#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:23:22 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179662 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/15/4511587.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_4511587
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         'C12 H8 N2, C6 H6 B Br O2 '
_chemical_formula_sum            'C18 H14 B Br N2 O2'
_chemical_formula_weight         381.03
_chemical_name_systematic
; 
 4-Bromophenylboronic acid-4,7-phenanthroline complex
;
_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                80.58(2)
_cell_angle_beta                 88.21(2)
_cell_angle_gamma                84.07(2)
_cell_formula_units_Z            2
_cell_length_a                   7.621(4)
_cell_length_b                   9.054(5)
_cell_length_c                   11.668(6)
_cell_measurement_temperature    120(2)
_cell_volume                     789.9(7)
_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 0.938
_diffrn_measured_fraction_theta_max 0.938
_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  0.0497
_diffrn_reflns_av_sigmaI/netI    0.0506
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11774
_diffrn_reflns_theta_full        33.14
_diffrn_reflns_theta_max         33.14
_diffrn_reflns_theta_min         1.77
_exptl_absorpt_coefficient_mu    2.615
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.823
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS; Sheldrick, 1996'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.573
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         5648
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.936
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0289
_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)+(0.0339P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0650
_refine_ls_wR_factor_ref         0.0679
_reflns_number_gt                4517
_reflns_number_total             5648
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            05_bphen.CIF
_cod_data_source_block           datam
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_database_code               4511587
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
Br24 Br 0.421224(18) 0.446177(18) 0.659674(13) 0.02315(5) Uani 1 1 d
O21 O -0.41675(13) 0.85962(13) 0.59437(10) 0.0197(2) Uani 1 1 d
O20 O -0.29174(15) 0.93181(13) 0.40944(9) 0.0241(2) Uani 1 1 d
N4 N -0.35652(15) 0.81384(14) -0.17459(10) 0.0186(2) Uani 1 1 d
N7 N -0.13646(16) 1.32414(14) -0.03818(11) 0.0223(2) Uani 1 1 d
C21 C -0.10618(17) 0.74192(16) 0.54984(11) 0.0162(2) Uani 1 1 d
C24 C 0.20816(17) 0.56533(16) 0.61271(11) 0.0169(2) Uani 1 1 d
C25 C 0.05032(18) 0.51956(16) 0.66223(12) 0.0187(3) Uani 1 1 d
C23 C 0.21383(18) 0.69574(16) 0.53240(12) 0.0186(3) Uani 1 1 d
C22 C 0.05614(18) 0.78168(16) 0.50046(12) 0.0179(3) Uani 1 1 d
C4 C -0.30794(17) 0.93694(16) -0.13444(12) 0.0166(2) Uani 1 1 d
C26 C -0.10461(17) 0.60985(16) 0.63107(12) 0.0187(3) Uani 1 1 d
