# Electronic Supplementary Material (ESI) for New Journal of Chemistry
# This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2012


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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
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data_k1725
_database_code_depnum_ccdc_archive 'CCDC 859559'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
'[(2,2'bipyridine)di(9-fluoro-5-methyl-1-oxo-1,5,6,7-tetrahydropyrido[3,
2,1-ij]quinoline-2-carboxylato-\k^2^O,O)zinc(II)] dihydrate'
;
_chemical_name_common            
;
'[(2,2'bipyridine)di(flumequinato-\k^2^O,O)zinc(II)] dihydrate'
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H30 F2 N4 O6 Zn, 2(H2 O)'
_chemical_formula_sum            'C38 H34 F2 N4 O8 Zn'
_chemical_formula_weight         778.06
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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a                   9.1543(3)
_cell_length_b                   9.4031(3)
_cell_length_c                   20.9383(7)
_cell_angle_alpha                77.882(2)
_cell_angle_beta                 79.291(2)
_cell_angle_gamma                83.454(2)
_cell_volume                     1726.21(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6690
_cell_measurement_theta_min      0.41
_cell_measurement_theta_max      27.48
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             804
_exptl_absorpt_coefficient_mu    0.783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9050
_exptl_absorpt_correction_T_max  0.9400
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
Nonius KappaCCD area-detector diffractometer
;
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13805
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_sigmaI/netI    0.0793
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.46
_diffrn_reflns_theta_max         27.45
_reflns_number_total             7780
_reflns_number_gt                5175
_reflns_threshold_expression     >2\s(I)
_computing_data_collection       'Collect (Nonius, 2000)'
_computing_cell_refinement       'DENZO-SMN (Otwinovski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinovski & Minor, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR
and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors
based
on F^2^ are statistically about twice as large as those based on F, and
R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0242P)^2^+1.5199P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7780
_refine_ls_number_parameters     542
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1000
_refine_ls_R_factor_gt           0.0526
_refine_ls_wR_factor_ref         0.1063
_refine_ls_wR_factor_gt          0.0910
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
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 0.49021(4) 0.22669(4) 0.268866(16) 0.03269(11) Uani 1 1 d . . .
O3 O 0.8392(3) -0.0444(3) 0.34130(11) 0.0490(6) Uani 1 1 d . . .
O4 O 0.6407(3) 0.6342(2) 0.25771(10) 0.0436(6) Uani 1 1 d . . .
O5 O 0.5724(2) 0.4098(2) 0.27937(9) 0.0413(5) Uani 1 1 d . . .
O6 O 0.4176(2) 0.1855(2) 0.37251(9) 0.0350(5) Uani 1 1 d . . .
O7 O 0.5771(2) 0.2857(2) 0.16677(9) 0.0378(5) Uani 1 1 d . . .
O2 O 0.6654(2) 0.0805(2) 0.28601(10) 0.0404(5) Uani 1 1 d . . .
N9 N 0.2661(3) 0.3309(3) 0.26782(11) 0.0359(6) Uani 1 1 d . . .
N10 N 0.7560(3) 0.6626(3) 0.06085(12) 0.0450(7) Uani 1 1 d . A .
F12 F 0.6401(3) 0.2508(3) -0.06971(10) 0.0943(9) Uani 1 1 d . A .
N13 N 0.3716(3) 0.0718(2) 0.24169(11) 0.0307(5) Uani 1 1 d . . .
F11 F 0.1603(3) 0.4259(3) 0.55793(11) 0.0931(9) Uani 1 1 d . . .
N8 N 0.7195(3) 0.1615(4) 0.49693(13) 0.0533(8) Uani 1 1 d . C .
C16 C 0.6671(4) 0.4292(3) 0.06420(14) 0.0381(7) Uani 1 1 d . . .
C17 C 0.3325(4) 0.3042(4) 0.48581(15) 0.0483(9) Uani 1 1 d . . .
H17 H 0.2604 0.3103 0.4578 0.058 Uiso 1 1 calc R . .
C18 C 0.4346(4) -0.0519(3) 0.22354(14) 0.0362(7) Uani 1 1 d . . .
H18 H 0.5377 -0.0763 0.2249 0.043 Uiso 1 1 calc R . .
C19 C 0.4749(4) 0.2363(3) 0.47019(13) 0.0360(7) Uani 1 1 d . . .
C20 C 0.1386(4) 0.0146(3) 0.22140(15) 0.0386(7) Uani 1 1 d . . .
H20 H 0.0351 0.0395 0.2215 0.046 Uiso 1 1 calc R . .
C21 C 0.2253(3) 0.1053(3) 0.24087(13) 0.0321(7) Uani 1 1 d . . .
C22 C 0.6296(3) 0.4042(3) 0.13654(13) 0.0307(6) Uani 1 1 d . . .
C23 C 0.7160(4) 0.6426(3) 0.12650(14) 0.0377(7) Uani 1 1 d . . .
H23 H 0.7310 0.7188 0.1475 0.045 Uiso 1 1 calc R . .
C24 C 0.1635(3) 0.2453(3) 0.26147(14) 0.0333(7) Uani 1 1 d . . .
C25 C 0.5795(4) 0.2307(4) 0.51226(14) 0.0413(8) Uani 1 1 d . . .
C26 C 0.6203(3) 0.5205(3) 0.23963(14) 0.0302(6) Uani 1 1 d . . .
C27 C 0.2177(4) 0.4575(3) 0.28745(16) 0.0448(8) Uani 1 1 d . . .
H27 H 0.2896 0.5181 0.2922 0.054 Uiso 1 1 calc R . .
C28 C 0.2060(4) -0.1124(3) 0.20198(15) 0.0424(8) Uani 1 1 d . . .
H28 H 0.1494 -0.1755 0.1882 0.051 Uiso 1 1 calc R . .
C29 C 0.7323(4) 0.5559(3) 0.02750(15) 0.0477(9) Uani 1 1 d . A .
C30 C 0.6386(4) 0.3240(4) 0.03045(15) 0.0483(9) Uani 1 1 d . A .
H30 H 0.5967 0.2362 0.0540 0.058 Uiso 1 1 calc R . .
C31 C 0.6548(3) 0.5208(3) 0.16624(13) 0.0297(6) Uani 1 1 d . . .
C32 C 0.6618(4) 0.1110(3) 0.39694(14) 0.0371(7) Uani 1 1 d . . .
