#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:04:46 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180372 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/41/7204170.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_7204170
loop_
_publ_author_name
'Ashton, Peter R.'
'Harris, Kenneth D. M.'
'Kariuki, Benson M.'
'Philp, Douglas'
'Robinson, James M. A.'
'Spencer, Neil'
_publ_section_title
;
 A borazaaromatic analogue of isophthalic acid
;
_journal_issue                   11
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 2'
_journal_page_first              2166
_journal_paper_doi               10.1039/b104794a
_journal_year                    2001
_chemical_formula_moiety         'C22 H30 B2 N2 O2'
_chemical_formula_sum            'C22 H30 B2 N2 O2'
_chemical_formula_weight         378.10
_chemical_name_systematic
;
?
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 106.331(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.997(2)
_cell_length_b                   7.012(2)
_cell_length_c                   14.878(4)
_cell_measurement_reflns_used    655
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      25.65
_cell_measurement_theta_min      2.85
_cell_volume                     1101.0(5)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      294(2)
_diffrn_measurement_device       'Rigaku R-axis IIc'
_diffrn_measurement_method       'Image plate scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_av_sigmaI/netI    0.0575
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3078
_diffrn_reflns_theta_max         25.65
_diffrn_reflns_theta_min         2.85
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.134
_exptl_crystal_description       plate
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.111
_refine_diff_density_min         -0.148
_refine_diff_density_rms         0.028
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.074
_refine_ls_goodness_of_fit_obs   1.244
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1047
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_restrained_S_obs      1.244
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_obs          0.0661
_refine_ls_shift/esd_max         -0.011
_refine_ls_shift/esd_mean        0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0931P)²+0.3100P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2105
_refine_ls_wR_factor_obs         0.1873
_reflns_number_observed          655
_reflns_number_total             1047
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b104794a.txt
_cod_data_source_block           pyrene
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0931P)^2^+0.3100P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0931P)^2^+0.3100P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      C2/m
_cod_database_code               7204170
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'
'-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_type_symbol
_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_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
O1 O 0.6534(4) 0.0000 1.0195(3) 0.0662(13) Uani 0.50 d SP 1
B1 B 0.7716(3) 0.0000 1.0180(2) 0.0589(9) Uani 0.50 d SP 1
N1 N 0.8608(3) 0.0000 1.1138(2) 0.0623(10) Uani 0.50 d SP 1
H1 H 0.8287 0.0000 1.1669 0.075 Uiso 0.50 d SP 1
C1 C 0.8247(3) 0.0000 0.9381(2) 0.0518(8) Uani 1 d S 1
C2 C 0.9574(3) 0.0000 0.9524(2) 0.0485(8) Uani 1 d S 1
