#------------------------------------------------------------------------------
#$Date: 2025-04-22 19:48:50 +0300 (Tue, 22 Apr 2025) $
#$Revision: 299347 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/68/8106824.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_8106824
loop_
_publ_author_name
'Benites, Julio'
'Valderrama, Jaime A.'
'Estela, Cynthia'
'Ríos, David'
'Cárdenas, Alejandro'
'Brito, Iván'
_publ_section_title
;
 Crystal structure of
 5-hydroxy-4-((4-hydroxyphenyl)imino)naphthalen-1(4H)-one monohydrate,
 C16H11NO3 · 0.5H2O
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              199
_journal_page_last               201
_journal_paper_doi               10.1515/ncrs-2015-0086
_journal_volume                  231
_journal_year                    2016
_chemical_formula_moiety         'C16 H11 N O3, 0.5(H2 O)'
_chemical_formula_sum            'C16 H12 N O3.5'
_chemical_formula_weight         274.26
_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
_atom_sites_solution_primary     direct
_audit_update_record
;
2015-04-29 # Formatted by publCIF
;
_cell_angle_alpha                109.945(5)
_cell_angle_beta                 101.686(4)
_cell_angle_gamma                101.735(4)
_cell_formula_units_Z            4
_cell_length_a                   7.4445(3)
_cell_length_b                   13.7846(7)
_cell_length_c                   14.0875(9)
_cell_measurement_reflns_used    3776
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      61.5003
_cell_measurement_theta_min      3.4906
_cell_volume                     1271.14(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 5.2977
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -14.00   57.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       -2.1923   38.0000  -60.0000 71

#__ type_ start__ end____ width___ exp.time_
  2 omega   21.00   77.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -        2.1923   38.0000 -150.0000 56

#__ type_ start__ end____ width___ exp.time_
  3 omega  -85.00  -35.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -        2.1923 -178.0000    0.0000 50

#__ type_ start__ end____ width___ exp.time_
  4 omega  -22.00    3.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -        2.1923   38.0000 -150.0000 25

#__ type_ start__ end____ width___ exp.time_
  5 omega -136.00 -111.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -94.0000  120.0000 25

#__ type_ start__ end____ width___ exp.time_
  6 omega    5.00  124.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -15.0000 -120.0000 119

#__ type_ start__ end____ width___ exp.time_
  7 omega    1.00   30.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -94.0000  150.0000 29

#__ type_ start__ end____ width___ exp.time_
  8 omega   23.00   89.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -30.0000   90.0000 66

#__ type_ start__ end____ width___ exp.time_
  9 omega   94.00  158.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  131.0000  174.0000 64

#__ type_ start__ end____ width___ exp.time_
 10 omega   61.00  157.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634   45.0000 -120.0000 96

#__ type_ start__ end____ width___ exp.time_
 11 omega   24.00   65.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -77.0000   90.0000 41

#__ type_ start__ end____ width___ exp.time_
 12 omega   47.00  109.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -94.0000  150.0000 62

#__ type_ start__ end____ width___ exp.time_
 13 omega   44.00  105.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634 -125.0000   30.0000 61

#__ type_ start__ end____ width___ exp.time_
 14 omega   38.00  113.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -61.0000 -150.0000 75

#__ type_ start__ end____ width___ exp.time_
 15 omega   56.00   82.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634 -125.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 16 omega   96.00  121.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634 -125.0000   60.0000 25

#__ type_ start__ end____ width___ exp.time_
 17 omega   18.00   44.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -45.0000    0.0000 26
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0244927000
_diffrn_orient_matrix_UB_12      0.0361150000
_diffrn_orient_matrix_UB_13      -0.0927701000
_diffrn_orient_matrix_UB_21      0.0810076000
_diffrn_orient_matrix_UB_22      0.1190755000
_diffrn_orient_matrix_UB_23      0.0788036000
_diffrn_orient_matrix_UB_31      0.2044057000
_diffrn_orient_matrix_UB_32      -0.0029892000
_diffrn_orient_matrix_UB_33      -0.0034085000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0122
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6849
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        61.585
_diffrn_reflns_theta_max         61.585
_diffrn_reflns_theta_min         3.493
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.844
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_description       block
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         3883
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0337
_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)+(0.0459P)²+0.2162P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0928
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3386
_reflns_number_total             3883
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2015-0086_suppl.cif
_cod_data_source_block           curita1
_cod_depositor_comments
;

