0.4864(3) 0.0876(16) Uani 1 1 d . . . . .
N6 N 0.3993(3) 0.7874(5) 0.6824(4) 0.126(2) Uani 1 1 d . . . . .
C33 C 0.4455(3) 0.6909(5) 0.5246(4) 0.090(2) Uani 1 1 d . . . . .
C34 C 0.4603(3) 0.6924(4) 0.6097(3) 0.0772(17) Uani 1 1 d . . . . .
C35 C 0.5151(3) 0.6473(4) 0.6599(3) 0.0680(15) Uani 1 1 d . . . . .
C36 C 0.5315(3) 0.6448(4) 0.7476(3) 0.0730(16) Uani 1 1 d . . . . .
H36 H 0.5103 0.6820 0.7731 0.088 Uiso 1 1 calc R U . . .
C37 C 0.5772(3) 0.5897(4) 0.7946(3) 0.0746(16) Uani 1 1 d . . . . .
C38 C 0.6096(3) 0.5280(4) 0.7525(3) 0.0797(17) Uani 1 1 d . . . . .
H38A H 0.5881 0.4698 0.7415 0.096 Uiso 1 1 calc R U . . .
H38B H 0.6513 0.5168 0.7895 0.096 Uiso 1 1 calc R U . . .
C39 C 0.6131(3) 0.5666(4) 0.6714(3) 0.0698(15) Uani 1 1 d . . . . .
H39 H 0.6214 0.5150 0.6401 0.084 Uiso 1 1 calc R U . . .
C40 C 0.5524(2) 0.6084(4) 0.6194(3) 0.0658(15) Uani 1 1 d . . . . .
C41 C 0.5365(3) 0.6161(4) 0.5348(3) 0.0742(16) Uani 1 1 d . . . . .
C42 C 0.5764(3) 0.5843(4) 0.4895(4) 0.0843(18) Uani 1 1 d . . . . .
H42 H 0.6157 0.5641 0.5212 0.101 Uiso 1 1 calc R U . . .
C43 C 0.5637(3) 0.5807(5) 0.4094(4) 0.101(2) Uani 1 1 d . . . . .
H43 H 0.5248 0.6025 0.3780 0.121 Uiso 1 1 calc R U . . .
C44 C 0.6023(5) 0.5471(6) 0.3626(4) 0.108(3) Uani 1 1 d . . . . .
C45 C 0.6638(6) 0.5181(6) 0.4029(6) 0.136(3) Uani 1 1 d . . . . .
H45 H 0.6806 0.5223 0.4600 0.164 Uiso 1 1 calc R U . . .
C46 C 0.6994(6) 0.4836(6) 0.3584(8) 0.176(5) Uani 1 1 d . . . . .
H46 H 0.7394 0.4626 0.3848 0.211 Uiso 1 1 calc R U . . .
C47 C 0.6733(9) 0.4813(9) 0.2734(10) 0.198(8) Uani 1 1 d . . . . .
H47 H 0.6969 0.4592 0.2427 0.238 Uiso 1 1 calc R U . . .
C48 C 0.6153(8) 0.5097(12) 0.2334(9) 0.202(8) Uani 1 1 d . . . . .
H48 H 0.5989 0.5072 0.1762 0.243 Uiso 1 1 calc R U . . .
C49 C 0.5800(5) 0.5430(7) 0.2800(5) 0.174(5) Uani 1 1 d . . . . .
H49 H 0.5398 0.5630 0.2528 0.209 Uiso 1 1 calc R U . . .
C50 C 0.4255(3) 0.7448(6) 0.6493(4) 0.091(2) Uani 1 1 d . . . . .
N7 N 0.3923(8) 0.7114(9) 0.4642(9) 0.065(3) Uani 0.5 1 d D U P B 1
O3 O 0.2744(18) 0.727(3) 0.337(3) 0.111(8) Uani 0.5 1 d . U P B 1
C51 C 0.3895(7) 0.7206(12) 0.3793(8) 0.087(3) Uani 0.5 1 d D U P B 1
H51A H 0.3920 0.6606 0.3565 0.104 Uiso 0.5 1 calc R U P B 1
H51B H 0.4244 0.7565 0.3767 0.104 Uiso 0.5 1 calc R U P B 1
C52 C 0.3306(6) 0.7660(12) 0.3294(8) 0.091(3) Uani 0.5 1 d D U P B 1
H52A H 0.3328 0.8299 0.3452 0.109 Uiso 0.5 1 calc R U P B 1
H52B H 0.3276 0.7636 0.2718 0.109 Uiso 0.5 1 calc R U P B 1
C53 C 0.2815(6) 0.7219(13) 0.4179(9) 0.098(4) Uani 0.5 1 d D U P B 1
H53A H 0.2447 0.6936 0.4233 0.118 Uiso 0.5 1 calc R U P B 1
H53B H 0.2835 0.7838 0.4389 0.118 Uiso 0.5 1 calc R U P B 1
C54 C 0.3370(6) 0.6706(12) 0.4722(11) 0.097(4) Uani 0.5 1 d D U P B 1
H54A H 0.3384 0.6736 0.5291 0.116 Uiso 0.5 1 calc R U P B 1
H54B H 0.3344 0.6068 0.4558 0.116 Uiso 0.5 1 calc R U P B 1
N7' N 0.3894(7) 0.7536(9) 0.4818(9) 0.066(3) Uani 0.5 1 d D U P B 2
O3' O 0.2875(18) 0.691(3) 0.348(3) 0.113(8) Uani 0.5 1 d . U P B 2
C51' C 0.3810(7) 0.7737(10) 0.3958(7) 0.077(3) Uani 0.5 1 d D U P B 2
H51C H 0.4212 0.7800 0.3891 0.093 Uiso 0.5 1 calc R U P B 2
H51D H 0.3594 0.8316 0.3810 0.093 Uiso 0.5 1 calc R U P B 2
C52' C 0.3441(7) 0.6992(10) 0.3374(8) 0.079(3) Uani 0.5 1 d D U P B 2
H52C H 0.3386 0.7155 0.2806 0.095 Uiso 0.5 1 calc R U P B 2
H52D H 0.3661 0.6414 0.3496 0.095 Uiso 0.5 1 calc R U P B 2
C53' C 0.2927(8) 0.6635(10) 0.4293(8) 0.077(3) Uani 0.5 1 d D U P B 2
H53C H 0.3132 0.6045 0.4410 0.092 Uiso 0.5 1 calc R U P B 2
H53D H 0.2517 0.6572 0.4338 0.092 Uiso 0.5 1 calc R U P B 2
C54' C 0.3301(5) 0.7346(10) 0.4919(7) 0.074(3) Uani 0.5 1 d D U P B 2
H54C H 0.3065 0.7908 0.4850 0.088 Uiso 0.5 1 calc R U P B 2
H54D H 0.3370 0.7121 0.5473 0.088 Uiso 0.5 1 calc R U P B 2
C55 C 0.6667(3) 0.6346(4) 0.6855(3) 0.0723(16) Uani 1 1 d . . . . .
C56 C 0.6600(3) 0.7268(4) 0.6926(4) 0.0879(19) Uani 1 1 d . . . . .
H56 H 0.6215 0.7501 0.6895 0.105 Uiso 1 1 calc R U . . .
C57 C 0.7090(4) 0.7858(5) 0.7043(5) 0.110(2) Uani 1 1 d . . . . .
H57 H 0.7036 0.8482 0.7098 0.133 Uiso 1 1 calc R U . . .
C58 C 0.7655(4) 0.7527(6) 0.7078(5) 0.117(3) Uani 1 1 d . . . . .
H58 H 0.7982 0.7929 0.7142 0.140 Uiso 1 1 calc R U . . .
C59 C 0.7741(3) 0.6631(6) 0.7021(5) 0.125(3) Uani 1 1 d . . . . .
H59 H 0.8129 0.6408 0.7054 0.150 Uiso 1 1 calc R U . . .
C60 C 0.7251(3) 0.6034(5) 0.6912(4) 0.102(2) Uani 1 1 d . . . . .
H60 H 0.7316 0.5410 0.6877 0.122 Uiso 1 1 calc R U . . .
N8 N 0.5865(9) 0.5810(18) 0.8741(17) 0.073(5) Uani 0.6 1 d D U P C 1
O4 O 0.6143(8) 0.5625(12) 1.0494(7) 0.154(6) Uani 0.6 1 d . U P C 1
C61 C 0.5581(10) 0.6379(17) 0.9204(10) 0.112(4) Uani 0.6 1 d D U P C 1
H61A H 0.5186 0.6115 0.9174 0.135 Uiso 0.6 1 calc R U P C 1
H61B H 0.5502 0.6980 0.8951 0.135 Uiso 0.6 1 calc R U P C 1
C62 C 0.5975(8) 0.6485(9) 1.0103(6) 0.116(4) Uani 0.6 1 d D U P C 1
H62A H 0.6347 0.6825 1.0139 0.140 Uiso 0.6 1 calc R U P C 1
H62B H 0.5747 0.6832 1.0388 0.140 Uiso 0.6 1 calc R U P C 1
C63 C 0.6506(9) 0.5171(11) 1.0108(6) 0.127(4) Uani 0.6 1 d D U P C 1
H63A H 0.6650 0.4597 1.0389 0.153 Uiso 0.6 1 calc R U P C 1
H63B H 0.6866 0.5540 1.0143 0.153 Uiso 0.6 1 calc R U P C 1
C64 C 0.6142(10) 0.499(2) 0.9215(12) 0.125(4) Uani 0.6 1 d D U P C 1
H64A H 0.6414 0.4701 0.8957 0.149 Uiso 0.6 1 calc R U P C 1
H64B H 0.5814 0.4555 0.9189 0.149 Uiso 0.6 1 calc R U P C 1
N8' N 0.6072(15) 0.592(3) 0.884(3) 0.072(6) Uani 0.4 1 d D U P C 2
O4' O 0.5724(12) 0.536(2) 1.0228(13) 0.155(6) Uani 0.4 1 d . U P C 2
C61' C 0.5780(17) 0.651(3) 0.928(2) 0.145(8) Uani 0.4 1 d D U P C 2
H61C H 0.5506 0.6921 0.8877 0.174 Uiso 0.4 1 calc R U P C 2
H61D H 0.6104 0.6891 0.9649 0.174 Uiso 0.4 1 calc R U P C 2
C62' C 0.5413(14) 0.6114(18) 0.9783(17) 0.147(8) Uani 0.4 1 d D U P C 2
H62C H 0.5356 0.6573 1.0159 0.177 Uiso 0.4 1 calc R U P C 2
H62D H 0.5007 0.5927 0.9420 0.177 Uiso 0.4 1 calc R U P C 2
C63' C 0.5859(17) 0.4702(15) 0.9728(16) 0.159(8) Uani 0.4 1 d D U P C 2
H63C H 0.5474 0.4478 0.9339 0.191 Uiso 0.4 1 calc R U P C 2
H63D H 0.6065 0.4191 1.0070 0.191 Uiso 0.4 1 calc R U P C 2
C64' C 0.627(2) 0.505(3) 0.925(3) 0.158(9) Uani 0.4 1 d D U P C 2
H64C H 0.6687 0.5106 0.9628 0.190 Uiso 0.4 1 calc R U P C 2
H64D H 0.6269 0.4595 0.8839 0.190 Uiso 0.4 1 calc R U P C 2


