#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:30:50 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179249 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/69/4316981.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_4316981
loop_
_publ_author_name
'Kazuhiro Uemura'
'Yukari Yamasaki'
'Fumiaki Onishi'
'Hidetoshi Kita'
'Masahiro Ebihara'
_publ_section_title
;
 Two-Step Adsorption on Jungle-Gym-Type Porous Coordination Polymers:
 Dependence on Hydrogen-Bonding Capability of Adsorbates,
 Ligand-Substituent Effect, and Temperature
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10133
_journal_page_last               10143
_journal_paper_doi               10.1021/ic101517t
_journal_volume                  49
_journal_year                    2010
_chemical_formula_sum            'C11 H6 Br N O4 Zn'
_chemical_formula_weight         361.45
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           50
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ab 2b'
_symmetry_space_group_name_H-M   'P b a n :2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.627(3)
_cell_length_b                   16.176(3)
_cell_length_c                   9.6414(19)
_cell_measurement_reflns_used    4866
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.4835
_cell_measurement_theta_min      3.0585
_cell_volume                     2281.2(8)
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_collection       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 14.7275
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Mercury CCD (2x2 bin mode)'
_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  0.0632
_diffrn_reflns_av_sigmaI/netI    0.0801
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            14124
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.29
_exptl_absorpt_coefficient_mu    2.830
_exptl_absorpt_correction_T_max  0.5380
_exptl_absorpt_correction_T_min  0.3973
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.052
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_refine_diff_density_max         2.899
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.224
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.332
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     104
_refine_ls_number_reflns         2598
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.332
_refine_ls_R_factor_all          0.1421
_refine_ls_R_factor_gt           0.1057
_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3476
_refine_ls_wR_factor_ref         0.3831
_reflns_number_gt                1711
_reflns_number_total             2598
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic101517t_si_002_1.cif
_cod_data_source_block           3solvents
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to the built-in table from CIF Core
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        2281.1(8)
_cod_original_sg_symbol_H-M      'P b a n'
_cod_database_code               4316981
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x+1/2, y, -z'
'x, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x-1/2, -y, z'
'-x, y-1/2, 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
C5 C 0.3365(12) 0.7096(10) 0.0798(19) 0.020(4) Uiso 0.30 1 d P . .
H5A H 0.3649 0.6972 -0.0088 0.024 Uiso 0.30 1 calc PR . .
H5B H 0.3801 0.6900 0.1482 0.024 Uiso 0.30 1 calc PR . .
C8 C 0.1781(12) 0.6837(11) 0.083(2) 0.022(4) Uiso 0.30 1 d P . .
H8A H 0.1542 0.6604 -0.0024 0.026 Uiso 0.30 1 calc PR . .
H8B H 0.1463 0.6549 0.1569 0.026 Uiso 0.30 1 calc PR . .
C6 C 0.2950(14) 0.6712(13) 0.084(2) 0.032(5) Uiso 0.30 1 d P . .
H6A H 0.3150 0.6402 0.1647 0.038 Uiso 0.30 1 calc PR . .
H6B H 0.3116 0.6368 0.0058 0.038 Uiso 0.30 1 calc PR . .
C7 C 0.2351(10) 0.6636(11) 0.088(2) 0.016(3) Uiso 0.30 1 d P . .
H7A H 0.2311 0.6354 0.1761 0.020 Uiso 0.30 1 calc PR . .
H7B H 0.2297 0.6195 0.0199 0.020 Uiso 0.30 1 calc PR . .
C9 C 0.1546(15) 0.7334(13) 0.085(3) 0.033(5) Uiso 0.30 1 d P . .
H9A H 0.1221 0.7303 0.1726 0.040 Uiso 0.30 1 calc PR . .
H9B H 0.1072 0.7270 0.0157 0.040 Uiso 0.30 1 calc PR . .
Br1 Br -0.0191(3) 0.6250(3) 0.7655(5) 0.164(3) Uani 0.357(3) 1 d P . .
Br2 Br 0.1305(13) 0.5034(9) 0.2287(15) 0.245(13) Uani 0.143(3) 1 d P . .
