# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 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_3pentZ_c
_database_code_depnum_ccdc_archive 'CCDC 2211112'
loop_
_audit_author_name
_audit_author_address
'Norihito Fukui'
;Nagoya University
Japan
;
_audit_update_record             
;
2022-10-05 deposited with the CCDC.	2022-12-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H15 N2 O2'
_chemical_formula_weight         291.32

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   20.1187(9)
_cell_length_b                   16.7884(9)
_cell_length_c                   8.3834(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.468(4)
_cell_angle_gamma                90
_cell_volume                     2764.8(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    3107
_cell_measurement_theta_min      2.4870
_cell_measurement_theta_max      27.9740

_exptl_crystal_description       rod
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_F_000             1224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.514
_exptl_crystal_size_mid          0.064
_exptl_crystal_size_min          0.053
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.63838
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9999
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.073
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2732
_reflns_number_gt                1700
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0769P)²+0.6717P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2732
_refine_ls_number_parameters     398
_refine_ls_number_restraints     1002
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1605
_refine_ls_wR_factor_gt          0.1329
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      0.911
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.3067(12) 0.5087(11) 0.710(3) 0.044(5) Uani 0.416(7) 1 d . U P A 2
C2 C 0.3135(4) 0.4083(5) 0.7194(9) 0.0442(16) Uani 0.584(7) 1 d . U P A 1
H1 H 0.287077 0.370002 0.761834 0.053 Uiso 0.584(7) 1 calc R U P A 1
C3 C 0.3690(3) 0.3835(4) 0.6601(7) 0.0501(15) Uani 0.584(7) 1 d . U P A 1
H2 H 0.379432 0.328419 0.657419 0.060 Uiso 0.584(7) 1 calc R U P A 1
C4 C 0.4096(3) 0.4394(6) 0.6045(8) 0.044(2) Uani 0.584(7) 1 d . U P A 1
C5 C 0.4366(3) 0.5771(6) 0.5614(6) 0.0445(14) Uani 0.584(7) 1 d . U P A 1
C6 C 0.4227(3) 0.6561(6) 0.5655(8) 0.050(2) Uani 0.584(7) 1 d . U P A 1
H3 H 0.452961 0.694201 0.536414 0.060 Uiso 0.584(7) 1 calc R U P A 1
C7 C 0.3627(5) 0.6813(5) 0.6135(10) 0.0511(17) Uani 0.584(7) 1 d . U P A 1
H4 H 0.351353 0.736268 0.611570 0.061 Uiso 0.584(7) 1 calc R U P A 1
C8 C 0.3195(12) 0.6515(9) 0.675(3) 0.039(3) Uani 0.416(7) 1 d . U P A 2
C9 C 0.3365(6) 0.5443(5) 0.6647(12) 0.035(2) Uani 0.584(7) 1 d . U P A 1
C10 C 0.3952(4) 0.5205(6) 0.6118(7) 0.0388(15) Uani 0.584(7) 1 d . U P A 1
C11 C 0.2574(11) 0.6514(15) 0.716(3) 0.055(5) Uani 0.584(7) 1 d . U P A 1
C12 C 0.2415(11) 0.5117(15) 0.777(2) 0.055(4) Uani 0.584(7) 1 d . U P A 1
C13 C 0.5197(5) 0.5365(9) 0.4816(15) 0.031(3) Uani 0.416(7) 1 d . U P A 2
C14 C 0.1527(9) 0.6094(11) 0.811(2) 0.058(4) Uani 0.584(7) 1 d . U P A 1
H5 H 0.133552 0.557011 0.835942 0.069 Uiso 0.584(7) 1 calc R U P A 1
C15 C 0.1009(2) 0.6511(3) 0.6666(5) 0.0474(12) Uani 0.584(7) 1 d . U P A 1
H6 H 0.058542 0.665881 0.701131 0.057 Uiso 0.584(7) 1 calc R U P A 1
H7 H 0.121265 0.699671 0.630213 0.057 Uiso 0.584(7) 1 calc R U P A 1
C16 C 0.0867(7) 0.5905(14) 0.5324(16) 0.123(6) Uani 0.584(7) 1 d . U P A 1
H8 H 0.054606 0.612768 0.438103 0.184 Uiso 0.584(7) 1 calc R U P A 1
H9 H 0.129228 0.576383 0.500363 0.184 Uiso 0.584(7) 1 calc R U P A 1
H10 H 0.066875 0.542793 0.570862 0.184 Uiso 0.584(7) 1 calc R U P A 1
C17 C 0.1545(13) 0.6399(13) 0.971(3) 0.083(5) Uani 0.416(7) 1 d . U P A 2
H11 H 0.191934 0.678877 1.003432 0.100 Uiso 0.416(7) 1 calc R U P A 2
H12 H 0.169587 0.589877 1.030701 0.100 Uiso 0.416(7) 1 calc R U P A 2
N1 N 0.5343(2) 0.5949(3) 0.4531(4) 0.0540(15) Uani 0.584(7) 1 d . U P A 1
N2 N 0.2180(7) 0.5961(11) 0.7638(15) 0.049(4) Uani 0.584(7) 1 d . U P A 1
O1 O 0.2075(7) 0.4658(6) 0.8329(11) 0.052(2) Uani 0.584(7) 1 d . U P A 1
N3 N 0.4968(2) 0.6101(3) 0.5082(5) 0.0314(13) Uani 0.416(7) 1 d . U P A 2
C22 C 0.4233(5) 0.4803(6) 0.5853(10) 0.036(2) Uani 0.416(7) 1 d . U P A 2
C23 C 0.4176(4) 0.6987(5) 0.5825(11) 0.045(2) Uani 0.416(7) 1 d . U P A 2
H13 H 0.443757 0.742902 0.561045 0.054 Uiso 0.416(7) 1 calc R U P A 2
C19 C 0.4414(6) 0.6216(7) 0.5623(13) 0.039(3) Uani 0.416(7) 1 d . U P A 2
C20 C 0.4015(6) 0.5574(6) 0.6027(11) 0.032(2) Uani 0.416(7) 1 d . U P A 2
C21 C 0.3424(9) 0.5734(7) 0.6618(17) 0.030(3) Uani 0.416(7) 1 d . U P A 2
C26 C 0.3268(7) 0.4314(8) 0.6891(14) 0.048(3) Uani 0.416(7) 1 d . U P A 2
H14 H 0.300951 0.388163 0.716772 0.057 Uiso 0.416(7) 1 calc R U P A 2
C27 C 0.2957(7) 0.4880(8) 0.718(2) 0.038(2) Uani 0.584(7) 1 d . U P A 1
C24 C 0.3560(7) 0.7131(5) 0.6336(15) 0.047(2) Uani 0.416(7) 1 d . U P A 2
H15 H 0.340203 0.766173 0.638931 0.057 Uiso 0.416(7) 1 calc R U P A 2
C28 C 0.3858(5) 0.4161(7) 0.6270(13) 0.041(3) Uani 0.416(7) 1 d . U P A 2
H16 H 0.399772 0.362943 0.613792 0.049 Uiso 0.416(7) 1 calc R U P A 2
C25 C 0.3205(8) 0.6254(7) 0.6634(18) 0.040(3) Uani 0.584(7) 1 d . U P A 1
O3 O 0.2331(14) 0.7332(18) 0.723(3) 0.084(8) Uani 0.416(7) 1 d . U P A 2
N4 N 0.2160(10) 0.5966(16) 0.760(2) 0.052(6) Uani 0.416(7) 1 d . U P A 2
C29 C 0.2341(13) 0.5231(19) 0.770(3) 0.040(4) Uani 0.416(7) 1 d . U P A 2
C30 C 0.2534(11) 0.666(2) 0.717(3) 0.037(4) Uani 0.416(7) 1 d . U P A 2
O4 O 0.2019(11) 0.4678(12) 0.822(2) 0.096(7) Uani 0.416(7) 1 d . U P A 2
C31 C 0.4965(4) 0.5423(8) 0.4986(11) 0.042(2) Uani 0.584(7) 1 d . U P A 1
O5 O 0.2395(9) 0.7237(12) 0.7143(19) 0.056(2) Uani 0.584(7) 1 d . U P A 1
C33 C 0.0910(4) 0.5907(10) 0.6864(10) 0.111(4) Uani 0.416(7) 1 d . U P A 2
H17 H 0.050177 0.617943 0.707752 0.133 Uiso 0.416(7) 1 calc R U P A 2
H18 H 0.087806 0.534400 0.718797 0.133 Uiso 0.416(7) 1 calc R U P A 2
C34 C 0.0838(12) 0.5911(18) 0.491(2) 0.099(5) Uani 0.416(7) 1 d . U P A 2
H19 H 0.040871 0.565401 0.438192 0.148 Uiso 0.416(7) 1 calc R U P A 2
H20 H 0.084017 0.646149 0.452154 0.148 Uiso 0.416(7) 1 calc R U P A 2
H21 H 0.121961 0.561905 0.463292 0.148 Uiso 0.416(7) 1 calc R U P A 2
C35 C 0.1476(10) 0.6236(15) 0.796(3) 0.044(3) Uani 0.416(7) 1 d . U P A 2
H22 H 0.145801 0.679367 0.753533 0.053 Uiso 0.416(7) 1 calc R U P A 2
C36 C 0.1622(8) 0.6632(9) 0.9629(19) 0.084(4) Uani 0.584(7) 1 d . U P A 1
H23 H 0.172947 0.718293 0.934700 0.101 Uiso 0.584(7) 1 calc R U P A 1
H24 H 0.200108 0.643253 1.049330 0.101 Uiso 0.584(7) 1 calc R U P A 1
C38 C 0.0949(6) 0.6616(9) 1.0232(12) 0.077(4) Uani 0.584(7) 1 d . U P A 1
H25 H 0.099286 0.695462 1.120161 0.116 Uiso 0.584(7) 1 calc R U P A 1
H26 H 0.057820 0.681594 0.936726 0.116 Uiso 0.584(7) 1 calc R U P A 1
H27 H 0.084869 0.606866 1.050880 0.116 Uiso 0.584(7) 1 calc R U P A 1
C37 C 0.0923(9) 0.6717(13) 1.035(2) 0.097(6) Uani 0.416(7) 1 d . U P A 2
H28 H 0.105304 0.679399 1.153281 0.145 Uiso 0.416(7) 1 calc R U P A 2
H29 H 0.077412 0.722644 0.981767 0.145 Uiso 0.416(7) 1 calc R U P A 2
H30 H 0.054934 0.633122 1.009196 0.145 Uiso 0.416(7) 1 calc R U P A 2


_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 C26 1.38(3) . ?
C1 C21 1.407(16) . ?
C1 C29 1.66(4) . ?
C2 C3 1.381(12) . ?
C2 C27 1.386(17) . ?
C3 C4 1.389(9) . ?
C4 C10 1.396(10) . ?
C4 N1 1.440(9) 5_666 ?
C5 C6 1.357(9) . ?
C5 C10 1.388(8) . ?
C5 C31 1.532(12) . ?
C6 C7 1.417(11) . ?
C7 C25 1.39(2) . ?
C8 C24 1.36(3) . ?
C8 C21 1.401(14) . ?
C8 C30 1.47(4) . ?
C9 C27 1.388(12) . ?
C9 C25 1.399(10) . ?
C9 C10 1.406(14) . ?
C11 O5 1.26(3) . ?
C11 N2 1.34(3) . ?
C11 C25 1.49(3) . ?
C12 O1 1.19(2) . ?
C12 C27 1.35(3) . ?
C12 N2 1.49(3) . ?
C13 N3 1.353(17) . ?
C13 C22 1.410(16) 5_666 ?
C13 C13 1.53(3) 5_666 ?
C14 N2 1.47(2) . ?
C14 C36 1.54(2) . ?
C14 C15 1.580(19) . ?
C15 C16 1.497(18) . ?
C17 C35 1.47(3) . ?
C17 C37 1.56(3) . ?
N1 C31 1.276(12) . ?
N3 C19 1.306(13) . ?
C22 C20 1.384(12) . ?
C22 C28 1.403(11) . ?
C23 C19 1.403(10) . ?
C23 C24 1.416(17) . ?
C19 C20 1.428(12) . ?
C20 C21 1.41(2) . ?
C26 C28 1.419(18) . ?
O3 C30 1.20(5) . ?
N4 C29 1.28(4) . ?
N4 C30 1.48(4) . ?
N4 C35 1.54(3) . ?
C29 O4 1.27(3) . ?
C31 C31 1.43(3) 5_666 ?
C33 C35 1.41(2) . ?
C33 C34 1.614(19) . ?
C36 C38 1.54(2) . ?

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
C26 C1 C21 120.6(18) . . ?
C26 C1 C29 118.3(17) . . ?
C21 C1 C29 120.7(19) . . ?
C3 C2 C27 121.0(7) . . ?
C2 C3 C4 119.8(7) . . ?
C3 C4 C10 120.2(7) . . ?
C3 C4 N1 113.7(8) . 5_666 ?
C10 C4 N1 126.1(8) . 5_666 ?
C6 C5 C10 121.4(6) . . ?
C6 C5 C31 124.3(8) . . ?
C10 C5 C31 114.3(7) . . ?
C5 C6 C7 119.4(6) . . ?
C25 C7 C6 119.9(7) . . ?
C24 C8 C21 119(2) . . ?
C24 C8 C30 119.9(16) . . ?
C21 C8 C30 121(2) . . ?
C27 C9 C25 120.9(13) . . ?
C27 C9 C10 120.2(10) . . ?
C25 C9 C10 118.8(10) . . ?
C5 C10 C4 120.7(7) . . ?
C5 C10 C9 120.1(7) . . ?
C4 C10 C9 119.1(6) . . ?
O5 C11 N2 119(2) . . ?
O5 C11 C25 122(2) . . ?
N2 C11 C25 118.8(19) . . ?
O1 C12 C27 122(2) . . ?
O1 C12 N2 116.5(18) . . ?
C27 C12 N2 121.2(17) . . ?
N2 C14 C36 110.7(14) . . ?
N2 C14 C15 109.8(13) . . ?
C36 C14 C15 108.6(13) . . ?
C16 C15 C14 105.3(10) . . ?
C35 C17 C37 119.7(19) . . ?
C31 N1 C4 112.6(9) . 5_666 ?
C11 N2 C14 127(2) . . ?
C11 N2 C12 119.0(16) . . ?
C14 N2 C12 114.2(16) . . ?
C19 N3 C13 122.5(9) . . ?
C20 C22 C28 119.4(11) . . ?
C19 C23 C24 122.6(10) . . ?
N3 C19 C23 121.1(11) . . ?
N3 C19 C20 122.5(9) . . ?
C23 C19 C20 116.3(11) . . ?
C22 C20 C21 121.8(8) . . ?
C22 C20 C19 118.2(10) . . ?
C21 C20 C19 120.0(9) . . ?
C8 C21 C1 120(2) . . ?
C8 C21 C20 121.5(16) . . ?
C1 C21 C20 118.3(14) . . ?
C1 C26 C28 120.4(11) . . ?
C12 C27 C2 120.5(14) . . ?
C12 C27 C9 119.9(15) . . ?
C2 C27 C9 119.4(12) . . ?
C8 C24 C23 120.2(10) . . ?
C22 C28 C26 119.4(11) . . ?
C7 C25 C9 120.3(13) . . ?
C7 C25 C11 120.3(12) . . ?
C9 C25 C11 119.4(14) . . ?
C29 N4 C30 129(2) . . ?
C29 N4 C35 122(2) . . ?
C30 N4 C35 110(2) . . ?
O4 C29 N4 125(2) . . ?
O4 C29 C1 123(3) . . ?
N4 C29 C1 112.1(19) . . ?
O3 C30 C8 120(2) . . ?
O3 C30 N4 123(3) . . ?
C8 C30 N4 117(3) . . ?
N1 C31 C31 129.1(11) . 5_666 ?
N1 C31 C5 113.8(11) . . ?
C31 C31 C5 117.1(10) 5_666 . ?
C35 C33 C34 123.0(16) . . ?
C33 C35 C17 127.8(17) . . ?
C33 C35 N4 112.7(18) . . ?
C17 C35 N4 110.8(19) . . ?
C14 C36 C38 107.4(13) . . ?

