#------------------------------------------------------------------------------
#$Date: 2021-10-06 19:00:30 +0300 (Wed, 06 Oct 2021) $
#$Revision: 269741 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/09/7060909.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7060909
loop_
_publ_author_name
'Younes, Eyad A.'
'Issa, Maram J.'
'Abdollahi, Maryam F.'
'Ding, Yuan-Fu'
'Rasras, Anas J.'
'Mok, Greta S. P.'
'Lin, Jian-Bin'
'Zhao, Yuming'
_publ_section_title
;
 Studies of cyanomethylcarbamoyl-bridged anthracene and pyrene
 fluorophores
;
_journal_issue                   37
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              17366
_journal_page_last               17376
_journal_paper_doi               10.1039/D1NJ03044B
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         '2(C27 H18 N2 O), 3(C H Cl3)'
_chemical_formula_sum            'C57 H39 Cl9 N4 O2'
_chemical_formula_weight         1130.97
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2020-09-24
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-06-11 deposited with the CCDC.	2021-08-17 downloaded from the CCDC.
;
_cell_angle_alpha                92.4379(16)
_cell_angle_beta                 94.2137(15)
_cell_angle_gamma                91.8446(16)
_cell_formula_units_Z            1
_cell_length_a                   10.3742(2)
_cell_length_b                   11.1000(2)
_cell_length_c                   11.2768(2)
_cell_measurement_reflns_used    16301
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.2750
_cell_measurement_theta_min      3.9220
_cell_volume                     1293.07(4)
_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    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     31.00 120.00   0.50    0.06    --   47.95  63.00 -69.00  178
  2  ω     91.00 178.00   0.50    0.24    --  107.75  63.00 -69.00  174
  3  ω     95.00 178.00   0.50    0.24    --  107.75 125.00-120.00  166
  4  ω     95.00 178.00   0.50    0.24    --  107.75  45.00 -30.00  166
  5  ω     95.00 178.00   0.50    0.24    --  107.75  30.00-120.00  166
  6  ω     95.00 178.00   0.50    0.24    --  107.75  45.00 -90.00  166
  7  ω     95.00 178.00   0.50    0.24    --  107.75  30.00  60.00  166
  8  ω     95.00 178.00   0.50    0.24    --  107.75  30.00-150.00  166
  9  ω     95.00 178.00   0.50    0.24    --  107.75  30.00-180.00  166
 10  ω     35.00 112.00   0.50    0.24    --  107.75-125.00 -60.00  154
 11  ω     35.00 106.00   0.50    0.24    --  107.75 -94.00  90.00  142
 12  ω     39.00 118.00   0.50    0.24    --  107.75-133.00  -3.95  158
 13  ω     35.00  82.00   0.50    0.24    --  107.75 -63.00 153.00   94
 14  ω     35.00 106.00   0.50    0.24    --  107.75 -94.00  60.00  142
 15  ω     35.00  79.00   0.50    0.24    --  107.75 -61.00 -60.00   88
 16  ω     35.00 106.00   0.50    0.24    --  107.75 -94.00-120.00  142
 17  ω     35.00 131.00   0.50    0.24    --  107.75 -77.00-150.00  192
 18  ω     35.00 106.00   0.50    0.24    --  107.75 -94.00  30.00  142
 19  ω     35.00 112.00   0.50    0.24    --  107.75-125.00  60.00  154
 20  ω     35.00 131.00   0.50    0.24    --  107.75 -77.00  90.00  192
 21  ω     35.00 106.00   0.50    0.24    --  107.75 -94.00 -30.00  142
 22  ω     35.00  79.00   0.50    0.24    --  107.75 -61.00  30.00   88
 23  ω     35.00  79.00   0.50    0.24    --  107.75 -61.00 -30.00   88
 24  ω     35.00 131.00   0.50    0.24    --  107.75 -77.00 -90.00  192
 25  ω     35.00 112.00   0.50    0.24    --  107.75-125.00  90.00  154