C33 C 0.3558(4) -0.1461(3) 0.20282(15) 0.0416(8) Uani 1 1 d . . .
H33 H 0.4044 -0.2324 0.1894 0.050 Uiso 1 1 calc R . .
C34 C 0.7552(4) 0.1055(4) 0.44187(16) 0.0502(9) Uani 1 1 d . . .
H34 H 0.8523 0.0585 0.4332 0.060 Uiso 1 1 calc R . .
C35 C 0.5405(5) 0.2941(4) 0.56941(15) 0.0519(9) Uani 1 1 d . C .
C36 C 0.0694(5) 0.5039(4) 0.30103(19) 0.0565(10) Uani 1 1 d . . .
H36 H 0.0399 0.5947 0.3145 0.068 Uiso 1 1 calc R . .
C38 C 0.0120(4) 0.2854(4) 0.27421(17) 0.0465(8) Uani 1 1 d . . .
H38 H -0.0583 0.2237 0.2689 0.056 Uiso 1 1 calc R . .
C39 C 0.5148(3) 0.1766(3) 0.40936(13) 0.0333(7) Uani 1 1 d . . .
C40 C 0.7260(4) 0.0426(3) 0.33758(15) 0.0385(7) Uani 1 1 d . . .
C43 C -0.0357(4) 0.4160(4) 0.29472(19) 0.0562(10) Uani 1 1 d . . .
H43 H -0.1391 0.4446 0.3043 0.067 Uiso 1 1 calc R . .
C44 C 0.4006(5) 0.3585(4) 0.58343(17) 0.0617(11) Uani 1 1 d . . .
H44 H 0.3730 0.4013 0.6216 0.074 Uiso 1 1 calc R . .
C45 C 0.7713(6) 0.5771(4) -0.04221(17) 0.0731(13) Uani 1 1 d . . .
C46 C 0.2989(5) 0.3612(4) 0.54187(18) 0.0613(11) Uani 1 1 d . . .
C48 C 0.6726(5) 0.3507(4) -0.03681(17) 0.0661(12) Uani 1 1 d . . .
C50 C 0.7386(6) 0.4727(4) -0.07325(17) 0.0806(15) Uani 1 1 d . A .
H50 H 0.7618 0.4850 -0.1201 0.097 Uiso 1 1 calc R . .
O54 O 0.8059(3) 0.0268(3) 0.13554(14) 0.0624(8) Uani 1 1 d . . .
O55 O 0.8732(3) -0.1949(3) 0.23925(12) 0.0466(6) Uani 1 1 d . . .
C47A C 0.872(3) 0.7070(19) -0.0822(9) 0.074(5) Uani 0.61(6) 1 d P A 1
H47R H 0.9512 0.6699 -0.1150 0.089 Uiso 0.61(6) 1 calc PR A 1
H47S H 0.8091 0.7853 -0.1064 0.089 Uiso 0.61(6) 1 calc PR A 1
C47B C 0.797(7) 0.720(4) -0.0792(12) 0.108(12) Uani 0.39(6) 1 d PU A 2
H47T H 0.7382 0.7391 -0.1155 0.130 Uiso 0.39(6) 1 calc PR A 2
H47U H 0.9039 0.7188 -0.0999 0.130 Uiso 0.39(6) 1 calc PR A 2
C37 C 0.8204(5) 0.8013(4) 0.02426(17) 0.0547(10) Uani 1 1 d . . .
H37A H 0.8731 0.8385 0.0545 0.066 Uiso 0.579(8) 1 calc PR B 1
H37B H 0.7800 0.8746 0.0513 0.066 Uiso 0.421(8) 1 d PR B 2
C52A C 0.9383(9) 0.7654(8) -0.0359(3) 0.067(3) Uani 0.579(8) 1 d P A 1
H52R H 0.9861 0.8553 -0.0596 0.081 Uiso 0.579(8) 1 calc PR B 1
H52S H 1.0167 0.6934 -0.0192 0.081 Uiso 0.579(8) 1 calc PR B 1
C53A C 0.6986(9) 0.9080(7) 0.0072(4) 0.064(2) Uani 0.579(8) 1 d P B 1
H53Q H 0.6341 0.9275 0.0479 0.097 Uiso 0.579(8) 1 calc PR B 1
H53R H 0.6403 0.8696 -0.0193 0.097 Uiso 0.579(8) 1 calc PR B 1
H53S H 0.7393 0.9987 -0.0184 0.097 Uiso 0.579(8) 1 calc PR B 1
C52B C 0.7617(19) 0.8531(10) -0.0417(5) 0.100(5) Uani 0.421(8) 1 d PU A 2
H52T H 0.8123 0.9392 -0.0683 0.120 Uiso 0.421(8) 1 calc PR B 2
H52U H 0.6530 0.8797 -0.0336 0.120 Uiso 0.421(8) 1 calc PR B 2
C53B C 0.9767(13) 0.7871(11) 0.0241(6) 0.087(4) Uani 0.421(8) 1 d P B 2
H53T H 1.0204 0.8764 -0.0015 0.130 Uiso 0.421(8) 1 calc PR B 2
H53U H 1.0219 0.7039 0.0039 0.130 Uiso 0.421(8) 1 calc PR B 2
H53V H 0.9956 0.7711 0.0697 0.130 Uiso 0.421(8) 1 calc PR B 2
C42 C 0.6546(5) 0.2888(5) 0.61385(18) 0.0720(12) Uani 1 1 d . . .
H42R H 0.6042 0.2920 0.6597 0.086 Uiso 0.578(7) 1 calc PR C 1
H42S H 0.7161 0.3732 0.5978 0.086 Uiso 0.578(7) 1 calc PR C 1
H42T H 0.6270 0.3633 0.6404 0.086 Uiso 0.422(7) 1 d PR C 2
H42U H 0.6572 0.1944 0.6436 0.086 Uiso 0.422(7) 1 d PR C 2
C49 C 0.8337(4) 0.1475(6) 0.54105(18) 0.0669(12) Uani 1 1 d . . .
