#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:56:51 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179432 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/29/4332936.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4332936
loop_
_publ_author_name
'Barker, Julia E.'
'Liu, Yu'
'Yee, Gordon T.'
'Chen, Wei-Zhong'
'Wang, Guangbin'
'Rivera, Vilma M.'
'Ren, Tong'
_publ_section_title
;
 Cu2{[18]ane-N6} Complexes:  Structures, Magnetism, and Phosphate
 Monoester Binding
;
_journal_issue                   19
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7973
_journal_page_last               7980
_journal_paper_doi               10.1021/ic0611140
_journal_volume                  45
_journal_year                    2006
_chemical_formula_sum            'C14 H50 Cu2 N6 O16'
_chemical_formula_weight         685.68
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 96.425(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.2470(10)
_cell_length_b                   7.3761(7)
_cell_length_c                   19.0313(19)
_cell_measurement_reflns_used    2520
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      26.40
_cell_measurement_theta_min      2.16
_cell_volume                     1429.4(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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0326
_diffrn_reflns_av_sigmaI/netI    0.0414
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7136
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    1.566
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.765
_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    1.593
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.579
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.100
_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     172
_refine_ls_number_reflns         2512
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0453
_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)+(0.0884P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1211
_refine_ls_wR_factor_ref         0.1362
_reflns_number_gt                1868
_reflns_number_total             2512
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0611140sup1.cif
_cod_data_source_block           compd2
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4332936
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.57875(5) 0.90725(6) 0.06566(3) 0.0298(2) Uani 1 1 d .
N1 N 0.7247(3) 0.8116(5) 0.00875(19) 0.0340(8) Uani 1 1 d .
H1C H 0.7111 0.6904 0.0028 0.041 Uiso 1 1 calc R
N2 N 0.7261(4) 0.9503(5) 0.1413(2) 0.0375(9) Uani 1 1 d .
H2C H 0.7571 1.0644 0.1357 0.045 Uiso 1 1 calc R
N3 N 0.4637(3) 1.0059(5) 0.13885(19) 0.0338(8) Uani 1 1 d .
H3C H 0.4142 0.9117 0.1518 0.041 Uiso 1 1 calc R
O1 O 0.4356(3) 0.8334(4) -0.00540(15) 0.0311(7) Uani 1 1 d .
O2 O 0.2964(3) 0.6751(4) -0.07848(17) 0.0428(8) Uani 1 1 d .
O3 O 0.3532(3) 0.5759(4) 0.03122(19) 0.0425(8) Uani 1 1 d .
O4 O 0.5462(3) 0.5831(4) 0.13523(19) 0.0482(8) Uani 1 1 d .
O5 O 0.1328(5) 0.5896(6) 0.1003(3) 0.0980(18) Uani 1 1 d .
O6 O 0.0386(4) 0.6828(7) 0.8772(3) 0.0867(14) Uani 1 1 d .
O7 O 0.0632(4) 0.1037(5) 0.2378(2) 0.0632(10) Uani 1 1 d .
O8 O 0.2281(4) 0.8239(6) 0.2026(2) 0.0707(12) Uani 1 1 d .
C1 C 0.7394(4) 0.8888(6) -0.0627(2) 0.0391(11) Uani 1 1 d .
H1A H 0.8211 0.8451 -0.0778 0.047 Uiso 1 1 calc R
H1B H 0.7455 1.0197 -0.0587 0.047 Uiso 1 1 calc R
C2 C 0.8523(4) 0.8333(7) 0.0529(3) 0.0467(12) Uani 1 1 d .
H2A H 0.8903 0.9500 0.0434 0.056 Uiso 1 1 calc R
H2B H 0.9126 0.7394 0.0412 0.056 Uiso 1 1 calc R
C3 C 0.8320(5) 0.8204(7) 0.1300(3) 0.0477(12) Uani 1 1 d .
H3A H 0.8067 0.6982 0.1416 0.057 Uiso 1 1 calc R
H3B H 0.9122 0.8517 0.1595 0.057 Uiso 1 1 calc R
C4 C 0.6739(5) 0.9426(6) 0.2099(3) 0.0440(12) Uani 1 1 d .
H4A H 0.7382 0.9879 0.2471 0.053 Uiso 1 1 calc R
H4B H 0.6517 0.8189 0.2211 0.053 Uiso 1 1 calc R
C5 C 0.5530(5) 1.0603(6) 0.2029(3) 0.0440(12) Uani 1 1 d .
H5A H 0.5076 1.0477 0.2447 0.053 Uiso 1 1 calc R
H5B H 0.5781 1.1864 0.1988 0.053 Uiso 1 1 calc R
C6 C 0.3724(5) 1.1588(6) 0.1191(2) 0.0398(11) Uani 1 1 d .
H6A H 0.4220 1.2586 0.1022 0.048 Uiso 1 1 calc R
H6B H 0.3355 1.2000 0.1611 0.048 Uiso 1 1 calc R
C7 C 0.3599(4) 0.6920(5) -0.0177(2) 0.0309(10) 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'
C C 0.0033 0.0016 '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'
H H 0.0000 0.0000 '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
O1 Cu N2 172.96(13) .
