#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:34:36 +0100 (vie 25 de mar de 2016) $
#$Revision: 179977 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/71/7027125.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_7027125
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         'C12 H14 B2 N8'
_chemical_formula_sum            'C12 H14 B2 N8'
_chemical_formula_weight         291.93
_chemical_melting_point          427.5(5)
_chemical_name_common            1,4-(cis)bispyrazolylpyrazabole
_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            8
_cell_length_a                   12.0191(9)
_cell_length_b                   10.8998(6)
_cell_length_c                   22.799(3)
_cell_measurement_reflns_used    250
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.03
_cell_measurement_theta_min      1.79
_cell_volume                     2986.8(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  0.1104
_diffrn_reflns_av_sigmaI/netI    0.4196
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            10454
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.79
_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    0.085
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.826
_exptl_absorpt_correction_type   DIFABS
_exptl_crystal_colour            none
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_description       block
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.602
_refine_ls_goodness_of_fit_obs   0.947
_refine_ls_hydrogen_treatment    free
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         2368
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.602
_refine_ls_restrained_S_obs      0.947
_refine_ls_R_factor_all          0.1573
_refine_ls_R_factor_obs          0.0354
_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         0.0701
_refine_ls_wR_factor_obs         0.0585
_reflns_number_observed          878
_reflns_number_total             2368
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            807338dsup1.cif
_cod_data_source_block           1,4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '427-428 K' was changed to '427.5(5)'
- 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_original_cell_volume        2986.8(4)
_cod_database_code               7027125
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'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
B1 B 0.1321(3) 0.1155(4) 0.13984(15) 0.0211(8) Uani
H13 H 0.1752(15) 0.1166(19) 0.0949(9) 0.009(6) Uiso
B2 B -0.0541(3) 0.1192(4) 0.06213(14) 0.0259(8) Uani
H14 H 0.0082(17) 0.1215(19) 0.0296(8) 0.010(6) Uiso
N1 N 0.0521(2) 0.0029(2) 0.13977(11) 0.0232(7) Uani
N2 N -0.0346(2) 0.0027(2) 0.10126(11) 0.0254(7) Uani
N3 N -0.0379(2) 0.2281(2) 0.10543(11) 0.0261(7) Uani
N4 N 0.0502(2) 0.2263(2) 0.14338(11) 0.0217(6) Uani
N5 N 0.2085(2) 0.1129(2) 0.19133(10) 0.0245(6) Uani
N6 N 0.1734(2) 0.1124(2) 0.24849(11) 0.0324(6) Uani
N7 N -0.1693(2) 0.1186(2) 0.03682(11) 0.0263(6) Uani
