# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# 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 
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data_L5Cl
_database_code_depnum_ccdc_archive 'CCDC 1481148'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2016-07-01 downloaded from the CCDC.
;
_audit_creation_date             2014-05-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C31 H20 F12 N6 O3, C16 H36 N, Cl'
_chemical_formula_sum            'C47 H56 Cl1 F12 N7 O3 '
_chemical_formula_weight         1030.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.919(5)
_cell_length_b                   13.561(6)
_cell_length_c                   14.982(6)
_cell_angle_alpha                107.158(9)
_cell_angle_beta                 93.703(8)
_cell_angle_gamma                90.818(6)
_cell_volume                     2501.2(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2912
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.1
_cell_measurement_theta_min      2.8
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.168
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.485
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Chunk
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0962
_diffrn_reflns_av_unetI/netI     0.0798
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            27362
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.028
_diffrn_reflns_theta_min         2.191
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.073233
_diffrn_orient_matrix_UB_12      -0.025465
_diffrn_orient_matrix_UB_13      0.003474
_diffrn_orient_matrix_UB_21      0.007001
_diffrn_orient_matrix_UB_22      -0.037519
_diffrn_orient_matrix_UB_23      -0.067134
_diffrn_orient_matrix_UB_31      0.018293
_diffrn_orient_matrix_UB_32      -0.065949
_diffrn_orient_matrix_UB_33      0.014871
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4667
_reflns_number_total             8776
_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       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_data_collection       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     709
_refine_ls_number_reflns         8776
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.1510
_refine_ls_R_factor_gt           0.0874
_refine_ls_restrained_S_all      1.014
_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)+(0.1371P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2085
_refine_ls_wR_factor_ref         0.2528
_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. Restrained distances
 N3-H3A = N2-H2 = N1-H1 = N4-H4A = N5-H5A = N6-H6A
 0.88 with sigma of 0.02
3. Rigid body (RIGU) restrains
 F6A, F6, F5, F4A, F4, F5A, C16
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(F4A)=Sof(F5A)=Sof(F6A)=1-FVAR(1)
 Sof(F4)=Sof(F5)=Sof(F6)=FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=1-FVAR(2)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C101(H10A,H10B), C102(H10C,H10D), C103(H10E,H10F), C105(H10J,H10K), C106(H10L,
 H10M), C107(H10N,H10O), C109(H10S,H10T), C110(H11A,H11B), C111(H11C,H11D),
 C113(H11H,H11I), C114(H11J,H11K), C115(H11L,H11M)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C12(H12), C14(H14), C18(H18),
 C19(H19), C20(H20), C21(H21), C25(H25), C27(H27), C29(H29)
5.c Idealised Me refined as rotating group:
 C104(H10G,H10H,H10I), C108(H10P,H10Q,H10R), C112(H11E,H11F,H11G), C116(H11N,
 H11O,H11P)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3655(3) 0.5191(4) 1.2002(3) 0.0519(11) Uani 1 1 d . . . . .
C2 C 0.2806(3) 0.3563(3) 1.1048(3) 0.0542(11) Uani 1 1 d . . . . .
C3 C 0.2469(4) 0.3179(3) 1.1751(4) 0.0617(12) Uani 1 1 d . . . . .
H3 H 0.2759 0.3451 1.2377 0.074 Uiso 1 1 calc R . . . .
C4 C 0.1714(4) 0.2406(4) 1.1532(4) 0.0688(14) Uani 1 1 d . . . . .
H4 H 0.1478 0.2149 1.2011 0.083 Uiso 1 1 calc R . . . .
C5 C 0.1299(4) 0.2002(4) 1.0633(4) 0.0683(14) Uani 1 1 d . . . . .
H5 H 0.0784 0.1461 1.0492 0.082 Uiso 1 1 calc R . . . .
C6 C 0.1621(4) 0.2373(4) 0.9926(4) 0.0639(13) Uani 1 1 d . . . . .
H6 H 0.1332 0.2086 0.9301 0.077 Uiso 1 1 calc R . . . .
C7 C 0.2379(3) 0.3177(3) 1.0137(3) 0.0541(11) Uani 1 1 d . . . . .
C8 C 0.2429(3) 0.3357(4) 0.8536(3) 0.0530(11) Uani 1 1 d . . . . .
C9 C 0.2791(3) 0.3925(4) 0.7146(3) 0.0518(11) Uani 1 1 d . . . . .
C10 C 0.2467(3) 0.3036(4) 0.6458(3) 0.0565(12) Uani 1 1 d . . . . .
H10 H 0.2299 0.2431 0.6621 0.068 Uiso 1 1 calc R . . . .
C11 C 0.2384(3) 0.3019(4) 0.5526(4) 0.0608(12) Uani 1 1 d . . . . .
C12 C 0.2649(4) 0.3887(4) 0.5266(4) 0.0673(13) Uani 1 1 d . . . . .
H12 H 0.2603 0.3868 0.4625 0.081 Uiso 1 1 calc R . . . .
C13 C 0.2980(4) 0.4774(4) 0.5956(4) 0.0639(13) Uani 1 1 d . . . . .
C14 C 0.3050(3) 0.4809(4) 0.6888(4) 0.0591(12) Uani 1 1 d . . . . .
H14 H 0.3274 0.5431 0.7355 0.071 Uiso 1 1 calc R . . . .
C15 C 0.1970(4) 0.2069(5) 0.4796(4) 0.0713(14) Uani 1 1 d . . . . .
C16 C 0.3255(5) 0.5727(5) 0.5695(5) 0.0827(16) Uani 1 1 d . . . . .
C17 C 0.4731(3) 0.6746(3) 1.2795(3) 0.0519(11) Uani 1 1 d . . . . .
C18 C 0.4741(3) 0.6713(4) 1.3708(4) 0.0593(12) Uani 1 1 d . . . . .
H18 H 0.4579 0.6078 1.3823 0.071 Uiso 1 1 calc R . . . .
C19 C 0.4978(3) 0.7570(4) 1.4447(4) 0.0615(12) Uani 1 1 d . . . . .
H19 H 0.4964 0.7536 1.5071 0.074 Uiso 1 1 calc R . . . .
C20 C 0.5241(4) 0.8503(4) 1.4277(4) 0.0658(13) Uani 1 1 d . . . . .
H20 H 0.5426 0.9103 1.4785 0.079 Uiso 1 1 calc R . . . .
C21 C 0.5231(4) 0.8543(4) 1.3367(4) 0.0643(13) Uani 1 1 d . . . . .
H21 H 0.5395 0.9179 1.3256 0.077 Uiso 1 1 calc R . . . .
C22 C 0.4988(3) 0.7682(4) 1.2617(3) 0.0550(11) Uani 1 1 d . . . . .
C23 C 0.5509(4) 0.8369(4) 1.1333(4) 0.0553(12) Uani 1 1 d . . . . .
C24 C 0.5719(3) 0.8724(3) 0.9825(3) 0.0530(11) Uani 1 1 d . . . . .
C25 C 0.5413(3) 0.8396(3) 0.8885(3) 0.0541(11) Uani 1 1 d . . . . .
H25 H 0.4969 0.7799 0.8641 0.065 Uiso 1 1 calc R . . . .
C26 C 0.5752(4) 0.8936(4) 0.8283(3) 0.0576(12) Uani 1 1 d . . . . .
C27 C 0.6398(3) 0.9807(4) 0.8633(4) 0.0604(12) Uani 1 1 d . . . . .
H27 H 0.6627 1.0178 0.8231 0.073 Uiso 1 1 calc R . . . .
C28 C 0.6702(3) 1.0127(3) 0.9573(4) 0.0560(12) Uani 1 1 d . . . . .
C29 C 0.6384(3) 0.9601(3) 1.0184(3) 0.0548(11) Uani 1 1 d . . . . .
H29 H 0.6612 0.9831 1.0830 0.066 Uiso 1 1 calc R . . . .
C30 C 0.5418(4) 0.8551(4) 0.7280(4) 0.0681(14) Uani 1 1 d . . . . .
C31 C 0.7419(4) 1.1042(4) 0.9954(4) 0.0665(13) Uani 1 1 d . . . . .
F1 F 0.211(3) 0.1244(9) 0.5008(17) 0.148(8) Uani 0.65(4) 1 d . . P A 1
F1A F 0.2522(19) 0.123(2) 0.473(3) 0.132(12) Uani 0.35(4) 1 d . . P A 2
F2 F 0.0922(9) 0.2138(16) 0.4664(13) 0.103(4) Uani 0.65(4) 1 d . . P A 1
F2A F 0.109(2) 0.170(3) 0.492(2) 0.106(9) Uani 0.35(4) 1 d . . P A 2
F3 F 0.2268(13) 0.1997(12) 0.3993(10) 0.117(5) Uani 0.65(4) 1 d . . P A 1
F3A F 0.191(4) 0.2065(18) 0.3872(18) 0.153(13) Uani 0.35(4) 1 d . . P A 2
F4 F 0.2938(6) 0.5710(5) 0.4856(4) 0.121(3) Uani 0.858(12) 1 d . . P B 1
F4A F 0.409(3) 0.548(3) 0.522(3) 0.106(8) Uani 0.142(12) 1 d . . P B 2
F5 F 0.4274(4) 0.5907(6) 0.5759(6) 0.117(2) Uani 0.858(12) 1 d . . P B 1
F5A F 0.355(3) 0.648(3) 0.644(2) 0.094(7) Uani 0.142(12) 1 d . . P B 2
F6 F 0.2898(8) 0.6581(4) 0.6270(5) 0.131(3) Uani 0.858(12) 1 d . . P B 1
F6A F 0.243(3) 0.607(2) 0.538(3) 0.101(8) Uani 0.142(12) 1 d . . P B 2
F7 F 0.4380(3) 0.8439(3) 0.7115(2) 0.1009(11) Uani 1 1 d . . . . .
F8 F 0.5769(3) 0.7618(2) 0.6862(2) 0.0863(9) Uani 1 1 d . . . . .
F9 F 0.5716(3) 0.9161(2) 0.6783(2) 0.0989(11) Uani 1 1 d . . . . .
F10 F 0.7274(3) 1.1576(3) 1.0823(3) 0.1025(11) Uani 1 1 d . . . . .
F11 F 0.7333(2) 1.1717(2) 0.9457(2) 0.0883(9) Uani 1 1 d . . . . .
F12 F 0.8419(2) 1.0795(3) 0.9947(3) 0.0994(11) Uani 1 1 d . . . . .
N1 N 0.3613(3) 0.4343(3) 1.1250(3) 0.0547(10) Uani 1 1 d D . . . .
H1 H 0.410(3) 0.420(3) 1.085(3) 0.066 Uiso 1 1 d DR . . . .
N2 N 0.2725(3) 0.3629(3) 0.9460(3) 0.0556(10) Uani 1 1 d D . . . .
H2 H 0.311(3) 0.418(2) 0.978(3) 0.067 Uiso 1 1 d DR . . . .
N3 N 0.2901(3) 0.4016(3) 0.8095(3) 0.0573(10) Uani 1 1 d D . . . .
H3A H 0.323(3) 0.455(2) 0.849(3) 0.069 Uiso 1 1 d DR . . . .
N4 N 0.4495(3) 0.5858(3) 1.2046(3) 0.0584(10) Uani 1 1 d D . . . .
H4A H 0.488(3) 0.564(4) 1.158(2) 0.070 Uiso 1 1 d DR . . . .
N5 N 0.4956(3) 0.7684(3) 1.1677(3) 0.0611(10) Uani 1 1 d D . . . .
H5A H 0.468(4) 0.712(2) 1.125(3) 0.073 Uiso 1 1 d DR . . . .
N6 N 0.5335(3) 0.8151(3) 1.0393(3) 0.0548(9) Uani 1 1 d D . . . .
H6A H 0.499(3) 0.762(2) 0.999(3) 0.066 Uiso 1 1 d DR . . . .
O1 O 0.3018(2) 0.5387(2) 1.2596(2) 0.0607(8) Uani 1 1 d . . . . .
O2 O 0.1835(2) 0.2650(3) 0.8111(2) 0.0658(9) Uani 1 1 d . . . . .
O3 O 0.6040(3) 0.9084(3) 1.1834(2) 0.0738(10) Uani 1 1 d . . . . .
C101 C 0.8044(3) 0.2137(4) 0.6295(4) 0.0660(13) Uani 1 1 d . . . . .
H10A H 0.7530 0.1688 0.6466 0.079 Uiso 1 1 calc R . . . .
H10B H 0.7691 0.2773 0.6270 0.079 Uiso 1 1 calc R . . . .
C102 C 0.8364(4) 0.1588(4) 0.5329(4) 0.0742(14) Uani 1 1 d . . . . .
H10C H 0.8799 0.1003 0.5361 0.089 Uiso 1 1 calc R . . . .
H10D H 0.8790 0.2070 0.5108 0.089 Uiso 1 1 calc R . . . .
C103 C 0.7440(4) 0.1186(4) 0.4631(4) 0.0710(14) Uani 1 1 d . . . . .
H10E H 0.7003 0.0719 0.4861 0.085 Uiso 1 1 calc R . . . .
H10F H 0.7015 0.1774 0.4586 0.085 Uiso 1 1 calc R . . . .
C104 C 0.7755(5) 0.0615(5) 0.3676(4) 0.0952(18) Uani 1 1 d . . . . .
H10G H 0.8229 0.0072 0.3724 0.143 Uiso 1 1 calc GR . . . .
H10H H 0.8105 0.1096 0.3409 0.143 Uiso 1 1 calc GR . . . .
H10I H 0.7138 0.0302 0.3271 0.143 Uiso 1 1 calc GR . . . .
C105 C 0.9707(3) 0.3168(3) 0.6851(4) 0.0588(12) Uani 1 1 d . . . . .
H10J H 1.0278 0.3325 0.7350 0.071 Uiso 1 1 calc R . . . .
H10K H 1.0007 0.2798 0.6258 0.071 Uiso 1 1 calc R . . . .
C106 C 0.9313(4) 0.4180(4) 0.6760(4) 0.0712(15) Uani 1 1 d . . . . .
H10L H 0.9042 0.4580 0.7359 0.085 Uiso 1 1 calc R . . . .
H10M H 0.8736 0.4041 0.6267 0.085 Uiso 1 1 calc R . . . .
C107 C 1.0167(4) 0.4807(4) 0.6514(4) 0.0708(14) Uani 1 1 d . . . . .
H10N H 1.0743 0.4934 0.7007 0.085 Uiso 1 1 calc R . . . .
H10O H 1.0437 0.4397 0.5918 0.085 Uiso 1 1 calc R . . . .
C108 C 0.9831(5) 0.5827(4) 0.6412(5) 0.097(2) Uani 1 1 d . . . . .
H10P H 0.9522 0.6222 0.6984 0.146 Uiso 1 1 calc GR . . . .
H10Q H 0.9317 0.5708 0.5877 0.146 Uiso 1 1 calc GR . . . .
H10R H 1.0434 0.6214 0.6308 0.146 Uiso 1 1 calc GR . . . .
C109 C 0.8433(3) 0.2960(4) 0.7973(3) 0.0595(12) Uani 1 1 d . . . . .
H10S H 0.7848 0.2511 0.8036 0.071 Uiso 1 1 calc R . . . .
H10T H 0.8137 0.3611 0.7918 0.071 Uiso 1 1 calc R . . . .
C110 C 0.9134(4) 0.3215(4) 0.8870(3) 0.0627(13) Uani 1 1 d . . . . .
H11A H 0.9292 0.2572 0.9029 0.075 Uiso 1 1 calc R . . . .
H11B H 0.9796 0.3535 0.8777 0.075 Uiso 1 1 calc R . . . .
C111 C 0.8615(4) 0.3946(4) 0.9662(4) 0.0685(14) Uani 1 1 d . . . . .
H11C H 0.7898 0.3681 0.9670 0.082 Uiso 1 1 calc R . . . .
H11D H 0.8568 0.4626 0.9545 0.082 Uiso 1 1 calc R . . . .
C112 C 0.9178(4) 0.4090(4) 1.0612(4) 0.0809(16) Uani 1 1 d . . . . .
H11E H 0.8797 0.4563 1.1096 0.121 Uiso 1 1 calc GR . . . .
