#------------------------------------------------------------------------------
#$Date: 2024-04-23 03:13:16 +0200 (Tue 23 de Apr de 2024) $
#$Revision: 291331 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/99/7159912.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_7159912
loop_
_publ_author_name
'Alexeev, Michael S.'
'Strelkova, Tatyana V.'
'Ilyin, Jr., Michail M.'
'Nelyubina, Yulia V.'
'Bespalov, Ivan A.'
'Medvedev, Michael'
'Khrustalev, Victor N.'
'Kuznetsov, Nikolai'
_publ_section_title
;
 New Generation of Highly Reactive Allylborating Agents For
 Cu(I)-Catalyzed Allylation of Chiral Sulfinylimines
;
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_paper_doi               10.1039/D4OB00291A
_journal_year                    2024
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C9 H18 B N'
_chemical_formula_sum            'C9 H18 B N'
_chemical_formula_weight         151.05
_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_Hall           'R 3'
_space_group_name_H-M_alt        'R 3 :H'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2023-08-21 deposited with the CCDC.	2024-04-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   10.5689(15)
_cell_length_b                   10.5689(15)
_cell_length_c                   8.3975(17)
_cell_measurement_reflns_used    500
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      35.0
_cell_measurement_theta_min      5.0
_cell_volume                     812.3(2)
_computing_cell_refinement       'iMosflm (Battye et al., 2011)'
_computing_data_collection       'Marccd (Doyle, 2011)'
_computing_data_reduction        iMosflm
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2015)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Rayonix SX165 CCD'
_diffrn_measurement_method       '/f scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.96990
_diffrn_reflns_av_R_equivalents  0.0785
_diffrn_reflns_av_unetI/netI     0.1776
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2342
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        35.587
_diffrn_reflns_theta_max         38.333
_diffrn_reflns_theta_min         5.265
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Scala (Evans, 2006)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    0.926
_exptl_crystal_description       prism
_exptl_crystal_F_000             252
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details
;
 Flack x determined using 133 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -2.3(10)
_refine_ls_extinction_coef       0.046(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.871
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     36
_refine_ls_number_reflns         749
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.871
_refine_ls_R_factor_all          0.1009
_refine_ls_R_factor_gt           0.0721
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1610
_refine_ls_wR_factor_ref         0.1861
_reflns_Friedel_coverage         0.980
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.967
_reflns_number_gt                427
_reflns_number_total             749
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob00291a3.cif
_cod_data_source_block           2887
_cod_original_cell_volume        812.3(3)
_cod_original_sg_symbol_H-M      'R 3'
_cod_database_code               7159912
_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   0.973
_shelx_estimated_absorpt_t_max   0.983
_shelxl_version_number           2014/6
_shelx_res_file
;
TITL 2887 in R3
CELL 0.96990  10.5689  10.5689  8.3975  90.000  90.000  120.000
ZERR    3.00   0.0015   0.0015  0.0017   0.000   0.000    0.000
LATT -3
SYMM -Y, +X-Y, +Z
SYMM +Y-X, -X, +Z
SFAC C H B N
DISP B 0.004 0.001 12.899
DISP C 0.007 0.003 25.571
DISP H -0 0 0.636
DISP N 0.013 0.007 47.42
UNIT 27 54 3 3
TEMP -173.0
SIZE 0.15 0.20 0.25

OMIT 3 9 0
OMIT -8 6 4
OMIT -1 2 6
OMIT -8 6 1
OMIT 0 2 7
OMIT -7 6 5
OMIT -7 5 6
OMIT 1 6 4
OMIT -2 8 5
OMIT -4 5 6
OMIT 4 8 2
OMIT -3 2 7
OMIT     0   0   6
OMIT    -4   9   5
OMIT    -5   9   4
OMIT     0   9   3
OMIT    -9   6   3
OMIT     1   1   6
L.S. 12
BOND $H
ACTA
CONF
TWIN 0 1 0 1 0 0 0 0 -1 2

WGHT    0.000000
EXTI    0.046069
BASF   0.47612
FVAR       1.81826
N1    4    0.666667    0.333333    0.625925    10.33333    0.04957    0.04957 =
         0.07857    0.00000    0.00000    0.02479
AFIX   3
H1    2    0.608750    0.368200    0.662045    11.00000   -1.50000
AFIX   0
B1    3    0.666667    0.333333    0.430644    10.33333    0.06838    0.06838 =
         0.06661    0.00000    0.00000    0.03419
C1    1    0.701109    0.496380    0.377473    11.00000    0.06995    0.06765 =
         0.08585    0.00544   -0.00001    0.03324
AFIX  23
H1A   2    0.707563    0.503134    0.259874    11.00000   -1.20000
H1B   2    0.618038    0.508860    0.410316    11.00000   -1.20000
AFIX   0
C2    1    0.840648    0.620802    0.447068    11.00000    0.06136    0.06386 =
         0.10224    0.04164    0.02350    0.03472
AFIX  43
H2    2    0.930116    0.632504    0.407566    11.00000   -1.20000
AFIX   0
C3    1    0.849766    0.713391    0.555991    11.00000    0.06739    0.05356 =
         0.10033    0.01793    0.00937    0.02977
AFIX  93
H3A   2    0.763380    0.706253    0.599275    11.00000   -1.20000
H3B   2    0.942778    0.787810    0.591856    11.00000   -1.20000

