#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/14/2221466.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_2221466
loop_
_publ_author_name
'Shen, Yong-Miao'
'Wang, Wei'
_publ_section_title
;{6,6'-Diethoxy-2,2'-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}zinc(II)
 monohydrate
;
_journal_coeditor_code           PK2159
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m444
_journal_paper_doi               10.1107/S1600536809010344
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Zn (C20 H22 N2 O4)], H2 O'
_chemical_formula_moiety         'C20 H22 N2 O4 Zn, H2O'
_chemical_formula_sum            'C20 H24 N2 O5 Zn'
_chemical_formula_weight         437.78
_chemical_name_systematic
;{6,6'-Diethoxy-2,2'-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}zinc(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                   12.6512(16)
_cell_length_b                   19.986(3)
_cell_length_c                   7.8708(10)
_cell_measurement_reflns_used    2488
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      23.979
_cell_measurement_theta_min      3.276
_cell_volume                     1990.1(5)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'XP in SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEXII 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  0.0311
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9492
_diffrn_reflns_theta_full        25.49
_diffrn_reflns_theta_max         25.49
_diffrn_reflns_theta_min         1.91
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.268
_exptl_absorpt_correction_T_max  0.813
_exptl_absorpt_correction_T_min  0.742
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.464
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         1855
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0339
_refine_ls_shift/su_max          0.034
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0592P)²+0.4077P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.1013
_reflns_number_gt                1423
_reflns_number_total             1855
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            pk2159.cif
_cod_data_source_block           I
_cod_original_cell_volume        1990.1(4)
_cod_database_code               2221466
_cod_database_fobs_code          2221466
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
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
Zn Zn1 0.5000 0.475277(19) 0.2500 0.04314(18) Uani d S 1 . .
O O1 0.40642(12) 0.40659(8) 0.1698(2) 0.0441(4) Uani d . 1 . .
O O2 0.31927(13) 0.29902(8) 0.0342(2) 0.0491(4) Uani d . 1 . .
O O3 0.5000 0.26838(19) 0.2500 0.0940(13) Uani d SD 1 . .
N N1 0.40920(19) 0.54832(10) 0.1725(3) 0.0519(6) Uani d . 1 . .
C C1 0.2641(2) 0.47896(14) 0.0770(3) 0.0530(7) Uani d . 1 . .
C C2 0.31464(18) 0.41541(12) 0.0957(3) 0.0422(6) Uani d . 1 . .
C C3 0.26222(19) 0.35776(13) 0.0260(3) 0.0468(6) Uani d . 1 . .
C C4 0.1632(2) 0.36235(17) -0.0434(4) 0.0619(8) Uani d . 1 . .
H H4 0.1294 0.3244 -0.0849 0.074 Uiso calc R 1 . .
C C5 0.1133(2) 0.4253(2) -0.0514(4) 0.0800(10) Uani d . 1 . .
H H5 0.0453 0.4284 -0.0957 0.096 Uiso calc R 1 . .
C C6 0.1628(3) 0.48188(19) 0.0045(4) 0.0740(10) Uani d . 1 . .
H H6 0.1289 0.5230 -0.0055 0.089 Uiso calc R 1 . .
C C7 0.3159(2) 0.54153(14) 0.1154(4) 0.0588(8) Uani d . 1 . .
H H7 0.2774 0.5805 0.0967 0.071 Uiso calc R 1 . .
C C8 0.2840(2) 0.24216(14) -0.0638(4) 0.0590(8) Uani d . 1 . .
H H8A 0.2683 0.2559 -0.1792 0.071 Uiso calc R 1 . .
H H8B 0.2201 0.2238 -0.0142 0.071 Uiso calc R 1 . .
C C9 0.3688(3) 0.19045(15) -0.0647(4) 0.0726(9) Uani d . 1 . .
H H9A 0.4320 0.2090 -0.1130 0.109 Uiso calc R 1 . .
H H9B 0.3463 0.1528 -0.1312 0.109 Uiso calc R 1 . .
