Interplay of halogen and hydrogen bonding in a series of heteroleptic iron(iii) complexes
Díaz-Torres, Raúl; Echeverría, Jorge; Loveday, Oliver; Harding, Phimphaka; Harding, David J.; CrystEngComm 23 (2021) 4069–4076; doi:10.1039/D1CE00480H

data_7242860
_publ_section_title
;
 Interplay of halogen and hydrogen bonding in a series of heteroleptic
 iron(iii) complexes
;
_journal_issue                   22
_journal_name_full               CrystEngComm
_journal_page_first              4069
_journal_page_last               4076
_journal_paper_doi               10.1039/D1CE00480H
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C23 H13 Cl Fe N3 O5, C H4 O'
_chemical_formula_sum            'C24 H17 Cl Fe N3 O6'
_chemical_formula_weight         534.70
_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             2020-08-24
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.03.28 svn.rd84adfe8 for Rigaku Oxford Diffraction, GUI svn.r6032)
;
_audit_update_record
;
2021-04-05 deposited with the CCDC.	2021-05-14 downloaded from the CCDC.
;
_cell_angle_alpha                105.940(2)
_cell_angle_beta                 105.557(2)
_cell_angle_gamma                104.264(2)
_cell_formula_units_Z            2
_cell_length_a                   8.2215(2)
_cell_length_b                   11.9651(3)
_cell_length_c                   12.8982(3)
_cell_measurement_reflns_used    8704
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      67.6030
_cell_measurement_theta_min      3.7890
_cell_volume                     1102.95(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_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    -93.00  -9.00   0.50    1.50    --  -40.91 132.00-141.00  168
  2  \w    -96.00 -13.00   0.50    1.50    --  -40.91 137.00  35.00  166
  3  \w     10.00  94.00   0.50    1.50    --   40.91-132.00 148.00  168
  4  \w     13.00  96.00   0.50    1.50    --   40.91-137.00 -28.00  166
  5  \w     74.00 157.00   0.50    5.50    --   96.59 132.00-141.00  166
  6  \w     34.00 121.00   0.50    5.50    --   96.59-137.00 -28.00  174
  7  \w     34.00 116.00   0.50    5.50    --   96.59-132.00 148.00  164
  8  \w     71.00 157.00   0.50    5.50    --   96.59 137.00  35.00  172
  9  \w   -105.00 -29.00   0.50    1.50    --  -40.91 -37.00 150.00  152
 10  \w    -57.00  22.00   0.50    1.50    --  -40.91  50.00-120.00  158
 11  \w   -109.00 -32.00   0.50    1.50    --  -40.91 -25.00  60.00  154
 12  \w   -105.00 -29.00   0.50    1.50    --  -40.91 -37.00-150.00  152
 13  \w    -50.00  27.00   0.50    1.50    --  -40.91  25.00  60.00  154
 14  \w    -23.00  53.00   0.50    1.50    --   40.91 -37.00 -30.00  152
 15  \w    -13.00  77.00   0.50    1.50    --   40.91-104.00-150.00  180
 16  \w    -32.00  63.00   0.50    1.50    --   40.91 -12.00-150.00  190
 17  \w    -23.00  71.00   0.50    1.50    --   40.91 -91.00   0.00  188
 18  \w     29.00 105.00   0.50    1.50    --   40.91  37.00 150.00  152
 19  \w     32.00 109.00   0.50    5.50    --   96.59-117.00   0.00  154
 20  \w     31.00 124.00   0.50    5.50    --   96.59 -86.00 120.00  186
 21  \w     31.00 106.00   0.50    5.50    --   96.59 -33.00  60.00  150
 22  \w     88.00 157.00   0.50    5.50    --   96.59  25.00 -90.00  138
 23  \w     31.00 124.00   0.50    5.50    --   96.59 -86.00 -60.00  186
 24  \w     83.00 157.00   0.50    5.50    --   96.59  17.00-120.00  148
 25  \w     81.00 157.00   0.50    5.50    --   96.59  50.00 -60.00  152
 26  \w     26.00 110.00   0.50    5.50    --   96.59 -17.00 -60.00  168
 27  \w     81.00 157.00   0.50    5.50    --   96.59 117.00-150.00  152
 28  \w     33.00 115.00   0.50    5.50    --   96.59 -59.00 150.00  164
 29  \w     83.00 157.00   0.50    5.50    --   96.59  77.00 120.00  148
 30  \w     33.00 118.00   0.50    5.50    --   96.59 -68.00 -30.00  170
 31  \w     32.00 109.00   0.50    5.50    --   96.59-117.00  90.00  154
