#------------------------------------------------------------------------------
#$Date: 2016-02-16 18:55:33 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176466 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/22/8102263.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8102263
loop_
_publ_author_name
'Zhan-Liang Wang'
'Dong-Sheng Zhu'
'Rong-Shun Wang'
_publ_section_title
;
 Crystal structure of
 [N,N'-(bis(2-phenoxyacetic)formylidene)propane-1,3-diaminezinc(II)] -
 water - ethanol (1:1:0.25), [Zn(C21H20N2O6)] · H2O ·
 0.25C2H6O
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              215
_journal_volume                  223
_journal_year                    2008
_chemical_formula_structural
'[Zn(C~21~H~20~N~2~~O~6~)]^.^H~2~O^.^0.25C~2~H~6~O'
_chemical_formula_sum            'C21.5 H23.5 N2 O7.25 Zn'
_chemical_formula_weight         491.29
_chemical_name_systematic
;
[N,N'-(bis(2-phenoxyacetic)formylidene)propane-1,3-diamine-zinc(II)] 
hydrate 0.25ethanol

;
_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                 100.096(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.0416(16)
_cell_length_b                   16.681(3)
_cell_length_c                   14.979(2)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.08
_cell_measurement_theta_min      1.84
_cell_volume                     2470.2(7)
_computing_cell_refinement       'SMART (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  'SHELXTL (Bruker, 1998)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean none
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0453
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13690
_diffrn_reflns_theta_full        26.08
_diffrn_reflns_theta_max         26.08
_diffrn_reflns_theta_min         1.84
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.036
_exptl_absorpt_correction_T_max  0.756
_exptl_absorpt_correction_T_min  0.718
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SAINT; Bruker, 1998)'
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1018
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.27
_refine_diff_density_max         1.025
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.122
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         4862
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.126
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0556
_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)+(0.1359P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1972
_refine_ls_wR_factor_ref         0.2033
_reflns_number_gt                3797
_reflns_number_total             4862
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            1267-2227.cff
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_original_formula_sum        'C21.50 H23.50 N2 O7.25 Zn'
_cod_database_code               8102263
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_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.33270(4) 0.70255(2) 0.49813(3) 0.0471(2) Uani 1 1 d . . .
N1 N 0.2885(3) 0.81661(19) 0.5454(2) 0.0550(8) Uani 1 1 d . . .
N2 N 0.3792(3) 0.75807(19) 0.3835(2) 0.0548(8) Uani 1 1 d . . .
O1 O 0.1216(3) 0.68105(16) 0.53992(19) 0.0549(6) Uani 1 1 d . . .
O2 O 0.2520(3) 0.60882(15) 0.42760(18) 0.0567(6) Uani 1 1 d . . .
O3 O 0.0868(3) 0.52237(17) 0.38247(18) 0.0656(7) Uani 1 1 d . . .
O4 O 0.5421(3) 0.63985(16) 0.48652(16) 0.0546(6) Uani 1 1 d . . .
O5 O 0.4196(3) 0.67147(18) 0.62144(17) 0.0625(7) Uani 1 1 d . . .
O6 O 0.5747(4) 0.6102(2) 0.72180(19) 0.0874(11) Uani 1 1 d . . .
C1 C 0.0568(4) 0.6103(2) 0.4976(3) 0.0530(9) Uani 1 1 d . . .
H1A H -0.0343 0.6232 0.4676 0.064 Uiso 1 1 calc R . .
H1B H 0.0510 0.5698 0.5433 0.064 Uiso 1 1 calc R . .
C2 C 0.1372(4) 0.5787(2) 0.4297(2) 0.0490(8) Uani 1 1 d . . .
C3 C 0.5970(4) 0.5995(2) 0.5691(2) 0.0580(10) Uani 1 1 d . . .
H3A H 0.6932 0.6102 0.5850 0.070 Uiso 1 1 calc R . .
H3B H 0.5843 0.5421 0.5616 0.070 Uiso 1 1 calc R . .
C4 C 0.5249(4) 0.6296(2) 0.6435(2) 0.0577(9) Uani 1 1 d . . .
