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_7250333
_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, C3 H6 O'
_chemical_formula_sum            'C15 H18 F6 I N4 O3 P'
_chemical_formula_weight         574.20
_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     dual
_audit_creation_date             2023-05-19
_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                73.189(2)
_cell_angle_beta                 88.6400(10)
_cell_angle_gamma                88.125(2)
_cell_formula_units_Z            2
_cell_length_a                   9.4467(2)
_cell_length_b                   10.3832(2)
_cell_length_c                   11.1750(2)
_cell_measurement_reflns_used    14261
_cell_measurement_temperature    119.99(13)
_cell_measurement_theta_max      76.4700
_cell_measurement_theta_min      4.1320
_cell_volume                     1048.60(4)
_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      119.99(13)
_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 0.998
_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    -54.00 -13.00   0.50    0.05    --  -87.67  57.00 120.00   82
  2  \w    -54.00 -13.00   0.50    0.05    --  -87.67  57.00  60.00   82
  3  \w   -112.00 -17.00   0.50    0.05    --  -87.67 125.00 -60.00  190
  4  \w    -51.00 -13.00   0.50    0.05    --  -87.67  55.00 -63.00   76
  5  \w    -51.00  23.00   0.50    0.05    --  -51.53  55.00 -63.00  148
  6  \w     36.00 127.00   0.50    0.05    --   52.15  55.00 -63.00  182
  7  \w     88.00 176.00   0.50    0.05    --  102.01  38.00-120.00  176
  8  \w    116.00 175.00   0.50    0.05    --  102.01  38.00 -90.00  118
  9  \w     85.00 176.00   0.50    0.05    --  102.01  55.00 -63.00  182
 10  \w     63.00 176.00   0.50    0.05    --  102.01  19.00   0.00  226
 11  \w     36.00 106.00   0.50    0.05    --  102.01 -99.00 120.00  140
 12  \w     19.00 105.00   0.50    0.05    --   52.15-125.00 150.00  172
 13  \w     31.00 111.00   0.50    0.05    --  102.01-125.00 120.00  160
 14  \w     31.00 111.00   0.50    0.05    --  102.01-125.00  90.00  160
 15  \w     31.00 111.00   0.50    0.05    --  102.01-125.00  30.00  160
 16  \w     31.00 111.00   0.50    0.05    --  102.01-125.00 -30.00  160
 17  \w     31.00 111.00   0.50    0.05    --  102.01-125.00 -90.00  160
 18  \w     35.00 106.00   0.50    0.05    --  102.01 -99.00 -30.00  142
 19  \w     35.00 106.00   0.50    0.05    --  102.01 -99.00 -90.00  142
 20  \w     35.00 106.00   0.50    0.05    --  102.01 -99.00-120.00  142
 21  \w     35.00 106.00   0.50    0.05    --  102.01 -99.00-180.00  142
 22  \w     64.00 105.00   0.50    0.05    --  102.01 -99.00-150.00   82
 23  \w     50.00 105.00   0.50    0.05    --  102.01 -99.00  30.00  110
 24  \w     26.00  51.00   0.50    0.05    --  102.01 -38.00  30.00   50
 25  \w     28.00  79.00   0.50    0.05    --  102.01 -57.00  30.00  102
 26  \w     35.00 127.00   0.50    0.05    --  102.01 -77.00 120.00  184
 27  \w     25.00  52.00   0.50    0.05    --  102.01 -38.00  90.00   54
 28  \w     27.00  76.00   0.50    0.05    --  102.01 -55.00 153.00   98
 29  \w     25.00  52.00   0.50    0.05    --  102.01 -38.00 120.00   54
 30  \w     25.00  52.00   0.50    0.05    --  102.01 -38.00 150.00   54
 31  \w     80.00 173.00   0.50    0.05    --  102.01 125.00 150.00  186
 32  \w     25.00  52.00   0.50    0.05    --  102.01 -38.00 -60.00   54
 33  \w     25.00  52.00   0.50    0.05    --  102.01 -38.00 -30.00   54
 34  \w    -22.00  69.00   0.50    0.05    --   52.15 -55.00 153.00  182
 35  \w   -126.00 -35.00   0.50    0.05    --  -51.53 -55.00 153.00  182
 36  \w   -162.00 -71.00   0.50    0.05    --  -87.67 -55.00 153.00  182
 37  \w   -122.00 -74.00   0.50    0.05    --  -51.53-125.00 120.00   96
 38  \w   -155.00 -86.00   0.50    0.05    --  -87.67 -99.00 -90.00  138
 39  \w   -140.00 -50.00   0.50    0.05    --  -70.00 -69.00-150.40  180
;
_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      -0.1349101000
_diffrn_orient_matrix_UB_12      -0.0187859000
_diffrn_orient_matrix_UB_13      -0.0672373000
_diffrn_orient_matrix_UB_21      -0.0073752000
_diffrn_orient_matrix_UB_22      0.1521959000
_diffrn_orient_matrix_UB_23      -0.0669594000
_diffrn_orient_matrix_UB_31      0.0915116000
_diffrn_orient_matrix_UB_32      -0.0228992000
_diffrn_orient_matrix_UB_33      -0.1083503000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_av_unetI/netI     0.0155
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            21225
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.418
_diffrn_reflns_theta_min         4.133
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    13.453
_exptl_absorpt_correction_T_max  0.660
_exptl_absorpt_correction_T_min  0.286
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.819
_exptl_crystal_description       block
_exptl_crystal_F_000             564
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetone/diethylether'
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.156
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         4267
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0250
_refine_ls_R_factor_gt           0.0234
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0360P)^2^+0.9744P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0620
_refine_ls_wR_factor_ref         0.0633
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3931
_reflns_number_total             4267
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00339c2.cif
_cod_data_source_block           3_Acetone
_cod_depositor_comments
'Adding full bibliography for 7250325--7250334.cif.'
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7250333
_shelxl_version_number           2014/6
_shelx_estimated_absorpt_t_max   0.615
_shelx_estimated_absorpt_t_min   0.274
_diffrn_oxdiff_digest_frames
;
013f5a2d8f3965ef248832b6ec0d4b66f805184caba
;
_diffrn_oxdiff_digest_hkl
;
01c4f7d03046b65a349653ace7dad35b85d950
;
_reflns_odcompleteness_completeness 99.77
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C12(H12), C14(H14), C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
 C203(H20A,H20B,H20C), C204(H20D,H20E,H20F)
;
_shelx_res_checksum              66136
_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 1.178
_oxdiff_exptl_absorpt_empirical_full_min 0.860