# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_mo_20180926a_0m
_database_code_depnum_ccdc_archive 'CCDC 1972073'
loop_
_audit_author_name
_audit_author_address
'Gang Zhang'
;Nanjing Forestry University
China
;
_audit_update_record             
;
2019-12-15 deposited with the CCDC.	2020-02-12 downloaded from the CCDC.
;
_audit_creation_date             2018-11-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H15 N O2'
_chemical_formula_sum            'C20 H15 N O2'
_chemical_formula_weight         301.33
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.4255(10)
_cell_length_b                   12.9799(13)
_cell_length_c                   24.692(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.779(3)
_cell_angle_gamma                90
_cell_volume                     3017.3(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6628
_cell_measurement_temperature    283(2)
_cell_measurement_theta_max      27.380
_cell_measurement_theta_min      2.278
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.975
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6521
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1091
_diffrn_reflns_av_unetI/netI     0.1014
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            44195
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_min         2.278
_diffrn_ambient_temperature      283.36
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2947
_reflns_number_total             6580
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.203
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         6580
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2532
_refine_ls_R_factor_gt           0.1289
_refine_ls_restrained_S_all      1.203
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0310P)²+2.4922P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1506
_refine_ls_wR_factor_ref         0.1860
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H15(0.056) H16A(0.058) H15A(0.056) H18A(0.057) H16(0.059)
 H19A(0.06) H18(0.059) H12(0.061) H2(0.067) H19(0.059) H12A(0.069) H2A(0.07)
 H9(0.074) H5(0.076) H11(0.076) H9A(0.077) H5A(0.078) H11A(0.081) H4(0.087)
 H10(0.082) H10A(0.088) H3A(0.085) H3(0.08) H20A(0.118) H20B(0.118) H20C(0.118)
 H4A(0.094) H20D(0.122) H20E(0.122) H20F(0.122)
 Fixed X: H15(0.620867) H16A(0.852259) H15A(0.706071) H18A(0.790419)
 H16(0.479767) H19A(0.646483) H18(0.559548) H12(0.496716) H2(0.90875)
 H19(0.702385) H12A(0.841941) H2A(0.427696) H9(0.778715) H5(1.205001)
 H11(0.397977) H9A(0.556852) H5A(0.131743) H11A(0.939505) H4(1.298603)
 H10(0.538361) H10A(0.798239) H3A(0.187336) H3(1.149119) H20A(1.013984)
 H20B(0.99879) H20C(0.86475) H4A(0.037779) H20D(0.354703) H20E(0.487585)
 H20F(0.336337)
 Fixed Y: H15(0.544815) H16A(0.593934) H15A(0.548553) H18A(0.891226)
 H16(0.603283) H19A(0.844792) H18(0.894309) H12(0.656337) H2(0.677497)
 H19(0.835548) H12A(0.666169) H2A(0.696684) H9(0.553973) H5(0.595629)
 H11(0.618057) H9A(0.576672) H5A(0.616154) H11A(0.628282) H4(0.630811)
 H10(0.563951) H10A(0.583155) H3A(0.691315) H3(0.671249) H20A(0.873149)
 H20B(0.90578) H20C(0.903532) H4A(0.652167) H20D(0.919404) H20E(0.917003)
 H20F(0.892672)
 Fixed Z: H15(0.537565) H16A(0.6735) H15A(0.741926) H18A(0.707262)
 H16(0.604606) H19A(0.776764) H18(0.563538) H12(0.43326) H2(0.557997)
 H19(0.496001) H12A(0.843562) H2A(0.720038) H9(0.295241) H5(0.421063)
 H11(0.349105) H9A(0.98266) H5A(0.857074) H11A(0.9274) H4(0.506061)
 H10(0.28041) H10A(0.997865) H3A(0.703464) H3(0.574573) H20A(0.600163)
 H20B(0.660736) H20C(0.620603) H4A(0.772811) H20D(0.610949) H20E(0.65165)
 H20F(0.672127)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O2A O 0.9288(3) 0.7663(2) 0.64444(11) 0.0613(9) Uani 1 1 d . . . . .
O2 O 0.4172(3) 0.7798(2) 0.63081(11) 0.0673(9) Uani 1 1 d . . . . .
O1 O 1.0192(3) 0.5672(2) 0.34525(12) 0.0722(10) Uani 1 1 d . . . . .
N1 N 0.7621(3) 0.6493(2) 0.46742(13) 0.0429(8) Uani 1 1 d . . . . .
N1A N 0.5740(4) 0.6629(3) 0.80974(13) 0.0469(9) Uani 1 1 d . . . . .
O1A O 0.3191(3) 0.5764(2) 0.93091(12) 0.0763(10) Uani 1 1 d . . . . .
C14 C 0.6733(4) 0.6852(3) 0.50963(15) 0.0390(10) Uani 1 1 d . . . . .
C17A C 0.8375(4) 0.7469(3) 0.68452(15) 0.0417(10) Uani 1 1 d . . . . .
C14A C 0.6644(4) 0.6924(3) 0.76669(15) 0.0419(10) Uani 1 1 d . . . . .
C1 C 0.9079(4) 0.6428(3) 0.47788(17) 0.0431(10) Uani 1 1 d . . . . .
C13 C 0.7019(4) 0.6277(3) 0.41652(16) 0.0417(10) Uani 1 1 d . . . . .
C17 C 0.5055(4) 0.7544(3) 0.59049(15) 0.0452(10) Uani 1 1 d . . . . .
C6A C 0.3383(5) 0.6337(3) 0.84111(18) 0.0476(11) Uani 1 1 d . . . . .
C15 C 0.6081(4) 0.6152(3) 0.54254(16) 0.0463(11) Uani 1 1 d . . . . .
H15 H 0.620867 0.544815 0.537565 0.056 Uiso 1 1 calc R . . . .
C1A C 0.4285(5) 0.6598(3) 0.79955(17) 0.0458(11) Uani 1 1 d . . . . .
C13A C 0.6359(5) 0.6433(3) 0.86088(17) 0.0466(11) Uani 1 1 d . . . . .
C16A C 0.8115(4) 0.6446(3) 0.69435(16) 0.0482(11) Uani 1 1 d . . . . .
H16A H 0.852259 0.593934 0.673500 0.058 Uiso 1 1 calc R . . . .
C15A C 0.7245(4) 0.6177(3) 0.73535(16) 0.0470(11) Uani 1 1 d . . . . .
H15A H 0.706071 0.548553 0.741926 0.056 Uiso 1 1 calc R . . . .
C7 C 0.9416(5) 0.5918(3) 0.38255(19) 0.0504(12) Uani 1 1 d . . . . .
C18A C 0.7748(4) 0.8220(3) 0.71468(15) 0.0472(11) Uani 1 1 d . . . . .
H18A H 0.790419 0.891226 0.707262 0.057 Uiso 1 1 calc R . . . .
