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


data_global
_journal_name_full               CrystEngComm
_journal_coden_cambridge         1350

_publ_contact_author             'Kwang-Ming Lee'
_publ_contact_author_address     
;

Department of Chemistry,
National Kaohsiung Normal University,
62, Shen-Shung Road, Kaohsiung 824, Taiwan.

;

_publ_contact_author_email       kmlee@nknu.edu.tw
_publ_contact_author_fax         886-7-6051083
_publ_contact_author_phone       '886-7-7172930 ext 7119'

_publ_section_title              
;

;
_publ_contact_author_name        'Kwang-Ming Lee'
loop_
_publ_author_name
'Kwang-Ming Lee'
'Chien-Cheng Su'

data_110443lt_0m
_database_code_depnum_ccdc_archive 'CCDC 841655'
#TrackingRef '- CuCl4 ZnCl4 revised.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H62 Cl4 Cu N4 O2'
_chemical_formula_weight         788.25

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'
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           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_symmetry_space_group_name_hall  '-P 2yb'

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

_cell_length_a                   6.8976(4)
_cell_length_b                   36.792(2)
_cell_length_c                   8.2696(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.286(3)
_cell_angle_gamma                90.00
_cell_volume                     2014.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4336
_cell_measurement_theta_min      2.7948
_cell_measurement_theta_max      26.2195

