#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006537.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_2006537
loop_
_publ_author_name
'Warda, S. A.'
_publ_section_title
;
 <i>catena</i>-Poly[[(5-ethyl-2-methylpyridine-<i>N</i>)copper(II)]-\m-(<i>N</i>-salicylideneglycinato-<i>O</i>,<i>N</i>,<i>O</i>':<i>O</i>'')]
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1184
_journal_page_last               1186
_journal_volume                  53
_journal_year                    1997
_chemical_formula_iupac          'Cu (C9 H7 N O3)(C8 H11 N)]n'
_chemical_formula_moiety         'Cu (C9 H7 N O3)(C8 H11 N)]'
_chemical_formula_sum            'C17 H18 Cu N2 O3 n'
_chemical_formula_weight         361.87
_chemical_name_systematic
;
5-Ethyl-2-methylpyridine-(N-salicylideneglycinato)copper(II) Polymer
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 102.327(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.5225(8)
_cell_length_b                   6.9078(3)
_cell_length_c                   17.6194(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      46.7
_cell_measurement_theta_min      40.3
_cell_volume                     1607.90(15)
_computing_cell_refinement       'CAD4 EXPRESS'
_computing_data_collection       'CAD4 EXPRESS (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms, 1996)'
_computing_molecular_graphics    'XP in SHELXTL (Siemens, 1996b)'
_computing_publication_material  SHELXL-96
_computing_structure_refinement
'SHELXL-96 Beta Test version 03 (Sheldrick, 1996)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf Nonius CAD4'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0892
_diffrn_reflns_av_sigmaI/netI    0.0197
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            2509
_diffrn_reflns_theta_max         59.98
_diffrn_reflns_theta_min         5.14
_diffrn_standards_decay_%        3
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.057
_exptl_absorpt_correction_T_max  0.8301
_exptl_absorpt_correction_T_min  0.6683
_exptl_absorpt_correction_type   'empirical with psi-scans (Siemens, 1996a)'
_exptl_crystal_colour            'Dark green'
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             748
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.499
_refine_ls_extinction_coef       0.0053(6)
_refine_ls_extinction_method     'SHELXL96 (Sheldrick, 1996)'
_refine_ls_goodness_of_fit_all   1.070
_refine_ls_goodness_of_fit_obs   1.091
_refine_ls_hydrogen_treatment    'H atoms riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2347
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_restrained_S_obs      1.091
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0367
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0577P)^2^+1.8469P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1051
_refine_ls_wR_factor_obs         0.1042
_reflns_number_observed          2233
_reflns_number_total             2347
_reflns_observed_criterion       >2sigma(I)
_[local]_cod_data_source_file    sk1101.cif
_[local]_cod_data_source_block   etmepy
_[local]_cod_chemical_formula_sum_orig '[Cu (C17 H18 N2 O3)]n'
_cod_database_code               2006537
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Cu 0.0261(3) 0.0422(3) 0.0322(3) -0.00363(16) 0.00337(18) -0.00613(17)
O1 0.0339(11) 0.0630(14) 0.0360(11) -0.0079(10) 0.0040(9) -0.0115(10)
N1 0.0291(12) 0.0322(12) 0.0368(13) -0.0010(9) 0.0031(10) -0.0012(10)
C1 0.0440(17) 0.0360(16) 0.0332(15) -0.0049(13) -0.0011(13) 0.0007(12)
O2 0.0315(11) 0.0490(12) 0.0414(11) -0.0060(9) 0.0057(9) -0.0135(9)
N2 0.0318(12) 0.0435(14) 0.0306(12) -0.0055(11) 0.0038(9) -0.0023(10)
C2 0.060(2) 0.054(2) 0.0380(17) -0.0084(16) 0.0077(15) -0.0079(14)
