# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_ai201214O2
_database_code_depnum_ccdc_archive 'CCDC 2118685'
loop_
_audit_author_name
_audit_author_address
'Ales Ruzicka'
;University of Pardubice
Czech Republic
;
_audit_update_record             
;
2021-10-29 deposited with the CCDC.	2022-11-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H32 N2 O2'
_chemical_formula_weight         608.70

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           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                   15.070(3)
_cell_length_b                   9.7398(13)
_cell_length_c                   22.418(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.637(8)
_cell_angle_gamma                90
_cell_volume                     3261.3(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    39500
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_F_000             1280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.411
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.216
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5400
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector
scaling and absorption correction
;
_exptl_absorpt_special_details   
;
The ratio of minimum to maximum
apparent transmission was 0.724
;


_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 - Venture'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            39500
_diffrn_reflns_av_unetI/netI     0.0984
_diffrn_reflns_av_R_equivalents  0.1470
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.283
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             6190
_reflns_number_gt                4272
_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       'Bruker Instrument Service vV6.2.3'
_computing_cell_refinement       'APEX3 v2016.5-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Platon (Spek, 2009)'
_computing_publication_material  'Platon (Spek, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0362P)²+2.8569P] 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         6190
_refine_ls_number_parameters     425
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1561
_refine_ls_R_factor_gt           0.1037
_refine_ls_wR_factor_ref         0.1471
_refine_ls_wR_factor_gt          0.1350
_refine_ls_goodness_of_fit_ref   1.192
_refine_ls_restrained_S_all      1.192
_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
O1 O 0.30705(16) -0.1242(2) 0.64018(10) 0.0361(6) Uani 1 1 d . . . . .
N1 N 0.18013(18) 0.1927(3) 0.49696(12) 0.0298(7) Uani 1 1 d . . . . .
C1 C 0.2612(2) -0.0450(3) 0.60886(13) 0.0203(7) Uani 1 1 d . . . . .
N2 N 0.94449(16) 0.7074(3) 0.33514(10) 0.0196(6) Uani 1 1 d . . . . .
O2 O 0.17250(15) -0.0355(2) 0.60626(10) 0.0322(6) Uani 1 1 d . . . . .
C2 C 0.29706(19) 0.0572(3) 0.56882(12) 0.0163(7) Uani 1 1 d . . . . .
C3 C 0.3859(2) 0.0765(3) 0.57408(12) 0.0175(7) Uani 1 1 d . . . . .
H3 H 0.419941 0.022208 0.604051 0.021 Uiso 1 1 calc R U . . .
C4 C 0.43823(19) 0.1677(3) 0.54104(12) 0.0154(6) Uani 1 1 d . . . . .
C5 C 0.52414(19) 0.2117(3) 0.56710(12) 0.0145(6) Uani 1 1 d . . . . .
C6 C 0.57090(19) 0.3007(3) 0.53494(13) 0.0161(6) Uani 1 1 d . . . . .
H6 H 0.626787 0.334674 0.553754 0.019 Uiso 1 1 calc R U . . .
C7 C 0.54085(19) 0.3435(3) 0.47634(12) 0.0149(6) Uani 1 1 d . . . . .
C9 C 0.4062(2) 0.2143(3) 0.48312(13) 0.0168(7) Uani 1 1 d . . . . .
H9 H 0.348101 0.186571 0.465636 0.020 Uiso 1 1 calc R U . . .
C8 C 0.45548(19) 0.2996(3) 0.44978(12) 0.0141(6) Uani 1 1 d . . . . .
C10 C 0.59810(19) 0.4321(3) 0.44470(12) 0.0164(7) Uani 1 1 d . . . . .
H10 H 0.570246 0.494826 0.415569 0.020 Uiso 1 1 calc R U . . .
C11 C 0.6872(2) 0.4290(3) 0.45485(13) 0.0184(7) Uani 1 1 d . . . . .
H11 H 0.712525 0.369278 0.486059 0.022 Uiso 1 1 calc R U . . .
C12 C 0.75079(19) 0.5059(3) 0.42394(12) 0.0156(6) Uani 1 1 d . . . . .
C13 C 0.8422(2) 0.4875(3) 0.44173(13) 0.0189(7) Uani 1 1 d . . . . .
H13 H 0.861178 0.427936 0.474524 0.023 Uiso 1 1 calc R U . . .
C14 C 0.9060(2) 0.5527(3) 0.41336(13) 0.0187(7) Uani 1 1 d . . . . .