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
C27 C2 C3 C4 2.8(12) . . . . ?
C2 C3 C4 C10 1.4(9) . . . . ?
C2 C3 C4 N1 179.8(5) . . . 5_666 ?
C10 C5 C6 C7 -3.6(9) . . . . ?
C31 C5 C6 C7 174.8(6) . . . . ?
C5 C6 C7 C25 3.1(12) . . . . ?
C6 C5 C10 C4 179.0(5) . . . . ?
C31 C5 C10 C4 0.4(8) . . . . ?
C6 C5 C10 C9 1.7(9) . . . . ?
C31 C5 C10 C9 -176.9(6) . . . . ?
C3 C4 C10 C5 178.0(6) . . . . ?
N1 C4 C10 C5 -0.1(8) 5_666 . . . ?
C3 C4 C10 C9 -4.7(9) . . . . ?
N1 C4 C10 C9 177.2(6) 5_666 . . . ?
C27 C9 C10 C5 -178.9(10) . . . . ?
C25 C9 C10 C5 0.8(12) . . . . ?
C27 C9 C10 C4 3.7(13) . . . . ?
C25 C9 C10 C4 -176.6(9) . . . . ?
N2 C14 C15 C16 66.8(16) . . . . ?
C36 C14 C15 C16 -172.1(12) . . . . ?
O5 C11 N2 C14 3(3) . . . . ?
C25 C11 N2 C14 -176.7(15) . . . . ?
O5 C11 N2 C12 -175.4(17) . . . . ?
C25 C11 N2 C12 5(3) . . . . ?
C36 C14 N2 C11 -63(2) . . . . ?
C15 C14 N2 C11 57(2) . . . . ?
C36 C14 N2 C12 115.6(16) . . . . ?
C15 C14 N2 C12 -124.5(14) . . . . ?
O1 C12 N2 C11 174.2(17) . . . . ?
C27 C12 N2 C11 -11(3) . . . . ?
O1 C12 N2 C14 -4(2) . . . . ?
C27 C12 N2 C14 171.0(16) . . . . ?
C22 C13 N3 C19 176.1(9) 5_666 . . . ?
C13 C13 N3 C19 -1.1(17) 5_666 . . . ?
C13 N3 C19 C23 -177.4(10) . . . . ?
C13 N3 C19 C20 2.0(13) . . . . ?
C24 C23 C19 N3 177.0(8) . . . . ?
C24 C23 C19 C20 -2.5(16) . . . . ?
C28 C22 C20 C21 0.2(15) . . . . ?
C13 C22 C20 C21 176.7(10) 5_666 . . . ?
C28 C22 C20 C19 178.8(9) . . . . ?
C13 C22 C20 C19 -4.7(13) 5_666 . . . ?
N3 C19 C20 C22 0.8(13) . . . . ?
C23 C19 C20 C22 -179.7(9) . . . . ?
N3 C19 C20 C21 179.5(9) . . . . ?
C23 C19 C20 C21 -1.0(15) . . . . ?
C24 C8 C21 C1 177.7(17) . . . . ?
C30 C8 C21 C1 -8(3) . . . . ?
C24 C8 C21 C20 -2(2) . . . . ?
C30 C8 C21 C20 172.2(16) . . . . ?
C26 C1 C21 C8 176.6(17) . . . . ?
C29 C1 C21 C8 4(3) . . . . ?
C26 C1 C21 C20 -4(3) . . . . ?
C29 C1 C21 C20 -176.3(15) . . . . ?
C22 C20 C21 C8 -178.2(13) . . . . ?
C19 C20 C21 C8 3.2(19) . . . . ?
C22 C20 C21 C1 2.4(19) . . . . ?
C19 C20 C21 C1 -176.2(14) . . . . ?
C21 C1 C26 C28 3(3) . . . . ?
C29 C1 C26 C28 175.6(15) . . . . ?
O1 C12 C27 C2 0(3) . . . . ?
N2 C12 C27 C2 -174.6(13) . . . . ?
O1 C12 C27 C9 -175.6(15) . . . . ?
N2 C12 C27 C9 10(2) . . . . ?
C3 C2 C27 C12 -179.5(13) . . . . ?
C3 C2 C27 C9 -3.7(17) . . . . ?
C25 C9 C27 C12 -3(2) . . . . ?
C10 C9 C27 C12 176.2(13) . . . . ?
C25 C9 C27 C2 -179.3(11) . . . . ?
C10 C9 C27 C2 0.4(18) . . . . ?
C21 C8 C24 C23 -2(2) . . . . ?
C30 C8 C24 C23 -175.8(16) . . . . ?
C19 C23 C24 C8 4.1(18) . . . . ?
C20 C22 C28 C26 -1.2(17) . . . . ?
C13 C22 C28 C26 -177.8(9) 5_666 . . . ?
C1 C26 C28 C22 -0.5(19) . . . . ?
C6 C7 C25 C9 -0.7(16) . . . . ?
C6 C7 C25 C11 179.5(12) . . . . ?
C27 C9 C25 C7 178.5(12) . . . . ?
C10 C9 C25 C7 -1.2(16) . . . . ?
C27 C9 C25 C11 -2(2) . . . . ?
C10 C9 C25 C11 178.6(12) . . . . ?
O5 C11 C25 C7 1(3) . . . . ?
N2 C11 C25 C7 -179.6(15) . . . . ?
O5 C11 C25 C9 -178.8(17) . . . . ?
N2 C11 C25 C9 1(2) . . . . ?
C30 N4 C29 O4 173(2) . . . . ?
C35 N4 C29 O4 -6(3) . . . . ?
C30 N4 C29 C1 -5(3) . . . . ?
C35 N4 C29 C1 175.1(18) . . . . ?
C26 C1 C29 O4 11(3) . . . . ?
C21 C1 C29 O4 -176(2) . . . . ?
C26 C1 C29 N4 -170.0(19) . . . . ?
C21 C1 C29 N4 3(3) . . . . ?
C24 C8 C30 O3 -4(3) . . . . ?
C21 C8 C30 O3 -177(2) . . . . ?
C24 C8 C30 N4 179.7(17) . . . . ?
C21 C8 C30 N4 6(3) . . . . ?
C29 N4 C30 O3 -175(3) . . . . ?
C35 N4 C30 O3 5(3) . . . . ?
C29 N4 C30 C8 2(3) . . . . ?
C35 N4 C30 C8 -178.7(18) . . . . ?
C4 N1 C31 C31 0.9(15) 5_666 . . 5_666 ?
C4 N1 C31 C5 179.7(5) 5_666 . . . ?
C6 C5 C31 N1 1.7(10) . . . . ?
C10 C5 C31 N1 -179.8(6) . . . . ?
C6 C5 C31 C31 -179.4(9) . . . 5_666 ?
C10 C5 C31 C31 -0.9(12) . . . 5_666 ?
C34 C33 C35 C17 168(2) . . . . ?
C34 C33 C35 N4 -48(3) . . . . ?
C37 C17 C35 C33 -38(4) . . . . ?
C37 C17 C35 N4 177.3(19) . . . . ?
C29 N4 C35 C33 -63(3) . . . . ?
C30 N4 C35 C33 118(2) . . . . ?
C29 N4 C35 C17 87(3) . . . . ?
C30 N4 C35 C17 -92(2) . . . . ?
N2 C14 C36 C38 -169.8(13) . . . . ?
C15 C14 C36 C38 69.6(15) . . . . ?

_refine_diff_density_max         0.172
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.040



####################################################################### 
# 
# 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_Mes
_database_code_depnum_ccdc_archive 'CCDC 2211115'
loop_
_audit_author_name
_audit_author_address
'Norihito Fukui'
;Nagoya University
Japan
;
_audit_update_record             
;
2022-10-05 deposited with the CCDC.	2022-12-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H34 Cl2 N4 O4'
_chemical_formula_weight         825.71

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   8.0994(3)
_cell_length_b                   11.7159(8)
_cell_length_c                   21.0793(12)
_cell_angle_alpha                102.210(5)
_cell_angle_beta                 97.445(4)
_cell_angle_gamma                96.128(4)
_cell_volume                     1919.86(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    3643
_cell_measurement_theta_min      1.9940
_cell_measurement_theta_max      29.8200

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_F_000             856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.225
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.64482
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13996
_diffrn_reflns_av_unetI/netI     0.0595
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.796
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             7359
_reflns_number_gt                4918
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1264P)²+2.1608P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7359
_refine_ls_number_parameters     590
_refine_ls_number_restraints     192
_refine_ls_R_factor_all          0.1216
_refine_ls_R_factor_gt           0.0840
_refine_ls_wR_factor_ref         0.2513
_refine_ls_wR_factor_gt          0.2193
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.8247(5) 0.7825(3) 0.66894(19) 0.0337(9) Uani 1 1 d . . . . .
C2 C 0.8088(5) 0.8516(4) 0.7296(2) 0.0395(10) Uani 1 1 d . . . . .
H1 H 0.862528 0.928886 0.742279 0.047 Uiso 1 1 calc R U . . .
C3 C 0.7144(5) 0.8072(4) 0.7713(2) 0.0423(10) Uani 1 1 d . . . . .
H2 H 0.702707 0.855520 0.811087 0.051 Uiso 1 1 calc R U . . .
C4 C 0.6379(5) 0.6927(4) 0.7545(2) 0.0372(9) Uani 1 1 d . . . . .
C5 C 0.5648(5) 0.5036(4) 0.6721(2) 0.0362(9) Uani 1 1 d . . . . .
C6 C 0.5711(5) 0.4375(4) 0.6107(2) 0.0423(10) Uani 1 1 d . . . . .
H3 H 0.515081 0.360787 0.597794 0.051 Uiso 1 1 calc R U . . .
C7 C 0.6612(5) 0.4840(4) 0.5668(2) 0.0418(10) Uani 1 1 d . . . . .
H4 H 0.662757 0.438755 0.524946 0.050 Uiso 1 1 calc R U . . .
C8 C 0.7470(5) 0.5970(3) 0.5862(2) 0.0345(9) Uani 1 1 d . . . . .
C9 C 0.7385(5) 0.6669(4) 0.64803(19) 0.0338(9) Uani 1 1 d . . . . .
C10 C 0.6441(5) 0.6198(3) 0.6914(2) 0.0353(9) Uani 1 1 d . . . . .
C11 C 0.9382(5) 0.8278(3) 0.62801(18) 0.0312(8) Uani 1 1 d . . . . .
C12 C 0.8508(5) 0.6429(3) 0.5420(2) 0.0356(9) Uani 1 1 d . . . . .
C13 C 0.4795(4) 0.4567(3) 0.72129(19) 0.0311(8) Uani 1 1 d . . . . .
C14 C 0.1360(4) 0.2154(3) 0.83446(18) 0.0313(9) Uani 1 1 d . . . . .
C15 C 0.1514(5) 0.1468(4) 0.77369(19) 0.0363(9) Uani 1 1 d . . . . .
H5 H 0.095506 0.070055 0.760265 0.044 Uiso 1 1 calc R U . . .
C16 C 0.2494(5) 0.1915(4) 0.7328(2) 0.0381(9) Uani 1 1 d . . . . .
H6 H 0.262265 0.143541 0.693054 0.046 Uiso 1 1 calc R U . . .
C17 C 0.3270(5) 0.3054(4) 0.75044(19) 0.0362(9) Uani 1 1 d . . . . .
C18 C 0.3979(5) 0.4940(4) 0.8330(2) 0.0348(9) Uani 1 1 d . . . . .
C19 C 0.3900(5) 0.5601(4) 0.8946(2) 0.0449(11) Uani 1 1 d . . . . .
H7 H 0.446278 0.636726 0.907812 0.054 Uiso 1 1 calc R U . . .
C20 C 0.2988(5) 0.5140(4) 0.9378(2) 0.0423(10) Uani 1 1 d . . . . .
H8 H 0.295363 0.559442 0.979364 0.051 Uiso 1 1 calc R U . . .
C21 C 0.2135(5) 0.3999(3) 0.9180(2) 0.0342(9) Uani 1 1 d . . . . .
C22 C 0.2228(5) 0.3309(3) 0.85614(19) 0.0328(9) Uani 1 1 d . . . . .
C23 C 0.3190(5) 0.3779(4) 0.8134(2) 0.0364(9) Uani 1 1 d . . . . .
C24 C 0.0219(5) 0.1694(3) 0.87466(19) 0.0320(9) Uani 1 1 d . . . . .
C25 C 0.1123(5) 0.3530(3) 0.9625(2) 0.0323(9) Uani 1 1 d . . . . .
C26 C 0.4855(5) 0.5412(3) 0.7839(2) 0.0360(9) Uani 1 1 d . . . . .
C27 C 1.0571(4) 0.7967(3) 0.52578(17) 0.0284(8) Uani 1 1 d . . . . .
C28 C 0.9898(4) 0.8404(3) 0.47339(18) 0.0273(8) Uani 1 1 d . . . . .
C29 C 1.0972(4) 0.8762(3) 0.43298(18) 0.0308(8) Uani 1 1 d . . . . .
H9 H 1.053599 0.905726 0.397698 0.037 Uiso 1 1 calc R U . . .
C30 C 1.2675(4) 0.8691(3) 0.44374(19) 0.0324(9) Uani 1 1 d . . . . .
C31 C 1.3305(5) 0.8253(3) 0.49686(19) 0.0367(9) Uani 1 1 d . . . . .
H10 H 1.444871 0.820328 0.504716 0.044 Uiso 1 1 calc R U . . .
C32 C 1.2273(5) 0.7886(3) 0.53860(18) 0.0334(9) Uani 1 1 d . . . . .
C33 C 0.8062(4) 0.8489(3) 0.45842(19) 0.0334(9) Uani 1 1 d . . . . .
H11 H 0.785789 0.881284 0.420384 0.050 Uiso 1 1 calc R U . . .
H12 H 0.742786 0.771746 0.449995 0.050 Uiso 1 1 calc R U . . .
H13 H 0.772280 0.899132 0.495271 0.050 Uiso 1 1 calc R U . . .
C34 C 1.3816(5) 0.9075(4) 0.3987(2) 0.0394(10) Uani 1 1 d . . . . .
H14 H 1.494771 0.896484 0.413427 0.059 Uiso 1 1 calc R U . . .
H15 H 1.345101 0.861097 0.354771 0.059 Uiso 1 1 calc R U . . .
H16 H 1.377483 0.989240 0.399210 0.059 Uiso 1 1 calc R U . . .
C35 C 1.2972(5) 0.7401(4) 0.5953(2) 0.0482(11) Uani 1 1 d . . . . .
H17 H 1.416306 0.741139 0.596657 0.072 Uiso 1 1 calc R U . . .
H18 H 1.275483 0.787694 0.635579 0.072 Uiso 1 1 calc R U . . .
H19 H 1.244602 0.660569 0.589969 0.072 Uiso 1 1 calc R U . . .
C36 C -0.0847(4) 0.1950(3) 0.97966(18) 0.0278(8) Uani 1 1 d . . . . .
C37 C -0.0035(4) 0.1564(3) 1.03201(18) 0.0283(8) Uani 1 1 d . . . . .
C38 C -0.1010(4) 0.1193(3) 1.07539(18) 0.0300(8) Uani 1 1 d . . . . .
H20 H -0.048864 0.094480 1.111069 0.036 Uiso 1 1 calc R U . . .
C39 C -0.2738(5) 0.1182(3) 1.06693(19) 0.0326(9) Uani 1 1 d . . . . .
C40 C -0.3503(5) 0.1535(3) 1.01312(19) 0.0335(9) Uani 1 1 d . . . . .
H21 H -0.466571 0.150575 1.006266 0.040 Uiso 1 1 calc R U . . .
C41 C -0.2580(5) 0.1932(3) 0.96913(18) 0.0317(8) Uani 1 1 d . . . . .
C42 C 0.1829(4) 0.1545(3) 1.04281(19) 0.0328(9) Uani 1 1 d . . . . .
H22 H 0.231417 0.182618 1.008831 0.049 Uiso 1 1 calc R U . . .
H23 H 0.231423 0.204308 1.084812 0.049 Uiso 1 1 calc R U . . .
H24 H 0.204960 0.075244 1.041688 0.049 Uiso 1 1 calc R U . . .
C43 C -0.3759(5) 0.0803(4) 1.1157(2) 0.0415(10) Uani 1 1 d . . . . .
H25 H -0.302895 0.058860 1.149605 0.062 Uiso 1 1 calc R U . . .
H26 H -0.431984 0.144126 1.134872 0.062 Uiso 1 1 calc R U . . .
H27 H -0.457890 0.013669 1.093652 0.062 Uiso 1 1 calc R U . . .
C44 C -0.3448(5) 0.2320(4) 0.9113(2) 0.0460(11) Uani 1 1 d . . . . .
H28 H -0.262763 0.256620 0.886164 0.069 Uiso 1 1 calc R U . . .
H29 H -0.423219 0.167571 0.884214 0.069 Uiso 1 1 calc R U . . .
H30 H -0.403806 0.296694 0.926812 0.069 Uiso 1 1 calc R U . . .
C45 C 1.0142(4) 0.5436(3) 0.28677(13) 0.0294(12) Uani 0.823(3) 1 d G U P A 1
C46 C 0.9792(4) 0.4419(3) 0.23669(17) 0.0294(12) Uani 0.823(3) 1 d G U P A 1
C47 C 1.0432(4) 0.4389(2) 0.17836(14) 0.0342(12) Uani 0.823(3) 1 d G U P A 1
H31 H 1.019773 0.370894 0.144854 0.041 Uiso 0.823(3) 1 calc R U P A 1
C48 C 1.1421(4) 0.5376(3) 0.17010(13) 0.0355(11) Uani 0.823(3) 1 d G U P A 1
H32 H 1.184874 0.535581 0.131070 0.043 Uiso 0.823(3) 1 calc R U P A 1
C49 C 1.1771(4) 0.6393(2) 0.22018(16) 0.0344(12) Uani 0.823(3) 1 d G U P A 1
H33 H 1.243255 0.705286 0.214649 0.041 Uiso 0.823(3) 1 calc R U P A 1
C50 C 1.1131(4) 0.6423(3) 0.27851(14) 0.0314(11) Uani 0.823(3) 1 d G U P A 1
H34 H 1.136535 0.710306 0.312014 0.038 Uiso 0.823(3) 1 calc R U P A 1
N1 N 0.5533(4) 0.6489(3) 0.80006(17) 0.0395(8) Uani 1 1 d . . . . .
N2 N 0.4140(4) 0.3488(3) 0.70526(17) 0.0388(8) Uani 1 1 d . . . . .
N3 N 0.9457(4) 0.7547(3) 0.56690(15) 0.0307(7) Uani 1 1 d . . . . .
N4 N 0.0172(4) 0.2412(3) 0.93674(15) 0.0296(7) Uani 1 1 d . . . . .
O1 O 1.0254(3) 0.9238(2) 0.64601(13) 0.0385(7) Uani 1 1 d . . . . .
O2 O 0.8581(4) 0.5882(2) 0.48689(14) 0.0458(8) Uani 1 1 d . . . . .
O3 O -0.0670(3) 0.0743(2) 0.85602(13) 0.0361(7) Uani 1 1 d . . . . .
O4 O 0.1071(4) 0.4060(2) 1.01805(14) 0.0425(7) Uani 1 1 d . . . . .
Cl1 Cl 0.93852(15) 0.55079(11) 0.35963(6) 0.0352(3) Uani 0.823(3) 1 d . U P A 1
Cl2 Cl 0.85691(16) 0.31849(11) 0.24541(7) 0.0391(4) Uani 0.823(3) 1 d . U P A 1
Cl3 Cl 1.0739(10) 0.4596(8) 0.1424(4) 0.063(2) Uani 0.177(3) 1 d . U P A 2
Cl4 Cl 1.1618(12) 0.6867(8) 0.2559(5) 0.067(3) Uani 0.177(3) 1 d . U P A 2
C55 C 0.842(2) 0.3647(14) 0.2800(10) 0.053(6) Uani 0.177(3) 1 d G U P A 2
H35 H 0.776575 0.297535 0.284740 0.064 Uiso 0.177(3) 1 calc R U P A 2
C54 C 0.876(2) 0.4645(17) 0.3313(8) 0.062(6) Uani 0.177(3) 1 d G U P A 2
H36 H 0.834572 0.464190 0.370328 0.074 Uiso 0.177(3) 1 calc R U P A 2
C52 C 0.974(3) 0.5649(14) 0.3243(8) 0.054(6) Uani 0.177(3) 1 d G U P A 2
H37 H 0.997061 0.631679 0.358586 0.065 Uiso 0.177(3) 1 calc R U P A 2
C56 C 1.036(2) 0.5654(15) 0.2660(10) 0.037(6) Uani 0.177(3) 1 d G U P A 2
C53 C 1.002(3) 0.4655(19) 0.2147(8) 0.037(6) Uani 0.177(3) 1 d G U P A 2
C51 C 0.904(3) 0.3652(15) 0.2217(8) 0.060(6) Uani 0.177(3) 1 d G U P A 2
H38 H 0.881071 0.298371 0.187408 0.072 Uiso 0.177(3) 1 calc R U P A 2