C6 C 0.9986(4) 0.6161(3) 0.43660(18) 0.0468(11) Uani 1 1 d . . . . .
C16 C 0.5243(4) 0.6502(3) 0.58259(17) 0.0495(11) Uani 1 1 d . . . . .
H16 H 0.479767 0.603283 0.604606 0.059 Uiso 1 1 calc R . . . .
C19A C 0.6883(4) 0.7942(3) 0.75614(16) 0.0503(11) Uani 1 1 d . . . . .
H19A H 0.646483 0.844792 0.776764 0.060 Uiso 1 1 calc R . . . .
C8A C 0.5496(5) 0.6158(3) 0.90350(17) 0.0463(11) Uani 1 1 d . . . . .
C8 C 0.7876(5) 0.5968(3) 0.37415(17) 0.0456(11) Uani 1 1 d . . . . .
C7A C 0.3967(5) 0.6074(3) 0.89487(18) 0.0516(12) Uani 1 1 d . . . . .
C18 C 0.5716(4) 0.8240(3) 0.55826(16) 0.0494(11) Uani 1 1 d . . . . .
H18 H 0.559548 0.894309 0.563538 0.059 Uiso 1 1 calc R . . . .
C12 C 0.5547(5) 0.6354(3) 0.40590(18) 0.0509(11) Uani 1 1 d . . . . .
H12 H 0.496716 0.656337 0.433260 0.061 Uiso 1 1 calc R . . . .
C2 C 0.9675(5) 0.6618(3) 0.52994(19) 0.0556(12) Uani 1 1 d . . . . .
H2 H 0.908750 0.677497 0.557997 0.067 Uiso 1 1 calc R . . . .
C19 C 0.6567(4) 0.7887(3) 0.51770(16) 0.0489(11) Uani 1 1 d . . . . .
H19 H 0.702385 0.835548 0.496001 0.059 Uiso 1 1 calc R . . . .
C12A C 0.7833(5) 0.6478(3) 0.87121(18) 0.0571(12) Uani 1 1 d . . . . .
H12A H 0.841941 0.666169 0.843562 0.069 Uiso 1 1 calc R . . . .
C2A C 0.3690(5) 0.6805(3) 0.74802(19) 0.0583(13) Uani 1 1 d . . . . .
H2A H 0.427696 0.696684 0.720038 0.070 Uiso 1 1 calc R . . . .
C9 C 0.7227(6) 0.5741(3) 0.32337(19) 0.0618(13) Uani 1 1 d . . . . .
H9 H 0.778715 0.553973 0.295241 0.074 Uiso 1 1 calc R . . . .
C5 C 1.1446(5) 0.6125(3) 0.4484(2) 0.0635(13) Uani 1 1 d . . . . .
H5 H 1.205001 0.595629 0.421063 0.076 Uiso 1 1 calc R . . . .
C11 C 0.4957(5) 0.6123(3) 0.3556(2) 0.0637(13) Uani 1 1 d . . . . .
H11 H 0.397977 0.618057 0.349105 0.076 Uiso 1 1 calc R . . . .
C9A C 0.6137(6) 0.5943(3) 0.95434(18) 0.0644(14) Uani 1 1 d . . . . .
H9A H 0.556852 0.576672 0.982660 0.077 Uiso 1 1 calc R . . . .
C5A C 0.1920(5) 0.6322(4) 0.8296(2) 0.0649(14) Uani 1 1 d . . . . .
H5A H 0.131743 0.616154 0.857074 0.078 Uiso 1 1 calc R . . . .
C11A C 0.8414(5) 0.6254(4) 0.92139(19) 0.0672(14) Uani 1 1 d . . . . .
H11A H 0.939505 0.628282 0.927400 0.081 Uiso 1 1 calc R . . . .
C4 C 1.2008(5) 0.6331(4) 0.4990(2) 0.0722(15) Uani 1 1 d . . . . .
H4 H 1.298603 0.630811 0.506061 0.087 Uiso 1 1 calc R . . . .
C10 C 0.5796(6) 0.5807(4) 0.31425(19) 0.0686(14) Uani 1 1 d . . . . .
H10 H 0.538361 0.563951 0.280410 0.082 Uiso 1 1 calc R . . . .
C10A C 0.7574(6) 0.5983(4) 0.96375(19) 0.0735(15) Uani 1 1 d . . . . .
H10A H 0.798239 0.583155 0.997865 0.088 Uiso 1 1 calc R . . . .
C3A C 0.2256(5) 0.6774(4) 0.7381(2) 0.0707(14) Uani 1 1 d . . . . .
H3A H 0.187336 0.691315 0.703464 0.085 Uiso 1 1 calc R . . . .
C3 C 1.1110(5) 0.6576(4) 0.5399(2) 0.0669(14) Uani 1 1 d . . . . .
H3 H 1.149119 0.671249 0.574573 0.080 Uiso 1 1 calc R . . . .
C20A C 0.9536(5) 0.8706(3) 0.63034(19) 0.0784(16) Uani 1 1 d . . . . .
H20A H 1.013984 0.873149 0.600163 0.118 Uiso 1 1 calc GR . . . .
H20B H 0.998790 0.905780 0.660736 0.118 Uiso 1 1 calc GR . . . .
H20C H 0.864750 0.903532 0.620603 0.118 Uiso 1 1 calc GR . . . .
C4A C 0.1357(5) 0.6535(4) 0.7796(2) 0.0782(16) Uani 1 1 d . . . . .
H4A H 0.037779 0.652167 0.772811 0.094 Uiso 1 1 calc R . . . .
C20 C 0.3974(6) 0.8858(4) 0.64232(19) 0.0815(17) Uani 1 1 d . . . . .
H20D H 0.354703 0.919404 0.610949 0.122 Uiso 1 1 calc GR . . . .
H20E H 0.487585 0.917003 0.651650 0.122 Uiso 1 1 calc GR . . . .
H20F H 0.336337 0.892672 0.672127 0.122 Uiso 1 1 calc GR . . . .


_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
O2A C17A 1.366(4) . ?
O2A C20A 1.420(5) . ?
O2 C17 1.368(4) . ?
O2 C20 1.419(5) . ?
O1 C7 1.245(4) . ?
N1 C14 1.445(4) . ?
N1 C1 1.388(5) . ?
N1 C13 1.382(5) . ?
N1A C14A 1.446(4) . ?
N1A C1A 1.382(5) . ?
N1A C13A 1.389(5) . ?
O1A C7A 1.246(4) . ?
C14 C15 1.383(5) . ?
C14 C19 1.368(5) . ?
C17A C16A 1.374(5) . ?
C17A C18A 1.378(5) . ?
C14A C15A 1.378(5) . ?
C14A C19A 1.368(5) . ?
C1 C6 1.405(5) . ?
C1 C2 1.399(6) . ?
C13 C8 1.411(5) . ?
C13 C12 1.403(5) . ?