C5 C 0.2178(4) 0.8377(2) 0.6036(3) 0.0594(10) Uani 1 1 d . . .
H5A H 0.2293 0.8902 0.6243 0.071 Uiso 1 1 calc R . .
C6 C 0.3767(5) 0.8780(2) 0.5165(3) 0.0685(11) Uani 1 1 d . . .
H6A H 0.4691 0.8585 0.5274 0.082 Uiso 1 1 calc R . .
H6B H 0.3735 0.9257 0.5530 0.082 Uiso 1 1 calc R . .
C7 C 0.3377(6) 0.8997(3) 0.4187(4) 0.0823(14) Uani 1 1 d . . .
H7A H 0.4146 0.9245 0.3986 0.099 Uiso 1 1 calc R . .
H7B H 0.2655 0.9390 0.4124 0.099 Uiso 1 1 calc R . .
C8 C 0.2914(5) 0.8293(3) 0.3577(3) 0.0722(12) Uani 1 1 d . . .
H8A H 0.1987 0.8162 0.3621 0.087 Uiso 1 1 calc R . .
H8B H 0.2940 0.8437 0.2953 0.087 Uiso 1 1 calc R . .
C9 C 0.4483(4) 0.7338(3) 0.3253(3) 0.0601(10) Uani 1 1 d . . .
H9A H 0.4387 0.7635 0.2721 0.072 Uiso 1 1 calc R . .
C11 C 0.0729(4) 0.7129(2) 0.6123(3) 0.0509(9) Uani 1 1 d . . .
C12 C -0.0219(4) 0.6740(3) 0.6542(3) 0.0643(10) Uani 1 1 d . . .
H12A H -0.0520 0.6231 0.6349 0.077 Uiso 1 1 calc R . .
C13 C -0.0714(5) 0.7100(3) 0.7237(4) 0.0744(13) Uani 1 1 d . . .
H13A H -0.1353 0.6835 0.7509 0.089 Uiso 1 1 calc R . .
C14 C -0.0271(6) 0.7858(3) 0.7538(4) 0.0816(15) Uani 1 1 d . . .
H14A H -0.0616 0.8105 0.8006 0.098 Uiso 1 1 calc R . .
C15 C 0.0680(5) 0.8235(3) 0.7138(3) 0.0725(12) Uani 1 1 d . . .
H15A H 0.0989 0.8738 0.7349 0.087 Uiso 1 1 calc R . .
C16 C 0.1201(4) 0.7893(2) 0.6425(3) 0.0543(9) Uani 1 1 d . . .
C21 C 0.5871(4) 0.6184(2) 0.4087(2) 0.0510(8) Uani 1 1 d . . .
C22 C 0.6725(4) 0.5556(3) 0.4031(3) 0.0681(11) Uani 1 1 d . . .
H22A H 0.7025 0.5249 0.4546 0.082 Uiso 1 1 calc R . .
C23 C 0.7152(5) 0.5365(3) 0.3230(3) 0.0826(14) Uani 1 1 d . . .
H23A H 0.7706 0.4922 0.3202 0.099 Uiso 1 1 calc R . .
C24 C 0.6758(6) 0.5832(3) 0.2474(3) 0.0850(15) Uani 1 1 d . . .
H24A H 0.7073 0.5724 0.1938 0.102 Uiso 1 1 calc R . .
C25 C 0.5886(5) 0.6463(3) 0.2524(3) 0.0740(12) Uani 1 1 d . . .
H25A H 0.5610 0.6771 0.2008 0.089 Uiso 1 1 calc R . .
C26 C 0.5401(4) 0.6660(2) 0.3305(2) 0.0544(9) Uani 1 1 d . . .
O7 O 0.7859(19) 0.8213(14) 0.4511(11) 0.130(8) Uani 0.25 1 d PD . .
H7C H 0.7224 0.8078 0.4755 0.196 Uiso 0.25 1 calc PR . .
C31 C 0.905(3) 0.945(2) 0.4469(14) 0.156(15) Uani 0.25 1 d PD . .
H31A H 0.8964 0.9962 0.4740 0.233 Uiso 0.25 1 calc PR . .
