 
data_2009src0013pbca
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C7.50 H9.50 N4.50 O0.50 Zn'
_chemical_formula_weight          236.07
 
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            orthorhombic
_symmetry_space_group_name_H-M    Pbca
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 '-x, y+1/2, -z+1/2'
 'x+1/2, -y+1/2, -z'
 '-x, -y, -z'
 'x-1/2, y, -z-1/2'
 'x, -y-1/2, z-1/2'
 '-x-1/2, y-1/2, z'
 
_cell_length_a                    15.5741(6)
_cell_length_b                    14.8047(4)
_cell_length_c                    18.4602(8)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      4256.4(3)
_cell_formula_units_Z             16
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     29517
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        block
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.38
_exptl_crystal_size_mid           0.22
_exptl_crystal_size_min           0.10
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.474
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1920
_exptl_absorpt_coefficient_mu     2.277
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.4783
_exptl_absorpt_correction_T_max   0.8043
_exptl_absorpt_process_details      'SADABS 2007/2 (Sheldrick, G.M., 2007)' 
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature           120(2)
_diffrn_radiation_wavelength           0.71073
_diffrn_radiation_type                      MoK\a
_diffrn_radiation_source                  'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator    'graphite'
_diffrn_measurement_device_type   
'Bruker-Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   '9.091'
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             31399
_diffrn_reflns_av_R_equivalents   0.0956
_diffrn_reflns_av_sigmaI/netI     0.0738
_diffrn_reflns_limit_h_min        -20
_diffrn_reflns_limit_h_max        19
_diffrn_reflns_limit_k_min        -16
_diffrn_reflns_limit_k_max        19
_diffrn_reflns_limit_l_min        -22
_diffrn_reflns_limit_l_max        23
_diffrn_reflns_theta_min          2.91
_diffrn_reflns_theta_max          27.48
_reflns_number_total              4866
_reflns_number_gt                 3217
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' 
_computing_structure_solution     ?
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_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.

 The DMF molecule was refined isotropically due to it being disordered; the
 disorder results in larger thermal parameters where the molecule is moving
 about its position.
;
 
_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)+(0.0479P)²+2.6300P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          4866
_refine_ls_number_parameters      244
_refine_ls_number_restraints      8
_refine_ls_R_factor_all           0.0889
_refine_ls_R_factor_gt            0.0473
_refine_ls_wR_factor_ref          0.1143
_refine_ls_wR_factor_gt           0.0994
_refine_ls_goodness_of_fit_ref    1.014
_refine_ls_restrained_S_all       1.013
_refine_ls_shift/su_max           0.007
