# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_syy-20180105-3
_database_code_depnum_ccdc_archive 'CCDC 1974156'
loop_
_audit_author_name
_audit_author_address
'Fen Xu'
;Zhengzhou University of Light Industry, Zhengzhou, Henan, China
China
;
_audit_update_record             
;
2019-12-26 deposited with the CCDC.	2020-08-12 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         '0.21(C54 H36 N4)'
_chemical_formula_sum            'C11.368 H7.579 N0.842'
_chemical_formula_weight         155.98
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   13.1152(19)
_cell_length_b                   9.7918(10)
_cell_length_c                   33.822(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.189(12)
_cell_angle_gamma                90
_cell_volume                     4342.5(9)
_cell_formula_units_Z            19
_cell_measurement_reflns_used    1191
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      53.6840
_cell_measurement_theta_min      4.2760
_exptl_absorpt_coefficient_mu    0.513
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47235
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.1332
_exptl_crystal_description       prism
_exptl_crystal_F_000             1556.4049
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.24
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.1116
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9653
_diffrn_reflns_theta_full        73.7625
_diffrn_reflns_theta_max         73.76
_diffrn_reflns_theta_min         3.37
_diffrn_ambient_temperature      294(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3031
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.7164
_diffrn_measured_fraction_theta_max 0.7164
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -18.00  20.00   1.00    5.00    --  -40.80  38.00  90.00   38
  2  ω    -68.00  32.00   1.00    5.00    --  -40.80  57.00   0.00  100
  3  ω    -55.00 -13.00   1.00    5.00    --  -40.80  38.00 -90.00   42
  4  ω     35.00  76.00   1.00    5.00    --   40.80-125.00-180.00   41
  5  ω    106.00 133.00   1.00   20.00    --  107.14 106.00-176.00   27
  6  ω     94.00 120.00   1.00   20.00    --  107.14 125.00   0.00   26
  7  ω    108.00 177.00   1.00   20.00    --  107.14  61.00  60.00   69
  8  ω     71.00  99.00   1.00   20.00    --  107.14 -95.00 150.00   28
  9  ω     45.00  95.00   1.00   20.00    --  107.14 -45.00  60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0794948000
_diffrn_orient_matrix_UB_12      -0.1055347000
_diffrn_orient_matrix_UB_13      -0.0133358000
_diffrn_orient_matrix_UB_21      0.0835836000
_diffrn_orient_matrix_UB_22      0.1103036000
_diffrn_orient_matrix_UB_23      0.0026520000
_diffrn_orient_matrix_UB_31      0.0221074000
_diffrn_orient_matrix_UB_32      -0.0390115000
_diffrn_orient_matrix_UB_33      0.0434308000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -16
_reflns_limit_k_max              11
_reflns_limit_k_min              0
_reflns_limit_l_max              41
_reflns_limit_l_min              0
_reflns_number_gt                2629
_reflns_number_total             6292
_reflns_odcompleteness_completeness 76.14
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.9996
_refine_diff_density_min         -0.5274
_refine_diff_density_rms         0.1366
_refine_ls_d_res_high            0.8029
_refine_ls_d_res_low             13.1124
_refine_ls_goodness_of_fit_ref   1.1381
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    72
_refine_ls_number_parameters     523
_refine_ls_number_reflns         6292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2141
_refine_ls_R_factor_gt           0.1265
_refine_ls_restrained_S_all      1.1381
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3342
_refine_ls_wR_factor_ref         0.4339
_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), C6(H6), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C24(H24), C26(H26),
  C27(H27), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33), C36(H36),
 C37(H37), C38(H38), C39(H39), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46),
  C49(H49), C50(H50), C51(H51), C52(H52), C53(H53)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
C1 C 0.6885(8) 0.7245(8) 0.4956(3) 0.058(2) Uani 1.000000 .
C2 C 0.6624(9) 0.7034(8) 0.4542(3) 0.065(3) Uani 1.000000 .
C3 C 0.7391(10) 0.6804(10) 0.4276(3) 0.079(3) Uani 1.000000 .
C4 C 0.7163(12) 0.6526(11) 0.3883(3) 0.092(4) Uani 1.000000 .
C5 C 0.6141(12) 0.6506(12) 0.3758(3) 0.092(4) Uani 1.000000 .
C6 C 0.5384(10) 0.6737(11) 0.4020(3) 0.082(3) Uani 1.000000 .
C7 C 0.5602(9) 0.7023(9) 0.4424(3) 0.066(3) Uani 1.000000 .
C8 C 0.4827(8) 0.7299(8) 0.4711(3) 0.059(2) Uani 1.000000 .
C9 C 0.3725(8) 0.7399(9) 0.4565(3) 0.067(3) Uani 1.000000 .
C10 C 0.3166(11) 0.6262(11) 0.4492(4) 0.112(5) Uani 1.000000 .
C11 C 0.2164(12) 0.6352(14) 0.4357(5) 0.120(5) Uani 1.000000 .
C12 C 0.1748(10) 0.7583(13) 0.4263(4) 0.105(4) Uani 1.000000 .
C13 C 0.2324(12) 0.8737(13) 0.4327(5) 0.134(6) Uani 1.000000 .
C14 C 0.3313(10) 0.8634(11) 0.4466(5) 0.121(5) Uani 1.000000 .
C15 C 0.5056(7) 0.7489(8) 0.5096(3) 0.057(2) Uani 1.000000 .
C16 C 0.4316(7) 0.7806(8) 0.5403(2) 0.054(2) Uani 1.000000 .
C17 C 0.3749(9) 0.6797(10) 0.5575(3) 0.079(3) Uani 1.000000 .
C18 C 0.3120(10) 0.7041(11) 0.5884(4) 0.109(5) Uani 1.000000 .
C19 C 0.3019(9) 0.8360(12) 0.6023(3) 0.092(4) Uani 1.000000 .
C20 C 0.3534(9) 0.9382(10) 0.5844(3) 0.089(4) Uani 1.000000 .
C21 C 0.4182(8) 0.9131(9) 0.5540(3) 0.070(3) Uani 1.000000 .
C22 C 0.7604(8) 0.7341(9) 0.5522(3) 0.058(2) Uani 1.000000 .
C23 C 0.6540(7) 0.7478(8) 0.5594(3) 0.055(2) Uani 1.000000 .
C24 C 0.6166(7) 0.7552(8) 0.5977(2) 0.054(2) Uani 1.000000 .
C25 C 0.6886(7) 0.7513(8) 0.6287(3) 0.055(2) Uani 1.000000 .
C26 C 0.7922(7) 0.7409(9) 0.6222(3) 0.058(2) Uani 1.000000 .
C27 C 0.8295(8) 0.7313(9) 0.5842(3) 0.063(2) Uani 1.000000 .
C28 C 0.5776(7) 0.8546(9) 0.6798(2) 0.057(2) Uani 1.000000 .
C29 C 0.5789(9) 0.9856(11) 0.6665(3) 0.081(3) Uani 1.000000 .
C30 C 0.5087(11) 1.0789(13) 0.6796(4) 0.102(4) Uani 1.000000 .
C31 C 0.4358(10) 1.0428(14) 0.7054(4) 0.097(4) Uani 1.000000 .
C32 C 0.4358(9) 0.9135(16) 0.7188(4) 0.111(5) Uani 1.000000 .
C33 C 0.5080(9) 0.8162(12) 0.7060(3) 0.089(3) Uani 1.000000 .
C34 C 0.7187(7) 0.7091(9) 0.6991(3) 0.057(2) Uani 1.000000 .
C35 C 0.7431(7) 0.5663(9) 0.7022(3) 0.059(2) Uani 1.000000 .
C36 C 0.7090(8) 0.4692(10) 0.6745(3) 0.074(3) Uani 1.000000 .
C37 C 0.7314(9) 0.3325(10) 0.6791(3) 0.077(3) Uani 1.000000 .
C38 C 0.7894(8) 0.2913(10) 0.7124(3) 0.073(3) Uani 1.000000 .
C39 C 0.8246(7) 0.3830(9) 0.7400(3) 0.064(3) Uani 1.000000 .
C40 C 0.8370(6) 0.6261(8) 0.7632(2) 0.049(2) Uani 1.000000 .
C41 C 0.8960(7) 0.5786(9) 0.7986(3) 0.056(2) Uani 1.000000 .
C42 C 0.9960(7) 0.5332(10) 0.7958(3) 0.066(3) Uani 1.000000 .
C43 C 1.0532(9) 0.4954(10) 0.8279(4) 0.078(3) Uani 1.000000 .
C44 C 1.0125(9) 0.5020(11) 0.8652(4) 0.083(3) Uani 1.000000 .
C45 C 0.9122(10) 0.5454(12) 0.8691(3) 0.083(3) Uani 1.000000 .
C46 C 0.8534(8) 0.5831(10) 0.8354(3) 0.072(3) Uani 1.000000 .
C47 C 0.8082(6) 0.7589(9) 0.7573(2) 0.050(2) Uani 1.000000 .
C48 C 0.8346(7) 0.8759(9) 0.7837(3) 0.056(2) Uani 1.000000 .
C49 C 0.9277(8) 0.8867(10) 0.8036(3) 0.066(3) Uani 1.000000 .
C50 C 0.9533(10) 1.0022(12) 0.8259(3) 0.083(3) Uani 1.000000 .
C51 C 0.8833(11) 1.1078(11) 0.8291(3) 0.087(4) Uani 1.000000 .
C52 C 0.7905(10) 1.0994(11) 0.8096(3) 0.082(3) Uani 1.000000 .
C53 C 0.7678(8) 0.9849(9) 0.7873(3) 0.066(3) Uani 1.000000 .
C54 C 0.8048(7) 0.5247(9) 0.7351(3) 0.053(2) Uani 1.000000 .
N1 N 0.7484(6) 0.7985(7) 0.7256(2) 0.0526(18) Uani 1.000000 .
N2 N 0.6536(6) 0.7571(8) 0.6684(2) 0.060(2) Uani 1.000000 .
N3 N 0.6079(6) 0.7429(7) 0.5213(2) 0.0578(19) Uani 1.000000 .
N4 N 0.7790(7) 0.7217(8) 0.5125(2) 0.063(2) Uani 1.000000 .
H6 H 0.4708(10) 0.6707(11) 0.3932(3) 0.099(4) Uiso 1.000000 R
H5 H 0.5975(12) 0.6335(12) 0.3494(3) 0.110(5) Uiso 1.000000 R
H4 H 0.7679(12) 0.6354(11) 0.3706(3) 0.110(5) Uiso 1.000000 R
H3 H 0.8068(10) 0.6836(10) 0.4362(3) 0.095(4) Uiso 1.000000 R
H24 H 0.5471(7) 0.7624(8) 0.6023(2) 0.065(3) Uiso 1.000000 R
H26 H 0.8376(7) 0.7404(9) 0.6437(3) 0.070(3) Uiso 1.000000 R
H27 H 0.8991(8) 0.7232(9) 0.5801(3) 0.076(3) Uiso 1.000000 R
H21 H 0.4533(8) 0.9848(9) 0.5425(3) 0.084(3) Uiso 1.000000 R
H20 H 0.3445(9) 1.0276(10) 0.5930(3) 0.107(5) Uiso 1.000000 R
H19 H 0.2604(9) 0.8545(12) 0.6236(3) 0.111(4) Uiso 1.000000 R
H18 H 0.2763(10) 0.6328(11) 0.5999(4) 0.131(6) Uiso 1.000000 R
H17 H 0.3795(9) 0.5912(10) 0.5477(3) 0.095(4) Uiso 1.000000 R
H14 H 0.3708(10) 0.9419(11) 0.4493(5) 0.145(6) Uiso 1.000000 R
H13 H 0.2043(12) 0.9592(13) 0.4276(5) 0.160(7) Uiso 1.000000 R
H12 H 0.1089(10) 0.7644(13) 0.4157(4) 0.126(5) Uiso 1.000000 R
H11 H 0.1773(12) 0.5564(14) 0.4331(5) 0.144(6) Uiso 1.000000 R
H10 H 0.3459(11) 0.5408(11) 0.4533(4) 0.135(6) Uiso 1.000000 R
H33 H 0.5071(9) 0.7274(12) 0.7157(3) 0.106(4) Uiso 1.000000 R
H32 H 0.3872(9) 0.8872(16) 0.7369(4) 0.134(6) Uiso 1.000000 R
H31 H 0.3873(10) 1.1055(14) 0.7136(4) 0.117(5) Uiso 1.000000 R
H30 H 0.5114(11) 1.1684(13) 0.6705(4) 0.122(5) Uiso 1.000000 R
H29 H 0.6275(9) 1.0123(11) 0.6485(3) 0.097(4) Uiso 1.000000 R
H39 H 0.8618(7) 0.3524(9) 0.7620(3) 0.077(3) Uiso 1.000000 R
H38 H 0.8041(8) 0.1991(10) 0.7159(3) 0.088(3) Uiso 1.000000 R
H37 H 0.7087(9) 0.2688(10) 0.6605(3) 0.093(4) Uiso 1.000000 R
H36 H 0.6706(8) 0.4976(10) 0.6526(3) 0.089(4) Uiso 1.000000 R
H53 H 0.7049(8) 0.9806(9) 0.7740(3) 0.079(3) Uiso 1.000000 R
H52 H 0.7435(10) 1.1702(11) 0.8113(3) 0.098(4) Uiso 1.000000 R
H51 H 0.8990(11) 1.1840(11) 0.8445(3) 0.104(4) Uiso 1.000000 R
H50 H 1.0169(10) 1.0085(12) 0.8384(3) 0.100(4) Uiso 1.000000 R
H49 H 0.9741(8) 0.8152(10) 0.8022(3) 0.080(3) Uiso 1.000000 R
H46 H 0.7861(8) 0.6109(10) 0.8381(3) 0.086(3) Uiso 1.000000 R
H45 H 0.8837(10) 0.5496(12) 0.8940(3) 0.099(4) Uiso 1.000000 R
H44 H 1.0515(9) 0.4778(11) 0.8873(4) 0.099(4) Uiso 1.000000 R
H43 H 1.1197(9) 0.4650(10) 0.8248(4) 0.093(4) Uiso 1.000000 R
H42 H 1.0249(7) 0.5286(10) 0.7710(3) 0.079(3) Uiso 1.000000 R


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
C1 C2 1.450(13) . ?
C1 N3 1.394(11) . ?
C1 N4 1.306(12) . ?
C2 C3 1.382(14) . ?
C2 C7 1.391(15) . ?
C3 C4 1.382(14) . ?
C3 H3 0.9300 . ?
C4 C5 1.397(17) . ?
C4 H4 0.9300 . ?
C5 C6 1.363(15) . ?
C5 H5 0.9300 . ?
C6 C7 1.417(13) . ?
C6 H6 0.9300 . ?
C7 C8 1.444(13) . ?
C8 C9 1.520(14) . ?
C8 C15 1.344(12) . ?
C9 C10 1.353(14) . ?
C9 C14 1.363(14) . ?
C10 C11 1.385(17) . ?
C10 H10 0.9300 . ?
C11 C12 1.359(17) . ?
C11 H11 0.9300 . ?
C12 C13 1.373(17) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(17) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.470(12) . ?
C15 N3 1.393(11) . ?
C16 C17 1.374(12) . ?
C16 C21 1.389(12) . ?
C17 C18 1.364(15) . ?
C17 H17 0.9300 . ?
C18 C19 1.383(16) . ?
C18 H18 0.9300 . ?
C19 C20 1.357(15) . ?
C19 H19 0.9300 . ?
C20 C21 1.369(13) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.428(12) . ?
C22 C27 1.397(13) . ?
C22 N4 1.375(11) . ?
C23 C24 1.396(12) . ?
C23 N3 1.411(11) . ?
C24 C25 1.400(12) . ?
C24 H24 0.9300 . ?
C25 C26 1.384(12) . ?
C25 N2 1.429(11) . ?
C26 C27 1.389(12) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.360(14) . ?
C28 C33 1.339(13) . ?
C28 N2 1.439(10) . ?
C29 C30 1.376(14) . ?
C29 H29 0.9300 . ?
C30 C31 1.356(16) . ?
C30 H30 0.9300 . ?
C31 C32 1.345(18) . ?
C31 H31 0.9300 . ?
C32 C33 1.415(15) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C34 C35 1.438(12) . ?
C34 N1 1.307(11) . ?
C34 N2 1.410(11) . ?
C35 C36 1.402(13) . ?
C35 C54 1.422(12) . ?
C36 C37 1.378(14) . ?
C36 H36 0.9300 . ?
C37 C38 1.407(14) . ?
C37 H37 0.9300 . ?
C38 C39 1.367(13) . ?
C38 H38 0.9300 . ?
C39 C54 1.421(12) . ?
C39 H39 0.9300 . ?
C40 C41 1.485(12) . ?
C40 C47 1.368(11) . ?
C40 C54 1.432(12) . ?
C41 C42 1.391(12) . ?
C41 C46 1.376(13) . ?
C42 C43 1.359(14) . ?
C42 H42 0.9300 . ?
C43 C44 1.380(15) . ?
C43 H43 0.9300 . ?
C44 C45 1.391(15) . ?
C44 H44 0.9300 . ?
C45 C46 1.410(14) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
C47 C48 1.490(12) . ?
C47 N1 1.370(11) . ?
C48 C49 1.386(13) . ?
C48 C53 1.388(12) . ?
C49 C50 1.395(13) . ?
C49 H49 0.9300 . ?
C50 C51 1.389(16) . ?
C50 H50 0.9300 . ?
C51 C52 1.375(16) . ?
C51 H51 0.9300 . ?
C52 C53 1.380(13) . ?
C52 H52 0.9300 . ?
C53 H53 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
N3 C1 C2 117.0(9) . . ?
N4 C1 C2 127.7(8) . . ?
N4 C1 N3 115.1(8) . . ?
C3 C2 C1 119.6(11) . . ?
C7 C2 C1 119.0(9) . . ?
C7 C2 C3 121.4(10) . . ?
C4 C3 C2 120.9(12) . . ?
H3 C3 C2 119.6(7) . . ?
H3 C3 C4 119.6(8) . . ?
C5 C4 C3 118.7(11) . . ?
H4 C4 C3 120.6(8) . . ?
H4 C4 C5 120.6(7) . . ?
C6 C5 C4 120.5(12) . . ?
H5 C5 C4 119.8(7) . . ?
H5 C5 C6 119.8(8) . . ?
C7 C6 C5 121.7(12) . . ?
H6 C6 C5 119.2(8) . . ?
H6 C6 C7 119.2(7) . . ?
C6 C7 C2 116.9(10) . . ?
C8 C7 C2 119.6(9) . . ?
C8 C7 C6 123.6(11) . . ?
C9 C8 C7 118.2(9) . . ?
C15 C8 C7 122.0(9) . . ?
C15 C8 C9 119.7(9) . . ?
C10 C9 C8 120.9(9) . . ?
C14 C9 C8 120.4(10) . . ?
C14 C9 C10 118.3(11) . . ?
C11 C10 C9 121.0(12) . . ?
H10 C10 C9 119.5(7) . . ?
H10 C10 C11 119.5(8) . . ?
C12 C11 C10 120.5(13) . . ?
H11 C11 C10 119.8(8) . . ?
H11 C11 C12 119.8(8) . . ?
C13 C12 C11 118.4(12) . . ?
H12 C12 C11 120.8(8) . . ?
H12 C12 C13 120.8(8) . . ?
C14 C13 C12 120.4(12) . . ?
H13 C13 C12 119.8(8) . . ?
H13 C13 C14 119.8(7) . . ?
C13 C14 C9 121.0(12) . . ?
H14 C14 C9 119.5(7) . . ?
H14 C14 C13 119.5(7) . . ?
C16 C15 C8 125.3(9) . . ?
N3 C15 C8 117.7(8) . . ?
N3 C15 C16 117.0(8) . . ?
C17 C16 C15 121.3(8) . . ?
C21 C16 C15 121.5(8) . . ?
C21 C16 C17 117.2(9) . . ?
C18 C17 C16 122.6(9) . . ?
H17 C17 C16 118.7(6) . . ?
H17 C17 C18 118.7(6) . . ?
C19 C18 C17 119.2(10) . . ?
H18 C18 C17 120.4(6) . . ?
H18 C18 C19 120.4(7) . . ?
C20 C19 C18 119.0(10) . . ?
H19 C19 C18 120.5(7) . . ?
H19 C19 C20 120.5(7) . . ?
C21 C20 C19 121.7(10) . . ?
H20 C20 C19 119.2(7) . . ?
H20 C20 C21 119.2(6) . . ?
C20 C21 C16 120.2(9) . . ?
H21 C21 C16 119.9(5) . . ?
H21 C21 C20 119.9(6) . . ?
C27 C22 C23 119.3(8) . . ?
N4 C22 C23 111.6(9) . . ?
N4 C22 C27 129.0(9) . . ?
C24 C23 C22 121.8(9) . . ?
N3 C23 C22 104.1(8) . . ?
N3 C23 C24 134.0(9) . . ?
C25 C24 C23 116.7(8) . . ?
H24 C24 C23 121.6(6) . . ?
H24 C24 C25 121.6(5) . . ?
C26 C25 C24 122.2(8) . . ?
N2 C25 C24 118.6(8) . . ?
N2 C25 C26 119.2(9) . . ?
C27 C26 C25 121.2(10) . . ?
H26 C26 C25 119.4(5) . . ?
H26 C26 C27 119.4(6) . . ?
C26 C27 C22 118.8(9) . . ?
H27 C27 C22 120.6(5) . . ?
H27 C27 C26 120.6(6) . . ?
C33 C28 C29 119.8(9) . . ?
N2 C28 C29 121.6(8) . . ?
N2 C28 C33 118.5(9) . . ?
C30 C29 C28 120.5(11) . . ?
H29 C29 C28 119.8(6) . . ?
H29 C29 C30 119.8(8) . . ?
C31 C30 C29 121.3(12) . . ?
H30 C30 C29 119.4(8) . . ?
H30 C30 C31 119.4(8) . . ?
C32 C31 C30 117.8(12) . . ?
H31 C31 C30 121.1(8) . . ?
H31 C31 C32 121.1(8) . . ?
C33 C32 C31 121.8(12) . . ?
H32 C32 C31 119.1(8) . . ?
H32 C32 C33 119.1(8) . . ?
C32 C33 C28 118.8(11) . . ?
H33 C33 C28 120.6(6) . . ?
H33 C33 C32 120.6(8) . . ?
N1 C34 C35 122.6(9) . . ?
N2 C34 C35 120.5(9) . . ?
N2 C34 N1 116.7(8) . . ?
C36 C35 C34 122.9(9) . . ?
C54 C35 C34 117.2(8) . . ?
C54 C35 C36 119.9(9) . . ?
C37 C36 C35 121.3(10) . . ?
H36 C36 C35 119.3(6) . . ?
H36 C36 C37 119.3(7) . . ?
C38 C37 C36 118.6(10) . . ?
H37 C37 C36 120.7(7) . . ?
H37 C37 C38 120.7(6) . . ?
C39 C38 C37 121.9(9) . . ?
H38 C38 C37 119.1(6) . . ?
H38 C38 C39 119.1(6) . . ?
C54 C39 C38 120.3(10) . . ?
H39 C39 C38 119.9(6) . . ?
H39 C39 C54 119.9(6) . . ?
C47 C40 C41 123.6(8) . . ?
C54 C40 C41 117.4(7) . . ?
C54 C40 C47 119.0(8) . . ?
C42 C41 C40 121.4(9) . . ?
C46 C41 C40 120.3(9) . . ?
C46 C41 C42 118.2(10) . . ?
C43 C42 C41 122.6(10) . . ?
H42 C42 C41 118.7(6) . . ?
H42 C42 C43 118.7(7) . . ?
C44 C43 C42 120.0(11) . . ?
H43 C43 C42 120.0(7) . . ?
H43 C43 C44 120.0(7) . . ?
C45 C44 C43 119.0(11) . . ?
H44 C44 C43 120.5(7) . . ?
H44 C44 C45 120.5(7) . . ?
C46 C45 C44 120.4(11) . . ?
H45 C45 C44 119.8(7) . . ?
H45 C45 C46 119.8(7) . . ?
C45 C46 C41 119.8(10) . . ?
H46 C46 C41 120.1(6) . . ?
H46 C46 C45 120.1(7) . . ?
C48 C47 C40 125.6(8) . . ?
N1 C47 C40 122.4(8) . . ?
N1 C47 C48 111.9(7) . . ?
C49 C48 C47 122.8(8) . . ?
C53 C48 C47 120.2(9) . . ?
C53 C48 C49 116.8(9) . . ?
C50 C49 C48 121.6(10) . . ?
H49 C49 C48 119.2(5) . . ?
H49 C49 C50 119.2(7) . . ?
C51 C50 C49 119.6(11) . . ?
H50 C50 C49 120.2(7) . . ?
H50 C50 C51 120.2(7) . . ?
C52 C51 C50 119.8(11) . . ?
H51 C51 C50 120.1(7) . . ?
H51 C51 C52 120.1(7) . . ?
C53 C52 C51 119.4(11) . . ?
H52 C52 C51 120.3(7) . . ?
H52 C52 C53 120.3(7) . . ?
C52 C53 C48 122.8(11) . . ?
H53 C53 C48 118.6(6) . . ?
H53 C53 C52 118.6(7) . . ?
C39 C54 C35 118.0(9) . . ?
C40 C54 C35 118.5(8) . . ?
C40 C54 C39 123.3(9) . . ?
C47 N1 C34 120.3(7) . . ?
C28 N2 C25 121.1(7) . . ?
C34 N2 C25 118.5(8) . . ?
C34 N2 C28 115.9(7) . . ?
C15 N3 C1 124.5(8) . . ?
C23 N3 C1 104.9(8) . . ?
C23 N3 C15 130.6(8) . . ?
C22 N4 C1 104.3(8) . . ?


