#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/91/2229195.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_2229195
loop_
_publ_author_name
'Suleiman Gwaram, Nura'
'Ikmal Hisham, Nurul Azimah'
'Khaledi, Hamid'
'Mohd Ali, Hapipah'
_publ_section_title
;
 Aqua{2-morpholino-N-[1-(2-pyridyl)ethylidene]ethanamine-κ³N,N',N''}bis(thiocyanato-κN)cobalt(II)
;
_journal_coeditor_code           PV2377
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m205
_journal_paper_doi               10.1107/S160053681100136X
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Co (N C S)2 (C13 H19 N3 O) (H2 O)]'
_chemical_formula_moiety         'C15 H21 Co N5 O2 S2'
_chemical_formula_sum            'C15 H21 Co N5 O2 S2'
_chemical_formula_weight         426.42
_chemical_name_systematic
;
Aqua{2-morpholino-N-[1-(2-pyridyl)ethylidene]ethanamine-\
κ³N,N',N''}bis(thiocyanato-κN)cobalt(II)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 91.115(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.1554(3)
_cell_length_b                   22.1870(10)
_cell_length_c                   12.1297(5)
_cell_measurement_reflns_used    2128
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.41
_cell_measurement_theta_min      2.49
_cell_volume                     1925.31(14)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_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  0.0623
_diffrn_reflns_av_sigmaI/netI    0.0583
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13017
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    1.127
_exptl_absorpt_correction_T_max  0.9153
_exptl_absorpt_correction_T_min  0.8229
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             884
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.794
_refine_diff_density_min         -0.536
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         3401
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0742
_refine_ls_R_factor_gt           0.0547
_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)+(0.0626P)²+2.7605P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1278
_refine_ls_wR_factor_ref         0.1372
_reflns_number_gt                2662
_reflns_number_total             3401
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            pv2377.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2229195
_cod_database_fobs_code          2229195
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Co Co1 0.14436(7) 0.37659(2) 0.77043(5) 0.01682(19) Uani d . 1 . .
S S1 0.62351(16) 0.22817(6) 0.78138(16) 0.0511(5) Uani d . 1 . .
S S2 0.40771(17) 0.56976(6) 0.67930(12) 0.0357(3) Uani d U 1 . .
O O1 0.1265(5) 0.29112(14) 0.4482(3) 0.0315(8) Uani d . 1 . .
O O2 0.0220(4) 0.28962(14) 0.7921(3) 0.0248(7) Uani d D 1 . .
H H2A 0.063(7) 0.2640(18) 0.836(3) 0.030 Uiso d D 1 . .
H H2B -0.091(4) 0.282(2) 0.788(4) 0.030 Uiso d D 1 . .
N N1 0.1427(5) 0.38088(16) 0.9493(3) 0.0240(8) Uani d . 1 . .
N N2 -0.1063(4) 0.41983(16) 0.8045(3) 0.0195(8) Uani d . 1 . .
N N3 0.0131(5) 0.38505(15) 0.5984(3) 0.0180(8) Uani d . 1 . .
N N4 0.3878(5) 0.32766(17) 0.7616(3) 0.0273(9) Uani d . 1 . .
N N5 0.2780(5) 0.45788(16) 0.7493(3) 0.0227(8) Uani d . 1 . .
C C1 0.2665(7) 0.3574(2) 1.0199(4) 0.0345(12) Uani d . 1 . .
H H1 0.3780 0.3403 0.9924 0.041 Uiso calc R 1 . .
C C2 0.2382(10) 0.3571(3) 1.1326(5) 0.0522(17) Uani d . 1 . .
H H2 0.3300 0.3407 1.1817 0.063 Uiso calc R 1 . .
C C3 0.0743(11) 0.3811(3) 1.1727(5) 0.064(2) Uani d . 1 . .
H H3 0.0506 0.3807 1.2495 0.076 Uiso calc R 1 . .
C C4 -0.0533(9) 0.4055(3) 1.0995(4) 0.0449(14) Uani d . 1 . .
H H4 -0.1662 0.4224 1.1255 0.054 Uiso calc R 1 . .
C C5 -0.0178(6) 0.4054(2) 0.9889(4) 0.0271(11) Uani d . 1 . .
C C6 -0.1499(6) 0.4296(2) 0.9038(4) 0.0269(11) Uani d . 1 . .
C C7 -0.3223(7) 0.4624(3) 0.9403(5) 0.0456(15) Uani d . 1 . .
