#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:00:29 +0100 (vie 25 de mar de 2016) $
#$Revision: 180055 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/01/7050186.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_7050186
loop_
_publ_author_name
'Halcrow, Malcolm A.'
'Kilner, Colin A.'
'Wolowska, Joanna'
'McInnes, Eric J. L.'
'Bridgeman, Adam J.'
_publ_section_title
;
 Temperature dependence of the electronic ground states of two
 mononuclear, six-coordinate copper(ii) centres
;
_journal_issue                   2
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              228
_journal_paper_doi               10.1039/b309071j
_journal_volume                  28
_journal_year                    2004
_chemical_formula_moiety         'C14 H14 Cu N6 O4, 2[Cl O4], 2[C3 H6 O]'
_chemical_formula_sum            'C20 H26 Cl2 Cu N6 O14'
_chemical_formula_weight         708.91
_chemical_name_common
;Bis(2,6-bis(oximomethyl)pyridine)copper(ii) diperchlorate bis-
acetone solvate
;
_chemical_name_systematic
;
Bis[2,6-bis{oximomethyl}pyridine]copper(II) diperchlorate bis-acetone
solvate
;
_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                107.2644(16)
_cell_angle_beta                 94.6164(16)
_cell_angle_gamma                105.2984(10)
_cell_formula_units_Z            2
_cell_length_a                   6.9012(2)
_cell_length_b                   13.1087(3)
_cell_length_c                   17.5759(4)
_cell_measurement_reflns_used    25848
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      3.06
_cell_volume                     1442.65(7)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEX (McArdle, 1995)'
_computing_publication_material  'local program'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       'Area detector 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  0.0552
_diffrn_reflns_av_sigmaI/netI    0.0446
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25848
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.06
_exptl_absorpt_coefficient_mu    1.020
_exptl_absorpt_correction_T_max  0.854
_exptl_absorpt_correction_T_min  0.799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Using multiple and symmetry-related data measurements via the
program SORTAV. See R.H. Blessing, Acta Cryst (1995), A51, 33-38
;
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             726
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.638
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       0.0103(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         6541
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0370
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0477P)²+0.6784P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0943
_refine_ls_wR_factor_ref         0.1003
_reflns_number_gt                5587
_reflns_number_total             6541
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b309071j.txt
_cod_data_source_block           mh68
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1442.66(6)
_cod_database_code               7050186
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 0.35657(4) 0.579284(19) 0.260728(14) 0.02959(10) Uani 1 1 d . . .
N2 N 0.5058(3) 0.73640(14) 0.29756(10) 0.0303(3) Uani 1 1 d . . .
C3 C 0.6859(3) 0.77126(18) 0.27412(13) 0.0338(4) Uani 1 1 d . . .
C4 C 0.8006(3) 0.88336(19) 0.30125(14) 0.0399(5) Uani 1 1 d . . .
H4 H 0.9279 0.9072 0.2848 0.048 Uiso 1 1 calc R . .
C5 C 0.7241(4) 0.95984(19) 0.35323(14) 0.0403(5) Uani 1 1 d . . .
H5 H 0.8000 1.0371 0.3730 0.048 Uiso 1 1 calc R . .
C6 C 0.5379(3) 0.92388(18) 0.37623(13) 0.0372(5) Uani 1 1 d . . .
H6 H 0.4841 0.9760 0.4111 0.045 Uiso 1 1 calc R . .
C7 C 0.4315(3) 0.81075(17) 0.34752(12) 0.0325(4) Uani 1 1 d . . .
C8 C 0.7429(3) 0.68042(19) 0.21914(13) 0.0370(5) Uani 1 1 d . . .
H8 H 0.8656 0.6940 0.1977 0.044 Uiso 1 1 calc R . .
N9 N 0.6190(3) 0.58146(15) 0.20134(11) 0.0353(4) Uani 1 1 d . . .
O10 O 0.6796(3) 0.50088(15) 0.14720(12) 0.0507(4) Uani 1 1 d D . .
H10 H 0.602(4) 0.442(2) 0.1438(18) 0.056(4) Uiso 1 1 d D . .
C11 C 0.2349(3) 0.75942(17) 0.36723(13) 0.0345(4) Uani 1 1 d . . .
