#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:21:51 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179661 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/14/4511430.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_4511430
loop_
_publ_author_name
'Yigit, Mehmet V.'
'Wang, Yu'
'Moulton, Brian'
'MacDonald, John C.'
_publ_section_title
;
 Generation of Linear Coordination Polymers
 ofcatena-[Diaqua-(μ-pyrazine-2,6-dicarboxylato-N,O,O‘-μ-N‘)copper(II)
 via in Situ Hydro(solvo)thermal Decarboxylation of
 Pyrazine-2,3,5,6-tetracarboxylic Acid
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              829
_journal_paper_doi               10.1021/cg050621+
_journal_volume                  6
_journal_year                    2006
_chemical_formula_sum            'C6 H6 Cu N2 O6'
_chemical_formula_weight         265.67
_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'
_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                 109.716(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.7560(17)
_cell_length_b                   18.725(5)
_cell_length_c                   6.5954(17)
_cell_measurement_reflns_used    3093
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.35
_cell_measurement_theta_min      3.20
_cell_volume                     785.4(4)
_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      100(2)
_diffrn_measured_fraction_theta_full 0.942
_diffrn_measured_fraction_theta_max 0.942
_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  0.0267
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            4631
_diffrn_reflns_theta_full        28.35
_diffrn_reflns_theta_max         28.35
_diffrn_reflns_theta_min         2.18
_exptl_absorpt_coefficient_mu    2.794
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blue-green
_exptl_crystal_density_diffrn    2.247
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.750
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1847
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0325
_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)+(0.0313P)²+0.9078P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0739
_refine_ls_wR_factor_ref         0.0761
_reflns_number_gt                1624
_reflns_number_total             1847
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg050621%2Bsi20051122_061100.cif
_cod_data_source_block           wpi011
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        785.4(3)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4511430
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_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
Cu1 Cu 0.98550(5) 0.373002(16) 0.15978(5) 0.01169(11) Uani 1 1 d .
N1 N 0.6907(3) 0.37328(11) 0.1663(3) 0.0115(4) Uani 1 1 d .
N2 N 0.2821(3) 0.37426(11) 0.1581(3) 0.0130(4) Uani 1 1 d .
O1 O 0.6667(3) 0.55418(10) 0.3051(3) 0.0177(4) Uani 1 1 d .
O2 O 0.9266(3) 0.49080(10) 0.2483(3) 0.0151(4) Uani 1 1 d .
O3 O 0.8702(3) 0.25540(10) 0.0815(3) 0.0149(4) Uani 1 1 d .
O4 O 0.5991(3) 0.18888(9) 0.0973(3) 0.0162(4) Uani 1 1 d .
C1 C 0.7461(4) 0.49862(13) 0.2614(4) 0.0130(5) Uani 1 1 d .
C2 C 0.6079(4) 0.43275(13) 0.2134(4) 0.0122(5) Uani 1 1 d .
C3 C 0.4016(4) 0.43273(14) 0.2130(4) 0.0135(5) Uani 1 1 d .
H3 H 0.3451 0.4749 0.2523 0.016 Uiso 1 1 calc R
C4 C 0.3680(4) 0.31454(14) 0.1137(4) 0.0137(5) Uani 1 1 d .
H4 H 0.2858 0.2723 0.0766 0.016 Uiso 1 1 calc R
C5 C 0.5766(4) 0.31351(13) 0.1212(4) 0.0128(5) Uani 1 1 d .
C6 C 0.6906(4) 0.24621(14) 0.0961(4) 0.0129(5) Uani 1 1 d .
O1W O 0.8780(3) 0.40079(11) -0.1466(3) 0.0198(4) Uani 1 1 d .
H1W H 0.8097 0.3720 -0.2304 0.024 Uiso 1 1 d R
H2W H 0.9495 0.4319 -0.2051 0.024 Uiso 1 1 d R
O2W O 1.0980(3) 0.34259(10) 0.4641(3) 0.0146(4) Uani 1 1 d .
H3W H 1.1638 0.3699 0.5570 0.018 Uiso 1 1 d R
H4W H 1.0237 0.3169 0.5320 0.018 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'
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
O1W Cu1 O2W 178.16(8) . .
O1W Cu1 N1 89.77(8) . .
O2W Cu1 N1 91.34(8) . .
O1W Cu1 N2 90.84(8) . 1_655
O2W Cu1 N2 88.08(8) . 1_655
N1 Cu1 N2 178.81(8) . 1_655
O1W Cu1 O3 92.42(7) . .
O2W Cu1 O3 86.45(7) . .
N1 Cu1 O3 75.38(7) . .
N2 Cu1 O3 105.61(8) 1_655 .
