#------------------------------------------------------------------------------
#$Date: 2021-04-05 18:19:57 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263854 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/79/7157935.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_7157935
loop_
_publ_author_name
'Goodwin, Rosemary J.'
'Blyth, Mitchell T.'
'Fung, Alfred K. K.'
'Smith, Leesa M.'
'Norcott, Philip L.'
'Tanovic, Sara'
'Coote, Michelle L.'
'White, Nicholas G.'
_publ_section_title
;
 Simple acyclic molecules containing a single charge-assisted O-H group
 can recognize anions in acetonitrile : water mixtures.
;
_journal_issue                   12
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2794
_journal_page_last               2803
_journal_paper_doi               10.1039/d1ob00282a
_journal_volume                  19
_journal_year                    2021
_chemical_compound_source        syntheszied
_chemical_formula_moiety         'C6 H8 N O, I'
_chemical_formula_sum            'C6 H8 I N O'
_chemical_formula_weight         237.04
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_update_record
;
2020-12-16 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.292(3)
_cell_angle_gamma                90
_cell_formula_units_Z            20
_cell_length_a                   8.1689(2)
_cell_length_b                   30.7155(7)
_cell_length_c                   16.3945(4)
_cell_measurement_reflns_used    11077
_cell_measurement_temperature    150
_cell_measurement_theta_max      29
_cell_measurement_theta_min      4
_cell_volume                     4003.38(17)
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            38419
_diffrn_reflns_theta_full        26.315
_diffrn_reflns_theta_max         26.315
_diffrn_reflns_theta_min         3.264
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.925
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.737
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.966
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2240
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_refine_diff_density_max         1.17
_refine_diff_density_min         -1.18
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9294
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         8104
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0284
_refine_ls_shift/su_max          0.0012222
_refine_ls_shift/su_mean         0.0000406
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 163. 216. 124. 48.1 12.8 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0514
_refine_ls_wR_factor_gt          0.0441
_refine_ls_wR_factor_ref         0.0514
_reflns_limit_h_max              9
_reflns_limit_h_min              -10
_reflns_limit_k_max              38
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                6503
_reflns_number_total             8122
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.46
_oxford_diffrn_Wilson_scale      3.62
_oxford_refine_ls_r_factor_ref   0.0444
_oxford_refine_ls_scale          0.5341(3)
_oxford_reflns_number_all        8104
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_cod_data_source_file            d1ob00282a2.cif
_cod_data_source_block           1I
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_primary' value 'Other' was changed to
'other' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

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

 Adding full bibliography for 7157935--7157948.cif.
;
_cod_original_cell_volume        4003.38(10)
_cod_original_sg_symbol_H-M      'P 21/c '
_cod_original_formula_sum        'C6 H8 I1 N1 O1'
_cod_database_code               7157935
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y+1/2,z+1/2
-x,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 0.2651(5) 0.70277(13) 0.8605(3) 0.0487 1.0000 Uani D . . . . .
C2 C 0.1668(6) 0.70648(17) 0.9154(3) 0.0302 1.0000 Uani . . . . . .
C3 C 0.1408(5) 0.74840(16) 0.9395(3) 0.0279 1.0000 Uani . . . . . .
N4 N 0.0484(5) 0.75583(14) 0.9951(2) 0.0307 1.0000 Uani . . . . . .
C5 C -0.0223(7) 0.7232(2) 1.0293(3) 0.0437 1.0000 Uani . . . . . .
C6 C 0.0020(8) 0.6811(2) 1.0073(4) 0.0468 1.0000 Uani . . . . . .
C7 C 0.0961(6) 0.67227(18) 0.9497(3) 0.0386 1.0000 Uani . . . . . .
C8 C 0.0241(7) 0.80116(19) 1.0196(4) 0.0509 1.0000 Uani . . . . . .
O11 O 0.9011(5) 0.74679(11) 0.7089(2) 0.0377 1.0000 Uani D . . . . .
C12 C 0.8054(5) 0.72185(15) 0.7471(3) 0.0252 1.0000 Uani . . . . . .
C13 C 0.7755(5) 0.67998(15) 0.7170(3) 0.0256 1.0000 Uani . . . . . .
N14 N 0.6848(4) 0.65251(12) 0.7528(2) 0.0260 1.0000 Uani . . . . . .
C15 C 0.6213(5) 0.66491(16) 0.8182(3) 0.0289 1.0000 Uani . . . . . .
C16 C 0.6470(6) 0.70643(16) 0.8483(3) 0.0303 1.0000 Uani . . . . . .
