#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/42/2204215.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2204215
loop_
_publ_author_name
'Xiangshan Wang'
'Zhaosen Zeng'
'Daqing Shi'
'Xianyong Wei'
'Zhimin Zong'
_publ_section_title
;Methyl
 2-amino-4-(4-methylphenyl)-5-oxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxylate
 dimethylformamide solvate
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1606
_journal_page_last               o1608
_journal_paper_doi               10.1107/S1600536804020586
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C21 H18 N2 O4, C3 H7 N O'
_chemical_formula_moiety         'C21 H18 N2 O4, C3 H7 N O'
_chemical_formula_sum            'C24 H25 N3 O5'
_chemical_formula_weight         435.47
_chemical_melting_point          536.0(10)
_chemical_name_systematic
;Methyl
 2-amino-4-(4-methylphenyl)-5-oxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-
3-carboxylate
 dimethylformamide solvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                96.280(10)
_cell_angle_beta                 102.430(10)
_cell_angle_gamma                92.000(10)
_cell_formula_units_Z            2
_cell_length_a                   8.5770(10)
_cell_length_b                   11.420(2)
_cell_length_c                   11.7290(10)
_cell_measurement_reflns_used    39
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      14.22
_cell_measurement_theta_min      2.69
_cell_volume                     1113.2(3)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1994)'
_computing_data_reduction        'SHELXTL (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    SHELXTL
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0096
_diffrn_reflns_av_sigmaI/netI    0.0407
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4862
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.79
_diffrn_standards_decay_%        3.45
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.36
_refine_diff_density_max         0.552
_refine_diff_density_min         -0.182
_refine_ls_extinction_coef       0.015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXTL
_refine_ls_goodness_of_fit_ref   0.901
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         4361
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      0.901
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0538
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.103P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1538
_refine_ls_wR_factor_ref         0.1696
_reflns_number_gt                2298
_reflns_number_total             4361
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ob6407.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '535-537' was changed to '536.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '535-537' was changed to '536.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2204215
_cod_database_fobs_code          2204215
