#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:18:11 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178777 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/31/4103129.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_4103129
loop_
_publ_author_name
'Meghan A. Dureen'
'Douglas W. Stephan'
_publ_section_title
;
 Reactions of Boron Amidinates with CO2 and CO and Other Small Molecules
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13559
_journal_page_last               13568
_journal_paper_doi               10.1021/ja1064153
_journal_volume                  132
_journal_year                    2010
_chemical_formula_sum            'C28 H25 B F10 N2 O'
_chemical_formula_weight         606.31
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.477(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.7338(3)
_cell_length_b                   14.8731(4)
_cell_length_c                   18.2826(5)
_cell_measurement_reflns_used    9994
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      34.43
_cell_measurement_theta_min      2.23
_cell_volume                     2641.93(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_sigmaI/netI    0.0328
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            67206
_diffrn_reflns_theta_full        36.12
_diffrn_reflns_theta_max         36.12
_diffrn_reflns_theta_min         1.77
_exptl_absorpt_coefficient_mu    0.141
_exptl_absorpt_correction_T_max  0.9616
_exptl_absorpt_correction_T_min  0.9563
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.520
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         12607
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0558P)²+0.4659P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1176
_reflns_number_gt                9115
_reflns_number_total             12607
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja1064153_si_001_07.cif
_cod_data_source_block           (HC(RN)2(PhHCO)B(C6F5)2
_cod_database_code               4103129
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
F1 F 0.37769(7) 0.85866(4) 0.21317(3) 0.02437(12) Uani 1 1 d .
F2 F 0.33259(8) 0.99666(4) 0.12332(4) 0.03280(16) Uani 1 1 d .
F3 F 0.35398(8) 0.97772(4) -0.02328(4) 0.03243(15) Uani 1 1 d .
F4 F 0.42410(7) 0.81500(5) -0.07862(3) 0.02807(14) Uani 1 1 d .
F5 F 0.47276(6) 0.67502(4) 0.00943(3) 0.02122(11) Uani 1 1 d .
F6 F 0.70567(6) 0.67052(4) 0.10074(3) 0.02281(12) Uani 1 1 d .
F7 F 0.84458(6) 0.52548(5) 0.06127(4) 0.02836(14) Uani 1 1 d .
F8 F 0.75450(7) 0.35756(5) 0.09416(4) 0.03063(14) Uani 1 1 d .
F9 F 0.51811(7) 0.33855(4) 0.16600(4) 0.02810(13) Uani 1 1 d .
F10 F 0.37328(6) 0.47990(4) 0.20105(3) 0.02081(11) Uani 1 1 d .
O1 O 0.55400(6) 0.71760(4) 0.23421(3) 0.01522(11) Uani 1 1 d .
N1 N 0.31512(7) 0.66160(5) 0.21568(4) 0.01373(12) Uani 1 1 d .
N2 N 0.41499(7) 0.69489(5) 0.33327(4) 0.01588(13) Uani 1 1 d .
C1 C 0.55450(8) 0.68662(6) 0.30627(5) 0.01525(14) Uani 1 1 d .
H1 H 0.6162 0.7274 0.3369 0.018 Uiso 1 1 calc R
C2 C 0.61075(8) 0.59111(6) 0.31668(5) 0.01582(14) Uani 1 1 d .
C3 C 0.53891(10) 0.52195(6) 0.34817(5) 0.02053(16) Uani 1 1 d .
H3 H 0.4498 0.5330 0.3647 0.025 Uiso 1 1 calc R
C4 C 0.59656(11) 0.43613(7) 0.35567(6) 0.02540(19) Uani 1 1 d .
H4 H 0.5469 0.3895 0.3778 0.030 Uiso 1 1 calc R
C5 C 0.72579(11) 0.41863(7) 0.33099(6) 0.02629(19) Uani 1 1 d .
H5 H 0.7641 0.3600 0.3353 0.032 Uiso 1 1 calc R
C6 C 0.79878(10) 0.48777(7) 0.29988(6) 0.02428(18) Uani 1 1 d .
H6 H 0.8875 0.4763 0.2830 0.029 Uiso 1 1 calc R
C7 C 0.74260(9) 0.57344(7) 0.29343(5) 0.01965(16) Uani 1 1 d .
H7 H 0.7941 0.6205 0.2731 0.024 Uiso 1 1 calc R
C8 C 0.30862(8) 0.68200(6) 0.28520(4) 0.01514(14) Uani 1 1 d .
