#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:08:45 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180377 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/46/7204612.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_7204612
loop_
_publ_author_name
'Braga, Dario'
'Maini, Lucia'
'Mazzotti, Michele'
'Rubini, Katia'
'Grepioni, Fabrizia'
_publ_section_title
;
 Reversible gas?solid reactions between the organometallic zwitterion
 [CoIII(?5-C5H4COOH)(?5-C5H4COO)] and vapours of difluoro- and
 chloro-acetic acids
;
_journal_issue                   29
_journal_name_full               CrystEngComm
_journal_page_first              154
_journal_paper_doi               10.1039/b301952g
_journal_volume                  5
_journal_year                    2003
_chemical_formula_sum            'C14 H12 Cl Co O6'
_chemical_formula_weight         370.62
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 102.36(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.452(3)
_cell_length_b                   12.949(3)
_cell_length_c                   14.886(5)
_cell_measurement_temperature    293(2)
_cell_volume                     1403.1(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0225
_diffrn_reflns_av_sigmaI/netI    0.0113
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3160
_diffrn_reflns_theta_full        26.98
_diffrn_reflns_theta_max         26.98
_diffrn_reflns_theta_min         3.15
_exptl_absorpt_coefficient_mu    1.440
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7813
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.754
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.092
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         3048
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0391
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0637P)²+1.0429P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1085
_reflns_number_gt                2755
_reflns_number_total             3048
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b301952g.txt
_cod_data_source_block           2-[H2CClCOO]
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Psi-scan' changed to
'psi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7204612
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.10078(4) 0.19655(2) 0.36247(2) 0.02999(13) Uani 1 1 d . . .
C1 C -0.0482(3) 0.18106(14) 0.23149(11) 0.0430(6) Uani 1 1 d G . .
H1A H 0.0018 0.1722 0.1762 0.052 Uiso 1 1 calc R . .
C2 C -0.0900(3) 0.27662(11) 0.26911(14) 0.0470(6) Uani 1 1 d G . .
H2A H -0.0732 0.3453 0.2446 0.056 Uiso 1 1 calc R . .
C3 C -0.1583(3) 0.25519(12) 0.34918(13) 0.0470(6) Uani 1 1 d G . .
H3A H -0.1969 0.3065 0.3896 0.056 Uiso 1 1 calc R . .
C4 C -0.1587(3) 0.14639(12) 0.36106(12) 0.0406(6) Uani 1 1 d G . .
H4A H -0.1984 0.1094 0.4109 0.049 Uiso 1 1 calc R . .
C5 C -0.0907(2) 0.10057(10) 0.28832(12) 0.0366(5) Uani 1 1 d G . .
C6 C -0.0568(3) -0.0111(2) 0.27584(19) 0.0419(6) Uani 1 1 d . . .
O1 O -0.0059(5) -0.0422(2) 0.2092(2) 0.0807(8) Uani 1 1 d . . .
O2 O -0.0868(3) -0.06750(15) 0.34289(16) 0.0511(5) Uani 1 1 d . . .
C7 C 0.3723(3) 0.20019(14) 0.35768(11) 0.0412(6) Uani 1 1 d G . .
H7A H 0.4223 0.1962 0.3020 0.049 Uiso 1 1 calc R . .
C8 C 0.3232(3) 0.29197(10) 0.39880(13) 0.0456(6) Uani 1 1 d G . .
H8A H 0.3330 0.3625 0.3764 0.055 Uiso 1 1 calc R . .
C9 C 0.2554(3) 0.26359(12) 0.47750(12) 0.0448(6) Uani 1 1 d G . .
H9A H 0.2104 0.3111 0.5190 0.054 Uiso 1 1 calc R . .
C10 C 0.2625(3) 0.15427(12) 0.48502(11) 0.0393(5) Uani 1 1 d G . .
H10A H 0.2240 0.1131 0.5328 0.047 Uiso 1 1 calc R . .
C11 C 0.3348(2) 0.11510(10) 0.41097(12) 0.0359(5) Uani 1 1 d G . .
C12 C 0.3610(4) 0.0049(2) 0.38979(18) 0.0419(6) Uani 1 1 d . . .
O3 O 0.4269(4) -0.0201(2) 0.32577(18) 0.0774(8) Uani 1 1 d . . .
O4 O 0.3096(3) -0.05754(15) 0.44788(14) 0.0493(5) Uani 1 1 d . . .
C13 C 0.1619(6) -0.4129(3) 0.3972(3) 0.0557(8) Uani 1 1 d . . .
C14 C 0.1509(4) -0.2953(2) 0.39093(19) 0.0407(6) Uani 1 1 d . A .
O5 O 0.0030(3) -0.25688(17) 0.3533(2) 0.0649(6) Uani 1 1 d . . .
O6 O 0.2971(3) -0.24911(17) 0.4216(2) 0.0677(7) Uani 1 1 d . . .
