#------------------------------------------------------------------------------
#$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2011788.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_2011788
loop_
_publ_author_name
'Yilmaz, Veysel T.'
'Andac, Omer'
'Topcu, Yildiray'
'Harrison, William T. A.'
_publ_section_title
;
 <i>trans</i>-Bis(ethanolamine-<i>N</i>,<i>O</i>)bis(saccharinato-<i>N</i>)copper(II)
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              271
_journal_page_last               272
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          '[Cu (C7 H4 N O3 S)2 (C2 H7 N O)2]'
_chemical_formula_moiety         'C18 H22 Cu N4 O8 S2'
_chemical_formula_sum            'C18 H22 Cu N4 O8 S2'
_chemical_formula_weight         550.06
_chemical_name_systematic
;
trans-bis(ethanolamine)bis(saccharinato)copper(II)
;
_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           SHELXL97
_cell_angle_alpha                90
_cell_angle_beta                 103.9460(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.0346(5)
_cell_length_b                   8.8957(4)
_cell_length_c                   11.4161(5)
_cell_measurement_reflns_used    4688
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      29.98
_cell_measurement_theta_min      2.93
_cell_volume                     1087.58(8)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full .996
_diffrn_measured_fraction_theta_max .996
_diffrn_measurement_device_type  'Bruker SMART1000 CCD area-detector'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .022
_diffrn_reflns_av_sigmaI/netI    .023
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9396
_diffrn_reflns_theta_full        30.01
_diffrn_reflns_theta_max         30.01
_diffrn_reflns_theta_min         2.94
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.251
_exptl_absorpt_correction_T_max  .808
_exptl_absorpt_correction_T_min  .667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1999)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             566
_exptl_crystal_size_max          .32
_exptl_crystal_size_mid          .24
_exptl_crystal_size_min          .17
_refine_diff_density_max         .82
_refine_diff_density_min         -.40
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         3165
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          .043
_refine_ls_R_factor_gt           .033
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0634P)^2^+0.0557P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .099
_reflns_number_gt                2524
_reflns_number_total             3165
_reflns_threshold_expression     I>2\s(I)
_[local]_cod_data_source_file    bm1435.cif
_[local]_cod_data_source_block   I
_[local]_cod_cif_authors_sg_H-M  P21/c
_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.

'_geom_bond_publ_flag' value 'No' changed to 'no'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (17
times).

'_geom_angle_publ_flag' value 'Yes' changed to 'yes'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (3
