# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_fxm-xxx-150k
_database_code_depnum_ccdc_archive 'CCDC 1836787'
_audit_update_record             
;
2018-11-07 deposited with the CCDC.
2018-11-13 downloaded from the CCDC.
;
_audit_creation_date             2018-11-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H2 Cl2, C23 H21 N O4'
_chemical_formula_sum            'C24 H23 Cl2 N O4'
_chemical_formula_weight         460.33
_chemical_absolute_configuration ad
_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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   9.4955(4)
_cell_length_b                   11.2983(5)
_cell_length_c                   11.3062(5)
_cell_angle_alpha                75.516(4)
_cell_angle_beta                 69.837(4)
_cell_angle_gamma                89.852(3)
_cell_volume                     1097.76(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9307
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.9890
_cell_measurement_theta_min      4.9630
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.923
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.05095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            22281
_diffrn_reflns_point_group_measured_fraction_full 0.903
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.991
_diffrn_reflns_theta_min         4.058
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00  22.00   1.00    1.04    --    0.00 -68.00  30.57   89
  2  ω    -39.00  -4.00   1.00    1.04    --   16.00 128.00 131.67   35
  3  ω   -104.00 -20.00   1.00    1.04    --  -36.42 -57.00-120.00   84
  4  ω    -53.00  31.00   1.00    1.04    --  -36.42  57.00-180.00   84
  5  ω      1.00  75.00   1.00    1.04    --   36.42 -99.00 -90.00   74
  6  ω     23.00  90.00   1.00    1.04    --   36.42-125.00   0.00   67
  7  ω    -31.00  53.00   1.00    1.04    --   36.42 -57.00  30.00   84
  8  ω     23.00  90.00   1.00    1.04    --   36.42-125.00  30.00   67
  9  ω      1.00  75.00   1.00    1.04    --   36.42 -99.00 150.00   74
 10  ω      8.00  35.00   1.00    1.04    --   40.00  86.00  32.43   27
 11  ω      7.00  33.00   1.00    1.04    --   40.00  89.00-104.66   26
 12  ω      7.00  33.00   1.00    1.04    --   40.00  88.00 113.09   26
 13  ω     20.00  47.00   1.00    1.04    --   48.00  79.00-179.87   27
 14  ω     18.00  45.00   1.00    1.04    --   48.00  82.00 -38.76   27
 15  ω     26.00 119.00   1.00    1.04    --   52.00  75.00 102.58   93
 16  ω     26.00 119.00   1.00    1.04    --   52.00  76.00  -5.05   93
 17  ω     26.00 119.00   1.00    1.04    --   52.00  75.00 132.26   93
 18  ω     25.00 120.00   1.00    1.04    --   52.00  77.00-108.33   95
 19  ω     26.00 119.00   1.00    1.04    --   52.00  75.00-138.57   93
 20  ω     26.00 119.00   1.00    1.04    --   52.00  75.00 -71.70   93
 21  ω     26.00 119.00   1.00    1.04    --   52.00  75.00  47.94   93
 22  ω     31.00 123.00   1.00    1.04    --   56.00  74.00 146.65   92
 23  ω     31.00 123.00   1.00    1.04    --   56.00  73.00  76.00   92
 24  ω     33.00 128.00   1.00    1.04    --   60.00  77.00   9.16   95
 25  ω     82.00 176.00   1.00    4.17    --  108.71  77.00 -30.00   94
 26  ω     91.00 176.00   1.00    4.17    --  108.71  61.00  30.00   85
 27  ω     87.00 178.00   1.00    4.17    --  108.71  30.00 120.00   91
 28  ω     91.00 176.00   1.00    4.17    --  108.71  61.00 -90.00   85
 29  ω     39.00 109.00   1.00    4.17    --  108.71 -94.00 -30.00   70
 30  ω     91.00 176.00   1.00    4.17    --  108.71  61.00 -30.00   85
 31  ω     82.00 176.00   1.00    4.17    --  108.71  77.00  30.00   94
 32  ω     91.00 176.00   1.00    4.17    --  108.71  61.00 150.00   85
 33  ω     82.00 176.00   1.00    4.17    --  108.71  77.00 150.00   94
 34  ω     91.00 176.00   1.00    4.17    --  108.71  61.00-120.00   85
 35  ω     39.00 109.00   1.00    4.17    --  108.71 -94.00 150.00   70
 36  ω     82.00 176.00   1.00    4.17    --  108.71  77.00  90.00   94
 37  ω     91.00 176.00   1.00    4.17    --  108.71  61.00   0.00   85
 38  ω     82.00 176.00   1.00    4.17    --  108.71  77.00 -60.00   94
 39  ω     42.00 127.00   1.00    4.17    --  108.71 -61.00-180.00   85
 40  ω     82.00 176.00   1.00    4.17    --  108.71  77.00-180.00   94
 41  ω     42.00 127.00   1.00    4.17    --  108.71 -61.00   0.00   85
 42  ω     82.00 176.00   1.00    4.17    --  108.71  77.00-120.00   94
 43  ω     82.00 176.00   1.00    4.17    --  108.71  77.00-150.00   94
 44  ω     82.00 176.00   1.00    4.17    --  108.71  77.00   0.00   94
 45  ω     77.00 106.00   1.00    4.17    --  108.71-111.00 -90.00   29
 46  ω    137.00 163.00   1.00    4.17    --  108.71  77.00 -90.00   26
 47  ω     91.00 169.00   1.00    4.17    --  108.71  61.00  60.00   78
 48  ω     91.00 119.00   1.00    4.17    --  108.71  61.00 120.00   28
 49  ω     82.00 108.00   1.00    4.17    --  108.71  77.00 -90.00   26
 50  ω     91.00 150.00   1.00    4.17    --  108.71  61.00 -60.00   59
 51  ω     82.00 108.00   1.00    4.17    --  108.71  77.00  60.00   26
 52  ω     84.00 176.00   1.00    4.17    --  108.71  77.00 120.00   92
 53  ω     74.00 105.00   1.00    4.17    --  108.71 -94.00  60.00   31
 54  ω     91.00 116.00   1.00    4.17    --  108.71  61.00-150.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1680503000
_diffrn_orient_matrix_UB_12      -0.0007433000
_diffrn_orient_matrix_UB_13      0.0808970000
_diffrn_orient_matrix_UB_21      0.0413951000
_diffrn_orient_matrix_UB_22      0.0074438000
_diffrn_orient_matrix_UB_23      0.1184349000
_diffrn_orient_matrix_UB_31      0.0129469000
_diffrn_orient_matrix_UB_32      0.1412270000
_diffrn_orient_matrix_UB_33      -0.0458503000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.794
_reflns_Friedel_fraction_full    0.807
_reflns_Friedel_fraction_max     0.783
_reflns_number_gt                7442
_reflns_number_total             7754
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.076
_refine_ls_abs_structure_details 
;
 Flack x determined using 3005 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.002(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     561
_refine_ls_number_reflns         7754
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0547
_refine_ls_restrained_S_all      1.060
_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)+(0.1008P)²+0.0567P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1360
_refine_ls_wR_factor_ref         0.1402
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00G(H00G), C00P(H00P)
2.b Secondary CH2 refined with riding coordinates:
 C015(H01A,H01B), C019(H01M,H01O), C01D(H01P,H01Q), C01F(H01E,H01F), C01P(H01Z,
 H), C01Q(H01Y,HA)
2.c Aromatic/amide H refined with riding coordinates:
 N00B(H00B), N00C(H00C), C00L(H00L), C00Q(H00Q), C00R(H00R), C00T(H00T),
 C00V(H00V), C00W(H00W), C00Y(H00Y), C00Z(H00Z), C010(H010), C012(H012),
 C013(H013), C016(H016), C017(H017), C018(H018), C01A(H01C), C01B(H01D),
 C01E(H01R), C01G(H01G), C01H(H01S), C01I(H01I), C01J(H01T), C01K(H01U),
 C01L(H01L), C01N(H01N)
2.d Idealised Me refined as rotating group:
 C01M(H01H,H01J,H01K), C01O(H01V,H01W,H01X)
;
_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
Cl01 Cl 0.12390(12) 1.06838(12) 0.89425(11) 0.0377(3) Uani 1 1 d . . . . .
Cl02 Cl 0.85869(13) 0.78299(12) 0.10667(11) 0.0383(3) Uani 1 1 d . . . . .
Cl03 Cl 0.12251(14) 1.09801(17) 0.63114(12) 0.0511(4) Uani 1 1 d . . . . .
Cl04 Cl 0.88789(19) 0.6538(2) 0.35121(18) 0.0728(6) Uani 1 1 d . . . . .
O005 O 0.7167(3) -0.0689(3) 0.4714(3) 0.0209(6) Uani 1 1 d . . . . .
O006 O 0.2804(3) 0.4156(3) 0.5318(3) 0.0209(6) Uani 1 1 d . . . . .
O007 O 0.4749(3) -0.0982(3) 0.5978(3) 0.0231(6) Uani 1 1 d . . . . .
O008 O 0.5238(3) 0.4458(3) 0.4108(3) 0.0234(6) Uani 1 1 d . . . . .
O009 O 0.5212(4) 0.0127(3) 0.3306(3) 0.0269(6) Uani 1 1 d . . . . .
O00A O 0.4669(3) 0.4252(3) 0.6814(3) 0.0254(6) Uani 1 1 d . . . . .
N00B N 0.5305(3) 0.1734(3) 0.4129(3) 0.0177(6) Uani 1 1 d . . . . .
H00B H 0.5144 0.2492 0.4070 0.021 Uiso 1 1 calc R . . . .
N00C N 0.4662(3) 0.6268(3) 0.5932(3) 0.0181(7) Uani 1 1 d . . . . .
H00C H 0.4834 0.6998 0.5981 0.022 Uiso 1 1 calc R . . . .
O00D O 0.8621(5) 0.3828(4) 0.1493(3) 0.0390(8) Uani 1 1 d . . . . .
O00E O 0.1338(4) 0.7080(4) 0.8508(4) 0.0427(9) Uani 1 1 d . . . . .
C00F C 0.4889(4) 0.1168(4) 0.3361(4) 0.0201(8) Uani 1 1 d . . . . .
C00G C 0.2240(4) 0.6147(4) 0.5473(3) 0.0175(7) Uani 1 1 d . . . . .
H00G H 0.1960 0.6444 0.4700 0.021 Uiso 1 1 calc R . . . .
C00H C 0.4041(4) 0.1864(4) 0.2559(4) 0.0194(8) Uani 1 1 d . . . . .
C00I C 0.5838(4) -0.0286(4) 0.5284(4) 0.0185(7) Uani 1 1 d . . . . .
C00J C 0.5034(4) 0.5322(4) 0.6727(4) 0.0197(8) Uani 1 1 d . . . . .
C00K C 0.5909(4) 0.5609(4) 0.7521(3) 0.0187(8) Uani 1 1 d . . . . .
C00L C 0.5965(4) 0.4645(4) 0.8545(4) 0.0243(8) Uani 1 1 d . . . . .
H00L H 0.5451 0.3885 0.8718 0.029 Uiso 1 1 calc R . . . .
C00M C 0.4144(4) 0.4825(4) 0.4775(3) 0.0182(7) Uani 1 1 d . . . . .
C00N C 0.6014(4) 0.1125(4) 0.5054(3) 0.0161(7) Uani 1 1 d . . . . .
C00O C 0.5908(4) 0.1098(4) 0.7387(3) 0.0189(8) Uani 1 1 d . . . . .
C00P C 0.7747(4) 0.1391(4) 0.4533(3) 0.0178(7) Uani 1 1 d . . . . .
H00P H 0.8057 0.1300 0.5290 0.021 Uiso 1 1 calc R . . . .
C00Q C 0.3205(4) 0.8181(4) 0.2472(4) 0.0232(8) Uani 1 1 d . . . . .
H00Q H 0.2999 0.8701 0.3021 0.028 Uiso 1 1 calc R . . . .
C00R C 0.4433(4) 0.6477(4) 0.1809(4) 0.0240(8) Uani 1 1 d . . . . .
H00R H 0.5061 0.5855 0.1900 0.029 Uiso 1 1 calc R . . . .
C00S C 0.4134(4) 0.7255(4) 0.2633(3) 0.0174(7) Uani 1 1 d . . . . .
C00T C 0.5607(5) -0.0080(4) 0.8221(4) 0.0237(8) Uani 1 1 d . . . . .
H00T H 0.4972 -0.0653 0.8137 0.028 Uiso 1 1 calc R . . . .
C00U C 0.8322(4) 0.0333(4) 0.3927(4) 0.0213(8) Uani 1 1 d . . . . .
C00V C 0.3241(4) 0.2849(4) 0.2824(4) 0.0248(8) Uani 1 1 d . . . . .
H00V H 0.3225 0.3132 0.3533 0.030 Uiso 1 1 calc R . . . .
C00W C 0.6860(4) 0.1952(4) 0.7526(4) 0.0230(8) Uani 1 1 d . . . . .
H00W H 0.7067 0.2744 0.6976 0.028 Uiso 1 1 calc R . . . .
C00X C 0.1414(4) 0.6431(5) 0.7778(4) 0.0267(9) Uani 1 1 d . . . . .
C00Y C 0.6784(5) 0.4810(5) 0.9308(4) 0.0297(10) Uani 1 1 d . . . . .
H00Y H 0.6822 0.4163 0.9988 0.036 Uiso 1 1 calc R . . . .
C00Z C 0.6249(5) -0.0411(4) 0.9184(4) 0.0261(9) Uani 1 1 d . . . . .
H00Z H 0.6042 -0.1201 0.9740 0.031 Uiso 1 1 calc R . . . .
C010 C 0.7491(4) 0.6898(5) 0.8040(4) 0.0281(9) Uani 1 1 d . . . . .
H010 H 0.7998 0.7659 0.7875 0.034 Uiso 1 1 calc R . . . .
C011 C 0.1638(4) 0.4804(4) 0.6063(4) 0.0205(8) Uani 1 1 d . . . . .
C012 C 0.8568(5) 0.1712(5) 0.1758(4) 0.0274(9) Uani 1 1 d . . . . .
H012 H 0.8693 0.1801 0.0886 0.033 Uiso 1 1 calc R . . . .
C013 C 0.6683(4) 0.6737(4) 0.7261(4) 0.0234(8) Uani 1 1 d . . . . .
H013 H 0.6663 0.7382 0.6572 0.028 Uiso 1 1 calc R . . . .
C014 C 0.8507(4) 0.2827(5) 0.2221(4) 0.0244(8) Uani 1 1 d . . . . .
C015 C 0.5211(4) 0.1485(4) 0.6339(4) 0.0191(8) Uani 1 1 d . . . . .
H01A H 0.5190 0.2370 0.6132 0.023 Uiso 1 1 calc R . . . .
H01B H 0.4175 0.1126 0.6699 0.023 Uiso 1 1 calc R . . . .
C016 C 0.7545(5) 0.5943(5) 0.9051(4) 0.0307(11) Uani 1 1 d . . . . .
H016 H 0.8092 0.6059 0.9561 0.037 Uiso 1 1 calc R . . . .
C017 C 0.4050(4) 0.1443(4) 0.1489(4) 0.0244(9) Uani 1 1 d . . . . .
H017 H 0.4581 0.0778 0.1306 0.029 Uiso 1 1 calc R . . . .
C018 C 0.1242(5) 0.5093(5) 0.8257(4) 0.0306(10) Uani 1 1 d . . . . .
