#------------------------------------------------------------------------------
#$Date: 2021-12-07 05:51:04 +0200 (Tue, 07 Dec 2021) $
#$Revision: 271212 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/83/7158348.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_7158348
loop_
_publ_author_name
'Soares, Maria I. L.'
'Gomes, Clara S. B.'
'Oliveira, M Conceição'
'Marçalo, Joaquim'
'Pinho E Melo, Teresa M V D'
_publ_section_title
;
 Synthesis of 5H-chromeno[3,4-b]pyridines via
 DABCO-catalyzed [3 + 3] annulation of 3-nitro-2H-chromenes and
 allenoates.
;
_journal_issue                   44
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              9711
_journal_page_last               9722
_journal_paper_doi               10.1039/d1ob01130h
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C33 H29 N O7'
_chemical_formula_sum            'C33 H29 N O7'
_chemical_formula_weight         551.57
_chemical_name_systematic
'benzyl (E)-2-((4-(benzyloxy)-4-oxobut-2-en-2-yl)oxy)-7-ethoxy-5H-chromeno[3,4-b]pyridine-3-carboxylate'
_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   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-06-11 deposited with the CCDC.	2021-10-22 downloaded from the CCDC.
;
_cell_angle_alpha                101.823(13)
_cell_angle_beta                 109.747(10)
_cell_angle_gamma                91.715(13)
_cell_formula_units_Z            2
_cell_length_a                   10.646(2)
_cell_length_b                   11.634(3)
_cell_length_c                   12.087(3)
_cell_measurement_reflns_used    31917
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.681
_cell_measurement_theta_min      2.561
_cell_volume                     1371.1(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_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 0.985
_diffrn_measured_fraction_theta_max 0.982
_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  0.1499
_diffrn_reflns_av_unetI/netI     0.3266
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            33320
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.357
_diffrn_reflns_theta_min         2.260
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6106
_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            yellow
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_description       block
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.584
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.184
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         5500
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.1250
_refine_ls_R_factor_gt           0.0422
_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)+(0.0457P)²+0.3809P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0985
_refine_ls_wR_factor_ref         0.1100
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4099
_reflns_number_total             5500
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob01130h2.cif
_cod_data_source_block           3b
_cod_depositor_comments
'Adding full bibliography for 7158348--7158349.cif.'
_cod_original_cell_volume        1371.0(6)
_cod_database_code               7158348
_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   0.981
_shelx_estimated_absorpt_t_max   0.989
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
O17 O 0.42133(10) 0.21594(9) 0.44239(11) 0.0208(3) Uani 1 1 d . . . . .
O11 O 0.75781(10) -0.02974(9) 0.42883(10) 0.0188(2) Uani 1 1 d . . . . .
O35 O 1.18033(11) 0.47849(10) 1.05970(10) 0.0229(3) Uani 1 1 d . . . . .
O6 O 1.13448(11) 0.39201(9) 0.82864(10) 0.0205(2) Uani 1 1 d . . . . .
O26 O 0.96711(13) 0.17194(12) 0.28250(11) 0.0319(3) Uani 1 1 d . . . . .
O27 O 0.77761(11) 0.05985(10) 0.25169(11) 0.0249(3) Uani 1 1 d . . . . .
O16 O 0.34352(11) 0.05007(10) 0.29514(11) 0.0245(3) Uani 1 1 d . . . . .
N4 N 1.02194(12) 0.21826(11) 0.52582(12) 0.0167(3) Uani 1 1 d . . . . .
C3 C 0.92190(14) 0.13384(12) 0.45337(14) 0.0166(3) Uani 1 1 d . . . . .
C22 C 0.2885(2) 0.60661(15) 0.60014(19) 0.0334(4) Uani 1 1 d . . . . .
H22 H 0.287558 0.683164 0.641518 0.040 Uiso 1 1 calc R U . . .
C21 C 0.4058(2) 0.55200(16) 0.62781(19) 0.0338(4) Uani 1 1 d . . . . .
H21 H 0.483626 0.592153 0.688007 0.041 Uiso 1 1 calc R U . . .
C20 C 0.40741(17) 0.43755(15) 0.56599(17) 0.0273(4) Uani 1 1 d . . . . .
H20 H 0.486516 0.401752 0.584947 0.033 Uiso 1 1 calc R U . . .
C19 C 0.29138(16) 0.37613(13) 0.47585(15) 0.0192(3) Uani 1 1 d . . . . .
C18 C 0.28665(15) 0.25087(14) 0.40817(16) 0.0214(3) Uani 1 1 d . . . . .
H18A H 0.228660 0.198588 0.427658 0.026 Uiso 1 1 calc R U . . .