_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
C52 C 0.2689(4) 1.1611(4) 0.6069(4) 0.0459(17) Uiso 0.791(8) 1 d PD A 1
H52 H 0.2906 1.1892 0.6494 0.055 Uiso 0.791(8) 1 calc PR A 1
C54 C 0.1482(4) 1.1365(4) 0.5270(4) 0.059(2) Uiso 0.791(8) 1 d PD A 1
H54A H 0.1934 1.1125 0.4955 0.089 Uiso 0.791(8) 1 calc PR A 1
H54B H 0.1195 1.1870 0.5027 0.089 Uiso 0.791(8) 1 calc PR A 1
H54C H 0.1062 1.0889 0.5374 0.089 Uiso 0.791(8) 1 calc PR A 1
C55 C 0.1272(6) 1.2121(6) 0.6434(6) 0.106(3) Uiso 0.791(8) 1 d PD A 1
H55A H 0.1589 1.2286 0.6873 0.158 Uiso 0.791(8) 1 calc PR A 1
H55B H 0.0801 1.1711 0.6562 0.158 Uiso 0.791(8) 1 calc PR A 1
H55C H 0.1037 1.2666 0.6208 0.158 Uiso 0.791(8) 1 calc PR A 1
N53 N 0.1851(4) 1.1670(5) 0.5927(3) 0.048(2) Uiso 0.791(8) 1 d PD A 1
O51 O 0.3203(3) 1.1199(4) 0.5662(4) 0.054(2) Uiso 0.791(8) 1 d PD A 1
C62 C 0.2436(13) 1.1599(17) 0.5460(13) 0.073(9) Uiso 0.209(8) 1 d PD A 2
H62 H 0.2321 1.1490 0.4962 0.087 Uiso 0.209(8) 1 calc PR A 2
C64 C 0.1077(16) 1.239(2) 0.5702(18) 0.106(13) Uiso 0.209(8) 1 d PD A 2
H64A H 0.1162 1.2740 0.5257 0.159 Uiso 0.209(8) 1 calc PR A 2
H64B H 0.0903 1.2796 0.6095 0.159 Uiso 0.209(8) 1 calc PR A 2
H64C H 0.0627 1.1938 0.5622 0.159 Uiso 0.209(8) 1 calc PR A 2
C65 C 0.204(2) 1.199(3) 0.6678(13) 0.128(15) Uiso 0.209(8) 1 d PD A 2
H65A H 0.1564 1.1718 0.6948 0.192 Uiso 0.209(8) 1 calc PR A 2
H65B H 0.2104 1.2625 0.6827 0.192 Uiso 0.209(8) 1 calc PR A 2
H65C H 0.2571 1.1664 0.6778 0.192 Uiso 0.209(8) 1 calc PR A 2
N63 N 0.1850(10) 1.1954(15) 0.5891(9) 0.029(5) Uiso 0.209(8) 1 d PD A 2
O61 O 0.3161(11) 1.1411(14) 0.5737(12) 0.036(6) Uiso 0.209(8) 1 d PD A 2
C2 C 0.1047(2) 0.8445(2) 0.5519(2) 0.0243(8) Uani 1 1 d . . .
H2 H 0.0615 0.8108 0.5275 0.029 Uiso 1 1 calc R . .
C4 C 0.2203(3) 0.9171(3) 0.5733(2) 0.0464(12) Uani 1 1 d . . .
H4 H 0.2747 0.9454 0.5683 0.056 Uiso 1 1 calc R . .
C5 C 0.1744(3) 0.9117(3) 0.6352(2) 0.0462(12) Uani 1 1 d . . .
H5 H 0.1909 0.9362 0.6807 0.055 Uiso 1 1 calc R . .
N1 N 0.10039(18) 0.8651(2) 0.62171(17) 0.0255(7) Uani 1 1 d . . .
N3 N 0.17545(19) 0.8753(2) 0.51892(17) 0.0268(7) Uani 1 1 d . . .
C22 C 0.0975(2) 0.7362(2) 0.8076(2) 0.0269(9) Uani 1 1 d . . .
H22 H 0.0991 0.6834 0.7785 0.032 Uiso 1 1 calc R . .
C24 C 0.0713(3) 0.6292(3) 0.3444(2) 0.0342(10) Uani 1 1 d . . .
H24 H 0.0512 0.5687 0.3470 0.041 Uiso 1 1 calc R . .
C25 C 0.1166(3) 0.6721(3) 0.3961(2) 0.0345(10) Uani 1 1 d . . .
H25 H 0.1338 0.6466 0.4410 0.041 Uiso 1 1 calc R . .
N21 N 0.13403(18) 0.7585(2) 0.37369(17) 0.0268(7) Uani 1 1 d . . .
N23 N 0.05890(19) 0.8126(2) 0.78730(17) 0.0273(7) Uani 1 1 d . . .
C32 C -0.1432(2) 0.7321(3) 0.6412(2) 0.0285(9) Uani 1 1 d . . .
H32 H -0.1790 0.7776 0.6615 0.034 Uiso 1 1 calc R . .
C34 C -0.0311(2) 0.6562(3) 0.6110(2) 0.0339(10) Uani 1 1 d . . .
H34 H 0.0266 0.6364 0.6057 0.041 Uiso 1 1 calc R . .
N31 N 0.32637(19) 0.8378(2) 0.39611(17) 0.0276(7) Uani 1 1 d . . .
N33 N -0.05757(18) 0.7325(2) 0.64752(17) 0.0268(7) Uani 1 1 d . . .
C42 C -0.0943(2) 0.9878(2) 0.6379(2) 0.0258(8) Uani 1 1 d . . .
H42 H -0.0587 0.9905 0.5961 0.031 Uiso 1 1 calc R . .
