# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_a21070305a1253
_database_code_depnum_ccdc_archive 'CCDC 2203977'
loop_
_audit_author_name
_audit_author_address
jxs
;Sun Yat sen University
China
;
_audit_update_record             
;
2022-08-29 deposited with the CCDC.	2022-11-10 downloaded from the CCDC.
;
_audit_creation_date             2022-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H24 N2 O2'
_chemical_formula_sum            'C20 H24 N2 O2'
_chemical_formula_weight         324.41
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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                   7.6712(2)
_cell_length_b                   11.1903(3)
_cell_length_c                   19.6368(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1685.68(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3678
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.6240
_cell_measurement_theta_min      4.4540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.657
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            6573
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.905
_diffrn_reflns_theta_min         4.503
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.710
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.959
_reflns_number_gt                3061
_reflns_number_total             3279
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 1205 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.11(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3279
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0366
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0495P)²+0.2845P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0929
_refine_ls_wR_factor_ref         0.0957
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
2.a Rotating group:
 N003(H00A,H00B), N004(H00C,H00D)
2.b Ternary CH refined with riding coordinates:
 C00A(H00E), C00C(H00F), C00E(H00G), C00F(H00H)
2.c Secondary CH2 refined with riding coordinates:
 C00J(H00L,H00M), C00K(H00N,H00O), C00N(H00R,H00S), C00O(H00T,H00U)
2.d Aromatic/amide H refined with riding coordinates:
 C006(H006), C007(H007), C009(H009), C00G(H00I), C00H(H00J), C00I(H00K),
 C00L(H00P), C00M(H00Q)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.7147(2) -0.02857(14) 0.28160(8) 0.0263(4) Uani 1 1 d . . . . .
O002 O 0.5901(2) 0.19094(15) 0.41156(9) 0.0324(4) Uani 1 1 d . . . . .
N003 N 1.0740(3) 0.30360(18) 0.12186(10) 0.0282(4) Uani 1 1 d . . . . .
H00A H 1.013465 0.327200 0.086892 0.034 Uiso 1 1 d R U . . .
H00B H 1.102713 0.366205 0.145602 0.034 Uiso 1 1 d R U . . .
N004 N 0.5940(3) 0.68083(18) 0.46788(11) 0.0347(5) Uani 1 1 d . . . . .
H00C H 0.669425 0.714741 0.441287 0.042 Uiso 1 1 d R U . . .
H00D H 0.493096 0.713860 0.461209 0.042 Uiso 1 1 d R U . . .
C005 C 0.7947(3) 0.0552(2) 0.24043(12) 0.0227(4) Uani 1 1 d . . . . .
C006 C 0.9927(3) 0.2219(2) 0.23308(12) 0.0256(5) Uani 1 1 d . . . . .
H006 H 1.065182 0.276739 0.254612 0.031 Uiso 1 1 calc R U . . .
C007 C 0.9012(3) 0.1392(2) 0.27139(11) 0.0252(5) Uani 1 1 d . . . . .
H007 H 0.911267 0.140106 0.318587 0.030 Uiso 1 1 calc R U . . .
C008 C 0.9769(3) 0.22327(19) 0.16241(12) 0.0237(5) Uani 1 1 d . . . . .
C009 C 0.8680(3) 0.1396(2) 0.13179(12) 0.0261(5) Uani 1 1 d . . . . .
H009 H 0.855470 0.139841 0.084681 0.031 Uiso 1 1 calc R U . . .
C00A C 0.5358(3) -0.0582(2) 0.26504(11) 0.0256(5) Uani 1 1 d . . . . .
H00E H 0.526821 -0.089797 0.218620 0.031 Uiso 1 1 calc R U . . .
C00B C 0.5870(3) 0.5569(2) 0.45323(11) 0.0271(5) Uani 1 1 d . . . . .
C00C C 0.3892(3) -0.07750(19) 0.37378(11) 0.0248(5) Uani 1 1 d . . . . .
H00F H 0.303051 -0.125711 0.398325 0.030 Uiso 1 1 calc R U . . .
C00D C 0.5782(3) 0.3099(2) 0.42726(12) 0.0283(5) Uani 1 1 d . . . . .
C00E C 0.3002(3) 0.0259(2) 0.33619(12) 0.0272(5) Uani 1 1 d . . . . .
H00G H 0.183647 0.001770 0.321059 0.033 Uiso 1 1 calc R U . . .
C00F C 0.4508(3) 0.1142(2) 0.43333(12) 0.0258(5) Uani 1 1 d . . . . .
H00H H 0.422859 0.129468 0.481241 0.031 Uiso 1 1 calc R U . . .
C00G C 0.7128(3) 0.3809(2) 0.40170(13) 0.0308(5) Uani 1 1 d . . . . .
H00I H 0.800644 0.346212 0.375734 0.037 Uiso 1 1 calc R U . . .
C00H C 0.4471(3) 0.3632(2) 0.46580(13) 0.0294(5) Uani 1 1 d . . . . .
H00J H 0.355819 0.317388 0.482830 0.035 Uiso 1 1 calc R U . . .
C00I C 0.7778(3) 0.0558(2) 0.17010(12) 0.0262(5) Uani 1 1 d . . . . .
H00K H 0.706316 0.000182 0.148691 0.031 Uiso 1 1 calc R U . . .
C00J C 0.4745(3) -0.1507(2) 0.31720(12) 0.0265(5) Uani 1 1 d . . . . .
H00L H 0.391251 -0.205386 0.296950 0.032 Uiso 1 1 calc R U . . .
H00M H 0.572318 -0.196174 0.334714 0.032 Uiso 1 1 calc R U . . .
C00K C 0.5146(3) -0.01554(19) 0.42424(12) 0.0260(5) Uani 1 1 d . . . . .
H00N H 0.513867 -0.056906 0.467644 0.031 Uiso 1 1 calc R U . . .
H00O H 0.632541 -0.016295 0.406453 0.031 Uiso 1 1 calc R U . . .
C00L C 0.4533(3) 0.4863(2) 0.47877(12) 0.0278(5) Uani 1 1 d . . . . .
