#------------------------------------------------------------------------------
#$Date: 2023-07-05 12:45:09 +0300 (Wed, 05 Jul 2023) $
#$Revision: 284900 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/90/1569026.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_1569026
loop_
_publ_author_name
'Lease, Nicholas'
'Spielvogel, Kyle D.'
'Davis, Jack V.'
'Tisdale, Jeremy T.'
'Klamborowski, Lisa M.'
'Cawkwell, M. J.'
'Manner, Virginia W.'
_publ_section_title
;
 Halogenated PETN derivatives: interplay between physical and chemical
 factors in explosive sensitivity.
;
_journal_issue                   25
_journal_name_full               'Chemical science'
_journal_page_first              7044
_journal_page_last               7056
_journal_paper_doi               10.1039/d3sc01627g
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C5 H8 I2 N2 O6'
_chemical_formula_sum            'C5 H8 I2 N2 O6'
_chemical_formula_weight         445.93
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2022-04-28
_audit_creation_method
;
Olex2 1.2
(compiled Apr  3 2018 11:26:26 for OlexSys, GUI svn.r5486)
;
_audit_update_record
;
2023-03-27 deposited with the CCDC.	2023-05-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.802(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1616(8)
_cell_length_b                   13.0126(8)
_cell_length_c                   6.7544(4)
_cell_measurement_reflns_used    3028
_cell_measurement_temperature    293.00
_cell_measurement_theta_max      28.4610
_cell_measurement_theta_min      3.1030
_cell_volume                     1143.18(12)
_computing_cell_refinement       'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_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      293.00
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -72.00 107.00   0.50    2.00    --   20.00  54.00 120.00  358
  2  ω    -71.00 107.00   0.50    2.00    --   20.00  54.00 -90.00  356
  3  ω    -71.00 105.00   0.50    2.00    --   20.00  54.00   0.00  352
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0542663000
_diffrn_orient_matrix_UB_12      0.0052541000
_diffrn_orient_matrix_UB_13      0.0169636000
_diffrn_orient_matrix_UB_21      -0.0044142000
_diffrn_orient_matrix_UB_22      0.0477672000
_diffrn_orient_matrix_UB_23      -0.0511413000
_diffrn_orient_matrix_UB_31      -0.0028220000
_diffrn_orient_matrix_UB_32      0.0256447000
_diffrn_orient_matrix_UB_33      0.0917131000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            8699
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.366
_diffrn_reflns_theta_min         2.214
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    5.513
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.60a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.591
_exptl_crystal_description       prism
_exptl_crystal_F_000             824
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Ethanol'
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.207
_refine_diff_density_min         -0.776
_refine_diff_density_rms         0.160
_refine_ls_extinction_coef       0.0076(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2337
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0288
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0303P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0609
_refine_ls_wR_factor_ref         0.0706
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1855
_reflns_number_total             2337
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc01627g2.cif
_cod_data_source_block           exp_121
_cod_depositor_comments
'Adding full bibliography for 1569019--1569028.cif.'
_cod_database_code               1569026
_shelx_shelxl_version_number     2018/3
_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   0.405
_shelx_estimated_absorpt_t_min   0.248
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00B(H00C,H00D), C00E(H00E,H00F), C00F(H00G,H00H)
;
_olex2_exptl_crystal_mounting_method 'N-Paratone on a nylon loop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.505
_oxdiff_exptl_absorpt_empirical_full_min 0.679
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
I001 I 0.90678(2) 0.35742(2) 1.08271(4) 0.04446(14) Uani 1 1 d . . . . .
I002 I 0.86417(3) 0.62292(3) 0.46355(5) 0.04834(14) Uani 1 1 d . . . . .
O003 O 0.6705(2) 0.5373(2) 0.9852(4) 0.0380(8) Uani 1 1 d . . . . .
O004 O 0.6790(2) 0.3841(2) 0.4386(4) 0.0380(8) Uani 1 1 d . . . . .
O005 O 0.6059(2) 0.2965(3) 0.1846(5) 0.0526(9) Uani 1 1 d . . . . .
O006 O 0.5093(2) 0.3882(3) 0.3486(5) 0.0518(9) Uani 1 1 d . . . . .
O007 O 0.5626(3) 0.5993(3) 1.1643(5) 0.0641(11) Uani 1 1 d . . . . .
O008 O 0.6584(3) 0.7052(3) 1.0326(5) 0.0584(10) Uani 1 1 d . . . . .
N009 N 0.5896(3) 0.3543(3) 0.3139(6) 0.0385(9) Uani 1 1 d . . . . .
C00A C 0.8572(3) 0.4839(3) 0.6314(6) 0.0353(10) Uani 1 1 d . . . . .
H00A H 0.860467 0.426311 0.541372 0.042 Uiso 1 1 calc R . . . .
H00B H 0.917961 0.480720 0.732508 0.042 Uiso 1 1 calc R . . . .
C00B C 0.7512(3) 0.5621(3) 0.8682(6) 0.0364(10) Uani 1 1 d . . . . .
H00C H 0.815299 0.575637 0.955854 0.044 Uiso 1 1 calc R . . . .
H00D H 0.732681 0.622598 0.786662 0.044 Uiso 1 1 calc R . . . .
N00C N 0.6270(3) 0.6231(3) 1.0656(5) 0.0416(10) Uani 1 1 d . . . . .
C00D C 0.7626(3) 0.4695(3) 0.7358(6) 0.0302(10) Uani 1 1 d . . . . .
C00E C 0.6635(3) 0.4613(3) 0.5859(6) 0.0351(11) Uani 1 1 d . . . . .
H00E H 0.606788 0.441730 0.654350 0.042 Uiso 1 1 calc R . . . .
H00F H 0.647349 0.527039 0.520900 0.042 Uiso 1 1 calc R . . . .
C00F C 0.7755(4) 0.3692(3) 0.8531(6) 0.0356(11) Uani 1 1 d . . . . .
H00G H 0.778735 0.313548 0.758768 0.043 Uiso 1 1 calc R . . . .
H00H H 0.714347 0.358606 0.914498 0.043 Uiso 1 1 calc R . . . .
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
N00C O003 C00B 114.2(3) . . ?
N009 O004 C00E 114.5(3) . . ?
O005 N009 O004 112.9(4) . . ?
O005 N009 O006 129.4(4) . . ?
O006 N009 O004 117.8(4) . . ?
C00D C00A I002 116.7(3) . . ?
O003 C00B C00D 106.9(3) . . ?
O007 N00C O003 112.1(4) . . ?
O008 N00C O003 118.2(4) . . ?
O008 N00C O007 129.7(4) . . ?
C00B C00D C00A 109.5(3) . . ?
C00B C00D C00E 107.1(3) . . ?
C00B C00D C00F 112.7(3) . . ?
C00E C00D C00A 112.0(3) . . ?
C00F C00D C00A 108.1(3) . . ?
C00F C00D C00E 107.5(3) . . ?
O004 C00E C00D 107.9(3) . . ?
C00D C00F I001 116.8(3) . . ?
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
I001 C00F 2.143(4) . ?
I002 C00A 2.144(4) . ?
O003 C00B 1.454(4) . ?
O003 N00C 1.401(4) . ?
O004 N009 1.393(4) . ?
O004 C00E 1.450(4) . ?
O005 N009 1.196(4) . ?
O006 N009 1.201(5) . ?
O007 N00C 1.196(4) . ?
O008 N00C 1.180(5) . ?
C00A C00D 1.533(5) . ?
C00B C00D 1.521(5) . ?
C00D C00E 1.527(5) . ?
C00D C00F 1.523(5) . ?