C3 C 1.0059(3) 0.0000 0.8730(2) 0.0515(8) Uani 1 d S 1
C4 C 0.9210(3) 0.0000 0.7829(2) 0.0577(9) Uani 1 d S 1
H4 H 0.9537(3) 0.0000 0.7316(2) 0.069 Uiso 1 calc SR 1
C5 C 0.7897(3) 0.0000 0.7666(2) 0.0586(9) Uani 1 d S 1
C6 C 0.7450(3) 0.0000 0.8462(2) 0.0600(9) Uani 1 d S 1
H6 H 0.6578(3) 0.0000 0.8374(2) 0.072 Uiso 1 calc SR 1
C7 C 0.6057(7) 0.0000 1.1004(6) 0.071(2) Uani 0.50 d SP 1
H7A H 0.5147(7) 0.0000 1.0805(6) 0.085 Uiso 0.50 calc SPR 1
H7B H 0.6353(7) 0.1118 1.1374(6) 0.085 Uiso 0.25 calc PR 1
H7C H 0.6353(7) -0.1118 1.1374(6) 0.085 Uiso 0.25 calc PR 1
C8 C 0.6990(3) 0.0000 0.6665(2) 0.0732(11) Uani 1 d S 1
C9 C 0.5562(8) 0.0000 0.6699(6) 0.092(3) Uani 0.50 d SP 1
H9A H 0.5397(8) 0.1142 0.7001(6) 0.110 Uiso 0.25 calc PR 1
H9B H 0.5415(8) -0.1092 0.7043(6) 0.110 Uiso 0.25 calc PR 1
H9C H 0.5008(8) -0.0050 0.6072(6) 0.110 Uiso 0.50 calc SPR 1
C10 C 0.7186(6) 0.1787(14) 0.6187(5) 0.121(3) Uani 0.50 d P 1
H10A H 0.7052(6) 0.2865(14) 0.6545(5) 0.145 Uiso 0.50 calc PR 1
H10B H 0.6597(6) 0.1832(14) 0.5573(5) 0.145 Uiso 0.50 calc PR 1
H10C H 0.8036(6) 0.1817(14) 0.6134(5) 0.145 Uiso 0.50 calc PR 1
O2 O 0.7873(4) 0.0000 1.1809(3) 0.0612(12) Uani 0.50 d SP 2
B2 B 0.8608(3) 0.0000 1.1138(2) 0.0623(10) Uani 0.50 d SP 2
N2 N 0.7716(3) 0.0000 1.0180(2) 0.0589(9) Uani 0.50 d SP 2
H2 H 0.6829 0.0000 1.0088 0.071 Uiso 0.50 d SP 2
C11 C 0.7734(9) 0.0000 0.5870(6) 0.115(4) Uani 0.50 d SP 2
H11A H 0.8274(9) -0.1099 0.5949(6) 0.138 Uiso 0.25 calc PR 2
H11B H 0.8237(9) 0.1135 0.5927(6) 0.138 Uiso 0.25 calc PR 2
H11C H 0.7131(9) -0.0036 0.5262(6) 0.138 Uiso 0.50 calc SPR 2
C12 C 0.6207(9) 0.1757(16) 0.6499(5) 0.176(5) Uani 0.50 d P 2
H12A H 0.5743(9) 0.1833(16) 0.6957(5) 0.211 Uiso 0.50 calc PR 2
H12B H 0.5623(9) 0.1717(16) 0.5883(5) 0.211 Uiso 0.50 calc PR 2
H12C H 0.6744(9) 0.2855(16) 0.6552(5) 0.211 Uiso 0.50 calc PR 2
C13 C 0.6515(7) 0.0000 1.1646(5) 0.063(2) Uani 0.50 d SP 2
H13A H 0.6320(7) 0.0000 1.2236(5) 0.076 Uiso 0.50 calc SPR 2
H13B H 0.6161(7) -0.1118 1.1297(5) 0.076 Uiso 0.25 calc PR 2
H13C H 0.6161(7) 0.1118 1.1297(5) 0.076 Uiso 0.25 calc PR 2
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'
N N 0.0061 0.0033 '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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 O1 C7 127.7(5) . . ?
O1 B1 C1 129.8(3) . . ?
O1 B1 N1 112.0(3) . . ?
C1 B1 N1 118.2(3) . . ?
C3 N1 B1 120.6(3) 5_757 . ?
C6 C1 C2 118.9(3) . . ?
C6 C1 B1 120.6(3) . . ?
C2 C1 B1 120.5(3) . . ?
C1 C2 C3 119.1(3) . . ?
C1 C2 C2 120.0(3) . 5_757 ?
C3 C2 C2 121.0(3) . 5_757 ?
C4 C3 C2 119.2(3) . . ?
C4 C3 N1 121.0(3) . 5_757 ?
C2 C3 N1 119.8(3) . 5_757 ?
C5 C4 C3 123.0(3) . . ?
C4 C5 C6 116.4(3) . . ?
C4 C5 C8 121.6(3) . . ?
C6 C5 C8 122.0(3) . . ?
C1 C6 C5 123.5(3) . . ?
C10 C8 C10 114.9(8) 2 . ?
C10 C8 C5 108.7(3) 2 . ?
C10 C8 C5 108.7(3) . . ?
C10 C8 C9 107.1(4) 2 . ?
C10 C8 C9 107.1(4) . . ?
C5 C8 C9 110.3(4) . . ?
B2 O2 C13 129.4(4) . . ?
O2 B2 N2 108.3(3) . . ?
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
O1 B1 1.307(5) . ?
O1 C7 1.443(8) . ?
B1 C1 1.464(4) . ?
B1 N1 1.486(5) . ?
N1 C3 1.423(4) 5_757 ?
C1 C6 1.402(4) . ?
C1 C2 1.414(4) . ?
C2 C3 1.427(4) . ?
C2 C2 1.462(6) 5_757 ?
C3 C4 1.402(4) . ?
C3 N1 1.423(4) 5_757 ?
C4 C5 1.396(4) . ?
C5 C6 1.403(4) . ?
C5 C8 1.542(4) . ?
C8 C10 1.486(7) 2 ?
C8 C10 1.486(7) . ?
C8 C9 1.586(9) . ?
O2 B2 1.450(4) . ?
O2 C13 1.444(8) . ?
B2 N2 1.486(5) . ?
