# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20210301-3_sq
_database_code_depnum_ccdc_archive 'CCDC 2099081'
loop_
_audit_author_name
_audit_author_address
NKUE
;Nankai university
China
;
_audit_update_record             
;
2023-07-21 deposited with the CCDC.	2023-08-28 downloaded from the CCDC.
;
_audit_creation_date             2021-04-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            perylene@2
_chemical_name_systematic        perylene@2
_chemical_formula_moiety         'C42 H24 F1 N6 O12 Zn3, 1(C20 H12)'
_chemical_formula_sum            'C62 H36 F N6 O12 Zn3'
_chemical_formula_weight         1272.08
_chemical_melting_point          ?
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'
F F 0.0727 0.0534 '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'

_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.
;
_space_group_crystal_system      hexagonal
_space_group_IT_number           194
_space_group_name_H-M_alt        'P 63/m m c'
_space_group_name_Hall           '-P 6c 2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'y, x, z-1/2'
'x-y, -y, z-1/2'
'-x, -x+y, z-1/2'

_cell_length_a                   16.91970(10)
_cell_length_b                   16.91970(10)
_cell_length_c                   14.57180(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3612.68(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13910
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.5330
_cell_measurement_theta_min      6.0060
_shelx_estimated_absorpt_T_max   0.735
_shelx_estimated_absorpt_T_min   0.639
_exptl_absorpt_coefficient_mu    1.642
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73312
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1290
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0103
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18386
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.672
_diffrn_reflns_theta_min         6.040
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00   6.00   0.50    0.80    --  -35.00 -77.00-120.00  100
  2  ω    -37.00  10.00   0.50    0.80    --  -35.00 -82.00-180.00   94
  3  ω    -43.00   5.00   0.50    0.80    --  -35.00 -77.00  30.00   96
  4  ω   -110.00 -76.00   0.50    0.80    --  -35.00 -77.00  90.00   68
  5  ω   -109.00 -82.00   0.50    0.80    --  -35.00 -77.00-180.00   54
  6  ω     82.00 128.00   0.50    0.80    --   43.40  82.00 150.00   92
  7  ω     22.00  49.00   0.50    0.80    --   43.40  77.00   0.00   54
  8  ω     90.00 152.00   0.50    3.20    --  104.50  82.00   0.00  124
  9  ω     17.00 131.00   0.50    3.20    --  104.50 -82.00-120.00  228
 10  ω     17.00 137.00   0.50    3.20    --  104.50 -61.00-120.00  240
 11  ω     54.00 122.00   0.50    3.20    --  104.50 -61.00  30.00  136
 12  ω     22.00  49.00   0.50    3.20    --  104.50 -61.00  30.00   54
 13  ω     34.00 192.00   0.50    3.20    --  104.50  15.00 150.00  316
 14  ω    167.00 192.00   0.50    3.20    --  104.50  82.00 -60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0728178000
_diffrn_orient_matrix_UB_12      0.0220618000
_diffrn_orient_matrix_UB_13      -0.0347215000
_diffrn_orient_matrix_UB_21      -0.0472789000
_diffrn_orient_matrix_UB_22      -0.0260424000
_diffrn_orient_matrix_UB_23      0.0943988000
_diffrn_orient_matrix_UB_31      0.0593958000
_diffrn_orient_matrix_UB_32      0.0994125000
_diffrn_orient_matrix_UB_33      0.0324972000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1362
_reflns_number_total             1391
_reflns_odcompleteness_completeness 99.17
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         1.347
_refine_diff_density_min         -0.954
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         1391
_refine_ls_number_restraints     375
_refine_ls_R_factor_all          0.0903
_refine_ls_R_factor_gt           0.0897
_refine_ls_restrained_S_all      1.028
_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)+(0.1553P)²+11.6942P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2608
_refine_ls_wR_factor_ref         0.2613
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C14-C15 = C11-C10
 1.37 with sigma of 0.02
 C16-C17 = C9-C8
 1.38 with sigma of 0.02
 C14-C13 = C15-C16 = C17-C12 = C12-C13 = C12-C11 = C10-C9 = C8-C13
 1.42 with sigma of 0.02
 C25-C22
 1.45 with sigma of 0.01
 C27-C26
 1.45 with sigma of 0.01
 C25-C27
 1.45 with sigma of 0.01
 C23-C20 = C22-C26
 2.78 with sigma of 0.01
 C27-C23
 2.78 with sigma of 0.01
 C25-C24
 2.78 with sigma of 0.01
 C16-C12 = C12-C10 = C9-C13
 2.43 with sigma of 0.04
 C14-C8 = C17-C11
 2.48 with sigma of 0.04
 C14-C16 = C15-C17 = C11-C9 = C10-C8
 2.42 with sigma of 0.04
 C14-C12 = C17-C13 = C12-C8
 2.45 with sigma of 0.04
 C14-C15 \\sim C15-C16 \\sim C16-C17 \\sim C17-C12 \\sim C14-C13 \\sim C12-C11
\\sim C11-C10 \\sim C10-C9
 \\sim C8-C13 \\sim C9-C8 \\sim C12-C13
 with sigma of 0.02
 C11-C9 \\sim C12-C10 \\sim C10-C8 \\sim C17-C11 \\sim C9-C13 \\sim C16-C12
\\sim C15-C17 \\sim C14-C8 ~
 C14-C16 \\sim C15-C13
 with sigma of 0.04
 C14-C12 \\sim C17-C13 \\sim C11-C13 \\sim C12-C8
 with sigma of 0.04
 C8-C18 \\sim C13-C23 \\sim C14-C24
 with sigma of 0.02
 C14-C13 \\sim C18-C14 \\sim C23-C18 \\sim C24-C23 \\sim C8-C24 \\sim C8-C13
 with sigma of 0.02
 C13-C18 \\sim C13-C24 \\sim C14-C23 \\sim C8-C14 \\sim C18-C24 \\sim C23-C8
 with sigma of 0.02
3. Restrained planarity
 C14, C15, C16, C17, C12, C11, C10, C9, C8, C13
 with sigma of 0.1
 C20, C8, C9, C13, C24, C10, C12, C14, C23, C25, C11, C17, C15, C18, C22, C26,
 C16, C19, C21, C27
 with sigma of 0.1
 C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C21, C20, C19, C18, C23, C22,
 C24, C25, C26, C27
 with sigma of 0.1
4. Rigid bond restraints
 N1, C4, C5, C6, C7, N2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
N1 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim N2: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
C14 \\sim C15 \\sim C16 \\sim C17 \\sim C12 \\sim C11 \\sim C10 \\sim C9 \\sim
C8 \\sim C13: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 2A
C24 \\sim C14 \\sim C15 \\sim C13 \\sim C18 \\sim C23 \\sim C16 \\sim C12 \\sim
C8 \\sim C19 \\sim C22 \\sim C17 \\sim C11 \\sim C9 \\sim C25 \\sim C20 \\sim
C27 \\sim C21 \\sim C10 \\sim C26: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O2) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
6. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C26, C27, C22, C21, C20, C19, C18, C23, C14, C15, C16, C17, C12, C11, C10, C9,
  C8, C13, C24, C25
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
7. Others
 Fixed Sof: C8(0.08333) C9(0.08333) H9(0.08333) C10(0.08333) H10(0.08333)
 C11(0.08333) H11(0.08333) C12(0.08333) C13(0.08333) C14(0.08333) C15(0.08333)
 H15(0.08333) C16(0.08333) H16(0.08333) C17(0.08333) H17(0.08333) C21(0.08333)
 H21(0.08333) C20(0.08333) H20(0.08333) C19(0.08333) H19(0.08333) C18(0.08333)
 C23(0.08333) C22(0.08333) C24(0.08333) C25(0.08333) H25(0.08333) C26(0.08333)
 H26(0.08333) C27(0.08333) H27(0.08333)
8.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C15(H15), C16(H16),
 C17(H17), C21(H21), C20(H20), C19(H19), C25(H25), C26(H26), C27(H27)
8.b Fitted hexagon refined as free rotating group:
 C21(C20,C19,C18,C23,C22)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.26402(4) 0.73598(4) 0.750000 0.0330(5) Uani 1 4 d S T P . .
F1 F 0.333333 0.666667 0.750000 0.049(2) Uani 1 12 d S T P . .
O2 O 0.1770(4) 0.6535(4) 0.6516(4) 0.0907(15) Uani 1 1 d . U . . .
N1 N 0.1902(3) 0.8098(3) 0.750000 0.0503(19) Uani 1 4 d S TU P . .
N2 N 0.0940(5) 1.0470(3) 0.750000 0.0484(18) Uani 1 4 d S TU P . .
C1 C 0.1504(7) 0.5752(3) 0.6264(8) 0.080(3) Uani 1 2 d S T P . .
C2 C 0.0721(7) 0.5361(3) 0.5622(8) 0.079(3) Uani 1 2 d S T P . .
C3 C 0.0355(8) 0.4501(6) 0.5313(9) 0.158(6) Uani 1 1 d . . . . .
H3 H 0.058825 0.412821 0.552931 0.189 Uiso 1 1 calc R U . . .
C4 C 0.0991(5) 0.7662(5) 0.750000 0.0586(17) Uani 1 2 d S TU P . .
H4 H 0.067059 0.701324 0.750000 0.070 Uiso 1 2 calc R U P . .
C5 C 0.0489(5) 0.8099(5) 0.750000 0.0586(18) Uani 1 2 d S TU P . .
H5 H -0.015893 0.775939 0.750000 0.070 Uiso 1 2 calc R U P . .
C6 C 0.0951(3) 0.9049(3) 0.750000 0.051(2) Uani 1 4 d S TU P . .
C7 C 0.0445(3) 0.9555(3) 0.750000 0.0473(19) Uani 1 4 d S TU P . .
C8 C -0.119(3) 0.897(3) 1.005(3) 0.167(15) Uiso 0.0833 1 d D U P A -1
C9 C -0.209(4) 0.827(4) 1.007(3) 0.165(17) Uiso 0.0833 1 d D U P A -1
H9 H -0.222769 0.765157 1.013231 0.199 Uiso 0.0833 1 calc R U P A -1
C10 C -0.281(4) 0.846(4) 1.001(4) 0.165(18) Uiso 0.0833 1 d D U P A -1
H10 H -0.342905 0.797269 1.002439 0.198 Uiso 0.0833 1 calc R U P A -1
C11 C -0.262(4) 0.936(5) 0.992(5) 0.165(17) Uiso 0.0833 1 d D U P A -1
H11 H -0.310935 0.948185 0.987210 0.198 Uiso 0.0833 1 calc R U P A -1
C12 C -0.171(4) 1.008(4) 0.990(5) 0.165(16) Uiso 0.0833 1 d D U P A -1
C13 C -0.099(3) 0.989(3) 0.997(4) 0.166(15) Uiso 0.0833 1 d D U P A -1
C14 C -0.008(4) 1.060(3) 0.994(4) 0.167(15) Uiso 0.0833 1 d D U P A -1
C15 C 0.011(4) 1.151(3) 0.986(5) 0.166(17) Uiso 0.0833 1 d D U P A -1
H15 H 0.072738 1.198998 0.984168 0.199 Uiso 0.0833 1 calc R U P A -1
C16 C -0.061(5) 1.170(4) 0.979(5) 0.165(17) Uiso 0.0833 1 d D U P A -1
H16 H -0.047188 1.231270 0.972692 0.199 Uiso 0.0833 1 calc R U P A -1
C17 C -0.151(5) 1.099(4) 0.980(5) 0.165(17) Uiso 0.0833 1 d D U P A -1
H17 H -0.199432 1.112232 0.974851 0.198 Uiso 0.0833 1 calc R U P A -1
C21 C 0.206(4) 1.002(4) 1.013(7) 0.174(17) Uiso 0.0833 1 d G U P A -1
H21 H 0.253893 0.989331 1.017528 0.209 Uiso 0.0833 1 calc R U P A -1
C20 C 0.225(3) 1.092(4) 1.005(7) 0.173(18) Uiso 0.0833 1 d DG U P A -1
H20 H 0.286401 1.140421 1.003132 0.207 Uiso 0.0833 1 calc R U P A -1
C19 C 0.154(4) 1.111(3) 0.998(6) 0.171(17) Uiso 0.0833 1 d G U P A -1
H19 H 0.167255 1.172461 0.992298 0.205 Uiso 0.0833 1 calc R U P A -1
C18 C 0.064(3) 1.040(3) 1.000(5) 0.171(15) Uiso 0.0833 1 d DG U P A -1
C23 C 0.045(3) 0.951(3) 1.009(5) 0.173(15) Uiso 0.0833 1 d DG U P A -1
C22 C 0.115(4) 0.932(4) 1.015(6) 0.174(16) Uiso 0.0833 1 d DG U P A -1
C24 C -0.047(4) 0.878(3) 1.010(4) 0.171(15) Uiso 0.0833 1 d D U P A -1
C25 C 0.093(5) 0.838(4) 1.026(6) 0.175(18) Uiso 0.0833 1 d D U P A -1
H25 H 0.139501 0.821839 1.031730 0.210 Uiso 0.0833 1 calc R U P A -1
C26 C -0.068(4) 0.799(3) 1.018(5) 0.173(17) Uiso 0.0833 1 d D U P A -1
H26 H -0.131621 0.754759 1.019149 0.208 Uiso 0.0833 1 calc R U P A -1
C27 C -0.003(5) 0.769(3) 1.027(5) 0.176(18) Uiso 0.0833 1 d D U P A -1
H27 H -0.021564 0.705615 1.032253 0.211 Uiso 0.0833 1 calc R U P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds 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 F1 2.0312(11) . ?
Zn1 O2 2.029(6) 16_557 ?
Zn1 O2 2.029(6) . ?
Zn1 O2 2.029(6) 10_666 ?
Zn1 O2 2.029(6) 19_665 ?
Zn1 N1 2.163(8) . ?
O2 C1 1.224(7) . ?
N1 C4 1.336(8) 19_665 ?
N1 C4 1.336(8) . ?
N2 C7 1.342(6) . ?
N2 C7 1.342(6) 2_675 ?
C1 C2 1.479(12) . ?
C2 C3 1.342(8) 21_565 ?
C2 C3 1.341(8) . ?
C3 C3 1.384(13) 9_556 ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.377(10) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(8) . ?
C6 C7 1.481(13) . ?
C8 C9 1.398(12) . ?
C8 C13 1.412(10) . ?
C8 C24 1.412(14) . ?
C9 H9 0.9500 . ?
C9 C10 1.410(12) . ?
C10 H10 0.9500 . ?
C10 C11 1.394(12) . ?
C11 H11 0.9500 . ?
C11 C12 1.412(12) . ?
C12 C13 1.412(11) . ?
C12 C17 1.412(11) . ?
C13 C14 1.413(11) . ?
C14 C15 1.398(12) . ?
C14 C18 1.416(14) . ?
C15 H15 0.9500 . ?
C15 C16 1.410(12) . ?
C16 H16 0.9500 . ?
C16 C17 1.397(12) . ?
C17 H17 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.3900 . ?
C21 C22 1.3900(10) . ?
C20 H20 0.9500 . ?
C20 C19 1.3900 . ?
C19 H19 0.9500 . ?
C19 C18 1.3900 . ?
C18 C23 1.3900 . ?
C23 C22 1.3900 . ?
C23 C24 1.414(14) . ?
C22 C25 1.448(11) . ?
C24 C26 1.20(3) . ?
C25 H25 0.9500 . ?
C25 C27 1.449(11) . ?
C26 H26 0.9500 . ?
C26 C27 1.449(11) . ?
C27 H27 0.9500 . ?

