#------------------------------------------------------------------------------
#$Date: 2016-02-20 21:30:07 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/62/2226209.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_2226209
loop_
_publ_author_name
'Apostolova, Margarita D.'
'Nikolova, Rositsa P.'
'Shivachev, Boris L.'
_publ_section_title
;
 (4-Carbamoylphenyl)boronic acid
;
_journal_coeditor_code           LH2998
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1273
_journal_paper_doi               10.1107/S1600536810014789
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C7 H8 B N O3'
_chemical_formula_moiety         'C7 H8 B N O3'
_chemical_formula_sum            'C7 H8 B N O3'
_chemical_formula_weight         164.95
_chemical_melting_point          ?
_chemical_name_systematic
;
(4-carbamoylphenyl)boronic acid
;
_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                103.912(13)
_cell_angle_beta                 98.69(2)
_cell_angle_gamma                93.136(14)
_cell_formula_units_Z            1
_cell_length_a                   4.997(2)
_cell_length_b                   5.351(2)
_cell_length_c                   7.2967(16)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    290(2)
_cell_measurement_theta_max      19.78
_cell_measurement_theta_min      17.97
_cell_volume                     186.36(11)
_computing_cell_refinement       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_collection       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      290(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       'Non-profiled ω/2θ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0535
_diffrn_reflns_av_sigmaI/netI    0.0595
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2155
_diffrn_reflns_theta_full        29.96
_diffrn_reflns_theta_max         29.96
_diffrn_reflns_theta_min         2.92
_diffrn_standards_decay_%        2
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             86
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.231
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     75
_refine_ls_number_reflns         1078
_refine_ls_number_restraints     88
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0530
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0786P)²+0.0033P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1319
_refine_ls_wR_factor_ref         0.1479
_reflns_number_gt                755
_reflns_number_total             1078
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2998.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2226209
_cod_database_fobs_code          2226209
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 -0.001(3) -0.298(2) 0.2892(18) 0.0268(10) Uani d PDU 0.50 A -1
O O1 -0.243(3) -0.393(3) 0.318(3) 0.0399(19) Uani d PDU 0.50 A -1
H H1 -0.2184 -0.4584 0.4092 0.060 Uiso calc PR 0.50 A -1
O O2 0.236(2) -0.334(2) 0.404(2) 0.0351(15) Uani d PDU 0.50 A -1
H H2A 0.3669 -0.3158 0.3510 0.053 Uiso calc PR 0.50 A -1
C C1 0.0096(17) 0.113(2) -0.1593(16) 0.0246(10) Uani d PDU 0.50 A -1
C C2 -0.2061(18) -0.068(2) -0.1647(17) 0.0314(10) Uani d PDU 0.50 A -1
H H2 -0.3512 -0.1021 -0.2661 0.038 Uiso calc PR 0.50 A -1