H49A H 0.8825 0.0472 0.5396 0.080 Uiso 0.578(7) 1 calc PR C 1
H49B H 0.9324 0.1474 0.5132 0.080 Uiso 0.422(7) 1 d PR C 2
C41A C 0.7603(8) 0.1351(7) 0.6120(3) 0.0515(19) Uani 0.578(7) 1 d P C 1
H41R H 0.8357 0.1247 0.6414 0.062 Uiso 0.578(7) 1 calc PR C 1
H41S H 0.6993 0.0501 0.6262 0.062 Uiso 0.578(7) 1 calc PR C 1
C51A C 0.9492(7) 0.2355(7) 0.5136(3) 0.0543(19) Uani 0.578(7) 1 d P C 1
H51Q H 1.0255 0.2155 0.5421 0.082 Uiso 0.578(7) 1 calc PR C 1
H51R H 0.9109 0.3382 0.5094 0.082 Uiso 0.578(7) 1 calc PR C 1
H51S H 0.9929 0.2155 0.4697 0.082 Uiso 0.578(7) 1 calc PR C 1
C41B C 0.8037(11) 0.3098(10) 0.5741(5) 0.064(3) Uani 0.422(7) 1 d P C 2
H41T H 0.8788 0.3148 0.6019 0.076 Uiso 0.422(7) 1 calc PR C 2
H41U H 0.8034 0.3983 0.5388 0.076 Uiso 0.422(7) 1 calc PR C 2
C51B C 0.8324(11) 0.0327(12) 0.5862(5) 0.064(3) Uani 0.422(7) 1 d P C 2
H51T H 0.8600 -0.0533 0.5658 0.096 Uiso 0.422(7) 1 calc PR C 2
H51U H 0.7322 0.0257 0.6126 0.096 Uiso 0.422(7) 1 calc PR C 2
H51V H 0.9040 0.0378 0.6150 0.096 Uiso 0.422(7) 1 calc PR C 2
H55B H 0.861(4) -0.145(4) 0.271(2) 0.077 Uiso 1 1 d . . .
H55A H 0.790(5) -0.240(5) 0.247(2) 0.077 Uiso 1 1 d . . .
H54B H 0.831(5) -0.045(5) 0.170(2) 0.077 Uiso 1 1 d . . .
H54A H 0.755(5) 0.087(5) 0.150(2) 0.077 Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0454(2) 0.03334(19) 0.02272(17) -0.00884(13) -0.00600(14) -0.01047(15)
O3 0.0483(15) 0.0584(15) 0.0428(13) -0.0165(11) -0.0134(11) 0.0080(12)
O4 0.0639(15) 0.0396(12) 0.0313(11) -0.0164(10) 0.0012(10) -0.0184(11)
O5 0.0638(15) 0.0425(12) 0.0220(10) -0.0101(9) -0.0024(10) -0.0235(11)
O6 0.0386(12) 0.0444(12) 0.0234(10) -0.0064(9) -0.0053(9) -0.0087(10)
O7 0.0556(14) 0.0355(12) 0.0257(10) -0.0092(9) -0.0045(10) -0.0152(10)
O2 0.0505(14) 0.0468(13) 0.0274(11) -0.0130(9) -0.0109(10) -0.0002(11)
N9 0.0528(17) 0.0317(13) 0.0260(13) -0.0070(10) -0.0115(12) -0.0047(12)
N10 0.074(2) 0.0325(14) 0.0270(14) -0.0036(11) -0.0004(13) -0.0141(14)
F12 0.184(3) 0.0784(16) 0.0333(12) -0.0264(11) -0.0153(15) -0.0373(17)
N13 0.0400(15) 0.0307(13) 0.0219(12) -0.0051(10) -0.0029(11) -0.0084(11)
F11 0.0894(19) 0.135(2) 0.0532(14) -0.0448(15) -0.0065(13) 0.0380(17)
N8 0.0501(19) 0.088(2) 0.0274(14) -0.0155(15) -0.0124(13) -0.0111(16)
C16 0.055(2) 0.0365(17) 0.0226(15) -0.0079(13) -0.0063(14) -0.0006(15)
C17 0.054(2) 0.062(2) 0.0279(17) -0.0093(15) -0.0071(15) -0.0010(18)
C18 0.0461(19) 0.0350(16) 0.0290(16) -0.0111(13) -0.0025(14) -0.0068(14)
C19 0.048(2) 0.0389(17) 0.0207(14) -0.0014(12) -0.0046(13) -0.0108(15)
C20 0.0430(19) 0.0413(17) 0.0345(17) -0.0093(14) -0.0064(14) -0.0123(15)
C21 0.0443(19) 0.0324(16) 0.0204(14) -0.0040(12) -0.0054(13) -0.0086(14)
C22 0.0369(17) 0.0323(16) 0.0240(14) -0.0071(12) -0.0068(12) -0.0009(13)
C23 0.051(2) 0.0364(17) 0.0275(15) -0.0106(13) -0.0025(14) -0.0073(15)
C24 0.0425(19) 0.0354(16) 0.0231(14) -0.0040(12) -0.0096(13) -0.0044(14)
C25 0.050(2) 0.054(2) 0.0198(14) -0.0053(14) -0.0024(14) -0.0146(17)
C26 0.0323(16) 0.0350(16) 0.0277(15) -0.0121(13) -0.0064(12) -0.0072(13)
C27 0.060(2) 0.0346(17) 0.0456(19) -0.0136(15) -0.0186(17) 0.0006(16)
C28 0.056(2) 0.0408(18) 0.0360(17) -0.0129(14) -0.0069(15) -0.0173(16)
C29 0.081(3) 0.0391(18) 0.0225(15) -0.0071(14) -0.0056(16) -0.0069(17)
C30 0.080(3) 0.0405(18) 0.0279(16) -0.0087(14) -0.0114(17) -0.0103(17)
C31 0.0349(17) 0.0310(15) 0.0241(14) -0.0072(12) -0.0040(12) -0.0044(13)
C32 0.0431(19) 0.0443(18) 0.0251(15) -0.0053(13) -0.0066(13) -0.0092(15)
C33 0.058(2) 0.0366(17) 0.0332(17) -0.0173(14) -0.0015(15) -0.0091(16)
C34 0.046(2) 0.076(3) 0.0301(17) -0.0133(17) -0.0081(15) -0.0039(18)
C35 0.073(3) 0.062(2) 0.0232(16) -0.0092(16) -0.0082(17) -0.017(2)
C36 0.072(3) 0.040(2) 0.062(2) -0.0186(18) -0.025(2) 0.0130(19)
C38 0.050(2) 0.0448(19) 0.048(2) -0.0105(16) -0.0137(16) -0.0033(16)