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
F1 Zn1 N1 180.00(3) . . ?
O2 Zn1 F1 91.91(16) 10_666 . ?
O2 Zn1 F1 91.91(16) 19_665 . ?
O2 Zn1 F1 91.91(16) 16_557 . ?
O2 Zn1 F1 91.91(16) . . ?
O2 Zn1 O2 176.2(3) 19_665 16_557 ?
O2 Zn1 O2 89.9(3) 10_666 16_557 ?
O2 Zn1 O2 176.2(3) . 10_666 ?
O2 Zn1 O2 89.9(3) . 19_665 ?
O2 Zn1 O2 89.9(3) 10_666 19_665 ?
O2 Zn1 O2 89.9(3) . 16_557 ?
O2 Zn1 N1 88.09(16) 10_666 . ?
O2 Zn1 N1 88.09(16) . . ?
O2 Zn1 N1 88.09(16) 16_557 . ?
O2 Zn1 N1 88.09(16) 19_665 . ?
Zn1 F1 Zn1 120.0 . 2_665 ?
Zn1 F1 Zn1 120.0 . 3_565 ?
Zn1 F1 Zn1 120.0 2_665 3_565 ?
C1 O2 Zn1 134.8(6) . . ?
C4 N1 Zn1 121.4(4) . . ?
C4 N1 Zn1 121.4(4) 19_665 . ?
C4 N1 C4 117.2(8) 19_665 . ?
C7 N2 C7 114.7(9) . 2_675 ?
O2 C1 O2 128.1(9) 21_565 . ?
O2 C1 C2 115.9(4) 21_565 . ?
O2 C1 C2 115.9(4) . . ?
C3 C2 C1 121.5(5) . . ?
C3 C2 C1 121.5(5) 21_565 . ?
C3 C2 C3 117.0(9) . 21_565 ?
C2 C3 C3 121.5(5) . 9_556 ?
C2 C3 H3 119.3 . . ?
C3 C3 H3 119.3 9_556 . ?
N1 C4 H4 118.2 . . ?
N1 C4 C5 123.7(6) . . ?
C5 C4 H4 118.2 . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.7(6) . . ?
C6 C5 H5 120.6 . . ?
C5 C6 C5 118.1(9) . 19_665 ?
C5 C6 C7 121.0(4) . . ?
C5 C6 C7 121.0(4) 19_665 . ?
N2 C7 N2 125.3(9) . 3_465 ?
N2 C7 C6 117.4(5) . . ?
N2 C7 C6 117.4(5) 3_465 . ?
C9 C8 C13 119.7(13) . . ?
C9 C8 C24 120.4(14) . . ?
C24 C8 C13 119.9(7) . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.4(15) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.1(15) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.3(16) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 C13 119.5(13) . . ?
C11 C12 C17 120.6(15) . . ?
C17 C12 C13 119.9(13) . . ?
C8 C13 C12 120.1(11) . . ?
C8 C13 C14 120.0(7) . . ?
C12 C13 C14 119.9(11) . . ?
C13 C14 C18 119.5(7) . . ?
C15 C14 C13 119.8(14) . . ?
C15 C14 C18 120.7(15) . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.4(16) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(15) . . ?
C17 C16 H16 119.9 . . ?
C12 C17 H17 120.1 . . ?
C16 C17 C12 119.9(15) . . ?
C16 C17 H17 120.1 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 120.00(8) . . ?
C22 C21 H21 120.0 . . ?
C21 C20 H20 120.0 . . ?
C21 C20 C19 120.00(7) . . ?
C19 C20 H20 120.0 . . ?
C20 C19 H19 120.0 . . ?
C18 C19 C20 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C18 C14 119.6(7) . . ?
C19 C18 C23 120.0 . . ?
C23 C18 C14 120.4(7) . . ?
C18 C23 C24 120.5(8) . . ?
C22 C23 C18 120.00(8) . . ?
C22 C23 C24 119.5(8) . . ?
C21 C22 C25 121.3(10) . . ?
C23 C22 C21 120.00(6) . . ?
C23 C22 C25 118.7(10) . . ?
C8 C24 C23 119.6(8) . . ?
C26 C24 C8 116.2(12) . . ?
C26 C24 C23 124.2(12) . . ?
C22 C25 H25 121.4 . . ?
C22 C25 C27 117.3(11) . . ?
C27 C25 H25 121.4 . . ?
C24 C26 H26 118.6 . . ?
C24 C26 C27 122.8(15) . . ?
C27 C26 H26 118.6 . . ?
C25 C27 C26 117.5(12) . . ?
C25 C27 H27 121.3 . . ?
C26 C27 H27 121.3 . . ?

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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O2 C1 O2 -7(2) . . . 21_565 ?
Zn1 O2 C1 C2 168.7(7) . . . . ?
Zn1 N1 C4 C5 180.000(0) . . . . ?
O2 C1 C2 C3 -178.5(13) . . . . ?
O2 C1 C2 C3 178.5(13) 21_565 . . 21_565 ?
O2 C1 C2 C3 -3(2) 21_565 . . . ?
O2 C1 C2 C3 3(2) . . . 21_565 ?
N1 C4 C5 C6 0.000(0) . . . . ?
C1 C2 C3 C3 -177.5(18) . . . 9_556 ?
C3 C2 C3 C3 1(4) 21_565 . . 9_556 ?
C4 N1 C4 C5 0.000(0) 19_665 . . . ?
C4 C5 C6 C5 0.0 . . . 19_665 ?
C4 C5 C6 C7 180.000(0) . . . . ?
C5 C6 C7 N2 0.000(0) . . . 3_465 ?
C5 C6 C7 N2 180.000(0) . . . . ?
C5 C6 C7 N2 0.000(0) 19_665 . . . ?
C5 C6 C7 N2 180.000(0) 19_665 . . 3_465 ?
C7 N2 C7 N2 0.0 2_675 . . 3_465 ?
C7 N2 C7 C6 180.000(0) 2_675 . . . ?
C8 C9 C10 C11 0.1(19) . . . . ?
C8 C13 C14 C15 180(2) . . . . ?
C8 C13 C14 C18 0(4) . . . . ?
C8 C24 C26 C27 -179(4) . . . . ?
C9 C8 C13 C12 -1(4) . . . . ?
C9 C8 C13 C14 180(2) . . . . ?
C9 C8 C24 C23 -180(2) . . . . ?
C9 C8 C24 C26 -1(5) . . . . ?
C9 C10 C11 C12 0(4) . . . . ?
C10 C11 C12 C13 0(5) . . . . ?
C10 C11 C12 C17 180(3) . . . . ?
C11 C12 C13 C8 0(5) . . . . ?
C11 C12 C13 C14 180(3) . . . . ?
C11 C12 C17 C16 180(3) . . . . ?
C12 C13 C14 C15 0(4) . . . . ?
C12 C13 C14 C18 -179(3) . . . . ?
C13 C8 C9 C10 0.3(17) . . . . ?
C13 C8 C24 C23 1(5) . . . . ?
C13 C8 C24 C26 179(4) . . . . ?
C13 C12 C17 C16 -1(5) . . . . ?
C13 C14 C15 C16 -0.1(18) . . . . ?
C13 C14 C18 C19 180(2) . . . . ?
C13 C14 C18 C23 -1(4) . . . . ?
C14 C15 C16 C17 0(2) . . . . ?
C14 C18 C23 C22 -179(3) . . . . ?
C14 C18 C23 C24 1(3) . . . . ?
C15 C14 C18 C19 1(3) . . . . ?
C15 C14 C18 C23 -179.8(14) . . . . ?
C15 C16 C17 C12 1(4) . . . . ?
C17 C12 C13 C8 -179(3) . . . . ?
C17 C12 C13 C14 0(5) . . . . ?
C21 C20 C19 C18 0.0 . . . . ?
C21 C22 C25 C27 -180(3) . . . . ?
C20 C21 C22 C23 0.0 . . . . ?
C20 C21 C22 C25 -179(3) . . . . ?
C20 C19 C18 C14 179(3) . . . . ?
C20 C19 C18 C23 0.0 . . . . ?
C19 C18 C23 C22 0.0 . . . . ?
C19 C18 C23 C24 -180(3) . . . . ?
C18 C14 C15 C16 179(3) . . . . ?
C18 C23 C22 C21 0.0 . . . . ?
C18 C23 C22 C25 179(3) . . . . ?
C18 C23 C24 C8 -1(4) . . . . ?
C18 C23 C24 C26 -179(4) . . . . ?
C23 C22 C25 C27 1(5) . . . . ?
C23 C24 C26 C27 0(7) . . . . ?
C22 C21 C20 C19 0.0 . . . . ?
C22 C23 C24 C8 179(2) . . . . ?
C22 C23 C24 C26 1(6) . . . . ?
C22 C25 C27 C26 -1(6) . . . . ?
C24 C8 C9 C10 -179(2) . . . . ?
C24 C8 C13 C12 179(3) . . . . ?
C24 C8 C13 C14 -1(4) . . . . ?
C24 C23 C22 C21 180(3) . . . . ?
C24 C23 C22 C25 -1(4) . . . . ?
C24 C26 C27 C25 0(7) . . . . ?

_platon_squeeze_details          ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.333 0.667 0.250 542 68 ' '
2 0.667 0.333 -0.250 542 68 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.511
_oxdiff_exptl_absorpt_empirical_full_min 0.603
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20201202-5-1_sq
_database_code_depnum_ccdc_archive 'CCDC 2099211'
loop_
_audit_author_name
_audit_author_address
NKUC
;Nankai university
China
;
_audit_update_record             
;
2023-07-21 deposited with the CCDC.	2023-08-28 downloaded from the CCDC.
;
#_audit_creation_date             2021-04-15
#_audit_creation_method           
#;
#Olex2 1.2
#(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
#;
#_shelx_SHELXL_version_number     2014/7
#_audit_contact_author_address    ?
#_audit_contact_author_email      ?
#_audit_contact_author_phone      ?
#_publ_contact_author_id_orcid    ?
#_publ_section_references         
#;
#Bourhis, L.J., Dolomanov, O.V., Gildea, R.J., Howard, J.A.K., Puschmann, H.
# (2015). Acta Cryst. A71, 59-75.
#
#Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
# (2009), J. Appl. Cryst. 42, 339-341.
#
#Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
#;
#_chemical_name_common            perylene@1
#_chemical_name_systematic        perylene@1
#_chemical_formula_moiety         '0.5(C84 H48 Cd6 F2 N12 O24), 1(C20 H12)'
#_chemical_formula_sum            'C62 H36 Cd3 F N6 O12'
#_chemical_formula_weight         1413.22
#_chemical_melting_point          ?
#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'
#Cd Cd 0.1185 4.6533 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
#F F 0.0727 0.0534 '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'
#
#_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.
#;
#_space_group_crystal_system      hexagonal
#_space_group_IT_number           194
#_space_group_name_H-M_alt        'P 63/m m c'
#_space_group_name_Hall           '-P 6c 2c'
#loop_
#_space_group_symop_operation_xyz
#'x, y, z'
#'-y, x-y, z'
#'-x+y, -x, z'
#'-x, -y, z+1/2'
#'y, -x+y, z+1/2'
#'x-y, x, z+1/2'
#'y, x, -z'
#'x-y, -y, -z'
#'-x, -x+y, -z'
#'-y, -x, -z+1/2'
#'-x+y, y, -z+1/2'
#'x, x-y, -z+1/2'
#'-x, -y, -z'
#'y, -x+y, -z'
#'x-y, x, -z'
#'x, y, -z-1/2'
#'-y, x-y, -z-1/2'
#'-x+y, -x, -z-1/2'
#'-y, -x, z'
#'-x+y, y, z'
#'x, x-y, z'
#'y, x, z-1/2'
#'x-y, -y, z-1/2'
#'-x, -x+y, z-1/2'

