# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1404064'
_audit_update_record             
;
2015-05-29 deposited with the CCDC.
2015-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H29 F3 N4 O2'
_chemical_formula_weight         582.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.7480(5)
_cell_length_b                   11.7990(5)
_cell_length_c                   12.2207(6)
_cell_angle_alpha                76.8280(10)
_cell_angle_beta                 73.1110(10)
_cell_angle_gamma                87.9260(10)
_cell_volume                     1443.17(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    9866
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      30.11

_exptl_crystal_description       tablet
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_F_000             608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    0.098
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.918
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   'SADABS (Bruker, 2013)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      90.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31345
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.773
_diffrn_reflns_theta_max         30.105
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8479
_reflns_number_gt                6865
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
; 
 w=1/[σ²(Fo²)+(0.0605P)²+0.5245P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8479
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1197
_refine_ls_wR_factor_gt          0.1105
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.18993(9) 0.37052(8) 0.86870(7) 0.0393(2) Uani 1 1 d . . . . .
F2 F 0.35254(8) 0.48068(7) 0.85041(7) 0.02831(17) Uani 1 1 d . . . . .
F3 F 0.19570(7) 0.55254(7) 0.78406(7) 0.02865(18) Uani 1 1 d . . . . .
O1 O 0.25706(9) 0.41685(9) 0.61950(8) 0.02580(19) Uani 1 1 d . . . . .
O2 O 0.45442(8) 0.42176(8) 0.64755(7) 0.02118(17) Uani 1 1 d . . . . .
N1 N 0.35441(9) 0.36536(8) 0.40233(8) 0.01532(18) Uani 1 1 d . . . . .
N2 N 0.49460(9) 0.22029(9) 0.17267(8) 0.01618(18) Uani 1 1 d . . . . .
N3 N 0.58278(9) 0.31354(8) 0.47694(8) 0.01508(17) Uani 1 1 d . . . . .
N4 N 0.68745(9) 0.15060(8) 0.25867(8) 0.01641(18) Uani 1 1 d . . . . .
C1 C 0.45512(10) 0.30402(9) 0.34604(9) 0.01400(19) Uani 1 1 d . . . . .
C2 C 0.42271(10) 0.28110(9) 0.24424(9) 0.01429(19) Uani 1 1 d . . . . .
C3 C 0.30060(10) 0.33615(9) 0.24271(9) 0.0152(2) Uani 1 1 d . . . . .
C4 C 0.22384(11) 0.35111(11) 0.16517(10) 0.0198(2) Uani 1 1 d . . . . .
H4 H 0.2488 0.3199 0.0971 0.024 Uiso 1 1 calc R U . . .
C5 C 0.11091(12) 0.41262(12) 0.19080(11) 0.0239(2) Uani 1 1 d . . . . .
H5 H 0.0588 0.4252 0.1385 0.029 Uiso 1 1 calc R U . . .
C6 C 0.07183(11) 0.45689(11) 0.29292(11) 0.0223(2) Uani 1 1 d . . . . .
H6 H -0.0074 0.4969 0.3092 0.027 Uiso 1 1 calc R U . . .
C7 C 0.14628(11) 0.44349(10) 0.37023(10) 0.0182(2) Uani 1 1 d . . . . .
H7 H 0.1196 0.4731 0.4392 0.022 Uiso 1 1 calc R U . . .
C8 C 0.26215(10) 0.38456(9) 0.34242(9) 0.01507(19) Uani 1 1 d . . . . .
C9 C 0.45528(10) 0.18573(10) 0.08224(9) 0.0157(2) Uani 1 1 d . . . . .
C10 C 0.50681(11) 0.24683(10) -0.03441(10) 0.0191(2) Uani 1 1 d . . . . .
C11 C 0.47090(13) 0.20751(12) -0.12068(10) 0.0246(3) Uani 1 1 d . . . . .
H11 H 0.5026 0.2484 -0.2004 0.030 Uiso 1 1 calc R U . . .
C12 C 0.39013(13) 0.11025(12) -0.09206(12) 0.0270(3) Uani 1 1 d . . . . .
H12 H 0.3673 0.0844 -0.1521 0.032 Uiso 1 1 calc R U . . .
C13 C 0.34231(12) 0.05021(11) 0.02373(12) 0.0240(2) Uani 1 1 d . . . . .
H13 H 0.2880 -0.0174 0.0422 0.029 Uiso 1 1 calc R U . . .
C14 C 0.37254(11) 0.08728(10) 0.11371(10) 0.0192(2) Uani 1 1 d . . . . .
C15 C 0.59557(14) 0.35256(12) -0.06597(12) 0.0304(3) Uani 1 1 d . . . . .
H15A H 0.5578 0.4051 -0.0142 0.046 Uiso 1 1 calc R U . . .
H15B H 0.6059 0.3929 -0.1477 0.046 Uiso 1 1 calc R U . . .
H15C H 0.6807 0.3284 -0.0565 0.046 Uiso 1 1 calc R U . . .
C16 C 0.31847(13) 0.02353(12) 0.23982(12) 0.0293(3) Uani 1 1 d . . . . .
H16A H 0.3895 0.0061 0.2757 0.044 Uiso 1 1 calc R U . . .
H16B H 0.2748 -0.0493 0.2434 0.044 Uiso 1 1 calc R U . . .
H16C H 0.2558 0.0723 0.2825 0.044 Uiso 1 1 calc R U . . .
C17 C 0.56392(10) 0.27617(9) 0.38458(9) 0.01400(19) Uani 1 1 d . . . . .
C18 C 0.67476(10) 0.20219(9) 0.34452(9) 0.01488(19) Uani 1 1 d . . . . .
C19 C 0.75830(10) 0.20230(9) 0.42016(9) 0.01510(19) Uani 1 1 d . . . . .
C20 C 0.87867(11) 0.15402(10) 0.42413(10) 0.0186(2) Uani 1 1 d . . . . .
H20 H 0.9207 0.1060 0.3724 0.022 Uiso 1 1 calc R U . . .
C21 C 0.93468(11) 0.17818(11) 0.50556(11) 0.0209(2) Uani 1 1 d . . . . .
H21 H 1.0158 0.1458 0.5100 0.025 Uiso 1 1 calc R U . . .
C22 C 0.87344(11) 0.24951(10) 0.58121(10) 0.0201(2) Uani 1 1 d . . . . .
H22 H 0.9147 0.2655 0.6353 0.024 Uiso 1 1 calc R U . . .
C23 C 0.75401(11) 0.29765(10) 0.57945(10) 0.0173(2) Uani 1 1 d . . . . .
H23 H 0.7124 0.3454 0.6315 0.021 Uiso 1 1 calc R U . . .
C24 C 0.69808(10) 0.27266(9) 0.49769(9) 0.01481(19) Uani 1 1 d . . . . .
C25 C 0.79045(10) 0.07206(10) 0.23322(9) 0.0159(2) Uani 1 1 d . . . . .
C26 C 0.77539(11) -0.04253(10) 0.29968(10) 0.0192(2) Uani 1 1 d . . . . .
C27 C 0.87753(12) -0.11758(11) 0.27195(11) 0.0240(2) Uani 1 1 d . . . . .
H27 H 0.8691 -0.1965 0.3143 0.029 Uiso 1 1 calc R U . . .
C28 C 0.99039(13) -0.07832(13) 0.18386(12) 0.0290(3) Uani 1 1 d . . . . .
H28 H 1.0604 -0.1294 0.1681 0.035 Uiso 1 1 calc R U . . .
C29 C 1.00227(12) 0.03545(13) 0.11815(11) 0.0268(3) Uani 1 1 d . . . . .
H29 H 1.0804 0.0613 0.0575 0.032 Uiso 1 1 calc R U . . .
C30 C 0.90161(11) 0.11216(11) 0.13975(10) 0.0202(2) Uani 1 1 d . . . . .
C31 C 0.65431(13) -0.08363(12) 0.39860(12) 0.0292(3) Uani 1 1 d . . . . .
H31A H 0.6500 -0.1690 0.4199 0.044 Uiso 1 1 calc R U . . .
H31B H 0.5778 -0.0550 0.3738 0.044 Uiso 1 1 calc R U . . .
H31C H 0.6561 -0.0538 0.4667 0.044 Uiso 1 1 calc R U . . .
C32 C 0.91231(13) 0.23462(12) 0.06641(12) 0.0298(3) Uani 1 1 d . . . . .
H32A H 0.8424 0.2466 0.0287 0.045 Uiso 1 1 calc R U . . .
H32B H 0.9967 0.2471 0.0060 0.045 Uiso 1 1 calc R U . . .
H32C H 0.9048 0.2899 0.1167 0.045 Uiso 1 1 calc R U . . .
C33 C 0.26862(11) 0.45812(10) 0.79587(10) 0.0188(2) Uani 1 1 d . . . . .
C34 C 0.33393(11) 0.42907(9) 0.67478(9) 0.0165(2) Uani 1 1 d . . . . .
H2N H 0.569(2) 0.189(2) 0.192(2) 0.016(8) Uiso 0.68(6) 1 d . . P A 1
H4N H 0.626(6) 0.157(5) 0.230(5) 0.03(2) Uiso 0.32(6) 1 d . . P A 2
H1N H 0.3399(17) 0.3830(16) 0.4737(16) 0.038(5) Uiso 1 1 d . . . . .
H3N H 0.5303(18) 0.3576(16) 0.5203(17) 0.039(5) Uiso 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
F1 C33 1.3350(14) . ?
F2 C33 1.3328(13) . ?
F3 C33 1.3436(13) . ?
O1 C34 1.2399(14) . ?
O2 C34 1.2449(14) . ?
N1 C8 1.3787(13) . ?
N1 C1 1.3807(13) . ?
N1 H1N 0.912(19) . ?
N2 C2 1.3153(13) . ?
N2 C9 1.4337(13) . ?
N2 H2N 0.93(3) . ?
N3 C17 1.3695(13) . ?
N3 C24 1.3843(13) . ?
N3 H3N 0.894(19) . ?
N4 C18 1.3007(14) . ?
N4 C25 1.4276(14) . ?
N4 H4N 0.82(7) . ?
C1 C17 1.3852(14) . ?
C1 C2 1.4678(14) . ?
C2 C3 1.4463(14) . ?
C3 C4 1.4061(15) . ?
C3 C8 1.4104(15) . ?
C4 C5 1.3846(16) . ?
C4 H4 0.9500 . ?
C5 C6 1.4084(17) . ?
C5 H5 0.9500 . ?
C6 C7 1.3856(16) . ?
C6 H6 0.9500 . ?
C7 C8 1.3960(15) . ?
C7 H7 0.9500 . ?
C9 C10 1.4001(15) . ?
C9 C14 1.4002(16) . ?
C10 C11 1.3957(16) . ?
C10 C15 1.5060(18) . ?
C11 C12 1.381(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.384(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.3940(17) . ?
C13 H13 0.9500 . ?
C14 C16 1.5039(17) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.4838(14) . ?
C18 C19 1.4640(14) . ?
C19 C24 1.4033(15) . ?
C19 C20 1.4039(15) . ?
C20 C21 1.3870(16) . ?
C20 H20 0.9500 . ?
C21 C22 1.3990(17) . ?
C21 H21 0.9500 . ?
C22 C23 1.3887(16) . ?
C22 H22 0.9500 . ?
C23 C24 1.3938(15) . ?
C23 H23 0.9500 . ?
C25 C26 1.3974(16) . ?
C25 C30 1.3992(15) . ?
C26 C27 1.3979(16) . ?
C26 C31 1.5015(17) . ?
C27 C28 1.3782(19) . ?
C27 H27 0.9500 . ?
C28 C29 1.387(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.3898(17) . ?
C29 H29 0.9500 . ?
C30 C32 1.5054(18) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.5525(15) . ?

