#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007092.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_2007092
loop_
_publ_author_name
'Warda, S. A.'
_publ_section_title
;
Dimeric
(Imidazole-N^3^)(N-salicylidene-rac-alaninato-O,N,O')copper(II)
;
_journal_issue 3
_journal_name_full 'Acta Crystallographica Section C'
_journal_page_first 304
_journal_page_last 306
_journal_volume 54
_journal_year 1998
_chemical_formula_iupac '[Cu (C10 H9 N O3) (C3 H4 N2)]'
_chemical_formula_moiety 'C13 H13 Cu N3 O3'
_chemical_formula_sum 'C13 H13 Cu N3 O3'
_chemical_formula_weight 322.80
_chemical_name_systematic
;
Dimeric (imidazole)(N-salicylidene-R,S-alaninato)copper(II)
;
_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-97
_cell_angle_alpha 90.00
_cell_angle_beta 98.592(9)
_cell_angle_gamma 90.00
_cell_formula_units_Z 4
_cell_length_a 7.9688(9)
_cell_length_b 9.9716(10)
_cell_length_c 17.2571(13)
_cell_measurement_reflns_used 25
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 22.96
_cell_measurement_theta_min 19.98
_cell_volume 1355.9(2)
_computing_cell_refinement 'CAD4 EXPRESS'
_computing_data_collection 'CAD4 EXPRESS (Enraf Nonius, 1994)'
_computing_data_reduction 'XCAD4 (Harms, 1997)'
_computing_molecular_graphics 'XP SHELXTL (Sheldrick, 1996)'
_computing_publication_material SHELXL97
_computing_structure_refinement 'SHELXL97 (Sheldrick, 1997b)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 1990; 1997a)'
_diffrn_ambient_temperature 293(2)
_diffrn_measurement_device_type 'Enraf Nonius CAD4'
_diffrn_measurement_method '\w 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 0.0184
_diffrn_reflns_av_sigmaI/netI 0.0430
_diffrn_reflns_limit_h_max 0
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_limit_l_min -20
_diffrn_reflns_number 2562
_diffrn_reflns_theta_full 25.03
_diffrn_reflns_theta_max 25.03
_diffrn_reflns_theta_min 2.68
_diffrn_standards_decay_% 0
_diffrn_standards_interval_time 120
_diffrn_standards_number 2
_exptl_absorpt_coefficient_mu 1.621
_exptl_absorpt_correction_T_max 0.9090
_exptl_absorpt_correction_T_min 0.5749
_exptl_absorpt_correction_type
'empirical with \y scans (SHELXTL; Sheldrick, 1996)'
_exptl_crystal_colour 'Dark green'
_exptl_crystal_density_diffrn 1.581
_exptl_crystal_density_meas none
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description Prism
_exptl_crystal_F_000 660
_exptl_crystal_size_max 0.384
_exptl_crystal_size_mid 0.180
_exptl_crystal_size_min 0.060
_refine_diff_density_max 0.513
_refine_diff_density_min -0.350
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.029
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 181
_refine_ls_number_reflns 2382
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.029
_refine_ls_R_factor_all 0.0675
_refine_ls_R_factor_gt 0.0413
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.0530P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_ref 0.0969
_reflns_number_gt 1736
_reflns_number_total 2382
_reflns_threshold_expression I>2sigma(I)
_[local]_cod_data_source_file jz1251.cif
_[local]_cod_data_source_block sapcuim
_[local]_cod_cif_authors_sg_H-M 'P 21 /n'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.
Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana
;
_cod_database_code 2007092
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_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
_atom_site_type_symbol
Cu 0.11917(6) 0.37113(4) 0.97836(2) 0.03790(17) Uani d . 1 Cu
O1 0.1733(3) 0.5319(2) 1.03924(13) 0.0417(6) Uani d . 1 O
C1 0.2854(5) 0.6223(4) 1.02596(19) 0.0388(8) Uani d . 1 C
N1 0.2180(4) 0.4386(3) 0.89033(15) 0.0391(7) Uani d . 1 N
O2 0.0689(3) 0.2135(2) 0.91055(13) 0.0446(7) Uani d . 1 O
N2 0.0751(4) 0.2691(3) 1.07067(15) 0.0381(7) Uani d . 1 N
C2 0.3315(5) 0.7239(4) 1.0817(2) 0.0487(10) Uani d . 1 C
H2 0.2817 0.7245 1.1271 0.058 Uiso calc R 1 H
O3 0.1002(5) 0.1289(3) 0.79495(16) 0.0715(10) Uani d . 1 O
N3 0.0047(5) 0.1062(3) 1.14399(18) 0.0558(9) Uani d . 1 N
H31 -0.0200 0.0299 1.1688 0.067 Uiso d R 1 H
C3 0.4460(5) 0.8210(4) 1.0717(2) 0.0543(11) Uani d . 1 C
H3 0.4712 0.8870 1.1098 0.065 Uiso calc R 1 H
C4 0.5252(6) 0.8232(4) 1.0061(3) 0.0553(11) Uani d . 1 C
H4 0.6061 0.8882 1.0003 0.066 Uiso calc R 1 H
C5 0.4828(5) 0.7278(4) 0.9495(2) 0.0469(10) Uani d . 1 C
H5 0.5347 0.7299 0.9047 0.056 Uiso calc R 1 H
C6 0.3642(5) 0.6277(4) 0.9569(2) 0.0371(8) Uani d . 1 C
C7 0.3219(5) 0.5365(4) 0.8929(2) 0.0414(9) Uani d . 1 C
H7 0.3750 0.5499 0.8491 0.050 Uiso calc R 1 H
C8 0.1871(6) 0.3539(4) 0.8207(2) 0.0497(10) Uani d . 1 C
H8 0.2959 0.3363 0.8026 0.060 Uiso calc R 1 H
C9 0.1135(5) 0.2212(4) 0.8431(2) 0.0453(10) Uani d . 1 C
C10 0.0715(8) 0.4207(5) 0.7560(3) 0.0893(19) Uani d . 1 C
H10A 0.1207 0.5041 0.7430 0.134 Uiso calc R 1 H
H10B -0.0362 0.4375 0.7727 0.134 Uiso calc R 1 H
H10C 0.0558 0.3634 0.7108 0.134 Uiso calc R 1 H
C11 0.0013(6) 0.1512(4) 1.0713(2) 0.0479(10) Uani d . 1 C
H11 -0.0471 0.1052 1.0266 0.058 Uiso calc R 1 H
C12 0.0890(7) 0.1983(5) 1.1927(2) 0.0708(14) Uani d . 1 C
H12 0.1140 0.1926 1.2470 0.085 Uiso calc R 1 H
C13 0.1294(6) 0.2991(5) 1.1477(2) 0.0580(12) Uani d . 1 C
H13 0.1856 0.3773 1.1659 0.070 Uiso calc R 1 H
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 0.0503(3) 0.0356(3) 0.0290(2) -0.0087(2) 0.00988(17) -0.0003(2)
O1 0.0556(17) 0.0388(14) 0.0314(12) -0.0115(13) 0.0084(11) -0.0034(11)
C1 0.044(2) 0.0332(19) 0.0375(18) -0.0017(19) 0.0004(15) 0.0053(16)
N1 0.051(2) 0.0362(17) 0.0308(15) -0.0043(16) 0.0085(13) 0.0013(13)
O2 0.0651(19) 0.0361(15) 0.0353(13) -0.0117(13) 0.0164(12) -0.0034(11)
N2 0.0438(19) 0.0398(18) 0.0314(15) -0.0053(15) 0.0084(13) 0.0002(13)
