# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_ev2056
_database_code_depnum_ccdc_archive 'CCDC 2172861'
loop_
_audit_author_name
_audit_author_address
'Luc Van Meervelt'
;KU Leuven
Belgium
;
_audit_update_record             
;
2022-05-16 deposited with the CCDC.	2022-07-12 downloaded from the CCDC.
;
_audit_creation_date             2021-11-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2016/4
loop_
_audit_author_email
luc.vanmeervelt@kuleuven.be
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H27 N3 O2'
_chemical_formula_sum            'C31 H27 N3 O2'
_chemical_formula_weight         473.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         C31H27N3O2
_chemical_oxdiff_usercomment     'CL-2b Chao Liu'
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                   10.2404(4)
_cell_length_b                   12.0290(4)
_cell_length_c                   21.4468(9)
_cell_angle_alpha                90
_cell_angle_beta                 103.187(4)
_cell_angle_gamma                90
_cell_volume                     2572.19(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10651
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.2330
_cell_measurement_theta_min      2.9960
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
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    1.223
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            41457
_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         2.482
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9631
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -47.00  53.00   1.00    7.50    --  -17.07  77.00 -60.00  100
  2  ω    -47.00  53.00   1.00    7.50    --  -17.07  77.00  90.00  100
  3  ω    -11.00  89.00   1.00    7.50    --   18.87  77.00  60.00  100
  4  ω    -11.00  89.00   1.00    7.50    --   18.87  77.00 -60.00  100
  5  ω    -11.00  89.00   1.00    7.50    --   18.87  77.00 -30.00  100
  6  ω    -11.00  89.00   1.00    7.50    --   18.87  77.00-180.00  100
  7  ω    -93.00 -35.00   1.00    7.50    --  -17.07-178.00 -90.00   58
  8  ω    -38.00 -13.00   1.00    7.50    --  -17.07  57.00  60.00   25
  9  ω    -25.00  59.00   1.00    7.50    --   18.87 -95.00-154.00   84
 10  ω     35.00  95.00   1.00    7.50    --   18.87 178.00 -60.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0181869000
_diffrn_orient_matrix_UB_12      0.0099692000
_diffrn_orient_matrix_UB_13      -0.0334715000
_diffrn_orient_matrix_UB_21      -0.0219098000
_diffrn_orient_matrix_UB_22      0.0541715000
_diffrn_orient_matrix_UB_23      0.0057309000
_diffrn_orient_matrix_UB_31      0.0652277000
_diffrn_orient_matrix_UB_32      0.0209886000
_diffrn_orient_matrix_UB_33      0.0010981000
_diffrn_oxdiff_ac4_digest_frames 
;
012aae41f568c4de53016f9d804e54741c000274da4
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3739
_reflns_number_total             5255
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.163
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         5255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0510
_refine_ls_restrained_S_all      1.075
_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)+(0.0429P)²+1.2862P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1200
_refine_ls_wR_factor_ref         0.1345
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2A), C7(H7), C8(H8), C9(H9), C10(H10), C15(H15), C16(H16), C17(H17),
 C18(H18), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25)
2.b Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_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
O1 O 0.40965(13) 0.02761(11) 0.43355(7) 0.0450(4) Uani 1 1 d . . . . .
N1 N 0.53781(15) 0.18612(12) 0.45836(7) 0.0347(4) Uani 1 1 d . . . . .
C1 C 0.51239(19) 0.08031(16) 0.43489(9) 0.0354(4) Uani 1 1 d . . . . .
O2 O 0.84536(16) 0.33481(13) 0.51794(7) 0.0566(4) Uani 1 1 d . . . . .
N2 N 0.7584(2) 0.37187(15) 0.38853(9) 0.0446(4) Uani 1 1 d . . . . .
H2 H 0.837(3) 0.363(2) 0.4103(12) 0.064(8) Uiso 1 1 d . . . . .
C2 C 0.63239(19) 0.04637(16) 0.41303(10) 0.0400(5) Uani 1 1 d . . . . .
H2A H 0.643281 -0.022525 0.395206 0.048 Uiso 1 1 calc R U . . .
N3 N 0.74980(19) 0.20112(15) 0.56718(8) 0.0456(4) Uani 1 1 d . . . . .
H3 H 0.693(2) 0.144(2) 0.5617(11) 0.057(7) Uiso 1 1 d . . . . .
C3 C 0.72327(19) 0.12712(16) 0.42209(9) 0.0356(4) Uani 1 1 d . . . . .
C4 C 0.66696(18) 0.22835(15) 0.45116(9) 0.0349(4) Uani 1 1 d . . . . .
C5 C 0.6481(2) 0.32475(16) 0.40476(9) 0.0378(4) Uani 1 1 d . . . . .
C6 C 0.7165(2) 0.45263(16) 0.34319(10) 0.0428(5) Uani 1 1 d . . . . .
C7 C 0.7919(3) 0.52622(18) 0.31553(11) 0.0524(6) Uani 1 1 d . . . . .
H7 H 0.885160 0.524267 0.326113 0.063 Uiso 1 1 calc R U . . .
C8 C 0.7238(3) 0.6016(2) 0.27219(12) 0.0612(7) Uani 1 1 d . . . . .
H8 H 0.771627 0.651638 0.252968 0.073 Uiso 1 1 calc R U . . .
C9 C 0.5843(3) 0.6046(2) 0.25638(11) 0.0625(7) Uani 1 1 d . . . . .
H9 H 0.540684 0.656468 0.226635 0.075 Uiso 1 1 calc R U . . .
C10 C 0.5093(3) 0.53234(19) 0.28396(10) 0.0536(6) Uani 1 1 d . . . . .
H10 H 0.416105 0.535534 0.273203 0.064 Uiso 1 1 calc R U . . .
C11 C 0.5757(2) 0.45404(16) 0.32840(9) 0.0414(5) Uani 1 1 d . . . . .
C12 C 0.5328(2) 0.37125(16) 0.36860(9) 0.0384(4) Uani 1 1 d . . . . .
C13 C 0.3935(2) 0.35133(16) 0.37315(10) 0.0413(5) Uani 1 1 d . . . . .
C14 C 0.3690(2) 0.33260(16) 0.43831(10) 0.0412(5) Uani 1 1 d . . . . .
C15 C 0.2729(2) 0.39434(19) 0.46004(12) 0.0580(6) Uani 1 1 d . . . . .
H15 H 0.223422 0.447865 0.433445 0.070 Uiso 1 1 calc R U . . .
C16 C 0.2500(3) 0.3775(2) 0.52016(13) 0.0680(7) Uani 1 1 d . . . . .
H16 H 0.184365 0.418659 0.533365 0.082 Uiso 1 1 calc R U . . .
C17 C 0.3235(3) 0.3002(2) 0.56082(12) 0.0626(7) Uani 1 1 d . . . . .
H17 H 0.309020 0.290100 0.601708 0.075 Uiso 1 1 calc R U . . .
C18 C 0.4192(2) 0.23747(19) 0.54034(10) 0.0477(5) Uani 1 1 d . . . . .
H18 H 0.468518 0.184252 0.567264 0.057 Uiso 1 1 calc R U . . .
C19 C 0.44135(19) 0.25418(16) 0.47980(9) 0.0372(4) Uani 1 1 d . . . . .
C20 C 0.85664(19) 0.12642(16) 0.40674(9) 0.0377(4) Uani 1 1 d . . . . .