H18B H 0.250831 0.245684 0.321884 0.026 Uiso 1 1 calc R U . . .
C15 C 0.43662(15) 0.11153(12) 0.37682(14) 0.0170(3) Uani 1 1 d . . . . .
C14 C 0.57800(15) 0.08942(13) 0.42128(14) 0.0177(3) Uani 1 1 d . . . . .
H14 H 0.639433 0.149512 0.478663 0.021 Uiso 1 1 calc R U . . .
C12 C 0.62419(15) -0.01181(13) 0.38448(14) 0.0174(3) Uani 1 1 d . . . . .
C2 C 0.85280(14) 0.06508(12) 0.50164(14) 0.0161(3) Uani 1 1 d . . . . .
C1 C 0.88590(15) 0.08413(12) 0.62570(15) 0.0170(3) Uani 1 1 d . . . . .
H1 H 0.840108 0.039308 0.658379 0.020 Uiso 1 1 calc R U . . .
C10B C 0.98904(15) 0.17166(12) 0.70064(14) 0.0166(3) Uani 1 1 d . . . . .
C10A C 1.02946(14) 0.20570(13) 0.83284(15) 0.0177(3) Uani 1 1 d . . . . .
C6A C 1.09665(15) 0.31874(13) 0.89067(15) 0.0176(3) Uani 1 1 d . . . . .
C7 C 1.11914(15) 0.36536(13) 1.01394(15) 0.0193(3) Uani 1 1 d . . . . .
C36 C 1.20132(16) 0.52888(14) 1.18501(15) 0.0223(3) Uani 1 1 d . . . . .
H36A H 1.255680 0.481172 1.235983 0.027 Uiso 1 1 calc R U . . .
H36B H 1.116005 0.532309 1.197415 0.027 Uiso 1 1 calc R U . . .
C37 C 1.27217(19) 0.65142(15) 1.21547(17) 0.0302(4) Uani 1 1 d . . . . .
H37A H 1.358752 0.646495 1.207664 0.045 Uiso 1 1 calc R U . . .
H37C H 1.282987 0.689642 1.296948 0.045 Uiso 1 1 calc R U . . .
H37B H 1.219913 0.696193 1.161227 0.045 Uiso 1 1 calc R U . . .
C8 C 1.07996(16) 0.29456(14) 1.07891(15) 0.0217(3) Uani 1 1 d . . . . .
H8 H 1.092969 0.324348 1.159939 0.026 Uiso 1 1 calc R U . . .
C9 C 1.02107(16) 0.17875(14) 1.02284(16) 0.0236(4) Uani 1 1 d . . . . .
H9 H 0.999969 0.130789 1.068278 0.028 Uiso 1 1 calc R U . . .
C10 C 0.99381(16) 0.13458(14) 0.90132(16) 0.0213(3) Uani 1 1 d . . . . .
H10 H 0.952085 0.058219 0.864659 0.026 Uiso 1 1 calc R U . . .
C5 C 1.16578(16) 0.32994(14) 0.72637(15) 0.0223(3) Uani 1 1 d . . . . .
H15 H 1.247814 0.293387 0.754777 0.027 Uiso 1 1 calc R U . . .
H16 H 1.180602 0.385746 0.681243 0.027 Uiso 1 1 calc R U . . .
C4A C 1.05348(15) 0.23636(13) 0.64464(14) 0.0166(3) Uani 1 1 d . . . . .
C25 C 0.89399(15) 0.12465(13) 0.32068(15) 0.0184(3) Uani 1 1 d . . . . .
C28 C 0.73060(17) 0.05753(15) 0.12271(16) 0.0258(4) Uani 1 1 d . . . . .
H28B H 0.680254 -0.018252 0.077182 0.031 Uiso 1 1 calc R U . . .
H28A H 0.806968 0.067460 0.097676 0.031 Uiso 1 1 calc R U . . .
C29 C 0.64278(16) 0.15484(15) 0.09676(15) 0.0237(4) Uani 1 1 d . . . . .
C34 C 0.51589(17) 0.14780(15) 0.10664(16) 0.0261(4) Uani 1 1 d . . . . .
H34 H 0.487198 0.083490 0.130075 0.031 Uiso 1 1 calc R U . . .
C33 C 0.43239(18) 0.23529(17) 0.08202(18) 0.0325(4) Uani 1 1 d . . . . .
H33 H 0.347903 0.229457 0.088410 0.039 Uiso 1 1 calc R U . . .
C32 C 0.4751(2) 0.33175(17) 0.04777(19) 0.0382(5) Uani 1 1 d . . . . .
