# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_3i
_database_code_depnum_ccdc_archive 'CCDC 2321597'
loop_
_audit_author_name
_audit_author_address
'Paolo Pio Mazzeo'
;University of Parma
Italy
;
_audit_update_record             
;
2023-12-24 deposited with the CCDC.	2024-05-02 downloaded from the CCDC.
;
_audit_creation_date             2023-12-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H12 N2 O4'
_chemical_formula_sum            'C10 H12 N2 O4'
_chemical_formula_weight         224.22
_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 0.0033 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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.6549(3)
_cell_length_b                   12.8056(5)
_cell_length_c                   6.6575(3)
_cell_angle_alpha                90
_cell_angle_beta                 116.973(2)
_cell_angle_gamma                90
_cell_volume                     505.64(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4910
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      26.402
_cell_measurement_theta_min      3.182
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             236
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            4910
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         26.402
_diffrn_reflns_theta_min         3.182
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker D8 Venture, Photon II, Microfocus'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                988
_reflns_number_total             1022
_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 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'XS  (Sheldrick, 2008)'
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     75
_refine_ls_number_reflns         1022
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0334
_refine_ls_restrained_S_all      1.103
_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)+(0.0403P)²+0.0972P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0860
_refine_ls_wR_factor_ref         0.0868
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.670(2)
 0.330(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1)
3.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C)
;
_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 0.0587(2) 0.15402(7) 0.2915(2) 0.0280(3) Uani 1 1 d . . . . .
C1 C 0.0706(2) -0.01409(11) 0.4477(3) 0.0228(3) Uani 1 1 d . . . . .
H1 H 0.1244 -0.0839 0.4656 0.027 Uiso 1 1 calc R U . . .
C3 C 0.2751(2) 0.03179(11) 0.2114(2) 0.0228(3) Uani 1 1 d . . . . .
H3A H 0.4339 0.0177 0.3205 0.027 Uiso 1 1 calc R U . . .
H3B H 0.2168 -0.0267 0.1028 0.027 Uiso 1 1 calc R U . . .
C2 C 0.1305(2) 0.05068(10) 0.3285(2) 0.0212(3) Uani 1 1 d . . . . .
C4 C 0.1415(3) 0.20205(11) 0.1576(3) 0.0273(3) Uani 1 1 d . . . . .
O2 O 0.1064(2) 0.29285(8) 0.1082(2) 0.0409(4) Uani 1 1 d . . . . .
N1 N 0.2518(2) 0.13061(9) 0.0982(2) 0.0261(3) Uani 1 1 d . . . . .
C5 C 0.3849(3) 0.15690(12) -0.0170(3) 0.0342(4) Uani 1 1 d . . . . .
H5A H 0.5453 0.1563 0.0911 0.051 Uiso 1 1 calc R U . . .
H5B H 0.3427 0.2266 -0.0838 0.051 Uiso 1 1 calc R U . . .
H5C H 0.3568 0.1056 -0.1360 0.051 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 C2 1.3905(16) . ?
O1 C4 1.3860(18) . ?
C1 C1 1.446(3) 3_556 ?
C1 H1 0.9500 . ?
C1 C2 1.328(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.508(2) . ?
C3 N1 1.4447(18) . ?
C4 O2 1.2021(17) . ?
C4 N1 1.340(2) . ?
N1 C5 1.4499(19) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?

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
C4 O1 C2 109.37(11) . . ?
C1 C1 H1 117.7 3_556 . ?
C2 C1 C1 124.65(17) . 3_556 ?
C2 C1 H1 117.7 . . ?
H3A C3 H3B 109.4 . . ?
C2 C3 H3A 111.6 . . ?
C2 C3 H3B 111.6 . . ?
N1 C3 H3A 111.6 . . ?
N1 C3 H3B 111.6 . . ?
N1 C3 C2 100.75(11) . . ?
O1 C2 C3 108.02(12) . . ?
C1 C2 O1 121.89(13) . . ?
C1 C2 C3 130.08(13) . . ?
O2 C4 O1 121.38(15) . . ?
O2 C4 N1 130.08(16) . . ?
N1 C4 O1 108.51(12) . . ?
C3 N1 C5 122.17(13) . . ?
C4 N1 C3 112.81(12) . . ?
C4 N1 C5 123.06(13) . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C4 N1 C3 -7.24(19) . . . . ?
O1 C4 N1 C5 -171.57(15) . . . . ?
C1 C1 C2 O1 -0.5(3) 3_556 . . . ?
C1 C1 C2 C3 -179.92(17) 3_556 . . . ?
C2 O1 C4 O2 -177.90(16) . . . . ?
C2 O1 C4 N1 3.62(17) . . . . ?
C2 C3 N1 C4 7.40(17) . . . . ?
C2 C3 N1 C5 171.89(14) . . . . ?
C4 O1 C2 C1 -178.42(15) . . . . ?
C4 O1 C2 C3 1.08(15) . . . . ?
O2 C4 N1 C3 174.46(17) . . . . ?
O2 C4 N1 C5 10.1(3) . . . . ?
N1 C3 C2 O1 -4.87(15) . . . . ?
N1 C3 C2 C1 174.57(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.670(2)
2 0.330(2)

####################################################################### 
# 
# 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_3b
_database_code_depnum_ccdc_archive 'CCDC 2321598'
loop_
_audit_author_name
_audit_author_address
'Paolo Pio Mazzeo'
;University of Parma
Italy
;
_audit_update_record             
;
2023-12-24 deposited with the CCDC.	2024-05-02 downloaded from the CCDC.
;
_audit_creation_date             2023-12-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H24 N2 O6'
_chemical_formula_sum            'C24 H24 N2 O6'
_chemical_formula_weight         436.45
_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   40.9802(7)
_cell_length_b                   5.98560(10)
_cell_length_c                   8.7293(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.2560(10)
_cell_angle_gamma                90
_cell_volume                     2124.07(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7591
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      72.046
_cell_measurement_theta_min      2.174
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.818
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.5873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1194 before and 0.0517 after correction.
The Ratio of minimum to maximum transmission is 0.7793.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            13280
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.042
_diffrn_reflns_theta_min         2.174
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1872
_reflns_number_total             2013
_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       SHELXT
_computing_data_collection       ?
_computing_data_reduction        SHELXT
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         0.168
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2013
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0343
_refine_ls_restrained_S_all      1.046
_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)+(0.0489P)²+0.9281P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.0901
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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
O3 O 0.45703(2) 0.64732(13) 0.29142(9) 0.0355(2) Uani 1 1 d . . . . .