O1W Cu1 O2 88.41(7) . .
O2W Cu1 O2 93.29(7) . .
N1 Cu1 O2 74.91(7) . .
N2 Cu1 O2 104.09(7) 1_655 .
O3 Cu1 O2 150.28(7) . .
C2 N1 C5 119.8(2) . .
C2 N1 Cu1 120.43(17) . .
C5 N1 Cu1 119.73(17) . .
C3 N2 C4 118.5(2) . .
C3 N2 Cu1 121.42(17) . 1_455
C4 N2 Cu1 119.95(17) . 1_455
C1 O2 Cu1 112.03(16) . .
C6 O3 Cu1 111.70(16) . .
O1 C1 O2 127.9(2) . .
O1 C1 C2 116.4(2) . .
O2 C1 C2 115.7(2) . .
N1 C2 C3 120.0(2) . .
N1 C2 C1 116.9(2) . .
C3 C2 C1 123.1(2) . .
N2 C3 C2 120.9(2) . .
N2 C4 C5 120.8(2) . .
N1 C5 C4 119.8(2) . .
N1 C5 C6 116.5(2) . .
C4 C5 C6 123.6(2) . .
O4 C6 O3 127.8(2) . .
O4 C6 C5 116.5(2) . .
O3 C6 C5 115.6(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1W 1.9726(18) .
Cu1 O2W 1.9752(18) .
Cu1 N1 2.006(2) .
Cu1 N2 2.007(2) 1_655
Cu1 O3 2.3347(19) .
Cu1 O2 2.3500(19) .
N1 C2 1.329(3) .
N1 C5 1.334(3) .
N2 C3 1.336(3) .
N2 C4 1.337(3) .
N2 Cu1 2.007(2) 1_455
O1 C1 1.248(3) .
O2 C1 1.260(3) .
O3 C6 1.261(3) .
O4 C6 1.240(3) .
C1 C2 1.514(3) .
C2 C3 1.393(3) .
C4 C5 1.394(4) .
C5 C6 1.515(3) .
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
O1W Cu1 N1 C2 -88.82(19) .
O2W Cu1 N1 C2 92.65(18) .
N2 Cu1 N1 C2 32(4) 1_655
O3 Cu1 N1 C2 178.63(19) .
O2 Cu1 N1 C2 -0.40(17) .
O1W Cu1 N1 C5 90.63(18) .
O2W Cu1 N1 C5 -87.91(18) .
N2 Cu1 N1 C5 -149(4) 1_655
O3 Cu1 N1 C5 -1.93(17) .
O2 Cu1 N1 C5 179.04(19) .
O1W Cu1 O2 C1 91.18(17) .
O2W Cu1 O2 C1 -89.51(16) .
N1 Cu1 O2 C1 0.99(16) .
N2 Cu1 O2 C1 -178.36(16) 1_655
O3 Cu1 O2 C1 -0.9(2) .
O1W Cu1 O3 C6 -94.17(16) .
O2W Cu1 O3 C6 87.28(16) .
N1 Cu1 O3 C6 -5.03(16) .
N2 Cu1 O3 C6 174.29(16) 1_655
O2 Cu1 O3 C6 -3.1(2) .
Cu1 O2 C1 O1 -179.9(2) .
Cu1 O2 C1 C2 -1.3(2) .
C5 N1 C2 C3 -0.8(3) .
Cu1 N1 C2 C3 178.63(16) .
C5 N1 C2 C1 -179.6(2) .
Cu1 N1 C2 C1 -0.1(3) .
O1 C1 C2 N1 179.9(2) .
O2 C1 C2 N1 1.1(3) .
O1 C1 C2 C3 1.1(3) .
O2 C1 C2 C3 -177.6(2) .
C4 N2 C3 C2 3.3(3) .
Cu1 N2 C3 C2 179.31(17) 1_455
N1 C2 C3 N2 -2.4(3) .
C1 C2 C3 N2 176.3(2) .
C3 N2 C4 C5 -1.0(3) .
Cu1 N2 C4 C5 -177.10(17) 1_455
C2 N1 C5 C4 3.0(3) .
Cu1 N1 C5 C4 -176.40(17) .
C2 N1 C5 C6 -172.7(2) .
Cu1 N1 C5 C6 7.8(3) .
N2 C4 C5 N1 -2.2(4) .
N2 C4 C5 C6 173.3(2) .
Cu1 O3 C6 O4 -168.1(2) .
Cu1 O3 C6 C5 10.1(2) .
N1 C5 C6 O4 166.0(2) .
C4 C5 C6 O4 -9.6(3) .
N1 C5 C6 O3 -12.4(3) .
C4 C5 C6 O3 172.0(2) .