H11F H 0.9879 0.4379 1.0618 0.121 Uiso 1 1 calc GR . . . .
H11G H 0.9222 0.3421 1.0736 0.121 Uiso 1 1 calc GR . . . .
C113 C 0.9513(3) 0.1509(3) 0.7154(3) 0.0581(12) Uani 1 1 d . . . . .
H11H H 1.0071 0.1750 0.7661 0.070 Uiso 1 1 calc R . . . .
H11I H 0.9850 0.1210 0.6563 0.070 Uiso 1 1 calc R . . . .
C114 C 0.8873(4) 0.0652(4) 0.7353(4) 0.0667(13) Uani 1 1 d . . . . .
H11J H 0.8554 0.0930 0.7957 0.080 Uiso 1 1 calc R . . . .
H11K H 0.8307 0.0404 0.6854 0.080 Uiso 1 1 calc R . . . .
C115 C 0.9546(4) -0.0243(4) 0.7398(4) 0.0750(15) Uani 1 1 d . . . . .
H11L H 0.9091 -0.0815 0.7449 0.090 Uiso 1 1 calc R . . . .
H11M H 0.9882 -0.0492 0.6800 0.090 Uiso 1 1 calc R . . . .
C116 C 1.0381(5) -0.0004(4) 0.8194(4) 0.0854(17) Uani 1 1 d . . . . .
H11N H 1.0076 0.0344 0.8783 0.128 Uiso 1 1 calc GR . . . .
H11O H 1.0923 0.0447 0.8079 0.128 Uiso 1 1 calc GR . . . .
H11P H 1.0684 -0.0649 0.8236 0.128 Uiso 1 1 calc GR . . . .
N101 N 0.8921(3) 0.2435(3) 0.7071(3) 0.0581(10) Uani 1 1 d . . . . .
Cl1 Cl 0.41206(8) 0.59135(9) 0.96227(9) 0.0606(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.349(6) . ?
C1 N4 1.389(6) . ?
C1 O1 1.225(5) . ?
C2 C3 1.395(6) . ?
C2 C7 1.384(6) . ?
C2 N1 1.427(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.373(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.365(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.385(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.405(6) . ?
C7 N2 1.421(5) . ?
C8 N2 1.351(6) . ?
C8 N3 1.411(5) . ?
C8 O2 1.212(5) . ?
C9 C10 1.373(6) . ?
C9 C14 1.407(6) . ?
C9 N3 1.389(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.386(6) . ?
C11 C12 1.389(7) . ?
C11 C15 1.489(7) . ?
C12 H12 0.9500 . ?
C12 C13 1.377(7) . ?
C13 C14 1.380(6) . ?
C13 C16 1.500(7) . ?
C14 H14 0.9500 . ?
C15 F1 1.264(13) . ?
C15 F1A 1.34(3) . ?
C15 F2 1.364(13) . ?
C15 F2A 1.282(18) . ?
C15 F3 1.263(13) . ?
C15 F3A 1.38(2) . ?
C16 F4 1.291(7) . ?
C16 F4A 1.32(3) . ?
C16 F5 1.328(8) . ?
C16 F5A 1.30(3) . ?
C16 F6 1.332(8) . ?
C16 F6A 1.29(3) . ?
C17 C18 1.381(6) . ?
C17 C22 1.412(6) . ?
C17 N4 1.397(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.363(7) . ?
C19 H19 0.9500 . ?
C19 C20 1.405(7) . ?
C20 H20 0.9500 . ?
C20 C21 1.379(6) . ?
C21 H21 0.9500 . ?
C21 C22 1.376(7) . ?
C22 N5 1.407(6) . ?
C23 N5 1.396(5) . ?
C23 N6 1.355(6) . ?
C23 O3 1.208(5) . ?
C24 C25 1.375(6) . ?
C24 C29 1.406(6) . ?
C24 N6 1.416(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.405(6) . ?
C26 C27 1.385(7) . ?
C26 C30 1.471(7) . ?
C27 H27 0.9500 . ?
C27 C28 1.373(6) . ?
C28 C29 1.394(6) . ?
C28 C31 1.485(7) . ?
C29 H29 0.9500 . ?
C30 F7 1.347(6) . ?
C30 F8 1.335(6) . ?
C30 F9 1.334(5) . ?
C31 F10 1.317(6) . ?
C31 F11 1.342(5) . ?
C31 F12 1.339(6) . ?
N1 H1 0.875(19) . ?
N2 H2 0.89(2) . ?
N3 H3A 0.877(19) . ?
N4 H4A 0.867(19) . ?
N5 H5A 0.89(2) . ?
N6 H6A 0.879(19) . ?
C101 H10A 0.9900 . ?
C101 H10B 0.9900 . ?
C101 C102 1.506(7) . ?
C101 N101 1.530(6) . ?
C102 H10C 0.9900 . ?
C102 H10D 0.9900 . ?
C102 C103 1.517(7) . ?
C103 H10E 0.9900 . ?
C103 H10F 0.9900 . ?
C103 C104 1.497(8) . ?
C104 H10G 0.9800 . ?
C104 H10H 0.9800 . ?
C104 H10I 0.9800 . ?
C105 H10J 0.9900 . ?
C105 H10K 0.9900 . ?
C105 C106 1.510(6) . ?
C105 N101 1.528(5) . ?
C106 H10L 0.9900 . ?
C106 H10M 0.9900 . ?
C106 C107 1.513(6) . ?
C107 H10N 0.9900 . ?
C107 H10O 0.9900 . ?
C107 C108 1.502(7) . ?
C108 H10P 0.9800 . ?
C108 H10Q 0.9800 . ?
C108 H10R 0.9800 . ?
C109 H10S 0.9900 . ?
C109 H10T 0.9900 . ?
C109 C110 1.518(7) . ?
C109 N101 1.513(6) . ?
C110 H11A 0.9900 . ?
C110 H11B 0.9900 . ?
C110 C111 1.506(7) . ?
C111 H11C 0.9900 . ?
C111 H11D 0.9900 . ?
C111 C112 1.513(7) . ?
C112 H11E 0.9800 . ?
C112 H11F 0.9800 . ?
C112 H11G 0.9800 . ?
C113 H11H 0.9900 . ?
C113 H11I 0.9900 . ?
C113 C114 1.527(6) . ?
C113 N101 1.512(6) . ?
C114 H11J 0.9900 . ?
C114 H11K 0.9900 . ?
C114 C115 1.519(7) . ?
C115 H11L 0.9900 . ?
C115 H11M 0.9900 . ?
C115 C116 1.512(7) . ?
C116 H11N 0.9800 . ?
C116 H11O 0.9800 . ?
C116 H11P 0.9800 . ?

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
N1 C1 N4 113.6(4) . . ?
O1 C1 N1 124.9(4) . . ?
O1 C1 N4 121.5(5) . . ?
C3 C2 N1 120.7(4) . . ?
C7 C2 C3 120.5(4) . . ?
C7 C2 N1 118.8(4) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.6(5) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.7(5) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.7(5) . . ?
C6 C5 H5 119.7 . . ?
C5 C6 H6 120.2 . . ?
C5 C6 C7 119.5(5) . . ?
C7 C6 H6 120.2 . . ?
C2 C7 C6 119.0(4) . . ?
C2 C7 N2 117.8(4) . . ?
C6 C7 N2 123.2(4) . . ?
N2 C8 N3 111.3(4) . . ?
O2 C8 N2 126.5(4) . . ?
O2 C8 N3 122.2(4) . . ?
C10 C9 C14 118.9(4) . . ?
C10 C9 N3 124.5(4) . . ?
N3 C9 C14 116.6(4) . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.3(4) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 C12 121.0(5) . . ?
C10 C11 C15 119.6(4) . . ?
C12 C11 C15 119.4(5) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 C11 118.5(5) . . ?
C13 C12 H12 120.7 . . ?
C12 C13 C14 121.2(4) . . ?
C12 C13 C16 119.6(5) . . ?
C14 C13 C16 119.2(5) . . ?
C9 C14 H14 120.0 . . ?
C13 C14 C9 120.0(5) . . ?
C13 C14 H14 120.0 . . ?
F1 C15 C11 114.3(8) . . ?
F1 C15 F2 106.3(11) . . ?
F1A C15 C11 114.9(15) . . ?
F1A C15 F3A 100.1(18) . . ?
F2 C15 C11 108.6(7) . . ?
F2A C15 C11 116.9(11) . . ?
F2A C15 F1A 98(2) . . ?
F2A C15 F3A 105.7(15) . . ?
F3 C15 C11 113.2(7) . . ?
F3 C15 F1 111.2(13) . . ?
F3 C15 F2 102.3(9) . . ?
F3A C15 C11 118.4(12) . . ?
F4 C16 C13 115.0(6) . . ?
F4 C16 F5 105.6(6) . . ?
F4 C16 F6 106.7(6) . . ?
F4A C16 C13 104.5(17) . . ?
F5 C16 C13 111.9(5) . . ?
F5 C16 F6 104.0(7) . . ?
F5A C16 C13 110.7(15) . . ?
F5A C16 F4A 106(2) . . ?
F6 C16 C13 112.8(5) . . ?
F6A C16 C13 109.5(14) . . ?
F6A C16 F4A 124(2) . . ?
F6A C16 F5A 103(2) . . ?
C18 C17 C22 119.6(4) . . ?
C18 C17 N4 120.7(4) . . ?
N4 C17 C22 119.7(4) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 C17 121.5(4) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 H19 120.4 . . ?
C18 C19 C20 119.3(4) . . ?
C20 C19 H19 120.4 . . ?
C19 C20 H20 120.3 . . ?
C21 C20 C19 119.5(5) . . ?
C21 C20 H20 120.3 . . ?
C20 C21 H21 119.2 . . ?
C22 C21 C20 121.6(4) . . ?
C22 C21 H21 119.2 . . ?
C21 C22 C17 118.5(4) . . ?
C21 C22 N5 123.8(4) . . ?
N5 C22 C17 117.7(4) . . ?
N6 C23 N5 111.6(4) . . ?
O3 C23 N5 122.9(4) . . ?
O3 C23 N6 125.4(4) . . ?
C25 C24 C29 119.6(4) . . ?
C25 C24 N6 117.5(4) . . ?
C29 C24 N6 122.9(4) . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.6(4) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C30 118.8(4) . . ?
C27 C26 C25 120.0(5) . . ?
C27 C26 C30 121.1(4) . . ?
C26 C27 H27 120.5 . . ?
C28 C27 C26 119.0(4) . . ?
C28 C27 H27 120.5 . . ?
C27 C28 C29 122.1(4) . . ?
C27 C28 C31 119.6(4) . . ?
C29 C28 C31 118.3(5) . . ?
C24 C29 H29 120.7 . . ?
C28 C29 C24 118.6(4) . . ?
C28 C29 H29 120.7 . . ?
F7 C30 C26 113.1(4) . . ?
F8 C30 C26 113.1(4) . . ?
F8 C30 F7 104.6(5) . . ?
F9 C30 C26 114.0(5) . . ?
F9 C30 F7 105.2(4) . . ?
F9 C30 F8 106.0(4) . . ?
F10 C31 C28 113.9(4) . . ?
F10 C31 F11 105.6(4) . . ?
F10 C31 F12 106.2(5) . . ?
F11 C31 C28 112.6(4) . . ?
F12 C31 C28 112.8(4) . . ?
F12 C31 F11 105.1(4) . . ?
C1 N1 C2 123.5(4) . . ?
C1 N1 H1 123(3) . . ?
C2 N1 H1 113(3) . . ?
C7 N2 H2 106(3) . . ?
C8 N2 C7 127.5(4) . . ?
C8 N2 H2 126(3) . . ?
C8 N3 H3A 114(3) . . ?
C9 N3 C8 125.8(4) . . ?
C9 N3 H3A 120(3) . . ?
C1 N4 C17 123.4(4) . . ?
C1 N4 H4A 112(3) . . ?
C17 N4 H4A 124(3) . . ?
C22 N5 H5A 117(3) . . ?
C23 N5 C22 125.8(4) . . ?
C23 N5 H5A 116(3) . . ?
C23 N6 C24 126.6(4) . . ?
C23 N6 H6A 129(3) . . ?
C24 N6 H6A 104(3) . . ?
H10A C101 H10B 107.4 . . ?
C102 C101 H10A 108.3 . . ?
C102 C101 H10B 108.3 . . ?
C102 C101 N101 115.7(4) . . ?
N101 C101 H10A 108.3 . . ?
N101 C101 H10B 108.3 . . ?
C101 C102 H10C 109.1 . . ?
C101 C102 H10D 109.1 . . ?
C101 C102 C103 112.4(4) . . ?
H10C C102 H10D 107.9 . . ?
C103 C102 H10C 109.1 . . ?
C103 C102 H10D 109.1 . . ?
C102 C103 H10E 109.1 . . ?
C102 C103 H10F 109.1 . . ?
H10E C103 H10F 107.8 . . ?
C104 C103 C102 112.5(4) . . ?
C104 C103 H10E 109.1 . . ?
C104 C103 H10F 109.1 . . ?
C103 C104 H10G 109.5 . . ?
C103 C104 H10H 109.5 . . ?
C103 C104 H10I 109.5 . . ?
H10G C104 H10H 109.5 . . ?
H10G C104 H10I 109.5 . . ?
H10H C104 H10I 109.5 . . ?
H10J C105 H10K 107.3 . . ?
C106 C105 H10J 108.0 . . ?
C106 C105 H10K 108.0 . . ?
C106 C105 N101 117.1(3) . . ?
N101 C105 H10J 108.0 . . ?
N101 C105 H10K 108.0 . . ?
C105 C106 H10L 109.4 . . ?
C105 C106 H10M 109.4 . . ?
C105 C106 C107 111.1(4) . . ?
H10L C106 H10M 108.0 . . ?
C107 C106 H10L 109.4 . . ?
C107 C106 H10M 109.4 . . ?
C106 C107 H10N 108.7 . . ?
C106 C107 H10O 108.7 . . ?
H10N C107 H10O 107.6 . . ?
C108 C107 C106 114.1(4) . . ?
C108 C107 H10N 108.7 . . ?
C108 C107 H10O 108.7 . . ?
C107 C108 H10P 109.5 . . ?
C107 C108 H10Q 109.5 . . ?
C107 C108 H10R 109.5 . . ?
H10P C108 H10Q 109.5 . . ?
H10P C108 H10R 109.5 . . ?
H10Q C108 H10R 109.5 . . ?
H10S C109 H10T 107.3 . . ?
C110 C109 H10S 108.1 . . ?
C110 C109 H10T 108.1 . . ?
N101 C109 H10S 108.1 . . ?
N101 C109 H10T 108.1 . . ?
N101 C109 C110 116.9(4) . . ?
C109 C110 H11A 109.6 . . ?
C109 C110 H11B 109.6 . . ?
H11A C110 H11B 108.1 . . ?
C111 C110 C109 110.3(4) . . ?
C111 C110 H11A 109.6 . . ?
C111 C110 H11B 109.6 . . ?
C110 C111 H11C 108.9 . . ?
C110 C111 H11D 108.9 . . ?
C110 C111 C112 113.4(4) . . ?
H11C C111 H11D 107.7 . . ?
C112 C111 H11C 108.9 . . ?
C112 C111 H11D 108.9 . . ?
C111 C112 H11E 109.5 . . ?
C111 C112 H11F 109.5 . . ?
C111 C112 H11G 109.5 . . ?
H11E C112 H11F 109.5 . . ?
H11E C112 H11G 109.5 . . ?
H11F C112 H11G 109.5 . . ?
H11H C113 H11I 107.4 . . ?
C114 C113 H11H 108.3 . . ?
C114 C113 H11I 108.3 . . ?
N101 C113 H11H 108.3 . . ?
N101 C113 H11I 108.3 . . ?
N101 C113 C114 115.9(4) . . ?
C113 C114 H11J 109.5 . . ?
C113 C114 H11K 109.5 . . ?
H11J C114 H11K 108.1 . . ?
C115 C114 C113 110.9(4) . . ?
C115 C114 H11J 109.5 . . ?
C115 C114 H11K 109.5 . . ?
C114 C115 H11L 108.4 . . ?
