#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:31:19 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179533 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/02/4500260.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_4500260
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         'C16 H12.75 Cu N4 O5.37'
_chemical_formula_sum            'C16 H12.75 Cu N4 O5.37'
_chemical_formula_weight         410.59
_chemical_melting_point          ?
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 127.26(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.817(5)
_cell_length_b                   10.971(2)
_cell_length_c                   17.866(4)
_cell_measurement_reflns_used    4176
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      3.01
_cell_volume                     3715(2)
_computing_cell_refinement       Process-auto
_computing_data_collection       Process-auto
_computing_data_reduction        Process-auto
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       omega-scan
_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  0.0643
_diffrn_reflns_av_sigmaI/netI    0.0509
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17554
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.01
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.211
_exptl_absorpt_correction_T_max  0.7988
_exptl_absorpt_correction_T_min  0.7741
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   Process-auto
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1670
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_refine_diff_density_max         1.820
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         4176
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0620
_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)+(0.0769P)²+23.6813P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1594
_refine_ls_wR_factor_ref         0.1702
_reflns_number_gt                3267
_reflns_number_total             4176
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg101335a_si_002.cif
_cod_data_source_block           compound-3
_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.

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_cell_volume        3715.3(13)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4500260
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Cu1 Cu -0.04231(3) 0.08578(4) 0.43731(3) 0.02017(18) Uani 1 1 d .
O1 O 0.01913(18) 0.0562(3) 0.3997(2) 0.0376(8) Uani 1 1 d .
O2 O 0.08930(18) -0.0897(3) 0.5017(2) 0.0335(7) Uani 1 1 d .
O3 O 0.02757(17) 0.7945(3) 0.0305(2) 0.0363(8) Uani 1 1 d .
O4 O 0.09918(18) 0.9404(3) 0.1326(2) 0.0341(8) Uani 1 1 d .
N1 N 0.10298(18) 0.2198(3) 0.1723(2) 0.0222(7) Uani 1 1 d .
N2 N 0.10763(19) 0.3384(3) 0.1486(2) 0.0240(7) Uani 1 1 d D
N3 N 0.1654(2) 0.3279(3) 0.2998(2) 0.0310(9) Uani 1 1 d .
N4 N 0.1996(4) 0.3638(4) 0.3944(3) 0.0710(19) Uani 1 1 d .
H4A H 0.2096 0.4392 0.4100 0.080 Uiso 1 1 calc .
H4B H 0.2104 0.3100 0.4362 0.080 Uiso 1 1 calc .
C1 C 0.1383(2) 0.2149(4) 0.2634(3) 0.0238(9) Uani 1 1 d .
C2 C 0.1450(2) 0.4015(4) 0.2259(3) 0.0247(9) Uani 1 1 d .
C3 C 0.1495(2) 0.1105(4) 0.3228(3) 0.0244(9) Uani 1 1 d .
C4 C 0.1037(2) 0.0905(4) 0.3456(3) 0.0267(9) Uani 1 1 d .
H4 H 0.0643 0.1399 0.3200 0.080 Uiso 1 1 calc .
C5 C 0.1169(2) -0.0032(4) 0.4066(3) 0.0254(9) Uani 1 1 d .
C6 C 0.1752(3) -0.0785(4) 0.4429(3) 0.0314(10) Uani 1 1 d .
H6 H 0.1833 -0.1428 0.4822 0.080 Uiso 1 1 calc .
C7 C 0.2207(3) -0.0589(5) 0.4215(4) 0.0393(12) Uani 1 1 d .
H7 H 0.2596 -0.1094 0.4467 0.080 Uiso 1 1 calc .
C8 C 0.2089(3) 0.0369(5) 0.3617(4) 0.0358(11) Uani 1 1 d .
H8 H 0.2404 0.0514 0.3481 0.080 Uiso 1 1 calc .
C9 C 0.0711(2) -0.0145(4) 0.4378(3) 0.0237(8) Uani 1 1 d .
