# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_erk8193
_database_code_depnum_ccdc_archive 'CCDC 1549015'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H34 Cl N'
_chemical_formula_iupac          ?
_chemical_formula_weight         383.98

_chemical_melting_point          ?

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

_cell_length_a                   6.6815(3)
_cell_length_b                   15.5318(6)
_cell_length_c                   20.9543(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.2790(10)
_cell_angle_gamma                90
_cell_volume                     2165.32(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9795
_cell_measurement_theta_min      2.3517
_cell_measurement_theta_max      27.5253
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.213
_exptl_crystal_size_mid          0.168
_exptl_crystal_size_min          0.088
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             832

_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            71974
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         27.61
_diffrn_reflns_theta_full        27.61
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27

_refine_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_number_total             4993
_reflns_number_gt                4261
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_gt          0.0762
_refine_ls_wR_factor_ref         0.0810
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_number_reflns         4993
_refine_ls_number_parameters     252
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0292P)²+1.1817P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.277
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;
APEX2 v.2014.1-1 (Bruker AXS Inc., 2014)

;
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl1 1.24264(4) 0.52945(2) 0.63256(2) 0.01638(8) Uani d . . . 1 . .
N N1 0.86253(14) 0.65487(6) 0.61591(5) 0.01098(19) Uani d . . . 1 . .
H H1 0.972(2) 0.6212(10) 0.6233(7) 0.021(4) Uiso d . . . 1 . .
C C1 0.72158(17) 0.63088(7) 0.66630(5) 0.0126(2) Uani d . . . 1 . .
H H1A 0.5962 0.6065 0.6447 0.015 Uiso calc U . R 1 . .
H H1B 0.6859 0.6835 0.6894 0.015 Uiso calc U . R 1 . .
C C2 0.81543(17) 0.56552(7) 0.71466(5) 0.0129(2) Uani d . . . 1 . .
H H2A 0.8656 0.5154 0.6917 0.015 Uiso calc U . R 1 . .
H H2B 0.9307 0.5921 0.7405 0.015 Uiso calc U . R 1 . .
C C3 0.66048(17) 0.53629(7) 0.75809(5) 0.0128(2) Uani d . . . 1 . .
H H3 0.604 0.4807 0.7502 0.015 Uiso calc U . R 1 . .
C C4 0.59480(17) 0.58116(7) 0.80671(5) 0.0122(2) Uani d . . . 1 . .
C C11 0.94941(19) 0.74697(8) 0.62495(6) 0.0171(2) Uani d . . . 1 . .
C C12 1.0981(2) 0.76108(8) 0.57441(6) 0.0215(3) Uani d . . . 1 . .
H H12A 1.1436 0.8218 0.5766 0.026 Uiso calc U . R 1 . .
H H12B 1.2174 0.7242 0.5851 0.026 Uiso calc U . R 1 . .
C C13 1.0134(2) 0.74146(8) 0.50605(6) 0.0215(3) Uani d . . . 1 . .
H H13A 0.9002 0.7808 0.4933 0.026 Uiso calc U . R 1 . .
H H13B 1.1186 0.7503 0.4764 0.026 Uiso calc U . R 1 . .
C C14 0.94094(18) 0.64864(8) 0.50221(6) 0.0160(2) Uani d . . . 1 . .
H H14A 1.0572 0.6101 0.5128 0.019 Uiso calc U . R 1 . .
H H14B 0.8871 0.6361 0.4576 0.019 Uiso calc U . R 1 . .
C C15 0.77854(17) 0.62824(8) 0.54703(5) 0.0131(2) Uani d . . . 1 . .
C C16 0.7866(2) 0.81660(8) 0.62029(7) 0.0266(3) Uani d . . . 1 . .
H H16A 0.6791 0.8002 0.6467 0.04 Uiso calc U . R 1 . .
H H16B 0.7313 0.8228 0.5756 0.04 Uiso calc U . R 1 . .
H H16C 0.8453 0.8715 0.6356 0.04 Uiso calc U . R 1 . .
C C17 1.0661(2) 0.74957(9) 0.69142(6) 0.0247(3) Uani d . . . 1 . .
H H17A 1.1588 0.7006 0.6961 0.037 Uiso calc U . R 1 . .
H H17B 0.9716 0.7464 0.7244 0.037 Uiso calc U . R 1 . .
H H17C 1.1426 0.8034 0.6963 0.037 Uiso calc U . R 1 . .
C C18 0.57831(18) 0.67151(9) 0.52567(6) 0.0212(3) Uani d . . . 1 . .
H H18A 0.5203 0.6451 0.4857 0.032 Uiso calc U . R 1 . .
H H18B 0.6004 0.733 0.5187 0.032 Uiso calc U . R 1 . .
H H18C 0.4858 0.6642 0.5589 0.032 Uiso calc U . R 1 . .
C C19 0.74517(18) 0.53086(8) 0.54809(6) 0.0148(2) Uani d . . . 1 . .
H H19A 0.6284 0.518 0.5715 0.022 Uiso calc U . R 1 . .
H H19B 0.8646 0.5028 0.5693 0.022 Uiso calc U . R 1 . .
H H19C 0.7211 0.5095 0.5041 0.022 Uiso calc U . R 1 . .
C C21 0.67614(18) 0.66817(7) 0.82556(5) 0.0133(2) Uani d . . . 1 . .
C C22 0.54852(19) 0.73971(8) 0.81993(6) 0.0173(2) Uani d . . . 1 . .
H H22 0.4101 0.7319 0.8064 0.021 Uiso calc U . R 1 . .
C C23 0.6213(2) 0.82220(8) 0.83378(6) 0.0217(3) Uani d . . . 1 . .
H H23 0.5328 0.8702 0.8298 0.026 Uiso calc U . R 1 . .
C C24 0.8243(2) 0.83424(8) 0.85358(6) 0.0219(3) Uani d . . . 1 . .
H H24 0.8755 0.8906 0.8619 0.026 Uiso calc U . R 1 . .
C C25 0.9511(2) 0.76353(9) 0.86110(6) 0.0209(3) Uani d . . . 1 . .
H H25 1.0888 0.7715 0.8756 0.025 Uiso calc U . R 1 . .
C C26 0.87800(19) 0.68081(8) 0.84748(6) 0.0170(2) Uani d . . . 1 . .
H H26 0.9659 0.6328 0.8531 0.02 Uiso calc U . R 1 . .
C C31 0.43000(17) 0.54646(7) 0.84276(6) 0.0130(2) Uani d . . . 1 . .
C C32 0.43119(19) 0.56038(8) 0.90872(6) 0.0175(2) Uani d . . . 1 . .
H H32 0.5353 0.5939 0.9304 0.021 Uiso calc U . R 1 . .
C C33 0.2814(2) 0.52571(8) 0.94306(6) 0.0212(3) Uani d . . . 1 . .
H H33 0.285 0.5351 0.9879 0.025 Uiso calc U . R 1 . .
C C34 0.12705(19) 0.47758(8) 0.91191(6) 0.0207(3) Uani d . . . 1 . .
H H34 0.0249 0.454 0.9353 0.025 Uiso calc U . R 1 . .
C C35 0.12288(18) 0.46410(8) 0.84606(6) 0.0183(2) Uani d . . . 1 . .
H H35 0.0173 0.4313 0.8246 0.022 Uiso calc U . R 1 . .
C C36 0.27246(18) 0.49842(8) 0.81159(6) 0.0152(2) Uani d . . . 1 . .
H H36 0.2677 0.4892 0.7666 0.018 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . 1.5243(14) ?
N1 C11 . 1.5488(15) ?
N1 C15 . 1.5556(14) ?
N1 H1 . 0.901(16) ?
C1 C2 . 1.5276(16) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 C3 . 1.5098(15) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.3410(16) ?
C3 H3 . 0.95 ?
C4 C31 . 1.4922(16) ?
C4 C21 . 1.4961(16) ?
C11 C16 . 1.5305(18) ?
C11 C12 . 1.5330(17) ?
C11 C17 . 1.5331(19) ?
C12 C13 . 1.5219(19) ?
C12 H12A . 0.99 ?
C12 H12B . 0.99 ?
C13 C14 . 1.5205(17) ?
C13 H13A . 0.99 ?
C13 H13B . 0.99 ?
C14 C15 . 1.5322(15) ?
C14 H14A . 0.99 ?
C14 H14B . 0.99 ?
C15 C18 . 1.5270(16) ?
C15 C19 . 1.5294(16) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C26 . 1.3980(17) ?
C21 C22 . 1.3990(17) ?
C22 C23 . 1.3914(18) ?
C22 H22 . 0.95 ?
C23 C24 . 1.394(2) ?
C23 H23 . 0.95 ?
C24 C25 . 1.3873(19) ?
C24 H24 . 0.95 ?
C25 C26 . 1.3947(17) ?
C25 H25 . 0.95 ?
C26 H26 . 0.95 ?
C31 C32 . 1.3983(16) ?
C31 C36 . 1.4017(17) ?
C32 C33 . 1.3936(18) ?
C32 H32 . 0.95 ?
C33 C34 . 1.3871(19) ?
C33 H33 . 0.95 ?
C34 C35 . 1.3934(18) ?
C34 H34 . 0.95 ?
C35 C36 . 1.3920(17) ?
C35 H35 . 0.95 ?
C36 H36 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C11 . . 112.93(9) ?
C1 N1 C15 . . 112.61(8) ?
C11 N1 C15 . . 117.26(9) ?
C1 N1 H1 . . 106.4(10) ?
C11 N1 H1 . . 103.0(10) ?
C15 N1 H1 . . 103.0(10) ?
N1 C1 C2 . . 112.33(9) ?
N1 C1 H1A . . 109.1 ?
C2 C1 H1A . . 109.1 ?
N1 C1 H1B . . 109.1 ?
C2 C1 H1B . . 109.1 ?
H1A C1 H1B . . 107.9 ?
C3 C2 C1 . . 109.71(9) ?
C3 C2 H2A . . 109.7 ?
C1 C2 H2A . . 109.7 ?
C3 C2 H2B . . 109.7 ?
C1 C2 H2B . . 109.7 ?
H2A C2 H2B . . 108.2 ?
C4 C3 C2 . . 126.30(11) ?
C4 C3 H3 . . 116.8 ?
C2 C3 H3 . . 116.8 ?
C3 C4 C31 . . 120.34(10) ?
C3 C4 C21 . . 122.26(10) ?
C31 C4 C21 . . 117.36(10) ?
C16 C11 C12 . . 110.90(11) ?
C16 C11 C17 . . 109.78(11) ?
C12 C11 C17 . . 108.42(11) ?
C16 C11 N1 . . 112.88(10) ?
C12 C11 N1 . . 107.88(9) ?
C17 C11 N1 . . 106.80(10) ?
C13 C12 C11 . . 114.39(11) ?
C13 C12 H12A . . 108.7 ?
C11 C12 H12A . . 108.7 ?
C13 C12 H12B . . 108.7 ?
C11 C12 H12B . . 108.7 ?
H12A C12 H12B . . 107.6 ?
C14 C13 C12 . . 109.19(10) ?
C14 C13 H13A . . 109.8 ?
C12 C13 H13A . . 109.8 ?
C14 C13 H13B . . 109.8 ?
C12 C13 H13B . . 109.8 ?
H13A C13 H13B . . 108.3 ?
C13 C14 C15 . . 113.80(10) ?
C13 C14 H14A . . 108.8 ?
C15 C14 H14A . . 108.8 ?
C13 C14 H14B . . 108.8 ?
C15 C14 H14B . . 108.8 ?
H14A C14 H14B . . 107.7 ?
C18 C15 C19 . . 108.33(10) ?
C18 C15 C14 . . 112.33(10) ?
C19 C15 C14 . . 109.01(9) ?
C18 C15 N1 . . 112.74(9) ?
C19 C15 N1 . . 106.87(9) ?
C14 C15 N1 . . 107.36(9) ?
C11 C16 H16A . . 109.5 ?
C11 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C11 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C11 C17 H17A . . 109.5 ?
C11 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C11 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C15 C18 H18A . . 109.5 ?
C15 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C15 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C15 C19 H19A . . 109.5 ?
C15 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C15 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C26 C21 C22 . . 118.58(11) ?
C26 C21 C4 . . 121.98(10) ?
C22 C21 C4 . . 119.43(11) ?
C23 C22 C21 . . 121.01(12) ?
C23 C22 H22 . . 119.5 ?
C21 C22 H22 . . 119.5 ?
C22 C23 C24 . . 119.82(12) ?
C22 C23 H23 . . 120.1 ?
C24 C23 H23 . . 120.1 ?
C25 C24 C23 . . 119.67(12) ?
C25 C24 H24 . . 120.2 ?
C23 C24 H24 . . 120.2 ?
C24 C25 C26 . . 120.48(12) ?
C24 C25 H25 . . 119.8 ?
C26 C25 H25 . . 119.8 ?
C25 C26 C21 . . 120.38(12) ?
C25 C26 H26 . . 119.8 ?
C21 C26 H26 . . 119.8 ?
C32 C31 C36 . . 118.60(11) ?
C32 C31 C4 . . 120.48(11) ?
C36 C31 C4 . . 120.92(10) ?
C33 C32 C31 . . 120.76(12) ?
C33 C32 H32 . . 119.6 ?
C31 C32 H32 . . 119.6 ?
C34 C33 C32 . . 120.23(12) ?
C34 C33 H33 . . 119.9 ?
C32 C33 H33 . . 119.9 ?
C33 C34 C35 . . 119.55(11) ?
C33 C34 H34 . . 120.2 ?
C35 C34 H34 . . 120.2 ?
C36 C35 C34 . . 120.43(12) ?
C36 C35 H35 . . 119.8 ?
C34 C35 H35 . . 119.8 ?
C35 C36 C31 . . 120.41(11) ?
C35 C36 H36 . . 119.8 ?
C31 C36 H36 . . 119.8 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C11 N1 C1 C2 . . . . -107.65(11) ?
C15 N1 C1 C2 . . . . 116.71(10) ?
N1 C1 C2 C3 . . . . -173.09(9) ?
C1 C2 C3 C4 . . . . -75.96(15) ?
C2 C3 C4 C31 . . . . 175.68(10) ?
C2 C3 C4 C21 . . . . -2.04(18) ?
C1 N1 C11 C16 . . . . -60.71(13) ?
C15 N1 C11 C16 . . . . 72.74(13) ?
C1 N1 C11 C12 . . . . 176.40(10) ?
C15 N1 C11 C12 . . . . -50.15(13) ?
C1 N1 C11 C17 . . . . 60.03(12) ?
C15 N1 C11 C17 . . . . -166.52(10) ?
C16 C11 C12 C13 . . . . -71.75(14) ?
C17 C11 C12 C13 . . . . 167.65(11) ?
N1 C11 C12 C13 . . . . 52.34(14) ?
C11 C12 C13 C14 . . . . -57.81(14) ?
C12 C13 C14 C15 . . . . 58.98(14) ?
C13 C14 C15 C18 . . . . 70.03(14) ?
C13 C14 C15 C19 . . . . -169.89(10) ?
C13 C14 C15 N1 . . . . -54.46(13) ?
C1 N1 C15 C18 . . . . 60.56(12) ?
C11 N1 C15 C18 . . . . -73.02(12) ?
C1 N1 C15 C19 . . . . -58.35(11) ?
C11 N1 C15 C19 . . . . 168.06(9) ?
C1 N1 C15 C14 . . . . -175.19(9) ?
C11 N1 C15 C14 . . . . 51.22(12) ?
C3 C4 C21 C26 . . . . -62.31(16) ?
C31 C4 C21 C26 . . . . 119.90(12) ?
C3 C4 C21 C22 . . . . 116.26(13) ?
C31 C4 C21 C22 . . . . -61.53(14) ?
C26 C21 C22 C23 . . . . 2.05(18) ?
C4 C21 C22 C23 . . . . -176.57(11) ?
C21 C22 C23 C24 . . . . 0.02(19) ?
C22 C23 C24 C25 . . . . -1.86(19) ?
C23 C24 C25 C26 . . . . 1.59(19) ?
C24 C25 C26 C21 . . . . 0.52(19) ?
C22 C21 C26 C25 . . . . -2.31(17) ?
C4 C21 C26 C25 . . . . 176.27(11) ?
C3 C4 C31 C32 . . . . 144.11(12) ?
C21 C4 C31 C32 . . . . -38.06(15) ?
C3 C4 C31 C36 . . . . -35.06(16) ?
C21 C4 C31 C36 . . . . 142.77(11) ?
C36 C31 C32 C33 . . . . 1.36(18) ?
C4 C31 C32 C33 . . . . -177.83(11) ?
C31 C32 C33 C34 . . . . -0.79(19) ?
C32 C33 C34 C35 . . . . 0.03(19) ?
C33 C34 C35 C36 . . . . 0.14(18) ?
C34 C35 C36 C31 . . . . 0.46(18) ?
C32 C31 C36 C35 . . . . -1.20(17) ?
C4 C31 C36 C35 . . . . 177.99(11) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 Cl1 . 0.901(16) 2.296(16) 3.1943(10) 174.3(13) ?

####################################################################### 
# 
# 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_erk8244
_database_code_depnum_ccdc_archive 'CCDC 1549013'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C47 H52 B Cl2 F10 Li N2 O'
_chemical_formula_weight         939.56

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   11.5750(1)
_cell_length_b                   21.5349(3)
_cell_length_c                   18.6398(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.6330(1)
_cell_angle_gamma                90.00
_cell_volume                     4605.11(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    10219
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1952
_exptl_absorpt_coefficient_mu    0.219
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9452
_exptl_absorpt_correction_T_max  0.9891
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30685
_diffrn_reflns_av_R_equivalents  0.070
_diffrn_reflns_av_sigmaI/netI    0.0636
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.14
_diffrn_reflns_theta_max         25.00
_reflns_number_total             7980
_reflns_number_gt                5168
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

 One dichloromethane molecule is disordered over two positions. Several 
 restraints (SADI, SAME, ISOR and SIMU) were used in order to improve 
 refinement stability.
 
 The hydrogen at N2 atom was refined freely.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0041P)²+8.9173P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7980
_refine_ls_number_parameters     617
_refine_ls_number_restraints     43
_refine_ls_R_factor_all          0.1242
_refine_ls_R_factor_gt           0.0749
_refine_ls_wR_factor_ref         0.1513
_refine_ls_wR_factor_gt          0.1256
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.113
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.0275(6) 0.4843(3) 0.8073(4) 0.0481(18) Uani 1 1 d . . .
O1 O 0.12226(19) 0.54909(11) 0.79212(13) 0.0336(6) Uani 1 1 d . . .
C1 C 0.4152(3) 0.63374(19) 0.6934(2) 0.0374(9) Uani 1 1 d . . .
H1A H 0.4289 0.6661 0.7305 0.045 Uiso 1 1 calc R . .
H1B H 0.4469 0.5948 0.7150 0.045 Uiso 1 1 calc R . .
C2 C 0.2834(3) 0.62610(19) 0.6725(2) 0.0362(9) Uani 1 1 d . . .
H2A H 0.2527 0.6620 0.6436 0.043 Uiso 1 1 calc R . .
H2B H 0.2682 0.5888 0.6425 0.043 Uiso 1 1 calc R . .
C3 C 0.2205(3) 0.62060(17) 0.7387(2) 0.0323(8) Uani 1 1 d . . .
H3 H 0.2366 0.6584 0.7686 0.039 Uiso 1 1 calc R . .
C4 C 0.2453(3) 0.56210(18) 0.78880(19) 0.0321(9) Uani 1 1 d . . .
N1 N 0.4802(2) 0.65018(15) 0.63294(17) 0.0369(8) Uani 1 1 d . . .
C11 C 0.5558(4) 0.5990(2) 0.6119(2) 0.0490(11) Uani 1 1 d . . .
C12 C 0.6065(4) 0.6184(2) 0.5436(3) 0.0600(13) Uani 1 1 d . . .
H12A H 0.6625 0.5868 0.5325 0.072 Uiso 1 1 calc R . .
H12B H 0.5435 0.6199 0.5030 0.072 Uiso 1 1 calc R . .
C13 C 0.6671(4) 0.6811(2) 0.5503(3) 0.0672(14) Uani 1 1 d . . .
H13A H 0.7348 0.6794 0.5880 0.081 Uiso 1 1 calc R . .
H13B H 0.6944 0.6921 0.5044 0.081 Uiso 1 1 calc R . .
C14 C 0.5814(4) 0.7292(2) 0.5697(2) 0.0528(12) Uani 1 1 d . . .
H14A H 0.5184 0.7333 0.5294 0.063 Uiso 1 1 calc R . .
H14B H 0.6211 0.7694 0.5760 0.063 Uiso 1 1 calc R . .
C15 C 0.5283(3) 0.7141(2) 0.6386(2) 0.0417(10) Uani 1 1 d . . .
C16 C 0.6556(4) 0.5792(3) 0.6715(3) 0.0704(15) Uani 1 1 d . . .
H16A H 0.7173 0.6099 0.6752 0.106 Uiso 1 1 calc R . .
H16B H 0.6863 0.5392 0.6590 0.106 Uiso 1 1 calc R . .
H16C H 0.6256 0.5759 0.7175 0.106 Uiso 1 1 calc R . .
C17 C 0.4789(4) 0.5425(2) 0.5920(3) 0.0639(14) Uani 1 1 d . . .
H17A H 0.4521 0.5259 0.6353 0.096 Uiso 1 1 calc R . .
H17B H 0.5234 0.5111 0.5705 0.096 Uiso 1 1 calc R . .
H17C H 0.4123 0.5546 0.5577 0.096 Uiso 1 1 calc R . .
C18 C 0.6203(4) 0.7260(2) 0.7056(2) 0.0555(12) Uani 1 1 d . . .
H18A H 0.5931 0.7084 0.7483 0.083 Uiso 1 1 calc R . .
H18B H 0.6318 0.7704 0.7123 0.083 Uiso 1 1 calc R . .
H18C H 0.6935 0.7067 0.6982 0.083 Uiso 1 1 calc R . .
C19 C 0.4278(4) 0.7597(2) 0.6424(2) 0.0496(11) Uani 1 1 d . . .
H19A H 0.3657 0.7510 0.6034 0.074 Uiso 1 1 calc R . .
H19B H 0.4554 0.8018 0.6376 0.074 Uiso 1 1 calc R . .
H19C H 0.3986 0.7551 0.6885 0.074 Uiso 1 1 calc R . .
B1 B 0.0840(4) 0.6015(2) 0.7387(2) 0.0337(10) Uani 1 1 d . . .
C21 C 0.0117(3) 0.57659(19) 0.6617(2) 0.0360(9) Uani 1 1 d . . .
F26 F 0.0321(2) 0.67505(12) 0.60974(13) 0.0545(6) Uani 1 1 d . . .
C26 C -0.0068(3) 0.6160(2) 0.6028(2) 0.0429(10) Uani 1 1 d . . .
F25 F -0.0792(2) 0.63954(15) 0.48078(13) 0.0742(9) Uani 1 1 d . . .
C25 C -0.0652(3) 0.5986(3) 0.5359(2) 0.0506(12) Uani 1 1 d . . .
F24 F -0.1688(2) 0.52315(16) 0.46272(13) 0.0801(10) Uani 1 1 d . . .
C24 C -0.1100(4) 0.5397(3) 0.5269(2) 0.0530(12) Uani 1 1 d . . .
F23 F -0.1419(3) 0.44250(14) 0.57526(16) 0.0786(9) Uani 1 1 d . . .
C23 C -0.0964(4) 0.4997(2) 0.5837(2) 0.0497(11) Uani 1 1 d . . .
F22 F -0.0304(2) 0.47451(11) 0.70284(13) 0.0528(6) Uani 1 1 d . . .
C22 C -0.0365(3) 0.5188(2) 0.6489(2) 0.0417(10) Uani 1 1 d . . .
C31 C -0.0022(3) 0.64903(18) 0.77595(19) 0.0344(9) Uani 1 1 d . . .
F36 F 0.0867(2) 0.74329(11) 0.74671(14) 0.0571(7) Uani 1 1 d . . .
C36 C 0.0048(3) 0.71316(19) 0.7790(2) 0.0398(10) Uani 1 1 d . . .
F35 F -0.0571(2) 0.81223(13) 0.81324(15) 0.0714(8) Uani 1 1 d . . .
C35 C -0.0690(4) 0.7500(2) 0.8130(2) 0.0472(11) Uani 1 1 d . . .
F34 F -0.2278(2) 0.75856(14) 0.87906(15) 0.0768(9) Uani 1 1 d . . .
C34 C -0.1551(4) 0.7231(2) 0.8461(2) 0.0507(12) Uani 1 1 d . . .
F33 F -0.2523(2) 0.63248(15) 0.87602(14) 0.0716(8) Uani 1 1 d . . .
C33 C -0.1668(3) 0.6597(2) 0.8446(2) 0.0472(11) Uani 1 1 d . . .
F32 F -0.10775(19) 0.56172(11) 0.80988(13) 0.0515(6) Uani 1 1 d . . .
C32 C -0.0912(3) 0.6251(2) 0.8104(2) 0.0395(10) Uani 1 1 d . . .
C41 C 0.3085(3) 0.50640(17) 0.7619(2) 0.0341(9) Uani 1 1 d . . .
C42 C 0.4116(3) 0.49598(19) 0.8091(2) 0.0408(10) Uani 1 1 d . . .
C43 C 0.4828(4) 0.4469(2) 0.7955(3) 0.0595(13) Uani 1 1 d . . .
H43 H 0.5529 0.4397 0.8260 0.071 Uiso 1 1 calc R . .
C44 C 0.4504(4) 0.4086(2) 0.7372(3) 0.0662(15) Uani 1 1 d . . .
H44 H 0.4984 0.3750 0.7284 0.079 Uiso 1 1 calc R . .
C45 C 0.3481(5) 0.4190(2) 0.6916(3) 0.0610(13) Uani 1 1 d . . .
H45 H 0.3271 0.3924 0.6521 0.073 Uiso 1 1 calc R . .
C46 C 0.2760(4) 0.4685(2) 0.7036(2) 0.0464(11) Uani 1 1 d . . .
H46 H 0.2066 0.4759 0.6725 0.056 Uiso 1 1 calc R . .
C51 C 0.3170(3) 0.57581(18) 0.86091(19) 0.0335(9) Uani 1 1 d . . .
C52 C 0.4187(3) 0.53995(19) 0.8693(2) 0.0375(9) Uani 1 1 d . . .
C53 C 0.5037(4) 0.5500(2) 0.9281(2) 0.0572(13) Uani 1 1 d . . .
H53 H 0.5730 0.5267 0.9337 0.069 Uiso 1 1 calc R . .
C54 C 0.4846(4) 0.5947(3) 0.9781(3) 0.0661(14) Uani 1 1 d . . .
H54 H 0.5420 0.6021 1.0178 0.079 Uiso 1 1 calc R . .
C55 C 0.3830(4) 0.6287(2) 0.9709(2) 0.0573(13) Uani 1 1 d . . .
H55 H 0.3707 0.6580 1.0065 0.069 Uiso 1 1 calc R . .
C56 C 0.2984(3) 0.6200(2) 0.9116(2) 0.0443(10) Uani 1 1 d . . .
H56 H 0.2297 0.6438 0.9061 0.053 Uiso 1 1 calc R . .
N2 N 0.0073(3) 0.39813(16) 0.85238(18) 0.0365(8) Uani 1 1 d . . .
H01 H 0.007(3) 0.3725(16) 0.8161(18) 0.022(10) Uiso 1 1 d . . .
C61 C 0.1151(3) 0.38091(19) 0.9028(2) 0.0404(10) Uani 1 1 d . . .
C62 C 0.1020(3) 0.3196(2) 0.9418(2) 0.0468(11) Uani 1 1 d . . .
H62A H 0.1049 0.2854 0.9074 0.056 Uiso 1 1 calc R . .
H62B H 0.1681 0.3147 0.9801 0.056 Uiso 1 1 calc R . .
C63 C -0.0106(4) 0.3151(2) 0.9751(2) 0.0532(12) Uani 1 1 d . . .
H63A H -0.0160 0.2742 0.9975 0.064 Uiso 1 1 calc R . .
H63B H -0.0113 0.3468 1.0128 0.064 Uiso 1 1 calc R . .
C64 C -0.1133(3) 0.32469(19) 0.9169(2) 0.0477(11) Uani 1 1 d . . .
H64A H -0.1855 0.3223 0.9390 0.057 Uiso 1 1 calc R . .
H64B H -0.1148 0.2910 0.8815 0.057 Uiso 1 1 calc R . .
C65 C -0.1101(3) 0.38691(19) 0.8774(2) 0.0419(10) Uani 1 1 d . . .
C66 C 0.1473(4) 0.4334(2) 0.9568(3) 0.0660(14) Uani 1 1 d . . .
H66A H 0.1511 0.4723 0.9309 0.099 Uiso 1 1 calc R . .
H66B H 0.2225 0.4248 0.9846 0.099 Uiso 1 1 calc R . .
H66C H 0.0886 0.4365 0.9893 0.099 Uiso 1 1 calc R . .
C67 C 0.2114(3) 0.3750(2) 0.8548(3) 0.0580(13) Uani 1 1 d . . .
H67A H 0.1921 0.3419 0.8199 0.087 Uiso 1 1 calc R . .
H67B H 0.2846 0.3656 0.8845 0.087 Uiso 1 1 calc R . .
H67C H 0.2187 0.4138 0.8293 0.087 Uiso 1 1 calc R . .
C68 C -0.1403(4) 0.4404(2) 0.9255(3) 0.0629(14) Uani 1 1 d . . .
H68A H -0.2212 0.4369 0.9335 0.094 Uiso 1 1 calc R . .
H68B H -0.1284 0.4796 0.9020 0.094 Uiso 1 1 calc R . .
H68C H -0.0905 0.4385 0.9716 0.094 Uiso 1 1 calc R . .
C69 C -0.1978(4) 0.3859(2) 0.8083(3) 0.0592(13) Uani 1 1 d . . .
H69A H -0.1722 0.3565 0.7743 0.089 Uiso 1 1 calc R . .
H69B H -0.2030 0.4270 0.7868 0.089 Uiso 1 1 calc R . .
H69C H -0.2737 0.3736 0.8200 0.089 Uiso 1 1 calc R . .
C71 C 0.3109(8) 0.8277(5) 0.9151(6) 0.131(3) Uani 0.857(5) 1 d PDU A 1
H71A H 0.3588 0.8457 0.9573 0.157 Uiso 0.857(5) 1 calc PR A 1
H71B H 0.2789 0.8620 0.8842 0.157 Uiso 0.857(5) 1 calc PR A 1
Cl1 Cl 0.4001(2) 0.78251(12) 0.86707(13) 0.1251(11) Uani 0.857(5) 1 d PDU A 1
Cl2 Cl 0.1989(2) 0.78776(12) 0.94372(17) 0.1150(10) Uani 0.857(5) 1 d PDU A 1
C71A C 0.259(5) 0.811(3) 0.8793(14) 0.14(3) Uani 0.143(5) 1 d PDU A 2
H71C H 0.1830 0.8232 0.8528 0.169 Uiso 0.143(5) 1 calc PR A 2
H71D H 0.2872 0.7731 0.8594 0.169 Uiso 0.143(5) 1 calc PR A 2
Cl1A Cl 0.259(2) 0.8088(10) 0.9722(10) 0.140(7) Uani 0.143(5) 1 d PDU A 2
Cl2A Cl 0.3604(17) 0.8715(11) 0.8860(10) 0.172(9) Uani 0.143(5) 1 d PDU A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Li1 O1 1.820(7) . ?
Li1 F22 1.985(7) . ?
Li1 N2 2.063(8) . ?
Li1 F32 2.292(8) . ?
O1 C4 1.460(4) . ?
O1 B1 1.531(5) . ?
C1 N1 1.478(4) . ?
C1 C2 1.533(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C2 C3 1.519(5) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 C4 1.572(5) . ?
C3 B1 1.632(5) . ?
C3 H3 0.9900 . ?
C4 C51 1.512(5) . ?
C4 C41 1.525(5) . ?
N1 C15 1.484(5) . ?
N1 C11 1.491(5) . ?
C11 C17 1.524(6) . ?
C11 C12 1.529(6) . ?
C11 C16 1.553(6) . ?
C12 C13 1.519(6) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C13 C14 1.512(6) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 C15 1.529(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C19 1.531(5) . ?
C15 C18 1.552(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
B1 C31 1.647(6) . ?
B1 C21 1.651(6) . ?
C21 C22 1.371(6) . ?
C21 C26 1.382(5) . ?
F26 C26 1.350(5) . ?
C26 C25 1.388(6) . ?
F25 C25 1.346(5) . ?
C25 C24 1.373(7) . ?
F24 C24 1.343(5) . ?
C24 C23 1.358(6) . ?
F23 C23 1.341(5) . ?
C23 C22 1.380(5) . ?
F22 C22 1.381(5) . ?
C31 C32 1.384(5) . ?
C31 C36 1.384(5) . ?
F36 C36 1.355(4) . ?
C36 C35 1.380(5) . ?
F35 C35 1.346(5) . ?
C35 C34 1.369(6) . ?
F34 C34 1.344(5) . ?
C34 C33 1.372(6) . ?
F33 C33 1.349(5) . ?
C33 C32 1.369(6) . ?
F32 C32 1.379(5) . ?
C41 C46 1.370(5) . ?
C41 C42 1.403(5) . ?
C42 C43 1.385(6) . ?
C42 C52 1.462(5) . ?
C43 C44 1.375(7) . ?
C43 H43 0.9400 . ?
C44 C45 1.381(7) . ?
C44 H44 0.9400 . ?
C45 C46 1.390(6) . ?
C45 H45 0.9400 . ?
C46 H46 0.9400 . ?
C51 C56 1.377(5) . ?
C51 C52 1.400(5) . ?
C52 C53 1.389(5) . ?
C53 C54 1.378(7) . ?
C53 H53 0.9400 . ?
C54 C55 1.377(7) . ?
C54 H54 0.9400 . ?
C55 C56 1.389(6) . ?
C55 H55 0.9400 . ?
C56 H56 0.9400 . ?
N2 C61 1.505(5) . ?
N2 C65 1.514(5) . ?
N2 H01 0.87(3) . ?
C61 C67 1.524(5) . ?
C61 C62 1.524(5) . ?
C61 C66 1.527(6) . ?
C62 C63 1.519(6) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C63 C64 1.514(6) . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C64 C65 1.532(5) . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C65 C68 1.528(6) . ?
C65 C69 1.529(6) . ?
C66 H66A 0.9700 . ?
C66 H66B 0.9700 . ?
C66 H66C 0.9700 . ?
C67 H67A 0.9700 . ?
C67 H67B 0.9700 . ?
C67 H67C 0.9700 . ?
C68 H68A 0.9700 . ?
C68 H68B 0.9700 . ?
C68 H68C 0.9700 . ?
C69 H69A 0.9700 . ?
C69 H69B 0.9700 . ?
C69 H69C 0.9700 . ?
C71 Cl2 1.699(8) . ?
C71 Cl1 1.749(9) . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71A Cl1A 1.733(18) . ?
C71A Cl2A 1.744(18) . ?
C71A H71C 0.9800 . ?
C71A H71D 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
O1 Li1 F22 93.5(3) . . ?
O1 Li1 N2 148.9(4) . . ?
F22 Li1 N2 105.2(3) . . ?
O1 Li1 F32 82.7(3) . . ?
F22 Li1 F32 87.4(3) . . ?
N2 Li1 F32 122.1(3) . . ?
C4 O1 B1 91.7(2) . . ?
C4 O1 Li1 139.9(3) . . ?
B1 O1 Li1 122.6(3) . . ?
N1 C1 C2 115.0(3) . . ?
N1 C1 H1A 108.5 . . ?
C2 C1 H1A 108.5 . . ?
N1 C1 H1B 108.5 . . ?
C2 C1 H1B 108.5 . . ?
H1A C1 H1B 107.5 . . ?
C3 C2 C1 111.7(3) . . ?
C3 C2 H2A 109.3 . . ?
C1 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
C2 C3 C4 118.4(3) . . ?
C2 C3 B1 126.0(3) . . ?
C4 C3 B1 84.2(3) . . ?
C2 C3 H3 108.6 . . ?
C4 C3 H3 108.6 . . ?
B1 C3 H3 108.6 . . ?
O1 C4 C51 115.0(3) . . ?
O1 C4 C41 112.1(3) . . ?
C51 C4 C41 102.4(3) . . ?
O1 C4 C3 94.4(2) . . ?
C51 C4 C3 114.0(3) . . ?
C41 C4 C3 119.5(3) . . ?
C1 N1 C15 113.1(3) . . ?
C1 N1 C11 113.5(3) . . ?
C15 N1 C11 118.4(3) . . ?
N1 C11 C17 108.0(3) . . ?
N1 C11 C12 108.7(4) . . ?
C17 C11 C12 107.0(4) . . ?
N1 C11 C16 115.0(4) . . ?
C17 C11 C16 108.0(4) . . ?
C12 C11 C16 109.9(4) . . ?
C13 C12 C11 113.5(4) . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 108.6(4) . . ?
C14 C13 H13A 110.0 . . ?
C12 C13 H13A 110.0 . . ?
C14 C13 H13B 110.0 . . ?
C12 C13 H13B 110.0 . . ?
H13A C13 H13B 108.4 . . ?
C13 C14 C15 113.9(4) . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
N1 C15 C14 109.1(3) . . ?
N1 C15 C19 108.5(3) . . ?
C14 C15 C19 107.2(3) . . ?
N1 C15 C18 114.9(3) . . ?
C14 C15 C18 109.4(3) . . ?
C19 C15 C18 107.5(4) . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O1 B1 C3 89.4(3) . . ?
O1 B1 C31 108.8(3) . . ?
C3 B1 C31 118.9(3) . . ?
O1 B1 C21 113.3(3) . . ?
C3 B1 C21 117.5(3) . . ?
C31 B1 C21 107.6(3) . . ?
C22 C21 C26 113.7(4) . . ?
C22 C21 B1 126.4(4) . . ?
C26 C21 B1 119.9(4) . . ?
F26 C26 C21 119.2(4) . . ?
F26 C26 C25 117.2(4) . . ?
C21 C26 C25 123.6(4) . . ?
F25 C25 C24 120.5(4) . . ?
F25 C25 C26 120.2(5) . . ?
C24 C25 C26 119.3(4) . . ?
F24 C24 C23 121.3(5) . . ?
F24 C24 C25 119.4(5) . . ?
C23 C24 C25 119.2(4) . . ?
F23 C23 C24 119.2(4) . . ?
F23 C23 C22 121.5(4) . . ?
C24 C23 C22 119.4(4) . . ?
C22 F22 Li1 128.2(3) . . ?
C21 C22 C23 124.7(4) . . ?
C21 C22 F22 121.3(3) . . ?
C23 C22 F22 113.9(4) . . ?
C32 C31 C36 113.2(4) . . ?
C32 C31 B1 119.7(4) . . ?
C36 C31 B1 127.1(3) . . ?
F36 C36 C35 116.2(4) . . ?
F36 C36 C31 120.0(3) . . ?
C35 C36 C31 123.9(4) . . ?
F35 C35 C34 120.1(4) . . ?
F35 C35 C36 120.3(4) . . ?
C34 C35 C36 119.7(4) . . ?
F34 C34 C35 120.2(4) . . ?
F34 C34 C33 120.6(4) . . ?
C35 C34 C33 119.3(4) . . ?
F33 C33 C32 121.1(4) . . ?
F33 C33 C34 120.0(4) . . ?
C32 C33 C34 118.9(4) . . ?
C32 F32 Li1 128.8(3) . . ?
C33 C32 F32 116.4(4) . . ?
C33 C32 C31 125.1(4) . . ?
F32 C32 C31 118.5(3) . . ?
C46 C41 C42 121.6(4) . . ?
C46 C41 C4 129.5(3) . . ?
C42 C41 C4 108.9(3) . . ?
C43 C42 C41 119.0(4) . . ?
C43 C42 C52 131.4(4) . . ?
C41 C42 C52 109.6(3) . . ?
C44 C43 C42 119.7(4) . . ?
C44 C43 H43 120.1 . . ?
C42 C43 H43 120.1 . . ?
C43 C44 C45 120.7(4) . . ?
C43 C44 H44 119.7 . . ?
C45 C44 H44 119.7 . . ?
C44 C45 C46 120.6(5) . . ?
C44 C45 H45 119.7 . . ?
C46 C45 H45 119.7 . . ?
C41 C46 C45 118.5(4) . . ?
C41 C46 H46 120.8 . . ?
C45 C46 H46 120.8 . . ?
C56 C51 C52 120.7(3) . . ?
C56 C51 C4 128.8(3) . . ?
C52 C51 C4 110.2(3) . . ?
C53 C52 C51 120.0(4) . . ?
C53 C52 C42 131.9(4) . . ?
C51 C52 C42 108.1(3) . . ?
C54 C53 C52 118.8(4) . . ?
C54 C53 H53 120.6 . . ?
C52 C53 H53 120.6 . . ?
C55 C54 C53 121.2(4) . . ?
C55 C54 H54 119.4 . . ?
C53 C54 H54 119.4 . . ?
C54 C55 C56 120.6(4) . . ?
C54 C55 H55 119.7 . . ?
C56 C55 H55 119.7 . . ?
C51 C56 C55 118.7(4) . . ?
C51 C56 H56 120.6 . . ?
C55 C56 H56 120.6 . . ?
C61 N2 C65 118.2(3) . . ?
C61 N2 Li1 110.2(3) . . ?
C65 N2 Li1 115.1(3) . . ?
C61 N2 H01 104(2) . . ?
C65 N2 H01 103(2) . . ?
Li1 N2 H01 104(2) . . ?
N2 C61 C67 105.3(3) . . ?
N2 C61 C62 112.6(3) . . ?
C67 C61 C62 109.6(3) . . ?
N2 C61 C66 109.8(3) . . ?
C67 C61 C66 108.4(4) . . ?
C62 C61 C66 110.9(3) . . ?
C63 C62 C61 113.3(3) . . ?
C63 C62 H62A 108.9 . . ?
C61 C62 H62A 108.9 . . ?
C63 C62 H62B 108.9 . . ?
C61 C62 H62B 108.9 . . ?
H62A C62 H62B 107.7 . . ?
C64 C63 C62 109.5(3) . . ?
C64 C63 H63A 109.8 . . ?
C62 C63 H63A 109.8 . . ?
C64 C63 H63B 109.8 . . ?
C62 C63 H63B 109.8 . . ?
H63A C63 H63B 108.2 . . ?
C63 C64 C65 113.4(3) . . ?
C63 C64 H64A 108.9 . . ?
C65 C64 H64A 108.9 . . ?
C63 C64 H64B 108.9 . . ?
C65 C64 H64B 108.9 . . ?
H64A C64 H64B 107.7 . . ?
N2 C65 C68 110.2(3) . . ?
N2 C65 C69 105.4(3) . . ?
C68 C65 C69 109.1(4) . . ?
N2 C65 C64 111.6(3) . . ?
C68 C65 C64 110.8(3) . . ?
C69 C65 C64 109.7(3) . . ?
C61 C66 H66A 109.5 . . ?
C61 C66 H66B 109.5 . . ?
H66A C66 H66B 109.5 . . ?
C61 C66 H66C 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
C61 C67 H67A 109.5 . . ?
C61 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
C61 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C65 C68 H68A 109.5 . . ?
C65 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C65 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C65 C69 H69A 109.5 . . ?
C65 C69 H69B 109.5 . . ?
H69A C69 H69B 109.5 . . ?
C65 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
Cl2 C71 Cl1 113.9(6) . . ?
Cl2 C71 H71A 108.8 . . ?
Cl1 C71 H71A 108.8 . . ?
Cl2 C71 H71B 108.8 . . ?
Cl1 C71 H71B 108.8 . . ?
H71A C71 H71B 107.7 . . ?
Cl1A C71A Cl2A 92.4(15) . . ?
Cl1A C71A H71C 113.2 . . ?
Cl2A C71A H71C 113.2 . . ?
Cl1A C71A H71D 113.2 . . ?
Cl2A C71A H71D 113.2 . . ?
H71C C71A H71D 110.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F22 Li1 O1 C4 -102.2(4) . . . . ?
N2 Li1 O1 C4 25.3(11) . . . . ?
F32 Li1 O1 C4 170.8(4) . . . . ?
F22 Li1 O1 B1 42.2(4) . . . . ?
N2 Li1 O1 B1 169.7(7) . . . . ?
F32 Li1 O1 B1 -44.8(4) . . . . ?
N1 C1 C2 C3 -169.9(3) . . . . ?
C1 C2 C3 C4 -65.5(4) . . . . ?
C1 C2 C3 B1 -170.0(3) . . . . ?
B1 O1 C4 C51 123.4(3) . . . . ?
Li1 O1 C4 C51 -86.0(5) . . . . ?
B1 O1 C4 C41 -120.1(3) . . . . ?
Li1 O1 C4 C41 30.5(6) . . . . ?
B1 O1 C4 C3 4.3(3) . . . . ?
Li1 O1 C4 C3 154.9(4) . . . . ?
C2 C3 C4 O1 -132.1(3) . . . . ?
B1 C3 C4 O1 -4.1(3) . . . . ?
C2 C3 C4 C51 108.0(4) . . . . ?
B1 C3 C4 C51 -124.0(3) . . . . ?
C2 C3 C4 C41 -13.6(5) . . . . ?
B1 C3 C4 C41 114.5(3) . . . . ?
C2 C1 N1 C15 111.3(4) . . . . ?
C2 C1 N1 C11 -110.0(4) . . . . ?
C1 N1 C11 C17 57.4(4) . . . . ?
C15 N1 C11 C17 -166.3(3) . . . . ?
C1 N1 C11 C12 173.2(3) . . . . ?
C15 N1 C11 C12 -50.5(5) . . . . ?
C1 N1 C11 C16 -63.2(5) . . . . ?
C15 N1 C11 C16 73.1(5) . . . . ?
N1 C11 C12 C13 52.8(5) . . . . ?
C17 C11 C12 C13 169.3(4) . . . . ?
C16 C11 C12 C13 -73.8(5) . . . . ?
C11 C12 C13 C14 -56.8(5) . . . . ?
C12 C13 C14 C15 56.3(5) . . . . ?
C1 N1 C15 C14 -173.6(3) . . . . ?
C11 N1 C15 C14 49.9(4) . . . . ?
C1 N1 C15 C19 -57.1(4) . . . . ?
C11 N1 C15 C19 166.4(3) . . . . ?
C1 N1 C15 C18 63.3(4) . . . . ?
C11 N1 C15 C18 -73.2(5) . . . . ?
C13 C14 C15 N1 -51.9(5) . . . . ?
C13 C14 C15 C19 -169.2(4) . . . . ?
C13 C14 C15 C18 74.5(5) . . . . ?
C4 O1 B1 C3 -4.1(3) . . . . ?
Li1 O1 B1 C3 -162.1(3) . . . . ?
C4 O1 B1 C31 -124.6(3) . . . . ?
Li1 O1 B1 C31 77.4(4) . . . . ?
C4 O1 B1 C21 115.7(3) . . . . ?
Li1 O1 B1 C21 -42.2(5) . . . . ?
C2 C3 B1 O1 125.0(4) . . . . ?
C4 C3 B1 O1 3.9(3) . . . . ?
C2 C3 B1 C31 -123.7(4) . . . . ?
C4 C3 B1 C31 115.1(3) . . . . ?
C2 C3 B1 C21 8.9(6) . . . . ?
C4 C3 B1 C21 -112.3(3) . . . . ?
O1 B1 C21 C22 15.0(5) . . . . ?
C3 B1 C21 C22 117.2(4) . . . . ?
C31 B1 C21 C22 -105.3(4) . . . . ?
O1 B1 C21 C26 -166.2(3) . . . . ?
C3 B1 C21 C26 -64.0(5) . . . . ?
C31 B1 C21 C26 73.5(4) . . . . ?
C22 C21 C26 F26 177.1(3) . . . . ?
B1 C21 C26 F26 -1.8(5) . . . . ?
C22 C21 C26 C25 -2.0(5) . . . . ?
B1 C21 C26 C25 179.0(3) . . . . ?
F26 C26 C25 F25 1.2(5) . . . . ?
C21 C26 C25 F25 -179.6(3) . . . . ?
F26 C26 C25 C24 -177.7(4) . . . . ?
C21 C26 C25 C24 1.5(6) . . . . ?
F25 C25 C24 F24 -0.4(6) . . . . ?
C26 C25 C24 F24 178.5(3) . . . . ?
F25 C25 C24 C23 -178.8(4) . . . . ?
C26 C25 C24 C23 0.1(6) . . . . ?
F24 C24 C23 F23 0.5(6) . . . . ?
C25 C24 C23 F23 178.9(4) . . . . ?
F24 C24 C23 C22 -179.3(4) . . . . ?
C25 C24 C23 C22 -0.9(6) . . . . ?
O1 Li1 F22 C22 -25.7(5) . . . . ?
N2 Li1 F22 C22 179.5(3) . . . . ?
F32 Li1 F22 C22 56.9(4) . . . . ?
C26 C21 C22 C23 1.2(6) . . . . ?
B1 C21 C22 C23 -179.9(4) . . . . ?
C26 C21 C22 F22 -177.4(3) . . . . ?
B1 C21 C22 F22 1.5(6) . . . . ?
F23 C23 C22 C21 -179.6(4) . . . . ?
C24 C23 C22 C21 0.2(6) . . . . ?
F23 C23 C22 F22 -0.9(6) . . . . ?
C24 C23 C22 F22 178.8(4) . . . . ?
Li1 F22 C22 C21 7.5(6) . . . . ?
Li1 F22 C22 C23 -171.2(4) . . . . ?
O1 B1 C31 C32 -46.5(5) . . . . ?
C3 B1 C31 C32 -146.6(4) . . . . ?
C21 B1 C31 C32 76.7(4) . . . . ?
O1 B1 C31 C36 131.8(4) . . . . ?
C3 B1 C31 C36 31.7(6) . . . . ?
C21 B1 C31 C36 -105.1(4) . . . . ?
C32 C31 C36 F36 -179.0(3) . . . . ?
B1 C31 C36 F36 2.6(6) . . . . ?
C32 C31 C36 C35 0.1(6) . . . . ?
B1 C31 C36 C35 -178.2(4) . . . . ?
F36 C36 C35 F35 -0.4(6) . . . . ?
C31 C36 C35 F35 -179.6(4) . . . . ?
F36 C36 C35 C34 179.1(4) . . . . ?
C31 C36 C35 C34 0.0(7) . . . . ?
F35 C35 C34 F34 -0.2(6) . . . . ?
C36 C35 C34 F34 -179.7(4) . . . . ?
F35 C35 C34 C33 179.3(4) . . . . ?
C36 C35 C34 C33 -0.2(7) . . . . ?
F34 C34 C33 F33 0.5(6) . . . . ?
C35 C34 C33 F33 -179.0(4) . . . . ?
F34 C34 C33 C32 179.9(4) . . . . ?
C35 C34 C33 C32 0.4(6) . . . . ?
O1 Li1 F32 C32 -8.6(5) . . . . ?
F22 Li1 F32 C32 -102.5(4) . . . . ?
N2 Li1 F32 C32 151.2(4) . . . . ?
F33 C33 C32 F32 0.0(6) . . . . ?
C34 C33 C32 F32 -179.3(4) . . . . ?
F33 C33 C32 C31 179.1(4) . . . . ?
C34 C33 C32 C31 -0.3(6) . . . . ?
Li1 F32 C32 C33 -150.4(4) . . . . ?
Li1 F32 C32 C31 30.5(5) . . . . ?
C36 C31 C32 C33 0.0(6) . . . . ?
B1 C31 C32 C33 178.5(4) . . . . ?
C36 C31 C32 F32 179.0(3) . . . . ?
B1 C31 C32 F32 -2.5(5) . . . . ?
O1 C4 C41 C46 47.1(5) . . . . ?
C51 C4 C41 C46 171.0(4) . . . . ?
C3 C4 C41 C46 -61.9(5) . . . . ?
O1 C4 C41 C42 -130.8(3) . . . . ?
C51 C4 C41 C42 -6.9(4) . . . . ?
C3 C4 C41 C42 120.2(3) . . . . ?
C46 C41 C42 C43 1.2(6) . . . . ?
C4 C41 C42 C43 179.3(4) . . . . ?
C46 C41 C42 C52 -175.1(4) . . . . ?
C4 C41 C42 C52 2.9(4) . . . . ?
C41 C42 C43 C44 -1.4(7) . . . . ?
C52 C42 C43 C44 174.1(4) . . . . ?
C42 C43 C44 C45 0.7(7) . . . . ?
C43 C44 C45 C46 0.2(7) . . . . ?
C42 C41 C46 C45 -0.4(6) . . . . ?
C4 C41 C46 C45 -178.0(4) . . . . ?
C44 C45 C46 C41 -0.4(7) . . . . ?
O1 C4 C51 C56 -55.1(5) . . . . ?
C41 C4 C51 C56 -177.0(4) . . . . ?
C3 C4 C51 C56 52.4(5) . . . . ?
O1 C4 C51 C52 130.6(3) . . . . ?
C41 C4 C51 C52 8.7(4) . . . . ?
C3 C4 C51 C52 -121.8(3) . . . . ?
C56 C51 C52 C53 -1.9(6) . . . . ?
C4 C51 C52 C53 172.9(4) . . . . ?
C56 C51 C52 C42 177.8(3) . . . . ?
C4 C51 C52 C42 -7.4(4) . . . . ?
C43 C42 C52 C53 6.6(8) . . . . ?
C41 C42 C52 C53 -177.6(4) . . . . ?
C43 C42 C52 C51 -173.0(4) . . . . ?
C41 C42 C52 C51 2.7(4) . . . . ?
C51 C52 C53 C54 1.2(6) . . . . ?
C42 C52 C53 C54 -178.3(4) . . . . ?
C52 C53 C54 C55 0.7(7) . . . . ?
C53 C54 C55 C56 -2.0(8) . . . . ?
C52 C51 C56 C55 0.5(6) . . . . ?
C4 C51 C56 C55 -173.2(4) . . . . ?
C54 C55 C56 C51 1.4(7) . . . . ?
O1 Li1 N2 C61 10.0(10) . . . . ?
F22 Li1 N2 C61 134.9(3) . . . . ?
F32 Li1 N2 C61 -128.5(4) . . . . ?
O1 Li1 N2 C65 146.8(8) . . . . ?
F22 Li1 N2 C65 -88.3(4) . . . . ?
F32 Li1 N2 C65 8.3(5) . . . . ?
C65 N2 C61 C67 160.0(3) . . . . ?
Li1 N2 C61 C67 -64.7(4) . . . . ?
C65 N2 C61 C62 40.6(5) . . . . ?
Li1 N2 C61 C62 175.9(3) . . . . ?
C65 N2 C61 C66 -83.4(4) . . . . ?
Li1 N2 C61 C66 51.9(4) . . . . ?
N2 C61 C62 C63 -48.0(5) . . . . ?
C67 C61 C62 C63 -164.9(4) . . . . ?
C66 C61 C62 C63 75.4(5) . . . . ?
C61 C62 C63 C64 56.8(5) . . . . ?
C62 C63 C64 C65 -57.8(5) . . . . ?
C61 N2 C65 C68 82.4(4) . . . . ?
Li1 N2 C65 C68 -50.8(5) . . . . ?
C61 N2 C65 C69 -160.0(3) . . . . ?
Li1 N2 C65 C69 66.8(4) . . . . ?
C61 N2 C65 C64 -41.0(5) . . . . ?
Li1 N2 C65 C64 -174.2(3) . . . . ?
C63 C64 C65 N2 49.4(5) . . . . ?
C63 C64 C65 C68 -73.7(5) . . . . ?
C63 C64 C65 C69 165.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.053
####################################################################### 
# 
# 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_erk8177
_database_code_depnum_ccdc_archive 'CCDC 1549011'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H28 B F10 Li N2'
_chemical_formula_weight         612.28

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   11.9795(2)
_cell_length_b                   16.9234(3)
_cell_length_c                   15.3648(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.686(1)
_cell_angle_gamma                90.00
_cell_volume                     3093.78(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    5822
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1256
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9802
_exptl_absorpt_correction_T_max  0.9918
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18116
_diffrn_reflns_av_R_equivalents  0.055
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.09
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5350
_reflns_number_gt                3818
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

 A disordered solvent molecule was found in the asymmetrical unit and could
 not be satisfactorily refined. The program SQUEEZE (A. L. Spek J. Appl. 
 Cryst., 2003, 36, 7-13) was therefore used to remove mathematically the 
 effect of the solvent. 

