Annulated carbocyclic gallylene and bis-gallylene with two-coordinated Ga(i) atoms.
Merschel, Arne; Heda, Shkelqim; Vishnevskiy, Yury V.; Neumann, Beate; Stammler, Hans-Georg; Ghadwal, Rajendra S.; Chemical science 16 (2025) 2222–2230; doi:10.1039/d4sc06782g

data_1573166
_publ_section_title
;
 Annulated carbocyclic gallylene and bis-gallylene with two-coordinated
 Ga(i) atoms.
;
_journal_issue                   5
_journal_name_full               'Chemical science'
_journal_page_first              2222
_journal_page_last               2230
_journal_paper_doi               10.1039/d4sc06782g
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C76 H78 F10 Ga2 N6, 2[C6H5F]'
_chemical_formula_sum            'C88 H88 F12 Ga2 N6'
_chemical_formula_weight         1597.08
_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
_audit_creation_date             2024-08-21
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-08-22 deposited with the CCDC.	2024-11-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.377(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.1589(5)
_cell_length_b                   19.2641(4)
_cell_length_c                   19.4975(4)
_cell_measurement_reflns_used    62759
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      32.5570
_cell_measurement_theta_min      3.6740
_cell_volume                     7945.0(3)
_computing_cell_refinement       'CrysAlisPro 1.171.43.131a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.131a 64-bit (release 19-07-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.131a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1773
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_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    -57.00  21.00   1.00   22.50    --  -18.08  94.00-177.00   78
  2  \w    -21.00  57.00   1.00   22.50    --   18.24 -94.00  72.00   78
  3  \w    -91.00  10.00   1.00   22.50    --  -18.08 -57.00 150.00  101
  4  \w    -87.00 -16.00   1.00   22.50    --  -18.08 145.00 -84.98   71
  5  \w    -43.00  56.00   1.00   22.50    --  -18.08  38.00-180.00   99
  6  \w    -43.00  56.00   1.00   22.50    --  -18.08  38.00-180.00   99
  7  \w    -92.00   6.00   1.00   22.50    --  -18.08 -38.00-120.00   98
  8  \w    -91.00  10.00   1.00   22.50    --  -18.08 -57.00  30.00  101
  9  \w    -87.00 -16.00   1.00   22.50    --  -18.08 145.00  64.73   71
 10  \w    -87.00 -16.00   1.00   22.50    --  -18.08 145.00  64.73   71
 11  \w    -14.00  42.00   1.00   22.50    --   18.24  77.00  30.00   56
 12  \w    -42.00  51.00   1.00   22.50    --   18.24 -77.00 -60.00   93
 13  \w   -107.00 -39.00   1.00   22.50    --  -18.08-178.00 -90.00   68
 14  \w     -6.00  65.00   1.00   22.50    --   18.24  38.00-120.00   71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0189077000
_diffrn_orient_matrix_UB_12      -0.0209092000
_diffrn_orient_matrix_UB_13      -0.0213099000
_diffrn_orient_matrix_UB_21      -0.0247936000
_diffrn_orient_matrix_UB_22      -0.0010213000
_diffrn_orient_matrix_UB_23      -0.0251400000
_diffrn_orient_matrix_UB_31      0.0123127000
_diffrn_orient_matrix_UB_32      0.0303009000
_diffrn_orient_matrix_UB_33      -0.0154238000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1053
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            139259
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.080
_diffrn_reflns_theta_min         3.272
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.755
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.471
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.131a (Rigaku Oxford Diffraction, 2024)
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    1.335
_exptl_crystal_description       block
_exptl_crystal_F_000             3312
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.535
_refine_diff_density_min         -0.919
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.174
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     524
_refine_ls_number_reflns         11652
_refine_ls_number_restraints     474
_refine_ls_restrained_S_all      1.163
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0675
_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^)+(0.0293P)^2^+60.5113P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1644
_refine_ls_wR_factor_ref         0.1664
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10743
_reflns_number_total             11652
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc06782g2.cif
_cod_data_source_block           10-C5NF4
_cod_depositor_comments
'Adding full bibliography for 1573160--1573166.cif.'