2025-04-22
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C32 H24 N2 O7'
_cod_original_formula_weight         548.53
_cod_original_formula_moiety         '2(C16 H11 N O3), H2 O'
_cod_original_formula_units_Z            2
_cod_original_cell_volume        1271.15(13)
_cod_database_code               8106824
_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.
;
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     58.86
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C2(H2), C3(H3), C12(H12), C13(H13), C16(H16),
 C17(H17), C26(H26), C27(H27), C28(H28), C22(H22), C23(H23), C212(H212),
 C213(H213), C216(H216), C217(H217)
2.b Tetrahedral OH refined with riding coordinates:
 O18(H18), O218(H218)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
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
O15 O 0.7941(2) 0.42261(11) 0.97681(9) 0.0704(4) Uani 1 1 d . . . . .
O9 O 0.4510(2) 0.33286(10) 0.20733(10) 0.0690(4) Uani 1 1 d . . . . .
O18 O 0.28509(17) 0.03406(9) 0.42557(9) 0.0548(3) Uani 1 1 d . . . . .
H18 H 0.3571 0.0839 0.4801 0.092(8) Uiso 1 1 calc R . . . .
N10 N 0.51186(17) 0.22013(9) 0.54190(9) 0.0396(3) Uani 1 1 d . . . . .
C5 C 0.2727(2) 0.06586(11) 0.34500(12) 0.0406(3) Uani 1 1 d . . . . .
C6 C 0.1568(2) -0.00750(12) 0.24525(12) 0.0480(4) Uani 1 1 d . . . . .
H6 H 0.0883 -0.0760 0.2365 0.058 Uiso 1 1 calc R . . . .
C7 C 0.1418(2) 0.01939(13) 0.15949(13) 0.0527(4) Uani 1 1 d . . . . .
H7 H 0.0645 -0.0310 0.0931 0.063 Uiso 1 1 calc R . . . .
C8 C 0.2412(2) 0.12125(13) 0.17112(12) 0.0501(4) Uani 1 1 d . . . . .
H8 H 0.2306 0.1391 0.1127 0.060 Uiso 1 1 calc R . . . .
C8A C 0.3567(2) 0.19658(12) 0.27001(11) 0.0404(3) Uani 1 1 d . . . . .
C1 C 0.4606(2) 0.30599(13) 0.28236(13) 0.0472(4) Uani 1 1 d . . . . .
C2 C 0.5806(2) 0.38210(12) 0.38810(13) 0.0497(4) Uani 1 1 d . . . . .
H2 H 0.6479 0.4508 0.3970 0.060 Uiso 1 1 calc R . . . .
C3 C 0.5978(2) 0.35763(11) 0.47217(12) 0.0431(3) Uani 1 1 d . . . . .
H3 H 0.6760 0.4093 0.5378 0.052 Uiso 1 1 calc R . . . .
C4 C 0.49593(19) 0.25081(11) 0.46368(11) 0.0366(3) Uani 1 1 d . . . . .
C4A C 0.37554(19) 0.17085(11) 0.35935(11) 0.0364(3) Uani 1 1 d . . . . .
C11 C 0.59975(19) 0.28329(11) 0.65016(11) 0.0368(3) Uani 1 1 d . . . . .
C12 C 0.5953(2) 0.38795(12) 0.70424(12) 0.0423(3) Uani 1 1 d . . . . .
H12 H 0.5472 0.4255 0.6665 0.051 Uiso 1 1 calc R . . . .
C13 C 0.6612(2) 0.43611(12) 0.81267(12) 0.0452(4) Uani 1 1 d . . . . .