C3 0.077(3) 0.0495(19) 0.0328(17) -0.0087(18) -0.0075(16) -0.0024(14)
O3 0.0461(12) 0.0451(12) 0.0405(12) -0.0018(9) 0.0115(9) -0.0111(9)
C4 0.062(2) 0.0441(19) 0.0441(19) -0.0049(16) -0.0231(17) 0.0012(14)
C5 0.0410(17) 0.0435(17) 0.0514(19) -0.0008(14) -0.0138(14) 0.0031(15)
C6 0.0373(15) 0.0295(14) 0.0368(15) -0.0022(12) -0.0074(12) 0.0024(12)
C7 0.0288(14) 0.0320(14) 0.0468(17) 0.0005(12) -0.0003(13) 0.0018(13)
C8 0.0330(15) 0.0389(15) 0.0422(16) -0.0005(12) 0.0093(12) -0.0032(13)
C9 0.0358(15) 0.0307(14) 0.0347(15) 0.0043(12) 0.0038(12) -0.0001(12)
C10 0.0460(18) 0.0443(18) 0.0378(16) -0.0081(14) 0.0044(13) -0.0012(13)
C11 0.061(2) 0.058(2) 0.061(2) -0.0205(19) 0.0078(17) 0.0115(18)
C12 0.0411(19) 0.079(3) 0.067(2) -0.0206(19) 0.0150(17) 0.004(2)
C13 0.0346(17) 0.067(2) 0.0455(18) -0.0040(15) 0.0096(14) -0.0033(16)
C14 0.0360(16) 0.0484(18) 0.0365(16) -0.0030(13) 0.0071(13) -0.0003(13)
C15 0.065(2) 0.051(2) 0.059(2) 0.0069(17) 0.0052(17) 0.0072(17)
C16 0.0397(19) 0.089(3) 0.081(3) 0.0060(19) 0.0167(18) 0.000(2)
C17 0.049(3) 0.105(4) 0.183(7) 0.007(3) -0.025(3) -0.020(4)
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
Cu 0.73927(3) 0.13044(6) 0.87508(2) 0.0339(2) Uani d . 1 Cu
O1 0.75717(15) 0.2368(3) 0.97857(11) 0.0448(5) Uani d . 1 O
N1 0.88107(17) 0.1564(3) 0.87261(13) 0.0333(5) Uani d . 1 N
C1 0.8438(2) 0.2800(4) 1.02550(16) 0.0391(7) Uani d . 1 C
O2 0.73765(14) -0.0326(3) 0.78087(11) 0.0409(5) Uani d . 1 O
N2 0.60190(17) 0.0276(4) 0.88512(13) 0.0357(6) Uani d . 1 N
C2 0.8423(3) 0.3556(5) 1.10022(19) 0.0511(8) Uani d . 1 C
H2 0.7803 0.3764 1.1136 0.061 Uiso calc R 1 H
C3 0.9303(3) 0.3990(5) 1.15361(19) 0.0561(9) Uani d . 1 C
H3 0.9264 0.4473 1.2021 0.067 Uiso calc R 1 H
O3 0.83142(16) -0.1105(3) 0.69520(12) 0.0436(5) Uani d . 1 O
C4 1.0243(3) 0.3715(5) 1.1357(2) 0.0553(9) Uani d . 1 C
H4 1.0834 0.3994 1.1719 0.066 Uiso calc R 1 H
C5 1.0282(2) 0.3022(5) 1.06353(19) 0.0488(8) Uani d . 1 C
H5 1.0912 0.2841 1.0513 0.059 Uiso calc R 1 H
C6 0.9399(2) 0.2569(4) 1.00675(16) 0.0368(7) Uani d . 1 C
C7 0.9530(2) 0.1971(4) 0.93127(17) 0.0371(7) Uani d . 1 C
H7 1.0190 0.1870 0.9242 0.045 Uiso calc R 1 H
C8 0.9026(2) 0.1027(4) 0.79792(17) 0.0379(7) Uani d . 1 C
H8A 0.9663 0.0334 0.8059 0.045 Uiso calc R 1 H
H8B 0.9082 0.2182 0.7678 0.045 Uiso calc R 1 H
C9 0.8173(2) -0.0254(4) 0.75400(16) 0.0343(6) Uani d . 1 C
C10 0.5934(2) -0.1484(4) 0.91478(18) 0.0434(7) Uani d . 1 C
C11 0.4997(3) -0.2110(6) 0.9261(2) 0.0609(10) Uani d . 1 C
H11 0.4935 -0.3334 0.9466 0.073 Uiso calc R 1 H
C12 0.4167(3) -0.0933(6) 0.9073(2) 0.0618(10) Uani d . 1 C
H12 0.3546 -0.1352 0.9159 0.074 Uiso calc R 1 H
C13 0.4247(2) 0.0879(5) 0.87573(19) 0.0490(8) Uani d . 1 C
C14 0.5199(2) 0.1403(5) 0.86589(17) 0.0404(7) Uani d . 1 C
H14 0.5273 0.2612 0.8446 0.048 Uiso calc R 1 H
C15 0.6876(3) -0.2676(5) 0.9366(2) 0.0594(9) Uani d . 1 C
H15A 0.7435 -0.1976 0.9243 0.089 Uiso calc R 1 H
H15B 0.6786 -0.3871 0.9082 0.089 Uiso calc R 1 H
H15C 0.7011 -0.2945 0.9913 0.089 Uiso calc R 1 H
C16 0.3372(3) 0.2280(7) 0.8533(3) 0.0694(11) Uani d . 1 C
H16A 0.3296 0.2979 0.8994 0.083 Uiso calc R 1 H
H16B 0.3544 0.3219 0.8172 0.083 Uiso calc R 1 H
C17 0.2378(4) 0.1389(9) 0.8171(4) 0.120(2) Uani d . 1 C
H17A 0.1873 0.2383 0.8051 0.179 Uiso calc R 1 H
H17B 0.2188 0.0481 0.8527 0.179 Uiso calc R 1 H
H17C 0.2434 0.0729 0.7703 0.179 Uiso calc R 1 H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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_3
_geom_angle
_geom_angle_publ_flag
O1 Cu N1 . 93.48(9) y
O1 Cu O2 . 166.68(9) y
N1 Cu O2 . 82.48(9) y
O1 Cu N2 . 89.05(9) y
N1 Cu N2 . 164.38(10) y
O2 Cu N2 . 91.56(8) y
O1 Cu O3 2_656 99.70(9) y
N1 Cu O3 2_656 102.63(9) y
O2 Cu O3 2_656 93.58(8) y
N2 Cu O3 2_656 92.11(9) y
C1 O1 Cu . 126.46(19) ?
