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_7250330
_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, 4(C6 H6 N2 O), F6 P'
_chemical_formula_sum            'C36 H36 F6 I N12 O6 P'
_chemical_formula_weight         1004.64
_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                91.1670(10)
_cell_angle_beta                 96.5660(10)
_cell_angle_gamma                99.1620(10)
_cell_formula_units_Z            1
_cell_length_a                   7.81850(10)
_cell_length_b                   8.91310(10)
_cell_length_c                   14.4394(3)
_cell_measurement_reflns_used    17105
_cell_measurement_temperature    119.81(10)
_cell_measurement_theta_max      76.1660
_cell_measurement_theta_min      3.1090
_cell_volume                     986.12(3)
_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      119.81(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 0.997
_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    107.00 167.00   0.50    0.05    --  102.01  77.00 120.00  120
  2  \w    113.00 139.00   0.50    0.05    --  102.01  77.00  60.00   52
  3  \w     28.00 120.00   0.50    0.05    --   52.40  77.00 -60.00  184
  4  \w     42.00 133.00   0.50    0.05    --   66.00  77.00-140.98  182
  5  \w     63.00 167.00   0.50    0.05    --  102.01  19.00 -60.00  208
  6  \w     63.00 175.00   0.50    0.05    --  102.01  19.00-180.00  224
  7  \w     27.00  52.00   0.50    0.05    --  102.01 -38.00-180.00   50
  8  \w     52.00  77.00   0.50    0.05    --  102.01 -57.00 -60.00   50
  9  \w     57.00 127.00   0.50    0.05    --  102.01 -77.00  90.00  140
 10  \w     29.00  71.00   0.50    0.05    --  102.01 -57.00  90.00   84
 11  \w     26.00  51.00   0.50    0.05    --  102.01 -38.00   0.00   50
 12  \w     26.00  52.00   0.50    0.05    --  102.01 -38.00  30.00   52
 13  \w     25.00  50.00   0.50    0.05    --  102.01 -38.00 -60.00   50
 14  \w     32.00  58.00   0.50    0.05    --  102.01 -57.00-180.00   52
 15  \w     62.00 164.00   0.50    0.05    --  102.01 152.00 -64.00  204
 16  \w     82.00 173.00   0.50    0.05    --  102.01 122.00 134.00  182
 17  \w     26.00  51.00   0.50    0.05    --  102.01 -38.00 150.00   50
 18  \w     80.00 105.00   0.50    0.05    --  102.01 -99.00  30.00   50
 19  \w     17.00 103.00   0.50    0.05    --   52.40-122.00  53.00  172
 20  \w     50.00 107.00   0.50    0.05    --  102.01-125.00 -30.00  114
 21  \w     31.00 110.00   0.50    0.05    --  102.01-122.00  53.00  158
 22  \w     36.00  97.00   0.50    0.05    --  102.01 -99.00 -30.00  122
 23  \w     47.00  76.00   0.50    0.05    --  102.01 -99.00 -90.00   58
 24  \w     60.00 111.00   0.50    0.05    --  102.01-125.00 -90.00  102
 25  \w     34.00 130.00   0.50    0.05    --  102.01-152.00-107.00  192
 26  \w     39.00  68.00   0.50    0.05    --  102.01 -99.00-180.00   58
 27  \w     33.00 123.00   0.50    0.05    --   52.40-152.00-107.00  180
 28  \w     36.00  65.00   0.50    0.05    --  102.01 -99.00  30.00   58
 29  \w     52.00 106.00   0.50    0.05    --  102.01 -99.00  60.00  108
 30  \w     53.00 106.00   0.50    0.05    --  102.01 -99.00  90.00  106
 31  \w   -116.00 -80.00   0.50    0.05    --  -95.50 -68.00 -97.11   72
 32  \w   -158.00 -76.00   0.50    0.05    --  -87.67-122.00  53.00  164
 33  \w   -122.00 -76.00   0.50    0.05    --  -51.53-122.00  53.00   92
 34  \w   -120.00 -55.00   0.50    0.05    --  -51.53-152.00-107.00  130
 35  \w   -158.00 -74.00   0.50    0.05    --  -87.67-125.00-180.00  168
 36  \w   -164.00-128.00   0.50    0.05    --  -95.50 -68.00 -97.11   72
 37  \w    -54.00 -13.00   0.50    0.05    --  -87.67  57.00 120.00   82
 38  \w    -53.00 -13.00   0.50    0.05    --  -87.67  57.00 150.00   80
 39  \w    -47.00 -13.00   0.50    0.05    --  -87.67  57.00  90.00   68
 40  \w     -3.00  25.00   0.50    0.05    --  -51.53  19.00 150.00   56
 41  \w     -3.00  25.00   0.50    0.05    --  -51.53  19.00 -60.00   56
 42  \w   -122.00 -27.00   0.50    0.05    --  -51.53 152.00 -64.00  190
 43  \w   -130.00 -27.00   0.50    0.05    --  -87.67 152.00 -64.00  206
 44  \w   -102.00 -11.00   0.50    0.05    --  -51.53 122.00 134.00  182
 45  \w   -110.00 -17.00   0.50    0.05    --  -87.67 122.00 134.00  186
;
_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      -0.2006984000
_diffrn_orient_matrix_UB_12      -0.0247234000
_diffrn_orient_matrix_UB_13      -0.0071720000
_diffrn_orient_matrix_UB_21      0.0109467000
_diffrn_orient_matrix_UB_22      0.0231750000
_diffrn_orient_matrix_UB_23      0.1066632000
_diffrn_orient_matrix_UB_31      0.0029845000
_diffrn_orient_matrix_UB_32      0.1719032000
_diffrn_orient_matrix_UB_33      -0.0111032000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_unetI/netI     0.0148
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20176
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.475
_diffrn_reflns_theta_min         3.083
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.578
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.485
_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    1.692
_exptl_crystal_description       plate
_exptl_crystal_F_000             506
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetone/pentane'
_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.029
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         4006
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0181
_refine_ls_R_factor_gt           0.0181
_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^)+(0.0244P)^2^+0.6284P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0482
_refine_ls_wR_factor_ref         0.0482
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4006
_reflns_number_total             4006
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00339c2.cif
_cod_data_source_block           3_4nico
_cod_depositor_comments
'Adding full bibliography for 7250325--7250334.cif.'
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7250330
_shelxl_version_number           2014/6
_shelx_estimated_absorpt_t_max   0.810
_shelx_estimated_absorpt_t_min   0.471
_diffrn_oxdiff_digest_frames
;
01674e6d7018a77eb360cef31db82f62e605216a2ec
;
_diffrn_oxdiff_digest_hkl
;
01608d3beb255856f90595e94ab327400afd5a
;
_reflns_odcompleteness_completeness 99.63
_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), C22(H22), C24(H24), C25(H25), C26(H26),
 C32(H32), C34(H34), C35(H35), C36(H36)
;
_shelx_res_checksum              13762
_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 1.132
_oxdiff_exptl_absorpt_empirical_full_min 0.929