C21 C 0.9736(2) 0.1245(2) 0.45405(11) 0.0563(6) Uani 1 1 d . . . . .
H21 H 0.968811 0.124807 0.496841 0.068 Uiso 1 1 calc R U . . .
C22 C 1.0976(2) 0.1221(2) 0.43866(12) 0.0603(6) Uani 1 1 d . . . . .
H22 H 1.175165 0.119405 0.471117 0.072 Uiso 1 1 calc R U . . .
C23 C 1.1067(2) 0.1237(2) 0.37675(13) 0.0579(6) Uani 1 1 d . . . . .
H23 H 1.190246 0.123521 0.366537 0.069 Uiso 1 1 calc R U . . .
C24 C 0.9926(3) 0.1254(3) 0.32954(13) 0.0804(9) Uani 1 1 d . . . . .
H24 H 0.998452 0.126062 0.286900 0.096 Uiso 1 1 calc R U . . .
C25 C 0.8681(2) 0.1262(3) 0.34425(11) 0.0665(8) Uani 1 1 d . . . . .
H25 H 0.791111 0.126617 0.311379 0.080 Uiso 1 1 calc R U . . .
C26 C 0.7629(2) 0.26058(16) 0.51654(9) 0.0399(5) Uani 1 1 d . . . . .
C27 C 0.8222(3) 0.2246(2) 0.63433(10) 0.0561(6) Uani 1 1 d . . . . .
C28 C 0.9708(3) 0.1985(3) 0.64201(14) 0.0817(9) Uani 1 1 d . . . . .
H28A H 0.981065 0.122394 0.630532 0.123 Uiso 1 1 calc R U . . .
H28B H 1.017154 0.210337 0.685732 0.123 Uiso 1 1 calc R U . . .
H28C H 1.007786 0.246350 0.614598 0.123 Uiso 1 1 calc R U . . .
C29 C 0.8014(4) 0.3463(2) 0.64969(13) 0.0826(9) Uani 1 1 d . . . . .
H29A H 0.846898 0.392997 0.625147 0.124 Uiso 1 1 calc R U . . .
H29B H 0.836865 0.359373 0.694521 0.124 Uiso 1 1 calc R U . . .
H29C H 0.707256 0.363189 0.639076 0.124 Uiso 1 1 calc R U . . .
C30 C 0.7615(4) 0.1499(3) 0.67700(12) 0.0859(10) Uani 1 1 d . . . . .
H30A H 0.668808 0.168915 0.672699 0.129 Uiso 1 1 calc R U . . .
H30B H 0.808874 0.159525 0.720749 0.129 Uiso 1 1 calc R U . . .
H30C H 0.768280 0.073794 0.664609 0.129 Uiso 1 1 calc R U . . .
C31 C 0.2902(3) 0.3574(2) 0.32234(13) 0.0545(6) Uani 1 1 d . . . . .
H31A H 0.197(3) 0.3479(19) 0.3272(11) 0.060(7) Uiso 1 1 d . . . . .
H31B H 0.298(3) 0.369(2) 0.2763(13) 0.074(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.223(2) . ?
N1 C1 1.372(2) . ?
N1 C4 1.458(2) . ?
N1 C19 1.437(2) . ?
C1 C2 1.470(3) . ?
O2 C26 1.225(2) . ?
N2 H2 0.84(3) . ?
N2 C5 1.377(3) . ?
N2 C6 1.372(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.328(3) . ?
N3 H3 0.89(2) . ?
N3 C26 1.333(3) . ?
N3 C27 1.489(3) . ?
C3 C4 1.539(3) . ?
C3 C20 1.476(3) . ?
C4 C5 1.511(3) . ?
C4 C26 1.566(3) . ?
C5 C12 1.375(3) . ?
C6 C7 1.393(3) . ?
C6 C11 1.404(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.370(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.391(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.379(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.401(3) . ?
C11 C12 1.449(3) . ?
C12 C13 1.472(3) . ?
C13 C14 1.492(3) . ?
C13 C31 1.336(3) . ?
C14 C15 1.395(3) . ?
C14 C19 1.389(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.377(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.375(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.383(3) . ?
C20 C21 1.382(3) . ?
C20 C25 1.372(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.383(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.352(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.361(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.381(3) . ?
C25 H25 0.9300 . ?
C27 C28 1.526(4) . ?
C27 C29 1.526(4) . ?
C27 C30 1.514(3) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.99(2) . ?
C31 H31B 1.02(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C4 112.66(15) . . ?
C1 N1 C19 124.01(15) . . ?
C19 N1 C4 122.82(15) . . ?
O1 C1 N1 125.44(18) . . ?
O1 C1 C2 128.75(18) . . ?
N1 C1 C2 105.81(16) . . ?
C5 N2 H2 122.8(18) . . ?
C6 N2 H2 126.3(18) . . ?
C6 N2 C5 109.17(18) . . ?
C1 C2 H2A 124.5 . . ?
C3 C2 C1 111.04(17) . . ?
C3 C2 H2A 124.5 . . ?
C26 N3 H3 119.3(15) . . ?
C26 N3 C27 124.49(18) . . ?
C27 N3 H3 116.1(15) . . ?
C2 C3 C4 108.85(16) . . ?
C2 C3 C20 128.03(18) . . ?
C20 C3 C4 123.11(16) . . ?
N1 C4 C3 101.55(14) . . ?
N1 C4 C5 110.78(15) . . ?
N1 C4 C26 112.96(15) . . ?
C3 C4 C26 110.01(15) . . ?
C5 C4 C3 110.10(15) . . ?
C5 C4 C26 111.06(15) . . ?
N2 C5 C4 119.56(17) . . ?
C12 C5 N2 109.76(17) . . ?
C12 C5 C4 130.36(17) . . ?
N2 C6 C7 129.6(2) . . ?
N2 C6 C11 107.92(17) . . ?
C7 C6 C11 122.5(2) . . ?
C6 C7 H7 121.2 . . ?
C8 C7 C6 117.6(2) . . ?
C8 C7 H7 121.2 . . ?
C7 C8 H8 119.4 . . ?
C7 C8 C9 121.2(2) . . ?
C9 C8 H8 119.4 . . ?
C8 C9 H9 119.3 . . ?
C10 C9 C8 121.3(2) . . ?
C10 C9 H9 119.3 . . ?
C9 C10 H10 120.5 . . ?
C9 C10 C11 119.0(2) . . ?
C11 C10 H10 120.5 . . ?
C6 C11 C12 106.98(17) . . ?
C10 C11 C6 118.40(19) . . ?
C10 C11 C12 134.5(2) . . ?
C5 C12 C11 106.12(17) . . ?
C5 C12 C13 128.10(18) . . ?
C11 C12 C13 125.51(18) . . ?
C12 C13 C14 117.36(17) . . ?
C31 C13 C12 122.4(2) . . ?
C31 C13 C14 120.1(2) . . ?
C15 C14 C13 120.97(19) . . ?
C19 C14 C13 121.54(18) . . ?
C19 C14 C15 117.48(19) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.2(2) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.5(2) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.4(2) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.9(2) . . ?
C19 C18 H18 120.1 . . ?
C14 C19 N1 119.16(17) . . ?
C18 C19 N1 119.31(18) . . ?
C18 C19 C14 121.49(19) . . ?
C21 C20 C3 121.81(18) . . ?
C25 C20 C3 120.51(18) . . ?
C25 C20 C21 117.7(2) . . ?
