#------------------------------------------------------------------------------
#$Date: 2023-07-05 12:41:54 +0300 (Wed, 05 Jul 2023) $
#$Revision: 284892 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/89/1568973.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_1568973
loop_
_publ_author_name
'Kundu, Gargi'
'Amrutha, P. R.'
'Raj, K. Vipin'
'Tothadi, Srinu'
'Vanka, Kumar'
'Sen, Sakya S.'
_publ_section_title
;
 Taming the parent oxoborane.
;
_journal_issue                   22
_journal_name_full               'Chemical science'
_journal_page_first              5894
_journal_page_last               5898
_journal_paper_doi               10.1039/d3sc01544k
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C28 H41 B Cl3 Ga N2 O2, C H2 CL2'
_chemical_formula_sum            'C29 H43 B Cl5 Ga N2 O2'
_chemical_formula_weight         709.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2023-04-21
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6405)
;
_audit_update_record
;
2023-04-21 deposited with the CCDC.	2023-04-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.793(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.6403(13)
_cell_length_b                   16.180(2)
_cell_length_c                   10.8244(12)
_cell_measurement_reflns_used    1916
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.50
_cell_volume                     1730.3(4)
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0654
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            58209
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.555
_diffrn_reflns_theta_min         2.061
_diffrn_source                   'micro-focus sealed tube'
_diffrn_source_type              'Incoatech I\mS HB'
_exptl_absorpt_coefficient_mu    1.209
_exptl_absorpt_correction_T_max  0.1512
_exptl_absorpt_correction_T_min  0.0961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (BRUKER, 2016)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.246
_refine_diff_density_min         -0.960
_refine_diff_density_rms         0.145
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         4107
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0711
_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/[σ²(Fo²)+(0.0363P)²+16.6401P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1884
_refine_ls_wR_factor_ref         0.1899
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3863
_reflns_number_total             4107
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc01544k2.cif
_cod_data_source_block           mo_5BCl2AlCl3_0ma
_cod_depositor_comments
'Adding full bibliography for 1568972--1568974.cif.'
_cod_database_code               1568973
_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_max   0.942
_shelx_estimated_absorpt_t_min   0.839
_olex2_refinement_description
;
1. Restrained distances
 O1-H1
 0.94 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
Uanis(C17) \\sim Ueq, Uanis(Cl3) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
3. Others
 Fixed Sof: H17A(0.5) H17B(0.5)
4.a Ternary CH refined with riding coordinates:
 C11(H11), C14(H14)
4.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C17(H17A,H17B)
4.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9)
4.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
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 0.40336(7) 0.250000 0.87268(8) 0.0200(2) Uani 1 2 d S T P . .
Cl1 Cl 0.29515(14) 0.35828(9) 0.76520(15) 0.0332(3) Uani 1 1 d . . . . .
Cl2 Cl 0.41832(18) 0.250000 1.07714(19) 0.0282(4) Uani 1 2 d S T P . .
O1 O 0.5540(6) 0.250000 0.6455(6) 0.0394(15) Uani 1 2 d DS T P . .
O2 O 0.5754(5) 0.250000 0.8748(5) 0.0199(10) Uani 1 2 d S T P . .
N1 N 0.8526(4) 0.3216(2) 0.8475(4) 0.0144(7) Uani 1 1 d . . . . .
C3 C 1.0021(4) 0.3259(3) 0.9071(5) 0.0212(9) Uani 1 1 d . . . . .
H3A H 1.030466 0.376005 0.963159 0.025 Uiso 1 1 calc R U . . .
H3B H 1.039446 0.329192 0.835996 0.025 Uiso 1 1 calc R U . . .
C4 C 1.0554(6) 0.250000 0.9905(7) 0.0217(14) Uani 1 2 d S T P . .
H4A H 1.026313 0.250000 1.067387 0.026 Uiso 1 2 calc R U P . .
H4B H 1.155566 0.250000 1.024841 0.026 Uiso 1 2 calc R U P . .
C5 C 0.7826(4) 0.3999(3) 0.8153(4) 0.0157(8) Uani 1 1 d . . . . .
C6 C 0.7519(5) 0.4327(3) 0.6867(5) 0.0197(9) Uani 1 1 d . . . . .
C7 C 0.6969(5) 0.5121(3) 0.6629(5) 0.0245(10) Uani 1 1 d . . . . .
H7 H 0.674056 0.535982 0.577092 0.029 Uiso 1 1 calc R U . . .
C8 C 0.6750(5) 0.5570(3) 0.7629(5) 0.0274(11) Uani 1 1 d . . . . .
H8 H 0.639611 0.611512 0.745526 0.033 Uiso 1 1 calc R U . . .
C9 C 0.7044(5) 0.5225(3) 0.8872(5) 0.0244(10) Uani 1 1 d . . . . .
H9 H 0.686532 0.553299 0.953645 0.029 Uiso 1 1 calc R U . . .
C10 C 0.7597(4) 0.4435(3) 0.9173(5) 0.0182(9) Uani 1 1 d . . . . .
