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#$Date: 2016-03-22 11:45:11 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178914 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/43/4114311.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4114311
loop_
_publ_author_name
'Julia E. Barker'
'Yu Liu'
'Nicole D. Martin'
'Tong Ren'
_publ_contact_author_address
; Department of Chemistry 
  University of Miami 
  PO BOX 249118 
  Coral Gables, FL 33124-0431 
  USA 
;
_publ_contact_author_email       tren@miami.edu
_publ_contact_author_fax         '(305) 284-1880'
_publ_contact_author_name        'Dr. Ren, Tong'
_publ_contact_author_phone       '(305) 284-6617'
_publ_section_title
;
 Dicopper-[18]ane-N6 Complex as the Platform for Phosphate Monoester
 Binding
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13332
_journal_page_last               13333
_journal_paper_doi               10.1021/ja036407w
_journal_volume                  125
_journal_year                    2003
_chemical_formula_sum            'C24 H52 Cu2 N6 O14 P2'
_chemical_formula_weight         837.74
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.4848(7)
_cell_length_b                   16.6537(9)
_cell_length_c                   18.2556(11)
_cell_measurement_reflns_used    2520
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      21.86
_cell_measurement_theta_min      2.23
_cell_volume                     3491.6(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0815
_diffrn_reflns_av_sigmaI/netI    0.0683
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            17552
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.23
_exptl_absorpt_coefficient_mu    1.382
_exptl_absorpt_correction_type   'not applied'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_description       block
_exptl_crystal_F_000             1752
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.755
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3076
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0500
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0620P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1228
_refine_ls_wR_factor_ref         0.1344
_reflns_number_gt                1717
_reflns_number_total             3076
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja036407wsi20030529_103050.cif
_cod_data_source_block           um304m
_cod_database_code               4114311
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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
Cu Cu 0.95309(5) 0.02036(4) 0.57355(3) 0.0390(2) Uani 1 1 d .
N1 N 0.9068(4) -0.0920(3) 0.6036(2) 0.0515(12) Uani 1 1 d .
H11E H 0.9414 -0.0962 0.6483 0.062 Uiso 1 1 calc R
N2 N 0.7955(4) 0.0512(3) 0.6036(2) 0.0539(13) Uani 1 1 d .
H11D H 0.7494 0.0488 0.5631 0.065 Uiso 1 1 calc R
N3 N 0.9849(4) 0.1400(3) 0.5654(2) 0.0520(13) Uani 1 1 d .
H11C H 1.0191 0.1508 0.6092 0.062 Uiso 1 1 calc R
C1 C 0.8736(6) 0.1805(4) 0.5727(4) 0.075(2) Uani 1 1 d .
H1A H 0.8344 0.1821 0.5257 0.091 Uiso 1 1 calc R
H1B H 0.8858 0.2353 0.5890 0.091 Uiso 1 1 calc R
C2 C 0.8002(6) 0.1364(4) 0.6272(4) 0.073(2) Uani 1 1 d .
H2A H 0.8340 0.1404 0.6757 0.088 Uiso 1 1 calc R
H2B H 0.7224 0.1590 0.6286 0.088 Uiso 1 1 calc R
C3 C 0.7525(5) -0.0087(4) 0.6553(3) 0.070(2) Uani 1 1 d .
H3A H 0.6689 -0.0035 0.6614 0.084 Uiso 1 1 calc R
H3B H 0.7892 -0.0016 0.7028 0.084 Uiso 1 1 calc R
C4 C 0.7826(5) -0.0903(4) 0.6238(3) 0.0662(19) Uani 1 1 d .
H4B H 0.7666 -0.1318 0.6598 0.079 Uiso 1 1 calc R
H4C H 0.7351 -0.1007 0.5809 0.079 Uiso 1 1 calc R
C5 C 0.9513(7) -0.1668(4) 0.5656(4) 0.087(2) Uani 1 1 d .
H5A H 1.0352 -0.1685 0.5712 0.104 Uiso 1 1 calc R
H5B H 0.9198 -0.2132 0.5909 0.104 Uiso 1 1 calc R
C6 C 1.0749(7) 0.1749(4) 0.5105(4) 0.101(3) Uani 1 1 d .
H6A H 1.0845 0.2315 0.5212 0.121 Uiso 1 1 calc R
H6B H 1.1492 0.1490 0.5196 0.121 Uiso 1 1 calc R
C7 C 0.7002(5) 0.1479(3) 0.3433(3) 0.0423(13) Uani 1 1 d .
C8 C 0.5950(5) 0.1131(3) 0.3215(3) 0.0496(14) Uani 1 1 d .
