#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/35/2203569.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_2203569
loop_
_publ_author_name
'You, Zhong-Lu'
'Zhu, Hai-Liang'
'Liu, Wei-Sheng'
_publ_section_title
;
 [N,N'-Bis(2-hydroxynaphthylmethylene)-1,3-propanediaminato]cobalt(II)
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m654
_journal_page_last               m656
_journal_paper_doi               10.1107/S1600536804009559
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          '[Co (C25 H20 N2 O2)]'
_chemical_formula_moiety         'C25 H20 Co N2 O2'
_chemical_formula_sum            'C25 H20 Co N2 O2'
_chemical_formula_weight         439.36
_chemical_name_systematic
;
[N,N'-bis(2-hydroxynaphthalmethenylimino)-1,3-propanediaminato]cobalt(II)
;
_space_group_IT_number           36
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'C 2c -2'
_symmetry_space_group_name_H-M   'C m c 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   30.554(6)
_cell_length_b                   8.4240(17)
_cell_length_c                   7.7270(15)
_cell_measurement_reflns_used    2312
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.23
_cell_measurement_theta_min      2.54
_cell_volume                     1988.8(7)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0365
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3825
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         2.51
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.888
_exptl_absorpt_correction_T_max  0.8637
_exptl_absorpt_correction_T_min  0.8219
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             908
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.212
_refine_ls_abs_structure_details 'Flack (1983), 250 Friedel pairs'
_refine_ls_abs_structure_Flack   0.39(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         1414
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0421
_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)+(0.0534P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0925
_refine_ls_wR_factor_ref         0.0958
_reflns_number_gt                1192
_reflns_number_total             1414
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci6367.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 'Orthorhombic' changed to
'orthorhombic' 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_database_code               2203569
_cod_database_fobs_code          2203569
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'
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_type_symbol
Co1 0.5000 0.07302(7) 0.81803(8) 0.0534(2) Uani d S 1 Co
O1 0.46025(10) 0.2315(3) 0.7679(4) 0.0656(9) Uani d . 1 O
N1 0.45539(12) -0.0699(4) 0.8636(5) 0.0632(11) Uani d . 1 N
C1 0.40028(13) 0.1315(5) 0.9304(6) 0.0591(11) Uani d . 1 C
C2 0.42077(13) 0.2485(4) 0.8311(8) 0.0607(10) Uani d . 1 C
C3 0.39855(14) 0.3909(5) 0.7925(8) 0.0673(13) Uani d . 1 C
H3 0.4114 0.4657 0.7202 0.081 Uiso calc R 1 H
C4 0.35834(15) 0.4187(5) 0.8610(7) 0.0757(18) Uani d . 1 C
H4 0.3442 0.5133 0.8345 0.091 Uiso calc R 1 H
C5 0.29641(17) 0.3419(7) 1.0440(8) 0.0877(15) Uani d . 1 C
H5 0.2826 0.4373 1.0179 0.105 Uiso calc R 1 H
C6 0.27618(17) 0.2362(7) 1.1536(8) 0.0916(17) Uani d . 1 C
H6 0.2492 0.2601 1.2032 0.110 Uiso calc R 1 H
C7 0.29673(16) 0.0946(7) 1.1880(8) 0.0877(16) Uani d . 1 C
H7 0.2832 0.0217 1.2608 0.105 Uiso calc R 1 H
C8 0.33685(15) 0.0581(6) 1.1173(7) 0.0764(14) Uani d . 1 C
H8 0.3500 -0.0383 1.1443 0.092 Uiso calc R 1 H
C9 0.35812(13) 0.1633(6) 1.0058(6) 0.0626(11) Uani d . 1 C
C10 0.33738(15) 0.3091(6) 0.9707(6) 0.0682(12) Uani d . 1 C
C11 0.41738(15) -0.0256(6) 0.9226(6) 0.0684(12) Uani d . 1 C
H11 0.3993 -0.1058 0.9646 0.082 Uiso calc R 1 H
C12 0.45976(16) -0.2420(5) 0.8362(11) 0.0924(17) Uani d . 1 C
H12A 0.4582 -0.2946 0.9477 0.111 Uiso calc R 1 H
H12B 0.4351 -0.2782 0.7679 0.111 Uiso calc R 1 H
C13 0.5000 -0.2909(9) 0.7500(12) 0.090(2) Uani d S 1 C
H13A 0.5000 -0.4057 0.7403 0.108 Uiso calc SR 1 H
H13B 0.5000 -0.2478 0.6336 0.108 Uiso calc SR 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 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'
N N 0.0061 0.0033 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Co1 O1 4_655 . 82.30(18) yes
O1 Co1 N1 4_655 4_655 91.48(14) yes
O1 Co1 N1 . 4_655 173.78(14) yes
O1 Co1 N1 4_655 . 173.78(14) yes
O1 Co1 N1 . . 91.48(14) yes
N1 Co1 N1 4_655 . 94.7(2) yes
C2 O1 Co1 . . 127.4(3) ?
C11 N1 C12 . . 114.4(4) ?
C11 N1 Co1 . . 122.5(3) ?
C12 N1 Co1 . . 123.1(3) ?
C2 C1 C11 . . 117.9(4) ?
C2 C1 C9 . . 119.5(4) ?
C11 C1 C9 . . 121.2(4) ?
O1 C2 C1 . . 122.7(4) ?
O1 C2 C3 . . 117.3(4) ?
C1 C2 C3 . . 120.0(4) ?