_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 1.390(6) . ?
C1 C9 1.407(5) . ?
C1 C11 1.472(5) . ?
C2 C3 1.382(6) . ?
C3 C4 1.368(6) . ?
C4 N1 1.400(5) . ?
C4 C10 1.430(6) . ?
C5 C6 1.372(6) . ?
C5 C10 1.394(6) . ?
C5 C13 1.482(6) . ?
C6 C7 1.411(6) . ?
C7 C8 1.380(5) . ?
C8 C9 1.400(6) . ?
C8 C12 1.477(6) . ?
C9 C10 1.425(5) . ?
C11 O1 1.221(4) . ?
C11 N3 1.400(5) . ?
C12 O2 1.214(5) . ?
C12 N3 1.405(5) . ?
C13 N2 1.275(5) . ?
C13 C26 1.465(6) . ?
C14 C15 1.389(5) . ?
C14 C22 1.409(5) . ?
C14 C24 1.467(5) . ?
C15 C16 1.388(5) . ?
C16 C17 1.366(6) . ?
C17 N2 1.401(5) . ?
C17 C23 1.430(6) . ?
C18 C19 1.378(6) . ?
C18 C23 1.392(6) . ?
C18 C26 1.491(6) . ?
C19 C20 1.401(6) . ?
C20 C21 1.389(6) . ?
C21 C22 1.397(6) . ?
C21 C25 1.475(5) . ?
C22 C23 1.421(5) . ?
C24 O3 1.218(4) . ?
C24 N4 1.406(5) . ?
C25 O4 1.212(5) . ?
C25 N4 1.408(5) . ?
C26 N1 1.278(5) . ?
C27 C28 1.386(5) . ?
C27 C32 1.388(5) . ?
C27 N3 1.447(5) . ?
C28 C29 1.387(5) . ?
C28 C33 1.498(5) . ?
C29 C30 1.383(5) . ?
C30 C31 1.388(5) . ?
C30 C34 1.509(5) . ?
C31 C32 1.390(5) . ?
C32 C35 1.501(5) . ?
C36 C41 1.390(5) . ?
C36 C37 1.393(5) . ?
C36 N4 1.448(5) . ?
C37 C38 1.389(5) . ?
C37 C42 1.501(5) . ?
C38 C39 1.386(5) . ?
C39 C40 1.383(5) . ?
C39 C43 1.508(5) . ?
C40 C41 1.386(5) . ?
C41 C44 1.505(5) . ?
C45 C46 1.3900 . ?
C45 C50 1.3900 . ?
C45 Cl1 1.715(3) . ?
C46 C47 1.3900 . ?
C46 Cl2 1.721(3) . ?
C47 C48 1.3900 . ?
C48 C49 1.3900 . ?
C49 C50 1.3900 . ?
Cl3 C53 1.692(16) . ?
Cl4 C56 1.724(16) . ?
C55 C54 1.3900 . ?
C55 C51 1.3900 . ?
C54 C52 1.3900 . ?
C52 C56 1.3900 . ?
C56 C53 1.3900 . ?
C53 C51 1.3900 . ?

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 C9 120.0(4) . . ?
C2 C1 C11 120.1(4) . . ?
C9 C1 C11 119.8(4) . . ?
C3 C2 C1 121.1(4) . . ?
C4 C3 C2 120.5(4) . . ?
C3 C4 N1 118.7(4) . . ?
C3 C4 C10 120.4(4) . . ?
N1 C4 C10 120.9(4) . . ?
C6 C5 C10 120.1(4) . . ?
C6 C5 C13 123.1(4) . . ?
C10 C5 C13 116.9(4) . . ?
C5 C6 C7 121.0(4) . . ?
C8 C7 C6 119.6(4) . . ?
C7 C8 C9 120.1(4) . . ?
C7 C8 C12 119.7(4) . . ?
C9 C8 C12 120.2(3) . . ?
C8 C9 C1 121.2(4) . . ?
C8 C9 C10 119.6(4) . . ?
C1 C9 C10 119.1(4) . . ?
C5 C10 C9 119.4(4) . . ?
C5 C10 C4 122.0(4) . . ?
C9 C10 C4 118.6(4) . . ?
O1 C11 N3 120.2(3) . . ?
O1 C11 C1 122.5(4) . . ?
N3 C11 C1 117.2(3) . . ?
O2 C12 N3 120.1(4) . . ?
O2 C12 C8 123.2(4) . . ?
N3 C12 C8 116.7(3) . . ?
N2 C13 C26 127.8(4) . . ?
N2 C13 C5 117.3(4) . . ?
C26 C13 C5 114.9(3) . . ?
C15 C14 C22 120.4(4) . . ?
C15 C14 C24 119.6(4) . . ?
C22 C14 C24 119.9(3) . . ?
C16 C15 C14 120.6(4) . . ?
C17 C16 C15 120.6(4) . . ?
C16 C17 N2 118.2(4) . . ?
C16 C17 C23 120.5(4) . . ?
N2 C17 C23 121.3(4) . . ?
C19 C18 C23 120.0(4) . . ?
C19 C18 C26 123.2(4) . . ?
C23 C18 C26 116.8(4) . . ?
C18 C19 C20 121.2(4) . . ?
C21 C20 C19 119.5(4) . . ?
C20 C21 C22 120.0(4) . . ?
C20 C21 C25 119.5(4) . . ?
C22 C21 C25 120.5(3) . . ?
C21 C22 C14 121.3(3) . . ?
C21 C22 C23 119.8(4) . . ?
C14 C22 C23 118.9(4) . . ?
C18 C23 C22 119.4(4) . . ?
C18 C23 C17 121.8(4) . . ?
C22 C23 C17 118.8(4) . . ?
O3 C24 N4 120.3(3) . . ?
O3 C24 C14 122.8(4) . . ?
N4 C24 C14 116.8(3) . . ?
O4 C25 N4 120.3(3) . . ?
O4 C25 C21 123.5(4) . . ?
N4 C25 C21 116.1(3) . . ?
N1 C26 C13 127.5(4) . . ?
N1 C26 C18 117.7(4) . . ?
C13 C26 C18 114.8(3) . . ?
C28 C27 C32 121.8(3) . . ?
C28 C27 N3 119.0(3) . . ?
C32 C27 N3 119.1(3) . . ?
C27 C28 C29 118.3(3) . . ?
C27 C28 C33 122.6(3) . . ?
C29 C28 C33 119.0(3) . . ?
C30 C29 C28 121.8(4) . . ?
C29 C30 C31 118.3(4) . . ?
C29 C30 C34 120.8(4) . . ?
C31 C30 C34 121.0(3) . . ?
C30 C31 C32 121.8(3) . . ?
C27 C32 C31 118.0(3) . . ?
C27 C32 C35 120.9(4) . . ?
C31 C32 C35 121.1(3) . . ?
C41 C36 C37 121.8(3) . . ?
C41 C36 N4 120.0(3) . . ?
C37 C36 N4 118.1(3) . . ?
C38 C37 C36 117.8(3) . . ?
C38 C37 C42 119.8(3) . . ?
C36 C37 C42 122.4(3) . . ?
C39 C38 C37 121.8(3) . . ?
C40 C39 C38 118.6(3) . . ?
C40 C39 C43 120.7(3) . . ?
C38 C39 C43 120.7(4) . . ?
C39 C40 C41 121.7(3) . . ?
C40 C41 C36 118.2(3) . . ?
C40 C41 C44 120.4(3) . . ?
C36 C41 C44 121.3(4) . . ?
C46 C45 C50 120.0 . . ?
C46 C45 Cl1 121.5(2) . . ?
C50 C45 Cl1 118.5(2) . . ?
C45 C46 C47 120.0 . . ?
C45 C46 Cl2 121.1(2) . . ?
C47 C46 Cl2 118.9(2) . . ?
C46 C47 C48 120.0 . . ?
C47 C48 C49 120.0 . . ?
C50 C49 C48 120.0 . . ?
C49 C50 C45 120.0 . . ?
C26 N1 C4 117.7(4) . . ?
C13 N2 C17 117.5(4) . . ?
C11 N3 C12 124.4(3) . . ?
C11 N3 C27 118.4(3) . . ?
C12 N3 C27 117.1(3) . . ?
C24 N4 C25 124.9(3) . . ?
C24 N4 C36 118.3(3) . . ?
C25 N4 C36 116.6(3) . . ?
C54 C55 C51 120.0 . . ?
C55 C54 C52 120.0 . . ?
C56 C52 C54 120.0 . . ?
C52 C56 C53 120.0 . . ?
C52 C56 Cl4 121.5(12) . . ?
C53 C56 Cl4 118.5(12) . . ?
C56 C53 C51 120.0 . . ?
C56 C53 Cl3 122.6(13) . . ?
C51 C53 Cl3 117.4(13) . . ?
C53 C51 C55 120.0 . . ?