O5 O 0.41827(2) 0.78845(14) 0.11051(10) 0.0418(2) Uani 1 1 d . . . . .
O15 O 0.28211(2) 0.21592(16) 0.37856(11) 0.0470(3) Uani 1 1 d . . . . .
N6 N 0.42227(2) 0.41143(16) 0.16172(11) 0.0342(2) Uani 1 1 d . . . . .
C9 C 0.36390(3) 0.29896(19) 0.14556(12) 0.0310(3) Uani 1 1 d . . . . .
C14 C 0.35919(3) 0.09784(19) 0.21808(14) 0.0349(3) Uani 1 1 d . . . . .
C2 C 0.46562(3) 0.43653(19) 0.35056(12) 0.0318(3) Uani 1 1 d . . . . .
C1 C 0.49001(3) 0.4100(2) 0.46414(13) 0.0332(3) Uani 1 1 d . . . . .
C13 C 0.33244(3) 0.0631(2) 0.29877(14) 0.0352(3) Uani 1 1 d . . . . .
C4 C 0.43047(3) 0.62691(19) 0.17797(13) 0.0322(3) Uani 1 1 d . . . . .
C10 C 0.34100(3) 0.4687(2) 0.15566(14) 0.0367(3) Uani 1 1 d . . . . .
C8 C 0.39331(3) 0.3338(2) 0.05982(13) 0.0361(3) Uani 1 1 d . . . . .
C12 C 0.30973(3) 0.2332(2) 0.30585(13) 0.0341(3) Uani 1 1 d . . . . .
C7 C 0.44290(3) 0.2678(2) 0.26633(13) 0.0356(3) Uani 1 1 d . . . . .
C11 C 0.31420(3) 0.4364(2) 0.23467(15) 0.0397(3) Uani 1 1 d . . . . .
C16 C 0.27433(3) 0.0016(3) 0.43507(17) 0.0485(3) Uani 1 1 d . . . . .
H13 H 0.3297(4) -0.081(2) 0.3462(16) 0.040(3) Uiso 1 1 d . . . . .
H7A H 0.4300(4) 0.189(2) 0.3390(17) 0.047(4) Uiso 1 1 d . . . . .
H8A H 0.3880(4) 0.448(2) -0.0182(17) 0.042(4) Uiso 1 1 d . . . . .
H10 H 0.3439(3) 0.613(2) 0.1057(16) 0.043(4) Uiso 1 1 d . . . . .
H7B H 0.4549(4) 0.156(3) 0.2084(17) 0.044(4) Uiso 1 1 d . . . . .
H8B H 0.4000(3) 0.188(2) 0.0096(16) 0.040(3) Uiso 1 1 d . . . . .
H14 H 0.3746(4) -0.024(2) 0.2122(16) 0.043(4) Uiso 1 1 d . . . . .
H1 H 0.4945(3) 0.259(3) 0.5008(16) 0.039(3) Uiso 1 1 d . . . . .
H11 H 0.2975(4) 0.555(3) 0.2352(18) 0.053(4) Uiso 1 1 d . . . . .
H16A H 0.2922(5) -0.058(3) 0.508(2) 0.066(5) Uiso 1 1 d . . . . .
H16B H 0.2692(4) -0.106(3) 0.345(2) 0.062(5) Uiso 1 1 d . . . . .
H16C H 0.2543(5) 0.027(3) 0.483(2) 0.066(5) Uiso 1 1 d . . . . .


_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
O3 C2 1.3915(14) . ?
O3 C4 1.3813(13) . ?
O5 C4 1.2073(14) . ?
O15 C12 1.3699(14) . ?
O15 C16 1.4248(18) . ?
N6 C4 1.3359(15) . ?
N6 C8 1.4658(14) . ?
N6 C7 1.4468(15) . ?
C9 C14 1.3849(16) . ?
C9 C10 1.3933(16) . ?
C9 C8 1.5114(16) . ?
C14 C13 1.3917(16) . ?
C14 H14 0.971(15) . ?
C2 C1 1.3256(16) . ?
C2 C7 1.5016(16) . ?
C1 C1 1.446(2) 5_666 ?
C1 H1 0.967(15) . ?
C13 C12 1.3857(16) . ?
C13 H13 0.969(14) . ?
C10 C11 1.3824(18) . ?
C10 H10 0.981(15) . ?
C8 H8A 0.969(15) . ?
C8 H8B 1.027(15) . ?
C12 C11 1.3881(18) . ?
C7 H7A 0.996(15) . ?
C7 H7B 1.003(15) . ?
C11 H11 0.987(16) . ?
C16 H16A 0.977(19) . ?
C16 H16B 1.016(18) . ?
C16 H16C 0.982(19) . ?

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
C4 O3 C2 108.98(8) . . ?
C12 O15 C16 117.55(10) . . ?
C4 N6 C8 122.96(10) . . ?
C4 N6 C7 112.81(9) . . ?
C7 N6 C8 123.95(10) . . ?
C14 C9 C10 118.11(11) . . ?
C14 C9 C8 120.80(10) . . ?
C10 C9 C8 121.08(11) . . ?
C9 C14 C13 121.68(11) . . ?
C9 C14 H14 120.0(9) . . ?
C13 C14 H14 118.4(9) . . ?
O3 C2 C7 108.44(9) . . ?
C1 C2 O3 121.16(10) . . ?
C1 C2 C7 130.40(11) . . ?
C2 C1 C1 124.52(14) . 5_666 ?
C2 C1 H1 116.9(8) . . ?
C1 C1 H1 118.6(9) 5_666 . ?
C14 C13 H13 119.3(9) . . ?
C12 C13 C14 119.30(11) . . ?
C12 C13 H13 121.4(9) . . ?
O5 C4 O3 121.29(10) . . ?
O5 C4 N6 129.66(11) . . ?
N6 C4 O3 109.05(10) . . ?
C9 C10 H10 119.7(8) . . ?
C11 C10 C9 120.88(11) . . ?
C11 C10 H10 119.5(8) . . ?
N6 C8 C9 112.23(9) . . ?
N6 C8 H8A 107.3(8) . . ?
N6 C8 H8B 106.8(8) . . ?
C9 C8 H8A 108.8(9) . . ?
C9 C8 H8B 111.5(8) . . ?
H8A C8 H8B 110.2(11) . . ?
O15 C12 C13 124.34(11) . . ?
O15 C12 C11 115.91(11) . . ?
C13 C12 C11 119.75(11) . . ?
N6 C7 C2 100.72(9) . . ?
