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_7250331
_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, C2 H3 N'
_chemical_formula_sum            'C14 H15 F6 I N5 O2 P'
_chemical_formula_weight         557.18
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-09
_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                70.4689(18)
_cell_angle_beta                 67.860(2)
_cell_angle_gamma                80.4421(18)
_cell_formula_units_Z            2
_cell_length_a                   9.6283(3)
_cell_length_b                   10.63453(18)
_cell_length_c                   11.1454(2)
_cell_measurement_reflns_used    10530
_cell_measurement_temperature    119.6(6)
_cell_measurement_theta_max      76.2090
_cell_measurement_theta_min      4.4070
_cell_volume                     995.19(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      119.6(6)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_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  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -142.00 -98.00   0.50    0.10    --  -87.67 -33.00-137.00   88
  2  \w   -120.00 -82.00   0.50    0.05    --  -51.53-125.00   0.00   76
  3  \w    -82.00 -34.00   0.50    0.05    --  -51.53 -33.00-137.00   96
  4  \w    -99.00 -60.00   0.50    0.05    --  -51.53 125.00-150.00   78
  5  \w    -21.00  26.00   0.50    0.05    --  -51.53  33.00  20.00   94
  6  \w    -54.00 -15.00   0.50    0.10    --  -87.67  57.00 120.00   78
  7  \w   -107.00 -20.00   0.50    0.10    --  -87.67  77.00  60.00  174
  8  \w    -53.00 -13.00   0.50    0.10    --  -87.67  57.00-150.00   80
  9  \w    -52.00 -15.00   0.50    0.10    --  -87.67  57.00-180.00   74
 10  \w     89.00 175.00   0.50    0.10    --  102.01  38.00 -60.00  172
 11  \w    127.00 176.00   0.50    0.10    --  102.01  38.00-120.00   98
 12  \w     46.00 122.00   0.50    0.05    --   52.15  33.00  20.00  152
 13  \w     90.00 116.00   0.50    0.10    --  102.01  38.00 120.00   52
 14  \w    128.00 171.00   0.50    0.10    --  102.01  38.00 120.00   86
 15  \w    102.00 175.00   0.50    0.10    --  102.01  33.00  20.00  146
 16  \w     83.00 151.00   0.50    0.10    --  102.01 125.00 120.00  136
 17  \w     46.00  78.00   0.50    0.10    --  102.01 -57.00 120.00   64
 18  \w     62.00  93.00   0.50    0.10    --  102.01 -77.00   0.00   62
 19  \w     35.00  74.00   0.50    0.10    --  102.01 -57.00  30.00   78
 20  \w     43.00  68.00   0.50    0.10    --  102.01 -57.00   0.00   50
 21  \w     26.00  51.00   0.50    0.10    --  102.01 -38.00  30.00   50
 22  \w     25.00  50.00   0.50    0.10    --  102.01 -38.00   0.00   50
 23  \w    -25.00  41.00   0.50    0.05    --   52.15 -33.00-137.00  132
 24  \w     26.00  52.00   0.50    0.10    --  102.01 -38.00 -60.00   52
 25  \w     38.00  81.00   0.50    0.10    --  102.01 -77.00-150.00   86
 26  \w     28.00  53.00   0.50    0.10    --  102.01 -57.00-150.00   50
 27  \w     52.00  94.00   0.50    0.05    --   52.15-125.00-180.00   84
 28  \w     57.00  90.00   0.50    0.10    --  102.01-125.00-150.00   66
 29  \w     41.00  71.00   0.50    0.10    --  102.01-125.00-120.00   60
 30  \w     77.00 103.00   0.50    0.10    --  102.01-125.00-120.00   52
 31  \w     76.00 111.00   0.50    0.10    --  102.01-125.00 -60.00   70
 32  \w     81.00 106.00   0.50    0.10    --  102.01 -99.00-150.00   50
 33  \w     39.00  71.00   0.50    0.10    --  102.01-125.00 -60.00   64
 34  \w     39.00  70.00   0.50    0.10    --  102.01 -99.00 -30.00   62
 35  \w     39.00 105.00   0.50    0.10    --  102.01 -99.00 -60.00  132
 36  \w     46.00 105.00   0.50    0.10    --  102.01 -99.00   0.00  118
 37  \w     78.00 106.00   0.50    0.10    --  102.01-125.00 120.00   56
 38  \w     32.00 111.00   0.50    0.10    --  102.01-125.00 150.00  158
 39  \w     39.00 104.00   0.50    0.10    --  102.01 -99.00 150.00  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      0.1516900000
_diffrn_orient_matrix_UB_12      0.0342510000
_diffrn_orient_matrix_UB_13      -0.0048026000
_diffrn_orient_matrix_UB_21      -0.0499037000
_diffrn_orient_matrix_UB_22      -0.0562966000
_diffrn_orient_matrix_UB_23      0.1557077000
_diffrn_orient_matrix_UB_31      0.0663496000
_diffrn_orient_matrix_UB_32      -0.1390457000
_diffrn_orient_matrix_UB_33      -0.0127670000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13391
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.503
_diffrn_reflns_theta_min         4.416
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    14.130
_exptl_absorpt_correction_T_max  0.824
_exptl_absorpt_correction_T_min  0.472
_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    1.859
_exptl_crystal_description       plate
_exptl_crystal_F_000             544
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetonitrile/water'
_exptl_crystal_size_max          0.084
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.015
_refine_diff_density_max         1.059
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         4065
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0198
_refine_ls_R_factor_gt           0.0191
_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/[\s^2^(Fo^2^)+(0.0286P)^2^+0.4576P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0505
_refine_ls_wR_factor_ref         0.0508
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3940
_reflns_number_total             4065
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00339c2.cif
_cod_data_source_block           3_MeCN_H2O
_cod_depositor_comments
'Adding full bibliography for 7250325--7250334.cif.'
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7250331
_shelxl_version_number           2014/6
_shelx_estimated_absorpt_t_max   0.872
_shelx_estimated_absorpt_t_min   0.398
_diffrn_oxdiff_digest_frames
;
015528ed3ce83841097500d8a38d6c1ba303456ae9b
;
_diffrn_oxdiff_digest_hkl
;
0191ccd0941d235de60b585ba9785409062759
;
_reflns_odcompleteness_completeness 99.73
_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 X=CH2 refined with riding coordinates:
 N9(H9A,H9B), N19(H19A,H19B)
2.c Idealised Me refined as rotating group:
 C203(H20A,H20B,H20C)
;
_shelx_res_checksum              21942
_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 1.190
_oxdiff_exptl_absorpt_empirical_full_min 0.863