#------------------------------------------------------------------------------
#$Date: 2024-12-06 20:47:05 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296556 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/73/7717302.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_7717302
loop_
_publ_author_name
'Yeung, Jason'
'Yeganeh-Salman, Amir'
'Miao, Linkun'
'Stephan, Douglas W.'
_publ_section_title
;
 Reactions of 1,1- and 1,2-bis-boranes with a protic diamine and
 hydrazine.
;
_journal_issue                   46
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              18727
_journal_page_last               18735
_journal_paper_doi               10.1039/d4dt02704c
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         '2(C18 H7 B F10 N2)'
_chemical_formula_sum            'C36 H14 B2 F20 N4'
_chemical_formula_weight         904.156
_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_Int_Tables_number      2
_audit_creation_date             2024-09-23
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-09-23 deposited with the CCDC.	2024-10-25 downloaded from the CCDC.
;
_cell_angle_alpha                70.870(12)
_cell_angle_beta                 85.776(13)
_cell_angle_gamma                84.188(13)
_cell_formula_units_Z            1
_cell_length_a                   8.113(2)
_cell_length_b                   9.814(3)
_cell_length_c                   11.106(3)
_cell_measurement_reflns_used    2177
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      25.89
_cell_measurement_theta_min      2.42
_cell_volume                     830.4(4)
_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)'
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.9878
_diffrn_measured_fraction_theta_max 0.9878
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0874
_diffrn_reflns_av_unetI/netI     0.1017
_diffrn_reflns_Laue_measured_fraction_full 0.9878
_diffrn_reflns_Laue_measured_fraction_max 0.9878
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10844
_diffrn_reflns_point_group_measured_fraction_full 0.9878
_diffrn_reflns_point_group_measured_fraction_max 0.9878
_diffrn_reflns_theta_full        24.9906
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.94
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_description       block
_exptl_crystal_F_000             448.512
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.4908
_refine_diff_density_min         -0.5109
_refine_diff_density_rms         0.1142
_refine_ls_d_res_high            0.8412
_refine_ls_d_res_low             10.4827
_refine_ls_goodness_of_fit_ref   0.9919
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    13
_refine_ls_number_parameters     284
_refine_ls_number_reflns         2903
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.9919
_refine_ls_R_factor_all          0.0832
_refine_ls_R_factor_gt           0.0527
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0608P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1437
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              11
_reflns_limit_k_min              -10
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                1953
_reflns_number_total             2903
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4dt02704c2.cif
_cod_data_source_block           AY06117_0m
_cod_depositor_comments
'Adding full bibliography for 7717302--7717308.cif.'
_cod_database_code               7717302
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
2. Others
 Fixed Sof: H11b(0.5) H20b(0.5)
3.a Riding coordinates:
 N20(H20a)
3.b Secondary CH2 refined with riding coordinates:
 N11(H11a,H11b)
3.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C26(H26), C30(H30), C31(H31)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -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_refinement_flags_posn
_atom_site_refinement_flags_occupancy
F1 F 0.0273(2) 0.65575(17) 0.97887(16) 0.0239(5) Uani 1.000000 . .
F2 F 0.3434(2) 0.86433(17) 1.34628(16) 0.0253(5) Uani 1.000000 . .
F3 F 0.6836(2) 0.73931(19) 0.93303(17) 0.0303(5) Uani 1.000000 . .
F4 F 0.4219(2) 0.66799(19) 1.56599(16) 0.0293(5) Uani 1.000000 . .
F5 F 0.0520(2) 0.52215(17) 1.24752(17) 0.0276(5) Uani 1.000000 . .
F6 F 0.2311(2) 0.54088(19) 0.82926(17) 0.0301(5) Uani 1.000000 . .
F7 F 0.3142(2) 0.39725(18) 1.63557(16) 0.0326(5) Uani 1.000000 . .
F8 F 0.5607(2) 0.58258(19) 0.80434(17) 0.0292(5) Uani 1.000000 . .
F9 F 0.4839(2) 0.84963(18) 1.08733(17) 0.0260(5) Uani 1.000000 . .
