#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/99/4509964.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_4509964
loop_
_publ_author_name
'Dai, Ming'
'Su, Xin-Ran'
'Wang, Xiao'
'Wu, Bing'
'Ren, Zhi-Gang'
'Zhou, Xuan'
'Lang, Jian-Ping'
_publ_section_title
;
 Three Zinc(II) Coordination Polymers Based on
 Tetrakis(4-pyridyl)cyclobutane and Naphthalenedicarboxylate Linkers:
 Solvothermal Syntheses, Structures, and Photocatalytic Properties
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              240
_journal_paper_doi               10.1021/cg4014416
_journal_volume                  14
_journal_year                    2014
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C24 H16 N2 O4 Zn'
_chemical_formula_sum            'C24 H16 N2 O4 Zn'
_chemical_formula_weight         461.78
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           178
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 61 2 (0 0 5)'
_symmetry_space_group_name_H-M   'P 61 2 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            12
_cell_length_a                   18.615(3)
_cell_length_b                   18.615(3)
_cell_length_c                   29.464(6)
_cell_measurement_reflns_used    8315
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      73.7180
_cell_measurement_theta_min      4.0600
_cell_volume                     8842(3)
_computing_cell_refinement
'CrysAlisPro, Agilent Technologies, Version 1.171.36.28 '
_computing_data_collection
'CrysAlisPro, Agilent Technologies, Version 1.171.36.28 '
_computing_data_reduction
'CrysAlisPro, Agilent Technologies, Version 1.171.36.28 '
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 10.4692
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            20695
_diffrn_reflns_theta_full        73.93
_diffrn_reflns_theta_max         73.93
_diffrn_reflns_theta_min         3.12
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.360
_exptl_absorpt_correction_T_max  0.8220
_exptl_absorpt_correction_T_min  0.6858
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.041
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2832
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.672
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         5889
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0437
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1267
_refine_ls_wR_factor_ref         0.1363
_reflns_number_gt                5355
_reflns_number_total             5889
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg4014416_si_002.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Hexagonal' changed to 'hexagonal'
according to
/usr/data/users/saulius/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        8842(2)
_cod_original_sg_symbol_Hall     'P 61 2 (0 0 -1)'
_cod_original_sg_symbol_H-M      P6122
_cod_database_code               4509964
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'
'y, -x+y, z+5/6'
'x-y, x, z+1/6'
'y, x, -z+1/3'
'x-y, -y, -z'
'-x, -x+y, -z+2/3'
'-y, -x, -z+5/6'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/6'
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 0.35933(3) 0.179666(15) 0.5833 0.03924(14) Uani 1 2 d S
Zn2 Zn 0.02576(3) 0.512881(15) 0.5833 0.04052(14) Uani 1 2 d S
O1 O 0.33848(19) 0.2683(2) 0.54660(10) 0.0732(5) Uani 1 1 d .
O2 O 0.27134(19) 0.2114(2) 0.60731(9) 0.0732(5) Uani 1 1 d .
O3 O 0.05687(14) 0.42775(14) 0.59418(8) 0.0549(5) Uani 1 1 d .
O4 O 0.13667(19) 0.50608(16) 0.53970(10) 0.0720(7) Uani 1 1 d .
N1 N 0.45393(15) 0.20136(15) 0.53585(7) 0.0435(5) Uani 1 1 d .
N2 N 0.53871(16) 0.06279(16) 0.30267(8) 0.0487(5) Uani 1 1 d .
C1 C 0.4723(2) 0.14558(19) 0.52127(11) 0.0556(7) Uani 1 1 d .
H1A H 0.4394 0.0910 0.5308 0.067 Uiso 1 1 calc R
C2 C 0.5381(2) 0.16411(18) 0.49245(11) 0.0550(7) Uani 1 1 d .
H2A H 0.5498 0.1230 0.4837 0.066 Uiso 1 1 calc R
C3 C 0.58641(17) 0.24466(16) 0.47688(8) 0.0401(5) Uani 1 1 d .
C4 C 0.5664(2) 0.30273(18) 0.49174(10) 0.0512(6) Uani 1 1 d .
H4A H 0.5972 0.3575 0.4821 0.061 Uiso 1 1 calc R
C5 C 0.5008(2) 0.27945(19) 0.52087(11) 0.0511(6) Uani 1 1 d .
H5A H 0.4883 0.3195 0.5306 0.061 Uiso 1 1 calc R
C6 C 0.65673(16) 0.26713(16) 0.44435(8) 0.0389(5) Uani 1 1 d .
