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

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

data_mo_pll560_0m
_database_code_depnum_ccdc_archive 'CCDC 1523647'
_audit_update_record             
;
2016-12-20 deposited with the CCDC.
2017-09-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H30 N8'
_chemical_formula_weight         430.56
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_space_group_IT_number           2
_symmetry_space_group_name_H-M   P-1
_space_group_name_Hall           '-P 1'

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

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

_cell_length_a                   9.4167(6)
_cell_length_b                   14.0835(8)
_cell_length_c                   17.8245(10)
_cell_angle_alpha                80.071(2)
_cell_angle_beta                 89.817(2)
_cell_angle_gamma                79.781(2)
_cell_volume                     2290.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9297
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      29.96

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_F_000             920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.922
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus source E025 IuS'
_diffrn_source_type              'Bruker APEX DUO'
_diffrn_source_power             50
_diffrn_source_current           0.6
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            60581
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.492
_diffrn_reflns_theta_max         30.324
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.905
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.905
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12447
_reflns_number_gt                9472
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0677P)²+0.7129P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12447
_refine_ls_number_parameters     585
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1343
_refine_ls_wR_factor_gt          0.1212
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 0.66765(11) 0.31857(7) 0.64695(6) 0.0195(2) Uani 1 1 d . . . . .
N2A N 0.98940(11) 0.17424(8) 0.58945(6) 0.0205(2) Uani 1 1 d . . . . .
N3A N 1.05050(11) 0.18196(8) 0.52281(6) 0.0217(2) Uani 1 1 d . . . . .
N4A N 0.94875(10) 0.23087(7) 0.47049(5) 0.0183(2) Uani 1 1 d . . . . .
N5A N 0.59998(10) 0.25274(7) 0.42953(5) 0.0174(2) Uani 1 1 d . . . . .
N6A N 0.49004(11) 0.31354(8) 0.38942(6) 0.0214(2) Uani 1 1 d . . . . .
N7A N 0.50597(11) 0.40347(8) 0.39292(6) 0.0211(2) Uani 1 1 d . . . . .
N8A N 0.81139(11) 0.50477(8) 0.43626(6) 0.0236(2) Uani 1 1 d . . . . .
C1A C 0.74956(13) 0.22038(9) 0.64584(7) 0.0193(2) Uani 1 1 d . . . . .
H1AA H 0.6814 0.1750 0.6429 0.023 Uiso 1 1 calc R U . . .
H1AB H 0.8071 0.1971 0.6940 0.023 Uiso 1 1 calc R U . . .
C2A C 0.84834(12) 0.21797(8) 0.58017(6) 0.0166(2) Uani 1 1 d . . . . .
C3A C 0.82013(12) 0.25477(8) 0.50372(6) 0.0157(2) Uani 1 1 d . . . . .
C4A C 0.68869(12) 0.30378(8) 0.45963(6) 0.0159(2) Uani 1 1 d . . . . .
C5A C 0.62629(12) 0.40061(8) 0.43624(6) 0.0172(2) Uani 1 1 d . . . . .
C6A C 0.66487(13) 0.49136(9) 0.45675(7) 0.0196(2) Uani 1 1 d . . . . .
H6AA H 0.5956 0.5488 0.4307 0.024 Uiso 1 1 calc R U . . .
H6AB H 0.6551 0.4889 0.5123 0.024 Uiso 1 1 calc R U . . .
C7A C 0.55556(14) 0.31275(10) 0.70341(7) 0.0275(3) Uani 1 1 d . . . . .
H7AA H 0.5010 0.3786 0.7044 0.041 Uiso 1 1 calc R U . . .
H7AB H 0.6003 0.2847 0.7538 0.041 Uiso 1 1 calc R U . . .
H7AC H 0.4901 0.2710 0.6900 0.041 Uiso 1 1 calc R U . . .
C8A C 0.76097(14) 0.38398(9) 0.66467(8) 0.0249(3) Uani 1 1 d . . . . .
H8AA H 0.8387 0.3854 0.6281 0.037 Uiso 1 1 calc R U . . .
H8AB H 0.8026 0.3606 0.7163 0.037 Uiso 1 1 calc R U . . .
H8AC H 0.7046 0.4501 0.6616 0.037 Uiso 1 1 calc R U . . .