_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 C1 1.333(6) . ?
N1 C9 1.371(6) . ?
N2 C18 1.150(6) . ?
N3 C1 1.403(6) . ?
N3 C22 1.470(6) . ?
N3 C19 1.480(6) . ?
O1 C20 1.405(6) . ?
O1 C21 1.429(6) . ?
C1 C2 1.398(6) . ?
C2 C3 1.419(6) . ?
C2 C18 1.425(7) . ?
C3 C8 1.403(6) . ?
C3 C4 1.431(6) . ?
C4 C5 1.358(7) . ?
C4 H4 0.9300 . ?
C5 N4' 1.27(5) . ?
C5 N4 1.46(6) . ?
C5 C6 1.502(6) . ?
C6 C7 1.534(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.522(6) . ?
C7 C23 1.521(7) . ?
C7 H7 0.9800 . ?
C8 C9 1.383(6) . ?
C9 C10 1.464(6) . ?
C10 C11 1.309(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.460(6) . ?
C11 H11 0.9300 . ?
C12 C17 1.374(6) . ?
C12 C13 1.394(7) . ?
C13 C14 1.374(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.371(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.367(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.377(7) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C19 C20 1.500(7) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.490(8) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C28 1.356(7) . ?
C23 C24 1.360(7) . ?
C24 C25 1.388(9) . ?
C24 H24 0.9300 . ?
C25 C26 1.318(9) . ?
C25 H25 0.9300 . ?
C26 C27 1.337(9) . ?
C26 H26 0.9300 . ?
C27 C28 1.386(8) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
N4 C32 1.452(19) . ?
N4 C29 1.45(3) . ?
O2 C31 1.33(3) . ?
O2 C30 1.57(3) . ?
C29 C30 1.507(16) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.490(16) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
O2' C30' 1.25(3) . ?
O2' C31' 1.55(3) . ?
N4' C29' 1.44(2) . ?
N4' C32' 1.456(18) . ?
C29' C30' 1.461(16) . ?
C29' H29C 0.9700 . ?
C29' H29D 0.9700 . ?
C30' H30C 0.9700 . ?
C30' H30D 0.9700 . ?
C31' C32' 1.473(16) . ?
C31' H31C 0.9700 . ?
C31' H31D 0.9700 . ?
C32' H32C 0.9700 . ?
C32' H32D 0.9700 . ?
N5 C33 1.326(8) . ?
N5 C41 1.378(7) . ?
N6 C50 1.138(8) . ?
C33 N7 1.345(18) . ?
C33 C34 1.387(8) . ?
C33 N7' 1.550(17) . ?
C34 C35 1.426(7) . ?
C34 C50 1.431(10) . ?
C35 C40 1.389(7) . ?
C35 C36 1.427(7) . ?
C36 C37 1.354(7) . ?
C36 H36 0.9300 . ?
C37 N8 1.32(3) . ?
C37 N8' 1.47(4) . ?
C37 C38 1.499(7) . ?
C38 C39 1.529(7) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 C40 1.510(7) . ?
C39 C55 1.534(8) . ?
C39 H39 0.9800 . ?
C40 C41 1.380(7) . ?
C41 C42 1.461(8) . ?
C42 C43 1.309(7) . ?
C42 H42 0.9300 . ?
C43 C44 1.463(10) . ?
C43 H43 0.9300 . ?
C44 C49 1.341(10) . ?
C44 C45 1.411(11) . ?
C45 C46 1.385(12) . ?
C45 H45 0.9300 . ?
C46 C47 1.382(16) . ?
C46 H46 0.9300 . ?
C47 C48 1.341(19) . ?
C47 H47 0.9300 . ?
C48 C49 1.400(16) . ?
C48 H48 0.9300 . ?
C49 H49 0.9300 . ?
N7 C51 1.445(14) . ?
N7 C54 1.448(15) . ?
O3 C53 1.34(5) . ?
O3 C52 1.46(5) . ?
C51 C52 1.491(14) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C53 C54 1.503(14) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
N7' C54' 1.451(14) . ?
N7' C51' 1.454(14) . ?
O3' C52' 1.37(5) . ?
O3' C53' 1.42(5) . ?
C51' C52' 1.531(14) . ?
C51' H51C 0.9700 . ?
C51' H51D 0.9700 . ?
C52' H52C 0.9700 . ?
C52' H52D 0.9700 . ?
C53' C54' 1.537(14) . ?
C53' H53C 0.9700 . ?
C53' H53D 0.9700 . ?
C54' H54C 0.9700 . ?
C54' H54D 0.9700 . ?
C55 C56 1.367(7) . ?
C55 C60 1.386(8) . ?
C56 C57 1.376(8) . ?
C56 H56 0.9300 . ?
C57 C58 1.363(9) . ?
C57 H57 0.9300 . ?
C58 C59 1.333(9) . ?
C58 H58 0.9300 . ?
C59 C60 1.384(9) . ?
C59 H59 0.9300 . ?
C60 H60 0.9300 . ?
N8 C61 1.447(14) . ?
N8 C64 1.475(14) . ?
O4 C63 1.39(2) . ?
O4 C62 1.418(19) . ?
C61 C62 1.516(16) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
C62 H62A 0.9700 . ?
C62 H62B 0.9700 . ?
C63 C64 1.507(18) . ?
C63 H63A 0.9700 . ?
C63 H63B 0.9700 . ?
C64 H64A 0.9700 . ?
C64 H64B 0.9700 . ?
N8' C61' 1.449(18) . ?
N8' C64' 1.452(18) . ?
O4' C63' 1.39(3) . ?
O4' C62' 1.39(3) . ?
C61' C62' 1.508(19) . ?
C61' H61C 0.9700 . ?
C61' H61D 0.9700 . ?
C62' H62C 0.9700 . ?
C62' H62D 0.9700 . ?
C63' C64' 1.52(2) . ?
C63' H63C 0.9700 . ?
C63' H63D 0.9700 . ?
C64' H64C 0.9700 . ?
C64' H64D 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 N1 C9 117.7(4) . . ?
C1 N3 C22 117.7(4) . . ?
C1 N3 C19 119.5(4) . . ?
C22 N3 C19 108.6(4) . . ?
C20 O1 C21 110.4(4) . . ?
N1 C1 C2 122.7(5) . . ?
N1 C1 N3 115.0(4) . . ?
C2 C1 N3 122.2(4) . . ?
C1 C2 C3 119.7(4) . . ?
C1 C2 C18 122.1(5) . . ?
C3 C2 C18 118.2(4) . . ?
C8 C3 C2 116.9(4) . . ?
C8 C3 C4 121.1(5) . . ?
C2 C3 C4 122.0(4) . . ?
C5 C4 C3 122.7(5) . . ?
C5 C4 H4 118.6 . . ?
C3 C4 H4 118.6 . . ?
N4' C5 C4 123.3(12) . . ?
C4 C5 N4 125.0(10) . . ?
N4' C5 C6 117.4(11) . . ?
C4 C5 C6 119.1(4) . . ?
N4 C5 C6 115.8(10) . . ?
C5 C6 C7 114.7(4) . . ?
C5 C6 H6A 108.6 . . ?
C7 C6 H6A 108.6 . . ?
C5 C6 H6B 108.6 . . ?
C7 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
C8 C7 C23 111.3(4) . . ?
C8 C7 C6 113.0(4) . . ?
C23 C7 C6 112.5(4) . . ?
C8 C7 H7 106.5 . . ?
C23 C7 H7 106.5 . . ?
C6 C7 H7 106.5 . . ?
C9 C8 C3 119.4(4) . . ?
C9 C8 C7 122.3(4) . . ?
C3 C8 C7 118.3(4) . . ?
N1 C9 C8 123.3(4) . . ?
N1 C9 C10 114.3(4) . . ?
C8 C9 C10 122.4(5) . . ?
C11 C10 C9 126.3(5) . . ?
C11 C10 H10 116.8 . . ?
C9 C10 H10 116.8 . . ?
C10 C11 C12 127.2(5) . . ?
C10 C11 H11 116.4 . . ?
C12 C11 H11 116.4 . . ?
C17 C12 C13 117.6(5) . . ?
C17 C12 C11 120.9(5) . . ?
C13 C12 C11 121.5(4) . . ?
C14 C13 C12 120.9(5) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C15 C14 C13 120.3(6) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C16 C15 C14 119.6(5) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C17 120.1(6) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C12 C17 C16 121.5(6) . . ?
C12 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
N2 C18 C2 177.5(6) . . ?
N3 C19 C20 112.0(4) . . ?
N3 C19 H19A 109.2 . . ?
C20 C19 H19A 109.2 . . ?
N3 C19 H19B 109.2 . . ?
C20 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
O1 C20 C19 113.2(5) . . ?
O1 C20 H20A 108.9 . . ?
C19 C20 H20A 108.9 . . ?
O1 C20 H20B 108.9 . . ?
C19 C20 H20B 108.9 . . ?
H20A C20 H20B 107.8 . . ?
O1 C21 C22 110.8(5) . . ?
O1 C21 H21A 109.5 . . ?
C22 C21 H21A 109.5 . . ?
O1 C21 H21B 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 108.1 . . ?
N3 C22 C21 112.7(5) . . ?
N3 C22 H22A 109.1 . . ?
C21 C22 H22A 109.1 . . ?
N3 C22 H22B 109.1 . . ?
C21 C22 H22B 109.1 . . ?
H22A C22 H22B 107.8 . . ?
C28 C23 C24 116.1(5) . . ?
C28 C23 C7 123.1(5) . . ?
C24 C23 C7 120.8(5) . . ?
C23 C24 C25 120.7(6) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C26 C25 C24 121.9(7) . . ?
C26 C25 H25 119.1 . . ?
C24 C25 H25 119.1 . . ?
C25 C26 C27 118.9(7) . . ?
C25 C26 H26 120.5 . . ?
C27 C26 H26 120.5 . . ?
C26 C27 C28 119.9(7) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 120.1 . . ?
C23 C28 C27 122.4(6) . . ?
C23 C28 H28 118.8 . . ?
C27 C28 H28 118.8 . . ?
C32 N4 C29 115(3) . . ?
C32 N4 C5 121(3) . . ?
C29 N4 C5 123(3) . . ?
C31 O2 C30 104(2) . . ?
N4 C29 C30 106(3) . . ?
N4 C29 H29A 110.6 . . ?
C30 C29 H29A 110.6 . . ?
N4 C29 H29B 110.6 . . ?
C30 C29 H29B 110.6 . . ?
H29A C29 H29B 108.7 . . ?
C29 C30 O2 110.5(16) . . ?
C29 C30 H30A 109.6 . . ?
O2 C30 H30A 109.6 . . ?
C29 C30 H30B 109.6 . . ?
O2 C30 H30B 109.6 . . ?
H30A C30 H30B 108.1 . . ?
O2 C31 C32 114.6(16) . . ?
O2 C31 H31A 108.6 . . ?
C32 C31 H31A 108.6 . . ?
O2 C31 H31B 108.6 . . ?
C32 C31 H31B 108.6 . . ?
H31A C31 H31B 107.6 . . ?
N4 C32 C31 108(2) . . ?
N4 C32 H32A 110.1 . . ?
C31 C32 H32A 110.1 . . ?
N4 C32 H32B 110.1 . . ?
C31 C32 H32B 110.1 . . ?
H32A C32 H32B 108.4 . . ?
C30' O2' C31' 114(2) . . ?
C5 N4' C29' 120(3) . . ?
C5 N4' C32' 120(4) . . ?
C29' N4' C32' 110(3) . . ?
N4' C29' C30' 116(3) . . ?
N4' C29' H29C 108.2 . . ?
C30' C29' H29C 108.2 . . ?
N4' C29' H29D 108.2 . . ?
C30' C29' H29D 108.2 . . ?
H29C C29' H29D 107.3 . . ?
O2' C30' C29' 115(2) . . ?
O2' C30' H30C 108.6 . . ?
C29' C30' H30C 108.6 . . ?
O2' C30' H30D 108.6 . . ?
C29' C30' H30D 108.6 . . ?
H30C C30' H30D 107.5 . . ?
C32' C31' O2' 106(2) . . ?
C32' C31' H31C 110.6 . . ?
O2' C31' H31C 110.6 . . ?
C32' C31' H31D 110.6 . . ?
O2' C31' H31D 110.6 . . ?
H31C C31' H31D 108.7 . . ?
N4' C32' C31' 114(4) . . ?
N4' C32' H32C 108.7 . . ?
C31' C32' H32C 108.7 . . ?
N4' C32' H32D 108.7 . . ?
C31' C32' H32D 108.7 . . ?
H32C C32' H32D 107.6 . . ?
C33 N5 C41 117.3(5) . . ?
N5 C33 N7 105.1(7) . . ?
N5 C33 C34 123.7(6) . . ?
N7 C33 C34 130.8(8) . . ?
N5 C33 N7' 123.5(7) . . ?
C34 C33 N7' 111.5(8) . . ?
C33 C34 C35 119.2(6) . . ?
C33 C34 C50 122.0(6) . . ?
C35 C34 C50 118.5(5) . . ?
C40 C35 C34 116.7(5) . . ?
C40 C35 C36 122.0(5) . . ?
C34 C35 C36 121.3(5) . . ?
C37 C36 C35 121.6(5) . . ?
C37 C36 H36 119.2 . . ?
C35 C36 H36 119.2 . . ?
N8 C37 C36 120.3(11) . . ?
C36 C37 N8' 127.9(16) . . ?
N8 C37 C38 120.5(11) . . ?
C36 C37 C38 118.6(5) . . ?
N8' C37 C38 112.8(16) . . ?
C37 C38 C39 113.7(5) . . ?
C37 C38 H38A 108.8 . . ?
C39 C38 H38A 108.8 . . ?
C37 C38 H38B 108.8 . . ?
C39 C38 H38B 108.8 . . ?
H38A C38 H38B 107.7 . . ?
C40 C39 C38 111.9(5) . . ?
C40 C39 C55 111.1(4) . . ?
C38 C39 C55 112.1(5) . . ?
C40 C39 H39 107.1 . . ?
C38 C39 H39 107.1 . . ?
C55 C39 H39 107.1 . . ?
C41 C40 C35 120.3(5) . . ?
C41 C40 C39 121.6(5) . . ?
C35 C40 C39 117.8(5) . . ?
N5 C41 C40 122.6(6) . . ?
N5 C41 C42 114.5(5) . . ?
C40 C41 C42 123.0(6) . . ?
C43 C42 C41 127.8(7) . . ?
C43 C42 H42 116.1 . . ?
C41 C42 H42 116.1 . . ?
C42 C43 C44 128.7(8) . . ?
C42 C43 H43 115.6 . . ?
C44 C43 H43 115.6 . . ?
C49 C44 C45 118.2(9) . . ?
C49 C44 C43 120.7(10) . . ?
C45 C44 C43 121.2(7) . . ?
C46 C45 C44 120.8(10) . . ?
C46 C45 H45 119.6 . . ?
C44 C45 H45 119.6 . . ?
C45 C46 C47 117.7(13) . . ?
C45 C46 H46 121.1 . . ?
C47 C46 H46 121.1 . . ?
C48 C47 C46 122.8(16) . . ?
C48 C47 H47 118.6 . . ?
C46 C47 H47 118.6 . . ?
C47 C48 C49 118.3(15) . . ?
C47 C48 H48 120.9 . . ?
C49 C48 H48 120.9 . . ?
C44 C49 C48 122.2(12) . . ?
C44 C49 H49 118.9 . . ?
C48 C49 H49 118.9 . . ?
N6 C50 C34 178.1(8) . . ?
C33 N7 C51 121.8(12) . . ?
C33 N7 C54 115.4(12) . . ?
C51 N7 C54 112.7(14) . . ?
C53 O3 C52 108(3) . . ?
N7 C51 C52 110.5(13) . . ?
N7 C51 H51A 109.5 . . ?
C52 C51 H51A 109.5 . . ?
N7 C51 H51B 109.5 . . ?
C52 C51 H51B 109.5 . . ?
H51A C51 H51B 108.1 . . ?
O3 C52 C51 115.4(17) . . ?
O3 C52 H52A 108.4 . . ?
C51 C52 H52A 108.4 . . ?
O3 C52 H52B 108.4 . . ?
C51 C52 H52B 108.4 . . ?
H52A C52 H52B 107.5 . . ?
O3 C53 C54 117.1(18) . . ?
O3 C53 H53A 108.0 . . ?
C54 C53 H53A 108.0 . . ?
O3 C53 H53B 108.0 . . ?
C54 C53 H53B 108.0 . . ?
H53A C53 H53B 107.3 . . ?
N7 C54 C53 108.7(14) . . ?
N7 C54 H54A 109.9 . . ?
C53 C54 H54A 109.9 . . ?
N7 C54 H54B 109.9 . . ?
C53 C54 H54B 109.9 . . ?
H54A C54 H54B 108.3 . . ?
C54' N7' C51' 110.2(13) . . ?
C54' N7' C33 119.2(11) . . ?
C51' N7' C33 114.4(11) . . ?
C52' O3' C53' 112(2) . . ?
N7' C51' C52' 112.4(11) . . ?
N7' C51' H51C 109.1 . . ?
C52' C51' H51C 109.1 . . ?
N7' C51' H51D 109.1 . . ?
C52' C51' H51D 109.1 . . ?
H51C C51' H51D 107.9 . . ?
O3' C52' C51' 108(2) . . ?
O3' C52' H52C 110.1 . . ?
C51' C52' H52C 110.1 . . ?
O3' C52' H52D 110.1 . . ?
C51' C52' H52D 110.1 . . ?
H52C C52' H52D 108.4 . . ?
O3' C53' C54' 110(2) . . ?
O3' C53' H53C 109.7 . . ?
C54' C53' H53C 109.7 . . ?
O3' C53' H53D 109.7 . . ?
C54' C53' H53D 109.7 . . ?
H53C C53' H53D 108.2 . . ?
N7' C54' C53' 111.9(12) . . ?
N7' C54' H54C 109.2 . . ?
C53' C54' H54C 109.2 . . ?
N7' C54' H54D 109.2 . . ?
C53' C54' H54D 109.2 . . ?
H54C C54' H54D 107.9 . . ?
C56 C55 C60 116.8(6) . . ?
C56 C55 C39 123.1(6) . . ?
C60 C55 C39 120.1(6) . . ?
C55 C56 C57 121.4(6) . . ?
C55 C56 H56 119.3 . . ?
C57 C56 H56 119.3 . . ?
C58 C57 C56 120.0(7) . . ?
C58 C57 H57 120.0 . . ?
C56 C57 H57 120.0 . . ?
C59 C58 C57 120.5(7) . . ?
C59 C58 H58 119.7 . . ?
C57 C58 H58 119.7 . . ?
C58 C59 C60 119.7(7) . . ?
C58 C59 H59 120.2 . . ?
C60 C59 H59 120.2 . . ?
C59 C60 C55 121.5(7) . . ?
C59 C60 H60 119.2 . . ?
C55 C60 H60 119.2 . . ?
C37 N8 C61 124.6(19) . . ?
C37 N8 C64 123.0(19) . . ?
C61 N8 C64 111(3) . . ?
C63 O4 C62 107.9(14) . . ?
N8 C61 C62 113.3(19) . . ?
N8 C61 H61A 108.9 . . ?
C62 C61 H61A 108.9 . . ?
N8 C61 H61B 108.9 . . ?
C62 C61 H61B 108.9 . . ?
H61A C61 H61B 107.7 . . ?
O4 C62 C61 111.6(15) . . ?
O4 C62 H62A 109.3 . . ?
C61 C62 H62A 109.3 . . ?
O4 C62 H62B 109.3 . . ?
C61 C62 H62B 109.3 . . ?
H62A C62 H62B 108.0 . . ?
O4 C63 C64 110.8(17) . . ?
O4 C63 H63A 109.5 . . ?
C64 C63 H63A 109.5 . . ?
O4 C63 H63B 109.5 . . ?
C64 C63 H63B 109.5 . . ?
H63A C63 H63B 108.1 . . ?
N8 C64 C63 114(2) . . ?
N8 C64 H64A 108.7 . . ?
C63 C64 H64A 108.7 . . ?
N8 C64 H64B 108.7 . . ?
C63 C64 H64B 108.7 . . ?
H64A C64 H64B 107.6 . . ?
C61' N8' C64' 113(4) . . ?
C61' N8' C37 115(3) . . ?
C64' N8' C37 117(3) . . ?
C63' O4' C62' 113(2) . . ?
N8' C61' C62' 120(4) . . ?
N8' C61' H61C 107.3 . . ?
C62' C61' H61C 107.3 . . ?
N8' C61' H61D 107.3 . . ?
C62' C61' H61D 107.3 . . ?
H61C C61' H61D 106.9 . . ?
O4' C62' C61' 110(3) . . ?
O4' C62' H62C 109.7 . . ?
C61' C62' H62C 109.7 . . ?
O4' C62' H62D 109.7 . . ?
C61' C62' H62D 109.7 . . ?
H62C C62' H62D 108.2 . . ?
O4' C63' C64' 114(3) . . ?
O4' C63' H63C 108.8 . . ?
C64' C63' H63C 108.8 . . ?
O4' C63' H63D 108.8 . . ?
C64' C63' H63D 108.8 . . ?
H63C C63' H63D 107.7 . . ?
N8' C64' C63' 114(4) . . ?
N8' C64' H64C 108.7 . . ?
C63' C64' H64C 108.7 . . ?
N8' C64' H64D 108.7 . . ?
C63' C64' H64D 108.7 . . ?
H64C C64' H64D 107.6 . . ?

