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

data_yw-45t
_database_code_depnum_ccdc_archive 'CCDC 1994907'
loop_
_audit_author_name
_audit_author_address
'Wei Yang'
;Wuhan University
China
;
_audit_update_record             
;
2020-04-05 deposited with the CCDC.	2020-05-26 downloaded from the CCDC.
;
_audit_creation_date             2019-10-22
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.10.11 svn.r3662 for OlexSys, GUI svn.r5962)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H21 N5 O'
_chemical_formula_sum            'C33 H21 N5 O'
_chemical_formula_weight         503.55
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   13.3125(11)
_cell_length_b                   6.9250(5)
_cell_length_c                   32.282(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.065(7)
_cell_angle_gamma                90
_cell_volume                     2968.6(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1739
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      72.5880
_cell_measurement_theta_min      2.7230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.559
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_av_unetI/netI     0.0815
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            10665
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.634
_diffrn_reflns_theta_min         2.744
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00  24.00   1.00    2.00    --  -40.98  57.00-180.00   93
  2  ω   -112.00 -18.00   1.00    2.00    --  -40.98 -57.00  30.00   94
  3  ω    -89.00 -62.00   1.00    2.00    --  -40.98-147.00 -12.00   27
  4  ω     68.00  93.00   1.00    2.00    --   40.98-124.00 152.00   25
  5  ω     32.00  97.00   1.00    3.00    --  106.95 -30.00  30.00   65
  6  ω     35.00  82.00   1.00    3.00    --  106.95 -94.00 -90.00   47
  7  ω     92.00 119.00   1.00    3.00    --  106.95-125.00 -90.00   27
  8  ω     45.00  70.00   1.00    3.00    --  106.95-125.00 -90.00   25
  9  ω     31.00 140.00   1.00    3.00    --  106.95 -77.00 -60.00  109
 10  ω     92.00 175.00   1.00    3.00    --  106.95  30.00-150.00   83
 11  ω     83.00 136.00   1.00    5.00    --  106.95  30.00-180.00   53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0170359000
_diffrn_orient_matrix_UB_12      -0.0122174000
_diffrn_orient_matrix_UB_13      -0.0466541000
_diffrn_orient_matrix_UB_21      -0.1138849000
_diffrn_orient_matrix_UB_22      -0.0280077000
_diffrn_orient_matrix_UB_23      -0.0099457000
_diffrn_orient_matrix_UB_31      -0.0136629000
_diffrn_orient_matrix_UB_32      0.2203583000
_diffrn_orient_matrix_UB_33      -0.0039175000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3589
_reflns_number_total             5823
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.522
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       0.0021(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         5823
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1222
_refine_ls_R_factor_gt           0.0859
_refine_ls_restrained_S_all      1.051
_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)+(0.1457P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2442
_refine_ls_wR_factor_ref         0.2751
_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:
 C27(H27), C15(H15), C24(H24), C22(H22), C33(H33), C21(H21), C18(H18),
 C14(H14), C19(H19), C12(H12), C29(H29), C7(H7), C32(H32), C3(H3), C13(H13),
 C30(H30), C10(H10), C4(H4), C31(H31), C8(H8), C9(H9)
;
_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 0.8572(2) 0.5723(4) 0.34543(8) 0.0426(7) Uani 1 1 d . . . . .
N3 N 0.3832(2) 0.2409(4) 0.56377(9) 0.0337(7) Uani 1 1 d . . . . .
N4 N 0.3474(3) 0.2289(4) 0.60226(9) 0.0339(7) Uani 1 1 d . . . . .
N2 N 0.5430(2) 0.2285(4) 0.53349(9) 0.0350(7) Uani 1 1 d . . . . .
N1 N 0.7287(2) 0.2681(4) 0.35484(9) 0.0363(7) Uani 1 1 d . . . . .
N5 N 0.5191(3) 0.1982(4) 0.60635(9) 0.0372(7) Uani 1 1 d . . . . .
C25 C 0.3289(3) 0.2561(5) 0.52590(11) 0.0333(8) Uani 1 1 d . . . . .
C20 C 0.5540(3) 0.2600(5) 0.46003(10) 0.0343(8) Uani 1 1 d . . . . .
C17 C 0.6704(3) 0.2685(5) 0.39047(11) 0.0359(8) Uani 1 1 d . . . . .
C26 C 0.4864(3) 0.2232(5) 0.56639(11) 0.0346(8) Uani 1 1 d . . . . .
C23 C 0.4933(3) 0.2525(5) 0.49664(11) 0.0332(8) Uani 1 1 d . . . . .
C2 C 0.7681(3) 0.5615(5) 0.32052(10) 0.0357(8) Uani 1 1 d . . . . .
C27 C 0.4328(3) 0.2037(5) 0.62578(11) 0.0357(8) Uani 1 1 d . . . . .
H27 H 0.432888 0.190389 0.654454 0.043 Uiso 1 1 calc R U . . .
C15 C 0.8770(3) 0.0575(5) 0.36943(10) 0.0350(8) Uani 1 1 d . . . . .
H15 H 0.835115 -0.048583 0.372040 0.042 Uiso 1 1 calc R U . . .
C1 C 0.7059(3) 0.4063(5) 0.32295(10) 0.0359(8) Uani 1 1 d . . . . .
C24 C 0.3871(3) 0.2635(5) 0.49255(11) 0.0360(8) Uani 1 1 d . . . . .
H24 H 0.355304 0.276226 0.466103 0.043 Uiso 1 1 calc R U . . .
C28 C 0.2183(3) 0.2602(5) 0.52267(11) 0.0364(8) Uani 1 1 d . . . . .
C22 C 0.7146(3) 0.2173(5) 0.42955(11) 0.0346(8) Uani 1 1 d . . . . .
H22 H 0.782468 0.184489 0.432657 0.042 Uiso 1 1 calc R U . . .
C16 C 0.8361(3) 0.2371(5) 0.36013(10) 0.0342(8) Uani 1 1 d . . . . .
C33 C 0.1612(3) 0.3376(5) 0.55336(11) 0.0381(9) Uani 1 1 d . . . . .
H33 H 0.193528 0.385686 0.577693 0.046 Uiso 1 1 calc R U . . .
C11 C 0.8982(3) 0.3921(5) 0.35527(11) 0.0383(9) Uani 1 1 d . . . . .
C21 C 0.6563(3) 0.2158(5) 0.46388(11) 0.0364(8) Uani 1 1 d . . . . .
H21 H 0.686525 0.184498 0.489874 0.044 Uiso 1 1 calc R U . . .
C18 C 0.5696(3) 0.3174(5) 0.38693(11) 0.0364(8) Uani 1 1 d . . . . .
H18 H 0.539933 0.354483 0.361209 0.044 Uiso 1 1 calc R U . . .
C14 C 0.9805(3) 0.0359(6) 0.37487(11) 0.0437(10) Uani 1 1 d . . . . .
H14 H 1.008567 -0.083714 0.381911 0.052 Uiso 1 1 calc R U . . .
C19 C 0.5120(3) 0.3123(5) 0.42077(11) 0.0358(8) Uani 1 1 d . . . . .
H19 H 0.444100 0.344131 0.417391 0.043 Uiso 1 1 calc R U . . .
C6 C 0.6241(3) 0.3807(6) 0.29233(11) 0.0381(9) Uani 1 1 d . . . . .
C12 C 1.0014(3) 0.3745(7) 0.35958(11) 0.0460(10) Uani 1 1 d . . . . .
H12 H 1.042780 0.480388 0.355809 0.055 Uiso 1 1 calc R U . . .
C29 C 0.1676(3) 0.1839(6) 0.48681(11) 0.0410(9) Uani 1 1 d . . . . .
H29 H 0.204034 0.129531 0.466206 0.049 Uiso 1 1 calc R U . . .
C5 C 0.6018(3) 0.5359(6) 0.26382(11) 0.0414(9) Uani 1 1 d . . . . .
C7 C 0.5683(3) 0.2088(6) 0.28780(11) 0.0425(9) Uani 1 1 d . . . . .
H7 H 0.581103 0.107643 0.306390 0.051 Uiso 1 1 calc R U . . .
C32 C 0.0573(3) 0.3436(6) 0.54801(12) 0.0439(10) Uani 1 1 d . . . . .
H32 H 0.020230 0.397053 0.568497 0.053 Uiso 1 1 calc R U . . .
C3 C 0.7476(4) 0.7159(6) 0.29252(12) 0.0455(10) Uani 1 1 d . . . . .
H3 H 0.790169 0.822414 0.292360 0.055 Uiso 1 1 calc R U . . .
C13 C 1.0422(3) 0.1951(7) 0.36969(11) 0.0446(10) Uani 1 1 d . . . . .
H13 H 1.111723 0.180884 0.373055 0.053 Uiso 1 1 calc R U . . .
C30 C 0.0639(4) 0.1892(6) 0.48201(12) 0.0462(10) Uani 1 1 d . . . . .
H30 H 0.030851 0.137775 0.458162 0.055 Uiso 1 1 calc R U . . .
