#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:20:05 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180422 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/91/7209193.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_7209193
loop_
_publ_author_name
'Uebler, Jacob W.'
'Wilson, Julie A.'
'LaDuca, Robert L.'
_publ_section_title
;
 Donor disposition and aliphatic conformation effects on structure in
 luminescent zinc dicarboxylate coordination polymers with isomeric
 dipyridylamide coligands
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              1586
_journal_paper_doi               10.1039/c2ce26929e
_journal_volume                  15
_journal_year                    2013
_chemical_formula_sum            'C15 H11 N3 O5 Zn'
_chemical_formula_weight         378.66
_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
_audit_update_record
;
2012-08-02 # Formatted by publCIF
;
_cell_angle_alpha                90.00
_cell_angle_beta                 125.036(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.596(2)
_cell_length_b                   14.050(2)
_cell_length_c                   19.495(3)
_cell_measurement_temperature    173(2)
_cell_volume                     3049.2(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_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  0.0875
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            31772
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.41
_diffrn_reflns_theta_min         2.10
_exptl_absorpt_coefficient_mu    1.643
_exptl_absorpt_correction_T_max  0.7744
_exptl_absorpt_correction_T_min  0.7273
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   twinabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.473
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         5124
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0372
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0420P)²+6.4774P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0900
_refine_ls_wR_factor_ref         0.0937
_reflns_number_gt                4400
_reflns_number_total             5124
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce26929e.txt
_cod_data_source_block           twin5
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7209193
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.47923(3) 0.11765(3) 0.44454(2) 0.01584(10) Uani 1 1 d . . .
O1 O 0.39726(19) 0.18957(15) 0.33721(12) 0.0298(5) Uani 1 1 d . . .
O2 O 0.3755(2) 0.32901(17) 0.38016(13) 0.0393(6) Uani 1 1 d . . .
O3 O 0.09035(18) 0.34767(15) 0.06596(12) 0.0274(5) Uani 1 1 d . . .
O4 O 0.07020(19) 0.48786(14) 0.11071(14) 0.0333(5) Uani 1 1 d . . .
O5 O -0.123(2) 0.0667(14) 0.3223(16) 0.031(2) Uani 0.717(4) 1 d P A 1
O5A O -0.113(6) 0.083(4) 0.327(4) 0.031(2) Uani 0.283(4) 1 d P A 2
N1 N 0.3239(2) 0.1204(2) 0.44681(16) 0.0269(6) Uani 1 1 d . A .
N2 N -0.3630(2) 0.10864(18) 0.44269(17) 0.0215(5) Uani 1 1 d . . .
N3 N 0.0240(3) 0.1153(3) 0.4568(2) 0.0235(7) Uani 0.717(4) 1 d P A 1
H3 H 0.0410 0.1305 0.5063 0.028 Uiso 0.717(4) 1 calc PR A 1
N3A N -0.0441(9) 0.1132(7) 0.4560(6) 0.0235(7) Uani 0.283(4) 1 d P A 2
H3A H 0.0131 0.1303 0.5075 0.028 Uiso 0.283(4) 1 calc PR A 2
C1 C 0.3526(3) 0.2715(2) 0.32526(18) 0.0240(7) Uani 1 1 d . . .
C2 C 0.2627(3) 0.2983(2) 0.23503(17) 0.0232(6) Uani 1 1 d . . .
H2 H 0.2455 0.2532 0.1932 0.028 Uiso 1 1 calc R . .
C3 C 0.2073(3) 0.3797(2) 0.21110(17) 0.0254(6) Uani 1 1 d . . .
H3 H 0.2263 0.4249 0.2533 0.031 Uiso 1 1 calc R . .
C4 C 0.1166(3) 0.4071(2) 0.12279(18) 0.0232(7) Uani 1 1 d . . .
C5 C 0.2172(3) 0.1028(3) 0.3763(2) 0.0468(10) Uani 1 1 d . . .
H5 H 0.2123 0.0925 0.3262 0.056 Uiso 1 1 calc R . .
C6 C 0.1131(3) 0.0991(3) 0.3733(3) 0.0578(13) Uani 1 1 d . A .
H6 H 0.0383 0.0863 0.3218 0.069 Uiso 1 1 calc R . .
C7 C 0.1180(4) 0.1139(3) 0.4447(3) 0.0428(10) Uani 1 1 d . . .
C8 C 0.2264(4) 0.1317(3) 0.5159(3) 0.0428(10) Uani 1 1 d . A .
H8 H 0.2336 0.1421 0.5667 0.051 Uiso 1 1 calc R . .
C9 C 0.3255(3) 0.1350(2) 0.5150(2) 0.0301(8) Uani 1 1 d . . .
H9 H 0.4006 0.1484 0.5661 0.036 Uiso 1 1 calc R A .
C10 C -0.3816(3) 0.0880(2) 0.3690(2) 0.0331(8) Uani 1 1 d . . .
H10 H -0.4619 0.0756 0.3229 0.040 Uiso 1 1 calc R . .
C11 C -0.2504(3) 0.1246(2) 0.5061(2) 0.0348(8) Uani 1 1 d . . .
