#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:55:42 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180363 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/32/7203217.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_7203217
loop_
_publ_author_name
'Kenneth E. Maly'
'Thierry Maris'
'James D. Wuest'
_publ_section_title
;
 Two-dimensional hydrogen-bonded networks in crystals of diboronic
 acids
;
_journal_name_full               CrystEngComm
_journal_page_first              33
_journal_page_last               35
_journal_paper_doi               10.1039/b516402h
_journal_year                    2006
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_moiety         'C14 H12 B2 O4, 3(C4 H8 O)'
_chemical_formula_sum            'C26 H36 B2 O7'
_chemical_formula_weight         482.17
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                92.161(5)
_cell_angle_beta                 104.384(6)
_cell_angle_gamma                96.514(5)
_cell_formula_units_Z            1
_cell_length_a                   6.5411(6)
_cell_length_b                   9.4198(9)
_cell_length_c                   10.8119(11)
_cell_measurement_reflns_used    2877
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.41
_cell_measurement_theta_min      4.23
_cell_volume                     639.63(11)
_computing_cell_refinement       'SMART (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2003)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'UdMX (local program)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.5
_diffrn_measured_fraction_theta_full 0.935
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'Bruker Smart 6000'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'Montel 200 optics'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.062
_diffrn_reflns_av_sigmaI/netI    0.0517
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7257
_diffrn_reflns_theta_full        67.38
_diffrn_reflns_theta_max         67.38
_diffrn_reflns_theta_min         4.23
_diffrn_standards_decay_%        -0.90
_diffrn_standards_interval_time  1440
_diffrn_standards_number         44
_exptl_absorpt_coefficient_mu    0.715
_exptl_absorpt_correction_T_max  0.9600
_exptl_absorpt_correction_T_min  0.9200
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             258
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2147
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      1.254
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0719
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1010P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1756
_refine_ls_wR_factor_ref         0.1764
_reflns_number_gt                1546
_reflns_number_total             2147
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b516402h.txt
_cod_data_source_block           jiw897
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_angle_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (29
times).

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (22
times).

'_geom_torsion_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (29 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7203217
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.1289(9) 1.3770(5) 0.3829(5) 0.0411(13) Uani 1 1 d . . .
O1 O -0.0414(5) 1.3152(3) 0.4195(3) 0.0433(9) Uani 1 1 d . . .
H1 H -0.073(7) 1.372(5) 0.490(4) 0.041(12) Uiso 1 1 d . . .
O2 O 0.2075(5) 1.5160(3) 0.4256(3) 0.0418(9) Uani 1 1 d . . .
H2 H 0.306(8) 1.563(6) 0.414(5) 0.042(14) Uiso 1 1 d . . .
C1 C 0.4661(7) 1.0331(5) 0.0377(4) 0.0406(11) Uani 1 1 d . . .
C2 C 0.3866(7) 1.1163(4) 0.1255(4) 0.0398(12) Uani 1 1 d . . .
C3 C 0.1896(7) 1.0742(5) 0.1487(4) 0.0438(12) Uani 1 1 d . . .
H3 H 0.1073 0.9882 0.1070 0.053 Uiso 1 1 calc . . .
C4 C 0.1113(7) 1.1554(5) 0.2315(5) 0.0437(12) Uani 1 1 d . . .
H4 H -0.0234 1.1243 0.2462 0.052 Uiso 1 1 calc . . .
C5 C 0.2285(7) 1.2830(4) 0.2938(4) 0.0395(12) Uani 1 1 d . . .
C6 C 0.4278(7) 1.3224(5) 0.2734(4) 0.0444(12) Uani 1 1 d . . .
H6 H 0.5108 1.4078 0.3160 0.053 Uiso 1 1 calc . . .
C7 C 0.5085(8) 1.2403(5) 0.1922(5) 0.0473(13) Uani 1 1 d . . .
H7 H 0.6471 1.2682 0.1818 0.057 Uiso 1 1 calc . . .
C10 C 0.4996(8) 0.1660(5) 0.6114(5) 0.0566(15) Uani 1 1 d . . .
H10A H 0.6097 0.1388 0.6842 0.068 Uiso 1 1 calc R . .
H10B H 0.5434 0.1502 0.5311 0.068 Uiso 1 1 calc R . .
O10 O 0.4624(5) 0.3084(3) 0.6293(3) 0.0531(10) Uani 1 1 d D . .
