# Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Chuan-Ming Jin'
_publ_contact_author_email       JINCM1999@YAHOO.COM

_publ_section_title              
;
In situ reduction from CuX2 (X = Br, Cl) to Cu(I) halide clusters
based on ligand bis(2-methylimidazo-1-yl)methane
;
loop_
_publ_author_name
'Chuan-Ming Jin'
'Xianggao Meng'
'Ming-Xia Yao'
'Zhu Zhu'

# Attachment '688402.CIF'

data_jcm5b
_database_code_depnum_ccdc_archive 'CCDC 688402'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H10 Br Cu N4'
_chemical_formula_sum            'C9 H10 Br Cu N4'
_chemical_formula_weight         317.66

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Cmca
_symmetry_space_group_name_Hall  '-C 2bc 2'

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

_cell_length_a                   21.500(17)
_cell_length_b                   27.568(17)
_cell_length_c                   7.428(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4402(5)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            light-yellow
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.917
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2496
_exptl_absorpt_coefficient_mu    5.585
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.5304
_exptl_absorpt_correction_T_max  0.6051
_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         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            10297
_diffrn_reflns_av_R_equivalents  0.0688
_diffrn_reflns_av_sigmaI/netI    0.0530
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.40
_diffrn_reflns_theta_max         25.02
_reflns_number_total             2007
_reflns_number_gt                1122
_reflns_threshold_expression     'I > 2σ(I)'

_computing_data_collection       'SMART, (Bruker, 2001)'
_computing_cell_refinement       'SAINT+ (Bruker, 2001)'
_computing_data_reduction        SAINT+
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2001)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.1595P)²+16.0300P] where P=(Fo²+2Fc²)/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       0.0050(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2007
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1361
_refine_ls_R_factor_gt           0.0917
_refine_ls_wR_factor_ref         0.2718
_refine_ls_wR_factor_gt          0.2555
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001

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 0.43781(7) 0.5000 0.0000 0.0426(7) Uani 1 2 d S . .
Cu2 Cu 0.31187(13) 0.25050(9) 0.0111(3) 0.0513(8) Uani 0.50 1 d P . .
Br1 Br 0.2500 0.30163(8) 0.2500 0.0714(8) Uani 1 2 d S . .
Br2 Br 0.5000 0.44817(6) 0.21613(18) 0.0424(6) Uani 1 2 d S . .
N1 N 0.3850(4) 0.4579(3) -0.1647(12) 0.044(2) Uani 1 1 d . . .
C2 C 0.3408(5) 0.4231(4) -0.4007(13) 0.048(3) Uani 1 1 d . . .
H2A H 0.3329 0.4140 -0.5191 0.057 Uiso 1 1 calc R . .
N3 N 0.3648(4) 0.2054(3) 0.1718(12) 0.041(2) Uani 0.50 1 d P . 1
C6A C 0.3648(4) 0.2054(3) 0.1718(12) 0.041(2) Uani 0.50 1 d P . 2
C7 C 0.4120(5) 0.1757(5) 0.4027(13) 0.049(3) Uani 1 1 d . . .
C1 C 0.3888(5) 0.4513(4) -0.3362(16) 0.053(3) Uani 1 1 d . . .
H1A H 0.4222 0.4639 -0.4080 0.063 Uiso 1 1 d R . .
N2 N 0.3081(5) 0.4119(3) -0.2522(9) 0.046(3) Uani 1 1 d . . .
C3 C 0.3352(5) 0.4329(4) -0.1106(13) 0.041(2) Uani 1 1 d . . .
C4 C 0.2500 0.3824(6) -0.2500 0.052(5) Uani 1 2 d S . .
H4A H 0.2504 0.3618 -0.1458 0.062 Uiso 0.50 1 d PR . .
C5 C 0.3127(5) 0.4290(5) 0.0814(12) 0.059(3) Uani 1 1 d . . .
H5A H 0.2763 0.4087 0.0861 0.088 Uiso 1 1 d R . .
H5B H 0.3447 0.4152 0.1557 0.088 Uiso 1 1 d R . .
H5C H 0.3025 0.4608 0.1245 0.088 Uiso 1 1 d R . .
C6 C 0.3634(4) 0.2036(3) 0.3439(13) 0.048(3) Uani 0.50 1 d P . 1
H6A H 0.3329 0.2190 0.4189 0.057 Uiso 1 1 d R . 1
N3A N 0.3634(4) 0.2036(3) 0.3439(13) 0.048(3) Uani 0.50 1 d P . 2
N4 N 0.4415(5) 0.1620(3) 0.2549(9) 0.045(2) Uani 1 1 d . . .
C8 C 0.4131(5) 0.1794(4) 0.1099(13) 0.047(3) Uani 1 1 d . . .
C9 C 0.5000 0.1335(6) 0.254(2) 0.054(5) Uani 1 2 d S . .
H9A H 0.5000 0.1127 0.1501 0.064 Uiso 1 2 d SR . .
H9B H 0.5000 0.1131 0.3586 0.064 Uiso 1 2 d SR . .
C10 C 0.4389(10) 0.1792(10) -0.070(3) 0.066(7) Uani 0.50 1 d P . 1
H10A H 0.4731 0.1569 -0.0772 0.099 Uiso 0.50 1 d PR . 1
H10B H 0.4076 0.1700 -0.1559 0.099 Uiso 0.50 1 d PR . 1
H10C H 0.4533 0.2113 -0.0968 0.099 Uiso 0.50 1 d PR . 1
C10A C 0.4354(11) 0.1744(11) 0.586(3) 0.080(9) Uani 0.50 1 d P . 2
H10D H 0.4698 0.1523 0.5945 0.120 Uiso 0.50 1 d PR . 2
H10E H 0.4491 0.2066 0.6159 0.120 Uiso 0.50 1 d PR . 2
H10F H 0.4031 0.1646 0.6672 0.120 Uiso 0.50 1 d PR . 2