H00P H 0.366290 0.521293 0.505000 0.033 Uiso 1 1 calc R U . . .
C00M C 0.7167(3) 0.5024(2) 0.41463(12) 0.0298(5) Uani 1 1 d . . . . .
H00Q H 0.807469 0.548325 0.397266 0.036 Uiso 1 1 calc R U . . .
C00N C 0.4168(3) 0.0516(2) 0.27449(13) 0.0329(5) Uani 1 1 d . . . . .
H00R H 0.486218 0.122645 0.282388 0.039 Uiso 1 1 calc R U . . .
H00S H 0.346204 0.064106 0.234121 0.039 Uiso 1 1 calc R U . . .
C00O C 0.2863(3) 0.1258(2) 0.38946(13) 0.0319(5) Uani 1 1 d . . . . .
H00T H 0.281884 0.203483 0.367582 0.038 Uiso 1 1 calc R U . . .
H00U H 0.182355 0.115800 0.417015 0.038 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
O001 C005 1.381(3) . ?
O001 C00A 1.449(3) . ?
O002 C00D 1.369(3) . ?
O002 C00F 1.436(3) . ?
N003 H00A 0.8702 . ?
N003 H00B 0.8698 . ?
N003 C008 1.413(3) . ?
N004 H00C 0.8669 . ?
N004 H00D 0.8676 . ?
N004 C00B 1.417(3) . ?
C005 C007 1.387(3) . ?
C005 C00I 1.387(3) . ?
C006 H006 0.9300 . ?
C006 C007 1.383(3) . ?
C006 C008 1.393(3) . ?
C007 H007 0.9300 . ?
C008 C009 1.391(3) . ?
C009 H009 0.9300 . ?
C009 C00I 1.387(3) . ?
C00A H00E 0.9800 . ?
C00A C00J 1.530(3) . ?
C00A C00N 1.542(3) . ?
C00B C00L 1.389(4) . ?
C00B C00M 1.392(4) . ?
C00C H00F 0.9800 . ?
C00C C00E 1.533(3) . ?
C00C C00J 1.527(3) . ?
C00C C00K 1.545(3) . ?
C00D C00G 1.396(4) . ?
C00D C00H 1.393(4) . ?
C00E H00G 0.9800 . ?
C00E C00N 1.533(3) . ?
C00E C00O 1.535(3) . ?
C00F H00H 0.9800 . ?
C00F C00K 1.542(3) . ?
C00F C00O 1.534(3) . ?
C00G H00I 0.9300 . ?
C00G C00M 1.383(3) . ?
C00H H00J 0.9300 . ?
C00H C00L 1.401(3) . ?
C00I H00K 0.9300 . ?
C00J H00L 0.9700 . ?
C00J H00M 0.9700 . ?
C00K H00N 0.9700 . ?
C00K H00O 0.9700 . ?
C00L H00P 0.9300 . ?
C00M H00Q 0.9300 . ?
C00N H00R 0.9700 . ?
C00N H00S 0.9700 . ?
C00O H00T 0.9700 . ?
C00O H00U 0.9700 . ?

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
C005 O001 C00A 116.42(17) . . ?
C00D O002 C00F 117.69(19) . . ?
H00A N003 H00B 108.3 . . ?
C008 N003 H00A 110.9 . . ?
C008 N003 H00B 110.1 . . ?
H00C N004 H00D 108.5 . . ?
C00B N004 H00C 109.3 . . ?
C00B N004 H00D 110.6 . . ?
O001 C005 C007 117.74(19) . . ?
O001 C005 C00I 123.0(2) . . ?
C007 C005 C00I 119.2(2) . . ?
C007 C006 H006 119.8 . . ?
C007 C006 C008 120.3(2) . . ?
C008 C006 H006 119.8 . . ?
C005 C007 H007 119.5 . . ?
C006 C007 C005 120.9(2) . . ?
C006 C007 H007 119.5 . . ?
C006 C008 N003 121.5(2) . . ?
C009 C008 N003 120.1(2) . . ?
C009 C008 C006 118.4(2) . . ?
C008 C009 H009 119.3 . . ?
C00I C009 C008 121.3(2) . . ?
C00I C009 H009 119.3 . . ?
O001 C00A H00E 111.0 . . ?
O001 C00A C00J 107.20(18) . . ?
O001 C00A C00N 110.57(19) . . ?
C00J C00A H00E 111.0 . . ?
C00J C00A C00N 106.04(19) . . ?
C00N C00A H00E 111.0 . . ?
C00L C00B N004 120.8(2) . . ?
C00L C00B C00M 118.3(2) . . ?
C00M C00B N004 120.8(2) . . ?
C00E C00C H00F 110.6 . . ?
C00E C00C C00K 104.32(17) . . ?
C00J C00C H00F 110.6 . . ?
C00J C00C C00E 104.19(18) . . ?
C00J C00C C00K 116.1(2) . . ?
C00K C00C H00F 110.6 . . ?
O002 C00D C00G 115.0(2) . . ?
O002 C00D C00H 125.9(2) . . ?
C00H C00D C00G 119.0(2) . . ?
C00C C00E H00G 110.1 . . ?
C00C C00E C00O 104.63(19) . . ?
C00N C00E C00C 105.18(19) . . ?
C00N C00E H00G 110.1 . . ?
C00N C00E C00O 116.3(2) . . ?
C00O C00E H00G 110.1 . . ?
O002 C00F H00H 110.1 . . ?
O002 C00F C00K 107.00(18) . . ?
O002 C00F C00O 113.24(19) . . ?
C00K C00F H00H 110.1 . . ?
C00O C00F H00H 110.1 . . ?
C00O C00F C00K 106.01(19) . . ?
C00D C00G H00I 119.7 . . ?
C00M C00G C00D 120.6(2) . . ?
C00M C00G H00I 119.7 . . ?
C00D C00H H00J 120.2 . . ?
C00D C00H C00L 119.7(2) . . ?
C00L C00H H00J 120.2 . . ?
C005 C00I H00K 120.1 . . ?