 26  ω     35.00 106.00   0.50    0.24    --  107.75 -94.00 120.00  142
 27  ω     35.00 106.00   0.50    0.24    --  107.75 -94.00 150.00  142
 28  ω     35.00 112.00   0.50    0.24    --  107.75-125.00  30.00  154
 29  ω     35.00 106.00   0.50    0.24    --  107.75 -94.00 -60.00  142
 30  ω     35.00 106.00   0.50    0.24    --  107.75 -94.00-150.00  142
 31  ω     35.00 106.00   0.50    0.24    --  107.75 -94.00-180.00  142
 32  ω     25.00 120.00   0.50    0.06    --   47.95  77.00-180.00  190
 33  ω    -34.00  25.00   0.50    0.06    --  -47.95  37.00-120.00  118
 34  ω    -65.00  25.00   0.50    0.06    --  -47.95  63.00 -69.00  180
 35  ω    -43.00 -14.00   0.50    0.24    --  -86.25  45.00  60.00   58
 36  ω    -43.00 -14.00   0.50    0.24    --  -86.25  45.00 120.00   58
 37  ω    -16.00  28.00   0.50    0.06    --  -47.95  19.00 150.00   88
 38  ω    -24.00  65.00   0.50    0.06    --   47.95 -63.00 153.00  178
 39  ω    -68.00 -13.00   0.50    0.24    --  -86.25  63.00 -69.00  110
 40  ω    -86.00 -13.00   0.50    0.06    --  -47.95 125.00  30.00  146
 41  ω   -119.00 -33.00   0.50    0.06    --  -47.95 -57.00 -30.00  172
 42  ω   -120.00 -31.00   0.50    0.06    --  -47.95 -63.00 153.00  178
 43  ω   -120.00 -25.00   0.50    0.06    --  -47.95 -77.00  60.00  190
 44  ω   -119.00 -33.00   0.50    0.06    --  -47.95 -57.00  90.00  172
 45  ω   -120.00 -62.00   0.50    0.06    --  -47.95 -77.00 -60.00  116
 46  ω   -120.00 -25.00   0.50    0.06    --  -47.95 -77.00-120.00  190
 47  ω   -159.00 -69.00   0.50    0.24    --  -86.25 -63.00 153.00  180
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1145434000
_diffrn_orient_matrix_UB_12      0.0305444000
_diffrn_orient_matrix_UB_13      0.0740721000
_diffrn_orient_matrix_UB_21      0.0192727000
_diffrn_orient_matrix_UB_22      -0.1164710000
_diffrn_orient_matrix_UB_23      0.0677520000
_diffrn_orient_matrix_UB_31      0.0933500000
_diffrn_orient_matrix_UB_32      0.0694644000
_diffrn_orient_matrix_UB_33      0.0934710000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0665
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            32585
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.373
_diffrn_reflns_theta_min         3.935
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.842
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47077
_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_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_description       irregular
_exptl_crystal_F_000             578
_exptl_crystal_size_max          0.208
_exptl_crystal_size_mid          0.137
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.969
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       0.0015(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         5420
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0437
_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)+(0.0525P)²+0.8660P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1124
_refine_ls_wR_factor_ref         0.1165
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4780
_reflns_number_total             5420
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj03044b2.cif
_cod_data_source_block           np
_cod_depositor_comments
'Adding full bibliography for 7060907--7060910.cif.'
_cod_database_code               7060909
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C27H18N2O
_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.
