#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/29/4302985.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_4302985
loop_
_publ_author_name
'M. Menelaou'
'A. Konstantopai'
'C. Mateescu'
'H. Zhao'
'C. Drouza'
'N. Lalioti'
'A. Salifoglou'
_publ_section_title
;
pH-Dependent Syntheses, Structural and Spectroscopic Characterization, and
Chemical Transformations of Aqueous Co(II)-Quinate Complexes: An Effort
to Delve into the Structural Speciation of the Binary Co(II)-Quinic Acid
System
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8092
_journal_page_last               8105
_journal_paper_doi               10.1021/ic801500x
_journal_volume                  48
_journal_year                    2009
_chemical_absolute_configuration ad
_chemical_formula_sum            'C7 H16 Co0.5 O8.5'
_chemical_formula_weight         265.66
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 108.430(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.2198(10)
_cell_length_b                   5.8004(6)
_cell_length_c                   15.3470(12)
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.8517
_cell_measurement_theta_min      3.2395
_cell_volume                     1116.45(17)
_computing_cell_refinement
;
'Mon Aug 07 20:46:32 2006'
;
_computing_data_collection
;
'Mon Aug 07 20:46:32 2006'
;
_computing_data_reduction
;
'Mon Aug 07 20:46:32 2006'
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.0288
_diffrn_measured_fraction_theta_full 0.914
_diffrn_measured_fraction_theta_max 0.914
_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  0.0173
_diffrn_reflns_av_sigmaI/netI    0.0199
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16270
_diffrn_reflns_theta_full        30.95
_diffrn_reflns_theta_max         30.95
_diffrn_reflns_theta_min         3.25
_exptl_absorpt_coefficient_mu    0.850
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_correction_T_min  0.660
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
'Mon Aug 07 20:46:32 2006'
;
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             558
_exptl_crystal_size_max          0.2844
_exptl_crystal_size_mid          0.1860
_exptl_crystal_size_min          0.0842
_refine_diff_density_max         1.596
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.086
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.022(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         5938
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0351
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0634P)²+0.8027P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0967
_refine_ls_wR_factor_ref         0.0977
_reflns_number_gt                5607
_reflns_number_total             5938
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic801500x_si_002.cif
_cod_data_source_block           mml64
_cod_original_sg_symbol_H-M      'P 21'
_cod_original_formula_sum        'C7 H16 Co0.50 O8.50'
_cod_database_code               4302985
loop_
_symmetry_equiv_pos_as_xyz
'x, 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
C14 C 0.29989(19) 0.3382(5) 0.11980(18) 0.0146(5) Uani 1 1 d . . .
H14 H 0.3486 0.4267 0.0960 0.018 Uiso 1 1 calc R . .
O4 O 0.06319(13) 0.1452(3) 0.23751(11) 0.0114(3) Uani 1 1 d . . .
O7 O 0.53672(13) -0.0400(3) 0.15391(12) 0.0146(3) Uani 1 1 d . . .
H7C H 0.5515 -0.1499 0.1893 0.022 Uiso 1 1 calc R . .
O10 O -0.24357(13) 0.5257(4) 0.40417(12) 0.0181(4) Uani 1 1 d . . .
O9 O 0.78457(14) 0.3371(4) 0.08778(11) 0.0184(4) Uani 1 1 d . . .
H9C H 0.7642 0.2885 0.0349 0.028 Uiso 1 1 calc R . .
O13 O 0.42617(13) 0.3374(4) 0.27398(13) 0.0190(4) Uani 1 1 d . . .
H13C H 0.4242 0.2452 0.3139 0.029 Uiso 1 1 calc R . .
O1 O -0.08430(12) 0.3814(3) 0.41688(11) 0.0125(3) Uani 1 1 d . . .
O11 O 0.17183(15) 0.6367(3) 0.05188(13) 0.0193(4) Uani 1 1 d . . .
H11C H 0.2170 0.6873 0.0306 0.029 Uiso 1 1 calc R . .
O5 O 0.01252(16) -0.0875(3) 0.39628(12) 0.0188(4) Uani 1 1 d D . .
O6 O 0.15087(15) 0.3164(4) 0.45480(14) 0.0243(4) Uani 1 1 d D . .
C1 C -0.22389(16) 0.3324(4) 0.27257(14) 0.0088(4) Uani 1 1 d . . .
C5 C 0.69871(18) 0.4525(4) 0.10714(15) 0.0127(4) Uani 1 1 d . . .
H5 H 0.6765 0.5856 0.0662 0.015 Uiso 1 1 calc R . .
C6 C 0.74482(17) 0.5359(4) 0.20616(14) 0.0107(4) Uani 1 1 d . . .
H6A H 0.6924 0.6299 0.2218 0.013 Uiso 1 1 calc R . .