;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.500 0.500 154 40 ' '
2 0.500 0.000 1.000 154 40 ' '

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0366P)²+4.0383P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5350
_refine_ls_number_parameters     392
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0989
_refine_ls_R_factor_gt           0.0710
_refine_ls_wR_factor_ref         0.1548
_refine_ls_wR_factor_gt          0.1426
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.125
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.6613(2) 0.19887(17) 0.69957(16) 0.0462(7) Uani 1 1 d . . .
C1 C 0.7140(3) 0.1328(2) 0.7554(2) 0.0515(9) Uani 1 1 d . . .
H1A H 0.6682 0.0852 0.7437 0.062 Uiso 1 1 calc R . .
H1B H 0.7123 0.1468 0.8171 0.062 Uiso 1 1 calc R . .
C2 C 0.8357(3) 0.1132(2) 0.7412(2) 0.0499(8) Uani 1 1 d . . .
H2A H 0.8593 0.0666 0.7766 0.060 Uiso 1 1 calc R . .
H2B H 0.8370 0.0987 0.6796 0.060 Uiso 1 1 calc R . .
C3 C 0.9212(3) 0.1778(2) 0.7634(2) 0.0477(8) Uani 1 1 d . . .
H3 H 0.9097 0.2100 0.8114 0.057 Uiso 1 1 calc R . .
C11 C 0.5835(3) 0.1669(2) 0.6219(2) 0.0543(9) Uani 1 1 d . . .
C12 C 0.5389(3) 0.2371(3) 0.5660(2) 0.0687(11) Uani 1 1 d . . .
H12A H 0.6020 0.2629 0.5421 0.082 Uiso 1 1 calc R . .
H12B H 0.4872 0.2177 0.5165 0.082 Uiso 1 1 calc R . .
C13 C 0.4789(4) 0.2972(3) 0.6156(3) 0.0801(13) Uani 1 1 d . . .
H13A H 0.4125 0.2733 0.6366 0.096 Uiso 1 1 calc R . .
H13B H 0.4542 0.3416 0.5772 0.096 Uiso 1 1 calc R . .
C14 C 0.5591(3) 0.3259(3) 0.6921(3) 0.0700(11) Uani 1 1 d . . .
H14A H 0.5195 0.3636 0.7259 0.084 Uiso 1 1 calc R . .
H14B H 0.6209 0.3542 0.6694 0.084 Uiso 1 1 calc R . .
C15 C 0.6082(3) 0.2611(2) 0.7534(2) 0.0570(9) Uani 1 1 d . . .
C16 C 0.4841(3) 0.1155(3) 0.6446(3) 0.0743(12) Uani 1 1 d . . .
H16A H 0.5111 0.0770 0.6889 0.111 Uiso 1 1 calc R . .
H16B H 0.4509 0.0882 0.5923 0.111 Uiso 1 1 calc R . .
H16C H 0.4280 0.1489 0.6667 0.111 Uiso 1 1 calc R . .
C17 C 0.6517(3) 0.1147(3) 0.5666(2) 0.0669(11) Uani 1 1 d . . .
H17A H 0.7154 0.1443 0.5502 0.100 Uiso 1 1 calc R . .
H17B H 0.6046 0.0980 0.5142 0.100 Uiso 1 1 calc R . .
H17C H 0.6785 0.0685 0.6003 0.100 Uiso 1 1 calc R . .
C18 C 0.5194(3) 0.2298(3) 0.8100(3) 0.0784(13) Uani 1 1 d . . .
H18A H 0.4507 0.2174 0.7726 0.118 Uiso 1 1 calc R . .
H18B H 0.5041 0.2699 0.8522 0.118 Uiso 1 1 calc R . .
H18C H 0.5477 0.1826 0.8408 0.118 Uiso 1 1 calc R . .
C19 C 0.7022(3) 0.2995(3) 0.8160(3) 0.0698(11) Uani 1 1 d . . .
H19A H 0.6727 0.3453 0.8436 0.105 Uiso 1 1 calc R . .
H19B H 0.7628 0.3157 0.7832 0.105 Uiso 1 1 calc R . .
H19C H 0.7304 0.2616 0.8606 0.105 Uiso 1 1 calc R . .
B1 B 1.0182(3) 0.1963(2) 0.7197(2) 0.0443(9) Uani 1 1 d . . .
C21 C 1.1113(3) 0.2597(2) 0.7557(2) 0.0488(8) Uani 1 1 d . . .
F22 F 1.1257(2) 0.21100(16) 0.90110(14) 0.0793(7) Uani 1 1 d . . .
C22 C 1.1596(3) 0.2617(2) 0.8417(3) 0.0577(9) Uani 1 1 d . . .
F23 F 1.2879(2) 0.31162(19) 0.95787(18) 0.1060(10) Uani 1 1 d U . .
C23 C 1.2435(3) 0.3135(3) 0.8731(3) 0.0723(13) Uani 1 1 d . . .
F24 F 1.3637(2) 0.41857(17) 0.8469(2) 0.1121(10) Uani 1 1 d U . .
C24 C 1.2817(3) 0.3673(3) 0.8169(4) 0.0825(15) Uani 1 1 d . . .
F25 F 1.2737(2) 0.42262(16) 0.6760(2) 0.1057(10) Uani 1 1 d . . .
C25 C 1.2375(3) 0.3692(2) 0.7312(4) 0.0718(12) Uani 1 1 d . . .
F26 F 1.1131(2) 0.31973(14) 0.61712(15) 0.0765(7) Uani 1 1 d . . .
C26 C 1.1550(3) 0.3158(2) 0.7027(3) 0.0583(10) Uani 1 1 d . . .
C31 C 1.0451(3) 0.15095(19) 0.6321(2) 0.0434(8) Uani 1 1 d . . .
F32 F 1.20439(17) 0.08839(14) 0.70651(14) 0.0695(6) Uani 1 1 d . . .
C32 C 1.1349(3) 0.0995(2) 0.6312(2) 0.0497(8) Uani 1 1 d . . .
F33 F 1.24551(19) 0.00751(14) 0.56404(16) 0.0799(7) Uani 1 1 d . . .
C33 C 1.1584(3) 0.0578(2) 0.5593(3) 0.0571(9) Uani 1 1 d . . .
F34 F 1.1116(2) 0.02720(13) 0.40992(14) 0.0739(7) Uani 1 1 d . . .
C34 C 1.0908(3) 0.0675(2) 0.4818(2) 0.0541(9) Uani 1 1 d . . .
F35 F 0.9355(2) 0.12890(14) 0.40148(13) 0.0708(6) Uani 1 1 d . . .
C35 C 1.0016(3) 0.1188(2) 0.4774(2) 0.0493(8) Uani 1 1 d . . .
F36 F 0.89151(16) 0.20882(12) 0.54446(12) 0.0590(5) Uani 1 1 d . . .
C36 C 0.9818(3) 0.1585(2) 0.5523(2) 0.0453(8) Uani 1 1 d . . .
N2 N 0.8396(3) 0.36565(17) 0.61801(19) 0.0544(7) Uani 1 1 d . . .
C41 C 0.8168(4) 0.3838(2) 0.5332(3) 0.0708(11) Uani 1 1 d . . .
H41 H 0.7851 0.3442 0.4951 0.085 Uiso 1 1 calc R . .
C42 C 0.8360(5) 0.4550(3) 0.4981(3) 0.0950(16) Uani 1 1 d . . .
H42 H 0.8174 0.4641 0.4378 0.114 Uiso 1 1 calc R . .
C43 C 0.8823(5) 0.5132(3) 0.5511(4) 0.0986(17) Uani 1 1 d . . .
H43 H 0.8961 0.5632 0.5279 0.118 Uiso 1 1 calc R . .
C44 C 0.9088(4) 0.4986(3) 0.6384(4) 0.0872(15) Uani 1 1 d . . .
H44 H 0.9410 0.5379 0.6766 0.105 Uiso 1 1 calc R . .
C45 C 0.8866(3) 0.4236(3) 0.6690(3) 0.0699(11) Uani 1 1 d . . .
H45 H 0.9057 0.4130 0.7289 0.084 Uiso 1 1 calc R . .
Li1 Li 0.8141(5) 0.2528(4) 0.6619(4) 0.0548(14) 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
N1 C1 1.503(4) . ?
N1 C15 1.523(4) . ?
N1 C11 1.525(4) . ?
N1 Li1 2.183(7) . ?
C1 C2 1.535(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C2 C3 1.510(5) . ?
C2 Li1 2.657(7) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 B1 1.442(5) . ?
C3 Li1 2.284(7) . ?
C3 H3 0.9400 . ?
C11 C12 1.526(5) . ?
C11 C17 1.527(5) . ?
C11 C16 1.547(5) . ?
C12 C13 1.503(6) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C13 C14 1.509(6) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 C15 1.518(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C19 1.536(5) . ?
C15 C18 1.544(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
B1 C21 1.600(5) . ?
B1 C31 1.613(5) . ?
B1 Li1 2.679(7) . ?
C21 C22 1.380(5) . ?
C21 C26 1.392(5) . ?
F22 C22 1.349(5) . ?
C22 C23 1.377(6) . ?
F23 C23 1.349(5) . ?
C23 C24 1.369(7) . ?
F24 C24 1.351(5) . ?
C24 C25 1.361(7) . ?
F25 C25 1.345(5) . ?
C25 C26 1.373(6) . ?
F26 C26 1.353(4) . ?
C31 C36 1.371(4) . ?
C31 C32 1.386(5) . ?
F32 C32 1.357(4) . ?
C32 C33 1.368(5) . ?
F33 C33 1.342(4) . ?
C33 C34 1.369(5) . ?
F34 C34 1.345(4) . ?
C34 C35 1.373(5) . ?
F35 C35 1.342(4) . ?
C35 C36 1.377(5) . ?
F36 C36 1.371(4) . ?
F36 Li1 2.250(6) . ?
N2 C41 1.336(5) . ?
N2 C45 1.338(5) . ?
N2 Li1 2.060(7) . ?
C41 C42 1.350(6) . ?
C41 H41 0.9400 . ?
C42 C43 1.354(7) . ?
C42 H42 0.9400 . ?
C43 C44 1.365(7) . ?
C43 H43 0.9400 . ?
C44 C45 1.390(6) . ?
C44 H44 0.9400 . ?
C45 H45 0.9400 . ?

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 C15 112.3(2) . . ?
C1 N1 C11 111.1(3) . . ?
C15 N1 C11 114.5(3) . . ?
C1 N1 Li1 98.7(2) . . ?
C15 N1 Li1 105.7(3) . . ?
C11 N1 Li1 113.3(2) . . ?
N1 C1 C2 115.1(3) . . ?
N1 C1 H1A 108.5 . . ?
C2 C1 H1A 108.5 . . ?
N1 C1 H1B 108.5 . . ?
C2 C1 H1B 108.5 . . ?
H1A C1 H1B 107.5 . . ?
C3 C2 C1 116.2(3) . . ?
C3 C2 Li1 59.1(2) . . ?
C1 C2 Li1 80.1(2) . . ?
C3 C2 H2A 108.2 . . ?
C1 C2 H2A 108.2 . . ?
Li1 C2 H2A 167.3 . . ?
C3 C2 H2B 108.2 . . ?
C1 C2 H2B 108.2 . . ?
Li1 C2 H2B 78.0 . . ?
H2A C2 H2B 107.4 . . ?
B1 C3 C2 127.9(3) . . ?
B1 C3 Li1 88.9(3) . . ?
C2 C3 Li1 86.4(2) . . ?
B1 C3 H3 116.1 . . ?
C2 C3 H3 116.1 . . ?
Li1 C3 H3 95.4 . . ?
N1 C11 C12 107.8(3) . . ?
N1 C11 C17 108.9(3) . . ?
C12 C11 C17 108.2(3) . . ?
N1 C11 C16 116.1(3) . . ?
C12 C11 C16 109.7(3) . . ?
C17 C11 C16 106.0(3) . . ?
C13 C12 C11 113.5(3) . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 C14 108.3(3) . . ?
C12 C13 H13A 110.0 . . ?
C14 C13 H13A 110.0 . . ?
C12 C13 H13B 110.0 . . ?
C14 C13 H13B 110.0 . . ?
H13A C13 H13B 108.4 . . ?
C13 C14 C15 114.6(4) . . ?
C13 C14 H14A 108.6 . . ?
C15 C14 H14A 108.6 . . ?
C13 C14 H14B 108.6 . . ?
C15 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C14 C15 N1 108.6(3) . . ?
C14 C15 C19 106.7(3) . . ?
N1 C15 C19 108.1(3) . . ?
C14 C15 C18 110.7(3) . . ?
N1 C15 C18 115.3(3) . . ?
C19 C15 C18 107.1(3) . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C3 B1 C21 123.4(3) . . ?
C3 B1 C31 122.3(3) . . ?
C21 B1 C31 114.2(3) . . ?
C3 B1 Li1 58.5(2) . . ?
C21 B1 Li1 116.6(3) . . ?
C31 B1 Li1 99.0(2) . . ?
C22 C21 C26 113.5(3) . . ?
C22 C21 B1 123.1(3) . . ?
C26 C21 B1 123.3(3) . . ?
F22 C22 C23 115.7(4) . . ?
F22 C22 C21 120.4(3) . . ?
C23 C22 C21 123.9(4) . . ?
F23 C23 C24 120.1(4) . . ?
F23 C23 C22 120.8(5) . . ?
C24 C23 C22 119.1(4) . . ?
F24 C24 C25 120.0(5) . . ?
F24 C24 C23 119.7(5) . . ?
C25 C24 C23 120.3(4) . . ?
F25 C25 C24 120.5(4) . . ?
F25 C25 C26 121.0(5) . . ?
C24 C25 C26 118.5(4) . . ?
F26 C26 C25 116.7(4) . . ?
F26 C26 C21 118.7(3) . . ?
C25 C26 C21 124.6(4) . . ?
C36 C31 C32 113.5(3) . . ?
C36 C31 B1 124.0(3) . . ?
C32 C31 B1 122.5(3) . . ?
F32 C32 C33 117.0(3) . . ?
F32 C32 C31 118.6(3) . . ?
C33 C32 C31 124.4(3) . . ?
F33 C33 C32 121.0(4) . . ?
F33 C33 C34 120.0(3) . . ?
C32 C33 C34 119.0(3) . . ?
F34 C34 C33 120.4(3) . . ?
F34 C34 C35 119.8(3) . . ?
C33 C34 C35 119.8(3) . . ?
F35 C35 C34 120.0(3) . . ?
F35 C35 C36 121.5(3) . . ?
C34 C35 C36 118.4(3) . . ?
C36 F36 Li1 122.0(2) . . ?
F36 C36 C31 119.0(3) . . ?
F36 C36 C35 116.2(3) . . ?
C31 C36 C35 124.9(3) . . ?
C41 N2 C45 115.2(4) . . ?
C41 N2 Li1 120.8(3) . . ?
C45 N2 Li1 123.8(3) . . ?
N2 C41 C42 124.7(4) . . ?
N2 C41 H41 117.6 . . ?
C42 C41 H41 117.6 . . ?
C41 C42 C43 119.1(5) . . ?
C41 C42 H42 120.5 . . ?
C43 C42 H42 120.5 . . ?
C42 C43 C44 119.4(5) . . ?
C42 C43 H43 120.3 . . ?
C44 C43 H43 120.3 . . ?
C43 C44 C45 117.7(4) . . ?
C43 C44 H44 121.1 . . ?
C45 C44 H44 121.1 . . ?
N2 C45 C44 123.8(4) . . ?
N2 C45 H45 118.1 . . ?
C44 C45 H45 118.1 . . ?
N2 Li1 N1 129.4(3) . . ?
N2 Li1 F36 87.3(2) . . ?
N1 Li1 F36 120.7(3) . . ?
N2 Li1 C3 130.2(3) . . ?
N1 Li1 C3 90.5(2) . . ?
F36 Li1 C3 96.4(2) . . ?
N2 Li1 C2 164.6(3) . . ?
N1 Li1 C2 63.06(18) . . ?
F36 Li1 C2 92.7(2) . . ?
C3 Li1 C2 34.55(14) . . ?
N2 Li1 B1 106.0(3) . . ?
N1 Li1 B1 121.6(3) . . ?
F36 Li1 B1 72.66(19) . . ?
C3 Li1 B1 32.57(14) . . ?
C2 Li1 B1 59.60(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
C15 N1 C1 C2 -129.1(3) . . . . ?
C11 N1 C1 C2 101.1(3) . . . . ?
Li1 N1 C1 C2 -18.1(4) . . . . ?
N1 C1 C2 C3 63.1(4) . . . . ?
N1 C1 C2 Li1 14.9(3) . . . . ?
C1 C2 C3 B1 -144.7(3) . . . . ?
Li1 C2 C3 B1 -85.8(4) . . . . ?
C1 C2 C3 Li1 -58.9(3) . . . . ?
C1 N1 C11 C12 -176.8(3) . . . . ?
C15 N1 C11 C12 54.6(4) . . . . ?
Li1 N1 C11 C12 -66.7(3) . . . . ?
C1 N1 C11 C17 -59.6(4) . . . . ?
C15 N1 C11 C17 171.8(3) . . . . ?
Li1 N1 C11 C17 50.5(4) . . . . ?
C1 N1 C11 C16 59.8(4) . . . . ?
C15 N1 C11 C16 -68.8(4) . . . . ?
Li1 N1 C11 C16 169.9(3) . . . . ?
N1 C11 C12 C13 -57.1(4) . . . . ?
C17 C11 C12 C13 -174.7(3) . . . . ?
C16 C11 C12 C13 70.1(4) . . . . ?
C11 C12 C13 C14 57.9(5) . . . . ?
C12 C13 C14 C15 -56.3(5) . . . . ?
C13 C14 C15 N1 53.7(4) . . . . ?
C13 C14 C15 C19 169.9(3) . . . . ?
C13 C14 C15 C18 -73.8(4) . . . . ?
C1 N1 C15 C14 179.0(3) . . . . ?
C11 N1 C15 C14 -53.0(4) . . . . ?
Li1 N1 C15 C14 72.4(3) . . . . ?
C1 N1 C15 C19 63.7(4) . . . . ?
C11 N1 C15 C19 -168.3(3) . . . . ?
Li1 N1 C15 C19 -42.9(3) . . . . ?
C1 N1 C15 C18 -56.1(4) . . . . ?
C11 N1 C15 C18 71.9(4) . . . . ?
Li1 N1 C15 C18 -162.7(3) . . . . ?
C2 C3 B1 C21 -172.5(3) . . . . ?
Li1 C3 B1 C21 102.9(3) . . . . ?
C2 C3 B1 C31 4.4(5) . . . . ?
Li1 C3 B1 C31 -80.2(3) . . . . ?
C2 C3 B1 Li1 84.6(4) . . . . ?
C3 B1 C21 C22 47.8(5) . . . . ?
C31 B1 C21 C22 -129.3(3) . . . . ?
Li1 B1 C21 C22 116.1(3) . . . . ?
C3 B1 C21 C26 -135.3(4) . . . . ?
C31 B1 C21 C26 47.6(4) . . . . ?
Li1 B1 C21 C26 -67.0(4) . . . . ?
C26 C21 C22 F22 179.8(3) . . . . ?
B1 C21 C22 F22 -3.0(5) . . . . ?
C26 C21 C22 C23 -0.3(5) . . . . ?
B1 C21 C22 C23 176.9(3) . . . . ?
F22 C22 C23 F23 0.7(5) . . . . ?
C21 C22 C23 F23 -179.2(3) . . . . ?
F22 C22 C23 C24 -179.5(3) . . . . ?
C21 C22 C23 C24 0.6(6) . . . . ?
F23 C23 C24 F24 -0.3(6) . . . . ?
C22 C23 C24 F24 179.8(3) . . . . ?
F23 C23 C24 C25 179.7(3) . . . . ?
C22 C23 C24 C25 -0.2(6) . . . . ?
F24 C24 C25 F25 -0.9(6) . . . . ?
C23 C24 C25 F25 179.1(4) . . . . ?
F24 C24 C25 C26 179.4(3) . . . . ?
C23 C24 C25 C26 -0.6(6) . . . . ?
F25 C25 C26 F26 0.2(5) . . . . ?
C24 C25 C26 F26 179.9(3) . . . . ?
F25 C25 C26 C21 -178.7(3) . . . . ?
C24 C25 C26 C21 1.0(6) . . . . ?
C22 C21 C26 F26 -179.4(3) . . . . ?
B1 C21 C26 F26 3.4(5) . . . . ?
C22 C21 C26 C25 -0.5(5) . . . . ?
B1 C21 C26 C25 -177.7(3) . . . . ?
C3 B1 C31 C36 68.7(5) . . . . ?
C21 B1 C31 C36 -114.1(4) . . . . ?
Li1 B1 C31 C36 10.5(4) . . . . ?
C3 B1 C31 C32 -110.6(4) . . . . ?
C21 B1 C31 C32 66.6(4) . . . . ?
Li1 B1 C31 C32 -168.8(3) . . . . ?
C36 C31 C32 F32 179.1(3) . . . . ?
B1 C31 C32 F32 -1.6(5) . . . . ?
C36 C31 C32 C33 -1.8(5) . . . . ?
B1 C31 C32 C33 177.6(3) . . . . ?
F32 C32 C33 F33 0.8(5) . . . . ?
C31 C32 C33 F33 -178.3(3) . . . . ?
F32 C32 C33 C34 -179.7(3) . . . . ?
C31 C32 C33 C34 1.2(6) . . . . ?
F33 C33 C34 F34 -0.4(5) . . . . ?
C32 C33 C34 F34 -179.9(3) . . . . ?
F33 C33 C34 C35 179.8(3) . . . . ?
C32 C33 C34 C35 0.3(5) . . . . ?
F34 C34 C35 F35 -0.2(5) . . . . ?
C33 C34 C35 F35 179.6(3) . . . . ?
F34 C34 C35 C36 179.2(3) . . . . ?
C33 C34 C35 C36 -0.9(5) . . . . ?
Li1 F36 C36 C31 -17.6(4) . . . . ?
Li1 F36 C36 C35 162.4(3) . . . . ?
C32 C31 C36 F36 -178.9(3) . . . . ?
B1 C31 C36 F36 1.8(5) . . . . ?
C32 C31 C36 C35 1.1(5) . . . . ?
B1 C31 C36 C35 -178.3(3) . . . . ?
F35 C35 C36 F36 -0.4(5) . . . . ?
C34 C35 C36 F36 -179.8(3) . . . . ?
F35 C35 C36 C31 179.7(3) . . . . ?
C34 C35 C36 C31 0.2(5) . . . . ?
C45 N2 C41 C42 -1.3(7) . . . . ?
Li1 N2 C41 C42 -176.7(4) . . . . ?
N2 C41 C42 C43 0.5(8) . . . . ?
C41 C42 C43 C44 0.2(8) . . . . ?
C42 C43 C44 C45 0.0(8) . . . . ?
C41 N2 C45 C44 1.5(6) . . . . ?
Li1 N2 C45 C44 176.7(4) . . . . ?
C43 C44 C45 N2 -0.9(7) . . . . ?
C41 N2 Li1 N1 -85.5(5) . . . . ?
C45 N2 Li1 N1 99.6(5) . . . . ?
C41 N2 Li1 F36 43.1(4) . . . . ?
C45 N2 Li1 F36 -131.8(3) . . . . ?
C41 N2 Li1 C3 139.3(4) . . . . ?
C45 N2 Li1 C3 -35.6(6) . . . . ?
C41 N2 Li1 C2 133.4(11) . . . . ?
C45 N2 Li1 C2 -41.5(13) . . . . ?
C41 N2 Li1 B1 114.3(3) . . . . ?
C45 N2 Li1 B1 -60.7(4) . . . . ?
C1 N1 Li1 N2 -158.7(4) . . . . ?
C15 N1 Li1 N2 -42.5(4) . . . . ?
C11 N1 Li1 N2 83.7(4) . . . . ?
C1 N1 Li1 F36 86.5(3) . . . . ?
C15 N1 Li1 F36 -157.2(3) . . . . ?
C11 N1 Li1 F36 -31.1(4) . . . . ?
C1 N1 Li1 C3 -11.3(3) . . . . ?
C15 N1 Li1 C3 104.9(3) . . . . ?
C11 N1 Li1 C3 -128.9(3) . . . . ?
C1 N1 Li1 C2 10.5(2) . . . . ?
C15 N1 Li1 C2 126.7(2) . . . . ?
C11 N1 Li1 C2 -107.1(3) . . . . ?
C1 N1 Li1 B1 -1.1(4) . . . . ?
C15 N1 Li1 B1 115.1(3) . . . . ?
C11 N1 Li1 B1 -118.7(3) . . . . ?
C36 F36 Li1 N2 124.9(3) . . . . ?
C36 F36 Li1 N1 -99.7(3) . . . . ?
C36 F36 Li1 C3 -5.3(4) . . . . ?
C36 F36 Li1 C2 -39.7(3) . . . . ?
C36 F36 Li1 B1 17.2(3) . . . . ?
B1 C3 Li1 N2 -49.2(4) . . . . ?
C2 C3 Li1 N2 -177.2(4) . . . . ?
B1 C3 Li1 N1 163.8(3) . . . . ?
C2 C3 Li1 N1 35.7(2) . . . . ?
B1 C3 Li1 F36 42.8(3) . . . . ?
C2 C3 Li1 F36 -85.3(3) . . . . ?
B1 C3 Li1 C2 128.1(3) . . . . ?
C2 C3 Li1 B1 -128.1(3) . . . . ?
C3 C2 Li1 N2 8.0(11) . . . . ?
C1 C2 Li1 N2 136.7(12) . . . . ?
C3 C2 Li1 N1 -139.1(3) . . . . ?
C1 C2 Li1 N1 -10.3(2) . . . . ?
C3 C2 Li1 F36 97.5(3) . . . . ?
C1 C2 Li1 F36 -133.7(3) . . . . ?
C1 C2 Li1 C3 128.7(3) . . . . ?
C3 C2 Li1 B1 29.43(19) . . . . ?
C1 C2 Li1 B1 158.2(2) . . . . ?
C3 B1 Li1 N2 143.0(3) . . . . ?
C21 B1 Li1 N2 28.4(4) . . . . ?
C31 B1 Li1 N2 -94.4(3) . . . . ?
C3 B1 Li1 N1 -19.1(3) . . . . ?
C21 B1 Li1 N1 -133.7(3) . . . . ?
C31 B1 Li1 N1 103.4(3) . . . . ?
C3 B1 Li1 F36 -135.0(3) . . . . ?
C21 B1 Li1 F36 110.4(3) . . . . ?
C31 B1 Li1 F36 -12.5(2) . . . . ?
C21 B1 Li1 C3 -114.6(3) . . . . ?
C31 B1 Li1 C3 122.6(3) . . . . ?
C3 B1 Li1 C2 -31.2(2) . . . . ?
C21 B1 Li1 C2 -145.8(3) . . . . ?
C31 B1 Li1 C2 91.4(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.044
####################################################################### 
# 
# 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_erk8198
_database_code_depnum_ccdc_archive 'CCDC 1549021'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H37 B F10 Li N O'
_chemical_formula_iupac          ?
_chemical_formula_weight         731.43

_chemical_melting_point          ?

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

_cell_length_a                   10.4348(3)
_cell_length_b                   31.1087(8)
_cell_length_c                   11.4021(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.3640(10)
_cell_angle_gamma                90
_cell_volume                     3512.78(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9908
_cell_measurement_theta_min      2.8409
_cell_measurement_theta_max      68.3381
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1512

_exptl_absorpt_coefficient_mu    1.019
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'fine-focus sealed tube'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'KappaCCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            49367
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_theta_min         4.33
_diffrn_reflns_theta_max         68.33
_diffrn_reflns_theta_full        68.33
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
 The hydrogen at N1 atom was refined freely.      
;


_reflns_number_total             6418
_reflns_number_gt                5758
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_gt          0.0888
_refine_ls_wR_factor_ref         0.0914
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_number_reflns         6418
_refine_ls_number_parameters     477
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0429P)²+1.5543P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.206
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 v.2014.5-0 (Bruker AXS Inc., 2014)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2014)'
_computing_publication_material  'SHELXL2014 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li Li1 0.3285(2) 0.61876(8) 0.3636(2) 0.0255(5) Uani d . . . 1 . .
B B1 0.34821(15) 0.64594(5) 0.61817(14) 0.0199(3) Uani d . . . 1 . .
O O1 0.27712(9) 0.61612(3) 0.51021(8) 0.0194(2) Uani d . . . 1 . .
C C1 0.25841(14) 0.65092(4) 0.71016(13) 0.0222(3) Uani d . . . 1 . .
H H1A 0.2625 0.6238 0.7564 0.027 Uiso calc U . R 1 . .
H H1B 0.2975 0.6739 0.7709 0.027 Uiso calc U . R 1 . .
C C2 0.11029(14) 0.66171(5) 0.64131(14) 0.0263(3) Uani d . . . 1 . .
H H2A 0.0618 0.6348 0.6081 0.032 Uiso calc U . R 1 . .
H H2B 0.1066 0.6805 0.5702 0.032 Uiso calc U . R 1 . .
C C3 0.03667(15) 0.68415(5) 0.72157(14) 0.0285(3) Uani d . . . 1 . .
H H3A -0.0601 0.687 0.6734 0.034 Uiso calc U . R 1 . .
H H3B 0.0432 0.6659 0.7944 0.034 Uiso calc U . R 1 . .
C C11 0.09329(15) 0.72820(5) 0.76530(15) 0.0301(3) Uani d . . . 1 . .
C C12 0.09376(18) 0.76039(6) 0.68069(19) 0.0409(4) Uani d . . . 1 . .
H H12 0.0545 0.7551 0.5947 0.049 Uiso calc U . R 1 . .
C C13 0.1512(2) 0.80031(6) 0.7210(2) 0.0554(6) Uani d . . . 1 . .
H H13 0.1519 0.8219 0.6624 0.067 Uiso calc U . R 1 . .
C C14 0.2073(2) 0.80863(7) 0.8458(3) 0.0603(6) Uani d . . . 1 . .
H H14 0.2473 0.8358 0.873 0.072 Uiso calc U . R 1 . .
C C15 0.2048(2) 0.77741(7) 0.9302(2) 0.0555(5) Uani d . . . 1 . .
H H15 0.2414 0.7832 1.0161 0.067 Uiso calc U . R 1 . .
C C16 0.14894(17) 0.73749(6) 0.89030(17) 0.0394(4) Uani d . . . 1 . .
H H16 0.1487 0.7161 0.9496 0.047 Uiso calc U . R 1 . .
C C21 0.35890(13) 0.69422(4) 0.55916(13) 0.0203(3) Uani d . . . 1 . .
C C22 0.31056(13) 0.70727(4) 0.43706(13) 0.0217(3) Uani d . . . 1 . .
F F22 0.26166(8) 0.67754(3) 0.34412(7) 0.02570(19) Uani d . . . 1 . .
C C23 0.30879(14) 0.74907(5) 0.39555(14) 0.0261(3) Uani d . . . 1 . .
F F23 0.26055(9) 0.75845(3) 0.27472(8) 0.0343(2) Uani d . . . 1 . .
C C24 0.36003(15) 0.78101(5) 0.48084(16) 0.0294(3) Uani d . . . 1 . .
F F24 0.35942(10) 0.82203(3) 0.44395(10) 0.0423(2) Uani d . . . 1 . .
C C25 0.41483(15) 0.77031(5) 0.60402(15) 0.0289(3) Uani d . . . 1 . .
F F25 0.46698(10) 0.80118(3) 0.68760(9) 0.0400(2) Uani d . . . 1 . .
C C26 0.41445(14) 0.72793(5) 0.63978(13) 0.0239(3) Uani d . . . 1 . .
F F26 0.47224(9) 0.72005(3) 0.76154(8) 0.0304(2) Uani d . . . 1 . .
C C31 0.50499(14) 0.62803(4) 0.67642(13) 0.0204(3) Uani d . . . 1 . .
C C32 0.58058(14) 0.62080(4) 0.59790(13) 0.0220(3) Uani d . . . 1 . .
F F32 0.52401(8) 0.62984(3) 0.47411(7) 0.02553(18) Uani d . . . 1 . .
C C33 0.71044(15) 0.60488(5) 0.63243(14) 0.0275(3) Uani d . . . 1 . .
F F33 0.77601(9) 0.59853(3) 0.54960(9) 0.0400(2) Uani d . . . 1 . .
C C34 0.77283(14) 0.59513(5) 0.75522(15) 0.0286(3) Uani d . . . 1 . .
F F34 0.89900(9) 0.57946(3) 0.79281(9) 0.0430(3) Uani d . . . 1 . .
C C35 0.70332(15) 0.60147(5) 0.83798(13) 0.0272(3) Uani d . . . 1 . .
F F35 0.76287(9) 0.59170(3) 0.95789(8) 0.0376(2) Uani d . . . 1 . .
C C36 0.57363(14) 0.61796(4) 0.79858(13) 0.0244(3) Uani d . . . 1 . .
F F36 0.51445(9) 0.62339(3) 0.88675(8) 0.0346(2) Uani d . . . 1 . .
C C41 0.22458(13) 0.57718(4) 0.52822(13) 0.0212(3) Uani d . . . 1 . .
C C42 0.27342(15) 0.55237(5) 0.62737(14) 0.0260(3) Uani d . . . 1 . .
H H42A 0.3506 0.5613 0.6927 0.031 Uiso calc U . R 1 . .
H H42B 0.2311 0.5257 0.6328 0.031 Uiso calc U . R 1 . .
C C51 0.10594(14) 0.56527(4) 0.42102(13) 0.0226(3) Uani d . . . 1 . .
C C52 0.07802(15) 0.52238(5) 0.38461(15) 0.0286(3) Uani d . . . 1 . .
H H52 0.1341 0.5001 0.4304 0.034 Uiso calc U . R 1 . .
C C53 -0.03118(16) 0.51222(5) 0.28207(16) 0.0335(4) Uani d . . . 1 . .
H H53 -0.0486 0.4831 0.2571 0.04 Uiso calc U . R 1 . .
C C54 -0.11477(16) 0.54440(6) 0.21610(15) 0.0336(4) Uani d . . . 1 . .
H H54 -0.1894 0.5373 0.1459 0.04 Uiso calc U . R 1 . .
C C55 -0.08980(15) 0.58690(5) 0.25234(15) 0.0311(3) Uani d . . . 1 . .
H H55 -0.1483 0.6089 0.2081 0.037 Uiso calc U . R 1 . .
C C56 0.02030(14) 0.59727(5) 0.35297(13) 0.0247(3) Uani d . . . 1 . .
H H56 0.038 0.6265 0.3762 0.03 Uiso calc U . R 1 . .
N N1 0.30677(12) 0.57766(4) 0.21535(11) 0.0211(2) Uani d . . . 1 . .
H H01 0.2352(17) 0.5624(5) 0.2214(15) 0.024(4) Uiso d . . . 1 . .
C C61 0.25690(14) 0.59902(5) 0.09064(13) 0.0234(3) Uani d . . . 1 . .
C C62 0.23597(16) 0.56619(5) -0.01421(14) 0.0292(3) Uani d . . . 1 . .
H H62A 0.1553 0.5486 -0.0194 0.035 Uiso calc U . R 1 . .
H H62B 0.2181 0.5818 -0.0934 0.035 Uiso calc U . R 1 . .
C C63 0.35623(16) 0.53651(5) 0.00273(15) 0.0307(3) Uani d . . . 1 . .
H H63A 0.436 0.5534 0.0012 0.037 Uiso calc U . R 1 . .
H H63B 0.3359 0.5153 -0.0655 0.037 Uiso calc U . R 1 . .
C C64 0.38599(16) 0.51330(5) 0.12589(15) 0.0319(3) Uani d . . . 1 . .
H H64A 0.4639 0.4938 0.1369 0.038 Uiso calc U . R 1 . .
H H64B 0.307 0.4955 0.125 0.038 Uiso calc U . R 1 . .
C C65 0.41747(15) 0.54460(5) 0.23488(14) 0.0270(3) Uani d . . . 1 . .
C C66 0.12060(15) 0.61899(5) 0.08091(14) 0.0299(3) Uani d . . . 1 . .
H H66A 0.0585 0.5965 0.0898 0.045 Uiso calc U . R 1 . .
H H66B 0.0834 0.6329 0.0002 0.045 Uiso calc U . R 1 . .
H H66C 0.1322 0.6404 0.1465 0.045 Uiso calc U . R 1 . .
C C67 0.35341(16) 0.63498(5) 0.08172(14) 0.0278(3) Uani d . . . 1 . .
H H67A 0.3674 0.6546 0.1519 0.042 Uiso calc U . R 1 . .
H H67B 0.3145 0.6509 0.0044 0.042 Uiso calc U . R 1 . .
H H67C 0.4401 0.6225 0.0831 0.042 Uiso calc U . R 1 . .
C C68 0.55588(15) 0.56551(5) 0.25579(15) 0.0329(4) Uani d . . . 1 . .
H H68A 0.5629 0.5756 0.1766 0.049 Uiso calc U . R 1 . .
H H68B 0.6271 0.5444 0.2917 0.049 Uiso calc U . R 1 . .
H H68C 0.5661 0.5899 0.3124 0.049 Uiso calc U . R 1 . .
C C69 0.42053(19) 0.52030(6) 0.35190(16) 0.0402(4) Uani d . . . 1 . .
H H69A 0.4405 0.5404 0.4215 0.06 Uiso calc U . R 1 . .
H H69B 0.4905 0.4981 0.369 0.06 Uiso calc U . R 1 . .
H H69C 0.3325 0.5068 0.3403 0.06 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Li1 O1 . 1.911(3) ?
Li1 F22 . 1.945(3) ?
Li1 F32 . 2.061(3) ?
Li1 N1 . 2.074(3) ?
Li1 C41 . 2.766(3) ?
B1 O1 . 1.5331(17) ?
B1 C1 . 1.619(2) ?
B1 C31 . 1.656(2) ?
B1 C21 . 1.6637(19) ?
O1 C41 . 1.3716(16) ?
C1 C2 . 1.534(2) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 C3 . 1.536(2) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C11 . 1.513(2) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C11 C16 . 1.389(2) ?
C11 C12 . 1.391(2) ?
C12 C13 . 1.393(3) ?
C12 H12 . 0.95 ?
C13 C14 . 1.382(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.373(3) ?
C14 H14 . 0.95 ?
C15 C16 . 1.386(3) ?
C15 H15 . 0.95 ?
C16 H16 . 0.95 ?
C21 C22 . 1.384(2) ?
C21 C26 . 1.395(2) ?
C22 F22 . 1.3776(16) ?
C22 C23 . 1.382(2) ?
C23 F23 . 1.3415(17) ?
C23 C24 . 1.375(2) ?
C24 F24 . 1.3428(16) ?
C24 C25 . 1.380(2) ?
C25 F25 . 1.3415(17) ?
C25 C26 . 1.380(2) ?
C26 F26 . 1.3505(17) ?
C31 C32 . 1.385(2) ?
C31 C36 . 1.387(2) ?
C32 F32 . 1.3765(16) ?
C32 C33 . 1.378(2) ?
C33 F33 . 1.3440(18) ?
C33 C34 . 1.379(2) ?
C34 F34 . 1.3412(17) ?
C34 C35 . 1.374(2) ?
C35 F35 . 1.3463(17) ?
C35 C36 . 1.383(2) ?
C36 F36 . 1.3459(17) ?
C41 C42 . 1.331(2) ?
C41 C51 . 1.487(2) ?
C42 H42A . 0.95 ?
C42 H42B . 0.95 ?
C51 C56 . 1.398(2) ?
C51 C52 . 1.400(2) ?
C52 C53 . 1.388(2) ?
C52 H52 . 0.95 ?
C53 C54 . 1.384(2) ?
C53 H53 . 0.95 ?
C54 C55 . 1.385(2) ?
C54 H54 . 0.95 ?
C55 C56 . 1.382(2) ?
C55 H55 . 0.95 ?
C56 H56 . 0.95 ?
N1 C61 . 1.5059(18) ?
N1 C65 . 1.5099(17) ?
N1 H01 . 0.906(17) ?
C61 C66 . 1.524(2) ?
C61 C67 . 1.530(2) ?
C61 C62 . 1.535(2) ?
C62 C63 . 1.520(2) ?
C62 H62A . 0.99 ?
C62 H62B . 0.99 ?
C63 C64 . 1.521(2) ?
C63 H63A . 0.99 ?
C63 H63B . 0.99 ?
C64 C65 . 1.531(2) ?
C64 H64A . 0.99 ?
C64 H64B . 0.99 ?
C65 C69 . 1.525(2) ?
C65 C68 . 1.533(2) ?
C66 H66A . 0.98 ?
C66 H66B . 0.98 ?
C66 H66C . 0.98 ?
C67 H67A . 0.98 ?
C67 H67B . 0.98 ?
C67 H67C . 0.98 ?
C68 H68A . 0.98 ?
C68 H68B . 0.98 ?
C68 H68C . 0.98 ?
C69 H69A . 0.98 ?
C69 H69B . 0.98 ?
C69 H69C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Li1 F22 . . 87.19(10) ?
O1 Li1 F32 . . 88.23(10) ?
F22 Li1 F32 . . 99.38(11) ?
O1 Li1 N1 . . 134.23(14) ?
F22 Li1 N1 . . 122.90(13) ?
F32 Li1 N1 . . 115.74(12) ?
O1 Li1 C41 . . 26.97(5) ?
F22 Li1 C41 . . 108.30(10) ?
F32 Li1 C41 . . 100.81(10) ?
N1 Li1 C41 . . 107.41(11) ?
O1 B1 C1 . . 110.22(11) ?
O1 B1 C31 . . 106.58(11) ?
C1 B1 C31 . . 118.20(11) ?
O1 B1 C21 . . 107.37(11) ?
C1 B1 C21 . . 107.57(11) ?
C31 B1 C21 . . 106.40(11) ?
C41 O1 B1 . . 121.96(10) ?
C41 O1 Li1 . . 113.85(11) ?
B1 O1 Li1 . . 118.56(11) ?
C2 C1 B1 . . 112.63(11) ?
C2 C1 H1A . . 109.1 ?
B1 C1 H1A . . 109.1 ?
C2 C1 H1B . . 109.1 ?
B1 C1 H1B . . 109.1 ?
H1A C1 H1B . . 107.8 ?
C1 C2 C3 . . 114.02(12) ?
C1 C2 H2A . . 108.7 ?
C3 C2 H2A . . 108.7 ?
C1 C2 H2B . . 108.7 ?
C3 C2 H2B . . 108.7 ?
H2A C2 H2B . . 107.6 ?
C11 C3 C2 . . 113.04(12) ?
C11 C3 H3A . . 109.0 ?
C2 C3 H3A . . 109.0 ?
C11 C3 H3B . . 109.0 ?
C2 C3 H3B . . 109.0 ?
H3A C3 H3B . . 107.8 ?
C16 C11 C12 . . 118.03(16) ?
C16 C11 C3 . . 121.33(15) ?
C12 C11 C3 . . 120.63(15) ?
C11 C12 C13 . . 120.54(19) ?
C11 C12 H12 . . 119.7 ?
C13 C12 H12 . . 119.7 ?
C14 C13 C12 . . 120.3(2) ?
C14 C13 H13 . . 119.8 ?
C12 C13 H13 . . 119.8 ?
C15 C14 C13 . . 119.61(19) ?
C15 C14 H14 . . 120.2 ?
C13 C14 H14 . . 120.2 ?
C14 C15 C16 . . 120.1(2) ?
C14 C15 H15 . . 119.9 ?
C16 C15 H15 . . 119.9 ?
C15 C16 C11 . . 121.31(19) ?
C15 C16 H16 . . 119.3 ?
C11 C16 H16 . . 119.3 ?
C22 C21 C26 . . 112.73(12) ?
C22 C21 B1 . . 128.47(12) ?
C26 C21 B1 . . 118.63(12) ?
F22 C22 C23 . . 113.98(12) ?
F22 C22 C21 . . 120.41(12) ?
C23 C22 C21 . . 125.59(13) ?
C22 F22 Li1 . . 120.71(10) ?
F23 C23 C24 . . 120.36(13) ?
F23 C23 C22 . . 121.11(13) ?
C24 C23 C22 . . 118.52(14) ?
F24 C24 C23 . . 120.17(14) ?
F24 C24 C25 . . 120.51(14) ?
C23 C24 C25 . . 119.30(13) ?
F25 C25 C24 . . 119.70(13) ?
F25 C25 C26 . . 120.81(14) ?
C24 C25 C26 . . 119.49(14) ?
F26 C26 C25 . . 115.79(13) ?
F26 C26 C21 . . 119.95(12) ?
C25 C26 C21 . . 124.25(14) ?
C32 C31 C36 . . 113.17(12) ?
C32 C31 B1 . . 119.14(12) ?
C36 C31 B1 . . 127.67(12) ?
F32 C32 C33 . . 115.58(13) ?
F32 C32 C31 . . 118.81(12) ?
C33 C32 C31 . . 125.61(13) ?
C32 F32 Li1 . . 127.93(10) ?
F33 C33 C32 . . 121.62(14) ?
F33 C33 C34 . . 119.93(13) ?
C32 C33 C34 . . 118.44(14) ?
F34 C34 C35 . . 120.68(14) ?
F34 C34 C33 . . 120.42(14) ?
C35 C34 C33 . . 118.90(13) ?
F35 C35 C34 . . 119.38(13) ?
F35 C35 C36 . . 120.32(14) ?
C34 C35 C36 . . 120.30(13) ?
F36 C36 C35 . . 115.86(13) ?
F36 C36 C31 . . 120.57(13) ?
C35 C36 C31 . . 123.56(14) ?
C42 C41 O1 . . 125.13(13) ?
C42 C41 C51 . . 123.41(13) ?
O1 C41 C51 . . 111.45(11) ?
C42 C41 Li1 . . 136.10(11) ?
O1 C41 Li1 . . 39.19(7) ?
C51 C41 Li1 . . 87.81(9) ?
C41 C42 H42A . . 120.0 ?
C41 C42 H42B . . 120.0 ?
H42A C42 H42B . . 120.0 ?
C56 C51 C52 . . 118.49(14) ?
C56 C51 C41 . . 119.98(12) ?
C52 C51 C41 . . 121.52(13) ?
C53 C52 C51 . . 120.38(15) ?
C53 C52 H52 . . 119.8 ?
C51 C52 H52 . . 119.8 ?
C54 C53 C52 . . 120.18(14) ?
C54 C53 H53 . . 119.9 ?
C52 C53 H53 . . 119.9 ?
C53 C54 C55 . . 120.07(15) ?
C53 C54 H54 . . 120.0 ?
C55 C54 H54 . . 120.0 ?
C56 C55 C54 . . 119.96(15) ?
C56 C55 H55 . . 120.0 ?
C54 C55 H55 . . 120.0 ?
C55 C56 C51 . . 120.89(14) ?
C55 C56 H56 . . 119.6 ?
C51 C56 H56 . . 119.6 ?
C61 N1 C65 . . 117.42(11) ?
C61 N1 Li1 . . 114.46(11) ?
C65 N1 Li1 . . 114.68(11) ?
C61 N1 H01 . . 104.8(10) ?
C65 N1 H01 . . 104.0(10) ?
Li1 N1 H01 . . 98.2(10) ?
N1 C61 C66 . . 106.60(11) ?
N1 C61 C67 . . 110.28(11) ?
C66 C61 C67 . . 108.41(12) ?
N1 C61 C62 . . 111.34(12) ?
C66 C61 C62 . . 108.30(12) ?
C67 C61 C62 . . 111.71(12) ?
C63 C62 C61 . . 113.32(12) ?
C63 C62 H62A . . 108.9 ?
C61 C62 H62A . . 108.9 ?
C63 C62 H62B . . 108.9 ?
C61 C62 H62B . . 108.9 ?
H62A C62 H62B . . 107.7 ?
C62 C63 C64 . . 109.01(12) ?
C62 C63 H63A . . 109.9 ?
C64 C63 H63A . . 109.9 ?
C62 C63 H63B . . 109.9 ?
C64 C63 H63B . . 109.9 ?
H63A C63 H63B . . 108.3 ?
C63 C64 C65 . . 112.12(12) ?
C63 C64 H64A . . 109.2 ?
C65 C64 H64A . . 109.2 ?
C63 C64 H64B . . 109.2 ?
C65 C64 H64B . . 109.2 ?
H64A C64 H64B . . 107.9 ?
N1 C65 C69 . . 105.71(11) ?
N1 C65 C64 . . 110.79(12) ?
C69 C65 C64 . . 109.57(13) ?
N1 C65 C68 . . 111.93(12) ?
C69 C65 C68 . . 108.38(14) ?
C64 C65 C68 . . 110.30(12) ?
C61 C66 H66A . . 109.5 ?
C61 C66 H66B . . 109.5 ?
H66A C66 H66B . . 109.5 ?
C61 C66 H66C . . 109.5 ?
H66A C66 H66C . . 109.5 ?
H66B C66 H66C . . 109.5 ?
C61 C67 H67A . . 109.5 ?
C61 C67 H67B . . 109.5 ?
H67A C67 H67B . . 109.5 ?
C61 C67 H67C . . 109.5 ?
H67A C67 H67C . . 109.5 ?
H67B C67 H67C . . 109.5 ?
C65 C68 H68A . . 109.5 ?
C65 C68 H68B . . 109.5 ?
H68A C68 H68B . . 109.5 ?
C65 C68 H68C . . 109.5 ?
H68A C68 H68C . . 109.5 ?
H68B C68 H68C . . 109.5 ?
C65 C69 H69A . . 109.5 ?
C65 C69 H69B . . 109.5 ?
H69A C69 H69B . . 109.5 ?
C65 C69 H69C . . 109.5 ?
H69A C69 H69C . . 109.5 ?
H69B C69 H69C . . 109.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1 B1 O1 C41 . . . . -47.72(15) ?
C31 B1 O1 C41 . . . . 81.71(14) ?
C21 B1 O1 C41 . . . . -164.61(10) ?
C1 B1 O1 Li1 . . . . 160.38(12) ?
C31 B1 O1 Li1 . . . . -70.20(14) ?
C21 B1 O1 Li1 . . . . 43.49(15) ?
O1 B1 C1 C2 . . . . -49.17(15) ?
C31 B1 C1 C2 . . . . -172.03(11) ?
C21 B1 C1 C2 . . . . 67.59(14) ?
B1 C1 C2 C3 . . . . -156.51(12) ?
C1 C2 C3 C11 . . . . 64.96(17) ?
C2 C3 C11 C16 . . . . -118.62(16) ?
C2 C3 C11 C12 . . . . 59.90(19) ?
C16 C11 C12 C13 . . . . 1.4(2) ?
C3 C11 C12 C13 . . . . -177.17(15) ?
C11 C12 C13 C14 . . . . -0.7(3) ?
C12 C13 C14 C15 . . . . -0.7(3) ?
C13 C14 C15 C16 . . . . 1.4(3) ?
C14 C15 C16 C11 . . . . -0.7(3) ?
C12 C11 C16 C15 . . . . -0.7(2) ?
C3 C11 C16 C15 . . . . 177.85(15) ?
O1 B1 C21 C22 . . . . 2.03(19) ?
C1 B1 C21 C22 . . . . -116.58(15) ?
C31 B1 C21 C22 . . . . 115.84(14) ?
O1 B1 C21 C26 . . . . 177.03(11) ?
C1 B1 C21 C26 . . . . 58.41(16) ?
C31 B1 C21 C26 . . . . -69.16(15) ?
C26 C21 C22 F22 . . . . 175.06(11) ?
B1 C21 C22 F22 . . . . -9.7(2) ?
C26 C21 C22 C23 . . . . -3.2(2) ?
B1 C21 C22 C23 . . . . 172.01(13) ?
C23 C22 F22 Li1 . . . . 150.24(13) ?
C21 C22 F22 Li1 . . . . -28.23(18) ?
F22 C22 C23 F23 . . . . 1.12(19) ?
C21 C22 C23 F23 . . . . 179.50(13) ?
F22 C22 C23 C24 . . . . -177.72(12) ?
C21 C22 C23 C24 . . . . 0.7(2) ?
F23 C23 C24 F24 . . . . 1.5(2) ?
C22 C23 C24 F24 . . . . -179.70(13) ?
F23 C23 C24 C25 . . . . -177.00(13) ?
C22 C23 C24 C25 . . . . 1.8(2) ?
F24 C24 C25 F25 . . . . 0.5(2) ?
C23 C24 C25 F25 . . . . 178.94(13) ?
F24 C24 C25 C26 . . . . -179.94(13) ?
C23 C24 C25 C26 . . . . -1.5(2) ?
F25 C25 C26 F26 . . . . -1.6(2) ?
C24 C25 C26 F26 . . . . 178.79(13) ?
F25 C25 C26 C21 . . . . 178.14(13) ?
C24 C25 C26 C21 . . . . -1.4(2) ?
C22 C21 C26 F26 . . . . -176.64(12) ?
B1 C21 C26 F26 . . . . 7.61(19) ?
C22 C21 C26 C25 . . . . 3.6(2) ?
B1 C21 C26 C25 . . . . -172.16(13) ?
O1 B1 C31 C32 . . . . 51.06(15) ?
C1 B1 C31 C32 . . . . 175.73(12) ?
C21 B1 C31 C32 . . . . -63.29(15) ?
O1 B1 C31 C36 . . . . -127.49(14) ?
C1 B1 C31 C36 . . . . -2.8(2) ?
C21 B1 C31 C36 . . . . 118.16(14) ?
C36 C31 C32 F32 . . . . -179.55(11) ?
B1 C31 C32 F32 . . . . 1.70(18) ?
C36 C31 C32 C33 . . . . 0.6(2) ?
B1 C31 C32 C33 . . . . -178.11(13) ?
C33 C32 F32 Li1 . . . . 139.83(13) ?
C31 C32 F32 Li1 . . . . -40.00(18) ?
F32 C32 C33 F33 . . . . -0.4(2) ?
C31 C32 C33 F33 . . . . 179.45(13) ?
F32 C32 C33 C34 . . . . -179.94(12) ?
C31 C32 C33 C34 . . . . -0.1(2) ?
F33 C33 C34 F34 . . . . 0.3(2) ?
C32 C33 C34 F34 . . . . 179.83(13) ?
F33 C33 C34 C35 . . . . -179.33(13) ?
C32 C33 C34 C35 . . . . 0.2(2) ?
F34 C34 C35 F35 . . . . -0.2(2) ?
C33 C34 C35 F35 . . . . 179.43(13) ?
F34 C34 C35 C36 . . . . 179.47(13) ?
C33 C34 C35 C36 . . . . -0.9(2) ?
F35 C35 C36 F36 . . . . 0.26(19) ?
C34 C35 C36 F36 . . . . -179.37(13) ?
F35 C35 C36 C31 . . . . -178.79(13) ?
C34 C35 C36 C31 . . . . 1.6(2) ?
C32 C31 C36 F36 . . . . 179.64(12) ?
B1 C31 C36 F36 . . . . -1.7(2) ?
C32 C31 C36 C35 . . . . -1.4(2) ?
B1 C31 C36 C35 . . . . 177.26(13) ?
B1 O1 C41 C42 . . . . -31.03(19) ?
Li1 O1 C41 C42 . . . . 122.09(15) ?
B1 O1 C41 C51 . . . . 150.06(11) ?
Li1 O1 C41 C51 . . . . -56.83(14) ?
B1 O1 C41 Li1 . . . . -153.11(16) ?
C42 C41 C51 C56 . . . . 148.44(14) ?
O1 C41 C51 C56 . . . . -32.62(17) ?
Li1 C41 C51 C56 . . . . -64.58(13) ?
C42 C41 C51 C52 . . . . -32.4(2) ?
O1 C41 C51 C52 . . . . 146.50(13) ?
Li1 C41 C51 C52 . . . . 114.54(13) ?
C56 C51 C52 C53 . . . . 1.0(2) ?
C41 C51 C52 C53 . . . . -178.15(13) ?
C51 C52 C53 C54 . . . . -1.1(2) ?
C52 C53 C54 C55 . . . . -0.1(2) ?
C53 C54 C55 C56 . . . . 1.3(2) ?
C54 C55 C56 C51 . . . . -1.4(2) ?
C52 C51 C56 C55 . . . . 0.3(2) ?
C41 C51 C56 C55 . . . . 179.41(13) ?
C65 N1 C61 C66 . . . . 162.25(12) ?
Li1 N1 C61 C66 . . . . -58.92(15) ?
C65 N1 C61 C67 . . . . -80.27(15) ?
Li1 N1 C61 C67 . . . . 58.56(15) ?
C65 N1 C61 C62 . . . . 44.32(16) ?
Li1 N1 C61 C62 . . . . -176.85(12) ?
N1 C61 C62 C63 . . . . -49.29(16) ?
C66 C61 C62 C63 . . . . -166.18(13) ?
C67 C61 C62 C63 . . . . 74.49(16) ?
C61 C62 C63 C64 . . . . 57.25(16) ?
C62 C63 C64 C65 . . . . -59.21(16) ?
C61 N1 C65 C69 . . . . -165.12(13) ?
Li1 N1 C65 C69 . . . . 56.14(16) ?
C61 N1 C65 C64 . . . . -46.49(16) ?
Li1 N1 C65 C64 . . . . 174.76(12) ?
C61 N1 C65 C68 . . . . 77.08(16) ?
Li1 N1 C65 C68 . . . . -61.66(16) ?
C63 C64 C65 N1 . . . . 53.32(16) ?
C63 C64 C65 C69 . . . . 169.58(13) ?
C63 C64 C65 C68 . . . . -71.18(16) ?

####################################################################### 
# 
# 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_erk8014
_database_code_depnum_ccdc_archive 'CCDC 1549019'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H30 B2 F20 Li N'
_chemical_formula_iupac          ?
_chemical_formula_weight         957.23
_chemical_absolute_configuration ad

_chemical_melting_point          ?

