#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/24/2212462.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_2212462
loop_
_publ_author_name
'Moncol, Jan'
'Maroszová, Jaroslava'
'Múdra, Marcela'
'Lis, Tadeusz'
'Koman, Marian'
_publ_section_title
;
 Aquabis(dichloroacetato-κO)bis(nicotinamide-κN)copper(II)
;
_journal_coeditor_code           BI2155
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m743
_journal_page_last               m745
_journal_paper_doi               10.1107/S1600536807006423
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu (C2 H Cl2 O2)2 (C6 H6 N2 O)2 (H2 O)]'
_chemical_formula_moiety         'C16 H16 Cl4 Cu N4 O7'
_chemical_formula_sum            'C16 H16 Cl4 Cu N4 O7'
_chemical_formula_weight         581.68
_chemical_name_systematic
;
Aquabis(dichloroacetato-\kO)bis(nicotinamide-\kN)copper(II)
;
_space_group_IT_number           86
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-P 4bc'
_symmetry_space_group_name_H-M   'P 42/n :2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.145(3)
_cell_length_b                   14.145(3)
_cell_length_c                   11.165(3)
_cell_measurement_reflns_used    5828
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      35.00
_cell_measurement_theta_min      3.41
_cell_volume                     2233.9(9)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 2003)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2003)'
_computing_data_reduction        'CrysAlis RED'
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  'enCIFer (Allen et al.,  2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al.,  1999)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Kuma KM-4 CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'large-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_sigmaI/netI    0.0530
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            22722
_diffrn_reflns_theta_full        33.00
_diffrn_reflns_theta_max         35.00
_diffrn_reflns_theta_min         3.41
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.503
_exptl_absorpt_correction_T_max  0.799
_exptl_absorpt_correction_T_min  0.426
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(CrysAlis RED; Oxford Diffraction, 2003)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1172
_exptl_crystal_size_max          0.84
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.46
_refine_diff_density_min         -0.31
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         4847
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0902
_refine_ls_R_factor_gt           0.0354
_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)+(0.031P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0702
_refine_ls_wR_factor_ref         0.0773
_reflns_number_gt                2650
_reflns_number_total             4847
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bi2155.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 42/n'
_cod_database_code               2212462
_cod_database_fobs_code          2212462
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y, x+1/2, z+1/2'
'y+1/2, -x, z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y, -x-1/2, -z-1/2'
'-y-1/2, x, -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
Cu Cu 0.7500 0.2500 0.42261(2) 0.02337(7) Uani d S 1
Cl Cl1 1.08185(3) 0.25658(4) 0.35906(5) 0.05667(14) Uani d . 1
Cl Cl2 1.11889(3) 0.30776(3) 0.60607(5) 0.05210(13) Uani d . 1
N N1 0.80469(8) 0.12079(8) 0.42602(10) 0.0251(2) Uani d . 1
O O1 0.87848(7) 0.30854(7) 0.43491(9) 0.0302(2) Uani d . 1
O O2 0.92327(8) 0.23875(8) 0.60474(10) 0.0382(3) Uani d . 1
O O1W 0.7500 0.2500 0.22185(14) 0.0408(4) Uani d SD 1
O O3 0.98843(9) 0.05744(9) 0.15707(11) 0.0472(3) Uani d . 1
C C1 0.87198(10) 0.10043(10) 0.34600(12) 0.0271(3) Uani d . 1
H H1 0.8900 0.1472 0.2921 0.032 Uiso calc R 1
C C2 0.91601(10) 0.01363(10) 0.33934(13) 0.0284(3) Uani d . 1
C C3 0.88986(13) -0.05471(11) 0.42197(15) 0.0410(4) Uani d . 1
H H3 0.9197 -0.1133 0.4225 0.049 Uiso calc R 1
C C4 0.81941(12) -0.03496(11) 0.50308(16) 0.0430(4) Uani d . 1
H H4 0.8000 -0.0808 0.5576 0.052 Uiso calc R 1
C C5 0.77787(11) 0.05279(11) 0.50317(13) 0.0335(4) Uani d . 1
H H5 0.7300 0.0655 0.5579 0.040 Uiso calc R 1
C C6 0.98538(11) -0.00055(11) 0.23910(13) 0.0338(4) Uani d . 1
C C7 0.93890(10) 0.28495(9) 0.51436(13) 0.0264(3) Uani d . 1
C C8 1.03918(10) 0.32035(11) 0.48552(14) 0.0340(3) Uani d . 1
H H8 1.0355 0.3875 0.4643 0.041 Uiso calc R 1
N N2 1.03989(10) -0.07704(10) 0.24351(12) 0.0474(4) Uani d . 1
H H2A 1.0798 -0.0880 0.1871 0.057 Uiso calc R 1
H H2B 1.0352 -0.1156 0.3028 0.057 Uiso calc R 1
H H1W 0.7546(16) 0.2966(9) 0.1786(16) 0.071 Uiso d 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'
Cu Cu 0.3201 1.2651 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Cu N1 2_655 . 177.80(7) y
N1 Cu O1 2_655 . 88.38(4) ?
N1 Cu O1 . . 91.47(4) y
N1 Cu O1 2_655 2_655 91.47(4) ?