H6 H 0.6801 0.2308 0.4491 0.047 Uiso 1 1 calc R
C7 C 0.6183(2) 0.1201(3) 0.30080(15) 0.0781(12) Uani 1 1 d .
H7A H 0.6513 0.1144 0.2791 0.094 Uiso 1 1 calc R
C8 C 0.6549(2) 0.1881(3) 0.32938(15) 0.0730(12) Uani 1 1 d .
H8A H 0.7110 0.2270 0.3265 0.088 Uiso 1 1 calc R
C9 C 0.60728(17) 0.19752(17) 0.36246(8) 0.0426(5) Uani 1 1 d .
C10 C 0.52542(19) 0.1369(2) 0.36491(11) 0.0549(7) Uani 1 1 d .
H10A H 0.4913 0.1400 0.3869 0.066 Uiso 1 1 calc R
C11 C 0.49312(19) 0.0707(2) 0.33472(11) 0.0543(7) Uani 1 1 d .
H11A H 0.4374 0.0305 0.3370 0.065 Uiso 1 1 calc R
C12 C 0.64116(16) 0.27261(15) 0.39238(8) 0.0386(5) Uani 1 1 d .
H12 H 0.6056 0.2972 0.3892 0.046 Uiso 1 1 calc R
C13 C 0.2835(2) 0.2572(2) 0.57307(11) 0.0580(7) Uani 1 1 d .
C14 C 0.23129(18) 0.29779(19) 0.56692(10) 0.0473(6) Uani 1 1 d .
C15 C 0.2005(3) 0.3131(3) 0.60529(15) 0.0732(5) Uani 1 1 d .
H15A H 0.2074 0.2939 0.6331 0.088 Uiso 1 1 calc R
C16 C 0.15817(17) 0.35785(17) 0.60306(9) 0.0459(5) Uani 1 1 d .
H16A H 0.1354 0.3658 0.6294 0.055 Uiso 1 1 calc R
C17 C 0.14982(17) 0.38988(16) 0.56298(9) 0.0438(5) Uani 1 1 d .
C18 C 0.17630(17) 0.37069(19) 0.52153(10) 0.0481(6) Uani 1 1 d .
C19 C 0.1619(3) 0.3953(3) 0.47848(12) 0.0721(10) Uani 1 1 d .
H19A H 0.1377 0.4285 0.4769 0.087 Uiso 1 1 calc R
C20 C 0.1829(4) 0.3713(4) 0.43938(13) 0.0900(15) Uani 1 1 d .
H20A H 0.1722 0.3873 0.4115 0.108 Uiso 1 1 calc R
C21 C 0.2207(4) 0.3219(4) 0.44129(12) 0.0906(15) Uani 1 1 d .
H21A H 0.2348 0.3054 0.4145 0.109 Uiso 1 1 calc R
C22 C 0.2368(3) 0.2983(3) 0.48178(12) 0.0714(10) Uani 1 1 d .
H22A H 0.2619 0.2659 0.4824 0.086 Uiso 1 1 calc R
C23 C 0.21599(19) 0.3220(2) 0.52332(10) 0.0504(6) Uani 1 1 d .
C24 C 0.11234(18) 0.44509(17) 0.56495(11) 0.0476(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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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
O2 Zn1 O2 96.05(19) . 12_556
O2 Zn1 N1 148.09(11) . .
O2 Zn1 N1 96.41(10) 12_556 .
O2 Zn1 N1 96.41(11) . 12_556
O2 Zn1 N1 148.09(11) 12_556 12_556
N1 Zn1 N1 88.20(13) . 12_556
O2 Zn1 O1 59.76(10) . .
O2 Zn1 O1 107.21(12) 12_556 .
N1 Zn1 O1 88.48(10) . .
N1 Zn1 O1 104.46(11) 12_556 .
O2 Zn1 O1 107.21(12) . 12_556
O2 Zn1 O1 59.76(10) 12_556 12_556
N1 Zn1 O1 104.46(11) . 12_556
N1 Zn1 O1 88.48(10) 12_556 12_556
O1 Zn1 O1 162.13(17) . 12_556
O2 Zn1 C13 30.55(11) . .
O2 Zn1 C13 101.83(12) 12_556 .
N1 Zn1 C13 117.78(11) . .
N1 Zn1 C13 103.80(10) 12_556 .
O1 Zn1 C13 29.30(12) . .
