#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/71/2237195.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_2237195
loop_
_publ_author_name
'Wang, Jing-lin'
'Wang, Cai-rong'
'Wang, Zhi-jun'
'Yang, Bin-sheng'
_publ_section_title
;
 Tetrakis[μ-2-(methoxycarbonyl)benzoato-κ²O¹:O^1'^]bis[(acetonitrile-κN)copper(II)](Cu---Cu)
;
_journal_coeditor_code           LR2089
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m19
_journal_paper_doi               10.1107/S1600536812049410
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Cu2 (C9 H7 O4)4 (C2 H3 N)2]'
_chemical_formula_moiety         'C40 H34 Cu2 N2 O16'
_chemical_formula_sum            'C40 H34 Cu2 N2 O16'
_chemical_formula_weight         925.77
_chemical_name_systematic
;
Tetrakis[μ-2-(methoxycarbonyl)benzoato-
κ²O¹:O^1'^]bis[(acetonitrile-
κN)copper(II)](Cu---Cu)
;
_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                104.7740(10)
_cell_angle_beta                 108.061(2)
_cell_angle_gamma                91.1520(10)
_cell_formula_units_Z            1
_cell_length_a                   8.2332(10)
_cell_length_b                   10.5730(13)
_cell_length_c                   12.6673(15)
_cell_measurement_reflns_used    2861
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.643
_cell_measurement_theta_min      2.274
_cell_volume                     1007.8(2)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'phi and omega 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  0.0223
_diffrn_reflns_av_sigmaI/netI    0.0435
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5143
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    1.131
_exptl_absorpt_correction_T_max  0.7499
_exptl_absorpt_correction_T_min  0.6541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             474
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.323
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3466
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0576P)²+0.2799P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0949
_refine_ls_wR_factor_ref         0.1051
_reflns_number_gt                2906
_reflns_number_total             3466
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            lr2089.cif
_cod_data_source_block           I
_cod_database_code               2237195
_cod_database_fobs_code          2237195
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_symmetry_multiplicity
Cu Cu1 0.66718(4) 0.48669(3) 0.52396(3) 0.02864(14) Uani d . 1 1
N N1 0.9334(4) 0.4460(3) 0.5907(3) 0.0511(7) Uani d . 1 1
