#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:25:37 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179630 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/94/4509488.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4509488
loop_
_publ_author_name
'Basu, Tannistha'
'Sparkes, Hazel A.'
'Bhunia, Manas Kumar'
'Mondal, Raju'
_publ_section_title
;
 Identification of Reaction Conditions That Can Reproducibly Lead to a
 Particular Vertex Geometry: Quest for a Robust and Reproducible
 Metal-Carboxylate Noncluster-type SBU
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3488
_journal_paper_doi               10.1021/cg900195f
_journal_volume                  9
_journal_year                    2009
_chemical_formula_moiety         'C17 H24 N4 O4 Zn, O'
_chemical_formula_sum            'C17 H24 N4 O5 Zn'
_chemical_formula_weight         429.77
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           92
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4abw 2nw'
_symmetry_space_group_name_H-M   'P 41 21 2'
_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            8
_cell_length_a                   13.4503(3)
_cell_length_b                   13.4503(3)
_cell_length_c                   21.2120(8)
_cell_measurement_reflns_used    5298
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.180
_cell_measurement_theta_min      2.347
_cell_volume                     3837.48(19)
_computing_cell_refinement       'SAINT version 6.45A (Bruker, 2003)'
_computing_data_collection       'SMART version 5.054 (Bruker, 1999)'
_computing_data_reduction        'SAINT version 6.45A (Bruker, 2003)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART 6K CCD 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  0.0463
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            34245
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    1.316
_exptl_absorpt_correction_T_max  0.832
_exptl_absorpt_correction_T_min  0.728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (G. Sheldrick, 1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.003(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         4759
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0266
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0271P)²+1.1652P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0610
_refine_ls_wR_factor_ref         0.0634
_reflns_number_gt                4330
_reflns_number_total             4759
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg900195fsup1.cif
_cod_data_source_block           08has021
_cod_original_sg_symbol_H-M      P41212
_cod_database_code               4509488
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y+1/2, x+1/2, z+1/4'
'-x, -y, z+1/2'
'y+1/2, -x+1/2, z+3/4'
'x+1/2, -y+1/2, -z+3/4'
'-x+1/2, y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -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 0.241698(16) 0.795411(16) 0.065237(10) 0.01864(6) Uani 1 1 d . . .
O1 O 0.18458(11) 0.70050(12) 0.00710(7) 0.0301(3) Uani 1 1 d . . .
O2 O 0.02395(11) 0.73733(13) -0.00407(7) 0.0321(4) Uani 1 1 d . . .
O3 O -0.18824(11) 0.60185(11) -0.26912(7) 0.0260(3) Uani 1 1 d . . .
O4 O -0.04128(12) 0.67319(12) -0.25150(7) 0.0319(4) Uani 1 1 d . . .
N1 N 0.33476(12) 0.71297(13) 0.11719(7) 0.0192(3) Uani 1 1 d . . .
N2 N 0.43422(12) 0.71246(14) 0.10555(8) 0.0220(3) Uani 1 1 d . . .
H2 H 0.4626 0.7422 0.0732 0.026 Uiso 1 1 calc R . .
N3 N 0.13559(12) 0.86350(13) 0.11595(8) 0.0218(4) Uani 1 1 d . . .
N4 N 0.03837(13) 0.84212(14) 0.10579(8) 0.0253(4) Uani 1 1 d . . .
H4 H 0.0162 0.8058 0.0743 0.030 Uiso 1 1 calc R . .
C1 C 0.13863(15) 0.91950(16) 0.16808(9) 0.0232(4) Uani 1 1 d . . .
C2 C 0.04195(16) 0.93315(16) 0.19154(9) 0.0273(5) Uani 1 1 d . . .
C3 C -0.01989(16) 0.88367(17) 0.15013(10) 0.0281(5) Uani 1 1 d . . .
C4 C 0.23431(16) 0.96025(16) 0.19232(10) 0.0277(4) Uani 1 1 d . . .
H4A H 0.2887 0.9400 0.1644 0.042 Uiso 1 1 calc R . .
H4B H 0.2466 0.9346 0.2349 0.042 Uiso 1 1 calc R . .
H4C H 0.2306 1.0330 0.1937 0.042 Uiso 1 1 calc R . .
C5 C -0.13044(17) 0.8724(2) 0.14870(13) 0.0407(6) Uani 1 1 d . . .
H5A H -0.1509 0.8464 0.1075 0.061 Uiso 1 1 calc R . .
H5B H -0.1617 0.9373 0.1557 0.061 Uiso 1 1 calc R . .
