# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# 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. 
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data_fengchuanqi-cy-36-2
_database_code_depnum_ccdc_archive 'CCDC 1886006'
_audit_update_record             
;
2018-12-19 deposited with the CCDC.
2019-02-08 downloaded from the CCDC.
;
_audit_creation_date             2018-11-28
_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        1
_chemical_formula_moiety         'C21 H18 F N3 O'
_chemical_formula_sum            'C21 H18 F N3 O'
_chemical_formula_weight         347.38
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C O N H'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.1744(2)
_cell_length_b                   23.9422(5)
_cell_length_c                   16.3375(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.446(2)
_cell_angle_gamma                90
_cell_volume                     3587.48(14)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    10391
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      76.3140
_cell_measurement_theta_min      3.2750
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.718
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58545
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.34b (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23757
_diffrn_reflns_point_group_measured_fraction_full 0.734
_diffrn_reflns_point_group_measured_fraction_max 0.694
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.886
_diffrn_reflns_theta_min         2.705
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -29.00   3.00   0.50    0.28    --  -43.80  82.00  43.00   64
  2  ω    -72.00 -35.00   0.50    0.28    --  -43.80  82.00  43.00   74
  3  ω    -93.00 -68.00   0.50    1.14    --  -90.25  82.00  43.00   50
  4  ω   -117.00 -13.00   0.50    0.28    --  -43.80 -82.00 -77.00  208
  5  ω     41.00  66.00   0.50    0.28    --   43.80  82.00  43.00   50
  6  ω     82.00 177.00   0.50    1.14    --  111.75  82.00  43.00  190
  7  ω    120.00 174.00   0.50    1.14    --  111.75  77.00   0.00  108
  8  ω    130.00 174.00   0.50    1.14    --  111.75 125.00 -90.00   88
  9  ω    100.00 126.00   0.50    1.14    --  111.75 125.00 -90.00   52
 10  ω     77.00 122.00   0.50    0.28    --   43.80 178.00 -30.00   90
 11  ω     38.00 134.00   0.50    1.14    --  111.75 -61.00 -30.00  192
 12  ω    108.00 136.00   0.50    1.14    --  111.75 -82.00 -77.00   56
 13  ω     69.00 121.00   0.50    1.14    --  111.75-125.00-180.00  104
 14  ω     54.00  94.00   0.50    1.14    --  111.75 -82.00 -77.00   80
 15  ω     52.00 107.00   0.50    1.14    --  111.75 -94.00-120.00  110
 16  ω     38.00  64.00   0.50    1.14    --  111.75-125.00-180.00   52
 17  ω      0.00  78.00   0.50    0.28    --   43.80 -99.00  90.00  156
 18  ω     38.00  78.00   0.50    1.14    --  111.75 -94.00 120.00   80
 19  ω    -86.00 -61.00   0.50    1.14    --  -90.25 -82.00 -77.00   50
 20  ω   -164.00 -86.00   0.50    1.14    --  -90.25 -94.00   0.00  156
 21  ω   -160.00 -62.00   0.50    1.14    --  -90.25 -77.00 -30.00  196
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0898603000
_diffrn_orient_matrix_UB_12      -0.0540324000
_diffrn_orient_matrix_UB_13      0.0076384000
_diffrn_orient_matrix_UB_21      -0.0388731000
_diffrn_orient_matrix_UB_22      0.0164008000
_diffrn_orient_matrix_UB_23      0.0880173000
_diffrn_orient_matrix_UB_31      -0.1365347000
_diffrn_orient_matrix_UB_32      0.0308373000
_diffrn_orient_matrix_UB_33      -0.0330127000
_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              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.412
_reflns_Friedel_fraction_full    0.457
_reflns_Friedel_fraction_max     0.416
_reflns_number_gt                8470
_reflns_number_total             10531
_reflns_odcompleteness_completeness 99.70
_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 1.171.39.34b (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_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         0.510
_refine_diff_density_min         -0.552
_refine_diff_density_rms         0.117
_refine_ls_abs_structure_details 
;
 Flack x determined using 2078 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.21(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     929
_refine_ls_number_reflns         10531
_refine_ls_number_restraints     65
_refine_ls_R_factor_all          0.1358
_refine_ls_R_factor_gt           0.1235
_refine_ls_restrained_S_all      1.533
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1640
_refine_ls_wR_factor_ref         0.2295
_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. Rigid bond restraints
 F53, C31
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O89, N88
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C57, C58, C59
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C84, C85
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F79, C58
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F105, C85
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C80, C85
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C80, C81
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
F53 \\sim C31: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
O89 \\sim N88: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
C57 \\sim C58 \\sim C59: within 2A with sigma of 0.002 and sigma for terminal
atoms of 0.004
C84 \\sim C85: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
F79 \\sim C58: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
F105 \\sim C85: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
C80 \\sim C85: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
C80 \\sim C81: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
Uanis(F79) = Uanis(C58)
Uanis(F105) = Uanis(C85)
4.a Ternary CH refined with riding coordinates:
 C34(H34), C61(H61), C87(H87), C7(H7)
4.b Aromatic/amide H refined with riding coordinates:
 C32(H32), C13(H13), C82(H82), C73(H73), C9(H9), C55(H55), C70(H70), C92(H92),
 C28(H28), C59(H59), C16(H16), C66(H66), C74(H74), C12(H12), C11(H11), C20(H20),
  C18(H18), C49(H49), C56(H56), C76(H76), C80(H80), C77(H77), C2(H2), C46(H46),
 C68(H68), C45(H45), C50(H50), C43(H43), C84(H84), C96(H96), C83(H83), C6(H6),
 C95(H95), C4(H4), C48(H48), C69(H69), C99(H99), C93(H93), C30(H30), C19(H19),
 C39(H39), C29(H29), C17(H17), C94(H94), C3(H3), C100(H100), C41(H41), C42(H42),
  C67(H67), C75(H75), C103(H103), C57(H57), C5(H5), C40(H40), C101(H101),
 C102(H102)
4.c Idealised Me refined as rotating group:
 C78(H78A,H78B,H78C), C104(H10A,H10B,H10C), C52(H52A,H52B,H52C), C21(H21A,H21B,
 H21C)
;
_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
O1 O 1.5147(5) 1.0109(3) 0.8412(3) 0.0598(12) Uani 1 1 d . . . . .
O36 O 0.7873(6) 0.5109(3) 0.6562(3) 0.0611(13) Uani 1 1 d . . . . .
O63 O 1.2862(5) 0.4970(2) 0.6215(3) 0.0556(12) Uani 1 1 d . . . . .
O89 O 0.0107(5) -0.0177(3) 0.8780(3) 0.0575(10) Uani 1 1 d . U . . .
N3 N 1.4639(7) 0.9780(3) 0.9101(4) 0.0563(14) Uani 1 1 d . . . . .
N33 N 0.6191(6) 0.4522(3) 0.7022(4) 0.0523(13) Uani 1 1 d . . . . .
N62 N 1.2382(6) 0.5281(3) 0.6932(4) 0.0518(13) Uani 1 1 d . . . . .
N2 N 1.3491(6) 0.9517(3) 0.7885(4) 0.0537(14) Uani 1 1 d . . . . .
N60 N 1.1214(6) 0.5583(3) 0.5737(4) 0.0556(14) Uani 1 1 d . . . . .
N35 N 0.7334(6) 0.4791(3) 0.5849(4) 0.0540(13) Uani 1 1 d . . . . .
N97 N -0.0697(7) -0.0317(3) 1.0098(4) 0.0637(16) Uani 1 1 d . . . . .
N86 N -0.1540(6) 0.0421(3) 0.9241(4) 0.0521(13) Uani 1 1 d . . . . .
N71 N 1.1969(8) 0.4847(3) 0.4885(4) 0.0617(15) Uani 1 1 d . . . . .
N88 N -0.0321(6) 0.0169(3) 0.8073(4) 0.0566(11) Uani 1 1 d . U . . .
C34 C 0.6631(7) 0.4306(3) 0.6226(4) 0.0513(15) Uani 1 1 d . . . . .
H34 H 0.575773 0.420574 0.590021 0.062 Uiso 1 1 calc R . . . .
N44 N 0.7103(8) 0.5241(3) 0.7881(4) 0.0615(15) Uani 1 1 d . . . . .
N1 N 1.4357(7) 1.0260(3) 0.7062(4) 0.0609(15) Uani 1 1 d . . . . .
C90 C -0.0719(8) -0.0050(3) 0.9430(4) 0.0535(15) Uani 1 1 d . . . . .
C64 C 1.1991(7) 0.5108(3) 0.5555(4) 0.0515(14) Uani 1 1 d . . . . .
C91 C 0.0035(7) 0.1134(3) 0.8588(4) 0.0516(15) Uani 1 1 d . . . . .
C61 C 1.1729(8) 0.5782(3) 0.6540(5) 0.0554(16) Uani 1 1 d . . . . .
H61 H 1.088492 0.589860 0.685409 0.066 Uiso 1 1 calc R . . . .
C37 C 0.7031(7) 0.4985(3) 0.7197(4) 0.0509(14) Uani 1 1 d . . . . .
