#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/33/2213386.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_2213386
loop_
_publ_author_name
'Xiao-Hui Wang'
'Zhi-Quan Pan'
'Yi-Zhi Li'
'Hong Zhou'
_publ_section_title
Bis(N,N'-di-2-furylethane-1,2-diamine-κ²N,N')bis(perchlorato-κO)copper(II)
_journal_coeditor_code           HG2227
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1545
_journal_page_last               m1545
_journal_paper_doi               10.1107/S1600536807019885
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu (Cl O4)2 (C12 H16 N2 O2)2]'
_chemical_formula_moiety         'C24 H32 Cl2 Cu N4 O12'
_chemical_formula_sum            'C24 H32 Cl2 Cu N4 O12'
_chemical_formula_weight         702.98
_chemical_name_systematic
Bis(N,N'-di-2-furylethane-1,2-diamine-κ²N,N')bis(perchlorato-\kO)copper(II)
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 103.3710(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.0062(7)
_cell_length_b                   9.6093(7)
_cell_length_c                   15.1933(11)
_cell_measurement_reflns_used    3385
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      25.56
_cell_measurement_theta_min      2.13
_cell_volume                     1421.28(18)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_sigmaI/netI    0.0615
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8032
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.22
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.027
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             726
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.748
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         2786
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0504
_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)+(0.05P)²+0.22P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1031
_refine_ls_wR_factor_ref         0.1063
_reflns_number_gt                2068
_reflns_number_total             2786
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg2227.cif
_cod_data_source_block           I
_cod_depositor_comments
;
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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1421.27(18)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2213386
_cod_database_fobs_code          2213386
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.2589(5) 0.0200(5) 0.8115(3) 0.0586(12) Uani d . 1
H H1 0.3444 -0.0139 0.8077 0.070 Uiso calc R 1
C C2 0.1440(5) -0.0538(4) 0.7913(3) 0.0525(10) Uani d . 1
H H2 0.1340 -0.1453 0.7709 0.063 Uiso calc R 1
C C3 0.0384(4) 0.0363(4) 0.8075(3) 0.0457(9) Uani d . 1
H H3 -0.0542 0.0152 0.8001 0.055 Uiso calc R 1
C C4 0.1012(3) 0.1590(4) 0.8358(2) 0.0341(7) Uani d . 1
C C5 0.0510(4) 0.2937(4) 0.8638(2) 0.0373(8) Uani d . 1
H H5A -0.0471 0.2999 0.8381 0.045 Uiso calc R 1
H H5B 0.0947 0.3686 0.8381 0.045 Uiso calc R 1
C C6 0.0145(3) 0.2074(3) 1.0105(2) 0.0324(7) Uani d . 1
H H6A 0.0573 0.2077 1.0746 0.039 Uiso calc R 1
H H6B 0.0287 0.1166 0.9862 0.039 Uiso calc R 1
C C7 0.1361(3) 0.7639(3) 1.0038(2) 0.0359(8) Uani d . 1
H H7A 0.1777 0.8306 0.9703 0.043 Uiso calc R 1
H H7B 0.1804 0.7723 1.0675 0.043 Uiso calc R 1
C C8 0.2997(4) 0.5723(4) 1.0038(3) 0.0457(9) Uani d . 1
H H8A 0.3193 0.5606 1.0690 0.055 Uiso calc R 1
H H8B 0.3080 0.4817 0.9774 0.055 Uiso calc R 1
C C9 0.4052(4) 0.6668(4) 0.9813(2) 0.0386(8) Uani d . 1
C C10 0.4827(4) 0.7663(5) 1.0263(3) 0.0518(11) Uani d . 1
H H10 0.4842 0.7954 1.0849 0.062 Uiso calc R 1
C C11 0.5631(4) 0.8205(5) 0.9692(3) 0.0517(10) Uani d . 1
H H11 0.6276 0.8917 0.9830 0.062 Uiso calc R 1
