#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/02/4310212.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_4310212
loop_
_publ_author_name
'Sarah J. Farley'
'David L. Rochester'
'Amber L. Thompson'
'Judith A. K. Howard'
'J. A. Gareth Williams'
_publ_contact_author             'Amber L. Thompson'
_publ_contact_author_email       A.L.Thompson@durham.ac.uk
_publ_section_title
;
Controlling Emission Energy, Self-Quenching, and Excimer Formation in
Highly Luminescent NCN-Coordinated Platinum(II) Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9690
_journal_page_last               9703
_journal_paper_doi               10.1021/ic051049e
_journal_volume                  44
_journal_year                    2005
_chemical_formula_moiety         'C16 H11 Br N2'
_chemical_formula_sum            'C16 H11 Br N2'
_chemical_formula_weight         311.18
_chemical_melting_point          ?
_chemical_name_common            'dipyridyl benzene'
_chemical_name_systematic
; 
 1-bromo-3,5-di(2-pyridyl)benzene 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 91.4610(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.2243(3)
_cell_length_b                   15.1114(10)
_cell_length_c                   20.1874(13)
_cell_measurement_reflns_used    3857
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.677
_cell_measurement_theta_min      2.879
_cell_volume                     1288.25(15)
_computing_cell_refinement       'SMART-NT V6.1 (Bruker, 2000)'
_computing_data_collection       'SMART-NT V6.1 (Bruker, 2000)'
_computing_data_reduction        'SMART-NT V6.1 (Bruker, 2000)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker ProteumM with Bede Microsource'
_diffrn_measurement_method       ω-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  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0305
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            12223
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.70
_exptl_absorpt_coefficient_mu    3.176
_exptl_absorpt_correction_T_max  0.78583
_exptl_absorpt_correction_T_min  0.58400
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'XPREP (SHELXTL,1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2967
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0279
_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)+(0.0331P)²+0.3455P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0600
_refine_ls_wR_factor_ref         0.0640
_reflns_number_gt                2399
_reflns_number_total             2967
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic051049esi20050625_074500_2.cif
_cod_data_source_block           dpyb-Br
_cod_depositor_comments
;
The following automatic conversions were performed:
_chemical_melting_point value 'not measured' changed to '?' - value
is undefined or not given.
Automatic conversion script
Id: cif_fix_values 1391 2010-09-07 12:51:13Z saulius 

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 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Integration' changed
to 'integration' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4310212
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.5097(4) -0.00138(11) 0.40702(8) 0.0193(4) Uani 1 1 d . . .
C11 C 0.3187(5) -0.06112(14) 0.43394(10) 0.0214(4) Uani 1 1 d . . .
H11 H 0.2633 -0.0533 0.4789 0.026 Uiso 1 1 calc R . .
C12 C 0.1967(5) -0.13371(14) 0.40020(11) 0.0227(4) Uani 1 1 d . . .
H12 H 0.0586 -0.1741 0.4211 0.027 Uiso 1 1 calc R . .
C13 C 0.2819(5) -0.14571(13) 0.33513(11) 0.0233(5) Uani 1 1 d . . .
H13 H 0.2056 -0.1953 0.3106 0.028 Uiso 1 1 calc R . .
C14 C 0.4804(5) -0.08442(14) 0.30616(10) 0.0213(4) Uani 1 1 d . . .
H14 H 0.5427 -0.0917 0.2616 0.026 Uiso 1 1 calc R . .
C15 C 0.5867(4) -0.01224(13) 0.34328(10) 0.0169(4) Uani 1 1 d . . .
N2 N 1.3560(5) 0.33163(13) 0.35061(10) 0.0296(4) Uani 1 1 d . . .
C21 C 1.5024(7) 0.39082(16) 0.39021(13) 0.0381(6) Uani 1 1 d . . .
H21 H 1.5613 0.4458 0.3714 0.046 Uiso 1 1 calc R . .
C22 C 1.5732(6) 0.37714(15) 0.45652(12) 0.0313(5) Uani 1 1 d . . .
H22 H 1.6756 0.4215 0.4826 0.038 Uiso 1 1 calc R . .
C23 C 1.4905(5) 0.29700(14) 0.48370(11) 0.0250(5) Uani 1 1 d . . .
H23 H 1.5360 0.2849 0.5291 0.030 Uiso 1 1 calc R . .
C24 C 1.3408(5) 0.23454(14) 0.44400(10) 0.0213(4) Uani 1 1 d . . .
H24 H 1.2840 0.1787 0.4618 0.026 Uiso 1 1 calc R . .
C25 C 1.2737(5) 0.25410(13) 0.37765(10) 0.0189(4) Uani 1 1 d . . .
C31 C 0.9264(4) 0.12191(12) 0.35676(9) 0.0171(4) Uani 1 1 d . . .
H31 H 0.8824 0.1207 0.4027 0.020 Uiso 1 1 calc R . .
C32 C 0.7953(4) 0.05686(13) 0.31536(10) 0.0170(4) Uani 1 1 d . . .
C33 C 0.8614(5) 0.05948(13) 0.24778(10) 0.0189(4) Uani 1 1 d . . .
H33 H 0.7776 0.0157 0.2185 0.023 Uiso 1 1 calc R . .
C34 C 1.0493(5) 0.12625(13) 0.22429(9) 0.0192(4) Uani 1 1 d . . .
C35 C 1.1802(5) 0.19109(13) 0.26489(10) 0.0191(4) Uani 1 1 d . . .
H35 H 1.3084 0.2365 0.2471 0.023 Uiso 1 1 calc R . .
