#------------------------------------------------------------------------------
#$Date: 2025-03-04 20:49:01 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298073 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/41/7134119.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_7134119
loop_
_publ_author_name
'Chen, Xi-Meng'
'Chi, Jing-Xian'
'Li, Yin-Yin'
'Ge, Yi-Wen'
'Wang, Peng'
'Wang, Hongju'
'Jiang, Kai'
'Ma, Yan-Na'
'Chen, Xuenian'
_publ_section_title
;
 Synthesis, structures, and optical properties of N-heterocycle and amino
 acid ester-coordinated B₃H₇.
;
_journal_issue                   11
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2313
_journal_page_last               2316
_journal_paper_doi               10.1039/d4cc05845c
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C9 H13 B3 Cl N'
_chemical_formula_sum            'C9 H13 B3 Cl N'
_chemical_formula_weight         203.08
_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
_atom_sites_solution_primary     iterative
_audit_creation_date             2024-12-25
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-12-25 deposited with the CCDC.	2025-01-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.990(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.6443(4)
_cell_length_b                   6.7370(3)
_cell_length_c                   10.0988(5)
_cell_measurement_reflns_used    1286
_cell_measurement_temperature    293
_cell_measurement_theta_max      70.6760
_cell_measurement_theta_min      4.6800
_cell_volume                     549.09(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/1 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5-alpha (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293.00
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00  10.00   1.00    1.00    --  -35.62  37.00  92.00   65
  2  ω    -69.00 -29.00   1.00    1.00    --  -35.62 -37.00 -63.00   40
  3  ω   -104.00 -70.00   1.00    1.00    --  -35.62 -37.00 -63.00   34
  4  ω     36.00  61.00   1.00    1.00    --   35.62  37.00  92.00   25
  5  ω     39.00 126.00   1.00    2.04    --  106.81 -37.00 -63.00   87
  6  ω    100.00 173.00   1.00    2.04    --  106.81  37.00  92.00   73
  7  ω    -31.00  44.00   1.00    1.00    --   35.62 -57.00-180.00   75
  8  ω      1.00  26.00   1.00    1.00    --   35.62 -37.00 -63.00   25
  9  ω     36.00 102.00   1.00    1.00    --   35.62  57.00 -90.00   66
 10  ω     49.00  76.00   1.00    2.04    --  106.81 -95.00  90.00   27
 11  ω     77.00 122.00   1.00    2.04    --  106.81 -45.00-150.00   45
 12  ω     50.00 100.00   1.00    2.04    --  106.81 -95.00 -30.00   50
 13  ω    115.00 142.00   1.00    2.04    --  106.81 178.00 -30.00   27
 14  ω     80.00 107.00   1.00    2.04    --  106.81 178.00 -30.00   27
 15  ω    113.00 140.00   1.00    2.04    --  106.81  77.00   0.00   27
 16  ω     79.00 104.00   1.00    2.04    --  106.81 -95.00  90.00   25
 17  ω     41.00 109.00   1.00    2.04    --  106.81 -30.00 150.00   68
 18  ω     40.00 104.00   1.00    2.04    --  106.81-111.00 -60.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2202
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.288
_diffrn_reflns_theta_min         4.690
_exptl_absorpt_coefficient_mu    2.679
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94588
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_description       block
_exptl_crystal_F_000             212
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     103
_refine_ls_number_reflns         1140
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0505
_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)+(0.0844P)²+0.1538P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1392
_refine_ls_wR_factor_ref         0.1452
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1012
_reflns_number_total             1140
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc05845c2.cif
_cod_data_source_block           202314-cjx-8cl_auto
_cod_depositor_comments
'Adding full bibliography for 7134119--7134122.cif.'
_cod_database_code               7134119
_shelx_shelxl_version_number     2019/1
_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_max   0.775
_shelx_estimated_absorpt_t_min   0.775
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C8(H8)
;
_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
;
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
Cl1 Cl 0.83628(8) 0.750000 0.51023(8) 0.0656(3) Uani 1 2 d S T P . .
N8 N 0.3430(3) 0.750000 0.1813(2) 0.0393(5) Uani 1 2 d S T P . .
C1 C 0.4875(3) 0.750000 0.2878(3) 0.0392(6) Uani 1 2 d S T P . .
H1 H 0.574(4) 0.750000 0.265(3) 0.041(8) Uiso 1 2 d S . P . .
C2 C 0.5008(3) 0.750000 0.4302(2) 0.0392(6) Uani 1 2 d S T P . .
C3 C 0.6550(3) 0.750000 0.5452(3) 0.0447(6) Uani 1 2 d S T P . .
C4 C 0.6611(4) 0.750000 0.6823(3) 0.0532(7) Uani 1 2 d S T P . .
H4 H 0.762979 0.750000 0.756560 0.064 Uiso 1 2 calc R U P . .
C5 C 0.5146(4) 0.750000 0.7111(3) 0.0563(8) Uani 1 2 d S T P . .
H5 H 0.520035 0.750000 0.804699 0.068 Uiso 1 2 calc R U P . .
C6 C 0.3641(4) 0.750000 0.6040(3) 0.0533(7) Uani 1 2 d S T P . .
H6 H 0.267781 0.750000 0.625116 0.064 Uiso 1 2 calc R U P . .
C7 C 0.3534(3) 0.750000 0.4614(3) 0.0427(6) Uani 1 2 d S T P . .
C8 C 0.2021(3) 0.750000 0.3447(3) 0.0484(7) Uani 1 2 d S T P . .
H8 H 0.102712 0.750000 0.360874 0.058 Uiso 1 2 calc R U P . .