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
C9 C1 C2 C3 2.5(6) . . . . ?
C11 C1 C2 C3 -174.3(4) . . . . ?
C1 C2 C3 C4 1.8(6) . . . . ?
C2 C3 C4 N1 175.6(4) . . . . ?
C2 C3 C4 C10 -4.6(6) . . . . ?
C10 C5 C6 C7 1.8(6) . . . . ?
C13 C5 C6 C7 -176.7(3) . . . . ?
C5 C6 C7 C8 1.2(6) . . . . ?
C6 C7 C8 C9 -2.8(6) . . . . ?
C6 C7 C8 C12 175.8(4) . . . . ?
C7 C8 C9 C1 -179.9(4) . . . . ?
C12 C8 C9 C1 1.4(5) . . . . ?
C7 C8 C9 C10 1.5(5) . . . . ?
C12 C8 C9 C10 -177.2(3) . . . . ?
C2 C1 C9 C8 177.5(4) . . . . ?
C11 C1 C9 C8 -5.6(5) . . . . ?
C2 C1 C9 C10 -3.9(5) . . . . ?
C11 C1 C9 C10 173.0(3) . . . . ?
C6 C5 C10 C9 -3.1(6) . . . . ?
C13 C5 C10 C9 175.4(3) . . . . ?
C6 C5 C10 C4 178.7(4) . . . . ?
C13 C5 C10 C4 -2.8(5) . . . . ?
C8 C9 C10 C5 1.5(5) . . . . ?
C1 C9 C10 C5 -177.1(3) . . . . ?
C8 C9 C10 C4 179.7(3) . . . . ?
C1 C9 C10 C4 1.1(5) . . . . ?
C3 C4 C10 C5 -178.6(4) . . . . ?
N1 C4 C10 C5 1.1(6) . . . . ?
C3 C4 C10 C9 3.1(5) . . . . ?
N1 C4 C10 C9 -177.1(3) . . . . ?
C2 C1 C11 O1 2.5(6) . . . . ?
C9 C1 C11 O1 -174.4(3) . . . . ?
C2 C1 C11 N3 -178.7(3) . . . . ?
C9 C1 C11 N3 4.4(5) . . . . ?
C7 C8 C12 O2 4.2(6) . . . . ?
C9 C8 C12 O2 -177.1(4) . . . . ?
C7 C8 C12 N3 -174.9(3) . . . . ?
C9 C8 C12 N3 3.8(5) . . . . ?
C6 C5 C13 N2 2.0(6) . . . . ?
C10 C5 C13 N2 -176.5(3) . . . . ?
C6 C5 C13 C26 -179.6(4) . . . . ?
C10 C5 C13 C26 1.9(5) . . . . ?
C22 C14 C15 C16 -1.4(6) . . . . ?
C24 C14 C15 C16 175.4(3) . . . . ?
C14 C15 C16 C17 -2.6(6) . . . . ?
C15 C16 C17 N2 -175.3(3) . . . . ?
C15 C16 C17 C23 4.7(6) . . . . ?
C23 C18 C19 C20 -2.2(6) . . . . ?
C26 C18 C19 C20 176.6(4) . . . . ?
C18 C19 C20 C21 -0.5(6) . . . . ?
C19 C20 C21 C22 1.8(6) . . . . ?
C19 C20 C21 C25 -177.7(4) . . . . ?
C20 C21 C22 C14 -179.2(4) . . . . ?
C25 C21 C22 C14 0.3(6) . . . . ?
C20 C21 C22 C23 -0.3(6) . . . . ?
C25 C21 C22 C23 179.2(3) . . . . ?
C15 C14 C22 C21 -177.8(3) . . . . ?
C24 C14 C22 C21 5.3(5) . . . . ?
C15 C14 C22 C23 3.2(5) . . . . ?
C24 C14 C22 C23 -173.6(3) . . . . ?
C19 C18 C23 C22 3.6(6) . . . . ?
C26 C18 C23 C22 -175.3(3) . . . . ?
C19 C18 C23 C17 -178.7(4) . . . . ?
C26 C18 C23 C17 2.5(5) . . . . ?
C21 C22 C23 C18 -2.3(5) . . . . ?
C14 C22 C23 C18 176.6(3) . . . . ?
C21 C22 C23 C17 179.8(3) . . . . ?
C14 C22 C23 C17 -1.2(5) . . . . ?
C16 C17 C23 C18 179.5(4) . . . . ?
N2 C17 C23 C18 -0.5(6) . . . . ?
C16 C17 C23 C22 -2.7(5) . . . . ?
N2 C17 C23 C22 177.3(3) . . . . ?
C15 C14 C24 O3 -3.2(5) . . . . ?
C22 C14 C24 O3 173.6(3) . . . . ?
C15 C14 C24 N4 177.5(3) . . . . ?
C22 C14 C24 N4 -5.7(5) . . . . ?
C20 C21 C25 O4 -4.9(6) . . . . ?
C22 C21 C25 O4 175.6(4) . . . . ?
C20 C21 C25 N4 174.3(3) . . . . ?
C22 C21 C25 N4 -5.2(5) . . . . ?
N2 C13 C26 N1 179.0(4) . . . . ?
C5 C13 C26 N1 0.8(6) . . . . ?
N2 C13 C26 C18 -2.5(6) . . . . ?
C5 C13 C26 C18 179.3(3) . . . . ?
C19 C18 C26 N1 -1.4(6) . . . . ?
C23 C18 C26 N1 177.4(3) . . . . ?
C19 C18 C26 C13 180.0(4) . . . . ?
C23 C18 C26 C13 -1.2(5) . . . . ?
C32 C27 C28 C29 0.2(5) . . . . ?
N3 C27 C28 C29 -177.6(3) . . . . ?
C32 C27 C28 C33 179.5(3) . . . . ?
N3 C27 C28 C33 1.6(5) . . . . ?
C27 C28 C29 C30 0.1(5) . . . . ?
C33 C28 C29 C30 -179.2(3) . . . . ?
C28 C29 C30 C31 -0.3(6) . . . . ?
C28 C29 C30 C34 179.4(3) . . . . ?
C29 C30 C31 C32 0.2(6) . . . . ?
C34 C30 C31 C32 -179.5(4) . . . . ?
C28 C27 C32 C31 -0.3(6) . . . . ?
N3 C27 C32 C31 177.5(3) . . . . ?
C28 C27 C32 C35 -179.5(4) . . . . ?
N3 C27 C32 C35 -1.6(6) . . . . ?
C30 C31 C32 C27 0.1(6) . . . . ?
C30 C31 C32 C35 179.3(4) . . . . ?
C41 C36 C37 C38 -2.2(5) . . . . ?
N4 C36 C37 C38 176.0(3) . . . . ?
C41 C36 C37 C42 178.1(3) . . . . ?
N4 C36 C37 C42 -3.7(5) . . . . ?
C36 C37 C38 C39 1.1(5) . . . . ?
C42 C37 C38 C39 -179.2(3) . . . . ?
C37 C38 C39 C40 1.0(6) . . . . ?
C37 C38 C39 C43 -178.5(3) . . . . ?
C38 C39 C40 C41 -2.1(6) . . . . ?
C43 C39 C40 C41 177.4(4) . . . . ?
C39 C40 C41 C36 1.1(6) . . . . ?
C39 C40 C41 C44 -179.5(4) . . . . ?
C37 C36 C41 C40 1.1(5) . . . . ?
N4 C36 C41 C40 -177.0(3) . . . . ?
C37 C36 C41 C44 -178.3(4) . . . . ?
N4 C36 C41 C44 3.5(5) . . . . ?
C50 C45 C46 C47 0.0 . . . . ?
Cl1 C45 C46 C47 -179.7(3) . . . . ?
C50 C45 C46 Cl2 -179.9(3) . . . . ?
Cl1 C45 C46 Cl2 0.4(2) . . . . ?
C45 C46 C47 C48 0.0 . . . . ?
Cl2 C46 C47 C48 179.9(3) . . . . ?
C46 C47 C48 C49 0.0 . . . . ?
C47 C48 C49 C50 0.0 . . . . ?
C48 C49 C50 C45 0.0 . . . . ?
C46 C45 C50 C49 0.0 . . . . ?
Cl1 C45 C50 C49 179.7(3) . . . . ?
C13 C26 N1 C4 -2.5(6) . . . . ?
C18 C26 N1 C4 179.0(3) . . . . ?
C3 C4 N1 C26 -178.7(4) . . . . ?
C10 C4 N1 C26 1.6(5) . . . . ?
C26 C13 N2 C17 4.5(6) . . . . ?
C5 C13 N2 C17 -177.3(3) . . . . ?
C16 C17 N2 C13 177.0(3) . . . . ?
C23 C17 N2 C13 -2.9(5) . . . . ?
O1 C11 N3 C12 179.9(3) . . . . ?
C1 C11 N3 C12 1.0(5) . . . . ?
O1 C11 N3 C27 -0.8(5) . . . . ?
C1 C11 N3 C27 -179.6(3) . . . . ?
O2 C12 N3 C11 175.9(4) . . . . ?
C8 C12 N3 C11 -5.1(5) . . . . ?
O2 C12 N3 C27 -3.5(5) . . . . ?
C8 C12 N3 C27 175.6(3) . . . . ?
C28 C27 N3 C11 -101.9(4) . . . . ?
C32 C27 N3 C11 80.2(4) . . . . ?
C28 C27 N3 C12 77.5(4) . . . . ?
C32 C27 N3 C12 -100.5(4) . . . . ?
O3 C24 N4 C25 -178.9(3) . . . . ?
C14 C24 N4 C25 0.4(5) . . . . ?
O3 C24 N4 C36 5.1(5) . . . . ?
C14 C24 N4 C36 -175.6(3) . . . . ?
O4 C25 N4 C24 -175.9(3) . . . . ?
C21 C25 N4 C24 4.9(5) . . . . ?
O4 C25 N4 C36 0.2(5) . . . . ?
C21 C25 N4 C36 -179.0(3) . . . . ?
C41 C36 N4 C24 -78.0(4) . . . . ?
C37 C36 N4 C24 103.8(4) . . . . ?
C41 C36 N4 C25 105.7(4) . . . . ?
C37 C36 N4 C25 -72.6(4) . . . . ?
C51 C55 C54 C52 0.0 . . . . ?
C55 C54 C52 C56 0.0 . . . . ?
C54 C52 C56 C53 0.0 . . . . ?
C54 C52 C56 Cl4 -178.4(16) . . . . ?
C52 C56 C53 C51 0.0 . . . . ?
Cl4 C56 C53 C51 178.5(15) . . . . ?
C52 C56 C53 Cl3 -179.9(17) . . . . ?
Cl4 C56 C53 Cl3 -1.4(14) . . . . ?
C56 C53 C51 C55 0.0 . . . . ?
Cl3 C53 C51 C55 179.9(16) . . . . ?
C54 C55 C51 C53 0.0 . . . . ?

_refine_diff_density_max         0.963
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.082



####################################################################### 
# 
# 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_Mes2-_a
_database_code_depnum_ccdc_archive 'CCDC 2211114'
loop_
_audit_author_name
_audit_author_address
'Norihito Fukui'
;Nagoya University
Japan
;
_audit_update_record             
;
2022-10-05 deposited with the CCDC.	2022-12-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H33 Co N2 O2'
_chemical_formula_weight         620.60

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.5098(2)
_cell_length_b                   20.5556(3)
_cell_length_c                   15.4387(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.024(2)
_cell_angle_gamma                90
_cell_volume                     3006.36(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    12718
_cell_measurement_theta_min      1.6560
_cell_measurement_theta_max      30.1760

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.266
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.139
_exptl_absorpt_coefficient_mu    0.610
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84749
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21522
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.654
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5851
_reflns_number_gt                5019
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1275P)²+3.6292P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5851
_refine_ls_number_parameters     551
_refine_ls_number_restraints     1152
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0685
_refine_ls_wR_factor_ref         0.2028
_refine_ls_wR_factor_gt          0.1925
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.050
_refine_ls_shift/su_mean         0.001

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
N1 N 0.5162(17) 0.3085(13) 0.3722(16) 0.031(2) Uani 0.408(4) 1 d . U P A 2
C1 C 0.3778(16) 0.2892(8) 0.3870(11) 0.030(2) Uani 0.408(4) 1 d . U P A 2
C2 C 0.3698(11) 0.2225(5) 0.4168(7) 0.0318(17) Uani 0.408(4) 1 d . U P A 2
C3 C 0.4888(12) 0.1832(5) 0.4277(5) 0.0274(15) Uani 0.408(4) 1 d . U P A 2
C4 C 0.6223(13) 0.2042(5) 0.4116(6) 0.0300(17) Uani 0.408(4) 1 d . U P A 2
C5 C 0.6393(14) 0.2707(9) 0.3811(12) 0.031(2) Uani 0.408(4) 1 d . U P A 2
Co1 Co 1.01473(4) 0.46160(2) 0.26219(3) 0.03819(19) Uani 1 1 d . U . . .
O1 O 0.7805(17) 0.3074(7) 0.3569(12) 0.035(2) Uani 0.592(4) 1 d . U P A 1
O2 O 0.282(3) 0.3275(11) 0.377(2) 0.042(3) Uani 0.408(4) 1 d . U P A 2
N2 N 0.5440(11) 0.3080(9) 0.3682(11) 0.0293(17) Uani 0.592(4) 1 d . U P A 1
C6 C 0.5359(3) 0.37556(14) 0.34253(18) 0.0317(6) Uani 1 1 d . U . . .
C7 C 0.5775(3) 0.42256(15) 0.40431(19) 0.0340(6) Uani 1 1 d . U . . .
C8 C 0.5757(3) 0.48763(15) 0.3784(2) 0.0371(6) Uani 1 1 d . U . . .
H27 H 0.604463 0.519550 0.418792 0.044 Uiso 1 1 calc R U . . .
C9 C 0.4936(3) 0.39184(16) 0.25615(19) 0.0350(6) Uani 1 1 d . U . . .
C10 C 0.4912(3) 0.45748(16) 0.2337(2) 0.0378(7) Uani 1 1 d . U . . .
H28 H 0.461367 0.469359 0.176932 0.045 Uiso 1 1 calc R U . . .
C11 C 0.5322(3) 0.50581(16) 0.2939(2) 0.0393(7) Uani 1 1 d . U . . .
C12 C 0.6237(4) 0.40362(17) 0.4966(2) 0.0446(8) Uani 1 1 d . U . . .
H29 H 0.648480 0.441981 0.530003 0.067 Uiso 1 1 calc R U . . .
H30 H 0.547902 0.381464 0.521438 0.067 Uiso 1 1 calc R U . . .
H31 H 0.704096 0.375337 0.497328 0.067 Uiso 1 1 calc R U . . .
C13 C 0.4506(4) 0.34011(18) 0.1900(2) 0.0472(8) Uani 1 1 d . U . . .
H32 H 0.458976 0.298081 0.217088 0.071 Uiso 1 1 calc R U . . .
H33 H 0.354546 0.347144 0.167441 0.071 Uiso 1 1 calc R U . . .
H34 H 0.510954 0.342138 0.143389 0.071 Uiso 1 1 calc R U . . .
C14 C 0.6774(10) 0.2765(6) 0.3756(7) 0.0300(18) Uani 0.592(4) 1 d . U P A 1
C15 C -0.0325(4) 0.29771(17) 0.5622(2) 0.0494(8) Uani 1 1 d . U . . .
H1 H -0.096067 0.299029 0.512891 0.059 Uiso 1 1 calc R U . . .
C16 C 0.4210(8) 0.2130(4) 0.4163(5) 0.0309(13) Uani 0.592(4) 1 d . U P A 1
C17 C 0.5667(9) -0.0152(4) 0.5027(4) 0.0304(13) Uani 0.592(4) 1 d . U P A 1
C18 C 0.5283(5) 0.57690(19) 0.2676(3) 0.0562(10) Uani 1 1 d . U . . .
H35 H 0.495793 0.580556 0.207188 0.084 Uiso 1 1 calc R U . . .
H36 H 0.465269 0.600089 0.301893 0.084 Uiso 1 1 calc R U . . .
H37 H 0.621342 0.595082 0.277222 0.084 Uiso 1 1 calc R U . . .
C19 C -0.0821(5) 0.28485(19) 0.6406(3) 0.0550(9) Uani 1 1 d . U . . .
C20 C 0.6759(7) 0.2095(3) 0.4039(4) 0.0306(13) Uani 0.592(4) 1 d . U P A 1
C21 C 0.6792(8) 0.0775(3) 0.4589(4) 0.0308(12) Uani 0.592(4) 1 d . U P A 1
C22 C 0.5496(8) 0.1791(3) 0.4240(4) 0.0284(12) Uani 0.592(4) 1 d . U P A 1
N3 N 0.6884(4) 0.0145(2) 0.4829(3) 0.0317(9) Uani 0.592(4) 1 d . U P A 1
C23 C 0.2959(8) 0.1175(3) 0.4619(4) 0.0317(12) Uani 0.592(4) 1 d . U P A 1
H2 H 0.212169 0.097585 0.474248 0.038 Uiso 0.592(4) 1 calc R U P A 1
C24 C 0.2963(7) 0.1812(3) 0.4357(4) 0.0344(11) Uani 0.592(4) 1 d . U P A 1
H3 H 0.211735 0.204177 0.430680 0.041 Uiso 0.592(4) 1 calc R U P A 1
C25 C 0.1082(5) 0.3088(2) 0.5533(3) 0.0644(10) Uani 1 1 d . U . . .
H4 H 0.137930 0.317856 0.498799 0.077 Uiso 1 1 calc R U . . .
C26 C 0.5512(7) 0.1132(3) 0.4512(3) 0.0291(10) Uani 0.592(4) 1 d . U P A 1
C27 C 0.0173(6) 0.2837(3) 0.7130(3) 0.0771(13) Uani 1 1 d . U . . .
H5 H -0.012005 0.275896 0.767958 0.093 Uiso 1 1 calc R U . . .
C28 C 0.1582(6) 0.2941(3) 0.7035(4) 0.0857(15) Uani 1 1 d . U . . .
H6 H 0.223196 0.292651 0.752113 0.103 Uiso 1 1 calc R U . . .
C29 C 0.4240(7) 0.0826(3) 0.4699(3) 0.0296(10) Uani 0.592(4) 1 d . U P A 1
C30 C -0.2341(5) 0.2740(3) 0.6500(3) 0.0771(14) Uani 1 1 d . U . . .
H7 H -0.247527 0.265774 0.709870 0.116 Uiso 1 1 calc R U . . .
H8 H -0.286637 0.312020 0.630666 0.116 Uiso 1 1 calc R U . . .
H9 H -0.266630 0.237321 0.615361 0.116 Uiso 1 1 calc R U . . .
C31 C 1.1734(6) 0.4658(3) 0.3573(3) 0.0811(15) Uani 1 1 d . U . . .
H10 H 1.254866 0.440609 0.362372 0.097 Uiso 1 1 calc R U . . .
C32 C 0.8508(6) 0.4381(4) 0.1776(4) 0.0999(17) Uani 1 1 d . U . . .
H11 H 0.756365 0.449675 0.178619 0.120 Uiso 1 1 calc R U . . .
C33 C 0.2036(6) 0.3066(3) 0.6239(4) 0.0804(13) Uani 1 1 d . U . . .
H12 H 0.298961 0.313501 0.618066 0.097 Uiso 1 1 calc R U . . .
C34 C 1.0700(5) 0.4416(3) 0.1425(3) 0.0799(14) Uani 1 1 d . U . . .
H13 H 1.151951 0.455344 0.119269 0.096 Uiso 1 1 calc R U . . .
C35 C 0.8030(7) 0.1733(3) 0.4128(4) 0.0365(12) Uani 0.592(4) 1 d . U P A 1
H14 H 0.886519 0.193318 0.400192 0.044 Uiso 0.592(4) 1 calc R U P A 1
C36 C 0.9541(6) 0.5043(4) 0.3698(4) 0.0997(18) Uani 1 1 d . U . . .
H15 H 0.863126 0.509486 0.386444 0.120 Uiso 1 1 calc R U . . .
C37 C 0.8067(7) 0.1100(3) 0.4392(4) 0.0378(12) Uani 0.592(4) 1 d . U P A 1
H16 H 0.892130 0.087702 0.444513 0.045 Uiso 0.592(4) 1 calc R U P A 1
C38 C 1.0535(7) 0.3845(3) 0.1886(5) 0.1016(18) Uani 1 1 d . U . . .
H17 H 1.120782 0.352108 0.200496 0.122 Uiso 1 1 calc R U . . .
C39 C 1.1592(7) 0.5240(3) 0.3183(5) 0.1002(18) Uani 1 1 d . U . . .
H18 H 1.230452 0.545344 0.292016 0.120 Uiso 1 1 calc R U . . .
C40 C 0.9079(8) 0.3852(4) 0.2150(5) 0.1062(18) Uani 1 1 d . U . . .
H19 H 0.865831 0.355357 0.249903 0.127 Uiso 1 1 calc R U . . .
C41 C 0.9463(7) 0.4732(4) 0.1377(4) 0.1063(18) Uani 1 1 d . U . . .
H20 H 0.928873 0.513272 0.110949 0.128 Uiso 1 1 calc R U . . .
C42 C 1.0261(8) 0.5474(4) 0.3224(6) 0.1114(19) Uani 1 1 d . U . . .
H21 H 0.990410 0.585831 0.297464 0.134 Uiso 1 1 calc R U . . .
C43 C 1.0450(9) 0.4496(5) 0.3890(5) 0.119(2) Uani 1 1 d . U . . .
H22 H 1.023018 0.411305 0.416899 0.143 Uiso 1 1 calc R U . . .
C44 C 0.2188(10) 0.1350(4) 0.4595(5) 0.0350(15) Uani 0.408(4) 1 d . U P A 2
H23 H 0.129762 0.119856 0.470085 0.042 Uiso 0.408(4) 1 calc R U P A 2
C45 C 0.5919(10) 0.0766(4) 0.4675(5) 0.0299(13) Uani 0.408(4) 1 d . U P A 2
C46 C 0.2343(10) 0.1974(4) 0.4331(6) 0.0347(15) Uani 0.408(4) 1 d . U P A 2
H24 H 0.155469 0.224214 0.425415 0.042 Uiso 0.408(4) 1 calc R U P A 2
C47 C 0.4743(11) 0.1163(4) 0.4563(5) 0.0289(14) Uani 0.408(4) 1 d . U P A 2
C48 C 0.7263(12) 0.1002(5) 0.4518(5) 0.0312(16) Uani 0.408(4) 1 d . U P A 2
H25 H 0.805029 0.073324 0.459977 0.037 Uiso 0.408(4) 1 calc R U P A 2
C49 C 0.7404(11) 0.1643(4) 0.4240(5) 0.0350(15) Uani 0.408(4) 1 d . U P A 2
H26 H 0.828914 0.180299 0.413690 0.042 Uiso 0.408(4) 1 calc R U P A 2
O3 O 0.756(3) 0.2951(10) 0.3659(16) 0.035(3) Uani 0.408(4) 1 d . U P A 2
C50 C 0.5707(13) 0.0095(5) 0.4938(7) 0.0293(18) Uani 0.408(4) 1 d . U P A 2
N4 N 0.6845(7) -0.0302(3) 0.5035(4) 0.0320(14) Uani 0.408(4) 1 d . U P A 2
C51 C 0.3373(12) 0.0923(5) 0.4713(5) 0.0287(16) Uani 0.408(4) 1 d . U P A 2
O4 O 0.3055(19) 0.3142(8) 0.3779(16) 0.042(3) Uani 0.592(4) 1 d . U P A 1
C52 C 0.4150(9) 0.2799(5) 0.3874(7) 0.0313(18) Uani 0.592(4) 1 d . U P A 1


