#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/95/2019564.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2019564
loop_
_publ_author_name
'Smith, Graham'
'Lynch, Daniel E.'
_publ_section_title
;
 Two-dimensional coordination polymeric structures in caesium complexes
 with ring-substituted phenoxyacetic acids
;
_journal_coeditor_code           SF3232
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              606
_journal_page_last               612
_journal_paper_doi               10.1107/S2053229614010596
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          '[Cs (C8 H5 Cl2 O3) (C8 H6 Cl2 O3)]'
_chemical_formula_moiety         'C16 H11 Cl4 Cs O6'
_chemical_formula_sum            'C16 H11 Cl4 Cs O6'
_chemical_formula_weight         573.96
_chemical_name_common
'caesium (2,4-dichlorophenoxy)acetate-(2,4-dichlorophenoxy)acetic acid'
_chemical_name_systematic
;
Poly[[μ₇-(2,4-dichlorophenoxy)acetato][(2,4-dichlorphenoxy)acetic
acid]caesium]
;
_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           SHELXL97
_cell_angle_alpha                96.223(5)
_cell_angle_beta                 94.561(6)
_cell_angle_gamma                106.450(6)
_cell_formula_units_Z            1
_cell_length_a                   4.8756(4)
_cell_length_b                   7.1876(4)
_cell_length_c                   15.3045(10)
_cell_measurement_reflns_used    1960
_cell_measurement_temperature    200.0(10)
_cell_measurement_theta_max      28.78
_cell_measurement_theta_min      3.09
_cell_volume                     507.92(6)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2012)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2012)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2012)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008) within WinGX (Farrugia, 2012)
;
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      200.0(10)
_diffrn_detector_area_resol_mean 16.077
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Oxford Gemini-S CCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_av_sigmaI/netI    0.0552
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6008
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.10
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.378
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.856
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2012)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.876
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             278
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.007
_refine_diff_density_min         -0.791
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         1977
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0375
_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)+(0.0380P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0802