C4 C3 C2 . . 120.0(5) ?
C4 C3 H3 . . 120.0 ?
C2 C3 H3 . . 120.0 ?
C3 C4 C10 . . 122.2(4) ?
C3 C4 H4 . . 118.9 ?
C10 C4 H4 . . 118.9 ?
C6 C5 C10 . . 121.5(5) ?
C6 C5 H5 . . 119.2 ?
C10 C5 H5 . . 119.2 ?
C7 C6 C5 . . 118.4(5) ?
C7 C6 H6 . . 120.8 ?
C5 C6 H6 . . 120.8 ?
C6 C7 C8 . . 121.6(5) ?
C6 C7 H7 . . 119.2 ?
C8 C7 H7 . . 119.2 ?
C7 C8 C9 . . 121.1(5) ?
C7 C8 H8 . . 119.4 ?
C9 C8 H8 . . 119.4 ?
C8 C9 C10 . . 117.6(4) ?
C8 C9 C1 . . 123.3(4) ?
C10 C9 C1 . . 119.2(4) ?
C5 C10 C4 . . 121.4(5) ?
C5 C10 C9 . . 119.8(5) ?
C4 C10 C9 . . 118.9(4) ?
N1 C11 C1 . . 127.4(4) ?
N1 C11 H11 . . 116.3 ?
C1 C11 H11 . . 116.3 ?
C13 C12 N1 . . 114.9(5) ?
C13 C12 H12A . . 108.5 ?
N1 C12 H12A . . 108.5 ?
C13 C12 H12B . . 108.5 ?
N1 C12 H12B . . 108.5 ?
H12A C12 H12B . . 107.5 ?
C12 C13 C12 4_655 . 115.0(8) ?
C12 C13 H13A 4_655 . 108.5 ?
C12 C13 H13A . . 108.5 ?
C12 C13 H13B 4_655 . 108.5 ?
C12 C13 H13B . . 108.5 ?
H13A C13 H13B . . 107.5 ?
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 O1 4_655 1.846(3) yes
Co1 O1 . 1.846(3) yes
Co1 N1 4_655 1.852(3) yes
Co1 N1 . 1.852(3) yes
O1 C2 . 1.309(5) ?
N1 C11 . 1.302(5) ?
N1 C12 . 1.471(5) ?
C1 C2 . 1.397(6) ?
C1 C11 . 1.424(7) ?
C1 C9 . 1.439(6) ?
C2 C3 . 1.410(6) ?
C3 C4 . 1.358(6) ?
C3 H3 . 0.93 ?
C4 C10 . 1.408(6) ?
C4 H4 . 0.93 ?
C5 C6 . 1.375(7) ?
C5 C10 . 1.401(7) ?
C5 H5 . 0.93 ?
C6 C7 . 1.374(7) ?
C6 H6 . 0.93 ?
C7 C8 . 1.377(7) ?
C7 H7 . 0.93 ?
C8 C9 . 1.397(6) ?
C8 H8 . 0.93 ?
C9 C10 . 1.408(6) ?
C11 H11 . 0.93 ?
C12 C13 . 1.458(7) ?
C12 H12A . 0.97 ?
C12 H12B . 0.97 ?
C13 C12 4_655 1.458(7) ?
C13 H13A . 0.97 ?
C13 H13B . 0.97 ?
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
O1 Co1 O1 C2 4_655 . -150.7(3)
N1 Co1 O1 C2 . . 29.2(4)
O1 Co1 N1 C11 . . -29.5(4)
N1 Co1 N1 C11 4_655 . 150.4(3)
O1 Co1 N1 C12 . . 150.4(5)
N1 Co1 N1 C12 4_655 . -29.7(5)
Co1 O1 C2 C1 . . -9.8(7)
Co1 O1 C2 C3 . . 171.3(3)
C11 C1 C2 O1 . . -17.7(7)
C9 C1 C2 O1 . . 175.5(4)
C11 C1 C2 C3 . . 161.2(4)
C9 C1 C2 C3 . . -5.6(7)
O1 C2 C3 C4 . . -176.9(4)
C1 C2 C3 C4 . . 4.2(7)
C2 C3 C4 C10 . . -0.2(7)
C10 C5 C6 C7 . . -1.2(8)
C5 C6 C7 C8 . . 0.8(9)
C6 C7 C8 C9 . . -0.7(8)
C7 C8 C9 C10 . . 1.1(7)
C7 C8 C9 C1 . . 179.2(5)
C2 C1 C9 C8 . . -175.0(5)
C11 C1 C9 C8 . . 18.7(6)
C2 C1 C9 C10 . . 3.2(6)
C11 C1 C9 C10 . . -163.2(4)
C6 C5 C10 C4 . . -178.9(5)
C6 C5 C10 C9 . . 1.6(7)
C3 C4 C10 C5 . . 178.2(5)
C3 C4 C10 C9 . . -2.3(7)
C8 C9 C10 C5 . . -1.5(7)
C1 C9 C10 C5 . . -179.7(4)
C8 C9 C10 C4 . . 179.0(4)
C1 C9 C10 C4 . . 0.7(6)
C12 N1 C11 C1 . . -166.8(5)
Co1 N1 C11 C1 . . 13.1(6)
C2 C1 C11 N1 . . 15.9(7)
C9 C1 C11 N1 . . -177.5(4)
C11 N1 C12 C13 . . 172.6(6)
Co1 N1 C12 C13 . . -7.3(8)
N1 C12 C13 C12 . 4_655 57.1(10)