C17 C16 1.378(5) . ?
C17 C18 1.373(5) . ?
C6A C1A 1.405(5) . ?
C6A C7A 1.453(6) . ?
C6A C5A 1.395(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(5) . ?
C1A C2A 1.392(6) . ?
C13A C8A 1.407(5) . ?
C13A C12A 1.402(6) . ?
C16A H16A 0.9300 . ?
C16A C15A 1.379(5) . ?
C15A H15A 0.9300 . ?
C7 C6 1.449(6) . ?
C7 C8 1.457(6) . ?
C18A H18A 0.9300 . ?
C18A C19A 1.387(5) . ?
C6 C5 1.394(6) . ?
C16 H16 0.9300 . ?
C19A H19A 0.9300 . ?
C8A C7A 1.451(6) . ?
C8A C9A 1.395(6) . ?
C8 C9 1.400(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.391(5) . ?
C12 H12 0.9300 . ?
C12 C11 1.370(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.364(6) . ?
C19 H19 0.9300 . ?
C12A H12A 0.9300 . ?
C12A C11A 1.361(6) . ?
C2A H2A 0.9300 . ?
C2A C3A 1.362(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.359(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.359(6) . ?
C11 H11 0.9300 . ?
C11 C10 1.384(6) . ?
C9A H9A 0.9300 . ?
C9A C10A 1.364(6) . ?
C5A H5A 0.9300 . ?
C5A C4A 1.348(6) . ?
C11A H11A 0.9300 . ?
C11A C10A 1.387(6) . ?
C4 H4 0.9300 . ?
C4 C3 1.386(6) . ?
C10 H10 0.9300 . ?
C10A H10A 0.9300 . ?
C3A H3A 0.9300 . ?
C3A C4A 1.396(6) . ?
C3 H3 0.9300 . ?
C20A H20A 0.9600 . ?
C20A H20B 0.9600 . ?
C20A H20C 0.9600 . ?
C4A H4A 0.9300 . ?
C20 H20D 0.9600 . ?
C20 H20E 0.9600 . ?
C20 H20F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17A O2A C20A 118.1(3) . . ?
C17 O2 C20 118.0(3) . . ?
C1 N1 C14 119.2(3) . . ?
C13 N1 C14 119.6(3) . . ?
C13 N1 C1 121.1(3) . . ?
C1A N1A C14A 119.3(3) . . ?
C1A N1A C13A 122.0(3) . . ?
C13A N1A C14A 118.7(3) . . ?
C15 C14 N1 120.1(3) . . ?
C19 C14 N1 119.8(3) . . ?
C19 C14 C15 120.2(4) . . ?
O2A C17A C16A 115.5(3) . . ?
O2A C17A C18A 124.3(4) . . ?
C16A C17A C18A 120.2(3) . . ?
C15A C14A N1A 120.0(4) . . ?
C19A C14A N1A 120.2(4) . . ?
C19A C14A C15A 119.8(4) . . ?
N1 C1 C6 120.8(4) . . ?
N1 C1 C2 120.7(4) . . ?
C2 C1 C6 118.6(4) . . ?
N1 C13 C8 120.5(4) . . ?
N1 C13 C12 120.9(4) . . ?
C12 C13 C8 118.6(4) . . ?
O2 C17 C16 115.2(4) . . ?
O2 C17 C18 124.9(4) . . ?
C18 C17 C16 119.9(4) . . ?
C1A C6A C7A 120.5(4) . . ?
C5A C6A C1A 118.8(4) . . ?
C5A C6A C7A 120.7(4) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.5(4) . . ?
C16 C15 H15 120.2 . . ?
N1A C1A C6A 120.3(4) . . ?
N1A C1A C2A 120.9(4) . . ?
C2A C1A C6A 118.9(4) . . ?
N1A C13A C8A 119.6(4) . . ?
N1A C13A C12A 121.8(4) . . ?
C12A C13A C8A 118.6(4) . . ?
C17A C16A H16A 120.2 . . ?
C17A C16A C15A 119.5(4) . . ?
C15A C16A H16A 120.2 . . ?
C14A C15A C16A 120.6(4) . . ?
C14A C15A H15A 119.7 . . ?
C16A C15A H15A 119.7 . . ?
O1 C7 C6 122.2(4) . . ?
O1 C7 C8 121.5(4) . . ?
C6 C7 C8 116.3(4) . . ?
C17A C18A H18A 120.1 . . ?
C17A C18A C19A 119.9(4) . . ?
C19A C18A H18A 120.1 . . ?
C1 C6 C7 120.7(4) . . ?
C5 C6 C1 119.1(4) . . ?
C5 C6 C7 120.2(4) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 C17 120.6(4) . . ?
C15 C16 H16 119.7 . . ?
C14A C19A C18A 120.0(4) . . ?
C14A C19A H19A 120.0 . . ?
C18A C19A H19A 120.0 . . ?
C13A C8A C7A 121.0(4) . . ?
C9A C8A C13A 118.9(4) . . ?
C9A C8A C7A 120.1(4) . . ?
C13 C8 C7 120.6(4) . . ?
C9 C8 C13 118.9(4) . . ?
C9 C8 C7 120.5(4) . . ?
O1A C7A C6A 121.3(5) . . ?
O1A C7A C8A 122.2(4) . . ?
C8A C7A C6A 116.5(4) . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.6(4) . . ?
C19 C18 H18 120.2 . . ?
C13 C12 H12 119.7 . . ?
C11 C12 C13 120.6(4) . . ?
C11 C12 H12 119.7 . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.6(4) . . ?
C3 C2 H2 119.7 . . ?
C14 C19 C18 120.2(4) . . ?
C14 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C13A C12A H12A 119.7 . . ?
C11A C12A C13A 120.5(4) . . ?
C11A C12A H12A 119.7 . . ?
C1A C2A H2A 119.6 . . ?
C3A C2A C1A 120.7(4) . . ?
C3A C2A H2A 119.6 . . ?
C8 C9 H9 119.2 . . ?
C10 C9 C8 121.5(4) . . ?
C10 C9 H9 119.2 . . ?
C6 C5 H5 119.2 . . ?
C4 C5 C6 121.5(4) . . ?
C4 C5 H5 119.2 . . ?
C12 C11 H11 119.6 . . ?
C12 C11 C10 120.8(5) . . ?
C10 C11 H11 119.6 . . ?
C8A C9A H9A 119.0 . . ?
C10A C9A C8A 121.9(4) . . ?
C10A C9A H9A 119.0 . . ?
C6A C5A H5A 119.1 . . ?
C4A C5A C6A 121.7(5) . . ?
C4A C5A H5A 119.1 . . ?
C12A C11A H11A 119.3 . . ?
C12A C11A C10A 121.4(5) . . ?
C10A C11A H11A 119.3 . . ?
C5 C4 H4 120.3 . . ?
C5 C4 C3 119.3(5) . . ?
C3 C4 H4 120.3 . . ?