C10 C 0.1646(2) 0.5304(4) 0.2337(3) 0.0255(9) Uani 1 1 d .
C11 C 0.1156(2) 0.6147(4) 0.1672(3) 0.0270(9) Uani 1 1 d .
H11 H 0.0703 0.5897 0.1181 0.080 Uiso 1 1 calc .
C12 C 0.1351(2) 0.7367(4) 0.1750(3) 0.0253(9) Uani 1 1 d .
C13 C 0.2037(2) 0.7723(4) 0.2482(3) 0.0273(9) Uani 1 1 d .
H13 H 0.2166 0.8537 0.2535 0.080 Uiso 1 1 calc .
C14 C 0.2528(2) 0.6892(4) 0.3126(3) 0.0276(9) Uani 1 1 d .
H14 H 0.2986 0.7139 0.3604 0.080 Uiso 1 1 calc .
C15 C 0.2332(2) 0.5683(4) 0.3058(3) 0.0280(9) Uani 1 1 d .
H15 H 0.2660 0.5119 0.3496 0.080 Uiso 1 1 calc .
C16 C 0.0832(2) 0.8302(4) 0.1075(3) 0.0255(9) Uani 1 1 d .
O1W O 0.0933(7) 0.4035(13) -0.0211(9) 0.069(3) Uani 0.50 1 d PU
O1'W O 0.079(2) 0.390(5) -0.0127(17) 0.138(17) Uani 0.25 1 d PDU
O2W O 0.0782(6) 0.3541(7) 0.4325(7) 0.070(3) Uani 0.50 1 d P
H2A H 0.0678 0.3134 0.4712 0.080 Uiso 0.50 1 d P
H2B H 0.1143 0.4120 0.4606 0.080 Uiso 0.50 1 d P
O3W O 0.0000 0.402(3) 0.2500 0.081(10) Uani 0.25 2 d SP
H3 H 0.0383 0.3514 0.3003 0.080 Uiso 0.25 1 d 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'
Cu Cu 0.3201 1.2651 '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
O1 Cu1 O4 91.02(16) . 2_545
O1 Cu1 O3 88.64(16) . 6_566
O4 Cu1 O3 167.27(13) 2_545 6_566
O1 Cu1 O2 167.06(13) . 5_556
O4 Cu1 O2 88.02(15) 2_545 5_556
O3 Cu1 O2 89.47(15) 6_566 5_556
O1 Cu1 N1 91.73(13) . 2
O4 Cu1 N1 98.64(13) 2_545 2
O3 Cu1 N1 94.09(14) 6_566 2
O2 Cu1 N1 101.18(13) 5_556 2
O1 Cu1 Cu1 80.28(10) . 5_556
O4 Cu1 Cu1 80.89(10) 2_545 5_556
O3 Cu1 Cu1 86.51(10) 6_566 5_556
O2 Cu1 Cu1 86.83(9) 5_556 5_556
N1 Cu1 Cu1 171.97(10) 2 5_556
C9 O1 Cu1 127.5(3) . .
C9 O2 Cu1 119.3(3) . 5_556
C16 O3 Cu1 120.3(3) . 6_565
C16 O4 Cu1 127.2(3) . 2_565
C1 N1 N2 108.0(3) . .
C1 N1 Cu1 132.5(3) . 2
N2 N1 Cu1 119.5(2) . 2
C2 N2 N1 107.7(3) . .
C2 N3 C1 106.7(3) . .
C2 N3 N4 127.0(4) . .
C1 N3 N4 125.7(4) . .
N3 N4 H4A 120.0 . .
N3 N4 H4B 120.0 . .
H4A N4 H4B 120.0 . .
N1 C1 N3 108.6(4) . .
N1 C1 C3 129.0(4) . .
N3 C1 C3 122.4(4) . .
N2 C2 N3 109.1(3) . .
N2 C2 C10 126.0(4) . .
N3 C2 C10 124.9(4) . .
