# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_20190483
_database_code_depnum_ccdc_archive 'CCDC 1941125'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2019-07-17 deposited with the CCDC.	2019-10-18 downloaded from the CCDC.
;
_audit_creation_date             2019-04-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H19 N O4'
_chemical_formula_sum            'C20 H19 N O4'
_chemical_formula_weight         337.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N4O4
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   5.85118(12)
_cell_length_b                   10.39130(17)
_cell_length_c                   28.5036(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.0443(18)
_cell_angle_gamma                90
_cell_volume                     1728.74(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2714
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.0280
_cell_measurement_theta_min      4.5130
_shelx_estimated_absorpt_T_max   0.923
_shelx_estimated_absorpt_T_min   0.903
_exptl_absorpt_coefficient_mu    0.740
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92263
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            6612
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         4.530
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -101.00  -52.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -57.0000  150.0000 98

#__ type_ start__ end____ width___ exp.time_
  2 omega  -60.00   26.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   77.0000  -30.0000 172

#__ type_ start__ end____ width___ exp.time_
  3 omega   36.00   92.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000  120.0000 112

#__ type_ start__ end____ width___ exp.time_
  4 omega    8.00   50.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000 -150.0000 84

#__ type_ start__ end____ width___ exp.time_
  5 omega   67.00  102.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   19.0000   60.0000 70

#__ type_ start__ end____ width___ exp.time_
  6 omega   57.00   93.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000 -180.0000 72

#__ type_ start__ end____ width___ exp.time_
  7 omega   77.00  106.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000 -150.0000 58

#__ type_ start__ end____ width___ exp.time_
  8 omega   42.00   76.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000  -90.0000 68

#__ type_ start__ end____ width___ exp.time_
  9 omega   76.00  107.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  150.0000 62

#__ type_ start__ end____ width___ exp.time_
 10 omega  153.00  178.00   0.5000   14.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   30.0000 50

#__ type_ start__ end____ width___ exp.time_
 11 omega   38.00   63.00   0.5000   14.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -120.0000 50

#__ type_ start__ end____ width___ exp.time_
 12 omega   43.00   93.00   0.5000   14.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -90.0000 100

#__ type_ start__ end____ width___ exp.time_
 13 omega   79.00  107.00   0.5000   14.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -120.0000 56

#__ type_ start__ end____ width___ exp.time_
 14 omega   42.00   82.00   0.5000   14.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -150.0000 80

#__ type_ start__ end____ width___ exp.time_
 15 omega  105.00  166.00   0.5000   14.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -120.0000 122

#__ type_ start__ end____ width___ exp.time_
 16 omega   38.00   88.00   0.5000   14.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 100

#__ type_ start__ end____ width___ exp.time_
 17 omega   97.00  148.00   0.5000   14.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000 -180.0000 102

#__ type_ start__ end____ width___ exp.time_
 18 omega   62.00   87.00   0.5000   14.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000 -180.0000 50

#__ type_ start__ end____ width___ exp.time_
 19 omega   75.00  102.00   0.5000   14.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -60.0000 54

#__ type_ start__ end____ width___ exp.time_
 20 omega   78.00  173.00   0.5000   14.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000   30.0000 190

#__ type_ start__ end____ width___ exp.time_
 21 omega   40.00   90.00   0.5000   14.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1402407000
_diffrn_orient_matrix_UB_12      -0.0137387000
_diffrn_orient_matrix_UB_13      -0.0434826000
_diffrn_orient_matrix_UB_21      0.0044267000
_diffrn_orient_matrix_UB_22      -0.1471781000
_diffrn_orient_matrix_UB_23      0.0065305000
_diffrn_orient_matrix_UB_31      -0.2235282000
_diffrn_orient_matrix_UB_32      -0.0114863000
_diffrn_orient_matrix_UB_33      -0.0316669000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2565
_reflns_number_total             3062
_reflns_odcompleteness_completeness 99.85
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3062
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0432
_refine_ls_restrained_S_all      1.031
_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)+(0.0635P)²+0.2553P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1137
_refine_ls_wR_factor_ref         0.1221
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C19(H19A,H19B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C11(H11), C12(H12), C13(H13), C14(H14)
2.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.1115(4) 0.46842(19) 0.27795(7) 0.0587(5) Uani 1 1 d . . . . .
H1 H 0.0228 0.3987 0.2861 0.070 Uiso 1 1 calc R . . . .
C2 C 0.0631(5) 0.5338(2) 0.23558(7) 0.0744(7) Uani 1 1 d . . . . .
H2 H -0.0585 0.5070 0.2151 0.089 Uiso 1 1 calc R . . . .
C3 C 0.1931(5) 0.6369(2) 0.22393(7) 0.0762(7) Uani 1 1 d . . . . .
H3 H 0.1581 0.6790 0.1955 0.091 Uiso 1 1 calc R . . . .
C4 C 0.3752(4) 0.6802(2) 0.25326(7) 0.0661(6) Uani 1 1 d . . . . .
H4 H 0.4625 0.7505 0.2451 0.079 Uiso 1 1 calc R . . . .
C5 C 0.4228(3) 0.61521(16) 0.29515(6) 0.0475(4) Uani 1 1 d . . . . .
C6 C 0.2926(3) 0.50946(15) 0.30722(5) 0.0416(4) Uani 1 1 d . . . . .
C7 C 0.3817(2) 0.46325(14) 0.35506(5) 0.0350(3) Uani 1 1 d . . . . .
C8 C 0.5791(2) 0.55814(15) 0.36795(6) 0.0389(3) Uani 1 1 d . . . . .
C9 C 0.7583(4) 0.7447(2) 0.33066(9) 0.0718(6) Uani 1 1 d . . . . .
H9A H 0.6788 0.8255 0.3305 0.108 Uiso 1 1 calc GR . . . .
H9B H 0.8425 0.7384 0.3030 0.108 Uiso 1 1 calc GR . . . .
H9C H 0.8624 0.7394 0.3582 0.108 Uiso 1 1 calc GR . . . .
C10 C 0.3436(3) 0.24915(15) 0.36953(5) 0.0409(4) Uani 1 1 d . . . . .
C11 C 0.3721(4) 0.11706(16) 0.36709(6) 0.0539(4) Uani 1 1 d . . . . .
H11 H 0.4957 0.0807 0.3531 0.065 Uiso 1 1 calc R . . . .
C12 C 0.2079(4) 0.04153(17) 0.38651(7) 0.0646(6) Uani 1 1 d . . . . .
H12 H 0.2223 -0.0476 0.3859 0.078 Uiso 1 1 calc R . . . .
C13 C 0.0231(4) 0.0960(2) 0.40677(7) 0.0680(6) Uani 1 1 d . . . . .
H13 H -0.0864 0.0430 0.4189 0.082 Uiso 1 1 calc R . . . .
C14 C -0.0010(3) 0.22923(19) 0.40920(7) 0.0548(4) Uani 1 1 d . . . . .
H14 H -0.1245 0.2660 0.4231 0.066 Uiso 1 1 calc R . . . .
C15 C 0.1630(3) 0.30500(15) 0.39046(5) 0.0395(3) Uani 1 1 d . . . . .
C16 C 0.1919(2) 0.44948(14) 0.39034(5) 0.0360(3) Uani 1 1 d . . . . .
H16 H 0.0504 0.4899 0.3771 0.043 Uiso 1 1 calc R . . . .
C17 C 0.2480(3) 0.49881(15) 0.44020(5) 0.0414(4) Uani 1 1 d . . . . .
H17A H 0.1247 0.4750 0.4595 0.050 Uiso 1 1 calc R . . . .
H17B H 0.3866 0.4570 0.4532 0.050 Uiso 1 1 calc R . . . .
C18 C 0.2810(3) 0.64221(15) 0.44276(6) 0.0427(4) Uani 1 1 d . . . . .
C19 C 0.4306(5) 0.81104(19) 0.49193(8) 0.0735(7) Uani 1 1 d . . . . .
H19A H 0.4365 0.8331 0.5251 0.088 Uiso 1 1 calc R . . . .
H19B H 0.3176 0.8660 0.4754 0.088 Uiso 1 1 calc R . . . .
C20 C 0.6575(6) 0.8342(2) 0.47371(9) 0.0886(8) Uani 1 1 d . . . . .
H20A H 0.7651 0.7720 0.4869 0.133 Uiso 1 1 calc GR . . . .
H20B H 0.7091 0.9192 0.4823 0.133 Uiso 1 1 calc GR . . . .
H20C H 0.6456 0.8264 0.4401 0.133 Uiso 1 1 calc GR . . . .
N1 N 0.5937(3) 0.64006(14) 0.33106(5) 0.0494(4) Uani 1 1 d . . . . .
O1 O 0.70171(19) 0.55708(13) 0.40402(4) 0.0515(3) Uani 1 1 d . . . . .
O2 O 0.4901(2) 0.33695(10) 0.35194(4) 0.0455(3) Uani 1 1 d . . . . .
O3 O 0.2429(2) 0.71570(11) 0.41056(5) 0.0527(3) Uani 1 1 d . . . . .
O4 O 0.3620(3) 0.67755(12) 0.48589(4) 0.0623(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9300 . ?
C1 C2 1.397(3) . ?
C1 C6 1.370(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.369(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(3) . ?
C5 C6 1.394(2) . ?
C5 N1 1.404(2) . ?
C6 C7 1.504(2) . ?
C7 C8 1.543(2) . ?
C7 C16 1.556(2) . ?
C7 O2 1.4629(17) . ?
C8 N1 1.360(2) . ?
C8 O1 1.212(2) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C9 N1 1.453(2) . ?
C10 C11 1.385(2) . ?
C10 C15 1.378(2) . ?
C10 O2 1.371(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.382(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.394(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.378(2) . ?
C15 C16 1.511(2) . ?
C16 H16 0.9800 . ?
C16 C17 1.525(2) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.504(2) . ?
C18 O3 1.203(2) . ?
C18 O4 1.337(2) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.479(4) . ?
C19 O4 1.451(2) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 120.8 . . ?
C6 C1 H1 120.8 . . ?
C6 C1 C2 118.4(2) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.5(2) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.1 . . ?
C2 C3 C4 121.74(18) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 121.2 . . ?
C3 C4 C5 117.6(2) . . ?
C5 C4 H4 121.2 . . ?
C4 C5 C6 121.20(19) . . ?
C4 C5 N1 129.00(18) . . ?
C6 C5 N1 109.80(14) . . ?
C1 C6 C5 120.52(16) . . ?
C1 C6 C7 131.05(16) . . ?
C5 C6 C7 108.36(14) . . ?
C6 C7 C8 102.57(12) . . ?
C6 C7 C16 113.42(12) . . ?
C8 C7 C16 117.46(12) . . ?
O2 C7 C6 110.81(12) . . ?
O2 C7 C8 105.52(11) . . ?
O2 C7 C16 106.79(11) . . ?
N1 C8 C7 107.63(13) . . ?
O1 C8 C7 125.78(14) . . ?
O1 C8 N1 126.57(15) . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
C15 C10 C11 122.53(17) . . ?
O2 C10 C11 124.11(17) . . ?
O2 C10 C15 113.35(14) . . ?
C10 C11 H11 121.6 . . ?
C10 C11 C12 116.9(2) . . ?
C12 C11 H11 121.6 . . ?
C11 C12 H12 119.3 . . ?
C13 C12 C11 121.33(18) . . ?
C13 C12 H12 119.3 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.82(19) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 120.9 . . ?
C15 C14 C13 118.2(2) . . ?
C15 C14 H14 120.9 . . ?
C10 C15 C16 109.14(13) . . ?
C14 C15 C10 120.24(16) . . ?
C14 C15 C16 130.54(16) . . ?
C7 C16 H16 109.6 . . ?
C15 C16 C7 100.26(12) . . ?
C15 C16 H16 109.6 . . ?
C15 C16 C17 110.41(12) . . ?
C17 C16 C7 117.06(12) . . ?
C17 C16 H16 109.6 . . ?
C16 C17 H17A 108.9 . . ?
C16 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C18 C17 C16 113.39(13) . . ?
C18 C17 H17A 108.9 . . ?
C18 C17 H17B 108.9 . . ?
O3 C18 C17 125.16(15) . . ?
O3 C18 O4 124.18(15) . . ?
O4 C18 C17 110.66(13) . . ?
H19A C19 H19B 108.0 . . ?
C20 C19 H19A 109.4 . . ?
C20 C19 H19B 109.4 . . ?
O4 C19 H19A 109.4 . . ?
O4 C19 H19B 109.4 . . ?
O4 C19 C20 111.19(19) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C5 N1 C9 124.79(16) . . ?
C8 N1 C5 111.60(14) . . ?
C8 N1 C9 123.52(17) . . ?
C10 O2 C7 106.86(12) . . ?
C18 O4 C19 116.66(14) . . ?