N1 Cu O1 . 2_655 88.38(4) ?
O1 Cu O1 . 2_655 172.13(6) y
N1 Cu O1W 2_655 . 91.10(3) ?
N1 Cu O1W . . 91.10(3) y
O1 Cu O1W . . 93.93(3) y
O1 Cu O1W 2_655 . 93.93(3) ?
C1 N1 C5 . . 118.33(12) ?
C1 N1 Cu . . 117.58(9) ?
C5 N1 Cu . . 124.09(10) ?
C7 O1 Cu . . 123.20(9) ?
Cu O1W H1W . . 126.1(15) ?
N1 C1 C2 . . 123.33(13) ?
N1 C1 H1 . . 118.3 ?
C2 C1 H1 . . 118.3 ?
C1 C2 C3 . . 117.68(13) ?
C1 C2 C6 . . 117.01(13) ?
C3 C2 C6 . . 125.24(13) ?
C4 C3 C2 . . 119.33(14) ?
C4 C3 H3 . . 120.3 ?
C2 C3 H3 . . 120.3 ?
C5 C4 C3 . . 119.61(15) ?
C5 C4 H4 . . 120.2 ?
C3 C4 H4 . . 120.2 ?
N1 C5 C4 . . 121.66(13) ?
N1 C5 H5 . . 119.2 ?
C4 C5 H5 . . 119.2 ?
O3 C6 N2 . . 123.36(14) ?
O3 C6 C2 . . 119.25(13) ?
N2 C6 C2 . . 117.38(13) ?
O2 C7 O1 . . 126.33(13) ?
O2 C7 C8 . . 120.91(13) ?
O1 C7 C8 . . 112.76(12) ?
C7 C8 Cl2 . . 113.37(11) ?
C7 C8 Cl1 . . 108.28(10) ?
Cl2 C8 Cl1 . . 109.69(8) ?
C7 C8 H8 . . 108.5 ?
Cl2 C8 H8 . . 108.5 ?
Cl1 C8 H8 . . 108.5 ?
C6 N2 H2A . . 120.0 ?
C6 N2 H2B . . 120.0 ?
H2A N2 H2B . . 120.0 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu N1 2_655 1.9850(12) ?
Cu N1 . 1.9850(12) y
Cu O1 . 2.0018(11) y
Cu O1 2_655 2.0019(11) ?
Cu O1W . 2.2415(17) y
Cl1 C8 . 1.7809(17) ?
Cl2 C8 . 1.7649(17) ?
N1 C1 . 1.3369(18) ?
N1 C5 . 1.3457(18) ?
O1 C7 . 1.2762(17) ?
O2 C7 . 1.2224(17) ?
O3 C6 . 1.2302(18) ?
C1 C2 . 1.379(2) ?
C1 H1 . 0.930 ?
C2 C3 . 1.386(2) ?
C2 C6 . 1.502(2) ?
C3 C4 . 1.375(2) ?
C3 H3 . 0.930 ?
C4 C5 . 1.373(2) ?
C4 H4 . 0.930 ?
C5 H5 . 0.930 ?
C6 N2 . 1.3295(19) ?
C7 C8 . 1.538(2) ?
C8 H8 . 0.980 ?
N2 H2A . 0.860 ?
N2 H2B . 0.860 ?
O1W H1W . 0.820(10) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H2A O1 8_746 0.86 2.14 2.994(2) 172
N2 H2B O2 5_756 0.86 2.11 2.894(2) 152
O1W H1W O2 3_644 0.820(10) 1.980(10) 2.7820(10) 168.0(10)
C8 H8 O3 7_676 0.98 2.24 3.149(2) 154
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion
O1 Cu N1 C1 . -53.80(11)
O1 Cu N1 C1 2_655 134.07(11)
O1W Cu N1 C1 . 40.16(10)
O1 Cu N1 C5 . 126.57(12)
O1 Cu N1 C5 2_655 -45.56(12)
O1W Cu N1 C5 . -139.46(12)
N1 Cu O1 C7 2_655 127.04(11)
N1 Cu O1 C7 . -50.76(11)
O1W Cu O1 C7 . -141.97(11)
C5 N1 C1 C2 . -0.7(2)
Cu N1 C1 C2 . 179.62(11)
N1 C1 C2 C3 . -1.4(2)
N1 C1 C2 C6 . 175.85(14)
C1 C2 C3 C4 . 2.6(3)
C6 C2 C3 C4 . -174.40(17)
C2 C3 C4 C5 . -1.8(3)
C1 N1 C5 C4 . 1.6(2)
Cu N1 C5 C4 . -178.74(12)
C3 C4 C5 N1 . -0.4(3)
C1 C2 C6 O3 . -12.2(2)
C3 C2 C6 O3 . 164.79(17)
C1 C2 C6 N2 . 168.72(15)
C3 C2 C6 N2 . -14.3(2)
Cu O1 C7 O2 . -14.3(2)
Cu O1 C7 C8 . 165.07(9)
O2 C7 C8 Cl2 . -11.56(18)
O1 C7 C8 Cl2 . 168.99(10)
O2 C7 C8 Cl1 . 110.40(14)
O1 C7 C8 Cl1 . -69.05(14)