N6 C7 H7A 111.7(8) . . ?
N6 C7 H7B 111.2(8) . . ?
C2 C7 H7A 110.8(8) . . ?
C2 C7 H7B 112.4(8) . . ?
H7A C7 H7B 109.8(12) . . ?
C10 C11 C12 120.27(11) . . ?
C10 C11 H11 119.9(9) . . ?
C12 C11 H11 119.7(9) . . ?
O15 C16 H16A 111.9(10) . . ?
O15 C16 H16B 109.6(10) . . ?
O15 C16 H16C 104.1(11) . . ?
H16A C16 H16B 109.9(14) . . ?
H16A C16 H16C 112.0(15) . . ?
H16B C16 H16C 109.3(14) . . ?

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
O3 C2 C1 C1 -0.7(2) . . . 5_666 ?
O3 C2 C7 N6 -0.38(11) . . . . ?
O15 C12 C11 C10 -178.73(10) . . . . ?
C9 C14 C13 C12 0.55(17) . . . . ?
C9 C10 C11 C12 0.16(18) . . . . ?
C14 C9 C10 C11 -0.58(16) . . . . ?
C14 C9 C8 N6 -86.62(13) . . . . ?
C14 C13 C12 O15 178.33(10) . . . . ?
C14 C13 C12 C11 -0.97(17) . . . . ?
C2 O3 C4 O5 179.13(10) . . . . ?
C2 O3 C4 N6 -0.86(12) . . . . ?
C1 C2 C7 N6 178.68(11) . . . . ?
C13 C12 C11 C10 0.63(17) . . . . ?
C4 O3 C2 C1 -178.40(10) . . . . ?
C4 O3 C2 C7 0.77(12) . . . . ?
C4 N6 C8 C9 -95.95(13) . . . . ?
C4 N6 C7 C2 -0.14(12) . . . . ?
C10 C9 C14 C13 0.23(17) . . . . ?
C10 C9 C8 N6 92.54(13) . . . . ?
C8 N6 C4 O3 174.69(9) . . . . ?
C8 N6 C4 O5 -5.30(19) . . . . ?
C8 N6 C7 C2 -174.14(10) . . . . ?
C8 C9 C14 C13 179.41(10) . . . . ?
C8 C9 C10 C11 -179.77(10) . . . . ?
C7 N6 C4 O3 0.62(13) . . . . ?
C7 N6 C4 O5 -179.37(12) . . . . ?
C7 N6 C8 C9 77.45(14) . . . . ?
C7 C2 C1 C1 -179.62(13) . . . 5_666 ?
C16 O15 C12 C13 -7.48(17) . . . . ?
C16 O15 C12 C11 171.84(11) . . . . ?

_olex2_exptl_crystal_mounting_method CryoLoop
_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_5b
_database_code_depnum_ccdc_archive 'CCDC 2332211'
loop_
_audit_author_name
_audit_author_address
'Paolo Pio Mazzeo'
;University of Parma
Italy
;
_audit_update_record             
;
2024-02-10 deposited with the CCDC.	2024-05-02 downloaded from the CCDC.
;
_audit_creation_date             2024-02-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H36 N3 O9'
_chemical_formula_sum            'C36 H36 N3 O9'
_chemical_formula_weight         654.68
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.0202(3)
_cell_length_b                   13.4077(7)
_cell_length_c                   19.4725(12)
_cell_angle_alpha                97.433(5)
_cell_angle_beta                 91.503(4)
_cell_angle_gamma                92.772(4)
_cell_volume                     1555.89(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4278
_cell_measurement_temperature    293.00(10)
_cell_measurement_theta_max      66.5710
_cell_measurement_theta_min      4.5500
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.850
_exptl_absorpt_coefficient_mu    0.837
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47188
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             690
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1104
_diffrn_reflns_av_unetI/netI     0.0604
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            27348
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        66.600
_diffrn_reflns_theta_max         66.600
_diffrn_reflns_theta_min         3.329
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ   -349.73  10.27   0.80   80.00 -97.45-107.50 -31.50    --   450
  2  ω    212.57 326.97   0.80   80.00    -- -107.50  89.85  47.34  143
  3  ω    212.57 326.97   0.80   80.00    -- -107.50  89.85-112.66  143
  4  φ    -10.27 349.73   0.80   56.00  37.96  48.14  31.50    --   450
  5  ω    212.57 326.97   0.80   80.00    -- -107.50  89.85 167.34  143
  6  ω     -7.25  87.95   0.80   56.00    --   48.14 -89.85  83.67  119
  7  ω    212.57 326.97   0.80   80.00    -- -107.50  89.85 -32.67  143
  8  φ    -10.27 349.73   0.80   80.00 -21.69-107.50  31.50    --   450
  9  φ   -339.92  20.08   0.80   64.00 -55.51 -77.50 -59.25    --   450
 10  ω    212.57 326.97   0.80   80.00    -- -107.50  89.85 -72.67  143
 11  φ   -339.92  20.08   0.80   80.00 -85.51-107.50 -59.25    --   450
 12  ω    212.57 326.97   0.80   80.00    -- -107.50  89.85 127.33  143
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3461
_reflns_number_total             5448
_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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.624
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     455
_refine_ls_number_reflns         5448
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1246
_refine_ls_R_factor_gt           0.0919
_refine_ls_restrained_S_all      1.034
_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)+(0.1682P)²+0.6499P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2498
_refine_ls_wR_factor_ref         0.2952
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O48B-C49B
 1.4 with sigma of 0.02
 C41B-C42A \\sim C41B-C42B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C49B) = Uanis(O48B) = Uanis(C45B) = Uanis(C44B) = Uanis(C43B) =
Uanis(C42B) = Uanis(C47B) = Uanis(C46B)
4. Others
 Fixed Sof: H41A(0.85) H41B(0.85) H41C(0.15) H41D(0.15) O48A(0.85) C42A(0.85)
 C43A(0.85) H43A(0.85) C49A(0.85) H49A(0.85) H49B(0.85) H49C(0.85) C45A(0.85)
 C44A(0.85) H44A(0.85) C46A(0.85) H46A(0.85) C47A(0.85) H47A(0.85) O48B(0.15)
 C43B(0.15) H43B(0.15) C44B(0.15) H44B(0.15) C45B(0.15) C46B(0.15) H46B(0.15)
 C47B(0.15) H47B(0.15) C42B(0.15) C49B(0.15) H49D(0.15) H49E(0.15) H49F(0.15)
5.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C22(H22A,H22B), C40(H40A,H40B), C24(H24A,H24B), C9(H9A,H9B),
 C41B(H41A,H41B), C41B(H41C,H41D)
5.b Aromatic/amide H refined with riding coordinates:
 C34(H34), C17(H17), C33(H33), C5(H5), C26(H26), C30(H30), C4(H4), C27(H27),
 C29(H29), C8(H8), C7(H7), C43A(H43A), C44A(H44A), C46A(H46A), C47A(H47A),
 C43B(H43B), C44B(H44B), C46B(H46B), C47B(H47B)
5.c Fitted hexagon refined as free rotating group:
 C43B(C44B,C45B,C46B,C47B,C42B)
5.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C32(H32A,H32B,H32C), C49A(H49A,H49B,H49C), C49B(H49D,H49E,
 H49F)
;
_atom_sites_solution_hydrogens   geom
_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
O31 O 0.0924(5) 0.9248(3) 0.07218(16) 0.0700(9) Uani 1 1 d . . . . .
