#------------------------------------------------------------------------------
#$Date: 2025-04-03 08:32:21 +0300 (Thu, 03 Apr 2025) $
#$Revision: 298703 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/85/7158563.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_7158563
loop_
_publ_author_name
'Sweet, Jamie S.'
'Wang, Ruichen'
'Manesiotis, Panagiotis'
'Dingwall, Paul'
'Knipe, Peter C.'
_publ_section_title
;
 Atropselective synthesis of N-aryl pyridones via dynamic kinetic
 resolution enabled by non-covalent interactions
;
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB00177B
_journal_year                    2022
_chemical_formula_moiety         'C66 H24 N2 O3'
_chemical_formula_sum            'C66 H24 N2 O3'
_chemical_formula_weight         496.54
_chemical_melting_point          ?
_chemical_name_systematic        '4m (racemate)'
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_creation_date             2021-04-30
_audit_creation_method           CRYSTALS_ver_14.61_build_6999
_audit_update_record
;
2021-11-24 deposited with the CCDC.	2022-02-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.4720(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.759600(14)
_cell_length_b                   9.835999(10)
_cell_length_c                   17.417799(14)
_cell_measurement_reflns_used    12237
_cell_measurement_temperature    100
_cell_measurement_theta_max      71
_cell_measurement_theta_min      6
_cell_volume                     2520.938(7)
_computing_cell_refinement
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_pressure         100
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.122
_diffrn_reflns_av_unetI/netI     0.074
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            23616
_diffrn_reflns_theta_full        69.338
_diffrn_reflns_theta_max         71.483
_diffrn_reflns_theta_min         3.783
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.673
_exptl_absorpt_correction_T_max  0.93
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_crystal_colour            clear_pale_yellow
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needles
_exptl_crystal_F_000             1040
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform/hexane'
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.30
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9581
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4859
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0517
_refine_ls_shift/su_max          0.0003981
_refine_ls_shift/su_mean         0.0000852
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.09P)² + 0.85P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1384
_refine_ls_wR_factor_gt          0.1316
_refine_ls_wR_factor_ref         0.1384
_reflns_limit_h_max              17
_reflns_limit_h_min              -17
_reflns_limit_k_max              12
_reflns_limit_k_min              0
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                4283
_reflns_number_total             4859
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   1.74
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.0566
_oxford_refine_ls_scale          4.01(7)
_oxford_reflns_number_all        4859
_oxford_structure_analysis_title
'C:\Users\peter\Documents\JS Ketone\exp_1002.'
_cod_data_source_file            d2ob00177b2.cif
_cod_data_source_block           'global_CCDC2'
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value 'not measured' was changed
to '?' -- the value is undefined or not given.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

2025-04-01
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C132 H96 N8 O12'
_cod_original_formula_weight         1986.26
_cod_original_formula_moiety         'C132 H96 N8 O12'
_cod_original_formula_units_Z            1
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_database_code               7158563
_oxford_refine_reflns_threshold_expression_ref I>-3.0\s(I)
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
O1 O 0.46867(8) 0.77620(11) 0.39251(6) 0.0250 1.0000 Uani . . . . . .
O2 O 0.37782(8) 0.58166(11) 0.55217(7) 0.0262 1.0000 Uani . . . . . .
O3 O 0.29019(9) 0.94638(12) 0.25460(6) 0.0310 1.0000 Uani . . . . . .
N4 N 0.39595(9) 0.82862(12) 0.49978(7) 0.0208 1.0000 Uani . . . . . .
C33 C 0.47203(11) 0.76968(15) 0.54578(8) 0.0213 1.0000 Uani . . . . . .
C32 C 0.39741(11) 0.81086(14) 0.41917(8) 0.0215 1.0000 Uani . . . . . .
C31 C 0.46142(11) 0.63525(15) 0.57041(8) 0.0220 1.0000 Uani . . . . . .
C30 C 0.23414(11) 0.86349(14) 0.40913(9) 0.0233 1.0000 Uani . . . . . .
C29 C 0.31259(11) 0.83653(15) 0.37423(8) 0.0224 1.0000 Uani . . . . . .
C1 C 0.31871(11) 0.86832(14) 0.53381(8) 0.0215 1.0000 Uani . . . . . .
C2 C 0.53424(11) 0.56861(15) 0.60942(8) 0.0239 1.0000 Uani . . . . . .
C3 C 0.26695(11) 0.40877(16) 0.53947(9) 0.0240 1.0000 Uani . . . . . .
C4 C 0.55345(12) 0.83621(16) 0.56020(9) 0.0250 1.0000 Uani . . . . . .
C5 C 0.61569(12) 0.63700(16) 0.62422(9) 0.0256 1.0000 Uani . . . . . .
C6 C 0.23907(11) 0.88357(15) 0.49028(9) 0.0232 1.0000 Uani . . . . . .
