#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:30:08 +0100 (vie 25 de mar de 2016) $
#$Revision: 179793 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/89/7008972.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_7008972
loop_
_publ_author_name
'Grove, Hilde'
'Sletten, Jorunn'
'Julve, Miguel'
'Lloret, Francesc'
_publ_section_title
;
 Syntheses, crystal structures and magnetic properties of dinuclear
 copper(II) complexes with
 pyrazino[2,3-f  ][4,7]phenanthroline (pap) as bridging
 ligand
;
_journal_issue                   4
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              515
_journal_paper_doi               10.1039/a907658a
_journal_year                    2000
_chemical_compound_source        'synthesized by H. Grove'
_chemical_formula_structural     'C14 H28 Cu2 N4 O18 S2'
_chemical_formula_sum            'C14 H28 Cu2 N4 O18 S2'
_chemical_formula_weight         731.60
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   'geom if bound to C, difmap if bound to O'
_atom_sites_solution_primary     Patterson
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                114.2290(10)
_cell_angle_beta                 99.13
_cell_angle_gamma                90.2520(10)
_cell_formula_units_Z            2
_cell_length_a                   7.3457(2)
_cell_length_b                   13.2214(4)
_cell_length_c                   14.5128(3)
_cell_measurement_temperature    173(2)
_cell_volume                     1265.26(6)
_computing_cell_refinement       'SAINT, version 4.0'
_computing_data_collection       'SMART, version 4.0'
_computing_data_reduction        'SAINT, version 4.0'
_computing_molecular_graphics    'XP, version 4.3, 1992'
_computing_publication_material  'CIFTAB (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measurement_device       '2K SMART CCD'
_diffrn_measurement_method       ω
_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  0.0280
_diffrn_reflns_av_sigmaI/netI    0.0322
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20876
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         1.56
_exptl_absorpt_coefficient_mu    1.939
_exptl_absorpt_correction_T_max  0.8622
_exptl_absorpt_correction_T_min  0.7086
_exptl_absorpt_correction_type   'empirical, SADABS'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.920
_exptl_crystal_description       prism
_exptl_crystal_F_000             748
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.607
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.024
_refine_ls_goodness_of_fit_obs   1.057
_refine_ls_hydrogen_treatment    'riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         7341
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_restrained_S_obs      1.057
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_obs          0.0293
_refine_ls_shift/esd_max         0.002
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0316P)²+0.9030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0735
_refine_ls_wR_factor_obs         0.0682
_reflns_number_observed          6128
_reflns_number_total             7371
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            a907658a.txt
_cod_data_source_block           cu2papso
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0316P)^2^+0.9030P] 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^)+(0.0316P)^2^+0.9030P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1265.24(6)
_cod_database_code               7008972
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Cu1 Cu 0.16515(3) 0.83716(2) 0.34792(2) 0.01406(6) Uani 1 d . .
Cu2 Cu 0.16225(3) 0.29017(2) 0.26709(2) 0.01607(6) Uani 1 d . .
S1 S -0.21224(6) 0.76960(4) 0.43096(3) 0.01513(9) Uani 1 d . .
S2 S -0.34755(6) 0.06229(4) 0.25233(4) 0.01666(9) Uani 1 d . .
O1 O 0.3418(2) 0.91458(11) 0.47836(10) 0.0179(3) Uani 1 d . .
H11 H 0.2982(2) 0.93170(11) 0.53249(10) 0.022 Uiso 1 d R .
H15 H 0.4652(2) 0.89950(11) 0.48939(10) 0.022 Uiso 1 d R .
O2 O 0.0976(2) 0.98057(11) 0.34255(10) 0.0182(3) Uani 1 d . .
H21 H -0.0141(2) 0.99730(11) 0.35021(10) 0.022 Uiso 1 d R .
H22 H 0.1607(2) 1.03190(11) 0.38791(10) 0.022 Uiso 1 d R .