H14 H 0.967735 0.537825 0.426649 0.022 Uiso 1 1 calc R U . . .
C15 C 0.87989(19) 0.6409(3) 0.36497(13) 0.0167(6) Uani 1 1 d . . . . .
C16 C 0.78865(19) 0.6618(3) 0.34726(13) 0.0174(7) Uani 1 1 d . . . . .
H16 H 0.769715 0.722584 0.314914 0.021 Uiso 1 1 calc R U . . .
C17 C 0.72574(19) 0.5957(3) 0.37600(13) 0.0163(7) Uani 1 1 d . . . . .
H17 H 0.663977 0.611415 0.363015 0.020 Uiso 1 1 calc R U . . .
C18 C 1.02645(19) 0.7521(3) 0.36881(12) 0.0165(7) Uani 1 1 d . . . . .
C19 C 1.0248(2) 0.8184(3) 0.42358(14) 0.0229(7) Uani 1 1 d . . . . .
H19 H 0.969572 0.833936 0.438489 0.027 Uiso 1 1 calc R U . . .
C20 C 1.1046(2) 0.8615(3) 0.45631(14) 0.0271(8) Uani 1 1 d . . . . .
H20 H 1.103714 0.905802 0.493985 0.032 Uiso 1 1 calc R U . . .
C21 C 1.1851(2) 0.8411(3) 0.43488(15) 0.0268(8) Uani 1 1 d . . . . .
H21 H 1.239355 0.871499 0.457454 0.032 Uiso 1 1 calc R U . . .
C22 C 1.1862(2) 0.7762(3) 0.38050(15) 0.0267(8) Uani 1 1 d . . . . .
H22 H 1.241470 0.762310 0.365353 0.032 Uiso 1 1 calc R U . . .
C23 C 1.10717(19) 0.7309(3) 0.34765(14) 0.0204(7) Uani 1 1 d . . . . .
H23 H 1.108649 0.685037 0.310396 0.024 Uiso 1 1 calc R U . . .
C24 C 0.93052(19) 0.7283(3) 0.27188(13) 0.0159(6) Uani 1 1 d . . . . .
C25 C 0.9635(2) 0.8464(3) 0.24753(13) 0.0201(7) Uani 1 1 d . . . . .
H25 H 0.992142 0.915042 0.273386 0.024 Uiso 1 1 calc R U . . .
C26 C 0.9546(2) 0.8641(3) 0.18578(14) 0.0227(7) Uani 1 1 d . . . . .
H26 H 0.978590 0.943879 0.169532 0.027 Uiso 1 1 calc R U . . .
C27 C 0.9116(2) 0.7676(3) 0.14770(14) 0.0245(7) Uani 1 1 d . . . . .
H27 H 0.905826 0.780361 0.105345 0.029 Uiso 1 1 calc R U . . .
C28 C 0.8766(2) 0.6516(3) 0.17158(14) 0.0229(7) Uani 1 1 d . . . . .
H28 H 0.845602 0.585518 0.145438 0.027 Uiso 1 1 calc R U . . .
C29 C 0.88628(19) 0.6309(3) 0.23300(13) 0.0182(7) Uani 1 1 d . . . . .
H29 H 0.862784 0.550280 0.248866 0.022 Uiso 1 1 calc R U . . .
C30 C 0.1314(3) -0.1308(4) 0.64434(18) 0.0489(11) Uani 1 1 d . . . . .
H30A H 0.066325 -0.118231 0.638122 0.073 Uiso 1 1 calc R U . . .
H30B H 0.154349 -0.113137 0.686626 0.073 Uiso 1 1 calc R U . . .
H30C H 0.145906 -0.225137 0.633944 0.073 Uiso 1 1 calc R U . . .
C31 C 0.2325(2) 0.1349(3) 0.52877(13) 0.0183(7) Uani 1 1 d . . . . .
C32 C 0.56614(19) 0.1723(3) 0.62885(12) 0.0155(6) Uani 1 1 d . . . . .
C33 C 0.5941(2) 0.0391(3) 0.64276(14) 0.0214(7) Uani 1 1 d . . . . .
H33 H 0.581211 -0.031517 0.613690 0.026 Uiso 1 1 calc R U . . .
C34 C 0.6410(2) 0.0079(3) 0.69889(15) 0.0299(8) Uani 1 1 d . . . . .
H34 H 0.660097 -0.083635 0.707865 0.036 Uiso 1 1 calc R U . . .
C35 C 0.6598(2) 0.1100(3) 0.74159(14) 0.0304(8) Uani 1 1 d . . . . .
