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#$Date: 2025-04-05 07:00:49 +0300 (Sat, 05 Apr 2025) $
#$Revision: 299087 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/03/7160319.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_7160319
loop_
_publ_author_name
'Gao, Xin-Hua'
'Zhou, Bin'
'Zimbres, Flavia M.'
'Zhang, Zai-Yong'
'Cassera, Maria B.'
'Zhao, Jin-Xin'
'Yue, Jian-Min'
_publ_section_title
;
 Spirocyclic iridoid alkaloids from Plumeria rubra.
;
_journal_issue                   4
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              960
_journal_page_last               966
_journal_paper_doi               10.1039/d4ob01870b
_journal_volume                  23
_journal_year                    2025
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C15 H13 N O5'
_chemical_formula_sum            'C15 H13 N O5'
_chemical_formula_weight         287.26
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-05-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_audit_update_record
;
2020-08-19 deposited with the CCDC.	2024-12-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.765(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.9407(4)
_cell_length_b                   23.6776(12)
_cell_length_c                   8.0529(5)
_cell_measurement_reflns_used    9893
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.925
_cell_measurement_theta_min      4.877
_cell_volume                     1322.78(13)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            15931
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.900
_diffrn_reflns_theta_min         5.783
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.591
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.6270
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1046 before and 0.0509 after correction. The Ratio of minimum to maximum transmission is 0.8351. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.165
_refine_diff_density_min         -0.138
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details
;
 Flack x determined using 2312 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         4889
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0270
_refine_ls_R_factor_gt           0.0268
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0480P)²+0.1551P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0742
_refine_ls_wR_factor_ref         0.0744
_reflns_Friedel_coverage         0.935
_reflns_Friedel_fraction_full    0.961
_reflns_Friedel_fraction_max     0.962
_reflns_number_gt                4845
_reflns_number_total             4889
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob01870b2.cif
_cod_data_source_block           mjl18230_0m
_cod_depositor_comments
'Adding full bibliography for 7160318--7160321.cif.'
_cod_database_code               7160319
_shelx_shelxl_version_number     2016/6
_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_max   0.954
_shelx_estimated_absorpt_t_min   0.932
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13), C13A(H13A)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C6(H6), C7(H7), C10(H10), C1A(H1A), C3A(H3A), C6A(H6A),
 C7A(H7A), C10A(H10A)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C16(H16A,H16B,H16C), C14A(H14D,H14E,H14F), C16A(H16D,
 H16E,H16F)
2.d Idealised tetrahedral OH refined as rotating group:
 O5(H5), O5A(H5A)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
O1 O 0.4140(3) 0.83237(6) 1.2752(2) 0.0387(4) Uani 1 1 d . . . . .
O2 O 0.5024(3) 0.80425(7) 1.5324(2) 0.0393(4) Uani 1 1 d . . . . .
O3 O 0.18604(19) 0.61328(5) 0.94298(17) 0.0228(3) Uani 1 1 d . . . . .
O4 O 0.1102(2) 0.52829(6) 0.83823(18) 0.0285(3) Uani 1 1 d . . . . .
O5 O 0.6612(2) 0.54562(6) 0.59594(17) 0.0281(3) Uani 1 1 d . . . . .
H5 H 0.619739 0.573548 0.541365 0.042 Uiso 1 1 calc GR . . . .
N2 N 0.5096(3) 0.63736(7) 1.4122(2) 0.0273(4) Uani 1 1 d . . . . .
C1 C 0.4588(3) 0.62031(8) 1.2553(2) 0.0243(4) Uani 1 1 d . . . . .
H1 H 0.453561 0.581104 1.230491 0.029 Uiso 1 1 calc R . . . .
C3 C 0.5114(3) 0.69248(9) 1.4435(2) 0.0262(4) Uani 1 1 d . . . . .
H3 H 0.547088 0.704192 1.552965 0.031 Uiso 1 1 calc R . . . .
C4 C 0.4645(3) 0.73466(8) 1.3266(2) 0.0232(4) Uani 1 1 d . . . . .
C5 C 0.4172(3) 0.71666(8) 1.1659(2) 0.0209(4) Uani 1 1 d . . . . .
C6 C 0.3582(3) 0.74652(8) 1.0120(2) 0.0233(4) Uani 1 1 d . . . . .
H6 H 0.350876 0.786370 0.999538 0.028 Uiso 1 1 calc R . . . .
C7 C 0.3167(3) 0.70885(8) 0.8927(2) 0.0231(4) Uani 1 1 d . . . . .
H7 H 0.268947 0.718237 0.784355 0.028 Uiso 1 1 calc R . . . .
