# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_fg13_100k_0m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H72 Cl10 Cu N8 O4'
_chemical_formula_weight         1315.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2374(13)
_cell_length_b                   13.1931(19)
_cell_length_c                   13.996(2)
_cell_angle_alpha                62.333(4)
_cell_angle_beta                 87.519(5)
_cell_angle_gamma                89.003(5)
_cell_volume                     1509.2(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             683
_exptl_absorpt_coefficient_mu    4.994
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.4350
_exptl_absorpt_correction_T_max  0.6351
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18137
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0313
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.57
_diffrn_reflns_theta_max         69.24
_reflns_number_total             5395
_reflns_number_gt                5098
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0548P)²+2.7803P] where P=(Fo²+2Fc²)/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         5395
_refine_ls_number_parameters     355
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.1121
_refine_ls_wR_factor_gt          0.1105
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.005
_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 0.0000 0.0000 0.5000 0.01643(14) Uani 1 2 d S . .
Cl2 Cl 0.24556(6) -0.00582(5) 0.50367(4) 0.01556(14) Uani 1 1 d . . .
Cl3 Cl 0.47482(7) 0.69481(5) 0.63535(5) 0.01954(15) Uani 1 1 d . . .
Cl4 Cl 0.51772(7) 0.99774(5) 0.28280(5) 0.02432(16) Uani 1 1 d . . .
Cl6 Cl 0.01444(7) 0.01137(5) 0.32977(5) 0.01904(15) Uani 1 1 d . . .
Cl5 Cl 0.02412(7) 0.26622(6) 0.39005(5) 0.02408(16) Uani 1 1 d . . .
N2 N 0.2788(3) 0.2043(2) 0.55471(18) 0.0218(5) Uani 1 1 d . . .
H2A H 0.3075 0.1310 0.5966 0.033 Uiso 1 1 calc R . .
H2B H 0.3492 0.2424 0.5033 0.033 Uiso 1 1 calc R . .
H2C H 0.1955 0.2041 0.5224 0.033 Uiso 1 1 calc R . .
N1 N 0.2948(3) 0.1922(2) 1.26604(17) 0.0215(5) Uani 1 1 d . . .
H1A H 0.3523 0.2370 1.2823 0.032 Uiso 1 1 calc R . .
H1B H 0.3421 0.1261 1.2794 0.032 Uiso 1 1 calc R . .
H1C H 0.2113 0.1756 1.3074 0.032 Uiso 1 1 calc R . .
C2 C 0.1318(3) 0.3123(2) 1.1212(2) 0.0196(5) Uani 1 1 d . . .
H2 H 0.0657 0.3145 1.1742 0.024 Uiso 1 1 calc R . .
C1 C 0.2605(3) 0.2537(2) 1.1511(2) 0.0175(5) Uani 1 1 d . . .
C11 C 0.2533(3) 0.2616(2) 0.6223(2) 0.0188(5) Uani 1 1 d . . .
C3 C 0.1000(3) 0.3681(2) 1.0126(2) 0.0189(5) Uani 1 1 d . . .
H3 H 0.0109 0.4079 0.9916 0.023 Uiso 1 1 calc R . .
C8 C 0.1995(3) 0.3693(2) 0.7495(2) 0.0209(6) Uani 1 1 d . . .
C6 C 0.3587(3) 0.2498(2) 1.0754(2) 0.0215(6) Uani 1 1 d . . .
H6 H 0.4472 0.2091 1.0970 0.026 Uiso 1 1 calc R . .
C4 C 0.1966(3) 0.3665(2) 0.9341(2) 0.0190(5) Uani 1 1 d . . .
C12 C 0.2942(3) 0.3741(2) 0.5837(2) 0.0230(6) Uani 1 1 d . . .
H12 H 0.3400 0.4147 0.5141 0.028 Uiso 1 1 calc R . .
C13 C 0.2675(3) 0.4273(2) 0.6482(2) 0.0232(6) Uani 1 1 d . . .
H13 H 0.2963 0.5047 0.6224 0.028 Uiso 1 1 calc R . .
C10 C 0.1867(3) 0.2010(2) 0.7234(2) 0.0238(6) Uani 1 1 d . . .
