#------------------------------------------------------------------------------
#$Date: 2019-11-23 12:49:06 +0200 (Sat, 23 Nov 2019) $
#$Revision: 233349 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/58/7235809.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_7235809
loop_
_publ_author_name
'Jurcic, Monika'
'Peveler, William J.'
'Savory, Christopher N.'
'Scanlon, David O.'
'Kenyon, Anthony J.'
'Parkin, Ivan P.'
_publ_section_title
;
 The vapour phase detection of explosive markers and derivatives using two
 fluorescent metal--organic frameworks
;
_journal_issue                   12
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              6351
_journal_paper_doi               10.1039/C4TA05638H
_journal_volume                  3
_journal_year                    2015
_chemical_formula_moiety         'C15 H13 N3 O5 Zn, C3 H7 N O'
_chemical_formula_sum            'C18 H20 N4 O6 Zn'
_chemical_formula_weight         453.75
_chemical_name_systematic        '[Zn(dcbpy)(DMF)]'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2015-01-23
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.19 svn.r3143 for OlexSys, GUI svn.r4992)
;
_audit_update_record
;
2015-01-24 deposited with the CCDC.
2015-02-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.058(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.3725(2)
_cell_length_b                   14.7643(3)
_cell_length_c                   14.7153(3)
_cell_measurement_temperature    150(2)
_cell_volume                     1998.47(7)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      150.00(10)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0590
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14313
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        51.439
_diffrn_reflns_theta_max         51.439
_diffrn_reflns_theta_min         4.282
_exptl_absorpt_coefficient_mu    2.089
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_description       block
_exptl_crystal_F_000             936
_exptl_crystal_preparation
'Solvothermal synthesis, zinc nitrate hexahydrate, 2,2'-bipyridine-4,4'-dicarboxylic acid, DMF'
_exptl_crystal_recrystallization_method 'from reaction mixture'
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.001
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       0.00010(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         2158
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0358
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0488P)²+3.1283P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0875
_refine_ls_wR_factor_ref         0.0950
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1824
_reflns_number_total             2158
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4ta05638h2.cif
_cod_data_source_block           xstr0165
_cod_database_code               7235809
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(C18B)=Sof(H18D)=Sof(H18E)=Sof(H18F)=1-FVAR(1)
 Sof(C18A)=Sof(H18A)=Sof(H18B)=Sof(H18C)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C8(H8), C10(H10), C11(H11), C16(H16)
3.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C14(H14A,H14B,H14C), C17(H17A,H17B,H17C), C18A(H18A,H18B,
 H18C), C18B(H18D,H18E,H18F)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_original_sample_id MJ.3B
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.01743(5) 0.10873(3) 0.22316(3) 0.0189(3) Uani 1 1 d . . . .
O1 O 0.1515(3) 0.13661(18) 0.34495(17) 0.0239(7) Uani 1 1 d . . . .
O2 O 0.2035(3) 0.25974(19) 0.26981(19) 0.0327(7) Uani 1 1 d . . . .
O3 O 0.0818(3) 0.00248(17) 0.74799(18) 0.0247(7) Uani 1 1 d . . . .
O4 O 0.1573(3) 0.02713(18) 0.8993(2) 0.0318(7) Uani 1 1 d . . . .
O5 O 0.1860(3) 0.04976(17) 0.16786(18) 0.0245(7) Uani 1 1 d . . . .
N1 N 0.4376(3) 0.3265(2) 0.5966(2) 0.0187(8) Uani 1 1 d . . . .
N2 N 0.3724(3) 0.2880(2) 0.7589(2) 0.0203(8) Uani 1 1 d . . . .
C1 C 0.2099(4) 0.2139(3) 0.3405(3) 0.0229(10) Uani 1 1 d . . . .
C2 C 0.2939(4) 0.2513(2) 0.4309(3) 0.0209(9) Uani 1 1 d . . . .
C3 C 0.3937(4) 0.3204(3) 0.4316(3) 0.0246(10) Uani 1 1 d . . . .
H3 H 0.4141 0.3432 0.3751 0.030 Uiso 1 1 calc R . . .
C4 C 0.4636(4) 0.3561(3) 0.5153(3) 0.0228(10) Uani 1 1 d . . . .
