Structural and electronic studies of substituted m-terphenyl lithium complexes.
Valentine, Andrew J.; Geer, Ana M.; Taylor, Laurence J.; Teale, Andrew M.; Wood, Katherine E.; Williams, Huw E. L.; Lewis, William; Argent, Stephen P.; McMaster, Jonathan; Kays, Deborah L.; Dalton transactions (Cambridge, England : 2003) 50 (2021) 722–728; doi:10.1039/d0dt03972a

data_7706001
_publ_section_title
;
 Structural and electronic studies of substituted m-terphenyl lithium
 complexes.
;
_journal_issue                   2
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              722
_journal_page_last               728
_journal_paper_doi               10.1039/d0dt03972a
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C23 H20 F3 I'
_chemical_formula_sum            'C23 H20 F3 I'
_chemical_formula_weight         480.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-06-23
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-11-18 deposited with the CCDC.	2020-12-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.1350(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   8.51060(10)
_cell_length_b                   35.0225(4)
_cell_length_c                   13.61300(10)
_cell_measurement_reflns_used    32590
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.5350
_cell_measurement_theta_min      4.1350
_cell_volume                     4006.06(7)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      'N2 gas'
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2349
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_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    -94.00  -2.00   1.00    2.00    --  -38.50 125.00 -60.00   92
  2  \w   -112.00  -7.00   1.00    2.00    --  -38.50 -77.00-150.00  105
  3  \w    -50.00  34.00   1.00    2.00    --  -38.50  38.00 150.00   84
  4  \w     33.00 122.00   1.00    8.00    --  104.50-125.00  30.00   89
  5  \w     33.00 122.00   1.00    8.00    --  104.50-125.00 -30.00   89
  6  \w     23.00 109.00   1.00    8.00    --  104.50 -94.00 120.00   86
  7  \w     59.00 178.00   1.00    8.00    --  104.50  15.00  60.00  119
  8  \w     81.00 178.00   1.00    8.00    --  104.50  30.00 120.00   97
  9  \w     34.00 132.00   1.00    8.00    --  104.50 -61.00 -30.00   98
 10  \w     30.00  91.00   1.00    8.00    --  104.50 -30.00 150.00   61
 11  \w     20.00 115.00   1.00    2.00    --   42.83  38.00 -60.00   95
 12  \w     16.00 113.00   1.00    2.00    --   42.83  57.00 120.00   97
 13  \w     11.00 117.00   1.00    2.00    --   42.83  77.00   0.00  106
 14  \w     30.00  91.00   1.00    8.00    --  104.50 -30.00  90.00   61
 15  \w     77.00 175.00   1.00    8.00    --  104.50  61.00-180.00   98
 16  \w     73.00 178.00   1.00    8.00    --  104.50  77.00 -60.00  105
 17  \w     73.00 178.00   1.00    8.00    --  104.50  77.00  30.00  105
 18  \w     80.00 176.00   1.00    8.00    --  104.50  45.00 150.00   96
 19  \w     59.00 178.00   1.00    8.00    --  104.50  15.00 -60.00  119
 20  \w    -94.00  -2.00   1.00    2.00    --  -38.50 125.00 120.00   92
 21  \w     57.00 113.00   1.00    2.00    --   42.83 151.00  18.00   56
 22  \w     11.00 117.00   1.00    2.00    --   42.83  77.00 150.00  106
 23  \w     73.00 178.00   1.00    8.00    --  104.50  77.00  90.00  105
 24  \w     23.00 109.00   1.00    8.00    --  104.50 -94.00-150.00   86
 25  \w     77.00 164.00   1.00    8.00    --  104.50  61.00 -90.00   87
 26  \w     73.00 178.00   1.00    8.00    --  104.50  77.00-150.00  105
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'GV1000, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0181176000
_diffrn_orient_matrix_UB_12      0.0436686000
_diffrn_orient_matrix_UB_13      0.0062440000
_diffrn_orient_matrix_UB_21      0.0188279000
_diffrn_orient_matrix_UB_22      -0.0027203000
_diffrn_orient_matrix_UB_23      0.1142154000
_diffrn_orient_matrix_UB_31      0.1814425000
_diffrn_orient_matrix_UB_32      0.0046442000
_diffrn_orient_matrix_UB_33      0.0071440000
_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  0.0535
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            61587
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.735
_diffrn_reflns_theta_min         3.522
_diffrn_source                   'gradient vaccum rotating-anode X-ray tube'
_diffrn_source_type              'GV1000 (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    12.836
_exptl_absorpt_correction_T_max  0.461
_exptl_absorpt_correction_T_min  0.074
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
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    1.593
_exptl_crystal_description       plate
_exptl_crystal_F_000             1904
_exptl_crystal_recrystallization_method
'Recrystallised from diethyl ether by slow evapouration at room temperature.'