C39 0.0444(19) 0.0371(16) 0.0180(13) -0.0012(12) -0.0029(13) -0.0132(14)
C40 0.045(2) 0.0411(18) 0.0308(17) -0.0070(14) -0.0065(14) -0.0096(16)
C43 0.051(2) 0.056(2) 0.065(2) -0.0202(19) -0.0190(19) 0.0159(18)
C44 0.089(3) 0.070(3) 0.0272(18) -0.0188(17) -0.0040(19) -0.002(2)
C45 0.140(4) 0.052(2) 0.0243(18) -0.0054(16) 0.000(2) -0.021(2)
C46 0.066(3) 0.076(3) 0.037(2) -0.0191(19) 0.0019(19) 0.013(2)
C48 0.121(4) 0.055(2) 0.0294(18) -0.0195(17) -0.013(2) -0.016(2)
C50 0.156(5) 0.064(3) 0.0198(17) -0.0074(17) -0.002(2) -0.024(3)
O54 0.079(2) 0.0582(18) 0.0460(16) -0.0142(13) 0.0000(14) 0.0035(15)
O55 0.0457(15) 0.0411(13) 0.0563(15) -0.0175(11) -0.0055(12) -0.0074(11)
C47A 0.115(13) 0.055(6) 0.040(5) -0.005(4) 0.032(6) -0.035(7)
C47B 0.18(3) 0.119(16) 0.021(6) -0.018(8) 0.039(13) -0.09(2)
C37 0.084(3) 0.0362(19) 0.0374(19) 0.0005(15) 0.0046(19) -0.0175(19)
C52A 0.094(6) 0.049(4) 0.045(4) -0.006(3) 0.029(4) -0.024(4)
C53A 0.096(6) 0.036(4) 0.055(5) 0.001(3) -0.004(4) -0.007(4)
C52B 0.213(16) 0.039(6) 0.044(6) 0.008(5) -0.022(8) -0.027(8)
C53B 0.093(9) 0.055(6) 0.092(9) -0.008(6) 0.036(7) -0.023(6)
C42 0.088(3) 0.106(3) 0.034(2) -0.025(2) -0.015(2) -0.024(3)
C49 0.053(2) 0.123(4) 0.0319(19) -0.018(2) -0.0155(17) -0.017(2)
C41A 0.070(5) 0.058(4) 0.033(3) -0.008(3) -0.022(3) -0.014(4)
C51A 0.060(4) 0.062(4) 0.048(4) -0.012(3) -0.017(3) -0.016(3)
C41B 0.085(8) 0.072(6) 0.050(6) -0.019(5) -0.033(5) -0.025(5)
C51B 0.064(7) 0.089(8) 0.042(5) 0.010(5) -0.026(5) -0.030(6)
_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s.
planes)
are estimated using the full covariance matrix. The cell s.u.'s are
taken
into account individually in the estimation of s.u.'s in distances,
angles
and torsion angles; correlations between s.u.'s in cell parameters are
only
used when they are defined by crystal symmetry. An approximate
(isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s involving l.s.
planes.
;
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 O5 2.0236(19) . ?
Zn1 O2 2.024(2) . ?
Zn1 O6 2.1145(19) . ?
Zn1 O7 2.117(2) . ?
Zn1 N13 2.136(2) . ?
Zn1 N9 2.172(3) . ?
O3 C40 1.249(4) . ?
O4 C26 1.250(3) . ?
O5 C26 1.254(3) . ?
O6 C39 1.267(3) . ?
O7 C22 1.259(3) . ?
O2 C40 1.272(3) . ?
N9 C27 1.341(4) . ?
N9 C24 1.346(4) . ?
N10 C23 1.334(4) . ?
N10 C29 1.393(4) . ?
N10 C37 1.491(4) . ?
F12 C48 1.363(4) . ?
N13 C18 1.334(4) . ?
N13 C21 1.344(4) . ?
F11 C46 1.358(4) . ?
N8 C34 1.337(4) . ?
N8 C25 1.383(4) . ?
N8 C49 1.497(4) . ?
C16 C30 1.402(4) . ?
C16 C29 1.405(4) . ?
C16 C22 1.464(4) . ?
C17 C46 1.361(5) . ?
C17 C19 1.398(5) . ?
C18 C33 1.384(4) . ?
C19 C25 1.406(4) . ?
C19 C39 1.466(4) . ?
C20 C28 1.383(4) . ?
C20 C21 1.394(4) . ?
C21 C24 1.489(4) . ?
C22 C31 1.429(4) . ?
C23 C31 1.375(4) . ?
C24 C38 1.386(4) . ?
C25 C35 1.417(4) . ?
C26 C31 1.510(4) . ?
C27 C36 1.373(5) . ?
C28 C33 1.375(5) . ?
C29 C45 1.414(4) . ?
C30 C48 1.360(4) . ?
C32 C34 1.374(4) . ?
C32 C39 1.417(4) . ?
C32 C40 1.510(4) . ?
C35 C44 1.360(5) . ?
C35 C42 1.513(5) . ?
C36 C43 1.379(5) . ?
C38 C43 1.383(5) . ?
C44 C46 1.382(5) . ?
C45 C50 1.372(5) . ?
C45 C47B 1.42(3) . ?
C45 C47A 1.61(2) . ?
C48 C50 1.373(5) . ?
C47A C52A 1.46(2) . ?
C47B C52B 1.59(3) . ?
C37 C53B 1.421(12) . ?
C37 C53A 1.456(8) . ?
C37 C52B 1.539(11) . ?
C37 C52A 1.567(7) . ?
C42 C41B 1.472(11) . ?
C42 C41A 1.648(8) . ?
C49 C51B 1.276(10) . ?
C49 C51A 1.381(7) . ?
C49 C41A 1.499(7) . ?
C49 C41B 1.778(10) . ?
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
O5 Zn1 O2 99.89(9) . . ?
O5 Zn1 O6 87.47(8) . . ?
O2 Zn1 O6 86.97(8) . . ?
O5 Zn1 O7 86.33(7) . . ?
O2 Zn1 O7 92.71(8) . . ?
O6 Zn1 O7 173.64(7) . . ?
O5 Zn1 N13 165.50(9) . . ?
O2 Zn1 N13 93.00(9) . . ?
O6 Zn1 N13 99.88(8) . . ?
O7 Zn1 N13 86.47(8) . . ?
