#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/63/2016323.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2016323
loop_
_publ_author_name
'Lennartson, Anders'
'Wiklund, Tove'
'Håkansson, Mikael'
_publ_section_title
;
 In search of conformationally chiral square-planar complexes:
 dichloridobis(2-methoxypyridine-κN)copper(II)
;
_journal_coeditor_code           GD3150
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m550
_journal_page_last               m552
_journal_paper_doi               10.1107/S0108270107048706
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu Cl2 (C6 H7 N1 O1)2]'
_chemical_formula_moiety         'C12 H14 Cl2 Cu N2 O2'
_chemical_formula_sum            'C12 H14 Cl2 Cu N2 O2'
_chemical_formula_weight         352.69
_chemical_name_systematic        dichloridobis(2-methoxypyridine-\kN)copper(II)
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 95.435(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.5303(19)
_cell_length_b                   8.0531(13)
_cell_length_c                   16.977(3)
_cell_measurement_reflns_used    2762
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.99
_cell_measurement_theta_min      1.94
_cell_volume                     1433.2(4)
_computing_cell_refinement       'CrystalClear(Rigaku, 2000)'
_computing_data_collection       'CrystalClear(Rigaku, 2000)'
_computing_data_reduction        'CrystalClear(Rigaku, 2000)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al.,  1993)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 105
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Rigaku R-AXIS IIC image-plate system'
_diffrn_measurement_method       φ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9641
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         1.94
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.894
_exptl_absorpt_correction_T_max  0.827
_exptl_absorpt_correction_T_min  0.511
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2000)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             716
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.312
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2762
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0228
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0333P)²+0.3122P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0592
_refine_ls_wR_factor_ref         0.0600
_reflns_number_gt                2534
_reflns_number_total             2762
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            gd3150.cif
_cod_data_source_block           I
_cod_original_sg_symbol_Hall     -P2ybc
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2016323
_cod_database_fobs_code          2016323
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
C C1 0.32200(15) 0.1880(2) 0.77564(10) 0.0121(3) Uani d . 1
C C2 0.36889(16) 0.2044(2) 0.85480(10) 0.0157(3) Uani d . 1
H H2 0.3650 0.1169 0.8902 0.019 Uiso calc R 1
C C3 0.42149(15) 0.3560(2) 0.87870(10) 0.0174(4) Uani d . 1
H H3 0.4523 0.3719 0.9313 0.021 Uiso calc R 1
C C4 0.42856(15) 0.4848(2) 0.82464(10) 0.0171(3) Uani d . 1
H H4 0.4642 0.5868 0.8401 0.021 Uiso calc R 1
C C5 0.38097(15) 0.4559(2) 0.74759(10) 0.0156(3) Uani d . 1
H H5 0.3859 0.5405 0.7107 0.019 Uiso calc R 1
C C6 0.26005(17) -0.0946(2) 0.79050(11) 0.0227(4) Uani d . 1
H H6A 0.2185 -0.1827 0.7598 0.034 Uiso calc R 1
H H6B 0.2127 -0.0697 0.8346 0.034 Uiso calc R 1
H H6C 0.3449 -0.1286 0.8095 0.034 Uiso calc R 1
C C7 0.18376(14) 0.0160(2) 0.49928(9) 0.0129(3) Uani d . 1
C C8 0.13283(16) -0.0604(2) 0.42955(10) 0.0173(3) Uani d . 1
H H8 0.1425 -0.1739 0.4220 0.021 Uiso calc R 1
C C9 0.06774(16) 0.0365(2) 0.37196(10) 0.0193(4) Uani d . 1
H H9 0.0333 -0.0113 0.3248 0.023 Uiso calc R 1
C C10 0.05399(16) 0.2059(2) 0.38470(10) 0.0182(4) Uani d . 1
H H10 0.0119 0.2733 0.3461 0.022 Uiso calc R 1
C C11 0.10439(16) 0.2713(2) 0.45610(10) 0.0148(3) Uani d . 1
H H11 0.0935 0.3839 0.4655 0.018 Uiso calc R 1
C C12 0.27145(18) -0.2374(2) 0.55302(12) 0.0217(4) Uani d . 1
H H12A 0.3197 -0.2777 0.5999 0.033 Uiso calc R 1
H H12B 0.3176 -0.2584 0.5079 0.033 Uiso calc R 1
H H12C 0.1906 -0.2933 0.5463 0.033 Uiso calc R 1
N N1 0.32771(13) 0.31104(17) 0.72339(8) 0.0127(3) Uani d . 1
N N2 0.16870(12) 0.17876(17) 0.51277(8) 0.0116(3) Uani d . 1
O O1 0.26626(11) 0.05092(14) 0.74182(7) 0.0179(3) Uani d . 1
O O2 0.25091(11) -0.06107(14) 0.56033(7) 0.0170(3) Uani d . 1
Cl Cl1 0.43000(4) 0.34400(5) 0.56227(2) 0.01579(10) Uani d . 1
Cl Cl2 0.06144(4) 0.38706(5) 0.64643(2) 0.01815(11) Uani d . 1
Cu Cu1 0.246952(17) 0.27789(2) 0.613548(11) 0.00970(8) Uani d . 1
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_publ_flag
N1 C1 O1 111.64(14) ?