AFIX   0
HKLF 4

REM  2887 in R3
REM R1 =  0.0721 for     427 Fo > 4sig(Fo)  and  0.1009 for all     749 data
REM     36 parameters refined using      1 restraints

END

WGHT      0.0000      0.0000

REM Highest difference peak  0.207,  deepest hole -0.286,  1-sigma level  0.034
Q1    1   0.6520  0.3841  0.7163  11.00000  0.05    0.11
Q2    1   0.6259  0.5333  0.6122  11.00000  0.05    0.10
Q3    1   0.8567  0.7364  0.3649  11.00000  0.05    0.10
Q4    1   0.5089  0.5331  0.4762  11.00000  0.05    0.10
Q5    1   0.8080  0.5790  0.6220  11.00000  0.05    0.10
Q6    1   0.6974  0.4804  0.5823  11.00000  0.05    0.09
Q7    1   0.9138  0.6824  0.3077  11.00000  0.05    0.09
Q8    1   0.8571  0.6550  0.2690  11.00000  0.05    0.09
Q9    1   1.1034  0.7754  0.4835  11.00000  0.05    0.09
Q10   1   0.8034  0.6269  0.3875  11.00000  0.05    0.08
Q11   1   0.9092  0.6481  0.6401  11.00000  0.05    0.08
Q12   1   0.8521  0.5808  0.3855  11.00000  0.05    0.08
Q13   1   0.5709  0.4588  0.4578  11.00000  0.05    0.08
Q14   1   0.9394  0.5935  0.3538  11.00000  0.05    0.08
Q15   1   0.6817  0.6457  0.7367  11.00000  0.05    0.08
Q16   1   0.4691  0.4669  0.3937  11.00000  0.05    0.07
Q17   1   0.8019  0.5708  0.4905  11.00000  0.05    0.07
Q18   1   0.5290  0.4793  0.1914  11.00000  0.05    0.07
Q19   1   0.7059  0.5770  0.5012  11.00000  0.05    0.07
Q20   1   0.7314  0.3845  0.3532  11.00000  0.05    0.07
;
_shelx_res_checksum              84785
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
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
N1 N 0.6667 0.3333 0.6259(9) 0.059(2) Uani 1 3 d S T P . .
H1 H 0.6088 0.3682 0.6620 0.089 Uiso 1 1 d R U . . .
B1 B 0.6667 0.3333 0.4306(14) 0.068(3) Uani 1 3 d S T P . .
C1 C 0.7011(8) 0.4964(7) 0.3775(11) 0.075(2) Uani 1 1 d . . . . .
H1A H 0.7076 0.5031 0.2599 0.090 Uiso 1 1 calc R U . . .
H1B H 0.6180 0.5089 0.4103 0.090 Uiso 1 1 calc R U . . .
C2 C 0.8406(6) 0.6208(7) 0.4471(7) 0.074(2) Uani 1 1 d . . . . .
H2 H 0.9301 0.6325 0.4076 0.089 Uiso 1 1 calc R U . . .
C3 C 0.8498(8) 0.7134(6) 0.5560(7) 0.0740(18) Uani 1 1 d . . . . .
H3A H 0.7634 0.7063 0.5993 0.089 Uiso 1 1 calc R U . . .
H3B H 0.9428 0.7878 0.5919 0.089 Uiso 1 1 calc R U . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.050(3) 0.050(3) 0.079(6) 0.000 0.000 0.0248(13)
B1 0.068(5) 0.068(5) 0.067(7) 0.000 0.000 0.034(2)
C1 0.070(4) 0.068(4) 0.086(4) 0.005(4) 0.000(3) 0.033(4)
C2 0.061(4) 0.064(4) 0.102(5) 0.042(4) 0.023(4) 0.035(3)
C3 0.067(4) 0.054(4) 0.100(5) 0.018(4) 0.009(4) 0.030(3)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0070 0.0030 '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 0.0040 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0130 0.0070 '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
B1 N1 H1 109.5 . . ?
C1 B1 C1 112.8(4) 2_655 . ?
C1 B1 N1 105.8(5) . . ?
C2 C1 B1 114.6(5) . . ?
C2 C1 H1A 108.6 . . ?
B1 C1 H1A 108.6 . . ?
C2 C1 H1B 108.6 . . ?
B1 C1 H1B 108.6 . . ?
H1A C1 H1B 107.6 . . ?
C3 C2 C1 126.4(6) . . ?
C3 C2 H2 116.8 . . ?
C1 C2 H2 116.8 . . ?
C2 C3 H3A 120.0 . . ?
C2 C3 H3B 120.0 . . ?
H3A C3 H3B 120.0 . . ?
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
N1 B1 1.640(14) . ?
N1 H1 0.9100 . ?
B1 C1 1.635(7) . ?
C1 C2 1.519(9) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.307(9) . ?
C2 H2 0.9500 . ?
C3 H3A 0.9500 . ?
C3 H3B 0.9500 . ?
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
C1 B1 C1 C2 -60.0(12) 3_665 . . . ?
C1 B1 C1 C2 170.6(6) 2_655 . . . ?
N1 B1 C1 C2 55.3(6) . . . . ?
B1 C1 C2 C3 -109.6(8) . . . . ?