C009 C00I C005 119.8(2) . . ?
C009 C00I H00K 120.1 . . ?
C00A C00J H00L 110.8 . . ?
C00A C00J H00M 110.8 . . ?
C00C C00J C00A 104.85(18) . . ?
C00C C00J H00L 110.8 . . ?
C00C C00J H00M 110.8 . . ?
H00L C00J H00M 108.9 . . ?
C00C C00K H00N 110.2 . . ?
C00C C00K H00O 110.2 . . ?
C00F C00K C00C 107.42(18) . . ?
C00F C00K H00N 110.2 . . ?
C00F C00K H00O 110.2 . . ?
H00N C00K H00O 108.5 . . ?
C00B C00L C00H 121.3(2) . . ?
C00B C00L H00P 119.4 . . ?
C00H C00L H00P 119.4 . . ?
C00B C00M H00Q 119.5 . . ?
C00G C00M C00B 121.0(2) . . ?
C00G C00M H00Q 119.5 . . ?
C00A C00N H00R 110.3 . . ?
C00A C00N H00S 110.3 . . ?
C00E C00N C00A 106.94(19) . . ?
C00E C00N H00R 110.3 . . ?
C00E C00N H00S 110.3 . . ?
H00R C00N H00S 108.6 . . ?
C00E C00O H00T 110.7 . . ?
C00E C00O H00U 110.7 . . ?
C00F C00O C00E 105.3(2) . . ?
C00F C00O H00T 110.7 . . ?
C00F C00O H00U 110.7 . . ?
H00T C00O H00U 108.8 . . ?

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
O001 C005 C007 C006 176.6(2) . . . . ?
O001 C005 C00I C009 -177.2(2) . . . . ?
O001 C00A C00J C00C 92.7(2) . . . . ?
O001 C00A C00N C00E -110.6(2) . . . . ?
O002 C00D C00G C00M -179.3(2) . . . . ?
O002 C00D C00H C00L 178.9(2) . . . . ?
O002 C00F C00K C00C -119.8(2) . . . . ?
O002 C00F C00O C00E 95.0(2) . . . . ?
N003 C008 C009 C00I 176.7(2) . . . . ?
N004 C00B C00L C00H -178.7(2) . . . . ?
N004 C00B C00M C00G 178.3(2) . . . . ?
C005 O001 C00A C00J -179.48(18) . . . . ?
C005 O001 C00A C00N -64.3(2) . . . . ?
C006 C008 C009 C00I -0.5(4) . . . . ?
C007 C005 C00I C009 0.4(3) . . . . ?
C007 C006 C008 N003 -177.5(2) . . . . ?
C007 C006 C008 C009 -0.3(3) . . . . ?
C008 C006 C007 C005 1.1(4) . . . . ?
C008 C009 C00I C005 0.5(4) . . . . ?
C00A O001 C005 C007 139.8(2) . . . . ?
C00A O001 C005 C00I -42.6(3) . . . . ?
C00C C00E C00N C00A 16.8(3) . . . . ?
C00C C00E C00O C00F 34.7(2) . . . . ?
C00D O002 C00F C00K -167.4(2) . . . . ?
C00D O002 C00F C00O 76.2(3) . . . . ?
C00D C00G C00M C00B -0.1(4) . . . . ?
C00D C00H C00L C00B 0.8(4) . . . . ?
C00E C00C C00J C00A 35.9(2) . . . . ?
C00E C00C C00K C00F 19.8(2) . . . . ?
C00F O002 C00D C00G -176.8(2) . . . . ?
C00F O002 C00D C00H 3.6(4) . . . . ?
C00G C00D C00H C00L -0.7(4) . . . . ?
C00H C00D C00G C00M 0.3(4) . . . . ?
C00I C005 C007 C006 -1.2(3) . . . . ?
C00J C00A C00N C00E 5.2(3) . . . . ?
C00J C00C C00E C00N -32.5(2) . . . . ?
C00J C00C C00E C00O -155.59(19) . . . . ?
C00J C00C C00K C00F 133.8(2) . . . . ?
C00K C00C C00E C00N 89.7(2) . . . . ?
C00K C00C C00E C00O -33.3(2) . . . . ?
C00K C00C C00J C00A -78.1(2) . . . . ?
C00K C00F C00O C00E -22.0(2) . . . . ?
C00L C00B C00M C00G 0.2(4) . . . . ?
C00M C00B C00L C00H -0.6(3) . . . . ?
C00N C00A C00J C00C -25.4(2) . . . . ?
C00N C00E C00O C00F -80.9(2) . . . . ?
C00O C00E C00N C00A 132.1(2) . . . . ?
C00O C00F C00K C00C 1.4(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_a22050908a0158
_database_code_depnum_ccdc_archive 'CCDC 2203982'
loop_
_audit_author_name
_audit_author_address
jx
;Sun Yat sen University
China
;
_audit_update_record             
;
2022-08-29 deposited with the CCDC.	2022-11-10 downloaded from the CCDC.