C9A C 0.84786(16) 0.58432(10) 0.47110(9) 0.0342(3) Uani 1 1 d . . . . .
H9AA H 0.9471 0.5923 0.4590 0.051 Uiso 1 1 calc R U . . .
H9AB H 0.8393 0.5687 0.5265 0.051 Uiso 1 1 calc R U . . .
H9AC H 0.7816 0.6453 0.4511 0.051 Uiso 1 1 calc R U . . .
C10A C 0.82282(16) 0.52861(10) 0.35378(8) 0.0313(3) Uani 1 1 d . . . . .
H10A H 0.7848 0.4804 0.3298 0.047 Uiso 1 1 calc R U . . .
H10B H 0.9243 0.5274 0.3410 0.047 Uiso 1 1 calc R U . . .
H10C H 0.7671 0.5941 0.3352 0.047 Uiso 1 1 calc R U . . .
C11A C 0.98749(13) 0.25522(10) 0.39082(7) 0.0223(2) Uani 1 1 d . . . . .
H11A H 1.0934 0.2370 0.3869 0.027 Uiso 1 1 calc R U . . .
H11B H 0.9606 0.3269 0.3737 0.027 Uiso 1 1 calc R U . . .
C12A C 0.91390(13) 0.20357(9) 0.33861(7) 0.0197(2) Uani 1 1 d . . . . .
C13A C 0.95157(13) 0.10270(9) 0.34242(7) 0.0233(3) Uani 1 1 d . . . . .
H13A H 1.0238 0.0659 0.3782 0.028 Uiso 1 1 calc R U . . .
C14A C 0.88408(14) 0.05536(10) 0.29417(7) 0.0256(3) Uani 1 1 d . . . . .
H14A H 0.9107 -0.0135 0.2969 0.031 Uiso 1 1 calc R U . . .
C15A C 0.77790(14) 0.10891(10) 0.24211(7) 0.0245(3) Uani 1 1 d . . . . .
H15A H 0.7324 0.0770 0.2087 0.029 Uiso 1 1 calc R U . . .
C16A C 0.73850(14) 0.20923(9) 0.23901(7) 0.0232(3) Uani 1 1 d . . . . .
H16A H 0.6646 0.2458 0.2041 0.028 Uiso 1 1 calc R U . . .
C17A C 0.80667(13) 0.25635(9) 0.28682(7) 0.0207(2) Uani 1 1 d . . . . .
H17A H 0.7797 0.3252 0.2841 0.025 Uiso 1 1 calc R U . . .
C18A C 0.60901(13) 0.14676(9) 0.43769(7) 0.0196(2) Uani 1 1 d . . . . .
H18A H 0.7070 0.1167 0.4245 0.023 Uiso 1 1 calc R U . . .
H18B H 0.5392 0.1328 0.4015 0.023 Uiso 1 1 calc R U . . .
C19A C 0.57763(12) 0.10097(8) 0.51749(7) 0.0181(2) Uani 1 1 d . . . . .
C20A C 0.44765(13) 0.13302(9) 0.55073(7) 0.0234(3) Uani 1 1 d . . . . .
H20A H 0.3781 0.1841 0.5230 0.028 Uiso 1 1 calc R U . . .
C21A C 0.41939(14) 0.09071(10) 0.62417(8) 0.0280(3) Uani 1 1 d . . . . .
H21A H 0.3304 0.1126 0.6464 0.034 Uiso 1 1 calc R U . . .
C22A C 0.52074(15) 0.01659(10) 0.66530(8) 0.0267(3) Uani 1 1 d . . . . .
H22A H 0.5022 -0.0114 0.7160 0.032 Uiso 1 1 calc R U . . .
C23A C 0.64914(14) -0.01646(9) 0.63210(7) 0.0243(3) Uani 1 1 d . . . . .
H23A H 0.7183 -0.0677 0.6599 0.029 Uiso 1 1 calc R U . . .
C24A C 0.67704(13) 0.02515(9) 0.55826(7) 0.0207(2) Uani 1 1 d . . . . .
H24A H 0.7647 0.0016 0.5356 0.025 Uiso 1 1 calc R U . . .
N1B N 0.18070(12) -0.01611(8) 0.08257(6) 0.0244(2) Uani 1 1 d . . . . .