_cell_length_a                   17.39990(10)
_cell_length_b                   17.39990(10)
_cell_length_c                   15.63180(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
#_cell_volume                     4098.58(5)
#_cell_formula_units_Z            1.99992
#_cell_measurement_reflns_used    10338
#_cell_measurement_temperature    100.00(10)
#_cell_measurement_theta_max      76.0440
#_cell_measurement_theta_min      5.7740
#_shelx_estimated_absorpt_T_max   0.352
#_shelx_estimated_absorpt_T_min   0.242
#_exptl_absorpt_coefficient_mu    6.601
#_exptl_absorpt_correction_T_max  1.00000
#_exptl_absorpt_correction_T_min  0.23485
#_exptl_absorpt_correction_type   multi-scan
#_exptl_absorpt_process_details   
#;
#CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
#Empirical absorption correction using spherical harmonics,
#implemented in SCALE3 ABSPACK scaling algorithm.
#;
#_exptl_absorpt_special_details   ?
#_exptl_crystal_colour            red
#_exptl_crystal_colour_primary    white
#_exptl_crystal_density_diffrn    1.145
#_exptl_crystal_density_meas      ?
#_exptl_crystal_density_method    ?
#_exptl_crystal_description       block
#_exptl_crystal_F_000             1398
#_exptl_crystal_size_max          0.3
#_exptl_crystal_size_mid          0.2
#_exptl_crystal_size_min          0.2
#_exptl_transmission_factor_max   ?
#_exptl_transmission_factor_min   ?
#_diffrn_reflns_av_R_equivalents  0.0728
#_diffrn_reflns_av_unetI/netI     0.0314
#_diffrn_reflns_Laue_measured_fraction_full 0.996
#_diffrn_reflns_Laue_measured_fraction_max 0.985
#_diffrn_reflns_limit_h_max       21
#_diffrn_reflns_limit_h_min       -15
#_diffrn_reflns_limit_k_max       16
#_diffrn_reflns_limit_k_min       -20
#_diffrn_reflns_limit_l_max       19
#_diffrn_reflns_limit_l_min       -19
#_diffrn_reflns_number            13169
#_diffrn_reflns_point_group_measured_fraction_full 0.996
#_diffrn_reflns_point_group_measured_fraction_max 0.985
#_diffrn_reflns_theta_full        67.684
#_diffrn_reflns_theta_max         76.244
#_diffrn_reflns_theta_min         5.873
#_diffrn_ambient_environment      N~2~
#_diffrn_ambient_temperature      100.00(10)
#_diffrn_detector                 'Hybrid Pixel Array Detector'
#_diffrn_detector_area_resol_mean 10.0000
#_diffrn_measured_fraction_theta_full 0.996
#_diffrn_measured_fraction_theta_max 0.985
#_diffrn_measurement_details      
#;
#List of Runs (angles in degrees, time in seconds):
#
#  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
##--------------------------------------------------------------------------
#  1  \w    -30.00  -4.00   0.50    0.50    --    0.00  82.00 -30.00   52
#  2  \w      2.00  31.00   0.50    0.50    --    0.00  82.00 -30.00   58
#  3  \w    -31.00  39.00   0.50    0.50    --    0.00  82.00  30.00  140
#  4  \w     88.00 149.00   0.50    0.50    --  101.60  57.00-180.00  122
#  5  \w     82.00 108.00   0.50    0.50    --  101.60 -56.00  72.00   52
#  6  \w     30.00  56.00   0.50    0.50    --  101.60 -56.00  72.00   52
#  7  \w     80.00 191.00   0.50    0.50    --  101.60  38.00 120.00  222
#  8  \w     82.00 180.00   0.50    0.50    --  101.60  82.00-180.00  196
#;
#_diffrn_measurement_device       'four-circle diffractometer'
#_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
#_diffrn_measurement_method       '\w scans'
#_diffrn_orient_matrix_type       
#'CrysAlisPro convention (1999,Acta A55,543-557)'
#_diffrn_orient_matrix_UB_11      0.0795088000
#_diffrn_orient_matrix_UB_12      -0.0126560000
#_diffrn_orient_matrix_UB_13      0.0211032000
#_diffrn_orient_matrix_UB_21      -0.0229701000
#_diffrn_orient_matrix_UB_22      -0.0627825000
#_diffrn_orient_matrix_UB_23      -0.0771530000
#_diffrn_orient_matrix_UB_31      0.0600385000
#_diffrn_orient_matrix_UB_32      0.0795941000
#_diffrn_orient_matrix_UB_33      -0.0575929000
#_diffrn_radiation_monochromator  mirror
#_diffrn_radiation_probe          x-ray
#_diffrn_radiation_type           CuK\a
#_diffrn_radiation_wavelength     1.54184
#_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
#_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
#_reflns_Friedel_coverage         0.000
#_reflns_Friedel_fraction_full    .
#_reflns_Friedel_fraction_max     .
#_reflns_number_gt                1547
#_reflns_number_total             1616
#_reflns_odcompleteness_completeness 99.60
#_reflns_odcompleteness_iscentric 1
#_reflns_odcompleteness_theta     66.97
#_reflns_special_details          
#;
# Reflections were merged by SHELXL according to the crystal
# class for the calculation of statistics and refinement.
# 
# Structure factors included contributions from the .fab file.
# 
# _reflns_Friedel_fraction is defined as the number of unique
# Friedel pairs measured divided by the number that would be
# possible theoretically, ignoring centric projections and
# systematic absences.
#;
#_reflns_threshold_expression     'I > 2\s(I)'
#_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
#_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
#_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
#_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
#_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
#_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
#_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
#_refine_diff_density_max         1.779
#_refine_diff_density_min         -1.386
#_refine_diff_density_rms         0.191
#_refine_ls_extinction_coef       0.0011(3)
#_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
#_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
#_refine_ls_goodness_of_fit_ref   1.115
#_refine_ls_hydrogen_treatment    constr
#_refine_ls_matrix_type           full
#_refine_ls_number_parameters     98
#_refine_ls_number_reflns         1616
#_refine_ls_number_restraints     386
#_refine_ls_R_factor_all          0.0680
#_refine_ls_R_factor_gt           0.0670
#_refine_ls_restrained_S_all      1.105
#_refine_ls_shift/su_max          0.001
#_refine_ls_shift/su_mean         0.000
#_refine_ls_structure_factor_coef Fsqd
#_refine_ls_weighting_details     
#'w=1/[\s^2^(Fo^2^)+(0.1435P)^2^+28.4130P] where P=(Fo^2^+2Fc^2^)/3'
#_refine_ls_weighting_scheme      calc
#_refine_ls_wR_factor_gt          0.2192
#_refine_ls_wR_factor_ref         0.2203
#_refine_special_details          ?
#_olex2_refinement_description    
#;
#1. Fixed Uiso
# At 1.2 times of:
#  All C(H) groups
#2. Restrained distances
# C14-C15 = C11-C10
# 1.37 with sigma of 0.02
# C16-C17 = C9-C8
# 1.38 with sigma of 0.02
# C14-C13 = C15-C16 = C17-C12 = C12-C13 = C12-C11 = C10-C9 = C8-C13
# 1.42 with sigma of 0.02
# C16-C12 = C12-C10 = C9-C13
# 2.43 with sigma of 0.04
# C14-C8 = C17-C11
# 2.48 with sigma of 0.04
# C14-C16 = C15-C17 = C11-C9 = C10-C8
# 2.42 with sigma of 0.04
# C14-C12 = C17-C13 = C12-C8
# 2.45 with sigma of 0.04
# C14-C15 \\sim C15-C16 \\sim C16-C17 \\sim C17-C12 \\sim C14-C13 \\sim C12-C11
#\\sim C11-C10 \\sim C10-C9
# \\sim C8-C13 \\sim C9-C8 \\sim C12-C13
# with sigma of 0.02
# C11-C9 \\sim C12-C10 \\sim C10-C8 \\sim C17-C11 \\sim C9-C13 \\sim C16-C12
#\\sim C15-C17 \\sim C14-C8 ~
# C14-C16 \\sim C15-C13
# with sigma of 0.04
# C14-C12 \\sim C17-C13 \\sim C11-C13 \\sim C12-C8
# with sigma of 0.04
# C8-C18 \\sim C13-C23 \\sim C14-C24
# with sigma of 0.02
# C14-C13 \\sim C18-C14 \\sim C23-C18 \\sim C24-C23 \\sim C8-C24 \\sim C8-C13
# with sigma of 0.02
# C13-C18 \\sim C13-C24 \\sim C14-C23 \\sim C8-C14 \\sim C18-C24 \\sim C23-C8
# with sigma of 0.02
#3. Restrained planarity
# C8, C9, C10, C11, C12, C13, C14, C15, C16, C17
# with sigma of 0.1
# C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C19, C20, C21, C22, C23,
# C24, C25, C26, C27
# with sigma of 0.1
#4. Rigid bond restraints
# N1, N2, C4, C5, C6, C7
# with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
#5. Uiso/Uaniso restraints and constraints
#N1 \\sim N2 \\sim C4 \\sim C5 \\sim C6 \\sim C7: within 2A with sigma of 0.01
#and sigma for terminal atoms of 0.02
#C8 \\sim C9 \\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim
#C16 \\sim C17: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
#C8 \\sim C9 \\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim
#C16 \\sim C17 \\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim
#C24 \\sim C25 \\sim C26 \\sim C27: within 2A with sigma of 0.01 and sigma for
#terminal atoms of 0.02
#Uanis(N1) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C6) \\sim
#Ueq, Uanis(N2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of
#0.02
#Uanis(F1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
#6. Rigid body (RIGU) restrains
# All non-hydrogen atoms
# with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
#7. Others
# Fixed Sof: C8(0.08333) C9(0.08333) H9(0.08333) C10(0.08333) H10(0.08333)
# C11(0.08333) H11(0.08333) C12(0.08333) C13(0.08333) C14(0.08333) C15(0.08333)
# H15(0.08333) C16(0.08333) H16(0.08333) C17(0.08333) H17(0.08333) C18(0.08333)
# C19(0.08333) H19(0.08333) C20(0.08333) H20(0.08333) C21(0.08333) H21(0.08333)
# C22(0.08333) C23(0.08333) C24(0.08333) C25(0.08333) H25(0.08333) C26(0.08333)
# H26(0.08333) C27(0.08333) H27(0.08333)
#8.a Aromatic/amide H refined with riding coordinates:
