#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:04:53 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178767 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/21/4102103.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_4102103
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                 97.339(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.998(16)
_cell_length_b                   9.697(8)
_cell_length_c                   18.903(17)
_cell_measurement_temperature    298
_cell_volume                     3272(5)
_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      298
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0489
_diffrn_reflns_av_sigmaI/netI    0.0528
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9009
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.17
_exptl_absorpt_coefficient_mu    1.350
_exptl_absorpt_correction_T_max  0.9735
_exptl_absorpt_correction_T_min  0.7037
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS; sheldrick, 1996
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.404
_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         1.037
_refine_diff_density_min         -1.032
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2903
_refine_ls_number_restraints     270
_refine_ls_restrained_S_all      1.121
_refine_ls_R_factor_all          0.0940
_refine_ls_R_factor_gt           0.0654
_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)+(0.0974P)²+0.5814P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1550
_refine_ls_wR_factor_ref         0.1704
_reflns_number_gt                2047
_reflns_number_total             2903
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja9091598_si_001_04.cif
_cod_data_source_block           60724a1_1b_298K
_cod_database_code               4102103
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 0.1292(3) 0.7286(5) 0.2120(3) 0.0485(13) Uani 1 1 d U . .
C2 C 0.2035(3) 0.7275(5) 0.1868(4) 0.0548(14) Uani 1 1 d U . .
C3 C 0.2311(4) 0.8440(8) 0.1590(4) 0.086(2) Uani 1 1 d U . .
H3 H 0.2037 0.9254 0.1580 0.103 Uiso 1 1 calc R . .
C4 C 0.2980(5) 0.8427(10) 0.1329(5) 0.110(2) Uani 1 1 d U . .
H4 H 0.3171 0.9233 0.1156 0.132 Uiso 1 1 calc R . .
C5 C 0.3374(5) 0.7200(9) 0.1323(5) 0.101(2) Uani 1 1 d U . .
H5 H 0.3808 0.7157 0.1104 0.121 Uiso 1 1 calc R . .
C6 C 0.3131(4) 0.6095(8) 0.1628(4) 0.085(2) Uani 1 1 d U . .
H6 H 0.3413 0.5289 0.1656 0.102 Uiso 1 1 calc R . .
C7 C 0.2473(3) 0.6126(6) 0.1902(4) 0.0641(16) Uani 1 1 d U . .
H7 H 0.2315 0.5338 0.2119 0.077 Uiso 1 1 calc R . .
C8 C 0.0581(3) 0.7214(6) 0.3790(3) 0.0528(14) Uani 1 1 d U . .
C9 C 0.0981(4) 0.7171(6) 0.4520(3) 0.0609(15) Uani 1 1 d U . .
C10 C 0.1018(4) 0.5965(7) 0.4901(4) 0.0731(18) Uani 1 1 d U . .
H10 H 0.0766 0.5189 0.4706 0.088 Uiso 1 1 calc R . .
C11 C 0.1420(5) 0.5890(9) 0.5564(4) 0.095(2) Uani 1 1 d U . .
H11 H 0.1445 0.5062 0.5815 0.114 Uiso 1 1 calc R . .
C12 C 0.1779(5) 0.7007(10) 0.5855(5) 0.100(2) Uani 1 1 d U . .
H12 H 0.2057 0.6943 0.6303 0.120 Uiso 1 1 calc R . .
C13 C 0.1743(5) 0.8210(10) 0.5509(5) 0.105(2) Uani 1 1 d U . .
H13 H 0.1982 0.8983 0.5723 0.126 Uiso 1 1 calc R . .
C14 C 0.1347(4) 0.8307(9) 0.4828(4) 0.088(2) Uani 1 1 d U . .
H14 H 0.1331 0.9139 0.4582 0.106 Uiso 1 1 calc R . .
C15 C 0.0316(3) 0.2974(5) 0.2036(3) 0.0502(14) Uani 1 1 d U . .
H15 H 0.0547 0.3433 0.1691 0.060 Uiso 1 1 calc R . .
C16 C 0.0322(3) 0.1565(5) 0.2036(3) 0.0538(14) Uani 1 1 d U . .
H16 H 0.0562 0.1108 0.1697 0.065 Uiso 1 1 calc R . .