N2B N 0.48494(11) 0.08337(8) 0.09652(6) 0.0228(2) Uani 1 1 d . . . . .
N3B N 0.50927(11) 0.17155(8) 0.09971(6) 0.0222(2) Uani 1 1 d . . . . .
N4B N 0.40316(10) 0.23606(7) 0.05940(5) 0.0177(2) Uani 1 1 d . . . . .
N5B N 0.04818(10) 0.25827(7) 0.02083(6) 0.0184(2) Uani 1 1 d . . . . .
N6B N -0.05394(11) 0.31331(8) -0.02856(6) 0.0216(2) Uani 1 1 d . . . . .
N7B N 0.00721(11) 0.33263(8) -0.09437(6) 0.0201(2) Uani 1 1 d . . . . .
N8B N 0.24694(11) 0.23191(8) -0.20721(6) 0.0208(2) Uani 1 1 d . . . . .
C1B C 0.30807(14) 0.00240(9) 0.03913(7) 0.0220(2) Uani 1 1 d . . . . .
H1BA H 0.2840 0.0106 -0.0159 0.026 Uiso 1 1 calc R U . . .
H1BB H 0.3861 -0.0554 0.0521 0.026 Uiso 1 1 calc R U . . .
C2B C 0.36222(13) 0.09109(9) 0.05398(6) 0.0186(2) Uani 1 1 d . . . . .
C3B C 0.30816(12) 0.18926(8) 0.02949(6) 0.0163(2) Uani 1 1 d . . . . .
C4B C 0.17756(12) 0.24217(8) -0.01349(6) 0.0159(2) Uani 1 1 d . . . . .
C5B C 0.14967(12) 0.29033(8) -0.08765(6) 0.0166(2) Uani 1 1 d . . . . .
C6B C 0.24670(13) 0.30086(9) -0.15469(6) 0.0195(2) Uani 1 1 d . . . . .
H6BA H 0.2187 0.3681 -0.1840 0.023 Uiso 1 1 calc R U . . .
H6BB H 0.3467 0.2944 -0.1350 0.023 Uiso 1 1 calc R U . . .
C7B C 0.12282(18) -0.09389(11) 0.05501(10) 0.0382(4) Uani 1 1 d . . . . .
H7BA H 0.1014 -0.0750 0.0001 0.057 Uiso 1 1 calc R U . . .
H7BB H 0.0341 -0.1041 0.0817 0.057 Uiso 1 1 calc R U . . .
H7BC H 0.1942 -0.1547 0.0647 0.057 Uiso 1 1 calc R U . . .
C8B C 0.21803(17) -0.04614(10) 0.16345(8) 0.0329(3) Uani 1 1 d . . . . .
H8BA H 0.2853 -0.1088 0.1716 0.049 Uiso 1 1 calc R U . . .
H8BB H 0.1303 -0.0534 0.1920 0.049 Uiso 1 1 calc R U . . .
H8BC H 0.2636 0.0037 0.1812 0.049 Uiso 1 1 calc R U . . .
C9B C 0.30955(18) 0.13247(10) -0.17237(8) 0.0343(3) Uani 1 1 d . . . . .
H9BA H 0.2473 0.1086 -0.1319 0.051 Uiso 1 1 calc R U . . .
H9BB H 0.4054 0.1315 -0.1506 0.051 Uiso 1 1 calc R U . . .
H9BC H 0.3183 0.0902 -0.2110 0.051 Uiso 1 1 calc R U . . .
C10B C 0.10517(14) 0.23607(10) -0.24090(7) 0.0264(3) Uani 1 1 d . . . . .
H10D H 0.0635 0.3042 -0.2621 0.040 Uiso 1 1 calc R U . . .
H10E H 0.0423 0.2099 -0.2017 0.040 Uiso 1 1 calc R U . . .
H10F H 0.1142 0.1969 -0.2816 0.040 Uiso 1 1 calc R U . . .
C11B C 0.39732(13) 0.34138(9) 0.05693(7) 0.0200(2) Uani 1 1 d . . . . .
H11C H 0.4670 0.3506 0.0954 0.024 Uiso 1 1 calc R U . . .
H11D H 0.2996 0.3710 0.0709 0.024 Uiso 1 1 calc R U . . .
C12B C 0.43118(12) 0.39435(9) -0.02000(7) 0.0179(2) Uani 1 1 d . . . . .