# C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C15(H15), C16(H16),
# C17(H17), C19(H19), C20(H20), C21(H21), C25(H25), C26(H26), C27(H27)
#8.b Naphthalene refined as free rotating group:
# C8(C9,C10,C11,C12,C13,C14,C15,C16,C17), C18(C19,C20,C21,C22,C23,C24,C25,C26,
# C27)
#;
#_atom_sites_solution_hydrogens   geom
#_atom_sites_solution_primary     iterative
#_atom_sites_solution_secondary   ?
#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
#Cd1 Cd 0.73863(2) 0.26137(2) 0.2500 0.0133(4) Uani 1 4 d S TU P . .
#F1 F 0.6667 0.3333 0.2500 0.038(3) Uani 1 12 d S TU P . .
#O2 O 0.8330(5) 0.3518(4) 0.1508(5) 0.071(2) Uani 1 1 d . U . . .
#C1 C 0.8599(7) 0.4300(4) 0.1267(7) 0.045(3) Uani 1 2 d S TU P . .
#C2 C 0.9324(8) 0.4662(4) 0.0602(8) 0.049(3) Uani 1 2 d S TU P . .
#C3 C 0.9656(8) 0.5508(7) 0.0304(7) 0.074(3) Uani 1 1 d . U . . .
#H3 H 0.9428 0.5857 0.0505 0.088 Uiso 1 1 calc R . . . .
#N1 N 0.8149(4) 0.1851(4) 0.2500 0.055(3) Uani 1 4 d S TU P . .
#C4 C 0.9035(8) 0.2284(8) 0.2500 0.063(3) Uani 1 2 d S TU P . .
#H4 H 0.9340 0.2901 0.2500 0.076 Uiso 1 2 calc RS T P . .
#C5 C 0.9518(9) 0.1848(9) 0.2500 0.071(3) Uani 1 2 d S TU P . .
#H5 H 1.0135 0.2166 0.2500 0.086 Uiso 1 2 calc RS T P . .
#C6 C 0.9066(6) 0.0934(6) 0.2500 0.075(3) Uani 1 4 d S TU P . .
#C7 C 0.9561(6) 0.0439(6) 0.2500 0.081(4) Uani 1 4 d S TU P . .
#N2 N 1.0457(6) 0.0914(12) 0.2500 0.083(4) Uani 1 4 d S TU P . .
#C8 C 1.084(5) 0.071(5) 0.004(3) 0.14(2) Uiso 0.0833 1 d D U . A -1
#C9 C 0.996(5) 0.044(5) 0.018(4) 0.15(2) Uiso 0.0833 1 d DG U . A -1
#H9 H 0.9766 0.0850 0.0164 0.175 Uiso 0.0833 1 calc R . . A -1
#C10 C 0.935(5) -0.045(6) 0.035(4) 0.15(2) Uiso 0.0833 1 d DG U . A -1
#H10 H 0.8761 -0.0629 0.0450 0.178 Uiso 0.0833 1 calc R . . A -1
#C11 C 0.964(5) -0.107(5) 0.038(4) 0.15(2) Uiso 0.0833 1 d DG U . A -1
#H11 H 0.9237 -0.1658 0.0497 0.177 Uiso 0.0833 1 calc R . . A -1
#C12 C 1.053(5) -0.080(5) 0.024(5) 0.14(2) Uiso 0.0833 1 d DG U . A -1
#C13 C 1.113(5) 0.009(5) 0.007(4) 0.14(2) Uiso 0.0833 1 d DG U . A -1
#C14 C 1.202(5) 0.036(5) -0.008(5) 0.14(2) Uiso 0.0833 1 d DG U . A -1
#C15 C 1.230(6) -0.026(6) -0.005(7) 0.14(2) Uiso 0.0833 1 d DG U . A -1
#H15 H 1.2897 -0.0076 -0.0145 0.169 Uiso 0.0833 1 calc R . . A -1
#C16 C 1.170(7) -0.114(6) 0.012(8) 0.14(2) Uiso 0.0833 1 d DG U . A -1
#H16 H 1.1892 -0.1555 0.0141 0.170 Uiso 0.0833 1 calc R . . A -1
#C17 C 1.081(7) -0.141(5) 0.027(7) 0.14(2) Uiso 0.0833 1 d DG U . A -1
#H17 H 1.0410 -0.2005 0.0381 0.170 Uiso 0.0833 1 calc R . . A -1
#C18 C 1.262(5) 0.125(5) -0.023(5) 0.13(2) Uiso 0.0833 1 d D U . A -1
#C19 C 1.351(5) 0.152(6) -0.038(6) 0.13(2) Uiso 0.0833 1 d G U . A -1
#H19 H 1.3702 0.1106 -0.0357 0.158 Uiso 0.0833 1 calc R . . A -1
#C20 C 1.411(5) 0.240(7) -0.056(6) 0.14(2) Uiso 0.0833 1 d G U . A -1
#H20 H 1.4704 0.2581 -0.0663 0.164 Uiso 0.0833 1 calc R . . A -1
#C21 C 1.382(5) 0.302(6) -0.060(6) 0.14(2) Uiso 0.0833 1 d G U . A -1
#H21 H 1.4226 0.3608 -0.0724 0.168 Uiso 0.0833 1 calc R . . A -1
#C22 C 1.294(6) 0.275(5) -0.045(5) 0.14(2) Uiso 0.0833 1 d G U . A -1
#C23 C 1.234(5) 0.187(5) -0.027(4) 0.14(2) Uiso 0.0833 1 d DG U . A -1
#C24 C 1.145(5) 0.160(5) -0.012(4) 0.14(2) Uiso 0.0833 1 d DG U . A -1
#C25 C 1.116(6) 0.221(5) -0.016(5) 0.14(2) Uiso 0.0833 1 d G U . A -1
#H25 H 1.0570 0.2033 -0.0061 0.163 Uiso 0.0833 1 calc R . . A -1
#C26 C 1.176(7) 0.310(5) -0.034(6) 0.14(2) Uiso 0.0833 1 d G U . A -1
#H26 H 1.1573 0.3508 -0.0367 0.165 Uiso 0.0833 1 calc R . . A -1
#C27 C 1.265(7) 0.336(5) -0.049(6) 0.14(2) Uiso 0.0833 1 d G U . A -1
#H27 H 1.3053 0.3956 -0.0613 0.167 Uiso 0.0833 1 calc R . . A -1
#
#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
#Cd1 0.0069(4) 0.0069(4) 0.0232(5) 0.000 0.000 0.0013(3)
#F1 0.023(3) 0.023(3) 0.068(7) 0.000 0.000 0.0113(16)
#O2 0.076(4) 0.050(3) 0.093(5) 0.040(3) 0.071(4) 0.037(3)
#C1 0.038(5) 0.043(4) 0.052(5) 0.016(2) 0.031(5) 0.019(3)
#C2 0.044(6) 0.044(4) 0.058(6) 0.019(3) 0.039(5) 0.022(3)
#C3 0.086(7) 0.055(5) 0.093(7) 0.033(5) 0.069(6) 0.045(5)
#N1 0.034(3) 0.034(3) 0.107(7) 0.000 0.000 0.024(4)
#C4 0.036(4) 0.037(4) 0.124(6) 0.000 0.000 0.024(3)
#C5 0.042(4) 0.045(4) 0.138(7) 0.000 0.000 0.031(4)
#C6 0.047(4) 0.047(4) 0.144(7) 0.000 0.000 0.033(4)
#C7 0.041(4) 0.041(4) 0.170(9) 0.000 0.000 0.028(4)
#N2 0.044(4) 0.054(6) 0.155(9) 0.000 0.000 0.027(3)
#
#_geom_special_details            
#;
# All esds (except the esd in the dihedral angle between two l.s. planes)
# are estimated using the full covariance matrix.  The cell esds are taken
# into account individually in the estimation of esds in distances, angles
# and torsion angles; correlations between esds in cell parameters are only
# used when they are defined by crystal symmetry.  An approximate (isotropic)
# treatment of cell esds is used for estimating esds 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
#Cd1 F1 2.1689(6) . ?
#Cd1 O2 2.234(5) 16_556 ?
#Cd1 O2 2.234(5) . ?
#Cd1 O2 2.234(5) 10_665 ?
#Cd1 O2 2.234(5) 19_665 ?
#Cd1 N1 2.298(13) . ?
#F1 Cd1 2.1688(6) 3_665 ?
#F1 Cd1 2.1688(6) 2_655 ?
#O2 C1 1.255(7) . ?
#C1 O2 1.255(7) 21 ?
#C1 C2 1.507(12) . ?
#C2 C3 1.366(10) . ?
#C2 C3 1.366(10) 21 ?
#C3 C3 1.407(15) 9_765 ?
#C3 H3 0.9300 . ?
#N1 C4 1.336(14) . ?
#N1 C4 1.336(14) 19_665 ?
#C4 H4 0.9300 . ?
#C4 C5 1.385(16) . ?
#C5 H5 0.9300 . ?
#C5 C6 1.378(16) . ?
#C6 C5 1.378(16) 19_665 ?
#C6 C7 1.49(2) . ?
#C7 N2 1.351(12) 2_645 ?
#C7 N2 1.351(12) . ?
#N2 C7 1.351(12) 3_765 ?
#C8 C9 1.3900 . ?
#C8 C13 1.3900 . ?
#C8 C24 1.393(12) . ?
#C9 H9 0.9300 . ?
#C9 C10 1.3900 . ?
#C10 H10 0.9300 . ?
#C10 C11 1.3900 . ?
#C11 H11 0.9300 . ?
#C11 C12 1.3900 . ?
#C12 C13 1.3900 . ?
#C12 C17 1.3900 . ?
#C13 C14 1.3900 . ?
#C14 C15 1.3900 . ?
#C14 C18 1.391(12) . ?
#C15 H15 0.9300 . ?
#C15 C16 1.3900 . ?
#C16 H16 0.9300 . ?
#C16 C17 1.3900 . ?
#C17 H17 0.9300 . ?
#C18 C19 1.3900 . ?
#C18 C23 1.3900 . ?
#C19 H19 0.9300 . ?
#C19 C20 1.3900 . ?
#C20 H20 0.9300 . ?
#C20 C21 1.3900 . ?
#C21 H21 0.9300 . ?
#C21 C22 1.3900 . ?
#C22 C23 1.3900 . ?
#C22 C27 1.3900 . ?
#C23 C24 1.3900 . ?
#C24 C25 1.3900 . ?
#C25 H25 0.9300 . ?
#C25 C26 1.3900 . ?
#C26 H26 0.9300 . ?
#C26 C27 1.3900 . ?
#C27 H27 0.9300 . ?
#
#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
#F1 Cd1 O2 91.51(16) . . ?
#F1 Cd1 O2 91.51(16) . 10_665 ?
#F1 Cd1 O2 91.51(16) . 16_556 ?
#F1 Cd1 O2 91.51(16) . 19_665 ?
#F1 Cd1 N1 180.000(19) . . ?
#O2 Cd1 O2 87.9(5) . 16_556 ?
#O2 Cd1 O2 92.0(4) . 19_665 ?
#O2 Cd1 O2 177.0(3) 19_665 16_556 ?
#O2 Cd1 O2 177.0(3) . 10_665 ?
#O2 Cd1 O2 92.0(4) 16_556 10_665 ?
#O2 Cd1 O2 87.9(5) 19_665 10_665 ?
#O2 Cd1 N1 88.49(16) 19_665 . ?
#O2 Cd1 N1 88.49(16) 10_665 . ?
#O2 Cd1 N1 88.49(16) 16_556 . ?
#O2 Cd1 N1 88.49(16) . . ?
#Cd1 F1 Cd1 119.998(1) . 2_655 ?
#Cd1 F1 Cd1 120.0 2_655 3_665 ?
#Cd1 F1 Cd1 120.0 . 3_665 ?
#C1 O2 Cd1 135.8(5) . . ?
#O2 C1 O2 127.6(9) . 21 ?
#O2 C1 C2 116.2(4) 21 . ?
#O2 C1 C2 116.2(4) . . ?
#C3 C2 C1 120.0(5) . . ?
#C3 C2 C1 120.0(5) 21 . ?
#C3 C2 C3 119.9(10) . 21 ?
#C2 C3 C3 120.0(5) . 9_765 ?
#C2 C3 H3 120.0 . . ?
#C3 C3 H3 120.0 9_765 . ?
#C4 N1 Cd1 120.8(7) 19_665 . ?
#C4 N1 Cd1 120.8(7) . . ?
#C4 N1 C4 118.4(14) . 19_665 ?
#N1 C4 H4 118.8 . . ?
#N1 C4 C5 122.5(11) . . ?
#C5 C4 H4 118.8 . . ?
#C4 C5 H5 120.6 . . ?
#C6 C5 C4 118.7(13) . . ?
#C6 C5 H5 120.6 . . ?
#C5 C6 C5 119.2(17) 19_665 . ?
#C5 C6 C7 120.4(9) . . ?
#C5 C6 C7 120.4(9) 19_665 . ?
#N2 C7 C6 118.0(10) . . ?
#N2 C7 C6 118.0(10) 2_645 . ?
#N2 C7 N2 124.1(19) . 2_645 ?
#C7 N2 C7 115.9(19) 3_765 . ?
#C9 C8 C13 120.0 . . ?
#C9 C8 C24 120.0(4) . . ?
#C13 C8 C24 120.0(4) . . ?
#C8 C9 H9 120.0 . . ?
#C10 C9 C8 120.0 . . ?
#C10 C9 H9 120.0 . . ?
#C9 C10 H10 120.0 . . ?
#C9 C10 C11 120.0 . . ?
#C11 C10 H10 120.0 . . ?
#C10 C11 H11 120.0 . . ?
#C12 C11 C10 120.0 . . ?
#C12 C11 H11 120.0 . . ?
#C11 C12 C17 120.0 . . ?
#C13 C12 C11 120.0 . . ?
#C13 C12 C17 120.0 . . ?
#C12 C13 C8 120.0 . . ?
#C14 C13 C8 120.0 . . ?
#C14 C13 C12 120.0 . . ?
#C13 C14 C15 120.0 . . ?
#C13 C14 C18 120.0(4) . . ?
#C15 C14 C18 120.0(4) . . ?
#C14 C15 H15 120.0 . . ?
#C16 C15 C14 120.0 . . ?
#C16 C15 H15 120.0 . . ?
#C15 C16 H16 120.0 . . ?
#C15 C16 C17 120.0 . . ?
#C17 C16 H16 120.0 . . ?
#C12 C17 H17 120.0 . . ?
#C16 C17 C12 120.0 . . ?
#C16 C17 H17 120.0 . . ?
#C19 C18 C14 119.9(4) . . ?
#C19 C18 C23 120.0 . . ?
#C23 C18 C14 120.1(4) . . ?
#C18 C19 H19 120.0 . . ?
#C18 C19 C20 120.0 . . ?
#C20 C19 H19 120.0 . . ?
#C19 C20 H20 120.0 . . ?
#C19 C20 C21 120.0 . . ?
#C21 C20 H20 120.0 . . ?
#C20 C21 H21 120.0 . . ?
#C20 C21 C22 120.0 . . ?
#C22 C21 H21 120.0 . . ?
#C21 C22 C27 120.0 . . ?
#C23 C22 C21 120.0 . . ?
#C23 C22 C27 120.0 . . ?
#C22 C23 C18 120.0 . . ?
#C24 C23 C18 120.0 . . ?
#C24 C23 C22 120.0 . . ?
#C23 C24 C8 119.9(4) . . ?
#C25 C24 C8 120.1(4) . . ?
#C25 C24 C23 120.0 . . ?
#C24 C25 H25 120.0 . . ?
#C24 C25 C26 120.0 . . ?
#C26 C25 H25 120.0 . . ?
#C25 C26 H26 120.0 . . ?
#C25 C26 C27 120.0 . . ?
#C27 C26 H26 120.0 . . ?
#C22 C27 H27 120.0 . . ?
#C26 C27 C22 120.0 . . ?
#C26 C27 H27 120.0 . . ?
#
#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
#_geom_torsion_site_symmetry_2
#_geom_torsion_site_symmetry_3
#_geom_torsion_site_symmetry_4
#_geom_torsion_publ_flag
#Cd1 O2 C1 O2 -6(2) . . . 21 ?
#Cd1 O2 C1 C2 174.6(9) . . . . ?
#Cd1 N1 C4 C5 180.0 . . . . ?