H32 H 0.418895 0.390241 0.030063 0.046 Uiso 1 1 calc R U . . .
C31 C 0.6021(2) 0.34076(18) 0.0400(2) 0.0409(5) Uani 1 1 d . . . . .
H31 H 0.631532 0.406236 0.018685 0.049 Uiso 1 1 calc R U . . .
C30 C 0.68544(19) 0.25243(17) 0.06387(18) 0.0321(4) Uani 1 1 d . . . . .
H30 H 0.770063 0.258651 0.057835 0.038 Uiso 1 1 calc R U . . .
C13 C 0.54690(16) -0.12069(13) 0.29450(17) 0.0250(4) Uani 1 1 d . . . . .
H13A H 0.452497 -0.115019 0.275559 0.038 Uiso 1 1 calc R U . . .
H13C H 0.570493 -0.188524 0.327804 0.038 Uiso 1 1 calc R U . . .
H13B H 0.568071 -0.128485 0.222326 0.038 Uiso 1 1 calc R U . . .
C24 C 0.17381(17) 0.43169(14) 0.44838(16) 0.0225(3) Uani 1 1 d . . . . .
H24 H 0.095677 0.391889 0.388277 0.027 Uiso 1 1 calc R U . . .
C23 C 0.17296(18) 0.54618(15) 0.51042(18) 0.0294(4) Uani 1 1 d . . . . .
H23 H 0.094189 0.582466 0.491532 0.035 Uiso 1 1 calc R U . . .
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
C15 O17 C18 115.74(12) . . ?
C12 O11 C2 119.56(11) . . ?
C7 O35 C36 116.61(12) . . ?
C6A O6 C5 113.81(12) . . ?
C25 O27 C28 117.07(13) . . ?
C4A N4 C3 118.76(13) . . ?
N4 C3 C2 121.09(14) . . ?
N4 C3 C25 113.34(13) . . ?
C2 C3 C25 125.56(13) . . ?
C23 C22 C21 119.46(16) . . ?
C23 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
C22 C21 C20 120.36(17) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C20 C19 120.47(16) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C19 C24 118.86(15) . . ?
C20 C19 C18 122.68(15) . . ?
C24 C19 C18 118.45(14) . . ?
O17 C18 C19 108.76(12) . . ?
O17 C18 H18A 109.9 . . ?
C19 C18 H18A 109.9 . . ?
O17 C18 H18B 109.9 . . ?
C19 C18 H18B 109.9 . . ?
H18A C18 H18B 108.3 . . ?
O16 C15 O17 122.51(14) . . ?
O16 C15 C14 128.32(14) . . ?
O17 C15 C14 109.18(12) . . ?
C12 C14 C15 124.16(13) . . ?
C12 C14 H14 117.9 . . ?
C15 C14 H14 117.9 . . ?
C14 C12 O11 122.58(13) . . ?
C14 C12 C13 128.27(14) . . ?
O11 C12 C13 109.14(13) . . ?
C1 C2 O11 117.91(13) . . ?
C1 C2 C3 120.04(13) . . ?
O11 C2 C3 121.84(14) . . ?
C2 C1 C10B 118.89(14) . . ?
C2 C1 H1 120.6 . . ?
C10B C1 H1 120.6 . . ?
C1 C10B C4A 117.36(15) . . ?
C1 C10B C10A 124.64(14) . . ?
C4A C10B C10A 117.89(13) . . ?
C6A C10A C10 119.22(15) . . ?
C6A C10A C10B 117.35(13) . . ?
C10 C10A C10B 123.20(14) . . ?
O6 C6A C10A 121.85(14) . . ?
O6 C6A C7 117.25(13) . . ?
C10A C6A C7 120.73(14) . . ?
O35 C7 C8 125.43(15) . . ?
O35 C7 C6A 115.74(13) . . ?
C8 C7 C6A 118.83(14) . . ?
O35 C36 C37 107.07(13) . . ?
O35 C36 H36A 110.3 . . ?
C37 C36 H36A 110.3 . . ?
O35 C36 H36B 110.3 . . ?
C37 C36 H36B 110.3 . . ?
H36A C36 H36B 108.6 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37C C37 H37B 109.5 . . ?
C7 C8 C9 120.26(16) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C10 C9 C8 121.05(15) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C10A 119.69(15) . . ?
C9 C10 H10 120.2 . . ?
C10A C10 H10 120.2 . . ?
O6 C5 C4A 111.09(13) . . ?
O6 C5 H15 109.4 . . ?
C4A C5 H15 109.4 . . ?
O6 C5 H16 109.4 . . ?
C4A C5 H16 109.4 . . ?
