# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_2w-36
_database_code_depnum_ccdc_archive 'CCDC 1960024'
loop_
_audit_author_name
_audit_author_address
w
;Jishou University
China
;
_audit_update_record             
;
2019-10-18 deposited with the CCDC.	2020-09-29 downloaded from the CCDC.
;
_audit_creation_date             2019-09-11
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.08.16 svn.r3652 for OlexSys, GUI svn.r5895)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C18.5 H18 I0.5 N0.5 O, C18.5 H15.754 I0.5 N0.5 O'
_chemical_formula_sum            'C37 H34 I N O2'
_chemical_formula_weight         651.55
_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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   5.8087(3)
_cell_length_b                   11.2608(7)
_cell_length_c                   47.001(2)
_cell_angle_alpha                93.058(5)
_cell_angle_beta                 90.358(4)
_cell_angle_gamma                92.480(5)
_cell_volume                     3067.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2437
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      71.9160
_cell_measurement_theta_min      3.7490
_shelx_estimated_absorpt_T_max   0.485
_shelx_estimated_absorpt_T_min   0.430
_exptl_absorpt_coefficient_mu    8.455
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49948
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0960
_diffrn_reflns_av_unetI/netI     0.1392
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       53
_diffrn_reflns_limit_l_min       -58
_diffrn_reflns_number            21375
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.964
_diffrn_reflns_theta_min         1.883
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5368
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     17.00 112.00   1.00    1.00    --   40.98  57.00 -90.00   95
  2  ω    101.00 175.00   1.00    2.50    --  106.95  45.00-120.00   74
  3  ω    152.00 178.00   1.00    2.50    --  106.95 125.00 -60.00   26
  4  ω     97.00 135.00   1.00    2.50    --  106.95  45.00 -90.00   38
  5  ω    110.00 140.00   1.00    2.50    --  106.95 -77.00 -90.00   30
  6  ω     82.00 134.00   1.00    2.50    --  106.95-150.00   5.00   52
  7  ω     37.00 130.00   1.00    2.50    --  106.95 -30.00  60.00   93
  8  ω     31.00 104.00   1.00    2.50    --  106.95 -94.00   0.00   73
  9  ω     37.00  64.00   1.00    2.50    --  106.95-125.00  90.00   27
 10  ω     35.00 132.00   1.00    2.50    --  106.95 -77.00  60.00   97
 11  ω     25.00 158.00   1.00    2.50    --  106.95 -15.00-120.00  133
 12  ω     36.00 136.00   1.00    2.50    --  106.95 -61.00-180.00  100
 13  ω      2.00  82.00   1.00    1.00    --   40.98 -99.00-180.00   80
 14  ω    -64.00  14.00   1.00    1.00    --  -40.98  37.00  90.00   78
 15  ω    -64.00  14.00   1.00    1.00    --  -40.98  37.00  30.00   78
 16  ω    -70.00 -14.00   1.00    4.00    --  -40.98 150.00  51.00   56
 17  ω    108.00 133.00   1.00    5.00    --  106.95 -45.00-180.00   25
;
_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      0.0381971000
_diffrn_orient_matrix_UB_12      0.0569673000
_diffrn_orient_matrix_UB_13      -0.0287728000
_diffrn_orient_matrix_UB_21      -0.0248681000
_diffrn_orient_matrix_UB_22      -0.1239490000
_diffrn_orient_matrix_UB_23      -0.0155131000
_diffrn_orient_matrix_UB_31      -0.2615319000
_diffrn_orient_matrix_UB_32      0.0140273000
_diffrn_orient_matrix_UB_33      -0.0030131000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7461
_reflns_number_total             11868
_reflns_odcompleteness_completeness 99.97
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT 2018/3 (Sheldrick, 2015)'
_refine_diff_density_max         1.711
_refine_diff_density_min         -1.801
_refine_diff_density_rms         0.155
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     808
_refine_ls_number_reflns         11868
_refine_ls_number_restraints     46
_refine_ls_R_factor_all          0.1386
_refine_ls_R_factor_gt           0.0949
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0800P)²+10.2645P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2192
_refine_ls_wR_factor_ref         0.2505
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H21B,H21A,H21C} of C21B, All C(H,H) groups
 At 1.5 times of:
  {H22A,H22B,H22C} of C22B, {H36A,H36B,H36C} of C36, {H01A,H01B,H01C} of C01Z,
   {H32A,H32B,H32C} of C32B
2. Rigid bond restraints
 C31B, C32B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C17B, C40
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C21B, C22B, C37
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C31B \\sim C32B: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
C17B \\sim C40: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
C21B \\sim C22B \\sim C37: within 2A with sigma of 0.002 and sigma for terminal
atoms of 0.004 within 2A
Uanis(C4B) \\sim Ueq, Uanis(C29B) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
4. Others
 Sof(H20A)=Sof(C6A)=Sof(H6A)=1-FVAR(1)
 Sof(H20B)=Sof(C19B)=Sof(H19B)=FVAR(1)
 Sof(H21A)=Sof(H21C)=Sof(C22B)=Sof(H22A)=Sof(H22B)=Sof(H22C)=1-FVAR(2)
 Sof(H21B)=Sof(C37)=Sof(H37A)=Sof(H37B)=FVAR(2)
 Sof(H15A)=Sof(C1A)=Sof(H1A)=1-FVAR(3)
 Sof(C39)=FVAR(3)
 Sof(H17B)=Sof(C10A)=1-FVAR(4)
 Sof(C40)=FVAR(4)
 Sof(C0)=Sof(H0)=1-FVAR(5)
 Sof(H15B)=Sof(C026)=Sof(H026)=FVAR(5)
 Sof(C41)=1-FVAR(6)
 Sof(C16B)=FVAR(6)
 Sof(C8A)=Sof(H8AA)=Sof(H8AB)=1-FVAR(7)
 Sof(C18B)=Sof(H18A)=Sof(H18B)=FVAR(7)
5.a Ternary CH refined with riding coordinates:
 C15B(H15B), C15B(H15A), C17B(H17B), C026(H026), C1A(H1A), C0(H0)
5.b Secondary CH2 refined with riding coordinates:
 C20(H20C,H20D), C21(H21D,H21E), C28B(H28A,H28B), C22(H22D,H22E), C29B(H29A,
 H29B), C32(H32D,H32E), C30B(H30A,H30B), C23(H23A,H23B), C34(H34A,H34B),
 C33(H33A,H33B), C35(H35A,H35B), C31B(H31A,H31B), C21B(H21A,H21C), C18B(H18A,
 H18B), C8A(H8AA,H8AB)
5.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C19(H19), C18(H18), C24B(H24B), C25B(H25B), C13(H13), C16(H16),
 C26B(H26B), C27B(H27B), C9B(H9B), C12(H12), C7(H7), C10(H10), C6(H6),
 C10B(H10B), C30(H30), C12B(H12B), C6B(H6B), C7B(H7B), C11B(H11B), C31(H31),
 C28(H28), C11(H11), C27(H27), C20B(H20B), C20B(H20A), C21B(H21B), C19B(H19B),
 C6A(H6A)
5.d X=CH2 refined with riding coordinates:
 C37(H37A,H37B)
5.e Idealised Me refined as rotating group:
 C01Z(H01A,H01B,H01C), C36(H36A,H36B,H36C), C32B(H32A,H32B,H32C), C22B(H22A,
 H22B,H22C)
;
_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
I1 I 0.61189(13) 0.59884(6) 0.33019(2) 0.0412(2) Uani 1 1 d . . . . .
I002 I 0.12081(14) 0.51948(6) 0.16679(2) 0.0457(2) Uani 1 1 d . . . . .
O1 O 0.8376(13) 0.7065(6) 0.20691(15) 0.0397(16) Uani 1 1 d . . . . .
O004 O 0.3005(13) 0.4147(6) 0.29121(15) 0.0399(17) Uani 1 1 d . . . . .
O2 O 0.2053(17) 0.3590(8) 0.49281(19) 0.061(2) Uani 1 1 d . . . . .
N1 N 1.1263(16) 0.7818(8) 0.38377(18) 0.039(2) Uani 1 1 d . . . . .
C15 C 0.7532(17) 0.8051(8) 0.2820(2) 0.033(2) Uani 1 1 d . . . . .
H15 H 0.646796 0.843903 0.293433 0.039 Uiso 1 1 calc R U . . .
C9 C 1.3184(18) 0.9516(8) 0.3215(2) 0.036(2) Uani 1 1 d . . . . .
C19 C 1.1044(18) 0.7052(8) 0.2765(2) 0.033(2) Uani 1 1 d . . . . .
H19 H 1.236647 0.675965 0.284289 0.039 Uiso 1 1 calc R U . . .
C18 C 1.0629(18) 0.6852(8) 0.2474(2) 0.035(2) Uani 1 1 d . . . . .
H18 H 1.168009 0.645398 0.236003 0.042 Uiso 1 1 calc R U . . .
C14 C 0.9575(17) 0.7665(8) 0.2941(2) 0.031(2) Uani 1 1 d . . . . .
C17 C 0.8600(18) 0.7260(8) 0.2355(2) 0.033(2) Uani 1 1 d . . . . .
N00D N 0.5705(19) 0.3083(10) 0.1147(2) 0.054(3) Uani 1 1 d . . . . .
C24B C 0.5850(18) 0.4182(8) 0.2226(2) 0.034(2) Uani 1 1 d . . . . .
