#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:59:37 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179165 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/26/4312647.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_4312647
loop_
_publ_author_name
'Chih-Chieh Wang'
'Cheng-Han Yang'
'Shih-Min Tseng'
'Gene-Hsiang Lee'
'Yung-Ping Chiang'
'Hwo-Shuenn Sheu'
_publ_section_title
;
 Self-Assembly of a Mixed-Ligand Metal-Coordination Polymeric Network of
 Cadmium(II) Croconate with 4,4'-Bipyridine
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8294
_journal_page_last               8299
_journal_paper_doi               10.1021/ic0301876
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C20 H12 Cd2 N2 O12'
_chemical_formula_weight         697.12
_chemical_name_systematic
;
  ?
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.95
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.9623(3)
_cell_length_b                   7.5837(1)
_cell_length_c                   18.1181(3)
_cell_measurement_reflns_used    9767
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      1.57
_cell_volume                     2160.27(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0274
_diffrn_reflns_av_sigmaI/netI    0.0241
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22287
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.57
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    2.042
_exptl_absorpt_correction_T_max  0.8621
_exptl_absorpt_correction_T_min  0.7207
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            lighy-yellow
_exptl_crystal_density_diffrn    2.143
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.823
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.187
_refine_ls_extinction_coef       0.00253(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         4953
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0227
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0410P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0528
_refine_ls_wR_factor_ref         0.0660
_reflns_number_gt                4035
_reflns_number_total             4953
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0301876.cif
_cod_data_source_block           ic8523
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        2160.25(6)
_cod_database_code               4312647
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_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd -0.105374(12) 1.09314(2) -0.380377(11) 0.02195(7) Uani 1 1 d . . .
Cd2 Cd 0.171040(13) 1.11681(3) -0.367175(11) 0.02537(7) Uani 1 1 d . . .
O1 O -0.09543(13) 1.0913(3) -0.24299(12) 0.0312(5) Uani 1 1 d . . .
O2 O 0.03771(12) 1.1024(2) -0.33368(11) 0.0254(4) Uani 1 1 d . . .
O3 O 0.19876(13) 1.1470(3) -0.23775(12) 0.0367(5) Uani 1 1 d . . .
O4 O 0.17203(17) 1.1271(4) -0.08052(14) 0.0691(9) Uani 1 1 d . . .
O5 O -0.01367(17) 1.1169(4) -0.08368(13) 0.0572(8) Uani 1 1 d . . .
O6 O -0.10825(13) 1.2758(2) -0.49053(11) 0.0336(5) Uani 1 1 d . . .
O7 O -0.08737(15) 1.3981(2) -0.34167(11) 0.0334(5) Uani 1 1 d . . .
O8 O -0.08871(14) 0.7948(3) -0.34395(11) 0.0349(5) Uani 1 1 d . . .
O9 O -0.12430(14) 0.9000(2) -0.49853(11) 0.0292(5) Uani 1 1 d . . .
O10 O 0.13604(15) 1.4069(2) -0.40655(12) 0.0344(5) Uani 1 1 d . . .
O11 O 0.16838(15) 0.8195(3) -0.35972(13) 0.0398(5) Uani 1 1 d D . .
H11 H 0.151(2) 0.776(5) -0.4057(10) 0.060 Uiso 1 1 d D . .
H11' H 0.2154(14) 0.761(4) -0.3407(19) 0.060 Uiso 1 1 d D . .
N1 N -0.24654(16) 1.0971(3) -0.38007(15) 0.0333(6) Uani 1 1 d . . .
N2 N 0.31287(17) 1.1360(4) -0.36910(15) 0.0353(6) Uani 1 1 d . . .
C1 C -0.01817(19) 1.1005(3) -0.21752(16) 0.0267(6) Uani 1 1 d . . .
C2 C 0.04873(18) 1.1070(3) -0.26190(16) 0.0242(6) Uani 1 1 d . . .
C3 C 0.12881(19) 1.1260(4) -0.21432(17) 0.0292(6) Uani 1 1 d . . .
C4 C 0.1168(2) 1.1221(5) -0.13631(18) 0.0409(8) Uani 1 1 d . . .
C5 C 0.0225(2) 1.1114(4) -0.13750(18) 0.0377(8) Uani 1 1 d . . .
C6 C -0.10733(18) 1.4360(4) -0.47397(16) 0.0256(6) Uani 1 1 d . . .
C7 C -0.09514(18) 1.4980(4) -0.39651(15) 0.0253(6) Uani 1 1 d . . .
C8 C -0.09742(17) 1.6917(4) -0.39749(15) 0.0257(6) Uani 1 1 d . . .
C9 C -0.11417(17) 1.7427(3) -0.47558(15) 0.0243(6) Uani 1 1 d . . .
C10 C -0.12037(19) 1.5896(3) -0.52377(16) 0.0261(6) Uani 1 1 d . . .
C12 C -0.3004(2) 1.1800(6) -0.4323(2) 0.0601(12) Uani 1 1 d . . .