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
C1 C2 C3 C4 -0.1(4) . . . . ?
C1 C6 C7 C8 -176.81(18) . . . . ?
C1 C6 C7 C16 -49.1(2) . . . . ?
C1 C6 C7 O2 71.0(2) . . . . ?
C2 C1 C6 C5 1.0(3) . . . . ?
C2 C1 C6 C7 177.58(18) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C3 C4 C5 N1 -179.04(18) . . . . ?
C4 C5 C6 C1 -0.9(3) . . . . ?
C4 C5 C6 C7 -178.21(16) . . . . ?
C4 C5 N1 C8 177.06(18) . . . . ?
C4 C5 N1 C9 0.5(3) . . . . ?
C5 C6 C7 C8 0.13(16) . . . . ?
C5 C6 C7 C16 127.82(14) . . . . ?
C5 C6 C7 O2 -112.08(14) . . . . ?
C6 C1 C2 C3 -0.5(3) . . . . ?
C6 C5 N1 C8 -2.4(2) . . . . ?
C6 C5 N1 C9 -178.87(17) . . . . ?
C6 C7 C8 N1 -1.49(15) . . . . ?
C6 C7 C8 O1 -179.80(15) . . . . ?
C6 C7 C16 C15 103.89(13) . . . . ?
C6 C7 C16 C17 -136.74(13) . . . . ?
C6 C7 O2 C10 -106.60(14) . . . . ?
C7 C8 N1 C5 2.37(18) . . . . ?
C7 C8 N1 C9 178.94(16) . . . . ?
C7 C16 C17 C18 65.76(17) . . . . ?
C8 C7 C16 C15 -136.62(13) . . . . ?
C8 C7 C16 C17 -17.24(18) . . . . ?
C8 C7 O2 C10 143.09(12) . . . . ?
C10 C11 C12 C13 0.8(3) . . . . ?
C10 C15 C16 C7 13.64(15) . . . . ?
C10 C15 C16 C17 -110.47(14) . . . . ?
C11 C10 C15 C14 -1.3(2) . . . . ?
C11 C10 C15 C16 175.86(15) . . . . ?
C11 C10 O2 C7 171.49(15) . . . . ?
C11 C12 C13 C14 -1.4(3) . . . . ?
C12 C13 C14 C15 0.6(3) . . . . ?
C13 C14 C15 C10 0.7(3) . . . . ?
C13 C14 C15 C16 -175.78(17) . . . . ?
C14 C15 C16 C7 -169.59(17) . . . . ?
C14 C15 C16 C17 66.3(2) . . . . ?
C15 C10 C11 C12 0.5(3) . . . . ?
C15 C10 O2 C7 -8.84(17) . . . . ?
C15 C16 C17 C18 179.56(13) . . . . ?
C16 C7 C8 N1 -126.58(14) . . . . ?
C16 C7 C8 O1 55.1(2) . . . . ?
C16 C7 O2 C10 17.38(16) . . . . ?
C16 C17 C18 O3 8.3(2) . . . . ?
C16 C17 C18 O4 -170.97(14) . . . . ?
C17 C18 O4 C19 172.18(18) . . . . ?
C20 C19 O4 C18 -78.1(3) . . . . ?
N1 C5 C6 C1 178.57(16) . . . . ?
N1 C5 C6 C7 1.25(18) . . . . ?
O1 C8 N1 C5 -179.34(15) . . . . ?
O1 C8 N1 C9 -2.8(3) . . . . ?
O2 C7 C8 N1 114.59(13) . . . . ?
O2 C7 C8 O1 -63.72(18) . . . . ?
O2 C7 C16 C15 -18.47(14) . . . . ?
O2 C7 C16 C17 100.91(14) . . . . ?
O2 C10 C11 C12 -179.81(15) . . . . ?
O2 C10 C15 C14 179.01(14) . . . . ?
O2 C10 C15 C16 -3.82(18) . . . . ?
O3 C18 O4 C19 -7.1(3) . . . . ?

_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_201904106
_database_code_depnum_ccdc_archive 'CCDC 1941126'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2019-07-17 deposited with the CCDC.	2019-10-18 downloaded from the CCDC.
;
_audit_creation_date             2019-04-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H19 N O4'
_chemical_formula_sum            'C20 H19 N O4'
_chemical_formula_weight         337.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N4O4
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.5851(8)
_cell_length_b                   10.5603(5)
_cell_length_c                   9.9923(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.303(4)
_cell_angle_gamma                90
_cell_volume                     1749.64(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2147
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.1910
_cell_measurement_theta_min      4.9520
_shelx_estimated_absorpt_T_max   0.917
_shelx_estimated_absorpt_T_min   0.886
_exptl_absorpt_coefficient_mu    0.731
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91335
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6459
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.074
_diffrn_reflns_theta_max         67.074
_diffrn_reflns_theta_min         4.965
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -84.00  -26.00   1.0000    1.7500
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -37.0000  150.0000 58

#__ type_ start__ end____ width___ exp.time_
  2 omega   23.00   82.00   1.0000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000  -90.0000 59

#__ type_ start__ end____ width___ exp.time_
  3 omega   32.00  108.00   1.0000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734    0.0000 -120.0000 76

#__ type_ start__ end____ width___ exp.time_
  4 omega   64.00  105.00   1.0000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  -60.0000 41

#__ type_ start__ end____ width___ exp.time_
  5 omega  -22.00    3.00   1.0000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734    0.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
  6 omega   66.00  105.00   1.0000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000 -120.0000 39

#__ type_ start__ end____ width___ exp.time_
  7 omega   70.00  103.00   1.0000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000   60.0000 33

#__ type_ start__ end____ width___ exp.time_
  8 omega  -34.00   58.00   1.0000    1.7500
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -37.0000   30.0000 92

#__ type_ start__ end____ width___ exp.time_
  9 omega   98.00  166.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -90.0000 68

#__ type_ start__ end____ width___ exp.time_
 10 omega   40.00   95.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 55

#__ type_ start__ end____ width___ exp.time_
 11 omega   50.00   91.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 41

#__ type_ start__ end____ width___ exp.time_
 12 omega   48.00   96.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  150.0000 48

#__ type_ start__ end____ width___ exp.time_
 13 omega   54.00   79.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  150.0000 25

#__ type_ start__ end____ width___ exp.time_
 14 omega   68.00  108.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 40

#__ type_ start__ end____ width___ exp.time_
 15 omega  100.00  165.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -30.0000 65

#__ type_ start__ end____ width___ exp.time_
 16 omega   88.00  159.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   30.0000 71

#__ type_ start__ end____ width___ exp.time_
 17 omega   58.00  137.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000 -180.0000 79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0429223000
_diffrn_orient_matrix_UB_12      0.1257099000
_diffrn_orient_matrix_UB_13      -0.0305509000
_diffrn_orient_matrix_UB_21      -0.0719386000
_diffrn_orient_matrix_UB_22      0.0404659000
_diffrn_orient_matrix_UB_23      -0.0905768000
_diffrn_orient_matrix_UB_31      -0.0402055000
_diffrn_orient_matrix_UB_32      0.0619890000
_diffrn_orient_matrix_UB_33      0.1209979000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2449
_reflns_number_total             3106
_reflns_odcompleteness_completeness 99.49
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       0.0148(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3106
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0463
_refine_ls_restrained_S_all      1.041
_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)+(0.0638P)²+0.2283P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1201
_refine_ls_wR_factor_ref         0.1342
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C19(H19A,H19B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C10(H10), C11(H11), C12(H12), C13(H13)
2.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.87132(13) 0.4439(2) 0.48802(19) 0.0552(5) Uani 1 1 d . . . . .
H1 H 0.8981 0.5189 0.5091 0.066 Uiso 1 1 calc R . . . .
C2 C 0.89079(16) 0.3321(3) 0.5549(2) 0.0693(7) Uani 1 1 d . . . . .
H2 H 0.9310 0.3322 0.6213 0.083 Uiso 1 1 calc R . . . .
C3 C 0.85109(17) 0.2215(2) 0.5237(2) 0.0733(7) Uani 1 1 d . . . . .
H3 H 0.8651 0.1477 0.5693 0.088 Uiso 1 1 calc R . . . .
C4 C 0.79054(17) 0.2174(2) 0.4257(2) 0.0677(6) Uani 1 1 d . . . . .
H4 H 0.7635 0.1425 0.4051 0.081 Uiso 1 1 calc R . . . .
C5 C 0.77196(13) 0.32927(18) 0.36001(19) 0.0491(5) Uani 1 1 d . . . . .
C6 C 0.81181(11) 0.44153(18) 0.39031(17) 0.0435(4) Uani 1 1 d . . . . .
C7 C 0.78133(11) 0.54175(17) 0.29576(16) 0.0407(4) Uani 1 1 d . . . . .
C8 C 0.71689(12) 0.47121(19) 0.21110(18) 0.0490(5) Uani 1 1 d . . . . .
C9 C 0.66203(18) 0.2524(3) 0.2001(3) 0.0829(8) Uani 1 1 d . . . . .
H9A H 0.6935 0.1829 0.1679 0.124 Uiso 1 1 calc GR . . . .
H9B H 0.6304 0.2875 0.1275 0.124 Uiso 1 1 calc GR . . . .
H9C H 0.6269 0.2229 0.2685 0.124 Uiso 1 1 calc GR . . . .
C10 C 0.84660(14) 0.87024(19) 0.37574(19) 0.0534(5) Uani 1 1 d . . . . .
H10 H 0.8142 0.9126 0.4359 0.064 Uiso 1 1 calc R . . . .
C11 C 0.91740(15) 0.9248(2) 0.3325(2) 0.0644(6) Uani 1 1 d . . . . .
H11 H 0.9332 1.0036 0.3652 0.077 Uiso 1 1 calc R . . . .
C12 C 0.96451(13) 0.8632(2) 0.2415(2) 0.0589(6) Uani 1 1 d . . . . .
H12 H 1.0114 0.9019 0.2127 0.071 Uiso 1 1 calc R . . . .
C13 C 0.94362(12) 0.7449(2) 0.19171(19) 0.0506(5) Uani 1 1 d . . . . .
H13 H 0.9751 0.7034 0.1295 0.061 Uiso 1 1 calc R . . . .
C14 C 0.87393(11) 0.69166(16) 0.23887(16) 0.0409(4) Uani 1 1 d . . . . .
C15 C 0.82507(11) 0.75250(17) 0.32832(16) 0.0408(4) Uani 1 1 d . . . . .
C16 C 0.75316(10) 0.67031(16) 0.35410(16) 0.0392(4) Uani 1 1 d . . . . .
H16 H 0.7078 0.7012 0.2987 0.047 Uiso 1 1 calc R . . . .
C17 C 0.72794(11) 0.67179(18) 0.49960(17) 0.0462(4) Uani 1 1 d . . . . .
H17A H 0.7715 0.6370 0.5547 0.055 Uiso 1 1 calc R . . . .
H17B H 0.7200 0.7589 0.5270 0.055 Uiso 1 1 calc R . . . .
C18 C 0.65270(12) 0.5988(2) 0.52511(19) 0.0506(5) Uani 1 1 d . . . . .
C19 C 0.55415(14) 0.5560(3) 0.6868(3) 0.0733(7) Uani 1 1 d . . . . .
H19A H 0.5536 0.4668 0.6637 0.088 Uiso 1 1 calc R . . . .
H19B H 0.5099 0.5974 0.6392 0.088 Uiso 1 1 calc R . . . .
C20 C 0.5457(2) 0.5720(4) 0.8327(3) 0.1182(14) Uani 1 1 d . . . . .
H20A H 0.5434 0.6606 0.8537 0.177 Uiso 1 1 calc GR . . . .
H20B H 0.5912 0.5344 0.8786 0.177 Uiso 1 1 calc GR . . . .
H20C H 0.4970 0.5315 0.8604 0.177 Uiso 1 1 calc GR . . . .
N1 N 0.71544(11) 0.34905(16) 0.25519(17) 0.0539(4) Uani 1 1 d . . . . .
O1 O 0.67750(10) 0.51492(16) 0.11910(15) 0.0681(5) Uani 1 1 d . . . . .
O2 O 0.84532(8) 0.57421(12) 0.20283(12) 0.0468(3) Uani 1 1 d . . . . .
O3 O 0.61750(11) 0.5355(2) 0.44500(18) 0.0914(7) Uani 1 1 d . . . . .
O4 O 0.63028(9) 0.61263(17) 0.65059(14) 0.0668(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9300 . ?
C1 C2 1.391(3) . ?
C1 C6 1.373(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.373(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.387(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(3) . ?
C5 C6 1.387(3) . ?
C5 N1 1.405(3) . ?
C6 C7 1.499(2) . ?
C7 C8 1.540(2) . ?
C7 C16 1.554(2) . ?
C7 O2 1.467(2) . ?
C8 N1 1.364(3) . ?
C8 O1 1.207(2) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C9 N1 1.452(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.386(3) . ?
C10 C15 1.375(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.376(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.378(3) . ?
C14 C15 1.379(3) . ?
C14 O2 1.373(2) . ?
C15 C16 1.502(2) . ?
C16 H16 0.9800 . ?
C16 C17 1.522(2) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.494(3) . ?
C18 O3 1.186(3) . ?
C18 O4 1.324(2) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.477(4) . ?
C19 O4 1.450(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 120.6 . . ?
C6 C1 H1 120.6 . . ?
C6 C1 C2 118.8(2) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.5(2) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.5(2) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 121.4 . . ?
C5 C4 C3 117.3(2) . . ?
C5 C4 H4 121.4 . . ?
C4 C5 C6 121.8(2) . . ?
C4 C5 N1 128.2(2) . . ?
C6 C5 N1 110.00(17) . . ?
C1 C6 C5 120.13(19) . . ?
C1 C6 C7 131.48(19) . . ?
C5 C6 C7 108.28(16) . . ?
C6 C7 C8 102.98(15) . . ?
C6 C7 C16 118.72(14) . . ?
C8 C7 C16 114.71(15) . . ?
O2 C7 C6 109.01(14) . . ?
O2 C7 C8 105.57(13) . . ?
O2 C7 C16 105.15(14) . . ?
N1 C8 C7 107.29(16) . . ?
O1 C8 C7 126.16(19) . . ?
O1 C8 N1 126.47(19) . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
C11 C10 H10 120.5 . . ?
C15 C10 H10 120.5 . . ?
C15 C10 C11 118.9(2) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.5(2) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 119.3 . . ?
C11 C12 C13 121.47(19) . . ?
C13 C12 H12 119.3 . . ?
C12 C13 H13 121.6 . . ?
C14 C13 C12 116.73(19) . . ?
C14 C13 H13 121.6 . . ?
C13 C14 C15 122.80(17) . . ?
O2 C14 C13 124.49(17) . . ?
O2 C14 C15 112.72(15) . . ?
C10 C15 C14 119.53(17) . . ?
C10 C15 C16 131.64(17) . . ?
C14 C15 C16 108.82(15) . . ?
C7 C16 H16 108.2 . . ?
C15 C16 C7 101.18(14) . . ?
C15 C16 H16 108.2 . . ?
C15 C16 C17 113.24(14) . . ?
C17 C16 C7 117.32(15) . . ?
C17 C16 H16 108.2 . . ?
C16 C17 H17A 108.8 . . ?
C16 C17 H17B 108.8 . . ?
H17A C17 H17B 107.6 . . ?
C18 C17 C16 113.99(15) . . ?
C18 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
O3 C18 C17 125.16(18) . . ?
O3 C18 O4 123.83(19) . . ?
O4 C18 C17 111.01(16) . . ?
H19A C19 H19B 108.5 . . ?
C20 C19 H19A 110.2 . . ?
C20 C19 H19B 110.2 . . ?
O4 C19 H19A 110.2 . . ?
O4 C19 H19B 110.2 . . ?
O4 C19 C20 107.6(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C5 N1 C9 124.7(2) . . ?
C8 N1 C5 111.41(16) . . ?
C8 N1 C9 123.9(2) . . ?
C14 O2 C7 107.21(13) . . ?
C18 O4 C19 117.12(18) . . ?