H24B H 0.723598 0.447281 0.215346 0.041 Uiso 1 1 calc R U . . .
C25B C 0.5361(19) 0.4403(8) 0.2515(2) 0.036(2) Uani 1 1 d . . . . .
H25B H 0.640993 0.484729 0.263250 0.043 Uiso 1 1 calc R U . . .
C00G C 0.3311(18) 0.3958(8) 0.2627(2) 0.031(2) Uani 1 1 d . . . . .
C13 C 1.2507(19) 0.9937(9) 0.2951(2) 0.039(2) Uani 1 1 d . . . . .
H13 H 1.116311 0.960908 0.286447 0.047 Uiso 1 1 calc R U . . .
C4 C 1.1859(19) 0.8618(8) 0.3370(2) 0.035(2) Uani 1 1 d . . . . .
C5 C 1.250(2) 0.8487(9) 0.3658(2) 0.041(2) Uani 1 1 d . . . . .
C16 C 0.7100(19) 0.7852(8) 0.2528(2) 0.037(2) Uani 1 1 d . . . . .
H16 H 0.576251 0.812904 0.245029 0.045 Uiso 1 1 calc R U . . .
C23B C 0.4287(17) 0.3532(8) 0.2045(2) 0.031(2) Uani 1 1 d . . . . .
C20 C 0.6470(18) 0.7580(9) 0.1934(2) 0.036(2) Uani 1 1 d . . . . .
H20C H 0.642351 0.841746 0.199273 0.044 Uiso 1 1 calc R U . . .
H20D H 0.503786 0.718624 0.198944 0.044 Uiso 1 1 calc R U . . .
O00N O -0.341(2) 0.7247(11) 0.0080(2) 0.084(3) Uani 1 1 d . . . . .
C3 C 1.0056(17) 0.7830(9) 0.3252(2) 0.033(2) Uani 1 1 d . . . . .
C3B C 0.474(2) 0.3294(9) 0.1736(2) 0.039(2) Uani 1 1 d . . . . .
C29 C 0.337(2) 0.4166(11) 0.4736(2) 0.053(3) Uani 1 1 d . . . . .
C21 C 0.673(2) 0.7443(10) 0.1615(2) 0.048(3) Uani 1 1 d . . . . .
H21D H 0.828966 0.769773 0.156594 0.057 Uiso 1 1 calc R U . . .
H21E H 0.651377 0.660787 0.155532 0.057 Uiso 1 1 calc R U . . .
C00S C 0.7563(18) 0.1628(8) 0.1801(2) 0.037(2) Uani 1 1 d . . . . .
C24 C 0.807(2) 0.6546(11) 0.3933(2) 0.046(3) Uani 1 1 d . . . . .
C26B C 0.1717(19) 0.3345(8) 0.2446(2) 0.036(2) Uani 1 1 d . . . . .
H26B H 0.031689 0.306183 0.251608 0.044 Uiso 1 1 calc R U . . .
C1 C 0.9430(19) 0.7193(10) 0.3734(2) 0.041(2) Uani 1 1 d . . . . .
C2 C 0.8835(19) 0.7161(8) 0.3441(2) 0.036(2) Uani 1 1 d . . . . .
C4B C 0.6320(18) 0.2404(8) 0.1635(2) 0.031(2) Uani 1 1 d . U . . .
C27B C 0.2218(19) 0.3157(8) 0.2160(2) 0.038(2) Uani 1 1 d . . . . .
H27B H 0.111730 0.276235 0.204085 0.046 Uiso 1 1 calc R U . . .
C1B C 0.3601(19) 0.3916(9) 0.1538(2) 0.038(2) Uani 1 1 d . . . . .
C9B C 0.701(2) 0.1369(9) 0.2082(2) 0.043(3) Uani 1 1 d . . . . .
H9B H 0.574693 0.171948 0.216744 0.052 Uiso 1 1 calc R U . . .
C8 C 1.520(2) 1.0072(10) 0.3343(2) 0.043(3) Uani 1 1 d . . . . .
C12 C 1.372(2) 1.0800(10) 0.2815(3) 0.046(3) Uani 1 1 d . . . . .
H12 H 1.319708 1.105320 0.264225 0.055 Uiso 1 1 calc R U . . .
C7 C 1.588(2) 0.9785(10) 0.3623(2) 0.048(3) Uani 1 1 d . . . . .
H7 H 1.726127 1.010305 0.370000 0.057 Uiso 1 1 calc R U . . .
C25 C 0.698(2) 0.6064(11) 0.4115(2) 0.049(3) Uani 1 1 d . . . . .
C2B C 0.402(2) 0.3753(11) 0.1245(2) 0.050(3) Uani 1 1 d . . . . .
C28B C 0.0827(19) 0.3691(9) 0.3027(2) 0.039(2) Uani 1 1 d . . . . .
H28A H 0.061762 0.284455 0.297970 0.047 Uiso 1 1 calc R U . . .
H28B H -0.045123 0.409063 0.294643 0.047 Uiso 1 1 calc R U . . .
C10 C 1.647(2) 1.0916(9) 0.3196(3) 0.043(3) Uani 1 1 d . . . . .
H10 H 1.784544 1.123239 0.327517 0.051 Uiso 1 1 calc R U . . .
C22 C 0.506(2) 0.8145(13) 0.1456(2) 0.052(3) Uani 1 1 d . . . . .
H22D H 0.535526 0.898490 0.150691 0.063 Uiso 1 1 calc R U . . .
H22E H 0.351154 0.793159 0.151676 0.063 Uiso 1 1 calc R U . . .
C6 C 1.454(2) 0.9064(10) 0.3777(2) 0.043(3) Uani 1 1 d . . . . .
H6 H 1.495933 0.893766 0.396369 0.052 Uiso 1 1 calc R U . . .
C5B C 0.687(2) 0.2453(10) 0.1337(2) 0.048(3) Uani 1 1 d . . . . .
C10B C 0.828(2) 0.0608(9) 0.2236(3) 0.049(3) Uani 1 1 d . . . . .
H10B H 0.785875 0.044491 0.242050 0.059 Uiso 1 1 calc R U . . .
C8B C 0.945(2) 0.1017(11) 0.1681(3) 0.052(3) Uani 1 1 d . . . . .
C29B C 0.0903(18) 0.3923(8) 0.3350(2) 0.032(2) Uani 1 1 d . U . . .
H29A H 0.139592 0.474583 0.339509 0.038 Uiso 1 1 calc R U . . .
H29B H -0.063089 0.379511 0.342600 0.038 Uiso 1 1 calc R U . . .
C32 C 0.289(3) 0.2507(12) 0.5025(3) 0.062(4) Uani 1 1 d . . . . .
H32D H 0.436638 0.266093 0.512150 0.075 Uiso 1 1 calc R U . . .
H32E H 0.310267 0.194438 0.486514 0.075 Uiso 1 1 calc R U . . .
C30 C 0.242(2) 0.5174(12) 0.4626(3) 0.059(3) Uani 1 1 d . . . . .
H30 H 0.099773 0.542541 0.468857 0.071 Uiso 1 1 calc R U . . .
C12B C 1.071(2) 0.0253(11) 0.1843(3) 0.055(3) Uani 1 1 d . . . . .
H12B H 1.193015 -0.014352 0.175996 0.066 Uiso 1 1 calc R U . . .
C30B C 0.254(2) 0.3113(9) 0.3489(3) 0.050(3) Uani 1 1 d . . . . .
H30A H 0.410063 0.330579 0.342991 0.060 Uiso 1 1 calc R U . . .
H30B H 0.215512 0.229325 0.342553 0.060 Uiso 1 1 calc R U . . .
C6B C 0.875(2) 0.1837(12) 0.1221(3) 0.056(3) Uani 1 1 d . . . . .
H6B H 0.911828 0.188814 0.102914 0.068 Uiso 1 1 calc R U . . .
C7B C 1.003(2) 0.1165(13) 0.1393(3) 0.057(3) Uani 1 1 d . . . . .
H7B H 1.131778 0.079714 0.131761 0.068 Uiso 1 1 calc R U . . .
C13B C 0.273(3) 0.4327(12) 0.1035(3) 0.057(3) Uani 1 1 d . . . . .
C11B C 1.018(2) 0.0089(10) 0.2114(3) 0.052(3) Uani 1 1 d . . . . .
H11B H 1.109934 -0.037754 0.222159 0.062 Uiso 1 1 calc R U . . .
C31 C 0.362(3) 0.5788(12) 0.4423(3) 0.057(3) Uani 1 1 d . . . . .
H31 H 0.299412 0.645259 0.434865 0.069 Uiso 1 1 calc R U . . .
C28 C 0.548(2) 0.3834(14) 0.4649(3) 0.061(3) Uani 1 1 d . . . . .
H28 H 0.614320 0.318944 0.472871 0.074 Uiso 1 1 calc R U . . .
C26 C 0.578(2) 0.5421(12) 0.4326(2) 0.050(3) Uani 1 1 d . . . . .
C14B C 0.160(3) 0.4794(13) 0.0856(3) 0.064(4) Uani 1 1 d . . . . .
C11 C 1.576(2) 1.1302(11) 0.2937(3) 0.054(3) Uani 1 1 d . . . . .
H11 H 1.662337 1.188242 0.284578 0.065 Uiso 1 1 calc R U . . .
C15B C 0.024(3) 0.5388(14) 0.0662(3) 0.066(4) Uani 1 1 d . . . . .