H11 H 0.1657 0.8027 0.4017 0.041 Uiso 1 1 calc R . .
N12 N 0.1616(3) 0.65277(14) 0.33533(11) 0.0327(4) Uani 1 1 d . . .
O13 O -0.0210(3) 0.60978(14) 0.35703(11) 0.0433(4) Uani 1 1 d D . .
H13 H -0.053(4) 0.5452(19) 0.3345(18) 0.056(4) Uiso 1 1 d D . .
N14 N 0.2099(3) 0.41795(14) 0.22197(10) 0.0290(3) Uani 1 1 d . . .
C15 C 0.0796(3) 0.37013(17) 0.15053(12) 0.0312(4) Uani 1 1 d . . .
C16 C -0.0263(3) 0.25679(18) 0.12185(13) 0.0360(5) Uani 1 1 d . . .
H16 H -0.1201 0.2253 0.0723 0.043 Uiso 1 1 calc R . .
C17 C 0.0068(4) 0.19020(18) 0.16661(13) 0.0378(5) Uani 1 1 d . . .
H17 H -0.0621 0.1120 0.1475 0.045 Uiso 1 1 calc R . .
C18 C 0.1415(3) 0.23850(18) 0.23958(13) 0.0354(4) Uani 1 1 d . . .
H18 H 0.1667 0.1938 0.2708 0.043 Uiso 1 1 calc R . .
C19 C 0.2389(3) 0.35319(17) 0.26632(12) 0.0304(4) Uani 1 1 d . . .
C20 C 0.0574(3) 0.44517(18) 0.10548(13) 0.0344(4) Uani 1 1 d . . .
H20 H -0.0272 0.4177 0.0539 0.041 Uiso 1 1 calc R . .
N21 N 0.1559(3) 0.54860(15) 0.13806(10) 0.0334(4) Uani 1 1 d . . .
O22 O 0.1255(3) 0.61195(14) 0.09003(10) 0.0436(4) Uani 1 1 d D . .
H22 H 0.177(4) 0.6744(19) 0.1202(17) 0.056(4) Uiso 1 1 d D . .
C23 C 0.3781(3) 0.41101(17) 0.34373(12) 0.0324(4) Uani 1 1 d . . .
H23 H 0.3980 0.3725 0.3804 0.039 Uiso 1 1 calc R . .
N24 N 0.4720(3) 0.51498(14) 0.36028(10) 0.0322(4) Uani 1 1 d . . .
O25 O 0.6019(2) 0.56132(14) 0.43350(9) 0.0395(4) Uani 1 1 d D . .
H25 H 0.653(4) 0.6254(19) 0.4370(18) 0.056(4) Uiso 1 1 d D . .
Cl26 Cl 0.73937(8) 0.84865(4) 0.53674(3) 0.03475(13) Uani 1 1 d . . .
O27 O 0.7936(3) 0.78545(13) 0.46289(9) 0.0419(4) Uani 1 1 d . . .
O28 O 0.5204(3) 0.81514(15) 0.52971(11) 0.0495(4) Uani 1 1 d . . .
O29 O 0.8281(3) 0.82403(16) 0.60369(10) 0.0544(5) Uani 1 1 d . . .
O30 O 0.8153(2) 0.96564(13) 0.54870(10) 0.0425(4) Uani 1 1 d . . .
Cl31 Cl 0.26723(9) 0.90437(4) 0.15107(3) 0.04068(14) Uani 1 1 d . . .
O32 O 0.2321(3) 0.82381(14) 0.19387(10) 0.0555(5) Uani 1 1 d . . .
O33 O 0.4789(3) 0.96191(19) 0.16475(14) 0.0756(6) Uani 1 1 d . . .
O34 O 0.1592(4) 0.9810(2) 0.18014(17) 0.0884(8) Uani 1 1 d . . .
O35 O 0.1995(4) 0.84367(18) 0.06648(11) 0.0683(6) Uani 1 1 d . . .
O36 O -0.1861(3) 0.39052(13) 0.29241(10) 0.0434(4) Uani 1 1 d . . .
C37 C -0.2178(3) 0.32495(19) 0.33042(15) 0.0398(5) Uani 1 1 d . . .
C38 C -0.3566(4) 0.20811(19) 0.29091(16) 0.0466(6) Uani 1 1 d . . .