O2 O 0.5623(5) 0.7364(3) 0.92837(17) 0.0709(9) Uani 1 1 d . . . . .
O15 O 0.0901(3) 0.84200(15) 0.55604(12) 0.0342(5) Uani 1 1 d . . . . .
O18 O 0.5770(3) 0.82471(15) 0.44754(11) 0.0341(5) Uani 1 1 d . . . . .
O36 O 0.2529(3) 0.49338(15) 0.44993(12) 0.0352(6) Uani 1 1 d . . . . .
O38 O 0.3773(4) 0.39166(19) 0.35963(14) 0.0546(7) Uani 1 1 d . . . . .
O20 O 0.6857(4) 0.71967(19) 0.35701(14) 0.0511(7) Uani 1 1 d . . . . .
O12 O -0.0205(4) 0.94895(19) 0.64549(14) 0.0511(7) Uani 1 1 d . . . . .
N10 N 0.3381(4) 0.8978(2) 0.63977(15) 0.0397(7) Uani 1 1 d . . . . .
N21 N 0.3272(4) 0.7705(2) 0.36379(15) 0.0399(7) Uani 1 1 d . . . . .
N39 N 0.0170(5) 0.4417(2) 0.36214(15) 0.0434(7) Uani 1 1 d . . . . .
C34 C 0.0717(5) 0.6425(2) 0.49792(17) 0.0334(7) Uani 1 1 d . . . . .
H34 H -0.0549 0.6778 0.5084 0.040 Uiso 1 1 calc R U . . .
C19 C 0.5395(5) 0.7660(2) 0.38478(17) 0.0358(7) Uani 1 1 d . . . . .
C17 C 0.4031(5) 0.9745(2) 0.49677(17) 0.0325(7) Uani 1 1 d . . . . .
H17 H 0.2774 1.0099 0.5085 0.039 Uiso 1 1 calc R U . . .
C33 C 0.2657(5) 0.6921(2) 0.50685(16) 0.0334(7) Uani 1 1 d . . . . .
H33 H 0.3919 0.6562 0.4971 0.040 Uiso 1 1 calc R U . . .
C16 C 0.3691(4) 0.8642(2) 0.47206(16) 0.0305(7) Uani 1 1 d . . . . .
C11 C 0.1255(5) 0.9017(2) 0.61853(18) 0.0359(7) Uani 1 1 d . . . . .
C13 C 0.4588(5) 0.8259(2) 0.59525(17) 0.0343(7) Uani 1 1 d . . . . .
H13A H 0.4833 0.7658 0.6167 0.041 Uiso 1 1 calc R U . . .
H13B H 0.6007 0.8551 0.5831 0.041 Uiso 1 1 calc R U . . .
C37 C 0.2276(5) 0.4373(2) 0.38592(18) 0.0379(8) Uani 1 1 d . . . . .
C35 C 0.0415(4) 0.5317(2) 0.47164(17) 0.0318(7) Uani 1 1 d . . . . .
C14 C 0.2985(4) 0.8032(2) 0.53185(16) 0.0308(7) Uani 1 1 d . . . . .
C22 C 0.2060(5) 0.8416(2) 0.40904(17) 0.0345(7) Uani 1 1 d . . . . .
H22A H 0.0652 0.8117 0.4215 0.041 Uiso 1 1 calc R U . . .
H22B H 0.1794 0.9018 0.3880 0.041 Uiso 1 1 calc R U . . .
C40 C -0.1109(5) 0.5112(2) 0.40590(17) 0.0349(7) Uani 1 1 d . . . . .
H40A H -0.2543 0.4808 0.4155 0.042 Uiso 1 1 calc R U . . .
H40B H -0.1329 0.5723 0.3854 0.042 Uiso 1 1 calc R U . . .
C6 C 0.4729(6) 0.8965(3) 0.76147(18) 0.0445(8) Uani 1 1 d . . . . .
C24 C 0.2300(6) 0.7121(3) 0.30112(19) 0.0483(9) Uani 1 1 d . . . . .
H24A H 0.0859 0.6834 0.3117 0.058 Uiso 1 1 calc R U . . .
H24B H 0.3239 0.6568 0.2872 0.058 Uiso 1 1 calc R U . . .
C9 C 0.4354(6) 0.9565(3) 0.70212(19) 0.0472(9) Uani 1 1 d . . . . .
H9A H 0.3385 1.0103 0.7170 0.057 Uiso 1 1 calc R U . . .
H9B H 0.5769 0.9873 0.6911 0.057 Uiso 1 1 calc R U . . .
C25 C 0.2004(6) 0.7709(3) 0.24102(19) 0.0482(9) Uani 1 1 d . . . . .
C41B C -0.0644(7) 0.3858(3) 0.2971(2) 0.0537(10) Uani 1 1 d D . . . .
H41A H -0.2222 0.3691 0.3001 0.064 Uiso 0.85 1 calc R U P A 1
H41B H 0.0108 0.3231 0.2893 0.064 Uiso 0.85 1 calc R U P A 1
H41C H -0.1895 0.3423 0.3073 0.064 Uiso 0.15 1 calc R U P B 2
H41D H 0.0517 0.3421 0.2802 0.064 Uiso 0.15 1 calc R U P B 2
C3 C 0.5451(7) 0.7902(3) 0.8727(2) 0.0540(10) Uani 1 1 d . . . . .
C5 C 0.6809(6) 0.8947(3) 0.7917(2) 0.0626(11) Uani 1 1 d . . . . .
H5 H 0.8000 0.9292 0.7742 0.075 Uiso 1 1 calc R U . . .
