#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/51/7015195.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_7015195
loop_
_publ_author_name
'Beitat, Alexander'
'Foxon, Simon P.'
'Brombach, Christoph-Cornelius'
'Hausmann, Heike'
'Heinemann, Frank W.'
'Hampel, Frank'
'Monkowius, Uwe'
'Hirtenlehner, Christa'
'Knör, Günther'
'Schindler, Siegfried'
_publ_section_title
;
 Syntheses, emission properties and intramolecular ligand exchange of
 zinc complexes with ligands belonging to the tmpa family.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5090
_journal_page_last               5101
_journal_paper_doi               10.1039/c0dt01339k
_journal_volume                  40
_journal_year                    2011
_chemical_formula_moiety         'C19 H18 F6 N4 O7 S2 Zn'
_chemical_formula_sum            'C19 H18 F6 N4 O7 S2 Zn'
_chemical_formula_weight         657.86
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                100.8780(10)
_cell_angle_beta                 94.965(2)
_cell_angle_gamma                108.3410(10)
_cell_formula_units_Z            2
_cell_length_a                   9.49410(10)
_cell_length_b                   10.8919(2)
_cell_length_c                   12.8792(2)
_cell_measurement_reflns_used    154
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      20.00
_cell_measurement_theta_min      6.00
_cell_volume                     1226.14(3)
_computing_cell_refinement       'EVALCCD (Bruker-Nonius, 2001)'
_computing_data_collection       'COLLECT (Bruker-Nonius, 2001)'
_computing_data_reduction        'EVALCCD (Bruker-Nonius, 2001)'
_computing_molecular_graphics    'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_publication_material  'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_structure_refinement  'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_structure_solution    'SHELXTL 6.12 (Bruker AXS, 2002)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method
;
φ- and ω-rotations with 2.0° and 20 sec per frame
;
_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  0.0574
_diffrn_reflns_av_sigmaI/netI    0.0404
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            33004
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         3.42
_exptl_absorpt_coefficient_mu    1.267
_exptl_absorpt_correction_T_max  0.808
_exptl_absorpt_correction_T_min  0.650
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.782
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         7118
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0323
_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)+(0.0471P)²+0.3075P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0856
_refine_ls_wR_factor_ref         0.0910
_reflns_number_gt                5824
_reflns_number_total             7118
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0dt01339k.txt
_cod_data_source_block           sf0201
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7015195
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.43019(2) 0.69134(2) 0.251067(16) 0.00972(6) Uani 1 1 d . . .
O1 O 0.60723(16) 0.67797(15) 0.17349(11) 0.0139(3) Uani 1 1 d . . .
H1A H 0.606(3) 0.636(2) 0.116(2) 0.017 Uiso 1 1 d . . .
H1B H 0.647(3) 0.746(3) 0.170(2) 0.017 Uiso 1 1 d . . .
N10 N 0.27648(17) 0.76728(15) 0.35762(12) 0.0097(3) Uani 1 1 d . . .
C11 C 0.1343(2) 0.66050(17) 0.32895(14) 0.0101(3) Uani 1 1 d . . .
C12 C 0.0259(2) 0.65503(19) 0.24611(16) 0.0139(4) Uani 1 1 d . . .
H12 H 0.037(3) 0.720(2) 0.2131(19) 0.017 Uiso 1 1 d . . .
C13 C -0.1038(2) 0.5446(2) 0.21860(17) 0.0164(4) Uani 1 1 d . . .
H13 H -0.171(3) 0.544(2) 0.166(2) 0.020 Uiso 1 1 d . . .
C14 C -0.1226(2) 0.4451(2) 0.27435(17) 0.0176(4) Uani 1 1 d . . .
H14 H -0.199(3) 0.374(3) 0.258(2) 0.021 Uiso 1 1 d . . .
C15 C -0.0104(2) 0.4599(2) 0.35545(17) 0.0175(4) Uani 1 1 d . . .
H15 H -0.012(3) 0.393(2) 0.394(2) 0.021 Uiso 1 1 d . . .
N16 N 0.11784(18) 0.56560(16) 0.38349(13) 0.0136(3) Uani 1 1 d . . .
C20 C 0.2783(2) 0.89030(18) 0.32387(15) 0.0119(3) Uani 1 1 d . . .
H20A H 0.366(3) 0.964(2) 0.3668(19) 0.014 Uiso 1 1 d . . .
H20B H 0.191(3) 0.917(2) 0.3361(19) 0.014 Uiso 1 1 d . . .
