#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:48:18 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180449 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/18/7211847.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_7211847
loop_
_publ_author_name
'Huang, Fu-Ping'
'Tian, Jin-Lei'
'Chen, Gong-Jun'
'Li, Dong-Dong'
'Gu, Wen'
'Liu, Xin'
'Yan, Shi-Ping'
'Liao, Dai-Zheng'
'Cheng, Peng'
_publ_section_title
;
 A case study of the ZnII-BDC/bpt mixed-ligand system: positional isomeric
 effect, structural diversification and luminescent properties
;
_journal_issue                   4
_journal_name_full               CrystEngComm
_journal_page_first              1269
_journal_paper_doi               10.1039/b915506f
_journal_volume                  12
_journal_year                    2010
_chemical_formula_sum            'C20 H15 N5 O5 Zn'
_chemical_formula_weight         470.76
_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                 97.70(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.683(3)
_cell_length_b                   11.980(2)
_cell_length_c                   13.597(3)
_cell_measurement_temperature    293(2)
_cell_volume                     2047.3(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_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  0.0347
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15347
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    1.243
_exptl_absorpt_correction_T_max  0.724
_exptl_absorpt_correction_T_min  0.599
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.638
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4667
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0401
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0403P)²+2.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0895
_refine_ls_wR_factor_ref         0.0951
_reflns_number_gt                3888
_reflns_number_total             4667
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b915506f.txt
_cod_data_source_block           aa6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26 (6
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.2 from 2011-04-26 (15 times).

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2047.4(7)
_cod_original_sg_symbol_H-M      p21/n
_cod_database_code               7211847
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
Zn1 Zn 0.90460(2) 1.03293(2) -0.13289(2) 0.02207(10) Uani 1 1 d .
C1 C 0.94273(19) 0.81923(19) 0.01084(18) 0.0221(5) Uani 1 1 d .
C2 C 0.89669(18) 0.70413(19) -0.00280(17) 0.0208(5) Uani 1 1 d .
C3 C 0.82582(19) 0.6804(2) -0.08681(18) 0.0240(5) Uani 1 1 d .
H3 H 0.8030 0.7370 -0.1315 0.029 Uiso 1 1 calc R
C4 C 0.7888(2) 0.5724(2) -0.10445(19) 0.0260(5) Uani 1 1 d .
C5 C 0.7170(2) 0.5464(2) -0.1984(2) 0.0309(6) Uani 1 1 d .
C6 C 0.8215(2) 0.4894(2) -0.0365(2) 0.0317(6) Uani 1 1 d .
H6 H 0.7984 0.4164 -0.0489 0.038 Uiso 1 1 calc R
C7 C 0.8879(2) 0.5141(2) 0.0493(2) 0.0313(6) Uani 1 1 d .
H7 H 0.9068 0.4587 0.0963 0.038 Uiso 1 1 calc R
C8 C 0.9265(2) 0.6211(2) 0.06571(19) 0.0269(5) Uani 1 1 d .
H8 H 0.9727 0.6373 0.1230 0.032 Uiso 1 1 calc R
C9 C 0.7315(3) 1.1892(2) -0.0726(2) 0.0412(7) Uani 1 1 d .
H9 H 0.7606 1.2379 -0.1150 0.049 Uiso 1 1 calc R
C10 C 0.6511(3) 1.2266(3) -0.0238(3) 0.0502(9) Uani 1 1 d .
H10 H 0.6260 1.2993 -0.0335 0.060 Uiso 1 1 calc R
C11 C 0.6070(3) 1.1560(3) 0.0400(3) 0.0470(8) Uani 1 1 d .
H11 H 0.5528 1.1803 0.0746 0.056 Uiso 1 1 calc R
C12 C 0.6456(2) 1.0485(2) 0.0509(2) 0.0350(6) Uani 1 1 d .
C13 C 0.7262(2) 1.0169(2) -0.0020(2) 0.0340(6) Uani 1 1 d .
H13 H 0.7510 0.9439 0.0046 0.041 Uiso 1 1 calc R
C14 C 0.6062(2) 0.9631(2) 0.1139(2) 0.0343(6) Uani 1 1 d .
C15 C 0.5828(2) 0.8122(2) 0.1848(2) 0.0356(6) Uani 1 1 d .
C16 C 0.5922(2) 0.6937(2) 0.2114(2) 0.0351(6) Uani 1 1 d .
C17 C 0.6691(3) 0.6280(3) 0.1788(3) 0.0551(9) Uani 1 1 d .
