#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/79/2207907.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_2207907
loop_
_publ_author_name
'You, Zhong-Lu'
_publ_section_title
{4-Chloro-2-[(2-dimethylaminoethylimino)methyl]phenolato}thiocyanatocopper(II)
_journal_coeditor_code           SU6254
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m47
_journal_page_last               m48
_journal_paper_doi               10.1107/S1600536805040250
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Cu (C11 H14 Cl N2 O) (N C S)]'
_chemical_formula_moiety         'C12 H14 Cl Cu N3 O S'
_chemical_formula_sum            'C12 H14 Cl Cu N3 O S'
_chemical_formula_weight         347.31
_chemical_name_systematic
{4-Chloro-2-[(2-dimethylaminoethylimino)methyl]phenolato}thiocyanatocopper(II)
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                   19.172(2)
_cell_length_b                   6.7640(10)
_cell_length_c                   11.3340(10)
_cell_measurement_reflns_used    4650
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.21
_cell_measurement_theta_min      2.78
_cell_volume                     1469.8(3)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_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      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       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  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0179
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12043
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.09
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.804
_exptl_absorpt_correction_T_max  0.7143
_exptl_absorpt_correction_T_min  0.6923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.570
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.773
_refine_diff_density_min         -0.599
_refine_ls_extinction_coef       0.0051(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1827
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0349
_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)+(0.053P)²+0.9005P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0949
_refine_ls_wR_factor_ref         0.0996
_reflns_number_gt                1558
_reflns_number_total             1827
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            su6254.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               2207907
_cod_database_fobs_code          2207907
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, 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_type_symbol
Cu1 0.316105(18) 0.2500 0.13768(3) 0.04083(16) Uani d S 1 Cu
Cl1 0.65292(5) 0.2500 -0.15121(9) 0.0592(3) Uani d S 1 Cl
S1 0.08076(5) 0.2500 0.04135(13) 0.1106(7) Uani d S 1 S
O1 0.35797(11) 0.2500 -0.01487(19) 0.0456(5) Uani d S 1 O
N1 0.40484(14) 0.2500 0.2172(2) 0.0462(7) Uani d S 1 N
N2 0.27443(15) 0.2500 0.3063(3) 0.0615(9) Uani d S 1 N
N3 0.22355(15) 0.2500 0.0701(3) 0.0680(10) Uani d S 1 N
C1 0.47828(15) 0.2500 0.0449(3) 0.0351(6) Uani d S 1 C
C2 0.42428(15) 0.2500 -0.0404(3) 0.0363(6) Uani d S 1 C
C3 0.44440(18) 0.2500 -0.1602(3) 0.0472(8) Uani d S 1 C
H3 0.4100 0.2500 -0.2180 0.057 Uiso calc SR 1 H
C4 0.51288(18) 0.2500 -0.1941(3) 0.0482(8) Uani d S 1 C
H4 0.5245 0.2500 -0.2738 0.058 Uiso calc SR 1 H
C5 0.56501(16) 0.2500 -0.1085(3) 0.0426(7) Uani d S 1 C
C6 0.54859(15) 0.2500 0.0085(3) 0.0379(6) Uani d S 1 C
H6 0.5840 0.2500 0.0646 0.045 Uiso calc SR 1 H
C7 0.46528(16) 0.2500 0.1685(3) 0.0429(7) Uani d S 1 C
H7 0.5039 0.2500 0.2182 0.052 Uiso calc SR 1 H
C8 0.3988(2) 0.2500 0.3458(3) 0.0844(18) Uani d S 1 C
H8A 0.4020 0.3832 0.3745 0.101 Uiso d PR 0.50 H
H8B 0.4367 0.1758 0.3788 0.101 Uiso d PR 0.50 H
C9 0.3345(3) 0.1673(11) 0.3827(4) 0.0646(17) Uani d P 0.50 C
H9A 0.3364 0.0261 0.3748 0.077 Uiso d PR 0.50 H
H9B 0.3263 0.1982 0.4642 0.077 Uiso d PR 0.50 H
C10 0.2307(2) 0.0760(5) 0.3279(3) 0.0935(13) Uani d . 1 C
H10A 0.2570 -0.0417 0.3119 0.140 Uiso calc R 1 H
H10B 0.1906 0.0803 0.2772 0.140 Uiso calc R 1 H
H10C 0.2158 0.0754 0.4088 0.140 Uiso calc R 1 H
C11 0.16454(18) 0.2500 0.0584(3) 0.0614(11) Uani d S 1 C
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'
Cu Cu 0.3201 1.2651 '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 Cu1 N1 . . 93.02(10) y
O1 Cu1 N3 . . 91.56(12) y
N1 Cu1 N3 . . 175.41(12) y
O1 Cu1 N2 . . 177.79(11) y
N1 Cu1 N2 . . 84.76(12) y
N3 Cu1 N2 . . 90.65(13) y
C2 O1 Cu1 . . 127.7(2) ?
