# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2005

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Prof Abraham Clearfield'
_publ_contact_author_address     
;
Department of Chemistry
Texas A&M University
College Station
Texas
77842-30012
UNITED STATES OF AMERICA
;

_publ_contact_author_email       CLEARFIELD@MAIL.CHEM.TAMU.EDU

_publ_section_title              
;
Novel Copper Macrocyclic leaflet with
N-phosphonomethyl-18-crown-6
;
loop_
_publ_author_name
'Abraham Clearfield'
'Deyuan Kong'

data_sol
_database_code_depnum_ccdc_archive 'CCDC 246771'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H39 Cl Cu N3 O16 P'
_chemical_formula_weight         755.54

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'
P P 0.1023 0.0942 '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   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                   8.2187(6)
_cell_length_b                   24.1485(17)
_cell_length_c                   17.1040(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.5900(10)
_cell_angle_gamma                90.00
_cell_volume                     3299.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    5301
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.40

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1572
_exptl_absorpt_coefficient_mu    0.866
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      110(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  '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            30918
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_sigmaI/netI    0.0220
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.55
_diffrn_reflns_theta_max         24.71
_reflns_number_total             5617
_reflns_number_gt                4655
_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^)+(0.1005P)^2^+5.7549P] 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         5617
_refine_ls_number_parameters     470
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1660
_refine_ls_wR_factor_gt          0.1509
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.315
_refine_ls_shift/su_mean         0.004

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
Cl1 Cl 0.47262(13) 0.30738(5) 0.34415(7) 0.0503(3) Uani 1 1 d D . .
Cu1 Cu 0.03372(5) 0.605992(16) 0.02054(2) 0.02509(14) Uani 1 1 d . . .
P1 P 0.41996(11) 0.55846(4) 0.06947(5) 0.0270(2) Uani 1 1 d . . .
O1 O 0.8011(3) 0.45082(11) 0.27963(17) 0.0404(6) Uani 1 1 d . . .
O1W O 0.4039(4) 0.30826(13) 0.9962(2) 0.0517(8) Uani 1 1 d . . .
H1WA H 0.4116 0.3382 0.9851 0.063(17) Uiso 1 1 d R . .
H1WB H 0.4807 0.2852 0.9936 0.075 Uiso 1 1 d R . .
O2 O 1.0933(4) 0.50521(12) 0.37222(16) 0.0446(7) Uani 1 1 d . . .
O2WB O 0.7871(8) 0.5660(3) 0.3286(4) 0.0348(14) Uani 0.50 1 d P A 1
O2WA O 0.7501(10) 0.5472(3) 0.3603(5) 0.056(2) Uani 0.50 1 d P A 1
O3 O 1.0470(4) 0.59745(13) 0.47231(17) 0.0464(7) Uani 1 1 d . . .
O4 O 0.7536(4) 0.66192(12) 0.41907(17) 0.0478(7) Uani 1 1 d . . .
O5 O 0.4551(4) 0.60954(11) 0.33367(17) 0.0387(6) Uani 1 1 d . . .
O6 O 0.3007(3) 0.60468(9) 0.07168(15) 0.0294(6) Uani 1 1 d . . .
O7 O 0.3410(3) 0.50201(10) 0.04845(14) 0.0309(6) Uani 1 1 d . . .
O8 O 0.5391(3) 0.57522(11) 0.01467(15) 0.0355(6) Uani 1 1 d . . .
H8A H 0.5738 0.5466 -0.0041 0.053 Uiso 1 1 calc R . .
O9 O 0.5089(5) 0.30503(19) 0.2656(2) 0.0772(12) Uani 1 1 d . B .
O10 O 0.5234(16) 0.3623(3) 0.3670(7) 0.155(7) Uani 0.447(3) 1 d PD B 2
O11 O 0.3040(6) 0.3054(4) 0.3448(4) 0.0560(19) Uani 0.50 1 d PD B 2
O12 O 0.5632(9) 0.2756(3) 0.4105(5) 0.075(2) Uani 0.567(3) 1 d PD B 2
O10A O 0.3867(19) 0.3526(5) 0.3465(7) 0.280(8) Uani 0.553(3) 1 d PD B 3
O11A O 0.3855(18) 0.2583(5) 0.3406(7) 0.221(9) Uani 0.50 1 d PD B 3
O12A O 0.6155(9) 0.3025(5) 0.4037(5) 0.084(4) Uani 0.433(3) 1 d PD B 3
O13 O -0.0150(3) 0.54095(9) 0.08265(14) 0.0271(5) Uani 1 1 d . . .
