#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/19/8101915.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_8101915
loop_
_publ_author_name
'Ma, J.-Y.'
'Wu, T.-X.'
'She, X.-G.'
'Pan, X.-F.'
_publ_section_title
;
Crystal structure of dichloro((N-(N',N'-dimethylammonio)-ethyl)-2,
4-dichlorosalicylaldiminato-N,O)copper(II), Cu(C₁₁H₁₄Cl₂N₂O)
Cl₂
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              53
_journal_page_last               54
_journal_volume                  221
_journal_year                    2006
_chemical_formula_structural     Cu(C11H14Cl2N2O)Cl2
_chemical_formula_sum            'C11 H14 Cl4 Cu N2 O'
_chemical_formula_weight         395.58
_chemical_name_systematic
; 
dichloro((N-(N',N'-dimethylammonio)ethyl)-2,4-dichlorosalicylaldiminato-
N,O)copper(II)
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                   7.737(2)
_cell_length_b                   10.131(2)
_cell_length_c                   20.229(3)
_cell_measurement_reflns_used    2435
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.12
_cell_measurement_theta_min      2.30
_cell_volume                     1585.6(6)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       omega
_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  0.0550
_diffrn_reflns_av_sigmaI/netI    0.0699
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            13798
_diffrn_reflns_theta_full        28.27
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         2.01
_exptl_absorpt_coefficient_mu    2.043
_exptl_absorpt_correction_T_max  0.8218
_exptl_absorpt_correction_T_min  0.7227
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             796
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.030(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         3759
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0402
_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)+(0.0000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0716
_refine_ls_wR_factor_ref         0.0793
_reflns_number_gt                2771
_reflns_number_total             3759
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1708.cff
_cod_data_source_block           p
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_cell_volume        1585.5(4)
_cod_database_code               8101915
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.06242(6) 0.57655(4) 0.07093(2) 0.03885(13) Uani 1 4 a d . . .
Cl1 Cl 0.99195(16) 0.85927(12) 0.26030(6) 0.0737(4) Uani 1 4 a d . . .
Cl2 Cl 0.35757(16) 0.66806(16) 0.30139(7) 0.0855(4) Uani 1 4 a d . . .
Cl3 Cl 1.26227(13) 0.41617(9) 0.06926(5) 0.0551(3) Uani 1 4 a d . . .
Cl4 Cl 1.12177(16) 0.71418(10) -0.01311(5) 0.0601(3) Uani 1 4 a d . . .
O1 O 1.0028(3) 0.6759(2) 0.14913(12) 0.0473(7) Uani 1 4 a d . . .
N1 N 0.8325(4) 0.4823(3) 0.06466(15) 0.0398(7) Uani 1 4 a d . . .
N2 N 0.7407(5) 0.5435(3) -0.07659(17) 0.0487(8) Uani 1 4 a d D . .
H2 H 0.736(5) 0.607(3) -0.0457(13) 0.057(13) Uiso 1 4 a d D . .
C1 C 0.8567(6) 0.6721(4) 0.17987(17) 0.0408(9) Uani 1 4 a d . . .
C2 C 0.8273(5) 0.7535(4) 0.23630(19) 0.0465(10) Uani 1 4 a d . . .
C3 C 0.6793(5) 0.7519(4) 0.27242(18) 0.0479(10) Uani 1 4 a d . . .
H3 H 0.6688 0.8053 0.3096 0.057 Uiso 1 4 a calc R . .
C4 C 0.5450(5) 0.6709(4) 0.25388(19) 0.0514(10) Uani 1 4 a d . . .
C5 C 0.5608(5) 0.5924(4) 0.19964(19) 0.0506(10) Uani 1 4 a d . . .
H5 H 0.4687 0.5389 0.1872 0.061 Uiso 1 4 a calc R . .
C6 C 0.7131(5) 0.5908(3) 0.16220(17) 0.0393(8) Uani 1 4 a d . . .
C7 C 0.7123(5) 0.5000(3) 0.10655(19) 0.0430(9) Uani 1 4 a d . . .
H7 H 0.6131 0.4494 0.1010 0.052 Uiso 1 4 a calc R . .
C8 C 0.8044(6) 0.3819(3) 0.01419(18) 0.0483(10) Uani 1 4 a d . . .
H8A H 0.6839 0.3554 0.0148 0.058 Uiso 1 4 a calc R . .
