#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:00:29 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180055 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/01/7050187.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_7050187
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                107.2649(14)
_cell_angle_beta                 94.1119(11)
_cell_angle_gamma                105.6603(10)
_cell_formula_units_Z            2
_cell_length_a                   6.8580(2)
_cell_length_b                   13.0630(3)
_cell_length_c                   17.5689(5)
_cell_measurement_reflns_used    24468
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      3.07
_cell_volume                     1427.36(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      100(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_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  0.0851
_diffrn_reflns_av_sigmaI/netI    0.0578
_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            24468
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    1.031
_exptl_absorpt_correction_T_max  0.798
_exptl_absorpt_correction_T_min  0.654
_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    1.649
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             726
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.756
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       0.0067(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         6413
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0393
_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)+(0.0653P)²+0.2543P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1066
_refine_ls_wR_factor_ref         0.1140
_reflns_number_gt                5356
_reflns_number_total             6413
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b309071j.txt
_cod_data_source_block           mh68100
_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_database_code               7050187
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) 0.580253(19) 0.260301(14) 0.02407(11) Uani 1 1 d . . .
N2 N 0.5094(3) 0.73808(14) 0.29639(10) 0.0253(4) Uani 1 1 d . . .
C3 C 0.6909(3) 0.77196(18) 0.27232(12) 0.0269(4) Uani 1 1 d . . .
C4 C 0.8081(3) 0.88458(18) 0.29928(13) 0.0311(5) Uani 1 1 d . . .
H4 H 0.9364 0.9081 0.2824 0.037 Uiso 1 1 calc R . .
C5 C 0.7332(3) 0.96181(18) 0.35139(13) 0.0309(5) Uani 1 1 d . . .
H5 H 0.8111 1.0392 0.3709 0.037 Uiso 1 1 calc R . .
C6 C 0.5445(3) 0.92657(17) 0.37519(13) 0.0293(5) Uani 1 1 d . . .
H6 H 0.4914 0.9792 0.4104 0.035 Uiso 1 1 calc R . .
C7 C 0.4356(3) 0.81274(17) 0.34641(12) 0.0259(4) Uani 1 1 d . . .
C8 C 0.7455(3) 0.68008(18) 0.21708(13) 0.0298(5) Uani 1 1 d . . .
H8 H 0.8685 0.6930 0.1948 0.036 Uiso 1 1 calc R . .
N9 N 0.6197(3) 0.58127(15) 0.20020(11) 0.0285(4) Uani 1 1 d . . .
O10 O 0.6773(3) 0.50001(14) 0.14564(11) 0.0380(4) Uani 1 1 d D . .
H10 H 0.598(4) 0.4421(18) 0.1378(16) 0.038(4) Uiso 1 1 d D . .
C11 C 0.2370(3) 0.76184(17) 0.36671(12) 0.0277(4) Uani 1 1 d . . .
H11 H 0.1682 0.8056 0.4015 0.033 Uiso 1 1 calc R . .
N12 N 0.1615(3) 0.65459(14) 0.33468(11) 0.0265(4) Uani 1 1 d . . .
O13 O -0.0223(2) 0.61143(13) 0.35672(10) 0.0338(4) Uani 1 1 d D . .
H13 H -0.057(4) 0.5489(17) 0.3371(16) 0.038(4) Uiso 1 1 d D . .
N14 N 0.2055(3) 0.41793(14) 0.22218(10) 0.0240(4) Uani 1 1 d . . .
C15 C 0.0754(3) 0.37024(17) 0.15118(12) 0.0256(4) Uani 1 1 d . . .
C16 C -0.0340(3) 0.25612(18) 0.12305(13) 0.0285(4) Uani 1 1 d . . .
H16 H -0.1279 0.2244 0.0736 0.034 Uiso 1 1 calc R . .
C17 C -0.0036(3) 0.18939(18) 0.16837(13) 0.0291(5) Uani 1 1 d . . .
H17 H -0.0753 0.1110 0.1499 0.035 Uiso 1 1 calc R . .
C18 C 0.1323(3) 0.23802(17) 0.24089(13) 0.0271(4) Uani 1 1 d . . .
H18 H 0.1565 0.1932 0.2722 0.033 Uiso 1 1 calc R . .
C19 C 0.2328(3) 0.35344(17) 0.26725(12) 0.0256(4) Uani 1 1 d . . .
C20 C 0.0558(3) 0.44476(18) 0.10557(12) 0.0277(4) Uani 1 1 d . . .
H20 H -0.0286 0.4169 0.0541 0.033 Uiso 1 1 calc R . .
N21 N 0.1566(3) 0.54878(14) 0.13765(10) 0.0267(4) Uani 1 1 d . . .
O22 O 0.1278(3) 0.61189(13) 0.08894(10) 0.0332(4) Uani 1 1 d D . .
H22 H 0.179(4) 0.6744(18) 0.1180(15) 0.038(4) Uiso 1 1 d D . .
C23 C 0.3726(3) 0.41152(17) 0.34425(13) 0.0266(4) Uani 1 1 d . . .
H23 H 0.3906 0.3731 0.3811 0.032 Uiso 1 1 calc R . .