C17 C 0.7394(5) 0.73563(15) 0.8135(3) 0.0257 1.0000 Uani . . . . . .
C18 C 0.6568(6) 0.60773(15) 0.7185(3) 0.0358 1.0000 Uani . . . . . .
O21 O -0.0625(4) 0.50281(12) 0.6614(2) 0.0359 1.0000 Uani D . . . . .
C22 C -0.0594(6) 0.52820(14) 0.5956(3) 0.0254 1.0000 Uani . . . . . .
C23 C 0.0979(5) 0.53720(14) 0.5821(3) 0.0231 1.0000 Uani . . . . . .
N24 N 0.1137(5) 0.56194(12) 0.5168(2) 0.0259 1.0000 Uani . . . . . .
C25 C -0.0207(6) 0.57869(15) 0.4629(3) 0.0311 1.0000 Uani . . . . . .
C26 C -0.1780(6) 0.57065(15) 0.4745(3) 0.0343 1.0000 Uani . . . . . .
C27 C -0.2000(6) 0.54516(15) 0.5407(3) 0.0294 1.0000 Uani . . . . . .
C28 C 0.2845(7) 0.57208(18) 0.5057(3) 0.0410 1.0000 Uani . . . . . .
O31 O 0.8431(5) 0.57925(13) 0.9138(3) 0.0446 1.0000 Uani D . . . . .
C32 C 0.8912(6) 0.53823(15) 0.9005(3) 0.0261 1.0000 Uani . . . . . .
C33 C 1.0334(6) 0.53455(15) 0.8684(3) 0.0274 1.0000 Uani . . . . . .
N34 N 1.0929(4) 0.49530(12) 0.8550(2) 0.0245 1.0000 Uani . . . . . .
C35 C 1.0178(6) 0.45858(15) 0.8710(3) 0.0296 1.0000 Uani . . . . . .
C36 C 0.8762(6) 0.46081(16) 0.9022(3) 0.0325 1.0000 Uani . . . . . .
C37 C 0.8094(5) 0.50083(15) 0.9171(3) 0.0262 1.0000 Uani . . . . . .
C38 C 1.2457(6) 0.49271(17) 0.8206(3) 0.0348 1.0000 Uani . . . . . .
O41 O 0.4150(5) 0.27396(12) 0.9525(2) 0.0419 1.0000 Uani D . . . . .
C42 C 0.5019(6) 0.28035(15) 0.8920(3) 0.0274 1.0000 Uani . . . . . .
C43 C 0.4953(6) 0.32191(15) 0.8597(3) 0.0277 1.0000 Uani . . . . . .
N44 N 0.5734(5) 0.33167(12) 0.7986(2) 0.0259 1.0000 Uani . . . . . .
C45 C 0.6615(6) 0.30144(17) 0.7686(3) 0.0331 1.0000 Uani . . . . . .
C46 C 0.6735(6) 0.25971(17) 0.7992(3) 0.0333 1.0000 Uani . . . . . .
C47 C 0.5922(6) 0.24890(15) 0.8621(3) 0.0275 1.0000 Uani . . . . . .
C48 C 0.5621(7) 0.37616(17) 0.7649(3) 0.0382 1.0000 Uani . . . . . .
I1 I 0.54379(4) 0.487516(10) 0.68240(2) 0.0287 1.0000 Uani . . . . . .
I2 I 0.17474(4) 0.624895(10) 0.719078(19) 0.0304 1.0000 Uani . . . . . .
I3 I 0.51249(4) 0.416235(11) 1.01170(2) 0.0326 1.0000 Uani . . . . . .
I4 I 0.46488(4) 0.326076(10) 0.53116(2) 0.0335 1.0000 Uani . . . . . .
I5 I 1.06552(4) 0.351909(10) 0.73719(2) 0.0349 1.0000 Uani . . . . . .
H31 H 0.1881 0.7715 0.9176 0.0338 1.0000 Uiso R . . . . .
H51 H -0.0864 0.7294 1.0672 0.0528 1.0000 Uiso R . . . . .
H61 H -0.0428 0.6572 1.0337 0.0558 1.0000 Uiso R . . . . .
H71 H 0.1114 0.6438 0.9335 0.0459 1.0000 Uiso R . . . . .
H82 H 0.0585 0.8033 1.0792 0.0762 1.0000 Uiso R . . . . .
H81 H 0.0916 0.8199 0.9944 0.0763 1.0000 Uiso R . . . . .
H83 H -0.0916 0.8090 1.0005 0.0759 1.0000 Uiso R . . . . .