C43 C 0.3988(2) 0.8858(3) 0.4159(2) 0.0347(10) Uani 1 1 d . . .
H43 H 0.3992 0.9396 0.4440 0.042 Uiso 1 1 calc R . .
C44 C 0.1970(3) 0.9871(3) 0.2880(2) 0.0402(11) Uani 1 1 d . . .
H44 H 0.2479 0.9641 0.2664 0.048 Uiso 1 1 calc R . .
C45 C -0.1427(3) 0.9517(3) 0.7424(2) 0.0393(10) Uani 1 1 d . . .
H45 H -0.1493 0.9249 0.7888 0.047 Uiso 1 1 calc R . .
N41 N -0.07706(19) 0.9353(2) 0.69482(16) 0.0264(7) Uani 1 1 d . . .
N43 N 0.16610(19) 0.9640(2) 0.35509(18) 0.0286(7) Uani 1 1 d . . .
Zn1 Zn 0.20321(3) 0.85916(3) 0.41570(2) 0.02432(14) Uani 1 1 d . . .
Zn2 Zn 0.00771(3) 0.83445(3) 0.69134(2) 0.02552(14) Uani 1 1 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
C52 O51 1.256(8) . ?
C52 N53 1.334(8) . ?
C52 H52 0.9500 . ?
C54 N53 1.416(8) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 N53 1.461(10) . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C62 O61 1.270(18) . ?
C62 N63 1.320(17) . ?
C62 H62 0.9500 . ?
C64 N63 1.411(17) . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C65 N63 1.482(18) . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
C2 N1 1.326(5) . ?
C2 N3 1.339(4) . ?
C2 H2 0.9500 . ?
C4 C5 1.350(6) . ?
C4 N3 1.371(5) . ?
C4 H4 0.9500 . ?
C5 N1 1.366(5) . ?
C5 H5 0.9500 . ?
N1 Zn2 1.986(3) . ?
N3 Zn1 1.968(3) . ?
C22 N23 1.335(5) . ?
C22 N21 1.348(5) 7_576 ?
C22 H22 0.9500 . ?
C24 C25 1.346(5) . ?
C24 N23 1.376(5) 7_575 ?
C24 H24 0.9500 . ?
C25 N21 1.371(5) . ?
C25 H25 0.9500 . ?
N21 C22 1.348(5) 7_575 ?
N21 Zn1 1.995(3) . ?
N23 C24 1.376(5) 7_576 ?
N23 Zn2 1.969(3) . ?
C32 N31 1.331(5) 4_466 ?
C32 N33 1.339(4) . ?
C32 H32 0.9500 . ?
C34 C43 1.352(5) 4_466 ?
C34 N33 1.379(5) . ?
C34 H34 0.9500 . ?
N31 C32 1.331(5) 4_566 ?
N31 C43 1.382(5) . ?
N31 Zn1 1.977(3) . ?
N33 Zn2 1.991(3) . ?
C42 N43 1.333(4) 5_576 ?
C42 N41 1.335(5) . ?
C42 H42 0.9500 . ?
C43 C34 1.352(5) 4_566 ?
C43 H43 0.9500 . ?
C44 C45 1.361(6) 5_576 ?
C44 N43 1.372(5) . ?
C44 H44 0.9500 . ?
C45 C44 1.361(6) 5_576 ?
C45 N41 1.370(5) . ?
C45 H45 0.9500 . ?
N41 Zn2 1.994(3) . ?
N43 C42 1.333(4) 5_576 ?
N43 Zn1 1.999(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
O51 C52 N53 122.5(7) . . ?
O51 C52 H52 118.7 . . ?
N53 C52 H52 118.7 . . ?
C52 N53 C54 123.0(6) . . ?
C52 N53 C55 120.5(7) . . ?
C54 N53 C55 116.4(6) . . ?
O61 C62 N63 117(2) . . ?
O61 C62 H62 121.3 . . ?
N63 C62 H62 121.3 . . ?
N63 C64 H64A 109.5 . . ?
N63 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
N63 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
N63 C65 H65A 109.5 . . ?
N63 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
N63 C65 H65C 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
C62 N63 C64 128.6(19) . . ?