C10 C 0.5232(4) 0.5089(8) 0.23334(13) 0.0558(12) Uani 1 1 d . . . . .
H10 H 0.505690 0.610408 0.215381 0.067 Uiso 1 1 calc R U . . .
C4 C 0.6641(4) 0.7046(6) 0.26581(12) 0.0495(11) Uani 1 1 d . . . . .
H4 H 0.647061 0.808672 0.248497 0.059 Uiso 1 1 calc R U . . .
C31 C 0.0085(4) 0.2698(6) 0.51211(13) 0.0481(10) Uani 1 1 d . . . . .
H31 H -0.061382 0.274597 0.508342 0.058 Uiso 1 1 calc R U . . .
C8 C 0.4952(4) 0.1899(7) 0.25617(13) 0.0516(11) Uani 1 1 d . . . . .
H8 H 0.460525 0.073861 0.252674 0.062 Uiso 1 1 calc R U . . .
C9 C 0.4721(4) 0.3434(8) 0.22895(13) 0.0554(12) Uani 1 1 d . . . . .
H9 H 0.421271 0.330138 0.207850 0.066 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.387(5) . ?
O1 C11 1.390(5) . ?
N3 N4 1.365(4) . ?
N3 C25 1.380(5) . ?
N3 C26 1.375(5) . ?
N4 C27 1.334(5) . ?
N2 C26 1.346(4) . ?
N2 C23 1.330(5) . ?
N1 C17 1.432(4) . ?
N1 C1 1.422(5) . ?
N1 C16 1.444(5) . ?
N5 C26 1.343(5) . ?
N5 C27 1.347(5) . ?
C25 C24 1.372(5) . ?
C25 C28 1.468(6) . ?
C20 C23 1.479(5) . ?
C20 C21 1.393(6) . ?
C20 C19 1.396(5) . ?
C17 C22 1.400(5) . ?
C17 C18 1.381(6) . ?
C23 C24 1.413(6) . ?
C2 C1 1.363(5) . ?
C2 C3 1.414(5) . ?
C27 H27 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.382(5) . ?
C15 C14 1.385(6) . ?
C1 C6 1.429(6) . ?
C24 H24 0.9300 . ?
C28 C33 1.397(5) . ?
C28 C29 1.401(5) . ?
C22 H22 0.9300 . ?
C22 C21 1.397(5) . ?
C16 C11 1.371(5) . ?
C33 H33 0.9300 . ?
C33 C32 1.382(6) . ?
C11 C12 1.377(6) . ?
C21 H21 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.378(5) . ?
C14 H14 0.9300 . ?
C14 C13 1.391(6) . ?
C19 H19 0.9300 . ?
C6 C5 1.433(6) . ?
C6 C7 1.406(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.385(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.379(6) . ?
C5 C10 1.398(6) . ?
C5 C4 1.431(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.365(6) . ?
C32 H32 0.9300 . ?
C32 C31 1.386(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.360(7) . ?
C13 H13 0.9300 . ?
C30 H30 0.9300 . ?
C30 C31 1.379(6) . ?
C10 H10 0.9300 . ?
C10 C9 1.335(7) . ?
C4 H4 0.9300 . ?
C31 H31 0.9300 . ?
C8 H8 0.9300 . ?
C8 C9 1.400(7) . ?
C9 H9 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
C2 O1 C11 112.9(3) . . ?
N4 N3 C25 128.0(3) . . ?
N4 N3 C26 110.5(3) . . ?
C26 N3 C25 121.4(3) . . ?
C27 N4 N3 100.8(3) . . ?
C23 N2 C26 116.0(3) . . ?
C17 N1 C16 119.6(3) . . ?
C1 N1 C17 118.7(3) . . ?
C1 N1 C16 110.1(3) . . ?
C26 N5 C27 102.4(3) . . ?
N3 C25 C28 121.7(3) . . ?
C24 C25 N3 114.1(4) . . ?
C24 C25 C28 124.3(3) . . ?
C21 C20 C23 120.5(3) . . ?
C21 C20 C19 117.6(3) . . ?
C19 C20 C23 121.9(4) . . ?
C22 C17 N1 120.4(4) . . ?
C18 C17 N1 120.8(3) . . ?
C18 C17 C22 118.8(3) . . ?
N2 C26 N3 124.2(3) . . ?
N5 C26 N3 108.9(3) . . ?
N5 C26 N2 126.9(4) . . ?
N2 C23 C20 117.0(3) . . ?
N2 C23 C24 121.4(3) . . ?
C24 C23 C20 121.6(3) . . ?
O1 C2 C3 116.6(4) . . ?
C1 C2 O1 120.5(3) . . ?
C1 C2 C3 122.8(4) . . ?
N4 C27 N5 117.3(3) . . ?
N4 C27 H27 121.3 . . ?
N5 C27 H27 121.3 . . ?
C16 C15 H15 120.1 . . ?
C16 C15 C14 119.9(4) . . ?
C14 C15 H15 120.1 . . ?
N1 C1 C6 122.0(3) . . ?
C2 C1 N1 118.2(4) . . ?
C2 C1 C6 119.7(3) . . ?
C25 C24 C23 122.8(4) . . ?
C25 C24 H24 118.6 . . ?
C23 C24 H24 118.6 . . ?
C33 C28 C25 123.4(3) . . ?
C33 C28 C29 118.4(4) . . ?
C29 C28 C25 118.2(3) . . ?
C17 C22 H22 120.2 . . ?
C21 C22 C17 119.7(4) . . ?
C21 C22 H22 120.2 . . ?
C15 C16 N1 122.1(3) . . ?
C11 C16 N1 118.0(3) . . ?
C11 C16 C15 119.9(4) . . ?
C28 C33 H33 119.6 . . ?
C32 C33 C28 120.8(4) . . ?
C32 C33 H33 119.6 . . ?
C16 C11 O1 119.9(4) . . ?
C16 C11 C12 121.7(4) . . ?
C12 C11 O1 118.4(4) . . ?
C20 C21 C22 121.5(4) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.3(4) . . ?
C19 C18 H18 119.4 . . ?
C15 C14 H14 120.4 . . ?
C15 C14 C13 119.3(4) . . ?
C13 C14 H14 120.4 . . ?
C20 C19 H19 119.4 . . ?
C18 C19 C20 121.1(4) . . ?
C18 C19 H19 119.4 . . ?
C1 C6 C5 117.7(4) . . ?
C7 C6 C1 123.3(4) . . ?
C7 C6 C5 119.0(4) . . ?
C11 C12 H12 120.8 . . ?
C11 C12 C13 118.3(4) . . ?
C13 C12 H12 120.8 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.1(4) . . ?
C30 C29 H29 119.9 . . ?
C10 C5 C6 117.6(4) . . ?
C10 C5 C4 122.9(4) . . ?
C4 C5 C6 119.4(4) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.1(4) . . ?
C8 C7 H7 119.9 . . ?
C33 C32 H32 120.0 . . ?
C33 C32 C31 120.0(4) . . ?
C31 C32 H32 120.0 . . ?
C2 C3 H3 120.9 . . ?
C4 C3 C2 118.3(4) . . ?
C4 C3 H3 120.9 . . ?
C14 C13 H13 119.5 . . ?
C12 C13 C14 121.0(4) . . ?
C12 C13 H13 119.5 . . ?
C29 C30 H30 119.6 . . ?
C31 C30 C29 120.9(4) . . ?
C31 C30 H30 119.6 . . ?
C5 C10 H10 118.7 . . ?
C9 C10 C5 122.7(4) . . ?
C9 C10 H10 118.7 . . ?
C5 C4 H4 119.3 . . ?
C3 C4 C5 121.4(4) . . ?
C3 C4 H4 119.3 . . ?
C32 C31 H31 120.1 . . ?
C30 C31 C32 119.7(4) . . ?
C30 C31 H31 120.1 . . ?
C7 C8 H8 119.7 . . ?
C7 C8 C9 120.7(5) . . ?
C9 C8 H8 119.7 . . ?
C10 C9 C8 119.8(4) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C2 C1 N1 7.3(5) . . . . ?
O1 C2 C1 C6 -169.0(3) . . . . ?
O1 C2 C3 C4 176.0(3) . . . . ?
O1 C11 C12 C13 179.5(3) . . . . ?
N3 N4 C27 N5 0.0(4) . . . . ?
N3 C25 C24 C23 1.2(5) . . . . ?
N3 C25 C28 C33 30.9(5) . . . . ?
N3 C25 C28 C29 -149.5(3) . . . . ?
N4 N3 C25 C24 -179.4(3) . . . . ?
N4 N3 C25 C28 -0.4(5) . . . . ?
N4 N3 C26 N2 179.8(3) . . . . ?
N4 N3 C26 N5 0.4(4) . . . . ?
N2 C23 C24 C25 2.0(5) . . . . ?
N1 C17 C22 C21 -179.1(3) . . . . ?
N1 C17 C18 C19 177.9(3) . . . . ?
N1 C1 C6 C5 174.5(3) . . . . ?