C21 C 0.29406(19) 0.88408(17) 0.20689(15) 0.0108(3) Uani 1 1 d . . .
C22 C 0.2567(2) 0.97259(19) 0.15461(16) 0.0153(4) Uani 1 1 d . . .
H22 H 0.218(3) 1.031(2) 0.193(2) 0.018 Uiso 1 1 d . . .
C23 C 0.2763(2) 0.9668(2) 0.04863(17) 0.0174(4) Uani 1 1 d . . .
H23 H 0.253(3) 1.022(2) 0.010(2) 0.021 Uiso 1 1 d . . .
C24 C 0.3308(2) 0.8710(2) -0.00350(16) 0.0161(4) Uani 1 1 d . . .
H24 H 0.348(3) 0.865(2) -0.075(2) 0.019 Uiso 1 1 d . . .
C25 C 0.3674(2) 0.78694(19) 0.05361(15) 0.0139(4) Uani 1 1 d . . .
H25 H 0.413(3) 0.730(2) 0.0238(19) 0.017 Uiso 1 1 d . . .
N26 N 0.35022(17) 0.79338(15) 0.15771(12) 0.0109(3) Uani 1 1 d . . .
C30 C 0.3484(2) 0.79025(19) 0.46962(15) 0.0123(3) Uani 1 1 d . . .
H30A H 0.399(3) 0.891(2) 0.4960(19) 0.015 Uiso 1 1 d . . .
H30B H 0.282(3) 0.761(2) 0.5111(19) 0.015 Uiso 1 1 d . . .
C31 C 0.4672(2) 0.72679(17) 0.48299(14) 0.0106(3) Uani 1 1 d . . .
C32 C 0.5280(2) 0.72603(19) 0.58533(15) 0.0146(4) Uani 1 1 d . . .
H32 H 0.494(3) 0.759(2) 0.641(2) 0.018 Uiso 1 1 d . . .
C33 C 0.6398(2) 0.6708(2) 0.59650(17) 0.0188(4) Uani 1 1 d . . .
H33 H 0.689(3) 0.670(2) 0.663(2) 0.023 Uiso 1 1 d . . .
C34 C 0.6891(2) 0.6175(2) 0.50579(17) 0.0186(4) Uani 1 1 d . . .
H34 H 0.766(3) 0.584(2) 0.510(2) 0.022 Uiso 1 1 d . . .
C35 C 0.6243(2) 0.62155(19) 0.40682(16) 0.0148(4) Uani 1 1 d . . .
H35 H 0.650(3) 0.588(2) 0.340(2) 0.018 Uiso 1 1 d . . .
N36 N 0.51567(17) 0.67570(15) 0.39552(12) 0.0103(3) Uani 1 1 d . . .
S1 S 0.72204(5) 1.01024(4) 0.27854(3) 0.01059(9) Uani 1 1 d . . .
O11 O 0.61718(15) 0.92934(13) 0.33503(11) 0.0158(3) Uani 1 1 d . . .
O12 O 0.73765(16) 0.93792(13) 0.17590(11) 0.0175(3) Uani 1 1 d . . .
O13 O 0.71032(17) 1.13917(13) 0.27986(11) 0.0189(3) Uani 1 1 d . . .
C1 C 0.9040(2) 1.0456(2) 0.35913(17) 0.0215(4) Uani 1 1 d . . .
F11 F 1.01603(14) 1.11571(16) 0.31612(13) 0.0389(4) Uani 1 1 d . . .
F12 F 0.91156(15) 1.11465(16) 0.45833(11) 0.0353(4) Uani 1 1 d . . .
F13 F 0.92679(17) 0.93269(16) 0.36649(13) 0.0385(4) Uani 1 1 d . . .
S2 S 0.30079(5) 0.39967(4) 0.10011(4) 0.01190(10) Uani 1 1 d . . .
O21 O 0.29609(15) 0.49410(13) 0.19618(11) 0.0153(3) Uani 1 1 d . . .
O22 O 0.37670(18) 0.30960(15) 0.11960(13) 0.0261(3) Uani 1 1 d . . .
O23 O 0.33757(15) 0.46149(14) 0.01114(11) 0.0169(3) Uani 1 1 d . . .
C2 C 0.1036(2) 0.2957(2) 0.05879(16) 0.0191(4) Uani 1 1 d . . .
F21 F 0.09122(14) 0.20372(13) -0.02995(11) 0.0297(3) Uani 1 1 d . . .