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
C9 N1 C1 C2 -2.0(7) . . . . ?
C9 N1 C1 N3 -177.8(4) . . . . ?
C22 N3 C1 N1 5.5(6) . . . . ?
C19 N3 C1 N1 -129.7(5) . . . . ?
C22 N3 C1 C2 -170.3(5) . . . . ?
C19 N3 C1 C2 54.5(7) . . . . ?
N1 C1 C2 C3 6.3(7) . . . . ?
N3 C1 C2 C3 -178.2(4) . . . . ?
N1 C1 C2 C18 -173.2(4) . . . . ?
N3 C1 C2 C18 2.3(7) . . . . ?
C1 C2 C3 C8 -6.1(7) . . . . ?
C18 C2 C3 C8 173.4(4) . . . . ?
C1 C2 C3 C4 174.7(4) . . . . ?
C18 C2 C3 C4 -5.8(7) . . . . ?
C8 C3 C4 C5 12.1(7) . . . . ?
C2 C3 C4 C5 -168.7(5) . . . . ?
C3 C4 C5 N4' 174(4) . . . . ?
C3 C4 C5 N4 -177(3) . . . . ?
C3 C4 C5 C6 -0.5(7) . . . . ?
N4' C5 C6 C7 160(4) . . . . ?
C4 C5 C6 C7 -25.1(7) . . . . ?
N4 C5 C6 C7 152(3) . . . . ?
C5 C6 C7 C8 38.3(6) . . . . ?
C5 C6 C7 C23 -88.7(5) . . . . ?
C2 C3 C8 C9 2.1(6) . . . . ?
C4 C3 C8 C9 -178.7(4) . . . . ?
C2 C3 C8 C7 -175.3(4) . . . . ?
C4 C3 C8 C7 3.9(7) . . . . ?
C23 C7 C8 C9 -78.2(5) . . . . ?
C6 C7 C8 C9 154.2(4) . . . . ?
C23 C7 C8 C3 99.2(5) . . . . ?
C6 C7 C8 C3 -28.4(6) . . . . ?
C1 N1 C9 C8 -2.3(7) . . . . ?
C1 N1 C9 C10 178.2(4) . . . . ?
C3 C8 C9 N1 2.2(7) . . . . ?
C7 C8 C9 N1 179.5(4) . . . . ?
C3 C8 C9 C10 -178.3(4) . . . . ?
C7 C8 C9 C10 -1.0(7) . . . . ?
N1 C9 C10 C11 -2.7(7) . . . . ?
C8 C9 C10 C11 177.8(5) . . . . ?
C9 C10 C11 C12 179.7(4) . . . . ?
C10 C11 C12 C17 165.1(5) . . . . ?
C10 C11 C12 C13 -15.6(8) . . . . ?
C17 C12 C13 C14 -1.3(8) . . . . ?
C11 C12 C13 C14 179.5(5) . . . . ?
C12 C13 C14 C15 0.6(8) . . . . ?
C13 C14 C15 C16 -0.2(9) . . . . ?
C14 C15 C16 C17 0.7(9) . . . . ?
C13 C12 C17 C16 1.8(8) . . . . ?
C11 C12 C17 C16 -179.0(5) . . . . ?
C15 C16 C17 C12 -1.5(9) . . . . ?
C1 N3 C19 C20 88.1(6) . . . . ?
C22 N3 C19 C20 -50.8(6) . . . . ?
C21 O1 C20 C19 -56.9(6) . . . . ?
N3 C19 C20 O1 54.4(6) . . . . ?
C20 O1 C21 C22 58.0(6) . . . . ?
C1 N3 C22 C21 -86.2(6) . . . . ?
C19 N3 C22 C21 53.5(6) . . . . ?
O1 C21 C22 N3 -58.1(6) . . . . ?
C8 C7 C23 C28 -46.4(7) . . . . ?
C6 C7 C23 C28 81.4(7) . . . . ?
C8 C7 C23 C24 132.5(6) . . . . ?
C6 C7 C23 C24 -99.6(6) . . . . ?
C28 C23 C24 C25 0.7(11) . . . . ?
C7 C23 C24 C25 -178.3(7) . . . . ?
C23 C24 C25 C26 -1.2(15) . . . . ?
C24 C25 C26 C27 -1.0(15) . . . . ?
C25 C26 C27 C28 3.5(13) . . . . ?
C24 C23 C28 C27 1.9(10) . . . . ?
C7 C23 C28 C27 -179.1(6) . . . . ?
C26 C27 C28 C23 -4.1(12) . . . . ?
N4' C5 N4 C32 82(13) . . . . ?
C4 C5 N4 C32 3(7) . . . . ?
C6 C5 N4 C32 -174(4) . . . . ?
N4' C5 N4 C29 -83(16) . . . . ?
C4 C5 N4 C29 -162(3) . . . . ?
C6 C5 N4 C29 21(6) . . . . ?
C32 N4 C29 C30 -56(6) . . . . ?
C5 N4 C29 C30 110(4) . . . . ?
N4 C29 C30 O2 59(3) . . . . ?
C31 O2 C30 C29 -64(2) . . . . ?
C30 O2 C31 C32 64(2) . . . . ?
C29 N4 C32 C31 54(6) . . . . ?
C5 N4 C32 C31 -112(4) . . . . ?
O2 C31 C32 N4 -61(4) . . . . ?
C4 C5 N4' C29' -148(3) . . . . ?
N4 C5 N4' C29' 106(15) . . . . ?
C6 C5 N4' C29' 27(7) . . . . ?
C4 C5 N4' C32' -4(8) . . . . ?
N4 C5 N4' C32' -110(17) . . . . ?
C6 C5 N4' C32' 170(4) . . . . ?
C5 N4' C29' C30' -172(4) . . . . ?
C32' N4' C29' C30' 41(7) . . . . ?
C31' O2' C30' C29' 55(4) . . . . ?
N4' C29' C30' O2' -47(5) . . . . ?
C30' O2' C31' C32' -59(3) . . . . ?
C5 N4' C32' C31' 164(5) . . . . ?
C29' N4' C32' C31' -49(6) . . . . ?
O2' C31' C32' N4' 55(4) . . . . ?
C41 N5 C33 N7 -170.9(7) . . . . ?
C41 N5 C33 C34 1.8(9) . . . . ?
C41 N5 C33 N7' 167.6(7) . . . . ?
N5 C33 C34 C35 -5.4(9) . . . . ?
N7 C33 C34 C35 165.4(9) . . . . ?
N7' C33 C34 C35 -172.7(7) . . . . ?
N5 C33 C34 C50 168.9(6) . . . . ?
N7 C33 C34 C50 -20.4(13) . . . . ?
N7' C33 C34 C50 1.6(10) . . . . ?
C33 C34 C35 C40 3.6(8) . . . . ?
C50 C34 C35 C40 -170.9(5) . . . . ?
C33 C34 C35 C36 -178.3(5) . . . . ?
C50 C34 C35 C36 7.3(8) . . . . ?
C40 C35 C36 C37 -13.3(8) . . . . ?
C34 C35 C36 C37 168.7(6) . . . . ?
C35 C36 C37 N8 -172.2(13) . . . . ?
C35 C36 C37 N8' 167(2) . . . . ?
C35 C36 C37 C38 -1.9(8) . . . . ?
N8 C37 C38 C39 -159.0(13) . . . . ?
C36 C37 C38 C39 30.7(8) . . . . ?
N8' C37 C38 C39 -140.0(19) . . . . ?
C37 C38 C39 C40 -43.7(7) . . . . ?
C37 C38 C39 C55 81.9(6) . . . . ?
C34 C35 C40 C41 1.3(8) . . . . ?
C36 C35 C40 C41 -176.8(5) . . . . ?
C34 C35 C40 C39 175.4(5) . . . . ?
C36 C35 C40 C39 -2.7(8) . . . . ?
C38 C39 C40 C41 -155.4(5) . . . . ?
C55 C39 C40 C41 78.4(6) . . . . ?
C38 C39 C40 C35 30.6(7) . . . . ?
C55 C39 C40 C35 -95.5(6) . . . . ?
C33 N5 C41 C40 3.5(8) . . . . ?
C33 N5 C41 C42 -175.9(5) . . . . ?
C35 C40 C41 N5 -5.1(8) . . . . ?
C39 C40 C41 N5 -178.9(5) . . . . ?
C35 C40 C41 C42 174.2(5) . . . . ?
C39 C40 C41 C42 0.4(8) . . . . ?
N5 C41 C42 C43 -7.4(9) . . . . ?
C40 C41 C42 C43 173.3(6) . . . . ?
C41 C42 C43 C44 -178.4(6) . . . . ?
C42 C43 C44 C49 175.6(7) . . . . ?
C42 C43 C44 C45 -4.4(12) . . . . ?
C49 C44 C45 C46 -2.2(13) . . . . ?
C43 C44 C45 C46 177.9(7) . . . . ?
C44 C45 C46 C47 2.1(14) . . . . ?
C45 C46 C47 C48 -1(2) . . . . ?
C46 C47 C48 C49 0(3) . . . . ?
C45 C44 C49 C48 1.2(14) . . . . ?
C43 C44 C49 C48 -178.8(10) . . . . ?
C47 C48 C49 C44 0(2) . . . . ?
N5 C33 N7 C51 -18.9(15) . . . . ?
C34 C33 N7 C51 169.0(11) . . . . ?
N7' C33 N7 C51 118(3) . . . . ?
N5 C33 N7 C54 124.0(12) . . . . ?
C34 C33 N7 C54 -48.0(16) . . . . ?
N7' C33 N7 C54 -99(3) . . . . ?
C33 N7 C51 C52 -165.7(14) . . . . ?
C54 N7 C51 C52 50(2) . . . . ?
C53 O3 C52 C51 52(3) . . . . ?
N7 C51 C52 O3 -51(3) . . . . ?
C52 O3 C53 C54 -56(4) . . . . ?
C33 N7 C54 C53 162.1(13) . . . . ?
C51 N7 C54 C53 -52(2) . . . . ?
O3 C53 C54 N7 57(3) . . . . ?
N5 C33 N7' C54' 131.4(9) . . . . ?
N7 C33 N7' C54' 80(2) . . . . ?
C34 C33 N7' C54' -61.3(12) . . . . ?
N5 C33 N7' C51' -2.1(14) . . . . ?
N7 C33 N7' C51' -53.8(19) . . . . ?
C34 C33 N7' C51' 165.2(9) . . . . ?
C54' N7' C51' C52' -52.9(18) . . . . ?
C33 N7' C51' C52' 84.6(16) . . . . ?
C53' O3' C52' C51' -63(3) . . . . ?
N7' C51' C52' O3' 59(2) . . . . ?
C52' O3' C53' C54' 61(3) . . . . ?
C51' N7' C54' C53' 50.1(17) . . . . ?
C33 N7' C54' C53' -85.1(14) . . . . ?
O3' C53' C54' N7' -53(2) . . . . ?
C40 C39 C55 C56 33.5(7) . . . . ?
C38 C39 C55 C56 -92.6(7) . . . . ?
C40 C39 C55 C60 -146.3(5) . . . . ?
C38 C39 C55 C60 87.6(7) . . . . ?
C60 C55 C56 C57 0.5(9) . . . . ?
C39 C55 C56 C57 -179.3(6) . . . . ?
C55 C56 C57 C58 0.9(11) . . . . ?
C56 C57 C58 C59 -1.7(13) . . . . ?
C57 C58 C59 C60 1.0(13) . . . . ?
C58 C59 C60 C55 0.5(12) . . . . ?
C56 C55 C60 C59 -1.2(10) . . . . ?
C39 C55 C60 C59 178.6(6) . . . . ?
C36 C37 N8 C61 -11(3) . . . . ?
N8' C37 N8 C61 109(9) . . . . ?
C38 C37 N8 C61 179.1(16) . . . . ?
C36 C37 N8 C64 153.1(15) . . . . ?
N8' C37 N8 C64 -87(8) . . . . ?
C38 C37 N8 C64 -17(2) . . . . ?
C37 N8 C61 C62 -150.7(19) . . . . ?
C64 N8 C61 C62 44(2) . . . . ?
C63 O4 C62 C61 63(2) . . . . ?
N8 C61 C62 O4 -55(3) . . . . ?
C62 O4 C63 C64 -63(2) . . . . ?
C37 N8 C64 C63 149.7(19) . . . . ?
C61 N8 C64 C63 -44(3) . . . . ?
O4 C63 C64 N8 55(3) . . . . ?
N8 C37 N8' C61' -62(8) . . . . ?
C36 C37 N8' C61' 10(4) . . . . ?
C38 C37 N8' C61' 179(3) . . . . ?
N8 C37 N8' C64' 74(9) . . . . ?
C36 C37 N8' C64' 146(2) . . . . ?
C38 C37 N8' C64' -44(4) . . . . ?
C64' N8' C61' C62' -31(5) . . . . ?
C37 N8' C61' C62' 107(4) . . . . ?
C63' O4' C62' C61' -55(4) . . . . ?
N8' C61' C62' O4' 42(5) . . . . ?
C62' O4' C63' C64' 60(4) . . . . ?
C61' N8' C64' C63' 32(5) . . . . ?
C37 N8' C64' C63' -106(4) . . . . ?
O4' C63' C64' N8' -47(5) . . . . ?

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
C54' H54D N6 0.97 2.54 3.222(13) 127.7 .
C21 H21B N2 0.97 2.67 3.420(8) 134.6 4_575
C21 H21A N1 0.97 2.70 3.169(7) 110.2 .
C19 H19A O3 0.97 2.59 3.14(4) 116.2 1_655

_refine_diff_density_max         0.291
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.065

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_cd16361
_database_code_depnum_ccdc_archive 'CCDC 2045533'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Huang'
;College of Chemistry and Materials Engineering, Wenzhou University
China
;
_audit_update_record             
;
2020-11-20 deposited with the CCDC.	2021-01-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H40 N4'
_chemical_formula_weight         600.78

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.499(2)
_cell_length_b                   13.196(2)
_cell_length_c                   20.980(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.331(3)
_cell_angle_gamma                90
_cell_volume                     3303.2(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1480
_cell_measurement_theta_min      4.602
_cell_measurement_theta_max      40.309

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_F_000             1280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.071
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6506
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17960
_diffrn_reflns_av_unetI/netI     0.0693
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.707
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.975
_reflns_number_total             5825
_reflns_number_gt                3282
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_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)+(0.0643P)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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5825
_refine_ls_number_parameters     415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1151
_refine_ls_R_factor_gt           0.0582
_refine_ls_wR_factor_ref         0.1504
_refine_ls_wR_factor_gt          0.1260
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_restrained_S_all      0.991
_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 1.06574(16) 0.31761(15) 0.46042(9) 0.0440(5) Uani 1 1 d . . . . .
N2 N 1.21682(16) 0.20748(15) 0.49427(10) 0.0502(5) Uani 1 1 d . . . . .
N3 N 0.75174(16) 0.16344(16) 0.63532(10) 0.0530(6) Uani 1 1 d . . . . .
N4 N 1.1526(2) 0.0274(2) 0.60018(14) 0.0960(10) Uani 1 1 d . . . . .
C1 C 1.10918(19) 0.23434(18) 0.49330(11) 0.0426(6) Uani 1 1 d . . . . .
C2 C 1.05167(19) 0.17780(18) 0.53015(12) 0.0447(6) Uani 1 1 d . . . . .
C3 C 0.94793(19) 0.21170(18) 0.53478(11) 0.0430(6) Uani 1 1 d . . . . .
C4 C 0.89313(19) 0.16358(19) 0.57812(12) 0.0490(6) Uani 1 1 d . . . . .
H4 H 0.9196 0.1011 0.5968 0.059 Uiso 1 1 calc R U . . .
C5 C 0.80456(19) 0.20557(19) 0.59280(11) 0.0460(6) Uani 1 1 d . . . . .
C6 C 0.76068(19) 0.30664(19) 0.56203(11) 0.0492(6) Uani 1 1 d . . . . .
H6A H 0.7928 0.3596 0.5940 0.059 Uiso 1 1 calc R U . . .
H6B H 0.6801 0.3081 0.5539 0.059 Uiso 1 1 calc R U . . .
C7 C 0.78578(18) 0.33088(18) 0.49646(11) 0.0436(6) Uani 1 1 d . . . . .
H7 H 0.7841 0.4048 0.4920 0.052 Uiso 1 1 calc R U . . .
C8 C 0.90179(18) 0.29695(18) 0.49711(11) 0.0422(6) Uani 1 1 d . . . . .
C9 C 0.96237(19) 0.34708(18) 0.46141(11) 0.0425(6) Uani 1 1 d . . . . .
C10 C 0.9178(2) 0.43547(19) 0.41927(11) 0.0499(7) Uani 1 1 d . . . . .
H10 H 0.8440 0.4542 0.4142 0.060 Uiso 1 1 calc R U . . .
C11 C 0.9751(2) 0.49009(19) 0.38820(11) 0.0481(6) Uani 1 1 d . . . . .
H11 H 1.0485 0.4700 0.3933 0.058 Uiso 1 1 calc R U . . .
C12 C 0.9346(2) 0.57942(18) 0.34642(11) 0.0467(6) Uani 1 1 d . . . . .
C13 C 0.8509(2) 0.6382(2) 0.35665(12) 0.0573(7) Uani 1 1 d . . . . .
H13 H 0.8192 0.6202 0.3899 0.069 Uiso 1 1 calc R U . . .
C14 C 0.8120(2) 0.7249(2) 0.31808(14) 0.0686(8) Uani 1 1 d . . . . .
H14 H 0.7554 0.7641 0.3259 0.082 Uiso 1 1 calc R U . . .
C15 C 0.8579(2) 0.7516(2) 0.26891(14) 0.0684(8) Uani 1 1 d . . . . .
H15 H 0.8330 0.8100 0.2441 0.082 Uiso 1 1 calc R U . . .
C16 C 0.9415(2) 0.6929(2) 0.25510(12) 0.0551(7) Uani 1 1 d . . . . .
C17 C 0.9820(2) 0.60537(19) 0.29429(11) 0.0469(6) Uani 1 1 d . . . . .
C18 C 1.0648(2) 0.5476(2) 0.27847(12) 0.0562(7) Uani 1 1 d . . . . .
H18 H 1.0934 0.4906 0.3039 0.067 Uiso 1 1 calc R U . . .
C19 C 1.1045(2) 0.5728(3) 0.22672(14) 0.0699(9) Uani 1 1 d . . . . .
H19 H 1.1588 0.5328 0.2169 0.084 Uiso 1 1 calc R U . . .
C20 C 1.0637(3) 0.6590(3) 0.18825(14) 0.0760(9) Uani 1 1 d . . . . .
H20 H 1.0909 0.6762 0.1530 0.091 Uiso 1 1 calc R U . . .
C21 C 0.9851(3) 0.7170(2) 0.20231(14) 0.0723(9) Uani 1 1 d . . . . .
H21 H 0.9590 0.7743 0.1766 0.087 Uiso 1 1 calc R U . . .
C22 C 0.69483(19) 0.28955(19) 0.43652(11) 0.0440(6) Uani 1 1 d . . . . .
C23 C 0.7040(2) 0.1942(2) 0.41273(12) 0.0565(7) Uani 1 1 d . . . . .
H23 H 0.7673 0.1557 0.4329 0.068 Uiso 1 1 calc R U . . .
C24 C 0.6204(2) 0.1536(2) 0.35888(13) 0.0662(8) Uani 1 1 d . . . . .
H24 H 0.6281 0.0883 0.3442 0.079 Uiso 1 1 calc R U . . .
C25 C 0.5289(2) 0.2083(3) 0.32810(13) 0.0671(8) Uani 1 1 d . . . . .
H25 H 0.4738 0.1805 0.2923 0.081 Uiso 1 1 calc R U . . .
C26 C 0.5155(2) 0.3070(2) 0.34948(13) 0.0590(7) Uani 1 1 d . . . . .
C27 C 0.5987(2) 0.3485(2) 0.40474(12) 0.0502(7) Uani 1 1 d . . . . .
C28 C 0.5804(2) 0.4468(2) 0.42534(15) 0.0713(8) Uani 1 1 d . . . . .
H28 H 0.6331 0.4756 0.4619 0.086 Uiso 1 1 calc R U . . .
C29 C 0.4877(3) 0.5003(3) 0.39315(18) 0.1079(13) Uani 1 1 d . . . . .
H29 H 0.4772 0.5646 0.4084 0.130 Uiso 1 1 calc R U . . .
C30 C 0.4082(3) 0.4608(4) 0.3379(2) 0.1217(15) Uani 1 1 d . . . . .
H30 H 0.3458 0.4990 0.3155 0.146 Uiso 1 1 calc R U . . .
C31 C 0.4222(3) 0.3664(3) 0.31681(17) 0.0945(11) Uani 1 1 d . . . . .
H31 H 0.3686 0.3401 0.2797 0.113 Uiso 1 1 calc R U . . .
C32 C 1.2842(2) 0.2839(2) 0.47410(14) 0.0634(8) Uani 1 1 d . . . . .
H32A H 1.2695 0.3500 0.4898 0.076 Uiso 1 1 calc R U . . .
H32B H 1.2648 0.2862 0.4258 0.076 Uiso 1 1 calc R U . . .
C33 C 1.4058(2) 0.2577(2) 0.50324(15) 0.0746(9) Uani 1 1 d . . . . .
H33A H 1.4257 0.2618 0.5515 0.090 Uiso 1 1 calc R U . . .
H33B H 1.4506 0.3071 0.4883 0.090 Uiso 1 1 calc R U . . .
C34 C 1.4333(2) 0.1535(3) 0.48383(18) 0.0869(10) Uani 1 1 d . . . . .
H34A H 1.5102 0.1369 0.5081 0.104 Uiso 1 1 calc R U . . .
H34B H 1.4258 0.1521 0.4365 0.104 Uiso 1 1 calc R U . . .
C35 C 1.3550(2) 0.0761(2) 0.49944(16) 0.0781(9) Uani 1 1 d . . . . .
H35A H 1.3667 0.0107 0.4815 0.094 Uiso 1 1 calc R U . . .
H35B H 1.3717 0.0693 0.5474 0.094 Uiso 1 1 calc R U . . .
C36 C 1.2351(2) 0.1077(2) 0.46989(13) 0.0596(7) Uani 1 1 d . . . . .
H36A H 1.2167 0.1093 0.4216 0.072 Uiso 1 1 calc R U . . .
H36B H 1.1864 0.0588 0.4818 0.072 Uiso 1 1 calc R U . . .
C37 C 0.7996(2) 0.0726(2) 0.67377(14) 0.0654(8) Uani 1 1 d . . . . .
H37A H 0.8575 0.0926 0.7139 0.079 Uiso 1 1 calc R U . . .
H37B H 0.8339 0.0305 0.6474 0.079 Uiso 1 1 calc R U . . .
C38 C 0.7112(2) 0.0123(2) 0.69264(15) 0.0734(9) Uani 1 1 d . . . . .
H38A H 0.6581 -0.0144 0.6525 0.088 Uiso 1 1 calc R U . . .
H38B H 0.7463 -0.0446 0.7202 0.088 Uiso 1 1 calc R U . . .
C39 C 0.6496(3) 0.0754(3) 0.72996(15) 0.0827(10) Uani 1 1 d . . . . .
H39A H 0.7007 0.0967 0.7724 0.099 Uiso 1 1 calc R U . . .
H39B H 0.5902 0.0358 0.7387 0.099 Uiso 1 1 calc R U . . .
C40 C 0.6007(2) 0.1670(3) 0.68860(15) 0.0820(10) Uani 1 1 d . . . . .
H40A H 0.5646 0.2100 0.7135 0.098 Uiso 1 1 calc R U . . .
H40B H 0.5444 0.1454 0.6481 0.098 Uiso 1 1 calc R U . . .
C41 C 0.6908(2) 0.2263(2) 0.67054(13) 0.0692(8) Uani 1 1 d . . . . .
H41A H 0.6569 0.2832 0.6424 0.083 Uiso 1 1 calc R U . . .
H41B H 0.7432 0.2532 0.7109 0.083 Uiso 1 1 calc R U . . .
C42 C 1.1066(2) 0.0941(2) 0.56903(14) 0.0593(7) Uani 1 1 d . . . . .