_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 1.675
_oxdiff_exptl_absorpt_empirical_full_min 0.606
####################################################################### 
# 
# 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_syy-a-869-tm
_database_code_depnum_ccdc_archive 'CCDC 1974157'
loop_
_audit_author_name
_audit_author_address
'Fen Xu'
;Zhengzhou University of Light Industry, Zhengzhou, Henan, China
China
;
_audit_update_record             
;
2019-12-26 deposited with the CCDC.	2020-08-12 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.2(C54 H34 Cl2 N4)'
_chemical_formula_sum            'C10.80 H7 Cl0.40 N0.80'
_chemical_formula_weight         162.15
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_usercomment     'C H O N'
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'
N N 0.0311 0.0180 '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'

_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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.3538(10)
_cell_length_b                   10.7542(10)
_cell_length_c                   15.7395(12)
_cell_angle_alpha                90
_cell_angle_beta                 96.853(7)
_cell_angle_gamma                90
_cell_volume                     2244.2(3)
_cell_formula_units_Z            10
_cell_measurement_reflns_used    3199
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      73.3150
_cell_measurement_theta_min      4.5670
_shelx_estimated_absorpt_T_max   0.699
_shelx_estimated_absorpt_T_min   0.680
_exptl_absorpt_coefficient_mu    1.609
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35208
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             842
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8853
_diffrn_reflns_point_group_measured_fraction_full 0.744
_diffrn_reflns_point_group_measured_fraction_max 0.709
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.884
_diffrn_reflns_theta_min         4.624
_diffrn_ambient_temperature      294(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3031
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.958
_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  57.00   1.00    4.56    --   40.80 -38.00 -90.00   27
  2  ω     56.00  83.00   1.00    4.56    --   40.80-125.00 -60.00   27
  3  ω     33.00 105.00   1.00   18.23    --  107.14 -95.00 -90.00   72
  4  ω     37.00 132.00   1.00   18.23    --  107.14 -45.00 -60.00   95
  5  ω     84.00 174.00   1.00   18.23    --  107.14  30.00 120.00   90
  6  ω    109.00 135.00   1.00   18.23    --  107.14 125.00 120.00   26
  7  ω    152.00 177.00   1.00   18.23    --  107.14 125.00 120.00   25
  8  ω     94.00 124.00   1.00   18.23    --  107.14 125.00 -60.00   30
  9  ω    117.00 154.00   1.00   18.23    --  107.14 125.00-120.00   37
 10  ω     26.00  97.00   1.00   18.23    --  107.14 -95.00-150.00   71
 11  ω    -63.00   6.00   1.00    4.56    --  -40.80  38.00  90.00   69
 12  ω    -68.00  31.00   1.00    4.56    --  -40.80  57.00 150.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1074773000
_diffrn_orient_matrix_UB_12      0.0454462000
_diffrn_orient_matrix_UB_13      0.0097507000
_diffrn_orient_matrix_UB_21      0.0377649000
_diffrn_orient_matrix_UB_22      0.1354465000
_diffrn_orient_matrix_UB_23      0.0045801000
_diffrn_orient_matrix_UB_31      -0.0229523000
_diffrn_orient_matrix_UB_32      0.0111067000
_diffrn_orient_matrix_UB_33      -0.0979388000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.401
_reflns_Friedel_fraction_full    0.468
_reflns_Friedel_fraction_max     0.430
_reflns_number_gt                5538
_reflns_number_total             6457
_reflns_odcompleteness_completeness 98.99
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.03(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         6457
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0909
_refine_ls_R_factor_gt           0.0836
_refine_ls_restrained_S_all      1.042
_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)+(0.1625P)²+0.0749P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2270
_refine_ls_wR_factor_ref         0.2423
_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:
 C2(H2), C5(H5), C6(H6), C12(H12), C13(H13), C15(H15), C16(H16), C18(H18),
 C19(H19), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27),
  C30(H30), C31(H31), C32(H32), C33(H33), C34(H34), C36(H36), C37(H37),
 C39(H39), C44(H44), C45(H45), C46(H46), C47(H47), C48(H48), C49(H49), C50(H50),
  C51(H51), C52(H52), C53(H53)
;
_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
C1 C 0.5815(4) 0.2726(6) 0.7403(4) 0.0597(12) Uani 1 1 d . . . . .
C2 C 0.5286(4) 0.3744(6) 0.7633(3) 0.0564(11) Uani 1 1 d . . . . .
H2 H 0.530130 0.449629 0.734390 0.068 Uiso 1 1 calc R . . . .
C3 C 0.4717(4) 0.3599(5) 0.8327(3) 0.0551(11) Uani 1 1 d . . . . .
C4 C 0.4681(4) 0.2448(6) 0.8748(4) 0.0586(12) Uani 1 1 d . . . . .
C5 C 0.5219(5) 0.1439(6) 0.8491(4) 0.0661(13) Uani 1 1 d . . . . .
H5 H 0.519266 0.067561 0.876489 0.079 Uiso 1 1 calc R . . . .
C6 C 0.5791(5) 0.1578(7) 0.7828(4) 0.0671(14) Uani 1 1 d . . . . .
H6 H 0.616401 0.091097 0.765929 0.081 Uiso 1 1 calc R . . . .
C7 C 0.3708(4) 0.3651(6) 0.9356(3) 0.0570(12) Uani 1 1 d . . . . .
C8 C 0.3841(4) 0.5646(5) 0.8636(3) 0.0570(12) Uani 1 1 d . . . . .
C9 C 0.3203(4) 0.6162(6) 0.9117(4) 0.0599(12) Uani 1 1 d . . . . .
C10 C 0.2776(4) 0.5462(6) 0.9783(3) 0.0553(11) Uani 1 1 d . . . . .
C11 C 0.3026(4) 0.4181(6) 0.9890(4) 0.0568(11) Uani 1 1 d . . . . .
C12 C 0.2613(6) 0.3471(7) 1.0501(4) 0.0722(15) Uani 1 1 d . . . . .
H12 H 0.276541 0.262851 1.055465 0.087 Uiso 1 1 calc R . . . .
C13 C 0.1985(6) 0.4002(8) 1.1024(5) 0.0762(17) Uani 1 1 d . . . . .
H13 H 0.169837 0.352842 1.142640 0.091 Uiso 1 1 calc R . . . .
C14 C 0.1782(5) 0.5284(7) 1.0936(4) 0.0669(14) Uani 1 1 d . . . . .
C15 C 0.2134(4) 0.5995(7) 1.0335(4) 0.0636(12) Uani 1 1 d . . . . .
H15 H 0.195622 0.682982 1.028338 0.076 Uiso 1 1 calc R . . . .
C16 C 0.1962(6) 0.7786(9) 0.8561(5) 0.0832(19) Uani 1 1 d . . . . .
H16 H 0.155423 0.716965 0.828676 0.100 Uiso 1 1 calc R . . . .
C17 C 0.2886(5) 0.7497(6) 0.9014(4) 0.0625(13) Uani 1 1 d . . . . .
C18 C 0.3495(7) 0.8434(8) 0.9401(6) 0.086(2) Uani 1 1 d . . . . .
H18 H 0.412332 0.824598 0.969385 0.104 Uiso 1 1 calc R . . . .
C19 C 0.3158(11) 0.9641(9) 0.9344(7) 0.108(3) Uani 1 1 d . . . . .
H19 H 0.356180 1.026776 0.960967 0.129 Uiso 1 1 calc R . . . .
C20 C 0.2250(11) 0.9942(9) 0.8911(7) 0.111(4) Uani 1 1 d . . . . .
H20 H 0.203724 1.076563 0.887808 0.134 Uiso 1 1 calc R . . . .
C21 C 0.1657(9) 0.9038(12) 0.8528(6) 0.105(3) Uani 1 1 d . . . . .
H21 H 0.103346 0.924749 0.823587 0.126 Uiso 1 1 calc R . . . .
C22 C 0.4370(4) 0.6356(5) 0.7986(4) 0.0573(11) Uani 1 1 d . . . . .
C23 C 0.5351(6) 0.6736(10) 0.8222(5) 0.088(2) Uani 1 1 d . . . . .
H23 H 0.566586 0.657780 0.877052 0.106 Uiso 1 1 calc R . . . .
C24 C 0.5862(8) 0.7353(12) 0.7636(6) 0.102(3) Uani 1 1 d . . . . .
H24 H 0.653086 0.758701 0.778385 0.123 Uiso 1 1 calc R . . . .
C25 C 0.5391(9) 0.7618(10) 0.6843(6) 0.098(3) Uani 1 1 d . . . . .
H25 H 0.573170 0.805837 0.645716 0.118 Uiso 1 1 calc R . . . .
C26 C 0.4421(7) 0.7243(9) 0.6611(5) 0.086(2) Uani 1 1 d . . . . .
H26 H 0.410419 0.742074 0.606577 0.103 Uiso 1 1 calc R . . . .
C27 C 0.3906(5) 0.6593(7) 0.7189(4) 0.0728(15) Uani 1 1 d . . . . .
H27 H 0.324906 0.632341 0.702915 0.087 Uiso 1 1 calc R . . . .
C29 C 0.6360(4) 0.1923(6) 0.6080(4) 0.0605(13) Uani 1 1 d . . . . .
C30 C 0.5435(5) 0.1349(7) 0.5810(4) 0.0682(14) Uani 1 1 d . . . . .
H30 H 0.485238 0.162528 0.601983 0.082 Uiso 1 1 calc R . . . .
C31 C 0.5381(6) 0.0379(9) 0.5235(5) 0.0811(18) Uani 1 1 d . . . . .
H31 H 0.477161 -0.002807 0.508481 0.097 Uiso 1 1 calc R . . . .
C32 C 0.6215(6) 0.0017(8) 0.4890(5) 0.0805(18) Uani 1 1 d . . . . .
H32 H 0.616386 -0.060903 0.447954 0.097 Uiso 1 1 calc R . . . .
C33 C 0.7131(6) 0.0558(9) 0.5135(5) 0.086(2) Uani 1 1 d . . . . .
H33 H 0.770116 0.028256 0.490477 0.103 Uiso 1 1 calc R . . . .
C34 C 0.7209(5) 0.1518(8) 0.5727(5) 0.0728(16) Uani 1 1 d . . . . .
H34 H 0.783012 0.189200 0.588826 0.087 Uiso 1 1 calc R . . . .
C35 C 0.7015(4) 0.3923(6) 0.6639(4) 0.0566(11) Uani 1 1 d . . . . .
C36 C 0.7722(5) 0.3967(7) 0.8212(4) 0.0677(14) Uani 1 1 d . . . . .
H36 H 0.736907 0.324903 0.831831 0.081 Uiso 1 1 calc R . . . .
C37 C 0.8323(5) 0.4513(9) 0.8863(4) 0.0769(18) Uani 1 1 d . . . . .
H37 H 0.837175 0.418510 0.941311 0.092 Uiso 1 1 calc R . . . .
C38 C 0.8868(5) 0.5577(8) 0.8691(4) 0.0710(16) Uani 1 1 d . . . . .
C39 C 0.8834(4) 0.6064(7) 0.7888(4) 0.0635(13) Uani 1 1 d . . . . .
H39 H 0.923331 0.674534 0.778998 0.076 Uiso 1 1 calc R . . . .
C40 C 0.8187(4) 0.5530(6) 0.7202(4) 0.0588(12) Uani 1 1 d . . . . .
C41 C 0.8164(4) 0.6005(6) 0.6351(3) 0.0586(12) Uani 1 1 d . . . . .
C42 C 0.7542(4) 0.5384(6) 0.5700(4) 0.0579(12) Uani 1 1 d . . . . .
C43 C 0.8844(5) 0.7048(7) 0.6194(4) 0.0651(14) Uani 1 1 d . . . . .
C44 C 0.8654(6) 0.8260(7) 0.6440(4) 0.0731(16) Uani 1 1 d . . . . .
H44 H 0.806540 0.842457 0.668175 0.088 Uiso 1 1 calc R . . . .
C45 C 0.9308(7) 0.9226(9) 0.6336(5) 0.087(2) Uani 1 1 d . . . . .
H45 H 0.916660 1.003086 0.650161 0.105 Uiso 1 1 calc R . . . .
C46 C 1.0192(8) 0.8957(13) 0.5975(7) 0.108(3) Uani 1 1 d . . . . .
H46 H 1.065342 0.958953 0.591627 0.129 Uiso 1 1 calc R . . . .
C47 C 1.0389(8) 0.7790(15) 0.5708(8) 0.119(4) Uani 1 1 d . . . . .
H47 H 1.096962 0.763287 0.545383 0.143 Uiso 1 1 calc R . . . .
C48 C 0.9720(6) 0.6835(10) 0.5818(6) 0.090(2) Uani 1 1 d . . . . .
H48 H 0.985928 0.603674 0.563626 0.108 Uiso 1 1 calc R . . . .
C49 C 0.7411(6) 0.6984(8) 0.4516(4) 0.0742(16) Uani 1 1 d . . . . .
H49 H 0.753102 0.761073 0.492293 0.089 Uiso 1 1 calc R . . . .
C50 C 0.7242(6) 0.7299(8) 0.3668(5) 0.0796(18) Uani 1 1 d . . . . .
H50 H 0.723732 0.813050 0.350522 0.095 Uiso 1 1 calc R . . . .
C51 C 0.7076(5) 0.6373(10) 0.3053(4) 0.082(2) Uani 1 1 d . . . . .
H51 H 0.696718 0.657416 0.247460 0.099 Uiso 1 1 calc R . . . .
C52 C 0.7076(6) 0.5159(9) 0.3313(5) 0.0809(19) Uani 1 1 d . . . . .
H52 H 0.696744 0.453177 0.290496 0.097 Uiso 1 1 calc R . . . .
C53 C 0.7234(5) 0.4851(8) 0.4159(4) 0.0716(15) Uani 1 1 d . . . . .
H53 H 0.722374 0.401974 0.432009 0.086 Uiso 1 1 calc R . . . .
C54 C 0.7408(4) 0.5763(6) 0.4785(3) 0.0605(12) Uani 1 1 d . . . . .
C55 C 0.7619(4) 0.4472(6) 0.7366(4) 0.0595(12) Uani 1 1 d . . . . .
Cl1 Cl 0.10153(16) 0.5961(2) 1.16380(12) 0.0892(5) Uani 1 1 d . . . . .
Cl2 Cl 0.96360(16) 0.6261(3) 0.95354(11) 0.0984(7) Uani 1 1 d . . . . .
N1 N 0.6984(3) 0.4377(5) 0.5871(3) 0.0599(10) Uani 1 1 d . . . . .
N2 N 0.6443(4) 0.2835(5) 0.6732(3) 0.0631(11) Uani 1 1 d . . . . .
N3 N 0.4099(3) 0.4383(5) 0.8743(3) 0.0545(9) Uani 1 1 d . . . . .
N4 N 0.4054(4) 0.2498(5) 0.9384(3) 0.0627(11) Uani 1 1 d . . . . .


