#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/64/2236418.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_2236418
loop_
_publ_author_name
'Ganji, Fatemeh'
'Kargar, Hadi'
'Kia, Reza'
'Mirkhani, Valiollah'
'Tahir, Muhammad Nawaz'
_publ_section_title
;
 {4,4'-Dimethoxy-2,2'-[2,2-dimethylpropane-1,3-diylbis(nitrilomethanylylidene)]diphenolato}copper(II)
 monohydrate
;
_journal_coeditor_code           KP2436
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1255
_journal_paper_doi               10.1107/S1600536812038135
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Cu (C21 H24 N2 O4)], H2 O'
_chemical_formula_moiety         'C21 H24 Cu N2 O4, H2 O'
_chemical_formula_sum            'C21 H26 Cu N2 O5'
_chemical_formula_weight         449.98
_chemical_name_common
;
[Bis(5-methoxysalicylidene)-2,2-dimethyl-1,3-propane]copper(II)
hydrate
;
_chemical_name_systematic
;
{4,4'-Dimethoxy-2,2'-[2,2-dimethylpropane-1,3-
diylbis(nitrilomethanylylidene)]diphenolato}copper(II)
monohydrate
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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                   20.567(2)
_cell_length_b                   12.2647(14)
_cell_length_c                   8.4287(7)
_cell_measurement_reflns_used    2169
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      2.45
_cell_volume                     2126.1(4)
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
;
Bruker SMART APEXII CCD area-detector
;
_diffrn_measurement_method       'φ and ω scans'
_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  0.1154
_diffrn_reflns_av_sigmaI/netI    0.1041
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            17546
_diffrn_reflns_theta_full        28.27
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         3.10
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.061
_exptl_absorpt_correction_T_max  0.5351
_exptl_absorpt_correction_T_min  0.2556
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            dark-green
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             940
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.355
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         2620
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.984
_refine_ls_R_factor_all          0.1608
_refine_ls_R_factor_gt           0.0509
_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)+(0.0498P)²+0.1009P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1047
_refine_ls_wR_factor_ref         0.1399
_reflns_number_gt                1113
_reflns_number_total             2620
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            kp2436.cif
_cod_data_source_block           I
_cod_database_code               2236418
_cod_database_fobs_code          2236418
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, 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_symmetry_multiplicity
O O1W 0.5000 0.1449(4) -0.2500 0.136(2) Uani d S 1 2
H H1W 0.5199 0.1907 -0.1831 0.205 Uiso d R 1 1
N N1 0.44802(15) 0.5832(3) -0.1447(3) 0.0486(8) Uani d . 1 1
C C1 0.37450(19) 0.3777(3) -0.1853(4) 0.0476(10) Uani d . 1 1
C C2 0.3307(2) 0.2908(3) -0.2041(5) 0.0616(12) Uani d . 1 1
H H1 0.3448 0.2271 -0.2531 0.074 Uiso calc R 1 1
C C3 0.2675(2) 0.2974(3) -0.1520(5) 0.0642(12) Uani d . 1 1
H H3 0.2395 0.2389 -0.1682 0.077 Uiso calc R 1 1
C C4 0.24498(19) 0.3899(3) -0.0757(5) 0.0547(11) Uani d . 1 1
C C5 0.28556(19) 0.4760(3) -0.0581(5) 0.0516(10) Uani d . 1 1
H H5 0.2703 0.5388 -0.0087 0.062 Uiso calc R 1 1
C C6 0.35058(18) 0.4730(3) -0.1130(4) 0.0459(9) Uani d . 1 1
C C7 0.1550(2) 0.4783(4) 0.0455(6) 0.0796(15) Uani d . 1 1
H H7A 0.1793 0.4947 0.1399 0.119 Uiso calc R 1 1
H H7B 0.1104 0.4650 0.0730 0.119 Uiso calc R 1 1
H H7C 0.1575 0.5389 -0.0264 0.119 Uiso calc R 1 1
