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#$Date: 2023-06-01 09:44:54 +0300 (Thu, 01 Jun 2023) $
#$Revision: 284119 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/72/8107280.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_8107280
loop_
_publ_author_name
'Reiss, Guido J.'
'Wyshusek, Maik'
'Rheinländer, Jana C.'
_publ_section_title
;
 An I 6 2 − ${\mathrm{I}}_{6}^{2-}$ anion in the crystal structure
 of theophyllinium triiodide monohydrate, C7H11I3N4O3
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1017
_journal_page_last               1020
_journal_paper_doi               10.1515/ncrs-2022-0358
_journal_volume                  237
_journal_year                    2022
_chemical_formula_sum            'C7 H11 I3 N4 O3'
_chemical_formula_weight         579.90
_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
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                76.2062(14)
_cell_angle_beta                 88.2421(13)
_cell_angle_gamma                89.4102(13)
_cell_formula_units_Z            4
_cell_length_a                   9.28478(14)
_cell_length_b                   12.2214(2)
_cell_length_c                   13.4088(2)
_cell_measurement_reflns_used    45745
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      34.8800
_cell_measurement_theta_min      2.1980
_cell_volume                     1476.95(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Diamond 4.5.2 (Crystal Impact, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXS (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            64027
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        32.500
_diffrn_reflns_theta_max         32.500
_diffrn_reflns_theta_min         4.082
_diffrn_source                   'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    6.352
_exptl_absorpt_correction_T_max  0.855
_exptl_absorpt_correction_T_min  0.499
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.608
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.156
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.030
_refine_diff_density_max         2.262
_refine_diff_density_min         -1.748
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         10661
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0197
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.02P)²+2.000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0469
_refine_ls_wR_factor_ref         0.0493
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9468
_reflns_number_total             10661
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0358_suppl.cif
_cod_data_source_block           Theowhat_I8_auto_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_primary' value 'Direct methods' was
changed to 'direct'.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_database_code               8107280
_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.
;
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
I1 I 0.500000 0.500000 0.000000 0.02532(4) Uani 1 2 d S . P . .
I2 I 0.72732(2) 0.33676(2) 0.07837(2) 0.02769(3) Uani 1 1 d . . . . .
I3 I 1.000000 0.000000 0.000000 0.02295(4) Uani 1 2 d S . P . .
I4 I 1.02609(2) 0.02172(2) 0.21160(2) 0.03136(4) Uani 1 1 d . . . . .
I5 I 0.57743(2) 0.54620(2) 0.33657(2) 0.02765(3) Uani 1 1 d . . . . .
I6 I 0.73787(2) 0.70545(2) 0.42497(2) 0.02148(3) Uani 1 1 d . . . . .
I7 I 0.88759(2) 0.87813(2) 0.49904(2) 0.02638(3) Uani 1 1 d . . . . .
O1 O 0.41956(15) 0.16286(12) 1.23298(11) 0.0185(3) Uani 1 1 d . . . . .
O2 O 0.08812(15) 0.44441(12) 1.14120(10) 0.0167(2) Uani 1 1 d . . . . .
O3 O 0.60392(16) 0.14289(12) 0.75245(12) 0.0196(3) Uani 1 1 d . . . . .
O4 O 0.92322(14) 0.43309(11) 0.64932(10) 0.0156(2) Uani 1 1 d . . . . .
O1W O 0.32904(16) 0.09026(13) 0.81330(12) 0.0185(3) Uani 1 1 d . . . . .
H1W H 0.276(5) 0.079(4) 0.779(4) 0.070 Uiso 1 1 d . U . . .
H2W H 0.404(5) 0.100(4) 0.787(4) 0.070 Uiso 1 1 d . U . . .
O2W O 0.68244(17) 0.10492(12) 0.31027(12) 0.0188(3) Uani 1 1 d . . . . .
H3W H 0.749(5) 0.102(4) 0.273(4) 0.070 Uiso 1 1 d . U . . .
H4W H 0.613(5) 0.126(4) 0.271(4) 0.070 Uiso 1 1 d . U . . .
N1 N 0.25906(16) 0.30691(12) 1.18344(11) 0.0127(2) Uani 1 1 d . . . . .
N2 N 0.33499(16) 0.19142(13) 1.07175(12) 0.0140(3) Uani 1 1 d . . . . .
N3 N 0.22853(17) 0.24766(13) 0.90240(12) 0.0134(3) Uani 1 1 d . . . . .
H3 H 0.269(4) 0.204(3) 0.874(3) 0.040(9) Uiso 1 1 d . . . . .
N4 N 0.09020(17) 0.38360(13) 0.93048(12) 0.0136(3) Uani 1 1 d . . . . .
H4 H 0.036(3) 0.433(3) 0.922(2) 0.024(7) Uiso 1 1 d . . . . .
N5 N 0.76286(16) 0.28713(13) 0.69941(12) 0.0137(3) Uani 1 1 d . . . . .