_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
C1 C2 1.375(9) . ?
C1 C6 1.406(10) . ?
C1 N2 1.430(8) . ?
C2 H2 0.9300 . ?
C2 C3 1.411(8) . ?
C3 C4 1.407(8) . ?
C3 N3 1.397(8) . ?
C4 C5 1.389(9) . ?
C4 N4 1.381(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.372(10) . ?
C6 H6 0.9300 . ?
C7 C11 1.430(8) . ?
C7 N3 1.393(7) . ?
C7 N4 1.322(8) . ?
C8 C9 1.328(9) . ?
C8 C22 1.516(8) . ?
C8 N3 1.407(8) . ?
C9 C10 1.461(8) . ?
C9 C17 1.500(9) . ?
C10 C11 1.422(9) . ?
C10 C15 1.413(8) . ?
C11 C12 1.393(9) . ?
C12 H12 0.9300 . ?
C12 C13 1.367(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.409(12) . ?
C14 C15 1.343(9) . ?
C14 Cl1 1.752(7) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.385(10) . ?
C16 C21 1.405(14) . ?
C17 C18 1.389(11) . ?
C18 H18 0.9300 . ?
C18 C19 1.374(15) . ?
C19 H19 0.9300 . ?
C19 C20 1.358(18) . ?
C20 H20 0.9300 . ?
C20 C21 1.349(19) . ?
C21 H21 0.9300 . ?
C22 C23 1.381(9) . ?
C22 C27 1.355(9) . ?
C23 H23 0.9300 . ?
C23 C24 1.381(11) . ?
C24 H24 0.9300 . ?
C24 C25 1.359(14) . ?
C25 H25 0.9300 . ?
C25 C26 1.364(14) . ?
C26 H26 0.9300 . ?
C26 C27 1.393(11) . ?
C27 H27 0.9300 . ?
C29 C30 1.401(9) . ?
C29 C34 1.391(9) . ?
C29 N2 1.415(8) . ?
C30 H30 0.9300 . ?
C30 C31 1.376(11) . ?
C31 H31 0.9300 . ?
C31 C32 1.352(12) . ?
C32 H32 0.9300 . ?
C32 C33 1.369(13) . ?
C33 H33 0.9300 . ?
C33 C34 1.385(11) . ?
C34 H34 0.9300 . ?
C35 C55 1.446(8) . ?
C35 N1 1.299(8) . ?
C35 N2 1.414(8) . ?
C36 H36 0.9300 . ?
C36 C37 1.357(11) . ?
C36 C55 1.429(9) . ?
C37 H37 0.9300 . ?
C37 C38 1.400(12) . ?
C38 C39 1.364(10) . ?
C38 Cl2 1.742(6) . ?
C39 H39 0.9300 . ?
C39 C40 1.421(8) . ?
C40 C41 1.431(8) . ?
C40 C55 1.408(9) . ?
C41 C42 1.408(8) . ?
C41 C43 1.483(9) . ?
C42 C54 1.488(8) . ?
C42 N1 1.360(8) . ?
C43 C44 1.391(11) . ?
C43 C48 1.393(11) . ?
C44 H44 0.9300 . ?
C44 C45 1.379(12) . ?
C45 H45 0.9300 . ?
C45 C46 1.400(16) . ?
C46 H46 0.9300 . ?
C46 C47 1.36(2) . ?
C47 H47 0.9300 . ?
C47 C48 1.384(15) . ?
C48 H48 0.9300 . ?
C49 H49 0.9300 . ?
C49 C50 1.370(10) . ?
C49 C54 1.379(11) . ?
C50 H50 0.9300 . ?
C50 C51 1.389(13) . ?
C51 H51 0.9300 . ?
C51 C52 1.368(14) . ?
C52 H52 0.9300 . ?
C52 C53 1.365(11) . ?
C53 H53 0.9300 . ?
C53 C54 1.389(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 122.2(6) . . ?
C2 C1 N2 119.6(6) . . ?
C6 C1 N2 118.2(6) . . ?
C1 C2 H2 121.4 . . ?
C1 C2 C3 117.2(5) . . ?
C3 C2 H2 121.4 . . ?
C4 C3 C2 120.9(5) . . ?
N3 C3 C2 134.3(5) . . ?
N3 C3 C4 104.8(5) . . ?
C5 C4 C3 120.2(5) . . ?
N4 C4 C3 111.4(5) . . ?
N4 C4 C5 128.4(6) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.4(6) . . ?
C6 C5 H5 120.3 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.2(6) . . ?
C5 C6 H6 119.9 . . ?
N3 C7 C11 119.9(5) . . ?
N4 C7 C11 126.8(5) . . ?
N4 C7 N3 113.3(5) . . ?
C9 C8 C22 123.8(5) . . ?
C9 C8 N3 119.9(5) . . ?
N3 C8 C22 116.2(5) . . ?
C8 C9 C10 121.8(6) . . ?
C8 C9 C17 122.0(5) . . ?
C10 C9 C17 116.2(5) . . ?
C11 C10 C9 118.5(5) . . ?
C15 C10 C9 123.4(6) . . ?
C15 C10 C11 118.1(5) . . ?
C10 C11 C7 118.3(5) . . ?
C12 C11 C7 121.3(6) . . ?
C12 C11 C10 120.4(6) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.5(7) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.8 . . ?
C12 C13 C14 118.3(6) . . ?
C14 C13 H13 120.8 . . ?
C13 C14 Cl1 117.7(5) . . ?
C15 C14 C13 123.1(7) . . ?
C15 C14 Cl1 119.2(6) . . ?
C10 C15 H15 120.3 . . ?
C14 C15 C10 119.4(6) . . ?
C14 C15 H15 120.3 . . ?
C17 C16 H16 121.0 . . ?
C17 C16 C21 118.0(10) . . ?
C21 C16 H16 121.0 . . ?
C16 C17 C9 119.6(7) . . ?
C16 C17 C18 120.1(7) . . ?
C18 C17 C9 120.2(7) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 C17 119.2(10) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 119.2 . . ?
C20 C19 C18 121.6(10) . . ?
C20 C19 H19 119.2 . . ?
C19 C20 H20 120.2 . . ?
C21 C20 C19 119.6(9) . . ?
C21 C20 H20 120.2 . . ?
C16 C21 H21 119.3 . . ?
C20 C21 C16 121.5(10) . . ?
C20 C21 H21 119.3 . . ?
C23 C22 C8 118.1(5) . . ?
C27 C22 C8 121.4(5) . . ?
C27 C22 C23 120.5(6) . . ?
C22 C23 H23 120.3 . . ?
C22 C23 C24 119.5(7) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(8) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.3(7) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.0(7) . . ?
C27 C26 H26 120.0 . . ?
C22 C27 C26 119.5(7) . . ?
C22 C27 H27 120.2 . . ?
C26 C27 H27 120.2 . . ?
C30 C29 N2 121.1(5) . . ?
C34 C29 C30 118.1(6) . . ?
C34 C29 N2 120.6(6) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 C29 120.6(6) . . ?
C31 C30 H30 119.7 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 C30 120.1(7) . . ?
C32 C31 H31 120.0 . . ?
C31 C32 H32 119.5 . . ?
C31 C32 C33 121.0(7) . . ?
C33 C32 H32 119.5 . . ?
C32 C33 H33 120.0 . . ?
C32 C33 C34 119.9(7) . . ?
C34 C33 H33 120.0 . . ?
C29 C34 H34 119.9 . . ?
C33 C34 C29 120.2(7) . . ?
C33 C34 H34 119.9 . . ?
N1 C35 C55 122.4(6) . . ?
N1 C35 N2 116.8(5) . . ?
N2 C35 C55 120.8(5) . . ?
C37 C36 H36 119.3 . . ?
C37 C36 C55 121.4(7) . . ?
C55 C36 H36 119.3 . . ?
C36 C37 H37 120.6 . . ?
C36 C37 C38 118.8(6) . . ?
C38 C37 H37 120.6 . . ?
C37 C38 Cl2 118.1(5) . . ?
C39 C38 C37 122.2(6) . . ?
C39 C38 Cl2 119.7(6) . . ?
C38 C39 H39 120.0 . . ?
C38 C39 C40 119.9(6) . . ?
C40 C39 H39 120.0 . . ?
C39 C40 C41 120.7(6) . . ?
C55 C40 C39 118.7(5) . . ?
C55 C40 C41 120.5(5) . . ?
C40 C41 C43 118.8(5) . . ?
C42 C41 C40 117.2(6) . . ?
C42 C41 C43 123.8(5) . . ?
C41 C42 C54 124.5(6) . . ?
N1 C42 C41 121.5(5) . . ?
N1 C42 C54 113.9(5) . . ?
C44 C43 C41 121.8(6) . . ?
C44 C43 C48 117.6(7) . . ?
C48 C43 C41 120.6(7) . . ?
C43 C44 H44 118.9 . . ?
C45 C44 C43 122.2(7) . . ?
C45 C44 H44 118.9 . . ?
C44 C45 H45 121.0 . . ?
C44 C45 C46 118.0(9) . . ?
C46 C45 H45 121.0 . . ?
C45 C46 H46 119.3 . . ?
C47 C46 C45 121.3(9) . . ?
C47 C46 H46 119.3 . . ?
C46 C47 H47 120.2 . . ?
C46 C47 C48 119.7(9) . . ?
C48 C47 H47 120.2 . . ?
C43 C48 H48 119.4 . . ?
C47 C48 C43 121.2(10) . . ?
C47 C48 H48 119.4 . . ?
C50 C49 H49 119.1 . . ?
C50 C49 C54 121.9(7) . . ?
C54 C49 H49 119.1 . . ?
C49 C50 H50 120.1 . . ?
C49 C50 C51 119.8(8) . . ?
C51 C50 H50 120.1 . . ?
C50 C51 H51 120.6 . . ?
C52 C51 C50 118.8(6) . . ?
C52 C51 H51 120.6 . . ?
C51 C52 H52 119.4 . . ?
C53 C52 C51 121.1(7) . . ?
C53 C52 H52 119.4 . . ?
C52 C53 H53 119.5 . . ?
C52 C53 C54 120.9(8) . . ?
C54 C53 H53 119.5 . . ?
C49 C54 C42 123.6(6) . . ?
C49 C54 C53 117.5(6) . . ?
C53 C54 C42 118.9(6) . . ?
C36 C55 C35 124.4(6) . . ?
C40 C55 C35 116.6(5) . . ?
C40 C55 C36 118.9(5) . . ?
C35 N1 C42 121.8(5) . . ?
C29 N2 C1 118.5(5) . . ?
C35 N2 C1 121.1(5) . . ?
C35 N2 C29 119.7(5) . . ?
C3 N3 C8 132.5(5) . . ?
C7 N3 C3 105.9(5) . . ?
C7 N3 C8 121.5(5) . . ?
C7 N4 C4 104.6(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 3.950
_oxdiff_exptl_absorpt_empirical_full_min 0.358
####################################################################### 
# 
# 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_syy-863-tm2
_database_code_depnum_ccdc_archive 'CCDC 1974158'
loop_
_audit_author_name
_audit_author_address
'Fen Xu'
;Zhengzhou University of Light Industry, Zhengzhou, Henan, China
China
;
_audit_update_record             
;
2019-12-26 deposited with the CCDC.	2020-08-12 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.19(C56 H34 F6 N4)'
_chemical_formula_sum            'C10.67 H6.48 F1.14 N0.76'
_chemical_formula_weight         167.02
_chemical_melting_point          ?
_chemical_oxdiff_usercomment     'C H O N'
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'
N N 0.0311 0.0180 '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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.7886(4)
_cell_length_b                   10.8211(3)
_cell_length_c                   28.7265(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.484(3)
_cell_angle_gamma                90
_cell_volume                     4907.7(2)
_cell_formula_units_Z            21
_cell_measurement_reflns_used    5159
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      73.3740
_cell_measurement_theta_min      4.3610
_shelx_estimated_absorpt_T_max   0.848
_shelx_estimated_absorpt_T_min   0.837
_exptl_absorpt_coefficient_mu    0.712
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45757
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1808
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.842
_diffrn_reflns_Laue_measured_fraction_max 0.808
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            12923
_diffrn_reflns_point_group_measured_fraction_full 0.842
_diffrn_reflns_point_group_measured_fraction_max 0.808
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.622
_diffrn_reflns_theta_min         4.366
_diffrn_ambient_temperature      294(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3031
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.842
_diffrn_measured_fraction_theta_max 0.808
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     27.00  62.00   1.00    5.41    --   40.80 -99.00   0.00   35
  2  ω     37.00  68.00   1.00    5.41    --   40.80-125.00-120.00   31
  3  ω     26.00 106.00   1.00   21.63    --  107.14 -95.00-150.00   80
  4  ω     52.00 132.00   1.00   21.63    --  107.14 -45.00   0.00   80
  5  ω    111.00 178.00   1.00   21.63    --  107.14  45.00-180.00   67
  6  ω    114.00 158.00   1.00   21.63    --  107.14 125.00 -90.00   44
  7  ω    133.00 167.00   1.00   21.63    --  107.14  77.00   0.00   34
  8  ω   -117.00 -26.00   1.00    5.41    --  -40.80 -77.00 120.00   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0684298000
_diffrn_orient_matrix_UB_12      -0.0944837000
_diffrn_orient_matrix_UB_13      0.0142422000
_diffrn_orient_matrix_UB_21      -0.0641670000
_diffrn_orient_matrix_UB_22      -0.0660456000
_diffrn_orient_matrix_UB_23      0.0315192000
_diffrn_orient_matrix_UB_31      -0.0267618000
_diffrn_orient_matrix_UB_32      -0.0835864000
_diffrn_orient_matrix_UB_33      -0.0409933000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6402
_reflns_number_total             8010
_reflns_odcompleteness_completeness 83.49
_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.
 
 _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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.662
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     595
_refine_ls_number_reflns         8010
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0983
_refine_ls_R_factor_gt           0.0859
_refine_ls_restrained_S_all      1.055
_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)+(0.1785P)²+1.6214P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2533
_refine_ls_wR_factor_ref         0.2739
_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:
 C8(H8), C28(H28), C26(H26), C25(H25), C40(H40), C6(H6), C37(H37), C30(H30),
 C38(H38), C5(H5), C22(H22), C34(H34), C55(H55), C49(H49), C31(H31), C45(H45),
 C16(H16), C51(H51), C18(H18), C14(H14), C12(H12), C54(H54), C21(H21), C33(H33),
  C48(H48), C32(H32), C53(H53), C20(H20), C47(H47), C52(H52), C15(H15),
 C46(H46), C13(H13), C19(H19)
;
_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
F1 F 0.02932(16) 0.5593(2) 0.03634(8) 0.0893(8) Uani 1 1 d . . . . .
F3 F 0.08013(15) 0.7394(2) 0.04823(9) 0.0870(7) Uani 1 1 d . . . . .
N4 N 0.36798(14) 0.49945(18) 0.20899(8) 0.0455(5) Uani 1 1 d . . . . .
F2 F -0.01161(14) 0.6655(3) 0.09441(9) 0.0941(8) Uani 1 1 d . . . . .
N1 N 0.59334(16) 0.3499(2) 0.31811(9) 0.0535(6) Uani 1 1 d . . . . .
N2 N 0.68651(15) 0.5008(2) 0.34244(9) 0.0528(6) Uani 1 1 d . . . . .
N3 N 0.30732(16) 0.3091(2) 0.20530(10) 0.0561(7) Uani 1 1 d . . . . .
C3 C 0.24904(17) 0.6023(2) 0.14748(10) 0.0469(6) Uani 1 1 d . . . . .
C23 C 0.41672(18) 0.4221(2) 0.23789(10) 0.0465(6) Uani 1 1 d . . . . .
C4 C 0.24424(18) 0.4758(2) 0.15800(11) 0.0494(7) Uani 1 1 d . . . . .
C17 C 0.44153(17) 0.6985(2) 0.22253(11) 0.0499(7) Uani 1 1 d . . . . .
C36 C 0.54579(17) 0.5104(3) 0.37393(10) 0.0485(7) Uani 1 1 d . . . . .
C29 C 0.65756(19) 0.2584(3) 0.31415(11) 0.0530(7) Uani 1 1 d . . . . .
C24 C 0.37680(19) 0.3065(2) 0.23471(11) 0.0509(7) Uani 1 1 d . . . . .
C2 C 0.31713(18) 0.6768(2) 0.16806(11) 0.0482(7) Uani 1 1 d . . . . .
C1 C 0.37368(17) 0.6260(2) 0.19831(10) 0.0467(6) Uani 1 1 d . . . . .
C8 C 0.18763(18) 0.6533(3) 0.11750(11) 0.0516(7) Uani 1 1 d . . . . .
H8 H 0.189523 0.736876 0.110062 0.062 Uiso 1 1 calc R . . . .
C35 C 0.60897(18) 0.4579(3) 0.34449(10) 0.0485(7) Uani 1 1 d . . . . .
C27 C 0.52047(18) 0.3391(3) 0.28907(10) 0.0492(7) Uani 1 1 d . . . . .
C28 C 0.49069(18) 0.4402(2) 0.26421(11) 0.0486(6) Uani 1 1 d . . . . .
H28 H 0.518374 0.516076 0.264983 0.058 Uiso 1 1 calc R . . . .
C10 C 0.30393(18) 0.4242(2) 0.19019(11) 0.0493(7) Uani 1 1 d . . . . .
C41 C 0.57106(17) 0.6107(3) 0.40290(10) 0.0485(7) Uani 1 1 d . . . . .
C7 C 0.12455(19) 0.5795(3) 0.09910(11) 0.0534(7) Uani 1 1 d . . . . .
F6 F 0.3017(2) 0.6912(5) 0.45779(15) 0.1500(17) Uani 1 1 d . . . . .
C26 C 0.4794(2) 0.2230(3) 0.28696(11) 0.0559(7) Uani 1 1 d . . . . .
H26 H 0.501061 0.157306 0.304227 0.067 Uiso 1 1 calc R . . . .
F5 F 0.3986(2) 0.7528(5) 0.49746(16) 0.159(2) Uani 1 1 d . . . . .
C42 C 0.65602(18) 0.6573(3) 0.40010(11) 0.0508(7) Uani 1 1 d . . . . .
C25 C 0.4087(2) 0.2055(3) 0.26009(12) 0.0582(8) Uani 1 1 d . . . . .
H25 H 0.382388 0.128709 0.258631 0.070 Uiso 1 1 calc R . . . .
C43 C 0.71047(18) 0.6000(3) 0.36944(11) 0.0517(7) Uani 1 1 d . . . . .
C40 C 0.51325(19) 0.6577(3) 0.43578(11) 0.0531(7) Uani 1 1 d . . . . .
H40 H 0.529445 0.722679 0.455077 0.064 Uiso 1 1 calc R . . . .
C6 C 0.1213(2) 0.4537(3) 0.10852(12) 0.0617(8) Uani 1 1 d . . . . .
H6 H 0.079299 0.404830 0.095052 0.074 Uiso 1 1 calc R . . . .
C37 C 0.4621(2) 0.4632(3) 0.37861(13) 0.0579(8) Uani 1 1 d . . . . .
H37 H 0.444485 0.398164 0.359697 0.070 Uiso 1 1 calc R . . . .
C30 C 0.6744(2) 0.2048(3) 0.27129(13) 0.0658(9) Uani 1 1 d . . . . .
H30 H 0.646666 0.233674 0.244747 0.079 Uiso 1 1 calc R . . . .
C38 C 0.4073(2) 0.5113(3) 0.41026(13) 0.0613(8) Uani 1 1 d . . . . .
H38 H 0.352682 0.479857 0.412470 0.074 Uiso 1 1 calc R . . . .
C11 C 0.32047(18) 0.8102(2) 0.15599(12) 0.0534(8) Uani 1 1 d . . . . .
C44 C 0.80046(19) 0.6373(3) 0.36234(12) 0.0576(8) Uani 1 1 d . . . . .
C5 C 0.1806(2) 0.4019(3) 0.13788(12) 0.0598(8) Uani 1 1 d . . . . .
H5 H 0.178658 0.317760 0.144425 0.072 Uiso 1 1 calc R . . . .
C39 C 0.43344(18) 0.6084(3) 0.43957(12) 0.0549(7) Uani 1 1 d . . . . .
C50 C 0.68419(19) 0.7581(3) 0.43185(12) 0.0559(7) Uani 1 1 d . . . . .
C22 C 0.5165(2) 0.7242(4) 0.20150(15) 0.0690(9) Uani 1 1 d . . . . .
H22 H 0.525302 0.697472 0.171161 0.083 Uiso 1 1 calc R . . . .
C34 C 0.7009(2) 0.2168(3) 0.35332(13) 0.0645(9) Uani 1 1 d . . . . .
H34 H 0.690798 0.252197 0.382243 0.077 Uiso 1 1 calc R . . . .
C9 C 0.0562(2) 0.6352(3) 0.06916(12) 0.0603(8) Uani 1 1 d . . . . .
C55 C 0.6543(2) 0.8782(3) 0.42653(14) 0.0670(9) Uani 1 1 d . . . . .
H55 H 0.615439 0.895709 0.402937 0.080 Uiso 1 1 calc R . . . .
C018 C 0.3737(2) 0.6538(4) 0.47554(14) 0.0660(9) Uani 1 1 d . . . . .
F4 F 0.3531(5) 0.5748(5) 0.50497(19) 0.223(4) Uani 1 1 d . . . . .
C49 C 0.8261(2) 0.7595(4) 0.36033(14) 0.0677(9) Uani 1 1 d . . . . .
H49 H 0.786470 0.822268 0.363808 0.081 Uiso 1 1 calc R . . . .
C31 C 0.7321(3) 0.1085(4) 0.26762(16) 0.0769(11) Uani 1 1 d . . . . .
H31 H 0.741804 0.071544 0.238925 0.092 Uiso 1 1 calc R . . . .
C45 C 0.8606(2) 0.5458(4) 0.35585(17) 0.0783(11) Uani 1 1 d . . . . .
H45 H 0.844485 0.463162 0.356425 0.094 Uiso 1 1 calc R . . . .
C16 C 0.2862(2) 0.8983(3) 0.18511(16) 0.0730(10) Uani 1 1 d . . . . .
H16 H 0.263460 0.874579 0.213512 0.088 Uiso 1 1 calc R . . . .
C51 C 0.7421(2) 0.7343(4) 0.46731(13) 0.0719(10) Uani 1 1 d . . . . .
H51 H 0.762783 0.654727 0.471801 0.086 Uiso 1 1 calc R . . . .
C18 C 0.4295(2) 0.7369(5) 0.26765(17) 0.0877(14) Uani 1 1 d . . . . .
H18 H 0.378798 0.719927 0.282562 0.105 Uiso 1 1 calc R . . . .
C14 C 0.3172(3) 1.0583(3) 0.1313(2) 0.0909(15) Uani 1 1 d . . . . .
H14 H 0.315863 1.141304 0.122905 0.109 Uiso 1 1 calc R . . . .
C12 C 0.3539(3) 0.8476(4) 0.11419(16) 0.0768(11) Uani 1 1 d . . . . .
H12 H 0.378006 0.790268 0.094132 0.092 Uiso 1 1 calc R . . . .
C54 C 0.6813(3) 0.9717(4) 0.45562(18) 0.0861(13) Uani 1 1 d . . . . .
H54 H 0.660198 1.051285 0.451583 0.103 Uiso 1 1 calc R . . . .
C21 C 0.5796(2) 0.7893(4) 0.22436(19) 0.0852(13) Uani 1 1 d . . . . .
H21 H 0.630388 0.806660 0.209519 0.102 Uiso 1 1 calc R . . . .
C33 C 0.7595(3) 0.1218(4) 0.34902(16) 0.0801(11) Uani 1 1 d . . . . .
H33 H 0.788754 0.094197 0.375259 0.096 Uiso 1 1 calc R . . . .
C48 C 0.9104(2) 0.7890(4) 0.35319(17) 0.0810(11) Uani 1 1 d . . . . .
H48 H 0.926929 0.871469 0.351936 0.097 Uiso 1 1 calc R . . . .
C32 C 0.7749(3) 0.0680(4) 0.30671(18) 0.0828(12) Uani 1 1 d . . . . .
H32 H 0.814125 0.004276 0.304418 0.099 Uiso 1 1 calc R . . . .
C53 C 0.7385(3) 0.9487(5) 0.49022(18) 0.0929(14) Uani 1 1 d . . . . .
H53 H 0.756828 1.012215 0.509650 0.111 Uiso 1 1 calc R . . . .
C20 C 0.5664(3) 0.8286(4) 0.2699(2) 0.0938(15) Uani 1 1 d . . . . .
H20 H 0.607820 0.873760 0.285542 0.113 Uiso 1 1 calc R . . . .
C47 C 0.9695(2) 0.6978(5) 0.34796(18) 0.0877(13) Uani 1 1 d . . . . .
H47 H 1.026277 0.718113 0.344083 0.105 Uiso 1 1 calc R . . . .
C52 C 0.7692(3) 0.8306(6) 0.49625(16) 0.0972(16) Uani 1 1 d . . . . .
H52 H 0.808362 0.814676 0.519857 0.117 Uiso 1 1 calc R . . . .
C15 C 0.2854(3) 1.0217(3) 0.1723(2) 0.0895(15) Uani 1 1 d . . . . .
H15 H 0.262525 1.080086 0.192326 0.107 Uiso 1 1 calc R . . . .
C46 C 0.9451(3) 0.5770(5) 0.3484(2) 0.0992(16) Uani 1 1 d . . . . .
H46 H 0.984946 0.515092 0.343818 0.119 Uiso 1 1 calc R . . . .
C13 C 0.3512(4) 0.9735(5) 0.1022(2) 0.1000(16) Uani 1 1 d . . . . .
H13 H 0.373116 0.998982 0.073855 0.120 Uiso 1 1 calc R . . . .
C19 C 0.4932(3) 0.8008(6) 0.2909(2) 0.114(2) Uani 1 1 d . . . . .
H19 H 0.485061 0.824783 0.321579 0.136 Uiso 1 1 calc R . . . .


