# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               CrystEngComm
_journal_coden_cambridge         1350
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
loop_
_publ_author_name
_publ_author_address
'Lingjuan Shen'
;
University of Illinois
School of Chemical Sciences
600 South Mathews Avenue
Urbana, Illinois 61801
USA
;
'Danielle Gray'
;
University of Illinois
School of Chemical Sciences, Box 59-1
505 South Mathews Avenue
Urbana, Illinois 61801
USA
;

_publ_contact_author             
;
Gregory S. Girolami
University of Illinois
School of Chemical Sciences
600 South Mathews Avenue
Urbana, Illinois 61801
USA
;
_publ_contact_author_email       ggirolami@illinois.edu
_publ_contact_author_fax         '1 217 244 3186'
_publ_contact_author_phone       '1 217 333 2729'
_publ_contact_letter             
;
Please consider this CIF submission for publication as a structural paper
in CrystEngComm.
;
_publ_requested_category         FM
_publ_requested_coeditor_name    ?

_publ_section_title              
;
Synthesis and Characterization of Zinc Metal-Organic Frameworks with Chiral Nano-Pores
;

data_92asq
_database_code_depnum_ccdc_archive 'CCDC 883547'
#TrackingRef '- 92asq.cif'

_audit_creation_method           SHELXL-97
_audit_update_record             
;
?
;

_chemical_name_systematic        
;
?
;

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C26 H14 N4 O12 Zn3, 2(C5 H11 N O)
;
_chemical_formula_sum            'C36 H36 N6 O14 Zn3'
_chemical_formula_structural     ?
_chemical_formula_weight         972.82

_chemical_absolute_configuration rmad
_chemical_formula_iupac          ?
_chemical_formula_analytical     ?
_chemical_compound_source        ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   'P4(1)2(1)2 '
_symmetry_space_group_name_Hall  'P 4abw 2nw '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+1/4'
'y+1/2, -x+1/2, z+3/4'
'-x+1/2, y+1/2, -z+1/4'
'x+1/2, -y+1/2, -z+3/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   15.1751(3)
_cell_length_b                   15.1751(3)
_cell_length_c                   22.5604(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5195.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9884
_cell_measurement_theta_min      4.89
_cell_measurement_theta_max      67.74
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.164
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1984
_exptl_crystal_id                92asq

_exptl_crystal_preparation       
;
The data crystal was mounted using oil (Parantone-N, Exxon) to a
glass fiber.
;
_exptl_absorpt_coefficient_mu    2.111
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.8488
_exptl_absorpt_correction_T_max  0.9322
_exptl_absorpt_process_details   'SHELXTL/XPREP V2005/2 (Bruker, 2005)'

_exptl_special_details           
;
One distinct cell was identified using APEX2 (Bruker, 2010). Twenty
frame series were integrated and filtered for statistical outliers
using SAINT (Bruker, 2005) then corrected for absorption by
integration using SHELXTL/XPREP V2005/2 (Bruker, 2005) before using
SADABS (Bruker, 2005) to sort, merge, and scale
the combined data. The absorption correction
was done prior to the squeeze process unsing the mu that contained the
contribution from 2 DEF per formula unit. No decay correction was applied.
The final refinements excluded the 0 2 3 and 0 1 3 reflections.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_wavelength_id  92asq
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Imus microfocus sealed tube'
_diffrn_radiation_monochromator  'Mx optics'
_diffrn_measurement_device_type  ?
_diffrn_measurement_device       'Bruker prospector/ApexII CCD'
_diffrn_measurement_method       'profile data from \f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57131

_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_sigmaI/netI    0.0191
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         4.12
_diffrn_reflns_theta_max         67.73
_reflns_number_total             4672
_reflns_number_gt                4593
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 V2010.11-3 (Bruker, 2010)'