C72 C 1.2654(9) 0.4298(3) 0.4866(5) 0.0585(17) Uani 1 1 d . . . . .
C27 C 0.5248(7) 0.4240(3) 0.7536(4) 0.0488(14) Uani 1 1 d . . . . .
C65 C 1.2784(8) 0.6260(3) 0.6508(5) 0.0554(16) Uani 1 1 d . . . . .
C87 C -0.1021(7) 0.0651(3) 0.8464(4) 0.0507(15) Uani 1 1 d . . . . .
H87 H -0.185713 0.077416 0.812492 0.061 Uiso 1 1 calc R . . . .
C7 C 1.3923(8) 0.9291(3) 0.8711(4) 0.0539(16) Uani 1 1 d . . . . .
H7 H 1.305069 0.918964 0.901126 0.065 Uiso 1 1 calc R . . . .
C81 C -0.2470(10) 0.0726(4) 0.9755(6) 0.0727(16) Uani 1 1 d . U . . .
C1 C 1.4918(7) 0.8806(3) 0.8674(4) 0.0535(15) Uani 1 1 d . . . . .
C32 C 0.4623(8) 0.3748(4) 0.7261(5) 0.0626(18) Uani 1 1 d . . . . .
H32 H 0.483034 0.360973 0.674525 0.075 Uiso 1 1 calc R . . . .
C13 C 1.2098(8) 0.9444(4) 0.6576(5) 0.0595(17) Uani 1 1 d . . . . .
H13 H 1.248696 0.977912 0.639219 0.071 Uiso 1 1 calc R . . . .
C8 C 1.2506(8) 0.9233(3) 0.7357(5) 0.0553(16) Uani 1 1 d . . . . .
C15 C 1.5071(9) 1.0784(4) 0.7047(5) 0.0599(17) Uani 1 1 d . . . . .
C78 C 1.1349(9) 0.4922(4) 0.7336(6) 0.066(2) Uani 1 1 d . . . . .
H78A H 1.061366 0.480184 0.694629 0.099 Uiso 1 1 calc GR . . . .
H78B H 1.090063 0.512520 0.776904 0.099 Uiso 1 1 calc GR . . . .
H78C H 1.184991 0.460255 0.755864 0.099 Uiso 1 1 calc GR . . . .
C98 C 0.0055(9) -0.0829(4) 1.0161(5) 0.0604(18) Uani 1 1 d . . . . .
C54 C 1.0234(7) 0.5865(3) 0.5225(5) 0.0554(16) Uani 1 1 d . . . . .
C82 C -0.2888(8) 0.0533(4) 1.0506(5) 0.0614(18) Uani 1 1 d . . . . .
H82 H -0.255425 0.018585 1.068619 0.074 Uiso 1 1 calc R . . . .
C38 C 0.7644(8) 0.3804(4) 0.6280(5) 0.0578(16) Uani 1 1 d . . . . .
C73 C 1.3704(10) 0.4194(4) 0.4296(5) 0.0642(19) Uani 1 1 d . . . . .
H73 H 1.396746 0.447291 0.393139 0.077 Uiso 1 1 calc R . . . .
C9 C 1.1912(9) 0.8724(4) 0.7630(5) 0.0623(18) Uani 1 1 d . . . . .
H9 H 1.217127 0.857503 0.813850 0.075 Uiso 1 1 calc R . . . .
C55 C 0.9703(8) 0.5667(4) 0.4495(5) 0.0610(18) Uani 1 1 d . . . . .
H55 H 1.001325 0.531763 0.432078 0.073 Uiso 1 1 calc R . . . .
C14 C 1.4295(8) 0.9986(3) 0.7726(4) 0.0556(16) Uani 1 1 d . . . . .
C70 C 1.3631(9) 0.6353(4) 0.5840(5) 0.0656(19) Uani 1 1 d . . . . .
H70 H 1.352883 0.612556 0.538114 0.079 Uiso 1 1 calc R . . . .
C85 C -0.3952(14) 0.1527(6) 0.9949(9) 0.0963(12) Uani 1 1 d . U . . .
C92 C 0.0854(10) 0.1186(4) 0.9297(5) 0.0638(19) Uani 1 1 d . . . . .
H92 H 0.076981 0.092186 0.971092 0.077 Uiso 1 1 calc R . . . .
C28 C 0.4895(9) 0.4433(4) 0.8312(5) 0.0642(19) Uani 1 1 d . . . . .
H28 H 0.529330 0.476463 0.851063 0.077 Uiso 1 1 calc R . . . .
C59 C 0.9734(14) 0.6381(5) 0.5481(9) 0.0961(17) Uani 1 1 d . U . . .
H59 H 1.008810 0.652710 0.597464 0.115 Uiso 1 1 calc R . . . .
C16 C 1.6171(11) 1.0868(4) 0.6488(6) 0.071(2) Uani 1 1 d . . . . .
H16 H 1.649495 1.058006 0.615611 0.085 Uiso 1 1 calc R . . . .
C66 C 1.2910(12) 0.6618(4) 0.7174(6) 0.075(2) Uani 1 1 d . . . . .
H66 H 1.232829 0.656166 0.762463 0.090 Uiso 1 1 calc R . . . .
C74 C 1.4361(13) 0.3680(5) 0.4267(6) 0.080(3) Uani 1 1 d . . . . .
H74 H 1.511308 0.361902 0.390615 0.096 Uiso 1 1 calc R . . . .
C47 C 0.7895(9) 0.5757(4) 0.7915(5) 0.0615(18) Uani 1 1 d . . . . .
C12 C 1.1121(10) 0.9149(4) 0.6089(5) 0.068(2) Uani 1 1 d . . . . .
H12 H 1.085092 0.928834 0.557536 0.081 Uiso 1 1 calc R . . . .
C104 C -0.1358(9) -0.0175(5) 0.7595(6) 0.073(2) Uani 1 1 d . . . . .
H10A H -0.085790 -0.048988 0.737192 0.109 Uiso 1 1 calc GR . . . .
H10B H -0.177914 0.004420 0.715715 0.109 Uiso 1 1 calc GR . . . .
H10C H -0.211526 -0.030309 0.794366 0.109 Uiso 1 1 calc GR . . . .
C11 C 1.0520(10) 0.8639(4) 0.6357(6) 0.070(2) Uani 1 1 d . . . . .
H11 H 0.986853 0.843882 0.602464 0.084 Uiso 1 1 calc R . . . .
C20 C 1.4638(11) 1.1222(4) 0.7539(6) 0.071(2) Uani 1 1 d . . . . .
H20 H 1.388718 1.116720 0.790202 0.086 Uiso 1 1 calc R . . . .
C18 C 1.6394(14) 1.1828(5) 0.6942(7) 0.087(3) Uani 1 1 d . . . . .
H18 H 1.685572 1.217309 0.691302 0.104 Uiso 1 1 calc R . . . .
C31 C 0.3681(15) 0.3464(6) 0.7764(9) 0.100(3) Uani 1 1 d . U . . .
C49 C 0.8295(13) 0.6702(4) 0.7496(6) 0.076(2) Uani 1 1 d . . . . .
H49 H 0.805993 0.700112 0.715330 0.091 Uiso 1 1 calc R . . . .
C56 C 0.8717(11) 0.5963(5) 0.3997(6) 0.078(3) Uani 1 1 d . . . . .
H56 H 0.837936 0.581646 0.350011 0.093 Uiso 1 1 calc R . . . .
C76 C 1.2852(13) 0.3357(4) 0.5340(6) 0.078(2) Uani 1 1 d . . . . .
H76 H 1.257124 0.307664 0.569697 0.094 Uiso 1 1 calc R . . . .
C80 C -0.2984(11) 0.1230(5) 0.9477(7) 0.0823(14) Uani 1 1 d . U . . .
H80 H -0.268695 0.137197 0.897857 0.099 Uiso 1 1 calc R . . . .
C77 C 1.2201(10) 0.3886(4) 0.5375(6) 0.068(2) Uani 1 1 d . . . . .
H77 H 1.146671 0.395559 0.574368 0.082 Uiso 1 1 calc R . . . .
C2 C 1.5823(10) 0.8696(4) 0.8011(6) 0.070(2) Uani 1 1 d . . . . .
H2 H 1.580581 0.893807 0.756597 0.084 Uiso 1 1 calc R . . . .
C46 C 0.8969(9) 0.5822(4) 0.8510(5) 0.0605(17) Uani 1 1 d . . . . .
H46 H 0.919862 0.552777 0.886227 0.073 Uiso 1 1 calc R . . . .
C68 C 1.4773(14) 0.7141(4) 0.6498(7) 0.088(3) Uani 1 1 d . . . . .
H68 H 1.543238 0.743595 0.650120 0.106 Uiso 1 1 calc R . . . .
C45 C 0.9712(11) 0.6326(4) 0.8585(6) 0.073(2) Uani 1 1 d . . . . .
H45 H 1.044656 0.636349 0.898399 0.087 Uiso 1 1 calc R . . . .
F26 F 1.0363(12) 0.7975(4) 0.7373(7) 0.147(4) Uani 1 1 d . . . . .