H018 H 0.1002 0.4745 0.9148 0.037 Uiso 1 1 calc R . . . .
C019 C 0.1603(4) 0.6976(4) 0.6369(4) 0.0230(8) Uani 1 1 d . . . . .
H01M H 0.2265 0.7730 0.6042 0.028 Uiso 1 1 calc R . . . .
H01O H 0.0630 0.7191 0.6324 0.028 Uiso 1 1 calc R . . . .
C01A C 0.2461(5) 0.3416(5) 0.2032(5) 0.0311(10) Uani 1 1 d . . . . .
H01C H 0.1922 0.4077 0.2214 0.037 Uiso 1 1 calc R . . . .
C01B C 0.7500(4) 0.1620(5) 0.8487(4) 0.0263(9) Uani 1 1 d . . . . .
H01D H 0.8132 0.2193 0.8576 0.032 Uiso 1 1 calc R . . . .
C01C C 0.3977(4) 0.6122(4) 0.4985(3) 0.0169(7) Uani 1 1 d . . . . .
C01D C 0.4809(4) 0.7112(4) 0.3697(4) 0.0186(8) Uani 1 1 d . . . . .
H01P H 0.4835 0.7896 0.3897 0.022 Uiso 1 1 calc R . . . .
H01Q H 0.5842 0.6917 0.3352 0.022 Uiso 1 1 calc R . . . .
C01E C 0.2572(5) 0.8351(5) 0.1504(4) 0.0274(9) Uani 1 1 d . . . . .
H01R H 0.1962 0.8985 0.1400 0.033 Uiso 1 1 calc R . . . .
C01F C 0.8368(4) 0.2665(4) 0.3624(4) 0.0219(8) Uani 1 1 d . . . . .
H01E H 0.7719 0.3258 0.3964 0.026 Uiso 1 1 calc R . . . .
H01F H 0.9356 0.2853 0.3641 0.026 Uiso 1 1 calc R . . . .
C01G C 0.8452(5) 0.0592(5) 0.2521(4) 0.0265(9) Uani 1 1 d . . . . .
H01G H 0.8451 -0.0070 0.2170 0.032 Uiso 1 1 calc R . . . .
C01H C 0.2864(5) 0.7562(5) 0.0691(4) 0.0302(10) Uani 1 1 d . . . . .
H01S H 0.2439 0.7659 0.0049 0.036 Uiso 1 1 calc R . . . .
C01I C 0.3270(5) 0.2014(5) 0.0708(4) 0.0348(11) Uani 1 1 d . . . . .
H01I H 0.3277 0.1733 0.0000 0.042 Uiso 1 1 calc R . . . .
C01J C 0.3790(5) 0.6636(5) 0.0850(4) 0.0287(9) Uani 1 1 d . . . . .
H01T H 0.3986 0.6110 0.0308 0.034 Uiso 1 1 calc R . . . .
C01K C 0.1409(5) 0.4351(5) 0.7491(4) 0.0282(9) Uani 1 1 d . . . . .
H01U H 0.1383 0.3512 0.7851 0.034 Uiso 1 1 calc R . . . .
C01L C 0.7201(4) 0.0449(5) 0.9307(4) 0.0260(9) Uani 1 1 d . . . . .
H01L H 0.7636 0.0232 0.9944 0.031 Uiso 1 1 calc R . . . .
C01M C 0.9799(5) -0.0088(5) 0.4065(5) 0.0315(10) Uani 1 1 d . . . . .
H01H H 0.9702 -0.0274 0.4967 0.047 Uiso 1 1 calc GR . . . .
H01J H 1.0595 0.0554 0.3559 0.047 Uiso 1 1 calc GR . . . .
H01K H 1.0029 -0.0808 0.3755 0.047 Uiso 1 1 calc GR . . . .
C01N C 0.2480(5) 0.3002(6) 0.0975(5) 0.0369(12) Uani 1 1 d . . . . .
H01N H 0.1961 0.3389 0.0444 0.044 Uiso 1 1 calc R . . . .
C01O C 0.0200(5) 0.4482(5) 0.5855(5) 0.0323(10) Uani 1 1 d . . . . .
H01V H 0.0366 0.4713 0.4937 0.048 Uiso 1 1 calc GR . . . .
H01W H -0.0596 0.4916 0.6297 0.048 Uiso 1 1 calc GR . . . .
H01X H -0.0077 0.3615 0.6200 0.048 Uiso 1 1 calc GR . . . .
C01P C 0.8978(7) 0.6444(6) 0.1943(7) 0.0497(14) Uani 1 1 d . . . . .
H01Z H 0.9978 0.6253 0.1468 0.060 Uiso 1 1 calc R . . . .
H H 0.8258 0.5788 0.2035 0.060 Uiso 1 1 calc R . . . .
C01Q C 0.1067(6) 0.9920(6) 0.7812(5) 0.0406(12) Uani 1 1 d . . . . .
H01Y H 0.0098 0.9439 0.8173 0.049 Uiso 1 1 calc R . . . .
HA H 0.1847 0.9362 0.7657 0.049 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
Cl01 C01Q 1.761(5) . ?
Cl02 C01P 1.745(7) . ?
Cl03 C01Q 1.773(6) . ?
Cl04 C01P 1.774(8) . ?
O005 C00I 1.341(5) . ?
O005 C00U 1.466(5) . ?
O006 C00M 1.343(5) . ?
O006 C011 1.461(5) . ?
O007 C00I 1.200(5) . ?
O008 C00M 1.197(5) . ?
O009 C00F 1.225(6) . ?
O00A C00J 1.229(5) . ?
N00B H00B 0.8600 . ?
N00B C00F 1.354(5) . ?
N00B C00N 1.464(5) . ?
N00C H00C 0.8600 . ?
N00C C00J 1.345(6) . ?
N00C C01C 1.472(4) . ?
O00D C014 1.201(6) . ?
O00E C00X 1.219(6) . ?
C00F C00H 1.494(5) . ?
C00G H00G 0.9800 . ?
C00G C011 1.520(6) . ?
C00G C019 1.523(5) . ?
C00G C01C 1.551(5) . ?
C00H C00V 1.382(6) . ?
C00H C017 1.404(5) . ?
C00I C00N 1.549(6) . ?
C00J C00K 1.504(5) . ?
C00K C00L 1.394(6) . ?
C00K C013 1.385(6) . ?
C00L H00L 0.9300 . ?
C00L C00Y 1.389(6) . ?
C00M C01C 1.543(6) . ?
C00N C00P 1.546(5) . ?
C00N C015 1.545(5) . ?
C00O C00T 1.389(6) . ?
C00O C00W 1.397(6) . ?
C00O C015 1.521(5) . ?
C00P H00P 0.9800 . ?
C00P C00U 1.531(6) . ?
C00P C01F 1.524(6) . ?
C00Q H00Q 0.9300 . ?
C00Q C00S 1.385(6) . ?
C00Q C01E 1.394(6) . ?
C00R H00R 0.9300 . ?
C00R C00S 1.395(6) . ?
C00R C01J 1.393(6) . ?
C00S C01D 1.522(5) . ?
C00T H00T 0.9300 . ?
C00T C00Z 1.397(6) . ?
C00U C01G 1.503(5) . ?
C00U C01M 1.526(6) . ?
C00V H00V 0.9300 . ?
C00V C01A 1.390(6) . ?
C00W H00W 0.9300 . ?
C00W C01B 1.393(6) . ?
C00X C018 1.462(8) . ?
C00X C019 1.503(6) . ?
C00Y H00Y 0.9300 . ?
C00Y C016 1.386(8) . ?
C00Z H00Z 0.9300 . ?
C00Z C01L 1.393(6) . ?
C010 H010 0.9300 . ?
C010 C013 1.394(6) . ?
C010 C016 1.377(8) . ?
C011 C01K 1.504(5) . ?
C011 C01O 1.523(5) . ?
C012 H012 0.9300 . ?
C012 C014 1.474(7) . ?
C012 C01G 1.322(7) . ?
C013 H013 0.9300 . ?
C014 C01F 1.509(5) . ?
C015 H01A 0.9700 . ?
C015 H01B 0.9700 . ?
C016 H016 0.9300 . ?
C017 H017 0.9300 . ?
C017 C01I 1.382(7) . ?
C018 H018 0.9300 . ?
C018 C01K 1.321(7) . ?
C019 H01M 0.9700 . ?
C019 H01O 0.9700 . ?
C01A H01C 0.9300 . ?
C01A C01N 1.382(8) . ?
C01B H01D 0.9300 . ?
C01B C01L 1.378(7) . ?
C01C C01D 1.547(5) . ?
C01D H01P 0.9700 . ?
C01D H01Q 0.9700 . ?
C01E H01R 0.9300 . ?
C01E C01H 1.396(7) . ?
C01F H01E 0.9700 . ?
C01F H01F 0.9700 . ?
C01G H01G 0.9300 . ?
C01H H01S 0.9300 . ?
C01H C01J 1.382(8) . ?
C01I H01I 0.9300 . ?
C01I C01N 1.381(9) . ?
C01J H01T 0.9300 . ?
C01K H01U 0.9300 . ?
C01L H01L 0.9300 . ?
C01M H01H 0.9600 . ?
C01M H01J 0.9600 . ?
C01M H01K 0.9600 . ?
C01N H01N 0.9300 . ?
C01O H01V 0.9600 . ?
C01O H01W 0.9600 . ?
C01O H01X 0.9600 . ?
C01P H01Z 0.9700 . ?
C01P H 0.9700 . ?
C01Q H01Y 0.9700 . ?
C01Q HA 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
C00I O005 C00U 111.4(3) . . ?
C00M O006 C011 111.6(3) . . ?
C00F N00B H00B 118.2 . . ?
C00F N00B C00N 123.5(4) . . ?
C00N N00B H00B 118.2 . . ?
C00J N00C H00C 118.2 . . ?
C00J N00C C01C 123.6(3) . . ?
C01C N00C H00C 118.2 . . ?
O009 C00F N00B 121.5(4) . . ?
O009 C00F C00H 120.8(3) . . ?
N00B C00F C00H 117.7(4) . . ?
C011 C00G H00G 107.2 . . ?
C011 C00G C019 114.7(3) . . ?
C011 C00G C01C 104.3(3) . . ?
C019 C00G H00G 107.2 . . ?
C019 C00G C01C 115.7(3) . . ?
C01C C00G H00G 107.2 . . ?
C00V C00H C00F 124.6(4) . . ?
C00V C00H C017 119.4(4) . . ?
C017 C00H C00F 116.0(4) . . ?
O005 C00I C00N 110.3(3) . . ?
O007 C00I O005 121.7(4) . . ?
O007 C00I C00N 127.6(4) . . ?
O00A C00J N00C 121.6(3) . . ?
O00A C00J C00K 120.4(4) . . ?
N00C C00J C00K 118.0(4) . . ?
C00L C00K C00J 116.2(4) . . ?
C013 C00K C00J 124.1(4) . . ?
C013 C00K C00L 119.6(4) . . ?
C00K C00L H00L 119.8 . . ?
C00Y C00L C00K 120.4(4) . . ?
C00Y C00L H00L 119.8 . . ?
O006 C00M C01C 110.4(3) . . ?
O008 C00M O006 121.7(4) . . ?
O008 C00M C01C 127.4(4) . . ?
N00B C00N C00I 110.4(3) . . ?
N00B C00N C00P 113.9(3) . . ?
N00B C00N C015 106.6(3) . . ?
C00P C00N C00I 101.5(3) . . ?
C015 C00N C00I 110.7(3) . . ?
C015 C00N C00P 113.7(3) . . ?
C00T C00O C00W 119.1(4) . . ?
C00T C00O C015 121.7(4) . . ?
C00W C00O C015 119.2(4) . . ?
C00N C00P H00P 107.5 . . ?
C00U C00P C00N 103.8(3) . . ?
C00U C00P H00P 107.5 . . ?
C01F C00P C00N 115.8(3) . . ?
C01F C00P H00P 107.5 . . ?
C01F C00P C00U 114.4(3) . . ?
C00S C00Q H00Q 119.3 . . ?
C00S C00Q C01E 121.3(4) . . ?
C01E C00Q H00Q 119.3 . . ?
C00S C00R H00R 120.1 . . ?
C01J C00R H00R 120.1 . . ?
C01J C00R C00S 119.9(4) . . ?
C00Q C00S C00R 119.0(4) . . ?
C00Q C00S C01D 119.4(3) . . ?
C00R C00S C01D 121.6(4) . . ?
C00O C00T H00T 119.7 . . ?
C00O C00T C00Z 120.7(4) . . ?
C00Z C00T H00T 119.7 . . ?
O005 C00U C00P 103.7(3) . . ?
O005 C00U C01G 109.2(3) . . ?
O005 C00U C01M 106.4(4) . . ?
C01G C00U C00P 113.2(4) . . ?
C01G C00U C01M 109.7(3) . . ?
C01M C00U C00P 114.1(3) . . ?
C00H C00V H00V 120.0 . . ?
C00H C00V C01A 120.0(4) . . ?
C01A C00V H00V 120.0 . . ?
C00O C00W H00W 119.9 . . ?
C01B C00W C00O 120.2(4) . . ?
C01B C00W H00W 119.9 . . ?
O00E C00X C018 121.1(4) . . ?
O00E C00X C019 121.2(5) . . ?
C018 C00X C019 117.5(4) . . ?
C00L C00Y H00Y 120.2 . . ?
C016 C00Y C00L 119.6(4) . . ?
C016 C00Y H00Y 120.2 . . ?
C00T C00Z H00Z 120.2 . . ?
C01L C00Z C00T 119.6(4) . . ?
C01L C00Z H00Z 120.2 . . ?
C013 C010 H010 119.7 . . ?
C016 C010 H010 119.7 . . ?
C016 C010 C013 120.6(4) . . ?
O006 C011 C00G 103.9(3) . . ?
O006 C011 C01K 109.6(3) . . ?
O006 C011 C01O 106.2(3) . . ?
C00G C011 C01O 114.0(4) . . ?
C01K C011 C00G 113.5(3) . . ?
C01K C011 C01O 109.2(3) . . ?
C014 C012 H012 118.4 . . ?
C01G C012 H012 118.4 . . ?
C01G C012 C014 123.2(4) . . ?
C00K C013 C010 119.6(4) . . ?
C00K C013 H013 120.2 . . ?
C010 C013 H013 120.2 . . ?
O00D C014 C012 121.0(4) . . ?
O00D C014 C01F 121.4(4) . . ?
C012 C014 C01F 117.5(4) . . ?
C00N C015 H01A 108.3 . . ?
C00N C015 H01B 108.3 . . ?
C00O C015 C00N 115.8(3) . . ?
C00O C015 H01A 108.3 . . ?
C00O C015 H01B 108.3 . . ?
H01A C015 H01B 107.4 . . ?
C00Y C016 H016 120.0 . . ?
C010 C016 C00Y 120.1(4) . . ?
C010 C016 H016 120.0 . . ?
C00H C017 H017 120.0 . . ?
C01I C017 C00H 120.0(4) . . ?
C01I C017 H017 120.0 . . ?
C00X C018 H018 118.3 . . ?
C01K C018 C00X 123.4(4) . . ?
C01K C018 H018 118.3 . . ?
C00G C019 H01M 108.5 . . ?
C00G C019 H01O 108.5 . . ?
C00X C019 C00G 115.0(4) . . ?
C00X C019 H01M 108.5 . . ?
C00X C019 H01O 108.5 . . ?
H01M C019 H01O 107.5 . . ?
C00V C01A H01C 119.8 . . ?
C01N C01A C00V 120.4(5) . . ?
C01N C01A H01C 119.8 . . ?
C00W C01B H01D 119.8 . . ?
C01L C01B C00W 120.4(4) . . ?
C01L C01B H01D 119.8 . . ?
N00C C01C C00G 114.1(3) . . ?
N00C C01C C00M 110.4(3) . . ?
N00C C01C C01D 106.7(3) . . ?
C00M C01C C00G 101.2(3) . . ?
C00M C01C C01D 110.8(3) . . ?
C01D C01C C00G 113.5(3) . . ?
C00S C01D C01C 115.8(3) . . ?
C00S C01D H01P 108.3 . . ?
C00S C01D H01Q 108.3 . . ?
C01C C01D H01P 108.3 . . ?
C01C C01D H01Q 108.3 . . ?
H01P C01D H01Q 107.4 . . ?
C00Q C01E H01R 120.3 . . ?
C00Q C01E C01H 119.4(4) . . ?
C01H C01E H01R 120.3 . . ?
C00P C01F H01E 108.4 . . ?
C00P C01F H01F 108.4 . . ?
C014 C01F C00P 115.4(3) . . ?
C014 C01F H01E 108.4 . . ?
C014 C01F H01F 108.4 . . ?
H01E C01F H01F 107.5 . . ?
C00U C01G H01G 118.3 . . ?
C012 C01G C00U 123.3(4) . . ?
C012 C01G H01G 118.3 . . ?
C01E C01H H01S 120.3 . . ?
C01J C01H C01E 119.4(4) . . ?
C01J C01H H01S 120.3 . . ?
C017 C01I H01I 119.9 . . ?
C01N C01I C017 120.3(4) . . ?
C01N C01I H01I 119.9 . . ?
C00R C01J H01T 119.5 . . ?
C01H C01J C00R 121.0(4) . . ?
C01H C01J H01T 119.5 . . ?
C011 C01K H01U 118.5 . . ?
C018 C01K C011 122.9(4) . . ?
C018 C01K H01U 118.5 . . ?
C00Z C01L H01L 119.9 . . ?
C01B C01L C00Z 120.1(4) . . ?
C01B C01L H01L 119.9 . . ?
C00U C01M H01H 109.5 . . ?
C00U C01M H01J 109.5 . . ?
C00U C01M H01K 109.5 . . ?
H01H C01M H01J 109.5 . . ?
H01H C01M H01K 109.5 . . ?
H01J C01M H01K 109.5 . . ?
C01A C01N H01N 120.1 . . ?
C01I C01N C01A 119.9(4) . . ?
C01I C01N H01N 120.1 . . ?
C011 C01O H01V 109.5 . . ?
C011 C01O H01W 109.5 . . ?
C011 C01O H01X 109.5 . . ?
H01V C01O H01W 109.5 . . ?
H01V C01O H01X 109.5 . . ?
H01W C01O H01X 109.5 . . ?
Cl02 C01P Cl04 110.5(4) . . ?
Cl02 C01P H01Z 109.6 . . ?
Cl02 C01P H 109.6 . . ?
Cl04 C01P H01Z 109.6 . . ?
Cl04 C01P H 109.6 . . ?
H01Z C01P H 108.1 . . ?
Cl01 C01Q Cl03 111.1(3) . . ?
Cl01 C01Q H01Y 109.4 . . ?
Cl01 C01Q HA 109.4 . . ?
Cl03 C01Q H01Y 109.4 . . ?
Cl03 C01Q HA 109.4 . . ?
H01Y C01Q HA 108.0 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2018-11-06
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 13.439
_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_cu_20180910_XLH_2_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1866762'
_audit_update_record             
;
2018-11-08 deposited with the CCDC.
2018-11-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H14 F3 N O4'
_chemical_formula_weight         353.29