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 0.62372(18) 0.20948(14) 0.55736(15) 0.0625(5) Uani d . 1 . . O
O2 0.15349(18) 0.03377(14) 0.63442(14) 0.0618(5) Uani d . 1 . . O
O3 0.6606(2) 0.11299(16) 0.94289(17) 0.0777(6) Uani d . 1 . . O
O4 0.8924(2) 0.15816(16) 0.89228(19) 0.0882(6) Uani d . 1 . . O
N1 0.1631(2) 0.07099(15) 0.44964(16) 0.0532(5) Uani d . 1 . . N
H1 0.0676 0.0394 0.4246 0.064 Uiso calc R 1 . . H
N2 0.8672(2) 0.21753(19) 0.6692(2) 0.0807(7) Uani d . 1 . . N
H2A 0.9389 0.2129 0.7320 0.097 Uiso calc R 1 . . H
H2B 0.8946 0.2378 0.6075 0.097 Uiso calc R 1 . . H
C1 0.4678(2) 0.16305(18) 0.5263(2) 0.0496(6) Uani d . 1 . . C
C2 0.3957(3) 0.15880(18) 0.4036(2) 0.0538(6) Uani d . 1 . . C
C3 0.4715(3) 0.2001(2) 0.3198(2) 0.0737(8) Uani d . 1 . . C
H3 0.5781 0.2283 0.3412 0.088 Uiso calc R 1 . . H
C4 0.3869(4) 0.1985(3) 0.2054(3) 0.0882(9) Uani d . 1 . . C
H4 0.4363 0.2270 0.1499 0.106 Uiso calc R 1 . . H
C5 0.2287(4) 0.1550(3) 0.1724(3) 0.0834(9) Uani d . 1 . . C
H5 0.1726 0.1553 0.0951 0.100 Uiso calc R 1 . . H
C6 0.1544(3) 0.1115(2) 0.2526(2) 0.0686(7) Uani d . 1 . . C
H6 0.0491 0.0806 0.2293 0.082 Uiso calc R 1 . . H
C7 0.2366(3) 0.11364(19) 0.3688(2) 0.0522(6) Uani d . 1 . . C
C8 0.2291(3) 0.07454(18) 0.5668(2) 0.0496(6) Uani d . 1 . . C
C9 0.3907(2) 0.12847(17) 0.60719(19) 0.0454(5) Uani d . 1 . . C
C10 0.4656(2) 0.14814(18) 0.73605(19) 0.0485(6) Uani d . 1 . . C
H10 0.4378 0.0786 0.7714 0.058 Uiso calc R 1 . . H
C11 0.6447(3) 0.16021(19) 0.7540(2) 0.0539(6) Uani d . 1 . . C
C12 0.7127(3) 0.19326(19) 0.6676(2) 0.0589(7) Uani d . 1 . . C
C13 0.3973(2) 0.25545(18) 0.79412(18) 0.0478(5) Uani d . 1 . . C
C14 0.4517(3) 0.3695(2) 0.7861(2) 0.0679(7) Uani d . 1 . . C
H14 0.5304 0.3811 0.7442 0.081 Uiso calc R 1 . . H
C15 0.3907(4) 0.4665(2) 0.8396(3) 0.0795(8) Uani d . 1 . . C
H15 0.4291 0.5419 0.8322 0.095 Uiso calc R 1 . . H
C16 0.2755(3) 0.4544(2) 0.9028(2) 0.0695(7) Uani d . 1 . . C
C17 0.2189(3) 0.3418(2) 0.9088(2) 0.0739(8) Uani d . 1 . . C
H17 0.1387 0.3310 0.9494 0.089 Uiso calc R 1 . . H
C18 0.2780(3) 0.2446(2) 0.8560(2) 0.0641(7) Uani d . 1 . . C
H18 0.2367 0.1697 0.8620 0.077 Uiso calc R 1 . . H
C19 0.2148(4) 0.5611(3) 0.9658(3) 0.1080(12) Uani d . 1 . . C
H19A 0.2678 0.6318 0.9517 0.130 Uiso calc PR 0.50 . . H
H19B 0.2367 0.5554 1.0487 0.130 Uiso calc PR 0.50 . . H
H19C 0.1016 0.5634 0.9367 0.130 Uiso calc PR 0.50 . . H
H19D 0.1362 0.5353 1.0063 0.130 Uiso calc PR 0.50 . . H
H19E 0.1673 0.6117 0.9094 0.130 Uiso calc PR 0.50 . . H
H19F 0.3025 0.6036 1.0214 0.130 Uiso calc PR 0.50 . . H
C20 0.7455(3) 0.1449(2) 0.8663(3) 0.0659(7) Uani d . 1 . . C
C21 0.7460(4) 0.0919(3) 1.0605(3) 0.1148(14) Uani d . 1 . . C
H21A 0.8295 0.0395 1.0537 0.138 Uiso calc R 1 . . H
H21B 0.6726 0.0569 1.1002 0.138 Uiso calc R 1 . . H
H21C 0.7917 0.1655 1.1046 0.138 Uiso calc R 1 . . H
N3 0.1458(13) 0.4181(18) 0.4278(7) 0.0861(13) Uani d PD 0.716(4) A 1 N
O5 -0.051(2) 0.308(4) 0.4711(18) 0.122(4) Uani d PD 0.716(4) A 1 O
