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#$Date: 2024-09-19 04:15:50 +0300 (Thu, 19 Sep 2024) $
#$Revision: 294793 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/93/7249354.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_7249354
loop_
_publ_author_name
'Konovalova, Irina S.'
'Shishkina, Svitlana V.'
'Wyshusek, Maik'
'Patzer, Michael'
'Reiss, Guido J.'
_publ_section_title
;
 Supramolecular architecture of theophylline polymorphs, monohydrate and
 co-crystals with iodine: study from the energetic viewpoint
;
_journal_issue                   41
_journal_name_full               'RSC Advances'
_journal_page_first              29774
_journal_page_last               29788
_journal_paper_doi               10.1039/D4RA04368E
_journal_volume                  14
_journal_year                    2024
_chemical_formula_sum            'C7 H8 I N4 O2'
_chemical_formula_weight         307.07
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/2
_audit_update_record
;
2024-01-04 deposited with the CCDC.	2024-09-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.973(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.07940(10)
_cell_length_b                   16.9054(3)
_cell_length_c                   9.2013(2)
_cell_measurement_reflns_used    27789
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      41.15
_cell_measurement_theta_min      2.40
_cell_volume                     931.37(3)
_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_publication_material  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            21666
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        27.492
_diffrn_reflns_theta_max         27.492
_diffrn_reflns_theta_min         2.410
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.418
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.190
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.087
_exptl_crystal_size_mid          0.066
_exptl_crystal_size_min          0.048
_refine_diff_density_max         1.220
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2131
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0194
_refine_ls_R_factor_gt           0.0182
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0280P)²+1.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0482
_refine_ls_wR_factor_ref         0.0489
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2012
_reflns_number_total             2131
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ra04368e2.cif
_cod_data_source_block           theo
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7249354
_shelx_shelxl_version_number     2019/2
_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.
;
_measurement_temperature         100(2)
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_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 0.96465(2) 0.07891(2) 0.50693(2) 0.01693(6) Uani 1 1 d . . . . .
O1 O 0.7462(3) 0.51014(8) 0.60502(18) 0.0174(3) Uani 1 1 d . . . . .
O2 O 0.3310(3) 0.31930(9) 0.78577(17) 0.0189(3) Uani 1 1 d . . . . .
N1 N 0.8781(3) 0.24689(10) 0.5057(2) 0.0164(3) Uani 1 1 d . . . . .
N2 N 0.9802(3) 0.37207(10) 0.4737(2) 0.0150(3) Uani 1 1 d . . . . .
H2 H 1.050868 0.411707 0.445541 0.018 Uiso 1 1 calc R U . . .
N3 N 0.5836(3) 0.27674(9) 0.6468(2) 0.0144(3) Uani 1 1 d . . . . .
N4 N 0.5325(3) 0.41367(9) 0.6877(2) 0.0135(3) Uani 1 1 d . . . . .
C1 C 1.0152(4) 0.29531(12) 0.4481(2) 0.0166(4) Uani 1 1 d . . . . .
H1 H 1.123495 0.277536 0.395772 0.020 Uiso 1 1 calc R U . . .
C2 C 0.8084(3) 0.37501(11) 0.5541(2) 0.0132(4) Uani 1 1 d . . . . .
C3 C 0.7511(3) 0.29710(11) 0.5713(2) 0.0135(4) Uani 1 1 d . . . . .
C4 C 0.4745(3) 0.33486(11) 0.7117(2) 0.0143(4) Uani 1 1 d . . . . .
C5 C 0.7024(3) 0.43900(12) 0.6139(2) 0.0135(4) Uani 1 1 d . . . . .
C6 C 0.4104(4) 0.47358(12) 0.7574(3) 0.0182(4) Uani 1 1 d . . . . .
H6A H 0.447927 0.468780 0.862708 0.027 Uiso 1 1 calc R U . . .
H6B H 0.252741 0.465810 0.726947 0.027 Uiso 1 1 calc R U . . .
H6C H 0.450726 0.525344 0.728032 0.027 Uiso 1 1 calc R U . . .
C7 C 0.5233(4) 0.19376(12) 0.6644(3) 0.0192(4) Uani 1 1 d . . . . .