N24 N 0.4699(3) 0.51575(14) 0.36029(10) 0.0260(4) Uani 1 1 d . . .
O25 O 0.6000(2) 0.56200(13) 0.43307(9) 0.0309(3) Uani 1 1 d D . .
H25 H 0.665(4) 0.6210(18) 0.4347(16) 0.038(4) Uiso 1 1 d D . .
Cl26 Cl 0.73515(8) 0.84907(4) 0.53465(3) 0.02649(13) Uani 1 1 d . . .
O27 O 0.7933(2) 0.78732(12) 0.46097(9) 0.0322(3) Uani 1 1 d . . .
O28 O 0.5142(2) 0.81472(13) 0.52666(10) 0.0358(4) Uani 1 1 d . . .
O29 O 0.8202(3) 0.82202(14) 0.60131(10) 0.0379(4) Uani 1 1 d . . .
O30 O 0.8140(2) 0.96755(12) 0.54834(9) 0.0324(4) Uani 1 1 d . . .
Cl31 Cl 0.27694(9) 0.90563(4) 0.14994(3) 0.03066(14) Uani 1 1 d . . .
O32 O 0.2384(3) 0.82468(13) 0.19337(10) 0.0401(4) Uani 1 1 d . . .
O33 O 0.4916(3) 0.96226(16) 0.16287(12) 0.0512(5) Uani 1 1 d . . .
O34 O 0.1684(3) 0.98411(16) 0.17861(13) 0.0550(5) Uani 1 1 d . . .
O35 O 0.2051(3) 0.84391(15) 0.06522(10) 0.0473(5) Uani 1 1 d . . .
O36 O -0.1938(2) 0.39152(12) 0.29163(10) 0.0330(4) Uani 1 1 d . . .
C37 C -0.2250(3) 0.32577(18) 0.33010(14) 0.0299(5) Uani 1 1 d . . .
C38 C -0.3689(4) 0.20860(18) 0.29125(14) 0.0341(5) Uani 1 1 d . . .
H38A H -0.4758 0.1944 0.3243 0.041 Uiso 1 1 calc R . .
H38B H -0.2922 0.1543 0.2869 0.041 Uiso 1 1 calc R . .
H38C H -0.4326 0.2006 0.2372 0.041 Uiso 1 1 calc R . .
C39 C -0.1242(4) 0.3581(2) 0.41570(15) 0.0401(6) Uani 1 1 d . . .
H39A H -0.0532 0.3039 0.4204 0.048 Uiso 1 1 calc R . .
H39B H -0.2285 0.3580 0.4510 0.048 Uiso 1 1 calc R . .
H39C H -0.0247 0.4335 0.4318 0.048 Uiso 1 1 calc R . .
O40 O 0.4629(2) 0.28387(13) 0.10389(9) 0.0358(4) Uani 1 1 d . . .
C41 C 0.3803(4) 0.22792(19) 0.03476(14) 0.0328(5) Uani 1 1 d . . .
C42 C 0.3603(4) 0.2798(2) -0.02982(16) 0.0446(6) Uani 1 1 d . . .
H42A H 0.4141 0.2422 -0.0768 0.053 Uiso 1 1 calc R . .
H42B H 0.4385 0.3601 -0.0090 0.053 Uiso 1 1 calc R . .
H42C H 0.2154 0.2712 -0.0458 0.053 Uiso 1 1 calc R . .
C43 C 0.2903(4) 0.10230(19) 0.00999(16) 0.0420(6) Uani 1 1 d . . .
H43A H 0.1473 0.0799 -0.0163 0.050 Uiso 1 1 calc R . .
H43B H 0.2953 0.0787 0.0579 0.050 Uiso 1 1 calc R . .
H43C H 0.3695 0.0663 -0.0278 0.050 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 178.69(7) . . ?
N2 Cu1 N12 77.77(7) . . ?
N14 Cu1 N12 103.53(7) . . ?
N2 Cu1 N9 77.74(7) . . ?
N14 Cu1 N9 100.96(7) . . ?
N12 Cu1 N9 155.46(7) . . ?
N2 Cu1 N24 104.00(6) . . ?
N14 Cu1 N24 75.91(6) . . ?
N12 Cu1 N24 91.76(6) . . ?
N9 Cu1 N24 95.66(6) . . ?
N2 Cu1 N21 104.85(6) . . ?
N14 Cu1 N21 75.23(6) . . ?
N12 Cu1 N21 95.34(6) . . ?
N9 Cu1 N21 89.37(7) . . ?
N24 Cu1 N21 151.13(6) . . ?
C7 N2 C3 120.75(18) . . ?
C7 N2 Cu1 119.65(14) . . ?
C3 N2 Cu1 119.59(14) . . ?
N2 C3 C4 121.1(2) . . ?
N2 C3 C8 113.38(18) . . ?
C4 C3 C8 125.5(2) . . ?
C5 C4 C3 118.3(2) . . ?
C4 C5 C6 120.3(2) . . ?
C7 C6 C5 118.5(2) . . ?
N2 C7 C6 121.0(2) . . ?
