#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:34:36 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179977 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/71/7027126.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7027126
loop_
_publ_author_name
'Kresiński, Roman A.'
_publ_section_title
;
 Pyrazabole formation by thermolysis of the free acid of the
 hydrotris(pyrazolyl)borate ion
;
_journal_issue                   3
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              401
_journal_paper_doi               10.1039/a807338d
_journal_year                    1999
_chemical_compound_source        'dichloromethane-petrol solution'
_chemical_formula_moiety         'C24 H24 B4 N16 O2'
_chemical_formula_sum            'C24 H24 B4 N16 O2'
_chemical_formula_weight         611.83
_chemical_melting_point          532.5(15)
_chemical_name_common            'bispyrazolylboron oxide dimer'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.4165(13)
_cell_length_b                   16.3833(15)
_cell_length_c                   18.6033(9)
_cell_measurement_reflns_used    250
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.08
_cell_measurement_theta_min      2.19
_cell_volume                     2870.0(5)
_computing_cell_refinement       'REFINE in MADNES'
_computing_data_collection       'MADNES (Pflugrath & Messerschmidt, 1989)'
_computing_data_reduction        'ABSMAD (Karaulov, 1992)'
_computing_molecular_graphics    'SNOOPI (Davies, 1983)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Delft Instruments FAST area detector'
_diffrn_measurement_method
'Collection method: see Darr, Drake, Hursthouse & Malik (1993)'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.1330
_diffrn_reflns_av_sigmaI/netI    0.2735
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10031
_diffrn_reflns_theta_max         25.08
_diffrn_reflns_theta_min         2.19
_diffrn_standards_decay_%        'not measured'
_diffrn_standards_interval_count 'not measured'
_diffrn_standards_interval_time  'not measured'
_diffrn_standards_number         'not measured'
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.800
_exptl_absorpt_correction_type   DIFABS
_exptl_crystal_colour            none
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.557
_refine_ls_goodness_of_fit_obs   0.770
_refine_ls_hydrogen_treatment    free
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         2264
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.557
_refine_ls_restrained_S_obs      0.770
_refine_ls_R_factor_all          0.1165
_refine_ls_R_factor_obs          0.0351
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0656
_refine_ls_wR_factor_obs         0.0559
_reflns_number_observed          1042
_reflns_number_total             2264
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            807338dsup1.cif
_cod_data_source_block           bpyb
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '531-534 K' was changed to
'532.5(15)' - the average value was taken and precision was
estimated.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] 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^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               7027126
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
'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_thermal_displace_type
O O 0.03682(14) 0.49063(9) 0.38677(8) 0.0351(4) Uani
N1 N 0.2229(2) 0.50457(12) 0.48015(11) 0.0364(5) Uani
N2 N 0.1986(2) 0.51018(12) 0.55195(11) 0.0367(5) Uani
N3 N 0.0251(2) 0.62278(12) 0.52916(11) 0.0367(5) Uani