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
C1 C2 C3 C4 -0.2(4) . . . . ?
C1 C6 C7 C8 177.7(2) . . . . ?
C1 C6 C7 C16 -54.3(3) . . . . ?
C1 C6 C7 O2 66.0(2) . . . . ?
C2 C1 C6 C5 0.3(3) . . . . ?
C2 C1 C6 C7 -175.32(19) . . . . ?
C2 C3 C4 C5 0.3(4) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C3 C4 C5 N1 177.8(2) . . . . ?
C4 C5 C6 C1 -0.2(3) . . . . ?
C4 C5 C6 C7 176.34(17) . . . . ?
C4 C5 N1 C8 -176.8(2) . . . . ?
C4 C5 N1 C9 3.2(3) . . . . ?
C5 C6 C7 C8 1.73(19) . . . . ?
C5 C6 C7 C16 129.71(17) . . . . ?
C5 C6 C7 O2 -110.02(16) . . . . ?
C6 C1 C2 C3 -0.1(3) . . . . ?
C6 C5 N1 C8 1.4(2) . . . . ?
C6 C5 N1 C9 -178.7(2) . . . . ?
C6 C7 C8 N1 -0.94(19) . . . . ?
C6 C7 C8 O1 -178.1(2) . . . . ?
C6 C7 C16 C15 101.08(17) . . . . ?
C6 C7 C16 C17 -22.6(2) . . . . ?
C6 C7 O2 C14 -107.16(15) . . . . ?
C7 C8 N1 C5 -0.2(2) . . . . ?
C7 C8 N1 C9 179.8(2) . . . . ?
C7 C16 C17 C18 -67.3(2) . . . . ?
C8 C7 C16 C15 -136.65(15) . . . . ?
C8 C7 C16 C17 99.66(18) . . . . ?
C8 C7 O2 C14 142.80(15) . . . . ?
C10 C11 C12 C13 -0.9(3) . . . . ?
C10 C15 C16 C7 -166.48(19) . . . . ?
C10 C15 C16 C17 -40.0(3) . . . . ?
C11 C10 C15 C14 -0.2(3) . . . . ?
C11 C10 C15 C16 -179.18(19) . . . . ?
C11 C12 C13 C14 -0.6(3) . . . . ?
C12 C13 C14 C15 1.8(3) . . . . ?
C12 C13 C14 O2 -178.43(17) . . . . ?
C13 C14 C15 C10 -1.4(3) . . . . ?
C13 C14 C15 C16 177.82(16) . . . . ?
C13 C14 O2 C7 167.64(16) . . . . ?
C14 C15 C16 C7 14.47(17) . . . . ?
C14 C15 C16 C17 140.90(16) . . . . ?
C15 C10 C11 C12 1.3(3) . . . . ?
C15 C14 O2 C7 -12.53(19) . . . . ?
C15 C16 C17 C18 175.42(16) . . . . ?
C16 C7 C8 N1 -131.39(17) . . . . ?
C16 C7 C8 O1 51.4(3) . . . . ?
C16 C7 O2 C14 21.13(17) . . . . ?
C16 C17 C18 O3 6.0(3) . . . . ?
C16 C17 C18 O4 -174.66(17) . . . . ?
C17 C18 O4 C19 174.74(19) . . . . ?
C20 C19 O4 C18 174.4(3) . . . . ?
N1 C5 C6 C1 -178.47(17) . . . . ?
N1 C5 C6 C7 -1.9(2) . . . . ?
O1 C8 N1 C5 177.0(2) . . . . ?
O1 C8 N1 C9 -3.0(4) . . . . ?
O2 C7 C8 N1 113.34(16) . . . . ?
O2 C7 C8 O1 -63.8(2) . . . . ?
O2 C7 C16 C15 -21.14(16) . . . . ?
O2 C7 C16 C17 -144.82(15) . . . . ?
O2 C14 C15 C10 178.81(16) . . . . ?
O2 C14 C15 C16 -2.0(2) . . . . ?
O3 C18 O4 C19 -5.9(4) . . . . ?

_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_1
_database_code_depnum_ccdc_archive 'CCDC 1952141'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2019-09-07 deposited with the CCDC.	2019-10-18 downloaded from the CCDC.
;
_audit_creation_date             2019-09-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H20 N2 O3'
_chemical_formula_sum            'C24 H20 N2 O3'
_chemical_formula_weight         384.42
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.878(3)
_cell_length_b                   10.2614(12)
_cell_length_c                   10.1973(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.147(4)
_cell_angle_gamma                90
_cell_volume                     1960.0(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1430
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.40
_cell_measurement_theta_min      2.26
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1238 before and 0.0788 after correction. The Ratio of minimum to maximum transmission is 0.9089. 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    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1170
_diffrn_reflns_av_unetI/netI     0.1035
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            17372
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.175
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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                2194
_reflns_number_total             3995
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.704
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       0.0125(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3995
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1398
_refine_ls_R_factor_gt           0.0635
_refine_ls_restrained_S_all      1.046
_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)+(0.0553P)²+0.6067P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1261
_refine_ls_wR_factor_ref         0.1635
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12), C13(H13),
 C20(H20), C21(H21), C22(H22), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 0.74308(17) 0.5193(3) 0.7000(3) 0.0250(7) Uani 1 1 d . . . . .
C2 C 0.80434(16) 0.4504(3) 0.6400(3) 0.0215(7) Uani 1 1 d . . . . .
C3 C 0.83175(17) 0.5566(3) 0.5585(3) 0.0235(7) Uani 1 1 d . . . . .
C4 C 0.79476(17) 0.6708(3) 0.5789(3) 0.0260(7) Uani 1 1 d . . . . .
C5 C 0.80963(18) 0.7868(3) 0.5198(3) 0.0316(8) Uani 1 1 d . . . . .
H5 H 0.7841 0.8643 0.5342 0.038 Uiso 1 1 calc R . . . .
C6 C 0.86352(19) 0.7861(3) 0.4381(3) 0.0361(9) Uani 1 1 d . . . . .
H6 H 0.8751 0.8646 0.3963 0.043 Uiso 1 1 calc R . . . .
C7 C 0.90024(19) 0.6739(3) 0.4167(3) 0.0354(8) Uani 1 1 d . . . . .
H7 H 0.9365 0.6759 0.3601 0.042 Uiso 1 1 calc R . . . .
C8 C 0.88478(18) 0.5572(3) 0.4773(3) 0.0296(8) Uani 1 1 d . . . . .
H8 H 0.9103 0.4798 0.4628 0.036 Uiso 1 1 calc R . . . .
C9 C 0.88933(16) 0.3039(3) 0.7257(3) 0.0222(7) Uani 1 1 d . . . . .
C10 C 0.95071(17) 0.2532(3) 0.7955(3) 0.0283(8) Uani 1 1 d . . . . .
H10 H 0.9754 0.2974 0.8694 0.034 Uiso 1 1 calc R . . . .
C11 C 0.97452(18) 0.1345(3) 0.7523(3) 0.0323(8) Uani 1 1 d . . . . .
H11 H 1.0167 0.0967 0.7970 0.039 Uiso 1 1 calc R . . . .
C12 C 0.9379(2) 0.0704(3) 0.6453(3) 0.0356(9) Uani 1 1 d . . . . .
H12 H 0.9559 -0.0098 0.6166 0.043 Uiso 1 1 calc R . . . .
C13 C 0.87551(18) 0.1212(3) 0.5794(3) 0.0298(8) Uani 1 1 d . . . . .
H13 H 0.8499 0.0758 0.5074 0.036 Uiso 1 1 calc R . . . .
C14 C 0.85127(17) 0.2396(3) 0.6207(3) 0.0229(7) Uani 1 1 d . . . . .
C15 C 0.78475(16) 0.3169(3) 0.5754(3) 0.0235(7) Uani 1 1 d . . . . .
H15 H 0.7450 0.2794 0.6197 0.028 Uiso 1 1 calc R . . . .
C16 C 0.76197(17) 0.3125(3) 0.4269(3) 0.0280(7) Uani 1 1 d . . . . .
H16A H 0.7976 0.3599 0.3814 0.034 Uiso 1 1 calc R . . . .
H16B H 0.7613 0.2207 0.3969 0.034 Uiso 1 1 calc R . . . .
C17 C 0.68917(18) 0.3720(3) 0.3881(3) 0.0282(8) Uani 1 1 d . . . . .
C18 C 0.69365(19) 0.7426(3) 0.7047(3) 0.0383(9) Uani 1 1 d . . . . .
H18A H 0.6664 0.7800 0.6256 0.058 Uiso 1 1 calc GR . . . .
H18B H 0.7200 0.8119 0.7558 0.058 Uiso 1 1 calc GR . . . .
H18C H 0.6609 0.7005 0.7590 0.058 Uiso 1 1 calc GR . . . .
C19 C 0.58001(17) 0.3370(3) 0.2263(3) 0.0279(8) Uani 1 1 d . . . . .
C20 C 0.55468(19) 0.2586(3) 0.1191(3) 0.0351(8) Uani 1 1 d . . . . .
H20 H 0.5825 0.1874 0.0948 0.042 Uiso 1 1 calc R . . . .
C21 C 0.4889(2) 0.2848(4) 0.0481(3) 0.0476(10) Uani 1 1 d . . . . .
H21 H 0.4717 0.2318 -0.0254 0.057 Uiso 1 1 calc R . . . .
C22 C 0.4485(2) 0.3870(4) 0.0835(4) 0.0542(11) Uani 1 1 d . . . . .
H22 H 0.4033 0.4047 0.0346 0.065 Uiso 1 1 calc R . . . .
C23 C 0.4733(2) 0.4635(4) 0.1890(4) 0.0474(10) Uani 1 1 d . . . . .
H23 H 0.4450 0.5342 0.2129 0.057 Uiso 1 1 calc R . . . .
C24 C 0.53933(19) 0.4395(3) 0.2621(3) 0.0378(9) Uani 1 1 d . . . . .
H24 H 0.5561 0.4930 0.3355 0.045 Uiso 1 1 calc R . . . .
N1 N 0.74374(14) 0.6465(2) 0.6657(2) 0.0260(6) Uani 1 1 d . . . . .
N2 N 0.64736(15) 0.3033(3) 0.2954(2) 0.0282(7) Uani 1 1 d . . . . .
H2 H 0.6642(19) 0.229(4) 0.273(3) 0.044(11) Uiso 1 1 d . . . . .
O1 O 0.70373(12) 0.4671(2) 0.7712(2) 0.0329(6) Uani 1 1 d . . . . .
O2 O 0.85857(11) 0.42130(19) 0.75335(18) 0.0250(5) Uani 1 1 d . . . . .
O3 O 0.67187(13) 0.4745(2) 0.4370(2) 0.0437(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.545(4) . ?
C1 N1 1.352(4) . ?
C1 O1 1.225(3) . ?
C2 C3 1.501(4) . ?
C2 C15 1.545(4) . ?
C2 O2 1.476(3) . ?
C3 C4 1.393(4) . ?
C3 C8 1.376(4) . ?
C4 C5 1.379(4) . ?
C4 N1 1.409(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.375(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.394(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.384(4) . ?
C9 C14 1.380(4) . ?
C9 O2 1.382(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.388(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.383(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.382(4) . ?
C14 C15 1.508(4) . ?
C15 H15 1.0000 . ?
C15 C16 1.523(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.511(4) . ?
C17 N2 1.352(4) . ?
C17 O3 1.226(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C18 N1 1.455(4) . ?
C19 C20 1.394(4) . ?
C19 C24 1.378(4) . ?
C19 N2 1.418(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.383(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.372(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.366(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.393(5) . ?
C24 H24 0.9500 . ?
N2 H2 0.87(4) . ?

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
N1 C1 C2 107.9(3) . . ?
O1 C1 C2 125.0(3) . . ?
O1 C1 N1 127.0(3) . . ?
C3 C2 C1 102.3(2) . . ?
C3 C2 C15 119.2(2) . . ?
C15 C2 C1 115.0(2) . . ?
O2 C2 C1 105.2(2) . . ?
O2 C2 C3 109.1(2) . . ?
O2 C2 C15 105.1(2) . . ?
C4 C3 C2 108.3(3) . . ?
C8 C3 C2 131.6(3) . . ?
C8 C3 C4 120.1(3) . . ?
C3 C4 N1 109.8(3) . . ?
C5 C4 C3 121.9(3) . . ?
C5 C4 N1 128.3(3) . . ?
C4 C5 H5 121.3 . . ?
C4 C5 C6 117.4(3) . . ?
C6 C5 H5 121.3 . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.3(3) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 H7 119.6 . . ?
C6 C7 C8 120.7(3) . . ?
C8 C7 H7 119.6 . . ?
C3 C8 C7 118.6(3) . . ?
C3 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C14 C9 C10 122.8(3) . . ?
C14 C9 O2 112.5(3) . . ?
O2 C9 C10 124.7(3) . . ?
C9 C10 H10 121.6 . . ?
C9 C10 C11 116.7(3) . . ?
C11 C10 H10 121.6 . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.2(3) . . ?
C12 C11 H11 119.4 . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 121.0(3) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 H13 120.7 . . ?
C14 C13 C12 118.5(3) . . ?
C14 C13 H13 120.7 . . ?
C9 C14 C13 119.7(3) . . ?
C9 C14 C15 108.6(2) . . ?
C13 C14 C15 131.6(3) . . ?
C2 C15 H15 107.6 . . ?
C14 C15 C2 100.9(2) . . ?
C14 C15 H15 107.6 . . ?
C14 C15 C16 114.2(2) . . ?
C16 C15 C2 118.3(2) . . ?
C16 C15 H15 107.6 . . ?
C15 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C17 C16 C15 112.5(2) . . ?
C17 C16 H16A 109.1 . . ?
C17 C16 H16B 109.1 . . ?
N2 C17 C16 113.9(3) . . ?
O3 C17 C16 121.3(3) . . ?
O3 C17 N2 124.8(3) . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C18 H18A 109.5 . . ?
N1 C18 H18B 109.5 . . ?
N1 C18 H18C 109.5 . . ?
C20 C19 N2 116.6(3) . . ?
C24 C19 C20 120.0(3) . . ?
C24 C19 N2 123.4(3) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.8(3) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(4) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.5 . . ?
C22 C23 C24 121.0(4) . . ?
C24 C23 H23 119.5 . . ?
C19 C24 C23 119.0(3) . . ?
C19 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C1 N1 C4 111.3(2) . . ?
C1 N1 C18 123.8(3) . . ?
C4 N1 C18 124.8(3) . . ?
C17 N2 C19 129.0(3) . . ?
C17 N2 H2 116(2) . . ?
C19 N2 H2 115(2) . . ?
C9 O2 C2 106.6(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O1 0.87(4) 2.15(4) 2.994(4) 165(3) 4_565