#O2 C1 C2 C3 -0.9(19) . . . 21 ?
#O2 C1 C2 C3 0.9(19) 21 . . . ?
#O2 C1 C2 C3 -179.9(13) . . . . ?
#O2 C1 C2 C3 179.9(13) 21 . . 21 ?
#C1 C2 C3 C3 178.8(16) . . . 9_765 ?
#C3 C2 C3 C3 0(3) 21 . . 9_765 ?
#N1 C4 C5 C6 0.0 . . . . ?
#C4 N1 C4 C5 0.0 19_665 . . . ?
#C4 C5 C6 C5 0.0 . . . 19_665 ?
#C4 C5 C6 C7 180.0 . . . . ?
#C5 C6 C7 N2 0.0 . . . . ?
#C5 C6 C7 N2 180.0 . . . 2_645 ?
#C5 C6 C7 N2 180.0 19_665 . . . ?
#C5 C6 C7 N2 0.0 19_665 . . 2_645 ?
#C6 C7 N2 C7 180.0 . . . 3_765 ?
#N2 C7 N2 C7 0.0 2_645 . . 3_765 ?
#C8 C9 C10 C11 0.0 . . . . ?
#C8 C13 C14 C15 180.0 . . . . ?
#C8 C13 C14 C18 1.1(15) . . . . ?
#C8 C24 C25 C26 -178(2) . . . . ?
#C9 C8 C13 C12 0.0 . . . . ?
#C9 C8 C13 C14 180.0 . . . . ?
#C9 C8 C24 C23 -179.7(5) . . . . ?
#C9 C8 C24 C25 -1(2) . . . . ?
#C9 C10 C11 C12 0.0 . . . . ?
#C10 C11 C12 C13 0.0 . . . . ?
#C10 C11 C12 C17 180.0 . . . . ?
#C11 C12 C13 C8 0.0 . . . . ?
#C11 C12 C13 C14 180.0 . . . . ?
#C11 C12 C17 C16 180.0 . . . . ?
#C12 C13 C14 C15 0.0 . . . . ?
#C12 C13 C14 C18 -178.9(15) . . . . ?
#C13 C8 C9 C10 0.0 . . . . ?
#C13 C8 C24 C23 1(2) . . . . ?
#C13 C8 C24 C25 179.4(9) . . . . ?
#C13 C12 C17 C16 0.0 . . . . ?
#C13 C14 C15 C16 0.0 . . . . ?
#C13 C14 C18 C19 -179.7(5) . . . . ?
#C13 C14 C18 C23 -2(2) . . . . ?
#C14 C15 C16 C17 0.0 . . . . ?
#C14 C18 C19 C20 178(3) . . . . ?
#C14 C18 C23 C22 -178(3) . . . . ?
#C14 C18 C23 C24 2(3) . . . . ?
#C15 C14 C18 C19 1(2) . . . . ?
#C15 C14 C18 C23 179.4(9) . . . . ?
#C15 C16 C17 C12 0.0 . . . . ?
#C17 C12 C13 C8 180.0 . . . . ?
#C17 C12 C13 C14 0.0 . . . . ?
#C18 C14 C15 C16 178.9(15) . . . . ?
#C18 C19 C20 C21 0.0 . . . . ?
#C18 C23 C24 C8 -2(2) . . . . ?
#C18 C23 C24 C25 180.0 . . . . ?
#C19 C18 C23 C22 0.0 . . . . ?
#C19 C18 C23 C24 180.0 . . . . ?
#C19 C20 C21 C22 0.0 . . . . ?
#C20 C21 C22 C23 0.0 . . . . ?
#C20 C21 C22 C27 180.0 . . . . ?
#C21 C22 C23 C18 0.0 . . . . ?
#C21 C22 C23 C24 180.0 . . . . ?
#C21 C22 C27 C26 180.0 . . . . ?
#C22 C23 C24 C8 178(2) . . . . ?
#C22 C23 C24 C25 0.0 . . . . ?
#C23 C18 C19 C20 0.0 . . . . ?
#C23 C22 C27 C26 0.0 . . . . ?
#C23 C24 C25 C26 0.0 . . . . ?
#C24 C8 C9 C10 -179.3(17) . . . . ?
#C24 C8 C13 C12 179.3(17) . . . . ?
#C24 C8 C13 C14 -0.7(17) . . . . ?
#C24 C25 C26 C27 0.0 . . . . ?
#C25 C26 C27 C22 0.0 . . . . ?
#C27 C22 C23 C18 180.0 . . . . ?
#C27 C22 C23 C24 0.0 . . . . ?
#
#_shelx_res_file                  
#;
#    20201202-5-1_sq.res created by SHELXL-2014/7
#
#TITL 20201202-5-1_a.res in P6(3)/mmc
#REM Old TITL 20201202-5-1 in P63/mmc #194
#REM SHELXT solution in P6(3)/mmc
#REM R1 0.142, Rweak 0.005, Alpha 0.020, Orientation as input
#REM Formula found by SHELXT: C53 N43 Cd3
#CELL 1.54184 17.3999 17.3999 15.6318 90 90 120
#ZERR 1.99992 0.0001 0.0001 0.0001 0 0 0
#LATT 1
#SYMM -Y,+X-Y,+Z
#SYMM +Y-X,-X,+Z
#SYMM -X,-Y,0.5+Z
#SYMM +Y,-X+Y,0.5+Z
#SYMM -Y+X,+X,0.5+Z
#SYMM +Y,+X,-Z
#SYMM -Y+X,-Y,-Z
#SYMM -X,-X+Y,-Z
#SYMM -Y,-X,0.5-Z
#SYMM +Y-X,+Y,0.5-Z
#SYMM +X,+X-Y,0.5-Z
#SFAC C H Cd F N O
#UNIT 124 72 6 2 12 24
#EQIV $1 -Y+X,1-Y,-Z
#DFIX 1.37 C14 C15 C11 C10
#DFIX 1.38 C16 C17 C9 C8
#DFIX 1.42 C14 C13 C15 C16 C17 C12 C12 C13 C12 C11 C10 C9 C8 C13
#SADI C14 C15 C15 C16 C16 C17 C17 C12 C14 C13 C12 C11 C11 C10 C10 C9 C8 C13 =
# C9 C8 C12 C13
#SADI 0.04 C11 C9 C12 C10 C10 C8 C17 C11 C9 C13 C16 C12 C15 C17 C14 C8 C14 =
# C16 C15 C13
#SADI 0.04 C14 C12 C17 C13 C11 C13 C12 C8
#SADI C8 C18 C13 C23 C14 C24
#SADI C14 C13 C18 C14 C23 C18 C24 C23 C8 C24 C8 C13
#SADI C13 C18 C13 C24 C14 C23 C8 C14 C18 C24 C23 C8
#DANG 2.43 C16 C12 C12 C10 C9 C13
#DANG 2.48 C14 C8 C17 C11
#DANG 2.42 C14 C16 C15 C17 C11 C9 C10 C8
#DANG 2.45 C14 C12 C17 C13 C12 C8
#FLAT C14 C15 C16 C17 C12 C11 C10 C9 C8 C13
#FLAT C20 C8 C9 C13 C24 C10 C12 C14 C23 C25 C11 C17 C15 C18 C22 C26 C16 C19 =
# C21 C27
#DELU N1 C4 C5 C6 C7 N2
#SIMU 0.01 0.02 2 N1 C4 C5 C6 C7 N2
#SIMU C14 C15 C16 C17 C12 C11 C10 C9 C8 C13
#SIMU 0.01 0.02 2 C24 C14 C15 C13 C18 C23 C16 C12 C8 C19 C22 C17 C11 C9 C25 =
# C20 C27 C21 C10 C26
#RIGU
#ISOR 0.01 0.02 N1 C4 C5 C6 N2
#ISOR 0.01 0.02 F1
#
#L.S. 20 0 5
#PLAN  5
#SIZE 0.2 0.2 0.3
#FREE H3 C27_$1
#FREE H3 H27_$1
#CONF
#MORE -1
#BOND $H
#ABIN
#fmap 2 53
#acta
#REM <olex2.extras>
#REM <HklSrc "%.\\20201202-5-1_sq.hkl">
#REM </olex2.extras>
#
#WGHT    0.143500   28.413000
#EXTI    0.001112
#FVAR       0.36153
#CD1   3    0.738633    0.261367    0.250000    10.25000    0.00690    0.00690 =
#         0.02325    0.00000    0.00000    0.00127
#F1    4    0.666667    0.333333    0.250000    10.08333    0.02256    0.02256 =
#         0.06779    0.00000    0.00000    0.01128
#O2    6    0.832969    0.351789    0.150828    11.00000    0.07629    0.04972 =
#         0.09258    0.04034    0.07095    0.03681
#C1    1    0.859949    0.429974    0.126706    10.50000    0.03772    0.04341 =
#         0.05239    0.01573    0.03145    0.01886
#C2    1    0.932353    0.466176    0.060170    10.50000    0.04368    0.04408 =
#         0.05817    0.01931    0.03862    0.02184
#C3    1    0.965637    0.550799    0.030441    11.00000    0.08637    0.05464 =
#         0.09265    0.03268    0.06855    0.04459
#AFIX  43
#H3    2    0.942841    0.585696    0.050468    11.00000   -1.20000
#AFIX   0
#N1    5    0.814877    0.185123    0.250000    10.25000    0.03390    0.03390 =
#         0.10658    0.00000    0.00000    0.02352
#C4    1    0.903535    0.228397    0.250000    10.50000    0.03628    0.03652 =
#         0.12360    0.00000    0.00000    0.02355
#AFIX  43
#H4    2    0.933975    0.290112    0.250000    10.50000   -1.20000
#AFIX   0
#C5    1    0.951794    0.184813    0.250000    10.50000    0.04247    0.04526 =
#         0.13840    0.00000    0.00000    0.03107
#AFIX  43
#H5    2    1.013501    0.216650    0.250000    10.50000   -1.20000
#AFIX   0
#C6    1    0.906649    0.093351    0.250000    10.25000    0.04689    0.04689 =
#         0.14353    0.00000    0.00000    0.03278
#C7    1    0.956127    0.043873    0.250000    10.25000    0.04143    0.04143 =
#         0.17004    0.00000    0.00000    0.02810
#N2    5    1.045717    0.091435    0.250000    10.25000    0.04357    0.05440 =
#         0.15514    0.00000    0.00000    0.02720
#
#PART -1
#AFIX 116
#C8    1    1.084489    0.070706    0.003935    10.08333    0.14104
#C9    1    0.995707    0.043738    0.018296    10.08333    0.14551
#AFIX  43
#H9    2    0.976614    0.084990    0.016441    10.08333   -1.20000
#AFIX 115
#C10   1    0.935462   -0.044888    0.035430    10.08333    0.14810
#AFIX  43
#H10   2    0.876061   -0.062932    0.045038    10.08333   -1.20000
#AFIX 115
#C11   1    0.963998   -0.106546    0.038202    10.08333    0.14737
#AFIX  43
#H11   2    0.923689   -0.165842    0.049665    10.08333   -1.20000
#AFIX 115
#C12   1    1.052780   -0.079578    0.023841    10.08333    0.14435
#C13   1    1.113026    0.009047    0.006708    10.08333    0.14190
#C14   1    1.201808    0.036019   -0.007654    10.08333    0.13834
#C15   1    1.230346   -0.025637   -0.004882    10.08333    0.14098
#AFIX  43
#H15   2    1.289747   -0.007592   -0.014491    10.08333   -1.20000
#AFIX 115
#C16   1    1.170103   -0.114263    0.012251    10.08333    0.14155
#AFIX  43
#H16   2    1.189197   -0.155514    0.014106    10.08333   -1.20000
#AFIX 115
#C17   1    1.081321   -0.141233    0.026613    10.08333    0.14197
#AFIX  43
#H17   2    1.041014   -0.200531    0.038076    10.08333   -1.20000
#AFIX 116
#C18   1    1.262321    0.124952   -0.023392    10.08333    0.13427
#C19   1    1.351014    0.151771   -0.038099    10.08333    0.13181
#AFIX  43
#H19   2    1.370166    0.110584   -0.035663    10.08333   -1.20000
#AFIX 115
#C20   1    1.411082    0.240147   -0.056446    10.08333    0.13627
#AFIX  43
#H20   2    1.470423    0.258090   -0.066286    10.08333   -1.20000
#AFIX 115
#C21   1    1.382457    0.301706   -0.060086    10.08333    0.14039
#AFIX  43
#H21   2    1.422646    0.360835   -0.072362    10.08333   -1.20000
#AFIX 115
#C22   1    1.293764    0.274888   -0.045379    10.08333    0.13955
#C23   1    1.233695    0.186512   -0.027032    10.08333    0.13655
#C24   1    1.145002    0.159690   -0.012324    10.08333    0.13701
#C25   1    1.116375    0.221247   -0.015964    10.08333    0.13566
#AFIX  43
#H25   2    1.057033    0.203303   -0.006124    10.08333   -1.20000
#AFIX 115
#C26   1    1.176441    0.309624   -0.034311    10.08333    0.13724
#AFIX  43
#H26   2    1.157287    0.350809   -0.036746    10.08333   -1.20000
#AFIX 115
#C27   1    1.265134    0.336445   -0.049018    10.08333    0.13899
#AFIX  43
#H27   2    1.305322    0.395575   -0.061294    10.08333   -1.20000
#AFIX   0
#HKLF 4
#
#REM  20201202-5-1_a.res in P6(3)/mmc
#REM R1 =  0.0670 for    1547 Fo > 4sig(Fo)  and  0.0680 for all    1616 data
#REM     98 parameters refined using    386 restraints
#
#END
#
#WGHT      0.1435     28.4135
#
#REM Highest difference peak  1.779,  deepest hole -1.386,  1-sigma level  0.191
#Q1    1   1.0427  0.0855  0.2969  10.50000  0.05    1.78
#Q2    1   0.9094  0.0906  0.2944  10.50000  0.05    1.41
#Q3    1   0.9566  0.0434  0.2060  10.50000  0.05    1.36
#Q4    1   1.5126  0.2563  0.0165  10.50000  0.05    1.31
#Q5    1   0.9485  0.1811  0.2942  11.00000  0.05    1.17
#;
#_shelx_res_checksum              7268