C12 C -0.27840(16) 0.93597(15) -0.01497(11) 0.0158(2) Uani 1 1 d
C5 C -0.28441(18) 1.06858(17) -0.21691(12) 0.0189(3) Uani 1 1 d
C7 C -0.19419(17) 1.19571(16) -0.06364(12) 0.0175(2) Uani 1 1 d
C6 C -0.22980(18) 1.19222(17) -0.18322(12) 0.0195(3) Uani 1 1 d
C10 C -0.18322(18) 1.07714(18) 0.13711(13) 0.0202(3) Uani 1 1 d
C11 C -0.21988(16) 1.06894(16) 0.02068(12) 0.0166(2) Uani 1 1 d
B21 B -0.28011(19) 0.84710(18) 0.51679(14) 0.0175(3) Uani 1 1 d
C3 C -0.37942(19) 0.69144(17) -0.09891(13) 0.0215(3) Uani 1 1 d
C1 C -0.30736(18) 0.80437(17) 0.06266(12) 0.0195(3) Uani 1 1 d
C9 C -0.1237(2) 1.20648(19) 0.16227(13) 0.0235(3) Uani 1 1 d
C8 C -0.1017(2) 1.32591(18) 0.07248(14) 0.0241(3) Uani 1 1 d
C2 C -0.3578(2) 0.68238(17) 0.02071(13) 0.0220(3) Uani 1 1 d
H23 H 0.322(2) 0.723(2) 0.5022(15) 0.020(4) Uiso 1 1 d
H25 H 0.051(2) 0.425(2) 0.7247(15) 0.020(4) Uiso 1 1 d
H10 H -0.200(2) 0.997(2) 0.1936(16) 0.024(5) Uiso 1 1 d
H26 H -0.213(2) 0.575(2) 0.6700(16) 0.028(5) Uiso 1 1 d
H22 H 0.061(2) 0.869(2) 0.4450(15) 0.022(4) Uiso 1 1 d
H6 H -0.211(2) 1.278(2) -0.2327(15) 0.023(5) Uiso 1 1 d
H5 H -0.309(2) 1.067(2) -0.2996(15) 0.022(4) Uiso 1 1 d
H1 H -0.294(2) 0.802(2) 0.1461(15) 0.022(4) Uiso 1 1 d
H3 H -0.415(3) 0.607(2) -0.1298(17) 0.032(5) Uiso 1 1 d
H2 H -0.373(3) 0.597(2) 0.0662(17) 0.030(5) Uiso 1 1 d
H8 H -0.054(3) 1.415(2) 0.0837(16) 0.029(5) Uiso 1 1 d
H9 H -0.092(3) 1.217(2) 0.2413(17) 0.039(6) Uiso 1 1 d
H21 H -0.397(3) 0.831(3) 0.6528(19) 0.038(6) Uiso 1 1 d
H20 H -0.378(3) 0.983(3) 0.404(2) 0.047(7) 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'
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'
Br Br -0.2901 2.4595 '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
C3 N4 C4 118.61(12)
C8 N7 C7 116.82(13)
C26 C21 C22 117.59(13)
C26 C21 B21 122.26(12)
C22 C21 B21 120.12(13)
C23 C24 C25 121.96(13)
C23 C24 Br24 119.62(10)
C25 C24 Br24 118.41(11)
C26 C25 C24 118.30(13)
C24 C23 C22 118.44(12)
C23 C22 C21 121.72(13)
N4 C4 C12 121.97(13)
N4 C4 C5 118.08(12)
C12 C4 C5 119.94(12)
C25 C26 C21 121.95(12)
C1 C12 C4 117.47(12)
C1 C12 C11 123.65(12)
C4 C12 C11 118.87(12)
C6 C5 C4 120.93(13)
N7 C7 C11 123.48(13)
N7 C7 C6 117.14(13)
C11 C7 C6 119.38(12)
C5 C6 C7 121.27(13)
C9 C10 C11 118.81(14)
C10 C11 C7 117.52(13)
C10 C11 C12 122.90(13)
C7 C11 C12 119.57(12)
O20 B21 O21 119.36(13)
O20 B21 C21 118.79(12)
O21 B21 C21 121.81(13)
N4 C3 C2 123.07(14)
C2 C1 C12 119.63(13)
C10 C9 C8 119.41(13)
N7 C8 C9 123.97(14)
C1 C2 C3 119.20(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br24 C24 1.8976(14)
O21 B21 1.3663(19)
O20 B21 1.358(2)
N4 C3 1.3223(19)
N4 C4 1.3659(17)
N7 C8 1.329(2)
N7 C7 1.3642(18)
C21 C26 1.398(2)
C21 C22 1.4041(18)
C21 B21 1.570(2)
C24 C23 1.386(2)
C24 C25 1.3906(18)
C25 C26 1.387(2)
C23 C22 1.389(2)
C4 C12 1.4173(18)
C4 C5 1.427(2)
C12 C1 1.406(2)
C12 C11 1.4518(19)
C5 C6 1.353(2)
C7 C11 1.410(2)
C7 C6 1.4357(19)
C10 C9 1.376(2)
C10 C11 1.4106(19)
C3 C2 1.399(2)
C1 C2 1.372(2)
C9 C8 1.397(2)