C7 N1 C8 . 121.2(2) ?
C7 N1 Cu . 125.7(2) ?
C8 N1 Cu . 112.76(18) ?
O1 C1 C6 . 124.5(3) ?
O1 C1 C2 . 118.6(3) ?
C6 C1 C2 . 117.0(3) ?
C9 O2 Cu . 115.35(17) ?
C10 N2 C14 . 119.4(3) ?
C10 N2 Cu . 120.6(2) ?
C14 N2 Cu . 119.9(2) ?
C3 C2 C1 . 122.0(3) ?
C3 C2 H2 . 119.0(2) ?
C1 C2 H2 . 119.02(19) ?
C2 C3 C4 . 120.9(3) ?
C2 C3 H3 . 119.6(2) ?
C4 C3 H3 . 119.57(18) ?
C9 O3 Cu 2_646 135.05(19) ?
C5 C4 C3 . 118.6(3) ?
C5 C4 H4 . 120.7(2) ?
C3 C4 H4 . 120.71(19) ?
C4 C5 C6 . 122.5(3) ?
C4 C5 H5 . 118.8(2) ?
C6 C5 H5 . 118.8(2) ?
C1 C6 C5 . 119.1(3) ?
C1 C6 C7 . 123.3(2) ?
C5 C6 C7 . 117.6(3) ?
N1 C7 C6 . 125.6(3) ?
N1 C7 H7 . 117.21(17) ?
C6 C7 H7 . 117.21(15) ?
N1 C8 C9 . 109.3(2) ?
N1 C8 H8A . 109.81(15) ?
C9 C8 H8A . 109.81(15) ?
N1 C8 H8B . 109.81(15) ?
C9 C8 H8B . 109.81(15) ?
H8A C8 H8B . 108.3 ?
O3 C9 O2 . 126.0(3) ?
O3 C9 C8 . 117.6(2) ?
O2 C9 C8 . 116.3(2) ?
N2 C10 C11 . 119.7(3) ?
N2 C10 C15 . 117.4(3) ?
C11 C10 C15 . 122.9(3) ?
C12 C11 C10 . 120.3(3) ?
C12 C11 H11 . 119.8(2) ?
C10 C11 H11 . 119.8(2) ?
C11 C12 C13 . 120.3(3) ?
C11 C12 H12 . 119.9(2) ?
C13 C12 H12 . 119.9(2) ?
C14 C13 C12 . 116.3(3) ?
C14 C13 C16 . 119.7(3) ?
C12 C13 C16 . 124.0(3) ?
N2 C14 C13 . 124.0(3) ?
N2 C14 H14 . 117.99(16) ?
C13 C14 H14 . 118.0(2) ?
C10 C15 H15A . 109.47(19) ?
C10 C15 H15B . 109.47(19) ?
H15A C15 H15B . 109.5 ?
C10 C15 H15C . 109.47(19) ?
H15A C15 H15C . 109.5 ?
H15B C15 H15C . 109.5 ?
C17 C16 C13 . 115.5(4) ?
C17 C16 H16A . 108.4(3) ?
C13 C16 H16A . 108.4(2) ?
C17 C16 H16B . 108.4(3) ?
C13 C16 H16B . 108.4(2) ?
H16A C16 H16B . 107.5 ?
C16 C17 H17A . 109.5(3) ?
C16 C17 H17B . 109.5(3) ?
H17A C17 H17B . 109.5 ?
C16 C17 H17C . 109.5(3) ?
H17A C17 H17C . 109.5 ?
H17B C17 H17C . 109.5 ?
