#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/17/4321789.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4321789
loop_
_publ_author_name
'Yugen Zhang'
'Masayoshi Nishiura'
'Li Jianmin'
'Deng Wei'
'Tsuneo Imamoto'
_publ_contact_author
;
        Yugen Zhang
        Department of Chemistry
        University of Science and Technology of China
        Hefei, Anhui 230026,
        P. R. China
;
_publ_contact_author_email       zhangyg@ustc.edu.cn
_publ_contact_author_fax         86-551-3631760
_publ_contact_author_phone       86-551-3603018
_publ_section_title
;
 New Maze-Type Network Assembled by Copper(II) and
 4,4'-Diaminodiphenylmethane: {[Cu(C13H14N2)(C3H4O4)Cl]Cl}2
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              825
_journal_page_last               827
_journal_paper_doi               10.1021/ic980911y
_journal_volume                  38
_journal_year                    1999
_chemical_formula_sum            'C16 H18 Cl2 Cu N2 O4'
_chemical_formula_weight         436.78
_chemical_name_systematic
;
  {[Cu(CH2(C6H4-4-NH2)2)(CH2(COOH)2)Cl]Cl}2
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     Patterson
_atom_sites_solution_secondary   difmap
_atom_type_scat_source
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_audit_creation_method           Sir
_cell_angle_alpha                90
_cell_angle_beta                 106.833(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.834(2)
_cell_length_b                   11.871(5)
_cell_length_c                   15.368(8)
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      4
_cell_volume                     1717.2(12)
_computing_cell_refinement       teXsan
_computing_data_collection       teXsan
_computing_data_reduction        teXsan
_computing_molecular_graphics    ORTEPII
_computing_publication_material  'Sir 93'
_computing_structure_refinement  'Sir 93'
_computing_structure_solution    'Sir 93'
_diffrn_ambient_temperature      293(1)
_diffrn_measurement_device       'Rigaku RAXIS-II'
_diffrn_measurement_method       Omega-theta-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  0.089
_diffrn_reflns_av_sigmaI/netI    0.089
_diffrn_reflns_number            2950
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         4.0
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  4
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    16.07
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_description       block
_exptl_crystal_F_000             892.00
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.50
_refine_diff_density_max         1.37
_refine_diff_density_min         -1.46
_refine_ls_extinction_coef       0.00002
_refine_ls_extinction_method     'direct methods'
_refine_ls_goodness_of_fit_obs   5.26
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2656
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.089
_refine_ls_R_factor_obs          0.089
_refine_ls_shift/esd_max         0.02
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/σ²(Fo)=1/\[sc²(Fo)+(p²/4)Fo²] where p=0.030'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.125
_refine_ls_wR_factor_obs         0.125
_reflns_number_observed          2656
_reflns_number_total             2950
_reflns_observed_criterion       >3sigma(I)
_cod_data_source_file            ic980911y.cif
_cod_data_source_block           sau3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/\s^2^(Fo)=1/\[sc^2^(Fo)+(p^2^/4)Fo^2^] where p=0.030' 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^(Fo)=1/\[sc^2^(Fo)+(p^2^/4)Fo^2^] where p=0.030'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1717.2(10)
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_original_formula_sum        ' C16H18N2O4Cl2Cu '
_cod_database_code               4321789
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
'1/2-x, 1/2+y, -z'
'1/2+x, 1/2-y, z'
loop_
_atom_site_label
_atom_site_type_symbol
_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_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Cu1 Cu 0.68502(6) 0.03818(7) 0.86954(5) 3.00(2) Uani 1 d . .
Cl1 Cl 0.6978(5) 0.1425(4) 0.9988(3) 11.3(1) Uani 1 d . .
Cl2 Cl 0.3599(4) 0.1390(4) 0.9198(4) 11.3(1) Uani 1 d . .
O1 O 0.8020(5) -0.0925(5) 0.9220(4) 4.4(1) Uani 1 d . .
O2 O 0.8478(4) 0.1227(4) 0.8584(3) 3.48(10) Uani 1 d . .
O3 O 0.9913(5) -0.1993(4) 0.9432(3) 3.9(1) Uani 1 d . .
O4 O 1.0612(5) 0.1391(5) 0.8426(4) 4.3(1) Uani 1 d . .
N1 N 0.5160(5) -0.0526(5) 0.8794(4) 3.2(1) Uani 1 d . .
N2 N 0.4419(5) -0.1408(5) 0.2322(4) 3.5(1) Uani 1 d . .
C1 C 0.9204(7) -0.1177(6) 0.9080(5) 3.3(1) Uani 1 d . .
C2 C 0.9701(9) -0.0464(7) 0.8404(7) 5.0(2) Uani 1 d . .
