 
data_MOF-1
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C21 H12 N2 O5 Zn, C3 H3 N O2, C3 H7 N O'
_chemical_formula_sum
 'C27 H22 N4 O8 Zn'
_chemical_formula_weight          595.88
 
loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0106   0.0060
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Zn'  'Zn'   0.2839   1.4301
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            Monoclinic
_symmetry_space_group_name_H-M    'P 21/c'
_symmetry_space_group_name_Hall   '-P 2ybc'
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    11.361(5)
_cell_length_b                    15.532(5)
_cell_length_c                    16.269(5)
_cell_angle_alpha                 90.000(5)
_cell_angle_beta                  94.661(5)
_cell_angle_gamma                 90.000(5)
_cell_volume                      2861.3(18)
_cell_formula_units_Z             4
_cell_measurement_temperature     90(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        'Needles'
_exptl_crystal_colour             'colorless'
_exptl_crystal_size_max           0.38
_exptl_crystal_size_mid           0.24
_exptl_crystal_size_min           0.22
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.383
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1224.0
_exptl_absorpt_coefficient_mu     0.912
_exptl_absorpt_correction_type    'EMPIRICAL'
_exptl_absorpt_correction_T_min   0.769
_exptl_absorpt_correction_T_max   0.818
_exptl_absorpt_process_details    'SADABS'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       90(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'CCD area detector'
_diffrn_measurement_method        'phi and omega scan'
_diffrn_detector_area_resol_mean  ?
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             45877
_diffrn_reflns_av_R_equivalents   0.0523
_diffrn_reflns_av_sigmaI/netI     0.0330
_diffrn_reflns_limit_h_min        -14
_diffrn_reflns_limit_h_max        14
_diffrn_reflns_limit_k_min        -19
_diffrn_reflns_limit_k_max        18
_diffrn_reflns_limit_l_min        -20
_diffrn_reflns_limit_l_max        20
_diffrn_reflns_theta_min          1.80
_diffrn_reflns_theta_max          26.23
_reflns_number_total              5765
_reflns_number_gt                 4620
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection        'Bruker kappa apex ccd'
_computing_cell_refinement        'Bruker kappa apex ccd'
_computing_data_reduction         'Bruker saint'
_computing_structure_solution     'shelxs-97'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics     ?
_computing_publication_material   'WinGX1.80.05'
 
_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)+(0.1276P)²+13.4992P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          5765
_refine_ls_number_parameters      417
_refine_ls_number_restraints      5
_refine_ls_R_factor_all           0.0765
_refine_ls_R_factor_gt            0.0607
_refine_ls_wR_factor_ref          0.1913
_refine_ls_wR_factor_gt           0.1745
_refine_ls_goodness_of_fit_ref    0.909
_refine_ls_restrained_S_all       0.911
_refine_ls_shift/su_max           7.155
_refine_ls_shift/su_mean          0.422
 
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 0.02421(4) 0.12599(3) 0.03811(3) 0.01173(18) Uani 1 1 d . . .
O1 O 0.0302(3) 0.19925(18) 0.16157(18) 0.0245(7) Uani 1 1 d . . .
O2 O 0.0115(3) 0.26194(19) 0.04080(17) 0.0218(7) Uani 1 1 d . . .
O3 O -0.0505(4) 0.5716(2) 0.09436(19) 0.0392(10) Uani 1 1 d . . .
N1 N -0.1640(3) 0.1184(2) 0.0407(2) 0.0194(7) Uani 1 1 d . . .
N2 N 0.2128(3) 0.1290(2) 0.0390(2) 0.0202(7) Uani 1 1 d . . .
C12 C 0.0010(4) 0.3518(3) 0.1582(3) 0.0189(8) Uani 1 1 d . . .
C14 C -0.0160(3) 0.4360(2) 0.2803(2) 0.0154(8) Uani 1 1 d . . .
C8 C 0.4592(4) 0.1249(3) 0.0399(3) 0.0250(10) Uani 1 1 d . . .
C11 C 0.0160(4) 0.2653(3) 0.1180(3) 0.0198(9) Uani 1 1 d . . .
C3 C -0.4103(4) 0.1221(3) 0.0402(3) 0.0265(10) Uani 1 1 d . . .
