# 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. 
# 
#######################################################################

data_mx2799
_database_code_depnum_ccdc_archive 'CCDC 1030547'
_audit_update_record             
;
2014-10-22 deposited with the CCDC.
2015-01-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H19 N O'
_chemical_formula_sum            'C28 H19 N O'
_chemical_formula_weight         385.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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           orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   8.519(2)
_cell_length_b                   9.631(3)
_cell_length_c                   24.207(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1986.1(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5789
_cell_measurement_theta_min      1.68
_cell_measurement_theta_max      27.48

_exptl_crystal_description       plate
_exptl_crystal_colour            'light yellow'
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6768
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14358
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_sigmaI/netI    0.0491
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.28
_diffrn_reflns_theta_max         27.49
_reflns_number_total             4553
_reflns_number_gt                4055
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'Olex2 Ver 1.1'
_computing_molecular_graphics    'Olex2 Ver 1.1'
_computing_publication_material  'SHELX97 (Sheldrick, 2008)'


_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)+(0.0410P)²+0.5224P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   2(2)
_refine_ls_number_reflns         4553
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0605
_refine_ls_wR_factor_ref         0.1259
_refine_ls_wR_factor_gt          0.1210
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_restrained_S_all      1.132
_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 0.4181(2) 0.41464(19) 0.49004(6) 0.0446(4) Uani 1 1 d . . .
N1 N 0.9033(2) 0.2233(2) 0.27667(9) 0.0413(5) Uani 1 1 d . . .
C1 C 0.5489(3) 0.3963(2) 0.26125(9) 0.0308(5) Uani 1 1 d . . .
C2 C 0.4219(3) 0.4179(2) 0.22631(9) 0.0339(5) Uani 1 1 d . . .
H2 H 0.3215 0.4351 0.2420 0.041 Uiso 1 1 calc R . .
C3 C 0.4370(2) 0.4150(2) 0.16904(9) 0.0314(5) Uani 1 1 d . . .
C4 C 0.3056(3) 0.4353(3) 0.13230(10) 0.0376(5) Uani 1 1 d . . .
H4 H 0.2038 0.4482 0.1475 0.045 Uiso 1 1 calc R . .
C5 C 0.3233(3) 0.4363(3) 0.07749(10) 0.0375(5) Uani 1 1 d . . .
H5 H 0.2338 0.4493 0.0546 0.045 Uiso 1 1 calc R . .
C6 C 0.4749(3) 0.4182(2) 0.05226(10) 0.0343(5) Uani 1 1 d . . .
C7 C 0.4975(3) 0.4254(3) -0.00477(10) 0.0431(6) Uani 1 1 d . . .
H7 H 0.4103 0.4423 -0.0283 0.052 Uiso 1 1 calc R . .
C8 C 0.6453(3) 0.4082(3) -0.02746(10) 0.0433(6) Uani 1 1 d . . .
H8 H 0.6589 0.4146 -0.0663 0.052 Uiso 1 1 calc R . .
C9 C 0.7732(3) 0.3818(3) 0.00599(10) 0.0395(6) Uani 1 1 d . . .
H9 H 0.8735 0.3681 -0.0103 0.047 Uiso 1 1 calc R . .
C10 C 0.7573(3) 0.3751(2) 0.06319(9) 0.0333(5) Uani 1 1 d . . .
C11 C 0.8859(3) 0.3478(3) 0.09958(9) 0.0354(5) Uani 1 1 d . . .
H11 H 0.9872 0.3332 0.0843 0.043 Uiso 1 1 calc R . .
C12 C 0.8682(3) 0.3422(2) 0.15511(9) 0.0332(5) Uani 1 1 d . . .
H12 H 0.9567 0.3224 0.1776 0.040 Uiso 1 1 calc R . .
C13 C 0.7185(2) 0.3655(2) 0.18064(9) 0.0295(5) Uani 1 1 d . . .
C14 C 0.6977(2) 0.3685(2) 0.23857(9) 0.0297(5) Uani 1 1 d . . .
C15 C 0.5871(2) 0.3915(2) 0.14555(9) 0.0291(5) Uani 1 1 d . . .
C16 C 0.6067(3) 0.3947(2) 0.08715(9) 0.0306(5) Uani 1 1 d . . .
C17 C 0.5227(2) 0.4004(2) 0.32214(9) 0.0314(5) Uani 1 1 d . . .
C18 C 0.5626(3) 0.2894(3) 0.35578(9) 0.0359(5) Uani 1 1 d . . .
H18 H 0.6134 0.2111 0.3399 0.043 Uiso 1 1 calc R . .
C19 C 0.5305(3) 0.2896(3) 0.41200(10) 0.0395(6) Uani 1 1 d . . .
H19 H 0.5585 0.2123 0.4343 0.047 Uiso 1 1 calc R . .
C20 C 0.4570(3) 0.4040(3) 0.43527(9) 0.0340(5) Uani 1 1 d . . .
C21 C 0.4186(3) 0.5171(2) 0.40247(10) 0.0349(5) Uani 1 1 d . . .
H21 H 0.3709 0.5965 0.4186 0.042 Uiso 1 1 calc R . .
C22 C 0.4496(3) 0.5149(3) 0.34640(10) 0.0351(5) Uani 1 1 d . . .
H22 H 0.4207 0.5920 0.3241 0.042 Uiso 1 1 calc R . .
C23 C 0.4670(4) 0.3060(3) 0.52604(11) 0.0605(8) Uani 1 1 d . . .
H23A H 0.4159 0.2190 0.5151 0.091 Uiso 1 1 calc R . .
H23B H 0.4376 0.3291 0.5641 0.091 Uiso 1 1 calc R . .
H23C H 0.5812 0.2951 0.5237 0.091 Uiso 1 1 calc R . .
C24 C 0.8379(2) 0.3501(2) 0.27519(9) 0.0310(5) Uani 1 1 d . . .
C25 C 0.8976(3) 0.4618(3) 0.30434(10) 0.0372(5) Uani 1 1 d . . .
H25 H 0.8475 0.5498 0.3025 0.045 Uiso 1 1 calc R . .
C26 C 1.0310(3) 0.4438(3) 0.33615(10) 0.0432(6) Uani 1 1 d . . .
H26 H 1.0751 0.5194 0.3561 0.052 Uiso 1 1 calc R . .
C27 C 1.0986(3) 0.3138(3) 0.33830(10) 0.0431(6) Uani 1 1 d . . .
H27 H 1.1895 0.2979 0.3601 0.052 Uiso 1 1 calc R . .
C28 C 1.0324(3) 0.2080(3) 0.30844(11) 0.0452(6) Uani 1 1 d . . .
H28 H 1.0800 0.1189 0.3102 0.054 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C20 1.371(3) . ?
O1 C23 1.424(3) . ?
N1 C24 1.343(3) . ?
N1 C28 1.350(3) . ?
C1 C2 1.389(3) . ?
C1 C14 1.407(3) . ?
C1 C17 1.491(3) . ?
C2 C3 1.393(3) . ?
C2 H2 0.9500 . ?
C3 C15 1.418(3) . ?
C3 C4 1.443(3) . ?
C4 C5 1.335(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.440(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.396(3) . ?
C6 C16 1.423(3) . ?
C7 C8 1.384(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.381(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.393(3) . ?
C9 H9 0.9500 . ?
C10 C16 1.420(3) . ?
C10 C11 1.430(3) . ?
C11 C12 1.354(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.435(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.414(3) . ?
C13 C15 1.427(3) . ?
C14 C24 1.498(3) . ?
C15 C16 1.424(3) . ?
C17 C18 1.386(3) . ?
C17 C22 1.396(3) . ?
C18 C19 1.388(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.387(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(3) . ?
C21 C22 1.383(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.383(3) . ?
C25 C26 1.384(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.379(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.371(4) . ?
C27 H27 0.9500 . ?
C28 H28 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
C20 O1 C23 117.8(2) . . ?
C24 N1 C28 116.9(2) . . ?
C2 C1 C14 119.51(19) . . ?
C2 C1 C17 118.78(19) . . ?
C14 C1 C17 121.70(19) . . ?
C1 C2 C3 122.1(2) . . ?
C1 C2 H2 119.0 . . ?
C3 C2 H2 119.0 . . ?
C2 C3 C15 119.05(19) . . ?
C2 C3 C4 122.6(2) . . ?
C15 C3 C4 118.3(2) . . ?
C5 C4 C3 121.7(2) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.1 . . ?
C4 C5 C6 121.5(2) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C7 C6 C16 119.1(2) . . ?
C7 C6 C5 122.5(2) . . ?
C16 C6 C5 118.4(2) . . ?
C8 C7 C6 120.8(2) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C9 C8 C7 120.5(2) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 121.0(2) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C9 C10 C16 119.2(2) . . ?
C9 C10 C11 123.1(2) . . ?
C16 C10 C11 117.7(2) . . ?
C12 C11 C10 122.3(2) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C11 C12 C13 121.4(2) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C14 C13 C15 119.21(19) . . ?
C14 C13 C12 122.83(19) . . ?
C15 C13 C12 117.93(19) . . ?
C1 C14 C13 120.27(19) . . ?
C1 C14 C24 120.67(19) . . ?
C13 C14 C24 118.96(19) . . ?
C3 C15 C16 120.0(2) . . ?
C3 C15 C13 119.80(19) . . ?
C16 C15 C13 120.18(19) . . ?
C10 C16 C6 119.4(2) . . ?
C10 C16 C15 120.56(19) . . ?
C6 C16 C15 120.0(2) . . ?
C18 C17 C22 118.1(2) . . ?
C18 C17 C1 121.6(2) . . ?
C22 C17 C1 120.2(2) . . ?
C17 C18 C19 121.7(2) . . ?
C17 C18 H18 119.1 . . ?
C19 C18 H18 119.1 . . ?
C20 C19 C18 119.3(2) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
O1 C20 C19 124.1(2) . . ?
O1 C20 C21 116.0(2) . . ?
C19 C20 C21 119.9(2) . . ?
C22 C21 C20 120.3(2) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C17 120.7(2) . . ?
C21 C22 H22 119.7 . . ?
C17 C22 H22 119.7 . . ?
O1 C23 H23A 109.5 . . ?
O1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C24 C25 122.8(2) . . ?
N1 C24 C14 117.0(2) . . ?
C25 C24 C14 120.2(2) . . ?
C24 C25 C26 119.2(2) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C27 C26 C25 118.5(2) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?
C28 C27 C26 118.9(2) . . ?
C28 C27 H27 120.5 . . ?
C26 C27 H27 120.5 . . ?
N1 C28 C27 123.7(3) . . ?
N1 C28 H28 118.2 . . ?
C27 C28 H28 118.2 . . ?

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
C14 C1 C2 C3 -1.0(4) . . . . ?
C17 C1 C2 C3 -179.7(2) . . . . ?
C1 C2 C3 C15 -1.0(4) . . . . ?
C1 C2 C3 C4 179.1(2) . . . . ?
C2 C3 C4 C5 177.9(2) . . . . ?
C15 C3 C4 C5 -2.0(4) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C4 C5 C6 C7 -176.9(2) . . . . ?
C4 C5 C6 C16 1.9(4) . . . . ?
C16 C6 C7 C8 0.8(4) . . . . ?
C5 C6 C7 C8 179.6(2) . . . . ?
C6 C7 C8 C9 0.8(4) . . . . ?
C7 C8 C9 C10 -1.5(4) . . . . ?
C8 C9 C10 C16 0.5(4) . . . . ?
C8 C9 C10 C11 179.8(2) . . . . ?
C9 C10 C11 C12 179.8(2) . . . . ?
C16 C10 C11 C12 -0.9(4) . . . . ?
C10 C11 C12 C13 -0.9(4) . . . . ?
C11 C12 C13 C14 -176.1(2) . . . . ?
C11 C12 C13 C15 1.5(3) . . . . ?
C2 C1 C14 C13 1.3(3) . . . . ?
C17 C1 C14 C13 180.0(2) . . . . ?
C2 C1 C14 C24 177.7(2) . . . . ?
C17 C1 C14 C24 -3.6(3) . . . . ?
C15 C13 C14 C1 0.3(3) . . . . ?
C12 C13 C14 C1 177.9(2) . . . . ?
C15 C13 C14 C24 -176.2(2) . . . . ?
C12 C13 C14 C24 1.5(3) . . . . ?
C2 C3 C15 C16 -177.0(2) . . . . ?
C4 C3 C15 C16 2.9(3) . . . . ?
C2 C3 C15 C13 2.6(3) . . . . ?
C4 C3 C15 C13 -177.5(2) . . . . ?
C14 C13 C15 C3 -2.2(3) . . . . ?
C12 C13 C15 C3 180.0(2) . . . . ?
C14 C13 C15 C16 177.4(2) . . . . ?
C12 C13 C15 C16 -0.4(3) . . . . ?
C9 C10 C16 C6 1.1(3) . . . . ?
C11 C10 C16 C6 -178.3(2) . . . . ?
C9 C10 C16 C15 -178.6(2) . . . . ?
C11 C10 C16 C15 2.0(3) . . . . ?
C7 C6 C16 C10 -1.8(3) . . . . ?
C5 C6 C16 C10 179.4(2) . . . . ?
C7 C6 C16 C15 177.9(2) . . . . ?
C5 C6 C16 C15 -0.9(3) . . . . ?
C3 C15 C16 C10 178.2(2) . . . . ?
C13 C15 C16 C10 -1.4(3) . . . . ?
C3 C15 C16 C6 -1.5(3) . . . . ?