C3 C 0.9614(7) 0.0800(7) 0.8492(4) 3.7(1) Uani 1 d . .
C4 C 0.4301(6) -0.0991(5) 0.7934(4) 3.0(1) Uani 1 d . .
C5 C 0.4849(7) -0.1782(6) 0.7475(5) 3.7(1) Uani 1 d . .
C6 C 0.4047(8) -0.2128(7) 0.6600(5) 4.2(2) Uani 1 d . .
C7 C 0.2716(8) -0.1700(7) 0.6187(5) 4.0(2) Uani 1 d . .
C8 C 0.2171(7) -0.0888(7) 0.6665(5) 3.9(2) Uani 1 d . .
C9 C 0.2965(6) -0.0522(6) 0.7537(5) 3.4(1) Uani 1 d . .
C10 C 0.1848(8) -0.2071(9) 0.5228(5) 5.3(2) Uani 1 d . .
C11 C 0.2584(7) -0.1896(7) 0.4502(5) 4.2(2) Uani 1 d . .
C12 C 0.318(1) -0.0884(9) 0.4382(6) 5.8(2) Uani 1 d . .
C13 C 0.3790(9) -0.0698(8) 0.3674(6) 4.9(2) Uani 1 d . .
C14 C 0.3856(6) -0.1586(6) 0.3097(4) 3.3(1) Uani 1 d . .
C15 C 0.3332(8) -0.2626(7) 0.3239(5) 4.2(2) Uani 1 d . .
C16 C 0.2712(7) -0.2785(7) 0.3936(5) 4.4(2) Uani 1 d . .
H(1) H 1.0463(5) -0.2626(5) 0.9706(4) 4.6(1) Uiso 1 calc R .
H(2) H 1.13800(6) 0.18452(7) 0.83747(5) 5.21(2) Uiso 1 calc R .
H(3) H 0.5499(6) -0.1131(6) 0.9204(4) 3.8(1) Uiso 1 calc R .
H(4) H 0.4574(5) -0.0050(4) 0.9029(3) 3.8(1) Uiso 1 calc R .
H(5) H 0.4780(5) -0.0691(5) 0.2227(4) 4.2(1) Uiso 1 calc R .
H(6) H 0.4424(4) -0.2010(4) 0.1916(3) 4.17(10) Uiso 1 calc R .
H(7) H 1.0666(5) -0.0650(5) 0.8472(4) 6.0(1) Uiso 1 calc R .
H(8) H 0.9139(8) -0.0664(7) 0.7810(5) 6.0(2) Uiso 1 calc R .
H(9) H 0.5763(9) -0.2094(8) 0.7747(6) 4.4(2) Uiso 1 calc R .
H(10) H 0.4437(7) -0.2672(6) 0.6287(5) 5.1(1) Uiso 1 calc R .
H(11) H 0.1253(7) -0.0582(7) 0.6396(5) 4.7(1) Uiso 1 calc R .
H(12) H 0.2596(6) 0.0037(5) 0.7849(4) 4.0(1) Uiso 1 calc R .
H(13) H 0.1641(7) -0.2850(7) 0.5249(5) 6.4(2) Uiso 1 calc R .
H(14) H 0.099(1) -0.1654(9) 0.5063(6) 6.4(2) Uiso 1 calc R .
H(15) H 0.3187(5) -0.0288(4) 0.4795(3) 7.0(1) Uiso 1 calc R .
H(16) H 0.4150(9) 0.0023(7) 0.3589(7) 5.9(2) Uiso 1 calc R .
H(17) H 0.3395(5) -0.3240(5) 0.2856(4) 5.0(1) Uiso 1 calc R .
H(18) H 0.2370(6) -0.3511(6) 0.4029(5) 5.3(1) Uiso 1 calc R .