_computing_cell_refinement       'SAINT V7.68A (Bruker, 2005)'
_computing_data_reduction        
;
SAINT V7.68A, XPREP V2005/2, SADABS V2007/4, TWINABS V2007/5
(Bruker, 2005 & 2007)
;
_computing_structure_solution    'SHELXTL V6.12 (Bruker, 2005)'
_computing_structure_refinement  'SHELXTL V6.12 (Bruker, 2005)'
_computing_molecular_graphics    
;
SHELXTL V6.12 (Bruker, 2005), CrystalMaker v2.1.3 (CrystalMaker, 1994)
;
_computing_publication_material  'XCIF V6.12 (Bruker, 2005)'

_refine_special_details          
;
Structure was phased by direct methods (Sheldrick, 2008). Systematic
conditions suggested the ambiguous space group.
The space group choice is either of the enantiomorphic space groups
P4(1)2(1)2 or P4(3)2(1)2. The racemic mixture is almost 50/50. The
space group P4(1)2(1)2 was chosen over the other space group because the
refined portion of this enantiomer was slightly greater. The highest
peaks in the final difference Fourier map were in the vicinity of atom
Zn2; the final map had no other significant features. A final analysis of
variance between observed and calculated structure factors showed little
dependence on amplitude and some dependence on resolution.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0754P)^2^+3.7584P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack (1983), 1955 Friedels'
_refine_ls_abs_structure_Flack   0.50(4)
_refine_ls_number_reflns         4672
_refine_ls_number_parameters     324
_refine_ls_number_restraints     503
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.1178
_refine_ls_wR_factor_gt          0.1174
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.24247(3) 0.33321(3) 0.143905(16) 0.03091(14) Uani 1 1 d D . .
Zn2 Zn 0.27872(3) 0.27872(3) 0.0000 0.02885(16) Uani 1 2 d S . .
O1 O 0.2260(2) 0.64599(17) 0.26773(11) 0.0501(7) Uani 1 1 d . . .
O2 O 0.16620(19) 0.62191(17) 0.35748(10) 0.0437(6) Uani 1 1 d . . .
O3 O 0.201(3) -0.0997(16) 0.2253(16) 0.054(4) Uani 0.34(8) 1 d PDU A 1
O3B O 0.2218(17) -0.0850(11) 0.2355(6) 0.047(3) Uani 0.66(8) 1 d PDU A 2
O4 O 0.21962(19) -0.04587(15) 0.13772(10) 0.0409(6) Uani 1 1 d . . .
O5 O 0.31348(16) 0.25493(18) 0.08823(10) 0.0416(6) Uani 1 1 d . . .