O3 O 0.3918(2) 0.83015(12) 0.25477(11) 0.0219(3) Uani 1 d . .
H31 H 0.5045(2) 0.81408(12) 0.28141(11) 0.026 Uiso 1 d R .
H32 H 0.4250(2) 0.89008(12) 0.24791(11) 0.026 Uiso 1 d R .
O4 O 0.3641(2) 0.29254(11) 0.37554(10) 0.0185(3) Uani 1 d . .
H41 H 0.3422(2) 0.25822(11) 0.40851(10) 0.022 Uiso 1 d R .
H42 H 0.4623(2) 0.25902(11) 0.34781(10) 0.022 Uiso 1 d R .
O5 O 0.1282(2) 0.12446(11) 0.20399(12) 0.0244(3) Uani 1 d . .
H51 H 0.2220(2) 0.08633(11) 0.21231(12) 0.029 Uiso 1 d R .
H52 H 0.0218(2) 0.08883(11) 0.19951(12) 0.029 Uiso 1 d R .
O6 O -0.0383(2) 0.31607(12) 0.37802(11) 0.0217(3) Uani 1 d . .
H61 H 0.0230(2) 0.32262(12) 0.43991(11) 0.026 Uiso 1 d R .
H62 H -0.1176(2) 0.25872(12) 0.34971(11) 0.026 Uiso 1 d R .
O7 O 0.4110(2) 0.30889(15) 0.18046(12) 0.0329(4) Uani 1 d . .
H71 H 0.4221(2) 0.24433(15) 0.13510(12) 0.040 Uiso 1 d R .
H72 H 0.5230(2) 0.32293(15) 0.22060(12) 0.040 Uiso 1 d R .
O8 O 0.5309(2) 0.45670(14) 0.81720(12) 0.0317(3) Uani 1 d . .
H81 H 0.4961(2) 0.50978(14) 0.79863(12) 0.038 Uiso 1 d R .
H82 H 0.4559(2) 0.40718(14) 0.77373(12) 0.038 Uiso 1 d R .
O9 O 0.3060(2) 0.54799(14) 0.6601(2) 0.0416(4) Uani 1 d . .
H91 H 0.2167(2) 0.58081(14) 0.6377(2) 0.050 Uiso 1 d R .
H92 H 0.2560(2) 0.47711(14) 0.6231(2) 0.050 Uiso 1 d R .
O10 O 0.3827(4) 0.0976(2) 0.03242(15) 0.0624(7) Uani 1 d . .
H01 H 0.4011(4) 0.0546(2) 0.06769(15) 0.075 Uiso 1 d R .
H02 H 0.3365(4) 0.0447(2) -0.02961(15) 0.075 Uiso 1 d R .
O11 O -0.0566(2) 0.84670(12) 0.44441(11) 0.0231(3) Uani 1 d . .
O12 O -0.3206(2) 0.82702(11) 0.51550(11) 0.0202(3) Uani 1 d . .
O13 O -0.1458(2) 0.66768(11) 0.44033(11) 0.0238(3) Uani 1 d . .
O14 O -0.3324(2) 0.73670(13) 0.33072(11) 0.0261(3) Uani 1 d . .
O15 O -0.3475(2) 0.18518(12) 0.30833(13) 0.0300(4) Uani 1 d . .
O16 O -0.2757(2) 0.01429(13) 0.32532(11) 0.0249(3) Uani 1 d . .
O17 O -0.5391(2) 0.01550(12) 0.20161(11) 0.0235(3) Uani 1 d . .
O18 O -0.2256(2) 0.03681(12) 0.17483(11) 0.0232(3) Uani 1 d . .
N1 N -0.0074(2) 0.74558(12) 0.21345(12) 0.0146(3) Uani 1 d . .
N2 N 0.2031(2) 0.68213(12) 0.34524(11) 0.0141(3) Uani 1 d . .
