# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cu_1374_cg_0m
_database_code_depnum_ccdc_archive 'CCDC 2090275'
loop_
_audit_author_name
_audit_author_address
'Dr. Christopher Golz'
;University of Goettingen
Germany
;
_audit_update_record             
;
2021-06-16 deposited with the CCDC.	2021-10-04 downloaded from the CCDC.
;
_exptl_crystal_preparation       ?
_audit_creation_date             2021-06-16

loop_
_audit_author_email
udhawa@gwdg.de
'cgolz@gwdg.de '
Lutz.Ackermann@chemie.uni-goettingen.de
_diffrn_source_power             0.05
_audit_creation_method           
;
FinalCif V85 by Daniel Kratzert, Freiburg 2021,
https://github.com/dkratzert/FinalCif
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C29 H18 N2 O3'
_chemical_formula_moiety         'C29 H18 N2 O3'
_exptl_crystal_colour_primary    yellow
_chemical_formula_weight         442.45
_chemical_melting_point          ?
_chemical_absolute_configuration ad
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C6(H6), C7(H7), C8(H8), C9(H9), C13(H13), C14(H14), C17(H17),
 C20(H20), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C28(H28),
  C29(H29), C30(H30), C32(H32), C35(H35), C36(H36), C37(H37), C38(H38),
 C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), C47(H47), C50(H50), C54(H54),
  C55(H55), C56(H56), C57(H57), C58(H58)
;
_olex2_submission_special_instructions 'No special instructions were received'
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.6726(8)
_cell_length_b                   9.3885(6)
_cell_length_c                   24.0690(15)
_cell_angle_alpha                90
_cell_angle_beta                 91.499(6)
_cell_angle_gamma                90
_cell_volume                     2185.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0
_cell_measurement_reflns_used    9856
_cell_measurement_theta_min      3.674
_cell_measurement_theta_max      78.938
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_recrystallization_method 
'Crystallized from chloroform from NMR-sample.'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.213
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.101
_exptl_absorpt_coefficient_mu    0.710
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8751
_exptl_absorpt_correction_T_max  0.9755
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0682 before and 0.0552 after correction.
The Ratio of minimum to maximum transmission is 0.8971.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.864
_shelx_estimated_absorpt_T_max   0.932
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.0
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'mirror optics'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.0
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            75722
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_theta_min         1.836
_diffrn_reflns_theta_max         79.340
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             9220
_reflns_number_gt                9050
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.850
_reflns_Friedel_fraction_max     0.955
_reflns_Friedel_fraction_full    0.993
_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.
;
_computing_data_collection       'Bruker BIS V6.2.14/2020-04-30'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0313P)²+1.8592P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         9220
_refine_ls_number_parameters     613
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.1108
_refine_ls_wR_factor_gt          0.1103
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_restrained_S_all      1.137
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   0.02(7)
_refine_ls_abs_structure_details 
;
 Flack x determined using 4042 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;

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'

_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_
_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 0.7565(3) 0.8390(3) 0.55530(12) 0.0418(7) Uani 1 1 d . . . . .
O2 O 0.7496(2) 0.3885(3) 0.40153(9) 0.0255(5) Uani 1 1 d . . . . .
O3 O 1.0860(3) 0.6795(3) 0.47590(10) 0.0342(6) Uani 1 1 d . . . . .
N1 N 0.6911(3) 0.5523(3) 0.60014(11) 0.0223(5) Uani 1 1 d . . . . .
N2 N 0.9274(3) 0.5473(3) 0.42364(11) 0.0243(6) Uani 1 1 d . . . . .
C1 C 0.6396(4) 0.7911(4) 0.55437(16) 0.0332(8) Uani 1 1 d . . . . .
H1 H 0.567504 0.850601 0.540208 0.040 Uiso 1 1 calc R U . . .
C2 C 0.6019(4) 0.6489(4) 0.57342(14) 0.0271(7) Uani 1 1 d . . . . .
C3 C 0.4740(4) 0.5877(4) 0.56524(16) 0.0334(8) Uani 1 1 d . . . . .
H3 H 0.395190 0.631179 0.548010 0.040 Uiso 1 1 calc R U . . .
C4 C 0.4812(3) 0.4469(4) 0.58738(14) 0.0290(7) Uani 1 1 d . . . . .
C5 C 0.6179(3) 0.4279(4) 0.60828(13) 0.0233(6) Uani 1 1 d . . . . .
C6 C 0.6644(4) 0.2996(4) 0.63164(15) 0.0297(7) Uani 1 1 d . . . . .
H6 H 0.756801 0.288496 0.645247 0.036 Uiso 1 1 calc R U . . .