N1 C1 C6 C7 -8.5(5) . . . . ?
N1 C16 C11 O1 -0.2(5) . . . . ?
N1 C16 C11 C12 -179.7(3) . . . . ?
C25 N3 N4 C27 175.8(3) . . . . ?
C25 N3 C26 N2 3.4(5) . . . . ?
C25 N3 C26 N5 -175.9(3) . . . . ?
C25 C28 C33 C32 177.8(4) . . . . ?
C25 C28 C29 C30 -178.4(4) . . . . ?
C20 C23 C24 C25 179.7(3) . . . . ?
C17 N1 C1 C2 103.7(4) . . . . ?
C17 N1 C1 C6 -80.0(4) . . . . ?
C17 N1 C16 C15 73.6(4) . . . . ?
C17 N1 C16 C11 -106.9(4) . . . . ?
C17 C22 C21 C20 1.5(5) . . . . ?
C17 C18 C19 C20 0.9(6) . . . . ?
C26 N3 N4 C27 -0.2(4) . . . . ?
C26 N3 C25 C24 -3.7(5) . . . . ?
C26 N3 C25 C28 175.3(3) . . . . ?
C26 N2 C23 C20 179.7(3) . . . . ?
C26 N2 C23 C24 -2.5(5) . . . . ?
C26 N5 C27 N4 0.3(4) . . . . ?
C23 N2 C26 N3 -0.1(5) . . . . ?
C23 N2 C26 N5 179.2(3) . . . . ?
C23 C20 C21 C22 178.4(3) . . . . ?
C23 C20 C19 C18 -179.6(3) . . . . ?
C2 O1 C11 C16 -33.1(4) . . . . ?
C2 O1 C11 C12 146.4(3) . . . . ?
C2 C1 C6 C5 -9.3(5) . . . . ?
C2 C1 C6 C7 167.6(3) . . . . ?
C2 C3 C4 C5 -4.3(6) . . . . ?
C27 N5 C26 N3 -0.4(4) . . . . ?
C27 N5 C26 N2 -179.7(3) . . . . ?
C15 C16 C11 O1 179.3(3) . . . . ?
C15 C16 C11 C12 -0.3(5) . . . . ?
C15 C14 C13 C12 0.6(5) . . . . ?
C1 N1 C17 C22 -147.0(3) . . . . ?
C1 N1 C17 C18 33.7(5) . . . . ?
C1 N1 C16 C15 -143.6(3) . . . . ?
C1 N1 C16 C11 35.8(4) . . . . ?
C1 C2 C3 C4 -2.6(5) . . . . ?
C1 C6 C5 C10 178.6(3) . . . . ?
C1 C6 C5 C4 2.7(5) . . . . ?
C1 C6 C7 C8 -175.8(4) . . . . ?
C24 C25 C28 C33 -150.1(4) . . . . ?
C24 C25 C28 C29 29.4(5) . . . . ?
C28 C25 C24 C23 -177.8(3) . . . . ?
C28 C33 C32 C31 0.9(6) . . . . ?
C28 C29 C30 C31 0.2(6) . . . . ?
C22 C17 C18 C19 -1.5(6) . . . . ?
C16 N1 C17 C22 -7.4(5) . . . . ?
C16 N1 C17 C18 173.3(3) . . . . ?
C16 N1 C1 C2 -39.4(4) . . . . ?
C16 N1 C1 C6 136.8(3) . . . . ?
C16 C15 C14 C13 -1.8(5) . . . . ?
C16 C11 C12 C13 -0.9(5) . . . . ?
C33 C28 C29 C30 1.2(6) . . . . ?
C33 C32 C31 C30 0.5(7) . . . . ?
C11 O1 C2 C1 29.8(4) . . . . ?
C11 O1 C2 C3 -148.9(3) . . . . ?
C11 C12 C13 C14 0.8(5) . . . . ?
C21 C20 C23 N2 9.0(5) . . . . ?
C21 C20 C23 C24 -168.8(3) . . . . ?
C21 C20 C19 C18 0.8(5) . . . . ?
C18 C17 C22 C21 0.3(5) . . . . ?
C14 C15 C16 N1 -178.9(3) . . . . ?
C14 C15 C16 C11 1.7(5) . . . . ?
C19 C20 C23 N2 -170.6(3) . . . . ?
C19 C20 C23 C24 11.6(5) . . . . ?
C19 C20 C21 C22 -2.0(5) . . . . ?
C6 C5 C10 C9 -2.9(6) . . . . ?
C6 C5 C4 C3 4.1(6) . . . . ?
C6 C7 C8 C9 -2.6(6) . . . . ?
C29 C28 C33 C32 -1.7(6) . . . . ?
C29 C30 C31 C32 -1.1(7) . . . . ?
C5 C6 C7 C8 1.1(6) . . . . ?
C5 C10 C9 C8 1.5(7) . . . . ?
C7 C6 C5 C10 1.5(5) . . . . ?
C7 C6 C5 C4 -174.4(3) . . . . ?
C7 C8 C9 C10 1.4(7) . . . . ?
C3 C2 C1 N1 -174.1(3) . . . . ?
C3 C2 C1 C6 9.6(5) . . . . ?
C10 C5 C4 C3 -171.6(4) . . . . ?
C4 C5 C10 C9 172.8(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.250 -0.928 0.250 434.8 111.5 ?
2 -0.250 -0.020 0.750 434.8 111.5 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.839
_oxdiff_exptl_absorpt_empirical_full_min 0.788
####################################################################### 
# 
# 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_yw46t-2
_database_code_depnum_ccdc_archive 'CCDC 1994908'
loop_
_audit_author_name
_audit_author_address
'Wei Yang'
;Wuhan University
China
;
_audit_update_record             
;
2020-04-05 deposited with the CCDC.	2020-05-26 downloaded from the CCDC.
;
_audit_creation_date             2019-10-22
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.10.11 svn.r3662 for OlexSys, GUI svn.r5962)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H Cl3, C33 H21 N5 O'
_chemical_formula_sum            'C34 H22 Cl3 N5 O'
_chemical_formula_weight         622.91
_chemical_absolute_configuration ad
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.7716(3)
_cell_length_b                   6.9566(2)
_cell_length_c                   17.3812(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.546(3)
_cell_angle_gamma                90
_cell_volume                     1416.69(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4297
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.3860
_cell_measurement_theta_min      2.5140
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.241
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71322
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            5519
_diffrn_reflns_point_group_measured_fraction_full 0.725
_diffrn_reflns_point_group_measured_fraction_max 0.694
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.659
_diffrn_reflns_theta_min         2.554
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  33.00   1.00    1.00    --  -40.98  37.00  30.00   98
  2  ω     59.00  84.00   1.00    1.00    --   40.98-125.00-180.00   25
  3  ω     70.00  96.00   1.00    1.00    --   40.98-125.00 -30.00   26
  4  ω     43.00  69.00   1.00    1.00    --  106.95 -94.00 -30.00   26
  5  ω     38.00 134.00   1.00    1.00    --  106.95 -30.00 150.00   96
  6  ω     78.00 166.00   1.00    1.00    --  106.95  61.00 -30.00   88
  7  ω     98.00 177.00   1.00    1.00    --  106.95 125.00-150.00   79
  8  ω    115.00 148.00   1.00    1.00    --  106.95 125.00-180.00   33
  9  ω     25.00 109.00   1.00    1.00    --  106.95 -94.00 150.00   84
 10  ω   -110.00 -18.00   1.00    1.00    --  -40.98 -37.00-150.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1182282000
_diffrn_orient_matrix_UB_12      -0.0658039000
_diffrn_orient_matrix_UB_13      0.0207405000
_diffrn_orient_matrix_UB_21      -0.0183416000
_diffrn_orient_matrix_UB_22      -0.1106847000
_diffrn_orient_matrix_UB_23      -0.0768567000
_diffrn_orient_matrix_UB_31      0.0545555000
_diffrn_orient_matrix_UB_32      -0.1803429000
_diffrn_orient_matrix_UB_33      0.0397659000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.317
_reflns_Friedel_fraction_full    0.399
_reflns_Friedel_fraction_max     0.365
_reflns_number_gt                3849
_reflns_number_total             3971
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 
;
 Flack x determined using 894 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.040(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         3971
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0323
_refine_ls_restrained_S_all      1.042
_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)+(0.0395P)²+0.5294P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0859
_refine_ls_wR_factor_ref         0.0871
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C1S(H1S)
2.b Aromatic/amide H refined with riding coordinates:
 C30(H30), C31(H31), C21(H21), C16(H16), C19(H19), C24(H24), C18(H18),
 C33(H33), C34(H34), C32(H32), C15(H15), C7(H7), C14(H14), C5(H5), C10(H10),
 C28(H28), C22(H22), C6(H6), C13(H13), C9(H9), C8(H8)
;
_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
Cl1 Cl 0.72418(6) 0.38883(13) 0.78161(4) 0.02590(18) Uani 1 1 d . . . . .