C9 C 0.1993(3) 0.750000 0.2105(3) 0.0455(6) Uani 1 2 d S T P . .
H9 H 0.102(5) 0.750000 0.129(4) 0.058(9) Uiso 1 2 d S . P . .
B1 B 0.1841(6) 0.8801(10) -0.1027(4) 0.114(2) Uani 1 1 d . . . . .
H1A H 0.139(5) 0.977(8) -0.045(4) 0.137(14) Uiso 1 1 d . . . . .
H1B H 0.190(5) 0.925(6) -0.196(4) 0.125(13) Uiso 1 1 d . . . . .
H1C H 0.080(10) 0.750000 -0.124(7) 0.15(3) Uiso 1 2 d S . P . .
B2 B 0.3427(4) 0.750000 0.0238(3) 0.0503(8) Uani 1 2 d S T P . .
H2 H 0.442(5) 0.825(7) 0.023(4) 0.137(15) Uiso 1 1 d . . . . .
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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'
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
C1 N8 C9 119.2(2) . . ?
C1 N8 B2 118.4(2) . . ?
C9 N8 B2 122.4(2) . . ?
N8 C1 H1 116.5(19) . . ?
N8 C1 C2 122.7(2) . . ?
C2 C1 H1 120.8(19) . . ?
C1 C2 C3 123.2(2) . . ?
C1 C2 C7 118.6(2) . . ?
C7 C2 C3 118.2(2) . . ?
C2 C3 Cl1 119.2(2) . . ?
C4 C3 Cl1 120.0(2) . . ?
C4 C3 C2 120.9(3) . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.1(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 H6 119.8 . . ?
C5 C6 C7 120.3(3) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 C2 119.5(3) . . ?
C6 C7 C8 123.6(3) . . ?
C8 C7 C2 116.9(2) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 121.1(2) . . ?
C9 C8 H8 119.5 . . ?
N8 C9 H9 114(2) . . ?
C8 C9 N8 121.6(2) . . ?
C8 C9 H9 124(2) . . ?
B1 B1 H1A 129(3) 4_575 . ?
B1 B1 H1B 108(2) 4_575 . ?
B1 B1 H1C 44(3) 4_575 . ?
H1A B1 H1B 119(4) . . ?
H1A B1 H1C 99(4) . . ?
H1B B1 H1C 110(4) . . ?
B2 B1 B1 59.7(3) . 4_575 ?
B2 B1 H1A 105(2) . . ?
B2 B1 H1B 123(2) . . ?
B2 B1 H1C 96(3) . . ?
N8 B2 B1 116.9(2) . 4_575 ?
N8 B2 B1 116.9(2) . . ?
N8 B2 H2 109(2) . . ?
N8 B2 H2 109(2) . 4_575 ?
B1 B2 B1 60.5(5) . 4_575 ?
B1 B2 H2 101(2) . . ?
B1 B2 H2 134(2) 4_575 . ?
B1 B2 H2 101(2) 4_575 4_575 ?
B1 B2 H2 134(2) . 4_575 ?
H2 B2 H2 60(5) . 4_575 ?
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
Cl1 C3 1.725(3) . ?
N8 C1 1.325(3) . ?
N8 C9 1.375(3) . ?
N8 B2 1.590(3) . ?
C1 H1 0.86(3) . ?
C1 C2 1.401(3) . ?
C2 C3 1.421(4) . ?
C2 C7 1.417(4) . ?
C3 C4 1.366(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.397(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.362(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.411(4) . ?
C7 C8 1.412(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.347(4) . ?
C9 H9 0.94(4) . ?
B1 B1 1.753(14) 4_575 ?
B1 H1A 1.04(5) . ?
B1 H1B 1.01(4) . ?
B1 H1C 1.22(6) . ?
B1 B2 1.739(4) . ?
B2 H2 1.00(4) . ?
B2 H2 1.00(4) 4_575 ?
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
Cl1 C3 C4 C5 180.000(1) . . . . ?
N8 C1 C2 C3 180.000(1) . . . . ?
N8 C1 C2 C7 0.000(1) . . . . ?
C1 N8 C9 C8 0.000(0) . . . . ?
C1 N8 B2 B1 -145.6(3) . . . . ?
C1 N8 B2 B1 145.6(3) . . . 4_575 ?
C1 C2 C3 Cl1 0.000(1) . . . . ?
C1 C2 C3 C4 180.000(1) . . . . ?
C1 C2 C7 C6 180.000(1) . . . . ?
C1 C2 C7 C8 0.000(1) . . . . ?
C2 C3 C4 C5 0.000(1) . . . . ?
C2 C7 C8 C9 0.000(1) . . . . ?
C3 C2 C7 C6 0.000(1) . . . . ?
C3 C2 C7 C8 180.000(1) . . . . ?
C3 C4 C5 C6 0.000(2) . . . . ?
C4 C5 C6 C7 0.000(1) . . . . ?
C5 C6 C7 C2 0.000(1) . . . . ?
C5 C6 C7 C8 180.000(1) . . . . ?
C6 C7 C8 C9 180.000(1) . . . . ?
C7 C2 C3 Cl1 180.000(0) . . . . ?
C7 C2 C3 C4 0.000(1) . . . . ?
C7 C8 C9 N8 0.000(1) . . . . ?
C9 N8 C1 C2 0.000(1) . . . . ?
C9 N8 B2 B1 -34.4(3) . . . 4_575 ?
C9 N8 B2 B1 34.4(3) . . . . ?
B1 B1 B2 N8 -107.2(2) 4_575 . . . ?
B2 N8 C1 C2 180.000(0) . . . . ?
B2 N8 C9 C8 180.000(0) . . . . ?