;
_shelx_estimated_absorpt_t_max   0.728
_shelx_estimated_absorpt_t_min   0.432
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Restrained distances
 C2S-Cl4S = C2S-Cl6S = C2S-Cl5S
 1.78 with sigma of 0.02
 C2S-Cl4S \\sim C2S-Cl6S \\sim C2S-Cl5S
 with sigma of 0.02
 Cl4S-Cl6S \\sim Cl6S-Cl5S \\sim Cl5S-Cl4S
 with sigma of 0.04
3. Rigid bond restraints
 Cl4S, Cl5S, Cl6S
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Cl4S \\sim Cl5S \\sim Cl6S \\sim C2S: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
Cl4S \\sim Cl5S \\sim Cl6S: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 1.7A
5. Rigid body (RIGU) restrains
 Cl4S, Cl5S, Cl6S, C2S
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: Cl4S(0.5) Cl5S(0.5) Cl6S(0.5) C2S(0.5) H2S(0.5)
;
_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 1.651
_oxdiff_exptl_absorpt_empirical_full_min 0.454
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1S Cl 0.66672(5) 1.04482(6) 0.20841(6) 0.04832(18) Uani 1 1 d . . . . .
Cl2S Cl 0.58534(6) 0.89216(5) 0.39193(5) 0.04242(16) Uani 1 1 d . . . . .
Cl3S Cl 0.39565(5) 1.01226(5) 0.24319(6) 0.04171(16) Uani 1 1 d . . . . .
C1S C 0.5533(2) 1.02317(18) 0.3138(2) 0.0332(4) Uani 1 1 d . . . . .
H1S H 0.559(3) 1.090(2) 0.371(2) 0.040 Uiso 1 1 d . U . . .
Cl4S Cl 0.01810(11) 0.12982(9) 0.12726(9) 0.0377(2) Uani 0.5 1 d D U P A -1
Cl5S Cl 0.15312(19) -0.05019(15) 0.00612(16) 0.0691(5) Uani 0.5 1 d D U P A -1
Cl6S Cl -0.1229(2) -0.0350(3) -0.04176(16) 0.1002(9) Uani 0.5 1 d D U P A -1
C2S C 0.0221(4) 0.0478(4) -0.0076(4) 0.0376(10) Uani 0.5 1 d D U P A -1
O1 O 0.60250(12) 0.56024(12) 0.35419(11) 0.0222(3) Uani 1 1 d . . . . .
N1 N 0.39894(14) 0.58876(14) 0.28000(13) 0.0198(3) Uani 1 1 d . . . . .
H1 H 0.346(2) 0.594(2) 0.217(2) 0.024 Uiso 1 1 d . U . . .
N2 N 0.41706(16) 0.71467(15) 0.56641(15) 0.0271(3) Uani 1 1 d . . . . .
C1 C 0.52771(16) 0.58323(15) 0.26933(15) 0.0186(3) Uani 1 1 d . . . . .
C2 C 0.57273(16) 0.61243(16) 0.15048(15) 0.0203(3) Uani 1 1 d . . . . .
C3 C 0.53836(19) 0.71868(18) 0.10137(17) 0.0258(4) Uani 1 1 d . . . . .
H3 H 0.481(2) 0.767(2) 0.138(2) 0.031 Uiso 1 1 d . U . . .
C4 C 0.5934(2) 0.7575(2) -0.00193(19) 0.0332(4) Uani 1 1 d . . . . .
H4 H 0.565(3) 0.836(2) -0.032(2) 0.040 Uiso 1 1 d . U . . .
C5 C 0.6837(2) 0.6898(2) -0.05298(18) 0.0319(4) Uani 1 1 d . . . . .
H5 H 0.724(3) 0.716(2) -0.121(2) 0.038 Uiso 1 1 d . U . . .
C6 C 0.72030(17) 0.57823(18) -0.00660(16) 0.0256(4) Uani 1 1 d . . . . .
C7 C 0.81330(19) 0.5057(2) -0.05903(17) 0.0309(4) Uani 1 1 d . . . . .
H7 H 0.857(3) 0.534(2) -0.122(2) 0.037 Uiso 1 1 d . U . . .
C8 C 0.84067(19) 0.3952(2) -0.01842(18) 0.0325(5) Uani 1 1 d . . . . .
H8 H 0.903(3) 0.347(2) -0.056(2) 0.039 Uiso 1 1 d . U . . .
