# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#\#CIF_1.5

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2012-05-29 at 16:59:50
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4
#  Request file    : c:\wingx\files\archive.reqdat
#  CIF files read  : import dreduc struct

#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#

data_global

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2012-05-29
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#------------------ AUTHOR DETAILS -------------------------------------------#

# Name and address of author for correspondence

_publ_contact_author_name        'Gomez-Sal, Pilar'
_publ_contact_author_address     
;
Department of Chemistry
University of Alcala
Alcala de Henares
Spain
;
_publ_contact_author_email       pilar.gomez@uah.es
_publ_contact_author_fax         00(000)0000000
_publ_contact_author_phone       00(000)0000000


# Insert blank lines between references

_publ_section_references         
;
Blessing, R. H. (1995) Acta Cryst., A51, 33-38.
 
Blessing, R. H. (1987) Cryst. Rev. 1, 3-58.
 
Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397.
 
Bruker (2007) APEX2 (Version 2.1-4), SAINT (version 7.34A), SADABS
(version 2007/4), BrukerAXS Inc, Madison, Wisconsin, USA.
 
Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
 
Flack H. D. & Bernardinelli, G. (71999). Acta Cryst. A55, 908-915.
 
Flack H. D. & Bernardinelli, G. (2000). J. Appl. Cryst. 33, 1143-1148.
 
Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580
 
LePage, Y. (1987). J. Appl. Cryst. 20, 264-269.
 
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968) Acta Cryst,
 A24, 351-359
 
Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr.
 34, 824-828
 
Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr.
 35, 281.
 
ABSCOR: Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
 
APEX, APEX2, SMART, SAINT, SAINT-Plus: Bruker (2007). Program name(s).
Bruker AXS Inc., Madison, Wisconsin, USA.
[Older versions (pre-1997) should refer to Siemens Analytical X-ray
Instruments Inc. instead of Bruker AXS.]
 
CAD-4 Software: Enraf-Nonius (1989). CAD-4 Software (or CAD-4 EXPRESS).
Enraf-Nonius, Delft, The Netherlands.
 
Cambridge Structural Database: Allen, F. R. (2002). Acta Cryst. B58, 380-388.
 
CAMERON: Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON.
Chemical Crystallography Laboratory, Oxford, England.
 
CrysAlis CCD, CrysAlis RED and associated programs: Oxford Diffraction (2006).
Program name(s). Oxford Diffraction Ltd, Abingdon, England.
 
CRYSTALS: Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. &
Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487.
 
COLLECT: Nonius [or Hooft, R. W. W.] (1998). COLLECT. Nonius BV, Delft,
The Netherlands.
 
DENZO/SCALEPACK:  Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology,
Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr
& R. M. Sweet, pp. 307-326. New York: Academic Press.
 
DIAMOND: Brandenburg, K. [or Brandenburg, K. & Putz, H., or Brandenburg, K.
& Berndt, M.] (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
 
DIF4 and REDU4: Stoe & Cie (1991). Program name(s). Stoe & Cie, Darmstadt,
Germany.
 
DIFABS: Walker, N. &  Stuart, D. (1983). Acta Cryst., A39, 158 - 166.
 
DIRAX: Duisenberg, A. J. M. (1992). J. Appl. Cryst. 25, 92-96.
 
DIRDIF99: Beurskens, P.T., Beurskens, G., de Gelder, R., Garciía-Granda,
S., Gould, R.O., Israel, R. & Smits, J.M.M. (1999) The DIRDIF-99 program
system, Technical Report of the Crystallography Laboratory, University of
Nijmegen, The Netherlands.
 
enCIFer: Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler,
M. (2004). J. Appl. Cryst. 37, 335-338.
 
EVALCCD: Duisenberg, A. J. M., Kroon-Batenburg, L. M. J. & Schreurs,
A. M. M. (2003). J. Appl. Cryst. 36, 220-229.
 
JANA2000: Petricek, V. & Dusek, M. (2000). JANA2000. Institute of Physics,
Czech Academy of Sciences, Prague, Czech Republic.
 
Mercury: Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields,
G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst.
39, 453-457.
 
Mogul: Bruno, I. J., Cole, J. C., Kessler, M., Luo, J., Motherwell,
W. D. S., Purkis, L. H., Smith, B. R., Taylor, R., Cooper, R. I., Harris,
S. E. & Orpen, A. G. (2004). J. Chem. Inf. Comput. Sci. 44, 2133-2144.
 
ORTEPII: Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge
National Laboratory, Tennessee, USA.
 
ORTEPIII:  Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII.
Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA.
 
ORTEP-3: Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
 
PARST: Nardelli, M. (1995). J. Appl. Cryst. 28, 659.
 
PLATON: Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.
 
PROCESS: Rigaku (1996). PROCESS. Rigaku Corporation, Tokyo, Japan.
 
PROCESS-AUTO: Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan.
 
publCIF: Westrip, S. P. (2008). publCIF. In preparation.
 
SADABS, TWINABS: Bruker (2001). Program name. Bruker AXS Inc., Madison,
Wisconsin, USA. or Sheldrick, G. M. (1996). Program name. University of
Göttingen, Germany.
 
SHELX Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
 
SIR92: Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla,
M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.
 
SIR97: Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L.,
Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. &
Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.
 
SIR2002: Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L.,
Giacovazzo, C., Polidori, G. & Spagna, R. (2003). J. Appl. Cryst. 36, 1103.
 
SUPERFLIP Palatinus, L. & Chapuis, G. (2007) J. Appl. Cryst. 40, 786-790.
 
TEXSAN: Molecular Structure Corporation & Rigaku (2000). TEXSAN. MSC,
The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.
 
WinGX: Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
 
X-AREA, X-RED, X-RED32, X-SHAPE:  Stoe & Cie (2002). Program name(s).
Stoe & Cie GmbH, Darmstadt, Germany.
 
XCAD4: Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
 
XSCANS: Siemens (1994). XSCANS. Siemens Analytical X-ray Instruments Inc.,
Madison, Wisconsin, USA.
 
;

#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_1

_audit_creation_date             2012-05-29T16:59:50-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_publ_requested_category         FM

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H22 N4 O8 Zn1'
_chemical_formula_sum            'C14 H22 N4 O8 Zn'
_chemical_formula_weight         439.73
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P c c n'
_symmetry_space_group_name_Hall  '-P 2ab 2ac'
_symmetry_Int_Tables_number      56
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.0133(7)
_cell_length_b                   11.2963(4)
_cell_length_c                   19.9503(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1805.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    345
_cell_measurement_theta_min      3.23
_cell_measurement_theta_max      15.45
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 1 -1 0.256
0 -1 -9 0.086
-1 1 15 0.147
-4 -1 2 0.213
5 2 3 0.226
4 3 10 0.196
-5 -2 3 0.224
0 -1 2 0.13
0 1 -2 0.107
0 -2 -3 0.112
0 2 3 0.134
0 2 -1 0.061

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.412
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enraf Nonius FR590'
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_ub_11      0.01
_diffrn_orient_matrix_ub_12      0
_diffrn_orient_matrix_ub_13      0
_diffrn_orient_matrix_ub_21      0
_diffrn_orient_matrix_ub_22      0.01
_diffrn_orient_matrix_ub_23      0
_diffrn_orient_matrix_ub_31      0
_diffrn_orient_matrix_ub_32      0
_diffrn_orient_matrix_ub_33      0.01
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_reflns_av_R_equivalents  0.2421
_diffrn_reflns_av_unetI/netI     0.0836
_diffrn_reflns_number            21995
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_full        27.5
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_reflns_number_total             2074
_reflns_number_gt                1404
_reflns_threshold_expression     >2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+4.4799P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2074
_refine_ls_number_parameters     160
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.141
_refine_ls_wR_factor_gt          0.1133
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_restrained_S_all      1.134
_refine_ls_shift/su_max          0.072
_refine_ls_shift/su_mean         0.006
_refine_diff_density_max         0.617
_refine_diff_density_min         -0.806
_refine_diff_density_rms         0.108

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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_
_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 0.75 0.25 0.58153(3) 0.0308(3) Uani 1 2 d S . .
N1 N 0.8633(5) 0.0509(3) 0.43191(19) 0.0296(9) Uani 1 1 d . . .
N2 N 0.9702(5) 0.1997(3) 0.53750(17) 0.0294(9) Uani 1 1 d . . .
O2 O 0.8139(9) 0.2359(7) 0.6793(2) 0.0378(19) Uani 0.5 1 d P . .
O4 O 0.7047(5) 0.9468(3) 0.30021(15) 0.0372(8) Uani 1 1 d . . .
O5 O 0.75 0.75 0.3749(2) 0.0375(11) Uani 1 2 d S . .
O1 O 0.6828(4) 0.0677(2) 0.57919(12) 0.0298(7) Uani 1 1 d . . .
O3 O 0.6475(4) 0.0358(3) 0.68822(13) 0.0346(8) Uani 1 1 d . . .
C1 C 0.6441(6) 0.0014(4) 0.62756(18) 0.0256(9) Uani 1 1 d . . .
C2 C 0.9938(5) 0.2350(3) 0.46812(17) 0.0253(9) Uani 1 1 d . . .
C3 C 1.0633(5) 0.3429(3) 0.45324(18) 0.0240(9) Uani 1 1 d . . .
H3 H 1.0985 0.3921 0.4879 0.029 Uiso 1 1 calc R . .
C4 C 1.0819(5) 0.3798(4) 0.38733(18) 0.0239(9) Uani 1 1 d . . .
C5 C 1.0338(6) 0.3033(4) 0.33623(19) 0.0302(10) Uani 1 1 d . . .
H5 H 1.0499 0.3252 0.2918 0.036 Uiso 1 1 calc R . .
C6 C 0.9629(6) 0.1958(4) 0.35076(19) 0.0293(10) Uani 1 1 d . . .
H6 H 0.9318 0.1458 0.3159 0.035 Uiso 1 1 calc R . .
C7 C 0.9365(5) 0.1599(3) 0.41704(19) 0.0239(9) Uani 1 1 d . . .
H5W H 0.734(7) 0.810(5) 0.347(2) 0.045(14) Uiso 1 1 d . . .
H21N H 1.041(6) 0.229(4) 0.563(2) 0.019(11) Uiso 1 1 d . . .
H1N H 0.802(5) 0.048(4) 0.467(2) 0.022(11) Uiso 1 1 d . . .
H41W H 0.748(8) 0.974(6) 0.268(3) 0.07(2) Uiso 1 1 d . . .
H2N H 0.818(6) 0.026(4) 0.396(2) 0.027(12) Uiso 1 1 d . . .
H4W H 0.591(8) 0.951(5) 0.293(3) 0.054(18) Uiso 1 1 d . . .
H22N H 0.957(7) 0.121(5) 0.542(3) 0.057(16) Uiso 1 1 d . . .
H2W H 0.733(8) 0.188(5) 0.693(2) 0.042(15) Uiso 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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 O2 2.024(5) . ?
Zn1 O2 2.024(5) 2_655 ?
Zn1 N2 2.051(4) 2_655 ?
Zn1 N2 2.051(4) . ?
Zn1 O1 2.130(3) 2_655 ?
Zn1 O1 2.130(3) . ?
N1 C7 1.396(5) . ?
N2 C2 1.453(5) . ?
O2 O2 1.073(15) 2_655 ?
O1 C1 1.260(4) . ?
O3 C1 1.271(4) . ?
C1 C4 1.491(6) 6_556 ?
C2 C3 1.372(6) . ?
C2 C7 1.403(5) . ?
C3 C4 1.387(5) . ?
C4 C5 1.391(5) . ?
C4 C1 1.491(6) 6_666 ?
C5 C6 1.371(6) . ?
C6 C7 1.399(6) . ?