C2 0.053(3) 0.047(2) 0.043(2) -0.008(2) -0.0006(18) -0.0063(18)
O3 0.134(3) 0.0425(16) 0.0443(15) -0.0248(19) 0.0345(17) -0.0117(13)
N3 0.081(3) 0.048(2) 0.0415(17) -0.0053(19) 0.0181(17) 0.0146(16)
C3 0.059(3) 0.044(2) 0.054(3) -0.009(2) -0.011(2) -0.0045(19)
C4 0.050(3) 0.037(2) 0.075(3) -0.015(2) -0.005(2) 0.006(2)
C5 0.043(2) 0.040(2) 0.057(2) -0.0026(19) 0.0058(19) 0.0151(19)
C6 0.039(2) 0.0322(19) 0.0389(17) -0.0018(18) 0.0032(15) 0.0067(17)
C7 0.052(2) 0.036(2) 0.0387(19) -0.0027(19) 0.0159(17) 0.0091(17)
C8 0.073(3) 0.045(2) 0.0333(18) -0.012(2) 0.0165(19) -0.0064(17)
C9 0.058(3) 0.042(2) 0.037(2) 0.000(2) 0.0116(18) 0.0000(18)
C10 0.147(5) 0.064(3) 0.048(3) -0.022(3) -0.017(3) 0.007(2)
C11 0.067(3) 0.043(2) 0.0351(19) -0.006(2) 0.0099(18) 0.0004(17)
C12 0.097(4) 0.080(3) 0.033(2) -0.025(3) 0.004(2) 0.003(2)
C13 0.080(3) 0.060(3) 0.036(2) -0.024(3) 0.015(2) -0.007(2)
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_3
_geom_angle
_geom_angle_publ_flag
O1 Cu N1 . 93.12(11) y
O1 Cu O2 . 176.25(10) y
N1 Cu O2 . 83.16(11) y
O1 Cu N2 . 92.37(11) y
N1 Cu N2 . 163.73(13) y
O2 Cu N2 . 91.34(11) y
O1 Cu O1 3_567 82.74(10) y
N1 Cu O1 3_567 104.60(11) y
O2 Cu O1 3_567 97.68(10) y
N2 Cu O1 3_567 91.27(11) y
C1 O1 Cu . 125.3(2) ?
O1 C1 C2 . 119.3(3) ?
O1 C1 C6 . 124.5(3) ?
C2 C1 C6 . 116.1(3) ?
C7 N1 C8 . 120.0(3) ?
C7 N1 Cu . 125.2(2) ?
C8 N1 Cu . 114.0(2) ?
C9 O2 Cu . 116.0(2) ?
C11 N2 C13 . 105.3(3) ?
C11 N2 Cu . 127.1(2) ?
C13 N2 Cu . 127.2(3) ?
C3 C2 C1 . 122.6(4) ?
C3 C2 H2 . 118.7 ?
C1 C2 H2 . 118.7 ?
C11 N3 C12 . 107.2(3) ?
C11 N3 H31 . 138.7 ?
C12 N3 H31 . 113.4 ?
C2 C3 C4 . 120.9(4) ?
C2 C3 H3 . 119.5 ?
C4 C3 H3 . 119.5 ?
C5 C4 C3 . 118.8(4) ?
C5 C4 H4 . 120.6 ?
C3 C4 H4 . 120.6 ?
C4 C5 C6 . 122.1(4) ?
C4 C5 H5 . 119.0 ?
C6 C5 H5 . 119.0 ?
C5 C6 C1 . 119.4(3) ?
C5 C6 C7 . 118.0(3) ?
C1 C6 C7 . 122.5(3) ?
N1 C7 C6 . 126.1(3) ?
N1 C7 H7 . 116.9 ?
C6 C7 H7 . 116.9 ?
N1 C8 C10 . 111.5(3) ?
N1 C8 C9 . 108.6(3) ?
C10 C8 C9 . 111.1(4) ?
N1 C8 H8 . 108.5 ?
C10 C8 H8 . 108.5 ?
C9 C8 H8 . 108.5 ?
O3 C9 O2 . 124.4(4) ?
O3 C9 C8 . 118.4(3) ?
O2 C9 C8 . 117.2(3) ?
C8 C10 H10A . 109.5 ?
C8 C10 H10B . 109.5 ?
H10A C10 H10B . 109.5 ?
C8 C10 H10C . 109.5 ?
H10A C10 H10C . 109.5 ?
H10B C10 H10C . 109.5 ?
N2 C11 N3 . 111.3(3) ?
N2 C11 H11 . 124.4 ?
N3 C11 H11 . 124.4 ?
C13 C12 N3 . 106.8(4) ?
C13 C12 H12 . 126.6 ?
N3 C12 H12 . 126.6 ?
C12 C13 N2 . 109.3(4) ?
C12 C13 H13 . 125.3 ?
N2 C13 H13 . 125.4 ?