C13 C 0.0031(4) 0.3574(3) 0.2433(3) 0.0195(9) Uani 1 1 d . . .
C17 C -0.0181(4) 0.4240(3) 0.1097(3) 0.0236(9) Uani 1 1 d . . .
C16 C -0.0360(5) 0.5036(3) 0.1470(3) 0.0255(10) Uani 1 1 d . . .
C15 C -0.0374(4) 0.5097(3) 0.2325(3) 0.0204(9) Uani 1 1 d . . .
C4 C -0.3420(4) 0.0791(4) 0.0994(3) 0.0373(13) Uani 1 1 d . . .
C7 C 0.3893(4) 0.1465(4) -0.0295(3) 0.0338(12) Uani 1 1 d . . .
C5 C -0.2207(4) 0.0786(4) 0.0977(3) 0.0353(12) Uani 1 1 d . . .
C6 C 0.2676(4) 0.1474(3) -0.0278(3) 0.0308(11) Uani 1 1 d . . .
C2 C -0.3513(5) 0.1670(6) -0.0179(4) 0.069(2) Uani 1 1 d . . .
C9 C 0.4026(5) 0.1106(6) 0.1105(4) 0.055(2) Uani 1 1 d . . .
C10 C 0.2804(4) 0.1137(5) 0.1074(3) 0.0468(16) Uani 1 1 d . . .
C1 C -0.2295(5) 0.1648(5) -0.0147(4) 0.0562(19) Uani 1 1 d . . .
C18 C -0.0759(7) 0.6537(3) 0.1290(3) 0.0530(19) Uani 1 1 d . . .
C19 C -0.1992(8) 0.6589(4) 0.1507(4) 0.061(2) Uani 1 1 d . . .
O4 O 0.0126(3) 0.12405(17) -0.08692(17) 0.0162(6) Uani 1 1 d . . .
O5 O 0.0474(3) 0.01194(18) 0.09754(17) 0.0188(6) Uani 1 1 d . . .
C20 C 0.0170(3) -0.0578(2) 0.1280(2) 0.0139(8) Uani 1 1 d . . .
C21 C -0.2996(11) 0.6665(8) 0.1669(6) 0.101(4) Uani 1 1 d D . .
C1S C 0.2998(10) 0.3705(8) 0.0712(8) 0.112(4) Uani 1 1 d . . .
H1S1 H 0.3142 0.3107 0.0833 0.167 Uiso 1 1 calc R . .
H1S2 H 0.3527 0.3898 0.0320 0.167 Uiso 1 1 calc R . .
H1S3 H 0.2197 0.3779 0.0487 0.167 Uiso 1 1 calc R . .
N1S N 0.3172(11) 0.4153(13) 0.1386(8) 0.173(7) Uani 1 1 d D . .
O1S O -0.5546(11) 0.7098(14) 0.1984(8) 0.240(8) Uani 1 1 d . . .
N2S N -0.366(2) 0.3723(16) 0.1936(17) 0.326(17) Uani 1 1 d D . .
C4S C -0.328(3) 0.2926(18) 0.229(2) 0.70(4) Uani 1 1 d D . .
H4S H -0.3991 0.2632 0.2266 0.836 Uiso 1 1 calc R . .
C3S C -0.360(3) 0.384(4) 0.1050(17) 0.55(4) Uani 1 1 d D . .
C2S C 0.331(2) 0.392(3) 0.2241(13) 0.50(4) Uani 1 1 d D . .
H2S1 H 0.3445 0.4427 0.2571 0.752 Uiso 1 1 calc R . .
H2S2 H 0.3965 0.3534 0.2336 0.752 Uiso 1 1 calc R . .
H2S3 H 0.2601 0.3640 0.2390 0.752 Uiso 1 1 calc R . .
O2S O -0.251(2) 0.2278(15) 0.2666(15) 0.51(2) Uani 1 1 d D . .
O3S O 0.293(3) 0.527(3) 0.053(2) 0.65(3) Uani 1 1 d . . .
C6S C -0.355(2) 0.4192(19) 0.2615(19) 0.313(16) Uani 1 1 d D . .
