#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/75/2007597.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2007597
loop_
_publ_author_name
'Itoh, Kuniaki'
'Fujimoto, Miki'
'Hashimoto, Masao'
_publ_section_title
;
 1-Difluoroboronyloxy-3-(N-methylimino)-1-phenyl-1-butene and
 its Two Photoproducts
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1324
_journal_page_last               1327
_journal_paper_doi               10.1107/S0108270197004332
_journal_volume                  54
_journal_year                    1998
_chemical_formula_sum            'C22 H24 B2 F4 N2 O2'
_chemical_formula_weight         446.06
_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'
_atom_type_scat_source
'International Tables for X-ray Crystallography (Vol. IV)'
_cell_angle_alpha                90
_cell_angle_beta                 99.760(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.043(2)
_cell_length_b                   11.192(2)
_cell_length_c                   15.715(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294.2
_cell_measurement_theta_max      14.9
_cell_measurement_theta_min      13.6
_cell_volume                     1047.5(4)
_diffrn_ambient_temperature      294.2
_diffrn_measurement_device       AFC5R
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0153
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            2775
_diffrn_reflns_theta_max         27.49
_diffrn_standards_decay_%        -1.87
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_meas      1.415
_exptl_crystal_density_method    KI
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             464.00
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.17
_refine_ls_extinction_coef       0.0410
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   1.64
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     182
_refine_ls_number_reflns         1572
_refine_ls_R_factor_obs          .052
_refine_ls_shift/esd_max         0.005
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         .037
_reflns_number_observed          1573
_reflns_number_total             2544
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            de1049.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_site_thermal_displace_type' tag value 'Uij' was replaced with
'Uani' value 28 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        1047.5(3)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2007597
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_calc_flag
_atom_site_calc_attached_atom
F(1) .2156(3) .07170(10) .76516(10) .0563(6) Uani ? ?
F(2) -.0697(3) -.0306(2) .80860(10) .0605(6) Uani ? ?
O(1) .1914(3) .0539(2) .91350(10) .0334(5) Uani ? ?
N(1) .2999(4) -.1185(2) .83050(10) .0340(7) Uani ? ?
C(1) .5050(4) .1935(2) .9384(2) .0288(8) Uani ? ?
C(2) .7273(5) .2226(2) .9688(2) .0352(8) Uani ? ?
C(3) .8047(5) .3384(3) .9603(2) .0451(10) Uani ? ?
C(4) .6622(6) .4245(3) .9200(2) .0550(10) Uani ? ?
C(5) .4427(6) .3955(3) .8868(2) .0550(10) Uani ? ?
C(6) .3635(5) .2811(3) .8969(2) .0410(9) Uani ? ?
C(7) .4140(4) .0707(2) .95520(10) .0273(7) Uani ? ?
C(8) .5707(4) -.0364(2) .9456(2) .0265(7) Uani ? ?
C(9) .4885(5) -.1306(2) .8813(2) .0316(8) Uani ? ?
C(10) .6345(5) -.2381(3) .8798(2) .0479(10) Uani ? ?
C(11) .2170(5) -.2129(3) .7685(2) .0550(10) Uani ? ?
B(1) .1545(6) .0009(3) .8297(2) .0370(10) Uani ? ?
H(1) .8383 .1698 1.0016 .0380 Uani ? ?
H(2) .9636 .3579 .9839 .0568 Uani ? ?
H(3) .7305 .4907 .8957 .0380 Uani ? ?
H(4) .3428 .4516 .8535 .0380 Uani ? ?
H(5) .2078 .2535 .8731 .0380 Uani ? ?
H(6) .7224 -.0140 .9369 .0380 Uani ? ?
H(7) .7727 -.2286 .9175 .0380 Uani ? ?
H(8) .5586 -.3073 .9001 .0605 Uani ? ?
H(9) .6581 -.2549 .8234 .0380 Uani ? ?
H(10) .3048 -.2767 .7478 .0380 Uani ? ?
H(11) .1242 -.2750 .7899 .0380 Uani ? ?