C114 C115 H11M 108.4 . . ?
H11L C115 H11M 107.5 . . ?
C116 C115 C114 115.5(4) . . ?
C116 C115 H11L 108.4 . . ?
C116 C115 H11M 108.4 . . ?
C115 C116 H11N 109.5 . . ?
C115 C116 H11O 109.5 . . ?
C115 C116 H11P 109.5 . . ?
H11N C116 H11O 109.5 . . ?
H11N C116 H11P 109.5 . . ?
H11O C116 H11P 109.5 . . ?
C105 N101 C101 109.9(3) . . ?
C109 N101 C101 107.1(3) . . ?
C109 N101 C105 110.4(3) . . ?
C113 N101 C101 112.1(4) . . ?
C113 N101 C105 106.5(3) . . ?
C113 N101 C109 110.9(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
C10 H10 O2 0.95 2.28 2.844(6) 117.0 .
N1 H1 Cl1 0.875(19) 2.45(3) 3.265(4) 156(4) 2_667
N2 H2 Cl1 0.89(2) 2.75(3) 3.500(4) 144(4) .
N3 H3A Cl1 0.877(19) 2.33(2) 3.207(4) 175(4) .
N4 H4A Cl1 0.867(19) 2.74(3) 3.518(4) 151(4) 2_667
N5 H5A N4 0.89(2) 2.37(5) 2.757(5) 106(3) .
N5 H5A Cl1 0.89(2) 2.56(3) 3.397(5) 158(4) .
N6 H6A Cl1 0.879(19) 2.46(3) 3.250(4) 150(4) .

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
C2 C3 C4 C5 0.7(7) . . . . ?
C2 C7 N2 C8 178.5(4) . . . . ?
C3 C2 C7 C6 -1.8(6) . . . . ?
C3 C2 C7 N2 177.5(4) . . . . ?
C3 C2 N1 C1 -45.3(6) . . . . ?
C3 C4 C5 C6 -0.8(7) . . . . ?
C4 C5 C6 C7 -0.3(7) . . . . ?
C5 C6 C7 C2 1.7(7) . . . . ?
C5 C6 C7 N2 -177.6(4) . . . . ?
C6 C7 N2 C8 -2.3(7) . . . . ?
C7 C2 C3 C4 0.6(7) . . . . ?
C7 C2 N1 C1 136.1(4) . . . . ?
C9 C10 C11 C12 1.6(7) . . . . ?
C9 C10 C11 C15 -176.3(4) . . . . ?
C10 C9 C14 C13 -0.2(6) . . . . ?
C10 C9 N3 C8 -20.1(7) . . . . ?
C10 C11 C12 C13 -1.1(7) . . . . ?
C10 C11 C15 F1 -27(2) . . . . ?
C10 C11 C15 F1A -61(2) . . . . ?
C10 C11 C15 F2 91.3(13) . . . . ?
C10 C11 C15 F2A 53(3) . . . . ?
C10 C11 C15 F3 -155.9(12) . . . . ?
C10 C11 C15 F3A -179(2) . . . . ?
C11 C12 C13 C14 0.0(7) . . . . ?
C11 C12 C13 C16 -179.0(5) . . . . ?
C12 C11 C15 F1 155(2) . . . . ?
C12 C11 C15 F1A 121.4(19) . . . . ?
C12 C11 C15 F2 -86.7(13) . . . . ?
C12 C11 C15 F2A -125(3) . . . . ?
C12 C11 C15 F3 26.2(13) . . . . ?
C12 C11 C15 F3A 3(3) . . . . ?
C12 C13 C14 C9 0.7(7) . . . . ?
C12 C13 C16 F4 14.9(9) . . . . ?
C12 C13 C16 F4A -66(2) . . . . ?
C12 C13 C16 F5 -105.6(7) . . . . ?
C12 C13 C16 F5A -180(2) . . . . ?
C12 C13 C16 F6 137.6(7) . . . . ?
C12 C13 C16 F6A 68(3) . . . . ?
C14 C9 C10 C11 -0.9(6) . . . . ?
C14 C9 N3 C8 161.0(4) . . . . ?
C14 C13 C16 F4 -164.1(7) . . . . ?
C14 C13 C16 F4A 115(2) . . . . ?
C14 C13 C16 F5 75.4(8) . . . . ?
C14 C13 C16 F5A 1(2) . . . . ?
C14 C13 C16 F6 -41.4(9) . . . . ?
C14 C13 C16 F6A -111(2) . . . . ?
C15 C11 C12 C13 176.8(4) . . . . ?
C16 C13 C14 C9 179.7(5) . . . . ?
C17 C18 C19 C20 -1.5(7) . . . . ?
C17 C22 N5 C23 -155.7(4) . . . . ?
C18 C17 C22 C21 -0.8(6) . . . . ?
C18 C17 C22 N5 -179.2(4) . . . . ?
C18 C17 N4 C1 47.1(6) . . . . ?
C18 C19 C20 C21 1.7(7) . . . . ?
C19 C20 C21 C22 -1.4(7) . . . . ?
C20 C21 C22 C17 0.9(7) . . . . ?
C20 C21 C22 N5 179.3(4) . . . . ?
C21 C22 N5 C23 25.9(7) . . . . ?
C22 C17 C18 C19 1.1(7) . . . . ?
C22 C17 N4 C1 -134.6(4) . . . . ?
C24 C25 C26 C27 -0.1(6) . . . . ?
C24 C25 C26 C30 179.2(4) . . . . ?
C25 C24 C29 C28 1.1(6) . . . . ?
C25 C24 N6 C23 -177.2(4) . . . . ?
C25 C26 C27 C28 0.3(6) . . . . ?
C25 C26 C30 F7 54.9(6) . . . . ?
C25 C26 C30 F8 -63.7(6) . . . . ?
C25 C26 C30 F9 175.1(4) . . . . ?
C26 C27 C28 C29 0.2(7) . . . . ?
C26 C27 C28 C31 178.2(4) . . . . ?
C27 C26 C30 F7 -125.7(5) . . . . ?
C27 C26 C30 F8 115.6(5) . . . . ?
C27 C26 C30 F9 -5.6(7) . . . . ?
C27 C28 C29 C24 -0.9(7) . . . . ?
C27 C28 C31 F10 148.4(4) . . . . ?
C27 C28 C31 F11 28.2(6) . . . . ?
C27 C28 C31 F12 -90.5(5) . . . . ?
C29 C24 C25 C26 -0.6(6) . . . . ?
C29 C24 N6 C23 2.4(7) . . . . ?
C29 C28 C31 F10 -33.5(6) . . . . ?
C29 C28 C31 F11 -153.7(4) . . . . ?
C29 C28 C31 F12 87.6(5) . . . . ?
C30 C26 C27 C28 -179.0(4) . . . . ?
C31 C28 C29 C24 -178.9(4) . . . . ?
N1 C1 N4 C17 -175.5(4) . . . . ?
N1 C2 C3 C4 -177.9(4) . . . . ?
N1 C2 C7 C6 176.8(4) . . . . ?
N1 C2 C7 N2 -3.9(6) . . . . ?
N2 C8 N3 C9 177.6(4) . . . . ?
N3 C8 N2 C7 177.1(4) . . . . ?
N3 C9 C10 C11 -179.8(4) . . . . ?
N3 C9 C14 C13 178.7(4) . . . . ?
N4 C1 N1 C2 -178.5(4) . . . . ?
N4 C17 C18 C19 179.5(4) . . . . ?
N4 C17 C22 C21 -179.2(4) . . . . ?
N4 C17 C22 N5 2.4(6) . . . . ?
N5 C23 N6 C24 175.9(4) . . . . ?
N6 C23 N5 C22 178.2(4) . . . . ?
N6 C24 C25 C26 179.1(4) . . . . ?
N6 C24 C29 C28 -178.6(4) . . . . ?
O1 C1 N1 C2 0.4(7) . . . . ?
O1 C1 N4 C17 5.6(6) . . . . ?
O2 C8 N2 C7 -2.7(7) . . . . ?
O2 C8 N3 C9 -2.7(7) . . . . ?
O3 C23 N5 C22 -4.4(7) . . . . ?
O3 C23 N6 C24 -1.4(7) . . . . ?
C101 C102 C103 C104 -178.4(5) . . . . ?
C102 C101 N101 C105 60.6(5) . . . . ?
C102 C101 N101 C109 -179.4(4) . . . . ?
C102 C101 N101 C113 -57.6(5) . . . . ?
C105 C106 C107 C108 -180.0(5) . . . . ?
C106 C105 N101 C101 60.1(6) . . . . ?
C106 C105 N101 C109 -57.8(5) . . . . ?
C106 C105 N101 C113 -178.3(4) . . . . ?
C109 C110 C111 C112 169.9(4) . . . . ?
C110 C109 N101 C101 172.9(4) . . . . ?
C110 C109 N101 C105 -67.5(5) . . . . ?
C110 C109 N101 C113 50.3(5) . . . . ?
C113 C114 C115 C116 65.1(6) . . . . ?
C114 C113 N101 C101 -58.6(5) . . . . ?
C114 C113 N101 C105 -178.8(4) . . . . ?
C114 C113 N101 C109 61.0(5) . . . . ?
N101 C101 C102 C103 171.8(4) . . . . ?
N101 C105 C106 C107 -178.3(4) . . . . ?
N101 C109 C110 C111 166.6(3) . . . . ?
N101 C113 C114 C115 178.6(4) . . . . ?

####################################################################### 
# 
# 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_L4Cl
_database_code_depnum_ccdc_archive 'CCDC 1481149'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2016-07-01 downloaded from the CCDC.
;
_audit_creation_date             2014-10-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C29 H22 F6 N6 O3, 2(Cl), 2(C16 H36 N)'
_chemical_formula_sum            'C61 H94 Cl2 F6 N8 O3'
_chemical_formula_weight         1172.34
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.210(3)
_cell_length_b                   11.448(3)
_cell_length_c                   25.187(8)
_cell_angle_alpha                96.774(4)
_cell_angle_beta                 93.788(5)
_cell_angle_gamma                96.805(5)
_cell_volume                     3176.6(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8733
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.1
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.988
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.420
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1136
_diffrn_reflns_av_unetI/netI     0.1047
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            42312
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.514
_diffrn_reflns_theta_min         2.075
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
scan:
	Number of images: 180
	           Slice: -107.0000 - 73.0000
	     Image width: 1.0000
	        Exp time: 15.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 0.0000
	             Phi: 0.0000
	             XTD: 45.0197
	          2theta: -17.0451
scan:
	Number of images: 91
	           Slice: -69.0000 - 22.0000
	     Image width: 1.0000
	        Exp time: 15.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: -30.0000
	             XTD: 45.0197
	          2theta: -17.0451
scan:
	Number of images: 72
	           Slice: -50.0000 - 22.0000
	     Image width: 1.0000
	        Exp time: 15.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: 150.0000
	             XTD: 45.0197
	          2theta: -17.0451
scan:
	Number of images: 100
	           Slice: -27.0000 - 73.0000
	     Image width: 1.0000
	        Exp time: 15.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: 90.0000
	             XTD: 45.0197
	          2theta: -17.0451
scan:
	Number of images: 17
	           Slice: -30.0000 - -13.0000
	     Image width: 1.0000
	        Exp time: 15.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 54.0000
	             Phi: -60.0000
	             XTD: 45.0197
	          2theta: -17.0451
scan:
	Number of images: 96
	           Slice: -35.0000 - 61.0000
	     Image width: 1.0000
	        Exp time: 15.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: -120.0000
	             XTD: 45.0197
	          2theta: -17.0451
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.081434
_diffrn_orient_matrix_UB_12      -0.037341
_diffrn_orient_matrix_UB_13      0.009977
_diffrn_orient_matrix_UB_21      -0.001414
_diffrn_orient_matrix_UB_22      -0.006744
_diffrn_orient_matrix_UB_23      0.088420
_diffrn_orient_matrix_UB_31      -0.013876
_diffrn_orient_matrix_UB_32      -0.037584
_diffrn_orient_matrix_UB_33      0.002020
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8464
_reflns_number_total             14541
_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       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     767
_refine_ls_number_reflns         14541
_refine_ls_number_restraints     80
_refine_ls_R_factor_all          0.1334
_refine_ls_R_factor_gt           0.0779
_refine_ls_restrained_S_all      1.014
_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)+(0.1214P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1987
_refine_ls_wR_factor_ref         0.2332
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N3-H3 = N2-H2 = N1-H1 = N4-H4 = N5-H5 = N6-H6
 0.88 with sigma of 0.02
 C42A-C41 = C42-C41
 1.54 with sigma of 0.02
3. Rigid body (RIGU) restrains
 F3, C15, F1, F2, C12, C11, C10, C9, C14, C13
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(H39C)=Sof(H39D)=Sof(C40A)=Sof(H40C)=Sof(H40D)=Sof(H41C)=Sof(H41D)=
 Sof(C42A)=Sof(H42D)=Sof(H42E)=Sof(H42F)=1-FVAR(1)
 Sof(H39A)=Sof(H39B)=Sof(C40)=Sof(H40A)=Sof(H40B)=Sof(H41A)=Sof(H41B)=Sof(C42)=
 Sof(H42A)=Sof(H42B)=Sof(H42C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C44(H44A,H44B), C64(H64A,H64B), C60(H60A,H60B), C52(H52A,H52B), C56(H56A,
 H56B), C31(H31A,H31B), C32(H32A,H32B), C33(H33A,H33B), C43(H43A,H43B),
 C35(H35A,H35B), C45(H45A,H45B), C36(H36A,H36B), C51(H51A,H51B), C37(H37A,H37B),
  C53(H53A,H53B), C55(H55A,H55B), C39(H39A,H39B), C39(H39C,H39D), C57(H57A,
 H57B), C40(H40A,H40B), C59(H59A,H59B), C40A(H40C,H40D), C61(H61A,H61B),
 C41(H41A,H41B), C41(H41C,H41D), C63(H63A,H63B), C65(H65A,H65B)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3A), C4(H4A), C5(H5A), C6(H6A), C10(H10), C11(H11), C13(H13), C14(H14),
 C17(H17), C18(H18), C19(H19), C20(H20), C24(H24), C25(H25), C27(H27), C28(H28)
5.c Idealised Me refined as rotating group:
 C46(H46A,H46B,H46C), C54(H54A,H54B,H54C), C58(H58A,H58B,H58C), C62(H62A,H62B,
 H62C), C34(H34A,H34B,H34C), C38(H38A,H38B,H38C), C42(H42A,H42B,H42C),
 C42A(H42D,H42E,H42F), C66(H66A,H66B,H66C)
;
_atom_sites_solution_hydrogens   mixed
_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
F1 F -0.2005(6) 0.1477(3) -0.00503(14) 0.174(2) Uani 1 1 d . . . . .
F2 F -0.3172(3) -0.0047(3) 0.00636(11) 0.0816(8) Uani 1 1 d . . . . .
F3 F -0.1413(3) -0.0190(4) -0.01119(13) 0.1151(12) Uani 1 1 d . . . . .
F4 F 0.3651(2) 0.4397(2) -0.04194(8) 0.0576(6) Uani 1 1 d . . . . .
F5 F 0.2433(2) 0.2800(2) -0.04264(9) 0.0664(7) Uani 1 1 d . . . . .
F6 F 0.4333(2) 0.2793(2) -0.02626(9) 0.0638(7) Uani 1 1 d . . . . .
O1 O 0.1525(2) 0.4612(2) 0.46239(9) 0.0377(5) Uani 1 1 d . . . . .
O2 O -0.1893(2) 0.0458(2) 0.28174(9) 0.0401(6) Uani 1 1 d . . . . .
O3 O 0.3644(2) 0.6353(2) 0.23063(9) 0.0362(5) Uani 1 1 d . . . . .
N1 N 0.0281(2) 0.3613(2) 0.39094(11) 0.0320(6) Uani 1 1 d D . . . .
H1 H 0.015(3) 0.366(3) 0.3563(8) 0.038 Uiso 1 1 d DR . . . .
N2 N -0.0190(2) 0.1499(2) 0.32753(11) 0.0324(6) Uani 1 1 d D . . . .
H2 H 0.054(2) 0.184(3) 0.3236(15) 0.039 Uiso 1 1 d DR . . . .
