#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/03/4110348.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_4110348
loop_
_publ_author_name
'Joshua D. Sieber'
'James P. Morken'
_publ_section_title
;
 Sequential Pd-Catalyzed Asymmetric Allene Diboration/α-Aminoallylation
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              74
_journal_page_last               75
_journal_paper_doi               10.1021/ja057020r
_journal_volume                  128
_journal_year                    2006
_chemical_formula_moiety         'C22 H28 B N O2 '
_chemical_formula_sum            'C22 H28 B N O2'
_chemical_formula_weight         349.28
_chemical_name_systematic        ?
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.0
_cell_angle_beta                 105.406(6)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   12.6666(10)
_cell_length_b                   19.3167(15)
_cell_length_c                   8.4376(6)
_cell_measurement_reflns_used    732
_cell_measurement_temperature    173
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.50
_cell_volume                     1990.3(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT/NRCVAX DATRD2'
_computing_molecular_graphics    NRCVAX
_computing_publication_material  'NRCVAX TABLES Jan 94 Version'
_computing_structure_refinement  'NRCVAX LSTSQ'
_computing_structure_solution    'NRCVAX SOLVER'
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 1.0
_diffrn_measurement_device       'Bruker SMART 1K'
_diffrn_measurement_method       Omegas
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'xray tube'
_diffrn_radiation_type           'Molybdenum K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            11886
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         0.00
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.166
_exptl_crystal_description       needle
_exptl_crystal_F_000             752.40
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.43
_refine_diff_density_min         -0.31
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.03
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         1590
_refine_ls_R_factor_all          0.161
_refine_ls_R_factor_gt           0.071
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     1/(σ²(F)+0.0004F²)
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.084
_refine_ls_wR_factor_ref         0.072
_reflns_number_gt                1595
_reflns_number_total             3494
_reflns_threshold_expression     'Inet > 2.5σ(Inet)'
_cod_data_source_file            ja057020rsi20051014_032547.cif
_cod_data_source_block           c05203
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C22 H28 B N O2 '
_cod_database_code               4110348
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,1/2+y,1/2-z
x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_type_symbol
B1 0.8037(5) 0.2052(3) 0.1942(7) 0.040(4) Uani B
O2 0.85974(25) 0.17727(15) 0.0785(3) 0.0418(19) Uani O
C3 0.9617(4) 0.1482(3) 0.1705(6) 0.049(4) Uani C
C4 1.0499(4) 0.2050(3) 0.2071(7) 0.074(4) Uani C
C5 0.9978(5) 0.0926(3) 0.0699(7) 0.074(4) Uani C
C6 0.9361(4) 0.1241(3) 0.3282(6) 0.053(4) Uani C
C7 1.0314(5) 0.1169(3) 0.4767(7) 0.080(4) Uani C
C8 0.8732(5) 0.0546(3) 0.3015(7) 0.081(5) Uani C
O9 0.8622(3) 0.17714(16) 0.3539(3) 0.0524(22) Uani O
C10 0.6724(4) 0.2050(3) 0.1409(5) 0.044(3) Uani C
C11 0.6053(4) 0.1512(3) 0.0922(5) 0.043(3) Uani C
C12 0.4856(5) 0.1509(3) 0.0330(6) 0.046(3) Uani C
C13 0.4335(5) 0.1100(3) -0.1000(7) 0.063(4) Uani C
C14 0.3213(6) 0.1123(4) -0.1668(7) 0.079(5) Uani C
C15 0.2579(5) 0.1555(4) -0.1006(10) 0.083(5) Uani C
C16 0.3067(6) 0.1946(3) 0.0340(9) 0.075(5) Uani C