H H7A -0.3986 0.4735 0.8755 0.068 Uiso calc R 1 . .
H H7B -0.2855 0.4989 0.9808 0.068 Uiso calc R 1 . .
H H7C -0.3949 0.4361 0.9883 0.068 Uiso calc R 1 . .
C C8 -0.2204(6) 0.4400(2) 0.7098(4) 0.0246(10) Uani d . 1 . .
H H8A -0.2712 0.4807 0.7241 0.030 Uiso calc R 1 . .
H H8B -0.3265 0.4120 0.6974 0.030 Uiso calc R 1 . .
C C9 -0.0980(6) 0.4413(2) 0.6091(4) 0.0223(10) Uani d . 1 . .
H H9A -0.1778 0.4466 0.5423 0.027 Uiso calc R 1 . .
H H9B -0.0121 0.4762 0.6145 0.027 Uiso calc R 1 . .
C C10 -0.1111(6) 0.33506(19) 0.5629(4) 0.0232(10) Uani d . 1 . .
H H10A -0.1853 0.3478 0.4973 0.028 Uiso calc R 1 . .
H H10B -0.1992 0.3259 0.6226 0.028 Uiso calc R 1 . .
C C11 -0.0029(7) 0.2791(2) 0.5357(4) 0.0279(11) Uani d . 1 . .
H H11A 0.0669 0.2650 0.6021 0.033 Uiso calc R 1 . .
H H11B -0.0905 0.2468 0.5124 0.033 Uiso calc R 1 . .
C C12 0.2525(7) 0.3375(2) 0.4824(4) 0.0296(11) Uani d . 1 . .
H H12A 0.3422 0.3452 0.4229 0.036 Uiso calc R 1 . .
H H12B 0.3243 0.3238 0.5483 0.036 Uiso calc R 1 . .
C C13 0.1525(7) 0.3950(2) 0.5091(4) 0.0255(10) Uani d . 1 . .
H H13A 0.0872 0.4103 0.4420 0.031 Uiso calc R 1 . .
H H13B 0.2446 0.4258 0.5334 0.031 Uiso calc R 1 . .
C C14 0.4866(6) 0.2874(2) 0.7706(4) 0.0297(11) Uani d . 1 . .
C C15 0.3316(5) 0.5040(2) 0.7189(4) 0.0192(9) Uani d U 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
S S 0.1246 0.1234 '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'
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
N4 Co1 N5 . . 93.44(14) ?
N4 Co1 N2 . . 170.73(15) ?
N5 Co1 N2 . . 91.43(14) ?
N4 Co1 O2 . . 83.07(14) ?
N5 Co1 O2 . . 176.51(13) ?
N2 Co1 O2 . . 92.01(13) ?
N4 Co1 N1 . . 95.53(15) ?
N5 Co1 N1 . . 95.59(14) ?
N2 Co1 N1 . . 76.14(14) ?
O2 Co1 N1 . . 84.63(13) ?
N4 Co1 N3 . . 109.26(15) ?
N5 Co1 N3 . . 89.88(13) ?
N2 Co1 N3 . . 78.61(13) ?
O2 Co1 N3 . . 91.41(12) ?
N1 Co1 N3 . . 154.27(13) ?
C12 O1 C11 . . 109.3(3) ?
Co1 O2 H2A . . 124(4) ?
Co1 O2 H2B . . 126(3) ?
H2A O2 H2B . . 103(5) ?
C1 N1 C5 . . 118.9(4) ?
C1 N1 Co1 . . 127.7(3) ?
C5 N1 Co1 . . 112.9(3) ?
C6 N2 C8 . . 123.3(4) ?
C6 N2 Co1 . . 119.7(3) ?
C8 N2 Co1 . . 117.0(3) ?
C10 N3 C9 . . 109.6(3) ?
C10 N3 C13 . . 107.7(3) ?
C9 N3 C13 . . 107.7(3) ?
C10 N3 Co1 . . 116.0(3) ?
C9 N3 Co1 . . 101.6(2) ?
C13 N3 Co1 . . 113.9(3) ?
C14 N4 Co1 . . 158.4(4) ?
C15 N5 Co1 . . 166.6(4) ?
N1 C1 C2 . . 122.1(5) ?
N1 C1 H1 . . 119.0 ?
C2 C1 H1 . . 119.0 ?
C3 C2 C1 . . 119.1(5) ?
C3 C2 H2 . . 120.5 ?
C1 C2 H2 . . 120.5 ?
C4 C3 C2 . . 118.8(5) ?