C50 C 0.9390(11) 0.6756(4) 0.8097(6) 0.072(2) Uani 1 1 d . . . . .
H50 H 0.989502 0.709083 0.815675 0.087 Uiso 1 1 calc R . . . .
C43 C 0.7644(11) 0.3425(4) 0.5657(6) 0.071(2) Uani 1 1 d . . . . .
H43 H 0.701482 0.347495 0.520822 0.085 Uiso 1 1 calc R . . . .
C52 C 0.6277(10) 0.5165(4) 0.5417(6) 0.071(2) Uani 1 1 d . . . . .
H52A H 0.550289 0.525902 0.577729 0.106 Uiso 1 1 calc GR . . . .
H52B H 0.587938 0.497835 0.494185 0.106 Uiso 1 1 calc GR . . . .
H52C H 0.676412 0.550033 0.525259 0.106 Uiso 1 1 calc GR . . . .
C84 C -0.4381(13) 0.1347(6) 1.0711(8) 0.0929(16) Uani 1 1 d . U . . .
H84 H -0.503227 0.155240 1.101667 0.112 Uiso 1 1 calc R . . . .
C96 C 0.0217(11) 0.1526(4) 0.7965(6) 0.076(2) Uani 1 1 d . . . . .
H96 H -0.031364 0.149259 0.747518 0.091 Uiso 1 1 calc R . . . .
C83 C -0.3796(9) 0.0841(5) 1.1003(6) 0.072(2) Uani 1 1 d . . . . .
H83 H -0.401296 0.071422 1.152386 0.086 Uiso 1 1 calc R . . . .
C10 C 1.0914(10) 0.8451(4) 0.7101(6) 0.071(2) Uani 1 1 d . . . . .
C6 C 1.4997(11) 0.8436(4) 0.9312(6) 0.073(2) Uani 1 1 d . . . . .
H6 H 1.441961 0.849395 0.976403 0.088 Uiso 1 1 calc R . . . .
C58 C 0.8728(16) 0.6681(6) 0.5026(10) 0.1035(14) Uani 1 1 d . U . . .
C95 C 0.1190(13) 0.1966(5) 0.8076(8) 0.093(3) Uani 1 1 d . . . . .
H95 H 0.131976 0.222365 0.765808 0.111 Uiso 1 1 calc R . . . .
C4 C 1.6768(12) 0.7892(6) 0.8627(10) 0.099(4) Uani 1 1 d . . . . .
H4 H 1.738585 0.758447 0.860800 0.118 Uiso 1 1 calc R . . . .
C48 C 0.7565(11) 0.6203(4) 0.7413(6) 0.073(2) Uani 1 1 d . . . . .
H48 H 0.683589 0.616583 0.701130 0.087 Uiso 1 1 calc R . . . .
C69 C 1.4655(13) 0.6791(5) 0.5848(8) 0.089(3) Uani 1 1 d . . . . .
H69 H 1.525447 0.684060 0.540360 0.107 Uiso 1 1 calc R . . . .
C99 C 0.1137(11) -0.0899(5) 1.0731(6) 0.074(2) Uani 1 1 d . . . . .
H99 H 0.142796 -0.059809 1.105617 0.089 Uiso 1 1 calc R . . . .
C93 C 0.1824(11) 0.1638(4) 0.9401(6) 0.075(2) Uani 1 1 d . . . . .
H93 H 0.237313 0.167450 0.988448 0.090 Uiso 1 1 calc R . . . .
C30 C 0.3288(11) 0.3639(5) 0.8498(7) 0.079(3) Uani 1 1 d . . . . .
H30 H 0.260947 0.344606 0.880327 0.095 Uiso 1 1 calc R . . . .
C19 C 1.5295(17) 1.1734(5) 0.7499(8) 0.094(3) Uani 1 1 d . . . . .
H19 H 1.500666 1.201941 0.784439 0.113 Uiso 1 1 calc R . . . .
C39 C 0.8555(10) 0.3727(4) 0.6951(6) 0.073(2) Uani 1 1 d . . . . .
H39 H 0.857592 0.398640 0.737434 0.087 Uiso 1 1 calc R . . . .
C29 C 0.3952(11) 0.4128(5) 0.8783(6) 0.075(2) Uani 1 1 d . . . . .
H29 H 0.375366 0.425278 0.930756 0.090 Uiso 1 1 calc R . . . .
C17 C 1.6766(12) 1.1405(5) 0.6447(7) 0.084(3) Uani 1 1 d . . . . .
H17 H 1.746087 1.147384 0.605474 0.100 Uiso 1 1 calc R . . . .
C94 C 0.1952(11) 0.2019(5) 0.8795(7) 0.080(3) Uani 1 1 d . . . . .
H94 H 0.257403 0.232192 0.887206 0.096 Uiso 1 1 calc R . . . .
C21 C 1.3570(9) 1.0148(4) 0.9506(6) 0.072(2) Uani 1 1 d . . . . .
H21A H 1.408133 1.043415 0.980850 0.108 Uiso 1 1 calc GR . . . .
H21B H 1.299761 0.993067 0.987197 0.108 Uiso 1 1 calc GR . . . .
H21C H 1.294207 1.031760 0.909771 0.108 Uiso 1 1 calc GR . . . .
F79 F 0.8261(8) 0.7170(3) 0.5287(5) 0.1035(14) Uani 1 1 d . U . . .
C3 C 1.6724(12) 0.8242(5) 0.8002(9) 0.090(3) Uani 1 1 d . . . . .
H3 H 1.730983 0.817949 0.755497 0.108 Uiso 1 1 calc R . . . .
C100 C 0.1821(13) -0.1414(5) 1.0837(7) 0.087(3) Uani 1 1 d . . . . .
H100 H 0.258569 -0.145448 1.121703 0.104 Uiso 1 1 calc R . . . .
C41 C 0.9446(13) 0.2876(5) 0.6350(7) 0.087(3) Uani 1 1 d . . . . .
H41 H 1.003901 0.256151 0.637245 0.104 Uiso 1 1 calc R . . . .
F53 F 0.3062(10) 0.2987(4) 0.7445(6) 0.124(2) Uani 1 1 d . U . . .
F105 F -0.4446(7) 0.2026(3) 0.9651(4) 0.0963(12) Uani 1 1 d . U . . .
C42 C 0.8563(13) 0.2968(5) 0.5682(7) 0.086(3) Uani 1 1 d . . . . .
H42 H 0.857788 0.272293 0.524069 0.103 Uiso 1 1 calc R . . . .
C67 C 1.3859(15) 0.7044(6) 0.7175(7) 0.093(3) Uani 1 1 d . . . . .
H67 H 1.392184 0.727988 0.762653 0.112 Uiso 1 1 calc R . . . .
C75 C 1.3914(14) 0.3252(5) 0.4770(7) 0.087(3) Uani 1 1 d . . . . .
H75 H 1.432135 0.289799 0.472771 0.105 Uiso 1 1 calc R . . . .
C103 C -0.0349(14) -0.1288(5) 0.9687(7) 0.087(3) Uani 1 1 d . . . . .
H103 H -0.108403 -0.124705 0.928900 0.104 Uiso 1 1 calc R . . . .
C57 C 0.8248(15) 0.6490(5) 0.4270(9) 0.0996(18) Uani 1 1 d . U . . .
H57 H 0.762252 0.670678 0.394490 0.120 Uiso 1 1 calc R . . . .
C5 C 1.5939(13) 0.7966(5) 0.9299(9) 0.093(3) Uani 1 1 d . . . . .
H5 H 1.598853 0.771611 0.973549 0.112 Uiso 1 1 calc R . . . .
C40 C 0.9463(13) 0.3247(5) 0.6991(8) 0.088(3) Uani 1 1 d . . . . .
H40 H 1.006532 0.318459 0.744806 0.105 Uiso 1 1 calc R . . . .
C101 C 0.1366(14) -0.1851(5) 1.0387(8) 0.091(3) Uani 1 1 d . . . . .
H101 H 0.177960 -0.220062 1.047864 0.109 Uiso 1 1 calc R . . . .
C102 C 0.0287(17) -0.1787(5) 0.9786(9) 0.102(4) Uani 1 1 d . . . . .
H102 H 0.000780 -0.208664 0.945644 0.123 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
O1 N3 1.460(9) . ?
O1 C14 1.381(9) . ?
O36 N35 1.467(8) . ?
O36 C37 1.342(9) . ?
O63 N62 1.465(8) . ?
O63 C64 1.367(9) . ?
O89 N88 1.468(9) . ?
O89 C90 1.355(9) . ?
N3 C7 1.479(10) . ?
N3 C21 1.486(10) . ?
N33 C34 1.467(9) . ?
N33 C37 1.376(9) . ?
N33 C27 1.396(8) . ?
N62 C61 1.480(9) . ?
N62 C78 1.450(10) . ?
N2 C7 1.498(9) . ?
N2 C8 1.408(10) . ?
N2 C14 1.371(10) . ?
N60 C64 1.378(9) . ?
N60 C61 1.464(10) . ?
N60 C54 1.387(10) . ?
N35 C34 1.471(10) . ?
N35 C52 1.486(11) . ?
N97 C90 1.265(10) . ?