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
C1 C2 C3 C4 4.1(3) . . . . ?
C1 C2 C3 C8 -177.9(3) . . . . ?
C1 C2 C15 C14 -139.3(2) . . . . ?
C1 C2 C15 C16 95.4(3) . . . . ?
C1 C2 O2 C9 145.2(2) . . . . ?
C2 C1 N1 C4 5.2(3) . . . . ?
C2 C1 N1 C18 -179.9(3) . . . . ?
C2 C3 C4 C5 178.1(3) . . . . ?
C2 C3 C4 N1 -1.4(3) . . . . ?
C2 C3 C8 C7 -177.8(3) . . . . ?
C2 C15 C16 C17 -70.9(4) . . . . ?
C3 C2 C15 C14 98.5(3) . . . . ?
C3 C2 C15 C16 -26.8(4) . . . . ?
C3 C2 O2 C9 -105.6(2) . . . . ?
C3 C4 C5 C6 0.0(5) . . . . ?
C3 C4 N1 C1 -2.5(3) . . . . ?
C3 C4 N1 C18 -177.4(3) . . . . ?
C4 C3 C8 C7 0.0(4) . . . . ?
C4 C5 C6 C7 0.3(5) . . . . ?
C5 C4 N1 C1 178.0(3) . . . . ?
C5 C4 N1 C18 3.1(5) . . . . ?
C5 C6 C7 C8 -0.4(5) . . . . ?
C6 C7 C8 C3 0.3(5) . . . . ?
C8 C3 C4 C5 -0.1(5) . . . . ?
C8 C3 C4 N1 -179.6(3) . . . . ?
C9 C10 C11 C12 -0.6(4) . . . . ?
C9 C14 C15 C2 17.2(3) . . . . ?
C9 C14 C15 C16 145.2(3) . . . . ?
C10 C9 C14 C13 -1.8(4) . . . . ?
C10 C9 C14 C15 175.4(3) . . . . ?
C10 C9 O2 C2 168.2(3) . . . . ?
C10 C11 C12 C13 -1.3(5) . . . . ?
C11 C12 C13 C14 1.6(5) . . . . ?
C12 C13 C14 C9 -0.1(4) . . . . ?
C12 C13 C14 C15 -176.6(3) . . . . ?
C13 C14 C15 C2 -166.0(3) . . . . ?
C13 C14 C15 C16 -38.0(4) . . . . ?
C14 C9 C10 C11 2.1(4) . . . . ?
C14 C9 O2 C2 -12.8(3) . . . . ?
C14 C15 C16 C17 170.6(3) . . . . ?
C15 C2 C3 C4 132.4(3) . . . . ?
C15 C2 C3 C8 -49.7(5) . . . . ?
C15 C2 O2 C9 23.3(3) . . . . ?
C15 C16 C17 N2 -137.6(3) . . . . ?
C15 C16 C17 O3 43.4(4) . . . . ?
C16 C17 N2 C19 -172.4(3) . . . . ?
C19 C20 C21 C22 -0.4(6) . . . . ?
C20 C19 C24 C23 -0.5(5) . . . . ?
C20 C19 N2 C17 168.8(3) . . . . ?
C20 C21 C22 C23 0.1(6) . . . . ?
C21 C22 C23 C24 0.0(6) . . . . ?
C22 C23 C24 C19 0.2(6) . . . . ?
C24 C19 C20 C21 0.6(5) . . . . ?
C24 C19 N2 C17 -12.7(5) . . . . ?
N1 C1 C2 C3 -5.6(3) . . . . ?
N1 C1 C2 C15 -136.4(3) . . . . ?
N1 C1 C2 O2 108.4(3) . . . . ?
N1 C4 C5 C6 179.4(3) . . . . ?
N2 C19 C20 C21 179.2(3) . . . . ?
N2 C19 C24 C23 -179.0(3) . . . . ?
O1 C1 C2 C3 177.6(3) . . . . ?
O1 C1 C2 C15 46.7(4) . . . . ?
O1 C1 C2 O2 -68.4(4) . . . . ?
O1 C1 N1 C4 -178.1(3) . . . . ?
O1 C1 N1 C18 -3.1(5) . . . . ?
O2 C2 C3 C4 -107.0(3) . . . . ?
O2 C2 C3 C8 71.0(4) . . . . ?
O2 C2 C15 C14 -24.1(3) . . . . ?
O2 C2 C15 C16 -149.4(2) . . . . ?
O2 C9 C10 C11 -179.0(2) . . . . ?
O2 C9 C14 C13 179.2(2) . . . . ?
O2 C9 C14 C15 -3.6(3) . . . . ?
O3 C17 N2 C19 6.5(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a
_database_code_depnum_ccdc_archive 'CCDC 1943872'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2019-07-29 deposited with the CCDC.	2019-10-18 downloaded from the CCDC.
;
_audit_creation_date             2019-07-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H20 Cl N O2'
_chemical_formula_sum            'C24 H20 Cl N O2'
_chemical_formula_weight         389.86
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.0904(7)
_cell_length_b                   18.5155(15)
_cell_length_c                   19.5419(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4012.8(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4014
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.029
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.951
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6622
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1400 before and 0.0701 after correction. The Ratio of minimum to maximum transmission is 0.8880. 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    1.291
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            28751
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.200
_diffrn_ambient_temperature      296.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2308
_reflns_number_total             4096
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0036(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         4096
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1024
_refine_ls_R_factor_gt           0.0503
_refine_ls_restrained_S_all      1.061
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1493
_refine_ls_wR_factor_ref         0.1869
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C16(H16), C18(H18)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12), C13(H13),
 C20(H20), C21(H21), C22(H22), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.5837(2) 0.35877(16) 0.49212(14) 0.0619(7) Uani 1 1 d . . . . .
C2 C 0.6902(2) 0.38884(14) 0.53373(13) 0.0557(6) Uani 1 1 d . . . . .
C3 C 0.7039(2) 0.46316(13) 0.50513(13) 0.0526(6) Uani 1 1 d . . . . .
C4 C 0.6243(2) 0.47099(14) 0.45063(13) 0.0545(6) Uani 1 1 d . . . . .
C5 C 0.6190(2) 0.53339(17) 0.41272(15) 0.0692(8) Uani 1 1 d . . . . .
H5 H 0.5666 0.5380 0.3758 0.083 Uiso 1 1 calc R . . . .
C6 C 0.6949(3) 0.58911(18) 0.43177(17) 0.0817(9) Uani 1 1 d . . . . .
H6 H 0.6929 0.6320 0.4071 0.098 Uiso 1 1 calc R . . . .
C7 C 0.7725(3) 0.58314(16) 0.48555(18) 0.0774(9) Uani 1 1 d . . . . .
H7 H 0.8214 0.6220 0.4974 0.093 Uiso 1 1 calc R . . . .
C8 C 0.7790(2) 0.51954(15) 0.52268(15) 0.0652(7) Uani 1 1 d . . . . .
H8 H 0.8331 0.5149 0.5588 0.078 Uiso 1 1 calc R . . . .
C9 C 0.4678(3) 0.39487(19) 0.38941(16) 0.0798(9) Uani 1 1 d . . . . .
H9A H 0.4171 0.4366 0.3843 0.120 Uiso 1 1 calc GR . . . .
H9B H 0.4192 0.3538 0.4012 0.120 Uiso 1 1 calc GR . . . .
H9C H 0.5090 0.3856 0.3471 0.120 Uiso 1 1 calc GR . . . .
C10 C 0.9463(3) 0.30781(17) 0.63125(15) 0.0746(8) Uani 1 1 d . . . . .
H10 H 1.0075 0.2888 0.6042 0.089 Uiso 1 1 calc R . . . .
C11 C 0.9569(4) 0.3091(2) 0.70187(18) 0.0935(11) Uani 1 1 d . . . . .
H11 H 1.0255 0.2903 0.7226 0.112 Uiso 1 1 calc R . . . .
C12 C 0.8671(4) 0.33788(19) 0.74115(17) 0.0936(12) Uani 1 1 d . . . . .
H12 H 0.8762 0.3386 0.7885 0.112 Uiso 1 1 calc R . . . .
C13 C 0.7625(3) 0.36597(18) 0.71264(15) 0.0833(9) Uani 1 1 d . . . . .
H13 H 0.7013 0.3852 0.7396 0.100 Uiso 1 1 calc R . . . .
C14 C 0.7543(3) 0.36389(15) 0.64246(14) 0.0634(7) Uani 1 1 d . . . . .
C15 C 0.8424(3) 0.33541(14) 0.60187(13) 0.0588(7) Uani 1 1 d . . . . .
C16 C 0.8017(2) 0.33739(13) 0.52822(12) 0.0530(6) Uani 1 1 d . . . . .
H16 H 0.7724 0.2892 0.5160 0.064 Uiso 1 1 calc R . . . .
C17 C 0.9006(2) 0.35781(14) 0.47837(12) 0.0559(6) Uani 1 1 d . . . . .
H17A H 0.9639 0.3218 0.4818 0.067 Uiso 1 1 calc R . . . .
H17B H 0.9347 0.4035 0.4932 0.067 Uiso 1 1 calc R . . . .
C18 C 0.8664(2) 0.36504(15) 0.40344(13) 0.0609(7) Uani 1 1 d . . . . .
H18 H 0.8132 0.4071 0.3991 0.073 Uiso 1 1 calc R . . . .
C19 C 0.9751(2) 0.37829(16) 0.35905(13) 0.0625(7) Uani 1 1 d . . . . .
C20 C 1.0641(3) 0.3265(2) 0.35029(16) 0.0808(9) Uani 1 1 d . . . . .
H20 H 1.0556 0.2816 0.3710 0.097 Uiso 1 1 calc R . . . .
C21 C 1.1646(3) 0.3406(3) 0.31152(19) 0.1024(12) Uani 1 1 d . . . . .
H21 H 1.2232 0.3051 0.3060 0.123 Uiso 1 1 calc R . . . .
C22 C 1.1787(4) 0.4059(3) 0.28130(19) 0.1099(15) Uani 1 1 d . . . . .
H22 H 1.2470 0.4154 0.2551 0.132 Uiso 1 1 calc R . . . .
C23 C 1.0913(4) 0.4583(3) 0.28959(18) 0.1080(13) Uani 1 1 d . . . . .
H23 H 1.1009 0.5033 0.2691 0.130 Uiso 1 1 calc R . . . .
C24 C 0.9885(3) 0.44389(19) 0.32862(14) 0.0818(9) Uani 1 1 d . . . . .
H24 H 0.9294 0.4791 0.3338 0.098 Uiso 1 1 calc R . . . .
Cl1 Cl 0.78418(7) 0.28712(5) 0.37390(4) 0.0813(3) Uani 1 1 d . . . . .
N1 N 0.55555(17) 0.40790(12) 0.44323(11) 0.0599(6) Uani 1 1 d . . . . .
O1 O 0.53638(18) 0.30030(12) 0.50058(12) 0.0871(7) Uani 1 1 d . . . . .
O2 O 0.65705(17) 0.39019(11) 0.60574(9) 0.0720(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.539(4) . ?
C1 N1 1.355(3) . ?
C1 O1 1.214(3) . ?
C2 C3 1.493(4) . ?
C2 C16 1.564(4) . ?
C2 O2 1.455(3) . ?
C3 C4 1.391(3) . ?
C3 C8 1.379(3) . ?
C4 C5 1.374(4) . ?
C4 N1 1.403(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.382(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.363(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.385(4) . ?
C8 H8 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C9 N1 1.453(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.385(4) . ?
C10 C15 1.385(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.366(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.388(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.375(4) . ?
C14 C15 1.365(4) . ?
C14 O2 1.383(3) . ?
C15 C16 1.509(3) . ?
C16 H16 0.9800 . ?
C16 C17 1.516(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.519(3) . ?
C18 H18 0.9800 . ?
C18 C19 1.505(4) . ?
C18 Cl1 1.802(3) . ?
C19 C20 1.387(4) . ?
C19 C24 1.361(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.372(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.355(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.381(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.397(5) . ?
C24 H24 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
N1 C1 C2 107.8(2) . . ?
O1 C1 C2 125.6(3) . . ?
O1 C1 N1 126.5(3) . . ?
C1 C2 C16 110.5(2) . . ?
C3 C2 C1 102.3(2) . . ?
C3 C2 C16 117.1(2) . . ?
O2 C2 C1 108.85(19) . . ?
O2 C2 C3 111.8(2) . . ?
O2 C2 C16 106.07(19) . . ?
C4 C3 C2 108.6(2) . . ?
C8 C3 C2 131.7(2) . . ?
C8 C3 C4 119.7(2) . . ?
C3 C4 N1 109.7(2) . . ?
C5 C4 C3 121.9(3) . . ?
C5 C4 N1 128.4(2) . . ?
C4 C5 H5 121.4 . . ?
C4 C5 C6 117.2(3) . . ?
C6 C5 H5 121.4 . . ?
C5 C6 H6 118.9 . . ?
C7 C6 C5 122.1(3) . . ?
C7 C6 H6 118.9 . . ?
C6 C7 H7 119.8 . . ?
C6 C7 C8 120.4(3) . . ?
C8 C7 H7 119.8 . . ?
C3 C8 C7 118.8(3) . . ?
C3 C8 H8 120.6 . . ?
C7 C8 H8 120.6 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
C11 C10 H10 120.8 . . ?
C15 C10 H10 120.8 . . ?
C15 C10 C11 118.5(3) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.3(3) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 119.0 . . ?
C11 C12 C13 122.0(3) . . ?
C13 C12 H12 119.0 . . ?
C12 C13 H13 121.8 . . ?
C14 C13 C12 116.5(3) . . ?
C14 C13 H13 121.8 . . ?
C13 C14 O2 124.0(3) . . ?
C15 C14 C13 122.9(3) . . ?
C15 C14 O2 113.1(2) . . ?
C10 C15 C16 130.8(3) . . ?
C14 C15 C10 119.8(3) . . ?
C14 C15 C16 109.3(2) . . ?
C2 C16 H16 108.1 . . ?
C15 C16 C2 100.7(2) . . ?
C15 C16 H16 108.1 . . ?
C15 C16 C17 113.7(2) . . ?
C17 C16 C2 117.7(2) . . ?
C17 C16 H16 108.1 . . ?
C16 C17 H17A 107.9 . . ?
C16 C17 H17B 107.9 . . ?
C16 C17 C18 117.4(2) . . ?
H17A C17 H17B 107.2 . . ?
C18 C17 H17A 107.9 . . ?
C18 C17 H17B 107.9 . . ?
C17 C18 H18 107.7 . . ?
C17 C18 Cl1 111.39(19) . . ?
C19 C18 C17 111.7(2) . . ?
C19 C18 H18 107.7 . . ?
C19 C18 Cl1 110.56(18) . . ?
Cl1 C18 H18 107.7 . . ?
C20 C19 C18 121.9(3) . . ?
C24 C19 C18 119.0(3) . . ?
C24 C19 C20 119.1(3) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 121.0(4) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.3(4) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 120.2 . . ?
C21 C22 C23 119.6(4) . . ?
C23 C22 H22 120.2 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.2(4) . . ?
C24 C23 H23 119.9 . . ?
C19 C24 C23 119.9(4) . . ?
C19 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C1 N1 C4 111.2(2) . . ?
C1 N1 C9 123.6(2) . . ?
C4 N1 C9 125.2(2) . . ?
C14 O2 C2 107.36(19) . . ?