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

_cell_length_a                   10.1438(8)
_cell_length_b                   19.1936(16)
_cell_length_c                   10.2323(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.835(9)
_cell_angle_gamma                90
_cell_volume                     1991.2(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8489
_cell_measurement_theta_min      4.3231
_cell_measurement_theta_max      66.3457
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             964

_exptl_absorpt_coefficient_mu    1.408
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.93

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'fine-focus sealed tube'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'KappaCCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            30146
_diffrn_reflns_av_R_equivalents  0.0653
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_theta_min         4.32
_diffrn_reflns_theta_max         66.56
_diffrn_reflns_theta_full        66.56
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11

_refine_special_details          
;
;

_reflns_number_total             6972
_reflns_number_gt                5897
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_gt          0.0823
_refine_ls_wR_factor_ref         0.0869
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_number_reflns         6972
_refine_ls_number_parameters     611
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0403P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.191
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 2404 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(6)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL--2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'
_computing_publication_material  'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li Li1 0.6656(8) 0.6412(4) 0.7662(8) 0.0341(18) Uani d . . . 1 . .
B B1 0.6810(5) 0.4434(2) 0.7184(5) 0.0224(10) Uani d . . . 1 . .
H H1 0.730(4) 0.5077(19) 0.690(4) 0.011(10) Uiso d . . . 1 . .
B B2 0.7669(5) 0.4857(3) 0.5701(5) 0.0230(10) Uani d . . . 1 . .
N N1 0.6241(4) 0.73758(19) 0.8390(3) 0.0261(8) Uani d . . . 1 . .
H H1A 0.537(7) 0.737(3) 0.879(6) 0.061(18) Uiso d . . . 1 . .
C C1 0.7407(4) 0.4061(2) 0.5937(4) 0.0241(9) Uani d . . . 1 . .
H H1B 0.673(5) 0.390(3) 0.526(5) 0.034(13) Uiso d . . . 1 . .
C C2 0.8523(4) 0.3526(2) 0.6152(4) 0.0253(9) Uani d . . . 1 . .
H H2A 0.917 0.3577 0.5454 0.03 Uiso calc U . R 1 . .
H H2B 0.8985 0.3618 0.7001 0.03 Uiso calc U . R 1 . .
C C3 0.7989(4) 0.2785(2) 0.6140(5) 0.0293(10) Uani d . . . 1 . .
H H3A 0.7189 0.2772 0.6669 0.035 Uiso calc U . R 1 . .
H H3B 0.772 0.2662 0.5231 0.035 Uiso calc U . R 1 . .
C C11 0.8942(4) 0.2242(2) 0.6656(4) 0.0256(10) Uani d . . . 1 . .
C C12 0.8586(4) 0.1799(2) 0.7655(5) 0.0316(11) Uani d . . . 1 . .
H H12 0.7748 0.1853 0.8033 0.038 Uiso calc U . R 1 . .
C C13 0.9432(5) 0.1278(3) 0.8112(5) 0.0406(12) Uani d . . . 1 . .
H H13 0.9162 0.0974 0.8785 0.049 Uiso calc U . R 1 . .
C C14 1.0662(5) 0.1201(2) 0.7593(5) 0.0369(12) Uani d . . . 1 . .
H H14 1.1238 0.0842 0.7899 0.044 Uiso calc U . R 1 . .
C C15 1.1047(5) 0.1650(2) 0.6625(5) 0.0337(11) Uani d . . . 1 . .
H H15 1.19 0.1606 0.6276 0.04 Uiso calc U . R 1 . .
C C16 1.0186(5) 0.2171(2) 0.6153(5) 0.0300(11) Uani d . . . 1 . .
H H16 1.0458 0.2477 0.5484 0.036 Uiso calc U . R 1 . .
C C21 0.5248(4) 0.4574(2) 0.7326(4) 0.0230(9) Uani d . . . 1 . .
C C22 0.4799(4) 0.5142(2) 0.8014(4) 0.0224(9) Uani d . . . 1 . .
F F22 0.5691(2) 0.56311(12) 0.8470(2) 0.0279(6) Uani d . . . 1 . .
C C23 0.3494(4) 0.5261(2) 0.8310(4) 0.0277(10) Uani d . . . 1 . .
F F23 0.3148(3) 0.58277(15) 0.8976(3) 0.0385(7) Uani d . . . 1 . .
C C24 0.2562(4) 0.4774(3) 0.7911(4) 0.0285(10) Uani d . . . 1 . .
F F24 0.1302(2) 0.48605(16) 0.8219(3) 0.0408(7) Uani d . . . 1 . .
C C25 0.2941(4) 0.4215(2) 0.7191(4) 0.0278(10) Uani d . . . 1 . .
F F25 0.2025(3) 0.37448(15) 0.6790(3) 0.0387(7) Uani d . . . 1 . .
C C26 0.4251(4) 0.4122(2) 0.6924(4) 0.0256(10) Uani d . . . 1 . .
F F26 0.4541(2) 0.35368(13) 0.6260(2) 0.0327(6) Uani d . . . 1 . .
C C31 0.7488(4) 0.4233(2) 0.8587(4) 0.0218(9) Uani d . . . 1 . .
C C32 0.8438(4) 0.4586(2) 0.9315(4) 0.0229(9) Uani d . . . 1 . .
F F32 0.8819(2) 0.52323(12) 0.8942(2) 0.0292(6) Uani d . . . 1 . .
C C33 0.9046(4) 0.4327(2) 1.0453(4) 0.0275(10) Uani d . . . 1 . .
F F33 0.9980(3) 0.47021(13) 1.1105(2) 0.0358(6) Uani d . . . 1 . .
C C34 0.8684(5) 0.3696(2) 1.0920(4) 0.0285(10) Uani d . . . 1 . .
F F34 0.9243(3) 0.34400(14) 1.2037(2) 0.0365(6) Uani d . . . 1 . .
C C35 0.7700(4) 0.3326(2) 1.0271(4) 0.0290(10) Uani d . . . 1 . .
F F35 0.7301(3) 0.27077(13) 1.0725(3) 0.0392(7) Uani d . . . 1 . .
C C36 0.7129(4) 0.3601(2) 0.9140(4) 0.0254(10) Uani d . . . 1 . .
F F36 0.6159(3) 0.32171(13) 0.8544(2) 0.0337(6) Uani d . . . 1 . .
C C41 0.9114(4) 0.5226(2) 0.5726(4) 0.0234(9) Uani d . . . 1 . .
C C42 0.9393(4) 0.5837(2) 0.6387(4) 0.0242(9) Uani d . . . 1 . .
F F42 0.8413(2) 0.61610(12) 0.7061(2) 0.0285(6) Uani d . . . 1 . .
C C43 1.0598(4) 0.6177(2) 0.6425(4) 0.0291(10) Uani d . . . 1 . .
F F43 1.0766(3) 0.67672(14) 0.7113(3) 0.0406(7) Uani d . . . 1 . .
C C44 1.1593(4) 0.5911(2) 0.5725(5) 0.0309(11) Uani d . . . 1 . .
F F44 1.2783(3) 0.62173(15) 0.5749(3) 0.0442(7) Uani d . . . 1 . .
C C45 1.1375(4) 0.5314(3) 0.4997(4) 0.0294(10) Uani d . . . 1 . .
F F45 1.2352(3) 0.50584(15) 0.4279(3) 0.0412(7) Uani d . . . 1 . .
C C46 1.0158(4) 0.4992(2) 0.4993(4) 0.0271(10) Uani d . . . 1 . .
F F46 1.0012(3) 0.44343(13) 0.4209(2) 0.0343(6) Uani d . . . 1 . .
C C51 0.6682(4) 0.5202(2) 0.4607(4) 0.0216(9) Uani d . . . 1 . .
C C52 0.5897(4) 0.5787(2) 0.4721(4) 0.0217(9) Uani d . . . 1 . .
F F52 0.5863(2) 0.61185(12) 0.5914(2) 0.0275(6) Uani d . . . 1 . .
C C53 0.5135(4) 0.6082(2) 0.3736(4) 0.0235(9) Uani d . . . 1 . .
F F53 0.4450(3) 0.66668(13) 0.3921(2) 0.0336(6) Uani d . . . 1 . .
C C54 0.5091(4) 0.5773(2) 0.2521(4) 0.0262(10) Uani d . . . 1 . .
F F54 0.4342(3) 0.60321(14) 0.1535(2) 0.0350(6) Uani d . . . 1 . .
C C55 0.5855(4) 0.5190(2) 0.2322(4) 0.0259(9) Uani d . . . 1 . .
F F55 0.5852(3) 0.48992(14) 0.1130(2) 0.0337(6) Uani d . . . 1 . .
C C56 0.6619(4) 0.4924(2) 0.3342(4) 0.0234(9) Uani d . . . 1 . .
F F56 0.7352(3) 0.43615(13) 0.3069(2) 0.0327(6) Uani d . . . 1 . .
C C61 0.7123(5) 0.7545(2) 0.9576(4) 0.0301(10) Uani d . . . 1 . .
C C62 0.7041(5) 0.8324(3) 0.9936(5) 0.0391(12) Uani d . . . 1 . .
H H62A 0.619 0.8412 1.0354 0.047 Uiso calc U . R 1 . .
H H62B 0.7756 0.8434 1.0585 0.047 Uiso calc U . R 1 . .
C C63 0.7153(5) 0.8804(2) 0.8785(6) 0.0438(13) Uani d . . . 1 . .
H H63A 0.8027 0.8745 0.8396 0.053 Uiso calc U . R 1 . .
H H63B 0.7075 0.9294 0.9077 0.053 Uiso calc U . R 1 . .
C C64 0.6073(5) 0.8643(2) 0.7767(5) 0.0354(11) Uani d . . . 1 . .
H H64A 0.6158 0.8964 0.7016 0.042 Uiso calc U . R 1 . .
H H64B 0.5204 0.8728 0.815 0.042 Uiso calc U . R 1 . .
C C65 0.6128(4) 0.7891(2) 0.7278(4) 0.0278(10) Uani d . . . 1 . .
C C66 0.8534(5) 0.7329(3) 0.9367(5) 0.0342(11) Uani d . . . 1 . .
H H66A 0.8561 0.6833 0.914 0.051 Uiso calc U . R 1 . .
H H66B 0.9062 0.7409 1.0172 0.051 Uiso calc U . R 1 . .
H H66C 0.8894 0.7604 0.8655 0.051 Uiso calc U . R 1 . .
C C67 0.6585(5) 0.7119(3) 1.0690(5) 0.0425(13) Uani d . . . 1 . .
H H67A 0.5656 0.7237 1.0801 0.064 Uiso calc U . R 1 . .
H H67B 0.709 0.7224 1.1499 0.064 Uiso calc U . R 1 . .
H H67C 0.6663 0.6622 1.049 0.064 Uiso calc U . R 1 . .
C C68 0.7267(5) 0.7800(3) 0.6347(5) 0.0338(11) Uani d . . . 1 . .
H H68A 0.8098 0.7928 0.6798 0.051 Uiso calc U . R 1 . .
H H68B 0.7122 0.81 0.5581 0.051 Uiso calc U . R 1 . .
H H68C 0.7309 0.7313 0.6065 0.051 Uiso calc U . R 1 . .
C C69 0.4821(5) 0.7728(2) 0.6552(5) 0.0337(11) Uani d . . . 1 . .
H H69A 0.4839 0.7249 0.6222 0.051 Uiso calc U . R 1 . .
H H69B 0.4693 0.8052 0.5818 0.051 Uiso calc U . R 1 . .
H H69C 0.4093 0.778 0.7153 0.051 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Li1 F42 . 1.964(9) ?
Li1 F22 . 1.984(9) ?
Li1 F52 . 2.017(8) ?
Li1 N1 . 2.043(9) ?
B1 C1 . 1.599(7) ?
B1 C21 . 1.619(6) ?
B1 C31 . 1.619(6) ?
B1 B2 . 1.951(7) ?
B1 H1 . 1.36(4) ?
B2 C1 . 1.572(6) ?
B2 C51 . 1.619(6) ?
B2 C41 . 1.627(6) ?
B2 H1 . 1.36(4) ?
N1 C65 . 1.509(6) ?
N1 C61 . 1.519(6) ?
N1 H1A . 0.98(7) ?
C1 C2 . 1.539(6) ?
C1 H1B . 1.01(5) ?
C2 C3 . 1.520(6) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C11 . 1.506(6) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C11 C16 . 1.385(7) ?
C11 C12 . 1.386(7) ?
C12 C13 . 1.389(7) ?
C12 H12 . 0.95 ?
C13 C14 . 1.380(7) ?
C13 H13 . 0.95 ?
C14 C15 . 1.378(7) ?
C14 H14 . 0.95 ?
C15 C16 . 1.403(6) ?
C15 H15 . 0.95 ?
C16 H16 . 0.95 ?
C21 C22 . 1.381(6) ?
C21 C26 . 1.385(6) ?
C22 F22 . 1.375(5) ?
C22 C23 . 1.387(6) ?
C23 F23 . 1.336(5) ?
C23 C24 . 1.382(7) ?
C24 F24 . 1.336(5) ?
C24 C25 . 1.365(7) ?
C25 F25 . 1.350(5) ?
C25 C26 . 1.376(6) ?
C26 F26 . 1.350(5) ?
C31 C32 . 1.377(6) ?
C31 C36 . 1.392(6) ?
C32 F32 . 1.358(5) ?
C32 C33 . 1.392(6) ?
C33 F33 . 1.350(5) ?
C33 C34 . 1.357(6) ?
C34 F34 . 1.351(5) ?
C34 C35 . 1.378(7) ?
C35 F35 . 1.342(5) ?
C35 C36 . 1.382(6) ?
C36 F36 . 1.358(5) ?
C41 C42 . 1.380(6) ?
C41 C46 . 1.391(6) ?
C42 F42 . 1.376(5) ?
C42 C43 . 1.384(6) ?
C43 F43 . 1.342(5) ?
C43 C44 . 1.356(7) ?
C44 F44 . 1.343(5) ?
C44 C45 . 1.380(7) ?
C45 F45 . 1.345(5) ?
C45 C46 . 1.381(6) ?
C46 F46 . 1.343(5) ?
C51 C52 . 1.385(6) ?
C51 C56 . 1.400(6) ?
C52 C53 . 1.373(6) ?
C52 F52 . 1.378(5) ?
C53 F53 . 1.336(5) ?
C53 C54 . 1.377(6) ?
C54 F54 . 1.339(5) ?
C54 C55 . 1.381(6) ?
C55 F55 . 1.340(5) ?
C55 C56 . 1.378(6) ?
C56 F56 . 1.344(5) ?
C61 C66 . 1.512(7) ?
C61 C67 . 1.518(7) ?
C61 C62 . 1.544(7) ?
C62 C63 . 1.502(7) ?
C62 H62A . 0.99 ?
C62 H62B . 0.99 ?
C63 C64 . 1.519(7) ?
C63 H63A . 0.99 ?
C63 H63B . 0.99 ?
C64 C65 . 1.530(6) ?
C64 H64A . 0.99 ?
C64 H64B . 0.99 ?
C65 C69 . 1.531(6) ?
C65 C68 . 1.531(7) ?
C66 H66A . 0.98 ?
C66 H66B . 0.98 ?
C66 H66C . 0.98 ?
C67 H67A . 0.98 ?
C67 H67B . 0.98 ?
C67 H67C . 0.98 ?
C68 H68A . 0.98 ?
C68 H68B . 0.98 ?
C68 H68C . 0.98 ?
C69 H69A . 0.98 ?
C69 H69B . 0.98 ?
C69 H69C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
F42 Li1 F22 . . 114.2(4) ?
F42 Li1 F52 . . 89.7(3) ?
F22 Li1 F52 . . 88.3(3) ?
F42 Li1 N1 . . 122.4(4) ?
F22 Li1 N1 . . 115.0(4) ?
F52 Li1 N1 . . 119.7(4) ?
C1 B1 C21 . . 122.9(4) ?
C1 B1 C31 . . 116.1(4) ?
C21 B1 C31 . . 110.4(3) ?
C1 B1 B2 . . 51.4(2) ?
C21 B1 B2 . . 117.6(3) ?
C31 B1 B2 . . 127.0(3) ?
C1 B1 H1 . . 95.0(16) ?
C21 B1 H1 . . 103.3(16) ?
C31 B1 H1 . . 105.0(16) ?
B2 B1 H1 . . 44.3(16) ?
C1 B2 C51 . . 113.5(4) ?
C1 B2 C41 . . 125.3(4) ?
C51 B2 C41 . . 111.7(4) ?
C1 B2 B1 . . 52.7(3) ?
C51 B2 B1 . . 115.2(3) ?
C41 B2 B1 . . 126.4(3) ?
C1 B2 H1 . . 96.3(16) ?
C51 B2 H1 . . 108.2(16) ?
C41 B2 H1 . . 97.3(16) ?
B1 B2 H1 . . 44.3(16) ?
C65 N1 C61 . . 119.4(3) ?
C65 N1 Li1 . . 109.3(3) ?
C61 N1 Li1 . . 111.2(3) ?
C65 N1 H1A . . 106.(3) ?
C61 N1 H1A . . 100.(3) ?
Li1 N1 H1A . . 110.(4) ?
C2 C1 B2 . . 122.9(4) ?
C2 C1 B1 . . 118.7(4) ?
B2 C1 B1 . . 75.9(3) ?
C2 C1 H1B . . 112.(3) ?
B2 C1 H1B . . 108.(3) ?
B1 C1 H1B . . 115.(3) ?
C3 C2 C1 . . 111.2(3) ?
C3 C2 H2A . . 109.4 ?
C1 C2 H2A . . 109.4 ?
C3 C2 H2B . . 109.4 ?
C1 C2 H2B . . 109.4 ?
H2A C2 H2B . . 108.0 ?
C11 C3 C2 . . 114.8(4) ?
C11 C3 H3A . . 108.6 ?
C2 C3 H3A . . 108.6 ?
C11 C3 H3B . . 108.6 ?
C2 C3 H3B . . 108.6 ?
H3A C3 H3B . . 107.5 ?
C16 C11 C12 . . 118.4(4) ?
C16 C11 C3 . . 121.4(4) ?
C12 C11 C3 . . 120.2(4) ?
C11 C12 C13 . . 121.1(5) ?
C11 C12 H12 . . 119.4 ?
C13 C12 H12 . . 119.4 ?
C14 C13 C12 . . 120.3(5) ?
C14 C13 H13 . . 119.9 ?
C12 C13 H13 . . 119.9 ?
C15 C14 C13 . . 119.3(5) ?
C15 C14 H14 . . 120.3 ?
C13 C14 H14 . . 120.3 ?
C14 C15 C16 . . 120.3(5) ?
C14 C15 H15 . . 119.8 ?
C16 C15 H15 . . 119.8 ?
C11 C16 C15 . . 120.5(4) ?
C11 C16 H16 . . 119.8 ?
C15 C16 H16 . . 119.8 ?
C22 C21 C26 . . 113.3(4) ?
C22 C21 B1 . . 121.1(4) ?
C26 C21 B1 . . 125.2(4) ?
F22 C22 C21 . . 119.2(4) ?
F22 C22 C23 . . 115.8(4) ?
C21 C22 C23 . . 125.0(4) ?
C22 F22 Li1 . . 134.6(3) ?
F23 C23 C24 . . 120.8(4) ?
F23 C23 C22 . . 120.9(4) ?
C24 C23 C22 . . 118.2(4) ?
F24 C24 C25 . . 120.9(4) ?
F24 C24 C23 . . 119.8(4) ?
C25 C24 C23 . . 119.3(4) ?
F25 C25 C24 . . 119.2(4) ?
F25 C25 C26 . . 120.8(4) ?
C24 C25 C26 . . 120.0(4) ?
F26 C26 C25 . . 115.7(4) ?
F26 C26 C21 . . 120.1(4) ?
C25 C26 C21 . . 124.1(4) ?
C32 C31 C36 . . 113.4(4) ?
C32 C31 B1 . . 129.2(4) ?
C36 C31 B1 . . 117.3(4) ?
F32 C32 C31 . . 119.9(4) ?
F32 C32 C33 . . 116.0(4) ?
C31 C32 C33 . . 124.0(4) ?
F33 C33 C34 . . 119.7(4) ?
F33 C33 C32 . . 120.5(4) ?
C34 C33 C32 . . 119.7(4) ?
F34 C34 C33 . . 120.7(4) ?
F34 C34 C35 . . 119.9(4) ?
C33 C34 C35 . . 119.3(4) ?
F35 C35 C34 . . 120.7(4) ?
F35 C35 C36 . . 120.3(4) ?
C34 C35 C36 . . 119.0(4) ?
F36 C36 C35 . . 116.6(4) ?
F36 C36 C31 . . 119.0(4) ?
C35 C36 C31 . . 124.4(4) ?
C42 C41 C46 . . 113.0(4) ?
C42 C41 B2 . . 123.2(4) ?
C46 C41 B2 . . 123.5(4) ?
F42 C42 C41 . . 119.4(4) ?
F42 C42 C43 . . 115.1(4) ?
C41 C42 C43 . . 125.5(4) ?
C42 F42 Li1 . . 160.9(3) ?
F43 C43 C44 . . 120.7(4) ?
F43 C43 C42 . . 120.6(4) ?
C44 C43 C42 . . 118.6(4) ?
F44 C44 C43 . . 120.6(4) ?
F44 C44 C45 . . 120.1(4) ?
C43 C44 C45 . . 119.3(4) ?
F45 C45 C44 . . 119.3(4) ?
F45 C45 C46 . . 120.6(4) ?
C44 C45 C46 . . 120.1(4) ?
F46 C46 C45 . . 116.1(4) ?
F46 C46 C41 . . 120.5(4) ?
C45 C46 C41 . . 123.4(4) ?
C52 C51 C56 . . 112.2(4) ?
C52 C51 B2 . . 128.1(4) ?
C56 C51 B2 . . 119.5(4) ?
C53 C52 F52 . . 115.5(4) ?
C53 C52 C51 . . 125.8(4) ?
F52 C52 C51 . . 118.7(3) ?
C52 F52 Li1 . . 153.3(3) ?
F53 C53 C52 . . 121.7(4) ?
F53 C53 C54 . . 119.2(4) ?
C52 C53 C54 . . 119.1(4) ?
F54 C54 C53 . . 121.4(4) ?
F54 C54 C55 . . 119.8(4) ?
C53 C54 C55 . . 118.8(4) ?
F55 C55 C56 . . 121.3(4) ?
F55 C55 C54 . . 119.2(4) ?
C56 C55 C54 . . 119.5(4) ?
F56 C56 C55 . . 116.2(4) ?
F56 C56 C51 . . 119.3(4) ?
C55 C56 C51 . . 124.5(4) ?
C66 C61 C67 . . 108.8(4) ?
C66 C61 N1 . . 111.4(4) ?
C67 C61 N1 . . 105.6(4) ?
C66 C61 C62 . . 111.0(4) ?
C67 C61 C62 . . 108.5(4) ?
N1 C61 C62 . . 111.3(4) ?
C63 C62 C61 . . 113.6(4) ?
C63 C62 H62A . . 108.8 ?
C61 C62 H62A . . 108.8 ?
C63 C62 H62B . . 108.8 ?
C61 C62 H62B . . 108.8 ?
H62A C62 H62B . . 107.7 ?
C62 C63 C64 . . 110.0(4) ?
C62 C63 H63A . . 109.7 ?
C64 C63 H63A . . 109.7 ?
C62 C63 H63B . . 109.7 ?
C64 C63 H63B . . 109.7 ?
H63A C63 H63B . . 108.2 ?
C63 C64 C65 . . 112.5(4) ?
C63 C64 H64A . . 109.1 ?
C65 C64 H64A . . 109.1 ?
C63 C64 H64B . . 109.1 ?
C65 C64 H64B . . 109.1 ?
H64A C64 H64B . . 107.8 ?
N1 C65 C64 . . 112.0(4) ?
N1 C65 C69 . . 106.0(4) ?
C64 C65 C69 . . 108.1(4) ?
N1 C65 C68 . . 110.7(4) ?
C64 C65 C68 . . 110.3(4) ?
C69 C65 C68 . . 109.5(4) ?
C61 C66 H66A . . 109.5 ?
C61 C66 H66B . . 109.5 ?
H66A C66 H66B . . 109.5 ?
C61 C66 H66C . . 109.5 ?
H66A C66 H66C . . 109.5 ?
H66B C66 H66C . . 109.5 ?
C61 C67 H67A . . 109.5 ?
C61 C67 H67B . . 109.5 ?
H67A C67 H67B . . 109.5 ?
C61 C67 H67C . . 109.5 ?
H67A C67 H67C . . 109.5 ?
H67B C67 H67C . . 109.5 ?
C65 C68 H68A . . 109.5 ?
C65 C68 H68B . . 109.5 ?
H68A C68 H68B . . 109.5 ?
C65 C68 H68C . . 109.5 ?
H68A C68 H68C . . 109.5 ?
H68B C68 H68C . . 109.5 ?
C65 C69 H69A . . 109.5 ?
C65 C69 H69B . . 109.5 ?
H69A C69 H69B . . 109.5 ?
C65 C69 H69C . . 109.5 ?
H69A C69 H69C . . 109.5 ?
H69B C69 H69C . . 109.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C51 B2 C1 C2 . . . . 140.1(4) ?
C41 B2 C1 C2 . . . . -3.3(7) ?
B1 B2 C1 C2 . . . . -115.3(5) ?
C51 B2 C1 B1 . . . . -104.6(4) ?
C41 B2 C1 B1 . . . . 112.0(5) ?
C21 B1 C1 C2 . . . . -138.9(4) ?
C31 B1 C1 C2 . . . . 2.4(6) ?
B2 B1 C1 C2 . . . . 120.1(4) ?
C21 B1 C1 B2 . . . . 101.0(4) ?
C31 B1 C1 B2 . . . . -117.8(4) ?
B2 C1 C2 C3 . . . . -171.1(4) ?
B1 C1 C2 C3 . . . . 97.5(5) ?
C1 C2 C3 C11 . . . . -166.1(4) ?
C2 C3 C11 C16 . . . . -54.3(6) ?
C2 C3 C11 C12 . . . . 125.7(5) ?
C16 C11 C12 C13 . . . . -2.3(7) ?
C3 C11 C12 C13 . . . . 177.6(4) ?
C11 C12 C13 C14 . . . . 1.3(7) ?
C12 C13 C14 C15 . . . . 0.6(7) ?
C13 C14 C15 C16 . . . . -1.4(7) ?
C12 C11 C16 C15 . . . . 1.6(7) ?
C3 C11 C16 C15 . . . . -178.4(4) ?
C14 C15 C16 C11 . . . . 0.3(7) ?
C1 B1 C21 C22 . . . . -149.3(4) ?
C31 B1 C21 C22 . . . . 67.5(5) ?
B2 B1 C21 C22 . . . . -89.3(5) ?
C1 B1 C21 C26 . . . . 38.2(6) ?
C31 B1 C21 C26 . . . . -105.0(5) ?
B2 B1 C21 C26 . . . . 98.2(5) ?
C26 C21 C22 F22 . . . . 180.0(3) ?
B1 C21 C22 F22 . . . . 6.6(6) ?
C26 C21 C22 C23 . . . . 0.9(6) ?
B1 C21 C22 C23 . . . . -172.4(4) ?
C21 C22 F22 Li1 . . . . 77.5(6) ?
C23 C22 F22 Li1 . . . . -103.3(5) ?
F22 C22 C23 F23 . . . . 1.3(6) ?
C21 C22 C23 F23 . . . . -179.6(4) ?
F22 C22 C23 C24 . . . . -178.0(4) ?
C21 C22 C23 C24 . . . . 1.0(6) ?
F23 C23 C24 F24 . . . . -1.6(6) ?
C22 C23 C24 F24 . . . . 177.7(4) ?
F23 C23 C24 C25 . . . . 177.6(4) ?
C22 C23 C24 C25 . . . . -3.1(6) ?
F24 C24 C25 F25 . . . . 0.0(6) ?
C23 C24 C25 F25 . . . . -179.2(4) ?
F24 C24 C25 C26 . . . . -177.7(4) ?
C23 C24 C25 C26 . . . . 3.1(6) ?
F25 C25 C26 F26 . . . . -0.7(6) ?
C24 C25 C26 F26 . . . . 176.9(4) ?
F25 C25 C26 C21 . . . . -178.7(4) ?
C24 C25 C26 C21 . . . . -1.1(7) ?
C22 C21 C26 F26 . . . . -178.9(4) ?
B1 C21 C26 F26 . . . . -5.8(6) ?
C22 C21 C26 C25 . . . . -0.9(6) ?
B1 C21 C26 C25 . . . . 172.1(4) ?
C1 B1 C31 C32 . . . . 98.1(5) ?
C21 B1 C31 C32 . . . . -116.0(5) ?
B2 B1 C31 C32 . . . . 38.1(7) ?
C1 B1 C31 C36 . . . . -78.6(5) ?
C21 B1 C31 C36 . . . . 67.2(5) ?
B2 B1 C31 C36 . . . . -138.6(4) ?
C36 C31 C32 F32 . . . . -175.5(4) ?
B1 C31 C32 F32 . . . . 7.7(7) ?
C36 C31 C32 C33 . . . . 3.6(6) ?
B1 C31 C32 C33 . . . . -173.3(4) ?
F32 C32 C33 F33 . . . . -1.7(6) ?
C31 C32 C33 F33 . . . . 179.3(4) ?
F32 C32 C33 C34 . . . . 177.5(4) ?
C31 C32 C33 C34 . . . . -1.6(7) ?
F33 C33 C34 F34 . . . . 0.4(6) ?
C32 C33 C34 F34 . . . . -178.7(4) ?
F33 C33 C34 C35 . . . . 178.0(4) ?
C32 C33 C34 C35 . . . . -1.2(7) ?
F34 C34 C35 F35 . . . . -1.0(6) ?
C33 C34 C35 F35 . . . . -178.6(4) ?
F34 C34 C35 C36 . . . . 179.2(4) ?
C33 C34 C35 C36 . . . . 1.6(7) ?
F35 C35 C36 F36 . . . . 0.5(6) ?
C34 C35 C36 F36 . . . . -179.6(4) ?
F35 C35 C36 C31 . . . . -179.2(4) ?
C34 C35 C36 C31 . . . . 0.7(7) ?
C32 C31 C36 F36 . . . . 177.2(4) ?
B1 C31 C36 F36 . . . . -5.6(6) ?
C32 C31 C36 C35 . . . . -3.1(6) ?
B1 C31 C36 C35 . . . . 174.1(4) ?
C1 B2 C41 C42 . . . . -133.4(5) ?
C51 B2 C41 C42 . . . . 82.7(5) ?
B1 B2 C41 C42 . . . . -67.0(6) ?
C1 B2 C41 C46 . . . . 52.5(6) ?
C51 B2 C41 C46 . . . . -91.4(5) ?
B1 B2 C41 C46 . . . . 118.8(5) ?
C46 C41 C42 F42 . . . . 174.4(3) ?
B2 C41 C42 F42 . . . . -0.3(6) ?
C46 C41 C42 C43 . . . . -4.4(6) ?
B2 C41 C42 C43 . . . . -179.1(4) ?
C41 C42 F42 Li1 . . . . -15.5(12) ?
C43 C42 F42 Li1 . . . . 163.4(9) ?
F42 C42 C43 F43 . . . . 1.9(6) ?
C41 C42 C43 F43 . . . . -179.3(4) ?
F42 C42 C43 C44 . . . . -176.4(4) ?
C41 C42 C43 C44 . . . . 2.5(7) ?
F43 C43 C44 F44 . . . . 2.7(7) ?
C42 C43 C44 F44 . . . . -179.0(4) ?
F43 C43 C44 C45 . . . . -178.1(4) ?
C42 C43 C44 C45 . . . . 0.2(6) ?
F44 C44 C45 F45 . . . . -2.2(6) ?
C43 C44 C45 F45 . . . . 178.6(4) ?
F44 C44 C45 C46 . . . . 178.8(4) ?
C43 C44 C45 C46 . . . . -0.4(6) ?
F45 C45 C46 F46 . . . . -2.1(6) ?
C44 C45 C46 F46 . . . . 176.9(4) ?
F45 C45 C46 C41 . . . . 179.2(4) ?
C44 C45 C46 C41 . . . . -1.8(6) ?
C42 C41 C46 F46 . . . . -174.7(4) ?
B2 C41 C46 F46 . . . . 0.0(6) ?
C42 C41 C46 C45 . . . . 4.0(6) ?
B2 C41 C46 C45 . . . . 178.7(4) ?
C1 B2 C51 C52 . . . . 126.6(5) ?
C41 B2 C51 C52 . . . . -85.1(5) ?
B1 B2 C51 C52 . . . . 68.3(6) ?
C1 B2 C51 C56 . . . . -57.5(5) ?
C41 B2 C51 C56 . . . . 90.8(5) ?
B1 B2 C51 C56 . . . . -115.8(4) ?
C56 C51 C52 C53 . . . . -0.3(6) ?
B2 C51 C52 C53 . . . . 175.8(4) ?
C56 C51 C52 F52 . . . . -179.9(3) ?
B2 C51 C52 F52 . . . . -3.7(6) ?
C53 C52 F52 Li1 . . . . -149.7(7) ?
C51 C52 F52 Li1 . . . . 29.8(9) ?
F52 C52 C53 F53 . . . . 2.5(6) ?
C51 C52 C53 F53 . . . . -177.1(4) ?
F52 C52 C53 C54 . . . . -178.5(4) ?
C51 C52 C53 C54 . . . . 2.0(7) ?
F53 C53 C54 F54 . . . . -2.3(6) ?
C52 C53 C54 F54 . . . . 178.6(4) ?
F53 C53 C54 C55 . . . . 176.7(4) ?
C52 C53 C54 C55 . . . . -2.3(6) ?
F54 C54 C55 F55 . . . . 1.3(6) ?
C53 C54 C55 F55 . . . . -177.8(4) ?
F54 C54 C55 C56 . . . . -179.7(4) ?
C53 C54 C55 C56 . . . . 1.2(6) ?
F55 C55 C56 F56 . . . . 0.0(6) ?
C54 C55 C56 F56 . . . . -179.0(4) ?
F55 C55 C56 C51 . . . . 179.4(4) ?
C54 C55 C56 C51 . . . . 0.5(7) ?
C52 C51 C56 F56 . . . . 178.5(4) ?
B2 C51 C56 F56 . . . . 2.0(6) ?
C52 C51 C56 C55 . . . . -0.9(6) ?
B2 C51 C56 C55 . . . . -177.4(4) ?
C65 N1 C61 C66 . . . . -86.1(5) ?
Li1 N1 C61 C66 . . . . 42.6(5) ?
C65 N1 C61 C67 . . . . 155.9(4) ?
Li1 N1 C61 C67 . . . . -75.4(5) ?
C65 N1 C61 C62 . . . . 38.4(6) ?
Li1 N1 C61 C62 . . . . 167.1(4) ?
C66 C61 C62 C63 . . . . 77.8(5) ?
C67 C61 C62 C63 . . . . -162.7(4) ?
N1 C61 C62 C63 . . . . -46.9(6) ?
C61 C62 C63 C64 . . . . 58.1(6) ?
C62 C63 C64 C65 . . . . -58.9(6) ?
C61 N1 C65 C64 . . . . -39.8(5) ?
Li1 N1 C65 C64 . . . . -169.4(4) ?
C61 N1 C65 C69 . . . . -157.6(4) ?
Li1 N1 C65 C69 . . . . 72.9(4) ?
C61 N1 C65 C68 . . . . 83.8(5) ?
Li1 N1 C65 C68 . . . . -45.8(5) ?
C63 C64 C65 N1 . . . . 48.9(6) ?
C63 C64 C65 C69 . . . . 165.3(4) ?
C63 C64 C65 C68 . . . . -74.9(5) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C64 H64B F55 2_656 0.99 2.61 3.322(5) 129.3 ?
C66 H66A F42 . 0.98 2.49 3.254(5) 134.8 ?
C66 H66C F34 2_757 0.98 2.60 3.451(6) 145.9 ?
C69 H69A F52 . 0.98 2.43 3.337(5) 153.5 ?
C69 H69A F53 . 0.98 2.62 3.388(5) 134.9 ?
C69 H69B F26 2_656 0.98 2.47 3.351(5) 149.5 ?

####################################################################### 
# 
# 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_erk8773
_database_code_depnum_ccdc_archive 'CCDC 1549020'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H41 B Cl2 F10 Li N O'
_chemical_formula_iupac          ?
_chemical_formula_weight         878.43

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   10.2492(3)
_cell_length_b                   11.9411(3)
_cell_length_c                   18.0278(5)
_cell_angle_alpha                80.1520(10)
_cell_angle_beta                 74.0120(10)
_cell_angle_gamma                74.3990(10)
_cell_volume                     2031.64(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9986
_cell_measurement_theta_min      4.4098
_cell_measurement_theta_max      66.7327
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             904

_exptl_absorpt_coefficient_mu    2.162
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/5, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_T_max  0.94

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'fine-focus sealed tube'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            34707
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_theta_min         3.87
_diffrn_reflns_theta_max         66.78
_diffrn_reflns_theta_full        66.78
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21

_refine_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.

One disordered over two positions dichloromethane molecule was found in 
the asymmetrical unit. Several restraints (SADI, SAME, ISOR and SIMU) were
used in order to improve refinement stability.
;

_reflns_number_total             7169
_reflns_number_gt                6204
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0365
_refine_ls_wR_factor_gt          0.0895
_refine_ls_wR_factor_ref         0.0931
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.045
_refine_ls_number_reflns         7169
_refine_ls_number_parameters     577
_refine_ls_number_restraints     55
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0423P)²+1.0370P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.566
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_publication_material  'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.34133(18) 0.75069(15) 0.69533(10) 0.0153(4) Uani d . . . 1.0 . .
C C1 0.11272(16) 0.88483(14) 0.89778(9) 0.0187(3) Uani d . . . 1.0 . .
H H1A 0.1718 0.8282 0.9291 0.022 Uiso calc U . R 1.0 . .
H H1B 0.1416 0.9597 0.889 0.022 Uiso calc U . R 1.0 . .
Li Li1 0.4848(3) 0.5024(2) 0.69101(17) 0.0225(6) Uani d . . . 1.0 . .
N N1 0.63847(14) 0.35072(12) 0.70603(8) 0.0179(3) Uani d . . . 1.0 . .
H H1 0.698(2) 0.3738(16) 0.7265(11) 0.017(4) Uiso d . . . 1.0 . .
O O1 0.41370(11) 0.63836(9) 0.73697(6) 0.0153(2) Uani d . . . 1.0 . .
C C2 0.13875(16) 0.83921(14) 0.81919(9) 0.0164(3) Uani d . . . 1.0 . .
H H2A 0.1034 0.7675 0.8276 0.02 Uiso calc U . R 1.0 . .
H H2B 0.0852 0.8985 0.7863 0.02 Uiso calc U . R 1.0 . .
C C3 0.29274(16) 0.81175(13) 0.77619(9) 0.0150(3) Uani d . . . 1.0 . .
H H3 0.3339 0.8807 0.7705 0.018 Uiso calc U . R 1.0 . .
C C4 0.39061(16) 0.69629(13) 0.80590(9) 0.0147(3) Uani d . . . 1.0 . .
C C11 -0.03790(17) 0.90377(15) 0.94311(9) 0.0185(3) Uani d . . . 1.0 . .
C C12 -0.08619(19) 0.81299(15) 0.99252(11) 0.0282(4) Uani d . . . 1.0 . .
H H12 -0.0236 0.7389 0.9977 0.034 Uiso calc U . R 1.0 . .
C C13 -0.2242(2) 0.82877(17) 1.03438(12) 0.0329(4) Uani d . . . 1.0 . .
H H13 -0.2553 0.7656 1.0679 0.04 Uiso calc U . R 1.0 . .
C C14 -0.31722(18) 0.93655(16) 1.02746(10) 0.0253(4) Uani d . . . 1.0 . .
H H14 -0.4116 0.9477 1.0564 0.03 Uiso calc U . R 1.0 . .
C C15 -0.27093(17) 1.02689(15) 0.97812(10) 0.0223(4) Uani d . . . 1.0 . .
H H15 -0.3339 1.1007 0.9727 0.027 Uiso calc U . R 1.0 . .
C C16 -0.13246(17) 1.01073(15) 0.93619(10) 0.0203(3) Uani d . . . 1.0 . .
H H16 -0.102 1.0738 0.9023 0.024 Uiso calc U . R 1.0 . .
C C21 0.46032(16) 0.79539(14) 0.62297(9) 0.0157(3) Uani d . . . 1.0 . .
C C22 0.53808(16) 0.71780(13) 0.56977(9) 0.0161(3) Uani d . . . 1.0 . .
F F22 0.50968(10) 0.60865(8) 0.57919(5) 0.0199(2) Uani d . . . 1.0 . .
C C23 0.64466(17) 0.73812(14) 0.50724(10) 0.0197(3) Uani d . . . 1.0 . .
F F23 0.71416(11) 0.65741(9) 0.45801(6) 0.0290(2) Uani d . . . 1.0 . .
C C24 0.68181(17) 0.84379(15) 0.49706(10) 0.0201(3) Uani d . . . 1.0 . .
F F24 0.78880(10) 0.86444(9) 0.43898(6) 0.0286(2) Uani d . . . 1.0 . .
C C25 0.60975(17) 0.92509(14) 0.54852(10) 0.0185(3) Uani d . . . 1.0 . .
F F25 0.64556(10) 1.02794(8) 0.53923(6) 0.0242(2) Uani d . . . 1.0 . .
C C26 0.50022(16) 0.90104(14) 0.60910(9) 0.0173(3) Uani d . . . 1.0 . .
F F26 0.43304(10) 0.98715(8) 0.65517(6) 0.0230(2) Uani d . . . 1.0 . .
C C31 0.21900(16) 0.72965(14) 0.66050(9) 0.0158(3) Uani d . . . 1.0 . .
C C32 0.19719(16) 0.62251(14) 0.65413(9) 0.0165(3) Uani d . . . 1.0 . .
F F32 0.28551(9) 0.51952(8) 0.67481(6) 0.0200(2) Uani d . . . 1.0 . .
C C33 0.09043(17) 0.60869(15) 0.62609(10) 0.0206(3) Uani d . . . 1.0 . .
F F33 0.07403(10) 0.50191(9) 0.62290(7) 0.0295(2) Uani d . . . 1.0 . .
C C34 -0.00001(17) 0.70596(16) 0.60086(10) 0.0226(4) Uani d . . . 1.0 . .
F F34 -0.10424(11) 0.69379(10) 0.57377(7) 0.0341(3) Uani d . . . 1.0 . .
C C35 0.01832(17) 0.81554(15) 0.60339(10) 0.0215(4) Uani d . . . 1.0 . .
F F35 -0.06790(11) 0.91039(9) 0.57697(6) 0.0302(2) Uani d . . . 1.0 . .
C C36 0.12493(17) 0.82473(14) 0.63327(9) 0.0175(3) Uani d . . . 1.0 . .
F F36 0.13818(10) 0.93332(8) 0.63514(6) 0.0229(2) Uani d . . . 1.0 . .
C C41 0.52780(16) 0.71730(14) 0.81193(9) 0.0160(3) Uani d . . . 1.0 . .
C C42 0.52768(18) 0.80896(15) 0.85037(10) 0.0231(4) Uani d . . . 1.0 . .
H H42 0.4415 0.8592 0.8726 0.028 Uiso calc U . R 1.0 . .
C C43 0.6517(2) 0.82798(16) 0.85660(11) 0.0295(4) Uani d . . . 1.0 . .
H H43 0.6497 0.8904 0.8836 0.035 Uiso calc U . R 1.0 . .
C C44 0.77790(19) 0.75677(17) 0.82389(11) 0.0299(4) Uani d . . . 1.0 . .
H H44 0.8629 0.7707 0.8274 0.036 Uiso calc U . R 1.0 . .
C C45 0.77944(18) 0.66522(17) 0.78613(11) 0.0288(4) Uani d . . . 1.0 . .
H H45 0.8659 0.6153 0.764 0.035 Uiso calc U . R 1.0 . .
C C46 0.65495(17) 0.64543(15) 0.78017(10) 0.0216(4) Uani d . . . 1.0 . .
H H46 0.6573 0.582 0.754 0.026 Uiso calc U . R 1.0 . .
C C51 0.32622(16) 0.62103(13) 0.87672(9) 0.0164(3) Uani d . . . 1.0 . .
C C52 0.36081(17) 0.60622(15) 0.94775(10) 0.0208(3) Uani d . . . 1.0 . .
H H52 0.4257 0.6456 0.9538 0.025 Uiso calc U . R 1.0 . .
C C53 0.30162(18) 0.53443(16) 1.01016(10) 0.0264(4) Uani d . . . 1.0 . .
H H53 0.3268 0.525 1.0582 0.032 Uiso calc U . R 1.0 . .
C C54 0.20616(18) 0.47668(16) 1.00252(11) 0.0275(4) Uani d . . . 1.0 . .
H H54 0.1658 0.4277 1.045 0.033 Uiso calc U . R 1.0 . .
C C55 0.17027(18) 0.49114(15) 0.93231(11) 0.0245(4) Uani d . . . 1.0 . .
H H55 0.1044 0.4522 0.9268 0.029 Uiso calc U . R 1.0 . .
C C56 0.22951(16) 0.56183(14) 0.87011(10) 0.0191(3) Uani d . . . 1.0 . .
H H56 0.2043 0.5704 0.8222 0.023 Uiso calc U . R 1.0 . .
C C61 0.58136(18) 0.26333(15) 0.76884(10) 0.0219(4) Uani d . . . 1.0 . .
C C62 0.6898(2) 0.14690(15) 0.77332(11) 0.0268(4) Uani d . . . 1.0 . .
H H62A 0.7638 0.1579 0.795 0.032 Uiso calc U . R 1.0 . .
H H62B 0.6442 0.0885 0.8093 0.032 Uiso calc U . R 1.0 . .
C C63 0.7565(2) 0.09970(16) 0.69535(11) 0.0322(4) Uani d . . . 1.0 . .
H H63A 0.6844 0.0836 0.6744 0.039 Uiso calc U . R 1.0 . .
H H63B 0.8266 0.0256 0.7014 0.039 Uiso calc U . R 1.0 . .
C C64 0.8263(2) 0.18919(16) 0.63973(11) 0.0291(4) Uani d . . . 1.0 . .
H H64A 0.8675 0.1588 0.5885 0.035 Uiso calc U . R 1.0 . .
H H64B 0.9034 0.1992 0.6592 0.035 Uiso calc U . R 1.0 . .
C C65 0.72604(17) 0.30917(15) 0.62929(10) 0.0211(4) Uani d . . . 1.0 . .
C C66 0.5469(2) 0.31714(16) 0.84501(11) 0.0289(4) Uani d . . . 1.0 . .
H H66A 0.6319 0.331 0.8529 0.043 Uiso calc U . R 1.0 . .
H H66B 0.5094 0.2634 0.8881 0.043 Uiso calc U . R 1.0 . .
H H66C 0.4774 0.3914 0.8429 0.043 Uiso calc U . R 1.0 . .
C C67 0.4476(2) 0.24555(17) 0.75608(12) 0.0328(4) Uani d . . . 1.0 . .
H H67A 0.3799 0.321 0.7542 0.049 Uiso calc U . R 1.0 . .
H H67B 0.4084 0.1922 0.7988 0.049 Uiso calc U . R 1.0 . .
H H67C 0.4686 0.212 0.707 0.049 Uiso calc U . R 1.0 . .
C C68 0.81097(19) 0.40037(17) 0.59230(11) 0.0283(4) Uani d . . . 1.0 . .
H H68A 0.7478 0.4757 0.5818 0.042 Uiso calc U . R 1.0 . .
H H68B 0.8754 0.3755 0.5436 0.042 Uiso calc U . R 1.0 . .
H H68C 0.8643 0.4085 0.6278 0.042 Uiso calc U . R 1.0 . .
C C69 0.6334(2) 0.30530(16) 0.57638(11) 0.0265(4) Uani d . . . 1.0 . .
H H69A 0.5872 0.2405 0.5963 0.04 Uiso calc U . R 1.0 . .
H H69B 0.6911 0.2938 0.5237 0.04 Uiso calc U . R 1.0 . .
H H69C 0.5628 0.3791 0.5753 0.04 Uiso calc U . R 1.0 . .
C C71 0.0955(3) 0.2831(2) 0.7290(2) 0.0275(10) Uani d U P D 0.643(7) A 1
H H71A 0.0689 0.2961 0.6789 0.033 Uiso calc U P R 0.643(7) A 1
H H71B 0.1796 0.3137 0.7208 0.033 Uiso calc U P R 0.643(7) A 1
Cl Cl1 0.1359(3) 0.13503(18) 0.75724(15) 0.0331(4) Uani d U P D 0.643(7) A 1
Cl Cl2 -0.0409(4) 0.3611(2) 0.79713(16) 0.0605(6) Uani d U P D 0.643(7) A 1
C C71A 0.0972(7) 0.2815(7) 0.7869(6) 0.062(3) Uani d U P D 0.357(7) A 2
H H71C 0.1468 0.2657 0.8289 0.075 Uiso calc U P R 0.357(7) A 2
H H71D 0.1371 0.3391 0.7469 0.075 Uiso calc U P R 0.357(7) A 2
Cl Cl1A 0.1268(7) 0.1532(6) 0.7461(4) 0.0787(18) Uani d U P D 0.357(7) A 2
Cl Cl2A -0.0753(4) 0.3412(4) 0.8240(4) 0.0526(10) Uani d U P D 0.357(7) A 2


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O1 . 1.530(2) ?
B1 C3 . 1.635(2) ?
B1 C31 . 1.639(2) ?
B1 C21 . 1.646(2) ?
C1 C11 . 1.511(2) ?
C1 C2 . 1.534(2) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
Li1 O1 . 1.828(3) ?
Li1 N1 . 2.090(3) ?
Li1 F32 . 2.094(3) ?
Li1 F22 . 2.180(3) ?
N1 C61 . 1.508(2) ?
N1 C65 . 1.509(2) ?
N1 H1 . 0.91(2) ?
O1 C4 . 1.4569(19) ?
C2 C3 . 1.528(2) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.579(2) ?
C3 H3 . 1.0 ?
C4 C41 . 1.528(2) ?
C4 C51 . 1.528(2) ?
C11 C12 . 1.389(2) ?
C11 C16 . 1.390(2) ?
C12 C13 . 1.387(3) ?
C12 H12 . 0.95 ?
C13 C14 . 1.390(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.376(3) ?
C14 H14 . 0.95 ?
C15 C16 . 1.391(2) ?
C15 H15 . 0.95 ?
C16 H16 . 0.95 ?
C21 C22 . 1.378(2) ?
C21 C26 . 1.391(2) ?
C22 C23 . 1.376(2) ?
C22 F22 . 1.3833(18) ?
C23 F23 . 1.341(2) ?
C23 C24 . 1.383(2) ?
C24 F24 . 1.3358(19) ?
C24 C25 . 1.376(3) ?
C25 F25 . 1.3452(18) ?
C25 C26 . 1.388(2) ?
C26 F26 . 1.3482(19) ?
C31 C32 . 1.385(2) ?
C31 C36 . 1.393(2) ?
C32 F32 . 1.3788(18) ?
C32 C33 . 1.382(2) ?
C33 F33 . 1.3428(19) ?
C33 C34 . 1.374(2) ?
C34 F34 . 1.3402(19) ?
C34 C35 . 1.381(3) ?
C35 F35 . 1.3415(19) ?
C35 C36 . 1.380(2) ?
C36 F36 . 1.3465(18) ?
C41 C46 . 1.385(2) ?
C41 C42 . 1.392(2) ?
C42 C43 . 1.386(3) ?
C42 H42 . 0.95 ?
C43 C44 . 1.380(3) ?
C43 H43 . 0.95 ?
C44 C45 . 1.378(3) ?
C44 H44 . 0.95 ?
C45 C46 . 1.394(2) ?
C45 H45 . 0.95 ?
C46 H46 . 0.95 ?
C51 C52 . 1.391(2) ?
C51 C56 . 1.403(2) ?
C52 C53 . 1.394(2) ?
C52 H52 . 0.95 ?
C53 C54 . 1.386(3) ?
C53 H53 . 0.95 ?
C54 C55 . 1.384(3) ?
C54 H54 . 0.95 ?
C55 C56 . 1.384(2) ?
C55 H55 . 0.95 ?
C56 H56 . 0.95 ?
C61 C67 . 1.525(3) ?
C61 C66 . 1.528(3) ?
C61 C62 . 1.535(2) ?
C62 C63 . 1.515(3) ?
C62 H62A . 0.99 ?
C62 H62B . 0.99 ?
C63 C64 . 1.519(3) ?
C63 H63A . 0.99 ?
C63 H63B . 0.99 ?
C64 C65 . 1.538(2) ?
C64 H64A . 0.99 ?
C64 H64B . 0.99 ?
C65 C68 . 1.526(2) ?
C65 C69 . 1.533(2) ?
C66 H66A . 0.98 ?
C66 H66B . 0.98 ?
C66 H66C . 0.98 ?
C67 H67A . 0.98 ?
C67 H67B . 0.98 ?
C67 H67C . 0.98 ?
C68 H68A . 0.98 ?
C68 H68B . 0.98 ?
C68 H68C . 0.98 ?
C69 H69A . 0.98 ?
C69 H69B . 0.98 ?
C69 H69C . 0.98 ?
C71 Cl1 . 1.723(3) ?
C71 Cl2 . 1.754(4) ?
C71 H71A . 0.99 ?
C71 H71B . 0.99 ?
C71A Cl2A . 1.707(7) ?
C71A Cl1A . 1.730(9) ?
C71A H71C . 0.99 ?
C71A H71D . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 C3 . . 89.40(11) ?
O1 B1 C31 . . 111.96(12) ?
C3 B1 C31 . . 117.67(13) ?
O1 B1 C21 . . 107.82(12) ?
C3 B1 C21 . . 119.21(13) ?
C31 B1 C21 . . 108.77(13) ?
C11 C1 C2 . . 113.36(13) ?
C11 C1 H1A . . 108.9 ?
C2 C1 H1A . . 108.9 ?
C11 C1 H1B . . 108.9 ?
C2 C1 H1B . . 108.9 ?
H1A C1 H1B . . 107.7 ?
O1 Li1 N1 . . 134.90(16) ?
O1 Li1 F32 . . 87.21(12) ?
N1 Li1 F32 . . 129.16(15) ?
O1 Li1 F22 . . 87.87(12) ?
N1 Li1 F22 . . 118.88(14) ?
F32 Li1 F22 . . 82.15(11) ?
C61 N1 C65 . . 118.75(13) ?
C61 N1 Li1 . . 111.73(13) ?
C65 N1 Li1 . . 111.63(13) ?
C61 N1 H1 . . 103.6(12) ?
C65 N1 H1 . . 104.9(12) ?
Li1 N1 H1 . . 104.6(12) ?
C4 O1 B1 . . 91.58(11) ?
C4 O1 Li1 . . 146.66(13) ?
B1 O1 Li1 . . 121.76(13) ?
C3 C2 C1 . . 113.17(13) ?
C3 C2 H2A . . 108.9 ?
C1 C2 H2A . . 108.9 ?
C3 C2 H2B . . 108.9 ?
C1 C2 H2B . . 108.9 ?
H2A C2 H2B . . 107.8 ?
C2 C3 C4 . . 117.61(12) ?
C2 C3 B1 . . 119.77(13) ?
C4 C3 B1 . . 83.54(11) ?
C2 C3 H3 . . 111.1 ?
C4 C3 H3 . . 111.1 ?
B1 C3 H3 . . 111.1 ?
O1 C4 C41 . . 110.01(12) ?
O1 C4 C51 . . 108.50(12) ?
C41 C4 C51 . . 112.30(13) ?
O1 C4 C3 . . 94.30(11) ?
C41 C4 C3 . . 112.00(12) ?
C51 C4 C3 . . 118.06(12) ?
C12 C11 C16 . . 118.00(16) ?
C12 C11 C1 . . 120.33(15) ?
C16 C11 C1 . . 121.66(15) ?
C13 C12 C11 . . 121.08(17) ?
C13 C12 H12 . . 119.5 ?
C11 C12 H12 . . 119.5 ?
C12 C13 C14 . . 120.26(17) ?
C12 C13 H13 . . 119.9 ?
C14 C13 H13 . . 119.9 ?
C15 C14 C13 . . 119.21(16) ?
C15 C14 H14 . . 120.4 ?
C13 C14 H14 . . 120.4 ?
C14 C15 C16 . . 120.37(16) ?
C14 C15 H15 . . 119.8 ?
C16 C15 H15 . . 119.8 ?
C11 C16 C15 . . 121.07(16) ?
C11 C16 H16 . . 119.5 ?
C15 C16 H16 . . 119.5 ?
C22 C21 C26 . . 113.52(14) ?
C22 C21 B1 . . 117.56(14) ?
C26 C21 B1 . . 128.83(15) ?
C23 C22 C21 . . 125.81(15) ?
C23 C22 F22 . . 115.78(14) ?
C21 C22 F22 . . 118.41(13) ?
C22 F22 Li1 . . 122.01(11) ?
F23 C23 C22 . . 121.66(15) ?
F23 C23 C24 . . 120.08(15) ?
C22 C23 C24 . . 118.24(15) ?
F24 C24 C25 . . 120.98(15) ?
F24 C24 C23 . . 119.85(15) ?
C25 C24 C23 . . 119.15(15) ?
F25 C25 C24 . . 119.54(14) ?
F25 C25 C26 . . 120.48(15) ?
C24 C25 C26 . . 119.98(15) ?
F26 C26 C25 . . 115.82(14) ?
F26 C26 C21 . . 120.92(14) ?
C25 C26 C21 . . 123.26(15) ?
C32 C31 C36 . . 113.56(14) ?
C32 C31 B1 . . 126.21(14) ?
C36 C31 B1 . . 120.23(14) ?
F32 C32 C33 . . 114.71(14) ?
F32 C32 C31 . . 120.93(13) ?
C33 C32 C31 . . 124.34(15) ?
C32 F32 Li1 . . 125.87(11) ?
F33 C33 C34 . . 119.56(14) ?
F33 C33 C32 . . 121.11(15) ?
C34 C33 C32 . . 119.33(15) ?
F34 C34 C33 . . 119.94(15) ?
F34 C34 C35 . . 120.72(15) ?
C33 C34 C35 . . 119.34(15) ?
F35 C35 C36 . . 121.60(15) ?
F35 C35 C34 . . 119.32(15) ?
C36 C35 C34 . . 119.09(15) ?
F36 C36 C35 . . 117.02(14) ?
F36 C36 C31 . . 118.68(14) ?
C35 C36 C31 . . 124.30(15) ?
C46 C41 C42 . . 118.30(15) ?
C46 C41 C4 . . 121.15(15) ?
C42 C41 C4 . . 120.54(14) ?
C43 C42 C41 . . 120.85(17) ?
C43 C42 H42 . . 119.6 ?
C41 C42 H42 . . 119.6 ?
C44 C43 C42 . . 120.38(17) ?
C44 C43 H43 . . 119.8 ?
C42 C43 H43 . . 119.8 ?
C45 C44 C43 . . 119.35(16) ?
C45 C44 H44 . . 120.3 ?
C43 C44 H44 . . 120.3 ?
C44 C45 C46 . . 120.42(17) ?
C44 C45 H45 . . 119.8 ?
C46 C45 H45 . . 119.8 ?
C41 C46 C45 . . 120.69(17) ?
C41 C46 H46 . . 119.7 ?
C45 C46 H46 . . 119.7 ?
C52 C51 C56 . . 117.86(15) ?
C52 C51 C4 . . 123.13(14) ?
C56 C51 C4 . . 119.00(14) ?
C51 C52 C53 . . 120.99(16) ?
C51 C52 H52 . . 119.5 ?
C53 C52 H52 . . 119.5 ?
C54 C53 C52 . . 120.31(17) ?
C54 C53 H53 . . 119.8 ?
C52 C53 H53 . . 119.8 ?
C55 C54 C53 . . 119.28(16) ?
C55 C54 H54 . . 120.4 ?
C53 C54 H54 . . 120.4 ?
C54 C55 C56 . . 120.52(16) ?
C54 C55 H55 . . 119.7 ?
C56 C55 H55 . . 119.7 ?
C55 C56 C51 . . 121.03(16) ?
C55 C56 H56 . . 119.5 ?
C51 C56 H56 . . 119.5 ?
N1 C61 C67 . . 110.13(14) ?
N1 C61 C66 . . 106.04(14) ?
C67 C61 C66 . . 108.95(15) ?
N1 C61 C62 . . 111.51(14) ?
C67 C61 C62 . . 111.24(15) ?
C66 C61 C62 . . 108.80(14) ?
C63 C62 C61 . . 113.23(15) ?
C63 C62 H62A . . 108.9 ?
C61 C62 H62A . . 108.9 ?
C63 C62 H62B . . 108.9 ?
C61 C62 H62B . . 108.9 ?
H62A C62 H62B . . 107.7 ?
C62 C63 C64 . . 109.22(15) ?
C62 C63 H63A . . 109.8 ?
C64 C63 H63A . . 109.8 ?
C62 C63 H63B . . 109.8 ?
C64 C63 H63B . . 109.8 ?
H63A C63 H63B . . 108.3 ?
C63 C64 C65 . . 113.50(15) ?
C63 C64 H64A . . 108.9 ?
C65 C64 H64A . . 108.9 ?
C63 C64 H64B . . 108.9 ?
C65 C64 H64B . . 108.9 ?
H64A C64 H64B . . 107.7 ?
N1 C65 C68 . . 105.43(14) ?
N1 C65 C69 . . 110.86(14) ?
C68 C65 C69 . . 108.85(14) ?
N1 C65 C64 . . 111.95(14) ?
C68 C65 C64 . . 109.17(14) ?
C69 C65 C64 . . 110.41(14) ?
C61 C66 H66A . . 109.5 ?
C61 C66 H66B . . 109.5 ?
H66A C66 H66B . . 109.5 ?
C61 C66 H66C . . 109.5 ?
H66A C66 H66C . . 109.5 ?
H66B C66 H66C . . 109.5 ?
C61 C67 H67A . . 109.5 ?
C61 C67 H67B . . 109.5 ?
H67A C67 H67B . . 109.5 ?
C61 C67 H67C . . 109.5 ?
H67A C67 H67C . . 109.5 ?
H67B C67 H67C . . 109.5 ?
C65 C68 H68A . . 109.5 ?
C65 C68 H68B . . 109.5 ?
H68A C68 H68B . . 109.5 ?
C65 C68 H68C . . 109.5 ?
H68A C68 H68C . . 109.5 ?
H68B C68 H68C . . 109.5 ?
C65 C69 H69A . . 109.5 ?
C65 C69 H69B . . 109.5 ?
H69A C69 H69B . . 109.5 ?
C65 C69 H69C . . 109.5 ?
H69A C69 H69C . . 109.5 ?
H69B C69 H69C . . 109.5 ?
Cl1 C71 Cl2 . . 113.0(2) ?
Cl1 C71 H71A . . 109.0 ?
Cl2 C71 H71A . . 109.0 ?
Cl1 C71 H71B . . 109.0 ?
Cl2 C71 H71B . . 109.0 ?
H71A C71 H71B . . 107.8 ?
Cl2A C71A Cl1A . . 113.7(5) ?
Cl2A C71A H71C . . 108.8 ?
Cl1A C71A H71C . . 108.8 ?
Cl2A C71A H71D . . 108.8 ?
Cl1A C71A H71D . . 108.8 ?
H71C C71A H71D . . 107.7 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 B1 O1 C4 . . . . -8.32(11) ?
C31 B1 O1 C4 . . . . -128.10(13) ?
C21 B1 O1 C4 . . . . 112.29(13) ?
C3 B1 O1 Li1 . . . . 171.23(14) ?
C31 B1 O1 Li1 . . . . 51.46(19) ?
C21 B1 O1 Li1 . . . . -68.15(18) ?
N1 Li1 O1 C4 . . . . -24.0(4) ?
F32 Li1 O1 C4 . . . . 123.6(2) ?
F22 Li1 O1 C4 . . . . -154.16(18) ?
N1 Li1 O1 B1 . . . . 156.84(18) ?
F32 Li1 O1 B1 . . . . -55.59(16) ?
F22 Li1 O1 B1 . . . . 26.65(16) ?
C11 C1 C2 C3 . . . . -175.80(13) ?
C1 C2 C3 C4 . . . . 75.46(17) ?
C1 C2 C3 B1 . . . . 174.25(13) ?
O1 B1 C3 C2 . . . . -110.48(14) ?
C31 B1 C3 C2 . . . . 4.2(2) ?
C21 B1 C3 C2 . . . . 139.35(14) ?
O1 B1 C3 C4 . . . . 7.72(10) ?
C31 B1 C3 C4 . . . . 122.36(14) ?
C21 B1 C3 C4 . . . . -102.45(14) ?
B1 O1 C4 C41 . . . . -106.65(13) ?
Li1 O1 C4 C41 . . . . 74.0(3) ?
B1 O1 C4 C51 . . . . 130.15(12) ?
Li1 O1 C4 C51 . . . . -49.2(3) ?
B1 O1 C4 C3 . . . . 8.64(11) ?
Li1 O1 C4 C3 . . . . -170.7(2) ?
C2 C3 C4 O1 . . . . 112.17(14) ?
B1 C3 C4 O1 . . . . -8.13(11) ?
C2 C3 C4 C41 . . . . -134.21(14) ?
B1 C3 C4 C41 . . . . 105.48(13) ?
C2 C3 C4 C51 . . . . -1.4(2) ?
B1 C3 C4 C51 . . . . -121.75(14) ?
C2 C1 C11 C12 . . . . 88.10(19) ?
C2 C1 C11 C16 . . . . -91.00(18) ?
C16 C11 C12 C13 . . . . -0.7(3) ?
C1 C11 C12 C13 . . . . -179.80(18) ?
C11 C12 C13 C14 . . . . 0.0(3) ?
C12 C13 C14 C15 . . . . 0.6(3) ?
C13 C14 C15 C16 . . . . -0.5(3) ?
C12 C11 C16 C15 . . . . 0.7(2) ?
C1 C11 C16 C15 . . . . 179.84(15) ?
C14 C15 C16 C11 . . . . -0.1(3) ?
O1 B1 C21 C22 . . . . 55.40(17) ?
C3 B1 C21 C22 . . . . 155.02(14) ?
C31 B1 C21 C22 . . . . -66.21(17) ?
O1 B1 C21 C26 . . . . -120.94(16) ?
C3 B1 C21 C26 . . . . -21.3(2) ?
C31 B1 C21 C26 . . . . 117.44(17) ?
C26 C21 C22 C23 . . . . -0.9(2) ?
B1 C21 C22 C23 . . . . -177.78(15) ?
C26 C21 C22 F22 . . . . 178.35(13) ?
B1 C21 C22 F22 . . . . 1.5(2) ?
C23 C22 F22 Li1 . . . . 132.33(15) ?
C21 C22 F22 Li1 . . . . -46.98(19) ?
C21 C22 C23 F23 . . . . -179.51(15) ?
F22 C22 C23 F23 . . . . 1.2(2) ?
C21 C22 C23 C24 . . . . 2.2(2) ?
F22 C22 C23 C24 . . . . -177.08(13) ?
F23 C23 C24 F24 . . . . -1.3(2) ?
C22 C23 C24 F24 . . . . 177.06(14) ?
F23 C23 C24 C25 . . . . -179.57(14) ?
C22 C23 C24 C25 . . . . -1.2(2) ?
F24 C24 C25 F25 . . . . 1.5(2) ?
C23 C24 C25 F25 . . . . 179.74(14) ?
F24 C24 C25 C26 . . . . -179.06(14) ?
C23 C24 C25 C26 . . . . -0.8(2) ?
F25 C25 C26 F26 . . . . 1.4(2) ?
C24 C25 C26 F26 . . . . -178.06(14) ?
F25 C25 C26 C21 . . . . -178.36(14) ?
C24 C25 C26 C21 . . . . 2.2(2) ?
C22 C21 C26 F26 . . . . 178.93(13) ?
B1 C21 C26 F26 . . . . -4.6(2) ?
C22 C21 C26 C25 . . . . -1.3(2) ?
B1 C21 C26 C25 . . . . 175.15(15) ?
O1 B1 C31 C32 . . . . -12.1(2) ?
C3 B1 C31 C32 . . . . -113.58(18) ?
C21 B1 C31 C32 . . . . 106.94(17) ?
O1 B1 C31 C36 . . . . 168.30(13) ?
C3 B1 C31 C36 . . . . 66.83(19) ?
C21 B1 C31 C36 . . . . -72.65(18) ?
C36 C31 C32 F32 . . . . 176.70(14) ?
B1 C31 C32 F32 . . . . -2.9(2) ?
C36 C31 C32 C33 . . . . -2.0(2) ?
B1 C31 C32 C33 . . . . 178.35(16) ?
C33 C32 F32 Li1 . . . . 162.69(15) ?
C31 C32 F32 Li1 . . . . -16.2(2) ?
F32 C32 C33 F33 . . . . 2.4(2) ?
C31 C32 C33 F33 . . . . -178.75(15) ?
F32 C32 C33 C34 . . . . -177.34(14) ?
C31 C32 C33 C34 . . . . 1.5(3) ?
F33 C33 C34 F34 . . . . 0.4(3) ?
C32 C33 C34 F34 . . . . -179.79(15) ?
F33 C33 C34 C35 . . . . -179.22(15) ?
C32 C33 C34 C35 . . . . 0.6(3) ?
F34 C34 C35 F35 . . . . -1.3(3) ?
C33 C34 C35 F35 . . . . 178.36(16) ?
F34 C34 C35 C36 . . . . 178.57(15) ?
C33 C34 C35 C36 . . . . -1.8(3) ?
F35 C35 C36 F36 . . . . 0.3(2) ?
C34 C35 C36 F36 . . . . -179.49(14) ?
F35 C35 C36 C31 . . . . -179.01(15) ?
C34 C35 C36 C31 . . . . 1.1(3) ?
C32 C31 C36 F36 . . . . -178.63(14) ?
B1 C31 C36 F36 . . . . 1.0(2) ?
C32 C31 C36 C35 . . . . 0.7(2) ?
B1 C31 C36 C35 . . . . -179.64(15) ?
O1 C4 C41 C46 . . . . -27.4(2) ?
C51 C4 C41 C46 . . . . 93.56(18) ?
C3 C4 C41 C46 . . . . -130.88(15) ?
O1 C4 C41 C42 . . . . 153.25(14) ?
C51 C4 C41 C42 . . . . -85.80(18) ?
C3 C4 C41 C42 . . . . 49.76(19) ?
C46 C41 C42 C43 . . . . 0.1(2) ?
C4 C41 C42 C43 . . . . 179.48(15) ?
C41 C42 C43 C44 . . . . 0.7(3) ?
C42 C43 C44 C45 . . . . -1.2(3) ?
C43 C44 C45 C46 . . . . 0.8(3) ?
C42 C41 C46 C45 . . . . -0.5(2) ?
C4 C41 C46 C45 . . . . -179.87(15) ?
C44 C45 C46 C41 . . . . 0.1(3) ?
O1 C4 C51 C52 . . . . 141.66(15) ?
C41 C4 C51 C52 . . . . 19.8(2) ?
C3 C4 C51 C52 . . . . -112.80(17) ?
O1 C4 C51 C56 . . . . -37.08(18) ?
C41 C4 C51 C56 . . . . -158.90(14) ?
C3 C4 C51 C56 . . . . 68.46(19) ?
C56 C51 C52 C53 . . . . 0.3(2) ?
C4 C51 C52 C53 . . . . -178.47(15) ?
C51 C52 C53 C54 . . . . -0.3(3) ?
C52 C53 C54 C55 . . . . 0.0(3) ?
C53 C54 C55 C56 . . . . 0.4(3) ?
C54 C55 C56 C51 . . . . -0.5(3) ?
C52 C51 C56 C55 . . . . 0.1(2) ?
C4 C51 C56 C55 . . . . 178.92(15) ?
C65 N1 C61 C67 . . . . -82.69(18) ?
Li1 N1 C61 C67 . . . . 49.49(19) ?
C65 N1 C61 C66 . . . . 159.59(14) ?
Li1 N1 C61 C66 . . . . -68.24(16) ?
C65 N1 C61 C62 . . . . 41.3(2) ?
Li1 N1 C61 C62 . . . . 173.48(14) ?
N1 C61 C62 C63 . . . . -50.0(2) ?
C67 C61 C62 C63 . . . . 73.4(2) ?
C66 C61 C62 C63 . . . . -166.61(16) ?
C61 C62 C63 C64 . . . . 58.4(2) ?
C62 C63 C64 C65 . . . . -57.1(2) ?
C61 N1 C65 C68 . . . . -158.80(14) ?
Li1 N1 C65 C68 . . . . 68.98(16) ?
C61 N1 C65 C69 . . . . 83.56(17) ?
Li1 N1 C65 C69 . . . . -48.66(18) ?
C61 N1 C65 C64 . . . . -40.2(2) ?
Li1 N1 C65 C64 . . . . -172.43(14) ?
C63 C64 C65 N1 . . . . 47.6(2) ?
C63 C64 C65 C68 . . . . 163.94(16) ?
C63 C64 C65 C69 . . . . -76.43(19) ?