F10 F 0.1312(2) 0.32613(18) 1.47136(18) 0.0346(5) Uani 1.000000 . .
N11 N -0.0588(3) 0.8341(3) 1.1348(2) 0.0191(6) Uani 1.000000 . .
H11a H -0.1040(3) 0.7465(3) 1.1684(2) 0.0229(7) Uiso 1.000000 R .
H11b H -0.0897(3) 0.8769(3) 1.0518(2) 0.0229(7) Uiso 0.500000 R P
C12 C 0.4579(4) 0.6402(3) 0.8786(3) 0.0197(7) Uani 1.000000 . .
C13 C 0.2835(4) 0.7325(3) 1.3717(3) 0.0174(7) Uani 1.000000 . .
C14 C 0.2460(4) 0.7609(3) 1.0371(3) 0.0160(7) Uani 1.000000 . .
C15 C 0.2730(4) 0.4956(3) 1.5228(3) 0.0222(8) Uani 1.000000 . .
C16 C 0.1902(4) 0.6807(3) 0.9696(3) 0.0171(7) Uani 1.000000 . .
C17 C 0.5199(3) 0.7202(3) 0.9434(3) 0.0186(7) Uani 1.000000 . .
C18 C 0.4144(4) 0.7769(3) 1.0211(3) 0.0190(7) Uani 1.000000 . .
C19 C 0.1419(4) 0.5638(3) 1.3254(3) 0.0192(7) Uani 1.000000 . .
N20 N 0.1578(3) 0.9785(3) 1.1309(2) 0.0178(6) Uani 1.000000 . .
H20a H 0.2562(3) 0.9974(3) 1.1466(2) 0.0214(7) Uiso 1.000000 R .
C21 C -0.1082(4) 0.9275(3) 1.2111(3) 0.0184(7) Uani 1.000000 . .
C22 C 0.1822(4) 0.4603(3) 1.4405(3) 0.0219(7) Uani 1.000000 . .
C23 C 0.3259(4) 0.6322(3) 1.4885(3) 0.0220(7) Uani 1.000000 . .
C24 C 0.1896(3) 0.7046(3) 1.2856(3) 0.0173(7) Uani 1.000000 . .
C25 C 0.0115(4) 1.1018(3) 1.2826(3) 0.0247(8) Uani 1.000000 . .
H25 H 0.1018(4) 1.1558(3) 1.2837(3) 0.0297(10) Uiso 1.000000 R .
C26 C -0.2558(4) 0.9409(3) 1.2778(3) 0.0233(8) Uani 1.000000 . .
H26 H -0.3466(4) 0.8882(3) 1.2750(3) 0.0280(9) Uiso 1.000000 R .
C27 C 0.2921(4) 0.6205(3) 0.8911(3) 0.0197(7) Uani 1.000000 . .
B28 B 0.1377(4) 0.8156(4) 1.1432(3) 0.0190(8) Uani 1.000000 . .
C29 C 0.0218(4) 1.0098(3) 1.2107(3) 0.0194(7) Uani 1.000000 . .
C30 C -0.1350(4) 1.1131(4) 1.3535(3) 0.0302(9) Uani 1.000000 . .
H30 H -0.1450(4) 1.1746(4) 1.4047(3) 0.0363(10) Uiso 1.000000 R .
C31 C -0.2670(4) 1.0347(3) 1.3497(3) 0.0296(8) Uani 1.000000 . .
H31 H -0.3670(4) 1.0453(3) 1.3971(3) 0.0355(10) Uiso 1.000000 R .
H20b H 0.126(8) 1.042(7) 1.047(7) 0.04(2) Uiso 0.500000 . P
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00156 0.00068 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
F 0.01756 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
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
H11b N11 H11a 109.2 . . ?
C21 N11 H11a 111.29(16) . . ?
C21 N11 H11b 111.29(14) . . ?
B28 N11 H11a 111.29(15) . . ?
B28 N11 H11b 111.29(16) . . ?
B28 N11 C21 102.4(2) . . ?
C17 C12 F8 119.6(3) . . ?
C27 C12 F8 121.1(3) . . ?
C27 C12 C17 119.3(3) . . ?
C23 C13 F2 114.8(3) . . ?
