#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:07:06 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179913 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/08/7020809.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_7020809
loop_
_publ_author_name
'Zhang, Xiaoying'
'Li, Bo'
'Tang, Jinkui'
'Tian, Jumei'
'Huang, Guolong'
'Zhang, Jingping'
_publ_section_title
;
 Tuning the interactions from antiferro- to ferro-magnetic by molecular
 tailoring and manipulating
;
_journal_issue                   10
_journal_name_full               'Dalton Transactions'
_journal_page_first              3308
_journal_paper_doi               10.1039/c2dt32021e
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C14 H19 Cl Cu2 N2 O11'
_chemical_formula_weight         553.84
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 120.092(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   21.9919(18)
_cell_length_b                   13.5763(5)
_cell_length_c                   16.966(2)
_cell_measurement_reflns_used    3863
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.78
_cell_volume                     4382.8(9)
_computing_cell_refinement       CrysAlis
_computing_data_collection       'CrysAlis (Oxford Diffraction, 2006)'
_computing_data_reduction        CrysAlis
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R Ultra'
_diffrn_measurement_method       'ω scan'
_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  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0605
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8683
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.78
_exptl_absorpt_coefficient_mu    2.119
_exptl_absorpt_correction_T_max  0.589
_exptl_absorpt_correction_T_min  0.481
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis (Oxford Diffraction, 2006)
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.679
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2240
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.254
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.928
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         3863
_refine_ls_number_restraints     70
_refine_ls_restrained_S_all      0.974
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0409
_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)+(0.0677P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1105
_refine_ls_wR_factor_ref         0.1146
_reflns_number_gt                2482
_reflns_number_total             3863
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt32021e.txt
_cod_data_source_block           4#
_cod_original_cell_volume        4382.8(7)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7020809
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.09055(3) 0.14610(4) 0.30121(3) 0.0403(2) Uani 1 1 d . . .
Cu2 Cu -0.00046(3) 0.00796(4) 0.14679(3) 0.0388(2) Uani 1 1 d . . .
C1 C 0.1310(3) 0.3576(4) 0.3150(3) 0.0548(14) Uani 1 1 d . . .
H1 H 0.1572 0.3406 0.2878 0.066 Uiso 1 1 calc R . .
C2 C 0.1275(3) 0.4538(4) 0.3353(4) 0.0622(16) Uani 1 1 d . . .
H2 H 0.1515 0.5016 0.3224 0.075 Uiso 1 1 calc R . .
C3 C 0.0891(4) 0.4801(4) 0.3743(4) 0.0709(18) Uani 1 1 d . . .
H3 H 0.0866 0.5458 0.3881 0.085 Uiso 1 1 calc R . .
C4 C 0.0541(3) 0.4086(4) 0.3933(4) 0.0594(15) Uani 1 1 d . . .
H4 H 0.0269 0.4255 0.4192 0.071 Uiso 1 1 calc R . .
C5 C 0.0597(3) 0.3111(4) 0.3735(3) 0.0426(12) Uani 1 1 d . . .
C6 C 0.0260(3) 0.2271(4) 0.3945(3) 0.0460(13) Uani 1 1 d . . .
H6A H 0.0530 0.2114 0.4588 0.055 Uiso 1 1 calc R . .
H6B H -0.0211 0.2455 0.3802 0.055 Uiso 1 1 calc R . .
C7 C -0.0042(3) -0.2033(4) 0.0924(3) 0.0543(14) Uani 1 1 d . . .
H7 H -0.0460 -0.1887 0.0392 0.065 Uiso 1 1 calc R . .
C8 C 0.0224(3) -0.2970(4) 0.1053(4) 0.0651(17) Uani 1 1 d . . .
H8 H -0.0002 -0.3449 0.0607 0.078 Uiso 1 1 calc R . .
C9 C 0.0823(4) -0.3186(5) 0.1839(5) 0.081(2) Uani 1 1 d . . .
H9 H 0.1009 -0.3819 0.1941 0.097 Uiso 1 1 calc R . .
C10 C 0.1156(3) -0.2458(4) 0.2491(4) 0.0671(18) Uani 1 1 d . . .
H10 H 0.1567 -0.2597 0.3032 0.080 Uiso 1 1 calc R . .
C11 C 0.0869(3) -0.1527(4) 0.2325(3) 0.0452(12) Uani 1 1 d . . .
