# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 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_o_0m
_database_code_depnum_ccdc_archive 'CCDC 2032631'
loop_
_audit_author_name
_audit_author_address
'Lin Wu'
;Soochow University
China
;
_audit_update_record             
;
2020-09-18 deposited with the CCDC.	2020-11-26 downloaded from the CCDC.
;
_audit_creation_date             2020-09-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H2 Cl2, C51 H31 N O'
_chemical_formula_sum            'C52 H33 Cl2 N O'
_chemical_formula_weight         758.69
_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'
Cl Cl 0.1484 0.1585 '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                   9.2787(5)
_cell_length_b                   14.5670(9)
_cell_length_c                   28.3208(18)
_cell_angle_alpha                90
_cell_angle_beta                 96.297(2)
_cell_angle_gamma                90
_cell_volume                     3804.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4627
_cell_measurement_temperature    170
_cell_measurement_theta_max      23.395
_cell_measurement_theta_min      2.582
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.975
_exptl_absorpt_coefficient_mu    0.213
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6659
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1262 before and 0.0642 after correction. The Ratio of minimum to maximum transmission is 0.8933. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1576
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0954
_diffrn_reflns_av_unetI/netI     0.0982
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            28801
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.406
_diffrn_reflns_theta_min         2.012
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4064
_reflns_number_total             7739
_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 V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.841
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         7739
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1699
_refine_ls_R_factor_gt           0.0875
_refine_ls_restrained_S_all      1.018
_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)+(0.0676P)²+11.9084P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2025
_refine_ls_wR_factor_ref         0.2503
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C52(H52A,H52B)
2.b Aromatic/amide H refined with riding coordinates:
 C27(H27), C31(H31), C22(H22), C28(H28), C16(H16), C34(H34), C37(H37),
 C17(H17), C18(H18), C25(H25), C19(H19), C35(H35), C23(H23), C13(H13), C1(H1),
 C24(H24), C36(H36), C41(H41), C50(H50), C4(H4), C6(H6), C10(H10), C47(H47),
 C44(H44), C11(H11), C12(H12), C5(H5), C43(H43), C42(H42), C49(H49), C48(H48)
;
_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
Cl2 Cl -0.2987(2) 1.0474(2) 0.37613(8) 0.1107(8) Uani 1 1 d . . . . .
Cl1 Cl -0.2562(2) 0.95393(18) 0.28904(10) 0.1190(9) Uani 1 1 d . . . . .
O1 O 0.9566(4) 0.9222(3) 0.61706(12) 0.0503(10) Uani 1 1 d . . . . .
N1 N 0.4674(4) 0.8192(3) 0.44891(12) 0.0307(9) Uani 1 1 d . . . . .
C15 C 0.5118(5) 0.7707(3) 0.40976(15) 0.0284(10) Uani 1 1 d . . . . .
C33 C 0.8931(5) 0.7780(3) 0.64761(15) 0.0311(10) Uani 1 1 d . . . . .
C14 C 0.4120(5) 0.7525(3) 0.37020(15) 0.0303(10) Uani 1 1 d . . . . .
C38 C 0.8073(5) 0.6993(3) 0.64142(15) 0.0318(10) Uani 1 1 d . . . . .
C26 C 0.5707(5) 0.8282(3) 0.49057(15) 0.0311(10) Uani 1 1 d . . . . .
C20 C 0.2149(5) 0.8118(3) 0.41564(16) 0.0312(10) Uani 1 1 d . . . . .
C27 C 0.6479(5) 0.9096(3) 0.49854(16) 0.0334(10) Uani 1 1 d . . . . .
H27 H 0.633519 0.959299 0.476789 0.040 Uiso 1 1 calc R . . . .
C31 C 0.5916(5) 0.7555(3) 0.52185(15) 0.0322(10) Uani 1 1 d . . . . .
H31 H 0.539147 0.700064 0.515422 0.039 Uiso 1 1 calc R . . . .
C7 C 0.2596(5) 0.7938(3) 0.36618(15) 0.0307(10) Uani 1 1 d . . . . .
C21 C 0.3197(5) 0.8259(3) 0.45464(15) 0.0301(10) Uani 1 1 d . . . . .
C22 C 0.2755(5) 0.8480(3) 0.49887(16) 0.0337(11) Uani 1 1 d . . . . .
H22 H 0.346166 0.857689 0.525293 0.040 Uiso 1 1 calc R . . . .
C32 C 0.8800(5) 0.8534(3) 0.61228(16) 0.0361(11) Uani 1 1 d . . . . .
C40 C 0.7249(5) 0.5917(3) 0.57372(16) 0.0370(11) Uani 1 1 d . . . . .
C28 C 0.7459(5) 0.9167(3) 0.53882(16) 0.0340(11) Uani 1 1 d . . . . .
H28 H 0.798615 0.972129 0.544865 0.041 Uiso 1 1 calc R . . . .
C39 C 0.6971(5) 0.6835(3) 0.59808(16) 0.0319(10) Uani 1 1 d . . . . .
C2 C 0.2551(5) 0.8831(3) 0.33733(16) 0.0351(11) Uani 1 1 d . . . . .
C29 C 0.7689(5) 0.8439(3) 0.57073(15) 0.0306(10) Uani 1 1 d . . . . .
C30 C 0.6892(5) 0.7628(3) 0.56286(15) 0.0299(10) Uani 1 1 d . . . . .
C16 C 0.6551(5) 0.7395(3) 0.41018(17) 0.0351(11) Uani 1 1 d . . . . .
H16 H 0.723755 0.752310 0.436762 0.042 Uiso 1 1 calc R . . . .
C8 C 0.1481(5) 0.7360(3) 0.33582(16) 0.0349(11) Uani 1 1 d . . . . .
C34 C 0.9952(5) 0.7868(3) 0.68761(16) 0.0376(11) Uani 1 1 d . . . . .
H34 H 1.053494 0.840419 0.691615 0.045 Uiso 1 1 calc R . . . .
C45 C 0.6032(6) 0.5349(3) 0.57297(17) 0.0422(12) Uani 1 1 d . . . . .
C37 C 0.8250(5) 0.6309(3) 0.67630(16) 0.0387(11) Uani 1 1 d . . . . .
H37 H 0.766943 0.577085 0.672777 0.046 Uiso 1 1 calc R . . . .
C51 C 0.5443(5) 0.6679(4) 0.61183(17) 0.0386(12) Uani 1 1 d . . . . .
C3 C 0.1506(5) 0.8782(4) 0.29786(17) 0.0409(12) Uani 1 1 d . . . . .
C9 C 0.0844(5) 0.7866(4) 0.29685(16) 0.0404(12) Uani 1 1 d . . . . .
C17 C 0.6970(5) 0.6905(3) 0.37241(17) 0.0387(11) Uani 1 1 d . . . . .
H17 H 0.794798 0.670870 0.372841 0.046 Uiso 1 1 calc R . . . .
