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


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# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
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#  fide research purposes only. It may contain copyright material 
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data_p1
_database_code_depnum_ccdc_archive 'CCDC 898678'
#TrackingRef 'web_deposit_cif_file_0_DiSun_1346200905.p1-2.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H13 Cd N5 O4'
_chemical_formula_weight         499.75

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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   p2(1)/c

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                   8.6361(11)
_cell_length_b                   10.8402(15)
_cell_length_c                   19.795(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.624(3)
_cell_angle_gamma                90.00
_cell_volume                     1844.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.800
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    1.225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6027
_exptl_absorpt_correction_T_max  0.8376
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9116
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_sigmaI/netI    0.0381
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.07
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3246
_reflns_number_gt                2705
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0256P)^2^+0.0000P] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3246
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0251
_refine_ls_wR_factor_ref         0.0560
_refine_ls_wR_factor_gt          0.0549
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_restrained_S_all      0.989
_refine_ls_shift/su_max          0.001
_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
Cd1 Cd 0.87668(2) 0.430255(18) 0.267779(10) 0.02541(8) Uani 1 1 d . . .
C1 C 1.0041(4) 0.3481(3) 0.42893(17) 0.0419(8) Uani 1 1 d . . .
H1 H 1.0976 0.3337 0.4107 0.050 Uiso 1 1 calc R . .
C2 C 1.0010(4) 0.3402(3) 0.49804(18) 0.0520(10) Uani 1 1 d . . .
H2 H 1.0901 0.3193 0.5259 0.062 Uiso 1 1 calc R . .
C3 C 0.8650(4) 0.3636(3) 0.52486(18) 0.0520(10) Uani 1 1 d . . .
H3 H 0.8609 0.3602 0.5716 0.062 Uiso 1 1 calc R . .
C4 C 0.7326(4) 0.3925(3) 0.48262(16) 0.0432(8) Uani 1 1 d . . .
H4 H 0.6387 0.4088 0.5002 0.052 Uiso 1 1 calc R . .
C5 C 0.7444(3) 0.3964(3) 0.41374(15) 0.0313(7) Uani 1 1 d . . .
C6 C 0.6085(3) 0.4213(3) 0.36409(14) 0.0300(7) Uani 1 1 d . . .
C7 C 0.4766(3) 0.4402(2) 0.26860(15) 0.0290(7) Uani 1 1 d . . .
C8 C 0.4230(3) 0.4446(3) 0.19676(15) 0.0304(7) Uani 1 1 d . . .
C9 C 0.4590(3) 0.3508(3) 0.15358(15) 0.0376(8) Uani 1 1 d . . .
H9 H 0.5186 0.2842 0.1706 0.045 Uiso 1 1 calc R . .
C10 C 0.4064(3) 0.3554(3) 0.08491(15) 0.0375(8) Uani 1 1 d . . .
H10 H 0.4309 0.2915 0.0565 0.045 Uiso 1 1 calc R . .
C11 C 0.3180(3) 0.4541(3) 0.05820(15) 0.0307(7) Uani 1 1 d . . .
C12 C 0.2832(3) 0.5467(3) 0.10235(16) 0.0371(8) Uani 1 1 d . . .
H12 H 0.2246 0.6139 0.0854 0.045 Uiso 1 1 calc R . .
C13 C 0.3328(3) 0.5426(3) 0.17076(16) 0.0370(8) Uani 1 1 d . . .
H13 H 0.3058 0.6054 0.1994 0.044 Uiso 1 1 calc R . .
C14 C 0.2749(3) 0.4103(3) -0.13286(15) 0.0340(7) Uani 1 1 d . . .
H14 H 0.3188 0.3621 -0.1648 0.041 Uiso 1 1 calc R . .
C15 C 0.3257(3) 0.3930(3) -0.06513(15) 0.0329(7) Uani 1 1 d . . .
H15 H 0.4017 0.3343 -0.0527 0.039 Uiso 1 1 calc R . .
C16 C 0.2642(3) 0.4629(3) -0.01558(15) 0.0298(7) Uani 1 1 d . . .
C17 C 0.1475(4) 0.5454(3) -0.03902(16) 0.0381(8) Uani 1 1 d . . .
H17 H 0.0992 0.5932 -0.0082 0.046 Uiso 1 1 calc R . .
C18 C 0.1030(4) 0.5566(3) -0.10733(16) 0.0390(8) Uani 1 1 d . . .
