#------------------------------------------------------------------------------
#$Date: 2019-05-24 01:02:40 +0300 (Fri, 24 May 2019) $
#$Revision: 215457 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/35/7123524.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_7123524
loop_
_publ_author_name
'Mehta, Meera'
'Goicoechea, Jose M.'
_publ_section_title
;
 Carboboration of isocyanates with tris(pentafluorophenyl)borane and
 evidence for dissociative FLP chemistry of an acid--base pair
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC02707F
_journal_year                    2019
_chemical_formula_moiety         'C50 H10 F30 Ga2 N2 O2, C6 H14'
_chemical_formula_sum            'C56 H24 F30 Ga2 N2 O2'
_chemical_formula_weight         1466.21
_chemical_name_systematic
;
 cyclo-[Ga(C6F5)2N(C6H5)C(C6H11)OGa(C6F5)2N(C6H5)C(C6H11)O]*hex
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2019-04-04 deposited with the CCDC.    2019-05-23 downloaded from the CCDC.
;
_cell_angle_alpha                67.685(4)
_cell_angle_beta                 79.756(4)
_cell_angle_gamma                71.222(4)
_cell_formula_units_Z            1
_cell_length_a                   9.8455(5)
_cell_length_b                   11.6923(5)
_cell_length_c                   13.4043(7)
_cell_measurement_reflns_used    6743
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      76.0810
_cell_measurement_theta_min      4.2430
_cell_volume                     1348.79(12)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4102
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12718
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.171
_diffrn_reflns_theta_min         4.257
_exptl_absorpt_coefficient_mu    2.619
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75551
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.805
_exptl_crystal_description       needle
_exptl_crystal_F_000             722
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.491
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         5570
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0319
_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)+(0.0438P)²+0.2864P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0809
_refine_ls_wR_factor_ref         0.0856
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4948
_reflns_number_total             5570
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc02707f2.cif
_cod_data_source_block           MM339
_cod_database_code               7123524
_shelx_shelxl_version_number     2018/1
_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   0.597
_shelx_estimated_absorpt_t_max   0.818
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
Ga1 Ga 0.02009(2) 0.46641(2) 0.16180(2) 0.01957(8) Uani 1 1 d . .
N1 N 0.19063(16) 0.36827(14) 0.09617(13) 0.0196(3) Uani 1 1 d . .
O1 O -0.12013(14) 0.49238(12) 0.06741(11) 0.0221(3) Uani 1 1 d . .
C1 C -0.20549(19) 0.59524(16) 0.00827(15) 0.0193(3) Uani 1 1 d . .
C2 C 0.0327(2) 0.63744(18) 0.14722(16) 0.0233(4) Uani 1 1 d . .
C3 C 0.1372(2) 0.69559(19) 0.08608(17) 0.0264(4) Uani 1 1 d . .
C4 C 0.1372(2) 0.8174(2) 0.07718(18) 0.0306(4) Uani 1 1 d . .
C5 C 0.0313(3) 0.88359(19) 0.13343(19) 0.0322(5) Uani 1 1 d . .
C6 C -0.0748(2) 0.83032(19) 0.19560(19) 0.0312(4) Uani 1 1 d . .
C7 C -0.0713(2) 0.70868(19) 0.20154(16) 0.0254(4) Uani 1 1 d . .
C8 C -0.0329(2) 0.34896(18) 0.30333(15) 0.0224(4) Uani 1 1 d . .
C9 C -0.0875(2) 0.24990(19) 0.31286(17) 0.0269(4) Uani 1 1 d . .
C10 C -0.1228(2) 0.1651(2) 0.4107(2) 0.0346(5) Uani 1 1 d . .
C11 C -0.1043(2) 0.1792(2) 0.50400(19) 0.0383(5) Uani 1 1 d . .
C12 C -0.0520(3) 0.2771(2) 0.49911(18) 0.0376(5) Uani 1 1 d . .
C13 C -0.0166(2) 0.3590(2) 0.39951(18) 0.0307(4) Uani 1 1 d . .
