#------------------------------------------------------------------------------
#$Date: 2019-11-11 20:28:41 +0200 (Mon, 11 Nov 2019) $
#$Revision: 227270 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/58/4035858.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_4035858
loop_
_publ_author_name
'Bookser, Brett C.'
'Weinhouse, Michael I.'
'Burns, Aaron C.'
'Valiere, Andrew N.'
'Valdez, Lino J.'
'Stanczak, Pawel'
'Na, Jim'
'Rheingold, Arnold L.'
'Moore, Curtis E.'
'Dyck, Brian'
_publ_section_title
;
 Solvent-Controlled, Site-Selective N-Alkylation Reactions of Azolo-Fused
 Ring Heterocycles at N1-, N2-, and N3-Positions, Including Pyrazolo[3,4-
 d]pyrimidines, Purines, [1,2,3]Triazolo[4,5]pyridines, and Related
 Deaza-Compounds.
;
_journal_issue                   12
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              6334
_journal_page_last               6353
_journal_paper_doi               10.1021/acs.joc.8b00540
_journal_volume                  83
_journal_year                    2018
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C14 H28 N8 Na2 O8, 2(C7 H8 N4 O), 2(I)'
_chemical_formula_sum            'C28 H44 I2 N16 Na2 O10'
_chemical_formula_weight         1064.57
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   dual
_audit_creation_date             2017-10-09
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   27.7776(14)
_cell_length_b                   44.788(3)
_cell_length_c                   6.8825(4)
_cell_measurement_reflns_used    3374
_cell_measurement_temperature    100
_cell_measurement_theta_max      22.291
_cell_measurement_theta_min      2.337
_cell_volume                     8562.5(9)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX3 v2016.1-0 (Bruker, 2016)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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      100.0
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 8.258
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II Ultra'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0642
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            16912
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.420
_diffrn_reflns_theta_min         1.725
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_type              'Bruker TXS'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.558
_exptl_absorpt_correction_T_max  0.0916
_exptl_absorpt_correction_T_min  0.0667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/4 (Bruker,2014/4) was used for absorption correction. wR2(int) was 0.0652 before and 0.0579 after correction. The Ratio of minimum to maximum transmission is 0.7282. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            Orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_description       Plank
_exptl_crystal_F_000             4256
_exptl_crystal_size_max          0.053
_exptl_crystal_size_mid          0.021
_exptl_crystal_size_min          0.005
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details
;
 Flack x determined using 1141 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.028(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         3922
_refine_ls_number_restraints     11
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0370
_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)+(0.0201P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0556
_refine_ls_wR_factor_ref         0.0611
_reflns_Friedel_coverage         0.825
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                3145
_reflns_number_total             3922
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo8b00540_si_010.cif
_cod_data_source_block           Dart113
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_exptl_crystal_colour_primary' value 'Orange' was changed
to 'orange' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/ACS/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 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        8562.6(8)
_cod_database_code               4035858
_shelx_shelxl_version_number     2017/1
_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   0.992
_shelx_estimated_absorpt_t_min   0.922
_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, All O(H,H) groups
2. Restrained distances
 O2S-H2S = O1S-H1S
 0.95 with sigma of 0.02
 H2S-H2S_$1
 1.45 with sigma of 0.02
 H1S_$1-H1S
 1.45 with sigma of 0.02
 O3S-H3SA = O3S-H3SB
 0.95 with sigma of 0.02
 H3SB-H3SA
 1.45 with sigma of 0.02
 H4SA-H4SB
 1.45 with sigma of 0.02
 O4S-H4SA = O4S-H4SB
 0.95 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C3B(H3B), C6B(H6B)
3.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C8B(H8BA,H8BB,H8BC), C9B(H9BA,H9BB,H9BC)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'
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
Na1 Na 0.45635(8) 0.47515(5) 0.3565(5) 0.0258(7) Uani 1 1 d . . .
O1 O 0.68590(15) 0.40554(10) 0.3073(7) 0.0270(12) Uani 1 1 d . . .
O1S O 0.500000 0.500000 0.5959(10) 0.0220(17) Uani 1 2 d DS T P
H1S H 0.4818(18) 0.5113(11) 0.680(6) 0.033 Uiso 1 1 d DR . .
O2S O 0.500000 0.500000 0.1074(11) 0.0206(16) Uani 1 2 d DS T P
H2S H 0.486(2) 0.5136(8) 0.025(6) 0.031 Uiso 1 1 d DR . .