H13 H 0.6573 0.5060 0.8478 0.054 Uiso 1 1 calc R . . . .
C14 C 0.7335(2) 0.38116(12) 0.87004(12) 0.0465(4) Uani 1 1 d . . . . .
C16 C 0.7405(2) 0.27750(12) 0.81666(12) 0.0473(4) Uani 1 1 d . . . . .
H16 H 0.7911 0.2406 0.8544 0.057 Uiso 1 1 calc R . . . .
C17 C 0.6734(2) 0.22938(11) 0.70895(11) 0.0409(3) Uani 1 1 d . . . . .
H17 H 0.6769 0.1594 0.6742 0.049 Uiso 1 1 calc R . . . .
O215 O 1.2566(2) 0.38153(10) 0.91593(8) 0.0643(3) Uani 1 1 d . . . . .
O29 O 0.5777(2) -0.06128(10) 0.13844(10) 0.0810(4) Uani 1 1 d . . . . .
O218 O 1.09821(17) 0.39245(9) 0.37509(9) 0.0602(3) Uani 1 1 d . . . . .
H218 H 1.1052 0.3809 0.4289 0.096(8) Uiso 1 1 calc R . . . .
N210 N 1.02767(17) 0.28834(9) 0.48727(9) 0.0408(3) Uani 1 1 d . . . . .
C25 C 0.9809(2) 0.30429(12) 0.29116(12) 0.0448(4) Uani 1 1 d . . . . .
C26 C 0.9505(3) 0.30802(15) 0.19235(14) 0.0566(4) Uani 1 1 d . . . . .
H26 H 1.0118 0.3703 0.1859 0.068 Uiso 1 1 calc R . . . .
C27 C 0.8313(3) 0.22097(17) 0.10400(14) 0.0649(5) Uani 1 1 d . . . . .
H27 H 0.8105 0.2252 0.0383 0.078 Uiso 1 1 calc R . . . .
C28 C 0.7414(2) 0.12689(15) 0.11172(13) 0.0584(4) Uani 1 1 d . . . . .
H28 H 0.6622 0.0677 0.0513 0.070 Uiso 1 1 calc R . . . .
C28A C 0.7698(2) 0.12106(12) 0.20947(12) 0.0441(4) Uani 1 1 d . . . . .
C21 C 0.6759(2) 0.01979(13) 0.21727(13) 0.0515(4) Uani 1 1 d . . . . .
C22 C 0.7005(2) 0.01947(12) 0.32234(13) 0.0494(4) Uani 1 1 d . . . . .
H22 H 0.6357 -0.0422 0.3286 0.059 Uiso 1 1 calc R . . . .
C23 C 0.8117(2) 0.10364(12) 0.40970(12) 0.0426(3) Uani 1 1 d . . . . .
H23 H 0.8223 0.0993 0.4750 0.051 Uiso 1 1 calc R . . . .
C24 C 0.91736(19) 0.20277(11) 0.40515(11) 0.0366(3) Uani 1 1 d . . . . .
C24A C 0.88970(19) 0.20974(11) 0.30194(11) 0.0384(3) Uani 1 1 d . . . . .
C211 C 1.07687(19) 0.30076(11) 0.59348(11) 0.0373(3) Uani 1 1 d . . . . .
C212 C 1.1261(2) 0.22556(11) 0.63088(11) 0.0401(3) Uani 1 1 d . . . . .
H212 H 1.1180 0.1575 0.5832 0.048 Uiso 1 1 calc R . . . .
C213 C 1.1866(2) 0.25081(12) 0.73773(11) 0.0413(3) Uani 1 1 d . . . . .
H213 H 1.2200 0.2000 0.7618 0.050 Uiso 1 1 calc R . . . .
C214 C 1.1979(2) 0.35165(12) 0.80968(11) 0.0429(3) Uani 1 1 d . . . . .
C216 C 1.1515(2) 0.42771(12) 0.77323(12) 0.0465(4) Uani 1 1 d . . . . .
H216 H 1.1597 0.4957 0.8211 0.056 Uiso 1 1 calc R . . . .
C217 C 1.0937(2) 0.40287(11) 0.66731(11) 0.0421(3) Uani 1 1 d . . . . .
H217 H 1.0649 0.4548 0.6437 0.050 Uiso 1 1 calc R . . . .