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
C8 N1 C1 109.83(9) . . ?
C8 N1 H1N 121.4(11) . . ?
C1 N1 H1N 128.2(11) . . ?
C2 N2 C9 123.96(9) . . ?
C2 N2 H2N 115.6(14) . . ?
C9 N2 H2N 119.7(14) . . ?
C17 N3 C24 110.49(9) . . ?
C17 N3 H3N 127.3(12) . . ?
C24 N3 H3N 122.2(12) . . ?
C18 N4 C25 119.96(9) . . ?
C18 N4 H4N 116(4) . . ?
C25 N4 H4N 123(4) . . ?
N1 C1 C17 122.39(9) . . ?
N1 C1 C2 107.19(9) . . ?
C17 C1 C2 130.41(9) . . ?
N2 C2 C3 129.45(10) . . ?
N2 C2 C1 124.05(9) . . ?
C3 C2 C1 106.50(9) . . ?
C4 C3 C8 119.78(10) . . ?
C4 C3 C2 133.98(10) . . ?
C8 C3 C2 106.21(9) . . ?
C5 C4 C3 118.14(10) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
C4 C5 C6 121.24(11) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C7 C6 C5 121.52(11) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C6 C7 C8 117.18(10) . . ?
C6 C7 H7 121.4 . . ?
C8 C7 H7 121.4 . . ?
N1 C8 C7 127.70(10) . . ?
N1 C8 C3 110.23(9) . . ?
C7 C8 C3 122.07(10) . . ?
C10 C9 C14 122.52(10) . . ?
C10 C9 N2 119.10(10) . . ?
C14 C9 N2 118.26(10) . . ?
C11 C10 C9 117.52(11) . . ?
C11 C10 C15 120.97(11) . . ?
C9 C10 C15 121.50(11) . . ?
C12 C11 C10 121.08(11) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 120.23(11) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C14 121.07(12) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C13 C14 C9 117.54(11) . . ?
C13 C14 C16 121.13(12) . . ?
C9 C14 C16 121.33(11) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 C1 122.31(9) . . ?
N3 C17 C18 107.03(9) . . ?
C1 C17 C18 130.61(9) . . ?
N4 C18 C19 130.37(10) . . ?
N4 C18 C17 123.70(10) . . ?
C19 C18 C17 105.92(9) . . ?
C24 C19 C20 119.79(10) . . ?
C24 C19 C18 106.14(9) . . ?
C20 C19 C18 133.98(10) . . ?
C21 C20 C19 118.26(10) . . ?
C21 C20 H20 120.9 . . ?
C19 C20 H20 120.9 . . ?
C20 C21 C22 120.94(10) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C23 C22 C21 121.85(10) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C22 C23 C24 116.90(10) . . ?
C22 C23 H23 121.6 . . ?
C24 C23 H23 121.6 . . ?
N3 C24 C23 127.33(10) . . ?
N3 C24 C19 110.38(9) . . ?
C23 C24 C19 122.25(10) . . ?
C26 C25 C30 122.37(10) . . ?
C26 C25 N4 119.18(10) . . ?
C30 C25 N4 118.42(10) . . ?
C25 C26 C27 117.81(11) . . ?
C25 C26 C31 121.25(10) . . ?
C27 C26 C31 120.94(11) . . ?
C28 C27 C26 120.73(12) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C27 C28 C29 120.32(11) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C28 C29 C30 121.03(12) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
C29 C30 C25 117.63(11) . . ?
C29 C30 C32 121.29(11) . . ?
C25 C30 C32 121.08(10) . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
F2 C33 F1 107.00(10) . . ?
F2 C33 F3 106.44(9) . . ?
F1 C33 F3 107.16(10) . . ?
F2 C33 C34 114.02(9) . . ?
F1 C33 C34 111.16(10) . . ?
F3 C33 C34 110.70(9) . . ?
O1 C34 O2 129.75(10) . . ?
O1 C34 C33 114.38(10) . . ?
O2 C34 C33 115.87(10) . . ?

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
C8 N1 C1 C17 177.58(10) . . . . ?
C8 N1 C1 C2 -1.06(12) . . . . ?
C9 N2 C2 C3 -7.16(18) . . . . ?
C9 N2 C2 C1 171.94(10) . . . . ?
N1 C1 C2 N2 -177.23(10) . . . . ?
C17 C1 C2 N2 4.27(19) . . . . ?
N1 C1 C2 C3 2.05(12) . . . . ?
C17 C1 C2 C3 -176.45(11) . . . . ?
N2 C2 C3 C4 -5.1(2) . . . . ?
C1 C2 C3 C4 175.67(12) . . . . ?
N2 C2 C3 C8 176.99(11) . . . . ?
C1 C2 C3 C8 -2.23(12) . . . . ?
C8 C3 C4 C5 -0.74(17) . . . . ?
C2 C3 C4 C5 -178.42(12) . . . . ?
C3 C4 C5 C6 -1.45(19) . . . . ?
C4 C5 C6 C7 1.7(2) . . . . ?
C5 C6 C7 C8 0.25(18) . . . . ?
C1 N1 C8 C7 -179.71(11) . . . . ?
C1 N1 C8 C3 -0.38(13) . . . . ?
C6 C7 C8 N1 176.78(11) . . . . ?
C6 C7 C8 C3 -2.49(17) . . . . ?
C4 C3 C8 N1 -176.60(10) . . . . ?
C2 C3 C8 N1 1.67(12) . . . . ?
C4 C3 C8 C7 2.78(17) . . . . ?
C2 C3 C8 C7 -178.96(10) . . . . ?
C2 N2 C9 C10 102.62(13) . . . . ?
C2 N2 C9 C14 -81.21(14) . . . . ?
C14 C9 C10 C11 1.18(16) . . . . ?
N2 C9 C10 C11 177.18(10) . . . . ?
C14 C9 C10 C15 179.97(11) . . . . ?
N2 C9 C10 C15 -4.03(16) . . . . ?
C9 C10 C11 C12 -1.56(17) . . . . ?
C15 C10 C11 C12 179.64(12) . . . . ?
C10 C11 C12 C13 0.49(18) . . . . ?
C11 C12 C13 C14 1.06(18) . . . . ?
C12 C13 C14 C9 -1.42(17) . . . . ?
C12 C13 C14 C16 178.75(11) . . . . ?
C10 C9 C14 C13 0.28(16) . . . . ?
N2 C9 C14 C13 -175.75(10) . . . . ?
C10 C9 C14 C16 -179.89(11) . . . . ?
N2 C9 C14 C16 4.08(16) . . . . ?
C24 N3 C17 C1 179.45(10) . . . . ?
C24 N3 C17 C18 1.67(12) . . . . ?
N1 C1 C17 N3 -4.02(17) . . . . ?
C2 C1 C17 N3 174.28(10) . . . . ?
N1 C1 C17 C18 173.19(10) . . . . ?
C2 C1 C17 C18 -8.5(2) . . . . ?
C25 N4 C18 C19 5.92(18) . . . . ?
C25 N4 C18 C17 -173.97(10) . . . . ?
N3 C17 C18 N4 179.06(10) . . . . ?
C1 C17 C18 N4 1.53(19) . . . . ?
N3 C17 C18 C19 -0.85(11) . . . . ?
C1 C17 C18 C19 -178.38(11) . . . . ?
N4 C18 C19 C24 179.85(11) . . . . ?
C17 C18 C19 C24 -0.24(11) . . . . ?
N4 C18 C19 C20 3.3(2) . . . . ?
C17 C18 C19 C20 -176.78(12) . . . . ?
C24 C19 C20 C21 -0.15(17) . . . . ?
C18 C19 C20 C21 176.02(12) . . . . ?
C19 C20 C21 C22 -0.48(18) . . . . ?
C20 C21 C22 C23 0.91(18) . . . . ?
C21 C22 C23 C24 -0.65(17) . . . . ?
C17 N3 C24 C23 175.98(11) . . . . ?
C17 N3 C24 C19 -1.90(12) . . . . ?
C22 C23 C24 N3 -177.65(11) . . . . ?
C22 C23 C24 C19 0.00(16) . . . . ?
C20 C19 C24 N3 178.40(10) . . . . ?
C18 C19 C24 N3 1.27(12) . . . . ?
C20 C19 C24 C23 0.40(17) . . . . ?
C18 C19 C24 C23 -176.73(10) . . . . ?
C18 N4 C25 C26 81.43(14) . . . . ?
C18 N4 C25 C30 -100.51(13) . . . . ?
C30 C25 C26 C27 1.48(17) . . . . ?
N4 C25 C26 C27 179.46(10) . . . . ?
C30 C25 C26 C31 -179.23(11) . . . . ?
N4 C25 C26 C31 -1.25(17) . . . . ?
C25 C26 C27 C28 1.66(17) . . . . ?
C31 C26 C27 C28 -177.63(12) . . . . ?
C26 C27 C28 C29 -2.5(2) . . . . ?
C27 C28 C29 C30 0.3(2) . . . . ?
C28 C29 C30 C25 2.72(19) . . . . ?
C28 C29 C30 C32 -178.13(13) . . . . ?
C26 C25 C30 C29 -3.63(17) . . . . ?
N4 C25 C30 C29 178.37(11) . . . . ?
C26 C25 C30 C32 177.22(11) . . . . ?
N4 C25 C30 C32 -0.77(17) . . . . ?
F2 C33 C34 O1 -174.69(10) . . . . ?
F1 C33 C34 O1 64.26(13) . . . . ?
F3 C33 C34 O1 -54.71(13) . . . . ?
F2 C33 C34 O2 5.17(15) . . . . ?
F1 C33 C34 O2 -115.88(12) . . . . ?
F3 C33 C34 O2 125.15(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2N N4 0.93(3) 1.71(3) 2.6125(13) 164(2) .
N4 H4N N2 0.82(7) 1.82(7) 2.6125(13) 161(5) .
N1 H1N O1 0.912(19) 1.871(19) 2.7537(12) 162.3(17) .
N3 H3N O2 0.894(19) 1.85(2) 2.7009(12) 159.0(17) .