H7A H 0.510945 0.167055 0.571303 0.029 Uiso 1 1 calc R U . . .
H7B H 0.382786 0.191184 0.698439 0.029 Uiso 1 1 calc R U . . .
H7C H 0.636534 0.168716 0.735138 0.029 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 0.0033 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'
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
_geom_angle_publ_flag
C1 N1 C3 103.56(17) . . ?
C1 N2 C2 106.66(17) . . ?
C1 N2 H2 126.7 . . ?
C2 N2 H2 126.7 . . ?
C3 N3 C4 119.71(16) . . ?
C3 N3 C7 121.20(17) . . ?
C4 N3 C7 119.05(17) . . ?
C5 N4 C4 126.42(17) . . ?
C5 N4 C6 118.22(16) . . ?
C4 N4 C6 115.20(17) . . ?
N1 C1 N2 113.07(18) . . ?
N1 C1 H1 123.5 . . ?
N2 C1 H1 123.5 . . ?
C3 C2 N2 104.86(17) . . ?
C3 C2 C5 122.93(19) . . ?
N2 C2 C5 132.21(18) . . ?
N1 C3 N3 126.67(18) . . ?
N1 C3 C2 111.85(18) . . ?
N3 C3 C2 121.48(18) . . ?
O2 C4 N3 122.05(18) . . ?
O2 C4 N4 120.89(18) . . ?
N3 C4 N4 117.05(17) . . ?
O1 C5 N4 121.05(18) . . ?
O1 C5 C2 126.72(19) . . ?
N4 C5 C2 112.23(17) . . ?
N4 C6 H6A 109.5 . . ?
N4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 I1 2.7088(3) 3_756 ?
O1 C5 1.238(2) . ?
O2 C4 1.225(3) . ?
N1 C1 1.341(3) . ?
N1 C3 1.357(3) . ?
N2 C1 1.343(3) . ?
N2 C2 1.381(2) . ?
N2 H2 0.8600 . ?
N3 C3 1.372(3) . ?
N3 C4 1.378(3) . ?
N3 C7 1.466(2) . ?
N4 C5 1.398(3) . ?
N4 C4 1.406(2) . ?
N4 C6 1.467(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.378(3) . ?
C2 C5 1.418(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
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
_geom_torsion_publ_flag
C3 N1 C1 N2 -0.2(3) . . . . ?
C2 N2 C1 N1 0.2(3) . . . . ?
C1 N2 C2 C3 -0.1(2) . . . . ?
C1 N2 C2 C5 179.0(2) . . . . ?
C1 N1 C3 N3 -179.9(2) . . . . ?
C1 N1 C3 C2 0.1(2) . . . . ?
C4 N3 C3 N1 177.8(2) . . . . ?
C7 N3 C3 N1 0.0(3) . . . . ?
C4 N3 C3 C2 -2.3(3) . . . . ?
C7 N3 C3 C2 179.9(2) . . . . ?
N2 C2 C3 N1 -0.1(2) . . . . ?
C5 C2 C3 N1 -179.24(19) . . . . ?
N2 C2 C3 N3 -179.98(19) . . . . ?
C5 C2 C3 N3 0.8(3) . . . . ?
C3 N3 C4 O2 -176.7(2) . . . . ?
C7 N3 C4 O2 1.2(3) . . . . ?
C3 N3 C4 N4 4.3(3) . . . . ?
C7 N3 C4 N4 -177.90(19) . . . . ?
C5 N4 C4 O2 175.5(2) . . . . ?
C6 N4 C4 O2 0.2(3) . . . . ?
C5 N4 C4 N3 -5.4(3) . . . . ?
C6 N4 C4 N3 179.30(18) . . . . ?
C4 N4 C5 O1 -176.5(2) . . . . ?
C6 N4 C5 O1 -1.4(3) . . . . ?
C4 N4 C5 C2 3.8(3) . . . . ?
C6 N4 C5 C2 179.01(19) . . . . ?
C3 C2 C5 O1 179.0(2) . . . . ?
N2 C2 C5 O1 0.0(4) . . . . ?
C3 C2 C5 N4 -1.4(3) . . . . ?
N2 C2 C5 N4 179.6(2) . . . . ?