H15B H -0.053025 0.482378 0.052308 0.080 Uiso 0.48(3) 1 calc R U P A 1
H15A H 0.069978 0.623724 0.066998 0.080 Uiso 0.49(4) 1 calc R U P A 2
C27 C 0.668(2) 0.4444(14) 0.4443(3) 0.060(3) Uani 1 1 d . . . . .
H27 H 0.810409 0.418822 0.438211 0.072 Uiso 1 1 calc R U . . .
C23 C 0.518(3) 0.7955(16) 0.1138(3) 0.072(4) Uani 1 1 d . . . . .
H23A H 0.478160 0.712635 0.108509 0.086 Uiso 1 1 calc R U . . .
H23B H 0.675222 0.811997 0.107751 0.086 Uiso 1 1 calc R U . . .
C34 C 0.191(3) 0.0807(13) 0.5333(3) 0.075(5) Uani 1 1 d . . . . .
H34A H 0.210732 0.026334 0.516897 0.090 Uiso 1 1 calc R U . . .
H34B H 0.339283 0.093449 0.542755 0.090 Uiso 1 1 calc R U . . .
C33 C 0.116(3) 0.2003(13) 0.5227(3) 0.070(4) Uani 1 1 d . . . . .
H33A H -0.032314 0.188823 0.513216 0.084 Uiso 1 1 calc R U . . .
H33B H 0.099432 0.256272 0.538929 0.084 Uiso 1 1 calc R U . . .
C35 C 0.027(4) 0.0226(14) 0.5534(4) 0.094(6) Uani 1 1 d . . . . .
H35A H 0.008618 0.076292 0.569942 0.113 Uiso 1 1 calc R U . . .
H35B H -0.122349 0.010661 0.544043 0.113 Uiso 1 1 calc R U . . .
C17B C -0.232(3) 0.6587(15) 0.0269(4) 0.074(4) Uani 1 1 d . U . . .
H17B H -0.113554 0.711262 0.036619 0.088 Uiso 0.47(3) 1 calc R U P B 2
C31B C 0.240(5) 0.3246(16) 0.3824(4) 0.119(6) Uani 1 1 d . U . . .
H31A H 0.278300 0.406671 0.388547 0.143 Uiso 1 1 calc R U . . .
H31B H 0.082058 0.306740 0.388082 0.143 Uiso 1 1 calc R U . . .
C01Z C 0.355(3) 0.8755(18) 0.0979(3) 0.091(6) Uani 1 1 d . . . . .
H01A H 0.348665 0.850682 0.078002 0.136 Uiso 1 1 calc R U . . .
H01B H 0.411121 0.956867 0.100015 0.136 Uiso 1 1 calc R U . . .
H01C H 0.202834 0.868372 0.105740 0.136 Uiso 1 1 calc R U . . .
C36 C 0.100(4) -0.0940(17) 0.5631(4) 0.111(8) Uani 1 1 d . . . . .
H36A H 0.086503 -0.152769 0.547510 0.166 Uiso 1 1 calc R U . . .
H36B H 0.003847 -0.118067 0.578415 0.166 Uiso 1 1 calc R U . . .
H36C H 0.257673 -0.086135 0.569477 0.166 Uiso 1 1 calc R U . . .
C32B C 0.385(4) 0.2511(16) 0.3965(4) 0.121(6) Uani 1 1 d . U . . .
H32A H 0.351458 0.169750 0.390074 0.182 Uiso 1 1 calc R U . . .
H32B H 0.360059 0.260210 0.416634 0.182 Uiso 1 1 calc R U . . .
H32C H 0.542056 0.272787 0.392369 0.182 Uiso 1 1 calc R U . . .
C20B C -0.635(4) 0.812(2) -0.0356(5) 0.114(7) Uani 1 1 d . . . . .
H20B H -0.727639 0.757012 -0.026388 0.137 Uiso 0.54(4) 1 calc R U P C 1
H20A H -0.565881 0.747769 -0.044821 0.137 Uiso 0.46(4) 1 calc R U P C 2
C16B C 0.006(5) 0.698(2) 0.0344(6) 0.051(8) Uani 0.47(3) 1 d . . P A 1
C026 C 0.144(5) 0.637(2) 0.0521(4) 0.049(7) Uani 0.48(3) 1 d . . P A 1
H026 H 0.287437 0.674551 0.060092 0.058 Uiso 0.48(3) 1 calc R U P A 1
C21B C -0.715(7) 0.928(3) -0.0483(6) 0.189(13) Uani 1 1 d . U . . .
H21B H -0.604158 0.961347 -0.060062 0.227 Uiso 0.71(8) 1 calc R U P D 1
H21A H -0.661658 0.933740 -0.067723 0.227 Uiso 0.29(8) 1 calc R U P D 2
H21C H -0.654718 0.997602 -0.037056 0.227 Uiso 0.29(8) 1 calc R U P D 2
C19B C -0.413(6) 0.805(3) -0.0400(8) 0.087(12) Uani 0.54(4) 1 d . . P C 1
H19B H -0.318673 0.856664 -0.050002 0.105 Uiso 0.54(4) 1 calc R U P C 1
C18B C -0.343(6) 0.691(3) -0.0250(6) 0.070(10) Uiso 0.49(3) 1 d . . P C 1
H18A H -0.190871 0.668074 -0.031192 0.084 Uiso 0.49(3) 1 calc R U P C 1
H18B H -0.452171 0.625235 -0.029612 0.084 Uiso 0.49(3) 1 calc R U P C 1
C37 C -0.881(13) 0.986(6) -0.0469(10) 0.189(13) Uani 0.71(8) 1 d . U P D 1
H37A H -1.004964 0.961915 -0.035769 0.227 Uiso 0.71(8) 1 calc R U P D 1
H37B H -0.887913 1.054488 -0.056918 0.227 Uiso 0.71(8) 1 calc R U P D 1
C6A C -0.684(6) 0.826(3) -0.0104(8) 0.080(14) Uani 0.46(4) 1 d . . P C 2
H6A H -0.761156 0.890036 -0.002265 0.096 Uiso 0.46(4) 1 calc R U P C 2
C22B C -1.02(3) 0.921(14) -0.048(2) 0.189(13) Uani 0.29(8) 1 d . U P D 2
H22A H -1.072690 1.000330 -0.045247 0.283 Uiso 0.29(8) 1 calc R U P D 2
H22B H -1.068637 0.875874 -0.031856 0.283 Uiso 0.29(8) 1 calc R U P D 2
H22C H -1.076665 0.883717 -0.065046 0.283 Uiso 0.29(8) 1 calc R U P D 2
C39 C -0.098(5) 0.634(3) 0.0712(5) 0.062(11) Uani 0.51(4) 1 d . . P A 1
C40 C -0.222(5) 0.690(3) 0.0512(7) 0.073(4) Uani 0.53(3) 1 d . U P A 1
C1A C -0.198(5) 0.526(3) 0.0667(6) 0.066(11) Uani 0.49(4) 1 d . . P A 2
H1A H -0.270010 0.459831 0.076802 0.079 Uiso 0.49(4) 1 calc R U P A 2
C10A C -0.329(5) 0.584(3) 0.0478(5) 0.053(8) Uani 0.47(3) 1 d . . P A 2
C0 C 0.004(4) 0.490(2) 0.0345(5) 0.053(7) Uani 0.52(3) 1 d . . P A 2
H0 H 0.039225 0.406720 0.030275 0.063 Uiso 0.52(3) 1 calc R U P A 2
C41 C -0.107(4) 0.547(2) 0.0143(6) 0.060(8) Uani 0.53(3) 1 d . . P A 2
C8A C -0.583(6) 0.703(5) 0.0082(9) 0.12(2) Uani 0.51(3) 1 d . . P C 2
H8AA H -0.641298 0.702910 0.027455 0.149 Uiso 0.51(3) 1 calc R U P C 2
H8AB H -0.626649 0.627421 -0.001783 0.149 Uiso 0.51(3) 1 calc R U P C 2


_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
I1 C2 2.092(10) . ?
I002 C1B 2.113(11) . ?
O1 C17 1.356(12) . ?
O1 C20 1.433(12) . ?
O004 C00G 1.357(12) . ?
O004 C28B 1.462(13) . ?
O2 C29 1.360(14) . ?
O2 C32 1.429(17) . ?
N1 C5 1.350(14) . ?
N1 C1 1.326(14) . ?
C15 H15 0.9300 . ?
C15 C14 1.409(14) . ?
C15 C16 1.396(14) . ?
C9 C13 1.414(15) . ?
C9 C4 1.472(14) . ?
C9 C8 1.417(15) . ?
C19 H19 0.9300 . ?
C19 C18 1.389(14) . ?
C19 C14 1.375(13) . ?
C18 H18 0.9300 . ?
C18 C17 1.407(14) . ?
C14 C3 1.485(13) . ?
C17 C16 1.366(14) . ?
N00D C2B 1.331(16) . ?
N00D C5B 1.365(16) . ?
C24B H24B 0.9300 . ?
C24B C25B 1.403(14) . ?
C24B C23B 1.395(13) . ?
C25B H25B 0.9300 . ?
C25B C00G 1.389(14) . ?
C00G C26B 1.392(14) . ?
C13 H13 0.9300 . ?
C13 C12 1.364(15) . ?
C4 C5 1.419(15) . ?