H18 H 0.0243 0.6124 -0.1211 0.047 Uiso 1 1 calc R . .
C19 C 0.9115(3) 0.7150(3) 0.27271(14) 0.0302(7) Uani 1 1 d . . .
C20 C 1.0776(3) 0.6653(3) 0.28881(13) 0.0252(6) Uani 1 1 d . . .
N1 N 0.8774(3) 0.3759(2) 0.38649(12) 0.0308(6) Uani 1 1 d . . .
N2 N 0.6190(3) 0.4105(2) 0.29619(12) 0.0277(5) Uani 1 1 d . . .
N3 N 0.4715(3) 0.4547(2) 0.38061(12) 0.0408(7) Uani 1 1 d . . .
N4 N 0.3892(3) 0.4660(2) 0.31879(12) 0.0395(7) Uani 1 1 d . . .
H4A H 0.2929 0.4872 0.3128 0.047 Uiso 1 1 calc R . .
N5 N 0.1663(3) 0.4922(2) -0.15488(12) 0.0329(6) Uani 1 1 d . . .
O1 O 0.8020(2) 0.64452(18) 0.28462(10) 0.0343(5) Uani 1 1 d . . .
O2 O 0.8980(2) 0.82075(18) 0.24783(11) 0.0413(6) Uani 1 1 d . . .
O3 O 1.0921(2) 0.55341(16) 0.30616(10) 0.0305(5) Uani 1 1 d . . .
O4 O 1.1882(2) 0.73799(17) 0.28477(10) 0.0360(5) Uani 1 1 d . . .

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
Cd1 0.02571(12) 0.02354(13) 0.02687(13) 0.00056(10) 0.00201(8) -0.00007(9)
C1 0.0360(17) 0.0399(19) 0.048(2) 0.0053(17) -0.0074(15) 0.0008(16)
C2 0.060(2) 0.046(2) 0.046(2) 0.0108(19) -0.0194(18) 0.004(2)
C3 0.073(3) 0.051(2) 0.029(2) 0.0019(17) -0.0071(18) 0.001(2)
C4 0.052(2) 0.048(2) 0.0291(19) 0.0009(16) 0.0027(15) 0.0062(18)
C5 0.0341(16) 0.0284(16) 0.0304(18) 0.0012(14) -0.0015(13) 0.0005(14)
C6 0.0327(16) 0.0330(17) 0.0240(17) 0.0004(14) 0.0015(12) 0.0015(14)
C7 0.0289(15) 0.0307(16) 0.0280(17) -0.0003(14) 0.0050(12) 0.0001(14)
C8 0.0227(14) 0.0379(18) 0.0299(18) 0.0004(15) -0.0001(12) -0.0018(13)
C9 0.0378(17) 0.0358(18) 0.037(2) 0.0036(16) -0.0070(14) 0.0078(15)
C10 0.0436(18) 0.0341(18) 0.0339(19) -0.0028(15) -0.0012(14) 0.0064(15)
C11 0.0292(15) 0.0343(17) 0.0283(17) 0.0029(14) 0.0006(13) 0.0012(14)
C12 0.0409(18) 0.0363(18) 0.0333(19) 0.0038(15) -0.0013(14) 0.0121(15)
C13 0.0374(17) 0.0416(19) 0.0322(19) -0.0049(15) 0.0042(14) 0.0061(15)
C14 0.0367(17) 0.0330(17) 0.0324(19) -0.0027(14) 0.0044(14) 0.0015(15)
C15 0.0336(16) 0.0325(17) 0.0318(18) 0.0029(14) -0.0013(13) 0.0038(14)
C16 0.0315(16) 0.0296(16) 0.0280(17) 0.0050(14) 0.0012(13) -0.0024(14)
C17 0.0419(18) 0.044(2) 0.0288(19) 0.0034(15) 0.0068(14) 0.0091(16)
C18 0.0400(18) 0.045(2) 0.0322(19) 0.0102(16) 0.0023(14) 0.0130(16)
C19 0.0305(16) 0.0299(17) 0.0306(17) -0.0048(14) 0.0052(13) 0.0004(14)
C20 0.0281(15) 0.0267(16) 0.0205(16) -0.0036(13) 0.0011(11) 0.0023(13)
N1 0.0305(13) 0.0296(13) 0.0313(15) 0.0024(12) -0.0015(11) -0.0006(11)
N2 0.0266(12) 0.0310(13) 0.0250(14) 0.0019(11) 0.0002(10) 0.0014(11)
N3 0.0335(14) 0.0626(19) 0.0266(15) 0.0047(13) 0.0046(11) 0.0081(14)
N4 0.0285(13) 0.0621(18) 0.0278(15) 0.0047(14) 0.0019(11) 0.0101(13)