C20 C21 H21 119.5 . . ?
C20 C21 C22 120.9(2) . . ?
C22 C21 H21 119.5 . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.5(2) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.3 . . ?
C22 C23 C24 119.4(2) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C25 120.7(2) . . ?
C25 C24 H24 119.6 . . ?
C20 C25 C24 120.8(2) . . ?
C20 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
O2 C26 N3 124.62(19) . . ?
O2 C26 C4 119.38(17) . . ?
N3 C26 C4 115.97(17) . . ?
N3 C27 C28 109.2(2) . . ?
N3 C27 C29 109.15(19) . . ?
N3 C27 C30 106.83(19) . . ?
C29 C27 C28 111.0(2) . . ?
C30 C27 C28 110.4(2) . . ?
C30 C27 C29 110.0(2) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C13 C31 H31A 120.6(14) . . ?
C13 C31 H31B 125.3(15) . . ?
H31A C31 H31B 114(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 179.59(19) . . . . ?
N1 C1 C2 C3 -0.7(2) . . . . ?
N1 C4 C5 N2 -176.08(16) . . . . ?
N1 C4 C5 C12 -3.3(3) . . . . ?
N1 C4 C26 O2 -150.39(18) . . . . ?
N1 C4 C26 N3 31.4(2) . . . . ?
C1 N1 C4 C3 -3.09(19) . . . . ?
C1 N1 C4 C5 113.83(17) . . . . ?
C1 N1 C4 C26 -120.85(17) . . . . ?
C1 N1 C19 C14 -97.4(2) . . . . ?
C1 N1 C19 C18 80.3(2) . . . . ?
C1 C2 C3 C4 -1.2(2) . . . . ?
C1 C2 C3 C20 179.97(18) . . . . ?
N2 C5 C12 C11 -1.2(2) . . . . ?
N2 C5 C12 C13 -175.45(19) . . . . ?
N2 C6 C7 C8 -178.1(2) . . . . ?
N2 C6 C11 C10 178.46(19) . . . . ?
N2 C6 C11 C12 1.5(2) . . . . ?
C2 C3 C4 N1 2.5(2) . . . . ?
C2 C3 C4 C5 -114.87(18) . . . . ?
C2 C3 C4 C26 122.42(18) . . . . ?
C2 C3 C20 C21 -110.2(3) . . . . ?
C2 C3 C20 C25 68.9(3) . . . . ?
C3 C4 C5 N2 -64.6(2) . . . . ?
C3 C4 C5 C12 108.2(2) . . . . ?
C3 C4 C26 O2 96.9(2) . . . . ?
C3 C4 C26 N3 -81.3(2) . . . . ?
C3 C20 C21 C22 179.0(2) . . . . ?
C3 C20 C25 C24 -179.9(3) . . . . ?
C4 N1 C1 O1 -177.78(18) . . . . ?
C4 N1 C1 C2 2.5(2) . . . . ?
C4 N1 C19 C14 73.8(2) . . . . ?
C4 N1 C19 C18 -108.5(2) . . . . ?
C4 C3 C20 C21 71.1(3) . . . . ?
C4 C3 C20 C25 -109.7(2) . . . . ?
C4 C5 C12 C11 -174.52(19) . . . . ?
C4 C5 C12 C13 11.2(3) . . . . ?
C5 N2 C6 C7 175.8(2) . . . . ?
C5 N2 C6 C11 -2.3(2) . . . . ?
C5 C4 C26 O2 -25.2(3) . . . . ?
C5 C4 C26 N3 156.55(18) . . . . ?
C5 C12 C13 C14 35.8(3) . . . . ?
C5 C12 C13 C31 -149.0(2) . . . . ?
C6 N2 C5 C4 176.34(17) . . . . ?
C6 N2 C5 C12 2.2(2) . . . . ?
C6 C7 C8 C9 0.1(3) . . . . ?
C6 C11 C12 C5 -0.2(2) . . . . ?
C6 C11 C12 C13 174.26(18) . . . . ?
C7 C6 C11 C10 0.2(3) . . . . ?
C7 C6 C11 C12 -176.71(19) . . . . ?
C7 C8 C9 C10 0.3(4) . . . . ?
C8 C9 C10 C11 -0.4(4) . . . . ?
C9 C10 C11 C6 0.1(3) . . . . ?
C9 C10 C11 C12 176.1(2) . . . . ?
C10 C11 C12 C5 -176.4(2) . . . . ?
C10 C11 C12 C13 -2.0(4) . . . . ?
C11 C6 C7 C8 -0.4(3) . . . . ?
C11 C12 C13 C14 -137.4(2) . . . . ?
C11 C12 C13 C31 37.7(3) . . . . ?
C12 C13 C14 C15 127.8(2) . . . . ?
C12 C13 C14 C19 -51.5(3) . . . . ?
C13 C14 C15 C16 -179.9(2) . . . . ?
C13 C14 C19 N1 -2.8(3) . . . . ?
C13 C14 C19 C18 179.51(19) . . . . ?
C14 C15 C16 C17 1.1(4) . . . . ?
C15 C14 C19 N1 177.77(19) . . . . ?
C15 C14 C19 C18 0.1(3) . . . . ?
C15 C16 C17 C18 -1.3(4) . . . . ?
C16 C17 C18 C19 0.9(4) . . . . ?
C17 C18 C19 N1 -178.0(2) . . . . ?
C17 C18 C19 C14 -0.3(3) . . . . ?
C19 N1 C1 O1 -5.7(3) . . . . ?
C19 N1 C1 C2 174.56(16) . . . . ?
C19 N1 C4 C3 -175.25(16) . . . . ?
C19 N1 C4 C5 -58.3(2) . . . . ?
C19 N1 C4 C26 67.0(2) . . . . ?
C19 C14 C15 C16 -0.5(4) . . . . ?
C20 C3 C4 N1 -178.58(16) . . . . ?
C20 C3 C4 C5 64.0(2) . . . . ?
C20 C3 C4 C26 -58.7(2) . . . . ?
C20 C21 C22 C23 1.2(4) . . . . ?
C21 C20 C25 C24 -0.7(4) . . . . ?
C21 C22 C23 C24 -1.3(4) . . . . ?
C22 C23 C24 C25 0.3(5) . . . . ?
C23 C24 C25 C20 0.7(5) . . . . ?
C25 C20 C21 C22 -0.2(4) . . . . ?
C26 N3 C27 C28 -69.6(3) . . . . ?
C26 N3 C27 C29 52.0(3) . . . . ?
C26 N3 C27 C30 170.9(2) . . . . ?
C26 C4 C5 N2 57.5(2) . . . . ?
C26 C4 C5 C12 -129.7(2) . . . . ?
C27 N3 C26 O2 7.6(3) . . . . ?
C27 N3 C26 C4 -174.26(19) . . . . ?
C31 C13 C14 C15 -47.4(3) . . . . ?
C31 C13 C14 C19 133.2(2) . . . . ?

_olex2_submission_original_sample_id CL-2b
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.543
_oxdiff_exptl_absorpt_empirical_full_min 0.672
####################################################################### 
# 
# 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_ev2058
_database_code_depnum_ccdc_archive 'CCDC 2172862'
loop_
_audit_author_name
_audit_author_address
'Luc Van Meervelt'
;KU Leuven
Belgium
;
_audit_update_record             
;
2022-05-16 deposited with the CCDC.	2022-07-12 downloaded from the CCDC.