####################################################################### 
# 
# 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_erk8162
_database_code_depnum_ccdc_archive 'CCDC 1549012'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C47.50 H55 B Cl3 F10 Li N2 O'
_chemical_formula_iupac          ?
_chemical_formula_weight         984.03

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   11.5212(4)
_cell_length_b                   12.3482(4)
_cell_length_c                   17.2949(6)
_cell_angle_alpha                74.8320(10)
_cell_angle_beta                 84.5700(10)
_cell_angle_gamma                84.5730(10)
_cell_volume                     2357.86(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9984
_cell_measurement_theta_min      2.3455
_cell_measurement_theta_max      27.4508
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.309
_exptl_crystal_size_mid          0.137
_exptl_crystal_size_min          0.124
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1022

_exptl_absorpt_coefficient_mu    0.272
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            36440
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_theta_min         2.23
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

_refine_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_number_total             8628
_reflns_number_gt                6865
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0396
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0938
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_number_reflns         8628
_refine_ls_number_parameters     616
_refine_ls_number_restraints     18
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0353P)²+1.6722P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.386
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;
APEX2 v.2014.1-1 (Bruker AXS Inc., 2014)

;
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.27829(18) 0.58994(17) 0.26235(12) 0.0114(4) Uani d . . . 1 . .
Li Li1 0.1873(3) 0.3799(3) 0.25826(19) 0.0179(7) Uani d . . . 1 . .
O O1 0.30086(10) 0.46283(10) 0.27730(7) 0.0114(3) Uani d . . . 1 . .
N N1 0.69582(13) 0.74444(12) 0.17725(9) 0.0140(3) Uani d . . . 1 . .
N N2 0.13858(14) 0.21833(13) 0.28221(10) 0.0158(3) Uani d . . . 1 . .
H H2 0.1466(18) 0.1904(18) 0.3341(14) 0.022(6) Uiso d . . . 1 . .
C C1 0.62264(15) 0.66088(15) 0.23265(11) 0.0155(4) Uani d . . . 1 . .
H H1A 0.6226 0.6708 0.2876 0.019 Uiso calc U . R 1 . .
H H1B 0.658 0.5844 0.2333 0.019 Uiso calc U . R 1 . .
C C2 0.49620(15) 0.66997(15) 0.21004(11) 0.0145(4) Uani d . . . 1 . .
H H2A 0.4656 0.7497 0.1993 0.017 Uiso calc U . R 1 . .
H H2B 0.4951 0.6458 0.1599 0.017 Uiso calc U . R 1 . .
C C3 0.41560(15) 0.59904(14) 0.27511(10) 0.0114(4) Uani d . . . 1 . .
H H3 0.4212 0.6188 0.3271 0.014 Uiso calc U . R 1 . .
C C4 0.42388(15) 0.46694(15) 0.29022(10) 0.0120(4) Uani d . . . 1 . .
C C11 0.73006(16) 0.83246(16) 0.21429(11) 0.0169(4) Uani d . . . 1 . .
C C12 0.79498(17) 0.92132(16) 0.14979(12) 0.0195(4) Uani d . . . 1 . .
H H12A 0.7386 0.9656 0.1117 0.023 Uiso calc U . R 1 . .
H H12B 0.8266 0.9735 0.1759 0.023 Uiso calc U . R 1 . .
C C13 0.89473(16) 0.87064(16) 0.10317(11) 0.0200(4) Uani d . . . 1 . .
H H13A 0.9319 0.9309 0.0613 0.024 Uiso calc U . R 1 . .
H H13B 0.9547 0.8303 0.1399 0.024 Uiso calc U . R 1 . .
C C14 0.84530(16) 0.78960(16) 0.06461(11) 0.0189(4) Uani d . . . 1 . .
H H14A 0.9095 0.7565 0.0338 0.023 Uiso calc U . R 1 . .
H H14B 0.7884 0.8319 0.0262 0.023 Uiso calc U . R 1 . .
C C15 0.78453(16) 0.69411(16) 0.12570(11) 0.0173(4) Uani d . . . 1 . .
C C16 0.61869(18) 0.89361(17) 0.24316(12) 0.0236(5) Uani d . . . 1 . .
H H16A 0.5676 0.9209 0.1988 0.035 Uiso calc U . R 1 . .
H H16B 0.6397 0.9575 0.2614 0.035 Uiso calc U . R 1 . .
H H16C 0.5777 0.8415 0.2877 0.035 Uiso calc U . R 1 . .
C C17 0.80657(18) 0.78740(17) 0.28645(11) 0.0230(5) Uani d . . . 1 . .
H H17A 0.7712 0.7232 0.3242 0.034 Uiso calc U . R 1 . .
H H17B 0.8118 0.847 0.3136 0.034 Uiso calc U . R 1 . .
H H17C 0.8851 0.7634 0.2672 0.034 Uiso calc U . R 1 . .
C C18 0.72100(18) 0.63256(18) 0.07777(13) 0.0243(5) Uani d . . . 1 . .
H H18A 0.6885 0.5657 0.1143 0.036 Uiso calc U . R 1 . .
H H18B 0.7763 0.6097 0.0373 0.036 Uiso calc U . R 1 . .
H H18C 0.6576 0.6829 0.0511 0.036 Uiso calc U . R 1 . .
C C19 0.87727(17) 0.60923(17) 0.17205(13) 0.0260(5) Uani d . . . 1 . .
H H19A 0.932 0.6499 0.192 0.039 Uiso calc U . R 1 . .
H H19B 0.9201 0.5674 0.136 0.039 Uiso calc U . R 1 . .
H H19C 0.8385 0.5567 0.2175 0.039 Uiso calc U . R 1 . .
C C21 0.23096(15) 0.64996(15) 0.17296(10) 0.0118(4) Uani d . . . 1 . .
C C22 0.18574(15) 0.59816(15) 0.12185(11) 0.0131(4) Uani d . . . 1 . .
F F22 0.17244(9) 0.48412(8) 0.14512(6) 0.0171(2) Uani d . . . 1 . .
C C23 0.14849(16) 0.65254(16) 0.04695(11) 0.0155(4) Uani d . . . 1 . .
F F23 0.10491(10) 0.59571(9) 0.00113(6) 0.0231(3) Uani d . . . 1 . .
C C24 0.15400(16) 0.76759(16) 0.02034(10) 0.0161(4) Uani d . . . 1 . .
F F24 0.11723(10) 0.82354(9) -0.05172(6) 0.0235(3) Uani d . . . 1 . .
C C25 0.19541(15) 0.82490(15) 0.06933(11) 0.0148(4) Uani d . . . 1 . .
F F25 0.19777(10) 0.93764(9) 0.04563(6) 0.0210(3) Uani d . . . 1 . .
C C26 0.23200(15) 0.76587(15) 0.14312(10) 0.0128(4) Uani d . . . 1 . .
F F26 0.26865(9) 0.82721(8) 0.18931(6) 0.0172(2) Uani d . . . 1 . .
C C31 0.17749(15) 0.62064(14) 0.32860(10) 0.0118(4) Uani d . . . 1 . .
C C32 0.07754(16) 0.56194(15) 0.34766(10) 0.0133(4) Uani d . . . 1 . .
F F32 0.06468(9) 0.47970(9) 0.30921(6) 0.0175(2) Uani d . . . 1 . .
C C33 -0.01330(16) 0.57998(16) 0.40172(11) 0.0166(4) Uani d . . . 1 . .
F F33 -0.10769(9) 0.51890(9) 0.41610(7) 0.0239(3) Uani d . . . 1 . .
C C34 -0.00681(17) 0.66348(16) 0.44022(11) 0.0191(4) Uani d . . . 1 . .
F F34 -0.09325(10) 0.68381(10) 0.49356(7) 0.0298(3) Uani d . . . 1 . .
C C35 0.08980(17) 0.72625(16) 0.42339(11) 0.0178(4) Uani d . . . 1 . .
F F35 0.09617(11) 0.80931(10) 0.46000(7) 0.0277(3) Uani d . . . 1 . .
C C36 0.17890(16) 0.70380(15) 0.36915(10) 0.0137(4) Uani d . . . 1 . .
F F36 0.27106(9) 0.76834(9) 0.35698(6) 0.0182(2) Uani d . . . 1 . .
C C41 0.44852(16) 0.40699(15) 0.37662(10) 0.0134(4) Uani d . . . 1 . .
C C42 0.55024(17) 0.42550(16) 0.40782(11) 0.0203(4) Uani d . . . 1 . .
H H42 0.6019 0.4776 0.3754 0.024 Uiso calc U . R 1 . .
C C43 0.57717(18) 0.36933(17) 0.48507(12) 0.0231(5) Uani d . . . 1 . .
H H43 0.647 0.3826 0.5052 0.028 Uiso calc U . R 1 . .
C C44 0.50203(18) 0.29360(16) 0.53311(11) 0.0214(4) Uani d . . . 1 . .
H H44 0.5208 0.254 0.5859 0.026 Uiso calc U . R 1 . .
C C45 0.40007(18) 0.27615(17) 0.50393(11) 0.0224(4) Uani d . . . 1 . .
H H45 0.3477 0.2254 0.5371 0.027 Uiso calc U . R 1 . .
C C46 0.37327(16) 0.33257(16) 0.42595(11) 0.0168(4) Uani d . . . 1 . .
H H46 0.3027 0.3199 0.4064 0.02 Uiso calc U . R 1 . .
C C51 0.49785(15) 0.41304(15) 0.22986(11) 0.0136(4) Uani d . . . 1 . .
C C52 0.46739(16) 0.43817(16) 0.15034(11) 0.0172(4) Uani d . . . 1 . .
H H52 0.4065 0.4945 0.1334 0.021 Uiso calc U . R 1 . .
C C53 0.52381(18) 0.38293(18) 0.09567(12) 0.0248(5) Uani d . . . 1 . .
H H53 0.5016 0.4017 0.042 0.03 Uiso calc U . R 1 . .
C C54 0.61279(19) 0.30013(19) 0.11933(14) 0.0300(5) Uani d . . . 1 . .
H H54 0.6511 0.2613 0.0823 0.036 Uiso calc U . R 1 . .
C C55 0.64504(18) 0.27479(18) 0.19714(13) 0.0277(5) Uani d . . . 1 . .
H H55 0.7061 0.2184 0.2136 0.033 Uiso calc U . R 1 . .
C C56 0.58918(16) 0.33080(17) 0.25184(12) 0.0204(4) Uani d . . . 1 . .
H H56 0.6134 0.3129 0.305 0.024 Uiso calc U . R 1 . .
C C61 0.23262(18) 0.15134(17) 0.24403(13) 0.0243(5) Uani d . . . 1 . .
C C62 0.2012(2) 0.02924(19) 0.25865(19) 0.0454(7) Uani d . . . 1 . .
H H62A 0.2596 -0.0106 0.2281 0.055 Uiso calc U . R 1 . .
H H62B 0.2052 -0.0088 0.3164 0.055 Uiso calc U . R 1 . .
C C63 0.0797(2) 0.0208(2) 0.23374(18) 0.0440(7) Uani d . . . 1 . .
H H63A 0.0758 0.0551 0.1754 0.053 Uiso calc U . R 1 . .
H H63B 0.063 -0.0593 0.2448 0.053 Uiso calc U . R 1 . .
C C64 -0.00996(19) 0.08132(17) 0.28039(14) 0.0272(5) Uani d . . . 1 . .
H H64A -0.0106 0.0413 0.3381 0.033 Uiso calc U . R 1 . .
H H64B -0.0883 0.0783 0.2623 0.033 Uiso calc U . R 1 . .
C C65 0.01299(17) 0.20493(16) 0.27066(12) 0.0201(4) Uani d . . . 1 . .
C C66 0.34362(18) 0.15149(18) 0.28560(16) 0.0333(5) Uani d . . . 1 . .
H H66A 0.3678 0.2285 0.2737 0.05 Uiso calc U . R 1 . .
H H66B 0.4059 0.1035 0.266 0.05 Uiso calc U . R 1 . .
H H66C 0.3284 0.1226 0.3438 0.05 Uiso calc U . R 1 . .
C C67 0.2557(2) 0.2071(2) 0.15480(14) 0.0370(6) Uani d . . . 1 . .
H H67A 0.189 0.1997 0.1259 0.056 Uiso calc U . R 1 . .
H H67B 0.3264 0.1704 0.1337 0.056 Uiso calc U . R 1 . .
H H67C 0.2667 0.287 0.1475 0.056 Uiso calc U . R 1 . .
C C68 -0.0620(2) 0.2466(2) 0.33609(14) 0.0341(6) Uani d . . . 1 . .
H H68A -0.0362 0.2054 0.3889 0.051 Uiso calc U . R 1 . .
H H68B -0.1441 0.2341 0.3332 0.051 Uiso calc U . R 1 . .
H H68C -0.0541 0.3272 0.3282 0.051 Uiso calc U . R 1 . .
C C69 -0.0202(2) 0.2792(2) 0.18927(14) 0.0345(6) Uani d . . . 1 . .
H H69A 0.0041 0.3553 0.1827 0.052 Uiso calc U . R 1 . .
H H69B -0.1051 0.2825 0.1865 0.052 Uiso calc U . R 1 . .
H H69C 0.0189 0.2476 0.1464 0.052 Uiso calc U . R 1 . .
C C71 0.3095(2) 0.9486(2) 0.50860(15) 0.0449(7) Uani d . . . 1 . .
H H71A 0.2863 0.8742 0.5068 0.054 Uiso calc U . R 1 . .
H H71B 0.364 0.9758 0.4611 0.054 Uiso calc U . R 1 . .
Cl Cl1 0.38128(6) 0.93351(6) 0.59561(4) 0.04923(18) Uani d . . . 1 . .
Cl Cl2 0.18397(5) 1.04344(5) 0.50370(4) 0.03962(15) Uani d . . . 1 . .
C C72 0.4957(4) 0.9449(4) 0.0476(3) 0.0288(10) Uani d U P . 0.5 A -1
H H72A 0.4285 0.9359 0.0884 0.035 Uiso calc U P R 0.5 A -1
H H72B 0.5665 0.9089 0.0748 0.035 Uiso calc U P R 0.5 A -1
Cl Cl3 0.47147(14) 0.87648(15) -0.02710(10) 0.0332(3) Uani d U P . 0.5 A -1
Cl Cl4 0.51306(18) 1.08725(15) 0.00685(14) 0.0551(6) Uani d U P . 0.5 A -1


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O1 . 1.524(2) ?
B1 C3 . 1.636(3) ?
B1 C31 . 1.642(3) ?
B1 C21 . 1.649(2) ?
Li1 O1 . 1.839(3) ?
Li1 N2 . 2.050(3) ?
Li1 F22 . 2.054(3) ?
Li1 F32 . 2.072(3) ?
O1 C4 . 1.463(2) ?
N1 C1 . 1.479(2) ?
N1 C15 . 1.491(2) ?
N1 C11 . 1.497(2) ?
N2 C61 . 1.508(3) ?
N2 C65 . 1.509(2) ?
N2 H2 . 0.88(2) ?
C1 C2 . 1.530(2) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 C3 . 1.528(2) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.578(2) ?
C3 H3 . 1.0 ?
C4 C41 . 1.524(2) ?
C4 C51 . 1.532(3) ?
C11 C16 . 1.536(3) ?
C11 C12 . 1.538(2) ?
C11 C17 . 1.548(3) ?
C12 C13 . 1.522(3) ?
C12 H12A . 0.99 ?
C12 H12B . 0.99 ?
C13 C14 . 1.516(3) ?
C13 H13A . 0.99 ?
C13 H13B . 0.99 ?
C14 C15 . 1.537(3) ?
C14 H14A . 0.99 ?
C14 H14B . 0.99 ?
C15 C18 . 1.533(3) ?
C15 C19 . 1.547(3) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C22 . 1.381(2) ?
C21 C26 . 1.390(3) ?
C22 F22 . 1.379(2) ?
C22 C23 . 1.382(2) ?
C23 F23 . 1.344(2) ?
C23 C24 . 1.380(3) ?
C24 F24 . 1.343(2) ?
C24 C25 . 1.379(3) ?
C25 F25 . 1.347(2) ?
C25 C26 . 1.376(2) ?
C26 F26 . 1.353(2) ?
C31 C32 . 1.386(2) ?
C31 C36 . 1.389(3) ?
C32 F32 . 1.377(2) ?
C32 C33 . 1.378(3) ?
C33 F33 . 1.349(2) ?
C33 C34 . 1.377(3) ?
C34 F34 . 1.344(2) ?
C34 C35 . 1.381(3) ?
C35 F35 . 1.350(2) ?
C35 C36 . 1.382(3) ?
C36 F36 . 1.355(2) ?
C41 C46 . 1.387(3) ?
C41 C42 . 1.397(3) ?
C42 C43 . 1.384(3) ?
C42 H42 . 0.95 ?
C43 C44 . 1.387(3) ?
C43 H43 . 0.95 ?
C44 C45 . 1.378(3) ?
C44 H44 . 0.95 ?
C45 C46 . 1.395(3) ?
C45 H45 . 0.95 ?
C46 H46 . 0.95 ?
C51 C56 . 1.398(3) ?
C51 C52 . 1.399(3) ?
C52 C53 . 1.385(3) ?
C52 H52 . 0.95 ?
C53 C54 . 1.388(3) ?
C53 H53 . 0.95 ?
C54 C55 . 1.378(3) ?
C54 H54 . 0.95 ?
C55 C56 . 1.389(3) ?
C55 H55 . 0.95 ?
C56 H56 . 0.95 ?
C61 C67 . 1.526(3) ?
C61 C66 . 1.526(3) ?
C61 C62 . 1.535(3) ?
C62 C63 . 1.524(3) ?
C62 H62A . 0.99 ?
C62 H62B . 0.99 ?
C63 C64 . 1.513(3) ?
C63 H63A . 0.99 ?
C63 H63B . 0.99 ?
C64 C65 . 1.537(3) ?
C64 H64A . 0.99 ?
C64 H64B . 0.99 ?
C65 C68 . 1.526(3) ?
C65 C69 . 1.526(3) ?
C66 H66A . 0.98 ?
C66 H66B . 0.98 ?
C66 H66C . 0.98 ?
C67 H67A . 0.98 ?
C67 H67B . 0.98 ?
C67 H67C . 0.98 ?
C68 H68A . 0.98 ?
C68 H68B . 0.98 ?
C68 H68C . 0.98 ?
C69 H69A . 0.98 ?
C69 H69B . 0.98 ?
C69 H69C . 0.98 ?
C71 Cl1 . 1.744(2) ?
C71 Cl2 . 1.767(3) ?
C71 H71A . 0.99 ?
C71 H71B . 0.99 ?
C72 Cl4 . 1.738(5) ?
C72 Cl3 . 1.773(5) ?
C72 H72A . 0.99 ?
C72 H72B . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 C3 . . 89.51(13) ?
O1 B1 C31 . . 110.20(14) ?
C3 B1 C31 . . 118.81(15) ?
O1 B1 C21 . . 112.75(14) ?
C3 B1 C21 . . 117.86(14) ?
C31 B1 C21 . . 106.70(14) ?
O1 Li1 N2 . . 141.98(18) ?
O1 Li1 F22 . . 91.05(14) ?
N2 Li1 F22 . . 119.29(16) ?
O1 Li1 F32 . . 88.10(14) ?
N2 Li1 F32 . . 111.09(15) ?
F22 Li1 F32 . . 92.36(13) ?
C4 O1 B1 . . 92.30(12) ?
C4 O1 Li1 . . 147.14(14) ?
B1 O1 Li1 . . 119.44(14) ?
C1 N1 C15 . . 113.41(14) ?
C1 N1 C11 . . 113.45(14) ?
C15 N1 C11 . . 119.25(14) ?
C61 N2 C65 . . 117.78(15) ?
C61 N2 Li1 . . 107.72(15) ?
C65 N2 Li1 . . 116.52(15) ?
C61 N2 H2 . . 102.9(14) ?
C65 N2 H2 . . 105.5(14) ?
Li1 N2 H2 . . 104.7(14) ?
N1 C1 C2 . . 113.53(14) ?
N1 C1 H1A . . 108.9 ?
C2 C1 H1A . . 108.9 ?
N1 C1 H1B . . 108.9 ?
C2 C1 H1B . . 108.9 ?
H1A C1 H1B . . 107.7 ?
C3 C2 C1 . . 113.35(14) ?
C3 C2 H2A . . 108.9 ?
C1 C2 H2A . . 108.9 ?
C3 C2 H2B . . 108.9 ?
C1 C2 H2B . . 108.9 ?
H2A C2 H2B . . 107.7 ?
C2 C3 C4 . . 120.29(15) ?
C2 C3 B1 . . 122.09(14) ?
C4 C3 B1 . . 84.15(12) ?
C2 C3 H3 . . 109.3 ?
C4 C3 H3 . . 109.3 ?
B1 C3 H3 . . 109.3 ?
O1 C4 C41 . . 110.58(14) ?
O1 C4 C51 . . 107.69(13) ?
C41 C4 C51 . . 111.83(14) ?
O1 C4 C3 . . 94.03(12) ?
C41 C4 C3 . . 112.14(14) ?
C51 C4 C3 . . 118.90(14) ?
N1 C11 C16 . . 108.78(15) ?
N1 C11 C12 . . 109.31(15) ?
C16 C11 C12 . . 106.59(15) ?
N1 C11 C17 . . 114.86(15) ?
C16 C11 C17 . . 107.97(16) ?
C12 C11 C17 . . 109.01(15) ?
C13 C12 C11 . . 113.15(16) ?
C13 C12 H12A . . 108.9 ?
C11 C12 H12A . . 108.9 ?
C13 C12 H12B . . 108.9 ?
C11 C12 H12B . . 108.9 ?
H12A C12 H12B . . 107.8 ?
C14 C13 C12 . . 108.33(15) ?
C14 C13 H13A . . 110.0 ?
C12 C13 H13A . . 110.0 ?
C14 C13 H13B . . 110.0 ?
C12 C13 H13B . . 110.0 ?
H13A C13 H13B . . 108.4 ?
C13 C14 C15 . . 113.26(16) ?
C13 C14 H14A . . 108.9 ?
C15 C14 H14A . . 108.9 ?
C13 C14 H14B . . 108.9 ?
C15 C14 H14B . . 108.9 ?
H14A C14 H14B . . 107.7 ?
N1 C15 C18 . . 108.53(15) ?
N1 C15 C14 . . 108.66(15) ?
C18 C15 C14 . . 107.08(16) ?
N1 C15 C19 . . 114.77(16) ?
C18 C15 C19 . . 107.82(17) ?
C14 C15 C19 . . 109.71(15) ?
C11 C16 H16A . . 109.5 ?
C11 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C11 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C11 C17 H17A . . 109.5 ?
C11 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C11 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C15 C18 H18A . . 109.5 ?
C15 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C15 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C15 C19 H19A . . 109.5 ?
C15 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C15 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C22 C21 C26 . . 113.23(16) ?
C22 C21 B1 . . 127.36(15) ?
C26 C21 B1 . . 119.39(15) ?
F22 C22 C21 . . 120.09(15) ?
F22 C22 C23 . . 114.94(15) ?
C21 C22 C23 . . 124.96(16) ?
C22 F22 Li1 . . 126.66(13) ?
F23 C23 C24 . . 120.07(16) ?
F23 C23 C22 . . 121.13(16) ?
C24 C23 C22 . . 118.78(17) ?
F24 C24 C25 . . 120.30(16) ?
F24 C24 C23 . . 120.48(17) ?
C25 C24 C23 . . 119.20(16) ?
F25 C25 C26 . . 120.58(16) ?
F25 C25 C24 . . 120.13(16) ?
C26 C25 C24 . . 119.28(16) ?
F26 C26 C25 . . 116.46(16) ?
F26 C26 C21 . . 119.02(15) ?
C25 C26 C21 . . 124.50(17) ?
C32 C31 C36 . . 113.42(16) ?
C32 C31 B1 . . 119.85(16) ?
C36 C31 B1 . . 126.72(16) ?
F32 C32 C33 . . 115.94(16) ?
F32 C32 C31 . . 118.63(16) ?
C33 C32 C31 . . 125.42(17) ?
C32 F32 Li1 . . 131.26(13) ?
F33 C33 C34 . . 120.26(17) ?
F33 C33 C32 . . 121.23(17) ?
C34 C33 C32 . . 118.50(17) ?
F34 C34 C33 . . 120.52(17) ?
F34 C34 C35 . . 120.30(18) ?
C33 C34 C35 . . 119.18(17) ?
F35 C35 C34 . . 119.59(17) ?
F35 C35 C36 . . 120.55(17) ?
C34 C35 C36 . . 119.86(17) ?
F36 C36 C35 . . 115.99(16) ?
F36 C36 C31 . . 120.39(16) ?
C35 C36 C31 . . 123.62(17) ?
C46 C41 C42 . . 118.16(16) ?
C46 C41 C4 . . 122.01(16) ?
C42 C41 C4 . . 119.83(16) ?
C43 C42 C41 . . 121.21(18) ?
C43 C42 H42 . . 119.4 ?
C41 C42 H42 . . 119.4 ?
C42 C43 C44 . . 119.88(18) ?
C42 C43 H43 . . 120.1 ?
C44 C43 H43 . . 120.1 ?
C45 C44 C43 . . 119.68(18) ?
C45 C44 H44 . . 120.2 ?
C43 C44 H44 . . 120.2 ?
C44 C45 C46 . . 120.34(18) ?
C44 C45 H45 . . 119.8 ?
C46 C45 H45 . . 119.8 ?
C41 C46 C45 . . 120.70(18) ?
C41 C46 H46 . . 119.7 ?
C45 C46 H46 . . 119.7 ?
C56 C51 C52 . . 117.25(17) ?
C56 C51 C4 . . 122.98(16) ?
C52 C51 C4 . . 119.50(16) ?
C53 C52 C51 . . 121.67(18) ?
C53 C52 H52 . . 119.2 ?
C51 C52 H52 . . 119.2 ?
C52 C53 C54 . . 120.0(2) ?
C52 C53 H53 . . 120.0 ?
C54 C53 H53 . . 120.0 ?
C55 C54 C53 . . 119.3(2) ?
C55 C54 H54 . . 120.3 ?
C53 C54 H54 . . 120.3 ?
C54 C55 C56 . . 120.72(19) ?
C54 C55 H55 . . 119.6 ?
C56 C55 H55 . . 119.6 ?
C55 C56 C51 . . 121.02(19) ?
C55 C56 H56 . . 119.5 ?
C51 C56 H56 . . 119.5 ?
N2 C61 C67 . . 111.10(17) ?
N2 C61 C66 . . 106.34(17) ?
C67 C61 C66 . . 108.13(18) ?
N2 C61 C62 . . 110.64(17) ?
C67 C61 C62 . . 111.9(2) ?
C66 C61 C62 . . 108.53(18) ?
C63 C62 C61 . . 112.7(2) ?
C63 C62 H62A . . 109.0 ?
C61 C62 H62A . . 109.0 ?
C63 C62 H62B . . 109.0 ?
C61 C62 H62B . . 109.0 ?
H62A C62 H62B . . 107.8 ?
C64 C63 C62 . . 109.2(2) ?
C64 C63 H63A . . 109.8 ?
C62 C63 H63A . . 109.8 ?
C64 C63 H63B . . 109.8 ?
C62 C63 H63B . . 109.8 ?
H63A C63 H63B . . 108.3 ?
C63 C64 C65 . . 113.54(18) ?
C63 C64 H64A . . 108.9 ?
C65 C64 H64A . . 108.9 ?
C63 C64 H64B . . 108.9 ?
C65 C64 H64B . . 108.9 ?
H64A C64 H64B . . 107.7 ?
N2 C65 C68 . . 106.87(16) ?
N2 C65 C69 . . 109.69(16) ?
C68 C65 C69 . . 108.19(19) ?
N2 C65 C64 . . 112.00(16) ?
C68 C65 C64 . . 108.04(17) ?
C69 C65 C64 . . 111.84(17) ?
C61 C66 H66A . . 109.5 ?
C61 C66 H66B . . 109.5 ?
H66A C66 H66B . . 109.5 ?
C61 C66 H66C . . 109.5 ?
H66A C66 H66C . . 109.5 ?
H66B C66 H66C . . 109.5 ?
C61 C67 H67A . . 109.5 ?
C61 C67 H67B . . 109.5 ?
H67A C67 H67B . . 109.5 ?
C61 C67 H67C . . 109.5 ?
H67A C67 H67C . . 109.5 ?
H67B C67 H67C . . 109.5 ?
C65 C68 H68A . . 109.5 ?
C65 C68 H68B . . 109.5 ?
H68A C68 H68B . . 109.5 ?
C65 C68 H68C . . 109.5 ?
H68A C68 H68C . . 109.5 ?
H68B C68 H68C . . 109.5 ?
C65 C69 H69A . . 109.5 ?
C65 C69 H69B . . 109.5 ?
H69A C69 H69B . . 109.5 ?
C65 C69 H69C . . 109.5 ?
H69A C69 H69C . . 109.5 ?
H69B C69 H69C . . 109.5 ?
Cl1 C71 Cl2 . . 112.34(14) ?
Cl1 C71 H71A . . 109.1 ?
Cl2 C71 H71A . . 109.1 ?
Cl1 C71 H71B . . 109.1 ?
Cl2 C71 H71B . . 109.1 ?
H71A C71 H71B . . 107.9 ?
Cl4 C72 Cl3 . . 111.7(3) ?
Cl4 C72 H72A . . 109.3 ?
Cl3 C72 H72A . . 109.3 ?
Cl4 C72 H72B . . 109.3 ?
Cl3 C72 H72B . . 109.3 ?
H72A C72 H72B . . 107.9 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 B1 O1 C4 . . . . 0.71(13) ?
C31 B1 O1 C4 . . . . -119.98(14) ?
C21 B1 O1 C4 . . . . 120.92(15) ?
C3 B1 O1 Li1 . . . . -170.38(15) ?
C31 B1 O1 Li1 . . . . 68.94(19) ?
C21 B1 O1 Li1 . . . . -50.2(2) ?
N2 Li1 O1 C4 . . . . 32.7(5) ?
F22 Li1 O1 C4 . . . . -112.1(2) ?
F32 Li1 O1 C4 . . . . 155.6(2) ?
N2 Li1 O1 B1 . . . . -163.8(3) ?
F22 Li1 O1 B1 . . . . 51.32(18) ?
F32 Li1 O1 B1 . . . . -41.01(17) ?
C15 N1 C1 C2 . . . . -109.14(17) ?
C11 N1 C1 C2 . . . . 110.67(17) ?
N1 C1 C2 C3 . . . . -169.35(15) ?
C1 C2 C3 C4 . . . . -73.4(2) ?
C1 C2 C3 B1 . . . . -176.54(16) ?
O1 B1 C3 C2 . . . . 121.63(16) ?
C31 B1 C3 C2 . . . . -125.45(18) ?
C21 B1 C3 C2 . . . . 6.0(2) ?
O1 B1 C3 C4 . . . . -0.66(12) ?
C31 B1 C3 C4 . . . . 112.26(16) ?
C21 B1 C3 C4 . . . . -116.32(16) ?
B1 O1 C4 C41 . . . . 114.73(15) ?
Li1 O1 C4 C41 . . . . -79.7(3) ?
B1 O1 C4 C51 . . . . -122.81(14) ?
Li1 O1 C4 C51 . . . . 42.8(3) ?
B1 O1 C4 C3 . . . . -0.74(13) ?
Li1 O1 C4 C3 . . . . 164.9(2) ?
C2 C3 C4 O1 . . . . -123.27(15) ?
B1 C3 C4 O1 . . . . 0.69(12) ?
C2 C3 C4 C41 . . . . 122.58(17) ?
B1 C3 C4 C41 . . . . -113.46(15) ?
C2 C3 C4 C51 . . . . -10.5(2) ?
B1 C3 C4 C51 . . . . 113.45(16) ?
C1 N1 C11 C16 . . . . -58.34(19) ?
C15 N1 C11 C16 . . . . 163.98(15) ?
C1 N1 C11 C12 . . . . -174.36(15) ?
C15 N1 C11 C12 . . . . 48.0(2) ?
C1 N1 C11 C17 . . . . 62.8(2) ?
C15 N1 C11 C17 . . . . -74.9(2) ?
N1 C11 C12 C13 . . . . -51.2(2) ?
C16 C11 C12 C13 . . . . -168.56(16) ?
C17 C11 C12 C13 . . . . 75.1(2) ?
C11 C12 C13 C14 . . . . 57.8(2) ?
C12 C13 C14 C15 . . . . -59.0(2) ?
C1 N1 C15 C18 . . . . 57.56(19) ?
C11 N1 C15 C18 . . . . -164.74(15) ?
C1 N1 C15 C14 . . . . 173.68(14) ?
C11 N1 C15 C14 . . . . -48.6(2) ?
C1 N1 C15 C19 . . . . -63.1(2) ?
C11 N1 C15 C19 . . . . 74.6(2) ?
C13 C14 C15 N1 . . . . 53.1(2) ?
C13 C14 C15 C18 . . . . 170.12(16) ?
C13 C14 C15 C19 . . . . -73.1(2) ?
O1 B1 C21 C22 . . . . 16.3(2) ?
C3 B1 C21 C22 . . . . 118.50(19) ?
C31 B1 C21 C22 . . . . -104.8(2) ?
O1 B1 C21 C26 . . . . -165.30(15) ?
C3 B1 C21 C26 . . . . -63.1(2) ?
C31 B1 C21 C26 . . . . 73.58(19) ?
C26 C21 C22 F22 . . . . -176.14(15) ?
B1 C21 C22 F22 . . . . 2.3(3) ?
C26 C21 C22 C23 . . . . 2.3(3) ?
B1 C21 C22 C23 . . . . -179.22(17) ?
C21 C22 F22 Li1 . . . . 11.0(2) ?
C23 C22 F22 Li1 . . . . -167.55(16) ?
F22 C22 C23 F23 . . . . -1.1(2) ?
C21 C22 C23 F23 . . . . -179.64(16) ?
F22 C22 C23 C24 . . . . 177.29(15) ?
C21 C22 C23 C24 . . . . -1.2(3) ?
F23 C23 C24 F24 . . . . -0.7(3) ?
C22 C23 C24 F24 . . . . -179.18(16) ?
F23 C23 C24 C25 . . . . 177.88(16) ?
C22 C23 C24 C25 . . . . -0.6(3) ?
F24 C24 C25 F25 . . . . 0.9(3) ?
C23 C24 C25 F25 . . . . -177.74(16) ?
F24 C24 C25 C26 . . . . 179.64(16) ?
C23 C24 C25 C26 . . . . 1.0(3) ?
F25 C25 C26 F26 . . . . 0.5(2) ?
C24 C25 C26 F26 . . . . -178.23(15) ?
F25 C25 C26 C21 . . . . 178.98(16) ?
C24 C25 C26 C21 . . . . 0.2(3) ?
C22 C21 C26 F26 . . . . 176.63(15) ?
B1 C21 C26 F26 . . . . -2.0(2) ?
C22 C21 C26 C25 . . . . -1.8(3) ?
B1 C21 C26 C25 . . . . 179.59(16) ?
O1 B1 C31 C32 . . . . -44.1(2) ?
C3 B1 C31 C32 . . . . -145.13(16) ?
C21 B1 C31 C32 . . . . 78.66(19) ?
O1 B1 C31 C36 . . . . 137.17(17) ?
C3 B1 C31 C36 . . . . 36.1(2) ?
C21 B1 C31 C36 . . . . -100.11(19) ?
C36 C31 C32 F32 . . . . 177.99(14) ?
B1 C31 C32 F32 . . . . -0.9(2) ?
C36 C31 C32 C33 . . . . -0.7(3) ?
B1 C31 C32 C33 . . . . -179.67(16) ?
C33 C32 F32 Li1 . . . . -154.48(16) ?
C31 C32 F32 Li1 . . . . 26.7(2) ?
F32 C32 C33 F33 . . . . 0.9(2) ?
C31 C32 C33 F33 . . . . 179.61(16) ?
F32 C32 C33 C34 . . . . -178.11(15) ?
C31 C32 C33 C34 . . . . 0.6(3) ?
F33 C33 C34 F34 . . . . 1.2(3) ?
C32 C33 C34 F34 . . . . -179.83(16) ?
F33 C33 C34 C35 . . . . -178.83(16) ?
C32 C33 C34 C35 . . . . 0.1(3) ?
F34 C34 C35 F35 . . . . -1.0(3) ?
C33 C34 C35 F35 . . . . 179.08(16) ?
F34 C34 C35 C36 . . . . 179.23(16) ?
C33 C34 C35 C36 . . . . -0.7(3) ?
F35 C35 C36 F36 . . . . 1.0(2) ?
C34 C35 C36 F36 . . . . -179.15(16) ?
F35 C35 C36 C31 . . . . -179.19(16) ?
C34 C35 C36 C31 . . . . 0.6(3) ?
C32 C31 C36 F36 . . . . 179.87(14) ?
B1 C31 C36 F36 . . . . -1.3(3) ?
C32 C31 C36 C35 . . . . 0.1(2) ?
B1 C31 C36 C35 . . . . 178.93(16) ?
O1 C4 C41 C46 . . . . 17.5(2) ?
C51 C4 C41 C46 . . . . -102.5(2) ?
C3 C4 C41 C46 . . . . 121.05(18) ?
O1 C4 C41 C42 . . . . -163.26(16) ?
C51 C4 C41 C42 . . . . 76.7(2) ?
C3 C4 C41 C42 . . . . -59.7(2) ?
C46 C41 C42 C43 . . . . 1.6(3) ?
C4 C41 C42 C43 . . . . -177.67(18) ?
C41 C42 C43 C44 . . . . -0.4(3) ?
C42 C43 C44 C45 . . . . -1.0(3) ?
C43 C44 C45 C46 . . . . 1.2(3) ?
C42 C41 C46 C45 . . . . -1.4(3) ?
C4 C41 C46 C45 . . . . 177.88(17) ?
C44 C45 C46 C41 . . . . 0.0(3) ?
O1 C4 C51 C56 . . . . -131.08(17) ?
C41 C4 C51 C56 . . . . -9.4(2) ?
C3 C4 C51 C56 . . . . 123.83(18) ?
O1 C4 C51 C52 . . . . 42.7(2) ?
C41 C4 C51 C52 . . . . 164.40(16) ?
C3 C4 C51 C52 . . . . -62.4(2) ?
C56 C51 C52 C53 . . . . 1.0(3) ?
C4 C51 C52 C53 . . . . -173.17(17) ?
C51 C52 C53 C54 . . . . 0.2(3) ?
C52 C53 C54 C55 . . . . -0.8(3) ?
C53 C54 C55 C56 . . . . 0.3(3) ?
C54 C55 C56 C51 . . . . 0.9(3) ?
C52 C51 C56 C55 . . . . -1.5(3) ?
C4 C51 C56 C55 . . . . 172.41(17) ?
C65 N2 C61 C67 . . . . 79.9(2) ?
Li1 N2 C61 C67 . . . . -54.4(2) ?
C65 N2 C61 C66 . . . . -162.68(16) ?
Li1 N2 C61 C66 . . . . 63.05(19) ?
C65 N2 C61 C62 . . . . -45.0(2) ?
Li1 N2 C61 C62 . . . . -179.29(18) ?
N2 C61 C62 C63 . . . . 52.6(3) ?
C67 C61 C62 C63 . . . . -71.9(3) ?
C66 C61 C62 C63 . . . . 168.9(2) ?
C61 C62 C63 C64 . . . . -58.9(3) ?
C62 C63 C64 C65 . . . . 56.2(3) ?
C61 N2 C65 C68 . . . . 160.94(17) ?
Li1 N2 C65 C68 . . . . -68.7(2) ?
C61 N2 C65 C69 . . . . -82.0(2) ?
Li1 N2 C65 C69 . . . . 48.3(2) ?
C61 N2 C65 C64 . . . . 42.8(2) ?
Li1 N2 C65 C64 . . . . 173.14(16) ?
C63 C64 C65 N2 . . . . -48.0(2) ?
C63 C64 C65 C68 . . . . -165.4(2) ?
C63 C64 C65 C69 . . . . 75.6(2) ?

####################################################################### 
# 
# 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_erk8347
_database_code_depnum_ccdc_archive 'CCDC 1549014'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H50 B F10 Li N2 O'
_chemical_formula_weight         758.55

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.3860(2)
_cell_length_b                   12.1287(3)
_cell_length_c                   15.1316(3)
_cell_angle_alpha                91.934(2)
_cell_angle_beta                 94.577(1)
_cell_angle_gamma                99.948(1)
_cell_volume                     2049.25(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    4208
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             796
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9816
_exptl_absorpt_correction_T_max  0.9938
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16840
_diffrn_reflns_av_R_equivalents  0.032
_diffrn_reflns_av_sigmaI/netI    0.0384
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.15
_diffrn_reflns_theta_max         25.00
_reflns_number_total             7108
_reflns_number_gt                5706
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.

 A disordered solvent molecule (probably half dichloromethane molecule) was
 found in the asymmetrical unit and could
 not be satisfactorily refined. The program SQUEEZE (A. L. Spek J. Appl. 
 Cryst., 2003, 36, 7-13) was therefore used to remove mathematically the 
 effect of the solvent. 

 The hydrogen at N2 atom was refined freely.
 
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.059 0.443 0.650 10 0 ' '
2 0.500 0.000 1.000 161 42 ' '
3 0.941 0.557 0.350 10 0 ' '

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0409P)²+1.8704P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7108
_refine_ls_number_parameters     490
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0744
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1428
_refine_ls_wR_factor_gt          0.1347
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.43857(13) 0.49857(13) 0.29116(11) 0.0358(4) Uani 1 1 d . . .
C1 C 0.7258(2) 0.2790(2) 0.26034(16) 0.0378(5) Uani 1 1 d . . .
H1A H 0.7723 0.3535 0.2530 0.045 Uiso 1 1 calc R . .
H1B H 0.7345 0.2634 0.3234 0.045 Uiso 1 1 calc R . .
C2 C 0.5937(2) 0.2806(2) 0.23297(16) 0.0377(5) Uani 1 1 d . . .
H2A H 0.5860 0.3042 0.1718 0.045 Uiso 1 1 calc R . .
H2B H 0.5483 0.2043 0.2342 0.045 Uiso 1 1 calc R . .
C3 C 0.5392(2) 0.3581(2) 0.29228(16) 0.0370(5) Uani 1 1 d . . .
H3 H 0.5614 0.3444 0.3550 0.044 Uiso 1 1 calc R . .
C4 C 0.5636(2) 0.4864(2) 0.27993(17) 0.0401(6) Uani 1 1 d . . .
C5 C 0.6494(2) 0.5644(2) 0.3470(2) 0.0557(7) Uani 1 1 d . . .
H5A H 0.7187 0.5300 0.3656 0.067 Uiso 1 1 calc R . .
H5B H 0.6090 0.5800 0.3996 0.067 Uiso 1 1 calc R . .
C6 C 0.6891(3) 0.6726(3) 0.2997(3) 0.0822(11) Uani 1 1 d . . .
H6A H 0.6669 0.7367 0.3313 0.099 Uiso 1 1 calc R . .
H6B H 0.7761 0.6864 0.2968 0.099 Uiso 1 1 calc R . .
C7 C 0.6249(3) 0.6552(3) 0.2066(2) 0.0688(9) Uani 1 1 d . . .
H7A H 0.5508 0.6862 0.2038 0.083 Uiso 1 1 calc R . .
H7B H 0.6762 0.6908 0.1628 0.083 Uiso 1 1 calc R . .
C8 C 0.5985(3) 0.5286(2) 0.19023(19) 0.0505(7) Uani 1 1 d . . .
H8A H 0.6693 0.5004 0.1729 0.061 Uiso 1 1 calc R . .
H8B H 0.5326 0.5060 0.1439 0.061 Uiso 1 1 calc R . .
N1 N 0.77616(16) 0.19560(16) 0.20920(13) 0.0339(4) Uani 1 1 d . . .
C11 C 0.8670(2) 0.2455(2) 0.14988(17) 0.0416(6) Uani 1 1 d . . .
C12 C 0.9005(2) 0.1514(2) 0.09154(18) 0.0473(6) Uani 1 1 d . . .
H12A H 0.8313 0.1198 0.0501 0.057 Uiso 1 1 calc R . .
H12B H 0.9656 0.1834 0.0564 0.057 Uiso 1 1 calc R . .
C13 C 0.9390(2) 0.0585(2) 0.1445(2) 0.0512(7) Uani 1 1 d . . .
H13A H 0.9573 -0.0003 0.1045 0.061 Uiso 1 1 calc R . .
H13B H 1.0111 0.0878 0.1838 0.061 Uiso 1 1 calc R . .
C14 C 0.8380(2) 0.0111(2) 0.1986(2) 0.0506(7) Uani 1 1 d . . .
H14A H 0.8626 -0.0485 0.2340 0.061 Uiso 1 1 calc R . .
H14B H 0.7687 -0.0227 0.1581 0.061 Uiso 1 1 calc R . .
C15 C 0.8002(2) 0.0982(2) 0.26086(17) 0.0430(6) Uani 1 1 d . . .
C16 C 0.8080(3) 0.3200(3) 0.0863(2) 0.0615(8) Uani 1 1 d . . .
H16A H 0.7327 0.2782 0.0592 0.092 Uiso 1 1 calc R . .
H16B H 0.8607 0.3433 0.0405 0.092 Uiso 1 1 calc R . .
H16C H 0.7934 0.3856 0.1192 0.092 Uiso 1 1 calc R . .
C17 C 0.9805(3) 0.3162(3) 0.1979(2) 0.0599(8) Uani 1 1 d . . .
H17A H 0.9584 0.3637 0.2444 0.090 Uiso 1 1 calc R . .
H17B H 1.0236 0.3625 0.1559 0.090 Uiso 1 1 calc R . .
H17C H 1.0312 0.2671 0.2239 0.090 Uiso 1 1 calc R . .
C18 C 0.8951(3) 0.1277(3) 0.34099(19) 0.0596(8) Uani 1 1 d . . .
H18A H 0.9737 0.1487 0.3198 0.089 Uiso 1 1 calc R . .
H18B H 0.8943 0.0632 0.3772 0.089 Uiso 1 1 calc R . .
H18C H 0.8768 0.1899 0.3762 0.089 Uiso 1 1 calc R . .
C19 C 0.6827(3) 0.0426(2) 0.2960(2) 0.0566(8) Uani 1 1 d . . .
H19A H 0.6592 0.0930 0.3398 0.085 Uiso 1 1 calc R . .
H19B H 0.6941 -0.0265 0.3232 0.085 Uiso 1 1 calc R . .
H19C H 0.6207 0.0263 0.2473 0.085 Uiso 1 1 calc R . .
B1 B 0.3994(2) 0.3719(2) 0.28163(18) 0.0338(6) Uani 1 1 d . . .
C21 C 0.3108(2) 0.32761(19) 0.35817(15) 0.0350(5) Uani 1 1 d . . .
F22 F 0.19717(13) 0.46780(12) 0.32317(11) 0.0493(4) Uani 1 1 d . . .
C22 C 0.2166(2) 0.3802(2) 0.37420(16) 0.0380(5) Uani 1 1 d . . .
F23 F 0.04741(16) 0.40732(17) 0.44785(13) 0.0752(6) Uani 1 1 d . . .
C23 C 0.1369(2) 0.3508(2) 0.43670(19) 0.0511(7) Uani 1 1 d . . .
F24 F 0.07426(18) 0.22845(19) 0.54784(12) 0.0853(6) Uani 1 1 d . . .
C24 C 0.1506(3) 0.2614(3) 0.48729(18) 0.0551(7) Uani 1 1 d . . .
F25 F 0.25585(18) 0.11672(15) 0.52377(11) 0.0715(5) Uani 1 1 d . . .
C25 C 0.2427(3) 0.2047(2) 0.47425(17) 0.0506(7) Uani 1 1 d . . .
F26 F 0.40829(14) 0.17733(13) 0.40197(10) 0.0545(4) Uani 1 1 d . . .
C26 C 0.3202(2) 0.2375(2) 0.41129(16) 0.0413(6) Uani 1 1 d . . .
C31 C 0.3261(2) 0.33021(19) 0.18441(15) 0.0333(5) Uani 1 1 d . . .
F32 F 0.29876(14) 0.51200(12) 0.13901(10) 0.0499(4) Uani 1 1 d . . .
C32 C 0.2853(2) 0.39846(19) 0.12126(16) 0.0365(5) Uani 1 1 d . . .
F33 F 0.19002(17) 0.43338(14) -0.01723(10) 0.0642(5) Uani 1 1 d . . .
C33 C 0.2277(2) 0.3614(2) 0.03972(16) 0.0406(6) Uani 1 1 d . . .
F34 F 0.14775(15) 0.21053(14) -0.06181(10) 0.0584(4) Uani 1 1 d . . .
C34 C 0.2052(2) 0.2487(2) 0.01736(16) 0.0405(6) Uani 1 1 d . . .
F35 F 0.21539(15) 0.06520(12) 0.05724(10) 0.0550(4) Uani 1 1 d . . .
C35 C 0.2397(2) 0.1760(2) 0.07782(16) 0.0389(5) Uani 1 1 d . . .
F36 F 0.32760(13) 0.14073(11) 0.21474(10) 0.0466(4) Uani 1 1 d . . .
C36 C 0.2978(2) 0.2176(2) 0.15784(15) 0.0354(5) Uani 1 1 d . . .
N2 N 0.2357(2) 0.70972(18) 0.30465(14) 0.0429(5) Uani 1 1 d . . .
H2 H 0.171(3) 0.663(3) 0.332(2) 0.077(11) Uiso 1 1 d . . .
C41 C 0.3041(3) 0.7829(2) 0.38050(19) 0.0520(7) Uani 1 1 d . . .
C42 C 0.2307(3) 0.8670(3) 0.4148(2) 0.0670(9) Uani 1 1 d . . .
H42A H 0.1665 0.8271 0.4473 0.080 Uiso 1 1 calc R . .
H42B H 0.2824 0.9214 0.4567 0.080 Uiso 1 1 calc R . .
C43 C 0.1767(4) 0.9287(3) 0.3423(3) 0.0785(11) Uani 1 1 d . . .
H43A H 0.2406 0.9759 0.3142 0.094 Uiso 1 1 calc R . .
H43B H 0.1268 0.9777 0.3678 0.094 Uiso 1 1 calc R . .
C44 C 0.1019(4) 0.8487(3) 0.2736(2) 0.0806(11) Uani 1 1 d . . .
H44A H 0.0730 0.8917 0.2253 0.097 Uiso 1 1 calc R . .
H44B H 0.0317 0.8097 0.3004 0.097 Uiso 1 1 calc R . .
C45 C 0.1675(3) 0.7616(2) 0.23436(18) 0.0523(7) Uani 1 1 d . . .
C46 C 0.4235(3) 0.8406(4) 0.3555(3) 0.1033(15) Uani 1 1 d U . .
H46A H 0.4646 0.7860 0.3287 0.155 Uiso 1 1 calc R . .
H46B H 0.4712 0.8759 0.4081 0.155 Uiso 1 1 calc R . .
H46C H 0.4119 0.8972 0.3134 0.155 Uiso 1 1 calc R . .
C47 C 0.3243(5) 0.7035(4) 0.4540(2) 0.0975(14) Uani 1 1 d . . .
H47A H 0.2478 0.6624 0.4681 0.146 Uiso 1 1 calc R . .
H47B H 0.3644 0.7464 0.5064 0.146 Uiso 1 1 calc R . .
H47C H 0.3735 0.6513 0.4342 0.146 Uiso 1 1 calc R . .
C48 C 0.2529(5) 0.8142(4) 0.1680(2) 0.1023(15) Uani 1 1 d . . .
H48A H 0.3029 0.8816 0.1952 0.153 Uiso 1 1 calc R . .
H48B H 0.2069 0.8331 0.1157 0.153 Uiso 1 1 calc R . .
H48C H 0.3029 0.7612 0.1512 0.153 Uiso 1 1 calc R . .
C49 C 0.0794(4) 0.6677(4) 0.1861(3) 0.0960(14) Uani 1 1 d . . .
H49A H 0.1224 0.6156 0.1582 0.144 Uiso 1 1 calc R . .
H49B H 0.0302 0.6982 0.1411 0.144 Uiso 1 1 calc R . .
H49C H 0.0288 0.6289 0.2280 0.144 Uiso 1 1 calc R . .
Li1 Li 0.3252(4) 0.5851(4) 0.2658(3) 0.0484(10) 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
O1 C4 1.478(3) . ?
O1 B1 1.522(3) . ?
O1 Li1 1.825(4) . ?
C1 N1 1.473(3) . ?
C1 C2 1.532(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C2 C3 1.519(3) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 C4 1.553(3) . ?
C3 B1 1.626(3) . ?
C3 H3 0.9900 . ?
C4 C8 1.525(4) . ?
C4 C5 1.528(4) . ?
C5 C6 1.533(5) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C6 C7 1.525(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C7 C8 1.520(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
N1 C11 1.487(3) . ?
N1 C15 1.490(3) . ?
C11 C16 1.536(4) . ?
C11 C17 1.536(4) . ?
C11 C12 1.537(3) . ?
C12 C13 1.510(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C13 C14 1.509(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 C15 1.531(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C19 1.534(4) . ?
C15 C18 1.547(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
B1 C21 1.640(3) . ?
B1 C31 1.650(3) . ?
C21 C22 1.372(3) . ?
C21 C26 1.392(3) . ?
F22 C22 1.373(3) . ?
F22 Li1 2.115(5) . ?
C22 C23 1.375(4) . ?
F23 C23 1.341(3) . ?
C23 C24 1.372(4) . ?
F24 C24 1.336(3) . ?
C24 C25 1.372(4) . ?
F25 C25 1.347(3) . ?
C25 C26 1.373(4) . ?
F26 C26 1.351(3) . ?
C31 C36 1.386(3) . ?
C31 C32 1.389(3) . ?
F32 C32 1.374(3) . ?
F32 Li1 2.064(5) . ?
C32 C33 1.373(3) . ?
F33 C33 1.345(3) . ?
C33 C34 1.373(4) . ?
F34 C34 1.345(3) . ?
C34 C35 1.373(3) . ?
F35 C35 1.345(3) . ?
C35 C36 1.369(3) . ?
F36 C36 1.357(3) . ?
N2 C45 1.488(3) . ?
N2 C41 1.504(3) . ?
N2 Li1 2.058(5) . ?
N2 H2 0.98(4) . ?
C41 C46 1.501(5) . ?
C41 C47 1.525(5) . ?
C41 C42 1.528(4) . ?
C42 C43 1.500(5) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C43 C44 1.502(5) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C44 C45 1.525(4) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C45 C49 1.506(5) . ?
C45 C48 1.531(5) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C46 H46C 0.9700 . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C47 H47C 0.9700 . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C48 H48C 0.9700 . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 H49C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 O1 B1 90.43(16) . . ?
C4 O1 Li1 144.1(2) . . ?
B1 O1 Li1 117.6(2) . . ?
N1 C1 C2 113.9(2) . . ?
N1 C1 H1A 108.8 . . ?
C2 C1 H1A 108.8 . . ?
N1 C1 H1B 108.8 . . ?
C2 C1 H1B 108.8 . . ?
H1A C1 H1B 107.7 . . ?
C3 C2 C1 113.4(2) . . ?
C3 C2 H2A 108.9 . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2B 108.9 . . ?
C1 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C2 C3 C4 119.9(2) . . ?
C2 C3 B1 124.1(2) . . ?
C4 C3 B1 84.12(17) . . ?
C2 C3 H3 108.8 . . ?
C4 C3 H3 108.8 . . ?
B1 C3 H3 108.8 . . ?
O1 C4 C8 109.7(2) . . ?
O1 C4 C5 110.2(2) . . ?
C8 C4 C5 103.8(2) . . ?
O1 C4 C3 93.64(17) . . ?
C8 C4 C3 118.8(2) . . ?
C5 C4 C3 120.1(2) . . ?
C4 C5 C6 106.3(3) . . ?
C4 C5 H5A 110.5 . . ?
C6 C5 H5A 110.5 . . ?
C4 C5 H5B 110.5 . . ?
C6 C5 H5B 110.5 . . ?
H5A C5 H5B 108.7 . . ?
C7 C6 C5 106.2(3) . . ?
C7 C6 H6A 110.5 . . ?
C5 C6 H6A 110.5 . . ?
C7 C6 H6B 110.5 . . ?
C5 C6 H6B 110.5 . . ?
H6A C6 H6B 108.7 . . ?
C8 C7 C6 104.1(3) . . ?
C8 C7 H7A 110.9 . . ?
C6 C7 H7A 110.9 . . ?
C8 C7 H7B 110.9 . . ?
C6 C7 H7B 110.9 . . ?
H7A C7 H7B 109.0 . . ?
C7 C8 C4 103.2(2) . . ?
C7 C8 H8A 111.1 . . ?
C4 C8 H8A 111.1 . . ?
C7 C8 H8B 111.1 . . ?
C4 C8 H8B 111.1 . . ?
H8A C8 H8B 109.1 . . ?
C1 N1 C11 113.91(18) . . ?
C1 N1 C15 113.88(18) . . ?
C11 N1 C15 118.18(18) . . ?
N1 C11 C16 107.9(2) . . ?
N1 C11 C17 114.8(2) . . ?
C16 C11 C17 108.5(2) . . ?
N1 C11 C12 109.0(2) . . ?
C16 C11 C12 106.2(2) . . ?
C17 C11 C12 110.0(2) . . ?
C13 C12 C11 113.1(2) . . ?
C13 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C14 C13 C12 108.1(2) . . ?
C14 C13 H13A 110.1 . . ?
C12 C13 H13A 110.1 . . ?
C14 C13 H13B 110.1 . . ?
C12 C13 H13B 110.1 . . ?
H13A C13 H13B 108.4 . . ?
C13 C14 C15 113.7(2) . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
N1 C15 C14 109.2(2) . . ?
N1 C15 C19 108.25(19) . . ?
C14 C15 C19 106.8(2) . . ?
N1 C15 C18 114.9(2) . . ?
C14 C15 C18 109.5(2) . . ?
C19 C15 C18 107.8(2) . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O1 B1 C3 89.18(17) . . ?
O1 B1 C21 110.79(19) . . ?
C3 B1 C21 120.08(19) . . ?
O1 B1 C31 112.46(18) . . ?
C3 B1 C31 115.94(19) . . ?
C21 B1 C31 107.29(19) . . ?
C22 C21 C26 113.9(2) . . ?
C22 C21 B1 120.1(2) . . ?
C26 C21 B1 126.0(2) . . ?
C22 F22 Li1 128.07(17) . . ?
C21 C22 F22 118.4(2) . . ?
C21 C22 C23 125.3(2) . . ?
F22 C22 C23 116.4(2) . . ?
F23 C23 C24 120.5(2) . . ?
F23 C23 C22 121.1(3) . . ?
C24 C23 C22 118.4(3) . . ?
F24 C24 C23 120.6(3) . . ?
F24 C24 C25 120.1(3) . . ?
C23 C24 C25 119.3(2) . . ?
F25 C25 C24 119.3(2) . . ?
F25 C25 C26 120.5(3) . . ?
C24 C25 C26 120.2(2) . . ?
F26 C26 C25 116.8(2) . . ?
F26 C26 C21 120.2(2) . . ?
C25 C26 C21 123.0(2) . . ?
C36 C31 C32 112.4(2) . . ?
C36 C31 B1 121.25(19) . . ?
C32 C31 B1 126.4(2) . . ?
C32 F32 Li1 123.40(18) . . ?
C33 C32 F32 114.8(2) . . ?
C33 C32 C31 125.0(2) . . ?
F32 C32 C31 120.2(2) . . ?
F33 C33 C34 119.7(2) . . ?
F33 C33 C32 121.1(2) . . ?
C34 C33 C32 119.2(2) . . ?
F34 C34 C33 120.2(2) . . ?
F34 C34 C35 120.9(2) . . ?
C33 C34 C35 118.9(2) . . ?
F35 C35 C36 121.3(2) . . ?
F35 C35 C34 119.3(2) . . ?
C36 C35 C34 119.4(2) . . ?
F36 C36 C35 116.1(2) . . ?
F36 C36 C31 118.8(2) . . ?
C35 C36 C31 125.1(2) . . ?
C45 N2 C41 119.1(2) . . ?
C45 N2 Li1 117.7(2) . . ?
C41 N2 Li1 112.0(2) . . ?
C45 N2 H2 102(2) . . ?
C41 N2 H2 104(2) . . ?
Li1 N2 H2 98(2) . . ?
C46 C41 N2 111.4(3) . . ?
C46 C41 C47 108.8(3) . . ?
N2 C41 C47 105.4(3) . . ?
C46 C41 C42 111.5(3) . . ?
N2 C41 C42 111.2(2) . . ?
C47 C41 C42 108.3(3) . . ?
C43 C42 C41 113.1(3) . . ?
C43 C42 H42A 109.0 . . ?
C41 C42 H42A 109.0 . . ?
C43 C42 H42B 109.0 . . ?
C41 C42 H42B 109.0 . . ?
H42A C42 H42B 107.8 . . ?
C42 C43 C44 111.1(3) . . ?
C42 C43 H43A 109.4 . . ?
C44 C43 H43A 109.4 . . ?
C42 C43 H43B 109.4 . . ?
C44 C43 H43B 109.4 . . ?
H43A C43 H43B 108.0 . . ?
C43 C44 C45 114.3(3) . . ?
C43 C44 H44A 108.7 . . ?
C45 C44 H44A 108.7 . . ?
C43 C44 H44B 108.7 . . ?
C45 C44 H44B 108.7 . . ?
H44A C44 H44B 107.6 . . ?
N2 C45 C49 106.6(3) . . ?
N2 C45 C44 111.6(2) . . ?
C49 C45 C44 110.3(3) . . ?
N2 C45 C48 109.4(3) . . ?
C49 C45 C48 108.0(3) . . ?
C44 C45 C48 110.7(3) . . ?
C41 C46 H46A 109.5 . . ?
C41 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C41 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C41 C47 H47A 109.5 . . ?
C41 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C41 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C45 C49 H49A 109.5 . . ?
C45 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C45 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
O1 Li1 N2 149.2(3) . . ?
O1 Li1 F32 88.47(19) . . ?
N2 Li1 F32 122.2(2) . . ?
O1 Li1 F22 89.95(19) . . ?
N2 Li1 F22 88.71(19) . . ?
F32 Li1 F22 97.0(2) . . ?

