#------------------------------------------------------------------------------
#$Date: 2016-03-13 21:23:06 +0200 (Sun, 13 Mar 2016) $
#$Revision: 178189 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/28/1542863.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_1542863
loop_
_publ_author_name
'Hallett, Andrew J.'
'O'Brien, Thomas M.'
'Carter, Emma'
'Kariuki, Benson M.'
'Murphy, Damien M.'
'Ward, Benjamin D.'
_publ_section_title
;
 Copper(II) complexes of pyridine-oxazoline (Pyox) ligands: Coordination
 chemistry, ligand stability, and catalysis
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              86
_journal_page_last               94
_journal_paper_doi               10.1016/j.ica.2015.10.032
_journal_volume                  441
_journal_year                    2016
_chemical_formula_sum            'C18 H14 Cl Cu2 N3 O11'
_chemical_formula_weight         610.85
_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                101.62(3)
_cell_angle_beta                 100.94(3)
_cell_angle_gamma                98.19(3)
_cell_formula_units_Z            2
_cell_length_a                   8.5615(17)
_cell_length_b                   10.268(2)
_cell_length_c                   12.907(3)
_cell_measurement_reflns_used    3203
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      24.23
_cell_measurement_theta_min      2.06
_cell_volume                     1071.8(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.926
_diffrn_measured_fraction_theta_max 0.926
_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  0.0817
_diffrn_reflns_av_sigmaI/netI    0.1160
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5363
_diffrn_reflns_theta_full        24.23
_diffrn_reflns_theta_max         24.23
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    2.178
_exptl_absorpt_correction_T_max  0.9375
_exptl_absorpt_correction_T_min  0.8117
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.893
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.272
_refine_diff_density_min         -0.764
_refine_diff_density_rms         0.170
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         3203
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.1217
_refine_ls_R_factor_gt           0.0716
_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)+(0.1120P)²+5.4520P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1672
_refine_ls_wR_factor_ref         0.2111
_reflns_number_gt                2076
_reflns_number_total             3203
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            Pyox.cif
_cod_data_source_block           3
_cod_database_code               1542863
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 0.0000 -0.5000 0.5000 0.0269(5) Uani 1 2 d S . .
Cu2 Cu 0.52190(15) -0.23588(13) 0.54330(10) 0.0282(4) Uani 1 1 d . . .
Cu3 Cu 0.0000 0.0000 0.5000 0.0249(5) Uani 1 2 d S . .
Cl1 Cl 0.3328(3) 0.7015(3) 0.8878(2) 0.0332(7) Uani 1 1 d . . .
O1 O 0.3040(8) -0.3747(7) 0.5807(6) 0.0355(18) Uani 1 1 d . . .
H1A H 0.2962 -0.3210 0.6518 0.043 Uiso 1 1 calc R . .
H1B H 0.3558 -0.4501 0.5985 0.043 Uiso 1 1 calc R . .
O2 O 0.9059(8) -0.4062(7) 0.6136(6) 0.0291(17) Uani 1 1 d . . .
O3 O 0.6720(8) -0.3646(7) 0.5253(6) 0.0304(17) Uani 1 1 d . . .
O4 O 0.4020(8) -0.0887(7) 0.5561(6) 0.0296(17) Uani 1 1 d . . .
O5 O 0.2494(8) 0.0179(7) 0.4511(6) 0.0319(17) Uani 1 1 d . . .
O6 O -0.0079(8) 0.1922(7) 0.4983(5) 0.0270(16) Uani 1 1 d . . .
O7 O 0.0739(8) 0.4003(7) 0.6067(6) 0.0303(17) Uani 1 1 d . . .
O8 O 0.3981(10) 0.8175(8) 0.9749(6) 0.047(2) Uani 1 1 d . . .
O9 O 0.2714(10) 0.7443(8) 0.7903(6) 0.045(2) Uani 1 1 d . . .
O10 O 0.2031(10) 0.6203(9) 0.9140(7) 0.051(2) Uani 1 1 d . . .
O11 O 0.4563(10) 0.6243(9) 0.8689(7) 0.052(2) Uani 1 1 d . . .
N1 N 0.6472(9) -0.1886(8) 0.6960(7) 0.027(2) Uani 1 1 d . . .
N2 N 0.4119(10) -0.2765(9) 0.3873(7) 0.032(2) Uani 1 1 d . . .
N3 N 0.1182(9) 0.0790(8) 0.6522(7) 0.0241(19) Uani 1 1 d . . .
C1 C 0.7855(13) -0.3488(11) 0.6096(8) 0.028(2) Uani 1 1 d . . .
C2 C 0.7733(12) -0.2558(10) 0.7116(8) 0.026(2) Uani 1 1 d . . .
C3 C 0.8763(13) -0.2358(11) 0.8087(9) 0.033(3) Uani 1 1 d . . .