H35 H 0.692366 0.089233 0.779769 0.036 Uiso 1 1 calc R U . . .
C36 C 0.6309(2) 0.2421(3) 0.72825(14) 0.0285(8) Uani 1 1 d . . . . .
H36 H 0.643022 0.312279 0.757639 0.034 Uiso 1 1 calc R U . . .
C37 C 0.5843(2) 0.2737(3) 0.67230(13) 0.0205(7) Uani 1 1 d . . . . .
H37 H 0.564638 0.365102 0.663703 0.025 Uiso 1 1 calc R U . . .
C38 C 0.41658(19) 0.3371(3) 0.38739(13) 0.0167(7) Uani 1 1 d . . . . .
C39 C 0.4657(2) 0.3261(3) 0.33923(13) 0.0206(7) Uani 1 1 d . . . . .
H39 H 0.526124 0.295877 0.346028 0.025 Uiso 1 1 calc R U . . .
C40 C 0.4268(2) 0.3590(3) 0.28118(13) 0.0246(8) Uani 1 1 d . . . . .
H40 H 0.460816 0.351718 0.248564 0.029 Uiso 1 1 calc R U . . .
C41 C 0.3393(2) 0.4018(3) 0.27100(14) 0.0281(8) Uani 1 1 d . . . . .
H41 H 0.313133 0.424709 0.231338 0.034 Uiso 1 1 calc R U . . .
C42 C 0.2895(2) 0.4119(3) 0.31775(15) 0.0281(8) Uani 1 1 d . . . . .
H42 H 0.228843 0.440882 0.310307 0.034 Uiso 1 1 calc R U . . .
C43 C 0.3275(2) 0.3797(3) 0.37604(13) 0.0216(7) Uani 1 1 d . . . . .
H43 H 0.292709 0.386776 0.408262 0.026 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.199(4) . ?
N1 C31 1.140(4) . ?
C1 O2 1.333(4) . ?
C1 C2 1.489(4) . ?
N2 C15 1.410(4) . ?
N2 C24 1.420(4) . ?
N2 C18 1.427(4) . ?
O2 C30 1.454(4) . ?
C2 C3 1.342(4) . ?
C2 C31 1.447(4) . ?
C3 C4 1.454(4) . ?
C3 H3 0.9500 . ?
C4 C9 1.400(4) . ?
C4 C5 1.415(4) . ?
C5 C6 1.379(4) . ?
C5 C32 1.494(4) . ?
C6 C7 1.395(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.410(4) . ?
C7 C10 1.468(4) . ?
C9 C8 1.395(4) . ?
C9 H9 0.9500 . ?
C8 C38 1.488(4) . ?
C10 C11 1.332(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.462(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.394(4) . ?
C12 C17 1.398(4) . ?
C13 C14 1.376(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.398(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.394(4) . ?
C16 C17 1.375(4) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C23 1.379(4) . ?
C18 C19 1.390(4) . ?
C19 C20 1.388(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.377(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.375(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.386(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C25 1.393(4) . ?
C24 C29 1.396(4) . ?
C25 C26 1.384(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.373(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.385(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.380(4) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C32 C33 1.386(4) . ?
C32 C37 1.389(4) . ?
C33 C34 1.392(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.383(5) . ?
C34 H34 0.9500 . ?
C35 C36 1.379(5) . ?
C35 H35 0.9500 . ?
C36 C37 1.388(4) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C38 C39 1.392(4) . ?
C38 C43 1.395(4) . ?
C39 C40 1.392(4) . ?
C39 H39 0.9500 . ?
C40 C41 1.373(5) . ?
C40 H40 0.9500 . ?
C41 C42 1.371(5) . ?
C41 H41 0.9500 . ?
C42 C43 1.391(4) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 124.5(3) . . ?
O1 C1 C2 123.8(3) . . ?
O2 C1 C2 111.7(3) . . ?
C15 N2 C24 121.3(2) . . ?
C15 N2 C18 119.5(2) . . ?
C24 N2 C18 119.2(2) . . ?
C1 O2 C30 115.6(3) . . ?
C3 C2 C31 124.2(3) . . ?
C3 C2 C1 118.6(3) . . ?
C31 C2 C1 117.1(3) . . ?
C2 C3 C4 130.0(3) . . ?
C2 C3 H3 115.0 . . ?
C4 C3 H3 115.0 . . ?
C9 C4 C5 117.9(3) . . ?
C9 C4 C3 121.9(3) . . ?