C7 C 0.5705(4) 0.1910(4) 0.63397(16) 0.0337(8) Uani 1 1 d . . . . .
H7 H 0.598980 0.102127 0.649276 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4335(4) 0.2068(4) 0.61447(16) 0.0350(8) Uani 1 1 d . . . . .
H8 H 0.371077 0.129279 0.617656 0.042 Uiso 1 1 calc R U . . .
C9 C 0.3875(4) 0.3325(5) 0.59074(15) 0.0344(8) Uani 1 1 d . . . . .
H9 H 0.294912 0.341708 0.577011 0.041 Uiso 1 1 calc R U . . .
C10 C 0.8335(3) 0.5705(3) 0.61675(13) 0.0215(6) Uani 1 1 d . . . . .
C11 C 0.8630(3) 0.5891(3) 0.67489(13) 0.0210(6) Uani 1 1 d . . . . .
C12 C 1.0041(3) 0.6041(3) 0.69250(13) 0.0227(6) Uani 1 1 d . . . . .
C13 C 1.1081(3) 0.6031(4) 0.65272(14) 0.0255(7) Uani 1 1 d . . . . .
H13 H 1.202037 0.613886 0.664518 0.031 Uiso 1 1 calc R U . . .
C14 C 1.0764(3) 0.5869(4) 0.59720(14) 0.0254(7) Uani 1 1 d . . . . .
H14 H 1.147958 0.588648 0.570933 0.030 Uiso 1 1 calc R U . . .
C15 C 0.9359(3) 0.5673(3) 0.57869(13) 0.0225(6) Uani 1 1 d . . . . .
C16 C 0.9042(3) 0.5391(3) 0.51961(13) 0.0225(6) Uani 1 1 d . . . . .
C17 C 0.8065(3) 0.4563(3) 0.49645(13) 0.0234(6) Uani 1 1 d . . . . .
H17 H 0.738673 0.405547 0.516325 0.028 Uiso 1 1 calc R U . . .
C18 C 0.8191(3) 0.4549(3) 0.43542(13) 0.0221(6) Uani 1 1 d . . . . .
C19 C 0.9870(3) 0.6006(4) 0.47294(13) 0.0249(7) Uani 1 1 d . . . . .
C20 C 1.0345(3) 0.6222(3) 0.75059(14) 0.0255(7) Uani 1 1 d . . . . .
H20 H 1.127716 0.633078 0.763255 0.031 Uiso 1 1 calc R U . . .
C21 C 0.9313(4) 0.6241(4) 0.78784(14) 0.0267(7) Uani 1 1 d . . . . .
H21 H 0.953183 0.635936 0.826267 0.032 Uiso 1 1 calc R U . . .
C22 C 0.7919(4) 0.6086(4) 0.77004(14) 0.0267(7) Uani 1 1 d . . . . .
H22 H 0.720848 0.609443 0.796532 0.032 Uiso 1 1 calc R U . . .
C23 C 0.7586(3) 0.5922(3) 0.71464(13) 0.0237(6) Uani 1 1 d . . . . .
H23 H 0.664443 0.582899 0.702990 0.028 Uiso 1 1 calc R U . . .
C24 C 0.9770(3) 0.5715(3) 0.36881(13) 0.0231(6) Uani 1 1 d . . . . .
C25 C 0.9519(4) 0.6998(4) 0.34201(15) 0.0299(7) Uani 1 1 d . . . . .
H25 H 0.905280 0.774448 0.360451 0.036 Uiso 1 1 calc R U . . .
C26 C 0.9954(4) 0.7184(4) 0.28806(15) 0.0320(8) Uani 1 1 d . . . . .
H26 H 0.979353 0.806435 0.269518 0.038 Uiso 1 1 calc R U . . .
C27 C 1.0623(4) 0.6086(4) 0.26116(14) 0.0296(7) Uani 1 1 d . . . . .
H27 H 1.091062 0.620784 0.224020 0.035 Uiso 1 1 calc R U . . .
C28 C 1.0871(4) 0.4813(4) 0.28853(15) 0.0285(7) Uani 1 1 d . . . . .
H28 H 1.132376 0.405977 0.269951 0.034 Uiso 1 1 calc R U . . .
C29 C 1.0463(3) 0.4626(4) 0.34287(14) 0.0260(7) Uani 1 1 d . . . . .
H29 H 1.065794 0.376026 0.361965 0.031 Uiso 1 1 calc R U . . .
O4 O 0.7314(3) 0.1619(3) 0.05817(13) 0.0414(7) Uani 1 1 d . . . . .
O5 O 0.4110(3) 0.3211(3) -0.03200(10) 0.0306(5) Uani 1 1 d . . . . .
O6 O 0.7489(2) 0.6096(2) -0.09915(9) 0.0257(5) Uani 1 1 d . . . . .