H38A H -0.4611 0.1922 0.3239 0.056 Uiso 1 1 calc R . .
H38B H -0.2774 0.1551 0.2858 0.056 Uiso 1 1 calc R . .
H38C H -0.4222 0.2004 0.2371 0.056 Uiso 1 1 calc R . .
C39 C -0.1225(4) 0.3577(2) 0.41679(17) 0.0545(6) Uani 1 1 d . . .
H39A H -0.0503 0.3047 0.4228 0.065 Uiso 1 1 calc R . .
H39B H -0.2289 0.3566 0.4506 0.065 Uiso 1 1 calc R . .
H39C H -0.0259 0.4334 0.4337 0.065 Uiso 1 1 calc R . .
O40 O 0.4688(3) 0.28538(14) 0.10373(10) 0.0476(4) Uani 1 1 d . . .
C41 C 0.3874(4) 0.2289(2) 0.03445(15) 0.0421(5) Uani 1 1 d . . .
C42 C 0.3647(5) 0.2800(3) -0.03051(18) 0.0605(7) Uani 1 1 d . . .
H42A H 0.4150 0.2413 -0.0779 0.073 Uiso 1 1 calc R . .
H42B H 0.4438 0.3596 -0.0103 0.073 Uiso 1 1 calc R . .
H42C H 0.2205 0.2724 -0.0457 0.073 Uiso 1 1 calc R . .
C43 C 0.3022(5) 0.1042(2) 0.00991(18) 0.0580(7) Uani 1 1 d . . .
H43A H 0.1573 0.0811 -0.0134 0.070 Uiso 1 1 calc R . .
H43B H 0.3176 0.0807 0.0574 0.070 Uiso 1 1 calc R . .
H43C H 0.3759 0.0691 -0.0304 0.070 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'
N N 0.0061 0.0033 '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'
O O 0.0106 0.0060 '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'
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
N2 Cu1 N14 178.59(7) . . ?
N2 Cu1 N9 77.76(7) . . ?
N14 Cu1 N9 100.86(7) . . ?
N2 Cu1 N12 77.64(7) . . ?
N14 Cu1 N12 103.76(7) . . ?
N9 Cu1 N12 155.36(7) . . ?
N2 Cu1 N24 103.97(7) . . ?
N14 Cu1 N24 75.86(6) . . ?
N9 Cu1 N24 95.42(6) . . ?
N12 Cu1 N24 91.81(6) . . ?
N2 Cu1 N21 104.75(6) . . ?
N14 Cu1 N21 75.41(6) . . ?
N9 Cu1 N21 89.73(7) . . ?
N12 Cu1 N21 95.18(6) . . ?
N24 Cu1 N21 151.27(6) . . ?
C7 N2 C3 120.33(19) . . ?
C7 N2 Cu1 119.89(14) . . ?
C3 N2 Cu1 119.78(14) . . ?
N2 C3 C4 121.5(2) . . ?
N2 C3 C8 113.39(19) . . ?
C4 C3 C8 125.2(2) . . ?
C3 C4 C5 118.1(2) . . ?
C6 C5 C4 120.2(2) . . ?
C7 C6 C5 118.9(2) . . ?
N2 C7 C6 121.0(2) . . ?
N2 C7 C11 113.54(18) . . ?
C6 C7 C11 125.45(19) . . ?
N9 C8 C3 116.58(19) . . ?
C8 N9 O10 113.24(18) . . ?
C8 N9 Cu1 112.47(14) . . ?
O10 N9 Cu1 134.26(14) . . ?
H10 O10 N9 106(2) . . ?
N12 C11 C7 116.15(18) . . ?
C11 N12 O13 113.28(17) . . ?
C11 N12 Cu1 112.78(14) . . ?
O13 N12 Cu1 133.93(13) . . ?
H13 O13 N12 105(2) . . ?
C19 N14 C15 119.11(18) . . ?
C19 N14 Cu1 120.26(14) . . ?
C15 N14 Cu1 120.63(13) . . ?
N14 C15 C16 121.88(18) . . ?
N14 C15 C20 116.06(18) . . ?
C16 C15 C20 122.05(19) . . ?
C17 C16 C15 118.9(2) . . ?