_refine_diff_density_max         0.556
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.052

_shelxl_version_number           2012-9



####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1404065'
_audit_update_record             
;
2015-05-29 deposited with the CCDC.
2015-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H29 B F4 N4'
_chemical_formula_weight         556.40

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   12.7461(17)
_cell_length_b                   9.8830(14)
_cell_length_c                   22.461(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.476(4)
_cell_angle_gamma                90
_cell_volume                     2713.2(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9967
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      30.05

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_F_000             1160
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.400
_exptl_absorpt_coefficient_mu    0.100
_shelx_estimated_absorpt_T_min   0.961
_shelx_estimated_absorpt_T_max   0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.877
_exptl_absorpt_correction_T_max  0.961
_exptl_absorpt_process_details   'SADABS (Bruker, 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30191
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.891
_diffrn_reflns_theta_max         30.064
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7934
_reflns_number_gt                6225
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
; 
 w=1/[σ²(Fo²)+(0.0457P)²+1.0293P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7934
_refine_ls_number_parameters     386
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.1084
_refine_ls_wR_factor_gt          0.0990
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.33121(9) 0.59108(11) 0.40741(5) 0.0131(2) Uani 1 1 d . . . . .
C2 C 0.36820(9) 0.47089(11) 0.38094(5) 0.0123(2) Uani 1 1 d . . . . .
C3 C 0.48700(9) 0.47440(11) 0.40098(5) 0.0125(2) Uani 1 1 d . . . . .
C4 C 0.56817(9) 0.38407(12) 0.39447(5) 0.0146(2) Uani 1 1 d . . . . .
H4 H 0.5493 0.3023 0.3717 0.018 Uiso 1 1 calc R U . . .
C5 C 0.67651(9) 0.41783(12) 0.42216(6) 0.0172(2) Uani 1 1 d . . . . .
H5 H 0.7327 0.3578 0.4188 0.021 Uiso 1 1 calc R U . . .
C6 C 0.70448(9) 0.53915(12) 0.45511(5) 0.0170(2) Uani 1 1 d . . . . .
H6 H 0.7796 0.5605 0.4726 0.020 Uiso 1 1 calc R U . . .
C7 C 0.62605(9) 0.62897(12) 0.46304(5) 0.0160(2) Uani 1 1 d . . . . .
H7 H 0.6456 0.7108 0.4857 0.019 Uiso 1 1 calc R U . . .
C8 C 0.51704(9) 0.59341(11) 0.43612(5) 0.0133(2) Uani 1 1 d . . . . .
C9 C 0.34062(9) 0.28365(12) 0.30902(5) 0.0138(2) Uani 1 1 d . . . . .
C10 C 0.35469(9) 0.32443(13) 0.25216(6) 0.0180(2) Uani 1 1 d . . . . .
C11 C 0.39107(10) 0.22800(15) 0.21737(6) 0.0247(3) Uani 1 1 d . . . . .
H11 H 0.4029 0.2530 0.1789 0.030 Uiso 1 1 calc R U . . .
C12 C 0.41023(10) 0.09597(15) 0.23829(6) 0.0270(3) Uani 1 1 d . . . . .
H12 H 0.4339 0.0308 0.2138 0.032 Uiso 1 1 calc R U . . .
C13 C 0.39513(10) 0.05820(13) 0.29462(6) 0.0230(3) Uani 1 1 d . . . . .
H13 H 0.4094 -0.0325 0.3086 0.028 Uiso 1 1 calc R U . . .
C14 C 0.35939(9) 0.15134(12) 0.33104(6) 0.0169(2) Uani 1 1 d . . . . .
C15 C 0.32835(11) 0.46633(14) 0.22868(6) 0.0255(3) Uani 1 1 d . . . . .
H15A H 0.2500 0.4833 0.2215 0.038 Uiso 1 1 calc R U . . .
H15B H 0.3474 0.4777 0.1897 0.038 Uiso 1 1 calc R U . . .
H15C H 0.3704 0.5306 0.2595 0.038 Uiso 1 1 calc R U . . .
C16 C 0.34322(11) 0.11167(14) 0.39235(6) 0.0244(3) Uani 1 1 d . . . . .
H16A H 0.3960 0.1601 0.4258 0.037 Uiso 1 1 calc R U . . .
H16B H 0.3543 0.0140 0.3984 0.037 Uiso 1 1 calc R U . . .
H16C H 0.2687 0.1351 0.3928 0.037 Uiso 1 1 calc R U . . .
C17 C 0.22711(9) 0.63732(11) 0.40300(5) 0.0131(2) Uani 1 1 d . . . . .
C18 C 0.11844(9) 0.57525(12) 0.37459(5) 0.0135(2) Uani 1 1 d . . . . .
C19 C 0.03826(9) 0.66938(12) 0.38663(5) 0.0142(2) Uani 1 1 d . . . . .
C20 C -0.07658(9) 0.66906(13) 0.37201(6) 0.0177(2) Uani 1 1 d . . . . .
H20 H -0.1183 0.5960 0.3498 0.021 Uiso 1 1 calc R U . . .
C21 C -0.12714(9) 0.77843(13) 0.39099(6) 0.0189(2) Uani 1 1 d . . . . .
H21 H -0.2045 0.7793 0.3824 0.023 Uiso 1 1 calc R U . . .
C22 C -0.06639(10) 0.88745(13) 0.42258(6) 0.0183(2) Uani 1 1 d . . . . .
H22 H -0.1036 0.9617 0.4342 0.022 Uiso 1 1 calc R U . . .
C23 C 0.04714(10) 0.88991(12) 0.43738(5) 0.0169(2) Uani 1 1 d . . . . .
H23 H 0.0884 0.9641 0.4589 0.020 Uiso 1 1 calc R U . . .
C24 C 0.09749(9) 0.77897(12) 0.41929(5) 0.0143(2) Uani 1 1 d . . . . .
C25 C -0.00145(9) 0.40335(11) 0.32055(5) 0.0141(2) Uani 1 1 d . . . . .
C26 C -0.05719(9) 0.42999(12) 0.25838(6) 0.0167(2) Uani 1 1 d . . . . .
C27 C -0.15996(10) 0.37090(13) 0.23414(6) 0.0208(3) Uani 1 1 d . . . . .
H27 H -0.1996 0.3871 0.1921 0.025 Uiso 1 1 calc R U . . .
C28 C -0.20500(10) 0.28918(13) 0.27046(6) 0.0224(3) Uani 1 1 d . . . . .
H28 H -0.2755 0.2510 0.2534 0.027 Uiso 1 1 calc R U . . .
C29 C -0.14750(10) 0.26281(12) 0.33172(6) 0.0204(2) Uani 1 1 d . . . . .
H29 H -0.1787 0.2055 0.3561 0.025 Uiso 1 1 calc R U . . .
C30 C -0.04443(10) 0.31947(12) 0.35798(6) 0.0171(2) Uani 1 1 d . . . . .
C31 C -0.00948(11) 0.52223(15) 0.21979(6) 0.0260(3) Uani 1 1 d . . . . .
H31A H 0.0067 0.6103 0.2404 0.039 Uiso 1 1 calc R U . . .
H31B H -0.0621 0.5341 0.1788 0.039 Uiso 1 1 calc R U . . .
H31C H 0.0581 0.4825 0.2150 0.039 Uiso 1 1 calc R U . . .
C32 C 0.01757(12) 0.29366(15) 0.42493(6) 0.0269(3) Uani 1 1 d . . . . .
H32A H 0.0910 0.2601 0.4273 0.040 Uiso 1 1 calc R U . . .
H32B H -0.0215 0.2260 0.4424 0.040 Uiso 1 1 calc R U . . .
H32C H 0.0235 0.3781 0.4485 0.040 Uiso 1 1 calc R U . . .
B1 B 0.34470(12) 0.98561(14) 0.54816(6) 0.0187(3) Uani 1 1 d . . . . .
N1 N 0.42422(8) 0.66240(10) 0.43890(5) 0.01447(19) Uani 1 1 d . . . . .
N2 N 0.30253(8) 0.38297(10) 0.34487(5) 0.01492(19) Uani 1 1 d . . . . .
N3 N 0.20902(8) 0.75822(10) 0.42841(5) 0.01464(19) Uani 1 1 d . . . . .
N4 N 0.10569(8) 0.45977(10) 0.34596(5) 0.01512(19) Uani 1 1 d . . . . .
F1 F 0.38689(6) 0.89441(8) 0.51151(3) 0.02173(16) Uani 1 1 d . . . . .
F2 F 0.29847(9) 0.91023(9) 0.58604(4) 0.0401(2) Uani 1 1 d . . . . .
F3 F 0.26323(6) 1.06302(8) 0.50791(4) 0.02413(17) Uani 1 1 d . . . . .
F4 F 0.42741(7) 1.06749(8) 0.58196(4) 0.0331(2) Uani 1 1 d . . . . .
H1N H 0.4255(13) 0.7359(18) 0.4620(8) 0.032(4) Uiso 1 1 d . . . . .
H2N H 0.2191(18) 0.399(2) 0.3395(10) 0.067(7) Uiso 1 1 d . . . . .
H3N H 0.2596(14) 0.8068(18) 0.4525(8) 0.030(4) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C17 1.3800(15) . ?
C1 N1 1.3881(14) . ?
C1 C2 1.4649(15) . ?
C2 N2 1.3142(14) . ?
C2 C3 1.4526(15) . ?
C3 C4 1.4052(15) . ?
C3 C8 1.4077(16) . ?
C4 C5 1.3849(16) . ?
C4 H4 0.9500 . ?
C5 C6 1.4010(17) . ?
C5 H5 0.9500 . ?
C6 C7 1.3857(17) . ?
C6 H6 0.9500 . ?
C7 C8 1.3939(15) . ?
C7 H7 0.9500 . ?
C8 N1 1.3822(14) . ?
C9 C14 1.3945(17) . ?
C9 C10 1.3985(17) . ?
C9 N2 1.4385(15) . ?
C10 C11 1.3926(18) . ?
C10 C15 1.5024(18) . ?
C11 C12 1.385(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.384(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.3911(17) . ?
C13 H13 0.9500 . ?
C14 C16 1.5012(18) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 N3 1.3716(15) . ?
C17 C18 1.4836(15) . ?
C18 N4 1.2974(15) . ?
C18 C19 1.4628(16) . ?
C19 C24 1.4025(16) . ?
C19 C20 1.4063(16) . ?
C20 C21 1.3861(17) . ?
C20 H20 0.9500 . ?
C21 C22 1.3973(17) . ?
C21 H21 0.9500 . ?
C22 C23 1.3900(16) . ?
C22 H22 0.9500 . ?
C23 C24 1.3882(16) . ?
C23 H23 0.9500 . ?
C24 N3 1.3927(14) . ?
C25 C30 1.3984(17) . ?
C25 C26 1.4005(16) . ?
C25 N4 1.4350(14) . ?
C26 C27 1.3960(16) . ?
C26 C31 1.5003(18) . ?
C27 C28 1.3832(19) . ?
C27 H27 0.9500 . ?
C28 C29 1.3879(19) . ?
C28 H28 0.9500 . ?
C29 C30 1.3957(17) . ?
C29 H29 0.9500 . ?
C30 C32 1.5089(18) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
B1 F4 1.3742(16) . ?
B1 F2 1.3822(17) . ?
B1 F3 1.3958(16) . ?
B1 F1 1.4249(15) . ?
N1 H1N 0.890(18) . ?
N2 H2N 1.05(2) . ?
N3 H3N 0.861(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 C1 N1 122.22(10) . . ?
C17 C1 C2 130.77(10) . . ?
N1 C1 C2 106.97(9) . . ?
N2 C2 C3 129.24(10) . . ?
N2 C2 C1 124.35(10) . . ?
C3 C2 C1 106.38(9) . . ?
C4 C3 C8 119.87(10) . . ?
C4 C3 C2 133.32(10) . . ?
C8 C3 C2 106.72(9) . . ?
C5 C4 C3 118.03(11) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
C4 C5 C6 121.02(11) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C7 C6 C5 122.10(11) . . ?
C7 C6 H6 119.0 . . ?
C5 C6 H6 119.0 . . ?
C6 C7 C8 116.71(11) . . ?
C6 C7 H7 121.6 . . ?
C8 C7 H7 121.6 . . ?
N1 C8 C7 128.08(11) . . ?
N1 C8 C3 109.71(10) . . ?
C7 C8 C3 122.21(10) . . ?
C14 C9 C10 122.72(11) . . ?
C14 C9 N2 119.51(11) . . ?
C10 C9 N2 117.75(10) . . ?
C11 C10 C9 117.68(12) . . ?
C11 C10 C15 121.25(12) . . ?
C9 C10 C15 121.05(11) . . ?
C12 C11 C10 120.60(12) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C13 C12 C11 120.50(12) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 120.85(12) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C13 C14 C9 117.64(12) . . ?
C13 C14 C16 121.31(12) . . ?
C9 C14 C16 121.05(11) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 C1 122.03(10) . . ?
N3 C17 C18 107.01(9) . . ?
C1 C17 C18 130.94(10) . . ?
N4 C18 C19 130.94(10) . . ?
N4 C18 C17 123.19(10) . . ?
C19 C18 C17 105.87(10) . . ?
C24 C19 C20 119.61(10) . . ?
C24 C19 C18 106.69(9) . . ?
C20 C19 C18 133.70(11) . . ?
C21 C20 C19 118.06(11) . . ?
C21 C20 H20 121.0 . . ?
C19 C20 H20 121.0 . . ?
C20 C21 C22 121.23(11) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C23 C22 C21 121.63(11) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C24 C23 C22 116.91(11) . . ?
C24 C23 H23 121.5 . . ?
C22 C23 H23 121.5 . . ?
C23 C24 N3 127.64(11) . . ?
C23 C24 C19 122.55(10) . . ?
N3 C24 C19 109.80(10) . . ?
C30 C25 C26 122.44(10) . . ?
C30 C25 N4 118.82(10) . . ?
C26 C25 N4 118.68(10) . . ?
C27 C26 C25 117.70(11) . . ?
C27 C26 C31 121.21(11) . . ?
C25 C26 C31 121.07(10) . . ?
C28 C27 C26 120.98(12) . . ?
C28 C27 H27 119.5 . . ?
C26 C27 H27 119.5 . . ?
C27 C28 C29 120.24(11) . . ?
C27 C28 H28 119.9 . . ?
C29 C28 H28 119.9 . . ?
C28 C29 C30 120.85(12) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C29 C30 C25 117.78(11) . . ?
C29 C30 C32 121.17(12) . . ?
C25 C30 C32 121.04(11) . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
F4 B1 F2 111.81(11) . . ?
F4 B1 F3 110.38(11) . . ?
F2 B1 F3 108.99(11) . . ?
F4 B1 F1 109.61(11) . . ?
F2 B1 F1 108.13(10) . . ?
F3 B1 F1 107.81(10) . . ?
C8 N1 C1 110.17(10) . . ?
C8 N1 H1N 123.6(11) . . ?
C1 N1 H1N 125.7(11) . . ?
C2 N2 C9 122.62(10) . . ?
C2 N2 H2N 114.8(12) . . ?
C9 N2 H2N 122.1(12) . . ?
C17 N3 C24 110.62(10) . . ?
C17 N3 H3N 124.3(11) . . ?
C24 N3 H3N 124.1(11) . . ?
C18 N4 C25 120.68(10) . . ?