_exptl_crystal_description       Columnar
_exptl_crystal_colour            Orange
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             838
_exptl_absorpt_coefficient_mu    0.843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8975
_exptl_absorpt_correction_T_max  0.9486
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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 APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            19202
_diffrn_reflns_av_R_equivalents  0.0807
_diffrn_reflns_av_sigmaI/netI    0.0669
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.11
_diffrn_reflns_theta_max         26.45
_reflns_number_total             4218
_reflns_number_gt                3200
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  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^)+(0.0641P)^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         4218
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.1287
_refine_ls_wR_factor_gt          0.0852
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_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 0.47366(7) 0.2500 0.06054(6) 0.01231(16) Uani 1 2 d S . .
Cl1 Cl 0.42699(10) 0.30738(2) 0.13454(9) 0.01586(19) Uani 1 1 d . . .
Cl2 Cl 0.82120(14) 0.2500 0.15687(13) 0.0156(2) Uani 1 2 d S . .
Cl3 Cl 0.28338(15) 0.2500 -0.20541(13) 0.0173(2) Uani 1 2 d S . .
O1 O 1.2777(3) 0.15066(6) 0.6009(3) 0.0218(5) Uani 1 1 d . . .
N2 N 1.1424(4) 0.19189(7) 0.3996(3) 0.0181(6) Uani 1 1 d . . .
H2A H 1.2366 0.1886 0.3480 0.022 Uiso 1 1 calc R . .
H2B H 1.0448 0.2077 0.3598 0.022 Uiso 1 1 calc R . .
N1 N 0.8664(3) 0.17048(7) 0.8600(3) 0.0123(5) Uani 1 1 d . . .
C1 C 1.1476(4) 0.17298(9) 0.5380(4) 0.0145(7) Uani 1 1 d . . .
C2 C 0.9796(4) 0.18011(8) 0.6180(4) 0.0117(6) Uani 1 1 d . . .
C3 C 1.0074(4) 0.16623(8) 0.7774(4) 0.0126(6) Uani 1 1 d . . .
H3 H 1.1283 0.1534 0.8299 0.015 Uiso 1 1 calc R . .
C4 C 0.8995(4) 0.15335(9) 1.0291(4) 0.0161(7) Uani 1 1 d . . .
H4A H 0.8213 0.1667 1.0936 0.019 Uiso 1 1 calc R . .
H4B H 1.0443 0.1550 1.0918 0.019 Uiso 1 1 calc R . .
C5 C 0.8349(4) 0.11367(8) 1.0136(4) 0.0154(7) Uani 1 1 d . . .
H5A H 0.8700 0.1028 1.1276 0.018 Uiso 1 1 calc R . .
H5B H 0.9126 0.1006 0.9476 0.018 Uiso 1 1 calc R . .
C6 C 0.6100(4) 0.10783(8) 0.9300(4) 0.0154(7) Uani 1 1 d . . .
H6A H 0.5316 0.1227 0.9892 0.018 Uiso 1 1 calc R . .
H6B H 0.5771 0.1165 0.8119 0.018 Uiso 1 1 calc R . .
C7 C 0.5451(4) 0.06834(8) 0.9308(4) 0.0150(7) Uani 1 1 d . . .
H7A H 0.5724 0.0600 1.0489 0.018 Uiso 1 1 calc R . .
H7B H 0.6270 0.0533 0.8756 0.018 Uiso 1 1 calc R . .
C8 C 0.3223(4) 0.06269(8) 0.8408(4) 0.0163(7) Uani 1 1 d . . .
H8A H 0.2957 0.0708 0.7225 0.020 Uiso 1 1 calc R . .
H8B H 0.2408 0.0781 0.8952 0.020 Uiso 1 1 calc R . .
C9 C 0.2538(4) 0.02321(8) 0.8422(4) 0.0165(7) Uani 1 1 d . . .
H9A H 0.3382 0.0077 0.7912 0.020 Uiso 1 1 calc R . .
H9B H 0.2762 0.0153 0.9605 0.020 Uiso 1 1 calc R . .
C10 C 0.0318(4) 0.01739(8) 0.7471(4) 0.0174(7) Uani 1 1 d . . .
H10A H -0.0522 0.0333 0.7969 0.021 Uiso 1 1 calc R . .