C16 C17 C18 119.5(2) . . ?
C17 C18 C19 118.97(19) . . ?
N14 C19 C18 121.59(19) . . ?
N14 C19 C23 116.10(18) . . ?
C18 C19 C23 122.31(18) . . ?
N21 C20 C15 117.40(19) . . ?
C20 N21 O22 112.68(17) . . ?
C20 N21 Cu1 110.44(13) . . ?
O22 N21 Cu1 136.76(13) . . ?
H22 O22 N21 102(2) . . ?
N24 C23 C19 117.65(18) . . ?
C23 N24 O25 113.34(17) . . ?
C23 N24 Cu1 109.90(13) . . ?
O25 N24 Cu1 136.56(13) . . ?
H25 O25 N24 105(2) . . ?
O30 Cl26 O29 110.04(11) . . ?
O30 Cl26 O28 110.03(10) . . ?
O29 Cl26 O28 109.56(11) . . ?
O30 Cl26 O27 109.52(10) . . ?
O29 Cl26 O27 108.70(11) . . ?
O28 Cl26 O27 108.97(10) . . ?
O34 Cl31 O33 109.88(16) . . ?
O34 Cl31 O35 111.82(16) . . ?
O33 Cl31 O35 109.16(14) . . ?
O34 Cl31 O32 108.54(13) . . ?
O33 Cl31 O32 109.60(14) . . ?
O35 Cl31 O32 107.79(11) . . ?
O36 C37 C39 122.0(2) . . ?
O36 C37 C38 120.3(2) . . ?
C39 C37 C38 117.7(2) . . ?
O40 C41 C43 121.3(2) . . ?
O40 C41 C42 122.3(2) . . ?
C43 C41 C42 116.5(2) . . ?
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 N2 1.9246(17) . ?
Cu1 N14 1.9661(17) . ?
Cu1 N9 2.1601(18) . ?
Cu1 N12 2.1624(17) . ?
Cu1 N24 2.3265(17) . ?
Cu1 N21 2.3322(17) . ?
N2 C7 1.346(3) . ?
N2 C3 1.348(3) . ?
C3 C4 1.387(3) . ?
C3 C8 1.460(3) . ?
C4 C5 1.390(3) . ?
C5 C6 1.383(3) . ?
C6 C7 1.384(3) . ?
C7 C11 1.465(3) . ?
C8 N9 1.282(3) . ?
N9 O10 1.377(2) . ?
O10 H10 0.79(2) . ?
C11 N12 1.281(3) . ?
N12 O13 1.372(2) . ?
O13 H13 0.78(2) . ?
N14 C19 1.351(3) . ?
N14 C15 1.353(3) . ?
C15 C16 1.385(3) . ?
C15 C20 1.463(3) . ?
C16 C17 1.385(3) . ?
C17 C18 1.387(3) . ?
C18 C19 1.389(3) . ?
C19 C23 1.463(3) . ?
C20 N21 1.272(3) . ?
N21 O22 1.388(2) . ?
O22 H22 0.80(2) . ?
C23 N24 1.277(3) . ?
N24 O25 1.375(2) . ?
O25 H25 0.80(2) . ?
Cl26 O30 1.4274(16) . ?
Cl26 O29 1.4414(17) . ?
Cl26 O28 1.4423(17) . ?
Cl26 O27 1.4541(16) . ?
Cl31 O34 1.407(2) . ?
Cl31 O33 1.420(2) . ?
Cl31 O35 1.4325(19) . ?
Cl31 O32 1.4511(17) . ?
O36 C37 1.224(3) . ?
C37 C39 1.491(4) . ?
C37 C38 1.494(3) . ?
O40 C41 1.217(3) . ?
C41 C43 1.496(3) . ?
C41 C42 1.502(4) . ?
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
O10 H10 O40 0.79(2) 1.90(2) 2.655(3) 159(3) .
O13 H13 O36 0.78(2) 1.88(2) 2.641(2) 166(3) .
O22 H22 O32 0.80(2) 1.92(2) 2.699(2) 166(3) .
O22 H22 O35 0.80(2) 2.63(3) 3.102(3) 119(3) .
O25 H25 O27 0.80(2) 1.96(2) 2.754(2) 171(3) .