C36 C 1.1199(5) 0.18850(12) 0.33255(10) 0.0174(4) Uani 1 1 d . . .
Br1 Br 1.13547(5) 0.129335(14) 0.132110(10) 0.02474(8) Uani 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 0.00 0.00 0.1100
-1.00 0.00 0.00 0.1100
0.00 1.00 0.00 0.0500
0.00 -1.00 0.00 0.0500
0.00 0.00 1.00 0.0400
0.00 0.00 -1.00 0.0400
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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 N1 C15 118.03(17) . . ?
N1 C11 C12 123.83(19) . . ?
N1 C11 H11 118.1 . . ?
C12 C11 H11 118.1 . . ?
C13 C12 C11 117.97(19) . . ?
C13 C12 H12 121.0 . . ?
C11 C12 H12 121.0 . . ?
C12 C13 C14 119.15(19) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C13 C14 C15 119.1(2) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
N1 C15 C14 121.88(18) . . ?
N1 C15 C32 115.91(17) . . ?
C14 C15 C32 122.21(18) . . ?
C21 N2 C25 117.4(2) . . ?
N2 C21 C22 124.3(2) . . ?
N2 C21 H21 117.8 . . ?
C22 C21 H21 117.8 . . ?
C23 C22 C21 117.9(2) . . ?
C23 C22 H22 121.1 . . ?
C21 C22 H22 121.1 . . ?
C22 C23 C24 119.1(2) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 H23 120.4 . . ?
C23 C24 C25 119.44(19) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
N2 C25 C24 121.85(19) . . ?
N2 C25 C36 116.57(18) . . ?
C24 C25 C36 121.52(18) . . ?
C36 C31 C32 121.75(18) . . ?
C36 C31 H31 119.1 . . ?
C32 C31 H31 119.1 . . ?
C31 C32 C33 118.53(18) . . ?
C31 C32 C15 119.85(17) . . ?
C33 C32 C15 121.61(18) . . ?
C34 C33 C32 119.20(18) . . ?
C34 C33 H33 120.4 . . ?
C32 C33 H33 120.4 . . ?
C33 C34 C35 122.72(18) . . ?
C33 C34 Br1 118.74(15) . . ?
C35 C34 Br1 118.53(15) . . ?
C34 C35 C36 118.66(18) . . ?
C34 C35 H35 120.7 . . ?
C36 C35 H35 120.7 . . ?
C31 C36 C35 119.13(18) . . ?
C31 C36 C25 121.26(18) . . ?
C35 C36 C25 119.56(18) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C11 1.336(3) . ?
N1 C15 1.345(2) . ?
C11 C12 1.384(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.383(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.389(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.391(3) . ?
C14 H14 0.9500 . ?
C15 C32 1.486(3) . ?
N2 C21 1.340(3) . ?
N2 C25 1.342(3) . ?
C21 C22 1.380(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.378(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.381(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.394(3) . ?
C24 H24 0.9500 . ?
C25 C36 1.484(3) . ?
C31 C36 1.393(3) . ?
C31 C32 1.396(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.400(3) . ?
C33 C34 1.375(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.384(3) . ?
C34 Br1 1.9058(19) . ?
C35 C36 1.396(3) . ?
C35 H35 0.9500 . ?
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
C11 H11 N1 0.95 2.61 3.407(3) 142.1 3_656
C14 H14 N2 0.95 2.59 3.495(3) 159.4 2_745
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 N1 C11 C12 0.3(3) . . . . ?
N1 C11 C12 C13 1.1(3) . . . . ?
C11 C12 C13 C14 -1.0(3) . . . . ?
C12 C13 C14 C15 -0.4(3) . . . . ?
C11 N1 C15 C14 -1.8(3) . . . . ?
C11 N1 C15 C32 178.98(17) . . . . ?
C13 C14 C15 N1 1.8(3) . . . . ?
C13 C14 C15 C32 -178.98(18) . . . . ?
C25 N2 C21 C22 0.0(4) . . . . ?
N2 C21 C22 C23 0.6(4) . . . . ?
C21 C22 C23 C24 -0.3(3) . . . . ?
C22 C23 C24 C25 -0.6(3) . . . . ?
C21 N2 C25 C24 -0.9(3) . . . . ?
C21 N2 C25 C36 -178.4(2) . . . . ?
C23 C24 C25 N2 1.3(3) . . . . ?
C23 C24 C25 C36 178.57(19) . . . . ?
C36 C31 C32 C33 -0.1(3) . . . . ?
C36 C31 C32 C15 -179.21(17) . . . . ?
N1 C15 C32 C31 7.0(3) . . . . ?
C14 C15 C32 C31 -172.21(18) . . . . ?
N1 C15 C32 C33 -172.05(17) . . . . ?
C14 C15 C32 C33 8.7(3) . . . . ?
C31 C32 C33 C34 -0.8(3) . . . . ?
C15 C32 C33 C34 178.31(17) . . . . ?
C32 C33 C34 C35 0.7(3) . . . . ?
C32 C33 C34 Br1 -179.68(14) . . . . ?
C33 C34 C35 C36 0.2(3) . . . . ?
Br1 C34 C35 C36 -179.39(14) . . . . ?
C32 C31 C36 C35 1.1(3) . . . . ?
C32 C31 C36 C25 -176.24(17) . . . . ?
C34 C35 C36 C31 -1.1(3) . . . . ?
C34 C35 C36 C25 176.27(17) . . . . ?
N2 C25 C36 C31 -156.60(19) . . . . ?
C24 C25 C36 C31 26.0(3) . . . . ?
N2 C25 C36 C35 26.1(3) . . . . ?
C24 C25 C36 C35 -151.3(2) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9182404