N3 N -0.0327(2) 0.1212(3) 0.23685(11) 0.0350(6) Uani 1 1 d D . . . .
H3 H 0.031(2) 0.174(3) 0.2405(15) 0.042 Uiso 1 1 d DR . . . .
N4 N 0.1670(2) 0.5118(3) 0.37688(11) 0.0328(6) Uani 1 1 d D . . . .
H4 H 0.132(3) 0.497(3) 0.3444(9) 0.039 Uiso 1 1 d DR . . . .
N5 N 0.3129(2) 0.5167(3) 0.29462(11) 0.0322(6) Uani 1 1 d D . . . .
H5 H 0.275(3) 0.447(2) 0.2968(15) 0.039 Uiso 1 1 d DR . . . .
N6 N 0.2986(2) 0.4372(3) 0.20718(11) 0.0337(6) Uani 1 1 d D . . . .
H6 H 0.272(3) 0.371(2) 0.2179(15) 0.040 Uiso 1 1 d DR . . . .
C1 C 0.1192(3) 0.4463(3) 0.41452(12) 0.0303(7) Uani 1 1 d . . . . .
C2 C -0.0272(3) 0.2644(3) 0.41359(13) 0.0303(7) Uani 1 1 d . . . . .
C3 C -0.0560(3) 0.2725(3) 0.46699(13) 0.0359(8) Uani 1 1 d . . . . .
H3A H -0.0350 0.3448 0.4901 0.043 Uiso 1 1 calc R . . . .
C4 C -0.1151(3) 0.1748(3) 0.48588(15) 0.0406(8) Uani 1 1 d . . . . .
H4A H -0.1343 0.1801 0.5222 0.049 Uiso 1 1 calc R . . . .
C5 C -0.1466(3) 0.0697(3) 0.45237(15) 0.0418(9) Uani 1 1 d . . . . .
H5A H -0.1881 0.0034 0.4657 0.050 Uiso 1 1 calc R . . . .
C6 C -0.1183(3) 0.0600(3) 0.39951(14) 0.0373(8) Uani 1 1 d . . . . .
H6A H -0.1409 -0.0124 0.3766 0.045 Uiso 1 1 calc R . . . .
C7 C -0.0565(3) 0.1569(3) 0.38017(13) 0.0325(7) Uani 1 1 d . . . . .
C8 C -0.0886(3) 0.1014(3) 0.28187(13) 0.0319(7) Uani 1 1 d . . . . .
C9 C -0.0835(3) 0.1036(3) 0.18352(13) 0.0339(7) Uani 1 1 d . . . . .
C10 C -0.1949(3) 0.0364(3) 0.16646(14) 0.0393(8) Uani 1 1 d . . . . .
H10 H -0.2428 0.0014 0.1915 0.047 Uiso 1 1 calc R . . . .
C11 C -0.2341(4) 0.0218(3) 0.11264(15) 0.0454(9) Uani 1 1 d . . . . .
H11 H -0.3094 -0.0242 0.1008 0.054 Uiso 1 1 calc R . . . .
C12 C -0.1662(4) 0.0726(4) 0.07581(15) 0.0494(9) Uani 1 1 d . . . . .
C13 C -0.0563(4) 0.1398(4) 0.09277(15) 0.0474(9) Uani 1 1 d . . . . .
H13 H -0.0087 0.1749 0.0676 0.057 Uiso 1 1 calc R . . . .
C14 C -0.0165(3) 0.1554(3) 0.14605(14) 0.0424(8) Uani 1 1 d . . . . .
H14 H 0.0583 0.2025 0.1576 0.051 Uiso 1 1 calc R . . . .
C15 C -0.2108(5) 0.0540(5) 0.01778(19) 0.0753(14) Uani 1 1 d . . . . .
C16 C 0.2731(3) 0.5931(3) 0.38449(13) 0.0315(7) Uani 1 1 d . . . . .
C17 C 0.3062(3) 0.6681(3) 0.43217(13) 0.0354(7) Uani 1 1 d . . . . .
H17 H 0.2591 0.6627 0.4620 0.042 Uiso 1 1 calc R . . . .
C18 C 0.4084(3) 0.7508(3) 0.43591(14) 0.0405(8) Uani 1 1 d . . . . .
H18 H 0.4300 0.8034 0.4681 0.049 Uiso 1 1 calc R . . . .
C19 C 0.4788(3) 0.7574(3) 0.39342(14) 0.0396(8) Uani 1 1 d . . . . .
H19 H 0.5489 0.8141 0.3964 0.048 Uiso 1 1 calc R . . . .
C20 C 0.4477(3) 0.6815(3) 0.34624(14) 0.0346(7) Uani 1 1 d . . . . .
H20 H 0.4971 0.6859 0.3171 0.042 Uiso 1 1 calc R . . . .
C21 C 0.3454(3) 0.5994(3) 0.34113(12) 0.0303(7) Uani 1 1 d . . . . .
C22 C 0.3288(3) 0.5380(3) 0.24308(13) 0.0318(7) Uani 1 1 d . . . . .
C23 C 0.3102(3) 0.4217(3) 0.15213(13) 0.0318(7) Uani 1 1 d . . . . .
C24 C 0.2926(3) 0.3055(3) 0.12636(13) 0.0375(8) Uani 1 1 d . . . . .
H24 H 0.2733 0.2419 0.1466 0.045 Uiso 1 1 calc R . . . .
C25 C 0.3027(3) 0.2814(3) 0.07229(14) 0.0412(8) Uani 1 1 d . . . . .
H25 H 0.2907 0.2017 0.0555 0.049 Uiso 1 1 calc R . . . .
C26 C 0.3306(3) 0.3737(3) 0.04204(13) 0.0380(8) Uani 1 1 d . . . . .
C27 C 0.3490(3) 0.4888(3) 0.06687(13) 0.0376(8) Uani 1 1 d . . . . .
H27 H 0.3685 0.5517 0.0462 0.045 Uiso 1 1 calc R . . . .
C28 C 0.3396(3) 0.5145(3) 0.12169(13) 0.0352(7) Uani 1 1 d . . . . .
H28 H 0.3530 0.5943 0.1384 0.042 Uiso 1 1 calc R . . . .
C29 C 0.3434(4) 0.3442(4) -0.01655(15) 0.0459(9) Uani 1 1 d . . . . .
Cl1 Cl 0.24268(7) 0.22469(8) 0.27878(3) 0.0363(2) Uani 1 1 d . . . . .
Cl2 Cl -0.01041(7) 0.43246(7) 0.27148(3) 0.0344(2) Uani 1 1 d . . . . .
N31 N 0.6130(2) 0.3382(2) 0.34636(11) 0.0326(6) Uani 1 1 d . . . . .
N51 N 0.0395(2) 0.7544(2) 0.20106(10) 0.0316(6) Uani 1 1 d . . . . .
C44 C 0.6613(3) 0.3469(3) 0.24794(13) 0.0396(8) Uani 1 1 d . . . . .
H44A H 0.7342 0.4056 0.2568 0.048 Uiso 1 1 calc R . . . .
H44B H 0.6861 0.2665 0.2466 0.048 Uiso 1 1 calc R . . . .
C64 C 0.2234(3) 0.8422(3) 0.15522(14) 0.0372(8) Uani 1 1 d . . . . .
H64A H 0.2211 0.7799 0.1243 0.045 Uiso 1 1 calc R . . . .
H64B H 0.2730 0.8196 0.1854 0.045 Uiso 1 1 calc R . . . .
C60 C -0.0272(3) 0.6025(3) 0.11740(13) 0.0350(7) Uani 1 1 d . . . . .
H60A H -0.0022 0.6619 0.0934 0.042 Uiso 1 1 calc R . . . .
H60B H -0.1136 0.6048 0.1227 0.042 Uiso 1 1 calc R . . . .
C52 C 0.1067(3) 0.8699(3) 0.29483(13) 0.0344(7) Uani 1 1 d . . . . .
H52A H 0.0231 0.8843 0.3011 0.041 Uiso 1 1 calc R . . . .
H52B H 0.1466 0.9386 0.2795 0.041 Uiso 1 1 calc R . . . .
C56 C -0.1670(3) 0.6884(3) 0.23392(14) 0.0367(8) Uani 1 1 d . . . . .
H56A H -0.1322 0.6894 0.2712 0.044 Uiso 1 1 calc R . . . .
H56B H -0.1680 0.6075 0.2149 0.044 Uiso 1 1 calc R . . . .
C46 C 0.6842(4) 0.3502(4) 0.14879(15) 0.0496(10) Uani 1 1 d . . . . .
H46A H 0.6407 0.3598 0.1149 0.074 Uiso 1 1 calc GR . . . .
H46B H 0.7111 0.2715 0.1461 0.074 Uiso 1 1 calc GR . . . .
H46C H 0.7543 0.4112 0.1564 0.074 Uiso 1 1 calc GR . . . .
C31 C 0.7323(3) 0.4121(3) 0.36753(13) 0.0316(7) Uani 1 1 d . . . . .
H31A H 0.7563 0.3904 0.4033 0.038 Uiso 1 1 calc R . . . .
H31B H 0.7946 0.3908 0.3433 0.038 Uiso 1 1 calc R . . . .
C54 C 0.1955(3) 0.9688(3) 0.38649(14) 0.0425(8) Uani 1 1 d . . . . .
H54A H 0.2334 1.0334 0.3686 0.064 Uiso 1 1 calc GR . . . .
H54B H 0.2483 0.9578 0.4176 0.064 Uiso 1 1 calc GR . . . .
H54C H 0.1180 0.9886 0.3984 0.064 Uiso 1 1 calc GR . . . .
C32 C 0.7314(3) 0.5450(3) 0.37258(14) 0.0359(8) Uani 1 1 d . . . . .
H32A H 0.6678 0.5674 0.3958 0.043 Uiso 1 1 calc R . . . .
H32B H 0.7125 0.5688 0.3367 0.043 Uiso 1 1 calc R . . . .
C58 C -0.3624(3) 0.7131(3) 0.17946(14) 0.0406(8) Uani 1 1 d . . . . .
H58A H -0.3571 0.6357 0.1591 0.061 Uiso 1 1 calc GR . . . .
H58B H -0.3255 0.7761 0.1603 0.061 Uiso 1 1 calc GR . . . .
H58C H -0.4472 0.7227 0.1834 0.061 Uiso 1 1 calc GR . . . .
C33 C 0.8526(3) 0.6098(3) 0.39627(15) 0.0395(8) Uani 1 1 d . . . . .
H33A H 0.9160 0.5876 0.3729 0.047 Uiso 1 1 calc R . . . .
H33B H 0.8717 0.5856 0.4320 0.047 Uiso 1 1 calc R . . . .
C62 C -0.0979(3) 0.4353(4) 0.04305(15) 0.0457(9) Uani 1 1 d . . . . .
H62A H -0.0949 0.4951 0.0182 0.068 Uiso 1 1 calc GR . . . .
H62B H -0.1795 0.4221 0.0549 0.068 Uiso 1 1 calc GR . . . .
H62C H -0.0770 0.3608 0.0249 0.068 Uiso 1 1 calc GR . . . .
C34 C 0.8521(3) 0.7444(3) 0.40179(16) 0.0457(9) Uani 1 1 d . . . . .
H34A H 0.8263 0.7677 0.3670 0.069 Uiso 1 1 calc GR . . . .
H34B H 0.9334 0.7841 0.4136 0.069 Uiso 1 1 calc GR . . . .
H34C H 0.7961 0.7676 0.4282 0.069 Uiso 1 1 calc GR . . . .
C43 C 0.5725(3) 0.3641(3) 0.29066(13) 0.0386(8) Uani 1 1 d . . . . .
H43A H 0.5548 0.4472 0.2934 0.046 Uiso 1 1 calc R . . . .
H43B H 0.4962 0.3124 0.2783 0.046 Uiso 1 1 calc R . . . .
C35 C 0.5133(3) 0.3676(3) 0.38196(13) 0.0320(7) Uani 1 1 d . . . . .
H35A H 0.5001 0.4510 0.3798 0.038 Uiso 1 1 calc R . . . .
H35B H 0.4379 0.3168 0.3674 0.038 Uiso 1 1 calc R . . . .
C45 C 0.6012(3) 0.3626(4) 0.19376(14) 0.0424(8) Uani 1 1 d . . . . .
H45A H 0.5291 0.3028 0.1852 0.051 Uiso 1 1 calc R . . . .
H45B H 0.5739 0.4421 0.1961 0.051 Uiso 1 1 calc R . . . .
C36 C 0.5362(3) 0.3521(3) 0.44042(13) 0.0353(7) Uani 1 1 d . . . . .
H36A H 0.6007 0.4140 0.4578 0.042 Uiso 1 1 calc R . . . .
H36B H 0.5630 0.2737 0.4434 0.042 Uiso 1 1 calc R . . . .
C51 C 0.1055(3) 0.7566(3) 0.25604(13) 0.0325(7) Uani 1 1 d . . . . .
H51A H 0.1900 0.7438 0.2509 0.039 Uiso 1 1 calc R . . . .
H51B H 0.0682 0.6891 0.2730 0.039 Uiso 1 1 calc R . . . .
C37 C 0.4203(3) 0.3617(3) 0.46848(14) 0.0383(8) Uani 1 1 d . . . . .
H37A H 0.4406 0.3740 0.5077 0.046 Uiso 1 1 calc R . . . .
H37B H 0.3853 0.4325 0.4587 0.046 Uiso 1 1 calc R . . . .
C53 C 0.1750(3) 0.8551(3) 0.34760(13) 0.0356(8) Uani 1 1 d . . . . .
H53A H 0.1290 0.7923 0.3646 0.043 Uiso 1 1 calc R . . . .
H53B H 0.2540 0.8291 0.3400 0.043 Uiso 1 1 calc R . . . .
C38 C 0.3256(3) 0.2538(3) 0.45468(17) 0.0492(10) Uani 1 1 d . . . . .
H38A H 0.3007 0.2439 0.4162 0.074 Uiso 1 1 calc GR . . . .
H38B H 0.2555 0.2649 0.4752 0.074 Uiso 1 1 calc GR . . . .
H38C H 0.3596 0.1830 0.4638 0.074 Uiso 1 1 calc GR . . . .
C55 C -0.0898(3) 0.7774(3) 0.20581(13) 0.0335(7) Uani 1 1 d . . . . .
H55A H -0.1282 0.7779 0.1693 0.040 Uiso 1 1 calc R . . . .
H55B H -0.0895 0.8575 0.2256 0.040 Uiso 1 1 calc R . . . .
C39 C 0.6319(3) 0.2084(3) 0.34500(16) 0.0403(8) Uani 1 1 d . . . . .
H39A H 0.6858 0.2004 0.3768 0.048 Uiso 0.527(8) 1 calc R . P A 1
H39B H 0.6740 0.1856 0.3128 0.048 Uiso 0.527(8) 1 calc R . P A 1
H39C H 0.6286 0.1852 0.3816 0.048 Uiso 0.473(8) 1 calc R . P A 2
H39D H 0.7125 0.1974 0.3329 0.048 Uiso 0.473(8) 1 calc R . P A 2
C57 C -0.2963(3) 0.7205(3) 0.23455(14) 0.0380(8) Uani 1 1 d . . . . .
H57A H -0.3430 0.6665 0.2558 0.046 Uiso 1 1 calc R . . . .
H57B H -0.2935 0.8022 0.2530 0.046 Uiso 1 1 calc R . . . .
C40 C 0.5129(6) 0.1170(6) 0.3442(3) 0.0359(18) Uani 0.527(8) 1 d . . P A 1
H40A H 0.4933 0.1093 0.3815 0.043 Uiso 0.527(8) 1 calc R . P A 1
H40B H 0.4446 0.1476 0.3257 0.043 Uiso 0.527(8) 1 calc R . P A 1
C59 C 0.0463(3) 0.6323(3) 0.17082(13) 0.0318(7) Uani 1 1 d . . . . .
H59A H 0.1317 0.6257 0.1648 0.038 Uiso 1 1 calc R . . . .
H59B H 0.0197 0.5719 0.1941 0.038 Uiso 1 1 calc R . . . .