C13 C15 C16 C6 178.9(2) . . . . ?
C2 C1 C17 C18 123.5(3) . . . . ?
C14 C1 C17 C18 -55.2(3) . . . . ?
C2 C1 C17 C22 -53.4(3) . . . . ?
C14 C1 C17 C22 127.9(2) . . . . ?
C22 C17 C18 C19 0.6(4) . . . . ?
C1 C17 C18 C19 -176.4(2) . . . . ?
C17 C18 C19 C20 -0.2(4) . . . . ?
C23 O1 C20 C19 5.0(4) . . . . ?
C23 O1 C20 C21 -174.9(2) . . . . ?
C18 C19 C20 O1 179.2(2) . . . . ?
C18 C19 C20 C21 -0.9(4) . . . . ?
O1 C20 C21 C22 -178.4(2) . . . . ?
C19 C20 C21 C22 1.7(4) . . . . ?
C20 C21 C22 C17 -1.4(4) . . . . ?
C18 C17 C22 C21 0.2(3) . . . . ?
C1 C17 C22 C21 177.2(2) . . . . ?
C28 N1 C24 C25 0.1(3) . . . . ?
C28 N1 C24 C14 178.1(2) . . . . ?
C1 C14 C24 N1 113.4(3) . . . . ?
C13 C14 C24 N1 -70.2(3) . . . . ?
C1 C14 C24 C25 -68.5(3) . . . . ?
C13 C14 C24 C25 107.9(3) . . . . ?
N1 C24 C25 C26 0.6(4) . . . . ?
C14 C24 C25 C26 -177.4(2) . . . . ?
C24 C25 C26 C27 -1.0(4) . . . . ?
C25 C26 C27 C28 0.8(4) . . . . ?
C24 N1 C28 C27 -0.4(4) . . . . ?
C26 C27 C28 N1 -0.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.172
_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_a
_database_code_depnum_ccdc_archive 'CCDC 1030548'
_audit_update_record             
;
2014-10-22 deposited with the CCDC.
2015-01-20 downloaded from the CCDC.
;
_audit_creation_date             2014-03-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '3(C H Cl3), 2(C38 H24 N2)'
_chemical_formula_sum            'C79 H51 Cl9 N4'
_chemical_formula_weight         1375.29
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.6479(17)
_cell_length_b                   12.683(3)
_cell_length_c                   16.619(3)
_cell_angle_alpha                111.32(3)
_cell_angle_beta                 92.12(3)
_cell_angle_gamma                99.49(3)
_cell_volume                     1665.4(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5152
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4619
_cell_measurement_theta_min      1.3228
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.428
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.57977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             706
_exptl_crystal_size_max          0.391
_exptl_crystal_size_mid          0.266
_exptl_crystal_size_min          0.021
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0677
_diffrn_reflns_av_unetI/netI     0.0842
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12616
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.198
_diffrn_reflns_theta_min         1.756
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details 
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'Saturn724+ CCD'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_number_total             7529
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0177
_diffrn_orient_matrix_UB_12      0.0301
_diffrn_orient_matrix_UB_13      -0.1126
_diffrn_orient_matrix_UB_21      0.0788
_diffrn_orient_matrix_UB_22      0.0345
_diffrn_orient_matrix_UB_23      0.0070
_diffrn_orient_matrix_UB_31      0.0021
_diffrn_orient_matrix_UB_32      -0.0641
_diffrn_orient_matrix_UB_33      -0.0103
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Sealed Tube'
_diffrn_source_current           30.0000
_diffrn_source_power             1.5000
_diffrn_source_voltage           50.0000
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4294
_reflns_number_total             5975
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2013)'
_computing_structure_solution    
;
'XS (Sheldrick, 2013)'
;
_refine_diff_density_max         0.310
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.177
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         5975
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1407
_refine_ls_R_factor_gt           0.1064
_refine_ls_restrained_S_all      1.177
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0841P)²+2.2170P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2340
_refine_ls_wR_factor_ref         0.2577
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: Cl4(0.5) Cl5(0.5) Cl6(0.5) C40(0.5) H40(0.5)
3.a Riding coordinates:
 C40(H40)
3.b Ternary CH refined with riding coordinates:
 C39(H39)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10),
 C14(H14), C15(H15), C17(H17), C21(H21), C22(H22), C24(H24), C29(H29), C30(H30),
  C31(H31), C32(H32), C33(H33), C35(H35), C36(H36), C37(H37), C38(H38)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.2918(2) 0.50481(16) 0.52458(11) 0.0763(6) Uani 1 1 d . . . . .
Cl2 Cl 0.0769(2) 0.43445(17) 0.63240(11) 0.0773(6) Uani 1 1 d . . . . .
Cl3 Cl 0.0454(2) 0.30372(15) 0.44721(10) 0.0678(5) Uani 1 1 d . . . . .
C39 C 0.1776(6) 0.3880(5) 0.5405(4) 0.0520(14) Uani 1 1 d . . . . .
H39 H 0.2486 0.3398 0.5497 0.062 Uiso 1 1 calc R . . . .
Cl4 Cl 0.1089(6) 0.1007(4) -0.0351(4) 0.1076(15) Uani 0.5 1 d . . P . .
Cl5 Cl 0.0545(5) 0.1274(4) 0.0819(4) 0.120(2) Uani 0.5 1 d . . P . .
Cl6 Cl -0.0328(8) 0.0298(7) 0.0935(3) 0.130(2) Uani 0.5 1 d . . P . .
C40 C 0.0489(16) -0.0070(12) 0.0142(9) 0.071(4) Uani 0.5 1 d . . P . .
H40 H 0.1434 -0.0289 0.0296 0.085 Uiso 0.5 1 d R . P . .
N1 N 1.3413(6) 0.8831(4) 0.0342(3) 0.0559(13) Uani 1 1 d . . . . .
N2 N 0.5661(5) 0.7612(4) 0.4512(2) 0.0412(10) Uani 1 1 d . . . . .
C1 C 1.4276(7) 0.8476(5) -0.0348(3) 0.0539(15) Uani 1 1 d . . . . .
H1 H 1.4236 0.8783 -0.0776 0.065 Uiso 1 1 calc R . . . .
C2 C 1.5195(7) 0.7677(5) -0.0414(4) 0.0522(14) Uani 1 1 d . . . . .
H2 H 1.5785 0.7440 -0.0882 0.063 Uiso 1 1 calc R . . . .
C3 C 1.5233(8) 0.7226(5) 0.0228(4) 0.0617(17) Uani 1 1 d . . . . .
H3 H 1.5880 0.6699 0.0200 0.074 Uiso 1 1 calc R . . . .
C4 C 1.4336(7) 0.7543(5) 0.0903(3) 0.0444(13) Uani 1 1 d . . . . .
H4 H 1.4327 0.7212 0.1319 0.053 Uiso 1 1 calc R . . . .
C5 C 1.3460(5) 0.8350(4) 0.0954(3) 0.0342(11) Uani 1 1 d . . . . .
C6 C 1.5866(6) 1.0280(5) 0.2440(3) 0.0473(13) Uani 1 1 d . . . . .
H6 H 1.5906 0.9523 0.2366 0.057 Uiso 1 1 calc R . . . .
C7 C 1.7258(6) 1.1070(5) 0.2563(3) 0.0515(14) Uani 1 1 d . . . . .
H7 H 1.8222 1.0839 0.2571 0.062 Uiso 1 1 calc R . . . .
C8 C 1.7217(7) 1.2205(6) 0.2672(4) 0.0586(16) Uani 1 1 d . . . . .
H8 H 1.8149 1.2735 0.2759 0.070 Uiso 1 1 calc R . . . .
C9 C 1.5787(6) 1.2534(5) 0.2650(3) 0.0477(14) Uani 1 1 d . . . . .
H9 H 1.5749 1.3289 0.2716 0.057 Uiso 1 1 calc R . . . .
C10 C 1.4392(6) 1.1742(4) 0.2529(3) 0.0406(12) Uani 1 1 d . . . . .
H10 H 1.3431 1.1976 0.2516 0.049 Uiso 1 1 calc R . . . .
C11 C 1.4415(6) 1.0610(4) 0.2427(3) 0.0350(11) Uani 1 1 d . . . . .
C12 C 1.2462(6) 0.8706(4) 0.1691(3) 0.0343(11) Uani 1 1 d . . . . .
C13 C 1.1050(6) 0.7969(4) 0.1675(3) 0.0337(11) Uani 1 1 d . . . . .
C14 C 1.0513(6) 0.6871(4) 0.0984(3) 0.0373(11) Uani 1 1 d . . . . .
H14 H 1.1128 0.6627 0.0529 0.045 Uiso 1 1 calc R . . . .
C15 C 0.9140(6) 0.6184(4) 0.0978(3) 0.0376(11) Uani 1 1 d . . . . .
H15 H 0.8835 0.5478 0.0518 0.045 Uiso 1 1 calc R . . . .
C16 C 0.8131(6) 0.6511(4) 0.1665(3) 0.0344(11) Uani 1 1 d . . . . .
C17 C 0.6697(6) 0.5817(4) 0.1653(3) 0.0364(11) Uani 1 1 d . . . . .
H17 H 0.6382 0.5113 0.1193 0.044 Uiso 1 1 calc R . . . .
C18 C 0.5711(6) 0.6154(4) 0.2319(3) 0.0336(11) Uani 1 1 d . . . . .
C19 C 0.6198(6) 0.7209(4) 0.3023(3) 0.0323(10) Uani 1 1 d . . . . .
C20 C 0.7651(5) 0.7926(4) 0.3058(3) 0.0310(10) Uani 1 1 d . . . . .
C21 C 0.8203(6) 0.9027(4) 0.3750(3) 0.0378(11) Uani 1 1 d . . . . .
H21 H 0.7598 0.9265 0.4211 0.045 Uiso 1 1 calc R . . . .
C22 C 0.9558(6) 0.9725(4) 0.3756(3) 0.0361(11) Uani 1 1 d . . . . .
H22 H 0.9869 1.0425 0.4222 0.043 Uiso 1 1 calc R . . . .
C23 C 1.0542(5) 0.9413(4) 0.3054(3) 0.0324(10) Uani 1 1 d . . . . .
C24 C 1.1945(6) 1.0122(4) 0.3035(3) 0.0388(11) Uani 1 1 d . . . . .
H24 H 1.2243 1.0841 0.3483 0.047 Uiso 1 1 calc R . . . .
C25 C 1.2920(6) 0.9795(4) 0.2371(3) 0.0367(11) Uani 1 1 d . . . . .
C26 C 1.0077(5) 0.8324(4) 0.2372(3) 0.0331(11) Uani 1 1 d . . . . .
C27 C 0.8628(5) 0.7590(4) 0.2359(3) 0.0312(10) Uani 1 1 d . . . . .
C28 C 0.4164(5) 0.5371(4) 0.2240(3) 0.0342(11) Uani 1 1 d . . . . .
C29 C 0.3120(6) 0.5004(5) 0.1489(3) 0.0462(13) Uani 1 1 d . . . . .
H29 H 0.3385 0.5254 0.1042 0.055 Uiso 1 1 calc R . . . .
C30 C 0.1705(7) 0.4277(5) 0.1404(4) 0.0552(15) Uani 1 1 d . . . . .
H30 H 0.1019 0.4040 0.0900 0.066 Uiso 1 1 calc R . . . .
C31 C 0.1291(7) 0.3894(5) 0.2061(4) 0.0576(16) Uani 1 1 d . . . . .
H31 H 0.0335 0.3398 0.1999 0.069 Uiso 1 1 calc R . . . .
C32 C 0.2308(7) 0.4256(5) 0.2810(4) 0.0517(14) Uani 1 1 d . . . . .
H32 H 0.2028 0.4011 0.3257 0.062 Uiso 1 1 calc R . . . .
C33 C 0.3738(7) 0.4978(4) 0.2898(3) 0.0441(13) Uani 1 1 d . . . . .
H33 H 0.4424 0.5205 0.3401 0.053 Uiso 1 1 calc R . . . .
C34 C 0.5159(5) 0.7579(4) 0.3726(3) 0.0326(10) Uani 1 1 d . . . . .
C35 C 0.3728(6) 0.7882(5) 0.3576(3) 0.0456(13) Uani 1 1 d . . . . .
H35 H 0.3412 0.7866 0.3030 0.055 Uiso 1 1 calc R . . . .
C36 C 0.2776(7) 0.8208(5) 0.4246(4) 0.0569(16) Uani 1 1 d . . . . .
H36 H 0.1810 0.8402 0.4158 0.068 Uiso 1 1 calc R . . . .
C37 C 0.3318(6) 0.8235(5) 0.5049(3) 0.0476(13) Uani 1 1 d . . . . .
H37 H 0.2719 0.8458 0.5514 0.057 Uiso 1 1 calc R . . . .
C38 C 0.4718(6) 0.7937(5) 0.5156(3) 0.0450(13) Uani 1 1 d . . . . .
H38 H 0.5052 0.7955 0.5700 0.054 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
Cl1 C39 1.749(6) . ?
Cl2 C39 1.747(6) . ?
Cl3 C39 1.764(6) . ?
Cl4 Cl5 1.940(9) . ?
Cl4 Cl6 1.593(8) 2 ?
Cl4 C40 1.788(17) 2 ?
Cl4 C40 1.850(16) . ?
Cl5 Cl6 1.420(8) . ?
Cl5 C40 1.832(14) 2 ?
Cl5 C40 1.658(14) . ?
Cl6 Cl4 1.593(8) 2 ?
