Electronic Supplementary Material for CrystEngComm
This Journal is (c) The Royal Society of Chemistry 2007

data_global
_journal_name_full               CrystEngComm
_journal_coden_cambridge         1350

_publ_section_title              
;A Guest-Templated (6,3) Sheet Constructed Using
Asymmetric Hydrogen-Bonding Anions
;
_publ_contact_author_name        'Stuart Batten'
_publ_contact_author_email       STUART.BATTEN@SCI.MONASH.EDU.AU
loop_
_publ_author_name
'Stuart Batten'
'David R. Turner'

# Attachment 'TurnerBatten.CIF'

data_DT123M
_database_code_depnum_ccdc_archive 'CCDC 662875'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            '[CuL2](cdm)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H28 Cu1 N10 O6'
_chemical_formula_sum            'C32 H28 Cu N10 O6'
_chemical_formula_weight         712.18

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'
Cu Cu 0.3201 1.2651 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/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                   7.8047(10)
_cell_length_b                   17.4610(20)
_cell_length_c                   13.9080(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 122.842(6)
_cell_angle_gamma                90.00
_cell_volume                     1592.4(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(1)
_cell_measurement_reflns_used    7867
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             734
_exptl_absorpt_coefficient_mu    0.748
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9156
_exptl_absorpt_correction_T_max  0.9289
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      123(1)
_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  'Bruker X8 Apex II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7867
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_av_sigmaI/netI    0.1107
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.33
_diffrn_reflns_theta_max         27.49
_reflns_number_total             3426
_reflns_number_gt                2621
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART (Bruker)'
_computing_cell_refinement       'Bruker SMART (Bruker)'
_computing_data_reduction        'Bruker SAINT (Bruker)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-Seed (Barbour, 1999)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'

_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^)+(0.2000P)^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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_extinction_expression ?
_refine_ls_number_reflns         3426
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1174
_refine_ls_R_factor_gt           0.0863
_refine_ls_wR_factor_ref         0.1750
_refine_ls_wR_factor_gt          0.1596
_refine_ls_goodness_of_fit_ref   1.218
_refine_ls_restrained_S_all      1.218
_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
Cu1 Cu 0.5000 0.0000 0.5000 0.0163(2) Uani 1 2 d S . .
O1 O 0.5529(6) 0.22937(19) 0.5132(3) 0.0237(9) Uani 1 1 d . . .
N1 N 0.5305(8) 0.3427(3) 0.5839(4) 0.0242(11) Uani 1 1 d . . .
C1 C 0.5449(9) 0.3396(3) 0.4155(5) 0.0183(11) Uani 1 1 d . . .
H1N H 0.535(9) 0.387(3) 0.583(5) 0.019(16) Uiso 1 1 d . . .
H1O H 0.446(9) 0.153(4) 0.411(6) 0.027(18) Uiso 1 1 d . . .
O2 O 0.4110(6) 0.1133(2) 0.3765(4) 0.0236(9) Uani 1 1 d . . .
N2 N 0.5912(8) 0.2557(3) 0.2803(5) 0.0285(11) Uani 1 1 d . . .
C2 C 0.5678(9) 0.2948(3) 0.3386(5) 0.0220(12) Uani 1 1 d . . .
H2N H 0.525(10) 0.315(4) 0.634(6) 0.037(19) Uiso 1 1 d . . .
O3 O 0.0805(6) 0.1626(2) 0.2566(4) 0.0300(10) Uani 1 1 d . . .
N3 N 0.5172(8) 0.4857(2) 0.3884(4) 0.0255(11) Uani 1 1 d . . .
C3 C 0.5295(8) 0.4201(3) 0.4001(4) 0.0194(11) Uani 1 1 d . . .
N4 N 0.2889(7) 0.0556(2) 0.5142(4) 0.0189(9) Uani 1 1 d . . .
C4 C 0.5415(8) 0.3015(3) 0.5054(5) 0.0181(11) Uani 1 1 d . . .
N5 N 0.2759(7) -0.0310(2) 0.3403(4) 0.0168(9) Uani 1 1 d . . .
C5 C 0.2677(8) 0.0470(3) 0.6027(5) 0.0210(11) Uani 1 1 d . . .
H5 H 0.3587 0.0142 0.6640 0.025 Uiso 1 1 calc R . .
C6 C 0.1171(9) 0.0845(3) 0.6071(5) 0.0272(13) Uani 1 1 d . . .
H6 H 0.1061 0.0783 0.6715 0.033 Uiso 1 1 calc R . .
C7 C -0.0175(9) 0.1310(3) 0.5176(6) 0.0296(14) Uani 1 1 d . . .
H7 H -0.1236 0.1566 0.5189 0.035 Uiso 1 1 calc R . .
C8 C 0.0040(9) 0.1401(3) 0.4249(6) 0.0250(13) Uani 1 1 d . . .
H8 H -0.0862 0.1721 0.3621 0.030 Uiso 1 1 calc R . .
C9 C 0.1602(8) 0.1013(3) 0.4273(5) 0.0202(12) Uani 1 1 d . . .
C10 C 0.2011(8) 0.1040(3) 0.3307(5) 0.0191(11) Uani 1 1 d . . .
C11 C 0.1466(8) 0.0260(3) 0.2730(5) 0.0177(11) Uani 1 1 d . . .
C12 C -0.0241(9) 0.0117(3) 0.1657(5) 0.0266(13) Uani 1 1 d . . .
H12 H -0.1148 0.0520 0.1216 0.032 Uiso 1 1 calc R . .
C13 C -0.0611(9) -0.0628(3) 0.1230(6) 0.0309(14) Uani 1 1 d . . .
H13 H -0.1750 -0.0738 0.0485 0.037 Uiso 1 1 calc R . .
C14 C 0.0718(9) -0.1208(3) 0.1916(6) 0.0268(13) Uani 1 1 d . . .
H14 H 0.0498 -0.1721 0.1648 0.032 Uiso 1 1 calc R . .
C15 C 0.2346(8) -0.1026(3) 0.2982(5) 0.0199(11) Uani 1 1 d . . .
H15 H 0.3230 -0.1427 0.3450 0.024 Uiso 1 1 calc R . .
C16 C 0.1144(10) 0.1817(4) 0.1658(6) 0.0395(16) Uani 1 1 d . . .
H16A H 0.2023 0.2270 0.1882 0.059 Uiso 1 1 calc R . .
H16B H -0.0168 0.1926 0.0950 0.059 Uiso 1 1 calc R . .
H16C H 0.1801 0.1385 0.1534 0.059 Uiso 1 1 calc R . .

