#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007112.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_2007112
loop_
_publ_author_name
'Wang, Y.'
'Stoeckli-Evans, H.'
_publ_section_title
;
Diaquabis(5-methoxycarbonyl-3,6-dimethylpyrazine-2-carboxylato-N^1^,O)copper(II)
;
_journal_issue 3
_journal_name_full 'Acta Crystallographica Section C'
_journal_page_first 306
_journal_page_last 308
_journal_volume 54
_journal_year 1998
_chemical_formula_iupac '[Cu (C9 H9 N2 O4)2 (H2 O)2]'
_chemical_formula_moiety 'C18 H22 Cu N4 O10'
_chemical_formula_sum 'C18 H22 Cu N4 O10'
_chemical_formula_weight 517.94
_chemical_name_systematic
;
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_audit_creation_method SHELXL
_cell_angle_alpha 90
_cell_angle_beta 103.640(10)
_cell_angle_gamma 90
_cell_formula_units_Z 2
_cell_length_a 8.9070(10)
_cell_length_b 10.042(2)
_cell_length_c 11.927(2)
_cell_measurement_reflns_used 19
_cell_measurement_temperature 295(2)
_cell_measurement_theta_max 19.5
_cell_measurement_theta_min 14.0
_cell_volume 1036.7(3)
_computing_cell_refinement DIF4
_computing_data_collection 'DIF4 (Stoe & Cie, 1995)'
_computing_data_reduction 'REDU4 (Stoe & Cie, 1996)'
_computing_molecular_graphics 'PLATON/PLUTON (Spek, 1990)'
_computing_publication_material SHELXL93
_computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution 'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature 295(2)
_diffrn_measurement_device 'Stoe AED2 four-circle'
_diffrn_measurement_method \w/2\q
_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 0.0000
_diffrn_reflns_av_sigmaI/netI 0.0636
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_limit_l_min 0
_diffrn_reflns_number 1356
_diffrn_reflns_theta_max 22.51
_diffrn_reflns_theta_min 2.35
_diffrn_standards_decay_% 1.5
_diffrn_standards_interval_time 60
_diffrn_standards_number 2
_exptl_absorpt_coefficient_mu 1.097
_exptl_absorpt_correction_type none
_exptl_crystal_colour 'pale green/blue'
_exptl_crystal_density_diffrn 1.659
_exptl_crystal_density_method none
_exptl_crystal_description lozenge
_exptl_crystal_F_000 534
_exptl_crystal_size_max 0.30
_exptl_crystal_size_mid 0.11
_exptl_crystal_size_min 0.11
_refine_diff_density_max 0.274
_refine_diff_density_min -0.304
_refine_ls_extinction_coef 0.0010(11)
_refine_ls_extinction_method 'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all 1.144
_refine_ls_goodness_of_fit_obs 1.131
_refine_ls_hydrogen_treatment 'H atoms: see below'
_refine_ls_matrix_type full
_refine_ls_number_parameters 163
_refine_ls_number_reflns 1352
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.161
_refine_ls_restrained_S_obs 1.131
_refine_ls_R_factor_all 0.101
_refine_ls_R_factor_obs 0.045
_refine_ls_shift/esd_max -0.001
_refine_ls_shift/esd_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.0382P)^2^+1.6057P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all 0.116