Cl6 C40 1.703(15) 2 ?
Cl6 C40 1.477(15) . ?
C40 Cl4 1.788(17) 2 ?
C40 Cl5 1.832(14) 2 ?
C40 Cl6 1.703(15) 2 ?
C40 C40 1.03(2) 2 ?
N1 C1 1.368(7) . ?
N1 C5 1.365(6) . ?
N2 C34 1.346(6) . ?
N2 C38 1.354(6) . ?
C1 C2 1.365(8) . ?
C2 C3 1.385(8) . ?
C3 C4 1.364(7) . ?
C4 C5 1.351(7) . ?
C5 C12 1.501(6) . ?
C6 C7 1.390(7) . ?
C6 C11 1.388(7) . ?
C7 C8 1.390(9) . ?
C8 C9 1.372(8) . ?
C9 C10 1.393(7) . ?
C10 C11 1.387(7) . ?
C11 C25 1.493(7) . ?
C12 C13 1.404(7) . ?
C12 C25 1.412(7) . ?
C13 C14 1.434(6) . ?
C13 C26 1.438(6) . ?
C14 C15 1.350(7) . ?
C15 C16 1.444(6) . ?
C16 C17 1.392(7) . ?
C16 C27 1.418(6) . ?
C17 C18 1.407(6) . ?
C18 C19 1.405(7) . ?
C18 C28 1.499(6) . ?
C19 C20 1.410(6) . ?
C19 C34 1.486(6) . ?
C20 C21 1.439(7) . ?
C20 C27 1.441(6) . ?
C21 C22 1.345(7) . ?
C22 C23 1.446(6) . ?
C23 C24 1.394(7) . ?
C23 C26 1.414(6) . ?
C24 C25 1.398(7) . ?
C26 C27 1.426(7) . ?
C28 C29 1.395(7) . ?
C28 C33 1.395(7) . ?
C29 C30 1.375(7) . ?
C30 C31 1.384(8) . ?
C31 C32 1.379(8) . ?
C32 C33 1.380(7) . ?
C34 C35 1.395(7) . ?
C35 C36 1.390(7) . ?
C36 C37 1.384(8) . ?
C37 C38 1.351(7) . ?

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
Cl1 C39 Cl3 110.3(3) . . ?
Cl2 C39 Cl1 111.2(3) . . ?
Cl2 C39 Cl3 111.0(3) . . ?
Cl6 Cl4 Cl5 107.1(3) 2 . ?
Cl6 Cl4 C40 58.7(5) 2 . ?
Cl6 Cl4 C40 51.4(5) 2 2 ?
C40 Cl4 Cl5 51.8(5) . . ?
C40 Cl4 Cl5 58.7(5) 2 . ?
C40 Cl4 C40 32.7(7) 2 . ?
Cl6 Cl5 Cl4 115.0(4) . . ?
Cl6 Cl5 C40 61.6(6) . 2 ?
Cl6 Cl5 C40 56.7(6) . . ?
C40 Cl5 Cl4 56.5(6) 2 . ?
C40 Cl5 Cl4 61.3(6) . . ?
C40 Cl5 C40 33.7(7) . 2 ?
Cl4 Cl6 C40 68.2(6) 2 2 ?
Cl5 Cl6 Cl4 137.8(5) . 2 ?
Cl5 Cl6 C40 71.2(6) . 2 ?
Cl5 Cl6 C40 69.8(7) . . ?
C40 Cl6 Cl4 71.1(7) . 2 ?
C40 Cl6 C40 36.7(8) . 2 ?
Cl4 C40 Cl4 147.3(7) 2 . ?
Cl4 C40 Cl5 64.8(6) 2 2 ?
Cl5 C40 Cl4 109.3(9) . 2 ?
Cl5 C40 Cl4 66.9(6) . . ?
Cl5 C40 Cl4 99.6(7) 2 . ?
Cl5 C40 Cl5 146.3(7) . 2 ?
Cl5 C40 Cl6 116.0(9) . 2 ?
Cl6 C40 Cl4 117.3(9) . . ?
Cl6 C40 Cl4 53.1(5) 2 . ?
Cl6 C40 Cl4 109.3(7) 2 2 ?
Cl6 C40 Cl4 57.5(7) . 2 ?
Cl6 C40 Cl5 47.2(4) 2 2 ?
Cl6 C40 Cl5 53.5(5) . . ?
Cl6 C40 Cl5 118.5(10) . 2 ?
Cl6 C40 Cl6 143.3(8) . 2 ?
C40 C40 Cl4 77.0(18) 2 2 ?
C40 C40 Cl4 70.3(17) 2 . ?
C40 C40 Cl5 82.5(15) 2 . ?
C40 C40 Cl5 63.8(14) 2 2 ?
C40 C40 Cl6 59.6(14) 2 2 ?
C40 C40 Cl6 83.7(17) 2 . ?
C5 N1 C1 118.7(5) . . ?
C34 N2 C38 117.7(4) . . ?
C2 C1 N1 120.8(5) . . ?
C1 C2 C3 118.7(5) . . ?
C4 C3 C2 121.0(5) . . ?
C5 C4 C3 118.5(5) . . ?
N1 C5 C12 118.6(4) . . ?
C4 C5 N1 122.2(5) . . ?
C4 C5 C12 119.2(4) . . ?
C11 C6 C7 120.7(5) . . ?
C6 C7 C8 120.4(6) . . ?
C9 C8 C7 119.3(5) . . ?
C8 C9 C10 120.3(5) . . ?
C11 C10 C9 121.0(5) . . ?
C6 C11 C25 121.0(5) . . ?
C10 C11 C6 118.3(5) . . ?
C10 C11 C25 120.5(5) . . ?
C13 C12 C5 119.4(4) . . ?
C13 C12 C25 120.8(4) . . ?
C25 C12 C5 119.7(4) . . ?
C12 C13 C14 122.8(4) . . ?
C12 C13 C26 119.3(4) . . ?
C14 C13 C26 118.0(4) . . ?
C15 C14 C13 121.7(4) . . ?
C14 C15 C16 122.0(4) . . ?
C17 C16 C15 122.3(4) . . ?
C17 C16 C27 120.0(4) . . ?
C27 C16 C15 117.8(4) . . ?
C16 C17 C18 121.7(4) . . ?
C17 C18 C28 118.2(4) . . ?
C19 C18 C17 119.2(4) . . ?
C19 C18 C28 122.6(4) . . ?
C18 C19 C20 120.4(4) . . ?
C18 C19 C34 119.7(4) . . ?
C20 C19 C34 119.9(4) . . ?
C19 C20 C21 123.2(4) . . ?
C19 C20 C27 119.9(4) . . ?
C21 C20 C27 116.8(4) . . ?
C22 C21 C20 122.6(5) . . ?
C21 C22 C23 121.4(4) . . ?
C24 C23 C22 122.9(4) . . ?
C24 C23 C26 118.9(4) . . ?
C26 C23 C22 118.1(4) . . ?
C23 C24 C25 122.5(4) . . ?
C12 C25 C11 123.2(4) . . ?
C24 C25 C11 118.1(4) . . ?
C24 C25 C12 118.7(5) . . ?
C23 C26 C13 119.7(4) . . ?
C23 C26 C27 120.4(4) . . ?
C27 C26 C13 119.9(4) . . ?
C16 C27 C20 118.7(4) . . ?
C16 C27 C26 120.7(4) . . ?
C26 C27 C20 120.6(4) . . ?
C29 C28 C18 120.0(4) . . ?
C29 C28 C33 118.4(5) . . ?
C33 C28 C18 121.6(4) . . ?
C30 C29 C28 120.6(5) . . ?
C29 C30 C31 120.6(5) . . ?
C32 C31 C30 119.4(5) . . ?
C31 C32 C33 120.4(5) . . ?
C32 C33 C28 120.6(5) . . ?
N2 C34 C19 117.1(4) . . ?
N2 C34 C35 121.5(4) . . ?
C35 C34 C19 121.4(4) . . ?
C36 C35 C34 119.8(5) . . ?
C37 C36 C35 117.7(5) . . ?
C38 C37 C36 119.9(5) . . ?
C37 C38 N2 123.4(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
Cl4 Cl5 Cl6 Cl4 -3.1(9) . . . 2 ?
Cl4 Cl5 Cl6 C40 19.9(6) . . . . ?
Cl4 Cl5 Cl6 C40 -19.2(6) . . . 2 ?
Cl4 Cl5 C40 Cl4 -145.1(7) . . . 2 ?
Cl4 Cl5 C40 Cl5 -71.8(17) . . . 2 ?
Cl4 Cl5 C40 Cl6 -159.4(6) . . . . ?
Cl4 Cl5 C40 Cl6 -21.0(6) . . . 2 ?
Cl4 Cl5 C40 C40 -71.8(17) . . . 2 ?
Cl4 Cl6 C40 Cl4 142.6(8) 2 . . . ?
Cl4 Cl6 C40 Cl5 23.0(7) 2 . . 2 ?
Cl4 Cl6 C40 Cl5 163.9(5) 2 . . . ?
Cl4 Cl6 C40 Cl6 78.6(16) 2 . . 2 ?
Cl4 Cl6 C40 C40 78.6(16) 2 . . 2 ?
Cl5 Cl4 C40 Cl4 90.1(15) . . . 2 ?
Cl5 Cl4 C40 Cl5 147.7(8) . . . 2 ?
Cl5 Cl4 C40 Cl6 156.2(6) . . . 2 ?
Cl5 Cl4 C40 Cl6 18.5(6) . . . . ?
Cl5 Cl4 C40 C40 90.1(15) . . . 2 ?
Cl5 Cl6 C40 Cl4 -21.3(7) . . . . ?
Cl5 Cl6 C40 Cl4 -163.9(5) . . . 2 ?
Cl5 Cl6 C40 Cl5 -140.9(9) . . . 2 ?
Cl5 Cl6 C40 Cl6 -85.3(17) . . . 2 ?
Cl5 Cl6 C40 C40 -85.3(17) . . . 2 ?
Cl6 Cl4 C40 Cl4 -66.1(13) 2 . . 2 ?
Cl6 Cl4 C40 Cl5 -156.2(6) 2 . . . ?
Cl6 Cl4 C40 Cl5 -8.6(4) 2 . . 2 ?
Cl6 Cl4 C40 Cl6 -137.7(9) 2 . . . ?
Cl6 Cl4 C40 C40 -66.1(13) 2 . . 2 ?
Cl6 Cl5 C40 Cl4 14.4(5) . . . 2 ?
Cl6 Cl5 C40 Cl4 159.4(6) . . . . ?
Cl6 Cl5 C40 Cl5 87.7(18) . . . 2 ?
Cl6 Cl5 C40 Cl6 138.5(10) . . . 2 ?
Cl6 Cl5 C40 C40 87.7(18) . . . 2 ?
C40 Cl4 C40 Cl4 0.000(3) 2 . . 2 ?
C40 Cl4 C40 Cl5 -90.1(15) 2 . . . ?
C40 Cl4 C40 Cl5 57.6(12) 2 . . 2 ?
C40 Cl4 C40 Cl6 -71.6(15) 2 . . . ?
C40 Cl4 C40 Cl6 66.1(13) 2 . . 2 ?
C40 Cl5 Cl6 Cl4 16.0(7) 2 . . 2 ?
C40 Cl5 Cl6 Cl4 -23.0(7) . . . 2 ?
C40 Cl5 Cl6 C40 39.1(9) 2 . . . ?
C40 Cl5 Cl6 C40 -39.1(9) . . . 2 ?
C40 Cl5 C40 Cl4 71.8(17) 2 . . . ?
C40 Cl5 C40 Cl4 -73.3(17) 2 . . 2 ?
C40 Cl5 C40 Cl5 -0.002(3) 2 . . 2 ?
C40 Cl5 C40 Cl6 -87.7(18) 2 . . . ?
C40 Cl5 C40 Cl6 50.8(13) 2 . . 2 ?
C40 Cl6 C40 Cl4 -78.6(16) 2 . . 2 ?
C40 Cl6 C40 Cl4 64.0(14) 2 . . . ?
C40 Cl6 C40 Cl5 85.3(17) 2 . . . ?
C40 Cl6 C40 Cl5 -55.6(13) 2 . . 2 ?
C40 Cl6 C40 Cl6 0.001(3) 2 . . 2 ?
N1 C1 C2 C3 0.3(9) . . . . ?
N1 C5 C12 C13 102.4(5) . . . . ?
N1 C5 C12 C25 -75.0(6) . . . . ?
N2 C34 C35 C36 -1.1(8) . . . . ?
C1 N1 C5 C4 0.5(8) . . . . ?
C1 N1 C5 C12 -177.6(5) . . . . ?
C1 C2 C3 C4 2.0(10) . . . . ?
C2 C3 C4 C5 -3.0(9) . . . . ?
C3 C4 C5 N1 1.8(8) . . . . ?
C3 C4 C5 C12 179.8(5) . . . . ?
C4 C5 C12 C13 -75.7(6) . . . . ?
C4 C5 C12 C25 106.9(6) . . . . ?
C5 N1 C1 C2 -1.5(9) . . . . ?
C5 C12 C13 C14 0.7(7) . . . . ?
C5 C12 C13 C26 -178.5(4) . . . . ?
C5 C12 C25 C11 -3.4(7) . . . . ?
C5 C12 C25 C24 178.0(4) . . . . ?
C6 C7 C8 C9 -0.6(8) . . . . ?
C6 C11 C25 C12 -57.2(6) . . . . ?