H15 C5 H16 108.0 . . ?
N4 C4A C10B 123.85(14) . . ?
N4 C4A C5 119.14(13) . . ?
C10B C4A C5 117.00(14) . . ?
O26 C25 O27 124.42(15) . . ?
O26 C25 C3 123.61(14) . . ?
O27 C25 C3 111.95(13) . . ?
O27 C28 C29 110.13(14) . . ?
O27 C28 H28B 109.6 . . ?
C29 C28 H28B 109.6 . . ?
O27 C28 H28A 109.6 . . ?
C29 C28 H28A 109.6 . . ?
H28B C28 H28A 108.1 . . ?
C30 C29 C34 119.01(17) . . ?
C30 C29 C28 121.42(16) . . ?
C34 C29 C28 119.58(16) . . ?
C33 C34 C29 120.85(17) . . ?
C33 C34 H34 119.6 . . ?
C29 C34 H34 119.6 . . ?
C34 C33 C32 119.76(17) . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C33 C32 C31 119.85(18) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C30 C31 C32 120.29(18) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C31 C30 C29 120.22(18) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13C C13 H13B 109.5 . . ?
C23 C24 C19 120.35(16) . . ?
C23 C24 H24 119.8 . . ?
C19 C24 H24 119.8 . . ?
C22 C23 C24 120.50(17) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
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
O17 C15 1.3544(19) . ?
O17 C18 1.4474(19) . ?
O11 C12 1.3795(19) . ?
O11 C2 1.3958(18) . ?
O35 C7 1.3672(19) . ?
O35 C36 1.445(2) . ?
O6 C6A 1.3771(19) . ?
O6 C5 1.445(2) . ?
O26 C25 1.201(2) . ?
O27 C25 1.3368(19) . ?
O27 C28 1.462(2) . ?
O16 C15 1.2147(19) . ?
N4 C4A 1.329(2) . ?
N4 C3 1.3492(19) . ?
C3 C2 1.403(2) . ?
C3 C25 1.509(2) . ?
C22 C23 1.385(3) . ?
C22 C21 1.388(3) . ?
C22 H22 0.9300 . ?
C21 C20 1.391(3) . ?
C21 H21 0.9300 . ?
C20 C19 1.394(2) . ?
C20 H20 0.9300 . ?
C19 C24 1.397(2) . ?
C19 C18 1.508(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C15 C14 1.468(2) . ?
C14 C12 1.340(2) . ?
C14 H14 0.9300 . ?
C12 C13 1.494(2) . ?
C2 C1 1.387(2) . ?
C1 C10B 1.395(2) . ?
C1 H1 0.9300 . ?
C10B C4A 1.410(2) . ?
C10B C10A 1.470(2) . ?
C10A C6A 1.400(2) . ?
C10A C10 1.410(2) . ?
C6A C7 1.411(2) . ?
C7 C8 1.391(2) . ?
C36 C37 1.507(2) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 H37A 0.9600 . ?
C37 H37C 0.9600 . ?
C37 H37B 0.9600 . ?
C8 C9 1.398(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.378(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C5 C4A 1.508(2) . ?
C5 H15 0.9700 . ?
C5 H16 0.9700 . ?
C28 C29 1.505(3) . ?
C28 H28B 0.9700 . ?
C28 H28A 0.9700 . ?
C29 C30 1.389(3) . ?
C29 C34 1.397(2) . ?
C34 C33 1.384(3) . ?
C34 H34 0.9300 . ?
C33 C32 1.387(3) . ?
C33 H33 0.9300 . ?
C32 C31 1.389(3) . ?
C32 H32 0.9300 . ?
C31 C30 1.389(3) . ?
C31 H31 0.9300 . ?
C30 H30 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13C 0.9600 . ?
C13 H13B 0.9600 . ?
C24 C23 1.390(2) . ?
C24 H24 0.9300 . ?
C23 H23 0.9300 . ?
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
C1 H1 O16 0.93 2.47 3.359(2) 161.1 2_656 yes
C13 H13A O16 0.96 2.29 2.983(2) 128.8 . 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
C4A N4 C3 C2 -0.7(2) . . . . ?
C4A N4 C3 C25 178.49(13) . . . . ?
C23 C22 C21 C20 0.0(3) . . . . ?
C22 C21 C20 C19 -0.2(3) . . . . ?
C21 C20 C19 C24 0.3(3) . . . . ?
C21 C20 C19 C18 -178.42(17) . . . . ?
C15 O17 C18 C19 -171.12(13) . . . . ?
C20 C19 C18 O17 -7.0(2) . . . . ?