C62 N63 C65 118.0(18) . . ?
C64 N63 C65 113.1(19) . . ?
N1 C2 N3 113.9(3) . . ?
N1 C2 H2 123.1 . . ?
N3 C2 H2 123.1 . . ?
C5 C4 N3 108.9(4) . . ?
C5 C4 H4 125.6 . . ?
N3 C4 H4 125.6 . . ?
C4 C5 N1 108.8(4) . . ?
C4 C5 H5 125.6 . . ?
N1 C5 H5 125.6 . . ?
C2 N1 C5 104.5(3) . . ?
C2 N1 Zn2 127.8(2) . . ?
C5 N1 Zn2 127.6(3) . . ?
C2 N3 C4 103.9(3) . . ?
C2 N3 Zn1 125.4(2) . . ?
C4 N3 Zn1 130.7(3) . . ?
N23 C22 N21 113.3(3) . 7_576 ?
N23 C22 H22 123.4 . . ?
N21 C22 H22 123.4 7_576 . ?
C25 C24 N23 108.7(3) . 7_575 ?
C25 C24 H24 125.7 . . ?
N23 C24 H24 125.7 7_575 . ?
C24 C25 N21 109.3(4) . . ?
C24 C25 H25 125.3 . . ?
N21 C25 H25 125.3 . . ?
C22 N21 C25 104.1(3) 7_575 . ?
C22 N21 Zn1 122.4(2) 7_575 . ?
C25 N21 Zn1 133.3(3) . . ?
C22 N23 C24 104.6(3) . 7_576 ?
C22 N23 Zn2 125.1(3) . . ?
C24 N23 Zn2 130.0(3) 7_576 . ?
N31 C32 N33 113.8(3) 4_466 . ?
N31 C32 H32 123.1 4_466 . ?
N33 C32 H32 123.1 . . ?
C43 C34 N33 108.3(3) 4_466 . ?
C43 C34 H34 125.8 4_466 . ?
N33 C34 H34 125.8 . . ?
C32 N31 C43 104.3(3) 4_566 . ?
C32 N31 Zn1 124.3(3) 4_566 . ?
C43 N31 Zn1 131.4(3) . . ?
C32 N33 C34 104.6(3) . . ?
C32 N33 Zn2 123.2(3) . . ?
C34 N33 Zn2 131.8(2) . . ?
N43 C42 N41 113.8(3) 5_576 . ?
N43 C42 H42 123.1 5_576 . ?
N41 C42 H42 123.1 . . ?
C34 C43 N31 109.0(4) 4_566 . ?
C34 C43 H43 125.5 4_566 . ?
N31 C43 H43 125.5 . . ?
C45 C44 N43 108.6(3) 5_576 . ?
C45 C44 H44 125.7 5_576 . ?
N43 C44 H44 125.7 . . ?
C44 C45 N41 108.5(4) 5_576 . ?
C44 C45 H45 125.7 5_576 . ?
N41 C45 H45 125.7 . . ?
C42 N41 C45 104.5(3) . . ?
C42 N41 Zn2 122.9(3) . . ?
C45 N41 Zn2 130.4(3) . . ?
C42 N43 C44 104.5(3) 5_576 . ?
C42 N43 Zn1 127.1(3) 5_576 . ?
C44 N43 Zn1 126.6(3) . . ?
N3 Zn1 N31 114.17(13) . . ?
N3 Zn1 N21 110.38(12) . . ?
N31 Zn1 N21 109.48(13) . . ?
N3 Zn1 N43 112.59(13) . . ?
N31 Zn1 N43 107.58(12) . . ?
N21 Zn1 N43 101.90(13) . . ?
N23 Zn2 N1 109.00(12) . . ?
N23 Zn2 N33 116.60(13) . . ?
N1 Zn2 N33 106.35(12) . . ?
N23 Zn2 N41 111.23(13) . . ?
N1 Zn2 N41 109.32(12) . . ?
N33 Zn2 N41 104.02(12) . . ?
 
_diffrn_measured_fraction_theta_max    0.998
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.998
_refine_diff_density_max    0.570
_refine_diff_density_min   -0.558
_refine_diff_density_rms    0.107
