# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2006

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Xian-He Bu'
_publ_contact_author_address     
;
Department of Chemistry
Nankai University
Tianjin
300071
CHINA
;

_publ_contact_author_email       BUXH@NANKAI.EDU.CN

_publ_section_title              
;
The First Azido-Metal-Isonicotinate Complex Showing
Long-Range Ordered Ferromagnetic Interaction: Synthesis, Structure and
Magnetic Properties
;
loop_
_publ_author_name
'Xian-He Bu.'
'Shuang Cai.'
'Fu-Chen Liu.'
'Joan Ribas.'
'Yong-Fei Zeng.'
;
Jiong-Peng Zhao
;

# Attachment '1-revised.CIF'

data_1
_database_code_depnum_ccdc_archive 'CCDC 272230'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         C12H8Cu3N14O4
_chemical_formula_sum            'C12 H8 Cu3 N14 O4'
_chemical_formula_weight         602.94

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   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                   9.0054(14)
_cell_length_b                   6.1591(10)
_cell_length_c                   17.402(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.392(2)
_cell_angle_gamma                90.00
_cell_volume                     949.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1539
_cell_measurement_theta_min      2.9964
_cell_measurement_theta_max      27.0580

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_exptl_crystal_size_max          0.209
_exptl_crystal_size_mid          0.082
_exptl_crystal_size_min          0.078
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.109
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             594
_exptl_absorpt_coefficient_mu    3.389
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.702
_exptl_absorpt_correction_T_max  0.884
_exptl_absorpt_process_details   ?

_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  'Bruker Smart APEX 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            4406
_diffrn_reflns_av_R_equivalents  0.1087
_diffrn_reflns_av_sigmaI/netI    0.0881
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         25.50
_reflns_number_total             1767
_reflns_number_gt                1255
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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^)+(0.0521P)^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_number_reflns         1767
_refine_ls_number_parameters     167
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1070
_refine_ls_wR_factor_gt          0.1005
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_restrained_S_all      0.943
_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 0.97022(6) 0.83104(13) 0.17043(3) 0.0157(2) Uani 1 1 d . . .
Cu2 Cu 1.0000 1.0000 0.0000 0.0184(3) Uani 1 2 d S . .
O1 O 1.1915(3) 0.8235(8) 0.16982(19) 0.0213(9) Uani 1 1 d . . .
O2 O 1.2078(3) 0.9526(8) 0.0502(2) 0.0236(11) Uani 1 1 d . . .
N1 N 1.7442(4) 0.8574(9) 0.1648(2) 0.0213(12) Uani 1 1 d . . .
N2 N 0.9350(4) 0.7482(9) 0.0577(2) 0.0191(11) Uani 1 1 d . . .
N3 N 0.8240(5) 0.6440(10) 0.0277(3) 0.0276(12) Uani 1 1 d . . .
N4 N 0.7211(6) 0.5434(12) -0.0001(4) 0.0521(19) Uani 1 1 d . . .
N5 N 0.9854(4) 0.4718(9) 0.2226(2) 0.0196(12) Uani 1 1 d . . .
N6 N 0.9946(4) 0.3531(10) 0.1704(2) 0.0206(12) Uani 1 1 d . . .
N7 N 0.9998(6) 0.2387(12) 0.1193(3) 0.0400(15) Uani 1 1 d . . .
C1 C 1.6626(6) 0.7133(13) 0.1962(3) 0.0283(17) Uani 1 1 d . . .
H1A H 1.712(6) 0.599(12) 0.223(3) 0.026(17) Uiso 1 1 d . . .
C2 C 1.5064(6) 0.7182(13) 0.1838(3) 0.0288(17) Uani 1 1 d . . .
H2A H 1.458(6) 0.592(11) 0.209(3) 0.020(15) Uiso 1 1 d . . .
C3 C 1.4320(5) 0.8749(11) 0.1355(3) 0.0190(14) Uani 1 1 d . . .
C4 C 1.5143(6) 1.0267(13) 0.1045(3) 0.0269(15) Uani 1 1 d . . .
H4A H 1.481(6) 1.143(11) 0.080(3) 0.020(16) Uiso 1 1 d . . .
C5 C 1.6694(6) 1.0163(13) 0.1200(3) 0.0270(15) Uani 1 1 d . . .
H5A H 1.720(6) 1.130(12) 0.096(3) 0.023(15) Uiso 1 1 d . . .
C6 C 1.2602(5) 0.8805(10) 0.1170(3) 0.0177(13) 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
Cu1 0.0070(3) 0.0242(4) 0.0159(3) -0.0010(3) 0.0021(2) 0.0005(3)
Cu2 0.0083(4) 0.0292(7) 0.0170(5) 0.0059(4) 0.0006(3) 0.0005(4)
O1 0.0110(16) 0.036(3) 0.0160(17) 0.0033(19) 0.0013(13) 0.0009(18)
O2 0.0100(16) 0.039(3) 0.0217(19) 0.0090(19) 0.0012(13) 0.0029(18)
N1 0.0127(19) 0.030(4) 0.020(2) 0.004(2) -0.0001(16) 0.004(2)
N2 0.014(2) 0.022(3) 0.020(2) 0.002(2) -0.0007(17) -0.003(2)
N3 0.026(2) 0.029(4) 0.026(2) 0.006(3) -0.0013(19) -0.002(3)
N4 0.041(3) 0.046(5) 0.061(4) -0.010(4) -0.012(3) -0.014(3)
N5 0.016(2) 0.023(3) 0.019(2) 0.001(2) 0.0019(16) 0.003(2)
N6 0.019(2) 0.026(3) 0.017(2) 0.002(3) 0.0044(16) 0.005(2)
N7 0.054(3) 0.038(4) 0.028(3) -0.005(3) 0.006(2) 0.009(3)
C1 0.012(3) 0.040(5) 0.032(3) 0.017(3) 0.002(2) 0.006(3)
C2 0.013(3) 0.044(5) 0.029(3) 0.012(3) 0.005(2) 0.005(3)
C3 0.010(2) 0.031(4) 0.017(2) -0.003(3) 0.0045(18) 0.003(2)
C4 0.018(3) 0.035(4) 0.025(3) 0.013(3) -0.001(2) 0.005(3)
C5 0.018(3) 0.033(4) 0.030(3) 0.011(3) 0.006(2) 0.000(3)
C6 0.010(2) 0.020(4) 0.023(3) -0.004(3) 0.0018(19) 0.000(2)