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
C1 C2 C3 C4 -5.2(3) . . . . ?
C1 C2 C3 C8 176.1(3) . . . . ?
C1 C2 C16 C15 -135.8(2) . . . . ?
C1 C2 C16 C17 100.0(3) . . . . ?
C1 C2 O2 C14 135.9(2) . . . . ?
C2 C1 N1 C4 -5.2(3) . . . . ?
C2 C1 N1 C9 173.2(2) . . . . ?
C2 C3 C4 C5 -178.0(2) . . . . ?
C2 C3 C4 N1 2.5(3) . . . . ?
C2 C3 C8 C7 179.0(3) . . . . ?
C2 C16 C17 C18 -59.5(3) . . . . ?
C3 C2 C16 C15 107.6(2) . . . . ?
C3 C2 C16 C17 -16.6(3) . . . . ?
C3 C2 O2 C14 -111.8(2) . . . . ?
C3 C4 C5 C6 -1.2(4) . . . . ?
C3 C4 N1 C1 1.8(3) . . . . ?
C3 C4 N1 C9 -176.5(2) . . . . ?
C4 C3 C8 C7 0.5(4) . . . . ?
C4 C5 C6 C7 0.3(5) . . . . ?
C5 C4 N1 C1 -177.6(3) . . . . ?
C5 C4 N1 C9 4.1(4) . . . . ?
C5 C6 C7 C8 1.0(5) . . . . ?
C6 C7 C8 C3 -1.4(5) . . . . ?
C8 C3 C4 C5 0.8(4) . . . . ?
C8 C3 C4 N1 -178.6(2) . . . . ?
C10 C11 C12 C13 0.6(5) . . . . ?
C10 C15 C16 C2 -169.8(3) . . . . ?
C10 C15 C16 C17 -43.0(4) . . . . ?
C11 C10 C15 C14 0.9(4) . . . . ?
C11 C10 C15 C16 -175.8(3) . . . . ?
C11 C12 C13 C14 -0.5(5) . . . . ?
C12 C13 C14 C15 0.6(4) . . . . ?
C12 C13 C14 O2 -179.3(3) . . . . ?
C13 C14 C15 C10 -0.8(4) . . . . ?
C13 C14 C15 C16 176.5(3) . . . . ?
C13 C14 O2 C2 171.0(3) . . . . ?
C14 C15 C16 C2 13.3(3) . . . . ?
C14 C15 C16 C17 140.1(2) . . . . ?
C15 C10 C11 C12 -0.7(5) . . . . ?
C15 C14 O2 C2 -8.9(3) . . . . ?
C15 C16 C17 C18 -176.9(2) . . . . ?
C16 C2 C3 C4 115.8(2) . . . . ?
C16 C2 C3 C8 -62.9(4) . . . . ?
C16 C2 O2 C14 17.0(3) . . . . ?
C16 C17 C18 C19 -174.4(2) . . . . ?
C16 C17 C18 Cl1 -50.2(3) . . . . ?
C17 C18 C19 C20 66.4(3) . . . . ?
C17 C18 C19 C24 -111.2(3) . . . . ?
C18 C19 C20 C21 -177.7(3) . . . . ?
C18 C19 C24 C23 177.3(3) . . . . ?
C19 C20 C21 C22 0.4(5) . . . . ?
C20 C19 C24 C23 -0.4(4) . . . . ?
C20 C21 C22 C23 -0.1(6) . . . . ?
C21 C22 C23 C24 -0.3(6) . . . . ?
C22 C23 C24 C19 0.6(5) . . . . ?
C24 C19 C20 C21 -0.1(5) . . . . ?
Cl1 C18 C19 C20 -58.2(3) . . . . ?
Cl1 C18 C19 C24 124.2(2) . . . . ?
N1 C1 C2 C3 6.2(3) . . . . ?
N1 C1 C2 C16 -119.2(2) . . . . ?
N1 C1 C2 O2 124.7(2) . . . . ?
N1 C4 C5 C6 178.2(2) . . . . ?
O1 C1 C2 C3 -176.0(3) . . . . ?
O1 C1 C2 C16 58.6(3) . . . . ?
O1 C1 C2 O2 -57.5(3) . . . . ?
O1 C1 N1 C4 177.1(3) . . . . ?
O1 C1 N1 C9 -4.6(4) . . . . ?
O2 C2 C3 C4 -121.5(2) . . . . ?
O2 C2 C3 C8 59.8(3) . . . . ?
O2 C2 C16 C15 -18.0(2) . . . . ?
O2 C2 C16 C17 -142.2(2) . . . . ?
O2 C14 C15 C10 179.1(2) . . . . ?
O2 C14 C15 C16 -3.6(3) . . . . ?