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.2742(16)
_cell_length_b                   10.476(2)
_cell_length_c                   18.592(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1611.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9268
_cell_measurement_theta_min      4.85
_cell_measurement_theta_max      65.17

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_F_000             728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.097
_shelx_estimated_absorpt_T_min   0.713
_shelx_estimated_absorpt_T_max   0.853
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.6610
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9036
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.845
_diffrn_reflns_theta_max         65.091
_diffrn_reflns_theta_full        65.091
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.961
_reflns_number_total             2641
_reflns_number_gt                2610
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.722
_reflns_Friedel_fraction_max     0.963
_reflns_Friedel_fraction_full    0.963

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0477P)²+0.8846P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1083 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         2641
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0244
_refine_ls_wR_factor_ref         0.0656
_refine_ls_wR_factor_gt          0.0653
_refine_ls_goodness_of_fit_ref   0.714
_refine_ls_restrained_S_all      0.714
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
F001 F 0.22777(19) 0.51259(14) 0.57816(7) 0.0494(4) Uani 1 1 d . . . . .
O002 O 0.50523(16) 0.52282(13) 0.49801(7) 0.0255(3) Uani 1 1 d . . . . .
O2 O 0.66188(17) 0.68635(13) 0.37997(7) 0.0272(3) Uani 1 1 d . . . . .
F004 F 0.25213(19) 0.35557(12) 0.50498(7) 0.0478(4) Uani 1 1 d . . . . .
F005 F 0.07930(16) 0.50465(17) 0.48293(8) 0.0529(4) Uani 1 1 d . . . . .
O006 O 0.74683(18) 0.44851(15) 0.46650(8) 0.0337(3) Uani 1 1 d . . . . .
N007 N 0.6258(2) 0.50503(15) 0.31899(8) 0.0227(3) Uani 1 1 d . . . . .
H007 H 0.642416 0.460531 0.279530 0.027 Uiso 1 1 calc R U . . .
O008 O 0.3537(2) 0.82428(16) 0.30126(9) 0.0455(4) Uani 1 1 d . . . . .
C009 C 0.6126(2) 0.47563(18) 0.44911(10) 0.0235(4) Uani 1 1 d . . . . .
C00A C 0.6895(2) 0.62332(17) 0.32543(9) 0.0203(4) Uani 1 1 d . . . . .
C00B C 0.5302(2) 0.45131(17) 0.37686(10) 0.0215(4) Uani 1 1 d . . . . .
C00C C 0.7920(2) 0.67446(18) 0.26573(9) 0.0223(4) Uani 1 1 d . . . . .
C00D C 0.3294(3) 0.6971(2) 0.47703(10) 0.0289(4) Uani 1 1 d . . . . .
H00D H 0.317134 0.726591 0.525040 0.035 Uiso 1 1 calc R U . . .
C00E C 0.8737(3) 0.7880(2) 0.27808(11) 0.0300(5) Uani 1 1 d . . . . .
H00E H 0.863347 0.830017 0.323126 0.036 Uiso 1 1 calc R U . . .
C00F C 0.8061(3) 0.6152(2) 0.19896(10) 0.0284(4) Uani 1 1 d . . . . .
H00F H 0.749440 0.538125 0.189634 0.034 Uiso 1 1 calc R U . . .
C00G C 0.3253(3) 0.7824(2) 0.42470(11) 0.0328(5) Uani 1 1 d . . . . .
H00G H 0.316265 0.870326 0.436544 0.039 Uiso 1 1 calc R U . . .
C00H C 0.3574(2) 0.50822(18) 0.38617(9) 0.0219(4) Uani 1 1 d . . . . .
H00H H 0.279814 0.435254 0.382829 0.026 Uiso 1 1 calc R U . . .
C00I C 0.5225(3) 0.30631(19) 0.36639(11) 0.0283(4) Uani 1 1 d . . . . .
H00A H 0.467748 0.287008 0.320927 0.042 Uiso 1 1 calc R U . . .
H00B H 0.462417 0.267771 0.406287 0.042 Uiso 1 1 calc R U . . .
H00C H 0.632372 0.271440 0.365251 0.042 Uiso 1 1 calc R U . . .
C00J C 0.3522(2) 0.55653(19) 0.46534(10) 0.0245(4) Uani 1 1 d . . . . .
C00K C 0.3026(3) 0.6079(2) 0.33102(10) 0.0291(4) Uani 1 1 d . . . . .
H00I H 0.356164 0.588487 0.284689 0.035 Uiso 1 1 calc R U . . .
H00J H 0.184835 0.597520 0.323594 0.035 Uiso 1 1 calc R U . . .
C00L C 0.9854(3) 0.7809(2) 0.15879(12) 0.0351(5) Uani 1 1 d . . . . .
H00L H 1.051918 0.817011 0.122447 0.042 Uiso 1 1 calc R U . . .
C00M C 0.9030(3) 0.6689(2) 0.14605(11) 0.0360(5) Uani 1 1 d . . . . .
H00M H 0.912500 0.628073 0.100631 0.043 Uiso 1 1 calc R U . . .
C00N C 0.9707(3) 0.8403(2) 0.22468(12) 0.0369(5) Uani 1 1 d . . . . .
H00N H 1.027297 0.917606 0.233617 0.044 Uiso 1 1 calc R U . . .
C00O C 0.2264(3) 0.4816(2) 0.50852(11) 0.0343(5) Uani 1 1 d . . . . .
C00P C 0.3343(3) 0.7447(2) 0.34863(11) 0.0302(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F001 C00O 1.335(3) . ?
O002 C009 1.364(2) . ?
O002 C00J 1.448(2) . ?
O2 C00A 1.231(2) . ?
F004 C00O 1.338(3) . ?
F005 C00O 1.329(3) . ?
O006 C009 1.191(3) . ?
N007 C00A 1.352(2) . ?
N007 C00B 1.449(2) . ?
N007 H007 0.8800 . ?
O008 C00P 1.223(3) . ?
C009 C00B 1.528(3) . ?
C00A C00C 1.496(3) . ?
C00B C00I 1.533(3) . ?
C00B C00H 1.559(3) . ?
C00C C00E 1.387(3) . ?
C00C C00F 1.393(3) . ?
C00D C00G 1.322(3) . ?
C00D C00J 1.500(3) . ?
C00D H00D 0.9500 . ?
C00E C00N 1.389(3) . ?
C00E H00E 0.9500 . ?
C00F C00M 1.388(3) . ?
C00F H00F 0.9500 . ?
C00G C00P 1.470(3) . ?
C00G H00G 0.9500 . ?
C00H C00K 1.532(3) . ?
C00H C00J 1.557(2) . ?
C00H H00H 1.0000 . ?
C00I H00A 0.9800 . ?
C00I H00B 0.9800 . ?
C00I H00C 0.9800 . ?
C00J C00O 1.531(3) . ?
C00K C00P 1.493(3) . ?
C00K H00I 0.9900 . ?
C00K H00J 0.9900 . ?
C00L C00M 1.378(3) . ?
C00L C00N 1.379(3) . ?
C00L H00L 0.9500 . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C009 O002 C00J 112.23(14) . . ?
C00A N007 C00B 120.20(15) . . ?
C00A N007 H007 119.9 . . ?
C00B N007 H007 119.9 . . ?
O006 C009 O002 120.86(17) . . ?
O006 C009 C00B 127.94(18) . . ?
O002 C009 C00B 110.85(16) . . ?
O2 C00A N007 119.47(17) . . ?
O2 C00A C00C 121.61(17) . . ?
N007 C00A C00C 118.92(16) . . ?
N007 C00B C009 110.16(15) . . ?
N007 C00B C00I 108.27(15) . . ?
C009 C00B C00I 107.19(15) . . ?
N007 C00B C00H 115.76(15) . . ?
C009 C00B C00H 104.35(15) . . ?
C00I C00B C00H 110.77(16) . . ?
C00E C00C C00F 119.25(18) . . ?
C00E C00C C00A 117.42(17) . . ?
C00F C00C C00A 123.32(18) . . ?
C00G C00D C00J 124.07(18) . . ?
C00G C00D H00D 118.0 . . ?
C00J C00D H00D 118.0 . . ?
C00C C00E C00N 120.10(19) . . ?
C00C C00E H00E 120.0 . . ?
C00N C00E H00E 120.0 . . ?
C00M C00F C00C 120.0(2) . . ?
C00M C00F H00F 120.0 . . ?
C00C C00F H00F 120.0 . . ?
C00D C00G C00P 121.70(19) . . ?
C00D C00G H00G 119.1 . . ?
C00P C00G H00G 119.1 . . ?
C00K C00H C00B 117.24(15) . . ?
C00K C00H C00J 113.76(16) . . ?
C00B C00H C00J 104.74(14) . . ?
C00K C00H H00H 106.8 . . ?
C00B C00H H00H 106.8 . . ?
C00J C00H H00H 106.8 . . ?
C00B C00I H00A 109.5 . . ?
C00B C00I H00B 109.5 . . ?
H00A C00I H00B 109.5 . . ?
C00B C00I H00C 109.5 . . ?
H00A C00I H00C 109.5 . . ?
H00B C00I H00C 109.5 . . ?
O002 C00J C00D 106.78(16) . . ?
O002 C00J C00O 104.44(15) . . ?
C00D C00J C00O 109.99(17) . . ?
O002 C00J C00H 107.06(15) . . ?
C00D C00J C00H 117.35(16) . . ?
C00O C00J C00H 110.33(16) . . ?
C00P C00K C00H 117.09(16) . . ?
C00P C00K H00I 108.0 . . ?
C00H C00K H00I 108.0 . . ?
C00P C00K H00J 108.0 . . ?
C00H C00K H00J 108.0 . . ?
H00I C00K H00J 107.3 . . ?
C00M C00L C00N 119.6(2) . . ?
C00M C00L H00L 120.2 . . ?
C00N C00L H00L 120.2 . . ?
C00L C00M C00F 120.6(2) . . ?
C00L C00M H00M 119.7 . . ?
C00F C00M H00M 119.7 . . ?
C00L C00N C00E 120.5(2) . . ?
C00L C00N H00N 119.7 . . ?
C00E C00N H00N 119.7 . . ?
F005 C00O F001 108.09(18) . . ?
F005 C00O F004 107.91(19) . . ?
F001 C00O F004 106.65(17) . . ?
F005 C00O C00J 109.97(17) . . ?
F001 C00O C00J 112.20(17) . . ?
F004 C00O C00J 111.83(18) . . ?
O008 C00P C00G 121.1(2) . . ?
O008 C00P C00K 121.26(19) . . ?
C00G C00P C00K 117.35(17) . . ?