N3 N 0.8047(3) 0.4503(3) 0.10148(11) 0.0211(5) Uani 1 1 d . . . . .
N4 N 0.5696(3) 0.4524(3) -0.08088(11) 0.0234(5) Uani 1 1 d . . . . .
C30 C 0.8476(4) 0.2098(4) 0.05712(16) 0.0326(8) Uani 1 1 d . . . . .
H30 H 0.917645 0.149919 0.042994 0.039 Uiso 1 1 calc R U . . .
C31 C 0.8893(3) 0.3523(4) 0.07579(14) 0.0257(7) Uani 1 1 d . . . . .
C32 C 1.0184(3) 0.4104(4) 0.06922(15) 0.0309(7) Uani 1 1 d . . . . .
H32 H 1.095475 0.364592 0.053298 0.037 Uiso 1 1 calc R U . . .
C33 C 1.0154(3) 0.5525(4) 0.09073(14) 0.0272(7) Uani 1 1 d . . . . .
C34 C 0.8806(3) 0.5736(3) 0.11000(13) 0.0224(6) Uani 1 1 d . . . . .
C35 C 0.8379(4) 0.7027(4) 0.13250(15) 0.0285(7) Uani 1 1 d . . . . .
H35 H 0.746506 0.715347 0.145155 0.034 Uiso 1 1 calc R U . . .
C36 C 0.9335(4) 0.8109(4) 0.13562(16) 0.0321(8) Uani 1 1 d . . . . .
H36 H 0.907092 0.900537 0.150246 0.039 Uiso 1 1 calc R U . . .
C37 C 1.0701(4) 0.7919(4) 0.11758(16) 0.0342(8) Uani 1 1 d . . . . .
H37 H 1.134637 0.867756 0.121374 0.041 Uiso 1 1 calc R U . . .
C38 C 1.1106(4) 0.6653(4) 0.09466(15) 0.0337(8) Uani 1 1 d . . . . .
H38 H 1.201861 0.654120 0.081620 0.040 Uiso 1 1 calc R U . . .
C39 C 0.6622(3) 0.4352(3) 0.11484(13) 0.0208(6) Uani 1 1 d . . . . .
C40 C 0.6324(3) 0.4194(3) 0.17220(13) 0.0202(6) Uani 1 1 d . . . . .
C41 C 0.4908(3) 0.4055(3) 0.18650(13) 0.0223(6) Uani 1 1 d . . . . .
C42 C 0.4602(3) 0.3900(4) 0.24381(14) 0.0255(7) Uani 1 1 d . . . . .
H42 H 0.366796 0.380097 0.254384 0.031 Uiso 1 1 calc R U . . .
C43 C 0.5633(4) 0.3891(3) 0.28376(13) 0.0259(7) Uani 1 1 d . . . . .
H43 H 0.540426 0.378867 0.321697 0.031 Uiso 1 1 calc R U . . .
C44 C 0.7032(4) 0.4032(4) 0.26938(14) 0.0259(7) Uani 1 1 d . . . . .
H44 H 0.773887 0.402838 0.297538 0.031 Uiso 1 1 calc R U . . .
C45 C 0.7366(3) 0.4173(3) 0.21482(13) 0.0234(6) Uani 1 1 d . . . . .
H45 H 0.830981 0.425841 0.205290 0.028 Uiso 1 1 calc R U . . .
C46 C 0.3866(3) 0.4049(4) 0.14392(14) 0.0247(6) Uani 1 1 d . . . . .
H46 H 0.292483 0.394024 0.153468 0.030 Uiso 1 1 calc R U . . .
C47 C 0.4196(3) 0.4197(4) 0.08935(14) 0.0250(7) Uani 1 1 d . . . . .
H47 H 0.348516 0.417675 0.061378 0.030 Uiso 1 1 calc R U . . .
C48 C 0.5596(3) 0.4381(3) 0.07406(13) 0.0223(6) Uani 1 1 d . . . . .
C49 C 0.5914(3) 0.4639(3) 0.01557(13) 0.0227(6) Uani 1 1 d . . . . .
C50 C 0.6901(3) 0.5461(3) -0.00520(13) 0.0228(6) Uani 1 1 d . . . . .
H50 H 0.757483 0.597268 0.016143 0.027 Uiso 1 1 calc R U . . .
C51 C 0.6782(3) 0.5450(3) -0.06666(13) 0.0214(6) Uani 1 1 d . . . . .
C52 C 0.5086(3) 0.4009(3) -0.03284(13) 0.0237(6) Uani 1 1 d . . . . .
C53 C 0.5183(3) 0.4299(3) -0.13662(13) 0.0217(6) Uani 1 1 d . . . . .