N5 0.0366(14) 0.0343(15) 0.0277(15) 0.0037(12) 0.0031(11) 0.0016(12)
O1 0.0267(10) 0.0296(11) 0.0472(13) -0.0001(10) 0.0072(9) -0.0041(9)
O2 0.0315(11) 0.0270(12) 0.0645(16) 0.0139(11) 0.0001(10) 0.0038(10)
O3 0.0298(11) 0.0225(11) 0.0383(13) 0.0024(9) -0.0021(9) -0.0004(9)
O4 0.0284(11) 0.0272(11) 0.0521(14) 0.0045(10) 0.0018(9) -0.0029(9)

_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
Cd1 O2 2.325(2) 2_745 y
Cd1 O3 2.3546(18) . y
Cd1 N2 2.358(2) . y
Cd1 O4 2.3718(19) 2_745 y
Cd1 N5 2.382(2) 3_665 y
Cd1 N1 2.422(2) . y
Cd1 O1 2.4423(19) . y
C1 N1 1.347(3) . ?
C1 C2 1.374(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.359(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(4) . ?
C4 H4 0.9300 . ?
C5 N1 1.334(4) . ?
C5 C6 1.480(4) . ?
C6 N3 1.309(4) . ?
C6 N2 1.361(4) . ?
C7 N4 1.335(4) . ?
C7 N2 1.335(3) . ?
C7 C8 1.453(4) . ?
C8 C9 1.384(4) . ?
C8 C13 1.385(4) . ?
C9 C10 1.391(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.388(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.384(4) . ?
C11 C16 1.492(4) . ?
C12 C13 1.381(4) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 N5 1.333(4) . ?
C14 C15 1.382(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.386(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.392(4) . ?
C17 C18 1.374(4) . ?
C17 H17 0.9300 . ?
C18 N5 1.332(4) . ?
C18 H18 0.9300 . ?
C19 O2 1.249(3) . ?
C19 O1 1.256(3) . ?
C19 C20 1.536(4) . ?
C20 O4 1.246(3) . ?
C20 O3 1.264(3) . ?
N3 N4 1.359(3) . ?
N4 H4A 0.8600 . ?
N5 Cd1 2.382(2) 3_665 ?
O2 Cd1 2.325(2) 2_755 ?
O4 Cd1 2.3718(19) 2_755 ?

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 Cd1 O3 71.78(6) 2_745 . y
O2 Cd1 N2 143.77(7) 2_745 . y
O3 Cd1 N2 135.15(7) . . y
O2 Cd1 O4 69.99(6) 2_745 2_745 y
O3 Cd1 O4 141.71(6) . 2_745 y
N2 Cd1 O4 80.61(7) . 2_745 y
O2 Cd1 N5 96.37(8) 2_745 3_665 y
O3 Cd1 N5 98.53(7) . 3_665 y
N2 Cd1 N5 101.06(8) . 3_665 y
O4 Cd1 N5 83.69(8) 2_745 3_665 y
O2 Cd1 N1 94.71(8) 2_745 . y
O3 Cd1 N1 84.14(7) . . y
N2 Cd1 N1 70.07(8) . . y
O4 Cd1 N1 100.95(7) 2_745 . y
N5 Cd1 N1 168.89(8) 3_665 . y
O2 Cd1 O1 137.67(7) 2_745 . y
O3 Cd1 O1 68.15(6) . . y
N2 Cd1 O1 77.63(7) . . y
O4 Cd1 O1 147.29(6) 2_745 . y
N5 Cd1 O1 76.92(8) 3_665 . y
N1 Cd1 O1 94.27(7) . . y
N1 C1 C2 122.8(3) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C3 C2 C1 118.7(3) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 120.0(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 117.9(3) . . ?
C5 C4 H4 121.1 . . ?
C3 C4 H4 121.1 . . ?
N1 C5 C4 123.0(3) . . ?
N1 C5 C6 114.8(3) . . ?
C4 C5 C6 122.1(3) . . ?