O14 O 0.0237(3) 0.55156(9) -0.06741(14) 0.0282(5) Uani 1 1 d . . .
N1 N 0.5134(4) 0.51956(13) 0.23192(18) 0.0318(7) Uani 1 1 d . . .
N2 N 0.0103(3) 0.65890(11) 0.10644(17) 0.0253(6) Uani 1 1 d . . .
N3 N 0.0314(4) 0.66463(11) -0.06187(16) 0.0247(6) Uani 1 1 d . . .
C1 C 0.9683(5) 0.43602(18) 0.2760(3) 0.0462(10) Uani 1 1 d . . .
H1A H 1.0038 0.4583 0.2343 0.055 Uiso 1 1 calc R . .
H1B H 0.9730 0.3964 0.2620 0.055 Uiso 1 1 calc R . .
C2 C 1.0816(6) 0.44695(19) 0.3565(3) 0.0494(11) Uani 1 1 d . . .
H2A H 1.0376 0.4281 0.3986 0.059 Uiso 1 1 calc R . .
H2B H 1.1943 0.4319 0.3580 0.059 Uiso 1 1 calc R . .
C3 C 1.1980(6) 0.5166(3) 0.4507(3) 0.0627(14) Uani 1 1 d . . .
H3A H 1.3120 0.5020 0.4542 0.075 Uiso 1 1 calc R . .
H3B H 1.1519 0.4980 0.4924 0.075 Uiso 1 1 calc R . .
C4 C 1.2058(6) 0.5777(3) 0.4651(3) 0.0631(14) Uani 1 1 d . . .
H4A H 1.2913 0.5860 0.5150 0.076 Uiso 1 1 calc R . .
H4B H 1.2387 0.5966 0.4198 0.076 Uiso 1 1 calc R . .
C5 C 1.0399(7) 0.6566(2) 0.4804(3) 0.0645(15) Uani 1 1 d . . .
H5A H 1.0620 0.6746 0.4319 0.077 Uiso 1 1 calc R . .
H5B H 1.1275 0.6688 0.5275 0.077 Uiso 1 1 calc R . .
C6 C 0.8752(7) 0.67358(19) 0.4907(3) 0.0587(13) Uani 1 1 d . . .
H6A H 0.8483 0.6532 0.5363 0.070 Uiso 1 1 calc R . .
H6B H 0.8755 0.7137 0.5026 0.070 Uiso 1 1 calc R . .
C7 C 0.5884(7) 0.67763(18) 0.4270(3) 0.0555(12) Uani 1 1 d . . .
H7B H 0.5879 0.7173 0.4415 0.067 Uiso 1 1 calc R . .
H7C H 0.5579 0.6557 0.4703 0.067 Uiso 1 1 calc R . .
C8 C 0.4645(6) 0.66768(17) 0.3497(3) 0.0504(11) Uani 1 1 d . . .
H8B H 0.3533 0.6818 0.3532 0.061 Uiso 1 1 calc R . .
H8C H 0.4990 0.6875 0.3055 0.061 Uiso 1 1 calc R . .
C9 C 0.3330(5) 0.59679(19) 0.2625(2) 0.0445(10) Uani 1 1 d . . .
H9B H 0.3527 0.6191 0.2171 0.053 Uiso 1 1 calc R . .
H9C H 0.2198 0.6055 0.2698 0.053 Uiso 1 1 calc R . .
C10 C 0.3454(5) 0.53650(18) 0.2452(2) 0.0399(9) Uani 1 1 d . . .
H10A H 0.2578 0.5270 0.1966 0.048 Uiso 1 1 calc R . .
H10B H 0.3229 0.5149 0.2907 0.048 Uiso 1 1 calc R . .
C11 C 0.5131(5) 0.45767(16) 0.2204(3) 0.0404(9) Uani 1 1 d . . .
H11A H 0.4847 0.4396 0.2674 0.049 Uiso 1 1 calc R . .
H11B H 0.4251 0.4478 0.1722 0.049 Uiso 1 1 calc R . .
C12 C 0.6786(6) 0.43558(16) 0.2106(2) 0.0411(9) Uani 1 1 d . . .