C7S C 0.307(2) 0.4999(19) 0.140(2) 0.359(13) Uani 1 1 d . . .
H7S H 0.3080 0.5349 0.1868 0.431 Uiso 1 1 calc R . .
H1W H -0.566(4) 0.764(3) 0.238(3) 0.000(9) Uiso 1 1 d . . .
H2 H -0.014(4) 0.422(3) 0.050(3) 0.016(11) Uiso 1 1 d . . .
H4 H 0.018(4) 0.314(3) 0.277(3) 0.023(13) Uiso 1 1 d . . .
H3 H -0.054(4) 0.565(3) 0.254(3) 0.017(11) Uiso 1 1 d . . .
H2W H -0.600(7) 0.675(5) 0.142(5) 0.06(2) Uiso 1 1 d . . .
H7 H -0.379(7) 0.026(5) 0.134(5) 0.09(2) Uiso 1 1 d . . .
H10 H 0.223(5) 0.164(4) -0.072(4) 0.035(14) Uiso 1 1 d . . .
H13 H 0.436(8) 0.099(6) 0.166(6) 0.10(3) Uiso 1 1 d . . .
H12 H 0.232(6) 0.117(4) 0.157(4) 0.06(2) Uiso 1 1 d . . .
H6 H -0.172(7) 0.041(5) 0.140(5) 0.07(2) Uiso 1 1 d . . .
H11 H 0.418(7) 0.153(5) -0.077(5) 0.05(2) Uiso 1 1 d . . .
H8 H -0.394(7) 0.204(5) -0.053(5) 0.07(2) Uiso 1 1 d . . .
H9 H -0.184(7) 0.211(5) -0.050(5) 0.08(3) Uiso 1 1 d . . .
H1 H -0.371(6) 0.681(8) 0.198(6) 0.16(4) Uiso 1 1 d D . .
 
 
_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 O5 2.025(3) . ?
Zn1 O4 2.028(3) . ?
Zn1 O2 2.117(3) . ?
Zn1 N2 2.142(4) . ?
Zn1 N1 2.145(4) . ?
Zn1 O1 2.305(3) . ?
Zn1 C11 2.530(4) . ?
O1 C11 1.250(5) . ?
O2 C11 1.254(5) . ?
O3 C16 1.361(5) . ?
O3 C18 1.434(6) . ?
N1 C5 1.325(6) . ?
N1 C1 1.333(7) . ?
N2 C10 1.321(7) . ?
N2 C6 1.327(6) . ?
C12 C17 1.378(6) . ?
C12 C13 1.385(6) . ?
C12 C11 1.509(5) . ?
C14 C13 1.386(5) . ?
C14 C15 1.395(6) . ?
C14 C20 1.495(5) 2 ?
C8 C9 1.378(7) . ?
C8 C7 1.368(7) . ?
C8 C3 1.483(6) 1_655 ?
C3 C4 1.361(7) . ?
C3 C2 1.391(8) . ?
C3 C8 1.483(6) 1_455 ?
C17 C16 1.400(6) . ?
C16 C15 1.396(6) . ?
C4 C5 1.380(7) . ?
C7 C6 1.386(7) . ?
C2 C1 1.381(8) . ?
C9 C10 1.387(7) . ?
C18 C19 1.474(11) . ?
C19 C21 1.197(13) . ?
O4 C20 1.258(5) 3 ?
O5 C20 1.252(5) . ?
C20 O4 1.258(5) 3 ?
C20 C14 1.495(5) 2_545 ?
C1S N1S 1.299(13) . ?
N1S C7S 1.32(3) . ?
N1S C2S 1.434(10) . ?
N2S C3S 1.46(3) . ?
N2S C6S 1.32(3) . ?
N2S C4S 1.420(10) . ?
C4S O2S 1.431(11) . ?
C3S C6S 2.602(11) . ?
O3S C7S 1.49(3) . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
O5 Zn1 O4 117.47(11) . . ?
O5 Zn1 O2 150.34(11) . . ?
O4 Zn1 O2 92.10(11) . . ?
O5 Zn1 N2 85.65(13) . . ?
O4 Zn1 N2 89.48(13) . . ?
O2 Zn1 N2 92.75(13) . . ?