O5 Zn1 N9 92.97(9) . . ?
O2 Zn1 N9 163.19(9) . . ?
O6 Zn1 N9 82.80(8) . . ?
O7 Zn1 N9 98.92(9) . . ?
N13 Zn1 N9 75.75(9) . . ?
C26 O5 Zn1 134.02(17) . . ?
C39 O6 Zn1 117.70(18) . . ?
C22 O7 Zn1 127.62(17) . . ?
C40 O2 Zn1 129.5(2) . . ?
C27 N9 C24 117.9(3) . . ?
C27 N9 Zn1 124.8(2) . . ?
C24 N9 Zn1 115.43(19) . . ?
C23 N10 C29 119.5(3) . . ?
C23 N10 C37 119.3(3) . . ?
C29 N10 C37 121.2(3) . . ?
C18 N13 C21 118.7(2) . . ?
C18 N13 Zn1 124.2(2) . . ?
C21 N13 Zn1 116.98(18) . . ?
C34 N8 C25 120.2(3) . . ?
C34 N8 C49 118.6(3) . . ?
C25 N8 C49 121.2(3) . . ?
C30 C16 C29 118.9(3) . . ?
C30 C16 C22 119.5(3) . . ?
C29 C16 C22 121.6(3) . . ?
C46 C17 C19 118.8(3) . . ?
N13 C18 C33 122.7(3) . . ?
C17 C19 C25 119.1(3) . . ?
C17 C19 C39 119.8(3) . . ?
C25 C19 C39 121.0(3) . . ?
C28 C20 C21 118.9(3) . . ?
N13 C21 C20 121.7(3) . . ?
N13 C21 C24 115.5(2) . . ?
C20 C21 C24 122.8(3) . . ?
O7 C22 C31 126.0(3) . . ?
O7 C22 C16 118.6(2) . . ?
C31 C22 C16 115.5(3) . . ?
N10 C23 C31 125.4(3) . . ?
N9 C24 C38 121.8(3) . . ?
N9 C24 C21 115.0(3) . . ?
C38 C24 C21 123.2(3) . . ?
N8 C25 C19 118.8(3) . . ?
N8 C25 C35 121.1(3) . . ?
C19 C25 C35 120.1(3) . . ?
O4 C26 O5 123.0(3) . . ?
O4 C26 C31 117.0(3) . . ?
O5 C26 C31 120.1(2) . . ?
N9 C27 C36 123.4(3) . . ?
C33 C28 C20 119.2(3) . . ?
N10 C29 C16 118.9(3) . . ?
N10 C29 C45 120.1(3) . . ?
C16 C29 C45 121.0(3) . . ?
C48 C30 C16 118.3(3) . . ?
C23 C31 C22 119.1(3) . . ?
C23 C31 C26 116.4(2) . . ?
C22 C31 C26 124.5(2) . . ?
C34 C32 C39 119.0(3) . . ?
C34 C32 C40 116.0(3) . . ?
C39 C32 C40 125.0(3) . . ?
C28 C33 C18 118.8(3) . . ?
N8 C34 C32 124.8(3) . . ?
C44 C35 C25 119.3(3) . . ?
C44 C35 C42 121.2(3) . . ?
C25 C35 C42 119.6(4) . . ?
C27 C36 C43 118.7(3) . . ?
C43 C38 C24 119.4(3) . . ?
O6 C39 C32 124.9(3) . . ?
O6 C39 C19 118.9(3) . . ?
C32 C39 C19 116.2(3) . . ?
O3 C40 O2 123.7(3) . . ?
O3 C40 C32 117.8(3) . . ?
O2 C40 C32 118.5(3) . . ?
C36 C43 C38 118.8(3) . . ?
C35 C44 C46 119.7(3) . . ?
C50 C45 C47B 119.7(12) . . ?
C50 C45 C29 118.0(3) . . ?
C47B C45 C29 119.3(11) . . ?
C50 C45 C47A 120.9(7) . . ?
C47B C45 C47A 25(3) . . ?
C29 C45 C47A 120.5(7) . . ?
F11 C46 C17 119.2(4) . . ?
F11 C46 C44 117.8(3) . . ?
C17 C46 C44 123.0(4) . . ?
C30 C48 F12 118.3(3) . . ?
C30 C48 C50 123.4(3) . . ?
F12 C48 C50 118.3(3) . . ?
C45 C50 C48 120.2(3) . . ?
C52A C47A C45 109.5(11) . . ?
C45 C47B C52B 118.5(17) . . ?
C53B C37 C53A 142.1(6) . . ?
C53B C37 N10 109.1(5) . . ?
C53A C37 N10 108.4(4) . . ?
C53B C37 C52B 119.3(8) . . ?
C53A C37 C52B 49.6(6) . . ?
N10 C37 C52B 110.4(5) . . ?
C53B C37 C52A 56.7(6) . . ?
C53A C37 C52A 115.3(5) . . ?
N10 C37 C52A 107.9(3) . . ?
C52B C37 C52A 68.2(7) . . ?
C47A C52A C37 112.3(10) . . ?
C37 C52B C47B 105.9(19) . . ?
C41B C42 C35 110.5(4) . . ?
C41B C42 C41A 66.8(5) . . ?
C35 C42 C41A 107.5(3) . . ?
C51B C49 C51A 128.6(6) . . ?
C51B C49 N8 115.4(5) . . ?
C51A C49 N8 112.6(4) . . ?
C51B C49 C41A 53.4(6) . . ?
C51A C49 C41A 122.2(4) . . ?
N8 C49 C41A 110.7(4) . . ?
C51B C49 C41B 112.3(7) . . ?
C51A C49 C41B 70.1(5) . . ?
N8 C49 C41B 105.3(4) . . ?
C41A C49 C41B 62.8(4) . . ?
C49 C41A C42 104.5(4) . . ?
C42 C41B C49 99.6(5) . . ?
