#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:04:53 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178767 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/21/4102104.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_4102104
loop_
_publ_author_name
'Satoshi Takamizawa'
'Ei-ichi Nataka'
'Takamasa Akatsuka'
'Ryosuke Miyake'
'Yoshiki Kakizaki'
'Hirotoshi Takeuchi'
'Goro Maruta'
'Sadamu Takeda'
_publ_section_title
;
 Crystal Transformation and Host Molecular Motions in CO2 Adsorption
 Process of a Metal Benzoate Pyrazine (MII= Rh, Cu)
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3783
_journal_page_last               3792
_journal_paper_doi               10.1021/ja9091598
_journal_volume                  132
_journal_year                    2010
_chemical_formula_sum            'C32 H24 Cu2 N2 O8'
_chemical_formula_weight         691.61
_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                 98.432(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.485(3)
_cell_length_b                   9.6876(19)
_cell_length_c                   19.213(4)
_cell_measurement_temperature    90
_cell_volume                     3219.3(11)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  '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  0.0560
_diffrn_reflns_av_sigmaI/netI    0.0680
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            11425
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    1.372
_exptl_absorpt_correction_T_max  0.9731
_exptl_absorpt_correction_T_min  0.6999
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS; sheldrick, 1996
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.02
_refine_diff_density_max         2.035
_refine_diff_density_min         -1.702
_refine_diff_density_rms         0.135
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3999
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.136
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0589
_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)+(0.0814P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1342
_refine_ls_wR_factor_ref         0.1462
_reflns_number_gt                2987
_reflns_number_total             3999
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja9091598_si_001_05.cif
_cod_data_source_block           60723a1_1b_90K
_cod_original_cell_volume        3219.2(11)
_cod_database_code               4102104
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
C1 C 0.1340(2) 0.7337(3) 0.2152(2) 0.0174(7) Uani 1 1 d . . .
C2 C 0.2099(2) 0.7342(4) 0.1894(2) 0.0186(7) Uani 1 1 d . . .
C3 C 0.2392(2) 0.8551(4) 0.1650(2) 0.0255(9) Uani 1 1 d . . .
H3 H 0.2123 0.9396 0.1680 0.031 Uiso 1 1 calc R . .
C4 C 0.3074(2) 0.8536(4) 0.1362(2) 0.0321(10) Uani 1 1 d . . .
H4 H 0.3272 0.9367 0.1195 0.039 Uiso 1 1 calc R . .
C5 C 0.3464(2) 0.7303(4) 0.1318(2) 0.0307(10) Uani 1 1 d . . .
H5 H 0.3921 0.7282 0.1104 0.037 Uiso 1 1 calc R . .
C6 C 0.3194(2) 0.6105(4) 0.1584(2) 0.0276(9) Uani 1 1 d . . .
H6 H 0.3472 0.5267 0.1566 0.033 Uiso 1 1 calc R . .
C7 C 0.2519(2) 0.6123(4) 0.1875(2) 0.0216(8) Uani 1 1 d . . .
H7 H 0.2339 0.5299 0.2064 0.026 Uiso 1 1 calc R . .
C8 C 0.0589(2) 0.7228(4) 0.3785(2) 0.0189(8) Uani 1 1 d . . .
C9 C 0.0985(2) 0.7176(4) 0.4518(2) 0.0202(8) Uani 1 1 d . . .
C10 C 0.1010(2) 0.5960(4) 0.4908(2) 0.0241(8) Uani 1 1 d . . .
H10 H 0.0745 0.5166 0.4707 0.029 Uiso 1 1 calc R . .
C11 C 0.1410(2) 0.5889(4) 0.5576(2) 0.0311(10) Uani 1 1 d . . .
H11 H 0.1415 0.5055 0.5836 0.037 Uiso 1 1 calc R . .
C12 C 0.1808(3) 0.7033(5) 0.5872(2) 0.0341(10) Uani 1 1 d . . .
H12 H 0.2097 0.6977 0.6331 0.041 Uiso 1 1 calc R . .
C13 C 0.1784(3) 0.8249(5) 0.5500(2) 0.0359(11) Uani 1 1 d . . .
H13 H 0.2050 0.9038 0.5705 0.043 Uiso 1 1 calc R . .
C14 C 0.1375(2) 0.8328(4) 0.4831(2) 0.0292(9) Uani 1 1 d . . .
