#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:07:40 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179614 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/78/4507819.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_4507819
loop_
_publ_author_name
'Salazar-Mendoza, Domingo'
'Cruz-Huerta, Jorge'
'Höpfl, H.'
'Hernández-Ahuactzi, Irán F.'
'Sanchez, Mario'
_publ_section_title
;
 Macrocycles and Coordination Polymers Derived from Self-Complementary
 Tectons Based onN-Containing Boronic Acids
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2441
_journal_paper_doi               10.1021/cg400144t
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety         'C12 H12 B N O2'
_chemical_formula_sum            'C12 H12 B N O2'
_chemical_formula_weight         213.04
_chemical_name_systematic
;

 ?

;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.779(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.8233(13)
_cell_length_b                   11.795(2)
_cell_length_c                   11.5767(19)
_cell_measurement_reflns_used    3356
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.43
_cell_measurement_theta_min      2.47
_cell_volume                     1062.8(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0343
_diffrn_reflns_av_sigmaI/netI    0.0249
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10050
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.47
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_correction_T_min  0.868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular prism'
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1868
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0460
_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)+(0.0425P)²+0.4781P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1046
_refine_ls_wR_factor_ref         0.1085
_reflns_number_gt                1657
_reflns_number_total             1868
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400144t_si_005.cif
_cod_data_source_block           jcruzwem
_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 2.3.1 from 2005-06-27.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4507819
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, 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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
B1 B 0.3528(3) 0.17626(17) 0.12822(16) 0.0304(4) Uani 1 1 d .
N1 N 0.76516(18) 0.30196(11) 0.49137(11) 0.0297(3) Uani 1 1 d .
O1 O 0.22543(15) 0.21342(11) 0.20113(10) 0.0359(3) Uani 1 1 d .
O2 O 0.39819(15) 0.05821(10) 0.13510(10) 0.0343(3) Uani 1 1 d .
C1 C 0.6405(2) 0.22217(15) 0.46889(15) 0.0352(4) Uani 1 1 d .
H1 H 0.6089 0.1782 0.5299 0.042 Uiso 1 1 calc R
C2 C 0.5608(2) 0.20442(15) 0.36121(15) 0.0336(4) Uani 1 1 d .
H2 H 0.4743 0.1503 0.3503 0.040 Uiso 1 1 calc R
C3 C 0.6074(2) 0.26725(13) 0.26475(14) 0.0274(4) Uani 1 1 d .
C4 C 0.5213(2) 0.25673(14) 0.14979(14) 0.0311(4) Uani 1 1 d .
C5 C 0.5842(3) 0.32340(18) 0.06673(15) 0.0442(5) Uani 1 1 d .
H5 H 0.5337 0.3173 -0.0092 0.053 Uiso 1 1 calc R
C6 C 0.7207(3) 0.40042(19) 0.08968(17) 0.0498(6) Uani 1 1 d .
H6 H 0.7577 0.4429 0.0293 0.060 Uiso 1 1 calc R
C7 C 0.7986(2) 0.41345(17) 0.19865(16) 0.0420(5) Uani 1 1 d .
H7 H 0.8874 0.4654 0.2139 0.050 Uiso 1 1 calc R
C8 C 0.7426(2) 0.34672(14) 0.28870(14) 0.0294(4) Uani 1 1 d .
C9 C 0.8146(2) 0.36111(14) 0.40408(14) 0.0303(4) Uani 1 1 d .
H9 H 0.9010 0.4148 0.4194 0.036 Uiso 1 1 calc R
C10 C 0.0871(3) 0.13849(19) 0.21208(19) 0.0500(5) Uani 1 1 d .
H10A H 0.0100 0.1396 0.1410 0.060 Uiso 1 1 calc R
H10B H 0.0232 0.1638 0.2749 0.060 Uiso 1 1 calc R
C11 C 0.1492(3) 0.01967(19) 0.2359(2) 0.0553(6) Uani 1 1 d .
H11A H 0.0515 -0.0308 0.2374 0.066 Uiso 1 1 calc R
H11B H 0.2154 0.0165 0.3113 0.066 Uiso 1 1 calc R
C12 C 0.2591(3) -0.01847(17) 0.14366(18) 0.0473(5) Uani 1 1 d .