H12A H 0.6736 0.3948 0.2051 0.049 Uiso 1 1 calc R . .
H12B H 0.7059 0.4514 0.1619 0.049 Uiso 1 1 calc R . .
C13 C 0.5660(5) 0.55265(15) 0.1681(2) 0.0314(8) Uani 1 1 d . . .
H13A H 0.6724 0.5702 0.1784 0.038 Uiso 1 1 calc R . .
C14 C 0.1084(4) 0.70408(14) 0.1198(2) 0.0276(7) Uani 1 1 d . . .
H14A H 0.1775 0.7120 0.0838 0.033 Uiso 1 1 calc R . .
C15 C 0.1134(4) 0.73939(14) 0.1833(2) 0.0275(7) Uani 1 1 d . . .
H15A H 0.1843 0.7710 0.1902 0.033 Uiso 1 1 calc R . .
C16 C 0.0148(4) 0.72902(14) 0.2376(2) 0.0253(7) Uani 1 1 d . . .
C17 C -0.0877(4) 0.68179(14) 0.2240(2) 0.0291(8) Uani 1 1 d . . .
H17A H -0.1578 0.6730 0.2592 0.035 Uiso 1 1 calc R . .
C18 C -0.0852(4) 0.64824(15) 0.1588(2) 0.0315(8) Uani 1 1 d . . .
H18A H -0.1541 0.6162 0.1506 0.038 Uiso 1 1 calc R . .
C19 C 0.0203(4) 0.76561(14) 0.3073(2) 0.0261(7) Uani 1 1 d . . .
C20 C 0.1684(4) 0.79168(14) 0.3463(2) 0.0282(7) Uani 1 1 d . . .
H20A H 0.2682 0.7860 0.3285 0.034 Uiso 1 1 calc R . .
C21 C 0.1690(4) 0.67422(14) -0.0888(2) 0.0286(8) Uani 1 1 d . . .
H21A H 0.2709 0.6570 -0.0623 0.043 Uiso 1 1 calc R . .
C22 C -0.1133(4) 0.68988(14) -0.0988(2) 0.0283(8) Uani 1 1 d . . .
H22A H -0.2111 0.6836 -0.0795 0.034 Uiso 1 1 calc R . .
C23 C -0.1221(4) 0.72459(14) -0.1641(2) 0.0291(8) Uani 1 1 d . . .
H23A H -0.2252 0.7417 -0.1893 0.044 Uiso 1 1 calc R . .
C24 C 0.0110(4) 0.50271(14) -0.0430(2) 0.0265(7) Uani 1 1 d . . .
H3C H 0.592(5) 0.5278(17) 0.280(3) 0.034(10) Uiso 1 1 d . . .
H2WA H 0.784(6) 0.586(2) 0.365(3) 0.046(14) Uiso 1 1 d . . .
H2WB H 0.876(11) 0.547(4) 0.346(5) 0.13(3) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0354(5) 0.0606(7) 0.0550(6) 0.0011(5) 0.0107(5) -0.0056(5)
Cu1 0.0326(3) 0.0209(2) 0.0230(2) -0.00040(15) 0.00911(18) -0.00109(16)
P1 0.0300(5) 0.0241(5) 0.0290(5) -0.0001(3) 0.0114(4) 0.0003(3)
O1 0.0423(15) 0.0381(15) 0.0446(16) 0.0011(12) 0.0180(13) 0.0072(12)
O1W 0.0517(18) 0.0373(17) 0.074(2) 0.0114(15) 0.0303(16) 0.0009(13)
O2 0.0421(15) 0.0548(18) 0.0385(15) 0.0045(13) 0.0128(12) 0.0035(13)
O2WB 0.035(3) 0.034(3) 0.031(3) -0.005(3) 0.000(3) 0.005(3)
O2WA 0.060(5) 0.057(5) 0.044(4) -0.013(4) -0.006(4) 0.010(4)
O3 0.0505(17) 0.0518(18) 0.0375(15) 0.0042(13) 0.0118(13) -0.0103(14)
O4 0.067(2) 0.0370(15) 0.0377(15) 0.0009(12) 0.0094(14) -0.0051(14)
O5 0.0474(16) 0.0336(14) 0.0363(15) 0.0014(11) 0.0125(12) 0.0068(12)
O6 0.0320(13) 0.0278(13) 0.0289(13) -0.0007(10) 0.0081(10) 0.0021(10)
O7 0.0334(13) 0.0272(13) 0.0342(13) -0.0024(10) 0.0122(11) 0.0006(10)