_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        27.45
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.062


data_k1979
_database_code_depnum_ccdc_archive 'CCDC 859560'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
[(2,2'-bipyridine)chlorido(9-fluoro-5-methyl-1-oxo-1,5,6,7-tetrahydropyr
ido[3,2,1-ij]quinoline-2-carboxylato-\k^2^O,O)zinc(II)]
;
_chemical_name_common            
;
[(2,2'-bipyridine)chlorido(flumequinato-\k^2^O,O)zinc(II)]
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H19 Cl F N3 O3 Zn'
_chemical_formula_sum            'C24 H19 Cl F N3 O3 Zn'
_chemical_formula_weight         517.24
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'
Cl Cl 0.1484 0.1585 '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'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a                   7.84430(10)
_cell_length_b                   9.22610(10)
_cell_length_c                   15.1286(2)
_cell_angle_alpha                100.3157(8)
_cell_angle_beta                 100.6858(8)
_cell_angle_gamma                96.1710(8)
_cell_volume                     1047.24(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4730
_cell_measurement_theta_min      0.41
_cell_measurement_theta_max      27.48
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528
_exptl_absorpt_coefficient_mu    1.343
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8239
_exptl_absorpt_correction_T_max  0.8554
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
Nonius KappaCCD area-detector diffractometer
;
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9139
_diffrn_reflns_av_R_equivalents  0.0093
_diffrn_reflns_av_sigmaI/netI    0.0169
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.95
_diffrn_reflns_theta_max         27.47
_reflns_number_total             4749
_reflns_number_gt                4578
_reflns_threshold_expression     >2\s(I)
_computing_data_collection       'Collect (Nonius, 2000)'
_computing_cell_refinement       'DENZO-SMN (Otwinovski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinovski & Minor, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR
and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors
based
on F^2^ are statistically about twice as large as those based on F, and
R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0247P)^2^+0.7624P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4749
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0244
_refine_ls_wR_factor_ref         0.0621
_refine_ls_wR_factor_gt          0.0615
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
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 0.66506(2) 0.342392(17) 0.674148(10) 0.01746(6) Uani 1 1 d . . .
Cl2 Cl 0.39767(5) 0.40464(4) 0.62667(2) 0.02498(9) Uani 1 1 d . . .
F3 F 0.55822(16) 0.21483(12) 1.09942(7) 0.0391(3) Uani 1 1 d . . .
O4 O 0.68492(15) 0.35633(11) 0.81476(7) 0.0211(2) Uani 1 1 d . . .
O5 O 0.97866(17) 0.74804(13) 0.77437(8) 0.0295(3) Uani 1 1 d . . .
N6 N 0.86614(18) 0.72463(14) 1.02049(9) 0.0236(3) Uani 1 1 d . A .
O7 O 0.84908(16) 0.52014(12) 0.70378(7) 0.0259(2) Uani 1 1 d . . .
N8 N 0.63935(16) 0.10637(13) 0.66257(8) 0.0177(2) Uani 1 1 d . . .
N9 N 0.76016(16) 0.26706(13) 0.55369(8) 0.0184(2) Uani 1 1 d . . .
C10 C 0.79042(19) 0.59594(17) 1.04202(10) 0.0193(3) Uani 1 1 d . . .
C11 C 0.8744(2) 0.30358(19) 0.42220(11) 0.0259(3) Uani 1 1 d . . .
H11 H 0.9143 0.3698 0.3865 0.031 Uiso 1 1 calc R . .
C12 C 0.6758(2) -0.12589(17) 0.57392(11) 0.0233(3) Uani 1 1 d . . .
H12 H 0.7116 -0.1787 0.5222 0.028 Uiso 1 1 calc R . .
C13 C 0.75650(18) 0.11898(16) 0.52808(9) 0.0174(3) Uani 1 1 d . . .
C14 C 0.6100(2) -0.20167(17) 0.63438(12) 0.0279(3) Uani 1 1 d . . .
H14 H 0.5999 -0.3071 0.6247 0.033 Uiso 1 1 calc R . .
C15 C 0.8729(2) 0.1519(2) 0.39655(10) 0.0269(3) Uani 1 1 d . . .
H15 H 0.9132 0.1125 0.3430 0.032 Uiso 1 1 calc R . .
C16 C 0.8162(2) 0.35693(17) 0.50146(10) 0.0235(3) Uani 1 1 d . . .
H16 H 0.8161 0.4610 0.5192 0.028 Uiso 1 1 calc R . .
C17 C 0.84159(19) 0.60444(16) 0.86239(10) 0.0183(3) Uani 1 1 d . . .
C18 C 0.5755(2) 0.03186(17) 0.72059(10) 0.0228(3) Uani 1 1 d . . .
H18 H 0.5400 0.0867 0.7718 0.027 Uiso 1 1 calc R . .
C19 C 0.5593(2) -0.12176(18) 0.70902(11) 0.0276(3) Uani 1 1 d . . .
H19 H 0.5141 -0.1712 0.7516 0.033 Uiso 1 1 calc R . .
C20 C 0.8914(2) 0.72369(17) 0.93535(10) 0.0230(3) Uani 1 1 d . . .
H20 H 0.9485 0.8128 0.9243 0.028 Uiso 1 1 calc R . .
C21 C 0.7710(2) 0.59287(18) 1.13301(10) 0.0237(3) Uani 1 1 d . A .
C22 C 0.68871(18) 0.02856(15) 0.58975(9) 0.0170(3) Uani 1 1 d . . .
C23 C 0.73380(18) 0.46884(16) 0.97116(9) 0.0171(3) Uani 1 1 d . . .
C25 C 0.6570(2) 0.33782(17) 0.99173(10) 0.0213(3) Uani 1 1 d . . .
H25 H 0.6188 0.2501 0.9455 0.026 Uiso 1 1 calc R . .
C27 C 0.75045(18) 0.47102(15) 0.87645(9) 0.0168(3) Uani 1 1 d . . .
C28 C 0.6383(2) 0.33948(18) 1.07978(11) 0.0252(3) Uani 1 1 d . . .
C29 C 0.6944(2) 0.46331(19) 1.15077(10) 0.0262(3) Uani 1 1 d . . .
H29 H 0.6798 0.4583 1.2112 0.031 Uiso 1 1 calc R . .
C31 C 0.8122(2) 0.05738(18) 0.44936(10) 0.0233(3) Uani 1 1 d . . .
H31 H 0.8088 -0.0473 0.4321 0.028 Uiso 1 1 calc R . .
C33 C 0.8933(2) 0.62739(16) 0.77374(10) 0.0202(3) Uani 1 1 d . . .