C6 C11 C25 C24 121.5(5) . . . . ?
C7 C6 C11 C10 0.8(7) . . . . ?
C7 C6 C11 C25 -174.8(5) . . . . ?
C7 C8 C9 C10 0.7(8) . . . . ?
C8 C9 C10 C11 -0.1(7) . . . . ?
C9 C10 C11 C6 -0.6(7) . . . . ?
C9 C10 C11 C25 174.9(4) . . . . ?
C10 C11 C25 C12 127.3(5) . . . . ?
C10 C11 C25 C24 -54.0(6) . . . . ?
C11 C6 C7 C8 -0.1(8) . . . . ?
C12 C13 C14 C15 -179.1(5) . . . . ?
C12 C13 C26 C23 1.0(6) . . . . ?
C12 C13 C26 C27 179.2(4) . . . . ?
C13 C12 C25 C11 179.3(4) . . . . ?
C13 C12 C25 C24 0.7(7) . . . . ?
C13 C14 C15 C16 0.0(8) . . . . ?
C13 C26 C27 C16 0.0(7) . . . . ?
C13 C26 C27 C20 179.1(4) . . . . ?
C14 C13 C26 C23 -178.3(4) . . . . ?
C14 C13 C26 C27 -0.1(6) . . . . ?
C14 C15 C16 C17 178.5(5) . . . . ?
C14 C15 C16 C27 -0.1(7) . . . . ?
C15 C16 C17 C18 -178.9(4) . . . . ?
C15 C16 C27 C20 -179.1(4) . . . . ?
C15 C16 C27 C26 0.1(6) . . . . ?
C16 C17 C18 C19 -1.1(7) . . . . ?
C16 C17 C18 C28 178.1(4) . . . . ?
C17 C16 C27 C20 2.3(6) . . . . ?
C17 C16 C27 C26 -178.5(4) . . . . ?
C17 C18 C19 C20 0.5(7) . . . . ?
C17 C18 C19 C34 179.4(4) . . . . ?
C17 C18 C28 C29 -53.3(6) . . . . ?
C17 C18 C28 C33 125.8(5) . . . . ?
C18 C19 C20 C21 178.6(4) . . . . ?
C18 C19 C20 C27 1.5(6) . . . . ?
C18 C19 C34 N2 112.1(5) . . . . ?
C18 C19 C34 C35 -68.2(6) . . . . ?
C18 C28 C29 C30 179.4(5) . . . . ?
C18 C28 C33 C32 -179.9(5) . . . . ?
C19 C18 C28 C29 125.9(5) . . . . ?
C19 C18 C28 C33 -55.0(7) . . . . ?
C19 C20 C21 C22 -176.9(5) . . . . ?
C19 C20 C27 C16 -2.9(6) . . . . ?
C19 C20 C27 C26 177.9(4) . . . . ?
C19 C34 C35 C36 179.1(5) . . . . ?
C20 C19 C34 N2 -69.0(6) . . . . ?
C20 C19 C34 C35 110.8(5) . . . . ?
C20 C21 C22 C23 0.8(7) . . . . ?
C21 C20 C27 C16 179.9(4) . . . . ?
C21 C20 C27 C26 0.7(6) . . . . ?
C21 C22 C23 C24 179.3(5) . . . . ?
C21 C22 C23 C26 -2.7(7) . . . . ?
C22 C23 C24 C25 177.5(5) . . . . ?
C22 C23 C26 C13 -178.2(4) . . . . ?
C22 C23 C26 C27 3.6(6) . . . . ?
C23 C24 C25 C11 -178.5(4) . . . . ?
C23 C24 C25 C12 0.2(7) . . . . ?
C23 C26 C27 C16 178.2(4) . . . . ?
C23 C26 C27 C20 -2.6(6) . . . . ?
C24 C23 C26 C13 -0.1(7) . . . . ?
C24 C23 C26 C27 -178.3(4) . . . . ?
C25 C12 C13 C14 178.0(4) . . . . ?
C25 C12 C13 C26 -1.2(7) . . . . ?
C26 C13 C14 C15 0.1(7) . . . . ?
C26 C23 C24 C25 -0.5(7) . . . . ?
C27 C16 C17 C18 -0.3(7) . . . . ?
C27 C20 C21 C22 0.3(7) . . . . ?
C28 C18 C19 C20 -178.7(4) . . . . ?
C28 C18 C19 C34 0.2(7) . . . . ?
C28 C29 C30 C31 -0.1(9) . . . . ?
C29 C28 C33 C32 -0.8(8) . . . . ?
C29 C30 C31 C32 0.5(10) . . . . ?
C30 C31 C32 C33 -1.0(9) . . . . ?
C31 C32 C33 C28 1.2(9) . . . . ?
C33 C28 C29 C30 0.3(8) . . . . ?
C34 N2 C38 C37 -0.6(8) . . . . ?
C34 C19 C20 C21 -0.3(7) . . . . ?
C34 C19 C20 C27 -177.4(4) . . . . ?
C34 C35 C36 C37 1.1(9) . . . . ?
C35 C36 C37 C38 -0.8(9) . . . . ?
C36 C37 C38 N2 0.6(9) . . . . ?
C38 N2 C34 C19 -179.3(4) . . . . ?
C38 N2 C34 C35 0.9(7) . . . . ?

####################################################################### 
# 
# 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_mx3009
_database_code_depnum_ccdc_archive 'CCDC 1030549'
_audit_update_record             
;
2014-10-22 deposited with the CCDC.
2015-01-20 downloaded from the CCDC.
;
_audit_creation_date             2014-05-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C41 H28 N5 Ru, F6 P'
_chemical_formula_sum            'C41 H28 F6 N5 P Ru'
_chemical_formula_weight         836.72
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   12.308(5)
_cell_length_b                   13.017(3)
_cell_length_c                   13.044(3)
_cell_angle_alpha                111.17(3)
_cell_angle_beta                 111.32(3)
_cell_angle_gamma                98.55(3)
_cell_volume                     1718.5(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11178
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4842
_cell_measurement_theta_min      1.6766
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.576
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8019
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             844
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22402
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         1.876
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details 
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_number_total             15690
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.0796
_diffrn_orient_matrix_UB_12      0.0142
_diffrn_orient_matrix_UB_13      -0.0241
_diffrn_orient_matrix_UB_21      -0.0029
_diffrn_orient_matrix_UB_22      -0.0455
_diffrn_orient_matrix_UB_23      0.0686
_diffrn_orient_matrix_UB_31      -0.0105
_diffrn_orient_matrix_UB_32      -0.0385
_diffrn_orient_matrix_UB_33      -0.0230
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7561
_reflns_number_total             7835
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2013)'
_computing_structure_solution    
;
'SHELXS (Sheldrick, 2013)'
;
_refine_diff_density_max         0.575
_refine_diff_density_min         -0.529
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         7835
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0465P)²+1.1175P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0952
_refine_ls_wR_factor_ref         0.0963
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C15(H15), C16(H16), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28),
  C29(H29), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35),
 C38(H38), C39(H39), C40(H40), C41(H41)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.64940(2) 0.20146(2) 0.41011(2) 0.02617(7) Uani 1 1 d . . . . .
N1 N 0.83175(17) 0.23652(18) 0.44136(18) 0.0307(4) Uani 1 1 d . . . . .
N2 N 0.57032(18) 0.16482(17) 0.22794(18) 0.0299(4) Uani 1 1 d . . . . .
N3 N 0.46617(17) 0.14756(16) 0.36495(18) 0.0267(4) Uani 1 1 d . . . . .
N4 N 0.65371(17) 0.37834(17) 0.47653(19) 0.0307(4) Uani 1 1 d . . . . .
N5 N 0.71882(16) 0.25661(16) 0.59751(18) 0.0268(4) Uani 1 1 d . . . . .
C1 C 0.9131(2) 0.3443(2) 0.4980(3) 0.0394(6) Uani 1 1 d . . . . .
H1 H 0.8834 0.4071 0.5124 0.047 Uiso 1 1 calc R . . . .
C2 C 1.0378(2) 0.3667(3) 0.5359(3) 0.0462(7) Uani 1 1 d . . . . .
H2 H 1.0907 0.4423 0.5723 0.055 Uiso 1 1 calc R . . . .
C3 C 1.0820(2) 0.2740(3) 0.5182(3) 0.0495(7) Uani 1 1 d . . . . .
H3 H 1.1659 0.2862 0.5447 0.059 Uiso 1 1 calc R . . . .
C4 C 1.0009(2) 0.1629(3) 0.4610(3) 0.0449(6) Uani 1 1 d . . . . .
H4 H 1.0307 0.1002 0.4509 0.054 Uiso 1 1 calc R . . . .
C5 C 0.8740(2) 0.1433(2) 0.4180(2) 0.0326(5) Uani 1 1 d . . . . .
C6 C 0.7772(2) 0.0302(2) 0.3576(2) 0.0301(5) Uani 1 1 d . . . . .
C7 C 0.7917(2) -0.0783(2) 0.3003(2) 0.0349(5) Uani 1 1 d . . . . .
C8 C 0.8880(3) -0.0937(3) 0.2629(3) 0.0545(8) Uani 1 1 d . . . . .
H8 H 0.9439 -0.0289 0.2747 0.065 Uiso 1 1 calc R . . . .
C9 C 0.8986(3) -0.2003(3) 0.2111(4) 0.0645(10) Uani 1 1 d . . . . .
H9 H 0.9626 -0.2061 0.1897 0.077 Uiso 1 1 calc R . . . .
C10 C 0.8150(3) -0.3037(3) 0.1882(3) 0.0495(7) Uani 1 1 d . . . . .
C11 C 0.8294(3) -0.4142(3) 0.1425(3) 0.0622(9) Uani 1 1 d . . . . .
H11 H 0.8978 -0.4210 0.1291 0.075 Uiso 1 1 calc R . . . .
C12 C 0.7430(3) -0.5126(3) 0.1172(3) 0.0588(8) Uani 1 1 d . . . . .
H12 H 0.7550 -0.5846 0.0898 0.071 Uiso 1 1 calc R . . . .
C13 C 0.6381(3) -0.5040(3) 0.1327(3) 0.0478(7) Uani 1 1 d . . . . .
H13 H 0.5793 -0.5709 0.1129 0.057 Uiso 1 1 calc R . . . .
C14 C 0.6199(3) -0.3963(2) 0.1776(2) 0.0386(5) Uani 1 1 d . . . . .
C15 C 0.5110(3) -0.3852(2) 0.1911(3) 0.0409(6) Uani 1 1 d . . . . .
H15 H 0.4498 -0.4515 0.1689 0.049 Uiso 1 1 calc R . . . .
C16 C 0.4963(2) -0.2807(2) 0.2351(2) 0.0368(5) Uani 1 1 d . . . . .
H16 H 0.4236 -0.2767 0.2406 0.044 Uiso 1 1 calc R . . . .
C17 C 0.5892(2) -0.1743(2) 0.2744(2) 0.0285(4) Uani 1 1 d . . . . .
C18 C 0.5730(2) -0.0649(2) 0.3180(2) 0.0285(4) Uani 1 1 d . . . . .
H18 H 0.4984 -0.0615 0.3188 0.034 Uiso 1 1 calc R . . . .
C19 C 0.6638(2) 0.0386(2) 0.3601(2) 0.0258(4) Uani 1 1 d . . . . .
C20 C 0.6981(2) -0.1821(2) 0.2632(2) 0.0311(5) Uani 1 1 d . . . . .
C21 C 0.7110(2) -0.2939(2) 0.2099(2) 0.0369(5) Uani 1 1 d . . . . .
C22 C 0.4186(2) 0.1408(2) 0.4416(2) 0.0304(5) Uani 1 1 d . . . . .
H22 H 0.4726 0.1622 0.5231 0.036 Uiso 1 1 calc R . . . .
C23 C 0.2935(2) 0.1035(2) 0.4047(3) 0.0354(5) Uani 1 1 d . . . . .
H23 H 0.2643 0.1004 0.4604 0.043 Uiso 1 1 calc R . . . .
C24 C 0.2125(2) 0.0708(2) 0.2839(3) 0.0380(6) Uani 1 1 d . . . . .
H24 H 0.1278 0.0454 0.2570 0.046 Uiso 1 1 calc R . . . .
C25 C 0.2591(2) 0.0763(2) 0.2033(2) 0.0351(5) Uani 1 1 d . . . . .
H25 H 0.2061 0.0541 0.1214 0.042 Uiso 1 1 calc R . . . .
C26 C 0.3862(2) 0.11538(19) 0.2461(2) 0.0291(5) Uani 1 1 d . . . . .
C27 C 0.4447(2) 0.1272(2) 0.1690(2) 0.0310(5) Uani 1 1 d . . . . .
C28 C 0.3807(2) 0.1044(2) 0.0472(3) 0.0406(6) Uani 1 1 d . . . . .
H28 H 0.2950 0.0780 0.0081 0.049 Uiso 1 1 calc R . . . .
C29 C 0.4455(3) 0.1212(3) -0.0157(3) 0.0454(6) Uani 1 1 d . . . . .
H29 H 0.4037 0.1065 -0.0975 0.054 Uiso 1 1 calc R . . . .
C30 C 0.5723(3) 0.1598(2) 0.0437(3) 0.0419(6) Uani 1 1 d . . . . .
H30 H 0.6171 0.1721 0.0027 0.050 Uiso 1 1 calc R . . . .
C31 C 0.6319(2) 0.1801(2) 0.1648(2) 0.0365(5) Uani 1 1 d . . . . .
