#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:23:22 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179662 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/15/4511591.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_4511591
loop_
_publ_author_name
'SeethaLekshmi, Sunil'
'Varughese, Sunil'
'Giri, Lopamudra'
'Pedireddi, V. R.'
_publ_section_title
;
 Molecular Complexes of 4-Halophenylboronic Acids: A Systematic
 Exploration of Isostructurality and Structural Landscape
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4143
_journal_paper_doi               10.1021/cg500750p
_journal_volume                  14
_journal_year                    2014
_chemical_formula_moiety         'C10 H8 N2, C6 H6 B Br O2, H2 O'
_chemical_formula_sum            'C16 H16 B Br N2 O3'
_chemical_formula_weight         375.03
_chemical_name_systematic
; 
4-Bromophenylboronic acid-4,4'-bipyridyl-hydrate complex 
;
_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                 102.74(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.805(3)
_cell_length_b                   6.8340(10)
_cell_length_c                   18.647(4)
_cell_measurement_temperature    120(2)
_cell_volume                     1591.6(6)
_computing_cell_refinement       SMART
_computing_data_collection       SMART
_computing_data_reduction        SAINTPLUS
_computing_structure_refinement  'SHELXTL (Sheldrick, 1997)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX CCD-Area Detector'
_diffrn_measurement_method       SMART
_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  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0318
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            25462
_diffrn_reflns_theta_full        33.17
_diffrn_reflns_theta_max         33.17
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    2.598
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.892
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS; Sheldrick, 1996'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.625
_refine_diff_density_min         -0.512
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         6089
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0332
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0420P)²+0.3381P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0748
_refine_ls_wR_factor_ref         0.0825
_reflns_number_gt                4546
_reflns_number_total             6089
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            02_bbpy.CIF
_cod_data_source_block           datam
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Empirical'
changed to 'empirical' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 4511578--4511594.cif.
;
_cod_original_sg_symbol_H-M      'P 2(1)/ n'
_cod_database_code               4511591
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
Br1 Br 0.709499(13) 0.86865(3) 0.192431(9) 0.03098(6) Uani 1 1 d .
C26 C 0.41105(11) 1.0104(2) 0.06569(8) 0.0186(3) Uani 1 1 d .
H26 H 0.3490 0.9424 0.0446 0.022 Uiso 1 1 calc R
O21A O 0.22475(8) 1.22117(16) -0.01703(6) 0.0242(2) Uani 1 1 d .
H21A H 0.1774 1.2940 -0.0389 0.036 Uiso 1 1 calc R
C21 C 0.41355(11) 1.2141(2) 0.05744(7) 0.0162(2) Uani 1 1 d .
C25 C 0.49911(12) 0.9074(2) 0.10472(8) 0.0202(3) Uani 1 1 d .
H25 H 0.4962 0.7722 0.1094 0.024 Uiso 1 1 calc R
C23 C 0.59835(11) 1.2100(2) 0.12866(8) 0.0214(3) Uani 1 1 d .
H23 H 0.6610 1.2765 0.1495 0.026 Uiso 1 1 calc R
B21 B 0.31303(13) 1.3284(2) 0.01287(9) 0.0180(3) Uani 1 1 d .
C24 C 0.59107(11) 1.0093(2) 0.13647(8) 0.0199(3) Uani 1 1 d .
C22 C 0.50941(11) 1.3096(2) 0.08883(8) 0.0195(3) Uani 1 1 d .
H22 H 0.5139 1.4443 0.0829 0.023 Uiso 1 1 calc R
N11 N 0.95842(10) 0.63854(18) 0.10227(7) 0.0225(2) Uani 1 1 d .
N12 N 1.47773(10) 0.63106(18) 0.33809(7) 0.0233(3) Uani 1 1 d .
C13 C 1.16336(10) 0.63595(19) 0.19578(7) 0.0154(2) Uani 1 1 d .
C18 C 1.27158(10) 0.63276(18) 0.24494(7) 0.0157(2) Uani 1 1 d .
C19 C 1.36353(11) 0.6011(2) 0.21751(8) 0.0196(3) Uani 1 1 d .