C18 C 0.5975(5) 0.6695(3) 0.33376(17) 0.0408(12) Uani 1 1 d . . . . .
H18 H 0.625101 0.633716 0.308207 0.049 Uiso 1 1 calc R . . . .
C25 C 0.0695(5) 0.8191(3) 0.42274(17) 0.0393(12) Uani 1 1 d . . . . .
H25 H -0.002275 0.808501 0.396737 0.047 Uiso 1 1 calc R . . . .
C19 C 0.4576(5) 0.7018(4) 0.33319(17) 0.0406(12) Uani 1 1 d . . . . .
H19 H 0.389837 0.688817 0.306387 0.049 Uiso 1 1 calc R . . . .
C35 C 1.0114(5) 0.7184(4) 0.72101(17) 0.0416(12) Uani 1 1 d . . . . .
H35 H 1.081594 0.724369 0.747883 0.050 Uiso 1 1 calc R . . . .
C46 C 0.4923(5) 0.5821(4) 0.59608(18) 0.0440(13) Uani 1 1 d . . . . .
C23 C 0.1297(5) 0.8558(3) 0.50455(18) 0.0405(12) Uani 1 1 d . . . . .
H23 H 0.100569 0.871212 0.534694 0.049 Uiso 1 1 calc R . . . .
C13 C 0.1070(5) 0.6461(4) 0.34238(19) 0.0436(13) Uani 1 1 d . . . . .
H13 H 0.150317 0.611619 0.368650 0.052 Uiso 1 1 calc R . . . .
C1 C 0.3400(6) 0.9610(3) 0.34534(18) 0.0435(12) Uani 1 1 d . . . . .
H1 H 0.410513 0.964830 0.372251 0.052 Uiso 1 1 calc R . . . .
C24 C 0.0265(5) 0.8412(4) 0.46611(18) 0.0451(13) Uani 1 1 d . . . . .
H24 H -0.073668 0.846507 0.469783 0.054 Uiso 1 1 calc R . . . .
C36 C 0.9249(5) 0.6403(4) 0.71556(17) 0.0429(12) Uani 1 1 d . . . . .
H36 H 0.934964 0.593463 0.739007 0.051 Uiso 1 1 calc R . . . .
C41 C 0.8485(6) 0.5631(3) 0.55467(18) 0.0448(13) Uani 1 1 d . . . . .
H41 H 0.931564 0.601468 0.555359 0.054 Uiso 1 1 calc R . . . .
C50 C 0.4579(6) 0.7271(4) 0.63389(18) 0.0510(14) Uani 1 1 d . . . . .
H50 H 0.494608 0.785122 0.644749 0.061 Uiso 1 1 calc R . . . .
C4 C 0.1285(6) 0.9524(4) 0.26676(19) 0.0528(15) Uani 1 1 d . . . . .
H4 H 0.054890 0.950623 0.240663 0.063 Uiso 1 1 calc R . . . .
C6 C 0.3204(7) 1.0331(4) 0.3135(2) 0.0522(14) Uani 1 1 d . . . . .
H6 H 0.379365 1.086292 0.318369 0.063 Uiso 1 1 calc R . . . .
C10 C -0.0216(6) 0.7467(5) 0.26474(19) 0.0576(16) Uani 1 1 d . . . . .
H10 H -0.064982 0.780672 0.238262 0.069 Uiso 1 1 calc R . . . .
C47 C 0.3490(6) 0.5571(5) 0.6030(2) 0.0622(18) Uani 1 1 d . . . . .
H47 H 0.311243 0.499127 0.592348 0.075 Uiso 1 1 calc R . . . .
C44 C 0.6034(7) 0.4486(4) 0.5520(2) 0.0556(16) Uani 1 1 d . . . . .
H44 H 0.520537 0.410001 0.551038 0.067 Uiso 1 1 calc R . . . .
C11 C -0.0626(6) 0.6575(5) 0.2718(2) 0.0574(16) Uani 1 1 d . . . . .
H11 H -0.135895 0.630311 0.250241 0.069 Uiso 1 1 calc R . . . .
C12 C 0.0007(6) 0.6068(4) 0.3098(2) 0.0562(16) Uani 1 1 d . . . . .
H12 H -0.028016 0.544894 0.313712 0.067 Uiso 1 1 calc R . . . .
C5 C 0.2164(7) 1.0287(4) 0.2749(2) 0.0582(16) Uani 1 1 d . . . . .
H5 H 0.204893 1.079054 0.253454 0.070 Uiso 1 1 calc R . . . .
C43 C 0.7249(8) 0.4200(4) 0.5328(2) 0.0622(18) Uani 1 1 d . . . . .
H43 H 0.725788 0.361293 0.518260 0.075 Uiso 1 1 calc R . . . .
C42 C 0.8463(7) 0.4754(4) 0.5343(2) 0.0583(16) Uani 1 1 d . . . . .
H42 H 0.929871 0.453514 0.521290 0.070 Uiso 1 1 calc R . . . .
C49 C 0.3176(6) 0.7022(5) 0.6403(2) 0.0645(18) Uani 1 1 d . . . . .
H49 H 0.257307 0.743504 0.655087 0.077 Uiso 1 1 calc R . . . .
C48 C 0.2652(6) 0.6173(6) 0.6252(2) 0.071(2) Uani 1 1 d . . . . .
H48 H 0.169282 0.600332 0.630282 0.085 Uiso 1 1 calc R . . . .
C52 C -0.2181(8) 0.9540(5) 0.3512(3) 0.110(4) Uani 1 1 d . . . . .
H52A H -0.254530 0.896375 0.364157 0.131 Uiso 1 1 calc R . . . .
H52B H -0.111880 0.956378 0.359803 0.131 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl2 C52 1.740(9) . ?
Cl1 C52 1.756(9) . ?
O1 C32 1.228(5) . ?
N1 C15 1.414(6) . ?
N1 C26 1.442(5) . ?
N1 C21 1.401(5) . ?
C15 C14 1.398(6) . ?
C15 C16 1.403(6) . ?
C33 C38 1.396(6) . ?
C33 C32 1.482(6) . ?
C33 C34 1.401(6) . ?
C14 C7 1.530(6) . ?
C14 C19 1.386(6) . ?
C38 C39 1.526(6) . ?
C38 C37 1.400(6) . ?
C26 C27 1.391(6) . ?
C26 C31 1.381(6) . ?
C20 C7 1.527(6) . ?
C20 C21 1.404(6) . ?
C20 C25 1.389(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.383(6) . ?
C31 H31 0.9500 . ?
C31 C30 1.396(6) . ?
C7 C2 1.534(6) . ?
C7 C8 1.524(6) . ?
C21 C22 1.398(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.384(6) . ?
C32 C29 1.483(6) . ?
C40 C39 1.539(6) . ?
C40 C45 1.399(7) . ?
C40 C41 1.385(7) . ?
C28 H28 0.9500 . ?
C28 C29 1.394(6) . ?
C39 C30 1.523(6) . ?