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.219
_exptl_crystal_size_min          0.102
_refine_diff_density_max         2.045
_refine_diff_density_min         -1.004
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     521
_refine_ls_number_reflns         8027
_refine_ls_number_restraints     636
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0450
_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^)+28.1091P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0899
_refine_ls_wR_factor_ref         0.0905
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7747
_reflns_number_total             8027
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt03972a2.cif
_cod_data_source_block           oajvle
_cod_depositor_comments
'Adding full bibliography for 7705994--7706001.cif.'
_cod_database_code               7706001
_nottingham_internal_coll_name   OAJVLE
_nottingham_internal_coll_number 16535
_nottingham_internal_coll_client AJV/DLK
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'ofand \w scans'
_nottingham_internal_coll_frame_time 'degrees,, 2.00, 8.00'
_nottingham_internal_coll_frame_width 'in, 1.00'
_nottingham_internal_coll_user   pcxav1
_nottingham_internal_coll_date   10/10/2016
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVB, PL13110001'
_nottingham_internal_process_date 11/10/2016
_nottingham_internal_process_user pcxav1
_nottingham_internal_solution_date 11/10/2016
_nottingham_internal_solution_user pcxav1
_nottingham_internal_refinement_date 28/04/2020
_nottingham_internal_refinement_user pcxav1/pczspa
_nottingham_internal_self_archive_date 12/10/2016
_nottingham_internal_self_validation_date 12/10/2016
_nottingham_internal_self_validation_user pcxav1
_nottingham_internal_validation_date 28/04/2020
_nottingham_internal_validation_user pczspa
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C23 H20 F3 I1'
_chemical_oxdiff_usercomment
'OAJVLE #16535 GVB-1177 IN FOMBLIN FILM ON MICROMOUNT FOR AJV/DLK'
_shelx_estimated_absorpt_t_max   0.354
_shelx_estimated_absorpt_t_min   0.067
_reflns_odcompleteness_completeness 99.97
_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
2. Restrained distances
 F5A-C46 \\sim F5-C46 \\sim F6A-C46 \\sim F6-C46 \\sim F4A-C46 \\sim F4-C46
 with sigma of 0.02
 F4-F6 \\sim F6-F5 \\sim F5-F4 \\sim F4A-F6A \\sim F6A-F5A \\sim F5A-F4A
 with sigma of 0.02
 F1A-C23 \\sim F1-C23 \\sim F3A-C23 \\sim F3-C23 \\sim F2A-C23 \\sim F2-C23
 with sigma of 0.02
 F1-F2 \\sim F2-F3 \\sim F3-F1 \\sim F1A-F2A \\sim F2A-F3A \\sim F3A-F1A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F6 \\sim F6A \\sim F5 \\sim F5A \\sim F4 \\sim F4A: within 2.5A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2.5A
F1A \\sim F1 \\sim F3A \\sim F3 \\sim F2A \\sim F2: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
F1A \\sim F1 \\sim F2 \\sim F2A \\sim F3 \\sim F3A: within 2.5A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2.5A
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(F4A)=Sof(F6A)=Sof(F5A)=1-FVAR(1)
 Sof(F4)=Sof(F5)=Sof(F6)=FVAR(1)
 Sof(F1A)=Sof(F3A)=Sof(F2A)=1-FVAR(2)
 Sof(F3)=Sof(F1)=Sof(F2)=FVAR(2)
6.a Aromatic/amide H refined with riding coordinates:
 C28(H28), C3(H3), C26(H26), C32(H32), C33(H33), C42(H42), C9(H9), C5(H5),
 C41(H41), C34(H34), C17(H17), C40(H40), C11(H11), C18(H18), C19(H19), C10(H10)
6.b Idealised Me refined as rotating group:
 C22(H22a,H22b,H22c), C45(H45a,H45b,H45c), C44(H44a,H44b,H44c), C21(H21a,H21b,
 H21c), C36(H36a,H36b,H36c), C14(H14a,H14b,H14c), C37(H37a,H37b,H37c), C13(H13a,
 H13b,H13c)
;
_shelx_res_checksum              91281
_olex2_date_sample_data_collection 2016-10-11
_olex2_date_sample_submission    2016-10-10
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_original_sample_id OAJVLE
_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 2.430
_oxdiff_exptl_absorpt_empirical_full_min 0.624