_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
N1 C5 1.40(2) . ?
N1 C1 1.41(2) . ?
N1 C6 1.47(3) . ?
C1 O2 1.21(2) . ?
C1 C2 1.451(18) . ?
C2 C3 1.389(12) . ?
C2 C46 1.431(14) . ?
C3 C4 1.384(13) . ?
C3 C47 1.454(13) . ?
C4 C49 1.390(13) . ?
C4 C5 1.46(2) . ?
C5 O3 1.26(2) . ?
Co1 C43 1.970(7) . ?
Co1 C40 1.975(6) . ?
Co1 C41 1.989(6) . ?
Co1 C42 1.992(6) . ?
Co1 C32 2.004(5) . ?
Co1 C38 2.004(5) . ?
Co1 C34 2.007(4) . ?
Co1 C36 2.008(5) . ?
Co1 C31 2.013(5) . ?
Co1 C39 2.018(5) . ?
O1 C14 1.225(14) . ?
N2 C52 1.411(14) . ?
N2 C14 1.420(14) . ?
N2 C6 1.444(18) . ?
C6 C7 1.390(4) . ?
C6 C9 1.399(4) . ?
C7 C8 1.396(4) . ?
C7 C12 1.506(4) . ?
C8 C11 1.385(5) . ?
C9 C10 1.393(5) . ?
C9 C13 1.506(5) . ?
C10 C11 1.392(5) . ?
C11 C18 1.516(5) . ?
C14 C20 1.444(13) . ?
C15 C19 1.363(5) . ?
C15 C25 1.376(6) . ?
C16 C22 1.403(9) . ?
C16 C24 1.408(9) . ?
C16 C52 1.446(12) . ?
C17 N3 1.367(9) . ?
C17 C17 1.410(17) 3_656 ?
C17 C29 1.448(10) 3_656 ?
C19 C27 1.399(6) . ?
C19 C30 1.482(6) . ?
C20 C22 1.412(8) . ?
C20 C35 1.416(9) . ?
C21 N3 1.347(8) . ?
C21 C26 1.419(9) . ?
C21 C37 1.440(9) . ?
C22 C26 1.418(9) . ?
C23 C24 1.370(9) . ?
C23 C29 1.410(9) . ?
C25 C33 1.357(7) . ?
C26 C29 1.416(8) . ?
C27 C28 1.377(8) . ?
C28 C33 1.362(8) . ?
C31 C39 1.340(9) . ?
C31 C43 1.395(10) . ?
C32 C40 1.325(10) . ?
C32 C41 1.349(9) . ?
C34 C41 1.341(9) . ?
C34 C38 1.389(9) . ?
C35 C37 1.363(8) . ?
C36 C42 1.371(10) . ?
C36 C43 1.432(11) . ?
C38 C40 1.477(9) . ?
C39 C42 1.361(9) . ?
C44 C46 1.357(12) . ?
C44 C51 1.427(13) . ?
C45 C47 1.383(12) . ?
C45 C48 1.408(13) . ?
C45 C50 1.457(14) . ?
C47 C51 1.431(14) . ?
C48 C49 1.396(14) . ?
C50 N4 1.354(14) . ?
C50 C50 1.43(2) 3_656 ?
N4 C51 1.355(11) 3_656 ?
O4 C52 1.256(15) . ?

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
C5 N1 C1 128(2) . . ?
C5 N1 C6 115.0(13) . . ?
C1 N1 C6 117.4(15) . . ?
O2 C1 N1 120(2) . . ?
O2 C1 C2 126.5(19) . . ?
N1 C1 C2 113.1(15) . . ?
C3 C2 C46 120.4(9) . . ?
C3 C2 C1 121.6(10) . . ?
C46 C2 C1 118.0(10) . . ?
C4 C3 C2 123.2(9) . . ?
C4 C3 C47 117.5(10) . . ?
C2 C3 C47 119.3(9) . . ?
C3 C4 C49 122.3(10) . . ?
C3 C4 C5 118.6(9) . . ?
C49 C4 C5 119.1(11) . . ?
O3 C5 N1 120.3(18) . . ?
O3 C5 C4 123.8(16) . . ?
N1 C5 C4 115.9(13) . . ?
C43 Co1 C40 107.1(4) . . ?
C43 Co1 C41 169.3(3) . . ?
C40 Co1 C41 67.9(3) . . ?
C43 Co1 C42 69.5(4) . . ?
C40 Co1 C42 151.8(3) . . ?
C41 Co1 C42 110.2(4) . . ?
C43 Co1 C32 131.0(3) . . ?
C40 Co1 C32 38.9(3) . . ?
C41 Co1 C32 39.5(3) . . ?
C42 Co1 C32 121.7(3) . . ?
C43 Co1 C38 116.5(4) . . ?
C40 Co1 C38 43.6(3) . . ?
C41 Co1 C38 66.9(3) . . ?
C42 Co1 C38 163.7(3) . . ?
C32 Co1 C38 67.1(3) . . ?
C43 Co1 C34 149.6(3) . . ?
C40 Co1 C34 70.4(2) . . ?
C41 Co1 C34 39.2(3) . . ?
C42 Co1 C34 127.1(3) . . ?
C32 Co1 C34 66.6(2) . . ?
C38 Co1 C34 40.5(3) . . ?
C43 Co1 C36 42.2(3) . . ?
C40 Co1 C36 118.5(3) . . ?
C41 Co1 C36 130.9(3) . . ?
C42 Co1 C36 40.1(3) . . ?
C32 Co1 C36 112.4(3) . . ?
C38 Co1 C36 153.6(3) . . ?
C34 Co1 C36 165.6(3) . . ?
C43 Co1 C31 41.0(3) . . ?
C40 Co1 C31 129.2(3) . . ?
C41 Co1 C31 149.4(3) . . ?
C42 Co1 C31 67.3(3) . . ?
C32 Co1 C31 167.7(3) . . ?
C38 Co1 C31 106.5(3) . . ?
C34 Co1 C31 116.1(2) . . ?
C36 Co1 C31 68.2(2) . . ?
C43 Co1 C39 67.5(4) . . ?
C40 Co1 C39 166.5(3) . . ?
C41 Co1 C39 119.4(3) . . ?
C42 Co1 C39 39.7(3) . . ?
C32 Co1 C39 153.4(3) . . ?
C38 Co1 C39 126.4(3) . . ?
C34 Co1 C39 107.6(3) . . ?
C36 Co1 C39 66.5(3) . . ?
C31 Co1 C39 38.8(3) . . ?
C52 N2 C14 125.6(13) . . ?
C52 N2 C6 115.2(9) . . ?
C14 N2 C6 119.2(9) . . ?
C7 C6 C9 121.9(3) . . ?
C7 C6 N2 118.3(7) . . ?
C9 C6 N2 119.7(7) . . ?
C7 C6 N1 118.3(10) . . ?
C9 C6 N1 119.2(10) . . ?
C6 C7 C8 118.3(3) . . ?
C6 C7 C12 120.8(3) . . ?
C8 C7 C12 121.0(3) . . ?
C11 C8 C7 121.6(3) . . ?
C10 C9 C6 117.8(3) . . ?
C10 C9 C13 121.2(3) . . ?
C6 C9 C13 121.0(3) . . ?
C11 C10 C9 121.9(3) . . ?
C8 C11 C10 118.6(3) . . ?
C8 C11 C18 120.7(3) . . ?
C10 C11 C18 120.7(3) . . ?
O1 C14 N2 118.2(13) . . ?
O1 C14 C20 126.5(11) . . ?
N2 C14 C20 115.3(9) . . ?
C19 C15 C25 122.4(4) . . ?
C22 C16 C24 119.7(7) . . ?
C22 C16 C52 120.6(6) . . ?
C24 C16 C52 119.7(7) . . ?
N3 C17 C17 124.2(8) . 3_656 ?
N3 C17 C29 117.5(7) . 3_656 ?
C17 C17 C29 118.3(9) 3_656 3_656 ?
C15 C19 C27 116.7(4) . . ?
C15 C19 C30 122.1(4) . . ?
C27 C19 C30 121.1(4) . . ?
C22 C20 C35 118.8(6) . . ?
C22 C20 C14 121.3(6) . . ?
C35 C20 C14 119.9(6) . . ?
N3 C21 C26 123.7(7) . . ?
N3 C21 C37 118.0(5) . . ?
C26 C21 C37 118.3(6) . . ?
C16 C22 C20 120.9(6) . . ?
C16 C22 C26 119.0(7) . . ?
C20 C22 C26 120.0(6) . . ?
C21 N3 C17 117.1(6) . . ?
C24 C23 C29 119.2(6) . . ?
C23 C24 C16 122.0(7) . . ?
C33 C25 C15 120.2(5) . . ?
C29 C26 C22 119.9(6) . . ?
C29 C26 C21 119.7(6) . . ?
C22 C26 C21 120.4(6) . . ?
C28 C27 C19 120.5(5) . . ?
C33 C28 C27 120.9(5) . . ?
C23 C29 C26 120.2(6) . . ?
C23 C29 C17 122.9(6) . 3_656 ?
C26 C29 C17 116.9(6) . 3_656 ?
C39 C31 C43 108.3(6) . . ?
C39 C31 Co1 70.8(3) . . ?
C43 C31 Co1 67.8(4) . . ?
C40 C32 C41 111.8(6) . . ?
C40 C32 Co1 69.4(3) . . ?
C41 C32 Co1 69.6(3) . . ?
C25 C33 C28 119.2(5) . . ?
C41 C34 C38 107.4(6) . . ?
C41 C34 Co1 69.6(3) . . ?
C38 C34 Co1 69.6(3) . . ?
C37 C35 C20 122.0(6) . . ?
C42 C36 C43 107.3(6) . . ?
C42 C36 Co1 69.3(3) . . ?
C43 C36 Co1 67.5(4) . . ?
C35 C37 C21 120.4(6) . . ?
C34 C38 C40 106.5(6) . . ?
C34 C38 Co1 69.9(3) . . ?
C40 C38 Co1 67.2(3) . . ?
C31 C39 C42 110.6(7) . . ?
C31 C39 Co1 70.4(3) . . ?
C42 C39 Co1 69.1(4) . . ?
C32 C40 C38 104.3(6) . . ?
C32 C40 Co1 71.7(4) . . ?
C38 C40 Co1 69.2(3) . . ?
C34 C41 C32 109.8(7) . . ?
C34 C41 Co1 71.1(3) . . ?
C32 C41 Co1 70.9(4) . . ?
C39 C42 C36 107.8(7) . . ?
C39 C42 Co1 71.2(4) . . ?
C36 C42 Co1 70.6(4) . . ?
C31 C43 C36 105.7(7) . . ?
C31 C43 Co1 71.2(4) . . ?
C36 C43 Co1 70.3(4) . . ?
C46 C44 C51 120.9(8) . . ?
C47 C45 C48 120.8(8) . . ?
C47 C45 C50 117.6(9) . . ?
C48 C45 C50 121.6(9) . . ?
C44 C46 C2 121.1(9) . . ?
C45 C47 C51 120.9(9) . . ?
C45 C47 C3 119.9(9) . . ?
C51 C47 C3 119.2(9) . . ?
C49 C48 C45 119.4(8) . . ?
C4 C49 C48 120.0(10) . . ?
N4 C50 C45 118.2(10) . . ?
C50 C50 C45 116.8(12) 3_656 . ?
C50 N4 C51 117.3(8) . 3_656 ?
N4 C51 C44 118.4(8) 3_656 . ?
N4 C51 C47 122.4(10) 3_656 . ?
C44 C51 C47 119.2(8) . . ?
O4 C52 N2 118.2(13) . . ?
O4 C52 C16 125.4(12) . . ?
N2 C52 C16 116.3(8) . . ?