;
_audit_creation_date             2022-05-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H42 N4 O8'
_chemical_formula_sum            'C38 H42 N4 O8'
_chemical_formula_weight         682.75
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHON
_chemical_oxdiff_usercomment     JXS-OAc
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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                   10.39007(11)
_cell_length_b                   10.69791(14)
_cell_length_c                   30.6594(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3407.85(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9573
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      72.6940
_cell_measurement_theta_min      4.1300
_shelx_estimated_absorpt_T_max   0.927
_shelx_estimated_absorpt_T_min   0.874
_exptl_absorpt_coefficient_mu    0.771
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73242
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            13270
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.527
_diffrn_reflns_theta_min         2.883
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2913
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -98.00  30.00   1.00    2.00    --  -41.14   0.00 -30.00  128
  2  ω     48.00  75.00   1.00    2.00    --   41.14-125.00-180.00   27
  3  ω    104.00 171.00   1.00    4.00    --  104.98  77.00 -60.00   67
  4  ω     45.00 108.00   1.00    4.00    --  104.98-125.00 150.00   63
  5  ω     33.00  58.00   1.00    4.00    --  104.98 -77.00  90.00   25
  6  ω     77.00 138.00   1.00    4.00    --  104.98 -77.00  90.00   61
  7  ω    104.00 174.00   1.00    4.00    --  104.98 125.00  60.00   70
  8  ω     48.00  74.00   1.00    2.00    --   41.39-125.00-150.00   26
  9  ω     40.00  75.00   1.00    4.00    --  104.98-125.00 120.00   35
 10  ω    115.00 173.00   1.00    4.00    --  104.98  77.00 -90.00   58
 11  ω    151.00 177.00   1.00    4.00    --  104.98  77.00 -60.00   26
 12  ω    134.00 172.00   1.00    4.00    --  104.98  15.00-120.00   38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0303978000
_diffrn_orient_matrix_UB_12      0.0023017000
_diffrn_orient_matrix_UB_13      -0.0491671000
_diffrn_orient_matrix_UB_21      -0.0688794000
_diffrn_orient_matrix_UB_22      -0.1270770000
_diffrn_orient_matrix_UB_23      0.0041904000
_diffrn_orient_matrix_UB_31      -0.1276837000
_diffrn_orient_matrix_UB_32      0.0678078000
_diffrn_orient_matrix_UB_33      0.0094723000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.751
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.961
_reflns_number_gt                6402
_reflns_number_total             6592
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 2661 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         6592
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0389
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0692P)²+0.6815P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1088
_refine_ls_wR_factor_ref         0.1101
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2A), C3(H3A), C16(H16), C18(H18), C19(H19), C22(H22), C32(H32), C33(H33)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C17(H17A,H17B), C20(H20A,
 H20B), C21(H21A,H21B), C23(H23A,H23B), C35(H35A,H35B), C36(H36A,H36B),
 C37(H37A,H37B), C38(H38A,H38B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), C10(H10), C11(H11), C13(H13), C14(H14), C26(H26), C27(H27),
 C29(H29), C30(H30)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.76844(19) 0.89191(18) 0.20785(6) 0.0387(4) Uani 1 1 d . . . . .
O2 O 0.6625(2) 0.6021(2) 0.10533(7) 0.0457(5) Uani 1 1 d . . . . .
O3 O 0.15226(19) 0.84206(18) 0.26884(7) 0.0435(5) Uani 1 1 d . . . . .
O4 O 0.04921(17) 0.66496(18) 0.28958(6) 0.0366(4) Uani 1 1 d . . . . .
O5 O -0.30237(17) 0.61456(18) 0.39502(6) 0.0355(4) Uani 1 1 d . . . . .
O6 O -0.47513(17) 0.4890(2) 0.40683(7) 0.0433(5) Uani 1 1 d . . . . .
O7 O -0.1663(2) -0.1373(2) 0.47265(6) 0.0460(5) Uani 1 1 d . . . . .
O8 O -0.50180(17) 0.00912(19) 0.55295(6) 0.0391(4) Uani 1 1 d . . . . .
N1 N 0.6896(2) 0.73936(19) 0.16239(6) 0.0299(4) Uani 1 1 d . . . . .
N2 N 0.2429(2) 0.6476(2) 0.26057(7) 0.0352(5) Uani 1 1 d . . . . .
H2 H 0.2337 0.5715 0.2690 0.042 Uiso 1 1 calc R . . . .
N3 N -0.2738(2) 0.4383(2) 0.43130(7) 0.0319(4) Uani 1 1 d . . . . .
H3 H -0.1966 0.4670 0.4328 0.038 Uiso 1 1 calc R . . . .
N4 N -0.3358(2) -0.0373(2) 0.50620(7) 0.0324(4) Uani 1 1 d . . . . .
C1 C 0.7802(2) 0.8279(2) 0.17579(8) 0.0311(5) Uani 1 1 d . . . . .
C2 C 0.8940(3) 0.8209(3) 0.14539(9) 0.0385(6) Uani 1 1 d . . . . .
H2A H 0.9269 0.9041 0.1380 0.046 Uiso 1 1 calc R . . . .
C3 C 0.8401(3) 0.7536(3) 0.10562(8) 0.0398(6) Uani 1 1 d . . . . .
H3A H 0.8060 0.8198 0.0868 0.048 Uiso 1 1 calc R . . . .
C4 C 0.7231(2) 0.6845(2) 0.12241(8) 0.0324(5) Uani 1 1 d . . . . .
C5 C 0.9984(3) 0.7392(4) 0.16921(10) 0.0504(7) Uani 1 1 d . . . . .
H5A H 1.0461 0.7914 0.1894 0.060 Uiso 1 1 calc R . . . .
H5B H 0.9559 0.6742 0.1859 0.060 Uiso 1 1 calc R . . . .
C6 C 1.0927(3) 0.6788(4) 0.13666(11) 0.0556(9) Uani 1 1 d . . . . .
H6A H 1.1412 0.7437 0.1219 0.067 Uiso 1 1 calc R . . . .
H6B H 1.1531 0.6264 0.1524 0.067 Uiso 1 1 calc R . . . .
C7 C 1.0242(4) 0.6030(3) 0.10418(12) 0.0576(9) Uani 1 1 d . . . . .
H7A H 0.9774 0.5370 0.1190 0.069 Uiso 1 1 calc R . . . .
H7B H 1.0863 0.5642 0.0849 0.069 Uiso 1 1 calc R . . . .
C8 C 0.9303(3) 0.6801(3) 0.07727(10) 0.0482(7) Uani 1 1 d . . . . .
H8A H 0.9781 0.7370 0.0587 0.058 Uiso 1 1 calc R . . . .
H8B H 0.8809 0.6249 0.0586 0.058 Uiso 1 1 calc R . . . .
C9 C 0.5736(2) 0.7144(2) 0.18609(8) 0.0301(5) Uani 1 1 d . . . . .
C10 C 0.5496(2) 0.5963(2) 0.20338(8) 0.0313(5) Uani 1 1 d . . . . .