_refine_diff_density_max         0.120
_refine_diff_density_min         -0.138
_refine_diff_density_rms         0.033

####################################################################### 
# 
# 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_cu_2018626_XLH_01_0m_a_a
_database_code_depnum_ccdc_archive 'CCDC 1851705'
_audit_update_record             
;
2018-11-08 deposited with the CCDC.
2018-11-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H18 F3 N O5'
_chemical_formula_weight         445.38

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.88270(10)
_cell_length_b                   7.78810(10)
_cell_length_c                   36.9400(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1980.10(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    9922
_cell_measurement_theta_min      5.68
_cell_measurement_theta_max      65.08

_exptl_crystal_description       BAR
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_F_000             920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.064
_shelx_estimated_absorpt_T_min   0.701
_shelx_estimated_absorpt_T_max   0.892
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.6355
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER D8 VENTURE PHOTON II'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11571
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         5.806
_diffrn_reflns_theta_max         65.077
_diffrn_reflns_theta_full        65.077
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3355
_reflns_number_gt                3317
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.688
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.995

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0310P)²+0.3233P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1347 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3355
_refine_ls_number_parameters     293
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0240
_refine_ls_R_factor_gt           0.0237
_refine_ls_wR_factor_ref         0.0599
_refine_ls_wR_factor_gt          0.0597
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
F001 F 0.29333(19) 0.79074(14) 0.45842(3) 0.0405(3) Uani 1 1 d . . . . .
H1 H 0.657(3) 0.655(3) 0.3395(6) 0.029(5) Uiso 1 1 d . . . . .
F002 F 0.4211(2) 0.59716(16) 0.49256(3) 0.0427(3) Uani 1 1 d . . . . .
F003 F 0.11559(19) 0.58969(16) 0.48035(3) 0.0469(3) Uani 1 1 d . . . . .
O004 O 0.18338(16) 0.53526(16) 0.40797(3) 0.0253(3) Uani 1 1 d . . . . .
O005 O 0.38749(17) 0.19667(15) 0.42244(3) 0.0261(3) Uani 1 1 d . . . . .
O006 O 0.40346(19) 0.34119(16) 0.34148(3) 0.0308(3) Uani 1 1 d . . . . .
O007 O 0.13946(18) 0.63386(17) 0.35204(4) 0.0327(3) Uani 1 1 d . . . . .
O008 O 0.82847(19) 0.30389(19) 0.46648(4) 0.0374(3) Uani 1 1 d . . . . .
N009 N 0.5697(2) 0.58884(19) 0.34744(4) 0.0217(3) Uani 1 1 d . . . . .
C00A C 0.5279(2) 0.4393(2) 0.33004(4) 0.0231(3) Uani 1 1 d . . . . .
C00B C 0.6695(2) 0.9273(2) 0.37566(5) 0.0223(3) Uani 1 1 d . . . . .
C00C C 0.3363(2) 0.5094(2) 0.43361(5) 0.0213(3) Uani 1 1 d . . . . .
C00D C 0.6912(3) 0.3181(2) 0.44637(4) 0.0249(4) Uani 1 1 d . . . . .
C00E C 0.5039(3) 0.2291(2) 0.45425(4) 0.0254(4) Uani 1 1 d . . . . .
H00E H 0.501974 0.141804 0.474102 0.030 Uiso 1 1 calc R U . . .
C00F C 0.6376(3) 0.4078(2) 0.29571(4) 0.0246(3) Uani 1 1 d . . . . .
C00G C 0.2479(2) 0.6031(2) 0.37612(5) 0.0235(4) Uani 1 1 d . . . . .
C00H C 0.6872(2) 0.4248(2) 0.41239(5) 0.0239(3) Uani 1 1 d . . . . .
H00A H 0.658306 0.350489 0.391330 0.029 Uiso 1 1 calc R U . . .
H00B H 0.816086 0.478172 0.408508 0.029 Uiso 1 1 calc R U . . .
C00I C 0.4650(2) 0.6480(2) 0.37893(4) 0.0205(3) Uani 1 1 d . . . . .
C00J C 0.3243(2) 0.3252(2) 0.44691(4) 0.0233(3) Uani 1 1 d . . . . .
H00J H 0.209423 0.295762 0.462284 0.028 Uiso 1 1 calc R U . . .
C00K C 0.7933(3) 0.9430(2) 0.40528(5) 0.0265(4) Uani 1 1 d . . . . .
H00K H 0.754963 0.897909 0.428080 0.032 Uiso 1 1 calc R U . . .
C00L C 0.4699(2) 0.8478(2) 0.37890(5) 0.0225(3) Uani 1 1 d . . . . .
H00C H 0.389123 0.889412 0.358539 0.027 Uiso 1 1 calc R U . . .
H00D H 0.409394 0.889187 0.401591 0.027 Uiso 1 1 calc R U . . .
C00M C 0.5309(2) 0.5662(2) 0.41551(4) 0.0200(3) Uani 1 1 d . . . . .
H00M H 0.586717 0.660425 0.430687 0.024 Uiso 1 1 calc R U . . .
C00N C 0.2904(3) 0.6233(2) 0.46644(5) 0.0302(4) Uani 1 1 d . . . . .
C00O C 0.5498(3) 0.3060(2) 0.26939(5) 0.0328(4) Uani 1 1 d . . . . .
H00O H 0.426428 0.255614 0.273889 0.039 Uiso 1 1 calc R U . . .
C00P C 0.7293(3) 0.9957(2) 0.34264(5) 0.0295(4) Uani 1 1 d . . . . .
H00P H 0.647324 0.985801 0.322055 0.035 Uiso 1 1 calc R U . . .
C00Q C 0.9136(3) 0.4457(3) 0.25643(6) 0.0408(5) Uani 1 1 d . . . . .
H00Q H 1.039036 0.492236 0.252092 0.049 Uiso 1 1 calc R U . . .
C00R C 0.8213(3) 0.4759(3) 0.28922(5) 0.0318(4) Uani 1 1 d . . . . .
H00R H 0.883674 0.543082 0.307272 0.038 Uiso 1 1 calc R U . . .
C00S C 1.0295(3) 1.0925(2) 0.36902(6) 0.0352(4) Uani 1 1 d . . . . .
H00S H 1.151354 1.148818 0.366820 0.042 Uiso 1 1 calc R U . . .
C00T C 0.9075(3) 1.0783(2) 0.33947(5) 0.0343(4) Uani 1 1 d . . . . .
H00T H 0.945647 1.125232 0.316827 0.041 Uiso 1 1 calc R U . . .
C00U C 0.9720(3) 1.0238(2) 0.40187(6) 0.0321(4) Uani 1 1 d . . . . .
H00U H 1.055615 1.032074 0.422256 0.038 Uiso 1 1 calc R U . . .
C00V C 0.6424(4) 0.2786(3) 0.23670(5) 0.0417(5) Uani 1 1 d . . . . .
H00V H 0.580977 0.211051 0.218593 0.050 Uiso 1 1 calc R U . . .
C00W C 0.8236(4) 0.3485(3) 0.23013(5) 0.0425(5) Uani 1 1 d . . . . .
H00W H 0.885960 0.329561 0.207544 0.051 Uiso 1 1 calc R U . . .


_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
F001 C00N 1.338(2) . ?
F002 C00N 1.335(2) . ?
F003 C00N 1.334(2) . ?
O004 C00G 1.364(2) . ?
O004 C00C 1.430(2) . ?
O005 C00J 1.417(2) . ?
O005 C00E 1.445(2) . ?
O006 C00A 1.223(2) . ?
O007 C00G 1.186(2) . ?
O008 C00D 1.207(2) . ?
N009 C00A 1.361(2) . ?
N009 C00I 1.444(2) . ?
N009 H1 0.84(2) . ?
C00A C00F 1.496(2) . ?
C00B C00K 1.392(2) . ?
C00B C00P 1.393(3) . ?
C00B C00L 1.512(2) . ?
C00C C00J 1.519(2) . ?
C00C C00N 1.535(2) . ?
C00C C00M 1.561(2) . ?
C00D C00E 1.493(2) . ?
C00D C00H 1.506(2) . ?
C00E C00J 1.470(3) . ?
C00E H00E 1.0000 . ?
C00F C00O 1.392(2) . ?
C00F C00R 1.393(3) . ?
C00G C00I 1.538(2) . ?
C00H C00M 1.544(2) . ?
C00H H00A 0.9900 . ?
C00H H00B 0.9900 . ?
C00I C00L 1.556(2) . ?
C00I C00M 1.561(2) . ?
C00J H00J 1.0000 . ?
C00K C00U 1.387(3) . ?
C00K H00K 0.9500 . ?
C00L H00C 0.9900 . ?
C00L H00D 0.9900 . ?
C00M H00M 1.0000 . ?
C00O C00V 1.382(3) . ?
C00O H00O 0.9500 . ?
C00P C00T 1.389(3) . ?
C00P H00P 0.9500 . ?
C00Q C00W 1.379(3) . ?
C00Q C00R 1.387(3) . ?
C00Q H00Q 0.9500 . ?
C00R H00R 0.9500 . ?
C00S C00T 1.382(3) . ?
C00S C00U 1.384(3) . ?
C00S H00S 0.9500 . ?
C00T H00T 0.9500 . ?
C00U H00U 0.9500 . ?
C00V C00W 1.382(3) . ?
C00V H00V 0.9500 . ?
C00W H00W 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00G O004 C00C 112.70(12) . . ?
C00J O005 C00E 61.82(11) . . ?
C00A N009 C00I 123.23(15) . . ?
C00A N009 H1 120.4(15) . . ?
C00I N009 H1 116.4(15) . . ?
O006 C00A N009 121.32(16) . . ?
O006 C00A C00F 122.91(15) . . ?
N009 C00A C00F 115.73(15) . . ?
C00K C00B C00P 118.28(16) . . ?
C00K C00B C00L 122.00(15) . . ?
C00P C00B C00L 119.64(15) . . ?
O004 C00C C00J 107.88(13) . . ?
O004 C00C C00N 106.86(14) . . ?
C00J C00C C00N 106.21(13) . . ?
O004 C00C C00M 107.93(12) . . ?
C00J C00C C00M 116.96(14) . . ?
C00N C00C C00M 110.56(13) . . ?
O008 C00D C00E 120.89(16) . . ?
O008 C00D C00H 125.32(17) . . ?
C00E C00D C00H 113.78(14) . . ?
O005 C00E C00J 58.17(10) . . ?
O005 C00E C00D 113.67(13) . . ?
C00J C00E C00D 116.99(14) . . ?
O005 C00E H00E 118.1 . . ?
C00J C00E H00E 118.1 . . ?
C00D C00E H00E 118.1 . . ?
C00O C00F C00R 119.41(17) . . ?
C00O C00F C00A 117.80(16) . . ?
C00R C00F C00A 122.79(15) . . ?
O007 C00G O004 121.34(15) . . ?
O007 C00G C00I 128.07(16) . . ?
O004 C00G C00I 110.25(14) . . ?
C00D C00H C00M 110.13(13) . . ?
C00D C00H H00A 109.6 . . ?
C00M C00H H00A 109.6 . . ?
C00D C00H H00B 109.6 . . ?
C00M C00H H00B 109.6 . . ?
H00A C00H H00B 108.1 . . ?
N009 C00I C00G 110.97(13) . . ?
N009 C00I C00L 107.91(14) . . ?
C00G C00I C00L 104.36(13) . . ?
N009 C00I C00M 114.99(13) . . ?
C00G C00I C00M 104.37(13) . . ?
C00L C00I C00M 113.71(13) . . ?
O005 C00J C00E 60.01(11) . . ?
O005 C00J C00C 116.37(13) . . ?
C00E C00J C00C 119.63(15) . . ?
O005 C00J H00J 116.3 . . ?
C00E C00J H00J 116.3 . . ?
C00C C00J H00J 116.3 . . ?
C00U C00K C00B 120.74(17) . . ?
C00U C00K H00K 119.6 . . ?
C00B C00K H00K 119.6 . . ?
C00B C00L C00I 115.42(14) . . ?
C00B C00L H00C 108.4 . . ?
C00I C00L H00C 108.4 . . ?
C00B C00L H00D 108.4 . . ?
C00I C00L H00D 108.4 . . ?
H00C C00L H00D 107.5 . . ?
C00H C00M C00C 115.31(13) . . ?
C00H C00M C00I 115.39(13) . . ?
C00C C00M C00I 103.72(13) . . ?
C00H C00M H00M 107.3 . . ?
C00C C00M H00M 107.3 . . ?
C00I C00M H00M 107.3 . . ?
F003 C00N F002 107.44(15) . . ?
F003 C00N F001 106.86(16) . . ?
F002 C00N F001 107.37(15) . . ?
F003 C00N C00C 112.12(15) . . ?
F002 C00N C00C 110.12(15) . . ?
F001 C00N C00C 112.66(15) . . ?
C00V C00O C00F 119.87(19) . . ?
C00V C00O H00O 120.1 . . ?
C00F C00O H00O 120.1 . . ?
C00T C00P C00B 120.76(18) . . ?
C00T C00P H00P 119.6 . . ?
C00B C00P H00P 119.6 . . ?
C00W C00Q C00R 120.2(2) . . ?
C00W C00Q H00Q 119.9 . . ?
C00R C00Q H00Q 119.9 . . ?
C00Q C00R C00F 120.09(18) . . ?
C00Q C00R H00R 120.0 . . ?
C00F C00R H00R 120.0 . . ?
C00T C00S C00U 119.20(17) . . ?
C00T C00S H00S 120.4 . . ?
C00U C00S H00S 120.4 . . ?
C00S C00T C00P 120.46(17) . . ?
C00S C00T H00T 119.8 . . ?
C00P C00T H00T 119.8 . . ?
C00S C00U C00K 120.56(18) . . ?
C00S C00U H00U 119.7 . . ?
C00K C00U H00U 119.7 . . ?
C00O C00V C00W 120.56(19) . . ?
C00O C00V H00V 119.7 . . ?
C00W C00V H00V 119.7 . . ?
C00Q C00W C00V 119.87(19) . . ?
C00Q C00W H00W 120.1 . . ?
C00V C00W H00W 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C00I N009 C00A O006 -3.8(2) . . . . ?
C00I N009 C00A C00F 173.87(15) . . . . ?
C00G O004 C00C C00J -128.32(14) . . . . ?
C00G O004 C00C C00N 117.84(15) . . . . ?
C00G O004 C00C C00M -1.08(17) . . . . ?
C00J O005 C00E C00D -108.12(16) . . . . ?
O008 C00D C00E O005 -155.05(16) . . . . ?
C00H C00D C00E O005 25.9(2) . . . . ?
O008 C00D C00E C00J 139.98(17) . . . . ?
C00H C00D C00E C00J -39.1(2) . . . . ?
O006 C00A C00F C00O 25.2(2) . . . . ?
N009 C00A C00F C00O -152.39(16) . . . . ?
O006 C00A C00F C00R -154.93(18) . . . . ?
N009 C00A C00F C00R 27.4(2) . . . . ?
C00C O004 C00G O007 -179.40(16) . . . . ?
C00C O004 C00G C00I -5.58(18) . . . . ?
O008 C00D C00H C00M -118.55(19) . . . . ?
C00E C00D C00H C00M 60.44(19) . . . . ?
C00A N009 C00I C00G -36.5(2) . . . . ?
C00A N009 C00I C00L -150.27(15) . . . . ?
C00A N009 C00I C00M 81.64(19) . . . . ?
O007 C00G C00I N009 -52.6(2) . . . . ?
O004 C00G C00I N009 134.12(14) . . . . ?
O007 C00G C00I C00L 63.4(2) . . . . ?
O004 C00G C00I C00L -109.90(15) . . . . ?
O007 C00G C00I C00M -177.00(17) . . . . ?
O004 C00G C00I C00M 9.71(17) . . . . ?
C00E O005 C00J C00C 110.55(17) . . . . ?
C00D C00E C00J O005 102.37(15) . . . . ?
O005 C00E C00J C00C -105.17(16) . . . . ?
C00D C00E C00J C00C -2.8(2) . . . . ?
O004 C00C C00J O005 74.12(17) . . . . ?
C00N C00C C00J O005 -171.60(14) . . . . ?
C00M C00C C00J O005 -47.7(2) . . . . ?
O004 C00C C00J C00E 143.03(15) . . . . ?
C00N C00C C00J C00E -102.69(17) . . . . ?
C00M C00C C00J C00E 21.2(2) . . . . ?
C00P C00B C00K C00U -0.4(3) . . . . ?
C00L C00B C00K C00U -176.94(16) . . . . ?
C00K C00B C00L C00I -80.5(2) . . . . ?
C00P C00B C00L C00I 103.05(18) . . . . ?
N009 C00I C00L C00B -52.88(19) . . . . ?
C00G C00I C00L C00B -170.97(14) . . . . ?
C00M C00I C00L C00B 75.93(18) . . . . ?
C00D C00H C00M C00C -40.53(19) . . . . ?
C00D C00H C00M C00I -161.52(14) . . . . ?
O004 C00C C00M C00H -120.17(14) . . . . ?
C00J C00C C00M C00H 1.6(2) . . . . ?
C00N C00C C00M C00H 123.28(16) . . . . ?
O004 C00C C00M C00I 6.96(16) . . . . ?
C00J C00C C00M C00I 128.74(14) . . . . ?
C00N C00C C00M C00I -109.58(15) . . . . ?
N009 C00I C00M C00H -4.3(2) . . . . ?
C00G C00I C00M C00H 117.46(15) . . . . ?
C00L C00I C00M C00H -129.45(15) . . . . ?
N009 C00I C00M C00C -131.42(14) . . . . ?
C00G C00I C00M C00C -9.62(16) . . . . ?
C00L C00I C00M C00C 103.47(15) . . . . ?
O004 C00C C00N F003 56.42(19) . . . . ?
C00J C00C C00N F003 -58.55(19) . . . . ?
C00M C00C C00N F003 173.63(14) . . . . ?
O004 C00C C00N F002 175.99(13) . . . . ?
C00J C00C C00N F002 61.02(17) . . . . ?
C00M C00C C00N F002 -66.80(17) . . . . ?
O004 C00C C00N F001 -64.17(19) . . . . ?
C00J C00C C00N F001 -179.15(15) . . . . ?
C00M C00C C00N F001 53.0(2) . . . . ?
C00R C00F C00O C00V -2.2(3) . . . . ?
C00A C00F C00O C00V 177.60(18) . . . . ?
C00K C00B C00P C00T -0.3(3) . . . . ?
C00L C00B C00P C00T 176.28(16) . . . . ?
C00W C00Q C00R C00F 0.1(3) . . . . ?
C00O C00F C00R C00Q 1.6(3) . . . . ?
C00A C00F C00R C00Q -178.28(18) . . . . ?
C00U C00S C00T C00P -0.1(3) . . . . ?
C00B C00P C00T C00S 0.6(3) . . . . ?
C00T C00S C00U C00K -0.6(3) . . . . ?
C00B C00K C00U C00S 0.9(3) . . . . ?
C00F C00O C00V C00W 1.3(3) . . . . ?
C00R C00Q C00W C00V -1.1(4) . . . . ?
C00O C00V C00W C00Q 0.4(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C00E H00E F003 1.00 2.59 3.549(2) 161.2 4_556
C00E H00E O008 1.00 2.53 3.178(2) 121.9 4_456
C00H H00A O006 0.99 2.54 3.332(2) 136.4 .
C00H H00B O004 0.99 2.57 3.526(2) 163.0 1_655
C00J H00J O008 1.00 2.63 3.492(2) 144.8 1_455
C00L H00D F001 0.99 2.37 3.210(2) 141.7 .
C00L H00D O005 0.99 2.52 3.208(2) 126.4 1_565