N3 C6 N2 114.8(2) . . ?
N3 C6 C5 124.2(3) . . ?
N2 C6 C5 121.0(3) . . ?
N4 C7 N2 108.1(2) . . ?
N4 C7 C8 124.9(2) . . ?
N2 C7 C8 126.9(3) . . ?
C9 C8 C13 119.1(3) . . ?
C9 C8 C7 120.7(3) . . ?
C13 C8 C7 120.2(3) . . ?
C8 C9 C10 120.3(3) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 121.0(3) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C12 C11 C10 117.7(3) . . ?
C12 C11 C16 120.4(2) . . ?
C10 C11 C16 121.9(3) . . ?
C13 C12 C11 122.0(3) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C12 C13 C8 119.9(3) . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
N5 C14 C15 123.6(3) . . ?
N5 C14 H14 118.2 . . ?
C15 C14 H14 118.2 . . ?
C14 C15 C16 120.3(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C17 115.5(3) . . ?
C15 C16 C11 123.6(3) . . ?
C17 C16 C11 120.9(3) . . ?
C18 C17 C16 120.6(3) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
N5 C18 C17 123.7(3) . . ?
N5 C18 H18 118.2 . . ?
C17 C18 H18 118.2 . . ?
O2 C19 O1 126.1(3) . . ?
O2 C19 C20 116.9(3) . . ?
O1 C19 C20 117.0(3) . . ?
O4 C20 O3 124.6(2) . . ?
O4 C20 C19 118.1(2) . . ?
O3 C20 C19 117.3(2) . . ?
C5 N1 C1 117.6(3) . . ?
C5 N1 Cd1 115.55(18) . . ?
C1 N1 Cd1 125.8(2) . . ?
C7 N2 C6 103.6(2) . . ?
C7 N2 Cd1 137.16(19) . . ?
C6 N2 Cd1 112.55(17) . . ?
C6 N3 N4 101.9(2) . . ?
C7 N4 N3 111.6(2) . . ?
C7 N4 H4A 124.2 . . ?
N3 N4 H4A 124.2 . . ?
C18 N5 C14 116.3(3) . . ?
C18 N5 Cd1 116.17(19) . 3_665 ?
C14 N5 Cd1 125.6(2) . 3_665 ?
C19 O1 Cd1 109.80(17) . . ?
C19 O2 Cd1 118.33(17) . 2_755 ?
C20 O3 Cd1 113.72(16) . . ?
C20 O4 Cd1 115.72(16) . 2_755 ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.556
_refine_diff_density_rms         0.066


data_p2
_database_code_depnum_ccdc_archive 'CCDC 898679'
#TrackingRef 'web_deposit_cif_file_0_DiSun_1346200905.p1-2.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H13 Cd N5 O4'
_chemical_formula_weight         499.75

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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   p2(1)/c

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                   9.955(6)
_cell_length_b                   19.393(11)
_cell_length_c                   10.077(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.590(11)
_cell_angle_gamma                90.00
_cell_volume                     1843.9(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            pale-yellow
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.800
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    1.225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6668
_exptl_absorpt_correction_T_max  0.7830
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9213
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_sigmaI/netI    0.0607
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.10
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3221
_reflns_number_gt                2496
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0339P)^2^+0.0000P] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3221
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0358
_refine_ls_wR_factor_ref         0.0740
_refine_ls_wR_factor_gt          0.0704
_refine_ls_goodness_of_fit_ref   0.915
_refine_ls_restrained_S_all      0.915
_refine_ls_shift/su_max          0.001
_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
Cd1 Cd 0.58426(3) 0.191907(14) 0.62669(3) 0.02898(11) Uani 1 1 d . . .
C1 C 0.3093(4) 0.2692(2) 0.3982(5) 0.0401(11) Uani 1 1 d . . .
H1 H 0.3765 0.3032 0.4026 0.048 Uiso 1 1 calc R . .
C2 C 0.1747(5) 0.2776(2) 0.3068(5) 0.0464(12) Uani 1 1 d . . .
H2 H 0.1525 0.3157 0.2478 0.056 Uiso 1 1 calc R . .
C3 C 0.0740(4) 0.2295(2) 0.3035(5) 0.0451(11) Uani 1 1 d . . .
H3 H -0.0187 0.2352 0.2449 0.054 Uiso 1 1 calc R . .