O8 0.0442(15) 0.0250(13) 0.0445(15) -0.0007(11) 0.0246(12) 0.0002(11)
O9 0.050(2) 0.116(3) 0.066(2) -0.009(2) 0.0145(18) 0.005(2)
O10 0.213(13) 0.077(7) 0.109(8) 0.055(6) -0.093(9) -0.106(8)
O11 0.027(3) 0.105(6) 0.037(3) 0.002(4) 0.010(2) 0.009(3)
O12 0.056(4) 0.053(4) 0.117(6) 0.014(4) 0.021(4) 0.014(3)
O10A 0.495(17) 0.264(14) 0.165(10) 0.149(9) 0.249(11) 0.325(13)
O11A 0.273(15) 0.215(13) 0.101(8) 0.088(8) -0.110(9) -0.208(12)
O12A 0.033(4) 0.167(12) 0.043(5) -0.055(6) -0.007(4) -0.009(6)
O13 0.0366(13) 0.0214(12) 0.0252(12) -0.0001(10) 0.0108(10) -0.0001(10)
O14 0.0392(13) 0.0227(12) 0.0240(12) -0.0017(9) 0.0098(10) -0.0021(10)
N1 0.0343(16) 0.0319(16) 0.0282(16) 0.0016(13) 0.0051(13) -0.0001(13)
N2 0.0268(14) 0.0218(14) 0.0282(14) -0.0023(11) 0.0082(12) 0.0005(11)
N3 0.0321(15) 0.0203(14) 0.0230(14) -0.0021(11) 0.0090(12) -0.0013(11)
C1 0.046(2) 0.042(2) 0.058(3) 0.003(2) 0.027(2) 0.0117(19)
C2 0.046(2) 0.054(3) 0.053(3) 0.015(2) 0.022(2) 0.017(2)
C3 0.037(2) 0.106(4) 0.045(3) 0.005(3) 0.009(2) 0.014(3)
C4 0.048(3) 0.099(4) 0.043(3) -0.008(3) 0.012(2) -0.019(3)
C5 0.083(4) 0.061(3) 0.041(3) 0.007(2) -0.004(2) -0.034(3)
C6 0.091(4) 0.036(2) 0.041(2) 0.0004(19) 0.000(2) 0.000(2)
C7 0.084(3) 0.031(2) 0.059(3) -0.009(2) 0.031(3) 0.000(2)
C8 0.062(3) 0.033(2) 0.062(3) 0.006(2) 0.025(2) 0.009(2)
C9 0.046(2) 0.060(3) 0.031(2) 0.0050(18) 0.0151(18) 0.017(2)
C10 0.035(2) 0.056(3) 0.031(2) 0.0028(18) 0.0113(16) 0.0053(18)
C11 0.048(2) 0.034(2) 0.039(2) 0.0045(17) 0.0081(18) -0.0050(18)
C12 0.060(3) 0.0263(19) 0.038(2) 0.0016(16) 0.0140(19) 0.0031(18)
C13 0.0287(18) 0.0285(18) 0.037(2) 0.0010(15) 0.0081(15) -0.0053(14)
C14 0.0302(18) 0.0250(17) 0.0287(18) 0.0010(14) 0.0094(14) -0.0019(14)
C15 0.0299(17) 0.0271(17) 0.0261(17) -0.0010(14) 0.0075(14) -0.0031(14)
C16 0.0247(16) 0.0232(17) 0.0274(17) 0.0017(13) 0.0050(13) 0.0034(13)
C17 0.0292(17) 0.0291(18) 0.0329(18) -0.0014(15) 0.0148(15) -0.0037(14)
C18 0.0324(18) 0.0278(18) 0.0370(19) -0.0032(15) 0.0137(15) -0.0052(15)
C19 0.0311(17) 0.0227(16) 0.0260(17) 0.0031(13) 0.0095(14) 0.0005(14)
C20 0.0264(17) 0.0267(17) 0.0319(18) 0.0006(14) 0.0076(14) 0.0017(14)
C21 0.0302(18) 0.0286(18) 0.0265(17) 0.0001(14) 0.0057(14) 0.0001(14)
C22 0.0294(18) 0.0274(17) 0.0295(18) 0.0007(14) 0.0099(14) 0.0008(14)
C23 0.0304(18) 0.0287(18) 0.0289(18) 0.0027(14) 0.0082(14) 0.0019(14)
C24 0.0270(17) 0.0257(18) 0.0273(17) -0.0006(14) 0.0074(14) 0.0002(14)

_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
Cl1 O10A 1.305(7) . ?
