#------------------------------------------------------------------------------
#$Date: 2020-10-06 10:49:47 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257436 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/47/7234797.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_7234797
loop_
_publ_author_name
'Chongboriboon, Nucharee'
'Samakun, Kodchakorn'
'Inprasit, Thitirat'
'Kielar, Filip'
'Dungkaew, Winya'
'Wong, Lawrence W.-Y.'
'Sung, Herman H.-Y.'
'Ninković, Dragan B.'
'Zarić, Snežana D.'
'Chainok, Kittipong'
_publ_section_title
;
 Two-dimensional halogen-bonded organic frameworks based on the
 tetrabromobenzene-1,4-dicarboxylic acid building molecule
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              24
_journal_page_last               34
_journal_paper_doi               10.1039/C9CE01140D
_journal_volume                  22
_journal_year                    2020
_chemical_formula_moiety         'C8 H2 Br4 O4, 2(C2 H6 O)'
_chemical_formula_sum            'C12 H14 Br4 O6'
_chemical_formula_weight         573.87
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2019-07-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-07-18 deposited with the CCDC.    2019-10-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.27849(19)
_cell_length_b                   23.5754(5)
_cell_length_c                   8.6023(2)
_cell_measurement_reflns_used    4308
_cell_measurement_temperature    100.02(10)
_cell_measurement_theta_max      73.5200
_cell_measurement_theta_min      5.4400
_cell_volume                     1881.70(7)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.02(10)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            9416
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.483
_diffrn_reflns_theta_max         67.483
_diffrn_reflns_theta_min         3.750
_exptl_absorpt_coefficient_mu    10.652
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31048
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.026
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.010
_refine_diff_density_min         -0.653
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1747
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0294
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0546P)²+0.1889P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0790
_refine_ls_wR_factor_ref         0.0809
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1595
_reflns_number_total             1747
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce01140d2.cif
_cod_data_source_block           2etoh_lt
_cod_depositor_comments
;Adding full bibliography for 7234791--7234798.cif.

 Adding full bibliography for 7234791--7234798.cif.
;
_cod_original_cell_volume        1881.71(7)
_cod_database_code               7234797
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.281
_shelx_estimated_absorpt_t_min   0.203
_oxdiff_exptl_absorpt_empirical_full_min 0.584
_oxdiff_exptl_absorpt_empirical_full_max 2.711
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O1-H1 = O3-H3
 0.84 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
3.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_shelx_res_file
;
TITL kcnj10CuLT in Pnma
    2etoh_lt.res
    created by SHELXL-2018/3 at 17:55:18 on 18-Jul-2019
CELL 1.54184 9.278496 23.575417 8.602326 90 90 90
ZERR 4 0.000193 0.0005 0.000198 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM 0.5+X,0.5-Y,0.5-Z
SYMM -X,0.5+Y,-Z
SFAC C H Br O
UNIT 48 56 16 24
EQIV $1 2-X,1-Y,1-Z
DFIX 0.84 O1 H1 O3 H3

L.S. 4
PLAN  8
SIZE 0.22 0.22 0.16
TEMP -173.13(10)
HTAB O1 O3
HTAB O3 O2_$1
CONF
fmap 2
ACTA
OMIT 0 135
REM <olex2.extras>
REM <HklSrc "%.\\2EtOH_LT.hkl">
REM </olex2.extras>