N3 N 0.1889(2) 0.46000(12) 0.31731(12) 0.0151(3) Uani 1 d . .
N4 N -0.0216(2) 0.30239(13) 0.15239(12) 0.0164(3) Uani 1 d . .
C1 C -0.1117(3) 0.7807(2) 0.15012(14) 0.0185(4) Uani 1 d . .
H1 H -0.1059(3) 0.8562(2) 0.16499(14) 0.022 Uiso 1 d R .
C2 C -0.2301(3) 0.7068(2) 0.0617(2) 0.0215(4) Uani 1 d . .
H2 H -0.3012(3) 0.7337(2) 0.0189(2) 0.026 Uiso 1 d R .
C3 C -0.2415(3) 0.5946(2) 0.03781(14) 0.0191(4) Uani 1 d . .
H3 H -0.3201(3) 0.5456(2) -0.02077(14) 0.023 Uiso 1 d R .
C4 C -0.1325(2) 0.55490(15) 0.10326(13) 0.0149(3) Uani 1 d . .
C5 C -0.0183(2) 0.63483(14) 0.18990(13) 0.0134(3) Uani 1 d . .
C6 C 0.0950(2) 0.60232(14) 0.26283(13) 0.0131(3) Uani 1 d . .
C7 C 0.2987(3) 0.6506(2) 0.41351(14) 0.0178(3) Uani 1 d . .
H7 H 0.3720(3) 0.7038(2) 0.47192(14) 0.021 Uiso 1 d R .
C8 C 0.2916(3) 0.5386(2) 0.39933(14) 0.0179(4) Uani 1 d . .
H8 H 0.3604(3) 0.5194(2) 0.44851(14) 0.021 Uiso 1 d R .
C9 C 0.0884(2) 0.49201(14) 0.24872(13) 0.0135(3) Uani 1 d . .
C10 C -0.0273(2) 0.40796(14) 0.15942(14) 0.0148(3) Uani 1 d . .
C11 C -0.1363(2) 0.43761(15) 0.08696(13) 0.0145(3) Uani 1 d . .
C12 C -0.2445(3) 0.3502(2) 0.00193(14) 0.0187(4) Uani 1 d . .
H12 H -0.3179(3) 0.3647(2) -0.04901(14) 0.022 Uiso 1 d R .
C13 C -0.2399(3) 0.2429(2) -0.0046(2) 0.0224(4) Uani 1 d . .
H13 H -0.3119(3) 0.1849(2) -0.0596(2) 0.027 Uiso 1 d R .
C14 C -0.1267(3) 0.2217(2) 0.0718(2) 0.0217(4) Uani 1 d . .
H14 H -0.1247(3) 0.1491(2) 0.0662(2) 0.026 Uiso 1 d 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'
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'
S S 0.1246 0.1234 '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 O2 91.95(5) . . ?
O1 Cu1 N1 175.20(6) . . ?
O2 Cu1 N1 92.78(6) . . ?
O1 Cu1 N2 93.75(6) . . ?
O2 Cu1 N2 173.21(6) . . ?
N1 Cu1 N2 81.58(6) . . ?
O1 Cu1 O11 87.63(5) . . ?
O2 Cu1 O11 90.54(5) . . ?
N1 Cu1 O11 93.15(6) . . ?
N2 Cu1 O11 86.01(6) . . ?
O1 Cu1 O3 91.04(5) . . ?
O2 Cu1 O3 89.34(5) . . ?
N1 Cu1 O3 88.19(6) . . ?
N2 Cu1 O3 94.24(5) . . ?
O11 Cu1 O3 178.66(5) . . ?
O4 Cu2 O5 92.35(6) . . ?
O4 Cu2 N4 172.03(6) . . ?
O5 Cu2 N4 92.87(6) . . ?
O4 Cu2 N3 92.65(6) . . ?
O5 Cu2 N3 174.16(6) . . ?
N4 Cu2 N3 81.84(6) . . ?