N1 C1 C2 122.45(15) ?
O1 C1 C2 125.91(15) ?
C3 C2 C1 117.46(16) ?
C3 C2 H2 121.3 ?
C1 C2 H2 121.3 ?
C2 C3 C4 120.57(15) ?
C2 C3 H3 119.7 ?
C4 C3 H3 119.7 ?
C5 C4 C3 117.63(15) ?
C5 C4 H4 121.2 ?
C3 C4 H4 121.2 ?
N1 C5 C4 122.82(16) ?
N1 C5 H5 118.6 ?
C4 C5 H5 118.6 ?
O1 C6 H6A 109.5 ?
O1 C6 H6B 109.5 ?
H6A C6 H6B 109.5 ?
O1 C6 H6C 109.5 ?
H6A C6 H6C 109.5 ?
H6B C6 H6C 109.5 ?
N2 C7 O2 112.32(14) ?
N2 C7 C8 122.21(15) ?
O2 C7 C8 125.46(15) ?
C9 C8 C7 118.46(16) ?
C9 C8 H8 120.8 ?
C7 C8 H8 120.8 ?
C8 C9 C10 119.73(16) ?
C8 C9 H9 120.1 ?
C10 C9 H9 120.1 ?
C11 C10 C9 118.28(16) ?
C11 C10 H10 120.9 ?
C9 C10 H10 120.9 ?
N2 C11 C10 122.77(16) ?
N2 C11 H11 118.6 ?
C10 C11 H11 118.6 ?
O2 C12 H12A 109.5 ?
O2 C12 H12B 109.5 ?
H12A C12 H12B 109.5 ?
O2 C12 H12C 109.5 ?
H12A C12 H12C 109.5 ?
H12B C12 H12C 109.5 ?
C1 N1 C5 119.06(14) ?
C1 N1 Cu1 118.70(11) ?
C5 N1 Cu1 122.12(11) ?
C7 N2 C11 118.52(14) ?
C7 N2 Cu1 119.43(11) ?
C11 N2 Cu1 122.01(11) ?
C1 O1 C6 117.56(13) ?
C7 O2 C12 117.28(14) ?
N1 Cu1 N2 164.05(5) y
N1 Cu1 Cl1 91.43(4) y
N2 Cu1 Cl1 93.57(4) y
N1 Cu1 Cl2 91.09(4) y
N2 Cu1 Cl2 94.08(4) y
Cl1 Cu1 Cl2 142.640(19) y
O2 Cu1 N2 50.79(5) y
O2 Cu1 Cl1 93.70(3) y
O2 Cu1 Cl2 119.03(3) y
O2 Cu1 N1 113.79(3) y
O2 Cu1 O1 68.13(3) y
O1 Cu1 N2 113.24(5) y
O1 Cu1 N1 51.28(5) y
O1 Cu1 Cl2 93.55(3) y
O1 Cu1 Cl1 116.58(3) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 1.335(2) ?
C1 O1 1.353(2) ?
C1 C2 1.393(2) ?
C2 C3 1.385(2) ?
C2 H2 0.9300 ?
C3 C4 1.392(2) ?
C3 H3 0.9300 ?
C4 C5 1.376(2) ?
C4 H4 0.9300 ?
C5 N1 1.342(2) ?
C5 H5 0.9300 ?
C6 O1 1.439(2) ?
C6 H6A 0.9600 ?
C6 H6B 0.9600 ?
C6 H6C 0.9600 ?
C7 N2 1.343(2) ?
C7 O2 1.349(2) ?
C7 C8 1.395(2) ?
C8 C9 1.381(2) ?
C8 H8 0.9300 ?
C9 C10 1.391(3) ?
C9 H9 0.9300 ?
C10 C11 1.381(2) ?
C10 H10 0.9300 ?
C11 N2 1.348(2) ?
C11 H11 0.9300 ?
C12 O2 1.444(2) ?
C12 H12A 0.9600 ?
C12 H12B 0.9600 ?
C12 H12C 0.9600 ?
N1 Cu1 1.9929(14) y
N2 Cu1 1.9941(13) y
Cl1 Cu1 2.2527(5) y
Cl2 Cu1 2.2599(5) y
Cu1 O1 2.8350(10) y
Cu1 O2 2.8770(10) y
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C3 H3 Cl1 4_565 4_565 0.930 2.850 3.501(2) 128.20
C4 H4 Cl1 2_646 2_646 0.930 2.816 3.705(2) 160.38
C8 H8 Cl2 3_556 3_556 0.930 2.904 3.503(2) 123.34
C10 H10 Cl2 3_566 3_566 0.930 2.848 3.519(2) 129.94