Cl1 O12A 1.367(7) . ?
Cl1 O11A 1.379(8) . ?
Cl1 O11 1.390(5) . ?
Cl1 O10 1.418(8) . ?
Cl1 O12 1.426(7) . ?
Cl1 O9 1.444(4) . ?
Cu1 O14 1.985(2) . ?
Cu1 O13 1.989(2) . ?
Cu1 N2 1.990(3) . ?
Cu1 N3 1.995(3) . ?
Cu1 O6 2.163(3) . ?
P1 O6 1.492(2) . ?
P1 O7 1.516(2) . ?
P1 O8 1.560(3) . ?
P1 C13 1.831(4) . ?
O1 C12 1.408(5) . ?
O1 C1 1.435(5) . ?
O2 C2 1.431(5) . ?
O2 C3 1.441(6) . ?
O2WB O2WA 0.818(9) . ?
O3 C4 1.422(6) . ?
O3 C5 1.438(6) . ?
O4 C6 1.416(6) . ?
O4 C7 1.446(6) . ?
O5 C9 1.417(5) . ?
O5 C8 1.429(5) . ?
O13 C24 1.258(4) 3_565 ?
O14 C24 1.264(4) . ?
N1 C13 1.496(5) . ?
N1 C10 1.507(5) . ?
N1 C11 1.507(5) . ?
N2 C14 1.344(4) . ?
N2 C18 1.348(5) . ?
N3 C21 1.338(5) . ?
N3 C22 1.353(4) . ?
C1 C2 1.493(7) . ?
C3 C4 1.494(8) . ?
C5 C6 1.464(8) . ?
C7 C8 1.487(7) . ?
C9 C10 1.494(6) . ?
C11 C12 1.506(6) . ?
C14 C15 1.374(5) . ?
C15 C16 1.390(5) . ?
C16 C17 1.404(5) . ?
C16 C19 1.476(5) . ?
C17 C18 1.382(5) . ?
C19 C23 1.391(5) 4_576 ?
C19 C20 1.393(5) . ?
C20 C21 1.381(5) 4_576 ?
C21 C20 1.381(5) 4_575 ?
C22 C23 1.385(5) . ?
C23 C19 1.391(5) 4_575 ?
C24 O13 1.258(4) 3_565 ?
C24 C24 1.529(7) 3_565 ?

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
O10A Cl1 O12A 115.2(7) . . ?
O10A Cl1 O11A 116.2(9) . . ?
O12A Cl1 O11A 107.8(6) . . ?
O10A Cl1 O11 58.8(7) . . ?
O12A Cl1 O11 132.5(5) . . ?
O11A Cl1 O11 57.4(7) . . ?
O10A Cl1 O10 48.4(9) . . ?
O12A Cl1 O10 74.3(6) . . ?
O11A Cl1 O10 158.9(10) . . ?
O11 Cl1 O10 105.1(7) . . ?
O10A Cl1 O12 127.6(6) . . ?
O12A Cl1 O12 33.3(5) . . ?
O11A Cl1 O12 75.0(5) . . ?
O11 Cl1 O12 108.0(4) . . ?
O10 Cl1 O12 102.7(5) . . ?
O10A Cl1 O9 107.0(5) . . ?
O12A Cl1 O9 111.1(4) . . ?
O11A Cl1 O9 98.2(7) . . ?
O11 Cl1 O9 115.5(3) . . ?
O10 Cl1 O9 100.4(6) . . ?
O12 Cl1 O9 122.4(4) . . ?
O14 Cu1 O13 84.50(9) . . ?
O14 Cu1 N2 172.18(11) . . ?
O13 Cu1 N2 92.64(10) . . ?
O14 Cu1 N3 86.71(11) . . ?
O13 Cu1 N3 165.51(11) . . ?
N2 Cu1 N3 94.56(12) . . ?
O14 Cu1 O6 98.88(10) . . ?
O13 Cu1 O6 94.87(9) . . ?
N2 Cu1 O6 88.61(10) . . ?