loop_
_atom_type_symbol
C
H
O
N
Cu
Cl
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
Cl(1) Cu(1) O(1) 101.0(2)
Cl(1) Cu(1) O(2) 87.6(2)
Cl(1) Cu(1) N(1) 93.5(2)
Cl(1) Cu(1) N(2) 101.7(2)
O(1) Cu(1) O(2) 92.6(2)
O(1) Cu(1) N(1) 86.8(2)
O(1) Cu(1) N(2) 157.3(2)
O(2) Cu(1) N(1) 178.8(2)
O(2) Cu(1) N(2) 87.8(2)
N(1) Cu(1) N(2) 92.3(2)
Cu(1) O(1) C(1) 124.8(5)
Cu(1) O(2) C(3) 125.3(5)
Cu(1) N(1) C(4) 114.0(4)
Cu(1) N(2) C(14) 114.1(4)
O(1) C(1) O(3) 122.7(7)
O(1) C(1) C(2) 118.1(6)
O(3) C(1) C(2) 119.1(7)
C(1) C(2) C(3) 116.9(8)
O(2) C(3) O(4) 121.9(7)
O(2) C(3) C(2) 118.7(7)
O(4) C(3) C(2) 119.3(7)
N(1) C(4) C(5) 121.0(5)
N(1) C(4) C(9) 118.1(6)
C(5) C(4) C(9) 120.6(6)
C(4) C(5) C(6) 119.7(6)
C(5) C(6) C(7) 121.8(7)
C(6) C(7) C(8) 117.8(6)
C(6) C(7) C(10) 121.8(7)
C(8) C(7) C(10) 120.4(7)
C(7) C(8) C(9) 121.1(6)
C(4) C(9) C(8) 119.0(7)
C(7) C(10) C(11) 114.7(7)
C(10) C(11) C(12) 122.4(8)
C(10) C(11) C(16) 120.4(7)
C(12) C(11) C(16) 117.2(8)
C(11) C(12) C(13) 122.5(9)
C(12) C(13) C(14) 119.0(8)
N(2) C(14) C(13) 120.4(7)
N(2) C(14) C(15) 120.2(6)
C(13) C(14) C(15) 119.3(7)
C(14) C(15) C(16) 120.7(7)
C(11) C(16) C(15) 121.1(8)
C(1) O(3) H(1) 180.0
C(3) O(4) H(2) 180.0
Cu(1) N(1) H(3) 108.3
Cu(1) N(1) H(4) 108.3
C(4) N(1) H(3) 108.3
C(4) N(1) H(4) 108.3
H(3) N(1) H(4) 109.5
Cu(1) N(2) H(5) 62.0
Cu(1) N(2) H(6) 93.6
C(14) N(2) H(5) 120.0
C(14) N(2) H(6) 120.0
H(5) N(2) H(6) 120.0
C(1) C(2) H(7) 107.6
C(1) C(2) H(8) 107.6
C(3) C(2) H(7) 107.6
C(3) C(2) H(8) 107.6
H(7) C(2) H(8) 109.5
C(4) C(5) H(9) 120.2
C(6) C(5) H(9) 120.2
C(5) C(6) H(10) 119.1
C(7) C(6) H(10) 119.1
C(7) C(9) H(11) 119.4
C(9) C(8) H(11) 119.4
C(4) C(9) H(12) 120.5
C(8) C(9) H(12) 120.5
C(7) C(10) H(13) 108.2
C(7) C(10) H(14) 108.2
C(11) C(10) H(13) 108.2
C(11) C(10) H(14) 108.2
C(13) C(12) H(14) 118.7
C(11) C(12) H(15) 118.7
C(14) C(13) H(16) 120.5
C(12) C(13) H(16) 120.5
C(16) C(15) H(17) 119.7
C(14) C(15) H(17) 119.7
C(15) C(16) H(18) 119.5
H(13) C(10) H(14) 109.5
C(11) C(16) H(18) 119.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu(1) Cl(1) 2.313(5)
Cu(1) O(1) 1.960(5)
Cu(1) O(2) 1.938(5)
Cu(1) N(1) 2.023(6)
Cu(1) N(2) 2.087(5)
O(1) C(1) 1.279(9)
O(2) C(3) 1.272(9)
O(3) C(1) 1.225(8)
O(4) C(3) 1.234(9)
N(1) C(4) 1.457(8)
N(2) C(14) 1.467(10)
C(1) C(2) 1.53(1)
C(2) C(3) 1.51(1)
C(4) C(5) 1.37(1)
C(4) C(9) 1.395(8)
C(5) C(6) 1.409(10)
C(6) C97) 1.38(1)
C(7) C(8) 1.41(1)
C(7) C(10) 1.54(1)
C(8) C(9) 1.410(9)
C(10) C(11) 1.51(1)
C(11) C(12) 1.37(1)
C(11) C(16) 1.40(1)
C(12) C(13) 1.40(1)
C(13) C(14) 1.39(1)
C(14) C(15) 1.38(1)
C(15) C(16) 1.39(1)
O(3) H(1) 0.95
O(4) H(2) 0.95
N(1) H(3) 0.95
N(1) H(4) 0.95
N(2) H(5) 0.95
N(2) H(6) 0.95
C(2) H(7) 0.95
C(2) H(8) 0.95
C(5) H(9) 0.95
C(6) H(10) 0.95
C(8) H(11) 0.95
C(9) H(12) 0.95
C(10) H(13) 0.95
C(10) H(14) 0.95
C(12) H(15) 0.95
C(13) H(16) 0.95
C(15) H(17) 0.95
C(16) H(18) 0.95
