#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/32/2213215.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_2213215
loop_
_publ_author_name
'Çaylak, Nagihan'
'Hökelek, Tuncer'
'Necefoğlu, Hacali'
_publ_section_title
Diaquabis(4-fluorobenzoato-κO)bis(nicotinamide-κN¹)cobalt(II)
_journal_coeditor_code           CI2331
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1341
_journal_page_last               m1343
_journal_paper_doi               10.1107/S1600536807016534
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Co (C7 H4 F O2)2 (C6 H6 N2 O)2 (H2 O)2]'
_chemical_formula_moiety         'C26 H24 Co F2 N4 O8'
_chemical_formula_sum            'C26 H24 Co F2 N4 O8'
_chemical_formula_weight         617.43
_chemical_name_systematic
;
Diaquabis(4-fluorobenzoato-\kO)bis(nicotinamide-\kN¹)cobalt(II)
;
_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                 90.434(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.003(2)
_cell_length_b                   8.928(4)
_cell_length_c                   12.4219(18)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      22.65
_cell_measurement_theta_min      4.56
_cell_volume                     1331.1(7)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Enraf--Nonius TurboCAD-4'
_diffrn_measurement_method       'nonprofiled ω'
_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  0.0183
_diffrn_reflns_av_sigmaI/netI    0.0287
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            2815
_diffrn_reflns_theta_full        26.29
_diffrn_reflns_theta_max         26.29
_diffrn_reflns_theta_min         2.35
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_T_max  0.8976
_exptl_absorpt_correction_T_min  0.7821
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             634
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.340
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2685
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0327
_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)+(0.0508P)²+0.4873P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.0925
_reflns_number_gt                2184
_reflns_number_total             2685
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2331.cif
_cod_data_source_block           I
_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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1331.2(7)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2213215
_cod_database_fobs_code          2213215
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_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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Co Co 0.0000 0.0000 0.0000 0.02665(13) Uani d S 1
F F -0.63383(13) 0.3643(2) 0.01561(17) 0.0839(6) Uani d . 1
O O1 -0.16714(11) 0.04626(16) 0.02183(12) 0.0359(3) Uani d . 1
O O2 -0.16817(13) 0.1447(2) 0.18737(13) 0.0517(4) Uani d . 1
O O3 -0.15791(13) 0.65701(15) -0.20355(13) 0.0415(4) Uani d . 1
O O4 0.03922(13) 0.08378(16) 0.15636(12) 0.0338(3) Uani d . 1
H H41 -0.029(3) 0.102(4) 0.176(3) 0.082(11) Uiso d . 1
H H42 0.072(2) 0.170(4) 0.160(2) 0.060(8) Uiso d . 1
N N1 0.02124(13) 0.22126(17) -0.06923(13) 0.0295(4) Uani d . 1
N N2 -0.23869(18) 0.4376(2) -0.2379(2) 0.0519(6) Uani d . 1
H H21 -0.231(3) 0.346(4) -0.237(3) 0.077(10) Uiso d . 1
H H22 -0.294(2) 0.480(3) -0.264(2) 0.049(7) Uiso d . 1
C C1 -0.21235(17) 0.1190(2) 0.09758(17) 0.0339(4) Uani d . 1
C C2 -0.32609(16) 0.1833(2) 0.07556(17) 0.0339(4) Uani d . 1
C C3 -0.3840(2) 0.1472(3) -0.0178(2) 0.0530(6) Uani d . 1
H H3 -0.3529 0.0809 -0.0669 0.064 Uiso calc R 1
C C4 -0.4875(2) 0.2087(4) -0.0384(2) 0.0646(8) Uani d . 1
H H4 -0.5264 0.1853 -0.1013 0.078 Uiso calc R 1
C C5 -0.53135(19) 0.3044(3) 0.0352(2) 0.0533(6) Uani d . 1
C C6 -0.4769(2) 0.3445(3) 0.1274(2) 0.0519(6) Uani d . 1
H H6 -0.5087 0.4115 0.1756 0.062 Uiso calc R 1
C C7 -0.37333(18) 0.2829(3) 0.14734(18) 0.0419(5) Uani d . 1
H H7 -0.3348 0.3087 0.2099 0.050 Uiso calc R 1
C C8 0.11999(17) 0.2898(2) -0.06758(17) 0.0343(5) Uani d . 1
H H8 0.1806 0.2396 -0.0376 0.041 Uiso calc R 1
C C9 0.13641(18) 0.4322(2) -0.10845(19) 0.0383(5) Uani d . 1
H H9 0.2066 0.4763 -0.1064 0.046 Uiso calc R 1
C C10 0.04678(17) 0.5073(2) -0.15223(17) 0.0344(4) Uani d . 1
H H10 0.0556 0.6035 -0.1797 0.041 Uiso calc R 1
C C11 -0.05661(16) 0.4386(2) -0.15503(15) 0.0284(4) Uani d . 1
C C12 -0.06534(16) 0.2950(2) -0.11275(16) 0.0290(4) Uani d . 1
H H12 -0.1344 0.2478 -0.1147 0.035 Uiso calc R 1
C C13 -0.15555(17) 0.5188(2) -0.20055(16) 0.0317(4) Uani d . 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
Co Co 0.3490 0.9720 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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
O1 Co O1 . 3 180 ?