C40A C 0.5351(7) 0.1291(7) 0.3071(4) 0.047(2) Uani 0.473(8) 1 d . . P A 2
H40C H 0.4558 0.1567 0.3124 0.056 Uiso 0.473(8) 1 calc R . P A 2
H40D H 0.5530 0.1359 0.2695 0.056 Uiso 0.473(8) 1 calc R . P A 2
C61 C -0.0083(3) 0.4788(3) 0.09166(14) 0.0399(8) Uani 1 1 d . . . . .
H61A H 0.0748 0.4809 0.0804 0.048 Uiso 1 1 calc R . . . .
H61B H -0.0178 0.4225 0.1185 0.048 Uiso 1 1 calc R . . . .
C41 C 0.5287(4) -0.0002(4) 0.31666(17) 0.0507(10) Uani 1 1 d D . . . .
H41A H 0.6078 0.0106 0.3014 0.061 Uiso 0.527(8) 1 calc R . P A 1
H41B H 0.5384 -0.0512 0.3454 0.061 Uiso 0.527(8) 1 calc R . P A 1
H41C H 0.6043 -0.0246 0.3318 0.061 Uiso 0.473(8) 1 calc R . P A 2
H41D H 0.4569 -0.0318 0.3338 0.061 Uiso 0.473(8) 1 calc R . P A 2
C63 C 0.0970(3) 0.8521(3) 0.17115(13) 0.0330(7) Uani 1 1 d . . . . .
H63A H 0.0444 0.8544 0.1382 0.040 Uiso 1 1 calc R . . . .
H63B H 0.0980 0.9289 0.1939 0.040 Uiso 1 1 calc R . . . .
C42 C 0.4467(8) -0.0723(7) 0.2744(3) 0.049(2) Uani 0.527(8) 1 d D . P A 1
H42A H 0.3797 -0.0286 0.2652 0.073 Uiso 0.527(8) 1 calc GR . P A 1
H42B H 0.4150 -0.1466 0.2872 0.073 Uiso 0.527(8) 1 calc GR . P A 1
H42C H 0.4903 -0.0900 0.2426 0.073 Uiso 0.527(8) 1 calc GR . P A 1
C65 C 0.2796(3) 0.9611(3) 0.14025(15) 0.0414(8) Uani 1 1 d . . . . .
H65A H 0.2249 0.9872 0.1128 0.050 Uiso 1 1 calc R . . . .
H65B H 0.2880 1.0213 0.1723 0.050 Uiso 1 1 calc R . . . .
C42A C 0.5146(7) -0.0069(9) 0.2575(3) 0.050(3) Uani 0.473(8) 1 d D . P A 2
H42D H 0.4734 -0.0852 0.2423 0.076 Uiso 0.473(8) 1 calc GR . P A 2
H42E H 0.5942 0.0053 0.2437 0.076 Uiso 0.473(8) 1 calc GR . P A 2
H42F H 0.4668 0.0546 0.2475 0.076 Uiso 0.473(8) 1 calc GR . P A 2
C66 C 0.4031(3) 0.9541(4) 0.11862(17) 0.0554(11) Uani 1 1 d . . . . .
H66A H 0.3952 0.8948 0.0867 0.083 Uiso 1 1 calc GR . . . .
H66B H 0.4585 0.9313 0.1462 0.083 Uiso 1 1 calc GR . . . .
H66C H 0.4347 1.0317 0.1090 0.083 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C15 1.273(6) . ?
F2 C15 1.294(6) . ?
F3 C15 1.387(7) . ?
F4 C29 1.336(4) . ?
F5 C29 1.351(5) . ?
F6 C29 1.339(4) . ?
O1 C1 1.224(4) . ?
O2 C8 1.228(4) . ?
O3 C22 1.221(4) . ?
N1 H1 0.885(18) . ?
N1 C1 1.375(4) . ?
N1 C2 1.405(4) . ?
N2 H2 0.878(18) . ?
N2 C7 1.413(4) . ?
N2 C8 1.367(4) . ?
N3 H3 0.872(18) . ?
N3 C8 1.360(4) . ?
N3 C9 1.406(4) . ?
N4 H4 0.872(18) . ?
N4 C1 1.374(4) . ?
N4 C16 1.408(4) . ?
N5 H5 0.866(18) . ?
N5 C21 1.415(4) . ?
N5 C22 1.368(4) . ?
N6 H6 0.862(18) . ?
N6 C22 1.373(4) . ?
N6 C23 1.394(4) . ?
C2 C3 1.399(4) . ?
C2 C7 1.398(5) . ?
C3 H3A 0.9500 . ?
C3 C4 1.381(5) . ?
C4 H4A 0.9500 . ?
C4 C5 1.381(5) . ?
C5 H5A 0.9500 . ?
C5 C6 1.384(5) . ?
C6 H6A 0.9500 . ?
C6 C7 1.392(5) . ?
C9 C10 1.399(5) . ?
C9 C14 1.387(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.382(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.377(5) . ?
C12 C13 1.386(6) . ?
C12 C15 1.496(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.370(5) . ?
C14 H14 0.9500 . ?
C16 C17 1.393(5) . ?
C16 C21 1.406(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.375(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.385(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.383(5) . ?
C23 C24 1.395(5) . ?
C23 C28 1.403(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.372(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.392(5) . ?
C26 C27 1.376(5) . ?
C26 C29 1.495(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.391(5) . ?
C28 H28 0.9500 . ?
N31 C31 1.523(4) . ?
N31 C43 1.520(4) . ?
N31 C35 1.523(4) . ?
N31 C39 1.522(4) . ?
N51 C51 1.523(4) . ?
N51 C55 1.513(4) . ?
N51 C59 1.523(4) . ?
N51 C63 1.525(4) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C44 C43 1.525(5) . ?
C44 C45 1.521(5) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C64 C63 1.511(4) . ?
C64 C65 1.530(5) . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C60 C59 1.511(5) . ?
C60 C61 1.531(5) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C52 C51 1.527(5) . ?
C52 C53 1.527(4) . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C56 C55 1.527(5) . ?
C56 C57 1.537(4) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C46 C45 1.517(5) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.513(5) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C54 C53 1.518(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.517(5) . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C58 C57 1.517(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.532(5) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C62 C61 1.527(5) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.513(4) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C37 1.529(4) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.521(5) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 H39C 0.9900 . ?
C39 H39D 0.9900 . ?
C39 C40 1.592(8) . ?
C39 C40A 1.528(9) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C40 C41 1.472(8) . ?
C59 H59A 0.9900 . ?
C59 H59B 0.9900 . ?
C40A H40C 0.9900 . ?
C40A H40D 0.9900 . ?
C40A C41 1.521(9) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 H41C 0.9900 . ?
C41 H41D 0.9900 . ?
C41 C42 1.464(8) . ?
C41 C42A 1.479(9) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C65 C66 1.528(5) . ?
C42A H42D 0.9800 . ?
C42A H42E 0.9800 . ?
C42A H42F 0.9800 . ?
C66 H66A 0.9800 . ?
C66 H66B 0.9800 . ?
C66 H66C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 H1 112(2) . . ?
C1 N1 C2 127.3(3) . . ?
C2 N1 H1 120(2) . . ?
C7 N2 H2 117(2) . . ?
C8 N2 H2 117(2) . . ?
C8 N2 C7 125.7(3) . . ?
C8 N3 H3 117(3) . . ?
C8 N3 C9 127.8(3) . . ?
C9 N3 H3 111(3) . . ?
C1 N4 H4 117(2) . . ?
C1 N4 C16 126.3(3) . . ?
C16 N4 H4 117(2) . . ?
C21 N5 H5 121(2) . . ?
C22 N5 H5 114(2) . . ?
C22 N5 C21 125.6(3) . . ?
C22 N6 H6 121(3) . . ?
C22 N6 C23 128.7(3) . . ?
C23 N6 H6 111(3) . . ?
O1 C1 N1 124.5(3) . . ?
O1 C1 N4 125.0(3) . . ?
N4 C1 N1 110.5(3) . . ?
C3 C2 N1 122.8(3) . . ?
C7 C2 N1 117.5(3) . . ?
C7 C2 C3 119.7(3) . . ?
C2 C3 H3A 120.2 . . ?
C4 C3 C2 119.6(4) . . ?
C4 C3 H3A 120.2 . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 H4A 119.8 . . ?
C4 C5 H5A 119.7 . . ?
C4 C5 C6 120.6(3) . . ?
C6 C5 H5A 119.7 . . ?
C5 C6 H6A 120.2 . . ?
C5 C6 C7 119.6(4) . . ?
C7 C6 H6A 120.2 . . ?
C2 C7 N2 118.1(3) . . ?
C6 C7 N2 122.0(3) . . ?
C6 C7 C2 119.9(3) . . ?
O2 C8 N2 123.7(3) . . ?
O2 C8 N3 124.2(3) . . ?
N3 C8 N2 112.0(3) . . ?
C10 C9 N3 124.1(3) . . ?
C14 C9 N3 116.9(3) . . ?
C14 C9 C10 119.1(3) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 C9 119.1(3) . . ?
C11 C10 H10 120.5 . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.2(4) . . ?
C12 C11 H11 119.4 . . ?
C11 C12 C13 119.7(4) . . ?
C11 C12 C15 119.8(4) . . ?
C13 C12 C15 120.5(4) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.7(4) . . ?
C14 C13 H13 120.2 . . ?
C9 C14 H14 119.4 . . ?
C13 C14 C9 121.3(4) . . ?
C13 C14 H14 119.4 . . ?
F1 C15 F2 110.8(5) . . ?
F1 C15 F3 103.2(5) . . ?
F1 C15 C12 114.3(5) . . ?
F2 C15 F3 101.0(4) . . ?
F2 C15 C12 115.8(4) . . ?
F3 C15 C12 110.2(4) . . ?
C17 C16 N4 122.7(3) . . ?
C17 C16 C21 119.7(3) . . ?
C21 C16 N4 117.6(3) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.7(3) . . ?
C18 C17 H17 120.2 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.6(4) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 120.0(3) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.6(3) . . ?
C21 C20 H20 119.7 . . ?
C16 C21 N5 118.0(3) . . ?
C20 C21 N5 122.5(3) . . ?
C20 C21 C16 119.4(3) . . ?
O3 C22 N5 123.9(3) . . ?
O3 C22 N6 124.3(3) . . ?
N5 C22 N6 111.8(3) . . ?
N6 C23 C24 117.0(3) . . ?
N6 C23 C28 124.3(3) . . ?
C24 C23 C28 118.6(3) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 C23 121.2(3) . . ?
C25 C24 H24 119.4 . . ?
C24 C25 H25 120.0 . . ?
C24 C25 C26 120.1(4) . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C29 118.7(3) . . ?
C27 C26 C25 119.5(3) . . ?
C27 C26 C29 121.8(3) . . ?
C26 C27 H27 119.5 . . ?
C26 C27 C28 121.1(3) . . ?
C28 C27 H27 119.5 . . ?
C23 C28 H28 120.2 . . ?
C27 C28 C23 119.5(3) . . ?
C27 C28 H28 120.2 . . ?
F4 C29 F5 106.0(3) . . ?
F4 C29 F6 106.1(3) . . ?
F4 C29 C26 113.5(3) . . ?
F5 C29 C26 112.3(3) . . ?
F6 C29 F5 105.7(3) . . ?
F6 C29 C26 112.6(3) . . ?
C43 N31 C31 111.4(2) . . ?
C43 N31 C35 106.2(2) . . ?
C43 N31 C39 110.3(3) . . ?
C35 N31 C31 110.8(2) . . ?
C39 N31 C31 107.2(2) . . ?
C39 N31 C35 111.0(2) . . ?
C51 N51 C63 111.2(3) . . ?
C55 N51 C51 111.3(2) . . ?
C55 N51 C59 111.4(3) . . ?
C55 N51 C63 105.7(2) . . ?
C59 N51 C51 106.3(2) . . ?
C59 N51 C63 111.0(2) . . ?
H44A C44 H44B 108.3 . . ?
C43 C44 H44A 109.9 . . ?
C43 C44 H44B 109.9 . . ?
C45 C44 H44A 109.9 . . ?
C45 C44 H44B 109.9 . . ?
C45 C44 C43 109.1(3) . . ?
H64A C64 H64B 108.2 . . ?
C63 C64 H64A 109.7 . . ?
C63 C64 H64B 109.7 . . ?
C63 C64 C65 109.8(3) . . ?
C65 C64 H64A 109.7 . . ?
C65 C64 H64B 109.7 . . ?
H60A C60 H60B 108.2 . . ?
C59 C60 H60A 109.7 . . ?
C59 C60 H60B 109.7 . . ?
C59 C60 C61 109.8(3) . . ?
C61 C60 H60A 109.7 . . ?
C61 C60 H60B 109.7 . . ?
H52A C52 H52B 108.4 . . ?
C51 C52 H52A 110.0 . . ?
C51 C52 H52B 110.0 . . ?
C51 C52 C53 108.4(3) . . ?
C53 C52 H52A 110.0 . . ?
C53 C52 H52B 110.0 . . ?
H56A C56 H56B 108.2 . . ?
C55 C56 H56A 109.7 . . ?
C55 C56 H56B 109.7 . . ?
C55 C56 C57 109.8(3) . . ?
C57 C56 H56A 109.7 . . ?
C57 C56 H56B 109.7 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
N31 C31 H31A 108.5 . . ?
N31 C31 H31B 108.5 . . ?
H31A C31 H31B 107.5 . . ?
C32 C31 N31 115.2(2) . . ?
C32 C31 H31A 108.5 . . ?
C32 C31 H31B 108.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 C33 110.9(3) . . ?
H32A C32 H32B 108.1 . . ?
C33 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
C32 C33 H33A 109.4 . . ?
C32 C33 H33B 109.4 . . ?
C32 C33 C34 111.1(3) . . ?
H33A C33 H33B 108.0 . . ?
C34 C33 H33A 109.4 . . ?
C34 C33 H33B 109.4 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N31 C43 C44 116.1(3) . . ?
N31 C43 H43A 108.3 . . ?
N31 C43 H43B 108.3 . . ?
C44 C43 H43A 108.3 . . ?
C44 C43 H43B 108.3 . . ?
H43A C43 H43B 107.4 . . ?
N31 C35 H35A 108.4 . . ?
N31 C35 H35B 108.4 . . ?
H35A C35 H35B 107.5 . . ?
C36 C35 N31 115.5(2) . . ?
C36 C35 H35A 108.4 . . ?
C36 C35 H35B 108.4 . . ?
C44 C45 H45A 109.0 . . ?
C44 C45 H45B 109.0 . . ?
C46 C45 C44 112.9(3) . . ?
C46 C45 H45A 109.0 . . ?
C46 C45 H45B 109.0 . . ?
H45A C45 H45B 107.8 . . ?
C35 C36 H36A 109.8 . . ?
C35 C36 H36B 109.8 . . ?
C35 C36 C37 109.4(3) . . ?
H36A C36 H36B 108.3 . . ?
C37 C36 H36A 109.8 . . ?
C37 C36 H36B 109.8 . . ?
N51 C51 C52 116.0(2) . . ?
N51 C51 H51A 108.3 . . ?
N51 C51 H51B 108.3 . . ?
C52 C51 H51A 108.3 . . ?
C52 C51 H51B 108.3 . . ?
H51A C51 H51B 107.4 . . ?
C36 C37 H37A 108.7 . . ?
C36 C37 H37B 108.7 . . ?
H37A C37 H37B 107.6 . . ?
C38 C37 C36 114.1(3) . . ?
C38 C37 H37A 108.7 . . ?
C38 C37 H37B 108.7 . . ?
C52 C53 H53A 109.1 . . ?
C52 C53 H53B 109.1 . . ?
C54 C53 C52 112.5(3) . . ?
C54 C53 H53A 109.1 . . ?
C54 C53 H53B 109.1 . . ?
H53A C53 H53B 107.8 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N51 C55 C56 115.4(2) . . ?
N51 C55 H55A 108.4 . . ?
N51 C55 H55B 108.4 . . ?
C56 C55 H55A 108.4 . . ?
C56 C55 H55B 108.4 . . ?
H55A C55 H55B 107.5 . . ?
N31 C39 H39A 108.3 . . ?