;
_audit_creation_date             2021-11-18
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2016/4
loop_
_audit_author_email
luc.vanmeervelt@kuleuven.be
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C26 H25 N3 O2)'
_chemical_formula_sum            'C52 H50 N6 O4'
_chemical_formula_weight         822.98
_chemical_melting_point          ?
_chemical_oxdiff_formula         C26H25N3O2
_chemical_oxdiff_usercomment     CL-4
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                   13.9237(8)
_cell_length_b                   24.5877(7)
_cell_length_c                   14.3641(8)
_cell_angle_alpha                90
_cell_angle_beta                 115.433(7)
_cell_angle_gamma                90
_cell_volume                     4441.0(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5046
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.0970
_cell_measurement_theta_min      2.8220
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29825
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_av_unetI/netI     0.0957
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            32259
_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         26.373
_diffrn_reflns_theta_min         2.821
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9631
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  25.00   1.00   30.00    --  -17.07 -99.00 120.00   45
  2  ω    -54.00  92.00   1.00   30.00    --   18.87   0.00-150.00  146
  3  ω    -25.00  92.00   1.00   30.00    --   18.87  19.00 -60.00  117
  4  ω    -50.00  14.00   1.00   30.00    --   18.87 -57.00 150.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0525207000
_diffrn_orient_matrix_UB_12      0.0072808000
_diffrn_orient_matrix_UB_13      -0.0088335000
_diffrn_orient_matrix_UB_21      -0.0200579000
_diffrn_orient_matrix_UB_22      -0.0132229000
_diffrn_orient_matrix_UB_23      -0.0485718000
_diffrn_orient_matrix_UB_31      -0.0047387000
_diffrn_orient_matrix_UB_32      -0.0245795000
_diffrn_orient_matrix_UB_33      0.0235295000
_diffrn_oxdiff_ac4_digest_frames 
;
01ee21d0096425d7b7255fbcca75f9919a00027c72c
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4585
_reflns_number_total             9058
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     583
_refine_ls_number_reflns         9058
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1459
_refine_ls_R_factor_gt           0.0681
_refine_ls_restrained_S_all      1.052
_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)+(0.0620P)²+0.5570P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1450
_refine_ls_wR_factor_ref         0.1893
_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 Aromatic/amide H refined with riding coordinates:
 C2(H2A), C7(H7), C8(H8), C9(H9), C10(H10), C15(H15), C16(H16), C17(H17),
 C18(H18), C28(H28), C33(H33), C34(H34), C35(H35), C36(H36), C41(H41), C42(H42),
  C44(H44), C43(H43)
2.b X=CH2 refined with riding coordinates:
 C26(H26A,H26B), C52(H52A,H52B)
2.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,
 H25C), C46(H46A,H46B,H46C), C51(H51A,H51B,H51C), C49(H49A,H49B,H49C), C50(H50A,
 H50B,H50C)
;
_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
O1 O 0.51778(17) 0.52966(9) 0.91212(18) 0.0570(6) Uani 1 1 d . . . . .
N1 N 0.34139(19) 0.50360(9) 0.8448(2) 0.0399(6) Uani 1 1 d . . . . .
C1 C 0.4485(2) 0.49513(12) 0.8739(2) 0.0439(8) Uani 1 1 d . . . . .
O2 O 0.13081(18) 0.40521(9) 0.79218(18) 0.0579(6) Uani 1 1 d . . . . .
N2 N 0.1421(2) 0.43300(10) 0.6125(2) 0.0432(7) Uani 1 1 d . . . . .
C2 C 0.4585(3) 0.43785(12) 0.8496(3) 0.0471(8) Uani 1 1 d . . . . .
H2A H 0.522658 0.420184 0.865090 0.057 Uiso 1 1 calc R U . . .
N3 N 0.2505(2) 0.43921(12) 0.9445(2) 0.0543(8) Uani 1 1 d . . . . .
C3 C 0.3641(2) 0.41503(11) 0.8027(2) 0.0433(8) Uani 1 1 d . . . . .
C4 C 0.2779(2) 0.45657(10) 0.7909(2) 0.0376(7) Uani 1 1 d . . . . .
C5 C 0.2137(2) 0.47020(11) 0.6780(2) 0.0381(7) Uani 1 1 d . . . . .
C6 C 0.1040(2) 0.45205(12) 0.5126(3) 0.0427(8) Uani 1 1 d . . . . .
C7 C 0.0270(2) 0.43036(13) 0.4222(3) 0.0505(8) Uani 1 1 d . . . . .
H7 H -0.008797 0.398463 0.422400 0.061 Uiso 1 1 calc R U . . .
C8 C 0.0059(3) 0.45809(15) 0.3323(3) 0.0605(10) Uani 1 1 d . . . . .
H8 H -0.044111 0.444378 0.269975 0.073 Uiso 1 1 calc R U . . .
C9 C 0.0584(3) 0.50622(15) 0.3334(3) 0.0620(10) Uani 1 1 d . . . . .
H9 H 0.042592 0.523978 0.271386 0.074 Uiso 1 1 calc R U . . .
C10 C 0.1325(3) 0.52847(13) 0.4225(3) 0.0515(9) Uani 1 1 d . . . . .
H10 H 0.165462 0.561204 0.421407 0.062 Uiso 1 1 calc R U . . .
C11 C 0.1577(2) 0.50108(11) 0.5152(3) 0.0418(8) Uani 1 1 d . . . . .
C12 C 0.2269(2) 0.51241(11) 0.6220(2) 0.0400(7) Uani 1 1 d . . . . .
C13 C 0.2838(2) 0.56444(11) 0.6609(3) 0.0447(8) Uani 1 1 d . . . . .
C14 C 0.2711(2) 0.58763(11) 0.7507(3) 0.0453(8) Uani 1 1 d . . . . .
C15 C 0.2269(3) 0.63901(12) 0.7450(3) 0.0574(10) Uani 1 1 d . . . . .
H15 H 0.211059 0.660600 0.687055 0.069 Uiso 1 1 calc R U . . .
C16 C 0.2064(3) 0.65788(14) 0.8251(3) 0.0680(11) Uani 1 1 d . . . . .
H16 H 0.176671 0.692204 0.820638 0.082 Uiso 1 1 calc R U . . .
C17 C 0.2296(3) 0.62632(14) 0.9122(3) 0.0656(11) Uani 1 1 d . . . . .
H17 H 0.214544 0.639181 0.965382 0.079 Uiso 1 1 calc R U . . .
C18 C 0.2750(3) 0.57584(13) 0.9194(3) 0.0556(9) Uani 1 1 d . . . . .
H18 H 0.292251 0.554775 0.978156 0.067 Uiso 1 1 calc R U . . .
C19 C 0.2951(2) 0.55650(11) 0.8389(3) 0.0432(8) Uani 1 1 d . . . . .
C20 C 0.3347(3) 0.35843(11) 0.7632(3) 0.0583(10) Uani 1 1 d . . . . .
H20A H 0.287465 0.343345 0.789243 0.087 Uiso 1 1 calc R U . . .
H20B H 0.397748 0.336539 0.785603 0.087 Uiso 1 1 calc R U . . .
H20C H 0.299932 0.359002 0.689201 0.087 Uiso 1 1 calc R U . . .
C21 C 0.2105(3) 0.43207(12) 0.8433(3) 0.0441(8) Uani 1 1 d . . . . .