H31B H 0.8794 0.9490 0.3822 0.233 Uiso 0.25 1 calc PR . .
H31C H 0.9965 0.9265 0.4620 0.233 Uiso 0.25 1 calc PR . .
C32 C 0.825(3) 0.8934(14) 0.478(2) 0.24(3) Uani 0.25 1 d PD . .
H32A H 0.8638 0.8872 0.5411 0.289 Uiso 0.25 1 calc PR . .
H32B H 0.7411 0.9227 0.4765 0.289 Uiso 0.25 1 calc PR . .
OW1 O 0.7971(5) 0.9841(3) 0.2729(3) 0.1106(14) Uani 1 1 d D . .
H1C H 0.727(6) 0.946(3) 0.250(5) 0.166 Uiso 1 1 d D . .
H1D H 0.746(7) 1.029(3) 0.251(5) 0.166 Uiso 1 1 d D . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Zn1 O2 111.43(12) . . ?
O5 Zn1 N2 140.08(13) . . ?
O2 Zn1 N2 92.37(12) . . ?
O5 Zn1 N1 90.41(13) . . ?
O2 Zn1 N1 143.42(12) . . ?
N2 Zn1 N1 88.08(13) . . ?
O5 Zn1 O1 88.96(12) . . ?
O2 Zn1 O1 73.53(10) . . ?
N2 Zn1 O1 129.44(12) . . ?
N1 Zn1 O1 78.11(11) . . ?
O5 Zn1 O4 72.61(10) . . ?
O2 Zn1 O4 84.16(10) . . ?
N2 Zn1 O4 78.82(11) . . ?
N1 Zn1 O4 131.49(12) . . ?
O1 Zn1 O4 143.58(9) . . ?
C5 N1 C6 116.7(3) . . ?
C5 N1 Zn1 131.3(3) . . ?
C6 N1 Zn1 110.9(3) . . ?
C9 N2 C8 116.5(3) . . ?
C9 N2 Zn1 130.8(3) . . ?
C8 N2 Zn1 111.2(3) . . ?
C11 O1 C1 118.0(3) . . ?
C11 O1 Zn1 128.1(2) . . ?
C1 O1 Zn1 111.6(2) . . ?
C2 O2 Zn1 126.2(2) . . ?
C21 O4 C3 118.6(3) . . ?
C21 O4 Zn1 127.1(2) . . ?
C3 O4 Zn1 110.8(2) . . ?
C4 O5 Zn1 127.2(2) . . ?
O1 C1 C2 109.3(3) . . ?
O1 C1 H1A 109.8 . . ?
C2 C1 H1A 109.8 . . ?
O1 C1 H1B 109.8 . . ?
C2 C1 H1B 109.8 . . ?
H1A C1 H1B 108.3 . . ?
O3 C2 O2 125.0(4) . . ?
O3 C2 C1 116.3(3) . . ?
O2 C2 C1 118.7(3) . . ?
O4 C3 C4 108.5(3) . . ?
O4 C3 H3A 110.0 . . ?
C4 C3 H3A 110.0 . . ?
O4 C3 H3B 110.0 . . ?
C4 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
O6 C4 O5 125.2(4) . . ?
O6 C4 C3 116.4(4) . . ?
O5 C4 C3 118.5(3) . . ?
N1 C5 C16 127.9(3) . . ?
N1 C5 H5A 116.0 . . ?
C16 C5 H5A 116.0 . . ?
N1 C6 C7 113.0(4) . . ?
N1 C6 H6A 109.0 . . ?
C7 C6 H6A 109.0 . . ?
N1 C6 H6B 109.0 . . ?
C7 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C6 C7 C8 113.9(4) . . ?
C6 C7 H7A 108.8 . . ?
C8 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
C8 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
N2 C8 C7 111.0(4) . . ?
N2 C8 H8A 109.4 . . ?
C7 C8 H8A 109.4 . . ?
N2 C8 H8B 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
N2 C9 C26 129.0(4) . . ?
N2 C9 H9A 115.5 . . ?
C26 C9 H9A 115.5 . . ?
O1 C11 C12 122.9(3) . . ?
O1 C11 C16 117.3(4) . . ?