H31 H 0.7175 0.2053 0.2044 0.044 Uiso 1 1 calc R . . . .
C32 C 0.6164(2) 0.4344(2) 0.4083(3) 0.0377(6) Uani 1 1 d . . . . .
H32 H 0.5857 0.3940 0.3233 0.045 Uiso 1 1 calc R . . . .
C33 C 0.6217(2) 0.5492(2) 0.4590(3) 0.0452(7) Uani 1 1 d . . . . .
H33 H 0.5955 0.5856 0.4093 0.054 Uiso 1 1 calc R . . . .
C34 C 0.6669(3) 0.6088(2) 0.5850(3) 0.0491(7) Uani 1 1 d . . . . .
H34 H 0.6713 0.6862 0.6214 0.059 Uiso 1 1 calc R . . . .
C35 C 0.7056(2) 0.5529(2) 0.6569(3) 0.0426(6) Uani 1 1 d . . . . .
H35 H 0.7355 0.5920 0.7419 0.051 Uiso 1 1 calc R . . . .
C36 C 0.6993(2) 0.43809(19) 0.6005(2) 0.0311(5) Uani 1 1 d . . . . .
C37 C 0.7409(2) 0.37113(19) 0.6694(2) 0.0293(5) Uani 1 1 d . . . . .
C38 C 0.7995(2) 0.4194(2) 0.7970(2) 0.0343(5) Uani 1 1 d . . . . .
H38 H 0.8156 0.4982 0.8441 0.041 Uiso 1 1 calc R . . . .
C39 C 0.8340(2) 0.3503(2) 0.8540(2) 0.0357(5) Uani 1 1 d . . . . .
H39 H 0.8741 0.3819 0.9395 0.043 Uiso 1 1 calc R . . . .
C40 C 0.8076(2) 0.2332(2) 0.7812(2) 0.0347(5) Uani 1 1 d . . . . .
H40 H 0.8273 0.1842 0.8171 0.042 Uiso 1 1 calc R . . . .
C41 C 0.7517(2) 0.1902(2) 0.6547(2) 0.0310(5) Uani 1 1 d . . . . .
H41 H 0.7360 0.1117 0.6067 0.037 Uiso 1 1 calc R . . . .
P1 P 0.95127(7) 0.22241(7) 0.11910(8) 0.0497(2) Uani 1 1 d . . . . .
F1 F 1.0123(2) 0.3328(2) 0.1094(2) 0.0885(8) Uani 1 1 d . . . . .
F2 F 0.82142(17) 0.2066(2) 0.01669(19) 0.0729(6) Uani 1 1 d . . . . .
F3 F 0.9204(3) 0.3025(2) 0.2211(2) 0.0980(8) Uani 1 1 d . . . . .
F4 F 0.8881(2) 0.1115(2) 0.1260(3) 0.0972(9) Uani 1 1 d . . . . .
F5 F 1.07897(19) 0.2370(2) 0.2196(3) 0.1037(10) Uani 1 1 d . . . . .
F6 F 0.9770(3) 0.1432(3) 0.0112(3) 0.1128(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
Ru1 N1 2.075(2) . ?
Ru1 N2 2.045(2) . ?
Ru1 N3 2.047(2) . ?
Ru1 N4 2.132(2) . ?
Ru1 N5 2.062(2) . ?
Ru1 C19 2.036(2) . ?
N1 C1 1.346(3) . ?
N1 C5 1.368(3) . ?
N2 C27 1.363(3) . ?
N2 C31 1.348(3) . ?
N3 C22 1.351(3) . ?
N3 C26 1.359(3) . ?
N4 C32 1.343(3) . ?
N4 C36 1.355(3) . ?
N5 C37 1.364(3) . ?
N5 C41 1.349(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.378(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.374(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.400(3) . ?
C5 C6 1.472(3) . ?
C6 C7 1.412(3) . ?
C6 C19 1.427(3) . ?
C7 C8 1.451(3) . ?
C7 C20 1.431(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.356(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.426(5) . ?
C10 C11 1.410(4) . ?
C10 C21 1.421(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.384(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.391(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.399(4) . ?
C14 C15 1.434(4) . ?
C14 C21 1.421(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.342(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.442(3) . ?
C17 C18 1.405(3) . ?
C17 C20 1.413(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.392(3) . ?
C20 C21 1.430(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.381(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.380(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.387(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.393(3) . ?
C26 C27 1.469(3) . ?
C27 C28 1.383(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.382(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.376(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.379(4) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C32 C33 1.378(4) . ?
C33 H33 0.9300 . ?
C33 C34 1.378(4) . ?
C34 H34 0.9300 . ?
C34 C35 1.380(4) . ?
C35 H35 0.9300 . ?
C35 C36 1.382(3) . ?
C36 C37 1.482(3) . ?
C37 C38 1.386(4) . ?
C38 H38 0.9300 . ?
C38 C39 1.381(3) . ?
C39 H39 0.9300 . ?
C39 C40 1.384(4) . ?
C40 H40 0.9300 . ?
C40 C41 1.378(3) . ?
C41 H41 0.9300 . ?
P1 F1 1.589(2) . ?
P1 F2 1.591(2) . ?
P1 F3 1.577(3) . ?
P1 F4 1.584(2) . ?
P1 F5 1.568(2) . ?
P1 F6 1.587(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
N1 Ru1 N4 95.78(9) . . ?
N2 Ru1 N1 98.13(8) . . ?
N2 Ru1 N3 78.88(9) . . ?
N2 Ru1 N4 95.19(9) . . ?
N2 Ru1 N5 172.15(7) . . ?
N3 Ru1 N1 173.30(8) . . ?
N3 Ru1 N4 90.49(8) . . ?
N3 Ru1 N5 97.92(8) . . ?
N5 Ru1 N1 85.79(8) . . ?
N5 Ru1 N4 77.60(8) . . ?
C19 Ru1 N1 79.30(9) . . ?
C19 Ru1 N2 88.83(9) . . ?
C19 Ru1 N3 94.58(9) . . ?
C19 Ru1 N4 174.07(8) . . ?
C19 Ru1 N5 98.61(9) . . ?
C1 N1 Ru1 124.24(18) . . ?
C1 N1 C5 118.8(2) . . ?
C5 N1 Ru1 116.32(16) . . ?
C27 N2 Ru1 116.03(16) . . ?
C31 N2 Ru1 125.43(17) . . ?
C31 N2 C27 118.5(2) . . ?
C22 N3 Ru1 126.16(16) . . ?
C22 N3 C26 117.8(2) . . ?
C26 N3 Ru1 116.00(15) . . ?
C32 N4 Ru1 126.64(18) . . ?
C32 N4 C36 118.2(2) . . ?
C36 N4 Ru1 115.15(15) . . ?
C37 N5 Ru1 117.19(15) . . ?
C41 N5 Ru1 124.98(16) . . ?
C41 N5 C37 117.7(2) . . ?
N1 C1 H1 118.2 . . ?
N1 C1 C2 123.6(3) . . ?
C2 C1 H1 118.2 . . ?
C1 C2 H2 121.0 . . ?
C3 C2 C1 118.1(3) . . ?
C3 C2 H2 121.0 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.5(3) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.7(3) . . ?
C5 C4 H4 119.6 . . ?
N1 C5 C4 119.2(2) . . ?
N1 C5 C6 113.9(2) . . ?
C4 C5 C6 126.7(2) . . ?
C7 C6 C5 124.3(2) . . ?
C7 C6 C19 121.7(2) . . ?
C19 C6 C5 113.9(2) . . ?
C6 C7 C8 124.6(2) . . ?
C6 C7 C20 118.5(2) . . ?
C20 C7 C8 116.5(2) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 C7 121.6(3) . . ?
C9 C8 H8 119.2 . . ?
C8 C9 H9 118.9 . . ?
C8 C9 C10 122.3(3) . . ?
C10 C9 H9 118.9 . . ?
C11 C10 C9 123.1(3) . . ?
C11 C10 C21 119.1(3) . . ?
C21 C10 C9 117.7(3) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.9(3) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 121.1(3) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 C15 122.3(3) . . ?
C13 C14 C21 119.4(3) . . ?
C21 C14 C15 118.4(2) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.0(3) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 118.9 . . ?
C15 C16 C17 122.2(2) . . ?
C17 C16 H16 118.9 . . ?
C18 C17 C16 122.4(2) . . ?
C18 C17 C20 119.4(2) . . ?
C20 C17 C16 118.2(2) . . ?
C17 C18 H18 118.5 . . ?
C19 C18 C17 122.9(2) . . ?
C19 C18 H18 118.5 . . ?
C6 C19 Ru1 114.96(16) . . ?
C18 C19 Ru1 127.72(16) . . ?
C18 C19 C6 117.0(2) . . ?
C17 C20 C7 119.6(2) . . ?
C17 C20 C21 119.7(2) . . ?
C21 C20 C7 120.7(2) . . ?
C10 C21 C20 120.3(3) . . ?
C14 C21 C10 119.4(2) . . ?
C14 C21 C20 120.3(2) . . ?
N3 C22 H22 118.5 . . ?
N3 C22 C23 123.0(2) . . ?
C23 C22 H22 118.5 . . ?
C22 C23 H23 120.5 . . ?
C24 C23 C22 119.1(2) . . ?
C24 C23 H23 120.5 . . ?
C23 C24 H24 120.5 . . ?
C23 C24 C25 119.0(2) . . ?
C25 C24 H24 120.5 . . ?
C24 C25 H25 120.3 . . ?
C24 C25 C26 119.4(2) . . ?
C26 C25 H25 120.3 . . ?
N3 C26 C25 121.8(2) . . ?
N3 C26 C27 114.69(19) . . ?
C25 C26 C27 123.6(2) . . ?
N2 C27 C26 114.4(2) . . ?
N2 C27 C28 121.4(2) . . ?
C28 C27 C26 124.2(2) . . ?
C27 C28 H28 120.4 . . ?
C29 C28 C27 119.3(2) . . ?
C29 C28 H28 120.4 . . ?
C28 C29 H29 120.2 . . ?
C30 C29 C28 119.5(3) . . ?
C30 C29 H29 120.2 . . ?
C29 C30 H30 120.5 . . ?
C29 C30 C31 119.0(3) . . ?
C31 C30 H30 120.5 . . ?
N2 C31 C30 122.3(2) . . ?
N2 C31 H31 118.8 . . ?
C30 C31 H31 118.8 . . ?
N4 C32 H32 118.6 . . ?
N4 C32 C33 122.8(3) . . ?
C33 C32 H32 118.6 . . ?
C32 C33 H33 120.8 . . ?
C34 C33 C32 118.5(2) . . ?
C34 C33 H33 120.8 . . ?
C33 C34 H34 120.2 . . ?
C33 C34 C35 119.7(3) . . ?
C35 C34 H34 120.2 . . ?
C34 C35 H35 120.5 . . ?
C34 C35 C36 119.0(3) . . ?
C36 C35 H35 120.5 . . ?
N4 C36 C35 121.8(2) . . ?
N4 C36 C37 115.0(2) . . ?
C35 C36 C37 123.2(2) . . ?
N5 C37 C36 114.8(2) . . ?
N5 C37 C38 121.6(2) . . ?
C38 C37 C36 123.7(2) . . ?
C37 C38 H38 120.0 . . ?
C39 C38 C37 120.0(2) . . ?
C39 C38 H38 120.0 . . ?
C38 C39 H39 120.7 . . ?
C38 C39 C40 118.5(2) . . ?
C40 C39 H39 120.7 . . ?
C39 C40 H40 120.4 . . ?
C41 C40 C39 119.2(2) . . ?
C41 C40 H40 120.4 . . ?
N5 C41 C40 123.0(2) . . ?
N5 C41 H41 118.5 . . ?
C40 C41 H41 118.5 . . ?
F1 P1 F2 89.70(12) . . ?
F3 P1 F1 90.36(17) . . ?
F3 P1 F2 89.05(15) . . ?
F3 P1 F4 90.05(18) . . ?
F3 P1 F6 176.91(18) . . ?
F4 P1 F1 178.77(14) . . ?
F4 P1 F2 89.14(13) . . ?
F4 P1 F6 90.99(18) . . ?
F5 P1 F1 90.64(13) . . ?
F5 P1 F2 179.56(13) . . ?
F5 P1 F3 91.22(18) . . ?
F5 P1 F4 90.51(13) . . ?
F5 P1 F6 91.68(19) . . ?
F6 P1 F1 88.55(18) . . ?
F6 P1 F2 88.06(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
Ru1 N1 C1 C2 169.2(2) . . . . ?
Ru1 N1 C5 C4 -166.55(19) . . . . ?
Ru1 N1 C5 C6 8.1(3) . . . . ?
Ru1 N2 C27 C26 -1.9(3) . . . . ?
Ru1 N2 C27 C28 177.23(19) . . . . ?
Ru1 N2 C31 C30 -176.2(2) . . . . ?
Ru1 N3 C22 C23 -179.99(16) . . . . ?
Ru1 N3 C26 C25 179.60(17) . . . . ?
Ru1 N3 C26 C27 -1.4(2) . . . . ?
Ru1 N4 C32 C33 179.6(2) . . . . ?
Ru1 N4 C36 C35 -178.72(19) . . . . ?
Ru1 N4 C36 C37 1.2(2) . . . . ?
Ru1 N5 C37 C36 6.1(2) . . . . ?
Ru1 N5 C37 C38 -173.06(17) . . . . ?
Ru1 N5 C41 C40 174.23(17) . . . . ?