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20210124-4
_database_code_depnum_ccdc_archive 'CCDC 2099210'
loop_
_audit_author_name
_audit_author_address
NKUB
;Nankai university
China
;
_audit_update_record             
;
2023-07-21 deposited with the CCDC.	2023-08-28 downloaded from the CCDC.
;
_audit_creation_date             2023-07-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            triphenylene@1
_chemical_name_systematic        triphenylene@1
_chemical_formula_moiety         'C60.002 H36.001 Cd3 F1 N6 O12'
_chemical_formula_sum            'C60 H36 Cd3 F N6 O12'
_chemical_formula_weight         1389.20
_chemical_melting_point          ?
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'
Cd Cd 0.1185 4.6533 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'

_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.
;
_space_group_crystal_system      hexagonal
_space_group_IT_number           194
_space_group_name_H-M_alt        'P 63/m m c'
_space_group_name_Hall           '-P 6c 2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'y, x, z-1/2'
'x-y, -y, z-1/2'
'-x, -x+y, z-1/2'

_cell_length_a                   17.38640(10)
_cell_length_b                   17.38640(10)
_cell_length_c                   15.72710(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4117.17(5)
_cell_formula_units_Z            1.99992
_cell_measurement_reflns_used    16157
_cell_measurement_temperature    107(11)
_cell_measurement_theta_max      73.5000
_cell_measurement_theta_min      4.0440
_shelx_estimated_absorpt_T_max   0.354
_shelx_estimated_absorpt_T_min   0.354
_exptl_absorpt_coefficient_mu    6.563
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37698
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.121
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1374
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0133
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18448
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.589
_diffrn_reflns_theta_max         66.589
_diffrn_reflns_theta_min         4.065
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      107(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -30.00   8.00   0.50    0.50    --  -35.00 -82.00 -30.00   76
  2  ω    -44.00  -4.00   0.50    0.50    --  -35.00 -77.00 -60.00   80
  3  ω    -45.00   6.00   0.50    0.50    --  -35.00 -77.00-120.00  102
  4  ω     15.00  48.00   0.50    0.50    --   43.40  77.00 -90.00   66
  5  ω    127.00 159.00   0.50    0.50    --  104.50 -30.00 150.00   64
  6  ω     17.00 117.00   0.50    0.50    --  104.50 -30.00 150.00  200
  7  ω     16.00  92.00   0.50    0.50    --  104.50 -61.00 150.00  152
  8  ω     86.00 145.00   0.50    0.50    --  104.50 -45.00 -30.00  118
  9  ω     25.00 135.00   0.50    0.50    --  104.50 -61.00 -60.00  220
 10  ω     38.00 146.00   0.50    0.50    --  104.50 -82.00 150.00  216
 11  ω    101.00 127.00   0.50    0.50    --  104.50  61.00 -90.00   52
 12  ω    148.00 174.00   0.50    0.50    --  104.50  61.00 -90.00   52
 13  ω     46.00  72.00   0.50    0.50    --  104.50 -45.00 -30.00   52
 14  ω    132.00 168.00   0.50    0.50    --  104.50  77.00-150.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0135918000
_diffrn_orient_matrix_UB_12      0.0374957000
_diffrn_orient_matrix_UB_13      -0.0838418000
_diffrn_orient_matrix_UB_21      0.0846273000
_diffrn_orient_matrix_UB_22      0.0050657000
_diffrn_orient_matrix_UB_23      -0.0365561000
_diffrn_orient_matrix_UB_31      -0.0559030000
_diffrn_orient_matrix_UB_32      -0.0950634000
_diffrn_orient_matrix_UB_33      -0.0349880000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1395
_reflns_number_total             1397
_reflns_odcompleteness_completeness 99.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 Structure factors included contributions from the .fab file.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.723
_refine_diff_density_min         -1.368
_refine_diff_density_rms         0.167
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.174
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         1397
_refine_ls_number_restraints     104
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0576
_refine_ls_restrained_S_all      3.242
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0936P)²+39.1868P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1807
_refine_ls_wR_factor_ref         0.1807
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C6-C7
 1.38 with sigma of 0.01
 C18-C13
 1.38 with sigma of 0.01
 C7-C6
 1.38 with sigma of 0.01
 C13-C12
 1.38 with sigma of 0.01
 C6-C1
 1.38 with sigma of 0.01
 C1-C18
 1.38 with sigma of 0.01
 C7-C1 = C6-C18 = C1-C13 = C18-C13
 2.38 with sigma of 0.01
 C13-C12 \\sim C13-C18 \\sim C1-C18 \\sim C6-C1 \\sim C12-C7
 with sigma of 0.02
3. Restrained planarity
 C1, C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C6 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C18 \\sim C13 \\sim C14 \\sim C15 \\sim C16
\\sim C17: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
Uanis(C00A) \\sim Ueq, Uanis(C008) \\sim Ueq, Uanis(C009) \\sim Ueq,
Uanis(C00E) \\sim Ueq, Uanis(N00B) \\sim Ueq, Uanis(N004) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(O003) \\sim Ueq, Uanis(F002) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
5. Others
 Fixed Sof: C6(0.083333) C1(0.083333) C2(0.083333) H2(0.083333) C3(0.083333)
 H3(0.083333) C4(0.083333) H4(0.083333) C5(0.083333) H5(0.083333) C7(0.083333)
 C8(0.083333) H8(0.083333) C9(0.083333) H9(0.083333) C10(0.083333)
 H10(0.083333) C11(0.083333) H11(0.083333) C12(0.083333) C18(0.083333)
 C13(0.083333) C14(0.083333) H14(0.083333) C15(0.083333) H15(0.083333)
 C16(0.083333) H16(0.083333) C17(0.083333) H17(0.083333)
6.a Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C007(H007), C008(H008), C2(H2), C3(H3), C4(H4), C5(H5), C8(H8),
 C9(H9), C10(H10), C11(H11), C14(H14), C15(H15), C16(H16), C17(H17)
6.b Fitted hexagon refined as free rotating group:
 C6(C1,C2,C3,C4,C5), C7(C8,C9,C10,C11,C12), C18(C13,C14,C15,C16,C17)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cd01 Cd 0.73859(2) 0.26141(2) 0.750000 0.0121(3) Uani 1 4 d S T P . .
F002 F 0.666667 0.333333 0.750000 0.036(3) Uani 1 12 d S TU P . .
O003 O 0.6478(4) 0.1662(4) 0.6508(4) 0.0588(18) Uani 1 1 d . U . . .
N00B N 1.0462(7) 0.0924(13) 0.750000 0.088(6) Uani 1 4 d S TU P . .
N004 N 0.8153(4) 0.1847(4) 0.750000 0.049(3) Uani 1 4 d S TU P . .
C00A C 0.7727(8) 0.0963(8) 0.750000 0.059(3) Uani 1 2 d S TU P . .
H00A H 0.709643 0.065361 0.750000 0.071 Uiso 1 2 calc R U P . .
C00E C 0.9560(7) 0.0440(7) 0.750000 0.087(7) Uani 1 4 d S TU P . .
C005 C 0.5329(4) 0.0658(8) 0.5612(8) 0.043(3) Uani 1 2 d S T P . .
C006 C 0.5694(4) 0.1388(7) 0.6268(7) 0.041(3) Uani 1 2 d S T P . .
C007 C 0.5846(6) 0.0326(7) 0.5305(7) 0.064(3) Uani 1 1 d . . . . .
H007 H 0.643130 0.054832 0.551678 0.077 Uiso 1 1 calc R U . . .
C008 C 0.8147(10) 0.0474(9) 0.750000 0.075(4) Uani 1 2 d S TU P . .
H008 H 0.781829 -0.015675 0.750000 0.090 Uiso 1 2 calc R U P . .
C009 C 0.9070(7) 0.0930(7) 0.750000 0.084(6) Uani 1 4 d S TU P . .
C6 C 0.890(4) 0.000(4) 1.011(4) 0.131(18) Uiso 0.0833 1 d DG U P A -1
C1 C 0.803(4) -0.023(4) 1.029(4) 0.127(18) Uiso 0.0833 1 d DG U P A -1
C2 C 0.738(5) -0.111(4) 1.038(4) 0.126(19) Uiso 0.0833 1 d G U P A -1
H2 H 0.678532 -0.126963 1.050477 0.151 Uiso 0.0833 1 calc R U P A -1
C3 C 0.761(6) -0.177(4) 1.030(6) 0.126(19) Uiso 0.0833 1 d G U P A -1
H3 H 0.716474 -0.237895 1.036520 0.152 Uiso 0.0833 1 calc R U P A -1
C4 C 0.848(7) -0.154(5) 1.012(6) 0.125(19) Uiso 0.0833 1 d G U P A -1
H4 H 0.863222 -0.199447 1.006389 0.150 Uiso 0.0833 1 calc R U P A -1
C5 C 0.912(6) -0.066(5) 1.002(6) 0.129(19) Uiso 0.0833 1 d G U P A -1
H5 H 0.972029 -0.050067 0.990216 0.154 Uiso 0.0833 1 calc R U P A -1
C7 C 0.952(4) 0.089(4) 1.001(6) 0.133(18) Uiso 0.0833 1 d DG U P A -1
C8 C 1.036(5) 0.102(6) 0.983(7) 0.135(19) Uiso 0.0833 1 d G U P A -1
H8 H 1.044530 0.051977 0.978775 0.162 Uiso 0.0833 1 calc R U P A -1
C9 C 1.108(4) 0.187(7) 0.973(8) 0.14(2) Uiso 0.0833 1 d G U P A -1
H9 H 1.165015 0.195762 0.961402 0.162 Uiso 0.0833 1 calc R U P A -1
C10 C 1.095(4) 0.260(6) 0.980(8) 0.13(2) Uiso 0.0833 1 d G U P A -1
H10 H 1.144153 0.318285 0.973023 0.162 Uiso 0.0833 1 calc R U P A -1
C11 C 1.011(5) 0.247(4) 0.997(8) 0.135(19) Uiso 0.0833 1 d G U P A -1
H11 H 1.002805 0.297024 1.002016 0.161 Uiso 0.0833 1 calc R U P A -1
C12 C 0.940(4) 0.162(4) 1.008(6) 0.129(18) Uiso 0.0833 1 d DG U P A -1
C18 C 0.784(4) 0.045(4) 1.039(4) 0.126(18) Uiso 0.0833 1 d DG U P A -1
C13 C 0.852(4) 0.132(4) 1.027(5) 0.121(18) Uiso 0.0833 1 d DG U P A -1
C14 C 0.834(5) 0.201(4) 1.032(6) 0.116(19) Uiso 0.0833 1 d G U P A -1
H14 H 0.880360 0.260894 1.024076 0.139 Uiso 0.0833 1 calc R U P A -1
C15 C 0.748(6) 0.184(6) 1.049(6) 0.123(19) Uiso 0.0833 1 d G U P A -1
H15 H 0.736045 0.231386 1.052790 0.148 Uiso 0.0833 1 calc R U P A -1
C16 C 0.680(5) 0.097(6) 1.061(6) 0.128(19) Uiso 0.0833 1 d G U P A -1
H16 H 0.621537 0.084936 1.072676 0.154 Uiso 0.0833 1 calc R U P A -1
C17 C 0.698(4) 0.027(5) 1.056(5) 0.127(19) Uiso 0.0833 1 d G U P A -1
H17 H 0.651342 -0.032009 1.063847 0.152 Uiso 0.0833 1 calc R U P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds 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
Cd01 F002 2.1659(7) . ?
Cd01 O003 2.247(5) 19_665 ?
Cd01 O003 2.247(5) 10_666 ?
Cd01 O003 2.247(5) 16_557 ?
Cd01 O003 2.247(5) . ?
Cd01 N004 2.309(12) . ?
O003 C006 1.256(7) . ?
N00B C00E 1.360(13) 3_765 ?
N00B C00E 1.360(13) . ?
N004 C00A 1.332(13) . ?
N004 C00A 1.332(13) 19_665 ?
C00A H00A 0.9500 . ?
C00A C008 1.370(17) . ?
C00E C009 1.47(3) . ?
C005 C006 1.508(13) . ?
C005 C007 1.376(9) . ?
C005 C007 1.376(9) 20_655 ?
C007 C007 1.372(16) 8_556 ?
C007 H007 0.9500 . ?
C008 H008 0.9500 . ?
C008 C009 1.389(18) . ?
C6 C1 1.3900 . ?
C6 C5 1.3900 . ?
C6 C7 1.382(7) . ?
C1 C2 1.3900 . ?
C1 C18 1.382(8) . ?
C2 H2 0.9500 . ?
C2 C3 1.3900 . ?
C3 H3 0.9500 . ?
C3 C4 1.3900 . ?
C4 H4 0.9500 . ?
C4 C5 1.3900(11) . ?
C5 H5 0.9500 . ?
C7 C8 1.3900 . ?
C7 C12 1.3900 . ?
C8 H8 0.9500 . ?
C8 C9 1.3900(13) . ?
C9 H9 0.9500 . ?
C9 C10 1.3900 . ?
C10 H10 0.9500 . ?
C10 C11 1.3900 . ?
C11 H11 0.9500 . ?
C11 C12 1.3900 . ?
C12 C13 1.383(9) . ?
C18 C13 1.3900 . ?
C18 C17 1.3900 . ?
C13 C14 1.3900 . ?
C14 H14 0.9500 . ?
C14 C15 1.3900 . ?
C15 H15 0.9500 . ?
C15 C16 1.3900 . ?
C16 H16 0.9500 . ?
C16 C17 1.3900 . ?
C17 H17 0.9500 . ?