H H9C 0.3827 0.1762 0.0496 0.109 Uiso calc R 1 . .
C C10 0.4568(3) 0.61556(13) 0.1843(4) 0.0651(8) Uani d . 1 . .
H H10A 0.4030 0.6479 0.2152 0.078 Uiso calc R 1 . .
H H10B 0.4857 0.6283 0.0748 0.078 Uiso calc R 1 . .
H H3A 0.487(4) 0.2934(18) 0.172(4) 0.126(18) Uiso d D 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'
Zn Zn 0.2839 1.4301 '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 Zn1 O1 . 3_655 88.69(9) ?
O1 Zn1 N1 . 3_655 177.35(8) ?
O1 Zn1 N1 3_655 3_655 93.95(9) ?
O1 Zn1 N1 . . 93.95(9) ?
O1 Zn1 N1 3_655 . 177.35(8) ?
N1 Zn1 N1 3_655 . 83.40(15) ?
C2 O1 Zn1 . . 126.60(15) ?
C3 O2 C8 . . 118.9(2) ?
C7 N1 C10 . . 119.9(2) ?
C7 N1 Zn1 . . 125.21(19) ?
C10 N1 Zn1 . . 114.9(2) ?
C6 C1 C2 . . 119.1(3) ?
C6 C1 C7 . . 117.6(3) ?
C2 C1 C7 . . 123.0(3) ?
O1 C2 C1 . . 124.1(2) ?
O1 C2 C3 . . 118.0(2) ?
C1 C2 C3 . . 117.8(2) ?
C4 C3 O2 . . 123.6(3) ?
C4 C3 C2 . . 121.3(2) ?
O2 C3 C2 . . 115.0(2) ?
C3 C4 C5 . . 119.2(3) ?
C3 C4 H4 . . 120.4 ?
C5 C4 H4 . . 120.4 ?
C6 C5 C4 . . 121.3(3) ?
C6 C5 H5 . . 119.4 ?
C4 C5 H5 . . 119.4 ?
C5 C6 C1 . . 121.0(3) ?
C5 C6 H6 . . 119.5 ?
C1 C6 H6 . . 119.5 ?
N1 C7 C1 . . 126.1(2) ?
N1 C7 H7 . . 117.0 ?
C1 C7 H7 . . 117.0 ?
O2 C8 C9 . . 109.0(2) ?
O2 C8 H8A . . 109.9 ?
C9 C8 H8A . . 109.9 ?
O2 C8 H8B . . 109.9 ?
C9 C8 H8B . . 109.9 ?
H8A C8 H8B . . 108.3 ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
N1 C10 C10 . 3_655 109.85(18) ?
N1 C10 H10A . . 109.7 ?
C10 C10 H10A 3_655 . 109.7 ?
N1 C10 H10B . . 109.7 ?
C10 C10 H10B 3_655 . 109.7 ?
H10A C10 H10B . . 108.2 ?
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
Zn1 O1 . 1.9195(16) ?
Zn1 O1 3_655 1.9195(16) ?
Zn1 N1 3_655 1.955(2) ?
Zn1 N1 . 1.955(2) ?
O1 C2 . 1.311(3) ?
O2 C3 . 1.380(3) ?
O2 C8 . 1.444(3) ?
O3 H3A . 0.807(10) ?
N1 C7 . 1.270(4) ?
N1 C10 . 1.476(3) ?
C1 C6 . 1.404(4) ?
C1 C2 . 1.429(3) ?
C1 C7 . 1.444(4) ?
C2 C3 . 1.438(3) ?
C3 C4 . 1.369(4) ?
C4 C5 . 1.410(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.365(5) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 C9 . 1.489(4) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 H9A . 0.9600 ?
C9 H9B . 0.9600 ?
C9 H9C . 0.9600 ?
C10 C10 3_655 1.505(7) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
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
O3 H3A O1 3_655 0.807(10) 2.91(5) 3.071(4) 94(3)