N1 N 0.2143(11) 0.3827(5) 0.2288(3) 0.0386(14) Uani 0.598(17) 1 d PDU A 1
N2 N 0.2131(15) 0.2152(4) 0.1950(4) 0.0406(14) Uani 0.598(17) 1 d PDU A 1
C1 C 0.2173(13) 0.4665(5) 0.2416(5) 0.0390(16) Uani 0.598(17) 1 d PDU A 1
H1A H 0.2409 0.5059 0.2129 0.047 Uiso 0.598(17) 1 calc PR A 1
C2 C 0.1877(12) 0.5011(6) 0.2948(5) 0.043(2) Uani 0.598(17) 1 d PDU A 1
C3 C 0.1541(8) 0.4423(6) 0.3355(4) 0.0483(19) Uani 0.598(17) 1 d PDU A 1
H3A H 0.1328 0.4634 0.3725 0.058 Uiso 0.598(17) 1 calc PR A 1
C4 C 0.1508(9) 0.3530(6) 0.3232(4) 0.0518(19) Uani 0.598(17) 1 d PDU A 1
H4A H 0.1290 0.3121 0.3515 0.062 Uiso 0.598(17) 1 calc PR A 1
C5 C 0.1805(8) 0.3250(5) 0.2681(3) 0.0439(17) Uani 0.598(17) 1 d PDU A 1
C6 C 0.1804(7) 0.2314(5) 0.2510(4) 0.0428(16) Uani 0.598(17) 1 d PDU A 1
C7 C 0.1564(8) 0.1631(5) 0.2875(4) 0.0517(19) Uani 0.598(17) 1 d PDU A 1
H7A H 0.1355 0.1754 0.3263 0.062 Uiso 0.598(17) 1 calc PR A 1
C8 C 0.1622(8) 0.0777(5) 0.2687(4) 0.0497(19) Uani 0.598(17) 1 d PDU A 1
H8A H 0.1457 0.0307 0.2942 0.060 Uiso 0.598(17) 1 calc PR A 1
C9 C 0.1926(9) 0.0604(5) 0.2117(4) 0.044(2) Uani 0.598(17) 1 d PDU A 1
C10 C 0.217(2) 0.1319(5) 0.1766(5) 0.0393(16) Uani 0.598(17) 1 d PDU A 1
H10A H 0.2373 0.1207 0.1375 0.047 Uiso 0.598(17) 1 calc PR A 1
N1B N 0.2124(16) 0.3864(7) 0.2280(4) 0.0415(19) Uani 0.402(17) 1 d PDU A 2
N2B N 0.212(2) 0.2173(6) 0.1954(5) 0.0413(19) Uani 0.402(17) 1 d PDU A 2
C1B C 0.2134(19) 0.4705(7) 0.2401(7) 0.039(2) Uani 0.402(17) 1 d PDU A 2
H1B H 0.2233 0.5109 0.2086 0.047 Uiso 0.402(17) 1 calc PR A 2
C2B C 0.2006(19) 0.5036(8) 0.2967(7) 0.044(2) Uani 0.402(17) 1 d PDU A 2
C3B C 0.1874(12) 0.4433(8) 0.3415(5) 0.046(2) Uani 0.402(17) 1 d PDU A 2
H3B H 0.1784 0.4634 0.3809 0.056 Uiso 0.402(17) 1 calc PR A 2
C4B C 0.1870(12) 0.3536(8) 0.3297(4) 0.046(2) Uani 0.402(17) 1 d PDU A 2
H4B H 0.1769 0.3118 0.3602 0.056 Uiso 0.402(17) 1 calc PR A 2
C5B C 0.2019(12) 0.3271(7) 0.2716(5) 0.0461(19) Uani 0.402(17) 1 d PDU A 2
C6B C 0.2039(11) 0.2332(7) 0.2552(5) 0.0463(19) Uani 0.402(17) 1 d PDU A 2
C7B C 0.1917(12) 0.1648(8) 0.2943(5) 0.050(2) Uani 0.402(17) 1 d PDU A 2
H7B H 0.1790 0.1769 0.3347 0.060 Uiso 0.402(17) 1 calc PR A 2
C8B C 0.1977(12) 0.0795(8) 0.2754(6) 0.049(2) Uani 0.402(17) 1 d PDU A 2