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
O2 Zn1 O2 30.7(4) . 2_655 ?
O2 Zn1 N2 130.7(2) . 2_655 ?
O2 Zn1 N2 100.0(2) 2_655 2_655 ?
O2 Zn1 N2 100.0(2) . . ?
O2 Zn1 N2 130.7(2) 2_655 . ?
N2 Zn1 N2 129.3(2) 2_655 . ?
O2 Zn1 O1 91.9(2) . 2_655 ?
O2 Zn1 O1 90.5(2) 2_655 2_655 ?
N2 Zn1 O1 86.56(14) 2_655 2_655 ?
N2 Zn1 O1 92.36(14) . 2_655 ?
O2 Zn1 O1 90.5(2) . . ?
O2 Zn1 O1 91.9(2) 2_655 . ?
N2 Zn1 O1 92.36(14) 2_655 . ?
N2 Zn1 O1 86.56(14) . . ?
O1 Zn1 O1 177.48(13) 2_655 . ?
C2 N2 Zn1 116.4(3) . . ?
O2 O2 Zn1 74.6(2) 2_655 . ?
C1 O1 Zn1 128.3(2) . . ?
O1 C1 O3 122.8(4) . . ?
O1 C1 C4 118.5(3) . 6_556 ?
O3 C1 C4 118.6(3) . 6_556 ?
C3 C2 C7 120.8(3) . . ?
C3 C2 N2 120.2(3) . . ?
C7 C2 N2 118.9(4) . . ?
C2 C3 C4 121.0(3) . . ?
C3 C4 C5 118.6(4) . . ?
C3 C4 C1 120.1(3) . 6_666 ?
C5 C4 C1 121.3(3) . 6_666 ?
C6 C5 C4 120.6(4) . . ?
C5 C6 C7 121.3(4) . . ?
N1 C7 C6 121.3(3) . . ?
N1 C7 C2 121.1(4) . . ?
C6 C7 C2 117.5(4) . . ?
_database_code_depnum_ccdc_archive 'CCDC 962467'
#\#CIF_1.5

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2012-05-29 at 16:59:50
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4
#  Request file    : c:\wingx\files\archive.reqdat
#  CIF files read  : import dreduc struct

#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#

data_global

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2012-05-29
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#------------------ AUTHOR DETAILS -------------------------------------------#

# Name and address of author for correspondence

_publ_contact_author_name        'Gomez-Sal, Pilar'
_publ_contact_author_address     
;
Department of Chemistry
University of Alcala
Alcala de Henares
Spain
;
_publ_contact_author_email       pilar.gomez@uah.es
_publ_contact_author_fax         00(000)0000000
_publ_contact_author_phone       00(000)0000000


# Insert blank lines between references

_publ_section_references         
;
Blessing, R. H. (1995) Acta Cryst., A51, 33-38.
 
Blessing, R. H. (1987) Cryst. Rev. 1, 3-58.
 
Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397.
 
Bruker (2007) APEX2 (Version 2.1-4), SAINT (version 7.34A), SADABS
(version 2007/4), BrukerAXS Inc, Madison, Wisconsin, USA.
 
Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
 
Flack H. D. & Bernardinelli, G. (71999). Acta Cryst. A55, 908-915.
 
Flack H. D. & Bernardinelli, G. (2000). J. Appl. Cryst. 33, 1143-1148.
 
Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580
 
LePage, Y. (1987). J. Appl. Cryst. 20, 264-269.
 
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968) Acta Cryst,
 A24, 351-359
 
Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr.
 34, 824-828
 
Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr.
 35, 281.
 
ABSCOR: Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
 
APEX, APEX2, SMART, SAINT, SAINT-Plus: Bruker (2007). Program name(s).
Bruker AXS Inc., Madison, Wisconsin, USA.
[Older versions (pre-1997) should refer to Siemens Analytical X-ray
Instruments Inc. instead of Bruker AXS.]
 
CAD-4 Software: Enraf-Nonius (1989). CAD-4 Software (or CAD-4 EXPRESS).
Enraf-Nonius, Delft, The Netherlands.
 
Cambridge Structural Database: Allen, F. R. (2002). Acta Cryst. B58, 380-388.
 
CAMERON: Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON.
Chemical Crystallography Laboratory, Oxford, England.
 
CrysAlis CCD, CrysAlis RED and associated programs: Oxford Diffraction (2006).
Program name(s). Oxford Diffraction Ltd, Abingdon, England.
 
CRYSTALS: Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. &
Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487.
 
COLLECT: Nonius [or Hooft, R. W. W.] (1998). COLLECT. Nonius BV, Delft,
The Netherlands.
 
DENZO/SCALEPACK:  Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology,
Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr
& R. M. Sweet, pp. 307-326. New York: Academic Press.
 
DIAMOND: Brandenburg, K. [or Brandenburg, K. & Putz, H., or Brandenburg, K.
& Berndt, M.] (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
 
DIF4 and REDU4: Stoe & Cie (1991). Program name(s). Stoe & Cie, Darmstadt,
Germany.
 
DIFABS: Walker, N. &  Stuart, D. (1983). Acta Cryst., A39, 158 - 166.
 
DIRAX: Duisenberg, A. J. M. (1992). J. Appl. Cryst. 25, 92-96.
 
DIRDIF99: Beurskens, P.T., Beurskens, G., de Gelder, R., Garciía-Granda,
S., Gould, R.O., Israel, R. & Smits, J.M.M. (1999) The DIRDIF-99 program
system, Technical Report of the Crystallography Laboratory, University of
Nijmegen, The Netherlands.
 
enCIFer: Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler,
M. (2004). J. Appl. Cryst. 37, 335-338.
 
EVALCCD: Duisenberg, A. J. M., Kroon-Batenburg, L. M. J. & Schreurs,
A. M. M. (2003). J. Appl. Cryst. 36, 220-229.
 
JANA2000: Petricek, V. & Dusek, M. (2000). JANA2000. Institute of Physics,
Czech Academy of Sciences, Prague, Czech Republic.
 
Mercury: Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields,
G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst.
39, 453-457.
 
Mogul: Bruno, I. J., Cole, J. C., Kessler, M., Luo, J., Motherwell,
W. D. S., Purkis, L. H., Smith, B. R., Taylor, R., Cooper, R. I., Harris,
S. E. & Orpen, A. G. (2004). J. Chem. Inf. Comput. Sci. 44, 2133-2144.
 
ORTEPII: Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge
National Laboratory, Tennessee, USA.
 
ORTEPIII:  Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII.
Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA.
 
ORTEP-3: Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
 
PARST: Nardelli, M. (1995). J. Appl. Cryst. 28, 659.
 
PLATON: Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.
 
PROCESS: Rigaku (1996). PROCESS. Rigaku Corporation, Tokyo, Japan.
 
PROCESS-AUTO: Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan.
 
publCIF: Westrip, S. P. (2008). publCIF. In preparation.
 
SADABS, TWINABS: Bruker (2001). Program name. Bruker AXS Inc., Madison,
Wisconsin, USA. or Sheldrick, G. M. (1996). Program name. University of
Göttingen, Germany.
 
SHELX Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
 
SIR92: Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla,
M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.
 
SIR97: Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L.,
Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. &
Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.
 
SIR2002: Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L.,
Giacovazzo, C., Polidori, G. & Spagna, R. (2003). J. Appl. Cryst. 36, 1103.
 
SUPERFLIP Palatinus, L. & Chapuis, G. (2007) J. Appl. Cryst. 40, 786-790.
 
TEXSAN: Molecular Structure Corporation & Rigaku (2000). TEXSAN. MSC,
The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.
 
WinGX: Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
 
X-AREA, X-RED, X-RED32, X-SHAPE:  Stoe & Cie (2002). Program name(s).
Stoe & Cie GmbH, Darmstadt, Germany.
 
XCAD4: Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
 
XSCANS: Siemens (1994). XSCANS. Siemens Analytical X-ray Instruments Inc.,
Madison, Wisconsin, USA.
 
;

# END of CIF


#\#CIF_2.5  compound 2

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2012-06-11 at 12:12:12
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4
#  Request file    : c:\wingx\files\archive.reqdat
#  CIF files read  : import dreduc sortav struct

#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_2

_audit_creation_date             2012-06-11T12:12:12-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_publ_requested_category         FM

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C12 H14 N4 O6 Zn1'
_chemical_formula_sum            'C12 H14 N4 O6 Zn'
_chemical_formula_weight         375.64
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.764(2)
_cell_length_b                   15.381(4)
_cell_length_c                   11.395(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.617(10)
_cell_angle_gamma                90
_cell_volume                     1471.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    234
_cell_measurement_theta_min      3.45
_cell_measurement_theta_max      16.43
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            negro
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 -3 0.301
-9 -2 -8 0.23
-8 -1 6 0.235
10 1 0 0.196
-1 0 19 0.235
4 -13 -3 0.238
-3 9 2 0.219

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.707
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_absorpt_correction_T_min  0.475
_exptl_absorpt_correction_T_max  0.538

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enraf Nonius FR590'
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_ub_11      0.01
_diffrn_orient_matrix_ub_12      0
_diffrn_orient_matrix_ub_13      0
_diffrn_orient_matrix_ub_21      0
_diffrn_orient_matrix_ub_22      0.01
_diffrn_orient_matrix_ub_23      0
_diffrn_orient_matrix_ub_31      0
_diffrn_orient_matrix_ub_32      0
_diffrn_orient_matrix_ub_33      0.01
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.08
_diffrn_reflns_number            9384
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.24
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_reflns_number_total             3358
_reflns_number_gt                2230
_reflns_threshold_expression     >2σ(I)
_diffrn_reflns_reduction_process 
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'SIR2004 (Giacovazzo et al, 2004)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0194P)²+0.1633P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3358
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.077
_refine_ls_wR_factor_gt          0.0678
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.516
_refine_diff_density_min         -0.676
_refine_diff_density_rms         0.085