_refine_diff_density_max         0.146
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.033

####################################################################### 
# 
# 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_cu_20180530xlhbp_0ma_a_sq
_database_code_depnum_ccdc_archive 'CCDC 1847525'
_audit_update_record             
;
2018-11-08 deposited with the CCDC.
2018-11-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C76 H99 B N8 O2'
_chemical_formula_weight         1167.44

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'
B B 0.0090 0.0039 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   20.6886(6)
_cell_length_b                   21.2747(5)
_cell_length_c                   21.4491(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9440.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    9926
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      53.02


_exptl_crystal_description       NEEDLE
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.820
_exptl_crystal_F_000             2520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.378
_shelx_estimated_absorpt_T_min   0.805
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  0.7507
_exptl_absorpt_correction_T_min  0.4674
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER D8 VENTURE PHOTON II'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39183
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_av_R_equivalents  0.0561
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.968
_diffrn_reflns_theta_max         54.383
_diffrn_reflns_theta_full        54.383
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.979
_reflns_number_total             11357
_reflns_number_gt                7944
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.807
_reflns_Friedel_fraction_max     0.969
_reflns_Friedel_fraction_full    0.969

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0700P)²+15.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00041(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 2661 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.45(13)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         11357
_refine_ls_number_parameters     756
_refine_ls_number_restraints     1902
_refine_ls_R_factor_all          0.1186
_refine_ls_R_factor_gt           0.0950
_refine_ls_wR_factor_ref         0.2388
_refine_ls_wR_factor_gt          0.2222
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_restrained_S_all      0.987
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5113(6) 0.0036(5) -0.0265(6) 0.130(3) Uani 1 1 d . U . . .
H1A H 0.554344 0.001911 -0.046646 0.156 Uiso 1 1 calc R U . . .
H1B H 0.479668 0.019545 -0.057285 0.156 Uiso 1 1 calc R U . . .
C2 C 0.4910(6) -0.0637(5) -0.0037(6) 0.127(3) Uani 1 1 d . U . . .
H2A H 0.488194 -0.092387 -0.039938 0.153 Uiso 1 1 calc R U . . .
H2B H 0.524287 -0.080296 0.025085 0.153 Uiso 1 1 calc R U . . .
C3 C 0.4252(6) -0.0613(5) 0.0298(6) 0.122(3) Uani 1 1 d . U . . .
H3A H 0.413939 -0.103615 0.045510 0.146 Uiso 1 1 calc R U . . .
H3B H 0.391249 -0.047895 0.000151 0.146 Uiso 1 1 calc R U . . .
C4 C 0.4286(6) -0.0141(4) 0.0853(6) 0.116(3) Uani 1 1 d . U . . .
H4A H 0.385983 -0.011995 0.106274 0.140 Uiso 1 1 calc R U . . .
H4B H 0.460872 -0.028708 0.116090 0.140 Uiso 1 1 calc R U . . .
C5 C 0.4474(5) 0.0515(4) 0.0615(6) 0.107(2) Uani 1 1 d . U . . .
H5 H 0.414235 0.067753 0.031632 0.128 Uiso 1 1 calc R U . . .
C6 C 0.5134(6) 0.0467(5) 0.0299(6) 0.120(3) Uani 1 1 d . U . . .
H6A H 0.527633 0.089104 0.016746 0.144 Uiso 1 1 calc R U . . .
H6B H 0.545436 0.030410 0.060228 0.144 Uiso 1 1 calc R U . . .
C7 C 0.4100(6) 0.1912(5) 0.0210(6) 0.117(2) Uani 1 1 d . U . . .
H7 H 0.453003 0.170024 0.017531 0.140 Uiso 1 1 calc R U . . .
C8 C 0.3707(6) 0.1755(5) -0.0340(6) 0.126(3) Uani 1 1 d . U . . .
H8A H 0.327892 0.196058 -0.030720 0.151 Uiso 1 1 calc R U . . .
H8B H 0.363766 0.129450 -0.035866 0.151 Uiso 1 1 calc R U . . .
C9 C 0.4049(7) 0.1976(5) -0.0936(6) 0.133(3) Uani 1 1 d . U . . .
H9A H 0.378089 0.187035 -0.130370 0.160 Uiso 1 1 calc R U . . .
H9B H 0.446812 0.175489 -0.097835 0.160 Uiso 1 1 calc R U . . .
C10 C 0.4166(7) 0.2692(5) -0.0916(7) 0.134(3) Uani 1 1 d . U . . .
H10A H 0.441190 0.282504 -0.128945 0.161 Uiso 1 1 calc R U . . .
H10B H 0.374735 0.291690 -0.091437 0.161 Uiso 1 1 calc R U . . .
C11 C 0.4514(7) 0.2839(5) -0.0379(7) 0.140(3) Uani 1 1 d . U . . .
H11A H 0.457319 0.330014 -0.036020 0.168 Uiso 1 1 calc R U . . .
H11B H 0.494786 0.264547 -0.040961 0.168 Uiso 1 1 calc R U . . .
C12 C 0.4197(7) 0.2621(5) 0.0230(6) 0.127(3) Uani 1 1 d . U . . .
H12A H 0.447655 0.273331 0.058819 0.152 Uiso 1 1 calc R U . . .
H12B H 0.377540 0.283328 0.028446 0.152 Uiso 1 1 calc R U . . .
C13 C 0.4064(5) 0.1403(4) 0.1270(6) 0.102(2) Uani 1 1 d . U . . .
C14 C 0.4061(5) 0.1098(4) 0.2347(5) 0.103(2) Uani 1 1 d . U . . .
H14A H 0.451187 0.117647 0.248079 0.123 Uiso 1 1 calc R U . . .
H14B H 0.403651 0.066315 0.218387 0.123 Uiso 1 1 calc R U . . .
C15 C 0.3628(5) 0.1160(4) 0.2887(6) 0.109(2) Uani 1 1 d . U . . .
H15A H 0.377323 0.087387 0.322328 0.131 Uiso 1 1 calc R U . . .
H15B H 0.318425 0.103632 0.276536 0.131 Uiso 1 1 calc R U . . .
C16 C 0.3625(6) 0.1862(4) 0.3136(6) 0.113(3) Uani 1 1 d . U . . .
H16A H 0.335078 0.190281 0.351137 0.136 Uiso 1 1 calc R U . . .
H16B H 0.406874 0.200393 0.323770 0.136 Uiso 1 1 calc R U . . .
C17 C 0.3351(5) 0.2236(4) 0.2601(5) 0.104(2) Uani 1 1 d . U . . .
H17A H 0.331565 0.268316 0.272387 0.124 Uiso 1 1 calc R U . . .
H17B H 0.291120 0.208083 0.250304 0.124 Uiso 1 1 calc R U . . .
C18 C 0.3777(5) 0.2181(4) 0.2022(6) 0.102(2) Uani 1 1 d . U . . .
H18 H 0.351787 0.235436 0.166835 0.122 Uiso 1 1 calc R U . . .
C19 C 0.4395(5) 0.2553(4) 0.2037(5) 0.099(2) Uani 1 1 d . U . . .
C21 C 0.4995(5) 0.4013(4) 0.1564(6) 0.098(2) Uani 1 1 d . U . . .
C20 C 0.4823(5) 0.3636(4) 0.2170(5) 0.094(2) Uani 1 1 d . U . . .
H20 H 0.521494 0.339511 0.230098 0.113 Uiso 1 1 calc R U . . .
C22 C 0.4587(5) 0.4063(4) 0.1074(6) 0.104(2) Uani 1 1 d . U . . .
H22 H 0.418304 0.385129 0.108277 0.125 Uiso 1 1 calc R U . . .
C23 C 0.4759(6) 0.4431(5) 0.0543(6) 0.116(3) Uani 1 1 d . U . . .
H23 H 0.447180 0.446098 0.019899 0.139 Uiso 1 1 calc R U . . .
C25 C 0.5749(6) 0.4705(5) 0.1076(6) 0.117(3) Uani 1 1 d . U . . .
H25 H 0.614343 0.493329 0.108642 0.140 Uiso 1 1 calc R U . . .
C24 C 0.5327(5) 0.4733(4) 0.0530(6) 0.107(2) Uani 1 1 d . U . . .
H24 H 0.545442 0.496316 0.017091 0.129 Uiso 1 1 calc R U . . .
C26 C 0.5569(5) 0.4349(4) 0.1563(5) 0.097(2) Uani 1 1 d . U . . .
H26 H 0.584262 0.432794 0.191823 0.117 Uiso 1 1 calc R U . . .
C28 C 0.4464(5) 0.3689(4) 0.3284(5) 0.099(2) Uani 1 1 d . U . . .
C27 C 0.4633(5) 0.4064(4) 0.2695(5) 0.092(2) Uani 1 1 d . U . . .
H27 H 0.502088 0.432488 0.279733 0.111 Uiso 1 1 calc R U . . .
C29 C 0.4977(5) 0.3343(4) 0.3575(5) 0.102(2) Uani 1 1 d . U . . .
H29 H 0.540570 0.336670 0.341832 0.123 Uiso 1 1 calc R U . . .
C30 C 0.4837(6) 0.2974(4) 0.4087(6) 0.110(3) Uani 1 1 d . U . . .
H30 H 0.517128 0.273501 0.427680 0.132 Uiso 1 1 calc R U . . .
C31 C 0.4198(6) 0.2946(4) 0.4337(6) 0.106(2) Uani 1 1 d . U . . .
H31 H 0.411122 0.270398 0.469943 0.127 Uiso 1 1 calc R U . . .
C32 C 0.3709(6) 0.3273(4) 0.4045(6) 0.109(3) Uani 1 1 d . U . . .
H32 H 0.327917 0.324236 0.419832 0.131 Uiso 1 1 calc R U . . .
C33 C 0.3840(5) 0.3652(4) 0.3522(5) 0.102(2) Uani 1 1 d . U . . .
H33 H 0.350051 0.388245 0.333066 0.122 Uiso 1 1 calc R U . . .
C34 C 0.4153(5) 0.5141(4) 0.2580(5) 0.087(2) Uani 1 1 d . U . . .
C35 C 0.3579(5) 0.5501(4) 0.2326(5) 0.095(2) Uani 1 1 d . U . . .
H35 H 0.317845 0.532477 0.252040 0.114 Uiso 1 1 calc R U . . .
C36 C 0.3517(5) 0.5434(4) 0.1606(5) 0.101(2) Uani 1 1 d . U . . .
H36A H 0.355598 0.498455 0.149211 0.121 Uiso 1 1 calc R U . . .
H36B H 0.308387 0.558009 0.147512 0.121 Uiso 1 1 calc R U . . .
C37 C 0.4011(5) 0.5794(4) 0.1270(6) 0.107(2) Uani 1 1 d . U . . .
H37A H 0.394697 0.575175 0.081434 0.128 Uiso 1 1 calc R U . . .
H37B H 0.444747 0.563494 0.137491 0.128 Uiso 1 1 calc R U . . .
C38 C 0.3948(5) 0.6497(4) 0.1466(5) 0.105(2) Uani 1 1 d . U . . .
H38A H 0.350918 0.665182 0.136611 0.126 Uiso 1 1 calc R U . . .
H38B H 0.426456 0.675410 0.123174 0.126 Uiso 1 1 calc R U . . .
C39 C 0.4075(5) 0.6562(4) 0.2180(5) 0.101(2) Uani 1 1 d . U . . .
H39A H 0.452428 0.643543 0.227914 0.121 Uiso 1 1 calc R U . . .
H39B H 0.401508 0.700448 0.231211 0.121 Uiso 1 1 calc R U . . .
C40 C 0.3480(5) 0.6310(4) 0.3084(6) 0.096(2) Uani 1 1 d . U . . .
C41 C 0.2924(6) 0.5865(4) 0.4021(6) 0.113(2) Uani 1 1 d . U . . .
H41 H 0.326690 0.609804 0.425385 0.136 Uiso 1 1 calc R U . . .
