#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/99/2209960.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_2209960
loop_
_publ_author_name
'Guang-Bo Che'
'Chun-Bo Liu'
'Zhan-Lin Xu'
_publ_section_title
Poly[[[pyrazino[2,3-f][1,10]phenanthroline]copper(II)]-μ₄-fumarato-μ₂-fumarato]
_journal_coeditor_code           NG2047
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1948
_journal_page_last               m1949
_journal_paper_doi               10.1107/S1600536806028376
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Cu (C4 H2 O4) (C14 H8 N4)]'
_chemical_formula_moiety         'C18 H10 Cu N4 O4'
_chemical_formula_sum            'C18 H10 Cu N4 O4'
_chemical_formula_weight         409.84
_chemical_name_systematic
;
Poly[[pyrazino[2,3-f][1,10]phenanthroline]copper(II)]-
μ₄-fumarato-μ₂-fumarato]
;
_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                105.15(3)
_cell_angle_beta                 98.85(3)
_cell_angle_gamma                94.75(3)
_cell_formula_units_Z            2
_cell_length_a                   6.8545(14)
_cell_length_b                   8.2037(16)
_cell_length_c                   14.324(3)
_cell_measurement_reflns_used    6240
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.01
_cell_volume                     761.8(3)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        PROCESS-AUTO
_computing_molecular_graphics    'SHELXTL-Plus (Sheldrick, 1990)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      292(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotor target'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7526
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.00
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.471
_exptl_absorpt_correction_T_max  0.720
_exptl_absorpt_correction_T_min  0.604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.787
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             414
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.424
_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     244
_refine_ls_number_reflns         3467
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0360
_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)+(0.0299P)²+0.4174P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0745
_refine_ls_wR_factor_ref         0.0795
_reflns_number_gt                2886
_reflns_number_total             3467
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng2047.cif
_cod_data_source_block           I
_cod_database_code               2209960
_cod_database_fobs_code          2209960
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
C C1 0.5215(4) 0.1974(3) 0.45163(18) 0.0283(5) Uani d . 1
C C2 0.5227(4) 0.0834(3) 0.5167(2) 0.0353(6) Uani d . 1
H H2 0.5572 0.1319 0.5843 0.042 Uiso calc R 1
C C3 0.8855(4) 0.7796(3) 0.40894(19) 0.0292(5) Uani d . 1
C C4 1.0009(4) 0.9534(3) 0.45482(19) 0.0323(6) Uani d . 1
H H4 1.0785 0.9984 0.4174 0.039 Uiso calc R 1
C C5 0.9314(4) 0.2689(3) 0.3154(2) 0.0362(6) Uani d . 1
H H5 0.9972 0.2846 0.3796 0.043 Uiso calc R 1
C C6 1.0068(4) 0.1686(4) 0.2380(2) 0.0431(7) Uani d . 1
H H6 1.1205 0.1177 0.2508 0.052 Uiso calc R 1
C C7 0.9126(4) 0.1452(4) 0.1432(2) 0.0383(6) Uani d . 1
H H7 0.9616 0.0783 0.0911 0.046 Uiso calc R 1
C C8 0.7407(4) 0.2234(3) 0.12526(18) 0.0295(5) Uani d . 1
C C9 0.6736(4) 0.3193(3) 0.20734(17) 0.0258(5) Uani d . 1
C C10 0.4922(3) 0.3980(3) 0.19465(17) 0.0249(5) Uani d . 1
C C11 0.3856(4) 0.3802(3) 0.10069(18) 0.0288(5) Uani d . 1
C C12 0.2121(4) 0.4586(4) 0.0927(2) 0.0376(6) Uani d . 1
H H12 0.1380 0.4501 0.0311 0.045 Uiso calc R 1
C C13 0.1521(4) 0.5479(4) 0.1764(2) 0.0390(6) Uani d . 1
H H13 0.0376 0.6010 0.1723 0.047 Uiso calc R 1
C C14 0.2655(4) 0.5577(3) 0.26741(19) 0.0327(6) Uani d . 1
H H14 0.2231 0.6169 0.3239 0.039 Uiso calc R 1
C C15 0.6313(4) 0.2064(3) 0.02759(18) 0.0305(5) Uani d . 1
C C16 0.4575(4) 0.2833(3) 0.01517(18) 0.0295(5) Uani d . 1
C C17 0.4205(5) 0.1800(4) -0.1502(2) 0.0471(7) Uani d . 1
H H17 0.3525 0.1668 -0.2136 0.057 Uiso calc R 1
C C18 0.5931(5) 0.1021(4) -0.1377(2) 0.0486(8) Uani d . 1
H H18 0.6336 0.0389 -0.1938 0.058 Uiso calc R 1
N N1 0.4319(3) 0.4861(2) 0.27739(14) 0.0267(4) Uani d . 1
N N2 0.7686(3) 0.3429(2) 0.30046(15) 0.0278(4) Uani d . 1
N N3 0.3515(4) 0.2704(3) -0.07611(17) 0.0411(5) Uani d . 1
N N4 0.7006(4) 0.1125(3) -0.05255(17) 0.0417(6) Uani d . 1
O O1 0.5927(3) 0.3551(2) 0.49522(12) 0.0292(4) Uani d . 1
O O2 0.4590(3) 0.1413(2) 0.36308(14) 0.0441(5) Uani d . 1
O O3 0.8164(3) 0.7028(2) 0.46611(13) 0.0323(4) Uani d . 1
O O4 0.8614(3) 0.7240(2) 0.31916(14) 0.0457(5) Uani d . 1
Cu Cu1 0.62610(4) 0.49731(4) 0.40534(2) 0.02444(10) Uani d . 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 C1 O1 . . 124.2(2) ?
