#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/05/2010518.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_2010518
loop_
_publ_author_name
'Dickman, Michael H.'
_publ_section_title
;Bis(1,2-diaminobenzene-N)bis(1,1,1,5,5,5-hexafluoropentane-2,4-dionato-O,O')iron(II),
 -cobalt(II) and -nickel(II) at low temperature
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              58
_journal_page_last               60
_journal_paper_doi               10.1107/S0108270199013487
_journal_volume                  56
_journal_year                    2000
_chemical_formula_iupac          '[Co (C5 H F6 O2)2 (C6 H8 N2)2]'
_chemical_formula_sum            'C22 H18 Co F12 N4 O4'
_chemical_formula_weight         689.33
_chemical_name_systematic
;
 trans-bis(1,2-Diaminobenzene-N)bis(1,1,1,5,5,5-
  hexafluoropentane-2,4-dionato-O,O')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'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.2880(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.769
_cell_length_b                   10.90130(10)
_cell_length_c                   15.44310(10)
_cell_measurement_reflns_used    6146
_cell_measurement_temperature    158(2)
_cell_measurement_theta_max      28.56
_cell_measurement_theta_min      2.30
_cell_volume                     1290.763(15)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SMART
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      158(2)
_diffrn_measured_fraction_theta_full .957
_diffrn_measured_fraction_theta_max .957
_diffrn_measurement_device_type  'Bruker SMART area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .037
_diffrn_reflns_av_sigmaI/netI    .0320
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            20859
_diffrn_reflns_theta_full        35.52
_diffrn_reflns_theta_max         35.52
_diffrn_reflns_theta_min         2.30
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    .790
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.774
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             690
_exptl_crystal_size_max          .36
_exptl_crystal_size_mid          .32
_exptl_crystal_size_min          .30
_refine_diff_density_max         1.31
_refine_diff_density_min         -1.00
_refine_ls_extinction_coef       .018(2)
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         5646
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          .063
_refine_ls_R_factor_gt           .045
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0766P)²+0.7210P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .137
_reflns_number_gt                4392
_reflns_number_total             5646
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            da1091.cif
_cod_data_source_block           (II)
_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        1290.729(14)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2010518
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_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
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Co1 .0000 .0000 .0000 .02045(9) Uani d S 1 . . Co
N1 .24687(18) -.10591(12) .00839(8) .0235(2) Uani d . 1 . . N
N2 .3919(2) .02983(14) -.11746(10) .0273(3) Uani d . 1 . . N
O1 .06855(15) .03671(11) .13165(7) .0246(2) Uani d . 1 . . O
O2 .11780(15) .16042(10) -.02596(7) .0246(2) Uani d . 1 . . O
C1 .29016(19) -.16622(14) -.06841(10) .0229(2) Uani d . 1 . . C
C2 .35467(18) -.09614(14) -.13248(10) .0232(3) Uani d . 1 . . C
C3 .3904(2) -.15446(17) -.20797(11) .0295(3) Uani d . 1 . . C
C4 .3648(2) -.27943(19) -.22007(13) .0353(4) Uani d . 1 . . C
C5 .3010(3) -.34841(18) -.15684(14) .0363(4) Uani d . 1 . . C
C6 .2639(2) -.29133(15) -.08122(12) .0298(3) Uani d . 1 . . C
C7 .1589(3) .13677(18) .26464(10) .0336(4) Uani d . 1 . . C
C8 .13342(19) .13476(14) .16381(9) .0225(2) Uani d . 1 . . C
C9 .1860(2) .23802(14) .12037(9) .0241(3) Uani d . 1 . . C