C5 C4 C3 120.2(3) . . ?
C6 C5 C4 118.5(3) . . ?
C6 C5 C32 117.6(3) . . ?
C4 C5 C32 123.8(3) . . ?
C5 C6 C7 123.8(3) . . ?
C5 C6 H6 118.1 . . ?
C7 C6 H6 118.1 . . ?
C6 C7 C8 118.1(3) . . ?
C6 C7 C10 119.5(3) . . ?
C8 C7 C10 122.4(3) . . ?
C8 C9 C4 123.2(3) . . ?
C8 C9 H9 118.4 . . ?
C4 C9 H9 118.4 . . ?
C9 C8 C7 118.3(3) . . ?
C9 C8 C38 118.6(3) . . ?
C7 C8 C38 123.1(3) . . ?
C11 C10 C7 123.2(3) . . ?
C11 C10 H10 118.4 . . ?
C7 C10 H10 118.4 . . ?
C10 C11 C12 128.1(3) . . ?
C10 C11 H11 116.0 . . ?
C12 C11 H11 116.0 . . ?
C13 C12 C17 117.1(3) . . ?
C13 C12 C11 119.0(3) . . ?
C17 C12 C11 123.9(3) . . ?
C14 C13 C12 122.2(3) . . ?
C14 C13 H13 118.9 . . ?
C12 C13 H13 118.9 . . ?
C13 C14 C15 120.1(3) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 118.4(3) . . ?
C16 C15 N2 121.0(3) . . ?
C14 C15 N2 120.6(3) . . ?
C17 C16 C15 120.9(3) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C12 121.4(3) . . ?
C16 C17 H17 119.3 . . ?
C12 C17 H17 119.3 . . ?
C23 C18 C19 119.6(3) . . ?
C23 C18 N2 120.9(3) . . ?
C19 C18 N2 119.6(3) . . ?
C20 C19 C18 119.5(3) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C21 C20 C19 120.9(3) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C22 C21 C20 119.4(3) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C23 120.4(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C18 C23 C22 120.3(3) . . ?
C18 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C29 118.8(3) . . ?
C25 C24 N2 119.7(3) . . ?
C29 C24 N2 121.4(3) . . ?
C26 C25 C24 120.2(3) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C27 C26 C25 120.8(3) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C26 C27 C28 119.4(3) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 H27 120.3 . . ?
C29 C28 C27 120.6(3) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
C28 C29 C24 120.2(3) . . ?
C28 C29 H29 119.9 . . ?
C24 C29 H29 119.9 . . ?
O2 C30 H30A 109.5 . . ?
O2 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O2 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N1 C31 C2 178.0(3) . . ?
C33 C32 C37 118.8(3) . . ?
C33 C32 C5 121.9(3) . . ?
C37 C32 C5 119.1(3) . . ?
C32 C33 C34 120.7(3) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C35 C34 C33 120.1(3) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C36 C35 C34 119.4(3) . . ?
C36 C35 H35 120.3 . . ?
C34 C35 H35 120.3 . . ?
C35 C36 C37 120.7(3) . . ?
C35 C36 H36 119.7 . . ?
C37 C36 H36 119.7 . . ?
C36 C37 C32 120.3(3) . . ?
C36 C37 H37 119.8 . . ?
C32 C37 H37 119.8 . . ?
C39 C38 C43 118.6(3) . . ?
C39 C38 C8 121.8(3) . . ?
C43 C38 C8 119.6(3) . . ?
C38 C39 C40 120.4(3) . . ?
C38 C39 H39 119.8 . . ?
C40 C39 H39 119.8 . . ?
C41 C40 C39 120.1(3) . . ?
C41 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
C42 C41 C40 120.4(3) . . ?
C42 C41 H41 119.8 . . ?
C40 C41 H41 119.8 . . ?
C41 C42 C43 120.2(3) . . ?
C41 C42 H42 119.9 . . ?
C43 C42 H42 119.9 . . ?
C42 C43 C38 120.3(3) . . ?
C42 C43 H43 119.9 . . ?
C38 C43 H43 119.9 . . ?