H131 H 0.8174 0.6706 0.6721 0.0314 1.0000 Uiso R . . . . .
H151 H 0.5598 0.6447 0.8418 0.0349 1.0000 Uiso R . . . . .
H161 H 0.6012 0.7148 0.8934 0.0369 1.0000 Uiso R . . . . .
H171 H 0.7562 0.7638 0.8338 0.0312 1.0000 Uiso R . . . . .
H182 H 0.5835 0.5923 0.7460 0.0540 1.0000 Uiso R . . . . .
H183 H 0.7625 0.5928 0.7276 0.0538 1.0000 Uiso R . . . . .
H181 H 0.6079 0.6089 0.6594 0.0544 1.0000 Uiso R . . . . .
H231 H 0.1928 0.5262 0.6173 0.0280 1.0000 Uiso R . . . . .
H251 H -0.0050 0.5954 0.4182 0.0383 1.0000 Uiso R . . . . .
H261 H -0.2716 0.5824 0.4379 0.0422 1.0000 Uiso R . . . . .
H271 H -0.3074 0.5386 0.5488 0.0351 1.0000 Uiso R . . . . .
H283 H 0.2830 0.5724 0.4474 0.0624 1.0000 Uiso R . . . . .
H281 H 0.3187 0.5999 0.5297 0.0621 1.0000 Uiso R . . . . .
H282 H 0.3610 0.5502 0.5330 0.0622 1.0000 Uiso R . . . . .
H331 H 1.0878 0.5591 0.8561 0.0326 1.0000 Uiso R . . . . .
H351 H 1.0629 0.4325 0.8618 0.0356 1.0000 Uiso R . . . . .
H361 H 0.8246 0.4335 0.9145 0.0379 1.0000 Uiso R . . . . .
H371 H 0.7116 0.5025 0.9380 0.0310 1.0000 Uiso R . . . . .
H382 H 1.2260 0.4719 0.7757 0.0523 1.0000 Uiso R . . . . .
H381 H 1.3385 0.4834 0.8639 0.0520 1.0000 Uiso R . . . . .
H383 H 1.2688 0.5205 0.8004 0.0524 1.0000 Uiso R . . . . .
H431 H 0.4368 0.3434 0.8791 0.0328 1.0000 Uiso R . . . . .
H451 H 0.7141 0.3091 0.7265 0.0398 1.0000 Uiso R . . . . .
H461 H 0.7339 0.2389 0.7767 0.0411 1.0000 Uiso R . . . . .
H471 H 0.5994 0.2211 0.8834 0.0333 1.0000 Uiso R . . . . .
H483 H 0.6621 0.3831 0.7478 0.0574 1.0000 Uiso R . . . . .
H482 H 0.5470 0.3963 0.8073 0.0569 1.0000 Uiso R . . . . .
H481 H 0.4696 0.3780 0.7186 0.0572 1.0000 Uiso R . . . . .
H211 H -0.158(3) 0.500(2) 0.667(4) 0.0541 1.0000 Uiso D . . . . .
H311 H 0.764(6) 0.581(2) 0.937(4) 0.0673 1.0000 Uiso D . . . . .
H11 H 0.247(8) 0.6804(14) 0.830(4) 0.0724 1.0000 Uiso D . . . . .
H111 H 0.908(8) 0.7721(8) 0.724(4) 0.0568 1.0000 Uiso D . . . . .
H42 H 0.434(8) 0.2486(9) 0.967(4) 0.0630 1.0000 Uiso D . . . . .