C12 C 0.1207(3) -0.0697(4) 0.2976(3) 0.0489(13) Uani 1 1 d . . .
H12A H 0.1380 -0.0925 0.3594 0.059 Uiso 1 1 calc R . .
H12B H 0.1603 -0.0450 0.2931 0.059 Uiso 1 1 calc R . .
C13 C 0.1488(3) 0.1139(4) 0.1841(3) 0.0421(12) Uani 1 1 d . . .
C14 C 0.2115(3) 0.1189(5) 0.1712(4) 0.0643(16) Uani 1 1 d . . .
H14A H 0.2352 0.0565 0.1866 0.096 Uiso 1 1 calc R . .
H14B H 0.2431 0.1691 0.2100 0.096 Uiso 1 1 calc R . .
H14C H 0.1964 0.1343 0.1088 0.096 Uiso 1 1 calc R . .
Cl1 Cl 0.33094(9) 0.91021(13) 0.38461(10) 0.0731(5) Uani 1 1 d DU . .
N1 N 0.0970(2) 0.2866(3) 0.3336(2) 0.0425(10) Uani 1 1 d . . .
N2 N 0.0285(2) -0.1312(3) 0.1552(2) 0.0421(10) Uani 1 1 d . . .
O1 O 0.02287(16) 0.1446(2) 0.34305(18) 0.0398(8) Uani 1 1 d . . .
O2 O 0.07120(16) 0.0065(2) 0.27698(19) 0.0382(8) Uani 1 1 d . . .
O3 O 0.15735(16) 0.1524(2) 0.2584(2) 0.0450(8) Uani 1 1 d . . .
O4 O 0.09369(17) 0.0751(3) 0.12642(19) 0.0466(9) Uani 1 1 d . . .
O5 O -0.0808(2) 0.0006(3) 0.0229(2) 0.0641(12) Uani 1 1 d D . .
H15 H -0.1218(14) 0.020(5) 0.007(4) 0.096 Uiso 1 1 d D . .
H16 H -0.083(3) -0.020(5) -0.026(2) 0.096 Uiso 1 1 d D . .
O6 O 0.3021(8) 0.9921(10) 0.4114(10) 0.129(5) Uani 0.40 1 d PDU A 1
O6' O 0.3002(5) 0.9039(9) 0.4399(5) 0.107(3) Uani 0.60 1 d PDU A 2
O7 O 0.2782(3) 0.8900(4) 0.2940(3) 0.1095(17) Uani 1 1 d DU A .
O8 O 0.3433(9) 0.8362(10) 0.4516(8) 0.135(5) Uani 0.40 1 d PDU A 1
O9 O 0.3977(6) 0.9430(13) 0.4003(10) 0.137(6) Uani 0.40 1 d PDU A 1
O8' O 0.3831(4) 0.8360(6) 0.4051(6) 0.110(3) Uani 0.60 1 d PDU A 2
O9' O 0.3604(6) 1.0045(6) 0.3916(7) 0.127(4) Uani 0.60 1 d PDU A 2
O1W O 0.8007(12) 0.0955(18) 1.0309(16) 0.121(9) Uani 0.40 1 d P B 1
O1W' O 0.8146(7) 0.1307(10) 1.0047(10) 0.083(4) Uani 0.60 1 d P C 2
O2W O 0.2876(3) 0.1829(6) 0.4210(4) 0.172(3) Uani 1 1 d . . .
H2A H 0.2461 0.1825 0.3755 0.258 Uiso 1 1 d R . .
H2B H 0.3095 0.1344 0.4153 0.258 Uiso 1 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'
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
O3 Cu1 O2 95.18(14) . .
O3 Cu1 O1 178.02(14) . .
O2 Cu1 O1 86.58(13) . .
O3 Cu1 N1 95.75(16) . .
O2 Cu1 N1 169.07(16) . .
O1 Cu1 N1 82.49(15) . .
O3 Cu1 Cu2 89.97(9) . .
O2 Cu1 Cu2 39.70(8) . .
O1 Cu1 Cu2 90.83(9) . .
N1 Cu1 Cu2 140.04(11) . .
O1 Cu2 O5 90.63(15) 2 .
O1 Cu2 O2 90.35(12) 2 .
O5 Cu2 O2 171.60(17) . .