H10B H 0.0101 0.0250 0.6285 0.021 Uiso 1 1 calc R . .
C11 C -0.0394(4) -0.02180(8) 0.7501(4) 0.0168(7) Uani 1 1 d . . .
H11A H 0.0439 -0.0377 0.6998 0.020 Uiso 1 1 calc R . .
H11B H -0.0182 -0.0294 0.8685 0.020 Uiso 1 1 calc R . .
C12 C -0.2613(4) -0.02689(8) 0.6545(4) 0.0171(7) Uani 1 1 d . . .
H12A H -0.2811 -0.0194 0.5360 0.021 Uiso 1 1 calc R . .
H12B H -0.3433 -0.0105 0.7039 0.021 Uiso 1 1 calc R . .
C13 C -0.3404(4) -0.06559(8) 0.6559(4) 0.0168(7) Uani 1 1 d . . .
H13A H -0.2628 -0.0821 0.6027 0.020 Uiso 1 1 calc R . .
H13B H -0.3191 -0.0736 0.7739 0.020 Uiso 1 1 calc R . .
C14 C -0.5637(4) -0.06840(9) 0.5626(4) 0.0189(7) Uani 1 1 d . . .
H14A H -0.5837 -0.0608 0.4441 0.023 Uiso 1 1 calc R . .
H14B H -0.6400 -0.0513 0.6142 0.023 Uiso 1 1 calc R . .
C15 C -0.6498(5) -0.10653(9) 0.5645(5) 0.0268(8) Uani 1 1 d . . .
H15A H -0.5810 -0.1234 0.5071 0.040 Uiso 1 1 calc R . .
H15B H -0.7946 -0.1063 0.5063 0.040 Uiso 1 1 calc R . .
H15C H -0.6290 -0.1144 0.6813 0.040 Uiso 1 1 calc R . .
C16 C 0.8012(4) 0.19870(8) 0.5424(4) 0.0144(6) Uani 1 1 d . . .
H16 H 0.7778 0.2083 0.4319 0.017 Uiso 1 1 calc R . .
C17 C 0.6582(4) 0.20302(8) 0.6301(4) 0.0156(7) Uani 1 1 d . . .
H17 H 0.5363 0.2158 0.5805 0.019 Uiso 1 1 calc R . .
C18 C 0.6938(4) 0.18872(8) 0.7890(4) 0.0151(6) Uani 1 1 d . . .
H18 H 0.5963 0.1917 0.8494 0.018 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 0.0121(3) 0.0128(3) 0.0118(3) 0.000 0.0029(2) 0.000
Cl1 0.0170(4) 0.0150(4) 0.0169(4) -0.0018(3) 0.0070(3) 0.0018(3)
Cl2 0.0117(5) 0.0173(5) 0.0169(5) 0.000 0.0025(4) 0.000
Cl3 0.0169(5) 0.0181(6) 0.0142(5) 0.000 0.0003(4) 0.000
O1 0.0154(11) 0.0272(13) 0.0243(12) 0.0063(10) 0.0081(10) 0.0085(10)
N2 0.0144(13) 0.0280(16) 0.0132(13) 0.0020(12) 0.0060(11) 0.0045(11)
N1 0.0131(12) 0.0118(13) 0.0123(12) -0.0018(10) 0.0038(10) -0.0031(10)
C1 0.0112(15) 0.0184(17) 0.0133(15) -0.0041(13) 0.0028(13) -0.0023(13)
C2 0.0103(14) 0.0104(15) 0.0135(15) -0.0031(12) 0.0019(12) -0.0031(11)
C3 0.0081(14) 0.0123(15) 0.0160(15) -0.0024(12) 0.0008(12) -0.0024(11)
C4 0.0152(15) 0.0225(18) 0.0102(15) 0.0003(13) 0.0028(13) -0.0016(13)
C5 0.0130(15) 0.0176(17) 0.0147(16) 0.0035(13) 0.0026(13) 0.0011(12)
C6 0.0132(14) 0.0140(16) 0.0190(17) 0.0007(13) 0.0046(13) -0.0008(12)
C7 0.0142(15) 0.0156(17) 0.0154(16) 0.0014(13) 0.0046(13) -0.0001(12)
C8 0.0150(15) 0.0159(16) 0.0178(16) 0.0018(13) 0.0040(13) -0.0002(13)
C9 0.0141(15) 0.0170(16) 0.0187(16) 0.0007(13) 0.0053(13) -0.0006(12)
C10 0.0141(15) 0.0194(17) 0.0188(16) -0.0020(14) 0.0046(13) -0.0003(13)
C11 0.0149(15) 0.0169(17) 0.0181(16) 0.0001(13) 0.0042(13) -0.0008(13)
C12 0.0146(15) 0.0176(17) 0.0191(16) -0.0014(13) 0.0045(13) -0.0008(13)
C13 0.0180(16) 0.0166(17) 0.0166(16) -0.0007(13) 0.0060(13) -0.0009(13)
C14 0.0166(16) 0.0185(17) 0.0217(17) -0.0025(14) 0.0057(14) -0.0014(13)
C15 0.0242(18) 0.0255(19) 0.033(2) -0.0077(16) 0.0120(16) -0.0076(15)
C16 0.0157(15) 0.0128(16) 0.0143(15) 0.0006(13) 0.0035(13) -0.0031(12)
C17 0.0122(15) 0.0122(16) 0.0215(16) 0.0010(13) 0.0029(13) 0.0026(12)
C18 0.0142(15) 0.0118(15) 0.0210(16) -0.0047(13) 0.0079(13) -0.0032(12)