O1 Cu N3 97.14(13) .
N2 Cu N3 84.23(15) .
O1 Cu N1 94.20(13) .
N2 Cu N1 84.19(15) .
N3 Cu N1 168.36(14) .
O1 Cu O1 83.22(11) 3_675
N2 Cu O1 103.67(13) 3_675
N3 Cu O1 92.02(12) 3_675
N1 Cu O1 91.90(12) 3_675
C2 N1 C1 107.6(3) .
C2 N1 Cu 108.1(3) .
C1 N1 Cu 119.9(3) .
C4 N2 C3 116.8(4) .
C4 N2 Cu 108.4(3) .
C3 N2 Cu 107.5(3) .
C6 N3 C5 108.2(3) .
C6 N3 Cu 119.3(3) .
C5 N3 Cu 107.6(3) .
C7 O1 Cu 136.9(3) .
C7 O1 Cu 126.2(3) 3_675
Cu O1 Cu 96.78(11) 3_675
N1 C1 C6 114.2(4) 3_675
N1 C2 C3 109.7(4) .
N2 C3 C2 106.5(4) .
N2 C4 C5 106.1(4) .
N3 C5 C4 109.9(4) .
N3 C6 C1 114.0(4) 3_675
O2 C7 O3 122.5(4) .
O2 C7 O1 118.4(4) .
O3 C7 O1 119.1(4) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu O1 1.958(3) .
Cu N2 1.992(4) .
Cu N3 2.056(3) .
Cu N1 2.067(3) .
Cu O1 2.227(3) 3_675
N1 C2 1.481(5) .
N1 C1 1.496(6) .
N2 C4 1.466(6) .
N2 C3 1.482(6) .
N3 C6 1.487(6) .
N3 C5 1.494(6) .
O1 C7 1.306(5) .
O1 Cu 2.227(3) 3_675
O2 C7 1.268(5) .
O3 C7 1.272(5) .
C1 C6 1.522(6) 3_675
C2 C3 1.508(7) .
C4 C5 1.507(7) .
C6 C1 1.522(6) 3_675
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 C2 -175.0(3) . .
N2 Cu N1 C2 -1.9(3) . .
N3 Cu N1 C2 -7.9(8) . .
O1 Cu N1 C2 101.7(3) 3_675 .
O1 Cu N1 C1 61.3(3) . .
N2 Cu N1 C1 -125.5(3) . .
N3 Cu N1 C1 -131.6(7) . .
O1 Cu N1 C1 -22.0(3) 3_675 .
O1 Cu N2 C4 -76.0(12) . .
N3 Cu N2 C4 25.6(3) . .
N1 Cu N2 C4 -153.2(3) . .
O1 Cu N2 C4 116.3(3) 3_675 .
O1 Cu N2 C3 51.0(13) . .
N3 Cu N2 C3 152.6(3) . .
N1 Cu N2 C3 -26.2(3) . .
O1 Cu N2 C3 -116.7(3) 3_675 .
O1 Cu N3 C6 -60.5(3) . .
N2 Cu N3 C6 126.4(3) . .
N1 Cu N3 C6 132.5(7) . .
O1 Cu N3 C6 22.9(3) 3_675 .
O1 Cu N3 C5 175.9(3) . .
N2 Cu N3 C5 2.8(3) . .
N1 Cu N3 C5 8.9(8) . .
O1 Cu N3 C5 -100.7(3) 3_675 .
N2 Cu O1 C7 16.1(13) . .
N3 Cu O1 C7 -84.8(4) . .
N1 Cu O1 C7 92.6(4) . .
O1 Cu O1 C7 -176.0(4) 3_675 .
N2 Cu O1 Cu -168.0(11) . 3_675
N3 Cu O1 Cu 91.19(13) . 3_675
N1 Cu O1 Cu -91.42(13) . 3_675
O1 Cu O1 Cu 0.0 3_675 3_675
C2 N1 C1 C6 167.4(4) . 3_675
Cu N1 C1 C6 -68.7(4) . 3_675
C1 N1 C2 C3 160.2(4) . .
Cu N1 C2 C3 29.4(4) . .
C4 N2 C3 C2 170.7(4) . .
Cu N2 C3 C2 48.8(4) . .
N1 C2 C3 N2 -51.9(5) . .
C3 N2 C4 C5 -169.6(4) . .
Cu N2 C4 C5 -48.1(4) . .
C6 N3 C5 C4 -160.4(4) . .
Cu N3 C5 C4 -30.2(4) . .
N2 C4 C5 N3 51.8(5) . .
C5 N3 C6 C1 -170.0(4) . 3_675
Cu N3 C6 C1 66.7(4) . 3_675
Cu O1 C7 O2 -164.2(3) . .
Cu O1 C7 O2 20.8(5) 3_675 .
Cu O1 C7 O3 15.2(6) . .
Cu O1 C7 O3 -159.9(3) 3_675 .