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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_
_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 0.57507(3) 0.050771(18) 0.90995(3) 0.01974(11) Uani 1 1 d . . .
N1 N 0.5998(2) 0.04702(13) 0.73333(18) 0.0214(5) Uani 1 1 d . . .
N2 N 0.7141(2) 0.17011(13) 0.94935(18) 0.0203(5) Uani 1 1 d . . .
N3 N -0.1115(2) 0.27006(14) 0.60262(18) 0.0243(5) Uani 1 1 d . . .
N4 N 0.9203(3) 0.15067(15) 1.3025(2) 0.0292(5) Uani 1 1 d . . .
O1 O 0.5580(2) 0.07510(10) 1.11255(15) 0.0233(4) Uani 1 1 d . . .
O2 O 0.35301(19) 0.10018(10) 0.86996(15) 0.0200(4) Uani 1 1 d . . .
O3 O 0.75402(19) -0.02733(10) 1.00139(15) 0.0195(4) Uani 1 1 d . . .
O41 O 0.9112(3) 0.19771(14) 1.21234(19) 0.0511(6) Uani 1 1 d . . .
O42 O 0.8416(3) 0.08193(14) 1.29032(19) 0.0444(6) Uani 1 1 d . . .
O43 O 1.0088(2) 0.17115(13) 1.40648(17) 0.0389(5) Uani 1 1 d . . .
C1 C 0.7267(3) 0.00917(18) 0.7108(2) 0.0280(7) Uani 1 1 d . . .
H1 H 0.7896 -0.0278 0.7697 0.034 Uiso 1 1 calc R . .
C2 C 0.7675(4) 0.0227(2) 0.6046(3) 0.0383(8) Uani 1 1 d . . .
H2 H 0.8569 -0.004 0.5924 0.046 Uiso 1 1 calc R . .
C3 C 0.6736(4) 0.0765(2) 0.5162(3) 0.0409(8) Uani 1 1 d . . .
H3 H 0.6988 0.0868 0.4435 0.049 Uiso 1 1 calc R . .
C4 C 0.5425(4) 0.11459(19) 0.5375(3) 0.0374(8) Uani 1 1 d . . .
H4 H 0.477 0.1508 0.4791 0.045 Uiso 1 1 calc R . .
C5 C 0.5091(3) 0.09860(17) 0.6465(2) 0.0284(7) Uani 1 1 d . . .
H5 H 0.4201 0.1247 0.6603 0.034 Uiso 1 1 calc R . .
C6 C 0.2414(3) 0.08243(15) 0.9154(2) 0.0173(5) Uani 1 1 d . . .
C7 C 0.0891(3) 0.13258(15) 0.8680(2) 0.0166(5) Uani 1 1 d . . .
C8 C 0.0616(3) 0.17969(15) 0.7598(2) 0.0184(5) Uani 1 1 d . . .
H8 H 0.1384 0.1814 0.718 0.022 Uiso 1 1 calc R . .
C9 C -0.0810(3) 0.22408(15) 0.7146(2) 0.0187(6) Uani 1 1 d . . .
C10 C -0.1916(3) 0.22457(15) 0.7809(2) 0.0178(5) Uani 1 1 d . . .
H10 H -0.2848 0.2568 0.7528 0.021 Uiso 1 1 calc R . .
C11 C -0.1641(3) 0.17733(14) 0.8887(2) 0.0169(5) Uani 1 1 d . . .
C12 C -0.0240(3) 0.13086(15) 0.9323(2) 0.0178(5) Uani 1 1 d . . .
H12 H -0.0056 0.0987 1.0041 0.021 Uiso 1 1 calc R . .
H21 H 0.6571 0.2107 0.9358 0.022 Uiso 1 1 d . . .
H22 H 0.7586 0.1695 1.0297 0.03 Uiso 1 1 d . . .
H31 H -0.0784 0.2443 0.557 0.032 Uiso 1 1 d . . .
H32 H -0.214 0.2799 0.5724 0.027 Uiso 1 1 d . . .
H1W H 0.6421 0.0802 1.1662 0.033 Uiso 1 1 d . . .
H2W H 0.5034 0.1229 1.124 0.089 Uiso 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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 O3 2.0133(16) . ?
Zn1 O2 2.0163(17) . ?
Zn1 N1 2.086(2) . ?
Zn1 N2 2.178(2) . ?
Zn1 O1 2.2366(17) 3_657 ?
Zn1 O1 2.3853(18) . ?
Zn1 Zn1 3.1506(7) 3_657 ?
N1 C5 1.337(3) . ?
N1 C1 1.344(3) . ?
N2 C11 1.432(3) 1_655 ?
N3 C9 1.416(3) . ?
N4 O41 1.240(3) . ?
N4 O42 1.248(3) . ?
N4 O43 1.256(3) . ?
O1 Zn1 2.2366(17) 3_657 ?
O2 C6 1.260(3) . ?
O3 C6 1.264(3) 3_657 ?
C1 C2 1.372(4) . ?
C2 C3 1.379(4) . ?
C3 C4 1.372(4) . ?
C4 C5 1.377(4) . ?
C6 O3 1.264(3) 3_657 ?
C6 C7 1.502(3) . ?
C7 C8 1.390(3) . ?
C7 C12 1.390(3) . ?
C8 C9 1.387(3) . ?
C9 C10 1.388(3) . ?
C10 C11 1.388(3) . ?
C11 C12 1.385(3) . ?
C11 N2 1.432(3) 1_455 ?

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
O3 Zn1 O2 154.22(7) . . ?
O3 Zn1 N1 101.68(7) . . ?
O2 Zn1 N1 98.75(7) . . ?
O3 Zn1 N2 95.12(7) . . ?
O2 Zn1 N2 100.12(7) . . ?
N1 Zn1 N2 90.91(8) . . ?
O3 Zn1 O1 81.16(7) . 3_657 ?
O2 Zn1 O1 82.10(6) . 3_657 ?
N1 Zn1 O1 93.44(7) . 3_657 ?
N2 Zn1 O1 174.76(7) . 3_657 ?
O3 Zn1 O1 81.26(6) . . ?
O2 Zn1 O1 80.55(6) . . ?
N1 Zn1 O1 172.24(7) . . ?
N2 Zn1 O1 81.63(7) . . ?
O1 Zn1 O1 94.12(6) 3_657 . ?
O3 Zn1 Zn1 77.04(5) . 3_657 ?
O2 Zn1 Zn1 77.18(5) . 3_657 ?
N1 Zn1 Zn1 142.44(6) . 3_657 ?
N2 Zn1 Zn1 126.64(6) . 3_657 ?
O1 Zn1 Zn1 49.04(5) 3_657 3_657 ?
O1 Zn1 Zn1 45.08(4) . 3_657 ?
C5 N1 C1 117.7(2) . . ?
C5 N1 Zn1 119.57(18) . . ?
C1 N1 Zn1 121.07(17) . . ?
C11 N2 Zn1 114.58(15) 1_655 . ?
O41 N4 O42 119.9(2) . . ?
O41 N4 O43 120.7(2) . . ?
O42 N4 O43 119.3(2) . . ?
Zn1 O1 Zn1 85.88(6) 3_657 . ?
C6 O2 Zn1 129.63(15) . . ?
C6 O3 Zn1 129.89(16) 3_657 . ?
N1 C1 C2 122.7(3) . . ?
C3 C2 C1 119.0(3) . . ?
C4 C3 C2 118.8(3) . . ?
C3 C4 C5 119.2(3) . . ?
N1 C5 C4 122.6(3) . . ?
O3 C6 O2 126.3(2) 3_657 . ?
O3 C6 C7 116.6(2) 3_657 . ?
O2 C6 C7 117.1(2) . . ?
C8 C7 C12 120.5(2) . . ?
C8 C7 C6 119.8(2) . . ?
C12 C7 C6 119.7(2) . . ?
C9 C8 C7 119.7(2) . . ?
C8 C9 C10 119.7(2) . . ?
C8 C9 N3 119.9(2) . . ?
C10 C9 N3 120.4(2) . . ?
C11 C10 C9 120.5(2) . . ?
C12 C11 C10 119.9(2) . . ?
C12 C11 N2 119.6(2) . 1_455 ?
C10 C11 N2 120.2(2) . 1_455 ?
C11 C12 C7 119.6(2) . . ?
_database_code_depnum_ccdc_archive 'CCDC 962468'
#\#CIF_1.5

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2012-05-29 at 16:59:50
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4
#  Request file    : c:\wingx\files\archive.reqdat
#  CIF files read  : import dreduc struct

#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#

data_global

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2012-05-29
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#------------------ AUTHOR DETAILS -------------------------------------------#

# Name and address of author for correspondence

_publ_contact_author_name        'Gomez-Sal, Pilar'
_publ_contact_author_address     
;
Department of Chemistry
University of Alcala
Alcala de Henares
Spain
;
_publ_contact_author_email       pilar.gomez@uah.es
_publ_contact_author_fax         00(000)0000000
_publ_contact_author_phone       00(000)0000000


# Insert blank lines between references

_publ_section_references         
;
Blessing, R. H. (1995) Acta Cryst., A51, 33-38.
 
Blessing, R. H. (1987) Cryst. Rev. 1, 3-58.
 
Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397.
 
Bruker (2007) APEX2 (Version 2.1-4), SAINT (version 7.34A), SADABS
(version 2007/4), BrukerAXS Inc, Madison, Wisconsin, USA.
 
Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
 
Flack H. D. & Bernardinelli, G. (71999). Acta Cryst. A55, 908-915.
 
Flack H. D. & Bernardinelli, G. (2000). J. Appl. Cryst. 33, 1143-1148.
 
Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580
 
LePage, Y. (1987). J. Appl. Cryst. 20, 264-269.
 
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968) Acta Cryst,
 A24, 351-359
 
Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr.
 34, 824-828
 
Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr.
 35, 281.
 
ABSCOR: Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
 
APEX, APEX2, SMART, SAINT, SAINT-Plus: Bruker (2007). Program name(s).
Bruker AXS Inc., Madison, Wisconsin, USA.
[Older versions (pre-1997) should refer to Siemens Analytical X-ray
Instruments Inc. instead of Bruker AXS.]
 
CAD-4 Software: Enraf-Nonius (1989). CAD-4 Software (or CAD-4 EXPRESS).
Enraf-Nonius, Delft, The Netherlands.
 
Cambridge Structural Database: Allen, F. R. (2002). Acta Cryst. B58, 380-388.
 
CAMERON: Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON.
Chemical Crystallography Laboratory, Oxford, England.
 
CrysAlis CCD, CrysAlis RED and associated programs: Oxford Diffraction (2006).
Program name(s). Oxford Diffraction Ltd, Abingdon, England.
 
CRYSTALS: Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. &
Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487.
 
COLLECT: Nonius [or Hooft, R. W. W.] (1998). COLLECT. Nonius BV, Delft,
The Netherlands.
 
DENZO/SCALEPACK:  Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology,
Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr
& R. M. Sweet, pp. 307-326. New York: Academic Press.
 
DIAMOND: Brandenburg, K. [or Brandenburg, K. & Putz, H., or Brandenburg, K.
& Berndt, M.] (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
 
DIF4 and REDU4: Stoe & Cie (1991). Program name(s). Stoe & Cie, Darmstadt,
Germany.
 
DIFABS: Walker, N. &  Stuart, D. (1983). Acta Cryst., A39, 158 - 166.
 
DIRAX: Duisenberg, A. J. M. (1992). J. Appl. Cryst. 25, 92-96.
 
DIRDIF99: Beurskens, P.T., Beurskens, G., de Gelder, R., Garciía-Granda,
S., Gould, R.O., Israel, R. & Smits, J.M.M. (1999) The DIRDIF-99 program
system, Technical Report of the Crystallography Laboratory, University of
Nijmegen, The Netherlands.
 
enCIFer: Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler,
M. (2004). J. Appl. Cryst. 37, 335-338.
 
EVALCCD: Duisenberg, A. J. M., Kroon-Batenburg, L. M. J. & Schreurs,
A. M. M. (2003). J. Appl. Cryst. 36, 220-229.
 
