#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:57:10 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180457 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/26/7212689.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_7212689
loop_
_publ_author_name
'Li, Cheng-Peng'
'Chen, Jing'
'Du, Miao'
_publ_section_title
;
 Structural diversification and metal-directed assembly of coordination
 architectures based on tetrabromoterephthalic acid and a bent dipyridyl
 tecton 2,5-bis(4-pyridyl)-1,3,4-oxadiazole
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              4392
_journal_paper_doi               10.1039/c003738a
_journal_volume                  12
_journal_year                    2010
_chemical_formula_sum            'C34 H34 Br4 N8 Ni O13'
_chemical_formula_weight         1141.04
_chemical_name_systematic
;
?
;
_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                100.7740(10)
_cell_angle_beta                 107.3420(10)
_cell_angle_gamma                101.2400(10)
_cell_formula_units_Z            1
_cell_length_a                   7.9351(4)
_cell_length_b                   11.3444(5)
_cell_length_c                   12.9490(6)
_cell_measurement_reflns_used    2830
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.90
_cell_measurement_theta_min      2.72
_cell_volume                     1053.28(9)
_computing_cell_refinement       'Bruker APEX II'
_computing_data_collection       'Bruker APEX II'
_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      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'APEX II 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  0.0168
_diffrn_reflns_av_sigmaI/netI    0.0332
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5446
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    4.326
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.548663
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.799
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             566
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3711
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0324
_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)+(0.0351P)²+1.2924P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0847
_reflns_number_gt                3009
_reflns_number_total             3711
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c003738a.txt
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-Scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'None' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7212689
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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0000 0.5000 0.0000 0.02583(16) Uani 1 2 d S . .
Br1 Br 0.38650(6) 0.95454(4) 0.14501(4) 0.05036(15) Uani 1 1 d . . .
Br2 Br 0.37887(6) 1.22257(4) 0.07648(4) 0.04937(14) Uani 1 1 d . . .
O1 O 0.9180(4) 0.6767(3) 0.3752(2) 0.0441(7) Uani 1 1 d . . .
O2 O 0.0285(3) 0.6834(2) -0.0003(2) 0.0333(6) Uani 1 1 d . . .
O3 O -0.0288(4) 0.7620(2) 0.1545(2) 0.0461(7) Uani 1 1 d . . .
O4 O 0.1472(3) 0.4876(2) -0.1071(2) 0.0376(6) Uani 1 1 d . . .
H4A H 0.1111 0.4090 -0.1339 0.056 Uiso 1 1 d R . .
H4B H 0.1417 0.5318 -0.1537 0.056 Uiso 1 1 d R . .
N1 N 0.2488(4) 0.5447(3) 0.1348(3) 0.0321(7) Uani 1 1 d . . .
N2 N 0.7981(5) 0.5931(4) 0.4869(3) 0.0523(9) Uani 1 1 d . . .
N3 N 0.9889(5) 0.6353(4) 0.5391(3) 0.0527(10) Uani 1 1 d . . .
N4 N 1.6065(5) 0.8500(4) 0.5201(4) 0.0578(10) Uani 1 1 d . . .
C1 C 0.5868(5) 0.5951(4) 0.3032(3) 0.0371(9) Uani 1 1 d . . .
C2 C 0.5704(5) 0.6454(4) 0.2123(3) 0.0407(9) Uani 1 1 d . . .
H2 H 0.6721 0.6963 0.2062 0.049 Uiso 1 1 calc R . .
C3 C 0.4002(5) 0.6183(4) 0.1315(3) 0.0385(9) Uani 1 1 d . . .
H3 H 0.3895 0.6531 0.0711 0.046 Uiso 1 1 calc R . .
C4 C 0.2674(5) 0.4982(4) 0.2243(3) 0.0370(9) Uani 1 1 d . . .
H4 H 0.1637 0.4478 0.2288 0.044 Uiso 1 1 calc R . .
C5 C 0.4307(5) 0.5210(4) 0.3092(3) 0.0429(10) Uani 1 1 d . . .