N6 N 0.67551(17) 0.18425(13) 0.58392(12) 0.0149(3) Uani 1 1 d . . . . .
N7 N 0.76881(17) 0.25466(13) 0.40763(12) 0.0146(3) Uani 1 1 d . . . . .
H7 H 0.737(4) 0.208(3) 0.378(3) 0.037(9) Uiso 1 1 d . . . . .
N8 N 0.90281(17) 0.39127(13) 0.43327(12) 0.0139(3) Uani 1 1 d . . . . .
H8 H 0.959(3) 0.444(3) 0.422(2) 0.029(8) Uiso 1 1 d . . . . .
C1 C 0.34262(18) 0.21677(15) 1.16653(14) 0.0138(3) Uani 1 1 d . . . . .
C2 C 0.16130(18) 0.37001(14) 1.11619(13) 0.0126(3) Uani 1 1 d . . . . .
C3 C 0.16029(18) 0.33834(14) 1.02042(13) 0.0122(3) Uani 1 1 d . . . . .
C4 C 0.13298(19) 0.32846(15) 0.86107(14) 0.0142(3) Uani 1 1 d . . . . .
H4A H 0.101217 0.343470 0.792438 0.017 Uiso 1 1 calc R U . . .
C5 C 0.24671(18) 0.25369(14) 1.00170(13) 0.0117(3) Uani 1 1 d . . . . .
C6 C 0.4201(2) 0.09643(17) 1.05228(17) 0.0214(4) Uani 1 1 d . . . . .
H6A H 0.401621 0.029425 1.107913 0.032 Uiso 1 1 calc R U . . .
H6B H 0.522839 0.115106 1.049107 0.032 Uiso 1 1 calc R U . . .
H6C H 0.392834 0.081339 0.986830 0.032 Uiso 1 1 calc R U . . .
C7 C 0.2848(2) 0.34158(18) 1.27933(15) 0.0201(4) Uani 1 1 d . . . . .
H7A H 0.211494 0.396645 1.289020 0.030 Uiso 1 1 calc R U . . .
H7B H 0.380586 0.375655 1.275285 0.030 Uiso 1 1 calc R U . . .
H7C H 0.279616 0.275510 1.337465 0.030 Uiso 1 1 calc R U . . .
C8 C 0.67575(19) 0.20124(15) 0.68211(14) 0.0149(3) Uani 1 1 d . . . . .
C9 C 0.84730(18) 0.36076(14) 0.62594(13) 0.0126(3) Uani 1 1 d . . . . .
C10 C 0.83601(19) 0.34098(15) 0.52618(13) 0.0129(3) Uani 1 1 d . . . . .
C11 C 0.8603(2) 0.33829(16) 0.36381(14) 0.0157(3) Uani 1 1 d . . . . .
H11 H 0.890156 0.356637 0.293400 0.019 Uiso 1 1 calc R U . . .
C12 C 0.75388(18) 0.25518(14) 0.50885(13) 0.0132(3) Uani 1 1 d . . . . .
C13 C 0.5931(2) 0.08943(16) 0.56482(17) 0.0203(4) Uani 1 1 d . . . . .
H13A H 0.493918 0.113672 0.548487 0.030 Uiso 1 1 calc R U . . .
H13B H 0.592654 0.027091 0.626305 0.030 Uiso 1 1 calc R U . . .
H13C H 0.638013 0.064361 0.506951 0.030 Uiso 1 1 calc R U . . .
C14 C 0.7572(2) 0.30077(17) 0.80578(14) 0.0179(3) Uani 1 1 d . . . . .
H14A H 0.805933 0.370717 0.808440 0.027 Uiso 1 1 calc R U . . .
H14B H 0.805391 0.236699 0.850665 0.027 Uiso 1 1 calc R U . . .
H14C H 0.656419 0.303973 0.828954 0.027 Uiso 1 1 calc R U . . .
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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0200
0 -1 0 0.0100
1 2 0 0.0300
-1 -2 0 0.0350
0 1 1 0.0435
0 -1 -1 0.0245
0 -1 2 0.0269
1 -1 0 0.0480
1 1 2 0.0400
-2 1 -2 0.0909
0 1 -1 0.0380
-2 -1 2 0.0660
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
I2 I1 I2 180.0 . 2_665
I4 I3 I4 180.0 . 2_755
I7 I6 I5 175.259(6) . .
H1W O1W H2W 112(5) . .
H3W O2W H4W 104(4) . .
C2 N1 C1 126.31(15) . .
C2 N1 C7 117.59(15) . .
C1 N1 C7 116.00(15) . .
C5 N2 C1 118.49(15) . .
C5 N2 C6 122.78(15) . .
C1 N2 C6 118.72(15) . .
C4 N3 C5 107.33(15) . .
C4 N3 H3 127(3) . .
C5 N3 H3 126(3) . .
