#------------------------------------------------------------------------------
#$Date: 2024-02-04 14:02:25 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289525 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/46/7714644.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_7714644
loop_
_publ_author_name
'Bedi, Vaibhav'
'Mandal, Dipendu'
'Hussain, Zahid'
'Chen, Shi-Ming'
'Wu, Yile'
'Qu, Zheng-Wang'
'Grimme, Stefan'
'Stephan, Douglas W.'
_publ_section_title
;
 The impact of Lewis acid variation on reactions with di-tert-butyl
 diazo diesters.
;
_journal_issue                   2
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              439
_journal_page_last               443
_journal_paper_doi               10.1039/d3dt03506a
_journal_volume                  53
_journal_year                    2024
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C8 H21 N2, B F4.25'
_chemical_formula_sum            'C8 H21 B F4.25 N2'
_chemical_formula_weight         236.837
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_Int_Tables_number      19
_audit_creation_date             2023-09-26
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-10-19 deposited with the CCDC.	2023-11-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.750(2)
_cell_length_b                   8.991(3)
_cell_length_c                   15.956(5)
_cell_measurement_reflns_used    6449
_cell_measurement_temperature    149.68
_cell_measurement_theta_max      22.43
_cell_measurement_theta_min      2.55
_cell_volume                     1255.3(6)
_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      149.68
_diffrn_measured_fraction_theta_full 0.9961
_diffrn_measured_fraction_theta_max 0.9961
_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  0.1253
_diffrn_reflns_av_unetI/netI     0.0698
_diffrn_reflns_Laue_measured_fraction_full 0.9961
_diffrn_reflns_Laue_measured_fraction_max 0.9961
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29745
_diffrn_reflns_point_group_measured_fraction_full 0.9973
_diffrn_reflns_point_group_measured_fraction_max 0.9973
_diffrn_reflns_theta_full        24.9961
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.55
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_description       block
_exptl_crystal_F_000             505.472
_refine_diff_density_max         0.7243
_refine_diff_density_min         -0.3960
_refine_diff_density_rms         0.0844
_refine_ls_abs_structure_details
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.2(6)
_refine_ls_d_res_high            0.8410
_refine_ls_d_res_low             7.9780
_refine_ls_extinction_coef       0.006(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0762
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    24
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2205
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0762
_refine_ls_R_factor_all          0.0908
_refine_ls_R_factor_gt           0.0744
_refine_ls_shift/su_max          -0.0008
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1242P)²+1.2125P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1971
_refine_ls_wR_factor_ref         0.2216
_reflns_Friedel_coverage         0.999
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              10
_reflns_limit_k_min              -10
_reflns_limit_l_max              18
_reflns_limit_l_min              -18
_reflns_number_gt                1836
_reflns_number_total             2205
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3dt03506a2.cif
_cod_data_source_block           1_CCDC2
_cod_depositor_comments
'Adding full bibliography for 7714643--7714645.cif.'
_cod_original_sg_symbol_Hall     ' P 2ac 2ab'
_cod_database_code               7714644
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: F6(0.25)
3.a Idealised Me refined as rotating group:
 C18(H18a,H18b,H18c), C17(H17a,H17b,H17c), C21(H21a,H21b,H21c), C20(H20a,H20b,
 H20c), C19(H19a,H19b,H19c), C22(H22a,H22b,H22c)
;
_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+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
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
_atom_site_disorder_group
N1 N -0.3414(4) -0.0603(4) 0.1195(2) 0.0311(8) Uani 1.000000 . . .
C10 C -0.2914(4) 0.0784(4) 0.0747(2) 0.0281(8) Uani 1.000000 . . .
N2 N -0.2319(4) -0.1796(4) 0.1114(2) 0.0288(8) Uani 1.000000 . . .
C11 C -0.2445(4) -0.2960(4) 0.1815(2) 0.0279(9) Uani 1.000000 . . .
C18 C -0.2446(6) 0.0513(5) -0.0157(3) 0.0419(11) Uani 1.000000 . . .
H18a H -0.155(2) -0.014(3) -0.0170(3) 0.0629(17) Uiso 1.000000 GR . .