C7 N1 C8 . . 120.1(3) ?
C7 N1 Cu1 . . 126.6(2) ?
C8 N1 Cu1 . . 113.4(2) ?
C10 N2 C10 . 7_565 106.8(3) ?
C10 N2 C9 . 7_565 128.5(4) ?
C10 N2 C9 7_565 7_565 92.4(3) ?
C10 N2 C9 . . 92.4(3) ?
C10 N2 C9 7_565 . 128.5(4) ?
C10 N2 Cu1 . . 112.0(2) ?
C10 N2 Cu1 7_565 . 112.0(2) ?
C9 N2 Cu1 7_565 . 103.3(2) ?
C9 N2 Cu1 . . 103.3(2) ?
C11 N3 Cu1 . . 163.3(3) ?
C6 C1 C2 . . 119.9(3) ?
C6 C1 C7 . . 117.1(3) ?
C2 C1 C7 . . 123.0(3) ?
O1 C2 C3 . . 118.7(3) ?
O1 C2 C1 . . 124.1(3) ?
C3 C2 C1 . . 117.2(3) ?
C4 C3 C2 . . 122.2(3) ?
C4 C3 H3 . . 118.9 ?
C2 C3 H3 . . 118.9 ?
C3 C4 C5 . . 119.5(3) ?
C3 C4 H4 . . 120.2 ?
C5 C4 H4 . . 120.2 ?
C6 C5 C4 . . 120.8(3) ?
C6 C5 Cl1 . . 119.4(3) ?
C4 C5 Cl1 . . 119.8(3) ?
C5 C6 C1 . . 120.4(3) ?
C5 C6 H6 . . 119.8 ?
C1 C6 H6 . . 119.8 ?
N1 C7 C1 . . 125.6(3) ?
N1 C7 H7 . . 117.2 ?
C1 C7 H7 . . 117.2 ?
C9 C8 C9 . 7_565 46.5(6) ?
C9 C8 N1 . . 111.3(3) ?
C9 C8 N1 7_565 . 111.3(3) ?
C9 C8 H8A . . 109.0 ?
C9 C8 H8A 7_565 . 65.5 ?
N1 C8 H8A . . 109.4 ?
C9 C8 H8B . . 109.7 ?
C9 C8 H8B 7_565 . 138.6 ?
N1 C8 H8B . . 109.2 ?
H8A C8 H8B . . 108.0 ?
C9 C9 C8 7_565 . 66.8(3) ?
C9 C9 N2 7_565 . 68.8(3) ?
C8 C9 N2 . . 109.9(4) ?
C9 C9 H9A 7_565 . 174.2 ?
C8 C9 H9A . . 109.4 ?
N2 C9 H9A . . 109.6 ?
C9 C9 H9B 7_565 . 77.4 ?
C8 C9 H9B . . 110.0 ?
N2 C9 H9B . . 109.7 ?
H9A C9 H9B . . 108.2 ?
N2 C10 H10A . . 109.5 ?