O5 Zn1 N1 91.94(13) . . ?
O4 Zn1 N1 92.00(13) . . ?
O2 Zn1 N1 89.13(12) . . ?
N2 Zn1 N1 177.56(13) . . ?
O5 Zn1 O1 91.28(11) . . ?
O4 Zn1 O1 151.22(11) . . ?
O2 Zn1 O1 59.12(10) . . ?
N2 Zn1 O1 91.39(13) . . ?
N1 Zn1 O1 88.24(13) . . ?
O5 Zn1 C11 120.78(13) . . ?
O4 Zn1 C11 121.72(12) . . ?
O2 Zn1 C11 29.64(13) . . ?
N2 Zn1 C11 93.23(14) . . ?
N1 Zn1 C11 87.64(13) . . ?
O1 Zn1 C11 29.51(12) . . ?
C11 O1 Zn1 85.3(2) . . ?
C11 O2 Zn1 93.7(3) . . ?
C16 O3 C18 117.4(3) . . ?
C5 N1 C1 116.7(4) . . ?
C5 N1 Zn1 125.6(3) . . ?
C1 N1 Zn1 117.4(3) . . ?
C10 N2 C6 116.7(4) . . ?
C10 N2 Zn1 121.0(3) . . ?
C6 N2 Zn1 122.3(3) . . ?
C17 C12 C13 120.7(4) . . ?
C17 C12 C11 119.6(4) . . ?
C13 C12 C11 119.7(4) . . ?
C13 C14 C15 120.5(4) . . ?
C13 C14 C20 120.3(4) . 2 ?
C15 C14 C20 119.2(3) . 2 ?
C9 C8 C7 116.6(4) . . ?
C9 C8 C3 121.8(5) . 1_655 ?
C7 C8 C3 121.5(4) . 1_655 ?
O2 C11 O1 121.8(4) . . ?
O2 C11 C12 118.3(4) . . ?
O1 C11 C12 119.9(4) . . ?
O2 C11 Zn1 56.6(2) . . ?
O1 C11 Zn1 65.2(2) . . ?
C12 C11 Zn1 173.6(3) . . ?
C4 C3 C2 116.7(4) . . ?
C4 C3 C8 121.9(4) . 1_455 ?
C2 C3 C8 121.3(5) . 1_455 ?
C14 C13 C12 119.9(4) . . ?
C12 C17 C16 119.5(4) . . ?
O3 C16 C15 124.3(4) . . ?
O3 C16 C17 115.3(4) . . ?
C15 C16 C17 120.4(4) . . ?
C16 C15 C14 119.0(4) . . ?
C3 C4 C5 120.1(4) . . ?
C8 C7 C6 119.9(5) . . ?
N1 C5 C4 123.7(4) . . ?
N2 C6 C7 123.3(5) . . ?
C3 C2 C1 119.9(5) . . ?
C8 C9 C10 119.9(5) . . ?
N2 C10 C9 123.2(5) . . ?
N1 C1 C2 122.8(5) . . ?
O3 C18 C19 111.6(6) . . ?
C21 C19 C18 177.2(8) . . ?
C20 O4 Zn1 122.6(2) 3 . ?
C20 O5 Zn1 156.5(3) . . ?
O4 C20 O5 124.6(3) 3 . ?
O4 C20 C14 117.0(3) 3 2_545 ?
O5 C20 C14 118.4(3) . 2_545 ?
C1S N1S C7S 123(2) . . ?
C1S N1S C2S 133(3) . . ?
C7S N1S C2S 103(3) . . ?
C3S N2S C6S 139(3) . . ?
C3S N2S C4S 118(3) . . ?
C6S N2S C4S 98(2) . . ?
N2S C4S O2S 160(3) . . ?
N2S C3S C6S 19.7(13) . . ?
N2S C6S C3S 21.8(17) . . ?
O3S C7S N1S 106(3) . . ?
 
_diffrn_measured_fraction_theta_max    0.998
_diffrn_reflns_theta_full              26.23
_diffrn_measured_fraction_theta_full   0.998
_refine_diff_density_max    1.389
_refine_diff_density_min   -0.770
_refine_diff_density_rms    0.127