C4 C 0.1112(4) 0.1724(2) 0.3878(5) 0.0397(11) Uani 1 1 d . . .
H4 H 0.0445 0.1387 0.3863 0.048 Uiso 1 1 calc R . .
C5 C 0.2491(4) 0.16588(19) 0.4748(4) 0.0299(9) Uani 1 1 d . . .
C6 C 0.2996(4) 0.10512(19) 0.5609(4) 0.0307(9) Uani 1 1 d . . .
C7 C 0.4392(4) 0.03644(19) 0.7013(4) 0.0307(9) Uani 1 1 d . . .
C8 C 0.5625(4) 0.00327(19) 0.8020(4) 0.0330(10) Uani 1 1 d . . .
C9 C 0.6080(4) -0.0604(2) 0.7739(5) 0.0422(11) Uani 1 1 d . . .
H9 H 0.5564 -0.0842 0.6938 0.051 Uiso 1 1 calc R . .
C10 C 0.7299(4) -0.0891(2) 0.8638(5) 0.0438(11) Uani 1 1 d . . .
H10 H 0.7590 -0.1323 0.8436 0.053 Uiso 1 1 calc R . .
C11 C 0.8089(4) -0.05525(18) 0.9825(4) 0.0305(9) Uani 1 1 d . . .
C12 C 0.7579(4) 0.0069(2) 1.0151(5) 0.0392(10) Uani 1 1 d . . .
H12 H 0.8062 0.0293 1.0984 0.047 Uiso 1 1 calc R . .
C13 C 0.6358(4) 0.0360(2) 0.9250(5) 0.0394(11) Uani 1 1 d . . .
H13 H 0.6030 0.0779 0.9477 0.047 Uiso 1 1 calc R . .
C14 C 1.1487(4) -0.1550(2) 1.1034(5) 0.0411(11) Uani 1 1 d . . .
H14 H 1.1971 -0.1858 1.0644 0.049 Uiso 1 1 calc R . .
C15 C 1.0222(4) -0.1287(2) 1.0186(5) 0.0393(11) Uani 1 1 d . . .
H15 H 0.9881 -0.1412 0.9247 0.047 Uiso 1 1 calc R . .
C16 C 0.9455(4) -0.08350(19) 1.0733(4) 0.0313(9) Uani 1 1 d . . .
C17 C 1.0061(4) -0.0657(2) 1.2112(4) 0.0384(11) Uani 1 1 d . . .
H17 H 0.9609 -0.0342 1.2522 0.046 Uiso 1 1 calc R . .
C18 C 1.1332(4) -0.0941(2) 1.2894(5) 0.0414(11) Uani 1 1 d . . .
H18 H 1.1709 -0.0816 1.3830 0.050 Uiso 1 1 calc R . .
C19 C 0.6332(3) 0.19133(19) 0.3404(4) 0.0273(9) Uani 1 1 d . . .
C20 C 0.7080(4) 0.1661(2) 0.2351(4) 0.0299(9) Uani 1 1 d . . .
N1 N 0.3474(3) 0.21411(16) 0.4812(4) 0.0341(8) Uani 1 1 d . . .
N2 N 0.4342(3) 0.10012(15) 0.6500(3) 0.0296(8) Uani 1 1 d . . .
N3 N 0.2222(3) 0.04917(16) 0.5544(4) 0.0362(9) Uani 1 1 d . . .
N4 N 0.3137(3) 0.00635(16) 0.6456(4) 0.0363(9) Uani 1 1 d . . .
H4A H 0.2935 -0.0348 0.6649 0.044 Uiso 1 1 calc R . .
N5 N 1.2054(3) -0.13906(16) 1.2370(4) 0.0331(8) Uani 1 1 d . . .
O1 O 0.6443(3) 0.15317(13) 0.4429(3) 0.0348(7) Uani 1 1 d . . .
O2 O 0.5696(3) 0.24725(13) 0.3157(3) 0.0353(7) Uani 1 1 d . . .
O3 O 0.7723(3) 0.11054(13) 0.2597(3) 0.0400(7) Uani 1 1 d . . .
O4 O 0.6997(3) 0.20515(14) 0.1345(3) 0.0445(8) Uani 1 1 d . . .