_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 O1 1.995(3) . ?
Cu1 N2 1.996(4) . ?
Cu1 N1 2.027(4) 1_455 ?
Cu1 N5 2.027(5) 2_755 ?
Cu1 N5 2.386(6) . ?
Cu2 O2 1.939(3) 3_775 ?
Cu2 O2 1.939(3) . ?
Cu2 N2 1.992(5) 3_775 ?
Cu2 N2 1.992(5) . ?
O1 C6 1.247(6) . ?
O2 C6 1.255(6) . ?
N1 C1 1.330(8) . ?
N1 C5 1.354(8) . ?
N1 Cu1 2.027(4) 1_655 ?
N2 N3 1.223(6) . ?
N3 N4 1.147(7) . ?
N5 N6 1.181(7) . ?
N5 Cu1 2.027(5) 2_745 ?
N6 N7 1.142(8) . ?
C1 C2 1.385(7) . ?
C1 H1A 0.91(7) . ?
C2 C3 1.373(9) . ?
C2 H2A 1.02(6) . ?
C3 C4 1.363(9) . ?
C3 C6 1.523(6) . ?
C4 C5 1.375(8) . ?
C4 H4A 0.86(6) . ?
C5 H5A 0.97(7) . ?

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 Cu1 N2 88.31(15) . . ?
O1 Cu1 N1 175.57(19) . 1_455 ?
N2 Cu1 N1 89.60(17) . 1_455 ?
O1 Cu1 N5 89.05(16) . 2_755 ?
N2 Cu1 N5 169.1(2) . 2_755 ?
N1 Cu1 N5 92.28(17) 1_455 2_755 ?
O1 Cu1 N5 89.51(17) . . ?
N2 Cu1 N5 97.18(19) . . ?
N1 Cu1 N5 94.63(19) 1_455 . ?
N5 Cu1 N5 93.38(10) 2_755 . ?
O2 Cu2 O2 180.00(19) 3_775 . ?
O2 Cu2 N2 90.18(17) 3_775 3_775 ?
O2 Cu2 N2 89.82(17) . 3_775 ?
O2 Cu2 N2 89.82(17) 3_775 . ?
O2 Cu2 N2 90.18(17) . . ?
N2 Cu2 N2 180.0(2) 3_775 . ?
C6 O1 Cu1 128.7(3) . . ?
C6 O2 Cu2 129.9(3) . . ?
C1 N1 C5 117.7(4) . . ?
C1 N1 Cu1 123.4(4) . 1_655 ?
C5 N1 Cu1 118.5(4) . 1_655 ?
N3 N2 Cu2 119.0(4) . . ?
N3 N2 Cu1 121.8(4) . . ?
Cu2 N2 Cu1 106.7(2) . . ?
N4 N3 N2 179.0(7) . . ?
N6 N5 Cu1 114.4(5) . 2_745 ?
N6 N5 Cu1 106.8(4) . . ?
Cu1 N5 Cu1 137.3(2) 2_745 . ?
N7 N6 N5 178.4(5) . . ?
N1 C1 C2 122.8(6) . . ?
N1 C1 H1A 118(4) . . ?
C2 C1 H1A 119(4) . . ?
C3 C2 C1 118.7(6) . . ?
C3 C2 H2A 126(3) . . ?
C1 C2 H2A 115(3) . . ?
C4 C3 C2 119.0(5) . . ?
C4 C3 C6 120.3(5) . . ?
C2 C3 C6 120.7(5) . . ?
C3 C4 C5 119.7(6) . . ?
C3 C4 H4A 127(4) . . ?
C5 C4 H4A 113(4) . . ?
N1 C5 C4 121.9(6) . . ?
N1 C5 H5A 123(3) . . ?
C4 C5 H5A 115(3) . . ?
O1 C6 O2 129.0(4) . . ?
O1 C6 C3 117.3(4) . . ?