H5C H -0.1512 0.8262 0.1819 0.061 Uiso 1 1 calc R . .
C6 C 0.01076(16) 0.98924(16) 0.2500 0.0335(8) Uani 1 2 d S . .
H6A H -0.0612 0.9786 0.2571 0.040 Uiso 0.50 1 calc PR . .
H6B H 0.0214 1.0612 0.2429 0.040 Uiso 0.50 1 calc PR . .
C7 C 0.32172(15) 0.65863(14) 0.16955(8) 0.0198(4) Uani 1 1 d . . .
C8 C 0.41375(15) 0.62545(15) 0.19231(9) 0.0208(4) Uani 1 1 d . . .
C9 C 0.48352(15) 0.66073(16) 0.14978(9) 0.0217(4) Uani 1 1 d . . .
C10 C 0.21900(15) 0.63908(16) 0.19315(10) 0.0255(4) Uani 1 1 d . . .
H10A H 0.2091 0.6738 0.2333 0.038 Uiso 1 1 calc R . .
H10B H 0.2100 0.5675 0.1995 0.038 Uiso 1 1 calc R . .
H10C H 0.1705 0.6631 0.1622 0.038 Uiso 1 1 calc R . .
C11 C 0.59398(16) 0.64872(18) 0.14674(10) 0.0292(5) Uani 1 1 d . . .
H11A H 0.6158 0.6522 0.1027 0.044 Uiso 1 1 calc R . .
H11B H 0.6126 0.5841 0.1646 0.044 Uiso 1 1 calc R . .
H11C H 0.6259 0.7020 0.1709 0.044 Uiso 1 1 calc R . .
C12 C 0.43660(15) 0.56340(15) 0.2500 0.0272(7) Uani 1 2 d S . .
H12A H 0.5075 0.5728 0.2610 0.033 Uiso 0.50 1 calc PR . .
H12B H 0.4272 0.4925 0.2390 0.033 Uiso 0.50 1 calc PR . .
C13 C 0.10008(16) 0.69168(16) -0.01966(9) 0.0254(4) Uani 1 1 d . . .
C14 C 0.10022(17) 0.62060(18) -0.07472(11) 0.0321(5) Uani 1 1 d . . .
H14A H 0.1253 0.5556 -0.0596 0.038 Uiso 1 1 calc R . .
H14B H 0.1484 0.6456 -0.1063 0.038 Uiso 1 1 calc R . .
C15 C 0.00208(16) 0.60283(16) -0.10798(10) 0.0265(5) Uani 1 1 d . . .
H15A H -0.0234 0.6664 -0.1250 0.032 Uiso 1 1 calc R . .
H15B H -0.0473 0.5768 -0.0775 0.032 Uiso 1 1 calc R . .
C16 C 0.01573(17) 0.52858(17) -0.16151(11) 0.0302(5) Uani 1 1 d . . .
H16A H 0.0331 0.4631 -0.1433 0.036 Uiso 1 1 calc R . .
H16B H 0.0723 0.5504 -0.1880 0.036 Uiso 1 1 calc R . .
C17 C -0.07563(17) 0.51625(16) -0.20341(10) 0.0280(4) Uani 1 1 d . . .
H17A H -0.0646 0.4586 -0.2315 0.034 Uiso 1 1 calc R . .
H17B H -0.1333 0.5004 -0.1762 0.034 Uiso 1 1 calc R . .
C18 C -0.10206(16) 0.60501(16) -0.24359(9) 0.0208(4) Uani 1 1 d . . .
O5 O -0.3811(3) 0.7105(4) -0.0111(2) 0.0531(11) Uiso 0.45 1 d P A 1
O6 O -0.3203(4) 0.8190(4) -0.0080(2) 0.0593(12) Uiso 0.45 1 d P B 2
O7 O -0.1892(10) 0.8108(10) 0.0000 0.076(5) Uiso 0.20 2 d SP C 3
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
O1 Zn1 O3 110.00(7) . 5_564
O1 Zn1 N1 103.51(7) . .
O3 Zn1 N1 111.64(7) 5_564 .
O1 Zn1 N3 111.12(7) . .
O3 Zn1 N3 106.91(7) 5_564 .
N1 Zn1 N3 113.70(6) . .
C13 O1 Zn1 134.34(16) . .
C18 O3 Zn1 129.06(14) . 5_464
C7 N1 N2 106.04(15) . .
C7 N1 Zn1 132.52(13) . .
N2 N1 Zn1 121.16(12) . .
C9 N2 N1 111.17(16) . .
C9 N2 H2 124.4 . .
N1 N2 H2 124.4 . .