H14 H 0.1358 0.9174 0.4580 0.035 Uiso 1 1 calc R . .
C15 C 0.0379(2) 0.3014(3) 0.2071(2) 0.0193(8) Uani 1 1 d . . .
H15 H 0.0655 0.3495 0.1756 0.023 Uiso 1 1 calc R . .
C16 C 0.0382(2) 0.1580(3) 0.2071(2) 0.0192(8) Uani 1 1 d . . .
H16 H 0.0662 0.1103 0.1757 0.023 Uiso 1 1 calc R . .
Cu1 Cu 0.0000 0.86259(6) 0.2500 0.01650(19) Uani 1 2 d SU . .
Cu2 Cu 0.0000 0.59529(6) 0.2500 0.01612(19) Uani 1 2 d SU . .
N1 N 0.0000 0.3729(4) 0.2500 0.0163(9) Uani 1 2 d SU . .
N2 N 0.0000 0.0859(4) 0.2500 0.0181(9) Uani 1 2 d SU . .
O1 O 0.09927(15) 0.8482(2) 0.21633(14) 0.0208(6) Uani 1 1 d . . .
O2 O 0.10779(15) 0.6197(2) 0.23241(15) 0.0212(6) Uani 1 1 d . . .
O3 O 0.03399(16) 0.6098(2) 0.35099(14) 0.0210(6) Uani 1 1 d . . .
O4 O 0.05340(15) 0.8382(2) 0.34741(14) 0.0216(6) 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'
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
O2 C1 O1 124.9(3) . . ?
O2 C1 C2 117.9(3) . . ?
O1 C1 C2 117.2(3) . . ?
C3 C2 C7 118.9(4) . . ?
C3 C2 C1 120.6(3) . . ?
C7 C2 C1 120.5(3) . . ?
C4 C3 C2 120.6(3) . . ?
C5 C4 C3 119.6(4) . . ?
C6 C5 C4 120.3(4) . . ?
C7 C6 C5 120.0(3) . . ?
C6 C7 C2 120.5(4) . . ?
O4 C8 O3 124.8(4) . . ?
O4 C8 C9 118.2(3) . . ?
O3 C8 C9 117.0(3) . . ?
C10 C9 C14 118.0(4) . . ?
C10 C9 C8 121.0(3) . . ?
C14 C9 C8 121.0(3) . . ?
C11 C10 C9 121.1(4) . . ?
C10 C11 C12 120.1(4) . . ?
C13 C12 C11 119.7(4) . . ?
C12 C13 C14 120.3(4) . . ?
C13 C14 C9 120.7(4) . . ?
N1 C15 C16 121.6(3) . . ?
N2 C16 C15 121.5(3) . . ?
O1 Cu1 O1 171.78(14) . 2 ?
O1 Cu1 O4 89.84(11) . 2 ?
O1 Cu1 O4 89.18(11) 2 2 ?
O1 Cu1 O4 89.18(11) . . ?
O1 Cu1 O4 89.84(11) 2 . ?
O4 Cu1 O4 166.29(14) 2 . ?
O1 Cu1 N2 94.11(7) . 1_565 ?
O1 Cu1 N2 94.11(7) 2 1_565 ?
O4 Cu1 N2 96.85(7) 2 1_565 ?
O4 Cu1 N2 96.85(7) . 1_565 ?
O1 Cu1 Cu2 85.89(7) . . ?
O1 Cu1 Cu2 85.89(7) 2 . ?
O4 Cu1 Cu2 83.15(7) 2 . ?
O4 Cu1 Cu2 83.15(7) . . ?
N2 Cu1 Cu2 180.000(1) 1_565 . ?
O3 Cu2 O3 171.75(14) 2 . ?
O3 Cu2 O2 88.88(11) 2 . ?
O3 Cu2 O2 90.14(11) . . ?
O3 Cu2 O2 90.14(11) 2 2 ?
O3 Cu2 O2 88.88(11) . 2 ?
O2 Cu2 O2 166.29(14) . 2 ?
O3 Cu2 N1 94.13(7) 2 . ?
O3 Cu2 N1 94.13(7) . . ?
O2 Cu2 N1 96.86(7) . . ?
O2 Cu2 N1 96.86(7) 2 . ?
O3 Cu2 Cu1 85.87(7) 2 . ?
O3 Cu2 Cu1 85.87(7) . . ?
O2 Cu2 Cu1 83.14(7) . . ?