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
Cd1 0.02780(16) 0.02962(19) 0.02866(19) -0.00224(13) 0.00779(12) -0.00128(12)
C1 0.043(2) 0.037(2) 0.047(3) 0.007(2) 0.023(2) 0.008(2)
C2 0.054(3) 0.043(3) 0.045(3) 0.014(2) 0.019(2) 0.025(2)
C3 0.039(2) 0.047(3) 0.044(3) 0.000(2) 0.005(2) 0.017(2)
C4 0.033(2) 0.039(3) 0.042(3) -0.004(2) 0.0040(19) 0.0030(18)
C5 0.030(2) 0.030(2) 0.029(3) -0.0034(18) 0.0105(17) 0.0030(17)
C6 0.0250(19) 0.032(2) 0.033(3) -0.0028(19) 0.0073(17) 0.0007(17)
C7 0.031(2) 0.029(2) 0.031(3) -0.0026(19) 0.0085(17) 0.0010(17)
C8 0.031(2) 0.031(2) 0.036(3) 0.0028(19) 0.0093(18) -0.0025(17)
C9 0.038(2) 0.038(3) 0.041(3) -0.009(2) 0.000(2) -0.0024(19)
C10 0.042(2) 0.034(2) 0.048(3) -0.008(2) 0.003(2) 0.0058(19)
C11 0.031(2) 0.028(2) 0.032(3) 0.0008(19) 0.0085(17) 0.0002(17)
C12 0.043(2) 0.043(3) 0.028(3) -0.004(2) 0.0066(19) 0.004(2)
C13 0.044(2) 0.037(2) 0.036(3) -0.001(2) 0.010(2) 0.012(2)
C14 0.040(2) 0.044(3) 0.038(3) -0.002(2) 0.012(2) 0.010(2)
C15 0.042(2) 0.050(3) 0.022(2) -0.006(2) 0.0056(18) 0.008(2)
C16 0.030(2) 0.028(2) 0.036(3) -0.0014(19) 0.0106(18) -0.0012(17)
C17 0.034(2) 0.044(3) 0.033(3) -0.010(2) 0.0054(19) 0.0067(19)
C18 0.038(2) 0.047(3) 0.031(3) -0.008(2) 0.0015(19) 0.005(2)
C19 0.0225(18) 0.027(2) 0.028(2) -0.0027(19) 0.0017(16) -0.0049(17)
C20 0.033(2) 0.027(2) 0.030(3) -0.0036(19) 0.0091(17) -0.0018(17)
N1 0.0313(18) 0.0314(19) 0.039(2) 0.0027(16) 0.0109(16) 0.0049(14)
N2 0.0294(17) 0.0297(19) 0.028(2) 0.0019(15) 0.0064(14) 0.0003(14)
N3 0.0290(17) 0.034(2) 0.040(2) 0.0042(17) 0.0029(15) 0.0002(15)
N4 0.0362(18) 0.0267(19) 0.043(2) 0.0030(16) 0.0086(16) -0.0030(15)
N5 0.0294(17) 0.037(2) 0.030(2) -0.0002(16) 0.0046(15) 0.0023(15)
O1 0.0466(16) 0.0337(16) 0.0248(17) 0.0041(14) 0.0125(12) 0.0048(13)
O2 0.0423(15) 0.0319(16) 0.0384(19) 0.0049(13) 0.0221(13) 0.0087(13)
O3 0.0501(17) 0.0268(15) 0.051(2) 0.0032(14) 0.0263(15) 0.0075(13)
O4 0.064(2) 0.0396(18) 0.041(2) 0.0067(15) 0.0321(16) 0.0143(14)

_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
Cd1 O1 2.249(3) . y
Cd1 O2 2.285(3) 4_566 y
Cd1 O4 2.292(3) 4_566 y
Cd1 N5 2.342(3) 3_757 y
Cd1 N2 2.383(3) . y
Cd1 N1 2.385(3) . y
C1 N1 1.335(5) . ?
C1 C2 1.373(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.362(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.372(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(5) . ?
C4 H4 0.9300 . ?
C5 N1 1.341(5) . ?
C5 C6 1.455(5) . ?
C6 N3 1.320(4) . ?
C6 N2 1.358(5) . ?
C7 N4 1.330(4) . ?
C7 N2 1.333(5) . ?
C7 C8 1.468(5) . ?
C8 C9 1.375(5) . ?
C8 C13 1.377(6) . ?
C9 C10 1.379(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.371(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.388(5) . ?
C11 C16 1.481(5) . ?
C12 C13 1.385(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 N5 1.320(5) . ?