C54 C 0.5371(4) 0.2995(4) -0.16257(15) 0.0291(7) Uani 1 1 d . . . . .
H54 H 0.580632 0.222963 -0.143127 0.035 Uiso 1 1 calc R U . . .
C55 C 0.4915(4) 0.2825(4) -0.21719(15) 0.0322(8) Uani 1 1 d . . . . .
H55 H 0.503217 0.193385 -0.235144 0.039 Uiso 1 1 calc R U . . .
C56 C 0.4292(4) 0.3937(4) -0.24587(14) 0.0289(7) Uani 1 1 d . . . . .
H56 H 0.398786 0.381349 -0.283412 0.035 Uiso 1 1 calc R U . . .
C57 C 0.4111(4) 0.5236(4) -0.21954(15) 0.0288(7) Uani 1 1 d . . . . .
H57 H 0.369706 0.600851 -0.239264 0.035 Uiso 1 1 calc R U . . .
C58 C 0.4534(3) 0.5407(4) -0.16463(14) 0.0262(7) Uani 1 1 d . . . . .
H58 H 0.437867 0.628480 -0.146191 0.031 Uiso 1 1 calc R U . . .


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 1.216(5) . ?
O2 C18 1.216(4) . ?
O3 C19 1.211(4) . ?
N1 C2 1.397(4) . ?
N1 C5 1.382(4) . ?
N1 C10 1.434(4) . ?
N2 C18 1.395(4) . ?
N2 C19 1.398(4) . ?
N2 C24 1.434(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.461(5) . ?
C2 C3 1.374(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.427(5) . ?
C4 C5 1.413(5) . ?
C4 C9 1.409(5) . ?
C5 C6 1.398(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.368(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.402(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.432(4) . ?
C10 C15 1.367(4) . ?
C11 C12 1.426(4) . ?
C11 C23 1.409(4) . ?
C12 C13 1.407(4) . ?
C12 C20 1.431(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.372(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.431(4) . ?
C15 C16 1.471(4) . ?
C16 C17 1.334(5) . ?
C16 C19 1.511(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.477(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.359(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.411(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.372(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(5) . ?
C24 C29 1.381(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.386(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.387(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.382(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.387(5) . ?
C29 H29 0.9500 . ?
O4 C30 1.212(5) . ?
O5 C52 1.206(4) . ?
O6 C51 1.214(4) . ?
N3 C31 1.388(4) . ?
N3 C34 1.382(4) . ?
N3 C39 1.431(4) . ?
N4 C51 1.399(4) . ?
N4 C52 1.398(4) . ?
N4 C53 1.434(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.464(5) . ?
C31 C32 1.376(5) . ?
C32 H32 0.9500 . ?
C32 C33 1.432(5) . ?
C33 C34 1.410(4) . ?
C33 C38 1.406(5) . ?
C34 C35 1.394(5) . ?
C35 H35 0.9500 . ?
C35 C36 1.374(5) . ?
C36 H36 0.9500 . ?
C36 C37 1.413(5) . ?
C37 H37 0.9500 . ?
C37 C38 1.372(6) . ?
C38 H38 0.9500 . ?
C39 C40 1.425(4) . ?
C39 C48 1.378(4) . ?
C40 C41 1.427(4) . ?
C40 C45 1.420(4) . ?
C41 C42 1.426(5) . ?
C41 C46 1.419(4) . ?
C42 H42 0.9500 . ?
C42 C43 1.366(5) . ?
C43 H43 0.9500 . ?
C43 C44 1.412(5) . ?
C44 H44 0.9500 . ?
C44 C45 1.367(5) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C46 C47 1.367(5) . ?
C47 H47 0.9500 . ?
C47 C48 1.423(4) . ?
C48 C49 1.469(4) . ?
C49 C50 1.334(5) . ?
C49 C52 1.517(4) . ?
C50 H50 0.9500 . ?
C50 C51 1.481(4) . ?
C53 C54 1.388(5) . ?
C53 C58 1.382(5) . ?
C54 H54 0.9500 . ?
C54 C55 1.385(5) . ?
C55 H55 0.9500 . ?
C55 C56 1.381(5) . ?
C56 H56 0.9500 . ?
C56 C57 1.387(5) . ?
C57 H57 0.9500 . ?
C57 C58 1.383(5) . ?
C58 H58 0.9500 . ?

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 N1 C10 128.9(3) . . ?
C5 N1 C2 107.5(3) . . ?
C5 N1 C10 123.6(3) . . ?
C18 N2 C19 110.2(3) . . ?
C18 N2 C24 123.8(3) . . ?
C19 N2 C24 125.7(3) . . ?
O1 C1 H1 117.6 . . ?