O1 Zn1 C13 136.03(13) 12_556 .
O2 Zn1 C13 101.83(12) . 12_556
O2 Zn1 C13 30.55(11) 12_556 12_556
N1 Zn1 C13 103.80(10) . 12_556
N1 Zn1 C13 117.78(11) 12_556 12_556
O1 Zn1 C13 136.03(13) . 12_556
O1 Zn1 C13 29.30(12) 12_556 12_556
C13 Zn1 C13 121.24(18) . 12_556
O3 Zn2 O3 150.45(14) 12_566 .
O3 Zn2 N2 96.56(9) 12_566 10_565
O3 Zn2 N2 103.31(10) . 10_565
O3 Zn2 N2 103.31(10) 12_566 2
O3 Zn2 N2 96.56(9) . 2
N2 Zn2 N2 95.00(15) 10_565 2
O3 Zn2 O4 100.17(9) 12_566 .
O3 Zn2 O4 57.10(8) . .
N2 Zn2 O4 94.35(11) 10_565 .
N2 Zn2 O4 153.49(9) 2 .
O3 Zn2 O4 57.10(8) 12_566 12_566
O3 Zn2 O4 100.17(9) . 12_566
N2 Zn2 O4 153.49(9) 10_565 12_566
N2 Zn2 O4 94.35(11) 2 12_566
O4 Zn2 O4 88.15(15) . 12_566
O3 Zn2 C24 126.73(10) 12_566 .
O3 Zn2 C24 28.72(10) . .
N2 Zn2 C24 99.28(10) 10_565 .
N2 Zn2 C24 125.27(10) 2 .
O4 Zn2 C24 28.40(9) . .
O4 Zn2 C24 95.40(9) 12_566 .
O3 Zn2 C24 28.72(10) 12_566 12_566
O3 Zn2 C24 126.73(10) . 12_566
N2 Zn2 C24 125.27(10) 10_565 12_566
N2 Zn2 C24 99.28(10) 2 12_566
O4 Zn2 C24 95.40(9) . 12_566
O4 Zn2 C24 28.40(9) 12_566 12_566
C24 Zn2 C24 113.71(13) . 12_566
C13 O1 Zn1 90.4(2) . .
C13 O2 Zn1 91.1(2) . .
C24 O3 Zn2 102.52(18) . .
C24 O4 Zn2 78.68(19) . .
C1 N1 C5 117.5(2) . .
C1 N1 Zn1 125.6(2) . .
C5 N1 Zn1 116.8(2) . .
C7 N2 C11 117.4(3) . .
C7 N2 Zn2 119.1(2) . 3_554
C11 N2 Zn2 122.9(2) . 3_554
N1 C1 C2 123.3(3) . .
N1 C1 H1A 118.3 . .
C2 C1 H1A 118.3 . .
C1 C2 C3 119.1(3) . .
C1 C2 H2A 120.4 . .
C3 C2 H2A 120.4 . .
C4 C3 C2 117.4(3) . .
C4 C3 C6 121.6(2) . .
C2 C3 C6 121.1(2) . .
C5 C4 C3 119.8(3) . .
C5 C4 H4A 120.1 . .
C3 C4 H4A 120.1 . .
N1 C5 C4 122.7(3) . .
N1 C5 H5A 118.6 . .
C4 C5 H5A 118.6 . .
C3 C6 C12 119.2(2) . 10_665
C3 C6 C12 118.4(2) . .
C12 C6 C12 87.03(19) 10_665 .
C3 C6 H6 110.1 . .
C12 C6 H6 110.1 10_665 .
C12 C6 H6 110.1 . .
N2 C7 C8 123.6(3) . .
N2 C7 H7A 118.2 . .
C8 C7 H7A 118.2 . .
C7 C8 C9 119.3(3) . .
C7 C8 H8A 120.3 . .
C9 C8 H8A 120.3 . .
C10 C9 C8 116.8(3) . .
C10 C9 C12 120.9(3) . .
C8 C9 C12 122.3(3) . .
C9 C10 C11 120.4(3) . .
C9 C10 H10A 119.8 . .
C11 C10 H10A 119.8 . .
N2 C11 C10 122.5(3) . .
N2 C11 H11A 118.7 . .
C10 C11 H11A 118.7 . .
C9 C12 C6 121.6(2) . 10_665
C9 C12 C6 121.2(2) . .
C6 C12 C6 87.6(2) 10_665 .
C9 C12 H12 108.2 . .
C6 C12 H12 108.2 10_665 .