_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 C1 1.325(3) . ?
N1 C9 1.355(3) . ?
N2 C1 1.386(3) . ?
N2 C32 1.455(3) . ?
N2 C36 1.455(3) . ?
N3 C5 1.376(3) . ?
N3 C41 1.466(3) . ?
N3 C37 1.469(3) . ?
N4 C42 1.144(3) . ?
C1 C2 1.415(3) . ?
C2 C3 1.402(3) . ?
C2 C42 1.422(4) . ?
C3 C8 1.397(3) . ?
C3 C4 1.439(3) . ?
C4 C5 1.353(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.512(3) . ?
C6 C7 1.533(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.514(3) . ?
C7 C22 1.523(3) . ?
C7 H7 0.9800 . ?
C8 C9 1.382(3) . ?
C9 C10 1.469(3) . ?
C10 C11 1.318(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.466(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.369(3) . ?
C12 C17 1.432(3) . ?
C13 C14 1.403(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.367(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.399(4) . ?
C15 H15 0.9300 . ?
C16 C21 1.409(4) . ?
C16 C17 1.421(3) . ?
C17 C18 1.403(3) . ?
C18 C19 1.363(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.400(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.345(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.370(3) . ?
C22 C27 1.419(3) . ?
C23 C24 1.397(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.344(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.404(4) . ?
C25 H25 0.9300 . ?
C26 C31 1.402(4) . ?
C26 C27 1.417(3) . ?
C27 C28 1.408(4) . ?
C28 C29 1.353(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.384(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.350(5) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C33 1.500(3) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.502(4) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.516(4) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.500(3) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.506(4) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.503(4) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 C40 1.506(4) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.510(4) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C41 H41A 0.9700 . ?
C41 H41B 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 N1 C9 118.3(2) . . ?
C1 N2 C32 117.5(2) . . ?
C1 N2 C36 118.7(2) . . ?
C32 N2 C36 111.1(2) . . ?
C5 N3 C41 121.3(2) . . ?
C5 N3 C37 119.4(2) . . ?
C41 N3 C37 111.9(2) . . ?
N1 C1 N2 117.7(2) . . ?
N1 C1 C2 121.7(2) . . ?
N2 C1 C2 120.4(2) . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 C42 120.4(2) . . ?
C1 C2 C42 119.1(2) . . ?
C8 C3 C2 116.9(2) . . ?
C8 C3 C4 121.3(2) . . ?
C2 C3 C4 121.8(2) . . ?
C5 C4 C3 122.6(2) . . ?
C5 C4 H4 118.7 . . ?
C3 C4 H4 118.7 . . ?
C4 C5 N3 124.4(2) . . ?
C4 C5 C6 118.8(2) . . ?
N3 C5 C6 116.8(2) . . ?
C5 C6 C7 115.0(2) . . ?
C5 C6 H6A 108.5 . . ?
C7 C6 H6A 108.5 . . ?
C5 C6 H6B 108.5 . . ?
C7 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C8 C7 C22 112.26(19) . . ?
C8 C7 C6 112.44(18) . . ?
C22 C7 C6 111.37(19) . . ?
C8 C7 H7 106.8 . . ?
C22 C7 H7 106.8 . . ?
C6 C7 H7 106.8 . . ?
C9 C8 C3 119.4(2) . . ?
C9 C8 C7 122.1(2) . . ?
C3 C8 C7 118.4(2) . . ?
N1 C9 C8 123.4(2) . . ?
N1 C9 C10 114.3(2) . . ?
C8 C9 C10 122.4(2) . . ?
C11 C10 C9 124.6(2) . . ?
C11 C10 H10 117.7 . . ?
C9 C10 H10 117.7 . . ?
C10 C11 C12 126.4(2) . . ?
C10 C11 H11 116.8 . . ?
C12 C11 H11 116.8 . . ?
C13 C12 C17 119.6(2) . . ?
C13 C12 C11 120.4(2) . . ?
C17 C12 C11 120.1(2) . . ?
C12 C13 C14 121.4(3) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C15 C14 C13 119.6(3) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 121.4(3) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C15 C16 C21 121.7(3) . . ?
C15 C16 C17 119.3(2) . . ?
C21 C16 C17 118.9(3) . . ?
C18 C17 C16 117.8(2) . . ?
C18 C17 C12 123.6(2) . . ?
C16 C17 C12 118.6(2) . . ?
C19 C18 C17 121.7(3) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 120.1(3) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C21 C20 C19 120.0(3) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C16 121.5(3) . . ?
C20 C21 H21 119.2 . . ?
C16 C21 H21 119.2 . . ?
C23 C22 C27 118.8(2) . . ?
C23 C22 C7 120.4(2) . . ?
C27 C22 C7 120.7(2) . . ?
C22 C23 C24 121.5(3) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C25 C24 C23 120.5(3) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C26 120.7(3) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C31 C26 C25 121.6(3) . . ?
C31 C26 C27 119.0(3) . . ?
C25 C26 C27 119.4(3) . . ?
C28 C27 C26 117.4(2) . . ?
C28 C27 C22 123.6(2) . . ?
C26 C27 C22 119.0(3) . . ?
C29 C28 C27 121.4(3) . . ?
C29 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
C28 C29 C30 121.0(3) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
C31 C30 C29 119.4(3) . . ?
C31 C30 H30 120.3 . . ?
C29 C30 H30 120.3 . . ?
C30 C31 C26 121.7(3) . . ?
C30 C31 H31 119.2 . . ?
C26 C31 H31 119.2 . . ?
N2 C32 C33 109.0(2) . . ?
N2 C32 H32A 109.9 . . ?
C33 C32 H32A 109.9 . . ?
N2 C32 H32B 109.9 . . ?
C33 C32 H32B 109.9 . . ?
H32A C32 H32B 108.3 . . ?
C32 C33 C34 112.7(3) . . ?
C32 C33 H33A 109.0 . . ?
C34 C33 H33A 109.0 . . ?
C32 C33 H33B 109.0 . . ?
C34 C33 H33B 109.0 . . ?
H33A C33 H33B 107.8 . . ?
C33 C34 C35 110.1(2) . . ?
C33 C34 H34A 109.6 . . ?
C35 C34 H34A 109.6 . . ?
C33 C34 H34B 109.6 . . ?
C35 C34 H34B 109.6 . . ?
H34A C34 H34B 108.2 . . ?
C36 C35 C34 110.7(3) . . ?
C36 C35 H35A 109.5 . . ?
C34 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 108.1 . . ?
N2 C36 C35 110.4(2) . . ?
N2 C36 H36A 109.6 . . ?
C35 C36 H36A 109.6 . . ?
N2 C36 H36B 109.6 . . ?
C35 C36 H36B 109.6 . . ?
H36A C36 H36B 108.1 . . ?
N3 C37 C38 111.4(2) . . ?
N3 C37 H37A 109.4 . . ?
C38 C37 H37A 109.4 . . ?
N3 C37 H37B 109.4 . . ?
C38 C37 H37B 109.4 . . ?
H37A C37 H37B 108.0 . . ?
C39 C38 C37 112.0(3) . . ?
C39 C38 H38A 109.2 . . ?
C37 C38 H38A 109.2 . . ?
C39 C38 H38B 109.2 . . ?
C37 C38 H38B 109.2 . . ?
H38A C38 H38B 107.9 . . ?
C38 C39 C40 109.1(2) . . ?
C38 C39 H39A 109.9 . . ?
C40 C39 H39A 109.9 . . ?
C38 C39 H39B 109.9 . . ?
C40 C39 H39B 109.9 . . ?
H39A C39 H39B 108.3 . . ?
C39 C40 C41 110.8(2) . . ?
C39 C40 H40A 109.5 . . ?
C41 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C41 C40 H40B 109.5 . . ?
H40A C40 H40B 108.1 . . ?
N3 C41 C40 111.8(3) . . ?
N3 C41 H41A 109.3 . . ?
C40 C41 H41A 109.3 . . ?
N3 C41 H41B 109.3 . . ?
C40 C41 H41B 109.3 . . ?
H41A C41 H41B 107.9 . . ?
N4 C42 C2 178.7(3) . . ?

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
C9 N1 C1 N2 -177.3(2) . . . . ?
C9 N1 C1 C2 -1.5(3) . . . . ?
C32 N2 C1 N1 15.0(3) . . . . ?
C36 N2 C1 N1 -123.3(2) . . . . ?
C32 N2 C1 C2 -160.9(2) . . . . ?
C36 N2 C1 C2 60.8(3) . . . . ?
N1 C1 C2 C3 -2.6(3) . . . . ?
N2 C1 C2 C3 173.1(2) . . . . ?
N1 C1 C2 C42 -174.7(2) . . . . ?
N2 C1 C2 C42 1.0(3) . . . . ?
C1 C2 C3 C8 5.4(3) . . . . ?
C42 C2 C3 C8 177.4(2) . . . . ?
C1 C2 C3 C4 -172.3(2) . . . . ?
C42 C2 C3 C4 -0.4(4) . . . . ?
C8 C3 C4 C5 -10.2(4) . . . . ?
C2 C3 C4 C5 167.4(2) . . . . ?
C3 C4 C5 N3 -178.2(2) . . . . ?
C3 C4 C5 C6 0.5(4) . . . . ?
C41 N3 C5 C4 154.4(2) . . . . ?
C37 N3 C5 C4 6.9(4) . . . . ?
C41 N3 C5 C6 -24.3(3) . . . . ?
C37 N3 C5 C6 -171.8(2) . . . . ?
C4 C5 C6 C7 24.7(3) . . . . ?
N3 C5 C6 C7 -156.5(2) . . . . ?
C5 C6 C7 C8 -39.1(3) . . . . ?
C5 C6 C7 C22 87.9(2) . . . . ?
C2 C3 C8 C9 -4.3(3) . . . . ?
C4 C3 C8 C9 173.4(2) . . . . ?
C2 C3 C8 C7 175.2(2) . . . . ?
C4 C3 C8 C7 -7.0(3) . . . . ?
C22 C7 C8 C9 83.9(3) . . . . ?
C6 C7 C8 C9 -149.5(2) . . . . ?
C22 C7 C8 C3 -95.6(2) . . . . ?
C6 C7 C8 C3 30.9(3) . . . . ?
C1 N1 C9 C8 2.6(3) . . . . ?
C1 N1 C9 C10 -175.40(19) . . . . ?
C3 C8 C9 N1 0.4(3) . . . . ?
C7 C8 C9 N1 -179.1(2) . . . . ?
C3 C8 C9 C10 178.2(2) . . . . ?
C7 C8 C9 C10 -1.3(3) . . . . ?
N1 C9 C10 C11 -7.1(3) . . . . ?
C8 C9 C10 C11 174.9(2) . . . . ?
C9 C10 C11 C12 -179.2(2) . . . . ?
C10 C11 C12 C13 26.5(4) . . . . ?
C10 C11 C12 C17 -153.1(2) . . . . ?
C17 C12 C13 C14 -1.5(4) . . . . ?
C11 C12 C13 C14 178.9(2) . . . . ?
C12 C13 C14 C15 0.3(4) . . . . ?
C13 C14 C15 C16 1.4(4) . . . . ?
C14 C15 C16 C21 176.7(3) . . . . ?
C14 C15 C16 C17 -1.9(4) . . . . ?
C15 C16 C17 C18 179.2(2) . . . . ?
C21 C16 C17 C18 0.5(3) . . . . ?
C15 C16 C17 C12 0.7(4) . . . . ?
C21 C16 C17 C12 -177.9(2) . . . . ?
C13 C12 C17 C18 -177.4(2) . . . . ?
C11 C12 C17 C18 2.2(3) . . . . ?
C13 C12 C17 C16 0.9(3) . . . . ?
C11 C12 C17 C16 -179.5(2) . . . . ?
C16 C17 C18 C19 -1.0(4) . . . . ?
C12 C17 C18 C19 177.4(2) . . . . ?
C17 C18 C19 C20 0.8(4) . . . . ?
C18 C19 C20 C21 0.0(4) . . . . ?
C19 C20 C21 C16 -0.4(5) . . . . ?
C15 C16 C21 C20 -178.4(3) . . . . ?
C17 C16 C21 C20 0.2(4) . . . . ?
C8 C7 C22 C23 36.2(3) . . . . ?
C6 C7 C22 C23 -90.9(3) . . . . ?
C8 C7 C22 C27 -144.4(2) . . . . ?
C6 C7 C22 C27 88.5(3) . . . . ?
C27 C22 C23 C24 -1.0(4) . . . . ?
C7 C22 C23 C24 178.4(2) . . . . ?
C22 C23 C24 C25 1.1(4) . . . . ?
C23 C24 C25 C26 -0.1(4) . . . . ?
C24 C25 C26 C31 178.1(3) . . . . ?
C24 C25 C26 C27 -1.0(4) . . . . ?
C31 C26 C27 C28 2.4(4) . . . . ?
C25 C26 C27 C28 -178.5(3) . . . . ?
C31 C26 C27 C22 -178.0(3) . . . . ?
C25 C26 C27 C22 1.1(4) . . . . ?
C23 C22 C27 C28 179.5(3) . . . . ?
C7 C22 C27 C28 0.1(4) . . . . ?
C23 C22 C27 C26 -0.1(4) . . . . ?
C7 C22 C27 C26 -179.4(2) . . . . ?
C26 C27 C28 C29 -0.9(5) . . . . ?
C22 C27 C28 C29 179.6(3) . . . . ?
C27 C28 C29 C30 -1.2(6) . . . . ?
C28 C29 C30 C31 1.7(7) . . . . ?
C29 C30 C31 C26 -0.1(7) . . . . ?
C25 C26 C31 C30 179.0(4) . . . . ?
C27 C26 C31 C30 -2.0(5) . . . . ?
C1 N2 C32 C33 157.7(2) . . . . ?
C36 N2 C32 C33 -60.9(3) . . . . ?
N2 C32 C33 C34 56.4(3) . . . . ?
C32 C33 C34 C35 -52.3(4) . . . . ?
C33 C34 C35 C36 51.7(4) . . . . ?
C1 N2 C36 C35 -156.8(2) . . . . ?
C32 N2 C36 C35 62.4(3) . . . . ?
C34 C35 C36 N2 -57.0(3) . . . . ?
C5 N3 C37 C38 -155.1(2) . . . . ?
C41 N3 C37 C38 54.5(3) . . . . ?
N3 C37 C38 C39 -55.4(3) . . . . ?
C37 C38 C39 C40 55.7(3) . . . . ?
C38 C39 C40 C41 -55.8(3) . . . . ?
C5 N3 C41 C40 154.8(2) . . . . ?
C37 N3 C41 C40 -55.6(3) . . . . ?
C39 C40 C41 N3 56.6(3) . . . . ?

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
C36 H36B N4 0.97 2.67 3.367(4) 128.9 .
C36 H36B N4 0.97 2.67 3.367(4) 128.9 .