C22 C 0.2037(3) 0.41829(16) 1.0128(3) 0.0668(11) Uani 1 1 d . . . . .
C23 C 0.0915(4) 0.4401(2) 0.9763(4) 0.1196(19) Uani 1 1 d . . . . .
H23A H 0.093515 0.479120 0.980608 0.179 Uiso 1 1 calc R U . . .
H23B H 0.060153 0.425869 1.019159 0.179 Uiso 1 1 calc R U . . .
H23C H 0.049691 0.429255 0.906205 0.179 Uiso 1 1 calc R U . . .
C24 C 0.2008(5) 0.35657(18) 1.0100(4) 0.124(2) Uani 1 1 d . . . . .
H24A H 0.158685 0.344510 0.940708 0.186 Uiso 1 1 calc R U . . .
H24B H 0.169909 0.343453 1.054061 0.186 Uiso 1 1 calc R U . . .
H24C H 0.271796 0.342707 1.033591 0.186 Uiso 1 1 calc R U . . .
C25 C 0.2719(5) 0.4391(3) 1.1193(4) 0.157(3) Uani 1 1 d . . . . .
H25A H 0.340725 0.422299 1.144831 0.236 Uiso 1 1 calc R U . . .
H25B H 0.239077 0.430498 1.164129 0.236 Uiso 1 1 calc R U . . .
H25C H 0.279503 0.477823 1.116955 0.236 Uiso 1 1 calc R U . . .
C26 C 0.3330(3) 0.59193(12) 0.6139(3) 0.0622(10) Uani 1 1 d . . . . .
H26A H 0.332843 0.578572 0.553309 0.075 Uiso 1 1 calc R U . . .
H26B H 0.367476 0.624442 0.641830 0.075 Uiso 1 1 calc R U . . .
O3 O 0.57026(18) 0.31097(8) 0.81083(18) 0.0554(6) Uani 1 1 d . . . . .
O4 O 0.4572(2) 0.30536(12) 0.3778(2) 0.0882(9) Uani 1 1 d . . . . .
N4 N 0.54555(19) 0.32007(9) 0.64246(19) 0.0394(6) Uani 1 1 d . . . . .
N5 N 0.6705(2) 0.25919(10) 0.4842(2) 0.0403(6) Uani 1 1 d . . . . .
N6 N 0.3541(2) 0.29775(11) 0.4629(2) 0.0489(7) Uani 1 1 d . . . . .
C27 C 0.5554(2) 0.29084(12) 0.7273(3) 0.0416(8) Uani 1 1 d . . . . .
C28 C 0.5406(2) 0.23355(12) 0.6956(3) 0.0458(8) Uani 1 1 d . . . . .
H28 H 0.536489 0.204890 0.736018 0.055 Uiso 1 1 calc R U . . .
C29 C 0.5338(2) 0.22851(11) 0.6011(3) 0.0406(7) Uani 1 1 d . . . . .
C30 C 0.5451(2) 0.28468(10) 0.5605(2) 0.0355(7) Uani 1 1 d . . . . .
C31 C 0.6491(2) 0.29018(11) 0.5531(2) 0.0370(7) Uani 1 1 d . . . . .
C32 C 0.7748(2) 0.26723(11) 0.5012(3) 0.0409(7) Uani 1 1 d . . . . .
C33 C 0.8298(3) 0.24451(12) 0.4497(3) 0.0520(9) Uani 1 1 d . . . . .
H33 H 0.797128 0.220511 0.394995 0.062 Uiso 1 1 calc R U . . .
C34 C 0.9346(3) 0.25915(14) 0.4832(3) 0.0637(11) Uani 1 1 d . . . . .
H34 H 0.974382 0.244168 0.451572 0.076 Uiso 1 1 calc R U . . .
C35 C 0.9825(3) 0.29593(14) 0.5636(3) 0.0664(11) Uani 1 1 d . . . . .
H35 H 1.053305 0.305373 0.583630 0.080 Uiso 1 1 calc R U . . .
C36 C 0.9282(3) 0.31874(13) 0.6143(3) 0.0565(10) Uani 1 1 d . . . . .
H36 H 0.961372 0.343472 0.667593 0.068 Uiso 1 1 calc R U . . .
C37 C 0.8211(2) 0.30375(11) 0.5837(3) 0.0432(8) Uani 1 1 d . . . . .
C38 C 0.7399(2) 0.31882(11) 0.6161(2) 0.0410(8) Uani 1 1 d . . . . .
C39 C 0.7518(3) 0.35992(12) 0.6953(3) 0.0483(8) Uani 1 1 d . . . . .
C40 C 0.6613(3) 0.39811(11) 0.6724(3) 0.0467(8) Uani 1 1 d . . . . .
C41 C 0.6735(3) 0.45480(13) 0.6749(3) 0.0659(11) Uani 1 1 d . . . . .
H41 H 0.740677 0.469820 0.694239 0.079 Uiso 1 1 calc R U . . .
C42 C 0.5863(4) 0.48837(14) 0.6487(3) 0.0728(12) Uani 1 1 d . . . . .
H42 H 0.595328 0.525896 0.650546 0.087 Uiso 1 1 calc R U . . .
C44 C 0.4728(3) 0.41189(12) 0.6175(3) 0.0557(9) Uani 1 1 d . . . . .
H44 H 0.405413 0.397335 0.598857 0.067 Uiso 1 1 calc R U . . .
C45 C 0.5593(3) 0.37788(11) 0.6428(2) 0.0448(8) Uani 1 1 d . . . . .
C46 C 0.5128(3) 0.17825(12) 0.5362(3) 0.0523(9) Uani 1 1 d . . . . .
H46A H 0.446005 0.181902 0.476591 0.078 Uiso 1 1 calc R U . . .
H46B H 0.510125 0.147266 0.575708 0.078 Uiso 1 1 calc R U . . .
H46C H 0.568676 0.173388 0.514732 0.078 Uiso 1 1 calc R U . . .
C47 C 0.4480(3) 0.29746(12) 0.4568(3) 0.0430(8) Uani 1 1 d . . . . .
C48 C 0.2480(3) 0.31285(13) 0.3812(3) 0.0546(9) Uani 1 1 d . . . . .
C51 C 0.2489(3) 0.37138(15) 0.3503(4) 0.0834(13) Uani 1 1 d . . . . .
H51A H 0.263721 0.394475 0.408810 0.125 Uiso 1 1 calc R U . . .
H51B H 0.180659 0.380608 0.296382 0.125 Uiso 1 1 calc R U . . .
H51C H 0.302704 0.376334 0.326133 0.125 Uiso 1 1 calc R U . . .
C49 C 0.2189(4) 0.2755(2) 0.2897(4) 0.1121(19) Uani 1 1 d . . . . .
H49A H 0.270637 0.279013 0.262385 0.168 Uiso 1 1 calc R U . . .
H49B H 0.149985 0.285232 0.237507 0.168 Uiso 1 1 calc R U . . .
H49C H 0.217598 0.238617 0.310832 0.168 Uiso 1 1 calc R U . . .
C50 C 0.1707(3) 0.30603(16) 0.4301(4) 0.0876(14) Uani 1 1 d . . . . .
H50A H 0.172441 0.269050 0.452215 0.131 Uiso 1 1 calc R U . . .
H50B H 0.100008 0.314884 0.380405 0.131 Uiso 1 1 calc R U . . .
H50C H 0.190909 0.329868 0.488397 0.131 Uiso 1 1 calc R U . . .