Cu1 Cu 0.0000 0.85960(8) 0.2500 0.0466(3) Uani 1 2 d SU . .
Cu2 Cu 0.0000 0.59230(8) 0.2500 0.0443(3) Uani 1 2 d SU . .
N1 N 0.0000 0.3715(5) 0.2500 0.0430(15) Uani 1 2 d SU . .
N2 N 0.0000 0.0826(5) 0.2500 0.0448(15) Uani 1 2 d SU . .
O1 O 0.0960(2) 0.8429(3) 0.2140(2) 0.0578(11) Uani 1 1 d U . .
O2 O 0.1030(2) 0.6155(3) 0.2286(2) 0.0552(10) Uani 1 1 d U . .
O3 O 0.0353(2) 0.6095(4) 0.3508(2) 0.0577(10) Uani 1 1 d U . .
O4 O 0.0514(2) 0.8364(4) 0.3475(2) 0.0608(11) Uani 1 1 d U . .
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 124.7(5) . . ?
O2 C1 C2 117.4(5) . . ?
O1 C1 C2 117.9(5) . . ?
C7 C2 C3 117.3(6) . . ?
C7 C2 C1 122.3(5) . . ?
C3 C2 C1 120.4(5) . . ?
C4 C3 C2 121.0(7) . . ?
C3 C4 C5 119.3(8) . . ?
C6 C5 C4 119.7(8) . . ?
C5 C6 C7 120.4(7) . . ?
C6 C7 C2 122.1(7) . . ?
O3 C8 O4 123.9(6) . . ?
O3 C8 C9 117.9(5) . . ?
O4 C8 C9 118.2(5) . . ?
C10 C9 C14 118.3(7) . . ?
C10 C9 C8 120.1(6) . . ?
C14 C9 C8 121.6(6) . . ?
C11 C10 C9 120.8(7) . . ?
C12 C11 C10 120.1(8) . . ?
C13 C12 C11 120.9(9) . . ?
C12 C13 C14 119.9(8) . . ?
C9 C14 C13 119.9(8) . . ?
N1 C15 C16 123.3(5) . . ?
N2 C16 C15 122.6(5) . . ?
O1 Cu1 O1 170.4(2) . 2 ?
O1 Cu1 O4 89.72(18) . 2 ?
O1 Cu1 O4 89.18(18) 2 2 ?
O1 Cu1 O4 89.18(18) . . ?
O1 Cu1 O4 89.72(18) 2 . ?
O4 Cu1 O4 166.9(2) 2 . ?
O1 Cu1 N2 94.79(10) . 1_565 ?
O1 Cu1 N2 94.79(10) 2 1_565 ?
O4 Cu1 N2 96.57(11) 2 1_565 ?
O4 Cu1 N2 96.57(11) . 1_565 ?
O1 Cu1 Cu2 85.21(10) . . ?
O1 Cu1 Cu2 85.21(10) 2 . ?
O4 Cu1 Cu2 83.43(11) 2 . ?
O4 Cu1 Cu2 83.43(11) . . ?
N2 Cu1 Cu2 180.000(1) 1_565 . ?
O3 Cu2 O3 170.1(2) 2 . ?
O3 Cu2 O2 89.25(18) 2 . ?
O3 Cu2 O2 89.62(18) . . ?
O3 Cu2 O2 89.62(18) 2 2 ?
O3 Cu2 O2 89.25(18) . 2 ?
O2 Cu2 O2 166.8(2) . 2 ?
O3 Cu2 N1 94.93(11) 2 . ?
O3 Cu2 N1 94.93(11) . . ?
O2 Cu2 N1 96.58(10) . . ?
O2 Cu2 N1 96.58(10) 2 . ?
O3 Cu2 Cu1 85.07(11) 2 . ?
O3 Cu2 Cu1 85.07(11) . . ?
O2 Cu2 Cu1 83.42(10) . . ?
O2 Cu2 Cu1 83.42(10) 2 . ?
N1 Cu2 Cu1 180.0 . . ?
C15 N1 C15 113.9(6) . 2 ?
C15 N1 Cu2 123.1(3) . . ?
C15 N1 Cu2 123.1(3) 2 . ?
C16 N2 C16 114.4(6) . 2 ?