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 C1 C2 C3 173.99(19) . . . . ?
C1 C2 C3 C4 78.8(3) . . . . ?
C1 C2 C3 B1 -177.0(2) . . . . ?
B1 O1 C4 C8 109.5(2) . . . . ?
Li1 O1 C4 C8 -33.8(4) . . . . ?
B1 O1 C4 C5 -136.8(2) . . . . ?
Li1 O1 C4 C5 80.0(4) . . . . ?
B1 O1 C4 C3 -12.86(18) . . . . ?
Li1 O1 C4 C3 -156.1(3) . . . . ?
C2 C3 C4 O1 138.3(2) . . . . ?
B1 C3 C4 O1 12.10(17) . . . . ?
C2 C3 C4 C8 23.4(3) . . . . ?
B1 C3 C4 C8 -102.8(2) . . . . ?
C2 C3 C4 C5 -105.9(3) . . . . ?
B1 C3 C4 C5 128.0(2) . . . . ?
O1 C4 C5 C6 -93.7(3) . . . . ?
C8 C4 C5 C6 23.7(3) . . . . ?
C3 C4 C5 C6 159.4(3) . . . . ?
C4 C5 C6 C7 0.3(4) . . . . ?
C5 C6 C7 C8 -24.4(4) . . . . ?
C6 C7 C8 C4 39.2(3) . . . . ?
O1 C4 C8 C7 78.9(3) . . . . ?
C5 C4 C8 C7 -38.9(3) . . . . ?
C3 C4 C8 C7 -175.2(2) . . . . ?
C2 C1 N1 C11 111.9(2) . . . . ?
C2 C1 N1 C15 -108.5(2) . . . . ?
C1 N1 C11 C16 -57.7(3) . . . . ?
C15 N1 C11 C16 164.6(2) . . . . ?
C1 N1 C11 C17 63.4(3) . . . . ?
C15 N1 C11 C17 -74.3(3) . . . . ?
C1 N1 C11 C12 -172.6(2) . . . . ?
C15 N1 C11 C12 49.6(3) . . . . ?
N1 C11 C12 C13 -53.5(3) . . . . ?
C16 C11 C12 C13 -169.5(2) . . . . ?
C17 C11 C12 C13 73.2(3) . . . . ?
C11 C12 C13 C14 58.2(3) . . . . ?
C12 C13 C14 C15 -57.6(3) . . . . ?
C1 N1 C15 C14 173.4(2) . . . . ?
C11 N1 C15 C14 -48.9(3) . . . . ?
C1 N1 C15 C19 57.4(3) . . . . ?
C11 N1 C15 C19 -164.9(2) . . . . ?
C1 N1 C15 C18 -63.2(3) . . . . ?
C11 N1 C15 C18 74.6(3) . . . . ?
C13 C14 C15 N1 52.0(3) . . . . ?
C13 C14 C15 C19 168.9(2) . . . . ?
C13 C14 C15 C18 -74.6(3) . . . . ?
C4 O1 B1 C3 12.26(17) . . . . ?
Li1 O1 B1 C3 169.0(2) . . . . ?
C4 O1 B1 C21 134.32(19) . . . . ?
Li1 O1 B1 C21 -69.0(3) . . . . ?
C4 O1 B1 C31 -105.62(19) . . . . ?
Li1 O1 B1 C31 51.1(3) . . . . ?
C2 C3 B1 O1 -134.0(2) . . . . ?
C4 C3 B1 O1 -11.72(16) . . . . ?
C2 C3 B1 C21 112.3(3) . . . . ?
C4 C3 B1 C21 -125.4(2) . . . . ?
C2 C3 B1 C31 -19.3(3) . . . . ?
C4 C3 B1 C31 103.0(2) . . . . ?
O1 B1 C21 C22 47.9(3) . . . . ?
C3 B1 C21 C22 149.6(2) . . . . ?
C31 B1 C21 C22 -75.2(3) . . . . ?
O1 B1 C21 C26 -132.5(2) . . . . ?
C3 B1 C21 C26 -30.9(4) . . . . ?
C31 B1 C21 C26 104.4(3) . . . . ?
C26 C21 C22 F22 -177.9(2) . . . . ?
B1 C21 C22 F22 1.7(3) . . . . ?
C26 C21 C22 C23 0.7(4) . . . . ?
B1 C21 C22 C23 -179.7(2) . . . . ?
Li1 F22 C22 C21 -31.8(3) . . . . ?
Li1 F22 C22 C23 149.6(2) . . . . ?
C21 C22 C23 F23 179.9(2) . . . . ?
F22 C22 C23 F23 -1.6(4) . . . . ?
C21 C22 C23 C24 -0.6(4) . . . . ?
F22 C22 C23 C24 178.0(2) . . . . ?
F23 C23 C24 F24 0.7(4) . . . . ?
C22 C23 C24 F24 -178.9(3) . . . . ?
F23 C23 C24 C25 179.7(3) . . . . ?
C22 C23 C24 C25 0.2(4) . . . . ?
F24 C24 C25 F25 -0.8(4) . . . . ?
C23 C24 C25 F25 -179.8(3) . . . . ?
F24 C24 C25 C26 179.1(3) . . . . ?
C23 C24 C25 C26 0.1(4) . . . . ?
F25 C25 C26 F26 0.2(4) . . . . ?
C24 C25 C26 F26 -179.7(2) . . . . ?
F25 C25 C26 C21 179.9(2) . . . . ?
C24 C25 C26 C21 0.0(4) . . . . ?
C22 C21 C26 F26 179.3(2) . . . . ?
B1 C21 C26 F26 -0.2(4) . . . . ?
C22 C21 C26 C25 -0.3(4) . . . . ?
B1 C21 C26 C25 -179.9(2) . . . . ?
O1 B1 C31 C36 170.73(19) . . . . ?
C3 B1 C31 C36 70.1(3) . . . . ?
C21 B1 C31 C36 -67.2(3) . . . . ?
O1 B1 C31 C32 -9.8(3) . . . . ?
C3 B1 C31 C32 -110.4(3) . . . . ?
C21 B1 C31 C32 112.2(2) . . . . ?
Li1 F32 C32 C33 157.8(2) . . . . ?
Li1 F32 C32 C31 -20.8(3) . . . . ?
C36 C31 C32 C33 -2.6(3) . . . . ?
B1 C31 C32 C33 177.9(2) . . . . ?
C36 C31 C32 F32 175.8(2) . . . . ?
B1 C31 C32 F32 -3.6(3) . . . . ?
F32 C32 C33 F33 0.8(3) . . . . ?
C31 C32 C33 F33 179.4(2) . . . . ?
F32 C32 C33 C34 -177.1(2) . . . . ?
C31 C32 C33 C34 1.4(4) . . . . ?
F33 C33 C34 F34 1.3(4) . . . . ?
C32 C33 C34 F34 179.3(2) . . . . ?
F33 C33 C34 C35 -177.2(2) . . . . ?
C32 C33 C34 C35 0.8(4) . . . . ?
F34 C34 C35 F35 -0.1(4) . . . . ?
C33 C34 C35 F35 178.4(2) . . . . ?
F34 C34 C35 C36 -179.9(2) . . . . ?
C33 C34 C35 C36 -1.4(4) . . . . ?
F35 C35 C36 F36 -0.8(3) . . . . ?
C34 C35 C36 F36 179.0(2) . . . . ?
F35 C35 C36 C31 -179.9(2) . . . . ?
C34 C35 C36 C31 0.0(4) . . . . ?
C32 C31 C36 F36 -177.11(19) . . . . ?
B1 C31 C36 F36 2.4(3) . . . . ?
C32 C31 C36 C35 1.9(3) . . . . ?
B1 C31 C36 C35 -178.6(2) . . . . ?
C45 N2 C41 C46 -82.0(3) . . . . ?
Li1 N2 C41 C46 61.0(3) . . . . ?
C45 N2 C41 C47 160.2(3) . . . . ?
Li1 N2 C41 C47 -56.9(3) . . . . ?
C45 N2 C41 C42 43.1(4) . . . . ?
Li1 N2 C41 C42 -174.0(2) . . . . ?
C46 C41 C42 C43 76.2(4) . . . . ?
N2 C41 C42 C43 -48.9(4) . . . . ?
C47 C41 C42 C43 -164.2(3) . . . . ?
C41 C42 C43 C44 55.5(4) . . . . ?
C42 C43 C44 C45 -54.4(4) . . . . ?
C41 N2 C45 C49 -162.1(3) . . . . ?
Li1 N2 C45 C49 57.0(3) . . . . ?
C41 N2 C45 C44 -41.6(4) . . . . ?
Li1 N2 C45 C44 177.6(3) . . . . ?
C41 N2 C45 C48 81.3(3) . . . . ?
Li1 N2 C45 C48 -59.5(3) . . . . ?
C43 C44 C45 N2 46.3(4) . . . . ?
C43 C44 C45 C49 164.6(3) . . . . ?
C43 C44 C45 C48 -75.8(4) . . . . ?
C4 O1 Li1 N2 -97.6(6) . . . . ?
B1 O1 Li1 N2 124.8(5) . . . . ?
C4 O1 Li1 F32 78.0(4) . . . . ?
B1 O1 Li1 F32 -59.5(2) . . . . ?
C4 O1 Li1 F22 175.0(3) . . . . ?
B1 O1 Li1 F22 37.4(2) . . . . ?
C45 N2 Li1 O1 163.6(5) . . . . ?
C41 N2 Li1 O1 20.1(6) . . . . ?
C45 N2 Li1 F32 -11.2(4) . . . . ?
C41 N2 Li1 F32 -154.7(3) . . . . ?
C45 N2 Li1 F22 -108.6(2) . . . . ?
C41 N2 Li1 F22 107.9(2) . . . . ?
C32 F32 Li1 O1 47.0(3) . . . . ?
C32 F32 Li1 N2 -135.7(2) . . . . ?
C32 F32 Li1 F22 -42.8(3) . . . . ?
C22 F22 Li1 O1 12.2(3) . . . . ?
C22 F22 Li1 N2 -137.0(2) . . . . ?
C22 F22 Li1 F32 100.6(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.042
####################################################################### 
# 
# 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_erk8453
_database_code_depnum_ccdc_archive 'CCDC 1549018'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H29 B F10 Li N'
_chemical_formula_iupac          ?
_chemical_formula_weight         611.29

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   12.3926(9)
_cell_length_b                   14.9007(13)
_cell_length_c                   16.7950(14)
_cell_angle_alpha                72.685(5)
_cell_angle_beta                 82.243(5)
_cell_angle_gamma                84.547(5)
_cell_volume                     2928.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5427
_cell_measurement_theta_min      2.7734
_cell_measurement_theta_max      65.7749
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1256

_exptl_absorpt_coefficient_mu    1.081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_T_max  0.90

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'fine-focus sealed tube'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'KappaCCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            35307
_diffrn_reflns_av_R_equivalents  0.0780
_diffrn_reflns_av_unetI/netI     0.0927
_diffrn_reflns_theta_min         3.11
_diffrn_reflns_theta_max         66.78
_diffrn_reflns_theta_full        66.78
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 0.957
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19

_refine_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_number_total             9950
_reflns_number_gt                6188
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1060
_refine_ls_R_factor_gt           0.0621
_refine_ls_wR_factor_gt          0.1521
_refine_ls_wR_factor_ref         0.1816
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_number_reflns         9950
_refine_ls_number_parameters     792
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0668P)²+1.7020P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.303
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00025(10)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL--2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'
_computing_publication_material  'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1A 0.8205(3) 0.7666(3) 0.5563(3) 0.0293(9) Uani d . . . 1 . .
B B1B 0.6691(3) 0.2557(3) 0.9119(3) 0.0298(9) Uani d . . . 1 . .
C C1A 0.9063(3) 0.8000(2) 0.4909(2) 0.0289(8) Uani d . . . 1 . .
H H1A 0.9294 0.8608 0.4852 0.035 Uiso calc U . R 1 . .
C C1B 0.6016(3) 0.2127(2) 0.9881(2) 0.0292(8) Uani d . . . 1 . .
H H1B 0.5885 0.1485 0.9969 0.035 Uiso calc U . R 1 . .
Li Li1A 1.0047(5) 0.7417(4) 0.6064(4) 0.0362(15) Uani d . . . 1 . .
Li Li1B 0.4745(5) 0.2559(4) 0.8870(4) 0.0364(15) Uani d . . . 1 . .
N N1A 1.1485(2) 0.7623(2) 0.6424(2) 0.0278(7) Uani d . . . 1 . .
H H1 1.135(3) 0.752(3) 0.694(3) 0.032(11) Uiso d . . . 1 . .
N N1B 0.3247(2) 0.2110(2) 0.8812(2) 0.0282(7) Uani d . . . 1 . .
H H2 0.324(3) 0.217(3) 0.830(3) 0.040(12) Uiso d . . . 1 . .
C C2A 0.9648(3) 0.7499(2) 0.4294(2) 0.0304(8) Uani d . . . 1 . .
H H201 0.9637 0.6811 0.4557 0.036 Uiso calc U . R 1 . .
H H202 1.042 0.7666 0.4169 0.036 Uiso calc U . R 1 . .
C C2B 0.5489(3) 0.2552(2) 1.0557(2) 0.0311(8) Uani d . . . 1 . .
H H211 0.4743 0.2328 1.0743 0.037 Uiso calc U . R 1 . .
H H212 0.5424 0.3246 1.0323 0.037 Uiso calc U . R 1 . .
C C3A 0.9123(3) 0.7759(3) 0.3463(2) 0.0341(9) Uani d . . . 1 . .
H H301 0.9117 0.845 0.3208 0.041 Uiso calc U . R 1 . .
H H302 0.9578 0.7463 0.3067 0.041 Uiso calc U . R 1 . .
C C3B 0.6148(3) 0.2292(3) 1.1322(2) 0.0375(9) Uani d . . . 1 . .
H H311 0.5722 0.2519 1.1774 0.045 Uiso calc U . R 1 . .
H H312 0.6241 0.1597 1.1535 0.045 Uiso calc U . R 1 . .
C C11A 0.7974(3) 0.7450(2) 0.3577(2) 0.0318(8) Uani d . . . 1 . .
C C11B 0.7256(3) 0.2692(3) 1.1136(2) 0.0379(9) Uani d . . . 1 . .
C C12A 0.7081(3) 0.8093(3) 0.3533(2) 0.0388(9) Uani d . . . 1 . .
H H12A 0.7196 0.8743 0.3419 0.047 Uiso calc U . R 1 . .
C C12B 0.7354(4) 0.3663(3) 1.0889(3) 0.0493(11) Uani d . . . 1 . .
H H12B 0.6712 0.4069 1.0826 0.059 Uiso calc U . R 1 . .
C C13A 0.6021(3) 0.7805(3) 0.3652(3) 0.0436(10) Uani d . . . 1 . .
H H13A 0.5421 0.8257 0.3617 0.052 Uiso calc U . R 1 . .
C C13B 0.8366(4) 0.4056(4) 1.0730(3) 0.0620(14) Uani d . . . 1 . .
H H13B 0.8412 0.472 1.0554 0.074 Uiso calc U . R 1 . .
C C14A 0.5836(3) 0.6859(3) 0.3821(2) 0.0413(10) Uani d . . . 1 . .
H H14A 0.5113 0.6663 0.3893 0.05 Uiso calc U . R 1 . .
C C14B 0.9297(4) 0.3473(5) 1.0830(3) 0.0724(17) Uani d . . . 1 . .
H H14B 0.9988 0.3735 1.0737 0.087 Uiso calc U . R 1 . .
C C15A 0.6707(3) 0.6211(3) 0.3884(2) 0.0416(10) Uani d . . . 1 . .
H H15A 0.6586 0.556 0.4014 0.05 Uiso calc U . R 1 . .
C C15B 0.9232(4) 0.2511(5) 1.1062(3) 0.0697(16) Uani d . . . 1 . .
H H15B 0.9878 0.2111 1.1129 0.084 Uiso calc U . R 1 . .
C C16A 0.7775(3) 0.6504(3) 0.3757(2) 0.0369(9) Uani d . . . 1 . .
H H16A 0.8372 0.6049 0.3794 0.044 Uiso calc U . R 1 . .
C C16B 0.8204(4) 0.2120(4) 1.1202(3) 0.0520(12) Uani d . . . 1 . .
H H16B 0.8164 0.1456 1.1343 0.062 Uiso calc U . R 1 . .
C C21A 0.7601(3) 0.8298(2) 0.6136(2) 0.0276(8) Uani d . . . 1 . .
C C21B 0.7269(3) 0.1979(2) 0.8512(2) 0.0267(8) Uani d . . . 1 . .
C C22A 0.7983(3) 0.8252(2) 0.6883(2) 0.0292(8) Uani d . . . 1 . .
C C22B 0.6817(3) 0.1978(2) 0.7801(2) 0.0286(8) Uani d . . . 1 . .
F F22A 0.89114(16) 0.76798(13) 0.70902(12) 0.0332(5) Uani d . . . 1 . .
F F22B 0.58216(15) 0.24597(13) 0.76714(12) 0.0324(5) Uani d . . . 1 . .
C C23A 0.7521(3) 0.8718(3) 0.7441(2) 0.0325(8) Uani d . . . 1 . .
C C23B 0.7269(3) 0.1529(2) 0.7226(2) 0.0292(8) Uani d . . . 1 . .
F F23A 0.7963(2) 0.86590(16) 0.81473(13) 0.0457(6) Uani d . . . 1 . .
F F23B 0.67759(18) 0.15551(15) 0.65494(13) 0.0398(5) Uani d . . . 1 . .
C C24A 0.6576(3) 0.9277(3) 0.7258(2) 0.0375(9) Uani d . . . 1 . .
C C24B 0.8249(3) 0.1011(2) 0.7361(2) 0.0315(8) Uani d . . . 1 . .
F F24A 0.60856(19) 0.97294(16) 0.78049(15) 0.0483(6) Uani d . . . 1 . .
F F24B 0.87252(18) 0.05568(15) 0.68122(14) 0.0414(5) Uani d . . . 1 . .
C C25A 0.6165(3) 0.9364(2) 0.6513(3) 0.0367(9) Uani d . . . 1 . .
C C25B 0.8736(3) 0.0964(2) 0.8066(2) 0.0305(8) Uani d . . . 1 . .
F F25A 0.52569(18) 0.99350(15) 0.63398(16) 0.0486(6) Uani d . . . 1 . .
F F25B 0.96769(17) 0.04378(15) 0.82054(14) 0.0423(6) Uani d . . . 1 . .
C C26A 0.6674(3) 0.8891(2) 0.5971(2) 0.0304(8) Uani d . . . 1 . .
C C26B 0.8240(3) 0.1435(2) 0.8623(2) 0.0319(8) Uani d . . . 1 . .
F F26A 0.62371(17) 0.90247(14) 0.52474(14) 0.0398(5) Uani d . . . 1 . .
F F26B 0.87464(16) 0.13747(16) 0.93006(13) 0.0411(5) Uani d . . . 1 . .
C C31A 0.7871(3) 0.6592(2) 0.5862(2) 0.0282(8) Uani d . . . 1 . .
C C31B 0.6803(3) 0.3679(2) 0.8770(2) 0.0298(8) Uani d . . . 1 . .
C C32A 0.8615(3) 0.5849(2) 0.6106(2) 0.0325(8) Uani d . . . 1 . .
C C32B 0.5930(3) 0.4305(3) 0.8567(2) 0.0358(9) Uani d . . . 1 . .
F F32A 0.96733(17) 0.60250(14) 0.61572(14) 0.0392(5) Uani d . . . 1 . .
F F32B 0.49181(17) 0.39704(14) 0.86126(15) 0.0437(6) Uani d . . . 1 . .
C C33A 0.8386(3) 0.4910(2) 0.6316(2) 0.0383(9) Uani d . . . 1 . .
C C33B 0.5987(3) 0.5272(3) 0.8296(3) 0.0417(10) Uani d . . . 1 . .
F F33A 0.9171(2) 0.42196(15) 0.65408(16) 0.0535(7) Uani d . . . 1 . .
F F33B 0.5088(2) 0.58387(15) 0.80916(17) 0.0582(7) Uani d . . . 1 . .
C C34A 0.7340(3) 0.4691(2) 0.6292(2) 0.0390(9) Uani d . . . 1 . .
C C34B 0.6968(4) 0.5648(3) 0.8232(3) 0.0452(10) Uani d . . . 1 . .
F F34A 0.7097(2) 0.37899(15) 0.64700(16) 0.0558(7) Uani d . . . 1 . .
F F34B 0.7040(2) 0.65905(16) 0.79946(18) 0.0659(8) Uani d . . . 1 . .
C C35A 0.6547(3) 0.5406(3) 0.6083(2) 0.0368(9) Uani d . . . 1 . .
C C35B 0.7877(3) 0.5061(3) 0.8419(3) 0.0420(10) Uani d . . . 1 . .
F F35A 0.55198(19) 0.51868(16) 0.60741(16) 0.0533(7) Uani d . . . 1 . .
F F35B 0.8855(2) 0.54299(19) 0.83381(19) 0.0668(8) Uani d . . . 1 . .
C C36A 0.6813(3) 0.6331(2) 0.5889(2) 0.0313(8) Uani d . . . 1 . .
C C36B 0.7790(3) 0.4103(3) 0.8667(2) 0.0374(9) Uani d . . . 1 . .
F F36A 0.60148(16) 0.69982(15) 0.56911(14) 0.0398(5) Uani d . . . 1 . .
F F36B 0.87058(17) 0.35477(16) 0.88331(15) 0.0469(6) Uani d . . . 1 . .
C C41A 1.1750(3) 0.8655(2) 0.6104(2) 0.0283(8) Uani d . . . 1 . .
C C41B 0.2261(3) 0.2674(3) 0.9070(2) 0.0321(8) Uani d . . . 1 . .
C C42A 1.2854(3) 0.8794(3) 0.6364(3) 0.0363(9) Uani d . . . 1 . .
H H42A 1.3062 0.9447 0.6073 0.044 Uiso calc U . R 1 . .
H H42B 1.2771 0.8715 0.6975 0.044 Uiso calc U . R 1 . .
C C42B 0.1205(3) 0.2198(3) 0.9099(3) 0.0415(10) Uani d . . . 1 . .
H H42C 0.0594 0.252 0.9371 0.05 Uiso calc U . R 1 . .
H H42D 0.1053 0.228 0.8517 0.05 Uiso calc U . R 1 . .
C C43A 1.3762(3) 0.8115(3) 0.6161(3) 0.0428(10) Uani d . . . 1 . .
H H43A 1.4441 0.8219 0.6362 0.051 Uiso calc U . R 1 . .
H H43B 1.3899 0.8228 0.5545 0.051 Uiso calc U . R 1 . .
C C43B 0.1239(3) 0.1149(3) 0.9569(3) 0.0471(11) Uani d . . . 1 . .
H H43C 0.133 0.1055 1.0165 0.057 Uiso calc U . R 1 . .
H H43D 0.0548 0.088 0.9544 0.057 Uiso calc U . R 1 . .
C C44A 1.3447(3) 0.7104(3) 0.6579(3) 0.0383(9) Uani d . . . 1 . .
H H44A 1.3381 0.6982 0.7196 0.046 Uiso calc U . R 1 . .
H H44B 1.4039 0.667 0.6425 0.046 Uiso calc U . R 1 . .
C C44B 0.2192(3) 0.0659(3) 0.9161(2) 0.0373(9) Uani d . . . 1 . .
H H44C 0.2076 0.0736 0.8572 0.045 Uiso calc U . R 1 . .
H H44D 0.2217 -0.0023 0.946 0.045 Uiso calc U . R 1 . .
C C45A 1.2376(3) 0.6889(2) 0.6334(2) 0.0311(8) Uani d . . . 1 . .
C C45B 0.3282(3) 0.1051(2) 0.9176(2) 0.0279(8) Uani d . . . 1 . .
C C46A 1.0831(3) 0.9192(2) 0.6500(2) 0.0361(9) Uani d . . . 1 . .
H H46A 1.015 0.9159 0.6277 0.054 Uiso calc U . R 1 . .
H H46B 1.1007 0.9851 0.6369 0.054 Uiso calc U . R 1 . .
H H46C 1.0746 0.891 0.711 0.054 Uiso calc U . R 1 . .
C C46B 0.2378(3) 0.2838(3) 0.9909(2) 0.0392(9) Uani d . . . 1 . .
H H46D 0.2294 0.2245 1.0359 0.059 Uiso calc U . R 1 . .
H H46E 0.1815 0.3308 1.0018 0.059 Uiso calc U . R 1 . .
H H46F 0.3101 0.3065 0.9888 0.059 Uiso calc U . R 1 . .
C C47A 1.1757(3) 0.9010(2) 0.5148(2) 0.0358(9) Uani d . . . 1 . .
H H47A 1.2433 0.8778 0.488 0.054 Uiso calc U . R 1 . .
H H47B 1.1711 0.97 0.4967 0.054 Uiso calc U . R 1 . .
H H47C 1.113 0.8779 0.4985 0.054 Uiso calc U . R 1 . .
C C47B 0.2252(3) 0.3627(3) 0.8410(2) 0.0416(10) Uani d . . . 1 . .
H H47D 0.2893 0.3957 0.8426 0.062 Uiso calc U . R 1 . .
H H47E 0.1588 0.4002 0.8525 0.062 Uiso calc U . R 1 . .
H H47F 0.2269 0.3537 0.7854 0.062 Uiso calc U . R 1 . .
C C48A 1.2514(3) 0.6794(3) 0.5447(2) 0.0414(10) Uani d . . . 1 . .
H H48A 1.1802 0.6718 0.5291 0.062 Uiso calc U . R 1 . .
H H48B 1.3003 0.6243 0.5424 0.062 Uiso calc U . R 1 . .
H H48C 1.2827 0.7362 0.5054 0.062 Uiso calc U . R 1 . .
C C48B 0.4170(3) 0.0665(2) 0.8632(2) 0.0341(9) Uani d . . . 1 . .
H H48D 0.4003 0.0873 0.8049 0.051 Uiso calc U . R 1 . .
H H48E 0.4209 -0.0025 0.8831 0.051 Uiso calc U . R 1 . .
H H48F 0.4873 0.0896 0.8665 0.051 Uiso calc U . R 1 . .
C C49A 1.1998(3) 0.5953(2) 0.6950(2) 0.0388(9) Uani d . . . 1 . .
H H49A 1.186 0.6017 0.7519 0.058 Uiso calc U . R 1 . .
H H49B 1.2567 0.5453 0.6934 0.058 Uiso calc U . R 1 . .
H H49C 1.1326 0.5794 0.6788 0.058 Uiso calc U . R 1 . .
C C49B 0.3580(3) 0.0757(2) 1.0081(2) 0.0305(8) Uani d . . . 1 . .
H H49D 0.4215 0.1088 1.0105 0.046 Uiso calc U . R 1 . .
H H49E 0.3753 0.0076 1.0261 0.046 Uiso calc U . R 1 . .
H H49F 0.2962 0.0918 1.0453 0.046 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1A C1A . 1.430(5) ?
B1A C31A . 1.604(5) ?
B1A C21A . 1.608(6) ?
B1A Li1A . 2.496(7) ?
B1B C1B . 1.439(5) ?
B1B C21B . 1.584(6) ?
B1B C31B . 1.611(5) ?
B1B Li1B . 2.502(7) ?
C1A C2A . 1.517(5) ?
C1A Li1A . 2.333(7) ?
C1A H1A . 0.95 ?
C1B C2B . 1.506(5) ?
C1B Li1B . 2.378(7) ?
C1B H1B . 0.95 ?
Li1A N1A . 2.034(7) ?
Li1A F32A . 2.124(7) ?
Li1A F22A . 2.178(7) ?
Li1B F32B . 2.043(6) ?
Li1B N1B . 2.055(7) ?
Li1B F22B . 2.295(7) ?
N1A C45A . 1.505(5) ?
N1A C41A . 1.521(4) ?
N1A H1 . 0.83(4) ?
N1B C41B . 1.506(5) ?
N1B C45B . 1.512(4) ?
N1B H2 . 0.84(4) ?
C2A C3A . 1.548(5) ?
C2A H201 . 0.99 ?
C2A H202 . 0.99 ?
C2B C3B . 1.548(5) ?
C2B H211 . 0.99 ?
C2B H212 . 0.99 ?
C3A C11A . 1.509(5) ?
C3A H301 . 0.99 ?
C3A H302 . 0.99 ?
C3B C11B . 1.506(5) ?
C3B H311 . 0.99 ?
C3B H312 . 0.99 ?
C11A C12A . 1.387(5) ?
C11A C16A . 1.390(5) ?
C11B C16B . 1.381(6) ?
C11B C12B . 1.394(6) ?
C12A C13A . 1.392(5) ?
C12A H12A . 0.95 ?
C12B C13B . 1.394(6) ?
C12B H12B . 0.95 ?
C13A C14A . 1.387(6) ?
C13A H13A . 0.95 ?
C13B C14B . 1.374(8) ?
C13B H13B . 0.95 ?
C14A C15A . 1.372(6) ?
C14A H14A . 0.95 ?
C14B C15B . 1.375(8) ?
C14B H14B . 0.95 ?
C15A C16A . 1.403(5) ?
C15A H15A . 0.95 ?
C15B C16B . 1.414(7) ?
C15B H15B . 0.95 ?
C16A H16A . 0.95 ?
C16B H16B . 0.95 ?
C21A C22A . 1.381(5) ?
C21A C26A . 1.387(5) ?
C21B C22B . 1.385(5) ?
C21B C26B . 1.387(5) ?
C22A C23A . 1.363(5) ?
C22A F22A . 1.384(4) ?
C22B C23B . 1.365(5) ?
C22B F22B . 1.377(4) ?
C23A F23A . 1.348(4) ?
C23A C24A . 1.385(5) ?
C23B F23B . 1.350(4) ?
C23B C24B . 1.384(5) ?
C24A F24A . 1.344(4) ?
C24A C25A . 1.380(6) ?
C24B F24B . 1.344(4) ?
C24B C25B . 1.380(5) ?
C25A F25A . 1.354(4) ?
C25A C26A . 1.367(6) ?
C25B F25B . 1.349(4) ?
C25B C26B . 1.378(5) ?
C26A F26A . 1.350(4) ?
C26B F26B . 1.349(4) ?
C31A C32A . 1.372(5) ?
C31A C36A . 1.395(5) ?
C31B C32B . 1.370(5) ?
C31B C36B . 1.397(5) ?
C32A F32A . 1.380(4) ?
C32A C33A . 1.384(5) ?
C32B F32B . 1.377(4) ?
C32B C33B . 1.382(5) ?
C33A F33A . 1.351(4) ?
C33A C34A . 1.375(6) ?
C33B F33B . 1.351(5) ?
C33B C34B . 1.365(6) ?
C34A F34A . 1.341(4) ?
C34A C35A . 1.376(6) ?
C34B F34B . 1.350(4) ?
C34B C35B . 1.369(6) ?
C35A F35A . 1.347(4) ?
C35A C36A . 1.380(5) ?
C35B F35B . 1.352(4) ?
C35B C36B . 1.373(5) ?
C36A F36A . 1.335(4) ?
C36B F36B . 1.349(4) ?
C41A C46A . 1.523(5) ?
C41A C47A . 1.533(5) ?
C41A C42A . 1.542(5) ?
C41B C47B . 1.520(5) ?
C41B C46B . 1.527(5) ?
C41B C42B . 1.536(5) ?
C42A C43A . 1.514(5) ?
C42A H42A . 0.99 ?
C42A H42B . 0.99 ?
C42B C43B . 1.526(5) ?
C42B H42C . 0.99 ?
C42B H42D . 0.99 ?
C43A C44A . 1.524(5) ?
C43A H43A . 0.99 ?
C43A H43B . 0.99 ?
C43B C44B . 1.520(6) ?
C43B H43C . 0.99 ?
C43B H43D . 0.99 ?
C44A C45A . 1.529(5) ?
C44A H44A . 0.99 ?
C44A H44B . 0.99 ?
C44B C45B . 1.528(5) ?
C44B H44C . 0.99 ?
C44B H44D . 0.99 ?
C45A C48A . 1.524(5) ?
C45A C49A . 1.539(5) ?
C45B C48B . 1.516(5) ?
C45B C49B . 1.537(5) ?
C46A H46A . 0.98 ?
C46A H46B . 0.98 ?
C46A H46C . 0.98 ?
C46B H46D . 0.98 ?
C46B H46E . 0.98 ?
C46B H46F . 0.98 ?
C47A H47A . 0.98 ?
C47A H47B . 0.98 ?
C47A H47C . 0.98 ?
C47B H47D . 0.98 ?
C47B H47E . 0.98 ?
C47B H47F . 0.98 ?
C48A H48A . 0.98 ?
C48A H48B . 0.98 ?
C48A H48C . 0.98 ?
C48B H48D . 0.98 ?
C48B H48E . 0.98 ?
C48B H48F . 0.98 ?
C49A H49A . 0.98 ?
C49A H49B . 0.98 ?
C49A H49C . 0.98 ?
C49B H49D . 0.98 ?
C49B H49E . 0.98 ?
C49B H49F . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1A B1A C31A . . 122.7(4) ?
C1A B1A C21A . . 122.7(3) ?
C31A B1A C21A . . 114.2(3) ?
C1A B1A Li1A . . 66.6(2) ?
C31A B1A Li1A . . 98.8(3) ?
C21A B1A Li1A . . 99.7(3) ?
C1B B1B C21B . . 122.4(3) ?
C1B B1B C31B . . 122.4(4) ?
C21B B1B C31B . . 114.9(3) ?
C1B B1B Li1B . . 68.2(3) ?
C21B B1B Li1B . . 100.3(3) ?
C31B B1B Li1B . . 97.1(3) ?
B1A C1A C2A . . 127.8(3) ?
B1A C1A Li1A . . 79.1(3) ?
C2A C1A Li1A . . 102.5(3) ?
B1A C1A H1A . . 116.1 ?
C2A C1A H1A . . 116.1 ?
Li1A C1A H1A . . 88.2 ?
B1B C1B C2B . . 129.1(3) ?
B1B C1B Li1B . . 77.6(3) ?
C2B C1B Li1B . . 103.2(3) ?
B1B C1B H1B . . 115.5 ?
C2B C1B H1B . . 115.5 ?
Li1B C1B H1B . . 89.0 ?
N1A Li1A F32A . . 119.0(3) ?
N1A Li1A F22A . . 100.3(3) ?
F32A Li1A F22A . . 100.1(3) ?
N1A Li1A C1A . . 138.5(3) ?
F32A Li1A C1A . . 90.0(3) ?
F22A Li1A C1A . . 103.0(3) ?
N1A Li1A B1A . . 163.4(3) ?
F32A Li1A B1A . . 77.7(2) ?
F22A Li1A B1A . . 74.1(2) ?
C1A Li1A B1A . . 34.24(15) ?
F32B Li1B N1B . . 118.7(3) ?
F32B Li1B F22B . . 93.3(3) ?
N1B Li1B F22B . . 106.6(3) ?
F32B Li1B C1B . . 94.1(3) ?
N1B Li1B C1B . . 134.2(3) ?
F22B Li1B C1B . . 102.0(3) ?
F32B Li1B B1B . . 79.3(2) ?
N1B Li1B B1B . . 161.9(3) ?
F22B Li1B B1B . . 72.3(2) ?
C1B Li1B B1B . . 34.17(15) ?
C45A N1A C41A . . 118.5(3) ?
C45A N1A Li1A . . 113.7(3) ?
C41A N1A Li1A . . 111.4(3) ?
C45A N1A H1 . . 103.(3) ?
C41A N1A H1 . . 104.(3) ?
Li1A N1A H1 . . 104.(3) ?
C41B N1B C45B . . 118.2(3) ?
C41B N1B Li1B . . 116.7(3) ?
C45B N1B Li1B . . 108.0(3) ?
C41B N1B H2 . . 107.(3) ?
C45B N1B H2 . . 101.(3) ?
Li1B N1B H2 . . 104.(3) ?
C1A C2A C3A . . 112.5(3) ?
C1A C2A H201 . . 109.1 ?
C3A C2A H201 . . 109.1 ?
C1A C2A H202 . . 109.1 ?
C3A C2A H202 . . 109.1 ?
H201 C2A H202 . . 107.8 ?
C1B C2B C3B . . 112.1(3) ?
C1B C2B H211 . . 109.2 ?
C3B C2B H211 . . 109.2 ?
C1B C2B H212 . . 109.2 ?
C3B C2B H212 . . 109.2 ?
H211 C2B H212 . . 107.9 ?
C11A C3A C2A . . 113.2(3) ?
C11A C3A H301 . . 108.9 ?
C2A C3A H301 . . 108.9 ?
C11A C3A H302 . . 108.9 ?
C2A C3A H302 . . 108.9 ?
H301 C3A H302 . . 107.7 ?
C11B C3B C2B . . 114.1(3) ?
C11B C3B H311 . . 108.7 ?
C2B C3B H311 . . 108.7 ?
C11B C3B H312 . . 108.7 ?
C2B C3B H312 . . 108.7 ?
H311 C3B H312 . . 107.6 ?
C12A C11A C16A . . 117.8(3) ?
C12A C11A C3A . . 121.4(3) ?
C16A C11A C3A . . 120.8(3) ?
C16B C11B C12B . . 117.8(4) ?
C16B C11B C3B . . 121.7(4) ?
C12B C11B C3B . . 120.5(4) ?
C11A C12A C13A . . 121.3(4) ?
C11A C12A H12A . . 119.4 ?
C13A C12A H12A . . 119.4 ?
C13B C12B C11B . . 121.9(5) ?
C13B C12B H12B . . 119.1 ?
C11B C12B H12B . . 119.1 ?
C14A C13A C12A . . 120.2(4) ?
C14A C13A H13A . . 119.9 ?
C12A C13A H13A . . 119.9 ?
C14B C13B C12B . . 119.4(5) ?
C14B C13B H13B . . 120.3 ?
C12B C13B H13B . . 120.3 ?
C15A C14A C13A . . 119.4(4) ?
C15A C14A H14A . . 120.3 ?
C13A C14A H14A . . 120.3 ?
C13B C14B C15B . . 120.3(5) ?
C13B C14B H14B . . 119.8 ?
C15B C14B H14B . . 119.8 ?
C14A C15A C16A . . 120.3(4) ?
C14A C15A H15A . . 119.9 ?
C16A C15A H15A . . 119.9 ?
C14B C15B C16B . . 119.9(5) ?
C14B C15B H15B . . 120.0 ?
C16B C15B H15B . . 120.0 ?
C11A C16A C15A . . 121.0(4) ?
C11A C16A H16A . . 119.5 ?
C15A C16A H16A . . 119.5 ?
C11B C16B C15B . . 120.7(5) ?
C11B C16B H16B . . 119.7 ?
C15B C16B H16B . . 119.7 ?
C22A C21A C26A . . 114.1(3) ?
C22A C21A B1A . . 119.8(3) ?
C26A C21A B1A . . 126.1(3) ?
C22B C21B C26B . . 113.7(3) ?
C22B C21B B1B . . 121.0(3) ?
C26B C21B B1B . . 125.2(3) ?
C23A C22A C21A . . 125.6(3) ?
C23A C22A F22A . . 116.8(3) ?
C21A C22A F22A . . 117.6(3) ?
C23B C22B F22B . . 117.3(3) ?
C23B C22B C21B . . 125.4(3) ?
F22B C22B C21B . . 117.3(3) ?
C22A F22A Li1A . . 117.5(2) ?
C22B F22B Li1B . . 114.9(2) ?
F23A C23A C22A . . 122.1(3) ?
F23A C23A C24A . . 120.0(4) ?
C22A C23A C24A . . 117.9(4) ?
F23B C23B C22B . . 122.1(3) ?
F23B C23B C24B . . 119.6(3) ?
C22B C23B C24B . . 118.2(3) ?
F24A C24A C25A . . 121.4(4) ?
F24A C24A C23A . . 119.4(4) ?
C25A C24A C23A . . 119.2(4) ?
F24B C24B C25B . . 120.1(3) ?
F24B C24B C23B . . 120.4(3) ?
C25B C24B C23B . . 119.5(4) ?
F25A C25A C26A . . 121.8(4) ?
F25A C25A C24A . . 117.9(4) ?
C26A C25A C24A . . 120.3(3) ?
F25B C25B C26B . . 121.3(3) ?
F25B C25B C24B . . 119.2(3) ?
C26B C25B C24B . . 119.5(3) ?
F26A C26A C25A . . 116.9(3) ?
F26A C26A C21A . . 120.2(3) ?
C25A C26A C21A . . 122.9(3) ?
F26B C26B C25B . . 117.6(3) ?
F26B C26B C21B . . 118.9(3) ?
C25B C26B C21B . . 123.5(3) ?
C32A C31A C36A . . 114.2(3) ?
C32A C31A B1A . . 122.4(3) ?
C36A C31A B1A . . 123.4(3) ?
C32B C31B C36B . . 113.9(3) ?
C32B C31B B1B . . 122.8(3) ?
C36B C31B B1B . . 123.3(3) ?
C31A C32A F32A . . 119.2(3) ?
C31A C32A C33A . . 124.7(3) ?
F32A C32A C33A . . 116.1(3) ?
C31B C32B F32B . . 119.4(3) ?
C31B C32B C33B . . 124.5(4) ?
F32B C32B C33B . . 116.2(3) ?
C32A F32A Li1A . . 119.1(3) ?
C32B F32B Li1B . . 120.4(3) ?
F33A C33A C34A . . 120.4(3) ?
F33A C33A C32A . . 120.9(4) ?
C34A C33A C32A . . 118.7(4) ?
F33B C33B C34B . . 120.3(3) ?
F33B C33B C32B . . 120.6(4) ?
C34B C33B C32B . . 119.0(4) ?
F34A C34A C33A . . 120.2(4) ?
F34A C34A C35A . . 120.4(4) ?
C33A C34A C35A . . 119.3(3) ?
F34B C34B C33B . . 120.2(4) ?
F34B C34B C35B . . 120.3(4) ?
C33B C34B C35B . . 119.5(3) ?
F35A C35A C34A . . 119.1(3) ?
F35A C35A C36A . . 121.1(4) ?
C34A C35A C36A . . 119.8(3) ?
F35B C35B C34B . . 119.7(3) ?
F35B C35B C36B . . 120.6(4) ?
C34B C35B C36B . . 119.7(4) ?
F36A C36A C35A . . 117.5(3) ?
F36A C36A C31A . . 119.3(3) ?
C35A C36A C31A . . 123.1(3) ?
F36B C36B C35B . . 118.0(3) ?
F36B C36B C31B . . 118.6(3) ?
C35B C36B C31B . . 123.4(4) ?
N1A C41A C46A . . 106.2(3) ?
N1A C41A C47A . . 110.2(3) ?
C46A C41A C47A . . 108.5(3) ?
N1A C41A C42A . . 110.7(3) ?
C46A C41A C42A . . 110.4(3) ?
C47A C41A C42A . . 110.7(3) ?
N1B C41B C47B . . 106.4(3) ?
N1B C41B C46B . . 109.9(3) ?
C47B C41B C46B . . 107.7(3) ?
N1B C41B C42B . . 111.3(3) ?
C47B C41B C42B . . 109.3(3) ?
C46B C41B C42B . . 112.0(3) ?
C43A C42A C41A . . 113.2(3) ?
C43A C42A H42A . . 108.9 ?
C41A C42A H42A . . 108.9 ?
C43A C42A H42B . . 108.9 ?
C41A C42A H42B . . 108.9 ?
H42A C42A H42B . . 107.7 ?
C43B C42B C41B . . 114.0(3) ?
C43B C42B H42C . . 108.7 ?
C41B C42B H42C . . 108.7 ?
C43B C42B H42D . . 108.7 ?
C41B C42B H42D . . 108.7 ?
H42C C42B H42D . . 107.6 ?
C42A C43A C44A . . 110.0(3) ?
C42A C43A H43A . . 109.7 ?
C44A C43A H43A . . 109.7 ?
C42A C43A H43B . . 109.7 ?
C44A C43A H43B . . 109.7 ?
H43A C43A H43B . . 108.2 ?
C44B C43B C42B . . 108.6(3) ?
C44B C43B H43C . . 110.0 ?
C42B C43B H43C . . 110.0 ?
C44B C43B H43D . . 110.0 ?
C42B C43B H43D . . 110.0 ?
H43C C43B H43D . . 108.3 ?
C43A C44A C45A . . 113.4(3) ?
C43A C44A H44A . . 108.9 ?
C45A C44A H44A . . 108.9 ?
C43A C44A H44B . . 108.9 ?
C45A C44A H44B . . 108.9 ?
H44A C44A H44B . . 107.7 ?
C43B C44B C45B . . 112.2(3) ?
C43B C44B H44C . . 109.2 ?
C45B C44B H44C . . 109.2 ?
C43B C44B H44D . . 109.2 ?
C45B C44B H44D . . 109.2 ?
H44C C44B H44D . . 107.9 ?
N1A C45A C48A . . 110.4(3) ?
N1A C45A C44A . . 111.3(3) ?
C48A C45A C44A . . 111.7(3) ?
N1A C45A C49A . . 106.2(3) ?
C48A C45A C49A . . 108.6(3) ?
C44A C45A C49A . . 108.5(3) ?
N1B C45B C48B . . 106.2(3) ?
N1B C45B C44B . . 111.4(3) ?
C48B C45B C44B . . 109.9(3) ?
N1B C45B C49B . . 110.8(3) ?
C48B C45B C49B . . 108.9(3) ?
C44B C45B C49B . . 109.5(3) ?
C41A C46A H46A . . 109.5 ?
C41A C46A H46B . . 109.5 ?
H46A C46A H46B . . 109.5 ?
C41A C46A H46C . . 109.5 ?
H46A C46A H46C . . 109.5 ?
H46B C46A H46C . . 109.5 ?
C41B C46B H46D . . 109.5 ?
C41B C46B H46E . . 109.5 ?
H46D C46B H46E . . 109.5 ?
C41B C46B H46F . . 109.5 ?
H46D C46B H46F . . 109.5 ?
H46E C46B H46F . . 109.5 ?
C41A C47A H47A . . 109.5 ?
C41A C47A H47B . . 109.5 ?
H47A C47A H47B . . 109.5 ?
C41A C47A H47C . . 109.5 ?
H47A C47A H47C . . 109.5 ?
H47B C47A H47C . . 109.5 ?
C41B C47B H47D . . 109.5 ?
C41B C47B H47E . . 109.5 ?
H47D C47B H47E . . 109.5 ?
C41B C47B H47F . . 109.5 ?
H47D C47B H47F . . 109.5 ?
H47E C47B H47F . . 109.5 ?
C45A C48A H48A . . 109.5 ?
C45A C48A H48B . . 109.5 ?
H48A C48A H48B . . 109.5 ?
C45A C48A H48C . . 109.5 ?
H48A C48A H48C . . 109.5 ?
H48B C48A H48C . . 109.5 ?
C45B C48B H48D . . 109.5 ?
C45B C48B H48E . . 109.5 ?
H48D C48B H48E . . 109.5 ?
C45B C48B H48F . . 109.5 ?
H48D C48B H48F . . 109.5 ?
H48E C48B H48F . . 109.5 ?
C45A C49A H49A . . 109.5 ?
C45A C49A H49B . . 109.5 ?
H49A C49A H49B . . 109.5 ?
C45A C49A H49C . . 109.5 ?
H49A C49A H49C . . 109.5 ?
H49B C49A H49C . . 109.5 ?
C45B C49B H49D . . 109.5 ?
C45B C49B H49E . . 109.5 ?
H49D C49B H49E . . 109.5 ?
C45B C49B H49F . . 109.5 ?
H49D C49B H49F . . 109.5 ?
H49E C49B H49F . . 109.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C31A B1A C1A C2A . . . . 12.0(6) ?
C21A B1A C1A C2A . . . . -176.0(3) ?
Li1A B1A C1A C2A . . . . 97.4(4) ?
C31A B1A C1A Li1A . . . . -85.4(4) ?
C21A B1A C1A Li1A . . . . 86.6(4) ?
C21B B1B C1B C2B . . . . 174.4(3) ?
C31B B1B C1B C2B . . . . -12.7(6) ?
Li1B B1B C1B C2B . . . . -97.1(4) ?
C21B B1B C1B Li1B . . . . -88.5(4) ?
C31B B1B C1B Li1B . . . . 84.4(4) ?
B1A C1A C2A C3A . . . . 93.1(4) ?
Li1A C1A C2A C3A . . . . 178.9(3) ?
B1B C1B C2B C3B . . . . -99.5(4) ?
Li1B C1B C2B C3B . . . . 175.8(3) ?
C1A C2A C3A C11A . . . . -64.1(4) ?
C1B C2B C3B C11B . . . . 65.5(4) ?
C2A C3A C11A C12A . . . . 105.9(4) ?
C2A C3A C11A C16A . . . . -72.1(5) ?
C2B C3B C11B C16B . . . . -116.5(4) ?
C2B C3B C11B C12B . . . . 63.4(5) ?
C16A C11A C12A C13A . . . . -0.9(6) ?
C3A C11A C12A C13A . . . . -178.9(3) ?
C16B C11B C12B C13B . . . . -1.5(6) ?
C3B C11B C12B C13B . . . . 178.6(4) ?
C11A C12A C13A C14A . . . . 0.2(6) ?
C11B C12B C13B C14B . . . . -0.9(7) ?
C12A C13A C14A C15A . . . . 1.1(6) ?
C12B C13B C14B C15B . . . . 1.7(8) ?
C13A C14A C15A C16A . . . . -1.6(6) ?
C13B C14B C15B C16B . . . . -0.2(8) ?
C12A C11A C16A C15A . . . . 0.4(6) ?
C3A C11A C16A C15A . . . . 178.4(3) ?
C14A C15A C16A C11A . . . . 0.9(6) ?
C12B C11B C16B C15B . . . . 3.0(6) ?
C3B C11B C16B C15B . . . . -177.0(4) ?
C14B C15B C16B C11B . . . . -2.3(7) ?
C1A B1A C21A C22A . . . . -91.9(4) ?
C31A B1A C21A C22A . . . . 80.8(4) ?
Li1A B1A C21A C22A . . . . -23.5(4) ?
C1A B1A C21A C26A . . . . 90.5(5) ?
C31A B1A C21A C26A . . . . -96.9(4) ?
Li1A B1A C21A C26A . . . . 158.8(3) ?
C1B B1B C21B C22B . . . . 98.2(4) ?
C31B B1B C21B C22B . . . . -75.2(4) ?
Li1B B1B C21B C22B . . . . 27.6(4) ?
C1B B1B C21B C26B . . . . -81.6(5) ?
C31B B1B C21B C26B . . . . 105.0(4) ?
Li1B B1B C21B C26B . . . . -152.2(3) ?
C26A C21A C22A C23A . . . . 0.9(5) ?
B1A C21A C22A C23A . . . . -177.0(3) ?
C26A C21A C22A F22A . . . . -179.6(3) ?
B1A C21A C22A F22A . . . . 2.5(4) ?
C26B C21B C22B C23B . . . . -2.5(5) ?
B1B C21B C22B C23B . . . . 177.7(3) ?
C26B C21B C22B F22B . . . . 176.5(3) ?
B1B C21B C22B F22B . . . . -3.3(4) ?
C23A C22A F22A Li1A . . . . -154.2(3) ?
C21A C22A F22A Li1A . . . . 26.2(4) ?
C23B C22B F22B Li1B . . . . 151.1(3) ?
C21B C22B F22B Li1B . . . . -28.0(4) ?
C21A C22A C23A F23A . . . . -177.9(3) ?
F22A C22A C23A F23A . . . . 2.6(5) ?
C21A C22A C23A C24A . . . . 1.1(5) ?
F22A C22A C23A C24A . . . . -178.5(3) ?
F22B C22B C23B F23B . . . . 0.5(5) ?
C21B C22B C23B F23B . . . . 179.6(3) ?
F22B C22B C23B C24B . . . . -177.6(3) ?
C21B C22B C23B C24B . . . . 1.4(5) ?
F23A C23A C24A F24A . . . . -2.5(5) ?
C22A C23A C24A F24A . . . . 178.5(3) ?
F23A C23A C24A C25A . . . . 176.9(3) ?
C22A C23A C24A C25A . . . . -2.1(5) ?
F23B C23B C24B F24B . . . . 1.8(5) ?
C22B C23B C24B F24B . . . . 180.0(3) ?
F23B C23B C24B C25B . . . . -178.2(3) ?
C22B C23B C24B C25B . . . . 0.0(5) ?
F24A C24A C25A F25A . . . . 1.1(5) ?
C23A C24A C25A F25A . . . . -178.2(3) ?
F24A C24A C25A C26A . . . . -179.5(3) ?
C23A C24A C25A C26A . . . . 1.1(5) ?
F24B C24B C25B F25B . . . . -1.7(5) ?
C23B C24B C25B F25B . . . . 178.3(3) ?
F24B C24B C25B C26B . . . . 179.8(3) ?
C23B C24B C25B C26B . . . . -0.1(5) ?
F25A C25A C26A F26A . . . . 0.6(5) ?
C24A C25A C26A F26A . . . . -178.7(3) ?
F25A C25A C26A C21A . . . . -179.6(3) ?
C24A C25A C26A C21A . . . . 1.0(5) ?
C22A C21A C26A F26A . . . . 177.8(3) ?
B1A C21A C26A F26A . . . . -4.4(5) ?
C22A C21A C26A C25A . . . . -2.0(5) ?
B1A C21A C26A C25A . . . . 175.8(3) ?
F25B C25B C26B F26B . . . . 2.0(5) ?
C24B C25B C26B F26B . . . . -179.7(3) ?
F25B C25B C26B C21B . . . . -179.4(3) ?
C24B C25B C26B C21B . . . . -1.1(5) ?
C22B C21B C26B F26B . . . . -179.2(3) ?
B1B C21B C26B F26B . . . . 0.6(5) ?
C22B C21B C26B C25B . . . . 2.2(5) ?
B1B C21B C26B C25B . . . . -177.9(3) ?
C1A B1A C31A C32A . . . . 53.9(5) ?
C21A B1A C31A C32A . . . . -118.8(4) ?
Li1A B1A C31A C32A . . . . -13.9(4) ?
C1A B1A C31A C36A . . . . -125.4(4) ?
C21A B1A C31A C36A . . . . 62.0(4) ?
Li1A B1A C31A C36A . . . . 166.8(3) ?
C1B B1B C31B C32B . . . . -59.7(5) ?
C21B B1B C31B C32B . . . . 113.7(4) ?
Li1B B1B C31B C32B . . . . 8.9(4) ?
C1B B1B C31B C36B . . . . 118.6(4) ?
C21B B1B C31B C36B . . . . -68.0(5) ?
Li1B B1B C31B C36B . . . . -172.8(4) ?
C36A C31A C32A F32A . . . . -175.8(3) ?
B1A C31A C32A F32A . . . . 4.9(6) ?
C36A C31A C32A C33A . . . . 3.8(6) ?
B1A C31A C32A C33A . . . . -175.5(4) ?
C36B C31B C32B F32B . . . . 177.6(3) ?
B1B C31B C32B F32B . . . . -4.0(6) ?
C36B C31B C32B C33B . . . . -1.0(6) ?
B1B C31B C32B C33B . . . . 177.5(4) ?
C31A C32A F32A Li1A . . . . 10.5(5) ?
C33A C32A F32A Li1A . . . . -169.1(3) ?
C31B C32B F32B Li1B . . . . -5.8(5) ?
C33B C32B F32B Li1B . . . . 172.8(4) ?
C31A C32A C33A F33A . . . . 179.2(4) ?
F32A C32A C33A F33A . . . . -1.2(6) ?
C31A C32A C33A C34A . . . . -0.8(6) ?
F32A C32A C33A C34A . . . . 178.8(3) ?
C31B C32B C33B F33B . . . . 178.5(4) ?
F32B C32B C33B F33B . . . . 0.0(6) ?
C31B C32B C33B C34B . . . . -1.0(7) ?
F32B C32B C33B C34B . . . . -179.6(4) ?
F33A C33A C34A F34A . . . . -1.8(6) ?
C32A C33A C34A F34A . . . . 178.2(4) ?
F33A C33A C34A C35A . . . . 178.2(4) ?
C32A C33A C34A C35A . . . . -1.7(6) ?
F33B C33B C34B F34B . . . . 2.6(6) ?
C32B C33B C34B F34B . . . . -177.9(4) ?
F33B C33B C34B C35B . . . . -178.1(4) ?
C32B C33B C34B C35B . . . . 1.5(7) ?
F34A C34A C35A F35A . . . . 1.1(6) ?
C33A C34A C35A F35A . . . . -179.0(4) ?
F34A C34A C35A C36A . . . . -179.0(3) ?
C33A C34A C35A C36A . . . . 1.0(6) ?
F34B C34B C35B F35B . . . . -2.1(7) ?
C33B C34B C35B F35B . . . . 178.5(4) ?
F34B C34B C35B C36B . . . . 179.4(4) ?
C33B C34B C35B C36B . . . . 0.0(7) ?
F35A C35A C36A F36A . . . . 0.0(5) ?
C34A C35A C36A F36A . . . . -180.0(4) ?
F35A C35A C36A C31A . . . . -177.7(3) ?
C34A C35A C36A C31A . . . . 2.4(6) ?
C32A C31A C36A F36A . . . . 177.8(3) ?
B1A C31A C36A F36A . . . . -2.9(5) ?
C32A C31A C36A C35A . . . . -4.5(5) ?
B1A C31A C36A C35A . . . . 174.8(4) ?
F35B C35B C36B F36B . . . . 0.5(6) ?
C34B C35B C36B F36B . . . . 179.0(4) ?
F35B C35B C36B C31B . . . . 179.4(4) ?
C34B C35B C36B C31B . . . . -2.2(7) ?
C32B C31B C36B F36B . . . . -178.6(4) ?
B1B C31B C36B F36B . . . . 3.0(6) ?
C32B C31B C36B C35B . . . . 2.5(6) ?
B1B C31B C36B C35B . . . . -175.9(4) ?
C45A N1A C41A C46A . . . . -163.8(3) ?
Li1A N1A C41A C46A . . . . 61.5(4) ?
C45A N1A C41A C47A . . . . 78.9(4) ?
Li1A N1A C41A C47A . . . . -55.8(4) ?
C45A N1A C41A C42A . . . . -43.9(4) ?
Li1A N1A C41A C42A . . . . -178.6(3) ?
C45B N1B C41B C47B . . . . -160.7(3) ?
Li1B N1B C41B C47B . . . . 67.8(4) ?
C45B N1B C41B C46B . . . . 82.9(4) ?
Li1B N1B C41B C46B . . . . -48.6(4) ?
C45B N1B C41B C42B . . . . -41.7(4) ?
Li1B N1B C41B C42B . . . . -173.2(3) ?
N1A C41A C42A C43A . . . . 49.7(4) ?
C46A C41A C42A C43A . . . . 166.9(3) ?
C47A C41A C42A C43A . . . . -72.9(4) ?
N1B C41B C42B C43B . . . . 48.0(4) ?
C47B C41B C42B C43B . . . . 165.3(4) ?
C46B C41B C42B C43B . . . . -75.4(4) ?
C41A C42A C43A C44A . . . . -56.9(4) ?
C41B C42B C43B C44B . . . . -57.3(5) ?
C42A C43A C44A C45A . . . . 56.8(5) ?
C42B C43B C44B C45B . . . . 59.2(4) ?
C41A N1A C45A C48A . . . . -80.7(4) ?
Li1A N1A C45A C48A . . . . 53.0(4) ?
C41A N1A C45A C44A . . . . 43.9(4) ?
Li1A N1A C45A C44A . . . . 177.6(3) ?
C41A N1A C45A C49A . . . . 161.8(3) ?
Li1A N1A C45A C49A . . . . -64.5(4) ?
C43A C44A C45A N1A . . . . -49.4(4) ?
C43A C44A C45A C48A . . . . 74.5(4) ?
C43A C44A C45A C49A . . . . -165.8(3) ?
C41B N1B C45B C48B . . . . 164.0(3) ?
Li1B N1B C45B C48B . . . . -60.7(4) ?
C41B N1B C45B C44B . . . . 44.4(4) ?
Li1B N1B C45B C44B . . . . 179.7(3) ?
C41B N1B C45B C49B . . . . -77.8(4) ?
Li1B N1B C45B C49B . . . . 57.5(4) ?
C43B C44B C45B N1B . . . . -52.6(4) ?
C43B C44B C45B C48B . . . . -170.0(3) ?
C43B C44B C45B C49B . . . . 70.4(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_erk8042
_database_code_depnum_ccdc_archive 'CCDC 1549023'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H38 B2 F20 Li2 N2 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         1018.24

_chemical_melting_point          ?