O1 Co O4 . . 91.04(6) yes
O1 Co O4 3 . 88.96(6) ?
O1 Co O4 . 3 88.96(6) yes
O1 Co O4 3 3 91.04(6) ?
O4 Co O4 . 3 180 ?
O1 Co N1 . 3 90.73(6) yes
O1 Co N1 3 3 89.27(6) ?
O4 Co N1 . 3 89.09(6) yes
O4 Co N1 3 3 90.91(6) ?
O1 Co N1 . . 89.27(6) yes
O1 Co N1 3 . 90.73(6) ?
O4 Co N1 . . 90.91(6) yes
O4 Co N1 3 . 89.09(6) ?
N1 Co N1 3 . 180 ?
Co O4 H42 . . 117.3(19) ?
Co O4 H41 . . 97(2) ?
H42 O4 H41 . . 104(3) ?
C1 O1 Co . . 128.34(13) ?
C8 N1 C12 . . 117.84(16) ?
C8 N1 Co . . 121.23(12) ?
C12 N1 Co . . 120.90(13) ?
C13 N2 H22 . . 119.5(18) ?
C13 N2 H21 . . 117(2) ?
H22 N2 H21 . . 123(3) ?
O2 C1 O1 . . 125.02(19) ?
O2 C1 C2 . . 118.0(2) ?
O1 C1 C2 . . 116.96(18) ?
C7 C2 C3 . . 118.9(2) ?
C7 C2 C1 . . 120.26(19) ?
C3 C2 C1 . . 120.8(2) ?
C4 C3 C2 . . 120.5(2) ?
C4 C3 H3 . . 119.7 ?
C2 C3 H3 . . 119.7 ?
C5 C4 C3 . . 118.5(2) ?
C5 C4 H4 . . 120.8 ?
C3 C4 H4 . . 120.8 ?
C4 C5 F . . 118.7(2) ?
C4 C5 C6 . . 123.0(2) ?
F C5 C6 . . 118.3(2) ?
C5 C6 C7 . . 118.2(2) ?
C5 C6 H6 . . 120.9 ?
C7 C6 H6 . . 120.9 ?
C6 C7 C2 . . 120.9(2) ?
C6 C7 H7 . . 119.6 ?
C2 C7 H7 . . 119.6 ?
N1 C8 C9 . . 123.02(18) ?
N1 C8 H8 . . 118.5 ?
C9 C8 H8 . . 118.5 ?
C10 C9 C8 . . 118.66(19) ?
C10 C9 H9 . . 120.7 ?
C8 C9 H9 . . 120.7 ?
C9 C10 C11 . . 119.44(18) ?
C9 C10 H10 . . 120.3 ?
C11 C10 H10 . . 120.3 ?
C10 C11 C12 . . 118.01(17) ?
C10 C11 C13 . . 120.43(17) ?
C12 C11 C13 . . 121.54(17) ?
N1 C12 C11 . . 123.01(17) ?
N1 C12 H12 . . 118.5 ?
C11 C12 H12 . . 118.5 ?
O3 C13 N2 . . 121.52(19) ?