C9 C10 C11 119.6(5) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C9A C10A C11A 118.7(5) . . ?
C9A C10A H10A 120.7 . . ?
C11A C10A H10A 120.7 . . ?
C2A C3A H3A 119.8 . . ?
C2A C3A C4A 120.5(5) . . ?
C4A C3A H3A 119.8 . . ?
C2 C3 C4 120.9(5) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
O2A C20A H20A 109.5 . . ?
O2A C20A H20B 109.5 . . ?
O2A C20A H20C 109.5 . . ?
H20A C20A H20B 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C5A C4A C3A 119.4(5) . . ?
C5A C4A H4A 120.3 . . ?
C3A C4A H4A 120.3 . . ?
O2 C20 H20D 109.5 . . ?
O2 C20 H20E 109.5 . . ?
O2 C20 H20F 109.5 . . ?
H20D C20 H20E 109.5 . . ?
H20D C20 H20F 109.5 . . ?
H20E C20 H20F 109.5 . . ?

_shelx_SHELXL_version_number     2017/1
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_20180326a_0m
_database_code_depnum_ccdc_archive 'CCDC 1972075'
loop_
_audit_author_name
_audit_author_address
'Gang Zhang'
;Nanjing Forestry University
China
;
_audit_update_record             
;
2019-12-15 deposited with the CCDC.	2020-02-12 downloaded from the CCDC.
;
_audit_creation_date             2018-07-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H30 N2 O3'
_chemical_formula_sum            'C39 H32 N4 O'
_chemical_formula_weight         572.68
_chemical_melting_point          ?
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'

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

_cell_length_a                   9.8465(8)
_cell_length_b                   12.7204(10)
_cell_length_c                   13.4275(10)
_cell_angle_alpha                69.672(2)
_cell_angle_beta                 71.642(2)
_cell_angle_gamma                77.107(2)
_cell_volume                     1484.5(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6881
_cell_measurement_temperature    296.36
_cell_measurement_theta_max      25.784
_cell_measurement_theta_min      2.392
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0690 before and 0.0623 after correction.
The Ratio of minimum to maximum transmission is 0.9369.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0989
_diffrn_reflns_av_unetI/netI     0.1094
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            35328
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         26.448
_diffrn_reflns_theta_min         2.197
_diffrn_ambient_temperature      296.36
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2993
_reflns_number_total             6114
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.194
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         6114
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1916
_refine_ls_R_factor_gt           0.0852
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0372P)²+0.5022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1120
_refine_ls_wR_factor_ref         0.1365
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C21(H21), C27(H27), C22(H22), C28(H28), C31(H31), C30(H30), C18(H18),
 C19(H19), C35(H35), C25(H25), C38(H38), C6(H6), C3(H3), C37(H37), C24(H24),
 C34(H34), C12(H12), C5(H5), C4(H4), C16(H16), C9(H9), C15(H15), C10(H10),
 C11(H11)
2.b Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 -0.2899(2) 0.41496(18) 0.09916(17) 0.0615(6) Uani 1 1 d . . . . .
O3 O 1.1553(2) 0.95859(18) 0.12549(17) 0.0617(6) Uani 1 1 d . . . . .
O2 O 0.4942(2) 0.88270(19) 0.84096(17) 0.0676(7) Uani 1 1 d . . . . .
N1 N 0.0210(2) 0.4904(2) 0.19614(18) 0.0406(6) Uani 1 1 d . . . . .
N2 N 0.6651(2) 0.7940(2) 0.43871(18) 0.0476(7) Uani 1 1 d . . . . .
C20 C 0.4038(3) 0.6340(2) 0.3531(2) 0.0375(7) Uani 1 1 d . . . . .
C26 C 0.6263(3) 0.8132(2) 0.5429(2) 0.0360(7) Uani 1 1 d . . . . .
C14 C 0.1223(3) 0.5201(2) 0.2368(2) 0.0405(7) Uani 1 1 d . . . . .
C13 C -0.1537(3) 0.5499(2) 0.0885(2) 0.0389(7) Uani 1 1 d . . . . .
C7 C -0.0135(3) 0.3803(2) 0.2362(2) 0.0366(7) Uani 1 1 d . . . . .
C17 C 0.3097(3) 0.5890(2) 0.3148(2) 0.0381(7) Uani 1 1 d . . . . .
C1 C -0.1955(3) 0.4372(3) 0.1285(2) 0.0416(8) Uani 1 1 d . . . . .
C2 C -0.1207(3) 0.3528(2) 0.2056(2) 0.0371(7) Uani 1 1 d . . . . .
C23 C 0.5782(3) 0.7384(2) 0.4131(2) 0.0402(7) Uani 1 1 d . . . . .
C8 C -0.0496(3) 0.5750(2) 0.1242(2) 0.0391(7) Uani 1 1 d . . . . .
C21 C 0.3483(3) 0.6877(2) 0.4341(2) 0.0408(7) Uani 1 1 d . . . . .
H21 H 0.248534 0.688979 0.470859 0.049 Uiso 1 1 calc R . . . .
C33 C 0.7904(3) 0.8362(2) 0.3593(2) 0.0406(7) Uani 1 1 d . . . . .
C27 C 0.5799(3) 0.7293(2) 0.6380(2) 0.0423(7) Uani 1 1 d . . . . .
H27 H 0.578807 0.656277 0.634242 0.051 Uiso 1 1 calc R . . . .
C29 C 0.5387(3) 0.8534(3) 0.7451(2) 0.0416(7) Uani 1 1 d . . . . .
C36 C 1.0383(3) 0.9169(2) 0.2067(3) 0.0441(8) Uani 1 1 d . . . . .
C22 C 0.4322(3) 0.7391(2) 0.4633(2) 0.0431(8) Uani 1 1 d . . . . .
H22 H 0.389294 0.775660 0.518630 0.052 Uiso 1 1 calc R . . . .
C28 C 0.5347(3) 0.7487(3) 0.7390(2) 0.0429(7) Uani 1 1 d . . . . .
H28 H 0.501202 0.690026 0.803931 0.052 Uiso 1 1 calc R . . . .
C31 C 0.6320(3) 0.9177(2) 0.5505(2) 0.0407(7) Uani 1 1 d . . . . .
H31 H 0.665847 0.976353 0.485685 0.049 Uiso 1 1 calc R . . . .
C30 C 0.5892(3) 0.9376(3) 0.6508(2) 0.0446(8) Uani 1 1 d . . . . .
H30 H 0.594494 1.009520 0.655060 0.053 Uiso 1 1 calc R . . . .
C18 C 0.3507(3) 0.5734(2) 0.2115(2) 0.0436(8) Uani 1 1 d . . . . .
H18 H 0.444954 0.586501 0.166071 0.052 Uiso 1 1 calc R . . . .
C19 C 0.2587(3) 0.5393(2) 0.1727(2) 0.0446(8) Uani 1 1 d . . . . .