O2 Cu2 Cu1 83.14(7) 2 . ?
N1 Cu2 Cu1 180.0 . . ?
C15 N1 C15 117.1(4) . 2 ?
C15 N1 Cu2 121.5(2) . . ?
C15 N1 Cu2 121.5(2) 2 . ?
C16 N2 C16 116.8(4) . 2 ?
C16 N2 Cu1 121.6(2) . 1_545 ?
C16 N2 Cu1 121.6(2) 2 1_545 ?
C1 O1 Cu1 121.4(2) . . ?
C1 O2 Cu2 122.8(2) . . ?
C8 O3 Cu2 121.0(2) . . ?
C8 O4 Cu1 123.0(2) . . ?
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
C1 O2 1.258(4) . ?
C1 O1 1.266(4) . ?
C1 C2 1.483(5) . ?
C2 C3 1.388(5) . ?
C2 C7 1.394(5) . ?
C3 C4 1.386(5) . ?
C4 C5 1.384(6) . ?
C5 C6 1.380(6) . ?
C6 C7 1.378(5) . ?
C8 O4 1.265(4) . ?
C8 O3 1.265(4) . ?
C8 C9 1.476(5) . ?
C9 C10 1.394(5) . ?
C9 C14 1.397(5) . ?
C10 C11 1.370(6) . ?
C11 C12 1.386(6) . ?
C12 C13 1.375(7) . ?
C13 C14 1.379(6) . ?
C15 N1 1.326(4) . ?
C15 C16 1.389(5) . ?
C16 N2 1.332(4) . ?
Cu1 O1 1.944(2) . ?
Cu1 O1 1.944(2) 2 ?
Cu1 O4 1.979(3) 2 ?
Cu1 O4 1.979(3) . ?
Cu1 N2 2.164(4) 1_565 ?
Cu1 Cu2 2.5895(9) . ?
Cu2 O3 1.949(3) 2 ?
Cu2 O3 1.949(3) . ?
Cu2 O2 1.977(3) . ?
Cu2 O2 1.977(3) 2 ?
Cu2 N1 2.155(4) . ?
N1 C15 1.326(4) 2 ?
N2 C16 1.332(4) 2 ?
N2 Cu1 2.164(4) 1_545 ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 C3 175.4(4) . . . . ?
O1 C1 C2 C3 -2.6(6) . . . . ?
O2 C1 C2 C7 -2.8(6) . . . . ?
O1 C1 C2 C7 179.2(4) . . . . ?
C7 C2 C3 C4 2.8(6) . . . . ?
C1 C2 C3 C4 -175.3(4) . . . . ?
C2 C3 C4 C5 0.0(7) . . . . ?
C3 C4 C5 C6 -2.5(7) . . . . ?
C4 C5 C6 C7 2.0(7) . . . . ?
C5 C6 C7 C2 1.0(6) . . . . ?
C3 C2 C7 C6 -3.4(6) . . . . ?
C1 C2 C7 C6 174.8(4) . . . . ?
O4 C8 C9 C10 174.8(3) . . . . ?
O3 C8 C9 C10 -6.5(5) . . . . ?
O4 C8 C9 C14 -8.0(5) . . . . ?
O3 C8 C9 C14 170.7(4) . . . . ?
C14 C9 C10 C11 -0.6(6) . . . . ?
C8 C9 C10 C11 176.7(4) . . . . ?
C9 C10 C11 C12 -0.9(6) . . . . ?
C10 C11 C12 C13 1.6(7) . . . . ?
C11 C12 C13 C14 -1.0(7) . . . . ?
C12 C13 C14 C9 -0.5(7) . . . . ?
C10 C9 C14 C13 1.3(6) . . . . ?
C8 C9 C14 C13 -176.0(4) . . . . ?
N1 C15 C16 N2 0.3(5) . . . . ?
O1 Cu1 Cu2 O3 -79.90(11) . . . 2 ?
O1 Cu1 Cu2 O3 100.10(11) 2 . . 2 ?
O4 Cu1 Cu2 O3 10.43(10) 2 . . 2 ?
O4 Cu1 Cu2 O3 -169.57(10) . . . 2 ?
N2 Cu1 Cu2 O3 165(66) 1_565 . . 2 ?
O1 Cu1 Cu2 O3 100.10(11) . . . . ?
O1 Cu1 Cu2 O3 -79.90(11) 2 . . . ?
O4 Cu1 Cu2 O3 -169.57(10) 2 . . . ?
