# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2011


data_global

_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
_publ_contact_author             
;

Dr. Rahul Banerjee

Scientist
Physical/Materials Chemistry Division
National Chemical Laboratory
Dr. Homi Bhaba Road
Pune 411008, India

;

_publ_contact_author_email       r.banerjee@ncl.res.in

_publ_contact_author_fax         '91 020 2590 2636'

_publ_contact_author_phone       '91 020 2590 2535'
loop_
_publ_author_name
'Rahul Banerjee'
'Chandan Dey'
_publ_contact_author_name        'Dr. Rahul Banerjee'

data_Cu-DCM
_database_code_depnum_ccdc_archive 'CCDC 818302'
#TrackingRef 'Cu-DCM.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            Cu-DCM
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H17 Cu2 N4 O10, O2, 3(H2O)'
_chemical_formula_sum            'C35 H23 Cu2 N4 O15'
_chemical_formula_weight         866.666

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

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   7.1889(10)
_cell_length_b                   24.444(3)
_cell_length_c                   18.818(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3306.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1509
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      28.20

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1732
_exptl_absorpt_coefficient_mu    1.372
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9486
_exptl_absorpt_correction_T_max  0.9653
_exptl_absorpt_process_details   'Blessing, Acta Cryst. (1995) A51 33-58'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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 scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8914
_diffrn_reflns_av_R_equivalents  0.0723
_diffrn_reflns_av_sigmaI/netI    0.1594
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.72
_diffrn_reflns_theta_max         27.79
_reflns_number_total             3947
_reflns_number_gt                1815
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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^)+(0.0466P)^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         3947
_refine_ls_number_parameters     259
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1346
_refine_ls_R_factor_gt           0.0554
_refine_ls_wR_factor_ref         0.1151
_refine_ls_wR_factor_gt          0.1026
_refine_ls_goodness_of_fit_ref   0.843
_refine_ls_restrained_S_all      0.843
_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
C1 C 0.1810(5) 0.70056(14) 0.3435(2) 0.0187(9) Uani 1 1 d . . .
C2 C 0.4776(6) 0.47625(19) 0.2517(2) 0.0314(11) Uani 1 1 d . . .
C3 C 0.2209(8) 0.7500 0.3109(3) 0.0202(14) Uani 1 2 d S . .
H3 H 0.2757 0.7500 0.2662 0.024 Uiso 1 2 calc SR . .
C4 C 0.1550(7) 0.5738(2) -0.0108(2) 0.0358(11) Uani 1 1 d . . .
C5 C 0.2950(5) 0.51599(18) 0.0798(2) 0.0260(11) Uani 1 1 d . . .
C6 C 0.2185(6) 0.56733(17) 0.0593(2) 0.0274(11) Uani 1 1 d . . .
C7 C 0.2079(6) 0.64603(16) 0.3088(2) 0.0221(10) Uani 1 1 d . . .
C8 C 0.0729(9) 0.7500 0.4464(3) 0.0287(15) Uani 1 2 d S . .
C9 C 0.4236(6) 0.46837(17) 0.1739(2) 0.0269(10) Uani 1 1 d . . .
C10 C 0.1061(6) 0.70089(16) 0.4120(2) 0.0275(11) Uani 1 1 d . . .
H10 H 0.0785 0.6680 0.4346 0.033 Uiso 1 1 calc R . .
C11 C 0.4383(6) 0.42142(18) 0.1322(3) 0.0385(12) Uani 1 1 d . . .
H11 H 0.4874 0.3894 0.1511 0.046 Uiso 1 1 calc R . .