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 0.0269(10) 0.0442(12) 0.0568(11) -0.0089(8) 0.000 0.000
Cu2 0.0367(15) 0.0571(19) 0.0600(16) 0.0070(15) 0.0046(10) 0.0011(12)
Br1 0.0504(13) 0.0497(14) 0.1141(18) 0.000 0.0315(9) 0.000
Br2 0.0467(10) 0.0458(11) 0.0346(8) 0.0089(6) 0.000 0.000
N1 0.032(5) 0.039(5) 0.061(5) 0.007(4) 0.005(4) -0.007(4)
C2 0.045(6) 0.067(7) 0.032(5) 0.007(5) -0.004(4) 0.016(6)
N3 0.034(5) 0.037(6) 0.051(5) 0.001(4) 0.009(4) 0.001(4)
C6A 0.034(5) 0.037(6) 0.051(5) 0.001(4) 0.009(4) 0.001(4)
C7 0.036(6) 0.076(8) 0.036(5) -0.003(5) -0.002(4) -0.004(6)
C1 0.043(6) 0.047(7) 0.067(7) 0.012(5) -0.009(6) -0.008(5)
N2 0.053(7) 0.046(6) 0.039(4) 0.005(3) -0.006(3) 0.004(6)
C3 0.037(6) 0.051(7) 0.036(5) 0.007(4) 0.003(4) 0.005(5)
C4 0.039(11) 0.032(11) 0.084(12) 0.000 -0.009(7) 0.000
C5 0.049(6) 0.090(9) 0.038(5) -0.002(5) 0.006(5) -0.022(6)
C6 0.035(5) 0.049(6) 0.059(6) -0.009(5) 0.002(4) 0.010(4)
N3A 0.035(5) 0.049(6) 0.059(6) -0.009(5) 0.002(4) 0.010(4)
N4 0.050(7) 0.042(6) 0.042(5) -0.003(3) 0.008(3) -0.001(6)
C8 0.047(7) 0.055(7) 0.038(5) 0.001(5) 0.002(5) 0.004(6)
C9 0.054(13) 0.035(11) 0.072(11) 0.001(7) 0.000 0.000
C10 0.048(14) 0.11(2) 0.043(11) -0.018(13) -0.018(10) 0.037(14)
C10A 0.045(14) 0.14(3) 0.059(13) 0.053(16) 0.020(11) 0.040(16)