N2 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
N2 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
N3 C11 S1 . . 179.8(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
Cu1 O1 . 1.906(2) y
Cu1 N1 . 1.925(3) y
Cu1 N3 . 1.932(3) y
Cu1 N2 . 2.071(3) y
Cl1 C5 . 1.754(3) ?
S1 C11 . 1.618(4) ?
O1 C2 . 1.304(4) ?
N1 C7 . 1.284(4) ?
N1 C8 . 1.462(4) ?
N2 C10 . 1.466(4) ?
N2 C10 7_565 1.466(4) ?
N2 C9 7_565 1.546(6) ?
N2 C9 . 1.546(6) ?
N3 C11 . 1.139(5) ?
C1 C6 . 1.410(4) ?
C1 C2 . 1.417(4) ?
C1 C7 . 1.423(4) ?
C2 C3 . 1.411(4) ?
C3 C4 . 1.368(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.393(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.363(5) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 C9 . 1.416(6) ?
C8 C9 7_565 1.416(6) ?
C8 H8A . 0.9601 ?
C8 H8B . 0.9599 ?
C9 C9 7_565 1.118(14) ?
C9 H9A . 0.9600 ?
C9 H9B . 0.9600 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
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
N1 Cu1 O1 C2 . . 0.0
N3 Cu1 O1 C2 . . 180.0
O1 Cu1 N1 C7 . . 0.0
N2 Cu1 N1 C7 . . 180.0
O1 Cu1 N1 C8 . . 180.0
N2 Cu1 N1 C8 . . 0.0
N1 Cu1 N2 C10 . . -120.0(2)
N3 Cu1 N2 C10 . . 60.0(2)
N1 Cu1 N2 C10 . 7_565 120.0(2)
N3 Cu1 N2 C10 . 7_565 -60.0(2)
N1 Cu1 N2 C9 . 7_565 21.8(3)
N3 Cu1 N2 C9 . 7_565 -158.2(3)
N1 Cu1 N2 C9 . . -21.8(3)
N3 Cu1 N2 C9 . . 158.2(3)
O1 Cu1 N3 C11 . . 180.0
N2 Cu1 N3 C11 . . 0.0
Cu1 O1 C2 C3 . . 180.0
Cu1 O1 C2 C1 . . 0.0
C6 C1 C2 O1 . . 180.0
C7 C1 C2 O1 . . 0.0
C6 C1 C2 C3 . . 0.0
C7 C1 C2 C3 . . 180.0
O1 C2 C3 C4 . . 180.0
C1 C2 C3 C4 . . 0.0
C2 C3 C4 C5 . . 0.0
C3 C4 C5 C6 . . 0.0
C3 C4 C5 Cl1 . . 180.0
C4 C5 C6 C1 . . 0.0
Cl1 C5 C6 C1 . . 180.0
C2 C1 C6 C5 . . 0.0
C7 C1 C6 C5 . . 180.0
C8 N1 C7 C1 . . 180.0
Cu1 N1 C7 C1 . . 0.0
C6 C1 C7 N1 . . 180.0
C2 C1 C7 N1 . . 0.0
C7 N1 C8 C9 . . -154.9(3)
Cu1 N1 C8 C9 . . 25.1(3)
C7 N1 C8 C9 . 7_565 154.9(3)
Cu1 N1 C8 C9 . 7_565 -25.1(3)
N1 C8 C9 C9 . 7_565 -99.7(2)
C9 C8 C9 N2 7_565 . 55.0(4)
N1 C8 C9 N2 . . -44.7(5)
C10 N2 C9 C9 . 7_565 -151.5(2)
C10 N2 C9 C9 7_565 7_565 -37.6(3)
Cu1 N2 C9 C9 . 7_565 95.25(11)
C10 N2 C9 C8 . . 154.7(4)
C10 N2 C9 C8 7_565 . -91.4(4)
C9 N2 C9 C8 7_565 . -53.8(4)
Cu1 N2 C9 C8 . . 41.4(4)