C22 0.0820(6) 0.3556(3) 0.4949(5) 0.0843(12) Uani d PD 0.716(4) A 1 C
H22 0.1451 0.3472 0.5683 0.101 Uiso calc PR 0.716(4) A 1 H
C23 0.0661(8) 0.4305(6) 0.3110(4) 0.127(2) Uani d PD 0.716(4) A 1 C
H23A -0.0324 0.3827 0.2909 0.152 Uiso calc PR 0.716(4) A 1 H
H23B 0.1329 0.4054 0.2581 0.152 Uiso calc PR 0.716(4) A 1 H
H23C 0.0440 0.5117 0.3051 0.152 Uiso calc PR 0.716(4) A 1 H
C24 0.3004(5) 0.4742(4) 0.4679(6) 0.1216(18) Uani d PD 0.716(4) A 1 C
H24A 0.2926 0.5582 0.4769 0.146 Uiso calc PR 0.716(4) A 1 H
H24B 0.3643 0.4530 0.4118 0.146 Uiso calc PR 0.716(4) A 1 H
H24C 0.3494 0.4494 0.5423 0.146 Uiso calc PR 0.716(4) A 1 H
N3' 0.121(3) 0.412(5) 0.403(2) 0.0861(13) Uani d PD 0.284(4) A 2 N
O5' -0.063(6) 0.298(10) 0.452(5) 0.122(4) Uani d PD 0.284(4) A 2 O
C22' -0.0181(12) 0.3546(9) 0.3822(12) 0.0843(12) Uani d PD 0.284(4) A 2 C
H22' -0.0870 0.3574 0.3097 0.101 Uiso calc PR 0.284(4) A 2 H
C23' 0.200(2) 0.4125(15) 0.5220(11) 0.127(2) Uani d PD 0.284(4) A 2 C
H23D 0.2540 0.4883 0.5508 0.152 Uiso calc PR 0.284(4) A 2 H
H23E 0.2759 0.3526 0.5285 0.152 Uiso calc PR 0.284(4) A 2 H
H23F 0.1224 0.3971 0.5677 0.152 Uiso calc PR 0.284(4) A 2 H
C24' 0.183(2) 0.4691(13) 0.3202(15) 0.1216(18) Uani d PD 0.284(4) A 2 C
H24D 0.1068 0.4590 0.2463 0.146 Uiso calc PR 0.284(4) A 2 H
H24E 0.2810 0.4357 0.3104 0.146 Uiso calc PR 0.284(4) A 2 H
H24F 0.2029 0.5517 0.3477 0.146 Uiso calc PR 0.284(4) A 2 H
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_publ_flag
C1 O1 C12 117.64(19) yes
C20 O3 C21 118.9(2) ?
C8 N1 C7 125.22(19) yes
C8 N1 H1 117.4 ?
C7 N1 H1 117.4 ?
C12 N2 H2A 120.0 ?
C12 N2 H2B 120.0 ?
H2A N2 H2B 120.0 ?
C9 C1 O1 121.7(2) yes
C9 C1 C2 124.0(2) ?
O1 C1 C2 114.3(2) ?
C7 C2 C3 119.3(2) ?
C7 C2 C1 116.1(2) ?
C3 C2 C1 124.6(2) ?
C4 C3 C2 119.5(3) ?
C4 C3 H3 120.3 ?
C2 C3 H3 120.3 ?
C3 C4 C5 120.6(3) ?
C3 C4 H4 119.7 ?
C5 C4 H4 119.7 ?
C6 C5 C4 120.5(3) ?
C6 C5 H5 119.7 ?
C4 C5 H5 119.7 ?
C5 C6 C7 119.9(3) ?
C5 C6 H6 120.0 ?
C7 C6 H6 120.0 ?
N1 C7 C6 120.3(2) ?
N1 C7 C2 119.6(2) ?
C6 C7 C2 120.1(2) ?
O2 C8 N1 121.05(19) ?
O2 C8 C9 122.5(2) ?
N1 C8 C9 116.5(2) ?
C1 C9 C8 118.4(2) ?
C1 C9 C10 121.56(18) ?
C8 C9 C10 120.0(2) ?
C9 C10 C11 109.80(19) yes
C9 C10 C13 109.93(16) ?
C11 C10 C13 112.65(16) ?
C9 C10 H10 108.1 ?
C11 C10 H10 108.1 ?
C13 C10 H10 108.1 ?
C12 C11 C20 119.3(2) ?
C12 C11 C10 120.3(2) yes
C20 C11 C10 120.3(2) ?
N2 C12 C11 129.4(2) ?
N2 C12 O1 108.0(2) ?
C11 C12 O1 122.6(2) yes
C18 C13 C14 116.5(2) ?
C18 C13 C10 122.4(2) ?
C14 C13 C10 121.2(2) ?
C15 C14 C13 121.1(3) ?
C15 C14 H14 119.5 ?
C13 C14 H14 119.5 ?
C16 C15 C14 121.8(3) ?
C16 C15 H15 119.1 ?
C14 C15 H15 119.1 ?
C15 C16 C17 117.2(3) ?
C15 C16 C19 121.4(3) ?
C17 C16 C19 121.3(3) ?
C16 C17 C18 121.7(3) ?
C16 C17 H17 119.2 ?
C18 C17 H17 119.2 ?
C17 C18 C13 121.7(2) ?
C17 C18 H18 119.2 ?
C13 C18 H18 119.2 ?
C16 C19 H19A 109.5 ?
C16 C19 H19B 109.5 ?
H19A C19 H19B 109.5 ?
C16 C19 H19C 109.5 ?
H19A C19 H19C 109.5 ?
