#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/99/2219972.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_2219972
loop_
_publ_author_name
'Lin, Chieh-Shen'
'Lin, Chia-Her'
'Huang, Jui-Hsien'
'Ko, Bao-Tsan'
_publ_section_title
(Acetato-κO)(2-{[2-(dimethylamino)ethylimino](phenyl)methyl}-5-methoxyphenolato-κ³N,N',O¹)copper(II)
_journal_coeditor_code           RK2108
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1434
_journal_paper_doi               10.1107/S1600536808033114
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Cu (C18 H21 N2 O2) (C2 H3 O2)]'
_chemical_formula_moiety         'C20 H24 Cu N2 O4'
_chemical_formula_sum            'C20 H24 Cu N2 O4'
_chemical_formula_weight         419.96
_chemical_name_systematic
;
(Acetato-\kO)(2-{[2-(dimethylamino)ethylimino](phenyl)methyl}-5-
methoxyphenolato-κ³N,N',O¹)copper(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
_cell_angle_alpha                90.00
_cell_angle_beta                 102.655(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.9721(16)
_cell_length_b                   15.674(2)
_cell_length_c                   10.6346(14)
_cell_measurement_reflns_used    3118
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.4125
_cell_measurement_theta_min      2.1745
_cell_volume                     1947.1(4)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART 1000 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  0.0488
_diffrn_reflns_av_sigmaI/netI    0.0578
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            11008
_diffrn_reflns_theta_full        26.01
_diffrn_reflns_theta_max         26.01
_diffrn_reflns_theta_min         2.17
_exptl_absorpt_coefficient_mu    1.149
_exptl_absorpt_correction_T_max  0.8027
_exptl_absorpt_correction_T_min  0.6564
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_method    'Not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.473
_refine_diff_density_min         -0.396
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3822
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0395
_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)+(0.05P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.1032
_reflns_number_gt                2673
_reflns_number_total             3822
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rk2108.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.

'_atom_sites_solution_hydrogens' value 'Geom' changed to
'geom' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_atom_sites_solution_primary' value 'Direct' changed to
'direct' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_atom_sites_solution_secondary' value 'Difmap' changed to
'difmap' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_matrix_type' value 'Full' changed to 'full'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_weighting_scheme' value 'Calc' changed to 'calc'
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.

'_atom_sites_solution_hydrogens' value 'Geom' changed to