Cl1 Cl -0.0478(2) -0.47473(9) 0.38255(10) 0.0602(3) Uani 0.60 1 d P A 1
H13A H 0.236(10) -0.463(6) 0.478(6) 0.072 Uiso 0.60 1 d P B 1
H13B H 0.238(10) -0.450(6) 0.366(6) 0.072 Uiso 0.60 1 d P C 1
H13A' H 0.179(18) -0.427(11) 0.368(10) 0.072 Uiso 0.40 1 d P D 2
H13B' H 0.241(13) -0.479(8) 0.520(7) 0.072 Uiso 0.40 1 d P E 2
Cl2 Cl 0.3218(5) -0.45701(17) 0.4881(2) 0.0912(11) Uani 0.40 1 d P A 2
H200 H -0.0540 -0.1278 0.3402 0.059 Uiso 1 1 d . . .
H400 H 0.2903 -0.1286 0.4244 0.074 Uiso 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 Co1 C11 108.95(7) . . ?
C5 Co1 C10 122.36(7) . . ?
C11 Co1 C10 40.9 . . ?
C5 Co1 C4 40.9 . . ?
C11 Co1 C4 125.36(7) . . ?
C10 Co1 C4 107.61(7) . . ?
C5 Co1 C1 40.9 . . ?
C11 Co1 C1 122.63(7) . . ?
C10 Co1 C1 158.26(7) . . ?
C4 Co1 C1 68.7 . . ?
C5 Co1 C7 125.57(7) . . ?
C11 Co1 C7 40.8 . . ?
C10 Co1 C7 68.6 . . ?
C4 Co1 C7 162.54(7) . . ?
C1 Co1 C7 108.08(7) . . ?
C5 Co1 C9 157.03(7) . . ?
C11 Co1 C9 68.6 . . ?
C10 Co1 C9 40.8 . . ?
C4 Co1 C9 120.57(7) . . ?
C1 Co1 C9 159.87(8) . . ?
C7 Co1 C9 68.5 . . ?
C5 Co1 C3 68.6 . . ?
C11 Co1 C3 161.31(7) . . ?
C10 Co1 C3 123.55(8) . . ?
C4 Co1 C3 40.7 . . ?
C1 Co1 C3 68.5 . . ?
C7 Co1 C3 155.65(7) . . ?
C9 Co1 C3 105.96(7) . . ?
C5 Co1 C2 68.6 . . ?
C11 Co1 C2 157.34(7) . . ?
C10 Co1 C2 159.73(8) . . ?
C4 Co1 C2 68.5 . . ?
C1 Co1 C2 40.7 . . ?
C7 Co1 C2 121.00(7) . . ?
C9 Co1 C2 122.67(8) . . ?
C3 Co1 C2 40.6 . . ?
C5 Co1 C8 161.57(7) . . ?
C11 Co1 C8 68.6 . . ?
C10 Co1 C8 68.6 . . ?
C4 Co1 C8 155.48(7) . . ?
C1 Co1 C8 123.89(7) . . ?
C7 Co1 C8 40.7 . . ?
C9 Co1 C8 40.7 . . ?
C3 Co1 C8 119.76(7) . . ?
C2 Co1 C8 106.24(7) . . ?
C5 C1 C2 108.0 . . ?
C5 C1 Co1 69.34(7) . . ?
C2 C1 Co1 69.96(7) . . ?
C5 C1 H1A 126.0 . . ?
C2 C1 H1A 126.0 . . ?
Co1 C1 H1A 126.0 . . ?
C3 C2 C1 108.0 . . ?
C3 C2 Co1 69.66(7) . . ?
C1 C2 Co1 69.32(7) . . ?
C3 C2 H2A 126.0 . . ?
C1 C2 H2A 126.0 . . ?
Co1 C2 H2A 126.0 . . ?
C2 C3 C4 108.0 . . ?
C2 C3 Co1 69.71(7) . . ?
C4 C3 Co1 69.30(6) . . ?
C2 C3 H3A 126.0 . . ?
C4 C3 H3A 126.0 . . ?
Co1 C3 H3A 126.0 . . ?
C3 C4 C5 108.0 . . ?
C3 C4 Co1 69.97(7) . . ?
C5 C4 Co1 69.38(7) . . ?
C3 C4 H4A 126.0 . . ?
C5 C4 H4A 126.0 . . ?
Co1 C4 H4A 126.0 . . ?
C4 C5 C1 108.0 . . ?
C4 C5 C6 126.85(16) . . ?
C1 C5 C6 125.04(16) . . ?
C4 C5 Co1 69.75(7) . . ?
C1 C5 Co1 69.79(7) . . ?
C6 C5 Co1 123.02(15) . . ?
O1 C6 O2 125.7(3) . . ?
O1 C6 C5 121.3(3) . . ?
O2 C6 C5 113.0(2) . . ?
C6 O2 H200 113.4 . . ?