O10 O 0.3213(3) 0.23583(15) 0.98559(13) 0.1015(6) Uani 1 1 d . . . . .
H10A H 0.377(5) 0.190(3) 0.955(3) 0.162(15) Uiso 1 1 d . . . . .
H10B H 0.381(4) 0.270(2) 1.065(3) 0.131(10) Uiso 1 1 d . . . . .
H15 H 0.775(3) 0.490(2) 1.0020(19) 0.102(8) Uiso 1 1 d . . . . .
H215 H 1.283(3) 0.3265(18) 0.9341(18) 0.095(7) 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 0.0181 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'
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
C14 O15 H15 108.6(15) . .
C5 O18 H18 109.5 . .
C4 N10 C11 128.44(12) . .
O18 C5 C6 118.30(13) . .
O18 C5 C4A 121.81(13) . .
C6 C5 C4A 119.89(13) . .
C5 C6 H6 119.5 . .
C7 C6 C5 120.99(14) . .
C7 C6 H6 119.5 . .
C6 C7 H7 119.8 . .
C6 C7 C8 120.36(15) . .
C8 C7 H7 119.8 . .
C7 C8 H8 120.0 . .
C7 C8 C8A 119.93(15) . .
C8A C8 H8 120.0 . .
C8 C8A C1 119.76(13) . .
C8 C8A C4A 120.88(14) . .
C4A C8A C1 119.37(13) . .
O9 C1 C8A 122.33(15) . .
O9 C1 C2 120.11(14) . .
C2 C1 C8A 117.54(13) . .
C1 C2 H2 118.5 . .
C3 C2 C1 122.93(14) . .
C3 C2 H2 118.5 . .
C2 C3 H3 119.3 . .
C2 C3 C4 121.31(14) . .
C4 C3 H3 119.3 . .
N10 C4 C3 124.50(13) . .
N10 C4 C4A 117.31(12) . .
C4A C4 C3 118.11(12) . .
C5 C4A C4 121.31(12) . .
C8A C4A C5 117.95(13) . .
C8A C4A C4 120.74(13) . .
C12 C11 N10 125.73(13) . .
C17 C11 N10 115.38(12) . .
C17 C11 C12 118.24(13) . .
C11 C12 H12 119.7 . .
C13 C12 C11 120.65(14) . .
C13 C12 H12 119.7 . .
C12 C13 H13 119.8 . .
C12 C13 C14 120.38(14) . .
C14 C13 H13 119.8 . .
O15 C14 C13 123.17(14) . .
O15 C14 C16 117.55(14) . .
C16 C14 C13 119.26(14) . .
C14 C16 H16 119.9 . .
C17 C16 C14 120.30(14) . .
C17 C16 H16 119.9 . .
C11 C17 H17 119.4 . .
C16 C17 C11 121.16(13) . .
C16 C17 H17 119.4 . .
C214 O215 H215 112.4(14) . .
C25 O218 H218 109.5 . .
C24 N210 C211 127.42(12) . .
O218 C25 C26 118.13(14) . .
O218 C25 C24A 121.71(13) . .
C26 C25 C24A 120.16(15) . .
C25 C26 H26 119.6 . .
C27 C26 C25 120.76(16) . .
C27 C26 H26 119.6 . .
C26 C27 H27 119.7 . .
C26 C27 C28 120.50(16) . .
C28 C27 H27 119.7 . .
C27 C28 H28 120.1 . .
C28A C28 C27 119.83(16) . .
C28A C28 H28 120.1 . .
C28 C28A C21 119.70(15) . .
C28 C28A C24A 120.97(15) . .
C24A C28A C21 119.32(13) . .
O29 C21 C28A 121.70(16) . .
O29 C21 C22 120.54(16) . .
C22 C21 C28A 117.75(13) . .
C21 C22 H22 118.6 . .
C23 C22 C21 122.77(14) . .
C23 C22 H22 118.6 . .
C22 C23 H23 119.4 . .
C22 C23 C24 121.27(14) . .
C24 C23 H23 119.4 . .
N210 C24 C23 124.60(13) . .