_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_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1941385'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2019-07-18 deposited with the CCDC.	2019-10-18 downloaded from the CCDC.
;
_audit_creation_date             2019-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C32 H35 N3 O6)'
_chemical_formula_sum            'C64 H70 N6 O12'
_chemical_formula_weight         1115.26
_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                   11.9272(7)
_cell_length_b                   15.6713(9)
_cell_length_c                   18.1611(11)
_cell_angle_alpha                108.369(2)
_cell_angle_beta                 95.406(2)
_cell_angle_gamma                104.122(2)
_cell_volume                     3069.8(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3194
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.57
_cell_measurement_theta_min      2.19
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.988
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6198
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1240 before and 0.0782 after correction. The Ratio of minimum to maximum transmission is 0.8312. 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    1.207
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1264
_diffrn_reflns_av_unetI/netI     0.1351
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            41956
_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         26.372
_diffrn_reflns_theta_min         2.167
_diffrn_ambient_temperature      150.02
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5898
_reflns_number_total             12523
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.769
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       0.0100(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     758
_refine_ls_number_reflns         12523
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.1863
_refine_ls_R_factor_gt           0.0877
_refine_ls_restrained_S_all      1.040
_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)+(0.1173P)²+2.1048P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2123
_refine_ls_wR_factor_ref         0.2763
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C26'-C28'
 1.55 with sigma of 0.02
 C27-C28
 2.6 with sigma of 0.02
 C28-C26
 1.5 with sigma of 0.02
 C1B-C1A
 1.5 with sigma of 0.02
3. Rigid bond restraints
 C26', C28'
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
Uanis(C26) \\sim Ueq, Uanis(C28) \\sim Ueq: with sigma of 0.008 and sigma for
terminal atoms of 0.01
Uanis(C26') \\sim Ueq, Uanis(C28') \\sim Ueq: with sigma of 0.008 and sigma for
terminal atoms of 0.01
Uanis(C28') = Uanis(C1A)
Uanis(C26') = Uanis(C1B)
5. Others
 Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=Sof(C1B)=Sof(H1B)=Sof(H27D)=Sof(H27E)=
 Sof(H27F)=1-FVAR(1)
 Sof(C26')=Sof(H26')=Sof(H27A)=Sof(H27B)=Sof(H27C)=Sof(C28')=Sof(H28A)=
 Sof(H28B)=Sof(H28C)=FVAR(1)
6.a Riding coordinates:
 C27'(H27D,H27E,H27F)
6.b Ternary CH refined with riding coordinates:
 C15(H15), C17(H17), C26(H26), C30(H30), C1B(H1B), C15'(H15'), C17'(H17'),
 C26'(H26'), C30'(H30')
6.c Secondary CH2 refined with riding coordinates:
 C16(H16C,H16D), C16'(H16A,H16B)
6.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C9(H9), C10(H10), C19(H19),
 C20(H20), C21(H21), C22(H22), C23(H23), N3(H3A), C2'(H2'), C3'(H3'), C4'(H4'),
 C5'(H5'), C8'(H8'), C9'(H9'), C10'(H10'), C11'(H11'), C19'(H19'), C20'(H20'),
 C21'(H21'), C22'(H22'), C23'(H23'), N3'(H3'A)
6.e Idealised Me refined as rotating group:
 C24(H24D,H24E,H24F), C27(H27G,H27H,H27I), C28(H28D,H28E,H28F), C31(H31D,H31E,
 H31F), C32(H32D,H32E,H32F), C1A(H1AA,H1AB,H1AC), C24'(H24A,H24B,H24C),
 C27'(H27A,H27B,H27C), C28'(H28A,H28B,H28C), C31'(H31A,H31B,H31C), C32'(H32A,
 H32B,H32C)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 1.1960(4) 0.8601(3) 0.6433(3) 0.0352(10) Uani 1 1 d . . . . .
C2 C 1.2641(4) 0.8582(3) 0.5860(3) 0.0431(12) Uani 1 1 d . . . . .
H2 H 1.3472 0.8842 0.5990 0.052 Uiso 1 1 calc R . . . .
C3 C 1.2044(5) 0.8160(4) 0.5075(3) 0.0489(13) Uani 1 1 d . . . . .
H3 H 1.2479 0.8133 0.4660 0.059 Uiso 1 1 calc R . . . .
C4 C 1.0847(5) 0.7787(4) 0.4892(3) 0.0537(14) Uani 1 1 d . . . . .
H4 H 1.0465 0.7509 0.4354 0.064 Uiso 1 1 calc R . . . .
C5 C 1.0179(4) 0.7811(3) 0.5488(3) 0.0452(12) Uani 1 1 d . . . . .
H5 H 0.9347 0.7555 0.5360 0.054 Uiso 1 1 calc R . . . .
C6 C 1.0751(4) 0.8210(3) 0.6260(2) 0.0338(10) Uani 1 1 d . . . . .
C7 C 1.2068(4) 0.8139(3) 0.8600(3) 0.0375(11) Uani 1 1 d . . . . .
H7 H 1.2231 0.7646 0.8204 0.045 Uiso 1 1 calc R . . . .
C8 C 1.2206(5) 0.8186(3) 0.9384(3) 0.0489(13) Uani 1 1 d . . . . .
H8 H 1.2460 0.7720 0.9526 0.059 Uiso 1 1 calc R . . . .
C9 C 1.1974(5) 0.8907(4) 0.9953(3) 0.0584(15) Uani 1 1 d . . . . .
H9 H 1.2053 0.8921 1.0482 0.070 Uiso 1 1 calc R . . . .
C10 C 1.1626(5) 0.9618(4) 0.9778(3) 0.0530(14) Uani 1 1 d . . . . .
H10 H 1.1484 1.0121 1.0176 0.064 Uiso 1 1 calc R . . . .
C11 C 1.1499(4) 0.9559(3) 0.9008(3) 0.0375(11) Uani 1 1 d . . . . .
C12 C 1.1692(4) 0.8821(3) 0.8413(2) 0.0330(10) Uani 1 1 d . . . . .
C13 C 1.1233(4) 0.9933(3) 0.7897(3) 0.0357(10) Uani 1 1 d . . . . .
C14 C 1.1422(4) 0.8958(3) 0.7640(2) 0.0322(10) Uani 1 1 d . . . . .
C15 C 1.0301(4) 0.8249(3) 0.7020(2) 0.0310(10) Uani 1 1 d . . . . .
H15 H 0.9633 0.8533 0.7051 0.037 Uiso 1 1 calc R . . . .
C16 C 0.9895(4) 0.7263(3) 0.7059(2) 0.0318(10) Uani 1 1 d . . . . .
H16C H 1.0595 0.7047 0.7139 0.038 Uiso 1 1 calc R . . . .
H16D H 0.9401 0.6831 0.6544 0.038 Uiso 1 1 calc R . . . .
C17 C 0.9192(4) 0.7197(3) 0.7716(2) 0.0322(10) Uani 1 1 d . . . . .
H17 H 0.9639 0.7720 0.8213 0.039 Uiso 1 1 calc R . . . .
C18 C 0.9051(3) 0.6275(3) 0.7870(2) 0.0310(10) Uani 1 1 d . . . . .
C19 C 0.9164(4) 0.6293(3) 0.8636(3) 0.0368(11) Uani 1 1 d . . . . .
H19 H 0.9342 0.6876 0.9058 0.044 Uiso 1 1 calc R . . . .
C20 C 0.9021(4) 0.5465(4) 0.8800(3) 0.0455(12) Uani 1 1 d . . . . .
H20 H 0.9110 0.5489 0.9332 0.055 Uiso 1 1 calc R . . . .
C21 C 0.8756(4) 0.4625(3) 0.8204(3) 0.0430(12) Uani 1 1 d . . . . .
H21 H 0.8638 0.4060 0.8315 0.052 Uiso 1 1 calc R . . . .
C22 C 0.8660(5) 0.4600(4) 0.7437(3) 0.0553(14) Uani 1 1 d . . . . .
H22 H 0.8491 0.4016 0.7017 0.066 Uiso 1 1 calc R . . . .
C23 C 0.8808(5) 0.5425(3) 0.7270(3) 0.0486(13) Uani 1 1 d . . . . .
H23 H 0.8740 0.5399 0.6737 0.058 Uiso 1 1 calc R . . . .
C24 C 1.0989(6) 1.1069(4) 0.9134(4) 0.0718(18) Uani 1 1 d . . . . .
H24D H 1.1716 1.1489 0.9498 0.108 Uiso 1 1 calc GR . . . .
H24E H 1.0372 1.0934 0.9437 0.108 Uiso 1 1 calc GR . . . .
H24F H 1.0737 1.1371 0.8778 0.108 Uiso 1 1 calc GR . . . .
C25 C 0.7720(4) 0.8061(4) 0.8040(3) 0.0482(13) Uani 1 1 d . . . . .
C26 C 0.6215(6) 0.8803(5) 0.8204(5) 0.112(3) Uani 1 1 d D U . . .
H26 H 0.6365 0.9013 0.8794 0.135 Uiso 1 1 calc R . . . .
C27 C 0.5042(5) 0.8663(5) 0.7813(4) 0.0761(19) Uani 1 1 d D . . . .
H27G H 0.4751 0.9188 0.8090 0.114 Uiso 1 1 calc GR . . . .
H27H H 0.4523 0.8074 0.7816 0.114 Uiso 1 1 calc GR . . . .
H27I H 0.5054 0.8632 0.7266 0.114 Uiso 1 1 calc GR . . . .
C28 C 0.6969(11) 0.9617(10) 0.7760(8) 0.221(6) Uani 1 1 d D U . . .
H28D H 0.6711 0.9349 0.7186 0.332 Uiso 1 1 calc GR . . . .
H28E H 0.7821 0.9726 0.7890 0.332 Uiso 1 1 calc GR . . . .
H28F H 0.6783 1.0214 0.7966 0.332 Uiso 1 1 calc GR . . . .
C29 C 0.6993(4) 0.7024(3) 0.6273(3) 0.0373(11) Uani 1 1 d . . . . .
C30 C 0.5590(4) 0.6720(3) 0.5127(3) 0.0416(12) Uani 1 1 d . . . . .
H30 H 0.6280 0.7015 0.4926 0.050 Uiso 1 1 calc R . . . .
C31 C 0.4928(4) 0.7406(4) 0.5420(3) 0.0521(13) Uani 1 1 d . . . . .
H31D H 0.4622 0.7577 0.4983 0.078 Uiso 1 1 calc GR . . . .
H31E H 0.5453 0.7970 0.5834 0.078 Uiso 1 1 calc GR . . . .
H31F H 0.4272 0.7126 0.5636 0.078 Uiso 1 1 calc GR . . . .
C32 C 0.4851(5) 0.5824(4) 0.4488(3) 0.0577(15) Uani 1 1 d . . . . .
H32D H 0.5334 0.5399 0.4322 0.087 Uiso 1 1 calc GR . . . .
H32E H 0.4547 0.5969 0.4035 0.087 Uiso 1 1 calc GR . . . .
H32F H 0.4192 0.5523 0.4691 0.087 Uiso 1 1 calc GR . . . .
N1 N 1.1198(3) 1.0196(3) 0.8676(2) 0.0430(10) Uani 1 1 d . . . . .
N2 N 0.8028(3) 0.7334(2) 0.75463(19) 0.0316(8) Uani 1 1 d . . . . .
N3 N 0.7236(3) 0.6694(2) 0.68737(19) 0.0336(8) Uani 1 1 d . . . . .
H3A H 0.6908 0.6110 0.6833 0.040 Uiso 1 1 calc R . . . .
O1 O 1.2411(2) 0.8959(2) 0.72307(17) 0.0378(7) Uani 1 1 d . . . . .
O2 O 1.1104(3) 1.0385(2) 0.7476(2) 0.0493(9) Uani 1 1 d . . . . .
O3 O 0.8372(3) 0.8637(3) 0.8620(2) 0.0782(14) Uani 1 1 d . . . . .
O4 O 0.6618(3) 0.8021(2) 0.7783(2) 0.0571(10) Uani 1 1 d . . . . .
O5 O 0.7609(3) 0.7720(2) 0.62027(19) 0.0544(10) Uani 1 1 d . . . . .
O6 O 0.6008(2) 0.6448(2) 0.57861(16) 0.0393(8) Uani 1 1 d . . . . .
C1' C 0.2632(4) 0.5836(3) 0.6781(3) 0.0371(11) Uani 1 1 d . . . . .
C1A C 0.4317(12) 0.1378(10) 0.8803(8) 0.073(2) Uani 0.422(6) 1 d D . P A 2
H1AA H 0.3760 0.0747 0.8584 0.109 Uiso 0.422(6) 1 calc GR . P A 2
H1AB H 0.3932 0.1818 0.9112 0.109 Uiso 0.422(6) 1 calc GR . P A 2
H1AC H 0.4999 0.1371 0.9144 0.109 Uiso 0.422(6) 1 calc GR . P A 2
C1B C 0.4772(10) 0.1727(10) 0.8045(8) 0.062(2) Uani 0.422(6) 1 d D . P A 2
H1B H 0.5451 0.2307 0.8292 0.075 Uiso 0.422(6) 1 calc R . P A 2
C2' C 0.2362(4) 0.6332(4) 0.6324(3) 0.0471(12) Uani 1 1 d . . . . .
H2' H 0.2489 0.6992 0.6541 0.057 Uiso 1 1 calc R . . . .
C3' C 0.1898(5) 0.5834(4) 0.5536(3) 0.0579(15) Uani 1 1 d . . . . .
H3' H 0.1689 0.6156 0.5204 0.070 Uiso 1 1 calc R . . . .
C4' C 0.1732(5) 0.4880(4) 0.5220(3) 0.0653(17) Uani 1 1 d . . . . .
H4' H 0.1414 0.4552 0.4674 0.078 Uiso 1 1 calc R . . . .
C5' C 0.2027(4) 0.4392(4) 0.5694(3) 0.0485(13) Uani 1 1 d . . . . .
H5' H 0.1923 0.3735 0.5477 0.058 Uiso 1 1 calc R . . . .
C6' C 0.2473(4) 0.4883(3) 0.6486(2) 0.0331(10) Uani 1 1 d . . . . .
C7' C 0.4172(4) 0.5798(3) 0.9155(3) 0.0415(11) Uani 1 1 d . . . . .
C8' C 0.4230(5) 0.5955(4) 0.9935(3) 0.0600(15) Uani 1 1 d . . . . .
H8' H 0.4956 0.6067 1.0267 0.072 Uiso 1 1 calc R . . . .
C9' C 0.3216(6) 0.5948(4) 1.0238(3) 0.0593(15) Uani 1 1 d . . . . .
H9' H 0.3241 0.6044 1.0783 0.071 Uiso 1 1 calc R . . . .
C10' C 0.2165(5) 0.5804(3) 0.9767(3) 0.0498(13) Uani 1 1 d . . . . .
H10' H 0.1475 0.5809 0.9989 0.060 Uiso 1 1 calc R . . . .
C11' C 0.2112(4) 0.5653(3) 0.8964(3) 0.0395(11) Uani 1 1 d . . . . .
H11' H 0.1392 0.5563 0.8636 0.047 Uiso 1 1 calc R . . . .
C12' C 0.3122(4) 0.5636(3) 0.8652(2) 0.0319(10) Uani 1 1 d . . . . .
C13' C 0.4702(4) 0.5681(3) 0.7957(3) 0.0368(11) Uani 1 1 d . . . . .
C14' C 0.3358(4) 0.5500(3) 0.7833(2) 0.0318(10) Uani 1 1 d . . . . .
C15' C 0.2759(3) 0.4538(3) 0.7152(2) 0.0301(10) Uani 1 1 d . . . . .
H15' H 0.3344 0.4177 0.7028 0.036 Uiso 1 1 calc R . . . .
C16' C 0.1630(4) 0.3909(3) 0.7270(2) 0.0332(10) Uani 1 1 d . . . . .
H16A H 0.1120 0.4306 0.7479 0.040 Uiso 1 1 calc R . . . .
H16B H 0.1203 0.3447 0.6748 0.040 Uiso 1 1 calc R . . . .
C17' C 0.1811(4) 0.3374(3) 0.7824(2) 0.0312(10) Uani 1 1 d . . . . .
H17' H 0.2349 0.3839 0.8318 0.037 Uiso 1 1 calc R . . . .
C18' C 0.0664(4) 0.2968(3) 0.8053(2) 0.0329(10) Uani 1 1 d . . . . .
C19' C 0.0591(4) 0.3157(3) 0.8846(3) 0.0360(10) Uani 1 1 d . . . . .
H19' H 0.1266 0.3530 0.9241 0.043 Uiso 1 1 calc R . . . .
C20' C -0.0465(4) 0.2803(3) 0.9068(3) 0.0425(12) Uani 1 1 d . . . . .
H20' H -0.0510 0.2951 0.9611 0.051 Uiso 1 1 calc R . . . .
C21' C -0.1427(4) 0.2248(3) 0.8507(3) 0.0447(12) Uani 1 1 d . . . . .
H21' H -0.2141 0.2002 0.8660 0.054 Uiso 1 1 calc R . . . .
C22' C -0.1374(4) 0.2039(3) 0.7710(3) 0.0469(12) Uani 1 1 d . . . . .
H22' H -0.2046 0.1648 0.7319 0.056 Uiso 1 1 calc R . . . .
C23' C -0.0330(4) 0.2405(3) 0.7491(3) 0.0392(11) Uani 1 1 d . . . . .
H23' H -0.0297 0.2267 0.6946 0.047 Uiso 1 1 calc R . . . .
C24' C 0.6319(5) 0.5981(5) 0.9043(4) 0.083(2) Uani 1 1 d . . . . .
H24A H 0.6782 0.5926 0.8621 0.124 Uiso 1 1 calc GR . . . .
H24B H 0.6390 0.5523 0.9294 0.124 Uiso 1 1 calc GR . . . .
H24C H 0.6614 0.6617 0.9437 0.124 Uiso 1 1 calc GR . . . .
C25' C 0.3495(4) 0.2734(4) 0.7800(3) 0.0536(14) Uani 1 1 d . . . . .
C26' C 0.5094(7) 0.2085(7) 0.7502(6) 0.062(2) Uani 0.578(6) 1 d D U P A 1
H26' H 0.5434 0.2359 0.8079 0.075 Uiso 0.578(6) 1 calc R . P A 1
C27' C 0.5123(5) 0.1074(5) 0.7201(5) 0.094(2) Uani 1 1 d . . . . .
H27A H 0.4989 0.0841 0.6623 0.141 Uiso 0.578(6) 1 calc GR . P A 1
H27B H 0.4506 0.0688 0.7379 0.141 Uiso 0.578(6) 1 calc GR . P A 1
H27C H 0.5893 0.1038 0.7408 0.141 Uiso 0.578(6) 1 calc GR . P A 1
H27D H 0.4405 0.0727 0.6803 0.141 Uiso 0.422(6) 1 d R . P A 2
H27E H 0.5501 0.0629 0.7315 0.141 Uiso 0.422(6) 1 d R . P A 2
H27F H 0.5664 0.1489 0.7001 0.141 Uiso 0.422(6) 1 d R . P A 2
C28' C 0.5774(9) 0.2725(7) 0.7096(6) 0.073(2) Uani 0.578(6) 1 d D U P A 1
H28A H 0.6601 0.2731 0.7160 0.109 Uiso 0.578(6) 1 calc GR . P A 1
H28B H 0.5722 0.3365 0.7338 0.109 Uiso 0.578(6) 1 calc GR . P A 1
H28C H 0.5429 0.2485 0.6532 0.109 Uiso 0.578(6) 1 calc GR . P A 1
C29' C 0.2182(4) 0.1850(3) 0.6127(3) 0.0385(11) Uani 1 1 d . . . . .
C30' C 0.2058(5) 0.0820(3) 0.4818(3) 0.0494(13) Uani 1 1 d . . . . .
H30' H 0.2186 0.1406 0.4687 0.059 Uiso 1 1 calc R . . . .
C31' C 0.3189(5) 0.0549(4) 0.4855(3) 0.0647(16) Uani 1 1 d . . . . .
H31A H 0.3799 0.1054 0.5267 0.097 Uiso 1 1 calc GR . . . .
H31B H 0.3442 0.0446 0.4344 0.097 Uiso 1 1 calc GR . . . .
H31C H 0.3058 -0.0030 0.4977 0.097 Uiso 1 1 calc GR . . . .
C32' C 0.1052(5) 0.0053(4) 0.4228(3) 0.0579(15) Uani 1 1 d . . . . .
H32A H 0.0926 -0.0519 0.4361 0.087 Uiso 1 1 calc GR . . . .
H32B H 0.1240 -0.0075 0.3698 0.087 Uiso 1 1 calc GR . . . .
H32C H 0.0336 0.0255 0.4243 0.087 Uiso 1 1 calc GR . . . .
N1' N 0.5098(3) 0.5803(3) 0.8714(2) 0.0481(11) Uani 1 1 d . . . . .
N2' N 0.2384(3) 0.2652(2) 0.74932(19) 0.0303(8) Uani 1 1 d . . . . .
N3' N 0.1780(3) 0.1885(2) 0.68205(19) 0.0320(8) Uani 1 1 d . . . . .
H3'A H 0.1174 0.1444 0.6837 0.038 Uiso 1 1 calc R . . . .
O1' O 0.3070(3) 0.6224(2) 0.75800(18) 0.0416(8) Uani 1 1 d . . . . .
O2' O 0.5298(3) 0.5692(2) 0.7451(2) 0.0533(9) Uani 1 1 d . . . . .
O3' O 0.4108(3) 0.3401(3) 0.8348(3) 0.0856(15) Uani 1 1 d . . . . .
O4' O 0.3815(3) 0.1978(3) 0.7407(2) 0.0727(13) Uani 1 1 d . . . . .
O5' O 0.2814(3) 0.2509(2) 0.60220(19) 0.0568(10) Uani 1 1 d . . . . .
O6' O 0.1719(3) 0.0988(2) 0.55996(16) 0.0425(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.377(6) . ?
C1 C6 1.383(6) . ?
C1 O1 1.378(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.400(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.368(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.400(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.372(6) . ?
C6 C15 1.516(6) . ?
C7 H7 0.9500 . ?
C7 C8 1.394(6) . ?
C7 C12 1.377(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.375(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.393(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.363(6) . ?
C11 C12 1.395(6) . ?
C11 N1 1.416(6) . ?
C12 C14 1.504(6) . ?
C13 C14 1.530(6) . ?
C13 N1 1.350(6) . ?
C13 O2 1.219(5) . ?
C14 C15 1.579(6) . ?
C14 O1 1.452(5) . ?
C15 H15 1.0000 . ?
C15 C16 1.529(6) . ?
C16 H16C 0.9900 . ?
C16 H16D 0.9900 . ?
C16 C17 1.537(6) . ?
C17 H17 1.0000 . ?
C17 C18 1.530(6) . ?
C17 N2 1.474(5) . ?
C18 C19 1.375(6) . ?
C18 C23 1.373(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.395(6) . ?
C20 H20 0.9500 . ?
C20 C21 1.355(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.374(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.392(7) . ?
C23 H23 0.9500 . ?
C24 H24D 0.9800 . ?
C24 H24E 0.9800 . ?
C24 H24F 0.9800 . ?
C24 N1 1.454(6) . ?
C25 N2 1.364(6) . ?
C25 O3 1.197(6) . ?
C25 O4 1.332(6) . ?
C26 H26 1.0000 . ?
C26 C27 1.440(8) . ?
C26 C28 1.819(12) . ?
C26 O4 1.445(7) . ?
C27 H27G 0.9800 . ?
C27 H27H 0.9800 . ?
C27 H27I 0.9800 . ?
C28 H28D 0.9800 . ?
C28 H28E 0.9800 . ?
C28 H28F 0.9800 . ?
C29 N3 1.383(5) . ?
C29 O5 1.208(5) . ?
C29 O6 1.327(5) . ?
C30 H30 1.0000 . ?
C30 C31 1.483(7) . ?
C30 C32 1.506(7) . ?
C30 O6 1.476(5) . ?
C31 H31D 0.9800 . ?
C31 H31E 0.9800 . ?
C31 H31F 0.9800 . ?
C32 H32D 0.9800 . ?
C32 H32E 0.9800 . ?
C32 H32F 0.9800 . ?
N2 N3 1.392(5) . ?
N3 H3A 0.8800 . ?
C1' C2' 1.369(6) . ?
C1' C6' 1.376(6) . ?
C1' O1' 1.376(5) . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
C1A C1B 1.718(15) . ?
C1B H1B 1.0000 . ?
C1B C27' 1.707(14) . ?
C1B O4' 1.750(13) . ?
C2' H2' 0.9500 . ?
C2' C3' 1.378(7) . ?
C3' H3' 0.9500 . ?
C3' C4' 1.379(8) . ?
C4' H4' 0.9500 . ?
C4' C5' 1.393(7) . ?
C5' H5' 0.9500 . ?
C5' C6' 1.379(6) . ?
C6' C15' 1.517(6) . ?
C7' C8' 1.352(6) . ?
C7' C12' 1.397(6) . ?
C7' N1' 1.424(6) . ?
C8' H8' 0.9500 . ?
C8' C9' 1.374(8) . ?
C9' H9' 0.9500 . ?
C9' C10' 1.376(8) . ?
C10' H10' 0.9500 . ?
C10' C11' 1.395(6) . ?
C11' H11' 0.9500 . ?
C11' C12' 1.381(6) . ?
C12' C14' 1.497(6) . ?
C13' C14' 1.540(6) . ?
C13' N1' 1.347(6) . ?
C13' O2' 1.215(5) . ?
C14' C15' 1.564(6) . ?
C14' O1' 1.452(5) . ?
C15' H15' 1.0000 . ?
C15' C16' 1.540(5) . ?
C16' H16A 0.9900 . ?
C16' H16B 0.9900 . ?
C16' C17' 1.528(6) . ?
C17' H17' 1.0000 . ?
C17' C18' 1.516(6) . ?
C17' N2' 1.462(5) . ?
C18' C19' 1.392(6) . ?
C18' C23' 1.386(6) . ?
C19' H19' 0.9500 . ?
C19' C20' 1.397(6) . ?
C20' H20' 0.9500 . ?
C20' C21' 1.358(7) . ?
C21' H21' 0.9500 . ?
C21' C22' 1.392(7) . ?
C22' H22' 0.9500 . ?
C22' C23' 1.387(6) . ?
C23' H23' 0.9500 . ?
C24' H24A 0.9800 . ?
C24' H24B 0.9800 . ?
C24' H24C 0.9800 . ?
C24' N1' 1.445(6) . ?
C25' N2' 1.348(6) . ?
C25' O3' 1.205(6) . ?
C25' O4' 1.341(6) . ?
C26' H26' 1.0000 . ?
C26' C27' 1.515(11) . ?
C26' C28' 1.546(12) . ?
C26' O4' 1.481(9) . ?
C27' H27A 0.9800 . ?
C27' H27B 0.9800 . ?
C27' H27C 0.9800 . ?
C27' H27D 0.9798 . ?
C27' H27E 0.9799 . ?
C27' H27F 0.9798 . ?
C28' H28A 0.9800 . ?
C28' H28B 0.9800 . ?
C28' H28C 0.9800 . ?
C29' N3' 1.379(5) . ?
C29' O5' 1.201(5) . ?
C29' O6' 1.330(5) . ?
C30' H30' 1.0000 . ?
C30' C31' 1.511(8) . ?
C30' C32' 1.508(7) . ?
C30' O6' 1.474(5) . ?
C31' H31A 0.9800 . ?
C31' H31B 0.9800 . ?
C31' H31C 0.9800 . ?
C32' H32A 0.9800 . ?
C32' H32B 0.9800 . ?
C32' H32C 0.9800 . ?
N2' N3' 1.394(4) . ?
N3' H3'A 0.8800 . ?