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
C5 N1 C1 O2 179(3) . . . . ?
C6 N1 C1 O2 -2(3) . . . . ?
C5 N1 C1 C2 2(3) . . . . ?
C6 N1 C1 C2 -179.5(15) . . . . ?
O2 C1 C2 C3 -178(2) . . . . ?
N1 C1 C2 C3 -0.8(19) . . . . ?
O2 C1 C2 C46 3(3) . . . . ?
N1 C1 C2 C46 -179.4(14) . . . . ?
C46 C2 C3 C4 178.8(9) . . . . ?
C1 C2 C3 C4 0.3(16) . . . . ?
C46 C2 C3 C47 -0.3(14) . . . . ?
C1 C2 C3 C47 -178.9(10) . . . . ?
C2 C3 C4 C49 179.1(9) . . . . ?
C47 C3 C4 C49 -1.7(13) . . . . ?
C2 C3 C4 C5 -0.4(15) . . . . ?
C47 C3 C4 C5 178.8(10) . . . . ?
C1 N1 C5 O3 -180(2) . . . . ?
C6 N1 C5 O3 1(3) . . . . ?
C1 N1 C5 C4 -2(3) . . . . ?
C6 N1 C5 C4 179.3(15) . . . . ?
C3 C4 C5 O3 178.8(18) . . . . ?
C49 C4 C5 O3 -1(2) . . . . ?
C3 C4 C5 N1 1.1(19) . . . . ?
C49 C4 C5 N1 -178.5(14) . . . . ?
C52 N2 C6 C7 100.1(11) . . . . ?
C14 N2 C6 C7 -77.4(13) . . . . ?
C52 N2 C6 C9 -83.0(12) . . . . ?
C14 N2 C6 C9 99.4(11) . . . . ?
C5 N1 C6 C7 -85.1(17) . . . . ?
C1 N1 C6 C7 95.8(17) . . . . ?
C5 N1 C6 C9 103.7(15) . . . . ?
C1 N1 C6 C9 -75.3(19) . . . . ?
C9 C6 C7 C8 0.3(4) . . . . ?
N2 C6 C7 C8 177.1(5) . . . . ?
N1 C6 C7 C8 -170.5(8) . . . . ?
C9 C6 C7 C12 -179.4(3) . . . . ?
N2 C6 C7 C12 -2.7(6) . . . . ?
N1 C6 C7 C12 9.7(9) . . . . ?
C6 C7 C8 C11 0.8(4) . . . . ?
C12 C7 C8 C11 -179.4(3) . . . . ?
C7 C6 C9 C10 -1.5(4) . . . . ?
N2 C6 C9 C10 -178.2(5) . . . . ?
N1 C6 C9 C10 169.4(8) . . . . ?
C7 C6 C9 C13 179.3(3) . . . . ?
N2 C6 C9 C13 2.5(6) . . . . ?
N1 C6 C9 C13 -9.9(9) . . . . ?
C6 C9 C10 C11 1.5(4) . . . . ?
C13 C9 C10 C11 -179.2(3) . . . . ?
C7 C8 C11 C10 -0.8(5) . . . . ?
C7 C8 C11 C18 178.7(3) . . . . ?
C9 C10 C11 C8 -0.4(5) . . . . ?
C9 C10 C11 C18 -179.9(3) . . . . ?
C52 N2 C14 O1 -179.7(15) . . . . ?
C6 N2 C14 O1 -2.4(19) . . . . ?
C52 N2 C14 C20 1.1(17) . . . . ?
C6 N2 C14 C20 178.4(10) . . . . ?
C25 C15 C19 C27 0.3(6) . . . . ?
C25 C15 C19 C30 178.9(4) . . . . ?
O1 C14 C20 C22 179.8(14) . . . . ?
N2 C14 C20 C22 -1.1(12) . . . . ?
O1 C14 C20 C35 0.4(17) . . . . ?
N2 C14 C20 C35 179.5(9) . . . . ?
C24 C16 C22 C20 179.3(6) . . . . ?
C52 C16 C22 C20 0.1(10) . . . . ?
C24 C16 C22 C26 0.1(9) . . . . ?
C52 C16 C22 C26 -179.1(7) . . . . ?
C35 C20 C22 C16 180.0(6) . . . . ?
C14 C20 C22 C16 0.5(10) . . . . ?
C35 C20 C22 C26 -0.9(9) . . . . ?
C14 C20 C22 C26 179.7(7) . . . . ?
C26 C21 N3 C17 -1.6(8) . . . . ?
C37 C21 N3 C17 178.9(5) . . . . ?
C17 C17 N3 C21 1.7(11) 3_656 . . . ?
C29 C17 N3 C21 -178.9(5) 3_656 . . . ?
C29 C23 C24 C16 0.2(9) . . . . ?
C22 C16 C24 C23 -0.3(9) . . . . ?
C52 C16 C24 C23 178.9(7) . . . . ?
C19 C15 C25 C33 0.6(7) . . . . ?
C16 C22 C26 C29 0.2(8) . . . . ?
C20 C22 C26 C29 -179.0(5) . . . . ?
C16 C22 C26 C21 179.4(5) . . . . ?
C20 C22 C26 C21 0.2(8) . . . . ?
N3 C21 C26 C29 0.3(8) . . . . ?
C37 C21 C26 C29 179.8(5) . . . . ?
N3 C21 C26 C22 -178.8(5) . . . . ?
C37 C21 C26 C22 0.7(8) . . . . ?
C15 C19 C27 C28 -1.1(7) . . . . ?
C30 C19 C27 C28 -179.7(5) . . . . ?
C19 C27 C28 C33 0.9(9) . . . . ?
C24 C23 C29 C26 0.1(8) . . . . ?
C24 C23 C29 C17 179.9(5) . . . 3_656 ?
C22 C26 C29 C23 -0.4(7) . . . . ?
C21 C26 C29 C23 -179.5(5) . . . . ?
C22 C26 C29 C17 179.9(5) . . . 3_656 ?
C21 C26 C29 C17 0.8(7) . . . 3_656 ?
C15 C25 C33 C28 -0.9(8) . . . . ?
C27 C28 C33 C25 0.1(9) . . . . ?
C22 C20 C35 C37 0.6(9) . . . . ?
C14 C20 C35 C37 -179.9(7) . . . . ?
C20 C35 C37 C21 0.2(9) . . . . ?
N3 C21 C37 C35 178.6(5) . . . . ?
C26 C21 C37 C35 -0.9(8) . . . . ?
C41 C34 C38 C40 -2.2(7) . . . . ?
Co1 C34 C38 C40 57.4(4) . . . . ?
C41 C34 C38 Co1 -59.6(4) . . . . ?
C43 C31 C39 C42 -0.1(7) . . . . ?
Co1 C31 C39 C42 57.5(5) . . . . ?
C43 C31 C39 Co1 -57.6(5) . . . . ?
C41 C32 C40 C38 -5.4(7) . . . . ?
Co1 C32 C40 C38 -62.0(4) . . . . ?
C41 C32 C40 Co1 56.6(5) . . . . ?
C34 C38 C40 C32 4.6(7) . . . . ?
Co1 C38 C40 C32 63.7(4) . . . . ?
C34 C38 C40 Co1 -59.1(4) . . . . ?
C38 C34 C41 C32 -1.0(7) . . . . ?
Co1 C34 C41 C32 -60.6(5) . . . . ?
C38 C34 C41 Co1 59.6(4) . . . . ?
C40 C32 C41 C34 4.3(8) . . . . ?
Co1 C32 C41 C34 60.8(5) . . . . ?
C40 C32 C41 Co1 -56.4(5) . . . . ?
C31 C39 C42 C36 3.2(8) . . . . ?
Co1 C39 C42 C36 61.4(4) . . . . ?
C31 C39 C42 Co1 -58.2(5) . . . . ?
C43 C36 C42 C39 -4.9(8) . . . . ?
Co1 C36 C42 C39 -61.8(4) . . . . ?
C43 C36 C42 Co1 56.9(5) . . . . ?
C39 C31 C43 C36 -2.8(7) . . . . ?
Co1 C31 C43 C36 -62.2(4) . . . . ?
C39 C31 C43 Co1 59.4(4) . . . . ?
C42 C36 C43 C31 4.7(8) . . . . ?
Co1 C36 C43 C31 62.8(4) . . . . ?
C42 C36 C43 Co1 -58.1(5) . . . . ?
C51 C44 C46 C2 -0.5(13) . . . . ?
C3 C2 C46 C44 0.1(14) . . . . ?
C1 C2 C46 C44 178.7(10) . . . . ?
C48 C45 C47 C51 179.4(7) . . . . ?
C50 C45 C47 C51 0.9(11) . . . . ?
C48 C45 C47 C3 0.2(11) . . . . ?
C50 C45 C47 C3 -178.3(7) . . . . ?
C4 C3 C47 C45 0.9(11) . . . . ?
C2 C3 C47 C45 -179.9(8) . . . . ?
C4 C3 C47 C51 -178.3(8) . . . . ?
C2 C3 C47 C51 0.9(12) . . . . ?
C47 C45 C48 C49 -0.5(12) . . . . ?
C50 C45 C48 C49 177.9(8) . . . . ?
C3 C4 C49 C48 1.4(14) . . . . ?
C5 C4 C49 C48 -179.1(10) . . . . ?
C45 C48 C49 C4 -0.3(12) . . . . ?
C47 C45 C50 N4 178.7(7) . . . . ?
C48 C45 C50 N4 0.3(13) . . . . ?
C47 C45 C50 C50 -0.2(15) . . . 3_656 ?
C48 C45 C50 C50 -178.7(10) . . . 3_656 ?
C50 C50 N4 C51 -1.7(17) 3_656 . . 3_656 ?
C45 C50 N4 C51 179.4(7) . . . 3_656 ?
C46 C44 C51 N4 -179.1(7) . . . 3_656 ?
C46 C44 C51 C47 1.1(12) . . . . ?
C45 C47 C51 N4 -0.3(11) . . . 3_656 ?
C3 C47 C51 N4 178.9(7) . . . 3_656 ?
C45 C47 C51 C44 179.6(7) . . . . ?
C3 C47 C51 C44 -1.3(11) . . . . ?
C14 N2 C52 O4 179.8(17) . . . . ?
C6 N2 C52 O4 2(2) . . . . ?
C14 N2 C52 C16 -0.5(18) . . . . ?
C6 N2 C52 C16 -177.9(10) . . . . ?
C22 C16 C52 O4 179.6(15) . . . . ?
C24 C16 C52 O4 0.4(18) . . . . ?
C22 C16 C52 N2 -0.1(13) . . . . ?
C24 C16 C52 N2 -179.3(9) . . . . ?

_refine_diff_density_max         1.267
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.086



####################################################################### 
# 
# 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_C5dimer
_database_code_depnum_ccdc_archive 'CCDC 2211113'
loop_
_audit_author_name
_audit_author_address
'Norihito Fukui'
;Nagoya University
Japan
;
_audit_update_record             
;
2022-10-05 deposited with the CCDC.	2022-12-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H49 N4 O4'
_chemical_formula_weight         793.95

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

_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, z'
'-x+1/4, y+1/4, z+1/4'
'x+1/4, -y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+1/4, -y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+3/4, -y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'

_cell_length_a                   34.9018(13)
_cell_length_b                   59.974(3)
_cell_length_c                   7.6088(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     15926.7(12)
_cell_formula_units_Z            16
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    7456
_cell_measurement_theta_min      1.7850
_cell_measurement_theta_max      26.9730

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_F_000             6736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.376
_exptl_crystal_size_mid          0.184
_exptl_crystal_size_min          0.105
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.44509
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28860
_diffrn_reflns_av_unetI/netI     0.0678
_diffrn_reflns_av_R_equivalents  0.0678
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -73
_diffrn_reflns_limit_k_max       50
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.791
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_point_group_measured_fraction_full 0.957
_reflns_number_total             7444
_reflns_number_gt                4760
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.760
_reflns_Friedel_fraction_max     0.891
_reflns_Friedel_fraction_full    0.907