Zn1 Zn 0.2500 0.7500 0.34665(10) 0.0289(5) Uani 1 2 d S . .
O1 O 0.1577(5) 0.6589(4) 0.3845(7) 0.0633(18) Uani 1 1 d . . .
O2 O 0.3477(5) 0.6639(4) 0.3818(7) 0.0631(18) Uani 1 1 d . . .
C2 C 0.0609(6) 0.5682(5) 0.5027(7) 0.049(2) Uani 1 1 d . . .
N1 N 0.2500 0.7500 0.1346(9) 0.0311(19) Uani 1 2 d S . .
C1 C 0.1278(6) 0.6367(5) 0.5016(7) 0.0420(18) Uani 1 1 d . . .
C4 C 0.0576(7) 0.5130(6) 0.3916(9) 0.069(3) Uani 1 1 d . . .
C3 C 0.0037(7) 0.5531(5) 0.6093(9) 0.067(3) 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C5 H5A 138.7 . . ?
N1 C5 H5B 116.8 . . ?
H5A C5 H5B 104.5 . . ?
N1 C8 H8A 140.3 . . ?
N1 C8 H8B 114.4 . . ?
H8A C8 H8B 105.3 . . ?
N1 C6 H6A 108.0 . . ?
N1 C6 H6B 147.4 . . ?
H6A C6 H6B 104.6 . . ?
N1 C7 H7A 100.5 . . ?
N1 C7 H7B 155.4 . . ?
H7A C7 H7B 103.9 . . ?
N1 C9 H9A 100.9 . . ?
N1 C9 H9B 154.9 . . ?
H9A C9 H9B 104.1 . . ?
C3 Br1 Br2 69.5(3) . 5_566 ?
C4 Br2 Br1 72.6(4) . 5_566 ?
O2 Zn1 O2 160.7(4) . 2_565 ?
O2 Zn1 O1 90.0(3) . 2_565 ?
O2 Zn1 O1 86.6(3) 2_565 2_565 ?
O2 Zn1 O1 86.6(3) . . ?
O2 Zn1 O1 90.0(3) 2_565 . ?
O1 Zn1 O1 159.3(4) 2_565 . ?
O2 Zn1 N1 99.64(19) . . ?
O2 Zn1 N1 99.64(19) 2_565 . ?
O1 Zn1 N1 100.36(18) 2_565 . ?
O1 Zn1 N1 100.36(19) . . ?
O2 Zn1 Zn1 80.36(19) . 3_556 ?
O2 Zn1 Zn1 80.36(19) 2_565 3_556 ?
O1 Zn1 Zn1 79.64(19) 2_565 3_556 ?
O1 Zn1 Zn1 79.64(19) . 3_556 ?
N1 Zn1 Zn1 180.000(1) . 3_556 ?
C1 O1 Zn1 126.6(5) . . ?
C1 O2 Zn1 126.2(5) 3_556 . ?
C3 C2 C4 116.5(7) . . ?
C3 C2 C1 123.6(7) . . ?
C4 C2 C1 119.8(7) . . ?
C7 N1 C7 144.4(16) . 2_565 ?
C7 N1 C9 66.3(10) . . ?
C7 N1 C9 102.0(10) 2_565 . ?
C7 N1 C9 102.0(10) . 2_565 ?
C7 N1 C9 66.3(10) 2_565 2_565 ?
C9 N1 C9 143(2) . 2_565 ?
C7 N1 C6 34.3(9) . . ?
C7 N1 C6 129.0(12) 2_565 . ?
C9 N1 C6 98.7(11) . . ?
C9 N1 C6 69.1(10) 2_565 . ?
C7 N1 C6 129.0(12) . 2_565 ?
C7 N1 C6 34.3(9) 2_565 2_565 ?
C9 N1 C6 69.1(10) . 2_565 ?
C9 N1 C6 98.7(11) 2_565 2_565 ?
C6 N1 C6 142.5(18) . 2_565 ?
C7 N1 C5 100.2(9) . 2_565 ?
C7 N1 C5 67.1(8) 2_565 2_565 ?
C9 N1 C5 36.0(9) . 2_565 ?