O O1 0.5939(3) 0.33112(19) 0.56430(17) 0.0356(5) Uani d . 1 1
O O2 0.3117(3) 0.3521(2) 0.52217(19) 0.0407(5) Uani d . 1 1
O O3 0.6624(3) 0.3323(2) 0.8074(2) 0.0519(6) Uani d . 1 1
O O4 0.8468(4) 0.1920(3) 0.7599(3) 0.0758(9) Uani d . 1 1
O O5 0.6016(3) 0.3852(2) 0.36022(17) 0.0370(5) Uani d . 1 1
O O6 0.3193(3) 0.4033(2) 0.32214(17) 0.0373(5) Uani d . 1 1
O O7 0.1070(3) 0.1505(2) 0.2080(2) 0.0489(6) Uani d . 1 1
O O8 -0.0269(3) 0.2908(3) 0.1135(2) 0.0591(7) Uani d . 1 1
C C1 0.4421(4) 0.2953(3) 0.5562(2) 0.0320(7) Uani d . 1 1
C C2 0.4171(4) 0.1705(3) 0.5883(3) 0.0341(7) Uani d . 1 1
C C3 0.2681(4) 0.0870(3) 0.5272(3) 0.0481(9) Uani d . 1 1
H H3 0.1831 0.1115 0.4703 0.058 Uiso calc R 1 1
C C4 0.2426(5) -0.0317(3) 0.5485(3) 0.0531(9) Uani d . 1 1
H H4 0.1406 -0.0861 0.5072 0.064 Uiso calc R 1 1
C C5 0.3681(5) -0.0695(3) 0.6311(3) 0.0497(9) Uani d . 1 1
H H5 0.3519 -0.1502 0.6451 0.060 Uiso calc R 1 1
C C6 0.5178(5) 0.0117(3) 0.6930(3) 0.0475(8) Uani d . 1 1
H H6 0.6026 -0.0142 0.7490 0.057 Uiso calc R 1 1
C C7 0.5432(4) 0.1324(3) 0.6725(3) 0.0366(7) Uani d . 1 1
C C8 0.7035(5) 0.2203(4) 0.7487(3) 0.0466(8) Uani d . 1 1
C C9 0.8041(6) 0.4269(4) 0.8868(3) 0.0730(13) Uani d . 1 1
H H9A 0.8914 0.3821 0.9281 0.109 Uiso calc R 1 1
H H9B 0.7641 0.4889 0.9405 0.109 Uiso calc R 1 1
H H9C 0.8510 0.4726 0.8446 0.109 Uiso calc R 1 1
C C10 0.4473(4) 0.3629(3) 0.2946(2) 0.0314(7) Uani d . 1 1
C C11 0.4130(4) 0.2844(3) 0.1715(2) 0.0340(7) Uani d . 1 1
C C12 0.5451(4) 0.2722(3) 0.1247(3) 0.0458(8) Uani d . 1 1
H H12 0.6562 0.3065 0.1721 0.055 Uiso calc R 1 1
C C13 0.5161(5) 0.2104(4) 0.0094(3) 0.0612(10) Uani d . 1 1
H H13 0.6066 0.2032 -0.0202 0.073 Uiso calc R 1 1
C C14 0.3510(5) 0.1593(4) -0.0613(3) 0.0667(11) Uani d . 1 1
H H14 0.3299 0.1182 -0.1392 0.080 Uiso calc R 1 1
C C15 0.2173(5) 0.1693(4) -0.0162(3) 0.0549(10) Uani d . 1 1
H H15 0.1066 0.1344 -0.0643 0.066 Uiso calc R 1 1
C C16 0.2458(4) 0.2306(3) 0.0994(3) 0.0380(7) Uani d . 1 1
C C17 0.0956(4) 0.2320(3) 0.1417(3) 0.0413(8) Uani d . 1 1
C C18 -0.0319(5) 0.1442(4) 0.2536(3) 0.0629(11) Uani d . 1 1
H H18A -0.0247 0.2246 0.3119 0.094 Uiso calc R 1 1
H H18B -0.0240 0.0716 0.2869 0.094 Uiso calc R 1 1
H H18C -0.1396 0.1323 0.1925 0.094 Uiso calc R 1 1
C C19 1.0408(4) 0.4208(4) 0.6578(3) 0.0467(8) Uani d . 1 1
C C20 1.1799(5) 0.3891(5) 0.7485(4) 0.0714(12) Uani d . 1 1
H H20A 1.1928 0.4511 0.8214 0.107 Uiso calc R 1 1
H H20B 1.2852 0.3933 0.7313 0.107 Uiso calc R 1 1
H H20C 1.1531 0.3019 0.7524 0.107 Uiso calc R 1 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'
