#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:00:51 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179462 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/59/4335941.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_4335941
loop_
_publ_author_name
'David Schweinfurth'
'Marat M. Khusniyarov'
'Denis Bubrin'
'Stephan Hohloch'
'Cheng-Yong Su'
'Biprajit Sarkar'
_publ_section_title
;
 Tuning Spin-Spin Coupling in Quinonoid-Bridged Dicopper(II) Complexes
 through Rational Bridge Variation
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10332
_journal_page_last               10339
_journal_paper_doi               10.1021/ic400955c
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C46 H52 Cl4 Cu2 N8 O16'
_chemical_formula_weight         1241.84
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                114.922(12)
_cell_angle_beta                 111.090(13)
_cell_angle_gamma                94.632(13)
_cell_formula_units_Z            1
_cell_length_a                   10.8982(16)
_cell_length_b                   11.903(2)
_cell_length_c                   12.648(3)
_cell_measurement_reflns_used    4325
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26
_cell_measurement_theta_min      2
_cell_volume                     1334.9(5)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.942
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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  0.0479
_diffrn_reflns_av_sigmaI/netI    0.0309
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5224
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         1.96
_diffrn_standards_interval_count 298
_exptl_absorpt_coefficient_mu    1.072
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.609
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_description       block
_exptl_crystal_F_000             638
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         4952
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.121
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0372
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0679P)²+0.3017P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1086
_refine_ls_wR_factor_ref         0.1104
_reflns_number_gt                4325
_reflns_number_total             4952
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic400955c_si_005.cif
_cod_data_source_block           c:\x-step\umben\schwei01\schw01
_cod_original_cell_volume        1334.9(4)
_cod_database_code               4335941
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.4855(2) 0.5238(2) 0.1161(2) 0.0247(5) Uani 1 1 d .
C2 C 0.3657(2) 0.5066(2) -0.0058(2) 0.0260(5) Uani 1 1 d .
C3 C 0.6107(2) 0.5158(2) 0.1159(2) 0.0250(5) Uani 1 1 d .
C10 C 0.1592(3) 0.5145(3) 0.3747(3) 0.0347(6) Uani 1 1 d .
H10A H 0.1569 0.4229 0.3474 0.042 Uiso 1 1 calc R
H10B H 0.0929 0.5344 0.4120 0.042 Uiso 1 1 calc R
C11 C 0.3006(3) 0.5982(2) 0.4769(2) 0.0290(5) Uani 1 1 d .
C12 C 0.3337(3) 0.6685(3) 0.6079(3) 0.0420(7) Uani 1 1 d .
H12A H 0.2651 0.6704 0.6379 0.050 Uiso 1 1 calc R
C13 C 0.4701(3) 0.7362(3) 0.6944(3) 0.0513(8) Uani 1 1 d .
H13A H 0.4961 0.7852 0.7846 0.062 Uiso 1 1 calc R
C14 C 0.5669(3) 0.7308(3) 0.6469(3) 0.0437(7) Uani 1 1 d .
H14A H 0.6605 0.7749 0.7042 0.052 Uiso 1 1 calc R
C15 C 0.5255(3) 0.6604(2) 0.5146(2) 0.0331(6) Uani 1 1 d .
H15A H 0.5923 0.6579 0.4824 0.040 Uiso 1 1 calc R
C20 C 0.0055(3) 0.4197(3) 0.1451(3) 0.0465(8) Uani 1 1 d .
H20A H -0.0481 0.4440 0.0803 0.056 Uiso 1 1 calc R
H20B H -0.0568 0.3891 0.1741 0.056 Uiso 1 1 calc R
C21 C 0.0633(3) 0.3128(3) 0.0836(2) 0.0360(6) Uani 1 1 d .
C22 C -0.0167(3) 0.1859(3) -0.0006(3) 0.0490(8) Uani 1 1 d .
H22A H -0.1093 0.1625 -0.0157 0.059 Uiso 1 1 calc R
C23 C 0.0395(3) 0.0949(3) -0.0616(3) 0.0516(8) Uani 1 1 d .
H23A H -0.0144 0.0085 -0.1213 0.062 Uiso 1 1 calc R
C24 C 0.1760(3) 0.1307(3) -0.0350(3) 0.0421(7) Uani 1 1 d .
H24A H 0.2173 0.0689 -0.0748 0.050 Uiso 1 1 calc R
C25 C 0.2506(3) 0.2575(3) 0.0501(2) 0.0342(6) Uani 1 1 d .
