#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/02/4500261.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_4500261
loop_
_publ_author_name
'Li, Baiyan'
'Yang, Fen'
'Li, Guanghua'
'Liu, Dan'
'Zhou, Qi'
'Shi, Zhan'
'Feng, Shouhua'
_publ_section_title
;
 Construction of Coordination Polymers Based on Bent
 4-Amino-3,5-bis(3-carboxyphenyl)-1,2,4-triazole Ligand: Diverse
 Structural Topology and Photoluminescent and Magnetic Properties
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1475
_journal_paper_doi               10.1021/cg101335a
_journal_volume                  11
_journal_year                    2011
_chemical_formula_moiety         'C19.50 H18.75 N5.25 O5 Zn'
_chemical_formula_sum            'C19.5 H18.75 N5.25 O5 Zn'
_chemical_formula_weight         472.02
_chemical_melting_point          ?
_chemical_name_systematic
; 
 ? 
;
_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'
_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                 96.02(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.241(3)
_cell_length_b                   9.853(2)
_cell_length_c                   15.122(3)
_cell_measurement_reflns_used    5531
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.31
_cell_measurement_theta_min      2.47
_cell_volume                     2258.3(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9.00cm
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  '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  0.0958
_diffrn_reflns_av_sigmaI/netI    0.1261
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15745
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.47
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.127
_exptl_absorpt_correction_T_max  0.4274
_exptl_absorpt_correction_T_min  0.3751
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             970
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.926
_refine_diff_density_min         -0.684
_refine_diff_density_rms         0.122
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5531
_refine_ls_number_restraints     61
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.1741
_refine_ls_R_factor_gt           0.0769
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1239P)²+2.6285P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1927
_refine_ls_wR_factor_ref         0.2584
_reflns_number_gt                2570
_reflns_number_total             5531
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg101335a_si_002.cif
_cod_data_source_block           compound-4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

'_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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' 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_sg_symbol_H-M      P2(1)/c
_cod_original_formula_sum        'C19.50 H18.75 N5.25 O5 Zn'
_cod_database_code               4500261
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_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
Zn1 Zn 0.72871(4) 0.58546(8) 0.53547(5) 0.0412(3) Uani 1 1 d . . .
O1 O 0.3850(2) 0.4477(5) 0.4210(3) 0.0427(11) Uani 1 1 d . . .
O2 O 0.3186(3) 0.6361(5) 0.3705(3) 0.0529(13) Uani 1 1 d . . .
O3 O 1.1539(3) 0.3889(5) 0.4077(4) 0.0551(13) Uani 1 1 d . . .
O4 O 1.2129(12) 0.253(2) 0.3149(16) 0.080(5) Uani 0.50 1 d P A 1
O4' O 1.2030(12) 0.191(2) 0.3472(15) 0.080(5) Uani 0.50 1 d P A 2
O5 O 0.7025(4) 0.7605(6) 0.4677(4) 0.0677(15) Uani 1 1 d . B .
N1 N 0.7436(3) 0.4729(6) 0.4253(4) 0.0443(14) Uani 1 1 d . . .
N2 N 0.8200(3) 0.3958(6) 0.4212(4) 0.0460(14) Uani 1 1 d . . .
N3 N 0.7507(3) 0.4195(5) 0.2872(4) 0.0361(12) Uani 1 1 d D . .
N4 N 0.7280(4) 0.4185(6) 0.1953(4) 0.0496(14) Uani 1 1 d D . .
H4A H 0.684(3) 0.472(6) 0.1836(12) 0.100 Uiso 1 1 d D . .
H4B H 0.772(2) 0.448(8) 0.1704(11) 0.100 Uiso 1 1 d D . .
N5 N 0.6830(12) 0.9833(19) 0.4354(12) 0.086(2) Uani 0.50 1 d PDU B 1
N5' N 0.6508(12) 0.9796(19) 0.4513(11) 0.086(2) Uani 0.50 1 d PDU B 2
C1 C 0.7024(3) 0.4859(6) 0.3445(5) 0.0380(15) Uani 1 1 d . . .