WGHT    0.054600    0.188900
FVAR       2.35008
BR1   3    0.695636    0.678627    0.285313    11.00000    0.01871    0.01204 =
         0.02345   -0.00215   -0.00828   -0.00134
BR2   3    1.147084    0.678621    0.721615    11.00000    0.02456    0.01478 =
         0.02472    0.00142   -0.01220    0.00293
O1    4    0.845390    0.603204    0.598980    11.00000    0.02612    0.01088 =
         0.02556    0.00236    0.00908    0.00037
H1    2    0.850824    0.568339    0.597987    11.00000    0.03353
O2    4    1.008259    0.602184    0.406255    11.00000    0.01733    0.01492 =
         0.02085   -0.00085    0.00384    0.00190
O3    4    0.834942    0.496573    0.601198    11.00000    0.02584    0.01203 =
         0.06237    0.00616    0.01728    0.00340
H3    2    0.888481    0.468855    0.591883    11.00000    0.04171
C1    1    0.929977    0.627077    0.496817    11.00000    0.01131    0.01300 =
         0.01673    0.00163   -0.00320    0.00057
C2    1    0.923807    0.691049    0.500898    11.00000    0.01614    0.01217 =
         0.01547    0.00020    0.00561   -0.00019
C3    1    0.826851    0.720468    0.408083    11.00000    0.01230    0.01288 =
         0.01405   -0.00222   -0.00105   -0.00012
C4    1    1.018887    0.720481    0.595551    11.00000    0.01442    0.01515 =
         0.01459    0.00199   -0.00140    0.00133
C5    1    0.698180    0.474930    0.655126    11.00000    0.02679    0.02272 =
         0.03848    0.00536    0.01168   -0.00104
AFIX  23
H5A   2    0.635291    0.507067    0.684897    11.00000   -1.20000
H5B   2    0.713923    0.451250    0.748638    11.00000   -1.20000
AFIX   0
C6    1    0.624455    0.440220    0.532642    11.00000    0.03275    0.02892 =
         0.04012    0.00049    0.00087    0.00356
AFIX 137
H6A   2    0.608538    0.463592    0.440009    11.00000   -1.50000
H6B   2    0.531579    0.426733    0.572352    11.00000   -1.50000
H6C   2    0.685057    0.407647    0.505502    11.00000   -1.50000
AFIX   0
HKLF 4




REM  kcnj10CuLT in Pnma
REM wR2 = 0.0809, GooF = S = 1.057, Restrained GooF = 1.056 for all data
REM R1 = 0.0294 for 1595 Fo > 4sig(Fo) and 0.0316 for all 1747 data
REM 109 parameters refined using 2 restraints