JANA2000: Petricek, V. & Dusek, M. (2000). JANA2000. Institute of Physics,
Czech Academy of Sciences, Prague, Czech Republic.
 
Mercury: Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields,
G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst.
39, 453-457.
 
Mogul: Bruno, I. J., Cole, J. C., Kessler, M., Luo, J., Motherwell,
W. D. S., Purkis, L. H., Smith, B. R., Taylor, R., Cooper, R. I., Harris,
S. E. & Orpen, A. G. (2004). J. Chem. Inf. Comput. Sci. 44, 2133-2144.
 
ORTEPII: Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge
National Laboratory, Tennessee, USA.
 
ORTEPIII:  Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII.
Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA.
 
ORTEP-3: Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
 
PARST: Nardelli, M. (1995). J. Appl. Cryst. 28, 659.
 
PLATON: Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.
 
PROCESS: Rigaku (1996). PROCESS. Rigaku Corporation, Tokyo, Japan.
 
PROCESS-AUTO: Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan.
 
publCIF: Westrip, S. P. (2008). publCIF. In preparation.
 
SADABS, TWINABS: Bruker (2001). Program name. Bruker AXS Inc., Madison,
Wisconsin, USA. or Sheldrick, G. M. (1996). Program name. University of
Göttingen, Germany.
 
SHELX Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
 
SIR92: Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla,
M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.
 
SIR97: Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L.,
Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. &
Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.
 
SIR2002: Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L.,
Giacovazzo, C., Polidori, G. & Spagna, R. (2003). J. Appl. Cryst. 36, 1103.
 
SUPERFLIP Palatinus, L. & Chapuis, G. (2007) J. Appl. Cryst. 40, 786-790.
 
TEXSAN: Molecular Structure Corporation & Rigaku (2000). TEXSAN. MSC,
The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.
 
WinGX: Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
 
X-AREA, X-RED, X-RED32, X-SHAPE:  Stoe & Cie (2002). Program name(s).
Stoe & Cie GmbH, Darmstadt, Germany.
 
XCAD4: Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
 
XSCANS: Siemens (1994). XSCANS. Siemens Analytical X-ray Instruments Inc.,
Madison, Wisconsin, USA.
 
;

# END of CIF

#\#CIF_3.5 compound 3

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2012-06-11 at 12:46:45
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4
#  Request file    : c:\wingx\files\archive.reqdat
#  CIF files read  : import dreduc struct

#

#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_3

_audit_creation_date             2012-06-11T12:46:45-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_publ_requested_category         FM

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H22 N4 O6 Zn1'
_chemical_formula_sum            'C24 H22 N4 O6 Zn'
_chemical_formula_weight         527.83
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
_space_group_IT_number           60
loop_
_space_group_symop_operation_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'

_cell_length_a                   7.933(2)
_cell_length_b                   13.2295(17)
_cell_length_c                   22.388(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2349.5(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    235
_cell_measurement_theta_min      3.56
_cell_measurement_theta_max      15.36
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 4 1 0.172
-4 -1 5 0.128
1 -16 0 0.186
3 1 -4 0.219
-2 -1 3 0.127
3 1 -4 0.236
4 -5 5 0.131
-5 3 -6 0.114
1 1 2 0.225
-2 -1 -4 0.182

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.094
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enraf Nonius FR590'
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_ub_11      0.01
_diffrn_orient_matrix_ub_12      0
_diffrn_orient_matrix_ub_13      0
_diffrn_orient_matrix_ub_21      0
_diffrn_orient_matrix_ub_22      0.01
_diffrn_orient_matrix_ub_23      0
_diffrn_orient_matrix_ub_31      0
_diffrn_orient_matrix_ub_32      0
_diffrn_orient_matrix_ub_33      0.01
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_reflns_av_R_equivalents  0.1349
_diffrn_reflns_av_unetI/netI     0.0895
_diffrn_reflns_number            12846
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.08
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_full        27.5
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.953
_reflns_number_total             2579
_reflns_number_gt                1562
_reflns_threshold_expression     >2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0452P)²+4.4642P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2579
_refine_ls_number_parameters     171
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1176
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1417
_refine_ls_wR_factor_gt          0.108
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.003
_refine_diff_density_max         0.692
_refine_diff_density_min         -0.583
_refine_diff_density_rms         0.108

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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_
_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 0.43312(4) 0.25 0.0219(2) Uani 1 2 d S . .
O1 O 0.1327(4) 0.33462(19) 0.29654(12) 0.0260(7) Uani 1 1 d . . .
O3 O 0.3307(4) 0.0604(2) 0.44049(13) 0.0246(7) Uani 1 1 d . . .
O2 O 0.2383(4) 0.47503(19) 0.33563(12) 0.0274(7) Uani 1 1 d . . .
N2 N 0.1454(5) 0.5198(2) 0.19571(15) 0.0259(8) Uani 1 1 d . . .
C1 C 0.2278(5) 0.3806(3) 0.33390(17) 0.0209(9) Uani 1 1 d . . .
C3 C 0.2904(5) 0.2148(3) 0.38404(17) 0.0194(8) Uani 1 1 d . . .
H3 H 0.2205 0.182 0.3569 0.023 Uiso 1 1 calc R . .
C2 C 0.3226(5) 0.3182(3) 0.37773(17) 0.0201(8) Uani 1 1 d . . .
C4 C 0.3626(5) 0.1610(3) 0.43077(17) 0.0188(8) Uani 1 1 d . . .
N1 N 0.5280(5) 0.1544(3) 0.52038(17) 0.0283(9) Uani 1 1 d . . .
C7 C 0.4330(5) 0.3644(3) 0.41759(18) 0.0228(9) Uani 1 1 d . . .
H7 H 0.4585 0.4325 0.413 0.027 Uiso 1 1 calc R . .
C5 C 0.4692(5) 0.2084(3) 0.47205(17) 0.0218(9) Uani 1 1 d . . .
C9 C 0.2557(5) 0.5566(3) 0.0993(2) 0.0335(11) Uani 1 1 d . . .
H9 H 0.2704 0.5374 0.0597 0.04 Uiso 1 1 calc R . .
C10 C 0.3201(6) 0.6465(4) 0.1199(2) 0.0444(13) Uani 1 1 d . . .
H10 H 0.3773 0.69 0.0943 0.053 Uiso 1 1 calc R . .
C6 C 0.5051(5) 0.3107(3) 0.46379(17) 0.0238(9) Uani 1 1 d . . .
H6 H 0.5787 0.3432 0.4898 0.029 Uiso 1 1 calc R . .
C8 C 0.1688(5) 0.4955(3) 0.13860(19) 0.0273(10) Uani 1 1 d . . .
H8 H 0.1247 0.4349 0.1246 0.033 Uiso 1 1 calc R . .
C11 C 0.2984(7) 0.6704(4) 0.1784(2) 0.0547(15) Uani 1 1 d . . .
H11 H 0.3428 0.7302 0.1935 0.066 Uiso 1 1 calc R . .
C12 C 0.2111(6) 0.6064(3) 0.2150(2) 0.0420(13) Uani 1 1 d . . .
H12 H 0.1972 0.624 0.2549 0.05 Uiso 1 1 calc R . .
H3O H 0.301(5) 0.035(3) 0.4092(17) 0.013(11) Uiso 1 1 d . . .
H1N H 0.608(7) 0.180(4) 0.537(2) 0.048(17) Uiso 1 1 d . . .
H2N H 0.520(6) 0.082(4) 0.516(2) 0.052(15) Uiso 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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 O1 1.973(3) 4 ?
Zn1 O1 1.973(3) . ?
Zn1 N2 2.030(3) 4 ?
Zn1 N2 2.030(3) . ?
O1 C1 1.280(5) . ?
O3 C4 1.373(4) . ?
O2 C1 1.252(4) . ?
N2 C12 1.331(5) . ?
N2 C8 1.331(5) . ?
C1 C2 1.487(5) . ?
C3 C4 1.389(5) . ?
C3 C2 1.398(5) . ?
C2 C7 1.392(5) . ?
C4 C5 1.400(5) . ?
N1 C5 1.378(5) . ?
C7 C6 1.379(5) . ?
C5 C6 1.396(5) . ?
C9 C10 1.373(7) . ?
C9 C8 1.380(6) . ?
C10 C11 1.359(7) . ?
C11 C12 1.367(7) . ?

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
O1 Zn1 O1 97.31(15) 4 . ?
O1 Zn1 N2 112.72(13) 4 4 ?
O1 Zn1 N2 111.09(12) . 4 ?
O1 Zn1 N2 111.09(12) 4 . ?
O1 Zn1 N2 112.72(13) . . ?
N2 Zn1 N2 111.24(19) 4 . ?
C1 O1 Zn1 110.2(2) . . ?
C12 N2 C8 117.7(4) . . ?
C12 N2 Zn1 120.9(3) . . ?
C8 N2 Zn1 121.2(3) . . ?
O2 C1 O1 122.2(4) . . ?
O2 C1 C2 120.0(4) . . ?
O1 C1 C2 117.7(3) . . ?
C4 C3 C2 120.1(4) . . ?
C7 C2 C3 118.7(4) . . ?
C7 C2 C1 119.8(3) . . ?
C3 C2 C1 121.2(4) . . ?
O3 C4 C3 122.7(3) . . ?
O3 C4 C5 116.1(3) . . ?
C3 C4 C5 121.1(3) . . ?
C6 C7 C2 121.1(4) . . ?
N1 C5 C6 122.5(4) . . ?
N1 C5 C4 119.4(4) . . ?
C6 C5 C4 118.0(4) . . ?
C10 C9 C8 118.6(4) . . ?
C11 C10 C9 118.6(4) . . ?
C7 C6 C5 120.9(4) . . ?
N2 C8 C9 122.8(4) . . ?
C10 C11 C12 119.9(5) . . ?
N2 C12 C11 122.5(4) . . ?
_database_code_depnum_ccdc_archive 'CCDC 962469'
#\#CIF_1.5

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2012-05-29 at 16:59:50
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4
#  Request file    : c:\wingx\files\archive.reqdat
#  CIF files read  : import dreduc struct

#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#

data_global

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2012-05-29
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#------------------ AUTHOR DETAILS -------------------------------------------#

# Name and address of author for correspondence

_publ_contact_author_name        'Gomez-Sal, Pilar'
_publ_contact_author_address     
;
Department of Chemistry
University of Alcala
Alcala de Henares
Spain
;
_publ_contact_author_email       pilar.gomez@uah.es
_publ_contact_author_fax         00(000)0000000
_publ_contact_author_phone       00(000)0000000


# Insert blank lines between references

_publ_section_references         
;
Blessing, R. H. (1995) Acta Cryst., A51, 33-38.
 
Blessing, R. H. (1987) Cryst. Rev. 1, 3-58.
 
Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397.
 
Bruker (2007) APEX2 (Version 2.1-4), SAINT (version 7.34A), SADABS
(version 2007/4), BrukerAXS Inc, Madison, Wisconsin, USA.
 
Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
 
Flack H. D. & Bernardinelli, G. (71999). Acta Cryst. A55, 908-915.
 
Flack H. D. & Bernardinelli, G. (2000). J. Appl. Cryst. 33, 1143-1148.
 
Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580
 
LePage, Y. (1987). J. Appl. Cryst. 20, 264-269.
 
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968) Acta Cryst,
 A24, 351-359
 
Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr.
 34, 824-828
 
Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr.
 35, 281.
 
ABSCOR: Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
 
APEX, APEX2, SMART, SAINT, SAINT-Plus: Bruker (2007). Program name(s).
Bruker AXS Inc., Madison, Wisconsin, USA.
[Older versions (pre-1997) should refer to Siemens Analytical X-ray
Instruments Inc. instead of Bruker AXS.]
 
CAD-4 Software: Enraf-Nonius (1989). CAD-4 Software (or CAD-4 EXPRESS).
Enraf-Nonius, Delft, The Netherlands.
 
Cambridge Structural Database: Allen, F. R. (2002). Acta Cryst. B58, 380-388.
 
CAMERON: Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON.
Chemical Crystallography Laboratory, Oxford, England.
 
CrysAlis CCD, CrysAlis RED and associated programs: Oxford Diffraction (2006).
Program name(s). Oxford Diffraction Ltd, Abingdon, England.
 
CRYSTALS: Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. &
Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487.
 
COLLECT: Nonius [or Hooft, R. W. W.] (1998). COLLECT. Nonius BV, Delft,
The Netherlands.
 
DENZO/SCALEPACK:  Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology,
Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr
& R. M. Sweet, pp. 307-326. New York: Academic Press.
 
DIAMOND: Brandenburg, K. [or Brandenburg, K. & Putz, H., or Brandenburg, K.
& Berndt, M.] (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
 
DIF4 and REDU4: Stoe & Cie (1991). Program name(s). Stoe & Cie, Darmstadt,
Germany.
 
DIFABS: Walker, N. &  Stuart, D. (1983). Acta Cryst., A39, 158 - 166.
 
DIRAX: Duisenberg, A. J. M. (1992). J. Appl. Cryst. 25, 92-96.
 
DIRDIF99: Beurskens, P.T., Beurskens, G., de Gelder, R., Garciía-Granda,
S., Gould, R.O., Israel, R. & Smits, J.M.M. (1999) The DIRDIF-99 program
system, Technical Report of the Crystallography Laboratory, University of
Nijmegen, The Netherlands.
 
enCIFer: Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler,
M. (2004). J. Appl. Cryst. 37, 335-338.
 
EVALCCD: Duisenberg, A. J. M., Kroon-Batenburg, L. M. J. & Schreurs,
A. M. M. (2003). J. Appl. Cryst. 36, 220-229.
 
JANA2000: Petricek, V. & Dusek, M. (2000). JANA2000. Institute of Physics,
Czech Academy of Sciences, Prague, Czech Republic.
 
Mercury: Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields,
G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst.
39, 453-457.
 
Mogul: Bruno, I. J., Cole, J. C., Kessler, M., Luo, J., Motherwell,
W. D. S., Purkis, L. H., Smith, B. R., Taylor, R., Cooper, R. I., Harris,
S. E. & Orpen, A. G. (2004). J. Chem. Inf. Comput. Sci. 44, 2133-2144.
 
ORTEPII: Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge
National Laboratory, Tennessee, USA.
 
ORTEPIII:  Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII.
Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA.
 
ORTEP-3: Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
 
PARST: Nardelli, M. (1995). J. Appl. Cryst. 28, 659.
 
PLATON: Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.
 
PROCESS: Rigaku (1996). PROCESS. Rigaku Corporation, Tokyo, Japan.
 
PROCESS-AUTO: Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan.
 
publCIF: Westrip, S. P. (2008). publCIF. In preparation.
 
SADABS, TWINABS: Bruker (2001). Program name. Bruker AXS Inc., Madison,
Wisconsin, USA. or Sheldrick, G. M. (1996). Program name. University of
Göttingen, Germany.
 
SHELX Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
 
SIR92: Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla,
M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.
 
SIR97: Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L.,
Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. &
Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.
 
SIR2002: Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L.,
Giacovazzo, C., Polidori, G. & Spagna, R. (2003). J. Appl. Cryst. 36, 1103.
 
SUPERFLIP Palatinus, L. & Chapuis, G. (2007) J. Appl. Cryst. 40, 786-790.
 
TEXSAN: Molecular Structure Corporation & Rigaku (2000). TEXSAN. MSC,
The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.
 
WinGX: Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
 
X-AREA, X-RED, X-RED32, X-SHAPE:  Stoe & Cie (2002). Program name(s).
Stoe & Cie GmbH, Darmstadt, Germany.
 
XCAD4: Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
 
XSCANS: Siemens (1994). XSCANS. Siemens Analytical X-ray Instruments Inc.,
Madison, Wisconsin, USA.
 
;

# END of CIF

#\#CIF_4.5 compound 4

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2012-06-12 at 10:13:12
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4
#  Request file    : c:\wingx\files\archive.reqdat
#  CIF files read  : import dreduc struct

#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_4

_audit_creation_date             2012-06-12T10:13:12-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_publ_requested_category         FM

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C68 H56 N12 O12 Zn2'
_chemical_formula_sum            'C68 H56 N12 O12 Zn2'
_chemical_formula_weight         1363.99
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.9100(9)
_cell_length_b                   16.496(3)
_cell_length_c                   18.716(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.910(8)
_cell_angle_gamma                90
_cell_volume                     2956.6(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    214
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      16.11
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.15
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
9 -8 0 0.192
2 5 -1 0.165
-6 12 -1 0.196
-2 -3 1 0.079
1 1 -2 0.174
-1 -1 2 0.078
3 -1 9 0.225
-4 1 -13 0.247
2 6 -1 0.116
2 -9 1 0.188
1 1 -2 0.127
-15 1 16 0.118
1 3 -4 0.151
1 -8 -7 0.19
-1 14 15 0.191
-3 1 -4 0.177
4 -11 -5 0.182
-2 -5 4 0.076
2 1 0 0.183

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.89
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enraf Nonius FR590'
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_ub_11      0.01
_diffrn_orient_matrix_ub_12      0
_diffrn_orient_matrix_ub_13      0
_diffrn_orient_matrix_ub_21      0
_diffrn_orient_matrix_ub_22      0.01
_diffrn_orient_matrix_ub_23      0
_diffrn_orient_matrix_ub_31      0
_diffrn_orient_matrix_ub_32      0
_diffrn_orient_matrix_ub_33      0.01
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_reflns_av_R_equivalents  0.1251
_diffrn_reflns_av_unetI/netI     0.0958
_diffrn_reflns_number            23854
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.26
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_reflns_number_total             6634
_reflns_number_gt                4235
_reflns_threshold_expression     >2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'SIR2004 (Giacovazzo et al, 2004)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0176P)²+7.1911P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6634
_refine_ls_number_parameters     444
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1197
_refine_ls_R_factor_gt           0.0574
_refine_ls_wR_factor_ref         0.1351
_refine_ls_wR_factor_gt          0.1075
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.491
_refine_diff_density_min         -0.943
_refine_diff_density_rms         0.098