_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 N1 2.034(9) . ?
Cu1 N1 2.034(9) 4_565 ?
Cu1 Br2 2.5311(17) . ?
Cu1 Br2 2.5311(17) 9_665 ?
Cu1 Cu1 2.674(4) 9_665 ?
Cu2 N3 2.066(9) . ?
Cu2 N3A 2.091(9) 11_565 ?
Cu2 C6 2.091(9) 11_565 ?
Cu2 Br1 2.628(3) . ?
Cu2 Cu2 2.665(6) 13 ?
Cu2 Br1 2.756(3) 13 ?
Br1 Cu2 2.628(3) 7_545 ?
Br1 Cu2 2.756(3) 13 ?
Br1 Cu2 2.756(3) 11_566 ?
Br2 Cu1 2.5311(17) 9_665 ?
N1 C1 1.290(15) . ?
N1 C3 1.334(12) . ?
C2 N2 1.343(12) . ?
C2 C1 1.379(14) . ?
N3 C6 1.279(14) . ?
N3 C8 1.342(13) . ?
C7 N4 1.323(12) . ?
C7 C6 1.370(13) . ?
C7 C10A 1.45(2) . ?
N2 C3 1.334(12) . ?
N2 C4 1.491(13) . ?
C3 C5 1.510(12) . ?
C4 N2 1.491(13) 7_544 ?
C6 Cu2 2.091(9) 11_566 ?
N4 C8 1.329(13) . ?
N4 C9 1.482(13) . ?
C8 C10 1.45(2) . ?
C9 N4 1.482(13) 12_655 ?

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
N1 Cu1 N1 112.1(5) . 4_565 ?
N1 Cu1 Br2 110.7(2) . . ?
N1 Cu1 Br2 103.7(2) 4_565 . ?
N1 Cu1 Br2 103.7(2) . 9_665 ?
N1 Cu1 Br2 110.7(2) 4_565 9_665 ?
Br2 Cu1 Br2 116.22(8) . 9_665 ?
N1 Cu1 Cu1 124.0(2) . 9_665 ?
N1 Cu1 Cu1 124.0(2) 4_565 9_665 ?
Br2 Cu1 Cu1 58.11(4) . 9_665 ?
Br2 Cu1 Cu1 58.11(4) 9_665 9_665 ?
N3 Cu2 N3A 114.6(4) . 11_565 ?
N3 Cu2 C6 114.6(4) . 11_565 ?
N3A Cu2 C6 0.0(7) 11_565 11_565 ?
N3 Cu2 Br1 102.2(3) . . ?
N3A Cu2 Br1 110.1(3) 11_565 . ?
C6 Cu2 Br1 110.1(3) 11_565 . ?
N3 Cu2 Cu2 125.4(3) . 13 ?
N3A Cu2 Cu2 119.9(3) 11_565 13 ?
C6 Cu2 Cu2 119.9(3) 11_565 13 ?
Br1 Cu2 Cu2 62.75(10) . 13 ?
N3 Cu2 Br1 111.0(3) . 13 ?
N3A Cu2 Br1 98.8(3) 11_565 13 ?
C6 Cu2 Br1 98.8(3) 11_565 13 ?
Br1 Cu2 Br1 120.71(12) . 13 ?
Cu2 Cu2 Br1 57.96(10) 13 13 ?
Cu2 Br1 Cu2 115.12(14) . 7_545 ?
Cu2 Br1 Cu2 59.29(12) . 13 ?
Cu2 Br1 Cu2 87.20(9) 7_545 13 ?
Cu2 Br1 Cu2 87.20(9) . 11_566 ?
Cu2 Br1 Cu2 59.29(12) 7_545 11_566 ?
Cu2 Br1 Cu2 117.14(13) 13 11_566 ?
Cu1 Br2 Cu1 63.78(8) . 9_665 ?
C1 N1 C3 106.0(8) . . ?
C1 N1 Cu1 129.7(6) . . ?
C3 N1 Cu1 124.2(7) . . ?
N2 C2 C1 103.6(9) . . ?
C6 N3 C8 109.9(8) . . ?
C6 N3 Cu2 126.0(6) . . ?
C8 N3 Cu2 123.3(7) . . ?
N4 C7 C6 105.2(9) . . ?
N4 C7 C10A 127.2(12) . . ?
C6 C7 C10A 125.3(13) . . ?
N1 C1 C2 112.0(9) . . ?
C3 N2 C2 108.6(10) . . ?
C3 N2 C4 126.4(7) . . ?
C2 N2 C4 124.9(7) . . ?
N2 C3 N1 109.7(9) . . ?
N2 C3 C5 125.0(9) . . ?
N1 C3 C5 125.4(9) . . ?
N2 C4 N2 113.9(13) . 7_544 ?
N3 C6 C7 108.8(8) . . ?
N3 C6 Cu2 125.6(7) . 11_566 ?
C7 C6 Cu2 123.7(7) . 11_566 ?
C7 N4 C8 110.4(10) . . ?
C7 N4 C9 124.2(10) . . ?
C8 N4 C9 125.3(9) . . ?
N4 C8 N3 105.7(9) . . ?
N4 C8 C10 124.8(12) . . ?
N3 C8 C10 128.0(13) . . ?
N4 C9 N4 116.0(13) . 12_655 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.519
_refine_diff_density_min         -3.655
_refine_diff_density_rms         0.288