H8A H 0.5776 0.0602 0.3337 0.059 Uiso 1 1 calc R
C9 C 0.5170(5) 0.1590(4) 0.2814(3) 0.0538(16) Uani 1 1 d .
H9A H 0.4474 0.1363 0.2656 0.065 Uiso 1 1 calc R
C10 C 0.5416(6) 0.2381(4) 0.2646(3) 0.0592(16) Uani 1 1 d .
H10A H 0.4884 0.2688 0.2382 0.071 Uiso 1 1 calc R
C11 C 0.6439(5) 0.2707(3) 0.2868(3) 0.0572(16) Uani 1 1 d .
H11A H 0.6607 0.3238 0.2750 0.069 Uiso 1 1 calc R
C12 C 0.7232(5) 0.2269(3) 0.3264(3) 0.0508(15) Uani 1 1 d .
H12A H 0.7923 0.2505 0.3418 0.061 Uiso 1 1 calc R
O1 O 0.8914(3) 0.0111(2) 0.45365(17) 0.0386(8) Uani 1 1 d .
O2 O 0.7650(3) -0.0395(2) 0.35049(19) 0.0474(10) Uani 1 1 d .
O3 O 0.7843(3) 0.1076(2) 0.3821(2) 0.0539(10) Uani 1 1 d .
O4 O 0.6758(3) 0.0147(2) 0.46719(19) 0.0472(9) Uani 1 1 d .
O5 O 1.0207(3) 0.0336(2) 0.7088(2) 0.0575(11) Uani 1 1 d .
O6 O 0.5569(3) -0.1126(2) 0.3338(2) 0.0644(11) Uani 1 1 d .
O7 O 0.5127(4) -0.1083(3) 0.4850(3) 0.0797(14) Uani 1 1 d .
P P 0.77466(11) 0.01664(8) 0.41436(7) 0.0349(3) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu 0.3201 1.2651 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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
O1 Cu N2 178.60(17) 5_756 .
O1 Cu N1 93.54(16) 5_756 .
N2 Cu N1 85.6(2) . .
O1 Cu N3 94.68(17) 5_756 .
N2 Cu N3 86.0(2) . .
N1 Cu N3 167.26(18) . .
O1 Cu O1 91.24(12) 5_756 .
N2 Cu O1 89.97(15) . .
N1 Cu O1 96.63(16) . .
N3 Cu O1 92.91(15) . .
O1 Cu Cu 50.86(10) 5_756 5_756
N2 Cu Cu 130.35(13) . 5_756
N1 Cu Cu 97.44(13) . 5_756
N3 Cu Cu 95.29(13) . 5_756
O1 Cu Cu 40.39(8) . 5_756
C4 N1 C5 117.2(5) . .
C4 N1 Cu 107.7(4) . .
C5 N1 Cu 123.2(4) . .
C3 N2 C2 118.5(5) . .
C3 N2 Cu 108.3(4) . .
C2 N2 Cu 107.3(4) . .
C1 N3 C6 118.2(5) . .
C1 N3 Cu 106.9(4) . .
C6 N3 Cu 122.3(4) . .
N3 C1 C2 109.3(5) . .
N2 C2 C1 107.3(5) . .
N2 C3 C4 106.8(5) . .
N1 C4 C3 109.4(5) . .
C6 C5 N1 116.9(6) 5_756 .
C5 C6 N3 116.9(6) 5_756 .
O3 C7 C12 116.6(5) . .
O3 C7 C8 123.5(5) . .
C12 C7 C8 119.8(5) . .
C9 C8 C7 118.7(5) . .
C10 C9 C8 120.7(6) . .
C11 C10 C9 119.4(5) . .
C10 C11 C12 121.3(6) . .
C11 C12 C7 120.0(5) . .
P O1 Cu 135.3(2) . 5_756
P O1 Cu 135.49(18) . .
Cu O1 Cu 88.76(12) 5_756 .
C7 O3 P 126.4(3) . .
O4 P O2 115.7(2) . .
O4 P O1 111.4(2) . .
O2 P O1 113.21(19) . .
O4 P O3 107.8(2) . .
O2 P O3 107.7(2) . .
O1 P O3 99.57(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu O1 1.926(3) 5_756
Cu N2 1.960(4) .
Cu N1 2.022(4) .
Cu N3 2.032(5) .
Cu O1 2.306(3) .
Cu Cu 2.9720(12) 5_756
N1 C4 1.474(7) .
N1 C5 1.515(8) .
N2 C3 1.460(7) .
N2 C2 1.483(7) .
N3 C1 1.450(7) .
N3 C6 1.552(8) .