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
Cu1 0.0178(5) 0.0157(4) 0.0143(4) -0.0012(4) 0.0080(4) 0.0019(4)
O1 0.038(3) 0.0127(16) 0.021(2) 0.0005(15) 0.016(2) 0.0013(15)
N1 0.041(3) 0.016(2) 0.021(3) 0.0004(19) 0.021(3) -0.001(2)
C1 0.025(3) 0.016(2) 0.017(3) -0.004(2) 0.013(3) 0.001(2)
O2 0.023(2) 0.0176(18) 0.028(2) -0.0020(16) 0.012(2) -0.0014(16)
N2 0.042(3) 0.023(2) 0.030(3) -0.001(2) 0.026(3) 0.001(2)
C2 0.029(3) 0.013(2) 0.024(3) 0.006(2) 0.014(3) 0.002(2)
O3 0.032(3) 0.0171(18) 0.031(3) 0.0097(17) 0.011(2) 0.0068(16)
N3 0.038(3) 0.016(2) 0.019(3) 0.0005(17) 0.013(2) 0.0009(19)
C3 0.022(3) 0.025(3) 0.010(3) 0.000(2) 0.009(2) -0.001(2)
N4 0.016(3) 0.022(2) 0.015(2) -0.0022(18) 0.006(2) 0.0016(17)
C4 0.018(3) 0.018(2) 0.016(3) 0.002(2) 0.008(3) 0.0004(19)
N5 0.019(3) 0.020(2) 0.011(2) -0.0007(17) 0.007(2) -0.0007(17)
C5 0.020(3) 0.026(3) 0.013(3) -0.002(2) 0.006(2) -0.002(2)
C6 0.026(4) 0.033(3) 0.027(3) -0.011(3) 0.016(3) -0.005(2)
C7 0.022(3) 0.031(3) 0.037(4) -0.011(3) 0.017(3) 0.000(2)
C8 0.015(3) 0.021(3) 0.034(4) -0.005(2) 0.010(3) -0.001(2)
C9 0.021(3) 0.016(2) 0.026(3) -0.003(2) 0.013(3) -0.0025(19)
C10 0.015(3) 0.014(2) 0.023(3) 0.005(2) 0.007(2) -0.0001(19)
C11 0.012(3) 0.021(2) 0.016(3) 0.002(2) 0.005(2) 0.0013(19)
C12 0.022(3) 0.032(3) 0.015(3) -0.006(2) 0.003(2) 0.002(2)
C13 0.022(4) 0.037(3) 0.023(3) -0.008(3) 0.006(3) -0.003(3)
C14 0.030(4) 0.021(3) 0.031(3) -0.009(2) 0.017(3) -0.002(2)
C15 0.019(3) 0.017(2) 0.022(3) -0.007(2) 0.010(3) -0.004(2)
C16 0.031(4) 0.044(4) 0.033(4) 0.015(3) 0.010(3) 0.000(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
Cu1 N4 2.012(4) . ?
Cu1 N4 2.012(4) 3_656 ?
Cu1 N5 2.018(4) 3_656 ?
Cu1 N5 2.018(4) . ?
Cu1 O2 2.460(4) . ?
Cu1 O2 15.551(4) 3_666 ?
O1 C4 1.263(6) . ?
N1 C4 1.350(7) . ?
N1 H1N 0.77(6) . ?
N1 H2N 0.87(7) . ?
C1 C2 1.414(7) . ?
C1 C3 1.417(7) . ?
C1 C4 1.428(7) . ?
O2 C10 1.408(7) . ?
O2 H1O 0.81(6) . ?
N2 C2 1.147(7) . ?
O3 C10 1.394(6) . ?
O3 C16 1.462(8) . ?
N3 C3 1.152(7) . ?
N4 C5 1.336(7) . ?
N4 C9 1.339(7) . ?
N5 C15 1.343(6) . ?
N5 C11 1.365(6) . ?
C5 C6 1.376(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.377(9) . ?
C6 H6 0.9500 . ?
C7 C8 1.396(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.541(8) . ?
C10 C11 1.520(7) . ?
C11 C12 1.382(8) . ?
C12 C13 1.393(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.392(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.368(8) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?