N4 N 0.0556(2) 0.61923(12) 0.45763(11) 0.0378(5) Uani
N5 N 0.2312(2) 0.57976(13) 0.36280(11) 0.0377(6) Uani
N6 N 0.3195(2) 0.64340(13) 0.37739(12) 0.0500(6) Uani
N7 N 0.1347(2) 0.60787(13) 0.65065(11) 0.0417(6) Uani
N8 N 0.2509(2) 0.6547(2) 0.64164(13) 0.0721(8) Uani
B1 B 0.1306(3) 0.5455(2) 0.4201(2) 0.0335(7) Uani
B2 B 0.0747(3) 0.5592(2) 0.5878(2) 0.0372(8) Uani
C1 C 0.3306(3) 0.4526(2) 0.4707(2) 0.0511(8) Uani
H1 H 0.3596(20) 0.4405(14) 0.4229(13) 0.052(8) Uiso
C2 C 0.3769(3) 0.4243(2) 0.5356(2) 0.0536(8) Uani
H2 H 0.4521(24) 0.3851(15) 0.5437(13) 0.077(9) Uiso
C3 C 0.2929(3) 0.4613(2) 0.5851(2) 0.0514(8) Uani
H3 H 0.2856(21) 0.4620(15) 0.6368(14) 0.060(8) Uiso
C4 C -0.0535(3) 0.6898(2) 0.5400(2) 0.0493(8) Uani
H4 H -0.0772(22) 0.7024(16) 0.5902(15) 0.078(10) Uiso
C5 C -0.0750(3) 0.7296(2) 0.4765(2) 0.0513(8) Uani
H5 H -0.1270(21) 0.7855(15) 0.4661(12) 0.064(8) Uiso
C6 C -0.0057(3) 0.6836(2) 0.4264(2) 0.0501(8) Uani
H6 H 0.0057(20) 0.6895(14) 0.3746(14) 0.054(8) Uiso
C7 C 0.2645(3) 0.5454(2) 0.2999(2) 0.0536(8) Uani
H7 H 0.2056(26) 0.4977(18) 0.2820(14) 0.089(10) Uiso
C8 C 0.3764(3) 0.5880(2) 0.2715(2) 0.0590(9) Uani
H8 H 0.4153(30) 0.5787(20) 0.2312(16) 0.100(13) Uiso
C9 C 0.4056(3) 0.6479(2) 0.3207(2) 0.0493(8) Uani
H9 H 0.4830(23) 0.6852(15) 0.3194(13) 0.065(9) Uiso
C10 C 0.0784(3) 0.6201(2) 0.7156(2) 0.0494(8) Uani
H10 H -0.0051(25) 0.5882(16) 0.7275(13) 0.067(9) Uiso
C11 C 0.1597(3) 0.6758(2) 0.7515(2) 0.0591(9) Uani
H11 H 0.1489(22) 0.6889(16) 0.8013(13) 0.066(9) Uiso
C12 C 0.2632(4) 0.6949(2) 0.7030(2) 0.0719(10) Uani
H12 H 0.3411(32) 0.7299(21) 0.7103(17) 0.124(14) Uiso
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'
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 O B2 133.6(2) . 5_566 yes
C1 N1 N2 107.5(2) . . yes
C1 N1 B1 126.9(2) . . yes
N2 N1 B1 125.4(2) . . yes
C3 N2 N1 107.5(2) . . yes
C3 N2 B2 127.0(2) . . yes
N1 N2 B2 125.4(2) . . yes
C4 N3 N4 107.4(2) . . yes
C4 N3 B2 126.9(2) . . yes
N4 N3 B2 125.7(2) . . yes
C6 N4 N3 107.5(2) . . yes
C6 N4 B1 127.7(2) . . yes
N3 N4 B1 124.3(2) . . yes
C7 N5 N6 110.7(2) . . no
C7 N5 B1 126.9(2) . . no
N6 N5 B1 121.3(2) . . no
C9 N6 N5 104.8(2) . . no
C10 N7 N8 110.5(2) . . no
C10 N7 B2 128.7(2) . . no
N8 N7 B2 120.3(2) . . no
C12 N8 N7 104.3(3) . . no
O B1 N5 108.4(2) . . yes
O B1 N4 114.0(2) . . yes
N5 B1 N4 107.9(2) . . yes
O B1 N1 113.0(2) . . yes
N5 B1 N1 108.1(2) . . yes
N4 B1 N1 105.3(2) . . yes
O B2 N7 108.8(2) 5_566 . yes
O B2 N2 113.7(2) 5_566 . yes
N7 B2 N2 108.6(2) . . yes
O B2 N3 113.1(2) 5_566 . yes
N7 B2 N3 107.1(2) . . yes
N2 B2 N3 105.3(2) . . yes
N1 C1 C2 110.1(3) . . no
C3 C2 C1 105.2(3) . . no
N2 C3 C2 109.8(3) . . no
N3 C4 C5 110.1(3) . . no
C4 C5 C6 104.9(3) . . no
N4 C6 C5 110.2(3) . . no
N5 C7 C8 107.8(3) . . no
C9 C8 C7 105.1(3) . . no
N6 C9 C8 111.6(3) . . no
N7 C10 C11 108.7(3) . . no
C12 C11 C10 103.4(3) . . no
N8 C12 C11 113.2(3) . . no
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
O B1 1.405(3) . yes
O B2 1.411(3) 5_566 yes
N1 C1 1.335(3) . yes
N1 N2 1.358(2) . yes
N1 B1 1.566(3) . yes
N2 C3 1.346(3) . yes
N2 B2 1.566(3) . yes
N3 C4 1.339(3) . yes
N3 N4 1.362(2) . yes
N3 B2 1.580(3) . yes
N4 C6 1.335(3) . yes
N4 B1 1.564(3) . yes
N5 C7 1.335(3) . no
N5 N6 1.361(2) . no
N5 B1 1.533(3) . no
N6 C9 1.333(3) . no
N7 C10 1.335(3) . no
N7 N8 1.347(2) . no
N7 B2 1.524(3) . no
N8 C12 1.323(3) . no
B2 O 1.411(3) 5_566 no
C1 C2 1.364(4) . no
C2 C3 1.358(4) . no
C4 C5 1.364(4) . no
C5 C6 1.365(4) . no
C7 C8 1.370(4) . no
C8 C9 1.370(4) . no
C10 C11 1.365(4) . no
C11 C12 1.365(4) . no