C52 C 0.8403(3) 0.36624(15) 0.7797(3) 0.0726(11) Uani 1 1 d . . . . .
H52A H 0.898758 0.344279 0.791607 0.087 Uiso 1 1 calc R U . . .
H52B H 0.844308 0.392675 0.827600 0.087 Uiso 1 1 calc R U . . .
C43 C 0.4865(4) 0.46708(14) 0.6200(3) 0.0718(12) Uani 1 1 d . . . . .
H43 H 0.428340 0.490109 0.602302 0.086 Uiso 1 1 calc R U . . .
H2 H 0.114(3) 0.4097(14) 0.637(3) 0.081(14) Uiso 1 1 d . . . . .
H3 H 0.315(3) 0.4568(14) 0.978(3) 0.086(13) Uiso 1 1 d . . . . .
H5 H 0.626(2) 0.2379(11) 0.432(2) 0.051(10) Uiso 1 1 d . . . . .
H6 H 0.359(3) 0.2959(13) 0.526(3) 0.072(13) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.224(3) . ?
N1 C1 1.382(4) . ?
N1 C4 1.459(3) . ?
N1 C19 1.438(4) . ?
C1 C2 1.472(4) . ?
O2 C21 1.228(4) . ?
N2 C5 1.382(4) . ?
N2 C6 1.380(4) . ?
N2 H2 0.84(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.318(4) . ?
N3 C21 1.327(4) . ?
N3 C22 1.483(4) . ?
N3 H3 0.93(4) . ?
C3 C4 1.528(4) . ?
C3 C20 1.492(4) . ?
C4 C5 1.516(4) . ?
C4 C21 1.554(4) . ?
C5 C12 1.373(4) . ?
C6 C7 1.387(4) . ?
C6 C11 1.411(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.376(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.387(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.366(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.395(4) . ?
C11 C12 1.446(4) . ?
C12 C13 1.482(4) . ?
C13 C14 1.488(4) . ?
C13 C26 1.334(4) . ?
C14 C15 1.392(4) . ?
C14 C19 1.392(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.388(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.377(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.385(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C22 C23 1.517(6) . ?
C22 C24 1.518(5) . ?
C22 C25 1.502(6) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9300 . ?
C26 H26B 0.9300 . ?
O3 C27 1.230(4) . ?
O4 C47 1.212(4) . ?
N4 C27 1.370(4) . ?
N4 C30 1.462(4) . ?
N4 C45 1.434(3) . ?
N5 C31 1.379(4) . ?
N5 C32 1.380(4) . ?
N5 H5 0.91(3) . ?
N6 C47 1.347(4) . ?
N6 C48 1.486(4) . ?
N6 H6 0.87(4) . ?
C27 C28 1.467(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.326(4) . ?
C29 C30 1.533(4) . ?
C29 C46 1.499(4) . ?
C30 C31 1.503(4) . ?
C30 C47 1.554(4) . ?
C31 C38 1.390(4) . ?
C32 C33 1.390(4) . ?
C32 C37 1.404(4) . ?
C33 H33 0.9300 . ?
C33 C34 1.374(5) . ?
C34 H34 0.9300 . ?
C34 C35 1.391(5) . ?
C35 H35 0.9300 . ?
C35 C36 1.374(5) . ?
C36 H36 0.9300 . ?
C36 C37 1.411(4) . ?
C37 C38 1.444(4) . ?
C38 C39 1.476(4) . ?
C39 C40 1.491(4) . ?
C39 C52 1.315(4) . ?
C40 C41 1.403(4) . ?
C40 C45 1.387(4) . ?
C41 H41 0.9300 . ?
C41 C42 1.380(5) . ?
C42 H42 0.9300 . ?
C42 C43 1.372(6) . ?
C44 H44 0.9300 . ?
C44 C45 1.381(4) . ?
C44 C43 1.369(4) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C48 C51 1.507(4) . ?
C48 C49 1.509(5) . ?
C48 C50 1.527(5) . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C52 H52A 0.9300 . ?
C52 H52B 0.9300 . ?
C43 H43 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C4 111.7(2) . . ?
C1 N1 C19 123.6(2) . . ?
C19 N1 C4 122.1(2) . . ?
O1 C1 N1 124.9(3) . . ?
O1 C1 C2 129.3(3) . . ?
N1 C1 C2 105.8(3) . . ?
C5 N2 H2 119(3) . . ?
C6 N2 C5 109.0(3) . . ?
C6 N2 H2 128(3) . . ?
C1 C2 H2A 124.7 . . ?
C3 C2 C1 110.7(3) . . ?
C3 C2 H2A 124.7 . . ?
C21 N3 C22 125.6(3) . . ?
C21 N3 H3 119(2) . . ?
C22 N3 H3 115(2) . . ?
C2 C3 C4 109.6(3) . . ?
C2 C3 C20 129.9(3) . . ?
C20 C3 C4 120.5(3) . . ?
N1 C4 C3 101.7(2) . . ?
N1 C4 C5 109.7(2) . . ?
N1 C4 C21 113.8(2) . . ?
C3 C4 C21 107.2(2) . . ?
C5 C4 C3 110.0(2) . . ?
C5 C4 C21 113.7(2) . . ?
N2 C5 C4 120.3(2) . . ?
C12 C5 N2 109.9(3) . . ?
C12 C5 C4 128.9(3) . . ?
N2 C6 C7 129.8(3) . . ?
N2 C6 C11 107.4(3) . . ?
C7 C6 C11 122.7(3) . . ?
C6 C7 H7 121.4 . . ?
C8 C7 C6 117.1(3) . . ?
C8 C7 H7 121.4 . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.8(3) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 118.8 . . ?
C10 C9 C8 122.3(3) . . ?
C10 C9 H9 118.8 . . ?
C9 C10 H10 120.7 . . ?
C9 C10 C11 118.7(3) . . ?
C11 C10 H10 120.7 . . ?
C6 C11 C12 107.2(3) . . ?
C10 C11 C6 118.3(3) . . ?
C10 C11 C12 134.4(3) . . ?
C5 C12 C11 106.3(3) . . ?
C5 C12 C13 128.1(3) . . ?
C11 C12 C13 124.8(3) . . ?
C12 C13 C14 114.5(3) . . ?
C26 C13 C12 123.6(3) . . ?
C26 C13 C14 121.5(3) . . ?
C15 C14 C13 120.7(3) . . ?
C19 C14 C13 120.4(3) . . ?
C19 C14 C15 118.7(3) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0(4) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.9(3) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.5(4) . . ?
C18 C17 H17 120.2 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.9(3) . . ?
C19 C18 H18 120.1 . . ?
C14 C19 N1 118.5(3) . . ?
C18 C19 N1 120.5(3) . . ?
C18 C19 C14 121.0(3) . . ?
C3 C20 H20A 109.5 . . ?
C3 C20 H20B 109.5 . . ?
C3 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O2 C21 N3 124.9(3) . . ?
O2 C21 C4 119.9(3) . . ?
N3 C21 C4 115.0(3) . . ?
N3 C22 C23 109.2(3) . . ?
N3 C22 C24 110.1(3) . . ?
N3 C22 C25 106.9(3) . . ?
C23 C22 C24 109.4(4) . . ?
C25 C22 C23 109.7(4) . . ?
C25 C22 C24 111.4(4) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C13 C26 H26A 120.0 . . ?
C13 C26 H26B 120.0 . . ?