O4 Cu2 O6 88.66(5) . . ?
O5 Cu2 O6 95.61(6) . . ?
N4 Cu2 O6 96.82(6) . . ?
N3 Cu2 O6 87.51(6) . . ?
O4 Cu2 O7 84.85(5) . . ?
O5 Cu2 O7 97.69(6) . . ?
N4 Cu2 O7 88.48(6) . . ?
N3 Cu2 O7 79.78(6) . . ?
O6 Cu2 O7 165.41(6) . . ?
O11 S1 O14 111.75(9) . . ?
O11 S1 O13 110.83(9) . . ?
O14 S1 O13 108.59(9) . . ?
O11 S1 O12 107.69(8) . . ?
O14 S1 O12 109.86(9) . . ?
O13 S1 O12 108.05(8) . . ?
O16 S2 O18 108.80(8) . . ?
O16 S2 O17 110.24(9) . . ?
O18 S2 O17 110.21(9) . . ?
O16 S2 O15 109.57(9) . . ?
O18 S2 O15 109.09(9) . . ?
O17 S2 O15 108.92(8) . . ?
Cu1 O1 H11 116.05(4) . . ?
Cu1 O1 H15 124.79(4) . . ?
H11 O1 H15 109.9 . . ?
Cu1 O2 H21 115.67(4) . . ?
Cu1 O2 H22 110.93(4) . . ?
H21 O2 H22 104.1 . . ?
Cu1 O3 H31 113.83(4) . . ?
Cu1 O3 H32 119.18(4) . . ?
H31 O3 H32 100.2 . . ?
Cu2 O4 H41 116.51(4) . . ?
Cu2 O4 H42 110.58(4) . . ?
H41 O4 H42 102.5 . . ?
Cu2 O5 H51 119.12(4) . . ?
Cu2 O5 H52 121.49(4) . . ?
H51 O5 H52 110.8 . . ?
Cu2 O6 H61 110.51(3) . . ?
Cu2 O6 H62 106.07(4) . . ?
H61 O6 H62 111.6 . . ?
Cu2 O7 H71 106.92(4) . . ?
Cu2 O7 H72 112.66(4) . . ?
H71 O7 H72 100.5 . . ?
H81 O8 H82 97.0 . . ?
H91 O9 H92 97.1 . . ?
H01 O10 H02 99.0 . . ?
S1 O11 Cu1 132.44(8) . . ?
C1 N1 C5 118.0(2) . . ?
C1 N1 Cu1 128.62(13) . . ?
C5 N1 Cu1 113.36(11) . . ?
C7 N2 C6 117.1(2) . . ?
C7 N2 Cu1 131.32(13) . . ?
C6 N2 Cu1 111.25(11) . . ?
C8 N3 C9 117.3(2) . . ?
C8 N3 Cu2 131.60(12) . . ?
C9 N3 Cu2 110.97(12) . . ?
C14 N4 C10 118.0(2) . . ?
C14 N4 Cu2 128.91(13) . . ?
C10 N4 Cu2 113.00(12) . . ?
N1 C1 C2 121.7(2) . . ?
N1 C1 H1 119.14(11) . . ?
C2 C1 H1 119.13(11) . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2 119.84(11) . . ?
C1 C2 H2 119.81(11) . . ?
C2 C3 C4 119.2(2) . . ?
C2 C3 H3 120.38(11) . . ?
C4 C3 H3 120.40(11) . . ?
C5 C4 C3 116.5(2) . . ?
C5 C4 C11 119.5(2) . . ?
C3 C4 C11 124.0(2) . . ?
N1 C5 C4 124.3(2) . . ?
N1 C5 C6 115.3(2) . . ?
C4 C5 C6 120.4(2) . . ?
N2 C6 C9 121.4(2) . . ?
N2 C6 C5 118.4(2) . . ?
C9 C6 C5 120.1(2) . . ?
N2 C7 C8 121.5(2) . . ?
