#------------------------------------------------------------------------------
#$Date: 2018-08-07 18:10:50 +0300 (Tue, 07 Aug 2018) $
#$Revision: 209449 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/24/8102405.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_8102405
loop_
_publ_author_name
'Hitoshi Shirase'
'Keiko Miyamoto'
'Ernst Horn'
'Yutaka Fukuda'
_publ_section_title
;
 Crystal structure of
 bis[N-{dimethylamino)ethyl}-N,N',N'-trimethyl-1,2-ethanediamine-N,N',N''][μ-{ethanedioato-O,O''':O',O''}]dicopper
 diperchlorate, [Cu(C9H23N3)(C2O4)0.5]2(ClO4)2
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              129
_journal_volume                  224
_journal_year                    2009
_chemical_formula_sum            'C10 H23 Cl Cu N3 O6'
_chemical_formula_weight         380.31
_chemical_name_systematic
;
Bis[N-{dimethylamino)ethyl}-N,N',N' - trimethy-1,2-ethanediamine-N, N', N"]
[μ-{ethanedioato(2-)-O, O"' :O',  O"}] dicopper diperchlorate
;
_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'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 90.260(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.6260(5)
_cell_length_b                   22.576(2)
_cell_length_c                   10.7891(8)
_cell_measurement_reflns_used    3741
_cell_measurement_temperature    273.2
_cell_measurement_theta_max      56.04
_cell_measurement_theta_min      5.22
_cell_volume                     1613.9(2)
_computing_molecular_graphics    'ORTEP-II (Johnson, 1976)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.933
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'ω/\j 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  0.0298
_diffrn_reflns_av_sigmaI/netI    0.0322
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11779
_diffrn_reflns_theta_full        28.41
_diffrn_reflns_theta_max         28.41
_diffrn_reflns_theta_min         1.80
_exptl_absorpt_coefficient_mu    1.547
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemans, 2005).'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.784
_refine_diff_density_min         -0.810
_refine_diff_density_rms         0.099
_refine_ls_abs_structure_Flack   0.00000
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.248
_refine_ls_hydrogen_treatment    calculated
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2456
_refine_ls_restrained_S_all      1.248
_refine_ls_R_factor_gt           0.0579
_refine_ls_shift/su_max          0.6378
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_ref         0.0596
_reflns_number_gt                3475
_reflns_number_total             3781
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2505.cff
_cod_data_source_block           global
_cod_depositor_comments
;
 Removing duplicate rows from the ATOM_TYPE loop.

 Antanas Vaitkus,
 2018-08-07

The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed
to 'multi-scan' 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_sg_symbol_H-M      P2(1)/c
_cod_original_formula_sum        'C10 H23 Cl Cu N3 O6 '
_cod_database_code               8102405
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_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 0.20772(8) 0.58536(2) 0.37897(5) 0.02888(17) Uani 1 1 d . . .
Cl1 Cl 0.2639(2) 0.32653(6) 0.07276(13) 0.0553(4) Uani 1 1 d . . .
O2 O 0.2572(4) 0.51275(13) 0.4767(3) 0.0336(7) Uani 1 1 d . . .
O1 O -0.1049(5) 0.55862(13) 0.4171(3) 0.0367(7) Uani 1 1 d . . .
N2 N 0.1794(7) 0.65974(17) 0.2788(4) 0.0416(9) Uani 1 1 d . . .
N1 N 0.2895(6) 0.63918(17) 0.5234(4) 0.0371(8) Uani 1 1 d . . .
N3 N 0.2648(7) 0.54352(17) 0.2132(4) 0.0409(9) Uani 1 1 d . . .
C7 C 0.2109(11) 0.5864(2) 0.1147(5) 0.0547(14) Uani 1 1 d . . .
H7A H 0.0672 0.5843 0.0976 0.066 Uiso 1 1 calc R . .
H7B H 0.2824 0.5767 0.0392 0.066 Uiso 1 1 calc R . .
C2 C 0.2895(10) 0.7066(2) 0.3460(6) 0.0558(14) Uani 1 1 d . . .
H2A H 0.2441 0.7452 0.3179 0.067 Uiso 1 1 calc R . .
H2B H 0.4329 0.7034 0.3296 0.067 Uiso 1 1 calc R . .
C6 C 0.2662(10) 0.6482(2) 0.1559(5) 0.0557(14) Uani 1 1 d . . .
H6A H 0.4118 0.6522 0.1596 0.067 Uiso 1 1 calc R . .
H6B H 0.2147 0.6768 0.0966 0.067 Uiso 1 1 calc R . .
C1 C 0.2520(9) 0.7004(2) 0.4828(5) 0.0516(13) Uani 1 1 d . . .
H1A H 0.3400 0.7271 0.5281 0.062 Uiso 1 1 calc R . .
H1B H 0.1135 0.7112 0.5008 0.062 Uiso 1 1 calc R . .
C3 C -0.0380(9) 0.6760(2) 0.2676(6) 0.0555(14) Uani 1 1 d . . .
H3A H -0.0926 0.6827 0.3487 0.083 Uiso 1 1 calc R . .
H3B H -0.1103 0.6443 0.2280 0.083 Uiso 1 1 calc R . .
H3C H -0.0510 0.7114 0.2190 0.083 Uiso 1 1 calc R . .
C5 C 0.5108(8) 0.6293(3) 0.5400(6) 0.0557(14) Uani 1 1 d . . .
H5A H 0.5796 0.6393 0.4647 0.084 Uiso 1 1 calc R . .
