Electronic Supplementary Material for CrystEngComm
This journal is (c) The Royal SOciety of Chemistry 2008

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Dr Subrata Mukhopadhyay'
_publ_contact_author_email       SMUKHOPADHYAY@CHEMISTRY.JDVU.AC.IN

_publ_section_title              
;
pH-Triggered Changes in the Supramolecular
Self-assembly of Cu(II) Malonate Complexes
;
loop_
_publ_author_name
'Subrata Mukhopadhyay'
'Chih-Yuen Chen.'
'Somnath Ray Choudhury'
'E. Colacio'
'Amitava Dutta'
;
A.D.Jana
;
'Hon Man Lee.'
'Golam Mostafa'

# Attachment 'CIF_for_complex_1.cif'

data_ad1a
_database_code_depnum_ccdc_archive 'CCDC 295383'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H4 Cu O8, 2(C6 H9 N2), 2(H2 O)'
_chemical_formula_sum            'C18 H26 Cu N4 O10'
_chemical_formula_weight         521.97

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           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_int_tables_number      14

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                   15.4913(8)
_cell_length_b                   9.6377(4)
_cell_length_c                   7.4509(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.594(2)
_cell_angle_gamma                90.00
_cell_volume                     1085.66(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    5519
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      27.6

_exptl_crystal_description       parallelpipe
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             542
_exptl_absorpt_coefficient_mu    1.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5431
_exptl_absorpt_correction_T_max  0.8735
_exptl_absorpt_process_details   'SADABS 2.10 (Sheldrick, 2003)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX II'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            9672
_diffrn_reflns_av_R_equivalents  0.0167
_diffrn_reflns_av_sigmaI/netI    0.0150
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         27.65
_reflns_number_total             2519
_reflns_number_gt                2316
_reflns_threshold_expression     I>2\s

_computing_data_collection       'APEX2 v1.0-22 (Bruker, 2004)'
_computing_cell_refinement       'SAINT v6.280a (Bruker, 2004)'
_computing_data_reduction        'SAINT v6.280a (Bruker, 2004)'
_computing_structure_solution    'SHELXTL 5.1 (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL 5.1'
_computing_molecular_graphics    'SHELXTL 5.1'
_computing_publication_material  'SHELXTL 5.1'