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 0.0033 0.0016 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'
N 0.0061 0.0033 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'
O 0.0106 0.0060 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'
I -0.4742 1.8119 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776
4.0712 '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
C2 . O1 . H11 . 115(5) no
O1 . C2 . C3 . 115.3(5) yes
O1 . C2 . C7 . 125.4(5) yes
C3 . C2 . C7 . 119.3(4) yes
C2 . C3 . N4 . 120.4(4) yes
C2 . C3 . H31 . 120.2 no
N4 . C3 . H31 . 119.4 no
C3 . N4 . C5 . 121.6(4) yes
C3 . N4 . C8 . 118.8(5) yes
C5 . N4 . C8 . 119.6(4) yes
N4 . C5 . C6 . 119.5(5) yes
N4 . C5 . H51 . 119.5 no
C6 . C5 . H51 . 121.0 no
C5 . C6 . C7 . 120.3(5) yes
C5 . C6 . H61 . 120.3 no
C7 . C6 . H61 . 119.3 no
C2 . C7 . C6 . 118.9(5) yes
C2 . C7 . H71 . 120.2 no
C6 . C7 . H71 . 120.9 no
N4 . C8 . H82 . 108.5 no
N4 . C8 . H81 . 108.8 no
H82 . C8 . H81 . 109.8 no
N4 . C8 . H83 . 109.5 no
H82 . C8 . H83 . 110.8 no
H81 . C8 . H83 . 109.4 no
C12 . O11 . H111 . 115(4) no
O11 . C12 . C13 . 116.1(4) yes
O11 . C12 . C17 . 124.2(4) yes
C13 . C12 . C17 . 119.7(4) yes
C12 . C13 . N14 . 120.0(4) yes
C12 . C13 . H131 . 120.3 no
N14 . C13 . H131 . 119.6 no
C13 . N14 . C15 . 121.4(4) yes
C13 . N14 . C18 . 118.0(4) yes
C15 . N14 . C18 . 120.6(4) yes
N14 . C15 . C16 . 119.6(4) yes
N14 . C15 . H151 . 118.9 no
C16 . C15 . H151 . 121.5 no
C15 . C16 . C17 . 120.8(4) yes
C15 . C16 . H161 . 118.9 no
C17 . C16 . H161 . 120.3 no
C12 . C17 . C16 . 118.4(4) yes
C12 . C17 . H171 . 121.1 no
C16 . C17 . H171 . 120.6 no
N14 . C18 . H182 . 109.9 no
N14 . C18 . H183 . 109.3 no
H182 . C18 . H183 . 109.2 no
N14 . C18 . H181 . 109.8 no
H182 . C18 . H181 . 109.5 no
H183 . C18 . H181 . 109.0 no
C22 . O21 . H211 . 110(4) no
O21 . C22 . C23 . 116.0(4) yes
O21 . C22 . C27 . 125.2(4) yes
C23 . C22 . C27 . 118.8(4) yes
C22 . C23 . N24 . 120.4(4) yes
C22 . C23 . H231 . 120.4 no
N24 . C23 . H231 . 119.2 no
C23 . N24 . C25 . 121.7(4) yes
C23 . N24 . C28 . 118.9(4) yes
C25 . N24 . C28 . 119.3(4) yes
N24 . C25 . C26 . 119.6(4) yes
N24 . C25 . H251 . 119.3 no
C26 . C25 . H251 . 121.1 no
C25 . C26 . C27 . 120.5(4) yes
C25 . C26 . H261 . 120.1 no
C27 . C26 . H261 . 119.3 no
C22 . C27 . C26 . 119.0(4) yes
C22 . C27 . H271 . 119.3 no
C26 . C27 . H271 . 121.8 no
N24 . C28 . H283 . 109.3 no
N24 . C28 . H281 . 109.4 no
H283 . C28 . H281 . 109.8 no
N24 . C28 . H282 . 109.1 no
H283 . C28 . H282 . 109.5 no
H281 . C28 . H282 . 109.8 no
C32 . O31 . H311 . 115(5) no
O31 . C32 . C33 . 115.9(4) yes
O31 . C32 . C37 . 124.7(4) yes
C33 . C32 . C37 . 119.4(4) yes
C32 . C33 . N34 . 120.3(4) yes
C32 . C33 . H331 . 120.3 no
N34 . C33 . H331 . 119.4 no
C33 . N34 . C35 . 121.8(4) yes
C33 . N34 . C38 . 118.7(4) yes
C35 . N34 . C38 . 119.5(4) yes
N34 . C35 . C36 . 119.7(4) yes
N34 . C35 . H351 . 119.2 no
C36 . C35 . H351 . 121.1 no
C35 . C36 . C37 . 120.6(4) yes
C35 . C36 . H361 . 118.2 no
C37 . C36 . H361 . 121.1 no
C36 . C37 . C32 . 118.2(4) yes
C36 . C37 . H371 . 120.9 no
C32 . C37 . H371 . 120.9 no
N34 . C38 . H382 . 108.6 no