O1 C1 C2 124.9(3) . . ?
C2 C1 H1 117.6 . . ?
N1 C2 C1 125.6(3) . . ?
C3 C2 N1 109.7(3) . . ?
C3 C2 C1 124.6(3) . . ?
C2 C3 H3 126.3 . . ?
C2 C3 C4 107.3(3) . . ?
C4 C3 H3 126.3 . . ?
C5 C4 C3 106.7(3) . . ?
C9 C4 C3 134.6(3) . . ?
C9 C4 C5 118.7(3) . . ?
N1 C5 C4 108.7(3) . . ?
N1 C5 C6 128.6(3) . . ?
C6 C5 C4 122.7(3) . . ?
C5 C6 H6 121.6 . . ?
C7 C6 C5 116.9(3) . . ?
C7 C6 H6 121.6 . . ?
C6 C7 H7 119.0 . . ?
C6 C7 C8 122.0(4) . . ?
C8 C7 H7 119.0 . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.4(3) . . ?
C9 C8 H8 119.3 . . ?
C4 C9 H9 120.8 . . ?
C8 C9 C4 118.3(3) . . ?
C8 C9 H9 120.8 . . ?
C11 C10 N1 116.9(3) . . ?
C15 C10 N1 121.2(3) . . ?
C15 C10 C11 121.9(3) . . ?
C12 C11 C10 117.9(3) . . ?
C23 C11 C10 122.5(3) . . ?
C23 C11 C12 119.6(3) . . ?
C11 C12 C20 118.2(3) . . ?
C13 C12 C11 119.5(3) . . ?
C13 C12 C20 122.3(3) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.2(3) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.3(3) . . ?
C15 C14 H14 119.9 . . ?
C10 C15 C14 119.2(3) . . ?
C10 C15 C16 121.0(3) . . ?
C14 C15 C16 119.7(3) . . ?
C15 C16 C19 123.3(3) . . ?
C17 C16 C15 129.5(3) . . ?
C17 C16 C19 107.2(3) . . ?
C16 C17 H17 124.9 . . ?
C16 C17 C18 110.1(3) . . ?
C18 C17 H17 124.9 . . ?
O2 C18 N2 126.0(3) . . ?
O2 C18 C17 127.8(3) . . ?
N2 C18 C17 106.2(3) . . ?
O3 C19 N2 125.2(3) . . ?
O3 C19 C16 128.6(3) . . ?
N2 C19 C16 106.2(3) . . ?
C12 C20 H20 119.6 . . ?
C21 C20 C12 120.7(3) . . ?
C21 C20 H20 119.6 . . ?
C20 C21 H21 119.7 . . ?
C20 C21 C22 120.7(3) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.3(3) . . ?
C23 C22 H22 119.8 . . ?
C11 C23 H23 119.7 . . ?
C22 C23 C11 120.5(3) . . ?
C22 C23 H23 119.7 . . ?
C25 C24 N2 120.5(3) . . ?
C29 C24 N2 118.5(3) . . ?
C29 C24 C25 121.0(3) . . ?
C24 C25 H25 120.2 . . ?
C24 C25 C26 119.5(3) . . ?
C26 C25 H25 120.2 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.0(3) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.8(3) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.7 . . ?
C27 C28 C29 120.6(3) . . ?
C29 C28 H28 119.7 . . ?
C24 C29 C28 119.1(3) . . ?
C24 C29 H29 120.5 . . ?
C28 C29 H29 120.5 . . ?
C31 N3 C39 128.1(3) . . ?
C34 N3 C31 107.8(3) . . ?
C34 N3 C39 124.1(3) . . ?
C51 N4 C53 124.0(3) . . ?
C52 N4 C51 110.1(3) . . ?
C52 N4 C53 125.4(3) . . ?
O4 C30 H30 117.2 . . ?
O4 C30 C31 125.5(3) . . ?
C31 C30 H30 117.2 . . ?
N3 C31 C30 125.6(3) . . ?
C32 C31 N3 109.6(3) . . ?
C32 C31 C30 124.8(3) . . ?
C31 C32 H32 126.2 . . ?
C31 C32 C33 107.5(3) . . ?
C33 C32 H32 126.2 . . ?
C34 C33 C32 106.1(3) . . ?
C38 C33 C32 135.0(3) . . ?
C38 C33 C34 118.8(3) . . ?
N3 C34 C33 109.0(3) . . ?
N3 C34 C35 128.6(3) . . ?
C35 C34 C33 122.4(3) . . ?
C34 C35 H35 121.4 . . ?
C36 C35 C34 117.3(3) . . ?
C36 C35 H35 121.4 . . ?
C35 C36 H36 119.2 . . ?
C35 C36 C37 121.6(4) . . ?