C C12 0.5297(4) 0.7519(5) 0.8937(3) 0.0537(10) Uani d . 1
H H12 0.5671 0.7664 0.8439 0.064 Uiso calc R 1
Cl Cl1 -0.13795(9) 0.60868(10) 0.76242(6) 0.0420(2) Uani d . 1
Cu Cu1 0.0000 0.5000 1.0000 0.02706(16) Uani d S 1
N N1 0.0763(3) 0.3160(3) 0.96415(17) 0.0272(6) Uani d . 1
H H1A 0.1686 0.3153 0.9874 0.033 Uiso calc R 1
N N2 0.1541(3) 0.6213(3) 0.97196(19) 0.0292(6) Uani d . 1
H H2A 0.1380 0.6263 0.9106 0.035 Uiso d R 1
O O1 0.2368(3) 0.1501(3) 0.8381(2) 0.0499(7) Uani d . 1
O O2 0.4316(3) 0.6552(3) 0.89835(19) 0.0560(7) Uani d . 1
O O11 0.0075(3) 0.6289(3) 0.7745(2) 0.0543(7) Uani d . 1
O O12 -0.2058(3) 0.7378(3) 0.7460(2) 0.0690(9) Uani d . 1
O O13 -0.1621(3) 0.5492(3) 0.84465(16) 0.0443(6) Uani d . 1
O O14 -0.1861(3) 0.5187(3) 0.68809(19) 0.0562(7) 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'
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
C2 C1 O1 . . 111.9(4)
C2 C1 H1 . . 124.1
O1 C1 H1 . . 124.1
C1 C2 C3 . . 105.8(4)
C1 C2 H2 . . 127.1
C3 C2 H2 . . 127.1
C4 C3 C2 . . 105.9(4)
C4 C3 H3 . . 127.0
C2 C3 H3 . . 127.0
O1 C4 C3 . . 109.9(3)
O1 C4 C5 . . 116.9(3)
C3 C4 C5 . . 133.2(3)
C4 C5 N1 . . 115.2(3)
C4 C5 H5A . . 108.5
N1 C5 H5A . . 108.5
C4 C5 H5B . . 108.5
N1 C5 H5B . . 108.5
H5A C5 H5B . . 107.5
N1 C6 C7 . 3_567 108.7(3)
N1 C6 H6A . . 110.0
C7 C6 H6A 3_567 . 110.0
N1 C6 H6B . . 110.0
C7 C6 H6B 3_567 . 110.0
H6A C6 H6B . . 108.3
N2 C7 C6 . 3_567 108.6(3)
N2 C7 H7A . . 110.0
C6 C7 H7A 3_567 . 110.0
N2 C7 H7B . . 110.0
C6 C7 H7B 3_567 . 110.0
H7A C7 H7B . . 108.4
C9 C8 N2 . . 114.9(3)
C9 C8 H8A . . 108.5
N2 C8 H8A . . 108.5
C9 C8 H8B . . 108.5
N2 C8 H8B . . 108.5
H8A C8 H8B . . 107.5
C10 C9 O2 . . 109.0(3)
C10 C9 C8 . . 133.2(4)
O2 C9 C8 . . 117.8(3)
C9 C10 C11 . . 107.4(3)
C9 C10 H10 . . 126.3
C11 C10 H10 . . 126.3
C12 C11 C10 . . 106.7(4)
C12 C11 H11 . . 126.6
C10 C11 H11 . . 126.6
C11 C12 O2 . . 110.0(4)
C11 C12 H12 . . 125.0
O2 C12 H12 . . 125.0
O12 Cl1 O14 . . 109.6(2)
O12 Cl1 O11 . . 109.6(2)
O14 Cl1 O11 . . 109.43(19)
O12 Cl1 O13 . . 109.36(19)
O14 Cl1 O13 . . 110.76(17)
O11 Cl1 O13 . . 108.06(16)
N1 Cu1 N1 3_567 . 180.0000(10)
N1 Cu1 N2 3_567 . 84.79(10)
N1 Cu1 N2 . . 95.21(10)
N1 Cu1 N2 3_567 3_567 95.21(10)
N1 Cu1 N2 . 3_567 84.79(10)
N2 Cu1 N2 . 3_567 180.0
N1 Cu1 O13 3_567 . 83.74(10)
N1 Cu1 O13 . . 96.26(10)
N2 Cu1 O13 . . 92.84(10)
N2 Cu1 O13 3_567 . 87.16(10)
C6 N1 C5 . . 113.2(3)
C6 N1 Cu1 . . 105.13(19)
C5 N1 Cu1 . . 114.0(2)
C6 N1 H1A . . 108.1
C5 N1 H1A . . 108.1
Cu1 N1 H1A . . 108.1
C7 N2 C8 . . 111.6(3)
C7 N2 Cu1 . . 107.67(19)
C8 N2 Cu1 . . 118.3(2)
C7 N2 H2A . . 106.3
C8 N2 H2A . . 106.0
Cu1 N2 H2A . . 106.2
C1 O1 C4 . . 106.5(3)
C9 O2 C12 . . 106.9(3)
Cl1 O13 Cu1 . . 131.97(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 C2 . 1.325(6)
C1 O1 . 1.348(5)
C1 H1 . 0.9300
C2 C3 . 1.430(6)
C2 H2 . 0.9300
C3 C4 . 1.359(5)
C3 H3 . 0.9300
C4 O1 . 1.351(4)
C4 C5 . 1.486(5)
C5 N1 . 1.502(4)
C5 H5A . 0.9700
C5 H5B . 0.9700
C6 N1 . 1.472(4)
C6 C7 3_567 1.497(5)
C6 H6A . 0.9700
C6 H6B . 0.9700
C7 N2 . 1.478(4)
C7 C6 3_567 1.497(5)
C7 H7A . 0.9700
C7 H7B . 0.9700
C8 C9 . 1.491(5)
C8 N2 . 1.500(4)
C8 H8A . 0.9700
C8 H8B . 0.9700
C9 C10 . 1.319(5)
C9 O2 . 1.351(4)
C10 C11 . 1.413(5)
C10 H10 . 0.9300
C11 C12 . 1.298(6)
C11 H11 . 0.9300
C12 O2 . 1.365(5)
C12 H12 . 0.9300
Cl1 O12 . 1.408(3)
Cl1 O14 . 1.415(3)
Cl1 O11 . 1.437(3)
Cl1 O13 . 1.444(3)
Cu1 N1 3_567 2.049(3)
Cu1 N1 . 2.049(3)
Cu1 N2 . 2.055(3)
Cu1 N2 3_567 2.055(3)
Cu1 O13 . 2.580(2)
N1 H1A . 0.9100
N2 H2A . 0.9099
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
N2 H2A O11 0.91 2.18 3.021(4) 154.1