Cl2 Cl 0.54722(7) 0.17632(14) 0.84979(5) 0.0340(2) Uani 1 1 d . . . . .
Cl3 Cl 0.52613(7) 0.58702(14) 0.82730(6) 0.0357(2) Uani 1 1 d . . . . .
O1 O -0.06413(18) 0.7002(3) 0.18758(12) 0.0216(5) Uani 1 1 d . . . . .
N3 N 0.35049(19) 0.2973(4) 0.52373(13) 0.0151(5) Uani 1 1 d . . . . .
N1 N 0.05450(19) 0.3584(4) 0.18992(13) 0.0154(5) Uani 1 1 d . . . . .
N5 N 0.5413(2) 0.2915(4) 0.58688(13) 0.0173(5) Uani 1 1 d . . . . .
N2 N 0.24167(19) 0.3185(4) 0.54426(14) 0.0181(6) Uani 1 1 d . . . . .
N4 N 0.3707(2) 0.3178(5) 0.65177(14) 0.0218(6) Uani 1 1 d . . . . .
C23 C 0.3853(2) 0.2834(5) 0.45058(16) 0.0148(6) Uani 1 1 d . . . . .
C30 C 0.7770(2) 0.2373(5) 0.57792(18) 0.0196(6) Uani 1 1 d . . . . .
H30 H 0.747228 0.204041 0.623736 0.023 Uiso 1 1 calc R U . . .
C26 C 0.4277(2) 0.2996(5) 0.58940(16) 0.0162(6) Uani 1 1 d . . . . .
C17 C 0.1375(2) 0.3290(5) 0.25387(16) 0.0156(6) Uani 1 1 d . . . . .
C29 C 0.7034(2) 0.2844(5) 0.51261(16) 0.0166(6) Uani 1 1 d . . . . .
C25 C 0.5781(2) 0.2834(5) 0.51684(16) 0.0154(6) Uani 1 1 d . . . . .
C31 C 0.8945(2) 0.2398(5) 0.57466(19) 0.0214(7) Uani 1 1 d . . . . .
H31 H 0.942908 0.206016 0.618010 0.026 Uiso 1 1 calc R U . . .
C11 C -0.0642(2) 0.3564(5) 0.20399(15) 0.0163(6) Uani 1 1 d . . . . .
C21 C 0.3295(2) 0.3742(5) 0.31452(15) 0.0158(6) Uani 1 1 d . . . . .
H21 H 0.403425 0.419275 0.311961 0.019 Uiso 1 1 calc R U . . .
C20 C 0.3004(2) 0.2863(5) 0.38260(16) 0.0154(6) Uani 1 1 d . . . . .
C16 C -0.1231(2) 0.1893(5) 0.21718(16) 0.0185(6) Uani 1 1 d . . . . .
H16 H -0.087038 0.070662 0.215683 0.022 Uiso 1 1 calc R U . . .
C19 C 0.1905(2) 0.2134(5) 0.38359(16) 0.0168(6) Uani 1 1 d . . . . .
H19 H 0.170285 0.151598 0.427719 0.020 Uiso 1 1 calc R U . . .
C1 C 0.0169(2) 0.6723(5) 0.13529(16) 0.0190(6) Uani 1 1 d . . . . .
C24 C 0.5014(2) 0.2743(5) 0.44843(16) 0.0159(6) Uani 1 1 d . . . . .
H24 H 0.530847 0.261745 0.400917 0.019 Uiso 1 1 calc R U . . .
C18 C 0.1107(2) 0.2312(5) 0.32018(16) 0.0176(6) Uani 1 1 d . . . . .
H18 H 0.038481 0.177771 0.321578 0.021 Uiso 1 1 calc R U . . .
C3 C 0.1518(2) 0.4722(5) 0.07608(16) 0.0185(6) Uani 1 1 d . . . . .
C33 C 0.8675(3) 0.3422(5) 0.44192(19) 0.0257(8) Uani 1 1 d . . . . .
H33 H 0.897748 0.379355 0.396704 0.031 Uiso 1 1 calc R U . . .
C34 C 0.7498(3) 0.3363(5) 0.44446(17) 0.0208(7) Uani 1 1 d . . . . .
H34 H 0.701679 0.367095 0.400590 0.025 Uiso 1 1 calc R U . . .
C32 C 0.9400(3) 0.2928(6) 0.5066(2) 0.0267(7) Uani 1 1 d . . . . .
H32 H 1.018703 0.295092 0.504638 0.032 Uiso 1 1 calc R U . . .
C15 C -0.2374(2) 0.2000(6) 0.23278(17) 0.0215(7) Uani 1 1 d . . . . .
H15 H -0.276711 0.088413 0.243096 0.026 Uiso 1 1 calc R U . . .
C2 C 0.0759(2) 0.5036(5) 0.13432(16) 0.0160(6) Uani 1 1 d . . . . .
C4 C 0.1711(3) 0.6274(5) 0.02525(17) 0.0226(7) Uani 1 1 d . . . . .
C7 C 0.2485(3) 0.6000(6) -0.03117(18) 0.0278(8) Uani 1 1 d . . . . .
H7 H 0.263535 0.700772 -0.063844 0.033 Uiso 1 1 calc R U . . .
C14 C -0.2921(2) 0.3768(6) 0.23288(16) 0.0228(7) Uani 1 1 d . . . . .
H14 H -0.367892 0.382857 0.243670 0.027 Uiso 1 1 calc R U . . .
C5 C 0.1104(3) 0.8023(5) 0.03054(17) 0.0241(7) Uani 1 1 d . . . . .
H5 H 0.123452 0.903277 -0.002522 0.029 Uiso 1 1 calc R U . . .
C10 C 0.2082(2) 0.2965(5) 0.06737(16) 0.0205(7) Uani 1 1 d . . . . .
H10 H 0.196072 0.194618 0.100242 0.025 Uiso 1 1 calc R U . . .
C28 C 0.2611(2) 0.3289(5) 0.62056(17) 0.0207(7) Uani 1 1 d . . . . .
H28 H 0.201475 0.343353 0.651514 0.025 Uiso 1 1 calc R U . . .
C22 C 0.2497(2) 0.3946(5) 0.25109(16) 0.0169(6) Uani 1 1 d . . . . .
H22 H 0.270657 0.452226 0.206304 0.020 Uiso 1 1 calc R U . . .
C12 C -0.1210(3) 0.5317(5) 0.20305(17) 0.0188(7) Uani 1 1 d . . . . .
C6 C 0.0326(3) 0.8243(5) 0.08383(18) 0.0239(7) Uani 1 1 d . . . . .
H6 H -0.009002 0.937538 0.085927 0.029 Uiso 1 1 calc R U . . .
C13 C -0.2350(3) 0.5446(5) 0.21705(17) 0.0223(7) Uani 1 1 d . . . . .
H13 H -0.272091 0.662785 0.215847 0.027 Uiso 1 1 calc R U . . .
C1S C 0.5771(2) 0.3713(6) 0.78973(18) 0.0251(7) Uani 1 1 d . . . . .
H1S H 0.537713 0.349938 0.738153 0.030 Uiso 1 1 calc R U . . .
C9 C 0.2810(3) 0.2734(6) 0.01095(19) 0.0278(8) Uani 1 1 d . . . . .
H9 H 0.316834 0.155828 0.005217 0.033 Uiso 1 1 calc R U . . .
C8 C 0.3014(3) 0.4275(6) -0.03816(18) 0.0303(9) Uani 1 1 d . . . . .
H8 H 0.351545 0.411565 -0.075863 0.036 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1S 1.755(3) . ?
Cl2 C1S 1.768(4) . ?
Cl3 C1S 1.764(4) . ?
O1 C1 1.394(4) . ?
O1 C12 1.389(4) . ?
N3 N2 1.370(3) . ?
N3 C23 1.376(4) . ?
N3 C26 1.389(3) . ?
N1 C17 1.422(3) . ?
N1 C11 1.441(3) . ?
N1 C2 1.437(4) . ?
N5 C26 1.343(4) . ?
N5 C25 1.332(4) . ?
N2 C28 1.326(4) . ?
N4 C26 1.335(4) . ?
N4 C28 1.353(4) . ?
C23 C20 1.472(4) . ?
C23 C24 1.373(4) . ?
C30 H30 0.9300 . ?
C30 C29 1.399(4) . ?
C30 C31 1.389(4) . ?
C17 C18 1.401(4) . ?
C17 C22 1.402(4) . ?
C29 C25 1.485(4) . ?
C29 C34 1.399(4) . ?
C25 C24 1.423(4) . ?
C31 H31 0.9300 . ?
C31 C32 1.394(5) . ?
C11 C16 1.384(5) . ?
C11 C12 1.390(5) . ?
C21 H21 0.9300 . ?
C21 C20 1.403(4) . ?
C21 C22 1.385(4) . ?
C20 C19 1.392(4) . ?
C16 H16 0.9300 . ?
C16 C15 1.399(4) . ?
C19 H19 0.9300 . ?
C19 C18 1.383(4) . ?
C1 C2 1.365(5) . ?