H17 H 0.7172 0.6583 0.1403 0.066 Uiso 1 1 calc R
H3A H 0.5038 1.0299 0.1813 0.121 Uiso 1 1 d RD
H5A H 0.6048 0.7822 0.7902 0.066 Uiso 1 1 d R
H5B H 0.6586 0.8799 0.7740 0.066 Uiso 1 1 d R
C18 C 0.6740(3) 0.5159(3) 0.2041(3) 0.0611(11) Uani 1 1 d .
H18 H 0.7258 0.4700 0.1831 0.073 Uiso 1 1 calc R
C19 C 0.6013(3) 0.4736(3) 0.2604(3) 0.0445(8) Uani 1 1 d .
H19 H 0.6047 0.3983 0.2775 0.053 Uiso 1 1 calc R
C20 C 0.5225(2) 0.6443(2) 0.2674(2) 0.0327(6) Uani 1 1 d .
H20 H 0.4701 0.6884 0.2895 0.039 Uiso 1 1 calc R
N1 N 0.77043(19) 1.08508(19) -0.06172(17) 0.0330(5) Uani 1 1 d .
N2 N 0.6411(2) 0.8594(2) 0.11965(19) 0.0386(6) Uani 1 1 d .
N3 N 0.5319(2) 0.97689(19) 0.17289(19) 0.0372(6) Uani 1 1 d D
N4 N 0.5145(2) 0.8801(2) 0.21954(19) 0.0391(6) Uani 1 1 d .
N5 N 0.52627(18) 0.53663(18) 0.29145(17) 0.0309(5) Uani 1 1 d .
O1 O 0.91103(16) 0.89139(15) -0.05096(15) 0.0362(5) Uani 1 1 d .
O2 O 1.01123(16) 0.83330(15) 0.08507(15) 0.0394(5) Uani 1 1 d .
O3 O 0.65922(15) 0.62349(17) -0.23902(14) 0.0364(5) Uani 1 1 d .
O4 O 0.71650(16) 0.45105(17) -0.23475(16) 0.0418(5) Uani 1 1 d .
O5 O 0.60424(18) 0.85153(18) 0.79430(19) 0.0498(6) Uani 1 1 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'
Zn Zn 0.2839 1.4301 '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
O2 Zn1 O1 121.03(8) 3_775 . y
O2 Zn1 O3 89.16(8) 3_775 2_654 y
O1 Zn1 O3 149.78(8) . 2_654 y
O2 Zn1 N5 94.66(9) 3_775 4_675 y
O1 Zn1 N5 87.70(9) . 4_675 y
O3 Zn1 N5 91.43(9) 2_654 4_675 y
O2 Zn1 N1 92.36(9) 3_775 . y
O1 Zn1 N1 88.39(9) . . y
O3 Zn1 N1 89.03(9) 2_654 . y
N5 Zn1 N1 172.98(9) 4_675 . y
O2 Zn1 O4 146.40(7) 3_775 2_654 y
O1 Zn1 O4 92.56(7) . 2_654 y
O3 Zn1 O4 57.31(7) 2_654 2_654 y
N5 Zn1 O4 84.88(8) 4_675 2_654 y
N1 Zn1 O4 89.47(8) . 2_654 y
O2 Zn1 C5 117.99(9) 3_775 2_654 ?
O1 Zn1 C5 120.97(9) . 2_654 ?
O3 Zn1 C5 28.83(8) 2_654 2_654 ?
N5 Zn1 C5 88.90(9) 4_675 2_654 ?
N1 Zn1 C5 88.12(9) . 2_654 ?
O4 Zn1 C5 28.51(8) 2_654 2_654 ?
O1 C1 O2 125.6(2) . . ?
O1 C1 C2 118.3(2) . . ?
O2 C1 C2 116.1(2) . . ?
C8 C2 C3 119.8(2) . . ?
C8 C2 C1 120.8(2) . . ?
C3 C2 C1 119.3(2) . . ?
C2 C3 C4 120.1(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C6 C4 C3 119.4(2) . . ?
C6 C4 C5 121.0(2) . . ?
C3 C4 C5 119.6(2) . . ?
O4 C5 O3 121.8(2) . . ?
O4 C5 C4 119.9(3) . . ?
O3 C5 C4 118.3(2) . . ?
O4 C5 Zn1 67.70(15) . 2_644 ?
O3 C5 Zn1 54.22(13) . 2_644 ?
C4 C5 Zn1 171.4(2) . 2_644 ?
C7 C6 C4 120.4(2) . . ?
C7 C6 H6 119.8 . . ?
C4 C6 H6 119.8 . . ?
C6 C7 C8 120.0(2) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C7 C8 C2 120.1(2) . . ?