H10 H 0.1596 0.1232 0.7493 0.029 Uiso 1 1 calc R . .
C7 C 0.1627(4) 0.4311(2) 0.8158(2) 0.0262(6) Uani 1 1 d . . .
H7A H 0.2161 0.5047 0.7833 0.031 Uiso 1 1 calc R . .
H7B H 0.0579 0.4491 0.8105 0.031 Uiso 1 1 calc R . .
C9 C 0.1602(3) 0.2554(2) 0.7864(2) 0.0251(6) Uani 1 1 d . . .
H9 H 0.1144 0.2144 0.8560 0.030 Uiso 1 1 calc R . .
C5 C 0.3258(3) 0.3064(2) 0.9676(2) 0.0238(6) Uani 1 1 d . . .
H5 H 0.3927 0.3041 0.9151 0.029 Uiso 1 1 calc R . .
N3 N 0.2430(3) 0.78909(19) 0.44949(18) 0.0220(5) Uani 1 1 d . . .
H3A H 0.1589 0.7730 0.4901 0.033 Uiso 1 1 calc R . .
H3B H 0.2469 0.8652 0.4023 0.033 Uiso 1 1 calc R . .
H3C H 0.3195 0.7701 0.4934 0.033 Uiso 1 1 calc R . .
N4 N 0.2599(3) 0.81633(19) -0.25605(17) 0.0208(5) Uani 1 1 d . . .
H4A H 0.1686 0.8427 -0.2753 0.031 Uiso 1 1 calc R . .
H4B H 0.2888 0.7739 -0.2893 0.031 Uiso 1 1 calc R . .
H4C H 0.3215 0.8766 -0.2764 0.031 Uiso 1 1 calc R . .
C15 C 0.2615(3) 0.7450(2) -0.1385(2) 0.0178(5) Uani 1 1 d . . .
C14 C 0.2138(3) 0.7921(2) -0.0726(2) 0.0209(5) Uani 1 1 d . . .
H14 H 0.1781 0.8682 -0.1030 0.025 Uiso 1 1 calc R . .
C18 C 0.2720(3) 0.6145(2) 0.0842(2) 0.0171(5) Uani 1 1 d . . .
C24 C 0.2493(3) 0.7229(2) 0.3892(2) 0.0179(5) Uani 1 1 d . . .
C23 C 0.1405(3) 0.6470(2) 0.4031(2) 0.0201(5) Uani 1 1 d . . .
H23 H 0.0607 0.6363 0.4520 0.024 Uiso 1 1 calc R . .
C21 C 0.2656(3) 0.6012(2) 0.2724(2) 0.0177(5) Uani 1 1 d . . .
C22 C 0.1495(3) 0.5857(2) 0.3441(2) 0.0200(5) Uani 1 1 d . . .
H22 H 0.0750 0.5328 0.3532 0.024 Uiso 1 1 calc R . .
C17 C 0.3208(3) 0.5702(2) 0.0154(2) 0.0166(5) Uani 1 1 d . . .
H17 H 0.3584 0.4946 0.0451 0.020 Uiso 1 1 calc R . .
C19 C 0.2191(3) 0.7263(2) 0.0384(2) 0.0205(5) Uani 1 1 d . . .
H19 H 0.1862 0.7579 0.0842 0.025 Uiso 1 1 calc R . .
C26 C 0.3741(3) 0.6774(3) 0.2621(2) 0.0281(6) Uani 1 1 d . . .
H26 H 0.4552 0.6875 0.2143 0.034 Uiso 1 1 calc R . .
C20 C 0.2758(3) 0.5381(2) 0.2055(2) 0.0210(6) Uani 1 1 d . . .
H20A H 0.1946 0.4828 0.2281 0.025 Uiso 1 1 calc R . .
H20B H 0.3671 0.4938 0.2215 0.025 Uiso 1 1 calc R . .
C25 C 0.3670(3) 0.7389(3) 0.3198(2) 0.0270(6) Uani 1 1 d . . .
H25 H 0.4419 0.7910 0.3116 0.032 Uiso 1 1 calc R . .
C16 C 0.3152(3) 0.6351(2) -0.0961(2) 0.0179(5) Uani 1 1 d . . .
