#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/76/2007638.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_2007638
loop_
_publ_author_name
'Lu, Tian-Huey'
'Panneerselvam, Kaliyamoorthy'
'Huang, Chin-Sun'
'Chung, Chung-Sun'
'Tung, Shu-Fang'
_publ_section_title
;Two Conformational (Configurational) Isomers of
 Diperchlorato[(5RS,6RS,12SR,13SR)-5,6,12,13-tetramethyl-1,4,8,11-tetraazacyclotetradecane-κ⁴N]copper(II)
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1240
_journal_page_last               1242
_journal_paper_doi               10.1107/S0108270198003710
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         '[Cu (Cl O4)2 (C14 H32 N4)]'
_chemical_formula_sum            'C14 H32 Cl2 Cu N4 O8'
_chemical_formula_weight         518.88
_chemical_name_systematic
;
Di(perchlorato-O)-
[(5RS,6RS,12SR,13SR)-5,6,12,13-tetramethyl-1,4,8,11-tetraazacyclotetradecane-
κ⁴N]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'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 113.83(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.147(2)
_cell_length_b                   13.360(2)
_cell_length_c                   9.379(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.06
_cell_measurement_theta_min      14.74
_cell_volume                     1048.4(4)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction        'NRCVAX (Gabe et al., 1989)'
_computing_molecular_graphics    NRCVAX
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       ω/2θ
_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  0.000
_diffrn_reflns_av_sigmaI/netI    0.057
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3044
_diffrn_reflns_theta_max         29.97
_diffrn_reflns_theta_min         2.63
_diffrn_standards_decay_%        2
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.346
_exptl_absorpt_correction_T_max  0.815
_exptl_absorpt_correction_T_min  0.722
_exptl_absorpt_correction_type   '\y scan (North et al., 1968)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    none
_exptl_crystal_description       pillar
_exptl_crystal_F_000             542
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.322
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.990
_refine_ls_goodness_of_fit_obs   1.167
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3044
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.990
_refine_ls_restrained_S_obs      1.167
_refine_ls_R_factor_all          0.102
_refine_ls_R_factor_obs          .051
_refine_ls_shift/esd_max         0.005
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0712P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.130
_refine_ls_wR_factor_obs         .118
_reflns_number_observed          1902
_reflns_number_total             3044
_reflns_observed_criterion       I>2sigma(I)
_cod_data_source_file            ka1262.cif
_cod_data_source_block           ka1262
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0712P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed
