#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:23:48 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180137 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/34/7103402.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_7103402
loop_
_publ_author_name
'Gordon, Ross J'
'Campbell, John'
'Henderson, David K'
'Henry, Dorothy C R'
'Swart, Ronald M'
'Tasker, Peter A'
'White, Fraser J'
'Wood, Jenny L'
'Yellowlees, Lesley J'
_publ_section_title
;
 Polyacidic multiloading metal extractants.
;
_journal_issue                   39
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4801
_journal_page_last               4803
_journal_paper_doi               10.1039/b810610j
_journal_year                    2008
_chemical_compound_source        'Ross Gordon'
_chemical_formula_moiety         '[Cu2 2(C13 H16 N2 O2)], 2(C H Cl3)'
_chemical_formula_sum            'C28 H34 Cl6 Cu2 N4 O4'
_chemical_formula_weight         830.37
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.853(4)
_cell_angle_beta                 94.933(4)
_cell_angle_gamma                103.343(4)
_cell_formula_units_Z            1
_cell_length_a                   5.9794(3)
_cell_length_b                   9.9352(5)
_cell_length_c                   15.3792(9)
_cell_measurement_temperature    150(2)
_cell_volume                     871.33(8)
_computing_molecular_graphics    Shelxp
_computing_publication_material  'Platon, encifer'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'Shelxs Sheldrick'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker Smart Apex CCD'
_diffrn_measurement_method       'Sphere (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  0.0675
_diffrn_reflns_av_sigmaI/netI    0.0761
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8149
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.35
_exptl_absorpt_coefficient_mu    1.719
_exptl_absorpt_correction_T_max  0.9318
_exptl_absorpt_correction_T_min  0.6911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2'
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             422
_exptl_crystal_recrystallization_method 'Evaporation of chloroform solution'
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.053
_refine_diff_density_min         -1.163
_refine_diff_density_rms         0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.303
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3052
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.302
_refine_ls_R_factor_all          0.1073
_refine_ls_R_factor_gt           0.0957
_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)+(0.0515P)²+6.3537P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2042
_refine_ls_wR_factor_ref         0.2094
_reflns_number_gt                2750
_reflns_number_total             3052
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b810610j.txt
_cod_data_source_block           pt7052
_cod_database_code               7103402
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.96492(17) 0.45148(9) -0.09742(6) 0.0186(3) Uani 1 1 d . . .
O1 O 0.8521(9) 0.5706(5) -0.0055(4) 0.0225(13) Uani 1 1 d . . .
C1 C 0.6819(13) 0.6415(7) -0.0099(5) 0.0185(16) Uani 1 1 d . . .
C2 C 0.6279(14) 0.7136(8) 0.0681(5) 0.0213(17) Uani 1 1 d . . .
C3 C 0.4516(13) 0.7887(8) 0.0619(5) 0.0204(17) Uani 1 1 d . . .
H3 H 0.4093 0.8344 0.1146 0.024 Uiso 1 1 calc R . .
C4 C 0.3421(14) 0.7958(8) -0.0190(6) 0.0222(17) Uani 1 1 d U . .
C5 C 0.3964(14) 0.7206(8) -0.0956(5) 0.0239(18) Uani 1 1 d . . .
H5 H 0.3167 0.7208 -0.1517 0.029 Uiso 1 1 calc R . .
C6 C 0.5654(14) 0.6456(8) -0.0907(6) 0.0234(18) Uani 1 1 d . . .
H6 H 0.6012 0.5964 -0.1436 0.028 Uiso 1 1 calc R . .
C21 C 0.7338(15) 0.7241(8) 0.1560(6) 0.0255(19) Uani 1 1 d . . .
H21 H 0.6774 0.7750 0.2030 0.031 Uiso 1 1 calc R . .
N22 N 0.9039(12) 0.6680(7) 0.1759(5) 0.0248(16) Uani 1 1 d . . .
N23 N 0.9939(12) 0.6869(7) 0.2659(4) 0.0228(15) Uani 1 1 d U . .
C24 C 1.1462(14) 0.6075(8) 0.2724(6) 0.0251(18) Uani 1 1 d U . .
O25 O 1.1948(11) 0.5323(6) 0.2066(4) 0.0316(14) Uani 1 1 d U . .
C26 C 1.2403(14) 0.5969(9) 0.3640(6) 0.0253(18) Uani 1 1 d U . .
C27 C 1.497(2) 0.6023(16) 0.3669(7) 0.065(4) Uani 1 1 d . . .
H27A H 1.5595 0.5963 0.4269 0.098 Uiso 1 1 calc R . .
H27B H 1.5791 0.6909 0.3512 0.098 Uiso 1 1 calc R . .
H27C H 1.5183 0.5231 0.3246 0.098 Uiso 1 1 calc R . .
C28 C 1.2043(18) 0.7106(10) 0.4369(6) 0.040(2) Uani 1 1 d . . .
H28A H 1.2711 0.6979 0.4946 0.060 Uiso 1 1 calc R . .
H28B H 1.0381 0.7033 0.4372 0.060 Uiso 1 1 calc R . .
H28C H 1.2806 0.8036 0.4255 0.060 Uiso 1 1 calc R . .
C29 C 1.105(2) 0.4515(10) 0.3803(7) 0.049(3) Uani 1 1 d . . .