N31 C39 H39B 108.3 . . ?
N31 C39 H39C 109.5 . . ?
N31 C39 H39D 109.5 . . ?
N31 C39 C40 115.8(3) . . ?
N31 C39 C40A 110.7(4) . . ?
H39A C39 H39B 107.4 . . ?
H39C C39 H39D 108.1 . . ?
C40 C39 H39A 108.3 . . ?
C40 C39 H39B 108.3 . . ?
C40A C39 H39C 109.5 . . ?
C40A C39 H39D 109.5 . . ?
C56 C57 H57A 108.6 . . ?
C56 C57 H57B 108.6 . . ?
C58 C57 C56 114.5(3) . . ?
C58 C57 H57A 108.6 . . ?
C58 C57 H57B 108.6 . . ?
H57A C57 H57B 107.6 . . ?
C39 C40 H40A 109.4 . . ?
C39 C40 H40B 109.4 . . ?
H40A C40 H40B 108.0 . . ?
C41 C40 C39 111.0(5) . . ?
C41 C40 H40A 109.4 . . ?
C41 C40 H40B 109.4 . . ?
N51 C59 H59A 108.2 . . ?
N51 C59 H59B 108.2 . . ?
C60 C59 N51 116.3(2) . . ?
C60 C59 H59A 108.2 . . ?
C60 C59 H59B 108.2 . . ?
H59A C59 H59B 107.4 . . ?
C39 C40A H40C 109.2 . . ?
C39 C40A H40D 109.2 . . ?
H40C C40A H40D 107.9 . . ?
C41 C40A C39 111.8(6) . . ?
C41 C40A H40C 109.2 . . ?
C41 C40A H40D 109.2 . . ?
C60 C61 H61A 109.3 . . ?
C60 C61 H61B 109.3 . . ?
C62 C61 C60 111.6(3) . . ?
C62 C61 H61A 109.3 . . ?
C62 C61 H61B 109.3 . . ?
H61A C61 H61B 108.0 . . ?
C40 C41 H41A 105.6 . . ?
C40 C41 H41B 105.6 . . ?
C40A C41 H41C 115.8 . . ?
C40A C41 H41D 115.8 . . ?
H41A C41 H41B 106.1 . . ?
H41C C41 H41D 112.8 . . ?
C42 C41 C40 126.7(5) . . ?
C42 C41 H41A 105.6 . . ?
C42 C41 H41B 105.6 . . ?
C42A C41 C40A 76.6(6) . . ?
C42A C41 H41C 115.8 . . ?
C42A C41 H41D 115.8 . . ?
N51 C63 H63A 108.1 . . ?
N51 C63 H63B 108.1 . . ?
C64 C63 N51 116.8(2) . . ?
C64 C63 H63A 108.1 . . ?
C64 C63 H63B 108.1 . . ?
H63A C63 H63B 107.3 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C64 C65 H65A 109.1 . . ?
C64 C65 H65B 109.1 . . ?
H65A C65 H65B 107.8 . . ?
C66 C65 C64 112.5(3) . . ?
C66 C65 H65A 109.1 . . ?
C66 C65 H65B 109.1 . . ?
C41 C42A H42D 109.5 . . ?
C41 C42A H42E 109.5 . . ?
C41 C42A H42F 109.5 . . ?
H42D C42A H42E 109.5 . . ?
H42D C42A H42F 109.5 . . ?
H42E C42A H42F 109.5 . . ?
C65 C66 H66A 109.5 . . ?
C65 C66 H66B 109.5 . . ?
C65 C66 H66C 109.5 . . ?
H66A C66 H66B 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?

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
N1 H1 Cl2 0.885(18) 2.36(2) 3.224(3) 165(3) .
N2 H2 Cl1 0.878(18) 2.49(2) 3.313(3) 157(3) .
N3 H3 Cl1 0.872(18) 2.48(3) 3.233(3) 146(3) .
N4 H4 Cl2 0.872(18) 2.34(2) 3.183(3) 162(3) .
N5 H5 Cl1 0.866(18) 2.51(2) 3.313(3) 154(3) .
N6 H6 Cl1 0.862(18) 2.41(2) 3.223(3) 158(3) .

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
N1 C2 C3 C4 177.2(3) . . . . ?
N1 C2 C7 N2 5.6(4) . . . . ?
N1 C2 C7 C6 -175.9(3) . . . . ?
N3 C9 C10 C11 -177.8(3) . . . . ?
N3 C9 C14 C13 177.6(3) . . . . ?
N4 C16 C17 C18 -176.4(3) . . . . ?
N4 C16 C21 N5 -5.6(4) . . . . ?
N4 C16 C21 C20 177.4(3) . . . . ?
N6 C23 C24 C25 -179.7(3) . . . . ?
N6 C23 C28 C27 179.9(3) . . . . ?
C1 N1 C2 C3 40.4(4) . . . . ?
C1 N1 C2 C7 -141.2(3) . . . . ?
C1 N4 C16 C17 -38.0(4) . . . . ?
C1 N4 C16 C21 143.7(3) . . . . ?
C2 N1 C1 O1 -12.6(5) . . . . ?
C2 N1 C1 N4 167.4(3) . . . . ?
C2 C3 C4 C5 -0.4(5) . . . . ?
C3 C2 C7 N2 -175.9(3) . . . . ?
C3 C2 C7 C6 2.5(4) . . . . ?
C3 C4 C5 C6 0.7(5) . . . . ?
C4 C5 C6 C7 0.6(5) . . . . ?
C5 C6 C7 N2 176.2(3) . . . . ?
C5 C6 C7 C2 -2.2(5) . . . . ?
C7 N2 C8 O2 -8.4(5) . . . . ?
C7 N2 C8 N3 172.1(3) . . . . ?
C7 C2 C3 C4 -1.2(5) . . . . ?
C8 N2 C7 C2 -134.3(3) . . . . ?
C8 N2 C7 C6 47.2(4) . . . . ?
C8 N3 C9 C10 -15.6(5) . . . . ?
C8 N3 C9 C14 165.5(3) . . . . ?
C9 N3 C8 O2 12.7(5) . . . . ?
C9 N3 C8 N2 -167.8(3) . . . . ?
C9 C10 C11 C12 -0.4(5) . . . . ?
C10 C9 C14 C13 -1.4(5) . . . . ?
C10 C11 C12 C13 0.0(6) . . . . ?
C10 C11 C12 C15 179.4(4) . . . . ?
C11 C12 C13 C14 -0.3(6) . . . . ?
C11 C12 C15 F1 134.7(6) . . . . ?
C11 C12 C15 F2 4.2(7) . . . . ?
C11 C12 C15 F3 -109.6(5) . . . . ?
C12 C13 C14 C9 1.0(6) . . . . ?
C13 C12 C15 F1 -45.9(7) . . . . ?
C13 C12 C15 F2 -176.5(4) . . . . ?
C13 C12 C15 F3 69.7(6) . . . . ?
C14 C9 C10 C11 1.1(5) . . . . ?
C15 C12 C13 C14 -179.6(4) . . . . ?
C16 N4 C1 O1 10.8(5) . . . . ?
C16 N4 C1 N1 -169.2(3) . . . . ?
C16 C17 C18 C19 -1.6(5) . . . . ?
C17 C16 C21 N5 176.1(3) . . . . ?
C17 C16 C21 C20 -0.9(4) . . . . ?
C17 C18 C19 C20 0.3(5) . . . . ?
C18 C19 C20 C21 0.6(5) . . . . ?
C19 C20 C21 N5 -177.2(3) . . . . ?
C19 C20 C21 C16 -0.3(4) . . . . ?
C21 N5 C22 O3 -6.3(5) . . . . ?
C21 N5 C22 N6 174.4(3) . . . . ?
C21 C16 C17 C18 1.9(4) . . . . ?
C22 N5 C21 C16 146.7(3) . . . . ?
C22 N5 C21 C20 -36.4(4) . . . . ?
C22 N6 C23 C24 168.9(3) . . . . ?
C22 N6 C23 C28 -10.2(5) . . . . ?
C23 N6 C22 O3 5.5(5) . . . . ?
C23 N6 C22 N5 -175.2(3) . . . . ?
C23 C24 C25 C26 -0.2(5) . . . . ?
C24 C23 C28 C27 0.8(5) . . . . ?
C24 C25 C26 C27 0.6(5) . . . . ?
C24 C25 C26 C29 178.8(3) . . . . ?
C25 C26 C27 C28 -0.3(5) . . . . ?
C25 C26 C29 F4 177.3(3) . . . . ?
C25 C26 C29 F5 57.1(4) . . . . ?
C25 C26 C29 F6 -62.1(5) . . . . ?
C26 C27 C28 C23 -0.4(5) . . . . ?
C27 C26 C29 F4 -4.6(5) . . . . ?
C27 C26 C29 F5 -124.8(4) . . . . ?
C27 C26 C29 F6 116.0(4) . . . . ?
C28 C23 C24 C25 -0.5(5) . . . . ?
C29 C26 C27 C28 -178.4(3) . . . . ?
N31 C31 C32 C33 177.5(3) . . . . ?
N31 C35 C36 C37 -169.3(3) . . . . ?
N31 C39 C40 C41 151.4(4) . . . . ?
N31 C39 C40A C41 -163.5(5) . . . . ?
C31 N31 C43 C44 56.4(4) . . . . ?
C31 N31 C35 C36 -57.0(3) . . . . ?
C31 N31 C39 C40 159.3(4) . . . . ?
C31 N31 C39 C40A -160.1(5) . . . . ?
C31 C32 C33 C34 -179.7(3) . . . . ?
C43 N31 C31 C32 60.0(3) . . . . ?
C43 N31 C35 C36 -178.1(3) . . . . ?
C43 N31 C39 C40 -79.3(4) . . . . ?
C43 N31 C39 C40A -38.6(5) . . . . ?
C43 C44 C45 C46 178.5(3) . . . . ?
C35 N31 C31 C32 -58.0(3) . . . . ?
C35 N31 C43 C44 177.1(3) . . . . ?
C35 N31 C39 C40 38.2(5) . . . . ?
C35 N31 C39 C40A 78.8(5) . . . . ?
C35 C36 C37 C38 74.1(4) . . . . ?
C45 C44 C43 N31 173.5(3) . . . . ?
C51 N51 C55 C56 -60.1(4) . . . . ?
C51 N51 C59 C60 172.3(3) . . . . ?
C51 N51 C63 C64 65.9(4) . . . . ?
C51 C52 C53 C54 172.5(3) . . . . ?
C53 C52 C51 N51 179.3(3) . . . . ?
C55 N51 C51 C52 -56.3(4) . . . . ?
C55 N51 C59 C60 50.9(3) . . . . ?
C55 N51 C63 C64 -173.2(3) . . . . ?
C55 C56 C57 C58 63.6(4) . . . . ?
C39 N31 C31 C32 -179.2(3) . . . . ?
C39 N31 C43 C44 -62.5(4) . . . . ?
C39 N31 C35 C36 62.0(4) . . . . ?
C39 C40 C41 C40A -57.3(6) . . . . ?
C39 C40 C41 C42 -130.8(6) . . . . ?
C39 C40 C41 C42A -79.8(6) . . . . ?
C39 C40A C41 C40 61.9(7) . . . . ?
C39 C40A C41 C42 -172.3(6) . . . . ?
C39 C40A C41 C42A -139.3(7) . . . . ?
C57 C56 C55 N51 -178.5(3) . . . . ?
C40 C39 C40A C41 -57.8(7) . . . . ?
C59 N51 C51 C52 -177.8(3) . . . . ?
C59 N51 C55 C56 58.3(4) . . . . ?
C59 N51 C63 C64 -52.2(4) . . . . ?
C59 C60 C61 C62 169.3(3) . . . . ?
C40A C39 C40 C41 60.4(7) . . . . ?
C61 C60 C59 N51 178.6(3) . . . . ?
C63 N51 C51 C52 61.3(3) . . . . ?
C63 N51 C55 C56 179.0(3) . . . . ?
C63 N51 C59 C60 -66.7(3) . . . . ?
C63 C64 C65 C66 -174.5(3) . . . . ?
C65 C64 C63 N51 -164.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_L5AcO
_database_code_depnum_ccdc_archive 'CCDC 1481150'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2016-07-01 downloaded from the CCDC.
;
_audit_creation_date             2014-02-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.02.17 svn.r2891 for OlexSys, GUI svn.r4773)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C31 H20 F12 N6 O3, C16 H36 N, C2 H3 O2'
_chemical_formula_sum            'C49 H59 F12 N7 O5 '
_chemical_formula_weight         1054.03
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   14.0834(10)
_cell_length_b                   14.4242(10)
_cell_length_c                   15.5069(11)
_cell_angle_alpha                110.124(3)
_cell_angle_beta                 90.770(3)
_cell_angle_gamma                114.879(3)
_cell_volume                     2636.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    30533
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.5
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.792
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1100
_exptl_crystal_size_max          0.136
_exptl_crystal_size_mid          0.099
_exptl_crystal_size_min          0.032
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            34533
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.543
_diffrn_reflns_theta_min         2.453
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.077240
_diffrn_orient_matrix_UB_12      -0.017842
_diffrn_orient_matrix_UB_13      0.007780
_diffrn_orient_matrix_UB_21      0.042578
_diffrn_orient_matrix_UB_22      -0.013589
_diffrn_orient_matrix_UB_23      -0.069728
_diffrn_orient_matrix_UB_31      0.029369
_diffrn_orient_matrix_UB_32      0.058119
_diffrn_orient_matrix_UB_33      -0.025399
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8919
_reflns_number_total             12056
_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       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.374
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     687
_refine_ls_number_reflns         12056
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0447
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0529P)²+0.5144P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1174
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B), C45(H45A,H45B), C46(H46A,
 H46B), C47(H47A,H47B), C49(H49A,H49B), C50(H50A,H50B), C51(H51A,H51B),
 C53(H53A,H53B), C54(H54A,H54B), C55(H55A,H55B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C12(H12), C14(H14), C18(H18),
 C19(H19), C20(H20), C21(H21), C25(H25), C27(H27), C29(H29)
2.c Idealised Me refined as rotating group:
 C44(H44A,H44B,H44C), C48(H48A,H48B,H48C), C52(H52A,H52B,H52C), C56(H56A,H56B,
 H56C), C62(H62A,H62B,H62C)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 0.16498(12) -0.13073(12) 0.48550(10) 0.0206(3) Uani 1 1 d . . . . .
C2 C 0.03285(11) -0.28951(12) 0.35316(10) 0.0206(3) Uani 1 1 d . . . . .
C3 C 0.04637(12) -0.37410(12) 0.36666(11) 0.0235(3) Uani 1 1 d . . . . .
H3 H 0.0803 -0.3610 0.4260 0.028 Uiso 1 1 calc R . . . .
C4 C 0.01099(12) -0.47717(12) 0.29471(11) 0.0252(3) Uani 1 1 d . . . . .
H4 H 0.0225 -0.5338 0.3039 0.030 Uiso 1 1 calc R . . . .
C5 C -0.04132(13) -0.49656(13) 0.20926(12) 0.0279(3) Uani 1 1 d . . . . .
H5 H -0.0668 -0.5674 0.1601 0.033 Uiso 1 1 calc R . . . .
C6 C -0.05697(13) -0.41409(13) 0.19454(11) 0.0269(3) Uani 1 1 d . . . . .
H6 H -0.0937 -0.4289 0.1358 0.032 Uiso 1 1 calc R . . . .
C7 C -0.01867(12) -0.30884(12) 0.26619(11) 0.0223(3) Uani 1 1 d . . . . .
C8 C -0.05590(11) -0.21261(12) 0.17371(10) 0.0220(3) Uani 1 1 d . . . . .
C9 C -0.08509(12) -0.07783(12) 0.12552(10) 0.0222(3) Uani 1 1 d . . . . .
C10 C -0.12099(12) -0.14249(13) 0.03030(11) 0.0248(3) Uani 1 1 d . . . . .
H10 H -0.1227 -0.2134 0.0050 0.030 Uiso 1 1 calc R . . . .
C11 C -0.15432(13) -0.10211(13) -0.02736(11) 0.0284(3) Uani 1 1 d . . . . .