H16 H 0.3479 0.6041 -0.1424 0.021 Uiso 1 1 calc R . .
O1 O 0.1427(5) 0.9859(3) 0.0135(3) 0.0769(10) Uani 1 1 d . . .
H1 H 0.2183 1.0125 -0.0255 0.115 Uiso 1 1 calc R . .
C1S C 0.1567(7) 0.9881(5) 0.1104(4) 0.0881(18) Uani 1 1 d . . .
H1S1 H 0.2597 0.9900 0.1237 0.132 Uiso 1 1 calc R . .
H1S2 H 0.1116 0.9195 0.1690 0.132 Uiso 1 1 calc R . .
H1S3 H 0.1088 1.0564 0.1072 0.132 Uiso 1 1 calc R . .
O2 O 0.4241(6) 0.0504(5) 0.9250(5) 0.135(2) Uani 1 1 d . . .


_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 Cl2 2.2703(6) . ?
Cu1 Cl2 2.2703(6) 2_556 ?
Cu1 Cl6 2.3147(7) 2_556 ?
Cu1 Cl6 2.3147(7) . ?
N2 C11 1.470(3) . ?
N1 C1 1.473(3) . ?
C2 C1 1.377(4) . ?
C2 C3 1.390(4) . ?
C1 C6 1.384(4) . ?
C11 C12 1.376(4) . ?
C11 C10 1.383(4) . ?
C3 C4 1.393(4) . ?
C8 C13 1.386(4) . ?
C8 C9 1.392(4) . ?
C8 C7 1.520(4) . ?
C6 C5 1.383(4) . ?
C4 C5 1.393(4) . ?
C4 C7 1.514(4) . ?
C12 C13 1.389(4) . ?
C10 C9 1.385(4) . ?
N3 C24 1.469(3) . ?
N4 C15 1.469(3) . ?
C15 C16 1.379(4) . ?
C15 C14 1.384(4) . ?
C14 C19 1.387(4) . ?
C18 C17 1.395(4) . ?
C18 C19 1.396(4) . ?
C18 C20 1.521(3) . ?
C24 C23 1.374(4) . ?
C24 C25 1.378(4) . ?
C23 C22 1.398(4) . ?
C21 C26 1.386(4) . ?
C21 C22 1.387(4) . ?
C21 C20 1.514(3) . ?
C17 C16 1.392(4) . ?
C26 C25 1.384(4) . ?
O1 C1S 1.382(6) . ?

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
Cl2 Cu1 Cl2 180.0 . 2_556 ?
Cl2 Cu1 Cl6 90.32(2) . 2_556 ?
Cl2 Cu1 Cl6 89.68(2) 2_556 2_556 ?
Cl2 Cu1 Cl6 89.68(2) . . ?
Cl2 Cu1 Cl6 90.32(2) 2_556 . ?
Cl6 Cu1 Cl6 180.0 2_556 . ?
C1 C2 C3 119.1(2) . . ?
C2 C1 C6 121.5(2) . . ?
C2 C1 N1 119.8(2) . . ?
C6 C1 N1 118.7(2) . . ?
C12 C11 C10 121.4(2) . . ?
C12 C11 N2 119.7(2) . . ?
C10 C11 N2 118.8(2) . . ?
C2 C3 C4 121.0(2) . . ?
C13 C8 C9 118.6(2) . . ?
C13 C8 C7 120.3(3) . . ?
C9 C8 C7 121.0(3) . . ?
C5 C6 C1 118.7(2) . . ?
C3 C4 C5 118.1(2) . . ?
C3 C4 C7 120.4(2) . . ?
C5 C4 C7 121.5(2) . . ?
C11 C12 C13 118.9(3) . . ?
C8 C13 C12 121.1(3) . . ?
C11 C10 C9 118.9(3) . . ?
C4 C7 C8 115.6(2) . . ?
C10 C9 C8 121.0(3) . . ?
C6 C5 C4 121.5(2) . . ?
C16 C15 C14 121.5(2) . . ?
C16 C15 N4 119.8(2) . . ?
C14 C15 N4 118.6(2) . . ?
C15 C14 C19 118.9(2) . . ?
C17 C18 C19 118.4(2) . . ?
