#------------------------------------------------------------------------------
#$Date: 2022-10-07 02:57:38 +0200 (Fri 07 de Oct de 2022) $
#$Revision: 278435 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/53/7245398.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7245398
loop_
_publ_author_name
'Pereira, Juliana G.'
'Ravasco, João M. J. M.'
'Vale, João R.'
'Queda, Fausto'
'Gomes, Rafael F. A.'
_publ_section_title
;
 A direct Diels--Alder reaction of chitin derived
 3-acetamido-5-acetylfuran
;
_journal_issue                   18
_journal_name_full               'Green Chemistry'
_journal_page_first              7131
_journal_page_last               7136
_journal_paper_doi               10.1039/D2GC00253A
_journal_volume                  24
_journal_year                    2022
_chemical_formula_moiety         'C19 H20 N2 O6'
_chemical_formula_sum            'C19 H20 N2 O6'
_chemical_formula_weight         372.37
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-01-11 deposited with the CCDC.	2022-05-25 downloaded from the CCDC.
;
_cell_angle_alpha                96.571(8)
_cell_angle_beta                 104.937(6)
_cell_angle_gamma                105.103(5)
_cell_formula_units_Z            2
_cell_length_a                   6.4061(14)
_cell_length_b                   11.990(3)
_cell_length_c                   12.381(3)
_cell_measurement_reflns_used    1371
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.82
_cell_measurement_theta_min      2.24
_cell_volume                     870.1(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP
_computing_publication_material  'WinGX and enCIFer'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1270
_diffrn_reflns_av_unetI/netI     0.1355
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9545
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.421
_diffrn_reflns_theta_min         2.728
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_description       prism
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         3202
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1650
_refine_ls_R_factor_gt           0.0751
_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)+(0.0707P)²+0.1031P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1548
_refine_ls_wR_factor_ref         0.1761
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1713
_reflns_number_total             3202
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2gc00253a2.cif
_cod_data_source_block           XS_61_2021_JP585_ether
_cod_depositor_comments          'Adding full bibliography for 7245398.cif.'
_cod_original_cell_volume        870.1(3)
_cod_database_code               7245398
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.979
_shelx_estimated_absorpt_t_max   0.991
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5321(6) 0.1302(3) 0.6163(3) 0.0246(9) Uani 1 1 d . . . . .
C2 C 0.7341(7) 0.3271(3) 0.6651(3) 0.0257(9) Uani 1 1 d . . . . .
C3 C 0.5332(6) 0.3186(3) 0.5683(3) 0.0229(9) Uani 1 1 d . . . . .
H3 H 0.574574 0.355842 0.507218 0.028 Uiso 1 1 calc R U . . .
C4 C 0.3505(6) 0.3624(3) 0.6081(3) 0.0225(9) Uani 1 1 d . . . . .
C5 C 0.1711(6) 0.3717(3) 0.5037(3) 0.0274(10) Uani 1 1 d . . . . .
H5A H 0.239409 0.416636 0.454554 0.033 Uiso 1 1 calc R U . . .
H5B H 0.064121 0.407075 0.525358 0.033 Uiso 1 1 calc R U . . .
C6 C 0.0573(6) 0.2404(3) 0.4462(3) 0.0246(9) Uani 1 1 d . . . . .
C7 C 0.1743(6) 0.1792(3) 0.5361(3) 0.0238(9) Uani 1 1 d . . . . .
H7 H 0.082102 0.099645 0.535329 0.029 Uiso 1 1 calc R U . . .
C8 C 0.4104(6) 0.1861(3) 0.5286(3) 0.0207(9) Uani 1 1 d . . . . .
H8 H 0.409867 0.156210 0.451438 0.025 Uiso 1 1 calc R U . . .
C9 C 0.8712(7) 0.1961(4) 0.7906(3) 0.0322(10) Uani 1 1 d . . . . .
H9A H 1.023676 0.246001 0.801176 0.039 Uiso 1 1 calc R U . . .
H9B H 0.870839 0.114736 0.777428 0.039 Uiso 1 1 calc R U . . .
C10 C 0.8036(7) 0.2218(3) 0.8966(3) 0.0294(10) Uani 1 1 d . . . . .
C11 C 0.9316(8) 0.3176(4) 0.9820(3) 0.0416(12) Uani 1 1 d . . . . .
H11 H 1.063383 0.367449 0.974962 0.050 Uiso 1 1 calc R U . . .
C12 C 0.8669(10) 0.3403(4) 1.0773(4) 0.0564(14) Uani 1 1 d . . . . .
H12 H 0.956020 0.405076 1.134523 0.068 Uiso 1 1 calc R U . . .