_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 Cl3 2.2227(12) . ?
Cu1 Cl1 2.2459(7) 4_565 ?
Cu1 Cl1 2.2461(7) . ?
Cu1 Cl2 2.3044(11) . ?
O1 C1 1.220(3) . ?
N2 C1 1.331(4) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N1 C3 1.345(3) . ?
N1 C18 1.349(4) . ?
N1 C4 1.492(4) . ?
C1 C2 1.510(4) . ?
C2 C3 1.375(4) . ?
C2 C16 1.393(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.521(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.526(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.521(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.522(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.528(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.528(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.526(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.525(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.526(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.521(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.525(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.388(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.372(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?

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
Cl3 Cu1 Cl1 100.35(2) . 4_565 ?
Cl3 Cu1 Cl1 100.35(2) . . ?
Cl1 Cu1 Cl1 140.05(4) 4_565 . ?
Cl3 Cu1 Cl2 127.62(4) . . ?
Cl1 Cu1 Cl2 96.92(2) 4_565 . ?
Cl1 Cu1 Cl2 96.92(2) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C3 N1 C18 120.8(3) . . ?
C3 N1 C4 119.0(2) . . ?
C18 N1 C4 120.1(2) . . ?
O1 C1 N2 123.9(3) . . ?
O1 C1 C2 119.5(3) . . ?
N2 C1 C2 116.5(3) . . ?
C3 C2 C16 118.8(3) . . ?
C3 C2 C1 115.9(3) . . ?
C16 C2 C1 125.3(3) . . ?
N1 C3 C2 121.1(3) . . ?
N1 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
N1 C4 C5 111.3(2) . . ?
N1 C4 H4A 109.4 . . ?
C5 C4 H4A 109.4 . . ?
N1 C4 H4B 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 C6 114.2(2) . . ?
C4 C5 H5A 108.7 . . ?
C6 C5 H5A 108.7 . . ?
C4 C5 H5B 108.7 . . ?
C6 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
C7 C6 C5 113.3(2) . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C6 C7 C8 112.7(2) . . ?
C6 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C7 C8 C9 113.4(3) . . ?
C7 C8 H8A 108.9 . . ?
C9 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C10 C9 C8 113.4(3) . . ?
C10 C9 H9A 108.9 . . ?
C8 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C8 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C11 C10 C9 113.9(3) . . ?
C11 C10 H10A 108.8 . . ?
C9 C10 H10A 108.8 . . ?
C11 C10 H10B 108.8 . . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C12 C11 C10 112.9(3) . . ?
C12 C11 H11A 109.0 . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C11 C12 C13 114.8(3) . . ?
C11 C12 H12A 108.6 . . ?
C13 C12 H12A 108.6 . . ?
C11 C12 H12B 108.6 . . ?
C13 C12 H12B 108.6 . . ?
H12A C12 H12B 107.5 . . ?
C14 C13 C12 111.9(3) . . ?
C14 C13 H13A 109.2 . . ?
C12 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
C12 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C13 C14 C15 113.5(3) . . ?
C13 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C2 119.3(3) . . ?
C17 C16 H16 120.4 . . ?
C2 C16 H16 120.4 . . ?
C18 C17 C16 119.6(3) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
N1 C18 C17 120.4(3) . . ?
N1 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.45
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.975
_refine_diff_density_rms         0.151

# END

data_cu_110516lt_0m
_database_code_depnum_ccdc_archive 'CCDC 841656'
#TrackingRef '- CuCl4 ZnCl4 revised.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H62 Cl4 N4 O2 Zn'
_chemical_formula_weight         790.07

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'
Zn Zn -1.5491 0.6778 '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 1 21/m 1'
_symmetry_space_group_name_hall  '-P 2yb'

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

_cell_length_a                   6.8484(3)
_cell_length_b                   36.7066(14)
_cell_length_c                   8.2890(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.250(2)
_cell_angle_gamma                90.00
_cell_volume                     2010.33(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9021
_cell_measurement_theta_min      4.8190
_cell_measurement_theta_max      66.0219