O1 Cu2 N2 172.02(13) 2 .
O5 Cu2 N2 96.53(16) . .
O2 Cu2 N2 82.06(14) . .
O1 Cu2 Cu1 54.51(9) 2 .
O5 Cu2 Cu1 144.29(13) . .
O2 Cu2 Cu1 39.05(9) . .
N2 Cu2 Cu1 118.79(11) . .
N1 C1 C2 121.1(6) . .
C3 C2 C1 120.3(6) . .
C2 C3 C4 119.2(6) . .
C3 C4 C5 119.3(6) . .
N1 C5 C4 120.6(5) . .
N1 C5 C6 115.6(4) . .
C4 C5 C6 123.8(5) . .
O1 C6 C5 109.8(4) . .
N2 C7 C8 121.8(5) . .
C9 C8 C7 119.0(6) . .
C8 C9 C10 119.6(6) . .
C11 C10 C9 119.1(5) . .
N2 C11 C10 121.3(5) . .
N2 C11 C12 116.2(4) . .
C10 C11 C12 122.4(4) . .
O2 C12 C11 109.6(4) . .
O4 C13 O3 123.7(5) . .
O4 C13 C14 120.9(4) . .
O3 C13 C14 115.4(4) . .
O6' Cl1 O9' 110.7(6) . .
O6' Cl1 O7 107.9(4) . .
O9' Cl1 O7 111.1(5) . .
O6' Cl1 O9 133.5(8) . .
O9' Cl1 O9 46.7(7) . .
O7 Cl1 O9 118.1(7) . .
O6' Cl1 O8' 112.9(6) . .
O9' Cl1 O8' 109.8(6) . .
O7 Cl1 O8' 104.4(4) . .
O9 Cl1 O8' 63.2(8) . .
O6' Cl1 O8 52.7(7) . .
O9' Cl1 O8 132.1(7) . .
O7 Cl1 O8 116.8(6) . .
O9 Cl1 O8 107.6(8) . .
O8' Cl1 O8 60.4(8) . .
O6' Cl1 O6 53.9(7) . .
O9' Cl1 O6 62.4(8) . .
O7 Cl1 O6 103.8(6) . .
O9 Cl1 O6 105.7(9) . .
O8' Cl1 O6 151.6(6) . .
O8 Cl1 O6 103.0(9) . .
C5 N1 C1 119.5(5) . .
C5 N1 Cu1 113.8(3) . .
C1 N1 Cu1 126.6(4) . .
C11 N2 C7 119.1(4) . .
C11 N2 Cu2 113.5(3) . .
C7 N2 Cu2 127.4(3) . .
C6 O1 Cu1 114.3(3) . .
C6 O1 Cu2 129.9(3) . 2
Cu1 O1 Cu2 108.43(15) . 2
C12 O2 Cu1 127.1(3) . .
C12 O2 Cu2 111.7(3) . .
Cu1 O2 Cu2 101.25(13) . .
C13 O3 Cu1 125.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O3 1.940(3) .
Cu1 O2 1.941(3) .
Cu1 O1 1.944(3) .
Cu1 N1 1.971(4) .
Cu1 Cu2 3.0214(9) .
Cu2 O1 1.949(3) 2
Cu2 O5 1.956(3) .
Cu2 O2 1.968(3) .
Cu2 N2 1.976(4) .
C1 N1 1.351(6) .
C1 C2 1.363(8) .
C2 C3 1.355(9) .
C3 C4 1.375(8) .
C4 C5 1.386(7) .
C5 N1 1.342(6) .
C5 C6 1.496(7) .
C6 O1 1.400(5) .
C7 N2 1.357(6) .
C7 C8 1.372(8) .
C8 C9 1.355(8) .
C9 C10 1.387(8) .
C10 C11 1.377(7) .
C11 N2 1.329(6) .
C11 C12 1.490(7) .
C12 O2 1.412(6) .
C13 O4 1.231(5) .
C13 O3 1.288(6) .
C13 C14 1.503(7) .
Cl1 O6' 1.407(7) .
Cl1 O9' 1.412(7) .
Cl1 O7 1.413(4) .
Cl1 O9 1.426(8) .
Cl1 O8' 1.433(6) .
Cl1 O8 1.437(8) .
Cl1 O6 1.461(8) .
O1 Cu2 1.949(3) 2