H4 H 0.5325 0.4033 0.5151 0.027 Uiso 1 1 calc R . . .
C5 C 0.2672(4) 0.2203(3) 0.5153(3) 0.0213(10) Uani 1 1 d . . . .
H5 H 0.1992 0.1729 0.5170 0.026 Uiso 1 1 calc R . . .
C6 C 0.3405(4) 0.2590(2) 0.5972(3) 0.0176(9) Uani 1 1 d . . . .
C7 C 0.3141(4) 0.2320(2) 0.6897(2) 0.0175(9) Uani 1 1 d . . . .
C8 C 0.2377(4) 0.1543(2) 0.7053(3) 0.0200(9) Uani 1 1 d . . . .
H8 H 0.1977 0.1156 0.6553 0.024 Uiso 1 1 calc R . . .
C9 C 0.2206(4) 0.1339(2) 0.7948(3) 0.0204(10) Uani 1 1 d . . . .
C10 C 0.2798(4) 0.1934(3) 0.8656(3) 0.0248(10) Uani 1 1 d . . . .
H10 H 0.2690 0.1821 0.9275 0.030 Uiso 1 1 calc R . . .
C11 C 0.3539(4) 0.2685(3) 0.8450(3) 0.0242(10) Uani 1 1 d . . . .
H11 H 0.3939 0.3085 0.8939 0.029 Uiso 1 1 calc R . . .
C12 C 0.1475(4) 0.0479(3) 0.8177(3) 0.0219(10) Uani 1 1 d . . . .
C13 C 0.3011(6) 0.0896(3) 0.1688(4) 0.0399(13) Uani 1 1 d . . . .
C15 C 0.4125(6) -0.0360(3) 0.1084(4) 0.0624(17) Uani 1 1 d . . . .
H15A H 0.4074 -0.0802 0.1574 0.094 Uiso 1 1 calc GR . A .
H15B H 0.4999 -0.0472 0.0827 0.094 Uiso 1 1 calc GR . A .
H15C H 0.3262 -0.0419 0.0593 0.094 Uiso 1 1 calc GR . A .
C14 C 0.5538(7) 0.1056(4) 0.1550(7) 0.121(4) Uani 1 1 d . . . .
H14A H 0.5350 0.1699 0.1642 0.182 Uiso 1 1 calc GR . B .
H14B H 0.5929 0.0982 0.0982 0.182 Uiso 1 1 calc GR . B .
H14C H 0.6244 0.0829 0.2079 0.182 Uiso 1 1 calc GR . B .
N3 N 0.4185(4) 0.0548(3) 0.1467(3) 0.0482(11) Uani 1 1 d . . C 2
O6 O 0.0578(5) 0.8163(5) 0.4394(3) 0.132(3) Uani 1 1 d . . . .
N4 N 0.2451(8) 0.9097(3) 0.4314(3) 0.0802(19) Uani 1 1 d . . . .
C16 C 0.1526(7) 0.8462(7) 0.4035(4) 0.095(3) Uani 1 1 d . . . .
H16 H 0.1606 0.8190 0.3461 0.114 Uiso 1 1 calc R . . .
C17 C 0.3572(8) 0.9378(5) 0.3780(6) 0.100(3) Uani 1 1 d . . . .
H17A H 0.4533 0.9184 0.4109 0.150 Uiso 1 1 calc GR . . .
H17B H 0.3558 1.0039 0.3714 0.150 Uiso 1 1 calc GR . . .
H17C H 0.3364 0.9097 0.3166 0.150 Uiso 1 1 calc GR . . .
C18A C 0.124(2) 0.9601(9) 0.4873(10) 0.059(7) Uani 0.366(15) 1 d . P D 1
H18A H 0.0980 1.0198 0.4599 0.089 Uiso 0.366(15) 1 calc GR P D 1
H18B H 0.1679 0.9673 0.5529 0.089 Uiso 0.366(15) 1 calc GR P D 1
H18C H 0.0368 0.9225 0.4813 0.089 Uiso 0.366(15) 1 calc GR P D 1
C18B C 0.2887(18) 0.9519(8) 0.5211(7) 0.108(6) Uani 0.634(15) 1 d . P D 2
H18D H 0.2025 0.9633 0.5480 0.161 Uiso 0.634(15) 1 calc GR P D 2
H18E H 0.3379 1.0093 0.5141 0.161 Uiso 0.634(15) 1 calc GR P D 2
H18F H 0.3552 0.9115 0.5619 0.161 Uiso 0.634(15) 1 calc GR P D 2
H13 H 0.316(5) 0.149(3) 0.187(3) 0.043(14) Uiso 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
O1 Zn1 O5 92.41(10) . .