H26A C26 H26B 120.0 . . ?
C27 N4 C30 111.6(2) . . ?
C27 N4 C45 123.7(3) . . ?
C45 N4 C30 123.2(2) . . ?
C31 N5 C32 109.2(3) . . ?
C31 N5 H5 128.7(19) . . ?
C32 N5 H5 121.9(19) . . ?
C47 N6 C48 127.8(3) . . ?
C47 N6 H6 115(2) . . ?
C48 N6 H6 116(2) . . ?
O3 C27 N4 124.5(3) . . ?
O3 C27 C28 129.1(3) . . ?
N4 C27 C28 106.3(3) . . ?
C27 C28 H28 124.9 . . ?
C29 C28 C27 110.3(3) . . ?
C29 C28 H28 124.9 . . ?
C28 C29 C30 109.4(3) . . ?
C28 C29 C46 128.5(3) . . ?
C46 C29 C30 122.0(3) . . ?
N4 C30 C29 101.3(2) . . ?
N4 C30 C31 109.4(2) . . ?
N4 C30 C47 110.6(2) . . ?
C29 C30 C47 111.0(2) . . ?
C31 C30 C29 111.5(2) . . ?
C31 C30 C47 112.5(2) . . ?
N5 C31 C30 120.8(3) . . ?
N5 C31 C38 109.3(3) . . ?
C38 C31 C30 129.3(3) . . ?
N5 C32 C33 128.8(3) . . ?
N5 C32 C37 107.9(3) . . ?
C33 C32 C37 123.3(3) . . ?
C32 C33 H33 121.5 . . ?
C34 C33 C32 116.9(3) . . ?
C34 C33 H33 121.5 . . ?
C33 C34 H34 119.3 . . ?
C33 C34 C35 121.3(3) . . ?
C35 C34 H34 119.3 . . ?
C34 C35 H35 119.0 . . ?
C36 C35 C34 121.9(3) . . ?
C36 C35 H35 119.0 . . ?
C35 C36 H36 120.8 . . ?
C35 C36 C37 118.4(3) . . ?
C37 C36 H36 120.8 . . ?
C32 C37 C36 118.1(3) . . ?
C32 C37 C38 107.3(3) . . ?
C36 C37 C38 134.6(3) . . ?
C31 C38 C37 106.2(3) . . ?
C31 C38 C39 128.2(3) . . ?
C37 C38 C39 125.4(3) . . ?
C38 C39 C40 117.2(3) . . ?
C52 C39 C38 122.8(3) . . ?
C52 C39 C40 119.8(3) . . ?
C41 C40 C39 122.6(3) . . ?
C45 C40 C39 119.9(3) . . ?
C45 C40 C41 117.5(3) . . ?
C40 C41 H41 119.9 . . ?
C42 C41 C40 120.3(4) . . ?
C42 C41 H41 119.9 . . ?
C41 C42 H42 119.6 . . ?
C43 C42 C41 120.8(3) . . ?
C43 C42 H42 119.6 . . ?
C45 C44 H44 120.1 . . ?
C43 C44 H44 120.1 . . ?
C43 C44 C45 119.8(3) . . ?
C40 C45 N4 118.3(3) . . ?
C44 C45 N4 119.9(3) . . ?
C44 C45 C40 121.7(3) . . ?
C29 C46 H46A 109.5 . . ?
C29 C46 H46B 109.5 . . ?
C29 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
O4 C47 N6 123.8(3) . . ?
O4 C47 C30 122.1(3) . . ?
N6 C47 C30 114.1(3) . . ?
N6 C48 C51 109.9(3) . . ?
N6 C48 C49 109.9(3) . . ?
N6 C48 C50 105.5(3) . . ?
C51 C48 C49 110.9(4) . . ?
C51 C48 C50 109.6(3) . . ?
C49 C48 C50 110.8(4) . . ?
C48 C51 H51A 109.5 . . ?
C48 C51 H51B 109.5 . . ?
C48 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
C48 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C48 C50 H50A 109.5 . . ?
C48 C50 H50B 109.5 . . ?
C48 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C39 C52 H52A 120.0 . . ?
C39 C52 H52B 120.0 . . ?
H52A C52 H52B 120.0 . . ?
C42 C43 H43 120.1 . . ?
C44 C43 C42 119.9(4) . . ?
C44 C43 H43 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -175.9(3) . . . . ?
N1 C1 C2 C3 4.3(4) . . . . ?
N1 C4 C5 N2 -175.8(2) . . . . ?
N1 C4 C5 C12 16.4(4) . . . . ?
N1 C4 C21 O2 156.6(3) . . . . ?
N1 C4 C21 N3 -28.1(4) . . . . ?
C1 N1 C4 C3 6.6(3) . . . . ?
C1 N1 C4 C5 -109.8(3) . . . . ?
C1 N1 C4 C21 121.5(3) . . . . ?
C1 N1 C19 C14 82.1(4) . . . . ?
C1 N1 C19 C18 -97.8(4) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C1 C2 C3 C20 179.5(3) . . . . ?
N2 C5 C12 C11 1.0(3) . . . . ?
N2 C5 C12 C13 170.6(3) . . . . ?
N2 C6 C7 C8 -179.0(3) . . . . ?
N2 C6 C11 C10 -179.9(3) . . . . ?
N2 C6 C11 C12 -2.6(3) . . . . ?
C2 C3 C4 N1 -3.8(3) . . . . ?
C2 C3 C4 C5 112.5(3) . . . . ?
C2 C3 C4 C21 -123.5(3) . . . . ?
C3 C4 C5 N2 73.1(3) . . . . ?
C3 C4 C5 C12 -94.7(3) . . . . ?
C3 C4 C21 O2 -91.7(3) . . . . ?
C3 C4 C21 N3 83.5(3) . . . . ?
C4 N1 C1 O1 173.3(3) . . . . ?
C4 N1 C1 C2 -6.8(3) . . . . ?
C4 N1 C19 C14 -78.0(4) . . . . ?
C4 N1 C19 C18 102.1(3) . . . . ?
C4 C5 C12 C11 169.8(3) . . . . ?
C4 C5 C12 C13 -20.6(5) . . . . ?
C5 N2 C6 C7 -176.1(3) . . . . ?
C5 N2 C6 C11 3.3(3) . . . . ?
C5 C4 C21 O2 30.0(4) . . . . ?
C5 C4 C21 N3 -154.8(3) . . . . ?
C5 C12 C13 C14 -37.4(4) . . . . ?
C5 C12 C13 C26 149.6(3) . . . . ?
C6 N2 C5 C4 -172.6(3) . . . . ?
C6 N2 C5 C12 -2.7(3) . . . . ?
C6 C7 C8 C9 -1.3(5) . . . . ?
C6 C11 C12 C5 1.0(3) . . . . ?
C6 C11 C12 C13 -169.0(3) . . . . ?
C7 C6 C11 C10 -0.4(4) . . . . ?
C7 C6 C11 C12 176.8(3) . . . . ?
C7 C8 C9 C10 -0.2(5) . . . . ?
C8 C9 C10 C11 1.4(5) . . . . ?
C9 C10 C11 C6 -1.1(5) . . . . ?
C9 C10 C11 C12 -177.4(3) . . . . ?
C10 C11 C12 C5 177.6(3) . . . . ?
C10 C11 C12 C13 7.6(6) . . . . ?
C11 C6 C7 C8 1.6(5) . . . . ?