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0696P)²+32.0209P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1389 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.3(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7444
_refine_ls_number_parameters     639
_refine_ls_number_restraints     193
_refine_ls_R_factor_all          0.1163
_refine_ls_R_factor_gt           0.0706
_refine_ls_wR_factor_ref         0.1863
_refine_ls_wR_factor_gt          0.1505
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C62 C 0.3925(5) 0.5690(3) 0.230(2) 0.064(8) Uani 0.320(15) 1 d G U P A 2
C63 C 0.3555(5) 0.5662(3) 0.294(2) 0.049(8) Uani 0.320(15) 1 d G U P A 2
C65 C 0.3357(4) 0.5842(4) 0.364(3) 0.074(8) Uani 0.320(15) 1 d G U P A 2
H60 H 0.310950 0.582247 0.406802 0.089 Uiso 0.320(15) 1 calc R U P A 2
C67 C 0.3528(7) 0.6051(3) 0.370(3) 0.089(14) Uani 0.320(15) 1 d G U P A 2
H61 H 0.339510 0.617155 0.416614 0.107 Uiso 0.320(15) 1 calc R U P A 2
C69 C 0.3898(7) 0.6080(3) 0.306(3) 0.100(11) Uani 0.320(15) 1 d G U P A 2
H62 H 0.401212 0.621976 0.309752 0.121 Uiso 0.320(15) 1 calc R U P A 2
C70 C 0.4096(5) 0.5900(4) 0.236(3) 0.092(13) Uani 0.320(15) 1 d G U P A 2
H63 H 0.434355 0.591887 0.193078 0.110 Uiso 0.320(15) 1 calc R U P A 2
C56 C 0.5695(4) 0.5439(2) -0.1603(18) 0.046(5) Uani 0.472(19) 1 d G . P B 2
C47 C 0.5344(3) 0.5496(3) -0.087(2) 0.079(8) Uani 0.472(19) 1 d G . P B 2
C59 C 0.5276(4) 0.5715(3) -0.034(2) 0.095(11) Uani 0.472(19) 1 d G . P B 2
H30 H 0.504151 0.575319 0.015298 0.114 Uiso 0.472(19) 1 calc R U P B 2
C57 C 0.5560(6) 0.5875(2) -0.054(2) 0.112(12) Uani 0.472(19) 1 d G . P B 2
H31 H 0.551434 0.602156 -0.019097 0.134 Uiso 0.472(19) 1 calc R U P B 2
C58 C 0.5911(5) 0.5818(3) -0.128(2) 0.087(10) Uani 0.472(19) 1 d G . P B 2
H32 H 0.610008 0.592554 -0.141786 0.104 Uiso 0.472(19) 1 calc R U P B 2
C45 C 0.5978(3) 0.5600(3) -0.1809(18) 0.073(7) Uani 0.472(19) 1 d G . P B 2
H33 H 0.621300 0.556116 -0.230082 0.087 Uiso 0.472(19) 1 calc R U P B 2
C1 C 0.50104(14) 0.53031(9) 0.4363(7) 0.0347(13) Uani 1 1 d . . . . .
C2 C 0.51306(14) 0.50956(8) 0.3749(7) 0.0338(12) Uani 1 1 d . . . . .
C3 C 0.54997(14) 0.50749(9) 0.3060(7) 0.0379(13) Uani 1 1 d . . . . .
H1 H 0.557972 0.493654 0.264846 0.046 Uiso 1 1 calc R U . . .
C4 C 0.57466(14) 0.52505(9) 0.2971(8) 0.0381(13) Uani 1 1 d . . . . .
C5 C 0.58785(14) 0.56451(9) 0.3448(7) 0.0395(14) Uani 1 1 d . . . . .
C6 C 0.57498(16) 0.58490(9) 0.3973(8) 0.0439(14) Uani 1 1 d . . . . .
H2 H 0.591048 0.597196 0.386477 0.053 Uiso 1 1 calc R U . . .
C7 C 0.53875(15) 0.58781(9) 0.4661(8) 0.0428(14) Uani 1 1 d . . . . .
H3 H 0.530771 0.601925 0.501043 0.051 Uiso 1 1 calc R U . . .
C8 C 0.51439(15) 0.56995(9) 0.4833(8) 0.0378(13) Uani 1 1 d . . . . .
C9 C 0.52602(14) 0.54889(9) 0.4244(7) 0.0353(12) Uani 1 1 d . . . . .
C10 C 0.56312(15) 0.54600(9) 0.3549(7) 0.0358(13) Uani 1 1 d . . . . .
C11 C 0.47670(15) 0.57167(9) 0.5652(7) 0.0368(13) Uani 1 1 d . . . . .
C12 C 0.42964(15) 0.59199(9) 0.7043(7) 0.0388(13) Uani 1 1 d . . . . .
C13 C 0.41737(16) 0.61213(9) 0.7694(8) 0.0454(15) Uani 1 1 d . . . . .
H4 H 0.433460 0.624451 0.762071 0.055 Uiso 1 1 calc R U . . .
C14 C 0.38180(15) 0.61446(9) 0.8451(8) 0.0443(14) Uani 1 1 d . . . . .
H5 H 0.374323 0.628221 0.889757 0.053 Uiso 1 1 calc R U . . .
C15 C 0.35741(15) 0.59672(9) 0.8552(7) 0.0410(14) Uani 1 1 d . . . . .
C16 C 0.34434(15) 0.55762(10) 0.7999(8) 0.0404(13) Uani 1 1 d . . . . .
C17 C 0.35646(16) 0.53718(9) 0.7407(8) 0.0462(15) Uani 1 1 d . . . . .
H6 H 0.340307 0.524904 0.750449 0.055 Uiso 1 1 calc R U . . .
C18 C 0.39219(15) 0.53463(9) 0.6673(8) 0.0438(14) Uani 1 1 d . . . . .
H7 H 0.399898 0.520705 0.626861 0.053 Uiso 1 1 calc R U . . .
C19 C 0.41667(15) 0.55261(9) 0.6533(8) 0.0371(13) Uani 1 1 d . . . . .
C20 C 0.40520(15) 0.57340(9) 0.7162(7) 0.0359(13) Uani 1 1 d . . . . .
C46 C 0.5426(4) 0.5678(2) -0.0886(19) 0.088(8) Uani 0.528(19) 1 d G . P B 1
C53 C 0.5776(3) 0.5603(2) -0.1518(18) 0.059(5) Uani 0.528(19) 1 d G . P B 1
C52 C 0.5826(3) 0.5378(3) -0.1912(16) 0.090(9) Uani 0.528(19) 1 d G . P B 1
H34 H 0.606045 0.532782 -0.233569 0.108 Uiso 0.528(19) 1 calc R U P B 1
C55 C 0.5525(5) 0.5229(2) -0.1674(18) 0.075(6) Uani 0.528(19) 1 d G . P B 1
H35 H 0.555851 0.507931 -0.193742 0.090 Uiso 0.528(19) 1 calc R U P B 1
C48 C 0.5175(4) 0.5305(3) -0.104(2) 0.130(16) Uani 0.528(19) 1 d G . P B 1
H36 H 0.497380 0.520543 -0.088144 0.156 Uiso 0.528(19) 1 calc R U P B 1
C54 C 0.5125(3) 0.5530(3) -0.065(2) 0.090(8) Uani 0.528(19) 1 d G . P B 1
H37 H 0.489103 0.558007 -0.022372 0.108 Uiso 0.528(19) 1 calc R U P B 1
C21 C 0.36874(14) 0.57589(9) 0.7924(8) 0.0374(13) Uani 1 1 d . . . . .
C22 C 0.45419(15) 0.55122(9) 0.5720(7) 0.0348(12) Uani 1 1 d . . . . .
C23 C 0.61314(15) 0.52177(10) 0.2254(9) 0.0462(15) Uani 1 1 d . . . . .
C24 C 0.62702(16) 0.56111(10) 0.2809(8) 0.0459(15) Uani 1 1 d . . . . .
C25 C 0.31893(15) 0.59947(10) 0.9290(8) 0.0419(14) Uani 1 1 d . . . . .
C26 C 0.30487(16) 0.56029(9) 0.8673(9) 0.0461(15) Uani 1 1 d . . . . .
C27 C 0.67979(15) 0.53574(10) 0.2039(9) 0.0488(16) Uani 1 1 d . . . C 1
H8 H 0.693284 0.549263 0.241236 0.059 Uiso 1 1 calc R U . C 1
C28 C 0.69614(16) 0.51670(11) 0.3136(9) 0.0577(18) Uani 1 1 d . . . . .
H9 H 0.687595 0.502640 0.264363 0.069 Uiso 1 1 calc R U . C 1
H10 H 0.723877 0.517082 0.306283 0.069 Uiso 1 1 calc R U . C 1
C29 C 0.6844(2) 0.51775(13) 0.5048(11) 0.077(2) Uani 1 1 d . . . . .
H11 H 0.695500 0.505408 0.567025 0.115 Uiso 1 1 calc R U . . .
H12 H 0.693297 0.531474 0.555341 0.115 Uiso 1 1 calc R U . . .
H13 H 0.656999 0.517025 0.513402 0.115 Uiso 1 1 calc R U . . .
C30 C 0.68728(16) 0.53329(12) 0.0079(10) 0.0599(18) Uani 1 1 d . . . . .
H14 H 0.676198 0.545940 -0.053098 0.072 Uiso 1 1 calc R U . C 1
H15 H 0.674563 0.519936 -0.034226 0.072 Uiso 1 1 calc R U . C 1
C31 C 0.72981(17) 0.53186(13) -0.0369(11) 0.077(2) Uani 1 1 d . . . . .
H16 H 0.732834 0.530335 -0.161692 0.116 Uiso 1 1 calc R U . . .
H17 H 0.742496 0.545175 0.002024 0.116 Uiso 1 1 calc R U . . .
H18 H 0.740860 0.519164 0.020901 0.116 Uiso 1 1 calc R U . . .
C32 C 0.25253(16) 0.58549(11) 0.9516(9) 0.0549(18) Uani 1 1 d . . . . .
H19 H 0.239872 0.571462 0.920211 0.066 Uiso 1 1 calc R U . . .
C33 C 0.23682(19) 0.60254(14) 0.8238(12) 0.081(3) Uani 1 1 d . . . . .
H20 H 0.209076 0.602354 0.831132 0.097 Uiso 1 1 calc R U . . .
H21 H 0.245356 0.617215 0.860484 0.097 Uiso 1 1 calc R U . . .
C34 C 0.2481(3) 0.5992(2) 0.6366(13) 0.141(5) Uani 1 1 d . . . . .
H22 H 0.236945 0.610657 0.565372 0.211 Uiso 1 1 calc R U . . .
H23 H 0.275523 0.599755 0.626616 0.211 Uiso 1 1 calc R U . . .
H24 H 0.239169 0.584864 0.597204 0.211 Uiso 1 1 calc R U . . .
C35 C 0.2433(2) 0.58902(14) 1.1398(10) 0.078(2) Uani 1 1 d . . . . .
H25 H 0.250756 0.604035 1.172401 0.093 Uiso 1 1 calc R U . . .
H26 H 0.258390 0.578747 1.209737 0.093 Uiso 1 1 calc R U . . .
C36 C 0.20193(19) 0.58584(12) 1.1839(11) 0.073(2) Uani 1 1 d . . . . .
H27 H 0.198115 0.588379 1.307191 0.109 Uiso 1 1 calc R U . . .
H28 H 0.186734 0.596205 1.117666 0.109 Uiso 1 1 calc R U . . .
H29 H 0.194377 0.570887 1.155047 0.109 Uiso 1 1 calc R U . . .
C37 C 0.3647(3) 0.58759(15) 0.3207(11) 0.058(3) Uani 0.680(15) 1 d G U P A 1
C38 C 0.4019(3) 0.58796(16) 0.2551(13) 0.065(5) Uani 0.680(15) 1 d G U P A 1
C39 C 0.4179(3) 0.5687(2) 0.1855(16) 0.092(5) Uani 0.680(15) 1 d G U P A 1
H50 H 0.442807 0.568922 0.141560 0.111 Uiso 0.680(15) 1 calc R U P A 1
C40 C 0.3968(4) 0.54903(17) 0.1814(17) 0.099(8) Uani 0.680(15) 1 d G U P A 1
H51 H 0.407581 0.536128 0.134829 0.119 Uiso 0.680(15) 1 calc R U P A 1
C41 C 0.3597(4) 0.54866(15) 0.2470(17) 0.096(5) Uani 0.680(15) 1 d G U P A 1
H52 H 0.345553 0.535515 0.244335 0.115 Uiso 0.680(15) 1 calc R U P A 1
C42 C 0.3436(2) 0.5679(2) 0.3167(14) 0.085(7) Uani 0.680(15) 1 d G U P A 1
H53 H 0.318750 0.567697 0.360572 0.102 Uiso 0.680(15) 1 calc R U P A 1
C43 C 0.3467(6) 0.6084(3) 0.388(3) 0.133(10) Uani 0.680(15) 1 d . U P A 1
H54 H 0.321226 0.605180 0.427983 0.199 Uiso 0.680(15) 1 calc R U P A 1
H55 H 0.361640 0.614123 0.483800 0.199 Uiso 0.680(15) 1 calc R U P A 1
H56 H 0.345690 0.619251 0.295484 0.199 Uiso 0.680(15) 1 calc R U P A 1
C44 C 0.4245(5) 0.6082(3) 0.256(2) 0.135(8) Uani 0.680(15) 1 d . U P A 1
H57 H 0.449201 0.605227 0.205620 0.203 Uiso 0.680(15) 1 calc R U P A 1
H58 H 0.411691 0.619425 0.187695 0.203 Uiso 0.680(15) 1 calc R U P A 1
H59 H 0.427535 0.613333 0.374411 0.203 Uiso 0.680(15) 1 calc R U P A 1
O1 O 0.62335(10) 0.50428(7) 0.1633(6) 0.0523(11) Uani 1 1 d . . . . .
O2 O 0.30833(11) 0.61695(6) 0.9936(6) 0.0554(11) Uani 1 1 d . . . . .
O3 O 0.64947(11) 0.57670(7) 0.2700(7) 0.0586(12) Uani 1 1 d . . . . .
N1 N 0.46566(12) 0.53209(7) 0.5131(6) 0.0384(11) Uani 1 1 d . . . . .
O4 O 0.28261(11) 0.54482(7) 0.8742(7) 0.0655(14) Uani 1 1 d . . . . .
N2 N 0.46516(13) 0.59072(7) 0.6265(7) 0.0422(12) Uani 1 1 d . . . . .
N3 N 0.29389(12) 0.58159(8) 0.9174(7) 0.0443(12) Uani 1 1 d . . . . .
N4 N 0.63846(12) 0.53966(7) 0.2401(7) 0.0427(12) Uani 1 1 d . . . . .
C50 C 0.5354(13) 0.5908(5) -0.057(4) 0.179(19) Uani 0.528(19) 1 d . . P B 1
H38 H 0.509717 0.592633 -0.014191 0.269 Uiso 0.528(19) 1 calc R U P B 1
H39 H 0.553206 0.596353 0.028177 0.269 Uiso 0.528(19) 1 calc R U P B 1
H40 H 0.538294 0.598982 -0.165064 0.269 Uiso 0.528(19) 1 calc R U P B 1
C51 C 0.6090(7) 0.5763(4) -0.180(3) 0.119(12) Uani 0.528(19) 1 d . . P B 1
H41 H 0.631119 0.568572 -0.223729 0.178 Uiso 0.528(19) 1 calc R U P B 1
H42 H 0.601092 0.587326 -0.264082 0.178 Uiso 0.528(19) 1 calc R U P B 1
H43 H 0.615209 0.583455 -0.070883 0.178 Uiso 0.528(19) 1 calc R U P B 1
C60 C 0.5809(8) 0.5210(3) -0.216(3) 0.102(9) Uani 0.472(19) 1 d . . P B 2
H44 H 0.606500 0.521338 -0.262853 0.152 Uiso 0.472(19) 1 calc R U P B 2
H45 H 0.580107 0.511128 -0.116849 0.152 Uiso 0.472(19) 1 calc R U P B 2
H46 H 0.563602 0.515729 -0.305008 0.152 Uiso 0.472(19) 1 calc R U P B 2
C61 C 0.5064(12) 0.5342(5) -0.066(5) 0.124(12) Uani 0.472(19) 1 d . . P B 2
H47 H 0.484367 0.541130 -0.013237 0.186 Uiso 0.472(19) 1 calc R U P B 2
H48 H 0.499549 0.528140 -0.177908 0.186 Uiso 0.472(19) 1 calc R U P B 2
H49 H 0.515478 0.522499 0.009533 0.186 Uiso 0.472(19) 1 calc R U P B 2
C66 C 0.3317(8) 0.5458(5) 0.294(4) 0.089(10) Uani 0.320(15) 1 d . U P A 2
H64 H 0.346010 0.533638 0.245271 0.133 Uiso 0.320(15) 1 calc R U P A 2
H65 H 0.324332 0.542259 0.412435 0.133 Uiso 0.320(15) 1 calc R U P A 2
H66 H 0.309110 0.548308 0.224547 0.133 Uiso 0.320(15) 1 calc R U P A 2
C68 C 0.4101(16) 0.5511(8) 0.168(9) 0.13(2) Uani 0.320(15) 1 d . U P A 2
H67 H 0.435244 0.555076 0.127584 0.202 Uiso 0.320(15) 1 calc R U P A 2
H68 H 0.412169 0.540093 0.259106 0.202 Uiso 0.320(15) 1 calc R U P A 2
H69 H 0.395595 0.545052 0.071644 0.202 Uiso 0.320(15) 1 calc R U P A 2


_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
C62 C68 1.33(5) . ?
C62 C63 1.3900 . ?
C62 C70 1.3900 . ?
C63 C65 1.3900 . ?
C63 C66 1.48(3) . ?
C65 C67 1.3900 . ?
C67 C69 1.3900 . ?
C69 C70 1.3900 . ?
C56 C47 1.3900 . ?
C56 C45 1.3900 . ?
C56 C60 1.49(2) . ?
C47 C61 1.35(3) . ?
C47 C59 1.3900 . ?
C59 C57 1.3900 . ?
C57 C58 1.3900 . ?
C58 C45 1.3900 . ?
C1 N1 1.370(6) . ?
C1 C2 1.394(7) . ?
C1 C9 1.418(7) . ?
C2 C3 1.396(7) . ?
C2 C2 1.465(9) 2_665 ?
C3 C4 1.363(7) . ?
C4 C10 1.391(7) . ?
C4 C23 1.463(7) . ?
C5 C6 1.363(7) . ?
C5 C10 1.408(7) . ?
C5 C24 1.465(7) . ?
C6 C7 1.380(8) . ?
C7 C8 1.374(7) . ?
C8 C9 1.400(7) . ?
C8 C11 1.459(7) . ?
C9 C10 1.409(7) . ?
C11 N2 1.298(7) . ?
C11 C22 1.457(7) . ?
C12 C13 1.374(7) . ?
C12 N2 1.376(7) . ?
C12 C20 1.406(7) . ?
C13 C14 1.376(8) . ?
C14 C15 1.365(8) . ?
C15 C21 1.395(7) . ?
C15 C25 1.465(8) . ?
C16 C17 1.373(7) . ?
C16 C21 1.389(7) . ?
C16 C26 1.479(7) . ?
C17 C18 1.375(7) . ?
C18 C19 1.380(7) . ?
C19 C20 1.394(7) . ?
C19 C22 1.451(7) . ?
C20 C21 1.407(7) . ?
C46 C53 1.3900 . ?
C46 C54 1.3900 . ?
C46 C50 1.42(3) . ?
C53 C52 1.3900 . ?
C53 C51 1.47(2) . ?
C52 C55 1.3900 . ?
C55 C48 1.3900 . ?
C48 C54 1.3900 . ?
C22 N1 1.295(6) . ?
C23 O1 1.204(7) . ?
C23 N4 1.395(7) . ?
C24 O3 1.223(6) . ?
C24 N4 1.382(7) . ?
C25 O2 1.216(6) . ?
C25 N3 1.386(7) . ?
C26 O4 1.211(6) . ?
C26 N3 1.387(7) . ?
C27 N4 1.487(6) . ?
C27 C30 1.521(9) . ?
C27 C28 1.525(8) . ?
C28 C29 1.512(10) . ?
C30 C31 1.525(8) . ?
C32 C35 1.483(10) . ?
C32 N3 1.486(7) . ?
C32 C33 1.514(10) . ?
C33 C34 1.493(12) . ?
C35 C36 1.494(9) . ?
C37 C38 1.3900 . ?
C37 C42 1.3900 . ?
C37 C43 1.487(18) . ?
C38 C39 1.3900 . ?
C38 C44 1.447(14) . ?
C39 C40 1.3900 . ?
C40 C41 1.3900 . ?
C41 C42 1.3900 . ?