F22 F 0.01922(14) 0.36680(14) 0.03720(11) 0.0294(3) Uani 1 1 d . . .
F23 F 0.05133(16) 0.23372(14) 0.13392(12) 0.0352(3) 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 0.0033 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
_geom_angle_publ_flag
N36 Zn1 N26 150.73(6) . . ?
N36 Zn1 O1 97.23(6) . . ?
N26 Zn1 O1 97.88(6) . . ?
N36 Zn1 O21 97.07(6) . . ?
N26 Zn1 O21 105.95(6) . . ?
O1 Zn1 O21 96.40(6) . . ?
N36 Zn1 N10 79.80(6) . . ?
N26 Zn1 N10 78.71(6) . . ?
O1 Zn1 N10 163.79(6) . . ?
O21 Zn1 N10 99.78(5) . . ?
N36 Zn1 O11 76.73(5) . . ?
N26 Zn1 O11 80.76(5) . . ?
O1 Zn1 O11 81.93(5) . . ?
O21 Zn1 O11 173.26(5) . . ?
N10 Zn1 O11 81.88(5) . . ?
Zn1 O1 H1A 129.2(18) . . ?
Zn1 O1 H1B 104.1(19) . . ?
H1A O1 H1B 103(3) . . ?
C11 N10 C20 114.92(14) . . ?
C11 N10 C30 113.90(14) . . ?
C20 N10 C30 113.94(14) . . ?
C11 N10 Zn1 103.70(10) . . ?
C20 N10 Zn1 102.80(10) . . ?
C30 N10 Zn1 105.86(11) . . ?
N16 C11 C12 123.12(17) . . ?
N16 C11 N10 115.17(16) . . ?
C12 C11 N10 121.64(16) . . ?
C13 C12 C11 118.18(18) . . ?
C13 C12 H12 120.2(16) . . ?
C11 C12 H12 121.6(16) . . ?
C14 C13 C12 119.44(19) . . ?
C14 C13 H13 124.1(16) . . ?
C12 C13 H13 116.5(16) . . ?
C15 C14 C13 118.19(18) . . ?
C15 C14 H14 119.4(17) . . ?
C13 C14 H14 122.3(17) . . ?
N16 C15 C14 123.79(18) . . ?
N16 C15 H15 113.2(15) . . ?
C14 C15 H15 122.9(15) . . ?
C11 N16 C15 117.28(17) . . ?
N10 C20 C21 113.28(15) . . ?
N10 C20 H20A 107.9(14) . . ?
C21 C20 H20A 107.4(14) . . ?
N10 C20 H20B 114.7(13) . . ?
C21 C20 H20B 107.2(14) . . ?
H20A C20 H20B 105.8(19) . . ?
N26 C21 C22 121.80(17) . . ?
N26 C21 C20 117.60(16) . . ?
C22 C21 C20 120.56(17) . . ?
C23 C22 C21 119.18(18) . . ?
C23 C22 H22 123.6(15) . . ?
C21 C22 H22 117.2(15) . . ?
C22 C23 C24 119.29(18) . . ?
C22 C23 H23 123.1(16) . . ?
C24 C23 H23 117.6(16) . . ?
C25 C24 C23 118.56(18) . . ?
C25 C24 H24 119.1(15) . . ?
C23 C24 H24 122.2(15) . . ?
N26 C25 C24 122.33(18) . . ?
N26 C25 H25 117.1(15) . . ?
C24 C25 H25 120.3(15) . . ?
C21 N26 C25 118.82(16) . . ?
C21 N26 Zn1 116.94(12) . . ?
C25 N26 Zn1 123.72(13) . . ?
N10 C30 C31 114.67(15) . . ?
N10 C30 H30A 106.3(13) . . ?
C31 C30 H30A 107.7(13) . . ?
N10 C30 H30B 111.9(15) . . ?
C31 C30 H30B 106.8(15) . . ?
H30A C30 H30B 109(2) . . ?
N36 C31 C32 121.22(17) . . ?
N36 C31 C30 118.93(16) . . ?
C32 C31 C30 119.81(16) . . ?
C33 C32 C31 119.16(18) . . ?
C33 C32 H32 121.1(16) . . ?
C31 C32 H32 119.7(16) . . ?
C32 C33 C34 119.40(19) . . ?
C32 C33 H33 123.5(15) . . ?
C34 C33 H33 117.0(15) . . ?
C35 C34 C33 118.54(19) . . ?