_exptl_crystal_description       Lump
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             840
_exptl_absorpt_coefficient_mu    3.564
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5986
_exptl_absorpt_correction_T_max  0.9492
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'microfocus tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            12591
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0230
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         4.82
_diffrn_reflns_theta_max         66.38
_reflns_number_total             3506
_reflns_number_gt                3375
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  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^)+(0.0382P)^2^+1.4451P] 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         3506
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0277
_refine_ls_wR_factor_ref         0.0745
_refine_ls_wR_factor_gt          0.0738
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
Zn1 Zn 0.28292(5) 0.2500 1.04101(4) 0.01358(10) Uani 1 2 d S . .
Cl1 Cl 0.44404(6) 0.197406(11) 1.14994(5) 0.01958(11) Uani 1 1 d . . .
Cl2 Cl -0.02488(8) 0.2500 1.10157(7) 0.01738(13) Uani 1 2 d S . .
Cl3 Cl 0.26739(8) 0.2500 0.76563(6) 0.01628(13) Uani 1 2 d S . .
O1 O -0.27486(19) 0.85227(4) 0.39572(16) 0.0247(3) Uani 1 1 d . . .
N1 N 0.1394(2) 0.82879(4) 0.13856(17) 0.0143(3) Uani 1 1 d . . .
N2 N -0.1482(2) 0.81129(4) 0.59902(17) 0.0209(3) Uani 1 1 d . . .
H2A H -0.2437 0.8154 0.6500 0.025 Uiso 1 1 calc R . .
H2B H -0.0530 0.7952 0.6399 0.025 Uiso 1 1 calc R . .
C1 C -0.1477(3) 0.82946(5) 0.4600(2) 0.0169(4) Uani 1 1 d . . .
C2 C 0.0216(2) 0.82122(4) 0.3806(2) 0.0145(3) Uani 1 1 d . . .
C3 C -0.0024(2) 0.83455(4) 0.2219(2) 0.0141(3) Uani 1 1 d . . .
H3 H -0.1206 0.8480 0.1700 0.017 Uiso 1 1 calc R . .
C4 C 0.1086(3) 0.84503(5) -0.0305(2) 0.0173(3) Uani 1 1 d . . .
H4A H -0.0359 0.8430 -0.0923 0.021 Uiso 1 1 calc R . .
H4B H 0.1894 0.8314 -0.0933 0.021 Uiso 1 1 calc R . .
C5 C 0.1711(3) 0.88501(5) -0.0192(2) 0.0172(3) Uani 1 1 d . . .
H5A H 0.1363 0.8955 -0.1333 0.021 Uiso 1 1 calc R . .
H5B H 0.0922 0.8983 0.0464 0.021 Uiso 1 1 calc R . .
C6 C 0.3958(3) 0.89109(5) 0.0611(2) 0.0175(4) Uani 1 1 d . . .
H6A H 0.4295 0.8819 0.1774 0.021 Uiso 1 1 calc R . .
H6B H 0.4752 0.8768 -0.0008 0.021 Uiso 1 1 calc R . .
C7 C 0.4577(3) 0.93097(4) 0.0629(2) 0.0171(3) Uani 1 1 d . . .
H7A H 0.3736 0.9455 0.1198 0.020 Uiso 1 1 calc R . .
H7B H 0.4310 0.9398 -0.0536 0.020 Uiso 1 1 calc R . .
C8 C 0.6806(3) 0.93694(5) 0.1515(2) 0.0183(4) Uani 1 1 d . . .
H8A H 0.7642 0.9223 0.0948 0.022 Uiso 1 1 calc R . .
H8B H 0.7068 0.9280 0.2680 0.022 Uiso 1 1 calc R . .
C9 C 0.7464(3) 0.97673(5) 0.1546(2) 0.0177(4) Uani 1 1 d . . .
H9A H 0.7254 0.9854 0.0382 0.021 Uiso 1 1 calc R . .
H9B H 0.6598 0.9916 0.2077 0.021 Uiso 1 1 calc R . .
C10 C 0.9673(3) 0.98248(5) 0.2490(2) 0.0186(4) Uani 1 1 d . . .
H10A H 0.9872 0.9741 0.3657 0.022 Uiso 1 1 calc R . .