C24 C13 F2 121.1(2) . . ?
C24 C13 C23 124.1(3) . . ?
C18 C14 C16 114.4(3) . . ?
B28 C14 C16 125.4(3) . . ?
B28 C14 C18 119.6(3) . . ?
C22 C15 F7 120.8(3) . . ?
C23 C15 F7 119.9(3) . . ?
C23 C15 C22 119.3(3) . . ?
C14 C16 F1 120.0(3) . . ?
C27 C16 F1 116.4(3) . . ?
C27 C16 C14 123.6(3) . . ?
C12 C17 F3 120.0(3) . . ?
C18 C17 F3 120.7(3) . . ?
C18 C17 C12 119.3(3) . . ?
C14 C18 F9 119.3(3) . . ?
C17 C18 F9 116.8(3) . . ?
C17 C18 C14 123.9(3) . . ?
C22 C19 F5 116.6(3) . . ?
C24 C19 F5 119.1(2) . . ?
C24 C19 C22 124.3(3) . . ?
B28 N20 H20a 116.0 . . ?
C29 N20 H20a 116.15(16) . . ?
C29 N20 B28 102.5(2) . . ?
H20b N20 H20a 110(4) . . ?
H20b N20 B28 110(4) . . ?
H20b N20 C29 102(4) . . ?
C26 C21 N11 129.6(3) . . ?
C29 C21 N11 109.4(3) . . ?
C29 C21 C26 121.1(3) . . ?
C15 C22 F10 120.3(3) . . ?
C19 C22 F10 120.4(3) . . ?
C19 C22 C15 119.3(3) . . ?
C13 C23 F4 120.1(3) . . ?
C15 C23 F4 120.4(3) . . ?
C15 C23 C13 119.5(3) . . ?
C19 C24 C13 113.6(3) . . ?
B28 C24 C13 127.3(3) . . ?
B28 C24 C19 119.1(3) . . ?
C29 C25 H25 120.9(2) . . ?
C30 C25 H25 120.9(2) . . ?
C30 C25 C29 118.1(3) . . ?
H26 C26 C21 121.2(2) . . ?
C31 C26 C21 117.6(3) . . ?
C31 C26 H26 121.2(2) . . ?
C12 C27 F6 119.5(3) . . ?
C16 C27 F6 121.0(3) . . ?
C16 C27 C12 119.4(3) . . ?
C14 B28 N11 117.9(3) . . ?
N20 B28 N11 95.8(2) . . ?
N20 B28 C14 113.9(3) . . ?
C24 B28 N11 109.8(2) . . ?
C24 B28 C14 107.9(2) . . ?
C24 B28 N20 111.2(3) . . ?
C21 C29 N20 109.7(3) . . ?
C25 C29 N20 128.9(3) . . ?
C25 C29 C21 121.3(3) . . ?
H30 C30 C25 119.9(2) . . ?
C31 C30 C25 120.3(3) . . ?
C31 C30 H30 119.9(2) . . ?
C30 C31 C26 121.5(3) . . ?
H31 C31 C26 119.2(2) . . ?
H31 C31 C30 119.2(2) . . ?
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
F1 C16 1.358(3) . ?
F2 C13 1.363(3) . ?
F3 C17 1.351(3) . ?
F4 C23 1.350(3) . ?
F5 C19 1.353(3) . ?
F6 C27 1.345(3) . ?
F7 C15 1.348(3) . ?
F8 C12 1.343(3) . ?
F9 C18 1.362(3) . ?
F10 C22 1.347(3) . ?
N11 H11a 0.9200 . ?
N11 H11b 0.9200 . ?
N11 C21 1.450(4) . ?
N11 B28 1.593(4) . ?
C12 C17 1.376(4) . ?
C12 C27 1.368(4) . ?
C13 C23 1.389(4) . ?
C13 C24 1.375(4) . ?
C14 C16 1.377(4) . ?
C14 C18 1.383(4) . ?
C14 B28 1.617(5) . ?
C15 C22 1.363(4) . ?
C15 C23 1.372(4) . ?
C16 C27 1.388(4) . ?
C17 C18 1.377(4) . ?