times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2011788
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_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 0 1/2 .02747(10) Uani d S 1 Cu
S1 -.19411(4) .25565(5) 0.33495(4) .03308(12) Uani d . 1 S
O1 -.28468(15) .02092(15) 0.56514(14) .0403(3) Uani d . 1 O
O2 -.19720(16) .17922(17) 0.22247(14) .0474(4) Uani d . 1 O
O3 -.10999(15) .38007(16) 0.36242(16) .0472(4) Uani d . 1 O
O4 .12257(15) .19256(19) 0.45247(14) .0426(3) Uani d . 1 O
H4O .174(3) .145(3) 0.437(3) .064 Uiso d . 1 H
N1 -.17082(15) .13121(17) 0.44424(15) .0318(3) Uani d . 1 N
N2 .03883(16) .10842(18) 0.65734(15) .0358(3) Uani d . 1 N
H2A -.0297 .1112 0.6870 .043 Uiso calc R 1 H
H2B .0991 .0590 0.7105 .043 Uiso calc R 1 H
C1 -.27366(18) .11583(19) 0.48943(17) .0313(4) Uani d . 1 C
C2 -.37596(17) .2233(2) 0.43427(17) .0318(4) Uani d . 1 C
C3 -.4905(2) .2415(2) 0.4620(2) .0414(5) Uani d . 1 C
H3 -.5131 .1823 0.5204 .050 Uiso calc R 1 H
C4 -.5704(2) .3508(3) 0.4000(2) .0495(5) Uani d . 1 C
H4 -.6478 .3650 0.4172 .059 Uiso calc R 1 H
C5 -.5371(2) .4392(3) 0.3131(2) .0483(5) Uani d . 1 C
H5 -.5922 .5123 0.2736 .058 Uiso calc R 1 H
C6 -.4226(2) .4208(2) 0.28358(19) .0409(4) Uani d . 1 C
H6 -.3999 .4796 0.2250 .049 Uiso calc R 1 H
C7 -.34472(17) .3109(2) 0.34576(17) .0319(4) Uani d . 1 C
C8 .1717(3) .2681(3) 0.5644(3) .0563(6) Uani d . 1 C
H8A .1897 .3720 0.5488 .068 Uiso calc R 1 H
H8B .2492 .2206 0.6062 .068 Uiso calc R 1 H
C9 .0806(3) .2630(3) 0.6418(2) .0505(6) Uani d . 1 C
H9A .1191 .3051 0.7204 .061 Uiso calc R 1 H
H9B .0087 .3244 0.6056 .061 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 .02934(16) .02610(15) .03108(17) -.00061(11) .01530(12) -.00205(11)
S1 .0354(2) .0288(2) .0422(3) .00157(16) .02328(19) .00524(18)
O1 .0463(8) .0366(7) .0474(8) .0043(6) .0298(7) .0086(6)
O2 .0622(10) .0477(8) .0419(8) .0083(7) .0314(7) .0036(7)
O3 .0402(8) .0340(7) .0737(11) -.0043(6) .0263(8) .0095(7)
O4 .0431(8) .0490(8) .0413(8) .0062(7) .0208(6) -.0002(7)
N1 .0344(8) .0290(7) .0382(8) .0012(6) .0207(6) .0039(6)
N2 .0403(9) .0365(8) .0357(8) .0026(7) .0188(7) -.0028(7)
C1 .0355(9) .0284(8) .0359(9) -.0022(7) .0198(7) -.0031(7)
C2 .0318(9) .0312(8) .0366(9) -.0018(7) .0164(7) -.0020(7)
C3 .0374(10) .0478(11) .0464(11) .0011(8) .0245(9) .0044(9)
C4 .0348(10) .0635(14) .0561(13) .0084(10) .0227(10) .0050(11)
C5 .0428(12) .0538(13) .0502(12) .0135(10) .0151(10) .0097(11)
C6 .0443(11) .0415(10) .0418(10) .0041(8) .0199(9) .0054(9)
C7 .0330(9) .0315(8) .0355(9) -.0010(7) .0162(7) -.0013(7)
C8 .0656(16) .0457(12) .0679(16) -.0202(11) .0362(13) -.0177(11)
C9 .0649(15) .0439(12) .0486(12) -.0119(10) .0254(11) -.0134(10)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu .3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S .1246 .1234 '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
N1 Cu N2 . . 89.26(7) yes
N1 Cu O4 . . 92.76(5) yes
N2 Cu O4 . . 80.97(6) yes
N2 Cu N2 . 3_556 180 no
N2 Cu N1 3_556 . 90.74(7) no
N2 Cu N1 . 3_556 90.74(7) no
N2 Cu N1 3_556 3_556 89.26(7) no
