# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_platon_sq
_database_code_depnum_ccdc_archive 'CCDC 2277658'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;UNIV Angers, UMR CNRS
France
;
_audit_update_record             
;
2023-06-28 deposited with the CCDC.	2023-09-25 downloaded from the CCDC.
;

_audit_creation_date             2022-11-14T17:56:32-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C41 H31 N3 O5, C H2 Cl2'
_chemical_formula_sum            'C42 H33 Cl2 N3 O5'
_chemical_formula_weight         730.61

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.334(3)
_cell_length_b                   7.2532(10)
_cell_length_c                   26.684(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.831(18)
_cell_angle_gamma                90
_cell_volume                     3413.8(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    220.00(10)
_cell_measurement_reflns_used    1439
_cell_measurement_theta_min      3.404
_cell_measurement_theta_max      71.003

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.272
_exptl_crystal_size_mid          0.033
_exptl_crystal_size_min          0.016
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_F_000             1520

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.146
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.41.118a (Rigaku Oxford Diffraction, 2021)
        Empirical absorption correction using spherical harmonics,
        implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.17103
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      220.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.1412
_diffrn_reflns_av_unetI/netI     0.1343
_diffrn_reflns_number            14490
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.505
_diffrn_reflns_theta_max         75.783
_diffrn_reflns_theta_full        69
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.911
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.911
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.911
_reflns_Friedel_coverage         0
_reflns_number_total             6477
_reflns_number_gt                2515
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, V2018)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1791P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6477
_refine_ls_number_parameters     483
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.205
_refine_ls_R_factor_gt           0.1071
_refine_ls_wR_factor_ref         0.3813
_refine_ls_wR_factor_gt          0.2869
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.075

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.6135(3) 0.1085(6) 0.57438(18) 0.0479(13) Uani 1 1 d . . . . .
C2 C 0.6702(3) 0.0369(7) 0.61509(19) 0.0514(13) Uani 1 1 d . . . . .
H2 H 0.714795 -0.010221 0.609093 0.062 Uiso 1 1 calc R U . . .
C3 C 0.6605(4) 0.0354(8) 0.6648(2) 0.0613(16) Uani 1 1 d . . . . .
H3 H 0.698926 -0.011297 0.692886 0.074 Uiso 1 1 calc R U . . .
C4 C 0.5942(4) 0.1027(8) 0.6730(2) 0.0593(16) Uani 1 1 d . . . . .
H4 H 0.587827 0.101015 0.706814 0.071 Uiso 1 1 calc R U . . .
C5 C 0.5376(3) 0.1718(7) 0.63264(19) 0.0514(13) Uani 1 1 d . . . . .
H5 H 0.492952 0.217461 0.638955 0.062 Uiso 1 1 calc R U . . .
C6 C 0.5461(3) 0.1749(6) 0.58104(17) 0.0452(12) Uani 1 1 d . . . . .
C7 C 0.4891(3) 0.2485(6) 0.53657(18) 0.0459(12) Uani 1 1 d . . . . .
C8 C 0.5067(3) 0.2457(6) 0.48806(16) 0.0418(12) Uani 1 1 d . . . . .
C9 C 0.4543(3) 0.3138(6) 0.44459(17) 0.0426(11) Uani 1 1 d . . . . .
C10 C 0.4692(3) 0.3164(6) 0.39458(18) 0.0457(12) Uani 1 1 d . . . . .
C11 C 0.4145(3) 0.3847(6) 0.35060(18) 0.0473(13) Uani 1 1 d . . . . .
C12 C 0.4332(4) 0.3871(8) 0.3027(2) 0.0596(15) Uani 1 1 d . . . . .
H12 H 0.398796 0.436605 0.27292 0.072 Uiso 1 1 calc R U . . .
C13 C 0.5012(4) 0.3178(8) 0.2992(2) 0.0591(15) Uani 1 1 d . . . . .
H13 H 0.511958 0.31918 0.266754 0.071 Uiso 1 1 calc R U . . .
C14 C 0.5552(3) 0.2451(7) 0.34215(19) 0.0493(13) Uani 1 1 d . . . . .
C15 C 0.5397(3) 0.2463(7) 0.39150(18) 0.0455(12) Uani 1 1 d . . . . .
C16 C 0.5937(3) 0.1720(7) 0.43566(19) 0.0473(12) Uani 1 1 d . . . . .
C17 C 0.5769(3) 0.1731(6) 0.48400(18) 0.0466(13) Uani 1 1 d . . . . .
C18 C 0.6649(4) 0.0929(8) 0.42982(19) 0.0535(14) Uani 1 1 d . . . . .
C19 C 0.6255(4) 0.1695(8) 0.3360(2) 0.0567(15) Uani 1 1 d . . . . .
C20 C 0.3712(3) 0.3791(7) 0.49997(19) 0.0469(12) Uani 1 1 d . . . . .
C21 C 0.3849(3) 0.3812(6) 0.44898(17) 0.0440(12) Uani 1 1 d . . . . .
C22 C 0.3296(3) 0.4487(7) 0.40611(19) 0.0478(12) Uani 1 1 d . . . . .
C23 C 0.3421(3) 0.4531(7) 0.35597(19) 0.0487(12) Uani 1 1 d . . . . .
C24 C 0.2850(4) 0.5198(8) 0.3140(2) 0.0575(15) Uani 1 1 d . . . . .
H24 H 0.292162 0.518885 0.28046 0.069 Uiso 1 1 calc R U . . .
C25 C 0.2180(4) 0.5872(8) 0.3210(2) 0.0587(15) Uani 1 1 d . . . . .
H25 H 0.180114 0.630363 0.292027 0.07 Uiso 1 1 calc R U . . .
C26 C 0.2057(3) 0.5922(7) 0.3704(2) 0.0544(14) Uani 1 1 d . . . . .
C27 C 0.2613(3) 0.5199(7) 0.4123(2) 0.0503(13) Uani 1 1 d . . . . .
C28 C 0.2503(3) 0.5239(7) 0.4635(2) 0.0509(13) Uani 1 1 d . . . . .
C29 C 0.3026(3) 0.4554(7) 0.5051(2) 0.0523(14) Uani 1 1 d . . . . .
H29 H 0.293295 0.458374 0.537996 0.063 Uiso 1 1 calc R U . . .
C30 C 0.1795(4) 0.6095(8) 0.4705(2) 0.0597(15) Uani 1 1 d . . . . .
C31 C 0.1355(4) 0.6738(8) 0.3768(2) 0.0588(15) Uani 1 1 d . . . . .