'geom' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_atom_sites_solution_primary' value 'Direct' changed to
'direct' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_atom_sites_solution_secondary' value 'Difmap' changed
to 'difmap' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_matrix_type' value 'Full' changed to 'full'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_weighting_scheme' value 'Calc' changed to
'calc' 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_sg_symbol_H-M      'P 21/c'
_cod_database_code               2219972
_cod_database_fobs_code          2219972
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
Cu Cu 0.93747(3) 0.10053(2) 0.02371(4) 0.02773(13) Uani d . 1
O O1 0.92068(16) 0.06311(14) 0.1893(2) 0.0332(5) Uani d . 1
O O2 0.7404(2) -0.04350(17) 0.5113(2) 0.0474(6) Uani d . 1
O O3 1.09237(16) 0.05131(13) 0.0552(2) 0.0303(5) Uani d . 1
O O4 1.1426(2) 0.17945(16) 0.1343(2) 0.0467(6) Uani d . 1
N N1 0.7889(2) 0.15948(18) -0.0052(3) 0.0379(7) Uani d . 1
N N2 0.9457(2) 0.15348(17) -0.1526(3) 0.0333(6) Uani d . 1
C C1 0.8276(2) 0.05790(19) 0.2325(3) 0.0268(7) Uani d . 1
C C2 0.8331(3) 0.0119(2) 0.3478(3) 0.0327(7) Uani d . 1
H H2A 0.9021 -0.0132 0.3880 0.039 Uiso calc R 1
C C3 0.7400(3) 0.0029(2) 0.4025(3) 0.0355(8) Uani d . 1
C C4 0.6361(3) 0.0424(2) 0.3444(3) 0.0434(9) Uani d . 1
H H4A 0.5733 0.0386 0.3825 0.052 Uiso calc R 1
C C5 0.6277(3) 0.0858(2) 0.2337(4) 0.0392(8) Uani d . 1
H H5A 0.5581 0.1112 0.1967 0.047 Uiso calc R 1
C C6 0.7199(2) 0.0949(2) 0.1702(3) 0.0290(7) Uani d . 1
C C7 0.7052(3) 0.1444(2) 0.0533(3) 0.0321(7) Uani d . 1
C C8 0.5879(2) 0.1779(2) -0.0065(3) 0.0348(8) Uani d . 1
C C9 0.5162(3) 0.1296(3) -0.0985(4) 0.0603(12) Uani d . 1
H H9A 0.5396 0.0757 -0.1189 0.072 Uiso calc R 1
C C10 0.4106(3) 0.1598(3) -0.1607(4) 0.0675(13) Uani d . 1
H H10A 0.3635 0.1267 -0.2232 0.081 Uiso calc R 1
C C11 0.3748(3) 0.2386(3) -0.1307(4) 0.0581(11) Uani d . 1
H H11A 0.3038 0.2593 -0.1733 0.070 Uiso calc R 1
C C12 0.4432(3) 0.2866(3) -0.0384(4) 0.0635(12) Uani d . 1
H H12A 0.4181 0.3397 -0.0169 0.076 Uiso calc R 1
C C13 0.5505(3) 0.2568(3) 0.0241(4) 0.0527(10) Uani d . 1
H H13A 0.5970 0.2902 0.0868 0.063 Uiso calc R 1
C C14 0.7695(3) 0.2182(3) -0.1169(4) 0.0592(12) Uani d . 1
H H14A 0.7370 0.2715 -0.0952 0.071 Uiso calc R 1
H H14B 0.7167 0.1929 -0.1896 0.071 Uiso calc R 1
C C15 0.8852(3) 0.2344(2) -0.1512(4) 0.0535(10) Uani d . 1
H H15A 0.8737 0.2613 -0.2352 0.064 Uiso calc R 1
H H15B 0.9306 0.2726 -0.0883 0.064 Uiso calc R 1
C C16 0.8860(3) 0.0981(3) -0.2608(4) 0.0561(11) Uani d . 1
H H16A 0.8906 0.1237 -0.3415 0.084 Uiso calc R 1
H H16B 0.8071 0.0918 -0.2567 0.084 Uiso calc R 1
H H16C 0.9219 0.0430 -0.2539 0.084 Uiso calc R 1
C C17 1.0606(3) 0.1696(3) -0.1764(4) 0.0522(10) Uani d . 1
H H17A 1.0535 0.1941 -0.2606 0.078 Uiso calc R 1
H H17B 1.1020 0.1169 -0.1717 0.078 Uiso calc R 1
H H17C 1.1011 0.2084 -0.1126 0.078 Uiso calc R 1
C C18 0.8349(3) -0.1007(3) 0.5543(4) 0.0537(10) Uani d . 1
H H18A 0.8254 -0.1296 0.6309 0.081 Uiso calc R 1