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

_cell_length_a                   9.8919(3)
_cell_length_b                   11.1034(4)
_cell_length_c                   11.1528(4)
_cell_angle_alpha                105.3350(10)
_cell_angle_beta                 98.6630(10)
_cell_angle_gamma                106.3030(10)
_cell_volume                     1099.87(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    8232
_cell_measurement_theta_min      2.4426
_cell_measurement_theta_max      27.4886
_cell_measurement_temperature    101.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             516

_exptl_absorpt_coefficient_mu    0.151
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      101.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            18511
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_theta_min         2.44
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
;

_reflns_number_total             4484
_reflns_number_gt                3589
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_gt          0.0808
_refine_ls_wR_factor_ref         0.0887
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_number_reflns         4484
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0361P)²+0.5763P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.240
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;
APEX2 v.2014.1-1 (Bruker AXS Inc., 2014)

;
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.45390(18) 0.52339(17) 0.42697(16) 0.0146(3) Uani d . . . 1 . .
C C1 0.19251(17) -0.00089(16) 0.33354(16) 0.0196(3) Uani d . . . 1 . .
Li Li1 0.4136(3) 0.2365(3) 0.3312(3) 0.0215(6) Uani d . . . 1 . .
N N1 0.24352(15) 0.05776(13) 0.23459(13) 0.0181(3) Uani d . . . 1 . .
H H1 0.171(2) 0.0867(18) 0.2091(18) 0.025(5) Uiso d . . . 1 . .
O O1 0.44096(11) 0.39517(10) 0.44857(10) 0.0146(2) Uani d . . . 1 . .
C C2 0.06366(18) -0.13089(17) 0.27184(17) 0.0254(4) Uani d . . . 1 . .
H H2A 0.0404 -0.1715 0.3385 0.03 Uiso calc U . R 1 . .
H H2B -0.0224 -0.1111 0.2362 0.03 Uiso calc U . R 1 . .
C C3 0.09520(19) -0.22928(17) 0.16549(18) 0.0298(4) Uani d . . . 1 . .
H H3A 0.1777 -0.2537 0.201 0.036 Uiso calc U . R 1 . .
H H3B 0.0092 -0.3109 0.1271 0.036 Uiso calc U . R 1 . .
C C4 0.1320(2) -0.16669(18) 0.06373(18) 0.0313(4) Uani d . . . 1 . .
H H4A 0.0448 -0.1518 0.0227 0.038 Uiso calc U . R 1 . .
H H4B 0.1566 -0.2298 -0.0032 0.038 Uiso calc U . R 1 . .
C C5 0.25883(18) -0.03422(17) 0.11496(16) 0.0232(4) Uani d . . . 1 . .
C C6 0.31691(18) -0.02429(16) 0.41368(16) 0.0211(3) Uani d . . . 1 . .
H H6A 0.331 -0.1055 0.3651 0.032 Uiso calc U . R 1 . .
H H6B 0.2929 -0.0335 0.4936 0.032 Uiso calc U . R 1 . .
H H6C 0.4064 0.0511 0.4335 0.032 Uiso calc U . R 1 . .
C C7 0.14478(19) 0.10274(17) 0.42045(17) 0.0251(4) Uani d . . . 1 . .
H H7A 0.2255 0.1871 0.4558 0.038 Uiso calc U . R 1 . .
H H7B 0.116 0.0725 0.4907 0.038 Uiso calc U . R 1 . .
H H7C 0.0623 0.1151 0.3706 0.038 Uiso calc U . R 1 . .
C C8 0.40472(19) -0.05678(18) 0.14055(17) 0.0275(4) Uani d . . . 1 . .
H H8A 0.4825 0.0288 0.1829 0.041 Uiso calc U . R 1 . .
H H8B 0.4226 -0.1013 0.0591 0.041 Uiso calc U . R 1 . .
H H8C 0.4024 -0.1123 0.196 0.041 Uiso calc U . R 1 . .
C C9 0.2574(2) 0.0370(2) 0.01502(17) 0.0348(4) Uani d . . . 1 . .
H H9A 0.1684 0.0596 0.0038 0.052 Uiso calc U . R 1 . .
H H9B 0.2608 -0.0212 -0.0668 0.052 Uiso calc U . R 1 . .
H H9C 0.3421 0.1183 0.044 0.052 Uiso calc U . R 1 . .
C C11 0.52266(16) 0.54185(15) 0.30346(14) 0.0155(3) Uani d . . . 1 . .
C C12 0.55608(17) 0.44753(15) 0.21563(15) 0.0175(3) Uani d . . . 1 . .
F F12 0.51946(11) 0.31918(9) 0.21645(9) 0.0263(2) Uani d . . . 1 . .
C C13 0.62544(17) 0.47179(17) 0.12126(15) 0.0202(3) Uani d . . . 1 . .
F F13 0.65256(11) 0.37380(10) 0.03828(9) 0.0293(2) Uani d . . . 1 . .
C C14 0.66480(16) 0.59688(17) 0.11115(15) 0.0200(3) Uani d . . . 1 . .
F F14 0.73078(11) 0.62273(11) 0.01930(9) 0.0302(2) Uani d . . . 1 . .
C C15 0.63325(17) 0.69516(16) 0.19475(16) 0.0206(3) Uani d . . . 1 . .
F F15 0.67042(11) 0.81821(10) 0.18604(10) 0.0308(2) Uani d . . . 1 . .
C C16 0.56247(16) 0.66499(15) 0.28616(15) 0.0172(3) Uani d . . . 1 . .
F F16 0.53101(10) 0.76459(9) 0.36362(9) 0.0235(2) Uani d . . . 1 . .
C C21 0.29760(16) 0.55097(15) 0.41351(14) 0.0148(3) Uani d . . . 1 . .
C C22 0.17334(17) 0.45771(15) 0.32663(15) 0.0184(3) Uani d . . . 1 . .
F F22 0.18369(10) 0.34661(9) 0.24615(9) 0.0257(2) Uani d . . . 1 . .
C C23 0.03712(17) 0.46945(17) 0.31676(15) 0.0224(4) Uani d . . . 1 . .
F F23 -0.08056(11) 0.37454(11) 0.23205(10) 0.0344(3) Uani d . . . 1 . .
C C24 0.02081(17) 0.57971(17) 0.39664(16) 0.0209(3) Uani d . . . 1 . .
F F24 -0.11093(10) 0.59263(10) 0.38987(10) 0.0300(2) Uani d . . . 1 . .
C C25 0.13990(17) 0.67535(16) 0.48516(15) 0.0184(3) Uani d . . . 1 . .
F F25 0.12512(10) 0.78230(9) 0.56580(9) 0.0250(2) Uani d . . . 1 . .
C C26 0.27413(16) 0.65962(15) 0.49017(14) 0.0161(3) Uani d . . . 1 . .
F F26 0.38707(9) 0.76235(9) 0.57904(9) 0.0200(2) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O1 . 1.480(2) ?
B1 O1 2_666 1.483(2) ?
B1 C21 . 1.651(2) ?
B1 C11 . 1.660(2) ?
B1 B1 2_666 2.005(3) ?
C1 N1 . 1.503(2) ?
C1 C7 . 1.530(2) ?
C1 C6 . 1.534(2) ?
C1 C2 . 1.536(2) ?
Li1 O1 . 1.816(3) ?
Li1 F12 . 2.015(3) ?
Li1 F26 2_666 2.067(3) ?
Li1 N1 . 2.093(3) ?
N1 C5 . 1.508(2) ?
N1 H1 . 0.90(2) ?
O1 B1 2_666 1.483(2) ?
C2 C3 . 1.522(2) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.518(3) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 C5 . 1.539(2) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 C9 . 1.528(2) ?
C5 C8 . 1.531(2) ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C11 C12 . 1.384(2) ?
C11 C16 . 1.386(2) ?
C12 F12 . 1.3713(18) ?
C12 C13 . 1.384(2) ?
C13 F13 . 1.3484(18) ?
C13 C14 . 1.373(2) ?
C14 F14 . 1.3451(17) ?
C14 C15 . 1.378(2) ?
C15 F15 . 1.3454(18) ?
C15 C16 . 1.380(2) ?
C16 F16 . 1.3546(17) ?
C21 C26 . 1.383(2) ?
C21 C22 . 1.385(2) ?
C22 F22 . 1.3605(17) ?
C22 C23 . 1.381(2) ?
C23 F23 . 1.3460(19) ?
C23 C24 . 1.377(2) ?
C24 F24 . 1.3437(18) ?
C24 C25 . 1.372(2) ?
C25 F25 . 1.3463(18) ?
C25 C26 . 1.382(2) ?
C26 F26 . 1.3729(17) ?
F26 Li1 2_666 2.067(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 O1 . 2_666 94.80(11) ?
O1 B1 C21 . . 111.71(12) ?
O1 B1 C21 2_666 . 113.24(12) ?
O1 B1 C11 . . 114.39(12) ?
O1 B1 C11 2_666 . 112.05(12) ?
C21 B1 C11 . . 110.00(12) ?
O1 B1 B1 . 2_666 47.47(8) ?
O1 B1 B1 2_666 2_666 47.33(8) ?
C21 B1 B1 . 2_666 124.38(14) ?
C11 B1 B1 . 2_666 125.62(15) ?
N1 C1 C7 . . 105.61(13) ?
N1 C1 C6 . . 110.73(13) ?
C7 C1 C6 . . 109.09(14) ?
N1 C1 C2 . . 111.56(13) ?
C7 C1 C2 . . 109.63(13) ?
C6 C1 C2 . . 110.11(13) ?
O1 Li1 F12 . . 93.74(12) ?
O1 Li1 F26 . 2_666 90.16(12) ?
F12 Li1 F26 . 2_666 86.35(11) ?
O1 Li1 N1 . . 137.77(16) ?
F12 Li1 N1 . . 114.56(14) ?
F26 Li1 N1 2_666 . 120.78(14) ?
C1 N1 C5 . . 117.86(12) ?
C1 N1 Li1 . . 107.69(12) ?
C5 N1 Li1 . . 118.51(12) ?
C1 N1 H1 . . 102.5(12) ?
C5 N1 H1 . . 106.1(12) ?
Li1 N1 H1 . . 101.6(12) ?
B1 O1 B1 . 2_666 85.19(11) ?
B1 O1 Li1 . . 128.15(13) ?
B1 O1 Li1 2_666 . 134.49(13) ?
C3 C2 C1 . . 112.23(14) ?
C3 C2 H2A . . 109.2 ?
C1 C2 H2A . . 109.2 ?
C3 C2 H2B . . 109.2 ?
C1 C2 H2B . . 109.2 ?
H2A C2 H2B . . 107.9 ?
C4 C3 C2 . . 109.20(15) ?
C4 C3 H3A . . 109.8 ?
C2 C3 H3A . . 109.8 ?
C4 C3 H3B . . 109.8 ?
C2 C3 H3B . . 109.8 ?
H3A C3 H3B . . 108.3 ?
C3 C4 C5 . . 114.14(14) ?
C3 C4 H4A . . 108.7 ?
C5 C4 H4A . . 108.7 ?
C3 C4 H4B . . 108.7 ?
C5 C4 H4B . . 108.7 ?
H4A C4 H4B . . 107.6 ?
N1 C5 C9 . . 106.14(14) ?
N1 C5 C8 . . 110.02(13) ?
C9 C5 C8 . . 108.66(14) ?
N1 C5 C4 . . 111.88(13) ?
C9 C5 C4 . . 108.90(15) ?
C8 C5 C4 . . 111.06(14) ?
C1 C6 H6A . . 109.5 ?
C1 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C1 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C1 C7 H7A . . 109.5 ?
C1 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C1 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
C5 C8 H8A . . 109.5 ?
C5 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C5 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C5 C9 H9A . . 109.5 ?
C5 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C5 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C12 C11 C16 . . 113.19(14) ?
C12 C11 B1 . . 126.96(13) ?
C16 C11 B1 . . 119.69(13) ?
F12 C12 C11 . . 120.70(13) ?
F12 C12 C13 . . 114.80(13) ?
C11 C12 C13 . . 124.49(15) ?
C12 F12 Li1 . . 129.10(12) ?
F13 C13 C14 . . 119.86(14) ?
F13 C13 C12 . . 120.80(15) ?
C14 C13 C12 . . 119.34(14) ?
F14 C14 C13 . . 120.53(15) ?
F14 C14 C15 . . 120.30(15) ?
C13 C14 C15 . . 119.15(14) ?
F15 C15 C14 . . 120.03(14) ?
F15 C15 C16 . . 120.93(15) ?
C14 C15 C16 . . 119.04(15) ?
F16 C16 C15 . . 116.47(14) ?
F16 C16 C11 . . 118.77(13) ?
C15 C16 C11 . . 124.76(14) ?
C26 C21 C22 . . 113.90(14) ?
C26 C21 B1 . . 125.20(13) ?
C22 C21 B1 . . 120.74(13) ?
F22 C22 C23 . . 117.10(14) ?
F22 C22 C21 . . 118.96(13) ?
C23 C22 C21 . . 123.94(15) ?
F23 C23 C24 . . 119.20(14) ?
F23 C23 C22 . . 121.47(15) ?
C24 C23 C22 . . 119.32(15) ?
F24 C24 C25 . . 120.13(15) ?
F24 C24 C23 . . 120.42(15) ?
C25 C24 C23 . . 119.44(14) ?
F25 C25 C24 . . 120.12(14) ?
F25 C25 C26 . . 120.91(14) ?
C24 C25 C26 . . 118.97(14) ?
F26 C26 C25 . . 114.63(13) ?
F26 C26 C21 . . 120.97(13) ?
C25 C26 C21 . . 124.41(14) ?
C26 F26 Li1 . 2_666 129.52(11) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C7 C1 N1 C5 . . . . -163.58(13) ?
C6 C1 N1 C5 . . . . 78.47(17) ?
C2 C1 N1 C5 . . . . -44.54(18) ?
C7 C1 N1 Li1 . . . . 59.09(15) ?
C6 C1 N1 Li1 . . . . -58.86(16) ?
C2 C1 N1 Li1 . . . . 178.13(13) ?
O1 B1 O1 B1 2_666 . . 2_666 0.0010(10) ?
C21 B1 O1 B1 . . . 2_666 -117.36(15) ?
C11 B1 O1 B1 . . . 2_666 116.86(16) ?
O1 B1 O1 Li1 2_666 . . . -145.92(15) ?
C21 B1 O1 Li1 . . . . 96.72(17) ?
C11 B1 O1 Li1 . . . . -29.1(2) ?
B1 B1 O1 Li1 2_666 . . . -145.92(15) ?
F12 Li1 O1 B1 . . . . 30.27(19) ?
F26 Li1 O1 B1 2_666 . . . 116.62(14) ?
N1 Li1 O1 B1 . . . . -103.5(2) ?
F12 Li1 O1 B1 . . . 2_666 -98.21(17) ?
F26 Li1 O1 B1 2_666 . . 2_666 -11.9(2) ?
N1 Li1 O1 B1 . . . 2_666 128.0(2) ?
N1 C1 C2 C3 . . . . 52.53(19) ?
C7 C1 C2 C3 . . . . 169.15(15) ?
C6 C1 C2 C3 . . . . -70.84(18) ?
C1 C2 C3 C4 . . . . -58.43(19) ?
C2 C3 C4 C5 . . . . 56.0(2) ?
C1 N1 C5 C9 . . . . 160.15(14) ?
Li1 N1 C5 C9 . . . . -67.15(18) ?
C1 N1 C5 C8 . . . . -82.47(17) ?
Li1 N1 C5 C8 . . . . 50.23(19) ?
C1 N1 C5 C4 . . . . 41.49(19) ?
Li1 N1 C5 C4 . . . . 174.19(14) ?
C3 C4 C5 N1 . . . . -47.0(2) ?
C3 C4 C5 C9 . . . . -164.02(15) ?
C3 C4 C5 C8 . . . . 76.35(19) ?
O1 B1 C11 C12 . . . . 5.8(2) ?
O1 B1 C11 C12 2_666 . . . 112.22(17) ?
C21 B1 C11 C12 . . . . -120.88(16) ?
B1 B1 C11 C12 2_666 . . . 59.8(2) ?
O1 B1 C11 C16 . . . . -169.36(13) ?
O1 B1 C11 C16 2_666 . . . -62.93(18) ?
C21 B1 C11 C16 . . . . 63.97(18) ?
B1 B1 C11 C16 2_666 . . . -115.39(19) ?
C16 C11 C12 F12 . . . . -177.73(13) ?
B1 C11 C12 F12 . . . . 6.8(2) ?
C16 C11 C12 C13 . . . . 1.6(2) ?
B1 C11 C12 C13 . . . . -173.85(15) ?
C11 C12 F12 Li1 . . . . 1.2(2) ?
C13 C12 F12 Li1 . . . . -178.15(14) ?
F12 C12 C13 F13 . . . . 0.1(2) ?
C11 C12 C13 F13 . . . . -179.21(14) ?
F12 C12 C13 C14 . . . . 179.08(14) ?
C11 C12 C13 C14 . . . . -0.3(2) ?
F13 C13 C14 F14 . . . . -0.2(2) ?
C12 C13 C14 F14 . . . . -179.20(14) ?
F13 C13 C14 C15 . . . . 178.47(14) ?
C12 C13 C14 C15 . . . . -0.5(2) ?
F14 C14 C15 F15 . . . . -1.0(2) ?
C13 C14 C15 F15 . . . . -179.74(14) ?
F14 C14 C15 C16 . . . . 178.51(14) ?
C13 C14 C15 C16 . . . . -0.2(2) ?
F15 C15 C16 F16 . . . . 1.1(2) ?
C14 C15 C16 F16 . . . . -178.39(14) ?
F15 C15 C16 C11 . . . . -178.73(14) ?
C14 C15 C16 C11 . . . . 1.7(2) ?
C12 C11 C16 F16 . . . . 177.81(13) ?
B1 C11 C16 F16 . . . . -6.4(2) ?
C12 C11 C16 C15 . . . . -2.3(2) ?
B1 C11 C16 C15 . . . . 173.46(14) ?
O1 B1 C21 C26 . . . . 122.09(15) ?
O1 B1 C21 C26 2_666 . . . 16.5(2) ?
C11 B1 C21 C26 . . . . -109.75(16) ?
B1 B1 C21 C26 2_666 . . . 69.6(2) ?
O1 B1 C21 C22 . . . . -53.03(19) ?
O1 B1 C21 C22 2_666 . . . -158.64(14) ?
C11 B1 C21 C22 . . . . 75.13(17) ?
B1 B1 C21 C22 2_666 . . . -105.5(2) ?
C26 C21 C22 F22 . . . . 179.95(13) ?
B1 C21 C22 F22 . . . . -4.4(2) ?
C26 C21 C22 C23 . . . . -0.7(2) ?
B1 C21 C22 C23 . . . . 174.96(15) ?
F22 C22 C23 F23 . . . . 0.6(2) ?
C21 C22 C23 F23 . . . . -178.77(15) ?
F22 C22 C23 C24 . . . . 179.61(14) ?
C21 C22 C23 C24 . . . . 0.2(3) ?
F23 C23 C24 F24 . . . . -0.2(2) ?
C22 C23 C24 F24 . . . . -179.22(14) ?
F23 C23 C24 C25 . . . . 178.54(14) ?
C22 C23 C24 C25 . . . . -0.5(2) ?
F24 C24 C25 F25 . . . . 0.2(2) ?
C23 C24 C25 F25 . . . . -178.54(14) ?
F24 C24 C25 C26 . . . . 179.96(14) ?
C23 C24 C25 C26 . . . . 1.2(2) ?
F25 C25 C26 F26 . . . . -2.2(2) ?
C24 C25 C26 F26 . . . . 178.07(14) ?
F25 C25 C26 C21 . . . . 177.95(14) ?
C24 C25 C26 C21 . . . . -1.8(2) ?
C22 C21 C26 F26 . . . . -178.40(13) ?
B1 C21 C26 F26 . . . . 6.2(2) ?
C22 C21 C26 C25 . . . . 1.5(2) ?
B1 C21 C26 C25 . . . . -173.92(14) ?
C25 C26 F26 Li1 . . . 2_666 156.34(14) ?
C21 C26 F26 Li1 . . . 2_666 -23.8(2) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C4 H4B F23 2 0.99 2.50 3.358(2) 145.1 ?
C6 H6B F25 1_545 0.98 2.64 3.4203(19) 137.1 ?
C6 H6C F26 2_666 0.98 2.52 3.4730(19) 164.4 ?
C7 H7C F25 2_566 0.98 2.53 3.2732(19) 132.7 ?
C9 H9C F12 . 0.98 2.50 3.398(2) 151.5 ?

####################################################################### 
# 
# 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_erk8209
_database_code_depnum_ccdc_archive 'CCDC 1549024'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H38 B2 F20 Li2 N2 O2'
_chemical_formula_weight         1018.24

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   9.4685(2)
_cell_length_b                   11.0334(2)
_cell_length_c                   21.6455(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.492(1)
_cell_angle_gamma                90.00
_cell_volume                     2257.10(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    5695
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1032
_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9628
_exptl_absorpt_correction_T_max  0.9855
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20908
_diffrn_reflns_av_R_equivalents  0.050
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.10
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3932
_reflns_number_gt                2993
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

 The hydrogen at N1 atom was refined freely. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0597P)²+2.0502P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3932
_refine_ls_number_parameters     323
_refine_ls_number_restraints     55
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0582
_refine_ls_wR_factor_ref         0.1594
_refine_ls_wR_factor_gt          0.1413
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.0486(6) 0.5733(5) 0.1246(2) 0.0550(12) Uani 1 1 d . . .
O1 O -0.00740(18) 0.51287(16) 0.04948(8) 0.0388(4) Uani 1 1 d . . .
N1 N 0.0374(3) 0.5660(3) 0.21988(12) 0.0562(7) Uani 1 1 d D . .
H1 H 0.093(4) 0.500(3) 0.2251(18) 0.084 Uiso 1 1 d D . .
B1 B 0.0514(3) 0.4217(3) 0.00809(14) 0.0394(7) Uani 1 1 d . . .
C1 C 0.1211(4) 0.6579(3) 0.25898(15) 0.0645(9) Uani 1 1 d U . .
C2 C 0.1218(5) 0.6252(6) 0.32687(18) 0.0994(15) Uani 1 1 d U . .
H2A H 0.1857 0.5562 0.3345 0.119 Uiso 1 1 calc R . .
H2B H 0.1610 0.6937 0.3511 0.119 Uiso 1 1 calc R . .
C3 C -0.0190(5) 0.5934(5) 0.35036(17) 0.0928(14) Uani 1 1 d U . .
H3A H -0.0799 0.6653 0.3491 0.111 Uiso 1 1 calc R . .
H3B H -0.0064 0.5662 0.3934 0.111 Uiso 1 1 calc R . .
C4 C -0.0884(5) 0.4940(4) 0.31105(18) 0.0881(13) Uani 1 1 d U . .
H4A H -0.0345 0.4189 0.3181 0.106 Uiso 1 1 calc R . .
H4B H -0.1840 0.4802 0.3246 0.106 Uiso 1 1 calc R . .
C5 C -0.0982(3) 0.5213(3) 0.24260(15) 0.0562(8) Uani 1 1 d U . .
C6 C 0.0601(6) 0.7833(4) 0.2459(2) 0.1022(15) Uani 1 1 d U . .
H6A H 0.0386 0.7925 0.2017 0.153 Uiso 1 1 calc R . .
H6B H 0.1286 0.8442 0.2599 0.153 Uiso 1 1 calc R . .
H6C H -0.0257 0.7934 0.2676 0.153 Uiso 1 1 calc R . .
C7 C 0.2700(4) 0.6547(5) 0.2376(2) 0.0920(14) Uani 1 1 d U . .
H7A H 0.3081 0.5735 0.2428 0.138 Uiso 1 1 calc R . .
H7B H 0.3288 0.7111 0.2620 0.138 Uiso 1 1 calc R . .
H7C H 0.2688 0.6774 0.1943 0.138 Uiso 1 1 calc R . .
C8 C -0.1406(5) 0.4102(4) 0.2043(2) 0.0943(14) Uani 1 1 d U . .
H8A H -0.1448 0.4310 0.1607 0.141 Uiso 1 1 calc R . .
H8B H -0.2327 0.3821 0.2155 0.141 Uiso 1 1 calc R . .
H8C H -0.0713 0.3465 0.2123 0.141 Uiso 1 1 calc R . .
C9 C -0.2169(4) 0.6141(4) 0.2279(2) 0.0853(12) Uani 1 1 d U . .
H9A H -0.2093 0.6795 0.2579 0.128 Uiso 1 1 calc R . .
H9B H -0.3081 0.5747 0.2299 0.128 Uiso 1 1 calc R . .
H9C H -0.2081 0.6466 0.1867 0.128 Uiso 1 1 calc R . .
C11 C -0.0207(3) 0.2864(3) 0.01535(12) 0.0410(6) Uani 1 1 d . . .
F12 F -0.1118(2) 0.26670(17) -0.08930(8) 0.0665(5) Uani 1 1 d . . .
C12 C -0.0960(3) 0.2222(3) -0.03022(14) 0.0489(7) Uani 1 1 d . . .
F13 F -0.2326(3) 0.0550(2) -0.06774(11) 0.0886(7) Uani 1 1 d . . .
C13 C -0.1601(3) 0.1116(3) -0.02117(17) 0.0603(9) Uani 1 1 d . . .
F14 F -0.2082(3) -0.04820(19) 0.04605(12) 0.0959(8) Uani 1 1 d . . .
C14 C -0.1470(4) 0.0599(3) 0.03622(18) 0.0640(9) Uani 1 1 d . . .
F15 F -0.0551(3) 0.0650(2) 0.13937(10) 0.0877(7) Uani 1 1 d . . .
C15 C -0.0702(4) 0.1168(3) 0.08301(16) 0.0585(8) Uani 1 1 d . . .
F16 F 0.06669(19) 0.27965(17) 0.11938(8) 0.0601(5) Uani 1 1 d . . .
C16 C -0.0095(3) 0.2276(3) 0.07181(13) 0.0471(7) Uani 1 1 d . . .
C21 C 0.2243(3) 0.4018(2) 0.01782(12) 0.0408(6) Uani 1 1 d . . .
F22 F 0.25202(17) 0.49443(19) 0.11714(8) 0.0617(5) Uani 1 1 d . . .
C22 C 0.3089(3) 0.4360(3) 0.06863(14) 0.0475(7) Uani 1 1 d . . .
F23 F 0.52809(19) 0.4516(2) 0.12734(10) 0.0794(6) Uani 1 1 d . . .
C23 C 0.4524(3) 0.4136(3) 0.07658(15) 0.0569(8) Uani 1 1 d . . .
F24 F 0.65567(19) 0.3282(2) 0.03843(12) 0.0956(8) Uani 1 1 d . . .
C24 C 0.5168(3) 0.3521(3) 0.03177(18) 0.0650(9) Uani 1 1 d . . .
F25 F 0.5020(2) 0.2545(2) -0.06558(11) 0.0954(8) Uani 1 1 d . . .
C25 C 0.4392(4) 0.3149(3) -0.02043(17) 0.0622(9) Uani 1 1 d . . .
F26 F 0.2224(2) 0.30185(17) -0.07834(8) 0.0640(5) Uani 1 1 d . . .
C26 C 0.2965(3) 0.3411(3) -0.02642(14) 0.0485(7) 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
Li1 O1 1.807(5) . ?
Li1 F12 2.029(6) 3_565 ?
Li1 N1 2.072(6) . ?
Li1 F22 2.129(6) . ?
Li1 H1 2.33(4) . ?
O1 B1 1.478(3) 3_565 ?
O1 B1 1.478(4) . ?
N1 C5 1.488(4) . ?
N1 C1 1.513(4) . ?
N1 H1 0.899(19) . ?
B1 O1 1.478(3) 3_565 ?
B1 C21 1.652(4) . ?
B1 C11 1.653(4) . ?
B1 B1 2.004(6) 3_565 ?
C1 C7 1.511(5) . ?
C1 C2 1.513(5) . ?
C1 C6 1.520(6) . ?
C2 C3 1.497(6) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 C4 1.514(6) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 C5 1.509(5) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 C8 1.520(5) . ?
C5 C9 1.539(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C11 C12 1.377(4) . ?
C11 C16 1.382(4) . ?
F12 C12 1.369(3) . ?
F12 Li1 2.029(6) 3_565 ?
C12 C13 1.383(5) . ?
F13 C13 1.339(4) . ?
C13 C14 1.366(5) . ?
F14 C14 1.348(4) . ?
C14 C15 1.364(5) . ?
F15 C15 1.347(4) . ?
C15 C16 1.379(5) . ?
F16 C16 1.349(3) . ?
C21 C22 1.373(4) . ?
C21 C26 1.383(4) . ?
F22 C22 1.370(3) . ?
C22 C23 1.381(4) . ?
F23 C23 1.342(4) . ?
C23 C24 1.358(5) . ?
F24 C24 1.341(3) . ?
C24 C25 1.372(5) . ?
F25 C25 1.351(4) . ?
C25 C26 1.380(4) . ?
F26 C26 1.359(3) . ?

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
O1 Li1 F12 93.4(2) . 3_565 ?
O1 Li1 N1 148.4(3) . . ?
F12 Li1 N1 116.3(3) 3_565 . ?
O1 Li1 F22 89.9(2) . . ?
F12 Li1 F22 92.2(2) 3_565 . ?
N1 Li1 F22 99.3(2) . . ?
O1 Li1 H1 137.6(9) . . ?
F12 Li1 H1 127.6(10) 3_565 . ?
N1 Li1 H1 22.6(6) . . ?
F22 Li1 H1 79.4(7) . . ?
B1 O1 B1 85.3(2) 3_565 . ?
B1 O1 Li1 129.1(2) 3_565 . ?
B1 O1 Li1 134.1(2) . . ?
C5 N1 C1 118.1(2) . . ?
C5 N1 Li1 116.0(2) . . ?
C1 N1 Li1 118.3(3) . . ?
C5 N1 H1 102(3) . . ?
C1 N1 H1 101(3) . . ?
Li1 N1 H1 95(2) . . ?
O1 B1 O1 94.7(2) 3_565 . ?
O1 B1 C21 113.5(2) 3_565 . ?
O1 B1 C21 114.8(2) . . ?
O1 B1 C11 115.1(2) 3_565 . ?
O1 B1 C11 112.6(2) . . ?
C21 B1 C11 106.3(2) . . ?
O1 B1 B1 47.34(14) 3_565 3_565 ?
O1 B1 B1 47.33(14) . 3_565 ?
C21 B1 B1 127.1(3) . 3_565 ?
C11 B1 B1 126.6(3) . 3_565 ?
C7 C1 C2 110.0(3) . . ?
C7 C1 N1 106.2(3) . . ?
C2 C1 N1 110.8(3) . . ?
C7 C1 C6 108.4(4) . . ?
C2 C1 C6 112.2(4) . . ?
N1 C1 C6 109.0(3) . . ?
C3 C2 C1 115.7(3) . . ?
C3 C2 H2A 108.3 . . ?
C1 C2 H2A 108.3 . . ?
C3 C2 H2B 108.3 . . ?
C1 C2 H2B 108.3 . . ?
H2A C2 H2B 107.4 . . ?
C2 C3 C4 110.1(4) . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.2 . . ?
C5 C4 C3 114.0(4) . . ?
C5 C4 H4A 108.8 . . ?
C3 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
C3 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
N1 C5 C4 112.8(3) . . ?
N1 C5 C8 107.0(3) . . ?
C4 C5 C8 111.9(3) . . ?
N1 C5 C9 110.2(3) . . ?
C4 C5 C9 109.6(3) . . ?
C8 C5 C9 105.0(3) . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C12 C11 C16 113.6(3) . . ?
C12 C11 B1 126.5(3) . . ?
C16 C11 B1 119.9(2) . . ?
C12 F12 Li1 130.2(2) . 3_565 ?
F12 C12 C11 120.5(3) . . ?
F12 C12 C13 115.1(3) . . ?
C11 C12 C13 124.4(3) . . ?
F13 C13 C14 120.3(3) . . ?
F13 C13 C12 120.9(3) . . ?
C14 C13 C12 118.8(3) . . ?
F14 C14 C15 120.3(3) . . ?
F14 C14 C13 119.8(3) . . ?
C15 C14 C13 119.9(3) . . ?
F15 C15 C14 120.0(3) . . ?
F15 C15 C16 120.9(3) . . ?
C14 C15 C16 119.1(3) . . ?
F16 C16 C15 116.9(3) . . ?
F16 C16 C11 118.9(3) . . ?
C15 C16 C11 124.2(3) . . ?
C22 C21 C26 113.5(3) . . ?
C22 C21 B1 126.2(2) . . ?
C26 C21 B1 120.2(2) . . ?
C22 F22 Li1 130.6(2) . . ?
F22 C22 C21 120.4(2) . . ?
F22 C22 C23 114.7(3) . . ?
C21 C22 C23 124.9(3) . . ?
F23 C23 C24 120.0(3) . . ?
F23 C23 C22 121.2(3) . . ?
C24 C23 C22 118.8(3) . . ?
F24 C24 C23 120.1(4) . . ?
F24 C24 C25 120.2(3) . . ?
C23 C24 C25 119.8(3) . . ?
F25 C25 C24 120.4(3) . . ?
F25 C25 C26 120.5(3) . . ?
C24 C25 C26 119.1(3) . . ?
F26 C26 C25 117.6(3) . . ?
F26 C26 C21 118.3(3) . . ?
C25 C26 C21 124.0(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
F12 Li1 O1 B1 -24.4(4) 3_565 . . 3_565 ?
N1 Li1 O1 B1 135.8(5) . . . 3_565 ?
F22 Li1 O1 B1 -116.5(3) . . . 3_565 ?
F12 Li1 O1 B1 105.6(3) 3_565 . . . ?
N1 Li1 O1 B1 -94.3(6) . . . . ?
F22 Li1 O1 B1 13.4(4) . . . . ?
O1 Li1 N1 C5 -29.5(7) . . . . ?
F12 Li1 N1 C5 128.3(3) 3_565 . . . ?
F22 Li1 N1 C5 -134.6(3) . . . . ?
O1 Li1 N1 C1 -178.5(5) . . . . ?
F12 Li1 N1 C1 -20.7(4) 3_565 . . . ?
F22 Li1 N1 C1 76.3(3) . . . . ?
B1 O1 B1 O1 0.0 3_565 . . 3_565 ?
Li1 O1 B1 O1 -143.4(3) . . . 3_565 ?
B1 O1 B1 C21 118.6(3) 3_565 . . . ?
Li1 O1 B1 C21 -24.8(4) . . . . ?
B1 O1 B1 C11 -119.7(3) 3_565 . . . ?
Li1 O1 B1 C11 97.0(3) . . . . ?
Li1 O1 B1 B1 -143.4(3) . . . 3_565 ?
C5 N1 C1 C7 161.4(3) . . . . ?
Li1 N1 C1 C7 -50.2(4) . . . . ?
C5 N1 C1 C2 41.9(4) . . . . ?
Li1 N1 C1 C2 -169.7(3) . . . . ?
C5 N1 C1 C6 -82.1(4) . . . . ?
Li1 N1 C1 C6 66.4(4) . . . . ?
C7 C1 C2 C3 -164.8(4) . . . . ?
N1 C1 C2 C3 -47.6(6) . . . . ?
C6 C1 C2 C3 74.5(6) . . . . ?
C1 C2 C3 C4 53.9(6) . . . . ?
C2 C3 C4 C5 -53.0(5) . . . . ?
C1 N1 C5 C4 -42.8(4) . . . . ?
Li1 N1 C5 C4 168.1(3) . . . . ?
C1 N1 C5 C8 -166.3(3) . . . . ?
Li1 N1 C5 C8 44.6(4) . . . . ?
C1 N1 C5 C9 80.1(4) . . . . ?
Li1 N1 C5 C9 -69.0(4) . . . . ?
C3 C4 C5 N1 47.8(5) . . . . ?
C3 C4 C5 C8 168.5(4) . . . . ?
C3 C4 C5 C9 -75.5(4) . . . . ?
O1 B1 C11 C12 11.9(4) 3_565 . . . ?
O1 B1 C11 C12 118.8(3) . . . . ?
C21 B1 C11 C12 -114.7(3) . . . . ?
B1 B1 C11 C12 66.1(4) 3_565 . . . ?
O1 B1 C11 C16 -167.3(2) 3_565 . . . ?
O1 B1 C11 C16 -60.3(3) . . . . ?
C21 B1 C11 C16 66.2(3) . . . . ?
B1 B1 C11 C16 -113.1(3) 3_565 . . . ?
Li1 F12 C12 C11 -3.8(4) 3_565 . . . ?
Li1 F12 C12 C13 176.2(3) 3_565 . . . ?
C16 C11 C12 F12 -177.6(2) . . . . ?
B1 C11 C12 F12 3.2(4) . . . . ?
C16 C11 C12 C13 2.4(4) . . . . ?
B1 C11 C12 C13 -176.8(3) . . . . ?
F12 C12 C13 F13 -0.5(4) . . . . ?
C11 C12 C13 F13 179.4(3) . . . . ?
F12 C12 C13 C14 178.8(3) . . . . ?
C11 C12 C13 C14 -1.3(5) . . . . ?
F13 C13 C14 F14 -0.4(5) . . . . ?
C12 C13 C14 F14 -179.7(3) . . . . ?
F13 C13 C14 C15 178.4(3) . . . . ?
C12 C13 C14 C15 -0.8(5) . . . . ?
F14 C14 C15 F15 0.0(5) . . . . ?
C13 C14 C15 F15 -178.9(3) . . . . ?
F14 C14 C15 C16 -179.6(3) . . . . ?
C13 C14 C15 C16 1.5(5) . . . . ?
F15 C15 C16 F16 1.1(4) . . . . ?
C14 C15 C16 F16 -179.3(3) . . . . ?
F15 C15 C16 C11 -179.8(3) . . . . ?
C14 C15 C16 C11 -0.2(5) . . . . ?
C12 C11 C16 F16 177.4(2) . . . . ?
B1 C11 C16 F16 -3.3(4) . . . . ?
C12 C11 C16 C15 -1.6(4) . . . . ?
B1 C11 C16 C15 177.6(3) . . . . ?
O1 B1 C21 C22 125.2(3) 3_565 . . . ?
O1 B1 C21 C22 17.8(4) . . . . ?
C11 B1 C21 C22 -107.3(3) . . . . ?
B1 B1 C21 C22 71.9(4) 3_565 . . . ?
O1 B1 C21 C26 -57.8(3) 3_565 . . . ?
O1 B1 C21 C26 -165.2(2) . . . . ?
C11 B1 C21 C26 69.7(3) . . . . ?
B1 B1 C21 C26 -111.1(4) 3_565 . . . ?
O1 Li1 F22 C22 6.6(4) . . . . ?
F12 Li1 F22 C22 -86.8(3) 3_565 . . . ?
N1 Li1 F22 C22 156.2(2) . . . . ?
Li1 F22 C22 C21 -11.6(4) . . . . ?
Li1 F22 C22 C23 169.9(3) . . . . ?
C26 C21 C22 F22 -178.4(2) . . . . ?
B1 C21 C22 F22 -1.2(4) . . . . ?
C26 C21 C22 C23 -0.1(4) . . . . ?
B1 C21 C22 C23 177.1(3) . . . . ?
F22 C22 C23 F23 -2.5(4) . . . . ?
C21 C22 C23 F23 179.1(3) . . . . ?
F22 C22 C23 C24 177.6(3) . . . . ?
C21 C22 C23 C24 -0.8(5) . . . . ?
F23 C23 C24 F24 0.7(5) . . . . ?
C22 C23 C24 F24 -179.5(3) . . . . ?
F23 C23 C24 C25 -179.1(3) . . . . ?
C22 C23 C24 C25 0.7(5) . . . . ?
F24 C24 C25 F25 -0.3(5) . . . . ?
C23 C24 C25 F25 179.5(3) . . . . ?
F24 C24 C25 C26 -179.6(3) . . . . ?
C23 C24 C25 C26 0.1(5) . . . . ?
F25 C25 C26 F26 1.4(4) . . . . ?
C24 C25 C26 F26 -179.3(3) . . . . ?
F25 C25 C26 C21 179.6(3) . . . . ?
C24 C25 C26 C21 -1.1(5) . . . . ?
C22 C21 C26 F26 179.2(2) . . . . ?
B1 C21 C26 F26 1.9(4) . . . . ?
C22 C21 C26 C25 1.0(4) . . . . ?
B1 C21 C26 C25 -176.3(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.046
#=============================================================================
#  end of cif data for "erk8209"  (compound 29')
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================
####################################################################### 
# 
# 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_erk8176
_database_code_depnum_ccdc_archive 'CCDC 1549010'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H46 B2 F20 Li2 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         1066.37

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   7.4978(3)
_cell_length_b                   10.8784(3)
_cell_length_c                   14.5077(5)
_cell_angle_alpha                83.4720(10)
_cell_angle_beta                 89.7130(10)
_cell_angle_gamma                73.8890(10)
_cell_volume                     1129.03(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9954
_cell_measurement_theta_min      2.2803
_cell_measurement_theta_max      27.5337
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.272
_exptl_crystal_size_mid          0.151
_exptl_crystal_size_min          0.080
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             544

_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            21284
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_theta_min         2.55
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_full        27.56
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18

_refine_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_number_total             5187
_reflns_number_gt                4452
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_gt          0.0824
_refine_ls_wR_factor_ref         0.0883
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_number_reflns         5187
_refine_ls_number_parameters     342
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0397P)²+0.7324P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.259
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;
APEX2 v.2014.1-1 (Bruker AXS Inc., 2014)

;
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.67587(19) 0.57136(13) 0.27168(9) 0.0096(3) Uani d . . . 1 . .
Li Li1 0.4175(3) 0.7765(2) 0.29838(16) 0.0151(4) Uani d . . . 1 . .
N N1 0.39318(15) 0.96254(10) 0.22929(7) 0.0096(2) Uani d . . . 1 . .
C C1 0.56489(18) 0.93219(12) 0.17258(9) 0.0117(2) Uani d . . . 1 . .
H H1A 0.6613 0.9623 0.2021 0.014 Uiso calc U . R 1 . .
H H1B 0.5355 0.9814 0.1102 0.014 Uiso calc U . R 1 . .
C C2 0.64576(18) 0.78818(12) 0.16106(9) 0.0125(2) Uani d . . . 1 . .
H H2A 0.5513 0.76 0.1282 0.015 Uiso calc U . R 1 . .
H H2B 0.7543 0.7793 0.1206 0.015 Uiso calc U . R 1 . .
C C3 0.70633(17) 0.69688(12) 0.24986(9) 0.0106(2) Uani d . . . 1 . .
H H3 0.790(2) 0.7229(16) 0.2892(12) 0.016(4) Uiso d . . . 1 . .
C C11 0.21800(18) 1.01770(12) 0.16825(9) 0.0118(2) Uani d . . . 1 . .
C C12 0.04905(18) 1.03105(13) 0.23078(9) 0.0147(3) Uani d . . . 1 . .
H H12A -0.0656 1.0712 0.1924 0.018 Uiso calc U . R 1 . .
H H12B 0.0443 0.9441 0.2574 0.018 Uiso calc U . R 1 . .
C C13 0.05342(19) 1.11157(13) 0.30966(10) 0.0169(3) Uani d . . . 1 . .
H H13A -0.0532 1.1118 0.3502 0.02 Uiso calc U . R 1 . .
H H13B 0.0434 1.2016 0.284 0.02 Uiso calc U . R 1 . .
C C14 0.23480(19) 1.05515(12) 0.36594(9) 0.0137(3) Uani d . . . 1 . .
H H14A 0.2353 0.9695 0.3976 0.016 Uiso calc U . R 1 . .
H H14B 0.2395 1.1114 0.4144 0.016 Uiso calc U . R 1 . .
C C15 0.41031(18) 1.04035(12) 0.30794(9) 0.0115(2) Uani d . . . 1 . .
C C16 0.2032(2) 1.14783(13) 0.10936(9) 0.0164(3) Uani d . . . 1 . .
H H16A 0.1716 1.2172 0.1493 0.025 Uiso calc U . R 1 . .
H H16B 0.1063 1.1635 0.0609 0.025 Uiso calc U . R 1 . .
H H16C 0.3224 1.1454 0.0805 0.025 Uiso calc U . R 1 . .
C C17 0.2079(2) 0.92178(13) 0.09959(9) 0.0170(3) Uani d . . . 1 . .
H H17A 0.3044 0.9198 0.0535 0.025 Uiso calc U . R 1 . .
H H17B 0.0856 0.9488 0.0681 0.025 Uiso calc U . R 1 . .
H H17C 0.2274 0.8356 0.1334 0.025 Uiso calc U . R 1 . .
C C18 0.4427(2) 1.17315(13) 0.27786(10) 0.0174(3) Uani d . . . 1 . .
H H18A 0.5349 1.165 0.2292 0.026 Uiso calc U . R 1 . .
H H18B 0.4882 1.2043 0.3314 0.026 Uiso calc U . R 1 . .
H H18C 0.3256 1.2344 0.254 0.026 Uiso calc U . R 1 . .
C C19 0.57655(19) 0.96389(13) 0.37212(9) 0.0141(3) Uani d . . . 1 . .
H H19A 0.5668 0.8764 0.3898 0.021 Uiso calc U . R 1 . .
H H19B 0.5763 1.0068 0.428 0.021 Uiso calc U . R 1 . .
H H19C 0.6924 0.9598 0.3394 0.021 Uiso calc U . R 1 . .
C C21 0.54564(18) 0.52068(12) 0.20605(8) 0.0100(2) Uani d . . . 1 . .
C C22 0.35588(18) 0.57327(12) 0.19696(9) 0.0104(2) Uani d . . . 1 . .
F F22 0.27134(10) 0.66611(7) 0.25298(5) 0.01296(16) Uani d . . . 1 . .
C C23 0.24062(18) 0.54223(12) 0.13449(9) 0.0124(2) Uani d . . . 1 . .
F F23 0.05924(11) 0.60266(8) 0.12651(6) 0.01929(18) Uani d . . . 1 . .
C C24 0.31931(19) 0.44808(12) 0.07860(9) 0.0129(3) Uani d . . . 1 . .
F F24 0.21424(12) 0.41675(8) 0.01554(5) 0.01890(18) Uani d . . . 1 . .
C C25 0.50779(19) 0.38738(12) 0.08707(9) 0.0131(3) Uani d . . . 1 . .
F F25 0.58427(12) 0.29356(8) 0.03381(6) 0.02010(19) Uani d . . . 1 . .
C C26 0.61657(18) 0.42441(12) 0.14938(9) 0.0119(2) Uani d . . . 1 . .
F F26 0.80036(11) 0.36349(8) 0.15327(6) 0.01801(18) Uani d . . . 1 . .
C C31 0.76613(17) 0.47344(11) 0.36104(8) 0.0090(2) Uani d . . . 1 . .
C C32 0.65880(17) 0.41497(12) 0.42001(9) 0.0099(2) Uani d . . . 1 . .
F F32 0.47383(10) 0.44380(7) 0.40303(5) 0.01392(16) Uani d . . . 1 . .
C C33 0.72959(18) 0.33032(12) 0.49793(9) 0.0107(2) Uani d . . . 1 . .
F F33 0.61647(11) 0.27945(7) 0.55469(5) 0.01538(17) Uani d . . . 1 . .
C C34 0.91657(18) 0.29843(12) 0.52007(8) 0.0114(2) Uani d . . . 1 . .
F F34 0.98586(11) 0.21475(8) 0.59528(5) 0.01754(18) Uani d . . . 1 . .
C C35 1.03038(17) 0.35292(12) 0.46407(9) 0.0110(2) Uani d . . . 1 . .
F F35 1.21313(10) 0.32198(8) 0.48501(6) 0.01588(17) Uani d . . . 1 . .
C C36 0.95433(17) 0.43824(12) 0.38655(9) 0.0103(2) Uani d . . . 1 . .
F F36 1.07398(11) 0.48657(8) 0.33454(5) 0.01619(17) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 C3 . 1.4459(19) ?
B1 C31 . 1.6026(18) ?
B1 C21 . 1.6098(18) ?
B1 Li1 . 2.583(3) ?
Li1 F22 . 1.999(2) ?
Li1 N1 . 2.114(2) ?
Li1 F33 2_666 2.183(2) ?
Li1 C3 . 2.240(3) ?
Li1 C2 . 2.635(3) ?
Li1 C1 . 2.781(3) ?
N1 C1 . 1.5028(16) ?
N1 C15 . 1.5219(15) ?
N1 C11 . 1.5241(16) ?
C1 C2 . 1.5430(17) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 C3 . 1.5222(17) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 H3 . 0.971(17) ?
C11 C12 . 1.5379(18) ?
C11 C17 . 1.5386(18) ?
C11 C16 . 1.5443(17) ?
C12 C13 . 1.5238(19) ?
C12 H12A . 0.99 ?
C12 H12B . 0.99 ?
C13 C14 . 1.5254(19) ?
C13 H13A . 0.99 ?
C13 H13B . 0.99 ?
C14 C15 . 1.5388(18) ?
C14 H14A . 0.99 ?
C14 H14B . 0.99 ?
C15 C19 . 1.5403(18) ?
C15 C18 . 1.5449(17) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C22 . 1.3791(18) ?
C21 C26 . 1.3920(17) ?
C22 F22 . 1.3815(14) ?
C22 C23 . 1.3862(18) ?
C23 F23 . 1.3353(15) ?
C23 C24 . 1.3796(18) ?
C24 F24 . 1.3419(15) ?
C24 C25 . 1.3834(19) ?
C25 F25 . 1.3483(14) ?
C25 C26 . 1.3846(18) ?
C26 F26 . 1.3516(15) ?
C31 C32 . 1.3920(17) ?
C31 C36 . 1.3956(17) ?
C32 F32 . 1.3517(14) ?
C32 C33 . 1.3804(17) ?
C33 F33 . 1.3614(14) ?
C33 C34 . 1.3777(18) ?
F33 Li1 2_666 2.183(2) ?
C34 F34 . 1.3439(14) ?
C34 C35 . 1.3798(18) ?
C35 F35 . 1.3447(14) ?
C35 C36 . 1.3881(18) ?
C36 F36 . 1.3473(14) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 B1 C31 . . 123.57(11) ?
C3 B1 C21 . . 121.23(11) ?
C31 B1 C21 . . 115.20(10) ?
C3 B1 Li1 . . 59.90(8) ?
C31 B1 Li1 . . 117.69(9) ?
C21 B1 Li1 . . 93.79(9) ?
F22 Li1 N1 . . 120.33(12) ?
F22 Li1 F33 . 2_666 94.99(10) ?
N1 Li1 F33 . 2_666 128.55(11) ?
F22 Li1 C3 . . 105.13(10) ?
N1 Li1 C3 . . 93.10(10) ?
F33 Li1 C3 2_666 . 113.71(11) ?
F22 Li1 B1 . . 78.13(8) ?
N1 Li1 B1 . . 124.90(11) ?
F33 Li1 B1 2_666 . 96.34(9) ?
C3 Li1 B1 . . 33.95(6) ?
F22 Li1 C2 . . 101.57(10) ?
N1 Li1 C2 . . 64.29(7) ?
F33 Li1 C2 2_666 . 147.83(11) ?
C3 Li1 C2 . . 35.22(5) ?
B1 Li1 C2 . . 61.10(7) ?
F22 Li1 C1 . . 120.21(10) ?
N1 Li1 C1 . . 32.24(5) ?
F33 Li1 C1 2_666 . 144.77(11) ?
C3 Li1 C1 . . 61.39(7) ?
B1 Li1 C1 . . 92.69(8) ?
C2 Li1 C1 . . 32.97(5) ?
C1 N1 C15 . . 112.56(10) ?
C1 N1 C11 . . 111.76(9) ?
C15 N1 C11 . . 114.82(9) ?
C1 N1 Li1 . . 99.13(9) ?
C15 N1 Li1 . . 103.28(9) ?
C11 N1 Li1 . . 113.97(10) ?
N1 C1 C2 . . 114.71(10) ?
N1 C1 Li1 . . 48.63(7) ?
C2 C1 Li1 . . 68.31(8) ?
N1 C1 H1A . . 108.6 ?
C2 C1 H1A . . 108.6 ?
Li1 C1 H1A . . 111.8 ?
N1 C1 H1B . . 108.6 ?
C2 C1 H1B . . 108.6 ?
Li1 C1 H1B . . 139.3 ?
H1A C1 H1B . . 107.6 ?
C3 C2 C1 . . 116.40(10) ?
C3 C2 Li1 . . 58.08(8) ?
C1 C2 Li1 . . 78.73(8) ?
C3 C2 H2A . . 108.2 ?
C1 C2 H2A . . 108.2 ?
Li1 C2 H2A . . 81.0 ?
C3 C2 H2B . . 108.2 ?
C1 C2 H2B . . 108.2 ?
Li1 C2 H2B . . 166.1 ?
H2A C2 H2B . . 107.3 ?
B1 C3 C2 . . 126.68(12) ?
B1 C3 Li1 . . 86.15(10) ?
C2 C3 Li1 . . 86.70(9) ?
B1 C3 H3 . . 119.2(10) ?
C2 C3 H3 . . 113.3(10) ?
Li1 C3 H3 . . 107.7(10) ?
N1 C11 C12 . . 108.16(10) ?
N1 C11 C17 . . 109.09(10) ?
C12 C11 C17 . . 107.56(11) ?
N1 C11 C16 . . 115.74(11) ?
C12 C11 C16 . . 109.55(10) ?
C17 C11 C16 . . 106.47(10) ?
C13 C12 C11 . . 113.10(11) ?
C13 C12 H12A . . 109.0 ?
C11 C12 H12A . . 109.0 ?
C13 C12 H12B . . 109.0 ?
C11 C12 H12B . . 109.0 ?
H12A C12 H12B . . 107.8 ?
C12 C13 C14 . . 109.50(11) ?
C12 C13 H13A . . 109.8 ?
C14 C13 H13A . . 109.8 ?
C12 C13 H13B . . 109.8 ?
C14 C13 H13B . . 109.8 ?
H13A C13 H13B . . 108.2 ?
C13 C14 C15 . . 114.14(11) ?
C13 C14 H14A . . 108.7 ?
C15 C14 H14A . . 108.7 ?
C13 C14 H14B . . 108.7 ?
C15 C14 H14B . . 108.7 ?
H14A C14 H14B . . 107.6 ?
N1 C15 C14 . . 107.88(10) ?
N1 C15 C19 . . 109.20(10) ?
C14 C15 C19 . . 107.04(10) ?
N1 C15 C18 . . 115.47(10) ?
C14 C15 C18 . . 110.61(11) ?
C19 C15 C18 . . 106.33(11) ?
C11 C16 H16A . . 109.5 ?
C11 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C11 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C11 C17 H17A . . 109.5 ?
C11 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C11 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C15 C18 H18A . . 109.5 ?
C15 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C15 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C15 C19 H19A . . 109.5 ?
C15 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C15 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C22 C21 C26 . . 114.03(11) ?
C22 C21 B1 . . 123.20(11) ?
C26 C21 B1 . . 122.67(11) ?
C21 C22 F22 . . 118.38(11) ?
C21 C22 C23 . . 125.31(12) ?
F22 C22 C23 . . 116.30(11) ?
C22 F22 Li1 . . 119.00(10) ?
F23 C23 C24 . . 120.30(11) ?
F23 C23 C22 . . 121.65(11) ?
C24 C23 C22 . . 118.03(12) ?
F24 C24 C23 . . 120.25(12) ?
F24 C24 C25 . . 120.17(12) ?
C23 C24 C25 . . 119.57(12) ?
F25 C25 C24 . . 119.65(11) ?
F25 C25 C26 . . 120.58(12) ?
C24 C25 C26 . . 119.77(12) ?
F26 C26 C25 . . 117.11(11) ?
F26 C26 C21 . . 119.70(11) ?
C25 C26 C21 . . 123.19(12) ?
C32 C31 C36 . . 114.27(11) ?
C32 C31 B1 . . 121.36(11) ?
C36 C31 B1 . . 124.37(11) ?
F32 C32 C33 . . 116.94(11) ?
F32 C32 C31 . . 119.41(11) ?
C33 C32 C31 . . 123.63(12) ?
F33 C33 C34 . . 119.18(11) ?
F33 C33 C32 . . 120.91(11) ?
C34 C33 C32 . . 119.89(12) ?
C33 F33 Li1 . 2_666 140.39(10) ?
F34 C34 C33 . . 119.89(11) ?
F34 C34 C35 . . 120.91(11) ?
C33 C34 C35 . . 119.20(11) ?
F35 C35 C34 . . 119.58(11) ?
F35 C35 C36 . . 121.05(11) ?
C34 C35 C36 . . 119.37(12) ?
F36 C36 C35 . . 116.11(11) ?
F36 C36 C31 . . 120.25(11) ?
C35 C36 C31 . . 123.64(12) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C15 N1 C1 C2 . . . . 127.22(11) ?
C11 N1 C1 C2 . . . . -101.84(12) ?
Li1 N1 C1 C2 . . . . 18.63(13) ?
C15 N1 C1 Li1 . . . . 108.59(11) ?
C11 N1 C1 Li1 . . . . -120.47(12) ?
N1 C1 C2 C3 . . . . -60.45(15) ?
Li1 C1 C2 C3 . . . . -45.50(11) ?
N1 C1 C2 Li1 . . . . -14.95(10) ?
C31 B1 C3 C2 . . . . 171.94(12) ?
C21 B1 C3 C2 . . . . -8.18(19) ?
Li1 B1 C3 C2 . . . . -82.99(13) ?
C31 B1 C3 Li1 . . . . -105.07(13) ?
C21 B1 C3 Li1 . . . . 74.81(13) ?
C1 C2 C3 B1 . . . . 138.22(13) ?
Li1 C2 C3 B1 . . . . 82.72(14) ?
C1 C2 C3 Li1 . . . . 55.50(12) ?
C1 N1 C11 C12 . . . . 173.55(10) ?
C15 N1 C11 C12 . . . . -56.68(13) ?
Li1 N1 C11 C12 . . . . 62.18(13) ?
C1 N1 C11 C17 . . . . 56.84(13) ?
C15 N1 C11 C17 . . . . -173.39(10) ?
Li1 N1 C11 C17 . . . . -54.53(13) ?
C1 N1 C11 C16 . . . . -63.15(13) ?
C15 N1 C11 C16 . . . . 66.62(14) ?
Li1 N1 C11 C16 . . . . -174.52(11) ?
N1 C11 C12 C13 . . . . 55.61(13) ?
C17 C11 C12 C13 . . . . 173.31(11) ?
C16 C11 C12 C13 . . . . -71.37(13) ?
C11 C12 C13 C14 . . . . -55.35(14) ?
C12 C13 C14 C15 . . . . 54.90(15) ?
C1 N1 C15 C14 . . . . -175.07(10) ?
C11 N1 C15 C14 . . . . 55.55(13) ?
Li1 N1 C15 C14 . . . . -69.13(12) ?
C1 N1 C15 C19 . . . . -59.07(13) ?
C11 N1 C15 C19 . . . . 171.56(10) ?
Li1 N1 C15 C19 . . . . 46.87(12) ?
C1 N1 C15 C18 . . . . 60.65(14) ?
C11 N1 C15 C18 . . . . -68.73(14) ?
Li1 N1 C15 C18 . . . . 166.58(11) ?
C13 C14 C15 N1 . . . . -54.07(13) ?
C13 C14 C15 C19 . . . . -171.48(11) ?
C13 C14 C15 C18 . . . . 73.09(14) ?
C3 B1 C21 C22 . . . . -68.52(17) ?
C31 B1 C21 C22 . . . . 111.36(13) ?
Li1 B1 C21 C22 . . . . -11.72(14) ?
C3 B1 C21 C26 . . . . 107.74(15) ?
C31 B1 C21 C26 . . . . -72.38(15) ?
Li1 B1 C21 C26 . . . . 164.54(12) ?
C26 C21 C22 F22 . . . . 177.51(10) ?
B1 C21 C22 F22 . . . . -5.94(18) ?
C26 C21 C22 C23 . . . . -3.58(19) ?
B1 C21 C22 C23 . . . . 172.97(12) ?
C21 C22 F22 Li1 . . . . 27.90(16) ?
C23 C22 F22 Li1 . . . . -151.11(12) ?
C21 C22 C23 F23 . . . . -176.30(12) ?
F22 C22 C23 F23 . . . . 2.63(18) ?
C21 C22 C23 C24 . . . . 2.3(2) ?
F22 C22 C23 C24 . . . . -178.74(11) ?
F23 C23 C24 F24 . . . . 0.20(19) ?
C22 C23 C24 F24 . . . . -178.45(11) ?
F23 C23 C24 C25 . . . . 179.32(11) ?
C22 C23 C24 C25 . . . . 0.67(19) ?
F24 C24 C25 F25 . . . . -2.20(18) ?
C23 C24 C25 F25 . . . . 178.68(11) ?
F24 C24 C25 C26 . . . . 177.08(11) ?
C23 C24 C25 C26 . . . . -2.04(19) ?
F25 C25 C26 F26 . . . . 0.60(18) ?
C24 C25 C26 F26 . . . . -178.68(11) ?
F25 C25 C26 C21 . . . . 179.90(11) ?
C24 C25 C26 C21 . . . . 0.6(2) ?
C22 C21 C26 F26 . . . . -178.67(11) ?
B1 C21 C26 F26 . . . . 4.75(18) ?
C22 C21 C26 C25 . . . . 2.05(18) ?
B1 C21 C26 C25 . . . . -174.53(12) ?
C3 B1 C31 C32 . . . . 130.56(13) ?
C21 B1 C31 C32 . . . . -49.32(15) ?
Li1 B1 C31 C32 . . . . 59.92(15) ?
C3 B1 C31 C36 . . . . -49.99(18) ?
C21 B1 C31 C36 . . . . 130.13(12) ?
Li1 B1 C31 C36 . . . . -120.64(13) ?
C36 C31 C32 F32 . . . . 178.76(10) ?
B1 C31 C32 F32 . . . . -1.74(17) ?
C36 C31 C32 C33 . . . . 0.70(18) ?
B1 C31 C32 C33 . . . . -179.80(11) ?
F32 C32 C33 F33 . . . . -0.30(17) ?
C31 C32 C33 F33 . . . . 177.80(11) ?
F32 C32 C33 C34 . . . . -178.98(11) ?
C31 C32 C33 C34 . . . . -0.87(19) ?
C34 C33 F33 Li1 . . . 2_666 35.4(2) ?
C32 C33 F33 Li1 . . . 2_666 -143.26(14) ?
F33 C33 C34 F34 . . . . 2.15(18) ?
C32 C33 C34 F34 . . . . -179.15(11) ?
F33 C33 C34 C35 . . . . -178.11(11) ?
C32 C33 C34 C35 . . . . 0.59(19) ?
F34 C34 C35 F35 . . . . -0.04(18) ?
C33 C34 C35 F35 . . . . -179.78(11) ?
F34 C34 C35 C36 . . . . 179.52(11) ?
C33 C34 C35 C36 . . . . -0.22(18) ?
F35 C35 C36 F36 . . . . 0.25(17) ?
C34 C35 C36 F36 . . . . -179.30(11) ?
F35 C35 C36 C31 . . . . 179.65(11) ?
C34 C35 C36 C31 . . . . 0.09(19) ?
C32 C31 C36 F36 . . . . 179.06(10) ?
B1 C31 C36 F36 . . . . -0.42(18) ?
C32 C31 C36 C35 . . . . -0.31(18) ?
B1 C31 C36 C35 . . . . -179.79(11) ?

