#------------------------------------------------------------------------------
#$Date: 2016-02-14 14:26:36 +0000 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/35/2003581.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_2003581
loop_
_publ_author_name
'Hoang, N. N.'
'Valach, F.'
'Dunaj-Jur\<co, M.'
_publ_contact_author
;        Dr. F. Valach
         Department of Chemical Physics
         Faculty of Chemical Technology
         Slovak Technical University
         Radlinsk\'eho 9
         812 37 Bratislava
         SLOVAKIA
;
_publ_section_title
;
 Bis(2-chloro-6-fluorobenzoato)bis(nicotinamide)copper(II)
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1095
_journal_page_last               1097
_journal_paper_doi               10.1107/S0108270194013922
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source
;
;
_chemical_formula_moiety         'C26 H18 Cl2 Cu1 F2 N4 O6'
_chemical_formula_sum            'C26 H18 Cl2 Cu F2 N4 O6'
_chemical_formula_weight         654.90
_chemical_name_systematic
;
bis(2-chloro-6-flourobenzoato)di(nicotinamide)copper(II)
;
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_audit_creation_method           'edited by Norton Editor'
_cell_angle_alpha                90
_cell_angle_beta                 111.03(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.435(3)
_cell_length_b                   14.124(3)
_cell_length_c                   13.693(3)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    293
_cell_measurement_theta_max      10.5
_cell_measurement_theta_min      4
_cell_volume                     1342.2(7)
_computing_cell_refinement       'Syntex P2~1~ built-in software'
_computing_data_collection       'Syntex P2~1~ built-in software'
_computing_data_reduction        'XP21 (Pavel\<cik, 1987)'
_computing_molecular_graphics    'ORTEP (Johnson, 1965)'
_computing_publication_material  'PARST (Nardelli, 1983)'
_computing_structure_refinement  'SHELX76 (Sheldrick, 1976)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'Syntex P2~1~ four-circle'
_diffrn_measurement_method       'profile analysis of \w/2\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.02
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1834
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        0.4
_diffrn_standards_interval_time  120
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.076
_exptl_absorpt_correction_T_max  0.654
_exptl_absorpt_correction_T_min  0.306
_exptl_absorpt_correction_type
;
empirical (Walker & Stuart, 1983)
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.62
_exptl_crystal_density_meas      1.63
_exptl_crystal_density_method    'flotation in CCl~4~/CH~3~Br'
_exptl_crystal_description       prism
_exptl_crystal_F_000             662
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.7
_refine_diff_density_min         -0.4
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.13
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         1185
_refine_ls_R_factor_obs          0.047
_refine_ls_shift/esd_max         0.03
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + 0.001F^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.045
_reflns_number_observed          1185
_reflns_number_total             1215
_reflns_observed_criterion       F>2\s(F)
_cod_data_source_file            mu1108.cif
_cod_data_source_block           DK20
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(F) +
0.001F^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(F) + 0.001F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C26 H18 Cl2 Cu1 F2 N4 O6'
_cod_database_code               2003581
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_22
_atom_site_aniso_U_23
_atom_site_aniso_U_33
Cu 0.0155(5) 0.0009(6) 0.0052(4) 0.0120(4) 0.0007(4) 0.0129(4)
O(1) 0.0319(25) 0.0000(20) 0.0087(20) 0.0323(20) -0.0014(17) 0.0332(22)