H10 H 0.6068 0.5309 0.1985 0.038 Uiso 1 1 calc R . . . .
C11 C 0.4395(2) 0.5774(2) 0.22789(8) 0.0318(5) Uani 1 1 d . . . . .
H11 H 0.4229 0.4986 0.2394 0.038 Uiso 1 1 calc R . . . .
C12 C 0.3529(2) 0.6746(2) 0.23561(8) 0.0311(5) Uani 1 1 d . . . . .
C13 C 0.3776(3) 0.7925(3) 0.21781(10) 0.0384(6) Uani 1 1 d . . . . .
H13 H 0.3210 0.8583 0.2226 0.046 Uiso 1 1 calc R . . . .
C14 C 0.4878(3) 0.8103(3) 0.19283(9) 0.0367(6) Uani 1 1 d . . . . .
H14 H 0.5036 0.8882 0.1805 0.044 Uiso 1 1 calc R . . . .
C15 C 0.1492(2) 0.7298(3) 0.27276(8) 0.0334(5) Uani 1 1 d . . . . .
C16 C -0.0704(2) 0.7345(2) 0.29267(8) 0.0328(5) Uani 1 1 d . . . . .
H16 H -0.0724 0.7984 0.2698 0.039 Uiso 1 1 calc R . . . .
C17 C -0.0962(3) 0.7951(3) 0.33609(9) 0.0400(6) Uani 1 1 d . . . . .
H17A H -0.0415 0.8674 0.3406 0.048 Uiso 1 1 calc R . . . .
H17B H -0.0842 0.7366 0.3599 0.048 Uiso 1 1 calc R . . . .
C18 C -0.2381(2) 0.8329(2) 0.33127(8) 0.0336(5) Uani 1 1 d . . . . .
H18 H -0.2437 0.9157 0.3177 0.040 Uiso 1 1 calc R . . . .
C19 C -0.2973(2) 0.7332(2) 0.30007(8) 0.0316(5) Uani 1 1 d . . . . .
H19 H -0.3321 0.7744 0.2741 0.038 Uiso 1 1 calc R . . . .
C20 C -0.1842(2) 0.6483(3) 0.28709(9) 0.0372(6) Uani 1 1 d . . . . .
H20A H -0.1779 0.5763 0.3062 0.045 Uiso 1 1 calc R . . . .
H20B H -0.1921 0.6200 0.2571 0.045 Uiso 1 1 calc R . . . .
C21 C -0.3201(3) 0.8302(3) 0.37273(9) 0.0401(6) Uani 1 1 d . . . . .
H21A H -0.2662 0.8399 0.3983 0.048 Uiso 1 1 calc R . . . .
H21B H -0.3829 0.8973 0.3723 0.048 Uiso 1 1 calc R . . . .
C22 C -0.3870(3) 0.7041(3) 0.37333(9) 0.0367(6) Uani 1 1 d . . . . .
H22 H -0.4698 0.7098 0.3885 0.044 Uiso 1 1 calc R . . . .
C23 C -0.4069(3) 0.6711(3) 0.32571(9) 0.0392(6) Uani 1 1 d . . . . .
H23A H -0.4896 0.7020 0.3157 0.047 Uiso 1 1 calc R . . . .
H23B H -0.4047 0.5812 0.3218 0.047 Uiso 1 1 calc R . . . .
C24 C -0.3613(2) 0.5109(3) 0.41062(8) 0.0328(5) Uani 1 1 d . . . . .
C25 C -0.2958(2) 0.3207(2) 0.45066(7) 0.0295(5) Uani 1 1 d . . . . .
C26 C -0.3972(3) 0.2435(3) 0.43847(8) 0.0347(5) Uani 1 1 d . . . . .
H26 H -0.4568 0.2707 0.4179 0.042 Uiso 1 1 calc R . . . .
C27 C -0.4091(3) 0.1260(3) 0.45700(8) 0.0357(5) Uani 1 1 d . . . . .
H27 H -0.4770 0.0744 0.4489 0.043 Uiso 1 1 calc R . . . .
C28 C -0.3208(2) 0.0849(2) 0.48747(8) 0.0306(5) Uani 1 1 d . . . . .
C29 C -0.2194(2) 0.1609(3) 0.49976(8) 0.0332(5) Uani 1 1 d . . . . .
H29 H -0.1594 0.1328 0.5200 0.040 Uiso 1 1 calc R . . . .
C30 C -0.2077(2) 0.2792(3) 0.48168(8) 0.0325(5) Uani 1 1 d . . . . .
H30 H -0.1406 0.3311 0.4903 0.039 Uiso 1 1 calc R . . . .
C31 C -0.4238(2) -0.0648(2) 0.53907(8) 0.0299(5) Uani 1 1 d . . . . .
C32 C -0.3955(2) -0.1948(2) 0.55529(8) 0.0313(5) Uani 1 1 d . . . . .
H32 H -0.4749 -0.2406 0.5619 0.038 Uiso 1 1 calc R . . . .
C33 C -0.3233(3) -0.2541(2) 0.51676(8) 0.0357(5) Uani 1 1 d . . . . .
H33 H -0.3878 -0.2867 0.4964 0.043 Uiso 1 1 calc R . . . .
C34 C -0.2605(2) -0.1419(3) 0.49547(8) 0.0341(5) Uani 1 1 d . . . . .
C35 C -0.3109(2) -0.1794(3) 0.59622(8) 0.0339(5) Uani 1 1 d . . . . .
H35A H -0.2527 -0.1095 0.5920 0.041 Uiso 1 1 calc R . . . .
H35B H -0.3653 -0.1604 0.6210 0.041 Uiso 1 1 calc R . . . .
C36 C -0.2327(3) -0.2964(3) 0.60599(9) 0.0420(6) Uani 1 1 d . . . . .
H36A H -0.2902 -0.3656 0.6122 0.050 Uiso 1 1 calc R . . . .
H36B H -0.1790 -0.2825 0.6314 0.050 Uiso 1 1 calc R . . . .
C37 C -0.1482(3) -0.3282(3) 0.56644(10) 0.0433(6) Uani 1 1 d . . . . .