H19 H 0.290024 0.529120 0.101722 0.054 Uiso 1 1 calc R . . . .
C35 C 0.9101(3) 0.9418(2) 0.1782(2) 0.0492(8) Uani 1 1 d . . . . .
H35 H 0.906346 0.986636 0.105650 0.059 Uiso 1 1 calc R . . . .
C25 C 0.5506(3) 0.6314(3) 0.3059(2) 0.0509(8) Uani 1 1 d . . . . .
H25 H 0.593652 0.593589 0.251576 0.061 Uiso 1 1 calc R . . . .
C38 C 0.9191(3) 0.8134(3) 0.3865(2) 0.0500(8) Uani 1 1 d . . . . .
H38 H 0.923389 0.768413 0.458927 0.060 Uiso 1 1 calc R . . . .
C6 C 0.0607(3) 0.2950(3) 0.3058(2) 0.0480(8) Uani 1 1 d . . . . .
H6 H 0.135679 0.312079 0.325913 0.058 Uiso 1 1 calc R . . . .
C3 C -0.1539(3) 0.2419(3) 0.2476(2) 0.0474(8) Uani 1 1 d . . . . .
H3 H -0.227595 0.223279 0.227316 0.057 Uiso 1 1 calc R . . . .
C37 C 1.0427(3) 0.8540(3) 0.3117(3) 0.0517(8) Uani 1 1 d . . . . .
H37 H 1.130184 0.838247 0.333048 0.062 Uiso 1 1 calc R . . . .
C24 C 0.6369(3) 0.6815(3) 0.3345(2) 0.0542(9) Uani 1 1 d . . . . .
H24 H 0.737545 0.677126 0.300217 0.065 Uiso 1 1 calc R . . . .
C34 C 0.7870(3) 0.9026(3) 0.2536(2) 0.0490(8) Uani 1 1 d . . . . .
H34 H 0.698726 0.921272 0.232981 0.059 Uiso 1 1 calc R . . . .
C12 C -0.2207(3) 0.6358(3) 0.0141(2) 0.0518(8) Uani 1 1 d . . . . .
H12 H -0.290790 0.618709 -0.011054 0.062 Uiso 1 1 calc R . . . .
C5 C 0.0259(3) 0.1876(3) 0.3449(3) 0.0532(8) Uani 1 1 d . . . . .
H5 H 0.077147 0.130624 0.392215 0.064 Uiso 1 1 calc R . . . .
C4 C -0.0828(3) 0.1599(3) 0.3171(3) 0.0538(9) Uani 1 1 d . . . . .
H4 H -0.107346 0.085026 0.345882 0.065 Uiso 1 1 calc R . . . .
C16 C 0.1726(3) 0.5659(3) 0.3778(2) 0.0581(9) Uani 1 1 d . . . . .
H16 H 0.141666 0.572820 0.450089 0.070 Uiso 1 1 calc R . . . .
C9 C -0.0186(3) 0.6863(3) 0.0876(3) 0.0549(9) Uani 1 1 d . . . . .
H9 H 0.049951 0.705239 0.112834 0.066 Uiso 1 1 calc R . . . .
C15 C 0.0793(3) 0.5333(3) 0.3397(2) 0.0591(9) Uani 1 1 d . . . . .
H15 H -0.015010 0.519968 0.384759 0.071 Uiso 1 1 calc R . . . .
C10 C -0.0867(4) 0.7676(3) 0.0156(3) 0.0644(10) Uani 1 1 d . . . . .
H10 H -0.064650 0.842959 -0.008686 0.077 Uiso 1 1 calc R . . . .
C11 C -0.1873(4) 0.7432(3) -0.0229(3) 0.0640(10) Uani 1 1 d . . . . .
H11 H -0.232271 0.800493 -0.074269 0.077 Uiso 1 1 calc R . . . .
C39 C 1.2830(3) 0.9484(3) 0.1572(3) 0.0776(11) Uani 1 1 d . . . . .
H39A H 1.357285 0.983896 0.093036 0.116 Uiso 1 1 calc GR . . . .
H39B H 1.317325 0.868238 0.186640 0.116 Uiso 1 1 calc GR . . . .
H39C H 1.262930 0.986001 0.213734 0.116 Uiso 1 1 calc GR . . . .
C32 C 0.4164(4) 0.8064(3) 0.9360(3) 0.0834(12) Uani 1 1 d . . . . .
H32A H 0.335311 0.788987 0.919520 0.125 Uiso 1 1 calc GR . . . .
H32B H 0.379805 0.840890 0.995870 0.125 Uiso 1 1 calc GR . . . .
H32C H 0.480435 0.736530 0.958349 0.125 Uiso 1 1 calc GR . . . .


_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 1.235(3) . ?
O3 C36 1.370(3) . ?
O3 C39 1.417(3) . ?
O2 C29 1.376(3) . ?
O2 C32 1.419(4) . ?
N1 C14 1.446(3) . ?
N1 C7 1.393(3) . ?
N1 C8 1.393(3) . ?
N2 C26 1.422(3) . ?
N2 C23 1.406(3) . ?
N2 C33 1.420(3) . ?
C20 C17 1.481(3) . ?
C20 C21 1.387(3) . ?
C20 C25 1.381(4) . ?
C26 C27 1.372(4) . ?
C26 C31 1.383(4) . ?
C14 C19 1.369(4) . ?
C14 C15 1.371(4) . ?
C13 C1 1.450(4) . ?
C13 C8 1.395(4) . ?
C13 C12 1.401(4) . ?
C7 C2 1.394(3) . ?
C7 C6 1.398(4) . ?
C17 C18 1.390(3) . ?
C17 C16 1.382(4) . ?
C1 C2 1.457(4) . ?
C2 C3 1.397(4) . ?
C23 C22 1.381(4) . ?
C23 C24 1.390(4) . ?
C8 C9 1.397(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.373(3) . ?
C33 C38 1.370(4) . ?
C33 C34 1.383(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.379(4) . ?
C29 C28 1.371(4) . ?
C29 C30 1.378(4) . ?
C36 C35 1.372(4) . ?
C36 C37 1.368(4) . ?
C22 H22 0.9500 . ?
C28 H28 0.9500 . ?
C31 H31 0.9500 . ?
C31 C30 1.373(4) . ?
C30 H30 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.382(3) . ?
C19 H19 0.9500 . ?
C35 H35 0.9500 . ?
C35 C34 1.375(4) . ?
C25 H25 0.9500 . ?
C25 C24 1.375(4) . ?
C38 H38 0.9500 . ?
C38 C37 1.381(4) . ?
C6 H6 0.9500 . ?
C6 C5 1.363(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.363(4) . ?
C37 H37 0.9500 . ?
C24 H24 0.9500 . ?
C34 H34 0.9500 . ?
C12 H12 0.9500 . ?
C12 C11 1.358(4) . ?