C12 C -0.15156(14) 0.00143(14) 0.00708(12) 0.0323(4) Uani 1 1 d . . . . .
H12 H -0.1749 0.0277 -0.0331 0.039 Uiso 1 1 calc R . . . .
C13 C -0.11393(14) 0.06573(14) 0.10162(12) 0.0301(4) Uani 1 1 d . . . . .
C14 C -0.08184(13) 0.02703(13) 0.16076(11) 0.0258(3) Uani 1 1 d . . . . .
H14 H -0.0575 0.0718 0.2256 0.031 Uiso 1 1 calc R . . . .
C15 C -0.19912(15) -0.17363(15) -0.12847(12) 0.0367(4) Uani 1 1 d . . . . .
C16 C -0.10770(17) 0.17937(16) 0.13851(13) 0.0404(4) Uani 1 1 d . . . . .
C17 C 0.24790(11) -0.00043(12) 0.64838(10) 0.0208(3) Uani 1 1 d . . . . .
C18 C 0.28375(13) -0.06545(13) 0.67387(11) 0.0261(3) Uani 1 1 d . . . . .
H18 H 0.2627 -0.1397 0.6323 0.031 Uiso 1 1 calc R . . . .
C19 C 0.34987(13) -0.02318(13) 0.75925(12) 0.0295(4) Uani 1 1 d . . . . .
H19 H 0.3764 -0.0671 0.7748 0.035 Uiso 1 1 calc R . . . .
C20 C 0.37691(13) 0.08343(13) 0.82161(11) 0.0280(3) Uani 1 1 d . . . . .
H20 H 0.4191 0.1112 0.8814 0.034 Uiso 1 1 calc R . . . .
C21 C 0.34275(12) 0.14972(13) 0.79721(11) 0.0247(3) Uani 1 1 d . . . . .
H21 H 0.3610 0.2224 0.8407 0.030 Uiso 1 1 calc R . . . .
C22 C 0.28165(11) 0.11035(12) 0.70916(10) 0.0205(3) Uani 1 1 d . . . . .
C23 C 0.29871(11) 0.29095(12) 0.71406(10) 0.0208(3) Uani 1 1 d . . . . .
C24 C 0.27798(12) 0.44057(12) 0.68502(10) 0.0220(3) Uani 1 1 d . . . . .
C25 C 0.23138(12) 0.46206(12) 0.61837(11) 0.0229(3) Uani 1 1 d . . . . .
H25 H 0.1939 0.4046 0.5592 0.027 Uiso 1 1 calc R . . . .
C26 C 0.23981(12) 0.56656(13) 0.63861(11) 0.0244(3) Uani 1 1 d . . . . .
C27 C 0.29442(13) 0.65243(13) 0.72439(11) 0.0270(3) Uani 1 1 d . . . . .
H27 H 0.2998 0.7241 0.7380 0.032 Uiso 1 1 calc R . . . .
C28 C 0.34085(13) 0.63065(13) 0.78953(11) 0.0276(3) Uani 1 1 d . . . . .
C29 C 0.33397(12) 0.52631(12) 0.77114(11) 0.0248(3) Uani 1 1 d . . . . .
H29 H 0.3670 0.5136 0.8167 0.030 Uiso 1 1 calc R . . . .
C30 C 0.19113(14) 0.59002(13) 0.56701(11) 0.0293(3) Uani 1 1 d . . . . .
C31 C 0.39516(16) 0.71918(14) 0.88471(13) 0.0387(4) Uani 1 1 d . . . . .
F1 F -0.16948(12) -0.25408(10) -0.16066(8) 0.0602(4) Uani 1 1 d . . . . .
F2 F -0.17097(9) -0.11712(9) -0.18421(7) 0.0457(3) Uani 1 1 d . . . . .
F3 F -0.30574(10) -0.22438(11) -0.14550(8) 0.0642(4) Uani 1 1 d . . . . .
F4 F -0.20291(11) 0.17643(11) 0.12198(10) 0.0647(4) Uani 1 1 d . . . . .
F5 F -0.04419(11) 0.24329(9) 0.09757(10) 0.0605(4) Uani 1 1 d . . . . .
F6 F -0.07336(13) 0.23229(10) 0.22981(8) 0.0675(4) Uani 1 1 d . . . . .
F7 F 0.13062(9) 0.49962(8) 0.49191(7) 0.0458(3) Uani 1 1 d . . . . .
F8 F 0.26662(9) 0.65961(8) 0.53581(7) 0.0390(2) Uani 1 1 d . . . . .
F9 F 0.13072(8) 0.64028(8) 0.60157(7) 0.0372(2) Uani 1 1 d . . . . .
F10 F 0.42509(12) 0.82048(9) 0.88749(9) 0.0675(4) Uani 1 1 d . . . . .
F11 F 0.33058(12) 0.70905(11) 0.94774(8) 0.0676(4) Uani 1 1 d . . . . .
F12 F 0.48009(10) 0.71588(9) 0.91929(8) 0.0577(4) Uani 1 1 d . . . . .
N1 N 0.06738(10) -0.18392(10) 0.42750(9) 0.0216(3) Uani 1 1 d . . . . .
H1 H 0.0183(15) -0.1695(15) 0.4493(13) 0.034(5) Uiso 1 1 d . . . . .
N2 N -0.02966(11) -0.22024(11) 0.25609(9) 0.0238(3) Uani 1 1 d . . . . .
H2 H -0.0112(14) -0.1641(15) 0.3052(13) 0.026(5) Uiso 1 1 d . . . . .
N3 N -0.05106(11) -0.11030(11) 0.19003(9) 0.0235(3) Uani 1 1 d . . . . .
H3A H -0.0336(14) -0.0653(15) 0.2506(14) 0.033(5) Uiso 1 1 d . . . . .
N4 N 0.17331(10) -0.04376(10) 0.56471(9) 0.0217(3) Uani 1 1 d . . . . .
H4A H 0.1146(16) -0.0379(16) 0.5726(13) 0.039(5) Uiso 1 1 d . . . . .
N5 N 0.25105(10) 0.17698(10) 0.67810(9) 0.0220(3) Uani 1 1 d . . . . .
H5A H 0.2051(15) 0.1442(15) 0.6259(13) 0.034(5) Uiso 1 1 d . . . . .
N6 N 0.26189(11) 0.33160(11) 0.66020(9) 0.0240(3) Uani 1 1 d . . . . .
H6A H 0.2189(14) 0.2839(15) 0.6108(13) 0.026(5) Uiso 1 1 d . . . . .
O1 O 0.23796(8) -0.15493(9) 0.46694(7) 0.0247(2) Uani 1 1 d . . . . .
O2 O -0.07971(9) -0.28608(9) 0.09663(7) 0.0301(3) Uani 1 1 d . . . . .
O3 O 0.36759(9) 0.35020(8) 0.78448(8) 0.0270(2) Uani 1 1 d . . . . .
C41 C 0.30650(13) 0.56511(13) 0.30443(11) 0.0263(3) Uani 1 1 d . . . . .
H41A H 0.2382 0.5062 0.2630 0.032 Uiso 1 1 calc R . . . .
H41B H 0.2906 0.5981 0.3664 0.032 Uiso 1 1 calc R . . . .
C42 C 0.37767(14) 0.51235(14) 0.31534(12) 0.0309(4) Uani 1 1 d . . . . .
H42A H 0.3778 0.4619 0.2530 0.037 Uiso 1 1 calc R . . . .
H42B H 0.4516 0.5710 0.3426 0.037 Uiso 1 1 calc R . . . .
C43 C 0.33917(16) 0.44767(15) 0.37789(13) 0.0398(4) Uani 1 1 d . . . . .
H43A H 0.2640 0.3915 0.3522 0.048 Uiso 1 1 calc R . . . .
H43B H 0.3421 0.4989 0.4410 0.048 Uiso 1 1 calc R . . . .
C44 C 0.4063(2) 0.38990(17) 0.38596(14) 0.0526(6) Uani 1 1 d . . . . .
H44A H 0.3968 0.3327 0.3249 0.079 Uiso 1 1 calc GR . . . .
H44B H 0.3836 0.3556 0.4315 0.079 Uiso 1 1 calc GR . . . .
H44C H 0.4816 0.4443 0.4066 0.079 Uiso 1 1 calc GR . . . .
C45 C 0.38271(12) 0.60793(13) 0.17057(10) 0.0242(3) Uani 1 1 d . . . . .
H45A H 0.4342 0.5802 0.1792 0.029 Uiso 1 1 calc R . . . .
H45B H 0.4191 0.6693 0.1492 0.029 Uiso 1 1 calc R . . . .
C46 C 0.28968(12) 0.51509(14) 0.09384(11) 0.0278(3) Uani 1 1 d . . . . .
H46A H 0.2416 0.5435 0.0785 0.033 Uiso 1 1 calc R . . . .
H46B H 0.2486 0.4552 0.1156 0.033 Uiso 1 1 calc R . . . .
C47 C 0.33203(13) 0.46967(14) 0.00676(11) 0.0294(3) Uani 1 1 d . . . . .
H47A H 0.2718 0.4211 -0.0468 0.035 Uiso 1 1 calc R . . . .
H47B H 0.3821 0.5322 -0.0083 0.035 Uiso 1 1 calc R . . . .
C48 C 0.38887(14) 0.40427(14) 0.01918(12) 0.0327(4) Uani 1 1 d . . . . .
H48A H 0.4194 0.3827 -0.0363 0.049 Uiso 1 1 calc GR . . . .
H48B H 0.3378 0.3377 0.0274 0.049 Uiso 1 1 calc GR . . . .
H48C H 0.4459 0.4504 0.0744 0.049 Uiso 1 1 calc GR . . . .
C49 C 0.27295(12) 0.69568(13) 0.25559(11) 0.0238(3) Uani 1 1 d . . . . .
H49A H 0.2038 0.6309 0.2218 0.029 Uiso 1 1 calc R . . . .
H49B H 0.2633 0.7334 0.3190 0.029 Uiso 1 1 calc R . . . .
C50 C 0.30215(13) 0.77498(13) 0.20498(11) 0.0270(3) Uani 1 1 d . . . . .
H50A H 0.3096 0.7377 0.1405 0.032 Uiso 1 1 calc R . . . .
H50B H 0.3711 0.8406 0.2379 0.032 Uiso 1 1 calc R . . . .
C51 C 0.21493(14) 0.81136(14) 0.20230(12) 0.0313(4) Uani 1 1 d . . . . .
H51A H 0.1467 0.7455 0.1678 0.038 Uiso 1 1 calc R . . . .
H51B H 0.2058 0.8453 0.2669 0.038 Uiso 1 1 calc R . . . .
C52 C 0.24100(18) 0.89384(18) 0.15575(14) 0.0461(5) Uani 1 1 d . . . . .
H52A H 0.2492 0.8602 0.0914 0.069 Uiso 1 1 calc GR . . . .
H52B H 0.3075 0.9600 0.1906 0.069 Uiso 1 1 calc GR . . . .
H52C H 0.1831 0.9146 0.1551 0.069 Uiso 1 1 calc GR . . . .
C53 C 0.45704(11) 0.74934(12) 0.32924(10) 0.0231(3) Uani 1 1 d . . . . .
H53A H 0.5137 0.7252 0.3217 0.028 Uiso 1 1 calc R . . . .
H53B H 0.4785 0.8119 0.3086 0.028 Uiso 1 1 calc R . . . .
C54 C 0.45183(12) 0.79139(13) 0.43250(10) 0.0254(3) Uani 1 1 d . . . . .
H54A H 0.4400 0.7329 0.4566 0.031 Uiso 1 1 calc R . . . .
H54B H 0.3914 0.8097 0.4411 0.031 Uiso 1 1 calc R . . . .
C55 C 0.55577(13) 0.89431(14) 0.48677(11) 0.0299(4) Uani 1 1 d . . . . .
H55A H 0.6165 0.8774 0.4728 0.036 Uiso 1 1 calc R . . . .
H55B H 0.5640 0.9546 0.4661 0.036 Uiso 1 1 calc R . . . .
C56 C 0.55833(14) 0.93327(16) 0.59173(12) 0.0390(4) Uani 1 1 d . . . . .
H56A H 0.4973 0.9482 0.6056 0.058 Uiso 1 1 calc GR . . . .
H56B H 0.6246 1.0011 0.6240 0.058 Uiso 1 1 calc GR . . . .
H56C H 0.5547 0.8755 0.6131 0.058 Uiso 1 1 calc GR . . . .
N41 N 0.35453(10) 0.65417(10) 0.26461(9) 0.0220(3) Uani 1 1 d . . . . .
C61 C 0.09676(12) 0.08511(12) 0.43049(10) 0.0222(3) Uani 1 1 d . . . . .
C62 C 0.19383(13) 0.08377(14) 0.39072(12) 0.0304(4) Uani 1 1 d . . . . .
H62A H 0.2094 0.0285 0.4024 0.046 Uiso 1 1 calc GR . . . .
H62B H 0.2549 0.1571 0.4208 0.046 Uiso 1 1 calc GR . . . .
H62C H 0.1801 0.0648 0.3232 0.046 Uiso 1 1 calc GR . . . .
O61 O 0.00637(9) 0.01466(9) 0.38120(7) 0.0278(2) Uani 1 1 d . . . . .
O62 O 0.11045(9) 0.15518(9) 0.51106(8) 0.0298(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.3753(19) . ?
C1 N4 1.3814(18) . ?
C1 O1 1.2254(17) . ?
C2 C3 1.393(2) . ?
C2 C7 1.403(2) . ?
C2 N1 1.4278(18) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.386(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.402(2) . ?
C7 N2 1.4090(19) . ?
C8 N2 1.3780(19) . ?
C8 N3 1.3800(19) . ?
C8 O2 1.2176(17) . ?
C9 C10 1.393(2) . ?
C9 C14 1.400(2) . ?
C9 N3 1.3958(19) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(2) . ?
C11 C12 1.385(2) . ?
C11 C15 1.494(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.386(2) . ?
C13 C14 1.382(2) . ?
C13 C16 1.501(2) . ?
C14 H14 0.9500 . ?
C15 F1 1.336(2) . ?
C15 F2 1.338(2) . ?
C15 F3 1.339(2) . ?
C16 F4 1.342(2) . ?
C16 F5 1.333(2) . ?
C16 F6 1.322(2) . ?
C17 C18 1.392(2) . ?
C17 C22 1.407(2) . ?
C17 N4 1.4248(19) . ?
C18 H18 0.9500 . ?
C18 C19 1.388(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.385(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.386(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.397(2) . ?
C22 N5 1.4153(18) . ?
C23 N5 1.3764(19) . ?
C23 N6 1.3753(19) . ?
C23 O3 1.2230(18) . ?
C24 C25 1.403(2) . ?
C24 C29 1.396(2) . ?
C24 N6 1.3970(19) . ?
C25 H25 0.9500 . ?
C25 C26 1.381(2) . ?
C26 C27 1.390(2) . ?
C26 C30 1.500(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.386(2) . ?
C28 C29 1.392(2) . ?
C28 C31 1.498(2) . ?
C29 H29 0.9500 . ?
C30 F7 1.3328(19) . ?
C30 F8 1.3499(19) . ?
C30 F9 1.3418(18) . ?
C31 F10 1.324(2) . ?
C31 F11 1.347(2) . ?
C31 F12 1.330(2) . ?
N1 H1 0.845(19) . ?
N2 H2 0.835(18) . ?
N3 H3A 0.897(19) . ?
N4 H4A 0.87(2) . ?
N5 H5A 0.874(19) . ?
N6 H6A 0.837(18) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C42 1.529(2) . ?
C41 N41 1.521(2) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 C43 1.522(2) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C43 C44 1.528(3) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 C46 1.520(2) . ?
C45 N41 1.5159(18) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C46 C47 1.533(2) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C48 1.524(2) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C49 C50 1.525(2) . ?
C49 N41 1.5265(18) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C50 C51 1.530(2) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51 C52 1.517(2) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.520(2) . ?
C53 N41 1.5231(19) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C54 C55 1.528(2) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 C56 1.523(2) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C61 C62 1.512(2) . ?
C61 O61 1.2603(18) . ?
C61 O62 1.2571(17) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?

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
N1 C1 N4 112.55(12) . . ?