C32 C 0.7479(4) 0.0124(12) 0.3736(3) 0.081(2) Uani 1 1 d . . . . .
H32A H 0.774307 -0.035706 0.408592 0.097 Uiso 0.848(13) 1 calc R U P A 1
H32B H 0.724813 -0.006261 0.335869 0.097 Uiso 0.152(13) 1 calc R U P A 2
C33 C 0.8010(5) 0.1616(16) 0.3624(4) 0.122(4) Uani 1 1 d . . . . .
H33A H 0.777816 0.214176 0.327853 0.147 Uiso 1 1 calc R U . . .
H33B H 0.80583 0.260861 0.387974 0.147 Uiso 1 1 calc R U . . .
C34 C 0.8788(6) 0.093(2) 0.3639(5) 0.171(6) Uani 1 1 d . . . . .
H34A H 0.91449 0.194702 0.371792 0.257 Uiso 1 1 calc R U . . .
H34B H 0.878249 0.040953 0.33031 0.257 Uiso 1 1 calc R U . . .
H34C H 0.893992 -0.000938 0.390582 0.257 Uiso 1 1 calc R U . . .
C35A C 0.7356(5) -0.1548(12) 0.3380(3) 0.079(3) Uani 0.848(13) 1 d . U P A 1
H35A H 0.717788 -0.111307 0.301958 0.095 Uiso 0.848(13) 1 calc R U P A 1
H35B H 0.784825 -0.214342 0.341921 0.095 Uiso 0.848(13) 1 calc R U P A 1
C35B C 0.7486(18) -0.197(5) 0.3832(11) 0.060(8) Uani 0.152(13) 1 d D U P A 2
H35C H 0.795861 -0.249009 0.378843 0.073 Uiso 0.152(13) 1 calc R U P A 2
H35D H 0.747612 -0.21988 0.419201 0.073 Uiso 0.152(13) 1 calc R U P A 2
C36 C 0.6812(8) -0.2979(13) 0.3462(5) 0.149(5) Uani 1 1 d D . . . .
H36A H 0.67809 -0.397211 0.321365 0.224 Uiso 0.848(13) 1 calc R U P A 1
H36B H 0.698811 -0.346279 0.381325 0.224 Uiso 0.848(13) 1 calc R U P A 1
H36C H 0.631533 -0.242874 0.341219 0.224 Uiso 0.848(13) 1 calc R U P A 1
H36D H 0.684613 -0.428729 0.353977 0.224 Uiso 0.152(13) 1 calc R U P A 2
H36E H 0.634167 -0.249553 0.350836 0.224 Uiso 0.152(13) 1 calc R U P A 2
H36F H 0.682439 -0.278696 0.310459 0.224 Uiso 0.152(13) 1 calc R U P A 2
C37 C 0.0603(4) 0.7897(10) 0.4342(3) 0.0748(18) Uani 1 1 d D . . . .
H37A H 0.032864 0.831806 0.398739 0.09 Uiso 0.761(11) 1 calc R U P B 3
H37B H 0.070454 0.787472 0.472549 0.09 Uiso 0.239(11) 1 calc R U P B 4
C38A C 0.0041(6) 0.6753(14) 0.4516(4) 0.086(3) Uani 0.761(11) 1 d D U P B 3
H38A H 0.027236 0.632393 0.487225 0.103 Uiso 0.761(11) 1 calc R U P B 3
H38B H -0.03965 0.752153 0.452166 0.103 Uiso 0.761(11) 1 calc R U P B 3
C38B C -0.0029(14) 0.646(4) 0.4181(14) 0.085(8) Uani 0.239(11) 1 d D U P B 4
H38C H 0.018384 0.527723 0.43316 0.102 Uiso 0.239(11) 1 calc R U P B 4
H38D H -0.014958 0.632603 0.380209 0.102 Uiso 0.239(11) 1 calc R U P B 4
C39A C -0.0227(7) 0.5124(16) 0.4174(4) 0.098(4) Uani 0.761(11) 1 d D U P B 3
H39A H -0.043356 0.553338 0.381697 0.147 Uiso 0.761(11) 1 calc R U P B 3
H39B H -0.061748 0.448399 0.428869 0.147 Uiso 0.761(11) 1 calc R U P B 3
H39C H 0.019472 0.429532 0.419289 0.147 Uiso 0.761(11) 1 calc R U P B 3
C39B C -0.0774(12) 0.673(4) 0.4319(10) 0.080(9) Uani 0.239(11) 1 d D U P B 4
H39D H -0.117761 0.611271 0.406083 0.119 Uiso 0.239(11) 1 calc R U P B 4
H39E H -0.088503 0.803157 0.432286 0.119 Uiso 0.239(11) 1 calc R U P B 4
H39F H -0.073389 0.620195 0.465952 0.119 Uiso 0.239(11) 1 calc R U P B 4
C40A C 0.0834(6) 0.9669(12) 0.4654(4) 0.078(3) Uani 0.761(11) 1 d . . P B 3
H40A H 0.037302 1.034224 0.465931 0.094 Uiso 0.761(11) 1 calc R U P B 3
H40B H 0.109282 0.933181 0.501481 0.094 Uiso 0.761(11) 1 calc R U P B 3
C40B C 0.0556(17) 0.9964(18) 0.4236(11) 0.084(11) Uani 0.239(11) 1 d D . P B 4
H40C H 0.017611 1.050944 0.438864 0.101 Uiso 0.239(11) 1 calc R U P B 4
H40D H 0.039213 1.017826 0.385937 0.101 Uiso 0.239(11) 1 calc R U P B 4
C41 C 0.1323(5) 1.0903(11) 0.4467(4) 0.103(3) Uani 1 1 d . . . . .
H41A H 0.143651 1.197857 0.469057 0.154 Uiso 0.761(11) 1 calc R U P B 3
H41B H 0.179087 1.027111 0.447044 0.154 Uiso 0.761(11) 1 calc R U P B 3
H41C H 0.106912 1.128428 0.411398 0.154 Uiso 0.761(11) 1 calc R U P B 3
H41D H 0.127608 1.221401 0.439394 0.154 Uiso 0.239(11) 1 calc R U P B 4
H41E H 0.148155 1.070929 0.484067 0.154 Uiso 0.239(11) 1 calc R U P B 4
H41F H 0.169734 1.037846 0.431195 0.154 Uiso 0.239(11) 1 calc R U P B 4
N1 N 0.1280(3) 0.6864(7) 0.42709(19) 0.0585(12) Uani 1 1 d . . . . .