C4 C3 H3 . . 120.6 ?
C2 C3 H3 . . 120.6 ?
C5 C4 C3 . . 120.0(6) ?
C5 C4 H4 . . 120.0 ?
C3 C4 H4 . . 120.0 ?
N1 C5 C4 . . 121.2(5) ?
N1 C5 C6 . . 115.3(4) ?
C4 C5 C6 . . 123.5(5) ?
N2 C6 C5 . . 115.7(4) ?
N2 C6 C7 . . 125.4(5) ?
C5 C6 C7 . . 118.9(4) ?
C6 C7 H7A . . 109.5 ?
C6 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C6 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
N2 C8 C9 . . 108.4(3) ?
N2 C8 H8A . . 110.0 ?
C9 C8 H8A . . 110.0 ?
N2 C8 H8B . . 110.0 ?
C9 C8 H8B . . 110.0 ?
H8A C8 H8B . . 108.4 ?
N3 C9 C8 . . 111.9(3) ?
N3 C9 H9A . . 109.2 ?
C8 C9 H9A . . 109.2 ?
N3 C9 H9B . . 109.2 ?
C8 C9 H9B . . 109.2 ?
H9A C9 H9B . . 107.9 ?
N3 C10 C11 . . 112.0(4) ?
N3 C10 H10A . . 109.2 ?
C11 C10 H10A . . 109.2 ?
N3 C10 H10B . . 109.2 ?
C11 C10 H10B . . 109.2 ?
H10A C10 H10B . . 107.9 ?
O1 C11 C10 . . 110.4(4) ?
O1 C11 H11A . . 109.6 ?
C10 C11 H11A . . 109.6 ?
O1 C11 H11B . . 109.6 ?
C10 C11 H11B . . 109.6 ?
H11A C11 H11B . . 108.1 ?
O1 C12 C13 . . 112.0(4) ?
O1 C12 H12A . . 109.2 ?
C13 C12 H12A . . 109.2 ?
O1 C12 H12B . . 109.2 ?
C13 C12 H12B . . 109.2 ?
H12A C12 H12B . . 107.9 ?
C12 C13 N3 . . 110.8(3) ?
C12 C13 H13A . . 109.5 ?
N3 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
N3 C13 H13B . . 109.5 ?
H13A C13 H13B . . 108.1 ?
N4 C14 S1 . . 178.1(5) ?
N5 C15 S2 . . 178.5(4) ?
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 N4 . 2.057(4) ?
Co1 N5 . 2.060(4) ?
Co1 N2 . 2.083(3) ?
Co1 O2 . 2.137(3) ?
Co1 N1 . 2.171(4) ?
Co1 N3 . 2.279(4) ?
S1 C14 . 1.642(5) ?
S2 C15 . 1.633(5) ?
O1 C12 . 1.424(5) ?
O1 C11 . 1.446(5) ?
O2 H2A . 0.83(3) ?
O2 H2B . 0.83(3) ?
N1 C1 . 1.327(6) ?
N1 C5 . 1.366(6) ?
N2 C6 . 1.269(6) ?
N2 C8 . 1.465(6) ?
N3 C10 . 1.480(5) ?
N3 C9 . 1.487(5) ?
N3 C13 . 1.503(5) ?
N4 C14 . 1.144(6) ?
N5 C15 . 1.155(5) ?
C1 C2 . 1.386(8) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.385(9) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.372(9) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.371(7) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.486(7) ?
C6 C7 . 1.507(6) ?
C7 H7A . 0.9800 ?
C7 H7B . 0.9800 ?
C7 H7C . 0.9800 ?
C8 C9 . 1.517(6) ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C10 C11 . 1.504(6) ?
C10 H10A . 0.9900 ?
C10 H10B . 0.9900 ?
C11 H11A . 0.9900 ?
C11 H11B . 0.9900 ?
C12 C13 . 1.501(6) ?
C12 H12A . 0.9900 ?
C12 H12B . 0.9900 ?
C13 H13A . 0.9900 ?
C13 H13B . 0.9900 ?
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
O2 H2A O1 4_566 0.83(3) 1.88(3) 2.701(4) 172(5)
O2 H2B S1 1_455 0.83(3) 2.36(3) 3.161(3) 162(5)
C11 H11A O2 . 0.99 2.40 3.121(6) 130
C12 H12B N4 . 0.99 2.62 3.511(7) 150
C2 H2 S1 4_566 0.95 2.85 3.774(6) 165