O1 Zn1 N1 138.41(11) . 4_565
O1 Zn1 N2 87.36(11) . 4_565
O3 Zn1 O1 102.53(11) 3_556 .
O3 Zn1 O5 99.14(10) 3_556 .
O3 Zn1 N1 117.87(11) 3_556 4_565
O3 Zn1 N2 100.92(11) 3_556 4_565
O5 Zn1 N2 159.50(11) . 4_565
N1 Zn1 O5 90.66(11) 4_565 .
N1 Zn1 N2 76.25(12) 4_565 4_565
C1 O1 Zn1 109.7(2) . .
C12 O3 Zn1 115.9(2) . 3_556
C13 O5 Zn1 121.5(3) . .
C4 N1 Zn1 123.3(3) . 4_666
C4 N1 C6 119.0(3) . .
C6 N1 Zn1 117.1(2) . 4_666
C7 N2 Zn1 115.5(2) . 4_666
C11 N2 Zn1 125.3(2) . 4_666
C11 N2 C7 118.5(3) . .
O1 C1 C2 116.0(4) . .
O2 C1 O1 125.8(4) . .
O2 C1 C2 118.2(4) . .
C3 C2 C1 120.9(4) . .
C3 C2 C5 118.2(4) . .
C5 C2 C1 120.8(3) . .
C2 C3 C4 119.5(4) . .
N1 C4 C3 122.3(4) . .
C6 C5 C2 119.7(4) . .
N1 C6 C5 121.2(3) . .
N1 C6 C7 115.8(3) . .
C5 C6 C7 122.9(3) . .
N2 C7 C6 114.5(3) . .
N2 C7 C8 121.9(3) . .
C8 C7 C6 123.6(3) . .
C9 C8 C7 119.3(4) . .
C8 C9 C10 118.1(4) . .
C8 C9 C12 122.2(4) . .
C10 C9 C12 119.7(4) . .
C11 C10 C9 119.3(4) . .
N2 C11 C10 122.9(4) . .
O3 C12 C9 115.5(4) . .
O4 C12 O3 126.0(4) . .
O4 C12 C9 118.5(4) . .
O5 C13 N3 126.0(4) . .
C13 N3 C15 119.1(4) . .
C13 N3 C14 122.5(4) . .
C15 N3 C14 118.4(4) . .
C16 N4 C17 122.3(5) . .
C16 N4 C18A 90.2(8) . .
C16 N4 C18B 131.2(8) . .
C17 N4 C18A 137.7(7) . .
C18B N4 C17 105.0(8) . .
O6 C16 N4 129.4(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 2.024(2) .
Zn1 O3 1.973(3) 3_556
Zn1 O5 2.100(3) .
Zn1 N1 2.099(3) 4_565
Zn1 N2 2.173(3) 4_565
O1 C1 1.272(5) .
O2 C1 1.233(5) .
O3 Zn1 1.973(3) 3_556
O3 C12 1.281(5) .
O4 C12 1.225(5) .
O5 C13 1.226(5) .
N1 Zn1 2.099(3) 4_666
N1 C4 1.339(5) .
N1 C6 1.351(5) .
N2 Zn1 2.173(3) 4_666
N2 C7 1.344(5) .
N2 C11 1.343(5) .
C1 C2 1.514(5) .
C2 C3 1.383(5) .
C2 C5 1.391(5) .
C3 C4 1.384(5) .
C5 C6 1.391(5) .
C6 C7 1.483(5) .
C7 C8 1.395(5) .
C8 C9 1.390(5) .
C9 C10 1.394(5) .
C9 C12 1.512(5) .
C10 C11 1.373(5) .
C13 N3 1.310(6) .
C15 N3 1.452(6) .
C14 N3 1.458(6) .
O6 C16 1.202(7) .
N4 C16 1.290(9) .
N4 C17 1.486(9) .
N4 C18A 1.694(16) .
N4 C18B 1.445(11) .