H2S H 0.040(5) 0.100(5) -0.070(5) 0.039 Uiso 0.5 1 d . U P B -1
C9 C 0.7766(2) 0.3508(2) 0.07785(18) 0.0313(4) Uani 1 1 d . . . . .
H9 H 0.795(3) 0.268(2) 0.107(2) 0.038 Uiso 1 1 d . U . . .
C10 C 0.68971(18) 0.41969(18) 0.13348(17) 0.0249(4) Uani 1 1 d . . . . .
H10 H 0.647(2) 0.390(2) 0.200(2) 0.030 Uiso 1 1 d . U . . .
C11 C 0.66101(16) 0.53596(16) 0.09453(15) 0.0206(4) Uani 1 1 d . . . . .
C12 C 0.34439(16) 0.55729(15) 0.39072(15) 0.0176(3) Uani 1 1 d . . . . .
H12 H 0.382(2) 0.485(2) 0.4181(19) 0.021 Uiso 1 1 d . U . . .
C13 C 0.38454(16) 0.64860(16) 0.48822(16) 0.0198(3) Uani 1 1 d . . . . .
C14 C 0.19818(16) 0.54066(15) 0.37262(14) 0.0177(3) Uani 1 1 d . . . . .
C15 C 0.14070(16) 0.42446(15) 0.37907(15) 0.0183(3) Uani 1 1 d . . . . .
C16 C 0.21149(18) 0.31736(17) 0.39972(17) 0.0230(4) Uani 1 1 d . . . . .
H16 H 0.300(2) 0.318(2) 0.410(2) 0.028 Uiso 1 1 d . U . . .
C17 C 0.14952(19) 0.20774(18) 0.40533(19) 0.0290(4) Uani 1 1 d . . . . .
H17 H 0.200(3) 0.136(2) 0.420(2) 0.035 Uiso 1 1 d . U . . .
C18 C 0.01224(19) 0.19518(17) 0.39176(19) 0.0286(4) Uani 1 1 d . . . . .
H18 H -0.031(3) 0.112(2) 0.402(2) 0.036(6) Uiso 1 1 d . . . . .
C19 C -0.05879(17) 0.29349(17) 0.37142(16) 0.0232(4) Uani 1 1 d . . . . .
H19 H -0.151(2) 0.290(2) 0.363(2) 0.028 Uiso 1 1 d . U . . .
C20 C 0.00205(16) 0.41032(16) 0.36304(15) 0.0192(3) Uani 1 1 d . . . . .
C21 C -0.07206(17) 0.51008(17) 0.34058(15) 0.0208(4) Uani 1 1 d . . . . .
H21 H -0.162(2) 0.502(2) 0.333(2) 0.025 Uiso 1 1 d . U . . .
C22 C -0.01584(16) 0.62399(16) 0.32898(15) 0.0198(3) Uani 1 1 d . . . . .
C23 C -0.09361(18) 0.72426(18) 0.30180(17) 0.0255(4) Uani 1 1 d . . . . .
H23 H -0.184(3) 0.712(2) 0.295(2) 0.031 Uiso 1 1 d . U . . .
C24 C -0.03918(19) 0.83604(19) 0.29137(19) 0.0298(4) Uani 1 1 d . . . . .
H24 H -0.091(3) 0.902(2) 0.275(2) 0.036 Uiso 1 1 d . U . . .
C25 C 0.09738(19) 0.85346(17) 0.30741(18) 0.0268(4) Uani 1 1 d . . . . .
H25 H 0.137(2) 0.934(2) 0.299(2) 0.032 Uiso 1 1 d . U . . .
C26 C 0.17539(17) 0.76011(16) 0.33309(16) 0.0217(4) Uani 1 1 d . . . . .
H26 H 0.266(2) 0.776(2) 0.344(2) 0.026 Uiso 1 1 d . U . . .