N97 C98 1.410(11) . ?
N86 C90 1.386(10) . ?
N86 C87 1.474(9) . ?
N86 C81 1.414(10) . ?
N71 C64 1.260(10) . ?
N71 C72 1.457(10) . ?
N88 C87 1.474(10) . ?
N88 C104 1.468(11) . ?
C34 H34 0.9800 . ?
C34 C38 1.520(11) . ?
N44 C37 1.274(10) . ?
N44 C47 1.433(11) . ?
N1 C15 1.416(11) . ?
N1 C14 1.272(10) . ?
C91 C87 1.519(10) . ?
C91 C92 1.371(11) . ?
C91 C96 1.398(12) . ?
C61 H61 0.9800 . ?
C61 C65 1.500(11) . ?
C72 C73 1.379(12) . ?
C72 C77 1.362(13) . ?
C27 C32 1.379(12) . ?
C27 C28 1.395(11) . ?
C65 C70 1.373(11) . ?
C65 C66 1.387(12) . ?
C87 H87 0.9800 . ?
C7 H7 0.9800 . ?
C7 C1 1.479(11) . ?
C81 C82 1.374(13) . ?
C81 C80 1.370(16) . ?
C1 C2 1.407(11) . ?
C1 C6 1.368(12) . ?
C32 H32 0.9300 . ?
C32 C31 1.386(12) . ?
C13 H13 0.9300 . ?
C13 C8 1.415(11) . ?
C13 C12 1.379(12) . ?
C8 C9 1.412(12) . ?
C15 C16 1.394(12) . ?
C15 C20 1.384(13) . ?
C78 H78A 0.9600 . ?
C78 H78B 0.9600 . ?
C78 H78C 0.9600 . ?
C98 C99 1.354(13) . ?
C98 C103 1.389(14) . ?
C54 C55 1.361(12) . ?
C54 C59 1.386(15) . ?
C82 H82 0.9300 . ?
C82 C83 1.391(11) . ?
C38 C43 1.363(12) . ?
C38 C39 1.374(12) . ?
C73 H73 0.9300 . ?
C73 C74 1.372(13) . ?
C9 H9 0.9300 . ?
C9 C10 1.403(12) . ?
C55 H55 0.9300 . ?
C55 C56 1.395(12) . ?
C70 H70 0.9300 . ?
C70 C69 1.407(14) . ?
C85 C80 1.386(16) . ?
C85 C84 1.383(19) . ?
C85 F105 1.363(16) . ?
C92 H92 0.9300 . ?
C92 C93 1.408(13) . ?
C28 H28 0.9300 . ?
C28 C29 1.381(12) . ?
C59 H59 0.9300 . ?
C59 C58 1.374(16) . ?
C16 H16 0.9300 . ?
C16 C17 1.399(14) . ?
C66 H66 0.9300 . ?
C66 C67 1.341(16) . ?
C74 H74 0.9300 . ?
C74 C75 1.383(17) . ?
C47 C46 1.375(12) . ?
C47 C48 1.375(13) . ?
C12 H12 0.9300 . ?
C12 C11 1.415(14) . ?
C104 H10A 0.9600 . ?
C104 H10B 0.9600 . ?
C104 H10C 0.9600 . ?
C11 H11 0.9300 . ?
C11 C10 1.337(14) . ?
C20 H20 0.9300 . ?
C20 C19 1.367(15) . ?
C18 H18 0.9300 . ?
C18 C19 1.394(17) . ?
C18 C17 1.345(17) . ?
C31 C30 1.328(18) . ?
C31 F53 1.373(16) . ?
C49 H49 0.9300 . ?
C49 C50 1.393(15) . ?
C49 C48 1.376(14) . ?
C56 H56 0.9300 . ?
C56 C57 1.411(17) . ?
C76 H76 0.9300 . ?
C76 C77 1.403(14) . ?
C76 C75 1.387(16) . ?
C80 H80 0.9300 . ?
C77 H77 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.365(15) . ?
C46 H46 0.9300 . ?
C46 C45 1.390(13) . ?
C68 H68 0.9300 . ?
C68 C69 1.354(18) . ?
C68 C67 1.425(18) . ?
C45 H45 0.9300 . ?
C45 C50 1.331(15) . ?
F26 C10 1.328(12) . ?
C50 H50 0.9300 . ?
C43 H43 0.9300 . ?
C43 C42 1.380(14) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C84 H84 0.9300 . ?
C84 C83 1.402(17) . ?
C96 H96 0.9300 . ?
C96 C95 1.389(15) . ?
C83 H83 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.420(15) . ?
C58 F79 1.322(15) . ?
C58 C57 1.38(2) . ?
C95 H95 0.9300 . ?
C95 C94 1.357(16) . ?
C4 H4 0.9300 . ?
C4 C3 1.32(2) . ?
C4 C5 1.363(19) . ?
C48 H48 0.9300 . ?
C69 H69 0.9300 . ?
C99 H99 0.9300 . ?
C99 C100 1.393(15) . ?
C93 H93 0.9300 . ?
C93 C94 1.354(15) . ?
C30 H30 0.9300 . ?
C30 C29 1.395(16) . ?
C19 H19 0.9300 . ?
C39 H39 0.9300 . ?
C39 C40 1.420(14) . ?
C29 H29 0.9300 . ?
C17 H17 0.9300 . ?
C94 H94 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C3 H3 0.9300 . ?
C100 H100 0.9300 . ?
C100 C101 1.338(18) . ?
C41 H41 0.9300 . ?
C41 C42 1.361(17) . ?
C41 C40 1.372(18) . ?
C42 H42 0.9300 . ?
C67 H67 0.9300 . ?
C75 H75 0.9300 . ?
C103 H103 0.9300 . ?
C103 C102 1.337(17) . ?
C57 H57 0.9300 . ?
C5 H5 0.9300 . ?
C40 H40 0.9300 . ?
C101 H101 0.9300 . ?
C101 C102 1.385(19) . ?
C102 H102 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
C14 O1 N3 109.0(5) . . ?
C37 O36 N35 108.0(5) . . ?
C64 O63 N62 109.0(5) . . ?
C90 O89 N88 110.2(5) . . ?
O1 N3 C7 104.0(5) . . ?
O1 N3 C21 104.5(7) . . ?
C7 N3 C21 111.8(6) . . ?
C37 N33 C34 107.7(5) . . ?
C37 N33 C27 128.2(6) . . ?
C27 N33 C34 123.5(6) . . ?
O63 N62 C61 101.2(5) . . ?
C78 N62 O63 106.0(6) . . ?
C78 N62 C61 114.5(6) . . ?
C8 N2 C7 121.9(6) . . ?
C14 N2 C7 109.5(6) . . ?
C14 N2 C8 128.3(6) . . ?
C64 N60 C61 107.8(6) . . ?
C64 N60 C54 127.0(7) . . ?
C54 N60 C61 124.9(7) . . ?
O36 N35 C34 102.7(5) . . ?
O36 N35 C52 105.5(6) . . ?
C34 N35 C52 112.8(6) . . ?
C90 N97 C98 120.0(7) . . ?
C90 N86 C87 108.0(5) . . ?
C90 N86 C81 128.3(7) . . ?
C81 N86 C87 122.1(7) . . ?
C64 N71 C72 118.0(7) . . ?
O89 N88 C87 102.3(5) . . ?
C104 N88 O89 105.0(7) . . ?
C104 N88 C87 112.7(6) . . ?
N33 C34 N35 103.0(6) . . ?
N33 C34 H34 109.2 . . ?
N33 C34 C38 114.1(6) . . ?
N35 C34 H34 109.2 . . ?
N35 C34 C38 112.0(6) . . ?
C38 C34 H34 109.2 . . ?
C37 N44 C47 117.7(7) . . ?
C14 N1 C15 120.2(7) . . ?
O89 C90 N86 108.8(6) . . ?
N97 C90 O89 124.4(7) . . ?
N97 C90 N86 126.8(7) . . ?
O63 C64 N60 109.0(6) . . ?
N71 C64 O63 124.1(7) . . ?
N71 C64 N60 126.8(7) . . ?
C92 C91 C87 121.1(7) . . ?
C92 C91 C96 118.8(8) . . ?
C96 C91 C87 120.1(7) . . ?
N62 C61 H61 108.7 . . ?
N62 C61 C65 112.3(6) . . ?
N60 C61 N62 104.0(6) . . ?
N60 C61 H61 108.7 . . ?
N60 C61 C65 114.2(6) . . ?
C65 C61 H61 108.7 . . ?
O36 C37 N33 110.4(6) . . ?
N44 C37 O36 123.5(7) . . ?
N44 C37 N33 125.9(6) . . ?
C73 C72 N71 119.1(8) . . ?
C77 C72 N71 120.1(8) . . ?
C77 C72 C73 120.7(8) . . ?
C32 C27 N33 118.5(6) . . ?
C32 C27 C28 118.3(7) . . ?
C28 C27 N33 123.2(7) . . ?
C70 C65 C61 122.0(8) . . ?
C70 C65 C66 119.0(8) . . ?
C66 C65 C61 118.9(8) . . ?