_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
F1 C9 1.318(4) . ?
F3 C9 1.333(4) . ?
N4 C23 1.404(3) . ?
N4 C1 1.406(3) . ?
N4 C10 1.403(3) . ?
F2 C9 1.339(4) . ?
N1 C29 1.422(4) . ?
N1 C35 1.413(4) . ?
N1 C27 1.420(3) . ?
N2 C35 1.311(4) . ?
N2 C43 1.375(4) . ?
N3 C24 1.379(4) . ?
N3 C10 1.320(4) . ?
C3 C4 1.405(4) . ?
C3 C2 1.464(3) . ?
C3 C8 1.404(4) . ?
C23 C24 1.403(4) . ?
C23 C28 1.400(4) . ?
C4 C10 1.428(4) . ?
C4 C5 1.404(4) . ?
C17 C1 1.495(3) . ?
C17 C22 1.361(5) . ?
C17 C18 1.375(6) . ?
C36 C35 1.431(5) . ?
C36 C41 1.423(4) . ?
C36 C37 1.424(4) . ?
C29 C30 1.389(5) . ?
C29 C34 1.387(4) . ?
C24 C25 1.405(4) . ?
C2 C1 1.357(4) . ?
C2 C11 1.486(4) . ?
C8 H8 0.9300 . ?
C8 C7 1.378(4) . ?
C27 C28 1.387(4) . ?
C27 C26 1.414(4) . ?
C28 H28 0.9300 . ?
C41 C42 1.436(4) . ?
C41 C40 1.414(5) . ?
C7 C6 1.389(5) . ?
C7 C9 1.500(4) . ?
F6 C018 1.306(5) . ?
C26 H26 0.9300 . ?
C26 C25 1.365(4) . ?
F5 C018 1.301(5) . ?
C42 C43 1.383(5) . ?
C42 C50 1.488(4) . ?
C25 H25 0.9300 . ?
C43 C44 1.493(4) . ?
C40 H40 0.9300 . ?
C40 C39 1.373(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.375(4) . ?
C37 H37 0.9300 . ?
C37 C38 1.364(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.389(5) . ?
C38 H38 0.9300 . ?
C38 C39 1.406(4) . ?
C11 C16 1.382(5) . ?
C11 C12 1.377(6) . ?
C44 C49 1.385(5) . ?
C44 C45 1.385(5) . ?
C5 H5 0.9300 . ?
C39 C018 1.489(5) . ?
C50 C55 1.390(5) . ?
C50 C51 1.387(5) . ?
C22 H22 0.9300 . ?
C22 C21 1.383(5) . ?
C34 H34 0.9300 . ?
C34 C33 1.389(5) . ?
C55 H55 0.9300 . ?
C55 C54 1.377(5) . ?
C018 F4 1.247(6) . ?
C49 H49 0.9300 . ?
C49 C48 1.386(5) . ?
C31 H31 0.9300 . ?
C31 C32 1.377(6) . ?
C45 H45 0.9300 . ?
C45 C46 1.394(6) . ?
C16 H16 0.9300 . ?
C16 C15 1.385(5) . ?
C51 H51 0.9300 . ?
C51 C52 1.397(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.386(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.344(8) . ?
C14 C13 1.355(8) . ?
C12 H12 0.9300 . ?
C12 C13 1.406(6) . ?
C54 H54 0.9300 . ?
C54 C53 1.361(7) . ?
C21 H21 0.9300 . ?
C21 C20 1.392(8) . ?
C33 H33 0.9300 . ?
C33 C32 1.371(7) . ?
C48 H48 0.9300 . ?
C48 C47 1.368(6) . ?
C32 H32 0.9300 . ?
C53 H53 0.9300 . ?
C53 C52 1.377(8) . ?
C20 H20 0.9300 . ?
C20 C19 1.342(8) . ?
C47 H47 0.9300 . ?
C47 C46 1.363(7) . ?
C52 H52 0.9300 . ?
C15 H15 0.9300 . ?
C46 H46 0.9300 . ?
C13 H13 0.9300 . ?
C19 H19 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
C23 N4 C1 132.4(2) . . ?
C10 N4 C23 105.7(2) . . ?
C10 N4 C1 121.9(2) . . ?
C35 N1 C29 119.8(2) . . ?
C35 N1 C27 121.3(2) . . ?
C27 N1 C29 118.1(2) . . ?
C35 N2 C43 120.2(3) . . ?
C10 N3 C24 104.5(2) . . ?
C4 C3 C2 119.4(2) . . ?
C8 C3 C4 118.5(2) . . ?
C8 C3 C2 122.2(2) . . ?
C24 C23 N4 104.4(2) . . ?
C28 C23 N4 133.3(2) . . ?
C28 C23 C24 122.2(2) . . ?
C3 C4 C10 118.9(2) . . ?
C5 C4 C3 120.4(3) . . ?
C5 C4 C10 120.6(3) . . ?
C22 C17 C1 121.5(3) . . ?
C22 C17 C18 118.9(3) . . ?
C18 C17 C1 119.5(3) . . ?
C41 C36 C35 117.1(3) . . ?
C41 C36 C37 118.3(3) . . ?
C37 C36 C35 124.4(3) . . ?
C30 C29 N1 120.2(3) . . ?
C34 C29 N1 120.6(3) . . ?
C34 C29 C30 119.1(3) . . ?
N3 C24 C23 112.1(2) . . ?
N3 C24 C25 127.9(3) . . ?
C23 C24 C25 120.0(3) . . ?
C3 C2 C11 117.9(2) . . ?
C1 C2 C3 120.8(2) . . ?
C1 C2 C11 121.3(2) . . ?
N4 C1 C17 117.2(2) . . ?
C2 C1 N4 119.4(2) . . ?
C2 C1 C17 123.4(2) . . ?
C3 C8 H8 120.0 . . ?
C7 C8 C3 120.0(3) . . ?
C7 C8 H8 120.0 . . ?
N1 C35 C36 121.7(3) . . ?
N2 C35 N1 115.3(3) . . ?
N2 C35 C36 122.8(3) . . ?
C28 C27 N1 120.5(3) . . ?
C28 C27 C26 121.7(2) . . ?
C26 C27 N1 117.8(2) . . ?
C23 C28 H28 121.8 . . ?
C27 C28 C23 116.4(2) . . ?
C27 C28 H28 121.8 . . ?
N4 C10 C4 119.5(2) . . ?
N3 C10 N4 113.2(2) . . ?
N3 C10 C4 127.3(2) . . ?
C36 C41 C42 119.5(3) . . ?
C40 C41 C36 119.1(3) . . ?
C40 C41 C42 121.3(3) . . ?
C8 C7 C6 121.4(3) . . ?
C8 C7 C9 120.1(3) . . ?
C6 C7 C9 118.6(3) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 C27 121.3(3) . . ?
C25 C26 H26 119.3 . . ?
C41 C42 C50 119.9(3) . . ?
C43 C42 C41 117.7(3) . . ?
C43 C42 C50 122.4(3) . . ?
C24 C25 H25 120.9 . . ?
C26 C25 C24 118.3(3) . . ?
C26 C25 H25 120.9 . . ?
N2 C43 C42 122.7(3) . . ?
N2 C43 C44 113.0(3) . . ?
C42 C43 C44 124.3(3) . . ?
C41 C40 H40 119.6 . . ?
C39 C40 C41 120.8(3) . . ?
C39 C40 H40 119.6 . . ?
C7 C6 H6 120.2 . . ?
C5 C6 C7 119.6(2) . . ?
C5 C6 H6 120.2 . . ?
C36 C37 H37 119.3 . . ?
C38 C37 C36 121.3(3) . . ?
C38 C37 H37 119.3 . . ?
C29 C30 H30 119.6 . . ?
C29 C30 C31 120.8(3) . . ?
C31 C30 H30 119.6 . . ?
C37 C38 H38 120.0 . . ?
C37 C38 C39 120.0(3) . . ?
C39 C38 H38 120.0 . . ?
C16 C11 C2 120.9(3) . . ?
C12 C11 C2 120.2(3) . . ?
C12 C11 C16 118.7(3) . . ?
C49 C44 C43 122.9(3) . . ?
C49 C44 C45 118.4(3) . . ?
C45 C44 C43 118.6(3) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.1(3) . . ?
C6 C5 H5 120.0 . . ?
C40 C39 C38 120.5(3) . . ?
C40 C39 C018 121.0(3) . . ?
C38 C39 C018 118.5(3) . . ?
C55 C50 C42 121.2(3) . . ?
C51 C50 C42 120.4(3) . . ?
C51 C50 C55 118.4(3) . . ?
C17 C22 H22 119.4 . . ?
C17 C22 C21 121.3(4) . . ?
C21 C22 H22 119.4 . . ?
C29 C34 H34 120.2 . . ?
C29 C34 C33 119.5(4) . . ?
C33 C34 H34 120.2 . . ?
F1 C9 F3 107.2(3) . . ?
F1 C9 F2 106.6(3) . . ?
F1 C9 C7 112.7(3) . . ?
F3 C9 F2 105.6(3) . . ?
F3 C9 C7 113.2(3) . . ?
F2 C9 C7 111.2(3) . . ?
C50 C55 H55 119.4 . . ?
C54 C55 C50 121.1(4) . . ?
C54 C55 H55 119.4 . . ?
F6 C018 C39 112.7(3) . . ?
F5 C018 F6 101.1(4) . . ?
F5 C018 C39 114.6(3) . . ?
F4 C018 F6 104.3(5) . . ?
F4 C018 F5 108.4(5) . . ?
F4 C018 C39 114.5(4) . . ?
C44 C49 H49 119.7 . . ?
C44 C49 C48 120.6(4) . . ?
C48 C49 H49 119.7 . . ?
C30 C31 H31 120.2 . . ?
C32 C31 C30 119.6(4) . . ?
C32 C31 H31 120.2 . . ?
C44 C45 H45 119.8 . . ?
C44 C45 C46 120.3(4) . . ?
C46 C45 H45 119.8 . . ?
C11 C16 H16 119.8 . . ?
C11 C16 C15 120.4(5) . . ?
C15 C16 H16 119.8 . . ?
C50 C51 H51 120.2 . . ?
C50 C51 C52 119.7(4) . . ?
C52 C51 H51 120.2 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 119.9(4) . . ?
C19 C18 H18 120.0 . . ?
C15 C14 H14 120.2 . . ?
C15 C14 C13 119.5(4) . . ?
C13 C14 H14 120.2 . . ?
C11 C12 H12 120.4 . . ?
C11 C12 C13 119.1(4) . . ?
C13 C12 H12 120.4 . . ?
C55 C54 H54 119.7 . . ?
C53 C54 C55 120.6(5) . . ?
C53 C54 H54 119.7 . . ?
C22 C21 H21 120.4 . . ?
C22 C21 C20 119.2(4) . . ?
C20 C21 H21 120.4 . . ?
C34 C33 H33 119.5 . . ?
C32 C33 C34 121.1(3) . . ?
C32 C33 H33 119.5 . . ?
C49 C48 H48 119.8 . . ?
C47 C48 C49 120.4(4) . . ?
C47 C48 H48 119.8 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 C31 119.9(3) . . ?
C33 C32 H32 120.0 . . ?
C54 C53 H53 120.2 . . ?
C54 C53 C52 119.5(4) . . ?
C52 C53 H53 120.2 . . ?
C21 C20 H20 120.3 . . ?
C19 C20 C21 119.4(3) . . ?
C19 C20 H20 120.3 . . ?
C48 C47 H47 120.1 . . ?
C46 C47 C48 119.8(4) . . ?
C46 C47 H47 120.1 . . ?
C51 C52 H52 119.6 . . ?
C53 C52 C51 120.8(4) . . ?
C53 C52 H52 119.6 . . ?
C16 C15 H15 119.5 . . ?
C14 C15 C16 121.0(5) . . ?
C14 C15 H15 119.5 . . ?
C45 C46 H46 119.8 . . ?
C47 C46 C45 120.4(4) . . ?
C47 C46 H46 119.8 . . ?
C14 C13 C12 121.2(5) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C18 C19 H19 119.4 . . ?
C20 C19 C18 121.3(5) . . ?
C20 C19 H19 119.4 . . ?

_platon_squeeze_details          ?
# SQUEEZE RESULTS (Version = 141217)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
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 0.500 -0.018 0.000 421 72 ' '
2 0.000 -0.010 0.500 421 72 ' '

_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 2.329
_oxdiff_exptl_absorpt_empirical_full_min 0.437
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1974162'
loop_
_audit_author_name
_audit_author_address
'Fen Xu'
;Zhengzhou University of Light Industry, Zhengzhou, Henan, China
China
;
_audit_update_record             
;
2019-12-26 deposited with the CCDC.	2020-08-12 downloaded from the CCDC.
;
_audit_creation_date             2019-12-23
_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            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H26 Cl N2 Rh, C7 H5 N'
_chemical_formula_sum            'C30 H31 Cl N3 Rh'
_chemical_formula_weight         571.94
_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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh 0.0927 3.6045 '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'

_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   30.7434(11)
_cell_length_b                   9.7093(4)
_cell_length_c                   22.2459(7)
_cell_angle_alpha                90
_cell_angle_beta                 126.426(3)
_cell_angle_gamma                90
_cell_volume                     5343.0(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4157
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      73.3620
_cell_measurement_theta_min      3.9910
_shelx_estimated_absorpt_T_max   0.368
_shelx_estimated_absorpt_T_min   0.340
_exptl_absorpt_coefficient_mu    6.255
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2352
_exptl_crystal_size_max          0.22
_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  0.0894
_diffrn_reflns_av_unetI/netI     0.0812
_diffrn_reflns_Laue_measured_fraction_full 0.907
_diffrn_reflns_Laue_measured_fraction_max 0.874
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            9618
_diffrn_reflns_point_group_measured_fraction_full 0.907
_diffrn_reflns_point_group_measured_fraction_max 0.874
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.166
_diffrn_reflns_theta_min         3.573
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.907
_diffrn_measured_fraction_theta_max 0.874
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3832
_reflns_number_total             4744
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.660
_refine_diff_density_min         -3.043
_refine_diff_density_rms         0.364
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.316
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         4744
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1193
_refine_ls_R_factor_gt           0.0864
_refine_ls_restrained_S_all      1.316
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2632
_refine_ls_wR_factor_ref         0.3161
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C)
;
_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
Rh1 Rh 0.62537(2) 0.34006(7) 0.24751(4) 0.0388(3) Uani 1 1 d . . . . .
C1 C 0.6400(4) 0.3532(9) 0.1695(5) 0.0398(18) Uani 1 1 d . . . . .
C2 C 0.6196(4) 0.4485(13) 0.1127(6) 0.057(3) Uani 1 1 d . . . . .
H2 H 0.5945 0.5128 0.1056 0.068 Uiso 1 1 calc R . . . .
C3 C 0.6353(4) 0.4513(12) 0.0662(6) 0.058(3) Uani 1 1 d . . . . .
H3 H 0.6199 0.5148 0.0274 0.069 Uiso 1 1 calc R . . . .
C4 C 0.6738(5) 0.3608(11) 0.0768(6) 0.052(2) Uani 1 1 d . . . . .
H4 H 0.6845 0.3637 0.0455 0.062 Uiso 1 1 calc R . . . .
C5 C 0.6965(4) 0.2660(10) 0.1340(5) 0.045(2) Uani 1 1 d . . . . .
H5 H 0.7228 0.2055 0.1416 0.054 Uiso 1 1 calc R . . . .
C6 C 0.6801(3) 0.2605(9) 0.1808(4) 0.0358(16) Uani 1 1 d . . . . .
C7 C 0.7014(4) 0.1647(9) 0.2428(5) 0.0397(18) Uani 1 1 d . . . . .
C8 C 0.6970(4) 0.0903(10) 0.3397(5) 0.0400(18) Uani 1 1 d . . . . .
C9 C 0.7311(5) 0.1379(9) 0.4141(6) 0.048(2) Uani 1 1 d . . . . .
H9 H 0.7456 0.2262 0.4240 0.058 Uiso 1 1 calc R . . . .
C10 C 0.7432(5) 0.0538(12) 0.4724(6) 0.062(3) Uani 1 1 d . . . . .
H10 H 0.7649 0.0880 0.5209 0.074 Uiso 1 1 calc R . . . .
C11 C 0.7248(5) -0.0743(12) 0.4610(7) 0.063(3) Uani 1 1 d . . . . .
H11 H 0.7332 -0.1281 0.5013 0.076 Uiso 1 1 calc R . . . .
C12 C 0.6927(5) -0.1284(13) 0.3887(8) 0.064(3) Uani 1 1 d . . . . .
H12 H 0.6796 -0.2179 0.3805 0.077 Uiso 1 1 calc R . . . .
C13 C 0.6807(4) -0.0466(10) 0.3294(7) 0.051(2) Uani 1 1 d . . . . .
H13 H 0.6612 -0.0843 0.2816 0.061 Uiso 1 1 calc R . . . .
C14 C 0.5544(5) 0.2316(14) 0.2187(8) 0.063(3) Uani 1 1 d . . . . .
C15 C 0.5369(5) 0.3441(15) 0.1691(9) 0.070(4) Uani 1 1 d . . . . .
C16 C 0.5561(5) 0.4628(15) 0.2161(9) 0.073(4) Uani 1 1 d . . . . .
C17 C 0.5792(4) 0.4236(12) 0.2903(7) 0.058(3) Uani 1 1 d . . . . .
C18 C 0.5776(4) 0.2773(12) 0.2913(7) 0.057(3) Uani 1 1 d . . . . .
C19 C 0.5412(5) 0.0828(16) 0.1955(10) 0.084(4) Uani 1 1 d . . . . .
H19A H 0.5426 0.0662 0.1541 0.126 Uiso 1 1 calc GR . . . .
H19B H 0.5056 0.0627 0.1810 0.126 Uiso 1 1 calc GR . . . .
H19C H 0.5670 0.0249 0.2367 0.126 Uiso 1 1 calc GR . . . .
C20 C 0.5053(7) 0.344(3) 0.0892(11) 0.127(9) Uani 1 1 d . . . . .
H20A H 0.5100 0.4304 0.0725 0.191 Uiso 1 1 calc GR . . . .
H20B H 0.4678 0.3322 0.0683 0.191 Uiso 1 1 calc GR . . . .
H20C H 0.5169 0.2703 0.0731 0.191 Uiso 1 1 calc GR . . . .
C21 C 0.5487(7) 0.6133(19) 0.1951(13) 0.103(6) Uani 1 1 d . . . . .
H21A H 0.5818 0.6495 0.2063 0.155 Uiso 1 1 calc GR . . . .
H21B H 0.5392 0.6631 0.2230 0.155 Uiso 1 1 calc GR . . . .
H21C H 0.5204 0.6231 0.1426 0.155 Uiso 1 1 calc GR . . . .
C22 C 0.6022(7) 0.5166(17) 0.3563(11) 0.095(6) Uani 1 1 d . . . . .
H22A H 0.6239 0.4638 0.4014 0.143 Uiso 1 1 calc GR . . . .
H22B H 0.5733 0.5600 0.3542 0.143 Uiso 1 1 calc GR . . . .
H22C H 0.6242 0.5858 0.3555 0.143 Uiso 1 1 calc GR . . . .
C23 C 0.5973(6) 0.1873(17) 0.3590(10) 0.081(4) Uani 1 1 d . . . . .
H23A H 0.6075 0.0985 0.3521 0.121 Uiso 1 1 calc GR . . . .
H23B H 0.5689 0.1766 0.3647 0.121 Uiso 1 1 calc GR . . . .
H23C H 0.6280 0.2299 0.4030 0.121 Uiso 1 1 calc GR . . . .
C24 C 0.5886(7) -0.1011(17) 0.4551(10) 0.091(5) Uani 1 1 d . . . . .
C25 C 0.6059(5) -0.0050(12) 0.5164(8) 0.067(3) Uani 1 1 d . . . . .
C26 C 0.6517(5) 0.0660(17) 0.5460(8) 0.076(4) Uani 1 1 d . . . . .
H26 H 0.6728 0.0526 0.5292 0.092 Uiso 1 1 calc R . . . .
C27 C 0.6668(7) 0.1577(17) 0.6012(10) 0.087(5) Uani 1 1 d . . . . .
H27 H 0.6981 0.2091 0.6213 0.104 Uiso 1 1 calc R . . . .
C28 C 0.6373(8) 0.1765(16) 0.6281(9) 0.081(4) Uani 1 1 d . . . . .
H28 H 0.6477 0.2397 0.6659 0.098 Uiso 1 1 calc R . . . .
C29 C 0.5929(10) 0.101(3) 0.5981(14) 0.121(7) Uani 1 1 d . . . . .
H29 H 0.5731 0.1100 0.6172 0.146 Uiso 1 1 calc R . . . .
C30 C 0.5752(8) 0.012(2) 0.5427(13) 0.107(6) Uani 1 1 d . . . . .
H30 H 0.5433 -0.0366 0.5222 0.128 Uiso 1 1 calc R . . . .
Cl1 Cl 0.69908(10) 0.4998(2) 0.32215(13) 0.0503(6) Uani 1 1 d . . . . .
N1 N 0.7397(3) 0.0749(8) 0.2602(5) 0.0472(18) Uani 1 1 d . . . . .
H1A H 0.7525 0.0209 0.2978 0.057 Uiso 1 1 calc R . . . .
H1B H 0.7518 0.0707 0.2340 0.057 Uiso 1 1 calc R . . . .
N2 N 0.6809(4) 0.1776(7) 0.2797(5) 0.0420(17) Uani 1 1 d . . . . .
N3 N 0.5712(10) -0.1722(16) 0.4034(14) 0.145(9) Uani 1 1 d . . . . .