C39 C51 1.528(6) . ?
C2 C3 1.399(6) . ?
C2 C1 1.386(7) . ?
C29 C30 1.398(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(7) . ?
C8 C9 1.403(6) . ?
C8 C13 1.382(7) . ?
C34 H34 0.9500 . ?
C34 C35 1.370(7) . ?
C45 C46 1.452(8) . ?
C45 C44 1.390(7) . ?
C37 H37 0.9500 . ?
C37 C36 1.374(6) . ?
C51 C46 1.395(7) . ?
C51 C50 1.373(7) . ?
C3 C9 1.467(7) . ?
C3 C4 1.396(7) . ?
C9 C10 1.391(7) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.379(7) . ?
C25 H25 0.9500 . ?
C25 C24 1.371(7) . ?
C19 H19 0.9500 . ?
C35 H35 0.9500 . ?
C35 C36 1.390(7) . ?
C46 C47 1.412(8) . ?
C23 H23 0.9500 . ?
C23 C24 1.385(7) . ?
C13 H13 0.9500 . ?
C13 C12 1.398(7) . ?
C1 H1 0.9500 . ?
C1 C6 1.382(7) . ?
C24 H24 0.9500 . ?
C36 H36 0.9500 . ?
C41 H41 0.9500 . ?
C41 C42 1.401(7) . ?
C50 H50 0.9500 . ?
C50 C49 1.383(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(8) . ?
C6 H6 0.9500 . ?
C6 C5 1.380(8) . ?
C10 H10 0.9500 . ?
C10 C11 1.375(9) . ?
C47 H47 0.9500 . ?
C47 C48 1.371(9) . ?
C44 H44 0.9500 . ?
C44 C43 1.369(9) . ?
C11 H11 0.9500 . ?
C11 C12 1.381(8) . ?
C12 H12 0.9500 . ?
C5 H5 0.9500 . ?
C43 H43 0.9500 . ?
C43 C42 1.382(9) . ?
C42 H42 0.9500 . ?
C49 H49 0.9500 . ?
C49 C48 1.379(9) . ?
C48 H48 0.9500 . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?

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 N1 C26 117.5(3) . . ?
C21 N1 C15 119.9(3) . . ?
C21 N1 C26 118.0(4) . . ?
C14 C15 N1 119.9(4) . . ?
C14 C15 C16 119.3(4) . . ?
C16 C15 N1 120.8(4) . . ?
C38 C33 C32 121.4(4) . . ?
C38 C33 C34 120.1(4) . . ?
C34 C33 C32 118.5(4) . . ?
C15 C14 C7 120.7(4) . . ?
C19 C14 C15 118.5(4) . . ?
C19 C14 C7 120.6(4) . . ?
C33 C38 C39 123.2(4) . . ?
C33 C38 C37 118.4(4) . . ?
C37 C38 C39 118.5(4) . . ?
C27 C26 N1 119.6(4) . . ?
C31 C26 N1 119.3(4) . . ?
C31 C26 C27 121.1(4) . . ?
C21 C20 C7 120.8(4) . . ?
C25 C20 C7 120.8(4) . . ?
C25 C20 C21 118.3(4) . . ?
C26 C27 H27 120.7 . . ?
C28 C27 C26 118.5(4) . . ?
C28 C27 H27 120.7 . . ?
C26 C31 H31 119.7 . . ?
C26 C31 C30 120.5(4) . . ?
C30 C31 H31 119.7 . . ?
C14 C7 C2 110.1(4) . . ?
C20 C7 C14 110.0(3) . . ?
C20 C7 C2 110.4(4) . . ?
C8 C7 C14 112.9(4) . . ?
C8 C7 C20 112.1(4) . . ?
C8 C7 C2 101.0(3) . . ?
N1 C21 C20 120.0(4) . . ?
C22 C21 N1 120.5(4) . . ?
C22 C21 C20 119.5(4) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.7(4) . . ?
C23 C22 H22 119.7 . . ?
O1 C32 C33 121.8(4) . . ?
O1 C32 C29 120.5(4) . . ?
C33 C32 C29 117.7(4) . . ?
C45 C40 C39 110.3(4) . . ?
C41 C40 C39 128.5(4) . . ?
C41 C40 C45 121.2(5) . . ?
C27 C28 H28 119.4 . . ?
C27 C28 C29 121.2(4) . . ?
C29 C28 H28 119.4 . . ?
C38 C39 C40 111.2(4) . . ?
C38 C39 C51 112.1(4) . . ?
C30 C39 C38 113.1(4) . . ?
C30 C39 C40 111.3(4) . . ?
C30 C39 C51 107.5(4) . . ?
C51 C39 C40 101.0(4) . . ?
C3 C2 C7 110.9(4) . . ?
C1 C2 C7 128.7(4) . . ?
C1 C2 C3 120.3(4) . . ?
C28 C29 C32 119.1(4) . . ?
C28 C29 C30 119.9(4) . . ?
C30 C29 C32 121.0(4) . . ?
C31 C30 C39 117.9(4) . . ?
C31 C30 C29 118.7(4) . . ?
C29 C30 C39 123.3(4) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.6(4) . . ?
C17 C16 H16 119.7 . . ?
C9 C8 C7 110.8(4) . . ?
C13 C8 C7 128.9(4) . . ?
C13 C8 C9 120.3(4) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 C33 120.4(5) . . ?
C35 C34 H34 119.8 . . ?
C40 C45 C46 108.8(4) . . ?
C44 C45 C40 120.2(5) . . ?
C44 C45 C46 131.0(5) . . ?
C38 C37 H37 119.5 . . ?
C36 C37 C38 121.1(5) . . ?
C36 C37 H37 119.5 . . ?
C46 C51 C39 110.5(4) . . ?
C50 C51 C39 128.8(5) . . ?
C50 C51 C46 120.6(5) . . ?
C2 C3 C9 108.3(4) . . ?
C4 C3 C2 120.3(5) . . ?
C4 C3 C9 131.3(5) . . ?
C8 C9 C3 108.9(4) . . ?
C10 C9 C8 120.1(5) . . ?
C10 C9 C3 131.0(5) . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.4(4) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.7 . . ?
C19 C18 C17 118.6(5) . . ?
C19 C18 H18 120.7 . . ?
C20 C25 H25 119.0 . . ?
C24 C25 C20 122.0(4) . . ?
C24 C25 H25 119.0 . . ?
C14 C19 H19 118.7 . . ?
C18 C19 C14 122.5(4) . . ?
C18 C19 H19 118.7 . . ?
C34 C35 H35 120.0 . . ?
C34 C35 C36 120.0(4) . . ?
C36 C35 H35 120.0 . . ?
C51 C46 C45 109.4(4) . . ?
C51 C46 C47 119.0(6) . . ?
C47 C46 C45 131.6(5) . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.7(5) . . ?
C24 C23 H23 120.1 . . ?
C8 C13 H13 120.5 . . ?