C4 N4 C3 108.28(15) . .
C4 N4 H4 125(2) . .
C3 N4 H4 126(2) . .
C9 N5 C8 126.22(15) . .
C9 N5 C14 118.92(15) . .
C8 N5 C14 114.82(15) . .
C12 N6 C8 118.34(15) . .
C12 N6 C13 122.54(16) . .
C8 N6 C13 119.11(16) . .
C11 N7 C12 107.21(15) . .
C11 N7 H7 124(2) . .
C12 N7 H7 128(2) . .
C11 N8 C10 107.94(15) . .
C11 N8 H8 124(2) . .
C10 N8 H8 128(2) . .
O1 C1 N2 121.34(16) . .
O1 C1 N1 121.13(17) . .
N2 C1 N1 117.53(15) . .
O2 C2 N1 120.76(16) . .
O2 C2 C3 126.90(16) . .
N1 C2 C3 112.34(15) . .
C5 C3 N4 106.63(15) . .
C5 C3 C2 121.52(16) . .
N4 C3 C2 131.71(16) . .
N4 C4 N3 109.76(15) . .
N4 C4 H4A 125.1 . .
N3 C4 H4A 125.1 . .
N2 C5 N3 128.33(15) . .
N2 C5 C3 123.66(16) . .
N3 C5 C3 108.00(15) . .
N2 C6 H6A 109.5 . .
N2 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
N2 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
N1 C7 H7A 109.5 . .
N1 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
N1 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
O3 C8 N6 121.70(17) . .
O3 C8 N5 120.49(17) . .
N6 C8 N5 117.80(15) . .
O4 C9 N5 121.39(16) . .
O4 C9 C10 126.16(16) . .
N5 C9 C10 112.44(15) . .
C12 C10 N8 106.48(15) . .
C12 C10 C9 121.81(16) . .
N8 C10 C9 131.61(16) . .
N8 C11 N7 110.08(16) . .
N8 C11 H11 125.0 . .
N7 C11 H11 125.0 . .
N6 C12 N7 128.41(16) . .
N6 C12 C10 123.30(16) . .
N7 C12 C10 108.28(15) . .
N6 C13 H13A 109.5 . .
N6 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
N6 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
N5 C14 H14A 109.5 . .
N5 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
N5 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 I2 2.93067(18) .
I1 I2 2.93069(18) 2_665
I3 I4 2.92957(16) .
I3 I4 2.92962(16) 2_755
I5 I6 2.9463(2) .
I6 I7 2.9183(2) .
O1 C1 1.220(2) .
O2 C2 1.233(2) .
O3 C8 1.222(2) .
O4 C9 1.239(2) .
O1W H1W 0.72(5) .
O1W H2W 0.77(5) .
O2W H3W 0.79(5) .
O2W H4W 0.85(5) .
N1 C2 1.391(2) .
N1 C1 1.399(2) .
N1 C7 1.473(2) .
N2 C5 1.352(2) .
N2 C1 1.382(2) .
N2 C6 1.468(2) .
N3 C4 1.349(2) .
N3 C5 1.367(2) .
N3 H3 0.81(4) .
N4 C4 1.323(2) .
N4 C3 1.381(2) .
N4 H4 0.77(3) .
N5 C9 1.393(2) .
N5 C8 1.398(2) .
N5 C14 1.474(2) .
N6 C12 1.359(2) .
N6 C8 1.381(2) .
N6 C13 1.471(2) .
N7 C11 1.346(2) .
N7 C12 1.362(2) .
N7 H7 0.83(4) .
N8 C11 1.326(2) .
N8 C10 1.382(2) .
N8 H8 0.81(3) .
C2 C3 1.427(2) .
C3 C5 1.368(2) .
C4 H4A 0.9500 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C9 C10 1.422(2) .
C10 C12 1.371(2) .
C11 H11 0.9500 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 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
O1W H1W I4 0.72(5) 3.06(5) 3.6380(15) 140(4) 2_656 yes
O1W H1W O2W 0.72(5) 2.80(5) 3.217(2) 119(4) 2_656 yes
O1W H2W O3 0.77(5) 1.94(5) 2.692(2) 164(5) . yes
O2W H3W I4 0.79(5) 2.90(5) 3.6442(16) 156(4) . yes
O2W H3W O1W 0.79(5) 2.95(5) 3.217(2) 102(4) 2_656 yes
O2W H4W O1 0.85(5) 1.90(5) 2.702(2) 157(4) 1_554 yes
N3 H3 O1W 0.81(4) 1.84(4) 2.644(2) 169(3) . yes
N4 H4 O2 0.77(3) 1.93(3) 2.673(2) 163(3) 2_567 yes
N7 H7 O2W 0.83(4) 1.80(4) 2.633(2) 175(3) . yes
N8 H8 O4 0.81(3) 1.91(3) 2.697(2) 162(3) 2_766 yes