C C8 0.38928(18) 0.5688(3) -0.0937(4) 0.0480(10) Uani d . 1 1
H H8 0.3704 0.6265 -0.0390 0.058 Uiso calc R 1 1
C C9 0.4810(2) 0.6853(4) -0.1061(5) 0.0596(12) Uani d . 1 1
H H9A 0.5197 0.6691 -0.0450 0.072 Uiso d R 1 1
H H9B 0.4525 0.7290 -0.0400 0.072 Uiso d R 1 1
C C10 0.5000 0.7548(5) -0.2500 0.0626(16) Uani d S 1 2
C C11 0.4427(3) 0.8223(5) -0.3009(7) 0.139(3) Uani d . 1 1
H H11A 0.4546 0.8661 -0.3906 0.209 Uiso calc R 1 1
H H11B 0.4295 0.8688 -0.2150 0.209 Uiso calc R 1 1
H H11C 0.4073 0.7751 -0.3294 0.209 Uiso calc R 1 1
Cu Cu1 0.5000 0.47397(6) -0.2500 0.0496(3) Uani d S 1 2
O O1 0.43439(12) 0.3654(2) -0.2370(3) 0.0530(7) Uani d . 1 1
O O3 0.18104(14) 0.3856(3) -0.0270(4) 0.0734(9) Uani d . 1 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C8 N1 C9 . . 118.5(3)
C8 N1 Cu1 . . 125.1(3)
C9 N1 Cu1 . . 116.1(3)
O1 C1 C2 . . 118.5(4)
O1 C1 C6 . . 124.5(4)
C2 C1 C6 . . 117.0(4)
C3 C2 C1 . . 121.8(4)
C3 C2 H1 . . 119.1
C1 C2 H1 . . 119.1
C2 C3 C4 . . 120.8(4)
C2 C3 H3 . . 119.6
C4 C3 H3 . . 119.6
C5 C4 O3 . . 125.9(4)
C5 C4 C3 . . 119.0(4)
O3 C4 C3 . . 115.2(4)
C4 C5 C6 . . 121.7(4)
C4 C5 H5 . . 119.1
C6 C5 H5 . . 119.1
C1 C6 C5 . . 119.6(4)
C1 C6 C8 . . 122.5(4)
C5 C6 C8 . . 117.9(4)
O3 C7 H7A . . 109.5
O3 C7 H7B . . 109.5
H7A C7 H7B . . 109.5
O3 C7 H7C . . 109.5
H7A C7 H7C . . 109.5
H7B C7 H7C . . 109.5
N1 C8 C6 . . 126.5(4)
N1 C8 H8 . . 116.8
C6 C8 H8 . . 116.8
N1 C9 C10 . . 114.7(3)
N1 C9 H9A . . 108.9
C10 C9 H9A . . 108.9
N1 C9 H9B . . 108.8
C10 C9 H9B . . 107.6
H9A C9 H9B . . 107.7
C11 C10 C11 4_654 . 113.1(7)
C11 C10 C9 4_654 4_654 109.4(3)
C11 C10 C9 . 4_654 106.3(3)
C11 C10 C9 4_654 . 106.3(3)
C11 C10 C9 . . 109.4(3)
C9 C10 C9 4_654 . 112.5(5)
C10 C11 H11A . . 109.5
C10 C11 H11B . . 109.5
H11A C11 H11B . . 109.5
C10 C11 H11C . . 109.5
H11A C11 H11C . . 109.5
H11B C11 H11C . . 109.5
O1 Cu1 O1 . 4_654 90.97(15)
O1 Cu1 N1 . 4_654 155.08(11)
O1 Cu1 N1 4_654 4_654 93.83(12)
O1 Cu1 N1 . . 93.83(12)
O1 Cu1 N1 4_654 . 155.08(11)
N1 Cu1 N1 4_654 . 92.05(18)
C1 O1 Cu1 . . 127.2(2)
C4 O3 C7 . . 117.6(3)
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
O1W H1W . 0.8940 ?
N1 C8 . 1.295(4) ?
N1 C9 . 1.460(5) ?
N1 Cu1 . 1.930(3) y
C1 O1 . 1.315(4) ?
C1 C2 . 1.405(5) ?
C1 C6 . 1.407(5) ?
C2 C3 . 1.374(5) ?
C2 H1 . 0.9300 ?
C3 C4 . 1.384(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.354(5) ?
C4 O3 . 1.379(4) ?
C5 C6 . 1.415(5) ?
C5 H5 . 0.9300 ?
C6 C8 . 1.429(5) ?
C7 O3 . 1.398(5) ?
C7 H7A . 0.9600 ?
C7 H7B . 0.9600 ?
C7 H7C . 0.9600 ?
C8 H8 . 0.9300 ?
C9 C10 . 1.533(5) ?
C9 H9A . 0.9691 ?
C9 H9B . 0.9699 ?
C10 C11 4_654 1.503(6) ?
C10 C11 . 1.503(6) ?
C10 C9 4_654 1.533(5) ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
Cu1 O1 . 1.899(3) y
Cu1 O1 4_654 1.899(3) ?
Cu1 N1 4_654 1.930(3) ?
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
O1W H1W O1 4_654 0.89 2.43 3.024(5) 124 y
C9 H9A O1 5_665 0.97 2.59 3.432(5) 145 y
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 C1 C2 C3 . . 179.5(4)
C6 C1 C2 C3 . . -1.1(6)
C1 C2 C3 C4 . . -1.3(7)
C2 C3 C4 C5 . . 2.4(7)
C2 C3 C4 O3 . . -179.0(4)
O3 C4 C5 C6 . . -179.6(4)
C3 C4 C5 C6 . . -1.2(6)
O1 C1 C6 C5 . . -178.4(3)
C2 C1 C6 C5 . . 2.2(6)
O1 C1 C6 C8 . . 2.4(6)
C2 C1 C6 C8 . . -177.0(3)
C4 C5 C6 C1 . . -1.1(6)
C4 C5 C6 C8 . . 178.1(3)
C9 N1 C8 C6 . . -176.9(3)
Cu1 N1 C8 C6 . . -3.9(5)
C1 C6 C8 N1 . . 3.7(6)
C5 C6 C8 N1 . . -175.6(4)
C8 N1 C9 C10 . . -118.3(4)
Cu1 N1 C9 C10 . . 68.1(4)
N1 C9 C10 C11 . 4_654 -153.9(4)
N1 C9 C10 C11 . . 83.7(5)
N1 C9 C10 C9 . 4_654 -34.2(2)
C8 N1 Cu1 O1 . . -0.3(3)
C9 N1 Cu1 O1 . . 172.8(3)
C8 N1 Cu1 O1 . 4_654 -100.9(4)
C9 N1 Cu1 O1 . 4_654 72.2(4)
C8 N1 Cu1 N1 . 4_654 155.4(4)
C9 N1 Cu1 N1 . 4_654 -31.4(2)
C2 C1 O1 Cu1 . . 171.9(3)
C6 C1 O1 Cu1 . . -7.5(5)
O1 Cu1 O1 C1 4_654 . 161.4(3)
N1 Cu1 O1 C1 4_654 . -97.4(4)
N1 Cu1 O1 C1 . . 5.9(3)
C5 C4 O3 C7 . . 0.8(6)
C3 C4 O3 C7 . . -177.7(4)