H3 H 0.9635 -0.2834 0.8160 0.039 Uiso 1 1 calc R . .
C4 C 0.8544(13) -0.1457(12) 0.8975(9) 0.037(3) Uani 1 1 d . . .
H4 H 0.9238 -0.1317 0.9671 0.045 Uiso 1 1 calc R . .
C5 C 0.7267(12) -0.0759(11) 0.8814(9) 0.032(3) Uani 1 1 d . . .
H5 H 0.7102 -0.0113 0.9403 0.039 Uiso 1 1 calc R . .
C6 C 0.6252(12) -0.1000(10) 0.7811(8) 0.026(2) Uani 1 1 d . . .
H6 H 0.5376 -0.0531 0.7717 0.031 Uiso 1 1 calc R . .
C7 C 0.3219(12) -0.0759(10) 0.4635(9) 0.026(2) Uani 1 1 d . . .
C8 C 0.3189(12) -0.1861(11) 0.3662(8) 0.027(2) Uani 1 1 d . . .
C9 C 0.2254(12) -0.1978(11) 0.2645(8) 0.031(3) Uani 1 1 d . . .
H9 H 0.1566 -0.1349 0.2523 0.038 Uiso 1 1 calc R . .
C10 C 0.2325(14) -0.3013(12) 0.1808(10) 0.040(3) Uani 1 1 d . . .
H10 H 0.1708 -0.3098 0.1095 0.048 Uiso 1 1 calc R . .
C11 C 0.3304(13) -0.3926(12) 0.2016(9) 0.036(3) Uani 1 1 d . . .
H11 H 0.3361 -0.4651 0.1445 0.044 Uiso 1 1 calc R . .
C12 C 0.4202(13) -0.3788(11) 0.3051(9) 0.034(3) Uani 1 1 d . . .
H12 H 0.4883 -0.4416 0.3190 0.041 Uiso 1 1 calc R . .
C13 C 0.0640(12) 0.2740(11) 0.5868(8) 0.026(2) Uani 1 1 d . . .
C14 C 0.1376(12) 0.2166(10) 0.6788(8) 0.025(2) Uani 1 1 d . . .
C15 C 0.2204(12) 0.2913(11) 0.7803(8) 0.030(3) Uani 1 1 d . . .
H15 H 0.2317 0.3871 0.7976 0.036 Uiso 1 1 calc R . .
C16 C 0.2865(14) 0.2265(12) 0.8561(9) 0.040(3) Uani 1 1 d . . .
H16 H 0.3448 0.2760 0.9265 0.048 Uiso 1 1 calc R . .
C17 C 0.2656(13) 0.0853(12) 0.8266(9) 0.035(3) Uani 1 1 d . . .
H17 H 0.3106 0.0381 0.8777 0.042 Uiso 1 1 calc R . .
C18 C 0.1812(12) 0.0143(11) 0.7253(8) 0.030(3) Uani 1 1 d . . .
H18 H 0.1673 -0.0816 0.7068 0.036 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'
O O 0.0106 0.0060 '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'
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
O7 Cu1 O7 180.000(1) 2_556 1_545
O7 Cu1 O2 95.9(3) 2_556 1_455
O7 Cu1 O2 84.1(3) 1_545 1_455
O7 Cu1 O2 84.1(3) 2_556 2_646
O7 Cu1 O2 95.9(3) 1_545 2_646
O2 Cu1 O2 180.000(1) 1_455 2_646
O7 Cu1 O1 102.2(3) 2_556 .
O7 Cu1 O1 77.8(3) 1_545 .
O2 Cu1 O1 97.6(3) 1_455 .
O2 Cu1 O1 82.4(3) 2_646 .
O4 Cu2 O3 170.6(3) . .
O4 Cu2 N1 97.0(3) . .
O3 Cu2 N1 82.6(3) . .
O4 Cu2 N2 83.9(3) . .
O3 Cu2 N2 95.8(3) . .
N1 Cu2 N2 175.5(3) . .
O4 Cu2 O1 88.9(3) . .
O3 Cu2 O1 100.5(3) . .
N1 Cu2 O1 93.4(3) . .
N2 Cu2 O1 91.1(3) . .
O4 Cu2 O5 77.5(2) . 2_656
O3 Cu2 O5 93.2(3) . 2_656
N1 Cu2 O5 77.1(3) . 2_656
N2 Cu2 O5 98.8(3) . 2_656
O1 Cu2 O5 162.2(2) . 2_656
N3 Cu3 N3 179.999(1) 2_556 .
N3 Cu3 O6 96.8(3) 2_556 .
N3 Cu3 O6 83.2(3) . .
N3 Cu3 O6 83.2(3) 2_556 2_556
N3 Cu3 O6 96.8(3) . 2_556
O6 Cu3 O6 180.000(1) . 2_556
N3 Cu3 O5 91.9(3) 2_556 .