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
F002 Cd01 O003 91.70(15) . 10_666 ?
F002 Cd01 O003 91.70(15) . 19_665 ?
F002 Cd01 O003 91.70(15) . . ?
F002 Cd01 O003 91.70(15) . 16_557 ?
F002 Cd01 N004 180.00(2) . . ?
O003 Cd01 O003 92.0(4) 10_666 16_557 ?
O003 Cd01 O003 92.0(4) 19_665 . ?
O003 Cd01 O003 176.6(3) 10_666 . ?
O003 Cd01 O003 87.9(4) 16_557 . ?
O003 Cd01 O003 176.6(3) 19_665 16_557 ?
O003 Cd01 O003 87.9(4) 10_666 19_665 ?
O003 Cd01 N004 88.30(15) . . ?
O003 Cd01 N004 88.30(15) 10_666 . ?
O003 Cd01 N004 88.30(15) 16_557 . ?
O003 Cd01 N004 88.30(15) 19_665 . ?
Cd01 F002 Cd01 120.0 . 3_665 ?
Cd01 F002 Cd01 120.0 . 2_655 ?
Cd01 F002 Cd01 120.0 3_665 2_655 ?
C006 O003 Cd01 135.8(5) . . ?
C00E N00B C00E 115(2) 3_765 . ?
C00A N004 Cd01 121.3(7) 19_665 . ?
C00A N004 Cd01 121.3(7) . . ?
C00A N004 C00A 117.5(14) 19_665 . ?
N004 C00A H00A 118.1 . . ?
N004 C00A C008 123.8(12) . . ?
C008 C00A H00A 118.1 . . ?
N00B C00E N00B 125(2) 2_645 . ?
N00B C00E C009 117.6(11) . . ?
N00B C00E C009 117.6(12) 2_645 . ?
C007 C005 C006 120.3(5) . . ?
C007 C005 C006 120.3(5) 20_655 . ?
C007 C005 C007 119.3(10) . 20_655 ?
O003 C006 O003 127.2(9) 20_655 . ?
O003 C006 C005 116.4(4) . . ?
O003 C006 C005 116.4(4) 20_655 . ?
C005 C007 H007 119.8 . . ?
C007 C007 C005 120.4(5) 8_556 . ?
C007 C007 H007 119.8 8_556 . ?
C00A C008 H008 121.1 . . ?
C00A C008 C009 117.9(14) . . ?
C009 C008 H008 121.1 . . ?
C008 C009 C00E 120.4(10) 19_665 . ?
C008 C009 C00E 120.4(10) . . ?
C008 C009 C008 119.2(19) 19_665 . ?
C1 C6 C5 120.00(7) . . ?
C7 C6 C1 118.3(10) . . ?
C7 C6 C5 121.7(10) . . ?
C2 C1 C6 120.0 . . ?
C18 C1 C6 118.2(9) . . ?
C18 C1 C2 121.8(9) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.00(6) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 C6 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C7 C8 112(3) . . ?
C6 C7 C12 128(3) . . ?
C8 C7 C12 120.00(8) . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.00(9) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C7 120.0 . . ?
C13 C12 C7 109(3) . . ?
C13 C12 C11 131(3) . . ?
C1 C18 C13 118.3(10) . . ?
C1 C18 C17 121.6(10) . . ?
C13 C18 C17 120.0 . . ?
C12 C13 C18 128(3) . . ?
C12 C13 C14 112(3) . . ?
C18 C13 C14 120.00(6) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.00(6) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.00(5) . . ?
C17 C16 H16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 C18 120.00(8) . . ?
C16 C17 H17 120.0 . . ?

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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cd01 O003 C006 O003 7(2) . . . 20_655 ?
Cd01 O003 C006 C005 -174.1(8) . . . . ?
Cd01 N004 C00A C008 180.000(0) . . . . ?
N00B C00E C009 C008 180.000(0) . . . . ?
N00B C00E C009 C008 0.000(0) . . . 19_665 ?
N00B C00E C009 C008 180.000(0) 2_645 . . 19_665 ?
N00B C00E C009 C008 0.000(0) 2_645 . . . ?
N004 C00A C008 C009 0.000(1) . . . . ?
C00A N004 C00A C008 0.000(1) 19_665 . . . ?
C00A C008 C009 C00E 180.000(0) . . . . ?
C00A C008 C009 C008 0.0 . . . 19_665 ?
C00E N00B C00E N00B 0.0 3_765 . . 2_645 ?
C00E N00B C00E C009 180.000(1) 3_765 . . . ?
C006 C005 C007 C007 -178.7(14) . . . 8_556 ?
C007 C005 C006 O003 179.2(12) . . . 20_655 ?
C007 C005 C006 O003 -179.2(12) 20_655 . . . ?
C007 C005 C006 O003 -0.1(18) . . . . ?
C007 C005 C006 O003 0.1(18) 20_655 . . 20_655 ?
C007 C005 C007 C007 1(3) 20_655 . . 8_556 ?
C6 C1 C2 C3 0.0 . . . . ?
C6 C1 C18 C13 3(3) . . . . ?
C6 C1 C18 C17 179.3(17) . . . . ?
C6 C7 C8 C9 -179(3) . . . . ?
C6 C7 C12 C11 178(4) . . . . ?
C6 C7 C12 C13 0(4) . . . . ?
C1 C6 C5 C4 0.0 . . . . ?
C1 C6 C7 C8 179.7(15) . . . . ?
C1 C6 C7 C12 1(4) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C1 C18 C13 C12 -2(4) . . . . ?
C1 C18 C13 C14 177(3) . . . . ?
C1 C18 C17 C16 -177(4) . . . . ?
C2 C1 C18 C13 -179.1(15) . . . . ?
C2 C1 C18 C17 -3(3) . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C5 C6 C1 C2 0.0 . . . . ?
C5 C6 C1 C18 178(2) . . . . ?
C5 C6 C7 C8 -1(3) . . . . ?
C5 C6 C7 C12 -180(2) . . . . ?
C7 C6 C1 C2 179(2) . . . . ?
C7 C6 C1 C18 -2(3) . . . . ?
C7 C6 C5 C4 -179(2) . . . . ?
C7 C8 C9 C10 0.0 . . . . ?
C7 C12 C13 C18 0(4) . . . . ?
C7 C12 C13 C14 -178(2) . . . . ?
C8 C7 C12 C11 0.0 . . . . ?
C8 C7 C12 C13 -179(4) . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C10 C11 C12 C7 0.0 . . . . ?
C10 C11 C12 C13 178(5) . . . . ?
C11 C12 C13 C18 -178(3) . . . . ?
C11 C12 C13 C14 4(5) . . . . ?
C12 C7 C8 C9 0.0 . . . . ?
C12 C13 C14 C15 179(4) . . . . ?
C18 C1 C2 C3 -178(2) . . . . ?
C18 C13 C14 C15 0.0 . . . . ?
C13 C18 C17 C16 0.0 . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C14 C15 C16 C17 0.0 . . . . ?
C15 C16 C17 C18 0.0 . . . . ?
C17 C18 C13 C12 -178(4) . . . . ?
C17 C18 C13 C14 0.0 . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.333 0.333 0.250 742.0 202.0 ?
2 0.333 0.667 0.750 742.0 197.2 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cd-bdc-tpt_sq
_database_code_depnum_ccdc_archive 'CCDC 2099209'
loop_
_audit_author_name
_audit_author_address
Cd-TPT-BDC
;Nankai university
China
;
_audit_update_record             
;
2023-07-21 deposited with the CCDC.	2023-08-28 downloaded from the CCDC.
;
_audit_creation_date             2023-07-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            'CP 1'
_chemical_name_systematic        1
_chemical_formula_moiety         'C42.002 H24.001 Cd3 F1 N6 O12'
_chemical_formula_sum            'C42 H24 Cd3 F N6 O12'
_chemical_formula_weight         1160.92
_chemical_melting_point          ?
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'
Cd Cd 0.1185 4.6533 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'

_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.
;
_space_group_crystal_system      hexagonal
_space_group_IT_number           194
_space_group_name_H-M_alt        'P 63/m m c'
_space_group_name_Hall           '-P 6c 2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'y, x, z-1/2'
'x-y, -y, z-1/2'
'-x, -x+y, z-1/2'

_cell_length_a                   17.4307(2)
_cell_length_b                   17.4307(2)
_cell_length_c                   15.9206(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4189.09(11)
_cell_formula_units_Z            1.99992
_cell_measurement_reflns_used    10274
_cell_measurement_temperature    175.57(10)
_cell_measurement_theta_max      73.1010
_cell_measurement_theta_min      4.0690
_shelx_estimated_absorpt_T_max   0.362
_shelx_estimated_absorpt_T_min   0.251
_exptl_absorpt_coefficient_mu    6.373
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.13745
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.920
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1134
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0743
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14141
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.718
_diffrn_reflns_theta_min         2.927
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      175.57(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -88.00  -4.00   0.50    0.50    --    0.00 -57.00  90.00  168
  2  ω     29.00  59.00   0.50    0.50    --    0.00  57.00  60.00   60
  3  ω     52.00 160.00   0.50    0.50    --   98.20  30.00 120.00  216
  4  ω      9.00 126.00   0.50    0.50    --   98.20 -82.00 -90.00  234
  5  ω     75.00 130.00   0.50    0.50    --   98.20  61.00 150.00  110
  6  ω    156.00 186.00   0.50    0.50    --   98.20  61.00 150.00   60
  7  ω     71.00 166.00   0.50    0.50    --   98.20  45.00 150.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0534380000
_diffrn_orient_matrix_UB_12      -0.0287949000
_diffrn_orient_matrix_UB_13      -0.0557621000
_diffrn_orient_matrix_UB_21      -0.0780890000
_diffrn_orient_matrix_UB_22      -0.0434086000
_diffrn_orient_matrix_UB_23      -0.0620322000
_diffrn_orient_matrix_UB_31      0.0382414000
_diffrn_orient_matrix_UB_32      0.0878117000
_diffrn_orient_matrix_UB_33      -0.0489501000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1549
_reflns_number_total             1610
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.838
_refine_diff_density_min         -1.149
_refine_diff_density_rms         0.129
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     65
_refine_ls_number_reflns         1610
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0489
_refine_ls_restrained_S_all      1.215
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0885P)²+10.1841P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1454
_refine_ls_wR_factor_ref         0.1461
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(N2) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C5) \\sim
Ueq, Uanis(C4) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of
0.02
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Cd1 Cd 0.73867(2) 0.47733(3) 0.250000 0.0192(2) Uani 1 4 d S T P . .
F1 F 0.666667 0.333333 0.250000 0.0342(18) Uani 1 12 d S T P . .
O2 O 0.6468(2) 0.4817(2) 0.3487(2) 0.0589(11) Uani 1 1 d . . . . .
N1 N 0.8158(2) 0.6315(5) 0.250000 0.050(2) Uani 1 4 d S T P . .
N2 N 0.9101(6) 0.9551(3) 0.250000 0.071(3) Uani 1 4 d S TU P . .
C1 C 0.5694(2) 0.4306(2) 0.3727(4) 0.0401(14) Uani 1 2 d S T P . .
C2 C 0.5332(2) 0.4668(2) 0.4387(4) 0.0426(15) Uani 1 2 d S T P . .
C3 C 0.4486(4) 0.4155(4) 0.4699(4) 0.0668(17) Uani 1 1 d . . . . .
H3 H 0.412716 0.356622 0.449988 0.080 Uiso 1 1 calc R U . . .
C4 C 0.7734(5) 0.6766(5) 0.250000 0.068(2) Uani 1 2 d S TU P . .
H4 H 0.710478 0.644518 0.250000 0.082 Uiso 1 2 calc R U P . .
C5 C 0.8158(5) 0.7678(5) 0.250000 0.072(2) Uani 1 2 d S TU P . .
H5 H 0.782561 0.797487 0.250000 0.086 Uiso 1 2 calc R U P . .
C6 C 0.9079(4) 0.8157(7) 0.250000 0.064(3) Uani 1 4 d S TU P . .
C7 C 0.9575(3) 0.9150(7) 0.250000 0.065(3) Uani 1 4 d S TU P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds 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
Cd1 F1 2.1737(4) . ?
Cd1 O2 2.272(3) . ?
Cd1 O2 2.272(3) 20_655 ?
Cd1 O2 2.272(3) 11_655 ?
Cd1 O2 2.272(3) 16_556 ?
Cd1 N1 2.328(7) . ?
O2 C1 1.248(4) . ?
N1 C4 1.320(8) . ?
N1 C4 1.320(8) 20_655 ?
N2 C7 1.322(6) 3_675 ?
N2 C7 1.322(6) . ?
C1 C2 1.517(7) . ?
C2 C3 1.379(6) 19_665 ?
C2 C3 1.379(6) . ?
C3 C3 1.386(9) 7_556 ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.378(11) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(9) . ?
C6 C7 1.498(15) . ?