N2 C7 H7 119.27(10) . . ?
C8 C7 H7 119.24(10) . . ?
N3 C8 C7 121.4(2) . . ?
N3 C8 H8 119.31(10) . . ?
C7 C8 H8 119.30(10) . . ?
N3 C9 C6 121.3(2) . . ?
N3 C9 C10 118.3(2) . . ?
C6 C9 C10 120.4(2) . . ?
N4 C10 C11 124.1(2) . . ?
N4 C10 C9 115.5(2) . . ?
C11 C10 C9 120.3(2) . . ?
C10 C11 C12 116.6(2) . . ?
C10 C11 C4 119.2(2) . . ?
C12 C11 C4 124.2(2) . . ?
C13 C12 C11 119.3(2) . . ?
C13 C12 H12 120.37(11) . . ?
C11 C12 H12 120.38(11) . . ?
C12 C13 C14 119.9(2) . . ?
C12 C13 H13 120.03(11) . . ?
C14 C13 H13 120.02(11) . . ?
N4 C14 C13 122.1(2) . . ?
N4 C14 H14 118.97(11) . . ?
C13 C14 H14 118.93(11) . . ?
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 1.9834(13) . ?
Cu1 O2 1.9912(13) . ?
Cu1 N1 2.035(2) . ?
Cu1 N2 2.0551(15) . ?
Cu1 O11 2.2827(14) . ?
Cu1 O3 2.2847(14) . ?
Cu2 O4 1.9737(13) . ?
Cu2 O5 1.9942(14) . ?
Cu2 N4 2.032(2) . ?
Cu2 N3 2.054(2) . ?
Cu2 O6 2.2769(14) . ?
Cu2 O7 2.442(2) . ?
S1 O11 1.4629(14) . ?
S1 O14 1.4679(14) . ?
S1 O13 1.4859(14) . ?
S1 O12 1.5053(14) . ?
S2 O16 1.4766(15) . ?
S2 O18 1.4805(15) . ?
S2 O17 1.4811(14) . ?
S2 O15 1.4889(15) . ?
O1 H11 0.84 . ?
O1 H15 0.93 . ?
O2 H21 0.86 . ?
O2 H22 0.80 . ?
O3 H31 0.92 . ?
O3 H32 0.88 . ?
O4 H41 0.81 . ?
O4 H42 0.91 . ?
O5 H51 0.88 . ?
O5 H52 0.89 . ?
O6 H61 0.91 . ?
O6 H62 0.86 . ?
O7 H71 0.85 . ?
O7 H72 0.90 . ?
O8 H81 0.87 . ?
O8 H82 0.82 . ?
O9 H91 0.88 . ?
O9 H92 0.91 . ?
O10 H01 0.91 . ?
O10 H02 0.89 . ?
N1 C1 1.334(2) . ?
N1 C5 1.359(2) . ?
N2 C7 1.330(2) . ?
N2 C6 1.353(2) . ?
N3 C8 1.326(2) . ?
N3 C9 1.353(2) . ?
N4 C14 1.336(2) . ?
N4 C10 1.358(2) . ?
C1 C2 1.403(3) . ?
C1 H1 0.93 . ?
C2 C3 1.377(3) . ?
C2 H2 0.93 . ?
C3 C4 1.411(2) . ?
C3 H3 0.93 . ?
C4 C5 1.403(2) . ?
C4 C11 1.469(2) . ?
C5 C6 1.447(2) . ?
C6 C9 1.387(2) . ?
C7 C8 1.409(3) . ?
C7 H7 0.93 . ?
C8 H8 0.93 . ?
C9 C10 1.448(2) . ?
C10 C11 1.405(2) . ?
C11 C12 1.414(2) . ?
C12 C13 1.383(3) . ?
C12 H12 0.93 . ?
C13 C14 1.402(3) . ?
C13 H13 0.93 . ?
C14 H14 0.93 . ?