C9 N1 C5 126.0(12) 2_565 2_565 ?
C6 N1 C5 127.8(11) . 2_565 ?
C6 N1 C5 33.3(9) 2_565 2_565 ?
C7 N1 C5 67.1(8) . . ?
C7 N1 C5 100.2(9) 2_565 . ?
C9 N1 C5 126.0(12) . . ?
C9 N1 C5 36.0(9) 2_565 . ?
C6 N1 C5 33.3(9) . . ?
C6 N1 C5 127.8(11) 2_565 . ?
C5 N1 C5 139.3(15) 2_565 . ?
C7 N1 C8 33.8(8) . . ?
C7 N1 C8 129.7(10) 2_565 . ?
C9 N1 C8 32.8(9) . . ?
C9 N1 C8 129.8(11) 2_565 . ?
C6 N1 C8 67.5(10) . . ?
C6 N1 C8 100.4(11) 2_565 . ?
C5 N1 C8 68.2(9) 2_565 . ?
C5 N1 C8 98.8(10) . . ?
C7 N1 C8 129.7(10) . 2_565 ?
C7 N1 C8 33.8(8) 2_565 2_565 ?
C9 N1 C8 129.8(11) . 2_565 ?
C9 N1 C8 32.8(9) 2_565 2_565 ?
C6 N1 C8 100.4(11) . 2_565 ?
C6 N1 C8 67.5(10) 2_565 2_565 ?
C5 N1 C8 98.8(10) 2_565 2_565 ?
C5 N1 C8 68.2(9) . 2_565 ?
C8 N1 C8 143.3(15) . 2_565 ?
C7 N1 Zn1 107.8(8) . . ?
C7 N1 Zn1 107.8(8) 2_565 . ?
C9 N1 Zn1 108.6(10) . . ?
C9 N1 Zn1 108.6(10) 2_565 . ?
C6 N1 Zn1 108.7(9) . . ?
C6 N1 Zn1 108.7(9) 2_565 . ?
C5 N1 Zn1 110.4(7) 2_565 . ?
C5 N1 Zn1 110.4(7) . . ?
C8 N1 Zn1 108.3(7) . . ?
C8 N1 Zn1 108.3(7) 2_565 . ?
O2 C1 O1 126.9(7) 3_556 . ?
O2 C1 C2 116.4(6) 3_556 . ?
O1 C1 C2 116.6(6) . . ?
C3 C4 C2 121.2(7) 5_566 . ?
C3 C4 Br2 107.0(6) 5_566 . ?
C2 C4 Br2 131.7(7) . . ?
C2 C3 C4 122.2(7) . 5_566 ?
C2 C3 Br1 126.3(6) . . ?
C4 C3 Br1 110.8(6) 5_566 . ?
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
C5 C6 0.87(2) . ?
C5 C9 0.93(2) 2_565 ?
C5 N1 1.520(17) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C8 N1 1.583(18) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C6 N1 1.51(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 N1 1.485(18) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C9 N1 1.50(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
Br1 C3 1.932(9) . ?
Br1 Br2 2.640(10) 5_566 ?
Br2 C4 1.906(11) . ?
Br2 Br1 2.640(10) 5_566 ?
Zn1 O2 2.024(5) . ?
Zn1 O2 2.024(5) 2_565 ?
Zn1 O1 2.032(5) 2_565 ?
Zn1 O1 2.032(5) . ?
Zn1 N1 2.044(9) . ?
Zn1 Zn1 2.957(2) 3_556 ?
O1 C1 1.263(8) . ?
O2 C1 1.259(8) 3_556 ?
C2 C3 1.348(11) . ?
C2 C4 1.396(11) . ?
C2 C1 1.478(10) . ?
N1 C7 1.485(18) 2_565 ?
N1 C9 1.50(2) 2_565 ?
N1 C6 1.51(2) 2_565 ?
N1 C5 1.520(17) 2_565 ?
N1 C8 1.583(18) 2_565 ?
C1 O2 1.259(8) 3_556 ?
C4 C3 1.394(11) 5_566 ?
C3 C4 1.394(11) 5_566 ?