H25A H 0.3440 0.2819 0.0680 0.041 Uiso 1 1 calc R
C30 C 0.0774(3) 0.6573(3) 0.2836(3) 0.0377(6) Uani 1 1 d .
H30A H 0.0586 0.6870 0.3605 0.045 Uiso 1 1 calc R
H30B H -0.0077 0.6411 0.2087 0.045 Uiso 1 1 calc R
C31 C 0.1883(2) 0.7624(3) 0.3066(2) 0.0316(5) Uani 1 1 d .
C32 C 0.1838(3) 0.8899(3) 0.3556(3) 0.0413(6) Uani 1 1 d .
H32A H 0.1126 0.9140 0.3791 0.050 Uiso 1 1 calc R
C33 C 0.2840(3) 0.9811(3) 0.3698(3) 0.0493(7) Uani 1 1 d .
H33A H 0.2826 1.0687 0.4034 0.059 Uiso 1 1 calc R
C34 C 0.3869(3) 0.9438(3) 0.3345(3) 0.0486(7) Uani 1 1 d .
H34A H 0.4566 1.0048 0.3430 0.058 Uiso 1 1 calc R
C35 C 0.3852(3) 0.8160(3) 0.2869(3) 0.0393(6) Uani 1 1 d .
H35A H 0.4558 0.7901 0.2633 0.047 Uiso 1 1 calc R
C61 C 1.2431(4) 1.1388(3) 0.6892(4) 0.0621(9) Uani 1 1 d .
H61A H 1.2231 1.1887 0.7623 0.093 Uiso 1 1 calc R
H61B H 1.1579 1.0961 0.6090 0.093 Uiso 1 1 calc R
H61C H 1.3056 1.1966 0.6824 0.093 Uiso 1 1 calc R
C71 C 0.6154(3) 0.1563(4) 0.0032(4) 0.0673(10) Uani 1 1 d .
H71A H 0.6632 0.2207 -0.0080 0.101 Uiso 1 1 calc R
H71B H 0.6170 0.0703 -0.0541 0.101 Uiso 1 1 calc R
H71C H 0.6610 0.1746 0.0934 0.101 Uiso 1 1 calc R
N10 N 0.1171(2) 0.5345(2) 0.2580(2) 0.0297(4) Uani 1 1 d .
N11 N 0.3947(2) 0.5957(2) 0.43026(19) 0.0289(4) Uani 1 1 d .
N21 N 0.1960(2) 0.3481(2) 0.10867(19) 0.0297(4) Uani 1 1 d .
N31 N 0.2879(2) 0.7257(2) 0.2722(2) 0.0302(4) Uani 1 1 d .
O1 O 0.46183(16) 0.54474(18) 0.21381(16) 0.0312(4) Uani 1 1 d .
O2 O 0.25490(17) 0.5130(2) -0.00051(17) 0.0379(4) Uani 1 1 d .
O10 O 0.8770(3) 0.7929(2) 0.6464(3) 0.0770(9) Uani 1 1 d .
O11 O 0.9835(2) 0.6582(2) 0.5367(2) 0.0513(5) Uani 1 1 d .
O12 O 1.0277(4) 0.8742(3) 0.5865(4) 0.1029(11) Uani 1 1 d .
O13 O 1.1080(3) 0.8201(3) 0.7499(2) 0.0886(10) Uani 1 1 d .
O61 O 1.3057(2) 1.0436(2) 0.7092(3) 0.0639(7) Uani 1 1 d .
H61 H 1.2447 0.9773 0.6820 0.096 Uiso 1 1 calc R
O71 O 0.4833(3) 0.1608(4) -0.0268(3) 0.1095(14) Uani 1 1 d .
H71 H 0.4335 0.1067 -0.1048 0.164 Uiso 1 1 calc R
Cl1 Cl 0.74491(6) 0.53694(7) 0.25525(6) 0.03438(17) Uani 1 1 d .
Cl10 Cl 0.99879(6) 0.78651(6) 0.62914(6) 0.03530(16) Uani 1 1 d .
Cu Cu 0.28435(3) 0.53912(3) 0.21868(3) 0.02688(11) 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
O1 C1 C3 123.3(2) . .
O1 C1 C2 116.95(19) . .
C3 C1 C2 119.78(19) . .