_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^)+(0.0394P)^2^+0.3907P] 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         2519
_refine_ls_number_parameters     152
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_ref         0.0674
_refine_ls_wR_factor_gt          0.0659
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.003
_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 0.36709(8) 0.28472(13) -0.09039(16) 0.0169(2) Uani 1 1 d . . .
C2 C 0.43311(8) 0.17536(13) -0.00051(17) 0.0180(2) Uani 1 1 d . . .
C3 C 0.51813(8) 0.21426(13) 0.13317(16) 0.0156(2) Uani 1 1 d . . .
C4 C 0.76669(9) 0.26599(14) 0.44906(17) 0.0200(3) Uani 1 1 d . . .
C5 C 0.85379(9) 0.27170(16) 0.55867(19) 0.0238(3) Uani 1 1 d . . .
C6 C 0.90045(9) 0.15256(16) 0.61215(19) 0.0258(3) Uani 1 1 d . . .
C7 C 0.86032(10) 0.02339(16) 0.5549(2) 0.0282(3) Uani 1 1 d . . .
C8 C 0.77662(11) 0.02034(15) 0.4512(2) 0.0260(3) Uani 1 1 d . . .
C9 C 0.99246(11) 0.1574(2) 0.7298(2) 0.0408(4) Uani 1 1 d . . .
H9A H 1.0099 0.2523 0.7546 0.061 Uiso 1 1 calc R . .
H9B H 1.0326 0.1130 0.6664 0.061 Uiso 1 1 calc R . .
H9C H 0.9936 0.1100 0.8436 0.061 Uiso 1 1 calc R . .
Cu1 Cu 0.5000 0.5000 0.0000 0.01584(8) Uani 1 2 d S . .
N1 N 0.71930(8) 0.37842(13) 0.39281(18) 0.0294(3) Uani 1 1 d . . .
N2 N 0.73108(7) 0.13984(12) 0.40216(15) 0.0207(2) Uani 1 1 d . . .
H2 H 0.6776 0.1349 0.3390 0.025 Uiso 1 1 calc R . .
O1 O 0.38729(6) 0.41259(10) -0.08961(12) 0.01941(19) Uani 1 1 d . . .
O2 O 0.54876(6) 0.33752(9) 0.14144(12) 0.01968(19) Uani 1 1 d . . .
O3 O 0.55709(6) 0.11905(10) 0.23266(13) 0.0201(2) Uani 1 1 d . . .
O4 O 0.29238(6) 0.24067(10) -0.16816(13) 0.0245(2) Uani 1 1 d . . .
O5 O 0.82198(7) 0.63210(12) 0.45813(15) 0.0317(2) Uani 1 1 d . . .
H1C H 0.6732 0.3735 0.3182 0.048 Uiso 1 1 d . . .
H2A H 0.4032 0.1094 0.0581 0.033 Uiso 1 1 d . . .
H2C H 0.7439 0.4569 0.4089 0.037 Uiso 1 1 d . . .
H3A H 0.4509 0.1260 -0.0999 0.026 Uiso 1 1 d . . .
H5 H 0.8759 0.3584 0.5850 0.037 Uiso 1 1 d . . .
H5A H 0.7973 0.6615 0.5399 0.046 Uiso 1 1 d . . .
H5B H 0.7920 0.6642 0.3671 0.041 Uiso 1 1 d . . .
H7 H 0.8910 -0.0558 0.5877 0.031 Uiso 1 1 d . . .
H8 H 0.7434 -0.0554 0.4085 0.027 Uiso 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 0.0173(6) 0.0179(6) 0.0147(5) -0.0007(4) 0.0020(4) -0.0008(5)
C2 0.0196(6) 0.0139(6) 0.0190(5) 0.0002(5) 0.0009(5) -0.0023(5)
C3 0.0163(6) 0.0158(6) 0.0151(5) 0.0000(4) 0.0041(4) 0.0006(5)
C4 0.0191(6) 0.0218(7) 0.0187(6) -0.0003(5) 0.0030(5) 0.0001(5)
C5 0.0196(6) 0.0257(7) 0.0242(6) -0.0042(5) 0.0010(5) -0.0022(5)
C6 0.0198(6) 0.0353(8) 0.0214(6) 0.0001(6) 0.0027(5) 0.0034(6)
C7 0.0263(8) 0.0256(7) 0.0330(8) 0.0058(6) 0.0069(6) 0.0077(6)
C8 0.0266(7) 0.0203(7) 0.0323(7) 0.0007(6) 0.0094(6) -0.0014(5)
C9 0.0237(8) 0.0550(12) 0.0382(9) -0.0042(8) -0.0055(6) 0.0096(7)
Cu1 0.01418(12) 0.01213(13) 0.01907(12) 0.00286(7) -0.00109(8) -0.00093(7)
N1 0.0243(6) 0.0214(6) 0.0364(7) 0.0000(5) -0.0065(5) 0.0000(5)
N2 0.0167(5) 0.0224(6) 0.0216(5) 0.0007(4) 0.0013(4) -0.0021(4)
O1 0.0161(4) 0.0154(4) 0.0246(5) 0.0019(3) -0.0001(3) -0.0007(3)
O2 0.0194(4) 0.0141(5) 0.0221(4) 0.0031(3) -0.0029(3) -0.0013(4)
O3 0.0188(4) 0.0152(5) 0.0243(4) 0.0044(4) 0.0001(4) 0.0013(4)
O4 0.0203(5) 0.0208(5) 0.0280(5) 0.0005(4) -0.0045(4) -0.0043(4)
O5 0.0291(6) 0.0309(6) 0.0311(5) -0.0005(4) -0.0024(4) 0.0072(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 O4 1.2502(16) . ?
C1 O1 1.2712(16) . ?
C1 C2 1.5187(18) . ?
C2 C3 1.5150(17) . ?
C2 H2A 0.9481 . ?
C2 H3A 0.9694 . ?
C3 O3 1.2493(16) . ?
C3 O2 1.2757(15) . ?
C4 N1 1.3246(19) . ?
C4 N2 1.3492(18) . ?
C4 C5 1.4178(19) . ?
C5 C6 1.369(2) . ?
C5 H5 0.9078 . ?
C6 C7 1.415(2) . ?
C6 C9 1.503(2) . ?
C7 C8 1.357(2) . ?
C7 H7 0.9043 . ?
C8 N2 1.3585(19) . ?
C8 H8 0.9094 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
Cu1 O1 1.9224(9) 3_665 ?
Cu1 O1 1.9224(9) . ?
Cu1 O2 1.9458(9) . ?
Cu1 O2 1.9459(9) 3_665 ?
N1 H1C 0.8056 . ?
N1 H2C 0.8438 . ?
N2 H2 0.8600 . ?
O5 H5A 0.8357 . ?
O5 H5B 0.7963 . ?

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
O4 C1 O1 122.23(12) . . ?
O4 C1 C2 115.79(11) . . ?
O1 C1 C2 121.96(11) . . ?
C3 C2 C1 121.57(11) . . ?
C3 C2 H2A 107.8 . . ?
C1 C2 H2A 108.6 . . ?
C3 C2 H3A 105.8 . . ?
C1 C2 H3A 106.3 . . ?
H2A C2 H3A 105.8 . . ?
O3 C3 O2 121.92(11) . . ?
O3 C3 C2 116.53(11) . . ?
O2 C3 C2 121.54(11) . . ?
N1 C4 N2 119.21(12) . . ?
N1 C4 C5 122.87(13) . . ?
N2 C4 C5 117.92(12) . . ?
C6 C5 C4 120.72(13) . . ?
C6 C5 H5 124.0 . . ?
C4 C5 H5 115.3 . . ?
C5 C6 C7 118.73(13) . . ?
C5 C6 C9 121.16(15) . . ?
C7 C6 C9 120.11(15) . . ?
C8 C7 C6 119.54(14) . . ?
C8 C7 H7 121.1 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 N2 120.69(14) . . ?
C7 C8 H8 127.8 . . ?
N2 C8 H8 111.4 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O1 Cu1 O1 180.00(3) 3_665 . ?
O1 Cu1 O2 87.06(4) 3_665 . ?
O1 Cu1 O2 92.95(4) . . ?
O1 Cu1 O2 92.94(4) 3_665 3_665 ?
O1 Cu1 O2 87.06(4) . 3_665 ?
O2 Cu1 O2 180.0 . 3_665 ?
C4 N1 H1C 121.2 . . ?
C4 N1 H2C 119.1 . . ?
H1C N1 H2C 117.1 . . ?
C4 N2 C8 122.36(12) . . ?
C4 N2 H2 118.8 . . ?
C8 N2 H2 118.8 . . ?
C1 O1 Cu1 129.08(8) . . ?
C3 O2 Cu1 128.82(8) . . ?
H5A O5 H5B 102.4 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.65
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.051