O2 C6 C3 113.7(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Cu1 O1 C6 37.1(6) . . . . ?
N1 Cu1 O1 C6 -25(3) 1_455 . . . ?
N5 Cu1 O1 C6 -132.3(6) 2_755 . . . ?
N5 Cu1 O1 C6 134.3(5) . . . . ?
O2 Cu2 O2 C6 59(100) 3_775 . . . ?
N2 Cu2 O2 C6 147.8(6) 3_775 . . . ?
N2 Cu2 O2 C6 -32.2(6) . . . . ?
O2 Cu2 N2 N3 29.6(5) 3_775 . . . ?
O2 Cu2 N2 N3 -150.4(5) . . . . ?
N2 Cu2 N2 N3 150(100) 3_775 . . . ?
O2 Cu2 N2 Cu1 -113.0(2) 3_775 . . . ?
O2 Cu2 N2 Cu1 67.0(2) . . . . ?
N2 Cu2 N2 Cu1 8(39) 3_775 . . . ?
O1 Cu1 N2 N3 150.7(5) . . . . ?
N1 Cu1 N2 N3 -33.2(5) 1_455 . . . ?
N5 Cu1 N2 N3 -133.2(8) 2_755 . . . ?
N5 Cu1 N2 N3 61.4(5) . . . . ?
O1 Cu1 N2 Cu2 -67.9(2) . . . . ?
N1 Cu1 N2 Cu2 108.2(2) 1_455 . . . ?
N5 Cu1 N2 Cu2 8.2(10) 2_755 . . . ?
N5 Cu1 N2 Cu2 -157.17(18) . . . . ?
Cu2 N2 N3 N4 134(35) . . . . ?
Cu1 N2 N3 N4 -89(35) . . . . ?
O1 Cu1 N5 N6 -76.4(3) . . . . ?
N2 Cu1 N5 N6 11.8(3) . . . . ?
N1 Cu1 N5 N6 102.0(3) 1_455 . . . ?
N5 Cu1 N5 N6 -165.5(4) 2_755 . . . ?
O1 Cu1 N5 Cu1 87.4(3) . . . 2_745 ?
N2 Cu1 N5 Cu1 175.7(3) . . . 2_745 ?
N1 Cu1 N5 Cu1 -94.1(3) 1_455 . . 2_745 ?
N5 Cu1 N5 Cu1 -1.58(16) 2_755 . . 2_745 ?
Cu1 N5 N6 N7 111(24) 2_745 . . . ?
Cu1 N5 N6 N7 -81(25) . . . . ?
C5 N1 C1 C2 1.0(10) . . . . ?
Cu1 N1 C1 C2 -171.7(5) 1_655 . . . ?
N1 C1 C2 C3 1.7(10) . . . . ?
C1 C2 C3 C4 -3.2(10) . . . . ?
C1 C2 C3 C6 177.2(6) . . . . ?
C2 C3 C4 C5 2.1(10) . . . . ?
C6 C3 C4 C5 -178.3(6) . . . . ?
C1 N1 C5 C4 -2.3(10) . . . . ?
Cu1 N1 C5 C4 170.9(5) 1_655 . . . ?
C3 C4 C5 N1 0.7(10) . . . . ?
Cu1 O1 C6 O2 -1.8(10) . . . . ?
Cu1 O1 C6 C3 174.8(4) . . . . ?
Cu2 O2 C6 O1 -1.5(10) . . . . ?
Cu2 O2 C6 C3 -178.1(4) . . . . ?
C4 C3 C6 O1 -145.3(6) . . . . ?
C2 C3 C6 O1 34.3(9) . . . . ?
C4 C3 C6 O2 31.8(8) . . . . ?
C2 C3 C6 O2 -148.6(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.280
_refine_diff_density_min         -0.717
_refine_diff_density_rms         0.161