C12 C 0.1704(7) 0.5276(2) -0.0582(2) 0.0466(14) Uani 1 1 d . . .
H12 H 0.1307 0.5314 -0.1050 0.056 Uiso 1 1 calc R . .
C13 C 0.3797(6) 0.42310(19) 0.0633(3) 0.0409(13) Uani 1 1 d . . .
H13 H 0.3892 0.3919 0.0352 0.049 Uiso 1 1 calc R . .
C14 C 0.1369(7) 0.65433(19) 0.0926(3) 0.0453(14) Uani 1 1 d . . .
H14 H 0.1285 0.6819 0.1265 0.054 Uiso 1 1 calc R . .
C15 C 0.3058(6) 0.47078(19) 0.0344(2) 0.0346(12) Uani 1 1 d . . .
C16 C 0.2401(7) 0.4792(2) -0.0371(2) 0.0401(13) Uani 1 1 d . . .
H16 H 0.2461 0.4505 -0.0694 0.048 Uiso 1 1 calc R . .
C17 C 0.0786(8) 0.6245(2) -0.0276(3) 0.0519(15) Uani 1 1 d . . .
H17 H 0.0346 0.6315 -0.0731 0.062 Uiso 1 1 calc R . .
C18 C 0.0694(8) 0.6637(2) 0.0238(3) 0.0549(16) Uani 1 1 d . . .
H18 H 0.0171 0.6975 0.0129 0.066 Uiso 1 1 calc R . .
C19 C 0.0058(12) 0.7500 0.5213(4) 0.055(2) Uani 1 2 d S . .
Cu1 Cu 0.33950(8) 0.578350(19) 0.20383(3) 0.02785(16) Uani 1 1 d . . .
N1 N 0.3550(5) 0.51367(13) 0.14733(17) 0.0233(8) Uani 1 1 d . . .
N2 N 0.2124(5) 0.60674(14) 0.10999(18) 0.0283(9) Uani 1 1 d . . .
O1 O 0.3124(4) 0.64611(10) 0.25333(15) 0.0344(8) Uani 1 1 d . . .
O2 O 0.6321(4) 0.60522(10) 0.16656(14) 0.0292(7) Uani 1 1 d . . .
O3 O 0.4505(4) 0.52453(11) 0.27555(14) 0.0351(8) Uani 1 1 d . . .
O4 O 0.5379(5) 0.43680(12) 0.28590(16) 0.0454(9) Uani 1 1 d . . .
O5 O -0.0224(7) 0.70517(14) 0.55213(19) 0.0866(15) Uani 1 1 d . . .
O6 O 0.5902(14) 0.32990(19) 0.2774(4) 0.223(4) Uani 1 1 d . . .
O7 O 0.9305(17) 0.7500 0.8795(4) 0.186(4) Uani 1 2 d S . .
O8 O 0.665(4) 0.2668(13) 0.1836(6) 0.85(2) 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
C1 0.023(2) 0.0167(19) 0.017(2) -0.0005(16) 0.001(2) -0.0019(19)
C2 0.030(3) 0.037(3) 0.027(3) 0.000(2) 0.003(3) -0.004(2)
C3 0.024(3) 0.027(3) 0.010(3) 0.000 0.002(3) 0.000
C4 0.031(2) 0.052(3) 0.025(2) 0.008(2) -0.004(3) -0.006(3)
C5 0.018(3) 0.038(3) 0.023(2) -0.006(2) 0.005(2) -0.005(2)
C6 0.025(2) 0.032(3) 0.026(2) 0.000(2) 0.004(2) -0.008(2)
C7 0.025(2) 0.020(2) 0.022(2) 0.0019(19) -0.007(2) 0.0011(19)
C8 0.043(4) 0.033(3) 0.010(3) 0.000 0.002(3) 0.000
C9 0.025(2) 0.025(2) 0.030(2) -0.006(2) 0.003(2) -0.002(2)
C10 0.039(3) 0.024(2) 0.019(2) 0.0066(18) 0.003(2) -0.002(2)
C11 0.042(3) 0.021(2) 0.052(3) -0.010(2) 0.004(3) 0.003(3)
C12 0.038(3) 0.080(4) 0.022(3) -0.001(3) 0.005(3) -0.020(3)
C13 0.045(3) 0.036(3) 0.042(3) -0.020(3) 0.010(3) -0.003(3)
C14 0.048(3) 0.041(3) 0.047(3) 0.004(2) 0.002(3) 0.005(3)
C15 0.031(3) 0.045(3) 0.028(3) -0.016(2) 0.008(3) -0.012(2)
C16 0.036(3) 0.061(3) 0.023(3) -0.019(3) 0.010(3) -0.012(3)
C17 0.049(3) 0.070(4) 0.037(3) 0.012(3) -0.008(3) -0.008(3)
C18 0.052(3) 0.050(3) 0.062(4) 0.027(3) -0.008(4) 0.002(3)
C19 0.070(6) 0.069(6) 0.026(4) 0.000 0.017(5) 0.000
Cu1 0.0426(3) 0.0200(2) 0.0210(3) -0.0050(2) 0.0019(3) 0.0014(3)
N1 0.0238(19) 0.0214(18) 0.025(2) -0.0059(15) 0.008(2) -0.0020(17)
N2 0.031(2) 0.026(2) 0.028(2) 0.0009(18) 0.001(2) -0.0009(18)
O1 0.054(2) 0.0219(15) 0.0275(17) -0.0074(14) 0.0129(19) -0.0019(16)
O2 0.0407(19) 0.0184(14) 0.0284(17) -0.0014(13) 0.0047(17) -0.0063(15)
O3 0.053(2) 0.0274(16) 0.0254(17) -0.0040(14) -0.0062(18) 0.0060(16)
O4 0.060(2) 0.0329(17) 0.044(2) 0.0083(16) -0.007(2) 0.0091(17)
O5 0.163(5) 0.052(2) 0.045(2) 0.0103(19) 0.040(3) -0.008(3)
O6 0.475(15) 0.063(3) 0.131(5) 0.003(3) -0.007(8) 0.035(6)
O7 0.306(14) 0.136(7) 0.114(7) 0.000 0.013(9) 0.000
O8 1.11(5) 1.18(5) 0.270(13) 0.35(3) -0.07(2) 0.60(5)