_refine_ls_wR_factor_obs 0.089
_reflns_number_observed 893
_reflns_number_total 1356
_reflns_observed_criterion >2sigma(I)
_[local]_cod_data_source_file mu1367.cif
_[local]_cod_data_source_block cul1mee
_[local]_cod_cif_authors_sg_H-M 'P 21/c'
_cod_database_code 2007112
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu1 0.0266(5) 0.0436(6) 0.0427(6) 0.0048(6) -0.0025(4) -0.0166(6)
OW1 0.056(4) 0.079(4) 0.057(4) 0.004(4) 0.014(3) 0.014(3)
N1 0.026(2) 0.023(2) 0.028(2) -0.001(2) 0.003(2) 0.001(2)
N2 0.028(2) 0.024(2) 0.032(2) 0.000(2) 0.005(2) 0.000(2)
O1 0.047(3) 0.075(4) 0.076(3) 0.010(3) -0.011(2) -0.046(3)
O2 0.035(2) 0.070(3) 0.070(3) 0.017(2) -0.018(2) -0.032(3)
O3 0.028(2) 0.058(3) 0.053(3) 0.011(2) -0.007(2) -0.024(2)
O4 0.039(2) 0.071(3) 0.056(3) 0.009(2) 0.000(2) -0.036(3)
C1 0.026(2) 0.027(3) 0.027(2) 0.002(3) 0.002(2) 0.001(3)
C2 0.028(3) 0.027(3) 0.025(3) 0.003(2) 0.001(2) 0.005(2)
C3 0.033(3) 0.021(3) 0.026(3) 0.007(2) 0.010(2) 0.002(2)
C4 0.027(3) 0.022(3) 0.031(3) -0.001(3) 0.004(2) -0.002(2)
C5 0.035(3) 0.046(3) 0.032(3) 0.007(3) 0.003(2) -0.008(3)
C6 0.026(3) 0.035(3) 0.035(3) -0.002(3) 0.004(2) 0.003(4)
C7 0.043(4) 0.104(7) 0.087(5) 0.016(4) -0.034(3) -0.045(5)
C8 0.036(3) 0.042(4) 0.036(3) 0.007(3) 0.005(3) -0.003(3)
C9 0.036(3) 0.034(3) 0.033(3) 0.001(3) 0.008(3) -0.007(3)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Cu1 0.0000 0.0000 0.0000 0.0394(4) Uani d S 1 Cu
OW1 -0.0765(9) -0.1726(6) 0.1232(5) 0.064(2) Uani d . 1 O
H11 -0.151(10) -0.163(10) 0.126(8) 0.09(4) Uiso d . 1 H
H12 -0.015(11) -0.188(10) 0.177(8) 0.10(4) Uiso d . 1 H
N1 -0.2350(5) 0.0542(4) -0.0707(3) 0.0265(10) Uani d . 1 N
N2 -0.5414(5) 0.1272(4) -0.1043(4) 0.0281(10) Uani d . 1 N
O1 -0.6057(5) -0.1018(5) -0.3320(4) 0.070(2) Uani d . 1 O
O2 -0.7439(5) 0.0657(5) -0.2918(4) 0.0635(14) Uani d . 1 O
O3 -0.0210(4) 0.1362(4) 0.1052(3) 0.0488(12) Uani d . 1 O
O4 -0.1775(5) 0.2692(5) 0.1700(4) 0.0575(13) Uani d . 1 O
C1 -0.3379(5) 0.0105(6) -0.1650(4) 0.0273(11) Uani d . 1 C
C2 -0.4934(6) 0.0469(5) -0.1774(4) 0.0274(13) Uani d . 1 C
C3 -0.4371(6) 0.1786(5) -0.0154(4) 0.0262(12) Uani d . 1 C
C4 -0.2818(6) 0.1383(5) 0.0024(4) 0.0273(12) Uani d . 1 C
C5 -0.2796(6) -0.0698(6) -0.2510(4) 0.0384(14) Uani d . 1 C
H5A -0.335(3) -0.046(3) -0.3275(5) 0.058 Uiso calc R 1 H
H5B -0.295(4) -0.1628(6) -0.2382(19) 0.058 Uiso calc R 1 H
H5C -0.1715(11) -0.052(3) -0.243(2) 0.058 Uiso calc R 1 H
C6 -0.6177(5) -0.0062(7) -0.2760(4) 0.0325(12) Uani d . 1 C
C7 -0.8715(7) 0.0229(9) -0.3851(6) 0.086(3) Uani d . 1 C
H7A -0.958(3) 0.082(4) -0.390(3) 0.129 Uiso calc R 1 H
H7B -0.901(5) -0.066(2) -0.370(3) 0.129 Uiso calc R 1 H
H7C -0.840(2) 0.025(6) -0.4567(9) 0.129 Uiso calc R 1 H
C8 -0.4973(6) 0.2761(6) 0.0578(5) 0.0385(15) Uani d . 1 C
H8A -0.461(3) 0.3638(8) 0.046(2) 0.058 Uiso calc R 1 H