C11 C 0.2903(8) 0.0867(5) 0.6044(5) 0.0521(13) Uani 1 1 d D . .
H11A H 0.3046 -0.0131 0.6276 0.063 Uiso 1 1 calc R . .
H11B H 0.1968 0.0845 0.5168 0.063 Uiso 1 1 calc R . .
C12 C 0.2014(8) 0.1631(5) 0.6962(5) 0.0538(14) Uani 1 1 d D . .
H12A H 0.2293 0.1186 0.7793 0.065 Uiso 1 1 calc R . .
H12B H 0.0459 0.1621 0.6628 0.065 Uiso 1 1 calc R . .
C13 C 0.3135(7) 0.3130(5) 0.7107(4) 0.0511(13) Uani 1 1 d D . .
H13A H 0.2115 0.3822 0.6812 0.061 Uiso 1 1 calc R . .
H13B H 0.3906 0.3401 0.8010 0.061 Uiso 1 1 calc R . .
O30 O 0.8273(7) 0.4168(5) 0.9787(4) 0.079(2) Uiso 0.25 1 d PRD A -1
C30 C 0.8797(7) 0.4861(5) 1.0964(4) 0.079(2) Uiso 0.25 1 d PRD A -1
H30A H 0.7532 0.5015 1.1275 0.095 Uiso 0.25 1 calc PR B -1
H30B H 0.9789 0.4372 1.1604 0.095 Uiso 0.25 1 calc PR C -1
C31 C 0.9679(7) 0.5990(5) 1.0658(4) 0.079(2) Uiso 0.25 1 d PRD A -1
H31A H 0.9994 0.6713 1.1391 0.095 Uiso 0.25 1 calc PR D -1
H31B H 0.8666 0.6356 0.9939 0.095 Uiso 0.25 1 calc PR E -1
C32 C 1.1750(7) 0.5845(5) 1.0264(4) 0.079(2) Uiso 0.25 1 d PRD A -1
H32A H 1.2990 0.5765 1.0989 0.095 Uiso 0.25 1 calc PR F -1
H32B H 1.2100 0.6573 0.9686 0.095 Uiso 0.25 1 calc PR G -1
C33 C 1.0343(7) 0.4023(5) 0.9393(4) 0.079(2) Uiso 0.25 1 d PRD A -1
H33A H 1.0158 0.4000 0.8455 0.095 Uiso 0.25 1 calc PR H -1
H33B H 1.1043 0.3197 0.9750 0.095 Uiso 0.25 1 calc PR I -1
O40 O 0.9776(7) 0.4005(5) 0.9253(4) 0.072(3) Uiso 0.25 1 d PRD J -2
C40 C 1.1226(7) 0.5152(5) 0.9087(4) 0.072(3) Uiso 0.25 1 d PRD J -2
H40A H 1.0353 0.5918 0.8766 0.086 Uiso 0.25 1 calc PR K -2
H40B H 1.1778 0.4825 0.8366 0.086 Uiso 0.25 1 calc PR L -2
C41 C 1.3104(7) 0.5883(5) 1.0049(4) 0.072(3) Uiso 0.25 1 d PRD J -2
H41A H 1.3708 0.6815 0.9814 0.086 Uiso 0.25 1 calc PR M -2
H41B H 1.4219 0.5269 1.0392 0.086 Uiso 0.25 1 calc PR N -2
C42 C 1.1125(7) 0.5987(5) 1.0972(4) 0.072(3) Uiso 0.25 1 d PRD J -2
H42A H 1.0981 0.7008 1.1134 0.086 Uiso 0.25 1 calc PR O -2
H42B H 1.1660 0.5596 1.1812 0.086 Uiso 0.25 1 calc PR P -2
C43 C 0.8399(7) 0.5002(5) 1.0188(4) 0.072(3) Uiso 0.25 1 d PRD J -2
H43A H 0.7744 0.4424 1.0767 0.086 Uiso 0.25 1 calc PR Q -2
H43B H 0.7393 0.5603 0.9684 0.086 Uiso 0.25 1 calc PR R -2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 O2 . . . 118.6(4) y
O1 B1 C5 . . . 117.8(4) y
O2 B1 C5 . . . 123.6(4) y
B1 O1 H1 . . . 113(3) ?
B1 O2 H2 . . . 129(4) ?