C37 C36 H36 119.2 . . ?
C36 C37 H37 119.6 . . ?
C38 C37 C36 120.8(3) . . ?
C38 C37 H37 119.6 . . ?
C33 C38 H38 120.5 . . ?
C37 C38 C33 119.1(3) . . ?
C37 C38 H38 120.5 . . ?
C40 C39 N3 116.6(3) . . ?
C48 C39 N3 121.2(3) . . ?
C48 C39 C40 122.2(3) . . ?
C39 C40 C41 117.6(3) . . ?
C45 C40 C39 122.9(3) . . ?
C45 C40 C41 119.5(3) . . ?
C42 C41 C40 117.9(3) . . ?
C46 C41 C40 119.6(3) . . ?
C46 C41 C42 122.5(3) . . ?
C41 C42 H42 119.5 . . ?
C43 C42 C41 121.0(3) . . ?
C43 C42 H42 119.5 . . ?
C42 C43 H43 119.6 . . ?
C42 C43 C44 120.9(3) . . ?
C44 C43 H43 119.6 . . ?
C43 C44 H44 120.1 . . ?
C45 C44 C43 119.8(3) . . ?
C45 C44 H44 120.1 . . ?
C40 C45 H45 119.5 . . ?
C44 C45 C40 120.9(3) . . ?
C44 C45 H45 119.5 . . ?
C41 C46 H46 119.5 . . ?
C47 C46 C41 120.9(3) . . ?
C47 C46 H46 119.5 . . ?
C46 C47 H47 119.7 . . ?
C46 C47 C48 120.6(3) . . ?
C48 C47 H47 119.7 . . ?
C39 C48 C47 119.1(3) . . ?
C39 C48 C49 121.4(3) . . ?
C47 C48 C49 119.5(3) . . ?
C48 C49 C52 123.5(3) . . ?
C50 C49 C48 128.6(3) . . ?
C50 C49 C52 107.8(3) . . ?
C49 C50 H50 125.3 . . ?
C49 C50 C51 109.4(3) . . ?
C51 C50 H50 125.3 . . ?
O6 C51 N4 125.8(3) . . ?
O6 C51 C50 127.6(3) . . ?
N4 C51 C50 106.6(3) . . ?
O5 C52 N4 125.2(3) . . ?
O5 C52 C49 128.9(3) . . ?
N4 C52 C49 105.9(3) . . ?
C54 C53 N4 120.3(3) . . ?
C58 C53 N4 119.1(3) . . ?
C58 C53 C54 120.5(3) . . ?
C53 C54 H54 120.4 . . ?
C55 C54 C53 119.1(3) . . ?
C55 C54 H54 120.4 . . ?
C54 C55 H55 119.6 . . ?
C56 C55 C54 120.8(3) . . ?
C56 C55 H55 119.6 . . ?
C55 C56 H56 120.2 . . ?
C55 C56 C57 119.6(3) . . ?
C57 C56 H56 120.2 . . ?
C56 C57 H57 120.0 . . ?
C58 C57 C56 120.1(3) . . ?
C58 C57 H57 120.0 . . ?
C53 C58 C57 119.9(3) . . ?
C53 C58 H58 120.1 . . ?
C57 C58 H58 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 N1 6.4(6) . . . . ?
O1 C1 C2 C3 -170.4(4) . . . . ?
N1 C2 C3 C4 -0.1(4) . . . . ?
N1 C5 C6 C7 -178.9(3) . . . . ?
N1 C10 C11 C12 178.6(3) . . . . ?
N1 C10 C11 C23 -1.1(4) . . . . ?
N1 C10 C15 C14 179.6(3) . . . . ?
N1 C10 C15 C16 -2.6(5) . . . . ?
N2 C24 C25 C26 -177.1(3) . . . . ?
N2 C24 C29 C28 175.9(3) . . . . ?
C1 C2 C3 C4 177.1(3) . . . . ?
C2 N1 C5 C4 -0.9(3) . . . . ?
C2 N1 C5 C6 177.7(3) . . . . ?
C2 N1 C10 C11 106.0(4) . . . . ?
C2 N1 C10 C15 -75.2(4) . . . . ?
C2 C3 C4 C5 -0.5(4) . . . . ?
C2 C3 C4 C9 -178.6(4) . . . . ?
C3 C4 C5 N1 0.9(4) . . . . ?
C3 C4 C5 C6 -177.8(3) . . . . ?
C3 C4 C9 C8 178.1(4) . . . . ?
C4 C5 C6 C7 -0.5(5) . . . . ?
C5 N1 C2 C1 -176.6(3) . . . . ?
C5 N1 C2 C3 0.6(4) . . . . ?