C4 C3 1.434(15) . ?
C5 C6 1.422(15) . ?
C16 H16 0.9300 . ?
C23B C3B 1.494(14) . ?
C23B C27B 1.379(14) . ?
C20 H20C 0.9700 . ?
C20 H20D 0.9700 . ?
C20 C21 1.505(15) . ?
O00N C17B 1.361(18) . ?
O00N C18B 1.58(3) . ?
O00N C8A 1.41(3) . ?
C3 C2 1.376(14) . ?
C3B C4B 1.449(15) . ?
C3B C1B 1.376(15) . ?
C29 C30 1.41(2) . ?
C29 C28 1.358(19) . ?
C21 H21D 0.9700 . ?
C21 H21E 0.9700 . ?
C21 C22 1.499(17) . ?
C00S C4B 1.418(14) . ?
C00S C9B 1.404(16) . ?
C00S C8B 1.424(17) . ?
C24 C1 1.436(15) . ?
C24 C25 1.207(16) . ?
C26B H26B 0.9300 . ?
C26B C27B 1.382(15) . ?
C1 C2 1.419(14) . ?
C4B C5B 1.442(15) . ?
C27B H27B 0.9300 . ?
C1B C2B 1.406(15) . ?
C9B H9B 0.9300 . ?
C9B C10B 1.385(16) . ?
C8 C7 1.430(16) . ?
C8 C10 1.393(16) . ?
C12 H12 0.9300 . ?
C12 C11 1.395(17) . ?
C7 H7 0.9300 . ?
C7 C6 1.340(16) . ?
C25 C26 1.426(16) . ?
C2B C13B 1.432(19) . ?
C28B H28A 0.9700 . ?
C28B H28B 0.9700 . ?
C28B C29B 1.525(13) . ?
C10 H10 0.9300 . ?
C10 C11 1.379(18) . ?
C22 H22D 0.9700 . ?
C22 H22E 0.9700 . ?
C22 C23 1.504(17) . ?
C6 H6 0.9300 . ?
C5B C6B 1.420(17) . ?
C10B H10B 0.9300 . ?
C10B C11B 1.386(17) . ?
C8B C12B 1.405(18) . ?
C8B C7B 1.416(18) . ?
C29B H29A 0.9700 . ?
C29B H29B 0.9700 . ?
C29B C30B 1.513(15) . ?
C32 H32D 0.9700 . ?
C32 H32E 0.9700 . ?
C32 C33 1.501(18) . ?
C30 H30 0.9300 . ?
C30 C31 1.383(17) . ?
C12B H12B 0.9300 . ?
C12B C11B 1.331(18) . ?
C30B H30A 0.9700 . ?
C30B H30B 0.9700 . ?
C30B C31B 1.58(2) . ?
C6B H6B 0.9300 . ?
C6B C7B 1.374(19) . ?
C7B H7B 0.9300 . ?
C13B C14B 1.219(19) . ?
C11B H11B 0.9300 . ?
C31 H31 0.9300 . ?
C31 C26 1.406(19) . ?
C28 H28 0.9300 . ?
C28 C27 1.391(18) . ?
C26 C27 1.375(19) . ?
C14B C15B 1.414(19) . ?
C11 H11 0.9300 . ?
C15B H15B 0.9800 . ?
C15B H15A 0.9800 . ?
C15B C026 1.47(3) . ?
C15B C39 1.32(3) . ?
C15B C1A 1.30(3) . ?
C15B C0 1.56(3) . ?
C27 H27 0.9300 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C01Z 1.55(2) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C33 1.54(2) . ?
C34 C35 1.50(2) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.49(2) . ?
C17B H17B 0.9800 . ?
C17B C16B 1.47(3) . ?
C17B C40 1.18(3) . ?
C17B C10A 1.43(3) . ?
C17B C41 1.57(3) . ?
C31B H31A 0.9700 . ?
C31B H31B 0.9700 . ?
C31B C32B 1.39(2) . ?
C01Z H01A 0.9600 . ?
C01Z H01B 0.9600 . ?
C01Z H01C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C32B H32A 0.9600 . ?
C32B H32B 0.9600 . ?
C32B H32C 0.9600 . ?
C20B H20B 0.9300 . ?
C20B H20A 0.9300 . ?
C20B C21B 1.56(3) . ?
C20B C19B 1.31(4) . ?
C20B C6A 1.22(4) . ?
C16B C026 1.38(4) . ?
C16B C39 2.00(4) . ?
C16B C40 1.55(4) . ?
C026 H026 0.9800 . ?
C026 C39 1.68(4) . ?
C21B H21B 0.9300 . ?
C21B H21A 0.9700 . ?
C21B H21C 0.9700 . ?
C21B C37 1.18(6) . ?
C21B C22B 1.76(17) . ?
C19B H19B 0.9300 . ?
C19B C18B 1.57(4) . ?
C18B H18A 0.9700 . ?
C18B H18B 0.9700 . ?
C37 H37A 0.9300 . ?
C37 H37B 0.9300 . ?
C6A H6A 0.9300 . ?
C6A C8A 1.80(5) . ?
C22B H22A 1.0228 . ?
C22B H22B 1.0217 . ?
C22B H22C 1.0194 . ?
C39 C40 1.38(4) . ?
C1A H1A 0.9800 . ?
C1A C10A 1.37(4) . ?
C1A C0 1.96(4) . ?
C0 H0 0.9800 . ?
C0 C41 1.35(4) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?

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
C17 O1 C20 117.2(8) . . ?
C00G O004 C28B 116.6(7) . . ?
C29 O2 C32 116.9(11) . . ?
C1 N1 C5 118.2(9) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C16 C15 C14 120.2(9) . . ?
C13 C9 C4 124.4(10) . . ?
C13 C9 C8 116.2(9) . . ?
C8 C9 C4 119.2(10) . . ?
C18 C19 H19 118.7 . . ?
C14 C19 H19 118.7 . . ?
C14 C19 C18 122.6(10) . . ?
C19 C18 H18 120.4 . . ?
C19 C18 C17 119.2(9) . . ?
C17 C18 H18 120.4 . . ?
C15 C14 C3 121.5(9) . . ?
C19 C14 C15 117.6(9) . . ?
C19 C14 C3 120.7(9) . . ?
O1 C17 C18 115.2(9) . . ?
O1 C17 C16 125.7(10) . . ?
C16 C17 C18 119.0(9) . . ?
C2B N00D C5B 117.9(10) . . ?
C25B C24B H24B 119.5 . . ?
C23B C24B H24B 119.5 . . ?
C23B C24B C25B 121.0(9) . . ?
C24B C25B H25B 120.0 . . ?
C00G C25B C24B 120.1(9) . . ?
C00G C25B H25B 120.0 . . ?
O004 C00G C25B 117.0(8) . . ?
O004 C00G C26B 124.0(9) . . ?
C25B C00G C26B 119.0(9) . . ?
C9 C13 H13 118.3 . . ?
C12 C13 C9 123.4(10) . . ?
C12 C13 H13 118.3 . . ?
C5 C4 C9 116.9(10) . . ?
C5 C4 C3 117.5(9) . . ?
C3 C4 C9 125.6(9) . . ?
N1 C5 C4 123.5(10) . . ?
N1 C5 C6 115.5(10) . . ?
C4 C5 C6 121.1(10) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.4(10) . . ?
C17 C16 H16 119.3 . . ?
C24B C23B C3B 122.3(9) . . ?
C27B C23B C24B 117.4(9) . . ?
C27B C23B C3B 120.2(9) . . ?
O1 C20 H20C 109.8 . . ?
O1 C20 H20D 109.8 . . ?
O1 C20 C21 109.3(9) . . ?
H20C C20 H20D 108.3 . . ?
C21 C20 H20C 109.8 . . ?
C21 C20 H20D 109.8 . . ?
C17B O00N C18B 121.8(17) . . ?
C17B O00N C8A 112.0(18) . . ?
C4 C3 C14 123.3(9) . . ?
C2 C3 C14 120.2(9) . . ?
C2 C3 C4 116.4(9) . . ?
C4B C3B C23B 121.9(10) . . ?
C1B C3B C23B 119.4(10) . . ?
C1B C3B C4B 118.7(9) . . ?
O2 C29 C30 115.8(12) . . ?
C28 C29 O2 124.6(14) . . ?
C28 C29 C30 119.6(12) . . ?
C20 C21 H21D 109.0 . . ?
C20 C21 H21E 109.0 . . ?
H21D C21 H21E 107.8 . . ?
C22 C21 C20 113.1(10) . . ?
C22 C21 H21D 109.0 . . ?
C22 C21 H21E 109.0 . . ?
C4B C00S C8B 120.3(11) . . ?
C9B C00S C4B 124.1(10) . . ?
C9B C00S C8B 115.6(10) . . ?
C25 C24 C1 175.2(12) . . ?
C00G C26B H26B 120.1 . . ?
C27B C26B C00G 119.9(10) . . ?
C27B C26B H26B 120.1 . . ?
N1 C1 C24 117.0(10) . . ?
N1 C1 C2 121.7(10) . . ?
C2 C1 C24 121.3(10) . . ?
C3 C2 I1 121.0(7) . . ?
C3 C2 C1 121.7(9) . . ?
C1 C2 I1 117.2(7) . . ?
C00S C4B C3B 127.6(9) . . ?
C00S C4B C5B 118.1(10) . . ?
C5B C4B C3B 113.8(9) . . ?