C13 C 0.6754(10) 0.2699(5) 1.0891(4) 0.0641(16) Uani 1 1 d . . . . .
H13 H 0.633109 0.285783 1.154286 0.077 Uiso 1 1 calc R U . . .
C14 C 0.5432(10) 0.1746(5) 1.0043(4) 0.0709(18) Uani 1 1 d . . . . .
H14 H 0.409982 0.126144 1.011356 0.085 Uiso 1 1 calc R U . . .
C15 C 0.6089(8) 0.1511(4) 0.9087(4) 0.0531(14) Uani 1 1 d . . . . .
H15 H 0.519653 0.086211 0.851622 0.064 Uiso 1 1 calc R U . . .
C16 C 0.4488(6) 0.4694(3) 0.7041(3) 0.0267(10) Uani 1 1 d . . . . .
C17 C 0.4642(7) 0.4512(4) 0.8214(3) 0.0409(12) Uani 1 1 d . . . . .
H17A H 0.405550 0.368737 0.820564 0.061 Uiso 1 1 calc R U . . .
H17B H 0.619729 0.479983 0.867682 0.061 Uiso 1 1 calc R U . . .
H17C H 0.377207 0.493182 0.852311 0.061 Uiso 1 1 calc R U . . .
C18 C 0.0399(7) 0.1126(4) 0.2729(3) 0.0320(10) Uani 1 1 d . . . . .
C19 C 0.1019(10) 0.1077(4) 0.1643(4) 0.0595(15) Uani 1 1 d . . . . .
H19A H 0.173534 0.186122 0.156537 0.089 Uiso 1 1 calc R U . . .
H19B H 0.204503 0.061735 0.165653 0.089 Uiso 1 1 calc R U . . .
H19C H -0.032475 0.072228 0.100975 0.089 Uiso 1 1 calc R U . . .
N1 N 0.7165(5) 0.2169(3) 0.6923(2) 0.0254(8) Uani 1 1 d . . . . .
N2 N 0.1008(6) 0.2204(3) 0.3370(3) 0.0289(8) Uani 1 1 d D . . . .
O1 O 0.4858(5) 0.0281(2) 0.6253(2) 0.0333(7) Uani 1 1 d . . . . .
O2 O 0.8890(4) 0.4153(2) 0.7163(2) 0.0389(8) Uani 1 1 d . . . . .
O3 O 0.2283(4) 0.26080(19) 0.64152(19) 0.0252(7) Uani 1 1 d . . . . .
O4 O 0.5108(5) 0.5650(2) 0.6801(2) 0.0473(9) Uani 1 1 d . . . . .
O5 O -0.1756(4) 0.2126(2) 0.4327(2) 0.0351(8) Uani 1 1 d . . . . .
O6 O -0.0530(5) 0.0256(2) 0.3036(2) 0.0469(9) Uani 1 1 d . . . . .
H200 H 0.180(6) 0.278(3) 0.311(3) 0.047(13) Uiso 1 1 d D . . . .
H500 H -0.235(7) 0.138(3) 0.400(3) 0.035(12) Uiso 1 1 d . . . . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 N1 122.7(4) . . ?
O1 C1 C8 128.6(3) . . ?
N1 C1 C8 108.7(3) . . ?
O2 C2 N1 123.8(4) . . ?
O2 C2 C3 127.2(4) . . ?
N1 C2 C3 109.0(3) . . ?
C2 C3 C8 104.7(3) . . ?
C2 C3 C4 112.4(3) . . ?
C8 C3 C4 101.1(3) . . ?
C2 C3 H3 112.6 . . ?
C8 C3 H3 112.6 . . ?
C4 C3 H3 112.6 . . ?
O3 C4 C16 112.3(3) . . ?
O3 C4 C5 101.5(3) . . ?
C16 C4 C5 116.0(3) . . ?
O3 C4 C3 102.5(3) . . ?
C16 C4 C3 113.9(3) . . ?
C5 C4 C3 109.1(3) . . ?
C4 C5 C6 101.1(3) . . ?
C4 C5 H5A 111.6 . . ?
C6 C5 H5A 111.6 . . ?
C4 C5 H5B 111.6 . . ?
C6 C5 H5B 111.6 . . ?
H5A C5 H5B 109.4 . . ?
O5 C6 N2 111.3(3) . . ?
O5 C6 C7 111.4(3) . . ?
N2 C6 C7 114.2(3) . . ?
O5 C6 C5 108.7(3) . . ?
N2 C6 C5 109.2(3) . . ?
C7 C6 C5 101.4(3) . . ?
O3 C7 C8 100.9(3) . . ?