C4 C3 C8 120.1(4) . .
C4 C3 C1 120.1(4) . .
C8 C3 C1 119.7(4) . .
C5 C4 C3 120.0(4) . .
C5 C4 H4 120.0 . .
C3 C4 H4 120.0 . .
C4 C5 C6 119.6(4) . .
C4 C5 C9 118.8(4) . .
C6 C5 C9 121.4(4) . .
C7 C6 C5 120.8(4) . .
C7 C6 H6 119.6 . .
C5 C6 H6 119.6 . .
C6 C7 C8 120.4(5) . .
C6 C7 H7 119.8 . .
C8 C7 H7 119.8 . .
C3 C8 C7 119.2(5) . .
C3 C8 H8 120.4 . .
C7 C8 H8 120.4 . .
O2 C9 O1 125.6(4) . .
O2 C9 C5 117.7(4) . .
O1 C9 C5 116.6(4) . .
C11 C10 C15 119.7(4) . .
C11 C10 C2 120.2(4) . .
C15 C10 C2 120.1(4) . .
C12 C11 C10 119.7(4) . .
C12 C11 H11 120.2 . .
C10 C11 H11 120.2 . .
C11 C12 C13 119.5(4) . .
C11 C12 C16 121.0(4) . .
C13 C12 C16 119.5(4) . .
C14 C13 C12 121.2(4) . .
C14 C13 H13 119.4 . .
C12 C13 H13 119.4 . .
C13 C14 C15 119.4(4) . .
C13 C14 H14 120.3 . .
C15 C14 H14 120.3 . .
C14 C15 C10 120.6(4) . .
C14 C15 H15 119.7 . .
C10 C15 H15 119.7 . .
O3 C16 O4 125.1(4) . .
O3 C16 C12 118.5(4) . .
O4 C16 C12 116.5(4) . .
H2A O2W H2B 118.5(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.972(4) .
Cu1 O4 1.972(3) 2_545
Cu1 O3 1.978(3) 6_566
Cu1 O2 1.979(3) 5_556
Cu1 N1 2.159(3) 2
Cu1 Cu1 2.6749(12) 5_556
O1 C9 1.256(5) .
O2 C9 1.255(5) .
O2 Cu1 1.979(3) 5_556
O3 C16 1.263(5) .
O3 Cu1 1.978(3) 6_565
O4 C16 1.266(5) .
O4 Cu1 1.972(3) 2_565
N1 C1 1.304(5) .
N1 N2 1.393(5) .
N1 Cu1 2.158(3) 2
N2 C2 1.300(5) .
N3 C2 1.362(5) .
N3 C1 1.367(5) .
N3 N4 1.417(5) .
N4 H4A 0.8600 .
N4 H4B 0.8600 .
C1 C3 1.472(6) .
C2 C10 1.468(5) .
C3 C4 1.393(6) .
C3 C8 1.395(7) .
C4 C5 1.388(6) .
C4 H4 0.9300 .
C5 C6 1.392(6) .
C5 C9 1.501(6) .
C6 C7 1.367(7) .
C6 H6 0.9300 .
C7 C8 1.401(7) .
C7 H7 0.9300 .
C8 H8 0.9300 .
C10 C11 1.397(6) .
C10 C15 1.397(6) .
C11 C12 1.395(6) .
C11 H11 0.9300 .
C12 C13 1.396(6) .
C12 C16 1.493(6) .
C13 C14 1.376(6) .
C13 H13 0.9300 .
C14 C15 1.386(6) .
C14 H14 0.9300 .
C15 H15 0.9300 .
O2W H2A 0.971(8) .
O2W H2B 0.934(9) .
O3W H3 0.976(17) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2W H2A O3 0.971(8) 2.162(4) 3.119(9) 168.2(6) 6_566
O2W H2B O1W 0.934(9) 2.157(14) 2.744(16) 119.8(8) 6_566
O3W H3 O2W 0.976(17) 1.941(9) 2.650(11) 127.4(9) .