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
C17 C1 C2 N2 1.7(2) . . . . ?
N1 C1 C2 N2 -175.95(11) . . . . ?
C17 C1 C2 C3 179.83(12) . . . . ?
N1 C1 C2 C3 2.22(12) . . . . ?
N2 C2 C3 C4 -7.1(2) . . . . ?
C1 C2 C3 C4 174.83(12) . . . . ?
N2 C2 C3 C8 176.60(11) . . . . ?
C1 C2 C3 C8 -1.45(12) . . . . ?
C8 C3 C4 C5 -1.51(16) . . . . ?
C2 C3 C4 C5 -177.40(12) . . . . ?
C3 C4 C5 C6 -0.70(17) . . . . ?
C4 C5 C6 C7 1.74(19) . . . . ?
C5 C6 C7 C8 -0.47(18) . . . . ?
C6 C7 C8 N1 177.69(11) . . . . ?
C6 C7 C8 C3 -1.81(17) . . . . ?
C4 C3 C8 N1 -176.73(10) . . . . ?
C2 C3 C8 N1 0.15(12) . . . . ?
C4 C3 C8 C7 2.84(17) . . . . ?
C2 C3 C8 C7 179.72(10) . . . . ?
C14 C9 C10 C11 -1.31(17) . . . . ?
N2 C9 C10 C11 -179.70(10) . . . . ?
C14 C9 C10 C15 177.00(11) . . . . ?
N2 C9 C10 C15 -1.40(16) . . . . ?
C9 C10 C11 C12 1.29(18) . . . . ?
C15 C10 C11 C12 -177.02(12) . . . . ?
C10 C11 C12 C13 -1.01(19) . . . . ?
C11 C12 C13 C14 0.69(19) . . . . ?
C12 C13 C14 C9 -0.66(18) . . . . ?
C12 C13 C14 C16 -179.72(12) . . . . ?
C10 C9 C14 C13 1.00(17) . . . . ?
N2 C9 C14 C13 179.37(10) . . . . ?
C10 C9 C14 C16 -179.94(11) . . . . ?
N2 C9 C14 C16 -1.57(16) . . . . ?
N1 C1 C17 N3 1.37(17) . . . . ?
C2 C1 C17 N3 -175.93(11) . . . . ?
N1 C1 C17 C18 -176.80(11) . . . . ?
C2 C1 C17 C18 5.9(2) . . . . ?
N3 C17 C18 N4 179.54(11) . . . . ?
C1 C17 C18 N4 -2.1(2) . . . . ?
N3 C17 C18 C19 -0.70(12) . . . . ?
C1 C17 C18 C19 177.68(12) . . . . ?
N4 C18 C19 C24 -179.68(12) . . . . ?
C17 C18 C19 C24 0.59(12) . . . . ?
N4 C18 C19 C20 -0.3(2) . . . . ?
C17 C18 C19 C20 180.00(13) . . . . ?
C24 C19 C20 C21 -0.26(18) . . . . ?
C18 C19 C20 C21 -179.61(12) . . . . ?
C19 C20 C21 C22 1.34(18) . . . . ?
C20 C21 C22 C23 -1.25(19) . . . . ?
C21 C22 C23 C24 0.02(18) . . . . ?
C22 C23 C24 N3 179.67(11) . . . . ?
C22 C23 C24 C19 1.08(18) . . . . ?
C20 C19 C24 C23 -0.97(18) . . . . ?
C18 C19 C24 C23 178.54(11) . . . . ?
C20 C19 C24 N3 -179.79(11) . . . . ?
C18 C19 C24 N3 -0.27(13) . . . . ?
C30 C25 C26 C27 0.87(17) . . . . ?
N4 C25 C26 C27 178.20(10) . . . . ?
C30 C25 C26 C31 179.04(12) . . . . ?
N4 C25 C26 C31 -3.62(17) . . . . ?
C25 C26 C27 C28 0.13(18) . . . . ?
C31 C26 C27 C28 -178.04(12) . . . . ?
C26 C27 C28 C29 -1.0(2) . . . . ?
C27 C28 C29 C30 0.94(19) . . . . ?
C28 C29 C30 C25 0.03(18) . . . . ?
C28 C29 C30 C32 178.69(12) . . . . ?
C26 C25 C30 C29 -0.94(17) . . . . ?
N4 C25 C30 C29 -178.28(10) . . . . ?
C26 C25 C30 C32 -179.61(12) . . . . ?
N4 C25 C30 C32 3.06(17) . . . . ?
C7 C8 N1 C1 -178.23(11) . . . . ?
C3 C8 N1 C1 1.32(13) . . . . ?
C17 C1 N1 C8 179.94(11) . . . . ?
C2 C1 N1 C8 -2.20(12) . . . . ?
C3 C2 N2 C9 -11.66(19) . . . . ?
C1 C2 N2 C9 166.07(10) . . . . ?
C14 C9 N2 C2 99.47(13) . . . . ?
C10 C9 N2 C2 -82.08(14) . . . . ?
C1 C17 N3 C24 -178.00(11) . . . . ?
C18 C17 N3 C24 0.56(13) . . . . ?
C23 C24 N3 C17 -178.92(12) . . . . ?
C19 C24 N3 C17 -0.19(13) . . . . ?
C19 C18 N4 C25 -1.05(19) . . . . ?
C17 C18 N4 C25 178.64(10) . . . . ?
C30 C25 N4 C18 -89.47(14) . . . . ?
C26 C25 N4 C18 93.10(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C7 H7 F3 0.95 2.50 3.3408(15) 146.8 3_676
C23 H23 F3 0.95 2.40 3.2478(14) 148.9 .
N1 H1N F1 0.890(18) 2.060(18) 2.9298(13) 165.3(15) .
N2 H2N N4 1.05(2) 1.61(2) 2.6281(14) 163(2) .
N3 H3N F1 0.861(18) 1.979(18) 2.8346(12) 172.0(16) .