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 C1 C6 123.0(4) . . ?
C2 C1 O1 123.8(4) . . ?
O1 C1 C6 113.1(4) . . ?
C1 C2 H2 121.8 . . ?
C1 C2 C3 116.5(5) . . ?
C3 C2 H2 121.8 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(4) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.8(5) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.6(5) . . ?
C6 C5 H5 120.7 . . ?
C1 C6 C15 109.2(4) . . ?
C5 C6 C1 119.7(4) . . ?
C5 C6 C15 130.9(4) . . ?
C8 C7 H7 120.7 . . ?
C12 C7 H7 120.7 . . ?
C12 C7 C8 118.6(4) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0(5) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 118.9 . . ?
C8 C9 C10 122.2(5) . . ?
C10 C9 H9 118.9 . . ?
C9 C10 H10 121.6 . . ?
C11 C10 C9 116.8(5) . . ?
C11 C10 H10 121.6 . . ?
C10 C11 C12 122.5(4) . . ?
C10 C11 N1 128.5(4) . . ?
C12 C11 N1 109.1(4) . . ?
C7 C12 C11 119.9(4) . . ?
C7 C12 C14 132.0(4) . . ?
C11 C12 C14 108.1(4) . . ?
N1 C13 C14 107.7(4) . . ?
O2 C13 C14 126.6(4) . . ?
O2 C13 N1 125.6(4) . . ?
C12 C14 C13 102.7(3) . . ?
C12 C14 C15 118.4(3) . . ?
C13 C14 C15 107.9(3) . . ?
O1 C14 C12 111.2(3) . . ?
O1 C14 C13 110.0(3) . . ?
O1 C14 C15 106.5(3) . . ?
C6 C15 C14 99.8(3) . . ?
C6 C15 H15 109.9 . . ?
C6 C15 C16 110.3(3) . . ?
C14 C15 H15 109.9 . . ?
C16 C15 C14 116.7(3) . . ?
C16 C15 H15 109.9 . . ?
C15 C16 H16C 108.7 . . ?
C15 C16 H16D 108.7 . . ?
C15 C16 C17 114.2(3) . . ?
H16C C16 H16D 107.6 . . ?
C17 C16 H16C 108.7 . . ?
C17 C16 H16D 108.7 . . ?
C16 C17 H17 107.4 . . ?
C18 C17 C16 113.0(3) . . ?
C18 C17 H17 107.4 . . ?
N2 C17 C16 111.4(3) . . ?
N2 C17 H17 107.4 . . ?
N2 C17 C18 109.9(3) . . ?
C19 C18 C17 119.2(4) . . ?
C23 C18 C17 122.3(4) . . ?
C23 C18 C19 118.5(4) . . ?
C18 C19 H19 119.6 . . ?
C18 C19 C20 120.8(5) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.4(5) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 120.4 . . ?
C20 C21 C22 119.3(5) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.6(5) . . ?
C23 C22 H22 119.7 . . ?
C18 C23 C22 120.4(5) . . ?
C18 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
H24D C24 H24E 109.5 . . ?
H24D C24 H24F 109.5 . . ?
H24E C24 H24F 109.5 . . ?
N1 C24 H24D 109.5 . . ?
N1 C24 H24E 109.5 . . ?
N1 C24 H24F 109.5 . . ?
O3 C25 N2 123.0(5) . . ?
O3 C25 O4 126.6(5) . . ?
O4 C25 N2 110.4(4) . . ?
C27 C26 H26 117.3 . . ?
C27 C26 C28 96.6(7) . . ?
C27 C26 O4 108.2(5) . . ?
C28 C26 H26 117.3 . . ?
O4 C26 H26 117.3 . . ?
O4 C26 C28 96.5(7) . . ?
C26 C27 H27G 109.5 . . ?
C26 C27 H27H 109.5 . . ?
C26 C27 H27I 109.5 . . ?
H27G C27 H27H 109.5 . . ?
H27G C27 H27I 109.5 . . ?
H27H C27 H27I 109.5 . . ?
C26 C28 H28D 109.5 . . ?
C26 C28 H28E 109.5 . . ?
C26 C28 H28F 109.5 . . ?
H28D C28 H28E 109.5 . . ?
H28D C28 H28F 109.5 . . ?
H28E C28 H28F 109.5 . . ?
O5 C29 N3 124.3(4) . . ?
O5 C29 O6 126.2(4) . . ?
O6 C29 N3 109.4(4) . . ?
C31 C30 H30 109.5 . . ?
C31 C30 C32 113.3(4) . . ?
C32 C30 H30 109.5 . . ?
O6 C30 H30 109.5 . . ?
O6 C30 C31 108.6(4) . . ?
O6 C30 C32 106.3(4) . . ?
C30 C31 H31D 109.5 . . ?
C30 C31 H31E 109.5 . . ?
C30 C31 H31F 109.5 . . ?
H31D C31 H31E 109.5 . . ?
H31D C31 H31F 109.5 . . ?
H31E C31 H31F 109.5 . . ?
C30 C32 H32D 109.5 . . ?
C30 C32 H32E 109.5 . . ?
C30 C32 H32F 109.5 . . ?
H32D C32 H32E 109.5 . . ?
H32D C32 H32F 109.5 . . ?
H32E C32 H32F 109.5 . . ?
C11 N1 C24 123.8(4) . . ?
C13 N1 C11 111.5(4) . . ?
C13 N1 C24 124.5(4) . . ?
C25 N2 C17 121.1(3) . . ?
C25 N2 N3 120.3(4) . . ?
N3 N2 C17 118.5(3) . . ?
C29 N3 N2 116.6(3) . . ?
C29 N3 H3A 121.7 . . ?
N2 N3 H3A 121.7 . . ?
C1 O1 C14 107.3(3) . . ?
C25 O4 C26 116.3(4) . . ?
C29 O6 C30 116.5(3) . . ?
C2' C1' C6' 123.0(4) . . ?
C2' C1' O1' 124.4(4) . . ?
C6' C1' O1' 112.6(4) . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
C1B C1A H1AA 109.5 . . ?
C1B C1A H1AB 109.5 . . ?
C1B C1A H1AC 109.5 . . ?
C1A C1B H1B 106.6 . . ?
C1A C1B O4' 121.5(8) . . ?
C27' C1B C1A 128.1(10) . . ?
C27' C1B H1B 106.6 . . ?
C27' C1B O4' 84.8(6) . . ?
O4' C1B H1B 106.6 . . ?
C1' C2' H2' 121.4 . . ?
C1' C2' C3' 117.2(5) . . ?
C3' C2' H2' 121.4 . . ?
C2' C3' H3' 119.4 . . ?
C2' C3' C4' 121.3(5) . . ?
C4' C3' H3' 119.4 . . ?
C3' C4' H4' 119.8 . . ?
C3' C4' C5' 120.5(5) . . ?
C5' C4' H4' 119.8 . . ?
C4' C5' H5' 120.7 . . ?
C6' C5' C4' 118.5(5) . . ?
C6' C5' H5' 120.7 . . ?
C1' C6' C5' 119.5(4) . . ?
C1' C6' C15' 109.9(4) . . ?
C5' C6' C15' 130.4(4) . . ?
C8' C7' C12' 122.2(4) . . ?
C8' C7' N1' 128.8(5) . . ?
C12' C7' N1' 108.9(4) . . ?
C7' C8' H8' 120.8 . . ?
C7' C8' C9' 118.5(5) . . ?
C9' C8' H8' 120.8 . . ?
C8' C9' H9' 119.3 . . ?
C8' C9' C10' 121.3(5) . . ?
C10' C9' H9' 119.3 . . ?
C9' C10' H10' 120.0 . . ?
C9' C10' C11' 120.0(5) . . ?
C11' C10' H10' 120.0 . . ?
C10' C11' H11' 120.5 . . ?
C12' C11' C10' 119.0(5) . . ?
C12' C11' H11' 120.5 . . ?
C7' C12' C14' 109.0(4) . . ?
C11' C12' C7' 119.0(4) . . ?
C11' C12' C14' 132.0(4) . . ?
N1' C13' C14' 108.5(3) . . ?
O2' C13' C14' 125.5(4) . . ?
O2' C13' N1' 126.0(4) . . ?
C12' C14' C13' 102.2(3) . . ?
C12' C14' C15' 120.0(3) . . ?
C13' C14' C15' 109.2(3) . . ?
O1' C14' C12' 109.2(3) . . ?
O1' C14' C13' 108.6(3) . . ?
O1' C14' C15' 107.2(3) . . ?
C6' C15' C14' 99.9(3) . . ?
C6' C15' H15' 109.8 . . ?
C6' C15' C16' 110.0(3) . . ?
C14' C15' H15' 109.8 . . ?
C16' C15' C14' 116.9(3) . . ?
C16' C15' H15' 109.8 . . ?
C15' C16' H16A 108.4 . . ?
C15' C16' H16B 108.4 . . ?
H16A C16' H16B 107.4 . . ?
C17' C16' C15' 115.7(3) . . ?
C17' C16' H16A 108.4 . . ?
C17' C16' H16B 108.4 . . ?
C16' C17' H17' 107.2 . . ?
C18' C17' C16' 111.4(3) . . ?
C18' C17' H17' 107.2 . . ?
N2' C17' C16' 112.1(3) . . ?
N2' C17' H17' 107.2 . . ?
N2' C17' C18' 111.5(3) . . ?
C19' C18' C17' 120.0(4) . . ?
C23' C18' C17' 121.7(4) . . ?
C23' C18' C19' 118.2(4) . . ?
C18' C19' H19' 119.6 . . ?
C18' C19' C20' 120.7(4) . . ?
C20' C19' H19' 119.6 . . ?
C19' C20' H20' 120.0 . . ?
C21' C20' C19' 120.1(4) . . ?
C21' C20' H20' 120.0 . . ?
C20' C21' H21' 119.8 . . ?
C20' C21' C22' 120.3(4) . . ?
C22' C21' H21' 119.8 . . ?
C21' C22' H22' 120.2 . . ?
C23' C22' C21' 119.5(4) . . ?
C23' C22' H22' 120.2 . . ?
C18' C23' C22' 121.1(4) . . ?
C18' C23' H23' 119.5 . . ?
C22' C23' H23' 119.5 . . ?
H24A C24' H24B 109.5 . . ?
H24A C24' H24C 109.5 . . ?
H24B C24' H24C 109.5 . . ?
N1' C24' H24A 109.5 . . ?
N1' C24' H24B 109.5 . . ?
N1' C24' H24C 109.5 . . ?
O3' C25' N2' 124.1(5) . . ?
O3' C25' O4' 125.4(5) . . ?
O4' C25' N2' 110.5(4) . . ?
C27' C26' H26' 108.1 . . ?
C27' C26' C28' 115.4(8) . . ?
C28' C26' H26' 108.1 . . ?
O4' C26' H26' 108.1 . . ?
O4' C26' C27' 102.2(6) . . ?
O4' C26' C28' 114.5(8) . . ?
C1B C27' H27D 109.4 . . ?
C1B C27' H27E 109.4 . . ?
C1B C27' H27F 109.5 . . ?
C26' C27' H27A 109.5 . . ?
C26' C27' H27B 109.5 . . ?
C26' C27' H27C 109.5 . . ?
H27A C27' H27B 109.5 . . ?
H27A C27' H27C 109.5 . . ?
H27B C27' H27C 109.5 . . ?
H27D C27' H27E 109.5 . . ?
H27D C27' H27F 109.5 . . ?
H27E C27' H27F 109.5 . . ?
C26' C28' H28A 109.5 . . ?
C26' C28' H28B 109.5 . . ?
C26' C28' H28C 109.5 . . ?
H28A C28' H28B 109.5 . . ?
H28A C28' H28C 109.5 . . ?
H28B C28' H28C 109.5 . . ?
O5' C29' N3' 124.6(4) . . ?
O5' C29' O6' 126.6(4) . . ?
O6' C29' N3' 108.8(4) . . ?
C31' C30' H30' 109.7 . . ?
C32' C30' H30' 109.7 . . ?
C32' C30' C31' 112.8(5) . . ?
O6' C30' H30' 109.7 . . ?
O6' C30' C31' 108.0(4) . . ?
O6' C30' C32' 106.9(4) . . ?
C30' C31' H31A 109.5 . . ?
C30' C31' H31B 109.5 . . ?
C30' C31' H31C 109.5 . . ?
H31A C31' H31B 109.5 . . ?
H31A C31' H31C 109.5 . . ?
H31B C31' H31C 109.5 . . ?
C30' C32' H32A 109.5 . . ?
C30' C32' H32B 109.5 . . ?
C30' C32' H32C 109.5 . . ?
H32A C32' H32B 109.5 . . ?
H32A C32' H32C 109.5 . . ?
H32B C32' H32C 109.5 . . ?
C7' N1' C24' 124.7(4) . . ?
C13' N1' C7' 111.1(4) . . ?
C13' N1' C24' 124.1(4) . . ?
C25' N2' C17' 121.6(4) . . ?
C25' N2' N3' 119.6(4) . . ?
N3' N2' C17' 118.7(3) . . ?
C29' N3' N2' 116.7(3) . . ?
C29' N3' H3'A 121.7 . . ?
N2' N3' H3'A 121.7 . . ?
C1' O1' C14' 107.9(3) . . ?
C25' O4' C1B 110.4(5) . . ?
C25' O4' C26' 116.4(5) . . ?
C29' O6' C30' 116.3(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3A O2' 0.88 2.37 2.939(4) 122.2 .
N3' H3'A O2 0.88 2.29 2.933(5) 129.4 1_445