H8B H 0.1935 0.0323 0.3030 0.059 Uiso 0.402(17) 1 calc PR A 2
C9B C 0.2100(15) 0.0624(8) 0.2155(7) 0.047(2) Uani 0.402(17) 1 d PDU A 2
C10B C 0.213(4) 0.1339(7) 0.1769(8) 0.040(2) Uani 0.402(17) 1 d PDU A 2
H10B H 0.2166 0.1228 0.1355 0.048 Uiso 0.402(17) 1 calc PR A 2
C11 C 0.1953(3) 0.5987(2) 0.30724(15) 0.0406(8) Uani 1 1 d . . .
C12 C 0.2118(3) -0.0327(2) 0.19220(16) 0.0462(9) Uani 1 1 d D . .
O6 O 0.4067(3) 0.2820(4) 0.16047(18) 0.1053(16) Uani 1 1 d . A .
C13 C 0.3880(3) 0.2443(5) 0.1127(2) 0.0768(16) Uani 1 1 d . . .
H13A H 0.4304 0.2071 0.0944 0.092 Uiso 1 1 calc R A .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0426(3) 0.0348(2) 0.0154(2) -0.00163(15) 0.00089(16) -0.00391(18)
Zn2 0.0344(2) 0.0344(2) 0.0177(3) -0.00108(15) 0.00108(15) -0.0006(2)
O1 0.079(2) 0.0390(13) 0.0320(13) -0.0027(10) 0.0087(13) -0.0024(13)
O2 0.0638(16) 0.0444(13) 0.0228(11) -0.0073(10) 0.0024(12) 0.0037(13)
O3 0.113(12) 0.034(6) 0.015(6) -0.010(6) -0.007(6) -0.002(6)
O3B 0.108(8) 0.023(4) 0.010(3) -0.007(3) -0.006(3) 0.003(4)
O4 0.0630(16) 0.0367(12) 0.0228(11) 0.0025(9) 0.0054(11) 0.0113(12)
O5 0.0393(12) 0.0631(16) 0.0224(10) 0.0014(11) 0.0002(9) 0.0063(11)
N1 0.056(3) 0.040(2) 0.020(2) 0.001(2) -0.001(2) 0.003(3)
N2 0.056(3) 0.043(3) 0.023(2) 0.003(2) 0.001(3) 0.002(3)
C1 0.055(3) 0.038(3) 0.024(3) -0.001(3) 0.001(3) 0.000(3)
C2 0.061(5) 0.042(3) 0.027(3) -0.004(2) 0.005(3) 0.003(3)
C3 0.069(5) 0.043(3) 0.033(3) -0.001(2) 0.019(3) 0.001(3)
C4 0.078(5) 0.045(3) 0.033(3) -0.002(2) 0.015(3) 0.000(4)
C5 0.065(4) 0.041(2) 0.026(2) 0.003(2) 0.003(3) 0.001(3)
C6 0.060(4) 0.041(2) 0.027(2) -0.002(2) 0.006(3) 0.004(3)
C7 0.077(5) 0.045(3) 0.033(3) -0.002(2) 0.011(3) 0.006(3)
C8 0.072(5) 0.043(3) 0.034(3) 0.005(2) 0.010(4) 0.002(3)
C9 0.061(5) 0.044(3) 0.026(3) 0.005(2) 0.005(3) 0.007(3)
C10 0.057(4) 0.041(3) 0.020(3) 0.000(2) 0.003(3) 0.010(3)
N1B 0.059(4) 0.043(3) 0.021(3) 0.003(3) 0.000(4) -0.001(4)
N2B 0.056(4) 0.044(3) 0.024(3) 0.002(3) 0.003(4) 0.002(4)
C1B 0.054(4) 0.039(3) 0.024(3) 0.002(3) -0.001(4) 0.004(4)
C2B 0.063(5) 0.041(3) 0.028(3) -0.001(3) 0.005(4) 0.003(4)
C3B 0.071(5) 0.040(3) 0.028(3) 0.000(3) 0.004(4) 0.004(4)
C4B 0.073(5) 0.040(3) 0.026(3) 0.002(3) 0.005(4) -0.001(4)