_refine_diff_density_max         0.362
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.050

_shelxl_version_number           2012-9



####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1404066'
_audit_update_record             
;
2015-05-29 deposited with the CCDC.
2015-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H20 Cl N3 O'
_chemical_formula_weight         401.88

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.956(3)
_cell_length_b                   9.421(4)
_cell_length_c                   13.978(6)
_cell_angle_alpha                107.481(8)
_cell_angle_beta                 96.743(8)
_cell_angle_gamma                100.430(8)
_cell_volume                     966.1(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    5661
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      26.05

_exptl_crystal_description       irregular
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_F_000             420
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.219
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.761
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_process_details   'SADABS (Bruker, 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15334
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.328
_diffrn_reflns_theta_max         26.096
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3800
_reflns_number_gt                2725
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
; 
 w=1/[σ²(Fo²)+(0.0461P)²+0.3802P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3800
_refine_ls_number_parameters     276
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_ref         0.1126
_refine_ls_wR_factor_gt          0.1011
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.21055(19) 0.37786(17) 0.69807(11) 0.0210(4) Uani 1 1 d . . . . .
N1 N 0.5153(2) 0.7537(2) 0.61078(14) 0.0176(4) Uani 1 1 d . . . . .
N2 N 0.4928(3) 0.5920(2) 0.80954(14) 0.0189(4) Uani 1 1 d . . . . .
N3 N 0.2485(2) 0.4959(2) 0.48544(14) 0.0172(4) Uani 1 1 d . . . . .
C1 C 0.4426(3) 0.6382(2) 0.64508(16) 0.0158(5) Uani 1 1 d . . . . .
C2 C 0.5289(3) 0.6749(2) 0.74996(16) 0.0153(5) Uani 1 1 d . . . . .
C3 C 0.6568(3) 0.8153(2) 0.77406(16) 0.0164(5) Uani 1 1 d . . . . .
C4 C 0.7869(3) 0.9040(3) 0.85870(17) 0.0208(5) Uani 1 1 d . . . . .
H4 H 0.8015 0.8752 0.9182 0.025 Uiso 1 1 calc R U . . .
C5 C 0.8925(3) 1.0333(3) 0.85363(17) 0.0230(5) Uani 1 1 d . . . . .
H5 H 0.9838 1.0922 0.9093 0.028 Uiso 1 1 calc R U . . .
C6 C 0.8675(3) 1.0798(3) 0.76730(18) 0.0234(5) Uani 1 1 d . . . . .
H6 H 0.9395 1.1718 0.7670 0.028 Uiso 1 1 calc R U . . .
C7 C 0.7412(3) 0.9950(3) 0.68331(18) 0.0212(5) Uani 1 1 d . . . . .
H7 H 0.7235 1.0274 0.6255 0.025 Uiso 1 1 calc R U . . .
C8 C 0.6404(3) 0.8600(3) 0.68634(16) 0.0174(5) Uani 1 1 d . . . . .
C9 C 0.5533(3) 0.6467(2) 0.91807(16) 0.0176(5) Uani 1 1 d . . . . .
C10 C 0.6920(3) 0.5985(2) 0.95914(16) 0.0183(5) Uani 1 1 d . . . . .
C11 C 0.7406(3) 0.6506(3) 1.06546(17) 0.0200(5) Uani 1 1 d . . . . .
H11 H 0.8334 0.6187 1.0962 0.024 Uiso 1 1 calc R U . . .
C12 C 0.6555(3) 0.7482(3) 1.12689(17) 0.0220(5) Uani 1 1 d . . . . .
H12 H 0.6913 0.7834 1.1989 0.026 Uiso 1 1 calc R U . . .
C13 C 0.5195(3) 0.7941(3) 1.08371(17) 0.0226(5) Uani 1 1 d . . . . .
H13 H 0.4627 0.8614 1.1265 0.027 Uiso 1 1 calc R U . . .
C14 C 0.4637(3) 0.7436(3) 0.97828(17) 0.0208(5) Uani 1 1 d . . . . .
C15 C 0.7895(3) 0.4984(3) 0.89223(18) 0.0264(6) Uani 1 1 d . . . . .
H15A H 0.8800 0.5623 0.8716 0.040 Uiso 1 1 calc R U . . .
H15B H 0.7086 0.4270 0.8314 0.040 Uiso 1 1 calc R U . . .
H15C H 0.8432 0.4409 0.9301 0.040 Uiso 1 1 calc R U . . .
C16 C 0.3122(3) 0.7887(3) 0.93019(18) 0.0300(6) Uani 1 1 d . . . . .
H16A H 0.3544 0.8623 0.8968 0.045 Uiso 1 1 calc R U . . .
H16B H 0.2491 0.8353 0.9829 0.045 Uiso 1 1 calc R U . . .
H16C H 0.2342 0.6978 0.8795 0.045 Uiso 1 1 calc R U . . .
C17 C 0.3108(3) 0.5166(2) 0.58512(16) 0.0162(5) Uani 1 1 d . . . . .
C18 C 0.2023(3) 0.3926(2) 0.61317(16) 0.0166(5) Uani 1 1 d . . . . .
C19 C 0.0796(3) 0.3006(2) 0.51972(16) 0.0168(5) Uani 1 1 d . . . . .
C20 C -0.0519(3) 0.1705(3) 0.49893(17) 0.0202(5) Uani 1 1 d . . . . .
H20 H -0.0735 0.1261 0.5503 0.024 Uiso 1 1 calc R U . . .
C21 C -0.1509(3) 0.1070(3) 0.40123(17) 0.0230(5) Uani 1 1 d . . . . .
H21 H -0.2414 0.0179 0.3848 0.028 Uiso 1 1 calc R U . . .
C22 C -0.1169(3) 0.1743(3) 0.32762(17) 0.0220(5) Uani 1 1 d . . . . .
H22 H -0.1853 0.1291 0.2610 0.026 Uiso 1 1 calc R U . . .
C23 C 0.0129(3) 0.3050(3) 0.34738(17) 0.0208(5) Uani 1 1 d . . . . .
H23 H 0.0334 0.3501 0.2962 0.025 Uiso 1 1 calc R U . . .
C24 C 0.1113(3) 0.3669(3) 0.44505(16) 0.0179(5) Uani 1 1 d . . . . .
Cl1 Cl 0.42177(8) 0.72066(7) 0.38254(4) 0.02530(18) Uani 1 1 d . . . . .
H1 H 0.486(3) 0.755(3) 0.547(2) 0.040(8) Uiso 1 1 d . . . . .
H2 H 0.410(4) 0.511(3) 0.782(2) 0.040(8) Uiso 1 1 d . . . . .
H3 H 0.295(4) 0.557(3) 0.447(2) 0.056(9) Uiso 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 C18 1.231(3) . ?
N1 C8 1.366(3) . ?
N1 C1 1.378(3) . ?
N1 H1 0.90(3) . ?
N2 C2 1.323(3) . ?
N2 C9 1.438(3) . ?
N2 H2 0.86(3) . ?
N3 C17 1.366(3) . ?
N3 C24 1.396(3) . ?
N3 H3 0.96(3) . ?
C1 C17 1.377(3) . ?
C1 C2 1.454(3) . ?
C2 C3 1.437(3) . ?
C3 C4 1.405(3) . ?
C3 C8 1.411(3) . ?
C4 C5 1.375(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.407(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.377(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.390(3) . ?
C7 H7 0.9500 . ?
C9 C10 1.394(3) . ?
C9 C14 1.401(3) . ?
C10 C11 1.399(3) . ?
C10 C15 1.506(3) . ?
C11 C12 1.389(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.377(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(3) . ?
C13 H13 0.9500 . ?
C14 C16 1.500(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.502(3) . ?
C18 C19 1.457(3) . ?
C19 C20 1.390(3) . ?
C19 C24 1.393(3) . ?
C20 C21 1.389(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.389(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.388(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.386(3) . ?
C23 H23 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C1 109.92(19) . . ?
C8 N1 H1 125.9(17) . . ?
C1 N1 H1 124.2(17) . . ?
C2 N2 C9 123.4(2) . . ?
C2 N2 H2 114.6(18) . . ?
C9 N2 H2 120.3(18) . . ?
C17 N3 C24 110.37(19) . . ?
C17 N3 H3 125.5(18) . . ?
C24 N3 H3 124.0(18) . . ?
C17 C1 N1 122.4(2) . . ?
C17 C1 C2 130.4(2) . . ?
N1 C1 C2 107.18(19) . . ?
N2 C2 C3 128.1(2) . . ?
N2 C2 C1 125.2(2) . . ?
C3 C2 C1 106.74(19) . . ?
C4 C3 C8 119.3(2) . . ?
C4 C3 C2 134.6(2) . . ?
C8 C3 C2 106.06(18) . . ?
C5 C4 C3 118.6(2) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 121.0(2) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C7 C6 C5 121.5(2) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C8 117.4(2) . . ?
C6 C7 H7 121.3 . . ?
C8 C7 H7 121.3 . . ?
N1 C8 C7 127.9(2) . . ?
N1 C8 C3 110.1(2) . . ?
C7 C8 C3 122.0(2) . . ?
C10 C9 C14 122.9(2) . . ?
C10 C9 N2 119.69(19) . . ?
C14 C9 N2 117.32(19) . . ?
C9 C10 C11 117.2(2) . . ?
C9 C10 C15 121.7(2) . . ?
C11 C10 C15 121.1(2) . . ?
C12 C11 C10 121.1(2) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C13 C12 C11 120.2(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 121.1(2) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C9 117.5(2) . . ?
C13 C14 C16 121.8(2) . . ?
C9 C14 C16 120.7(2) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 C1 122.9(2) . . ?
N3 C17 C18 107.32(19) . . ?
C1 C17 C18 129.6(2) . . ?
O1 C18 C19 128.1(2) . . ?
O1 C18 C17 127.0(2) . . ?
C19 C18 C17 104.74(19) . . ?
C20 C19 C24 121.2(2) . . ?
C20 C19 C18 131.1(2) . . ?
C24 C19 C18 107.7(2) . . ?
C21 C20 C19 118.3(2) . . ?
C21 C20 H20 120.8 . . ?
C19 C20 H20 120.8 . . ?
C20 C21 C22 119.7(2) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C23 C22 C21 122.7(2) . . ?
C23 C22 H22 118.7 . . ?
C21 C22 H22 118.7 . . ?
C24 C23 C22 117.1(2) . . ?
C24 C23 H23 121.5 . . ?
C22 C23 H23 121.5 . . ?
C23 C24 C19 121.0(2) . . ?
C23 C24 N3 129.2(2) . . ?
C19 C24 N3 109.80(19) . . ?