O2 C2 C3 124.9(2) . 2_665
O2 C2 C1 116.9(2) . .
C3 C2 C1 118.21(19) 2_665 .
C1 C3 C2 122.0(2) . 2_665
C1 C3 Cl1 118.91(17) . .
C2 C3 Cl1 119.06(17) 2_665 .
N10 C10 C11 111.91(19) . .
N11 C11 C12 122.5(2) . .
N11 C11 C10 113.8(2) . .
C12 C11 C10 123.6(2) . .
C11 C12 C13 118.4(2) . .
C14 C13 C12 119.1(3) . .
C13 C14 C15 119.1(3) . .
N11 C15 C14 122.4(2) . .
N10 C20 C21 110.8(2) . .
N21 C21 C22 121.5(2) . .
N21 C21 C20 116.1(2) . .
C22 C21 C20 122.3(2) . .
C23 C22 C21 119.3(3) . .
C22 C23 C24 119.2(3) . .
C25 C24 C23 118.9(3) . .
N21 C25 C24 122.4(2) . .
N10 C30 C31 112.1(2) . .
N31 C31 C32 121.5(2) . .
N31 C31 C30 117.0(2) . .
C32 C31 C30 121.4(2) . .
C33 C32 C31 119.2(3) . .
C32 C33 C34 119.5(3) . .
C35 C34 C33 118.2(3) . .
N31 C35 C34 123.1(3) . .
C20 N10 C30 112.5(2) . .
C20 N10 C10 108.8(2) . .
C30 N10 C10 111.7(2) . .
C20 N10 Cu 107.24(15) . .
C30 N10 Cu 110.44(16) . .
C10 N10 Cu 105.88(14) . .
C15 N11 C11 118.4(2) . .
C15 N11 Cu 129.58(16) . .
C11 N11 Cu 108.14(16) . .
C25 N21 C21 118.6(2) . .
C25 N21 Cu 127.06(18) . .
C21 N21 Cu 114.00(17) . .
C31 N31 C35 118.5(2) . .
C31 N31 Cu 114.80(17) . .
C35 N31 Cu 126.38(18) . .
C1 O1 Cu 126.59(15) . .
O13 Cl10 O12 109.3(2) . .
O13 Cl10 O10 108.2(2) . .
O12 Cl10 O10 110.4(2) . .
O13 Cl10 O11 109.32(16) . .
O12 Cl10 O11 110.1(2) . .
O10 Cl10 O11 109.54(15) . .
O1 Cu N21 99.39(8) . .
O1 Cu N31 98.70(8) . .
N21 Cu N31 153.53(8) . .
O1 Cu N10 168.83(8) . .
N21 Cu N10 82.31(8) . .
N31 Cu N10 83.67(8) . .
O1 Cu N11 87.39(7) . .
N21 Cu N11 111.32(8) . .
N31 Cu N11 88.63(8) . .
N10 Cu N11 81.74(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.279(3) .
C1 C3 1.377(3) .
C1 C2 1.538(3) .
C2 O2 1.239(3) .
C2 C3 1.426(3) 2_665
C3 C2 1.426(3) 2_665
C3 Cl1 1.738(2) .
C10 N10 1.507(3) .
C10 C11 1.508(4) .
C11 N11 1.351(3) .
C11 C12 1.388(4) .
C12 C13 1.397(4) .
C13 C14 1.383(4) .
C14 C15 1.386(4) .
C15 N11 1.342(3) .
C20 N10 1.491(3) .
C20 C21 1.506(4) .
C21 N21 1.352(3) .
C21 C22 1.393(4) .
C22 C23 1.374(4) .
C23 C24 1.386(4) .
C24 C25 1.378(4) .
C25 N21 1.347(3) .
C30 N10 1.494(3) .
C30 C31 1.519(4) .
C31 N31 1.347(3) .
C31 C32 1.390(4) .
C32 C33 1.381(4) .
C33 C34 1.388(4) .
C34 C35 1.375(4) .
C35 N31 1.349(3) .
C61 O61 1.433(4) .
C71 O71 1.363(4) .
N10 Cu 2.0566(19) .
N11 Cu 2.257(2) .
N21 Cu 2.012(2) .
N31 Cu 2.023(2) .
O1 Cu 1.9539(16) .
O10 Cl10 1.424(2) .
O11 Cl10 1.429(2) .
O12 Cl10 1.422(3) .
O13 Cl10 1.418(3) .