C16 N2 Cu1 122.8(3) . 1_545 ?
C16 N2 Cu1 122.8(3) 2 1_545 ?
C1 O1 Cu1 121.9(3) . . ?
C1 O2 Cu2 123.3(3) . . ?
C8 O3 Cu2 122.7(4) . . ?
C8 O4 Cu1 123.2(4) . . ?
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 1.250(6) . ?
C1 O1 1.261(6) . ?
C1 C2 1.477(8) . ?
C2 C7 1.361(8) . ?
C2 C3 1.365(9) . ?
C3 C4 1.359(10) . ?
C4 C5 1.386(11) . ?
C5 C6 1.319(11) . ?
C6 C7 1.350(9) . ?
C8 O3 1.255(6) . ?
C8 O4 1.261(7) . ?
C8 C9 1.474(9) . ?
C9 C10 1.370(9) . ?
C9 C14 1.374(9) . ?
C10 C11 1.368(10) . ?
C11 C12 1.343(11) . ?
C12 C13 1.334(12) . ?
C13 C14 1.393(11) . ?
C15 N1 1.318(6) . ?
C15 C16 1.366(7) . ?
C16 N2 1.322(6) . ?
Cu1 O1 1.944(4) . ?
Cu1 O1 1.944(4) 2 ?
Cu1 O4 1.968(4) 2 ?
Cu1 O4 1.968(4) . ?
Cu1 N2 2.162(6) 1_565 ?
Cu1 Cu2 2.592(2) . ?
Cu2 O3 1.937(4) 2 ?
Cu2 O3 1.937(4) . ?
Cu2 O2 1.960(4) . ?
Cu2 O2 1.960(4) 2 ?
Cu2 N1 2.141(5) . ?
N1 C15 1.318(6) 2 ?
N2 C16 1.322(6) 2 ?
N2 Cu1 2.162(6) 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 C7 -8.8(9) . . . . ?
O1 C1 C2 C7 172.5(6) . . . . ?
O2 C1 C2 C3 171.4(6) . . . . ?
O1 C1 C2 C3 -7.3(9) . . . . ?
C7 C2 C3 C4 3.0(12) . . . . ?
C1 C2 C3 C4 -177.1(7) . . . . ?
C2 C3 C4 C5 2.2(13) . . . . ?
C3 C4 C5 C6 -6.1(15) . . . . ?
C4 C5 C6 C7 4.7(14) . . . . ?
C5 C6 C7 C2 0.7(12) . . . . ?
C3 C2 C7 C6 -4.6(10) . . . . ?
C1 C2 C7 C6 175.6(6) . . . . ?
O3 C8 C9 C10 -7.7(9) . . . . ?
O4 C8 C9 C10 175.1(6) . . . . ?
O3 C8 C9 C14 170.0(6) . . . . ?
O4 C8 C9 C14 -7.3(9) . . . . ?
C14 C9 C10 C11 -1.2(11) . . . . ?
C8 C9 C10 C11 176.5(6) . . . . ?
C9 C10 C11 C12 0.7(12) . . . . ?
C10 C11 C12 C13 0.9(14) . . . . ?
C11 C12 C13 C14 -2.0(15) . . . . ?
C10 C9 C14 C13 0.1(11) . . . . ?
C8 C9 C14 C13 -177.6(7) . . . . ?
C12 C13 C14 C9 1.5(13) . . . . ?
N1 C15 C16 N2 0.9(9) . . . . ?
O1 Cu1 Cu2 O3 -81.32(18) . . . 2 ?
O1 Cu1 Cu2 O3 98.68(18) 2 . . 2 ?
O4 Cu1 Cu2 O3 8.95(16) 2 . . 2 ?
O4 Cu1 Cu2 O3 -171.05(16) . . . 2 ?
N2 Cu1 Cu2 O3 162(94) 1_565 . . 2 ?
O1 Cu1 Cu2 O3 98.68(18) . . . . ?
O1 Cu1 Cu2 O3 -81.32(18) 2 . . . ?
O4 Cu1 Cu2 O3 -171.05(16) 2 . . . ?
O4 Cu1 Cu2 O3 8.95(16) . . . . ?
N2 Cu1 Cu2 O3 -18(35) 1_565 . . . ?