_refine_diff_density_max         0.180
_refine_diff_density_min         -0.142
_refine_diff_density_rms         0.034

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_mo_dd20142_0m
_database_code_depnum_ccdc_archive 'CCDC 2045535'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Huang'
;College of Chemistry and Materials Engineering, Wenzhou University
China
;
_audit_update_record             
;
2020-11-20 deposited with the CCDC.	2021-01-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H26 N2 O2'
_chemical_formula_weight         434.52

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'

_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'

_cell_length_a                   9.3166(3)
_cell_length_b                   9.3518(3)
_cell_length_c                   13.4041(4)
_cell_angle_alpha                99.6900(10)
_cell_angle_beta                 92.9490(10)
_cell_angle_gamma                93.0970(10)
_cell_volume                     1147.34(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6235
_cell_measurement_theta_min      4.495
_cell_measurement_theta_max      53.363

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_F_000             460
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.988
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5942
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\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            20872
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.473
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4502
_reflns_number_gt                3308
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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)+(0.0540P)²+0.2167P] 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
_refine_ls_extinction_coef       0.041(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4502
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0728
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1329
_refine_ls_wR_factor_gt          0.1160
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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 0.46796(15) 0.19553(14) 0.32754(10) 0.0696(4) Uani 1 1 d . . . . .
O2 O 0.50073(12) 0.41618(13) 0.29137(9) 0.0555(3) Uani 1 1 d . . . . .
N1 N 0.2360(3) 0.2148(2) 0.53307(17) 0.1003(7) Uani 1 1 d . . . . .
N2 N 0.12299(16) 0.79195(15) 0.60902(11) 0.0540(4) Uani 1 1 d . . . . .
C1 C 0.43824(18) 0.32180(19) 0.34782(13) 0.0516(4) Uani 1 1 d . . . . .
C2 C 0.34687(17) 0.38350(17) 0.42234(12) 0.0472(4) Uani 1 1 d . . . . .
C3 C 0.31690(16) 0.53076(17) 0.43795(11) 0.0423(4) Uani 1 1 d . . . . .
C4 C 0.22615(18) 0.58902(17) 0.51241(12) 0.0477(4) Uani 1 1 d . . . . .
H4 H 0.1757 0.5258 0.5467 0.057 Uiso 1 1 calc R U . . .
C5 C 0.20812(18) 0.73629(17) 0.53728(12) 0.0467(4) Uani 1 1 d . . . . .
C6 C 0.29394(19) 0.84017(17) 0.48486(12) 0.0505(4) Uani 1 1 d . . . . .
H6A H 0.3803 0.8759 0.5272 0.061 Uiso 1 1 calc R U . . .
H6B H 0.2374 0.9229 0.4793 0.061 Uiso 1 1 calc R U . . .
C7 C 0.33833(17) 0.77548(17) 0.37867(12) 0.0443(4) Uani 1 1 d . . . . .
H7 H 0.4236 0.8338 0.3654 0.053 Uiso 1 1 calc R U . . .
C8 C 0.38178(16) 0.61995(17) 0.37248(11) 0.0424(4) Uani 1 1 d . . . . .
C9 C 0.46873(17) 0.55955(18) 0.30167(12) 0.0479(4) Uani 1 1 d . . . . .
C10 C 0.53111(18) 0.6298(2) 0.22412(13) 0.0545(4) Uani 1 1 d . . . . .
H10 H 0.5292 0.7304 0.2312 0.065 Uiso 1 1 calc R U . . .
C11 C 0.59096(18) 0.5600(2) 0.14352(13) 0.0588(5) Uani 1 1 d . . . . .
H11 H 0.6023 0.4613 0.1415 0.071 Uiso 1 1 calc R U . . .
C12 C 0.64081(19) 0.6231(2) 0.05744(13) 0.0601(5) Uani 1 1 d . . . . .
C13 C 0.7310(2) 0.5471(3) -0.00876(15) 0.0756(6) Uani 1 1 d . . . . .
H13 H 0.7603 0.4574 0.0026 0.091 Uiso 1 1 calc R U . . .
C14 C 0.7776(3) 0.6032(4) -0.09109(17) 0.0905(8) Uani 1 1 d . . . . .
H14 H 0.8387 0.5513 -0.1344 0.109 Uiso 1 1 calc R U . . .
C15 C 0.7352(3) 0.7331(4) -0.10951(17) 0.0925(8) Uani 1 1 d . . . . .
H15 H 0.7684 0.7710 -0.1646 0.111 Uiso 1 1 calc R U . . .
C16 C 0.6433(3) 0.8086(3) -0.04671(17) 0.0886(7) Uani 1 1 d . . . . .
H16 H 0.6120 0.8965 -0.0603 0.106 Uiso 1 1 calc R U . . .
C17 C 0.5972(2) 0.7547(3) 0.03660(16) 0.0736(6) Uani 1 1 d . . . . .
H17 H 0.5360 0.8074 0.0793 0.088 Uiso 1 1 calc R U . . .
C18 C 0.22323(17) 0.78471(17) 0.29528(12) 0.0443(4) Uani 1 1 d . . . . .
C19 C 0.2499(2) 0.8693(2) 0.22223(14) 0.0598(5) Uani 1 1 d . . . . .
H19 H 0.3355 0.9267 0.2271 0.072 Uiso 1 1 calc R U . . .
C20 C 0.1502(2) 0.8694(3) 0.14170(15) 0.0731(6) Uani 1 1 d . . . . .
H20 H 0.1705 0.9249 0.0921 0.088 Uiso 1 1 calc R U . . .
C21 C 0.0228(2) 0.7890(2) 0.13472(16) 0.0729(6) Uani 1 1 d . . . . .
H21 H -0.0430 0.7879 0.0800 0.087 Uiso 1 1 calc R U . . .
C22 C -0.0078(2) 0.7096(2) 0.20910(17) 0.0740(6) Uani 1 1 d . . . . .
H22 H -0.0960 0.6570 0.2059 0.089 Uiso 1 1 calc R U . . .
C23 C 0.0914(2) 0.7073(2) 0.28853(15) 0.0620(5) Uani 1 1 d . . . . .
H23 H 0.0694 0.6529 0.3384 0.074 Uiso 1 1 calc R U . . .
C24 C 0.0460(2) 0.7020(2) 0.67088(15) 0.0631(5) Uani 1 1 d . . . . .
H24A H 0.0305 0.6031 0.6344 0.076 Uiso 1 1 calc R U . . .
H24B H -0.0472 0.7395 0.6850 0.076 Uiso 1 1 calc R U . . .
C25 C 0.1330(2) 0.7032(2) 0.76861(16) 0.0750(6) Uani 1 1 d . . . . .
H25A H 0.2239 0.6605 0.7543 0.090 Uiso 1 1 calc R U . . .
H25B H 0.0814 0.6451 0.8103 0.090 Uiso 1 1 calc R U . . .
C26 C 0.1614(3) 0.8572(3) 0.82568(16) 0.0814(7) Uani 1 1 d . . . . .
H26A H 0.0721 0.8934 0.8508 0.098 Uiso 1 1 calc R U . . .
H26B H 0.2284 0.8573 0.8836 0.098 Uiso 1 1 calc R U . . .
C27 C 0.2234(2) 0.9569(2) 0.75828(16) 0.0728(6) Uani 1 1 d . . . . .
H27A H 0.2272 1.0566 0.7936 0.087 Uiso 1 1 calc R U . . .
H27B H 0.3210 0.9324 0.7442 0.087 Uiso 1 1 calc R U . . .
C28 C 0.1343(2) 0.94440(19) 0.65976(15) 0.0642(5) Uani 1 1 d . . . . .
H28A H 0.0391 0.9774 0.6728 0.077 Uiso 1 1 calc R U . . .
H28B H 0.1793 1.0049 0.6166 0.077 Uiso 1 1 calc R U . . .
C29 C 0.2862(2) 0.2880(2) 0.48316(15) 0.0615(5) Uani 1 1 d . . . . .


_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 1.217(2) . ?
O2 C9 1.3750(19) . ?
O2 C1 1.380(2) . ?
N1 C29 1.135(2) . ?
N2 C5 1.334(2) . ?
N2 C24 1.463(2) . ?
N2 C28 1.468(2) . ?
C1 C2 1.415(2) . ?
C2 C3 1.403(2) . ?
C2 C29 1.421(2) . ?
C3 C4 1.400(2) . ?
C3 C8 1.441(2) . ?
C4 C5 1.383(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.510(2) . ?
C6 C7 1.536(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.521(2) . ?
C7 C18 1.525(2) . ?
C7 H7 0.9800 . ?
C8 C9 1.351(2) . ?
C9 C10 1.450(2) . ?
C10 C11 1.330(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.466(3) . ?
C11 H11 0.9300 . ?
C12 C17 1.384(3) . ?
C12 C13 1.388(3) . ?
C13 C14 1.379(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.356(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.371(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.379(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.382(2) . ?
C18 C23 1.382(2) . ?
C19 C20 1.388(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.360(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.372(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.377(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C25 1.503(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.515(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.516(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.507(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 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
C9 O2 C1 122.22(13) . . ?
C5 N2 C24 122.38(14) . . ?
C5 N2 C28 124.25(14) . . ?
C24 N2 C28 109.96(14) . . ?
O1 C1 O2 116.24(16) . . ?
O1 C1 C2 127.71(17) . . ?
O2 C1 C2 116.05(15) . . ?
C3 C2 C1 123.13(15) . . ?
C3 C2 C29 120.53(15) . . ?
C1 C2 C29 116.34(15) . . ?
C4 C3 C2 121.93(15) . . ?
C4 C3 C8 121.05(14) . . ?
C2 C3 C8 117.02(14) . . ?
C5 C4 C3 122.98(15) . . ?
C5 C4 H4 118.5 . . ?
C3 C4 H4 118.5 . . ?
N2 C5 C4 122.98(15) . . ?
N2 C5 C6 118.11(14) . . ?
C4 C5 C6 118.84(15) . . ?
C5 C6 C7 115.05(13) . . ?
C5 C6 H6A 108.5 . . ?
C7 C6 H6A 108.5 . . ?
C5 C6 H6B 108.5 . . ?
C7 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C8 C7 C18 110.36(12) . . ?
C8 C7 C6 112.27(13) . . ?
C18 C7 C6 112.86(13) . . ?
C8 C7 H7 107.0 . . ?
C18 C7 H7 107.0 . . ?
C6 C7 H7 107.0 . . ?
C9 C8 C3 119.19(15) . . ?
C9 C8 C7 121.96(14) . . ?
C3 C8 C7 118.58(13) . . ?
C8 C9 O2 122.24(15) . . ?
C8 C9 C10 126.08(16) . . ?
O2 C9 C10 111.55(14) . . ?
C11 C10 C9 124.27(18) . . ?
C11 C10 H10 117.9 . . ?
C9 C10 H10 117.9 . . ?
C10 C11 C12 126.40(19) . . ?
C10 C11 H11 116.8 . . ?
C12 C11 H11 116.8 . . ?
C17 C12 C13 117.78(19) . . ?
C17 C12 C11 122.54(18) . . ?
C13 C12 C11 119.6(2) . . ?
C14 C13 C12 120.8(2) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C15 C14 C13 120.6(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 119.8(2) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C17 120.2(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C12 120.8(2) . . ?
C16 C17 H17 119.6 . . ?
C12 C17 H17 119.6 . . ?
C19 C18 C23 117.92(16) . . ?
C19 C18 C7 120.33(15) . . ?
C23 C18 C7 121.73(14) . . ?
C18 C19 C20 120.64(18) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C21 C20 C19 120.50(19) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C22 119.47(18) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C21 C22 C23 120.37(19) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C18 120.99(18) . . ?
C22 C23 H23 119.5 . . ?
C18 C23 H23 119.5 . . ?
N2 C24 C25 109.37(16) . . ?
N2 C24 H24A 109.8 . . ?
C25 C24 H24A 109.8 . . ?
N2 C24 H24B 109.8 . . ?
C25 C24 H24B 109.8 . . ?
H24A C24 H24B 108.2 . . ?
C24 C25 C26 110.62(17) . . ?
C24 C25 H25A 109.5 . . ?
C26 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C26 C25 H25B 109.5 . . ?
H25A C25 H25B 108.1 . . ?
C27 C26 C25 111.30(17) . . ?
C27 C26 H26A 109.4 . . ?
C25 C26 H26A 109.4 . . ?
C27 C26 H26B 109.4 . . ?
C25 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?
C28 C27 C26 111.60(18) . . ?
C28 C27 H27A 109.3 . . ?
C26 C27 H27A 109.3 . . ?
C28 C27 H27B 109.3 . . ?
C26 C27 H27B 109.3 . . ?
H27A C27 H27B 108.0 . . ?
N2 C28 C27 109.04(16) . . ?
N2 C28 H28A 109.9 . . ?
C27 C28 H28A 109.9 . . ?
N2 C28 H28B 109.9 . . ?
C27 C28 H28B 109.9 . . ?
H28A C28 H28B 108.3 . . ?
N1 C29 C2 178.2(2) . . ?

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
C9 O2 C1 O1 175.48(14) . . . . ?
C9 O2 C1 C2 -4.4(2) . . . . ?
O1 C1 C2 C3 -178.37(16) . . . . ?
O2 C1 C2 C3 1.5(2) . . . . ?
O1 C1 C2 C29 2.3(3) . . . . ?
O2 C1 C2 C29 -177.83(14) . . . . ?
C1 C2 C3 C4 -179.91(15) . . . . ?
C29 C2 C3 C4 -0.6(2) . . . . ?
C1 C2 C3 C8 1.2(2) . . . . ?
C29 C2 C3 C8 -179.53(15) . . . . ?
C2 C3 C4 C5 172.25(15) . . . . ?
C8 C3 C4 C5 -8.9(2) . . . . ?
C24 N2 C5 C4 2.8(3) . . . . ?
C28 N2 C5 C4 159.85(17) . . . . ?
C24 N2 C5 C6 -174.11(15) . . . . ?
C28 N2 C5 C6 -17.0(2) . . . . ?
C3 C4 C5 N2 -179.19(15) . . . . ?
C3 C4 C5 C6 -2.3(2) . . . . ?
N2 C5 C6 C7 -156.01(15) . . . . ?
C4 C5 C6 C7 27.0(2) . . . . ?
C5 C6 C7 C8 -38.91(19) . . . . ?
C5 C6 C7 C18 86.60(17) . . . . ?
C4 C3 C8 C9 179.96(14) . . . . ?
C2 C3 C8 C9 -1.1(2) . . . . ?
C4 C3 C8 C7 -5.9(2) . . . . ?
C2 C3 C8 C7 172.98(13) . . . . ?
C18 C7 C8 C9 76.30(18) . . . . ?
C6 C7 C8 C9 -156.84(14) . . . . ?
C18 C7 C8 C3 -97.63(15) . . . . ?
C6 C7 C8 C3 29.23(19) . . . . ?
C3 C8 C9 O2 -1.7(2) . . . . ?
C7 C8 C9 O2 -175.59(13) . . . . ?
C3 C8 C9 C10 173.80(14) . . . . ?
C7 C8 C9 C10 -0.1(2) . . . . ?
C1 O2 C9 C8 4.7(2) . . . . ?
C1 O2 C9 C10 -171.41(14) . . . . ?
C8 C9 C10 C11 -165.46(17) . . . . ?
O2 C9 C10 C11 10.4(2) . . . . ?
C9 C10 C11 C12 172.67(16) . . . . ?
C10 C11 C12 C17 -17.8(3) . . . . ?
C10 C11 C12 C13 164.74(18) . . . . ?
C17 C12 C13 C14 1.4(3) . . . . ?
C11 C12 C13 C14 179.04(18) . . . . ?
C12 C13 C14 C15 -0.6(3) . . . . ?
C13 C14 C15 C16 -1.0(4) . . . . ?
C14 C15 C16 C17 1.8(4) . . . . ?
C15 C16 C17 C12 -1.0(3) . . . . ?
C13 C12 C17 C16 -0.6(3) . . . . ?
C11 C12 C17 C16 -178.19(19) . . . . ?
C8 C7 C18 C19 -118.22(17) . . . . ?
C6 C7 C18 C19 115.24(17) . . . . ?
C8 C7 C18 C23 60.3(2) . . . . ?
C6 C7 C18 C23 -66.3(2) . . . . ?
C23 C18 C19 C20 -3.6(3) . . . . ?
C7 C18 C19 C20 174.95(17) . . . . ?
C18 C19 C20 C21 1.7(3) . . . . ?
C19 C20 C21 C22 1.2(3) . . . . ?
C20 C21 C22 C23 -2.1(3) . . . . ?
C21 C22 C23 C18 0.1(3) . . . . ?
C19 C18 C23 C22 2.7(3) . . . . ?
C7 C18 C23 C22 -175.81(17) . . . . ?
C5 N2 C24 C25 95.1(2) . . . . ?
C28 N2 C24 C25 -64.9(2) . . . . ?
N2 C24 C25 C26 58.1(2) . . . . ?
C24 C25 C26 C27 -51.3(2) . . . . ?
C25 C26 C27 C28 50.7(2) . . . . ?
C5 N2 C28 C27 -96.0(2) . . . . ?
C24 N2 C28 C27 63.5(2) . . . . ?
C26 C27 C28 N2 -56.2(2) . . . . ?