O3 C13 C11 . . 120.55(18) ?
N2 C13 C11 . . 117.92(17) ?
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
Co O1 . 2.0683(14) yes
Co O1 3 2.0683(14) ?
Co O4 . 2.1307(15) yes
Co O4 3 2.1307(15) ?
Co N1 3 2.1704(17) ?
Co N1 . 2.1704(17) yes
F C5 . 1.362(3) ?
O1 C1 . 1.268(3) ?
O2 C1 . 1.253(3) ?
O3 C13 . 1.235(2) ?
O4 H41 . 0.87(4) ?
O4 H42 . 0.86(3) ?
N1 C8 . 1.334(3) ?
N1 C12 . 1.340(2) ?
N2 C13 . 1.315(3) ?
N2 H21 . 0.83(3) ?
N2 H22 . 0.83(3) ?
C2 C7 . 1.384(3) ?
C2 C3 . 1.385(3) ?
C2 C1 . 1.504(3) ?
C3 C4 . 1.382(3) ?
C3 H3 . 0.93 ?
C4 H4 . 0.93 ?
C5 C4 . 1.360(4) ?
C6 C5 . 1.362(4) ?
C6 H6 . 0.93 ?
C7 C6 . 1.380(3) ?
C7 H7 . 0.93 ?
C8 C9 . 1.384(3) ?
C8 H8 . 0.93 ?
C9 C10 . 1.376(3) ?
C9 H9 . 0.93 ?
C10 H10 . 0.93 ?
C11 C10 . 1.385(3) ?
C11 C12 . 1.390(3) ?
C11 C13 . 1.494(3) ?
C12 H12 . 0.93 ?
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
N2 H21 O3 2_444 0.82(4) 2.27(4) 2.886(3) 132(3)
N2 H22 O4 4_565 0.83(2) 2.30(2) 2.969(3) 139(2)
O4 H41 O2 . 0.87(4) 1.72(4) 2.580(2) 168(4)
O4 H42 O3 3_565 0.87(3) 1.93(3) 2.778(2) 165(2)
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
O4 Co O1 C1 . 9.09(17)
O4 Co O1 C1 3 -170.91(17)
N1 Co O1 C1 3 98.19(17)
N1 Co O1 C1 . -81.81(17)
O1 Co N1 C8 . 155.13(16)
O1 Co N1 C8 3 -24.87(16)
O4 Co N1 C8 . 64.10(16)
O4 Co N1 C8 3 -115.90(16)
O1 Co N1 C12 . -23.22(15)
O1 Co N1 C12 3 156.78(15)
O4 Co N1 C12 . -114.25(15)
O4 Co N1 C12 3 65.75(15)
Co O1 C1 O2 . -19.1(3)
Co O1 C1 C2 . 158.65(13)
C12 N1 C8 C9 . 0.0(3)
Co N1 C8 C9 . -178.38(17)
C8 N1 C12 C11 . -0.4(3)
Co N1 C12 C11 . 177.96(14)
C7 C2 C1 O2 . 7.9(3)
C3 C2 C1 O2 . -173.7(2)
C7 C2 C1 O1 . -170.0(2)
C3 C2 C1 O1 . 8.4(3)
C7 C2 C3 C4 . -0.5(4)
C1 C2 C3 C4 . -178.8(3)
C3 C2 C7 C6 . 0.7(4)
C1 C2 C7 C6 . 179.1(2)
C2 C3 C4 C5 . -0.5(5)
F C5 C4 C3 . -179.4(3)
C6 C5 C4 C3 . 1.3(5)
C7 C6 C5 C4 . -1.1(4)
C7 C6 C5 F . 179.6(2)
C2 C7 C6 C5 . 0.1(4)
N1 C8 C9 C10 . 0.5(3)
C8 C9 C10 C11 . -0.5(3)
C12 C11 C10 C9 . 0.1(3)
C13 C11 C10 C9 . 179.0(2)
C10 C11 C12 N1 . 0.4(3)
C13 C11 C12 N1 . -178.51(18)
C10 C11 C13 O3 . -23.8(3)
C12 C11 C13 O3 . 155.1(2)
C10 C11 C13 N2 . 155.6(2)
C12 C11 C13 N2 . -25.6(3)