_refine_ls_wR_factor_ref         0.0820
_reflns_number_gt                1859
_reflns_number_total             1977
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sf3232sup1.cif
_cod_data_source_block           III
_cod_depositor_comments
'Adding full bibliography for 2019562--2019564.cif.'
_cod_database_code               2019564
_cod_database_fobs_code          2019564
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Cs Cs1 0.50000 0.50000 0.50000 0.03110(10) Uani d S 1.000
Cl Cl2 0.2495(3) 0.37483(17) 0.26721(9) 0.0609(5) Uani d . 1.000
Cl Cl4 -0.1949(3) 0.7324(2) 0.02731(8) 0.0619(5) Uani d . 1.000
O O11 0.6669(5) 0.7505(4) 0.32159(18) 0.0307(8) Uani d . 1.000
O O31 1.0711(6) 0.7193(4) 0.4423(2) 0.0347(9) Uani d . 1.000
O O32 1.3295(6) 1.0313(4) 0.44447(19) 0.0313(9) Uani d . 1.000
C C1 0.4770(8) 0.7582(6) 0.2530(3) 0.0273(12) Uani d . 1.000
C C2 0.2594(9) 0.5862(6) 0.2212(3) 0.0360(12) Uani d . 1.000
C C3 0.0536(10) 0.5781(7) 0.1528(3) 0.0413(17) Uani d . 1.000
C C4 0.0650(9) 0.7435(7) 0.1144(3) 0.0393(14) Uani d . 1.000
C C5 0.2782(10) 0.9158(7) 0.1433(3) 0.0389(16) Uani d . 1.000
C C6 0.4831(9) 0.9234(6) 0.2131(3) 0.0342(12) Uani d . 1.000
C C21 0.9022(8) 0.9215(5) 0.3495(3) 0.0259(11) Uani d . 1.000
C C31 1.1112(8) 0.8795(5) 0.4174(3) 0.0255(11) Uani d . 1.000
H H3 -0.09450 0.45950 0.13250 0.0490 Uiso c R 1.000
H H5 0.28540 1.02900 0.11570 0.0470 Uiso c R 1.000
H H6 0.62890 1.04290 0.23370 0.0410 Uiso c R 1.000
H H21 0.83050 1.02850 0.37560 0.0310 Uiso c R 1.000
H H22 1.00130 0.96440 0.29800 0.0310 Uiso c R 1.000
H H32 1.50000 1.00000 0.50000 0.0470 Uiso d SR 1.000
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cs Cs -0.3680 2.1192 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl2 Cs1 O31 . . 85.77(6) no
Cl2 Cs1 O32 . 1_445 69.94(5) no
Cl2 Cs1 O31 . 1_455 68.14(6) no
Cl2 Cs1 Cl2 . 2_666 180.00 no
Cl2 Cs1 O31 . 2_666 94.23(6) no
Cl2 Cs1 O31 . 2_766 111.86(6) no
Cl2 Cs1 O32 . 2_776 110.06(5) no
O31 Cs1 O32 . 1_445 113.38(8) no
O31 Cs1 O31 . 1_455 105.59(8) no
Cl2 Cs1 O31 2_666 . 94.23(6) no
O31 Cs1 O31 . 2_666 180.00 no
O31 Cs1 O31 . 2_766 74.41(8) no
O31 Cs1 O32 . 2_776 66.62(8) no
O31 Cs1 O32 1_455 1_445 118.94(8) no
Cl2 Cs1 O32 2_666 1_445 110.06(5) no
O31 Cs1 O32 2_666 1_445 66.62(8) no
O31 Cs1 O32 2_766 1_445 61.07(8) no
O32 Cs1 O32 1_445 2_776 180.00 no
Cl2 Cs1 O31 2_666 1_455 111.86(6) no
O31 Cs1 O31 1_455 2_666 74.41(8) no
O31 Cs1 O31 1_455 2_766 180.00 no
O31 Cs1 O32 1_455 2_776 61.07(8) no
Cl2 Cs1 O31 2_666 2_666 85.77(6) no
Cl2 Cs1 O31 2_666 2_766 68.14(6) no
Cl2 Cs1 O32 2_666 2_776 69.94(5) no
O31 Cs1 O31 2_666 2_766 105.59(8) no
O31 Cs1 O32 2_666 2_776 113.38(8) no
O31 Cs1 O32 2_766 2_776 118.94(8) no
Cs1 Cl2 C2 . . 109.50(16) no
C1 O11 C21 . . 116.9(3) no
Cs1 O31 C31 . . 122.2(3) no
Cs1 O31 Cs1 . 1_655 105.59(8) no
Cs1 O31 C31 1_655 . 130.9(3) no
Cs1 O32 C31 1_665 . 142.0(2) no