C5B 0.069(4) 0.043(3) 0.026(3) 0.004(3) 0.004(3) 0.005(3)
C6B 0.070(4) 0.045(3) 0.024(3) 0.000(3) 0.002(3) 0.005(3)
C7B 0.074(5) 0.048(3) 0.028(3) 0.000(3) 0.002(4) 0.005(4)
C8B 0.074(5) 0.043(3) 0.030(3) 0.006(3) 0.001(4) 0.009(4)
C9B 0.067(5) 0.046(3) 0.028(3) 0.005(3) 0.005(4) 0.010(4)
C10B 0.056(4) 0.042(3) 0.022(3) 0.002(3) 0.004(4) 0.008(4)
C11 0.056(2) 0.0404(19) 0.0251(16) -0.0044(14) 0.0029(15) -0.0012(16)
C12 0.072(3) 0.0342(18) 0.0325(19) 0.0038(15) 0.0085(18) 0.0083(18)
O6 0.101(3) 0.156(5) 0.058(2) -0.001(3) -0.033(2) -0.014(3)
C13 0.061(3) 0.118(5) 0.051(3) 0.000(3) -0.015(2) 0.023(3)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds 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 2.006(2) 4_454 ?
Zn1 O5 2.037(2) . ?
Zn1 O4 2.051(2) 5 ?
Zn1 N1 2.101(5) . ?
Zn1 N1B 2.111(6) . ?
Zn1 N2B 2.158(6) . ?
Zn1 N2 2.176(5) . ?
Zn2 O3 1.951(16) 5 ?
Zn2 O3 1.951(16) 4_554 ?
Zn2 O1 2.055(3) 5_545 ?
Zn2 O1 2.055(3) 4_454 ?
Zn2 O5 2.091(2) 7 ?
Zn2 O5 2.091(2) . ?
Zn2 O3B 2.093(15) 5 ?
Zn2 O3B 2.093(15) 4_554 ?
O1 C11 1.236(5) . ?
O1 Zn2 2.055(3) 3 ?
O2 C11 1.266(4) . ?
O2 Zn1 2.006(2) 3 ?
O3 C12 1.271(8) . ?
O3 Zn2 1.951(16) 3_545 ?
O3B C12 1.268(6) . ?
O3B Zn2 2.093(15) 3_545 ?
O4 C12 1.251(4) . ?
O4 Zn1 2.051(2) 5_545 ?
O5 C13 1.269(5) . ?
N1 C1 1.305(6) . ?
N1 C5 1.347(7) . ?
N2 C10 1.331(6) . ?
N2 C6 1.379(7) . ?
C1 C2 1.385(7) . ?
C1 H1A 0.9500 . ?
C2 C3 1.377(7) . ?
C2 C11 1.512(9) . ?
C3 C4 1.385(8) . ?
C3 H3A 0.9500 . ?
C4 C5 1.388(7) . ?
C4 H4A 0.9500 . ?
C5 C6 1.473(7) . ?
C6 C7 1.372(7) . ?
C7 C8 1.367(8) . ?
C7 H7A 0.9500 . ?
C8 C9 1.390(7) . ?
C8 H8A 0.9500 . ?
C9 C10 1.393(9) . ?
C9 C12 1.508(9) . ?
C10 H10A 0.9500 . ?
N1B C1B 1.304(7) . ?
N1B C5B 1.344(8) . ?
N2B C10B 1.333(7) . ?
N2B C6B 1.376(8) . ?
C1B C2B 1.386(8) . ?
C1B H1B 0.9500 . ?
C2B C3B 1.378(9) . ?
C2B C11 1.464(13) . ?
C3B C4B 1.386(9) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.388(8) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.473(8) . ?
C6B C7B 1.373(8) . ?
C7B C8B 1.366(9) . ?
C7B H7B 0.9500 . ?
C8B C9B 1.389(8) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.392(10) . ?
C9B C12 1.536(13) . ?
C10B H10B 0.9500 . ?
O6 C13 1.253(7) . ?
C13 H13A 0.9500 . ?

