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#$Date: 2023-09-02 02:08:11 +0300 (Sat, 02 Sep 2023) $
#$Revision: 285958 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/38/7713889.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7713889
loop_
_publ_author_name
'Brouillet, Etienne Volcan'
'Brown, Scott'
'Kennedy, Alan'
'Rae, Annabel'
'Walton, Heather'
'Robertson, Stuart Duncan'
_publ_section_title
;
 Atom economic access to cationic magnesium complexes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT02669H
_journal_year                    2023
_chemical_formula_sum            'C22 H25 Ga O'
_chemical_formula_weight         375.14
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-08-15 deposited with the CCDC.	2023-09-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.416(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2499(2)
_cell_length_b                   7.4542(1)
_cell_length_c                   21.2085(3)
_cell_measurement_reflns_used    7425
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      72.9430
_cell_measurement_theta_min      6.7670
_cell_volume                     1904.70(5)
_computing_cell_refinement       CrysalisPro
_computing_data_collection       CrysalisPro
_computing_data_reduction        CrysalisPro
_computing_publication_material  'SHELXL-2018 in WinGX'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Rigaku Gemini CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            12719
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        70.000
_diffrn_reflns_theta_max         73.145
_diffrn_reflns_theta_min         3.669
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    1.993
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64743
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_description       fragment
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.546
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3757
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0281
_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/[σ²(Fo²)+(0.0462P)²+0.6370P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0758
_refine_ls_wR_factor_ref         0.0767
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3575
_reflns_number_total             3757
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt02669h2.cif
_cod_data_source_block           evb292
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7713889
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.436
_shelx_estimated_absorpt_t_max   0.691
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.25535(2) 0.68811(2) 0.58233(2) 0.01930(8) Uani 1 1 d . . . . .
O1 O 0.25695(8) 0.41423(15) 0.60393(5) 0.0232(2) Uani 1 1 d . . . . .
C1 C 0.39749(13) 0.7660(2) 0.63488(7) 0.0217(3) Uani 1 1 d . . . . .
C2 C 0.39855(14) 0.8670(2) 0.69052(7) 0.0256(3) Uani 1 1 d . . . . .
H2 H 0.330060 0.893173 0.703560 0.031 Uiso 1 1 calc R U . . .
C3 C 0.49663(16) 0.9305(2) 0.72754(8) 0.0330(4) Uani 1 1 d . . . . .
H3 H 0.494541 0.999896 0.764875 0.040 Uiso 1 1 calc R U . . .
C4 C 0.59695(15) 0.8918(3) 0.70946(9) 0.0385(4) Uani 1 1 d . . . . .
H4 H 0.664120 0.934599 0.734471 0.046 Uiso 1 1 calc R U . . .
C5 C 0.59979(15) 0.7907(3) 0.65501(10) 0.0372(4) Uani 1 1 d . . . . .
H5 H 0.668867 0.762928 0.642957 0.045 Uiso 1 1 calc R U . . .
C6 C 0.50113(14) 0.7300(2) 0.61794(8) 0.0282(3) Uani 1 1 d . . . . .
H6 H 0.503918 0.662435 0.580269 0.034 Uiso 1 1 calc R U . . .
C7 C 0.24580(13) 0.6776(2) 0.48853(7) 0.0217(3) Uani 1 1 d . . . . .
C8 C 0.32427(14) 0.7580(2) 0.45753(8) 0.0274(3) Uani 1 1 d . . . . .
H8 H 0.382466 0.826269 0.482007 0.033 Uiso 1 1 calc R U . . .
C9 C 0.31979(16) 0.7413(3) 0.39177(8) 0.0353(4) Uani 1 1 d . . . . .
H9 H 0.375007 0.796053 0.372003 0.042 Uiso 1 1 calc R U . . .
C10 C 0.23436(17) 0.6442(3) 0.35509(8) 0.0377(4) Uani 1 1 d . . . . .
H10 H 0.231247 0.631694 0.310220 0.045 Uiso 1 1 calc R U . . .