# Attachment '688404.cif'

data_y2440
_database_code_depnum_ccdc_archive 'CCDC 688404'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H12 Cl2 Cu2 N4'
_chemical_formula_weight         374.21

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'
Cl Cl 0.1484 0.1585 '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           Tetragonal
_symmetry_space_group_name_H-M   I4(1)/acd

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+1/4, x+3/4, z+1/4'
'y+1/4, -x+1/4, z+3/4'
'-x+1/2, y, -z'
'x, -y, -z+1/2'
'y+1/4, x+3/4, -z+3/4'
'-y+1/4, -x+1/4, -z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+3/4, x+5/4, z+3/4'
'y+3/4, -x+3/4, z+5/4'
'-x+1, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1'
'y+3/4, x+5/4, -z+5/4'
'-y+3/4, -x+3/4, -z+3/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-1/4, -x-3/4, -z-1/4'
'-y-1/4, x-1/4, -z-3/4'
'x-1/2, -y, z'
'-x, y, z-1/2'
'-y-1/4, -x-3/4, z-3/4'
'y-1/4, x-1/4, z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y+1/4, -x-1/4, -z+1/4'
'-y+1/4, x+1/4, -z-1/4'
'x, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'
'-y+1/4, -x-1/4, z-1/4'
'y+1/4, x+1/4, z+1/4'