O3S O 0.40899(16) 0.45786(11) 0.0835(9) 0.0385(16) Uani 1 1 d D . .
H3SA H 0.3799(15) 0.4478(12) 0.104(12) 0.058 Uiso 1 1 d DR . .
H3SB H 0.398(2) 0.4757(10) 0.027(11) 0.058 Uiso 1 1 d DR . .
O4S O 0.42263(15) 0.44667(12) 0.6184(10) 0.0376(13) Uani 1 1 d D . .
H4SA H 0.3934(15) 0.4441(17) 0.555(9) 0.056 Uiso 1 1 d DR . .
H4SB H 0.414(2) 0.4584(16) 0.723(8) 0.056 Uiso 1 1 d DR . .
N1 N 0.53071(19) 0.44287(12) 0.3189(8) 0.0245(14) Uani 1 1 d . . .
N2 N 0.53149(19) 0.41357(12) 0.2706(8) 0.0224(14) Uani 1 1 d . . .
N5 N 0.67486(16) 0.45586(11) 0.3648(10) 0.0222(13) Uani 1 1 d . . .
N7 N 0.59484(17) 0.47780(10) 0.3765(10) 0.0224(12) Uani 1 1 d . . .
C3 C 0.5758(2) 0.40187(16) 0.2571(10) 0.0235(17) Uani 1 1 d . . .
H3 H 0.583736 0.381832 0.225227 0.028 Uiso 1 1 calc R . .
C3A C 0.6074(2) 0.42464(15) 0.2987(10) 0.0214(17) Uani 1 1 d . . .
C4 C 0.6573(2) 0.42947(15) 0.3229(10) 0.0230(17) Uani 1 1 d . . .
C6 C 0.6421(2) 0.47856(14) 0.3865(13) 0.0252(15) Uani 1 1 d . . .
H6 H 0.655517 0.497644 0.412596 0.030 Uiso 1 1 calc R . .
C7A C 0.5777(2) 0.44989(15) 0.3336(10) 0.0227(17) Uani 1 1 d . . .
C8 C 0.4856(2) 0.39816(15) 0.2376(11) 0.0310(19) Uani 1 1 d . . .
H8A H 0.467606 0.397130 0.359760 0.046 Uiso 1 1 calc GR . .
H8B H 0.491910 0.377903 0.190087 0.046 Uiso 1 1 calc GR . .
H8C H 0.466777 0.409150 0.140816 0.046 Uiso 1 1 calc GR . .
C9 C 0.7359(2) 0.40944(15) 0.3654(14) 0.0347(19) Uani 1 1 d . . .
H9A H 0.752934 0.421025 0.266121 0.052 Uiso 1 1 calc GR . .
H9B H 0.751181 0.389841 0.379405 0.052 Uiso 1 1 calc GR . .
H9C H 0.737180 0.420074 0.489695 0.052 Uiso 1 1 calc GR . .
O1B O 0.35578(17) 0.61077(11) 0.7329(7) 0.0340(13) Uani 1 1 d . . .
N1B N 0.37731(18) 0.51135(13) 0.8891(12) 0.0321(14) Uani 1 1 d . . .
N2B N 0.32954(17) 0.51919(14) 0.8809(11) 0.0330(15) Uani 1 1 d . . .
N5B N 0.4334(2) 0.59274(13) 0.7591(8) 0.0277(15) Uani 1 1 d . . .
N7B N 0.44847(18) 0.54119(13) 0.8428(9) 0.0265(15) Uani 1 1 d . . .
C3AB C 0.3665(2) 0.56077(16) 0.8185(10) 0.0256(18) Uani 1 1 d . . .
C3B C 0.3214(2) 0.54738(17) 0.8393(11) 0.031(2) Uani 1 1 d . . .
H3B H 0.290938 0.556782 0.826072 0.038 Uiso 1 1 calc R . .
C4B C 0.3863(3) 0.58833(17) 0.7701(11) 0.0317(19) Uani 1 1 d . . .
C6B C 0.4612(2) 0.56846(17) 0.7963(10) 0.0291(18) Uani 1 1 d . . .
H6B H 0.494926 0.571730 0.787179 0.035 Uiso 1 1 calc R . .
C7AB C 0.3992(2) 0.53712(16) 0.8521(11) 0.0263(18) Uani 1 1 d . . .
C8B C 0.2938(2) 0.49559(18) 0.9107(14) 0.048(2) Uani 1 1 d . . .
H8BA H 0.297478 0.480319 0.809807 0.072 Uiso 1 1 calc GR . .