C11 C 0.15401(16) 0.5658(3) 0.38405(8) 0.0347(4) Uani 1 1 d . . . . .
H11 H 0.094778 0.500942 0.359033 0.042 Uiso 1 1 calc R U . . .
C12 C 0.15992(14) 0.5820(2) 0.44994(8) 0.0288(3) Uani 1 1 d . . . . .
H12 H 0.104359 0.526992 0.469346 0.035 Uiso 1 1 calc R U . . .
C13 C 0.11941(12) 0.7607(2) 0.61389(7) 0.0215(3) Uani 1 1 d . . . . .
C14 C 0.03037(13) 0.8425(2) 0.57297(8) 0.0257(3) Uani 1 1 d . . . . .
H14 H 0.033156 0.854042 0.528677 0.031 Uiso 1 1 calc R U . . .
C15 C -0.06222(14) 0.9074(2) 0.59576(9) 0.0309(4) Uani 1 1 d . . . . .
H15 H -0.121214 0.962502 0.567054 0.037 Uiso 1 1 calc R U . . .
C16 C -0.06815(14) 0.8917(2) 0.65994(9) 0.0320(4) Uani 1 1 d . . . . .
H16 H -0.130959 0.936427 0.675419 0.038 Uiso 1 1 calc R U . . .
C17 C 0.01790(15) 0.8102(2) 0.70180(8) 0.0297(4) Uani 1 1 d . . . . .
H17 H 0.013983 0.798344 0.745936 0.036 Uiso 1 1 calc R U . . .
C18 C 0.11011(13) 0.7459(2) 0.67869(7) 0.0244(3) Uani 1 1 d . . . . .
H18 H 0.168452 0.690291 0.707715 0.029 Uiso 1 1 calc R U . . .
C19 C 0.35439(14) 0.3042(2) 0.60337(9) 0.0283(4) Uani 1 1 d . . . . .
H19A H 0.355079 0.204969 0.634444 0.034 Uiso 1 1 calc R U . . .
H19B H 0.421624 0.377820 0.617555 0.034 Uiso 1 1 calc R U . . .
C20 C 0.35885(19) 0.2269(3) 0.53859(11) 0.0492(5) Uani 1 1 d . . . . .
H20A H 0.292901 0.152820 0.524400 0.074 Uiso 1 1 calc R U . . .
H20B H 0.425631 0.152903 0.541179 0.074 Uiso 1 1 calc R U . . .
H20C H 0.360934 0.324511 0.507869 0.074 Uiso 1 1 calc R U . . .
C21 C 0.15556(14) 0.3127(2) 0.60287(9) 0.0290(4) Uani 1 1 d . . . . .
H21A H 0.154646 0.208636 0.573774 0.035 Uiso 1 1 calc R U . . .
H21B H 0.090868 0.389353 0.586006 0.035 Uiso 1 1 calc R U . . .
C22 C 0.14611(17) 0.2473(3) 0.66880(10) 0.0379(4) Uani 1 1 d . . . . .
H22A H 0.210365 0.172122 0.685695 0.057 Uiso 1 1 calc R U . . .
H22B H 0.077917 0.176956 0.666409 0.057 Uiso 1 1 calc R U . . .
H22C H 0.143891 0.350405 0.697230 0.057 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Ga Ga -1.2846 0.7763 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 Ga1 C1 117.75(6) . . ?
C7 Ga1 C13 116.85(6) . . ?
C1 Ga1 C13 115.98(6) . . ?
C7 Ga1 O1 100.29(5) . . ?
C1 Ga1 O1 101.00(5) . . ?
C13 Ga1 O1 99.67(5) . . ?
C19 O1 C21 114.11(12) . . ?
C19 O1 Ga1 121.68(9) . . ?
C21 O1 Ga1 122.11(9) . . ?
C2 C1 C6 116.59(14) . . ?
C2 C1 Ga1 120.46(12) . . ?
C6 C1 Ga1 122.91(12) . . ?
C3 C2 C1 122.28(16) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C4 C3 C2 119.45(16) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 120.18(16) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 119.85(18) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C1 121.65(16) . . ?