to 'calc'. New tag '_refine_ls_weighting_details' was created. The
value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0712P)^2^]
where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2007638
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'1/2-x, 1/2+y, 1/2-z'
'-x, -y, -z'
'1/2+x, 1/2-y, 1/2+z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
Cu1 0 0 0 .0356(2) Uani d S 1 . Cu
N1 .1913(4) -.0671(3) -.0109(5) .0436(8) Uani d P .75 . N
N11 .1882(11) -.0117(7) -.0595(11) .029(2) Uani d P .25 . N
N2 .1528(3) .0465(2) .2129(3) .0355(5) Uani d . 1 . N
C1 .3340(4) -.0180(3) .1086(5) .0578(11) Uani d . 1 . C
C2 .2994(4) -.0138(3) .2501(5) .0489(8) Uani d . 1 . C
C3 .0911(4) .0457(3) .3373(4) .0432(7) Uani d . 1 . C
C4 -.0555(5) .1133(3) .2941(4) .0505(8) Uani d . 1 . C
C5 -.2050(6) .0686(5) .1614(6) .0591(14) Uani d P .75 . C
C51 -.1723(16) .1182(10) .1214(18) .039(3) Uani d P .25 . C
C6 .2210(6) .0729(4) .4959(4) .0589(10) Uani d . 1 . C
C7 -.0234(8) .2232(4) .2868(9) .080(2) Uani d . 1 . C
Cl1 .02361(10) .24847(6) -.17397(10) .0453(2) Uani d . 1 . Cl
O1 .0873(6) .1603(3) -.0873(7) .0853(15) Uani d P .75 . O
O11 .004(3) .1950(13) -.065(2) .123(8) Uani d P .25 . O
O2 -.1415(5) .2548(3) -.1900(7) .0731(13) Uani d P .75 . O
O21 .136(2) .1908(9) -.221(2) .087(5) Uani d P .25 . O
O3 .0214(9) .2378(6) -.3235(7) .114(2) Uani d P .75 . O
O31 -.120(3) .2697(19) -.292(3) .151(11) Uani d P .25 . O
O4 .1070(5) .3360(2) -.1061(5) .1000(13) Uani d . 1 . O
H1N2 .174(4) .101(3) .193(4) .046(11) Uiso d . 1 . H
H1A .352(4) .041(3) .076(4) .032(9) Uiso d . 1 . H
H1B .429(5) -.053(3) .124(5) .060(11) Uiso d . 1 . H
H2A .390(6) .020(3) .334(5) .062(12) Uiso d . 1 . H
H2B .287(5) -.086(3) .282(5) .062(12) Uiso d . 1 . H
H3 .057(5) -.019(3) .341(5) .053(11) Uiso d . 1 . H
H4 -.093(4) .109(3) .370(4) .041(9) Uiso d . 1 . H
H6A .285(5) .130(4) .489(5) .069(13) Uiso d . 1 . H
H6B .292(5) .017(3) .533(5) .054(12) Uiso d . 1 . H
H6C .164(8) .089(5) .556(8) .14(3) Uiso d . 1 . H
H7A .071(7) .242(4) .399(7) .11(2) Uiso d . 1 . H
H7B -.125(8) .260(4) .278(7) .105(19) Uiso d . 1 . H
H7C .019(8) .242(4) .210(8) .11(2) Uiso d . 1 . H
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'
O O 0.0106 0.0060 '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'
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
_geom_angle_publ_flag
N1 Cu1 N1 3 180.0 yes
N11 Cu1 N11 3 180.0 yes
N1 Cu1 N2 3 94.70(10) yes
N1 Cu1 N2 . 85.30(10) yes
N2 Cu1 N11 3 91.7(3) yes
N2 Cu1 N11 . 88.3(3) yes
N2 Cu1 N2 3 180.0 yes
N1 Cu1 O1 . 88.0(2) yes
N11 Cu1 O11 . 85.5(5) yes
N2 Cu1 O1 . 82.9(2) yes
N2 Cu1 O11 . 81.8(5) yes
O1 Cu1 O1 3 180.0 yes
O11 Cu1 O11 3 180.0 yes
C5 N1 C1 3 110.0(4) yes
C5 N1 Cu1 3 118.1(3) yes
C1 N1 Cu1 . 106.4(3) yes
C51 N11 C1 3 103.8(8) yes
C51 N11 Cu1 3 102.5(7) yes
C1 N11 Cu1 . 101.3(5) yes
C2 N2 C3 . 113.9(3) yes
C2 N2 Cu1 . 105.4(2) yes
C3 N2 Cu1 . 116.3(2) yes
C2 N2 H1N2 . 106.(3) no
C3 N2 H1N2 . 114.(3) no
Cu1 N2 H1N2 . 101.(3) no