N3 Cu1 O6 97.86(10) . . ?
O6 P1 O7 115.57(14) . . ?
O6 P1 O8 109.27(14) . . ?
O7 P1 O8 112.64(14) . . ?
O6 P1 C13 109.04(16) . . ?
O7 P1 C13 107.51(15) . . ?
O8 P1 C13 101.85(16) . . ?
C12 O1 C1 113.7(3) . . ?
C2 O2 C3 111.2(4) . . ?
C4 O3 C5 113.6(4) . . ?
C6 O4 C7 110.8(4) . . ?
C9 O5 C8 111.9(3) . . ?
P1 O6 Cu1 127.65(14) . . ?
C24 O13 Cu1 109.8(2) 3_565 . ?
C24 O14 Cu1 111.1(2) . . ?
C13 N1 C10 113.4(3) . . ?
C13 N1 C11 115.2(3) . . ?
C10 N1 C11 108.4(3) . . ?
C14 N2 C18 117.5(3) . . ?
C14 N2 Cu1 119.3(2) . . ?
C18 N2 Cu1 122.7(2) . . ?
C21 N3 C22 118.9(3) . . ?
C21 N3 Cu1 119.8(2) . . ?
C22 N3 Cu1 120.7(2) . . ?
O1 C1 C2 108.1(3) . . ?
O2 C2 C1 110.3(3) . . ?
O2 C3 C4 109.6(4) . . ?
O3 C4 C3 109.9(4) . . ?
O3 C5 C6 110.4(4) . . ?
O4 C6 C5 109.0(4) . . ?
O4 C7 C8 109.7(4) . . ?
O5 C8 C7 108.9(4) . . ?
O5 C9 C10 108.3(3) . . ?
C9 C10 N1 113.7(3) . . ?
C12 C11 N1 113.1(3) . . ?
O1 C12 C11 107.5(3) . . ?
N1 C13 P1 118.3(2) . . ?
N2 C14 C15 122.9(3) . . ?
C14 C15 C16 120.1(3) . . ?
C15 C16 C17 117.2(3) . . ?
C15 C16 C19 121.3(3) . . ?
C17 C16 C19 121.6(3) . . ?
C18 C17 C16 119.2(3) . . ?
N2 C18 C17 123.1(3) . . ?
C23 C19 C20 117.8(3) 4_576 . ?
C23 C19 C16 121.2(3) 4_576 . ?
C20 C19 C16 121.0(3) . . ?
C21 C20 C19 119.5(3) 4_576 . ?
N3 C21 C20 122.4(3) . 4_575 ?
N3 C22 C23 121.5(3) . . ?
C22 C23 C19 119.9(3) . 4_575 ?
O13 C24 O14 126.1(3) 3_565 . ?
O13 C24 C24 118.1(4) 3_565 3_565 ?
O14 C24 C24 115.8(4) . 3_565 ?

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
O7 P1 O6 Cu1 -16.9(2) . . . . ?
O8 P1 O6 Cu1 111.34(18) . . . . ?
C13 P1 O6 Cu1 -138.13(18) . . . . ?
O14 Cu1 O6 P1 -26.8(2) . . . . ?
O13 Cu1 O6 P1 58.41(19) . . . . ?
N2 Cu1 O6 P1 150.95(19) . . . . ?
N3 Cu1 O6 P1 -114.64(19) . . . . ?
O14 Cu1 O13 C24 7.0(2) . . . 3_565 ?
N2 Cu1 O13 C24 179.7(2) . . . 3_565 ?
N3 Cu1 O13 C24 59.9(5) . . . 3_565 ?
O6 Cu1 O13 C24 -91.5(2) . . . 3_565 ?
O13 Cu1 O14 C24 -7.1(2) . . . . ?
N2 Cu1 O14 C24 -75.9(8) . . . . ?
N3 Cu1 O14 C24 -175.5(2) . . . . ?
O6 Cu1 O14 C24 87.0(2) . . . . ?
O14 Cu1 N2 C14 -146.5(7) . . . . ?
O13 Cu1 N2 C14 145.2(3) . . . . ?
N3 Cu1 N2 C14 -47.4(3) . . . . ?
O6 Cu1 N2 C14 50.4(3) . . . . ?
O14 Cu1 N2 C18 42.0(9) . . . . ?
O13 Cu1 N2 C18 -26.4(3) . . . . ?