C17 C18 C20 118.6(2) . . ?
C19 C18 C20 122.9(2) . . ?
C23 C24 C25 121.7(2) . . ?
C23 C24 N3 120.3(2) . . ?
C25 C24 N3 118.1(2) . . ?
C24 C23 C22 118.8(2) . . ?
C26 C21 C22 118.5(2) . . ?
C26 C21 C20 119.8(2) . . ?
C22 C21 C20 121.8(3) . . ?
C21 C22 C23 120.8(3) . . ?
C16 C17 C18 120.9(2) . . ?
C14 C19 C18 121.2(2) . . ?
C25 C26 C21 121.5(3) . . ?
C21 C20 C18 114.7(2) . . ?
C24 C25 C26 118.7(3) . . ?
C15 C16 C17 119.1(2) . . ?

_diffrn_measured_fraction_theta_max 0.958
_diffrn_reflns_theta_full        69.24
_diffrn_measured_fraction_theta_full 0.958
_refine_diff_density_max         1.560
_refine_diff_density_min         -1.238
_refine_diff_density_rms         0.086
_database_code_depnum_ccdc_archive 'CCDC 1008245'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_mk

_audit_creation_method           SHELXL-97
_chemical_name_systematic        '4,4-methylene dianiline copper chloride'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C53 H66 Cl12 Cu N8'
_chemical_formula_weight         1304.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3862(16)
_cell_length_b                   13.686(2)
_cell_length_c                   13.827(2)
_cell_angle_alpha                60.772(11)
_cell_angle_beta                 85.924(13)
_cell_angle_gamma                85.375(14)
_cell_volume                     1544.0(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       microblock
_exptl_crystal_colour            'light yellow'
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             673
_exptl_absorpt_coefficient_mu    5.605
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.7669
_exptl_absorpt_correction_T_max  0.8069
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9832
_diffrn_reflns_av_R_equivalents  0.0891
_diffrn_reflns_av_sigmaI/netI    0.1041
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.67
_diffrn_reflns_theta_max         50.25
_reflns_number_total             3152
_reflns_number_gt                2070
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/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         3152
_refine_ls_number_parameters     382
_refine_ls_number_restraints     55
_refine_ls_R_factor_all          0.1912
_refine_ls_R_factor_gt           0.1499
_refine_ls_wR_factor_ref         0.4092
_refine_ls_wR_factor_gt          0.3867
_refine_ls_goodness_of_fit_ref   1.524
_refine_ls_restrained_S_all      1.513
_refine_ls_shift/su_max          0.002
_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
N1 N 0.2757(17) 0.8085(12) -0.2647(11) 0.053(4) Uani 1 1 d . . .
H1A H 0.1909 0.8112 -0.2912 0.080 Uiso 1 1 calc R . .
H1B H 0.3408 0.7744 -0.2897 0.080 Uiso 1 1 calc R . .
H1C H 0.3008 0.8778 -0.2870 0.080 Uiso 1 1 calc R . .
C1 C 0.2665(19) 0.7440(15) -0.1396(15) 0.045(5) Uani 1 1 d . . .
Cu1 Cu 0.0000 0.0000 0.5000 0.0417(12) Uani 1 2 d S . .
C1S C 0.165(6) 0.048(13) 0.080(12) 0.18(2) Uani 0.251(12) 1 d PDU A 1
H1S H 0.1561 0.1286 0.0487 0.216 Uiso 0.251(12) 1 calc PR A 1
H2S H 0.1660 0.0122 0.1604 0.216 Uiso 0.251(12) 1 calc PR A 1
Cl1S Cl 0.307(8) 0.004(3) 0.024(3) 0.139(13) Uani 0.251(12) 1 d PDU A 1
Cl2S Cl 0.036(6) -0.002(3) 0.036(3) 0.154(15) Uani 0.251(12) 1 d PDU . 1
C1T C 0.410(6) -0.057(11) 0.066(11) 0.13(2) Uani 0.250(12) 1 d PDU B 2
H1TA H 0.3996 -0.0998 0.0278 0.162 Uiso 0.250(12) 1 calc PR B 2
H1TB H 0.4318 -0.1113 0.1418 0.162 Uiso 0.250(12) 1 calc PR B 2
Cl1T Cl 0.559(7) 0.019(4) 0.008(4) 0.166(16) Uani 0.250(12) 1 d PDU . 2
Cl2T Cl 0.243(7) 0.003(4) 0.071(3) 0.137(15) Uani 0.250(12) 1 d PDU . 2
Cl2 Cl 0.0106(5) 0.0095(4) 0.3267(3) 0.0454(13) Uani 1 1 d . . .