O2 C1 C2 . . 120.6(2) ?
O1 C1 C2 . . 115.3(2) ?
C2 C2 C1 2_656 . 123.2(3) ?
C2 C2 H2 2_656 . 118.4 ?
C1 C2 H2 . . 118.4 ?
O4 C3 O3 . . 125.1(2) ?
O4 C3 C4 . . 117.3(2) ?
O3 C3 C4 . . 117.5(2) ?
C4 C4 C3 2_776 . 124.0(3) ?
C4 C4 H4 2_776 . 118.0 ?
C3 C4 H4 . . 118.0 ?
N2 C5 C6 . . 122.1(3) ?
N2 C5 H5 . . 119.0 ?
C6 C5 H5 . . 119.0 ?
C7 C6 C5 . . 119.7(2) ?
C7 C6 H6 . . 120.2 ?
C5 C6 H6 . . 120.2 ?
C6 C7 C8 . . 119.4(2) ?
C6 C7 H7 . . 120.3 ?
C8 C7 H7 . . 120.3 ?
C9 C8 C7 . . 117.1(2) ?
C9 C8 C15 . . 119.6(2) ?
C7 C8 C15 . . 123.3(2) ?
N2 C9 C8 . . 123.1(2) ?
N2 C9 C10 . . 116.8(2) ?
C8 C9 C10 . . 120.1(2) ?
N1 C10 C11 . . 122.3(2) ?
N1 C10 C9 . . 117.4(2) ?
C11 C10 C9 . . 120.3(2) ?
C10 C11 C12 . . 118.0(2) ?
C10 C11 C16 . . 119.6(2) ?
C12 C11 C16 . . 122.4(2) ?
C13 C12 C11 . . 119.6(3) ?
C13 C12 H12 . . 120.2 ?
C11 C12 H12 . . 120.2 ?
C12 C13 C14 . . 118.9(2) ?
C12 C13 H13 . . 120.6 ?
C14 C13 H13 . . 120.6 ?
N1 C14 C13 . . 123.0(2) ?
N1 C14 H14 . . 118.5 ?
C13 C14 H14 . . 118.5 ?
N4 C15 C16 . . 120.9(2) ?
N4 C15 C8 . . 118.8(2) ?
C16 C15 C8 . . 120.4(2) ?
N3 C16 C15 . . 121.8(2) ?
N3 C16 C11 . . 118.2(2) ?
C15 C16 C11 . . 120.0(2) ?
N3 C17 C18 . . 122.4(3) ?
N3 C17 H17 . . 118.8 ?
C18 C17 H17 . . 118.8 ?
N4 C18 C17 . . 124.1(3) ?
N4 C18 H18 . . 117.9 ?
C17 C18 H18 . . 117.9 ?
C14 N1 C10 . . 118.3(2) ?
C14 N1 Cu1 . . 128.38(17) ?
C10 N1 Cu1 . . 113.24(15) ?
C5 N2 C9 . . 118.7(2) ?
C5 N2 Cu1 . . 128.78(18) ?
C9 N2 Cu1 . . 112.54(15) ?
C17 N3 C16 . . 115.8(3) ?
C18 N4 C15 . . 115.0(2) ?
C1 O1 Cu1 . . 114.58(15) ?
C1 O1 Cu1 . 2_666 112.48(15) ?
Cu1 O1 Cu1 . 2_666 102.34(7) ?
C3 O3 Cu1 . . 117.46(16) ?
O1 Cu1 O3 . . 113.12(8) y
O1 Cu1 N1 . . 126.08(8) y
O1 Cu1 N2 . . 102.27(7) y
O1 Cu1 O1 . 2_666 77.66(7) y
O3 Cu1 N1 . . 118.28(8) y
O3 Cu1 N2 . . 104.66(8) y
O3 Cu1 O1 . 2_666 84.94(7) y
N1 Cu1 N2 . . 79.97(8) y
N1 Cu1 O1 . 2_666 91.38(7) y
N2 Cu1 O1 . 2_666 169.30(7) y
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
C1 O2 . 1.224(3) ?
C1 O1 . 1.297(3) ?
C1 C2 . 1.482(4) ?
C2 C2 2_656 1.320(5) ?
C2 H2 . 0.9300 ?
C3 O4 . 1.227(3) ?
C3 O3 . 1.277(3) ?
C3 C4 . 1.502(4) ?
C4 C4 2_776 1.322(5) ?
C4 H4 . 0.9300 ?
C5 N2 . 1.329(3) ?
C5 C6 . 1.394(4) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.368(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.409(4) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.398(3) ?
C8 C15 . 1.448(3) ?
C9 N2 . 1.348(3) ?
C9 C10 . 1.456(3) ?
C10 N1 . 1.360(3) ?
C10 C11 . 1.394(3) ?
C11 C12 . 1.402(4) ?
C11 C16 . 1.455(3) ?
C12 C13 . 1.373(4) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.391(4) ?
C13 H13 . 0.9300 ?
C14 N1 . 1.331(3) ?
C14 H14 . 0.9300 ?
C15 N4 . 1.379(3) ?
C15 C16 . 1.403(4) ?
C16 N3 . 1.368(3) ?
C17 N3 . 1.304(4) ?
C17 C18 . 1.400(5) ?
C17 H17 . 0.9300 ?
C18 N4 . 1.303(4) ?
C18 H18 . 0.9300 ?
Cu1 N1 . 2.069(2) y
Cu1 N2 . 2.116(2) y
Cu1 O1 . 1.9756(17) y
Cu1 O3 . 1.9546(19) y
Cu1 O1 2_666 2.4085(18) y