H8B -0.461(3) 0.252(2) 0.1376(5) 0.058 Uiso calc R 1 H
H8C -0.6082(6) 0.275(3) 0.037(2) 0.058 Uiso calc R 1 H
C9 -0.1525(7) 0.1856(6) 0.1014(5) 0.0344(14) Uani d . 1 C
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 0.2630 1.2660 '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
_geom_angle_publ_flag
O3 Cu1 O3 3 . 180.0 n
O3 Cu1 N1 3 . 99.4(2) n
O3 Cu1 N1 . . 80.6(2) yes
O3 Cu1 N1 3 3 80.6(2) no
O3 Cu1 N1 . 3 99.4(2) no
N1 Cu1 N1 . 3 180.0 n
O3 Cu1 OW1 3 3 91.6(2) no
O3 Cu1 OW1 . 3 88.4(2) n
N1 Cu1 OW1 . 3 88.2(2) n
N1 Cu1 OW1 3 3 91.8(2) no
O3 Cu1 OW1 3 . 88.4(2) no
O3 Cu1 OW1 . . 91.6(2) yes
N1 Cu1 OW1 . . 91.8(2) yes
N1 Cu1 OW1 3 . 88.2(2) no
OW1 Cu1 OW1 3 . 180.0 n
C1 N1 C4 . . 119.4(4) n
C1 N1 Cu1 . . 131.2(4) n
C4 N1 Cu1 . . 109.1(3) n
C2 N2 C3 . . 118.9(4) n
C6 O2 C7 . . 115.8(5) n
C9 O3 Cu1 . . 119.7(3) n
N1 C1 C2 . . 117.6(5) n
N1 C1 C5 . . 118.1(4) n
C2 C1 C5 . . 124.3(4) n
N2 C2 C1 . . 123.4(5) n
N2 C2 C6 . . 115.8(5) n
C1 C2 C6 . . 120.9(5) n
N2 C3 C4 . . 118.8(4) n
N2 C3 C8 . . 116.0(4) n
C4 C3 C8 . . 125.2(5) n
N1 C4 C3 . . 121.7(4) n
N1 C4 C9 . . 113.9(4) n
C3 C4 C9 . . 124.4(5) n
O1 C6 O2 . . 123.5(5) n
O1 C6 C2 . . 125.2(5) n
O2 C6 C2 . . 111.3(5) n
O4 C9 O3 . . 123.8(5) n
O4 C9 C4 . . 120.6(5) n
O3 C9 C4 . . 115.6(5) n
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O3 3 1.895(4) no
Cu1 O3 . 1.895(4) yes
Cu1 N1 . 2.135(4) yes
Cu1 N1 3 2.135(4) no
Cu1 OW1 3 2.470(6) no
Cu1 OW1 . 2.470(6) yes
N1 C1 . 1.346(6) n
N1 C4 . 1.349(6) n
N2 C2 . 1.330(6) n
N2 C3 . 1.338(6) n
O1 C6 . 1.188(7) n
O2 C6 . 1.312(7) n
O2 C7 . 1.456(7) n
O3 C9 . 1.263(6) n
O4 C9 . 1.229(6) n
C1 C2 . 1.406(7) n
C1 C5 . 1.491(7) n
C2 C6 . 1.510(7) n
C3 C4 . 1.408(7) n
C3 C8 . 1.493(7) n
C4 C9 . 1.518(7) n
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
O3 Cu1 N1 C1 3 -2.8(5)
O3 Cu1 N1 C1 . 177.2(5)
N1 Cu1 N1 C1 3 -27.(13)
OW1 Cu1 N1 C1 3 88.6(5)
OW1 Cu1 N1 C1 . -91.4(5)
O3 Cu1 N1 C4 3 171.0(3)
O3 Cu1 N1 C4 . -9.0(3)
N1 Cu1 N1 C4 3 147.(13)
OW1 Cu1 N1 C4 3 -97.7(3)
OW1 Cu1 N1 C4 . 82.3(3)
O3 Cu1 O3 C9 3 -141.(2)
N1 Cu1 O3 C9 . 8.2(5)
N1 Cu1 O3 C9 3 -171.8(5)
OW1 Cu1 O3 C9 3 96.6(5)
OW1 Cu1 O3 C9 . -83.4(5)
C4 N1 C1 C2 . -5.1(7)
Cu1 N1 C1 C2 . 168.1(4)
C4 N1 C1 C5 . 173.2(5)
Cu1 N1 C1 C5 . -13.6(7)
C3 N2 C2 C1 . 1.4(7)
C3 N2 C2 C6 . -179.6(5)
N1 C1 C2 N2 . 3.6(8)
C5 C1 C2 N2 . -174.6(5)
N1 C1 C2 C6 . -175.4(5)
C5 C1 C2 C6 . 6.4(8)
C2 N2 C3 C4 . -4.6(7)
C2 N2 C3 C8 . 175.3(5)
C1 N1 C4 C3 . 2.0(7)
Cu1 N1 C4 C3 . -172.6(4)
C1 N1 C4 C9 . -176.8(5)
Cu1 N1 C4 C9 . 8.6(5)
N2 C3 C4 N1 . 3.0(8)
C8 C3 C4 N1 . -176.9(5)
N2 C3 C4 C9 . -178.3(5)
C8 C3 C4 C9 . 1.8(8)
C7 O2 C6 O1 . -0.9(10)
C7 O2 C6 C2 . -180.0(6)
N2 C2 C6 O1 . -160.3(6)
C1 C2 C6 O1 . 18.8(9)
N2 C2 C6 O2 . 18.8(7)
C1 C2 C6 O2 . -162.1(5)
Cu1 O3 C9 O4 . 176.2(5)
Cu1 O3 C9 C4 . -5.7(7)
N1 C4 C9 O4 . 175.3(5)
C3 C4 C9 O4 . -3.5(9)
N1 C4 C9 O3 . -3.0(7)
C3 C4 C9 O3 . 178.2(5)