H5 H 0.4370 0.4874 0.3701 0.051 Uiso 1 1 calc R . .
C6 C 0.7646(5) 0.6191(4) 0.3913(3) 0.0409(9) Uani 1 1 d . . .
C7 C 1.0535(6) 0.6844(4) 0.4721(3) 0.0443(10) Uani 1 1 d . . .
C8 C 1.2422(6) 0.7419(4) 0.4873(3) 0.0434(10) Uani 1 1 d . . .
C9 C 1.3821(6) 0.7420(5) 0.5830(4) 0.0549(12) Uani 1 1 d . . .
H9 H 1.3561 0.7061 0.6374 0.066 Uiso 1 1 calc R . .
C10 C 1.5596(6) 0.7968(5) 0.5943(4) 0.0599(13) Uani 1 1 d . . .
H10 H 1.6529 0.7966 0.6580 0.072 Uiso 1 1 calc R . .
C11 C 1.4715(7) 0.8490(4) 0.4299(4) 0.0587(12) Uani 1 1 d . . .
H11 H 1.5018 0.8857 0.3771 0.070 Uiso 1 1 calc R . .
C12 C 1.2890(6) 0.7971(4) 0.4098(4) 0.0530(12) Uani 1 1 d . . .
H12 H 1.1992 0.7992 0.3453 0.064 Uiso 1 1 calc R . .
C13 C 0.0014(5) 0.7668(3) 0.0663(3) 0.0330(8) Uani 1 1 d . . .
C14 C 0.0019(5) 0.8890(3) 0.0317(3) 0.0306(8) Uani 1 1 d . . .
C15 C 0.1632(5) 0.9825(3) 0.0632(3) 0.0307(8) Uani 1 1 d . . .
C16 C 0.1606(5) 1.0925(3) 0.0312(3) 0.0321(8) Uani 1 1 d . . .
O5 O 0.1566(5) 0.6501(3) 0.7652(3) 0.0629(9) Uani 1 1 d D . .
H5A H 0.1138 0.6277 0.6965 0.094 Uiso 1 1 calc R . .
C17 C 0.1473(10) 0.7773(6) 0.8039(6) 0.101(2) Uani 1 1 d D . .
H17A H 0.2057 0.8057 0.8838 0.151 Uiso 1 1 calc R . .
H17B H 0.0214 0.7792 0.7839 0.151 Uiso 1 1 calc R . .
H17C H 0.2087 0.8307 0.7692 0.151 Uiso 1 1 calc R . .
O6 O 0.7978(12) 0.9379(8) 0.2556(8) 0.093(3) Uani 0.50 1 d P A 1
O6' O 0.957(3) 0.9894(13) 0.3274(15) 0.195(7) Uani 0.50 1 d P . 2
O7 O 0.9688(11) 0.9307(9) 0.5407(9) 0.120(4) Uani 0.50 1 d P . .
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'
Ni Ni 0.3393 1.1124 '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_1
_geom_angle_site_symmetry_3
O2 Ni1 O2 180 . 2_565
O2 Ni1 O4 88.05(10) . .
O2 Ni1 O4 91.95(10) 2_565 .
O2 Ni1 O4 91.95(10) . 2_565
O2 Ni1 O4 88.05(10) 2_565 2_565
O4 Ni1 O4 180 . 2_565
O2 Ni1 N1 88.36(10) . 2_565
O2 Ni1 N1 91.64(10) 2_565 2_565
O4 Ni1 N1 91.83(11) . 2_565
O4 Ni1 N1 88.17(11) 2_565 2_565
O2 Ni1 N1 91.64(10) . .
O2 Ni1 N1 88.36(10) 2_565 .
O4 Ni1 N1 88.17(11) . .
O4 Ni1 N1 91.83(11) 2_565 .
N1 Ni1 N1 180 2_565 .
C6 O1 C7 102.7(3) . .
C13 O2 Ni1 127.6(2) . .