C11 C 0.7934(5) 0.4082(3) 1.0561(5) 0.0229(10) Uani 1 1 d . . . . .
H11 H 0.817965 0.348678 1.054830 0.027 Uiso 1 1 calc R U . . .
C12 C 0.9150(6) 0.4535(4) 1.1565(5) 0.0298(11) Uani 1 1 d . . . . .
H12A H 0.992470 0.449244 1.128610 0.045 Uiso 1 1 calc R U . . .
H12B H 0.938257 0.428329 1.244591 0.045 Uiso 1 1 calc R U . . .
H12C H 0.892065 0.511820 1.160605 0.045 Uiso 1 1 calc R U . . .
C13 C 0.6730(6) 0.4137(4) 1.0995(6) 0.0343(13) Uani 1 1 d . . . . .
H13A H 0.657790 0.471536 1.117025 0.051 Uiso 1 1 calc R U . . .
H13B H 0.691397 0.381067 1.180580 0.051 Uiso 1 1 calc R U . . .
H13C H 0.592133 0.392034 1.028680 0.051 Uiso 1 1 calc R U . . .
C14 C 0.7773(5) 0.3867(3) 0.5758(5) 0.0234(10) Uani 1 1 d . . . . .
H14 H 0.809107 0.329753 0.608823 0.028 Uiso 1 1 calc R U . . .
C15 C 0.6481(6) 0.3782(4) 0.4524(5) 0.0328(12) Uani 1 1 d . . . . .
H15A H 0.574675 0.357914 0.478448 0.049 Uiso 1 1 calc R U . . .
H15B H 0.663364 0.338941 0.390395 0.049 Uiso 1 1 calc R U . . .
H15C H 0.623275 0.432141 0.409117 0.049 Uiso 1 1 calc R U . . .
C16 C 0.8890(6) 0.4286(4) 0.5406(5) 0.0322(12) Uani 1 1 d . . . . .
H16A H 0.863053 0.485870 0.513712 0.048 Uiso 1 1 calc R U . . .
H16B H 0.901400 0.398709 0.467211 0.048 Uiso 1 1 calc R U . . .
H16C H 0.973859 0.427950 0.618449 0.048 Uiso 1 1 calc R U . . .
C20 C 0.7856(6) 0.250000 0.8242(6) 0.0141(11) Uani 1 2 d S T P . .
B1 B 0.6211(7) 0.250000 0.7770(8) 0.0184(14) Uani 1 2 d S T P . .
H1 H 0.456(2) 0.250000 0.610(8) 0.02(2) Uiso 1 2 d DS . P . .
Cl3 Cl 0.2416(3) 0.250000 0.3995(3) 0.0556(7) Uani 1 2 d S TU P . .
Cl4 Cl -0.0522(2) 0.250000 0.3274(2) 0.0373(5) Uani 1 2 d S T P . .
C17 C 0.1054(13) 0.250000 0.4547(14) 0.081(4) Uani 1 2 d S TU P . .
H17A H 0.112799 0.200608 0.510915 0.097 Uiso 0.5 1 calc R U P . .
H17B H 0.112799 0.299392 0.510915 0.097 Uiso 0.5 1 calc R U P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
Cl1 Ga1 Cl1 106.93(8) . 4_565 ?
Cl2 Ga1 Cl1 111.73(5) . 4_565 ?
Cl2 Ga1 Cl1 111.74(5) . . ?
O2 Ga1 Cl1 109.63(9) . . ?
O2 Ga1 Cl1 109.63(9) . 4_565 ?
O2 Ga1 Cl2 107.18(16) . . ?
B1 O1 H1 119(5) . . ?
B1 O2 Ga1 131.1(5) . . ?
C5 N1 C3 115.9(4) . . ?
C20 N1 C3 122.5(4) . . ?
C20 N1 C5 121.6(4) . . ?
N1 C3 H3A 109.9 . . ?
N1 C3 H3B 109.9 . . ?
N1 C3 C4 109.1(4) . . ?
H3A C3 H3B 108.3 . . ?
C4 C3 H3A 109.9 . . ?
C4 C3 H3B 109.9 . . ?
C3 C4 C3 109.4(6) . 4_565 ?
C3 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 4_565 . ?
C3 C4 H4B 109.8 4_565 . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
C6 C5 N1 118.5(4) . . ?
C10 C5 N1 118.4(4) . . ?
C10 C5 C6 122.9(4) . . ?
C5 C6 C14 123.5(4) . . ?
C7 C6 C5 117.1(4) . . ?
C7 C6 C14 119.4(4) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 121.0(5) . . ?
C8 C7 H7 119.5 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.3(5) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 119.3 . . ?
C8 C9 C10 121.4(5) . . ?
C10 C9 H9 119.3 . . ?
C5 C10 C11 122.8(4) . . ?
C9 C10 C5 117.3(4) . . ?
C9 C10 C11 119.9(4) . . ?
C10 C11 H11 108.3 . . ?
C10 C11 C12 110.4(4) . . ?