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 O5 103.45(10) 4_454 . ?
O2 Zn1 O4 96.27(12) 4_454 5 ?
O5 Zn1 O4 99.14(11) . 5 ?
O2 Zn1 N1 100.7(5) 4_454 . ?
O5 Zn1 N1 151.4(4) . . ?
O4 Zn1 N1 93.1(2) 5 . ?
O2 Zn1 N1B 99.7(7) 4_454 . ?
O5 Zn1 N1B 153.0(6) . . ?
O4 Zn1 N1B 91.8(3) 5 . ?
N1 Zn1 N1B 1.8(8) . . ?
O2 Zn1 N2B 91.6(9) 4_454 . ?
O5 Zn1 N2B 88.3(5) . . ?
O4 Zn1 N2B 167.6(5) 5 . ?
N1 Zn1 N2B 75.9(4) . . ?
N1B Zn1 N2B 77.4(4) . . ?
O2 Zn1 N2 91.9(6) 4_454 . ?
O5 Zn1 N2 87.4(3) . . ?
O4 Zn1 N2 168.0(4) 5 . ?
N1 Zn1 N2 76.7(2) . . ?
N1B Zn1 N2 78.2(4) . . ?
N2B Zn1 N2 0.9(9) . . ?
O3 Zn2 O3 78(2) 5 4_554 ?
O3 Zn2 O1 171.2(14) 5 5_545 ?
O3 Zn2 O1 97.4(12) 4_554 5_545 ?
O3 Zn2 O1 97.4(12) 5 4_454 ?
O3 Zn2 O1 171.2(14) 4_554 4_454 ?
O1 Zn2 O1 88.25(18) 5_545 4_454 ?
O3 Zn2 O5 93.4(13) 5 7 ?
O3 Zn2 O5 81.5(13) 4_554 7 ?
O1 Zn2 O5 93.21(10) 5_545 7 ?
O1 Zn2 O5 91.42(10) 4_454 7 ?
O3 Zn2 O5 81.5(13) 5 . ?
O3 Zn2 O5 93.4(13) 4_554 . ?
O1 Zn2 O5 91.42(10) 5_545 . ?
O1 Zn2 O5 93.21(10) 4_454 . ?
O5 Zn2 O5 173.54(15) 7 . ?
O3 Zn2 O3B 12.0(10) 5 5 ?
O3 Zn2 O3B 84.0(13) 4_554 5 ?
O1 Zn2 O3B 176.8(7) 5_545 5 ?
O1 Zn2 O3B 90.0(7) 4_454 5 ?
O5 Zn2 O3B 84.2(5) 7 5 ?
O5 Zn2 O3B 91.3(5) . 5 ?
O3 Zn2 O3B 84.0(13) 5 4_554 ?
O3 Zn2 O3B 12.0(10) 4_554 4_554 ?
O1 Zn2 O3B 90.0(7) 5_545 4_554 ?
O1 Zn2 O3B 176.8(7) 4_454 4_554 ?
O5 Zn2 O3B 91.3(5) 7 4_554 ?
O5 Zn2 O3B 84.2(5) . 4_554 ?
O3B Zn2 O3B 91.8(14) 5 4_554 ?
C11 O1 Zn2 134.2(2) . 3 ?
C11 O2 Zn1 128.2(2) . 3 ?
C12 O3 Zn2 155(3) . 3_545 ?
C12 O3B Zn2 137.6(15) . 3_545 ?
C12 O4 Zn1 120.7(2) . 5_545 ?
C13 O5 Zn1 106.1(3) . . ?
C13 O5 Zn2 131.4(3) . . ?
Zn1 O5 Zn2 110.67(11) . . ?
C1 N1 C5 120.1(5) . . ?
C1 N1 Zn1 122.9(5) . . ?
C5 N1 Zn1 116.4(4) . . ?
C10 N2 C6 118.0(6) . . ?
C10 N2 Zn1 127.4(5) . . ?
C6 N2 Zn1 114.3(4) . . ?
N1 C1 C2 123.3(6) . . ?
N1 C1 H1A 118.3 . . ?
C2 C1 H1A 118.3 . . ?
C3 C2 C1 116.9(6) . . ?
C3 C2 C11 122.6(6) . . ?
C1 C2 C11 120.4(7) . . ?
C2 C3 C4 120.9(6) . . ?
C2 C3 H3A 119.6 . . ?
C4 C3 H3A 119.6 . . ?
C3 C4 C5 117.9(6) . . ?