C8 C13 C12 119.0(5) . . ?
C12 C13 H13 120.5 . . ?
C2 C1 H1 120.5 . . ?
C6 C1 C2 118.9(5) . . ?
C6 C1 H1 120.5 . . ?
C25 C24 C23 119.8(5) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C37 C36 C35 120.1(5) . . ?
C37 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
C40 C41 H41 121.3 . . ?
C40 C41 C42 117.3(5) . . ?
C42 C41 H41 121.3 . . ?
C51 C50 H50 120.0 . . ?
C51 C50 C49 120.0(6) . . ?
C49 C50 H50 120.0 . . ?
C3 C4 H4 120.8 . . ?
C5 C4 C3 118.4(5) . . ?
C5 C4 H4 120.8 . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.9(5) . . ?
C5 C6 H6 119.6 . . ?
C9 C10 H10 120.5 . . ?
C11 C10 C9 119.1(5) . . ?
C11 C10 H10 120.5 . . ?
C46 C47 H47 120.4 . . ?
C48 C47 C46 119.2(6) . . ?
C48 C47 H47 120.4 . . ?
C45 C44 H44 120.5 . . ?
C43 C44 C45 118.9(6) . . ?
C43 C44 H44 120.5 . . ?
C10 C11 H11 119.4 . . ?
C10 C11 C12 121.2(5) . . ?
C12 C11 H11 119.4 . . ?
C13 C12 H12 119.9 . . ?
C11 C12 C13 120.2(6) . . ?
C11 C12 H12 119.9 . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.2(5) . . ?
C6 C5 H5 119.4 . . ?
C44 C43 H43 119.5 . . ?
C44 C43 C42 120.9(5) . . ?
C42 C43 H43 119.5 . . ?
C41 C42 H42 119.3 . . ?
C43 C42 C41 121.4(6) . . ?
C43 C42 H42 119.3 . . ?
C50 C49 H49 120.0 . . ?
C48 C49 C50 120.0(6) . . ?
C48 C49 H49 120.0 . . ?
C47 C48 C49 121.2(6) . . ?
C47 C48 H48 119.4 . . ?
C49 C48 H48 119.4 . . ?
Cl2 C52 Cl1 111.0(4) . . ?
Cl2 C52 H52A 109.4 . . ?
Cl2 C52 H52B 109.4 . . ?
Cl1 C52 H52A 109.4 . . ?
Cl1 C52 H52B 109.4 . . ?
H52A C52 H52B 108.0 . . ?

_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_b200707a_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2032633'
loop_
_audit_author_name
_audit_author_address
'Lin Wu'
;Soochow University
China
;
_audit_update_record             
;
2020-09-18 deposited with the CCDC.	2020-11-26 downloaded from the CCDC.
;
_audit_creation_date             2020-09-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C51 H33 N O'
_chemical_formula_sum            'C51 H33 N O'
_chemical_formula_weight         675.78
_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                   12.0934(6)
_cell_length_b                   13.1272(7)
_cell_length_c                   13.4509(7)
_cell_angle_alpha                118.0190(10)
_cell_angle_beta                 90.255(2)
_cell_angle_gamma                105.741(2)
_cell_volume                     1792.39(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.54
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.978
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1181 before and 0.0570 after correction. The Ratio of minimum to maximum transmission is 0.9521. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'yellowish green'
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            103247
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.562
_diffrn_reflns_theta_min         2.280
_diffrn_ambient_temperature      298
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6382
_reflns_number_total             8277
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.373
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         8277
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0454
_refine_ls_restrained_S_all      1.027
_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)+(0.0609P)²+0.5544P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1225
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C14(H14), C31(H31), C30(H30), C32(H32), C39(H39), C16(H16), C11(H11),
 C36(H36), C51(H51), C27(H27), C44(H44), C29(H29), C22(H22), C48(H48), C38(H38),
  C47(H47), C13(H13), C12(H12), C28(H28), C17(H17), C26(H26), C20(H20),
 C49(H49), C50(H50), C37(H37), C46(H46), C45(H45), C18(H18), C23(H23), C25(H25),
  C24(H24), C19(H19)
;
_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 0.48165(9) 0.45611(10) 0.66927(8) 0.0437(3) Uani 1 1 d . . . . .
N1 N 0.81483(9) 0.38584(10) 0.29265(9) 0.0246(2) Uani 1 1 d . . . . .
C33 C 0.44101(10) 0.15852(11) 0.34162(10) 0.0218(3) Uani 1 1 d . . . . .
C2 C 0.55187(11) 0.37658(11) 0.49440(10) 0.0231(3) Uani 1 1 d . . . . .
C8 C 0.98878(11) 0.36782(11) 0.14652(11) 0.0247(3) Uani 1 1 d . . . . .
C34 C 0.34722(11) 0.16532(11) 0.41794(11) 0.0237(3) Uani 1 1 d . . . . .
C3 C 0.54080(10) 0.27636(11) 0.38728(10) 0.0214(2) Uani 1 1 d . . . . .
C35 C 0.35995(11) 0.26547(12) 0.52534(11) 0.0261(3) Uani 1 1 d . . . . .
C15 C 1.06470(11) 0.50311(12) 0.21114(11) 0.0263(3) Uani 1 1 d . . . . .
C9 C 0.98340(11) 0.31943(11) 0.23071(11) 0.0245(3) Uani 1 1 d . . . . .
C4 C 0.62848(11) 0.28191(11) 0.32137(10) 0.0243(3) Uani 1 1 d . . . . .
H4 H 0.622910 0.215569 0.250118 0.029 Uiso 1 1 calc R . . . .
C6 C 0.78786(11) 0.38121(11) 0.18821(11) 0.0246(3) Uani 1 1 d . . . . .
C7 C 0.86584(11) 0.36115(11) 0.10998(11) 0.0256(3) Uani 1 1 d . . . . .
C40 C 0.38935(11) 0.11430(11) 0.21868(10) 0.0241(3) Uani 1 1 d . . . . .
C5 C 0.72355(11) 0.38488(11) 0.36072(11) 0.0239(3) Uani 1 1 d . . . . .
C43 C 0.49144(11) 0.05659(11) 0.32397(11) 0.0239(3) Uani 1 1 d . . . . .
C10 C 0.90025(11) 0.33562(11) 0.30415(11) 0.0245(3) Uani 1 1 d . . . . .
C14 C 1.06427(12) 0.26634(12) 0.24217(12) 0.0296(3) Uani 1 1 d . . . . .
H14 H 1.118668 0.253260 0.192568 0.035 Uiso 1 1 calc R . . . .
C31 C 0.73376(11) 0.48574(12) 0.46616(11) 0.0271(3) Uani 1 1 d . . . . .
H31 H 0.797202 0.555400 0.491626 0.033 Uiso 1 1 calc R . . . .
C1 C 0.46550(12) 0.37343(12) 0.57125(11) 0.0274(3) Uani 1 1 d . . . . .