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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_
_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 0.59272(5) 0.07355(3) 0.45722(2) 0.02294(13) Uani 1 1 d . . .
N3 N 0.5046(4) 0.1783(2) 0.49939(19) 0.0270(8) Uani 1 1 d . . .
N4 N 1.0311(4) 0.0945(3) 0.8954(2) 0.0355(9) Uani 1 1 d . . .
N6 N 1.1857(5) 0.2952(3) 0.2798(3) 0.0428(10) Uani 1 1 d . . .
N8 N 0.1821(4) 0.4979(2) 0.6460(2) 0.0362(9) Uani 1 1 d . . .
N15 N 0.6973(3) -0.04073(19) 0.43120(18) 0.0253(7) Uani 1 1 d . . .
N16 N 1.1227(4) -0.3672(2) 0.3735(2) 0.0365(9) Uani 1 1 d . . .
O1 O 0.6800(3) 0.04613(17) 0.56349(15) 0.0310(7) Uani 1 1 d . . .
O2 O 0.4196(3) 0.04819(16) 0.38161(15) 0.0295(7) Uani 1 1 d . . .
O3 O 0.7401(3) 0.12650(16) 0.42211(16) 0.0295(7) Uani 1 1 d . . .
O4 O 0.6181(3) 0.23482(19) 0.3701(2) 0.0423(8) Uani 1 1 d . . .
O5 O 1.0036(4) 0.40454(17) 0.30624(18) 0.0356(7) Uani 1 1 d . . .
O6 O 0.8294(3) -0.01724(18) 0.88904(15) 0.0364(7) Uani 1 1 d . . .
H4 H 0.7643 -0.0495 0.8814 0.055 Uiso 1 1 calc R . .
C1 C 0.7241(4) 0.1926(2) 0.3848(2) 0.0259(9) Uani 1 1 d . . .
C2 C 0.8500(4) 0.2179(2) 0.3597(2) 0.0227(8) Uani 1 1 d . . .
C3 C 0.8661(4) 0.2999(2) 0.3429(2) 0.0252(9) Uani 1 1 d . . .
H3 H 0.7985 0.3374 0.3471 0.03 Uiso 1 1 calc R . .
C4 C 0.9803(4) 0.3251(2) 0.3203(2) 0.0253(9) Uani 1 1 d . . .
C5 C 1.0792(4) 0.2690(3) 0.3088(2) 0.0277(9) Uani 1 1 d . . .
C6 C 1.0622(4) 0.1875(2) 0.3251(2) 0.0271(9) Uani 1 1 d . . .
H6 H 1.1266 0.1493 0.3183 0.032 Uiso 1 1 calc R . .
C7 C 0.9499(4) 0.1632(2) 0.3515(2) 0.0257(9) Uani 1 1 d . . .
H7 H 0.9419 0.1091 0.3638 0.031 Uiso 1 1 calc R . .
C11 C 0.6718(4) 0.0061(2) 0.6188(2) 0.0214(8) Uani 1 1 d . . .
C12 C 0.7731(4) 0.0242(2) 0.6902(2) 0.0197(8) Uani 1 1 d . . .
C13 C 0.8814(4) 0.0796(2) 0.6946(2) 0.0266(9) Uani 1 1 d . . .
H13 H 0.8955 0.1019 0.6515 0.032 Uiso 1 1 calc R . .
C14 C 0.9677(4) 0.1016(3) 0.7619(2) 0.0294(9) Uani 1 1 d . . .
H14 H 1.04 0.138 0.7635 0.035 Uiso 1 1 calc R . .
C15 C 0.9486(4) 0.0705(2) 0.8274(2) 0.0244(8) Uani 1 1 d . . .
C16 C 0.8433(4) 0.0123(2) 0.8236(2) 0.0240(8) Uani 1 1 d . . .
C17 C 0.7576(4) -0.0097(2) 0.7558(2) 0.0225(8) Uani 1 1 d . . .
H17 H 0.6881 -0.0481 0.7539 0.027 Uiso 1 1 calc R . .
C20 C 0.3805(4) 0.2085(3) 0.4640(2) 0.0316(10) Uani 1 1 d . . .
H20 H 0.3324 0.1833 0.4204 0.038 Uiso 1 1 calc R . .
C21 C 0.3191(5) 0.2744(3) 0.4877(2) 0.0333(10) Uani 1 1 d . . .
H21 H 0.2315 0.2921 0.461 0.04 Uiso 1 1 calc R . .
C22 C 0.3897(4) 0.3144(2) 0.5522(2) 0.0283(9) Uani 1 1 d . . .
C23 C 0.5205(4) 0.2848(3) 0.5877(3) 0.0340(10) Uani 1 1 d . . .
H23 H 0.5728 0.3101 0.6302 0.041 Uiso 1 1 calc R . .
C24 C 0.5736(4) 0.2173(3) 0.5598(2) 0.0316(10) Uani 1 1 d . . .
H24 H 0.6617 0.1986 0.5847 0.038 Uiso 1 1 calc R . .
C25 C 0.3226(4) 0.3810(2) 0.5835(2) 0.0281(9) Uani 1 1 d . . .
C26 C 0.2261(5) 0.4335(3) 0.5401(2) 0.0355(10) Uani 1 1 d . . .
H26 H 0.2059 0.4306 0.4888 0.043 Uiso 1 1 calc R . .
C27 C 0.1607(5) 0.4899(3) 0.5738(3) 0.0383(11) Uani 1 1 d . . .
H27 H 0.0969 0.5247 0.5436 0.046 Uiso 1 1 calc R . .
C28 C 0.3505(5) 0.3910(3) 0.6595(2) 0.0355(10) Uani 1 1 d . . .
H28 H 0.4177 0.3592 0.6911 0.043 Uiso 1 1 calc R . .
C29 C 0.2769(5) 0.4489(3) 0.6876(3) 0.0389(11) Uani 1 1 d . . .
H29 H 0.2949 0.4538 0.7387 0.047 Uiso 1 1 calc R . .
C30 C 0.8278(4) -0.0525(2) 0.4728(2) 0.0274(9) Uani 1 1 d . . .
H30 H 0.8628 -0.0169 0.5117 0.033 Uiso 1 1 calc R . .
C31 C 0.9127(4) -0.1145(2) 0.4611(2) 0.0254(9) Uani 1 1 d . . .
H31 H 1.003 -0.1197 0.4911 0.03 Uiso 1 1 calc R . .
C32 C 0.8621(4) -0.1694(2) 0.4038(2) 0.0234(8) Uani 1 1 d . . .
C33 C 0.7293(4) -0.1559(2) 0.3597(2) 0.0283(9) Uani 1 1 d . . .
H33 H 0.6926 -0.1898 0.3197 0.034 Uiso 1 1 calc R . .
C34 C 0.6504(4) -0.0916(2) 0.3749(2) 0.0278(9) Uani 1 1 d . . .
H34 H 0.561 -0.0837 0.3445 0.033 Uiso 1 1 calc R . .
C35 C 0.9488(4) -0.2387(2) 0.3921(2) 0.0233(8) Uani 1 1 d . . .
C36 C 1.0508(4) -0.2709(3) 0.4511(2) 0.0304(10) Uani 1 1 d . . .
H36 H 1.0625 -0.2499 0.4984 0.037 Uiso 1 1 calc R . .
C37 C 1.1342(5) -0.3335(3) 0.4393(2) 0.0340(10) Uani 1 1 d . . .
H37 H 1.2022 -0.3533 0.4795 0.041 Uiso 1 1 calc R . .
C38 C 1.0239(5) -0.3374(3) 0.3172(3) 0.0397(11) Uani 1 1 d . . .
H38 H 1.0142 -0.36 0.2707 0.048 Uiso 1 1 calc R . .
C39 C 0.9353(5) -0.2748(3) 0.3239(2) 0.0312(10) Uani 1 1 d . . .
H39 H 0.8671 -0.2572 0.2829 0.037 Uiso 1 1 calc R . .
H1N H 0.988(6) 0.083(3) 0.930(3) 0.060(18) Uiso 1 1 d . . .
H1O H 0.934(5) 0.432(3) 0.315(3) 0.047(16) Uiso 1 1 d . . .
H2N H 1.064(4) 0.139(3) 0.899(2) 0.020(12) Uiso 1 1 d . . .
H3N H 1.259(6) 0.268(3) 0.285(3) 0.041(15) Uiso 1 1 d . . .
H4N H 1.197(7) 0.348(4) 0.274(4) 0.09(2) Uiso 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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 O3 1.955(3) . ?
Zn1 O2 1.967(3) . ?
Zn1 O1 2.006(3) . ?
Zn1 N3 2.174(4) . ?
Zn1 N15 2.264(3) . ?
N3 C24 1.328(5) . ?
N3 C20 1.334(5) . ?
N4 C15 1.382(5) . ?
N6 C5 1.375(6) . ?
N8 C27 1.319(6) . ?
N8 C29 1.329(6) . ?
N15 C34 1.334(5) . ?
N15 C30 1.341(5) . ?
N16 C37 1.329(6) . ?
N16 C38 1.334(6) . ?
O1 C11 1.249(5) . ?
O2 C11 1.272(5) 3_656 ?
O3 C1 1.282(5) . ?
O4 C1 1.231(5) . ?
O5 C4 1.368(5) . ?
O6 C16 1.357(5) . ?
C1 C2 1.501(6) . ?
C2 C7 1.376(6) . ?
C2 C3 1.408(5) . ?
C3 C4 1.370(6) . ?
C4 C5 1.404(6) . ?
C5 C6 1.399(6) . ?
C6 C7 1.387(6) . ?
C11 O2 1.272(5) 3_656 ?
C11 C12 1.480(5) . ?
C12 C17 1.393(5) . ?
C12 C13 1.396(5) . ?
C13 C14 1.377(6) . ?
C14 C15 1.386(6) . ?
C15 C16 1.405(5) . ?
C16 C17 1.382(5) . ?
C20 C21 1.373(6) . ?
C21 C22 1.396(6) . ?
C22 C23 1.384(6) . ?
C22 C25 1.482(6) . ?
C23 C24 1.389(6) . ?
C25 C28 1.386(6) . ?
C25 C26 1.387(6) . ?
C26 C27 1.377(6) . ?
C28 C29 1.385(6) . ?
C30 C31 1.377(6) . ?
C31 C32 1.394(5) . ?
C32 C33 1.380(6) . ?
C32 C35 1.480(5) . ?
C33 C34 1.390(6) . ?
C35 C39 1.383(6) . ?
C35 C36 1.397(6) . ?
C36 C37 1.376(6) . ?
C38 C39 1.381(6) . ?

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
O3 Zn1 O2 116.21(12) . . ?
O3 Zn1 O1 105.37(12) . . ?
O2 Zn1 O1 137.66(12) . . ?
O3 Zn1 N3 99.88(12) . . ?
O2 Zn1 N3 94.17(12) . . ?
O1 Zn1 N3 86.00(12) . . ?
O3 Zn1 N15 82.92(12) . . ?
O2 Zn1 N15 91.78(12) . . ?
O1 Zn1 N15 85.47(12) . . ?
N3 Zn1 N15 171.46(13) . . ?
C24 N3 C20 116.7(4) . . ?
C24 N3 Zn1 121.8(3) . . ?
C20 N3 Zn1 121.4(3) . . ?
C27 N8 C29 116.2(4) . . ?
C34 N15 C30 117.2(3) . . ?
C34 N15 Zn1 127.4(3) . . ?
C30 N15 Zn1 115.0(3) . . ?
C37 N16 C38 116.6(4) . . ?
C11 O1 Zn1 146.9(3) . . ?
C11 O2 Zn1 129.9(3) 3_656 . ?
C1 O3 Zn1 124.4(3) . . ?
O4 C1 O3 125.6(4) . . ?
O4 C1 C2 120.2(4) . . ?
O3 C1 C2 114.2(4) . . ?
C7 C2 C3 118.6(4) . . ?
C7 C2 C1 122.2(3) . . ?
C3 C2 C1 119.2(4) . . ?
C4 C3 C2 120.7(4) . . ?
O5 C4 C3 122.9(4) . . ?
O5 C4 C5 116.3(4) . . ?
C3 C4 C5 120.8(4) . . ?
N6 C5 C6 122.4(4) . . ?
N6 C5 C4 119.4(4) . . ?
C6 C5 C4 118.2(4) . . ?
C7 C6 C5 120.5(4) . . ?
C2 C7 C6 121.1(4) . . ?
O1 C11 O2 124.4(4) . 3_656 ?
O1 C11 C12 117.9(3) . . ?
O2 C11 C12 117.7(3) 3_656 . ?
C17 C12 C13 117.9(4) . . ?
C17 C12 C11 120.8(3) . . ?
C13 C12 C11 121.2(3) . . ?
C14 C13 C12 120.9(4) . . ?
C13 C14 C15 121.2(4) . . ?
N4 C15 C14 121.7(4) . . ?
N4 C15 C16 119.8(4) . . ?
C14 C15 C16 118.5(4) . . ?
O6 C16 C17 123.6(4) . . ?
O6 C16 C15 116.5(3) . . ?
C17 C16 C15 119.9(4) . . ?
C16 C17 C12 121.6(4) . . ?
N3 C20 C21 124.3(4) . . ?
C20 C21 C22 119.3(4) . . ?
C23 C22 C21 116.6(4) . . ?
C23 C22 C25 122.1(4) . . ?
C21 C22 C25 121.1(4) . . ?
C22 C23 C24 120.0(4) . . ?
N3 C24 C23 123.1(4) . . ?
C28 C25 C26 116.9(4) . . ?
C28 C25 C22 120.2(4) . . ?
C26 C25 C22 122.9(4) . . ?
C27 C26 C25 119.2(4) . . ?
N8 C27 C26 124.5(4) . . ?
C29 C28 C25 119.0(4) . . ?
N8 C29 C28 124.0(4) . . ?
N15 C30 C31 123.5(4) . . ?
C30 C31 C32 119.4(4) . . ?
C33 C32 C31 117.0(4) . . ?
C33 C32 C35 122.4(4) . . ?
C31 C32 C35 120.5(4) . . ?
C32 C33 C34 120.1(4) . . ?
N15 C34 C33 122.8(4) . . ?
C39 C35 C36 116.3(4) . . ?
C39 C35 C32 123.3(4) . . ?
C36 C35 C32 120.4(4) . . ?
C37 C36 C35 120.1(4) . . ?
N16 C37 C36 123.4(4) . . ?
N16 C38 C39 123.9(4) . . ?
C38 C39 C35 119.6(4) . . ?
_database_code_depnum_ccdc_archive 'CCDC 962470'
#\#CIF_1.5

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2012-05-29 at 16:59:50
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4
#  Request file    : c:\wingx\files\archive.reqdat
#  CIF files read  : import dreduc struct

#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#

data_global

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2012-05-29
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#------------------ AUTHOR DETAILS -------------------------------------------#

# Name and address of author for correspondence

_publ_contact_author_name        'Gomez-Sal, Pilar'
_publ_contact_author_address     
;
Department of Chemistry
University of Alcala
Alcala de Henares
Spain
;
_publ_contact_author_email       pilar.gomez@uah.es
_publ_contact_author_fax         00(000)0000000
_publ_contact_author_phone       00(000)0000000


# Insert blank lines between references

_publ_section_references         
;
Blessing, R. H. (1995) Acta Cryst., A51, 33-38.
 
Blessing, R. H. (1987) Cryst. Rev. 1, 3-58.
 
Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397.
 
Bruker (2007) APEX2 (Version 2.1-4), SAINT (version 7.34A), SADABS
(version 2007/4), BrukerAXS Inc, Madison, Wisconsin, USA.
 
Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
 
Flack H. D. & Bernardinelli, G. (71999). Acta Cryst. A55, 908-915.
 
Flack H. D. & Bernardinelli, G. (2000). J. Appl. Cryst. 33, 1143-1148.
 
Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580
 
LePage, Y. (1987). J. Appl. Cryst. 20, 264-269.
 
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968) Acta Cryst,
 A24, 351-359
 
Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr.
 34, 824-828
 
Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr.
 35, 281.
 
ABSCOR: Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
 
APEX, APEX2, SMART, SAINT, SAINT-Plus: Bruker (2007). Program name(s).
Bruker AXS Inc., Madison, Wisconsin, USA.
[Older versions (pre-1997) should refer to Siemens Analytical X-ray
Instruments Inc. instead of Bruker AXS.]
 
CAD-4 Software: Enraf-Nonius (1989). CAD-4 Software (or CAD-4 EXPRESS).
Enraf-Nonius, Delft, The Netherlands.
 
Cambridge Structural Database: Allen, F. R. (2002). Acta Cryst. B58, 380-388.
 
CAMERON: Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON.
Chemical Crystallography Laboratory, Oxford, England.
 
CrysAlis CCD, CrysAlis RED and associated programs: Oxford Diffraction (2006).
Program name(s). Oxford Diffraction Ltd, Abingdon, England.
 
CRYSTALS: Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. &
Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487.
 
COLLECT: Nonius [or Hooft, R. W. W.] (1998). COLLECT. Nonius BV, Delft,
The Netherlands.
 
DENZO/SCALEPACK:  Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology,
Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr
& R. M. Sweet, pp. 307-326. New York: Academic Press.
 
DIAMOND: Brandenburg, K. [or Brandenburg, K. & Putz, H., or Brandenburg, K.
& Berndt, M.] (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
 
DIF4 and REDU4: Stoe & Cie (1991). Program name(s). Stoe & Cie, Darmstadt,
Germany.
 
DIFABS: Walker, N. &  Stuart, D. (1983). Acta Cryst., A39, 158 - 166.
 
DIRAX: Duisenberg, A. J. M. (1992). J. Appl. Cryst. 25, 92-96.
 
DIRDIF99: Beurskens, P.T., Beurskens, G., de Gelder, R., Garciía-Granda,
S., Gould, R.O., Israel, R. & Smits, J.M.M. (1999) The DIRDIF-99 program
system, Technical Report of the Crystallography Laboratory, University of
Nijmegen, The Netherlands.
 
enCIFer: Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler,
M. (2004). J. Appl. Cryst. 37, 335-338.
 
EVALCCD: Duisenberg, A. J. M., Kroon-Batenburg, L. M. J. & Schreurs,
A. M. M. (2003). J. Appl. Cryst. 36, 220-229.
 
JANA2000: Petricek, V. & Dusek, M. (2000). JANA2000. Institute of Physics,
Czech Academy of Sciences, Prague, Czech Republic.
 
Mercury: Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields,
G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst.
39, 453-457.
 
Mogul: Bruno, I. J., Cole, J. C., Kessler, M., Luo, J., Motherwell,
W. D. S., Purkis, L. H., Smith, B. R., Taylor, R., Cooper, R. I., Harris,
S. E. & Orpen, A. G. (2004). J. Chem. Inf. Comput. Sci. 44, 2133-2144.
 
ORTEPII: Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge
National Laboratory, Tennessee, USA.
 
ORTEPIII:  Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII.
Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA.
 
ORTEP-3: Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
 
PARST: Nardelli, M. (1995). J. Appl. Cryst. 28, 659.
 
PLATON: Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.
 
PROCESS: Rigaku (1996). PROCESS. Rigaku Corporation, Tokyo, Japan.
 
PROCESS-AUTO: Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan.
 
publCIF: Westrip, S. P. (2008). publCIF. In preparation.
 
SADABS, TWINABS: Bruker (2001). Program name. Bruker AXS Inc., Madison,
Wisconsin, USA. or Sheldrick, G. M. (1996). Program name. University of
Göttingen, Germany.
 
SHELX Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
 
SIR92: Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla,
M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.
 
SIR97: Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L.,
Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. &
Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.
 
SIR2002: Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L.,
Giacovazzo, C., Polidori, G. & Spagna, R. (2003). J. Appl. Cryst. 36, 1103.
 
SUPERFLIP Palatinus, L. & Chapuis, G. (2007) J. Appl. Cryst. 40, 786-790.
 
TEXSAN: Molecular Structure Corporation & Rigaku (2000). TEXSAN. MSC,
The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.
 
WinGX: Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
 
X-AREA, X-RED, X-RED32, X-SHAPE:  Stoe & Cie (2002). Program name(s).
Stoe & Cie GmbH, Darmstadt, Germany.
 
XCAD4: Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
 
XSCANS: Siemens (1994). XSCANS. Siemens Analytical X-ray Instruments Inc.,
Madison, Wisconsin, USA.
 
;

# END of CIF

##\#CIF_5.5

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2012-06-11 at 19:28:02
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4
#  Request file    : c:\wingx\files\archive.reqdat
#  CIF files read  : import dreduc sortav struct


#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_5

_audit_creation_date             2012-06-11T19:28:02-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_publ_requested_category         FM

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C68 H58 N12 O9 Zn2'
_chemical_formula_sum            'C68 H58 N12 O9 Zn2'
_chemical_formula_weight         1318
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.404(2)
_cell_length_b                   11.9230(17)
_cell_length_c                   14.556(3)
_cell_angle_alpha                77.240(10)
_cell_angle_beta                 84.170(10)
_cell_angle_gamma                72.490(10)
_cell_volume                     1516.9(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    256
_cell_measurement_theta_min      3.34
_cell_measurement_theta_max      15.45
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             682
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
16 15 3 0.125
-1 2 -3 0.259
-4 -2 -1 0.211
-1 -6 4 0.263
-4 -3 -1 0.214
7 -8 15 0.296
-1 1 2 0.206
1 -1 -2 0.258
-1 -3 15 0.217
-6 9 5 0.225
4 -6 -3 0.267
1 0 -6 0.269
-6 -3 -2 0.147
-1 -2 -4 0.212
2 3 6 0.192

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_absorpt_correction_T_min  0.672
_exptl_absorpt_correction_T_max  0.702

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enraf Nonius FR590'
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_ub_11      0.01
_diffrn_orient_matrix_ub_12      0
_diffrn_orient_matrix_ub_13      0
_diffrn_orient_matrix_ub_21      0
_diffrn_orient_matrix_ub_22      0.01
_diffrn_orient_matrix_ub_23      0
_diffrn_orient_matrix_ub_31      0
_diffrn_orient_matrix_ub_32      0
_diffrn_orient_matrix_ub_33      0.01
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0722
_diffrn_reflns_number            12902
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.08
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_full        27.5
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_reflns_number_total             6892
_reflns_number_gt                4547
_reflns_threshold_expression     >2σ(I)
_diffrn_reflns_reduction_process 
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'SIR2002 (Giacovazzo et al, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0237P)²+1.6321P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6892
_refine_ls_number_parameters     435
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.0874
_refine_ls_wR_factor_gt          0.0721
_refine_ls_goodness_of_fit_ref   0.85
_refine_ls_restrained_S_all      0.85
_refine_ls_shift/su_max          0.05
_refine_ls_shift/su_mean         0.005
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.057