H37A H -0.0937 -0.2573 0.5595 0.052 Uiso 1 1 calc R . . . .
H37B H -0.0930 -0.3986 0.5735 0.052 Uiso 1 1 calc R . . . .
C38 C -0.2305(3) -0.3604(3) 0.52734(10) 0.0437(6) Uani 1 1 d . . . . .
H38A H -0.2789 -0.4359 0.5333 0.052 Uiso 1 1 calc R . . . .
H38B H -0.1755 -0.3761 0.5024 0.052 Uiso 1 1 calc R . . . .


_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 1.204(3) . ?
O2 C4 1.204(3) . ?
O3 C15 1.207(3) . ?
O4 C15 1.351(3) . ?
O4 C16 1.452(3) . ?
O5 C22 1.461(3) . ?
O5 C24 1.355(3) . ?
O6 C24 1.211(3) . ?
O7 C34 1.204(3) . ?
O8 C31 1.209(3) . ?
N1 C1 1.397(3) . ?
N1 C4 1.403(3) . ?
N1 C9 1.432(3) . ?
N2 H2 0.8600 . ?
N2 C12 1.406(3) . ?
N2 C15 1.364(3) . ?
N3 H3 0.8600 . ?
N3 C24 1.353(3) . ?
N3 C25 1.410(3) . ?
N4 C28 1.436(3) . ?
N4 C31 1.393(3) . ?
N4 C34 1.404(3) . ?
C1 C2 1.508(4) . ?
C2 H2A 0.9800 . ?
C2 C3 1.523(4) . ?
C2 C5 1.573(4) . ?
C3 H3A 0.9800 . ?
C3 C4 1.513(4) . ?
C3 C8 1.501(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.541(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.468(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.520(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.393(4) . ?
C9 C14 1.375(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.384(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.395(4) . ?
C12 C13 1.398(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.390(4) . ?
C14 H14 0.9300 . ?
C16 H16 0.9800 . ?
C16 C17 1.505(4) . ?
C16 C20 1.509(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.536(4) . ?
C18 H18 0.9800 . ?
C18 C19 1.559(3) . ?
C18 C21 1.530(4) . ?
C19 H19 0.9800 . ?
C19 C20 1.538(4) . ?
C19 C23 1.536(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.518(4) . ?
C22 H22 0.9800 . ?
C22 C23 1.516(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C25 C26 1.390(4) . ?
C25 C30 1.393(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.386(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.381(4) . ?
C28 C29 1.383(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.387(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.506(4) . ?
C32 H32 0.9800 . ?
C32 C33 1.536(3) . ?
C32 C35 1.541(3) . ?
C33 H33 0.9800 . ?
C33 C34 1.513(4) . ?
C33 C38 1.526(4) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.522(4) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C37 1.536(4) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.512(4) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?

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
C15 O4 C16 114.8(2) . . ?
C24 O5 C22 115.2(2) . . ?
C1 N1 C4 111.9(2) . . ?
C1 N1 C9 123.0(2) . . ?
C4 N1 C9 125.1(2) . . ?
C12 N2 H2 116.7 . . ?
C15 N2 H2 116.7 . . ?
C15 N2 C12 126.7(2) . . ?
C24 N3 H3 116.5 . . ?
C24 N3 C25 126.9(2) . . ?
C25 N3 H3 116.5 . . ?
C31 N4 C28 123.5(2) . . ?
C31 N4 C34 111.5(2) . . ?
C34 N4 C28 124.9(2) . . ?
O1 C1 N1 123.9(2) . . ?
O1 C1 C2 127.8(2) . . ?
N1 C1 C2 108.2(2) . . ?
C1 C2 H2A 111.8 . . ?
C1 C2 C3 103.3(2) . . ?
C1 C2 C5 106.4(2) . . ?
C3 C2 H2A 111.8 . . ?
C3 C2 C5 111.3(2) . . ?
C5 C2 H2A 111.8 . . ?
C2 C3 H3A 105.3 . . ?
C4 C3 C2 104.7(2) . . ?
C4 C3 H3A 105.3 . . ?
C8 C3 C2 118.8(3) . . ?
C8 C3 H3A 105.3 . . ?
C8 C3 C4 116.3(3) . . ?
O2 C4 N1 123.8(3) . . ?
O2 C4 C3 129.1(2) . . ?
N1 C4 C3 107.0(2) . . ?
C2 C5 H5A 109.3 . . ?
C2 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
C6 C5 C2 111.8(2) . . ?
C6 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C7 C6 C5 111.3(3) . . ?
C7 C6 H6A 109.4 . . ?
C7 C6 H6B 109.4 . . ?
C6 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
C6 C7 C8 112.3(3) . . ?
H7A C7 H7B 107.9 . . ?
C8 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
C3 C8 C7 111.7(2) . . ?
C3 C8 H8A 109.3 . . ?
C3 C8 H8B 109.3 . . ?
C7 C8 H8A 109.3 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 107.9 . . ?
C10 C9 N1 120.9(2) . . ?
C14 C9 N1 118.9(2) . . ?
C14 C9 C10 120.2(2) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.2(2) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 119.5 . . ?
C10 C11 C12 121.1(2) . . ?
C12 C11 H11 119.5 . . ?
C11 C12 N2 117.6(2) . . ?
C11 C12 C13 119.2(2) . . ?
C13 C12 N2 123.2(2) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.3(2) . . ?
C14 C13 H13 120.3 . . ?
C9 C14 C13 121.0(2) . . ?
C9 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
O3 C15 O4 124.7(3) . . ?
O3 C15 N2 126.5(2) . . ?
O4 C15 N2 108.8(2) . . ?
O4 C16 H16 109.2 . . ?
O4 C16 C17 115.5(2) . . ?
O4 C16 C20 110.5(2) . . ?
C17 C16 H16 109.2 . . ?
C17 C16 C20 102.9(2) . . ?
C20 C16 H16 109.2 . . ?
C16 C17 H17A 111.5 . . ?
C16 C17 H17B 111.5 . . ?