END

WGHT      0.0546      0.1889

REM Highest difference peak  1.010,  deepest hole -0.653,  1-sigma level  0.134
Q1    1   0.6978  0.6369  0.2826  11.00000  0.05    1.01
Q2    1   1.1428  0.6340  0.7238  11.00000  0.05    1.01
Q3    1   0.6899  0.7194  0.2841  11.00000  0.05    0.97
Q4    1   1.1435  0.7197  0.7239  11.00000  0.05    0.97
Q5    1   0.9234  0.6777  0.4966  11.00000  0.05    0.54
Q6    1   1.1016  0.7500  0.5828  10.50000  0.05    0.50
Q7    1   0.7452  0.7500  0.4176  10.50000  0.05    0.50
Q8    1   0.6957  0.7500  0.1405  10.50000  0.05    0.47
;
_shelx_res_checksum              79299
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
Br1 Br 0.69564(3) 0.67863(2) 0.28531(3) 0.01807(14) Uani 1 1 d .
Br2 Br 1.14708(3) 0.67862(2) 0.72161(3) 0.02135(14) Uani 1 1 d .
O1 O 0.84539(18) 0.60320(7) 0.59898(19) 0.0209(4) Uani 1 1 d D
H1 H 0.851(4) 0.5683(8) 0.598(4) 0.034(9) Uiso 1 1 d D
O2 O 1.00826(17) 0.60218(7) 0.40626(17) 0.0177(3) Uani 1 1 d .
O3 O 0.8349(2) 0.49657(7) 0.6012(3) 0.0334(5) Uani 1 1 d D
H3 H 0.888(3) 0.4689(11) 0.592(4) 0.042(10) Uiso 1 1 d D
C1 C 0.9300(2) 0.62708(10) 0.4968(2) 0.0137(4) Uani 1 1 d .
C2 C 0.9238(2) 0.69105(10) 0.5009(2) 0.0146(4) Uani 1 1 d .
C3 C 0.8269(2) 0.72047(9) 0.4081(2) 0.0131(4) Uani 1 1 d .
C4 C 1.0189(2) 0.72048(9) 0.5956(2) 0.0147(4) Uani 1 1 d .
C5 C 0.6982(3) 0.47493(11) 0.6551(3) 0.0293(6) Uani 1 1 d .
H5A H 0.635291 0.507067 0.684897 0.035 Uiso 1 1 calc R
H5B H 0.713923 0.451250 0.748638 0.035 Uiso 1 1 calc R
C6 C 0.6245(3) 0.44022(12) 0.5326(3) 0.0339(6) Uani 1 1 d .
H6A H 0.608538 0.463592 0.440009 0.051 Uiso 1 1 calc GR
H6B H 0.531579 0.426733 0.572352 0.051 Uiso 1 1 calc GR
H6C H 0.685057 0.407647 0.505502 0.051 Uiso 1 1 calc GR
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0187(2) 0.01204(19) 0.0235(2) -0.00215(8) -0.00828(9) -0.00134(8)
Br2 0.0246(2) 0.0148(2) 0.0247(2) 0.00142(8) -0.01220(10) 0.00293(8)
O1 0.0261(9) 0.0109(8) 0.0256(9) 0.0024(7) 0.0091(7) 0.0004(7)
O2 0.0173(8) 0.0149(7) 0.0209(8) -0.0009(6) 0.0038(7) 0.0019(6)
O3 0.0258(10) 0.0120(8) 0.0624(14) 0.0062(8) 0.0173(10) 0.0034(7)
C1 0.0113(10) 0.0130(10) 0.0167(10) 0.0016(8) -0.0032(10) 0.0006(7)
C2 0.0161(11) 0.0122(10) 0.0155(10) 0.0002(8) 0.0056(10) -0.0002(8)
C3 0.0123(10) 0.0129(11) 0.0140(10) -0.0022(8) -0.0010(9) -0.0001(8)
C4 0.0144(10) 0.0151(11) 0.0146(10) 0.0020(9) -0.0014(9) 0.0013(9)
C5 0.0268(14) 0.0227(13) 0.0385(15) 0.0054(11) 0.0117(12) -0.0010(10)
C6 0.0327(14) 0.0289(13) 0.0401(17) 0.0005(12) 0.0009(12) 0.0036(12)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
O1 C1 C2 113.09(18) . .
O2 C1 O1 125.6(2) . .
O2 C1 C2 121.31(19) . .
C3 C2 C1 120.7(2) . .
C4 C2 C1 119.30(19) . .
C4 C2 C3 120.0(2) . .
C2 C3 Br1 118.56(17) . .
C2 C3 C3 119.97(13) . 8_575
C3 C3 Br1 121.47(7) 8_575 .
C2 C4 Br2 118.46(17) . .
C2 C4 C4 120.03(13) . 8_575
C4 C4 Br2 121.51(7) 8_575 .
O3 C5 C6 111.6(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C3 1.890(2) .
Br2 C4 1.888(2) .
O1 C1 1.306(3) .
O2 C1 1.216(3) .
O3 C5 1.444(3) .
C1 C2 1.510(3) .
C2 C3 1.388(3) .
C2 C4 1.387(3) .
C3 C3 1.393(4) 8_575
C4 C4 1.392(4) 8_575
C5 C6 1.499(4) .
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
_geom_hbond_publ_flag
O1 H1 O3 0.824(18) 1.699(19) 2.516(2) 171(3) . yes
O3 H3 O2 0.825(18) 1.930(19) 2.746(2) 170(3) 5_766 yes
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_4
O1 C1 C2 C3 -90.9(2) .
O1 C1 C2 C4 90.8(2) .
O2 C1 C2 C3 89.6(3) .
O2 C1 C2 C4 -88.7(3) .
C1 C2 C3 Br1 3.5(3) .
C1 C2 C3 C3 -177.16(13) 8_575
C1 C2 C4 Br2 -2.5(3) .
C1 C2 C4 C4 177.19(13) 8_575
C3 C2 C4 Br2 179.22(16) .
C3 C2 C4 C4 -1.1(2) 8_575
C4 C2 C3 Br1 -178.25(16) .
C4 C2 C3 C3 1.1(2) 8_575