C14 C -0.32561(19) 0.66843(17) 0.06574(15) 0.0204(3) Uani 1 1 d . .
C15 C -0.3409(2) 0.79485(17) 0.05429(15) 0.0221(4) Uani 1 1 d . .
C16 C -0.4465(2) 0.85750(18) 0.11342(17) 0.0270(4) Uani 1 1 d . .
C17 C -0.5426(2) 0.7955(2) 0.18250(17) 0.0305(4) Uani 1 1 d . .
C18 C -0.5304(2) 0.6693(2) 0.19530(17) 0.0291(4) Uani 1 1 d . .
C19 C -0.4211(2) 0.60722(18) 0.13858(16) 0.0243(4) Uani 1 1 d . .
C20 C 0.30384(19) 0.27259(17) 0.16263(15) 0.0204(4) Uani 1 1 d . .
C21 C 0.2791(2) 0.16057(18) 0.23962(16) 0.0245(4) Uani 1 1 d . .
H21 H 0.189230 0.143526 0.246129 0.029 Uiso 1 1 calc R U
C22 C 0.3873(2) 0.07373(18) 0.30699(17) 0.0294(4) Uani 1 1 d . .
H22 H 0.370579 -0.002434 0.360575 0.035 Uiso 1 1 calc R U
C23 C 0.5189(2) 0.0971(2) 0.29680(19) 0.0323(5) Uani 1 1 d . .
H23 H 0.591968 0.037606 0.343628 0.039 Uiso 1 1 calc R U
C24 C 0.5440(2) 0.2080(2) 0.2178(2) 0.0330(5) Uani 1 1 d . .
H24 H 0.635415 0.222981 0.209060 0.040 Uiso 1 1 calc R U
C25 C 0.4355(2) 0.29665(19) 0.15169(18) 0.0281(4) Uani 1 1 d . .
H25 H 0.451559 0.373651 0.099092 0.034 Uiso 1 1 calc R U
F1 F 0.24592(14) 0.63343(12) 0.03206(11) 0.0344(3) Uani 1 1 d . .
F2 F 0.23947(16) 0.87075(13) 0.01566(12) 0.0423(3) Uani 1 1 d . .
F3 F 0.03157(17) 1.00083(12) 0.12730(13) 0.0471(4) Uani 1 1 d . .
F4 F -0.17817(16) 0.89494(13) 0.24913(13) 0.0442(3) Uani 1 1 d . .
F5 F -0.17720(13) 0.65876(11) 0.26310(10) 0.0315(3) Uani 1 1 d . .
F6 F -0.10303(15) 0.23063(12) 0.22272(11) 0.0367(3) Uani 1 1 d . .
F7 F -0.17477(17) 0.06932(14) 0.41607(14) 0.0524(4) Uani 1 1 d . .
F8 F -0.13718(18) 0.09714(16) 0.60022(13) 0.0578(4) Uani 1 1 d . .
F9 F -0.0364(2) 0.29139(17) 0.59048(12) 0.0619(5) Uani 1 1 d . .
F10 F 0.03733(18) 0.45181(13) 0.39795(11) 0.0446(4) Uani 1 1 d . .
F11 F -0.25023(13) 0.85786(11) -0.01317(10) 0.0286(3) Uani 1 1 d . .
F12 F -0.45637(15) 0.97821(11) 0.10307(11) 0.0374(3) Uani 1 1 d . .
F13 F -0.64911(16) 0.85670(15) 0.23642(12) 0.0464(4) Uani 1 1 d . .
F14 F -0.62638(15) 0.61111(14) 0.25951(11) 0.0425(3) Uani 1 1 d . .
F15 F -0.41034(14) 0.48552(11) 0.15167(11) 0.0345(3) Uani 1 1 d . .
C1S C -0.6126(4) 0.2685(4) 0.5065(4) 0.0805(11) Uani 1 1 d . .