N86 C87 N88 103.6(6) . . ?
N86 C87 C91 112.8(6) . . ?
N86 C87 H87 109.5 . . ?
N88 C87 C91 111.7(5) . . ?
N88 C87 H87 109.5 . . ?
C91 C87 H87 109.5 . . ?
N3 C7 N2 101.9(6) . . ?
N3 C7 H7 109.8 . . ?
N2 C7 H7 109.8 . . ?
C1 C7 N3 111.8(6) . . ?
C1 C7 N2 113.4(6) . . ?
C1 C7 H7 109.8 . . ?
C82 C81 N86 122.8(9) . . ?
C80 C81 N86 117.8(9) . . ?
C80 C81 C82 119.4(9) . . ?
C2 C1 C7 123.7(8) . . ?
C6 C1 C7 119.9(7) . . ?
C6 C1 C2 116.4(8) . . ?
C27 C32 H32 120.4 . . ?
C27 C32 C31 119.1(9) . . ?
C31 C32 H32 120.4 . . ?
C8 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C8 119.4(8) . . ?
N2 C8 C13 122.0(7) . . ?
C9 C8 N2 118.1(7) . . ?
C9 C8 C13 119.9(7) . . ?
C16 C15 N1 118.8(8) . . ?
C20 C15 N1 121.4(8) . . ?
C20 C15 C16 119.7(8) . . ?
N62 C78 H78A 109.5 . . ?
N62 C78 H78B 109.5 . . ?
N62 C78 H78C 109.5 . . ?
H78A C78 H78B 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C99 C98 N97 120.4(9) . . ?
C99 C98 C103 117.8(9) . . ?
C103 C98 N97 121.6(8) . . ?
C55 C54 N60 124.8(8) . . ?
C55 C54 C59 117.5(9) . . ?
C59 C54 N60 117.7(9) . . ?
C81 C82 H82 119.1 . . ?
C81 C82 C83 121.8(10) . . ?
C83 C82 H82 119.1 . . ?
C43 C38 C34 119.6(8) . . ?
C43 C38 C39 119.6(9) . . ?
C39 C38 C34 120.8(8) . . ?
C72 C73 H73 120.0 . . ?
C74 C73 C72 120.0(9) . . ?
C74 C73 H73 120.0 . . ?
C8 C9 H9 121.3 . . ?
C10 C9 C8 117.3(8) . . ?
C10 C9 H9 121.3 . . ?
C54 C55 H55 118.4 . . ?
C54 C55 C56 123.1(9) . . ?
C56 C55 H55 118.4 . . ?
N2 C14 O1 108.5(6) . . ?
N1 C14 O1 123.0(7) . . ?
N1 C14 N2 128.3(7) . . ?
C65 C70 H70 119.9 . . ?
C65 C70 C69 120.3(9) . . ?
C69 C70 H70 119.9 . . ?
C80 C85 C84 122.7(13) . . ?
F105 C85 C80 117.5(12) . . ?
F105 C85 C84 119.7(11) . . ?
C91 C92 H92 119.9 . . ?
C91 C92 C93 120.2(8) . . ?
C93 C92 H92 119.9 . . ?
C27 C28 H28 120.2 . . ?
C29 C28 C27 119.6(9) . . ?
C29 C28 H28 120.2 . . ?
C54 C59 H59 119.2 . . ?
C58 C59 C54 121.7(13) . . ?
C58 C59 H59 119.2 . . ?
C15 C16 H16 121.5 . . ?
C15 C16 C17 116.9(9) . . ?
C17 C16 H16 121.5 . . ?
C65 C66 H66 119.6 . . ?
C67 C66 C65 120.8(10) . . ?
C67 C66 H66 119.6 . . ?
C73 C74 H74 119.8 . . ?
C73 C74 C75 120.5(10) . . ?
C75 C74 H74 119.8 . . ?
C46 C47 N44 118.6(8) . . ?
C48 C47 N44 122.8(8) . . ?
C48 C47 C46 118.5(8) . . ?
C13 C12 H12 119.5 . . ?
C13 C12 C11 121.1(8) . . ?
C11 C12 H12 119.5 . . ?
N88 C104 H10A 109.5 . . ?
N88 C104 H10B 109.5 . . ?
N88 C104 H10C 109.5 . . ?
H10A C104 H10B 109.5 . . ?
H10A C104 H10C 109.5 . . ?
H10B C104 H10C 109.5 . . ?
C12 C11 H11 120.9 . . ?
C10 C11 C12 118.3(8) . . ?
C10 C11 H11 120.9 . . ?
C15 C20 H20 119.4 . . ?
C19 C20 C15 121.1(10) . . ?
C19 C20 H20 119.4 . . ?
C19 C18 H18 121.0 . . ?
C17 C18 H18 121.0 . . ?
C17 C18 C19 118.0(10) . . ?
C30 C31 C32 124.6(12) . . ?
C30 C31 F53 119.1(9) . . ?
F53 C31 C32 116.2(11) . . ?
C50 C49 H49 120.4 . . ?
C48 C49 H49 120.4 . . ?
C48 C49 C50 119.3(10) . . ?
C55 C56 H56 121.0 . . ?
C55 C56 C57 117.9(10) . . ?
C57 C56 H56 121.0 . . ?
C77 C76 H76 120.1 . . ?
C75 C76 H76 120.1 . . ?
C75 C76 C77 119.9(9) . . ?
C81 C80 C85 119.2(11) . . ?
C81 C80 H80 120.4 . . ?
C85 C80 H80 120.4 . . ?
C72 C77 C76 119.5(8) . . ?
C72 C77 H77 120.2 . . ?
C76 C77 H77 120.2 . . ?
C1 C2 H2 119.1 . . ?
C3 C2 C1 121.8(11) . . ?
C3 C2 H2 119.1 . . ?
C47 C46 H46 120.0 . . ?
C47 C46 C45 120.1(9) . . ?
C45 C46 H46 120.0 . . ?
C69 C68 H68 121.0 . . ?
C69 C68 C67 118.1(10) . . ?
C67 C68 H68 121.0 . . ?
C46 C45 H45 119.4 . . ?
C50 C45 C46 121.2(9) . . ?
C50 C45 H45 119.4 . . ?
C49 C50 H50 120.1 . . ?
C45 C50 C49 119.8(9) . . ?
C45 C50 H50 120.1 . . ?
C38 C43 H43 119.4 . . ?
C38 C43 C42 121.2(10) . . ?
C42 C43 H43 119.4 . . ?
N35 C52 H52A 109.5 . . ?
N35 C52 H52B 109.5 . . ?
N35 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C85 C84 H84 121.3 . . ?
C85 C84 C83 117.4(11) . . ?
C83 C84 H84 121.3 . . ?
C91 C96 H96 119.9 . . ?
C95 C96 C91 120.2(9) . . ?
C95 C96 H96 119.9 . . ?
C82 C83 C84 119.3(10) . . ?
C82 C83 H83 120.4 . . ?
C84 C83 H83 120.4 . . ?
C11 C10 C9 124.0(9) . . ?
F26 C10 C9 116.2(9) . . ?
F26 C10 C11 119.7(9) . . ?
C1 C6 H6 119.2 . . ?
C1 C6 C5 121.5(11) . . ?
C5 C6 H6 119.2 . . ?
F79 C58 C59 120.5(14) . . ?
F79 C58 C57 118.9(11) . . ?
C57 C58 C59 120.5(13) . . ?
C96 C95 H95 120.1 . . ?
C94 C95 C96 119.9(10) . . ?
C94 C95 H95 120.1 . . ?
C3 C4 H4 118.9 . . ?
C3 C4 C5 122.3(11) . . ?
C5 C4 H4 118.9 . . ?
C47 C48 C49 121.2(9) . . ?
C47 C48 H48 119.4 . . ?
C49 C48 H48 119.4 . . ?
C70 C69 H69 119.7 . . ?
C68 C69 C70 120.6(10) . . ?
C68 C69 H69 119.7 . . ?
C98 C99 H99 119.5 . . ?
C98 C99 C100 121.0(10) . . ?
C100 C99 H99 119.5 . . ?
C92 C93 H93 120.1 . . ?
C94 C93 C92 119.7(9) . . ?
C94 C93 H93 120.1 . . ?
C31 C30 H30 122.0 . . ?
C31 C30 C29 116.1(9) . . ?
C29 C30 H30 122.0 . . ?
C20 C19 C18 120.2(11) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C38 C39 H39 120.3 . . ?
C38 C39 C40 119.4(10) . . ?
C40 C39 H39 120.3 . . ?
C28 C29 C30 122.1(9) . . ?
C28 C29 H29 118.9 . . ?
C30 C29 H29 118.9 . . ?
C16 C17 H17 118.0 . . ?
C18 C17 C16 123.9(10) . . ?
C18 C17 H17 118.0 . . ?
C95 C94 H94 119.4 . . ?
C93 C94 C95 121.2(10) . . ?
C93 C94 H94 119.4 . . ?
N3 C21 H21A 109.5 . . ?
N3 C21 H21B 109.5 . . ?
N3 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(12) . . ?
C4 C3 H3 119.9 . . ?
C99 C100 H100 120.3 . . ?