C24 C19 C18 O17 174.31(14) . . . . ?
C18 O17 C15 O16 -0.7(2) . . . . ?
C18 O17 C15 C14 179.34(13) . . . . ?
O16 C15 C14 C12 -7.4(3) . . . . ?
O17 C15 C14 C12 172.62(15) . . . . ?
C15 C14 C12 O11 -179.61(14) . . . . ?
C15 C14 C12 C13 -0.2(3) . . . . ?
C2 O11 C12 C14 -9.4(2) . . . . ?
C2 O11 C12 C13 171.10(13) . . . . ?
C12 O11 C2 C1 92.54(17) . . . . ?
C12 O11 C2 C3 -92.74(17) . . . . ?
N4 C3 C2 C1 0.7(2) . . . . ?
C25 C3 C2 C1 -178.37(14) . . . . ?
N4 C3 C2 O11 -173.92(13) . . . . ?
C25 C3 C2 O11 7.0(2) . . . . ?
O11 C2 C1 C10B 174.35(13) . . . . ?
C3 C2 C1 C10B -0.5(2) . . . . ?
C2 C1 C10B C4A 0.3(2) . . . . ?
C2 C1 C10B C10A 176.43(14) . . . . ?
C1 C10B C10A C6A -157.14(14) . . . . ?
C4A C10B C10A C6A 19.0(2) . . . . ?
C1 C10B C10A C10 17.3(2) . . . . ?
C4A C10B C10A C10 -166.60(14) . . . . ?
C5 O6 C6A C10A -30.99(19) . . . . ?
C5 O6 C6A C7 153.72(14) . . . . ?
C10 C10A C6A O6 179.74(14) . . . . ?
C10B C10A C6A O6 -5.6(2) . . . . ?
C10 C10A C6A C7 -5.1(2) . . . . ?
C10B C10A C6A C7 169.50(14) . . . . ?
C36 O35 C7 C8 -2.2(2) . . . . ?
C36 O35 C7 C6A 178.55(13) . . . . ?
O6 C6A C7 O35 -1.8(2) . . . . ?
C10A C6A C7 O35 -177.17(13) . . . . ?
O6 C6A C7 C8 178.85(14) . . . . ?
C10A C6A C7 C8 3.5(2) . . . . ?
C7 O35 C36 C37 178.74(13) . . . . ?
O35 C7 C8 C9 -178.37(15) . . . . ?
C6A C7 C8 C9 0.9(2) . . . . ?
C7 C8 C9 C10 -3.6(2) . . . . ?
C8 C9 C10 C10A 2.0(2) . . . . ?
C6A C10A C10 C9 2.4(2) . . . . ?
C10B C10A C10 C9 -171.93(14) . . . . ?
C6A O6 C5 C4A 52.05(17) . . . . ?
C3 N4 C4A C10B 0.5(2) . . . . ?
C3 N4 C4A C5 179.58(13) . . . . ?
C1 C10B C4A N4 -0.3(2) . . . . ?
C10A C10B C4A N4 -176.70(13) . . . . ?
C1 C10B C4A C5 -179.40(13) . . . . ?
C10A C10B C4A C5 4.2(2) . . . . ?
O6 C5 C4A N4 141.80(14) . . . . ?
O6 C5 C4A C10B -39.04(19) . . . . ?
C28 O27 C25 O26 -6.8(2) . . . . ?
C28 O27 C25 C3 171.98(13) . . . . ?
N4 C3 C25 O26 12.4(2) . . . . ?
C2 C3 C25 O26 -168.47(16) . . . . ?
N4 C3 C25 O27 -166.38(12) . . . . ?
C2 C3 C25 O27 12.7(2) . . . . ?
C25 O27 C28 C29 -90.77(17) . . . . ?
O27 C28 C29 C30 109.66(18) . . . . ?
O27 C28 C29 C34 -69.87(19) . . . . ?
C30 C29 C34 C33 1.2(3) . . . . ?
C28 C29 C34 C33 -179.27(16) . . . . ?
C29 C34 C33 C32 -0.4(3) . . . . ?
C34 C33 C32 C31 -0.9(3) . . . . ?
C33 C32 C31 C30 1.4(3) . . . . ?
C32 C31 C30 C29 -0.6(3) . . . . ?
C34 C29 C30 C31 -0.7(3) . . . . ?
C28 C29 C30 C31 179.76(18) . . . . ?
C20 C19 C24 C23 -0.2(2) . . . . ?
C18 C19 C24 C23 178.58(15) . . . . ?
C21 C22 C23 C24 0.1(3) . . . . ?
C19 C24 C23 C22 0.0(3) . . . . ?