C27 C 0.12253(16) 0.64062(16) 0.34579(15) 0.0185(3) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Cl Cl 0.3639 0.7018 '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'
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
Cl1S C1S Cl2S 110.58(12) . . ?
Cl1S C1S Cl3S 110.12(13) . . ?
Cl1S C1S H1S 109.7(16) . . ?
Cl2S C1S Cl3S 110.02(11) . . ?
Cl2S C1S H1S 107.3(16) . . ?
Cl3S C1S H1S 109.0(16) . . ?
Cl4S C2S Cl5S 107.7(2) . . ?
Cl4S C2S Cl6S 110.7(3) . . ?
Cl4S C2S H2S 111(3) . . ?
Cl5S C2S H2S 106(3) . . ?
Cl6S C2S Cl5S 110.3(3) . . ?
Cl6S C2S H2S 111(3) . . ?
C1 N1 H1 120.4(15) . . ?
C1 N1 C12 120.32(15) . . ?
C12 N1 H1 117.6(15) . . ?
O1 C1 N1 121.32(16) . . ?
O1 C1 C2 122.66(15) . . ?
N1 C1 C2 115.95(15) . . ?
C3 C2 C1 119.27(16) . . ?
C3 C2 C11 120.34(17) . . ?
C11 C2 C1 120.10(16) . . ?
C2 C3 H3 119.7(16) . . ?
C2 C3 C4 120.91(19) . . ?
C4 C3 H3 119.4(16) . . ?
C3 C4 H4 116.9(16) . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4 123.2(16) . . ?
C4 C5 H5 121.3(16) . . ?
C4 C5 C6 121.10(18) . . ?
C6 C5 H5 117.6(16) . . ?
C5 C6 C7 122.03(18) . . ?
C5 C6 C11 119.29(18) . . ?
C7 C6 C11 118.67(19) . . ?
C6 C7 H7 119.8(16) . . ?
C8 C7 C6 121.20(19) . . ?
C8 C7 H7 119.0(16) . . ?
C7 C8 H8 119.5(16) . . ?
C7 C8 C9 119.93(19) . . ?
C9 C8 H8 120.5(16) . . ?
C8 C9 H9 120.1(15) . . ?
C10 C9 C8 120.6(2) . . ?
C10 C9 H9 119.3(15) . . ?
C9 C10 H10 120.6(15) . . ?
C9 C10 C11 120.67(19) . . ?
C11 C10 H10 118.7(15) . . ?
C6 C11 C2 118.24(17) . . ?
C10 C11 C2 123.02(16) . . ?
C10 C11 C6 118.72(17) . . ?
N1 C12 H12 109.4(13) . . ?
N1 C12 C13 110.91(14) . . ?
N1 C12 C14 110.73(14) . . ?
C13 C12 H12 103.4(13) . . ?
C13 C12 C14 111.91(14) . . ?
C14 C12 H12 110.2(13) . . ?
N2 C13 C12 176.91(19) . . ?
C15 C14 C12 119.32(15) . . ?
C27 C14 C12 119.60(15) . . ?
C27 C14 C15 121.04(15) . . ?
C14 C15 C16 124.35(16) . . ?
C14 C15 C20 118.69(16) . . ?
C16 C15 C20 116.95(15) . . ?
C15 C16 H16 122.6(15) . . ?
C17 C16 C15 121.26(17) . . ?
C17 C16 H16 116.1(15) . . ?
C16 C17 H17 120.0(15) . . ?
C16 C17 C18 121.32(18) . . ?
C18 C17 H17 118.7(15) . . ?
C17 C18 H18 119.1(15) . . ?
C19 C18 C17 119.62(17) . . ?
C19 C18 H18 121.2(15) . . ?
C18 C19 H19 123.0(14) . . ?
C18 C19 C20 121.09(17) . . ?
C20 C19 H19 115.9(14) . . ?
C19 C20 C15 119.74(16) . . ?
C21 C20 C15 119.84(16) . . ?