C1 C6 1.408(5) . ?
C24 H24 0.9300 . ?
C18 H18 0.9300 . ?
C3 C2 1.430(4) . ?
C3 C4 1.427(5) . ?
C3 C10 1.407(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.391(4) . ?
C33 C32 1.388(5) . ?
C34 H34 0.9300 . ?
C32 H32 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.389(5) . ?
C4 C7 1.415(5) . ?
C4 C5 1.418(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.362(6) . ?
C14 H14 0.9300 . ?
C14 C13 1.388(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.373(5) . ?
C10 H10 0.9300 . ?
C10 C9 1.373(4) . ?
C28 H28 0.9300 . ?
C22 H22 0.9300 . ?
C12 C13 1.390(4) . ?
C6 H6 0.9300 . ?
C13 H13 0.9300 . ?
C1S H1S 0.9800 . ?
C9 H9 0.9300 . ?
C9 C8 1.405(5) . ?
C8 H8 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
C12 O1 C1 112.4(3) . . ?
N2 N3 C23 128.1(2) . . ?
N2 N3 C26 109.8(2) . . ?
C23 N3 C26 122.0(2) . . ?
C17 N1 C11 118.0(2) . . ?
C17 N1 C2 118.3(2) . . ?
C2 N1 C11 110.9(2) . . ?
C25 N5 C26 116.3(2) . . ?
C28 N2 N3 101.0(2) . . ?
C26 N4 C28 102.4(2) . . ?
N3 C23 C20 120.1(2) . . ?
C24 C23 N3 114.5(2) . . ?
C24 C23 C20 125.4(3) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C31 C30 C29 120.3(3) . . ?
N5 C26 N3 123.2(3) . . ?
N4 C26 N3 109.1(2) . . ?
N4 C26 N5 127.6(2) . . ?
C18 C17 N1 121.3(2) . . ?
C18 C17 C22 118.3(2) . . ?
C22 C17 N1 120.3(3) . . ?
C30 C29 C25 120.0(3) . . ?
C34 C29 C30 119.0(3) . . ?
C34 C29 C25 121.0(3) . . ?
N5 C25 C29 117.2(2) . . ?
N5 C25 C24 122.0(3) . . ?
C24 C25 C29 120.8(3) . . ?
C30 C31 H31 119.9 . . ?
C30 C31 C32 120.3(3) . . ?
C32 C31 H31 119.9 . . ?
C16 C11 N1 123.1(3) . . ?
C16 C11 C12 119.3(3) . . ?
C12 C11 N1 117.6(3) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C22 C21 C20 120.9(3) . . ?
C21 C20 C23 118.8(3) . . ?
C19 C20 C23 123.0(3) . . ?
C19 C20 C21 118.2(2) . . ?
C11 C16 H16 120.2 . . ?
C11 C16 C15 119.6(3) . . ?
C15 C16 H16 120.2 . . ?
C20 C19 H19 119.4 . . ?
C18 C19 C20 121.2(3) . . ?
C18 C19 H19 119.4 . . ?
O1 C1 C6 116.7(3) . . ?
C2 C1 O1 120.6(3) . . ?
C2 C1 C6 122.7(3) . . ?
C23 C24 C25 121.9(3) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 H24 119.1 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.6(3) . . ?
C19 C18 H18 119.7 . . ?
C4 C3 C2 118.1(3) . . ?
C10 C3 C2 122.9(3) . . ?
C10 C3 C4 119.1(3) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C32 C33 C34 120.2(3) . . ?
C29 C34 H34 119.8 . . ?
C33 C34 C29 120.4(3) . . ?
C33 C34 H34 119.8 . . ?
C31 C32 H32 120.1 . . ?
C33 C32 C31 119.7(3) . . ?
C33 C32 H32 120.1 . . ?
C16 C15 H15 119.9 . . ?
C14 C15 C16 120.1(3) . . ?
C14 C15 H15 119.9 . . ?
C1 C2 N1 118.3(3) . . ?
C1 C2 C3 119.6(3) . . ?
C3 C2 N1 122.1(3) . . ?
C7 C4 C3 118.6(3) . . ?
C7 C4 C5 121.5(3) . . ?
C5 C4 C3 119.8(3) . . ?
C4 C7 H7 119.6 . . ?
C8 C7 C4 120.7(3) . . ?
C8 C7 H7 119.6 . . ?
C15 C14 H14 119.6 . . ?
C13 C14 C15 120.7(3) . . ?
C13 C14 H14 119.6 . . ?
C4 C5 H5 119.6 . . ?
C6 C5 C4 120.8(3) . . ?
C6 C5 H5 119.6 . . ?
C3 C10 H10 119.6 . . ?
C9 C10 C3 120.8(3) . . ?
C9 C10 H10 119.6 . . ?
N2 C28 N4 117.6(3) . . ?
N2 C28 H28 121.2 . . ?
N4 C28 H28 121.2 . . ?
C17 C22 H22 119.7 . . ?
C21 C22 C17 120.5(3) . . ?
C21 C22 H22 119.7 . . ?
O1 C12 C11 120.2(3) . . ?
O1 C12 C13 118.1(3) . . ?
C11 C12 C13 121.8(3) . . ?
C1 C6 H6 120.6 . . ?
C5 C6 C1 118.8(3) . . ?
C5 C6 H6 120.6 . . ?
C14 C13 C12 118.3(3) . . ?
C14 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
Cl1 C1S Cl2 110.78(19) . . ?
Cl1 C1S Cl3 110.1(2) . . ?
Cl1 C1S H1S 108.7 . . ?
Cl2 C1S H1S 108.7 . . ?
Cl3 C1S Cl2 109.87(17) . . ?
Cl3 C1S H1S 108.7 . . ?
C10 C9 H9 120.0 . . ?
C10 C9 C8 120.0(4) . . ?
C8 C9 H9 120.0 . . ?
C7 C8 C9 120.8(3) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 N1 -1.8(4) . . . . ?
O1 C1 C2 C3 174.9(3) . . . . ?
O1 C1 C6 C5 -179.1(3) . . . . ?
O1 C12 C13 C14 -179.7(3) . . . . ?
N3 N2 C28 N4 0.3(4) . . . . ?
N3 C23 C20 C21 145.6(3) . . . . ?
N3 C23 C20 C19 -31.5(5) . . . . ?
N3 C23 C24 C25 -1.4(5) . . . . ?
N1 C17 C18 C19 -176.3(3) . . . . ?
N1 C17 C22 C21 177.0(3) . . . . ?
N1 C11 C16 C15 178.0(2) . . . . ?
N1 C11 C12 O1 1.1(4) . . . . ?
N1 C11 C12 C13 -179.1(2) . . . . ?
N5 C25 C24 C23 3.5(5) . . . . ?
N2 N3 C23 C20 -1.4(5) . . . . ?
N2 N3 C23 C24 176.4(3) . . . . ?
N2 N3 C26 N5 -176.5(3) . . . . ?
N2 N3 C26 N4 1.2(4) . . . . ?
C23 N3 N2 C28 -178.3(3) . . . . ?
C23 N3 C26 N5 1.1(5) . . . . ?
C23 N3 C26 N4 178.8(3) . . . . ?
C23 C20 C19 C18 175.3(3) . . . . ?
C30 C29 C25 N5 18.7(5) . . . . ?
C30 C29 C25 C24 -161.3(3) . . . . ?
C30 C29 C34 C33 -0.4(5) . . . . ?
C30 C31 C32 C33 -0.3(6) . . . . ?
C26 N3 N2 C28 -0.9(3) . . . . ?
C26 N3 C23 C20 -178.5(3) . . . . ?
C26 N3 C23 C24 -0.7(4) . . . . ?
C26 N5 C25 C29 177.0(3) . . . . ?
C26 N5 C25 C24 -3.0(5) . . . . ?
C26 N4 C28 N2 0.4(4) . . . . ?
C17 N1 C11 C16 -75.2(4) . . . . ?
C17 N1 C11 C12 105.7(3) . . . . ?
C17 N1 C2 C1 -105.0(3) . . . . ?
C17 N1 C2 C3 78.4(4) . . . . ?
C29 C30 C31 C32 1.2(5) . . . . ?
C29 C25 C24 C23 -176.5(3) . . . . ?
C25 N5 C26 N3 0.8(5) . . . . ?
C25 N5 C26 N4 -176.5(3) . . . . ?
C25 C29 C34 C33 178.1(3) . . . . ?
C31 C30 C29 C25 -179.3(3) . . . . ?
C31 C30 C29 C34 -0.8(5) . . . . ?
C11 N1 C17 C18 24.0(4) . . . . ?
C11 N1 C17 C22 -157.3(3) . . . . ?
C11 N1 C2 C1 36.0(3) . . . . ?
C11 N1 C2 C3 -140.5(3) . . . . ?
C11 C16 C15 C14 1.8(4) . . . . ?
C11 C12 C13 C14 0.5(4) . . . . ?
C21 C20 C19 C18 -1.8(5) . . . . ?