N34 . C38 . H381 . 109.0 no
H382 . C38 . H381 . 109.5 no
N34 . C38 . H383 . 109.6 no
H382 . C38 . H383 . 110.1 no
H381 . C38 . H383 . 109.9 no
C42 . O41 . H42 . 105(5) no
O41 . C42 . C43 . 115.7(4) yes
O41 . C42 . C47 . 124.9(4) yes
C43 . C42 . C47 . 119.4(4) yes
C42 . C43 . N44 . 120.8(4) yes
C42 . C43 . H431 . 120.7 no
N44 . C43 . H431 . 118.5 no
C43 . N44 . C45 . 120.6(4) yes
C43 . N44 . C48 . 119.3(4) yes
C45 . N44 . C48 . 120.1(4) yes
N44 . C45 . C46 . 120.9(4) yes
N44 . C45 . H451 . 118.8 no
C46 . C45 . H451 . 120.3 no
C45 . C46 . C47 . 119.3(5) yes
C45 . C46 . H461 . 119.7 no
C47 . C46 . H461 . 121.0 no
C46 . C47 . C42 . 119.0(4) yes
C46 . C47 . H471 . 120.3 no
C42 . C47 . H471 . 120.7 no
N44 . C48 . H483 . 109.7 no
N44 . C48 . H482 . 109.6 no
H483 . C48 . H482 . 109.4 no
N44 . C48 . H481 . 109.3 no
H483 . C48 . H481 . 109.5 no
H482 . C48 . H481 . 109.4 no
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 . C2 . 1.342(6) yes
O1 . H11 . 0.841(19) no
C2 . C3 . 1.378(7) yes
C2 . C7 . 1.379(7) yes
C3 . N4 . 1.330(6) yes
C3 . H31 . 0.919 no
N4 . C5 . 1.342(7) yes
N4 . C8 . 1.475(6) yes
C5 . C6 . 1.370(8) yes
C5 . H51 . 0.920 no
C6 . C7 . 1.374(7) yes
C6 . H61 . 0.965 no
C7 . H71 . 0.932 no
C8 . H82 . 0.955 no
C8 . H81 . 0.954 no
C8 . H83 . 0.956 no
O11 . C12 . 1.346(5) yes
O11 . H111 . 0.811(19) no
C12 . C13 . 1.379(6) yes
C12 . C17 . 1.388(6) yes
C13 . N14 . 1.343(6) yes
C13 . H131 . 0.926 no
N14 . C15 . 1.349(6) yes
N14 . C18 . 1.484(6) yes
C15 . C16 . 1.366(7) yes
C15 . H151 . 0.935 no
C16 . C17 . 1.378(6) yes
C16 . H161 . 0.939 no
C17 . H171 . 0.925 no
C18 . H182 . 0.954 no
C18 . H183 . 0.959 no
C18 . H181 . 0.960 no
O21 . C22 . 1.335(5) yes
O21 . H211 . 0.808(19) no
C22 . C23 . 1.381(6) yes
C22 . C27 . 1.388(6) yes
C23 . N24 . 1.343(5) yes
C23 . H231 . 0.919 no
N24 . C25 . 1.343(6) yes
N24 . C28 . 1.481(6) yes
C25 . C26 . 1.364(7) yes
C25 . H251 . 0.928 no
C26 . C27 . 1.383(7) yes
C26 . H261 . 0.930 no
C27 . H271 . 0.938 no
C28 . H283 . 0.953 no
C28 . H281 . 0.957 no
C28 . H282 . 0.957 no
O31 . C32 . 1.352(6) yes
O31 . H311 . 0.819(19) no
C32 . C33 . 1.386(6) yes
C32 . C37 . 1.387(6) yes
C33 . N34 . 1.337(6) yes
C33 . H331 . 0.922 no
N34 . C35 . 1.339(6) yes
N34 . C38 . 1.485(5) yes
C35 . C36 . 1.369(7) yes
C35 . H351 . 0.910 no
C36 . C37 . 1.389(7) yes
C36 . H361 . 0.980 no
C37 . H371 . 0.940 no
C38 . H382 . 0.960 no
C38 . H381 . 0.956 no
C38 . H383 . 0.949 no
O41 . C42 . 1.360(6) yes
O41 . H42 . 0.818(19) no
C42 . C43 . 1.379(6) yes
C42 . C47 . 1.372(6) yes
C43 . N44 . 1.339(6) yes
C43 . H431 . 0.914 no
N44 . C45 . 1.336(6) yes
N44 . C48 . 1.469(6) yes
C45 . C46 . 1.372(7) yes
C45 . H451 . 0.923 no
C46 . C47 . 1.390(7) yes
C46 . H461 . 0.934 no
C47 . H471 . 0.919 no
C48 . H483 . 0.947 no
C48 . H482 . 0.959 no
C48 . H481 . 0.942 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
C5 . H51 . O11 3_465 148.57(15) 0.920 2.461 3.281(7) yes
C16 . H161 . O41 2_667 157.98(13) 0.939 2.583 3.471(7) yes
C46 . H461 . O1 4_646 140.15(14) 0.934 2.510 3.282(7) yes
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
-1 0 20 x .
-7 0 16 x .
0 4 19 x .
-7 1 17 x .