C8 C 0.3561(3) 0.64887(7) 0.9531(2) 0.0203(4) Uani 1 1 d . . . . .
C9 C 0.4150(3) 0.65882(8) 1.1328(2) 0.0208(4) Uani 1 1 d . . . . .
C10 C 0.5025(3) 0.61727(8) 0.8543(2) 0.0214(4) Uani 1 1 d . . . . .
H10 H 0.629403 0.630047 0.834231 0.026 Uiso 1 1 calc R . . . .
C11 C 0.4271(3) 0.56882(8) 0.7995(2) 0.0205(4) Uani 1 1 d . . . . .
C12 C 0.2277(3) 0.56490(8) 0.8578(2) 0.0208(4) Uani 1 1 d . . . . .
C13 C 0.5114(3) 0.52347(8) 0.6928(2) 0.0232(4) Uani 1 1 d . . . . .
H13 H 0.407834 0.507678 0.617273 0.028 Uiso 1 1 calc R . . . .
C14 C 0.5980(3) 0.47606(9) 0.7987(3) 0.0326(5) Uani 1 1 d . . . . .
H14A H 0.640696 0.445497 0.726471 0.049 Uiso 1 1 calc GR . . . .
H14B H 0.500599 0.461610 0.873357 0.049 Uiso 1 1 calc GR . . . .
H14C H 0.708414 0.490537 0.864474 0.049 Uiso 1 1 calc GR . . . .
C15 C 0.4583(3) 0.79541(9) 1.3718(3) 0.0279(4) Uani 1 1 d . . . . .
C16 C 0.4875(5) 0.86246(11) 1.5864(4) 0.0507(7) Uani 1 1 d . . . . .
H16A H 0.586406 0.885150 1.533290 0.076 Uiso 1 1 calc GR . . . .
H16B H 0.506514 0.864381 1.707312 0.076 Uiso 1 1 calc GR . . . .
H16C H 0.359585 0.877200 1.554918 0.076 Uiso 1 1 calc GR . . . .
O1A O 0.9556(3) 0.24745(7) -0.51874(18) 0.0382(4) Uani 1 1 d . . . . .
O2A O 1.0277(2) 0.16244(6) -0.41273(19) 0.0318(3) Uani 1 1 d . . . . .
O3A O 1.26780(18) 0.40609(5) 0.04369(17) 0.0234(3) Uani 1 1 d . . . . .
O4A O 1.3227(2) 0.47582(7) 0.22701(19) 0.0323(3) Uani 1 1 d . . . . .
O5A O 0.9253(3) 0.46861(7) 0.44061(19) 0.0416(4) Uani 1 1 d . . . . .
H5A H 0.861876 0.490055 0.501528 0.062 Uiso 1 1 calc GR . . . .
N2A N 1.1509(2) 0.22057(7) 0.0542(2) 0.0234(3) Uani 1 1 d . . . . .
C1A C 1.1502(3) 0.27681(8) 0.0839(2) 0.0228(4) Uani 1 1 d . . . . .
H1A H 1.175867 0.289916 0.193888 0.027 Uiso 1 1 calc R . . . .
C3A C 1.1060(3) 0.20378(8) -0.1004(2) 0.0216(4) Uani 1 1 d . . . . .
H3A H 1.102133 0.164284 -0.120968 0.026 Uiso 1 1 calc R . . . .
C4A C 1.0638(3) 0.23992(8) -0.2354(2) 0.0204(4) Uani 1 1 d . . . . .
C5A C 1.0727(3) 0.29780(8) -0.2042(2) 0.0210(4) Uani 1 1 d . . . . .
C6A C 1.0539(3) 0.34767(8) -0.3114(2) 0.0249(4) Uani 1 1 d . . . . .
H6A H 1.027476 0.346994 -0.427879 0.030 Uiso 1 1 calc R . . . .
C7A C 1.0797(3) 0.39415(8) -0.2197(2) 0.0250(4) Uani 1 1 d . . . . .
H7A H 1.083656 0.431413 -0.263250 0.030 Uiso 1 1 calc R . . . .
C8A C 1.1018(3) 0.37952(7) -0.0363(2) 0.0216(4) Uani 1 1 d . . . . .
C9A C 1.1135(3) 0.31558(7) -0.0402(2) 0.0209(4) Uani 1 1 d . . . . .
C10A C 0.9347(3) 0.40272(8) 0.0571(2) 0.0235(4) Uani 1 1 d . . . . .
H10A H 0.804381 0.391193 0.040518 0.028 Uiso 1 1 calc R . . . .
C11A C 0.9946(3) 0.44150(8) 0.1659(2) 0.0231(4) Uani 1 1 d . . . . .