C20 C23 C24 C25 176.2(3) . . . . ?
C20 C21 C22 C17 0.5(5) . . . . ?
C20 C19 C18 C17 -2.1(5) . . . . ?
C16 C11 C12 O1 -178.0(3) . . . . ?
C16 C11 C12 C13 1.7(4) . . . . ?
C16 C15 C14 C13 0.5(4) . . . . ?
C1 O1 C12 C11 33.6(4) . . . . ?
C1 O1 C12 C13 -146.2(3) . . . . ?
C24 C23 C20 C21 -32.0(5) . . . . ?
C24 C23 C20 C19 151.0(3) . . . . ?
C18 C17 C22 C21 -4.3(5) . . . . ?
C3 C4 C7 C8 1.7(4) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C3 C10 C9 C8 1.1(5) . . . . ?
C34 C29 C25 N5 -159.8(3) . . . . ?
C34 C29 C25 C24 20.2(5) . . . . ?
C34 C33 C32 C31 -0.9(6) . . . . ?
C32 C33 C34 C29 1.3(5) . . . . ?
C15 C14 C13 C12 -1.6(4) . . . . ?
C2 N1 C17 C18 162.3(3) . . . . ?
C2 N1 C17 C22 -19.0(4) . . . . ?
C2 N1 C11 C16 143.6(3) . . . . ?
C2 N1 C11 C12 -35.5(3) . . . . ?
C2 C1 C6 C5 -0.1(5) . . . . ?
C2 C3 C4 C7 178.2(3) . . . . ?
C2 C3 C4 C5 -3.7(4) . . . . ?
C2 C3 C10 C9 -179.5(3) . . . . ?
C4 C3 C2 N1 -177.6(2) . . . . ?
C4 C3 C2 C1 5.8(4) . . . . ?
C4 C3 C10 C9 0.1(4) . . . . ?
C4 C7 C8 C9 -0.6(5) . . . . ?
C4 C5 C6 C1 2.3(5) . . . . ?
C7 C4 C5 C6 177.7(3) . . . . ?
C5 C4 C7 C8 -176.4(3) . . . . ?
C10 C3 C2 N1 1.9(4) . . . . ?
C10 C3 C2 C1 -174.6(3) . . . . ?
C10 C3 C4 C7 -1.4(4) . . . . ?
C10 C3 C4 C5 176.7(3) . . . . ?
C10 C9 C8 C7 -0.8(5) . . . . ?
C28 N4 C26 N3 -1.0(4) . . . . ?
C28 N4 C26 N5 176.6(3) . . . . ?
C22 C17 C18 C19 5.0(5) . . . . ?
C22 C21 C20 C23 -174.7(3) . . . . ?
C22 C21 C20 C19 2.5(5) . . . . ?
C12 O1 C1 C2 -33.6(4) . . . . ?
C12 O1 C1 C6 145.4(3) . . . . ?
C12 C11 C16 C15 -2.9(4) . . . . ?
C6 C1 C2 N1 179.3(3) . . . . ?
C6 C1 C2 C3 -4.0(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.671
_oxdiff_exptl_absorpt_empirical_full_min 0.719
####################################################################### 
# 
# 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_lcl-g
_database_code_depnum_ccdc_archive 'CCDC 1994909'
loop_
_audit_author_name
_audit_author_address
'Wei Yang'
;Wuhan University
China
;
_audit_update_record             
;
2020-04-05 deposited with the CCDC.	2020-05-26 downloaded from the CCDC.
;
_audit_creation_date             2019-05-09
_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         'C49 H30 N6 O2'
_chemical_formula_sum            'C49 H30 N6 O2'
_chemical_formula_weight         734.79
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   14.9283(2)
_cell_length_b                   14.0812(3)
_cell_length_c                   21.4884(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.7550(10)
_cell_angle_gamma                90
_cell_volume                     4501.50(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7303
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.5230
_cell_measurement_theta_min      3.4430
_shelx_estimated_absorpt_T_max   0.953
_shelx_estimated_absorpt_T_min   0.943
_exptl_absorpt_coefficient_mu    0.539
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            18276
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.621
_diffrn_reflns_theta_min         3.474
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00 -25.00   1.00    1.00    --  -40.98  38.00-120.00   40
  2  ω    -89.00  -3.00   1.00    1.00    --  -40.98 125.00 -60.00   86
  3  ω   -113.00 -14.00   1.00    1.00    --  -40.98 -57.00-150.00   99
  4  ω     44.00  76.00   1.00    1.00    --   40.98-125.00-180.00   32
  5  ω     62.00  87.00   1.00    1.80    --  106.95 -30.00 -30.00   25
  6  ω     48.00 100.00   1.00    1.80    --  106.95 -94.00  60.00   52
  7  ω     45.00 140.00   1.00    1.80    --  106.95 -77.00 120.00   95
  8  ω     90.00 153.00   1.00    1.80    --  106.95  61.00 150.00   63
  9  ω     95.00 147.00   1.00    1.80    --  106.95 125.00 150.00   52
 10  ω     84.00 178.00   1.00    1.80    --  106.95  45.00 -90.00   94
 11  ω     31.00 102.00   1.00    1.80    --  106.95-109.00  18.00   71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0116715000
_diffrn_orient_matrix_UB_12      -0.0426581000
_diffrn_orient_matrix_UB_13      -0.0648151000
_diffrn_orient_matrix_UB_21      -0.0298908000
_diffrn_orient_matrix_UB_22      -0.0976641000
_diffrn_orient_matrix_UB_23      0.0230578000
_diffrn_orient_matrix_UB_31      -0.0985340000
_diffrn_orient_matrix_UB_32      0.0245251000
_diffrn_orient_matrix_UB_33      -0.0209812000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7107
_reflns_number_total             8805
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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         0.247
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         8805
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0541
_refine_ls_restrained_S_all      1.049
_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)+(0.0882P)²+0.6836P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1529
_refine_ls_wR_factor_ref         0.1639
_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:
 C24(H24), C19(H19), C18(H18), C29(H29), C33(H33), C30(H30), C42(H42),
 C41(H41), C32(H32), C9(H9), C15(H15), C21(H21), C46(H46), C3(H3), C4(H4),
 C27(H27), C8(H8), C22(H22), C49(H49), C14(H14), C12(H12), C48(H48), C47(H47),
 C6(H6), C5(H5), C13(H13), C35(H35), C38(H38), C36(H36), C37(H37)
;
_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 0.04948(8) 0.66275(10) 0.53276(6) 0.0354(3) Uani 1 1 d . . . . .
O2 O 1.04958(8) 0.35149(10) 0.80010(6) 0.0371(3) Uani 1 1 d . . . . .
N4 N 0.72061(9) 0.53774(11) 0.51233(7) 0.0289(3) Uani 1 1 d . . . . .
N2 N 0.58286(9) 0.62306(11) 0.48775(7) 0.0301(3) Uani 1 1 d . . . . .
N1 N 0.20711(9) 0.70860(11) 0.60369(7) 0.0320(3) Uani 1 1 d . . . . .
N6 N 0.90717(9) 0.26216(11) 0.73493(7) 0.0329(3) Uani 1 1 d . . . . .
N5 N 0.80246(9) 0.52948(12) 0.48893(7) 0.0343(3) Uani 1 1 d . . . . .
N3 N 0.71146(10) 0.62854(12) 0.42747(7) 0.0373(4) Uani 1 1 d . . . . .
C20 C 0.46345(10) 0.61559(12) 0.55578(8) 0.0277(3) Uani 1 1 d . . . . .
C23 C 0.55387(10) 0.58745(12) 0.53971(8) 0.0273(3) Uani 1 1 d . . . . .
C26 C 0.66621(11) 0.59866(13) 0.47475(8) 0.0304(4) Uani 1 1 d . . . . .
C24 C 0.60779(10) 0.52543(12) 0.57917(8) 0.0274(3) Uani 1 1 d . . . . .
H24 H 0.584474 0.500753 0.614589 0.033 Uiso 1 1 calc R . . . .
C25 C 0.69313(10) 0.50098(12) 0.56650(8) 0.0276(3) Uani 1 1 d . . . . .
C19 C 0.41249(10) 0.68034(12) 0.51851(8) 0.0287(3) Uani 1 1 d . . . . .
H19 H 0.435510 0.704084 0.482733 0.034 Uiso 1 1 calc R . . . .
C45 C 0.90354(11) 0.28138(13) 0.80015(8) 0.0317(4) Uani 1 1 d . . . . .
C17 C 0.29199(10) 0.67642(13) 0.58694(8) 0.0300(4) Uani 1 1 d . . . . .
C18 C 0.32896(11) 0.70989(13) 0.53344(8) 0.0302(4) Uani 1 1 d . . . . .
H18 H 0.296631 0.752832 0.507492 0.036 Uiso 1 1 calc R . . . .
C1 C 0.16109(11) 0.77868(14) 0.56516(8) 0.0320(4) Uani 1 1 d . . . . .
C28 C 0.75190(10) 0.44026(12) 0.60795(8) 0.0285(3) Uani 1 1 d . . . . .