O1 Cu1 Cu2 O2 8.49(16) . . . . ?
O1 Cu1 Cu2 O2 -171.51(16) 2 . . . ?
O4 Cu1 Cu2 O2 98.76(18) 2 . . . ?
O4 Cu1 Cu2 O2 -81.24(18) . . . . ?
N2 Cu1 Cu2 O2 -109(93) 1_565 . . . ?
O1 Cu1 Cu2 O2 -171.51(16) . . . 2 ?
O1 Cu1 Cu2 O2 8.49(16) 2 . . 2 ?
O4 Cu1 Cu2 O2 -81.24(18) 2 . . 2 ?
O4 Cu1 Cu2 O2 98.76(18) . . . 2 ?
N2 Cu1 Cu2 O2 71(35) 1_565 . . 2 ?
O1 Cu1 Cu2 N1 -160(100) . . . . ?
O1 Cu1 Cu2 N1 20(100) 2 . . . ?
O4 Cu1 Cu2 N1 -69(100) 2 . . . ?
O4 Cu1 Cu2 N1 111(100) . . . . ?
N2 Cu1 Cu2 N1 0(100) 1_565 . . . ?
C16 C15 N1 C15 -0.4(4) . . . 2 ?
C16 C15 N1 Cu2 179.6(4) . . . . ?
O3 Cu2 N1 C15 49.8(3) 2 . . . ?
O3 Cu2 N1 C15 -130.2(3) . . . . ?
O2 Cu2 N1 C15 -40.0(3) . . . . ?
O2 Cu2 N1 C15 140.0(3) 2 . . . ?
Cu1 Cu2 N1 C15 128(100) . . . . ?
O3 Cu2 N1 C15 -130.2(3) 2 . . 2 ?
O3 Cu2 N1 C15 49.8(3) . . . 2 ?
O2 Cu2 N1 C15 140.0(3) . . . 2 ?
O2 Cu2 N1 C15 -40.0(3) 2 . . 2 ?
Cu1 Cu2 N1 C15 -52(100) . . . 2 ?
C15 C16 N2 C16 -0.4(4) . . . 2 ?
C15 C16 N2 Cu1 179.6(4) . . . 1_545 ?
O2 C1 O1 Cu1 4.1(8) . . . . ?
C2 C1 O1 Cu1 -177.2(4) . . . . ?
O1 Cu1 O1 C1 -9.4(4) 2 . . . ?
O4 Cu1 O1 C1 -92.8(5) 2 . . . ?
O4 Cu1 O1 C1 74.1(5) . . . . ?
N2 Cu1 O1 C1 170.6(4) 1_565 . . . ?
Cu2 Cu1 O1 C1 -9.4(4) . . . . ?
O1 C1 O2 Cu2 7.6(9) . . . . ?
C2 C1 O2 Cu2 -171.1(4) . . . . ?
O3 Cu2 O2 C1 74.2(5) 2 . . . ?
O3 Cu2 O2 C1 -96.0(5) . . . . ?
O2 Cu2 O2 C1 -11.0(4) 2 . . . ?
N1 Cu2 O2 C1 169.0(4) . . . . ?
Cu1 Cu2 O2 C1 -11.0(4) . . . . ?
O4 C8 O3 Cu2 9.7(8) . . . . ?
C9 C8 O3 Cu2 -167.4(4) . . . . ?
O3 Cu2 O3 C8 -12.4(4) 2 . . . ?
O2 Cu2 O3 C8 71.0(5) . . . . ?
O2 Cu2 O3 C8 -95.9(5) 2 . . . ?
N1 Cu2 O3 C8 167.6(4) . . . . ?
Cu1 Cu2 O3 C8 -12.4(4) . . . . ?
O3 C8 O4 Cu1 2.7(8) . . . . ?
C9 C8 O4 Cu1 179.8(4) . . . . ?
O1 Cu1 O4 C8 -94.4(5) . . . . ?
O1 Cu1 O4 C8 76.1(5) 2 . . . ?
O4 Cu1 O4 C8 -9.1(4) 2 . . . ?
N2 Cu1 O4 C8 170.9(4) 1_565 . . . ?
Cu2 Cu1 O4 C8 -9.1(4) . . . . ?