C13B C 0.56535(13) 0.36946(9) -0.05172(7) 0.0227(2) Uani 1 1 d . . . . .
H13B H 0.6359 0.3183 -0.0248 0.027 Uiso 1 1 calc R U . . .
C14B C 0.59623(15) 0.41898(10) -0.12233(8) 0.0287(3) Uani 1 1 d . . . . .
H14B H 0.6881 0.4021 -0.1435 0.034 Uiso 1 1 calc R U . . .
C15B C 0.49295(16) 0.49331(10) -0.16224(8) 0.0293(3) Uani 1 1 d . . . . .
H15B H 0.5132 0.5261 -0.2112 0.035 Uiso 1 1 calc R U . . .
C16B C 0.36057(15) 0.51926(10) -0.13033(8) 0.0267(3) Uani 1 1 d . . . . .
H16B H 0.2904 0.5707 -0.1571 0.032 Uiso 1 1 calc R U . . .
C17B C 0.33005(13) 0.47029(9) -0.05923(7) 0.0215(2) Uani 1 1 d . . . . .
H17B H 0.2394 0.4889 -0.0374 0.026 Uiso 1 1 calc R U . . .
C18B C 0.01366(13) 0.22752(10) 0.10065(7) 0.0216(2) Uani 1 1 d . . . . .
H18C H 0.0476 0.1561 0.1157 0.026 Uiso 1 1 calc R U . . .
H18D H -0.0923 0.2409 0.1061 0.026 Uiso 1 1 calc R U . . .
C19B C 0.08365(12) 0.28085(9) 0.15297(7) 0.0193(2) Uani 1 1 d . . . . .
C20B C 0.19213(13) 0.23035(9) 0.20479(7) 0.0210(2) Uani 1 1 d . . . . .
H20B H 0.2217 0.1617 0.2078 0.025 Uiso 1 1 calc R U . . .
C21B C 0.25794(14) 0.27923(9) 0.25231(7) 0.0231(3) Uani 1 1 d . . . . .
H21B H 0.3329 0.2441 0.2872 0.028 Uiso 1 1 calc R U . . .
C22B C 0.21439(15) 0.37904(10) 0.24888(7) 0.0255(3) Uani 1 1 d . . . . .
H22B H 0.2582 0.4122 0.2820 0.031 Uiso 1 1 calc R U . . .
C23B C 0.10677(15) 0.43059(10) 0.19708(8) 0.0270(3) Uani 1 1 d . . . . .
H23B H 0.0773 0.4992 0.1944 0.032 Uiso 1 1 calc R U . . .
C24B C 0.04205(14) 0.38164(10) 0.14909(7) 0.0246(3) Uani 1 1 d . . . . .
H24B H -0.0312 0.4172 0.1133 0.030 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1A C8A 1.4525(15) . ?
N1A C7A 1.4591(16) . ?
N1A C1A 1.4624(15) . ?
N2A N3A 1.3143(14) . ?
N2A C2A 1.3590(15) . ?
N3A N4A 1.3462(14) . ?
N4A C3A 1.3604(14) . ?
N4A C11A 1.4630(15) . ?
N5A N6A 1.3398(14) . ?
N5A C4A 1.3608(14) . ?
N5A C18A 1.4615(15) . ?
N6A N7A 1.3135(15) . ?
N7A C5A 1.3639(15) . ?
N8A C10A 1.4584(18) . ?
N8A C9A 1.4617(16) . ?
N8A C6A 1.4622(15) . ?
C1A C2A 1.4940(16) . ?
C2A C3A 1.3805(15) . ?
C3A C4A 1.4635(15) . ?
C4A C5A 1.3784(16) . ?
C5A C6A 1.4919(16) . ?
C11A C12A 1.5138(16) . ?
C12A C17A 1.3883(17) . ?
C12A C13A 1.3918(18) . ?
C13A C14A 1.3926(18) . ?
C14A C15A 1.3881(19) . ?
C15A C16A 1.3871(18) . ?
C16A C17A 1.3887(17) . ?
C18A C19A 1.5083(16) . ?
C19A C24A 1.3881(17) . ?
C19A C20A 1.3944(16) . ?
C20A C21A 1.3873(19) . ?
C21A C22A 1.387(2) . ?
C22A C23A 1.3855(19) . ?