_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
Rh1 C1 2.037(9) . ?
Rh1 C14 2.148(11) . ?
Rh1 C15 2.194(12) . ?
Rh1 C16 2.164(10) . ?
Rh1 C17 2.277(9) . ?
Rh1 C18 2.277(9) . ?
Rh1 Cl1 2.415(2) . ?
Rh1 N2 2.112(8) . ?
C1 C2 1.381(13) . ?
C1 C6 1.424(12) . ?
C2 H2 0.9300 . ?
C2 C3 1.378(15) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(16) . ?
C4 H4 0.9300 . ?
C4 C5 1.378(14) . ?
C5 H5 0.9300 . ?
C5 C6 1.400(12) . ?
C6 C7 1.457(12) . ?
C7 N1 1.324(12) . ?
C7 N2 1.307(11) . ?
C8 C9 1.411(13) . ?
C8 C13 1.391(13) . ?
C8 N2 1.400(12) . ?
C9 H9 0.9300 . ?
C9 C10 1.383(14) . ?
C10 H10 0.9300 . ?
C10 C11 1.327(17) . ?
C11 H11 0.9300 . ?
C11 C12 1.397(18) . ?
C12 H12 0.9300 . ?
C12 C13 1.390(16) . ?
C13 H13 0.9300 . ?
C14 C15 1.412(19) . ?
C14 C18 1.396(18) . ?
C14 C19 1.506(19) . ?
C15 C16 1.43(2) . ?
C15 C20 1.43(2) . ?
C16 C17 1.41(2) . ?
C16 C21 1.51(2) . ?
C17 C18 1.422(17) . ?
C17 C22 1.495(18) . ?
C18 C23 1.522(18) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.47(2) . ?
C24 N3 1.16(3) . ?
C25 C26 1.338(19) . ?
C25 C30 1.38(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.36(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.37(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.33(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.32(3) . ?
C30 H30 0.9300 . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?

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
C1 Rh1 C14 118.3(4) . . ?
C1 Rh1 C15 96.8(5) . . ?
C1 Rh1 C16 111.3(5) . . ?
C1 Rh1 C17 147.3(4) . . ?
C1 Rh1 C18 154.9(4) . . ?
C1 Rh1 Cl1 87.4(3) . . ?
C1 Rh1 N2 78.1(3) . . ?
C14 Rh1 C15 37.9(5) . . ?
C14 Rh1 C16 62.8(6) . . ?
C14 Rh1 C17 61.6(5) . . ?
C14 Rh1 C18 36.6(5) . . ?
C14 Rh1 Cl1 153.1(4) . . ?
C15 Rh1 C17 62.5(5) . . ?
C15 Rh1 C18 62.2(5) . . ?
C15 Rh1 Cl1 138.6(4) . . ?
C16 Rh1 C15 38.2(5) . . ?
C16 Rh1 C17 36.8(5) . . ?
C16 Rh1 C18 61.5(5) . . ?
C16 Rh1 Cl1 102.1(4) . . ?
C17 Rh1 Cl1 92.7(3) . . ?
C18 Rh1 C17 36.4(4) . . ?
C18 Rh1 Cl1 117.3(3) . . ?
N2 Rh1 C14 102.0(4) . . ?
N2 Rh1 C15 130.8(5) . . ?
N2 Rh1 C16 164.4(5) . . ?
N2 Rh1 C17 134.6(4) . . ?
N2 Rh1 C18 104.6(4) . . ?
N2 Rh1 Cl1 90.4(2) . . ?
C2 C1 Rh1 127.8(7) . . ?
C2 C1 C6 117.3(8) . . ?
C6 C1 Rh1 114.6(6) . . ?
C1 C2 H2 119.0 . . ?
C3 C2 C1 122.0(10) . . ?
C3 C2 H2 119.0 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.5(9) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.8(9) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.2(9) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C7 115.1(7) . . ?
C5 C6 C1 120.1(8) . . ?
C5 C6 C7 124.8(8) . . ?
N1 C7 C6 121.3(8) . . ?
N2 C7 C6 114.9(8) . . ?
N2 C7 N1 123.8(9) . . ?
C13 C8 C9 116.8(9) . . ?
C13 C8 N2 122.1(8) . . ?
N2 C8 C9 121.1(9) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.3(10) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 119.1 . . ?
C11 C10 C9 121.9(10) . . ?
C11 C10 H10 119.1 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.1(9) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.2(11) . . ?
C13 C12 H12 120.4 . . ?
C8 C13 H13 119.3 . . ?
C12 C13 C8 121.5(10) . . ?
C12 C13 H13 119.3 . . ?
C15 C14 Rh1 72.8(7) . . ?
C15 C14 C19 125.0(14) . . ?
C18 C14 Rh1 76.7(6) . . ?
C18 C14 C15 110.7(12) . . ?
C18 C14 C19 123.4(13) . . ?
C19 C14 Rh1 126.3(9) . . ?
C14 C15 Rh1 69.3(7) . . ?
C14 C15 C16 104.6(14) . . ?
C14 C15 C20 129.3(16) . . ?
C16 C15 Rh1 69.8(7) . . ?
C20 C15 Rh1 126.3(11) . . ?
C20 C15 C16 126.1(16) . . ?
C15 C16 Rh1 72.0(6) . . ?
C15 C16 C21 129.3(16) . . ?
C17 C16 Rh1 76.0(6) . . ?
C17 C16 C15 110.0(12) . . ?
C17 C16 C21 120.2(15) . . ?
C21 C16 Rh1 124.8(9) . . ?
C16 C17 Rh1 67.2(5) . . ?
C16 C17 C18 106.9(11) . . ?
C16 C17 C22 127.0(14) . . ?
C18 C17 Rh1 71.8(5) . . ?
C18 C17 C22 126.1(13) . . ?
C22 C17 Rh1 125.2(8) . . ?
C14 C18 Rh1 66.7(6) . . ?
C14 C18 C17 107.4(11) . . ?
C14 C18 C23 126.3(13) . . ?
C17 C18 Rh1 71.8(5) . . ?
C17 C18 C23 126.3(12) . . ?
C23 C18 Rh1 126.7(8) . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N3 C24 C25 175(2) . . ?
C26 C25 C24 118.7(14) . . ?
C26 C25 C30 120.8(15) . . ?
C30 C25 C24 120.5(15) . . ?
C25 C26 H26 120.7 . . ?
C25 C26 C27 118.6(14) . . ?
C27 C26 H26 120.7 . . ?
C26 C27 H27 119.2 . . ?
C26 C27 C28 121.7(15) . . ?
C28 C27 H27 119.2 . . ?
C27 C28 H28 121.4 . . ?
C29 C28 C27 117.2(16) . . ?
C29 C28 H28 121.4 . . ?
C28 C29 H29 118.0 . . ?
C30 C29 C28 123.9(17) . . ?
C30 C29 H29 118.0 . . ?
C25 C30 H30 121.1 . . ?
C29 C30 C25 117.8(17) . . ?
C29 C30 H30 121.1 . . ?
C7 N1 H1A 120.0 . . ?
C7 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C7 N2 Rh1 116.9(6) . . ?
C7 N2 C8 120.7(8) . . ?
C8 N2 Rh1 122.3(6) . . ?

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
Rh1 C1 C2 C3 175.9(9) . . . . ?
Rh1 C1 C6 C5 -175.6(7) . . . . ?
Rh1 C1 C6 C7 4.3(10) . . . . ?
Rh1 C14 C15 C16 -61.3(8) . . . . ?
Rh1 C14 C15 C20 120.6(15) . . . . ?
Rh1 C14 C18 C17 60.6(7) . . . . ?
Rh1 C14 C18 C23 -119.5(10) . . . . ?
Rh1 C15 C16 C17 -67.1(7) . . . . ?
Rh1 C15 C16 C21 120.6(13) . . . . ?
Rh1 C16 C17 C18 -61.2(7) . . . . ?
Rh1 C16 C17 C22 117.8(11) . . . . ?
Rh1 C17 C18 C14 -57.4(7) . . . . ?
Rh1 C17 C18 C23 122.7(10) . . . . ?
C1 C2 C3 C4 -2(2) . . . . ?
C1 C6 C7 N1 -178.6(8) . . . . ?
C1 C6 C7 N2 -0.4(11) . . . . ?
C2 C1 C6 C5 -1.5(13) . . . . ?
C2 C1 C6 C7 178.3(9) . . . . ?
C2 C3 C4 C5 0.5(19) . . . . ?
C3 C4 C5 C6 0.7(17) . . . . ?
C4 C5 C6 C1 -0.2(14) . . . . ?
C4 C5 C6 C7 -180.0(9) . . . . ?
C5 C6 C7 N1 1.2(14) . . . . ?
C5 C6 C7 N2 179.4(9) . . . . ?
C6 C1 C2 C3 2.8(17) . . . . ?
C6 C7 N2 Rh1 -3.6(10) . . . . ?
C6 C7 N2 C8 178.8(8) . . . . ?
C8 C9 C10 C11 2.0(18) . . . . ?
C9 C8 C13 C12 6.5(14) . . . . ?
C9 C8 N2 Rh1 -71.2(11) . . . . ?
C9 C8 N2 C7 106.2(11) . . . . ?
C9 C10 C11 C12 0.7(19) . . . . ?
C10 C11 C12 C13 0.2(19) . . . . ?
C11 C12 C13 C8 -4.0(17) . . . . ?
C13 C8 C9 C10 -5.5(15) . . . . ?
C13 C8 N2 Rh1 109.1(9) . . . . ?
C13 C8 N2 C7 -73.5(12) . . . . ?
C14 C15 C16 Rh1 60.9(8) . . . . ?
C14 C15 C16 C17 -6.1(12) . . . . ?
C14 C15 C16 C21 -178.4(11) . . . . ?
C15 C14 C18 Rh1 -65.5(8) . . . . ?
C15 C14 C18 C17 -4.9(12) . . . . ?
C15 C14 C18 C23 175.1(10) . . . . ?
C15 C16 C17 Rh1 64.6(7) . . . . ?
C15 C16 C17 C18 3.4(11) . . . . ?
C15 C16 C17 C22 -177.7(11) . . . . ?
C16 C17 C18 Rh1 58.2(7) . . . . ?
C16 C17 C18 C14 0.9(11) . . . . ?
C16 C17 C18 C23 -179.1(10) . . . . ?
C18 C14 C15 Rh1 68.0(8) . . . . ?
C18 C14 C15 C16 6.7(13) . . . . ?
C18 C14 C15 C20 -171.4(14) . . . . ?
C19 C14 C15 Rh1 -122.7(12) . . . . ?
C19 C14 C15 C16 176.1(10) . . . . ?
C19 C14 C15 C20 -2(2) . . . . ?
C19 C14 C18 Rh1 124.9(12) . . . . ?
C19 C14 C18 C17 -174.4(10) . . . . ?
C19 C14 C18 C23 5.5(17) . . . . ?
C20 C15 C16 Rh1 -120.8(14) . . . . ?
C20 C15 C16 C17 172.1(13) . . . . ?
C20 C15 C16 C21 0(2) . . . . ?
C21 C16 C17 Rh1 -122.3(12) . . . . ?
C21 C16 C17 C18 176.5(10) . . . . ?
C21 C16 C17 C22 -4.5(17) . . . . ?
C22 C17 C18 Rh1 -120.7(11) . . . . ?
C22 C17 C18 C14 -178.1(11) . . . . ?
C22 C17 C18 C23 2.0(16) . . . . ?
C24 C25 C26 C27 178.2(15) . . . . ?
C24 C25 C30 C29 -180.0(19) . . . . ?
C25 C26 C27 C28 2(3) . . . . ?
C26 C25 C30 C29 0(3) . . . . ?
C26 C27 C28 C29 0(3) . . . . ?
C27 C28 C29 C30 -2(3) . . . . ?
C28 C29 C30 C25 2(4) . . . . ?
C30 C25 C26 C27 -2(2) . . . . ?
N1 C7 N2 Rh1 174.5(7) . . . . ?
N1 C7 N2 C8 -3.0(14) . . . . ?
N2 C8 C9 C10 174.8(10) . . . . ?
N2 C8 C13 C12 -173.7(10) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_syy-h4
_database_code_depnum_ccdc_archive 'CCDC 1974161'
loop_
_audit_author_name
_audit_author_address
'Fen Xu'
;Zhengzhou University of Light Industry, Zhengzhou, Henan, China
China
;
_audit_update_record             
;
2019-12-26 deposited with the CCDC.	2020-08-12 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.31(C23 H26 Cl2 N2 Rh), 0.15(C14 H10)'
_chemical_formula_sum            'C9.23 H9.54 Cl0.62 N0.62 Rh0.31'
_chemical_formula_weight         182.58
_chemical_melting_point          ?
_chemical_oxdiff_usercomment     'C H N'
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'
N N 0.0311 0.0180 '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'
Rh Rh 0.0927 3.6045 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.6342(3)
_cell_length_b                   7.29120(10)
_cell_length_c                   25.8878(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.679(2)
_cell_angle_gamma                90
_cell_volume                     2917.21(9)
_cell_formula_units_Z            13
_cell_measurement_reflns_used    6762
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      73.6810
_cell_measurement_theta_min      5.5350
_shelx_estimated_absorpt_T_max   0.302
_shelx_estimated_absorpt_T_min   0.280
_exptl_absorpt_coefficient_mu    6.560
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            10953
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.802
_diffrn_reflns_theta_min         3.454
_diffrn_ambient_temperature      294(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3031
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.965
_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  22.00   1.00    1.16    --   40.80 -38.00  60.00   55
  2  ω     23.00  50.00   1.00    1.16    --   40.80-125.00  60.00   27
  3  ω     26.00  99.00   1.00    4.64    --  107.14 -95.00 150.00   73
  4  ω     84.00 116.00   1.00    4.64    --  107.14  30.00 -60.00   32
  5  ω     84.00 166.00   1.00    4.64    --  107.14  77.00 -60.00   82
  6  ω     97.00 178.00   1.00    4.64    --  107.14 125.00-180.00   81
  7  ω     94.00 169.00   1.00    4.64    --  107.14  61.00   0.00   75
  8  ω     68.00 139.00   1.00    4.64    --  107.14 -77.00-180.00   71
  9  ω    -70.00  35.00   1.00    1.16    --  -40.80  77.00 -90.00  105
 10  ω    -87.00 -13.00   1.00    1.16    --  -40.80 -57.00 120.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0011200000
_diffrn_orient_matrix_UB_12      -0.1035969000
_diffrn_orient_matrix_UB_13      0.0517745000
_diffrn_orient_matrix_UB_21      -0.0267133000
_diffrn_orient_matrix_UB_22      -0.1771413000
_diffrn_orient_matrix_UB_23      -0.0306897000
_diffrn_orient_matrix_UB_31      0.0960020000
_diffrn_orient_matrix_UB_32      -0.0504233000
_diffrn_orient_matrix_UB_33      0.0014903000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5135
_reflns_number_total             5691
_reflns_odcompleteness_completeness 99.95
_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.
 