C101 C100 C99 119.3(10) . . ?
C101 C100 H100 120.3 . . ?
C42 C41 H41 119.9 . . ?
C42 C41 C40 120.2(10) . . ?
C40 C41 H41 119.9 . . ?
C43 C42 H42 119.9 . . ?
C41 C42 C43 120.1(11) . . ?
C41 C42 H42 119.9 . . ?
C66 C67 C68 121.2(11) . . ?
C66 C67 H67 119.4 . . ?
C68 C67 H67 119.4 . . ?
C74 C75 H75 120.4 . . ?
C76 C75 C74 119.3(9) . . ?
C76 C75 H75 120.4 . . ?
C98 C103 H103 119.0 . . ?
C102 C103 C98 121.9(11) . . ?
C102 C103 H103 119.0 . . ?
C56 C57 H57 120.4 . . ?
C58 C57 C56 119.1(10) . . ?
C58 C57 H57 120.4 . . ?
C6 C5 H5 121.1 . . ?
C4 C5 C6 117.8(12) . . ?
C4 C5 H5 121.1 . . ?
C39 C40 H40 120.2 . . ?
C41 C40 C39 119.5(10) . . ?
C41 C40 H40 120.2 . . ?
C100 C101 H101 119.7 . . ?
C100 C101 C102 120.7(11) . . ?
C102 C101 H101 119.7 . . ?
C103 C102 C101 119.1(12) . . ?
C103 C102 H102 120.4 . . ?
C101 C102 H102 120.4 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.229 0.741 0.890 21.3 0.3 ?
2 0.354 0.781 0.200 7.2 1.0 ?
3 0.646 0.281 0.800 7.2 1.0 ?
4 0.771 0.241 0.110 21.3 0.3 ?


_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 1.895
_oxdiff_exptl_absorpt_empirical_full_min 0.395
####################################################################### 
# 
# 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_fengchuanqi-cy-39
_database_code_depnum_ccdc_archive 'CCDC 1886009'
_audit_update_record             
;
2018-12-19 deposited with the CCDC.
2019-02-08 downloaded from the CCDC.
;
_audit_creation_date             2018-10-18
_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        1
_chemical_formula_moiety         '2(C22 H21 N3 O)'
_chemical_formula_sum            'C44 H42 N6 O2'
_chemical_formula_weight         686.83
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C O N H'
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'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.91010(10)
_cell_length_b                   25.8295(4)
_cell_length_c                   18.5500(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.279(2)
_cell_angle_gamma                90
_cell_volume                     3789.98(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14756
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      76.2100
_cell_measurement_theta_min      2.9150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.594
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.34b (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.4
_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  0.0733
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            33415
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         2.933
_diffrn_ambient_temperature      293.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     43.00  68.00   0.50    2.00    --   43.80  75.00 -37.00   50
  2  ω     85.00 164.00   0.50   10.00    --  111.75  75.00 -37.00  158
  3  ω    120.00 162.00   0.50   10.00    --  111.75  30.00 -90.00   84
  4  ω     94.00 127.00   0.50   10.00    --  111.75 -45.00  30.00   66
  5  ω     91.00 126.00   0.50   10.00    --  111.75  45.00  60.00   70
  6  ω     88.00 156.00   0.50   10.00    --  111.75  61.00  60.00  136
  7  ω    109.00 172.00   0.50   10.00    --  111.75  15.00 150.00  126
  8  ω     79.00 105.00   0.50   10.00    --  111.75  15.00 150.00   52
  9  ω     68.00 102.00   0.50   10.00    --  111.75 -30.00 150.00   68
 10  ω     65.00  97.00   0.50   10.00    --  111.75 -94.00 150.00   64
 11  ω     31.00 153.00   0.50   10.00    --  111.75 -15.00 150.00  244
 12  ω     85.00 175.00   0.50   10.00    --  111.75  77.00 -90.00  180
 13  ω     88.00 113.00   0.50   10.00    --  111.75 -30.00-120.00   50
 14  ω     43.00 139.00   0.50   10.00    --  111.75 -75.00-165.00  192
 15  ω     53.00 121.00   0.50   10.00    --  111.75-125.00-180.00  136
 16  ω     36.00  62.00   0.50   10.00    --  111.75 -30.00-120.00   52
 17  ω     -3.00  22.00   0.50    2.00    --   43.80 -75.00-165.00   50
 18  ω    -72.00  28.00   0.50    2.00    --  -43.80  75.00 -37.00  200
 19  ω    -48.00 -23.00   0.50   10.00    --  -90.25  75.00 -37.00   50
 20  ω    -92.00 -16.00   0.50   10.00    --  -90.25 125.00  60.00  152
 21  ω   -116.00 -21.00   0.50    2.00    --  -43.80 -57.00  60.00  190
 22  ω    -96.00 -71.00   0.50   10.00    --  -90.25 -45.00  60.00   50
 23  ω   -114.00 -81.00   0.50   10.00    --  -90.25 -94.00 -60.00   66
 24  ω   -101.00 -17.00   0.50    2.00    --  -43.80 -75.00-165.00  168
 25  ω     69.00 104.00   0.50    2.00    --   43.80 178.00-120.00   70
 26  ω     36.00  61.00   0.50   10.00    --  111.75 -30.00 150.00   50
 27  ω     43.00  79.00   0.50   10.00    --  111.75 -45.00  30.00   72
 28  ω   -105.00 -79.00   0.50   10.00    --  -90.25 -75.00-165.00   52
 29  ω   -163.00-137.00   0.50   10.00    --  -90.25 -94.00 -60.00   52
 30  ω   -163.00-124.00   0.50   10.00    --  -90.25 -45.00  60.00   78
 31  ω   -149.00 -67.00   0.50   10.00    --  -90.25 -30.00  90.00  164
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0677011000
_diffrn_orient_matrix_UB_12      0.0209512000
_diffrn_orient_matrix_UB_13      -0.0723318000
_diffrn_orient_matrix_UB_21      -0.1344791000
_diffrn_orient_matrix_UB_22      -0.0431444000
_diffrn_orient_matrix_UB_23      -0.0016733000
_diffrn_orient_matrix_UB_31      -0.1235821000
_diffrn_orient_matrix_UB_32      0.0354348000
_diffrn_orient_matrix_UB_33      0.0407952000
_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              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5441
_reflns_number_total             6763
_reflns_odcompleteness_completeness 99.77
_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 1.171.39.34b (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_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         0.145
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         6763
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0514
_refine_ls_restrained_S_all      1.032
_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)+(0.0738P)²+0.6493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1347
_refine_ls_wR_factor_ref         0.1468
_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. Rigid bond restraints
 C32, C52
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3.a Ternary CH refined with riding coordinates:
 C35(H35), C9(H9)
3.b Aromatic/amide H refined with riding coordinates:
 C50(H50), C46(H46), C24(H24), C20(H20), C18(H18), C49(H49), C14(H14),
 C40(H40), C44(H44), C6(H6), C48(H48), C17(H17), C47(H47), C23(H23), C15(H15),
 C3(H3), C4(H4), C16(H16), C5(H5), C21(H21), C42(H42), C43(H43), C22(H22),
 C41(H41), C28(H28), C30(H30), C31(H31), C29(H29)
3.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C51(H51A,H51B,H51C), C26(H26A,H26B,H26C), C52(H52A,H52B,
 H52C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O11 O 0.12503(13) 0.34349(4) 0.67287(6) 0.0501(3) Uani 1 1 d . . . . .
O37 O 0.61197(14) 0.30454(5) 0.14048(7) 0.0565(3) Uani 1 1 d . . . . .
N8 N -0.08484(17) 0.36636(5) 0.59927(8) 0.0494(3) Uani 1 1 d . . . . .
N10 N 0.00360(17) 0.30076(5) 0.67335(7) 0.0495(3) Uani 1 1 d . . . . .
N34 N 0.38561(17) 0.32235(6) 0.20621(8) 0.0512(3) Uani 1 1 d . . . . .
N36 N 0.51648(16) 0.25615(6) 0.14549(7) 0.0498(3) Uani 1 1 d . . . . .
N7 N 0.1153(2) 0.42927(6) 0.63752(9) 0.0632(4) Uani 1 1 d . . . . .
N33 N 0.5354(2) 0.39099(6) 0.15280(10) 0.0697(5) Uani 1 1 d . . . . .
C19 C -0.01395(19) 0.28135(7) 0.54369(9) 0.0484(4) Uani 1 1 d . . . . .
C39 C 0.2645(2) 0.34935(7) 0.24794(9) 0.0501(4) Uani 1 1 d . . . . .
C35 C 0.40281(19) 0.26596(7) 0.20699(9) 0.0471(4) Uani 1 1 d . . . . .
H35 H 0.292457 0.250109 0.197282 0.057 Uiso 1 1 calc R . . . .
C45 C 0.47544(18) 0.24373(6) 0.27562(9) 0.0457(4) Uani 1 1 d . . . . .
C9 C -0.09149(19) 0.31006(6) 0.60660(9) 0.0459(4) Uani 1 1 d . . . . .
H9 H -0.209019 0.298987 0.612827 0.055 Uiso 1 1 calc R . . . .