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
N4 Cu1 N4 180.0(3) . 3_656 ?
N4 Cu1 N5 91.67(18) . 3_656 ?
N4 Cu1 N5 88.33(18) 3_656 3_656 ?
N4 Cu1 N5 88.33(18) . . ?
N4 Cu1 N5 91.67(18) 3_656 . ?
N5 Cu1 N5 180.000(1) 3_656 . ?
N4 Cu1 O2 75.20(16) . . ?
N4 Cu1 O2 104.80(16) 3_656 . ?
N5 Cu1 O2 107.48(15) 3_656 . ?
N5 Cu1 O2 72.52(15) . . ?
N4 Cu1 O2 59.93(12) . 3_666 ?
N4 Cu1 O2 120.07(12) 3_656 3_666 ?
N5 Cu1 O2 69.57(12) 3_656 3_666 ?
N5 Cu1 O2 110.43(12) . 3_666 ?
O2 Cu1 O2 41.86(11) . 3_666 ?
C4 N1 H1N 120(5) . . ?
C4 N1 H2N 113(4) . . ?
H1N N1 H2N 126(6) . . ?
C2 C1 C3 118.0(5) . . ?
C2 C1 C4 118.3(4) . . ?
C3 C1 C4 123.7(5) . . ?
C10 O2 Cu1 92.4(3) . . ?
C10 O2 H1O 107(4) . . ?
Cu1 O2 H1O 114(5) . . ?
N2 C2 C1 176.7(6) . . ?
C10 O3 C16 116.1(5) . . ?
N3 C3 C1 179.4(6) . . ?
C5 N4 C9 119.4(5) . . ?
C5 N4 Cu1 123.6(4) . . ?
C9 N4 Cu1 116.9(4) . . ?
O1 C4 N1 119.6(5) . . ?
O1 C4 C1 120.5(5) . . ?
N1 C4 C1 119.9(4) . . ?
C15 N5 C11 117.9(5) . . ?
C15 N5 Cu1 126.1(4) . . ?
C11 N5 Cu1 115.8(3) . . ?
N4 C5 C6 121.6(5) . . ?
N4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C7 119.4(6) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C6 C7 C8 119.2(5) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C9 C8 C7 117.9(6) . . ?
C9 C8 H8 121.0 . . ?
C7 C8 H8 121.0 . . ?
N4 C9 C8 122.4(5) . . ?
N4 C9 C10 113.3(4) . . ?
C8 C9 C10 124.2(5) . . ?
O3 C10 O2 113.8(4) . . ?
O3 C10 C11 112.6(5) . . ?
O2 C10 C11 105.4(4) . . ?
O3 C10 C9 106.9(4) . . ?
O2 C10 C9 110.4(5) . . ?
C11 C10 C9 107.6(4) . . ?
N5 C11 C12 122.0(5) . . ?
N5 C11 C10 113.7(5) . . ?
C12 C11 C10 124.2(5) . . ?
C11 C12 C13 119.0(5) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C14 C13 C12 118.8(6) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C15 C14 C13 118.9(5) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
N5 C15 C14 123.4(5) . . ?
N5 C15 H15 118.3 . . ?
C14 C15 H15 118.3 . . ?
O3 C16 H16A 109.5 . . ?
O3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N N3 0.77(6) 2.33(6) 3.070(6) 160(6) 3_666
O2 H1O O1 0.81(6) 1.79(6) 2.581(5) 168(7) .
N1 H2N N2 0.87(7) 2.19(7) 3.039(7) 166(6) 4_566
C15 H15 O1 0.95 2.25 3.132(7) 154.8 3_656

_diffrn_measured_fraction_theta_max 0.938
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.938
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.740
_refine_diff_density_rms         0.114