N2 N 0.6766(3) 0.0921(6) 0.37941(16) 0.0548(12) Uani 1 1 d . . . . .
N3 N 0.4240(3) 0.3117(6) 0.54268(15) 0.0502(11) Uani 1 1 d . . . . .
O1 O 0.0856(3) 0.7269(6) 0.33941(16) 0.0740(13) Uani 1 1 d . . . . .
O2 O 0.1689(3) 0.6118(7) 0.51392(17) 0.0780(13) Uani 1 1 d . . . . .
O3 O 0.6392(3) 0.1721(6) 0.29325(15) 0.0688(12) Uani 1 1 d . . . . .
O4 O 0.7129(3) 0.0243(7) 0.46552(15) 0.0727(12) Uani 1 1 d . . . . .
O5 O 0.6281(2) 0.1052(5) 0.52606(12) 0.0505(9) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C6 1.382(8) . ?
C1 C2 1.383(7) . ?
C1 O5 1.387(6) . ?
C2 C3 1.386(7) . ?
C2 H2 0.94 . ?
C3 C4 1.381(9) . ?
C3 H3 0.94 . ?
C4 C5 1.371(8) . ?
C4 H4 0.94 . ?
C5 C6 1.428(7) . ?
C5 H5 0.94 . ?
C6 C7 1.452(7) . ?
C7 N3 1.329(7) . ?
C7 C8 1.417(7) . ?
C8 C9 1.380(7) . ?
C8 C17 1.423(8) . ?
C9 C21 1.397(7) . ?
C9 C10 1.433(7) . ?
C10 C11 1.409(7) . ?
C10 C15 1.412(8) . ?
C11 C12 1.412(7) . ?
C11 C23 1.460(8) . ?
C12 C13 1.371(9) . ?
C12 H12 0.94 . ?
C13 C14 1.396(8) . ?
C13 H13 0.94 . ?
C14 C15 1.421(7) . ?
C14 C19 1.450(8) . ?
C15 C16 1.423(7) . ?
C16 C17 1.405(7) . ?
C16 C18 1.473(8) . ?
C17 O5 1.345(6) . ?
C18 O4 1.213(7) . ?
C18 N2 1.418(6) . ?
C19 O3 1.234(6) . ?
C19 N2 1.393(8) . ?
C20 N3 1.368(7) . ?
C20 C29 1.415(8) . ?
C20 C21 1.450(7) . ?
C21 C22 1.394(7) . ?
C22 C27 1.405(8) . ?
C22 C23 1.418(7) . ?
C23 C24 1.395(7) . ?
C24 C25 1.380(8) . ?
C24 H24 0.94 . ?
C25 C26 1.399(8) . ?
C25 H25 0.94 . ?
C26 C27 1.393(8) . ?
C26 C31 1.466(8) . ?
C27 C28 1.434(7) . ?
C28 C29 1.349(8) . ?
C28 C30 1.495(8) . ?
C29 H29 0.94 . ?
C30 O2 1.225(7) . ?
C30 N1 1.396(8) . ?
C31 O1 1.217(7) . ?
C31 N1 1.390(7) . ?
C32 N2 1.476(8) . ?
C32 C35A 1.519(11) . ?
C32 C33 1.540(12) . ?
C32 C35B 1.54(4) . ?
C32 H32A 0.99 . ?
C32 H32B 0.99 . ?
C33 C34 1.500(13) . ?
C33 H33A 0.98 . ?
C33 H33B 0.98 . ?
C34 H34A 0.97 . ?
C34 H34B 0.97 . ?
C34 H34C 0.97 . ?
C35A C36 1.496(13) . ?
C35A H35A 0.98 . ?
C35A H35B 0.98 . ?
C35B C36 1.537(19) . ?
C35B H35C 0.98 . ?
C35B H35D 0.98 . ?
C36 H36A 0.97 . ?
C36 H36B 0.97 . ?
C36 H36C 0.97 . ?
C36 H36D 0.97 . ?
C36 H36E 0.97 . ?
C36 H36F 0.97 . ?
C37 C38A 1.493(10) . ?
C37 N1 1.506(8) . ?
C37 C40B 1.523(10) . ?
C37 C38B 1.530(19) . ?
C37 C40A 1.528(12) . ?
C37 H37A 0.99 . ?
C37 H37B 0.99 . ?
C38A C39A 1.492(13) . ?
C38A H38A 0.98 . ?
C38A H38B 0.98 . ?
C38B C39B 1.520(18) . ?
C38B H38C 0.98 . ?
C38B H38D 0.98 . ?
C39A H39A 0.97 . ?
C39A H39B 0.97 . ?
C39A H39C 0.97 . ?
C39B H39D 0.97 . ?
C39B H39E 0.97 . ?
C39B H39F 0.97 . ?
C40A C41 1.449(12) . ?
C40A H40A 0.98 . ?
C40A H40B 0.98 . ?
C40B C41 1.53(3) . ?
C40B H40C 0.98 . ?
C40B H40D 0.98 . ?
C41 H41A 0.97 . ?
C41 H41B 0.97 . ?
C41 H41C 0.97 . ?
C41 H41D 0.97 . ?
C41 H41E 0.97 . ?
C41 H41F 0.97 . ?

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
C6 C1 C2 122.4(5) . . ?
C6 C1 O5 122.1(4) . . ?
C2 C1 O5 115.4(5) . . ?
C1 C2 C3 119.4(6) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C4 C3 C2 119.8(5) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C5 C4 C3 121.0(5) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 120.4(6) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 117.1(5) . . ?
C1 C6 C7 119.5(4) . . ?
C5 C6 C7 123.4(5) . . ?
N3 C7 C8 123.6(5) . . ?
N3 C7 C6 119.8(4) . . ?
C8 C7 C6 116.6(5) . . ?
C9 C8 C7 118.9(5) . . ?
C9 C8 C17 120.4(4) . . ?
C7 C8 C17 120.7(4) . . ?
C8 C9 C21 119.7(4) . . ?
C8 C9 C10 121.4(5) . . ?
C21 C9 C10 118.9(5) . . ?
C11 C10 C15 122.2(4) . . ?
C11 C10 C9 120.5(5) . . ?
C15 C10 C9 117.4(5) . . ?
C12 C11 C10 117.8(5) . . ?
C12 C11 C23 122.5(5) . . ?
C10 C11 C23 119.8(4) . . ?
C13 C12 C11 120.4(5) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 122.5(5) . . ?
C12 C13 H13 118.7 . . ?
C14 C13 H13 118.7 . . ?