C21 C20 C19 120.42(16) . . ?
C20 C21 H21 120.5(14) . . ?
C20 C21 C22 121.80(16) . . ?
C22 C21 H21 117.7(14) . . ?
C21 C22 C23 120.84(16) . . ?
C21 C22 C27 119.34(16) . . ?
C23 C22 C27 119.82(16) . . ?
C22 C23 H23 118.6(15) . . ?
C24 C23 C22 121.07(17) . . ?
C24 C23 H23 120.3(15) . . ?
C23 C24 H24 120.9(16) . . ?
C23 C24 C25 119.60(18) . . ?
C25 C24 H24 119.5(16) . . ?
C24 C25 H25 120.1(15) . . ?
C26 C25 C24 121.28(18) . . ?
C26 C25 H25 118.6(15) . . ?
C25 C26 H26 118.9(14) . . ?
C25 C26 C27 121.21(17) . . ?
C27 C26 H26 119.9(14) . . ?
C14 C27 C22 119.18(16) . . ?
C14 C27 C26 123.81(15) . . ?
C26 C27 C22 117.01(16) . . ?
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
Cl1S C1S 1.751(2) . ?
Cl2S C1S 1.760(2) . ?
Cl3S C1S 1.764(2) . ?
C1S H1S 0.97(3) . ?
Cl4S C2S 1.743(4) . ?
Cl5S C2S 1.771(5) . ?
Cl6S C2S 1.746(4) . ?
C2S H2S 0.95(6) . ?
O1 C1 1.228(2) . ?
N1 H1 0.87(2) . ?
N1 C1 1.353(2) . ?
N1 C12 1.459(2) . ?
N2 C13 1.147(2) . ?
C1 C2 1.496(2) . ?
C2 C3 1.370(3) . ?
C2 C11 1.431(3) . ?
C3 H3 0.92(3) . ?
C3 C4 1.412(3) . ?
C4 H4 0.99(3) . ?
C4 C5 1.364(3) . ?
C5 H5 0.96(3) . ?
C5 C6 1.417(3) . ?
C6 C7 1.422(3) . ?
C6 C11 1.424(3) . ?
C7 H7 0.93(3) . ?
C7 C8 1.358(3) . ?
C8 H8 0.96(3) . ?
C8 C9 1.412(3) . ?
C9 H9 1.00(3) . ?
C9 C10 1.370(3) . ?
C10 H10 0.97(3) . ?
C10 C11 1.415(3) . ?
C12 H12 0.95(2) . ?
C12 C13 1.490(2) . ?
C12 C14 1.520(2) . ?
C14 C15 1.410(2) . ?
C14 C27 1.410(2) . ?
C15 C16 1.436(3) . ?
C15 C20 1.439(2) . ?
C16 H16 0.92(3) . ?
C16 C17 1.364(3) . ?
C17 H17 0.98(3) . ?
C17 C18 1.423(3) . ?
C18 H18 1.03(3) . ?
C18 C19 1.355(3) . ?
C19 H19 0.96(2) . ?
C19 C20 1.434(2) . ?
C20 C21 1.390(3) . ?
C21 H21 0.93(2) . ?
C21 C22 1.391(3) . ?
C22 C23 1.426(3) . ?
C22 C27 1.439(2) . ?
C23 H23 0.94(3) . ?
C23 C24 1.360(3) . ?
C24 H24 0.94(3) . ?
C24 C25 1.421(3) . ?
C25 H25 0.98(3) . ?
C25 C26 1.363(3) . ?
C26 H26 0.95(2) . ?
C26 C27 1.436(2) . ?
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
O1 C1 C2 C3 -124.13(19) . . . . ?
O1 C1 C2 C11 49.7(2) . . . . ?
N1 C1 C2 C3 53.0(2) . . . . ?
N1 C1 C2 C11 -133.10(16) . . . . ?
N1 C12 C14 C15 111.65(17) . . . . ?