C23A C24A 1.3897(18) . ?
N1B C8B 1.4564(17) . ?
N1B C7B 1.4619(17) . ?
N1B C1B 1.4634(16) . ?
N2B N3B 1.3128(15) . ?
N2B C2B 1.3618(15) . ?
N3B N4B 1.3407(14) . ?
N4B C3B 1.3609(14) . ?
N4B C11B 1.4676(15) . ?
N5B N6B 1.3440(14) . ?
N5B C4B 1.3619(14) . ?
N5B C18B 1.4669(15) . ?
N6B N7B 1.3126(14) . ?
N7B C5B 1.3644(15) . ?
N8B C9B 1.4505(17) . ?
N8B C10B 1.4531(16) . ?
N8B C6B 1.4602(15) . ?
C1B C2B 1.4937(16) . ?
C2B C3B 1.3802(16) . ?
C3B C4B 1.4624(15) . ?
C4B C5B 1.3807(16) . ?
C5B C6B 1.5048(16) . ?
C11B C12B 1.5057(16) . ?
C12B C17B 1.3874(17) . ?
C12B C13B 1.3949(16) . ?
C13B C14B 1.3863(19) . ?
C14B C15B 1.391(2) . ?
C15B C16B 1.384(2) . ?
C16B C17B 1.3895(18) . ?
C18B C19B 1.5131(16) . ?
C19B C20B 1.3871(17) . ?
C19B C24B 1.3936(17) . ?
C20B C21B 1.3897(17) . ?
C21B C22B 1.3833(18) . ?
C22B C23B 1.3858(19) . ?
C23B C24B 1.3908(19) . ?

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
C8A N1A C7A 109.67(10) . . ?
C8A N1A C1A 111.24(9) . . ?
C7A N1A C1A 109.44(10) . . ?
N3A N2A C2A 109.22(9) . . ?
N2A N3A N4A 107.31(9) . . ?
N3A N4A C3A 110.88(9) . . ?
N3A N4A C11A 119.73(10) . . ?
C3A N4A C11A 129.30(10) . . ?
N6A N5A C4A 110.92(10) . . ?
N6A N5A C18A 119.97(9) . . ?
C4A N5A C18A 129.08(10) . . ?
N7A N6A N5A 107.44(9) . . ?
N6A N7A C5A 109.21(10) . . ?
C10A N8A C9A 109.38(11) . . ?
C10A N8A C6A 110.85(10) . . ?
C9A N8A C6A 109.01(10) . . ?
N1A C1A C2A 112.36(10) . . ?
N2A C2A C3A 108.42(10) . . ?
N2A C2A C1A 121.87(10) . . ?
C3A C2A C1A 129.70(11) . . ?
N4A C3A C2A 104.16(10) . . ?
N4A C3A C4A 122.48(10) . . ?
C2A C3A C4A 133.27(10) . . ?
N5A C4A C5A 104.36(10) . . ?
N5A C4A C3A 121.91(10) . . ?
C5A C4A C3A 133.70(10) . . ?
N7A C5A C4A 108.06(10) . . ?
N7A C5A C6A 121.61(10) . . ?
C4A C5A C6A 130.09(10) . . ?
N8A C6A C5A 113.41(10) . . ?
N4A C11A C12A 112.71(10) . . ?
C17A C12A C13A 119.17(11) . . ?
C17A C12A C11A 120.25(11) . . ?
C13A C12A C11A 120.57(11) . . ?
C12A C13A C14A 120.49(12) . . ?
C15A C14A C13A 119.89(12) . . ?
C16A C15A C14A 119.76(12) . . ?
C15A C16A C17A 120.23(12) . . ?
C12A C17A C16A 120.44(12) . . ?
N5A C18A C19A 112.14(9) . . ?
C24A C19A C20A 119.19(11) . . ?
C24A C19A C18A 120.27(11) . . ?
C20A C19A C18A 120.53(11) . . ?
C21A C20A C19A 120.29(12) . . ?
C20A C21A C22A 120.21(12) . . ?
C23A C22A C21A 119.69(12) . . ?
C22A C23A C24A 120.18(12) . . ?
C19A C24A C23A 120.41(11) . . ?
C8B N1B C7B 109.29(11) . . ?
C8B N1B C1B 110.68(11) . . ?
C7B N1B C1B 108.92(11) . . ?