C13 C14 C15 118.8(6) . . ?
C13 C14 C19 120.2(5) . . ?
C15 C14 C19 121.0(5) . . ?
C10 C15 C16 122.0(4) . . ?
C10 C15 C14 118.3(5) . . ?
C16 C15 C14 119.7(5) . . ?
C17 C16 C15 118.7(5) . . ?
C17 C16 C18 121.4(5) . . ?
C15 C16 C18 119.8(4) . . ?
O5 C17 C16 119.1(5) . . ?
O5 C17 C8 120.8(4) . . ?
C16 C17 C8 120.1(5) . . ?
O4 C18 N2 118.6(6) . . ?
O4 C18 C16 123.4(5) . . ?
N2 C18 C16 118.0(5) . . ?
O3 C19 N2 120.9(6) . . ?
O3 C19 C14 120.7(5) . . ?
N2 C19 C14 118.4(5) . . ?
N3 C20 C29 120.3(5) . . ?
N3 C20 C21 121.4(5) . . ?
C29 C20 C21 118.2(5) . . ?
C22 C21 C9 122.0(4) . . ?
C22 C21 C20 120.0(5) . . ?
C9 C21 C20 118.0(5) . . ?
C21 C22 C27 120.3(5) . . ?
C21 C22 C23 120.9(5) . . ?
C27 C22 C23 118.8(5) . . ?
C24 C23 C22 119.0(5) . . ?
C24 C23 C11 122.9(5) . . ?
C22 C23 C11 118.1(5) . . ?
C25 C24 C23 121.1(5) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 C26 121.0(5) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 H25 119.5 . . ?
C27 C26 C25 118.4(6) . . ?
C27 C26 C31 122.2(5) . . ?
C25 C26 C31 119.4(5) . . ?
C26 C27 C22 121.7(5) . . ?
C26 C27 C28 119.5(6) . . ?
C22 C27 C28 118.7(5) . . ?
C29 C28 C27 121.5(6) . . ?
C29 C28 C30 119.7(5) . . ?
C27 C28 C30 118.8(5) . . ?
C28 C29 C20 121.1(5) . . ?
C28 C29 H29 119.4 . . ?
C20 C29 H29 119.4 . . ?
O2 C30 N1 122.2(6) . . ?
O2 C30 C28 119.5(6) . . ?
N1 C30 C28 118.3(5) . . ?
O1 C31 N1 121.3(6) . . ?
O1 C31 C26 121.3(5) . . ?
N1 C31 C26 117.3(5) . . ?
N2 C32 C35A 113.2(6) . . ?
N2 C32 C33 111.8(7) . . ?
C35A C32 C33 115.6(6) . . ?
N2 C32 C35B 109.7(14) . . ?
C33 C32 C35B 138.5(15) . . ?
N2 C32 H32A 105 . . ?
C35A C32 H32A 105 . . ?
C33 C32 H32A 105 . . ?
N2 C32 H32B 90.9 . . ?
C33 C32 H32B 90.9 . . ?
C35B C32 H32B 90.9 . . ?
C34 C33 C32 114.1(10) . . ?
C34 C33 H33A 108.7 . . ?
C32 C33 H33A 108.7 . . ?
C34 C33 H33B 108.7 . . ?
C32 C33 H33B 108.7 . . ?
H33A C33 H33B 107.6 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35A C32 117.0(7) . . ?
C36 C35A H35A 108.1 . . ?
C32 C35A H35A 108.1 . . ?
C36 C35A H35B 108.1 . . ?
C32 C35A H35B 108.1 . . ?
H35A C35A H35B 107.3 . . ?
C36 C35B C32 113(2) . . ?
C36 C35B H35C 108.9 . . ?
C32 C35B H35C 108.9 . . ?
C36 C35B H35D 108.9 . . ?
C32 C35B H35D 108.9 . . ?
H35C C35B H35D 107.8 . . ?
C35A C36 H36A 109.5 . . ?
C35A C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35A C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35B C36 H36D 109.5 . . ?
C35B C36 H36E 109.5 . . ?
H36D C36 H36E 109.5 . . ?
C35B C36 H36F 109.5 . . ?
H36D C36 H36F 109.5 . . ?
H36E C36 H36F 109.5 . . ?
C38A C37 N1 115.2(7) . . ?
N1 C37 C40B 118.3(13) . . ?
N1 C37 C38B 102.3(12) . . ?
C40B C37 C38B 128.2(18) . . ?
C38A C37 C40A 114.2(7) . . ?
N1 C37 C40A 111.8(6) . . ?
C38A C37 H37A 104.8 . . ?
N1 C37 H37A 104.8 . . ?
C40A C37 H37A 104.8 . . ?
N1 C37 H37B 101.1 . . ?
C40B C37 H37B 101.1 . . ?
C38B C37 H37B 101.1 . . ?
C39A C38A C37 112.9(9) . . ?
C39A C38A H38A 109 . . ?
C37 C38A H38A 109 . . ?
C39A C38A H38B 109 . . ?
C37 C38A H38B 109 . . ?
H38A C38A H38B 107.8 . . ?
C37 C38B C39B 120(2) . . ?
C37 C38B H38C 107.2 . . ?
C39B C38B H38C 107.2 . . ?
C37 C38B H38D 107.2 . . ?
C39B C38B H38D 107.2 . . ?
H38C C38B H38D 106.8 . . ?
C38A C39A H39A 109.5 . . ?
C38A C39A H39B 109.5 . . ?
H39A C39A H39B 109.5 . . ?
C38A C39A H39C 109.5 . . ?
H39A C39A H39C 109.5 . . ?
H39B C39A H39C 109.5 . . ?
C38B C39B H39D 109.5 . . ?
C38B C39B H39E 109.5 . . ?
H39D C39B H39E 109.5 . . ?
C38B C39B H39F 109.5 . . ?
H39D C39B H39F 109.5 . . ?
H39E C39B H39F 109.5 . . ?
C41 C40A C37 115.9(8) . . ?
C41 C40A H40A 108.3 . . ?
C37 C40A H40A 108.3 . . ?
C41 C40A H40B 108.3 . . ?
C37 C40A H40B 108.3 . . ?
H40A C40A H40B 107.4 . . ?
C37 C40B C41 111.3(15) . . ?
C37 C40B H40C 109.4 . . ?
C41 C40B H40C 109.4 . . ?
C37 C40B H40D 109.4 . . ?
C41 C40B H40D 109.4 . . ?
H40C C40B H40D 108 . . ?
C40A C41 H41A 109.5 . . ?
