Dihypoiodites Stabilised by 4-ethylpyridine through O-I-N Halogen Bonds
Kramer, Eric; Yu, Shilin; Ward, Jas S.; Rissanen, Kari; Dalton Transactions  (2021) –; doi:10.1039/D1DT03324G

data_7708566
_publ_section_title
;
 Dihypoiodites Stabilised by 4-ethylpyridine through O-I-N Halogen Bonds
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT03324G
_journal_year                    2021
_chemical_formula_moiety         'C22 H18 F4 I2 N2 O4'
_chemical_formula_sum            'C22 H18 F4 I2 N2 O4'
_chemical_formula_weight         704.18
_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             2021-04-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-08-24 deposited with the CCDC.	2021-10-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.420(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8812(3)
_cell_length_b                   32.4911(7)
_cell_length_c                   7.4264(2)
_cell_measurement_reflns_used    4276
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      76.2330
_cell_measurement_theta_min      4.4510
_cell_volume                     2383.52(11)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -116.00 -19.00   1.00    1.00    --  -41.90 -37.00 -60.00   97
  2  \w    -68.00  28.00   1.00    1.00    --  -41.90  77.00  90.00   96
  3  \w     26.00  61.00   1.00    1.00    --   41.90 -77.00 120.00   35
  4  \w     46.00 109.00   1.00    1.00    --  112.00-111.00 120.00   63
  5  \w     40.00 139.00   1.00    1.00    --  112.00 -61.00 150.00   99
  6  \w     29.00 101.00   1.00    1.00    --  112.00 -94.00 -30.00   72
  7  \w    104.00 171.00   1.00    1.00    --  112.00 111.00 120.00   67
  8  \w     90.00 178.00   1.00    1.00    --  112.00  45.00 -60.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1558583000
_diffrn_orient_matrix_UB_12      0.0002969000
_diffrn_orient_matrix_UB_13      0.0058946000
_diffrn_orient_matrix_UB_21      -0.0002805000
_diffrn_orient_matrix_UB_22      0.0469258000
_diffrn_orient_matrix_UB_23      -0.0301650000
_diffrn_orient_matrix_UB_31      -0.0084821000
_diffrn_orient_matrix_UB_32      -0.0068178000
_diffrn_orient_matrix_UB_33      -0.2050241000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0536
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8490
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.128
_diffrn_reflns_theta_min         2.720
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    21.304
_exptl_absorpt_correction_T_max  0.700
_exptl_absorpt_correction_T_min  0.079
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.962
_exptl_crystal_description       plate
_exptl_crystal_F_000             1352
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM/petroleum ether'
_exptl_crystal_size_max          0.322
_exptl_crystal_size_mid          0.138
_exptl_crystal_size_min          0.034
_refine_diff_density_max         2.364
_refine_diff_density_min         -1.233
_refine_diff_density_rms         0.175
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.204
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         4646
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.204
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0475
_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/[\s^2^(Fo^2^)+(0.0493P)^2^+14.2794P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1319
_refine_ls_wR_factor_ref         0.1368
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4085
_reflns_number_total             4646
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt03324g2.cif
_cod_data_source_block           1F
_cod_database_code               7708566
_shelxl_version_number           2014/6
_reflns_odcompleteness_completeness 98.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C12(H12), C13(H13), C15(H15), C16(H16)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C18(H18A,H18B,H18C)
;
_shelx_res_checksum              64453
_shelx_hkl_checksum              52811
_ins_header
;
TITL OIE072_numabs in P2(1)/c 
REM P2(1)/c (#14 in standard setting)
CELL 1.54184   9.881168  32.491150   7.426430  90.0000  91.4203  90.0000
ZERR    4.00   0.000283   0.000736   0.000176   0.0000   0.0023   0.0000
LATT  1
SYMM -x, y+1/2,-z+1/2 
SFAC C H N O F I
UNIT 88.00 72.00 8.00 16.00 16.00 8.00
TREF
HKLF 4
END
;
_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 1.467
_oxdiff_exptl_absorpt_empirical_full_min 0.741