C42 C 0.3050(6) 0.5142(5) 0.4103(6) 0.124(3) Uani 1 1 d . U . . .
H42A H 0.273877 0.490737 0.384112 0.148 Uiso 1 1 calc R U . . .
H42B H 0.349023 0.504430 0.394896 0.148 Uiso 1 1 calc R U . . .
C43 C 0.2993(6) 0.4922(5) 0.4752(7) 0.132(3) Uani 1 1 d . U . . .
H43A H 0.304880 0.446000 0.476223 0.159 Uiso 1 1 calc R U . . .
H43B H 0.334335 0.511133 0.500386 0.159 Uiso 1 1 calc R U . . .
C44 C 0.2371(7) 0.5083(5) 0.5032(7) 0.139(3) Uani 1 1 d . U . . .
H44A H 0.236897 0.494502 0.547280 0.167 Uiso 1 1 calc R U . . .
H44B H 0.202381 0.485126 0.481174 0.167 Uiso 1 1 calc R U . . .
C45 C 0.2223(7) 0.5802(6) 0.5003(7) 0.142(3) Uani 1 1 d . U . . .
H45A H 0.178649 0.588642 0.517192 0.170 Uiso 1 1 calc R U . . .
H45B H 0.254155 0.603609 0.525826 0.170 Uiso 1 1 calc R U . . .
C46 C 0.2261(6) 0.6021(5) 0.4323(6) 0.127(3) Uani 1 1 d . U . . .
H46A H 0.218913 0.648050 0.430463 0.153 Uiso 1 1 calc R U . . .
H46B H 0.191335 0.581492 0.408023 0.153 Uiso 1 1 calc R U . . .
C47 C 0.3938(5) 0.7206(4) 0.4436(6) 0.108(2) Uani 1 1 d . U . . .
H47A H 0.438564 0.734664 0.435017 0.130 Uiso 1 1 calc R U . . .
H47B H 0.395589 0.678205 0.462544 0.130 Uiso 1 1 calc R U . . .
C48 C 0.3543(5) 0.7189(4) 0.3828(5) 0.100(2) Uani 1 1 d . U . . .
H48 H 0.309761 0.703899 0.393133 0.120 Uiso 1 1 calc R U . . .
C49 C 0.3487(5) 0.7865(4) 0.3573(5) 0.101(2) Uani 1 1 d . U . . .
H49A H 0.392128 0.800925 0.344143 0.122 Uiso 1 1 calc R U . . .
H49B H 0.320661 0.786079 0.319905 0.122 Uiso 1 1 calc R U . . .
C50 C 0.3219(6) 0.8323(5) 0.4034(6) 0.117(3) Uani 1 1 d . U . . .
H50A H 0.322505 0.875031 0.385214 0.141 Uiso 1 1 calc R U . . .
H50B H 0.276383 0.821266 0.412741 0.141 Uiso 1 1 calc R U . . .
C51 C 0.3593(6) 0.8318(5) 0.4608(6) 0.122(3) Uani 1 1 d . U . . .
H51A H 0.340977 0.862760 0.490354 0.147 Uiso 1 1 calc R U . . .
H51B H 0.404433 0.844252 0.451681 0.147 Uiso 1 1 calc R U . . .
C52 C 0.3589(6) 0.7687(4) 0.4899(6) 0.118(3) Uani 1 1 d . U . . .
H52A H 0.313874 0.755032 0.497652 0.141 Uiso 1 1 calc R U . . .
H52B H 0.382021 0.769904 0.530296 0.141 Uiso 1 1 calc R U . . .
C53 C 0.2555(7) 0.7985(5) 0.0299(7) 0.131(2) Uani 1 1 d . U . . .
C54 C 0.2234(7) 0.7408(5) 0.0408(7) 0.140(3) Uani 1 1 d . U . . .
H54 H 0.180370 0.741821 0.056164 0.168 Uiso 1 1 calc R U . . .
C55 C 0.2520(8) 0.6826(6) 0.0302(7) 0.149(3) Uani 1 1 d . U . . .
H55 H 0.230579 0.644264 0.039878 0.179 Uiso 1 1 calc R U . . .
C56 C 0.3186(7) 0.6838(6) 0.0024(7) 0.148(3) Uani 1 1 d . U . . .
H56 H 0.339464 0.645361 -0.007677 0.177 Uiso 1 1 calc R U . . .
C57 C 0.3475(7) 0.7353(6) -0.0079(7) 0.149(3) Uani 1 1 d . U . . .
H57 H 0.390984 0.734038 -0.021994 0.179 Uiso 1 1 calc R U . . .
C58 C 0.3168(7) 0.7965(5) 0.0010(7) 0.140(3) Uani 1 1 d . U . . .
H58 H 0.337612 0.834014 -0.012257 0.168 Uiso 1 1 calc R U . . .
C59 C 0.2464(6) 0.8881(6) 0.1158(7) 0.128(2) Uani 1 1 d . U . . .
C60 C 0.2116(6) 0.9335(6) 0.1463(7) 0.134(3) Uani 1 1 d . U . . .
H60 H 0.173309 0.950917 0.128937 0.161 Uiso 1 1 calc R U . . .
C61 C 0.2354(7) 0.9531(7) 0.2047(8) 0.148(3) Uani 1 1 d . U . . .
H61 H 0.211761 0.985239 0.225376 0.177 Uiso 1 1 calc R U . . .
C62 C 0.2865(6) 0.9317(6) 0.2333(7) 0.131(3) Uani 1 1 d . U . . .
H62 H 0.300183 0.947420 0.272621 0.157 Uiso 1 1 calc R U . . .
C63 C 0.3198(6) 0.8840(6) 0.2020(7) 0.129(3) Uani 1 1 d . U . . .
H63 H 0.357424 0.866276 0.220262 0.155 Uiso 1 1 calc R U . . .
C64 C 0.2996(6) 0.8634(5) 0.1476(6) 0.121(3) Uani 1 1 d . U . . .
H64 H 0.322645 0.829759 0.128834 0.145 Uiso 1 1 calc R U . . .
C65 C 0.2555(4) 0.9090(3) -0.0690(5) 0.136(3) Uani 1 1 d G U . . .
H65 H 0.251531 0.866879 -0.083307 0.164 Uiso 1 1 calc R U . . .
C66 C 0.2727(4) 0.9564(4) -0.1104(4) 0.146(3) Uani 1 1 d G U . . .
H66 H 0.280538 0.946669 -0.152989 0.175 Uiso 1 1 calc R U . . .
C67 C 0.2786(4) 1.0179(3) -0.0895(4) 0.141(3) Uani 1 1 d G U . . .
H67 H 0.290362 1.050340 -0.117799 0.169 Uiso 1 1 calc R U . . .
C68 C 0.2672(4) 1.0321(3) -0.0272(5) 0.134(3) Uani 1 1 d G U . . .
H68 H 0.271179 1.074222 -0.012926 0.161 Uiso 1 1 calc R U . . .
C69 C 0.2500(4) 0.9847(4) 0.0142(4) 0.133(3) Uani 1 1 d G U . . .
H69 H 0.242172 0.994433 0.056757 0.160 Uiso 1 1 calc R U . . .
C70 C 0.2441(4) 0.9232(3) -0.0067(4) 0.131(2) Uani 1 1 d G U . . .
C71 C 0.1428(3) 0.8598(4) 0.0382(5) 0.136(2) Uani 1 1 d G U . . .
C72 C 0.1119(4) 0.8743(4) -0.0175(4) 0.138(3) Uani 1 1 d G U . . .
H72 H 0.136192 0.889397 -0.051997 0.165 Uiso 1 1 calc R U . . .
C73 C 0.0454(4) 0.8667(4) -0.0228(4) 0.136(3) Uani 1 1 d G U . . .
H73 H 0.024229 0.876621 -0.060861 0.164 Uiso 1 1 calc R U . . .
C74 C 0.0098(3) 0.8446(4) 0.0276(5) 0.150(3) Uiso 1 1 d G U . . .
H74 H -0.035635 0.839414 0.024025 0.180 Uiso 1 1 calc R U . . .
C75 C 0.0408(5) 0.8301(4) 0.0833(4) 0.161(3) Uani 1 1 d G U . . .
H75 H 0.016464 0.814982 0.117776 0.193 Uiso 1 1 calc R U . . .
C76 C 0.1073(5) 0.8377(4) 0.0886(4) 0.158(3) Uani 1 1 d G U . . .
H76 H 0.128427 0.827758 0.126642 0.189 Uiso 1 1 calc R U . . .
B77 B 0.2228(8) 0.8675(6) 0.0433(8) 0.129(2) Uani 1 1 d . U . . .
N78 N 0.4522(4) 0.0926(3) 0.1162(4) 0.107(2) Uani 1 1 d . U . . .
H78 H 0.484194 0.087303 0.142687 0.128 Uiso 1 1 calc R U . . .
N79 N 0.3776(4) 0.1701(4) 0.0788(5) 0.109(2) Uani 1 1 d . U . . .
N80 N 0.3895(4) 0.1522(3) 0.1872(5) 0.0986(18) Uani 1 1 d . U . . .
N81 N 0.4302(4) 0.3181(3) 0.2038(4) 0.0968(19) Uani 1 1 d . U . . .
H81 H 0.391242 0.332629 0.195743 0.116 Uiso 1 1 calc R U . . .
N82 N 0.4115(4) 0.4502(3) 0.2509(4) 0.0904(18) Uani 1 1 d . U . . .
H82 H 0.376226 0.434434 0.234215 0.108 Uiso 1 1 calc R U . . .
N83 N 0.3626(4) 0.6163(3) 0.2500(4) 0.0930(18) Uani 1 1 d . U . . .
N84 N 0.2963(4) 0.6043(3) 0.3366(5) 0.1050(19) Uani 1 1 d . U . . .
H84 H 0.262087 0.597086 0.313346 0.126 Uiso 1 1 calc R U . . .
N85 N 0.3815(4) 0.6764(3) 0.3388(4) 0.0944(18) Uani 1 1 d . U . . .
H85 H 0.423014 0.679757 0.330759 0.113 Uiso 1 1 calc R U . . .
O86 O 0.4926(3) 0.2307(2) 0.2043(4) 0.0992(19) Uani 1 1 d . U . . .
O87 O 0.4580(3) 0.5391(2) 0.2886(3) 0.0954(18) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.520(15) . ?
C1 C2 1.569(15) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.541(16) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.559(14) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.536(13) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N78 1.466(13) . ?
C5 C6 1.528(14) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.472(15) . ?
C7 N79 1.478(14) . ?
C7 C12 1.523(14) . ?
C7 H7 1.0000 . ?
C8 C9 1.536(16) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.543(15) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.394(16) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.532(16) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 N79 1.350(13) . ?
C13 N80 1.363(13) . ?
C13 N78 1.408(12) . ?
C14 N80 1.404(12) . ?
C14 C15 1.469(14) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.588(13) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.506(14) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.529(14) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 N80 1.458(11) . ?
C18 C19 1.503(13) . ?
C18 H18 1.0000 . ?
C19 O86 1.218(11) . ?
C19 N81 1.350(11) . ?
C21 C22 1.353(14) . ?
C21 C26 1.386(13) . ?
C21 C20 1.568(14) . ?
C20 N81 1.475(11) . ?
C20 C27 1.502(13) . ?
C20 H20 1.0000 . ?
C22 C23 1.427(15) . ?
C22 H22 0.9500 . ?
C23 C24 1.340(14) . ?
C23 H23 0.9500 . ?
C25 C26 1.342(14) . ?
C25 C24 1.462(15) . ?
C25 H25 0.9500 . ?
C24 H24 0.9500 . ?
C26 H26 0.9500 . ?
C28 C33 1.391(14) . ?
C28 C29 1.436(14) . ?
C28 C27 1.533(13) . ?
C27 N82 1.475(11) . ?
C27 H27 1.0000 . ?
C29 C30 1.381(14) . ?
C29 H29 0.9500 . ?
C30 C31 1.426(14) . ?
C30 H30 0.9500 . ?
C31 C32 1.379(14) . ?
C31 H31 0.9500 . ?
C32 C33 1.408(14) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 O87 1.221(11) . ?
C34 N82 1.369(11) . ?
C34 C35 1.515(13) . ?
C35 N83 1.460(11) . ?
C35 C36 1.557(13) . ?
C35 H35 1.0000 . ?
C36 C37 1.468(13) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.558(12) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C39 1.560(14) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 N83 1.434(12) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 N83 1.327(12) . ?
C40 N84 1.352(12) . ?
C40 N85 1.355(12) . ?
C41 N84 1.457(14) . ?
C41 C46 1.552(14) . ?
C41 C42 1.569(13) . ?
C41 H41 1.0000 . ?
C42 C43 1.475(15) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.460(16) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.563(16) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.534(17) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 C48 1.541(15) . ?
C47 C52 1.598(14) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 N85 1.423(11) . ?