C28 C 0.1392(7) 0.8743(3) 0.1281(2) 0.0562(10) Uani 1 1 d . . . . .
C26 C 0.0009(7) 0.8147(3) 0.2296(2) 0.0611(11) Uani 1 1 d . . . . .
H26 H -0.1139 0.8092 0.2601 0.073 Uiso 1 1 calc R U . . .
C1 C 0.7644(10) 0.7440(5) 0.9670(3) 0.0945(17) Uani 1 1 d . . . . .
H1A H 0.8829 0.7245 0.9369 0.142 Uiso 1 1 calc R U . . .
H1B H 0.7547 0.7005 1.0024 0.142 Uiso 1 1 calc R U . . .
H1C H 0.7935 0.8123 0.9881 0.142 Uiso 1 1 calc R U . . .
C32 C 0.2621(11) 0.9346(5) 0.0251(3) 0.102(2) Uani 1 1 d . . . . .
H32A H 0.2141 0.9750 -0.0092 0.153 Uiso 1 1 calc R U . . .
H32B H 0.2956 0.8692 0.0029 0.153 Uiso 1 1 calc R U . . .
H32C H 0.3929 0.9664 0.0495 0.153 Uiso 1 1 calc R U . . .
C30 C 0.3663(7) 0.7811(3) 0.1962(2) 0.0628(11) Uani 1 1 d . . . . .
H30 H 0.5013 0.7526 0.2035 0.075 Uiso 1 1 calc R U . . .
C4 C 0.7175(7) 0.8425(4) 0.8477(3) 0.0683(12) Uani 1 1 d . . . . .
H4 H 0.8592 0.8433 0.8681 0.082 Uiso 1 1 calc R U . . .
C27 C -0.0297(7) 0.8663(4) 0.1736(2) 0.0651(12) Uani 1 1 d . . . . .
H27 H -0.1640 0.8955 0.1666 0.078 Uiso 1 1 calc R U . . .
C29 C 0.3379(7) 0.8340(4) 0.1391(2) 0.0681(12) Uani 1 1 d . . . . .
H29 H 0.4537 0.8413 0.1091 0.082 Uiso 1 1 calc R U . . .
C8 C 0.3368(7) 0.7876(4) 0.8421(3) 0.0669(12) Uani 1 1 d . . . . .
H8 H 0.2200 0.7499 0.8581 0.080 Uiso 1 1 calc R U . . .
C7 C 0.3020(7) 0.8414(3) 0.7872(2) 0.0634(11) Uani 1 1 d . . . . .
H7 H 0.1600 0.8405 0.7671 0.076 Uiso 1 1 calc R U . . .
O48A O 0.0558(6) 0.6019(3) 0.0667(2) 0.0714(10) Uani 0.85 1 d . . P C 1
C42A C -0.0282(7) 0.4438(3) 0.2360(2) 0.0480(11) Uani 0.85 1 d D . P C 1
C43A C 0.1667(7) 0.4370(4) 0.1995(3) 0.0553(11) Uani 0.85 1 d . . P C 1
H43A H 0.2759 0.3961 0.2130 0.066 Uiso 0.85 1 calc R U P C 1
C49A C 0.2518(10) 0.5943(5) 0.0281(3) 0.0830(17) Uani 0.85 1 d . . P C 1
H49A H 0.2382 0.6312 -0.0107 0.124 Uiso 0.85 1 calc R U P C 1
H49B H 0.2728 0.5248 0.0119 0.124 Uiso 0.85 1 calc R U P C 1
H49C H 0.3773 0.6218 0.0571 0.124 Uiso 0.85 1 calc R U P C 1
C45A C 0.0397(8) 0.5490(4) 0.1225(3) 0.0528(11) Uani 0.85 1 d . . P C 1
C44A C 0.2032(8) 0.4894(4) 0.1435(3) 0.0593(12) Uani 0.85 1 d . . P C 1
H44A H 0.3362 0.4845 0.1204 0.071 Uiso 0.85 1 calc R U P C 1
C46A C -0.1538(8) 0.5571(4) 0.1586(3) 0.0653(14) Uani 0.85 1 d . . P C 1
H46A H -0.2636 0.5974 0.1448 0.078 Uiso 0.85 1 calc R U P C 1
C47A C -0.1868(7) 0.5067(4) 0.2144(3) 0.0590(12) Uani 0.85 1 d . . P C 1
H47A H -0.3175 0.5145 0.2384 0.071 Uiso 0.85 1 calc R U P C 1
O48B O -0.235(4) 0.594(2) 0.0694(13) 0.101(5) Uani 0.15 1 d D . P C 2
C43B C 0.044(4) 0.473(3) 0.2030(14) 0.101(5) Uani 0.15 1 d G . P C 2
H43B H 0.1874 0.4592 0.2164 0.121 Uiso 0.15 1 calc R U P C 2
C44B C 0.010(4) 0.527(3) 0.1476(14) 0.101(5) Uani 0.15 1 d G . P C 2
H44B H 0.1306 0.5490 0.1238 0.121 Uiso 0.15 1 calc R U P C 2
C45B C -0.205(5) 0.547(2) 0.1276(13) 0.101(5) Uani 0.15 1 d G . P C 2
C46B C -0.386(4) 0.514(3) 0.1631(13) 0.101(5) Uani 0.15 1 d G . P C 2
H46B H -0.5292 0.5276 0.1498 0.121 Uiso 0.15 1 calc R U P C 2
C47B C -0.352(4) 0.460(2) 0.2186(12) 0.101(5) Uani 0.15 1 d G . P C 2
H47B H -0.4724 0.4378 0.2423 0.121 Uiso 0.15 1 calc R U P C 2
C42B C -0.137(5) 0.440(2) 0.2385(12) 0.101(5) Uani 0.15 1 d DG . P C 2
C49B C -0.440(5) 0.600(4) 0.0350(18) 0.101(5) Uani 0.15 1 d D . P C 2
H49D H -0.4739 0.5380 0.0047 0.151 Uiso 0.15 1 calc R U P C 2
H49E H -0.4335 0.6550 0.0083 0.151 Uiso 0.15 1 calc R U P C 2
H49F H -0.5543 0.6093 0.0684 0.151 Uiso 0.15 1 calc R U P C 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O31 C28 1.384(5) . ?
O31 C32 1.403(6) . ?
O2 C3 1.382(5) . ?
O2 C1 1.406(6) . ?
O15 C11 1.373(4) . ?
O15 C14 1.449(3) . ?
O18 C19 1.373(4) . ?
O18 C16 1.450(3) . ?