O3 C7 C6 103.0(3) . . ?
C8 C7 C6 110.1(3) . . ?
O3 C7 H7 113.9 . . ?
C8 C7 H7 113.9 . . ?
C6 C7 H7 113.9 . . ?
C1 C8 C7 111.9(3) . . ?
C1 C8 C3 104.7(3) . . ?
C7 C8 C3 101.7(3) . . ?
C1 C8 H8 112.6 . . ?
C7 C8 H8 112.6 . . ?
C3 C8 H8 112.6 . . ?
N1 C9 C10 110.9(3) . . ?
N1 C9 H9A 109.5 . . ?
C10 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
C15 C10 C11 118.3(4) . . ?
C15 C10 C9 120.3(3) . . ?
C11 C10 C9 121.4(4) . . ?
C12 C11 C10 120.7(4) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C13 C12 C11 120.8(4) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 119.6(4) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C13 C14 C15 119.7(5) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C10 C15 C14 120.9(4) . . ?
C10 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
O4 C16 C17 123.7(3) . . ?
O4 C16 C4 118.0(3) . . ?
C17 C16 C4 118.4(3) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O6 C18 N2 121.5(4) . . ?
O6 C18 C19 123.1(4) . . ?
N2 C18 C19 115.3(4) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C2 N1 C1 112.2(3) . . ?
C2 N1 C9 123.4(3) . . ?
C1 N1 C9 124.4(3) . . ?
C18 N2 C6 122.4(3) . . ?
C18 N2 H200 115(3) . . ?
C6 N2 H200 122(3) . . ?
C4 O3 C7 97.0(2) . . ?
C6 O5 H500 106(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.207(4) . ?
C1 N1 1.387(4) . ?
C1 C8 1.496(5) . ?
C2 O2 1.216(4) . ?
C2 N1 1.384(5) . ?
C2 C3 1.487(5) . ?
C3 C8 1.534(4) . ?
C3 C4 1.565(5) . ?
C3 H3 0.9800 . ?
C4 O3 1.433(4) . ?
C4 C16 1.516(5) . ?
C4 C5 1.530(5) . ?
C5 C6 1.547(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 O5 1.402(4) . ?
C6 N2 1.456(5) . ?
C6 C7 1.544(5) . ?
C7 O3 1.441(4) . ?
C7 C8 1.521(5) . ?
C7 H7 0.9800 . ?
C8 H8 0.9800 . ?
C9 N1 1.449(5) . ?
C9 C10 1.508(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C15 1.368(5) . ?
C10 C11 1.377(5) . ?
C11 C12 1.369(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.349(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(6) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 O4 1.210(4) . ?
C16 C17 1.475(5) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 O6 1.213(4) . ?
C18 N2 1.340(5) . ?
C18 C19 1.496(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
N2 H200 0.883(19) . ?
O5 H500 0.88(4) . ?
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
_geom_hbond_publ_flag
C3 H3 O4 0.98 2.59 3.496(5) 154.2 2_666 yes
C5 H5A O4 0.97 2.58 3.447(5) 148.7 2_666 yes
C7 H7 O6 0.98 2.65 3.389(5) 132.9 2_556 yes
C8 H8 O1 0.98 2.62 3.331(4) 129.7 2_656 yes
C8 H8 O5 0.98 2.64 3.133(4) 111.2 1_655 yes
C9 H9A O3 0.97 2.64 3.289(4) 124.9 1_655 yes
C9 H9B O6 0.97 2.54 3.375(5) 144.5 2_656 yes
N2 H200 O4 0.883(19) 2.32(2) 3.148(4) 156(4) 2_666 yes
O5 H500 O1 0.88(4) 2.14(4) 2.932(4) 150(3) 2_556 yes
O5 H500 O6 0.88(4) 2.40(4) 2.990(4) 125(3) . yes
C3 H3 O4 0.98 2.59 3.496(5) 154.2 2_666 yes
C5 H5A O4 0.97 2.58 3.447(5) 148.7 2_666 yes
C7 H7 O6 0.98 2.65 3.389(5) 132.9 2_556 yes
C8 H8 O1 0.98 2.62 3.331(4) 129.7 2_656 yes
C8 H8 O5 0.98 2.64 3.133(4) 111.2 1_655 yes
C9 H9A O3 0.97 2.64 3.289(4) 124.9 1_655 yes
C9 H9B O6 0.97 2.54 3.375(5) 144.5 2_656 yes
N2 H200 O4 0.883(19) 2.32(2) 3.148(4) 156(4) 2_666 yes
O5 H500 O1 0.88(4) 2.14(4) 2.932(4) 150(3) 2_556 yes
O5 H500 O6 0.88(4) 2.40(4) 2.990(4) 125(3) . yes
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
O2 C2 C3 C8 173.4(3) . . . . ?
