#------------------------------------------------------------------------------
#$Date: 2022-11-08 10:53:21 +0200 (Tue, 08 Nov 2022) $
#$Revision: 279083 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/60/8106004.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_8106004
loop_
_publ_author_name
'Du, Chao-Jun'
'Zhu, Yuan-Liang'
'Zeng, Yan'
_publ_section_title
;
 The crystal structure of 2,5-dichloroterephthalic acid dihydrate,
 C8H8Cl2O6
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1273
_journal_page_last               1274
_journal_paper_doi               10.1515/ncrs-2019-0396
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'C8 H4 Cl2 O4, 2(H2 O)'
_chemical_formula_sum            'C8 H8 Cl2 O6'
_chemical_formula_weight         271.05
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 92.850(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.6836(9)
_cell_length_b                   7.2382(6)
_cell_length_c                   6.8585(5)
_cell_measurement_reflns_used    4198
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      3.40
_cell_volume                     529.71(7)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015) [1]'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015) [1]'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009 [4])'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009 [4])'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015) [3]'
_computing_structure_solution    'ShelXS (Sheldrick, 2008) [2]'
_diffrn_ambient_temperature      149.99
_diffrn_measured_fraction_theta_full 0.9968
_diffrn_measured_fraction_theta_max 0.9968
_diffrn_measurement_device       'Bruker APEX-II diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            6562
_diffrn_reflns_theta_full        25.1676
_diffrn_reflns_theta_max         25.17
_diffrn_reflns_theta_min         3.40
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.622
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6657
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0822 before and 0.0531 after correction.
The Ratio of minimum to maximum transmission is 0.8931.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.6993
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             276.7716
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.4104
_refine_diff_density_min         -0.3431
_refine_diff_density_rms         0.0673
_refine_ls_d_res_high            0.8356
_refine_ls_d_res_low             5.9901
_refine_ls_goodness_of_fit_ref   1.0597
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    7
_refine_ls_number_parameters     77
_refine_ls_number_reflns         949
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0597
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0315
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0387P)²+0.6004P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0791
_refine_ls_wR_factor_ref         0.0811
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              8
_reflns_limit_k_min              0
_reflns_limit_l_max              8
_reflns_limit_l_min              0
_reflns_number_gt                877
_reflns_number_total             949
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            suppl_ncrs-2019-0396_suppl.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8106004
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O1W(H1Wa,H1Wb)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 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_refinement_flags_posn
C1 C 0.76206(18) 0.4252(3) 0.9344(3) 0.0188(4) Uani 1.000000 .
C2 C 0.62744(17) 0.4687(3) 0.9657(3) 0.0145(4) Uani 1.000000 .
C3 C 0.54284(17) 0.3224(3) 0.9737(3) 0.0150(4) Uani 1.000000 .
H3 H 0.57168(17) 0.1997(3) 0.9556(3) 0.0180(5) Uiso 1.000000 R
C4 C 0.41760(17) 0.3522(3) 1.0074(3) 0.0140(4) Uani 1.000000 .
Cl1 Cl 0.32290(4) 0.15810(6) 1.01995(7) 0.01921(19) Uani 1.000000 .
O1 O 0.84832(13) 0.5239(2) 0.9890(3) 0.0335(4) Uani 1.000000 .
O2 O 0.77662(13) 0.2672(2) 0.8448(2) 0.0304(4) Uani 1.000000 .
O1W O 1.00806(19) 0.1887(4) 0.8207(5) 0.0893(11) Uani 1.000000 .
H1Wa H 1.064(3) 0.268(5) 0.865(7) 0.1339(16) Uiso 1.000000 G
H1Wb H 1.040(4) 0.119(5) 0.732(6) 0.1339(16) Uiso 1.000000 G
H2 H 0.85340(16) 0.2465(19) 0.835(4) 0.0456(6) Uiso 1.000000 GR
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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 123.61(19) . .
O2 C1 C2 112.79(17) . .
O2 C1 O1 123.59(18) . .
C3 C2 C1 118.34(17) . .
C4 C2 C1 123.56(18) 3_667 .
C4 C2 C3 118.08(17) 3_667 .
H3 C3 C2 119.30(11) . .
C4 C3 C2 121.40(17) . .
C4 C3 H3 119.30(11) . .
C3 C4 C2 120.52(17) . 3_667
Cl1 C4 C2 122.59(15) . 3_667
Cl1 C4 C3 116.88(14) . .
H2 O2 C1 109.5 . .
H1Wb O1W H1Wa 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.498(3) .
C1 O1 1.210(3) .
C1 O2 1.312(3) .
C2 C3 1.395(3) .
C2 C4 1.398(3) 3_667
C3 H3 0.9500 .
C3 C4 1.386(3) .
C4 Cl1 1.7360(18) .
O2 H2 0.8400 .
O1W H1Wa 0.8700 .
O1W H1Wb 0.8700 .