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
Cu O1 . 1.9328(19) y
Cu N1 . 1.936(2) y
Cu O2 . 2.0021(19) y
Cu N2 . 2.031(2) y
Cu O3 2_656 2.268(2) y
O1 C1 . 1.316(3) ?
N1 C7 . 1.290(4) ?
N1 C8 . 1.455(4) ?
C1 C6 . 1.416(4) ?
C1 C2 . 1.420(4) ?
O2 C9 . 1.267(3) ?
N2 C10 . 1.338(4) ?
N2 C14 . 1.338(4) ?
C2 C3 . 1.383(5) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.386(6) ?
C3 H3 . 0.9300 ?
O3 C9 . 1.241(3) ?
O3 Cu 2_646 2.268(2) ?
C4 C5 . 1.371(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.420(4) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.439(4) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.526(4) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C10 C11 . 1.393(5) ?
C10 C15 . 1.497(5) ?
C11 C12 . 1.368(6) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.384(5) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.382(4) ?
C13 C16 . 1.514(5) ?
C14 H14 . 0.9300 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C16 C17 . 1.492(6) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C17 H17A . 0.9600 ?
C17 H17B . 0.9600 ?
C17 H17C . 0.9600 ?
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
N1 Cu O1 C1 . -7.1(3)
O2 Cu O1 C1 . 64.7(5)
N2 Cu O1 C1 . 157.4(3)
O3 Cu O1 C1 2_656 -110.6(2)
O1 Cu N1 C7 . 11.2(2)
O2 Cu N1 C7 . -156.1(2)
N2 Cu N1 C7 . -87.8(4)
O3 Cu N1 C7 2_656 111.9(2)
O1 Cu N1 C8 . -175.64(19)
O2 Cu N1 C8 . 17.12(19)
N2 Cu N1 C8 . 85.4(4)
O3 Cu N1 C8 2_656 -74.89(19)
Cu O1 C1 C6 . 0.8(4)
Cu O1 C1 C2 . -179.4(2)
O1 Cu O2 C9 . -83.4(4)
N1 Cu O2 C9 . -10.3(2)
N2 Cu O2 C9 . -175.8(2)
O3 Cu O2 C9 2_656 92.0(2)
O1 Cu N2 C10 . -89.3(2)
N1 Cu N2 C10 . 10.3(5)
O2 Cu N2 C10 . 77.4(2)
O3 Cu N2 C10 2_656 171.0(2)
O1 Cu N2 C14 . 87.1(2)
N1 Cu N2 C14 . -173.3(3)
O2 Cu N2 C14 . -106.2(2)
O3 Cu N2 C14 2_656 -12.6(2)
O1 C1 C2 C3 . 178.1(3)
C6 C1 C2 C3 . -2.1(5)
C1 C2 C3 C4 . 0.5(5)
C2 C3 C4 C5 . 0.7(5)
C3 C4 C5 C6 . -0.3(5)
O1 C1 C6 C5 . -177.7(3)
C2 C1 C6 C5 . 2.4(4)
O1 C1 C6 C7 . 5.1(5)
C2 C1 C6 C7 . -174.8(3)
C4 C5 C6 C1 . -1.3(5)
C4 C5 C6 C7 . 176.0(3)
C8 N1 C7 C6 . 178.2(3)
Cu N1 C7 C6 . -9.1(4)
C1 C6 C7 N1 . -0.6(5)
C5 C6 C7 N1 . -177.8(3)
C7 N1 C8 C9 . 153.1(3)
Cu N1 C8 C9 . -20.5(3)
Cu O3 C9 O2 2_646 -20.3(5)
Cu O3 C9 C8 2_646 160.7(2)
Cu O2 C9 O3 . -178.0(2)
Cu O2 C9 C8 . 1.0(3)
N1 C8 C9 O3 . -168.2(2)
N1 C8 C9 O2 . 12.7(3)
C14 N2 C10 C11 . -0.8(4)
Cu N2 C10 C11 . 175.6(2)
C14 N2 C10 C15 . -179.0(3)
Cu N2 C10 C15 . -2.6(4)
N2 C10 C11 C12 . -0.2(5)
C15 C10 C11 C12 . 177.9(3)
C10 C11 C12 C13 . 1.0(6)
C11 C12 C13 C14 . -0.9(5)
C11 C12 C13 C16 . -179.9(4)
C10 N2 C14 C13 . 1.0(4)
Cu N2 C14 C13 . -175.4(2)
C12 C13 C14 N2 . -0.2(5)
C16 C13 C14 N2 . 178.9(3)
C14 C13 C16 C17 . 142.2(4)
C12 C13 C16 C17 . -38.8(6)