 _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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.693
_refine_diff_density_min         -0.854
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         5691
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0338
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0448P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0836
_refine_ls_wR_factor_ref         0.0868
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C1(H1), C2(H2A), C26(H26), C7(H7), C30(H30), C18(H18), C27(H27),
 C5(H5), C20(H20), C22(H22), C6(H6), C28(H28), C21(H21), C23(H23), C29(H29)
2.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C8(H8A,H8B,H8C), C14(H14A,H14B,H14C), C17(H17A,H17B,
 H17C), C16(H16A,H16B,H16C)
;
_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
Rh1 Rh 0.60478(2) 0.52694(2) 0.60609(2) 0.03140(8) Uani 1 1 d . . . . .
Cl1 Cl 0.60953(4) 0.34058(9) 0.52861(2) 0.04214(14) Uani 1 1 d . . . . .
Cl2 Cl 0.63602(4) 0.26113(9) 0.66431(3) 0.04513(15) Uani 1 1 d . . . . .
N1 N 0.46940(15) 0.4777(3) 0.59407(9) 0.0387(5) Uani 1 1 d . . . . .
N2 N 0.44842(17) 0.3617(5) 0.67319(10) 0.0590(7) Uani 1 1 d . . . . .
H2 H 0.501962 0.329620 0.677668 0.071 Uiso 1 1 calc R . . . .
C11 C 0.58623(18) 0.8184(4) 0.60716(10) 0.0402(5) Uani 1 1 d . . . . .
C10 C 0.64313(18) 0.7742(3) 0.57147(10) 0.0400(5) Uani 1 1 d . . . . .
C9 C 0.71865(17) 0.6863(4) 0.59941(11) 0.0432(6) Uani 1 1 d . . . . .
C13 C 0.70769(19) 0.6789(4) 0.65298(11) 0.0462(6) Uani 1 1 d . . . . .
C25 C 0.41656(18) 0.4246(4) 0.62491(11) 0.0426(6) Uani 1 1 d . . . . .
C12 C 0.62471(19) 0.7545(4) 0.65822(10) 0.0430(6) Uani 1 1 d . . . . .
C19 C 0.4058(2) 0.3417(6) 0.71715(12) 0.0578(8) Uani 1 1 d . . . . .
C15 C 0.5020(2) 0.9163(4) 0.59408(14) 0.0559(7) Uani 1 1 d . . . . .
H15A H 0.471547 0.869813 0.561743 0.084 Uiso 1 1 calc GR . . . .
H15B H 0.512379 1.045166 0.590639 0.084 Uiso 1 1 calc GR . . . .
H15C H 0.467763 0.896947 0.621428 0.084 Uiso 1 1 calc GR . . . .
C24 C 0.3216(2) 0.4174(5) 0.60725(11) 0.0524(7) Uani 1 1 d . . . . .
C8 C 0.7954(2) 0.6212(5) 0.57663(17) 0.0640(9) Uani 1 1 d . . . . .
H8A H 0.829354 0.540721 0.600949 0.096 Uiso 1 1 calc GR . . . .
H8B H 0.829869 0.724536 0.569583 0.096 Uiso 1 1 calc GR . . . .
H8C H 0.776307 0.556343 0.544688 0.096 Uiso 1 1 calc GR . . . .
C1 C 0.8078(2) 1.1198(5) 0.59762(16) 0.0617(8) Uani 1 1 d . . . . .
H1 H 0.750858 1.161083 0.592691 0.074 Uiso 1 1 calc R . . . .
C14 C 0.6291(2) 0.8213(5) 0.51435(11) 0.0558(8) Uani 1 1 d . . . . .
H14A H 0.664551 0.743741 0.496374 0.084 Uiso 1 1 calc GR . . . .
H14B H 0.644421 0.947238 0.509959 0.084 Uiso 1 1 calc GR . . . .
H14C H 0.569330 0.803062 0.500198 0.084 Uiso 1 1 calc GR . . . .
C2 C 0.8506(2) 1.0978(5) 0.55509(16) 0.0616(8) Uani 1 1 d . . . . .
H2A H 0.822547 1.124404 0.521648 0.074 Uiso 1 1 calc R . . . .
C26 C 0.2778(2) 0.5643(6) 0.58239(13) 0.0643(9) Uani 1 1 d . . . . .
H26 H 0.307560 0.671646 0.577304 0.077 Uiso 1 1 calc R . . . .
C17 C 0.7725(3) 0.6082(6) 0.69713(15) 0.0706(10) Uani 1 1 d . . . . .
H17A H 0.742762 0.549132 0.722417 0.106 Uiso 1 1 calc GR . . . .
H17B H 0.806105 0.708569 0.713338 0.106 Uiso 1 1 calc GR . . . .
H17C H 0.810032 0.521587 0.683893 0.106 Uiso 1 1 calc GR . . . .
C7 C 0.8487(3) 1.0812(6) 0.64703(16) 0.0708(10) Uani 1 1 d . . . . .
H7 H 0.819998 1.097373 0.675635 0.085 Uiso 1 1 calc R . . . .
C3 C 0.9364(2) 1.0355(5) 0.56237(17) 0.0609(9) Uani 1 1 d . . . . .
C16 C 0.5882(3) 0.7785(6) 0.70778(13) 0.0685(10) Uani 1 1 d . . . . .
H16A H 0.527007 0.755899 0.701425 0.103 Uiso 1 1 calc GR . . . .
H16B H 0.598656 0.901605 0.720337 0.103 Uiso 1 1 calc GR . . . .
H16C H 0.615371 0.693587 0.733480 0.103 Uiso 1 1 calc GR . . . .
C30 C 0.2769(3) 0.2562(7) 0.61361(17) 0.0807(12) Uani 1 1 d . . . . .
H30 H 0.305863 0.156092 0.630270 0.097 Uiso 1 1 calc R . . . .
C18 C 0.3469(3) 0.4689(7) 0.72907(16) 0.0787(13) Uani 1 1 d . . . . .
H18 H 0.332595 0.568862 0.707161 0.094 Uiso 1 1 calc R . . . .
C27 C 0.1887(3) 0.5532(9) 0.56472(18) 0.0925(16) Uani 1 1 d . . . . .
H27 H 0.158907 0.653454 0.548727 0.111 Uiso 1 1 calc R . . . .
C4 C 0.9808(3) 1.0106(6) 0.5183(2) 0.0698(10) Uani 1 1 d . . . . .
C5 C 0.9759(3) 0.9954(7) 0.6118(2) 0.0812(13) Uani 1 1 d . . . . .
H5 H 1.032524 0.952177 0.617011 0.097 Uiso 1 1 calc R . . . .
C20 C 0.4268(3) 0.1967(7) 0.75031(16) 0.0811(12) Uani 1 1 d . . . . .
H20 H 0.466969 0.110487 0.742828 0.097 Uiso 1 1 calc R . . . .
C22 C 0.3291(3) 0.3043(10) 0.80626(18) 0.105(2) Uani 1 1 d . . . . .
H22 H 0.303034 0.291322 0.836047 0.126 Uiso 1 1 calc R . . . .
C6 C 0.9329(3) 1.0181(8) 0.65406(19) 0.0896(15) Uani 1 1 d . . . . .
H6 H 0.960763 0.990702 0.687495 0.107 Uiso 1 1 calc R . . . .
C28 C 0.1462(3) 0.3923(11) 0.5713(2) 0.112(2) Uani 1 1 d . . . . .
H28 H 0.087136 0.383929 0.559425 0.135 Uiso 1 1 calc R . . . .
C21 C 0.3884(4) 0.1777(9) 0.79505(19) 0.1050(19) Uani 1 1 d . . . . .
H21 H 0.402915 0.078976 0.817389 0.126 Uiso 1 1 calc R . . . .
C23 C 0.3088(3) 0.4482(10) 0.77376(19) 0.106(2) Uani 1 1 d . . . . .
H23 H 0.268750 0.534473 0.781479 0.128 Uiso 1 1 calc R . . . .
C29 C 0.1888(3) 0.2447(10) 0.5950(2) 0.114(2) Uani 1 1 d . . . . .
H29 H 0.159022 0.136305 0.598808 0.136 Uiso 1 1 calc R . . . .


_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
Rh1 Cl1 2.4332(6) . ?
Rh1 Cl2 2.4585(6) . ?
Rh1 N1 2.123(2) . ?
Rh1 C11 2.145(3) . ?
Rh1 C10 2.139(2) . ?
Rh1 C9 2.155(3) . ?
Rh1 C13 2.168(3) . ?
Rh1 C12 2.132(3) . ?
N1 C25 1.292(4) . ?
N2 H2 0.8600 . ?
N2 C25 1.353(4) . ?
N2 C19 1.411(4) . ?
C11 C10 1.413(4) . ?
C11 C12 1.444(4) . ?
C11 C15 1.492(4) . ?
C10 C9 1.439(4) . ?
C10 C14 1.502(4) . ?
C9 C13 1.424(4) . ?
C9 C8 1.492(4) . ?
C13 C12 1.435(4) . ?
C13 C17 1.500(4) . ?
C25 C24 1.487(4) . ?
C12 C16 1.491(4) . ?
C19 C18 1.374(6) . ?
C19 C20 1.370(6) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C24 C26 1.378(6) . ?
C24 C30 1.390(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C1 H1 0.9300 . ?
C1 C2 1.382(5) . ?
C1 C7 1.371(6) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C2 H2A 0.9300 . ?
C2 C3 1.401(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.401(6) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C7 H7 0.9300 . ?
C7 C6 1.380(6) . ?
C3 C4 1.434(6) . ?
C3 C5 1.367(6) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C30 H30 0.9300 . ?
C30 C29 1.391(6) . ?
C18 H18 0.9300 . ?
C18 C23 1.387(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.372(9) . ?
C4 C4 1.206(9) 3_776 ?
C5 H5 0.9300 . ?
C5 C6 1.377(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.389(6) . ?
C22 H22 0.9300 . ?
C22 C21 1.369(9) . ?
C22 C23 1.353(9) . ?
C6 H6 0.9300 . ?
C28 H28 0.9300 . ?
C28 C29 1.362(9) . ?
C21 H21 0.9300 . ?
C23 H23 0.9300 . ?
C29 H29 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
Cl1 Rh1 Cl2 92.14(2) . . ?
N1 Rh1 Cl1 86.48(6) . . ?
N1 Rh1 Cl2 93.33(6) . . ?
N1 Rh1 C11 92.04(10) . . ?
N1 Rh1 C10 114.67(10) . . ?
N1 Rh1 C9 153.77(10) . . ?
N1 Rh1 C13 143.87(10) . . ?
N1 Rh1 C12 105.76(10) . . ?
C11 Rh1 Cl1 125.79(7) . . ?
C11 Rh1 Cl2 141.96(7) . . ?
C11 Rh1 C9 65.28(11) . . ?
C11 Rh1 C13 64.97(11) . . ?
C10 Rh1 Cl1 94.58(7) . . ?
C10 Rh1 Cl2 151.52(8) . . ?
C10 Rh1 C11 38.52(11) . . ?
C10 Rh1 C9 39.16(11) . . ?
C10 Rh1 C13 64.69(10) . . ?
C9 Rh1 Cl1 96.12(8) . . ?
C9 Rh1 Cl2 112.59(8) . . ?
C9 Rh1 C13 38.46(11) . . ?
C13 Rh1 Cl1 129.39(9) . . ?
C13 Rh1 Cl2 89.87(8) . . ?
C12 Rh1 Cl1 159.52(8) . . ?
C12 Rh1 Cl2 103.23(8) . . ?
C12 Rh1 C11 39.47(10) . . ?
C12 Rh1 C10 65.53(10) . . ?
C12 Rh1 C9 65.64(11) . . ?
C12 Rh1 C13 38.97(12) . . ?
C25 N1 Rh1 132.6(2) . . ?
C25 N2 H2 115.6 . . ?
C25 N2 C19 128.8(3) . . ?
C19 N2 H2 115.6 . . ?
C10 C11 Rh1 70.50(15) . . ?
C10 C11 C12 108.0(2) . . ?
C10 C11 C15 125.6(3) . . ?
C12 C11 Rh1 69.76(15) . . ?
C12 C11 C15 126.4(3) . . ?
C15 C11 Rh1 126.0(2) . . ?
C11 C10 Rh1 70.98(15) . . ?
C11 C10 C9 108.8(2) . . ?
C11 C10 C14 125.4(3) . . ?
C9 C10 Rh1 71.00(14) . . ?
C9 C10 C14 125.7(3) . . ?
C14 C10 Rh1 126.64(19) . . ?
C10 C9 Rh1 69.84(14) . . ?
C10 C9 C8 126.2(3) . . ?
C13 C9 Rh1 71.29(15) . . ?
C13 C9 C10 107.2(2) . . ?
C13 C9 C8 126.5(3) . . ?
C8 C9 Rh1 125.7(2) . . ?
C9 C13 Rh1 70.25(15) . . ?
C9 C13 C12 108.7(2) . . ?
C9 C13 C17 126.1(3) . . ?
C12 C13 Rh1 69.14(15) . . ?
C12 C13 C17 125.2(3) . . ?
C17 C13 Rh1 127.6(2) . . ?
N1 C25 N2 119.4(3) . . ?
N1 C25 C24 121.5(3) . . ?
N2 C25 C24 118.9(2) . . ?
C11 C12 Rh1 70.77(15) . . ?
C11 C12 C16 126.1(3) . . ?
C13 C12 Rh1 71.89(16) . . ?
C13 C12 C11 107.2(2) . . ?
C13 C12 C16 126.6(3) . . ?
C16 C12 Rh1 126.7(2) . . ?
C18 C19 N2 121.7(4) . . ?
C20 C19 N2 119.2(4) . . ?
C20 C19 C18 119.0(3) . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C26 C24 C25 121.3(3) . . ?
C26 C24 C30 119.3(4) . . ?
C30 C24 C25 119.3(4) . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C2 C1 H1 119.8 . . ?
C7 C1 H1 119.8 . . ?
C7 C1 C2 120.4(3) . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C1 C2 H2A 120.0 . . ?
C1 C2 C3 120.0(4) . . ?
C3 C2 H2A 120.0 . . ?
C24 C26 H26 119.8 . . ?
C24 C26 C27 120.5(4) . . ?
C27 C26 H26 119.8 . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C1 C7 H7 120.2 . . ?
C1 C7 C6 119.6(4) . . ?
C6 C7 H7 120.2 . . ?
C2 C3 C4 120.2(4) . . ?
C5 C3 C2 118.9(4) . . ?
C5 C3 C4 120.9(4) . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C24 C30 H30 120.0 . . ?
C24 C30 C29 119.9(5) . . ?
C29 C30 H30 120.0 . . ?
C19 C18 H18 120.0 . . ?
C19 C18 C23 120.1(5) . . ?
C23 C18 H18 120.0 . . ?
C26 C27 H27 120.5 . . ?
C28 C27 C26 119.1(5) . . ?
C28 C27 H27 120.5 . . ?
C4 C4 C3 179.2(7) 3_776 . ?
C3 C5 H5 119.6 . . ?
C3 C5 C6 120.8(4) . . ?
C6 C5 H5 119.6 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.4(5) . . ?
C21 C20 H20 119.8 . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C23 C22 C21 119.6(4) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 C7 120.3(4) . . ?
C5 C6 H6 119.8 . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.2(4) . . ?
C29 C28 H28 119.4 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.0(5) . . ?
C22 C21 H21 120.0 . . ?
C18 C23 H23 119.6 . . ?
C22 C23 C18 120.8(5) . . ?
C22 C23 H23 119.6 . . ?
C30 C29 H29 120.0 . . ?
C28 C29 C30 120.0(5) . . ?
C28 C29 H29 120.0 . . ?


_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 3.191
_oxdiff_exptl_absorpt_empirical_full_min 0.539
####################################################################### 
# 
# 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_syy-20181109-a-882
_database_code_depnum_ccdc_archive 'CCDC 1974159'
loop_
_audit_author_name
_audit_author_address
'Fen Xu'
;Zhengzhou University of Light Industry, Zhengzhou, Henan, China
China
;
_audit_update_record             
;
2019-12-26 deposited with the CCDC.	2020-08-12 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.22(C50 H32 N4 S2)'
_chemical_formula_sum            'C11.11 H7.11 N0.89 S0.44'
_chemical_formula_weight         167.31
_chemical_melting_point          ?
_chemical_oxdiff_usercomment     'C H O N F'
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8941(3)
_cell_length_b                   13.9468(4)
_cell_length_c                   16.4764(5)
_cell_angle_alpha                102.279(2)
_cell_angle_beta                 99.940(2)
_cell_angle_gamma                97.712(2)
_cell_volume                     2153.46(11)
_cell_formula_units_Z            9
_cell_measurement_reflns_used    7204
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      73.3570
_cell_measurement_theta_min      4.7900
_shelx_estimated_absorpt_T_max   0.729
_shelx_estimated_absorpt_T_min   0.711
_exptl_absorpt_coefficient_mu    1.407
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67674
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14960
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.657
_diffrn_reflns_theta_min         3.778
_diffrn_ambient_temperature      294(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3031
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  33.00   1.00    5.55    --  -40.80  38.00  30.00   98
  2  ω    -64.00  32.00   1.00    5.55    --  -40.80  57.00-120.00   96
  3  ω     48.00  80.00   1.00    5.55    --   40.80 -99.00   0.00   32
  4  ω     30.00  60.00   1.00    5.55    --   40.80-122.00 -56.00   30
  5  ω     91.00 133.00   1.00   22.20    --  107.14 -61.00  60.00   42
  6  ω     66.00 106.00   1.00   22.20    --  107.14 -95.00 -60.00   40
  7  ω     73.00 115.00   1.00   22.20    --  107.14-125.00-120.00   42
  8  ω     50.00 135.00   1.00   22.20    --  107.14 -61.00 -60.00   85
  9  ω    118.00 177.00   1.00   22.20    --  107.14   0.00-180.00   59
 10  ω    113.00 177.00   1.00   22.20    --  107.14  77.00 -90.00   64
 11  ω    131.00 177.00   1.00   22.20    --  107.14 125.00-120.00   46
 12  ω     82.00 177.00   1.00   22.20    --  107.14  45.00  30.00   95
 13  ω     79.00 128.00   1.00   22.20    --  107.14  61.00  90.00   49
 14  ω     57.00 105.00   1.00   22.20    --  107.14 -95.00  60.00   48
 15  ω     37.00  64.00   1.00   22.20    --  107.14-125.00-120.00   27
 16  ω     33.00 114.00   1.00   22.20    --  107.14 -77.00-150.00   81
 17  ω     37.00 127.00   1.00   22.20    --  107.14 -30.00-150.00   90
 18  ω     34.00  60.00   1.00   22.20    --  107.14   0.00-180.00   26
 19  ω   -108.00 -16.00   1.00    5.55    --  -40.80 -57.00  90.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0477738000
_diffrn_orient_matrix_UB_12      -0.0020581000
_diffrn_orient_matrix_UB_13      0.0935985000
_diffrn_orient_matrix_UB_21      -0.0139047000
_diffrn_orient_matrix_UB_22      -0.1142559000
_diffrn_orient_matrix_UB_23      -0.0265044000
_diffrn_orient_matrix_UB_31      0.1527303000
_diffrn_orient_matrix_UB_32      0.0116939000
_diffrn_orient_matrix_UB_33      -0.0103163000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7084
_reflns_number_total             8422
_reflns_odcompleteness_completeness 99.95
_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.
 