H8B H 0.8739 0.3049 0.0245 0.058 Uiso 1 4 a calc R . .
C9 C 0.8502(5) 0.4303(4) -0.05372(16) 0.0479(10) Uani 1 4 a d . . .
H9A H 0.9705 0.4575 -0.0539 0.058 Uiso 1 4 a calc R . .
H9B H 0.8381 0.3580 -0.0848 0.058 Uiso 1 4 a calc R . .
C10 C 0.5572(6) 0.5057(5) -0.0873(2) 0.0699(13) Uani 1 4 a d . . .
H10A H 0.4946 0.5799 -0.1046 0.105 Uiso 1 4 a calc R . .
H10B H 0.5069 0.4788 -0.0461 0.105 Uiso 1 4 a calc R . .
H10C H 0.5517 0.4340 -0.1183 0.105 Uiso 1 4 a calc R . .
C11 C 0.8166(6) 0.6051(4) -0.13672(19) 0.0586(12) Uani 1 4 a d . . .
H11A H 0.9318 0.6348 -0.1272 0.088 Uiso 1 4 a calc R . .
H11B H 0.7470 0.6789 -0.1500 0.088 Uiso 1 4 a calc R . .
H11C H 0.8202 0.5413 -0.1718 0.088 Uiso 1 4 a 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'
Cl Cl 0.1484 0.1585 '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'
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
O1 Cu1 N1 95.01(11) . . yes
O1 Cu1 Cl3 123.68(8) . . yes
N1 Cu1 Cl3 105.26(9) . . yes
O1 Cu1 Cl4 110.20(8) . . yes
N1 Cu1 Cl4 115.17(9) . . yes
Cl3 Cu1 Cl4 107.30(4) . . yes
C1 O1 Cu1 126.1(2) . . ?
C7 N1 C8 117.2(3) . . ?
C7 N1 Cu1 122.3(2) . . ?
C8 N1 Cu1 120.3(3) . . ?
C10 N2 C11 111.4(3) . . ?
C10 N2 C9 112.8(3) . . ?
C11 N2 C9 110.5(3) . . ?
C10 N2 H2 104(3) . . ?
C11 N2 H2 106(2) . . ?
C9 N2 H2 111(2) . . ?
O1 C1 C2 120.6(4) . . ?
O1 C1 C6 125.3(3) . . ?
C2 C1 C6 114.2(4) . . ?
C3 C2 C1 123.9(4) . . ?
C3 C2 Cl1 118.4(3) . . ?
C1 C2 Cl1 117.6(3) . . ?
C2 C3 C4 119.8(4) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 120.0(4) . . ?
C5 C4 Cl2 120.7(3) . . ?
C3 C4 Cl2 119.3(3) . . ?
C4 C5 C6 121.2(4) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 120.8(3) . . ?
C5 C6 C7 115.0(3) . . ?
C1 C6 C7 124.2(3) . . ?
N1 C7 C6 127.1(3) . . ?
N1 C7 H7 116.5 . . ?
C6 C7 H7 116.5 . . ?
N1 C8 C9 112.2(3) . . ?
N1 C8 H8A 109.2 . . ?
C9 C8 H8A 109.2 . . ?
N1 C8 H8B 109.2 . . ?
C9 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
N2 C9 C8 113.5(3) . . ?
N2 C9 H9A 108.9 . . ?
C8 C9 H9A 108.9 . . ?
N2 C9 H9B 108.9 . . ?
C8 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
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 O1 1.931(2) . yes
Cu1 N1 2.023(3) . yes
Cu1 Cl3 2.2431(10) . yes
Cu1 Cl4 2.2461(11) . yes
Cl1 C2 1.734(4) . ?
Cl2 C4 1.740(4) . ?
O1 C1 1.291(4) . ?
N1 C7 1.271(4) . ?
N1 C8 1.457(4) . ?
N2 C10 1.487(5) . ?
N2 C11 1.488(5) . ?
N2 C9 1.499(5) . ?
N2 H2 0.900(10) . ?
C1 C2 1.426(5) . ?
C1 C6 1.429(5) . ?
C2 C3 1.358(5) . ?
C3 C4 1.376(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.360(5) . ?
C5 C6 1.401(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.454(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.501(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
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
N2 H2 Cl4 0.900(10) 2.337(18) 3.188(3) 158(3) 3_465