H6B H 0.8071 0.6307 0.2121 0.013 Uiso 1 1 calc R . .
C2 C 0.68100(17) 0.1740(4) 0.26256(14) 0.0101(4) Uani 1 1 d . . .
H2A H 0.6276 0.2556 0.2818 0.012 Uiso 1 1 calc R . .
H2B H 0.7040 0.0412 0.3023 0.012 Uiso 1 1 calc R . .
C3 C 0.63135(17) 0.0921(4) 0.16302(15) 0.0102(4) Uani 1 1 d . . .
H3 H 0.6830 -0.0055 0.1465 0.012 Uiso 1 1 calc R . .
C4 C 0.60236(17) 0.2952(4) 0.09683(14) 0.0110(4) Uani 1 1 d . . .
H4 H 0.5457 0.3848 0.1094 0.013 Uiso 1 1 calc R . .
C15 C 0.31936(18) 0.4012(4) 0.22095(16) 0.0138(4) Uani 1 1 d . . .
H15 H 0.3098 0.5675 0.2264 0.017 Uiso 1 1 calc R . .
C11 C 0.12500(17) 0.3126(4) 0.20722(15) 0.0098(4) Uani 1 1 d . . .
C7 C -0.18064(18) 0.4200(4) 0.37182(14) 0.0107(4) Uani 1 1 d . . .
O12 O 0.31671(16) 0.0983(4) 0.11050(14) 0.0191(4) Uani 1 1 d . . .
H12C H 0.3338 0.0370 0.1612 0.029 Uiso 1 1 calc R . .
C13 C 0.18405(19) 0.3936(4) 0.06299(16) 0.0145(4) Uani 1 1 d . . .
H13 H 0.1718 0.3275 0.0018 0.017 Uiso 1 1 calc R . .
C17 C 0.09082(17) 0.5494(4) 0.23475(15) 0.0104(4) Uani 1 1 d . . .
O14 O 0.11692(14) 0.7271(4) 0.20108(12) 0.0186(3) Uani 1 1 d . . .
C12 C 0.10272(17) 0.2835(4) 0.10280(14) 0.0120(4) Uani 1 1 d . . .
H12B H 0.0991 0.1199 0.0890 0.014 Uiso 1 1 calc R . .
H12A H 0.0331 0.3486 0.0714 0.014 Uiso 1 1 calc R . .
C16 C 0.24367(16) 0.2719(4) 0.25994(14) 0.0126(4) Uani 1 1 d . . .
H16A H 0.2574 0.3181 0.3234 0.015 Uiso 1 1 calc R . .
H16B H 0.2585 0.1082 0.2595 0.015 Uiso 1 1 calc R . .
O2W O 0.4559(6) -0.0213(10) 0.4028(4) 0.0391(17) Uiso 0.563(17) 1 d P . .
O3W O 0.2943(4) -0.3075(9) 0.4688(3) 0.0679(14) Uiso 0.842(8) 1 d P . .
O3W' O 0.3526(9) -0.213(2) 0.4344(8) 0.021(4) Uiso 0.158(8) 1 d P . .
O2W' O 0.5006(7) 0.0320(13) 0.4156(4) 0.038(2) Uiso 0.437(17) 1 d P . .
H1WA H 0.533(2) 0.781(6) 0.351(2) 0.031(8) Uiso 1 1 d DU . .
H5D H 0.038(3) -0.122(7) 0.4523(14) 0.028(9) Uiso 1 1 d D . .
H5C H 0.019(3) -0.200(5) 0.366(2) 0.023(9) Uiso 1 1 d D . .
H2C H -0.150(3) 0.217(9) 0.203(3) 0.028(9) Uiso 1 1 d . . .
H4C H 0.083(3) 0.019(8) 0.217(3) 0.032(10) Uiso 1 1 d . . .
H6C H 0.171(3) 0.238(9) 0.503(2) 0.055(10) Uiso 1 1 d DU . .
H6D H 0.190(3) 0.435(6) 0.460(4) 0.059(11) Uiso 1 1 d DU . .
H1WB H 0.6165(19) 0.655(7) 0.342(2) 0.033(8) Uiso 1 1 d DU . .
Co1 Co 0.01320(2) 0.23971(6) 0.347602(17) 0.00853(7) Uani 1 1 d . . .
O8 O 0.56258(14) 0.2003(3) 0.00670(11) 0.0183(4) Uani 1 1 d . . .
H8C H 0.5460 0.3050 -0.0310 0.027 Uiso 1 1 calc R . .
O3 O 0.04083(13) 0.5509(3) 0.29318(11) 0.0117(3) Uani 1 1 d . . .
O2 O -0.13973(12) 0.2012(3) 0.25475(11) 0.0109(3) Uani 1 1 d . . .