H11 H -0.2330 0.1389 0.5597 0.042 Uiso 1 1 calc R . .
C12 C -0.2938(3) 0.0835(2) 0.3550(3) 0.0405(9) Uani 1 1 d . A .
H12 H -0.3132 0.0687 0.3010 0.049 Uiso 1 1 calc R . .
C13 C -0.1560(3) 0.1208(3) 0.4961(3) 0.0495(11) Uani 1 1 d . A .
H13 H -0.0758 0.1324 0.5427 0.059 Uiso 1 1 calc R . .
C14 C -0.1789(4) 0.1005(2) 0.4198(3) 0.0398(10) Uani 1 1 d . . .
C15 C -0.0922(4) 0.0935(3) 0.3932(3) 0.0196(9) Uani 0.717(4) 1 d P A 1
C15A C -0.0306(11) 0.0936(8) 0.3957(7) 0.0196(9) Uani 0.283(4) 1 d P A 2
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
O1 Zn1 O3 134.87(9) . 8_556
O1 Zn1 O4 94.78(9) . 4_545
O3 Zn1 O4 129.91(9) 8_556 4_545
O1 Zn1 N1 92.81(10) . .
O3 Zn1 N1 93.15(9) 8_556 .
O4 Zn1 N1 89.84(10) 4_545 .
O1 Zn1 N2 88.53(9) . 1_655
O3 Zn1 N2 87.23(9) 8_556 1_655
O4 Zn1 N2 88.17(10) 4_545 1_655
N1 Zn1 N2 177.68(12) . 1_655
C1 O1 Zn1 125.30(19) . .
C4 O3 Zn1 121.09(18) . 8_455
C4 O4 Zn1 153.2(2) . 4
C5 N1 C9 116.4(3) . .
C5 N1 Zn1 118.6(2) . .
C9 N1 Zn1 124.9(2) . .
C11 N2 C10 116.4(3) . .
C11 N2 Zn1 126.8(2) . 1_455
C10 N2 Zn1 116.8(2) . 1_455
C15 N3 C7 121.5(4) . .
C15 N3 H3 119.2 . .
C7 N3 H3 119.2 . .
C15A N3A C14 107.7(9) . .
C15A N3A H3A 126.2 . .
C14 N3A H3A 126.2 . .
O2 C1 O1 125.8(3) . .
O2 C1 C2 118.9(3) . .
O1 C1 C2 115.3(3) . .
C3 C2 C1 123.7(3) . .
C3 C2 H2 118.2 . .
C1 C2 H2 118.2 . .
C2 C3 C4 124.8(3) . .
C2 C3 H3 117.6 . .
C4 C3 H3 117.6 . .
O4 C4 O3 125.1(3) . .
O4 C4 C3 116.6(3) . .
O3 C4 C3 118.3(2) . .
N1 C5 C6 122.2(4) . .
N1 C5 H5 118.9 . .
C6 C5 H5 118.9 . .
C7 C6 C5 119.9(4) . .
C7 C6 H6 120.0 . .
C5 C6 H6 120.0 . .
C8 C7 C6 117.5(3) . .
C8 C7 N3 112.4(4) . .
C6 C7 N3 130.1(4) . .
C8 C7 C15A 149.3(5) . .
C6 C7 C15A 93.1(5) . .
N3 C7 C15A 37.1(4) . .
C7 C8 C9 120.0(4) . .
C7 C8 H8 120.0 . .
C9 C8 H8 120.0 . .
N1 C9 C8 124.0(4) . .
N1 C9 H9 118.0 . .
C8 C9 H9 118.0 . .
N2 C10 C12 125.0(4) . .
N2 C10 H10 117.5 . .
C12 C10 H10 117.5 . .
N2 C11 C13 121.5(4) . .
N2 C11 H11 119.2 . .
C13 C11 H11 119.2 . .
C14 C12 C10 118.5(4) . .
C14 C12 H12 120.8 . .
C10 C12 H12 120.8 . .
C14 C13 C11 120.3(4) . .
C14 C13 H13 119.9 . .
C11 C13 H13 119.9 . .
C12 C14 C13 118.4(3) . .
C12 C14 C15 111.7(4) . .
C13 C14 C15 129.9(4) . .
C12 C14 N3A 151.1(5) . .
C13 C14 N3A 90.5(5) . .
C15 C14 N3A 39.4(4) . .
O5 C15 N3 123.5(12) . .
O5 C15 C14 123.6(11) . .
N3 C15 C14 112.8(4) . .
O5A C15A N3A 122(4) . .
O5A C15A C7 136(4) . .
N3A C15A C7 101.2(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.9909(19) .
Zn1 O3 2.0044(19) 8_556
Zn1 O4 2.026(2) 4_545
Zn1 N1 2.138(3) .
Zn1 N2 2.170(2) 1_655
O1 C1 1.259(4) .
O2 C1 1.230(4) .
O3 C4 1.264(3) .
O3 Zn1 2.0043(19) 8_455
O4 C4 1.253(3) .
O4 Zn1 2.026(2) 4
O5 C15 1.25(2) .
O5A C15A 1.16(6) .