N1 C1 C2 C3 -2.1(4) . . . . ?
N1 C5 C6 C7 165.5(2) . . . . ?
N1 C5 C6 C19 -13.8(3) . . . . ?
N2 C27 C28 C29 -0.6(4) . . . . ?
N3 C22 C23 C24 0.3(3) . . . . ?
N3 C26 C27 N2 2.2(3) . . . . ?
N3 C26 C27 C28 -177.0(2) . . . . ?
N4 C32 C33 C34 -0.2(4) . . . . ?
N4 C36 C37 N5 -4.7(3) . . . . ?
N4 C36 C37 C38 174.4(2) . . . . ?
N5 C37 C38 C39 -1.8(4) . . . . ?
C1 N1 C5 C4 4.4(4) . . . . ?
C1 N1 C5 C6 179.1(2) . . . . ?
C1 C2 C3 C4 1.7(4) . . . . ?
C2 C3 C4 C5 1.7(5) . . . . ?
C3 C4 C5 N1 -4.8(4) . . . . ?
C3 C4 C5 C6 -178.7(3) . . . . ?
C4 C5 C6 C7 -20.3(4) . . . . ?
C4 C5 C6 C19 160.4(2) . . . . ?
C5 N1 C1 C2 -1.0(4) . . . . ?
C5 C6 C7 C8 -17.7(4) . . . . ?
C5 C6 C7 C20 169.8(2) . . . . ?
C5 C6 C19 Ru1 13.2(3) . . . . ?
C5 C6 C19 C18 -172.5(2) . . . . ?
C6 C7 C8 C9 178.2(3) . . . . ?
C6 C7 C20 C17 5.7(3) . . . . ?
C6 C7 C20 C21 -177.2(2) . . . . ?
C7 C6 C19 Ru1 -166.16(18) . . . . ?
C7 C6 C19 C18 8.2(3) . . . . ?
C7 C8 C9 C10 1.1(6) . . . . ?
C7 C20 C21 C10 -2.6(4) . . . . ?
C7 C20 C21 C14 177.6(2) . . . . ?
C8 C7 C20 C17 -167.5(2) . . . . ?
C8 C7 C20 C21 9.6(4) . . . . ?
C8 C9 C10 C11 -175.4(4) . . . . ?
C8 C9 C10 C21 6.3(5) . . . . ?
C9 C10 C11 C12 -177.4(4) . . . . ?
C9 C10 C21 C14 174.3(3) . . . . ?
C9 C10 C21 C20 -5.5(4) . . . . ?
C10 C11 C12 C13 2.2(5) . . . . ?
C11 C10 C21 C14 -4.0(4) . . . . ?
C11 C10 C21 C20 176.2(3) . . . . ?
C11 C12 C13 C14 -2.1(5) . . . . ?
C12 C13 C14 C15 178.1(3) . . . . ?
C12 C13 C14 C21 -1.1(4) . . . . ?
C13 C14 C15 C16 179.6(3) . . . . ?
C13 C14 C21 C10 4.2(4) . . . . ?
C13 C14 C21 C20 -176.0(2) . . . . ?
C14 C15 C16 C17 -1.8(4) . . . . ?
C15 C14 C21 C10 -175.1(3) . . . . ?
C15 C14 C21 C20 4.7(4) . . . . ?
C15 C16 C17 C18 178.5(2) . . . . ?
C15 C16 C17 C20 1.2(4) . . . . ?
C16 C17 C18 C19 177.7(2) . . . . ?
C16 C17 C20 C7 179.4(2) . . . . ?
C16 C17 C20 C21 2.3(3) . . . . ?
C17 C18 C19 Ru1 173.50(17) . . . . ?
C17 C18 C19 C6 0.0(3) . . . . ?
C17 C20 C21 C10 174.5(2) . . . . ?
C17 C20 C21 C14 -5.3(4) . . . . ?
C18 C17 C20 C7 2.0(3) . . . . ?
C18 C17 C20 C21 -175.1(2) . . . . ?
C19 C6 C7 C8 161.6(3) . . . . ?
C19 C6 C7 C20 -11.0(3) . . . . ?
C20 C7 C8 C9 -9.0(5) . . . . ?
C20 C17 C18 C19 -5.0(3) . . . . ?
C21 C10 C11 C12 0.8(5) . . . . ?
C21 C14 C15 C16 -1.2(4) . . . . ?
C22 N3 C26 C25 -0.1(3) . . . . ?
C22 N3 C26 C27 178.91(19) . . . . ?
C22 C23 C24 C25 0.1(4) . . . . ?
C23 C24 C25 C26 -0.5(4) . . . . ?
C24 C25 C26 N3 0.5(3) . . . . ?
C24 C25 C26 C27 -178.4(2) . . . . ?
C25 C26 C27 N2 -178.8(2) . . . . ?
C25 C26 C27 C28 2.0(4) . . . . ?
C26 N3 C22 C23 -0.3(3) . . . . ?
C26 C27 C28 C29 178.4(2) . . . . ?
C27 N2 C31 C30 0.4(4) . . . . ?
C27 C28 C29 C30 0.2(4) . . . . ?
C28 C29 C30 C31 0.5(4) . . . . ?
C29 C30 C31 N2 -0.8(4) . . . . ?
C31 N2 C27 C26 -178.9(2) . . . . ?
C31 N2 C27 C28 0.3(4) . . . . ?
C32 N4 C36 C35 1.3(3) . . . . ?
C32 N4 C36 C37 -178.7(2) . . . . ?
C32 C33 C34 C35 0.2(4) . . . . ?
C33 C34 C35 C36 0.6(4) . . . . ?
C34 C35 C36 N4 -1.4(4) . . . . ?
C34 C35 C36 C37 178.6(2) . . . . ?
C35 C36 C37 N5 175.2(2) . . . . ?
C35 C36 C37 C38 -5.6(4) . . . . ?
C36 N4 C32 C33 -0.5(4) . . . . ?
C36 C37 C38 C39 179.2(2) . . . . ?
C37 N5 C41 C40 -1.0(3) . . . . ?
C37 C38 C39 C40 -0.6(4) . . . . ?
C38 C39 C40 C41 2.1(4) . . . . ?
C39 C40 C41 N5 -1.4(4) . . . . ?
C41 N5 C37 C36 -178.33(19) . . . . ?
C41 N5 C37 C38 2.5(3) . . . . ?

####################################################################### 
# 
# 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_mx3256
_database_code_depnum_ccdc_archive 'CCDC 1030550'
_audit_update_record             
;
2014-10-22 deposited with the CCDC.
2015-01-20 downloaded from the CCDC.
;
_audit_creation_date             2014-09-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H17 N'
_chemical_formula_sum            'C28 H17 N'
_chemical_formula_weight         367.42
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   3.8489(7)
_cell_length_b                   17.796(3)
_cell_length_c                   25.127(5)
_cell_angle_alpha                86.217(6)
_cell_angle_beta                 89.836(7)
_cell_angle_gamma                85.622(7)
_cell_volume                     1712.3(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5464
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4786
_cell_measurement_theta_min      1.1501
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            15329
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         0.812
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details 
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_number_total             7703
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.0348
_diffrn_orient_matrix_UB_12      0.0234
_diffrn_orient_matrix_UB_13      0.2572
_diffrn_orient_matrix_UB_21      0.0552
_diffrn_orient_matrix_UB_22      -0.0018
_diffrn_orient_matrix_UB_23      -0.0117
_diffrn_orient_matrix_UB_31      -0.0020
_diffrn_orient_matrix_UB_32      0.0397
_diffrn_orient_matrix_UB_33      -0.0032
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6142
_reflns_number_total             7702
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2013)'
_computing_structure_solution    
;
'SHELXS (Sheldrick, 2013)'
;
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     525
_refine_ls_number_reflns         7702
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1007
_refine_ls_R_factor_gt           0.0801
_refine_ls_restrained_S_all      1.142
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0672P)²+1.1867P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1729
_refine_ls_wR_factor_ref         0.1860
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1A(H1A), C2A(H2A), C3A(H3A), C10A(H10A), C12A(H12A), C13A(H13A), C15A(H15A),
 C17A(H17A), C18A(H18A), C20A(H20A), C21A(H21A), C22A(H22A), C24A(H24A),
 C25A(H25A), C1(H1), C2(H2), C3(H3), C10(H10), C12(H12), C13(H13), C15(H15),
 C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25)
2.b Idealised Me refined as rotating group:
 C14A(H14A,H14B,H14C), C14(H14D,H14E,H14F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 0.7981(5) 0.09916(11) 0.49315(8) 0.0245(4) Uani 1 1 d . . . . .
C1A C 0.7247(7) 0.05809(14) 0.45285(9) 0.0266(5) Uani 1 1 d . . . . .
H1A H 0.7683 0.0059 0.4571 0.032 Uiso 1 1 calc R . . . .
C2A C 0.5858(7) 0.08967(14) 0.40470(10) 0.0279(5) Uani 1 1 d . . . . .
H2A H 0.5310 0.0594 0.3776 0.033 Uiso 1 1 calc R . . . .
C3A C 0.5321(6) 0.16652(14) 0.39831(9) 0.0266(5) Uani 1 1 d . . . . .
H3A H 0.4413 0.1890 0.3663 0.032 Uiso 1 1 calc R . . . .
C4A C 0.6122(6) 0.21175(13) 0.43932(9) 0.0213(5) Uani 1 1 d . . . . .
C5A C 0.7353(6) 0.17514(13) 0.48786(9) 0.0204(5) Uani 1 1 d . . . . .
C6A C 0.8189(6) 0.21894(13) 0.53293(9) 0.0193(5) Uani 1 1 d . . . . .
C7A C 0.8325(6) 0.29781(13) 0.52347(9) 0.0206(5) Uani 1 1 d . . . . .
C8A C 0.6989(6) 0.33610(13) 0.47311(9) 0.0215(5) Uani 1 1 d . . . . .
C9A C 0.5806(6) 0.29437(13) 0.43230(9) 0.0226(5) Uani 1 1 d . . . . .
C10A C 0.4450(6) 0.33230(14) 0.38492(10) 0.0265(5) Uani 1 1 d . . . . .
H10A H 0.3677 0.3040 0.3581 0.032 Uiso 1 1 calc R . . . .
C11A C 0.4236(7) 0.40961(15) 0.37710(10) 0.0290(6) Uani 1 1 d . . . . .
C12A C 0.5359(7) 0.45091(14) 0.41863(10) 0.0314(6) Uani 1 1 d . . . . .
H12A H 0.5189 0.5034 0.4147 0.038 Uiso 1 1 calc R . . . .
C13A C 0.6704(7) 0.41527(14) 0.46506(10) 0.0282(5) Uani 1 1 d . . . . .
H13A H 0.7444 0.4442 0.4918 0.034 Uiso 1 1 calc R . . . .
C14A C 0.2836(7) 0.44884(16) 0.32549(11) 0.0370(6) Uani 1 1 d . . . . .
H14A H 0.4657 0.4743 0.3074 0.055 Uiso 1 1 calc GR . . . .
H14B H 0.0950 0.4850 0.3331 0.055 Uiso 1 1 calc GR . . . .
H14C H 0.2012 0.4122 0.3032 0.055 Uiso 1 1 calc GR . . . .
C15A C 0.9701(6) 0.33974(13) 0.56266(9) 0.0236(5) Uani 1 1 d . . . . .
H15A H 0.9890 0.3912 0.5553 0.028 Uiso 1 1 calc R . . . .
C16A C 1.0782(6) 0.30719(13) 0.61184(9) 0.0213(5) Uani 1 1 d . . . . .
C17A C 1.2266(6) 0.35040(14) 0.65137(10) 0.0266(5) Uani 1 1 d . . . . .
H17A H 1.2573 0.4012 0.6431 0.032 Uiso 1 1 calc R . . . .
C18A C 1.3220(7) 0.31940(14) 0.69991(10) 0.0284(5) Uani 1 1 d . . . . .
H18A H 1.4190 0.3489 0.7243 0.034 Uiso 1 1 calc R . . . .
C19A C 1.2766(6) 0.24160(14) 0.71460(9) 0.0234(5) Uani 1 1 d . . . . .
C20A C 1.3751(6) 0.20789(15) 0.76485(9) 0.0279(5) Uani 1 1 d . . . . .
H20A H 1.4717 0.2366 0.7898 0.034 Uiso 1 1 calc R . . . .
C21A C 1.3302(6) 0.13220(15) 0.77773(9) 0.0276(5) Uani 1 1 d . . . . .
H21A H 1.4031 0.1102 0.8108 0.033 Uiso 1 1 calc R . . . .
C22A C 1.1781(6) 0.08937(14) 0.74179(9) 0.0259(5) Uani 1 1 d . . . . .
H22A H 1.1418 0.0392 0.7514 0.031 Uiso 1 1 calc R . . . .
C23A C 1.0776(6) 0.12063(13) 0.69091(9) 0.0225(5) Uani 1 1 d . . . . .
C24A C 0.9164(6) 0.07902(13) 0.65273(9) 0.0229(5) Uani 1 1 d . . . . .
H24A H 0.8678 0.0295 0.6622 0.028 Uiso 1 1 calc R . . . .
C25A C 0.8307(6) 0.10874(13) 0.60303(9) 0.0231(5) Uani 1 1 d . . . . .
H25A H 0.7262 0.0791 0.5795 0.028 Uiso 1 1 calc R . . . .
C26A C 0.8973(6) 0.18514(13) 0.58569(9) 0.0197(5) Uani 1 1 d . . . . .