C C3 -0.207(2) -0.197(2) -0.0217(17) 0.0314(10) Uani d PDU 0.50 A -1
H H3 -0.3529 -0.3166 -0.0282 0.038 Uiso calc PR 0.50 A -1
C C4 0.0069(18) -0.150(2) 0.1318(16) 0.0246(10) Uani d PDU 0.50 A -1
C C5 0.2219(19) 0.029(2) 0.1375(17) 0.0314(10) Uani d PDU 0.50 A -1
H H5 0.3670 0.0634 0.2389 0.038 Uiso calc PR 0.50 A -1
C C6 0.223(2) 0.158(2) -0.0057(17) 0.0314(10) Uani d PDU 0.50 A -1
H H6 0.3685 0.2776 0.0010 0.038 Uiso calc PR 0.50 A -1
C C7 0.016(2) 0.256(2) -0.3128(15) 0.0268(10) Uani d PDU 0.50 A -1
O O3 0.237(3) 0.341(3) -0.344(3) 0.0399(19) Uani d PDU 0.50 A -1
N N1 -0.212(3) 0.283(3) -0.415(3) 0.0351(15) Uani d PDU 0.50 A -1
H H1A -0.2112 0.3606 -0.5051 0.042 Uiso calc P 0.50 B -1
H H1B -0.3631 0.2237 -0.3916 0.042 Uiso calc P 0.50 C -1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
B1 0.0340(13) 0.027(3) 0.024(2) 0.0062(15) 0.0098(12) 0.011(2)
O1 0.0295(7) 0.054(5) 0.048(4) 0.002(2) 0.0081(18) 0.035(4)
O2 0.0282(18) 0.046(4) 0.0412(16) 0.006(2) 0.0081(15) 0.029(3)
C1 0.0301(11) 0.028(3) 0.020(3) 0.0076(11) 0.0089(11) 0.0097(19)
C2 0.0331(11) 0.038(3) 0.024(3) -0.0005(12) -0.0004(12) 0.0137(19)
C3 0.0329(11) 0.034(3) 0.030(3) -0.0018(12) 0.0048(12) 0.015(2)
C4 0.0301(11) 0.028(3) 0.020(3) 0.0076(11) 0.0089(11) 0.0097(19)
C5 0.0331(11) 0.038(3) 0.024(3) -0.0005(12) -0.0004(12) 0.0137(19)
C6 0.0329(11) 0.034(3) 0.030(3) -0.0018(12) 0.0048(12) 0.015(2)
C7 0.0340(13) 0.027(3) 0.024(2) 0.0062(15) 0.0098(12) 0.011(2)
O3 0.0295(7) 0.054(5) 0.048(4) 0.002(2) 0.0081(18) 0.035(4)
N1 0.0282(18) 0.046(4) 0.0412(16) 0.006(2) 0.0081(15) 0.029(3)
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_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 -1 1
2 0 -1
1 0 2
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_3
_geom_angle
_geom_angle_publ_flag
O1 B1 O2 . . 118.9(15) ?
O1 B1 C4 . . 119.4(13) ?
O2 B1 C4 . . 121.6(12) ?
C6 C1 C2 . . 117.8(5) ?
C6 C1 C7 . . 120.0(7) ?
C2 C1 C7 . . 122.2(7) ?
C3 C2 C1 . . 121.1(5) ?
C3 C2 H2 . . 119.5 ?
C1 C2 H2 . . 119.5 ?
C2 C3 C4 . . 120.8(5) ?
C2 C3 H3 . . 119.6 ?
C4 C3 H3 . . 119.6 ?
C3 C4 C5 . . 118.2(5) ?
C3 C4 B1 . . 119.5(8) ?
C5 C4 B1 . . 122.2(8) ?
C6 C5 C4 . . 120.8(5) ?
C6 C5 H5 . . 119.6 ?
C4 C5 H5 . . 119.6 ?
C5 C6 C1 . . 121.2(6) ?
C5 C6 H6 . . 119.4 ?
C1 C6 H6 . . 119.4 ?
O3 C7 N1 . . 120.8(16) ?
O3 C7 C1 . . 120.4(13) ?
N1 C7 C1 . . 118.8(13) ?
C7 N1 H1A . . 120.0 ?
C7 N1 H1B . . 120.0 ?
H1A N1 H1B . . 120.0 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O1 . 1.351(8) ?
B1 O2 . 1.393(8) ?
B1 C4 . 1.546(6) ?
O1 H1 . 0.8200 ?
O2 H2A . 0.8200 ?
C1 C6 . 1.388(8) ?
C1 C2 . 1.397(8) ?
C1 C7 . 1.505(6) ?
C2 C3 . 1.384(8) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.391(8) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.391(8) ?
C5 C6 . 1.384(8) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 O3 . 1.246(7) ?
C7 N1 . 1.298(7) ?
N1 H1A . 0.8600 ?
N1 H1B . 0.8600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 O2 2_546 0.82 1.96 2.77(2) 166.9
O2 H2A O1 1_655 0.82 2.05 2.79(2) 148.6
O2 H2A O3 2_655 0.82 2.00 2.73(2) 148.8
N1 H1A O3 2_564 0.86 2.14 2.97(3) 160.7
N1 H1B O1 2_455 0.86 2.30 2.97(2) 135.7
N1 H1B O3 1_455 0.86 2.18 2.90(2) 140.8