N2 N 0.3266(19) 0.8050(12) 0.4410(13) 0.062(5) Uani 1 1 d . . .
H2A H 0.3639 0.8698 0.3926 0.092 Uiso 1 1 calc R . .
H2B H 0.3878 0.7650 0.4946 0.092 Uiso 1 1 calc R . .
H2C H 0.2450 0.8185 0.4704 0.092 Uiso 1 1 calc R . .
N4 N 0.7283(19) 0.8132(13) -0.2515(12) 0.068(5) Uani 1 1 d . . .
H4A H 0.7106 0.7692 -0.2795 0.103 Uiso 1 1 calc R . .
H4B H 0.8091 0.8474 -0.2825 0.103 Uiso 1 1 calc R . .
H4C H 0.6564 0.8643 -0.2655 0.103 Uiso 1 1 calc R . .
N3 N 0.7822(17) 0.7965(12) 0.4542(12) 0.056(4) Uani 1 1 d . . .
H3A H 0.8547 0.7727 0.4999 0.084 Uiso 1 1 calc R . .
H3B H 0.6999 0.7849 0.4934 0.084 Uiso 1 1 calc R . .
H3C H 0.7880 0.8694 0.4071 0.084 Uiso 1 1 calc R . .
Cl1 Cl 0.2407(4) 0.0033(3) 0.4944(3) 0.0378(13) Uani 1 1 d . . .
Cl3 Cl 0.4727(5) 0.0009(4) 0.7150(4) 0.0583(15) Uani 1 1 d . . .
Cl5 Cl 0.5314(5) 0.6965(4) 0.6472(4) 0.0550(15) Uani 1 1 d . . .
Cl4 Cl 0.0307(5) 0.7421(4) 0.6192(4) 0.0589(15) Uani 1 1 d . . .
C26 C 0.884(2) 0.6212(16) 0.0219(16) 0.054(5) Uani 1 1 d . . .
H17 H 0.9700 0.5821 0.0498 0.065 Uiso 1 1 calc R . .
C19 C 0.774(2) 0.7909(16) 0.2826(16) 0.056(6) Uani 1 1 d . . .
H11 H 0.7632 0.8688 0.2456 0.067 Uiso 1 1 calc R . .
C23 C 0.626(3) 0.7391(16) -0.0632(18) 0.072(7) Uani 1 1 d . . .
H20 H 0.5396 0.7787 -0.0917 0.086 Uiso 1 1 calc R . .
C8 C 0.266(2) 0.6216(14) 0.2785(16) 0.046(5) Uani 1 1 d . . .
C25 C 0.872(3) 0.684(2) -0.0887(19) 0.075(7) Uani 1 1 d . . .
H18 H 0.9482 0.6869 -0.1369 0.091 Uiso 1 1 calc R . .
C14 C 0.7891(18) 0.7344(14) 0.3919(15) 0.038(5) Uani 1 1 d . . .
C4 C 0.2516(19) 0.6276(15) 0.0881(15) 0.046(5) Uani 1 1 d . . .
C21 C 0.772(2) 0.6131(14) 0.0952(16) 0.048(5) Uani 1 1 d . . .
C24 C 0.743(2) 0.7435(14) -0.1286(15) 0.050(5) Uani 1 1 d . . .
C10 C 0.176(2) 0.7523(18) 0.3399(19) 0.067(6) Uani 1 1 d . . .
H8 H 0.1023 0.7986 0.3457 0.080 Uiso 1 1 calc R . .
C2 C 0.224(2) 0.8004(16) -0.0850(17) 0.064(6) Uani 1 1 d . . .
H1 H 0.2002 0.8770 -0.1235 0.077 Uiso 1 1 calc R . .