H10B H 1.0532 0.9672 0.1971 0.022 Uiso 1 1 calc R . .
C11 C 1.0379(3) 1.02188(5) 0.2513(2) 0.0183(4) Uani 1 1 d . . .
H11A H 0.9531 1.0373 0.3039 0.022 Uiso 1 1 calc R . .
H11B H 1.0186 1.0304 0.1348 0.022 Uiso 1 1 calc R . .
C12 C 1.2595(3) 1.02667(5) 0.3462(2) 0.0192(4) Uani 1 1 d . . .
H12A H 1.3428 1.0106 0.2949 0.023 Uiso 1 1 calc R . .
H12B H 1.2771 1.0184 0.4629 0.023 Uiso 1 1 calc R . .
C13 C 1.3395(3) 1.06553(5) 0.3495(2) 0.0192(4) Uani 1 1 d . . .
H13A H 1.3200 1.0743 0.2333 0.023 Uiso 1 1 calc R . .
H13B H 1.2610 1.0816 0.4049 0.023 Uiso 1 1 calc R . .
C14 C 1.5629(3) 1.06793(5) 0.4416(2) 0.0221(4) Uani 1 1 d . . .
H14A H 1.5808 1.0597 0.5583 0.027 Uiso 1 1 calc R . .
H14B H 1.6399 1.0511 0.3880 0.027 Uiso 1 1 calc R . .
C15 C 1.6510(3) 1.10602(5) 0.4438(3) 0.0283(4) Uani 1 1 d . . .
H15A H 1.6316 1.1146 0.3287 0.042 Uiso 1 1 calc R . .
H15B H 1.7960 1.1054 0.5002 0.042 Uiso 1 1 calc R . .
H15C H 1.5823 1.1226 0.5037 0.042 Uiso 1 1 calc R . .
C16 C 0.3089(3) 0.80972(4) 0.2082(2) 0.0172(4) Uani 1 1 d . . .
H16 H 0.4061 0.8055 0.1470 0.021 Uiso 1 1 calc R . .
C17 C 0.3405(3) 0.79645(4) 0.3682(2) 0.0175(4) Uani 1 1 d . . .
H17 H 0.4611 0.7834 0.4184 0.021 Uiso 1 1 calc R . .
C18 C 0.1971(3) 0.80205(4) 0.4560(2) 0.0173(4) Uani 1 1 d . . .
H18 H 0.2181 0.7929 0.5665 0.021 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
Zn1 0.01367(18) 0.01325(16) 0.01363(16) 0.000 0.00326(12) 0.000
Cl1 0.0192(2) 0.0212(2) 0.0195(2) 0.00669(15) 0.00715(16) 0.00711(16)
Cl2 0.0138(3) 0.0159(3) 0.0234(3) 0.000 0.0065(2) 0.000
Cl3 0.0187(3) 0.0161(3) 0.0134(3) 0.000 0.0032(2) 0.000
O1 0.0203(7) 0.0298(7) 0.0258(7) 0.0063(5) 0.0093(5) 0.0087(6)
N1 0.0142(7) 0.0128(6) 0.0156(7) -0.0026(5) 0.0034(5) -0.0032(5)
N2 0.0210(8) 0.0280(8) 0.0141(7) 0.0015(6) 0.0057(6) -0.0006(6)
C1 0.0159(9) 0.0188(8) 0.0149(8) -0.0029(6) 0.0020(7) -0.0042(7)
C2 0.0137(8) 0.0121(7) 0.0167(8) -0.0025(6) 0.0022(6) -0.0032(6)
C3 0.0116(8) 0.0132(7) 0.0168(8) -0.0017(6) 0.0023(6) -0.0019(6)
C4 0.0166(9) 0.0225(9) 0.0133(8) -0.0013(6) 0.0046(6) -0.0026(7)
C5 0.0161(9) 0.0198(8) 0.0158(8) 0.0019(6) 0.0041(6) 0.0012(7)
C6 0.0158(9) 0.0159(8) 0.0201(8) 0.0014(6) 0.0035(7) 0.0002(7)
C7 0.0161(9) 0.0162(8) 0.0185(8) 0.0014(6) 0.0040(7) 0.0008(7)
C8 0.0170(9) 0.0165(8) 0.0205(8) 0.0008(6) 0.0033(7) 0.0010(7)
C9 0.0151(9) 0.0172(8) 0.0201(8) 0.0005(6) 0.0036(7) 0.0002(7)
C10 0.0160(9) 0.0189(8) 0.0202(8) -0.0005(7) 0.0035(7) -0.0002(7)
C11 0.0169(9) 0.0188(8) 0.0187(8) -0.0004(6) 0.0038(7) -0.0004(7)
C12 0.0171(9) 0.0183(8) 0.0211(8) -0.0012(7) 0.0033(7) -0.0004(7)
C13 0.0184(9) 0.0189(8) 0.0202(8) -0.0015(7) 0.0048(7) -0.0005(7)
C14 0.0193(10) 0.0207(9) 0.0259(9) -0.0046(7) 0.0052(7) -0.0025(7)
C15 0.0254(10) 0.0254(10) 0.0359(11) -0.0084(8) 0.0112(8) -0.0074(8)
C16 0.0140(9) 0.0136(8) 0.0247(9) -0.0044(6) 0.0061(7) -0.0021(6)
C17 0.0127(9) 0.0132(8) 0.0242(9) -0.0006(6) 0.0008(7) -0.0005(6)
C18 0.0160(9) 0.0136(8) 0.0193(8) 0.0009(6) -0.0003(7) -0.0028(6)