N8 N -0.2627(2) 0.1064(3) 0.07019(10) 0.0388(7) Uani
C1 C 0.0505(3) -0.1056(3) 0.16944(13) 0.0302(8) Uani
H1 H 0.1072(20) -0.1220(23) 0.2031(10) 0.031(8) Uiso
C2 C -0.0375(3) -0.1730(3) 0.1484(2) 0.0381(10) Uani
H2 H -0.0478(24) -0.2500(21) 0.1598(12) 0.037(10) Uiso
C3 C -0.0886(3) -0.1047(3) 0.1064(2) 0.0335(8) Uani
H3 H -0.1516(19) -0.1178(23) 0.0768(10) 0.025(8) Uiso
C4 C -0.0933(3) 0.3337(3) 0.1150(2) 0.0330(9) Uani
H4 H -0.1543(22) 0.3553(22) 0.0900(12) 0.038(10) Uiso
C5 C -0.0419(3) 0.3985(3) 0.15801(15) 0.0357(9) Uani
H5 H -0.0636(24) 0.4706(23) 0.1743(12) 0.046(10) Uiso
C6 C 0.0485(3) 0.3300(3) 0.17573(14) 0.0273(8) Uani
H6 H 0.1133(22) 0.3501(21) 0.2121(11) 0.043(9) Uiso
C7 C 0.3213(3) 0.1122(3) 0.1897(2) 0.0287(8) Uani
H7 H 0.3585(20) 0.1173(25) 0.1555(11) 0.026(9) Uiso
C8 C 0.3604(3) 0.1106(3) 0.2448(2) 0.0310(8) Uani
H8 H 0.4338(19) 0.1129(24) 0.2569(10) 0.030(8) Uiso
C9 C 0.2669(3) 0.1107(3) 0.28035(14) 0.0318(8) Uani
H9 H 0.2616(19) 0.1073(24) 0.3247(10) 0.028(7) Uiso
C10 C -0.1977(3) 0.1284(4) -0.0200(2) 0.0376(9) Uani
H10 H -0.1377(22) 0.1351(26) -0.0452(12) 0.048(11) Uiso
C11 C -0.3107(3) 0.1221(4) -0.0241(2) 0.0418(10) Uani
H11 H -0.3458(24) 0.1307(29) -0.0515(13) 0.039(12) Uiso
C12 C -0.3459(3) 0.1084(3) 0.0323(2) 0.0342(8) Uani
H12 H -0.4226(20) 0.1011(24) 0.0461(10) 0.037(8) 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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
H13 B1 N5 115.1(10) yes
H13 B1 N1 106.6(11) yes
N5 B1 N1 111.5(3) yes
H13 B1 N4 108.8(11) yes
N5 B1 N4 111.3(3) yes
N1 B1 N4 102.7(2) yes
H14 B2 N7 112.6(11) yes
H14 B2 N3 109.8(12) yes
N7 B2 N3 111.3(3) yes
H14 B2 N2 108.2(12) yes
N7 B2 N2 110.7(3) yes
N3 B2 N2 103.8(2) yes
N2 N1 C1 107.9(3) yes
N2 N1 B1 118.3(2) yes
C1 N1 B1 133.7(3) yes
C3 N2 N1 108.3(3) yes
C3 N2 B2 133.0(3) yes
N1 N2 B2 118.6(3) yes
C4 N3 N4 107.0(3) yes
C4 N3 B2 133.8(3) yes
N4 N3 B2 119.2(3) yes
C6 N4 N3 108.8(3) yes
C6 N4 B1 133.3(3) yes
N3 N4 B1 117.8(3) yes
C7 N5 N6 109.5(2) no
C7 N5 B1 126.5(3) no
N6 N5 B1 124.0(2) no
C9 N6 N5 104.9(2) no
C10 N7 N8 109.7(2) no
C10 N7 B2 127.2(3) no
N8 N7 B2 123.1(2) no
C12 N8 N7 104.9(2) no
N1 C1 C2 107.5(3) no
C3 C2 C1 107.5(3) no
N2 C3 C2 108.7(3) no
N3 C4 C5 109.6(3) no
C4 C5 C6 106.7(3) no
N4 C6 C5 107.8(3) no
C8 C7 N5 109.0(3) no
C7 C8 C9 105.3(3) no
N6 C9 C8 111.3(3) no
N7 C10 C11 108.3(4) no
C12 C11 C10 104.6(4) no
N8 C12 C11 112.5(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
B1 H13 1.15(2) yes
B1 N5 1.491(4) yes
B1 N1 1.559(4) yes
B1 N4 1.560(4) yes
B2 H14 1.05(2) yes
B2 N7 1.500(4) yes
B2 N3 1.556(4) yes
B2 N2 1.570(4) yes
N1 N2 1.362(3) yes
N1 C1 1.363(4) no
N2 C3 1.343(4) no
N3 C4 1.347(3) no
N3 N4 1.367(3) yes
N4 C6 1.349(3) no
N5 C7 1.355(3) no
N5 N6 1.370(3) no
N6 C9 1.338(3) no
N7 C10 1.344(4) no
N7 N8 1.363(3) no
N8 C12 1.322(3) no
C1 C2 1.374(4) no
C2 C3 1.359(5) no
C4 C5 1.358(4) no
C5 C6 1.379(4) no
C7 C8 1.341(4) no
C8 C9 1.385(4) no
C10 C11 1.363(4) no
C11 C12 1.361(4) no