H8BB H 0.261356 0.504155 0.903360 0.072 Uiso 1 1 calc GR . .
H8BC H 0.298552 0.486506 1.038777 0.072 Uiso 1 1 calc GR . .
C9B C 0.3765(3) 0.63913(16) 0.6723(14) 0.043(2) Uani 1 1 d . . .
H9BA H 0.398023 0.635843 0.561560 0.064 Uiso 1 1 calc GR . .
H9BB H 0.394736 0.647807 0.780259 0.064 Uiso 1 1 calc GR . .
H9BC H 0.350636 0.652821 0.634237 0.064 Uiso 1 1 calc GR . .
I1 I 0.31223(2) 0.43405(2) 0.38593(12) 0.03128(14) Uani 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 0.0033 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'
I I -0.4742 1.8119 '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'
Na Na 0.0362 0.0249 '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
Na1 Na1 H4SA 148.3(10) 2_665 .
O1S Na1 Na1 45.03(14) . 2_665
O1S Na1 O2S 91.19(18) . .
O1S Na1 O3S 170.03(19) . .
O1S Na1 O4S 85.7(2) . .
O1S Na1 H4SA 103.4(9) . .
O1S Na1 N1 85.44(16) . .
O1S Na1 N7 81.77(16) . 2_665
O2S Na1 Na1 46.16(15) . 2_665
O2S Na1 O3S 82.4(2) . .
O2S Na1 O4S 172.04(17) . .
O2S Na1 H4SA 165.0(9) . .
O2S Na1 N1 77.16(14) . .
O2S Na1 N7 86.35(16) . 2_665
O3S Na1 Na1 128.07(15) . 2_665
O3S Na1 H4SA 82.7(9) . .
O3S Na1 N1 100.4(2) . .
O3S Na1 N7 90.2(2) . 2_665
O4S Na1 Na1 130.34(15) . 2_665
O4S Na1 O3S 101.6(2) . .
O4S Na1 H4SA 20.7(9) . .
O4S Na1 N1 95.26(18) . .
O4S Na1 N7 100.5(2) . 2_665
N1 Na1 Na1 77.60(15) . 2_665
N1 Na1 H4SA 107.1(15) . .
N1 Na1 N7 158.88(19) . 2_665
N7 Na1 Na1 81.47(14) 2_665 2_665
N7 Na1 H4SA 92.2(15) 2_665 .
C4 O1 C9 116.6(5) . .
Na1 O1S Na1 89.9(3) 2_665 .
Na1 O1S H1S 115(4) 2_665 2_665
Na1 O1S H1S 118(4) . 2_665
Na1 O1S H1S 118(4) 2_665 .
Na1 O1S H1S 115(4) . .
H1S O1S H1S 102(4) . 2_665
Na1 O2S Na1 87.7(3) 2_665 .
Na1 O2S H2S 111(3) 2_665 .
Na1 O2S H2S 111(3) . 2_665
Na1 O2S H2S 122(4) . .
Na1 O2S H2S 122(4) 2_665 2_665
H2S O2S H2S 104(4) . 2_665
Na1 O3S H3SA 121(5) . .
Na1 O3S H3SB 103(5) . .
H3SA O3S H3SB 100(3) . .
Na1 O4S H4SA 93(5) . .
Na1 O4S H4SB 112(6) . .
H4SA O4S H4SB 103(4) . .
N2 N1 Na1 126.2(4) . .
C7A N1 Na1 130.5(4) . .
C7A N1 N2 103.2(5) . .
N1 N2 C8 118.7(5) . .
C3 N2 N1 114.2(5) . .
C3 N2 C8 127.0(6) . .
C4 N5 C6 116.4(5) . .
C6 N7 Na1 122.6(4) . 2_665
C6 N7 C7A 112.4(5) . .
C7A N7 Na1 123.3(4) . 2_665
N2 C3 H3 126.8 . .
N2 C3 C3A 106.4(6) . .
C3A C3 H3 126.8 . .
C3 C3A C4 139.9(6) . .
C3 C3A C7A 104.7(6) . .
C4 C3A C7A 115.3(6) . .
O1 C4 C3A 116.8(6) . .
N5 C4 O1 121.2(6) . .
N5 C4 C3A 122.0(6) . .
N5 C6 H6 115.2 . .
N7 C6 N5 129.6(6) . .
N7 C6 H6 115.2 . .
N1 C7A N7 124.5(6) . .
N1 C7A C3A 111.4(6) . .
N7 C7A C3A 124.2(6) . .