C2 C 0.8232(3) 0.3666(7) 0.3370(5) 0.0425(17) Uani 1 1 d . . .
C3 C 0.6204(4) 0.5597(6) 0.3208(4) 0.0362(14) Uani 1 1 d . . .
C4 C 0.5452(3) 0.5297(6) 0.3634(4) 0.0303(13) Uani 1 1 d . . .
H4 H 0.5476 0.4620 0.4065 0.100 Uiso 1 1 calc . . .
C5 C 0.4675(3) 0.6007(6) 0.3416(4) 0.0338(13) Uani 1 1 d . . .
C6 C 0.4655(4) 0.7040(7) 0.2792(5) 0.0499(18) Uani 1 1 d . . .
H6 H 0.4143 0.7547 0.2660 0.100 Uiso 1 1 calc . . .
C7 C 0.5398(5) 0.7319(8) 0.2362(6) 0.060(2) Uani 1 1 d . . .
H7 H 0.5374 0.8002 0.1935 0.100 Uiso 1 1 calc . . .
C8 C 0.6165(4) 0.6604(7) 0.2557(5) 0.0491(18) Uani 1 1 d . . .
H8 H 0.6654 0.6788 0.2259 0.100 Uiso 1 1 calc . . .
C9 C 0.3839(3) 0.5624(6) 0.3813(4) 0.0339(14) Uani 1 1 d . . .
C10 C 0.8969(4) 0.2942(7) 0.3024(6) 0.053(2) Uani 1 1 d . . .
C11 C 0.9821(4) 0.3218(7) 0.3423(5) 0.0515(19) Uani 1 1 d . . .
H11 H 0.9902 0.3805 0.3906 0.100 Uiso 1 1 calc . . .
C12 C 1.0546(4) 0.2612(9) 0.3094(6) 0.068(3) Uani 1 1 d . A .
C13 C 1.0416(7) 0.1788(11) 0.2357(7) 0.082(3) Uani 1 1 d U . .
H13 H 1.0905 0.1414 0.2128 0.100 Uiso 1 1 calc . . .
C14 C 0.9580(7) 0.1497(11) 0.1943(7) 0.081(3) Uani 1 1 d U . .
H14 H 0.9507 0.0945 0.1441 0.100 Uiso 1 1 calc . . .
C15 C 0.8853(4) 0.2058(8) 0.2302(7) 0.071(3) Uani 1 1 d . . .
H15 H 0.8286 0.1839 0.2057 0.100 Uiso 1 1 calc . . .
C16 C 1.1459(4) 0.2927(11) 0.3515(6) 0.074(3) Uani 1 1 d . . .
C17 C 0.6719(8) 0.8617(11) 0.4941(7) 0.089(3) Uani 1 1 d D . .
H17 H 0.6439 0.8657 0.5458 0.100 Uiso 1 1 calc . C 1
C18 C 0.6688(15) 1.1120(19) 0.4645(14) 0.086(2) Uani 0.50 1 d PDU B 1
H18A H 0.6481 1.1080 0.5222 0.110 Uiso 0.50 1 calc P D 1
H18B H 0.6253 1.1560 0.4237 0.110 Uiso 0.50 1 calc P E 1
H18C H 0.7229 1.1624 0.4680 0.110 Uiso 0.50 1 calc P F 1
C18' C 0.6133(15) 1.090(2) 0.4860(14) 0.086(2) Uani 0.50 1 d PDU B 2
H18D H 0.6045 1.1595 0.4414 0.110 Uiso 0.50 1 calc P G 2
H18E H 0.6514 1.1236 0.5357 0.110 Uiso 0.50 1 calc P H 2
H18F H 0.5575 1.0650 0.5053 0.110 Uiso 0.50 1 calc P I 2
C19 C 0.7145(15) 0.966(2) 0.3539(13) 0.086(2) Uani 0.50 1 d PDU B 1
H19A H 0.7254 0.8717 0.3445 0.110 Uiso 0.50 1 calc P J 1
H19B H 0.7685 1.0163 0.3528 0.110 Uiso 0.50 1 calc P K 1
H19C H 0.6716 0.9992 0.3079 0.110 Uiso 0.50 1 calc P L 1
C19' C 0.6791(15) 1.010(2) 0.3658(12) 0.086(2) Uani 0.50 1 d PDU B 2
H19D H 0.6531 1.0945 0.3444 0.110 Uiso 0.50 1 calc P M 2
H19E H 0.6610 0.9390 0.3247 0.110 Uiso 0.50 1 calc P N 2
H19F H 0.7423 1.0184 0.3712 0.110 Uiso 0.50 1 calc P O 2
C20 C 1.1377(13) -0.016(5) 0.436(2) 0.080(5) Uani 0.25 1 d PD . .