C12A C 1.2077(3) 0.44552(8) 0.1560(2) 0.0234(4) Uani 1 1 d . . . . .
C13A C 0.8754(3) 0.47961(8) 0.2710(2) 0.0264(4) Uani 1 1 d . . . . .
H13A H 0.736200 0.470130 0.250890 0.032 Uiso 1 1 calc R . . . .
C14A C 0.9065(3) 0.54119(8) 0.2252(3) 0.0307(4) Uani 1 1 d . . . . .
H14D H 0.821958 0.565154 0.290326 0.046 Uiso 1 1 calc GR . . . .
H14E H 0.876513 0.546573 0.106575 0.046 Uiso 1 1 calc GR . . . .
H14F H 1.041254 0.551522 0.249293 0.046 Uiso 1 1 calc GR . . . .
C15A C 1.0109(3) 0.21845(8) -0.4037(2) 0.0234(4) Uani 1 1 d . . . . .
C16A C 0.9769(3) 0.13738(9) -0.5722(3) 0.0338(5) Uani 1 1 d . . . . .
H16D H 1.039203 0.158464 -0.660462 0.051 Uiso 1 1 calc GR . . . .
H16E H 0.836689 0.138702 -0.590475 0.051 Uiso 1 1 calc GR . . . .
H16F H 1.020339 0.098005 -0.573623 0.051 Uiso 1 1 calc GR . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 '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 O2 C16 115.01(19) . . ?
C12 O3 C8 109.25(14) . . ?
C13 O5 H5 109.5 . . ?
C3 N2 C1 117.84(17) . . ?
N2 C1 H1 119.5 . . ?
N2 C1 C9 121.05(18) . . ?
C9 C1 H1 119.5 . . ?
N2 C3 H3 117.6 . . ?
N2 C3 C4 124.85(19) . . ?
C4 C3 H3 117.6 . . ?
C3 C4 C15 122.20(19) . . ?
C5 C4 C3 116.64(18) . . ?
C5 C4 C15 121.12(19) . . ?
C4 C5 C6 133.33(18) . . ?
C4 C5 C9 118.61(17) . . ?
C9 C5 C6 108.02(16) . . ?
C5 C6 H6 125.3 . . ?
C7 C6 C5 109.42(16) . . ?
C7 C6 H6 125.3 . . ?
C6 C7 H7 124.4 . . ?
C6 C7 C8 111.12(16) . . ?
C8 C7 H7 124.4 . . ?
O3 C8 C7 112.71(15) . . ?
O3 C8 C9 109.91(14) . . ?
O3 C8 C10 104.03(14) . . ?
C9 C8 C7 101.61(14) . . ?
C10 C8 C7 114.27(15) . . ?
C10 C8 C9 114.57(15) . . ?
C1 C9 C5 120.97(18) . . ?
C1 C9 C8 129.31(17) . . ?
C5 C9 C8 109.71(16) . . ?
C8 C10 H10 125.1 . . ?
C11 C10 C8 109.77(16) . . ?
C11 C10 H10 125.1 . . ?
C10 C11 C12 108.12(16) . . ?
C10 C11 C13 130.46(18) . . ?
C12 C11 C13 121.40(16) . . ?
O3 C12 C11 108.71(15) . . ?
O4 C12 O3 121.16(17) . . ?
O4 C12 C11 130.12(17) . . ?
O5 C13 C11 110.75(15) . . ?
O5 C13 H13 109.2 . . ?
O5 C13 C14 107.30(16) . . ?
C11 C13 H13 109.2 . . ?
C11 C13 C14 111.10(15) . . ?
C14 C13 H13 109.2 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1 C15 O2 123.89(19) . . ?
O1 C15 C4 123.65(19) . . ?
O2 C15 C4 112.44(18) . . ?
O2 C16 H16A 109.5 . . ?
O2 C16 H16B 109.5 . . ?
O2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15A O2A C16A 115.87(16) . . ?
C12A O3A C8A 109.56(14) . . ?
C13A O5A H5A 109.5 . . ?
C3A N2A C1A 117.15(17) . . ?
N2A C1A H1A 119.0 . . ?
N2A C1A C9A 121.99(18) . . ?
C9A C1A H1A 119.0 . . ?
N2A C3A H3A 117.4 . . ?
N2A C3A C4A 125.21(17) . . ?
C4A C3A H3A 117.4 . . ?
C3A C4A C15A 122.50(17) . . ?
C5A C4A C3A 116.84(17) . . ?
C5A C4A C15A 120.66(17) . . ?
C4A C5A C6A 133.07(18) . . ?
C4A C5A C9A 118.03(17) . . ?