Ni1 O4 H4A 97.5 . .
Ni1 O4 H4B 121.0 . .
H4A O4 H4B 117.1 . .
C3 N1 C4 116.8(3) . .
C3 N1 Ni1 120.1(3) . .
C4 N1 Ni1 123.0(2) . .
C6 N2 N3 105.2(4) . .
C7 N3 N2 107.4(3) . .
C11 N4 C10 116.9(4) . .
C2 C1 C5 118.6(3) . .
C2 C1 C6 121.0(4) . .
C5 C1 C6 120.4(4) . .
C3 C2 C1 118.4(4) . .
C3 C2 H2 120.8 . .
C1 C2 H2 120.8 . .
N1 C3 C2 123.8(4) . .
N1 C3 H3 118.1 . .
C2 C3 H3 118.1 . .
N1 C4 C5 123.5(4) . .
N1 C4 H4 118.3 . .
C5 C4 H4 118.3 . .
C4 C5 C1 118.9(4) . .
C4 C5 H5 120.5 . .
C1 C5 H5 120.5 . .
N2 C6 O1 113.1(3) . .
N2 C6 C1 128.1(4) . .
O1 C6 C1 118.8(4) . .
N3 C7 O1 111.6(4) . .
N3 C7 C8 129.0(4) . .
O1 C7 C8 119.4(4) . .
C12 C8 C9 118.4(4) . .
C12 C8 C7 122.1(4) . .
C9 C8 C7 119.5(4) . .
C10 C9 C8 117.9(5) . .
C10 C9 H9 121.0 . .
C8 C9 H9 121.0 . .
N4 C10 C9 124.2(4) . .
N4 C10 H10 117.9 . .
C9 C10 H10 117.9 . .
N4 C11 C12 124.0(5) . .
N4 C11 H11 118.0 . .
C12 C11 H11 118.0 . .
C11 C12 C8 118.6(4) . .
C11 C12 H12 120.7 . .
C8 C12 H12 120.7 . .
O3 C13 O2 128.4(3) . .
O3 C13 C14 116.7(3) . .
O2 C13 C14 114.8(3) . .
C16 C14 C15 119.1(3) 2_575 .
C16 C14 C13 119.9(3) 2_575 .
C15 C14 C13 121.1(3) . .
C16 C15 C14 120.2(3) . .
C16 C15 Br1 120.9(3) . .
C14 C15 Br1 118.9(3) . .
C14 C16 C15 120.8(3) 2_575 .
C14 C16 Br2 118.5(3) 2_575 .
C15 C16 Br2 120.7(3) . .
C17 O5 H5A 109.5 . .
O5 C17 H17A 109.5 . .
O5 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
O5 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O2 2.050(2) .
Ni1 O2 2.050(2) 2_565
Ni1 O4 2.066(2) .
Ni1 O4 2.066(2) 2_565
Ni1 N1 2.104(3) 2_565
Ni1 N1 2.104(3) .
Br1 C15 1.894(3) .
Br2 C16 1.896(3) .
O1 C6 1.359(5) .
O1 C7 1.363(5) .
O2 C13 1.254(4) .
O3 C13 1.243(5) .
O4 H4A 0.8501 .
O4 H4B 0.8499 .
N1 C3 1.340(5) .
N1 C4 1.342(5) .
N2 C6 1.288(5) .
N2 N3 1.401(5) .
N3 C7 1.289(6) .
N4 C11 1.325(6) .
N4 C10 1.330(6) .
C1 C2 1.384(6) .
C1 C5 1.387(6) .
C1 C6 1.463(5) .
C2 C3 1.374(5) .
C2 H2 0.9300 .
C3 H3 0.9300 .
C4 C5 1.367(5) .
C4 H4 0.9300 .
C5 H5 0.9300 .
C7 C8 1.450(6) .
C8 C12 1.380(6) .
C8 C9 1.395(6) .
C9 C10 1.376(6) .
C9 H9 0.9300 .
C10 H10 0.9300 .