H(12) .0906 -.1796 .7308 .0380 Uani ? ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(7) O(1) B(1) ? ? ? 118.3(2) no
C(9) N(1) C(11) ? ? ? 120.3(2) no
C(9) N(1) B(1) ? ? ? 121.5(2) no
C(11) N(1) B(1) ? ? ? 118.1(2) no
C(2) C(1) C(6) ? ? ? 118.7(3) no
C(2) C(1) C(7) ? ? ? 120.7(2) no
C(6) C(1) C(7) ? ? ? 120.5(2) no
C(1) C(2) C(3) ? ? ? 120.5(3) no
C(1) C(2) H(1) ? ? ? 125.4309 no
C(3) C(2) H(1) ? ? ? 113.7888 no
C(2) C(3) C(4) ? ? ? 120.2(3) no
C(2) C(3) H(2) ? ? ? 119.2163 no
C(4) C(3) H(2) ? ? ? 120.6328 no
C(3) C(4) C(5) ? ? ? 119.8(3) no
C(3) C(4) H(3) ? ? ? 116.5687 no
C(5) C(4) H(3) ? ? ? 118.8565 no
C(4) C(5) C(6) ? ? ? 120.2(3) no
C(4) C(5) H(4) ? ? ? 121.7892 no
C(6) C(5) H(4) ? ? ? 117.9314 no
C(1) C(6) C(5) ? ? ? 120.6(3) no
C(1) C(6) H(5) ? ? ? 115.0235 no
C(5) C(6) H(5) ? ? ? 124.3221 no
O(1) C(7) C(1) ? ? ? 112.7(2) no
O(1) C(7) C(8) ? ? ? 113.7(2) yes
O(1) C(7) C(8) ? ? 2_657 108.5(2) yes
C(1) C(7) C(8) ? ? ? 115.9(2) no
C(1) C(7) C(8) ? ? 2_657 115.1(2) no
C(8) C(7) C(8) ? ? 2_657 88.5(2) yes
C(7) C(8) C(7) ? 2_657 2_657 91.5(2) yes
C(7) C(8) C(9) ? ? ? 118.3(2) yes
C(7) C(8) H(6) ? ? ? 114.5690 no
C(7) C(8) C(9) 2_657 ? ? 116.9(2) yes
C(7) C(8) H(6) ? ? ? 107.2653 no
C(9) C(8) H(6) ? ? ? 107.4177 no
N(1) C(9) C(8) ? ? ? 120.5(2) no
N(1) C(9) C(10) ? ? ? 122.7(3) no
C(8) C(9) C(10) ? ? ? 116.8(2) no
C(9) C(10) H(7) ? ? ? 111.1818 no
C(9) C(10) H(8) ? ? ? 108.7248 no
C(9) C(10) H(9) ? ? ? 111.0817 no
H(7) C(10) H(8) ? ? ? 107.2984 no
H(7) C(10) H(9) ? ? ? 110.7517 no
H(8) C(10) H(9) ? ? ? 107.6399 no
N(1) C(11) H(10) ? ? ? 127.1213 no
N(1) C(11) H(11) ? ? ? 115.5560 no
N(1) C(11) H(12) ? ? ? 106.0683 no
H(10) C(11) H(11) ? ? ? 88.3444 no
H(10) C(11) H(12) ? ? ? 119.8836 no
H(11) C(11) H(12) ? ? ? 92.6135 no
F(1) B(1) F(2) ? ? ? 110.0(2) no
F(1) B(1) O(1) ? ? ? 114.7(3) no
F(1) B(1) N(1) ? ? ? 105.6(2) no
F(2) B(1) O(1) ? ? ? 108.6(2) no
F(2) B(1) N(1) ? ? ? 107.7(2) no
O(1) B(1) N(1) ? ? ? 109.9(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
F(1) B(1) ? ? 1.385(3) no
F(2) B(1) ? ? 1.385(3) no
O(1) C(7) ? ? 1.406(3) yes
O(1) B(1) ? ? 1.426(3) yes
N(1) C(9) ? ? 1.283(3) yes
N(1) C(11) ? ? 1.466(3) no
N(1) B(1) ? ? 1.598(4) yes
C(1) C(2) ? ? 1.386(3) no
C(1) C(6) ? ? 1.389(3) no
C(1) C(7) ? ? 1.520(3) yes
C(2) C(3) ? ? 1.392(4) no
C(2) H(1) ? ? .9741 no
C(3) C(4) ? ? 1.373(4) no
C(3) H(2) ? ? .9931 no
C(4) C(5) ? ? 1.379(4) no
C(4) H(3) ? ? .9584 no
C(5) C(6) ? ? 1.386(4) no
C(5) H(4) ? ? .9624 no
C(6) H(5) ? ? 1.0005 no
C(7) C(8) ? ? 1.551(3) yes
C(7) C(8) ? 2_657 1.593(3) yes
C(8) C(9) ? ? 1.486(3) yes
C(8) H(6) ? ? .9819 no
C(9) C(10) ? ? 1.495(4) no
C(10) H(7) ? ? .9447 no
C(10) H(8) ? ? .9813 no
C(10) H(9) ? ? .9405 no
C(11) H(10) ? ? .9780 no
C(11) H(11) ? ? .9871 no
C(11) H(12) ? ? .9593 no