N3 Cu3 O5 88.1(3) . .
O6 Cu3 O5 91.4(3) . .
O6 Cu3 O5 88.6(3) 2_556 .
N3 Cu3 O5 88.1(3) 2_556 2_556
N3 Cu3 O5 91.9(3) . 2_556
O6 Cu3 O5 88.6(3) . 2_556
O6 Cu3 O5 91.4(3) 2_556 2_556
O5 Cu3 O5 180.0(4) . 2_556
O8 Cl1 O10 109.3(5) . .
O8 Cl1 O11 110.2(5) . .
O10 Cl1 O11 110.0(5) . .
O8 Cl1 O9 109.4(5) . .
O10 Cl1 O9 109.1(5) . .
O11 Cl1 O9 108.9(5) . .
Cu2 O1 Cu1 143.2(3) . .
C1 O2 Cu1 132.0(7) . 1_655
C1 O3 Cu2 113.4(6) . .
C7 O4 Cu2 113.8(6) . .
C7 O5 Cu3 114.7(6) . .
C13 O6 Cu3 113.4(6) . .
C13 O7 Cu1 124.6(7) . 1_565
C6 N1 C2 118.4(9) . .
C6 N1 Cu2 128.6(7) . .
C2 N1 Cu2 113.0(7) . .
C8 N2 C12 119.3(9) . .
C8 N2 Cu2 111.7(7) . .
C12 N2 Cu2 129.0(8) . .
C18 N3 C14 119.8(9) . .
C18 N3 Cu3 127.9(7) . .
C14 N3 Cu3 112.3(6) . .
O2 C1 O3 125.1(9) . .
O2 C1 C2 117.4(9) . .
O3 C1 C2 117.5(9) . .
C3 C2 N1 122.7(9) . .
C3 C2 C1 124.7(9) . .
N1 C2 C1 112.6(9) . .
C2 C3 C4 119.7(10) . .
C3 C4 C5 117.7(10) . .
C6 C5 C4 120.3(10) . .
N1 C6 C5 121.3(10) . .
O5 C7 O4 124.9(10) . .
O5 C7 C8 119.3(10) . .
O4 C7 C8 115.8(9) . .
N2 C8 C9 121.9(10) . .
N2 C8 C7 114.3(9) . .
C9 C8 C7 123.7(10) . .
C10 C9 C8 119.3(10) . .
C9 C10 C11 119.0(11) . .
C10 C11 C12 120.0(11) . .
N2 C12 C11 120.5(10) . .
O7 C13 O6 125.5(9) . .
O7 C13 C14 116.5(9) . .
O6 C13 C14 117.9(9) . .
N3 C14 C15 121.4(9) . .
N3 C14 C13 113.2(9) . .
C15 C14 C13 125.4(9) . .
C16 C15 C14 119.5(10) . .
C15 C16 C17 118.0(11) . .
C18 C17 C16 120.8(10) . .
N3 C18 C17 120.4(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O7 1.940(7) 2_556
Cu1 O7 1.940(7) 1_545
Cu1 O2 1.957(7) 1_455
Cu1 O2 1.957(7) 2_646
Cu1 O1 2.644(7) .
Cu2 O4 1.942(7) .
Cu2 O3 1.982(7) .
Cu2 N1 1.984(9) .
Cu2 N2 1.987(9) .
Cu2 O1 2.368(7) .
Cu2 O5 2.735(7) 2_656
Cu3 N3 1.978(8) 2_556
Cu3 N3 1.978(8) .
Cu3 O6 1.989(7) .
Cu3 O6 1.989(7) 2_556
Cu3 O5 2.332(7) .
Cu3 O5 2.332(7) 2_556
Cl1 O8 1.423(8) .
Cl1 O10 1.426(9) .
Cl1 O11 1.438(8) .
Cl1 O9 1.446(8) .
O2 C1 1.256(12) .
O2 Cu1 1.957(7) 1_655
O3 C1 1.280(12) .
O4 C7 1.301(12) .
O5 C7 1.239(11) .
O6 C13 1.260(12) .
O7 C13 1.258(12) .
O7 Cu1 1.940(7) 1_565
N1 C6 1.339(12) .
N1 C2 1.366(12) .
N2 C8 1.342(13) .
N2 C12 1.354(13) .
N3 C18 1.335(13) .
N3 C14 1.364(12) .
C1 C2 1.494(14) .
C2 C3 1.347(15) .
C3 C4 1.382(15) .
C4 C5 1.396(15) .
C5 C6 1.368(15) .
C7 C8 1.504(15) .
C8 C9 1.375(14) .
C9 C10 1.372(16) .
C10 C11 1.376(15) .
C11 C12 1.378(16) .
C13 C14 1.503(14) .
C14 C15 1.376(15) .
C15 C16 1.372(15) .
C16 C17 1.399(16) .
C17 C18 1.368(15) .