N210 C24 C24A 117.05(12) . .
C23 C24 C24A 118.25(12) . .
C25 C24A C24 121.82(13) . .
C28A C24A C25 117.76(13) . .
C28A C24A C24 120.42(13) . .
C212 C211 N210 126.26(12) . .
C212 C211 C217 118.20(13) . .
C217 C211 N210 115.26(12) . .
C211 C212 H212 119.7 . .
C213 C212 C211 120.66(13) . .
C213 C212 H212 119.7 . .
C212 C213 H213 119.9 . .
C212 C213 C214 120.26(13) . .
C214 C213 H213 119.9 . .
O215 C214 C213 123.12(13) . .
O215 C214 C216 117.34(13) . .
C213 C214 C216 119.52(13) . .
C214 C216 H216 120.0 . .
C217 C216 C214 120.06(14) . .
C217 C216 H216 120.0 . .
C211 C217 H217 119.4 . .
C216 C217 C211 121.26(13) . .
C216 C217 H217 119.4 . .
H10A O10 H10B 112(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O15 C14 1.3514(19) .
O15 H15 0.92(2) .
O9 C1 1.2276(18) .
O18 H18 0.8200 .
O18 C5 1.3425(17) .
N10 C4 1.3009(17) .
N10 C11 1.4037(18) .
C5 C6 1.388(2) .
C5 C4A 1.417(2) .
C6 H6 0.9300 .
C6 C7 1.370(2) .
C7 H7 0.9300 .
C7 C8 1.385(2) .
C8 H8 0.9300 .
C8 C8A 1.387(2) .
C8A C1 1.482(2) .
C8A C4A 1.4080(19) .
C1 C2 1.460(2) .
C2 H2 0.9300 .
C2 C3 1.327(2) .
C3 H3 0.9300 .
C3 C4 1.4651(19) .
C4 C4A 1.4621(19) .
C11 C12 1.3939(19) .
C11 C17 1.393(2) .
C12 H12 0.9300 .
C12 C13 1.374(2) .
C13 H13 0.9300 .
C13 C14 1.387(2) .
C14 C16 1.387(2) .
C16 H16 0.9300 .
C16 C17 1.365(2) .
C17 H17 0.9300 .
O215 C214 1.3572(18) .
O215 H215 0.92(2) .
O29 C21 1.228(2) .
O218 H218 0.8200 .
O218 C25 1.3443(19) .
N210 C24 1.3017(18) .
N210 C211 1.4070(18) .
C25 C26 1.385(2) .
C25 C24A 1.414(2) .
C26 H26 0.9300 .
C26 C27 1.370(3) .
C27 H27 0.9300 .
C27 C28 1.383(3) .
C28 H28 0.9300 .
C28 C28A 1.383(2) .
C28A C21 1.479(2) .
C28A C24A 1.409(2) .
C21 C22 1.456(2) .
C22 H22 0.9300 .
C22 C23 1.330(2) .
C23 H23 0.9300 .
C23 C24 1.461(2) .
C24 C24A 1.4654(19) .
C211 C212 1.391(2) .
C211 C217 1.398(2) .
C212 H212 0.9300 .
C212 C213 1.376(2) .
C213 H213 0.9300 .
C213 C214 1.387(2) .
C214 C216 1.388(2) .
C216 H216 0.9300 .
C216 C217 1.364(2) .
C217 H217 0.9300 .
O10 H10A 0.87(4) .
O10 H10B 1.01(3) .
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
O15 C14 C16 C17 177.08(14) . . . .
O9 C1 C2 C3 -179.60(15) . . . .
O18 C5 C6 C7 -178.47(14) . . . .
O18 C5 C4A C8A 178.84(12) . . . .
O18 C5 C4A C4 -1.9(2) . . . .
N10 C4 C4A C5 3.11(19) . . . .
N10 C4 C4A C8A -177.65(12) . . . .
N10 C11 C12 C13 170.09(13) . . . .
N10 C11 C17 C16 -171.65(13) . . . .
C5 C6 C7 C8 -0.6(2) . . . .
C6 C5 C4A C8A -0.5(2) . . . .