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
F1 Cd1 O2 91.67(9) . 20_655 ?
F1 Cd1 O2 91.67(10) . 16_556 ?
F1 Cd1 O2 91.67(9) . 11_655 ?
F1 Cd1 O2 91.67(10) . . ?
F1 Cd1 N1 180.00(3) . . ?
O2 Cd1 O2 176.66(19) 11_655 . ?
O2 Cd1 O2 92.4(2) 20_655 . ?
O2 Cd1 O2 87.5(2) 20_655 11_655 ?
O2 Cd1 O2 176.66(19) 20_655 16_556 ?
O2 Cd1 O2 92.4(2) 11_655 16_556 ?
O2 Cd1 O2 87.5(2) . 16_556 ?
O2 Cd1 N1 88.33(10) 20_655 . ?
O2 Cd1 N1 88.33(10) . . ?
O2 Cd1 N1 88.33(10) 16_556 . ?
O2 Cd1 N1 88.33(10) 11_655 . ?
Cd1 F1 Cd1 120.000(1) . 2_655 ?
Cd1 F1 Cd1 120.0 3_665 . ?
Cd1 F1 Cd1 120.0 3_665 2_655 ?
C1 O2 Cd1 135.7(3) . . ?
C4 N1 Cd1 121.0(4) 20_655 . ?
C4 N1 Cd1 121.0(4) . . ?
C4 N1 C4 117.9(9) . 20_655 ?
C7 N2 C7 114.5(11) 3_675 . ?
O2 C1 O2 127.7(5) 19_665 . ?
O2 C1 C2 116.2(3) 19_665 . ?
O2 C1 C2 116.2(3) . . ?
C3 C2 C1 120.8(3) 19_665 . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 C3 118.4(6) 19_665 . ?
C2 C3 C3 120.8(3) . 7_556 ?
C2 C3 H3 119.6 . . ?
C3 C3 H3 119.6 7_556 . ?
N1 C4 H4 118.3 . . ?
N1 C4 C5 123.4(7) . . ?
C5 C4 H4 118.3 . . ?
C4 C5 H5 120.5 . . ?
C4 C5 C6 119.0(7) . . ?
C6 C5 H5 120.5 . . ?
C5 C6 C5 117.3(10) . 20_655 ?
C5 C6 C7 121.4(5) . . ?
C5 C6 C7 121.4(5) 20_655 . ?
N2 C7 N2 125.5(10) 2_765 . ?
N2 C7 C6 117.3(5) 2_765 . ?
N2 C7 C6 117.2(5) . . ?

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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cd1 O2 C1 O2 4.4(13) . . . 19_665 ?
Cd1 O2 C1 C2 -175.4(4) . . . . ?
Cd1 N1 C4 C5 180.0 . . . . ?
O2 C1 C2 C3 -0.7(10) . . . 19_665 ?
O2 C1 C2 C3 0.7(10) 19_665 . . . ?
O2 C1 C2 C3 179.5(7) 19_665 . . 19_665 ?
O2 C1 C2 C3 -179.5(7) . . . . ?
N1 C4 C5 C6 0.0 . . . . ?
C1 C2 C3 C3 -179.9(9) . . . 7_556 ?
C3 C2 C3 C3 1.3(17) 19_665 . . 7_556 ?
C4 N1 C4 C5 0.0 20_655 . . . ?
C4 C5 C6 C5 0.0 . . . 20_655 ?
C4 C5 C6 C7 180.0 . . . . ?
C5 C6 C7 N2 0.0 20_655 . . 2_765 ?
C5 C6 C7 N2 180.0 20_655 . . . ?
C5 C6 C7 N2 0.0 . . . . ?
C5 C6 C7 N2 180.0 . . . 2_765 ?
C7 N2 C7 N2 0.0 3_675 . . 2_765 ?
C7 N2 C7 C6 180.0 3_675 . . . ?

_platon_squeeze_details          ?
_platon_squeeze_special_details  ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.005 -0.004 -0.013 2563 648 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.424
_oxdiff_exptl_absorpt_empirical_full_min 0.285
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_sq
_database_code_depnum_ccdc_archive 'CCDC 2283604'
loop_
_audit_author_name
_audit_author_address
NKUD
;Nankai university
China
;
_audit_update_record             
;
2023-07-21 deposited with the CCDC.	2023-08-28 downloaded from the CCDC.
;
_audit_creation_date             2021-04-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            2
_chemical_name_systematic        2
_chemical_formula_moiety         '0.5(C84 H48 F2 N12 O24 Zn6)'
_chemical_formula_sum            'C42 H24 F N6 O12 Zn3'
_chemical_formula_weight         1019.78
_chemical_melting_point          ?
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'
F F 0.0727 0.0534 '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'

_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.
;
_space_group_crystal_system      hexagonal
_space_group_IT_number           194
_space_group_name_H-M_alt        'P 63/m m c'
_space_group_name_Hall           '-P 6c 2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'y, x, z-1/2'
'x-y, -y, z-1/2'
'-x, -x+y, z-1/2'

_cell_length_a                   16.9122(2)
_cell_length_b                   16.9122(2)
_cell_length_c                   14.6638(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3632.26(10)
_cell_formula_units_Z            1.999992
_cell_measurement_reflns_used    5981
_cell_measurement_temperature    286.9(6)
_cell_measurement_theta_max      76.2210
_cell_measurement_theta_min      6.0160
_shelx_estimated_absorpt_T_max   0.862
_shelx_estimated_absorpt_T_min   0.862
_exptl_absorpt_coefficient_mu    1.533
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light white'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    0.932
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1026
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9346
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.400
_diffrn_reflns_theta_min         6.043
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      286.9(6)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -33.00  39.00   0.50    0.50    --    0.00  82.00 120.00  144
  2  ω     91.00 192.00   0.50    0.90    --  102.30  57.00-120.00  202
  3  ω    114.00 181.00   0.50    0.90    --  102.30  82.00-180.00  134
  4  ω     85.00 179.00   0.50    0.90    --  102.30  82.00 -30.00  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0303536000
_diffrn_orient_matrix_UB_12      -0.0735148000
_diffrn_orient_matrix_UB_13      -0.0747708000
_diffrn_orient_matrix_UB_21      0.1006971000
_diffrn_orient_matrix_UB_22      0.0324206000
_diffrn_orient_matrix_UB_23      -0.0221662000
_diffrn_orient_matrix_UB_31      -0.0004448000
_diffrn_orient_matrix_UB_32      -0.0678727000
_diffrn_orient_matrix_UB_33      0.0703763000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1378
_reflns_number_total             1460
_reflns_odcompleteness_completeness 99.55
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.759
_refine_diff_density_min         -0.973
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     65
_refine_ls_number_reflns         1460
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0533
_refine_ls_restrained_S_all      1.109
_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)+(0.0461P)²+4.6583P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1320
_refine_ls_wR_factor_ref         0.1331
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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 0.73608(2) 0.26392(2) 0.7500 0.0429(2) Uani 1 4 d S T P . .
F1 F 0.6667 0.3333 0.7500 0.0648(16) Uani 1 12 d S T P . .
O2 O 0.6539(2) 0.1763(2) 0.6529(2) 0.1137(12) Uani 1 1 d . . . . .
N1 N 0.80997(15) 0.19003(15) 0.7500 0.0578(12) Uani 1 4 d S T P . .
N2 N 1.04642(18) 0.0928(4) 0.7500 0.0675(14) Uani 1 4 d S T P . .
C1 C 0.57505(19) 0.1501(4) 0.6278(4) 0.0864(17) Uani 1 2 d S T P . .
C2 C 0.5356(2) 0.0712(4) 0.5619(5) 0.0918(19) Uani 1 2 d S T P . .
C3 C 0.5871(3) 0.0364(4) 0.5310(5) 0.153(3) Uani 1 1 d . . . . .
H3 H 0.6470 0.0607 0.5511 0.184 Uiso 1 1 calc R . . . .
C4 C 0.8998(3) 0.2328(3) 0.7500 0.0718(14) Uani 1 2 d S T P . .
H4 H 0.9313 0.2963 0.7500 0.086 Uiso 1 2 calc RS T P . .
C5 C 0.9497(3) 0.1893(3) 0.7500 0.0736(14) Uani 1 2 d S T P . .
H5 H 1.0132 0.2229 0.7500 0.088 Uiso 1 2 calc RS T P . .
C6 C 0.9049(2) 0.0951(2) 0.7500 0.0614(15) Uani 1 4 d S T P . .
C7 C 0.9550(2) 0.0450(2) 0.7500 0.0611(15) Uani 1 4 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds 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 F1 2.0332(7) . ?
Zn1 O2 2.024(3) 16_557 ?
Zn1 O2 2.024(3) 19_665 ?
Zn1 O2 2.024(3) 10_666 ?
Zn1 O2 2.024(3) . ?
Zn1 N1 2.164(4) . ?
F1 Zn1 2.0332(7) 2_655 ?
F1 Zn1 2.0332(7) 3_665 ?
O2 C1 1.232(3) . ?
N1 C4 1.317(5) . ?
N1 C4 1.317(5) 19_665 ?
N2 C7 1.339(4) . ?
N2 C7 1.339(4) 3_765 ?
C1 O2 1.232(3) 20_655 ?
C1 C2 1.506(6) . ?
C2 C3 1.350(5) . ?
C2 C3 1.350(5) 20_655 ?
C3 C3 1.401(8) 8_556 ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.369(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.381(5) . ?
C6 C5 1.381(5) 19_665 ?
C6 C7 1.467(8) . ?
C7 N2 1.339(4) 2_645 ?

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
F1 Zn1 N1 180.00(2) . . ?
O2 Zn1 F1 92.22(8) 10_666 . ?
O2 Zn1 F1 92.22(8) 19_665 . ?
O2 Zn1 F1 92.22(8) 16_557 . ?
O2 Zn1 F1 92.22(8) . . ?
O2 Zn1 O2 89.4(2) 16_557 . ?
O2 Zn1 O2 90.4(2) 10_666 16_557 ?
O2 Zn1 O2 89.4(2) 10_666 19_665 ?
O2 Zn1 O2 90.4(2) 19_665 . ?
O2 Zn1 O2 175.56(17) 10_666 . ?
O2 Zn1 O2 175.56(17) 19_665 16_557 ?
O2 Zn1 N1 87.78(8) . . ?
O2 Zn1 N1 87.78(8) 16_557 . ?
O2 Zn1 N1 87.78(8) 19_665 . ?
O2 Zn1 N1 87.78(8) 10_666 . ?
Zn1 F1 Zn1 120.0 . 3_665 ?
Zn1 F1 Zn1 120.0 2_655 3_665 ?
Zn1 F1 Zn1 120.0 . 2_655 ?
C1 O2 Zn1 134.2(3) . . ?
C4 N1 Zn1 121.6(3) 19_665 . ?
C4 N1 Zn1 121.6(3) . . ?
C4 N1 C4 116.9(5) . 19_665 ?
C7 N2 C7 116.9(6) . 3_765 ?
O2 C1 O2 128.8(5) 20_655 . ?
O2 C1 C2 115.5(2) 20_655 . ?
O2 C1 C2 115.5(2) . . ?
C3 C2 C1 120.3(3) 20_655 . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 C3 119.3(5) 20_655 . ?
C2 C3 C3 120.3(3) . 8_556 ?
C2 C3 H3 119.8 . . ?
C3 C3 H3 119.8 8_556 . ?
N1 C4 H4 118.1 . . ?
N1 C4 C5 123.8(4) . . ?
C5 C4 H4 118.1 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.4(4) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C5 116.7(6) . 19_665 ?
C5 C6 C7 121.7(3) . . ?
C5 C6 C7 121.7(3) 19_665 . ?
N2 C7 N2 123.1(6) . 2_645 ?
N2 C7 C6 118.4(3) . . ?
N2 C7 C6 118.4(3) 2_645 . ?

_platon_squeeze_details          ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.009 -0.006 -0.013 2101 405 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.176
_oxdiff_exptl_absorpt_empirical_full_min 0.747