H H18B 0.9050 -0.0688 0.5726 0.081 Uiso calc R 1
H H18C 0.8372 -0.1418 0.4881 0.081 Uiso calc R 1
C C19 1.1673(3) 0.1069(2) 0.1073(3) 0.0329(7) Uani d . 1
C C20 1.2906(3) 0.0780(3) 0.1325(4) 0.0571(12) Uani d . 1
H H20A 1.3396 0.1237 0.1713 0.086 Uiso calc R 1
H H20B 1.3096 0.0620 0.0525 0.086 Uiso calc R 1
H H20C 1.3008 0.0298 0.1896 0.086 Uiso calc R 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'
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
O1 Cu N1 90.82(10)
O1 Cu O3 90.49(8)
N1 Cu O3 175.05(11)
O1 Cu N2 173.51(10)
N1 Cu N2 83.74(11)
O3 Cu N2 94.64(9)
C1 O1 Cu 128.17(19)
C3 O2 C18 117.2(3)
C19 O3 Cu 110.5(2)
C7 N1 C14 119.4(3)
C7 N1 Cu 126.8(2)
C14 N1 Cu 113.3(2)
C15 N2 C17 109.6(3)
C15 N2 C16 111.0(3)
C17 N2 C16 105.9(3)
C15 N2 Cu 102.5(2)
C17 N2 Cu 117.1(2)
C16 N2 Cu 110.8(2)
O1 C1 C2 117.3(3)
O1 C1 C6 124.4(3)
C2 C1 C6 118.3(3)
C3 C2 C1 122.2(3)
C3 C2 H2A 118.9
C1 C2 H2A 118.9
O2 C3 C2 124.1(3)
O2 C3 C4 116.5(3)
C2 C3 C4 119.4(3)
C5 C4 C3 119.8(3)
C5 C4 H4A 120.1
C3 C4 H4A 120.1
C4 C5 C6 123.4(3)
C4 C5 H5A 118.3
C6 C5 H5A 118.3
C7 C6 C5 120.2(3)
C7 C6 C1 122.8(3)
C5 C6 C1 116.9(3)
N1 C7 C6 123.0(3)
N1 C7 C8 118.4(3)
C6 C7 C8 118.6(3)
C13 C8 C9 118.5(3)
C13 C8 C7 122.3(3)
C9 C8 C7 119.1(3)
C10 C9 C8 121.0(4)
C10 C9 H9A 119.5
C8 C9 H9A 119.5
C11 C10 C9 120.0(4)
C11 C10 H10A 120.0
C9 C10 H10A 120.0
C10 C11 C12 119.9(3)
C10 C11 H11A 120.0
C12 C11 H11A 120.0
C13 C12 C11 120.4(4)
C13 C12 H12A 119.8
C11 C12 H12A 119.8
C8 C13 C12 120.1(3)
C8 C13 H13A 119.9
C12 C13 H13A 119.9
N1 C14 C15 107.7(3)
N1 C14 H14A 110.2
C15 C14 H14A 110.2
N1 C14 H14B 110.2
C15 C14 H14B 110.2
H14A C14 H14B 108.5
N2 C15 C14 109.6(3)
N2 C15 H15A 109.8
C14 C15 H15A 109.8
N2 C15 H15B 109.8
C14 C15 H15B 109.8
H15A C15 H15B 108.2
N2 C16 H16A 109.5
N2 C16 H16B 109.5
H16A C16 H16B 109.5
N2 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
N2 C17 H17A 109.5
N2 C17 H17B 109.5
H17A C17 H17B 109.5
N2 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
O2 C18 H18A 109.5
O2 C18 H18B 109.5
H18A C18 H18B 109.5
O2 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
O4 C19 O3 123.3(3)
O4 C19 C20 120.9(3)
O3 C19 C20 115.8(3)
C19 C20 H20A 109.5
C19 C20 H20B 109.5
H20A C20 H20B 109.5
C19 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu O1 1.908(2)
Cu N1 1.968(3)
Cu O3 1.968(2)
Cu N2 2.073(3)
O1 C1 1.298(3)
O2 C3 1.366(4)
O2 C18 1.437(4)
O3 C19 1.287(4)
O4 C19 1.224(4)
N1 C7 1.312(4)
N1 C14 1.481(4)
N2 C15 1.463(4)
N2 C17 1.475(4)
N2 C16 1.493(4)
C1 C2 1.412(4)
C1 C6 1.436(4)
C2 C3 1.374(4)
C2 H2A 0.9300
C3 C4 1.405(5)
C4 C5 1.345(5)
C4 H4A 0.9300
C5 C6 1.421(4)
C5 H5A 0.9300
C6 C7 1.443(4)
C7 C8 1.505(4)
C8 C13 1.378(5)
C8 C9 1.378(5)
C9 C10 1.377(5)
C9 H9A 0.9300
C10 C11 1.368(6)
C10 H10A 0.9300
C11 C12 1.359(5)
C11 H11A 0.9300
C12 C13 1.392(5)
C12 H12A 0.9300
C13 H13A 0.9300
C14 C15 1.529(5)
C14 H14A 0.9700
C14 H14B 0.9700
C15 H15A 0.9700
C15 H15B 0.9700
C16 H16A 0.9600
C16 H16B 0.9600
C16 H16C 0.9600
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 C20 1.510(4)
C20 H20A 0.9600
C20 H20B 0.9600
C20 H20C 0.9600