C3 C4 H4A 121.1 . . ?
C5 C4 H4A 121.1 . . ?
N1 C5 C4 120.9(5) . . ?
N1 C5 C6 117.1(5) . . ?
C4 C5 C6 121.9(6) . . ?
C7 C6 N2 120.7(5) . . ?
C7 C6 C5 124.8(6) . . ?
N2 C6 C5 114.3(5) . . ?
C8 C7 C6 120.8(6) . . ?
C8 C7 H7A 119.6 . . ?
C6 C7 H7A 119.6 . . ?
C7 C8 C9 119.1(6) . . ?
C7 C8 H8A 120.4 . . ?
C9 C8 H8A 120.4 . . ?
C8 C9 C10 117.8(6) . . ?
C8 C9 C12 120.7(6) . . ?
C10 C9 C12 120.8(8) . . ?
N2 C10 C9 123.4(7) . . ?
N2 C10 H10A 118.3 . . ?
C9 C10 H10A 118.3 . . ?
C1B N1B C5B 120.2(7) . . ?
C1B N1B Zn1 124.1(7) . . ?
C5B N1B Zn1 115.3(6) . . ?
C10B N2B C6B 118.4(7) . . ?
C10B N2B Zn1 127.0(7) . . ?
C6B N2B Zn1 113.8(6) . . ?
N1B C1B C2B 123.1(8) . . ?
N1B C1B H1B 118.4 . . ?
C2B C1B H1B 118.4 . . ?
C3B C2B C1B 117.0(8) . . ?
C3B C2B C11 121.8(9) . . ?
C1B C2B C11 121.0(10) . . ?
C2B C3B C4B 120.8(8) . . ?
C2B C3B H3B 119.6 . . ?
C4B C3B H3B 119.6 . . ?
C3B C4B C5B 117.7(8) . . ?
C3B C4B H4B 121.1 . . ?
C5B C4B H4B 121.1 . . ?
N1B C5B C4B 121.1(7) . . ?
N1B C5B C6B 117.5(7) . . ?
C4B C5B C6B 121.4(7) . . ?
C7B C6B N2B 120.6(7) . . ?
C7B C6B C5B 124.6(8) . . ?
N2B C6B C5B 114.7(7) . . ?
C8B C7B C6B 120.5(8) . . ?
C8B C7B H7B 119.8 . . ?
C6B C7B H7B 119.8 . . ?
C7B C8B C9B 119.3(8) . . ?
C7B C8B H8B 120.3 . . ?
C9B C8B H8B 120.3 . . ?
C8B C9B C10B 117.9(8) . . ?
C8B C9B C12 120.7(9) . . ?
C10B C9B C12 121.2(9) . . ?
N2B C10B C9B 122.9(10) . . ?
N2B C10B H10B 118.5 . . ?
C9B C10B H10B 118.5 . . ?
O1 C11 O2 128.0(3) . . ?
O1 C11 C2B 115.7(6) . . ?
O2 C11 C2B 116.0(6) . . ?
O1 C11 C2 117.7(5) . . ?
O2 C11 C2 114.3(5) . . ?
O4 C12 O3B 130.2(9) . . ?
O4 C12 O3 117.5(19) . . ?
O4 C12 C9 117.0(5) . . ?
O3B C12 C9 112.6(9) . . ?
O3 C12 C9 123.6(18) . . ?
O4 C12 C9B 119.2(6) . . ?
O3B C12 C9B 109.1(11) . . ?
O3 C12 C9B 123.2(19) . . ?
O6 C13 O5 121.2(5) . . ?
O6 C13 H13A 119.4 . . ?
O5 C13 H13A 119.4 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        67.73
_diffrn_measured_fraction_theta_full 0.994
_diffrn_standards_number         ?
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_time  ?