C23B C27B C26B 122.5(9) . . ?
C23B C27B H27B 118.7 . . ?
C26B C27B H27B 118.7 . . ?
C3B C1B I002 120.9(8) . . ?
C3B C1B C2B 121.7(11) . . ?
C2B C1B I002 117.4(8) . . ?
C00S C9B H9B 119.0 . . ?
C10B C9B C00S 122.0(11) . . ?
C10B C9B H9B 119.0 . . ?
C9 C8 C7 119.8(10) . . ?
C10 C8 C9 119.4(11) . . ?
C10 C8 C7 120.7(10) . . ?
C13 C12 H12 120.1 . . ?
C13 C12 C11 119.8(11) . . ?
C11 C12 H12 120.1 . . ?
C8 C7 H7 119.5 . . ?
C6 C7 C8 121.0(11) . . ?
C6 C7 H7 119.5 . . ?
C24 C25 C26 175.9(15) . . ?
N00D C2B C1B 121.4(12) . . ?
N00D C2B C13B 116.1(11) . . ?
C1B C2B C13B 122.5(12) . . ?
O004 C28B H28A 110.1 . . ?
O004 C28B H28B 110.1 . . ?
O004 C28B C29B 108.1(8) . . ?
H28A C28B H28B 108.4 . . ?
C29B C28B H28A 110.1 . . ?
C29B C28B H28B 110.1 . . ?
C8 C10 H10 118.7 . . ?
C11 C10 C8 122.7(11) . . ?
C11 C10 H10 118.7 . . ?
C21 C22 H22D 108.8 . . ?
C21 C22 H22E 108.8 . . ?
C21 C22 C23 113.9(12) . . ?
H22D C22 H22E 107.7 . . ?
C23 C22 H22D 108.8 . . ?
C23 C22 H22E 108.8 . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.1(11) . . ?
C7 C6 H6 119.4 . . ?
N00D C5B C4B 124.8(11) . . ?
N00D C5B C6B 114.4(11) . . ?
C6B C5B C4B 120.7(11) . . ?
C9B C10B H10B 120.0 . . ?
C9B C10B C11B 120.0(12) . . ?
C11B C10B H10B 120.0 . . ?
C12B C8B C00S 120.9(12) . . ?
C12B C8B C7B 119.7(13) . . ?
C7B C8B C00S 119.4(12) . . ?
C28B C29B H29A 109.4 . . ?
C28B C29B H29B 109.4 . . ?
H29A C29B H29B 108.0 . . ?
C30B C29B C28B 111.3(9) . . ?
C30B C29B H29A 109.4 . . ?
C30B C29B H29B 109.4 . . ?
O2 C32 H32D 110.1 . . ?
O2 C32 H32E 110.1 . . ?
O2 C32 C33 108.2(13) . . ?
H32D C32 H32E 108.4 . . ?
C33 C32 H32D 110.1 . . ?
C33 C32 H32E 110.1 . . ?
C29 C30 H30 120.3 . . ?
C31 C30 C29 119.3(13) . . ?
C31 C30 H30 120.3 . . ?
C8B C12B H12B 119.6 . . ?
C11B C12B C8B 120.9(12) . . ?
C11B C12B H12B 119.6 . . ?
C29B C30B H30A 109.4 . . ?
C29B C30B H30B 109.4 . . ?
C29B C30B C31B 111.3(11) . . ?
H30A C30B H30B 108.0 . . ?
C31B C30B H30A 109.4 . . ?
C31B C30B H30B 109.4 . . ?
C5B C6B H6B 120.3 . . ?
C7B C6B C5B 119.5(12) . . ?
C7B C6B H6B 120.3 . . ?
C8B C7B H7B 119.2 . . ?
C6B C7B C8B 121.7(12) . . ?
C6B C7B H7B 119.2 . . ?
C14B C13B C2B 178.5(15) . . ?
C10B C11B H11B 119.8 . . ?
C12B C11B C10B 120.4(12) . . ?
C12B C11B H11B 119.8 . . ?
C30 C31 H31 119.5 . . ?
C30 C31 C26 121.0(13) . . ?
C26 C31 H31 119.5 . . ?
C29 C28 H28 119.5 . . ?
C29 C28 C27 120.9(14) . . ?
C27 C28 H28 119.5 . . ?
C31 C26 C25 119.9(13) . . ?
C27 C26 C25 122.0(13) . . ?
C27 C26 C31 118.1(11) . . ?
C13B C14B C15B 176.3(16) . . ?
C12 C11 H11 120.8 . . ?
C10 C11 C12 118.3(11) . . ?
C10 C11 H11 120.8 . . ?
C14B C15B H15B 111.2 . . ?
C14B C15B H15A 109.8 . . ?
C14B C15B C026 115.4(16) . . ?
C14B C15B C0 119.4(16) . . ?
C026 C15B H15B 111.2 . . ?
C39 C15B C14B 128.4(17) . . ?
C39 C15B H15B 111.2 . . ?
C39 C15B C026 74(2) . . ?
C1A C15B C14B 120.0(17) . . ?
C1A C15B H15A 109.8 . . ?
C1A C15B C0 85.9(19) . . ?
C0 C15B H15A 109.8 . . ?
C28 C27 H27 119.5 . . ?
C26 C27 C28 121.0(13) . . ?
C26 C27 H27 119.5 . . ?
C22 C23 H23A 109.0 . . ?
C22 C23 H23B 109.0 . . ?
C22 C23 C01Z 112.7(13) . . ?
H23A C23 H23B 107.8 . . ?
C01Z C23 H23A 109.0 . . ?
C01Z C23 H23B 109.0 . . ?
H34A C34 H34B 107.5 . . ?
C33 C34 H34A 108.5 . . ?
C33 C34 H34B 108.5 . . ?
C35 C34 H34A 108.5 . . ?
C35 C34 H34B 108.5 . . ?
C35 C34 C33 115.2(15) . . ?
C32 C33 C34 111.3(14) . . ?
C32 C33 H33A 109.4 . . ?
C32 C33 H33B 109.4 . . ?
C34 C33 H33A 109.4 . . ?
C34 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
C34 C35 H35A 108.6 . . ?
C34 C35 H35B 108.6 . . ?
H35A C35 H35B 107.6 . . ?
C36 C35 C34 114.4(18) . . ?
C36 C35 H35A 108.6 . . ?
C36 C35 H35B 108.6 . . ?
O00N C17B H17B 107.1 . . ?
O00N C17B C16B 116.2(17) . . ?
O00N C17B C10A 128.9(18) . . ?
O00N C17B C41 116.6(17) . . ?
C40 C17B O00N 120(2) . . ?
C40 C17B C16B 71(2) . . ?
C10A C17B H17B 107.1 . . ?
C10A C17B C41 87.5(19) . . ?
C41 C17B H17B 107.1 . . ?
C30B C31B H31A 108.7 . . ?
C30B C31B H31B 108.7 . . ?
H31A C31B H31B 107.6 . . ?
C32B C31B C30B 114.0(18) . . ?
C32B C31B H31A 108.8 . . ?
C32B C31B H31B 108.7 . . ?
C23 C01Z H01A 109.5 . . ?
C23 C01Z H01B 109.5 . . ?
C23 C01Z H01C 109.5 . . ?
H01A C01Z H01B 109.5 . . ?
H01A C01Z H01C 109.5 . . ?
H01B C01Z H01C 109.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C31B C32B H32A 109.5 . . ?
C31B C32B H32B 109.5 . . ?
C31B C32B H32C 109.5 . . ?
H32A C32B H32B 109.5 . . ?
H32A C32B H32C 109.5 . . ?
H32B C32B H32C 109.5 . . ?
C21B C20B H20B 125.9 . . ?
C21B C20B H20A 128.6 . . ?
C19B C20B H20B 125.9 . . ?
C19B C20B C21B 108(3) . . ?
C6A C20B H20A 128.6 . . ?
C6A C20B C21B 103(3) . . ?
C17B C16B C39 79.6(16) . . ?
C17B C16B C40 45.9(15) . . ?
C026 C16B C17B 123(2) . . ?
C026 C16B C39 56.1(16) . . ?
C026 C16B C40 100(2) . . ?
C40 C16B C39 43.5(15) . . ?
C15B C026 H026 120.7 . . ?
C15B C026 C39 49.0(15) . . ?
C16B C026 C15B 114(2) . . ?
C16B C026 H026 120.7 . . ?
C16B C026 C39 81(2) . . ?
C39 C026 H026 120.7 . . ?
C20B C21B H21B 111.8 . . ?
C20B C21B H21A 110.5 . . ?
C20B C21B H21C 110.5 . . ?
C20B C21B C22B 107(5) . . ?
H21A C21B H21C 108.7 . . ?
C37 C21B C20B 137(5) . . ?
C37 C21B H21B 111.7 . . ?
C22B C21B H21A 110.4 . . ?
C22B C21B H21C 110.2 . . ?
C20B C19B H19B 127.4 . . ?
C20B C19B C18B 105(3) . . ?
C18B C19B H19B 127.4 . . ?
O00N C18B H18A 110.5 . . ?
O00N C18B H18B 110.5 . . ?
C19B C18B O00N 106(2) . . ?
C19B C18B H18A 110.5 . . ?
C19B C18B H18B 110.5 . . ?
H18A C18B H18B 108.7 . . ?
C21B C37 H37A 119.9 . . ?