H18b H -0.3290(16) 0.004(4) -0.0458(6) 0.0629(17) Uiso 1.000000 GR . .
H18c H -0.220(4) 0.1464(6) -0.0424(7) 0.0629(17) Uiso 1.000000 GR . .
B9 B -0.7963(5) -0.1050(5) 0.0819(3) 0.0313(10) Uani 1.000000 . . .
C17 C -0.1629(6) 0.1494(5) 0.1248(3) 0.0430(11) Uani 1.000000 . . .
H17a H -0.1929(17) 0.156(3) 0.1839(5) 0.0646(17) Uiso 1.000000 GR . .
H17b H -0.0705(12) 0.089(2) 0.1198(18) 0.0646(17) Uiso 1.000000 GR . .
H17c H -0.143(3) 0.2493(16) 0.1030(14) 0.0646(17) Uiso 1.000000 GR . .
C21 C -0.2086(5) -0.2169(5) 0.2629(2) 0.0377(10) Uani 1.000000 . . .
H21a H -0.284(2) -0.138(2) 0.2725(10) 0.0565(15) Uiso 1.000000 GR . .
H21b H -0.212(4) -0.2883(9) 0.3093(4) 0.0565(15) Uiso 1.000000 GR . .
H21c H -0.1063(16) -0.173(3) 0.2596(8) 0.0565(15) Uiso 1.000000 GR . .
C20 C -0.1230(6) -0.4128(5) 0.1611(3) 0.0465(12) Uani 1.000000 . . .
H20a H -0.123(3) -0.490(2) 0.2044(12) 0.0698(18) Uiso 1.000000 GR . .
H20b H -0.146(2) -0.458(3) 0.1065(11) 0.0698(18) Uiso 1.000000 GR . .
H20c H -0.0222(8) -0.3654(9) 0.159(2) 0.0698(18) Uiso 1.000000 GR . .
C19 C -0.4329(5) 0.1778(6) 0.0787(4) 0.0521(14) Uani 1.000000 . . .
H19a H -0.5195(12) 0.1265(18) 0.053(2) 0.078(2) Uiso 1.000000 GR . .
H19b H -0.457(3) 0.200(3) 0.1374(4) 0.078(2) Uiso 1.000000 GR . .
H19c H -0.4128(16) 0.2709(19) 0.049(2) 0.078(2) Uiso 1.000000 GR . .
C22 C -0.4028(6) -0.3601(5) 0.1805(4) 0.0500(13) Uani 1.000000 . . .
H22a H -0.4100(13) -0.440(3) 0.2221(17) 0.075(2) Uiso 1.000000 GR . .
H22b H -0.4769(7) -0.2820(11) 0.194(2) 0.075(2) Uiso 1.000000 GR . .
H22c H -0.4248(17) -0.400(4) 0.1247(8) 0.075(2) Uiso 1.000000 GR . .
F2 F -0.7934(10) 0.0397(9) 0.0566(6) 0.125(3) Uani 1.000000 . . 2
F5 F -0.6639(3) -0.1725(4) 0.0550(2) 0.0679(10) Uani 1.000000 . . 2
F7 F -0.9129(3) -0.1768(4) 0.0386(2) 0.0690(10) Uani 1.000000 . . 2
F3 F -0.8281(10) -0.1175(5) 0.1627(2) 0.148(3) Uani 1.000000 . . 1
F6 F -0.7956(10) 0.0452(8) 0.0568(7) 0.006(2) Uani 0.250000 . P 1
H2a H -0.139(4) -0.135(4) 0.115(2) 0.010(8) Uiso 1.000000 . . .
H1 H -0.417(6) -0.094(6) 0.096(3) 0.035(13) Uiso 1.000000 . . .
H2b H -0.253(7) -0.220(7) 0.070(4) 0.069(19) Uiso 1.000000 . . .
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
N2 N1 C10 112.4(3) . . ?
H1 N1 C10 109(4) . . ?
H1 N1 N2 103(4) . . ?
C18 C10 N1 113.4(3) . . ?