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
C8 N1 C1 C17 178.93(19) . . . . ?
C8 N1 C1 C2 -0.1(2) . . . . ?
C9 N2 C2 C3 13.7(3) . . . . ?
C9 N2 C2 C1 -166.3(2) . . . . ?
C17 C1 C2 N2 0.0(4) . . . . ?
N1 C1 C2 N2 178.94(19) . . . . ?
C17 C1 C2 C3 -180.0(2) . . . . ?
N1 C1 C2 C3 -1.0(2) . . . . ?
N2 C2 C3 C4 4.7(4) . . . . ?
C1 C2 C3 C4 -175.4(2) . . . . ?
N2 C2 C3 C8 -178.2(2) . . . . ?
C1 C2 C3 C8 1.7(2) . . . . ?
C8 C3 C4 C5 1.0(3) . . . . ?
C2 C3 C4 C5 177.8(2) . . . . ?
C3 C4 C5 C6 2.4(3) . . . . ?
C4 C5 C6 C7 -2.5(3) . . . . ?
C5 C6 C7 C8 -0.9(3) . . . . ?
C1 N1 C8 C7 -178.5(2) . . . . ?
C1 N1 C8 C3 1.2(2) . . . . ?
C6 C7 C8 N1 -175.9(2) . . . . ?
C6 C7 C8 C3 4.4(3) . . . . ?
C4 C3 C8 N1 175.80(18) . . . . ?
C2 C3 C8 N1 -1.8(2) . . . . ?
C4 C3 C8 C7 -4.5(3) . . . . ?
C2 C3 C8 C7 177.90(19) . . . . ?
C2 N2 C9 C10 -103.2(3) . . . . ?
C2 N2 C9 C14 79.0(3) . . . . ?
C14 C9 C10 C11 0.2(3) . . . . ?
N2 C9 C10 C11 -177.5(2) . . . . ?
C14 C9 C10 C15 -178.0(2) . . . . ?
N2 C9 C10 C15 4.3(3) . . . . ?
C9 C10 C11 C12 -1.0(3) . . . . ?
C15 C10 C11 C12 177.2(2) . . . . ?
C10 C11 C12 C13 0.8(3) . . . . ?
C11 C12 C13 C14 0.3(4) . . . . ?
C12 C13 C14 C9 -1.1(3) . . . . ?
C12 C13 C14 C16 178.1(2) . . . . ?
C10 C9 C14 C13 0.8(3) . . . . ?
N2 C9 C14 C13 178.6(2) . . . . ?
C10 C9 C14 C16 -178.4(2) . . . . ?
N2 C9 C14 C16 -0.6(3) . . . . ?
C24 N3 C17 C1 -177.79(19) . . . . ?
C24 N3 C17 C18 -1.5(2) . . . . ?
N1 C1 C17 N3 3.9(3) . . . . ?
C2 C1 C17 N3 -177.3(2) . . . . ?
N1 C1 C17 C18 -171.56(19) . . . . ?
C2 C1 C17 C18 7.2(4) . . . . ?
N3 C17 C18 O1 -175.0(2) . . . . ?
C1 C17 C18 O1 1.0(4) . . . . ?
N3 C17 C18 C19 1.6(2) . . . . ?
C1 C17 C18 C19 177.6(2) . . . . ?
O1 C18 C19 C20 -3.8(4) . . . . ?
C17 C18 C19 C20 179.7(2) . . . . ?
O1 C18 C19 C24 175.4(2) . . . . ?
C17 C18 C19 C24 -1.2(2) . . . . ?
C24 C19 C20 C21 0.4(3) . . . . ?
C18 C19 C20 C21 179.5(2) . . . . ?
C19 C20 C21 C22 -0.2(3) . . . . ?
C20 C21 C22 C23 -0.4(3) . . . . ?
C21 C22 C23 C24 0.7(3) . . . . ?
C22 C23 C24 C19 -0.4(3) . . . . ?
C22 C23 C24 N3 179.9(2) . . . . ?
C20 C19 C24 C23 -0.1(3) . . . . ?
C18 C19 C24 C23 -179.36(19) . . . . ?
C20 C19 C24 N3 179.60(19) . . . . ?
C18 C19 C24 N3 0.4(2) . . . . ?
C17 N3 C24 C23 -179.6(2) . . . . ?
C17 N3 C24 C19 0.7(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 Cl1 0.90(3) 2.20(3) 3.097(2) 171(2) .
N2 H2 O1 0.86(3) 1.85(3) 2.682(3) 161(3) .
N3 H3 Cl1 0.96(3) 2.16(3) 3.113(2) 171(3) .
C7 H7 Cl1 0.95 2.85 3.487(3) 125.7 2_676

_refine_diff_density_max         0.355
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.059

_shelxl_version_number           2012-9



####################################################################### 
# 
# 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_vic1007
_database_code_depnum_ccdc_archive 'CCDC 1404067'
_audit_update_record             
;
2015-05-29 deposited with the CCDC.
2015-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H19 N3 O'
_chemical_formula_sum            'C24 H19 N3 O'
_chemical_formula_weight         365.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

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                   14.1344(10)
_cell_length_b                   14.8496(10)
_cell_length_c                   17.8584(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.5371(9)
_cell_angle_gamma                90.00
_cell_volume                     3730.8(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7181
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      21.57