_refine_diff_density_max         0.254
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_ai210301O4
_database_code_depnum_ccdc_archive 'CCDC 2118686'
loop_
_audit_author_name
_audit_author_address
'Ales Ruzicka'
;University of Pardubice
Czech Republic
;
_audit_update_record             
;
2021-10-29 deposited with the CCDC.	2022-11-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H35 N O4'
_chemical_formula_weight         641.73

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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   8.614(2)
_cell_length_b                   19.486(4)
_cell_length_c                   20.323(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3411.2(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    25860
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_F_000             1352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.547
_exptl_crystal_size_mid          0.358
_exptl_crystal_size_min          0.028
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6323
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector
scaling and absorption correction
;
_exptl_absorpt_special_details   
;
The ratio of minimum to maximum
apparent transmission was 0.848
;


_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 - Venture'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            25860
_diffrn_reflns_av_unetI/netI     0.0830
_diffrn_reflns_av_R_equivalents  0.1028
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.568
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             6525
_reflns_number_gt                5003
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.755
_reflns_Friedel_fraction_max     0.959
_reflns_Friedel_fraction_full    0.974

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service vV6.2.3'
_computing_cell_refinement       'APEX3 v2016.5-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Platon (Spek, 2009)'
_computing_publication_material  'Platon (Spek, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0313P)²+0.7720P] 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     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0150(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1721 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6525
_refine_ls_number_parameters     445
_refine_ls_number_restraints     381
_refine_ls_R_factor_all          0.0926
_refine_ls_R_factor_gt           0.0623
_refine_ls_wR_factor_ref         0.0968
_refine_ls_wR_factor_gt          0.0901
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.014
_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
O1 O -0.4164(3) 0.39103(13) 0.93187(12) 0.0362(6) Uani 1 1 d . . . . .
N1 N 1.1898(3) 0.34528(13) 0.57455(13) 0.0236(6) Uani 1 1 d . . . . .
C1 C -0.3221(4) 0.43099(18) 0.89632(17) 0.0294(8) Uani 1 1 d . . . . .
O2 O -0.3542(3) 0.48869(13) 0.87976(15) 0.0479(8) Uani 1 1 d . . . . .
C2 C -0.1762(4) 0.39412(16) 0.88063(14) 0.0222(7) Uani 1 1 d . . . . .
C3 C -0.0685(4) 0.42706(17) 0.84488(15) 0.0222(7) Uani 1 1 d . . . . .
H3 H -0.097708 0.472018 0.831697 0.027 Uiso 1 1 calc R U . . .
O3 O -0.2287(3) 0.27695(11) 0.87297(11) 0.0312(6) Uani 1 1 d . . . . .
C4 C -0.1601(4) 0.32437(17) 0.91014(15) 0.0238(7) Uani 1 1 d . . . . .
O4 O -0.0956(3) 0.31213(14) 0.96138(11) 0.0389(7) Uani 1 1 d . . . . .
C5 C -0.5629(4) 0.4213(2) 0.9519(2) 0.0443(11) Uani 1 1 d . . . . .
H5A H -0.543113 0.459243 0.982446 0.066 Uiso 1 1 calc R U . . .
H5B H -0.626747 0.386475 0.973706 0.066 Uiso 1 1 calc R U . . .
H5C H -0.617647 0.438702 0.913058 0.066 Uiso 1 1 calc R U . . .
C6 C -0.2359(5) 0.20867(18) 0.9012(2) 0.0467(11) Uani 1 1 d . . . . .
H6A H -0.286373 0.177409 0.870111 0.070 Uiso 1 1 calc R U . . .
H6B H -0.295630 0.210087 0.942246 0.070 Uiso 1 1 calc R U . . .
H6C H -0.130452 0.192390 0.910445 0.070 Uiso 1 1 calc R U . . .
C7 C 0.0859(4) 0.40613(16) 0.82256(14) 0.0203(7) Uani 1 1 d . . . . .
C8 C 0.1803(4) 0.45445(16) 0.79010(14) 0.0198(7) Uani 1 1 d . . . . .
C9 C 0.3274(4) 0.43518(17) 0.76927(15) 0.0218(7) Uani 1 1 d . . . . .
H9 H 0.392133 0.469086 0.749871 0.026 Uiso 1 1 calc R U . . .
C10 C 0.3853(4) 0.36851(16) 0.77533(14) 0.0208(7) Uani 1 1 d . . . . .
C11 C 0.2911(4) 0.31957(16) 0.80755(14) 0.0198(7) Uani 1 1 d . . . . .
C12 C 0.1463(4) 0.34007(16) 0.83122(14) 0.0213(7) Uani 1 1 d . . . . .
H12 H 0.085405 0.307434 0.854463 0.026 Uiso 1 1 calc R U . . .
C13 C 0.5393(4) 0.35239(17) 0.74888(16) 0.0217(7) Uani 1 1 d . . . . .