H19B C19 H19C 109.5 ?
C16 C19 H19D 109.5 ?
H19A C19 H19D 141.1 ?
H19B C19 H19D 56.3 ?
H19C C19 H19D 56.3 ?
C16 C19 H19E 109.5 ?
H19A C19 H19E 56.3 ?
H19B C19 H19E 141.1 ?
H19C C19 H19E 56.3 ?
H19D C19 H19E 109.5 ?
C16 C19 H19F 109.5 ?
H19A C19 H19F 56.3 ?
H19B C19 H19F 56.3 ?
H19C C19 H19F 141.1 ?
H19D C19 H19F 109.5 ?
H19E C19 H19F 109.5 ?
O4 C20 O3 122.1(3) ?
O4 C20 C11 125.8(3) ?
O3 C20 C11 112.2(2) ?
O3 C21 H21A 109.5 ?
O3 C21 H21B 109.5 ?
H21A C21 H21B 109.5 ?
O3 C21 H21C 109.5 ?
H21A C21 H21C 109.5 ?
H21B C21 H21C 109.5 ?
C22 N3 C24 121.1(5) ?
C22 N3 C23 122.1(5) ?
C24 N3 C23 116.8(5) ?
O5 C22 N3 126.5(5) ?
O5 C22 H22 116.7 ?
N3 C22 H22 116.7 ?
C22' N3' C23' 110.4(13) ?
C22' N3' C24' 125.0(13) ?
C23' N3' C24' 124.5(13) ?
O5' C22' N3' 123.7(14) ?
O5' C22' H22' 118.2 ?
N3' C22' H22' 118.2 ?
N3' C23' H23D 109.5 ?
N3' C23' H23E 109.5 ?
H23D C23' H23E 109.5 ?
N3' C23' H23F 109.5 ?
H23D C23' H23F 109.5 ?
H23E C23' H23F 109.5 ?
N3' C24' H24D 109.5 ?
N3' C24' H24E 109.5 ?
H24D C24' H24E 109.5 ?
N3' C24' H24F 109.5 ?
H24D C24' H24F 109.5 ?
H24E C24' H24F 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.379(3) yes
O1 C12 1.387(3) yes
O2 C8 1.244(3) yes
O3 C20 1.344(3) ?
O3 C21 1.465(3) ?
O4 C20 1.230(3) ?
N1 C8 1.364(3) yes
N1 C7 1.368(3) yes
N1 H1 0.8600 ?
N2 C12 1.340(3) ?
N2 H2A 0.8600 ?
N2 H2B 0.8600 ?
C1 C9 1.351(3) yes
C1 C2 1.434(3) yes
C2 C7 1.400(3) yes
C2 C3 1.402(3) ?
C3 C4 1.380(4) ?
C3 H3 0.9300 ?
C4 C5 1.386(4) ?
C4 H4 0.9300 ?
C5 C6 1.370(4) ?
C5 H5 0.9300 ?
C6 C7 1.391(3) ?
C6 H6 0.9300 ?
C8 C9 1.456(3) yes
C9 C10 1.498(3) yes
C10 C11 1.505(3) yes
C10 C13 1.532(3) ?
C10 H10 0.9800 ?
C11 C12 1.354(3) yes
C11 C20 1.443(3) ?
C13 C18 1.385(3) ?
C13 C14 1.388(3) ?
C14 C15 1.387(4) ?
C14 H14 0.9300 ?
C15 C16 1.370(4) ?
C15 H15 0.9300 ?
C16 C17 1.372(4) ?
C16 C19 1.521(4) ?
C17 C18 1.378(3) ?
C17 H17 0.9300 ?
C18 H18 0.9300 ?
C19 H19A 0.9600 ?
C19 H19B 0.9600 ?
C19 H19C 0.9600 ?
C19 H19D 0.9600 ?
C19 H19E 0.9600 ?
C19 H19F 0.9600 ?
C21 H21A 0.9600 ?
C21 H21B 0.9600 ?
C21 H21C 0.9600 ?
N3 C22 1.307(3) ?
N3 C24 1.413(3) ?
N3 C23 1.417(3) ?
O5 C22 1.210(3) ?
C22 H22 0.9300 ?
C23 H23A 0.9600 ?
C23 H23B 0.9600 ?
C23 H23C 0.9600 ?
C24 H24A 0.9600 ?
C24 H24B 0.9600 ?