####################################################################### 
# 
# 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_erk8761
_database_code_depnum_ccdc_archive 'CCDC 1549016'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H32.52 Cl N O0.26'
_chemical_formula_iupac          ?
_chemical_formula_weight         386.69

_chemical_melting_point          ?

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

_cell_length_a                   25.0211(8)
_cell_length_b                   13.2663(5)
_cell_length_c                   13.5992(4)
_cell_angle_alpha                90
_cell_angle_beta                 103.116(2)
_cell_angle_gamma                90
_cell_volume                     4396.3(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8009
_cell_measurement_theta_min      3.6277
_cell_measurement_theta_max      66.7089
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_crystal_density_diffrn    1.168
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1669

_exptl_absorpt_coefficient_mu    1.594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.78

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'fine-focus sealed tube'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'KappaCCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            46891
_diffrn_reflns_av_R_equivalents  0.0732
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_theta_min         3.63
_diffrn_reflns_theta_max         66.72
_diffrn_reflns_theta_full        66.72
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15

_refine_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_number_total             7730
_reflns_number_gt                5891
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0483
_refine_ls_wR_factor_gt          0.1180
_refine_ls_wR_factor_ref         0.1270
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.078
_refine_ls_number_reflns         7730
_refine_ls_number_parameters     528
_refine_ls_number_restraints     20
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0595P)²+1.1562P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.240
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL--2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'
_computing_publication_material  'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl1A 0.04048(2) 0.36385(4) 0.79413(4) 0.02497(14) Uani d . . . 1.0 . .
N N1A -0.01850(7) 0.25674(13) 0.59626(13) 0.0190(4) Uani d . . . 1.0 . .
H H1A 0.0000(9) 0.2881(17) 0.6580(18) 0.022(6) Uiso d . . . 1.0 . .
C C1A 0.01813(8) 0.26474(18) 0.52183(15) 0.0230(5) Uani d . . . 1.0 . .
H H101 0.0003 0.3091 0.4654 0.028 Uiso calc U . R 1.0 . .
H H102 0.022 0.1971 0.4935 0.028 Uiso calc U . R 1.0 . .
C C2A 0.07504(8) 0.30620(17) 0.56877(16) 0.0227(5) Uani d . . . 1.0 . .
H H201 0.0722 0.3774 0.5887 0.027 Uiso calc U . R 1.0 . .
H H202 0.0919 0.267 0.6299 0.027 Uiso calc U . R 1.0 . .
C C3A 0.10992(8) 0.29861(17) 0.49256(16) 0.0222(5) Uani d . . . 1.0 . .
H H3A 0.099 0.2498 0.4408 0.027 Uiso calc U . R 1.0 . .
C C4A 0.15457(8) 0.35258(16) 0.48911(15) 0.0208(5) Uani d . . . 1.0 . .
C C11A -0.07133(8) 0.32121(17) 0.56548(16) 0.0226(5) Uani d . . . 1.0 . .
C C12A -0.10239(9) 0.31279(17) 0.64998(16) 0.0237(5) Uani d . . . 1.0 . .
H H12A -0.0811 0.3476 0.7107 0.028 Uiso calc U . R 1.0 . .
H H12B -0.138 0.348 0.6286 0.028 Uiso calc U . R 1.0 . .
C C13A -0.11297(9) 0.20422(17) 0.67813(16) 0.0242(5) Uani d . . . 1.0 . .
H H13A -0.1321 0.204 0.7343 0.029 Uiso calc U . R 1.0 . .
H H13B -0.1367 0.17 0.6195 0.029 Uiso calc U . R 1.0 . .
C C14A -0.05867(8) 0.14801(17) 0.70983(15) 0.0221(5) Uani d . . . 1.0 . .
H H14A -0.0662 0.0778 0.7274 0.027 Uiso calc U . R 1.0 . .
H H14B -0.0364 0.1803 0.7712 0.027 Uiso calc U . R 1.0 . .
C C15A -0.02547(8) 0.14604(16) 0.62837(15) 0.0202(4) Uani d . . . 1.0 . .
C C16A -0.05297(9) 0.43055(17) 0.55961(18) 0.0286(5) Uani d . . . 1.0 . .
H H16A -0.0844 0.4756 0.5562 0.043 Uiso calc U . R 1.0 . .
H H16B -0.0384 0.4396 0.4991 0.043 Uiso calc U . R 1.0 . .
H H16C -0.0244 0.4466 0.6197 0.043 Uiso calc U . R 1.0 . .
C C17A -0.10767(9) 0.28962(18) 0.46385(16) 0.0274(5) Uani d . . . 1.0 . .
H H17A -0.1299 0.2313 0.4736 0.041 Uiso calc U . R 1.0 . .
H H17B -0.0845 0.2717 0.4172 0.041 Uiso calc U . R 1.0 . .
H H17C -0.1318 0.3457 0.4356 0.041 Uiso calc U . R 1.0 . .
C C18A 0.03206(8) 0.10494(17) 0.67532(16) 0.0234(5) Uani d . . . 1.0 . .
H H18A 0.0289 0.0372 0.7022 0.035 Uiso calc U . R 1.0 . .
H H18B 0.0503 0.1495 0.7302 0.035 Uiso calc U . R 1.0 . .
H H18C 0.0536 0.1019 0.6236 0.035 Uiso calc U . R 1.0 . .
C C19A -0.05301(9) 0.07962(17) 0.53976(16) 0.0239(5) Uani d . . . 1.0 . .
H H19A -0.0493 0.0087 0.5603 0.036 Uiso calc U . R 1.0 . .
H H19B -0.0354 0.0904 0.4832 0.036 Uiso calc U . R 1.0 . .
H H19C -0.092 0.0971 0.5189 0.036 Uiso calc U . R 1.0 . .
C C21A 0.18328(8) 0.34679(16) 0.40511(15) 0.0205(4) Uani d . . . 1.0 . .
C C22A 0.17528(9) 0.28203(17) 0.32259(16) 0.0251(5) Uani d . . . 1.0 . .
H H22A 0.1484 0.2302 0.3143 0.03 Uiso calc U . R 1.0 . .
C C23A 0.20760(9) 0.29500(18) 0.25228(17) 0.0281(5) Uani d . . . 1.0 . .
H H23A 0.2027 0.2514 0.1955 0.034 Uiso calc U . R 1.0 . .
C C24A 0.24671(9) 0.37075(19) 0.26426(17) 0.0292(5) Uani d . . . 1.0 . .
H H24A 0.268 0.3786 0.2152 0.035 Uiso calc U . R 1.0 . .
C C25A 0.25529(9) 0.43561(18) 0.34692(16) 0.0256(5) Uani d . . . 1.0 . .
H H25A 0.2824 0.487 0.3551 0.031 Uiso calc U . R 1.0 . .
C C26A 0.22312(8) 0.42320(16) 0.41741(15) 0.0217(5) Uani d . . . 1.0 . .
C C31A 0.18295(8) 0.43275(16) 0.55707(15) 0.0206(4) Uani d . . . 1.0 . .
C C32A 0.17763(8) 0.46573(17) 0.65131(15) 0.0231(5) Uani d . . . 1.0 . .
H H32A 0.1514 0.4358 0.6829 0.028 Uiso calc U . R 1.0 . .
C C33A 0.21144(9) 0.54344(17) 0.69893(16) 0.0255(5) Uani d . . . 1.0 . .
H H33A 0.2084 0.5659 0.7637 0.031 Uiso calc U . R 1.0 . .
C C34A 0.24955(9) 0.58827(18) 0.65262(17) 0.0282(5) Uani d . . . 1.0 . .
H H34A 0.2718 0.6417 0.6857 0.034 Uiso calc U . R 1.0 . .
C C35A 0.25540(9) 0.55585(17) 0.55864(16) 0.0256(5) Uani d . . . 1.0 . .
H H35A 0.2813 0.5871 0.527 0.031 Uiso calc U . R 1.0 . .
C C36A 0.22295(8) 0.47720(16) 0.51143(15) 0.0216(5) Uani d . . . 1.0 . .
Cl Cl1B 0.5039(3) 0.8069(4) 0.4351(5) 0.0601(13) Uani d U P . 0.524(6) A 1
O O1 0.44094(17) 1.0049(3) 0.4636(3) 0.0572(15) Uani d U P D 0.524(6) A 1
H H1C 0.465(2) 1.051(4) 0.497(5) 0.086 Uiso d U P D 0.524(6) A 1
H H1D 0.459(3) 0.949(3) 0.454(6) 0.086 Uiso d U P D 0.524(6) A 1
Cl Cl1C 0.4974(3) 0.7919(6) 0.4415(5) 0.0782(19) Uani d U P . 0.476(6) A 2
N N1B 0.55387(7) 0.66388(16) 0.29179(14) 0.0275(4) Uani d . . . 1.0 . .
H H1B 0.5362(12) 0.705(2) 0.340(2) 0.055(9) Uiso d . . . 1.0 . .
C C1B 0.50751(8) 0.62672(19) 0.20680(16) 0.0281(5) Uani d . . . 1.0 . .
H H111 0.5128 0.6531 0.1416 0.034 Uiso calc U . R 1.0 . .
H H112 0.5085 0.5522 0.204 0.034 Uiso calc U . R 1.0 . .
C C2B 0.45191(9) 0.6605(2) 0.22207(18) 0.0369(6) Uani d . . . 1.0 . .
H H211 0.4492 0.644 0.2918 0.044 Uiso calc U . R 1.0 . .
H H212 0.4487 0.7346 0.2137 0.044 Uiso calc U . R 1.0 . .
C C3B 0.40548(9) 0.6109(2) 0.14859(17) 0.0339(6) Uani d . . . 1.0 . .
H H3B 0.4142 0.5759 0.0933 0.041 Uiso calc U . R 1.0 . .
C C4B 0.35296(9) 0.61184(19) 0.15478(16) 0.0292(5) Uani d . . . 1.0 . .
C C11B 0.58189(9) 0.57767(19) 0.36177(17) 0.0317(5) Uani d . . . 1.0 . .
C C12B 0.62447(10) 0.6247(2) 0.44834(19) 0.0400(6) Uani d . . . 1.0 . .
H H12C 0.6049 0.6619 0.4927 0.048 Uiso calc U . R 1.0 . .
H H12D 0.6456 0.5699 0.4889 0.048 Uiso calc U . R 1.0 . .
C C13B 0.66446(10) 0.6960(2) 0.4155(2) 0.0471(7) Uani d . . . 1.0 . .
H H13C 0.6865 0.6591 0.3753 0.057 Uiso calc U . R 1.0 . .
H H13D 0.6897 0.7251 0.4755 0.057 Uiso calc U . R 1.0 . .
C C14B 0.63189(11) 0.7798(2) 0.3521(2) 0.0464(7) Uani d . . . 1.0 . .
H H14C 0.6578 0.8279 0.3321 0.056 Uiso calc U . R 1.0 . .
H H14D 0.6107 0.8169 0.3937 0.056 Uiso calc U . R 1.0 . .
C C15B 0.59235(10) 0.7408(2) 0.2569(2) 0.0388(6) Uani d . . . 1.0 . .
C C16B 0.53720(11) 0.5305(2) 0.4077(2) 0.0448(7) Uani d . . . 1.0 . .
H H16D 0.5106 0.4953 0.3549 0.067 Uiso calc U . R 1.0 . .
H H16E 0.5185 0.5835 0.4372 0.067 Uiso calc U . R 1.0 . .
H H16F 0.554 0.4823 0.4604 0.067 Uiso calc U . R 1.0 . .
C C17B 0.60715(11) 0.4977(2) 0.3061(2) 0.0450(7) Uani d . . . 1.0 . .
H H17D 0.6425 0.5218 0.296 0.067 Uiso calc U . R 1.0 . .
H H17E 0.5825 0.4843 0.2404 0.067 Uiso calc U . R 1.0 . .
H H17F 0.6127 0.4356 0.3461 0.067 Uiso calc U . R 1.0 . .
C C18B 0.55603(12) 0.8285(2) 0.2081(2) 0.0514(8) Uani d . . . 1.0 . .
H H18D 0.5792 0.885 0.1972 0.077 Uiso calc U . R 1.0 . .
H H18E 0.5324 0.8499 0.2528 0.077 Uiso calc U . R 1.0 . .
H H18F 0.5332 0.8067 0.1432 0.077 Uiso calc U . R 1.0 . .
C C19B 0.62195(11) 0.6961(3) 0.1815(2) 0.0515(8) Uani d . . . 1.0 . .
H H19D 0.6394 0.7502 0.1509 0.077 Uiso calc U . R 1.0 . .
H H19E 0.5956 0.6604 0.1287 0.077 Uiso calc U . R 1.0 . .
H H19F 0.65 0.6487 0.2161 0.077 Uiso calc U . R 1.0 . .
C C21B 0.30739(9) 0.55959(18) 0.08492(17) 0.0302(5) Uani d . . . 1.0 . .
C C22B 0.30790(10) 0.4972(2) 0.00268(18) 0.0369(6) Uani d . . . 1.0 . .
H H22B 0.3409 0.4853 -0.0188 0.044 Uiso calc U . R 1.0 . .
C C23B 0.25864(11) 0.4526(2) -0.0474(2) 0.0440(7) Uani d . . . 1.0 . .
H H23B 0.2584 0.4096 -0.1033 0.053 Uiso calc U . R 1.0 . .
C C24B 0.20998(11) 0.4697(2) -0.0174(2) 0.0444(7) Uani d . . . 1.0 . .
H H24B 0.177 0.4388 -0.0529 0.053 Uiso calc U . R 1.0 . .
C C25B 0.20953(10) 0.5319(2) 0.0647(2) 0.0413(7) Uani d . . . 1.0 . .
H H25B 0.1764 0.5438 0.0856 0.05 Uiso calc U . R 1.0 . .
C C26B 0.25836(9) 0.57658(18) 0.11567(18) 0.0319(6) Uani d . . . 1.0 . .
C C31B 0.32744(9) 0.66160(18) 0.23104(17) 0.0285(5) Uani d . . . 1.0 . .
C C32B 0.34933(10) 0.7193(2) 0.31567(18) 0.0339(6) Uani d . . . 1.0 . .
H H32B 0.3873 0.7353 0.3323 0.041 Uiso calc U . R 1.0 . .
C C33B 0.31483(10) 0.7535(2) 0.37604(19) 0.0387(6) Uani d . . . 1.0 . .
H H33B 0.3296 0.7921 0.4348 0.046 Uiso calc U . R 1.0 . .
C C34B 0.25907(10) 0.7318(2) 0.3510(2) 0.0388(6) Uani d . . . 1.0 . .
H H34B 0.236 0.7559 0.3925 0.047 Uiso calc U . R 1.0 . .
C C35B 0.23673(10) 0.6753(2) 0.2662(2) 0.0389(6) Uani d . . . 1.0 . .
H H35B 0.1986 0.6607 0.2492 0.047 Uiso calc U . R 1.0 . .
C C36B 0.27070(9) 0.64035(18) 0.20627(18) 0.0304(5) Uani d . . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1A C1A . 1.515(3) ?
N1A C11A . 1.550(3) ?
N1A C15A . 1.553(3) ?
N1A H1A . 0.96(2) ?
C1A C2A . 1.525(3) ?
C1A H101 . 0.99 ?
C1A H102 . 0.99 ?
C2A C3A . 1.502(3) ?
C2A H201 . 0.99 ?
C2A H202 . 0.99 ?
C3A C4A . 1.337(3) ?
C3A H3A . 0.95 ?
C4A C31A . 1.480(3) ?
C4A C21A . 1.483(3) ?
C11A C16A . 1.529(3) ?
C11A C17A . 1.530(3) ?
C11A C12A . 1.530(3) ?
C12A C13A . 1.529(3) ?
C12A H12A . 0.99 ?
C12A H12B . 0.99 ?
C13A C14A . 1.524(3) ?
C13A H13A . 0.99 ?
C13A H13B . 0.99 ?
C14A C15A . 1.528(3) ?
C14A H14A . 0.99 ?
C14A H14B . 0.99 ?
C15A C19A . 1.525(3) ?
C15A C18A . 1.536(3) ?
C16A H16A . 0.98 ?
C16A H16B . 0.98 ?
C16A H16C . 0.98 ?
C17A H17A . 0.98 ?
C17A H17B . 0.98 ?
C17A H17C . 0.98 ?
C18A H18A . 0.98 ?
C18A H18B . 0.98 ?
C18A H18C . 0.98 ?
C19A H19A . 0.98 ?
C19A H19B . 0.98 ?
C19A H19C . 0.98 ?
C21A C22A . 1.391(3) ?
C21A C26A . 1.405(3) ?
C22A C23A . 1.396(3) ?
C22A H22A . 0.95 ?
C23A C24A . 1.386(3) ?
C23A H23A . 0.95 ?
C24A C25A . 1.393(3) ?
C24A H24A . 0.95 ?
C25A C26A . 1.394(3) ?
C25A H25A . 0.95 ?
C26A C36A . 1.466(3) ?
C31A C32A . 1.389(3) ?
C31A C36A . 1.420(3) ?
C32A C33A . 1.396(3) ?
C32A H32A . 0.95 ?
C33A C34A . 1.390(3) ?
C33A H33A . 0.95 ?
C34A C35A . 1.387(3) ?
C34A H34A . 0.95 ?
C35A C36A . 1.387(3) ?
C35A H35A . 0.95 ?
O1 H1C . 0.90(2) ?
O1 H1D . 0.89(2) ?
N1B C1B . 1.522(3) ?
N1B C15B . 1.549(3) ?
N1B C11B . 1.550(3) ?
N1B H1B . 1.02(3) ?
C1B C2B . 1.520(3) ?
C1B H111 . 0.99 ?
C1B H112 . 0.99 ?
C2B C3B . 1.502(3) ?
C2B H211 . 0.99 ?
C2B H212 . 0.99 ?
C3B C4B . 1.336(3) ?
C3B H3B . 0.95 ?
C4B C21B . 1.480(3) ?
C4B C31B . 1.490(3) ?
C11B C17B . 1.521(4) ?
C11B C12B . 1.530(3) ?
C11B C16B . 1.533(3) ?
C12B C13B . 1.516(4) ?
C12B H12C . 0.99 ?
C12B H12D . 0.99 ?
C13B C14B . 1.525(4) ?
C13B H13C . 0.99 ?
C13B H13D . 0.99 ?
C14B C15B . 1.529(4) ?
C14B H14C . 0.99 ?
C14B H14D . 0.99 ?
C15B C19B . 1.516(4) ?
C15B C18B . 1.532(4) ?
C16B H16D . 0.98 ?
C16B H16E . 0.98 ?
C16B H16F . 0.98 ?
C17B H17D . 0.98 ?
C17B H17E . 0.98 ?
C17B H17F . 0.98 ?
C18B H18D . 0.98 ?
C18B H18E . 0.98 ?
C18B H18F . 0.98 ?
C19B H19D . 0.98 ?
C19B H19E . 0.98 ?
C19B H19F . 0.98 ?
C21B C22B . 1.394(4) ?
C21B C26B . 1.401(3) ?
C22B C23B . 1.397(3) ?
C22B H22B . 0.95 ?
C23B C24B . 1.388(4) ?
C23B H23B . 0.95 ?
C24B C25B . 1.390(4) ?
C24B H24B . 0.95 ?
C25B C26B . 1.393(3) ?
C25B H25B . 0.95 ?
C26B C36B . 1.468(4) ?
C31B C32B . 1.387(3) ?
C31B C36B . 1.411(3) ?
C32B C33B . 1.395(3) ?
C32B H32B . 0.95 ?
C33B C34B . 1.389(4) ?
C33B H33B . 0.95 ?
C34B C35B . 1.382(4) ?
C34B H34B . 0.95 ?
C35B C36B . 1.384(4) ?
C35B H35B . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1A N1A C11A . . 112.89(15) ?
C1A N1A C15A . . 112.18(16) ?
C11A N1A C15A . . 117.02(15) ?
C1A N1A H1A . . 108.1(14) ?
C11A N1A H1A . . 102.1(14) ?
C15A N1A H1A . . 103.1(14) ?
N1A C1A C2A . . 113.23(16) ?
N1A C1A H101 . . 108.9 ?
C2A C1A H101 . . 108.9 ?
N1A C1A H102 . . 108.9 ?
C2A C1A H102 . . 108.9 ?
H101 C1A H102 . . 107.7 ?
C3A C2A C1A . . 108.70(17) ?
C3A C2A H201 . . 110.0 ?
C1A C2A H201 . . 110.0 ?
C3A C2A H202 . . 110.0 ?
C1A C2A H202 . . 110.0 ?
H201 C2A H202 . . 108.3 ?
C4A C3A C2A . . 127.5(2) ?
C4A C3A H3A . . 116.2 ?
C2A C3A H3A . . 116.2 ?
C3A C4A C31A . . 130.5(2) ?
C3A C4A C21A . . 123.7(2) ?
C31A C4A C21A . . 105.69(17) ?
C16A C11A C17A . . 109.66(18) ?
C16A C11A C12A . . 108.56(18) ?
C17A C11A C12A . . 111.06(18) ?
C16A C11A N1A . . 106.83(17) ?
C17A C11A N1A . . 112.84(18) ?
C12A C11A N1A . . 107.72(16) ?
C13A C12A C11A . . 113.77(18) ?
C13A C12A H12A . . 108.8 ?
C11A C12A H12A . . 108.8 ?
C13A C12A H12B . . 108.8 ?
C11A C12A H12B . . 108.8 ?
H12A C12A H12B . . 107.7 ?
C14A C13A C12A . . 109.75(17) ?
C14A C13A H13A . . 109.7 ?
C12A C13A H13A . . 109.7 ?
C14A C13A H13B . . 109.7 ?
C12A C13A H13B . . 109.7 ?
H13A C13A H13B . . 108.2 ?
C13A C14A C15A . . 113.56(17) ?
C13A C14A H14A . . 108.9 ?
C15A C14A H14A . . 108.9 ?
C13A C14A H14B . . 108.9 ?
C15A C14A H14B . . 108.9 ?
H14A C14A H14B . . 107.7 ?
C19A C15A C14A . . 111.10(17) ?
C19A C15A C18A . . 109.64(17) ?
C14A C15A C18A . . 108.48(16) ?
C19A C15A N1A . . 112.55(16) ?
C14A C15A N1A . . 107.57(16) ?
C18A C15A N1A . . 107.34(16) ?
C11A C16A H16A . . 109.5 ?
C11A C16A H16B . . 109.5 ?
H16A C16A H16B . . 109.5 ?
C11A C16A H16C . . 109.5 ?
H16A C16A H16C . . 109.5 ?
H16B C16A H16C . . 109.5 ?
C11A C17A H17A . . 109.5 ?
C11A C17A H17B . . 109.5 ?
H17A C17A H17B . . 109.5 ?
C11A C17A H17C . . 109.5 ?
H17A C17A H17C . . 109.5 ?
H17B C17A H17C . . 109.5 ?
C15A C18A H18A . . 109.5 ?
C15A C18A H18B . . 109.5 ?
H18A C18A H18B . . 109.5 ?
C15A C18A H18C . . 109.5 ?
H18A C18A H18C . . 109.5 ?
H18B C18A H18C . . 109.5 ?
C15A C19A H19A . . 109.5 ?
C15A C19A H19B . . 109.5 ?
H19A C19A H19B . . 109.5 ?
C15A C19A H19C . . 109.5 ?
H19A C19A H19C . . 109.5 ?
H19B C19A H19C . . 109.5 ?
C22A C21A C26A . . 120.67(19) ?
C22A C21A C4A . . 130.32(19) ?
C26A C21A C4A . . 109.00(18) ?
C21A C22A C23A . . 118.5(2) ?
C21A C22A H22A . . 120.8 ?
C23A C22A H22A . . 120.8 ?
C24A C23A C22A . . 120.8(2) ?
C24A C23A H23A . . 119.6 ?
C22A C23A H23A . . 119.6 ?
C23A C24A C25A . . 121.2(2) ?
C23A C24A H24A . . 119.4 ?
C25A C24A H24A . . 119.4 ?
C24A C25A C26A . . 118.3(2) ?
C24A C25A H25A . . 120.8 ?
C26A C25A H25A . . 120.8 ?
C25A C26A C21A . . 120.5(2) ?
C25A C26A C36A . . 131.2(2) ?
C21A C26A C36A . . 108.29(18) ?
C32A C31A C36A . . 119.80(19) ?
C32A C31A C4A . . 132.0(2) ?
C36A C31A C4A . . 108.14(18) ?
C31A C32A C33A . . 119.1(2) ?
C31A C32A H32A . . 120.5 ?
C33A C32A H32A . . 120.5 ?
C34A C33A C32A . . 120.8(2) ?
C34A C33A H33A . . 119.6 ?
C32A C33A H33A . . 119.6 ?
C35A C34A C33A . . 120.8(2) ?
C35A C34A H34A . . 119.6 ?
C33A C34A H34A . . 119.6 ?
C36A C35A C34A . . 119.1(2) ?
C36A C35A H35A . . 120.4 ?
C34A C35A H35A . . 120.4 ?
C35A C36A C31A . . 120.5(2) ?
C35A C36A C26A . . 130.8(2) ?
C31A C36A C26A . . 108.66(18) ?
H1C O1 H1D . . 110.(6) ?
C1B N1B C15B . . 113.61(17) ?
C1B N1B C11B . . 112.83(18) ?
C15B N1B C11B . . 116.61(17) ?
C1B N1B H1B . . 107.0(17) ?
C15B N1B H1B . . 103.5(17) ?
C11B N1B H1B . . 101.5(17) ?
C2B C1B N1B . . 111.35(18) ?
C2B C1B H111 . . 109.4 ?
N1B C1B H111 . . 109.4 ?
C2B C1B H112 . . 109.4 ?
N1B C1B H112 . . 109.4 ?
H111 C1B H112 . . 108.0 ?
C3B C2B C1B . . 111.9(2) ?
C3B C2B H211 . . 109.2 ?
C1B C2B H211 . . 109.2 ?
C3B C2B H212 . . 109.2 ?
C1B C2B H212 . . 109.2 ?
H211 C2B H212 . . 107.9 ?
C4B C3B C2B . . 125.3(2) ?
C4B C3B H3B . . 117.4 ?
C2B C3B H3B . . 117.4 ?
C3B C4B C21B . . 125.5(2) ?
C3B C4B C31B . . 129.2(2) ?
C21B C4B C31B . . 105.35(19) ?
C17B C11B C12B . . 111.8(2) ?
C17B C11B C16B . . 110.0(2) ?
C12B C11B C16B . . 107.3(2) ?
C17B C11B N1B . . 112.95(19) ?
C12B C11B N1B . . 108.1(2) ?
C16B C11B N1B . . 106.35(19) ?
C13B C12B C11B . . 114.8(2) ?
C13B C12B H12C . . 108.6 ?
C11B C12B H12C . . 108.6 ?
C13B C12B H12D . . 108.6 ?
C11B C12B H12D . . 108.6 ?
H12C C12B H12D . . 107.6 ?
C12B C13B C14B . . 108.5(2) ?
C12B C13B H13C . . 110.0 ?
C14B C13B H13C . . 110.0 ?
C12B C13B H13D . . 110.0 ?
C14B C13B H13D . . 110.0 ?
H13C C13B H13D . . 108.4 ?
C13B C14B C15B . . 113.1(2) ?
C13B C14B H14C . . 109.0 ?
C15B C14B H14C . . 109.0 ?
C13B C14B H14D . . 109.0 ?
C15B C14B H14D . . 109.0 ?
H14C C14B H14D . . 107.8 ?
C19B C15B C14B . . 112.5(2) ?
C19B C15B C18B . . 109.7(2) ?
C14B C15B C18B . . 108.4(2) ?
C19B C15B N1B . . 112.5(2) ?
C14B C15B N1B . . 107.0(2) ?
C18B C15B N1B . . 106.5(2) ?
C11B C16B H16D . . 109.5 ?
C11B C16B H16E . . 109.5 ?
H16D C16B H16E . . 109.5 ?
C11B C16B H16F . . 109.5 ?
H16D C16B H16F . . 109.5 ?
H16E C16B H16F . . 109.5 ?
C11B C17B H17D . . 109.5 ?
C11B C17B H17E . . 109.5 ?
H17D C17B H17E . . 109.5 ?
C11B C17B H17F . . 109.5 ?
H17D C17B H17F . . 109.5 ?
H17E C17B H17F . . 109.5 ?
C15B C18B H18D . . 109.5 ?
C15B C18B H18E . . 109.5 ?
H18D C18B H18E . . 109.5 ?
C15B C18B H18F . . 109.5 ?
H18D C18B H18F . . 109.5 ?
H18E C18B H18F . . 109.5 ?
C15B C19B H19D . . 109.5 ?
C15B C19B H19E . . 109.5 ?
H19D C19B H19E . . 109.5 ?
C15B C19B H19F . . 109.5 ?
H19D C19B H19F . . 109.5 ?
H19E C19B H19F . . 109.5 ?
C22B C21B C26B . . 120.2(2) ?
C22B C21B C4B . . 130.3(2) ?
C26B C21B C4B . . 109.4(2) ?
C21B C22B C23B . . 118.3(3) ?
C21B C22B H22B . . 120.8 ?
C23B C22B H22B . . 120.8 ?
C24B C23B C22B . . 121.6(3) ?
C24B C23B H23B . . 119.2 ?
C22B C23B H23B . . 119.2 ?
C23B C24B C25B . . 120.0(2) ?
C23B C24B H24B . . 120.0 ?
C25B C24B H24B . . 120.0 ?
C24B C25B C26B . . 119.1(3) ?
C24B C25B H25B . . 120.4 ?
C26B C25B H25B . . 120.4 ?
C25B C26B C21B . . 120.7(2) ?
C25B C26B C36B . . 131.1(2) ?
C21B C26B C36B . . 108.1(2) ?
C32B C31B C36B . . 119.7(2) ?
C32B C31B C4B . . 132.1(2) ?
C36B C31B C4B . . 108.2(2) ?
C31B C32B C33B . . 119.1(2) ?
C31B C32B H32B . . 120.4 ?
C33B C32B H32B . . 120.4 ?
C34B C33B C32B . . 120.6(3) ?
C34B C33B H33B . . 119.7 ?
C32B C33B H33B . . 119.7 ?
C35B C34B C33B . . 120.7(2) ?
C35B C34B H34B . . 119.6 ?
C33B C34B H34B . . 119.6 ?
C34B C35B C36B . . 119.1(2) ?
C34B C35B H35B . . 120.4 ?
C36B C35B H35B . . 120.4 ?
C35B C36B C31B . . 120.8(2) ?
C35B C36B C26B . . 130.3(2) ?
C31B C36B C26B . . 108.9(2) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C11A N1A C1A C2A . . . . 119.6(2) ?
C15A N1A C1A C2A . . . . -105.6(2) ?
N1A C1A C2A C3A . . . . 172.91(17) ?
C1A C2A C3A C4A . . . . 157.1(2) ?
C2A C3A C4A C31A . . . . 0.8(4) ?
C2A C3A C4A C21A . . . . -173.7(2) ?
C1A N1A C11A C16A . . . . -59.4(2) ?
C15A N1A C11A C16A . . . . 168.09(17) ?
C1A N1A C11A C17A . . . . 61.1(2) ?
C15A N1A C11A C17A . . . . -71.3(2) ?
C1A N1A C11A C12A . . . . -175.91(17) ?
C15A N1A C11A C12A . . . . 51.6(2) ?
C16A C11A C12A C13A . . . . -168.35(17) ?
C17A C11A C12A C13A . . . . 71.0(2) ?
N1A C11A C12A C13A . . . . -53.0(2) ?
C11A C12A C13A C14A . . . . 57.7(2) ?
C12A C13A C14A C15A . . . . -58.2(2) ?
C13A C14A C15A C19A . . . . -69.6(2) ?
C13A C14A C15A C18A . . . . 169.86(18) ?
C13A C14A C15A N1A . . . . 54.0(2) ?
C1A N1A C15A C19A . . . . -62.2(2) ?
C11A N1A C15A C19A . . . . 70.6(2) ?
C1A N1A C15A C14A . . . . 175.08(15) ?
C11A N1A C15A C14A . . . . -52.1(2) ?
C1A N1A C15A C18A . . . . 58.5(2) ?
C11A N1A C15A C18A . . . . -168.69(16) ?
C3A C4A C21A C22A . . . . -7.3(4) ?
C31A C4A C21A C22A . . . . 177.0(2) ?
C3A C4A C21A C26A . . . . 171.3(2) ?
C31A C4A C21A C26A . . . . -4.3(2) ?
C26A C21A C22A C23A . . . . -0.2(3) ?
C4A C21A C22A C23A . . . . 178.3(2) ?
C21A C22A C23A C24A . . . . -0.1(3) ?
C22A C23A C24A C25A . . . . 0.5(3) ?
C23A C24A C25A C26A . . . . -0.6(3) ?
C24A C25A C26A C21A . . . . 0.2(3) ?
C24A C25A C26A C36A . . . . 178.8(2) ?
C22A C21A C26A C25A . . . . 0.1(3) ?
C4A C21A C26A C25A . . . . -178.65(18) ?
C22A C21A C26A C36A . . . . -178.71(18) ?
C4A C21A C26A C36A . . . . 2.5(2) ?
C3A C4A C31A C32A . . . . 11.2(4) ?
C21A C4A C31A C32A . . . . -173.5(2) ?
C3A C4A C31A C36A . . . . -170.7(2) ?
C21A C4A C31A C36A . . . . 4.6(2) ?
C36A C31A C32A C33A . . . . 0.9(3) ?
C4A C31A C32A C33A . . . . 178.8(2) ?
C31A C32A C33A C34A . . . . 0.7(3) ?
C32A C33A C34A C35A . . . . -0.9(3) ?
C33A C34A C35A C36A . . . . -0.5(3) ?
C34A C35A C36A C31A . . . . 2.2(3) ?
C34A C35A C36A C26A . . . . -174.8(2) ?
C32A C31A C36A C35A . . . . -2.4(3) ?
C4A C31A C36A C35A . . . . 179.25(18) ?
C32A C31A C36A C26A . . . . 175.21(18) ?
C4A C31A C36A C26A . . . . -3.2(2) ?
C25A C26A C36A C35A . . . . -1.0(4) ?
C21A C26A C36A C35A . . . . 177.7(2) ?
C25A C26A C36A C31A . . . . -178.3(2) ?
C21A C26A C36A C31A . . . . 0.4(2) ?
C15B N1B C1B C2B . . . . -114.4(2) ?
C11B N1B C1B C2B . . . . 110.0(2) ?
N1B C1B C2B C3B . . . . -170.7(2) ?
C1B C2B C3B C4B . . . . 167.6(3) ?
C2B C3B C4B C21B . . . . -177.4(2) ?
C2B C3B C4B C31B . . . . 1.3(4) ?
C1B N1B C11B C17B . . . . 60.0(3) ?
C15B N1B C11B C17B . . . . -74.1(3) ?
C1B N1B C11B C12B . . . . -175.69(19) ?
C15B N1B C11B C12B . . . . 50.1(3) ?
C1B N1B C11B C16B . . . . -60.7(2) ?
C15B N1B C11B C16B . . . . 165.1(2) ?
C17B C11B C12B C13B . . . . 73.2(3) ?
C16B C11B C12B C13B . . . . -166.1(2) ?
N1B C11B C12B C13B . . . . -51.7(3) ?
C11B C12B C13B C14B . . . . 57.7(3) ?
C12B C13B C14B C15B . . . . -60.4(3) ?
C13B C14B C15B C19B . . . . -66.9(3) ?
C13B C14B C15B C18B . . . . 171.6(2) ?
C13B C14B C15B N1B . . . . 57.1(3) ?
C1B N1B C15B C19B . . . . -62.7(3) ?
C11B N1B C15B C19B . . . . 71.1(3) ?
C1B N1B C15B C14B . . . . 173.3(2) ?
C11B N1B C15B C14B . . . . -52.9(3) ?
C1B N1B C15B C18B . . . . 57.5(3) ?
C11B N1B C15B C18B . . . . -168.7(2) ?
C3B C4B C21B C22B . . . . 2.6(4) ?
C31B C4B C21B C22B . . . . -176.4(2) ?
C3B C4B C21B C26B . . . . 179.3(2) ?
C31B C4B C21B C26B . . . . 0.3(3) ?
C26B C21B C22B C23B . . . . -0.1(4) ?
C4B C21B C22B C23B . . . . 176.4(2) ?
C21B C22B C23B C24B . . . . 0.3(4) ?
C22B C23B C24B C25B . . . . -0.4(4) ?
C23B C24B C25B C26B . . . . 0.1(4) ?
C24B C25B C26B C21B . . . . 0.2(4) ?
C24B C25B C26B C36B . . . . -176.5(2) ?
C22B C21B C26B C25B . . . . -0.2(4) ?
C4B C21B C26B C25B . . . . -177.3(2) ?
C22B C21B C26B C36B . . . . 177.1(2) ?
C4B C21B C26B C36B . . . . 0.0(3) ?
C3B C4B C31B C32B . . . . -0.3(4) ?
C21B C4B C31B C32B . . . . 178.6(2) ?
C3B C4B C31B C36B . . . . -179.5(3) ?
C21B C4B C31B C36B . . . . -0.6(2) ?
C36B C31B C32B C33B . . . . 1.3(4) ?
C4B C31B C32B C33B . . . . -177.7(2) ?
C31B C32B C33B C34B . . . . -1.1(4) ?
C32B C33B C34B C35B . . . . 0.4(4) ?
C33B C34B C35B C36B . . . . 0.1(4) ?
C34B C35B C36B C31B . . . . 0.1(4) ?
C34B C35B C36B C26B . . . . 177.4(2) ?
C32B C31B C36B C35B . . . . -0.8(3) ?
C4B C31B C36B C35B . . . . 178.4(2) ?
C32B C31B C36B C26B . . . . -178.7(2) ?
C4B C31B C36B C26B . . . . 0.6(3) ?
C25B C26B C36B C35B . . . . -1.0(4) ?
C21B C26B C36B C35B . . . . -177.9(2) ?
C25B C26B C36B C31B . . . . 176.6(2) ?
C21B C26B C36B C31B . . . . -0.4(3) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1A H1A Cl1A . 0.96(2) 2.15(2) 3.1042(18) 178.(2) ?
C1A H102 Cl1A 4_565 0.99 2.96 3.687(2) 130.7 ?
C14A H14A Cl1A 2_546 0.99 2.94 3.799(2) 145.7 ?
C16A H16C Cl1A . 0.98 2.78 3.611(2) 143.2 ?
C18A H18A Cl1A 2_546 0.98 2.89 3.747(2) 146.7 ?
C19A H19A Cl1A 2_546 0.98 2.73 3.616(2) 150.3 ?
O1 H1C Cl1B 3_676 0.90(2) 2.17(3) 3.030(8) 160.(7) ?
O1 H1D Cl1B . 0.89(2) 2.24(2) 3.131(6) 178.(7) ?
N1B H1B Cl1B . 1.02(3) 2.15(3) 3.173(6) 173.(3) ?
N1B H1B Cl1C . 1.02(3) 2.19(3) 3.214(7) 179.(3) ?
C1B H111 Cl1B 4_575 0.99 2.82 3.779(7) 164.4 ?
C1B H111 Cl1C 4_575 0.99 2.76 3.720(7) 163.7 ?
C14B H14D Cl1B . 0.99 2.86 3.648(8) 137.3 ?
C16B H16E Cl1B . 0.98 2.99 3.798(6) 141.1 ?
C16B H16E Cl1C . 0.98 2.82 3.666(7) 145.3 ?
C18B H18E Cl1B . 0.98 2.79 3.625(8) 143.4 ?
C18B H18F Cl1C 4_575 0.98 2.99 3.929(8) 161.5 ?
C19B H19E O1 2_645 0.98 2.48 3.376(5) 151.9 ?

####################################################################### 
# 
# 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_erk8714
_database_code_depnum_ccdc_archive 'CCDC 1549017'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H50 B F10 Li N2 O'
_chemical_formula_iupac          ?
_chemical_formula_weight         758.55

_chemical_melting_point          ?

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

_cell_length_a                   26.6576(19)
_cell_length_b                   17.0458(14)
_cell_length_c                   20.604(3)
_cell_angle_alpha                90
_cell_angle_beta                 123.014(2)
_cell_angle_gamma                90
_cell_volume                     7850.8(14)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9955
_cell_measurement_theta_min      2.3400
_cell_measurement_theta_max      26.3351
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.295
_exptl_crystal_size_mid          0.253
_exptl_crystal_size_min          0.136
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3184

_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            87129
_diffrn_reflns_av_R_equivalents  0.0976
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24

_refine_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.

One TMP group is disordered over two positions. Several restraints (SADI,
SAME, ISOR and SIMU) were used in order to improve refinement stability.
;

_reflns_number_total             7178
_reflns_number_gt                5470
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_gt          0.0973
_refine_ls_wR_factor_ref         0.1096
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.028
_refine_ls_number_reflns         7178
_refine_ls_number_parameters     594
_refine_ls_number_restraints     289
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0407P)²+9.7624P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.326
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;

APEX2 v.2014.1-1 (Bruker AXS Inc., 2014)