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.9736
_exptl_absorpt_correction_T_max  0.9838
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29438
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_sigmaI/netI    0.0195
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         26.41
_reflns_number_total             7652
_reflns_number_gt                5635
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXD (Schneider & Sheldrick, 2002)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_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)+(0.0520P)²+0.8814P] 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         7652
_refine_ls_number_parameters     509
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.1145
_refine_ls_wR_factor_gt          0.1015
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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
O1A O 0.55407(7) 0.35281(7) 0.34569(6) 0.0433(3) Uani 1 1 d . . .
N11A N 0.38466(9) 0.24709(8) 0.44667(7) 0.0451(3) Uani 1 1 d . . .
H11A H 0.3382 0.2449 0.4761 0.054 Uiso 1 1 calc R . .
N21A N 0.43925(9) 0.48687(8) 0.41261(7) 0.0416(3) Uani 1 1 d . . .
H21A H 0.4884 0.4880 0.3859 0.050 Uiso 1 1 calc R . .
N22A N 0.27320(9) 0.37769(8) 0.51585(7) 0.0447(3) Uani 1 1 d . . .
C11A C 0.42540(10) 0.32495(10) 0.42242(8) 0.0387(3) Uani 1 1 d . . .
C12A C 0.50218(10) 0.29934(10) 0.37591(8) 0.0365(3) Uani 1 1 d . . .
C13A C 0.50060(10) 0.20116(10) 0.37488(8) 0.0374(3) Uani 1 1 d . . .
C14A C 0.42772(10) 0.17340(10) 0.41793(8) 0.0400(3) Uani 1 1 d . . .
C15A C 0.40678(12) 0.08283(11) 0.42637(9) 0.0494(4) Uani 1 1 d . . .
H15A H 0.3574 0.0641 0.4553 0.059 Uiso 1 1 calc R . .
C16A C 0.46022(12) 0.02111(11) 0.39122(10) 0.0518(4) Uani 1 1 d . . .
H16A H 0.4474 -0.0413 0.3965 0.062 Uiso 1 1 calc R . .
C17A C 0.53254(11) 0.04750(11) 0.34814(9) 0.0493(4) Uani 1 1 d . . .
H17A H 0.5678 0.0032 0.3244 0.059 Uiso 1 1 calc R . .
C18A C 0.55333(11) 0.13740(11) 0.33977(8) 0.0432(4) Uani 1 1 d . . .
H18A H 0.6027 0.1555 0.3106 0.052 Uiso 1 1 calc R . .
C21A C 0.39834(10) 0.40993(10) 0.43774(8) 0.0384(3) Uani 1 1 d . . .
C22A C 0.32104(10) 0.43736(10) 0.48289(8) 0.0389(3) Uani 1 1 d . . .
C23A C 0.31857(10) 0.53613(10) 0.47852(8) 0.0381(3) Uani 1 1 d . . .
C24A C 0.39200(10) 0.56222(10) 0.43547(8) 0.0395(3) Uani 1 1 d . . .
C25A C 0.40998(12) 0.65216(11) 0.42142(9) 0.0482(4) Uani 1 1 d . . .
H25A H 0.4599 0.6694 0.3924 0.058 Uiso 1 1 calc R . .
C26A C 0.35269(13) 0.71585(11) 0.45114(10) 0.0523(4) Uani 1 1 d . . .
H26A H 0.3638 0.7779 0.4425 0.063 Uiso 1 1 calc R . .
C27A C 0.27913(12) 0.69120(11) 0.49339(9) 0.0490(4) Uani 1 1 d . . .
H27A H 0.2407 0.7364 0.5128 0.059 Uiso 1 1 calc R . .
C28A C 0.26149(11) 0.60162(10) 0.50743(8) 0.0432(4) Uani 1 1 d . . .
H28A H 0.2113 0.5849 0.5363 0.052 Uiso 1 1 calc R . .
C31A C 0.20077(11) 0.40379(10) 0.56139(9) 0.0417(4) Uani 1 1 d . . .
C32A C 0.22478(11) 0.43515(10) 0.63501(9) 0.0425(4) Uani 1 1 d . . .
C33A C 0.15141(12) 0.45619(12) 0.67818(9) 0.0497(4) Uani 1 1 d . . .
H33A H 0.1662 0.4786 0.7278 0.060 Uiso 1 1 calc R . .
C34A C 0.05737(12) 0.44534(13) 0.65086(10) 0.0585(5) Uani 1 1 d . . .
H34A H 0.0082 0.4609 0.6812 0.070 Uiso 1 1 calc R . .
C35A C 0.03538(12) 0.41195(13) 0.57952(10) 0.0584(5) Uani 1 1 d . . .
H35A H -0.0294 0.4034 0.5613 0.070 Uiso 1 1 calc R . .
C36A C 0.10592(12) 0.39055(11) 0.53366(9) 0.0493(4) Uani 1 1 d . . .
C37A C 0.32652(11) 0.44643(13) 0.66667(10) 0.0539(4) Uani 1 1 d . . .
H37A H 0.3526 0.5014 0.6462 0.065 Uiso 1 1 calc R . .
H37B H 0.3636 0.3943 0.6528 0.065 Uiso 1 1 calc R . .
H37C H 0.3296 0.4510 0.7216 0.065 Uiso 1 1 calc R . .
C38A C 0.08102(15) 0.35496(15) 0.45570(11) 0.0712(5) Uani 1 1 d . . .
H38A H 0.0161 0.3311 0.4515 0.085 Uiso 1 1 calc R . .
H38B H 0.1254 0.3068 0.4455 0.085 Uiso 1 1 calc R . .
H38C H 0.0853 0.4037 0.4192 0.085 Uiso 1 1 calc R . .
O1B O 0.73242(8) 0.33677(8) 0.02119(7) 0.0535(3) Uani 1 1 d . . .
N11B N 0.65134(9) 0.33181(9) 0.20075(7) 0.0478(3) Uani 1 1 d . . .
H11B H 0.6084 0.3347 0.2332 0.057 Uiso 1 1 calc R . .
N21B N 0.53651(9) 0.37344(9) 0.00767(7) 0.0484(3) Uani 1 1 d . . .
H21B H 0.5814 0.3682 -0.0229 0.058 Uiso 1 1 calc R . .
N22B N 0.45068(9) 0.36908(10) 0.18547(7) 0.0485(3) Uani 1 1 d . . .
C11B C 0.63401(11) 0.34268(10) 0.12378(9) 0.0435(4) Uani 1 1 d . . .
C12B C 0.72367(11) 0.33170(10) 0.08964(10) 0.0445(4) Uani 1 1 d . . .
C13B C 0.79430(11) 0.31554(10) 0.15277(10) 0.0462(4) Uani 1 1 d . . .
C14B C 0.74690(11) 0.31572(11) 0.21844(10) 0.0464(4) Uani 1 1 d . . .
C15B C 0.79541(13) 0.30132(13) 0.28875(11) 0.0593(5) Uani 1 1 d . . .
H15B H 0.7634 0.3007 0.3332 0.071 Uiso 1 1 calc R . .
C16B C 0.89280(14) 0.28794(14) 0.29110(13) 0.0708(6) Uani 1 1 d . . .
H16B H 0.9281 0.2778 0.3384 0.085 Uiso 1 1 calc R . .
C17B C 0.94046(13) 0.28889(13) 0.22639(14) 0.0689(6) Uani 1 1 d . . .
H17B H 1.0074 0.2804 0.2304 0.083 Uiso 1 1 calc R . .
C18B C 0.89219(12) 0.30198(12) 0.15696(12) 0.0586(5) Uani 1 1 d . . .
H18B H 0.9247 0.3018 0.1128 0.070 Uiso 1 1 calc R . .
C21B C 0.54968(11) 0.36261(10) 0.08455(9) 0.0434(4) Uani 1 1 d . . .
C22B C 0.45784(10) 0.37675(10) 0.11448(8) 0.0406(3) Uani 1 1 d . . .
C23B C 0.39077(10) 0.39717(10) 0.04861(8) 0.0402(3) Uani 1 1 d . . .
C24B C 0.44229(11) 0.39382(10) -0.01458(9) 0.0438(4) Uani 1 1 d . . .
C25B C 0.39912(13) 0.40924(12) -0.08639(9) 0.0535(4) Uani 1 1 d . . .
H25B H 0.4343 0.4068 -0.1291 0.064 Uiso 1 1 calc R . .
C26B C 0.30334(13) 0.42822(12) -0.09358(10) 0.0563(4) Uani 1 1 d . . .
H26B H 0.2721 0.4384 -0.1423 0.068 Uiso 1 1 calc R . .
C27B C 0.25108(12) 0.43291(11) -0.03178(10) 0.0519(4) Uani 1 1 d . . .
H27B H 0.1852 0.4467 -0.0388 0.062 Uiso 1 1 calc R . .
C28B C 0.29435(11) 0.41768(10) 0.03992(9) 0.0449(4) Uani 1 1 d . . .
H28B H 0.2589 0.4212 0.0824 0.054 Uiso 1 1 calc R . .
C31B C 0.36095(11) 0.37890(12) 0.21410(8) 0.0464(4) Uani 1 1 d . . .
C32B C 0.32990(12) 0.46321(13) 0.23405(10) 0.0567(4) Uani 1 1 d . . .
C33B C 0.24345(14) 0.46823(16) 0.26579(12) 0.0720(6) Uani 1 1 d . . .
H33B H 0.2205 0.5252 0.2800 0.086 Uiso 1 1 calc R . .
C34B C 0.19142(14) 0.39259(18) 0.27670(12) 0.0774(6) Uani 1 1 d . . .
H34B H 0.1321 0.3975 0.2973 0.093 Uiso 1 1 calc R . .
C35B C 0.22428(13) 0.31065(16) 0.25822(12) 0.0713(6) Uani 1 1 d . . .
H35B H 0.1879 0.2586 0.2670 0.086 Uiso 1 1 calc R . .
C36B C 0.30950(12) 0.30092(13) 0.22691(10) 0.0555(4) Uani 1 1 d . . .
C37B C 0.38695(17) 0.54589(15) 0.22087(14) 0.0817(6) Uani 1 1 d . . .
H37D H 0.4547 0.5328 0.2326 0.098 Uiso 1 1 calc R . .
H37E H 0.3683 0.5947 0.2533 0.098 Uiso 1 1 calc R . .
H37F H 0.3751 0.5642 0.1681 0.098 Uiso 1 1 calc R . .
C38B C 0.34512(15) 0.21037(15) 0.20630(13) 0.0771(6) Uani 1 1 d . . .
H38D H 0.3205 0.1644 0.2387 0.092 Uiso 1 1 calc R . .
H38E H 0.4148 0.2100 0.2131 0.092 Uiso 1 1 calc R . .
H38F H 0.3235 0.1973 0.1536 0.092 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
O1A C12A 1.2392(17) . ?
N11A C14A 1.3754(19) . ?
N11A C11A 1.3798(19) . ?
N21A C21A 1.3753(18) . ?
N21A C24A 1.3848(19) . ?
N22A C22A 1.2905(18) . ?
N22A C31A 1.4215(18) . ?
C11A C21A 1.354(2) . ?
C11A C12A 1.4786(19) . ?
C12A C13A 1.458(2) . ?
C13A C18A 1.391(2) . ?
C13A C14A 1.405(2) . ?
C14A C15A 1.388(2) . ?
C15A C16A 1.377(2) . ?
C16A C17A 1.394(2) . ?
C17A C18A 1.378(2) . ?
C21A C22A 1.4765(19) . ?
C22A C23A 1.469(2) . ?
C23A C28A 1.394(2) . ?
C23A C24A 1.404(2) . ?
C24A C25A 1.387(2) . ?
C25A C26A 1.384(2) . ?
C26A C27A 1.391(2) . ?
C27A C28A 1.381(2) . ?
C31A C36A 1.398(2) . ?
C31A C32A 1.405(2) . ?
C32A C33A 1.386(2) . ?
C32A C37A 1.503(2) . ?
C33A C34A 1.380(2) . ?
C34A C35A 1.375(3) . ?
C35A C36A 1.387(2) . ?
C36A C38A 1.499(2) . ?
O1B C12B 1.2428(19) . ?
N11B C14B 1.378(2) . ?
N11B C11B 1.382(2) . ?
N21B C21B 1.377(2) . ?
N21B C24B 1.386(2) . ?
N22B C22B 1.2865(19) . ?
N22B C31B 1.4200(19) . ?
C11B C21B 1.356(2) . ?
C11B C12B 1.467(2) . ?
C12B C13B 1.452(2) . ?
C13B C18B 1.393(2) . ?
C13B C14B 1.406(2) . ?
C14B C15B 1.388(2) . ?
C15B C16B 1.387(3) . ?
C16B C17B 1.393(3) . ?
C17B C18B 1.370(3) . ?
C21B C22B 1.466(2) . ?
C22B C23B 1.469(2) . ?
C23B C28B 1.390(2) . ?
C23B C24B 1.402(2) . ?
C24B C25B 1.385(2) . ?
C25B C26B 1.377(2) . ?
C26B C27B 1.388(2) . ?
C27B C28B 1.383(2) . ?
C31B C32B 1.385(2) . ?
C31B C36B 1.398(2) . ?
C32B C33B 1.398(2) . ?
C32B C37B 1.500(3) . ?
C33B C34B 1.367(3) . ?
C34B C35B 1.355(3) . ?
C35B C36B 1.384(2) . ?
C36B C38B 1.494(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
C14A N11A C11A 109.65(12) . . ?
C21A N21A C24A 110.19(12) . . ?
C22A N22A C31A 120.78(13) . . ?
C21A C11A N11A 125.65(13) . . ?
C21A C11A C12A 126.16(13) . . ?
N11A C11A C12A 108.18(12) . . ?
O1A C12A C13A 130.10(13) . . ?
O1A C12A C11A 125.25(14) . . ?
C13A C12A C11A 104.65(12) . . ?
C18A C13A C14A 119.99(14) . . ?
C18A C13A C12A 132.68(13) . . ?
C14A C13A C12A 107.31(12) . . ?
N11A C14A C15A 128.57(13) . . ?
N11A C14A C13A 110.19(13) . . ?
C15A C14A C13A 121.24(14) . . ?
C16A C15A C14A 117.59(14) . . ?
C15A C16A C17A 121.90(16) . . ?
C18A C17A C16A 120.51(15) . . ?
C17A C18A C13A 118.77(14) . . ?
C11A C21A N21A 124.92(13) . . ?
C11A C21A C22A 127.28(13) . . ?
N21A C21A C22A 107.80(12) . . ?
N22A C22A C23A 134.34(13) . . ?
N22A C22A C21A 120.50(13) . . ?
C23A C22A C21A 105.16(12) . . ?
C28A C23A C24A 119.67(14) . . ?
C28A C23A C22A 133.50(14) . . ?
C24A C23A C22A 106.83(13) . . ?
N21A C24A C25A 128.51(14) . . ?
N21A C24A C23A 109.96(13) . . ?
C25A C24A C23A 121.52(14) . . ?
C26A C25A C24A 117.67(15) . . ?
C25A C26A C27A 121.59(15) . . ?
C28A C27A C26A 120.63(16) . . ?
C27A C28A C23A 118.92(15) . . ?
C36A C31A C32A 121.01(13) . . ?
C36A C31A N22A 118.56(14) . . ?
C32A C31A N22A 120.23(14) . . ?
C33A C32A C31A 117.96(15) . . ?
C33A C32A C37A 120.37(15) . . ?
C31A C32A C37A 121.67(13) . . ?
C34A C33A C32A 121.57(16) . . ?
C35A C34A C33A 119.58(15) . . ?
C34A C35A C36A 121.26(16) . . ?
C35A C36A C31A 118.57(16) . . ?
C35A C36A C38A 120.76(16) . . ?
C31A C36A C38A 120.67(15) . . ?
C14B N11B C11B 108.90(13) . . ?
C21B N21B C24B 110.18(12) . . ?
C22B N22B C31B 120.24(13) . . ?
C21B C11B N11B 127.01(13) . . ?
C21B C11B C12B 124.13(15) . . ?
N11B C11B C12B 108.84(13) . . ?
O1B C12B C13B 130.35(14) . . ?
O1B C12B C11B 125.02(15) . . ?
C13B C12B C11B 104.63(13) . . ?
C18B C13B C14B 120.41(17) . . ?
C18B C13B C12B 132.12(16) . . ?
C14B C13B C12B 107.47(13) . . ?
N11B C14B C15B 128.45(16) . . ?
N11B C14B C13B 110.16(15) . . ?
C15B C14B C13B 121.39(16) . . ?
C16B C15B C14B 116.84(19) . . ?
C15B C16B C17B 122.1(2) . . ?
C18B C17B C16B 120.91(18) . . ?
C17B C18B C13B 118.33(18) . . ?
C11B C21B N21B 124.62(13) . . ?
C11B C21B C22B 127.46(14) . . ?
N21B C21B C22B 107.92(13) . . ?
N22B C22B C21B 120.21(14) . . ?
N22B C22B C23B 134.52(14) . . ?
C21B C22B C23B 105.26(13) . . ?
C28B C23B C24B 119.85(14) . . ?
C28B C23B C22B 133.17(14) . . ?
C24B C23B C22B 106.98(13) . . ?
C25B C24B N21B 128.82(15) . . ?
C25B C24B C23B 121.52(15) . . ?
N21B C24B C23B 109.66(14) . . ?
C26B C25B C24B 117.50(16) . . ?
C25B C26B C27B 122.01(16) . . ?
C28B C27B C26B 120.42(16) . . ?
C27B C28B C23B 118.69(15) . . ?
C32B C31B C36B 121.60(15) . . ?
C32B C31B N22B 120.13(15) . . ?
C36B C31B N22B 118.07(15) . . ?
C31B C32B C33B 117.63(18) . . ?
C31B C32B C37B 120.74(16) . . ?
C33B C32B C37B 121.62(18) . . ?
C34B C33B C32B 121.2(2) . . ?
C35B C34B C33B 120.11(18) . . ?
C34B C35B C36B 121.6(2) . . ?
C35B C36B C31B 117.82(18) . . ?
C35B C36B C38B 121.37(18) . . ?
C31B C36B C38B 120.81(16) . . ?