N1 C2 C3 C8 -8.4(4) . . . . ?
O2 C2 C3 C4 -77.7(4) . . . . ?
N1 C2 C3 C4 100.5(3) . . . . ?
C2 C3 C4 O3 -83.0(3) . . . . ?
C8 C3 C4 O3 28.2(3) . . . . ?
C2 C3 C4 C16 38.6(4) . . . . ?
C8 C3 C4 C16 149.7(3) . . . . ?
C2 C3 C4 C5 170.0(3) . . . . ?
C8 C3 C4 C5 -78.9(3) . . . . ?
O3 C4 C5 C6 -39.9(3) . . . . ?
C16 C4 C5 C6 -161.9(3) . . . . ?
C3 C4 C5 C6 67.8(3) . . . . ?
C4 C5 C6 O5 123.9(3) . . . . ?
C4 C5 C6 N2 -114.5(3) . . . . ?
C4 C5 C6 C7 6.4(3) . . . . ?
O5 C6 C7 O3 -86.8(3) . . . . ?
N2 C6 C7 O3 145.9(3) . . . . ?
C5 C6 C7 O3 28.6(3) . . . . ?
O5 C6 C7 C8 166.2(3) . . . . ?
N2 C6 C7 C8 39.0(4) . . . . ?
C5 C6 C7 C8 -78.3(3) . . . . ?
O1 C1 C8 C7 64.9(5) . . . . ?
N1 C1 C8 C7 -114.2(3) . . . . ?
O1 C1 C8 C3 174.2(3) . . . . ?
N1 C1 C8 C3 -4.9(4) . . . . ?
O3 C7 C8 C1 70.3(3) . . . . ?
C6 C7 C8 C1 178.7(3) . . . . ?
O3 C7 C8 C3 -40.9(3) . . . . ?
C6 C7 C8 C3 67.4(3) . . . . ?
C2 C3 C8 C1 7.9(3) . . . . ?
C4 C3 C8 C1 -109.0(3) . . . . ?
C2 C3 C8 C7 124.5(3) . . . . ?
C4 C3 C8 C7 7.5(3) . . . . ?
N1 C9 C10 C15 68.5(5) . . . . ?
N1 C9 C10 C11 -109.9(4) . . . . ?
C15 C10 C11 C12 0.9(7) . . . . ?
C9 C10 C11 C12 179.4(4) . . . . ?
C10 C11 C12 C13 -0.6(8) . . . . ?
C11 C12 C13 C14 -0.3(9) . . . . ?
C12 C13 C14 C15 0.8(9) . . . . ?
C11 C10 C15 C14 -0.5(8) . . . . ?
C9 C10 C15 C14 -178.9(5) . . . . ?
C13 C14 C15 C10 -0.4(9) . . . . ?
O3 C4 C16 O4 -163.9(3) . . . . ?
C5 C4 C16 O4 -47.8(5) . . . . ?
C3 C4 C16 O4 80.2(5) . . . . ?
O3 C4 C16 C17 16.2(5) . . . . ?
C5 C4 C16 C17 132.3(4) . . . . ?
C3 C4 C16 C17 -99.7(4) . . . . ?
O2 C2 N1 C1 -176.1(3) . . . . ?
C3 C2 N1 C1 5.6(4) . . . . ?
O2 C2 N1 C9 5.2(5) . . . . ?
C3 C2 N1 C9 -173.1(3) . . . . ?
O1 C1 N1 C2 -179.5(3) . . . . ?
C8 C1 N1 C2 -0.3(4) . . . . ?
O1 C1 N1 C9 -0.8(5) . . . . ?
C8 C1 N1 C9 178.4(3) . . . . ?
C10 C9 N1 C2 82.8(4) . . . . ?
C10 C9 N1 C1 -95.7(4) . . . . ?
O6 C18 N2 C6 -0.8(6) . . . . ?
C19 C18 N2 C6 -178.8(4) . . . . ?
O5 C6 N2 C18 -66.1(5) . . . . ?
C7 C6 N2 C18 61.2(5) . . . . ?
C5 C6 N2 C18 173.9(3) . . . . ?
C16 C4 O3 C7 -176.9(3) . . . . ?
C5 C4 O3 C7 58.6(3) . . . . ?
C3 C4 O3 C7 -54.2(3) . . . . ?
C8 C7 O3 C4 59.7(3) . . . . ?
C6 C7 O3 C4 -54.2(3) . . . . ?