N2 C8 H8A 109.5 . .
N2 C8 H8B 109.5 . .
N2 C8 H8C 109.5 . .
H8A C8 H8B 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
O1 C9 H9A 109.5 . .
O1 C9 H9B 109.5 . .
O1 C9 H9C 109.5 . .
H9A C9 H9B 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C4B O1B C9B 117.4(6) . .
C7AB N1B N2B 102.2(5) . .
N1B N2B C8B 117.7(6) . .
C3B N2B N1B 114.9(6) . .
C3B N2B C8B 127.4(6) . .
C4B N5B C6B 115.6(6) . .
C6B N7B C7AB 113.7(6) . .
C3B C3AB C7AB 103.7(6) . .
C4B C3AB C3B 139.4(7) . .
C4B C3AB C7AB 116.8(6) . .
N2B C3B C3AB 106.3(6) . .
N2B C3B H3B 126.8 . .
C3AB C3B H3B 126.8 . .
O1B C4B C3AB 117.5(7) . .
N5B C4B O1B 120.1(7) . .
N5B C4B C3AB 122.4(7) . .
N5B C6B H6B 115.2 . .
N7B C6B N5B 129.6(6) . .
N7B C6B H6B 115.2 . .
N1B C7AB N7B 125.2(6) . .
N1B C7AB C3AB 112.9(6) . .
N7B C7AB C3AB 121.9(6) . .
N2B C8B H8BA 109.5 . .
N2B C8B H8BB 109.5 . .
N2B C8B H8BC 109.5 . .
H8BA C8B H8BB 109.5 . .
H8BA C8B H8BC 109.5 . .
H8BB C8B H8BC 109.5 . .
O1B C9B H9BA 109.5 . .
O1B C9B H9BB 109.5 . .
O1B C9B H9BC 109.5 . .
H9BA C9B H9BB 109.5 . .
H9BA C9B H9BC 109.5 . .
H9BB C9B H9BC 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Na1 Na1 3.292(5) 2_665
Na1 O1S 2.329(6) .
Na1 O2S 2.376(6) .
Na1 O3S 2.421(6) .
Na1 O4S 2.399(7) .
Na1 H4SA 2.62(7) .
Na1 N1 2.534(6) .
Na1 N7 2.546(5) 2_665
O1 C4 1.339(7) .
O1 C9 1.455(7) .
O1S H1S 0.92(2) .
O1S H1S 0.92(2) 2_665
O2S H2S 0.92(2) .
O2S H2S 0.92(2) 2_665
O3S H3SA 0.94(3) .
O3S H3SB 0.94(3) .
O4S H4SA 0.93(3) .
O4S H4SB 0.92(3) .
N1 N2 1.354(7) .
N1 C7A 1.347(8) .
N2 C3 1.340(8) .
N2 C8 1.466(8) .
N5 C4 1.311(8) .
N5 C6 1.373(7) .
N7 C6 1.314(7) .
N7 C7A 1.370(8) .
C3 H3 0.9500 .
C3 C3A 1.376(9) .
C3A C4 1.412(9) .
C3A C7A 1.420(9) .
C6 H6 0.9500 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
O1B C4B 1.340(8) .
O1B C9B 1.455(8) .
N1B N2B 1.374(7) .
N1B C7AB 1.329(8) .
N2B C3B 1.314(8) .
N2B C8B 1.465(8) .
N5B C4B 1.324(9) .
N5B C6B 1.358(8) .
N7B C6B 1.311(8) .
N7B C7AB 1.383(8) .
C3AB C3B 1.396(9) .
C3AB C4B 1.392(10) .
C3AB C7AB 1.413(9) .
C3B H3B 0.9500 .
C6B H6B 0.9500 .
C8B H8BA 0.9800 .
C8B H8BB 0.9800 .
C8B H8BC 0.9800 .
C9B H9BA 0.9800 .
C9B H9BB 0.9800 .
C9B H9BC 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
_geom_hbond_publ_flag
O1S H1S N7B 0.92(2) 1.98(3) 2.888(7) 171(6) . yes
O2S H2S N7B 0.92(2) 2.05(3) 2.961(7) 174(6) 1_554 yes
O3S H3SA I1 0.94(3) 2.77(5) 3.563(5) 143(7) . yes
O3S H3SB N1B 0.94(3) 1.94(3) 2.882(8) 175(8) 1_554 yes
O4S H4SB O3S 0.92(3) 2.49(5) 3.262(9) 142(7) 1_556 yes