C1 C1 C2 2_675 . . 178.1(6) y
C3 C2 C7 . . . 118.3(4) y
C3 C2 C1 . . . 121.1(4) y
C7 C2 C1 . . . 120.6(4) y
C4 C3 C2 . . . 121.1(4) y
C4 C3 H3 . . . 119.4 ?
C2 C3 H3 . . . 119.4 ?
C3 C4 C5 . . . 120.7(4) y
C3 C4 H4 . . . 119.6 ?
C5 C4 H4 . . . 119.6 ?
C6 C5 C4 . . . 117.9(4) y
C6 C5 B1 . . . 122.8(4) y
C4 C5 B1 . . . 119.3(4) y
C7 C6 C5 . . . 121.6(5) y
C7 C6 H6 . . . 119.2 ?
C5 C6 H6 . . . 119.2 ?
C6 C7 C2 . . . 120.3(4) y
C6 C7 H7 . . . 119.9 ?
C2 C7 H7 . . . 119.9 ?
O10 C10 C11 . . . 101.9(3) y
O10 C10 H10A . . . 111.4 ?
C11 C10 H10A . . . 111.4 ?
O10 C10 H10B . . . 111.4 ?
C11 C10 H10B . . . 111.4 ?
H10A C10 H10B . . . 109.3 ?
C10 O10 C13 . . . 109.0(3) y
C10 C11 C12 . . . 106.2(4) y
C10 C11 H11A . . . 110.5 ?
C12 C11 H11A . . . 110.5 ?
C10 C11 H11B . . . 110.5 ?
C12 C11 H11B . . . 110.5 ?
H11A C11 H11B . . . 108.7 ?
C11 C12 C13 . . . 104.8(4) y
C11 C12 H12A . . . 110.8 ?
C13 C12 H12A . . . 110.8 ?
C11 C12 H12B . . . 110.8 ?
C13 C12 H12B . . . 110.8 ?
H12A C12 H12B . . . 108.9 ?
O10 C13 C12 . . . 104.0(3) y
O10 C13 H13A . . . 111 ?
C12 C13 H13A . . . 111 ?
O10 C13 H13B . . . 111 ?
C12 C13 H13B . . . 111 ?
H13A C13 H13B . . . 109 ?
C30 O30 C33 . . . 107.9 y
C31 C30 O30 . . . 96.5 y
C31 C30 H30A . . . 112.5 ?
O30 C30 H30A . . . 112.5 ?
C31 C30 H30B . . . 112.5 ?
O30 C30 H30B . . . 112.5 ?
H30A C30 H30B . . . 110 ?
C30 C31 C32 . . . 115.1 y
C30 C31 H31A . . . 108.5 ?
C32 C31 H31A . . . 108.5 ?
C30 C31 H31B . . . 108.5 ?
C32 C31 H31B . . . 108.5 ?
H31A C31 H31B . . . 107.5 ?
C31 C32 C33 . . . 86.7 y
C31 C32 H32A . . . 114.2 ?
C33 C32 H32A . . . 114.2 ?
C31 C32 H32B . . . 114.2 ?
C33 C32 H32B . . . 114.2 ?
H32A C32 H32B . . . 111.4 ?
O30 C33 C32 . . . 93.3 y
O30 C33 H33A . . . 113 ?
C32 C33 H33A . . . 113 ?
O30 C33 H33B . . . 113 ?
C32 C33 H33B . . . 113 ?
H33A C33 H33B . . . 110.4 ?
C40 O40 C43 . . . 97.3 y
O40 C40 C41 . . . 127.7 y
O40 C40 H40A . . . 105.4 ?
C41 C40 H40A . . . 105.4 ?
O40 C40 H40B . . . 105.4 ?
C41 C40 H40B . . . 105.4 ?
H40A C40 H40B . . . 106 ?
C40 C41 C42 . . . 81.6 y
C40 C41 H41A . . . 115 ?
C42 C41 H41A . . . 115 ?
C40 C41 H41B . . . 115 ?
C42 C41 H41B . . . 115 ?
H41A C41 H41B . . . 112.1 ?
C41 C42 C43 . . . 115 y
C41 C42 H42A . . . 108.5 ?
C43 C42 H42A . . . 108.5 ?
C41 C42 H42B . . . 108.5 ?
C43 C42 H42B . . . 108.5 ?
H42A C42 H42B . . . 107.5 ?