C14 C15 1.375(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.386(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.371(5) . ?
C17 C18 1.375(5) . ?
C17 H17 0.9300 . ?
C18 N5 1.340(5) . ?
C18 H18 0.9300 . ?
C19 O2 1.240(4) . ?
C19 O1 1.246(4) . ?
C19 C20 1.556(5) . ?
C20 O3 1.238(4) . ?
C20 O4 1.247(5) . ?
N3 N4 1.353(4) . ?
N4 H4A 0.8600 . ?
N5 Cd1 2.342(3) 3_757 ?
O2 Cd1 2.285(3) 4_565 ?
O4 Cd1 2.292(3) 4_565 ?

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 Cd1 O2 164.49(9) . 4_566 y
O1 Cd1 O4 93.28(10) . 4_566 y
O2 Cd1 O4 71.71(10) 4_566 4_566 y
O1 Cd1 N5 85.07(11) . 3_757 y
O2 Cd1 N5 91.14(11) 4_566 3_757 y
O4 Cd1 N5 90.93(11) 4_566 3_757 y
O1 Cd1 N2 99.87(10) . . y
O2 Cd1 N2 95.43(10) 4_566 . y
O4 Cd1 N2 165.99(10) 4_566 . y
N5 Cd1 N2 94.96(11) 3_757 . y
O1 Cd1 N1 91.38(11) . . y
O2 Cd1 N1 96.09(11) 4_566 . y
O4 Cd1 N1 104.50(11) 4_566 . y
N5 Cd1 N1 164.36(11) 3_757 . y
N2 Cd1 N1 70.60(11) . . y
N1 C1 C2 122.5(4) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C3 C2 C1 119.2(4) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 119.1(4) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C3 C4 C5 119.1(4) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
N1 C5 C4 122.0(4) . . ?
N1 C5 C6 115.3(3) . . ?
C4 C5 C6 122.6(3) . . ?
N3 C6 N2 114.3(3) . . ?
N3 C6 C5 123.4(3) . . ?
N2 C6 C5 122.2(3) . . ?
N4 C7 N2 109.2(3) . . ?
N4 C7 C8 124.4(3) . . ?
N2 C7 C8 126.4(3) . . ?
C9 C8 C13 119.0(4) . . ?
C9 C8 C7 120.6(4) . . ?
C13 C8 C7 120.4(4) . . ?
C8 C9 C10 120.4(4) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 121.3(4) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C12 118.1(4) . . ?
C10 C11 C16 121.4(4) . . ?
C12 C11 C16 120.5(4) . . ?
C13 C12 C11 120.6(4) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C8 C13 C12 120.3(4) . . ?
C8 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
N5 C14 C15 123.8(4) . . ?
N5 C14 H14 118.1 . . ?
C15 C14 H14 118.1 . . ?
C14 C15 C16 119.9(4) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 116.2(4) . . ?
C17 C16 C11 123.6(4) . . ?
C15 C16 C11 120.1(4) . . ?
C16 C17 C18 120.5(4) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
N5 C18 C17 123.1(4) . . ?
N5 C18 H18 118.4 . . ?
C17 C18 H18 118.4 . . ?
O2 C19 O1 126.2(4) . . ?
O2 C19 C20 117.5(4) . . ?
O1 C19 C20 116.3(3) . . ?
O3 C20 O4 126.0(4) . . ?
O3 C20 C19 117.8(4) . . ?
O4 C20 C19 116.2(3) . . ?
C1 N1 C5 118.1(3) . . ?
C1 N1 Cd1 123.9(3) . . ?
C5 N1 Cd1 117.8(2) . . ?
C7 N2 C6 103.3(3) . . ?
C7 N2 Cd1 141.5(2) . . ?
C6 N2 Cd1 113.5(2) . . ?
C6 N3 N4 102.4(3) . . ?
C7 N4 N3 110.8(3) . . ?
C7 N4 H4A 124.6 . . ?
N3 N4 H4A 124.6 . . ?
C14 N5 C18 116.4(3) . . ?
C14 N5 Cd1 120.5(3) . 3_757 ?
C18 N5 Cd1 123.0(3) . 3_757 ?
C19 O1 Cd1 120.5(2) . . ?
C19 O2 Cd1 117.0(2) . 4_565 ?
C20 O4 Cd1 117.3(3) . 4_565 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.741
_refine_diff_density_min         -0.966
_refine_diff_density_rms         0.097