C16 C 0.14539(11) 0.64195(13) 0.62763(8) 0.0316(4) Uani 1 1 d . . . . .
C29 C 0.74171(11) 0.44227(13) 0.67204(8) 0.0307(4) Uani 1 1 d . . . . .
H29 H 0.700029 0.483531 0.687229 0.037 Uiso 1 1 calc R . . . .
C33 C 0.81571(10) 0.37813(13) 0.58705(8) 0.0315(4) Uani 1 1 d . . . . .
H33 H 0.824848 0.376253 0.544775 0.038 Uiso 1 1 calc R . . . .
C30 C 0.79205(11) 0.38451(13) 0.71320(8) 0.0318(4) Uani 1 1 d . . . . .
H30 H 0.784074 0.387530 0.755616 0.038 Uiso 1 1 calc R . . . .
C31 C 0.85473(11) 0.32166(13) 0.69194(8) 0.0302(4) Uani 1 1 d . . . . .
C2 C 0.19279(11) 0.87403(14) 0.56388(8) 0.0331(4) Uani 1 1 d . . . . .
C11 C 0.06866(11) 0.61750(14) 0.58972(8) 0.0329(4) Uani 1 1 d . . . . .
C40 C 0.97447(11) 0.32731(13) 0.83096(8) 0.0314(4) Uani 1 1 d . . . . .
C43 C 0.82818(11) 0.28047(13) 0.89668(8) 0.0326(4) Uani 1 1 d . . . . .
C42 C 0.90255(12) 0.32974(13) 0.92613(8) 0.0345(4) Uani 1 1 d . . . . .
H42 H 0.901875 0.347317 0.967807 0.041 Uiso 1 1 calc R . . . .
C41 C 0.97531(11) 0.35200(13) 0.89452(8) 0.0327(4) Uani 1 1 d . . . . .
H41 H 1.024604 0.382934 0.914593 0.039 Uiso 1 1 calc R . . . .
C10 C 0.08363(11) 0.75376(14) 0.53020(8) 0.0335(4) Uani 1 1 d . . . . .
C44 C 0.82917(12) 0.25373(13) 0.83259(8) 0.0330(4) Uani 1 1 d . . . . .
C32 C 0.86563(11) 0.31927(14) 0.62814(8) 0.0334(4) Uani 1 1 d . . . . .
H32 H 0.906993 0.277571 0.613024 0.040 Uiso 1 1 calc R . . . .
C9 C 0.03629(12) 0.81853(15) 0.49048(9) 0.0383(4) Uani 1 1 d . . . . .
H9 H -0.016524 0.800190 0.467646 0.046 Uiso 1 1 calc R . . . .
C15 C 0.15772(11) 0.60292(14) 0.68695(8) 0.0343(4) Uani 1 1 d . . . . .
H15 H 0.206362 0.621711 0.713994 0.041 Uiso 1 1 calc R . . . .
C7 C 0.14666(12) 0.93964(14) 0.52253(9) 0.0368(4) Uani 1 1 d . . . . .
C21 C 0.42534(11) 0.58119(15) 0.60815(9) 0.0377(4) Uani 1 1 d . . . . .
H21 H 0.457032 0.536835 0.633363 0.045 Uiso 1 1 calc R . . . .
C34 C 0.99723(12) 0.24057(14) 0.72071(8) 0.0360(4) Uani 1 1 d . . . . .
C46 C 0.75494(12) 0.20281(13) 0.80356(9) 0.0366(4) Uani 1 1 d . . . . .
H46 H 0.755272 0.184570 0.761988 0.044 Uiso 1 1 calc R . . . .
C3 C 0.26932(11) 0.90506(14) 0.60201(9) 0.0355(4) Uani 1 1 d . . . . .
H3 H 0.300139 0.862664 0.629197 0.043 Uiso 1 1 calc R . . . .
C4 C 0.29799(12) 0.99711(15) 0.59895(9) 0.0391(4) Uani 1 1 d . . . . .
H4 H 0.347719 1.017051 0.624548 0.047 Uiso 1 1 calc R . . . .
C27 C 0.79157(12) 0.58464(15) 0.43883(9) 0.0382(4) Uani 1 1 d . . . . .
H27 H 0.837396 0.592765 0.412511 0.046 Uiso 1 1 calc R . . . .
C8 C 0.06819(12) 0.90868(15) 0.48550(9) 0.0407(4) Uani 1 1 d . . . . .
H8 H 0.038386 0.950721 0.457551 0.049 Uiso 1 1 calc R . . . .
C22 C 0.34176(12) 0.61074(15) 0.62406(9) 0.0391(4) Uani 1 1 d . . . . .
H22 H 0.318665 0.586631 0.659711 0.047 Uiso 1 1 calc R . . . .
C49 C 0.75223(12) 0.25533(14) 0.92838(9) 0.0378(4) Uani 1 1 d . . . . .
H49 H 0.750539 0.272020 0.970136 0.045 Uiso 1 1 calc R . . . .
C14 C 0.09789(12) 0.53615(15) 0.70598(9) 0.0393(4) Uani 1 1 d . . . . .
H14 H 0.106767 0.509580 0.745639 0.047 Uiso 1 1 calc R . . . .
C39 C 1.06767(12) 0.29041(15) 0.75238(9) 0.0388(4) Uani 1 1 d . . . . .
C12 C 0.00864(11) 0.54999(14) 0.60768(9) 0.0386(4) Uani 1 1 d . . . . .
H12 H -0.041171 0.532820 0.581199 0.046 Uiso 1 1 calc R . . . .
C48 C 0.68118(13) 0.20702(15) 0.89903(10) 0.0417(4) Uani 1 1 d . . . . .
H48 H 0.631711 0.191856 0.920701 0.050 Uiso 1 1 calc R . . . .
C47 C 0.68306(13) 0.18037(14) 0.83613(10) 0.0413(4) Uani 1 1 d . . . . .
H47 H 0.634864 0.147113 0.816481 0.050 Uiso 1 1 calc R . . . .
C6 C 0.17955(13) 1.03368(15) 0.52001(9) 0.0422(4) Uani 1 1 d . . . . .
H6 H 0.150737 1.076947 0.492437 0.051 Uiso 1 1 calc R . . . .
C5 C 0.25311(13) 1.06171(15) 0.55758(9) 0.0413(4) Uani 1 1 d . . . . .
H5 H 0.273541 1.123955 0.555724 0.050 Uiso 1 1 calc R . . . .
C13 C 0.02445(12) 0.50854(15) 0.66605(10) 0.0414(4) Uani 1 1 d . . . . .
H13 H -0.014342 0.461920 0.678599 0.050 Uiso 1 1 calc R . . . .
C35 C 1.01754(14) 0.17341(17) 0.67683(9) 0.0452(5) Uani 1 1 d . . . . .
H35 H 0.972134 0.135797 0.657557 0.054 Uiso 1 1 calc R . . . .
C38 C 1.15503(13) 0.28000(19) 0.73690(10) 0.0486(5) Uani 1 1 d . . . . .
H38 H 1.201138 0.315132 0.757561 0.058 Uiso 1 1 calc R . . . .
C36 C 1.10550(14) 0.16221(19) 0.66160(10) 0.0539(6) Uani 1 1 d . . . . .
H36 H 1.118679 0.117559 0.631805 0.065 Uiso 1 1 calc R . . . .
C37 C 1.17325(14) 0.2168(2) 0.69036(10) 0.0568(6) Uani 1 1 d . . . . .
H37 H 1.231510 0.211161 0.678453 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 C11 1.389(2) . ?
O1 C10 1.382(2) . ?
O2 C40 1.391(2) . ?
O2 C39 1.382(2) . ?
N4 N5 1.3642(19) . ?
N4 C26 1.392(2) . ?
N4 C25 1.368(2) . ?
N2 C23 1.329(2) . ?
N2 C26 1.342(2) . ?
N1 C17 1.420(2) . ?
N1 C1 1.427(2) . ?
N1 C16 1.440(2) . ?
N6 C45 1.433(2) . ?
N6 C31 1.431(2) . ?
N6 C34 1.436(2) . ?
N5 C27 1.327(2) . ?
N3 C26 1.334(2) . ?
N3 C27 1.350(2) . ?
C20 C23 1.475(2) . ?
C20 C19 1.397(2) . ?
C20 C21 1.390(2) . ?
C23 C24 1.420(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.369(2) . ?
C25 C28 1.471(2) . ?
C19 H19 0.9300 . ?
C19 C18 1.377(2) . ?
C45 C40 1.364(2) . ?
C45 C44 1.414(3) . ?
C17 C18 1.398(2) . ?
C17 C22 1.395(2) . ?
C18 H18 0.9300 . ?
C1 C2 1.425(3) . ?
C1 C10 1.371(2) . ?
C28 C29 1.398(2) . ?
C28 C33 1.395(2) . ?
C16 C11 1.393(2) . ?
C16 C15 1.386(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.378(2) . ?
C33 H33 0.9300 . ?