C7 C 0.36157(11) 0.44333(15) 0.57170(9) 0.0239 1.0000 Uani . . . . . .
C8 C 0.14260(12) 0.86533(16) 0.36655(9) 0.0257 1.0000 Uani . . . . . .
C9 C 0.38383(12) 1.00257(16) 0.64675(9) 0.0260 1.0000 Uani . . . . . .
C28 C 0.32562(11) 0.90031(16) 0.61760(8) 0.0226 1.0000 Uani . . . . . .
C27 C 0.62620(12) 0.77099(17) 0.60059(9) 0.0265 1.0000 Uani . . . . . .
C22 C 0.22931(13) 0.28415(16) 0.55849(9) 0.0282 1.0000 Uani . . . . . .
C13 C 0.31624(11) 0.84341(16) 0.28754(9) 0.0243 1.0000 Uani . . . . . .
C14 C 0.26683(12) 0.83731(17) 0.66536(9) 0.0272 1.0000 Uani . . . . . .
C15 C 0.08071(12) 0.96851(18) 0.37830(10) 0.0290 1.0000 Uani . . . . . .
C16 C 0.21671(12) 0.49627(17) 0.49041(10) 0.0311 1.0000 Uani . . . . . .
C17 C 0.38289(12) 1.04206(17) 0.72341(9) 0.0296 1.0000 Uani . . . . . .
C18 C 0.11580(13) 0.75697(18) 0.31814(9) 0.0311 1.0000 Uani . . . . . .
C19 C 0.09323(12) 0.33742(18) 0.47951(10) 0.0318 1.0000 Uani . . . . . .
C20 C 0.32494(13) 0.97886(19) 0.77132(9) 0.0330 1.0000 Uani . . . . . .
C21 C 0.14276(13) 0.24885(18) 0.52945(10) 0.0326 1.0000 Uani . . . . . .
N22 N -0.06630(13) 0.2747(2) 0.41798(13) 0.0540 1.0000 Uani . . . . . .
C23 C 0.35242(14) 0.72461(18) 0.24542(9) 0.0328 1.0000 Uani . . . . . .
C24 C 0.13043(13) 0.46131(18) 0.45990(11) 0.0343 1.0000 Uani . . . . . .
C25 C 0.02766(14) 0.7527(2) 0.28287(10) 0.0377 1.0000 Uani . . . . . .
C26 C 0.26745(13) 0.87656(19) 0.74220(10) 0.0332 1.0000 Uani . . . . . .
C10 C -0.00681(13) 0.9652(2) 0.34118(10) 0.0359 1.0000 Uani . . . . . .
C11 C -0.03284(13) 0.8564(2) 0.29424(10) 0.0396 1.0000 Uani . . . . . .
C12 C 0.00422(14) 0.3018(2) 0.44619(12) 0.0398 1.0000 Uani . . . . . .
H21 H 0.5268 0.4765 0.6274 0.0302 1.0000 Uiso R . . . . .
H41 H 0.5603 0.9285 0.5422 0.0299 1.0000 Uiso R . . . . .
H51 H 0.6658 0.5899 0.6516 0.0308 1.0000 Uiso R . . . . .
H61 H 0.1866 0.9089 0.5147 0.0285 1.0000 Uiso R . . . . .
H72 H 0.3658 0.4316 0.6299 0.0290 1.0000 Uiso R . . . . .
H71 H 0.4067 0.3843 0.5494 0.0293 1.0000 Uiso R . . . . .
H91 H 0.4244 1.0463 0.6168 0.0307 1.0000 Uiso R . . . . .
H271 H 0.6826 0.8197 0.6116 0.0317 1.0000 Uiso R . . . . .
H221 H 0.2635 0.2243 0.5929 0.0347 1.0000 Uiso R . . . . .
H141 H 0.2263 0.7674 0.6464 0.0334 1.0000 Uiso R . . . . .
H151 H 0.0971 1.0424 0.4104 0.0364 1.0000 Uiso R . . . . .
H161 H 0.2432 0.5823 0.4776 0.0364 1.0000 Uiso R . . . . .
H171 H 0.4216 1.1137 0.7412 0.0362 1.0000 Uiso R . . . . .
H181 H 0.1588 0.6840 0.3100 0.0371 1.0000 Uiso R . . . . .
H201 H 0.3249 1.0062 0.8254 0.0394 1.0000 Uiso R . . . . .
H211 H 0.1152 0.1651 0.5434 0.0393 1.0000 Uiso R . . . . .
H232 H 0.3521 0.7504 0.1915 0.0504 1.0000 Uiso R . . . . .
H231 H 0.4134 0.7023 0.2670 0.0512 1.0000 Uiso R . . . . .