C17 C10 N1 108.4(3) . . ?
C17 C10 C18 111.5(3) . . ?
C19 C10 N1 103.3(3) . . ?
C19 C10 C18 110.6(3) . . ?
C19 C10 C17 109.4(4) . . ?
C11 N2 N1 113.2(3) . . ?
H2a N2 N1 105(2) . . ?
H2a N2 C11 108(2) . . ?
H2b N2 N1 105(5) . . ?
H2b N2 C11 106(5) . . ?
H2b N2 H2a 119(5) . . ?
C21 C11 N2 106.8(3) . . ?
C20 C11 N2 105.3(3) . . ?
C20 C11 C21 111.2(3) . . ?
C22 C11 N2 108.7(3) . . ?
C22 C11 C21 112.4(4) . . ?
C22 C11 C20 112.1(4) . . ?
H18a C18 C10 109.5 . . ?
H18b C18 C10 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 C10 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 109.5 . . ?
F5 B9 F2 108.3(5) . . ?
F7 B9 F2 108.1(6) . . ?
F7 B9 F5 104.9(3) . . ?
F3 B9 F2 112.0(6) . . ?
F3 B9 F5 116.2(5) . . ?
F3 B9 F7 106.8(5) . . ?
F6 B9 F2 1.1(7) . . ?
F6 B9 F5 109.3(5) . . ?
F6 B9 F7 107.9(5) . . ?
F6 B9 F3 111.1(6) . . ?
H17a C17 C10 109.5 . . ?
H17b C17 C10 109.5 . . ?
H17b C17 H17a 109.5 . . ?
H17c C17 C10 109.5 . . ?
H17c C17 H17a 109.5 . . ?
H17c C17 H17b 109.5 . . ?
H21a C21 C11 109.5 . . ?
H21b C21 C11 109.5 . . ?
H21b C21 H21a 109.5 . . ?
H21c C21 C11 109.5 . . ?
H21c C21 H21a 109.5 . . ?
H21c C21 H21b 109.5 . . ?
H20a C20 C11 109.5 . . ?
H20b C20 C11 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 C11 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
H19a C19 C10 109.5 . . ?
H19b C19 C10 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 C10 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?
H22a C22 C11 109.5 . . ?
H22b C22 C11 109.5 . . ?
H22b C22 H22a 109.5 . . ?
H22c C22 C11 109.5 . . ?
H22c C22 H22a 109.5 . . ?
H22c C22 H22b 109.5 . . ?
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 C10 1.502(5) . ?
N1 N2 1.443(5) . ?
N1 H1 0.82(5) . ?
C10 C18 1.519(6) . ?
C10 C17 1.519(6) . ?
C10 C19 1.529(6) . ?
N2 C11 1.535(4) . ?
N2 H2a 0.91(4) . ?
N2 H2b 0.77(7) . ?
C11 C21 1.514(5) . ?
C11 C20 1.529(6) . ?
C11 C22 1.500(6) . ?
C18 H18a 0.9800 . ?
C18 H18b 0.9800 . ?
C18 H18c 0.9800 . ?
B9 F2 1.362(9) . ?
B9 F5 1.377(5) . ?
B9 F7 1.391(5) . ?
B9 F3 1.325(6) . ?
B9 F6 1.408(8) . ?
C17 H17a 0.9800 . ?
C17 H17b 0.9800 . ?
C17 H17c 0.9800 . ?
C21 H21a 0.9800 . ?
C21 H21b 0.9800 . ?
C21 H21c 0.9800 . ?
C20 H20a 0.9800 . ?
C20 H20b 0.9800 . ?
C20 H20c 0.9800 . ?
C19 H19a 0.9800 . ?
C19 H19b 0.9800 . ?
C19 H19c 0.9800 . ?
C22 H22a 0.9800 . ?
C22 H22b 0.9800 . ?
C22 H22c 0.9800 . ?
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
N1 N2 C11 C21 -62.8(4) . . . . ?
N1 N2 C11 C20 178.9(4) . . . . ?
N1 N2 C11 C22 58.6(4) . . . . ?