C16 C17 C18 101.5(2) . . ?
H17A C17 H17B 109.3 . . ?
C18 C17 H17A 111.5 . . ?
C18 C17 H17B 111.5 . . ?
C17 C18 H18 109.6 . . ?
C17 C18 C19 104.9(2) . . ?
C19 C18 H18 109.6 . . ?
C21 C18 C17 116.7(2) . . ?
C21 C18 H18 109.6 . . ?
C21 C18 C19 106.1(2) . . ?
C18 C19 H19 109.7 . . ?
C20 C19 C18 105.18(19) . . ?
C20 C19 H19 109.7 . . ?
C23 C19 C18 105.9(2) . . ?
C23 C19 H19 109.7 . . ?
C23 C19 C20 116.3(2) . . ?
C16 C20 C19 102.0(2) . . ?
C16 C20 H20A 111.4 . . ?
C16 C20 H20B 111.4 . . ?
C19 C20 H20A 111.4 . . ?
C19 C20 H20B 111.4 . . ?
H20A C20 H20B 109.2 . . ?
C18 C21 H21A 110.5 . . ?
C18 C21 H21B 110.5 . . ?
H21A C21 H21B 108.6 . . ?
C22 C21 C18 106.4(2) . . ?
C22 C21 H21A 110.5 . . ?
C22 C21 H21B 110.5 . . ?
O5 C22 C21 108.2(2) . . ?
O5 C22 H22 110.6 . . ?
O5 C22 C23 111.6(2) . . ?
C21 C22 H22 110.6 . . ?
C23 C22 C21 104.9(2) . . ?
C23 C22 H22 110.6 . . ?
C19 C23 H23A 110.3 . . ?
C19 C23 H23B 110.3 . . ?
C22 C23 C19 106.9(2) . . ?
C22 C23 H23A 110.3 . . ?
C22 C23 H23B 110.3 . . ?
H23A C23 H23B 108.6 . . ?
O6 C24 O5 124.4(2) . . ?
O6 C24 N3 126.2(3) . . ?
N3 C24 O5 109.4(2) . . ?
C26 C25 N3 122.6(2) . . ?
C26 C25 C30 119.5(2) . . ?
C30 C25 N3 117.8(2) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.8(2) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.5(2) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 N4 119.3(2) . . ?
C27 C28 C29 120.2(2) . . ?
C29 C28 N4 120.6(2) . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.6(2) . . ?
C30 C29 H29 120.2 . . ?
C25 C30 H30 119.8 . . ?
C29 C30 C25 120.4(2) . . ?
C29 C30 H30 119.8 . . ?
O8 C31 N4 123.8(2) . . ?
O8 C31 C32 128.2(2) . . ?
N4 C31 C32 107.8(2) . . ?
C31 C32 H32 111.4 . . ?
C31 C32 C33 102.9(2) . . ?
C31 C32 C35 106.3(2) . . ?
C33 C32 H32 111.4 . . ?
C33 C32 C35 113.1(2) . . ?
C35 C32 H32 111.4 . . ?
C32 C33 H33 107.6 . . ?
C34 C33 C32 102.4(2) . . ?
C34 C33 H33 107.6 . . ?
C34 C33 C38 114.2(2) . . ?
C38 C33 C32 116.9(2) . . ?
C38 C33 H33 107.6 . . ?
O7 C34 N4 123.7(3) . . ?
O7 C34 C33 129.3(3) . . ?
N4 C34 C33 106.9(2) . . ?
C32 C35 H35A 109.2 . . ?
C32 C35 H35B 109.2 . . ?
H35A C35 H35B 107.9 . . ?
C36 C35 C32 112.1(2) . . ?
C36 C35 H35A 109.2 . . ?
C36 C35 H35B 109.2 . . ?
C35 C36 H36A 109.8 . . ?
C35 C36 H36B 109.8 . . ?
C35 C36 C37 109.4(2) . . ?
H36A C36 H36B 108.2 . . ?
C37 C36 H36A 109.8 . . ?
C37 C36 H36B 109.8 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 108.1 . . ?
C38 C37 C36 110.7(2) . . ?
C38 C37 H37A 109.5 . . ?
C38 C37 H37B 109.5 . . ?
C33 C38 H38A 109.5 . . ?
C33 C38 H38B 109.5 . . ?
C37 C38 C33 110.9(2) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 108.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O1 0.86 2.05 2.904(3) 173.7 3_645
N3 H3 O8 0.86 2.09 2.922(3) 163.6 4_556

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -165.4(3) . . . . ?
O1 C1 C2 C5 77.3(3) . . . . ?
O4 C16 C17 C18 -167.9(2) . . . . ?
O4 C16 C20 C19 169.6(2) . . . . ?
O5 C22 C23 C19 -87.6(3) . . . . ?
O8 C31 C32 C33 162.3(3) . . . . ?
O8 C31 C32 C35 -78.6(3) . . . . ?
N1 C1 C2 C3 18.7(3) . . . . ?
N1 C1 C2 C5 -98.6(3) . . . . ?
N1 C9 C10 C11 176.9(2) . . . . ?
N1 C9 C14 C13 -176.2(2) . . . . ?
N2 C12 C13 C14 -178.8(3) . . . . ?
N3 C25 C26 C27 176.3(2) . . . . ?
N3 C25 C30 C29 -175.8(2) . . . . ?
N4 C28 C29 C30 -179.2(2) . . . . ?
N4 C31 C32 C33 -22.4(3) . . . . ?
N4 C31 C32 C35 96.6(2) . . . . ?
C1 N1 C4 O2 176.8(2) . . . . ?
C1 N1 C4 C3 -6.4(3) . . . . ?
C1 N1 C9 C10 -118.6(3) . . . . ?
C1 N1 C9 C14 59.2(3) . . . . ?
C1 C2 C3 C4 -21.7(3) . . . . ?
C1 C2 C3 C8 -153.5(3) . . . . ?
C1 C2 C5 C6 156.3(3) . . . . ?
C2 C3 C4 O2 -165.6(3) . . . . ?