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
C28 H28B N1 0.97 2.46 3.395(3) 160.8 1_565
C27 H27B O1 0.97 2.51 3.443(2) 162.3 2_666
C6 H6A O1 0.97 2.55 3.338(2) 138.6 2_666

_refine_diff_density_max         0.202
_refine_diff_density_min         -0.134
_refine_diff_density_rms         0.028

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_mo_dd19080_0m
_database_code_depnum_ccdc_archive 'CCDC 2045532'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Huang'
;College of Chemistry and Materials Engineering, Wenzhou University
China
;
_audit_update_record             
;
2020-11-20 deposited with the CCDC.	2021-01-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H40 N4 O2'
_chemical_formula_weight         560.72

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.1453(5)
_cell_length_b                   10.1503(5)
_cell_length_c                   25.2750(13)
_cell_angle_alpha                90
_cell_angle_beta                 92.166(2)
_cell_angle_gamma                90
_cell_volume                     3113.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7888
_cell_measurement_theta_min      5.232
_cell_measurement_theta_max      51.894

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_F_000             1200
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6625
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\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            29737
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.371
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5790
_reflns_number_gt                4104
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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)+(0.0659P)²+1.4048P] 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
_refine_ls_extinction_coef       0.018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5790
_refine_ls_number_parameters     382
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0597
_refine_ls_wR_factor_ref         0.1671
_refine_ls_wR_factor_gt          0.1447
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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 1.14539(14) 0.3838(2) 0.34325(8) 0.0808(6) Uani 1 1 d . . . . .
O2 O 0.65461(17) 0.83959(18) 0.05212(7) 0.0783(6) Uani 1 1 d . . . . .
N1 N 0.49143(15) 0.65730(18) 0.35194(7) 0.0497(5) Uani 1 1 d . . . . .
N2 N 0.35930(15) 0.73731(19) 0.40898(7) 0.0524(5) Uani 1 1 d . . . . .
N3 N 0.19043(16) 0.53433(19) 0.14196(8) 0.0587(5) Uani 1 1 d . . . . .
N4 N 0.1189(2) 0.8021(3) 0.32449(9) 0.0869(8) Uani 1 1 d . . . . .
C1 C 0.38843(18) 0.6938(2) 0.35891(8) 0.0479(5) Uani 1 1 d . . . . .
C2 C 0.30884(17) 0.6944(2) 0.31650(8) 0.0468(5) Uani 1 1 d . . . . .
C3 C 0.33462(17) 0.6380(2) 0.26776(8) 0.0453(5) Uani 1 1 d . . . . .
C4 C 0.25375(18) 0.6299(2) 0.22469(9) 0.0495(5) Uani 1 1 d . . . . .
H4 H 0.1918 0.6837 0.2249 0.059 Uiso 1 1 calc R U . . .
C5 C 0.26623(18) 0.5456(2) 0.18389(9) 0.0492(5) Uani 1 1 d . . . . .
C6 C 0.36606(18) 0.4574(2) 0.18489(9) 0.0516(6) Uani 1 1 d . . . . .
H6A H 0.3817 0.4326 0.1489 0.062 Uiso 1 1 calc R U . . .
H6B H 0.3497 0.3775 0.2041 0.062 Uiso 1 1 calc R U . . .
C7 C 0.46932(17) 0.5224(2) 0.21076(9) 0.0473(5) Uani 1 1 d . . . . .
H7 H 0.5212 0.4512 0.2198 0.057 Uiso 1 1 calc R U . . .
C8 C 0.44211(17) 0.5897(2) 0.26232(8) 0.0446(5) Uani 1 1 d . . . . .
C9 C 0.51866(17) 0.6078(2) 0.30407(9) 0.0477(5) Uani 1 1 d . . . . .
C10 C 0.63390(18) 0.5691(2) 0.29947(10) 0.0533(6) Uani 1 1 d . . . . .
H10 H 0.6571 0.5451 0.2662 0.064 Uiso 1 1 calc R U . . .
C11 C 0.70758(19) 0.5660(2) 0.33961(10) 0.0552(6) Uani 1 1 d . . . . .
H11 H 0.6834 0.5935 0.3723 0.066 Uiso 1 1 calc R U . . .
C12 C 0.82245(18) 0.5240(2) 0.33800(9) 0.0528(6) Uani 1 1 d . . . . .
C13 C 0.87117(19) 0.4831(3) 0.29193(10) 0.0594(6) Uani 1 1 d . . . . .
H13 H 0.8302 0.4866 0.2601 0.071 Uiso 1 1 calc R U . . .
C14 C 0.97811(19) 0.4377(3) 0.29172(10) 0.0617(6) Uani 1 1 d . . . . .
H14 H 1.0083 0.4110 0.2602 0.074 Uiso 1 1 calc R U . . .
C15 C 1.04044(19) 0.4319(2) 0.33867(10) 0.0595(6) Uani 1 1 d . . . . .
C16 C 0.9948(2) 0.4742(3) 0.38484(11) 0.0688(7) Uani 1 1 d . . . . .
H16 H 1.0366 0.4726 0.4164 0.083 Uiso 1 1 calc R U . . .
C17 C 0.8881(2) 0.5186(3) 0.38442(10) 0.0644(7) Uani 1 1 d . . . . .
H17 H 0.8587 0.5460 0.4160 0.077 Uiso 1 1 calc R U . . .
C18 C 1.1894(2) 0.3233(3) 0.29814(12) 0.0839(9) Uani 1 1 d . . . . .
H18A H 1.1892 0.3853 0.2695 0.126 Uiso 1 1 calc R U . . .
H18B H 1.1451 0.2484 0.2881 0.126 Uiso 1 1 calc R U . . .
H18C H 1.2635 0.2952 0.3064 0.126 Uiso 1 1 calc R U . . .
C19 C 0.52534(17) 0.6111(2) 0.17165(8) 0.0447(5) Uani 1 1 d . . . . .
C20 C 0.49199(19) 0.7402(2) 0.16187(9) 0.0522(6) Uani 1 1 d . . . . .
H20 H 0.4381 0.7776 0.1823 0.063 Uiso 1 1 calc R U . . .
C21 C 0.5378(2) 0.8138(2) 0.12228(9) 0.0568(6) Uani 1 1 d . . . . .
H21 H 0.5140 0.8997 0.1161 0.068 Uiso 1 1 calc R U . . .
C22 C 0.6186(2) 0.7605(2) 0.09189(9) 0.0550(6) Uani 1 1 d . . . . .
C23 C 0.65616(19) 0.6345(2) 0.10223(9) 0.0570(6) Uani 1 1 d . . . . .
H23 H 0.7125 0.5989 0.0829 0.068 Uiso 1 1 calc R U . . .
C24 C 0.60910(18) 0.5621(2) 0.14160(9) 0.0526(6) Uani 1 1 d . . . . .
H24 H 0.6346 0.4771 0.1482 0.063 Uiso 1 1 calc R U . . .
C25 C 0.7359(3) 0.7890(4) 0.01950(13) 0.0978(11) Uani 1 1 d . . . . .
H25A H 0.7540 0.8538 -0.0064 0.147 Uiso 1 1 calc R U . . .
H25B H 0.7085 0.7111 0.0019 0.147 Uiso 1 1 calc R U . . .
H25C H 0.8006 0.7675 0.0407 0.147 Uiso 1 1 calc R U . . .
C26 C 0.4507(2) 0.7635(3) 0.44700(10) 0.0693(7) Uani 1 1 d . . . . .
H26A H 0.5066 0.8155 0.4302 0.083 Uiso 1 1 calc R U . . .
H26B H 0.4838 0.6810 0.4586 0.083 Uiso 1 1 calc R U . . .
C27 C 0.4089(3) 0.8374(3) 0.49437(11) 0.0810(9) Uani 1 1 d . . . . .
H27A H 0.4696 0.8522 0.5198 0.097 Uiso 1 1 calc R U . . .
H27B H 0.3809 0.9227 0.4829 0.097 Uiso 1 1 calc R U . . .
C28 C 0.3190(3) 0.7623(4) 0.52074(11) 0.0888(10) Uani 1 1 d . . . . .
H28A H 0.2902 0.8145 0.5492 0.107 Uiso 1 1 calc R U . . .
H28B H 0.3486 0.6811 0.5357 0.107 Uiso 1 1 calc R U . . .
C29 C 0.2271(2) 0.7310(3) 0.48034(11) 0.0810(9) Uani 1 1 d . . . . .
H29A H 0.1724 0.6760 0.4965 0.097 Uiso 1 1 calc R U . . .
H29B H 0.1914 0.8122 0.4688 0.097 Uiso 1 1 calc R U . . .
C30 C 0.2714(2) 0.6610(3) 0.43330(10) 0.0646(7) Uani 1 1 d . . . . .
H30A H 0.3002 0.5758 0.4443 0.078 Uiso 1 1 calc R U . . .
H30B H 0.2120 0.6463 0.4072 0.078 Uiso 1 1 calc R U . . .
C31 C 0.0945(2) 0.6224(3) 0.14208(11) 0.0800(9) Uani 1 1 d . . . . .
H31A H 0.1199 0.7117 0.1488 0.096 Uiso 1 1 calc R U . . .
H31B H 0.0483 0.5972 0.1709 0.096 Uiso 1 1 calc R U . . .
C32 C 0.0276(3) 0.6205(3) 0.09210(13) 0.0852(9) Uani 1 1 d . . . . .
H32A H 0.0693 0.6607 0.0643 0.102 Uiso 1 1 calc R U . . .
H32B H -0.0384 0.6727 0.0964 0.102 Uiso 1 1 calc R U . . .
C33 C -0.0047(2) 0.4841(3) 0.07573(12) 0.0762(8) Uani 1 1 d . . . . .
H33A H -0.0418 0.4862 0.0411 0.091 Uiso 1 1 calc R U . . .
H33B H -0.0552 0.4478 0.1007 0.091 Uiso 1 1 calc R U . . .
C34 C 0.0968(3) 0.3984(3) 0.07396(13) 0.0924(10) Uani 1 1 d . . . . .
H34A H 0.0746 0.3088 0.0656 0.111 Uiso 1 1 calc R U . . .
H34B H 0.1425 0.4293 0.0458 0.111 Uiso 1 1 calc R U . . .
C35 C 0.1616(3) 0.3988(3) 0.12377(13) 0.0849(9) Uani 1 1 d . . . . .
H35A H 0.2288 0.3491 0.1193 0.102 Uiso 1 1 calc R U . . .
H35B H 0.1200 0.3553 0.1507 0.102 Uiso 1 1 calc R U . . .
C36 C 0.2034(2) 0.7535(3) 0.32191(9) 0.0580(6) Uani 1 1 d . . . . .


_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 C15 1.366(3) . ?
O1 C18 1.417(3) . ?
O2 C22 1.370(3) . ?
O2 C25 1.407(3) . ?
N1 C1 1.323(3) . ?
N1 C9 1.362(3) . ?
N2 C1 1.399(3) . ?
N2 C26 1.465(3) . ?
N2 C30 1.472(3) . ?
N3 C5 1.382(3) . ?
N3 C31 1.468(3) . ?
N3 C35 1.488(3) . ?
N4 C36 1.142(3) . ?
C1 C2 1.416(3) . ?
C2 C3 1.404(3) . ?
C2 C36 1.426(3) . ?
C3 C8 1.406(3) . ?
C3 C4 1.441(3) . ?
C4 C5 1.353(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.506(3) . ?
C6 C7 1.541(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C19 1.517(3) . ?
C7 C8 1.519(3) . ?
C7 H7 0.9800 . ?
C8 C9 1.392(3) . ?
C9 C10 1.463(3) . ?
C10 C11 1.328(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.461(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.389(3) . ?
C12 C17 1.395(3) . ?
C13 C14 1.379(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.384(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.379(4) . ?
C16 C17 1.371(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C24 1.385(3) . ?
C19 C20 1.392(3) . ?
C20 C21 1.382(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.380(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.380(3) . ?
C23 C24 1.379(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.516(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.509(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.517(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.502(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.476(4) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C33 1.494(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.510(4) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.459(4) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 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
C15 O1 C18 117.7(2) . . ?
C22 O2 C25 117.8(2) . . ?
C1 N1 C9 118.94(18) . . ?
C1 N2 C26 116.09(19) . . ?
C1 N2 C30 115.08(18) . . ?
C26 N2 C30 111.39(19) . . ?
C5 N3 C31 116.98(19) . . ?
C5 N3 C35 117.1(2) . . ?
C31 N3 C35 112.7(2) . . ?
N1 C1 N2 118.80(19) . . ?
N1 C1 C2 121.5(2) . . ?
N2 C1 C2 119.65(19) . . ?
C3 C2 C1 119.58(19) . . ?
C3 C2 C36 119.11(19) . . ?
C1 C2 C36 121.3(2) . . ?
C2 C3 C8 117.80(19) . . ?
C2 C3 C4 121.18(19) . . ?
C8 C3 C4 121.02(19) . . ?
C5 C4 C3 121.3(2) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 N3 123.1(2) . . ?
C4 C5 C6 118.4(2) . . ?
N3 C5 C6 118.45(19) . . ?
C5 C6 C7 113.25(18) . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C19 C7 C8 114.17(17) . . ?
C19 C7 C6 110.81(18) . . ?
C8 C7 C6 110.91(17) . . ?
C19 C7 H7 106.8 . . ?
C8 C7 H7 106.8 . . ?
C6 C7 H7 106.8 . . ?
C9 C8 C3 118.42(19) . . ?
C9 C8 C7 123.30(19) . . ?
C3 C8 C7 118.27(19) . . ?
N1 C9 C8 122.98(19) . . ?
N1 C9 C10 115.8(2) . . ?
C8 C9 C10 121.2(2) . . ?
C11 C10 C9 124.4(2) . . ?
C11 C10 H10 117.8 . . ?
C9 C10 H10 117.8 . . ?
C10 C11 C12 127.0(2) . . ?
C10 C11 H11 116.5 . . ?
C12 C11 H11 116.5 . . ?
C13 C12 C17 116.4(2) . . ?
C13 C12 C11 123.2(2) . . ?
C17 C12 C11 120.3(2) . . ?
C14 C13 C12 122.3(2) . . ?
C14 C13 H13 118.8 . . ?
C12 C13 H13 118.8 . . ?
C13 C14 C15 119.7(2) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
O1 C15 C16 116.3(2) . . ?
O1 C15 C14 124.5(2) . . ?
C16 C15 C14 119.2(2) . . ?
C17 C16 C15 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C12 122.0(2) . . ?
C16 C17 H17 119.0 . . ?
C12 C17 H17 119.0 . . ?
O1 C18 H18A 109.5 . . ?
O1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C19 C20 117.1(2) . . ?
C24 C19 C7 120.09(19) . . ?
C20 C19 C7 122.70(19) . . ?
C21 C20 C19 121.0(2) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C22 C21 C20 120.4(2) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
O2 C22 C23 124.7(2) . . ?
O2 C22 C21 115.6(2) . . ?
C23 C22 C21 119.7(2) . . ?
C24 C23 C22 119.2(2) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C23 C24 C19 122.5(2) . . ?
C23 C24 H24 118.7 . . ?
C19 C24 H24 118.7 . . ?
O2 C25 H25A 109.5 . . ?
O2 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O2 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N2 C26 C27 109.9(2) . . ?
N2 C26 H26A 109.7 . . ?
C27 C26 H26A 109.7 . . ?
N2 C26 H26B 109.7 . . ?
C27 C26 H26B 109.7 . . ?
H26A C26 H26B 108.2 . . ?
C28 C27 C26 111.6(3) . . ?
C28 C27 H27A 109.3 . . ?
C26 C27 H27A 109.3 . . ?
C28 C27 H27B 109.3 . . ?
C26 C27 H27B 109.3 . . ?
H27A C27 H27B 108.0 . . ?
C27 C28 C29 109.6(2) . . ?
C27 C28 H28A 109.8 . . ?
C29 C28 H28A 109.8 . . ?
C27 C28 H28B 109.8 . . ?
C29 C28 H28B 109.8 . . ?
H28A C28 H28B 108.2 . . ?
C30 C29 C28 110.8(2) . . ?
C30 C29 H29A 109.5 . . ?
C28 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 108.1 . . ?
N2 C30 C29 111.6(2) . . ?
N2 C30 H30A 109.3 . . ?
C29 C30 H30A 109.3 . . ?
N2 C30 H30B 109.3 . . ?
C29 C30 H30B 109.3 . . ?
H30A C30 H30B 108.0 . . ?
N3 C31 C32 113.7(2) . . ?
N3 C31 H31A 108.8 . . ?
C32 C31 H31A 108.8 . . ?
N3 C31 H31B 108.8 . . ?
C32 C31 H31B 108.8 . . ?
H31A C31 H31B 107.7 . . ?
C31 C32 C33 112.3(3) . . ?
C31 C32 H32A 109.1 . . ?
C33 C32 H32A 109.1 . . ?
C31 C32 H32B 109.1 . . ?
C33 C32 H32B 109.1 . . ?
H32A C32 H32B 107.9 . . ?
C32 C33 C34 109.6(2) . . ?
C32 C33 H33A 109.7 . . ?
C34 C33 H33A 109.7 . . ?
C32 C33 H33B 109.7 . . ?
C34 C33 H33B 109.7 . . ?
H33A C33 H33B 108.2 . . ?
C35 C34 C33 112.8(3) . . ?
C35 C34 H34A 109.0 . . ?
C33 C34 H34A 109.0 . . ?
C35 C34 H34B 109.0 . . ?
C33 C34 H34B 109.0 . . ?
H34A C34 H34B 107.8 . . ?
C34 C35 N3 112.5(3) . . ?
C34 C35 H35A 109.1 . . ?
N3 C35 H35A 109.1 . . ?
C34 C35 H35B 109.1 . . ?
N3 C35 H35B 109.1 . . ?
H35A C35 H35B 107.8 . . ?
N4 C36 C2 177.7(3) . . ?