C9A C5A C6A 108.87(16) . . ?
C5A C6A H6A 125.4 . . ?
C7A C6A C5A 109.29(17) . . ?
C7A C6A H6A 125.4 . . ?
C6A C7A H7A 124.5 . . ?
C6A C7A C8A 110.95(17) . . ?
C8A C7A H7A 124.5 . . ?
O3A C8A C7A 112.87(15) . . ?
O3A C8A C9A 113.65(15) . . ?
O3A C8A C10A 103.55(14) . . ?
C9A C8A C7A 102.18(15) . . ?
C10A C8A C7A 110.24(15) . . ?
C10A C8A C9A 114.66(15) . . ?
C1A C9A C5A 120.67(17) . . ?
C1A C9A C8A 131.29(17) . . ?
C5A C9A C8A 108.02(16) . . ?
C8A C10A H10A 124.7 . . ?
C11A C10A C8A 110.58(17) . . ?
C11A C10A H10A 124.7 . . ?
C10A C11A C12A 107.52(16) . . ?
C10A C11A C13A 128.33(19) . . ?
C12A C11A C13A 123.90(17) . . ?
O3A C12A C11A 108.34(15) . . ?
O4A C12A O3A 120.48(17) . . ?
O4A C12A C11A 131.18(18) . . ?
O5A C13A C11A 107.97(16) . . ?
O5A C13A H13A 108.7 . . ?
O5A C13A C14A 112.07(18) . . ?
C11A C13A H13A 108.7 . . ?
C11A C13A C14A 110.75(16) . . ?
C14A C13A H13A 108.7 . . ?
C13A C14A H14D 109.5 . . ?
C13A C14A H14E 109.5 . . ?
C13A C14A H14F 109.5 . . ?
H14D C14A H14E 109.5 . . ?
H14D C14A H14F 109.5 . . ?
H14E C14A H14F 109.5 . . ?
O1A C15A O2A 123.42(19) . . ?
O1A C15A C4A 124.78(18) . . ?
O2A C15A C4A 111.78(17) . . ?
O2A C16A H16D 109.5 . . ?
O2A C16A H16E 109.5 . . ?
O2A C16A H16F 109.5 . . ?
H16D C16A H16E 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
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 C15 1.205(3) . ?
O2 C15 1.336(3) . ?
O2 C16 1.450(3) . ?
O3 C8 1.450(2) . ?
O3 C12 1.370(2) . ?
O4 C12 1.198(2) . ?
O5 H5 0.8400 . ?
O5 C13 1.419(2) . ?
N2 C1 1.363(3) . ?
N2 C3 1.329(3) . ?
C1 H1 0.9500 . ?
C1 C9 1.371(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.404(3) . ?
C4 C5 1.393(3) . ?
C4 C15 1.485(3) . ?
C5 C6 1.474(3) . ?
C5 C9 1.395(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.336(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.523(3) . ?
C8 C9 1.510(3) . ?
C8 C10 1.508(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.330(3) . ?
C11 C12 1.478(3) . ?
C11 C13 1.505(2) . ?
C13 H13 1.0000 . ?
C13 C14 1.522(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
O1A C15A 1.206(3) . ?
O2A C15A 1.333(2) . ?
O2A C16A 1.449(2) . ?
O3A C8A 1.447(2) . ?
O3A C12A 1.374(2) . ?
O4A C12A 1.204(2) . ?
O5A H5A 0.8400 . ?
O5A C13A 1.423(3) . ?
N2A C1A 1.353(2) . ?
N2A C3A 1.335(3) . ?
C1A H1A 0.9500 . ?
C1A C9A 1.375(3) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.407(3) . ?
C4A C5A 1.394(3) . ?
C4A C15A 1.483(3) . ?
C5A C6A 1.466(3) . ?
C5A C9A 1.407(3) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.334(3) . ?
C7A H7A 0.9500 . ?
C7A C8A 1.521(3) . ?
C8A C9A 1.516(2) . ?
C8A C10A 1.506(3) . ?
C10A H10A 0.9500 . ?
C10A C11A 1.327(3) . ?
C11A C12A 1.487(3) . ?
C11A C13A 1.503(3) . ?
C13A H13A 1.0000 . ?
C13A C14A 1.521(3) . ?
C14A H14D 0.9800 . ?
C14A H14E 0.9800 . ?
C14A H14F 0.9800 . ?
C16A H16D 0.9800 . ?
C16A H16E 0.9800 . ?
C16A H16F 0.9800 . ?
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
O5 H5 N2 0.84 1.97 2.814(2) 177.2 1_554
O5A H5A O5 0.84 2.08 2.897(2) 165.0 .