H12A H 0.3039 -0.0936 0.1624 0.057 Uiso 1 1 calc R
H12B H 0.1896 -0.0226 0.0695 0.057 Uiso 1 1 calc R
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_3
O2 B1 O1 116.41(15) .
O2 B1 C4 111.45(14) .
O1 B1 C4 109.37(14) .
O2 B1 N1 105.98(13) 4_565
O1 B1 N1 105.40(13) 4_565
C4 B1 N1 107.67(13) 4_565
C9 N1 C1 118.64(14) .
C9 N1 B1 121.22(14) 4_666
C1 N1 B1 120.14(13) 4_666
C10 O1 B1 116.39(15) .
C12 O2 B1 115.61(14) .
C2 C1 N1 122.54(16) .
C1 C2 C3 120.92(16) .
C2 C3 C8 115.89(14) .
C2 C3 C4 123.48(15) .
C8 C3 C4 120.59(15) .
C5 C4 C3 115.66(16) .
C5 C4 B1 124.79(15) .
C3 C4 B1 119.40(15) .
C4 C5 C6 123.85(16) .
C7 C6 C5 120.77(18) .
C6 C7 C8 118.76(17) .
C9 C8 C7 120.67(16) .
C9 C8 C3 118.97(15) .
C7 C8 C3 120.31(15) .
N1 C9 C8 122.96(16) .
O1 C10 C11 111.36(16) .
C10 C11 C12 110.24(18) .
O2 C12 C11 110.73(16) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 O2 1.437(2) .
B1 O1 1.438(2) .
B1 C4 1.623(3) .
B1 N1 1.681(2) 4_565
N1 C9 1.318(2) .
N1 C1 1.361(2) .
N1 B1 1.681(2) 4_666
O1 C10 1.413(2) .
O2 C12 1.426(2) .
C1 C2 1.353(2) .
C2 C3 1.418(2) .
C3 C8 1.420(2) .
C3 C4 1.435(2) .
C4 C5 1.371(3) .
C5 C6 1.407(3) .
C6 C7 1.354(3) .
C7 C8 1.411(2) .
C8 C9 1.407(2) .
C10 C11 1.500(3) .
C11 C12 1.506(3) .
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
_geom_torsion_site_symmetry_1
O2 B1 O1 C10 -39.2(2) .
C4 B1 O1 C10 -166.63(14) .
N1 B1 O1 C10 77.87(17) 4_565
O1 B1 O2 C12 40.0(2) .
C4 B1 O2 C12 166.38(14) .
N1 B1 O2 C12 -76.77(17) 4_565
C9 N1 C1 C2 -2.7(3) .
B1 N1 C1 C2 177.24(17) 4_666
N1 C1 C2 C3 1.6(3) .
C1 C2 C3 C8 1.1(3) .
C1 C2 C3 C4 -176.43(17) .
C2 C3 C4 C5 -179.53(17) .
C8 C3 C4 C5 3.1(2) .
C2 C3 C4 B1 4.7(2) .
C8 C3 C4 B1 -172.74(15) .
O2 B1 C4 C5 111.6(2) .
O1 B1 C4 C5 -118.23(19) .
N1 B1 C4 C5 -4.2(2) 4_565
O2 B1 C4 C3 -73.0(2) .
O1 B1 C4 C3 57.2(2) .
N1 B1 C4 C3 171.21(14) 4_565
C3 C4 C5 C6 -1.7(3) .
B1 C4 C5 C6 173.82(19) .
C4 C5 C6 C7 -0.4(4) .
C5 C6 C7 C8 1.2(3) .
C6 C7 C8 C9 -177.07(19) .
C6 C7 C8 C3 0.2(3) .
C2 C3 C8 C9 -2.7(2) .
C4 C3 C8 C9 174.93(15) .
C2 C3 C8 C7 179.99(16) .
C4 C3 C8 C7 -2.4(3) .
C1 N1 C9 C8 0.9(3) .
B1 N1 C9 C8 -178.97(15) 4_666
C7 C8 C9 N1 179.09(17) .
C3 C8 C9 N1 1.8(3) .
B1 O1 C10 C11 47.0(2) .
O1 C10 C11 C12 -55.1(2) .
B1 O2 C12 C11 -48.5(2) .
C10 C11 C12 O2 55.9(2) .