 32  \w     34.00 110.00   0.50    5.50    --   96.59 -42.00 150.00  152
 33  \w     81.00 157.00   0.50    5.50    --   96.59  50.00  90.00  152
 34  \w     31.00 106.00   0.50    5.50    --   96.59 -33.00 120.00  150
 35  \w     31.00 124.00   0.50    5.50    --   96.59 -86.00-180.00  186
 36  \w     84.00 157.00   0.50    5.50    --   96.59  96.00  90.00  146
 37  \w     33.00 118.00   0.50    5.50    --   96.59 -68.00 120.00  170
 38  \w     88.00 157.00   0.50    5.50    --   96.59  25.00-180.00  138
 39  \w     34.00 110.00   0.50    5.50    --   96.59 -42.00 -60.00  152
 40  \w   -104.00 -21.00   0.50    1.50    --  -40.91 -63.00   0.00  166
 41  \w   -104.00 -25.00   0.50    1.50    --  -40.91 -50.00  30.00  158
 42  \w   -104.00 -21.00   0.50    1.50    --  -40.91 -63.00 -60.00  166
 43  \w   -104.00 -21.00   0.50    1.50    --  -40.91 -63.00 150.00  166
 44  \w   -104.00 -21.00   0.50    1.50    --  -40.91 -63.00  90.00  166
 45  \w   -104.00 -21.00   0.50    1.50    --  -40.91 -63.00-150.00  166
 46  \w   -104.00 -21.00   0.50    1.50    --  -40.91 -63.00  30.00  166
 47  \w   -104.00 -21.00   0.50    1.50    --  -40.91 -63.00 -90.00  166
 48  \w   -104.00 -21.00   0.50    1.50    --  -40.91 -63.00 -30.00  166
 49  \w   -104.00 -21.00   0.50    1.50    --  -40.91 -63.00  60.00  166
 50  \w   -104.00 -21.00   0.50    1.50    --  -40.91 -63.00-180.00  166
 51  \w   -104.00 -21.00   0.50    1.50    --  -40.91 -63.00 120.00  166
 52  \w     21.00 105.00   0.50    1.50    --   40.91  63.00 -60.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0734253000
_diffrn_orient_matrix_UB_12      0.0434765000
_diffrn_orient_matrix_UB_13      0.1328862000
_diffrn_orient_matrix_UB_21      0.0350690000
_diffrn_orient_matrix_UB_22      0.1353780000
_diffrn_orient_matrix_UB_23      0.0085930000
_diffrn_orient_matrix_UB_31      -0.1906304000
_diffrn_orient_matrix_UB_32      -0.0119518000
_diffrn_orient_matrix_UB_33      0.0005835000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16928
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.608
_diffrn_reflns_theta_min         3.821
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.027
_exptl_absorpt_correction_T_max  0.743
_exptl_absorpt_correction_T_min  0.397
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.81a (Rigaku Oxford Diffraction, 2020)
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            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_description       block
_exptl_crystal_F_000             546
_exptl_crystal_size_max          0.177
_exptl_crystal_size_mid          0.128
_exptl_crystal_size_min          0.048
_refine_diff_density_max         1.000
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4030
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0813
_refine_ls_R_factor_gt           0.0755
_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^)+(0.1190P)^2^+2.2868P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2066
_refine_ls_wR_factor_ref         0.2119
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3594
_reflns_number_total             4030
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ce00480h2.cif
_cod_data_source_block           rdt117b-150k-new
_cod_depositor_comments
'Adding full bibliography for 7242858--7242861.cif.'
_cod_database_code               7242860
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         C24H14ClFeN3O6
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid body (RIGU) restrains
 N3, C18, C19, C20, C21, C22
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C10(H10), C12(H12), C14(H14),
 C15(H15), C19(H19), C20(H20), C21(H21)
3.b Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C)
3.c Idealised tetrahedral OH refined as rotating group:
 O6(H6A)
;
_shelx_res_checksum              37523
_shelx_hkl_checksum              68123
_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 2.242
_oxdiff_exptl_absorpt_empirical_full_min 0.581