H233 H 0.3128 0.6473 0.2530 0.0501 1.0000 Uiso R . . . . .
H241 H 0.0957 0.5208 0.4253 0.0412 1.0000 Uiso R . . . . .
H251 H 0.0097 0.6778 0.2511 0.0462 1.0000 Uiso R . . . . .
H261 H 0.2275 0.8324 0.7743 0.0404 1.0000 Uiso R . . . . .
H101 H -0.0490 1.0375 0.3482 0.0435 1.0000 Uiso R . . . . .
H111 H -0.0931 0.8540 0.2708 0.0485 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C31 . O2 . C7 . 118.77(12) yes
C33 . N4 . C32 . 115.33(12) yes
C33 . N4 . C1 . 120.39(12) yes
C32 . N4 . C1 . 122.46(13) yes
N4 . C33 . C31 . 116.50(14) yes
N4 . C33 . C4 . 122.66(14) yes
C31 . C33 . C4 . 120.66(15) yes
N4 . C32 . O1 . 119.19(14) yes
N4 . C32 . C29 . 115.83(13) yes
O1 . C32 . C29 . 124.99(13) yes
C33 . C31 . O2 . 114.58(14) yes
C33 . C31 . C2 . 119.57(15) yes
O2 . C31 . C2 . 125.85(14) yes
C29 . C30 . C6 . 119.09(15) yes
C29 . C30 . C8 . 123.00(14) yes
C6 . C30 . C8 . 117.82(14) yes
C32 . C29 . C30 . 121.18(14) yes
C32 . C29 . C13 . 116.77(14) yes
C30 . C29 . C13 . 121.87(14) yes
N4 . C1 . C6 . 119.98(14) yes
N4 . C1 . C28 . 118.98(14) yes
C6 . C1 . C28 . 120.98(14) yes
C31 . C2 . C5 . 119.28(14) yes
C31 . C2 . H21 . 119.8 no
C5 . C2 . H21 . 120.9 no
C7 . C3 . C22 . 119.03(15) yes
C7 . C3 . C16 . 121.77(14) yes
C22 . C3 . C16 . 119.19(16) yes
C33 . C4 . C27 . 120.10(15) yes
C33 . C4 . H41 . 119.9 no
C27 . C4 . H41 . 120.0 no
C2 . C5 . C27 . 121.33(15) yes
C2 . C5 . H51 . 118.6 no
C27 . C5 . H51 . 120.0 no
C30 . C6 . C1 . 120.97(14) yes
C30 . C6 . H61 . 120.2 no
C1 . C6 . H61 . 118.8 no
C3 . C7 . O2 . 107.16(13) yes
C3 . C7 . H72 . 109.2 no
O2 . C7 . H72 . 110.3 no
C3 . C7 . H71 . 110.9 no
O2 . C7 . H71 . 109.6 no
H72 . C7 . H71 . 109.6 no
C30 . C8 . C15 . 121.07(15) yes
C30 . C8 . C18 . 119.62(15) yes
C15 . C8 . C18 . 119.15(16) yes
C28 . C9 . C17 . 119.95(15) yes
C28 . C9 . H91 . 122.4 no
C17 . C9 . H91 . 117.6 no
C1 . C28 . C9 . 120.21(13) yes
C1 . C28 . C14 . 119.54(14) yes
C9 . C28 . C14 . 119.92(14) yes
C4 . C27 . C5 . 119.05(15) yes
C4 . C27 . H271 . 119.4 no
C5 . C27 . H271 . 121.6 no
C3 . C22 . C21 . 120.50(16) yes
C3 . C22 . H221 . 119.3 no
C21 . C22 . H221 . 120.2 no
C29 . C13 . O3 . 118.30(14) yes
C29 . C13 . C23 . 119.59(13) yes
O3 . C13 . C23 . 122.10(14) yes
C28 . C14 . C26 . 119.53(16) yes
C28 . C14 . H141 . 121.1 no
C26 . C14 . H141 . 119.4 no
C8 . C15 . C10 . 120.56(17) yes
C8 . C15 . H151 . 120.8 no
C10 . C15 . H151 . 118.6 no
C3 . C16 . C24 . 120.94(16) yes
C3 . C16 . H161 . 118.7 no
C24 . C16 . H161 . 120.4 no
C9 . C17 . C20 . 120.31(16) yes
C9 . C17 . H171 . 118.2 no
C20 . C17 . H171 . 121.5 no
C8 . C18 . C25 . 119.92(18) yes
C8 . C18 . H181 . 119.4 no
C25 . C18 . H181 . 120.6 no
C21 . C19 . C24 . 120.15(17) yes
C21 . C19 . C12 . 121.13(17) yes
C24 . C19 . C12 . 118.71(18) yes
C17 . C20 . C26 . 119.56(15) yes
C17 . C20 . H201 . 120.1 no