C5 H5 0.9500 . ?
C5 C4 1.387(4) . ?
C4 H4 0.9500 . ?
C16 H16 0.9500 . ?
C16 C15 1.375(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.363(4) . ?
C15 H15 0.9500 . ?
C10 H10 0.9500 . ?
C10 C11 1.385(4) . ?
C11 H11 0.9500 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?

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
C36 O3 C39 117.0(2) . . ?
C29 O2 C32 117.2(2) . . ?
C7 N1 C14 119.8(2) . . ?
C8 N1 C14 119.0(2) . . ?
C8 N1 C7 121.0(2) . . ?
C23 N2 C26 120.7(2) . . ?
C23 N2 C33 120.6(2) . . ?
C33 N2 C26 118.7(2) . . ?
C21 C20 C17 121.8(2) . . ?
C25 C20 C17 122.2(3) . . ?
C25 C20 C21 115.9(2) . . ?
C27 C26 N2 120.9(2) . . ?
C27 C26 C31 118.4(3) . . ?
C31 C26 N2 120.7(2) . . ?
C19 C14 N1 121.1(2) . . ?
C19 C14 C15 119.5(3) . . ?
C15 C14 N1 119.3(3) . . ?
C8 C13 C1 121.2(3) . . ?
C8 C13 C12 119.2(3) . . ?
C12 C13 C1 119.6(3) . . ?
N1 C7 C2 120.4(3) . . ?
N1 C7 C6 120.7(2) . . ?
C2 C7 C6 118.9(3) . . ?
C18 C17 C20 122.1(2) . . ?
C16 C17 C20 121.6(2) . . ?
C16 C17 C18 116.2(2) . . ?
O1 C1 C13 121.5(3) . . ?
O1 C1 C2 122.4(3) . . ?
C13 C1 C2 116.1(2) . . ?
C7 C2 C1 121.0(3) . . ?
C7 C2 C3 119.3(3) . . ?
C3 C2 C1 119.7(2) . . ?
C22 C23 N2 121.9(3) . . ?
C22 C23 C24 117.5(2) . . ?
C24 C23 N2 120.6(2) . . ?
N1 C8 C13 120.3(3) . . ?
N1 C8 C9 120.8(3) . . ?
C13 C8 C9 118.9(3) . . ?
C20 C21 H21 118.8 . . ?
C22 C21 C20 122.5(3) . . ?
C22 C21 H21 118.8 . . ?
C38 C33 N2 120.3(3) . . ?
C38 C33 C34 117.9(3) . . ?
C34 C33 N2 121.8(3) . . ?
C26 C27 H27 119.3 . . ?
C26 C27 C28 121.4(3) . . ?
C28 C27 H27 119.3 . . ?
O2 C29 C30 115.6(3) . . ?
C28 C29 O2 124.5(3) . . ?
C28 C29 C30 119.9(3) . . ?
O3 C36 C35 116.3(3) . . ?
C37 C36 O3 124.2(3) . . ?
C37 C36 C35 119.5(3) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 C23 120.9(3) . . ?
C21 C22 H22 119.5 . . ?
C27 C28 H28 120.2 . . ?
C29 C28 C27 119.5(3) . . ?
C29 C28 H28 120.2 . . ?
C26 C31 H31 119.6 . . ?
C30 C31 C26 120.7(3) . . ?
C30 C31 H31 119.6 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 120.0(3) . . ?
C31 C30 H30 120.0 . . ?
C17 C18 H18 119.0 . . ?
C19 C18 C17 122.0(3) . . ?
C19 C18 H18 119.0 . . ?
C14 C19 C18 119.9(3) . . ?
C14 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C36 C35 H35 119.7 . . ?
C36 C35 C34 120.6(3) . . ?
C34 C35 H35 119.7 . . ?
C20 C25 H25 118.7 . . ?
C24 C25 C20 122.6(3) . . ?
C24 C25 H25 118.7 . . ?
C33 C38 H38 119.1 . . ?
C33 C38 C37 121.8(3) . . ?
C37 C38 H38 119.1 . . ?
C7 C6 H6 119.9 . . ?
C5 C6 C7 120.3(3) . . ?
C5 C6 H6 119.9 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(3) . . ?
C4 C3 H3 119.3 . . ?
C36 C37 C38 119.5(3) . . ?
C36 C37 H37 120.2 . . ?
C38 C37 H37 120.2 . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.6(3) . . ?
C25 C24 H24 119.7 . . ?
C33 C34 H34 119.7 . . ?
C35 C34 C33 120.6(3) . . ?
C35 C34 H34 119.7 . . ?
C13 C12 H12 119.4 . . ?
C11 C12 C13 121.3(3) . . ?
C11 C12 H12 119.4 . . ?
C6 C5 H5 119.3 . . ?
C6 C5 C4 121.3(3) . . ?
C4 C5 H5 119.3 . . ?
C3 C4 C5 118.8(3) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C17 C16 H16 118.8 . . ?
C15 C16 C17 122.4(3) . . ?
C15 C16 H16 118.8 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.0(3) . . ?
C10 C9 H9 120.0 . . ?
C14 C15 C16 120.0(3) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C9 C10 H10 119.2 . . ?
C9 C10 C11 121.6(3) . . ?
C11 C10 H10 119.2 . . ?
C12 C11 C10 118.9(3) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
O3 C39 H39A 109.5 . . ?
O3 C39 H39B 109.5 . . ?
O3 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
O2 C32 H32A 109.5 . . ?
O2 C32 H32B 109.5 . . ?
O2 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_20180119a_0m
_database_code_depnum_ccdc_archive 'CCDC 1972074'
loop_
_audit_author_name
_audit_author_address
'Gang Zhang'
;Nanjing Forestry University
China
;
_audit_update_record             
;
2019-12-15 deposited with the CCDC.	2020-02-12 downloaded from the CCDC.
;
_audit_creation_date             2018-07-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H26 N2 O3'
_chemical_formula_sum            'C33 H26 N2 O3'
_chemical_formula_weight         498.56
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.3406(5)
_cell_length_b                   9.8838(5)
_cell_length_c                   23.6490(12)
_cell_angle_alpha                90
_cell_angle_beta                 100.0920(10)
_cell_angle_gamma                90
_cell_volume                     2609.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8956
_cell_measurement_temperature    293.3
_cell_measurement_theta_max      25.010
_cell_measurement_theta_min      2.239
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7019
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0631 before and 0.0564 after correction.
The Ratio of minimum to maximum transmission is 0.9413.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0706
_diffrn_reflns_av_unetI/netI     0.0782
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            42064
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         28.591
_diffrn_reflns_theta_min         2.157
_diffrn_ambient_temperature      293.3
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3320
_reflns_number_total             6642
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         6642
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1695
_refine_ls_R_factor_gt           0.0748
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0456P)²+1.1847P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1239
_refine_ls_wR_factor_ref         0.1516
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C19(H19), C18(H18), C6(H6), C12(H12), C21(H21), C9(H9), C15(H15), C31(H31),
 C16(H16), C32(H32), C3(H3), C22(H22), C11(H11), C5(H5), C10(H10), C28(H28),
 C29(H29), C4(H4), C24(H24), C25(H25)
2.b Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O3 O 1.04541(14) 0.41223(19) 0.94517(7) 0.0621(5) Uani 1 1 d . . . . .
