#------------------------------------------------------------------------------
#$Date: 2019-11-24 00:39:21 +0200 (Sun, 24 Nov 2019) $
#$Revision: 235804 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/97/4349760.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_4349760
loop_
_publ_author_name
'Hu, Ji-Yun'
'Wu, Zhuo-Yan'
'Chai, Ke'
'Yang, Zi-Shu'
'Meng, Yin-Shan'
'Ning, Yingying'
'Zhang, Jing'
'Zhang, Jun-Long'
_publ_section_title
;
 β-Fluorinated porpholactones and metal complexes: synthesis,
 characterization and some spectroscopic studies
;
_journal_issue                   9
_journal_name_full               'Inorganic Chemistry Frontiers'
_journal_page_first              1539
_journal_paper_doi               10.1039/C7QI00375G
_journal_volume                  4
_journal_year                    2017
_chemical_formula_sum            'C29.5 H9 Cl3 F13 N4 O Zn0.5'
_chemical_formula_weight         821.44
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2017-03-25 deposited with the CCDC.
2017-07-24 downloaded from the CCDC.
;
_cell_angle_alpha                92.344(3)
_cell_angle_beta                 100.789(4)
_cell_angle_gamma                103.221(3)
_cell_formula_units_Z            2
_cell_length_a                   10.5290(5)
_cell_length_b                   11.8506(4)
_cell_length_c                   12.6670(5)
_cell_measurement_reflns_used    5092
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      25.6910
_cell_measurement_theta_min      3.1300
_cell_volume                     1505.63(11)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      180(2)
_diffrn_detector_area_resol_mean 10.3914
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.710
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20287
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.855
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.809
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.889
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.812
_exptl_crystal_description       plate
_exptl_crystal_F_000             810
_exptl_crystal_size_max          0.3045
_exptl_crystal_size_mid          0.2750
_exptl_crystal_size_min          0.0534
_refine_diff_density_max         1.372
_refine_diff_density_min         -1.254
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         5312
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.137
_refine_ls_R_factor_all          0.1082
_refine_ls_R_factor_gt           0.0875
_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)+(0.1206P)²+4.4914P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2409
_refine_ls_wR_factor_ref         0.2603
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4093
_reflns_number_total             5312
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7qi00375g2.cif
_cod_data_source_block           1
_cod_original_formula_sum        'C29.50 H9 Cl3 F13 N4 O Zn0.50'
_cod_database_code               4349760
_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.
;
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.5000 0.0000 0.5000 0.0430(4) Uani 1 2 d S . P . .
N1 N 0.6120(4) 0.1639(4) 0.4841(3) 0.0307(10) Uani 1 1 d . . . . .
N2 N 0.3332(5) 0.0377(4) 0.4105(3) 0.0321(10) Uani 1 1 d . . . . .
N3 N 0.4533(6) 0.0617(5) 0.6670(4) 0.0456(13) Uani 1 1 d . . . . .
F1 F 0.9042(4) 0.3962(3) 0.5226(3) 0.0469(9) Uani 1 1 d . . . . .
F2 F 0.6741(4) 0.4426(3) 0.3809(3) 0.0449(9) Uani 1 1 d . . . . .
F3 F 0.1507(6) 0.2041(6) 0.2461(5) 0.0406(16) Uani 0.5 1 d . . P A 1
F4 F 0.0001(5) -0.0059(4) 0.2748(4) 0.0679(13) Uani 0.5 1 d . . P A 1
O1 O 0.0001(5) -0.0059(4) 0.2748(4) 0.0679(13) Uani 0.5 1 d . . P A 2
F5 F 1.0461(4) 0.1490(4) 0.4888(3) 0.0680(12) Uani 1 1 d . . . . .
F6 F 1.2988(4) 0.2636(5) 0.5765(4) 0.0716(13) Uani 1 1 d . . . . .
F7 F 1.3558(4) 0.3866(4) 0.7706(3) 0.0618(11) Uani 1 1 d . . . . .
F8 F 1.1577(4) 0.3980(4) 0.8769(3) 0.0717(13) Uani 1 1 d . . . . .
F9 F 0.9053(4) 0.2836(4) 0.7903(3) 0.0574(11) Uani 1 1 d . . . . .
F10 F 0.3639(5) 0.4390(3) 0.4254(3) 0.0643(12) Uani 1 1 d . . . . .
F11 F 0.3097(5) 0.5957(4) 0.2872(4) 0.0742(14) Uani 1 1 d . . . . .