H13 H 0.597826 0.317023 0.769347 0.026 Uiso 1 1 calc R U . . .
C14 C 0.6014(4) 0.38503(16) 0.69731(15) 0.0221(7) Uani 1 1 d . . . . .
H14 H 0.538549 0.419374 0.677538 0.027 Uiso 1 1 calc R U . . .
C15 C 0.7537(4) 0.37438(16) 0.66773(15) 0.0200(7) Uani 1 1 d . . . . .
C16 C 0.7885(4) 0.40481(17) 0.60680(15) 0.0244(8) Uani 1 1 d . . . . .
H16 H 0.713033 0.432995 0.585997 0.029 Uiso 1 1 calc R U . . .
C17 C 0.9298(4) 0.39459(17) 0.57663(15) 0.0245(8) Uani 1 1 d . . . . .
H17 H 0.949861 0.415505 0.535269 0.029 Uiso 1 1 calc R U . . .
C18 C 1.0437(4) 0.35408(16) 0.60585(15) 0.0204(7) Uani 1 1 d . . . . .
C19 C 1.0120(4) 0.32437(17) 0.66716(15) 0.0226(7) Uani 1 1 d . . . . .
H19 H 1.088890 0.297449 0.688526 0.027 Uiso 1 1 calc R U . . .
C20 C 0.8688(4) 0.33415(16) 0.69672(14) 0.0213(7) Uani 1 1 d . . . . .
H20 H 0.848436 0.312863 0.737875 0.026 Uiso 1 1 calc R U . . .
C21 C 0.1311(4) 0.52670(16) 0.77615(15) 0.0207(7) Uani 1 1 d . . . . .
C22 C 0.0163(4) 0.54080(19) 0.73035(16) 0.0286(8) Uani 1 1 d . . . . .
H22 H -0.036869 0.504187 0.709242 0.034 Uiso 1 1 calc R U . . .
C23 C -0.0212(4) 0.60806(19) 0.71526(18) 0.0350(9) Uani 1 1 d . . . . .
H23 H -0.099290 0.617539 0.683517 0.042 Uiso 1 1 calc R U . . .
C24 C 0.0546(4) 0.66123(19) 0.74621(19) 0.0361(9) Uani 1 1 d . . . . .
H24 H 0.027389 0.707328 0.736241 0.043 Uiso 1 1 calc R U . . .
C25 C 0.1692(5) 0.64800(18) 0.79144(18) 0.0367(9) Uani 1 1 d . . . . .
H25 H 0.221364 0.684794 0.812712 0.044 Uiso 1 1 calc R U . . .
C26 C 0.2083(4) 0.58091(17) 0.80582(17) 0.0295(8) Uani 1 1 d . . . . .
H26 H 0.289122 0.571802 0.836426 0.035 Uiso 1 1 calc R U . . .
C27 C 0.3382(4) 0.24656(16) 0.81469(15) 0.0206(7) Uani 1 1 d . . . . .
C28 C 0.3826(4) 0.20800(17) 0.76011(16) 0.0264(8) Uani 1 1 d . . . . .
H28 H 0.388724 0.229423 0.718198 0.032 Uiso 1 1 calc R U . . .
C29 C 0.4180(4) 0.13909(18) 0.76596(17) 0.0314(9) Uani 1 1 d . . . . .
H29 H 0.446484 0.113367 0.728132 0.038 Uiso 1 1 calc R U . . .
C30 C 0.4119(4) 0.10756(18) 0.82695(17) 0.0332(9) Uani 1 1 d . . . . .
H30 H 0.436869 0.060274 0.831126 0.040 Uiso 1 1 calc R U . . .
C31 C 0.3692(4) 0.14517(18) 0.88183(17) 0.0331(9) Uani 1 1 d . . . . .
H31 H 0.365242 0.123642 0.923732 0.040 Uiso 1 1 calc R U . . .
C32 C 0.3321(4) 0.21417(17) 0.87588(15) 0.0266(8) Uani 1 1 d . . . . .
H32 H 0.302280 0.239561 0.913741 0.032 Uiso 1 1 calc R U . . .
C33 C 1.2652(4) 0.40500(17) 0.55056(14) 0.0215(7) Uani 1 1 d . . . . .
C34 C 1.2623(4) 0.46517(16) 0.58716(16) 0.0249(8) Uani 1 1 d . . . . .
H34 H 1.210138 0.466266 0.628324 0.030 Uiso 1 1 calc R U . . .
C35 C 1.3352(4) 0.52346(18) 0.56381(17) 0.0309(8) Uani 1 1 d . . . . .