C2 C3 C4 N1 17.9(3) . . . . ?
C2 C3 C8 C7 43.3(4) . . . . ?
C2 C5 C6 C7 -56.5(4) . . . . ?
C3 C2 C5 C6 44.4(4) . . . . ?
C4 N1 C1 O1 175.8(2) . . . . ?
C4 N1 C1 C2 -8.0(3) . . . . ?
C4 N1 C9 C10 65.0(3) . . . . ?
C4 N1 C9 C14 -117.2(3) . . . . ?
C4 C3 C8 C7 -83.2(3) . . . . ?
C5 C2 C3 C4 92.1(3) . . . . ?
C5 C2 C3 C8 -39.7(3) . . . . ?
C5 C6 C7 C8 60.7(4) . . . . ?
C6 C7 C8 C3 -52.8(4) . . . . ?
C8 C3 C4 O2 -32.4(4) . . . . ?
C8 C3 C4 N1 151.1(2) . . . . ?
C9 N1 C1 O1 -1.0(4) . . . . ?
C9 N1 C1 C2 175.1(2) . . . . ?
C9 N1 C4 O2 -6.4(4) . . . . ?
C9 N1 C4 C3 170.3(2) . . . . ?
C9 C10 C11 C12 -0.3(4) . . . . ?
C10 C9 C14 C13 1.7(4) . . . . ?
C10 C11 C12 N2 179.6(2) . . . . ?
C10 C11 C12 C13 0.7(4) . . . . ?
C11 C12 C13 C14 0.0(4) . . . . ?
C12 N2 C15 O3 -9.7(4) . . . . ?
C12 N2 C15 O4 169.2(2) . . . . ?
C12 C13 C14 C9 -1.2(4) . . . . ?
C14 C9 C10 C11 -0.9(4) . . . . ?
C15 O4 C16 C17 -95.1(3) . . . . ?
C15 O4 C16 C20 148.6(2) . . . . ?
C15 N2 C12 C11 178.0(2) . . . . ?
C15 N2 C12 C13 -3.2(4) . . . . ?
C16 O4 C15 O3 15.4(4) . . . . ?
C16 O4 C15 N2 -163.6(2) . . . . ?
C16 C17 C18 C19 30.2(3) . . . . ?
C16 C17 C18 C21 147.3(2) . . . . ?
C17 C16 C20 C19 45.7(2) . . . . ?
C17 C18 C19 C20 -2.8(3) . . . . ?
C17 C18 C19 C23 121.0(2) . . . . ?
C17 C18 C21 C22 -95.2(3) . . . . ?
C18 C19 C20 C16 -25.7(3) . . . . ?
C18 C19 C23 C22 -16.1(3) . . . . ?
C18 C21 C22 O5 87.9(2) . . . . ?
C18 C21 C22 C23 -31.3(3) . . . . ?
C19 C18 C21 C22 21.2(3) . . . . ?
C20 C16 C17 C18 -47.4(3) . . . . ?
C20 C19 C23 C22 100.3(3) . . . . ?
C21 C18 C19 C20 -126.9(2) . . . . ?
C21 C18 C19 C23 -3.1(3) . . . . ?
C21 C22 C23 C19 29.4(3) . . . . ?
C22 O5 C24 O6 1.4(4) . . . . ?
C22 O5 C24 N3 -177.6(2) . . . . ?
C23 C19 C20 C16 -142.5(2) . . . . ?
C24 O5 C22 C21 159.7(2) . . . . ?
C24 O5 C22 C23 -85.3(3) . . . . ?
C24 N3 C25 C26 23.2(4) . . . . ?
C24 N3 C25 C30 -160.0(2) . . . . ?
C25 N3 C24 O5 -177.7(2) . . . . ?
C25 N3 C24 O6 3.3(4) . . . . ?
C25 C26 C27 C28 -0.1(4) . . . . ?
C26 C25 C30 C29 1.2(4) . . . . ?
C26 C27 C28 N4 179.9(2) . . . . ?
C26 C27 C28 C29 0.0(4) . . . . ?
C27 C28 C29 C30 0.7(4) . . . . ?
C28 N4 C31 O8 5.1(4) . . . . ?
C28 N4 C31 C32 -170.4(2) . . . . ?
C28 N4 C34 O7 8.1(4) . . . . ?
C28 N4 C34 C33 -170.5(2) . . . . ?
C28 C29 C30 C25 -1.3(4) . . . . ?
C30 C25 C26 C27 -0.5(4) . . . . ?
C31 N4 C28 C27 -78.1(3) . . . . ?
C31 N4 C28 C29 101.8(3) . . . . ?
C31 N4 C34 O7 -169.1(2) . . . . ?
C31 N4 C34 C33 12.4(3) . . . . ?
C31 C32 C33 C34 28.3(2) . . . . ?
C31 C32 C33 C38 154.0(2) . . . . ?
C31 C32 C35 C36 -157.8(2) . . . . ?
C32 C33 C34 O7 156.0(3) . . . . ?
C32 C33 C34 N4 -25.5(2) . . . . ?
C32 C33 C38 C37 -45.1(3) . . . . ?
C32 C35 C36 C37 57.8(3) . . . . ?
C33 C32 C35 C36 -45.7(3) . . . . ?
C34 N4 C28 C27 105.0(3) . . . . ?
C34 N4 C28 C29 -75.0(3) . . . . ?
C34 N4 C31 O8 -177.7(2) . . . . ?
C34 N4 C31 C32 6.8(3) . . . . ?
C34 C33 C38 C37 74.5(3) . . . . ?
C35 C32 C33 C34 -85.9(2) . . . . ?
C35 C32 C33 C38 39.7(3) . . . . ?
C35 C36 C37 C38 -63.9(3) . . . . ?
C36 C37 C38 C33 56.3(3) . . . . ?
C38 C33 C34 O7 28.6(4) . . . . ?
C38 C33 C34 N4 -152.9(2) . . . . ?


_olex2_date_sample_data_collection 2022-05-09
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.409
_oxdiff_exptl_absorpt_empirical_full_min 0.651