C48 C49 1.542(12) . ?
C48 H48 1.0000 . ?
C49 C50 1.496(13) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 C51 1.455(15) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C51 C52 1.480(14) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 C58 1.412(17) . ?
C53 C54 1.416(16) . ?
C53 B77 1.642(18) . ?
C54 C55 1.391(16) . ?
C54 H54 0.9500 . ?
C55 C56 1.503(19) . ?
C55 H55 0.9500 . ?
C56 C57 1.266(16) . ?
C56 H56 0.9500 . ?
C57 C58 1.461(16) . ?
C57 H57 0.9500 . ?
C58 H58 0.9500 . ?
C59 C60 1.373(16) . ?
C59 C64 1.398(15) . ?
C59 B77 1.69(2) . ?
C60 C61 1.408(17) . ?
C60 H60 0.9500 . ?
C61 C62 1.306(16) . ?
C61 H61 0.9500 . ?
C62 C63 1.398(16) . ?
C62 H62 0.9500 . ?
C63 C64 1.313(16) . ?
C63 H63 0.9500 . ?
C64 H64 0.9500 . ?
C65 C66 1.3900 . ?
C65 C70 1.3900 . ?
C65 H65 0.9500 . ?
C66 C67 1.3900 . ?
C66 H66 0.9500 . ?
C67 C68 1.3900 . ?
C67 H67 0.9500 . ?
C68 C69 1.3900 . ?
C68 H68 0.9500 . ?
C69 C70 1.3900 . ?
C69 H69 0.9500 . ?
C70 B77 1.656(17) . ?
C71 C72 1.3900 . ?
C71 C76 1.3900 . ?
C71 B77 1.667(17) . ?
C72 C73 1.3900 . ?
C72 H72 0.9500 . ?
C73 C74 1.3900 . ?
C73 H73 0.9500 . ?
C74 C75 1.3900 . ?
C74 H74 0.9500 . ?
C75 C76 1.3900 . ?
C75 H75 0.9500 . ?
C76 H76 0.9500 . ?
N78 H78 0.8800 . ?
N81 H81 0.8800 . ?
N82 H82 0.8800 . ?
N84 H84 0.8800 . ?
N85 H85 0.8800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 108.1(10) . . ?
C6 C1 H1A 110.1 . . ?
C2 C1 H1A 110.1 . . ?
C6 C1 H1B 110.1 . . ?
C2 C1 H1B 110.1 . . ?
H1A C1 H1B 108.4 . . ?
C3 C2 C1 110.6(9) . . ?
C3 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C2 C3 C4 109.8(10) . . ?
C2 C3 H3A 109.7 . . ?
C4 C3 H3A 109.7 . . ?
C2 C3 H3B 109.7 . . ?
C4 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
C5 C4 C3 110.0(10) . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
N78 C5 C6 109.5(9) . . ?
N78 C5 C4 107.0(9) . . ?
C6 C5 C4 108.3(9) . . ?
N78 C5 H5 110.7 . . ?
C6 C5 H5 110.7 . . ?
C4 C5 H5 110.7 . . ?
C1 C6 C5 111.5(10) . . ?
C1 C6 H6A 109.3 . . ?
C5 C6 H6A 109.3 . . ?
C1 C6 H6B 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C8 C7 N79 110.7(10) . . ?
C8 C7 C12 108.7(10) . . ?
N79 C7 C12 109.7(10) . . ?
C8 C7 H7 109.3 . . ?
N79 C7 H7 109.3 . . ?
C12 C7 H7 109.3 . . ?
C7 C8 C9 110.1(11) . . ?
C7 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
C7 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.2 . . ?
C8 C9 C10 110.6(11) . . ?
C8 C9 H9A 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
C11 C10 C9 109.0(11) . . ?
C11 C10 H10A 109.9 . . ?
C9 C10 H10A 109.9 . . ?
C11 C10 H10B 109.9 . . ?
C9 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
C10 C11 C12 114.6(12) . . ?
C10 C11 H11A 108.6 . . ?
C12 C11 H11A 108.6 . . ?
C10 C11 H11B 108.6 . . ?
C12 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
C7 C12 C11 109.4(10) . . ?
C7 C12 H12A 109.8 . . ?
C11 C12 H12A 109.8 . . ?
C7 C12 H12B 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.2 . . ?
N79 C13 N80 121.7(10) . . ?
N79 C13 N78 120.6(11) . . ?
N80 C13 N78 117.5(11) . . ?
N80 C14 C15 111.4(9) . . ?
N80 C14 H14A 109.4 . . ?
C15 C14 H14A 109.4 . . ?
N80 C14 H14B 109.4 . . ?
C15 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C14 C15 C16 110.6(9) . . ?
C14 C15 H15A 109.5 . . ?
C16 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C17 C16 C15 104.0(9) . . ?
C17 C16 H16A 110.9 . . ?
C15 C16 H16A 110.9 . . ?
C17 C16 H16B 110.9 . . ?
C15 C16 H16B 110.9 . . ?
H16A C16 H16B 109.0 . . ?
C16 C17 C18 111.1(9) . . ?
C16 C17 H17A 109.4 . . ?
C18 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
N80 C18 C19 111.7(8) . . ?
N80 C18 C17 110.4(8) . . ?
C19 C18 C17 115.6(9) . . ?
N80 C18 H18 106.1 . . ?
C19 C18 H18 106.1 . . ?
C17 C18 H18 106.1 . . ?
O86 C19 N81 123.6(9) . . ?
O86 C19 C18 122.7(8) . . ?
N81 C19 C18 113.6(9) . . ?
C22 C21 C26 119.5(11) . . ?
C22 C21 C20 122.9(9) . . ?
C26 C21 C20 117.4(10) . . ?
N81 C20 C27 110.5(8) . . ?
N81 C20 C21 110.1(9) . . ?
C27 C20 C21 111.8(7) . . ?
N81 C20 H20 108.1 . . ?
C27 C20 H20 108.1 . . ?
C21 C20 H20 108.1 . . ?
C21 C22 C23 120.5(11) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C24 C23 C22 119.9(12) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C26 C25 C24 118.8(11) . . ?
C26 C25 H25 120.6 . . ?
C24 C25 H25 120.6 . . ?
C23 C24 C25 119.2(12) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C25 C26 C21 122.0(12) . . ?
C25 C26 H26 119.0 . . ?
C21 C26 H26 119.0 . . ?
C33 C28 C29 119.8(10) . . ?
C33 C28 C27 123.0(10) . . ?
C29 C28 C27 117.2(9) . . ?
N82 C27 C20 111.7(8) . . ?
N82 C27 C28 112.7(8) . . ?
C20 C27 C28 111.2(7) . . ?
N82 C27 H27 106.9 . . ?
C20 C27 H27 106.9 . . ?
C28 C27 H27 106.9 . . ?
C30 C29 C28 118.9(11) . . ?
C30 C29 H29 120.6 . . ?
C28 C29 H29 120.6 . . ?
C29 C30 C31 121.1(11) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C32 C31 C30 119.3(11) . . ?
C32 C31 H31 120.4 . . ?
C30 C31 H31 120.4 . . ?
C31 C32 C33 120.6(11) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
C28 C33 C32 120.3(11) . . ?
C28 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
O87 C34 N82 122.2(9) . . ?
O87 C34 C35 122.7(8) . . ?
N82 C34 C35 114.6(9) . . ?
N83 C35 C34 110.1(8) . . ?
N83 C35 C36 110.3(8) . . ?
C34 C35 C36 112.0(9) . . ?
N83 C35 H35 108.1 . . ?
C34 C35 H35 108.1 . . ?
C36 C35 H35 108.1 . . ?
C37 C36 C35 112.5(9) . . ?
C37 C36 H36A 109.1 . . ?
C35 C36 H36A 109.1 . . ?
C37 C36 H36B 109.1 . . ?
C35 C36 H36B 109.1 . . ?
H36A C36 H36B 107.8 . . ?
C36 C37 C38 108.1(9) . . ?
C36 C37 H37A 110.1 . . ?
C38 C37 H37A 110.1 . . ?
C36 C37 H37B 110.1 . . ?
C38 C37 H37B 110.1 . . ?
H37A C37 H37B 108.4 . . ?
C37 C38 C39 109.7(8) . . ?
C37 C38 H38A 109.7 . . ?
C39 C38 H38A 109.7 . . ?
C37 C38 H38B 109.7 . . ?
C39 C38 H38B 109.7 . . ?
H38A C38 H38B 108.2 . . ?
N83 C39 C38 107.9(9) . . ?
N83 C39 H39A 110.1 . . ?
C38 C39 H39A 110.1 . . ?
N83 C39 H39B 110.1 . . ?
C38 C39 H39B 110.1 . . ?
H39A C39 H39B 108.4 . . ?
N83 C40 N84 120.2(10) . . ?
N83 C40 N85 120.4(9) . . ?
N84 C40 N85 119.2(10) . . ?
N84 C41 C46 113.3(10) . . ?
N84 C41 C42 110.7(9) . . ?
C46 C41 C42 108.1(9) . . ?
N84 C41 H41 108.2 . . ?
C46 C41 H41 108.2 . . ?
C42 C41 H41 108.2 . . ?
C43 C42 C41 113.8(10) . . ?
C43 C42 H42A 108.8 . . ?
C41 C42 H42A 108.8 . . ?
C43 C42 H42B 108.8 . . ?
C41 C42 H42B 108.8 . . ?
H42A C42 H42B 107.7 . . ?
C44 C43 C42 112.7(12) . . ?
C44 C43 H43A 109.1 . . ?
C42 C43 H43A 109.1 . . ?
C44 C43 H43B 109.1 . . ?
C42 C43 H43B 109.1 . . ?
H43A C43 H43B 107.8 . . ?
C43 C44 C45 112.6(10) . . ?
C43 C44 H44A 109.1 . . ?
C45 C44 H44A 109.1 . . ?
C43 C44 H44B 109.1 . . ?
C45 C44 H44B 109.1 . . ?
H44A C44 H44B 107.8 . . ?
C46 C45 C44 108.9(11) . . ?
C46 C45 H45A 109.9 . . ?
C44 C45 H45A 109.9 . . ?
C46 C45 H45B 109.9 . . ?
C44 C45 H45B 109.9 . . ?
H45A C45 H45B 108.3 . . ?
C45 C46 C41 112.1(11) . . ?
C45 C46 H46A 109.2 . . ?
C41 C46 H46A 109.2 . . ?
C45 C46 H46B 109.2 . . ?
C41 C46 H46B 109.2 . . ?
H46A C46 H46B 107.9 . . ?
C48 C47 C52 107.5(9) . . ?
C48 C47 H47A 110.2 . . ?
C52 C47 H47A 110.2 . . ?
C48 C47 H47B 110.2 . . ?
C52 C47 H47B 110.2 . . ?
H47A C47 H47B 108.5 . . ?
N85 C48 C47 111.5(8) . . ?
N85 C48 C49 112.8(9) . . ?
C47 C48 C49 108.5(8) . . ?
N85 C48 H48 107.9 . . ?
C47 C48 H48 107.9 . . ?
C49 C48 H48 107.9 . . ?
C50 C49 C48 113.6(9) . . ?
C50 C49 H49A 108.8 . . ?
C48 C49 H49A 108.8 . . ?
C50 C49 H49B 108.8 . . ?
C48 C49 H49B 108.8 . . ?
H49A C49 H49B 107.7 . . ?
C51 C50 C49 110.9(10) . . ?
C51 C50 H50A 109.5 . . ?
C49 C50 H50A 109.5 . . ?
C51 C50 H50B 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 108.0 . . ?
C50 C51 C52 111.1(10) . . ?
C50 C51 H51A 109.4 . . ?
C52 C51 H51A 109.4 . . ?
C50 C51 H51B 109.4 . . ?
C52 C51 H51B 109.4 . . ?
H51A C51 H51B 108.0 . . ?
C51 C52 C47 108.4(9) . . ?
C51 C52 H52A 110.0 . . ?
C47 C52 H52A 110.0 . . ?
C51 C52 H52B 110.0 . . ?
C47 C52 H52B 110.0 . . ?
H52A C52 H52B 108.4 . . ?
C58 C53 C54 117.9(12) . . ?
C58 C53 B77 118.2(11) . . ?
C54 C53 B77 123.6(13) . . ?
C55 C54 C53 123.1(14) . . ?
C55 C54 H54 118.4 . . ?
C53 C54 H54 118.4 . . ?
C54 C55 C56 116.0(13) . . ?
C54 C55 H55 122.0 . . ?
C56 C55 H55 122.0 . . ?
C57 C56 C55 121.2(14) . . ?
C57 C56 H56 119.4 . . ?
C55 C56 H56 119.4 . . ?
C56 C57 C58 122.9(15) . . ?
C56 C57 H57 118.5 . . ?
C58 C57 H57 118.5 . . ?
C53 C58 C57 118.3(12) . . ?
C53 C58 H58 120.9 . . ?
C57 C58 H58 120.9 . . ?
C60 C59 C64 116.4(13) . . ?
C60 C59 B77 118.0(12) . . ?
C64 C59 B77 125.5(12) . . ?
C59 C60 C61 116.7(12) . . ?
C59 C60 H60 121.7 . . ?
C61 C60 H60 121.7 . . ?
C62 C61 C60 126.7(14) . . ?
C62 C61 H61 116.6 . . ?
C60 C61 H61 116.6 . . ?
C61 C62 C63 115.2(14) . . ?
C61 C62 H62 122.4 . . ?
C63 C62 H62 122.4 . . ?
C64 C63 C62 120.8(13) . . ?
C64 C63 H63 119.6 . . ?
C62 C63 H63 119.6 . . ?
C63 C64 C59 124.0(13) . . ?
C63 C64 H64 118.0 . . ?