C8 C7 C11 108.0 . . ?
C8 C7 Co1 69.85(7) . . ?
C11 C7 Co1 69.35(7) . . ?
C8 C7 H7A 126.0 . . ?
C11 C7 H7A 126.0 . . ?
Co1 C7 H7A 126.0 . . ?
C9 C8 C7 108.0 . . ?
C9 C8 Co1 69.53(7) . . ?
C7 C8 Co1 69.48(7) . . ?
C9 C8 H8A 126.0 . . ?
C7 C8 H8A 126.0 . . ?
Co1 C8 H8A 126.0 . . ?
C8 C9 C10 108.0 . . ?
C8 C9 Co1 69.81(7) . . ?
C10 C9 Co1 69.34(7) . . ?
C8 C9 H9A 126.0 . . ?
C10 C9 H9A 126.0 . . ?
Co1 C9 H9A 126.0 . . ?
C9 C10 C11 108.0 . . ?
C9 C10 Co1 69.88(7) . . ?
C11 C10 Co1 69.54(7) . . ?
C9 C10 H10A 126.0 . . ?
C11 C10 H10A 126.0 . . ?
Co1 C10 H10A 126.0 . . ?
C10 C11 C7 108.0 . . ?
C10 C11 C12 126.71(16) . . ?
C7 C11 C12 125.25(16) . . ?
C10 C11 Co1 69.60(7) . . ?
C7 C11 Co1 69.85(7) . . ?
C12 C11 Co1 124.44(15) . . ?
O3 C12 O4 125.9(3) . . ?
O3 C12 C11 121.4(3) . . ?
O4 C12 C11 112.7(2) . . ?
C12 O4 H400 112.8 . . ?
C14 C13 Cl2 113.8(3) . . ?
C14 C13 Cl1 114.8(3) . . ?
Cl2 C13 Cl1 113.9(3) . . ?
C14 C13 H13A 122(3) . . ?
Cl2 C13 H13A 20(3) . . ?
Cl1 C13 H13A 94(3) . . ?
C14 C13 H13B 121(5) . . ?
Cl2 C13 H13B 80(5) . . ?
Cl1 C13 H13B 109(5) . . ?
H13A C13 H13B 90(5) . . ?
C14 C13 H13A 108(10) . . ?
Cl2 C13 H13A 107(10) . . ?
Cl1 C13 H13A 97(10) . . ?
H13A C13 H13A 117(10) . . ?
H13B C13 H13A 28(10) . . ?
O5 C14 O6 127.1(3) . . ?
O5 C14 C13 117.6(3) . . ?
O6 C14 C13 115.3(3) . . ?
C13 Cl2 H13A 49(8) . . ?
C13 Cl2 H13B 31(2) . . ?
H13A Cl2 H13B 69(8) . . ?
C13 Cl2 H13B 95(6) . . ?
H13A Cl2 H13B 47(9) . . ?
H13B Cl2 H13B 115(7) . . ?
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
Co1 C5 2.0307(18) . ?
Co1 C11 2.0337(18) . ?
Co1 C10 2.0345(19) . ?
Co1 C4 2.0356(19) . ?
Co1 C1 2.037(2) . ?
Co1 C7 2.040(2) . ?
Co1 C9 2.042(2) . ?
Co1 C3 2.0445(19) . ?
Co1 C2 2.0452(19) . ?
Co1 C8 2.0452(19) . ?
C1 C5 1.4200 . ?
C1 C2 1.4200 . ?
C1 H1A 0.9800 . ?
C2 C3 1.4200 . ?
C2 H2A 0.9800 . ?
C3 C4 1.4200 . ?
C3 H3A 0.9800 . ?
C4 C5 1.4200 . ?
C4 H4A 0.9800 . ?
C5 C6 1.487(3) . ?
C6 O1 1.204(4) . ?
C6 O2 1.294(3) . ?
O2 H200 0.8215 . ?
C7 C8 1.4200 . ?
C7 C11 1.4200 . ?
C7 H7A 0.9800 . ?
C8 C9 1.4200 . ?
C8 H8A 0.9800 . ?
C9 C10 1.4200 . ?
C9 H9A 0.9800 . ?
C10 C11 1.4200 . ?
C10 H10A 0.9800 . ?
C11 C12 1.483(3) . ?
C12 O3 1.206(4) . ?
C12 O4 1.300(4) . ?
O4 H400 0.9838 . ?
C13 C14 1.526(4) . ?
C13 Cl2 1.700(5) . ?
C13 Cl1 1.727(4) . ?
C13 H13A 1.37(9) . ?
C13 H13B 0.94(8) . ?
C13 H13A 0.52(14) . ?
C14 O5 1.229(4) . ?
C14 O6 1.241(4) . ?
Cl2 H13A 0.63(7) . ?
Cl2 H13B 1.79(9) . ?
Cl2 H13B 0.89(11) . ?