N2 C7 C11 113.72(18) . . ?
C6 C7 C11 125.24(19) . . ?
N9 C8 C3 116.6(2) . . ?
C8 N9 O10 113.28(18) . . ?
C8 N9 Cu1 112.65(15) . . ?
O10 N9 Cu1 134.02(13) . . ?
N9 O10 H10 109(2) . . ?
N12 C11 C7 115.98(19) . . ?
C11 N12 O13 113.47(17) . . ?
C11 N12 Cu1 112.87(15) . . ?
O13 N12 Cu1 133.64(12) . . ?
N12 O13 H13 109(2) . . ?
C15 N14 C19 119.53(17) . . ?
C15 N14 Cu1 120.54(13) . . ?
C19 N14 Cu1 119.93(14) . . ?
N14 C15 C16 121.76(19) . . ?
N14 C15 C20 116.38(17) . . ?
C16 C15 C20 121.86(18) . . ?
C17 C16 C15 118.87(19) . . ?
C16 C17 C18 119.43(19) . . ?
C17 C18 C19 119.14(19) . . ?
N14 C19 C18 121.22(18) . . ?
N14 C19 C23 116.37(17) . . ?
C18 C19 C23 122.41(18) . . ?
N21 C20 C15 117.26(18) . . ?
C20 N21 O22 112.48(17) . . ?
C20 N21 Cu1 110.51(13) . . ?
O22 N21 Cu1 136.89(13) . . ?
N21 O22 H22 103(2) . . ?
N24 C23 C19 117.78(18) . . ?
C23 N24 O25 113.36(16) . . ?
C23 N24 Cu1 109.75(13) . . ?
O25 N24 Cu1 136.68(12) . . ?
N24 O25 H25 107(2) . . ?
O30 Cl26 O28 110.41(10) . . ?
O30 Cl26 O29 110.01(10) . . ?
O28 Cl26 O29 109.26(10) . . ?
O30 Cl26 O27 109.56(9) . . ?
O28 Cl26 O27 109.05(10) . . ?
O29 Cl26 O27 108.51(10) . . ?
O34 Cl31 O33 110.30(12) . . ?
O34 Cl31 O35 110.71(13) . . ?
O33 Cl31 O35 109.77(12) . . ?
O34 Cl31 O32 108.76(11) . . ?
O33 Cl31 O32 109.60(12) . . ?
O35 Cl31 O32 107.64(10) . . ?
O36 C37 C39 122.2(2) . . ?
O36 C37 C38 119.9(2) . . ?
C39 C37 C38 117.9(2) . . ?
O40 C41 C43 121.2(2) . . ?
O40 C41 C42 122.3(2) . . ?
C43 C41 C42 116.4(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 1.9270(17) . ?
Cu1 N14 1.9724(17) . ?
Cu1 N12 2.1539(18) . ?
Cu1 N9 2.1540(18) . ?
Cu1 N24 2.3315(17) . ?
Cu1 N21 2.3322(17) . ?
N2 C7 1.342(3) . ?
N2 C3 1.347(3) . ?
C3 C4 1.389(3) . ?
C3 C8 1.458(3) . ?
C4 C5 1.385(3) . ?
C5 C6 1.389(3) . ?
C6 C7 1.387(3) . ?
C7 C11 1.465(3) . ?
C8 N9 1.278(3) . ?
N9 O10 1.371(2) . ?
O10 H10 0.77(2) . ?
C11 N12 1.283(3) . ?
N12 O13 1.368(2) . ?
O13 H13 0.75(2) . ?
N14 C15 1.349(3) . ?
N14 C19 1.353(3) . ?
C15 C16 1.391(3) . ?
C15 C20 1.458(3) . ?
C16 C17 1.387(3) . ?
C17 C18 1.388(3) . ?
C18 C19 1.393(3) . ?
C19 C23 1.462(3) . ?
C20 N21 1.274(3) . ?
N21 O22 1.391(2) . ?
O22 H22 0.79(2) . ?
C23 N24 1.278(3) . ?
N24 O25 1.372(2) . ?
O25 H25 0.77(2) . ?
Cl26 O30 1.4334(15) . ?
Cl26 O28 1.4429(17) . ?
Cl26 O29 1.4477(16) . ?
Cl26 O27 1.4537(16) . ?
Cl31 O34 1.4207(19) . ?
Cl31 O33 1.4248(19) . ?
Cl31 O35 1.4409(17) . ?
Cl31 O32 1.4584(16) . ?
O36 C37 1.227(3) . ?
C37 C39 1.495(3) . ?
C37 C38 1.500(3) . ?
O40 C41 1.217(3) . ?
C41 C43 1.501(3) . ?
C41 C42 1.500(3) . ?
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 0.77(2) 1.91(2) 2.655(2) 163(3) .
O13 H13 O36 0.75(2) 1.90(2) 2.642(2) 170(3) .
O22 H22 O32 0.79(2) 1.93(2) 2.703(2) 167(3) .
O22 H22 O35 0.79(2) 2.61(3) 3.091(2) 121(2) .
O25 H25 O27 0.77(2) 2.00(2) 2.758(2) 165(3) .