C59 C64 H64 118.0 . . ?
C66 C65 C70 120.0 . . ?
C66 C65 H65 120.0 . . ?
C70 C65 H65 120.0 . . ?
C65 C66 C67 120.0 . . ?
C65 C66 H66 120.0 . . ?
C67 C66 H66 120.0 . . ?
C68 C67 C66 120.0 . . ?
C68 C67 H67 120.0 . . ?
C66 C67 H67 120.0 . . ?
C69 C68 C67 120.0 . . ?
C69 C68 H68 120.0 . . ?
C67 C68 H68 120.0 . . ?
C68 C69 C70 120.0 . . ?
C68 C69 H69 120.0 . . ?
C70 C69 H69 120.0 . . ?
C69 C70 C65 120.0 . . ?
C69 C70 B77 119.2(8) . . ?
C65 C70 B77 120.8(8) . . ?
C72 C71 C76 120.0 . . ?
C72 C71 B77 119.5(9) . . ?
C76 C71 B77 120.5(9) . . ?
C73 C72 C71 120.0 . . ?
C73 C72 H72 120.0 . . ?
C71 C72 H72 120.0 . . ?
C72 C73 C74 120.0 . . ?
C72 C73 H73 120.0 . . ?
C74 C73 H73 120.0 . . ?
C75 C74 C73 120.0 . . ?
C75 C74 H74 120.0 . . ?
C73 C74 H74 120.0 . . ?
C76 C75 C74 120.0 . . ?
C76 C75 H75 120.0 . . ?
C74 C75 H75 120.0 . . ?
C75 C76 C71 120.0 . . ?
C75 C76 H76 120.0 . . ?
C71 C76 H76 120.0 . . ?
C53 B77 C70 114.6(12) . . ?
C53 B77 C71 108.0(10) . . ?
C70 B77 C71 107.0(10) . . ?
C53 B77 C59 105.9(11) . . ?
C70 B77 C59 109.5(9) . . ?
C71 B77 C59 111.9(12) . . ?
C13 N78 C5 121.1(9) . . ?
C13 N78 H78 119.5 . . ?
C5 N78 H78 119.5 . . ?
C13 N79 C7 125.7(10) . . ?
C13 N80 C14 120.4(9) . . ?
C13 N80 C18 115.5(9) . . ?
C14 N80 C18 120.0(10) . . ?
C19 N81 C20 123.0(8) . . ?
C19 N81 H81 118.5 . . ?
C20 N81 H81 118.5 . . ?
C34 N82 C27 123.7(8) . . ?
C34 N82 H82 118.1 . . ?
C27 N82 H82 118.1 . . ?
C40 N83 C39 117.4(8) . . ?
C40 N83 C35 116.9(8) . . ?
C39 N83 C35 119.5(9) . . ?
C40 N84 C41 125.8(10) . . ?
C40 N84 H84 117.1 . . ?
C41 N84 H84 117.1 . . ?
C40 N85 C48 124.8(9) . . ?
C40 N85 H85 117.6 . . ?
C48 N85 H85 117.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 57.7(14) . . . . ?
C1 C2 C3 C4 -56.9(14) . . . . ?
C2 C3 C4 C5 58.2(12) . . . . ?
C3 C4 C5 N78 -177.7(9) . . . . ?
C3 C4 C5 C6 -59.8(12) . . . . ?
C2 C1 C6 C5 -60.9(13) . . . . ?
N78 C5 C6 C1 179.0(9) . . . . ?
C4 C5 C6 C1 62.7(13) . . . . ?
N79 C7 C8 C9 -180.0(9) . . . . ?
C12 C7 C8 C9 59.5(13) . . . . ?
C7 C8 C9 C10 -58.9(14) . . . . ?
C8 C9 C10 C11 55.9(16) . . . . ?
C9 C10 C11 C12 -56.3(15) . . . . ?
C8 C7 C12 C11 -57.1(15) . . . . ?
N79 C7 C12 C11 -178.2(10) . . . . ?
C10 C11 C12 C7 58.2(15) . . . . ?
N80 C14 C15 C16 -55.7(12) . . . . ?
C14 C15 C16 C17 63.3(12) . . . . ?
C15 C16 C17 C18 -61.3(10) . . . . ?
C16 C17 C18 N80 52.8(11) . . . . ?
C16 C17 C18 C19 -75.2(10) . . . . ?
N80 C18 C19 O86 -13.2(16) . . . . ?
C17 C18 C19 O86 114.2(12) . . . . ?
N80 C18 C19 N81 166.4(10) . . . . ?
C17 C18 C19 N81 -66.2(13) . . . . ?
C22 C21 C20 N81 20.5(12) . . . . ?
C26 C21 C20 N81 -165.1(8) . . . . ?
C22 C21 C20 C27 -102.7(11) . . . . ?
C26 C21 C20 C27 71.7(11) . . . . ?
C26 C21 C22 C23 3.5(15) . . . . ?
C20 C21 C22 C23 177.8(8) . . . . ?
C21 C22 C23 C24 -0.5(15) . . . . ?
C22 C23 C24 C25 -2.9(15) . . . . ?
C26 C25 C24 C23 3.3(15) . . . . ?
C24 C25 C26 C21 -0.3(15) . . . . ?
C22 C21 C26 C25 -3.1(15) . . . . ?
C20 C21 C26 C25 -177.7(9) . . . . ?
N81 C20 C27 N82 -70.0(9) . . . . ?
C21 C20 C27 N82 52.9(11) . . . . ?
N81 C20 C27 C28 56.9(11) . . . . ?
C21 C20 C27 C28 179.8(8) . . . . ?
C33 C28 C27 N82 14.9(13) . . . . ?
C29 C28 C27 N82 -168.1(8) . . . . ?
C33 C28 C27 C20 -111.5(10) . . . . ?
C29 C28 C27 C20 65.5(12) . . . . ?
C33 C28 C29 C30 0.4(14) . . . . ?
C27 C28 C29 C30 -176.7(9) . . . . ?
C28 C29 C30 C31 -1.5(15) . . . . ?
C29 C30 C31 C32 2.6(15) . . . . ?
C30 C31 C32 C33 -2.6(15) . . . . ?
C29 C28 C33 C32 -0.3(15) . . . . ?
C27 C28 C33 C32 176.6(9) . . . . ?
C31 C32 C33 C28 1.5(15) . . . . ?
O87 C34 C35 N83 0.3(14) . . . . ?
N82 C34 C35 N83 172.4(9) . . . . ?
O87 C34 C35 C36 123.4(10) . . . . ?
N82 C34 C35 C36 -64.5(11) . . . . ?
N83 C35 C36 C37 49.9(11) . . . . ?
C34 C35 C36 C37 -73.1(10) . . . . ?
C35 C36 C37 C38 -57.8(11) . . . . ?
C36 C37 C38 C39 61.8(12) . . . . ?
C37 C38 C39 N83 -57.0(11) . . . . ?
N84 C41 C42 C43 -177.7(10) . . . . ?
C46 C41 C42 C43 -53.1(15) . . . . ?
C41 C42 C43 C44 54.9(15) . . . . ?
C42 C43 C44 C45 -55.6(16) . . . . ?
C43 C44 C45 C46 55.8(16) . . . . ?
C44 C45 C46 C41 -56.1(14) . . . . ?
N84 C41 C46 C45 177.5(9) . . . . ?
C42 C41 C46 C45 54.5(14) . . . . ?
C52 C47 C48 N85 -179.2(7) . . . . ?
C52 C47 C48 C49 56.0(10) . . . . ?
N85 C48 C49 C50 -178.5(9) . . . . ?
C47 C48 C49 C50 -54.4(12) . . . . ?
C48 C49 C50 C51 55.1(13) . . . . ?
C49 C50 C51 C52 -59.8(13) . . . . ?
C50 C51 C52 C47 63.6(13) . . . . ?
C48 C47 C52 C51 -61.8(12) . . . . ?
C58 C53 C54 C55 6(2) . . . . ?
B77 C53 C54 C55 -179.0(14) . . . . ?
C53 C54 C55 C56 -3(2) . . . . ?
C54 C55 C56 C57 3(2) . . . . ?
C55 C56 C57 C58 -6(2) . . . . ?
C54 C53 C58 C57 -8(2) . . . . ?
B77 C53 C58 C57 176.8(12) . . . . ?
C56 C57 C58 C53 8(2) . . . . ?
C64 C59 C60 C61 3.7(19) . . . . ?
B77 C59 C60 C61 -175.2(12) . . . . ?
C59 C60 C61 C62 -1(2) . . . . ?
C60 C61 C62 C63 -1(2) . . . . ?
C61 C62 C63 C64 0(2) . . . . ?
C62 C63 C64 C59 3(2) . . . . ?
C60 C59 C64 C63 -5(2) . . . . ?
B77 C59 C64 C63 174.3(13) . . . . ?
C70 C65 C66 C67 0.0 . . . . ?
C65 C66 C67 C68 0.0 . . . . ?
C66 C67 C68 C69 0.0 . . . . ?
C67 C68 C69 C70 0.0 . . . . ?
C68 C69 C70 C65 0.0 . . . . ?
C68 C69 C70 B77 -179.4(9) . . . . ?
C66 C65 C70 C69 0.0 . . . . ?
C66 C65 C70 B77 179.4(9) . . . . ?
C76 C71 C72 C73 0.0 . . . . ?
B77 C71 C72 C73 178.6(9) . . . . ?
C71 C72 C73 C74 0.0 . . . . ?
C72 C73 C74 C75 0.0 . . . . ?
C73 C74 C75 C76 0.0 . . . . ?
C74 C75 C76 C71 0.0 . . . . ?
C72 C71 C76 C75 0.0 . . . . ?
B77 C71 C76 C75 -178.6(9) . . . . ?
C58 C53 B77 C70 29.4(17) . . . . ?
C54 C53 B77 C70 -145.2(13) . . . . ?
C58 C53 B77 C71 148.5(12) . . . . ?
C54 C53 B77 C71 -26.1(18) . . . . ?
C58 C53 B77 C59 -91.5(15) . . . . ?
C54 C53 B77 C59 94.0(15) . . . . ?
C69 C70 B77 C53 -146.3(9) . . . . ?
C65 C70 B77 C53 34.2(13) . . . . ?
C69 C70 B77 C71 94.0(10) . . . . ?
C65 C70 B77 C71 -85.4(10) . . . . ?
C69 C70 B77 C59 -27.5(12) . . . . ?
C65 C70 B77 C59 153.1(8) . . . . ?
C72 C71 B77 C53 -96.0(11) . . . . ?
C76 C71 B77 C53 82.6(12) . . . . ?
C72 C71 B77 C70 27.9(12) . . . . ?
C76 C71 B77 C70 -153.6(7) . . . . ?
C72 C71 B77 C59 147.9(8) . . . . ?
C76 C71 B77 C59 -33.5(11) . . . . ?
C60 C59 B77 C53 -160.7(12) . . . . ?
C64 C59 B77 C53 20.5(17) . . . . ?
C60 C59 B77 C70 75.2(15) . . . . ?
C64 C59 B77 C70 -103.6(14) . . . . ?
C60 C59 B77 C71 -43.3(15) . . . . ?
C64 C59 B77 C71 137.9(12) . . . . ?
N79 C13 N78 C5 -32.0(13) . . . . ?
N80 C13 N78 C5 143.9(9) . . . . ?
C6 C5 N78 C13 133.0(10) . . . . ?
C4 C5 N78 C13 -109.9(11) . . . . ?
N80 C13 N79 C7 142.6(10) . . . . ?
N78 C13 N79 C7 -41.7(14) . . . . ?
C8 C7 N79 C13 135.8(11) . . . . ?
C12 C7 N79 C13 -104.3(12) . . . . ?
N79 C13 N80 C14 162.3(9) . . . . ?
N78 C13 N80 C14 -13.6(13) . . . . ?
N79 C13 N80 C18 -40.7(13) . . . . ?
N78 C13 N80 C18 143.4(9) . . . . ?
C15 C14 N80 C13 -156.3(9) . . . . ?
C15 C14 N80 C18 47.7(12) . . . . ?
C19 C18 N80 C13 -72.0(13) . . . . ?
C17 C18 N80 C13 157.8(9) . . . . ?
C19 C18 N80 C14 85.1(12) . . . . ?
C17 C18 N80 C14 -45.1(12) . . . . ?
O86 C19 N81 C20 -12.2(18) . . . . ?
C18 C19 N81 C20 168.2(10) . . . . ?
C27 C20 N81 C19 -124.9(10) . . . . ?
C21 C20 N81 C19 111.2(11) . . . . ?
O87 C34 N82 C27 -10.8(15) . . . . ?
C35 C34 N82 C27 177.1(8) . . . . ?
C20 C27 N82 C34 -127.1(9) . . . . ?
C28 C27 N82 C34 106.8(10) . . . . ?
N84 C40 N83 C39 165.6(8) . . . . ?
N85 C40 N83 C39 -9.2(13) . . . . ?
N84 C40 N83 C35 -42.1(13) . . . . ?
N85 C40 N83 C35 143.1(9) . . . . ?
C38 C39 N83 C40 -155.5(8) . . . . ?
C38 C39 N83 C35 53.0(11) . . . . ?
C34 C35 N83 C40 -76.3(11) . . . . ?
C36 C35 N83 C40 159.6(9) . . . . ?
C34 C35 N83 C39 75.3(12) . . . . ?
C36 C35 N83 C39 -48.8(12) . . . . ?
N83 C40 N84 C41 144.1(10) . . . . ?
N85 C40 N84 C41 -41.0(13) . . . . ?
C46 C41 N84 C40 139.1(10) . . . . ?
C42 C41 N84 C40 -99.3(12) . . . . ?
N83 C40 N85 C48 144.6(9) . . . . ?
N84 C40 N85 C48 -30.3(14) . . . . ?
C47 C48 N85 C40 129.5(10) . . . . ?
C49 C48 N85 C40 -108.0(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C14 H14A O87 0.99 2.64 3.228(12) 118.5 3_645 yes
C39 H39A O86 0.99 2.62 3.090(13) 109.5 3_655 yes
C39 H39A O87 0.99 2.58 3.098(11) 112.7 . yes
N85 H85 O86 0.88 2.19 2.997(10) 152.5 3_655 yes

_refine_diff_density_max         0.240
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.047



# start Validation Reply Form
_vrf_THETM01_cu_20180530xlhbp_0ma_a_sq 
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The dataset was cut at 0.95 Angstroms as at this point the 
average I/sigama(I) drop to below 2. Increase the exposure time didn't
help.
;
_vrf_PLAT340_cu_20180530xlhbp_0ma_a_sq 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01588 Ang.  
RESPONSE: The resolution is low, hard to get high precision on C-C Bonds
;
# end Validation Reply Form