C7 C8 H8 120.0 . . ?
C2 C8 H8 120.0 . . ?
N1 C9 C10 122.6(3) . . ?
N1 C9 H9 118.7 . . ?
C10 C9 H9 118.7 . . ?
C9 C10 C11 119.7(3) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C12 C11 C10 118.1(3) . . ?
C12 C11 H11 121.0 . . ?
C10 C11 H11 121.0 . . ?
C13 C12 C11 118.5(3) . . ?
C13 C12 C14 116.6(2) . . ?
C11 C12 C14 124.8(3) . . ?
N1 C13 C12 123.6(3) . . ?
N1 C13 H13 118.2 . . ?
C12 C13 H13 118.2 . . ?
N2 C14 N3 110.0(2) . . ?
N2 C14 C12 123.7(3) . . ?
N3 C14 C12 126.3(3) . . ?
N4 C15 N2 114.8(3) . . ?
N4 C15 C16 122.9(3) . . ?
N2 C15 C16 122.2(3) . . ?
C17 C16 C20 118.0(3) . . ?
C17 C16 C15 120.9(3) . . ?
C20 C16 C15 121.1(3) . . ?
C16 C17 C18 119.1(3) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C19 C18 C17 119.0(3) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
N5 C19 C18 122.1(3) . . ?
N5 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
N5 C20 C16 123.3(3) . . ?
N5 C20 H20 118.4 . . ?
C16 C20 H20 118.4 . . ?
C13 N1 C9 117.4(3) . . ?
C13 N1 Zn1 121.26(19) . . ?
C9 N1 Zn1 121.31(19) . . ?
C14 N2 C15 103.0(2) . . ?
C14 N3 N4 110.5(2) . . ?
C14 N3 H3A 126.3 . . ?
N4 N3 H3A 123.1 . . ?
C15 N4 N3 101.8(2) . . ?
C19 N5 C20 118.5(2) . . ?
C19 N5 Zn1 121.74(19) . 4_576 ?
C20 N5 Zn1 119.49(19) . 4_576 ?
C1 O1 Zn1 161.15(18) . . ?
C1 O2 Zn1 131.09(17) . 3_775 ?
C5 O3 Zn1 96.95(16) . 2_644 ?
C5 O4 Zn1 83.79(17) . 2_644 ?
H5A O5 H5B 111.3 . . ?
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
Zn1 O2 1.9860(18) 3_775 y
Zn1 O1 2.0244(18) . y
Zn1 O3 2.1185(19) 2_654 y
Zn1 N5 2.135(2) 4_675 y
Zn1 N1 2.160(2) . y
Zn1 O4 2.412(2) 2_654 y
Zn1 C5 2.592(3) 2_654 ?
C1 O1 1.235(3) . ?
C1 O2 1.252(3) . ?
C1 C2 1.499(3) . ?
C2 C8 1.381(3) . ?
C2 C3 1.385(3) . ?
C3 C4 1.386(3) . ?
C3 H3 0.9300 . ?
C4 C6 1.382(4) . ?
C4 C5 1.498(4) . ?
C5 O4 1.245(3) . ?
C5 O3 1.259(3) . ?
C5 Zn1 2.592(3) 2_644 ?
C6 C7 1.378(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.379(3) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 N1 1.343(4) . ?
C9 C10 1.365(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.382(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.379(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.379(4) . ?
C12 C14 1.464(4) . ?
C13 N1 1.328(3) . ?
C13 H13 0.9300 . ?
C14 N2 1.318(4) . ?
C14 N3 1.328(4) . ?
C15 N4 1.321(4) . ?
C15 N2 1.352(4) . ?
C15 C16 1.466(4) . ?
C16 C17 1.372(4) . ?
C16 C20 1.376(4) . ?
C17 C18 1.385(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.373(5) . ?
C18 H18 0.9300 . ?
C19 N5 1.327(4) . ?
C19 H19 0.9300 . ?
C20 N5 1.330(3) . ?
C20 H20 0.9300 . ?
N3 N4 1.354(3) . ?
N3 H3A 0.7454 . ?
N5 Zn1 2.135(2) 4_576 ?
O2 Zn1 1.9860(18) 3_775 ?
O3 Zn1 2.1185(19) 2_644 ?
O4 Zn1 2.412(2) 2_644 ?
O5 H5A 0.8325 . ?
O5 H5B 0.8470 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O1 C1 C2 C8 -177.8(2) . .
O2 C1 C2 C8 2.4(4) . .
O1 C1 C2 C3 4.1(4) . .
O2 C1 C2 C3 -175.7(2) . .
C8 C2 C3 C4 -3.0(4) . .