C33 C32 1.383(2) . ?
C30 H30 0.9300 . ?
C30 C31 1.392(2) . ?
C31 C32 1.394(2) . ?
C2 C7 1.420(3) . ?
C2 C3 1.419(3) . ?
C11 C12 1.383(3) . ?
C40 C41 1.408(2) . ?
C43 C42 1.413(3) . ?
C43 C44 1.429(3) . ?
C43 C49 1.415(3) . ?
C42 H42 0.9300 . ?
C42 C41 1.364(3) . ?
C41 H41 0.9300 . ?
C10 C9 1.400(3) . ?
C44 C46 1.420(3) . ?
C32 H32 0.9300 . ?
C9 H9 0.9300 . ?
C9 C8 1.363(3) . ?
C15 H15 0.9300 . ?
C15 C14 1.382(3) . ?
C7 C8 1.428(3) . ?
C7 C6 1.415(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.385(2) . ?
C34 C39 1.394(3) . ?
C34 C35 1.387(3) . ?
C46 H46 0.9300 . ?
C46 C47 1.366(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.368(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.403(3) . ?
C27 H27 0.9300 . ?
C8 H8 0.9300 . ?
C22 H22 0.9300 . ?
C49 H49 0.9300 . ?
C49 C48 1.369(3) . ?
C14 H14 0.9300 . ?
C14 C13 1.391(3) . ?
C39 C38 1.380(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(3) . ?
C48 H48 0.9300 . ?
C48 C47 1.405(3) . ?
C47 H47 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.366(3) . ?
C5 H5 0.9300 . ?
C13 H13 0.9300 . ?
C35 H35 0.9300 . ?
C35 C36 1.388(3) . ?
C38 H38 0.9300 . ?
C38 C37 1.383(3) . ?
C36 H36 0.9300 . ?
C36 C37 1.375(4) . ?
C37 H37 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
C10 O1 C11 114.25(14) . . ?
C39 O2 C40 114.58(15) . . ?
N5 N4 C26 109.63(14) . . ?
N5 N4 C25 128.49(14) . . ?
C25 N4 C26 121.68(14) . . ?
C23 N2 C26 116.77(14) . . ?
C17 N1 C1 118.06(14) . . ?
C17 N1 C16 119.57(14) . . ?
C1 N1 C16 111.50(13) . . ?
C45 N6 C34 111.11(13) . . ?
C31 N6 C45 117.24(14) . . ?
C31 N6 C34 117.29(15) . . ?
C27 N5 N4 101.31(14) . . ?
C26 N3 C27 102.40(15) . . ?
C19 C20 C23 120.45(15) . . ?
C21 C20 C23 122.69(15) . . ?
C21 C20 C19 116.86(15) . . ?
N2 C23 C20 117.62(15) . . ?
N2 C23 C24 121.73(15) . . ?
C24 C23 C20 120.65(15) . . ?
N2 C26 N4 122.89(15) . . ?
N3 C26 N4 109.16(14) . . ?
N3 C26 N2 127.91(16) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 C23 121.78(15) . . ?
C25 C24 H24 119.1 . . ?
N4 C25 C28 121.97(14) . . ?
C24 C25 N4 115.08(15) . . ?
C24 C25 C28 122.95(15) . . ?
C20 C19 H19 119.2 . . ?
C18 C19 C20 121.63(16) . . ?
C18 C19 H19 119.2 . . ?
C40 C45 N6 118.25(16) . . ?
C40 C45 C44 120.06(16) . . ?
C44 C45 N6 121.68(15) . . ?
C18 C17 N1 121.50(15) . . ?
C22 C17 N1 120.73(16) . . ?
C22 C17 C18 117.77(15) . . ?
C19 C18 C17 121.10(15) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C2 C1 N1 121.20(15) . . ?
C10 C1 N1 118.97(17) . . ?
C10 C1 C2 119.80(17) . . ?
C29 C28 C25 118.45(15) . . ?
C33 C28 C25 123.95(15) . . ?
C33 C28 C29 117.56(15) . . ?
C11 C16 N1 118.15(16) . . ?
C15 C16 N1 123.15(16) . . ?
C15 C16 C11 118.68(16) . . ?
C28 C29 H29 119.3 . . ?
C30 C29 C28 121.48(16) . . ?
C30 C29 H29 119.3 . . ?
C28 C33 H33 119.5 . . ?
C32 C33 C28 121.10(16) . . ?
C32 C33 H33 119.5 . . ?
C29 C30 H30 119.7 . . ?
C29 C30 C31 120.69(16) . . ?
C31 C30 H30 119.7 . . ?
C30 C31 N6 120.46(15) . . ?
C30 C31 C32 118.31(15) . . ?
C32 C31 N6 121.22(15) . . ?
C7 C2 C1 118.73(16) . . ?
C3 C2 C1 122.15(17) . . ?
C3 C2 C7 119.12(18) . . ?
O1 C11 C16 120.12(16) . . ?
C12 C11 O1 118.05(16) . . ?
C12 C11 C16 121.82(17) . . ?
O2 C40 C41 117.32(15) . . ?
C45 C40 O2 120.56(16) . . ?
C45 C40 C41 122.12(16) . . ?
C42 C43 C44 119.36(16) . . ?
C42 C43 C49 122.56(17) . . ?
C49 C43 C44 118.07(17) . . ?
C43 C42 H42 119.4 . . ?
C41 C42 C43 121.19(17) . . ?
C41 C42 H42 119.4 . . ?
C40 C41 H41 120.6 . . ?
C42 C41 C40 118.86(16) . . ?
C42 C41 H41 120.6 . . ?
O1 C10 C9 117.33(16) . . ?
C1 C10 O1 120.84(17) . . ?
C1 C10 C9 121.83(19) . . ?
C45 C44 C43 118.29(16) . . ?
C45 C44 C46 122.59(17) . . ?
C46 C44 C43 119.10(17) . . ?
C33 C32 C31 120.84(16) . . ?
C33 C32 H32 119.6 . . ?
C31 C32 H32 119.6 . . ?
C10 C9 H9 120.2 . . ?
C8 C9 C10 119.51(17) . . ?
C8 C9 H9 120.2 . . ?
C16 C15 H15 119.9 . . ?
C14 C15 C16 120.13(17) . . ?
C14 C15 H15 119.9 . . ?
C2 C7 C8 118.87(19) . . ?
C6 C7 C2 118.76(17) . . ?
C6 C7 C8 122.37(18) . . ?
C20 C21 H21 118.9 . . ?
C22 C21 C20 122.20(17) . . ?
C22 C21 H21 118.9 . . ?
C39 C34 N6 118.11(17) . . ?
C35 C34 N6 123.40(17) . . ?
C35 C34 C39 118.48(17) . . ?
C44 C46 H46 119.7 . . ?
C47 C46 C44 120.62(19) . . ?
C47 C46 H46 119.7 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.28(18) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.66(18) . . ?
C5 C4 H4 119.7 . . ?
N5 C27 N3 117.50(16) . . ?
N5 C27 H27 121.3 . . ?
N3 C27 H27 121.3 . . ?
C9 C8 C7 121.08(18) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C17 C22 H22 119.8 . . ?
C21 C22 C17 120.42(17) . . ?
C21 C22 H22 119.8 . . ?
C43 C49 H49 119.2 . . ?
C48 C49 C43 121.57(18) . . ?
C48 C49 H49 119.2 . . ?
C15 C14 H14 119.9 . . ?
C15 C14 C13 120.23(18) . . ?
C13 C14 H14 119.9 . . ?
O2 C39 C34 119.33(16) . . ?
C38 C39 O2 119.43(18) . . ?
C38 C39 C34 121.24(19) . . ?
C11 C12 H12 120.8 . . ?
C11 C12 C13 118.44(17) . . ?
C13 C12 H12 120.8 . . ?
C49 C48 H48 120.0 . . ?
C49 C48 C47 119.95(18) . . ?
C47 C48 H48 120.0 . . ?
C46 C47 C48 120.68(18) . . ?
C46 C47 H47 119.7 . . ?
C48 C47 H47 119.7 . . ?
C7 C6 H6 119.6 . . ?
C5 C6 C7 120.81(18) . . ?
C5 C6 H6 119.6 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.4(2) . . ?
C6 C5 H5 119.8 . . ?
C14 C13 H13 119.8 . . ?
C12 C13 C14 120.48(18) . . ?
C12 C13 H13 119.8 . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.1(2) . . ?
C36 C35 H35 119.9 . . ?
C39 C38 H38 120.4 . . ?
C39 C38 C37 119.3(2) . . ?
C37 C38 H38 120.4 . . ?
C35 C36 H36 119.8 . . ?
C37 C36 C35 120.4(2) . . ?
C37 C36 H36 119.8 . . ?
C38 C37 H37 119.9 . . ?
C36 C37 C38 120.21(19) . . ?
C36 C37 H37 119.9 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.323 -0.919 -0.323 1397.0 309.8 ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.473
_oxdiff_exptl_absorpt_empirical_full_min 0.537