O36 C37 1.371(4) . ?
O36 C35 1.448(3) . ?
O38 C37 1.202(4) . ?
O20 C19 1.201(4) . ?
O12 C11 1.201(4) . ?
N10 C11 1.340(4) . ?
N10 C13 1.447(4) . ?
N10 C9 1.452(5) . ?
N21 C19 1.338(4) . ?
N21 C22 1.449(4) . ?
N21 C24 1.454(5) . ?
N39 C37 1.345(4) . ?
N39 C40 1.444(4) . ?
N39 C41B 1.447(5) . ?
C34 H34 0.9300 . ?
C34 C33 1.312(5) . ?
C34 C35 1.508(4) . ?
C17 C17 1.318(6) 2_676 ?
C17 H17 0.9300 . ?
C17 C16 1.498(4) . ?
C33 H33 0.9300 . ?
C33 C14 1.508(4) . ?
C16 C14 1.563(4) . ?
C16 C22 1.541(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.536(4) . ?
C35 C35 1.556(6) 2_566 ?
C35 C40 1.543(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C6 C9 1.510(5) . ?
C6 C5 1.372(5) . ?
C6 C7 1.379(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.504(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C25 C26 1.388(6) . ?
C25 C30 1.357(6) . ?
C41B H41A 0.9700 . ?
C41B H41B 0.9700 . ?
C41B H41C 0.9700 . ?
C41B H41D 0.9700 . ?
C41B C42A 1.518(6) . ?
C41B C42B 1.493(13) . ?
C3 C4 1.360(6) . ?
C3 C8 1.371(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.389(6) . ?
C28 C27 1.375(6) . ?
C28 C29 1.360(6) . ?
C26 H26 0.9300 . ?
C26 C27 1.377(6) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C30 H30 0.9300 . ?
C30 C29 1.406(6) . ?
C4 H4 0.9300 . ?
C27 H27 0.9300 . ?
C29 H29 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.382(6) . ?
C7 H7 0.9300 . ?
O48A C49A 1.416(7) . ?
O48A C45A 1.374(6) . ?
C42A C43A 1.388(6) . ?
C42A C47A 1.396(6) . ?
C43A H43A 0.9300 . ?
C43A C44A 1.388(7) . ?
C49A H49A 0.9600 . ?
C49A H49B 0.9600 . ?
C49A H49C 0.9600 . ?
C45A C44A 1.384(7) . ?
C45A C46A 1.378(7) . ?
C44A H44A 0.9300 . ?
C46A H46A 0.9300 . ?
C46A C47A 1.364(7) . ?
C47A H47A 0.9300 . ?
O48B C45B 1.38(2) . ?
O48B C49B 1.401(19) . ?
C43B H43B 0.9300 . ?
C43B C44B 1.3900 . ?
C43B C42B 1.3900 . ?
C44B H44B 0.9300 . ?
C44B C45B 1.3900 . ?
C45B C46B 1.3900 . ?
C46B H46B 0.9300 . ?
C46B C47B 1.3900 . ?
C47B H47B 0.9300 . ?
C47B C42B 1.3900 . ?
C49B H49D 0.9600 . ?
C49B H49E 0.9600 . ?
C49B H49F 0.9600 . ?

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
C28 O31 C32 117.2(4) . . ?
C3 O2 C1 118.6(4) . . ?
C11 O15 C14 109.7(2) . . ?
C19 O18 C16 109.5(2) . . ?
C37 O36 C35 110.0(2) . . ?
C11 N10 C13 112.7(3) . . ?
C11 N10 C9 123.8(3) . . ?
C13 N10 C9 123.4(3) . . ?
C19 N21 C22 112.9(3) . . ?
C19 N21 C24 123.5(3) . . ?
C22 N21 C24 123.5(3) . . ?
C37 N39 C40 113.2(3) . . ?
C37 N39 C41B 122.2(3) . . ?
C40 N39 C41B 124.6(3) . . ?
C33 C34 H34 118.0 . . ?
C33 C34 C35 124.0(3) . . ?
C35 C34 H34 118.0 . . ?
O20 C19 O18 121.0(3) . . ?
O20 C19 N21 129.4(3) . . ?
N21 C19 O18 109.6(3) . . ?
C17 C17 H17 117.4 2_676 . ?
C17 C17 C16 125.2(3) 2_676 . ?
C16 C17 H17 117.4 . . ?
C34 C33 H33 117.7 . . ?
C34 C33 C14 124.7(3) . . ?
C14 C33 H33 117.7 . . ?
O18 C16 C17 109.6(2) . . ?
O18 C16 C14 106.2(2) . . ?
O18 C16 C22 104.6(2) . . ?
C17 C16 C14 111.8(3) . . ?
C17 C16 C22 112.8(2) . . ?
C22 C16 C14 111.4(2) . . ?
O12 C11 O15 121.3(3) . . ?
O12 C11 N10 129.3(3) . . ?
N10 C11 O15 109.3(3) . . ?
N10 C13 H13A 111.5 . . ?
N10 C13 H13B 111.5 . . ?
N10 C13 C14 101.5(2) . . ?
H13A C13 H13B 109.3 . . ?
C14 C13 H13A 111.5 . . ?
C14 C13 H13B 111.5 . . ?
O38 C37 O36 121.8(3) . . ?
O38 C37 N39 129.1(3) . . ?
N39 C37 O36 109.1(3) . . ?
O36 C35 C34 109.7(2) . . ?
O36 C35 C35 106.6(3) . 2_566 ?
O36 C35 C40 104.5(2) . . ?
C34 C35 C35 112.5(3) . 2_566 ?
C34 C35 C40 112.2(2) . . ?
C40 C35 C35 110.9(3) . 2_566 ?
O15 C14 C33 109.6(2) . . ?
O15 C14 C16 106.2(2) . . ?
O15 C14 C13 104.3(2) . . ?
C33 C14 C16 111.6(3) . . ?
C33 C14 C13 112.8(2) . . ?
C13 C14 C16 111.8(2) . . ?
N21 C22 C16 101.2(2) . . ?
N21 C22 H22A 111.5 . . ?
N21 C22 H22B 111.5 . . ?
C16 C22 H22A 111.5 . . ?
C16 C22 H22B 111.5 . . ?
H22A C22 H22B 109.3 . . ?
N39 C40 C35 101.1(2) . . ?
N39 C40 H40A 111.5 . . ?
N39 C40 H40B 111.5 . . ?
C35 C40 H40A 111.5 . . ?
C35 C40 H40B 111.5 . . ?
H40A C40 H40B 109.4 . . ?