_refine_diff_density_max         1.109
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.082

_publ_section_references         
;
Bruker (2010). APEX2. Bruker AXS, Inc., Madison, Wisconsin, USA.

Bruker (2005). SAINT, SHELXTL, XCIF, XPREP. Bruker AXS, Inc., Madison,
Wisconsin, USA.

Bruker (2007). SADABS, TWINABS. Bruker AXS, Inc., Madison, Wisconsin, USA.

CrystalMaker (1994). CrystalMaker, a crystal and molecular structures
program for Mac and Windows. CrystalMaker Software Ltd., Oxford, England
(www.crystalmaker.com).

Flack, H. D. (1983), Acta Cryst. A39, 876-881.
Flack, H. D. (2000), J. Appl. Cryst., 33, 1143-1148.

Spek, A. L. and van der Sluis, P. (1990). Acta Cryst. A46, 194-201.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122
;

_publ_section_figure_captions    
;
Figure 1. SHELXTL (Bruker, 2005) plot showing 35% probability ellipsoids
for non-H atoms and circles of arbitrary size for H atoms.
;

_publ_section_exptl_prep         
;
Crystals were grown from a hot diethylformamide solution with formic acid.
;

_publ_section_exptl_refinement   
;
A metal organinc framework consisting of 3 Zn, 2 deprotinated
formic acid molecules, and 2 -OOC(C10H6N2)COO- molecules was developed
with solvent cavities that contained highly disordered diethylformamide
molecules.This model converged with wR2 = 0.2197 and R1 = 0.0696 for
323 parameters with 503 restraints against 4672 data. Since positions
for the solvate molecules could not be determined a second structural
model was refined with contributions
from the solvate molecules removed from the diffraction data using the
bypass procedure in PLATON (Spek, 1990). No positions for the host
network differed by more than two su's between these two refined models.
The electron count from the "squeeze" model converged in good agreement
with two DEF solvate molecules predicted by the complete refinement.
The "squeeze" data are reported here.
The the central portion of the -OOC(C10H6N2)COO- was disordered over
two sites. Zn-N distances in the disordered ligand were restrained to be
similar (esd 0.01). The bond sdistances and angles within the disordered
molecules were restrained to be the same (esd 0.01) and the central
portion of the molecule was also restrained to be flat (esd 0.01 for all).
The O3 atom was also split over 2 sites. The like C-O distances for this
atom were restrained to be similar (esd 0.01). Rigid-bond restraints
(esd 0.01) were imposed on displacement parameters for all disordered
sites and similar displacement amplitudes (esd 0.01) were imposed on
disordered sites overlapping by less than the sum of van der Waals radii.
C13 and O6 of the bound formic acid have large displacement parameters.
This is because O6 is not bound to the framework and the molecule can
freely pivot about the O5-C13 axis in the solvent cavity.
H atom treatment - H atoms were included as riding idealized
contributors and their U's were assigned as 1.2 times carrier U~eq~.

On the basis of 1955 unmerged Friedel opposites, the fractional contribution
of the racemic twin is close to 50% (Flack, 1983 & 2000). The fractional
contribution was checked before the "squeeze" process and the P4(1)2(1)2
component is slightly larger than the P4(3)2(1)2 component by about 1%.
After the "squeeze" process the ratio is 0.50(4).
;

_publ_section_abstract           
;
?
;

_publ_section_comment            
;
?
;

_publ_section_acknowledgements   
;
The IMSERC at Northwestern University kindly collected the
single crystal X-ray data.
;

_platon_squeeze_details          
;
The solvent accessible voids contain diethylformamide (DEF), water or
formic acid. For the sake of the absorption coefficient, it
was assumed that the voids contain only DEF. One DEF has 56 electrons,
which is equivalent to approximately 8.5 DEF/void. Z=4 so the amount of
DEF/assymetric unit is approximately 2.1 DEF. The amount of DEF reported
in the moiety, calculated into the molecular weight, the density and
the absorption coefficient was 2 molecules of DEF.
;

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.121 -0.113 0.003 2783 479 ' '
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 -1.00 -1.00 0.0180
0.00 0.00 1.00 0.0100
1.00 0.00 -1.00 0.0070
0.00 1.00 -1.00 0.0350
1.00 -1.00 -1.00 0.0180
-1.00 0.00 1.00 0.0690
-1.00 0.00 -1.00 0.0670
_vrf_CHEMW03_I                   
;
PROBLEM: ALERT: The ratio of given/expected molecular weight as
RESPONSE: Two DEF molecules per formula unit were included in the
molecular weight even though their contributions were "squeezed" from the
final refinements. This was done to more accurately portray the
true molecular weight of the crystal.
;
_vrf_PLAT043_I                   
;
PROBLEM: Check Reported Molecular Weight ................ 972.82
RESPONSE: Two DEF molecules per formula unit were included in the
molecular weight even though their contributions were "squeezed" from the
final refinements. This was done to more accurately portray the
true molecular weight of the crystal.
;
_vrf_PLAT044_I                   
;
PROBLEM: Calculated and Reported Dx Differ .............. ?
RESPONSE: Two DEF molecules per formula unit were included in the
molecular weight even though their contributions were "squeezed" from the
final refinements. This causes the calculated densities to differ, but the
calculated density more accurately portrays the true density of the crystal.
;
_vrf_PLAT241_I                   
;
PROBLEM: Check High Ueq as Compared to Neighbors for O6
RESPONSE: C13 and O6 of the bound formic acid have large displacement
parameters. This is because O6 is not bound to the framework and the
molecule can freely pivot about the O5-C13 axis in the solvent cavity.
;