C21 C 1.0000 0.0000 0.5000 0.080(5) Uani 0.50 2 d SPD . .
N6 N 1.0514(14) -0.003(4) 0.4286(15) 0.080(5) Uani 0.25 1 d PD . .
H6A H 1.0246 0.0051 0.3759 0.100 Uiso 0.25 1 calc P . .
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
O3 Zn1 O1 133.9(2) 3_766 3_666
O3 Zn1 O5 103.9(2) 3_766 .
O1 Zn1 O5 100.3(2) 3_666 .
O3 Zn1 N1 105.1(2) 3_766 .
O1 Zn1 N1 111.4(2) 3_666 .
O5 Zn1 N1 94.8(2) . .
C9 O1 Zn1 109.8(3) . 3_666
C16 O3 Zn1 114.7(4) . 3_766
C17 O5 Zn1 127.5(7) . .
C1 N1 N2 109.3(6) . .
C1 N1 Zn1 128.4(4) . .
N2 N1 Zn1 119.8(4) . .
C2 N2 N1 106.1(5) . .
C1 N3 C2 106.9(5) . .
C1 N3 N4 122.8(5) . .
C2 N3 N4 130.2(5) . .
N3 N4 H4A 108.0(14) . .
N3 N4 H4B 108.2(14) . .
H4A N4 H4B 109.3(18) . .
C18 N5 C19 119(2) . .
C18 N5 C17 120.9(16) . .
C19 N5 C17 120.0(17) . .
C17 N5' C18' 126.2(16) . .
C17 N5' C19' 122.2(15) . .
C18' N5' C19' 110.8(18) . .
N1 C1 N3 107.7(5) . .
N1 C1 C3 126.0(6) . .
N3 C1 C3 126.2(6) . .
N2 C2 N3 110.0(5) . .
N2 C2 C10 124.0(6) . .
N3 C2 C10 126.0(7) . .
C8 C3 C4 119.8(5) . .
C8 C3 C1 120.0(5) . .
C4 C3 C1 120.1(5) . .
C5 C4 C3 120.2(5) . .
C5 C4 H4 119.9 . .
C3 C4 H4 119.9 . .
C4 C5 C6 119.4(5) . .
C4 C5 C9 121.0(5) . .
C6 C5 C9 119.6(5) . .
C5 C6 C7 120.2(6) . .
C5 C6 H6 119.9 . .
C7 C6 H6 119.9 . .
C8 C7 C6 121.0(6) . .
C8 C7 H7 119.5 . .
C6 C7 H7 119.5 . .
C7 C8 C3 119.4(6) . .
C7 C8 H8 120.3 . .
C3 C8 H8 120.3 . .
O2 C9 O1 123.8(5) . .
O2 C9 C5 120.3(6) . .
O1 C9 C5 115.8(5) . .
C15 C10 C11 119.7(6) . .
C15 C10 C2 122.8(6) . .
C11 C10 C2 117.4(6) . .
C12 C11 C10 119.8(7) . .
C12 C11 H11 120.1 . .
C10 C11 H11 120.1 . .
C13 C12 C11 119.3(7) . .
C13 C12 C16 120.9(7) . .