_cod_database_code               1573166
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C76 H78 F10 Ga2 N6'
_shelx_estimated_absorpt_t_max   0.908
_shelx_estimated_absorpt_t_min   0.757
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F2A-C35A \\sim F2B-C35B
 with sigma of 0.02
 F3A-C36A \\sim F3B-C36B
 with sigma of 0.02
 F4A-C37A \\sim F4B-C37B
 with sigma of 0.02
 F5A-C38A \\sim F5B-C38B
 with sigma of 0.02
 C34-C35A \\sim C34-C35B
 with sigma of 0.02
 C34-C38A \\sim C34-C38B
 with sigma of 0.02
 C35A-C36A \\sim C35B-C36B
 with sigma of 0.02
 C36A-N3 \\sim C36B-N3
 with sigma of 0.02
 C37A-C38A \\sim C37B-C38B
 with sigma of 0.02
 C37A-N3 \\sim C37B-N3
 with sigma of 0.02
 F2A-C34 \\sim F2B-C34
 with sigma of 0.04
 F2A-C36A \\sim F2B-C36B
 with sigma of 0.04
 F3A-C35A \\sim F3B-C35B
 with sigma of 0.04
 F3A-N3 \\sim F3B-N3
 with sigma of 0.04
 F4A-C38A \\sim F4B-C38B
 with sigma of 0.04
 F4A-N3 \\sim F4B-N3
 with sigma of 0.04
 F5A-C34 \\sim F5B-C34
 with sigma of 0.04
 F5A-C37A \\sim F5B-C37B
 with sigma of 0.04
 C34-C36A \\sim C34-C36B
 with sigma of 0.04
 C34-C37A \\sim C34-C37B
 with sigma of 0.04
 C35A-N3 \\sim C35B-N3
 with sigma of 0.04
 C38A-N3 \\sim C38B-N3
 with sigma of 0.04
3. Restrained planarity
 F2B, F3B, F4B, F5B, N3, C34, C35B, C36B, C37B, C38B
 with sigma of 0.1
 F2A, F3A, F4A, F5A, N3, C34, C35A, C36A, C37A, C38A
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C25 \\sim C26A \\sim C26B \\sim C27A \\sim C27B: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
F2A \\sim F2B \\sim F3A \\sim F3B \\sim F4A \\sim F4B \\sim F5A \\sim F5B \\sim
N3 \\sim C34 \\sim C35A \\sim C35B \\sim C36A \\sim C36B \\sim C37A \\sim C37B
\\sim C38A \\sim C38B: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
5. Rigid body (RIGU) restrains
 C25, C26A, C26B, C27A, C27B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F2A, F2B, F3A, F3B, F4A, F4B, F5A, F5B, N3, C34, C35A, C35B, C36A, C36B, C37A,
  C37B, C38A, C38B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
6. Others
 Sof(H25A)=Sof(C26B)=Sof(H26D)=Sof(H26E)=Sof(H26F)=Sof(C27B)=Sof(H27D)=
 Sof(H27E)=Sof(H27F)=1-FVAR(1)
 Sof(H25)=Sof(C26A)=Sof(H26A)=Sof(H26B)=Sof(H26C)=Sof(C27A)=Sof(H27A)=
 Sof(H27B)=Sof(H27C)=FVAR(1)
 Sof(F2B)=Sof(F3B)=Sof(F4B)=Sof(F5B)=Sof(C35B)=Sof(C36B)=Sof(C37B)=Sof(C38B)=1-
 FVAR(2)
 Sof(F2A)=Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(C35A)=Sof(C36A)=Sof(C37A)=Sof(C38A)=
 FVAR(2)
7.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13), C22(H22), C25(H25), C25(H25A)
7.b Me refined with riding coordinates:
 C26B(H26D,H26E,H26F), C27B(H27D,H27E,H27F)
7.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20), C29(H29), C30(H30),
 C31(H31), C32(H32), C33(H33)
7.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26A(H26A,H26B,H26C),
 C27A(H27A,H27B,H27C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_date_sample_data_collection 2024-08-19
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.195
_oxdiff_exptl_absorpt_empirical_full_min 0.846