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
C68 C62 C63 117(3) . . ?
C68 C62 C70 123(3) . . ?
C63 C62 C70 120.0 . . ?
C65 C63 C62 120.0 . . ?
C65 C63 C66 111.2(17) . . ?
C62 C63 C66 128.8(17) . . ?
C67 C65 C63 120.0 . . ?
C65 C67 C69 120.0 . . ?
C70 C69 C67 120.0 . . ?
C69 C70 C62 120.0 . . ?
C47 C56 C45 120.0 . . ?
C47 C56 C60 125.4(15) . . ?
C45 C56 C60 114.6(15) . . ?
C61 C47 C56 121(2) . . ?
C61 C47 C59 119(2) . . ?
C56 C47 C59 120.0 . . ?
C57 C59 C47 120.0 . . ?
C59 C57 C58 120.0 . . ?
C45 C58 C57 120.0 . . ?
C58 C45 C56 120.0 . . ?
N1 C1 C2 118.9(5) . . ?
N1 C1 C9 121.4(5) . . ?
C2 C1 C9 119.7(5) . . ?
C1 C2 C3 118.9(5) . . ?
C1 C2 C2 120.8(5) . 2_665 ?
C3 C2 C2 120.3(5) . 2_665 ?
C4 C3 C2 122.3(5) . . ?
C3 C4 C10 120.0(5) . . ?
C3 C4 C23 119.7(5) . . ?
C10 C4 C23 120.4(5) . . ?
C6 C5 C10 119.3(5) . . ?
C6 C5 C24 122.0(5) . . ?
C10 C5 C24 118.7(5) . . ?
C5 C6 C7 121.8(5) . . ?
C8 C7 C6 120.3(5) . . ?
C7 C8 C9 119.6(5) . . ?
C7 C8 C11 122.9(5) . . ?
C9 C8 C11 117.5(5) . . ?
C8 C9 C10 119.8(5) . . ?
C8 C9 C1 120.7(5) . . ?
C10 C9 C1 119.5(5) . . ?
C4 C10 C9 119.7(5) . . ?
C4 C10 C5 121.2(5) . . ?
C9 C10 C5 119.1(5) . . ?
N2 C11 C22 124.1(5) . . ?
N2 C11 C8 119.7(5) . . ?
C22 C11 C8 116.2(5) . . ?
C13 C12 N2 119.0(5) . . ?
C13 C12 C20 119.0(5) . . ?
N2 C12 C20 122.0(5) . . ?
C12 C13 C14 121.4(5) . . ?
C15 C14 C13 120.5(5) . . ?
C14 C15 C21 120.2(5) . . ?
C14 C15 C25 120.4(5) . . ?
C21 C15 C25 119.5(5) . . ?
C17 C16 C21 120.1(5) . . ?
C17 C16 C26 119.8(5) . . ?
C21 C16 C26 120.0(5) . . ?
C16 C17 C18 120.8(5) . . ?
C17 C18 C19 120.4(5) . . ?
C18 C19 C20 119.6(5) . . ?
C18 C19 C22 123.2(5) . . ?
C20 C19 C22 117.2(5) . . ?
C19 C20 C21 119.7(5) . . ?
C19 C20 C12 120.8(5) . . ?
C21 C20 C12 119.4(5) . . ?
C53 C46 C54 120.0 . . ?
C53 C46 C50 122(2) . . ?
C54 C46 C50 118(2) . . ?
C46 C53 C52 120.0 . . ?
C46 C53 C51 119.4(16) . . ?
C52 C53 C51 120.5(16) . . ?
C55 C52 C53 120.0 . . ?
C52 C55 C48 120.0 . . ?
C55 C48 C54 120.0 . . ?
C48 C54 C46 120.0 . . ?
C16 C21 C15 121.2(5) . . ?
C16 C21 C20 119.2(5) . . ?
C15 C21 C20 119.5(5) . . ?
N1 C22 C19 118.5(5) . . ?
N1 C22 C11 124.5(5) . . ?
C19 C22 C11 117.0(5) . . ?
O1 C23 N4 120.9(5) . . ?
O1 C23 C4 122.4(5) . . ?
N4 C23 C4 116.6(5) . . ?
O3 C24 N4 120.7(5) . . ?
O3 C24 C5 120.9(5) . . ?
N4 C24 C5 118.3(5) . . ?
O2 C25 N3 120.1(5) . . ?
O2 C25 C15 122.1(5) . . ?
N3 C25 C15 117.8(5) . . ?
O4 C26 N3 121.1(5) . . ?
O4 C26 C16 122.0(5) . . ?
N3 C26 C16 116.9(5) . . ?
N4 C27 C30 111.3(5) . . ?
N4 C27 C28 112.3(5) . . ?
C30 C27 C28 113.6(5) . . ?
C29 C28 C27 113.2(6) . . ?
C27 C30 C31 113.0(6) . . ?
C35 C32 N3 113.8(5) . . ?
C35 C32 C33 116.4(6) . . ?
N3 C32 C33 110.2(5) . . ?
C34 C33 C32 115.2(7) . . ?
C32 C35 C36 114.1(6) . . ?
C38 C37 C42 120.0 . . ?
C38 C37 C43 120.3(11) . . ?
C42 C37 C43 119.6(11) . . ?
C37 C38 C39 120.0 . . ?
C37 C38 C44 121.4(12) . . ?
C39 C38 C44 118.6(12) . . ?
C40 C39 C38 120.0 . . ?
C39 C40 C41 120.0 . . ?
C40 C41 C42 120.0 . . ?
C41 C42 C37 120.0 . . ?
C22 N1 C1 119.7(5) . . ?
C11 N2 C12 118.8(5) . . ?
C25 N3 C26 123.8(4) . . ?
C25 N3 C32 118.7(5) . . ?
C26 N3 C32 117.5(5) . . ?
C24 N4 C23 123.4(5) . . ?
C24 N4 C27 118.0(4) . . ?
C23 N4 C27 118.5(5) . . ?

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
C68 C62 C63 C65 179(4) . . . . ?
C70 C62 C63 C65 0.0 . . . . ?
C68 C62 C63 C66 -4(4) . . . . ?
C70 C62 C63 C66 177(2) . . . . ?
C62 C63 C65 C67 0.0 . . . . ?
C66 C63 C65 C67 -177.8(18) . . . . ?
C63 C65 C67 C69 0.0 . . . . ?
C65 C67 C69 C70 0.0 . . . . ?
C67 C69 C70 C62 0.0 . . . . ?
C68 C62 C70 C69 -179(4) . . . . ?
C63 C62 C70 C69 0.0 . . . . ?
C45 C56 C47 C61 180.0(19) . . . . ?
C60 C56 C47 C61 -2(2) . . . . ?
C45 C56 C47 C59 0.0 . . . . ?
C60 C56 C47 C59 177.6(17) . . . . ?
C61 C47 C59 C57 -180.0(19) . . . . ?
C56 C47 C59 C57 0.0 . . . . ?
C47 C59 C57 C58 0.0 . . . . ?
C59 C57 C58 C45 0.0 . . . . ?
C57 C58 C45 C56 0.0 . . . . ?
C47 C56 C45 C58 0.0 . . . . ?
C60 C56 C45 C58 -177.9(15) . . . . ?
N1 C1 C2 C3 -176.3(5) . . . . ?
C9 C1 C2 C3 1.3(8) . . . . ?
N1 C1 C2 C2 6.5(6) . . . 2_665 ?
C9 C1 C2 C2 -175.9(4) . . . 2_665 ?
C1 C2 C3 C4 0.1(8) . . . . ?
C2 C2 C3 C4 177.4(4) 2_665 . . . ?
C2 C3 C4 C10 -1.2(9) . . . . ?
C2 C3 C4 C23 179.3(5) . . . . ?
C10 C5 C6 C7 2.4(9) . . . . ?
C24 C5 C6 C7 -176.5(5) . . . . ?
C5 C6 C7 C8 -0.1(9) . . . . ?
C6 C7 C8 C9 -2.4(9) . . . . ?
C6 C7 C8 C11 176.0(5) . . . . ?
C7 C8 C9 C10 2.6(8) . . . . ?
C11 C8 C9 C10 -175.8(5) . . . . ?
C7 C8 C9 C1 -178.3(5) . . . . ?
C11 C8 C9 C1 3.2(8) . . . . ?
N1 C1 C9 C8 -3.2(8) . . . . ?
C2 C1 C9 C8 179.2(5) . . . . ?
N1 C1 C9 C10 175.8(5) . . . . ?
C2 C1 C9 C10 -1.7(8) . . . . ?
C3 C4 C10 C9 0.7(8) . . . . ?
C23 C4 C10 C9 -179.7(5) . . . . ?
C3 C4 C10 C5 -179.1(5) . . . . ?
C23 C4 C10 C5 0.5(8) . . . . ?
C8 C9 C10 C4 179.7(5) . . . . ?
C1 C9 C10 C4 0.7(8) . . . . ?
C8 C9 C10 C5 -0.4(8) . . . . ?
C1 C9 C10 C5 -179.5(5) . . . . ?
C6 C5 C10 C4 177.8(5) . . . . ?
C24 C5 C10 C4 -3.3(8) . . . . ?
C6 C5 C10 C9 -2.0(8) . . . . ?
C24 C5 C10 C9 176.9(5) . . . . ?
C7 C8 C11 N2 -0.4(8) . . . . ?
C9 C8 C11 N2 178.0(5) . . . . ?
C7 C8 C11 C22 179.5(5) . . . . ?
C9 C8 C11 C22 -2.1(7) . . . . ?
N2 C12 C13 C14 178.6(5) . . . . ?
C20 C12 C13 C14 -0.2(9) . . . . ?
C12 C13 C14 C15 -1.0(10) . . . . ?
C13 C14 C15 C21 1.6(9) . . . . ?
C13 C14 C15 C25 -177.4(6) . . . . ?
C21 C16 C17 C18 -2.5(9) . . . . ?
C26 C16 C17 C18 175.9(6) . . . . ?
C16 C17 C18 C19 0.6(10) . . . . ?
C17 C18 C19 C20 0.8(9) . . . . ?
C17 C18 C19 C22 -177.9(6) . . . . ?
C18 C19 C20 C21 -0.3(8) . . . . ?
C22 C19 C20 C21 178.5(5) . . . . ?
C18 C19 C20 C12 179.7(5) . . . . ?
C22 C19 C20 C12 -1.5(8) . . . . ?
C13 C12 C20 C19 -179.4(5) . . . . ?
N2 C12 C20 C19 1.9(8) . . . . ?
C13 C12 C20 C21 0.7(8) . . . . ?
N2 C12 C20 C21 -178.1(5) . . . . ?
C54 C46 C53 C52 0.0 . . . . ?
C50 C46 C53 C52 -175.8(17) . . . . ?
C54 C46 C53 C51 178.7(16) . . . . ?
C50 C46 C53 C51 3(2) . . . . ?
C46 C53 C52 C55 0.0 . . . . ?
C51 C53 C52 C55 -178.7(16) . . . . ?
C53 C52 C55 C48 0.0 . . . . ?
C52 C55 C48 C54 0.0 . . . . ?
C55 C48 C54 C46 0.0 . . . . ?
C53 C46 C54 C48 0.0 . . . . ?
C50 C46 C54 C48 176.0(17) . . . . ?
C17 C16 C21 C15 -178.6(6) . . . . ?
C26 C16 C21 C15 3.0(8) . . . . ?
C17 C16 C21 C20 3.0(9) . . . . ?
C26 C16 C21 C20 -175.4(5) . . . . ?
C14 C15 C21 C16 -179.5(5) . . . . ?
C25 C15 C21 C16 -0.5(8) . . . . ?
C14 C15 C21 C20 -1.1(8) . . . . ?
C25 C15 C21 C20 177.9(5) . . . . ?
C19 C20 C21 C16 -1.6(8) . . . . ?
C12 C20 C21 C16 178.4(5) . . . . ?
C19 C20 C21 C15 180.0(5) . . . . ?
C12 C20 C21 C15 -0.1(8) . . . . ?
C18 C19 C22 N1 -1.6(8) . . . . ?
C20 C19 C22 N1 179.7(5) . . . . ?
C18 C19 C22 C11 179.4(5) . . . . ?
C20 C19 C22 C11 0.7(7) . . . . ?
N2 C11 C22 N1 -179.1(6) . . . . ?
C8 C11 C22 N1 0.9(7) . . . . ?
N2 C11 C22 C19 -0.2(7) . . . . ?
C8 C11 C22 C19 179.9(5) . . . . ?
C3 C4 C23 O1 4.6(9) . . . . ?
C10 C4 C23 O1 -175.0(6) . . . . ?
C3 C4 C23 N4 -172.3(5) . . . . ?
C10 C4 C23 N4 8.2(8) . . . . ?
C6 C5 C24 O3 -1.1(9) . . . . ?
C10 C5 C24 O3 180.0(6) . . . . ?
C6 C5 C24 N4 176.2(6) . . . . ?
C10 C5 C24 N4 -2.7(8) . . . . ?
C14 C15 C25 O2 -4.9(9) . . . . ?
C21 C15 C25 O2 176.1(6) . . . . ?
C14 C15 C25 N3 172.7(5) . . . . ?
C21 C15 C25 N3 -6.3(8) . . . . ?
C17 C16 C26 O4 0.8(10) . . . . ?
C21 C16 C26 O4 179.2(6) . . . . ?
C17 C16 C26 N3 -177.1(6) . . . . ?
C21 C16 C26 N3 1.3(8) . . . . ?
N4 C27 C28 C29 -45.4(8) . . . . ?
C30 C27 C28 C29 -172.8(6) . . . . ?
N4 C27 C30 C31 173.5(5) . . . . ?
C28 C27 C30 C31 -58.5(7) . . . . ?
C35 C32 C33 C34 177.3(8) . . . . ?
N3 C32 C33 C34 45.7(10) . . . . ?
N3 C32 C35 C36 -161.8(6) . . . . ?
C33 C32 C35 C36 68.4(9) . . . . ?
C42 C37 C38 C39 0.0 . . . . ?
C43 C37 C38 C39 -177.2(12) . . . . ?
C42 C37 C38 C44 179.4(10) . . . . ?
C43 C37 C38 C44 2.2(14) . . . . ?
C37 C38 C39 C40 0.0 . . . . ?
C44 C38 C39 C40 -179.4(10) . . . . ?
C38 C39 C40 C41 0.0 . . . . ?
C39 C40 C41 C42 0.0 . . . . ?
C40 C41 C42 C37 0.0 . . . . ?
C38 C37 C42 C41 0.0 . . . . ?
C43 C37 C42 C41 177.2(12) . . . . ?
C19 C22 N1 C1 -179.8(5) . . . . ?
C11 C22 N1 C1 -0.8(8) . . . . ?
C2 C1 N1 C22 179.5(5) . . . . ?
C9 C1 N1 C22 1.9(8) . . . . ?
C22 C11 N2 C12 0.4(8) . . . . ?
C8 C11 N2 C12 -179.6(5) . . . . ?
C13 C12 N2 C11 179.9(5) . . . . ?
C20 C12 N2 C11 -1.3(8) . . . . ?
O2 C25 N3 C26 -171.2(6) . . . . ?
C15 C25 N3 C26 11.2(9) . . . . ?
O2 C25 N3 C32 11.9(8) . . . . ?
C15 C25 N3 C32 -165.7(5) . . . . ?
O4 C26 N3 C25 173.4(6) . . . . ?
C16 C26 N3 C25 -8.7(9) . . . . ?
O4 C26 N3 C32 -9.7(9) . . . . ?
C16 C26 N3 C32 168.2(5) . . . . ?
C35 C32 N3 C25 -73.5(8) . . . . ?
C33 C32 N3 C25 59.4(7) . . . . ?
C35 C32 N3 C26 109.4(7) . . . . ?
C33 C32 N3 C26 -117.7(7) . . . . ?
O3 C24 N4 C23 -170.4(6) . . . . ?
C5 C24 N4 C23 12.2(9) . . . . ?
O3 C24 N4 C27 7.3(9) . . . . ?
C5 C24 N4 C27 -170.1(5) . . . . ?
O1 C23 N4 C24 168.3(6) . . . . ?
C4 C23 N4 C24 -14.8(9) . . . . ?
O1 C23 N4 C27 -9.4(9) . . . . ?
C4 C23 N4 C27 167.5(5) . . . . ?
C30 C27 N4 C24 -103.3(6) . . . . ?
C28 C27 N4 C24 128.1(6) . . . . ?
C30 C27 N4 C23 74.5(7) . . . . ?
C28 C27 N4 C23 -54.1(7) . . . . ?

_refine_diff_density_max         0.181
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.047