C30A C 0.7651(3) 0.9540(2) 1.08471(15) 0.0283(5) Uani 0.802(3) 1 d P A 1
H30A H 0.8008 1.0499 1.1279 0.042 Uiso 0.802(3) 1 calc PR A 1
H30B H 0.6655 0.8985 1.1008 0.042 Uiso 0.802(3) 1 calc PR A 1
H30C H 0.7308 0.9710 1.0222 0.042 Uiso 0.802(3) 1 calc PR A 1
C30B C 1.0797(10) 0.9109(8) 1.1198(6) 0.0228(18) Uani 0.198(3) 1 d P A 2
H30D H 1.1355 0.9214 1.0680 0.034 Uiso 0.198(3) 1 calc PR A 2
H30E H 1.1308 0.8367 1.1513 0.034 Uiso 0.198(3) 1 calc PR A 2
H30F H 1.0990 1.0069 1.1629 0.034 Uiso 0.198(3) 1 calc PR A 2
C32A C 0.9771(3) 0.8323(2) 1.18594(13) 0.0270(5) Uani 0.802(3) 1 d P A 1
H32A H 1.0836 0.7837 1.1860 0.032 Uiso 0.802(3) 1 calc PR A 1
H32B H 1.0074 0.9257 1.2330 0.032 Uiso 0.802(3) 1 calc PR A 1
C32B C 0.7774(2) 0.87463(17) 1.15609(11) 0.030(2) Uani 0.198(3) 1 d P A 2
H32C H 0.6541 0.8555 1.1217 0.036 Uiso 0.198(3) 1 calc PR A 2
H32D H 0.7984 0.9708 1.2005 0.036 Uiso 0.198(3) 1 calc PR A 2
C24 C 0.9120(2) 0.86798(17) 1.08966(11) 0.0278(3) Uani 1 1 d R . .
H24A H 1.0122 0.9281 1.0742 0.033 Uiso 0.802(3) 1 calc PR A 1
H24B H 0.8775 0.9428 1.0519 0.033 Uiso 0.198(3) 1 calc PR A 2
C26 C 0.8329(3) 0.7292(2) 1.20872(11) 0.0349(4) Uani 1 1 d . . .
H26A H 0.8782 0.6984 1.2670 0.042 Uiso 0.802(3) 1 calc PR A 1
H26B H 0.7329 0.7834 1.2172 0.042 Uiso 0.802(3) 1 calc PR A 1
H26C H 0.9611 0.7403 1.2321 0.042 Uiso 0.198(3) 1 calc PR A 2
H26D H 0.7727 0.7240 1.2603 0.042 Uiso 0.198(3) 1 calc PR A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.02470(10) 0.01394(9) 0.01312(9) 0.00068(6) 0.00575(6) 0.00046(6)
Cl2 0.03037(19) 0.02627(18) 0.01938(17) 0.00257(14) 0.00658(14) 0.00994(15)
F3 0.0567(7) 0.0353(6) 0.0263(5) 0.0104(4) 0.0157(5) -0.0082(5)
O4 0.0323(6) 0.0157(5) 0.0133(5) -0.0002(4) 0.0051(4) -0.0010(4)
O5 0.0430(7) 0.0210(5) 0.0216(5) 0.0007(4) 0.0111(5) -0.0091(5)
N6 0.0311(7) 0.0189(6) 0.0175(6) -0.0046(5) 0.0082(5) -0.0021(5)
O7 0.0358(6) 0.0221(5) 0.0163(5) -0.0027(4) 0.0100(4) -0.0075(5)
N8 0.0203(6) 0.0157(5) 0.0155(5) 0.0018(4) 0.0029(5) -0.0005(4)
N9 0.0222(6) 0.0168(6) 0.0150(5) 0.0010(4) 0.0051(5) -0.0011(5)
C10 0.0198(7) 0.0214(7) 0.0161(6) 0.0004(5) 0.0053(5) 0.0032(5)
C11 0.0272(8) 0.0317(8) 0.0183(7) 0.0054(6) 0.0080(6) -0.0033(6)
C12 0.0270(8) 0.0170(7) 0.0237(7) 0.0008(6) 0.0026(6) 0.0037(6)
C13 0.0179(6) 0.0179(7) 0.0146(6) 0.0008(5) 0.0016(5) 0.0018(5)
C14 0.0332(9) 0.0158(7) 0.0326(8) 0.0070(6) 0.0012(7) 0.0013(6)
C15 0.0283(8) 0.0361(9) 0.0165(7) 0.0012(6) 0.0087(6) 0.0057(7)
C16 0.0292(8) 0.0204(7) 0.0191(7) 0.0026(6) 0.0065(6) -0.0042(6)
C17 0.0227(7) 0.0169(7) 0.0151(6) 0.0006(5) 0.0061(5) 0.0024(5)
C18 0.0273(8) 0.0221(7) 0.0187(7) 0.0049(6) 0.0060(6) -0.0015(6)
C19 0.0332(9) 0.0230(8) 0.0265(8) 0.0107(6) 0.0047(7) -0.0034(6)
C20 0.0286(8) 0.0186(7) 0.0203(7) -0.0002(6) 0.0081(6) -0.0015(6)
C21 0.0246(7) 0.0298(8) 0.0151(7) -0.0008(6) 0.0054(6) 0.0040(6)
C22 0.0176(6) 0.0163(6) 0.0148(6) 0.0007(5) 0.0004(5) 0.0014(5)
C23 0.0181(6) 0.0194(7) 0.0137(6) 0.0019(5) 0.0036(5) 0.0038(5)
C25 0.0236(7) 0.0218(7) 0.0173(7) 0.0025(5) 0.0047(5) 0.0006(6)
C27 0.0200(7) 0.0155(6) 0.0146(6) 0.0011(5) 0.0043(5) 0.0039(5)
C28 0.0284(8) 0.0277(8) 0.0208(7) 0.0075(6) 0.0082(6) 0.0002(6)
C29 0.0278(8) 0.0360(9) 0.0155(7) 0.0043(6) 0.0077(6) 0.0045(7)
C31 0.0275(8) 0.0239(7) 0.0176(7) 0.0000(6) 0.0048(6) 0.0067(6)
C33 0.0241(7) 0.0190(7) 0.0165(7) 0.0017(5) 0.0055(5) 0.0003(6)
C30A 0.0294(11) 0.0216(10) 0.0296(11) -0.0036(8) 0.0029(8) 0.0050(8)
C30B 0.021(4) 0.018(4) 0.026(4) 0.000(3) 0.001(3) 0.001(3)
C32A 0.0273(10) 0.0288(10) 0.0183(9) -0.0076(7) 0.0000(7) 0.0046(8)
C32B 0.033(4) 0.029(4) 0.024(4) -0.013(3) 0.012(3) -0.002(3)
C24 0.0344(9) 0.0210(7) 0.0224(7) -0.0085(6) 0.0098(7) -0.0058(6)
C26 0.0484(11) 0.0348(9) 0.0183(7) -0.0050(7) 0.0120(7) -0.0001(8)
_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s.
planes)
are estimated using the full covariance matrix. The cell s.u.'s are
taken
into account individually in the estimation of s.u.'s in distances,
angles
and torsion angles; correlations between s.u.'s in cell parameters are
only
used when they are defined by crystal symmetry. An approximate
(isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s involving l.s.
planes.