C24 H24C 0.9600 ?
N3' C22' 1.303(3) ?
N3' C23' 1.411(3) ?
N3' C24' 1.412(3) ?
O5' C22' 1.210(3) ?
C22' H22' 0.9300 ?
C23' H23D 0.9600 ?
C23' H23E 0.9600 ?
C23' H23F 0.9600 ?
C24' H24D 0.9600 ?
C24' H24E 0.9600 ?
C24' H24F 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 O2 2_556 0.86 1.99 2.853(2) 180
N2 H2A O4 . 0.86 2.16 2.740(3) 125
N2 H2B O5 1_655 0.86 2.00 2.851(9) 172
N2 H2B O5' 1_655 0.86 2.12 2.97(3) 173
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_publ_flag
C12 O1 C1 C9 15.7(3) ?
C12 O1 C1 C2 -166.22(18) ?
C9 C1 C2 C7 -1.1(3) yes
O1 C1 C2 C7 -179.17(17) ?
C9 C1 C2 C3 176.5(2) ?
O1 C1 C2 C3 -1.6(3) ?
C7 C2 C3 C4 1.8(4) ?
C1 C2 C3 C4 -175.8(2) ?
C2 C3 C4 C5 -1.0(4) ?
C3 C4 C5 C6 -0.7(4) ?
C4 C5 C6 C7 1.6(4) ?
C8 N1 C7 C6 -176.25(19) ?
C8 N1 C7 C2 4.2(3) yes
C5 C6 C7 N1 179.6(2) ?
C5 C6 C7 C2 -0.8(4) ?
C3 C2 C7 N1 178.6(2) ?
C1 C2 C7 N1 -3.6(3) yes
C3 C2 C7 C6 -0.9(3) ?
C1 C2 C7 C6 176.8(2) ?
C7 N1 C8 O2 179.85(19) ?
C7 N1 C8 C9 0.1(3) yes
O1 C1 C9 C8 -176.79(17) ?
C2 C1 C9 C8 5.3(3) yes
O1 C1 C9 C10 5.3(3) yes
C2 C1 C9 C10 -172.64(18) ?
O2 C8 C9 C1 175.5(2) ?
N1 C8 C9 C1 -4.7(3) yes
O2 C8 C9 C10 -6.5(3) ?
N1 C8 C9 C10 173.27(17) ?
C1 C9 C10 C11 -23.4(3) ?
C8 C9 C10 C11 158.71(17) ?
C1 C9 C10 C13 101.1(2) ?
C8 C9 C10 C13 -76.8(2) ?
C9 C10 C11 C12 22.8(3) yes
C13 C10 C11 C12 -100.1(2) ?
C9 C10 C11 C20 -161.61(19) ?
C13 C10 C11 C20 75.5(3) ?
C20 C11 C12 N2 -1.3(4) ?
C10 C11 C12 N2 174.4(2) ?
C20 C11 C12 O1 179.84(19) ?
C10 C11 C12 O1 -4.5(3) yes
C1 O1 C12 N2 164.84(17) ?
C1 O1 C12 C11 -16.1(3) yes
C9 C10 C13 C18 99.7(2) ?
C11 C10 C13 C18 -137.5(2) ?
C9 C10 C13 C14 -79.6(2) ?
C11 C10 C13 C14 43.2(3) ?
C18 C13 C14 C15 1.1(4) ?
C10 C13 C14 C15 -179.5(2) ?
C13 C14 C15 C16 0.4(4) ?
C14 C15 C16 C17 -1.8(4) ?
C14 C15 C16 C19 177.2(3) ?
C15 C16 C17 C18 1.6(4) ?
C19 C16 C17 C18 -177.3(2) ?
C16 C17 C18 C13 -0.1(4) ?
C14 C13 C18 C17 -1.3(3) ?
C10 C13 C18 C17 179.3(2) ?
C21 O3 C20 O4 -0.8(4) ?
C21 O3 C20 C11 179.0(2) ?
C12 C11 C20 O4 -0.7(4) ?
C10 C11 C20 O4 -176.4(2) ?
C12 C11 C20 O3 179.50(19) ?
C10 C11 C20 O3 3.9(3) ?
C24 N3 C22 O5 177(3) ?
C23 N3 C22 O5 -5(4) ?
C23' N3' C22' O5' -9(10) ?
C24' N3' C22' O5' 174(8) ?