C21B C37 H37B 120.1 . . ?
H37A C37 H37B 120.0 . . ?
C20B C6A H6A 125.7 . . ?
C20B C6A C8A 109(3) . . ?
C8A C6A H6A 125.7 . . ?
C21B C22B H22A 114.8 . . ?
C21B C22B H22B 114.6 . . ?
C21B C22B H22C 114.1 . . ?
H22A C22B H22B 103.9 . . ?
H22A C22B H22C 104.1 . . ?
H22B C22B H22C 104.0 . . ?
C15B C39 C16B 90.1(18) . . ?
C15B C39 C026 57.3(15) . . ?
C15B C39 C40 126(2) . . ?
C026 C39 C16B 43.0(13) . . ?
C40 C39 C16B 50.7(18) . . ?
C40 C39 C026 94(2) . . ?
C17B C40 C16B 63(2) . . ?
C17B C40 C39 123(3) . . ?
C39 C40 C16B 86(2) . . ?
C15B C1A H1A 119.4 . . ?
C15B C1A C10A 119(3) . . ?
C15B C1A C0 52.7(14) . . ?
C10A C1A H1A 119.4 . . ?
C10A C1A C0 86(2) . . ?
C0 C1A H1A 119.4 . . ?
C1A C10A C17B 123(3) . . ?
C15B C0 C1A 41.4(12) . . ?
C15B C0 H0 117.7 . . ?
C1A C0 H0 117.7 . . ?
C41 C0 C15B 123(2) . . ?
C41 C0 C1A 99(2) . . ?
C41 C0 H0 117.7 . . ?
C0 C41 C17B 112(2) . . ?
O00N C8A C6A 102(3) . . ?
O00N C8A H8AA 111.3 . . ?
O00N C8A H8AB 111.3 . . ?
C6A C8A H8AA 111.3 . . ?
C6A C8A H8AB 111.3 . . ?
H8AA C8A H8AB 109.2 . . ?

_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 1.732
_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_xzw-32
_database_code_depnum_ccdc_archive 'CCDC 2032367'
loop_
_audit_author_name
_audit_author_address
xzw
;Jishou University
China
;
_audit_update_record             
;
2020-09-16 deposited with the CCDC.	2020-09-29 downloaded from the CCDC.
;
_audit_creation_date             2019-07-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H40 N2 O'
_chemical_formula_sum            'C23 H40 N2 O'
_chemical_formula_weight         360.57
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.2053(5)
_cell_length_b                   9.9516(6)
_cell_length_c                   14.8729(13)
_cell_angle_alpha                79.118(6)
_cell_angle_beta                 88.843(6)
_cell_angle_gamma                68.605(6)
_cell_volume                     1108.87(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2977
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      28.8120
_cell_measurement_theta_min      2.7810
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.080
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0522
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7160
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.241
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00  35.00   1.00    4.00    --   11.74 -57.00-180.00   94
  2  ω    -16.00  75.00   1.00    4.00    --   11.74  77.00  90.00   91
  3  ω    -15.00  81.00   1.00    4.00    --   11.74  57.00 -30.00   96
;
_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      0.0073454000
_diffrn_orient_matrix_UB_12      0.0095680000
_diffrn_orient_matrix_UB_13      0.0456110000
_diffrn_orient_matrix_UB_21      0.0177242000
_diffrn_orient_matrix_UB_22      0.0646309000
_diffrn_orient_matrix_UB_23      -0.0167292000
_diffrn_orient_matrix_UB_31      -0.0909727000
_diffrn_orient_matrix_UB_32      0.0426914000
_diffrn_orient_matrix_UB_33      -0.0022229000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3091
_reflns_number_total             3897
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3897
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0497
_refine_ls_restrained_S_all      1.049
_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)+(0.0390P)²+0.4368P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1070
_refine_ls_wR_factor_ref         0.1161
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C8(H8A,H8B), C14(H14A,H14B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C11(H11A,H11B,H11C), C19(H19A,H19B,
 H19C), C10(H10A,H10B,H10C), C20(H20A,H20B,H20C), C7(H7A,H7B,H7C), C12(H12A,
 H12B,H12C), C6(H6A,H6B,H6C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
O1 O 0.10776(17) 0.64303(13) 0.91826(9) 0.0234(3) Uani 1 1 d . . . . .
N2 N 0.23068(18) 0.53045(14) 0.79552(10) 0.0164(3) Uani 1 1 d . . . . .
N1 N 0.39831(18) 0.34680(15) 0.71944(10) 0.0167(3) Uani 1 1 d . . . . .
C4 C 0.2973(2) 0.38017(18) 0.78352(12) 0.0159(4) Uani 1 1 d . . . . .
C3 C 0.1579(2) 0.53790(18) 0.87974(12) 0.0182(4) Uani 1 1 d . . . . .
C1 C 0.2253(2) 0.29925(18) 0.86097(12) 0.0181(4) Uani 1 1 d . . . . .
C9 C 0.2610(2) 0.20760(19) 0.57676(12) 0.0204(4) Uani 1 1 d . . . . .
C17 C 0.4483(2) 0.64367(19) 0.72637(12) 0.0194(4) Uani 1 1 d . . . . .
H17A H 0.507685 0.564791 0.693923 0.023 Uiso 1 1 calc R . . . .
H17B H 0.447709 0.733709 0.687313 0.023 Uiso 1 1 calc R . . . .
C8 C 0.4115(2) 0.12522(18) 0.65169(12) 0.0199(4) Uani 1 1 d . . . . .
H8A H 0.500489 0.051264 0.624878 0.024 Uiso 1 1 calc R . . . .
H8B H 0.364380 0.072368 0.700223 0.024 Uiso 1 1 calc R . . . .
C2 C 0.1501(2) 0.39248(18) 0.91643(13) 0.0204(4) Uani 1 1 d . . . . .
H2 H 0.099689 0.368951 0.970772 0.025 Uiso 1 1 calc R . . . .
C13 C 0.2250(2) 0.14848(18) 0.87266(12) 0.0207(4) Uani 1 1 d . . . . .
H13 H 0.272927 0.095654 0.823003 0.025 Uiso 1 1 calc R . . . .
C18 C 0.5681(2) 0.61770(19) 0.81190(13) 0.0222(4) Uani 1 1 d . . . . .
C16 C 0.2546(2) 0.65572(18) 0.73007(12) 0.0176(4) Uani 1 1 d . . . . .
C5 C 0.5094(2) 0.20226(18) 0.69934(12) 0.0195(4) Uani 1 1 d . . . . .
C22 C 0.1322(2) 0.80326(18) 0.75188(14) 0.0248(5) Uani 1 1 d . . . . .
H22A H 0.014097 0.805856 0.753505 0.037 Uiso 1 1 calc GR . . . .
H22B H 0.138081 0.882391 0.705372 0.037 Uiso 1 1 calc GR . . . .
H22C H 0.168005 0.813733 0.810407 0.037 Uiso 1 1 calc GR . . . .
C23 C 0.1934(3) 0.65436(19) 0.63329(12) 0.0235(4) Uani 1 1 d . . . . .
H23A H 0.269691 0.567045 0.613811 0.035 Uiso 1 1 calc GR . . . .
H23B H 0.196527 0.739513 0.591487 0.035 Uiso 1 1 calc GR . . . .
H23C H 0.075824 0.655665 0.634159 0.035 Uiso 1 1 calc GR . . . .
C11 C 0.2299(3) 0.0888(2) 0.53502(14) 0.0291(5) Uani 1 1 d . . . . .
H11A H 0.334406 0.035230 0.507470 0.044 Uiso 1 1 calc GR . . . .
H11B H 0.135251 0.134300 0.489187 0.044 Uiso 1 1 calc GR . . . .
H11C H 0.200702 0.022388 0.582291 0.044 Uiso 1 1 calc GR . . . .
C19 C 0.4893(3) 0.7264(2) 0.87574(14) 0.0291(5) Uani 1 1 d . . . . .
H19A H 0.454352 0.825222 0.841264 0.044 Uiso 1 1 calc GR . . . .
H19B H 0.575103 0.711579 0.923232 0.044 Uiso 1 1 calc GR . . . .
H19C H 0.388871 0.710690 0.902754 0.044 Uiso 1 1 calc GR . . . .
C10 C 0.0901(2) 0.2942(2) 0.61697(14) 0.0289(5) Uani 1 1 d . . . . .
H10A H 0.063651 0.230795 0.667331 0.043 Uiso 1 1 calc GR . . . .
H10B H -0.003489 0.330917 0.570566 0.043 Uiso 1 1 calc GR . . . .
H10C H 0.103177 0.375213 0.638229 0.043 Uiso 1 1 calc GR . . . .
C14 C 0.2541(3) 0.0559(2) 0.96796(14) 0.0310(5) Uani 1 1 d . . . . .
H14A H 0.320831 -0.048781 0.974828 0.037 Uiso 1 1 calc R . . . .
H14B H 0.271219 0.099417 1.018361 0.037 Uiso 1 1 calc R . . . .
C20 C 0.6217(3) 0.4609(2) 0.86805(14) 0.0288(5) Uani 1 1 d . . . . .
H20A H 0.520739 0.446847 0.895450 0.043 Uiso 1 1 calc GR . . . .
H20B H 0.708093 0.445943 0.915285 0.043 Uiso 1 1 calc GR . . . .
H20C H 0.669985 0.391520 0.828579 0.043 Uiso 1 1 calc GR . . . .