C11 C12 C16 119.7(7) . .
C12 C13 C14 122.3(9) . .
C12 C13 H13 118.8 . .
C14 C13 H13 118.8 . .
C13 C14 C15 118.0(9) . .
C13 C14 H14 121.0 . .
C15 C14 H14 121.0 . .
C10 C15 C14 120.7(7) . .
C10 C15 H15 119.7 . .
C14 C15 H15 119.7 . .
O3 C16 O4 119.6(13) . .
O3 C16 O4' 125.1(13) . .
O4 C16 O4' 35.9(10) . .
O3 C16 C12 117.3(6) . .
O4 C16 C12 120.2(13) . .
O4' C16 C12 113.9(12) . .
O5 C17 N5' 129.9(11) . .
O5 C17 N5 113.3(11) . .
N5' C17 N5 22.1(10) . .
O5 C17 H17 123.4 . .
N5' C17 H17 105.0 . .
N5 C17 H17 123.4 . .
N5 C18 H18A 109.5 . .
N5 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
N5 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
N5' C18' H18D 109.5 . .
N5' C18' H18E 109.5 . .
H18D C18' H18E 109.5 . .
N5' C18' H18F 109.5 . .
H18D C18' H18F 109.5 . .
H18E C18' H18F 109.5 . .
N5 C19 H19A 109.5 . .
N5 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
N5 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
N5' C19' H19D 109.5 . .
N5' C19' H19E 109.5 . .
H19D C19' H19E 109.5 . .
N5' C19' H19F 109.5 . .
H19D C19' H19F 109.5 . .
H19E C19' H19F 109.5 . .
N6 C21 N6 180.000(5) 3_756 .
C20 N6 C21 125(2) . .
C20 N6 H6A 117.7 . .
C21 N6 H6A 117.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O3 1.919(5) 3_766
Zn1 O1 1.945(4) 3_666
Zn1 O5 2.024(6) .
Zn1 N1 2.035(6) .
O1 C9 1.279(7) .
O1 Zn1 1.945(4) 3_666
O2 C9 1.228(7) .
O3 C16 1.270(10) .
O3 Zn1 1.919(5) 3_766
O4 C16 1.27(2) .
O4' C16 1.33(2) .
O5 C17 1.188(12) .
N1 C1 1.320(9) .
N1 N2 1.397(7) .
N2 C2 1.311(9) .
N3 C1 1.363(8) .
N3 C2 1.373(8) .
N3 N4 1.396(8) .
N4 H4A 0.853(10) .
N4 H4B 0.852(10) .
N5 C18 1.367(17) .
N5 C19 1.378(16) .
N5 C17 1.51(2) .
N5' C17 1.35(2) .
N5' C18' 1.360(16) .
N5' C19' 1.438(16) .
C1 C3 1.458(8) .
C2 C10 1.474(8) .
C3 C8 1.394(9) .
C3 C4 1.404(8) .
C4 C5 1.385(7) .
C4 H4 0.9300 .
C5 C6 1.386(9) .
C5 C9 1.513(8) .
C6 C7 1.392(9) .
C6 H6 0.9300 .
C7 C8 1.370(9) .
C7 H7 0.9300 .
C8 H8 0.9300 .
C10 C15 1.392(11) .
C10 C11 1.399(8) .
C11 C12 1.393(9) .
C11 H11 0.9300 .
C12 C13 1.376(12) .
C12 C16 1.500(10) .
C13 C14 1.389(13) .
C13 H13 0.9300 .
C14 C15 1.399(12) .
C14 H14 0.9300 .
C15 H15 0.9300 .
C17 H17 0.9300 .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C18' H18D 0.9600 .
C18' H18E 0.9600 .
C18' H18F 0.9600 .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
C19' H19D 0.9600 .
C19' H19E 0.9600 .
C19' H19F 0.9600 .
C20 N6 1.315(18) .
C21 N6 1.399(17) 3_756
C21 N6 1.399(17) .
N6 H6A 0.8600 .