C12 C 0.410(2) 0.6681(17) 0.3824(18) 0.062(6) Uani 1 1 d . . .
H9 H 0.4934 0.6563 0.4205 0.074 Uiso 1 1 calc R . .
C11 C 0.299(2) 0.7412(13) 0.3833(14) 0.038(5) Uani 1 1 d . . .
C17 C 0.7919(19) 0.6125(14) 0.2817(15) 0.042(5) Uani 1 1 d . . .
C18 C 0.7737(19) 0.7310(15) 0.2240(15) 0.049(5) Uani 1 1 d . . .
H14 H 0.7618 0.7690 0.1478 0.059 Uiso 1 1 calc R . .
C20 C 0.785(2) 0.5437(13) 0.2221(15) 0.046(5) Uani 1 1 d . . .
H15 H 0.7038 0.4967 0.2530 0.056 Uiso 1 1 calc R . .
H16 H 0.8706 0.4945 0.2376 0.056 Uiso 1 1 calc R . .
C16 C 0.807(2) 0.5603(15) 0.3881(18) 0.058(6) Uani 1 1 d . . .
H13 H 0.8151 0.4823 0.4254 0.070 Uiso 1 1 calc R . .
C13 C 0.392(2) 0.6123(17) 0.3206(18) 0.060(6) Uani 1 1 d . . .
H10 H 0.4674 0.5698 0.3099 0.071 Uiso 1 1 calc R . .
C6 C 0.307(2) 0.6338(15) -0.0878(15) 0.048(5) Uani 1 1 d . . .
H4 H 0.3381 0.5980 -0.1285 0.057 Uiso 1 1 calc R . .
C15 C 0.813(2) 0.6180(17) 0.4493(18) 0.066(6) Uani 1 1 d . . .
H12 H 0.8316 0.5800 0.5245 0.079 Uiso 1 1 calc R . .
C22 C 0.646(2) 0.6684(16) 0.0530(16) 0.052(5) Uani 1 1 d . . .
H19 H 0.5682 0.6600 0.1019 0.063 Uiso 1 1 calc R . .
C9 C 0.160(2) 0.6925(19) 0.2843(16) 0.061(6) Uani 1 1 d . . .
H7 H 0.0740 0.7013 0.2504 0.073 Uiso 1 1 calc R . .
C7 C 0.237(3) 0.5623(16) 0.2113(15) 0.064(6) Uani 1 1 d . . .
H6 H 0.3023 0.4965 0.2359 0.077 Uiso 1 1 calc R . .
H5 H 0.1411 0.5361 0.2308 0.077 Uiso 1 1 calc R . .
C3 C 0.215(2) 0.7410(15) 0.0321(15) 0.062(6) Uani 1 1 d . . .
H2 H 0.1853 0.7784 0.0714 0.075 Uiso 1 1 calc R . .
C5 C 0.303(2) 0.5747(14) 0.0279(15) 0.052(5) Uani 1 1 d . . .
H3 H 0.3339 0.4996 0.0648 0.062 Uiso 1 1 calc R . .


_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
N1 C1 1.51(2) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
C1 C2 1.34(2) . ?
C1 C6 1.35(2) . ?
Cu1 Cl1 2.258(4) 2_556 ?
Cu1 Cl1 2.258(4) . ?
Cu1 Cl2 2.330(4) . ?
Cu1 Cl2 2.330(4) 2_556 ?
C1S Cl1S 1.71(7) . ?
C1S Cl2S 1.71(7) . ?
C1S H1S 0.9700 . ?
C1S H2S 0.9700 . ?
Cl2S Cl2S 1.22(10) 2 ?
C1T Cl2T 1.72(7) . ?
C1T Cl1T 1.72(7) . ?
C1T H1TA 0.9700 . ?
C1T H1TB 0.9700 . ?
Cl1T C1T 0.93(11) 2_655 ?
Cl1T Cl1T 1.33(10) 2_655 ?
Cl1T Cl2T 2.16(8) 2_655 ?
Cl2T Cl1T 2.16(8) 2_655 ?
N2 C11 1.49(2) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N4 C24 1.50(2) . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N4 H4C 0.8900 . ?
N3 C14 1.47(2) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
C26 C25 1.35(3) . ?