C21 C 1.03733(12) 0.29168(12) 0.04030(11) 0.0288(3) Uani 1 1 d . . . . .
C42 C 0.47222(11) -0.03040(11) 0.20888(11) 0.0268(3) Uani 1 1 d . . . . .
C41 C 0.40673(11) 0.00388(12) 0.14401(11) 0.0267(3) Uani 1 1 d . . . . .
C30 C 0.68508(12) 0.40074(12) 0.16425(12) 0.0293(3) Uani 1 1 d . . . . .
H30 H 0.634752 0.417857 0.217746 0.035 Uiso 1 1 calc R . . . .
C32 C 0.64796(11) 0.48068(12) 0.53246(11) 0.0271(3) Uani 1 1 d . . . . .
H32 H 0.654112 0.547501 0.603526 0.033 Uiso 1 1 calc R . . . .
C39 C 0.24628(12) 0.06611(12) 0.38043(12) 0.0296(3) Uani 1 1 d . . . . .
H39 H 0.236909 -0.001706 0.309292 0.036 Uiso 1 1 calc R . . . .
C16 C 1.02518(12) 0.59590(12) 0.21869(12) 0.0320(3) Uani 1 1 d . . . . .
H16 H 0.950273 0.577298 0.184230 0.038 Uiso 1 1 calc R . . . .
C11 C 0.90261(12) 0.30170(13) 0.38830(12) 0.0325(3) Uani 1 1 d . . . . .
H11 H 0.848051 0.313411 0.437785 0.039 Uiso 1 1 calc R . . . .
C36 C 0.27192(13) 0.26587(14) 0.59319(12) 0.0331(3) Uani 1 1 d . . . . .
H36 H 0.280668 0.332953 0.664717 0.040 Uiso 1 1 calc R . . . .
C51 C 0.33441(12) 0.17024(13) 0.17901(12) 0.0321(3) Uani 1 1 d . . . . .
H51 H 0.324595 0.244594 0.228852 0.038 Uiso 1 1 calc R . . . .
C27 C 0.83403(12) 0.35052(13) 0.00524(12) 0.0324(3) Uani 1 1 d . . . . .
H27 H 0.883413 0.332605 -0.049102 0.039 Uiso 1 1 calc R . . . .
C44 C 0.55370(12) 0.04855(13) 0.40491(12) 0.0317(3) Uani 1 1 d . . . . .
H44 H 0.566350 0.107050 0.481433 0.038 Uiso 1 1 calc R . . . .
C29 C 0.65837(13) 0.39457(13) 0.06106(13) 0.0351(3) Uani 1 1 d . . . . .
H29 H 0.591129 0.409853 0.046379 0.042 Uiso 1 1 calc R . . . .
C22 C 1.12599(13) 0.34179(14) -0.00335(13) 0.0369(3) Uani 1 1 d . . . . .
H22 H 1.161214 0.425405 0.033967 0.044 Uiso 1 1 calc R . . . .
C48 C 0.36521(13) -0.05321(13) 0.02805(12) 0.0356(3) Uani 1 1 d . . . . .
H48 H 0.375210 -0.127391 -0.022012 0.043 Uiso 1 1 calc R . . . .
C38 C 0.16030(12) 0.06782(14) 0.44802(13) 0.0352(3) Uani 1 1 d . . . . .
H38 H 0.093377 0.001441 0.421918 0.042 Uiso 1 1 calc R . . . .
C47 C 0.51797(13) -0.12649(13) 0.17442(13) 0.0374(3) Uani 1 1 d . . . . .
H47 H 0.507206 -0.184271 0.097817 0.045 Uiso 1 1 calc R . . . .
C13 C 1.06630(12) 0.23241(12) 0.32501(13) 0.0335(3) Uani 1 1 d . . . . .
H13 H 1.121535 0.197497 0.331224 0.040 Uiso 1 1 calc R . . . .
C12 C 0.98524(13) 0.25105(13) 0.39836(13) 0.0354(3) Uani 1 1 d . . . . .
H12 H 0.986360 0.229338 0.454881 0.043 Uiso 1 1 calc R . . . .
C28 C 0.73069(13) 0.36592(14) -0.02023(13) 0.0373(3) Uani 1 1 d . . . . .
H28 H 0.710322 0.357052 -0.091261 0.045 Uiso 1 1 calc R . . . .
C17 C 1.09541(14) 0.71627(13) 0.27682(13) 0.0392(3) Uani 1 1 d . . . . .
H17 H 1.066957 0.777035 0.280983 0.047 Uiso 1 1 calc R . . . .
C26 C 0.98608(14) 0.16620(14) -0.01897(13) 0.0419(4) Uani 1 1 d . . . . .
H26 H 0.925438 0.130337 0.007887 0.050 Uiso 1 1 calc R . . . .
C20 C 1.17735(14) 0.53512(14) 0.26389(14) 0.0428(4) Uani 1 1 d . . . . .
H20 H 1.206097 0.474859 0.260578 0.051 Uiso 1 1 calc R . . . .
C49 C 0.30891(13) 0.00241(15) -0.01118(12) 0.0403(4) Uani 1 1 d . . . . .
H49 H 0.280602 -0.035011 -0.088466 0.048 Uiso 1 1 calc R . . . .
C50 C 0.29379(13) 0.11333(15) 0.06278(13) 0.0396(4) Uani 1 1 d . . . . .
H50 H 0.256359 0.149798 0.034566 0.047 Uiso 1 1 calc R . . . .
C37 C 0.17332(13) 0.16818(14) 0.55474(13) 0.0369(3) Uani 1 1 d . . . . .
H37 H 0.115241 0.169036 0.599954 0.044 Uiso 1 1 calc R . . . .
C46 C 0.57957(14) -0.13457(14) 0.25585(15) 0.0431(4) Uani 1 1 d . . . . .
H46 H 0.609694 -0.198864 0.233546 0.052 Uiso 1 1 calc R . . . .
C45 C 0.59709(14) -0.04903(14) 0.36943(14) 0.0402(4) Uani 1 1 d . . . . .
H45 H 0.638274 -0.056539 0.422890 0.048 Uiso 1 1 calc R . . . .
C18 C 1.20660(16) 0.74607(14) 0.32816(14) 0.0477(4) Uani 1 1 d . . . . .
H18 H 1.253589 0.826537 0.367036 0.057 Uiso 1 1 calc R . . . .
C23 C 1.16323(16) 0.26849(18) -0.10266(15) 0.0498(4) Uani 1 1 d . . . . .
H23 H 1.222789 0.303722 -0.130970 0.060 Uiso 1 1 calc R . . . .
C25 C 1.02380(16) 0.09414(16) -0.11697(14) 0.0515(4) Uani 1 1 d . . . . .
H25 H 0.988759 0.010490 -0.155000 0.062 Uiso 1 1 calc R . . . .
C24 C 1.11300(17) 0.14539(18) -0.15872(14) 0.0527(5) Uani 1 1 d . . . . .