C5 N1 C10 C11 -74.7(4) . . . . ?
C5 N1 C10 C15 104.0(4) . . . . ?
C5 C4 C9 C8 0.1(5) . . . . ?
C5 C6 C7 C8 -0.6(6) . . . . ?
C6 C7 C8 C9 1.4(6) . . . . ?
C7 C8 C9 C4 -1.2(6) . . . . ?
C9 C4 C5 N1 179.4(3) . . . . ?
C9 C4 C5 C6 0.7(5) . . . . ?
C10 N1 C2 C1 2.8(6) . . . . ?
C10 N1 C2 C3 180.0(3) . . . . ?
C10 N1 C5 C4 179.7(3) . . . . ?
C10 N1 C5 C6 -1.8(5) . . . . ?
C10 C11 C12 C13 1.2(4) . . . . ?
C10 C11 C12 C20 -179.8(3) . . . . ?
C10 C11 C23 C22 179.2(3) . . . . ?
C10 C15 C16 C17 -33.2(5) . . . . ?
C10 C15 C16 C19 149.0(3) . . . . ?
C11 C10 C15 C14 -1.7(5) . . . . ?
C11 C10 C15 C16 176.1(3) . . . . ?
C11 C12 C13 C14 -0.5(5) . . . . ?
C11 C12 C20 C21 0.4(5) . . . . ?
C12 C11 C23 C22 -0.5(5) . . . . ?
C12 C13 C14 C15 -1.4(5) . . . . ?
C12 C20 C21 C22 -0.2(5) . . . . ?
C13 C12 C20 C21 179.4(3) . . . . ?
C13 C14 C15 C10 2.5(5) . . . . ?
C13 C14 C15 C16 -175.3(3) . . . . ?
C14 C15 C16 C17 144.6(4) . . . . ?
C14 C15 C16 C19 -33.2(5) . . . . ?
C15 C10 C11 C12 -0.1(4) . . . . ?
C15 C10 C11 C23 -179.8(3) . . . . ?
C15 C16 C17 C18 -176.9(3) . . . . ?
C15 C16 C19 O3 -0.8(6) . . . . ?
C15 C16 C19 N2 178.7(3) . . . . ?
C16 C17 C18 O2 178.1(3) . . . . ?
C16 C17 C18 N2 -2.4(4) . . . . ?
C17 C16 C19 O3 -179.0(4) . . . . ?
C17 C16 C19 N2 0.6(4) . . . . ?
C18 N2 C19 O3 177.5(3) . . . . ?
C18 N2 C19 C16 -2.1(4) . . . . ?
C18 N2 C24 C25 108.7(4) . . . . ?
C18 N2 C24 C29 -69.3(4) . . . . ?
C19 N2 C18 O2 -177.8(3) . . . . ?
C19 N2 C18 C17 2.7(4) . . . . ?
C19 N2 C24 C25 -77.7(4) . . . . ?
C19 N2 C24 C29 104.3(4) . . . . ?
C19 C16 C17 C18 1.1(4) . . . . ?
C20 C12 C13 C14 -179.4(3) . . . . ?
C20 C21 C22 C23 -0.4(5) . . . . ?
C21 C22 C23 C11 0.7(5) . . . . ?
C23 C11 C12 C13 -179.1(3) . . . . ?
C23 C11 C12 C20 -0.1(5) . . . . ?
C24 N2 C18 O2 -3.3(5) . . . . ?
C24 N2 C18 C17 177.2(3) . . . . ?
C24 N2 C19 O3 3.1(6) . . . . ?
C24 N2 C19 C16 -176.5(3) . . . . ?
C24 C25 C26 C27 0.6(6) . . . . ?
C25 C24 C29 C28 -2.1(5) . . . . ?
C25 C26 C27 C28 -0.8(6) . . . . ?
C26 C27 C28 C29 -0.4(5) . . . . ?
C27 C28 C29 C24 1.8(5) . . . . ?
C29 C24 C25 C26 0.9(5) . . . . ?
O4 C30 C31 N3 5.3(6) . . . . ?
O4 C30 C31 C32 -173.1(4) . . . . ?
N3 C31 C32 C33 -1.0(4) . . . . ?
N3 C34 C35 C36 -178.8(3) . . . . ?
N3 C39 C40 C41 179.4(3) . . . . ?
N3 C39 C40 C45 -0.5(4) . . . . ?
N3 C39 C48 C47 178.8(3) . . . . ?
N3 C39 C48 C49 -3.1(5) . . . . ?
N4 C53 C54 C55 -177.4(3) . . . . ?
N4 C53 C58 C57 176.0(3) . . . . ?
C30 C31 C32 C33 177.6(3) . . . . ?
C31 N3 C34 C33 -1.4(3) . . . . ?