C5 C6 C9 120.6(3) . . ?
C5 C6 C7 117.6(4) . . ?
C7 C6 C9 121.8(3) . . ?
N21 C24 H24A 108.6 . . ?
N21 C24 H24B 108.6 . . ?
N21 C24 C25 114.7(3) . . ?
H24A C24 H24B 107.6 . . ?
C25 C24 H24A 108.6 . . ?
C25 C24 H24B 108.6 . . ?
N10 C9 C6 114.2(3) . . ?
N10 C9 H9A 108.7 . . ?
N10 C9 H9B 108.7 . . ?
C6 C9 H9A 108.7 . . ?
C6 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C26 C25 C24 120.6(3) . . ?
C30 C25 C24 121.0(4) . . ?
C30 C25 C26 118.4(4) . . ?
N39 C41B H41A 109.1 . . ?
N39 C41B H41B 109.1 . . ?
N39 C41B H41C 107.2 . . ?
N39 C41B H41D 107.2 . . ?
N39 C41B C42A 112.7(3) . . ?
N39 C41B C42B 120.5(14) . . ?
H41A C41B H41B 107.8 . . ?
H41C C41B H41D 106.8 . . ?
C42A C41B H41A 109.1 . . ?
C42A C41B H41B 109.1 . . ?
C42B C41B H41C 107.2 . . ?
C42B C41B H41D 107.2 . . ?
C4 C3 O2 124.5(4) . . ?
C4 C3 C8 120.3(4) . . ?
C8 C3 O2 115.2(4) . . ?
C6 C5 H5 119.3 . . ?
C6 C5 C4 121.5(4) . . ?
C4 C5 H5 119.3 . . ?
C27 C28 O31 116.0(4) . . ?
C29 C28 O31 123.6(4) . . ?
C29 C28 C27 120.4(4) . . ?
C25 C26 H26 119.5 . . ?
C27 C26 C25 121.0(4) . . ?
C27 C26 H26 119.5 . . ?
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O31 C32 H32A 109.5 . . ?
O31 C32 H32B 109.5 . . ?
O31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C25 C30 H30 119.4 . . ?
C25 C30 C29 121.2(4) . . ?
C29 C30 H30 119.4 . . ?
C3 C4 C5 119.6(4) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C28 C27 C26 119.7(4) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C28 C29 C30 119.2(4) . . ?
C28 C29 H29 120.4 . . ?
C30 C29 H29 120.4 . . ?
C3 C8 H8 120.3 . . ?
C3 C8 C7 119.4(4) . . ?
C7 C8 H8 120.3 . . ?
C6 C7 C8 121.6(4) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 H7 119.2 . . ?
C45A O48A C49A 117.8(4) . . ?
C43A C42A C41B 121.0(4) . . ?
C43A C42A C47A 117.1(5) . . ?
C47A C42A C41B 122.0(4) . . ?
C42A C43A H43A 119.0 . . ?
C42A C43A C44A 121.9(4) . . ?
C44A C43A H43A 119.0 . . ?
O48A C49A H49A 109.5 . . ?
O48A C49A H49B 109.5 . . ?
O48A C49A H49C 109.5 . . ?
H49A C49A H49B 109.5 . . ?
H49A C49A H49C 109.5 . . ?
H49B C49A H49C 109.5 . . ?
O48A C45A C44A 124.2(4) . . ?
O48A C45A C46A 116.5(4) . . ?
C46A C45A C44A 119.3(5) . . ?
C43A C44A H44A 120.3 . . ?
C45A C44A C43A 119.4(4) . . ?
C45A C44A H44A 120.3 . . ?
C45A C46A H46A 119.5 . . ?
C47A C46A C45A 121.0(5) . . ?
C47A C46A H46A 119.5 . . ?
C42A C47A H47A 119.3 . . ?
C46A C47A C42A 121.3(4) . . ?
C46A C47A H47A 119.3 . . ?
C45B O48B C49B 124(3) . . ?
C44B C43B H43B 120.0 . . ?
C44B C43B C42B 120.0 . . ?
C42B C43B H43B 120.0 . . ?
C43B C44B H44B 120.0 . . ?
C43B C44B C45B 120.0 . . ?
C45B C44B H44B 120.0 . . ?
O48B C45B C44B 119(2) . . ?
O48B C45B C46B 121(2) . . ?
C46B C45B C44B 120.0 . . ?
C45B C46B H46B 120.0 . . ?
C45B C46B C47B 120.0 . . ?
C47B C46B H46B 120.0 . . ?
C46B C47B H47B 120.0 . . ?
C42B C47B C46B 120.0 . . ?
C42B C47B H47B 120.0 . . ?
C43B C42B C41B 111.6(17) . . ?
C47B C42B C41B 128.4(16) . . ?
C47B C42B C43B 120.0 . . ?
O48B C49B H49D 109.5 . . ?
O48B C49B H49E 109.5 . . ?
O48B C49B H49F 109.5 . . ?
H49D C49B H49E 109.5 . . ?
H49D C49B H49F 109.5 . . ?
H49E C49B H49F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O31 C28 C27 C26 178.2(4) . . . . ?
O31 C28 C29 C30 -177.9(4) . . . . ?
O2 C3 C4 C5 -179.5(4) . . . . ?
O2 C3 C8 C7 178.2(4) . . . . ?
O18 C16 C14 O15 -179.6(2) . . . . ?
O18 C16 C14 C33 -60.2(3) . . . . ?
O18 C16 C14 C13 67.2(3) . . . . ?
O18 C16 C22 N21 14.0(3) . . . . ?
O36 C35 C40 N39 14.3(3) . . . . ?
N10 C13 C14 O15 -15.1(3) . . . . ?
N10 C13 C14 C33 -133.9(2) . . . . ?
N10 C13 C14 C16 99.3(3) . . . . ?
N21 C24 C25 C26 -93.1(4) . . . . ?
N21 C24 C25 C30 87.8(5) . . . . ?
N39 C41B C42A C43A 89.3(5) . . . . ?
N39 C41B C42A C47A -90.1(5) . . . . ?
N39 C41B C42B C43B 79.8(19) . . . . ?
N39 C41B C42B C47B -99(2) . . . . ?
C34 C33 C14 O15 10.2(5) . . . . ?
C34 C33 C14 C16 -107.2(4) . . . . ?
C34 C33 C14 C13 125.9(3) . . . . ?
C34 C35 C40 N39 133.0(2) . . . . ?
C19 O18 C16 C17 -133.3(3) . . . . ?