_cell_length_a                   12.9571(2)
_cell_length_b                   12.9571(2)
_cell_length_c                   30.9700(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5199.44(16)
_cell_formula_units_Z            16
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    23697
_cell_measurement_theta_min      3.15
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            light-yellow
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.912
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2976
_exptl_absorpt_coefficient_mu    3.664
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5747
_exptl_absorpt_correction_T_max  0.6887
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'ω scans'
_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            33662
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_sigmaI/netI    0.0159
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         3.14
_diffrn_reflns_theta_max         26.00
_reflns_number_total             1278
_reflns_number_gt                1058
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Rapid Auto Version 3.0 (Rigaku 2004)'
_computing_cell_refinement       'Rapid Auto Version 3.0 (Rigaku 2004)'
_computing_data_reduction        'Rapid Auto Version 3.0 (Rigaku 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.1560P)²+8.2000P] where P=(Fo²+2Fc²)/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     SHELXL
_refine_ls_extinction_coef       0.00024(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1278
_refine_ls_number_parameters     80
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0589
_refine_ls_wR_factor_ref         0.2025
_refine_ls_wR_factor_gt          0.1892
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
Cu1 Cu 0.53388(8) -0.13305(5) 0.58880(3) 0.0693(5) Uani 1 1 d . . .
Cl1 Cl 0.36004(9) -0.23832(9) 0.57623(4) 0.0433(4) Uani 1 1 d . . .
N1 N 0.4930(4) 0.0055(4) 0.57597(13) 0.0503(10) Uani 1 1 d . . .
N2 N 0.4801(3) 0.1600(3) 0.54855(14) 0.0455(9) Uani 1 1 d . . .
C1 C 0.4018(5) 0.0526(5) 0.59045(19) 0.0596(14) Uani 1 1 d . . .
H1 H 0.3535 0.0218 0.6096 0.071 Uiso 1 1 calc R . .
C2 C 0.3927(4) 0.1453(5) 0.57380(19) 0.0594(14) Uani 1 1 d . . .
H2 H 0.3377 0.1926 0.5781 0.071 Uiso 1 1 calc R . .
C3 C 0.5376(4) 0.0740(4) 0.55121(15) 0.0420(10) Uani 1 1 d . . .
C4 C 0.5000 0.2500 0.5224(2) 0.0561(19) Uani 1 2 d S . .
H4A H 0.5603 0.2367 0.5036 0.067 Uiso 0.50 1 calc PR . .
H4B H 0.4397 0.2633 0.5036 0.067 Uiso 0.50 1 calc PR . .
C5 C 0.6367(4) 0.0585(4) 0.52907(17) 0.0549(13) Uani 1 1 d . . .
H5A H 0.6589 -0.0133 0.5326 0.066 Uiso 1 1 calc R . .
H5B H 0.6887 0.1046 0.5416 0.066 Uiso 1 1 calc R . .
H5C H 0.6286 0.0738 0.4983 0.066 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 0.1027(8) 0.0347(5) 0.0705(7) 0.0006(3) -0.0135(4) 0.0076(3)
Cl1 0.0395(7) 0.0443(7) 0.0462(7) 0.0041(4) -0.0001(4) -0.0016(4)
N1 0.059(3) 0.037(2) 0.054(2) 0.0008(17) -0.0038(19) -0.0052(19)
N2 0.052(2) 0.037(2) 0.048(2) 0.0009(17) -0.0009(17) 0.0019(17)
C1 0.051(3) 0.061(4) 0.066(3) -0.002(3) 0.016(2) -0.006(3)
C2 0.045(3) 0.065(4) 0.068(3) -0.008(3) 0.006(2) 0.008(2)
C3 0.044(2) 0.037(2) 0.044(2) -0.0018(18) -0.0007(18) 0.0001(18)
C4 0.090(6) 0.034(4) 0.044(3) 0.000 0.000 0.012(4)
C5 0.052(3) 0.056(3) 0.057(3) -0.010(2) 0.006(2) 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 N1 1.913(5) . ?
Cu1 Cl1 2.1952(14) 10_544 ?
Cu1 Cl1 2.6619(16) . ?
Cu1 Cu1 2.7100(16) 15_535 ?
Cu1 Cl1 2.7132(14) 8_556 ?
Cl1 Cu1 2.1951(14) 10_544 ?
Cl1 Cu1 2.7132(14) 8_556 ?
N1 C3 1.307(6) . ?
N1 C1 1.404(8) . ?
N2 C3 1.344(7) . ?
N2 C2 1.389(7) . ?
N2 C4 1.443(6) . ?
C1 C2 1.312(9) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
C3 C5 1.469(7) . ?
C4 N2 1.443(6) 10_554 ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 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
N1 Cu1 Cl1 148.08(16) . 10_544 ?
N1 Cu1 Cl1 102.49(15) . . ?
Cl1 Cu1 Cl1 96.59(5) 10_544 . ?
N1 Cu1 Cu1 130.87(13) . 15_535 ?
Cl1 Cu1 Cu1 66.20(5) 10_544 15_535 ?
Cl1 Cu1 Cu1 104.69(3) . 15_535 ?
N1 Cu1 Cl1 92.18(14) . 8_556 ?
Cl1 Cu1 Cl1 113.06(5) 10_544 8_556 ?
Cl1 Cu1 Cl1 90.80(5) . 8_556 ?
Cu1 Cu1 Cl1 47.75(4) 15_535 8_556 ?
Cu1 Cl1 Cu1 80.40(5) 10_544 . ?
Cu1 Cl1 Cu1 66.05(5) 10_544 8_556 ?
Cu1 Cl1 Cu1 82.92(5) . 8_556 ?
C3 N1 C1 105.3(5) . . ?
C3 N1 Cu1 129.5(4) . . ?
C1 N1 Cu1 125.1(4) . . ?
C3 N2 C2 107.6(4) . . ?
C3 N2 C4 127.3(4) . . ?
C2 N2 C4 124.9(4) . . ?
C2 C1 N1 110.4(5) . . ?
C2 C1 H1 124.8 . . ?
N1 C1 H1 124.8 . . ?
C1 C2 N2 105.9(5) . . ?
C1 C2 H2 127.1 . . ?
N2 C2 H2 127.1 . . ?
N1 C3 N2 110.8(4) . . ?
N1 C3 C5 124.6(5) . . ?
N2 C3 C5 124.7(4) . . ?
N2 C4 N2 111.6(6) 10_554 . ?
N2 C4 H4A 109.3 10_554 . ?
N2 C4 H4A 109.3 . . ?
N2 C4 H4B 109.3 10_554 . ?
N2 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?