C1 C2 C3 C4 175.0(2) . .
C2 C3 C4 C6 1.3(4) . .
C2 C3 C4 C5 -176.5(2) . .
C6 C4 C5 O4 -26.3(4) . .
C3 C4 C5 O4 151.6(3) . .
C6 C4 C5 O3 154.5(3) . .
C3 C4 C5 O3 -27.7(4) . .
C6 C4 C5 Zn1 -178.4(11) . 2_644
C3 C4 C5 Zn1 -0.5(14) . 2_644
C3 C4 C6 C7 1.8(4) . .
C5 C4 C6 C7 179.6(3) . .
C4 C6 C7 C8 -3.2(4) . .
C6 C7 C8 C2 1.5(4) . .
C3 C2 C8 C7 1.6(4) . .
C1 C2 C8 C7 -176.4(2) . .
N1 C9 C10 C11 0.3(6) . .
C9 C10 C11 C12 -1.0(6) . .
C10 C11 C12 C13 0.2(5) . .
C10 C11 C12 C14 -178.8(3) . .
C11 C12 C13 N1 1.3(5) . .
C14 C12 C13 N1 -179.6(3) . .
C13 C12 C14 N2 -2.2(5) . .
C11 C12 C14 N2 176.8(3) . .
C13 C12 C14 N3 177.7(3) . .
C11 C12 C14 N3 -3.2(5) . .
N4 C15 C16 C17 -175.6(3) . .
N2 C15 C16 C17 6.7(5) . .
N4 C15 C16 C20 6.3(5) . .
N2 C15 C16 C20 -171.3(3) . .
C20 C16 C17 C18 -0.6(5) . .
C15 C16 C17 C18 -178.7(4) . .
C16 C17 C18 C19 0.5(6) . .
C17 C18 C19 N5 0.1(6) . .
C17 C16 C20 N5 0.2(5) . .
C15 C16 C20 N5 178.3(3) . .
C12 C13 N1 C9 -1.9(4) . .
C12 C13 N1 Zn1 175.1(2) . .
C10 C9 N1 C13 1.1(5) . .
C10 C9 N1 Zn1 -175.9(3) . .
O2 Zn1 N1 C13 -128.1(2) 3_775 .
O1 Zn1 N1 C13 -7.1(2) . .
O3 Zn1 N1 C13 142.8(2) 2_654 .
N5 Zn1 N1 C13 49.0(8) 4_675 .
O4 Zn1 N1 C13 85.5(2) 2_654 .
C5 Zn1 N1 C13 113.9(2) 2_654 .
O2 Zn1 N1 C9 48.8(2) 3_775 .
O1 Zn1 N1 C9 169.8(2) . .
O3 Zn1 N1 C9 -40.3(2) 2_654 .
N5 Zn1 N1 C9 -134.0(7) 4_675 .
O4 Zn1 N1 C9 -97.6(2) 2_654 .
C5 Zn1 N1 C9 -69.1(2) 2_654 .
N3 C14 N2 C15 0.5(3) . .
C12 C14 N2 C15 -179.6(3) . .
N4 C15 N2 C14 -0.2(4) . .
C16 C15 N2 C14 177.7(3) . .
N2 C14 N3 N4 -0.7(4) . .
C12 C14 N3 N4 179.4(3) . .
N2 C15 N4 N3 -0.2(3) . .
C16 C15 N4 N3 -178.0(3) . .
C14 N3 N4 C15 0.5(3) . .
C18 C19 N5 C20 -0.5(5) . .
C18 C19 N5 Zn1 174.0(3) . 4_576
C16 C20 N5 C19 0.3(4) . .
C16 C20 N5 Zn1 -174.3(2) . 4_576
O2 C1 O1 Zn1 19.7(8) . .
C2 C1 O1 Zn1 -160.1(5) . .
O2 Zn1 O1 C1 -21.7(6) 3_775 .
O3 Zn1 O1 C1 161.3(5) 2_654 .
N5 Zn1 O1 C1 72.4(6) 4_675 .
N1 Zn1 O1 C1 -113.5(6) . .
O4 Zn1 O1 C1 157.1(6) 2_654 .
C5 Zn1 O1 C1 159.7(6) 2_654 .
O1 C1 O2 Zn1 -0.9(4) . 3_775
C2 C1 O2 Zn1 178.85(17) . 3_775
O4 C5 O3 Zn1 -4.1(3) . 2_644
C4 C5 O3 Zn1 175.2(2) . 2_644
O3 C5 O4 Zn1 3.6(3) . 2_644
C4 C5 O4 Zn1 -175.7(2) . 2_644