C35 C34 H34 119.4(16) . . ?
C33 C34 H34 122.0(16) . . ?
N36 C35 C34 122.30(18) . . ?
N36 C35 H35 113.0(15) . . ?
C34 C35 H35 124.7(15) . . ?
C31 N36 C35 119.38(16) . . ?
C31 N36 Zn1 118.48(12) . . ?
C35 N36 Zn1 122.06(13) . . ?
O13 S1 O12 115.46(8) . . ?
O13 S1 O11 115.06(8) . . ?
O12 S1 O11 113.95(8) . . ?
O13 S1 C1 104.37(10) . . ?
O12 S1 C1 102.54(9) . . ?
O11 S1 C1 103.17(9) . . ?
S1 O11 Zn1 124.79(8) . . ?
F11 C1 F13 107.79(17) . . ?
F11 C1 F12 107.83(18) . . ?
F13 C1 F12 108.07(18) . . ?
F11 C1 S1 111.51(16) . . ?
F13 C1 S1 110.24(15) . . ?
F12 C1 S1 111.25(14) . . ?
O22 S2 O23 116.35(9) . . ?
O22 S2 O21 114.59(9) . . ?
O23 S2 O21 112.73(8) . . ?
O22 S2 C2 104.71(10) . . ?
O23 S2 C2 103.81(9) . . ?
O21 S2 C2 102.58(9) . . ?
S2 O21 Zn1 128.11(8) . . ?
F22 C2 F23 108.80(17) . . ?
F22 C2 F21 108.26(17) . . ?
F23 C2 F21 108.17(17) . . ?
F22 C2 S2 111.32(14) . . ?
F23 C2 S2 111.23(15) . . ?
F21 C2 S2 108.96(13) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N36 2.0234(15) . ?
Zn1 N26 2.0334(16) . ?
Zn1 O1 2.0578(14) . ?
Zn1 O21 2.0702(13) . ?
Zn1 N10 2.3185(15) . ?
Zn1 O11 2.5989(14) . ?
O1 H1A 0.79(3) . ?
O1 H1B 0.73(3) . ?
N10 C11 1.440(2) . ?
N10 C20 1.480(2) . ?
N10 C30 1.481(2) . ?
C11 N16 1.333(2) . ?
C11 C12 1.396(3) . ?
C12 C13 1.386(3) . ?
C12 H12 0.88(2) . ?
C13 C14 1.385(3) . ?
C13 H13 0.88(3) . ?
C14 C15 1.374(3) . ?
C14 H14 0.85(3) . ?
C15 N16 1.350(2) . ?
C15 H15 0.95(2) . ?
C20 C21 1.518(3) . ?
C20 H20A 0.99(2) . ?
C20 H20B 0.97(2) . ?
C21 N26 1.347(2) . ?
C21 C22 1.388(3) . ?
C22 C23 1.386(3) . ?
C22 H22 0.92(2) . ?
C23 C24 1.394(3) . ?
C23 H23 0.91(3) . ?
C24 C25 1.382(3) . ?
C24 H24 0.94(3) . ?
C25 N26 1.356(2) . ?
C25 H25 0.91(2) . ?
C30 C31 1.511(3) . ?
C30 H30A 1.02(2) . ?
C30 H30B 0.88(2) . ?
C31 N36 1.344(2) . ?
C31 C32 1.395(3) . ?
C32 C33 1.385(3) . ?
C32 H32 0.87(2) . ?
C33 C34 1.389(3) . ?
C33 H33 0.94(3) . ?
C34 C35 1.381(3) . ?
C34 H34 0.92(3) . ?
C35 N36 1.350(2) . ?
C35 H35 0.95(2) . ?
S1 O13 1.4403(14) . ?
S1 O12 1.4506(14) . ?
S1 O11 1.4533(14) . ?
S1 C1 1.825(2) . ?
C1 F11 1.331(3) . ?
C1 F13 1.333(3) . ?
C1 F12 1.338(2) . ?
S2 O22 1.4323(15) . ?
S2 O23 1.4495(14) . ?
S2 O21 1.4659(13) . ?
S2 C2 1.826(2) . ?
C2 F22 1.323(3) . ?
C2 F23 1.326(2) . ?
C2 F21 1.340(2) . ?
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
O1 H1A O23 0.79(3) 1.99(3) 2.7549(19) 164(2) 2_665
O1 H1B O12 0.73(3) 1.98(3) 2.703(2) 172(3) .