O1 C1 N1 123.62(13) . . ?
O1 C1 N4 123.75(13) . . ?
C3 C2 C7 119.81(13) . . ?
C3 C2 N1 121.10(13) . . ?
C7 C2 N1 119.06(13) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 120.90(14) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.16(14) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 120.97(14) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 120.08(14) . . ?
C7 C6 H6 120.0 . . ?
C2 C7 N2 117.50(13) . . ?
C6 C7 C2 119.05(13) . . ?
C6 C7 N2 123.45(14) . . ?
N2 C8 N3 111.00(12) . . ?
O2 C8 N2 124.60(13) . . ?
O2 C8 N3 124.39(14) . . ?
C10 C9 C14 119.23(14) . . ?
C10 C9 N3 124.26(14) . . ?
N3 C9 C14 116.51(13) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.26(14) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 C15 119.61(15) . . ?
C12 C11 C10 121.80(15) . . ?
C12 C11 C15 118.53(15) . . ?
C11 C12 H12 120.8 . . ?
C11 C12 C13 118.38(15) . . ?
C13 C12 H12 120.8 . . ?
C12 C13 C16 118.43(15) . . ?
C14 C13 C12 121.05(15) . . ?
C14 C13 C16 120.52(15) . . ?
C9 C14 H14 119.9 . . ?
C13 C14 C9 120.27(15) . . ?
C13 C14 H14 119.9 . . ?
F1 C15 C11 113.35(14) . . ?
F1 C15 F2 106.11(15) . . ?
F1 C15 F3 105.89(15) . . ?
F2 C15 C11 113.16(14) . . ?
F2 C15 F3 105.75(14) . . ?
F3 C15 C11 111.96(16) . . ?
F4 C16 C13 112.03(17) . . ?
F5 C16 C13 111.89(15) . . ?
F5 C16 F4 105.44(15) . . ?
F6 C16 C13 113.38(15) . . ?
F6 C16 F4 106.01(16) . . ?
F6 C16 F5 107.58(17) . . ?
C18 C17 C22 119.34(14) . . ?
C18 C17 N4 122.22(13) . . ?
C22 C17 N4 118.36(13) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.82(14) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.63(14) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.34(15) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.46(14) . . ?
C22 C21 H21 119.8 . . ?
C17 C22 N5 118.03(13) . . ?
C21 C22 C17 119.13(13) . . ?
C21 C22 N5 122.83(13) . . ?
N6 C23 N5 112.17(13) . . ?
O3 C23 N5 124.53(14) . . ?
O3 C23 N6 123.28(14) . . ?
C29 C24 C25 119.19(13) . . ?
C29 C24 N6 124.44(14) . . ?
N6 C24 C25 116.34(13) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.13(14) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C27 121.29(14) . . ?
C25 C26 C30 120.19(14) . . ?
C27 C26 C30 118.51(14) . . ?
C26 C27 H27 120.9 . . ?
C28 C27 C26 118.18(14) . . ?
C28 C27 H27 120.9 . . ?
C27 C28 C29 121.88(15) . . ?
C27 C28 C31 119.80(14) . . ?
C29 C28 C31 118.23(14) . . ?
C24 C29 H29 120.3 . . ?
C28 C29 C24 119.31(14) . . ?
C28 C29 H29 120.3 . . ?
F7 C30 C26 113.44(13) . . ?
F7 C30 F8 106.53(13) . . ?
F7 C30 F9 107.16(14) . . ?
F8 C30 C26 111.35(14) . . ?
F9 C30 C26 112.51(13) . . ?
F9 C30 F8 105.33(12) . . ?
F10 C31 C28 113.33(15) . . ?
F10 C31 F11 105.08(15) . . ?
F10 C31 F12 107.92(16) . . ?
F11 C31 C28 111.77(16) . . ?
F12 C31 C28 112.96(14) . . ?
F12 C31 F11 105.14(16) . . ?
C1 N1 C2 121.75(12) . . ?
C1 N1 H1 117.4(13) . . ?
C2 N1 H1 115.5(12) . . ?
C7 N2 H2 115.1(12) . . ?
C8 N2 C7 126.98(13) . . ?
C8 N2 H2 117.5(12) . . ?
C8 N3 C9 127.00(13) . . ?
C8 N3 H3A 114.1(12) . . ?
C9 N3 H3A 118.1(12) . . ?
C1 N4 C17 123.02(12) . . ?
C1 N4 H4A 115.4(13) . . ?
C17 N4 H4A 115.2(13) . . ?
C22 N5 H5A 117.5(12) . . ?
C23 N5 C22 125.97(13) . . ?
C23 N5 H5A 115.7(12) . . ?
C23 N6 C24 126.72(13) . . ?
C23 N6 H6A 115.4(12) . . ?
C24 N6 H6A 117.3(12) . . ?
H41A C41 H41B 107.6 . . ?
C42 C41 H41A 108.7 . . ?
C42 C41 H41B 108.7 . . ?
N41 C41 H41A 108.7 . . ?
N41 C41 H41B 108.7 . . ?
N41 C41 C42 114.33(13) . . ?
C41 C42 H42A 109.4 . . ?
C41 C42 H42B 109.4 . . ?
H42A C42 H42B 108.0 . . ?
C43 C42 C41 111.34(15) . . ?
C43 C42 H42A 109.4 . . ?
C43 C42 H42B 109.4 . . ?
C42 C43 H43A 109.2 . . ?
C42 C43 H43B 109.2 . . ?
C42 C43 C44 112.07(17) . . ?
H43A C43 H43B 107.9 . . ?
C44 C43 H43A 109.2 . . ?
C44 C43 H43B 109.2 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
H45A C45 H45B 107.4 . . ?
C46 C45 H45A 108.4 . . ?
C46 C45 H45B 108.4 . . ?
N41 C45 H45A 108.4 . . ?
N41 C45 H45B 108.4 . . ?
N41 C45 C46 115.72(12) . . ?
C45 C46 H46A 109.8 . . ?
C45 C46 H46B 109.8 . . ?
C45 C46 C47 109.36(13) . . ?
H46A C46 H46B 108.2 . . ?
C47 C46 H46A 109.8 . . ?
C47 C46 H46B 109.8 . . ?
C46 C47 H47A 109.0 . . ?
C46 C47 H47B 109.0 . . ?
H47A C47 H47B 107.8 . . ?
C48 C47 C46 112.94(14) . . ?
C48 C47 H47A 109.0 . . ?
C48 C47 H47B 109.0 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
H49A C49 H49B 107.5 . . ?
C50 C49 H49A 108.6 . . ?
C50 C49 H49B 108.6 . . ?
C50 C49 N41 114.82(12) . . ?
N41 C49 H49A 108.6 . . ?
N41 C49 H49B 108.6 . . ?
C49 C50 H50A 109.8 . . ?
C49 C50 H50B 109.8 . . ?
C49 C50 C51 109.36(13) . . ?
H50A C50 H50B 108.3 . . ?
C51 C50 H50A 109.8 . . ?
C51 C50 H50B 109.8 . . ?
C50 C51 H51A 109.2 . . ?
C50 C51 H51B 109.2 . . ?
H51A C51 H51B 107.9 . . ?
C52 C51 C50 112.08(15) . . ?
C52 C51 H51A 109.2 . . ?
C52 C51 H51B 109.2 . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
H53A C53 H53B 107.4 . . ?
C54 C53 H53A 108.3 . . ?
C54 C53 H53B 108.3 . . ?
C54 C53 N41 115.87(12) . . ?
N41 C53 H53A 108.3 . . ?
N41 C53 H53B 108.3 . . ?
C53 C54 H54A 109.7 . . ?
C53 C54 H54B 109.7 . . ?
C53 C54 C55 109.86(13) . . ?
H54A C54 H54B 108.2 . . ?
C55 C54 H54A 109.7 . . ?
C55 C54 H54B 109.7 . . ?
C54 C55 H55A 109.3 . . ?
C54 C55 H55B 109.3 . . ?
H55A C55 H55B 107.9 . . ?
C56 C55 C54 111.74(14) . . ?
C56 C55 H55A 109.3 . . ?
C56 C55 H55B 109.3 . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C41 N41 C49 107.78(11) . . ?
C41 N41 C53 110.24(11) . . ?
C45 N41 C41 110.48(11) . . ?
C45 N41 C49 110.95(11) . . ?
C45 N41 C53 107.30(11) . . ?
C53 N41 C49 110.11(11) . . ?
O61 C61 C62 117.92(13) . . ?
O62 C61 C62 118.43(14) . . ?
O62 C61 O61 123.65(14) . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?

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
N2 H2 N1 0.835(18) 2.342(18) 2.7476(18) 110.5(14) .
N2 H2 O61 0.835(18) 2.337(18) 3.0830(17) 149.0(16) .
N3 H3A O61 0.897(19) 1.887(19) 2.7791(17) 172.3(17) .
N5 H5A O62 0.874(19) 2.30(2) 3.0832(17) 149.6(16) .
N6 H6A O62 0.837(18) 1.935(18) 2.7612(17) 168.5(17) .

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
C2 C3 C4 C5 -2.0(2) . . . . ?
C2 C7 N2 C8 164.99(14) . . . . ?
C3 C2 C7 C6 0.8(2) . . . . ?
C3 C2 C7 N2 -179.61(13) . . . . ?
C3 C2 N1 C1 44.5(2) . . . . ?
C3 C4 C5 C6 1.1(2) . . . . ?
C4 C5 C6 C7 0.7(2) . . . . ?
C5 C6 C7 C2 -1.7(2) . . . . ?
C5 C6 C7 N2 178.78(15) . . . . ?
C6 C7 N2 C8 -15.5(2) . . . . ?
C7 C2 C3 C4 1.0(2) . . . . ?
C7 C2 N1 C1 -137.64(15) . . . . ?
C9 C10 C11 C12 0.8(2) . . . . ?
C9 C10 C11 C15 -176.30(15) . . . . ?
C10 C9 C14 C13 0.0(2) . . . . ?
C10 C9 N3 C8 -6.4(2) . . . . ?
C10 C11 C12 C13 0.3(3) . . . . ?
C10 C11 C15 F1 -22.0(2) . . . . ?
C10 C11 C15 F2 -142.88(16) . . . . ?
C10 C11 C15 F3 97.72(19) . . . . ?
C11 C12 C13 C14 -1.3(3) . . . . ?
C11 C12 C13 C16 178.12(16) . . . . ?
C12 C11 C15 F1 160.78(16) . . . . ?
C12 C11 C15 F2 39.9(2) . . . . ?
C12 C11 C15 F3 -79.5(2) . . . . ?
C12 C13 C14 C9 1.1(3) . . . . ?
C12 C13 C16 F4 58.4(2) . . . . ?
C12 C13 C16 F5 -59.7(2) . . . . ?
C12 C13 C16 F6 178.36(17) . . . . ?
C14 C9 C10 C11 -1.0(2) . . . . ?
C14 C9 N3 C8 173.75(14) . . . . ?
C14 C13 C16 F4 -122.17(18) . . . . ?
C14 C13 C16 F5 119.67(19) . . . . ?
C14 C13 C16 F6 -2.2(3) . . . . ?
C15 C11 C12 C13 177.45(16) . . . . ?
C16 C13 C14 C9 -178.25(16) . . . . ?
C17 C18 C19 C20 2.8(3) . . . . ?
C17 C22 N5 C23 -160.59(14) . . . . ?
C18 C17 C22 C21 -5.6(2) . . . . ?
C18 C17 C22 N5 174.90(14) . . . . ?
C18 C17 N4 C1 -29.0(2) . . . . ?
C18 C19 C20 C21 -3.3(3) . . . . ?
C19 C20 C21 C22 -0.7(2) . . . . ?
C20 C21 C22 C17 5.1(2) . . . . ?
C20 C21 C22 N5 -175.38(14) . . . . ?
C21 C22 N5 C23 19.9(2) . . . . ?
C22 C17 C18 C19 1.7(2) . . . . ?
C22 C17 N4 C1 154.42(14) . . . . ?
C24 C25 C26 C27 0.3(2) . . . . ?
C24 C25 C26 C30 179.28(14) . . . . ?
C25 C24 C29 C28 1.0(2) . . . . ?
C25 C24 N6 C23 -179.34(14) . . . . ?
C25 C26 C27 C28 0.2(2) . . . . ?
C25 C26 C30 F7 8.2(2) . . . . ?
C25 C26 C30 F8 -111.93(16) . . . . ?
C25 C26 C30 F9 130.09(15) . . . . ?
C26 C27 C28 C29 0.0(2) . . . . ?
C26 C27 C28 C31 -176.60(16) . . . . ?
C27 C26 C30 F7 -172.72(14) . . . . ?
C27 C26 C30 F8 67.11(19) . . . . ?
C27 C26 C30 F9 -50.9(2) . . . . ?
C27 C28 C29 C24 -0.6(2) . . . . ?
C27 C28 C31 F10 -21.9(3) . . . . ?
C27 C28 C31 F11 96.66(19) . . . . ?
C27 C28 C31 F12 -145.00(17) . . . . ?
C29 C24 C25 C26 -0.9(2) . . . . ?
C29 C24 N6 C23 -1.1(2) . . . . ?
C29 C28 C31 F10 161.46(16) . . . . ?
C29 C28 C31 F11 -80.02(19) . . . . ?
C29 C28 C31 F12 38.3(2) . . . . ?
C30 C26 C27 C28 -178.83(15) . . . . ?
C31 C28 C29 C24 176.03(16) . . . . ?
N1 C1 N4 C17 158.06(13) . . . . ?
N1 C2 C3 C4 178.84(14) . . . . ?
N1 C2 C7 C6 -177.05(14) . . . . ?
N1 C2 C7 N2 2.5(2) . . . . ?
N2 C8 N3 C9 -171.21(14) . . . . ?
N3 C8 N2 C7 -175.16(14) . . . . ?
N3 C9 C10 C11 179.18(15) . . . . ?
N3 C9 C14 C13 179.87(14) . . . . ?
N4 C1 N1 C2 -165.97(13) . . . . ?
N4 C17 C18 C19 -174.89(15) . . . . ?
N4 C17 C22 C21 171.11(14) . . . . ?
N4 C17 C22 N5 -8.4(2) . . . . ?
N5 C23 N6 C24 167.17(14) . . . . ?
N6 C23 N5 C22 170.56(13) . . . . ?
N6 C24 C25 C26 177.46(14) . . . . ?
N6 C24 C29 C28 -177.17(15) . . . . ?
O1 C1 N1 C2 16.9(2) . . . . ?
O1 C1 N4 C17 -24.9(2) . . . . ?
O2 C8 N2 C7 4.5(3) . . . . ?
O2 C8 N3 C9 9.1(2) . . . . ?
O3 C23 N5 C22 -7.9(2) . . . . ?
O3 C23 N6 C24 -14.3(2) . . . . ?
C41 C42 C43 C44 177.36(15) . . . . ?
C42 C41 N41 C45 57.02(16) . . . . ?
C42 C41 N41 C49 178.39(12) . . . . ?
C42 C41 N41 C53 -61.41(16) . . . . ?
C45 C46 C47 C48 70.72(18) . . . . ?
C46 C45 N41 C41 62.80(16) . . . . ?
C46 C45 N41 C49 -56.67(17) . . . . ?
C46 C45 N41 C53 -176.99(13) . . . . ?
C49 C50 C51 C52 177.97(14) . . . . ?
C50 C49 N41 C41 -172.48(12) . . . . ?
C50 C49 N41 C45 -51.41(17) . . . . ?
C50 C49 N41 C53 67.23(16) . . . . ?
C53 C54 C55 C56 -174.75(14) . . . . ?
C54 C53 N41 C41 -46.84(16) . . . . ?
C54 C53 N41 C45 -167.19(12) . . . . ?
C54 C53 N41 C49 71.96(16) . . . . ?
N41 C41 C42 C43 165.04(13) . . . . ?
N41 C45 C46 C47 -174.32(13) . . . . ?
N41 C49 C50 C51 -179.09(13) . . . . ?
N41 C53 C54 C55 -173.71(12) . . . . ?

_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'
_olex2_computing_structure_solution_long 'ShelXS (Sheldrick, 2008)'