C1 C2 1.496(9) .
C3 C4 1.516(9) .
C5 C6 1.428(9) 5_756
C6 C5 1.428(9) 5_756
C7 O3 1.373(6) .
C7 C12 1.377(7) .
C7 C8 1.398(7) .
C8 C9 1.386(7) .
C9 C10 1.383(7) .
C10 C11 1.356(8) .
C11 C12 1.372(7) .
O1 P 1.524(3) .
O1 Cu 1.926(3) 5_756
O2 P 1.499(3) .
O3 P 1.629(4) .
O4 P 1.490(3) .
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_4
O1 Cu N1 C4 -176.0(3) 5_756 .
N2 Cu N1 C4 5.1(4) . .
N3 Cu N1 C4 53.9(10) . .
O1 Cu N1 C4 -84.3(4) . .
Cu Cu N1 C4 -125.0(3) 5_756 .
O1 Cu N1 C5 -34.4(5) 5_756 .
N2 Cu N1 C5 146.7(5) . .
N3 Cu N1 C5 -164.5(8) . .
O1 Cu N1 C5 57.2(5) . .
Cu Cu N1 C5 16.6(5) 5_756 .
O1 Cu N2 C3 -30(8) 5_756 .
N1 Cu N2 C3 22.7(4) . .
N3 Cu N2 C3 -147.7(4) . .
O1 Cu N2 C3 119.4(4) . .
Cu Cu N2 C3 118.8(3) 5_756 .
O1 Cu N2 C2 99(8) 5_756 .
N1 Cu N2 C2 151.8(4) . .
N3 Cu N2 C2 -18.6(4) . .
O1 Cu N2 C2 -111.5(4) . .
Cu Cu N2 C2 -112.1(4) 5_756 .
O1 Cu N3 C1 171.5(4) 5_756 .
N2 Cu N3 C1 -9.8(4) . .
N1 Cu N3 C1 -58.5(10) . .
O1 Cu N3 C1 80.0(4) . .
Cu Cu N3 C1 120.4(4) 5_756 .
O1 Cu N3 C6 30.5(5) 5_756 .
N2 Cu N3 C6 -150.7(5) . .
N1 Cu N3 C6 160.6(8) . .
O1 Cu N3 C6 -60.9(5) . .
Cu Cu N3 C6 -20.5(5) 5_756 .
C6 N3 C1 C2 179.1(5) . .
Cu N3 C1 C2 36.3(6) . .
C3 N2 C2 C1 166.0(5) . .
Cu N2 C2 C1 43.0(5) . .
N3 C1 C2 N2 -53.4(6) . .
C2 N2 C3 C4 -167.5(5) . .
Cu N2 C3 C4 -45.0(5) . .
C5 N1 C4 C3 -175.4(5) . .
Cu N1 C4 C3 -31.2(5) . .
N2 C3 C4 N1 50.6(6) . .
C4 N1 C5 C6 78.0(7) . 5_756
Cu N1 C5 C6 -60.3(8) . 5_756
C1 N3 C6 C5 -70.2(8) . 5_756
Cu N3 C6 C5 66.6(8) . 5_756
O3 C7 C8 C9 -178.9(5) . .
C12 C7 C8 C9 1.7(8) . .
C7 C8 C9 C10 -1.4(8) . .
C8 C9 C10 C11 0.9(9) . .
C9 C10 C11 C12 -0.7(9) . .
C10 C11 C12 C7 1.0(9) . .
O3 C7 C12 C11 179.1(5) . .
C8 C7 C12 C11 -1.5(8) . .
O1 Cu O1 P 172.9(4) 5_756 .
N2 Cu O1 P -6.4(3) . .
N1 Cu O1 P 79.2(3) . .
N3 Cu O1 P -92.3(3) . .
Cu Cu O1 P 172.9(4) 5_756 .
O1 Cu O1 Cu 0.0 5_756 5_756
N2 Cu O1 Cu -179.29(18) . 5_756
N1 Cu O1 Cu -93.71(16) . 5_756
N3 Cu O1 Cu 94.75(17) . 5_756
C12 C7 O3 P 174.8(4) . .
C8 C7 O3 P -4.6(7) . .
Cu O1 P O4 158.2(3) 5_756 .
Cu O1 P O4 -11.7(3) . .
Cu O1 P O2 25.8(4) 5_756 .
Cu O1 P O2 -144.1(3) . .
Cu O1 P O3 -88.2(3) 5_756 .
Cu O1 P O3 101.9(3) . .
C7 O3 P O4 -60.9(5) . .
C7 O3 P O2 64.6(5) . .
C7 O3 P O1 -177.1(4) . .