C26 C21 1.38(2) . ?
C26 H17 0.9300 . ?
C19 C14 1.33(3) . ?
C19 C18 1.41(3) . ?
C19 H11 0.9300 . ?
C23 C24 1.36(3) . ?
C23 C22 1.43(3) . ?
C23 H20 0.9300 . ?
C8 C13 1.33(3) . ?
C8 C9 1.36(3) . ?
C8 C7 1.55(3) . ?
C25 C24 1.39(3) . ?
C25 H18 0.9300 . ?
C14 C15 1.40(3) . ?
C4 C3 1.38(2) . ?
C4 C5 1.39(2) . ?
C4 C7 1.49(3) . ?
C21 C22 1.35(3) . ?
C21 C20 1.54(3) . ?
C10 C11 1.30(3) . ?
C10 C9 1.39(3) . ?
C10 H8 0.9300 . ?
C2 C3 1.41(3) . ?
C2 H1 0.9300 . ?
C12 C11 1.39(3) . ?
C12 C13 1.42(3) . ?
C12 H9 0.9300 . ?
C17 C16 1.30(3) . ?
C17 C18 1.42(2) . ?
C17 C20 1.53(2) . ?
C18 H14 0.9300 . ?
C20 H15 0.9700 . ?
C20 H16 0.9700 . ?
C16 C15 1.42(3) . ?
C16 H13 0.9300 . ?
C13 H10 0.9300 . ?
C6 C5 1.40(3) . ?
C6 H4 0.9300 . ?
C15 H12 0.9300 . ?
C22 H19 0.9300 . ?
C9 H7 0.9300 . ?
C7 H6 0.9700 . ?
C7 H5 0.9700 . ?
C3 H2 0.9300 . ?
C5 H3 0.9300 . ?

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
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 C1 C6 123.1(18) . . ?
C2 C1 N1 118.1(16) . . ?
C6 C1 N1 118.7(16) . . ?
Cl1 Cu1 Cl1 180.0 2_556 . ?
Cl1 Cu1 Cl2 89.97(15) 2_556 . ?
Cl1 Cu1 Cl2 90.03(15) . . ?
Cl1 Cu1 Cl2 90.03(15) 2_556 2_556 ?
Cl1 Cu1 Cl2 89.97(15) . 2_556 ?
Cl2 Cu1 Cl2 180.0 . 2_556 ?
Cl1S C1S Cl2S 96(7) . . ?
Cl1S C1S H1S 112.5 . . ?
Cl2S C1S H1S 112.5 . . ?
Cl1S C1S H2S 112.5 . . ?
Cl2S C1S H2S 112.5 . . ?
H1S C1S H2S 110.0 . . ?
Cl2S Cl2S C1S 152(7) 2 . ?
Cl2T C1T Cl1T 123(8) . . ?
Cl2T C1T H1TA 106.5 . . ?
Cl1T C1T H1TA 106.5 . . ?
Cl2T C1T H1TB 106.5 . . ?
Cl1T C1T H1TB 106.5 . . ?
H1TA C1T H1TB 106.5 . . ?
C1T Cl1T Cl1T 98(8) 2_655 2_655 ?
C1T Cl1T C1T 130(6) 2_655 . ?
Cl1T Cl1T C1T 32(4) 2_655 . ?
C1T Cl1T Cl2T 50(7) 2_655 2_655 ?
Cl1T Cl1T Cl2T 118(6) 2_655 2_655 ?
C1T Cl1T Cl2T 135(5) . 2_655 ?
C1T Cl2T Cl1T 24(4) . 2_655 ?
C11 N2 H2A 109.5 . . ?
C11 N2 H2B 109.5 . . ?
H2A N2 H2B 109.5 . . ?
C11 N2 H2C 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C24 N4 H4A 109.5 . . ?
C24 N4 H4B 109.5 . . ?
H4A N4 H4B 109.5 . . ?
C24 N4 H4C 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 109.5 . . ?
C14 N3 H3A 109.5 . . ?
C14 N3 H3B 109.5 . . ?
H3A N3 H3B 109.5 . . ?
C14 N3 H3C 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C25 C26 C21 122(2) . . ?
C25 C26 H17 118.9 . . ?