H1S1 H -0.569214 0.189881 0.488805 0.121 Uiso 1 1 calc R U
H1S2 H -0.648190 0.245719 0.582620 0.121 Uiso 1 1 calc R U
H1S3 H -0.692711 0.323788 0.460685 0.121 Uiso 1 1 calc R U
C2S C -0.5006(4) 0.3397(4) 0.4872(3) 0.0744(11) Uani 1 1 d . .
H2S1 H -0.419089 0.281992 0.532392 0.089 Uiso 1 1 calc R U
H2S2 H -0.463537 0.359934 0.410655 0.089 Uiso 1 1 calc R U
C3S C -0.5546(3) 0.4624(3) 0.5117(2) 0.0643(9) Uani 1 1 d . .
H3S1 H -0.587889 0.441489 0.589011 0.077 Uiso 1 1 calc R U
H3S2 H -0.638835 0.518350 0.468884 0.077 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
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'
N N 0.0311 0.0180 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga -1.2846 0.7763 '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
O1 Ga1 C8 105.49(7) . .
O1 Ga1 C2 107.82(7) . .
C8 Ga1 C2 120.37(8) . .
O1 Ga1 N1 98.99(6) . .
C8 Ga1 N1 108.52(7) . .
C2 Ga1 N1 113.19(7) . .
C1 N1 C20 121.51(15) 2_565 .
C1 N1 Ga1 117.71(12) 2_565 .
C20 N1 Ga1 120.14(12) . .
C1 O1 Ga1 131.54(11) . .
O1 C1 N1 121.28(17) . 2_565
O1 C1 C14 116.87(16) . .
N1 C1 C14 121.83(16) 2_565 .
C7 C2 C3 115.32(17) . .
C7 C2 Ga1 118.65(15) . .
C3 C2 Ga1 126.03(14) . .
F1 C3 C4 116.73(19) . .
F1 C3 C2 120.34(17) . .
C4 C3 C2 122.93(19) . .
F2 C4 C5 119.92(18) . .
F2 C4 C3 120.9(2) . .
C5 C4 C3 119.2(2) . .
F3 C5 C6 119.8(2) . .
F3 C5 C4 119.9(2) . .
C6 C5 C4 120.32(18) . .
F4 C6 C5 120.34(18) . .
F4 C6 C7 121.1(2) . .
C5 C6 C7 118.55(19) . .
F5 C7 C6 117.29(18) . .
F5 C7 C2 119.05(17) . .
C6 C7 C2 123.7(2) . .
C13 C8 C9 115.42(18) . .
C13 C8 Ga1 122.40(15) . .
C9 C8 Ga1 122.18(15) . .
F6 C9 C10 117.21(19) . .
F6 C9 C8 119.39(18) . .
C10 C9 C8 123.4(2) . .
F7 C10 C11 119.8(2) . .
F7 C10 C9 121.3(2) . .
C11 C10 C9 118.9(2) . .
F8 C11 C10 119.9(2) . .
F8 C11 C12 120.0(2) . .
C10 C11 C12 120.1(2) . .
F9 C12 C11 119.8(2) . .
F9 C12 C13 121.2(2) . .
C11 C12 C13 119.0(2) . .
F10 C13 C12 117.4(2) . .
F10 C13 C8 119.48(19) . .
C12 C13 C8 123.2(2) . .
C15 C14 C19 117.52(17) . .
C15 C14 C1 122.41(16) . .
C19 C14 C1 119.94(16) . .
F11 C15 C16 118.42(16) . .
F11 C15 C14 120.15(16) . .
C16 C15 C14 121.41(18) . .
F12 C16 C17 120.17(18) . .
F12 C16 C15 120.19(19) . .
C17 C16 C15 119.64(18) . .
F13 C17 C16 120.33(19) . .
F13 C17 C18 119.4(2) . .
C16 C17 C18 120.23(18) . .
F14 C18 C19 120.87(19) . .
F14 C18 C17 119.99(19) . .
C19 C18 C17 119.10(19) . .
F15 C19 C18 118.55(18) . .