 _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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.967
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         8422
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0655
_refine_ls_restrained_S_all      1.112
_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)+(0.1664P)²+0.0897P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2194
_refine_ls_wR_factor_ref         0.2324
_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:
 C6(H6), C10(H10), C11(H11), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18),
 C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28), C29(H29), C30(H30),
  C31(H31), C32(H32), C34(H34), C35(H35), C36(H36), C37(H37), C38(H38),
 C42(H42), C43(H43), C45(H45), C47(H47), C48(H48), C49(H49), C50(H50), C51(H51),
  C54(H54)
;
_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
C5 C 0.3531(2) 0.08690(14) 0.80087(13) 0.0477(4) Uani 1 1 d . . . . .
C6 C 0.4278(2) 0.00951(16) 0.81220(14) 0.0532(5) Uani 1 1 d . . . . .
H6 H 0.463576 0.004368 0.866826 0.064 Uiso 1 1 calc R . . . .
C7 C 0.3462(2) -0.06325(15) 0.52835(14) 0.0476(4) Uani 1 1 d . . . . .
C8 C 0.3269(2) -0.08876(16) 0.43811(14) 0.0507(5) Uani 1 1 d . . . . .
C9 C 0.2643(2) -0.03174(16) 0.38920(14) 0.0520(5) Uani 1 1 d . . . . .
C10 C 0.2559(3) -0.0730(2) 0.30078(15) 0.0643(6) Uani 1 1 d . . . . .
H10 H 0.215843 -0.045337 0.257888 0.077 Uiso 1 1 calc R . . . .
C11 C 0.3122(3) -0.1561(2) 0.28644(17) 0.0695(7) Uani 1 1 d . . . . .
H11 H 0.316048 -0.191697 0.232572 0.083 Uiso 1 1 calc R . . . .
C12 C 0.2171(2) 0.05630(16) 0.42893(13) 0.0499(4) Uani 1 1 d . . . . .
C13 C 0.1534(3) 0.11902(17) 0.37535(13) 0.0551(5) Uani 1 1 d . . . . .
C14 C 0.0116(3) 0.1141(3) 0.3556(3) 0.0883(10) Uani 1 1 d . . . . .
H14 H -0.046029 0.072514 0.377536 0.106 Uiso 1 1 calc R . . . .
C15 C -0.0468(4) 0.1699(3) 0.3037(3) 0.1068(14) Uani 1 1 d . . . . .
H15 H -0.143133 0.164130 0.289360 0.128 Uiso 1 1 calc R . . . .
C16 C 0.0375(4) 0.2339(3) 0.2733(2) 0.0960(11) Uani 1 1 d . . . . .
H16 H -0.001356 0.272338 0.238962 0.115 Uiso 1 1 calc R . . . .
C17 C 0.1795(4) 0.2408(3) 0.2937(3) 0.0965(11) Uani 1 1 d . . . . .
H17 H 0.237121 0.284730 0.273783 0.116 Uiso 1 1 calc R . . . .
C18 C 0.2374(3) 0.1823(2) 0.3443(2) 0.0766(8) Uani 1 1 d . . . . .
H18 H 0.333628 0.186290 0.357122 0.092 Uiso 1 1 calc R . . . .
C19 C 0.2322(2) 0.08139(14) 0.51520(13) 0.0457(4) Uani 1 1 d . . . . .
C20 C 0.1869(2) 0.17080(15) 0.56211(12) 0.0461(4) Uani 1 1 d . . . . .
C21 C 0.2724(3) 0.26284(17) 0.58241(17) 0.0612(6) Uani 1 1 d . . . . .
H21 H 0.355626 0.269758 0.563510 0.073 Uiso 1 1 calc R . . . .
C22 C 0.2347(4) 0.3446(2) 0.6306(2) 0.0794(8) Uani 1 1 d . . . . .
H22 H 0.293261 0.406268 0.644540 0.095 Uiso 1 1 calc R . . . .
C23 C 0.1108(3) 0.3354(2) 0.6584(2) 0.0760(7) Uani 1 1 d . . . . .
H23 H 0.086313 0.390620 0.691452 0.091 Uiso 1 1 calc R . . . .
C24 C 0.0242(3) 0.2450(2) 0.6370(2) 0.0747(7) Uani 1 1 d . . . . .
H24 H -0.060132 0.238776 0.654759 0.090 Uiso 1 1 calc R . . . .
C25 C 0.0615(3) 0.16274(19) 0.58903(19) 0.0643(6) Uani 1 1 d . . . . .
H25 H 0.002076 0.101391 0.574653 0.077 Uiso 1 1 calc R . . . .
C26 C 0.4271(2) 0.40321(15) 0.85928(12) 0.0494(4) Uani 1 1 d . . . . .
C27 C 0.5557(2) 0.45333(15) 0.84008(13) 0.0509(5) Uani 1 1 d . . . . .
C28 C 0.6322(3) 0.54379(18) 0.89187(16) 0.0635(6) Uani 1 1 d . . . . .
H28 H 0.600813 0.575411 0.938873 0.076 Uiso 1 1 calc R . . . .
C29 C 0.7543(3) 0.5865(2) 0.8735(2) 0.0769(7) Uani 1 1 d . . . . .
H29 H 0.804691 0.646734 0.908126 0.092 Uiso 1 1 calc R . . . .
C30 C 0.8016(3) 0.5399(2) 0.8038(2) 0.0796(8) Uani 1 1 d . . . . .
H30 H 0.883698 0.568664 0.791495 0.095 Uiso 1 1 calc R . . . .
C31 C 0.7275(4) 0.4516(3) 0.7530(2) 0.0840(9) Uani 1 1 d . . . . .
H31 H 0.759270 0.420531 0.705992 0.101 Uiso 1 1 calc R . . . .
C32 C 0.6052(3) 0.40749(19) 0.77089(18) 0.0674(6) Uani 1 1 d . . . . .
H32 H 0.556309 0.346886 0.736162 0.081 Uiso 1 1 calc R . . . .
C33 C 0.3162(3) 0.55856(16) 0.87843(16) 0.0577(5) Uani 1 1 d . . . . .
C34 C 0.3240(3) 0.5942(2) 0.80627(18) 0.0721(7) Uani 1 1 d . . . . .
H34 H 0.332284 0.550972 0.756646 0.086 Uiso 1 1 calc R . . . .
C35 C 0.3195(4) 0.6933(2) 0.8077(2) 0.0864(9) Uani 1 1 d . . . . .
H35 H 0.324408 0.716048 0.759019 0.104 Uiso 1 1 calc R . . . .
C36 C 0.3079(4) 0.7580(2) 0.8803(3) 0.0866(9) Uani 1 1 d . . . . .
H36 H 0.303600 0.824301 0.880530 0.104 Uiso 1 1 calc R . . . .
C37 C 0.3025(4) 0.7249(2) 0.9529(3) 0.0867(9) Uani 1 1 d . . . . .
H37 H 0.296642 0.769199 1.002505 0.104 Uiso 1 1 calc R . . . .
C38 C 0.3059(3) 0.62513(19) 0.95217(19) 0.0696(7) Uani 1 1 d . . . . .
H38 H 0.301210 0.602957 1.001174 0.083 Uiso 1 1 calc R . . . .
C39 C 0.3181(3) 0.45167(16) 0.87772(13) 0.0523(5) Uani 1 1 d . . . . .
C40 C 0.2005(3) 0.39362(17) 0.89238(14) 0.0558(5) Uani 1 1 d . . . . .
C41 C 0.2019(2) 0.29277(16) 0.89094(14) 0.0535(5) Uani 1 1 d . . . . .
C42 C -0.0219(3) 0.3422(3) 0.9092(3) 0.0852(9) Uani 1 1 d . . . . .
H42 H -0.112582 0.346800 0.915538 0.102 Uiso 1 1 calc R . . . .
C43 C 0.0686(3) 0.4197(2) 0.9034(2) 0.0728(7) Uani 1 1 d . . . . .
H43 H 0.048094 0.483295 0.906280 0.087 Uiso 1 1 calc R . . . .
C44 C 0.3188(2) 0.25122(15) 0.87424(12) 0.0491(4) Uani 1 1 d . . . . .
C45 C 0.3308(3) 0.1650(2) 1.02263(16) 0.0718(7) Uani 1 1 d . . . . .
H45 H 0.389323 0.226602 1.035318 0.086 Uiso 1 1 calc R . . . .
C46 C 0.2840(3) 0.11038(17) 0.93884(14) 0.0551(5) Uani 1 1 d . . . . .
C47 C 0.1980(3) 0.0176(2) 0.9213(2) 0.0715(7) Uani 1 1 d . . . . .
H47 H 0.164417 -0.018845 0.865494 0.086 Uiso 1 1 calc R . . . .
C48 C 0.1629(4) -0.0200(3) 0.9883(3) 0.0993(13) Uani 1 1 d . . . . .
H48 H 0.108427 -0.082964 0.977130 0.119 Uiso 1 1 calc R . . . .
C49 C 0.2078(5) 0.0348(4) 1.0705(3) 0.1132(16) Uani 1 1 d . . . . .
H49 H 0.182949 0.009629 1.114808 0.136 Uiso 1 1 calc R . . . .
C50 C 0.2887(5) 0.1260(4) 1.0870(2) 0.1025(13) Uani 1 1 d . . . . .
H50 H 0.316717 0.163514 1.142794 0.123 Uiso 1 1 calc R . . . .
C51 C 0.4482(3) -0.05866(17) 0.74306(15) 0.0553(5) Uani 1 1 d . . . . .
H51 H 0.494609 -0.110804 0.750844 0.066 Uiso 1 1 calc R . . . .
C52 C 0.3982(2) -0.04810(15) 0.66141(14) 0.0484(4) Uani 1 1 d . . . . .
C53 C 0.3289(2) 0.03190(14) 0.65136(12) 0.0443(4) Uani 1 1 d . . . . .
C54 C 0.3045(2) 0.09993(14) 0.72069(13) 0.0464(4) Uani 1 1 d . . . . .
H54 H 0.257506 0.151860 0.713172 0.056 Uiso 1 1 calc R . . . .
N1 N 0.4072(2) -0.10624(14) 0.58449(12) 0.0526(4) Uani 1 1 d . . . . .
N2 N 0.29539(17) 0.02197(12) 0.56378(10) 0.0448(4) Uani 1 1 d . . . . .
N3 N 0.3241(2) 0.15031(13) 0.87296(12) 0.0545(4) Uani 1 1 d . . . . .
N4 N 0.4267(2) 0.30482(12) 0.85757(11) 0.0494(4) Uani 1 1 d . . . . .
S1 S 0.37647(7) -0.18968(4) 0.37859(4) 0.0619(2) Uani 1 1 d . . . . .
S2 S 0.04431(7) 0.23292(5) 0.90393(5) 0.0744(2) Uani 1 1 d . . . . .


_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
C5 C6 1.413(3) . ?
C5 C54 1.384(3) . ?
C5 N3 1.419(3) . ?
C6 H6 0.9300 . ?
C6 C51 1.383(3) . ?
C7 C8 1.426(3) . ?
C7 N1 1.312(3) . ?
C7 N2 1.404(3) . ?
C8 C9 1.378(3) . ?
C8 S1 1.717(2) . ?
C9 C10 1.431(3) . ?
C9 C12 1.440(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.347(4) . ?
C11 H11 0.9300 . ?
C11 S1 1.725(3) . ?
C12 C13 1.492(3) . ?
C12 C19 1.366(3) . ?
C13 C14 1.373(4) . ?
C13 C18 1.369(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.380(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.369(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.372(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.393(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.487(3) . ?
C19 N2 1.403(3) . ?
C20 C21 1.380(3) . ?
C20 C25 1.386(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.378(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.381(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.366(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.380(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.484(3) . ?
C26 C39 1.391(3) . ?
C26 N4 1.366(3) . ?
C27 C28 1.398(3) . ?
C27 C32 1.384(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.385(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.382(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.365(5) . ?
C31 H31 0.9300 . ?
C31 C32 1.389(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.392(4) . ?
C33 C38 1.392(4) . ?
C33 C39 1.491(3) . ?
C34 H34 0.9300 . ?
C34 C35 1.384(4) . ?
C35 H35 0.9300 . ?
C35 C36 1.369(5) . ?
C36 H36 0.9300 . ?
C36 C37 1.378(5) . ?
C37 H37 0.9300 . ?
C37 C38 1.394(4) . ?
C38 H38 0.9300 . ?
C39 C40 1.412(3) . ?
C40 C41 1.404(3) . ?
C40 C43 1.432(4) . ?
C41 C44 1.404(3) . ?
C41 S2 1.737(2) . ?
C42 H42 0.9300 . ?
C42 C43 1.338(5) . ?
C42 S2 1.730(3) . ?
C43 H43 0.9300 . ?
C44 N3 1.411(2) . ?
C44 N4 1.322(3) . ?
C45 H45 0.9300 . ?
C45 C46 1.392(4) . ?
C45 C50 1.389(5) . ?
C46 C47 1.393(4) . ?
C46 N3 1.411(3) . ?
C47 H47 0.9300 . ?
C47 C48 1.395(4) . ?
C48 H48 0.9300 . ?
C48 C49 1.370(7) . ?
C49 H49 0.9300 . ?
C49 C50 1.355(7) . ?
C50 H50 0.9300 . ?
C51 H51 0.9300 . ?
C51 C52 1.397(3) . ?
C52 C53 1.410(3) . ?
C52 N1 1.376(3) . ?
C53 C54 1.400(3) . ?
C53 N2 1.396(3) . ?
C54 H54 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
C6 C5 N3 119.20(19) . . ?
C54 C5 C6 121.15(19) . . ?
C54 C5 N3 119.62(18) . . ?
C5 C6 H6 119.6 . . ?
C51 C6 C5 120.8(2) . . ?
C51 C6 H6 119.6 . . ?
N1 C7 C8 129.84(19) . . ?
N1 C7 N2 114.13(18) . . ?
N2 C7 C8 116.02(19) . . ?
C7 C8 S1 125.66(18) . . ?
C9 C8 C7 121.6(2) . . ?
C9 C8 S1 112.73(17) . . ?
C8 C9 C10 111.1(2) . . ?
C8 C9 C12 120.1(2) . . ?
C10 C9 C12 128.8(2) . . ?
C9 C10 H10 123.7 . . ?
C11 C10 C9 112.7(2) . . ?
C11 C10 H10 123.7 . . ?
C10 C11 H11 123.6 . . ?
C10 C11 S1 112.88(19) . . ?
S1 C11 H11 123.6 . . ?
C9 C12 C13 119.52(19) . . ?
C19 C12 C9 119.4(2) . . ?
C19 C12 C13 121.1(2) . . ?
C14 C13 C12 121.5(2) . . ?
C18 C13 C12 119.6(2) . . ?
C18 C13 C14 119.0(2) . . ?
C13 C14 H14 119.4 . . ?
C13 C14 C15 121.1(3) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.9(3) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.6(3) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.1(3) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 C17 120.3(3) . . ?
C13 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C12 C19 C20 123.43(19) . . ?
C12 C19 N2 119.57(19) . . ?
N2 C19 C20 117.00(17) . . ?
C21 C20 C19 120.1(2) . . ?
C21 C20 C25 118.9(2) . . ?
C25 C20 C19 120.93(19) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.2(2) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 119.8 . . ?
C21 C22 C23 120.4(3) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.2 . . ?
C24 C23 C22 119.7(3) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C20 C25 H25 119.7 . . ?
C24 C25 C20 120.6(2) . . ?
C24 C25 H25 119.7 . . ?
C39 C26 C27 123.40(18) . . ?
N4 C26 C27 113.34(19) . . ?
N4 C26 C39 123.3(2) . . ?
C28 C27 C26 122.0(2) . . ?
C32 C27 C26 119.3(2) . . ?
C32 C27 C28 118.7(2) . . ?
C27 C28 H28 119.9 . . ?
C29 C28 C27 120.3(3) . . ?
C29 C28 H28 119.9 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.2(3) . . ?
C30 C29 H29 119.9 . . ?
C29 C30 H30 120.1 . . ?
C31 C30 C29 119.8(3) . . ?
C31 C30 H30 120.1 . . ?
C30 C31 H31 119.6 . . ?
C30 C31 C32 120.7(3) . . ?
C32 C31 H31 119.6 . . ?
C27 C32 C31 120.3(3) . . ?
C27 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C34 C33 C39 121.4(2) . . ?
C38 C33 C34 118.5(2) . . ?
C38 C33 C39 120.1(2) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 C33 120.6(3) . . ?
C35 C34 H34 119.7 . . ?
C34 C35 H35 119.7 . . ?
C36 C35 C34 120.5(3) . . ?
C36 C35 H35 119.7 . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C37 119.9(2) . . ?
C37 C36 H36 120.0 . . ?
C36 C37 H37 119.9 . . ?
C36 C37 C38 120.2(3) . . ?
C38 C37 H37 119.9 . . ?
C33 C38 C37 120.3(3) . . ?
C33 C38 H38 119.9 . . ?
C37 C38 H38 119.9 . . ?
C26 C39 C33 123.8(2) . . ?
C26 C39 C40 117.04(19) . . ?
C40 C39 C33 119.1(2) . . ?
C39 C40 C43 129.5(2) . . ?
C41 C40 C39 119.0(2) . . ?
C41 C40 C43 111.3(2) . . ?
C40 C41 C44 119.7(2) . . ?
C40 C41 S2 111.84(18) . . ?
C44 C41 S2 128.26(17) . . ?
C43 C42 H42 122.9 . . ?
C43 C42 S2 114.2(2) . . ?
S2 C42 H42 122.9 . . ?
C40 C43 H43 123.8 . . ?
C42 C43 C40 112.5(3) . . ?
C42 C43 H43 123.8 . . ?
C41 C44 N3 121.2(2) . . ?
N4 C44 C41 121.12(18) . . ?
N4 C44 N3 117.7(2) . . ?
C46 C45 H45 120.5 . . ?
C50 C45 H45 120.5 . . ?
C50 C45 C46 118.9(3) . . ?
C45 C46 C47 119.6(2) . . ?
C45 C46 N3 119.3(2) . . ?
C47 C46 N3 121.1(2) . . ?
C46 C47 H47 120.3 . . ?
C46 C47 C48 119.3(3) . . ?
C48 C47 H47 120.3 . . ?
C47 C48 H48 119.7 . . ?
C49 C48 C47 120.6(4) . . ?
C49 C48 H48 119.7 . . ?
C48 C49 H49 120.2 . . ?
C50 C49 C48 119.7(3) . . ?
C50 C49 H49 120.2 . . ?
C45 C50 H50 119.1 . . ?
C49 C50 C45 121.7(4) . . ?
C49 C50 H50 119.1 . . ?
C6 C51 H51 120.5 . . ?
C6 C51 C52 119.08(19) . . ?
C52 C51 H51 120.5 . . ?
C51 C52 C53 119.34(19) . . ?
N1 C52 C51 128.89(19) . . ?
N1 C52 C53 111.77(18) . . ?
C54 C53 C52 122.13(18) . . ?
N2 C53 C52 104.90(17) . . ?
N2 C53 C54 132.97(18) . . ?
C5 C54 C53 117.40(18) . . ?
C5 C54 H54 121.3 . . ?
C53 C54 H54 121.3 . . ?
C7 N1 C52 104.23(17) . . ?
C19 N2 C7 123.27(17) . . ?
C53 N2 C7 104.97(16) . . ?
C53 N2 C19 131.69(17) . . ?
C44 N3 C5 119.88(16) . . ?
C44 N3 C46 119.48(18) . . ?
C46 N3 C5 120.20(17) . . ?
C44 N4 C26 119.76(19) . . ?
C8 S1 C11 90.61(12) . . ?
C42 S2 C41 90.13(14) . . ?

_platon_squeeze_details          ?
# SQUEEZE RESULTS (Version = 141217)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
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 0.500 0.500 341 70 ' '

_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 1.615
_oxdiff_exptl_absorpt_empirical_full_min 0.734
####################################################################### 
# 
# 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_syy-a-937-1
_database_code_depnum_ccdc_archive 'CCDC 1974160'
loop_
_audit_author_name
_audit_author_address
'Fen Xu'
;Zhengzhou University of Light Industry, Zhengzhou, Henan, China
China
;
_audit_update_record             
;
2019-12-26 deposited with the CCDC.	2020-08-12 downloaded from the CCDC.
;
_audit_creation_date             2019-12-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.19(C56 H37 F3 N4)'
_chemical_formula_sum            'C10.67 H7.05 Cl0.05 F0.57 N0.76 O0.05'
_chemical_formula_weight         159.19
_chemical_melting_point          ?
_chemical_oxdiff_usercomment     'C H N'
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'
N N 0.0311 0.0180 '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'
Cl Cl 0.3639 0.7018 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.7038(3)
_cell_length_b                   10.8165(2)
_cell_length_c                   28.0637(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.879(2)
_cell_angle_gamma                90
_cell_volume                     4766.34(16)
_cell_formula_units_Z            21
_cell_measurement_reflns_used    7147
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      72.1260
_cell_measurement_theta_min      4.9400
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.745
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65418
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1737
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0170
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            17167
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.764
_diffrn_reflns_theta_min         4.381
_diffrn_ambient_temperature      294(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3031
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  21.00   1.00    6.13    --  -40.92  38.00  30.00   86
  2  ω   -110.00 -17.00   1.00    6.13    --  -40.92 -38.00  30.00   93
  3  ω     64.00  91.00   1.00    6.13    --   40.92-125.00   0.00   27
  4  ω     25.00 155.00   1.00   24.50    --  105.27 -15.00 -90.00  130
  5  ω     28.00 109.00   1.00   24.50    --  105.27 -95.00-180.00   81
  6  ω    112.00 168.00   1.00   24.50    --  105.27  45.00  90.00   56
  7  ω     63.00  98.00   1.00   24.50    --  105.27 -95.00 120.00   35
  8  ω     32.00 111.00   1.00   24.50    --  105.27 -45.00  30.00   79
  9  ω     80.00 108.00   1.00   24.50    --  105.27 -45.00 -60.00   28
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0734201000
_diffrn_orient_matrix_UB_12      0.0042417000
_diffrn_orient_matrix_UB_13      0.0369901000
_diffrn_orient_matrix_UB_21      -0.0642977000
_diffrn_orient_matrix_UB_22      -0.0172649000
_diffrn_orient_matrix_UB_23      0.0403931000
_diffrn_orient_matrix_UB_31      0.0101582000
_diffrn_orient_matrix_UB_32      -0.1412874000
_diffrn_orient_matrix_UB_33      -0.0038436000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7307
_reflns_number_total             9199
_reflns_odcompleteness_completeness 99.78
_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.
 