H24 H 1.138754 0.096734 -0.224354 0.063 Uiso 1 1 calc R . . . .
C19 C 1.24740(16) 0.65473(15) 0.32113(17) 0.0564(5) Uani 1 1 d . . . . .
H19 H 1.322620 0.673782 0.355168 0.068 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2218(16) . ?
N1 C6 1.4101(16) . ?
N1 C5 1.4386(16) . ?
N1 C10 1.4104(16) . ?
C33 C34 1.5256(17) . ?
C33 C3 1.5213(17) . ?
C33 C40 1.5343(17) . ?
C33 C43 1.5377(17) . ?
C2 C3 1.3952(17) . ?
C2 C1 1.4790(18) . ?
C2 C32 1.3985(18) . ?
C8 C15 1.5526(17) . ?
C8 C9 1.5310(17) . ?
C8 C7 1.5305(18) . ?
C8 C21 1.5392(18) . ?
C34 C35 1.3939(18) . ?
C34 C39 1.3984(18) . ?
C3 C4 1.3938(17) . ?
C35 C1 1.4861(19) . ?
C35 C36 1.4048(18) . ?
C15 C16 1.3865(19) . ?
C15 C20 1.392(2) . ?
C9 C10 1.4000(18) . ?
C9 C14 1.3911(19) . ?
C4 H4 0.9300 . ?
C4 C5 1.3814(17) . ?
C6 C7 1.3962(18) . ?
C6 C30 1.4005(18) . ?
C7 C27 1.3905(19) . ?
C40 C41 1.3976(18) . ?
C40 C51 1.3767(19) . ?
C5 C31 1.3875(18) . ?
C43 C42 1.3951(18) . ?
C43 C44 1.3810(19) . ?
C10 C11 1.4001(18) . ?
C14 H14 0.9300 . ?
C14 C13 1.383(2) . ?
C31 H31 0.9300 . ?
C31 C32 1.3794(19) . ?
C21 C22 1.383(2) . ?
C21 C26 1.393(2) . ?
C42 C41 1.4653(19) . ?
C42 C47 1.3942(19) . ?
C41 C48 1.3919(19) . ?
C30 H30 0.9300 . ?
C30 C29 1.383(2) . ?
C32 H32 0.9300 . ?
C39 H39 0.9300 . ?
C39 C38 1.3821(19) . ?
C16 H16 0.9300 . ?
C16 C17 1.391(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.379(2) . ?
C36 H36 0.9300 . ?
C36 C37 1.370(2) . ?
C51 H51 0.9300 . ?
C51 C50 1.393(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.385(2) . ?
C44 H44 0.9300 . ?
C44 C45 1.392(2) . ?
C29 H29 0.9300 . ?
C29 C28 1.379(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.395(2) . ?
C48 H48 0.9300 . ?
C48 C49 1.380(2) . ?
C38 H38 0.9300 . ?
C38 C37 1.389(2) . ?
C47 H47 0.9300 . ?
C47 C46 1.382(2) . ?
C13 H13 0.9300 . ?
C13 C12 1.381(2) . ?
C12 H12 0.9300 . ?
C28 H28 0.9300 . ?
C17 H17 0.9300 . ?
C17 C18 1.375(2) . ?
C26 H26 0.9300 . ?
C26 C25 1.381(2) . ?
C20 H20 0.9300 . ?
C20 C19 1.383(2) . ?
C49 H49 0.9300 . ?
C49 C50 1.389(2) . ?
C50 H50 0.9300 . ?
C37 H37 0.9300 . ?
C46 H46 0.9300 . ?
C46 C45 1.377(2) . ?
C45 H45 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.380(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.366(3) . ?
C25 H25 0.9300 . ?
C25 C24 1.378(3) . ?
C24 H24 0.9300 . ?
C19 H19 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
C6 N1 C5 117.37(10) . . ?
C6 N1 C10 119.51(10) . . ?
C10 N1 C5 116.43(10) . . ?
C34 C33 C40 111.57(10) . . ?
C34 C33 C43 110.73(10) . . ?
C3 C33 C34 113.56(10) . . ?
C3 C33 C40 110.98(10) . . ?
C3 C33 C43 108.42(10) . . ?
C40 C33 C43 100.82(10) . . ?
C3 C2 C1 121.06(11) . . ?
C3 C2 C32 120.07(11) . . ?
C32 C2 C1 118.84(11) . . ?
C9 C8 C15 107.22(10) . . ?
C9 C8 C21 110.77(10) . . ?
C7 C8 C15 108.55(10) . . ?
C7 C8 C9 108.79(10) . . ?
C7 C8 C21 109.08(10) . . ?
C21 C8 C15 112.34(10) . . ?
C35 C34 C33 122.37(11) . . ?
C35 C34 C39 118.69(12) . . ?
C39 C34 C33 118.91(11) . . ?
C2 C3 C33 123.13(11) . . ?
C4 C3 C33 118.26(11) . . ?
C4 C3 C2 118.51(11) . . ?
C34 C35 C1 121.61(11) . . ?
C34 C35 C36 120.03(13) . . ?
C36 C35 C1 118.36(12) . . ?
C16 C15 C8 122.58(12) . . ?
C16 C15 C20 117.41(12) . . ?
C20 C15 C8 120.02(12) . . ?
C10 C9 C8 119.85(11) . . ?
C14 C9 C8 121.78(11) . . ?
C14 C9 C10 118.24(12) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.72(11) . . ?
C5 C4 H4 119.6 . . ?
C7 C6 N1 119.83(11) . . ?
C7 C6 C30 119.82(12) . . ?
C30 C6 N1 120.31(12) . . ?
C6 C7 C8 119.57(11) . . ?
C27 C7 C8 121.47(12) . . ?
C27 C7 C6 118.47(12) . . ?
C41 C40 C33 110.68(11) . . ?
C51 C40 C33 128.31(12) . . ?
C51 C40 C41 120.99(12) . . ?
C4 C5 N1 119.32(11) . . ?
C4 C5 C31 120.98(12) . . ?
C31 C5 N1 119.67(11) . . ?
C42 C43 C33 110.80(11) . . ?
C44 C43 C33 127.86(11) . . ?
C44 C43 C42 121.26(12) . . ?
C9 C10 N1 119.71(11) . . ?
C9 C10 C11 119.67(12) . . ?
C11 C10 N1 120.62(12) . . ?
C9 C14 H14 119.0 . . ?
C13 C14 C9 122.06(13) . . ?
C13 C14 H14 119.0 . . ?
C5 C31 H31 120.6 . . ?
C32 C31 C5 118.71(12) . . ?
C32 C31 H31 120.6 . . ?
O1 C1 C2 120.88(12) . . ?
O1 C1 C35 121.55(12) . . ?
C2 C1 C35 117.56(11) . . ?
C22 C21 C8 123.37(12) . . ?
C22 C21 C26 117.71(13) . . ?
C26 C21 C8 118.83(12) . . ?