O1 O 0.88341(15) 0.42879(18) 0.38112(7) 0.0626(5) Uani 1 1 d . . . . .
N1 N 0.79591(15) 0.46218(18) 0.54134(7) 0.0412(5) Uani 1 1 d . . . . .
O2 O 0.19914(14) 0.4598(3) 0.80021(8) 0.0894(7) Uani 1 1 d . . . . .
N2 N 0.66841(16) 0.4672(3) 0.76091(8) 0.0602(6) Uani 1 1 d . . . . .
C7 C 0.75089(18) 0.5560(2) 0.49939(9) 0.0392(5) Uani 1 1 d . . . . .
C8 C 0.87626(18) 0.3630(2) 0.53105(9) 0.0402(5) Uani 1 1 d . . . . .
C2 C 0.77949(19) 0.5464(2) 0.44407(9) 0.0411(5) Uani 1 1 d . . . . .
C19 C 0.83492(19) 0.5257(2) 0.64275(9) 0.0439(6) Uani 1 1 d . . . . .
H19 H 0.907359 0.563555 0.637591 0.053 Uiso 1 1 calc R . . . .
C30 C 0.95322(19) 0.4172(2) 0.89927(9) 0.0426(5) Uani 1 1 d . . . . .
C13 C 0.90997(18) 0.3520(2) 0.47689(9) 0.0403(5) Uani 1 1 d . . . . .
C20 C 0.54805(19) 0.4659(3) 0.77026(9) 0.0449(6) Uani 1 1 d . . . . .
C1 C 0.85927(19) 0.4412(2) 0.42991(9) 0.0433(6) Uani 1 1 d . . . . .
C14 C 0.75991(18) 0.4685(2) 0.59697(9) 0.0414(5) Uani 1 1 d . . . . .
C18 C 0.80270(19) 0.5268(2) 0.69612(9) 0.0460(6) Uani 1 1 d . . . . .
H18 H 0.853270 0.566980 0.726725 0.055 Uiso 1 1 calc R . . . .
C27 C 0.76334(18) 0.4482(3) 0.80855(9) 0.0446(6) Uani 1 1 d . . . . .
C17 C 0.69625(19) 0.4692(3) 0.70514(9) 0.0459(6) Uani 1 1 d . . . . .
C6 C 0.6794(2) 0.6635(3) 0.51201(10) 0.0498(6) Uani 1 1 d . . . . .
H6 H 0.660454 0.671254 0.548581 0.060 Uiso 1 1 calc R . . . .
C12 C 0.9923(2) 0.2522(2) 0.46812(11) 0.0519(6) Uani 1 1 d . . . . .
H12 H 1.015114 0.244993 0.432350 0.062 Uiso 1 1 calc R . . . .
C21 C 0.5103(2) 0.3758(3) 0.80738(10) 0.0516(6) Uani 1 1 d . . . . .
H21 H 0.564137 0.313266 0.826651 0.062 Uiso 1 1 calc R . . . .
C9 C 0.9248(2) 0.2719(2) 0.57439(11) 0.0536(6) Uani 1 1 d . . . . .
H9 H 0.902753 0.277342 0.610401 0.064 Uiso 1 1 calc R . . . .
C23 C 0.31269(19) 0.4666(3) 0.78815(10) 0.0545(7) Uani 1 1 d . . . . .
C15 C 0.6525(2) 0.4146(3) 0.60470(10) 0.0545(7) Uani 1 1 d . . . . .
H15 H 0.600839 0.377854 0.573597 0.065 Uiso 1 1 calc R . . . .
C31 C 0.9394(2) 0.3302(3) 0.85383(10) 0.0552(7) Uani 1 1 d . . . . .
H31 H 0.993942 0.260344 0.853019 0.066 Uiso 1 1 calc R . . . .
C16 C 0.6205(2) 0.4147(3) 0.65847(10) 0.0581(7) Uani 1 1 d . . . . .
H16 H 0.547433 0.377893 0.663308 0.070 Uiso 1 1 calc R . . . .
C32 C 0.8443(2) 0.3459(3) 0.80895(10) 0.0545(7) Uani 1 1 d . . . . .
H32 H 0.835316 0.285353 0.778385 0.065 Uiso 1 1 calc R . . . .
C3 C 0.7327(2) 0.6437(3) 0.40298(10) 0.0544(7) Uani 1 1 d . . . . .
H3 H 0.749759 0.637199 0.366015 0.065 Uiso 1 1 calc R . . . .
C22 C 0.3940(2) 0.3769(3) 0.81649(11) 0.0587(7) Uani 1 1 d . . . . .
H22 H 0.370270 0.315785 0.842229 0.070 Uiso 1 1 calc R . . . .
C11 C 1.0396(2) 0.1656(3) 0.51066(13) 0.0628(7) Uani 1 1 d . . . . .
H11 H 1.094983 0.100623 0.504201 0.075 Uiso 1 1 calc R . . . .
C5 C 0.6373(2) 0.7568(3) 0.47099(11) 0.0591(7) Uani 1 1 d . . . . .
H5 H 0.590507 0.828074 0.480102 0.071 Uiso 1 1 calc R . . . .
C10 C 1.0044(2) 0.1750(3) 0.56384(13) 0.0630(7) Uani 1 1 d . . . . .
H10 H 1.035516 0.114587 0.592780 0.076 Uiso 1 1 calc R . . . .
C28 C 0.7769(2) 0.5328(3) 0.85512(11) 0.0658(8) Uani 1 1 d . . . . .
H28 H 0.721992 0.602212 0.856165 0.079 Uiso 1 1 calc R . . . .
C29 C 0.8700(2) 0.5171(3) 0.90024(11) 0.0651(8) Uani 1 1 d . . . . .
H29 H 0.876568 0.574737 0.931721 0.078 Uiso 1 1 calc R . . . .
C4 C 0.6630(2) 0.7474(3) 0.41596(11) 0.0623(7) Uani 1 1 d . . . . .
H4 H 0.633001 0.811185 0.388228 0.075 Uiso 1 1 calc R . . . .
C24 C 0.3486(2) 0.5555(3) 0.75081(12) 0.0751(9) Uani 1 1 d . . . . .
H24 H 0.294264 0.616552 0.730842 0.090 Uiso 1 1 calc R . . . .
C25 C 0.4660(2) 0.5549(3) 0.74263(12) 0.0753(9) Uani 1 1 d . . . . .
H25 H 0.489944 0.617310 0.717461 0.090 Uiso 1 1 calc R . . . .