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 . 1.930(2) y
Cu N1 . 1.933(3) y
Cu O2 . 1.965(2) y
Cu N2 . 1.966(3) y
Cu O1 3_567 2.500(3) y
O1 C1 . 1.312(4) ?
C1 C2 . 1.407(5) ?
C1 C6 . 1.429(5) ?
N1 C7 . 1.277(5) y
N1 C8 . 1.458(4) ?
O2 C9 . 1.269(4) ?
N2 C11 . 1.316(5) ?
N2 C13 . 1.368(5) ?
C2 C3 . 1.359(6) ?
C2 H2 . 0.9300 ?
O3 C9 . 1.234(4) ?
N3 C11 . 1.329(5) ?
N3 C12 . 1.354(5) ?
N3 H31 . 0.9087 ?
C3 C4 . 1.377(6) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.370(6) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.394(5) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.431(5) ?
C7 H7 . 0.9300 ?
C8 C10 . 1.494(6) ?
C8 C9 . 1.520(5) ?
C8 H8 . 0.9800 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C11 H11 . 0.9300 ?
C12 C13 . 1.339(6) ?
C12 H12 . 0.9300 ?
C13 H13 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N3 H31 O3 3_557 0.91 1.85 2.751(5) 170 yes
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 . -18.0(3)
O2 Cu O1 C1 . -25.7(18)
N2 Cu O1 C1 . 146.7(3)
O1 Cu O1 C1 3_567 -122.3(3)
Cu O1 C1 C2 . -170.2(3)
Cu O1 C1 C6 . 11.1(5)
O1 Cu N1 C7 . 17.7(3)
O2 Cu N1 C7 . -162.8(3)
N2 Cu N1 C7 . -91.9(5)
O1 Cu N1 C7 3_567 101.0(3)
O1 Cu N1 C8 . -172.1(3)
O2 Cu N1 C8 . 7.4(3)
N2 Cu N1 C8 . 78.3(5)
O1 Cu N1 C8 3_567 -88.8(3)
O1 Cu O2 C9 . 6.2(18)
N1 Cu O2 C9 . -1.6(3)
N2 Cu O2 C9 . -166.2(3)
O1 Cu O2 C9 3_567 102.3(3)
O1 Cu N2 C11 . 167.3(3)
N1 Cu N2 C11 . -83.1(6)
O2 Cu N2 C11 . -13.2(3)
O1 Cu N2 C11 3_567 84.5(3)
O1 Cu N2 C13 . -19.8(4)
N1 Cu N2 C13 . 89.8(6)
O2 Cu N2 C13 . 159.7(4)
O1 Cu N2 C13 3_567 -102.6(3)
O1 C1 C2 C3 . -179.7(4)
C6 C1 C2 C3 . -0.9(6)
C1 C2 C3 C4 . -1.0(6)
C2 C3 C4 C5 . 2.0(6)
C3 C4 C5 C6 . -1.1(6)
C4 C5 C6 C1 . -0.9(6)
C4 C5 C6 C7 . 176.9(4)
O1 C1 C6 C5 . -179.4(3)
C2 C1 C6 C5 . 1.8(5)
O1 C1 C6 C7 . 2.9(5)
C2 C1 C6 C7 . -175.9(3)
C8 N1 C7 C6 . 179.9(3)
Cu N1 C7 C6 . -10.5(6)
C5 C6 C7 N1 . 179.1(4)
C1 C6 C7 N1 . -3.2(6)
C7 N1 C8 C10 . -77.5(5)
Cu N1 C8 C10 . 111.7(4)
C7 N1 C8 C9 . 159.8(4)
Cu N1 C8 C9 . -11.0(4)
Cu O2 C9 O3 . 175.8(3)
Cu O2 C9 C8 . -4.6(5)
N1 C8 C9 O3 . -170.2(4)
C10 C8 C9 O3 . 66.8(5)
N1 C8 C9 O2 . 10.1(5)
C10 C8 C9 O2 . -112.9(4)
C13 N2 C11 N3 . 0.6(5)
Cu N2 C11 N3 . 174.7(3)
C12 N3 C11 N2 . -1.7(5)
C11 N3 C12 C13 . 2.0(6)
N3 C12 C13 N2 . -1.7(6)
C11 N2 C13 C12 . 0.7(5)
Cu N2 C13 C12 . -173.4(3)