C43 C42 C41 108.75(11) . . ?
C47 C42 C43 119.52(13) . . ?
C47 C42 C41 131.68(13) . . ?
C40 C41 C42 108.91(11) . . ?
C48 C41 C40 120.12(13) . . ?
C48 C41 C42 130.96(13) . . ?
C6 C30 H30 120.0 . . ?
C29 C30 C6 120.04(13) . . ?
C29 C30 H30 120.0 . . ?
C2 C32 H32 119.5 . . ?
C31 C32 C2 120.99(12) . . ?
C31 C32 H32 119.5 . . ?
C34 C39 H39 119.7 . . ?
C38 C39 C34 120.66(13) . . ?
C38 C39 H39 119.7 . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.26(14) . . ?
C17 C16 H16 119.4 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.51(13) . . ?
C12 C11 H11 119.7 . . ?
C35 C36 H36 119.8 . . ?
C37 C36 C35 120.47(13) . . ?
C37 C36 H36 119.8 . . ?
C40 C51 H51 120.6 . . ?
C40 C51 C50 118.71(14) . . ?
C50 C51 H51 120.6 . . ?
C7 C27 H27 119.2 . . ?
C28 C27 C7 121.70(13) . . ?
C28 C27 H27 119.2 . . ?
C43 C44 H44 120.7 . . ?
C43 C44 C45 118.53(13) . . ?
C45 C44 H44 120.7 . . ?
C30 C29 H29 119.7 . . ?
C28 C29 C30 120.52(13) . . ?
C28 C29 H29 119.7 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.82(15) . . ?
C23 C22 H22 119.6 . . ?
C41 C48 H48 120.7 . . ?
C49 C48 C41 118.70(14) . . ?
C49 C48 H48 120.7 . . ?
C39 C38 H38 119.8 . . ?
C39 C38 C37 120.34(13) . . ?
C37 C38 H38 119.8 . . ?
C42 C47 H47 120.5 . . ?
C46 C47 C42 118.99(14) . . ?
C46 C47 H47 120.5 . . ?
C14 C13 H13 120.4 . . ?
C12 C13 C14 119.13(13) . . ?
C12 C13 H13 120.4 . . ?
C11 C12 C13 120.37(13) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C27 C28 H28 120.4 . . ?
C29 C28 C27 119.17(13) . . ?
C29 C28 H28 120.4 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.48(14) . . ?
C18 C17 H17 119.8 . . ?
C21 C26 H26 119.4 . . ?
C25 C26 C21 121.13(15) . . ?
C25 C26 H26 119.4 . . ?
C15 C20 H20 119.3 . . ?
C19 C20 C15 121.33(15) . . ?
C19 C20 H20 119.3 . . ?
C48 C49 H49 119.4 . . ?
C48 C49 C50 121.11(13) . . ?
C50 C49 H49 119.4 . . ?
C51 C50 H50 119.8 . . ?
C49 C50 C51 120.34(14) . . ?
C49 C50 H50 119.8 . . ?
C36 C37 C38 119.81(13) . . ?
C36 C37 H37 120.1 . . ?
C38 C37 H37 120.1 . . ?
C47 C46 H46 119.4 . . ?
C45 C46 C47 121.11(14) . . ?
C45 C46 H46 119.4 . . ?
C44 C45 H45 119.7 . . ?
C46 C45 C44 120.57(14) . . ?
C46 C45 H45 119.7 . . ?
C17 C18 H18 120.5 . . ?
C17 C18 C19 118.99(14) . . ?
C19 C18 H18 120.5 . . ?
C22 C23 H23 119.7 . . ?
C24 C23 C22 120.61(16) . . ?
C24 C23 H23 119.7 . . ?
C26 C25 H25 119.8 . . ?
C24 C25 C26 120.43(16) . . ?
C24 C25 H25 119.8 . . ?
C23 C24 C25 119.29(15) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C20 C19 H19 119.7 . . ?
C18 C19 C20 120.54(15) . . ?
C18 C19 H19 119.7 . . ?

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
N1 C6 C7 C8 -11.30(17) . . . . ?
N1 C6 C7 C27 176.57(12) . . . . ?
N1 C6 C30 C29 -179.18(12) . . . . ?
N1 C5 C31 C32 -176.86(11) . . . . ?
N1 C10 C11 C12 179.10(12) . . . . ?
C33 C34 C35 C1 1.26(18) . . . . ?
C33 C34 C35 C36 -178.58(11) . . . . ?
C33 C34 C39 C38 178.75(12) . . . . ?
C33 C3 C4 C5 -177.32(11) . . . . ?
C33 C40 C41 C42 -1.75(14) . . . . ?
C33 C40 C41 C48 179.22(12) . . . . ?
C33 C40 C51 C50 -179.99(13) . . . . ?
C33 C43 C42 C41 -1.67(14) . . . . ?
C33 C43 C42 C47 176.00(12) . . . . ?
C33 C43 C44 C45 -176.53(13) . . . . ?
C2 C3 C4 C5 -0.72(18) . . . . ?
C8 C15 C16 C17 -179.74(13) . . . . ?
C8 C15 C20 C19 179.38(16) . . . . ?
C8 C9 C10 N1 6.13(17) . . . . ?
C8 C9 C10 C11 -173.93(12) . . . . ?
C8 C9 C14 C13 174.05(12) . . . . ?
C8 C7 C27 C28 -168.38(13) . . . . ?
C8 C21 C22 C23 -177.35(14) . . . . ?
C8 C21 C26 C25 177.82(15) . . . . ?
C34 C33 C3 C2 6.63(16) . . . . ?
C34 C33 C3 C4 -176.93(10) . . . . ?
C34 C33 C40 C41 -116.86(12) . . . . ?
C34 C33 C40 C51 64.45(16) . . . . ?
C34 C33 C43 C42 118.81(11) . . . . ?
C34 C33 C43 C44 -64.55(16) . . . . ?
C34 C35 C1 O1 -172.96(13) . . . . ?
C34 C35 C1 C2 6.05(18) . . . . ?
C34 C35 C36 C37 0.2(2) . . . . ?
C34 C39 C38 C37 -0.4(2) . . . . ?
C3 C33 C34 C35 -7.36(16) . . . . ?
C3 C33 C34 C39 174.63(11) . . . . ?
C3 C33 C40 C41 115.42(11) . . . . ?
C3 C33 C40 C51 -63.27(17) . . . . ?
C3 C33 C43 C42 -115.99(11) . . . . ?
C3 C33 C43 C44 60.65(16) . . . . ?
C3 C2 C1 O1 172.23(13) . . . . ?
C3 C2 C1 C35 -6.78(18) . . . . ?
C3 C2 C32 C31 -0.90(19) . . . . ?
C3 C4 C5 N1 177.45(11) . . . . ?
C3 C4 C5 C31 -0.65(19) . . . . ?
C35 C34 C39 C38 0.66(19) . . . . ?
C35 C36 C37 C38 0.2(2) . . . . ?