C11 C12 1.377(6) .
C11 H11 0.9300 .
C12 H12 0.9300 .
C13 C14 1.535(5) .
C14 C16 1.384(5) 2_575
C14 C15 1.389(5) .
C15 C16 1.388(5) .
C16 C14 1.384(5) 2_575
O5 C17 1.460(6) .
O5 H5A 0.8200 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
O6' O7 1.643(18) 2_776
O7 O6' 1.643(18) 2_776
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_4
O4 Ni1 O2 C13 -164.9(3) . .
O4 Ni1 O2 C13 15.1(3) 2_565 .
N1 Ni1 O2 C13 103.2(3) 2_565 .
N1 Ni1 O2 C13 -76.8(3) . .
O2 Ni1 N1 C3 -49.4(3) . .
O2 Ni1 N1 C3 130.6(3) 2_565 .
O4 Ni1 N1 C3 38.6(3) . .
O4 Ni1 N1 C3 -141.4(3) 2_565 .
O2 Ni1 N1 C4 133.7(3) . .
O2 Ni1 N1 C4 -46.3(3) 2_565 .
O4 Ni1 N1 C4 -138.3(3) . .
O4 Ni1 N1 C4 41.7(3) 2_565 .
C6 N2 N3 C7 0.9(5) . .
C5 C1 C2 C3 -0.8(6) . .
C6 C1 C2 C3 179.3(4) . .
C4 N1 C3 C2 1.6(6) . .
Ni1 N1 C3 C2 -175.6(3) . .
C1 C2 C3 N1 -0.7(6) . .
C3 N1 C4 C5 -0.9(6) . .
Ni1 N1 C4 C5 176.1(3) . .
N1 C4 C5 C1 -0.6(6) . .
C2 C1 C5 C4 1.4(6) . .
C6 C1 C5 C4 -178.6(4) . .
N3 N2 C6 O1 -0.5(5) . .
N3 N2 C6 C1 180.0(4) . .
C7 O1 C6 N2 -0.1(5) . .
C7 O1 C6 C1 179.5(3) . .
C2 C1 C6 N2 170.1(4) . .
C5 C1 C6 N2 -9.9(7) . .
C2 C1 C6 O1 -9.5(6) . .
C5 C1 C6 O1 170.6(4) . .
N2 N3 C7 O1 -1.0(5) . .
N2 N3 C7 C8 179.6(4) . .
C6 O1 C7 N3 0.7(5) . .
C6 O1 C7 C8 -179.8(4) . .
N3 C7 C8 C12 -176.2(5) . .
O1 C7 C8 C12 4.5(6) . .
N3 C7 C8 C9 3.8(7) . .
O1 C7 C8 C9 -175.5(4) . .
C12 C8 C9 C10 -0.3(7) . .
C7 C8 C9 C10 179.6(4) . .
C11 N4 C10 C9 -0.1(8) . .
C8 C9 C10 N4 0.2(8) . .
C10 N4 C11 C12 0.2(7) . .
N4 C11 C12 C8 -0.3(7) . .
C9 C8 C12 C11 0.4(7) . .
C7 C8 C12 C11 -179.6(4) . .
Ni1 O2 C13 O3 8.8(6) . .
Ni1 O2 C13 C14 -169.7(2) . .
O3 C13 C14 C16 -86.8(4) . 2_575
O2 C13 C14 C16 91.9(4) . 2_575
O3 C13 C14 C15 92.8(4) . .
O2 C13 C14 C15 -88.5(4) . .
C16 C14 C15 C16 -0.3(6) 2_575 .
C13 C14 C15 C16 -179.9(3) . .
C16 C14 C15 Br1 -177.9(3) 2_575 .
C13 C14 C15 Br1 2.6(5) . .
C14 C15 C16 C14 0.3(6) . 2_575
Br1 C15 C16 C14 177.8(3) . 2_575
C14 C15 C16 Br2 178.5(3) . .
Br1 C15 C16 Br2 -3.9(5) . .