C27A C 1.0341(6) 0.22945(13) 0.62449(9) 0.0197(5) Uani 1 1 d . . . . .
C28A C 1.1285(6) 0.19721(13) 0.67683(9) 0.0211(5) Uani 1 1 d . . . . .
N1 N 0.6222(5) 0.10008(11) -0.00795(8) 0.0238(4) Uani 1 1 d . . . . .
C1 C 0.7369(6) 0.05698(13) -0.04651(9) 0.0252(5) Uani 1 1 d . . . . .
H1 H 0.7309 0.0049 -0.0408 0.030 Uiso 1 1 calc R . . . .
C2 C 0.8648(6) 0.08540(13) -0.09474(9) 0.0253(5) Uani 1 1 d . . . . .
H2 H 0.9519 0.0533 -0.1202 0.030 Uiso 1 1 calc R . . . .
C3 C 0.8588(6) 0.16228(13) -0.10377(9) 0.0245(5) Uani 1 1 d . . . . .
H3 H 0.9399 0.1828 -0.1360 0.029 Uiso 1 1 calc R . . . .
C4 C 0.7317(6) 0.21027(13) -0.06491(9) 0.0196(5) Uani 1 1 d . . . . .
C5 C 0.6283(6) 0.17613(12) -0.01560(9) 0.0195(5) Uani 1 1 d . . . . .
C6 C 0.5019(6) 0.22231(13) 0.02776(9) 0.0191(4) Uani 1 1 d . . . . .
C7 C 0.4241(6) 0.30090(13) 0.01525(9) 0.0203(5) Uani 1 1 d . . . . .
C8 C 0.5289(6) 0.33628(13) -0.03625(9) 0.0201(5) Uani 1 1 d . . . . .
C9 C 0.6918(6) 0.29219(13) -0.07479(9) 0.0215(5) Uani 1 1 d . . . . .
C10 C 0.8010(6) 0.32766(13) -0.12361(9) 0.0237(5) Uani 1 1 d . . . . .
H10 H 0.9095 0.2981 -0.1489 0.028 Uiso 1 1 calc R . . . .
C11 C 0.7508(6) 0.40446(14) -0.13454(9) 0.0254(5) Uani 1 1 d . . . . .
C12 C 0.5911(6) 0.44792(14) -0.09553(10) 0.0273(5) Uani 1 1 d . . . . .
H12 H 0.5585 0.5001 -0.1018 0.033 Uiso 1 1 calc R . . . .
C13 C 0.4818(6) 0.41475(13) -0.04814(10) 0.0256(5) Uani 1 1 d . . . . .
H13 H 0.3737 0.4450 -0.0232 0.031 Uiso 1 1 calc R . . . .
C14 C 0.8658(7) 0.44092(15) -0.18716(10) 0.0323(6) Uani 1 1 d . . . . .
H14D H 1.0824 0.4630 -0.1823 0.049 Uiso 1 1 calc GR . . . .
H14E H 0.6918 0.4795 -0.1997 0.049 Uiso 1 1 calc GR . . . .
H14F H 0.8961 0.4034 -0.2129 0.049 Uiso 1 1 calc GR . . . .
C15 C 0.2519(6) 0.34467(13) 0.05299(9) 0.0228(5) Uani 1 1 d . . . . .
H15 H 0.1899 0.3954 0.0437 0.027 Uiso 1 1 calc R . . . .
C16 C 0.1704(6) 0.31557(13) 0.10336(9) 0.0225(5) Uani 1 1 d . . . . .
C17 C -0.0091(6) 0.36138(14) 0.14127(10) 0.0267(5) Uani 1 1 d . . . . .
H17 H -0.0817 0.4113 0.1311 0.032 Uiso 1 1 calc R . . . .
C18 C -0.0751(6) 0.33378(14) 0.19132(10) 0.0280(5) Uani 1 1 d . . . . .
H18 H -0.1923 0.3650 0.2148 0.034 Uiso 1 1 calc R . . . .
C19 C 0.0318(6) 0.25743(14) 0.20883(9) 0.0236(5) Uani 1 1 d . . . . .
C20 C -0.0368(6) 0.22719(15) 0.26028(10) 0.0292(6) Uani 1 1 d . . . . .
H20 H -0.1538 0.2575 0.2844 0.035 Uiso 1 1 calc R . . . .
C21 C 0.0668(6) 0.15292(15) 0.27585(9) 0.0294(6) Uani 1 1 d . . . . .
H21 H 0.0147 0.1336 0.3100 0.035 Uiso 1 1 calc R . . . .
C22 C 0.2469(6) 0.10723(15) 0.24118(9) 0.0276(5) Uani 1 1 d . . . . .
H22 H 0.3191 0.0577 0.2524 0.033 Uiso 1 1 calc R . . . .
C23 C 0.3226(6) 0.13495(13) 0.18895(9) 0.0229(5) Uani 1 1 d . . . . .
C24 C 0.5126(6) 0.09074(13) 0.15191(9) 0.0241(5) Uani 1 1 d . . . . .
H24 H 0.5983 0.0419 0.1629 0.029 Uiso 1 1 calc R . . . .
C25 C 0.5732(6) 0.11726(13) 0.10120(9) 0.0227(5) Uani 1 1 d . . . . .
H25 H 0.6987 0.0861 0.0785 0.027 Uiso 1 1 calc R . . . .
C26 C 0.4491(6) 0.19217(12) 0.08149(9) 0.0196(5) Uani 1 1 d . . . . .
C27 C 0.2780(6) 0.23890(13) 0.11887(9) 0.0203(5) Uani 1 1 d . . . . .
C28 C 0.2111(6) 0.21045(13) 0.17219(9) 0.0216(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1A C1A 1.330(3) . ?
N1A C5A 1.353(3) . ?
C1A H1A 0.9300 . ?
C1A C2A 1.391(3) . ?
C2A H2A 0.9300 . ?
C2A C3A 1.366(3) . ?
C3A H3A 0.9300 . ?
C3A C4A 1.398(3) . ?
C4A C5A 1.410(3) . ?
C4A C9A 1.465(3) . ?
C5A C6A 1.466(3) . ?
C6A C7A 1.413(3) . ?
C6A C26A 1.442(3) . ?
C7A C8A 1.472(3) . ?
C7A C15A 1.402(3) . ?
C8A C9A 1.402(3) . ?
C8A C13A 1.406(3) . ?
C9A C10A 1.410(3) . ?
C10A H10A 0.9300 . ?
C10A C11A 1.373(3) . ?
C11A C12A 1.403(4) . ?
C11A C14A 1.512(3) . ?
C12A H12A 0.9300 . ?
C12A C13A 1.374(3) . ?
C13A H13A 0.9300 . ?
C14A H14A 0.9600 . ?
C14A H14B 0.9600 . ?
C14A H14C 0.9600 . ?
C15A H15A 0.9300 . ?
C15A C16A 1.381(3) . ?
C16A C17A 1.440(3) . ?
C16A C27A 1.422(3) . ?
C17A H17A 0.9300 . ?
C17A C18A 1.345(3) . ?
C18A H18A 0.9300 . ?
C18A C19A 1.433(3) . ?
C19A C20A 1.402(3) . ?
C19A C28A 1.421(3) . ?
C20A H20A 0.9300 . ?
C20A C21A 1.388(4) . ?
C21A H21A 0.9300 . ?
C21A C22A 1.379(3) . ?
C22A H22A 0.9300 . ?
C22A C23A 1.404(3) . ?
C23A C24A 1.422(3) . ?
C23A C28A 1.413(3) . ?
C24A H24A 0.9300 . ?
C24A C25A 1.355(3) . ?
C25A H25A 0.9300 . ?
C25A C26A 1.442(3) . ?
C26A C27A 1.420(3) . ?
C27A C28A 1.436(3) . ?
N1 C1 1.329(3) . ?
N1 C5 1.356(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.386(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.370(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.402(3) . ?
C4 C5 1.413(3) . ?
C4 C9 1.459(3) . ?
C5 C6 1.467(3) . ?
C6 C7 1.422(3) . ?
C6 C26 1.439(3) . ?
C7 C8 1.470(3) . ?
C7 C15 1.400(3) . ?
C8 C9 1.403(3) . ?
C8 C13 1.407(3) . ?
C9 C10 1.419(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.375(3) . ?
C11 C12 1.400(3) . ?
C11 C14 1.514(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.373(3) . ?
C13 H13 0.9300 . ?
C14 H14D 0.9600 . ?
C14 H14E 0.9600 . ?
C14 H14F 0.9600 . ?
C15 H15 0.9300 . ?
C15 C16 1.380(3) . ?
C16 C17 1.436(3) . ?
C16 C27 1.425(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.350(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.430(3) . ?
C19 C20 1.400(3) . ?
C19 C28 1.426(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.382(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.380(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.409(3) . ?
C23 C24 1.423(3) . ?
C23 C28 1.416(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.355(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.438(3) . ?
C26 C27 1.423(3) . ?
C27 C28 1.430(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
C1A N1A C5A 119.4(2) . . ?
N1A C1A H1A 118.5 . . ?
N1A C1A C2A 123.0(2) . . ?
C2A C1A H1A 118.5 . . ?
C1A C2A H2A 121.0 . . ?
C3A C2A C1A 118.1(2) . . ?
C3A C2A H2A 121.0 . . ?
C2A C3A H3A 119.7 . . ?
C2A C3A C4A 120.7(2) . . ?
C4A C3A H3A 119.7 . . ?
C3A C4A C5A 117.7(2) . . ?
C3A C4A C9A 121.9(2) . . ?
C5A C4A C9A 120.4(2) . . ?
N1A C5A C4A 121.0(2) . . ?
N1A C5A C6A 118.2(2) . . ?
C4A C5A C6A 120.7(2) . . ?
C7A C6A C5A 118.0(2) . . ?
C7A C6A C26A 118.8(2) . . ?
C26A C6A C5A 123.2(2) . . ?
C6A C7A C8A 120.3(2) . . ?
C15A C7A C6A 119.6(2) . . ?
C15A C7A C8A 120.0(2) . . ?
C9A C8A C7A 120.6(2) . . ?
C9A C8A C13A 117.7(2) . . ?
C13A C8A C7A 121.6(2) . . ?
C8A C9A C4A 118.8(2) . . ?
C8A C9A C10A 119.7(2) . . ?
C10A C9A C4A 121.5(2) . . ?
C9A C10A H10A 118.9 . . ?
C11A C10A C9A 122.1(2) . . ?
C11A C10A H10A 118.9 . . ?
C10A C11A C12A 117.7(2) . . ?
C10A C11A C14A 121.1(2) . . ?
C12A C11A C14A 121.2(2) . . ?
C11A C12A H12A 119.4 . . ?
C13A C12A C11A 121.2(2) . . ?
C13A C12A H12A 119.4 . . ?
C8A C13A H13A 119.2 . . ?
C12A C13A C8A 121.5(2) . . ?
C12A C13A H13A 119.2 . . ?
C11A C14A H14A 109.5 . . ?
C11A C14A H14B 109.5 . . ?
C11A C14A H14C 109.5 . . ?
H14A C14A H14B 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
C7A C15A H15A 118.9 . . ?
C16A C15A C7A 122.2(2) . . ?
C16A C15A H15A 118.9 . . ?
C15A C16A C17A 121.8(2) . . ?
C15A C16A C27A 119.3(2) . . ?
C27A C16A C17A 118.9(2) . . ?
C16A C17A H17A 119.1 . . ?
C18A C17A C16A 121.9(2) . . ?
C18A C17A H17A 119.1 . . ?
C17A C18A H18A 119.5 . . ?
C17A C18A C19A 121.0(2) . . ?
C19A C18A H18A 119.5 . . ?
C20A C19A C18A 122.1(2) . . ?
C20A C19A C28A 119.1(2) . . ?
C28A C19A C18A 118.8(2) . . ?
C19A C20A H20A 119.6 . . ?
C21A C20A C19A 120.7(2) . . ?
C21A C20A H20A 119.6 . . ?
C20A C21A H21A 119.8 . . ?
C22A C21A C20A 120.5(2) . . ?
C22A C21A H21A 119.8 . . ?
C21A C22A H22A 119.6 . . ?
C21A C22A C23A 120.7(2) . . ?
C23A C22A H22A 119.6 . . ?
C22A C23A C24A 122.8(2) . . ?
C22A C23A C28A 119.4(2) . . ?
C28A C23A C24A 117.8(2) . . ?
C23A C24A H24A 118.7 . . ?
C25A C24A C23A 122.5(2) . . ?
C25A C24A H24A 118.7 . . ?
C24A C25A H25A 119.1 . . ?
C24A C25A C26A 121.7(2) . . ?
C26A C25A H25A 119.1 . . ?
C25A C26A C6A 124.0(2) . . ?
C27A C26A C6A 119.4(2) . . ?
C27A C26A C25A 116.6(2) . . ?
C16A C27A C28A 118.9(2) . . ?
C26A C27A C16A 120.0(2) . . ?
C26A C27A C28A 121.1(2) . . ?
C19A C28A C27A 120.5(2) . . ?
C23A C28A C19A 119.5(2) . . ?
C23A C28A C27A 120.0(2) . . ?
C1 N1 C5 119.0(2) . . ?
N1 C1 H1 118.2 . . ?
N1 C1 C2 123.5(2) . . ?
C2 C1 H1 118.2 . . ?
C1 C2 H2 121.0 . . ?
C3 C2 C1 117.9(2) . . ?
C3 C2 H2 121.0 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.7(2) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 117.3(2) . . ?