C17 0.4180(5) 0.1930(3) 0.1006(7) 0.063(4) Uani C
C18 0.6312(4) 0.2789(3) 0.1418(7) 0.073(4) Uani C
C19 0.7165(5) 0.3237(3) 0.1198(7) 0.073(4) Uani C
C20 0.7019(4) 0.4005(3) 0.1391(6) 0.050(4) Uani C
C21 0.7276(4) 0.4332(3) 0.2881(6) 0.055(4) Uani C
C22 0.7101(5) 0.5028(4) 0.3003(8) 0.074(5) Uani C
C23 0.6637(6) 0.5404(3) 0.1660(11) 0.086(6) Uani C
C24 0.6347(6) 0.5096(4) 0.0181(9) 0.103(6) Uani C
C25 0.6533(6) 0.4391(4) 0.0022(7) 0.089(5) Uani C
N26 0.8204(3) 0.29206(19) 0.2056(4) 0.046(3) Uani n
H4a 1.049 0.229 0.107 0.0855 Uiso H
H4b 1.121 0.185 0.251 0.0855 Uiso H
H4c 1.035 0.237 0.285 0.0855 Uiso H
H5a 0.941 0.058 0.039 0.0844 Uiso H
H5b 1.064 0.071 0.134 0.0844 Uiso H
H5c 1.011 0.113 -0.027 0.0844 Uiso H
H7a 1.067 0.161 0.502 0.0867 Uiso H
H7b 1.082 0.084 0.455 0.0867 Uiso H
H7c 1.006 0.102 0.569 0.0867 Uiso H
H8a 0.846 0.045 0.395 0.0915 Uiso H
H8b 0.922 0.018 0.289 0.0915 Uiso H
H8c 0.813 0.057 0.205 0.0915 Uiso H
H11 0.640 0.107 0.097 0.0529 Uiso H
H13 0.476 0.079 -0.146 0.0739 Uiso H
H14 0.288 0.084 -0.260 0.0881 Uiso H
H15 0.180 0.158 -0.148 0.0936 Uiso H
H16 0.262 0.224 0.082 0.0890 Uiso H
H17 0.450 0.221 0.195 0.0772 Uiso H
H18a 0.564 0.285 0.058 0.0871 Uiso H
H18b 0.619 0.289 0.247 0.0871 Uiso H
H19 0.713 0.318 0.005 0.0809 Uiso H
H21 0.760 0.407 0.386 0.0658 Uiso H
H22 0.731 0.525 0.406 0.0852 Uiso H
H23 0.651 0.589 0.175 0.1006 Uiso H
H24 0.600 0.536 -0.078 0.1182 Uiso H
H25 0.634 0.418 -0.104 0.1003 Uiso H
H26a 0.839 0.307 0.318 0.0579 Uiso H
H26b 0.878 0.306 0.158 0.0579 Uiso H
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002 'International Tables Vol. IV Table 2.2B'
H 0.000 0.000 'International Tables Vol. IV Table 2.2B'
B 0.001 0.001 'International Tables Vol. IV Table 2.2B'
N 0.006 0.003 'International Tables Vol. IV Table 2.2B'
O 0.011 0.006 'International Tables Vol. IV Table 2.2B'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O(2) B(1) O(9) 105.3(4)
O(2) B(1) C(10) 117.8(4)
O(2) B(1) N(26) 109.3(4)
O(9) B(1) C(10) 119.5(4)
O(9) B(1) N(26) 106.9(4)
C(10) B(1) N(26) 97.0(4)
B(1) O(2) C(3) 108.2(3)
O(2) C(3) C(4) 109.3(4)
O(2) C(3) C(5) 109.7(4)
O(2) C(3) C(6) 102.8(4)
C(4) C(3) C(5) 107.9(4)
C(4) C(3) C(6) 110.8(4)
C(5) C(3) C(6) 116.1(4)
C(3) C(6) C(7) 116.6(5)
C(3) C(6) C(8) 111.0(4)
C(3) C(6) O(9) 102.2(4)
C(7) C(6) C(8) 108.1(4)
C(7) C(6) O(9) 110.6(4)
C(8) C(6) O(9) 108.0(4)
B(1) O(9) C(6) 108.4(3)
B(1) C(10) C(11) 128.0(4)
B(1) C(10) C(18) 109.2(4)
C(11) C(10) C(18) 122.7(5)
C(10) C(11) C(12) 128.6(4)
C(11) C(12) C(13) 120.3(5)
C(11) C(12) C(17) 123.1(5)
C(13) C(12) C(17) 116.6(5)
C(12) C(13) C(14) 121.8(5)
C(13) C(14) C(15) 120.1(6)
C(14) C(15) C(16) 119.2(6)
C(15) C(16) C(17) 121.2(6)
C(12) C(17) C(16) 121.1(5)
C(10) C(18) C(19) 107.2(4)
C(18) C(19) C(20) 117.5(5)
C(18) C(19) N(26) 107.1(5)
C(20) C(19) N(26) 118.7(5)
C(19) C(20) C(21) 123.2(5)
C(19) C(20) C(25) 118.8(5)
C(21) C(20) C(25) 117.8(5)
C(20) C(21) C(22) 121.3(5)
C(21) C(22) C(23) 120.7(6)
C(22) C(23) C(24) 119.6(6)
C(23) C(24) C(25) 120.7(6)
C(20) C(25) C(24) 119.9(5)
B(1) N(26) C(19) 107.8(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
B(1) O(2) 1.454(6)
B(1) O(9) 1.459(6)
B(1) C(10) 1.604(8)
B(1) N(26) 1.691(7)
O(2) C(3) 1.433(6)
C(3) C(4) 1.537(8)
C(3) C(5) 1.513(7)
C(3) C(6) 1.524(7)
C(6) C(7) 1.498(8)
C(6) C(8) 1.547(8)
C(6) O(9) 1.442(6)
C(10) C(11) 1.337(8)
C(10) C(18) 1.520(7)
C(11) C(12) 1.465(8)
C(12) C(13) 1.389(8)
C(12) C(17) 1.407(8)
C(13) C(14) 1.384(9)
C(14) C(15) 1.375(11)
C(15) C(16) 1.366(12)
C(16) C(17) 1.372(10)
C(18) C(19) 1.435(9)
C(19) C(20) 1.508(8)
C(19) N(26) 1.458(7)
C(20) C(21) 1.367(8)
C(20) C(25) 1.374(8)
C(21) C(22) 1.370(9)
C(22) C(23) 1.344(12)
C(23) C(24) 1.343(13)
C(24) C(25) 1.395(11)