C19 O18 C16 C14 105.7(3) . . . . ?
C19 O18 C16 C22 -12.1(3) . . . . ?
C19 N21 C22 C16 -12.2(3) . . . . ?
C19 N21 C24 C25 -103.2(4) . . . . ?
C17 C17 C16 O18 -7.6(5) 2_676 . . . ?
C17 C17 C16 C14 109.8(4) 2_676 . . . ?
C17 C17 C16 C22 -123.8(4) 2_676 . . . ?
C17 C16 C14 O15 60.9(3) . . . . ?
C17 C16 C14 C33 -179.7(2) . . . . ?
C17 C16 C14 C13 -52.3(3) . . . . ?
C17 C16 C22 N21 133.1(2) . . . . ?
C33 C34 C35 O36 -7.3(4) . . . . ?
C33 C34 C35 C35 111.1(4) . . . 2_566 ?
C33 C34 C35 C40 -122.9(3) . . . . ?
C16 O18 C19 O20 -174.7(3) . . . . ?
C16 O18 C19 N21 4.9(3) . . . . ?
C11 O15 C14 C33 134.0(3) . . . . ?
C11 O15 C14 C16 -105.3(3) . . . . ?
C11 O15 C14 C13 13.0(3) . . . . ?
C11 N10 C13 C14 13.2(3) . . . . ?
C11 N10 C9 C6 105.4(4) . . . . ?
C13 N10 C11 O15 -5.7(4) . . . . ?
C13 N10 C11 O12 175.8(3) . . . . ?
C13 N10 C9 C6 -72.2(4) . . . . ?
C37 O36 C35 C34 -132.3(3) . . . . ?
C37 O36 C35 C35 105.7(3) . . . 2_566 ?
C37 O36 C35 C40 -11.8(3) . . . . ?
C37 N39 C40 C35 -13.1(3) . . . . ?
C37 N39 C41B C42A -88.8(4) . . . . ?
C37 N39 C41B C42B -115.7(13) . . . . ?
C35 O36 C37 O38 -174.4(3) . . . . ?
C35 O36 C37 N39 4.0(3) . . . . ?
C35 C34 C33 C14 178.9(3) . . . . ?
C35 C35 C40 N39 -100.2(3) 2_566 . . . ?
C14 O15 C11 O12 173.4(3) . . . . ?
C14 O15 C11 N10 -5.2(3) . . . . ?
C14 C16 C22 N21 -100.3(3) . . . . ?
C22 N21 C19 O18 5.3(4) . . . . ?
C22 N21 C19 O20 -175.2(3) . . . . ?
C22 N21 C24 C25 75.1(4) . . . . ?
C22 C16 C14 O15 -66.3(3) . . . . ?
C22 C16 C14 C33 53.1(3) . . . . ?
C22 C16 C14 C13 -179.5(2) . . . . ?
C40 N39 C37 O36 6.4(4) . . . . ?
C40 N39 C37 O38 -175.3(3) . . . . ?
C40 N39 C41B C42A 87.6(4) . . . . ?
C40 N39 C41B C42B 60.7(14) . . . . ?
C6 C5 C4 C3 1.3(7) . . . . ?
C24 N21 C19 O18 -176.3(3) . . . . ?
C24 N21 C19 O20 3.2(5) . . . . ?
C24 N21 C22 C16 169.4(3) . . . . ?
C24 C25 C26 C27 -178.2(4) . . . . ?
C24 C25 C30 C29 178.6(4) . . . . ?
C9 N10 C11 O15 176.5(3) . . . . ?
C9 N10 C11 O12 -2.1(6) . . . . ?
C9 N10 C13 C14 -169.0(3) . . . . ?
C9 C6 C5 C4 177.9(4) . . . . ?
C9 C6 C7 C8 -179.2(4) . . . . ?
C25 C26 C27 C28 0.2(7) . . . . ?
C25 C30 C29 C28 -0.9(7) . . . . ?
C41B N39 C37 O36 -176.8(3) . . . . ?
C41B N39 C37 O38 1.4(6) . . . . ?
C41B N39 C40 C35 170.3(3) . . . . ?
C41B C42A C43A C44A -180.0(4) . . . . ?
C41B C42A C47A C46A -178.8(5) . . . . ?
C3 C8 C7 C6 1.2(7) . . . . ?
C5 C6 C9 N10 123.4(4) . . . . ?
C5 C6 C7 C8 1.1(6) . . . . ?
C26 C25 C30 C29 -0.5(6) . . . . ?
C1 O2 C3 C4 7.1(7) . . . . ?
C1 O2 C3 C8 -173.4(5) . . . . ?
C32 O31 C28 C27 179.7(5) . . . . ?
C32 O31 C28 C29 -0.4(7) . . . . ?
C30 C25 C26 C27 0.9(7) . . . . ?
C4 C3 C8 C7 -2.3(7) . . . . ?
C27 C28 C29 C30 2.1(7) . . . . ?
C29 C28 C27 C26 -1.7(7) . . . . ?
C8 C3 C4 C5 1.1(7) . . . . ?
C7 C6 C9 N10 -56.3(5) . . . . ?
C7 C6 C5 C4 -2.3(6) . . . . ?
O48A C45A C44A C43A -178.2(4) . . . . ?
O48A C45A C46A C47A 179.4(5) . . . . ?
C42A C43A C44A C45A -1.1(8) . . . . ?
C43A C42A C47A C46A 1.8(7) . . . . ?
C49A O48A C45A C44A 0.4(7) . . . . ?
C49A O48A C45A C46A -179.4(5) . . . . ?
C45A C46A C47A C42A -1.3(8) . . . . ?
C44A C45A C46A C47A -0.5(8) . . . . ?
C46A C45A C44A C43A 1.6(8) . . . . ?
C47A C42A C43A C44A -0.6(7) . . . . ?
O48B C45B C46B C47B 175(3) . . . . ?
C43B C44B C45B O48B -175(3) . . . . ?
C43B C44B C45B C46B 0.0 . . . . ?
C44B C43B C42B C41B -179(3) . . . . ?
C44B C43B C42B C47B 0.0 . . . . ?
C44B C45B C46B C47B 0.0 . . . . ?
C45B C46B C47B C42B 0.0 . . . . ?
C46B C47B C42B C41B 178(3) . . . . ?
C46B C47B C42B C43B 0.0 . . . . ?
C42B C43B C44B C45B 0.0 . . . . ?
C49B O48B C45B C44B 165(3) . . . . ?
C49B O48B C45B C46B -10(5) . . . . ?

_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
- Detector area scaling
;