C12 C 0.0541(2) 0.38419(6) 0.63603(9) 0.0474(4) Uani 1 1 d . . . . .
C13 C -0.1861(2) 0.39374(6) 0.54868(9) 0.0487(4) Uani 1 1 d . . . . .
C38 C 0.5114(2) 0.34378(7) 0.16609(9) 0.0522(4) Uani 1 1 d . . . . .
C50 C 0.5674(2) 0.27303(7) 0.32441(9) 0.0527(4) Uani 1 1 d . . . . .
H50 H 0.578638 0.308532 0.317616 0.063 Uiso 1 1 calc R . . . .
C1 C 0.2557(2) 0.43980(7) 0.68354(10) 0.0576(4) Uani 1 1 d . . . . .
C46 C 0.4572(2) 0.19110(7) 0.28808(10) 0.0568(4) Uani 1 1 d . . . . .
H46 H 0.394085 0.171136 0.256057 0.068 Uiso 1 1 calc R . . . .
C24 C 0.0825(2) 0.30598(8) 0.49192(10) 0.0610(5) Uani 1 1 d . . . . .
H24 H 0.096672 0.341697 0.493807 0.073 Uiso 1 1 calc R . . . .
C20 C -0.0367(2) 0.22841(8) 0.53914(12) 0.0623(5) Uani 1 1 d . . . . .
H20 H -0.102352 0.211323 0.573130 0.075 Uiso 1 1 calc R . . . .
C18 C -0.1610(2) 0.44557(7) 0.53301(11) 0.0592(4) Uani 1 1 d . . . . .
H18 H -0.075930 0.463993 0.556399 0.071 Uiso 1 1 calc R . . . .
C49 C 0.6430(2) 0.24935(8) 0.38350(10) 0.0631(5) Uani 1 1 d . . . . .
H49 H 0.706470 0.269067 0.415664 0.076 Uiso 1 1 calc R . . . .
C27 C 0.6659(3) 0.40508(8) 0.10450(12) 0.0685(5) Uani 1 1 d . . . . .
C2 C 0.2283(3) 0.45906(8) 0.75271(12) 0.0669(5) Uani 1 1 d . . . . .
C14 C -0.3150(2) 0.36751(8) 0.51300(11) 0.0647(5) Uani 1 1 d . . . . .
H14 H -0.333764 0.332694 0.522898 0.078 Uiso 1 1 calc R . . . .
C40 C 0.1070(2) 0.32787(9) 0.25817(12) 0.0680(5) Uani 1 1 d . . . . .
H40 H 0.078983 0.296686 0.236088 0.082 Uiso 1 1 calc R . . . .
C44 C 0.3042(3) 0.39599(9) 0.28063(12) 0.0706(5) Uani 1 1 d . . . . .
H44 H 0.410407 0.410685 0.274323 0.085 Uiso 1 1 calc R . . . .
C6 C 0.4192(3) 0.43478(8) 0.65800(12) 0.0686(5) Uani 1 1 d . . . . .
H6 H 0.436725 0.421822 0.611862 0.082 Uiso 1 1 calc R . . . .
C48 C 0.6250(3) 0.19715(9) 0.39499(11) 0.0670(5) Uani 1 1 d . . . . .
H48 H 0.675769 0.181585 0.434776 0.080 Uiso 1 1 calc R . . . .
C17 C -0.2629(3) 0.46993(9) 0.48245(12) 0.0713(5) Uani 1 1 d . . . . .
H17 H -0.245327 0.504753 0.472212 0.086 Uiso 1 1 calc R . . . .
C47 C 0.5311(3) 0.16797(8) 0.34722(11) 0.0661(5) Uani 1 1 d . . . . .
H47 H 0.517739 0.132630 0.354914 0.079 Uiso 1 1 calc R . . . .
C25 C -0.1009(3) 0.30871(9) 0.73787(11) 0.0694(5) Uani 1 1 d . . . . .
H25A H -0.029930 0.308644 0.780003 0.104 Uiso 1 1 calc GR . . . .
H25B H -0.182471 0.281325 0.741423 0.104 Uiso 1 1 calc GR . . . .
H25C H -0.158381 0.341344 0.734253 0.104 Uiso 1 1 calc GR . . . .
C51 C 0.4225(3) 0.25188(10) 0.07779(11) 0.0700(5) Uani 1 1 d . . . . .
H51A H 0.346344 0.280654 0.073256 0.105 Uiso 1 1 calc GR . . . .
H51B H 0.359199 0.220163 0.077443 0.105 Uiso 1 1 calc GR . . . .
H51C H 0.500079 0.252015 0.038160 0.105 Uiso 1 1 calc GR . . . .
C23 C 0.1573(3) 0.27799(12) 0.43771(11) 0.0803(7) Uani 1 1 d . . . . .
H23 H 0.223042 0.294871 0.403551 0.096 Uiso 1 1 calc R . . . .
C15 C -0.4153(3) 0.39264(9) 0.46301(12) 0.0738(6) Uani 1 1 d . . . . .
H15 H -0.501591 0.374605 0.439843 0.089 Uiso 1 1 calc R . . . .
C3 C 0.3690(3) 0.47341(9) 0.79317(13) 0.0796(6) Uani 1 1 d . . . . .
H3 H 0.353284 0.486706 0.839246 0.095 Uiso 1 1 calc R . . . .
C4 C 0.5304(3) 0.46855(9) 0.76717(14) 0.0806(6) Uani 1 1 d . . . . .
H4 H 0.622129 0.478774 0.795327 0.097 Uiso 1 1 calc R . . . .
C16 C -0.3895(3) 0.44359(9) 0.44713(12) 0.0744(6) Uani 1 1 d . . . . .
H16 H -0.456527 0.460244 0.412951 0.089 Uiso 1 1 calc R . . . .
C5 C 0.5561(3) 0.44866(10) 0.69981(14) 0.0777(6) Uani 1 1 d . . . . .
H5 H 0.665290 0.444530 0.682366 0.093 Uiso 1 1 calc R . . . .
C21 C 0.0385(3) 0.20082(10) 0.48374(15) 0.0840(7) Uani 1 1 d . . . . .
H21 H 0.022805 0.165208 0.480562 0.101 Uiso 1 1 calc R . . . .
C32 C 0.6227(4) 0.42176(9) 0.03580(13) 0.0816(7) Uani 1 1 d . U . . .
C42 C 0.0289(3) 0.39897(11) 0.33379(13) 0.0875(8) Uani 1 1 d . . . . .
H42 H -0.049824 0.415472 0.362935 0.105 Uiso 1 1 calc R . . . .
C43 C 0.1852(3) 0.42051(10) 0.32258(14) 0.0855(7) Uani 1 1 d . . . . .
H43 H 0.211312 0.452198 0.343672 0.103 Uiso 1 1 calc R . . . .
C22 C 0.1361(3) 0.22577(13) 0.43364(13) 0.0891(8) Uani 1 1 d . . . . .
H22 H 0.187554 0.207057 0.396964 0.107 Uiso 1 1 calc R . . . .
C41 C -0.0092(3) 0.35285(11) 0.30139(15) 0.0857(7) Uani 1 1 d . . . . .
H41 H -0.115015 0.338051 0.308540 0.103 Uiso 1 1 calc R . . . .
C28 C 0.8329(3) 0.40596(11) 0.12641(17) 0.0963(8) Uani 1 1 d . . . . .
H28 H 0.861317 0.395386 0.172834 0.116 Uiso 1 1 calc R . . . .
C30 C 0.9186(6) 0.43802(12) 0.0125(2) 0.1239(14) Uani 1 1 d . . . . .
H30 H 1.003199 0.448804 -0.018766 0.149 Uiso 1 1 calc R . . . .
C31 C 0.7533(6) 0.43785(11) -0.00957(17) 0.1129(12) Uani 1 1 d . . . . .
H31 H 0.727016 0.448754 -0.056069 0.136 Uiso 1 1 calc R . . . .
C26 C 0.0522(3) 0.46404(13) 0.78192(16) 0.1018(9) Uani 1 1 d . . . . .
H26A H -0.014260 0.485258 0.750134 0.153 Uiso 1 1 calc GR . . . .
H26B H 0.056627 0.479701 0.828821 0.153 Uiso 1 1 calc GR . . . .
H26C H 0.001801 0.430332 0.785464 0.153 Uiso 1 1 calc GR . . . .
C29 C 0.9579(4) 0.42230(13) 0.0803(2) 0.1197(12) Uani 1 1 d . . . . .
H29 H 1.069937 0.422579 0.095804 0.144 Uiso 1 1 calc R . . . .
C52 C 0.4428(5) 0.42211(15) 0.01155(18) 0.1200(11) Uani 1 1 d . U . . .
H52A H 0.402657 0.387150 0.007386 0.180 Uiso 1 1 calc GR . . . .
H52B H 0.434284 0.438958 -0.034455 0.180 Uiso 1 1 calc GR . . . .
H52C H 0.375457 0.440433 0.046098 0.180 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
O11 N10 1.4632(18) . ?
O11 C12 1.3723(19) . ?
O37 N36 1.4637(18) . ?