;
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 O7 1.9904(11) . ?
Zn1 O4 2.0835(10) . ?
Zn1 N9 2.1266(12) . ?
Zn1 N8 2.1375(12) . ?
Zn1 Cl2 2.2568(4) . ?
F3 C28 1.3572(18) . ?
O4 C27 1.2674(17) . ?
O5 C33 1.2333(19) . ?
N6 C20 1.338(2) . ?
N6 C10 1.388(2) . ?
N6 C24 1.4953(18) . ?
O7 C33 1.2785(18) . ?
N8 C18 1.3411(19) . ?
N8 C22 1.3468(18) . ?
N9 C16 1.3378(19) . ?
N9 C13 1.3474(18) . ?
C10 C23 1.408(2) . ?
C10 C21 1.418(2) . ?
C11 C15 1.382(2) . ?
C11 C16 1.389(2) . ?
C12 C14 1.385(2) . ?
C12 C22 1.391(2) . ?
C13 C31 1.391(2) . ?
C13 C22 1.489(2) . ?
C14 C19 1.381(2) . ?
C15 C31 1.388(2) . ?
C17 C20 1.376(2) . ?
C17 C27 1.426(2) . ?
C17 C33 1.5143(19) . ?
C18 C19 1.386(2) . ?
C21 C29 1.372(2) . ?
C21 C26 1.509(2) . ?
C23 C25 1.403(2) . ?
C23 C27 1.4662(19) . ?
C25 C28 1.364(2) . ?
C28 C29 1.389(2) . ?
C30A C24 1.466(3) . ?
C30B C24 1.302(8) . ?
C32A C26 1.528(3) . ?
C32A C24 1.557(3) . ?
C32B C24 1.5859 . ?
C32B C26 1.733(3) . ?
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
O7 Zn1 O4 88.28(4) . . ?
O7 Zn1 N9 88.47(4) . . ?
O4 Zn1 N9 148.64(5) . . ?
O7 Zn1 N8 140.38(5) . . ?
O4 Zn1 N8 86.48(4) . . ?
N9 Zn1 N8 76.45(5) . . ?
O7 Zn1 Cl2 110.81(4) . . ?
O4 Zn1 Cl2 103.73(3) . . ?
N9 Zn1 Cl2 106.57(4) . . ?
N8 Zn1 Cl2 108.58(4) . . ?
C27 O4 Zn1 125.21(9) . . ?
C20 N6 C10 120.03(13) . . ?
C20 N6 C24 118.73(13) . . ?
C10 N6 C24 121.16(12) . . ?
C33 O7 Zn1 131.34(10) . . ?
C18 N8 C22 118.63(13) . . ?
C18 N8 Zn1 125.13(10) . . ?
C22 N8 Zn1 116.23(9) . . ?
C16 N9 C13 119.24(13) . . ?
C16 N9 Zn1 123.92(10) . . ?
C13 N9 Zn1 116.79(9) . . ?
N6 C10 C23 118.24(13) . . ?
N6 C10 C21 120.75(13) . . ?
C23 C10 C21 121.01(14) . . ?
C15 C11 C16 118.40(14) . . ?
C14 C12 C22 119.22(14) . . ?
N9 C13 C31 121.59(13) . . ?
N9 C13 C22 115.07(12) . . ?
C31 C13 C22 123.34(13) . . ?
C19 C14 C12 119.07(14) . . ?
C11 C15 C31 119.70(14) . . ?
N9 C16 C11 122.40(15) . . ?
C20 C17 C27 118.30(13) . . ?
C20 C17 C33 115.87(13) . . ?
C27 C17 C33 125.82(12) . . ?
N8 C18 C19 122.73(15) . . ?
C14 C19 C18 118.69(15) . . ?
N6 C20 C17 125.48(14) . . ?
C29 C21 C10 118.59(14) . . ?
C29 C21 C26 120.66(14) . . ?
C10 C21 C26 120.75(15) . . ?
N8 C22 C12 121.66(13) . . ?
N8 C22 C13 115.44(12) . . ?
C12 C22 C13 122.89(13) . . ?
C25 C23 C10 118.97(13) . . ?
C25 C23 C27 119.39(13) . . ?
C10 C23 C27 121.63(13) . . ?
C28 C25 C23 118.42(14) . . ?
O4 C27 C17 125.65(13) . . ?
O4 C27 C23 118.36(12) . . ?
C17 C27 C23 115.99(12) . . ?
F3 C28 C25 118.72(14) . . ?
F3 C28 C29 117.77(14) . . ?
C25 C28 C29 123.50(15) . . ?
C21 C29 C28 119.49(14) . . ?
C15 C31 C13 118.66(14) . . ?
O5 C33 O7 124.21(14) . . ?
O5 C33 C17 117.54(13) . . ?
O7 C33 C17 118.24(13) . . ?
C26 C32A C24 109.43(15) . . ?
C24 C32B C26 98.58(8) . . ?
C30B C24 C30A 130.6(4) . . ?
C30B C24 N6 114.4(4) . . ?
C30A C24 N6 111.05(15) . . ?
C30B C24 C32A 68.1(4) . . ?
C30A C24 C32A 114.21(15) . . ?
N6 C24 C32A 108.36(14) . . ?
C30B C24 C32B 122.3(4) . . ?
C30A C24 C32B 54.60(11) . . ?
N6 C24 C32B 109.43(8) . . ?
C32A C24 C32B 63.61(10) . . ?
C21 C26 C32A 110.89(14) . . ?
C21 C26 C32B 103.74(13) . . ?
C32A C26 C32B 60.66(12) . . ?
_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.050