 _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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.886
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.260
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     569
_refine_ls_number_reflns         9199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1014
_refine_ls_R_factor_gt           0.0902
_refine_ls_restrained_S_all      1.260
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2846
_refine_ls_wR_factor_ref         0.3053
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C7(H7), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C25(H25), C26(H26), C28(H28),
  C30(H30), C31(H31), C32(H32), C33(H33), C34(H34), C40(H40), C41(H41),
 C43(H43), C45(H45), C46(H46), C47(H47), C48(H48), C49(H49), C51(H51), C52(H52),
  C53(H53), C54(H54), C55(H55)
2.b Idealised Me refined as rotating group:
 C0AA(H0AA,H0AB,H0AC)
;
_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
C0AA C 0.0532(2) 0.6353(3) 0.06214(13) 0.0830(9) Uani 1 1 d . . . . .
H0AA H 0.005954 0.662578 0.080766 0.124 Uiso 1 1 calc GR . . . .
H0AB H 0.033766 0.575575 0.039125 0.124 Uiso 1 1 calc GR . . . .
H0AC H 0.077500 0.704776 0.045975 0.124 Uiso 1 1 calc GR . . . .
C2 C 0.11898(16) 0.5778(3) 0.09415(10) 0.0628(6) Uani 1 1 d . . . . .
C3 C 0.18460(16) 0.6469(2) 0.11394(10) 0.0601(6) Uani 1 1 d . . . . .
H3 H 0.187965 0.730579 0.106624 0.072 Uiso 1 1 calc R . . . .
C4 C 0.24620(14) 0.5953(2) 0.14462(9) 0.0537(5) Uani 1 1 d . . . . .
C2AA C 0.24039(15) 0.4689(2) 0.15503(9) 0.0542(5) Uani 1 1 d . . . . .
C6 C 0.17547(17) 0.3973(2) 0.13393(10) 0.0651(6) Uani 1 1 d . . . . .
H6 H 0.172575 0.312990 0.140143 0.078 Uiso 1 1 calc R . . . .
C7 C 0.11644(17) 0.4514(2) 0.10423(11) 0.0676(7) Uani 1 1 d . . . . .
H7 H 0.073752 0.402983 0.090464 0.081 Uiso 1 1 calc R . . . .
C8 C 0.30039(14) 0.4155(2) 0.18805(9) 0.0545(5) Uani 1 1 d . . . . .
C9 C 0.37206(14) 0.61607(18) 0.19693(9) 0.0518(5) Uani 1 1 d . . . . .
C10 C 0.31530(15) 0.6674(2) 0.16612(9) 0.0546(5) Uani 1 1 d . . . . .
C11 C 0.32026(15) 0.80131(19) 0.15348(10) 0.0584(6) Uani 1 1 d . . . . .
C12 C 0.2841(2) 0.8896(3) 0.18229(13) 0.0795(8) Uani 1 1 d . . . . .
H12 H 0.259690 0.865804 0.210833 0.095 Uiso 1 1 calc R . . . .
C13 C 0.2837(3) 1.0126(3) 0.16948(18) 0.0944(12) Uani 1 1 d . . . . .
H13 H 0.258842 1.070818 0.189303 0.113 Uiso 1 1 calc R . . . .
C14 C 0.3193(3) 1.0489(3) 0.1281(2) 0.1015(14) Uani 1 1 d . . . . .
H14 H 0.319131 1.132066 0.119603 0.122 Uiso 1 1 calc R . . . .
C15 C 0.3553(3) 0.9638(4) 0.09891(18) 0.1052(13) Uani 1 1 d . . . . .
H15 H 0.378771 0.988859 0.070267 0.126 Uiso 1 1 calc R . . . .
C16 C 0.3571(2) 0.8379(3) 0.11185(14) 0.0839(8) Uani 1 1 d . . . . .
H16 H 0.383097 0.780199 0.092284 0.101 Uiso 1 1 calc R . . . .
C17 C 0.44059(14) 0.68749(19) 0.22201(9) 0.0551(5) Uani 1 1 d . . . . .
C18 C 0.51655(18) 0.7115(3) 0.20036(12) 0.0743(7) Uani 1 1 d . . . . .
H18 H 0.525595 0.683899 0.169466 0.089 Uiso 1 1 calc R . . . .
C19 C 0.5803(2) 0.7772(3) 0.22454(16) 0.0910(10) Uani 1 1 d . . . . .
H19 H 0.631819 0.792856 0.209812 0.109 Uiso 1 1 calc R . . . .
C20 C 0.5671(2) 0.8185(4) 0.26968(17) 0.0974(12) Uani 1 1 d . . . . .
H20 H 0.609041 0.864333 0.285393 0.117 Uiso 1 1 calc R . . . .
C21 C 0.4923(2) 0.7927(5) 0.29194(18) 0.1144(16) Uani 1 1 d . . . . .
H21 H 0.484574 0.816700 0.323404 0.137 Uiso 1 1 calc R . . . .
C22 C 0.4274(2) 0.7300(4) 0.26719(14) 0.0901(11) Uani 1 1 d . . . . .
H22 H 0.375171 0.717238 0.281528 0.108 Uiso 1 1 calc R . . . .
C23 C 0.41341(14) 0.41149(19) 0.23736(8) 0.0522(5) Uani 1 1 d . . . . .
C24 C 0.37252(16) 0.29619(19) 0.23357(10) 0.0576(5) Uani 1 1 d . . . . .
C25 C 0.40335(18) 0.1946(2) 0.25997(11) 0.0655(6) Uani 1 1 d . . . . .
H25 H 0.376246 0.118207 0.258257 0.079 Uiso 1 1 calc R . . . .
C26 C 0.47454(17) 0.2110(2) 0.28835(10) 0.0633(6) Uani 1 1 d . . . . .
H26 H 0.495488 0.145048 0.306238 0.076 Uiso 1 1 calc R . . . .
C27 C 0.51638(15) 0.3263(2) 0.29083(9) 0.0563(5) Uani 1 1 d . . . . .
C28 C 0.48726(15) 0.4283(2) 0.26513(9) 0.0547(5) Uani 1 1 d . . . . .
H28 H 0.515470 0.503887 0.266363 0.066 Uiso 1 1 calc R . . . .
C29 C 0.65540(16) 0.2468(2) 0.31626(10) 0.0610(6) Uani 1 1 d . . . . .
C30 C 0.67059(19) 0.1919(3) 0.27234(11) 0.0713(7) Uani 1 1 d . . . . .
H30 H 0.641028 0.218892 0.245314 0.086 Uiso 1 1 calc R . . . .
C31 C 0.7017(2) 0.2075(3) 0.35556(11) 0.0744(7) Uani 1 1 d . . . . .
H31 H 0.692974 0.243895 0.385105 0.089 Uiso 1 1 calc R . . . .
C32 C 0.7616(2) 0.1135(3) 0.35108(14) 0.0893(10) Uani 1 1 d . . . . .
H32 H 0.792895 0.087547 0.377637 0.107 Uiso 1 1 calc R . . . .
C33 C 0.7746(2) 0.0585(3) 0.30750(15) 0.0873(9) Uani 1 1 d . . . . .
H33 H 0.814209 -0.004892 0.304763 0.105 Uiso 1 1 calc R . . . .
C34 C 0.7298(2) 0.0969(3) 0.26873(14) 0.0842(8) Uani 1 1 d . . . . .
H34 H 0.738718 0.059408 0.239394 0.101 Uiso 1 1 calc R . . . .
C35 C 0.60588(15) 0.4457(2) 0.34734(9) 0.0559(5) Uani 1 1 d . . . . .
C36 C 0.70610(15) 0.5923(2) 0.37149(9) 0.0587(6) Uani 1 1 d . . . . .
C37 C 0.65039(15) 0.6501(2) 0.40201(9) 0.0566(5) Uani 1 1 d . . . . .
C38 C 0.56616(14) 0.6009(2) 0.40559(8) 0.0550(5) Uani 1 1 d . . . . .
C39 C 0.54170(15) 0.4969(2) 0.37765(9) 0.0559(5) Uani 1 1 d . . . . .
C40 C 0.45934(17) 0.4464(2) 0.38365(11) 0.0652(6) Uani 1 1 d . . . . .
H40 H 0.442687 0.378529 0.365436 0.078 Uiso 1 1 calc R . . . .
C41 C 0.40384(17) 0.4951(3) 0.41555(11) 0.0680(6) Uani 1 1 d . . . . .
H41 H 0.349715 0.461376 0.418547 0.082 Uiso 1 1 calc R . . . .
C42 C 0.42878(16) 0.5964(2) 0.44387(10) 0.0633(6) Uani 1 1 d . . . . .
C43 C 0.50741(15) 0.6483(2) 0.43895(9) 0.0588(5) Uani 1 1 d . . . . .
H43 H 0.522745 0.715746 0.457754 0.071 Uiso 1 1 calc R . . . .
C44 C 0.79617(16) 0.6296(3) 0.36438(10) 0.0656(6) Uani 1 1 d . . . . .
C45 C 0.8567(2) 0.5380(3) 0.35782(16) 0.0893(10) Uani 1 1 d . . . . .
H45 H 0.840216 0.455467 0.358467 0.107 Uiso 1 1 calc R . . . .
C46 C 0.9421(2) 0.5676(4) 0.35026(18) 0.1018(12) Uani 1 1 d . . . . .
H46 H 0.981970 0.505200 0.345878 0.122 Uiso 1 1 calc R . . . .
C47 C 0.9667(2) 0.6890(4) 0.34935(16) 0.0938(10) Uani 1 1 d . . . . .
H47 H 1.023672 0.709217 0.345183 0.113 Uiso 1 1 calc R . . . .
C48 C 0.9073(2) 0.7805(4) 0.35458(15) 0.0879(9) Uani 1 1 d . . . . .
H48 H 0.924032 0.862943 0.353372 0.106 Uiso 1 1 calc R . . . .
C49 C 0.82213(19) 0.7512(3) 0.36170(12) 0.0748(7) Uani 1 1 d . . . . .
H49 H 0.782309 0.814265 0.364673 0.090 Uiso 1 1 calc R . . . .
C50 C 0.67675(15) 0.7564(2) 0.43289(9) 0.0607(6) Uani 1 1 d . . . . .
C51 C 0.7364(2) 0.7392(3) 0.46951(11) 0.0758(7) Uani 1 1 d . . . . .
H51 H 0.759116 0.661184 0.475345 0.091 Uiso 1 1 calc R . . . .
C52 C 0.7618(3) 0.8392(4) 0.49725(14) 0.0979(11) Uani 1 1 d . . . . .
H52 H 0.801414 0.827503 0.521789 0.117 Uiso 1 1 calc R . . . .
C53 C 0.7293(3) 0.9552(4) 0.48904(16) 0.0974(11) Uani 1 1 d . . . . .
H53 H 0.747282 1.021451 0.507766 0.117 Uiso 1 1 calc R . . . .
C54 C 0.6704(2) 0.9733(3) 0.45331(15) 0.0881(9) Uani 1 1 d . . . . .
H54 H 0.648073 1.051664 0.447755 0.106 Uiso 1 1 calc R . . . .
C55 C 0.64403(19) 0.8737(3) 0.42528(12) 0.0729(7) Uani 1 1 d . . . . .
H55 H 0.603831 0.886272 0.401081 0.087 Uiso 1 1 calc R . . . .
C56 C 0.36767(17) 0.6446(3) 0.47997(11) 0.0684(6) Uani 1 1 d . . . . .
F1 F 0.39820(19) 0.7299(5) 0.50664(16) 0.202(2) Uani 1 1 d . . . . .
F2 F 0.3346(3) 0.5614(3) 0.50560(14) 0.1703(17) Uani 1 1 d . . . . .
F3 F 0.30094(19) 0.6964(4) 0.46040(12) 0.1462(13) Uani 1 1 d . . . . .
N0AA N 0.68268(13) 0.49066(19) 0.34501(8) 0.0608(5) Uani 1 1 d . . . . .
N2 N 0.58965(14) 0.33675(19) 0.32101(8) 0.0618(5) Uani 1 1 d . . . . .
N3 N 0.36515(12) 0.48928(16) 0.20767(7) 0.0512(4) Uani 1 1 d . . . . .
N4 N 0.30318(13) 0.30024(17) 0.20317(8) 0.0607(5) Uani 1 1 d . . . . .


_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
C0AA H0AA 0.9600 . ?
C0AA H0AB 0.9600 . ?
C0AA H0AC 0.9600 . ?
C0AA C2 1.495(4) . ?
C2 C3 1.383(3) . ?
C2 C7 1.397(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.401(3) . ?
C4 C2AA 1.402(3) . ?
C4 C10 1.459(3) . ?
C2AA C6 1.404(3) . ?
C2AA C8 1.433(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.368(4) . ?
C7 H7 0.9300 . ?
C8 N3 1.399(3) . ?
C8 N4 1.318(3) . ?
C9 C10 1.352(3) . ?
C9 C17 1.492(3) . ?
C9 N3 1.409(3) . ?
C10 C11 1.493(3) . ?
C11 C12 1.379(4) . ?
C11 C16 1.370(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.377(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.356(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.360(7) . ?
C15 H15 0.9300 . ?
C15 C16 1.410(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.372(4) . ?
C17 C22 1.367(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.395(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.362(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.368(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.399(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.406(3) . ?
C23 C28 1.399(3) . ?
C23 N3 1.399(3) . ?
C24 C25 1.407(3) . ?
C24 N4 1.374(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.374(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.410(3) . ?
C27 C28 1.392(3) . ?
C27 N2 1.423(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.392(4) . ?
C29 C31 1.379(4) . ?
C29 N2 1.426(3) . ?
C30 H30 0.9300 . ?
C30 C34 1.392(4) . ?
C31 H31 0.9300 . ?
C31 C32 1.392(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.378(6) . ?
C33 H33 0.9300 . ?
C33 C34 1.351(5) . ?
C34 H34 0.9300 . ?
C35 C39 1.439(4) . ?
C35 N0AA 1.303(3) . ?
C35 N2 1.412(3) . ?
C36 C37 1.383(4) . ?
C36 C44 1.487(4) . ?
C36 N0AA 1.374(3) . ?
C37 C38 1.430(3) . ?
C37 C50 1.495(3) . ?
C38 C39 1.421(3) . ?
C38 C43 1.420(4) . ?
C39 C40 1.416(4) . ?
C40 H40 0.9300 . ?
C40 C41 1.365(4) . ?
C41 H41 0.9300 . ?
C41 C42 1.406(4) . ?
C42 C43 1.365(4) . ?
C42 C56 1.500(4) . ?
C43 H43 0.9300 . ?
C44 C45 1.387(4) . ?
C44 C49 1.380(4) . ?
C45 H45 0.9300 . ?
C45 C46 1.398(5) . ?
C46 H46 0.9300 . ?
C46 C47 1.369(6) . ?
C47 H47 0.9300 . ?
C47 C48 1.370(5) . ?
C48 H48 0.9300 . ?
C48 C49 1.392(4) . ?
C49 H49 0.9300 . ?
C50 C51 1.392(4) . ?
C50 C55 1.385(4) . ?
C51 H51 0.9300 . ?
C51 C52 1.388(5) . ?
C52 H52 0.9300 . ?
C52 C53 1.372(6) . ?
C53 H53 0.9300 . ?
C53 C54 1.368(6) . ?
C54 H54 0.9300 . ?
C54 C55 1.393(4) . ?
C55 H55 0.9300 . ?
C56 F1 1.277(4) . ?
C56 F2 1.269(4) . ?
C56 F3 1.302(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
H0AA C0AA H0AB 109.5 . . ?
H0AA C0AA H0AC 109.5 . . ?
H0AB C0AA H0AC 109.5 . . ?
C2 C0AA H0AA 109.5 . . ?
C2 C0AA H0AB 109.5 . . ?
C2 C0AA H0AC 109.5 . . ?
C3 C2 C0AA 121.4(3) . . ?
C3 C2 C7 118.1(2) . . ?
C7 C2 C0AA 120.5(2) . . ?
C2 C3 H3 118.8 . . ?
C2 C3 C4 122.3(2) . . ?
C4 C3 H3 118.8 . . ?
C3 C4 C2AA 118.0(2) . . ?
C3 C4 C10 122.9(2) . . ?
C2AA C4 C10 119.1(2) . . ?
C4 C2AA C6 120.0(2) . . ?
C4 C2AA C8 118.92(19) . . ?
C6 C2AA C8 121.1(2) . . ?
C2AA C6 H6 119.9 . . ?
C7 C6 C2AA 120.1(2) . . ?
C7 C6 H6 119.9 . . ?
C2 C7 H7 119.3 . . ?
C6 C7 C2 121.4(2) . . ?
C6 C7 H7 119.3 . . ?
N3 C8 C2AA 119.45(19) . . ?
N4 C8 C2AA 127.4(2) . . ?
N4 C8 N3 113.1(2) . . ?
C10 C9 C17 123.55(19) . . ?
C10 C9 N3 118.99(19) . . ?
N3 C9 C17 117.42(18) . . ?
C4 C10 C11 117.46(19) . . ?
C9 C10 C4 121.6(2) . . ?
C9 C10 C11 120.9(2) . . ?
C12 C11 C10 120.6(3) . . ?
C16 C11 C10 120.5(3) . . ?
C16 C11 C12 118.8(3) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 121.1(4) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.2(4) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0(3) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.4(4) . . ?
C16 C15 H15 119.8 . . ?
C11 C16 C15 119.5(4) . . ?
C11 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C18 C17 C9 121.0(2) . . ?
C22 C17 C9 119.6(2) . . ?
C22 C17 C18 119.4(2) . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.2(3) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.1(3) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.1(3) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.7(4) . . ?
C22 C21 H21 120.1 . . ?
C17 C22 C21 120.3(3) . . ?
C17 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C28 C23 C24 122.1(2) . . ?
N3 C23 C24 104.23(18) . . ?
N3 C23 C28 133.7(2) . . ?
C23 C24 C25 120.0(2) . . ?
N4 C24 C23 112.05(19) . . ?
N4 C24 C25 127.9(2) . . ?
C24 C25 H25 120.9 . . ?
C26 C25 C24 118.3(2) . . ?
C26 C25 H25 120.9 . . ?
C25 C26 H26 119.4 . . ?
C25 C26 C27 121.2(2) . . ?
C27 C26 H26 119.4 . . ?
C26 C27 N2 118.1(2) . . ?
C28 C27 C26 121.8(2) . . ?
C28 C27 N2 120.1(2) . . ?
C23 C28 H28 121.7 . . ?
C27 C28 C23 116.6(2) . . ?
C27 C28 H28 121.7 . . ?
C30 C29 N2 120.5(2) . . ?
C31 C29 C30 118.8(3) . . ?
C31 C29 N2 120.6(3) . . ?
C29 C30 H30 119.9 . . ?
C34 C30 C29 120.2(3) . . ?
C34 C30 H30 119.9 . . ?
C29 C31 H31 119.9 . . ?
C29 C31 C32 120.1(3) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 H32 119.8 . . ?
C33 C32 C31 120.3(3) . . ?
C33 C32 H32 119.8 . . ?
C32 C33 H33 120.0 . . ?
C34 C33 C32 120.0(3) . . ?
C34 C33 H33 120.0 . . ?
C30 C34 H34 119.7 . . ?
C33 C34 C30 120.5(3) . . ?
C33 C34 H34 119.7 . . ?
N0AA C35 C39 122.9(2) . . ?
N0AA C35 N2 116.4(2) . . ?
N2 C35 C39 120.5(2) . . ?
C37 C36 C44 125.0(2) . . ?
N0AA C36 C37 122.0(2) . . ?
N0AA C36 C44 113.0(2) . . ?
C36 C37 C38 118.1(2) . . ?
C36 C37 C50 122.3(2) . . ?
C38 C37 C50 119.6(2) . . ?
C39 C38 C37 119.8(2) . . ?
C43 C38 C37 121.5(2) . . ?
C43 C38 C39 118.5(2) . . ?
C38 C39 C35 116.4(2) . . ?
C40 C39 C35 124.8(2) . . ?
C40 C39 C38 118.6(2) . . ?
C39 C40 H40 119.2 . . ?
C41 C40 C39 121.5(2) . . ?
C41 C40 H40 119.2 . . ?
C40 C41 H41 120.1 . . ?
C40 C41 C42 119.8(2) . . ?
C42 C41 H41 120.1 . . ?
C41 C42 C56 118.5(2) . . ?
C43 C42 C41 120.5(3) . . ?
C43 C42 C56 121.0(2) . . ?
C38 C43 H43 119.5 . . ?
C42 C43 C38 121.1(2) . . ?
C42 C43 H43 119.5 . . ?
C45 C44 C36 118.7(3) . . ?
C49 C44 C36 123.2(3) . . ?
C49 C44 C45 118.0(3) . . ?
C44 C45 H45 119.4 . . ?
C44 C45 C46 121.2(3) . . ?
C46 C45 H45 119.4 . . ?
C45 C46 H46 120.2 . . ?
C47 C46 C45 119.6(4) . . ?
C47 C46 H46 120.2 . . ?
C46 C47 H47 120.0 . . ?
C46 C47 C48 119.9(3) . . ?
C48 C47 H47 120.0 . . ?
C47 C48 H48 119.7 . . ?
C47 C48 C49 120.5(3) . . ?
C49 C48 H48 119.7 . . ?
C44 C49 C48 120.7(3) . . ?
C44 C49 H49 119.7 . . ?
C48 C49 H49 119.7 . . ?
C51 C50 C37 120.2(2) . . ?
C55 C50 C37 121.1(2) . . ?
C55 C50 C51 118.7(3) . . ?
C50 C51 H51 120.2 . . ?
C52 C51 C50 119.6(3) . . ?
C52 C51 H51 120.2 . . ?
C51 C52 H52 119.5 . . ?
C53 C52 C51 121.0(3) . . ?
C53 C52 H52 119.5 . . ?
C52 C53 H53 120.0 . . ?
C54 C53 C52 119.9(3) . . ?
C54 C53 H53 120.0 . . ?
C53 C54 H54 120.1 . . ?
C53 C54 C55 119.7(3) . . ?
C55 C54 H54 120.1 . . ?
C50 C55 C54 121.0(3) . . ?
C50 C55 H55 119.5 . . ?
C54 C55 H55 119.5 . . ?
F1 C56 C42 114.1(2) . . ?
F1 C56 F3 103.3(4) . . ?
F2 C56 C42 114.1(3) . . ?
F2 C56 F1 109.5(4) . . ?
F2 C56 F3 102.1(3) . . ?
F3 C56 C42 112.6(3) . . ?
C35 N0AA C36 120.8(2) . . ?
C27 N2 C29 118.0(2) . . ?
C35 N2 C27 121.04(19) . . ?
C35 N2 C29 119.5(2) . . ?
C8 N3 C9 121.94(18) . . ?
C8 N3 C23 105.99(17) . . ?
C23 N3 C9 132.07(18) . . ?
C8 N4 C24 104.62(18) . . ?

_platon_squeeze_details          ?
# SQUEEZE RESULTS (Version = 141217)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
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 0.500 -0.019 0.000 394 69 ' '
2 0.000 -0.014 0.500 394 69 ' '

_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 1.445
_oxdiff_exptl_absorpt_empirical_full_min 0.409