C40A C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40A C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40B C41 H41D 109.5 . . ?
C40B C41 H41E 109.5 . . ?
H41D C41 H41E 109.5 . . ?
C40B C41 H41F 109.5 . . ?
H41D C41 H41F 109.5 . . ?
H41E C41 H41F 109.5 . . ?
C31 N1 C30 123.6(5) . . ?
C31 N1 C37 117.1(5) . . ?
C30 N1 C37 119.3(5) . . ?
C19 N2 C18 123.0(5) . . ?
C19 N2 C32 119.0(5) . . ?
C18 N2 C32 117.9(5) . . ?
C7 N3 C20 118.4(4) . . ?
C17 O5 C1 120.1(4) . . ?




# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_refine_special_details          SQUEEZE
####################################################################### 
# 
# 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_platon_sq_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2283165'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;UNIV Angers, UMR CNRS
France
;
_audit_update_record             
;
2023-07-20 deposited with the CCDC.	2023-09-25 downloaded from the CCDC.
;

_audit_creation_date             2023-07-20T09:30:21-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C45 H33 N3 O5, 2(C2 H2 Cl4)'
_chemical_formula_sum            'C49 H37 Cl8 N3 O5'
_chemical_formula_weight         1031.41

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.2742(16)
_cell_length_b                   18.161(3)
_cell_length_c                   18.367(5)
_cell_angle_alpha                62.03(2)
_cell_angle_beta                 83.43(2)
_cell_angle_gamma                79.985(18)
_cell_volume                     2108.9(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    200.00(10)
_cell_measurement_reflns_used    796
_cell_measurement_theta_min      4.924
_cell_measurement_theta_max      60.243

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.176
_exptl_crystal_size_mid          0.031
_exptl_crystal_size_min          0.017
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_F_000             1056

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    5.348
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.42.94a (Rigaku Oxford Diffraction, 2023)
        Empirical absorption correction using spherical harmonics,
        implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.37113
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      200.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.1664
_diffrn_reflns_av_unetI/netI     0.2406
_diffrn_reflns_number            10818
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.726
_diffrn_reflns_theta_max         62.6
_diffrn_reflns_theta_full        62.601
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.961
_reflns_Friedel_coverage         0
_reflns_number_total             6480
_reflns_number_gt                1460
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, V2021)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2019/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6480
_refine_ls_number_parameters     484
_refine_ls_number_restraints     69
_refine_ls_R_factor_all          0.3501
_refine_ls_R_factor_gt           0.2176
_refine_ls_wR_factor_ref         0.5906
_refine_ls_wR_factor_gt          0.5016
_refine_ls_goodness_of_fit_ref   1.206
_refine_ls_restrained_S_all      1.209
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.685
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.099

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.423(2) 0.7560(9) 0.1605(10) 0.082(4) Uani 1 1 d . . . . .
C2 C 0.451(2) 0.7391(12) 0.2384(10) 0.102(5) Uani 1 1 d . . . . .
C3 C 0.5370(18) 0.6619(9) 0.3024(11) 0.091(5) Uani 1 1 d . . . . .
C4 C 0.5735(17) 0.5941(9) 0.2794(10) 0.078(4) Uani 1 1 d . . . . .
C5 C 0.539(3) 0.6084(12) 0.2023(11) 0.112(6) Uani 1 1 d D . . . .
C6 C 0.400(2) 0.8153(12) 0.2534(13) 0.124(6) Uani 1 1 d . . . . .
H6 H 0.347813 0.868887 0.212921 0.149 Uiso 1 1 calc R U . . .
C7 C 0.443(2) 0.7970(11) 0.3419(12) 0.110(5) Uani 1 1 d . . . . .
H7 H 0.409522 0.838512 0.360415 0.131 Uiso 1 1 calc R U . . .
C8 C 0.538(2) 0.7114(11) 0.3963(11) 0.104(6) Uani 1 1 d . . . . .
C9 C 0.573(2) 0.6489(9) 0.3787(11) 0.093(5) Uani 1 1 d . . . . .
C10 C 0.6653(17) 0.5736(8) 0.4358(12) 0.087(5) Uani 1 1 d . . . . .
C11 C 0.7039(17) 0.5074(9) 0.4129(10) 0.091(5) Uani 1 1 d . . . . .
C12 C 0.669(2) 0.5169(10) 0.3322(9) 0.090(4) Uani 1 1 d . . . . .
H12 H 0.709062 0.473351 0.316767 0.108 Uiso 1 1 calc R U . . .
C13 C 0.5729(19) 0.7047(11) 0.4760(12) 0.103(5) Uani 1 1 d . . . . .
C14 C 0.6583(19) 0.6280(10) 0.5335(10) 0.087(4) Uani 1 1 d . . . . .
C15 C 0.707(2) 0.5554(10) 0.5178(10) 0.093(5) Uani 1 1 d . . . . .
C16 C 0.8014(17) 0.4799(7) 0.5684(10) 0.075(4) Uani 1 1 d . . . . .
C17 C 0.832(2) 0.4177(9) 0.5471(10) 0.098(5) Uani 1 1 d . . . . .
C18 C 0.929(2) 0.3341(9) 0.5963(12) 0.114(6) Uani 1 1 d D . . . .
C19 C 0.975(2) 0.3228(8) 0.6775(11) 0.090(5) Uani 1 1 d . . . . .
C20 C 0.8439(18) 0.4745(10) 0.6426(11) 0.088(5) Uani 1 1 d . . . . .
C21 C 0.810(2) 0.5339(11) 0.6707(11) 0.108(5) Uani 1 1 d . . . . .
C22 C 0.707(2) 0.6094(10) 0.6078(11) 0.096(5) Uani 1 1 d . . . . .
C23 C 0.673(2) 0.6776(11) 0.6318(12) 0.106(5) Uani 1 1 d . U . . .
C24 C 0.566(2) 0.7491(10) 0.5845(16) 0.128(7) Uani 1 1 d . . . . .
H24 H 0.522002 0.788202 0.605374 0.153 Uiso 1 1 calc R U . . .
C25 C 0.513(3) 0.7693(10) 0.5027(14) 0.120(6) Uani 1 1 d . . . . .
H25 H 0.44346 0.821746 0.468483 0.144 Uiso 1 1 calc R U . . .
C26 C 0.727(3) 0.6654(15) 0.7135(13) 0.133(7) Uani 1 1 d . U . . .
C27 C 0.863(2) 0.5202(13) 0.7495(12) 0.134(7) Uani 1 1 d D U . . .