C33 C 1.1423(3) 0.3249(4) 0.94223(13) 0.0935(11) Uani 1 1 d . . . . .
H33A H 1.175348 0.345319 0.908506 0.140 Uiso 1 1 calc GR . . . .
H33B H 1.114918 0.232833 0.940444 0.140 Uiso 1 1 calc GR . . . .
H33C H 1.202787 0.336986 0.975729 0.140 Uiso 1 1 calc GR . . . .
C26 C 0.1126(2) 0.5478(5) 0.76903(15) 0.1314(19) Uani 1 1 d . . . . .
H26A H 0.092765 0.517579 0.729944 0.197 Uiso 1 1 calc GR . . . .
H26B H 0.144539 0.637905 0.769901 0.197 Uiso 1 1 calc GR . . . .
H26C H 0.041804 0.547640 0.786139 0.197 Uiso 1 1 calc GR . . . .


_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
O3 C30 1.370(2) . ?
O3 C33 1.409(3) . ?
O1 C1 1.238(2) . ?
N1 C7 1.389(3) . ?
N1 C8 1.389(3) . ?
N1 C14 1.446(3) . ?
O2 C23 1.369(3) . ?
O2 C26 1.418(4) . ?
N2 C20 1.420(3) . ?
N2 C27 1.428(3) . ?
N2 C17 1.409(3) . ?
C7 C2 1.405(3) . ?
C7 C6 1.400(3) . ?
C8 C13 1.404(3) . ?
C8 C9 1.402(3) . ?
C2 C1 1.455(3) . ?
C2 C3 1.403(3) . ?
C19 H19 0.9300 . ?
C19 C14 1.376(3) . ?
C19 C18 1.374(3) . ?
C30 C31 1.364(3) . ?
C30 C29 1.369(3) . ?
C13 C1 1.456(3) . ?
C13 C12 1.398(3) . ?
C20 C21 1.370(3) . ?
C20 C25 1.362(3) . ?
C14 C15 1.371(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.385(3) . ?
C27 C32 1.364(3) . ?
C27 C28 1.370(3) . ?
C17 C16 1.384(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.362(3) . ?
C12 H12 0.9300 . ?
C12 C11 1.357(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.373(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.369(3) . ?
C23 C22 1.368(3) . ?
C23 C24 1.358(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.382(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.383(3) . ?
C16 H16 0.9300 . ?
C32 H32 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.362(3) . ?
C22 H22 0.9300 . ?
C11 H11 0.9300 . ?
C11 C10 1.387(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.386(3) . ?
C10 H10 0.9300 . ?
C28 H28 0.9300 . ?
C28 C29 1.372(3) . ?
C29 H29 0.9300 . ?
C4 H4 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.378(3) . ?
C25 H25 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C30 O3 C33 118.5(2) . . ?
C7 N1 C8 121.13(17) . . ?
C7 N1 C14 119.61(18) . . ?
C8 N1 C14 119.25(18) . . ?
C23 O2 C26 116.9(2) . . ?
C20 N2 C27 119.22(17) . . ?
C17 N2 C20 121.66(18) . . ?
C17 N2 C27 118.60(17) . . ?
N1 C7 C2 120.3(2) . . ?
N1 C7 C6 120.59(19) . . ?
C6 C7 C2 119.1(2) . . ?
N1 C8 C13 120.4(2) . . ?
N1 C8 C9 120.7(2) . . ?
C9 C8 C13 118.9(2) . . ?
C7 C2 C1 121.1(2) . . ?
C3 C2 C7 118.5(2) . . ?
C3 C2 C1 120.3(2) . . ?
C14 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C14 119.9(2) . . ?
C31 C30 O3 124.6(2) . . ?
C31 C30 C29 118.9(2) . . ?
C29 C30 O3 116.5(2) . . ?
C8 C13 C1 121.0(2) . . ?
C12 C13 C8 119.0(2) . . ?
C12 C13 C1 119.9(2) . . ?
C21 C20 N2 121.5(2) . . ?
C25 C20 N2 120.9(2) . . ?
C25 C20 C21 117.6(2) . . ?
O1 C1 C2 122.2(2) . . ?
O1 C1 C13 122.0(2) . . ?
C2 C1 C13 115.81(19) . . ?
C19 C14 N1 119.98(18) . . ?
C15 C14 N1 120.25(19) . . ?
C15 C14 C19 119.74(19) . . ?
C19 C18 H18 119.4 . . ?
C19 C18 C17 121.2(2) . . ?
C17 C18 H18 119.4 . . ?
C32 C27 N2 121.1(2) . . ?
C32 C27 C28 117.8(2) . . ?
C28 C27 N2 121.1(2) . . ?
C18 C17 N2 119.6(2) . . ?
C16 C17 N2 122.1(2) . . ?
C16 C17 C18 118.3(2) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 C7 120.3(2) . . ?
C5 C6 H6 119.8 . . ?
C13 C12 H12 119.3 . . ?
C11 C12 C13 121.5(2) . . ?
C11 C12 H12 119.3 . . ?
C20 C21 H21 119.6 . . ?
C20 C21 C22 120.8(2) . . ?
C22 C21 H21 119.6 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.2(2) . . ?
C10 C9 H9 119.9 . . ?
C22 C23 O2 116.4(2) . . ?
C24 C23 O2 124.6(2) . . ?
C24 C23 C22 119.0(2) . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.3(2) . . ?
C16 C15 H15 119.8 . . ?
C30 C31 H31 120.0 . . ?
C30 C31 C32 120.1(2) . . ?
C32 C31 H31 120.0 . . ?
C17 C16 H16 119.7 . . ?
C15 C16 C17 120.5(2) . . ?
C15 C16 H16 119.7 . . ?
C27 C32 C31 121.4(2) . . ?
C27 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.6(2) . . ?
C4 C3 H3 119.2 . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.8(2) . . ?
C23 C22 H22 119.6 . . ?
C12 C11 H11 120.3 . . ?
C12 C11 C10 119.4(3) . . ?
C10 C11 H11 120.3 . . ?
C6 C5 H5 119.4 . . ?
C6 C5 C4 121.2(2) . . ?
C4 C5 H5 119.4 . . ?
C9 C10 C11 121.0(3) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C27 C28 H28 119.4 . . ?
C27 C28 C29 121.3(2) . . ?
C29 C28 H28 119.4 . . ?
C30 C29 C28 120.5(2) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C3 C4 C5 119.2(2) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.7(2) . . ?
C25 C24 H24 120.1 . . ?
C20 C25 C24 122.1(2) . . ?
C20 C25 H25 119.0 . . ?
C24 C25 H25 119.0 . . ?
O3 C33 H33A 109.5 . . ?
O3 C33 H33B 109.5 . . ?
O3 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O2 C26 H26A 109.5 . . ?
O2 C26 H26B 109.5 . . ?
O2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