C19 C22 1.385(4) . ?
C19 C24 1.391(4) . ?
N20 H20a 0.8800 . ?
N20 B28 1.584(4) . ?
N20 C29 1.436(4) . ?
N20 H20b 0.97(7) . ?
C21 C26 1.379(4) . ?
C21 C29 1.391(4) . ?
C24 B28 1.656(4) . ?
C25 H25 0.9500 . ?
C25 C29 1.381(4) . ?
C25 C30 1.392(5) . ?
C26 H26 0.9500 . ?
C26 C31 1.395(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.391(5) . ?
C31 H31 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
F1 C16 C14 C18 179.1(2) . . . . ?
F1 C16 C14 B28 7.7(3) . . . . ?
F1 C16 C27 F6 -0.6(3) . . . . ?
F1 C16 C27 C12 -179.3(2) . . . . ?
F2 C13 C23 F4 -1.1(3) . . . . ?
F2 C13 C23 C15 -179.5(3) . . . . ?
F2 C13 C24 C19 178.6(3) . . . . ?
F2 C13 C24 B28 1.5(4) . . . . ?
F3 C17 C12 F8 -0.6(3) . . . . ?
F3 C17 C12 C27 179.3(3) . . . . ?
F3 C17 C18 F9 -1.1(3) . . . . ?
F3 C17 C18 C14 -179.5(2) . . . . ?
F4 C23 C13 C24 178.6(3) . . . . ?
F4 C23 C15 F7 1.2(3) . . . . ?
F4 C23 C15 C22 -177.2(3) . . . . ?
F5 C19 C22 F10 -0.7(3) . . . . ?
F5 C19 C22 C15 179.8(3) . . . . ?
F5 C19 C24 C13 -178.5(3) . . . . ?
F5 C19 C24 B28 -1.1(3) . . . . ?
F6 C27 C12 F8 0.8(3) . . . . ?
F6 C27 C12 C17 -179.2(3) . . . . ?
F6 C27 C16 C14 178.8(2) . . . . ?
F7 C15 C22 F10 0.5(3) . . . . ?
F7 C15 C22 C19 -180.0(3) . . . . ?
F7 C15 C23 C13 179.6(3) . . . . ?
F8 C12 C17 C18 -178.9(3) . . . . ?
F8 C12 C27 C16 179.4(3) . . . . ?
F9 C18 C14 C16 -177.5(2) . . . . ?
F9 C18 C14 B28 -5.6(3) . . . . ?
F9 C18 C17 C12 177.1(2) . . . . ?
F10 C22 C15 C23 178.9(3) . . . . ?
F10 C22 C19 C24 -179.8(3) . . . . ?
N11 C21 C26 C31 176.6(3) . . . . ?
N11 C21 C29 N20 2.3(2) . . . . ?
N11 C21 C29 C25 -176.0(2) . . . . ?
N11 B28 C14 C16 -24.8(3) . . . . ?
N11 B28 C14 C18 164.2(3) . . . . ?
N11 B28 N20 C29 41.7(2) . . . . ?
N11 B28 C24 C13 -123.5(3) . . . . ?
N11 B28 C24 C19 59.5(3) . . . . ?
C12 C17 C18 C14 -1.3(3) . . . . ?
C12 C27 C16 C14 0.1(3) . . . . ?
C13 C23 C15 C22 1.2(4) . . . . ?
C13 C24 C19 C22 0.6(3) . . . . ?
C13 C24 B28 C14 106.8(3) . . . . ?
C13 C24 B28 N20 -18.8(3) . . . . ?
C14 B28 N20 C29 165.7(3) . . . . ?
C14 B28 C24 C19 -70.2(3) . . . . ?
C15 C22 C19 C24 0.6(4) . . . . ?
C19 C24 B28 N20 164.2(3) . . . . ?
N20 C29 C21 C26 -178.1(2) . . . . ?
N20 C29 C25 C30 -179.6(3) . . . . ?
C21 C26 C31 C30 0.5(3) . . . . ?
C21 C29 C25 C30 -1.7(3) . . . . ?
C25 C30 C31 C26 1.4(3) . . . . ?