_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
Zn1 Cl3 2.2570(6) . ?
Zn1 Cl1 2.2882(4) . ?
Zn1 Cl1 2.2883(4) 4_565 ?
Zn1 Cl2 2.2917(6) . ?
O1 C1 1.224(2) . ?
N1 C3 1.348(2) . ?
N1 C16 1.348(2) . ?
N1 C4 1.486(2) . ?
N2 C1 1.332(2) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
C1 C2 1.507(2) . ?
C2 C3 1.373(2) . ?
C2 C18 1.391(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.525(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.524(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.523(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.526(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.527(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.524(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.523(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.524(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.526(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.522(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.521(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.375(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.383(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?

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
Cl3 Zn1 Cl1 106.776(15) . . ?
Cl3 Zn1 Cl1 106.775(15) . 4_565 ?
Cl1 Zn1 Cl1 115.07(2) . 4_565 ?
Cl3 Zn1 Cl2 114.84(2) . . ?
Cl1 Zn1 Cl2 106.825(15) . . ?
Cl1 Zn1 Cl2 106.825(15) 4_565 . ?
C3 N1 C16 121.12(14) . . ?
C3 N1 C4 118.51(14) . . ?
C16 N1 C4 120.33(14) . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
O1 C1 N2 123.76(17) . . ?
O1 C1 C2 119.21(15) . . ?
N2 C1 C2 117.03(15) . . ?
C3 C2 C18 118.81(16) . . ?
C3 C2 C1 115.82(15) . . ?
C18 C2 C1 125.37(15) . . ?
N1 C3 C2 120.98(15) . . ?
N1 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
N1 C4 C5 111.15(13) . . ?
N1 C4 H4A 109.4 . . ?
C5 C4 H4A 109.4 . . ?
N1 C4 H4B 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C6 C5 C4 113.75(14) . . ?
C6 C5 H5A 108.8 . . ?
C4 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
C4 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C7 C6 C5 113.03(14) . . ?
C7 C6 H6A 109.0 . . ?
C5 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C6 C7 C8 112.53(14) . . ?
C6 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C7 C8 C9 113.50(14) . . ?
C7 C8 H8A 108.9 . . ?
C9 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C10 C9 C8 112.93(14) . . ?
C10 C9 H9A 109.0 . . ?
C8 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C8 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C11 C10 C9 114.01(14) . . ?
C11 C10 H10A 108.7 . . ?
C9 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C10 C11 C12 112.69(14) . . ?
C10 C11 H11A 109.1 . . ?
C12 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
C12 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
C11 C12 C13 114.91(14) . . ?
C11 C12 H12A 108.5 . . ?
C13 C12 H12A 108.5 . . ?
C11 C12 H12B 108.5 . . ?
C13 C12 H12B 108.5 . . ?
H12A C12 H12B 107.5 . . ?
C14 C13 C12 111.85(15) . . ?
C14 C13 H13A 109.2 . . ?
C12 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
C12 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C15 C14 C13 113.75(16) . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14B 108.8 . . ?
C13 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 C17 119.77(16) . . ?
N1 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C18 120.07(16) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C2 119.23(16) . . ?
C17 C18 H18 120.4 . . ?
C2 C18 H18 120.4 . . ?

_diffrn_measured_fraction_theta_max 0.979
_diffrn_reflns_theta_full        66.38
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.730
_refine_diff_density_rms         0.058