H35 H 1.331039 0.564605 0.588816 0.037 Uiso 1 1 calc R U . . .
C36 C 1.4137(4) 0.5228(2) 0.50489(18) 0.0350(9) Uani 1 1 d . . . . .
H36 H 1.464934 0.562820 0.489461 0.042 Uiso 1 1 calc R U . . .
C37 C 1.4169(4) 0.46305(19) 0.46859(18) 0.0334(9) Uani 1 1 d . . . . .
H37 H 1.471442 0.461973 0.427983 0.040 Uiso 1 1 calc R U . . .
C38 C 1.3419(4) 0.40487(18) 0.49046(15) 0.0281(8) Uani 1 1 d . . . . .
H38 H 1.342720 0.364477 0.464282 0.034 Uiso 1 1 calc R U . . .
C39 C 1.2711(4) 0.28210(17) 0.57784(15) 0.0220(7) Uani 1 1 d . . . . .
C40 C 1.4324(4) 0.28035(18) 0.57834(15) 0.0260(8) Uani 1 1 d . . . . .
H40 H 1.489557 0.321988 0.576219 0.031 Uiso 1 1 calc R U . . .
C41 C 1.5104(4) 0.21822(19) 0.58193(16) 0.0314(9) Uani 1 1 d . . . . .
H41 H 1.620685 0.217604 0.581294 0.038 Uiso 1 1 calc R U . . .
C42 C 1.4299(5) 0.1576(2) 0.58638(16) 0.0355(9) Uani 1 1 d . . . . .
H42 H 1.483928 0.115223 0.589913 0.043 Uiso 1 1 calc R U . . .
C43 C 1.2697(5) 0.15878(19) 0.58567(18) 0.0367(9) Uani 1 1 d . . . . .
H43 H 1.213606 0.116913 0.588667 0.044 Uiso 1 1 calc R U . . .
C44 C 1.1896(4) 0.22011(18) 0.58064(17) 0.0300(8) Uani 1 1 d . . . . .
H44 H 1.079413 0.220102 0.579093 0.036 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.337(4) . ?
O1 C5 1.451(4) . ?
N1 C39 1.418(4) . ?
N1 C33 1.419(4) . ?
N1 C18 1.421(4) . ?
C1 O2 1.206(4) . ?
C1 C2 1.482(5) . ?
C2 C3 1.342(4) . ?
C2 C4 1.492(5) . ?
C3 C7 1.463(5) . ?
C3 H3 0.9500 . ?
O3 C4 1.332(4) . ?
O3 C6 1.451(4) . ?
C4 O4 1.204(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C12 1.399(4) . ?
C7 C8 1.408(4) . ?
C8 C9 1.388(4) . ?
C8 C21 1.497(4) . ?
C9 C10 1.397(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.413(4) . ?
C10 C13 1.465(5) . ?
C11 C12 1.396(4) . ?
C11 C27 1.486(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.338(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.458(5) . ?
C14 H14 0.9500 . ?
C15 C20 1.395(4) . ?
C15 C16 1.405(4) . ?
C16 C17 1.378(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.392(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.401(4) . ?
C19 C20 1.385(4) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.386(5) . ?
C21 C26 1.386(5) . ?
C22 C23 1.384(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.377(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.374(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.381(5) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.393(4) . ?
C27 C32 1.396(4) . ?
C28 C29 1.382(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.385(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.384(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.387(5) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C38 1.389(4) . ?
C33 C34 1.389(4) . ?
C34 C35 1.382(5) . ?
C34 H34 0.9500 . ?
C35 C36 1.375(5) . ?
C35 H35 0.9500 . ?
C36 C37 1.378(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.378(5) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 C40 1.390(5) . ?
C39 C44 1.398(5) . ?
C40 C41 1.387(5) . ?
C40 H40 0.9500 . ?
C41 C42 1.373(5) . ?
C41 H41 0.9500 . ?
C42 C43 1.381(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.384(5) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C5 116.3(3) . . ?
C39 N1 C33 120.1(3) . . ?
C39 N1 C18 121.4(3) . . ?
C33 N1 C18 117.4(3) . . ?
O2 C1 O1 123.7(3) . . ?
O2 C1 C2 125.9(3) . . ?
O1 C1 C2 110.4(3) . . ?
C3 C2 C1 118.1(3) . . ?
C3 C2 C4 126.1(3) . . ?
C1 C2 C4 115.7(3) . . ?
C2 C3 C7 131.5(3) . . ?