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'
N N 0.0061 0.0033 '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
O2 Cu1 O6 2_666 2_666 88.57(9)
O2 Cu1 O5 2_666 . 89.00(9)
O6 Cu1 O5 2_666 . 167.59(8)
O2 Cu1 O1 2_666 . 167.74(9)
O6 Cu1 O1 2_666 . 89.31(9)
O5 Cu1 O1 . . 90.49(9)
O2 Cu1 N1 2_666 . 103.49(10)
O6 Cu1 N1 2_666 . 90.66(10)
O5 Cu1 N1 . . 101.74(10)
O1 Cu1 N1 . . 88.60(10)
O2 Cu1 Cu1 2_666 2_666 86.83(6)
O6 Cu1 Cu1 2_666 2_666 83.15(6)
O5 Cu1 Cu1 . 2_666 84.57(6)
O1 Cu1 Cu1 . 2_666 80.93(6)
N1 Cu1 Cu1 . 2_666 167.87(8)
C19 N1 Cu1 . . 151.4(3)
C1 O1 Cu1 . . 125.83(19)
C1 O2 Cu1 . 2_666 120.03(19)
C8 O3 C9 . . 116.4(3)
C10 O5 Cu1 . . 122.1(2)
C10 O6 Cu1 . 2_666 124.20(19)
C17 O7 C18 . . 115.9(3)
O2 C1 O1 . . 126.4(3)
O2 C1 C2 . . 117.5(3)
O1 C1 C2 . . 116.1(3)
C3 C2 C7 . . 118.7(3)
C3 C2 C1 . . 118.9(3)
C7 C2 C1 . . 122.3(3)
C4 C3 C2 . . 121.3(3)
C4 C3 H3 . . 119.3
C2 C3 H3 . . 119.3
C5 C4 C3 . . 119.7(3)
C5 C4 H4 . . 120.1
C3 C4 H4 . . 120.1
C4 C5 C6 . . 120.1(3)
C4 C5 H5 . . 120.0
C6 C5 H5 . . 120.0
C5 C6 C7 . . 120.3(3)
C5 C6 H6 . . 119.8
C7 C6 H6 . . 119.8
C2 C7 C6 . . 119.8(3)
C2 C7 C8 . . 122.5(3)
C6 C7 C8 . . 117.6(3)
O4 C8 O3 . . 125.1(4)
O4 C8 C7 . . 125.1(4)
O3 C8 C7 . . 109.7(3)
O3 C9 H9A . . 109.5
O3 C9 H9B . . 109.5
H9A C9 H9B . . 109.5
O3 C9 H9C . . 109.5
H9A C9 H9C . . 109.5
H9B C9 H9C . . 109.5
O6 C10 O5 . . 125.9(3)
O6 C10 C11 . . 116.7(2)
O5 C10 C11 . . 117.3(3)
C12 C11 C16 . . 118.7(3)
C12 C11 C10 . . 120.0(3)
C16 C11 C10 . . 121.2(3)
C13 C12 C11 . . 121.7(3)
C13 C12 H12 . . 119.1
C11 C12 H12 . . 119.1
C12 C13 C14 . . 119.3(4)
C12 C13 H13 . . 120.3
C14 C13 H13 . . 120.3
C13 C14 C15 . . 120.0(3)
C13 C14 H14 . . 120.0
C15 C14 H14 . . 120.0
C14 C15 C16 . . 120.9(3)
C14 C15 H15 . . 119.5
C16 C15 H15 . . 119.5
C15 C16 C11 . . 119.4(3)
C15 C16 C17 . . 117.3(3)
C11 C16 C17 . . 123.3(3)
O8 C17 O7 . . 123.6(3)
O8 C17 C16 . . 124.9(3)
O7 C17 C16 . . 111.3(3)
O7 C18 H18A . . 109.5
O7 C18 H18B . . 109.5
H18A C18 H18B . . 109.5
O7 C18 H18C . . 109.5
H18A C18 H18C . . 109.5
H18B C18 H18C . . 109.5
N1 C19 C20 . . 178.4(4)
C19 C20 H20A . . 109.5
C19 C20 H20B . . 109.5
H20A C20 H20B . . 109.5
C19 C20 H20C . . 109.5
H20A C20 H20C . . 109.5
H20B C20 H20C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O2 2_666 1.959(2)
Cu1 O6 2_666 1.967(2)
Cu1 O5 . 1.973(2)
Cu1 O1 . 1.9775(19)
Cu1 N1 . 2.186(3)
Cu1 Cu1 2_666 2.6662(7)
N1 C19 . 1.111(4)
O1 C1 . 1.264(4)
O2 C1 . 1.253(4)
O2 Cu1 2_666 1.9590(19)
O3 C8 . 1.338(4)
O3 C9 . 1.445(4)