;
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.68105(9) 0.19924(12) 0.75229(11) 0.0203(4) Uani d . . . 1.0 . .
Li Li1 0.67659(15) 0.34676(19) 0.82226(19) 0.0298(7) Uani d . . . 1.0 . .
N N2 0.68938(7) 0.46395(9) 0.84944(9) 0.0231(3) Uani d . . . 1.0 . .
H H2 0.6935(9) 0.4785(13) 0.8138(13) 0.033(6) Uiso d . . . 1.0 . .
O O1 0.67805(5) 0.28865(7) 0.74648(7) 0.0220(3) Uani d . . . 1.0 . .
C C3 0.65800(8) 0.16106(11) 0.66832(10) 0.0231(4) Uani d . . . 1.0 . .
H H3A 0.6863 0.1752 0.6532 0.028 Uiso calc U . R 1.0 . .
H H3B 0.6579 0.1032 0.6724 0.028 Uiso calc U . R 1.0 . .
C C4 0.69868(9) 0.32619(11) 0.70645(11) 0.0273(4) Uani d U . . 1.0 . .
C C5 0.67062(11) 0.38911(12) 0.66029(13) 0.0380(5) Uani d U . . 1.0 . .
H H5 0.6339 0.4107 0.6493 0.046 Uiso calc U . R 1.0 . .
C C6 0.70670(11) 0.41972(12) 0.62885(13) 0.0385(5) Uani d U . . 1.0 . .
H H6A 0.725 0.4711 0.6521 0.046 Uiso calc U . R 1.0 . .
H H6B 0.6813 0.4255 0.5719 0.046 Uiso calc U . R 1.0 . .
C C7 0.75478(10) 0.35722(12) 0.65220(13) 0.0390(5) Uani d U . . 1.0 . .
H H7A 0.7446 0.3235 0.6075 0.047 Uiso calc U . R 1.0 . .
H H7B 0.7942 0.3819 0.6721 0.047 Uiso calc U . R 1.0 . .
C C8 0.75576(9) 0.30940(15) 0.71552(14) 0.0426(6) Uani d U . . 1.0 . .
H H8A 0.7596 0.2527 0.7087 0.051 Uiso calc U . R 1.0 . .
H H8B 0.7895 0.3257 0.7674 0.051 Uiso calc U . R 1.0 . .
C C2 0.59496(8) 0.18880(11) 0.60503(10) 0.0234(4) Uani d . . D 1.0 . .
H H2A 0.5658 0.1688 0.6166 0.028 Uiso calc U P R 0.823(5) A 1
H H2B 0.5936 0.2468 0.6052 0.028 Uiso calc U P R 0.823(5) A 1
H H2C 0.5959 0.2456 0.5959 0.028 Uiso calc U P R 0.177(5) A 2
H H2D 0.5673 0.1804 0.6225 0.028 Uiso calc U P R 0.177(5) A 2
C C1 0.5770(2) 0.1604(3) 0.5244(2) 0.0218(10) Uani d U P D 0.823(5) A 1
H H1A 0.6099 0.1728 0.5171 0.026 Uiso calc U P R 0.823(5) A 1
H H1B 0.5726 0.1026 0.5225 0.026 Uiso calc U P R 0.823(5) A 1
N N1 0.52110(18) 0.1946(3) 0.4595(2) 0.0201(10) Uani d U P D 0.823(5) A 1
C C11 0.47010(13) 0.1386(2) 0.42117(17) 0.0265(7) Uani d U P D 0.823(5) A 1
C C12 0.41346(11) 0.1824(2) 0.36115(15) 0.0390(8) Uani d U P D 0.823(5) A 1
H H12A 0.3805 0.1441 0.3327 0.047 Uiso calc U P R 0.823(5) A 1
H H12B 0.4021 0.2191 0.3882 0.047 Uiso calc U P R 0.823(5) A 1
C C13 0.42058(13) 0.2280(2) 0.30372(16) 0.0380(8) Uani d U P D 0.823(5) A 1
H H13A 0.3832 0.2567 0.2674 0.046 Uiso calc U P R 0.823(5) A 1
H H13B 0.4292 0.1917 0.2734 0.046 Uiso calc U P R 0.823(5) A 1
C C14 0.47194(17) 0.28531(17) 0.34838(18) 0.0356(7) Uani d U P D 0.823(5) A 1
H H14A 0.4609 0.324 0.3744 0.043 Uiso calc U P R 0.823(5) A 1
H H14B 0.4778 0.3142 0.3113 0.043 Uiso calc U P R 0.823(5) A 1
C C15 0.53123(15) 0.24647(17) 0.40939(16) 0.0260(7) Uani d U P D 0.823(5) A 1
C C16 0.47895(16) 0.06746(18) 0.38234(17) 0.0409(8) Uani d U P D 0.823(5) A 1
H H16A 0.476 0.0845 0.335 0.061 Uiso calc U P R 0.823(5) A 1
H H16B 0.448 0.0282 0.3694 0.061 Uiso calc U P R 0.823(5) A 1
H H16C 0.5185 0.0444 0.4179 0.061 Uiso calc U P R 0.823(5) A 1
C C17 0.46000(13) 0.1094(2) 0.48363(16) 0.0396(8) Uani d U P D 0.823(5) A 1
H H17A 0.4941 0.0771 0.5212 0.059 Uiso calc U P R 0.823(5) A 1
H H17B 0.4233 0.0779 0.4595 0.059 Uiso calc U P R 0.823(5) A 1
H H17C 0.4562 0.1544 0.5102 0.059 Uiso calc U P R 0.823(5) A 1
C C18 0.55884(14) 0.2066(2) 0.36855(17) 0.0349(7) Uani d U P D 0.823(5) A 1
H H18A 0.5953 0.1785 0.4069 0.052 Uiso calc U P R 0.823(5) A 1
H H18B 0.5688 0.2466 0.3431 0.052 Uiso calc U P R 0.823(5) A 1
H H18C 0.53 0.1695 0.3298 0.052 Uiso calc U P R 0.823(5) A 1
C C19 0.57389(15) 0.31212(16) 0.46059(16) 0.0397(8) Uani d U P D 0.823(5) A 1
H H19A 0.5589 0.3364 0.49 0.06 Uiso calc U P R 0.823(5) A 1
H H19B 0.5763 0.3518 0.428 0.06 Uiso calc U P R 0.823(5) A 1
H H19C 0.6137 0.2901 0.4966 0.06 Uiso calc U P R 0.823(5) A 1
C C1A 0.5718(9) 0.1434(10) 0.5287(8) 0.012(4) Uani d U P D 0.177(5) A 2
H H1A1 0.606 0.1287 0.5247 0.014 Uiso calc U P R 0.177(5) A 2
H H1A2 0.5516 0.0947 0.5287 0.014 Uiso calc U P R 0.177(5) A 2
N N1A 0.5297(7) 0.1922(14) 0.4623(10) 0.014(5) Uani d U P D 0.177(5) A 2
C C11A 0.4660(6) 0.1689(9) 0.4238(8) 0.034(4) Uani d U P D 0.177(5) A 2
C C12A 0.4270(6) 0.2327(10) 0.3670(8) 0.050(4) Uani d U P D 0.177(5) A 2
H H12C 0.3854 0.2131 0.3351 0.06 Uiso calc U P R 0.177(5) A 2
H H12D 0.4272 0.2786 0.3966 0.06 Uiso calc U P R 0.177(5) A 2
C C13A 0.4460(7) 0.2593(9) 0.3140(8) 0.036(3) Uani d U P D 0.177(5) A 2
H H13C 0.4189 0.301 0.279 0.043 Uiso calc U P R 0.177(5) A 2
H H13D 0.4445 0.2149 0.2821 0.043 Uiso calc U P R 0.177(5) A 2
C C14A 0.5088(7) 0.2901(8) 0.3634(8) 0.044(3) Uani d U P D 0.177(5) A 2
H H14C 0.5092 0.3354 0.3937 0.052 Uiso calc U P R 0.177(5) A 2
H H14D 0.5218 0.309 0.3294 0.052 Uiso calc U P R 0.177(5) A 2
C C15A 0.5530(6) 0.2294(8) 0.4186(8) 0.036(4) Uani d U P D 0.177(5) A 2
C C16A 0.4491(6) 0.1585(11) 0.4845(8) 0.045(4) Uani d U P D 0.177(5) A 2
H H16D 0.4764 0.1207 0.5239 0.068 Uiso calc U P R 0.177(5) A 2
H H16E 0.408 0.1392 0.4588 0.068 Uiso calc U P R 0.177(5) A 2
H H16F 0.4524 0.2091 0.5092 0.068 Uiso calc U P R 0.177(5) A 2
C C17A 0.4539(8) 0.0904(10) 0.3824(10) 0.049(4) Uani d U P D 0.177(5) A 2
H H17D 0.452 0.098 0.3339 0.074 Uiso calc U P R 0.177(5) A 2
H H17E 0.4158 0.0691 0.371 0.074 Uiso calc U P R 0.177(5) A 2
H H17F 0.4863 0.0537 0.4156 0.074 Uiso calc U P R 0.177(5) A 2
C C18A 0.5653(8) 0.1655(11) 0.3758(10) 0.047(4) Uani d U P D 0.177(5) A 2
H H18D 0.5866 0.1215 0.4109 0.071 Uiso calc U P R 0.177(5) A 2
H H18E 0.5899 0.1876 0.3582 0.071 Uiso calc U P R 0.177(5) A 2
H H18F 0.5273 0.1469 0.331 0.071 Uiso calc U P R 0.177(5) A 2
C C19A 0.6125(7) 0.2717(12) 0.4779(9) 0.071(6) Uani d U P D 0.177(5) A 2
H H19D 0.6053 0.3096 0.5076 0.106 Uiso calc U P R 0.177(5) A 2
H H19E 0.6278 0.2991 0.4502 0.106 Uiso calc U P R 0.177(5) A 2
H H19F 0.642 0.2329 0.5132 0.106 Uiso calc U P R 0.177(5) A 2
C C21 0.63709(8) 0.16902(11) 0.78137(10) 0.0216(4) Uani d . . . 1.0 . .
C C22 0.60277(8) 0.21385(12) 0.79900(10) 0.0261(4) Uani d . . . 1.0 . .
F F22 0.60328(5) 0.29420(7) 0.79538(6) 0.0318(3) Uani d . . . 1.0 . .
C C23 0.56723(9) 0.18472(14) 0.82326(11) 0.0355(5) Uani d . . . 1.0 . .
F F23 0.53534(5) 0.23339(9) 0.83887(7) 0.0510(4) Uani d . . . 1.0 . .
C C24 0.56482(9) 0.10540(15) 0.83123(11) 0.0407(6) Uani d . . . 1.0 . .
F F24 0.53020(6) 0.07544(10) 0.85407(8) 0.0654(5) Uani d . . . 1.0 . .
C C25 0.59807(10) 0.05704(13) 0.81529(11) 0.0390(5) Uani d . . . 1.0 . .
F F25 0.59714(7) -0.02113(8) 0.82420(8) 0.0585(4) Uani d . . . 1.0 . .
C C26 0.63323(8) 0.08895(12) 0.79173(11) 0.0283(4) Uani d . . . 1.0 . .
F F26 0.66646(5) 0.03764(6) 0.78026(7) 0.0380(3) Uani d . . . 1.0 . .
C C31 0.75013(8) 0.17828(10) 0.82525(10) 0.0194(4) Uani d . . . 1.0 . .
C C32 0.77175(8) 0.21420(10) 0.89630(10) 0.0205(4) Uani d . . . 1.0 . .
F F32 0.73489(5) 0.26457(6) 0.90450(6) 0.0253(2) Uani d . . . 1.0 . .
C C33 0.82780(8) 0.20420(11) 0.96186(10) 0.0231(4) Uani d . . . 1.0 . .
F F33 0.84399(5) 0.24138(7) 1.02818(6) 0.0336(3) Uani d . . . 1.0 . .
C C34 0.86724(8) 0.15461(11) 0.95867(10) 0.0249(4) Uani d . . . 1.0 . .
F F34 0.92267(5) 0.14374(7) 1.02094(6) 0.0356(3) Uani d . . . 1.0 . .
C C35 0.84886(8) 0.11676(10) 0.88991(11) 0.0234(4) Uani d . . . 1.0 . .
F F35 0.88710(5) 0.06835(7) 0.88621(6) 0.0337(3) Uani d . . . 1.0 . .
C C36 0.79170(8) 0.12908(10) 0.82588(10) 0.0207(4) Uani d . . . 1.0 . .
F F36 0.77815(5) 0.09011(6) 0.76079(6) 0.0283(3) Uani d . . . 1.0 . .
C C41 0.63431(9) 0.50689(11) 0.83380(12) 0.0300(4) Uani d . . . 1.0 . .
C C42 0.64637(11) 0.59487(12) 0.84717(14) 0.0428(6) Uani d . . . 1.0 . .
H H42A 0.6507 0.6166 0.8059 0.051 Uiso calc U . R 1.0 . .
H H42B 0.6114 0.6206 0.843 0.051 Uiso calc U . R 1.0 . .
C C43 0.70175(13) 0.61430(13) 0.92493(15) 0.0493(6) Uani d . . . 1.0 . .
H H43A 0.6964 0.5971 0.9667 0.059 Uiso calc U . R 1.0 . .
H H43B 0.7082 0.6718 0.9294 0.059 Uiso calc U . R 1.0 . .
C C44 0.75596(11) 0.57353(13) 0.93398(14) 0.0455(6) Uani d . . . 1.0 . .
H H44A 0.7913 0.5842 0.9865 0.055 Uiso calc U . R 1.0 . .
H H44B 0.764 0.5961 0.8962 0.055 Uiso calc U . R 1.0 . .
C C45 0.74824(9) 0.48399(12) 0.92182(11) 0.0308(4) Uani d . . . 1.0 . .
C C46 0.58591(10) 0.49189(14) 0.74870(12) 0.0397(5) Uani d . . . 1.0 . .
H H46A 0.6003 0.5091 0.7162 0.06 Uiso calc U . R 1.0 . .
H H46B 0.5497 0.5212 0.7346 0.06 Uiso calc U . R 1.0 . .
H H46C 0.5767 0.4357 0.7407 0.06 Uiso calc U . R 1.0 . .
C C47 0.61245(10) 0.47322(13) 0.88327(13) 0.0351(5) Uani d . . . 1.0 . .
H H47A 0.6099 0.4159 0.8783 0.053 Uiso calc U . R 1.0 . .
H H47B 0.5729 0.4947 0.8655 0.053 Uiso calc U . R 1.0 . .
H H47C 0.6406 0.4875 0.9376 0.053 Uiso calc U . R 1.0 . .
C C48 0.79620(9) 0.45160(14) 0.91014(14) 0.0408(5) Uani d . . . 1.0 . .
H H48A 0.7925 0.3944 0.905 0.061 Uiso calc U . R 1.0 . .
H H48B 0.8359 0.4654 0.9548 0.061 Uiso calc U . R 1.0 . .
H H48C 0.791 0.4742 0.8631 0.061 Uiso calc U . R 1.0 . .
C C49 0.75468(10) 0.44328(13) 0.99276(11) 0.0363(5) Uani d . . . 1.0 . .
H H49A 0.7304 0.4711 1.008 0.054 Uiso calc U . R 1.0 . .
H H49B 0.7967 0.444 1.0358 0.054 Uiso calc U . R 1.0 . .
H H49C 0.741 0.3888 0.9797 0.054 Uiso calc U . R 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O1 . 1.527(2) ?
B1 C3 . 1.624(3) ?
B1 C31 . 1.662(3) ?
B1 C21 . 1.662(2) ?
Li1 O1 . 1.867(3) ?
Li1 F22 . 1.936(3) ?
Li1 N2 . 2.052(4) ?
Li1 F32 . 2.093(3) ?
Li1 C4 . 2.774(4) ?
Li1 H2 . 2.32(2) ?
N2 C45 . 1.501(3) ?
N2 C41 . 1.510(2) ?
N2 H2 . 0.84(2) ?
O1 C4 . 1.374(2) ?
C3 C2 . 1.536(2) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 C5 . 1.356(3) ?
C4 C8 . 1.457(3) ?
C5 C6 . 1.515(3) ?
C5 H5 . 0.95 ?
C6 C7 . 1.529(3) ?
C6 H6A . 0.99 ?
C6 H6B . 0.99 ?
C7 C8 . 1.526(3) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C2 C1 . 1.535(4) ?
C2 C1A . 1.547(14) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C2 H2C . 0.99 ?
C2 H2D . 0.99 ?
C1 N1 . 1.476(4) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
N1 C11 . 1.488(5) ?
N1 C15 . 1.492(4) ?
C11 C12 . 1.527(4) ?
C11 C17 . 1.534(4) ?
C11 C16 . 1.540(4) ?
C12 C13 . 1.512(4) ?
C12 H12A . 0.99 ?
C12 H12B . 0.99 ?
C13 C14 . 1.518(4) ?
C13 H13A . 0.99 ?
C13 H13B . 0.99 ?
C14 C15 . 1.534(4) ?
C14 H14A . 0.99 ?
C14 H14B . 0.99 ?
C15 C19 . 1.533(4) ?
C15 C18 . 1.545(4) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C1A N1A . 1.466(15) ?
C1A H1A1 . 0.99 ?
C1A H1A2 . 0.99 ?
N1A C15A . 1.485(13) ?
N1A C11A . 1.486(13) ?
C11A C12A . 1.518(12) ?
C11A C17A . 1.524(13) ?
C11A C16A . 1.553(13) ?
C12A C13A . 1.501(12) ?
C12A H12C . 0.99 ?
C12A H12D . 0.99 ?
C13A C14A . 1.503(12) ?
C13A H13C . 0.99 ?
C13A H13D . 0.99 ?
C14A C15A . 1.514(12) ?
C14A H14C . 0.99 ?
C14A H14D . 0.99 ?
C15A C18A . 1.545(13) ?
C15A C19A . 1.554(13) ?
C16A H16D . 0.98 ?
C16A H16E . 0.98 ?
C16A H16F . 0.98 ?
C17A H17D . 0.98 ?
C17A H17E . 0.98 ?
C17A H17F . 0.98 ?
C18A H18D . 0.98 ?
C18A H18E . 0.98 ?
C18A H18F . 0.98 ?
C19A H19D . 0.98 ?
C19A H19E . 0.98 ?
C19A H19F . 0.98 ?
C21 C22 . 1.384(3) ?
C21 C26 . 1.394(3) ?
C22 F22 . 1.372(2) ?
C22 C23 . 1.382(3) ?
C23 F23 . 1.346(2) ?
C23 C24 . 1.368(3) ?
C24 F24 . 1.344(2) ?
C24 C25 . 1.375(3) ?
C25 F25 . 1.347(3) ?
C25 C26 . 1.380(3) ?
C26 F26 . 1.354(2) ?
C31 C36 . 1.384(2) ?
C31 C32 . 1.389(2) ?
C32 C33 . 1.374(3) ?
C32 F32 . 1.383(2) ?
C33 F33 . 1.346(2) ?
C33 C34 . 1.378(3) ?
C34 F34 . 1.341(2) ?
C34 C35 . 1.381(3) ?
C35 F35 . 1.346(2) ?
C35 C36 . 1.384(3) ?
C36 F36 . 1.3574(19) ?
C41 C42 . 1.527(3) ?
C41 C46 . 1.529(3) ?
C41 C47 . 1.535(3) ?
C42 C43 . 1.510(4) ?
C42 H42A . 0.99 ?
C42 H42B . 0.99 ?
C43 C44 . 1.521(3) ?
C43 H43A . 0.99 ?
C43 H43B . 0.99 ?
C44 C45 . 1.542(3) ?
C44 H44A . 0.99 ?
C44 H44B . 0.99 ?
C45 C48 . 1.527(3) ?
C45 C49 . 1.541(3) ?
C46 H46A . 0.98 ?
C46 H46B . 0.98 ?
C46 H46C . 0.98 ?
C47 H47A . 0.98 ?
C47 H47B . 0.98 ?
C47 H47C . 0.98 ?
C48 H48A . 0.98 ?
C48 H48B . 0.98 ?
C48 H48C . 0.98 ?
C49 H49A . 0.98 ?
C49 H49B . 0.98 ?
C49 H49C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 C3 . . 110.07(14) ?
O1 B1 C31 . . 105.68(14) ?
C3 B1 C31 . . 117.86(15) ?
O1 B1 C21 . . 108.68(14) ?
C3 B1 C21 . . 109.15(14) ?
C31 B1 C21 . . 104.99(13) ?
O1 Li1 F22 . . 89.60(14) ?
O1 Li1 N2 . . 131.94(18) ?
F22 Li1 N2 . . 121.33(17) ?
O1 Li1 F32 . . 88.70(14) ?
F22 Li1 F32 . . 96.34(15) ?
N2 Li1 F32 . . 119.41(16) ?
O1 Li1 C4 . . 26.20(7) ?
F22 Li1 C4 . . 110.47(14) ?
N2 Li1 C4 . . 106.03(14) ?
F32 Li1 C4 . . 101.53(13) ?
O1 Li1 H2 . . 111.0(6) ?
F22 Li1 H2 . . 129.4(5) ?
N2 Li1 H2 . . 21.0(6) ?
F32 Li1 H2 . . 128.4(6) ?
C4 Li1 H2 . . 85.2(6) ?
C45 N2 C41 . . 118.06(15) ?
C45 N2 Li1 . . 114.88(15) ?
C41 N2 Li1 . . 114.59(15) ?
C45 N2 H2 . . 103.8(15) ?
C41 N2 H2 . . 104.3(15) ?
Li1 N2 H2 . . 97.5(15) ?
C4 O1 B1 . . 119.40(13) ?
C4 O1 Li1 . . 116.91(15) ?
B1 O1 Li1 . . 119.20(14) ?
C2 C3 B1 . . 112.65(14) ?
C2 C3 H3A . . 109.1 ?
B1 C3 H3A . . 109.1 ?
C2 C3 H3B . . 109.1 ?
B1 C3 H3B . . 109.1 ?
H3A C3 H3B . . 107.8 ?
C5 C4 O1 . . 122.77(18) ?
C5 C4 C8 . . 112.57(18) ?
O1 C4 C8 . . 124.29(17) ?
C5 C4 Li1 . . 102.05(15) ?
O1 C4 Li1 . . 36.89(10) ?
C8 C4 Li1 . . 127.66(16) ?
C4 C5 C6 . . 109.64(19) ?
C4 C5 H5 . . 125.2 ?
C6 C5 H5 . . 125.2 ?
C5 C6 C7 . . 104.12(16) ?
C5 C6 H6A . . 110.9 ?
C7 C6 H6A . . 110.9 ?
C5 C6 H6B . . 110.9 ?
C7 C6 H6B . . 110.9 ?
H6A C6 H6B . . 109.0 ?
C8 C7 C6 . . 105.20(17) ?
C8 C7 H7A . . 110.7 ?
C6 C7 H7A . . 110.7 ?
C8 C7 H7B . . 110.7 ?
C6 C7 H7B . . 110.7 ?
H7A C7 H7B . . 108.8 ?
C4 C8 C7 . . 104.78(18) ?
C4 C8 H8A . . 110.8 ?
C7 C8 H8A . . 110.8 ?
C4 C8 H8B . . 110.8 ?
C7 C8 H8B . . 110.8 ?
H8A C8 H8B . . 108.9 ?
C1 C2 C3 . . 111.9(2) ?
C3 C2 C1A . . 110.8(7) ?
C1 C2 H2A . . 109.2 ?
C3 C2 H2A . . 109.2 ?
C1 C2 H2B . . 109.2 ?
C3 C2 H2B . . 109.2 ?
H2A C2 H2B . . 107.9 ?
C3 C2 H2C . . 109.5 ?
C1A C2 H2C . . 109.5 ?
C3 C2 H2D . . 109.5 ?
C1A C2 H2D . . 109.5 ?
H2C C2 H2D . . 108.1 ?
N1 C1 C2 . . 114.9(4) ?
N1 C1 H1A . . 108.5 ?
C2 C1 H1A . . 108.5 ?
N1 C1 H1B . . 108.5 ?
C2 C1 H1B . . 108.5 ?
H1A C1 H1B . . 107.5 ?
C1 N1 C11 . . 114.0(4) ?
C1 N1 C15 . . 112.8(3) ?
C11 N1 C15 . . 118.0(3) ?
N1 C11 C12 . . 109.3(3) ?
N1 C11 C17 . . 106.8(3) ?
C12 C11 C17 . . 106.9(3) ?
N1 C11 C16 . . 115.3(3) ?
C12 C11 C16 . . 109.2(2) ?
C17 C11 C16 . . 109.1(3) ?
C13 C12 C11 . . 113.3(2) ?
C13 C12 H12A . . 108.9 ?
C11 C12 H12A . . 108.9 ?
C13 C12 H12B . . 108.9 ?
C11 C12 H12B . . 108.9 ?
H12A C12 H12B . . 107.7 ?
C12 C13 C14 . . 108.2(2) ?
C12 C13 H13A . . 110.1 ?
C14 C13 H13A . . 110.1 ?
C12 C13 H13B . . 110.1 ?
C14 C13 H13B . . 110.1 ?
H13A C13 H13B . . 108.4 ?
C13 C14 C15 . . 113.9(2) ?
C13 C14 H14A . . 108.8 ?
C15 C14 H14A . . 108.8 ?
C13 C14 H14B . . 108.8 ?
C15 C14 H14B . . 108.8 ?
H14A C14 H14B . . 107.7 ?
N1 C15 C19 . . 107.6(3) ?
N1 C15 C14 . . 109.2(3) ?
C19 C15 C14 . . 107.2(3) ?
N1 C15 C18 . . 115.9(3) ?
C19 C15 C18 . . 107.5(3) ?
C14 C15 C18 . . 109.1(2) ?
C11 C16 H16A . . 109.5 ?
C11 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C11 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C11 C17 H17A . . 109.5 ?
C11 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C11 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C15 C18 H18A . . 109.5 ?
C15 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C15 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C15 C19 H19A . . 109.5 ?
C15 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C15 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
N1A C1A C2 . . 110.1(14) ?
N1A C1A H1A1 . . 109.6 ?
C2 C1A H1A1 . . 109.6 ?
N1A C1A H1A2 . . 109.6 ?
C2 C1A H1A2 . . 109.6 ?
H1A1 C1A H1A2 . . 108.1 ?
C1A N1A C15A . . 116.6(14) ?
C1A N1A C11A . . 114.7(13) ?
C15A N1A C11A . . 121.7(12) ?
N1A C11A C12A . . 108.9(12) ?
N1A C11A C17A . . 111.3(14) ?
C12A C11A C17A . . 110.5(12) ?
N1A C11A C16A . . 110.5(12) ?
C12A C11A C16A . . 109.1(11) ?
C17A C11A C16A . . 106.6(12) ?
C13A C12A C11A . . 114.7(10) ?
C13A C12A H12C . . 108.6 ?
C11A C12A H12C . . 108.6 ?
C13A C12A H12D . . 108.6 ?
C11A C12A H12D . . 108.6 ?
H12C C12A H12D . . 107.6 ?
C12A C13A C14A . . 107.8(12) ?
C12A C13A H13C . . 110.2 ?
C14A C13A H13C . . 110.2 ?
C12A C13A H13D . . 110.2 ?
C14A C13A H13D . . 110.2 ?
H13C C13A H13D . . 108.5 ?
C13A C14A C15A . . 113.2(11) ?
C13A C14A H14C . . 108.9 ?
C15A C14A H14C . . 108.9 ?
C13A C14A H14D . . 108.9 ?
C15A C14A H14D . . 108.9 ?
H14C C14A H14D . . 107.7 ?
N1A C15A C14A . . 109.6(12) ?
N1A C15A C18A . . 109.5(14) ?
C14A C15A C18A . . 111.9(12) ?
N1A C15A C19A . . 107.8(11) ?
C14A C15A C19A . . 108.4(12) ?
C18A C15A C19A . . 109.4(12) ?
C11A C16A H16D . . 109.5 ?
C11A C16A H16E . . 109.5 ?
H16D C16A H16E . . 109.5 ?
C11A C16A H16F . . 109.5 ?
H16D C16A H16F . . 109.5 ?
H16E C16A H16F . . 109.5 ?
C11A C17A H17D . . 109.5 ?
C11A C17A H17E . . 109.5 ?
H17D C17A H17E . . 109.5 ?
C11A C17A H17F . . 109.5 ?
H17D C17A H17F . . 109.5 ?
H17E C17A H17F . . 109.5 ?
C15A C18A H18D . . 109.5 ?
C15A C18A H18E . . 109.5 ?
H18D C18A H18E . . 109.5 ?
C15A C18A H18F . . 109.5 ?
H18D C18A H18F . . 109.5 ?
H18E C18A H18F . . 109.5 ?
C15A C19A H19D . . 109.5 ?
C15A C19A H19E . . 109.5 ?
H19D C19A H19E . . 109.5 ?
C15A C19A H19F . . 109.5 ?
H19D C19A H19F . . 109.5 ?
H19E C19A H19F . . 109.5 ?
C22 C21 C26 . . 112.70(16) ?
C22 C21 B1 . . 128.33(16) ?
C26 C21 B1 . . 118.95(16) ?
F22 C22 C23 . . 114.02(17) ?
F22 C22 C21 . . 120.64(16) ?
C23 C22 C21 . . 125.32(19) ?
C22 F22 Li1 . . 118.98(14) ?
F23 C23 C24 . . 120.23(18) ?
F23 C23 C22 . . 120.8(2) ?
C24 C23 C22 . . 119.0(2) ?
F24 C24 C23 . . 120.2(2) ?
F24 C24 C25 . . 120.7(2) ?
C23 C24 C25 . . 119.04(18) ?
F25 C25 C24 . . 119.89(19) ?
F25 C25 C26 . . 120.3(2) ?
C24 C25 C26 . . 119.8(2) ?
F26 C26 C25 . . 116.17(18) ?
F26 C26 C21 . . 119.71(16) ?
C25 C26 C21 . . 124.10(19) ?
C36 C31 C32 . . 112.76(16) ?
C36 C31 B1 . . 128.73(15) ?
C32 C31 B1 . . 118.51(15) ?
C33 C32 F32 . . 114.93(15) ?
C33 C32 C31 . . 125.86(16) ?
F32 C32 C31 . . 119.21(15) ?
C32 F32 Li1 . . 125.47(13) ?
F33 C33 C32 . . 121.00(16) ?
F33 C33 C34 . . 120.40(16) ?
C32 C33 C34 . . 118.59(16) ?
F34 C34 C33 . . 120.70(16) ?
F34 C34 C35 . . 120.48(16) ?
C33 C34 C35 . . 118.81(16) ?
F35 C35 C34 . . 119.23(16) ?
F35 C35 C36 . . 120.90(16) ?
C34 C35 C36 . . 119.87(16) ?
F36 C36 C35 . . 115.45(15) ?
F36 C36 C31 . . 120.43(15) ?
C35 C36 C31 . . 124.11(16) ?
N2 C41 C42 . . 110.68(17) ?
N2 C41 C46 . . 106.17(15) ?
C42 C41 C46 . . 109.53(17) ?
N2 C41 C47 . . 110.73(15) ?
C42 C41 C47 . . 111.48(16) ?
C46 C41 C47 . . 108.08(18) ?
C43 C42 C41 . . 113.27(18) ?
C43 C42 H42A . . 108.9 ?
C41 C42 H42A . . 108.9 ?
C43 C42 H42B . . 108.9 ?
C41 C42 H42B . . 108.9 ?
H42A C42 H42B . . 107.7 ?
C42 C43 C44 . . 110.15(18) ?
C42 C43 H43A . . 109.6 ?
C44 C43 H43A . . 109.6 ?
C42 C43 H43B . . 109.6 ?
C44 C43 H43B . . 109.6 ?
H43A C43 H43B . . 108.1 ?
C43 C44 C45 . . 113.50(19) ?
C43 C44 H44A . . 108.9 ?
C45 C44 H44A . . 108.9 ?
C43 C44 H44B . . 108.9 ?
C45 C44 H44B . . 108.9 ?
H44A C44 H44B . . 107.7 ?
N2 C45 C48 . . 105.84(16) ?
N2 C45 C49 . . 110.84(15) ?
C48 C45 C49 . . 108.45(18) ?
N2 C45 C44 . . 111.18(18) ?
C48 C45 C44 . . 109.54(17) ?
C49 C45 C44 . . 110.82(17) ?
C41 C46 H46A . . 109.5 ?
C41 C46 H46B . . 109.5 ?
H46A C46 H46B . . 109.5 ?
C41 C46 H46C . . 109.5 ?
H46A C46 H46C . . 109.5 ?
H46B C46 H46C . . 109.5 ?
C41 C47 H47A . . 109.5 ?
C41 C47 H47B . . 109.5 ?
H47A C47 H47B . . 109.5 ?
C41 C47 H47C . . 109.5 ?
H47A C47 H47C . . 109.5 ?
H47B C47 H47C . . 109.5 ?
C45 C48 H48A . . 109.5 ?
C45 C48 H48B . . 109.5 ?
H48A C48 H48B . . 109.5 ?
C45 C48 H48C . . 109.5 ?
H48A C48 H48C . . 109.5 ?
H48B C48 H48C . . 109.5 ?
C45 C49 H49A . . 109.5 ?
C45 C49 H49B . . 109.5 ?
H49A C49 H49B . . 109.5 ?
C45 C49 H49C . . 109.5 ?
H49A C49 H49C . . 109.5 ?
H49B C49 H49C . . 109.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 B1 O1 C4 . . . . -45.0(2) ?
C31 B1 O1 C4 . . . . 83.28(17) ?
C21 B1 O1 C4 . . . . -164.48(14) ?
C3 B1 O1 Li1 . . . . 159.51(16) ?
C31 B1 O1 Li1 . . . . -72.22(18) ?
C21 B1 O1 Li1 . . . . 40.0(2) ?
F22 Li1 O1 C4 . . . . 143.73(14) ?
N2 Li1 O1 C4 . . . . 9.9(3) ?
F32 Li1 O1 C4 . . . . -119.92(15) ?
F22 Li1 O1 B1 . . . . -60.17(18) ?
N2 Li1 O1 B1 . . . . 166.0(2) ?
F32 Li1 O1 B1 . . . . 36.18(18) ?
C4 Li1 O1 B1 . . . . 156.1(2) ?
O1 B1 C3 C2 . . . . -55.41(19) ?
C31 B1 C3 C2 . . . . -176.65(15) ?
C21 B1 C3 C2 . . . . 63.79(19) ?
B1 O1 C4 C5 . . . . 140.30(19) ?
Li1 O1 C4 C5 . . . . -63.7(2) ?
B1 O1 C4 C8 . . . . -47.2(3) ?
Li1 O1 C4 C8 . . . . 108.9(2) ?
B1 O1 C4 Li1 . . . . -156.1(2) ?
O1 C4 C5 C6 . . . . 176.39(17) ?
C8 C4 C5 C6 . . . . 3.1(3) ?
Li1 C4 C5 C6 . . . . 143.02(16) ?
C4 C5 C6 C7 . . . . 9.3(2) ?
C5 C6 C7 C8 . . . . -17.2(2) ?
C5 C4 C8 C7 . . . . -14.2(3) ?
O1 C4 C8 C7 . . . . 172.65(17) ?
Li1 C4 C8 C7 . . . . -141.50(17) ?
C6 C7 C8 C4 . . . . 19.0(2) ?
B1 C3 C2 C1 . . . . 172.9(2) ?
B1 C3 C2 C1A . . . . -173.1(8) ?
C3 C2 C1 N1 . . . . -171.0(3) ?
C2 C1 N1 C11 . . . . -108.5(5) ?
C2 C1 N1 C15 . . . . 113.4(5) ?
C1 N1 C11 C12 . . . . 174.0(3) ?
C15 N1 C11 C12 . . . . -50.2(5) ?
C1 N1 C11 C17 . . . . 58.7(5) ?
C15 N1 C11 C17 . . . . -165.5(4) ?
C1 N1 C11 C16 . . . . -62.7(4) ?
C15 N1 C11 C16 . . . . 73.1(5) ?
N1 C11 C12 C13 . . . . 53.8(4) ?
C17 C11 C12 C13 . . . . 169.0(3) ?
C16 C11 C12 C13 . . . . -73.1(3) ?
C11 C12 C13 C14 . . . . -57.7(3) ?
C12 C13 C14 C15 . . . . 56.6(3) ?
C1 N1 C15 C19 . . . . -58.8(5) ?
C11 N1 C15 C19 . . . . 164.9(4) ?
C1 N1 C15 C14 . . . . -174.8(4) ?
C11 N1 C15 C14 . . . . 48.9(5) ?
C1 N1 C15 C18 . . . . 61.5(5) ?
C11 N1 C15 C18 . . . . -74.8(5) ?
C13 C14 C15 N1 . . . . -51.4(4) ?
C13 C14 C15 C19 . . . . -167.7(2) ?
C13 C14 C15 C18 . . . . 76.2(3) ?
C3 C2 C1A N1A . . . . -151.5(11) ?
C2 C1A N1A C15A . . . . 102.(2) ?
C2 C1A N1A C11A . . . . -106.(2) ?
C1A N1A C11A C12A . . . . 169.2(16) ?
C15A N1A C11A C12A . . . . -41.(2) ?
C1A N1A C11A C17A . . . . -69.(2) ?
C15A N1A C11A C17A . . . . 81.(2) ?
C1A N1A C11A C16A . . . . 49.(2) ?
C15A N1A C11A C16A . . . . -160.9(18) ?
N1A C11A C12A C13A . . . . 48.6(19) ?
C17A C11A C12A C13A . . . . -73.9(17) ?
C16A C11A C12A C13A . . . . 169.2(13) ?
C11A C12A C13A C14A . . . . -59.4(17) ?
C12A C13A C14A C15A . . . . 59.9(15) ?
C1A N1A C15A C14A . . . . -168.3(16) ?
C11A N1A C15A C14A . . . . 43.(2) ?
C1A N1A C15A C18A . . . . 69.(2) ?
C11A N1A C15A C18A . . . . -81.(2) ?
C1A N1A C15A C19A . . . . -50.(2) ?
C11A N1A C15A C19A . . . . 160.4(19) ?
C13A C14A C15A N1A . . . . -50.6(16) ?
C13A C14A C15A C18A . . . . 71.1(15) ?
C13A C14A C15A C19A . . . . -168.1(12) ?
O1 B1 C21 C22 . . . . -0.5(2) ?
C3 B1 C21 C22 . . . . -120.59(19) ?
C31 B1 C21 C22 . . . . 112.17(19) ?
O1 B1 C21 C26 . . . . -179.25(15) ?
C3 B1 C21 C26 . . . . 60.7(2) ?
C31 B1 C21 C26 . . . . -66.55(19) ?
C26 C21 C22 F22 . . . . 177.11(15) ?
B1 C21 C22 F22 . . . . -1.7(3) ?
C26 C21 C22 C23 . . . . -0.9(3) ?
B1 C21 C22 C23 . . . . -179.73(17) ?
C23 C22 F22 Li1 . . . . 144.38(17) ?
C21 C22 F22 Li1 . . . . -33.9(2) ?
F22 C22 C23 F23 . . . . 2.0(3) ?
C21 C22 C23 F23 . . . . -179.85(17) ?
F22 C22 C23 C24 . . . . -178.05(17) ?
C21 C22 C23 C24 . . . . 0.1(3) ?
F23 C23 C24 F24 . . . . 0.6(3) ?
C22 C23 C24 F24 . . . . -179.40(17) ?
F23 C23 C24 C25 . . . . -179.68(17) ?
C22 C23 C24 C25 . . . . 0.4(3) ?
F24 C24 C25 F25 . . . . -1.5(3) ?
C23 C24 C25 F25 . . . . 178.76(18) ?
F24 C24 C25 C26 . . . . 179.84(18) ?
C23 C24 C25 C26 . . . . 0.1(3) ?
F25 C25 C26 F26 . . . . -1.3(3) ?
C24 C25 C26 F26 . . . . 177.38(17) ?
F25 C25 C26 C21 . . . . -179.72(18) ?
C24 C25 C26 C21 . . . . -1.0(3) ?
C22 C21 C26 F26 . . . . -176.97(16) ?
B1 C21 C26 F26 . . . . 1.9(2) ?
C22 C21 C26 C25 . . . . 1.4(3) ?
B1 C21 C26 C25 . . . . -179.68(17) ?
O1 B1 C31 C36 . . . . -126.21(18) ?
C3 B1 C31 C36 . . . . -2.7(3) ?
C21 B1 C31 C36 . . . . 118.98(18) ?
O1 B1 C31 C32 . . . . 52.74(19) ?
C3 B1 C31 C32 . . . . 176.21(15) ?
C21 B1 C31 C32 . . . . -62.07(19) ?
C36 C31 C32 C33 . . . . 0.0(3) ?
B1 C31 C32 C33 . . . . -179.07(16) ?
C36 C31 C32 F32 . . . . -179.46(14) ?
B1 C31 C32 F32 . . . . 1.4(2) ?
C33 C32 F32 Li1 . . . . 139.88(17) ?
C31 C32 F32 Li1 . . . . -40.6(2) ?
F32 C32 C33 F33 . . . . 0.2(2) ?
C31 C32 C33 F33 . . . . -179.29(16) ?
F32 C32 C33 C34 . . . . 179.72(15) ?
C31 C32 C33 C34 . . . . 0.2(3) ?
F33 C33 C34 F34 . . . . -1.3(3) ?
C32 C33 C34 F34 . . . . 179.21(16) ?
F33 C33 C34 C35 . . . . 179.26(16) ?
C32 C33 C34 C35 . . . . -0.2(3) ?
F34 C34 C35 F35 . . . . 0.4(3) ?
C33 C34 C35 F35 . . . . 179.87(16) ?
F34 C34 C35 C36 . . . . -179.41(16) ?
C33 C34 C35 C36 . . . . 0.0(3) ?
F35 C35 C36 F36 . . . . -0.7(2) ?
C34 C35 C36 F36 . . . . 179.11(15) ?
F35 C35 C36 C31 . . . . -179.61(16) ?
C34 C35 C36 C31 . . . . 0.2(3) ?
C32 C31 C36 F36 . . . . -179.09(14) ?
B1 C31 C36 F36 . . . . -0.1(3) ?
C32 C31 C36 C35 . . . . -0.3(2) ?
B1 C31 C36 C35 . . . . 178.74(17) ?
C45 N2 C41 C42 . . . . 46.1(2) ?
Li1 N2 C41 C42 . . . . -173.67(16) ?
C45 N2 C41 C46 . . . . 164.91(16) ?
Li1 N2 C41 C46 . . . . -54.9(2) ?
C45 N2 C41 C47 . . . . -78.0(2) ?
Li1 N2 C41 C47 . . . . 62.2(2) ?
N2 C41 C42 C43 . . . . -51.5(2) ?
C46 C41 C42 C43 . . . . -168.25(17) ?
C47 C41 C42 C43 . . . . 72.2(2) ?
C41 C42 C43 C44 . . . . 56.9(2) ?
C42 C43 C44 C45 . . . . -55.0(2) ?
C41 N2 C45 C48 . . . . -163.36(16) ?
Li1 N2 C45 C48 . . . . 56.6(2) ?
C41 N2 C45 C49 . . . . 79.3(2) ?
Li1 N2 C45 C49 . . . . -60.8(2) ?
C41 N2 C45 C44 . . . . -44.5(2) ?
Li1 N2 C45 C44 . . . . 175.42(16) ?
C43 C44 C45 N2 . . . . 48.1(2) ?
C43 C44 C45 C48 . . . . 164.72(19) ?
C43 C44 C45 C49 . . . . -75.7(2) ?

####################################################################### 
# 
# 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_erk8758
_database_code_depnum_ccdc_archive 'CCDC 1549022'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H34 B Cl F10 Li N O'
_chemical_formula_weight         751.85

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.1977(3)
_cell_length_b                   13.1232(5)
_cell_length_c                   13.9306(5)
_cell_angle_alpha                95.042(2)
_cell_angle_beta                 90.491(2)
_cell_angle_gamma                109.468(2)
_cell_volume                     1749.47(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4534
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      27.88

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9846
_exptl_absorpt_correction_T_max  0.9942
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17082
_diffrn_reflns_av_R_equivalents  0.056
_diffrn_reflns_av_sigmaI/netI    0.0559
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.10
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6015
_reflns_number_gt                4299
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP-SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

 The hydrogen at N1 atom was refined freely.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+3.5229P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6015
_refine_ls_number_parameters     477
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1108
_refine_ls_R_factor_gt           0.0747
_refine_ls_wR_factor_ref         0.1512
_refine_ls_wR_factor_gt          0.1301
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_restrained_S_all      1.118
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.6031(7) -0.2652(5) -0.2379(5) 0.0448(17) Uani 1 1 d . . .
O1 O 0.5164(3) -0.18364(19) -0.29541(19) 0.0376(6) Uani 1 1 d . . .
C1 C 0.3356(4) 0.0549(3) -0.3861(3) 0.0454(10) Uani 1 1 d . . .
H1A H 0.4226 0.0968 -0.3484 0.054 Uiso 1 1 calc R . .
H1B H 0.3562 0.0589 -0.4552 0.054 Uiso 1 1 calc R . .
C2 C 0.2940(4) -0.0646(3) -0.3645(3) 0.0374(9) Uani 1 1 d . . .
H2A H 0.2794 -0.0693 -0.2946 0.045 Uiso 1 1 calc R . .
H2B H 0.2052 -0.1070 -0.3997 0.045 Uiso 1 1 calc R . .
C3 C 0.4050(4) -0.1135(3) -0.3940(3) 0.0378(9) Uani 1 1 d . . .
H3 H 0.4282 -0.1019 -0.4627 0.045 Uiso 1 1 calc R . .
C4 C 0.5415(4) -0.0775(3) -0.3293(3) 0.0359(9) Uani 1 1 d . . .
H4 H 0.6237 -0.0605 -0.3712 0.043 Uiso 1 1 calc R . .
C11 C 0.2292(4) 0.1087(3) -0.3640(3) 0.0363(9) Uani 1 1 d . . .
C12 C 0.2201(4) 0.1555(3) -0.2726(3) 0.0489(11) Uani 1 1 d . . .
H12 H 0.2803 0.1511 -0.2219 0.059 Uiso 1 1 calc R . .
C13 C 0.1248(5) 0.2086(4) -0.2534(4) 0.0585(13) Uani 1 1 d . . .
H13 H 0.1195 0.2394 -0.1898 0.070 Uiso 1 1 calc R . .
C14 C 0.0385(5) 0.2168(4) -0.3258(4) 0.0596(13) Uani 1 1 d . . .
H14 H -0.0250 0.2550 -0.3134 0.072 Uiso 1 1 calc R . .
C15 C 0.0447(5) 0.1694(4) -0.4159(4) 0.0605(13) Uani 1 1 d . . .
H15 H -0.0168 0.1730 -0.4661 0.073 Uiso 1 1 calc R . .
C16 C 0.1392(4) 0.1162(3) -0.4351(3) 0.0465(10) Uani 1 1 d . . .
H16 H 0.1421 0.0841 -0.4986 0.056 Uiso 1 1 calc R . .
C21 C 0.5684(4) 0.0092(3) -0.2469(3) 0.0353(9) Uani 1 1 d . . .
C22 C 0.6773(4) 0.1059(3) -0.2512(3) 0.0439(10) Uani 1 1 d . . .
H22 H 0.7338 0.1152 -0.3058 0.053 Uiso 1 1 calc R . .
C23 C 0.7054(5) 0.1891(3) -0.1775(4) 0.0519(12) Uani 1 1 d . . .
H23 H 0.7808 0.2548 -0.1813 0.062 Uiso 1 1 calc R . .
C24 C 0.6241(5) 0.1758(3) -0.0999(3) 0.0474(11) Uani 1 1 d . . .
C25 C 0.5148(5) 0.0811(4) -0.0917(3) 0.0479(11) Uani 1 1 d . . .
H25 H 0.4583 0.0733 -0.0371 0.057 Uiso 1 1 calc R . .
C26 C 0.4892(4) -0.0031(3) -0.1657(3) 0.0442(10) Uani 1 1 d . . .
H26 H 0.4164 -0.0698 -0.1602 0.053 Uiso 1 1 calc R . .
Cl1 Cl 0.66121(15) 0.28038(12) -0.00657(11) 0.0808(5) Uani 1 1 d . . .
B1 B 0.3993(4) -0.2362(3) -0.3722(3) 0.0341(10) Uani 1 1 d . . .
C31 C 0.2672(4) -0.3245(3) -0.3263(3) 0.0347(9) Uani 1 1 d . . .
F32 F 0.4124(2) -0.36227(18) -0.20872(16) 0.0455(6) Uani 1 1 d . . .
C32 C 0.2825(4) -0.3807(3) -0.2500(3) 0.0364(9) Uani 1 1 d . . .
F33 F 0.2025(3) -0.5110(2) -0.13715(19) 0.0618(7) Uani 1 1 d . . .
C33 C 0.1769(5) -0.4595(3) -0.2109(3) 0.0455(10) Uani 1 1 d . . .
F34 F -0.0612(3) -0.5626(2) -0.2119(2) 0.0778(9) Uani 1 1 d . . .
C34 C 0.0442(5) -0.4865(3) -0.2485(4) 0.0546(12) Uani 1 1 d . . .
F35 F -0.1093(3) -0.4582(2) -0.3617(3) 0.0893(11) Uani 1 1 d . . .
C35 C 0.0215(4) -0.4328(4) -0.3246(4) 0.0571(13) Uani 1 1 d . . .
F36 F 0.1001(3) -0.3084(2) -0.4371(2) 0.0659(8) Uani 1 1 d . . .
C36 C 0.1306(4) -0.3556(3) -0.3618(3) 0.0457(10) Uani 1 1 d . . .
C41 C 0.4544(4) -0.2978(3) -0.4633(3) 0.0346(9) Uani 1 1 d . . .
F42 F 0.6109(2) -0.34856(18) -0.36589(16) 0.0463(6) Uani 1 1 d . . .
C42 C 0.5579(4) -0.3431(3) -0.4560(3) 0.0364(9) Uani 1 1 d . . .
F43 F 0.7159(2) -0.42764(19) -0.51759(19) 0.0543(7) Uani 1 1 d . . .
C43 C 0.6134(4) -0.3864(3) -0.5316(3) 0.0402(10) Uani 1 1 d . . .
F44 F 0.6126(3) -0.4310(2) -0.69923(19) 0.0628(7) Uani 1 1 d . . .
C44 C 0.5617(5) -0.3888(3) -0.6231(3) 0.0443(10) Uani 1 1 d . . .
F45 F 0.4059(3) -0.3489(2) -0.72610(19) 0.0730(9) Uani 1 1 d . . .
C45 C 0.4563(5) -0.3471(3) -0.6360(3) 0.0472(11) Uani 1 1 d . . .
F46 F 0.3015(3) -0.2644(2) -0.57656(18) 0.0585(7) Uani 1 1 d . . .
C46 C 0.4054(4) -0.3039(3) -0.5577(3) 0.0413(10) Uani 1 1 d . . .
N1 N 0.7857(3) -0.2630(3) -0.1765(3) 0.0384(8) Uani 1 1 d . . .
H1 H 0.810(4) -0.303(3) -0.213(3) 0.043(13) Uiso 1 1 d . . .
C51 C 0.7797(4) -0.3179(3) -0.0851(3) 0.0452(10) Uani 1 1 d . . .
C52 C 0.9266(5) -0.3085(4) -0.0494(3) 0.0532(12) Uani 1 1 d . . .
H52A H 0.9215 -0.3353 0.0152 0.064 Uiso 1 1 calc R . .
H52B H 0.9625 -0.3553 -0.0938 0.064 Uiso 1 1 calc R . .
C53 C 1.0276(5) -0.1921(4) -0.0435(4) 0.0572(13) Uani 1 1 d . . .
H53A H 0.9954 -0.1456 0.0038 0.069 Uiso 1 1 calc R . .
H53B H 1.1210 -0.1900 -0.0212 0.069 Uiso 1 1 calc R . .
C54 C 1.0361(4) -0.1494(4) -0.1418(4) 0.0582(13) Uani 1 1 d . . .
H54A H 1.0747 -0.1932 -0.1874 0.070 Uiso 1 1 calc R . .
H54B H 1.1007 -0.0735 -0.1368 0.070 Uiso 1 1 calc R . .
C55 C 0.8939(4) -0.1529(3) -0.1822(3) 0.0463(11) Uani 1 1 d . . .
C56 C 0.7053(5) -0.2708(5) -0.0084(3) 0.0666(14) Uani 1 1 d . . .
H56A H 0.7658 -0.1979 0.0165 0.100 Uiso 1 1 calc R . .
H56B H 0.6829 -0.3176 0.0445 0.100 Uiso 1 1 calc R . .
H56C H 0.6192 -0.2665 -0.0367 0.100 Uiso 1 1 calc R . .
C57 C 0.6945(5) -0.4360(4) -0.1120(4) 0.0684(15) Uani 1 1 d . . .
H57A H 0.5999 -0.4417 -0.1324 0.103 Uiso 1 1 calc R . .
H57B H 0.6907 -0.4770 -0.0560 0.103 Uiso 1 1 calc R . .
H57C H 0.7377 -0.4657 -0.1650 0.103 Uiso 1 1 calc R . .
C58 C 0.9037(5) -0.1352(4) -0.2887(4) 0.0668(15) Uani 1 1 d . . .
H58A H 0.9294 -0.1933 -0.3240 0.100 Uiso 1 1 calc R . .
H58B H 0.9746 -0.0649 -0.2967 0.100 Uiso 1 1 calc R . .
H58C H 0.8134 -0.1360 -0.3141 0.100 Uiso 1 1 calc R . .
C59 C 0.8479(5) -0.0648(4) -0.1288(4) 0.0635(14) Uani 1 1 d . . .
H59A H 0.7490 -0.0790 -0.1439 0.095 Uiso 1 1 calc R . .
H59B H 0.9027 0.0062 -0.1490 0.095 Uiso 1 1 calc R . .
H59C H 0.8624 -0.0648 -0.0591 0.095 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Li1 O1 1.828(7) . ?
Li1 F32 2.006(7) . ?
Li1 F42 2.025(8) . ?
Li1 N1 2.033(8) . ?
O1 C4 1.451(4) . ?
O1 B1 1.531(5) . ?
C1 C11 1.500(5) . ?
C1 C2 1.541(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.519(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.562(5) . ?
C3 B1 1.647(6) . ?
C3 H3 1.0000 . ?
C4 C21 1.498(5) . ?
C4 H4 1.0000 . ?
C11 C16 1.376(5) . ?
C11 C12 1.382(6) . ?
C12 C13 1.388(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.368(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.363(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.382(6) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.386(5) . ?
C21 C26 1.386(6) . ?
C22 C23 1.386(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.356(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.380(6) . ?
C24 Cl1 1.746(4) . ?
C25 C26 1.398(6) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
B1 C31 1.634(6) . ?
B1 C41 1.648(6) . ?
C31 C32 1.381(5) . ?
C31 C36 1.387(5) . ?
F32 C32 1.376(4) . ?
C32 C33 1.376(5) . ?
F33 C33 1.347(5) . ?
C33 C34 1.366(6) . ?
F34 C34 1.341(5) . ?
C34 C35 1.381(7) . ?
F35 C35 1.349(5) . ?
C35 C36 1.372(6) . ?
F36 C36 1.350(5) . ?
C41 C42 1.380(5) . ?
C41 C46 1.389(5) . ?
F42 C42 1.380(4) . ?
C42 C43 1.368(5) . ?
F43 C43 1.347(4) . ?
C43 C44 1.370(6) . ?
F44 C44 1.340(5) . ?
C44 C45 1.376(6) . ?
F45 C45 1.348(5) . ?
C45 C46 1.370(6) . ?
F46 C46 1.359(4) . ?
N1 C55 1.506(5) . ?
N1 C51 1.509(5) . ?
N1 H1 0.81(4) . ?
C51 C57 1.514(6) . ?
C51 C56 1.521(6) . ?
C51 C52 1.536(6) . ?
C52 C53 1.526(6) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 C54 1.518(6) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C54 C55 1.536(6) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C55 C58 1.522(6) . ?
C55 C59 1.526(6) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 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
O1 Li1 F32 86.7(3) . . ?
O1 Li1 F42 91.3(3) . . ?
F32 Li1 F42 95.0(3) . . ?
O1 Li1 N1 144.3(4) . . ?
F32 Li1 N1 126.1(4) . . ?
F42 Li1 N1 98.6(3) . . ?
C4 O1 B1 91.3(3) . . ?
C4 O1 Li1 142.4(3) . . ?
B1 O1 Li1 120.8(3) . . ?
C11 C1 C2 115.5(3) . . ?
C11 C1 H1A 108.4 . . ?
C2 C1 H1A 108.4 . . ?
C11 C1 H1B 108.4 . . ?
C2 C1 H1B 108.4 . . ?
H1A C1 H1B 107.5 . . ?
C3 C2 C1 111.6(3) . . ?
C3 C2 H2A 109.3 . . ?
C1 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
C2 C3 C4 117.2(3) . . ?
C2 C3 B1 123.8(3) . . ?
C4 C3 B1 83.3(3) . . ?
C2 C3 H3 109.9 . . ?
C4 C3 H3 109.9 . . ?
B1 C3 H3 109.9 . . ?
O1 C4 C21 111.4(3) . . ?
O1 C4 C3 94.7(3) . . ?
C21 C4 C3 121.7(3) . . ?
O1 C4 H4 109.3 . . ?
C21 C4 H4 109.3 . . ?
C3 C4 H4 109.3 . . ?
C16 C11 C12 117.4(4) . . ?
C16 C11 C1 121.0(4) . . ?
C12 C11 C1 121.6(4) . . ?
C11 C12 C13 121.3(4) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C14 C13 C12 120.2(4) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C15 C14 C13 119.1(4) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C14 C15 C16 120.8(4) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C11 C16 C15 121.2(4) . . ?
C11 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C22 C21 C26 118.2(4) . . ?
C22 C21 C4 119.1(4) . . ?
C26 C21 C4 122.7(4) . . ?
C23 C22 C21 121.4(4) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C24 C23 C22 119.2(4) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C23 C24 C25 121.8(4) . . ?
C23 C24 Cl1 119.0(4) . . ?
C25 C24 Cl1 119.1(4) . . ?
C24 C25 C26 118.4(4) . . ?
C24 C25 H25 120.8 . . ?
C26 C25 H25 120.8 . . ?
C21 C26 C25 121.0(4) . . ?
C21 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
O1 B1 C31 110.5(3) . . ?
O1 B1 C3 88.4(3) . . ?
C31 B1 C3 124.4(3) . . ?
O1 B1 C41 110.7(3) . . ?
C31 B1 C41 109.1(3) . . ?
C3 B1 C41 111.8(3) . . ?
C32 C31 C36 112.8(4) . . ?
C32 C31 B1 122.5(3) . . ?
C36 C31 B1 124.5(4) . . ?
C32 F32 Li1 132.7(3) . . ?
F32 C32 C33 114.3(3) . . ?
F32 C32 C31 120.1(3) . . ?
C33 C32 C31 125.5(4) . . ?
F33 C33 C34 119.7(4) . . ?
F33 C33 C32 121.2(4) . . ?
C34 C33 C32 119.1(4) . . ?
F34 C34 C33 120.7(4) . . ?
F34 C34 C35 121.0(4) . . ?
C33 C34 C35 118.4(4) . . ?
F35 C35 C36 120.9(4) . . ?
F35 C35 C34 118.8(4) . . ?
C36 C35 C34 120.3(4) . . ?
F36 C36 C35 116.7(4) . . ?
F36 C36 C31 119.5(4) . . ?
C35 C36 C31 123.9(4) . . ?
C42 C41 C46 112.7(4) . . ?
C42 C41 B1 124.6(3) . . ?
C46 C41 B1 122.6(3) . . ?
C42 F42 Li1 130.1(3) . . ?
C43 C42 F42 115.2(3) . . ?
C43 C42 C41 125.6(4) . . ?
F42 C42 C41 119.2(3) . . ?
F43 C43 C42 121.5(4) . . ?
F43 C43 C44 119.7(4) . . ?
C42 C43 C44 118.8(4) . . ?
F44 C44 C43 120.8(4) . . ?
F44 C44 C45 120.3(4) . . ?
C43 C44 C45 118.9(4) . . ?
F45 C45 C46 121.2(4) . . ?
F45 C45 C44 119.0(4) . . ?
C46 C45 C44 119.8(4) . . ?
F46 C46 C45 116.2(4) . . ?
F46 C46 C41 119.8(4) . . ?
C45 C46 C41 124.1(4) . . ?
C55 N1 C51 118.7(3) . . ?
C55 N1 Li1 109.2(3) . . ?
C51 N1 Li1 117.8(3) . . ?
C55 N1 H1 105(3) . . ?
C51 N1 H1 100(3) . . ?
Li1 N1 H1 104(3) . . ?
N1 C51 C57 105.5(3) . . ?
N1 C51 C56 110.4(3) . . ?
C57 C51 C56 108.7(4) . . ?
N1 C51 C52 110.6(4) . . ?
C57 C51 C52 109.8(4) . . ?
C56 C51 C52 111.5(4) . . ?
C53 C52 C51 112.4(3) . . ?
C53 C52 H52A 109.1 . . ?
C51 C52 H52A 109.1 . . ?
C53 C52 H52B 109.1 . . ?
C51 C52 H52B 109.1 . . ?
H52A C52 H52B 107.9 . . ?
C54 C53 C52 109.9(4) . . ?
C54 C53 H53A 109.7 . . ?
C52 C53 H53A 109.7 . . ?
C54 C53 H53B 109.7 . . ?
C52 C53 H53B 109.7 . . ?
H53A C53 H53B 108.2 . . ?
C53 C54 C55 112.6(4) . . ?
C53 C54 H54A 109.1 . . ?
C55 C54 H54A 109.1 . . ?
C53 C54 H54B 109.1 . . ?
C55 C54 H54B 109.1 . . ?
H54A C54 H54B 107.8 . . ?
N1 C55 C58 106.0(3) . . ?
N1 C55 C59 110.4(4) . . ?
C58 C55 C59 109.0(4) . . ?
N1 C55 C54 111.1(3) . . ?
C58 C55 C54 109.5(4) . . ?
C59 C55 C54 110.7(4) . . ?
C51 C56 H56A 109.5 . . ?
C51 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C51 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C51 C57 H57A 109.5 . . ?
C51 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C51 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C55 C58 H58A 109.5 . . ?
C55 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C55 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C55 C59 H59A 109.5 . . ?
C55 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C55 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?

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
F32 Li1 O1 C4 163.1(4) . . . . ?
F42 Li1 O1 C4 -102.0(5) . . . . ?
N1 Li1 O1 C4 4.7(11) . . . . ?
F32 Li1 O1 B1 -52.2(4) . . . . ?
F42 Li1 O1 B1 42.7(4) . . . . ?
N1 Li1 O1 B1 149.4(6) . . . . ?
C11 C1 C2 C3 177.0(3) . . . . ?
C1 C2 C3 C4 73.7(4) . . . . ?
C1 C2 C3 B1 174.5(3) . . . . ?
B1 O1 C4 C21 139.1(3) . . . . ?
Li1 O1 C4 C21 -70.7(6) . . . . ?
B1 O1 C4 C3 12.4(3) . . . . ?
Li1 O1 C4 C3 162.6(5) . . . . ?
C2 C3 C4 O1 113.1(3) . . . . ?
B1 C3 C4 O1 -11.6(3) . . . . ?
C2 C3 C4 C21 -5.6(5) . . . . ?
B1 C3 C4 C21 -130.4(4) . . . . ?
C2 C1 C11 C16 -96.9(5) . . . . ?
C2 C1 C11 C12 85.0(5) . . . . ?
C16 C11 C12 C13 -0.6(6) . . . . ?
C1 C11 C12 C13 177.6(4) . . . . ?
C11 C12 C13 C14 -0.8(7) . . . . ?
C12 C13 C14 C15 1.9(7) . . . . ?
C13 C14 C15 C16 -1.7(7) . . . . ?
C12 C11 C16 C15 0.8(6) . . . . ?
C1 C11 C16 C15 -177.4(4) . . . . ?
C14 C15 C16 C11 0.4(7) . . . . ?
O1 C4 C21 C22 135.3(4) . . . . ?
C3 C4 C21 C22 -114.5(4) . . . . ?
O1 C4 C21 C26 -44.4(5) . . . . ?
C3 C4 C21 C26 65.8(5) . . . . ?
C26 C21 C22 C23 -1.1(6) . . . . ?
C4 C21 C22 C23 179.2(4) . . . . ?
C21 C22 C23 C24 -0.4(6) . . . . ?
C22 C23 C24 C25 0.6(7) . . . . ?
C22 C23 C24 Cl1 179.3(3) . . . . ?
C23 C24 C25 C26 0.6(6) . . . . ?
Cl1 C24 C25 C26 -178.0(3) . . . . ?
C22 C21 C26 C25 2.4(6) . . . . ?
C4 C21 C26 C25 -177.9(4) . . . . ?
C24 C25 C26 C21 -2.2(6) . . . . ?
C4 O1 B1 C31 -138.0(3) . . . . ?
Li1 O1 B1 C31 62.6(4) . . . . ?
C4 O1 B1 C3 -11.7(3) . . . . ?
Li1 O1 B1 C3 -171.1(3) . . . . ?
C4 O1 B1 C41 101.0(3) . . . . ?
Li1 O1 B1 C41 -58.3(5) . . . . ?
C2 C3 B1 O1 -107.5(4) . . . . ?
C4 C3 B1 O1 11.0(3) . . . . ?
C2 C3 B1 C31 6.5(6) . . . . ?
C4 C3 B1 C31 124.9(4) . . . . ?
C2 C3 B1 C41 140.9(4) . . . . ?
C4 C3 B1 C41 -100.7(3) . . . . ?
O1 B1 C31 C32 -28.9(5) . . . . ?
C3 B1 C31 C32 -131.5(4) . . . . ?
C41 B1 C31 C32 93.0(4) . . . . ?
O1 B1 C31 C36 154.7(4) . . . . ?
C3 B1 C31 C36 52.1(6) . . . . ?
C41 B1 C31 C36 -83.4(4) . . . . ?
O1 Li1 F32 C32 22.9(5) . . . . ?
F42 Li1 F32 C32 -68.2(4) . . . . ?
N1 Li1 F32 C32 -172.6(4) . . . . ?
Li1 F32 C32 C33 176.7(4) . . . . ?
Li1 F32 C32 C31 -1.3(6) . . . . ?
C36 C31 C32 F32 177.7(3) . . . . ?
B1 C31 C32 F32 0.9(5) . . . . ?
C36 C31 C32 C33 -0.1(6) . . . . ?
B1 C31 C32 C33 -176.8(4) . . . . ?
F32 C32 C33 F33 1.2(6) . . . . ?
C31 C32 C33 F33 179.1(4) . . . . ?
F32 C32 C33 C34 -178.1(4) . . . . ?
C31 C32 C33 C34 -0.2(7) . . . . ?
F33 C33 C34 F34 1.0(7) . . . . ?
C32 C33 C34 F34 -179.7(4) . . . . ?
F33 C33 C34 C35 -179.5(4) . . . . ?
C32 C33 C34 C35 -0.2(7) . . . . ?
F34 C34 C35 F35 0.1(7) . . . . ?
C33 C34 C35 F35 -179.4(4) . . . . ?
F34 C34 C35 C36 -179.6(4) . . . . ?
C33 C34 C35 C36 0.9(7) . . . . ?
F35 C35 C36 F36 -0.8(7) . . . . ?
C34 C35 C36 F36 178.8(4) . . . . ?
F35 C35 C36 C31 179.1(4) . . . . ?
C34 C35 C36 C31 -1.2(7) . . . . ?
C32 C31 C36 F36 -179.3(4) . . . . ?
B1 C31 C36 F36 -2.6(6) . . . . ?
C32 C31 C36 C35 0.8(6) . . . . ?
B1 C31 C36 C35 177.5(4) . . . . ?
O1 B1 C41 C42 29.5(5) . . . . ?
C31 B1 C41 C42 -92.3(4) . . . . ?
C3 B1 C41 C42 126.3(4) . . . . ?
O1 B1 C41 C46 -146.7(3) . . . . ?
C31 B1 C41 C46 91.5(4) . . . . ?
C3 B1 C41 C46 -49.9(5) . . . . ?
O1 Li1 F42 C42 -3.9(5) . . . . ?
F32 Li1 F42 C42 82.9(4) . . . . ?
N1 Li1 F42 C42 -149.5(3) . . . . ?
Li1 F42 C42 C43 162.2(4) . . . . ?
Li1 F42 C42 C41 -19.0(5) . . . . ?
C46 C41 C42 C43 2.4(5) . . . . ?
B1 C41 C42 C43 -174.1(4) . . . . ?
C46 C41 C42 F42 -176.3(3) . . . . ?
B1 C41 C42 F42 7.1(5) . . . . ?
F42 C42 C43 F43 -2.2(5) . . . . ?
C41 C42 C43 F43 179.1(3) . . . . ?
F42 C42 C43 C44 177.0(3) . . . . ?
C41 C42 C43 C44 -1.8(6) . . . . ?
F43 C43 C44 F44 -0.5(6) . . . . ?
C42 C43 C44 F44 -179.6(3) . . . . ?
F43 C43 C44 C45 179.5(4) . . . . ?
C42 C43 C44 C45 0.3(6) . . . . ?
F44 C44 C45 F45 -0.4(6) . . . . ?
C43 C44 C45 F45 179.6(4) . . . . ?
F44 C44 C45 C46 -179.8(4) . . . . ?
C43 C44 C45 C46 0.2(6) . . . . ?
F45 C45 C46 F46 0.5(6) . . . . ?
C44 C45 C46 F46 179.9(4) . . . . ?
F45 C45 C46 C41 -178.8(4) . . . . ?
C44 C45 C46 C41 0.6(6) . . . . ?
C42 C41 C46 F46 178.9(3) . . . . ?
B1 C41 C46 F46 -4.5(6) . . . . ?
C42 C41 C46 C45 -1.8(6) . . . . ?
B1 C41 C46 C45 174.8(4) . . . . ?
O1 Li1 N1 C55 -2.3(9) . . . . ?
F32 Li1 N1 C55 -155.2(4) . . . . ?
F42 Li1 N1 C55 102.2(4) . . . . ?
O1 Li1 N1 C51 137.1(7) . . . . ?
F32 Li1 N1 C51 -15.7(6) . . . . ?
F42 Li1 N1 C51 -118.4(4) . . . . ?
C55 N1 C51 C57 -163.4(4) . . . . ?
Li1 N1 C51 C57 61.1(5) . . . . ?
C55 N1 C51 C56 79.2(5) . . . . ?
Li1 N1 C51 C56 -56.3(5) . . . . ?
C55 N1 C51 C52 -44.7(5) . . . . ?
Li1 N1 C51 C52 179.8(3) . . . . ?
N1 C51 C52 C53 50.5(5) . . . . ?
C57 C51 C52 C53 166.7(4) . . . . ?
C56 C51 C52 C53 -72.7(5) . . . . ?
C51 C52 C53 C54 -58.4(5) . . . . ?
C52 C53 C54 C55 57.9(5) . . . . ?
C51 N1 C55 C58 163.1(4) . . . . ?
Li1 N1 C55 C58 -57.9(4) . . . . ?
C51 N1 C55 C59 -79.0(5) . . . . ?
Li1 N1 C55 C59 60.0(4) . . . . ?
C51 N1 C55 C54 44.2(5) . . . . ?
Li1 N1 C55 C54 -176.8(4) . . . . ?
C53 C54 C55 N1 -49.8(5) . . . . ?
C53 C54 C55 C58 -166.5(4) . . . . ?
C53 C54 C55 C59 73.3(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.054