C5 C6 H6 119.2 . . ?
C1 C6 H6 119.2 . . ?
C8 C7 C12 116.79(14) . . ?
C8 C7 Ga1 122.55(12) . . ?
C12 C7 Ga1 120.62(12) . . ?
C9 C8 C7 121.89(16) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C10 C9 C8 119.82(17) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C11 C10 C9 119.79(15) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 119.88(16) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 C7 121.80(16) . . ?
C11 C12 H12 119.1 . . ?
C7 C12 H12 119.1 . . ?
C18 C13 C14 116.60(14) . . ?
C18 C13 Ga1 122.12(11) . . ?
C14 C13 Ga1 121.11(11) . . ?
C15 C14 C13 121.65(15) . . ?
C15 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
C16 C15 C14 120.15(16) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 119.87(15) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C18 119.64(16) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C17 C18 C13 122.08(15) . . ?
C17 C18 H18 119.0 . . ?
C13 C18 H18 119.0 . . ?
O1 C19 C20 113.03(15) . . ?
O1 C19 H19A 109.0 . . ?
C20 C19 H19A 109.0 . . ?
O1 C19 H19B 109.0 . . ?
C20 C19 H19B 109.0 . . ?
H19A C19 H19B 107.8 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O1 C21 C22 111.34(14) . . ?
O1 C21 H21A 109.4 . . ?
C22 C21 H21A 109.4 . . ?
O1 C21 H21B 109.4 . . ?
C22 C21 H21B 109.4 . . ?
H21A C21 H21B 108.0 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ga1 C7 1.9730(15) . ?
Ga1 C1 1.9773(15) . ?
Ga1 C13 1.9793(15) . ?
Ga1 O1 2.0917(11) . ?
O1 C19 1.4498(19) . ?
O1 C21 1.4512(19) . ?
C1 C2 1.398(2) . ?
C1 C6 1.407(2) . ?
C2 C3 1.394(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.382(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.393(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.394(2) . ?
C7 C12 1.405(2) . ?
C8 C9 1.391(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.389(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.380(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.391(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.404(2) . ?
C13 C14 1.404(2) . ?
C14 C15 1.397(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.381(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.389(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.395(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.500(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.505(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.4(2) . . . . ?
Ga1 C1 C2 C3 -177.43(12) . . . . ?
C1 C2 C3 C4 -0.7(3) . . . . ?
C2 C3 C4 C5 0.0(3) . . . . ?
C3 C4 C5 C6 0.8(3) . . . . ?
C4 C5 C6 C1 -1.1(3) . . . . ?
C2 C1 C6 C5 0.4(2) . . . . ?
Ga1 C1 C6 C5 178.24(14) . . . . ?
C12 C7 C8 C9 -1.6(2) . . . . ?
Ga1 C7 C8 C9 176.43(13) . . . . ?
C7 C8 C9 C10 0.9(3) . . . . ?
C8 C9 C10 C11 0.4(3) . . . . ?
C9 C10 C11 C12 -1.0(3) . . . . ?
C10 C11 C12 C7 0.3(3) . . . . ?
C8 C7 C12 C11 0.9(2) . . . . ?
Ga1 C7 C12 C11 -177.11(13) . . . . ?
C18 C13 C14 C15 0.6(2) . . . . ?
Ga1 C13 C14 C15 -174.78(13) . . . . ?
C13 C14 C15 C16 -0.2(3) . . . . ?
C14 C15 C16 C17 -0.4(3) . . . . ?
C15 C16 C17 C18 0.4(3) . . . . ?
C16 C17 C18 C13 0.1(3) . . . . ?
C14 C13 C18 C17 -0.6(2) . . . . ?
Ga1 C13 C18 C17 174.79(13) . . . . ?
C21 O1 C19 C20 76.11(19) . . . . ?
Ga1 O1 C19 C20 -87.76(17) . . . . ?
C19 O1 C21 C22 81.74(17) . . . . ?
Ga1 O1 C21 C22 -114.48(14) . . . . ?