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
C14A N11A C11A C21A 177.57(15) . . . . ?
C14A N11A C11A C12A -1.42(17) . . . . ?
C21A C11A C12A O1A 1.7(2) . . . . ?
N11A C11A C12A O1A -179.33(14) . . . . ?
C21A C11A C12A C13A -178.15(14) . . . . ?
N11A C11A C12A C13A 0.84(16) . . . . ?
O1A C12A C13A C18A -1.5(3) . . . . ?
C11A C12A C13A C18A 178.30(16) . . . . ?
O1A C12A C13A C14A -179.79(15) . . . . ?
C11A C12A C13A C14A 0.03(16) . . . . ?
C11A N11A C14A C15A -177.89(16) . . . . ?
C11A N11A C14A C13A 1.47(17) . . . . ?
C18A C13A C14A N11A -179.43(14) . . . . ?
C12A C13A C14A N11A -0.90(17) . . . . ?
C18A C13A C14A C15A 0.0(2) . . . . ?
C12A C13A C14A C15A 178.52(14) . . . . ?
N11A C14A C15A C16A 179.50(16) . . . . ?
C13A C14A C15A C16A 0.2(2) . . . . ?
C14A C15A C16A C17A -0.4(3) . . . . ?
C15A C16A C17A C18A 0.4(3) . . . . ?
C16A C17A C18A C13A -0.2(2) . . . . ?
C14A C13A C18A C17A 0.0(2) . . . . ?
C12A C13A C18A C17A -178.07(15) . . . . ?
N11A C11A C21A N21A -179.45(14) . . . . ?
C12A C11A C21A N21A -0.6(2) . . . . ?
N11A C11A C21A C22A 0.1(3) . . . . ?
C12A C11A C21A C22A 178.92(14) . . . . ?
C24A N21A C21A C11A 177.25(14) . . . . ?
C24A N21A C21A C22A -2.38(16) . . . . ?
C31A N22A C22A C23A -1.6(3) . . . . ?
C31A N22A C22A C21A 177.94(13) . . . . ?
C11A C21A C22A N22A 3.2(2) . . . . ?
N21A C21A C22A N22A -177.20(14) . . . . ?
C11A C21A C22A C23A -177.14(15) . . . . ?
N21A C21A C22A C23A 2.48(16) . . . . ?
N22A C22A C23A C28A -1.7(3) . . . . ?
C21A C22A C23A C28A 178.68(16) . . . . ?
N22A C22A C23A C24A 177.92(17) . . . . ?
C21A C22A C23A C24A -1.70(16) . . . . ?
C21A N21A C24A C25A -179.33(15) . . . . ?
C21A N21A C24A C23A 1.30(17) . . . . ?
C28A C23A C24A N21A -179.97(13) . . . . ?
C22A C23A C24A N21A 0.34(16) . . . . ?
C28A C23A C24A C25A 0.6(2) . . . . ?
C22A C23A C24A C25A -179.08(14) . . . . ?
N21A C24A C25A C26A -179.51(15) . . . . ?
C23A C24A C25A C26A -0.2(2) . . . . ?
C24A C25A C26A C27A -0.3(2) . . . . ?
C25A C26A C27A C28A 0.5(3) . . . . ?
C26A C27A C28A C23A -0.1(2) . . . . ?
C24A C23A C28A C27A -0.5(2) . . . . ?
C22A C23A C28A C27A 179.13(15) . . . . ?
C22A N22A C31A C36A 106.73(18) . . . . ?
C22A N22A C31A C32A -78.47(19) . . . . ?
C36A C31A C32A C33A -2.7(2) . . . . ?
N22A C31A C32A C33A -177.36(14) . . . . ?
C36A C31A C32A C37A 177.66(15) . . . . ?
N22A C31A C32A C37A 3.0(2) . . . . ?
C31A C32A C33A C34A 1.2(2) . . . . ?
C37A C32A C33A C34A -179.13(16) . . . . ?
C32A C33A C34A C35A 0.8(3) . . . . ?
C33A C34A C35A C36A -1.3(3) . . . . ?
C34A C35A C36A C31A -0.1(3) . . . . ?
C34A C35A C36A C38A -179.45(18) . . . . ?
C32A C31A C36A C35A 2.2(2) . . . . ?
N22A C31A C36A C35A 176.92(15) . . . . ?
C32A C31A C36A C38A -178.51(16) . . . . ?
N22A C31A C36A C38A -3.8(2) . . . . ?
C14B N11B C11B C21B -177.54(16) . . . . ?
C14B N11B C11B C12B 0.82(17) . . . . ?
C21B C11B C12B O1B -2.1(3) . . . . ?
N11B C11B C12B O1B 179.45(15) . . . . ?
C21B C11B C12B C13B 177.28(15) . . . . ?
N11B C11B C12B C13B -1.14(16) . . . . ?
O1B C12B C13B C18B 0.9(3) . . . . ?
C11B C12B C13B C18B -178.47(17) . . . . ?
O1B C12B C13B C14B -179.60(16) . . . . ?
C11B C12B C13B C14B 1.04(16) . . . . ?
C11B N11B C14B C15B 179.70(17) . . . . ?
C11B N11B C14B C13B -0.14(18) . . . . ?
C18B C13B C14B N11B 178.98(14) . . . . ?
C12B C13B C14B N11B -0.60(18) . . . . ?
C18B C13B C14B C15B -0.9(2) . . . . ?
C12B C13B C14B C15B 179.55(15) . . . . ?
N11B C14B C15B C16B -179.04(17) . . . . ?
C13B C14B C15B C16B 0.8(3) . . . . ?
C14B C15B C16B C17B 0.1(3) . . . . ?
C15B C16B C17B C18B -0.9(3) . . . . ?
C16B C17B C18B C13B 0.9(3) . . . . ?
C14B C13B C18B C17B 0.0(2) . . . . ?
C12B C13B C18B C17B 179.49(17) . . . . ?
N11B C11B C21B N21B 179.44(15) . . . . ?
C12B C11B C21B N21B 1.3(3) . . . . ?
N11B C11B C21B C22B -0.3(3) . . . . ?
C12B C11B C21B C22B -178.42(15) . . . . ?
C24B N21B C21B C11B -179.70(15) . . . . ?
C24B N21B C21B C22B 0.08(17) . . . . ?
C31B N22B C22B C21B -177.26(14) . . . . ?
C31B N22B C22B C23B 1.8(3) . . . . ?
C11B C21B C22B N22B -1.2(3) . . . . ?
N21B C21B C22B N22B 179.00(14) . . . . ?
C11B C21B C22B C23B 179.44(16) . . . . ?
N21B C21B C22B C23B -0.34(16) . . . . ?
N22B C22B C23B C28B 1.7(3) . . . . ?
C21B C22B C23B C28B -179.13(16) . . . . ?
N22B C22B C23B C24B -178.74(18) . . . . ?
C21B C22B C23B C24B 0.46(16) . . . . ?
C21B N21B C24B C25B -179.55(16) . . . . ?
C21B N21B C24B C23B 0.22(18) . . . . ?
C28B C23B C24B C25B -1.0(2) . . . . ?
C22B C23B C24B C25B 179.36(15) . . . . ?
C28B C23B C24B N21B 179.23(14) . . . . ?
C22B C23B C24B N21B -0.43(17) . . . . ?
N21B C24B C25B C26B 179.86(16) . . . . ?
C23B C24B C25B C26B 0.1(2) . . . . ?
C24B C25B C26B C27B 0.6(3) . . . . ?
C25B C26B C27B C28B -0.5(3) . . . . ?
C26B C27B C28B C23B -0.4(2) . . . . ?
C24B C23B C28B C27B 1.1(2) . . . . ?
C22B C23B C28B C27B -179.36(16) . . . . ?
C22B N22B C31B C32B -88.3(2) . . . . ?
C22B N22B C31B C36B 96.73(19) . . . . ?
C36B C31B C32B C33B -1.7(3) . . . . ?
N22B C31B C32B C33B -176.52(16) . . . . ?
C36B C31B C32B C37B 179.06(18) . . . . ?
N22B C31B C32B C37B 4.3(3) . . . . ?
C31B C32B C33B C34B 0.0(3) . . . . ?
C37B C32B C33B C34B 179.2(2) . . . . ?
C32B C33B C34B C35B 1.5(3) . . . . ?
C33B C34B C35B C36B -1.2(3) . . . . ?
C34B C35B C36B C31B -0.6(3) . . . . ?
C34B C35B C36B C38B -179.7(2) . . . . ?
C32B C31B C36B C35B 2.0(3) . . . . ?
N22B C31B C36B C35B 176.93(16) . . . . ?
C32B C31B C36B C38B -178.84(17) . . . . ?
N22B C31B C36B C38B -3.9(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N11A H11A O1B 0.88 2.14 2.9162(16) 146.4 4_566
N11A H11A N22A 0.88 2.32 2.8539(17) 119.5 .
N21A H21A O1A 0.88 2.35 2.8980(16) 120.2 .
N11B H11B O1A 0.88 2.24 3.0619(16) 156.4 .
N11B H11B N22B 0.88 2.36 2.8768(18) 117.4 .
N21B H21B O1B 0.88 2.25 2.8096(17) 121.2 .

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.41
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.031