H8 H 0.2194 0.6882 0.3029 0.018 Uiso 1 1 calc R
C9 C 0.17628(8) 0.64522(6) 0.17490(5) 0.01583(14) Uani 1 1 d .
C10 C 0.19424(10) 0.60574(7) 0.09875(5) 0.02065(16) Uani 1 1 d .
H10A H 0.2470 0.6478 0.0701 0.031 Uiso 1 1 calc R
H10B H 0.1036 0.5958 0.0737 0.031 Uiso 1 1 calc R
H10C H 0.2436 0.5484 0.1036 0.031 Uiso 1 1 calc R
C11 C 0.09723(10) 0.73425(7) 0.16685(5) 0.02276(17) Uani 1 1 d .
H11A H 0.0909 0.7618 0.2152 0.034 Uiso 1 1 calc R
H11B H 0.0044 0.7228 0.1450 0.034 Uiso 1 1 calc R
H11C H 0.1458 0.7750 0.1352 0.034 Uiso 1 1 calc R
C12 C 0.09132(9) 0.57826(7) 0.21733(5) 0.02184(17) Uani 1 1 d .
H12A H 0.1458 0.5239 0.2279 0.033 Uiso 1 1 calc R
H12B H 0.0074 0.5625 0.1878 0.033 Uiso 1 1 calc R
H12C H 0.0665 0.6057 0.2634 0.033 Uiso 1 1 calc R
C13 C 0.39503(9) 0.73849(7) 0.40626(5) 0.01929(16) Uani 1 1 d .
C14 C 0.40134(12) 0.84058(7) 0.39598(6) 0.0289(2) Uani 1 1 d .
H14A H 0.4890 0.8569 0.3759 0.043 Uiso 1 1 calc R
H14B H 0.3938 0.8703 0.4434 0.043 Uiso 1 1 calc R
H14C H 0.3252 0.8599 0.3621 0.043 Uiso 1 1 calc R
C15 C 0.25598(11) 0.71212(9) 0.43465(6) 0.0317(2) Uani 1 1 d .
H15A H 0.1817 0.7374 0.4024 0.048 Uiso 1 1 calc R
H15B H 0.2493 0.7356 0.4844 0.048 Uiso 1 1 calc R
H15C H 0.2479 0.6464 0.4354 0.048 Uiso 1 1 calc R
C16 C 0.50846(11) 0.70676(8) 0.46205(5) 0.0263(2) Uani 1 1 d .
H16A H 0.5025 0.6414 0.4679 0.039 Uiso 1 1 calc R
H16B H 0.4968 0.7360 0.5093 0.039 Uiso 1 1 calc R
H16C H 0.5986 0.7226 0.4447 0.039 Uiso 1 1 calc R
C17 C 0.43222(8) 0.75873(6) 0.11718(4) 0.01507(14) Uani 1 1 d .
C18 C 0.39545(9) 0.84386(6) 0.14154(5) 0.01762(15) Uani 1 1 d .
C19 C 0.36925(10) 0.91688(6) 0.09593(5) 0.02101(16) Uani 1 1 d .
C20 C 0.37925(10) 0.90764(6) 0.02134(5) 0.02107(17) Uani 1 1 d .
C21 C 0.41539(9) 0.82512(6) -0.00616(5) 0.01922(16) Uani 1 1 d .
C22 C 0.44113(9) 0.75363(6) 0.04157(5) 0.01630(14) Uani 1 1 d .
C23 C 0.52645(8) 0.58405(6) 0.14895(4) 0.01469(13) Uani 1 1 d .
C24 C 0.65060(9) 0.58916(6) 0.11468(5) 0.01688(14) Uani 1 1 d .
C25 C 0.72627(9) 0.51534(7) 0.09496(5) 0.01957(16) Uani 1 1 d .
C26 C 0.68129(9) 0.43009(6) 0.11147(5) 0.02047(16) Uani 1 1 d .
C27 C 0.56149(9) 0.42062(6) 0.14737(5) 0.01927(16) Uani 1 1 d .
C28 C 0.48735(9) 0.49660(6) 0.16480(5) 0.01601(14) Uani 1 1 d .
