Hierarchical iodine(i) complexes of nicotinamide
Mohan, Sharath; Valkonen, Arto; Rissanen, Kari; Ward, Jas S.; CrystEngComm 27 (2025) 3295–3301; doi:10.1039/D5CE00339C

data_7250332
_publ_section_title
;
 Hierarchical iodine(i) complexes of nicotinamide
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              3295
_journal_page_last               3301
_journal_paper_doi               10.1039/D5CE00339C
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C12 H12 I N4 O2, F6 P'
_chemical_formula_sum            'C12 H12 F6 I N4 O2 P'
_chemical_formula_weight         516.13
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-12
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2025-03-21 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.410(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.7177(2)
_cell_length_b                   11.8709(2)
_cell_length_c                   10.3823(2)
_cell_measurement_reflns_used    7020
_cell_measurement_temperature    120.02(10)
_cell_measurement_theta_max      76.0350
_cell_measurement_theta_min      4.9100
_cell_volume                     1689.17(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_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      120.02(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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     58.00  84.00   0.50    0.10    --   52.15-125.00  90.00   52
  2  \w     23.00  49.00   0.50    0.10    --   52.15-125.00  90.00   52
  3  \w     47.00  96.00   0.50    0.25    --  102.01 -99.00 -30.00   98
  4  \w     82.00 111.00   0.50    0.25    --  102.01-125.00 -60.00   58
  5  \w     32.00  75.00   0.50    0.25    --  102.01-125.00 -60.00   86
  6  \w     49.00  74.00   0.50    0.25    --  102.01 -99.00   0.00   50
  7  \w     80.00 106.00   0.50    0.25    --  102.01 -99.00   0.00   52
  8  \w     41.00 105.00   0.50    0.25    --  102.01 -99.00-180.00  128
  9  \w     38.00 104.00   0.50    0.25    --  102.01 -99.00  60.00  132
 10  \w     53.00 104.00   0.50    0.25    --  102.01 -99.00  90.00  102
 11  \w     79.00 105.00   0.50    0.25    --  102.01 -99.00 120.00   52
 12  \w     37.00  70.00   0.50    0.25    --  102.01 -99.00 120.00   66
 13  \w     25.00  52.00   0.50    0.25    --  102.01 -38.00 150.00   54
 14  \w     39.00  75.00   0.50    0.25    --  102.01 -57.00  90.00   72
 15  \w     48.00  73.00   0.50    0.25    --  102.01 -57.00 -30.00   50
 16  \w     25.00  50.00   0.50    0.25    --  102.01 -38.00 -60.00   50
 17  \w     27.00  52.00   0.50    0.25    --  102.01 -38.00 -30.00   50
 18  \w     72.00 127.00   0.50    0.25    --  102.01 -77.00-180.00  110
 19  \w     49.00  75.00   0.50    0.25    --  102.01 -57.00-180.00   52
 20  \w     91.00 123.00   0.50    0.25    --  102.01 125.00 -30.00   64
 21  \w     86.00 139.00   0.50    0.25    --  102.01  57.00 -60.00  106
 22  \w    127.00 156.00   0.50    0.25    --  102.01  38.00 -90.00   58
 23  \w     85.00 171.00   0.50    0.25    --  102.01  57.00-150.00  172
 24  \w     89.00 115.00   0.50    0.25    --  102.01  38.00 -90.00   52
 25  \w    100.00 155.00   0.50    0.25    --  102.01  38.00  90.00  110
 26  \w     99.00 165.00   0.50    0.25    --  102.01  38.00 150.00  132
 27  \w    -54.00 -15.00   0.50    0.25    --  -87.67  57.00-180.00   78
 28  \w    -76.00  16.00   0.50    0.10    --  -51.53  77.00-150.00  184
 29  \w   -108.00 -54.00   0.50    0.25    --  -87.67 125.00-150.00  108
 30  \w    -47.00 -13.00   0.50    0.25    --  -87.67  57.00  30.00   68
 31  \w   -115.00 -39.00   0.50    0.10    --  -51.53 -77.00  90.00  152
 32  \w   -152.00-110.00   0.50    0.25    --  -87.67 -99.00 150.00   84
 33  \w   -117.00 -92.00   0.50    0.10    --  -51.53-125.00  60.00   50
 34  \w   -154.00 -89.00   0.50    0.25    --  -87.67-125.00-150.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1021179000
_diffrn_orient_matrix_UB_12      0.0543269000
_diffrn_orient_matrix_UB_13      0.0052463000
_diffrn_orient_matrix_UB_21      0.0465080000
_diffrn_orient_matrix_UB_22      -0.1166222000
_diffrn_orient_matrix_UB_23      0.0246198000
_diffrn_orient_matrix_UB_31      0.0067356000
_diffrn_orient_matrix_UB_32      -0.0178016000
_diffrn_orient_matrix_UB_33      -0.1462314000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9346
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.408
_diffrn_reflns_theta_min         4.929
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    16.565
_exptl_absorpt_correction_T_max  0.826
_exptl_absorpt_correction_T_min  0.497
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
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    2.030
_exptl_crystal_description       plate
_exptl_crystal_F_000             1000
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: methanol/water'
_exptl_crystal_size_max          0.077
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.017
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         1726
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0174
_refine_ls_R_factor_gt           0.0170
_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^)+(0.0143P)^2^+3.5948P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0425
_refine_ls_wR_factor_ref         0.0426
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1689
_reflns_number_total             1726
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00339c2.cif
_cod_data_source_block           3_H2O
_cod_depositor_comments
'Adding full bibliography for 7250325--7250334.cif.'
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7250332
_shelxl_version_number           2014/6
_shelx_estimated_absorpt_t_max   0.766
_shelx_estimated_absorpt_t_min   0.362
_diffrn_oxdiff_digest_frames
;
01db9113de25cdbfec50c2fb867451a6d602914c041
;
_diffrn_oxdiff_digest_hkl
;
01fad784b9cbf878d8d714f5b6d8335ddca582
;
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6)
;
_shelx_res_checksum              1250
_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 1.234
_oxdiff_exptl_absorpt_empirical_full_min 0.856