H5B H 0.5350 0.5884 0.5596 0.084 Uiso 1 1 calc R . .
H5C H 0.5601 0.6538 0.6063 0.084 Uiso 1 1 calc R . .
C4 C 0.1872(11) 0.6274(3) 0.6414(5) 0.0611(16) Uani 1 1 d . . .
H4A H 0.2492 0.6504 0.7059 0.092 Uiso 1 1 calc R . .
H4B H 0.1983 0.5861 0.6611 0.092 Uiso 1 1 calc R . .
H4C H 0.0474 0.6380 0.6342 0.092 Uiso 1 1 calc R . .
C10 C -0.1043(6) 0.51365(17) 0.4824(4) 0.0282(8) Uani 1 1 d . . .
O3 O 0.2916(10) 0.3759(2) -0.0083(6) 0.1005(18) Uani 1 1 d . . .
O6 O 0.2771(11) 0.2733(2) 0.0048(6) 0.107(2) Uani 1 1 d . . .
C8 C 0.1458(12) 0.4881(3) 0.1924(6) 0.0686(18) Uani 1 1 d . . .
H8A H 0.0047 0.4964 0.2022 0.103 Uiso 1 1 calc R . .
H8B H 0.1866 0.4587 0.2515 0.103 Uiso 1 1 calc R . .
H8C H 0.1697 0.4737 0.1100 0.103 Uiso 1 1 calc R . .
C9 C 0.4808(10) 0.5291(3) 0.2135(6) 0.0644(17) Uani 1 1 d . . .
H9A H 0.5135 0.5077 0.1394 0.097 Uiso 1 1 calc R . .
H9B H 0.5120 0.5052 0.2846 0.097 Uiso 1 1 calc R . .
H9C H 0.5581 0.5650 0.2168 0.097 Uiso 1 1 calc R . .
O5 O 0.0666(13) 0.3332(4) 0.1128(9) 0.162(4) Uani 1 1 d . . .
O4 O 0.396(2) 0.3258(5) 0.1622(11) 0.260(8) Uani 1 1 d . . .
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
_geom_angle_publ_flag
O2 Cu1 N2 175.82(15) . . ?
O2 Cu1 N1 92.49(15) . . ?
N2 Cu1 N1 86.39(17) . . ?
O2 Cu1 N3 93.00(14) . . ?
N2 Cu1 N3 86.17(16) . . ?
N1 Cu1 N3 152.19(17) . . ?
O2 Cu1 O1 80.01(12) . . ?
N2 Cu1 O1 104.18(15) . . ?
N1 Cu1 O1 105.47(14) . . ?
N3 Cu1 O1 102.33(15) . . ?
O4 Cl1 O5 113.7(9) . . ?
O4 Cl1 O6 109.4(5) . . ?
O5 Cl1 O6 108.3(5) . . ?
O4 Cl1 O3 112.1(7) . . ?
O5 Cl1 O3 103.3(4) . . ?
O6 Cl1 O3 109.8(4) . . ?
C10 O2 Cu1 116.6(3) 3_566 . ?
C10 O1 Cu1 109.4(3) . . ?
C6 N2 C2 112.1(4) . . ?
C6 N2 C3 110.6(4) . . ?
C2 N2 C3 109.8(4) . . ?
C6 N2 Cu1 107.5(3) . . ?
C2 N2 Cu1 106.9(3) . . ?
C3 N2 Cu1 109.7(3) . . ?
C1 N1 C4 110.5(4) . . ?
C1 N1 C5 109.9(4) . . ?
C4 N1 C5 109.0(5) . . ?
C1 N1 Cu1 106.7(3) . . ?
C4 N1 Cu1 115.5(3) . . ?
C5 N1 Cu1 105.0(3) . . ?
C9 N3 C7 112.3(5) . . ?
C9 N3 C8 109.2(5) . . ?
C7 N3 C8 108.3(5) . . ?
C9 N3 Cu1 106.4(3) . . ?
C7 N3 Cu1 106.2(3) . . ?
C8 N3 Cu1 114.6(3) . . ?
N3 C7 C6 109.6(4) . . ?
N2 C2 C1 109.4(4) . . ?
N2 C6 C7 109.5(4) . . ?
N1 C1 C2 110.6(4) . . ?
O1 C10 O2 126.1(4) . 3_566 ?
O1 C10 C10 117.6(4) . 3_566 ?
O2 C10 C10 116.3(4) 3_566 3_566 ?
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 O2 1.976(3) . ?
Cu1 N2 2.005(4) . ?
Cu1 N1 2.047(4) . ?
Cu1 N3 2.059(4) . ?
Cu1 O1 2.198(3) . ?
Cl1 O4 1.300(8) . ?
Cl1 O5 1.387(7) . ?
Cl1 O6 1.410(5) . ?
Cl1 O3 1.429(5) . ?
O2 C10 1.257(5) 3_566 ?
O1 C10 1.236(5) . ?
N2 C6 1.471(7) . ?
N2 C2 1.474(7) . ?
N2 C3 1.491(7) . ?
N1 C1 1.471(6) . ?
N1 C4 1.469(7) . ?
N1 C5 1.494(7) . ?
N3 C9 1.468(7) . ?
N3 C7 1.480(6) . ?
N3 C8 1.494(7) . ?
C7 C6 1.509(8) . ?
C2 C1 1.504(8) . ?
C10 O2 1.257(5) 3_566 ?
C10 C10 1.559(8) 3_566 ?