H12A H -0.2791 1.2309 -0.4719 0.072 Uiso 1 1 calc R . .
C13 C -0.3860(2) 1.1955(6) -0.4317(2) 0.0600(12) Uani 1 1 d . . .
H13A H -0.4207 1.2565 -0.4697 0.072 Uiso 1 1 calc R . .
C14 C -0.4199(2) 1.1207(4) -0.37466(18) 0.0330(7) Uani 1 1 d . . .
C15 C -0.3643(2) 1.0294(6) -0.3210(2) 0.0606(12) Uani 1 1 d . . .
H15A H -0.3844 0.9744 -0.2816 0.073 Uiso 1 1 calc R . .
C16 C -0.2796(2) 1.0201(6) -0.3259(2) 0.0604(12) Uani 1 1 d . . .
H16A H -0.2436 0.9568 -0.2895 0.073 Uiso 1 1 calc R . .
C17 C -0.51298(19) 1.1297(4) -0.37217(18) 0.0321(7) Uani 1 1 d . . .
C18 C -0.5715(2) 1.1725(6) -0.4348(2) 0.0580(12) Uani 1 1 d . . .
H18A H -0.5533 1.2004 -0.4795 0.070 Uiso 1 1 calc R . .
C19 C -0.6564(2) 1.1740(6) -0.4311(2) 0.0595(12) Uani 1 1 d . . .
H19A H -0.6947 1.2031 -0.4741 0.071 Uiso 1 1 calc R . .
C20 C -0.6300(2) 1.0980(4) -0.30765(19) 0.0403(8) Uani 1 1 d . . .
H20A H -0.6496 1.0738 -0.2633 0.048 Uiso 1 1 calc R . .
C21 C -0.5440(2) 1.0932(5) -0.3074(2) 0.0422(8) Uani 1 1 d . . .
H21A H -0.5067 1.0655 -0.2636 0.051 Uiso 1 1 calc R . .
O12 O -0.2055(3) 1.1139(8) -0.0952(4) 0.144(2) Uani 1 1 d D . .
H12 H -0.1496(17) 1.103(10) -0.076(5) 0.216 Uiso 1 1 d D . .
H12' H -0.223(6) 1.059(12) -0.139(3) 0.216 Uiso 1 1 d D . .
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'
Cd Cd -0.8075 1.2024 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cd1 O2 158.42(9) . . ?
N1 Cd1 O8 94.39(8) . . ?
O2 Cd1 O8 82.49(7) . . ?
N1 Cd1 O7 93.16(9) . . ?
O2 Cd1 O7 78.65(7) . . ?
O8 Cd1 O7 146.49(7) . . ?
N1 Cd1 O6 96.76(8) . . ?
O2 Cd1 O6 99.32(7) . . ?
O8 Cd1 O6 139.81(7) . . ?
O7 Cd1 O6 71.13(6) . . ?
N1 Cd1 O1 83.55(8) . . ?
O2 Cd1 O1 75.04(7) . . ?
O8 Cd1 O1 74.20(7) . . ?
O7 Cd1 O1 74.29(7) . . ?
O6 Cd1 O1 145.39(6) . . ?
N1 Cd1 O9 92.07(8) . . ?
O2 Cd1 O9 106.91(7) . . ?
O8 Cd1 O9 71.18(6) . . ?
O7 Cd1 O9 141.06(6) . . ?
O6 Cd1 O9 69.94(6) . . ?
O1 Cd1 O9 144.65(6) . . ?
O11 Cd2 N2 95.37(9) . . ?
O11 Cd2 O2 84.82(8) . . ?
N2 Cd2 O2 165.87(8) . . ?
O11 Cd2 O3 92.31(8) . . ?
N2 Cd2 O3 89.58(9) . . ?
O2 Cd2 O3 76.30(7) . . ?
O11 Cd2 O10 161.14(8) . . ?
N2 Cd2 O10 96.93(9) . . ?
O2 Cd2 O10 86.71(7) . . ?
O3 Cd2 O10 102.01(8) . . ?
O11 Cd2 O9 90.11(7) . 3_574 ?
N2 Cd2 O9 97.04(9) . 3_574 ?
O2 Cd2 O9 97.08(7) . 3_574 ?
O3 Cd2 O9 172.70(7) . 3_574 ?
O10 Cd2 O9 74.24(7) . 3_574 ?
C1 O1 Cd1 105.15(18) . . ?
C2 O2 Cd1 109.14(17) . . ?
C2 O2 Cd2 107.07(17) . . ?
Cd1 O2 Cd2 143.74(9) . . ?
C3 O3 Cd2 107.45(18) . . ?
C6 O6 Cd1 111.09(17) . . ?
C7 O7 Cd1 111.20(17) . . ?
C8 O8 Cd1 113.31(18) 1_545 . ?
C9 O9 Cd2 106.30(16) 1_545 3_574 ?
C9 O9 Cd1 105.90(17) 1_545 . ?
Cd2 O9 Cd1 147.01(8) 3_574 . ?