C2 C1 N1 . 104.6(3) yes
C2 C1 N11 . 119.0(4) yes
C2 C1 H1A . 115.(2) no
N1 C1 H1A . 111.(2) no
N11 C1 H1A . 79.(2) no
C2 C1 H1B . 114.(2) no
N1 C1 H1B . 111.(3) no
N11 C1 H1B . 121.(2) no
H1A C1 H1B . 102.(3) no
N2 C2 C1 . 108.0(3) yes
N2 C2 H2A . 109.(3) no
C1 C2 H2A . 108.(3) no
N2 C2 H2B . 113.(2) no
C1 C2 H2B . 108.(2) no
H2A C2 H2B . 111.(3) no
N2 C3 C6 . 111.7(3) yes
N2 C3 C4 . 111.0(3) yes
C6 C3 C4 . 111.8(3) yes
N2 C3 H3 . 106.(3) no
C6 C3 H3 . 109.(3) no
C4 C3 H3 . 107.(3) no
C7 C4 C3 . 114.9(4) yes
C7 C4 C51 . 88.6(6) yes
C3 C4 C51 . 117.7(5) yes
C7 C4 C5 . 117.7(5) yes
C3 C4 C5 . 112.4(3) yes
C7 C4 H4 . 104.(2) no
C3 C4 H4 . 109.(2) no
C51 C4 H4 . 121.(2) no
C5 C4 H4 . 97.(2) no
N1 C5 C4 3 112.8(4) yes
N11 C51 C4 3 106.3(10) yes
C3 C6 H6A . 112.(3) no
C3 C6 H6B . 108.(3) no
H6A C6 H6B . 107.(4) no
C3 C6 H6C . 104.(4) no
H6A C6 H6C . 111.(5) no
H6B C6 H6C . 115.(5) no
C4 C7 H7A . 106.(3) no
C4 C7 H7B . 106.(3) no
H7A C7 H7B . 108.(4) no
C4 C7 H7C . 115.(4) no
H7A C7 H7C . 105.(5) no
H7B C7 H7C . 116.(5) no
O1 Cl1 O2 . 106.1(3) yes
O1 Cl1 O3 . 109.0(5) yes
O1 Cl1 O4 . 114.3(3) yes
O2 Cl1 O3 . 107.9(4) yes
O2 Cl1 O4 . 110.4(3) yes
O3 Cl1 O4 . 108.9(3) yes
O11 Cl1 O21 . 106.2(10) yes
O11 Cl1 O31 . 111(2) yes
O11 Cl1 O4 . 108.7(10) yes
O21 Cl1 O31 . 114.9(14) yes
O21 Cl1 O4 . 104.7(7) yes
O31 Cl1 O4 . 111.4(11) yes
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
Cu1 N1 . 2.006(4) yes
Cu1 N2 . 2.018(3) yes
Cu1 N11 . 2.019(10) yes
Cu1 O1 . 2.535(4) yes
Cu1 O11 . 2.679(15) yes
N1 C1 . 1.486(5) yes
N1 C5 3 1.467(6) yes
N11 C1 . 1.600(10) yes
N11 C51 3 1.52(2) yes
N2 C2 . 1.481(4) yes
N2 C3 . 1.488(4) yes
N2 H1N2 . .79(4) no
C1 C2 . 1.484(6) yes
C1 H1A . .88(3) no
C1 H1B . .95(4) no
C2 H2A . 1.00(5) no
C2 H2B . 1.03(4) no
C3 C4 . 1.529(5) yes
C3 C6 . 1.526(5) yes
C3 H3 . .93(4) no
C4 C5 . 1.550(7) yes
C4 C51 . 1.54(2) yes
C4 C7 . 1.504(6) yes
C4 H4 . .91(3) no
C6 H6A . .98(5) no
C6 H6B . .96(4) no
C6 H6C . .94(7) no
C7 H7A . 1.09(6) no
C7 H7B . 1.02(6) no
C7 H7C . .97(7) no
Cl1 O1 . 1.416(4) yes
Cl1 O2 . 1.459(4) yes
Cl1 O3 . 1.402(5) yes
Cl1 O4 . 1.401(3) yes
Cl1 O11 . 1.320(10) yes
Cl1 O21 . 1.490(10) yes
Cl1 O31 . 1.36(2) yes
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_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C2 N2 Cu1 N1 . . . . -13.2(3) no
N2 Cu1 N1 C1 . . . . -18.7(3) no
Cu1 N1 C1 C2 . . . . 46.5(4) no
N1 C1 C2 N2 . . . . -60.7(4) no
C1 C2 N2 Cu1 . . . . 43.5(3) no
C2 N2 Cu1 N11 . . . . -37.8(4) no
N2 Cu1 N11 C1 . . . . 20.4(4) no
Cu1 N11 C1 C2 . . . . -0.2(7) no
N11 C1 C2 N2 . . . . -29.5(6) no
N2 C3 C4 C5 . . . . 71.6(4) no
C3 C4 C5 N1 . . . 3 -68.9(6) no
C4 C5 N1 Cu1 . . 3 . 54.3(6) no
C5 N1 Cu1 N2 . 3 . . -37.2(4) no
N1 Cu1 N2 C3 3 . . . 39.6(3) no
Cu1 N2 C3 C4 . . . . -59.7(3) no
N2 C3 C4 C51 . . . . 35.8(7) no
C3 C4 C51 N11 . . . 3 40.8(10) no
C4 C51 N11 Cu1 . . 3 . -85.1(8) no
C51 N11 Cu1 N2 . 3 . . 52.5(8) no
N11 Cu1 N2 C3 3 . . . 14.9(4) no
C2 N2 C3 C6 . . . . 51.8(4) no
N2 C3 C4 C7 . . . . -66.5(5) no