F12 F 0.3273(4) 0.5634(4) 0.0777(4) 0.0666(12) Uani 1 1 d . . . . .
F13 F 0.4043(5) 0.3742(4) 0.0086(3) 0.0673(12) Uani 1 1 d . . . . .
F14 F 0.4538(4) 0.2168(3) 0.1465(3) 0.0556(10) Uani 1 1 d . . . . .
C1 C 0.8272(5) 0.1492(5) 0.5911(4) 0.0314(12) Uani 1 1 d . . . . .
C2 C 0.7455(6) 0.2079(4) 0.5278(4) 0.0314(12) Uani 1 1 d . . . . .
C3 C 0.7841(6) 0.3235(5) 0.4945(4) 0.0346(13) Uani 1 1 d . . . . .
C4 C 0.6767(6) 0.3444(4) 0.4294(4) 0.0336(12) Uani 1 1 d . . . . .
C5 C 0.5681(6) 0.2456(4) 0.4234(4) 0.0300(11) Uani 1 1 d . . . . .
C6 C 0.4377(6) 0.2325(4) 0.3633(4) 0.0313(12) Uani 1 1 d . . . . .
C7 C 0.3326(5) 0.1370(5) 0.3610(4) 0.0314(12) Uani 1 1 d . . . . .
C8A C 0.2037(5) 0.1303(4) 0.3012(4) 0.0451(12) Uani 0.5 1 d . . P A 1
C9A C 0.1245(5) 0.0233(5) 0.3154(4) 0.0347(12) Uani 0.5 1 d . . P A 1
O2 O 0.2037(5) 0.1303(4) 0.3012(4) 0.0451(12) Uani 0.5 1 d . . P A 2
C9B C 0.1245(5) 0.0233(5) 0.3154(4) 0.0347(12) Uani 0.5 1 d . . P A 2
C10 C 0.7896(5) 0.0343(5) 0.6178(4) 0.0309(12) Uani 1 1 d . . . . .
C11 C 0.9690(6) 0.2149(5) 0.6370(4) 0.0323(12) Uani 1 1 d . . . . .
C12 C 1.0710(6) 0.2113(5) 0.5849(5) 0.0414(14) Uani 1 1 d . . . . .
C13 C 1.2020(6) 0.2691(6) 0.6286(5) 0.0444(15) Uani 1 1 d . . . . .
C14 C 1.2304(6) 0.3309(5) 0.7266(5) 0.0432(15) Uani 1 1 d . . . . .
C15 C 1.1289(7) 0.3365(5) 0.7816(5) 0.0454(15) Uani 1 1 d . . . . .
C16 C 1.0015(6) 0.2788(5) 0.7358(5) 0.0378(13) Uani 1 1 d . . . . .
C17 C 0.4120(6) 0.3236(5) 0.2903(4) 0.0332(12) Uani 1 1 d . . . . .
C18 C 0.3741(7) 0.4211(5) 0.3231(5) 0.0410(14) Uani 1 1 d . . . . .
C19 C 0.3461(7) 0.5019(5) 0.2520(5) 0.0453(15) Uani 1 1 d . . . . .
C20 C 0.3546(6) 0.4867(5) 0.1472(5) 0.0464(16) Uani 1 1 d . . . . .
C21 C 0.3938(7) 0.3909(6) 0.1113(5) 0.0442(15) Uani 1 1 d . . . . .
C22 C 0.4202(6) 0.3113(5) 0.1832(5) 0.0372(13) Uani 1 1 d . . . . .
C23 C 0.5458(8) 0.1296(6) 0.7404(6) 0.0579(18) Uani 1 1 d . . . . .
H23A H 0.6280 0.1640 0.7209 0.069 Uiso 1 1 calc R U . . .
C24 C 0.5323(10) 0.1546(8) 0.8440(7) 0.077(2) Uani 1 1 d . . . . .
H24A H 0.6051 0.2021 0.8945 0.093 Uiso 1 1 calc R U . . .
C25 C 0.4167(11) 0.1122(9) 0.8737(8) 0.084(3) Uani 1 1 d . . . . .
H25A H 0.4037 0.1283 0.9444 0.101 Uiso 1 1 calc R U . . .
C26 C 0.3182(10) 0.0440(9) 0.7959(8) 0.083(3) Uani 1 1 d . . . . .
H26A H 0.2334 0.0129 0.8124 0.100 Uiso 1 1 calc R U . . .