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
C1 C2 C3 C4 0.0(7) . . . . ?
C1 C6 C15 C14 13.9(4) . . . . ?
C1 C6 C15 C16 -109.4(4) . . . . ?
C2 C1 C6 C5 -2.4(7) . . . . ?
C2 C1 C6 C15 173.2(4) . . . . ?
C2 C1 O1 C14 173.2(4) . . . . ?
C2 C3 C4 C5 -0.4(8) . . . . ?
C3 C4 C5 C6 -0.5(8) . . . . ?
C4 C5 C6 C1 1.8(7) . . . . ?
C4 C5 C6 C15 -172.7(5) . . . . ?
C5 C6 C15 C14 -171.1(5) . . . . ?
C5 C6 C15 C16 65.6(6) . . . . ?
C6 C1 C2 C3 1.4(7) . . . . ?
C6 C1 O1 C14 -10.3(5) . . . . ?
C6 C15 C16 C17 -168.0(3) . . . . ?
C7 C8 C9 C10 -1.5(8) . . . . ?
C7 C12 C14 C13 -171.9(4) . . . . ?
C7 C12 C14 C15 69.4(6) . . . . ?
C7 C12 C14 O1 -54.3(6) . . . . ?
C8 C7 C12 C11 2.4(6) . . . . ?
C8 C7 C12 C14 -177.8(4) . . . . ?
C8 C9 C10 C11 1.4(8) . . . . ?
C9 C10 C11 C12 0.7(8) . . . . ?
C9 C10 C11 N1 -177.6(5) . . . . ?
C10 C11 C12 C7 -2.6(7) . . . . ?
C10 C11 C12 C14 177.6(4) . . . . ?
C10 C11 N1 C13 175.8(5) . . . . ?
C10 C11 N1 C24 1.2(8) . . . . ?
C11 C12 C14 C13 7.9(4) . . . . ?
C11 C12 C14 C15 -110.7(4) . . . . ?
C11 C12 C14 O1 125.6(4) . . . . ?
C12 C7 C8 C9 -0.4(7) . . . . ?
C12 C11 N1 C13 -2.6(5) . . . . ?
C12 C11 N1 C24 -177.2(5) . . . . ?
C12 C14 C15 C6 -145.6(4) . . . . ?
C12 C14 C15 C16 -26.9(5) . . . . ?
C12 C14 O1 C1 149.2(3) . . . . ?
C13 C14 C15 C6 98.5(4) . . . . ?
C13 C14 C15 C16 -142.8(4) . . . . ?
C13 C14 O1 C1 -97.8(4) . . . . ?
C14 C13 N1 C11 7.8(5) . . . . ?
C14 C13 N1 C24 -177.7(5) . . . . ?
C14 C15 C16 C17 79.1(5) . . . . ?
C15 C14 O1 C1 18.9(4) . . . . ?
C15 C16 C17 C18 -166.3(3) . . . . ?
C15 C16 C17 N2 69.4(4) . . . . ?
C16 C17 C18 C19 138.9(4) . . . . ?
C16 C17 C18 C23 -41.5(6) . . . . ?
C16 C17 N2 C25 -118.7(4) . . . . ?
C16 C17 N2 N3 62.2(4) . . . . ?
C17 C18 C19 C20 178.9(4) . . . . ?
C17 C18 C23 C22 -178.5(4) . . . . ?
C17 N2 N3 C29 -111.1(4) . . . . ?
C18 C17 N2 C25 115.3(4) . . . . ?
C18 C17 N2 N3 -63.9(4) . . . . ?
C18 C19 C20 C21 -0.6(7) . . . . ?
C19 C18 C23 C22 1.1(7) . . . . ?
C19 C20 C21 C22 1.7(7) . . . . ?
C20 C21 C22 C23 -1.3(8) . . . . ?
C21 C22 C23 C18 -0.1(8) . . . . ?
C23 C18 C19 C20 -0.8(6) . . . . ?
C25 N2 N3 C29 69.7(5) . . . . ?
C27 C26 O4 C25 176.4(6) . . . . ?
C28 C26 O4 C25 77.3(7) . . . . ?
C31 C30 O6 C29 -82.5(5) . . . . ?
C32 C30 O6 C29 155.2(4) . . . . ?
N1 C11 C12 C7 176.0(4) . . . . ?
N1 C11 C12 C14 -3.9(5) . . . . ?
N1 C13 C14 C12 -9.5(4) . . . . ?
N1 C13 C14 C15 116.3(4) . . . . ?
N1 C13 C14 O1 -127.9(4) . . . . ?
N2 C17 C18 C19 -96.0(4) . . . . ?
N2 C17 C18 C23 83.6(5) . . . . ?
N2 C25 O4 C26 -173.8(6) . . . . ?
N3 C29 O6 C30 177.4(3) . . . . ?
O1 C1 C2 C3 177.6(4) . . . . ?
O1 C1 C6 C5 -178.9(4) . . . . ?
O1 C1 C6 C15 -3.3(5) . . . . ?
O1 C14 C15 C6 -19.6(4) . . . . ?
O1 C14 C15 C16 99.1(4) . . . . ?
O2 C13 C14 C12 172.4(4) . . . . ?
O2 C13 C14 C15 -61.8(5) . . . . ?
O2 C13 C14 O1 54.0(6) . . . . ?
O2 C13 N1 C11 -174.1(4) . . . . ?
O2 C13 N1 C24 0.5(8) . . . . ?
O3 C25 N2 C17 1.8(8) . . . . ?
O3 C25 N2 N3 -179.0(5) . . . . ?
O3 C25 O4 C26 6.7(9) . . . . ?
O4 C25 N2 C17 -177.7(4) . . . . ?
O4 C25 N2 N3 1.5(6) . . . . ?
O5 C29 N3 N2 19.3(7) . . . . ?
O5 C29 O6 C30 -4.2(7) . . . . ?
O6 C29 N3 N2 -162.2(3) . . . . ?
C1' C2' C3' C4' -1.1(8) . . . . ?
C1' C6' C15' C14' -11.6(4) . . . . ?
C1' C6' C15' C16' 111.9(4) . . . . ?
C1A C1B O4' C25' 65.4(11) . . . . ?
C2' C1' C6' C5' 0.2(7) . . . . ?
C2' C1' C6' C15' -175.3(4) . . . . ?
C2' C1' O1' C14' -174.1(4) . . . . ?
C2' C3' C4' C5' 0.3(9) . . . . ?
C3' C4' C5' C6' 0.8(8) . . . . ?
C4' C5' C6' C1' -1.0(7) . . . . ?
C4' C5' C6' C15' 173.5(5) . . . . ?
C5' C6' C15' C14' 173.5(5) . . . . ?
C5' C6' C15' C16' -62.9(6) . . . . ?
C6' C1' C2' C3' 0.8(7) . . . . ?
C6' C1' O1' C14' 6.8(5) . . . . ?
C6' C15' C16' C17' 169.8(4) . . . . ?
C7' C8' C9' C10' -1.3(9) . . . . ?
C7' C12' C14' C13' -4.1(5) . . . . ?
C7' C12' C14' C15' 116.8(4) . . . . ?
C7' C12' C14' O1' -119.0(4) . . . . ?
C8' C7' C12' C11' 1.2(7) . . . . ?
C8' C7' C12' C14' 179.4(5) . . . . ?
C8' C7' N1' C13' -175.6(5) . . . . ?
C8' C7' N1' C24' 0.4(9) . . . . ?
C8' C9' C10' C11' 0.6(8) . . . . ?
C9' C10' C11' C12' 1.0(7) . . . . ?
C10' C11' C12' C7' -1.9(6) . . . . ?
C10' C11' C12' C14' -179.5(4) . . . . ?
C11' C12' C14' C13' 173.8(5) . . . . ?
C11' C12' C14' C15' -65.3(6) . . . . ?
C11' C12' C14' O1' 58.9(6) . . . . ?
C12' C7' C8' C9' 0.4(8) . . . . ?
C12' C7' N1' C13' 1.9(5) . . . . ?
C12' C7' N1' C24' 177.9(5) . . . . ?
C12' C14' C15' C6' 140.4(4) . . . . ?
C12' C14' C15' C16' 21.9(6) . . . . ?
C12' C14' O1' C1' -145.6(3) . . . . ?
C13' C14' C15' C6' -102.2(4) . . . . ?
C13' C14' C15' C16' 139.2(4) . . . . ?
C13' C14' O1' C1' 103.7(4) . . . . ?
C14' C13' N1' C7' -4.5(5) . . . . ?
C14' C13' N1' C24' 179.5(5) . . . . ?
C14' C15' C16' C17' -77.1(5) . . . . ?
C15' C14' O1' C1' -14.2(4) . . . . ?
C15' C16' C17' C18' 166.4(4) . . . . ?
C15' C16' C17' N2' -67.9(5) . . . . ?
C16' C17' C18' C19' -126.7(4) . . . . ?
C16' C17' C18' C23' 53.3(5) . . . . ?
C16' C17' N2' C25' 110.3(5) . . . . ?
C16' C17' N2' N3' -66.4(4) . . . . ?
C17' C18' C19' C20' 178.7(4) . . . . ?
C17' C18' C23' C22' -179.9(4) . . . . ?
C17' N2' N3' C29' 108.4(4) . . . . ?
C18' C17' N2' C25' -124.0(5) . . . . ?
C18' C17' N2' N3' 59.2(5) . . . . ?
C18' C19' C20' C21' 1.7(7) . . . . ?
C19' C18' C23' C22' 0.1(7) . . . . ?
C19' C20' C21' C22' -0.9(7) . . . . ?
C20' C21' C22' C23' -0.3(7) . . . . ?
C21' C22' C23' C18' 0.8(7) . . . . ?
C23' C18' C19' C20' -1.3(6) . . . . ?
C25' N2' N3' C29' -68.4(5) . . . . ?
C27' C1B O4' C25' -162.4(5) . . . . ?
C27' C26' O4' C25' 163.9(6) . . . . ?
C28' C26' O4' C25' -70.6(9) . . . . ?
C31' C30' O6' C29' 86.8(5) . . . . ?
C32' C30' O6' C29' -151.6(4) . . . . ?
N1' C7' C8' C9' 177.6(5) . . . . ?
N1' C7' C12' C11' -176.5(4) . . . . ?
N1' C7' C12' C14' 1.7(5) . . . . ?
N1' C13' C14' C12' 5.2(5) . . . . ?
N1' C13' C14' C15' -122.9(4) . . . . ?
N1' C13' C14' O1' 120.5(4) . . . . ?
N2' C17' C18' C19' 107.3(4) . . . . ?
N2' C17' C18' C23' -72.7(5) . . . . ?
N2' C25' O4' C1B -146.7(6) . . . . ?
N2' C25' O4' C26' 161.7(6) . . . . ?
N3' C29' O6' C30' -179.7(4) . . . . ?
O1' C1' C2' C3' -178.2(4) . . . . ?
O1' C1' C6' C5' 179.3(4) . . . . ?
O1' C1' C6' C15' 3.8(5) . . . . ?
O1' C14' C15' C6' 15.3(4) . . . . ?
O1' C14' C15' C16' -103.3(4) . . . . ?
O2' C13' C14' C12' -176.1(4) . . . . ?
O2' C13' C14' C15' 55.8(6) . . . . ?
O2' C13' C14' O1' -60.8(6) . . . . ?
O2' C13' N1' C7' 176.8(4) . . . . ?
O2' C13' N1' C24' 0.8(8) . . . . ?
O3' C25' N2' C17' -1.6(9) . . . . ?
O3' C25' N2' N3' 175.1(5) . . . . ?
O3' C25' O4' C1B 33.8(9) . . . . ?
O3' C25' O4' C26' -17.9(10) . . . . ?
O4' C25' N2' C17' 178.9(4) . . . . ?
O4' C25' N2' N3' -4.4(7) . . . . ?
O5' C29' N3' N2' -17.4(7) . . . . ?
O5' C29' O6' C30' 2.6(7) . . . . ?
O6' C29' N3' N2' 164.8(3) . . . . ?

_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 0.273 0.644 0.420 8.9 0.6 ?
2 0.500 0.000 0.000 94.5 24.8 ?
3 0.727 0.356 0.580 8.9 0.6 ?


_olex2_submission_special_instructions 'No special instructions were received'