C11 C12 C13 C14 130.4(3) . . . . ?
C11 C12 C13 C26 -42.7(5) . . . . ?
C12 C13 C14 C15 -120.6(3) . . . . ?
C12 C13 C14 C19 53.9(4) . . . . ?
C13 C14 C15 C16 173.9(3) . . . . ?
C13 C14 C19 N1 5.7(4) . . . . ?
C13 C14 C19 C18 -174.4(3) . . . . ?
C14 C15 C16 C17 0.1(5) . . . . ?
C15 C14 C19 N1 -179.6(3) . . . . ?
C15 C14 C19 C18 0.3(5) . . . . ?
C15 C16 C17 C18 1.0(6) . . . . ?
C16 C17 C18 C19 -1.4(5) . . . . ?
C17 C18 C19 N1 -179.3(3) . . . . ?
C17 C18 C19 C14 0.8(5) . . . . ?
C19 N1 C1 O1 11.4(5) . . . . ?
C19 N1 C1 C2 -168.8(3) . . . . ?
C19 N1 C4 C3 168.8(3) . . . . ?
C19 N1 C4 C5 52.4(3) . . . . ?
C19 N1 C4 C21 -76.3(3) . . . . ?
C19 C14 C15 C16 -0.7(5) . . . . ?
C20 C3 C4 N1 176.6(3) . . . . ?
C20 C3 C4 C5 -67.2(3) . . . . ?
C20 C3 C4 C21 56.8(4) . . . . ?
C21 N3 C22 C23 -57.9(5) . . . . ?
C21 N3 C22 C24 62.3(5) . . . . ?
C21 N3 C22 C25 -176.6(4) . . . . ?
C21 C4 C5 N2 -47.1(4) . . . . ?
C21 C4 C5 C12 145.1(3) . . . . ?
C22 N3 C21 O2 -2.9(6) . . . . ?
C22 N3 C21 C4 -177.9(3) . . . . ?
C26 C13 C14 C15 52.6(5) . . . . ?
C26 C13 C14 C19 -132.8(3) . . . . ?
O3 C27 C28 C29 -175.9(3) . . . . ?
N4 C27 C28 C29 6.4(3) . . . . ?
N4 C30 C31 N5 177.3(2) . . . . ?
N4 C30 C31 C38 6.0(4) . . . . ?
N4 C30 C47 O4 129.7(3) . . . . ?
N4 C30 C47 N6 -51.6(3) . . . . ?
N5 C31 C38 C37 -0.5(3) . . . . ?
N5 C31 C38 C39 175.0(3) . . . . ?
N5 C32 C33 C34 -179.3(3) . . . . ?
N5 C32 C37 C36 -179.2(3) . . . . ?
N5 C32 C37 C38 -1.0(3) . . . . ?
C27 N4 C30 C29 10.8(3) . . . . ?
C27 N4 C30 C31 -107.0(3) . . . . ?
C27 N4 C30 C47 128.5(3) . . . . ?
C27 N4 C45 C40 86.4(4) . . . . ?
C27 N4 C45 C44 -91.4(4) . . . . ?
C27 C28 C29 C30 0.5(4) . . . . ?
C27 C28 C29 C46 -176.3(3) . . . . ?
C28 C29 C30 N4 -6.6(3) . . . . ?
C28 C29 C30 C31 109.7(3) . . . . ?
C28 C29 C30 C47 -124.1(3) . . . . ?
C29 C30 C31 N5 66.1(4) . . . . ?
C29 C30 C31 C38 -105.2(3) . . . . ?
C29 C30 C47 O4 -118.7(3) . . . . ?
C29 C30 C47 N6 60.0(3) . . . . ?
C30 N4 C27 O3 171.1(3) . . . . ?
C30 N4 C27 C28 -11.0(3) . . . . ?
C30 N4 C45 C40 -78.3(4) . . . . ?
C30 N4 C45 C44 103.9(3) . . . . ?
C30 C31 C38 C37 171.6(3) . . . . ?
C30 C31 C38 C39 -12.9(5) . . . . ?
C31 N5 C32 C33 -179.7(3) . . . . ?
C31 N5 C32 C37 0.7(3) . . . . ?
C31 C30 C47 O4 7.0(4) . . . . ?
C31 C30 C47 N6 -174.3(2) . . . . ?
C31 C38 C39 C40 -37.6(5) . . . . ?
C31 C38 C39 C52 147.2(4) . . . . ?
C32 N5 C31 C30 -173.0(3) . . . . ?
C32 N5 C31 C38 -0.1(3) . . . . ?
C32 C33 C34 C35 -1.4(5) . . . . ?
C32 C37 C38 C31 0.9(3) . . . . ?
C32 C37 C38 C39 -174.8(3) . . . . ?
C33 C32 C37 C36 1.1(5) . . . . ?
C33 C32 C37 C38 179.4(3) . . . . ?
C33 C34 C35 C36 1.0(6) . . . . ?
C34 C35 C36 C37 0.5(5) . . . . ?
C35 C36 C37 C32 -1.5(5) . . . . ?
C35 C36 C37 C38 -179.1(3) . . . . ?
C36 C37 C38 C31 178.7(3) . . . . ?
C36 C37 C38 C39 3.0(6) . . . . ?
C37 C32 C33 C34 0.3(5) . . . . ?
C37 C38 C39 C40 137.0(3) . . . . ?
C37 C38 C39 C52 -38.1(5) . . . . ?
C38 C39 C40 C41 -124.7(3) . . . . ?
C38 C39 C40 C45 52.4(4) . . . . ?
C39 C40 C41 C42 177.2(4) . . . . ?
C39 C40 C45 N4 4.5(5) . . . . ?
C39 C40 C45 C44 -177.8(3) . . . . ?
C40 C41 C42 C43 0.1(6) . . . . ?
C41 C40 C45 N4 -178.3(3) . . . . ?
C41 C40 C45 C44 -0.5(5) . . . . ?
C41 C42 C43 C44 0.2(6) . . . . ?
C45 N4 C27 O3 4.8(5) . . . . ?
C45 N4 C27 C28 -177.3(3) . . . . ?
C45 N4 C30 C29 177.2(3) . . . . ?
C45 N4 C30 C31 59.4(3) . . . . ?
C45 N4 C30 C47 -65.1(3) . . . . ?
C45 C40 C41 C42 0.1(5) . . . . ?
C45 C44 C43 C42 -0.7(6) . . . . ?
C46 C29 C30 N4 170.5(3) . . . . ?
C46 C29 C30 C31 -73.2(4) . . . . ?
C46 C29 C30 C47 53.0(3) . . . . ?
C47 N6 C48 C51 -61.6(4) . . . . ?
C47 N6 C48 C49 60.7(5) . . . . ?
C47 N6 C48 C50 -179.8(3) . . . . ?
C47 C30 C31 N5 -59.4(3) . . . . ?
C47 C30 C31 C38 129.4(3) . . . . ?
C48 N6 C47 O4 -6.9(5) . . . . ?
C48 N6 C47 C30 174.5(3) . . . . ?
C52 C39 C40 C41 50.6(5) . . . . ?
C52 C39 C40 C45 -132.3(4) . . . . ?
C43 C44 C45 N4 178.6(3) . . . . ?
C43 C44 C45 C40 0.9(5) . . . . ?

_olex2_submission_original_sample_id CL-4
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.377
_oxdiff_exptl_absorpt_empirical_full_min 0.550