H19 H 1.3579 0.5798 0.1675 0.023 Uiso 1 1 calc R
C110 C 1.46330(12) 0.6018(2) 0.26562(9) 0.0228(3) Uani 1 1 d .
H110 H 1.5234 0.5808 0.2464 0.027 Uiso 1 1 calc R
C14 C 1.07147(11) 0.6010(2) 0.22262(8) 0.0187(3) Uani 1 1 d .
H14 H 1.0769 0.5765 0.2724 0.022 Uiso 1 1 calc R
C17 C 1.28657(11) 0.6608(2) 0.32053(8) 0.0192(3) Uani 1 1 d .
H17 H 1.2280 0.6812 0.3416 0.023 Uiso 1 1 calc R
C11 C 1.04667(12) 0.6728(2) 0.07682(8) 0.0223(3) Uani 1 1 d .
H11 H 1.0388 0.6977 0.0269 0.027 Uiso 1 1 calc R
C15 C 0.97212(11) 0.6033(2) 0.17434(8) 0.0212(3) Uani 1 1 d .
H15 H 0.9118 0.5790 0.1931 0.025 Uiso 1 1 calc R
C16 C 1.38949(12) 0.6581(2) 0.36428(8) 0.0222(3) Uani 1 1 d .
H16 H 1.3976 0.6760 0.4146 0.027 Uiso 1 1 calc R
C12 C 1.14900(12) 0.6732(2) 0.12085(8) 0.0197(3) Uani 1 1 d .
H12 H 1.2077 0.6983 0.1005 0.024 Uiso 1 1 calc R
O90 O 1.67356(10) 0.69191(18) 0.44412(7) 0.0267(2) Uani 1 1 d .
O21B O 0.32105(8) 1.52641(15) 0.00932(6) 0.0236(2) Uani 1 1 d .
H21B H 0.2641 1.5717 -0.0136 0.035 Uiso 1 1 calc R
H902 H 1.6163(19) 0.678(3) 0.4076(13) 0.040(6) Uiso 1 1 d .
H901 H 1.6936(17) 0.587(3) 0.4529(12) 0.032(6) Uiso 1 1 d .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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
C25 C26 C21 121.62(13)
C22 C21 C26 117.16(12)
C22 C21 B21 121.88(13)
C26 C21 B21 120.94(12)
C24 C25 C26 119.01(13)
C24 C23 C22 118.33(14)
O21B B21 O21A 125.55(13)
O21B B21 C21 117.19(13)
O21A B21 C21 117.23(13)
C23 C24 C25 121.59(13)
C23 C24 Br1 119.63(11)
C25 C24 Br1 118.78(11)
C23 C22 C21 122.25(14)
C15 N11 C11 116.96(13)
C110 N12 C16 116.70(13)
C12 C13 C14 117.10(12)
C12 C13 C18 121.44(12)
C14 C13 C18 121.46(12)
C17 C18 C19 116.85(13)
C17 C18 C13 121.64(13)
C19 C18 C13 121.51(12)
C110 C19 C18 119.40(14)
N12 C110 C19 123.72(14)
C15 C14 C13 119.34(13)
C16 C17 C18 119.58(14)
N11 C11 C12 123.53(14)
N11 C15 C14 123.51(14)
N12 C16 C17 123.74(14)
C11 C12 C13 119.55(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C24 1.9010(15)
C26 C25 1.391(2)
C26 C21 1.402(2)
O21A B21 1.3593(19)
C21 C22 1.3995(19)
C21 B21 1.577(2)
C25 C24 1.383(2)
C23 C24 1.385(2)
C23 C22 1.393(2)
B21 O21B 1.3599(19)
N11 C15 1.338(2)
N11 C11 1.339(2)
N12 C110 1.338(2)
N12 C16 1.339(2)
C13 C12 1.392(2)
C13 C14 1.3970(19)
C13 C18 1.4836(19)
C18 C17 1.3932(19)
C18 C19 1.400(2)
C19 C110 1.390(2)
C14 C15 1.387(2)
C17 C16 1.389(2)
C11 C12 1.384(2)