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
N1 Cu1 Cl1 Cu1 174.67(14) . . . 10_544 ?
Cl1 Cu1 Cl1 Cu1 20.41(8) 10_544 . . 10_544 ?
Cu1 Cu1 Cl1 Cu1 -46.66(7) 15_535 . . 10_544 ?
Cl1 Cu1 Cl1 Cu1 -92.91(5) 8_556 . . 10_544 ?
N1 Cu1 Cl1 Cu1 -118.52(14) . . . 8_556 ?
Cl1 Cu1 Cl1 Cu1 87.22(6) 10_544 . . 8_556 ?
Cu1 Cu1 Cl1 Cu1 20.15(7) 15_535 . . 8_556 ?
Cl1 Cu1 Cl1 Cu1 -26.11(6) 8_556 . . 8_556 ?
Cl1 Cu1 N1 C3 -6.1(6) 10_544 . . . ?
Cl1 Cu1 N1 C3 -131.4(4) . . . . ?
Cu1 Cu1 N1 C3 106.2(4) 15_535 . . . ?
Cl1 Cu1 N1 C3 137.3(4) 8_556 . . . ?
Cl1 Cu1 N1 C1 170.1(3) 10_544 . . . ?
Cl1 Cu1 N1 C1 44.8(4) . . . . ?
Cu1 Cu1 N1 C1 -77.6(5) 15_535 . . . ?
Cl1 Cu1 N1 C1 -46.5(4) 8_556 . . . ?
C3 N1 C1 C2 1.2(7) . . . . ?
Cu1 N1 C1 C2 -175.7(4) . . . . ?
N1 C1 C2 N2 -1.0(7) . . . . ?
C3 N2 C2 C1 0.4(6) . . . . ?
C4 N2 C2 C1 176.8(5) . . . . ?
C1 N1 C3 N2 -1.0(6) . . . . ?
Cu1 N1 C3 N2 175.8(3) . . . . ?
C1 N1 C3 C5 179.4(5) . . . . ?
Cu1 N1 C3 C5 -3.8(8) . . . . ?
C2 N2 C3 N1 0.4(6) . . . . ?
C4 N2 C3 N1 -175.9(5) . . . . ?
C2 N2 C3 C5 -180.0(5) . . . . ?
C4 N2 C3 C5 3.7(8) . . . . ?
C3 N2 C4 N2 -115.1(5) . . . 10_554 ?
C2 N2 C4 N2 69.2(5) . . . 10_554 ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.751
_refine_diff_density_min         -1.130
_refine_diff_density_rms         0.118