C1 N3 N4 106.27(17) . .
C1 N3 Zn1 132.64(14) . .
N4 N3 Zn1 120.22(14) . .
C3 N4 N3 111.24(18) . .
C3 N4 H4 124.4 . .
N3 N4 H4 124.4 . .
N3 C1 C2 109.75(19) . .
N3 C1 C4 121.22(18) . .
C2 C1 C4 129.0(2) . .
C3 C2 C1 105.63(19) . .
C3 C2 C6 126.56(19) . .
C1 C2 C6 127.8(2) . .
N4 C3 C2 107.10(19) . .
N4 C3 C5 121.5(2) . .
C2 C3 C5 131.4(2) . .
C1 C4 H4A 109.5 . .
C1 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
C1 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
C3 C5 H5A 109.5 . .
C3 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C3 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C2 C6 C2 113.4(2) . 8_665
C2 C6 H6A 108.9 . .
C2 C6 H6A 108.9 8_665 .
C2 C6 H6B 108.9 . .
C2 C6 H6B 108.9 8_665 .
H6A C6 H6B 107.7 . .
N1 C7 C8 110.08(17) . .
N1 C7 C10 119.65(17) . .
C8 C7 C10 130.22(17) . .
C9 C8 C7 105.36(17) . .
C9 C8 C12 125.31(18) . .
C7 C8 C12 129.32(18) . .
N2 C9 C8 107.33(17) . .
N2 C9 C11 121.07(18) . .
C8 C9 C11 131.60(19) . .
C7 C10 H10A 109.5 . .
C7 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C7 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C9 C11 H11A 109.5 . .
C9 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C9 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C8 C12 C8 115.5(2) . 8_665
C8 C12 H12A 108.4 . .
C8 C12 H12A 108.4 8_665 .
C8 C12 H12B 108.4 . .
C8 C12 H12B 108.4 8_665 .
H12A C12 H12B 107.5 . .
O2 C13 O1 124.8(2) . .
O2 C13 C14 121.44(19) . .
O1 C13 C14 113.7(2) . .
C13 C14 C15 117.3(2) . .
C13 C14 H14A 108.0 . .
C15 C14 H14A 108.0 . .
C13 C14 H14B 108.0 . .
C15 C14 H14B 108.0 . .
H14A C14 H14B 107.2 . .
C14 C15 C16 110.21(19) . .
C14 C15 H15A 109.6 . .
C16 C15 H15A 109.6 . .
C14 C15 H15B 109.6 . .
C16 C15 H15B 109.6 . .
H15A C15 H15B 108.1 . .
C15 C16 C17 114.11(19) . .
C15 C16 H16A 108.7 . .
C17 C16 H16A 108.7 . .
C15 C16 H16B 108.7 . .
C17 C16 H16B 108.7 . .
H16A C16 H16B 107.6 . .
C18 C17 C16 115.64(19) . .
C18 C17 H17A 108.4 . .
C16 C17 H17A 108.4 . .
C18 C17 H17B 108.4 . .
C16 C17 H17B 108.4 . .
H17A C17 H17B 107.4 . .
O4 C18 O3 124.4(2) . .
O4 C18 C17 120.39(19) . .
O3 C18 C17 115.20(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.9341(15) .
Zn1 O3 1.9378(14) 5_564
Zn1 N1 2.0027(16) .
Zn1 N3 2.0082(17) .
O1 C13 1.276(2) .
O2 C13 1.239(3) .
O3 C18 1.280(2) .
O3 Zn1 1.9378(14) 5_464
O4 C18 1.240(3) .
N1 C7 1.341(2) .
N1 N2 1.360(2) .
N2 C9 1.343(3) .
N2 H2 0.8800 .
N3 C1 1.339(3) .
N3 N4 1.356(2) .
N4 C3 1.346(3) .
N4 H4 0.8800 .
C1 C2 1.404(3) .
C1 C4 1.490(3) .
C2 C3 1.381(3) .
C2 C6 1.511(3) .
C3 C5 1.495(3) .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 C2 1.511(3) 8_665
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.402(3) .
C7 C10 1.493(3) .
C8 C9 1.385(3) .
C8 C12 1.513(2) .
C9 C11 1.496(3) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C8 1.513(2) 8_665
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.509(3) .
C14 C15 1.516(3) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.523(3) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 C17 1.525(3) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 C18 1.509(3) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
O5 O5 1.805(9) 7_465
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
N2 H2 O4 0.88 1.90 2.710(2) 152.0 5_564
N4 H4 O2 0.88 1.90 2.730(2) 156.0 .