C7 C 0.6129(2) 0.09618(19) 0.78579(13) 0.0251(5) Uani 1 1 d . . . . .
H7A H 0.678338 0.141644 0.813610 0.038 Uiso 1 1 calc GR . . . .
H7B H 0.691938 0.007231 0.769276 0.038 Uiso 1 1 calc GR . . . .
H7C H 0.532862 0.073467 0.828446 0.038 Uiso 1 1 calc GR . . . .
C12 C 0.3067(3) 0.3106(2) 0.49931(13) 0.0293(5) Uani 1 1 d . . . . .
H12A H 0.319527 0.389854 0.522786 0.044 Uiso 1 1 calc GR . . . .
H12B H 0.214706 0.349618 0.451937 0.044 Uiso 1 1 calc GR . . . .
H12C H 0.414694 0.256895 0.474534 0.044 Uiso 1 1 calc GR . . . .
C15 C 0.0780(3) 0.1143(2) 0.92152(15) 0.0320(5) Uani 1 1 d . . . . .
H15A H -0.012485 0.193472 0.943574 0.038 Uiso 1 1 calc R . . . .
H15B H 0.037123 0.045285 0.900045 0.038 Uiso 1 1 calc R . . . .
C6 C 0.6464(2) 0.2366(2) 0.63652(14) 0.0277(5) Uani 1 1 d . . . . .
H6A H 0.587991 0.306694 0.582520 0.042 Uiso 1 1 calc GR . . . .
H6B H 0.724041 0.147715 0.619274 0.042 Uiso 1 1 calc GR . . . .
H6C H 0.712505 0.276655 0.668597 0.042 Uiso 1 1 calc GR . . . .
C21 C 0.7354(3) 0.6385(2) 0.77535(15) 0.0343(5) Uani 1 1 d . . . . .
H21A H 0.790081 0.568268 0.737266 0.051 Uiso 1 1 calc GR . . . .
H21B H 0.814861 0.624079 0.825908 0.051 Uiso 1 1 calc GR . . . .
H21C H 0.705873 0.736317 0.740024 0.051 Uiso 1 1 calc GR . . . .


_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
O1 C3 1.223(2) . ?
N2 C4 1.438(2) . ?
N2 C3 1.380(2) . ?
N2 C16 1.501(2) . ?
N1 C4 1.262(2) . ?
N1 C5 1.478(2) . ?
C4 C1 1.514(2) . ?
C3 C2 1.471(2) . ?
C1 C2 1.331(2) . ?
C1 C13 1.478(2) . ?
C9 C8 1.553(2) . ?
C9 C11 1.534(2) . ?
C9 C10 1.532(3) . ?
C9 C12 1.528(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.547(3) . ?
C17 C16 1.550(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C5 1.553(3) . ?
C2 H2 0.9300 . ?
C13 H13 0.9800 . ?
C13 C14 1.508(3) . ?
C13 C15 1.507(3) . ?
C18 C19 1.531(3) . ?
C18 C20 1.533(2) . ?
C18 C21 1.535(3) . ?
C16 C22 1.536(2) . ?
C16 C23 1.538(2) . ?
C5 C7 1.538(2) . ?
C5 C6 1.540(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.476(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

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
C4 N2 C16 124.43(14) . . ?
C3 N2 C4 109.45(13) . . ?
C3 N2 C16 125.84(14) . . ?
C4 N1 C5 131.17(15) . . ?
N2 C4 C1 104.74(14) . . ?
N1 C4 N2 118.59(15) . . ?
N1 C4 C1 136.60(16) . . ?
O1 C3 N2 128.06(16) . . ?
O1 C3 C2 125.18(17) . . ?
N2 C3 C2 106.76(14) . . ?
C2 C1 C4 107.35(15) . . ?
C2 C1 C13 124.51(17) . . ?
C13 C1 C4 128.03(16) . . ?
C11 C9 C8 106.28(14) . . ?
C10 C9 C8 112.02(15) . . ?
C10 C9 C11 108.06(16) . . ?
C12 C9 C8 113.29(15) . . ?
C12 C9 C11 107.66(15) . . ?
C12 C9 C10 109.27(15) . . ?
H17A C17 H17B 106.4 . . ?
C18 C17 H17A 106.3 . . ?
C18 C17 H17B 106.3 . . ?
C18 C17 C16 124.11(15) . . ?
C16 C17 H17A 106.3 . . ?
C16 C17 H17B 106.3 . . ?
C9 C8 H8A 106.4 . . ?
C9 C8 H8B 106.4 . . ?
C9 C8 C5 123.91(14) . . ?
H8A C8 H8B 106.4 . . ?
C5 C8 H8A 106.4 . . ?
C5 C8 H8B 106.4 . . ?
C3 C2 H2 124.7 . . ?
C1 C2 C3 110.51(16) . . ?
C1 C2 H2 124.7 . . ?
C1 C13 H13 116.1 . . ?
C1 C13 C14 118.62(16) . . ?
C1 C13 C15 118.99(16) . . ?
C14 C13 H13 116.1 . . ?
C15 C13 H13 116.1 . . ?
C15 C13 C14 58.62(13) . . ?
C19 C18 C17 113.83(15) . . ?
C19 C18 C20 108.65(16) . . ?
C19 C18 C21 108.03(16) . . ?
C20 C18 C17 112.54(15) . . ?
C20 C18 C21 107.59(15) . . ?
C21 C18 C17 105.90(15) . . ?
N2 C16 C17 112.96(13) . . ?
N2 C16 C22 110.13(14) . . ?
N2 C16 C23 108.29(14) . . ?
C22 C16 C17 112.34(14) . . ?
C22 C16 C23 105.23(14) . . ?
C23 C16 C17 107.47(15) . . ?
N1 C5 C8 115.19(14) . . ?
N1 C5 C7 111.70(14) . . ?
N1 C5 C6 103.90(14) . . ?
C7 C5 C8 109.31(14) . . ?
C7 C5 C6 105.98(15) . . ?
C6 C5 C8 110.26(15) . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C16 C23 H23A 109.5 . . ?
C16 C23 H23B 109.5 . . ?
C16 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C13 C14 H14A 117.7 . . ?
C13 C14 H14B 117.7 . . ?
H14A C14 H14B 114.8 . . ?
C15 C14 C13 60.63(13) . . ?
C15 C14 H14A 117.7 . . ?
C15 C14 H14B 117.7 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 C15 H15A 117.7 . . ?
C13 C15 H15B 117.7 . . ?
C14 C15 C13 60.74(13) . . ?
C14 C15 H15A 117.7 . . ?
C14 C15 H15B 117.7 . . ?
H15A C15 H15B 114.8 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.353
_oxdiff_exptl_absorpt_empirical_full_min 0.579
####################################################################### 
# 
# 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_xzw-11
_database_code_depnum_ccdc_archive 'CCDC 1960026'
loop_
_audit_author_name
_audit_author_address
xzw
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2019-10-18 deposited with the CCDC.	2020-09-29 downloaded from the CCDC.
;
_audit_creation_date             2019-07-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H15 F2 N'
_chemical_formula_sum            'C27 H15 F2 N'
_chemical_formula_weight         391.40
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   5.8348(3)
_cell_length_b                   14.7954(9)
_cell_length_c                   21.5626(13)
_cell_angle_alpha                90
_cell_angle_beta                 92.427(5)
_cell_angle_gamma                90
_cell_volume                     1859.79(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3432
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.0470
_cell_measurement_theta_min      2.9040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85524
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            7922
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.339
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     57.00  98.00   1.00    3.50    --   11.74-178.00-180.00   41
  2  ω    -69.00  80.00   1.00    3.50    --   11.74   0.00-120.00  149
;
_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      -0.0145649000
_diffrn_orient_matrix_UB_12      0.0054904000
_diffrn_orient_matrix_UB_13      -0.0326032000
_diffrn_orient_matrix_UB_21      -0.0575006000
_diffrn_orient_matrix_UB_22      -0.0422009000
_diffrn_orient_matrix_UB_23      -0.0021313000
_diffrn_orient_matrix_UB_31      -0.1062630000
_diffrn_orient_matrix_UB_32      0.0220678000
_diffrn_orient_matrix_UB_33      0.0040238000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2728
_reflns_number_total             3261
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.165
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3261
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0389
_refine_ls_restrained_S_all      1.050
_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)+(0.0333P)²+0.6227P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0847
_refine_ls_wR_factor_ref         0.0907
_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:
 C26(H26), C24(H24), C27(H27), C6(H6), C23(H23), C2(H2), C5(H5), C8(H8),
 C7(H7), C10(H10), C15(H15), C9(H9), C16(H16), C19(H19), C18(H18)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
F2 F -0.29348(15) 1.03788(7) 0.72809(4) 0.0282(3) Uani 1 1 d . . . . .
F1 F 1.34727(17) 0.39299(7) 0.63886(5) 0.0362(3) Uani 1 1 d . . . . .
N1 N 0.6374(2) 0.85077(9) 0.43677(6) 0.0201(3) Uani 1 1 d . . . . .
C3 C 0.8810(2) 0.79766(11) 0.28632(7) 0.0184(3) Uani 1 1 d . . . . .
C25 C -0.1482(3) 1.00160(11) 0.68691(7) 0.0200(4) Uani 1 1 d . . . . .
C26 C -0.2113(3) 1.00277(11) 0.62497(7) 0.0204(4) Uani 1 1 d . . . . .