C27 C 0.3390(8) 0.0196(7) 0.6946(6) 0.0598(19) Uani 1 1 d . . . . .
H27A H 0.2685 -0.0292 0.6431 0.072 Uiso 1 1 calc R U . . .
Cl1 Cl 0.9853(4) 0.3748(3) 0.0716(3) 0.1174(11) Uani 1 1 d . . . . .
Cl2 Cl 0.9917(4) 0.4040(3) 0.2955(3) 0.1165(11) Uani 1 1 d . . . . .
Cl3 Cl 0.7527(4) 0.2801(4) 0.1544(3) 0.1486(16) Uani 1 1 d . . . . .
C28 C 0.9256(14) 0.3164(12) 0.1797(10) 0.116(4) Uani 1 1 d . . . . .
H28A H 0.9549 0.2423 0.1898 0.140 Uiso 1 1 calc R U . . .
N4 N 1.1011(8) 0.1325(6) 0.9811(5) 0.0657(17) Uiso 1 1 d . . . . .
C30 C 0.8253(8) 0.0437(7) 0.9366(6) 0.0583(18) Uiso 1 1 d . . . . .
H30A H 0.7866 0.0011 0.9922 0.087 Uiso 1 1 calc R U . . .
H30B H 0.7870 0.1110 0.9229 0.087 Uiso 1 1 calc R U . . .
H30C H 0.8055 -0.0076 0.8700 0.087 Uiso 1 1 calc R U . . .
C29 C 0.9958(16) 0.0908(13) 0.9802(12) 0.125(4) 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 0.0033 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'
Cl Cl 0.1484 0.1585 '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'
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
N2 Zn1 N2 180.0 2_656 .
N2 Zn1 N1 90.50(18) 2_656 2_656
N2 Zn1 N1 89.50(18) . 2_656
N2 Zn1 N1 89.50(18) 2_656 .
N2 Zn1 N1 90.50(18) . .
N1 Zn1 N1 180.0 2_656 .
N2 Zn1 N3 86.73(18) 2_656 .
N2 Zn1 N3 93.28(18) . .
N1 Zn1 N3 87.55(18) 2_656 .
N1 Zn1 N3 92.45(18) . .
N2 Zn1 N3 93.27(18) 2_656 2_656
N2 Zn1 N3 86.73(18) . 2_656
N1 Zn1 N3 92.45(18) 2_656 2_656
N1 Zn1 N3 87.55(18) . 2_656
N3 Zn1 N3 180.0 . 2_656
C5 N1 C2 107.9(4) . .
C5 N1 Zn1 125.8(4) . .
C2 N1 Zn1 126.2(3) . .
C10 N2 C7 108.4(4) 2_656 .
C10 N2 Zn1 126.8(3) 2_656 .
C7 N2 Zn1 124.5(4) . .
C23 N3 C27 116.5(6) . .
C23 N3 Zn1 121.1(5) . .
C27 N3 Zn1 121.9(4) . .
C2 C1 C10 125.9(5) . .
C2 C1 C11 117.5(5) . .
C10 C1 C11 116.6(5) . .
N1 C2 C1 125.4(5) . .
N1 C2 C3 107.9(5) . .
C1 C2 C3 126.7(5) . .
F1 C3 C4 126.3(5) . .
F1 C3 C2 126.3(5) . .
C4 C3 C2 107.5(5) . .
F2 C4 C3 125.1(5) . .
F2 C4 C5 126.8(5) . .
C3 C4 C5 108.1(5) . .
N1 C5 C6 125.3(5) . .
N1 C5 C4 108.6(5) . .
C6 C5 C4 126.1(5) . .
C7 C6 C5 125.1(5) . .
C7 C6 C17 116.7(5) . .
C5 C6 C17 118.0(5) . .
N2 C7 C6 128.4(5) . .
N2 C7 C8A 109.3(5) . .
C6 C7 C8A 122.3(5) . .
F3 C8A C9A 119.8(5) . .
F3 C8A C7 132.9(5) . .
C9A C8A C7 107.2(4) . .
F4 C9A C8A 121.8(5) . .
F4 C9A C10 132.2(6) . 2_656
C8A C9A C10 105.9(5) . 2_656
N2 C10 C1 126.2(5) 2_656 .
N2 C10 C9B 109.1(5) 2_656 2_656
C1 C10 C9B 124.6(5) . 2_656
N2 C10 C9A 109.1(5) 2_656 2_656
C1 C10 C9A 124.6(5) . 2_656
C12 C11 C16 117.1(5) . .
