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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/4/11/43/4114309.cif $
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#
# 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_4114309
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            'C16 H36 Cu2 F12 N6 O4 P2'
_chemical_formula_weight         793.53
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_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                 97.010(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   16.3130(15)
_cell_length_b                   9.8226(9)
_cell_length_c                   9.3062(9)
_cell_measurement_reflns_used    3565
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      28.08
_cell_measurement_theta_min      2.42
_cell_volume                     1480.0(2)
_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      300(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  0.0379
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3899
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.20
_exptl_absorpt_coefficient_mu    1.656
_exptl_absorpt_correction_T_max  0.452
_exptl_absorpt_correction_T_min  1.000
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
; 
  SADABS, Absorption corrections using Bruker CCD based on the method of 
  Bob Blessing.  Acta Cryst. 1995, A51, 33 
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.781
_exptl_crystal_description       block
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.762
_refine_diff_density_min         -0.790
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.33(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2393
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0479
_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)+(0.1150P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1368
_refine_ls_wR_factor_ref         0.1433
_reflns_number_gt                2137
_reflns_number_total             2393
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja036407wsi20030529_103021.cif
_cod_data_source_block           um239
_cod_database_code               4114309
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-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 0.96394(3) 0.7582(2) 0.33708(4) 0.0371(2) Uani 1 1 d .
N1 N 0.9606(4) 0.5484(8) 0.3199(8) 0.040(2) Uani 1 1 d .
H1C H 1.0061 0.5237 0.2784 0.048 Uiso 1 1 calc R
N2 N 0.8710(2) 0.7601(16) 0.1773(4) 0.0477(8) Uani 1 1 d .
H2C H 0.8224 0.7553 0.2156 0.057 Uiso 1 1 calc R
N3 N 0.9619(4) 0.9595(10) 0.3178(8) 0.045(2) Uani 1 1 d .
H3C H 1.0086 0.9832 0.2795 0.053 Uiso 1 1 calc R
O1 O 1.07902(16) 0.7573(11) 0.4423(3) 0.0414(6) Uani 1 1 d .
O2 O 1.0980(2) 0.7593(16) 0.2143(3) 0.0722(10) Uani 1 1 d .
C1 C 0.9612(6) 0.4674(10) 0.4486(11) 0.044(2) Uani 1 1 d .
H1A H 0.9489 0.3741 0.4195 0.053 Uiso 1 1 calc R
H1B H 0.9166 0.4988 0.5004 0.053 Uiso 1 1 calc R
C2 C 0.8893(7) 0.5191(11) 0.2136(12) 0.056(3) Uani 1 1 d .
H2A H 0.8394 0.5163 0.2606 0.067 Uiso 1 1 calc R
H2B H 0.8961 0.4314 0.1687 0.067 Uiso 1 1 calc R
C3 C 0.8823(7) 0.6343(12) 0.0959(12) 0.058(3) Uani 1 1 d .
H3A H 0.9322 0.6390 0.0489 0.070 Uiso 1 1 calc R
H3B H 0.8355 0.6184 0.0230 0.070 Uiso 1 1 calc R
C4 C 0.8743(7) 0.8896(11) 0.0983(12) 0.052(2) Uani 1 1 d .
H4A H 0.9184 0.8869 0.0371 0.062 Uiso 1 1 calc R
H4B H 0.8225 0.9051 0.0374 0.062 Uiso 1 1 calc R
C5 C 0.8895(6) 0.9993(12) 0.2062(11) 0.055(3) Uani 1 1 d .
H5A H 0.8405 1.0139 0.2537 0.066 Uiso 1 1 calc R
H5B H 0.9021 1.0833 0.1587 0.066 Uiso 1 1 calc R
C6 C 0.9579(7) 1.0512(12) 0.4501(13) 0.057(3) Uani 1 1 d .
H6A H 0.9146 1.0191 0.5045 0.069 Uiso 1 1 calc R
H6B H 0.9443 1.1434 0.4183 0.069 Uiso 1 1 calc R
C7 C 1.1271(3) 0.7563(16) 0.3423(4) 0.0464(10) Uani 1 1 d .
C8 C 1.2179(4) 0.766(2) 0.3896(8) 0.100(3) Uani 1 1 d .
H11A H 1.2477 0.7317 0.3147 0.150 Uiso 1 1 calc R
H11B H 1.2316 0.7141 0.4763 0.150 Uiso 1 1 calc R
H11C H 1.2326 0.8600 0.4082 0.150 Uiso 1 1 calc R
F1 F 0.6996(4) 0.8618(11) 0.2478(11) 0.108(3) Uani 1 1 d .
F2 F 0.5693(5) 0.6371(8) 0.1322(10) 0.090(2) Uani 1 1 d .
F3 F 0.6694(3) 0.7663(14) 0.0441(4) 0.0997(18) Uani 1 1 d .
F4 F 0.5676(5) 0.8674(10) 0.1279(12) 0.119(3) Uani 1 1 d .
F5 F 0.5918(3) 0.7559(16) 0.3369(4) 0.1062(14) Uani 1 1 d .
F6 F 0.6894(5) 0.6400(10) 0.2552(11) 0.117(3) Uani 1 1 d .
P P 0.63118(7) 0.7596(5) 0.19014(12) 0.0512(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'
N N 0.0061 0.0033 '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'
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'
F F 0.0171 0.0103 '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'
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_3
N3 Cu N2 85.4(5) .
N3 Cu O1 93.0(4) .
N2 Cu O1 161.07(13) .
N3 Cu N1 170.35(14) .