H29A H 1.1591 0.4381 0.4396 0.074 Uiso 1 1 calc R . .
H29B H 1.1318 0.3771 0.3356 0.074 Uiso 1 1 calc R . .
H29C H 0.9392 0.4476 0.3759 0.074 Uiso 1 1 calc R . .
C41 C 0.1625(15) 0.8824(8) -0.0245(6) 0.030(2) Uani 1 1 d U . .
H41A H 0.1012 0.8749 -0.0868 0.044 Uiso 1 1 calc R . .
H41B H 0.2354 0.9811 0.0009 0.044 Uiso 1 1 calc R . .
H41C H 0.0356 0.8468 0.0087 0.044 Uiso 1 1 calc R . .
Cl1S Cl -0.2146(5) 0.0521(3) 0.3310(2) 0.0631(9) Uani 1 1 d . . .
Cl2S Cl 0.2392(5) 0.1060(3) 0.43023(19) 0.0538(8) Uani 1 1 d . . .
Cl3S Cl 0.1928(6) 0.0699(3) 0.2402(2) 0.0593(8) Uani 1 1 d . . .
C1S C 0.0631(17) 0.0188(10) 0.3324(7) 0.038(2) Uani 1 1 d . . .
H1S H 0.0456 -0.0846 0.3288 0.045 Uiso 1 1 calc R . .
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'
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'
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'
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
N22 Cu1 O25 81.6(3) 2_765 2_765 ?
N22 Cu1 O1 93.1(3) 2_765 2_765 ?
O25 Cu1 O1 174.3(2) 2_765 2_765 ?
N22 Cu1 O1 173.5(3) 2_765 . ?
O25 Cu1 O1 104.9(2) 2_765 . ?
O1 Cu1 O1 80.4(2) 2_765 . ?
N22 Cu1 Cu1 134.0(2) 2_765 2_765 ?
O25 Cu1 Cu1 144.40(17) 2_765 2_765 ?
O1 Cu1 Cu1 40.86(16) 2_765 2_765 ?
O1 Cu1 Cu1 39.58(15) . 2_765 ?
C1 O1 Cu1 128.5(5) . 2_765 ?
C1 O1 Cu1 131.8(5) . . ?
Cu1 O1 Cu1 99.6(2) 2_765 . ?
O1 C1 C6 120.7(7) . . ?
O1 C1 C2 119.8(7) . . ?
C6 C1 C2 119.4(7) . . ?
C1 C2 C21 127.0(7) . . ?
C1 C2 C3 118.9(7) . . ?
C21 C2 C3 114.1(7) . . ?
C4 C3 C2 121.2(7) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 118.5(7) . . ?
C3 C4 C41 120.4(8) . . ?
C5 C4 C41 121.0(7) . . ?
C6 C5 C4 120.9(7) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C1 C6 C5 120.9(8) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
N22 C21 C2 123.9(8) . . ?
N22 C21 H21 118.0 . . ?
C2 C21 H21 118.0 . . ?
C21 N22 N23 118.1(7) . . ?
C21 N22 Cu1 127.4(6) . 2_765 ?
N23 N22 Cu1 114.3(5) . 2_765 ?
C24 N23 N22 108.2(6) . . ?
O25 C24 N23 123.3(8) . . ?
O25 C24 C26 119.2(7) . . ?
N23 C24 C26 117.1(7) . . ?
C24 O25 Cu1 112.4(5) . 2_765 ?
C24 C26 C27 109.3(8) . . ?
C24 C26 C28 113.9(7) . . ?
C27 C26 C28 109.6(8) . . ?
C24 C26 C29 105.5(7) . . ?
C27 C26 C29 110.0(9) . . ?
C28 C26 C29 108.4(8) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C4 C41 H41A 109.5 . . ?
C4 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C4 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
Cl2S C1S Cl3S 110.1(6) . . ?
Cl2S C1S Cl1S 110.9(5) . . ?
Cl3S C1S Cl1S 110.3(5) . . ?
Cl2S C1S H1S 108.4 . . ?
Cl3S C1S H1S 108.4 . . ?
Cl1S C1S H1S 108.4 . . ?
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 N22 1.906(7) 2_765 ?
Cu1 O25 1.906(6) 2_765 ?
Cu1 O1 1.916(5) 2_765 ?
Cu1 O1 1.967(5) . ?
Cu1 Cu1 2.965(2) 2_765 ?
O1 C1 1.368(9) . ?
O1 Cu1 1.916(5) 2_765 ?
C1 C6 1.382(10) . ?
C1 C2 1.402(11) . ?
C2 C21 1.420(11) . ?
C2 C3 1.430(10) . ?
C3 C4 1.375(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.399(11) . ?
C4 C41 1.528(10) . ?
C5 C6 1.391(11) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C21 N22 1.303(10) . ?
C21 H21 0.9500 . ?
N22 N23 1.410(9) . ?
N22 Cu1 1.906(7) 2_765 ?
N23 C24 1.342(9) . ?
C24 O25 1.259(10) . ?
C24 C26 1.500(12) . ?
O25 Cu1 1.906(6) 2_765 ?
C26 C27 1.521(13) . ?
C26 C28 1.531(12) . ?
C26 C29 1.552(13) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
Cl1S C1S 1.766(10) . ?
Cl2S C1S 1.740(10) . ?
Cl3S C1S 1.760(11) . ?
C1S H1S 1.0000 . ?