C31 O32 H32 . . 113.00 no
Cs1 O32 H32 1_665 . 97.00 no
O11 C1 C2 . . 116.9(4) no
C2 C1 C6 . . 118.0(4) no
O11 C1 C6 . . 125.2(4) no
Cl2 C2 C3 . . 118.8(3) no
C1 C2 C3 . . 121.7(4) no
Cl2 C2 C1 . . 119.5(3) no
C2 C3 C4 . . 119.1(4) no
Cl4 C4 C5 . . 120.1(4) no
Cl4 C4 C3 . . 119.0(4) no
C3 C4 C5 . . 120.9(4) no
C4 C5 C6 . . 119.6(4) no
C1 C6 C5 . . 120.7(4) no
O11 C21 C31 . . 109.9(3) no
O32 C31 C21 . . 112.0(3) no
O31 C31 O32 . . 125.6(4) no
O31 C31 C21 . . 122.4(4) no
C2 C3 H3 . . 120.00 no
C4 C3 H3 . . 120.00 no
C4 C5 H5 . . 120.00 no
C6 C5 H5 . . 120.00 no
C1 C6 H6 . . 120.00 no
C5 C6 H6 . . 120.00 no
O11 C21 H21 . . 110.00 no
O11 C21 H22 . . 110.00 no
C31 C21 H21 . . 110.00 no
C31 C21 H22 . . 110.00 no
H21 C21 H22 . . 108.00 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cs1 Cl2 . 3.6035(14) yes
Cs1 O31 . 3.037(3) yes
Cs1 O32 1_445 3.232(3) yes
Cs1 O31 1_455 3.084(3) yes
Cs1 Cl2 2_666 3.6035(14) yes
Cs1 O31 2_666 3.037(3) yes
Cs1 O31 2_766 3.084(3) yes
Cs1 O32 2_776 3.232(3) yes
Cl2 C2 . 1.733(4) no
Cl4 C4 . 1.744(5) no
O11 C1 . 1.360(5) no
O11 C21 . 1.421(5) no
O31 C31 . 1.220(5) no
O32 C31 . 1.292(5) no
O32 H32 . 1.2200 no
C1 C6 . 1.387(6) no
C1 C2 . 1.391(6) no
C2 C3 . 1.376(7) no
C3 C4 . 1.372(7) no
C4 C5 . 1.374(7) no
C5 C6 . 1.389(7) no
C21 C31 . 1.511(6) no
C3 H3 . 0.9500 no
C5 H5 . 0.9500 no
C6 H6 . 0.9500 no
C21 H21 . 0.9900 no
C21 H22 . 0.9900 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O32 H32 O32 2_876 1.22 1.22 2.449(4) 180 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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O31 Cs1 Cl2 C2 . . -63.25(18) no
O32 Cs1 Cl2 C2 1_445 . 179.97(19) no
O31 Cs1 Cl2 C2 1_455 . 45.42(18) no
O31 Cs1 Cl2 C2 2_666 . 116.75(18) no
O31 Cs1 Cl2 C2 2_766 . -134.58(18) no
O32 Cs1 Cl2 C2 2_776 . -0.03(19) no
Cl2 Cs1 O31 C31 . . 77.8(3) no
Cl2 Cs1 O31 Cs1 . 1_655 -114.10(8) no
O32 Cs1 O31 C31 1_445 . 143.8(3) no
O31 Cs1 O31 C31 1_455 . 11.9(3) no
Cl2 Cs1 O31 C31 2_666 . -102.2(3) no
O31 Cs1 O31 C31 2_766 . -168.1(3) no
O32 Cs1 O31 C31 2_776 . -36.2(3) no
Cs1 Cl2 C2 C1 . . 34.4(4) no
Cs1 Cl2 C2 C3 . . -146.7(3) no
C21 O11 C1 C2 . . 175.2(4) no
C21 O11 C1 C6 . . -5.2(6) no
C1 O11 C21 C31 . . -172.6(3) no
Cs1 O31 C31 O32 . . 131.3(4) no
Cs1 O31 C31 C21 . . -48.6(5) no
Cs1 O31 C31 O32 1_655 . -33.5(6) no
Cs1 O31 C31 C21 1_655 . 146.7(3) no
Cs1 O32 C31 O31 1_665 . -139.3(3) no
Cs1 O32 C31 C21 1_665 . 40.6(6) no
O11 C1 C2 Cl2 . . -2.1(6) no
O11 C1 C2 C3 . . 179.2(4) no
C6 C1 C2 Cl2 . . 178.3(3) no
C6 C1 C2 C3 . . -0.5(7) no
O11 C1 C6 C5 . . -179.9(4) no
C2 C1 C6 C5 . . -0.3(7) no
Cl2 C2 C3 C4 . . -178.2(4) no
C1 C2 C3 C4 . . 0.7(7) no
C2 C3 C4 Cl4 . . 179.6(4) no
C2 C3 C4 C5 . . 0.0(7) no
Cl4 C4 C5 C6 . . 179.6(4) no
C3 C4 C5 C6 . . -0.8(7) no
C4 C5 C6 C1 . . 0.9(7) no
O11 C21 C31 O31 . . -0.3(6) no
O11 C21 C31 O32 . . 179.8(3) no