N2 Cu N1 86.6(5) .
O1 Cu N1 92.7(4) .
N3 Cu O1 94.8(3) 2_756
N2 Cu O1 112.85(12) 2_756
O1 Cu O1 86.08(10) 2_756
N1 Cu O1 93.4(3) 2_756
C1 N1 C2 112.3(8) .
C1 N1 Cu 119.3(6) .
C2 N1 Cu 105.0(6) .
C4 N2 C3 116.9(4) .
C4 N2 Cu 108.1(8) .
C3 N2 Cu 104.2(7) .
C5 N3 C6 107.0(8) .
C5 N3 Cu 108.7(6) .
C6 N3 Cu 120.9(7) .
C7 O1 Cu 105.2(2) .
C7 O1 Cu 160.8(3) 2_756
Cu O1 Cu 93.92(10) 2_756
N1 C1 C1 117.0(9) 2_756
N1 C2 C3 108.4(9) .
N2 C3 C2 104.4(9) .
C5 C4 N2 107.7(8) .
C4 C5 N3 109.2(9) .
N3 C6 C6 110.9(11) 2_756
O2 C7 O1 120.2(4) .
O2 C7 C8 122.4(5) .
O1 C7 C8 117.1(4) .
F4 P F1 96.2(6) .
F4 P F3 88.1(5) .
F1 P F3 85.8(6) .
F4 P F5 90.9(7) .
F1 P F5 93.9(5) .
F3 P F5 178.8(8) .
F4 P F6 174.7(6) .
F1 P F6 88.6(4) .
F3 P F6 94.5(6) .
F5 P F6 86.6(6) .
F4 P F2 91.3(3) .
F1 P F2 172.2(6) .
F3 P F2 92.3(5) .
F5 P F2 88.1(6) .
F6 P F2 84.1(6) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu N3 1.985(10) .
Cu N2 1.990(3) .
Cu O1 2.009(3) .
Cu N1 2.068(9) .
Cu O1 2.249(3) 2_756
N1 C1 1.437(14) .
N1 C2 1.461(11) .
N2 C4 1.474(18) .
N2 C3 1.47(2) .
N3 C5 1.525(11) .
N3 C6 1.534(15) .
O1 C7 1.289(5) .
O1 Cu 2.249(3) 2_756
O2 C7 1.228(6) .
C1 C1 1.491(18) 2_756
C2 C3 1.569(16) .
C4 C5 1.473(16) .
C6 C6 1.56(2) 2_756
C7 C8 1.495(8) .
F1 P 1.548(8) .
F2 P 1.620(8) .
F3 P 1.565(4) .
F4 P 1.544(9) .
F5 P 1.579(4) .
F6 P 1.584(9) .
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
N3 Cu N1 C1 -166.6(10) . .
N2 Cu N1 C1 -132.1(6) . .
O1 Cu N1 C1 66.8(6) . .
O1 Cu N1 C1 -19.4(6) 2_756 .
N3 Cu N1 C2 -39.6(10) . .
N2 Cu N1 C2 -5.2(6) . .
O1 Cu N1 C2 -166.2(6) . .
O1 Cu N1 C2 107.6(6) 2_756 .
N3 Cu N2 C4 22.0(7) . .
O1 Cu N2 C4 -64(2) . .
N1 Cu N2 C4 -152.6(7) . .
O1 Cu N2 C4 115.2(6) 2_756 .
N3 Cu N2 C3 147.0(7) . .
O1 Cu N2 C3 61(2) . .
N1 Cu N2 C3 -27.6(7) . .
O1 Cu N2 C3 -119.8(7) 2_756 .
N2 Cu N3 C5 4.4(6) . .
O1 Cu N3 C5 165.5(6) . .
N1 Cu N3 C5 38.9(11) . .
O1 Cu N3 C5 -108.2(6) 2_756 .
N2 Cu N3 C6 128.5(7) . .
O1 Cu N3 C6 -70.4(7) . .
N1 Cu N3 C6 163.0(9) . .
O1 Cu N3 C6 15.9(7) 2_756 .
N3 Cu O1 C7 -86.0(9) . .
N2 Cu O1 C7 -1(2) . .
N1 Cu O1 C7 86.2(9) . .
O1 Cu O1 C7 179.4(8) 2_756 .
N3 Cu O1 Cu 94.1(4) . 2_756
N2 Cu O1 Cu 178.9(15) . 2_756
N1 Cu O1 Cu -93.6(4) . 2_756
O1 Cu O1 Cu -0.5(5) 2_756 2_756
C2 N1 C1 C1 167.9(8) . 2_756
Cu N1 C1 C1 -68.6(10) . 2_756
C1 N1 C2 C3 166.5(9) . .
Cu N1 C2 C3 35.4(9) . .
C4 N2 C3 C2 171.5(9) . .
Cu N2 C3 C2 52.4(9) . .
N1 C2 C3 N2 -60.5(10) . .
C3 N2 C4 C5 -161.5(9) . .
Cu N2 C4 C5 -44.5(9) . .
N2 C4 C5 N3 49.1(11) . .
C6 N3 C5 C4 -162.4(9) . .
Cu N3 C5 C4 -30.3(9) . .
C5 N3 C6 C6 -162.6(9) . 2_756
Cu N3 C6 C6 72.5(11) . 2_756
Cu O1 C7 O2 1.7(16) . .
Cu O1 C7 O2 -179(2) 2_756 .
Cu O1 C7 C8 175.3(13) . .
Cu O1 C7 C8 -5(4) 2_756 .