C28 C 1.0512(19) 0.2487(15) 0.7383(11) 0.135(8) Uani 1 1 d . U . . .
H28 H 1.074424 0.24791 0.788593 0.162 Uiso 1 1 calc R U . . .
C29 C 1.097(2) 0.1753(10) 0.7328(14) 0.107(6) Uani 1 1 d . U . . .
H29 H 1.1452 0.123953 0.777769 0.128 Uiso 1 1 calc R U . . .
C30 C 1.0698(19) 0.1809(10) 0.6580(11) 0.087(5) Uani 1 1 d . . . . .
C31 C 1.124(2) 0.1084(13) 0.6410(13) 0.125(7) Uani 1 1 d . . . . .
H31 H 1.176661 0.056736 0.684146 0.15 Uiso 1 1 calc R U . . .
C32 C 1.104(3) 0.1106(12) 0.5713(13) 0.107(5) Uani 1 1 d . . . . .
H32 H 1.152634 0.065321 0.559132 0.128 Uiso 1 1 calc R U . . .
C33 C 1.0061(19) 0.1851(13) 0.5156(13) 0.116(6) Uani 1 1 d . . . . .
H33 H 0.976089 0.184151 0.467065 0.139 Uiso 1 1 calc R U . . .
C34 C 0.944(2) 0.2608(12) 0.5174(12) 0.115(6) Uani 1 1 d . . . . .
H34 H 0.881501 0.309439 0.474021 0.139 Uiso 1 1 calc R U . . .
C35 C 0.9848(19) 0.2553(10) 0.5917(12) 0.097(5) Uani 1 1 d D . . . .
C36 C 0.460(2) 0.6962(12) 0.0526(11) 0.116(6) Uani 1 1 d . U . . .
H36 H 0.514354 0.642845 0.050196 0.139 Uiso 1 1 calc R U . . .
C37 C 0.268(2) 0.7198(12) 0.0248(10) 0.119(6) Uani 1 1 d . U . . .
H37A H 0.186884 0.6803 0.06694 0.143 Uiso 1 1 calc R U . . .
H37B H 0.219561 0.777107 0.017714 0.143 Uiso 1 1 calc R U . . .
C38 C 0.261(3) 0.7176(18) -0.0526(15) 0.200(11) Uani 1 1 d . . . . .
H38A H 0.229064 0.77498 -0.096514 0.3 Uiso 1 1 calc R U . . .
H38B H 0.166374 0.683148 -0.047935 0.3 Uiso 1 1 calc R U . . .
H38C H 0.383461 0.693291 -0.065787 0.3 Uiso 1 1 calc R U . . .
C39 C 0.574(3) 0.771(2) -0.0133(16) 0.211(14) Uani 1 1 d . . . . .
H39A H 0.515282 0.826454 -0.017748 0.254 Uiso 1 1 calc R U . . .
H39B H 0.583168 0.773442 -0.068491 0.254 Uiso 1 1 calc R U . . .
C40 C 0.782(3) 0.7413(18) 0.0296(17) 0.232(14) Uani 1 1 d . . . . .
H40A H 0.775209 0.754822 0.075641 0.348 Uiso 1 1 calc R U . . .
H40B H 0.875883 0.771105 -0.011747 0.348 Uiso 1 1 calc R U . . .
H40C H 0.816818 0.680499 0.049889 0.348 Uiso 1 1 calc R U . . .
C41 C 0.911(3) 0.5781(16) 0.8403(12) 0.159(8) Uani 1 1 d D U . . .
H41 H 0.990807 0.522222 0.858238 0.19 Uiso 1 1 calc R U . . .
C42 C 1.057(5) 0.639(2) 0.811(2) 0.263(16) Uani 1 1 d D U . . .
H42A H 1.139095 0.617441 0.858003 0.315 Uiso 1 1 calc R U . . .
H42B H 0.987444 0.692662 0.805498 0.315 Uiso 1 1 calc R U . . .
C43 C 1.193(4) 0.6631(19) 0.7331(17) 0.217(12) Uani 1 1 d D U . . .
H43A H 1.268567 0.612132 0.734809 0.326 Uiso 1 1 calc R U . . .
H43B H 1.27507 0.700722 0.732749 0.326 Uiso 1 1 calc R U . . .
H43C H 1.120239 0.69179 0.683169 0.326 Uiso 1 1 calc R U . . .
C44 C 0.773(4) 0.562(2) 0.9118(19) 0.235(12) Uani 1 1 d D U . . .
H44A H 0.694389 0.61532 0.902317 0.282 Uiso 0.42(3) 1 calc R U P A 1
H44B H 0.842941 0.541991 0.962355 0.282 Uiso 0.42(3) 1 calc R U P A 1
H44C H 0.721018 0.510821 0.921601 0.282 Uiso 0.58(3) 1 calc R U P A 2
H44D H 0.67009 0.608882 0.891368 0.282 Uiso 0.58(3) 1 calc R U P A 2
C45A C 0.647(9) 0.497(5) 0.926(4) 0.272(19) Uani 0.42(3) 1 d D U P A 1
H45A H 0.640762 0.492943 0.875373 0.408 Uiso 0.42(3) 1 calc R U P A 1
H45B H 0.521041 0.514296 0.943466 0.408 Uiso 0.42(3) 1 calc R U P A 1
H45C H 0.697037 0.441913 0.96987 0.408 Uiso 0.42(3) 1 calc R U P A 1
C45B C 0.815(8) 0.549(4) 0.997(3) 0.272(19) Uani 0.58(3) 1 d D U P A 2
H45D H 0.946867 0.526432 1.008078 0.408 Uiso 0.58(3) 1 calc R U P A 2
H45E H 0.736494 0.509392 1.039008 0.408 Uiso 0.58(3) 1 calc R U P A 2
H45F H 0.788022 0.603118 0.998376 0.408 Uiso 0.58(3) 1 calc R U P A 2
N1 N 0.4708(18) 0.6833(9) 0.1380(10) 0.108(5) Uani 1 1 d D . . . .
N2 N 0.837(2) 0.5915(9) 0.7643(11) 0.137(6) Uani 1 1 d D . . . .
N3 N 0.7918(14) 0.4284(9) 0.4703(8) 0.113(5) Uani 1 1 d . . . . .
O1 O 0.9231(13) 0.3946(8) 0.6988(7) 0.116(4) Uani 1 1 d . . . . .
O2 O 0.3589(16) 0.8227(7) 0.1034(7) 0.126(4) Uani 1 1 d . . . . .