F15 C19 C14 119.40(17) . .
C18 C19 C14 122.01(18) . .
C25 C20 C21 120.54(18) . .
C25 C20 N1 118.97(17) . .
C21 C20 N1 120.44(17) . .
C20 C21 C22 119.21(18) . .
C20 C21 H21 120.4 . .
C22 C21 H21 120.4 . .
C23 C22 C21 120.64(19) . .
C23 C22 H22 119.7 . .
C21 C22 H22 119.7 . .
C22 C23 C24 119.81(19) . .
C22 C23 H23 120.1 . .
C24 C23 H23 120.1 . .
C25 C24 C23 119.9(2) . .
C25 C24 H24 120.0 . .
C23 C24 H24 120.0 . .
C20 C25 C24 119.83(19) . .
C20 C25 H25 120.1 . .
C24 C25 H25 120.1 . .
C2S C1S H1S1 109.5 . .
C2S C1S H1S2 109.5 . .
H1S1 C1S H1S2 109.5 . .
C2S C1S H1S3 109.5 . .
H1S1 C1S H1S3 109.5 . .
H1S2 C1S H1S3 109.5 . .
C3S C2S C1S 114.4(3) . .
C3S C2S H2S1 108.7 . .
C1S C2S H2S1 108.7 . .
C3S C2S H2S2 108.7 . .
C1S C2S H2S2 108.7 . .
H2S1 C2S H2S2 107.6 . .
C2S C3S C3S 115.0(3) . 2_466
C2S C3S H3S1 108.5 . .
C3S C3S H3S1 108.5 2_466 .
C2S C3S H3S2 108.5 . .
C3S C3S H3S2 108.5 2_466 .
H3S1 C3S H3S2 107.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ga1 O1 1.9128(13) .
Ga1 C8 1.9718(19) .
Ga1 C2 1.9766(18) .
Ga1 N1 1.9776(15) .
N1 C1 1.295(3) 2_565
N1 C20 1.443(2) .
O1 C1 1.282(2) .
C1 C14 1.500(2) .
C2 C7 1.385(3) .
C2 C3 1.386(3) .
C3 F1 1.349(2) .
C3 C4 1.383(3) .
C4 F2 1.342(3) .
C4 C5 1.378(3) .
C5 F3 1.343(2) .
C5 C6 1.375(3) .
C6 F4 1.333(2) .
C6 C7 1.383(3) .
C7 F5 1.352(2) .
C8 C13 1.379(3) .
C8 C9 1.382(3) .
C9 F6 1.352(2) .
C9 C10 1.377(3) .
C10 F7 1.347(3) .
C10 C11 1.372(4) .
C11 F8 1.342(3) .
C11 C12 1.375(4) .
C12 F9 1.338(3) .
C12 C13 1.378(3) .
C13 F10 1.346(3) .
C14 C15 1.387(3) .
C14 C19 1.387(3) .
C15 F11 1.337(2) .
C15 C16 1.380(3) .
C16 F12 1.337(2) .
C16 C17 1.378(3) .
C17 F13 1.332(2) .
C17 C18 1.386(3) .
C18 F14 1.333(2) .
C18 C19 1.374(3) .
C19 F15 1.337(2) .
C20 C25 1.385(3) .
C20 C21 1.389(3) .
C21 C22 1.389(3) .
C21 H21 0.9500 .
C22 C23 1.382(3) .
C22 H22 0.9500 .
C23 C24 1.391(3) .
C23 H23 0.9500 .
C24 C25 1.389(3) .
C24 H24 0.9500 .
C25 H25 0.9500 .
C1S C2S 1.518(6) .
C1S H1S1 0.9800 .
C1S H1S2 0.9800 .
C1S H1S3 0.9800 .
C2S C3S 1.500(5) .
C2S H2S1 0.9900 .
C2S H2S2 0.9900 .
C3S C3S 1.519(7) 2_466
C3S H3S1 0.9900 .
C3S H3S2 0.9900 .