C2 C3 H3 114.2 . . ?
C7 C3 H3 114.2 . . ?
C4 O3 C6 115.5(3) . . ?
O4 C4 O3 123.9(3) . . ?
O4 C4 C2 124.8(3) . . ?
O3 C4 C2 111.2(3) . . ?
O1 C5 H5A 109.5 . . ?
O1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
O1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O3 C6 H6A 109.5 . . ?
O3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
O3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C7 C8 117.4(3) . . ?
C12 C7 C3 123.7(3) . . ?
C8 C7 C3 118.9(3) . . ?
C9 C8 C7 119.3(3) . . ?
C9 C8 C21 117.1(3) . . ?
C7 C8 C21 123.6(3) . . ?
C8 C9 C10 123.4(3) . . ?
C8 C9 H9 118.3 . . ?
C10 C9 H9 118.3 . . ?
C9 C10 C11 117.6(3) . . ?
C9 C10 C13 119.3(3) . . ?
C11 C10 C13 123.0(3) . . ?
C12 C11 C10 118.7(3) . . ?
C12 C11 C27 119.0(3) . . ?
C10 C11 C27 122.3(3) . . ?
C11 C12 C7 123.5(3) . . ?
C11 C12 H12 118.3 . . ?
C7 C12 H12 118.3 . . ?
C14 C13 C10 123.2(3) . . ?
C14 C13 H13 118.4 . . ?
C10 C13 H13 118.4 . . ?
C13 C14 C15 128.0(3) . . ?
C13 C14 H14 116.0 . . ?
C15 C14 H14 116.0 . . ?
C20 C15 C16 117.2(3) . . ?
C20 C15 C14 123.1(3) . . ?
C16 C15 C14 119.7(3) . . ?
C17 C16 C15 121.3(3) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C18 121.0(3) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C17 C18 C19 118.5(3) . . ?
C17 C18 N1 120.1(3) . . ?
C19 C18 N1 121.4(3) . . ?
C20 C19 C18 120.2(3) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C15 121.8(3) . . ?
C19 C20 H20 119.1 . . ?
C15 C20 H20 119.1 . . ?
C22 C21 C26 118.9(3) . . ?
C22 C21 C8 121.0(3) . . ?
C26 C21 C8 119.9(3) . . ?
C23 C22 C21 120.2(3) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C24 C23 C22 120.0(3) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C25 C24 C23 120.4(3) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C26 119.6(4) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C25 C26 C21 120.8(3) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
C28 C27 C32 118.4(3) . . ?
C28 C27 C11 120.9(3) . . ?
C32 C27 C11 120.6(3) . . ?
C29 C28 C27 121.1(3) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C28 C29 C30 120.0(3) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C31 C30 C29 119.8(3) . . ?
C31 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
C30 C31 C32 120.3(3) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C31 C32 C27 120.5(3) . . ?
C31 C32 H32 119.8 . . ?
C27 C32 H32 119.8 . . ?
C38 C33 C34 118.8(3) . . ?
C38 C33 N1 121.2(3) . . ?
C34 C33 N1 120.0(3) . . ?
C35 C34 C33 120.1(3) . . ?
C35 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C36 C35 C34 121.0(3) . . ?
C36 C35 H35 119.5 . . ?
C34 C35 H35 119.5 . . ?
C35 C36 C37 119.0(3) . . ?
C35 C36 H36 120.5 . . ?
C37 C36 H36 120.5 . . ?
C36 C37 C38 120.8(3) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?
C37 C38 C33 120.3(3) . . ?
C37 C38 H38 119.8 . . ?
C33 C38 H38 119.8 . . ?
C40 C39 C44 118.7(3) . . ?
C40 C39 N1 121.0(3) . . ?
C44 C39 N1 120.3(3) . . ?
C41 C40 C39 120.4(4) . . ?
C41 C40 H40 119.8 . . ?
C39 C40 H40 119.8 . . ?
C42 C41 C40 120.7(3) . . ?
C42 C41 H41 119.7 . . ?
C40 C41 H41 119.7 . . ?
C41 C42 C43 119.3(4) . . ?
C41 C42 H42 120.3 . . ?
C43 C42 H42 120.3 . . ?
C42 C43 C44 120.9(4) . . ?
C42 C43 H43 119.5 . . ?
C44 C43 H43 119.5 . . ?
C43 C44 C39 120.0(3) . . ?
C43 C44 H44 120.0 . . ?
C39 C44 H44 120.0 . . ?

_refine_diff_density_max         0.206
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.044