B1 B 0.45742(9) 0.67769(6) 0.17865(5) 0.01396(15) Uani 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 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
C1 O1 B1 119.04(6)
C8 N1 C9 114.69(7)
C8 N1 B1 118.05(7)
C9 N1 B1 125.70(6)
C8 N2 C1 117.47(7)
C8 N2 C13 120.66(7)
C1 N2 C13 120.13(7)
O1 C1 N2 109.70(7)
O1 C1 C2 113.87(7)
N2 C1 C2 111.40(7)
C3 C2 C7 118.72(8)
C3 C2 C1 123.64(8)
C7 C2 C1 117.63(7)
C2 C3 C4 120.53(9)
C5 C4 C3 120.42(9)
C4 C5 C6 119.35(9)
C7 C6 C5 120.32(9)
C6 C7 C2 120.63(9)
N1 C8 N2 126.29(8)
N1 C9 C10 111.08(7)
N1 C9 C11 109.51(7)
C10 C9 C11 109.16(7)
N1 C9 C12 110.22(7)
C10 C9 C12 107.79(7)
C11 C9 C12 109.03(7)
N2 C13 C15 110.75(7)
N2 C13 C14 108.04(8)
C15 C13 C14 109.80(9)
N2 C13 C16 109.32(8)
C15 C13 C16 108.18(9)
C14 C13 C16 110.76(8)
C22 C17 C18 113.51(8)
C22 C17 B1 128.21(7)
C18 C17 B1 118.28(7)
F1 C18 C19 115.28(8)
F1 C18 C17 120.53(8)
C19 C18 C17 124.13(8)
F2 C19 C20 119.49(8)
F2 C19 C18 120.78(8)
C20 C19 C18 119.73(9)
F3 C20 C19 120.26(9)
F3 C20 C21 120.83(9)
C19 C20 C21 118.91(8)
F4 C21 C20 119.51(8)
F4 C21 C22 121.00(8)
C20 C21 C22 119.49(8)
F5 C22 C21 115.22(8)
F5 C22 C17 120.53(8)
C21 C22 C17 124.22(8)
C28 C23 C24 113.55(8)
C28 C23 B1 126.73(7)
C24 C23 B1 118.80(7)
F6 C24 C25 115.95(8)
F6 C24 C23 119.75(8)
C25 C24 C23 124.27(8)
F7 C25 C26 119.61(8)
F7 C25 C24 120.95(9)
C26 C25 C24 119.43(8)
F8 C26 C27 120.44(9)
F8 C26 C25 120.46(8)
C27 C26 C25 119.09(8)
F9 C27 C26 120.11(8)
F9 C27 C28 120.40(8)
C26 C27 C28 119.48(8)
F10 C28 C27 114.66(8)
F10 C28 C23 121.19(7)
C27 C28 C23 124.12(8)
O1 B1 N1 107.65(6)
O1 B1 C23 108.20(7)
N1 B1 C23 113.18(7)
O1 B1 C17 103.75(7)
N1 B1 C17 107.47(6)
C23 B1 C17 115.90(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 C18 1.3494(10)
F2 C19 1.3444(11)
F3 C20 1.3372(11)
F4 C21 1.3411(10)
F5 C22 1.3524(10)
F6 C24 1.3539(10)
F7 C25 1.3468(10)
F8 C26 1.3412(10)
F9 C27 1.3423(11)
F10 C28 1.3503(10)
O1 C1 1.3955(10)
O1 B1 1.4671(11)
N1 C8 1.3120(11)
N1 C9 1.5229(11)
N1 B1 1.5962(11)
N2 C8 1.3307(11)
N2 C1 1.4779(11)
N2 C13 1.5068(11)
C1 C2 1.5301(12)
C2 C3 1.3882(12)
C2 C7 1.4012(12)
C3 C4 1.3977(14)
C4 C5 1.3865(15)
C5 C6 1.3910(15)
C6 C7 1.3887(14)
C9 C10 1.5306(12)
C9 C11 1.5341(13)
C9 C12 1.5347(13)
C13 C15 1.5299(14)
C13 C14 1.5316(15)
C13 C16 1.5316(14)
C17 C22 1.3923(12)
C17 C18 1.3960(12)
C17 B1 1.6561(12)
C18 C19 1.3836(13)
C19 C20 1.3799(13)
C20 C21 1.3800(14)
C21 C22 1.3887(12)
C23 C28 1.3907(12)
C23 C24 1.3966(11)
C23 B1 1.6524(12)
C24 C25 1.3821(13)
C25 C26 1.3807(14)
C26 C27 1.3796(13)
C27 C28 1.3883(12)