C10 .17404(18) .24175(13) .02972(9) .0212(2) Uani d . 1 . . C
C11 .2337(2) .35766(15) -.01287(10) .0275(3) Uani d . 1 . . C
F1 .2731(2) .04849(18) .29697(9) .0579(4) Uani d . 1 . . F
F2 .01359(17) .11011(18) .29343(8) .0598(4) Uani d . 1 . . F
F3 .2281(3) .23951(16) .29963(9) .0778(6) Uani d . 1 . . F
F4 .30780(18) .44105(11) .04408(8) .0413(3) Uani d . 1 . . F
F5 .09702(18) .41110(11) -.06245(9) .0457(3) Uani d . 1 . . F
F6 .34814(19) .33034(12) -.06560(9) .0448(3) Uani d . 1 . . F
H1N1 .337(3) -.066(2) .0323(17) .036(6) Uiso d . 1 . . H
H2N1 .229(3) -.169(2) .0470(16) .033(6) Uiso d . 1 . . H
H1N2 .398(3) .069(2) -.1689(18) .041(7) Uiso d . 1 . . H
H2N2 .318(3) .068(2) -.0894(17) .035(6) Uiso d . 1 . . H
H3 .430(3) -.106(2) -.2508(16) .034(6) Uiso d . 1 . . H
H4 .395(3) -.319(2) -.2680(18) .041(7) Uiso d . 1 . . H
H5 .280(4) -.435(3) -.167(2) .063(9) Uiso d . 1 . . H
H6 .229(4) -.339(3) -.0346(19) .045(7) Uiso d . 1 . . H
H9 .236(3) .307(2) .1561(16) .036(6) Uiso d . 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co .3494 .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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Co1 O2 . 3 180.0 no
O2 Co1 O1 . . 88.55(4) yes
O2 Co1 O1 3 . 91.45(4) yes
O2 Co1 O1 . 3 91.45(4) no
O2 Co1 O1 3 3 88.55(4) no
O1 Co1 O1 . 3 180.0 no
O2 Co1 N1 . 3 87.34(5) no
O2 Co1 N1 3 3 92.66(5) no
O1 Co1 N1 . 3 92.28(5) no
O1 Co1 N1 3 3 87.72(5) no
O2 Co1 N1 . . 92.66(5) yes
O2 Co1 N1 3 . 87.34(5) yes
O1 Co1 N1 . . 87.72(5) yes
O1 Co1 N1 3 . 92.28(5) yes
N1 Co1 N1 3 . 180.0 no
C1 N1 Co1 . . 120.13(9) yes
C1 N1 H1N1 . . 107.6(17) no
Co1 N1 H1N1 . . 113.6(17) no
C1 N1 H2N1 . . 105.6(15) no
Co1 N1 H2N1 . . 101.5(15) no
H1N1 N1 H2N1 . . 107(2) no
C2 N2 H1N2 . . 110.4(17) no
C2 N2 H2N2 . . 113.8(16) no
H1N2 N2 H2N2 . . 110(2) no
C8 O1 Co1 . . 125.64(9) no
C10 O2 Co1 . . 125.73(9) no
C6 C1 C2 . . 119.66(14) no
C6 C1 N1 . . 121.09(14) no
C2 C1 N1 . . 119.22(13) no
C3 C2 C1 . . 118.85(15) no
C3 C2 N2 . . 121.10(14) no
C1 C2 N2 . . 119.95(14) no
C4 C3 C2 . . 121.16(17) no
C4 C3 H3 . . 120.9(15) no
C2 C3 H3 . . 117.9(15) no
C3 C4 C5 . . 119.91(16) no
C3 C4 H4 . . 121.3(17) no
C5 C4 H4 . . 118.7(17) no
C4 C5 C6 . . 119.60(17) no
C4 C5 H5 . . 118.9(19) no
C6 C5 H5 . . 121.4(19) no
C1 C6 C5 . . 120.82(17) no
C1 C6 H6 . . 118.7(17) no
C5 C6 H6 . . 120.3(17) no
F2 C7 F3 . . 111.41(18) no
F2 C7 F1 . . 105.48(16) no
F3 C7 F1 . . 104.73(18) no
F2 C7 C8 . . 111.28(14) no
F3 C7 C8 . . 113.84(15) no
F1 C7 C8 . . 109.53(15) no
O1 C8 C9 . . 128.70(13) no
O1 C8 C7 . . 113.09(13) no
C9 C8 C7 . . 118.19(13) no
C10 C9 C8 . . 121.86(14) no
C10 C9 H9 . . 120.3(15) no
C8 C9 H9 . . 117.8(15) no
O2 C10 C9 . . 128.71(14) no
O2 C10 C11 . . 112.48(12) no
C9 C10 C11 . . 118.81(13) no
F4 C11 F6 . . 107.24(14) no
F4 C11 F5 . . 107.44(14) no
F6 C11 F5 . . 107.08(14) no
F4 C11 C10 . . 114.14(13) no
F6 C11 C10 . . 110.87(13) no
F5 C11 C10 . . 109.77(13) 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
Co1 O2 . 2.0433(11) yes
Co1 O2 3 2.0433(11) no
Co1 O1 . 2.0562(11) yes
Co1 O1 3 2.0562(11) no
Co1 N1 3 2.2243(13) no
Co1 N1 . 2.2243(13) yes
N1 C1 . 1.4426(19) yes
N1 H1N1 . .86(3) no
N1 H2N1 . .94(3) no
N2 C2 . 1.415(2) yes
N2 H1N2 . .91(3) no
N2 H2N2 . .88(3) no
O1 C8 . 1.2500(19) no
O2 C10 . 1.2630(17) no
C1 C6 . 1.388(2) yes
C1 C2 . 1.405(2) yes
C2 C3 . 1.395(2) yes
C3 C4 . 1.385(3) yes
C3 H3 . .93(2) no
C4 C5 . 1.386(3) yes
C4 H4 . .92(3) no
C5 C6 . 1.394(3) yes
C5 H5 . .96(3) no
C6 H6 . .96(3) no
C7 F2 . 1.311(2) no
C7 F3 . 1.320(2) no
C7 F1 . 1.349(3) no
C7 C8 . 1.538(2) no
C8 C9 . 1.404(2) no
C9 C10 . 1.389(2) no
C9 H9 . .97(2) no
C10 C11 . 1.530(2) no
C11 F4 . 1.3297(19) no
C11 F6 . 1.333(2) no
C11 F5 . 1.338(2) 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
N1 H1N1 N2 3_655 .86(3) 2.33(3) 3.142(2) 159(2) yes
N1 H2N1 F3 2_545 .94(3) 2.54(3) 3.388(2) 151(2) yes
N2 H2N2 O2 . .88(3) 2.21(3) 3.087(2) 176(2) yes