C12 C11 C1 122.2(5) . .
C16 C11 C1 120.7(5) . .
F5 C12 C11 120.0(5) . .
F5 C12 C13 117.8(6) . .
C11 C12 C13 122.1(6) . .
F6 C13 C14 120.1(6) . .
F6 C13 C12 120.7(6) . .
C14 C13 C12 119.2(6) . .
F7 C14 C13 120.3(6) . .
F7 C14 C15 119.5(6) . .
C13 C14 C15 120.2(5) . .
F8 C15 C16 121.4(6) . .
F8 C15 C14 119.7(6) . .
C16 C15 C14 118.9(6) . .
F9 C16 C15 118.2(5) . .
F9 C16 C11 119.2(5) . .
C15 C16 C11 122.5(6) . .
C18 C17 C22 116.3(5) . .
C18 C17 C6 123.1(5) . .
C22 C17 C6 120.6(5) . .
F10 C18 C17 119.8(5) . .
F10 C18 C19 118.6(5) . .
C17 C18 C19 121.5(6) . .
F11 C19 C20 119.8(5) . .
F11 C19 C18 119.7(6) . .
C20 C19 C18 120.6(6) . .
F12 C20 C19 121.2(6) . .
F12 C20 C21 119.0(6) . .
C19 C20 C21 119.8(5) . .
F13 C21 C22 120.3(6) . .
F13 C21 C20 121.1(5) . .
C22 C21 C20 118.6(6) . .
F14 C22 C21 118.0(5) . .
F14 C22 C17 118.8(5) . .
C21 C22 C17 123.2(5) . .
N3 C23 C24 124.3(8) . .
C25 C24 C23 119.9(8) . .
C24 C25 C26 115.9(9) . .
C25 C26 C27 121.5(9) . .
N3 C27 C26 121.8(7) . .
Cl2 C28 Cl1 112.0(7) . .
Cl2 C28 Cl3 111.9(8) . .
Cl1 C28 Cl3 111.6(8) . .
N4 C29 C30 160.6(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N2 2.055(4) 2_656
Zn1 N2 2.055(4) .
Zn1 N1 2.068(4) 2_656
Zn1 N1 2.068(4) .
Zn1 N3 2.383(5) .
Zn1 N3 2.383(5) 2_656
N1 C5 1.369(7) .
N1 C2 1.380(7) .
N2 C10 1.350(7) 2_656
N2 C7 1.357(7) .
N3 C23 1.304(9) .
N3 C27 1.311(9) .
F1 C3 1.333(6) .
F2 C4 1.341(6) .
F3 C8A 1.301(7) .
F4 C9A 1.275(7) .
F5 C12 1.348(7) .
F6 C13 1.326(7) .
F7 C14 1.337(7) .
F8 C15 1.331(7) .
F9 C16 1.338(7) .
F10 C18 1.333(7) .
F11 C19 1.342(7) .
F12 C20 1.332(7) .
F13 C21 1.336(7) .
F14 C22 1.340(7) .
C1 C2 1.388(8) .
C1 C10 1.404(8) .
C1 C11 1.510(7) .
C2 C3 1.441(8) .
C3 C4 1.347(8) .
C4 C5 1.425(8) .
C5 C6 1.411(8) .
C6 C7 1.385(8) .
C6 C17 1.488(7) .
C7 C8A 1.408(7) .
C8A C9A 1.388(8) .
C9A C10 1.429(7) 2_656
C10 N2 1.351(7) 2_656
C10 C9B 1.429(7) 2_656
C10 C9A 1.429(7) 2_656
C11 C12 1.368(9) .
C11 C16 1.379(8) .
C12 C13 1.389(9) .
C13 C14 1.360(10) .
C14 C15 1.393(10) .
C15 C16 1.364(8) .
C17 C18 1.379(8) .
C17 C22 1.380(8) .
C18 C19 1.383(8) .
C19 C20 1.355(10) .
C20 C21 1.382(9) .
C21 C22 1.375(8) .
C23 C24 1.375(11) .
C24 C25 1.335(13) .
C25 C26 1.366(13) .
C26 C27 1.372(11) .
Cl1 C28 1.717(13) .
Cl2 C28 1.696(12) .
Cl3 C28 1.737(14) .
N4 C29 1.103(16) .
C30 C29 1.728(17) .