N1 C5 1.329(4) .
N1 C9 1.332(4) .
N2 C11 1.322(4) .
N2 C10 1.340(4) .
N2 Zn1 2.170(2) 1_455
N3 C15 1.370(6) .
N3 C7 1.428(5) .
N3 H3 0.8800 .
N3A C15A 1.319(16) .
N3A C14 1.550(10) .
N3A H3A 0.8800 .
C1 C2 1.504(4) .
C2 C3 1.300(4) .
C2 H2 0.9500 .
C3 C4 1.482(4) .
C3 H3 0.9500 .
C5 C6 1.385(5) .
C5 H5 0.9500 .
C6 C7 1.371(6) .
C6 H6 0.9500 .
C7 C8 1.346(6) .
C7 C15A 1.692(13) .
C8 C9 1.359(4) .
C8 H8 0.9500 .
C9 H9 0.9500 .
C10 C12 1.370(4) .
C10 H10 0.9500 .
C11 C13 1.406(5) .
C11 H11 0.9500 .
C12 C14 1.352(5) .
C12 H12 0.9500 .
C13 C14 1.362(6) .
C13 H13 0.9500 .
C14 C15 1.541(6) .
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
N3 H3 O2 0.88 1.90 2.755(4) 162.4 7_556
N3A H3A O2 0.88 1.90 2.777(10) 174.4 7_556
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
O3 Zn1 O1 C1 -38.1(3) 8_556
O4 Zn1 O1 C1 149.2(2) 4_545
N1 Zn1 O1 C1 59.1(3) .
N2 Zn1 O1 C1 -122.8(3) 1_655
O1 Zn1 N1 C5 43.4(3) .
O3 Zn1 N1 C5 178.7(3) 8_556
O4 Zn1 N1 C5 -51.4(3) 4_545
N2 Zn1 N1 C5 -82(3) 1_655
O1 Zn1 N1 C9 -139.3(3) .
O3 Zn1 N1 C9 -4.1(3) 8_556
O4 Zn1 N1 C9 125.9(3) 4_545
N2 Zn1 N1 C9 95(3) 1_655
Zn1 O1 C1 O2 18.2(4) .
Zn1 O1 C1 C2 -161.17(19) .
O2 C1 C2 C3 0.2(5) .
O1 C1 C2 C3 179.6(3) .
C1 C2 C3 C4 -178.7(3) .
Zn1 O4 C4 O3 -52.5(6) 4
Zn1 O4 C4 C3 128.9(4) 4
Zn1 O3 C4 O4 6.6(4) 8_455
Zn1 O3 C4 C3 -174.8(2) 8_455
C2 C3 C4 O4 178.8(3) .
C2 C3 C4 O3 0.1(5) .
C9 N1 C5 C6 -0.4(6) .
Zn1 N1 C5 C6 177.1(3) .
N1 C5 C6 C7 0.1(7) .
C5 C6 C7 C8 0.0(6) .
C5 C6 C7 N3 178.7(4) .
C5 C6 C7 C15A -177.3(5) .
C15 N3 C7 C8 -176.3(4) .
C15 N3 C7 C6 5.0(7) .
C15 N3 C7 C15A -1.6(7) .
C6 C7 C8 C9 0.3(6) .
N3 C7 C8 C9 -178.7(3) .
C15A C7 C8 C9 175.1(8) .
C5 N1 C9 C8 0.7(5) .
Zn1 N1 C9 C8 -176.6(3) .
C7 C8 C9 N1 -0.7(6) .
C11 N2 C10 C12 -0.8(5) .
Zn1 N2 C10 C12 177.0(3) 1_455
C10 N2 C11 C13 0.6(5) .
Zn1 N2 C11 C13 -177.0(3) 1_455
N2 C10 C12 C14 0.3(5) .
N2 C11 C13 C14 0.1(6) .
C10 C12 C14 C13 0.4(5) .
C10 C12 C14 C15 -179.5(3) .
C10 C12 C14 N3A -176.2(9) .
C11 C13 C14 C12 -0.6(6) .
C11 C13 C14 C15 179.3(3) .
C11 C13 C14 N3A 177.8(5) .
C15A N3A C14 C12 -5.6(15) .
C15A N3A C14 C13 177.3(8) .
C15A N3A C14 C15 -0.8(6) .
C7 N3 C15 O5 3.6(14) .
C7 N3 C15 C14 -179.4(4) .
C12 C14 C15 O5 -6.2(14) .
C13 C14 C15 O5 174.0(13) .
N3A C14 C15 O5 176.3(15) .
C12 C14 C15 N3 176.9(4) .
C13 C14 C15 N3 -3.0(6) .
N3A C14 C15 N3 -0.6(7) .
C14 N3A C15A O5A 10(4) .
C14 N3A C15A C7 178.5(6) .
C8 C7 C15A O5A 176(4) .
C6 C7 C15A O5A -9(5) .
N3 C7 C15A O5A 166(5) .
C8 C7 C15A N3A 9.6(14) .
C6 C7 C15A N3A -175.0(7) .
N3 C7 C15A N3A 0.0(6) .