N3 Cu1 N2 C18 141.0(3) . . . . ?
O6 Cu1 N2 C18 -121.2(3) . . . . ?
O14 Cu1 N3 C21 -74.6(3) . . . . ?
O13 Cu1 N3 C21 -127.3(4) . . . . ?
N2 Cu1 N3 C21 113.1(3) . . . . ?
O6 Cu1 N3 C21 23.9(3) . . . . ?
O14 Cu1 N3 C22 96.6(3) . . . . ?
O13 Cu1 N3 C22 43.9(5) . . . . ?
N2 Cu1 N3 C22 -75.7(3) . . . . ?
O6 Cu1 N3 C22 -164.9(2) . . . . ?
C12 O1 C1 C2 -172.0(3) . . . . ?
C3 O2 C2 C1 178.3(3) . . . . ?
O1 C1 C2 O2 -67.7(4) . . . . ?
C2 O2 C3 C4 -179.5(4) . . . . ?
C5 O3 C4 C3 -175.7(4) . . . . ?
O2 C3 C4 O3 68.2(5) . . . . ?
C4 O3 C5 C6 -177.8(4) . . . . ?
C7 O4 C6 C5 179.5(4) . . . . ?
O3 C5 C6 O4 -66.2(5) . . . . ?
C6 O4 C7 C8 177.1(4) . . . . ?
C9 O5 C8 C7 177.2(4) . . . . ?
O4 C7 C8 O5 65.1(5) . . . . ?
C8 O5 C9 C10 173.5(3) . . . . ?
O5 C9 C10 N1 -60.5(4) . . . . ?
C13 N1 C10 C9 -54.3(4) . . . . ?
C11 N1 C10 C9 176.4(3) . . . . ?
C13 N1 C11 C12 54.6(4) . . . . ?
C10 N1 C11 C12 -177.2(3) . . . . ?
C1 O1 C12 C11 -175.6(3) . . . . ?
N1 C11 C12 O1 58.0(4) . . . . ?
C10 N1 C13 P1 -52.2(4) . . . . ?
C11 N1 C13 P1 73.5(4) . . . . ?
O6 P1 C13 N1 84.6(3) . . . . ?
O7 P1 C13 N1 -41.3(3) . . . . ?
O8 P1 C13 N1 -159.9(3) . . . . ?
C18 N2 C14 C15 -0.7(5) . . . . ?
Cu1 N2 C14 C15 -172.7(3) . . . . ?
N2 C14 C15 C16 0.4(5) . . . . ?
C14 C15 C16 C17 -0.2(5) . . . . ?
C14 C15 C16 C19 178.7(3) . . . . ?
C15 C16 C17 C18 0.3(5) . . . . ?
C19 C16 C17 C18 -178.5(3) . . . . ?
C14 N2 C18 C17 0.8(5) . . . . ?
Cu1 N2 C18 C17 172.6(3) . . . . ?
C16 C17 C18 N2 -0.7(6) . . . . ?
C15 C16 C19 C23 146.0(3) . . . 4_576 ?
C17 C16 C19 C23 -35.2(5) . . . 4_576 ?
C15 C16 C19 C20 -33.7(5) . . . . ?
C17 C16 C19 C20 145.1(3) . . . . ?
C23 C19 C20 C21 0.1(5) 4_576 . . 4_576 ?
C16 C19 C20 C21 179.8(3) . . . 4_576 ?
C22 N3 C21 C20 -1.0(5) . . . 4_575 ?
Cu1 N3 C21 C20 170.4(3) . . . 4_575 ?
C21 N3 C22 C23 0.9(5) . . . . ?
Cu1 N3 C22 C23 -170.4(3) . . . . ?
N3 C22 C23 C19 -0.4(5) . . . 4_575 ?
Cu1 O14 C24 O13 -174.1(3) . . . 3_565 ?
Cu1 O14 C24 C24 5.8(4) . . . 3_565 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WA O8 0.75 2.13 2.866(4) 165.5 3_666
O1W H1WB O12 0.85 2.26 2.977(8) 142.6 4_566
O8 H8A O7 0.84 1.64 2.473(3) 170.2 3_665
N1 H3C O2WA 0.94(4) 1.72(4) 2.654(8) 173(4) .
N1 H3C O2WB 0.94(4) 1.87(4) 2.703(7) 147(4) .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        24.71
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.929
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.118