O37 C38 1.374(2) . ?
N8 C9 1.462(2) . ?
N8 C12 1.370(2) . ?
N8 C13 1.420(2) . ?
N10 C9 1.465(2) . ?
N10 C25 1.472(2) . ?
N34 C39 1.418(2) . ?
N34 C35 1.463(2) . ?
N34 C38 1.363(2) . ?
N36 C35 1.478(2) . ?
N36 C51 1.461(2) . ?
N7 C12 1.261(2) . ?
N7 C1 1.423(2) . ?
N33 C38 1.259(2) . ?
N33 C27 1.418(2) . ?
C19 C9 1.515(2) . ?
C19 C24 1.384(2) . ?
C19 C20 1.382(3) . ?
C39 C40 1.378(3) . ?
C39 C44 1.384(3) . ?
C35 H35 0.9800 . ?
C35 C45 1.508(2) . ?
C45 C50 1.384(2) . ?
C45 C46 1.387(2) . ?
C9 H9 0.9800 . ?
C13 C18 1.384(3) . ?
C13 C14 1.389(3) . ?
C50 H50 0.9300 . ?
C50 C49 1.388(3) . ?
C1 C2 1.394(3) . ?
C1 C6 1.386(3) . ?
C46 H46 0.9300 . ?
C46 C47 1.377(3) . ?
C24 H24 0.9300 . ?
C24 C23 1.375(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.385(3) . ?
C49 H49 0.9300 . ?
C49 C48 1.372(3) . ?
C27 C32 1.386(3) . ?
C27 C28 1.381(4) . ?
C2 C3 1.390(3) . ?
C2 C26 1.502(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.380(3) . ?
C40 H40 0.9300 . ?
C40 C41 1.383(3) . ?
C44 H44 0.9300 . ?
C44 C43 1.378(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.376(3) . ?
C48 H48 0.9300 . ?
C48 C47 1.378(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.374(3) . ?
C47 H47 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C23 H23 0.9300 . ?
C23 C22 1.361(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.364(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.373(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.367(4) . ?
C16 H16 0.9300 . ?
C5 H5 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.372(4) . ?
C32 C31 1.399(4) . ?
C32 C52 1.491(4) . ?
C42 H42 0.9300 . ?
C42 C43 1.373(4) . ?
C42 C41 1.367(4) . ?
C43 H43 0.9300 . ?
C22 H22 0.9300 . ?
C41 H41 0.9300 . ?
C28 H28 0.9300 . ?
C28 C29 1.376(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.368(5) . ?
C30 C29 1.358(6) . ?
C31 H31 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C29 H29 0.9300 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 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
C12 O11 N10 108.29(12) . . ?
C38 O37 N36 107.94(11) . . ?
C12 N8 C9 108.49(13) . . ?
C12 N8 C13 127.61(14) . . ?
C13 N8 C9 122.46(14) . . ?
O11 N10 C9 101.86(11) . . ?
O11 N10 C25 105.72(14) . . ?
C9 N10 C25 112.10(14) . . ?
C39 N34 C35 123.18(13) . . ?
C38 N34 C39 126.54(15) . . ?
C38 N34 C35 109.97(13) . . ?
O37 N36 C35 102.63(12) . . ?
C51 N36 O37 105.70(14) . . ?
C51 N36 C35 111.56(13) . . ?
C12 N7 C1 119.21(15) . . ?
C38 N33 C27 118.90(16) . . ?
C24 C19 C9 122.41(16) . . ?
C20 C19 C9 118.57(15) . . ?
C20 C19 C24 118.99(17) . . ?
C40 C39 N34 119.40(17) . . ?
C40 C39 C44 119.58(17) . . ?
C44 C39 N34 120.98(16) . . ?
N34 C35 N36 102.71(12) . . ?
N34 C35 H35 109.4 . . ?
N34 C35 C45 114.99(13) . . ?
N36 C35 H35 109.4 . . ?
N36 C35 C45 110.84(13) . . ?
C45 C35 H35 109.4 . . ?
C50 C45 C35 122.75(15) . . ?
C50 C45 C46 118.81(16) . . ?
C46 C45 C35 118.33(15) . . ?
N8 C9 N10 102.89(13) . . ?
N8 C9 C19 113.61(13) . . ?
N8 C9 H9 109.6 . . ?
N10 C9 C19 111.26(13) . . ?
N10 C9 H9 109.6 . . ?
C19 C9 H9 109.6 . . ?
N8 C12 O11 108.40(14) . . ?
N7 C12 O11 122.68(15) . . ?
N7 C12 N8 128.92(15) . . ?
C18 C13 N8 122.64(16) . . ?
C18 C13 C14 118.52(16) . . ?
C14 C13 N8 118.85(16) . . ?
N34 C38 O37 108.34(15) . . ?
N33 C38 O37 123.97(15) . . ?
N33 C38 N34 127.69(16) . . ?
C45 C50 H50 120.0 . . ?
C45 C50 C49 119.90(17) . . ?
C49 C50 H50 120.0 . . ?
C2 C1 N7 119.74(18) . . ?
C6 C1 N7 120.24(18) . . ?
C6 C1 C2 119.83(18) . . ?
C45 C46 H46 119.5 . . ?
C47 C46 C45 120.93(17) . . ?
C47 C46 H46 119.5 . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.4(2) . . ?
C23 C24 H24 119.8 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.8(2) . . ?
C21 C20 H20 120.1 . . ?
C13 C18 H18 120.1 . . ?
C13 C18 C17 119.86(19) . . ?
C17 C18 H18 120.1 . . ?
C50 C49 H49 119.6 . . ?
C48 C49 C50 120.73(18) . . ?
C48 C49 H49 119.6 . . ?
C32 C27 N33 118.9(2) . . ?
C28 C27 N33 121.1(2) . . ?
C28 C27 C32 119.8(2) . . ?
C1 C2 C26 120.7(2) . . ?
C3 C2 C1 117.7(2) . . ?
C3 C2 C26 121.6(2) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.60(19) . . ?
C15 C14 H14 119.7 . . ?
C39 C40 H40 120.1 . . ?
C39 C40 C41 119.8(2) . . ?
C41 C40 H40 120.1 . . ?
C39 C44 H44 120.2 . . ?
C43 C44 C39 119.6(2) . . ?
C43 C44 H44 120.2 . . ?
C1 C6 H6 119.5 . . ?
C5 C6 C1 121.1(2) . . ?
C5 C6 H6 119.5 . . ?
C49 C48 H48 120.2 . . ?
C49 C48 C47 119.57(19) . . ?
C47 C48 H48 120.2 . . ?
C18 C17 H17 119.4 . . ?
C16 C17 C18 121.2(2) . . ?
C16 C17 H17 119.4 . . ?
C46 C47 C48 120.04(19) . . ?
C46 C47 H47 120.0 . . ?
C48 C47 H47 120.0 . . ?
N10 C25 H25A 109.5 . . ?
N10 C25 H25B 109.5 . . ?
N10 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N36 C51 H51A 109.5 . . ?
N36 C51 H51B 109.5 . . ?
N36 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C24 C23 H23 119.7 . . ?
C22 C23 C24 120.5(2) . . ?
C22 C23 H23 119.7 . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.8(2) . . ?
C16 C15 H15 119.6 . . ?
C2 C3 H3 119.0 . . ?
C4 C3 C2 122.0(2) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4 120.1 . . ?
C17 C16 H16 120.5 . . ?
C15 C16 C17 118.94(19) . . ?
C15 C16 H16 120.5 . . ?
C6 C5 H5 120.2 . . ?
C4 C5 C6 119.5(2) . . ?
C4 C5 H5 120.2 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.4(2) . . ?
C22 C21 H21 119.8 . . ?
C27 C32 C31 117.8(3) . . ?
C27 C32 C52 120.6(2) . . ?
C31 C32 C52 121.6(3) . . ?
C43 C42 H42 120.5 . . ?
C41 C42 H42 120.5 . . ?
C41 C42 C43 118.91(19) . . ?
C44 C43 H43 119.4 . . ?
C42 C43 C44 121.2(2) . . ?
C42 C43 H43 119.4 . . ?
C23 C22 C21 119.8(2) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C40 C41 H41 119.5 . . ?
C42 C41 C40 121.0(2) . . ?
C42 C41 H41 119.5 . . ?
C27 C28 H28 119.6 . . ?
C29 C28 C27 120.8(3) . . ?
C29 C28 H28 119.6 . . ?
C31 C30 H30 120.3 . . ?
C29 C30 H30 120.3 . . ?
C29 C30 C31 119.4(3) . . ?
C32 C31 H31 119.0 . . ?
C30 C31 C32 121.9(3) . . ?
C30 C31 H31 119.0 . . ?
C2 C26 H26A 109.5 . . ?
C2 C26 H26B 109.5 . . ?
C2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C29 H29 119.8 . . ?
C30 C29 C28 120.4(4) . . ?
C30 C29 H29 119.8 . . ?
C32 C52 H52A 109.5 . . ?
C32 C52 H52B 109.5 . . ?
C32 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 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 3.578
_oxdiff_exptl_absorpt_empirical_full_min 0.303