O(2) 0.0566(28) -0.0030(25) 0.0181(24) 0.0537(25) 0.0017(21) 0.0508(26)
O(3) 0.0515(26) 0.0003(24) 0.0200(24) 0.0511(25) -0.0015(21) 0.0541(29)
N(1) 0.0643(46) -0.0024(38) 0.0189(37) 0.0774(43) 0.0089(34) 0.0623(40)
N(2) 0.0523(35) 0.0028(31) 0.0224(30) 0.0543(33) -0.0005(27) 0.0514(32)
F 0.0582(24) -0.0039(20) 0.0239(21) 0.0523(21) 0.0014(17) 0.0593(23)
Cl 0.0603(12) 0.0007(9) 0.0223(9) 0.0569(10) 0.0018(8) 0.0565(10)
C(1) 0.0368(35) 0.0008(32) 0.0154(33) 0.0325(29) -0.0036(26) 0.0345(34)
C(2) 0.0304(34) -0.0063(29) 0.0151(30) 0.0376(30) -0.0016(24) 0.0354(32)
C(3) 0.0354(35) 0.0009(29) 0.0162(30) 0.0373(30) 0.0010(25) 0.0364(32)
C(4) 0.0339(33) -0.0008(29) 0.0158(29) 0.0346(29) -0.0008(23) 0.0372(30)
C(5) 0.0399(36) 0.0007(29) 0.0102(31) 0.0335(29) -0.0031(25) 0.0376(32)
C(6) 0.0402(39) 0.0017(30) 0.0158(32) 0.0386(31) -0.0022(25) 0.0397(33)
C(7) 0.0384(36) -0.0025(28) 0.0119(32) 0.0323(29) -0.0008(25) 0.0348(32)
C(8) 0.0583(50) -0.0007(45) 0.0174(39) 0.0765(53) -0.0008(40) 0.0504(41)
C(9) 0.0465(41) -0.0009(35) 0.0137(34) 0.0445(33) 0.0009(28) 0.0426(36)
C(10) 0.0324(32) -0.0039(25) 0.0123(26) 0.0210(24) 0.0000(20) 0.0261(26)
C(11) 0.0390(37) 0.0006(31) 0.0108(31) 0.0391(34) -0.0023(24) 0.0358(33)
C(12) 0.0582(51) 0.0002(39) 0.0171(44) 0.0539(42) 0.0039(36) 0.0677(49)
C(13) 0.0318(33) 0.0032(28) 0.0133(29) 0.0302(28) 0.0031(25) 0.0313(31)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
Cu 0 0 0 1.06(2)
O(1) .1536(5) .0799(2) .1242(3) 2.6(1)
O(2) .4368(7) .0374(3) .1311(3) 4.3(1)
O(3) -.0798(7) -.3946(3) -.0164(3) 4.1(1)
N(1) .0510(9) -.1118(4) .0876(4) 5.5(2)
N(2) .0743(8) -.4493(4) .1402(4) 4.1(2)
F .3942(5) .2573(3) .1095(3) 4.4(1)
Cl .4300(3) .0426(1) .3913(1) 4.5(1)
C(1) .3318(9) .0760(4) .1739(4) 2.7(2)
C(2) .4188(8) .1500(4) .2510(4) 2.7(2)
C(3) .4139(9) .1338(4) .3516(4) 2.8(2)
C(4) .3950(8) .2140(4) .4096(4) 2.7(2)
C(5) .3816(9) .3027(4) .3708(4) 3.0(2)
C(6) .3814(9) .3174(4) .2721(4) 3.1(2)
C(7) .3997(8) .2429(4) .2111(4) 2.8(2)
C(8) .062(1) -.2011(4) .0550(5) 4.9(3)
C(9) .0598(9) -.2786(4) .1185(5) 3.6(2)
C(10) .0454(8) -.2629(3) .2152(4) 2.1(2)
C(11) .0330(9) -.1702(4) .2482(4) 3.1(2)
C(12) .033(1) -.0950(5) .1807(5) 4.9(3)
C(13) .0190(9) -.3771(4) .0809(4) 2.4(2)
H1 .3952 .1995 .4896 0.08
H2 .3655 .3623 .4187 0.08
H3 .3692 .3896 .2408 0.08
H4 .0766 -.2304 -.0234 0.08
H5 .0403 -.3182 .2687 0.08
H6 .0210 -.1506 .3167 0.08
H7 .0295 -.0229 .1947 0.08
H8 .2259 -.4739 .1679 0.08
H9 .0119 -.4757 .1956 0.08
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O(1) Cu N(1) 90.5(2) yes
Cu O(1) C(1) 126.9(4) yes
Cu N(1) C(12) 112.2(5) yes
Cu N(1) C(8) 125.4(4) yes
C(8) N(1) C(12) 120.9(6) yes
C(2) C(7) F 119.1(5) yes
O(2) C(1) C(2) 117.3(6) yes
O(1) C(1) C(2) 117.9(6) yes
O(1) C(1) O(2) 118.5(5) yes
C(1) C(2) C(7) 115.4(5) yes
C(1) C(2) C(3) 115.5(5) yes
C(3) C(2) C(7) 119.7(5) yes
Cl C(3) C(2) 120.3(5) yes
C(2) C(3) C(4) 117.4(5) yes
Cl C(3) C(4) 122.3(4) yes
C(3) C(4) C(5) 121.9(5) yes
C(4) C(5) C(6) 120.2(5) yes
C(5) C(6) C(7) 121.2(5) yes
C(6) C(7) C(2) 119.6(5) yes
C(6) C(7) F 121.3(5) yes
N(1) C(8) C(9) 120.7(6) yes
C(8) C(9) C(10) 119.3(5) yes
C(8) C(9) C(13) 124.5(6) yes
C(10) C(9) C(13) 114.1(5) yes
C(9) C(10) C(11) 119.7(5) yes
C(10) C(11) C(12) 118.6(5) yes
C(11) C(12) N(1) 120.7(6) yes
N(2) C(13) C(9) 123.5(5) yes
O(3) C(13) C(9) 120.6(5) yes
O(3) C(13) N(2) 115.9(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu O(1) 2.019(3) yes
Cu O(2) 3.141(3) yes
Cu N(1) 1.936(6) yes
O(1) C(1) 1.255(7) yes
O(2) C(1) 1.256(9) yes
O(3) C(13) 1.294(6) yes
N(1) C(8) 1.350(8) yes
N(1) C(12) 1.349(9) yes
N(2) C(13) 1.276(8) yes
Cl C(3) 1.387(6) yes
F C(7) 1.392(7) yes
C(1) C(2) 1.461(7) yes
C(2) C(3) 1.410(9) yes
C(3) C(4) 1.419(8) yes
C(4) C(5) 1.350(8) yes
C(5) C(6) 1.367(8) yes
C(6) C(7) 1.380(8) yes
C(7) C(2) 1.409(8) yes
C(8) C(9) 1.401(9) yes
C(9) C(10) 1.384(9) yes
C(9) C(13) 1.477(8) yes
C(10) C(11) 1.399(7) yes
C(11) C(12) 1.408(9) yes