C6 C5 C4A C4 178.79(12) . . . .
C6 C7 C8 C8A 0.0(2) . . . .
C7 C8 C8A C1 -179.15(14) . . . .
C7 C8 C8A C4A 0.4(2) . . . .
C8 C8A C1 O9 -1.0(2) . . . .
C8 C8A C1 C2 -179.86(13) . . . .
C8 C8A C4A C5 -0.1(2) . . . .
C8 C8A C4A C4 -179.40(13) . . . .
C8A C1 C2 C3 -0.8(2) . . . .
C1 C8A C4A C5 179.37(12) . . . .
C1 C8A C4A C4 0.1(2) . . . .
C1 C2 C3 C4 0.1(2) . . . .
C2 C3 C4 N10 177.30(14) . . . .
C2 C3 C4 C4A 0.6(2) . . . .
C3 C4 C4A C5 -179.97(12) . . . .
C3 C4 C4A C8A -0.74(19) . . . .
C4 N10 C11 C12 37.6(2) . . . .
C4 N10 C11 C17 -151.83(14) . . . .
C4A C5 C6 C7 0.9(2) . . . .
C4A C8A C1 O9 179.43(14) . . . .
C4A C8A C1 C2 0.6(2) . . . .
C11 N10 C4 C3 11.0(2) . . . .
C11 N10 C4 C4A -172.27(12) . . . .
C11 C12 C13 C14 0.1(2) . . . .
C12 C11 C17 C16 -0.3(2) . . . .
C12 C13 C14 O15 -177.55(14) . . . .
C12 C13 C14 C16 0.7(2) . . . .
C13 C14 C16 C17 -1.3(2) . . . .
C14 C16 C17 C11 1.1(2) . . . .
C17 C11 C12 C13 -0.3(2) . . . .
O215 C214 C216 C217 179.24(14) . . . .
O29 C21 C22 C23 177.15(16) . . . .
O218 C25 C26 C27 -179.48(15) . . . .
O218 C25 C24A C28A -179.71(13) . . . .
O218 C25 C24A C24 0.2(2) . . . .
N210 C24 C24A C25 1.07(19) . . . .
N210 C24 C24A C28A -178.98(12) . . . .
N210 C211 C212 C213 174.68(13) . . . .
N210 C211 C217 C216 -176.15(13) . . . .
C25 C26 C27 C28 -1.1(3) . . . .
C26 C25 C24A C28A 0.4(2) . . . .
C26 C25 C24A C24 -179.68(14) . . . .
C26 C27 C28 C28A 1.0(3) . . . .
C27 C28 C28A C21 -179.08(15) . . . .
C27 C28 C28A C24A -0.1(2) . . . .
C28 C28A C21 O29 2.5(2) . . . .
C28 C28A C21 C22 -176.35(14) . . . .
C28 C28A C24A C25 -0.5(2) . . . .
C28 C28A C24A C24 179.52(13) . . . .
C28A C21 C22 C23 -4.0(2) . . . .
C21 C28A C24A C25 178.43(12) . . . .
C21 C28A C24A C24 -1.5(2) . . . .
C21 C22 C23 C24 -0.1(2) . . . .
C22 C23 C24 N210 179.58(14) . . . .
C22 C23 C24 C24A 3.4(2) . . . .
C23 C24 C24A C25 177.57(13) . . . .
C23 C24 C24A C28A -2.48(19) . . . .
C24 N210 C211 C212 42.6(2) . . . .
C24 N210 C211 C217 -143.65(14) . . . .
C24A C25 C26 C27 0.5(2) . . . .
C24A C28A C21 O29 -176.45(15) . . . .
C24A C28A C21 C22 4.7(2) . . . .
C211 N210 C24 C23 4.4(2) . . . .
C211 N210 C24 C24A -179.37(12) . . . .
C211 C212 C213 C214 0.5(2) . . . .
C212 C211 C217 C216 -1.8(2) . . . .
C212 C213 C214 O215 -179.92(14) . . . .
C212 C213 C214 C216 -1.3(2) . . . .
C213 C214 C216 C217 0.5(2) . . . .
C214 C216 C217 C211 1.1(2) . . . .
C217 C211 C212 C213 1.1(2) . . . .
loop_
_publcif_info_cif.paper_type
E