O3 O 0.5585(18) 0.5510(9) 0.1805(7) 0.131(4) Uani 1 1 d . . . . .
O4 O 0.6844(18) 0.7254(9) 0.7342(8) 0.138(5) Uani 1 1 d . . . . .
O5 O 0.9485(18) 0.4548(10) 0.7977(7) 0.151(5) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 O2 1.229(15) . ?
C1 C2 1.35(2) . ?
C1 N1 1.534(19) . ?
C2 C3 1.43(2) . ?
C2 C6 1.51(2) . ?
C3 C9 1.36(2) . ?
C3 C4 1.46(2) . ?
C4 C5 1.36(2) . ?
C4 C12 1.389(18) . ?
C5 O3 1.261(19) . ?
C5 N1 1.371(15) . ?
C6 C7 1.56(2) . ?
C6 H6 0.95 . ?
C7 C8 1.49(2) . ?
C7 H7 0.95 . ?
C8 C9 1.30(2) . ?
C8 C13 1.46(2) . ?
C9 C10 1.384(19) . ?
C10 C11 1.43(2) . ?
C10 C15 1.44(2) . ?
C11 N3 1.413(17) . ?
C11 C12 1.46(2) . ?
C12 H12 0.95 . ?
C13 C14 1.38(2) . ?
C13 C25 1.46(2) . ?
C14 C22 1.32(2) . ?
C14 C15 1.46(2) . ?
C15 C16 1.356(18) . ?
C16 C17 1.33(2) . ?
C16 C20 1.39(2) . ?
C17 N3 1.392(19) . ?
C17 C18 1.45(2) . ?
C18 C35 1.456(16) . ?
C18 C19 1.48(2) . ?
C19 C28 1.36(2) . ?
C19 O1 1.507(18) . ?
C20 C21 1.38(2) . ?
C20 O1 1.394(16) . ?
C21 C27 1.44(2) . ?
C21 C22 1.46(2) . ?
C22 C23 1.47(2) . ?
C23 C24 1.34(2) . ?
C23 C26 1.50(3) . ?
C24 C25 1.45(3) . ?
C24 H24 0.95 . ?
C25 H25 0.95 . ?
C26 O4 1.29(2) . ?
C26 N2 1.39(2) . ?
C27 O5 1.210(19) . ?
C27 N2 1.419(17) . ?
C28 C29 1.37(3) . ?
C28 H28 0.95 . ?
C29 C30 1.36(2) . ?
C29 H29 0.95 . ?
C30 C35 1.42(2) . ?
C30 C31 1.47(3) . ?
C31 C32 1.28(2) . ?
C31 H31 0.95 . ?
C32 C33 1.39(2) . ?
C32 H32 0.95 . ?
C33 C34 1.39(2) . ?
C33 H33 0.95 . ?
C34 C35 1.38(2) . ?
C34 H34 0.95 . ?
C36 C37 1.47(2) . ?
C36 N1 1.48(2) . ?
C36 C39 1.62(3) . ?
C36 H36 1 . ?
C37 C38 1.45(2) . ?
C37 H37A 0.99 . ?
C37 H37B 0.99 . ?
C38 H38A 0.98 . ?
C38 H38B 0.98 . ?
C38 H38C 0.98 . ?
C39 C40 1.67(3) . ?
C39 H39A 0.99 . ?
C39 H39B 0.99 . ?
C40 H40A 0.98 . ?
C40 H40B 0.98 . ?
C40 H40C 0.98 . ?
C41 N2 1.45(2) . ?
C41 C44 1.501(18) . ?
C41 C42 1.531(18) . ?
C41 H41 1 . ?
C42 C43 1.562(19) . ?
C42 H42A 0.99 . ?
C42 H42B 0.99 . ?
C43 H43A 0.98 . ?
C43 H43B 0.98 . ?
C43 H43C 0.98 . ?
C44 C45A 1.53(2) . ?
C44 C45B 1.53(2) . ?
C44 H44A 0.99 . ?
C44 H44B 0.99 . ?
C44 H44C 0.99 . ?
C44 H44D 0.99 . ?
C45A H45A 0.98 . ?
C45A H45B 0.98 . ?
C45A H45C 0.98 . ?
C45B H45D 0.98 . ?
C45B H45E 0.98 . ?
C45B H45F 0.98 . ?

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
O2 C1 C2 128.7(15) . . ?
O2 C1 N1 113.6(15) . . ?
C2 C1 N1 117.7(15) . . ?
C1 C2 C3 127.4(17) . . ?
C1 C2 C6 113.1(16) . . ?
C3 C2 C6 119.1(16) . . ?
C9 C3 C2 125.8(16) . . ?
C9 C3 C4 121.5(14) . . ?
C2 C3 C4 112.6(16) . . ?
C5 C4 C12 118.9(15) . . ?
C5 C4 C3 120.8(16) . . ?
C12 C4 C3 119.6(15) . . ?
O3 C5 N1 109.1(15) . . ?
O3 C5 C4 123.4(17) . . ?
N1 C5 C4 127.4(18) . . ?
C2 C6 C7 113.1(15) . . ?
C2 C6 H6 123.5 . . ?
C7 C6 H6 123.5 . . ?
C8 C7 C6 117.1(15) . . ?
C8 C7 H7 121.4 . . ?
C6 C7 H7 121.4 . . ?
C9 C8 C13 123.9(17) . . ?
C9 C8 C7 125.3(17) . . ?
C13 C8 C7 110.6(17) . . ?
C8 C9 C3 119.2(16) . . ?
C8 C9 C10 118.1(18) . . ?
C3 C9 C10 122.3(16) . . ?
C9 C10 C11 116.0(17) . . ?
C9 C10 C15 125.2(15) . . ?
C11 C10 C15 118.5(14) . . ?
N3 C11 C10 118.2(16) . . ?
N3 C11 C12 117.4(16) . . ?
C10 C11 C12 124.4(14) . . ?
C4 C12 C11 115.4(14) . . ?
C4 C12 H12 122.3 . . ?
C11 C12 H12 122.3 . . ?
C14 C13 C8 117.0(17) . . ?
C14 C13 C25 116.9(18) . . ?
C8 C13 C25 125.9(17) . . ?
C22 C14 C13 126.8(18) . . ?
C22 C14 C15 110.7(15) . . ?
C13 C14 C15 122.5(17) . . ?
C16 C15 C10 120.4(16) . . ?
C16 C15 C14 126.3(16) . . ?
C10 C15 C14 112.9(13) . . ?
C17 C16 C15 120.0(16) . . ?
C17 C16 C20 126.4(14) . . ?