N1 Cu N1 . 3_556 180 no
N2 Cu O4 3_556 . 99.03(6) no
N1 Cu O4 3_556 . 87.24(5) no
N2 Cu O4 . 3_556 99.03(6) no
N2 Cu O4 3_556 3_556 80.97(6) no
N1 Cu O4 . 3_556 87.24(5) no
N1 Cu O4 3_556 3_556 92.76(5) no
O4 Cu O4 . 3_556 180 no
O3 S1 O2 . . 115.71(9) no
O3 S1 N1 . . 112.39(10) no
O2 S1 N1 . . 108.89(9) no
O3 S1 C7 . . 109.96(9) no
O2 S1 C7 . . 111.83(9) no
N1 S1 C7 . . 96.45(8) no
C8 O4 Cu . . 104.73(12) no
C1 N1 S1 . . 111.32(13) no
C1 N1 Cu . . 125.24(12) no
S1 N1 Cu . . 123.34(8) no
C9 N2 Cu . . 110.41(13) no
O1 C1 N1 . . 124.43(18) no
O1 C1 C2 . . 122.64(16) no
N1 C1 C2 . . 112.89(15) no
C7 C2 C3 . . 120.21(18) no
C7 C2 C1 . . 111.80(15) no
C3 C2 C1 . . 127.99(17) no
C2 C3 C4 . . 117.91(19) no
C5 C4 C3 . . 121.2(2) no
C4 C5 C6 . . 121.3(2) no
C7 C6 C5 . . 116.56(19) no
C6 C7 C2 . . 122.72(17) no
C6 C7 S1 . . 129.90(14) no
C2 C7 S1 . . 107.37(14) no
O4 C8 C9 . . 110.6(2) no
N2 C9 C8 . . 112.03(18) no
C8 O4 H4O . . 109(2) no
Cu1 O4 H4O . . 99(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu N1 2.1776(16) yes
Cu N2 1.9923(16) yes
Cu O4 2.3263(16) yes
S1 N1 1.6412(16) no
S1 O2 1.4461(15) no
S1 O3 1.4299(15) no
S1 C7 1.7657(18) no
O1 C1 1.235(2) no
O4 C8 1.430(3) no
N1 C1 1.362(2) no
N2 C9 1.475(3) no
C1 C2 1.498(3) no
C2 C7 1.384(2) no
C2 C3 1.384(2) no
C3 C4 1.387(3) no
C4 C5 1.383(3) no
C5 C6 1.393(3) no
C6 C7 1.380(3) no
C8 C9 1.490(3) no
O4 H4O .76(3) no
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
O4 H4O O1 3_556 .76(3) 1.92(3) 2.650(2) 160(3) yes
N2 H2B O2 3_556 .90 2.42 3.214(2) 148 yes
N2 H2A O3 2 .90 2.38 3.169(2) 147 yes
C6 H6 O1 2_554 .93 2.46 3.261(2) 144 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
_geom_torsion_publ_flag
N2 Cu O4 C8 . 7.85(15) no
N2 Cu O4 C8 3_556 -172.15(15) no
N1 Cu O4 C8 . 96.66(15) no
N1 Cu O4 C8 3_556 -83.34(15) no
O3 S1 N1 C1 . 118.60(14) no
O2 S1 N1 C1 . -111.85(14) no
C7 S1 N1 C1 . 3.88(15) no
O3 S1 N1 Cu . -64.78(12) no
O2 S1 N1 Cu . 64.77(12) no
C7 S1 N1 Cu . -179.50(10) no
N2 Cu N1 C1 . -70.87(16) no
N2 Cu N1 C1 3_556 109.13(16) no
O4 Cu N1 C1 . -151.79(15) no
O4 Cu N1 C1 3_556 28.21(15) no
N2 Cu N1 S1 . 112.99(11) no
N2 Cu N1 S1 3_556 -67.01(11) no
O4 Cu N1 S1 . 32.07(11) no
O4 Cu N1 S1 3_556 -147.93(11) no
N1 Cu N2 C9 . -74.11(15) no
N1 Cu N2 C9 3_556 105.89(15) no
O4 Cu N2 C9 . 18.80(15) no
O4 Cu N2 C9 3_556 -161.20(15) no
S1 N1 C1 O1 . 173.70(16) no
Cu N1 C1 O1 . -2.8(3) no
S1 N1 C1 C2 . -4.2(2) no
Cu N1 C1 C2 . 179.28(12) no
O1 C1 C2 C7 . -175.58(18) no
N1 C1 C2 C7 . 2.3(2) no
O1 C1 C2 C3 . 4.5(3) no
N1 C1 C2 C3 . -177.61(19) no
C7 C2 C3 C4 . -1.0(3) no
C1 C2 C3 C4 . 179.0(2) no
C2 C3 C4 C5 . .0(4) no
C3 C4 C5 C6 . .7(4) no
C4 C5 C6 C7 . -.3(4) no
C5 C6 C7 C2 . -.8(3) no
C5 C6 C7 S1 . -179.47(18) no
C3 C2 C7 C6 . 1.5(3) no
C1 C2 C7 C6 . -178.51(18) no
C3 C2 C7 S1 . -179.59(16) no
C1 C2 C7 S1 . .44(19) no
O3 S1 C7 C6 . 59.7(2) no
O2 S1 C7 C6 . -70.2(2) no
N1 S1 C7 C6 . 176.4(2) no
O3 S1 C7 C2 . -119.12(14) no
O2 S1 C7 C2 . 110.90(14) no
N1 S1 C7 C2 . -2.44(15) no
Cu O4 C8 C9 . -32.6(2) no
Cu N2 C9 C8 . -44.3(3) no
O4 C8 C9 N2 . 52.8(3) no