_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
C1 C3 1.385(4) . ?
C1 C10 1.397(5) . ?
C1 C7 1.497(5) . ?
C2 O4 1.238(5) . ?
C2 O3 1.278(5) . ?
C2 C9 1.526(6) . ?
C3 C1 1.385(4) 8_575 ?
C3 H3 0.9300 . ?
C4 C17 1.391(6) . ?
C4 C6 1.405(6) . ?
C4 C12 1.444(6) . ?
C5 N1 1.343(5) . ?
C5 C15 1.399(5) . ?
C5 C6 1.423(6) . ?
C6 N2 1.356(5) . ?
C7 O2 1.228(4) 6_556 ?
C7 O1 1.286(4) . ?
C8 C10 1.384(5) 8_575 ?
C8 C10 1.384(5) . ?
C8 C19 1.490(8) . ?
C9 N1 1.311(5) . ?
C9 C11 1.394(5) . ?
C10 H10 0.9300 . ?
C11 C13 1.364(6) . ?
C11 H11 0.9300 . ?
C12 C16 1.344(6) . ?
C12 H12 0.9300 . ?
C13 C15 1.391(6) . ?
C13 H13 0.9300 . ?
C14 N2 1.325(5) . ?
C14 C18 1.401(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.441(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.364(7) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 O5 1.256(4) 8_575 ?
C19 O5 1.256(4) . ?
Cu1 N1 1.909(3) . ?
Cu1 O1 1.910(3) . ?
Cu1 O3 2.047(3) . ?
Cu1 N2 2.106(3) . ?
Cu1 O2 2.312(3) . ?
O2 C7 1.228(4) 6_656 ?
O8 O8 0.82(7) 8_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
C3 C1 C10 118.9(4) . . ?
C3 C1 C7 123.8(4) . . ?
C10 C1 C7 117.3(3) . . ?
O4 C2 O3 126.2(4) . . ?
O4 C2 C9 119.3(4) . . ?
O3 C2 C9 114.5(4) . . ?
C1 C3 C1 121.5(5) 8_575 . ?
C1 C3 H3 119.3 8_575 . ?
C1 C3 H3 119.3 . . ?
C17 C4 C6 116.2(4) . . ?
C17 C4 C12 125.9(5) . . ?
C6 C4 C12 117.9(4) . . ?
N1 C5 C15 121.8(4) . . ?
N1 C5 C6 114.7(4) . . ?
C15 C5 C6 123.5(4) . . ?
N2 C6 C4 124.7(4) . . ?
N2 C6 C5 116.6(4) . . ?
C4 C6 C5 118.6(4) . . ?
O2 C7 O1 124.6(4) 6_556 . ?
O2 C7 C1 120.1(4) 6_556 . ?
O1 C7 C1 115.4(3) . . ?
C10 C8 C10 120.3(5) 8_575 . ?
C10 C8 C19 119.9(3) 8_575 . ?
C10 C8 C19 119.9(3) . . ?
N1 C9 C11 120.6(4) . . ?
N1 C9 C2 110.8(4) . . ?
C11 C9 C2 128.6(4) . . ?
C8 C10 C1 120.2(4) . . ?
C8 C10 H10 119.9 . . ?
C1 C10 H10 119.9 . . ?
C13 C11 C9 119.1(5) . . ?
C13 C11 H11 120.4 . . ?
C9 C11 H11 120.4 . . ?
C16 C12 C4 122.3(4) . . ?
C16 C12 H12 118.9 . . ?
C4 C12 H12 118.9 . . ?
C11 C13 C15 120.9(4) . . ?
C11 C13 H13 119.5 . . ?
C15 C13 H13 119.5 . . ?
N2 C14 C18 120.9(5) . . ?
N2 C14 H14 119.5 . . ?
C18 C14 H14 119.5 . . ?
C13 C15 C5 116.4(4) . . ?
C13 C15 C16 127.5(4) . . ?
C5 C15 C16 116.1(5) . . ?
C12 C16 C15 121.6(5) . . ?
C12 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C18 C17 C4 119.0(5) . . ?
C18 C17 H17 120.5 . . ?
C4 C17 H17 120.5 . . ?
C17 C18 C14 121.5(5) . . ?
C17 C18 H18 119.3 . . ?
C14 C18 H18 119.3 . . ?
O5 C19 O5 121.4(7) 8_575 . ?
O5 C19 C8 119.3(3) 8_575 . ?
O5 C19 C8 119.3(3) . . ?
N1 Cu1 O1 174.81(14) . . ?
N1 Cu1 O3 79.17(13) . . ?
O1 Cu1 O3 105.99(12) . . ?
N1 Cu1 N2 80.28(14) . . ?
O1 Cu1 N2 94.53(13) . . ?
O3 Cu1 N2 159.05(12) . . ?
N1 Cu1 O2 90.76(12) . . ?
O1 Cu1 O2 89.67(12) . . ?
O3 Cu1 O2 91.60(11) . . ?
N2 Cu1 O2 92.68(12) . . ?
C9 N1 C5 121.2(4) . . ?
C9 N1 Cu1 120.6(3) . . ?
C5 N1 Cu1 118.2(3) . . ?
C14 N2 C6 117.6(4) . . ?
C14 N2 Cu1 132.4(3) . . ?
C6 N2 Cu1 110.0(3) . . ?
C7 O1 Cu1 117.0(2) . . ?
C7 O2 Cu1 121.3(3) 6_656 . ?
C2 O3 Cu1 114.9(3) . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        27.79
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.692
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.088