C3 C4 C9 122.3(2) . . ?
C5 C4 C9 120.3(2) . . ?
N1 C5 C4 121.2(2) . . ?
N1 C5 C6 117.86(19) . . ?
C4 C5 C6 120.8(2) . . ?
C7 C6 C5 117.53(19) . . ?
C7 C6 C26 118.9(2) . . ?
C26 C6 C5 123.6(2) . . ?
C6 C7 C8 120.6(2) . . ?
C15 C7 C6 119.2(2) . . ?
C15 C7 C8 120.2(2) . . ?
C9 C8 C7 120.3(2) . . ?
C9 C8 C13 117.6(2) . . ?
C13 C8 C7 122.0(2) . . ?
C8 C9 C4 119.3(2) . . ?
C8 C9 C10 119.5(2) . . ?
C10 C9 C4 121.2(2) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 C9 121.9(2) . . ?
C11 C10 H10 119.1 . . ?
C10 C11 C12 118.0(2) . . ?
C10 C11 C14 120.9(2) . . ?
C12 C11 C14 121.0(2) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 121.0(2) . . ?
C13 C12 H12 119.5 . . ?
C8 C13 H13 119.1 . . ?
C12 C13 C8 121.9(2) . . ?
C12 C13 H13 119.1 . . ?
C11 C14 H14D 109.5 . . ?
C11 C14 H14E 109.5 . . ?
C11 C14 H14F 109.5 . . ?
H14D C14 H14E 109.5 . . ?
H14D C14 H14F 109.5 . . ?
H14E C14 H14F 109.5 . . ?
C7 C15 H15 118.7 . . ?
C16 C15 C7 122.6(2) . . ?
C16 C15 H15 118.7 . . ?
C15 C16 C17 121.7(2) . . ?
C15 C16 C27 119.2(2) . . ?
C27 C16 C17 119.1(2) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.6(2) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.2(2) . . ?
C19 C18 H18 119.4 . . ?
C20 C19 C18 122.4(2) . . ?
C20 C19 C28 119.1(2) . . ?
C28 C19 C18 118.6(2) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 121.0(2) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.6(2) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.6(2) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 C24 123.0(2) . . ?
C22 C23 C28 119.3(2) . . ?
C28 C23 C24 117.8(2) . . ?
C23 C24 H24 118.8 . . ?
C25 C24 C23 122.3(2) . . ?
C25 C24 H24 118.8 . . ?
C24 C25 H25 119.1 . . ?
C24 C25 C26 121.9(2) . . ?
C26 C25 H25 119.1 . . ?
C25 C26 C6 123.9(2) . . ?
C27 C26 C6 119.5(2) . . ?
C27 C26 C25 116.6(2) . . ?
C16 C27 C28 118.9(2) . . ?
C26 C27 C16 119.9(2) . . ?
C26 C27 C28 121.2(2) . . ?
C19 C28 C27 120.6(2) . . ?
C23 C28 C19 119.4(2) . . ?
C23 C28 C27 120.0(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
N1A C1A C2A C3A 1.9(4) . . . . ?
N1A C5A C6A C7A 165.3(2) . . . . ?
N1A C5A C6A C26A -12.8(3) . . . . ?
C1A N1A C5A C4A -3.6(3) . . . . ?
C1A N1A C5A C6A -180.0(2) . . . . ?
C1A C2A C3A C4A -0.6(4) . . . . ?
C2A C3A C4A C5A -2.6(3) . . . . ?
C2A C3A C4A C9A 175.6(2) . . . . ?
C3A C4A C5A N1A 4.8(3) . . . . ?
C3A C4A C5A C6A -179.0(2) . . . . ?
C3A C4A C9A C8A -173.5(2) . . . . ?
C3A C4A C9A C10A 4.4(3) . . . . ?
C4A C5A C6A C7A -11.1(3) . . . . ?
C4A C5A C6A C26A 170.8(2) . . . . ?
C4A C9A C10A C11A -178.0(2) . . . . ?
C5A N1A C1A C2A 0.2(4) . . . . ?
C5A C4A C9A C8A 4.7(3) . . . . ?
C5A C4A C9A C10A -177.4(2) . . . . ?
C5A C6A C7A C8A 12.0(3) . . . . ?
C5A C6A C7A C15A -168.8(2) . . . . ?
C5A C6A C26A C25A -13.9(3) . . . . ?
C5A C6A C26A C27A 169.0(2) . . . . ?
C6A C7A C8A C9A -4.8(3) . . . . ?
C6A C7A C8A C13A 172.3(2) . . . . ?
C6A C7A C15A C16A -3.3(3) . . . . ?
C6A C26A C27A C16A 2.7(3) . . . . ?
C6A C26A C27A C28A -177.5(2) . . . . ?
C7A C6A C26A C25A 168.0(2) . . . . ?
C7A C6A C26A C27A -9.0(3) . . . . ?
C7A C8A C9A C4A -3.7(3) . . . . ?
C7A C8A C9A C10A 178.3(2) . . . . ?
C7A C8A C13A C12A -178.0(2) . . . . ?
C7A C15A C16A C17A 178.5(2) . . . . ?
C7A C15A C16A C27A -3.1(3) . . . . ?
C8A C7A C15A C16A 175.8(2) . . . . ?
C8A C9A C10A C11A -0.1(4) . . . . ?
C9A C4A C5A N1A -173.5(2) . . . . ?
C9A C4A C5A C6A 2.8(3) . . . . ?
C9A C8A C13A C12A -0.8(4) . . . . ?
C9A C10A C11A C12A -1.2(4) . . . . ?
C9A C10A C11A C14A 178.8(2) . . . . ?
C10A C11A C12A C13A 1.5(4) . . . . ?
C11A C12A C13A C8A -0.5(4) . . . . ?
C13A C8A C9A C4A 179.1(2) . . . . ?
C13A C8A C9A C10A 1.1(3) . . . . ?
C14A C11A C12A C13A -178.5(2) . . . . ?
C15A C7A C8A C9A 176.0(2) . . . . ?
C15A C7A C8A C13A -6.8(3) . . . . ?
C15A C16A C17A C18A 177.9(2) . . . . ?
C15A C16A C27A C26A 3.4(3) . . . . ?
C15A C16A C27A C28A -176.4(2) . . . . ?
C16A C17A C18A C19A -0.6(4) . . . . ?
C16A C27A C28A C19A -2.5(3) . . . . ?
C16A C27A C28A C23A 178.1(2) . . . . ?
C17A C16A C27A C26A -178.3(2) . . . . ?
C17A C16A C27A C28A 2.0(3) . . . . ?
C17A C18A C19A C20A 179.7(2) . . . . ?
C17A C18A C19A C28A 0.1(4) . . . . ?
C18A C19A C20A C21A -179.5(2) . . . . ?
C18A C19A C28A C23A -179.2(2) . . . . ?
C18A C19A C28A C27A 1.5(3) . . . . ?
C19A C20A C21A C22A -1.9(4) . . . . ?
C20A C19A C28A C23A 1.2(3) . . . . ?
C20A C19A C28A C27A -178.2(2) . . . . ?
C20A C21A C22A C23A 2.3(4) . . . . ?
C21A C22A C23A C24A -179.2(2) . . . . ?
C21A C22A C23A C28A -1.0(3) . . . . ?
C22A C23A C24A C25A -177.7(2) . . . . ?
C22A C23A C28A C19A -0.8(3) . . . . ?
C22A C23A C28A C27A 178.6(2) . . . . ?
C23A C24A C25A C26A -0.2(4) . . . . ?
C24A C23A C28A C19A 177.6(2) . . . . ?
C24A C23A C28A C27A -3.0(3) . . . . ?
C24A C25A C26A C6A 178.5(2) . . . . ?
C24A C25A C26A C27A -4.4(3) . . . . ?
C25A C26A C27A C16A -174.5(2) . . . . ?
C25A C26A C27A C28A 5.2(3) . . . . ?
C26A C6A C7A C8A -169.8(2) . . . . ?
C26A C6A C7A C15A 9.3(3) . . . . ?
C26A C27A C28A C19A 177.8(2) . . . . ?
C26A C27A C28A C23A -1.6(3) . . . . ?
C27A C16A C17A C18A -0.5(4) . . . . ?
C28A C19A C20A C21A 0.2(4) . . . . ?
C28A C23A C24A C25A 4.0(3) . . . . ?
N1 C1 C2 C3 -2.8(4) . . . . ?
N1 C5 C6 C7 -164.2(2) . . . . ?
N1 C5 C6 C26 14.9(3) . . . . ?
C1 N1 C5 C4 4.3(3) . . . . ?
C1 N1 C5 C6 -179.7(2) . . . . ?
C1 C2 C3 C4 0.9(4) . . . . ?
C2 C3 C4 C5 3.2(3) . . . . ?
C2 C3 C4 C9 -174.4(2) . . . . ?
C3 C4 C5 N1 -5.9(3) . . . . ?
C3 C4 C5 C6 178.2(2) . . . . ?
C3 C4 C9 C8 173.3(2) . . . . ?
C3 C4 C9 C10 -3.9(3) . . . . ?
C4 C5 C6 C7 11.8(3) . . . . ?
C4 C5 C6 C26 -169.0(2) . . . . ?
C4 C9 C10 C11 177.0(2) . . . . ?
C5 N1 C1 C2 0.1(4) . . . . ?
C5 C4 C9 C8 -4.2(3) . . . . ?
C5 C4 C9 C10 178.6(2) . . . . ?
C5 C6 C7 C8 -11.2(3) . . . . ?
C5 C6 C7 C15 170.0(2) . . . . ?
C5 C6 C26 C25 12.1(3) . . . . ?
C5 C6 C26 C27 -170.8(2) . . . . ?
C6 C7 C8 C9 3.2(3) . . . . ?
C6 C7 C8 C13 -174.6(2) . . . . ?
C6 C7 C15 C16 3.7(3) . . . . ?
C6 C26 C27 C16 -1.9(3) . . . . ?
C6 C26 C27 C28 178.1(2) . . . . ?
C7 C6 C26 C25 -168.8(2) . . . . ?
C7 C6 C26 C27 8.4(3) . . . . ?
C7 C8 C9 C4 4.7(3) . . . . ?
C7 C8 C9 C10 -178.0(2) . . . . ?
C7 C8 C13 C12 177.7(2) . . . . ?
C7 C15 C16 C17 -179.5(2) . . . . ?
C7 C15 C16 C27 2.9(3) . . . . ?
C8 C7 C15 C16 -175.1(2) . . . . ?
C8 C9 C10 C11 -0.2(3) . . . . ?
C9 C4 C5 N1 171.7(2) . . . . ?
C9 C4 C5 C6 -4.2(3) . . . . ?
C9 C8 C13 C12 -0.2(3) . . . . ?
C9 C10 C11 C12 0.8(3) . . . . ?
C9 C10 C11 C14 -179.3(2) . . . . ?
C10 C11 C12 C13 -1.2(4) . . . . ?
C11 C12 C13 C8 0.9(4) . . . . ?
C13 C8 C9 C4 -177.3(2) . . . . ?
C13 C8 C9 C10 -0.1(3) . . . . ?
C14 C11 C12 C13 179.0(2) . . . . ?
C15 C7 C8 C9 -178.0(2) . . . . ?
C15 C7 C8 C13 4.2(3) . . . . ?
C15 C16 C17 C18 -177.0(2) . . . . ?
C15 C16 C27 C26 -3.7(3) . . . . ?
C15 C16 C27 C28 176.3(2) . . . . ?
C16 C17 C18 C19 0.1(4) . . . . ?
C16 C27 C28 C19 1.6(3) . . . . ?
C16 C27 C28 C23 -178.6(2) . . . . ?
C17 C16 C27 C26 178.6(2) . . . . ?
C17 C16 C27 C28 -1.5(3) . . . . ?
C17 C18 C19 C20 -179.3(2) . . . . ?
C17 C18 C19 C28 0.0(4) . . . . ?
C18 C19 C20 C21 179.3(2) . . . . ?
C18 C19 C28 C23 179.3(2) . . . . ?
C18 C19 C28 C27 -0.9(3) . . . . ?
C19 C20 C21 C22 1.3(4) . . . . ?
C20 C19 C28 C23 -1.4(3) . . . . ?
C20 C19 C28 C27 178.4(2) . . . . ?
C20 C21 C22 C23 -1.3(4) . . . . ?
C21 C22 C23 C24 178.9(2) . . . . ?
C21 C22 C23 C28 -0.1(4) . . . . ?
C22 C23 C24 C25 177.7(2) . . . . ?
C22 C23 C28 C19 1.4(3) . . . . ?
C22 C23 C28 C27 -178.4(2) . . . . ?
C23 C24 C25 C26 0.1(4) . . . . ?
C24 C23 C28 C19 -177.6(2) . . . . ?
C24 C23 C28 C27 2.6(3) . . . . ?
C24 C25 C26 C6 -178.9(2) . . . . ?
C24 C25 C26 C27 3.8(3) . . . . ?
C25 C26 C27 C16 175.4(2) . . . . ?
C25 C26 C27 C28 -4.5(3) . . . . ?
C26 C6 C7 C8 169.6(2) . . . . ?
C26 C6 C7 C15 -9.2(3) . . . . ?
C26 C27 C28 C19 -178.5(2) . . . . ?
C26 C27 C28 C23 1.4(3) . . . . ?
C27 C16 C17 C18 0.7(4) . . . . ?
C28 C19 C20 C21 0.1(4) . . . . ?
C28 C23 C24 C25 -3.3(3) . . . . ?