C10 C11 C13 111.5(4) . . ?
C12 C11 H11 108.3 . . ?
C13 C11 H11 108.3 . . ?
C13 C11 C12 109.9(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C14 H14 107.8 . . ?
C6 C14 C15 111.7(4) . . ?
C6 C14 C16 111.1(4) . . ?
C15 C14 H14 107.8 . . ?
C15 C14 C16 110.6(4) . . ?
C16 C14 H14 107.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N1 C20 N1 120.4(6) . 4_565 ?
N1 C20 B1 119.7(3) . . ?
N1 C20 B1 119.7(3) 4_565 . ?
O1 B1 C20 114.9(6) . . ?
O2 B1 O1 130.2(7) . . ?
O2 B1 C20 114.9(6) . . ?
Cl3 C17 H17A 108.8 . . ?
Cl3 C17 H17B 108.8 . . ?
Cl4 C17 Cl3 114.0(8) . . ?
Cl4 C17 H17A 108.8 . . ?
Cl4 C17 H17B 108.8 . . ?
H17A C17 H17B 107.6 . . ?
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 Cl1 2.1803(14) 4_565 ?
Ga1 Cl1 2.1803(14) . ?
Ga1 Cl2 2.159(2) . ?
Ga1 O2 1.822(5) . ?
O1 B1 1.334(10) . ?
O1 H1 0.97(2) . ?
O2 B1 1.320(9) . ?
N1 C3 1.480(5) . ?
N1 C5 1.446(6) . ?
N1 C20 1.334(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.505(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.410(6) . ?
C5 C10 1.405(6) . ?
C6 C7 1.397(7) . ?
C6 C14 1.519(6) . ?
C7 H7 0.9500 . ?
C7 C8 1.394(7) . ?
C8 H8 0.9500 . ?
C8 C9 1.381(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.395(7) . ?
C10 C11 1.521(7) . ?
C11 H11 1.0000 . ?
C11 C12 1.532(7) . ?
C11 C13 1.522(7) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14 1.0000 . ?
C14 C15 1.527(7) . ?
C14 C16 1.534(7) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C20 B1 1.631(9) . ?
Cl3 C17 1.760(15) . ?
Cl4 C17 1.731(13) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
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
Ga1 O2 B1 O1 0.000(5) . . . . ?
Ga1 O2 B1 C20 180.000(2) . . . . ?
Cl1 Ga1 O2 B1 -58.55(7) . . . . ?
Cl1 Ga1 O2 B1 58.55(7) 4_565 . . . ?
Cl2 Ga1 O2 B1 180.000(3) . . . . ?
N1 C3 C4 C3 54.8(7) . . . 4_565 ?
N1 C5 C6 C7 -173.6(4) . . . . ?
N1 C5 C6 C14 5.6(7) . . . . ?
N1 C5 C10 C9 173.7(4) . . . . ?
N1 C5 C10 C11 -5.9(6) . . . . ?
N1 C20 B1 O1 -92.1(5) 4_565 . . . ?
N1 C20 B1 O1 92.1(5) . . . . ?
N1 C20 B1 O2 87.9(5) 4_565 . . . ?
N1 C20 B1 O2 -87.9(5) . . . . ?
C3 N1 C5 C6 91.6(5) . . . . ?
C3 N1 C5 C10 -82.5(5) . . . . ?
C3 N1 C20 N1 -3.9(8) . . . 4_565 ?
C3 N1 C20 B1 171.8(5) . . . . ?
C5 N1 C3 C4 153.8(4) . . . . ?
C5 N1 C20 N1 176.1(4) . . . 4_565 ?
C5 N1 C20 B1 -8.3(7) . . . . ?
C5 C6 C7 C8 0.7(7) . . . . ?
C5 C6 C14 C15 123.7(5) . . . . ?
C5 C6 C14 C16 -112.3(5) . . . . ?
C5 C10 C11 C12 109.4(5) . . . . ?
C5 C10 C11 C13 -128.2(5) . . . . ?
C6 C5 C10 C9 -0.1(7) . . . . ?
C6 C5 C10 C11 -179.7(4) . . . . ?
C6 C7 C8 C9 -1.6(8) . . . . ?
C7 C6 C14 C15 -57.1(6) . . . . ?
C7 C6 C14 C16 66.8(6) . . . . ?
C7 C8 C9 C10 1.7(8) . . . . ?
C8 C9 C10 C5 -0.9(7) . . . . ?
C8 C9 C10 C11 178.8(5) . . . . ?
C9 C10 C11 C12 -70.3(6) . . . . ?
C9 C10 C11 C13 52.1(6) . . . . ?
C10 C5 C6 C7 0.2(7) . . . . ?
C10 C5 C6 C14 179.4(4) . . . . ?
C14 C6 C7 C8 -178.6(5) . . . . ?
C20 N1 C3 C4 -26.3(6) . . . . ?
C20 N1 C5 C6 -88.3(6) . . . . ?
C20 N1 C5 C10 97.5(5) . . . . ?