C26 . C20 . H201 . 120.3 no
C19 . C21 . C22 . 119.70(15) yes
C19 . C21 . H211 . 118.9 no
C22 . C21 . H211 . 121.4 no
C13 . C23 . H232 . 107.1 no
C13 . C23 . H231 . 109.9 no
H232 . C23 . H231 . 111.5 no
C13 . C23 . H233 . 107.5 no
H232 . C23 . H233 . 112.2 no
H231 . C23 . H233 . 108.6 no
C19 . C24 . C16 . 119.51(17) yes
C19 . C24 . H241 . 119.2 no
C16 . C24 . H241 . 121.3 no
C18 . C25 . C11 . 120.43(18) yes
C18 . C25 . H251 . 119.3 no
C11 . C25 . H251 . 120.3 no
C14 . C26 . C20 . 120.72(16) yes
C14 . C26 . H261 . 118.8 no
C20 . C26 . H261 . 120.5 no
C15 . C10 . C11 . 119.66(19) yes
C15 . C10 . H101 . 120.6 no
C11 . C10 . H101 . 119.7 no
C10 . C11 . C25 . 120.25(18) yes
C10 . C11 . H111 . 118.8 no
C25 . C11 . H111 . 121.0 no
C19 . C12 . N22 . 178.4(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 . C32 . 1.2306(19) yes
O2 . C31 . 1.357(2) yes
O2 . C7 . 1.4273(17) yes
O3 . C13 . 1.212(2) yes
N4 . C33 . 1.449(2) yes
N4 . C32 . 1.4168(18) yes
N4 . C1 . 1.382(2) yes
C33 . C31 . 1.403(2) yes
C33 . C4 . 1.374(2) yes
C32 . C29 . 1.446(2) yes
C31 . C2 . 1.390(2) yes
C30 . C29 . 1.375(2) yes
C30 . C6 . 1.424(2) yes
C30 . C8 . 1.490(2) yes
C29 . C13 . 1.517(2) yes
C1 . C6 . 1.356(2) yes
C1 . C28 . 1.489(2) yes
C2 . C5 . 1.384(2) yes
C2 . H21 . 0.967 no
C3 . C7 . 1.503(2) yes
C3 . C22 . 1.396(2) yes
C3 . C16 . 1.386(2) yes
C4 . C27 . 1.393(2) yes
C4 . H41 . 0.968 no
C5 . C27 . 1.393(2) yes
C5 . H51 . 0.967 no
C6 . H61 . 0.945 no
C7 . H72 . 1.017 no
C7 . H71 . 0.986 no
C8 . C15 . 1.391(2) yes
C8 . C18 . 1.397(2) yes
C9 . C28 . 1.393(2) yes
C9 . C17 . 1.392(2) yes
C9 . H91 . 0.930 no
C28 . C14 . 1.393(2) yes
C27 . H271 . 0.967 no
C22 . C21 . 1.381(3) yes
C22 . H221 . 0.956 no
C13 . C23 . 1.500(2) yes
C14 . C26 . 1.392(2) yes
C14 . H141 . 0.954 no
C15 . C10 . 1.399(3) yes
C15 . H151 . 0.936 no
C16 . C24 . 1.384(3) yes
C16 . H161 . 0.965 no
C17 . C20 . 1.388(3) yes
C17 . H171 . 0.944 no
C18 . C25 . 1.395(3) yes
C18 . H181 . 0.976 no
C19 . C21 . 1.397(3) yes
C19 . C24 . 1.390(2) yes
C19 . C12 . 1.437(3) yes
C20 . C26 . 1.387(3) yes
C20 . H201 . 0.980 no
C21 . H211 . 0.958 no
N22 . C12 . 1.147(3) yes
C23 . H232 . 0.973 no
C23 . H231 . 0.973 no
C23 . H233 . 0.975 no
C24 . H241 . 0.959 no
C25 . C11 . 1.380(3) yes
C25 . H251 . 0.947 no
C26 . H261 . 0.949 no
C10 . C11 . 1.383(3) yes
C10 . H101 . 0.959 no
C11 . H111 . 0.949 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C2 . H21 . O1 2_666 151 0.97 2.51 3.392(2) yes
C4 . H41 . N4 2_676 171 0.97 2.59 3.555(2) yes
C5 . H51 . O3 4_565 156 0.97 2.49 3.399(2) yes
C7 . H71 . O1 2_666 134 0.99 2.57 3.330(2) yes
C9 . H91 . O1 2_676 147 0.93 2.37 3.190(2) yes
C14 . H141 . N22 2_566 143 0.95 2.57 3.378(2) yes
C23 . H231 . O1 . 122 0.97 2.39 3.013(2) yes
C23 . H233 . O3 3_545 169 0.98 2.49 3.453(2) yes