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
C9 N1 C1 N2 176.31(19) . . . . ?
C9 N1 C1 C2 -6.1(3) . . . . ?
C26 N2 C1 N1 11.7(3) . . . . ?
C30 N2 C1 N1 -121.0(2) . . . . ?
C26 N2 C1 C2 -165.9(2) . . . . ?
C30 N2 C1 C2 61.4(3) . . . . ?
N1 C1 C2 C3 9.1(3) . . . . ?
N2 C1 C2 C3 -173.35(19) . . . . ?
N1 C1 C2 C36 -169.7(2) . . . . ?
N2 C1 C2 C36 7.9(3) . . . . ?
C1 C2 C3 C8 -3.7(3) . . . . ?
C36 C2 C3 C8 175.1(2) . . . . ?
C1 C2 C3 C4 176.4(2) . . . . ?
C36 C2 C3 C4 -4.8(3) . . . . ?
C2 C3 C4 C5 -161.3(2) . . . . ?
C8 C3 C4 C5 18.8(3) . . . . ?
C3 C4 C5 N3 179.7(2) . . . . ?
C3 C4 C5 C6 1.2(3) . . . . ?
C31 N3 C5 C4 1.9(4) . . . . ?
C35 N3 C5 C4 -136.4(3) . . . . ?
C31 N3 C5 C6 -179.6(2) . . . . ?
C35 N3 C5 C6 42.1(3) . . . . ?
C4 C5 C6 C7 -34.0(3) . . . . ?
N3 C5 C6 C7 147.4(2) . . . . ?
C5 C6 C7 C19 -81.8(2) . . . . ?
C5 C6 C7 C8 46.1(3) . . . . ?
C2 C3 C8 C9 -4.0(3) . . . . ?
C4 C3 C8 C9 175.9(2) . . . . ?
C2 C3 C8 C7 177.00(19) . . . . ?
C4 C3 C8 C7 -3.1(3) . . . . ?
C19 C7 C8 C9 -81.5(2) . . . . ?
C6 C7 C8 C9 152.4(2) . . . . ?
C19 C7 C8 C3 97.4(2) . . . . ?
C6 C7 C8 C3 -28.6(3) . . . . ?
C1 N1 C9 C8 -2.1(3) . . . . ?
C1 N1 C9 C10 -179.74(19) . . . . ?
C3 C8 C9 N1 7.2(3) . . . . ?
C7 C8 C9 N1 -173.80(19) . . . . ?
C3 C8 C9 C10 -175.3(2) . . . . ?
C7 C8 C9 C10 3.7(3) . . . . ?
N1 C9 C10 C11 7.6(3) . . . . ?
C8 C9 C10 C11 -170.0(2) . . . . ?
C9 C10 C11 C12 177.7(2) . . . . ?
C10 C11 C12 C13 1.5(4) . . . . ?
C10 C11 C12 C17 -176.1(2) . . . . ?
C17 C12 C13 C14 0.9(4) . . . . ?
C11 C12 C13 C14 -176.7(2) . . . . ?
C12 C13 C14 C15 0.0(4) . . . . ?
C18 O1 C15 C16 171.7(3) . . . . ?
C18 O1 C15 C14 -6.9(4) . . . . ?
C13 C14 C15 O1 177.3(2) . . . . ?
C13 C14 C15 C16 -1.2(4) . . . . ?
O1 C15 C16 C17 -177.2(2) . . . . ?
C14 C15 C16 C17 1.5(4) . . . . ?
C15 C16 C17 C12 -0.6(4) . . . . ?
C13 C12 C17 C16 -0.6(4) . . . . ?
C11 C12 C17 C16 177.0(2) . . . . ?
C8 C7 C19 C24 141.2(2) . . . . ?
C6 C7 C19 C24 -92.7(2) . . . . ?
C8 C7 C19 C20 -42.7(3) . . . . ?
C6 C7 C19 C20 83.4(2) . . . . ?
C24 C19 C20 C21 2.6(3) . . . . ?
C7 C19 C20 C21 -173.6(2) . . . . ?
C19 C20 C21 C22 -0.6(4) . . . . ?
C25 O2 C22 C23 -0.2(4) . . . . ?
C25 O2 C22 C21 -179.1(2) . . . . ?
C20 C21 C22 O2 177.0(2) . . . . ?
C20 C21 C22 C23 -2.0(4) . . . . ?
O2 C22 C23 C24 -176.5(2) . . . . ?
C21 C22 C23 C24 2.4(3) . . . . ?
C22 C23 C24 C19 -0.3(4) . . . . ?
C20 C19 C24 C23 -2.2(3) . . . . ?
C7 C19 C24 C23 174.1(2) . . . . ?
C1 N2 C26 C27 167.6(2) . . . . ?
C30 N2 C26 C27 -58.1(3) . . . . ?
N2 C26 C27 C28 57.4(3) . . . . ?
C26 C27 C28 C29 -55.3(3) . . . . ?
C27 C28 C29 C30 54.1(4) . . . . ?
C1 N2 C30 C29 -166.8(2) . . . . ?
C26 N2 C30 C29 58.3(3) . . . . ?
C28 C29 C30 N2 -56.0(3) . . . . ?
C5 N3 C31 C32 170.3(3) . . . . ?
C35 N3 C31 C32 -49.7(4) . . . . ?
N3 C31 C32 C33 52.4(4) . . . . ?
C31 C32 C33 C34 -53.5(4) . . . . ?
C32 C33 C34 C35 54.9(4) . . . . ?
C33 C34 C35 N3 -53.6(4) . . . . ?
C5 N3 C35 C34 -169.8(3) . . . . ?
C31 N3 C35 C34 50.2(4) . . . . ?

_refine_diff_density_max         0.595
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.036

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_mo_dd20171_0m
_database_code_depnum_ccdc_archive 'CCDC 2045534'
loop_
_audit_author_name
_audit_author_address
'Xiaobo Huang'
;College of Chemistry and Materials Engineering, Wenzhou University
China
;
_audit_update_record             
;
2020-11-20 deposited with the CCDC.	2021-01-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H44 N4'
_chemical_formula_weight         700.89

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.1185(11)
_cell_length_b                   13.2506(15)
_cell_length_c                   16.4503(18)
_cell_angle_alpha                109.397(3)
_cell_angle_beta                 94.543(3)
_cell_angle_gamma                109.846(3)
_cell_volume                     1910.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3858
_cell_measurement_theta_min      5.186
_cell_measurement_theta_max      54.886

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.071
_shelx_estimated_absorpt_T_min   0.991
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6586
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\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            32049
_diffrn_reflns_av_unetI/netI     0.0981
_diffrn_reflns_av_R_equivalents  0.1032
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.486
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             6708
_reflns_number_gt                3103
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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)+(0.0551P)²+2.0530P] 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
_refine_ls_extinction_coef       0.0042(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6708
_refine_ls_number_parameters     488
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.1969
_refine_ls_R_factor_gt           0.0886
_refine_ls_wR_factor_ref         0.2223
_refine_ls_wR_factor_gt          0.1697
_refine_ls_goodness_of_fit_ref   1.049
_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
N1 N 0.2516(4) 0.3326(3) 0.3474(2) 0.0470(9) Uani 1 1 d . . . . .
N2 N 0.1512(5) 0.4973(4) 0.6278(3) 0.0911(16) Uani 1 1 d . . . . .
N3 N 0.0858(4) 0.2622(3) 0.4261(2) 0.0496(10) Uani 1 1 d . . . . .
N4 N 0.5700(4) 0.8740(3) 0.6065(2) 0.0536(10) Uani 1 1 d . . . . .
C1 C 0.3569(4) 0.4219(4) 0.3383(3) 0.0441(11) Uani 1 1 d . . . . .
C2 C 0.4038(4) 0.5371(4) 0.3974(3) 0.0438(11) Uani 1 1 d . . . . .
C3 C 0.5143(5) 0.6391(4) 0.3842(3) 0.0478(11) Uani 1 1 d . . . . .
H3 H 0.6081 0.6355 0.3983 0.057 Uiso 1 1 calc R U . . .
C4 C 0.5261(5) 0.7597(4) 0.4474(3) 0.0567(13) Uani 1 1 d . . . . .
H4A H 0.6211 0.8164 0.4538 0.068 Uiso 1 1 calc R U . . .
H4B H 0.4566 0.7811 0.4204 0.068 Uiso 1 1 calc R U . . .
C5 C 0.5017(5) 0.7672(4) 0.5377(3) 0.0490(12) Uani 1 1 d . . . . .
C6 C 0.4138(5) 0.6706(4) 0.5465(3) 0.0505(12) Uani 1 1 d . . . . .
H6 H 0.3909 0.6773 0.6012 0.061 Uiso 1 1 calc R U . . .
C7 C 0.3538(5) 0.5584(4) 0.4763(3) 0.0436(11) Uani 1 1 d . . . . .
C8 C 0.2458(5) 0.4657(4) 0.4848(3) 0.0460(11) Uani 1 1 d . . . . .
C9 C 0.1936(4) 0.3548(4) 0.4176(3) 0.0452(11) Uani 1 1 d . . . . .
C10 C 0.1923(5) 0.4818(4) 0.5642(3) 0.0595(13) Uani 1 1 d . . . . .
C11 C -0.0543(5) 0.2701(4) 0.4333(3) 0.0623(14) Uani 1 1 d . . . . .
H11A H -0.1084 0.2516 0.3753 0.075 Uiso 1 1 calc R U . . .
H11B H -0.0401 0.3487 0.4704 0.075 Uiso 1 1 calc R U . . .
C12 C -0.1375(5) 0.1866(5) 0.4724(4) 0.0817(18) Uani 1 1 d . . . . .
H12A H -0.0863 0.2086 0.5320 0.098 Uiso 1 1 calc R U . . .
H12B H -0.2309 0.1908 0.4755 0.098 Uiso 1 1 calc R U . . .
C13 C -0.1575(6) 0.0643(5) 0.4180(5) 0.098(2) Uani 1 1 d . . . . .
H13A H -0.2209 0.0378 0.3612 0.118 Uiso 1 1 calc R U . . .
H13B H -0.2016 0.0135 0.4477 0.118 Uiso 1 1 calc R U . . .
C14 C -0.0130(6) 0.0591(5) 0.4043(4) 0.093(2) Uani 1 1 d . . . . .
H14A H 0.0444 0.0737 0.4602 0.112 Uiso 1 1 calc R U . . .
H14B H -0.0280 -0.0182 0.3638 0.112 Uiso 1 1 calc R U . . .
C15 C 0.0673(5) 0.1465(4) 0.3680(4) 0.0722(16) Uani 1 1 d . . . . .
H15A H 0.1607 0.1434 0.3625 0.087 Uiso 1 1 calc R U . . .
H15B H 0.0142 0.1282 0.3097 0.087 Uiso 1 1 calc R U . . .
C16 C 0.5894(5) 0.9802(4) 0.5927(3) 0.0625(14) Uani 1 1 d . . . . .
H16A H 0.5000 0.9921 0.5930 0.075 Uiso 1 1 calc R U . . .
H16B H 0.6117 0.9720 0.5352 0.075 Uiso 1 1 calc R U . . .
C17 C 0.7065(5) 1.0838(4) 0.6615(3) 0.0738(16) Uani 1 1 d . . . . .
H17A H 0.7120 1.1528 0.6510 0.089 Uiso 1 1 calc R U . . .
H17B H 0.7978 1.0758 0.6573 0.089 Uiso 1 1 calc R U . . .
C18 C 0.6809(6) 1.0976(5) 0.7524(4) 0.0842(18) Uani 1 1 d . . . . .
H18A H 0.5955 1.1147 0.7593 0.101 Uiso 1 1 calc R U . . .
H18B H 0.7622 1.1616 0.7962 0.101 Uiso 1 1 calc R U . . .
C19 C 0.6612(6) 0.9859(5) 0.7658(3) 0.0768(16) Uani 1 1 d . . . . .
H19A H 0.7516 0.9754 0.7671 0.092 Uiso 1 1 calc R U . . .
H19B H 0.6359 0.9921 0.8224 0.092 Uiso 1 1 calc R U . . .
C20 C 0.5467(6) 0.8816(4) 0.6945(3) 0.0643(14) Uani 1 1 d . . . . .
H20A H 0.5456 0.8120 0.7024 0.077 Uiso 1 1 calc R U . . .
H20B H 0.4536 0.8856 0.6996 0.077 Uiso 1 1 calc R U . . .
C21 C 0.4153(5) 0.3869(4) 0.2593(3) 0.0518(12) Uani 1 1 d . . . . .
H21 H 0.5013 0.4385 0.2553 0.062 Uiso 1 1 calc R U . . .
C22 C 0.3490(5) 0.2840(4) 0.1935(3) 0.0526(12) Uani 1 1 d . . . . .
H22 H 0.2630 0.2367 0.2011 0.063 Uiso 1 1 calc R U . . .
C23 C 0.3903(5) 0.2332(4) 0.1105(3) 0.0520(12) Uani 1 1 d . . . . .
C24 C 0.5305(5) 0.2360(4) 0.1070(3) 0.0658(14) Uani 1 1 d . . . . .
C25 C 0.6466(5) 0.2914(5) 0.1818(3) 0.0685(15) Uani 1 1 d . . . . .
H25 H 0.6305 0.3283 0.2367 0.082 Uiso 1 1 calc R U . . .
C26 C 0.7796(6) 0.2927(6) 0.1761(4) 0.106(2) Uani 1 1 d . . . . .
H26 H 0.8524 0.3286 0.2268 0.127 Uiso 1 1 calc R U . . .
C27 C 0.8080(7) 0.2402(8) 0.0945(4) 0.156(2) Uani 1 1 d . U . . .
H27 H 0.9004 0.2436 0.0905 0.187 Uiso 1 1 calc R U . . .
C28 C 0.7011(7) 0.1844(7) 0.0216(4) 0.150(2) Uani 1 1 d . U . . .
H28 H 0.7214 0.1502 -0.0325 0.180 Uiso 1 1 calc R U . . .
C29 C 0.5568(7) 0.1765(7) 0.0252(4) 0.1325(19) Uani 1 1 d . U . . .
C30 C 0.4460(7) 0.1142(7) -0.0489(4) 0.1291(18) Uani 1 1 d . U . . .
H30 H 0.4650 0.0743 -0.1019 0.155 Uiso 1 1 calc R U . . .
C31 C 0.3084(6) 0.1092(7) -0.0468(4) 0.1146(17) Uani 1 1 d . U . . .
C32 C 0.1945(7) 0.0442(6) -0.1231(4) 0.1191(17) Uani 1 1 d . U . . .
H32 H 0.2123 0.0010 -0.1753 0.143 Uiso 1 1 calc R U . . .
C33 C 0.0632(7) 0.0438(6) -0.1212(4) 0.1156(17) Uani 1 1 d . U . . .
H33 H -0.0098 0.0003 -0.1718 0.139 Uiso 1 1 calc R U . . .
C34 C 0.0346(7) 0.1080(6) -0.0445(4) 0.1076(18) Uani 1 1 d . U . . .
H34 H -0.0571 0.1083 -0.0440 0.129 Uiso 1 1 calc R U . . .
C35 C 0.1395(6) 0.1704(5) 0.0300(3) 0.0760(16) Uani 1 1 d . . . . .
H35 H 0.1185 0.2138 0.0808 0.091 Uiso 1 1 calc R U . . .
C36 C 0.2814(5) 0.1712(4) 0.0327(3) 0.0587(13) Uani 1 1 d . . . . .
C37 C 0.4973(5) 0.6366(4) 0.2900(3) 0.0486(11) Uani 1 1 d . . . . .
C38 C 0.6201(5) 0.6616(4) 0.2534(3) 0.0565(13) Uani 1 1 d . . . . .
C39 C 0.7629(5) 0.6968(4) 0.3003(4) 0.0707(15) Uani 1 1 d . . . . .
H39 H 0.7783 0.7056 0.3591 0.085 Uiso 1 1 calc R U . . .
C40 C 0.8762(6) 0.7178(6) 0.2618(5) 0.099(2) Uani 1 1 d . . . . .
H40 H 0.9681 0.7414 0.2947 0.118 Uiso 1 1 calc R U . . .
C41 C 0.8586(9) 0.7048(7) 0.1739(6) 0.126(3) Uani 1 1 d . . . . .
H41 H 0.9387 0.7197 0.1488 0.151 Uiso 1 1 calc R U . . .
C42 C 0.7274(9) 0.6711(7) 0.1245(5) 0.121(3) Uani 1 1 d . . . . .
H42 H 0.7166 0.6607 0.0652 0.145 Uiso 1 1 calc R U . . .
C43 C 0.6037(7) 0.6512(5) 0.1640(4) 0.0767(16) Uani 1 1 d . . . . .
C44 C 0.4692(8) 0.6178(6) 0.1146(4) 0.097(2) Uani 1 1 d . . . . .
H44 H 0.4594 0.6082 0.0555 0.117 Uiso 1 1 calc R U . . .
C45 C 0.3470(6) 0.5978(5) 0.1503(3) 0.0751(16) Uani 1 1 d . . . . .
C46 C 0.2085(8) 0.5642(6) 0.0993(4) 0.108(2) Uani 1 1 d . . . . .
H46 H 0.1983 0.5548 0.0403 0.130 Uiso 1 1 calc R U . . .
C47 C 0.0920(8) 0.5457(7) 0.1346(5) 0.114(3) Uani 1 1 d . . . . .
H47 H 0.0022 0.5233 0.0997 0.137 Uiso 1 1 calc R U . . .
C48 C 0.1038(6) 0.5598(5) 0.2235(4) 0.0844(18) Uani 1 1 d . . . . .
H48 H 0.0223 0.5479 0.2475 0.101 Uiso 1 1 calc R U . . .
C49 C 0.2338(5) 0.5908(4) 0.2745(3) 0.0636(14) Uani 1 1 d . . . . .
H49 H 0.2401 0.6003 0.3334 0.076 Uiso 1 1 calc R U . . .
C50 C 0.3613(5) 0.6093(4) 0.2405(3) 0.0531(12) Uani 1 1 d . . . . .


