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_7705996
_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         'C45.985 H40 F5.955 Li2'
_chemical_formula_sum            'C46 H40 F6 Li2'
_chemical_formula_weight         720.66
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-07-02
_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                 115.087(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.2343(6)
_cell_length_b                   16.3983(5)
_cell_length_c                   15.5748(5)
_cell_measurement_reflns_used    10684
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      74.4220
_cell_measurement_theta_min      4.0640
_cell_volume                     3755.1(2)
_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 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_environment      'N2 gas'
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.3613
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_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 -125.00 48.00 1.00 10.00 -- -38.50 0.00 30.00 173 2 \w 23.00 98.00 1.00 10.00 -- 43.38-125.00 30.00 75 3 \w 35.00 98.00 1.00 40.00 -- 106.13 -45.00 120.00 63 4 \w 25.00 109.00 1.00 40.00 -- 106.13 -95.00 -30.00 84 5 \w 31.00 91.00 1.00 40.00 -- 106.13 -30.00 60.00 60 6 \w 35.00 98.00 1.00 40.00 -- 106.13 -45.00 -30.00 63 7 \w 61.00 178.00 1.00 40.00 -- 106.13 15.00 30.00 117 8 \w 94.00 178.00 1.00 40.00 -- 106.13 125.00 30.00 84 9 \w 31.00 91.00 1.00 40.00 -- 106.13 -30.00-120.00 60 10 \w 35.00 121.00 1.00 40.00 -- 106.13-125.00 120.00 86 11 \w 12.00 117.00 1.00 10.00 -- 43.38 77.00 0.00 105 12 \w 12.00 117.00 1.00 10.00 -- 43.38 77.00-180.00 105 13 \w 12.00 117.00 1.00 10.00 -- 43.38 77.00 -90.00 105 14 \w 75.00 178.00 1.00 40.00 -- 106.13 77.00 -90.00 103 15 \w 79.00 176.00 1.00 40.00 -- 106.13 61.00 120.00 97 16 \w 79.00 176.00 1.00 40.00 -- 106.13 61.00 60.00 97 17 \w 79.00 176.00 1.00 40.00 -- 106.13 61.00-120.00 97 18 \w 75.00 178.00 1.00 40.00 -- 106.13 77.00 0.00 103 19 \w 61.00 178.00 1.00 40.00 -- 106.13 15.00-120.00 117'
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_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      0.0065825000
_diffrn_orient_matrix_UB_12      -0.0726642000
_diffrn_orient_matrix_UB_13      -0.0594672000
_diffrn_orient_matrix_UB_21      -0.0632344000
_diffrn_orient_matrix_UB_22      0.0444794000
_diffrn_orient_matrix_UB_23      -0.0913857000
_diffrn_orient_matrix_UB_31      0.0833063000
_diffrn_orient_matrix_UB_32      0.0395835000
_diffrn_orient_matrix_UB_33      -0.0063849000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0148
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21864
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.536
_diffrn_reflns_theta_min         4.038
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.763
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_correction_T_min  0.855
_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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_description       needle
_exptl_crystal_F_000             1504
_exptl_crystal_recrystallization_method 'Recrystallised from hexane at -30'
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.088
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         3818
_refine_ls_number_restraints     274
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0369
_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^)+(0.0488P)^2^+1.8878P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0943
_refine_ls_wR_factor_ref         0.0979
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3440
_reflns_number_total             3818
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt03972a2.cif
_cod_data_source_block           liajvf
_cod_depositor_comments
'Adding full bibliography for 7705994--7706001.cif.'
_cod_database_code               7705996
_nottingham_internal_coll_name   LIAJVF
_nottingham_internal_coll_number 16599
_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,, 10.00, 40.00'
_nottingham_internal_coll_frame_width 'in, 1.00'
_nottingham_internal_coll_user   pcxav1
_nottingham_internal_coll_date   24/10/2016
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'SN, XDA 017/09'
_nottingham_internal_process_date 28/10/2016
_nottingham_internal_process_user pcxav1
_nottingham_internal_solution_date 30/11/16
_nottingham_internal_solution_user pcxav1
_nottingham_internal_refinement_date 30/11/16
_nottingham_internal_refinement_user pcxav1/pczspa
_nottingham_internal_self_archive_date 30/11/16
_nottingham_internal_self_validation_date 30/11/16
_nottingham_internal_self_validation_user pcxav1
_nottingham_internal_validation_date 08/06/2020
_nottingham_internal_validation_user pczspa
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C23 H20 F3 Li1'
_chemical_oxdiff_usercomment
'LIAJVF #16599 SN-1067 IN FOMBLIN FILM ON MICROMOUNT FOR AJV/DLK'
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_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. Shared sites
{C23A, C23B, C23C}
3. Uiso/Uaniso restraints and constraints
F1B \\sim F2B \\sim F3B \\sim F1A \\sim F2A \\sim F3A \\sim F1C \\sim F3C \\sim
F2C: within 2.5A with sigma of 0.01 and sigma for terminal atoms of 0.02 within
2.5A
Uanis(C23A) = Uanis(C23B) = Uanis(C23C)
4. Rigid body (RIGU) restrains
 F1B, F2B, F3B, F1A, F2A, F3A, F1C, F3C, F2C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{C23B, F2B, F3B, F1B} sigma for 1-2: 0.02, 1-3: 0.04
{C23B, F1B, F3B, F2B} sigma for 1-2: 0.02, 1-3: 0.04
as in
{C23B, F1B, F2B, F3B}
{C23B, F1B, F2B, F3B} sigma for 1-2: 0.02, 1-3: 0.04
{C23B, F2B, F3B, F1B} sigma for 1-2: 0.02, 1-3: 0.04
{C23B, F1B, F3B, F2B} sigma for 1-2: 0.02, 1-3: 0.04
as in
{C23A, F1A, F2A, F3A}
{C23B, F1B, F2B, F3B} sigma for 1-2: 0.02, 1-3: 0.04
{C23B, F2B, F3B, F1B} sigma for 1-2: 0.02, 1-3: 0.04
{C23B, F1B, F3B, F2B} sigma for 1-2: 0.02, 1-3: 0.04
as in
{C23C, F1C, F3C, F2C}
6. Others
 1*[Sof(C23B)+Sof(F1B)+Sof(F2B)+Sof(F3B)]+1*[Sof(C23A)+Sof(F1A)+Sof(F2A)+
 Sof(F3A)]+1*[Sof(C23C)+Sof(F1C)+Sof(F3C)+Sof(F2C)]=1 with esd of 0.002
 Sof(C23B)=Sof(F1B)=Sof(F2B)=Sof(F3B)=FVAR(1)
 Sof(C23A)=Sof(F1A)=Sof(F2A)=Sof(F3A)=FVAR(2)
 Sof(C23C)=Sof(F1C)=Sof(F3C)=Sof(F2C)=FVAR(3)
7.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C9(H9), C10(H10), C11(H11), C17(H17), C18(H18), C19(H19)
7.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C21(H21A,H21B,H21C), C22(H22A,H22B,
 H22C)
;
_shelx_res_checksum              60580
_olex2_date_sample_data_collection 2016-10-24
_olex2_date_sample_submission    2016-10-21
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_original_sample_id LIAJVF
_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 1.938
_oxdiff_exptl_absorpt_empirical_full_min 0.569