C12 C11 C16 119.8(4) . . ?
C13 C12 C11 120.5(4) . . ?
C13 C12 H12A 119.7 . . ?
C11 C12 H12A 119.7 . . ?
C12 C13 C14 120.6(5) . . ?
C12 C13 H13A 119.7 . . ?
C14 C13 H13A 119.7 . . ?
C15 C14 C13 119.0(5) . . ?
C15 C14 H14A 120.5 . . ?
C13 C14 H14A 120.5 . . ?
C14 C15 C16 122.2(4) . . ?
C14 C15 H15A 118.9 . . ?
C16 C15 H15A 118.9 . . ?
C15 C16 C11 117.9(4) . . ?
C15 C16 C5 116.5(4) . . ?
C11 C16 C5 125.6(4) . . ?
C22 C21 O4 123.8(3) . . ?
C22 C21 C26 119.9(4) . . ?
O4 C21 C26 116.3(3) . . ?
C21 C22 C23 121.6(4) . . ?
C21 C22 H22A 119.2 . . ?
C23 C22 H22A 119.2 . . ?
C24 C23 C22 119.8(5) . . ?
C24 C23 H23A 120.1 . . ?
C22 C23 H23A 120.1 . . ?
C23 C24 C25 118.7(4) . . ?
C23 C24 H24A 120.6 . . ?
C25 C24 H24A 120.6 . . ?
C24 C25 C26 123.3(4) . . ?
C24 C25 H25A 118.4 . . ?
C26 C25 H25A 118.4 . . ?
C25 C26 C21 116.6(4) . . ?
C25 C26 C9 117.0(4) . . ?
C21 C26 C9 126.4(3) . . ?
C32 O7 H7C 109.5 . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C32 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O7 C32 C31 132(3) . . ?
O7 C32 H32A 104.3 . . ?
C31 C32 H32A 104.3 . . ?
O7 C32 H32B 104.3 . . ?
C31 C32 H32B 104.3 . . ?
H32A C32 H32B 105.6 . . ?
H1C OW1 H1D 94(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O5 1.969(3) . ?
Zn1 O2 1.979(3) . ?
Zn1 N2 2.075(3) . ?
Zn1 N1 2.105(3) . ?
Zn1 O1 2.341(3) . ?
Zn1 O4 2.382(3) . ?
N1 C5 1.266(5) . ?
N1 C6 1.468(5) . ?
N2 C9 1.272(5) . ?
N2 C8 1.490(5) . ?
O1 C11 1.371(5) . ?
O1 C1 1.439(4) . ?
O2 C2 1.263(5) . ?
O3 C2 1.231(4) . ?
O4 C21 1.370(4) . ?
O4 C3 1.431(4) . ?
O5 C4 1.262(5) . ?
O6 C4 1.234(4) . ?
C1 C2 1.500(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 C4 1.518(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 C16 1.467(6) . ?
C5 H5A 0.9300 . ?
C6 C7 1.493(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.510(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C26 1.453(6) . ?
C9 H9A 0.9300 . ?
C11 C12 1.391(6) . ?
C11 C16 1.406(5) . ?
C12 C13 1.368(6) . ?
C12 H12A 0.9300 . ?
C13 C14 1.389(7) . ?
C13 H13A 0.9300 . ?
C14 C15 1.367(7) . ?
C14 H14A 0.9300 . ?
C15 C16 1.392(6) . ?
C15 H15A 0.9300 . ?
C21 C22 1.365(6) . ?
C21 C26 1.424(5) . ?
C22 C23 1.381(6) . ?
C22 H22A 0.9300 . ?
C23 C24 1.374(7) . ?
C23 H23A 0.9300 . ?
C24 C25 1.380(7) . ?
C24 H24A 0.9300 . ?
C25 C26 1.383(6) . ?
C25 H25A 0.9300 . ?
O7 C32 1.305(10) . ?
O7 H7C 0.8200 . ?
C31 C32 1.309(10) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
OW1 H1C 0.97(3) . ?
OW1 H1D 0.94(3) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
OW1 H1C O6 0.97(3) 1.78(3) 2.730(5) 166(7) 4_575