C15 C8 C9 C10 85.10(14) . . . . ?
C15 C8 C9 C14 -90.50(14) . . . . ?
C15 C8 C7 C6 -81.65(14) . . . . ?
C15 C8 C7 C27 90.24(14) . . . . ?
C15 C8 C21 C22 -10.62(18) . . . . ?
C15 C8 C21 C26 172.78(13) . . . . ?
C15 C16 C17 C18 0.2(2) . . . . ?
C15 C20 C19 C18 0.5(3) . . . . ?
C9 C8 C15 C16 -124.39(13) . . . . ?
C9 C8 C15 C20 55.93(16) . . . . ?
C9 C8 C7 C6 34.72(15) . . . . ?
C9 C8 C7 C27 -153.40(12) . . . . ?
C9 C8 C21 C22 -130.50(14) . . . . ?
C9 C8 C21 C26 52.90(17) . . . . ?
C9 C10 C11 C12 -0.8(2) . . . . ?
C9 C14 C13 C12 0.4(2) . . . . ?
C4 C5 C31 C32 1.24(19) . . . . ?
C6 N1 C5 C4 67.15(15) . . . . ?
C6 N1 C5 C31 -114.72(13) . . . . ?
C6 N1 C10 C9 21.46(17) . . . . ?
C6 N1 C10 C11 -158.48(12) . . . . ?
C6 C7 C27 C28 3.6(2) . . . . ?
C6 C30 C29 C28 1.8(2) . . . . ?
C7 C8 C15 C16 -7.02(16) . . . . ?
C7 C8 C15 C20 173.30(13) . . . . ?
C7 C8 C9 C10 -32.11(15) . . . . ?
C7 C8 C9 C14 152.29(12) . . . . ?
C7 C8 C21 C22 109.78(15) . . . . ?
C7 C8 C21 C26 -66.82(16) . . . . ?
C7 C6 C30 C29 2.99(19) . . . . ?
C7 C27 C28 C29 1.1(2) . . . . ?
C40 C33 C34 C35 -133.68(12) . . . . ?
C40 C33 C34 C39 48.31(15) . . . . ?
C40 C33 C3 C2 133.27(12) . . . . ?
C40 C33 C3 C4 -50.30(15) . . . . ?
C40 C33 C43 C42 0.61(13) . . . . ?
C40 C33 C43 C44 177.25(13) . . . . ?
C40 C41 C48 C49 1.1(2) . . . . ?
C40 C51 C50 C49 -0.1(2) . . . . ?
C5 N1 C6 C7 -169.13(11) . . . . ?
C5 N1 C6 C30 13.04(17) . . . . ?
C5 N1 C10 C9 172.05(11) . . . . ?
C5 N1 C10 C11 -7.90(17) . . . . ?
C5 C31 C32 C2 -0.46(19) . . . . ?
C43 C33 C34 C35 114.89(13) . . . . ?
C43 C33 C34 C39 -63.12(14) . . . . ?
C43 C33 C3 C2 -116.88(12) . . . . ?
C43 C33 C3 C4 59.55(14) . . . . ?
C43 C33 C40 C41 0.73(13) . . . . ?
C43 C33 C40 C51 -177.97(13) . . . . ?
C43 C42 C41 C40 2.14(15) . . . . ?
C43 C42 C41 C48 -178.98(14) . . . . ?
C43 C42 C47 C46 1.3(2) . . . . ?
C43 C44 C45 C46 0.9(2) . . . . ?
C10 N1 C6 C7 -18.81(17) . . . . ?
C10 N1 C6 C30 163.35(11) . . . . ?
C10 N1 C5 C4 -84.08(14) . . . . ?
C10 N1 C5 C31 94.05(14) . . . . ?
C10 C9 C14 C13 -1.62(19) . . . . ?
C10 C11 C12 C13 -0.4(2) . . . . ?
C14 C9 C10 N1 -178.12(11) . . . . ?
C14 C9 C10 C11 1.83(18) . . . . ?
C14 C13 C12 C11 0.7(2) . . . . ?
C1 C2 C3 C33 0.24(18) . . . . ?
C1 C2 C3 C4 -176.18(11) . . . . ?
C1 C2 C32 C31 176.81(12) . . . . ?
C1 C35 C36 C37 -179.68(13) . . . . ?
C21 C8 C15 C16 113.68(14) . . . . ?
C21 C8 C15 C20 -66.00(16) . . . . ?
C21 C8 C9 C10 -152.00(11) . . . . ?
C21 C8 C9 C14 32.40(16) . . . . ?
C21 C8 C7 C6 155.65(11) . . . . ?
C21 C8 C7 C27 -32.46(16) . . . . ?
C21 C22 C23 C24 -0.2(3) . . . . ?
C21 C26 C25 C24 -0.4(3) . . . . ?
C42 C43 C44 C45 -0.2(2) . . . . ?
C42 C41 C48 C49 -177.65(14) . . . . ?
C42 C47 C46 C45 -0.6(2) . . . . ?
C41 C40 C51 C50 1.4(2) . . . . ?
C41 C42 C47 C46 178.34(14) . . . . ?
C41 C48 C49 C50 0.2(2) . . . . ?
C30 C6 C7 C8 166.54(11) . . . . ?
C30 C6 C7 C27 -5.59(18) . . . . ?
C30 C29 C28 C27 -3.8(2) . . . . ?
C32 C2 C3 C33 177.90(11) . . . . ?
C32 C2 C3 C4 1.48(18) . . . . ?
C32 C2 C1 O1 -5.45(19) . . . . ?
C32 C2 C1 C35 175.53(11) . . . . ?
C39 C34 C35 C1 179.27(12) . . . . ?
C39 C34 C35 C36 -0.57(18) . . . . ?
C39 C38 C37 C36 -0.1(2) . . . . ?
C16 C15 C20 C19 -0.3(2) . . . . ?
C16 C17 C18 C19 0.0(3) . . . . ?
C36 C35 C1 O1 6.9(2) . . . . ?
C36 C35 C1 C2 -174.11(11) . . . . ?
C51 C40 C41 C42 177.05(12) . . . . ?
C51 C40 C41 C48 -2.0(2) . . . . ?
C44 C43 C42 C41 -178.56(12) . . . . ?
C44 C43 C42 C47 -0.9(2) . . . . ?
C22 C21 C26 C25 1.0(2) . . . . ?
C22 C23 C24 C25 0.8(3) . . . . ?
C48 C49 C50 C51 -0.7(2) . . . . ?
C47 C42 C41 C40 -175.15(14) . . . . ?
C47 C42 C41 C48 3.7(2) . . . . ?
C47 C46 C45 C44 -0.5(2) . . . . ?
C17 C18 C19 C20 -0.4(3) . . . . ?
C26 C21 C22 C23 -0.7(2) . . . . ?
C26 C25 C24 C23 -0.5(3) . . . . ?
C20 C15 C16 C17 -0.1(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