H26 H -0.349380 1.028385 0.610855 0.024 Uiso 1 1 calc R . . . .
C1 C 0.7971(2) 0.81735(11) 0.39507(7) 0.0186(4) Uani 1 1 d . . . . .
C24 C 0.0557(3) 0.96594(11) 0.71010(7) 0.0207(4) Uani 1 1 d . . . . .
H24 H 0.093051 0.967252 0.752447 0.025 Uiso 1 1 calc R . . . .
C11 C 0.6078(2) 0.81576(11) 0.49073(7) 0.0198(4) Uani 1 1 d . . . . .
C27 C -0.0622(2) 0.96446(11) 0.58410(7) 0.0201(4) Uani 1 1 d . . . . .
H27 H -0.101228 0.963877 0.541833 0.024 Uiso 1 1 calc R . . . .
C4 C 1.0943(2) 0.75632(11) 0.30406(7) 0.0188(4) Uani 1 1 d . . . . .
C6 C 1.0147(2) 0.77942(11) 0.41252(7) 0.0197(4) Uani 1 1 d . . . . .
H6 H 1.060515 0.774999 0.454250 0.024 Uiso 1 1 calc R . . . .
C22 C 0.1458(2) 0.92671(11) 0.60543(7) 0.0192(4) Uani 1 1 d . . . . .
C21 C 0.3021(3) 0.88757(11) 0.56314(7) 0.0208(4) Uani 1 1 d . . . . .
C23 C 0.2034(3) 0.92816(11) 0.66900(7) 0.0206(4) Uani 1 1 d . . . . .
H23 H 0.341919 0.903533 0.683682 0.025 Uiso 1 1 calc R . . . .
C2 C 0.7377(2) 0.82804(11) 0.33307(7) 0.0187(4) Uani 1 1 d . . . . .
H2 H 0.599484 0.856012 0.321696 0.022 Uiso 1 1 calc R . . . .
C5 C 1.1560(2) 0.74956(11) 0.36806(7) 0.0201(4) Uani 1 1 d . . . . .
H5 H 1.296666 0.724092 0.380137 0.024 Uiso 1 1 calc R . . . .
C12 C 0.7247(3) 0.73875(12) 0.51801(7) 0.0219(4) Uani 1 1 d . . . . .
C20 C 0.4379(2) 0.85601(12) 0.52903(7) 0.0206(4) Uani 1 1 d . . . . .
C8 C 1.1780(3) 0.73847(11) 0.19565(8) 0.0236(4) Uani 1 1 d . . . . .
H8 H 1.275203 0.718760 0.165337 0.028 Uiso 1 1 calc R . . . .
C7 C 1.2389(3) 0.72658(11) 0.25711(7) 0.0218(4) Uani 1 1 d . . . . .
H7 H 1.377238 0.698527 0.268177 0.026 Uiso 1 1 calc R . . . .
C10 C 0.8236(3) 0.80919(11) 0.22239(7) 0.0212(4) Uani 1 1 d . . . . .
H10 H 0.685409 0.836608 0.210250 0.025 Uiso 1 1 calc R . . . .
C13 C 0.8238(3) 0.67610(12) 0.54270(7) 0.0218(4) Uani 1 1 d . . . . .
C15 C 0.8854(3) 0.55341(12) 0.61926(7) 0.0237(4) Uani 1 1 d . . . . .
H15 H 0.748768 0.568589 0.637373 0.028 Uiso 1 1 calc R . . . .
C9 C 0.9684(3) 0.78054(12) 0.17824(8) 0.0245(4) Uani 1 1 d . . . . .
H9 H 0.928378 0.788880 0.136431 0.029 Uiso 1 1 calc R . . . .
C17 C 1.2169(3) 0.46201(12) 0.61548(8) 0.0252(4) Uani 1 1 d . . . . .
C14 C 0.9571(3) 0.60283(11) 0.56864(7) 0.0213(4) Uani 1 1 d . . . . .
C16 C 1.0147(3) 0.48212(12) 0.64294(8) 0.0260(4) Uani 1 1 d . . . . .
H16 H 0.966308 0.448690 0.676486 0.031 Uiso 1 1 calc R . . . .
C19 C 1.1642(3) 0.58008(13) 0.54226(8) 0.0283(4) Uani 1 1 d . . . . .
H19 H 1.213773 0.612625 0.508442 0.034 Uiso 1 1 calc R . . . .
C18 C 1.2957(3) 0.50953(13) 0.56612(8) 0.0297(4) Uani 1 1 d . . . . .
H18 H 1.434587 0.494628 0.549100 0.036 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
F2 C25 1.3634(17) . ?
F1 C17 1.3577(18) . ?
N1 C1 1.4114(19) . ?
N1 C11 1.292(2) . ?
C3 C4 1.424(2) . ?
C3 C2 1.410(2) . ?
C3 C10 1.415(2) . ?
C25 C26 1.371(2) . ?
C25 C24 1.376(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.385(2) . ?
C1 C6 1.424(2) . ?
C1 C2 1.376(2) . ?
C24 H24 0.9300 . ?
C24 C23 1.380(2) . ?
C11 C12 1.441(2) . ?
C11 C20 1.445(2) . ?
C27 H27 0.9300 . ?
C27 C22 1.396(2) . ?
C4 C5 1.415(2) . ?
C4 C7 1.415(2) . ?
C6 H6 0.9300 . ?
C6 C5 1.364(2) . ?
C22 C21 1.439(2) . ?
C22 C23 1.397(2) . ?
C21 C20 1.199(2) . ?
C23 H23 0.9300 . ?
C2 H2 0.9300 . ?
C5 H5 0.9300 . ?
C12 C13 1.205(2) . ?
C8 H8 0.9300 . ?
C8 C7 1.369(2) . ?
C8 C9 1.409(2) . ?
C7 H7 0.9300 . ?
C10 H10 0.9300 . ?
C10 C9 1.367(2) . ?
C13 C14 1.434(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.393(2) . ?
C15 C16 1.382(2) . ?
C9 H9 0.9300 . ?
C17 C16 1.375(2) . ?
C17 C18 1.371(2) . ?
C14 C19 1.399(2) . ?
C16 H16 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.382(2) . ?
C18 H18 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
C11 N1 C1 123.39(14) . . ?
C2 C3 C4 118.87(14) . . ?
C2 C3 C10 122.31(14) . . ?
C10 C3 C4 118.79(14) . . ?
F2 C25 C26 118.74(13) . . ?
F2 C25 C24 117.79(14) . . ?
C26 C25 C24 123.47(14) . . ?
C25 C26 H26 121.2 . . ?
C25 C26 C27 117.69(14) . . ?
C27 C26 H26 121.2 . . ?
N1 C1 C6 125.11(14) . . ?
C2 C1 N1 115.64(13) . . ?
C2 C1 C6 119.14(14) . . ?
C25 C24 H24 120.8 . . ?
C25 C24 C23 118.40(14) . . ?
C23 C24 H24 120.8 . . ?
N1 C11 C12 127.27(14) . . ?
N1 C11 C20 118.08(14) . . ?
C12 C11 C20 114.65(14) . . ?
C26 C27 H27 119.5 . . ?
C26 C27 C22 120.96(15) . . ?
C22 C27 H27 119.5 . . ?
C5 C4 C3 118.39(14) . . ?
C7 C4 C3 118.81(14) . . ?
C7 C4 C5 122.76(14) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 120.04(14) . . ?
C5 C6 H6 120.0 . . ?
C27 C22 C21 121.18(14) . . ?
C27 C22 C23 119.12(14) . . ?
C23 C22 C21 119.70(13) . . ?
C20 C21 C22 177.96(17) . . ?
C24 C23 C22 120.35(14) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C3 C2 H2 119.2 . . ?
C1 C2 C3 121.68(14) . . ?
C1 C2 H2 119.2 . . ?
C4 C5 H5 119.1 . . ?
C6 C5 C4 121.74(14) . . ?
C6 C5 H5 119.1 . . ?
C13 C12 C11 177.70(17) . . ?
C21 C20 C11 176.97(17) . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.07(14) . . ?
C9 C8 H8 120.0 . . ?
C4 C7 H7 119.5 . . ?
C8 C7 C4 120.99(15) . . ?
C8 C7 H7 119.5 . . ?
C3 C10 H10 119.6 . . ?
C9 C10 C3 120.85(15) . . ?
C9 C10 H10 119.6 . . ?
C12 C13 C14 175.19(16) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C16 C15 C14 120.86(15) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.46(15) . . ?
C10 C9 H9 119.8 . . ?
F1 C17 C16 118.72(15) . . ?
F1 C17 C18 118.20(15) . . ?
C18 C17 C16 123.07(16) . . ?
C15 C14 C13 121.79(14) . . ?
C15 C14 C19 119.06(15) . . ?
C19 C14 C13 119.15(15) . . ?
C15 C16 H16 120.9 . . ?
C17 C16 C15 118.11(16) . . ?
C17 C16 H16 120.9 . . ?
C14 C19 H19 119.8 . . ?
C18 C19 C14 120.40(16) . . ?
C18 C19 H19 119.8 . . ?
C17 C18 C19 118.49(15) . . ?
C17 C18 H18 120.8 . . ?
C19 C18 H18 120.8 . . ?


_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 1.325
_oxdiff_exptl_absorpt_empirical_full_min 0.718