O4 Cu1 Cu2 O3 10.43(10) . . . . ?
N2 Cu1 Cu2 O3 -15(27) 1_565 . . . ?
O1 Cu1 Cu2 O2 9.46(11) . . . . ?
O1 Cu1 Cu2 O2 -170.54(11) 2 . . . ?
O4 Cu1 Cu2 O2 99.79(11) 2 . . . ?
O4 Cu1 Cu2 O2 -80.21(11) . . . . ?
N2 Cu1 Cu2 O2 -106(71) 1_565 . . . ?
O1 Cu1 Cu2 O2 -170.54(11) . . . 2 ?
O1 Cu1 Cu2 O2 9.46(11) 2 . . 2 ?
O4 Cu1 Cu2 O2 -80.21(11) 2 . . 2 ?
O4 Cu1 Cu2 O2 99.79(11) . . . 2 ?
N2 Cu1 Cu2 O2 74(27) 1_565 . . 2 ?
O1 Cu1 Cu2 N1 -161(100) . . . . ?
O1 Cu1 Cu2 N1 19(100) 2 . . . ?
O4 Cu1 Cu2 N1 -70(100) 2 . . . ?
O4 Cu1 Cu2 N1 110(100) . . . . ?
N2 Cu1 Cu2 N1 0(41) 1_565 . . . ?
C16 C15 N1 C15 -0.2(2) . . . 2 ?
C16 C15 N1 Cu2 179.8(2) . . . . ?
O3 Cu2 N1 C15 53.0(2) 2 . . . ?
O3 Cu2 N1 C15 -127.0(2) . . . . ?
O2 Cu2 N1 C15 -36.4(2) . . . . ?
O2 Cu2 N1 C15 143.6(2) 2 . . . ?
Cu1 Cu2 N1 C15 134(100) . . . . ?
O3 Cu2 N1 C15 -127.0(2) 2 . . 2 ?
O3 Cu2 N1 C15 53.0(2) . . . 2 ?
O2 Cu2 N1 C15 143.6(2) . . . 2 ?
O2 Cu2 N1 C15 -36.4(2) 2 . . 2 ?
Cu1 Cu2 N1 C15 -46(100) . . . 2 ?
C15 C16 N2 C16 -0.2(2) . . . 2 ?
C15 C16 N2 Cu1 179.8(2) . . . 1_545 ?
O2 C1 O1 Cu1 3.0(5) . . . . ?
C2 C1 O1 Cu1 -179.2(2) . . . . ?
O1 Cu1 O1 C1 -9.7(3) 2 . . . ?
O4 Cu1 O1 C1 -92.8(3) 2 . . . ?
O4 Cu1 O1 C1 73.5(3) . . . . ?
N2 Cu1 O1 C1 170.3(3) 1_565 . . . ?
Cu2 Cu1 O1 C1 -9.7(3) . . . . ?
O1 C1 O2 Cu2 10.0(5) . . . . ?
C2 C1 O2 Cu2 -167.8(2) . . . . ?
O3 Cu2 O2 C1 73.1(3) 2 . . . ?
O3 Cu2 O2 C1 -98.7(3) . . . . ?
O2 Cu2 O2 C1 -12.9(3) 2 . . . ?
N1 Cu2 O2 C1 167.1(3) . . . . ?
Cu1 Cu2 O2 C1 -12.9(3) . . . . ?
O4 C8 O3 Cu2 11.3(5) . . . . ?
C9 C8 O3 Cu2 -167.3(2) . . . . ?
O3 Cu2 O3 C8 -14.4(3) 2 . . . ?
O2 Cu2 O3 C8 68.7(3) . . . . ?
O2 Cu2 O3 C8 -97.6(3) 2 . . . ?
N1 Cu2 O3 C8 165.6(3) . . . . ?
Cu1 Cu2 O3 C8 -14.4(3) . . . . ?
O3 C8 O4 Cu1 2.8(5) . . . . ?
C9 C8 O4 Cu1 -178.6(2) . . . . ?
O1 Cu1 O4 C8 -96.3(3) . . . . ?
O1 Cu1 O4 C8 75.5(3) 2 . . . ?
O4 Cu1 O4 C8 -10.4(3) 2 . . . ?
N2 Cu1 O4 C8 169.6(3) 1_565 . . . ?
Cu2 Cu1 O4 C8 -10.4(3) . . . . ?