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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_
_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 0.07093(3) 0.26435(3) 0.637667(19) 0.03113(9) Uani 1 1 d . . .
O1 O 0.1630(3) 0.1006(2) 0.57971(14) 0.0869(9) Uani 1 1 d . . .
O2 O 0.1630(2) 0.27206(18) 0.49538(17) 0.0676(7) Uani 1 1 d . . .
O3 O 0.1007(2) 0.40712(15) 0.66777(12) 0.0412(4) Uani 1 1 d . . .
O4 O 0.3322(2) 0.31332(15) 0.71263(14) 0.0499(5) Uani 1 1 d . . .
O5 O -0.4174(6) -0.0435(5) 0.9890(4) 0.0735(13) Uani 0.5 1 d P . .
N1 N -0.1462(2) 0.34462(17) 0.59600(13) 0.0308(4) Uani 1 1 d . . .
N2 N 0.0494(2) 0.15942(17) 0.76879(13) 0.0325(4) Uani 1 1 d . . .
N3 N 0.5214(4) -0.0575(3) 0.2100(2) 0.0639(8) Uani 1 1 d . . .
N4 N 0.3120(4) 0.8574(2) 0.6950(2) 0.0526(7) Uani 1 1 d . . .
N5 N -0.3683(3) 0.1759(2) 0.9648(2) 0.0634(7) Uani 1 1 d . . .
N6 N -0.1394(3) 0.6973(2) 0.93985(16) 0.0502(6) Uani 1 1 d . . .
C1 C 0.1958(3) 0.1613(3) 0.5044(2) 0.0443(7) Uani 1 1 d . . .
C2 C 0.2765(3) 0.1042(2) 0.42617(17) 0.0328(5) Uani 1 1 d . . .
C3 C 0.3646(4) -0.0139(2) 0.44277(19) 0.0592(9) Uani 1 1 d . . .
H3 H 0.3688 -0.059 0.5039 0.071 Uiso 1 1 calc R . .
C4 C 0.4460(4) -0.0665(2) 0.37172(19) 0.0523(8) Uani 1 1 d . . .
H4 H 0.5075 -0.1449 0.3859 0.063 Uiso 1 1 calc R . .
C5 C 0.4377(3) -0.0042(2) 0.27961(17) 0.0388(6) Uani 1 1 d . . .
C6 C 0.3481(3) 0.1139(3) 0.26185(19) 0.0543(8) Uani 1 1 d . . .
H6 H 0.339 0.1575 0.2002 0.065 Uiso 1 1 calc R . .
C7 C 0.2723(3) 0.1674(2) 0.33460(19) 0.0458(7) Uani 1 1 d . . .
H7 H 0.2173 0.2479 0.3214 0.055 Uiso 1 1 calc R . .
C8 C 0.2289(3) 0.4058(2) 0.69168(15) 0.0326(5) Uani 1 1 d . . .
C9 C 0.2478(2) 0.5247(2) 0.69352(14) 0.0274(5) Uani 1 1 d . . .
C10 C 0.1396(3) 0.6316(2) 0.66178(16) 0.0349(5) Uani 1 1 d . . .
H10 H 0.051 0.6291 0.6403 0.042 Uiso 1 1 calc R . .
C11 C 0.1605(3) 0.7411(2) 0.66139(17) 0.0379(6) Uani 1 1 d . . .
H11 H 0.0856 0.8111 0.6402 0.045 Uiso 1 1 calc R . .
C12 C 0.2919(3) 0.7486(2) 0.69223(16) 0.0353(6) Uani 1 1 d . . .
C13 C 0.4022(3) 0.6413(2) 0.72386(17) 0.0367(6) Uani 1 1 d . . .
H13 H 0.4913 0.6435 0.7448 0.044 Uiso 1 1 calc R . .
C14 C 0.3790(3) 0.5323(2) 0.72409(15) 0.0318(5) Uani 1 1 d . . .
H14 H 0.4535 0.4619 0.7453 0.038 Uiso 1 1 calc R . .
C15 C -0.2379(3) 0.2870(2) 0.5782(2) 0.0456(7) Uani 1 1 d . . .
H15 H -0.2072 0.2035 0.5918 0.055 Uiso 1 1 calc R . .
C16 C -0.3758(3) 0.3441(2) 0.5409(2) 0.0443(7) Uani 1 1 d . . .
H16 H -0.4355 0.2993 0.5295 0.053 Uiso 1 1 calc R . .
C17 C -0.4257(2) 0.4677(2) 0.52034(15) 0.0277(5) Uani 1 1 d . . .
C18 C -0.3301(3) 0.5274(2) 0.53816(17) 0.0369(6) Uani 1 1 d . . .
H18 H -0.3584 0.6108 0.5252 0.044 Uiso 1 1 calc R . .
C19 C -0.1936(3) 0.4645(2) 0.57492(18) 0.0387(6) Uani 1 1 d . . .
H19 H -0.131 0.5073 0.5857 0.046 Uiso 1 1 calc R . .
C20 C -0.0015(3) 0.0642(2) 0.78397(17) 0.0437(6) Uani 1 1 d . . .
H20 H -0.0238 0.0399 0.732 0.052 Uiso 1 1 calc R . .
C21 C -0.0230(3) -0.0008(2) 0.87248(17) 0.0444(7) Uani 1 1 d . . .
H21 H -0.0598 -0.0665 0.8793 0.053 Uiso 1 1 calc R . .
C22 C 0.0106(3) 0.03275(19) 0.95144(15) 0.0296(5) Uani 1 1 d . . .
C23 C 0.0652(3) 0.1309(2) 0.93540(16) 0.0365(6) Uani 1 1 d . . .
H23 H 0.0902 0.1566 0.9858 0.044 Uiso 1 1 calc R . .
C24 C 0.0827(3) 0.1907(2) 0.84424(16) 0.0369(6) Uani 1 1 d . . .
H24 H 0.1198 0.2565 0.8351 0.044 Uiso 1 1 calc R . .
C25 C -0.2263(3) 0.4891(2) 0.94684(17) 0.0369(6) Uani 1 1 d . . .
C26 C -0.1232(3) 0.5224(2) 0.87950(18) 0.0415(6) Uani 1 1 d . . .
H26 H -0.0816 0.4763 0.8344 0.05 Uiso 1 1 calc R . .
C27 C -0.0827(3) 0.6240(3) 0.87981(19) 0.0485(7) Uani 1 1 d . . .
H27 H -0.011 0.6427 0.8352 0.058 Uiso 1 1 calc R . .
C28 C -0.2398(3) 0.6659(3) 1.0034(2) 0.0516(7) Uani 1 1 d . . .
H28 H -0.2824 0.7157 1.0459 0.062 Uiso 1 1 calc R . .
C29 C -0.2852(3) 0.5642(3) 1.01043(19) 0.0474(7) Uani 1 1 d . . .
H29 H -0.3544 0.5462 1.0573 0.057 Uiso 1 1 calc R . .
C30 C -0.2718(3) 0.3799(2) 0.95245(18) 0.0391(6) Uani 1 1 d . . .
C31 C -0.2975(3) 0.3438(2) 0.8726(2) 0.0432(6) Uani 1 1 d . . .
H31 H -0.2817 0.3872 0.813 0.052 Uiso 1 1 calc R . .
C32 C -0.3461(3) 0.2441(3) 0.8820(2) 0.0539(7) Uani 1 1 d . . .
H32 H -0.3647 0.223 0.8276 0.065 Uiso 1 1 calc R . .
C33 C -0.3396(3) 0.2084(3) 1.0411(3) 0.0632(9) Uani 1 1 d . . .
H33 H -0.3518 0.1609 1.0996 0.076 Uiso 1 1 calc R . .
C34 C -0.2926(3) 0.3084(3) 1.0387(2) 0.0518(7) Uani 1 1 d . . .
H34 H -0.2753 0.3274 1.0943 0.062 Uiso 1 1 calc R . .
H1N H 0.261(4) 0.916(3) 0.663(3) 0.083(14) Uiso 1 1 d . . .
H3N H 0.577(4) -0.132(3) 0.225(2) 0.077(12) Uiso 1 1 d . . .
H1W H -0.538(6) -0.046(4) 1.012(3) 0.112(15) Uiso 1 1 d . . .
H4N H 0.500(4) -0.019(3) 0.153(3) 0.088(13) Uiso 1 1 d . . .
H2N H 0.401(4) 0.855(3) 0.701(2) 0.056(10) Uiso 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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 O3 1.9516(17) . ?
Zn1 N2 2.0660(19) . ?
Zn1 N1 2.067(2) . ?
Zn1 O2 2.156(2) . ?
Zn1 O1 2.199(2) . ?
Zn1 C1 2.524(3) . ?
O1 C1 1.239(4) . ?
O2 C1 1.242(3) . ?
O3 C8 1.284(3) . ?
O4 C8 1.233(3) . ?
O5 O5 1.634(11) 2_457 ?
N1 C15 1.328(3) . ?
N1 C19 1.337(3) . ?
N2 C24 1.328(3) . ?
N2 C20 1.328(3) . ?
N3 C5 1.368(3) . ?
N4 C12 1.376(3) . ?
N5 C32 1.332(4) . ?
N5 C33 1.329(4) . ?
N6 C28 1.330(4) . ?
N6 C27 1.332(3) . ?
C1 C2 1.480(3) . ?
C2 C7 1.377(3) . ?
C2 C3 1.384(3) . ?
C3 C4 1.373(4) . ?
C4 C5 1.379(4) . ?
C5 C6 1.389(4) . ?
C6 C7 1.381(4) . ?
C8 C9 1.487(3) . ?
C9 C10 1.389(3) . ?
C9 C14 1.387(3) . ?
C10 C11 1.376(3) . ?
C11 C12 1.390(4) . ?
C12 C13 1.401(3) . ?
C13 C14 1.380(3) . ?
C15 C16 1.374(4) . ?
C16 C17 1.378(3) . ?
C17 C18 1.377(3) . ?
C17 C17 1.489(4) 2_466 ?
C18 C19 1.371(3) . ?
C20 C21 1.379(3) . ?
C21 C22 1.391(3) . ?
C22 C23 1.380(3) . ?
C22 C22 1.482(4) 2_557 ?
C23 C24 1.380(3) . ?
C25 C26 1.388(4) . ?
C25 C29 1.389(3) . ?
C25 C30 1.472(4) . ?
C26 C27 1.376(4) . ?
C28 C29 1.382(4) . ?
C30 C34 1.385(4) . ?
C30 C31 1.390(4) . ?
C31 C32 1.372(4) . ?
C33 C34 1.383(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
O3 Zn1 N2 103.15(7) . . ?
O3 Zn1 N1 95.93(8) . . ?
N2 Zn1 N1 104.13(8) . . ?
O3 Zn1 O2 101.63(7) . . ?
N2 Zn1 O2 147.44(8) . . ?
N1 Zn1 O2 93.92(8) . . ?
O3 Zn1 O1 148.61(10) . . ?
N2 Zn1 O1 89.43(8) . . ?
N1 Zn1 O1 108.88(9) . . ?
O2 Zn1 O1 58.85(8) . . ?
O3 Zn1 C1 127.01(9) . . ?
N2 Zn1 C1 118.46(9) . . ?
N1 Zn1 C1 103.51(8) . . ?
O2 Zn1 C1 29.45(8) . . ?
O1 Zn1 C1 29.41(9) . . ?
C1 O1 Zn1 90.02(18) . . ?
C1 O2 Zn1 91.97(19) . . ?
C8 O3 Zn1 120.55(16) . . ?
C15 N1 C19 116.6(2) . . ?
C15 N1 Zn1 125.09(16) . . ?
C19 N1 Zn1 117.87(16) . . ?
C24 N2 C20 116.8(2) . . ?
C24 N2 Zn1 118.70(16) . . ?
C20 N2 Zn1 124.46(16) . . ?
C32 N5 C33 116.5(3) . . ?
C28 N6 C27 115.7(3) . . ?
O1 C1 O2 119.1(3) . . ?
O1 C1 C2 121.3(2) . . ?
O2 C1 C2 119.5(3) . . ?
O1 C1 Zn1 60.58(15) . . ?
O2 C1 Zn1 58.58(15) . . ?
C2 C1 Zn1 176.5(2) . . ?
C7 C2 C3 117.1(2) . . ?
C7 C2 C1 121.6(2) . . ?
C3 C2 C1 121.2(2) . . ?
C4 C3 C2 122.0(2) . . ?
C3 C4 C5 120.7(2) . . ?
N3 C5 C4 119.8(3) . . ?
N3 C5 C6 122.3(3) . . ?
C4 C5 C6 117.8(2) . . ?
C7 C6 C5 120.8(2) . . ?
C2 C7 C6 121.4(2) . . ?
O4 C8 O3 123.6(2) . . ?
O4 C8 C9 120.5(2) . . ?
O3 C8 C9 115.9(2) . . ?
C10 C9 C14 117.5(2) . . ?
C10 C9 C8 122.2(2) . . ?
C14 C9 C8 120.3(2) . . ?
C11 C10 C9 121.5(2) . . ?
C10 C11 C12 121.0(2) . . ?
N4 C12 C11 121.5(3) . . ?
N4 C12 C13 120.5(3) . . ?
C11 C12 C13 118.0(2) . . ?
C14 C13 C12 120.3(2) . . ?
C13 C14 C9 121.8(2) . . ?
N1 C15 C16 123.5(2) . . ?
C15 C16 C17 120.0(2) . . ?
C16 C17 C18 116.5(2) . . ?
C16 C17 C17 121.4(3) . 2_466 ?
C18 C17 C17 122.2(3) . 2_466 ?
C19 C18 C17 120.4(2) . . ?
N1 C19 C18 123.0(2) . . ?
N2 C20 C21 123.6(2) . . ?
C20 C21 C22 119.5(2) . . ?
C23 C22 C21 116.8(2) . . ?
C23 C22 C22 121.0(3) . 2_557 ?
C21 C22 C22 122.2(3) . 2_557 ?
C24 C23 C22 119.7(2) . . ?
N2 C24 C23 123.6(2) . . ?
C26 C25 C29 116.5(3) . . ?
C26 C25 C30 122.7(2) . . ?
C29 C25 C30 120.8(2) . . ?
C27 C26 C25 119.7(2) . . ?
N6 C27 C26 124.3(3) . . ?
N6 C28 C29 124.3(3) . . ?
C28 C29 C25 119.4(3) . . ?
C34 C30 C31 116.7(3) . . ?
C34 C30 C25 121.0(2) . . ?
C31 C30 C25 122.3(2) . . ?
C32 C31 C30 119.9(3) . . ?
N5 C32 C31 123.7(3) . . ?
N5 C33 C34 124.0(3) . . ?
C30 C34 C33 119.2(3) . . ?

# END of CIF



_database_code_depnum_ccdc_archive 'CCDC 962471'