C6 C12 H12 108.2 . .
O1 C13 O2 118.4(3) . .
O1 C13 C14 122.3(3) . .
O2 C13 C14 119.3(3) . .
O1 C13 Zn1 60.32(18) . .
O2 C13 Zn1 58.35(16) . .
C14 C13 Zn1 175.5(3) . .
C15 C14 C23 120.4(3) . .
C15 C14 C13 116.7(3) . .
C23 C14 C13 122.8(3) . .
C14 C15 C16 120.4(3) . .
C14 C15 H15A 119.8 . .
C16 C15 H15A 119.8 . .
C17 C16 C15 121.3(3) . .
C17 C16 H16A 119.4 . .
C15 C16 H16A 119.4 . .
C16 C17 C18 120.1(2) . .
C16 C17 C24 117.2(2) . .
C18 C17 C24 122.7(3) . .
C19 C18 C17 122.6(3) . .
C19 C18 C23 118.6(3) . .
C17 C18 C23 118.7(3) . .
C20 C19 C18 121.2(4) . .
C20 C19 H19A 119.4 . .
C18 C19 H19A 119.4 . .
C19 C20 C21 119.9(4) . .
C19 C20 H20A 120.0 . .
C21 C20 H20A 120.0 . .
C22 C21 C20 120.6(3) . .
C22 C21 H21A 119.7 . .
C20 C21 H21A 119.7 . .
C21 C22 C23 121.4(4) . .
C21 C22 H22A 119.3 . .
C23 C22 H22A 119.3 . .
C22 C23 C18 118.2(3) . .
C22 C23 C14 123.1(3) . .
C18 C23 C14 118.6(2) . .
O4 C24 O3 121.6(3) . .
O4 C24 C17 121.4(3) . .
O3 C24 C17 116.9(3) . .
O4 C24 Zn2 72.92(18) . .
O3 C24 Zn2 48.76(14) . .
C17 C24 Zn2 165.7(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O2 2.121(3) .
Zn1 O2 2.121(3) 12_556
Zn1 N1 2.124(2) .
Zn1 N1 2.124(2) 12_556
Zn1 O1 2.164(3) .
Zn1 O1 2.164(3) 12_556
Zn1 C13 2.491(3) .
Zn1 C13 2.491(3) 12_556
Zn2 O3 1.966(2) 12_566
Zn2 O3 1.966(2) .
Zn2 N2 2.113(2) 10_565
Zn2 N2 2.113(2) 2
Zn2 O4 2.488(3) .
Zn2 O4 2.488(3) 12_566
Zn2 C24 2.553(3) .
Zn2 C24 2.553(3) 12_566
O1 C13 1.219(4) .
O2 C13 1.266(5) .
O3 C24 1.257(4) .
O4 C24 1.238(4) .
N1 C1 1.317(4) .
N1 C5 1.342(4) .
N2 C7 1.325(5) .
N2 C11 1.326(4) .
N2 Zn2 2.113(2) 3_554
C1 C2 1.385(4) .
C1 H1A 0.9300 .
C2 C3 1.385(4) .
C2 H2A 0.9300 .
C3 C4 1.379(4) .
C3 C6 1.503(4) .
C4 C5 1.374(4) .
C4 H4A 0.9300 .
C5 H5A 0.9300 .
C6 C12 1.552(3) 10_665
C6 C12 1.571(3) .
C6 H6 0.9800 .
C7 C8 1.382(5) .
C7 H7A 0.9300 .
C8 C9 1.387(4) .
C8 H8A 0.9300 .
C9 C10 1.372(4) .
C9 C12 1.499(4) .
C10 C11 1.388(4) .
C10 H10A 0.9300 .
C11 H11A 0.9300 .
C12 C6 1.552(3) 10_665
C12 H12 0.9800 .
C13 C14 1.511(4) .
C14 C15 1.361(5) .
C14 C23 1.436(4) .
C15 C16 1.404(4) .
C15 H15A 0.9300 .
C16 C17 1.366(4) .
C16 H16A 0.9300 .
C17 C18 1.428(4) .
C17 C24 1.505(4) .
C18 C19 1.419(5) .
C18 C23 1.429(4) .
C19 C20 1.362(6) .
C19 H19A 0.9300 .
C20 C21 1.412(7) .
C20 H20A 0.9300 .
C21 C22 1.355(6) .
C21 H21A 0.9300 .
C22 C23 1.419(4) .
C22 H22A 0.9300 .