C15 C16 C20 113.4(14) . . ?
C16 C17 N3 123.3(15) . . ?
C16 C17 C18 125.2(16) . . ?
N3 C17 C18 111.2(16) . . ?
C17 C18 C35 138.9(19) . . ?
C17 C18 C19 111.5(15) . . ?
C35 C18 C19 109.5(15) . . ?
C28 C19 C18 124.0(17) . . ?
C28 C19 O1 116.0(18) . . ?
C18 C19 O1 119.8(12) . . ?
C21 C20 C16 130.1(15) . . ?
C21 C20 O1 115.6(17) . . ?
C16 C20 O1 114.2(16) . . ?
C20 C21 C27 124.5(17) . . ?
C20 C21 C22 107.6(17) . . ?
C27 C21 C22 127.9(18) . . ?
C14 C22 C21 131.7(17) . . ?
C14 C22 C23 117.2(16) . . ?
C21 C22 C23 110.8(17) . . ?
C24 C23 C22 118.6(18) . . ?
C24 C23 C26 118.4(19) . . ?
C22 C23 C26 122.4(18) . . ?
C23 C24 C25 122.9(18) . . ?
C23 C24 H24 118.6 . . ?
C25 C24 H24 118.6 . . ?
C24 C25 C13 116.3(15) . . ?
C24 C25 H25 121.9 . . ?
C13 C25 H25 121.9 . . ?
O4 C26 N2 120(2) . . ?
O4 C26 C23 120(2) . . ?
N2 C26 C23 120(2) . . ?
O5 C27 N2 119.7(18) . . ?
O5 C27 C21 123(2) . . ?
N2 C27 C21 116.8(18) . . ?
C29 C28 C19 125(2) . . ?
C29 C28 H28 117.5 . . ?
C19 C28 H28 117.5 . . ?
C28 C29 C30 115.1(19) . . ?
C28 C29 H29 122.4 . . ?
C30 C29 H29 122.4 . . ?
C29 C30 C35 123.5(17) . . ?
C29 C30 C31 121.4(16) . . ?
C35 C30 C31 115.0(18) . . ?
C32 C31 C30 124.1(19) . . ?
C32 C31 H31 118 . . ?
C30 C31 H31 118 . . ?
C31 C32 C33 114(2) . . ?
C31 C32 H32 123.1 . . ?
C33 C32 H32 123.1 . . ?
C32 C33 C34 132(2) . . ?
C32 C33 H33 114 . . ?
C34 C33 H33 114 . . ?
C35 C34 C33 110.1(19) . . ?
C35 C34 H34 124.9 . . ?
C33 C34 H34 124.9 . . ?
C34 C35 C30 124.5(17) . . ?
C34 C35 C18 112.8(18) . . ?
C30 C35 C18 122.7(17) . . ?
C37 C36 N1 112.5(14) . . ?
C37 C36 C39 105.9(16) . . ?
N1 C36 C39 111.9(14) . . ?
C37 C36 H36 108.8 . . ?
N1 C36 H36 108.8 . . ?
C39 C36 H36 108.8 . . ?
C38 C37 C36 110.3(17) . . ?
C38 C37 H37A 109.6 . . ?
C36 C37 H37A 109.6 . . ?
C38 C37 H37B 109.6 . . ?
C36 C37 H37B 109.6 . . ?
H37A C37 H37B 108.1 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 C40 101.1(19) . . ?
C36 C39 H39A 111.6 . . ?
C40 C39 H39A 111.6 . . ?
C36 C39 H39B 111.6 . . ?
C40 C39 H39B 111.6 . . ?
H39A C39 H39B 109.4 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N2 C41 C44 116(2) . . ?
N2 C41 C42 104(2) . . ?
C44 C41 C42 127(2) . . ?
N2 C41 H41 102.2 . . ?
C44 C41 H41 102.2 . . ?
C42 C41 H41 102.2 . . ?
C41 C42 C43 129(3) . . ?
C41 C42 H42A 105.1 . . ?
C43 C42 H42A 105.1 . . ?
C41 C42 H42B 105.1 . . ?
C43 C42 H42B 105.1 . . ?
H42A C42 H42B 105.9 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C44 C45A 115(3) . . ?
C41 C44 C45B 126(4) . . ?
C41 C44 H44A 108.6 . . ?
C45A C44 H44A 108.6 . . ?
C41 C44 H44B 108.6 . . ?
C45A C44 H44B 108.6 . . ?
H44A C44 H44B 107.6 . . ?
C41 C44 H44C 105.8 . . ?
C45B C44 H44C 105.8 . . ?
C41 C44 H44D 105.8 . . ?
C45B C44 H44D 105.8 . . ?
H44C C44 H44D 106.2 . . ?
C44 C45A H45A 109.5 . . ?
C44 C45A H45B 109.5 . . ?
H45A C45A H45B 109.5 . . ?
C44 C45A H45C 109.5 . . ?
H45A C45A H45C 109.5 . . ?
H45B C45A H45C 109.5 . . ?
C44 C45B H45D 109.5 . . ?
C44 C45B H45E 109.5 . . ?
H45D C45B H45E 109.5 . . ?
C44 C45B H45F 109.5 . . ?
H45D C45B H45F 109.5 . . ?
H45E C45B H45F 109.5 . . ?
C5 N1 C36 124.1(16) . . ?
C5 N1 C1 113.6(15) . . ?
C36 N1 C1 122.1(14) . . ?
C26 N2 C27 120.8(19) . . ?
C26 N2 C41 123.0(19) . . ?
C27 N2 C41 115.8(17) . . ?
C17 N3 C11 118.9(16) . . ?
C20 O1 C19 122.6(14) . . ?



# END of CIF
# start Validation Reply Form
_vrf_PLAT026_platon_sq           
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        23% Check 
RESPONSE:  A full set of data was collected on a laboratory diffractometer, 
however this low ratio is caused by weak diffraction data at high angle even 
after 3 days of data collection with long exposure time.
;
_vrf_PLAT082_platon_sq           
;
PROBLEM: High R1 Value ..................................       0.22 Report
RESPONSE: The model is correct but the overall quality of the data were poor due 
to the crystal size. The crystal was very weakly diffracting at high angle 
and we can not find a better crystal.
;
_vrf_PLAT084_platon_sq           
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.59 Report
RESPONSE: The model is correct but the overall quality of the data were poor due 
to the crystal quality. The crystal was very weakly diffracting at high angle 
and we can not find a better crystal.
;
# end Validation Reply Form
_refine_special_details          SQUEEZE,disorder