C10 O10 Cd2 108.88(17) 3_584 . ?
C12 N1 C16 116.5(3) . . ?
C12 N1 Cd1 122.1(2) . . ?
C16 N1 Cd1 121.4(2) . . ?
C19 N2 C20 116.7(3) 1_655 1_655 ?
C19 N2 Cd2 122.6(2) 1_655 . ?
C20 N2 Cd2 120.6(2) 1_655 . ?
O1 C1 C2 125.3(3) . . ?
O1 C1 C5 127.2(3) . . ?
C2 C1 C5 107.5(3) . . ?
O2 C2 C3 124.7(3) . . ?
O2 C2 C1 125.4(3) . . ?
C3 C2 C1 109.9(2) . . ?
O3 C3 C2 124.1(3) . . ?
O3 C3 C4 126.6(3) . . ?
C2 C3 C4 109.3(3) . . ?
O4 C4 C3 127.2(3) . . ?
O4 C4 C5 126.2(3) . . ?
C3 C4 C5 106.6(3) . . ?
O5 C5 C1 126.6(3) . . ?
O5 C5 C4 126.8(3) . . ?
C1 C5 C4 106.5(3) . . ?
O6 C6 C7 122.5(3) . . ?
O6 C6 C10 129.0(3) . . ?
C7 C6 C10 108.5(2) . . ?
O7 C7 C6 123.5(2) . . ?
O7 C7 C8 128.3(2) . . ?
C6 C7 C8 108.1(2) . . ?
O8 C8 C9 125.1(3) 1_565 . ?
O8 C8 C7 128.6(3) 1_565 . ?
C9 C8 C7 106.2(2) . . ?
O9 C9 C10 124.6(3) 1_565 . ?
O9 C9 C8 124.5(2) 1_565 . ?
C10 C9 C8 110.9(2) . . ?
O10 C10 C9 125.2(3) 3_584 . ?
O10 C10 C6 128.6(3) 3_584 . ?
C9 C10 C6 106.2(2) . . ?
N1 C12 C13 124.0(3) . . ?
C14 C13 C12 119.7(3) . . ?
C13 C14 C15 116.6(3) . . ?
C13 C14 C17 121.9(3) . . ?
C15 C14 C17 121.4(3) . . ?
C16 C15 C14 120.0(3) . . ?
N1 C16 C15 123.2(3) . . ?
C21 C17 C18 117.1(3) . . ?
C21 C17 C14 121.4(3) . . ?
C18 C17 C14 121.4(3) . . ?
C19 C18 C17 119.8(3) . . ?
N2 C19 C18 123.5(3) 1_455 . ?
N2 C20 C21 122.9(3) 1_455 . ?
C20 C21 C17 119.9(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 N1 2.255(3) . ?
Cd1 O2 2.2955(19) . ?
Cd1 O8 2.359(2) . ?
Cd1 O7 2.4195(19) . ?
Cd1 O6 2.423(2) . ?
Cd1 O1 2.467(2) . ?
Cd1 O9 2.568(2) . ?
Cd2 O11 2.259(2) . ?
Cd2 N2 2.275(3) . ?
Cd2 O2 2.3142(19) . ?
Cd2 O3 2.321(2) . ?
Cd2 O10 2.3503(19) . ?
Cd2 O9 2.422(2) 3_574 ?
O1 C1 1.242(4) . ?
O2 C2 1.282(3) . ?
O3 C3 1.271(4) . ?
O4 C4 1.221(4) . ?
O5 C5 1.217(4) . ?
O6 C6 1.251(3) . ?
O7 C7 1.238(3) . ?
O8 C8 1.235(3) 1_545 ?
O9 C9 1.264(3) 1_545 ?
O9 Cd2 2.422(2) 3_574 ?
O10 C10 1.244(4) 3_584 ?
N1 C12 1.323(4) . ?
N1 C16 1.327(4) . ?
N2 C19 1.333(4) 1_655 ?
N2 C20 1.343(4) 1_655 ?
C1 C2 1.444(4) . ?
C1 C5 1.485(4) . ?
C2 C3 1.420(4) . ?
C3 C4 1.459(4) . ?
C4 C5 1.504(5) . ?
C6 C7 1.461(4) . ?
C6 C10 1.466(4) . ?
C7 C8 1.469(4) . ?
C8 O8 1.235(3) 1_565 ?
C8 C9 1.447(4) . ?
C9 O9 1.264(3) 1_565 ?
C9 C10 1.446(4) . ?
C10 O10 1.244(4) 3_584 ?
C12 C13 1.372(5) . ?
C13 C14 1.370(5) . ?
C14 C15 1.383(5) . ?
C14 C17 1.495(5) . ?
C15 C16 1.373(5) . ?
C17 C21 1.378(5) . ?
C17 C18 1.378(5) . ?
C18 C19 1.368(5) . ?
C19 N2 1.333(4) 1_455 ?
C20 N2 1.343(4) 1_455 ?
C20 C21 1.373(5) . ?