O4 C8 . 1.197(4)
O5 C10 . 1.263(3)
O6 C10 . 1.259(4)
O6 Cu1 2_666 1.967(2)
O7 C17 . 1.335(4)
O7 C18 . 1.439(4)
O8 C17 . 1.202(4)
C1 C2 . 1.505(4)
C2 C3 . 1.380(4)
C2 C7 . 1.388(4)
C3 C4 . 1.375(5)
C3 H3 . 0.9300
C4 C5 . 1.371(5)
C4 H4 . 0.9300
C5 C6 . 1.373(5)
C5 H5 . 0.9300
C6 C7 . 1.390(4)
C6 H6 . 0.9300
C7 C8 . 1.497(5)
C9 H9A . 0.9600
C9 H9B . 0.9600
C9 H9C . 0.9600
C10 C11 . 1.503(4)
C11 C12 . 1.385(5)
C11 C16 . 1.405(4)
C12 C13 . 1.380(5)
C12 H12 . 0.9300
C13 C14 . 1.382(6)
C13 H13 . 0.9300
C14 C15 . 1.383(5)
C14 H14 . 0.9300
C15 C16 . 1.385(4)
C15 H15 . 0.9300
C16 C17 . 1.492(5)
C18 H18A . 0.9600
C18 H18B . 0.9600
C18 H18C . 0.9600
C19 C20 . 1.464(5)
C20 H20A . 0.9600
C20 H20B . 0.9600
C20 H20C . 0.9600
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C5 H5 O5 2_656 0.93 2.51 3.379(4) 156
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
O2 Cu1 N1 C19 2_666 131.8(6)
O6 Cu1 N1 C19 2_666 43.1(7)
O5 Cu1 N1 C19 . -136.4(7)
O1 Cu1 N1 C19 . -46.2(7)
Cu1 Cu1 N1 C19 2_666 -15.9(10)
O2 Cu1 O1 C1 2_666 4.0(5)
O6 Cu1 O1 C1 2_666 84.0(2)
O5 Cu1 O1 C1 . -83.6(2)
N1 Cu1 O1 C1 . 174.7(2)
Cu1 Cu1 O1 C1 2_666 0.8(2)
O2 Cu1 O5 C10 2_666 -89.3(2)
O6 Cu1 O5 C10 2_666 -10.6(5)
O1 Cu1 O5 C10 . 78.5(2)
N1 Cu1 O5 C10 . 167.1(2)
Cu1 Cu1 O5 C10 2_666 -2.4(2)
Cu1 O2 C1 O1 2_666 -0.4(4)
Cu1 O2 C1 C2 2_666 -178.87(18)
Cu1 O1 C1 O2 . -0.5(4)
Cu1 O1 C1 C2 . 177.95(18)
O2 C1 C2 C3 . 34.7(4)
O1 C1 C2 C3 . -143.9(3)
O2 C1 C2 C7 . -149.3(3)
O1 C1 C2 C7 . 32.1(4)
C7 C2 C3 C4 . 0.3(5)
C1 C2 C3 C4 . 176.4(3)
C2 C3 C4 C5 . -0.9(6)
C3 C4 C5 C6 . 0.8(6)
C4 C5 C6 C7 . -0.1(5)
C3 C2 C7 C6 . 0.4(5)
C1 C2 C7 C6 . -175.5(3)
C3 C2 C7 C8 . -175.7(3)
C1 C2 C7 C8 . 8.4(5)
C5 C6 C7 C2 . -0.5(5)
C5 C6 C7 C8 . 175.7(3)
C9 O3 C8 O4 . 2.5(5)
C9 O3 C8 C7 . 178.8(3)
C2 C7 C8 O4 . -125.1(4)
C6 C7 C8 O4 . 58.7(5)
C2 C7 C8 O3 . 58.5(4)
C6 C7 C8 O3 . -117.7(3)
Cu1 O6 C10 O5 2_666 0.6(4)
Cu1 O6 C10 C11 2_666 -177.57(17)
Cu1 O5 C10 O6 . 1.9(4)
Cu1 O5 C10 C11 . -179.96(17)
O6 C10 C11 C12 . 159.6(3)
O5 C10 C11 C12 . -18.8(4)
O6 C10 C11 C16 . -15.6(4)
O5 C10 C11 C16 . 166.0(3)
C16 C11 C12 C13 . 0.8(5)
C10 C11 C12 C13 . -174.5(3)
C11 C12 C13 C14 . 0.0(6)
C12 C13 C14 C15 . -0.6(7)
C13 C14 C15 C16 . 0.3(6)
C14 C15 C16 C11 . 0.6(5)
C14 C15 C16 C17 . -177.5(4)
C12 C11 C16 C15 . -1.1(5)
C10 C11 C16 C15 . 174.1(3)
C12 C11 C16 C17 . 176.8(3)
C10 C11 C16 C17 . -7.9(4)
C18 O7 C17 O8 . -5.2(5)
C18 O7 C17 C16 . 180.0(3)
C15 C16 C17 O8 . -66.9(5)
C11 C16 C17 O8 . 115.1(4)
C15 C16 C17 O7 . 107.8(3)
C11 C16 C17 O7 . -70.2(4)
Cu1 N1 C19 C20 . -23(16)