O40 C43 C42 . . . 85.1 y
O40 C43 H43A . . . 114.5 ?
C42 C43 H43A . . . 114.5 ?
O40 C43 H43B . . . 114.5 ?
C42 C43 H43B . . . 114.5 ?
H43A C43 H43B . . . 111.6 ?
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
B1 O1 . . 1.351(6) y
B1 O2 . . 1.369(6) y
B1 C5 . . 1.586(6) y
O1 H1 . . 0.99(5) ?
O2 H2 . . 0.78(5) ?
C1 C1 . 2_675 1.206(9) y
C1 C2 . . 1.438(6) y
C2 C3 . . 1.391(6) y
C2 C7 . . 1.400(7) y
C3 C4 . . 1.383(6) y
C3 H3 . . 0.95 ?
C4 C5 . . 1.400(7) y
C4 H4 . . 0.95 ?
C5 C6 . . 1.388(6) y
C6 C7 . . 1.385(6) y
C6 H6 . . 0.95 ?
C7 H7 . . 0.95 ?
C10 O10 . . 1.405(6) y
C10 C11 . . 1.467(7) y
C10 H10a . . 0.99 ?
C10 H10b . . 0.99 ?
O10 C13 . . 1.469(5) y
C11 C12 . . 1.473(6) y
C11 H11a . . 0.99 ?
C11 H11b . . 0.99 ?
C12 C13 . . 1.499(6) y
C12 H12a . . 0.99 ?
C12 H12b . . 0.99 ?
C13 H13a . . 0.99 ?
C13 H13b . . 0.99 ?
O30 C30 . . 1.354 y
O30 C33 . . 1.536 y
C30 C31 . . 1.247 y
C30 H30a . . 0.99 ?
C30 H30b . . 0.99 ?
C31 C32 . . 1.5359 y
C31 H31a . . 0.99 ?
C31 H31b . . 0.99 ?
C32 H32a . . 0.99 ?
C32 H32b . . 0.99 ?
C33 H33a . . 0.99 ?
C33 H33b . . 0.99 ?
O40 C40 . . 1.402 y
C40 C41 . . 1.478 y
C40 H40a . . 0.99 ?
C40 H40b . . 0.99 ?
C41 H41a . . 0.99 ?
C41 H41b . . 0.99 ?
C42 H42a . . 0.99 ?
C42 H42b . . 0.99 ?
C43 H43a . . 0.99 ?
C43 H43b . . 0.99 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O2 0.99(5) 1.81(5) 2.759(4) 161(4) 2_586
O2 H2 O10 0.78(5) 1.99(5) 2.767(4) 174(5) 2_676
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C7 C2 C3 C4 . . . . 2.6(7) y
C1 C2 C3 C4 . . . . -178.9(4) y
C2 C3 C4 C5 . . . . 0.3(7) y
C3 C4 C5 C6 . . . . -2.2(7) y
C3 C4 C5 B1 . . . . 177.1(4) y
O1 B1 C5 C6 . . . . -165.3(4) y
O2 B1 C5 C6 . . . . 13.8(7) y
O1 B1 C5 C4 . . . . 15.4(7) y
O2 B1 C5 C4 . . . . -165.4(4) y
C4 C5 C6 C7 . . . . 1.1(7) y
B1 C5 C6 C7 . . . . -178.2(4) y
C5 C6 C7 C2 . . . . 1.8(7) y
C3 C2 C7 C6 . . . . -3.7(7) y
C1 C2 C7 C6 . . . . 177.8(4) y
C11 C10 O10 C13 . . . . 36.1(5) y
O10 C10 C11 C12 . . . . -36.6(5) y
C10 C11 C12 C13 . . . . 23.6(5) y
C10 O10 C13 C12 . . . . -21.8(5) y
C11 C12 C13 O10 . . . . -1.9(5) y
C33 O30 C30 C31 . . . . 61 y
O30 C30 C31 C32 . . . . -66.8 y
C30 C31 C32 C33 . . . . 39.7 y
C30 O30 C33 C32 . . . . -34 y
C31 C32 C33 O30 . . . . 0 y
C43 O40 C40 C41 . . . . 73.4 y
O40 C40 C41 C42 . . . . -51.3 y
C40 C41 C42 C43 . . . . 5.9 y
C40 O40 C43 C42 . . . . -38.7 y
C41 C42 C43 O40 . . . . 20.6 y