N1 C12 C14 C27 -66.26(19) . . . . ?
C1 N1 C12 C13 68.9(2) . . . . ?
C1 N1 C12 C14 -166.26(15) . . . . ?
C1 C2 C3 C4 170.98(17) . . . . ?
C1 C2 C11 C6 -168.32(15) . . . . ?
C1 C2 C11 C10 13.1(2) . . . . ?
C2 C3 C4 C5 -1.1(3) . . . . ?
C3 C2 C11 C6 5.5(2) . . . . ?
C3 C2 C11 C10 -173.11(17) . . . . ?
C3 C4 C5 C6 2.3(3) . . . . ?
C4 C5 C6 C7 179.42(19) . . . . ?
C4 C5 C6 C11 0.4(3) . . . . ?
C5 C6 C7 C8 -175.41(18) . . . . ?
C5 C6 C11 C2 -4.2(2) . . . . ?
C5 C6 C11 C10 174.40(16) . . . . ?
C6 C7 C8 C9 -0.2(3) . . . . ?
C7 C6 C11 C2 176.73(15) . . . . ?
C7 C6 C11 C10 -4.6(2) . . . . ?
C7 C8 C9 C10 -2.1(3) . . . . ?
C8 C9 C10 C11 0.9(3) . . . . ?
C9 C10 C11 C2 -178.97(17) . . . . ?
C9 C10 C11 C6 2.4(3) . . . . ?
C11 C2 C3 C4 -2.9(3) . . . . ?
C11 C6 C7 C8 3.6(3) . . . . ?
C12 N1 C1 O1 -5.2(2) . . . . ?
C12 N1 C1 C2 177.56(14) . . . . ?
C12 C14 C15 C16 -1.3(3) . . . . ?
C12 C14 C15 C20 179.33(14) . . . . ?
C12 C14 C27 C22 -179.91(14) . . . . ?
C12 C14 C27 C26 0.5(2) . . . . ?
C13 C12 C14 C15 -124.04(17) . . . . ?
C13 C12 C14 C27 58.0(2) . . . . ?
C14 C15 C16 C17 179.76(18) . . . . ?
C14 C15 C20 C19 -178.83(15) . . . . ?
C14 C15 C20 C21 0.6(2) . . . . ?
C15 C14 C27 C22 2.2(2) . . . . ?
C15 C14 C27 C26 -177.35(16) . . . . ?
C15 C16 C17 C18 -0.4(3) . . . . ?
C15 C20 C21 C22 2.2(3) . . . . ?
C16 C15 C20 C19 1.7(2) . . . . ?
C16 C15 C20 C21 -178.84(16) . . . . ?
C16 C17 C18 C19 0.8(3) . . . . ?
C17 C18 C19 C20 0.1(3) . . . . ?
C18 C19 C20 C15 -1.4(3) . . . . ?
C18 C19 C20 C21 179.16(18) . . . . ?
C19 C20 C21 C22 -178.36(16) . . . . ?
C20 C15 C16 C17 -0.8(3) . . . . ?
C20 C21 C22 C23 177.78(16) . . . . ?
C20 C21 C22 C27 -2.8(3) . . . . ?
C21 C22 C23 C24 179.43(18) . . . . ?
C21 C22 C27 C14 0.6(2) . . . . ?
C21 C22 C27 C26 -179.83(16) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
C23 C22 C27 C14 180.00(16) . . . . ?
C23 C22 C27 C26 -0.4(2) . . . . ?
C23 C24 C25 C26 0.0(3) . . . . ?
C24 C25 C26 C27 -0.5(3) . . . . ?
C25 C26 C27 C14 -179.80(17) . . . . ?
C25 C26 C27 C22 0.6(3) . . . . ?
C27 C14 C15 C16 176.61(16) . . . . ?
C27 C14 C15 C20 -2.8(2) . . . . ?
C27 C22 C23 C24 0.0(3) . . . . ?