C31 N3 C34 C35 177.4(3) . . . . ?
C31 N3 C39 C40 108.5(4) . . . . ?
C31 N3 C39 C48 -72.5(4) . . . . ?
C31 C32 C33 C34 0.2(4) . . . . ?
C31 C32 C33 C38 -178.0(4) . . . . ?
C32 C33 C34 N3 0.7(4) . . . . ?
C32 C33 C34 C35 -178.1(3) . . . . ?
C32 C33 C38 C37 178.6(4) . . . . ?
C33 C34 C35 C36 -0.3(5) . . . . ?
C34 N3 C31 C30 -177.1(3) . . . . ?
C34 N3 C31 C32 1.5(4) . . . . ?
C34 N3 C39 C40 -75.3(4) . . . . ?
C34 N3 C39 C48 103.7(4) . . . . ?
C34 C33 C38 C37 0.6(5) . . . . ?
C34 C35 C36 C37 -0.9(5) . . . . ?
C35 C36 C37 C38 2.0(6) . . . . ?
C36 C37 C38 C33 -1.8(6) . . . . ?
C38 C33 C34 N3 179.2(3) . . . . ?
C38 C33 C34 C35 0.4(5) . . . . ?
C39 N3 C31 C30 -0.3(5) . . . . ?
C39 N3 C31 C32 178.3(3) . . . . ?
C39 N3 C34 C33 -178.3(3) . . . . ?
C39 N3 C34 C35 0.4(5) . . . . ?
C39 C40 C41 C42 -179.9(3) . . . . ?
C39 C40 C41 C46 1.2(4) . . . . ?
C39 C40 C45 C44 179.4(3) . . . . ?
C39 C48 C49 C50 -33.6(5) . . . . ?
C39 C48 C49 C52 148.7(3) . . . . ?
C40 C39 C48 C47 -2.3(5) . . . . ?
C40 C39 C48 C49 175.9(3) . . . . ?
C40 C41 C42 C43 0.3(5) . . . . ?
C40 C41 C46 C47 -1.0(5) . . . . ?
C41 C40 C45 C44 -0.5(5) . . . . ?
C41 C42 C43 C44 -0.2(5) . . . . ?
C41 C46 C47 C48 -0.9(5) . . . . ?
C42 C41 C46 C47 -179.9(3) . . . . ?
C42 C43 C44 C45 -0.3(5) . . . . ?
C43 C44 C45 C40 0.6(5) . . . . ?
C45 C40 C41 C42 0.1(4) . . . . ?
C45 C40 C41 C46 -178.8(3) . . . . ?
C46 C41 C42 C43 179.1(3) . . . . ?
C46 C47 C48 C39 2.5(5) . . . . ?
C46 C47 C48 C49 -175.7(3) . . . . ?
C47 C48 C49 C50 144.6(3) . . . . ?
C47 C48 C49 C52 -33.1(5) . . . . ?
C48 C39 C40 C41 0.5(4) . . . . ?
C48 C39 C40 C45 -179.5(3) . . . . ?
C48 C49 C50 C51 -177.1(3) . . . . ?
C48 C49 C52 O5 -2.0(6) . . . . ?
C48 C49 C52 N4 178.9(3) . . . . ?
C49 C50 C51 O6 178.5(3) . . . . ?
C49 C50 C51 N4 -2.3(4) . . . . ?
C50 C49 C52 O5 179.8(4) . . . . ?
C50 C49 C52 N4 0.8(4) . . . . ?
C51 N4 C52 O5 178.6(3) . . . . ?
C51 N4 C52 C49 -2.2(4) . . . . ?
C51 N4 C53 C54 112.1(4) . . . . ?
C51 N4 C53 C58 -66.2(4) . . . . ?
C52 N4 C51 O6 -178.0(3) . . . . ?
C52 N4 C51 C50 2.8(3) . . . . ?
C52 N4 C53 C54 -76.6(4) . . . . ?
C52 N4 C53 C58 105.1(4) . . . . ?
C52 C49 C50 C51 0.9(4) . . . . ?
C53 N4 C51 O6 -5.5(5) . . . . ?
C53 N4 C51 C50 175.3(3) . . . . ?
C53 N4 C52 O5 6.3(5) . . . . ?
C53 N4 C52 C49 -174.6(3) . . . . ?
C53 C54 C55 C56 0.6(6) . . . . ?
C54 C53 C58 C57 -2.3(5) . . . . ?
C54 C55 C56 C57 -0.5(6) . . . . ?
C55 C56 C57 C58 -1.0(5) . . . . ?
C56 C57 C58 C53 2.4(5) . . . . ?
C58 C53 C54 C55 0.8(5) . . . . ?