_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 C9 1.329(5) . ?
N1 C1 1.358(5) . ?
N2 C10 1.139(5) . ?
N3 C9 1.394(5) . ?
N3 C15 1.449(5) . ?
N3 C11 1.468(5) . ?
N4 C5 1.381(5) . ?
N4 C16 1.449(6) . ?
N4 C20 1.462(5) . ?
C1 C2 1.396(6) . ?
C1 C21 1.470(5) . ?
C2 C7 1.405(5) . ?
C2 C3 1.528(6) . ?
C3 C37 1.533(6) . ?
C3 C4 1.549(6) . ?
C3 H3 0.9800 . ?
C4 C5 1.501(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.349(6) . ?
C6 C7 1.431(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.397(6) . ?
C8 C9 1.400(6) . ?
C8 C10 1.431(6) . ?
C11 C12 1.507(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.501(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.517(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.502(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.490(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.500(7) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.518(7) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.499(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.329(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.470(6) . ?
C22 H22 0.9300 . ?
C23 C36 1.411(6) . ?
C23 C24 1.413(6) . ?
C24 C29 1.414(7) . ?
C24 C25 1.421(6) . ?
C25 C26 1.351(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.394(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.349(8) . ?
C27 H27 0.9300 . ?
C28 C29 1.435(8) . ?
C28 H28 0.9300 . ?
C29 C30 1.383(8) . ?
C30 C31 1.375(7) . ?
C30 H30 0.9300 . ?
C31 C36 1.398(6) . ?
C31 C32 1.422(7) . ?
C32 C33 1.331(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.382(7) . ?
C33 H33 0.9300 . ?
C34 C35 1.355(7) . ?
C34 H34 0.9300 . ?
C35 C36 1.430(6) . ?
C35 H35 0.9300 . ?
C37 C50 1.406(6) . ?
C37 C38 1.410(6) . ?
C38 C43 1.422(7) . ?
C38 C39 1.424(6) . ?
C39 C40 1.345(7) . ?
C39 H39 0.9300 . ?
C40 C41 1.388(9) . ?
C40 H40 0.9300 . ?
C41 C42 1.344(9) . ?
C41 H41 0.9300 . ?
C42 C43 1.442(8) . ?
C42 H42 0.9300 . ?
C43 C44 1.373(8) . ?
C44 C45 1.393(7) . ?
C44 H44 0.9300 . ?
C45 C46 1.417(8) . ?
C45 C50 1.430(6) . ?
C46 C47 1.339(8) . ?
C46 H46 0.9300 . ?
C47 C48 1.401(8) . ?
C47 H47 0.9300 . ?
C48 C49 1.353(7) . ?
C48 H48 0.9300 . ?
C49 C50 1.423(6) . ?
C49 H49 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
C9 N1 C1 118.6(4) . . ?
C9 N3 C15 116.7(3) . . ?
C9 N3 C11 117.7(4) . . ?
C15 N3 C11 110.7(4) . . ?
C5 N4 C16 120.6(4) . . ?
C5 N4 C20 117.4(4) . . ?
C16 N4 C20 112.8(4) . . ?
N1 C1 C2 123.3(4) . . ?
N1 C1 C21 113.9(4) . . ?
C2 C1 C21 122.8(4) . . ?
C1 C2 C7 117.7(4) . . ?
C1 C2 C3 123.6(4) . . ?
C7 C2 C3 118.6(4) . . ?
C2 C3 C37 115.8(4) . . ?
C2 C3 C4 114.0(3) . . ?
C37 C3 C4 107.9(4) . . ?
C2 C3 H3 106.1 . . ?
C37 C3 H3 106.1 . . ?
C4 C3 H3 106.1 . . ?
C5 C4 C3 115.2(4) . . ?
C5 C4 H4A 108.5 . . ?
C3 C4 H4A 108.5 . . ?
C5 C4 H4B 108.5 . . ?
C3 C4 H4B 108.5 . . ?
H4A C4 H4B 107.5 . . ?
C6 C5 N4 124.3(4) . . ?
C6 C5 C4 118.4(4) . . ?
N4 C5 C4 117.3(4) . . ?
C5 C6 C7 123.6(4) . . ?
C5 C6 H6 118.2 . . ?
C7 C6 H6 118.2 . . ?
C8 C7 C2 117.8(4) . . ?
C8 C7 C6 120.9(4) . . ?
C2 C7 C6 121.3(4) . . ?
C7 C8 C9 120.4(4) . . ?
C7 C8 C10 120.3(4) . . ?
C9 C8 C10 119.3(4) . . ?
N1 C9 N3 117.9(4) . . ?
N1 C9 C8 121.4(4) . . ?
N3 C9 C8 120.5(4) . . ?
N2 C10 C8 178.4(5) . . ?
N3 C11 C12 109.9(4) . . ?
N3 C11 H11A 109.7 . . ?
C12 C11 H11A 109.7 . . ?
N3 C11 H11B 109.7 . . ?
C12 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
C13 C12 C11 111.1(5) . . ?
C13 C12 H12A 109.4 . . ?
C11 C12 H12A 109.4 . . ?
C13 C12 H12B 109.4 . . ?
C11 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C12 C13 C14 109.9(5) . . ?
C12 C13 H13A 109.7 . . ?
C14 C13 H13A 109.7 . . ?
C12 C13 H13B 109.7 . . ?
C14 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C15 C14 C13 111.7(5) . . ?
C15 C14 H14A 109.3 . . ?
C13 C14 H14A 109.3 . . ?
C15 C14 H14B 109.3 . . ?
C13 C14 H14B 109.3 . . ?
H14A C14 H14B 107.9 . . ?
N3 C15 C14 110.0(4) . . ?
N3 C15 H15A 109.7 . . ?
C14 C15 H15A 109.7 . . ?
N3 C15 H15B 109.7 . . ?
C14 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
N4 C16 C17 112.6(4) . . ?
N4 C16 H16A 109.1 . . ?
C17 C16 H16A 109.1 . . ?
N4 C16 H16B 109.1 . . ?
C17 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C16 C17 C18 111.4(4) . . ?
C16 C17 H17A 109.3 . . ?
C18 C17 H17A 109.3 . . ?
C16 C17 H17B 109.3 . . ?
C18 C17 H17B 109.3 . . ?
H17A C17 H17B 108.0 . . ?
C17 C18 C19 109.0(4) . . ?
C17 C18 H18A 109.9 . . ?
C19 C18 H18A 109.9 . . ?
C17 C18 H18B 109.9 . . ?
C19 C18 H18B 109.9 . . ?
H18A C18 H18B 108.3 . . ?
C20 C19 C18 112.4(4) . . ?
C20 C19 H19A 109.1 . . ?
C18 C19 H19A 109.1 . . ?
C20 C19 H19B 109.1 . . ?
C18 C19 H19B 109.1 . . ?
H19A C19 H19B 107.9 . . ?
N4 C20 C19 112.0(4) . . ?
N4 C20 H20A 109.2 . . ?
C19 C20 H20A 109.2 . . ?
N4 C20 H20B 109.2 . . ?
C19 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C22 C21 C1 122.1(4) . . ?
C22 C21 H21 119.0 . . ?
C1 C21 H21 119.0 . . ?
C21 C22 C23 130.1(4) . . ?
C21 C22 H22 114.9 . . ?
C23 C22 H22 114.9 . . ?
C36 C23 C24 119.1(4) . . ?
C36 C23 C22 117.9(4) . . ?
C24 C23 C22 122.8(4) . . ?
C29 C24 C23 118.6(5) . . ?
C29 C24 C25 117.4(5) . . ?
C23 C24 C25 123.9(4) . . ?
C26 C25 C24 122.4(5) . . ?
C26 C25 H25 118.8 . . ?
C24 C25 H25 118.8 . . ?
C25 C26 C27 120.2(6) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C28 C27 C26 119.8(6) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C27 C28 C29 121.8(6) . . ?
C27 C28 H28 119.1 . . ?
C29 C28 H28 119.1 . . ?
C30 C29 C24 120.3(5) . . ?
C30 C29 C28 121.7(5) . . ?
C24 C29 C28 118.1(5) . . ?
C31 C30 C29 122.1(5) . . ?
C31 C30 H30 119.0 . . ?
C29 C30 H30 119.0 . . ?
C30 C31 C36 118.5(5) . . ?
C30 C31 C32 121.8(5) . . ?
C36 C31 C32 119.7(5) . . ?
C33 C32 C31 121.3(6) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C32 C33 C34 120.4(6) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C35 C34 C33 120.4(6) . . ?
C35 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C34 C35 C36 121.8(5) . . ?
C34 C35 H35 119.1 . . ?
C36 C35 H35 119.1 . . ?
C31 C36 C23 121.3(5) . . ?
C31 C36 C35 116.5(5) . . ?
C23 C36 C35 122.2(4) . . ?
C50 C37 C38 120.3(4) . . ?
C50 C37 C3 120.7(4) . . ?
C38 C37 C3 119.0(4) . . ?
C37 C38 C43 119.3(5) . . ?
C37 C38 C39 124.2(4) . . ?
C43 C38 C39 116.5(5) . . ?
C40 C39 C38 121.9(6) . . ?
C40 C39 H39 119.1 . . ?
C38 C39 H39 119.1 . . ?
C39 C40 C41 121.2(7) . . ?
C39 C40 H40 119.4 . . ?
C41 C40 H40 119.4 . . ?
C42 C41 C40 121.0(6) . . ?
C42 C41 H41 119.5 . . ?
C40 C41 H41 119.5 . . ?
C41 C42 C43 119.5(7) . . ?
C41 C42 H42 120.2 . . ?
C43 C42 H42 120.2 . . ?
C44 C43 C38 119.8(5) . . ?
C44 C43 C42 120.2(6) . . ?
C38 C43 C42 119.9(6) . . ?
C43 C44 C45 121.9(5) . . ?
C43 C44 H44 119.0 . . ?
C45 C44 H44 119.0 . . ?
C44 C45 C46 121.8(6) . . ?
C44 C45 C50 119.1(5) . . ?
C46 C45 C50 119.0(6) . . ?
C47 C46 C45 121.2(6) . . ?
C47 C46 H46 119.4 . . ?
C45 C46 H46 119.4 . . ?
C46 C47 C48 120.8(6) . . ?
C46 C47 H47 119.6 . . ?
C48 C47 H47 119.6 . . ?
C49 C48 C47 120.0(6) . . ?
C49 C48 H48 120.0 . . ?
C47 C48 H48 120.0 . . ?
C48 C49 C50 122.0(5) . . ?
C48 C49 H49 119.0 . . ?
C50 C49 H49 119.0 . . ?
C37 C50 C49 123.8(4) . . ?
C37 C50 C45 119.3(4) . . ?
C49 C50 C45 116.9(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
C9 N1 C1 C2 -2.5(6) . . . . ?
C9 N1 C1 C21 178.7(4) . . . . ?
N1 C1 C2 C7 9.3(6) . . . . ?
C21 C1 C2 C7 -172.0(4) . . . . ?
N1 C1 C2 C3 -175.4(4) . . . . ?
C21 C1 C2 C3 3.3(7) . . . . ?
C1 C2 C3 C37 42.0(6) . . . . ?
C7 C2 C3 C37 -142.8(4) . . . . ?
C1 C2 C3 C4 168.0(4) . . . . ?
C7 C2 C3 C4 -16.7(6) . . . . ?
C2 C3 C4 C5 33.3(5) . . . . ?
C37 C3 C4 C5 163.5(4) . . . . ?
C16 N4 C5 C6 -143.6(5) . . . . ?
C20 N4 C5 C6 1.0(7) . . . . ?
C16 N4 C5 C4 35.5(6) . . . . ?
C20 N4 C5 C4 -179.9(4) . . . . ?
C3 C4 C5 C6 -29.2(6) . . . . ?
C3 C4 C5 N4 151.6(4) . . . . ?
N4 C5 C6 C7 -174.3(4) . . . . ?
C4 C5 C6 C7 6.6(7) . . . . ?
C1 C2 C7 C8 -8.7(6) . . . . ?
C3 C2 C7 C8 175.8(4) . . . . ?
C1 C2 C7 C6 169.9(4) . . . . ?
C3 C2 C7 C6 -5.7(6) . . . . ?
C5 C6 C7 C8 -169.5(4) . . . . ?
C5 C6 C7 C2 12.0(7) . . . . ?
C2 C7 C8 C9 2.0(6) . . . . ?
C6 C7 C8 C9 -176.5(4) . . . . ?
C2 C7 C8 C10 179.0(4) . . . . ?
C6 C7 C8 C10 0.5(7) . . . . ?
C1 N1 C9 N3 -179.9(4) . . . . ?
C1 N1 C9 C8 -4.8(6) . . . . ?
C15 N3 C9 N1 12.7(6) . . . . ?
C11 N3 C9 N1 -122.6(4) . . . . ?
C15 N3 C9 C8 -162.5(4) . . . . ?
C11 N3 C9 C8 62.2(6) . . . . ?
C7 C8 C9 N1 5.0(7) . . . . ?
C10 C8 C9 N1 -172.0(4) . . . . ?
C7 C8 C9 N3 180.0(4) . . . . ?
C10 C8 C9 N3 2.9(6) . . . . ?
C9 N3 C11 C12 -160.6(4) . . . . ?
C15 N3 C11 C12 61.6(5) . . . . ?
N3 C11 C12 C13 -57.6(6) . . . . ?
C11 C12 C13 C14 53.0(7) . . . . ?
C12 C13 C14 C15 -52.8(7) . . . . ?
C9 N3 C15 C14 160.7(4) . . . . ?
C11 N3 C15 C14 -61.1(6) . . . . ?
C13 C14 C15 N3 56.8(7) . . . . ?
C5 N4 C16 C17 -159.5(4) . . . . ?
C20 N4 C16 C17 54.4(5) . . . . ?
N4 C16 C17 C18 -56.3(6) . . . . ?
C16 C17 C18 C19 54.8(6) . . . . ?
C17 C18 C19 C20 -53.6(6) . . . . ?
C5 N4 C20 C19 160.4(4) . . . . ?
C16 N4 C20 C19 -52.3(6) . . . . ?
C18 C19 C20 N4 52.6(6) . . . . ?
N1 C1 C21 C22 14.7(6) . . . . ?
C2 C1 C21 C22 -164.1(4) . . . . ?
C1 C21 C22 C23 -179.4(4) . . . . ?
C21 C22 C23 C36 -138.2(5) . . . . ?
C21 C22 C23 C24 46.9(8) . . . . ?
C36 C23 C24 C29 0.1(8) . . . . ?
C22 C23 C24 C29 174.9(6) . . . . ?
C36 C23 C24 C25 -177.3(5) . . . . ?
C22 C23 C24 C25 -2.5(8) . . . . ?
C29 C24 C25 C26 2.6(9) . . . . ?
C23 C24 C25 C26 -179.9(6) . . . . ?
C24 C25 C26 C27 1.3(11) . . . . ?
C25 C26 C27 C28 -2.4(13) . . . . ?
C26 C27 C28 C29 -0.4(15) . . . . ?
C23 C24 C29 C30 -2.0(11) . . . . ?
C25 C24 C29 C30 175.6(7) . . . . ?
C23 C24 C29 C28 177.2(7) . . . . ?
C25 C24 C29 C28 -5.2(11) . . . . ?
C27 C28 C29 C30 -176.5(9) . . . . ?
C27 C28 C29 C24 4.3(14) . . . . ?
C24 C29 C30 C31 1.4(14) . . . . ?
C28 C29 C30 C31 -177.8(9) . . . . ?
C29 C30 C31 C36 1.2(13) . . . . ?
C29 C30 C31 C32 -179.5(8) . . . . ?
C30 C31 C32 C33 -177.2(8) . . . . ?
C36 C31 C32 C33 2.1(13) . . . . ?
C31 C32 C33 C34 0.4(13) . . . . ?
C32 C33 C34 C35 -1.0(12) . . . . ?
C33 C34 C35 C36 -0.8(10) . . . . ?
C30 C31 C36 C23 -3.1(10) . . . . ?
C32 C31 C36 C23 177.5(6) . . . . ?
C30 C31 C36 C35 175.6(7) . . . . ?
C32 C31 C36 C35 -3.8(10) . . . . ?
C24 C23 C36 C31 2.5(8) . . . . ?
C22 C23 C36 C31 -172.6(5) . . . . ?
C24 C23 C36 C35 -176.1(5) . . . . ?
C22 C23 C36 C35 8.8(7) . . . . ?
C34 C35 C36 C31 3.2(9) . . . . ?
C34 C35 C36 C23 -178.1(6) . . . . ?
C2 C3 C37 C50 45.3(6) . . . . ?
C4 C3 C37 C50 -83.9(5) . . . . ?
C2 C3 C37 C38 -134.4(4) . . . . ?
C4 C3 C37 C38 96.5(5) . . . . ?
C50 C37 C38 C43 -4.2(7) . . . . ?
C3 C37 C38 C43 175.4(4) . . . . ?
C50 C37 C38 C39 176.1(5) . . . . ?
C3 C37 C38 C39 -4.3(7) . . . . ?
C37 C38 C39 C40 178.9(5) . . . . ?
C43 C38 C39 C40 -0.8(8) . . . . ?
C38 C39 C40 C41 -0.6(10) . . . . ?
C39 C40 C41 C42 0.1(12) . . . . ?
C40 C41 C42 C43 1.7(13) . . . . ?
C37 C38 C43 C44 0.4(8) . . . . ?
C39 C38 C43 C44 -179.9(5) . . . . ?
C37 C38 C43 C42 -177.1(5) . . . . ?
C39 C38 C43 C42 2.6(8) . . . . ?
C41 C42 C43 C44 179.4(7) . . . . ?
C41 C42 C43 C38 -3.1(11) . . . . ?
C38 C43 C44 C45 2.6(10) . . . . ?
C42 C43 C44 C45 -179.9(6) . . . . ?
C43 C44 C45 C46 179.5(6) . . . . ?
C43 C44 C45 C50 -1.8(9) . . . . ?
C44 C45 C46 C47 -179.8(7) . . . . ?
C50 C45 C46 C47 1.6(10) . . . . ?
C45 C46 C47 C48 0.4(12) . . . . ?
C46 C47 C48 C49 -1.0(11) . . . . ?
C47 C48 C49 C50 -0.4(9) . . . . ?
C38 C37 C50 C49 -175.6(4) . . . . ?
C3 C37 C50 C49 4.8(7) . . . . ?
C38 C37 C50 C45 5.0(7) . . . . ?
C3 C37 C50 C45 -174.6(4) . . . . ?
C48 C49 C50 C37 -177.2(5) . . . . ?
C48 C49 C50 C45 2.3(7) . . . . ?
C44 C45 C50 C37 -2.0(8) . . . . ?
C46 C45 C50 C37 176.7(5) . . . . ?
C44 C45 C50 C49 178.5(5) . . . . ?
C46 C45 C50 C49 -2.8(8) . . . . ?

_refine_diff_density_max         0.292
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.044

_shelxl_version_number           2013-4