C21 C26 H17 118.9 . . ?
C14 C19 C18 119.0(17) . . ?
C14 C19 H11 120.5 . . ?
C18 C19 H11 120.5 . . ?
C24 C23 C22 114(2) . . ?
C24 C23 H20 122.9 . . ?
C22 C23 H20 122.9 . . ?
C13 C8 C9 121(2) . . ?
C13 C8 C7 122.1(18) . . ?
C9 C8 C7 117(2) . . ?
C26 C25 C24 118.0(19) . . ?
C26 C25 H18 121.0 . . ?
C24 C25 H18 121.0 . . ?
C19 C14 C15 122.0(17) . . ?
C19 C14 N3 119.1(16) . . ?
C15 C14 N3 118.9(17) . . ?
C3 C4 C5 118.9(17) . . ?
C3 C4 C7 121.0(17) . . ?
C5 C4 C7 120.1(16) . . ?
C22 C21 C26 118.1(19) . . ?
C22 C21 C20 119.5(17) . . ?
C26 C21 C20 122.5(19) . . ?
C23 C24 C25 124.2(19) . . ?
C23 C24 N4 116.9(19) . . ?
C25 C24 N4 118.8(18) . . ?
C11 C10 C9 117.9(18) . . ?
C11 C10 H8 121.0 . . ?
C9 C10 H8 121.0 . . ?
C1 C2 C3 118.6(18) . . ?
C1 C2 H1 120.7 . . ?
C3 C2 H1 120.7 . . ?
C11 C12 C13 117.0(19) . . ?
C11 C12 H9 121.5 . . ?
C13 C12 H9 121.5 . . ?
C10 C11 C12 123.4(19) . . ?
C10 C11 N2 121.2(17) . . ?
C12 C11 N2 115.4(18) . . ?
C16 C17 C18 119.6(18) . . ?
C16 C17 C20 118.9(16) . . ?
C18 C17 C20 121.3(16) . . ?
C19 C18 C17 119.7(17) . . ?
C19 C18 H14 120.2 . . ?
C17 C18 H14 120.2 . . ?
C17 C20 C21 115.1(14) . . ?
C17 C20 H15 108.5 . . ?
C21 C20 H15 108.5 . . ?
C17 C20 H16 108.5 . . ?
C21 C20 H16 108.5 . . ?
H15 C20 H16 107.5 . . ?
C17 C16 C15 122.3(18) . . ?
C17 C16 H13 118.9 . . ?
C15 C16 H13 118.9 . . ?
C8 C13 C12 119.2(17) . . ?
C8 C13 H10 120.4 . . ?
C12 C13 H10 120.4 . . ?
C1 C6 C5 118.8(17) . . ?
C1 C6 H4 120.6 . . ?
C5 C6 H4 120.6 . . ?
C14 C15 C16 117.2(19) . . ?
C14 C15 H12 121.4 . . ?
C16 C15 H12 121.4 . . ?
C21 C22 C23 123.2(19) . . ?
C21 C22 H19 118.4 . . ?
C23 C22 H19 118.4 . . ?
C8 C9 C10 121(2) . . ?
C8 C9 H7 119.3 . . ?
C10 C9 H7 119.3 . . ?
C4 C7 C8 118.1(16) . . ?
C4 C7 H6 107.8 . . ?
C8 C7 H6 107.8 . . ?
C4 C7 H5 107.8 . . ?
C8 C7 H5 107.8 . . ?
H6 C7 H5 107.1 . . ?
C4 C3 C2 120.1(18) . . ?
C4 C3 H2 120.0 . . ?
C2 C3 H2 120.0 . . ?
C4 C5 C6 120.3(17) . . ?
C4 C5 H3 119.8 . . ?
C6 C5 H3 119.8 . . ?

# start Validation Reply Form
_vrf_THETM01_mk                  
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The single crystal was heated to 150 C degree for two hours and then immersed
in DCM for 24 hours. Therefore the crystal diffracted well up to 1A resolution.
;
# end Validation Reply Form 
_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        50.25
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         2.522
_refine_diff_density_min         -0.994
_refine_diff_density_rms         0.239
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol'
_database_code_depnum_ccdc_archive 'CCDC 1026237'