O1W O 0.55695(13) 0.7059(4) 0.31365(12) 0.0178(4) Uani 1 1 d 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'
O O 0.0106 0.0060 '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'
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
O12 C14 C15 110.6(2) . . ?
O12 C14 C13 107.9(2) . . ?
C15 C14 C13 110.02(19) . . ?
C11 O4 Co1 116.43(13) . . ?
C7 O1 Co1 118.08(14) . . ?
O2 C1 C2 108.87(18) . 1_455 ?
O2 C1 C6 110.06(17) . 1_455 ?
C2 C1 C6 110.93(17) 1_455 1_455 ?
O2 C1 C7 107.16(16) . . ?
C2 C1 C7 109.63(17) 1_455 . ?
C6 C1 C7 110.10(18) 1_455 . ?
O9 C5 C6 105.20(17) . . ?
O9 C5 C4 112.9(2) . . ?
C6 C5 C4 110.39(18) . . ?
C5 C6 C1 110.97(18) . 1_655 ?
C1 C2 C3 111.48(17) 1_655 . ?
O7 C3 C4 108.67(17) . . ?
O7 C3 C2 110.32(17) . . ?
C4 C3 C2 111.28(18) . . ?
O8 C4 C3 106.64(18) . . ?
O8 C4 C5 111.67(18) . . ?
C3 C4 C5 111.44(18) . . ?
O13 C15 C16 107.57(18) . . ?
O13 C15 C14 109.39(18) . . ?
C16 C15 C14 111.14(19) . . ?
O4 C11 C16 108.39(18) . . ?
O4 C11 C12 108.68(17) . . ?
C16 C11 C12 110.91(17) . . ?
O4 C11 C17 105.47(16) . . ?
C16 C11 C17 109.28(18) . . ?
C12 C11 C17 113.85(18) . . ?
O10 C7 O1 123.4(2) . . ?
O10 C7 C1 117.95(19) . . ?
O1 C7 C1 118.67(19) . . ?
O11 C13 C12 113.14(19) . . ?
O11 C13 C14 109.3(2) . . ?
C12 C13 C14 112.64(19) . . ?
O14 C17 O3 124.0(2) . . ?
O14 C17 C11 118.50(18) . . ?
O3 C17 C11 117.4(2) . . ?
C13 C12 C11 116.10(18) . . ?
C15 C16 C11 114.00(18) . . ?
O5 Co1 O3 168.75(7) . . ?
O5 Co1 O4 95.27(7) . . ?
O3 Co1 O4 76.07(7) . . ?
O5 Co1 O6 90.77(8) . . ?
O3 Co1 O6 84.88(7) . . ?
O4 Co1 O6 106.06(8) . . ?
O5 Co1 O1 96.03(7) . . ?
O3 Co1 O1 94.51(7) . . ?
O4 Co1 O1 158.28(7) . . ?
O6 Co1 O1 92.29(8) . . ?
O5 Co1 O2 92.01(8) . . ?
O3 Co1 O2 94.26(7) . . ?
O4 Co1 O2 84.54(6) . . ?
O6 Co1 O2 168.76(8) . . ?
O1 Co1 O2 76.59(6) . . ?
C17 O3 Co1 118.45(15) . . ?
C1 O2 Co1 116.93(12) . . ?
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
C14 O12 1.424(3) . ?
C14 C15 1.535(3) . ?
C14 C13 1.538(3) . ?
O4 C11 1.438(3) . ?
O4 Co1 2.0732(16) . ?
O7 C3 1.436(3) . ?
O10 C7 1.255(3) . ?
O9 C5 1.428(3) . ?
O13 C15 1.437(3) . ?
O1 C7 1.262(3) . ?
O1 Co1 2.0816(16) . ?
O11 C13 1.423(3) . ?
O5 Co1 2.0409(19) . ?
O6 Co1 2.0793(18) . ?
C1 O2 1.444(3) . ?
C1 C2 1.525(3) 1_455 ?
C1 C6 1.528(3) 1_455 ?
C1 C7 1.534(3) . ?
C5 C6 1.526(3) . ?
C5 C4 1.534(3) . ?
C6 C1 1.528(3) 1_655 ?
C2 C1 1.525(3) 1_655 ?
C2 C3 1.535(3) . ?
C3 C4 1.523(3) . ?
C4 O8 1.426(3) . ?
C15 C16 1.517(3) . ?
C11 C16 1.539(3) . ?
C11 C12 1.544(3) . ?
C11 C17 1.546(3) . ?
C13 C12 1.534(3) . ?
C17 O14 1.249(3) . ?
C17 O3 1.271(3) . ?
O2W O2W' 0.640(7) . ?
O3W O3W' 1.194(12) . ?
Co1 O3 2.0693(17) . ?
Co1 O2 2.0848(15) . ?