N3B N2B C2B 109.10(10) . . ?
N2B N3B N4B 107.51(9) . . ?
N3B N4B C3B 110.96(10) . . ?
N3B N4B C11B 119.60(9) . . ?
C3B N4B C11B 129.30(10) . . ?
N6B N5B C4B 110.85(9) . . ?
N6B N5B C18B 120.27(10) . . ?
C4B N5B C18B 128.82(10) . . ?
N7B N6B N5B 107.36(9) . . ?
N6B N7B C5B 109.41(10) . . ?
C9B N8B C10B 111.04(11) . . ?
C9B N8B C6B 112.14(10) . . ?
C10B N8B C6B 112.94(10) . . ?
N1B C1B C2B 113.35(10) . . ?
N2B C2B C3B 108.31(10) . . ?
N2B C2B C1B 121.43(11) . . ?
C3B C2B C1B 130.25(11) . . ?
N4B C3B C2B 104.12(10) . . ?
N4B C3B C4B 122.38(10) . . ?
C2B C3B C4B 133.37(10) . . ?
N5B C4B C5B 104.40(10) . . ?
N5B C4B C3B 121.39(10) . . ?
C5B C4B C3B 134.08(10) . . ?
N7B C5B C4B 107.97(10) . . ?
N7B C5B C6B 120.89(10) . . ?
C4B C5B C6B 131.14(11) . . ?
N8B C6B C5B 116.86(10) . . ?
N4B C11B C12B 113.18(9) . . ?
C17B C12B C13B 119.29(11) . . ?
C17B C12B C11B 120.12(11) . . ?
C13B C12B C11B 120.57(11) . . ?
C14B C13B C12B 120.29(12) . . ?
C13B C14B C15B 120.10(12) . . ?
C16B C15B C14B 119.72(12) . . ?
C15B C16B C17B 120.20(13) . . ?
C12B C17B C16B 120.37(12) . . ?
N5B C18B C19B 111.41(9) . . ?
C20B C19B C24B 118.89(11) . . ?
C20B C19B C18B 120.45(11) . . ?
C24B C19B C18B 120.65(11) . . ?
C19B C20B C21B 120.65(11) . . ?
C22B C21B C20B 120.06(12) . . ?
C21B C22B C23B 119.95(12) . . ?
C22B C23B C24B 119.86(12) . . ?
C23B C24B C19B 120.58(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2A N2A N3A N4A 0.10(13) . . . . ?
N2A N3A N4A C3A -0.22(13) . . . . ?
N2A N3A N4A C11A 176.75(10) . . . . ?
C4A N5A N6A N7A 0.06(13) . . . . ?
C18A N5A N6A N7A 178.32(10) . . . . ?
N5A N6A N7A C5A -0.60(13) . . . . ?
C8A N1A C1A C2A -68.94(12) . . . . ?
C7A N1A C1A C2A 169.71(10) . . . . ?
N3A N2A C2A C3A 0.05(13) . . . . ?
N3A N2A C2A C1A 179.40(10) . . . . ?
N1A C1A C2A N2A 131.12(11) . . . . ?
N1A C1A C2A C3A -49.69(16) . . . . ?
N3A N4A C3A C2A 0.24(12) . . . . ?
C11A N4A C3A C2A -176.36(11) . . . . ?
N3A N4A C3A C4A -176.73(10) . . . . ?
C11A N4A C3A C4A 6.67(18) . . . . ?
N2A C2A C3A N4A -0.17(12) . . . . ?
C1A C2A C3A N4A -179.45(11) . . . . ?
N2A C2A C3A C4A 176.32(12) . . . . ?
C1A C2A C3A C4A -3.0(2) . . . . ?
N6A N5A C4A C5A 0.49(12) . . . . ?
C18A N5A C4A C5A -177.57(11) . . . . ?
N6A N5A C4A C3A -177.73(10) . . . . ?
C18A N5A C4A C3A 4.21(18) . . . . ?
N4A C3A C4A N5A 86.84(14) . . . . ?
C2A C3A C4A N5A -89.12(16) . . . . ?
N4A C3A C4A C5A -90.77(16) . . . . ?
C2A C3A C4A C5A 93.27(18) . . . . ?
N6A N7A C5A C4A 0.91(13) . . . . ?
N6A N7A C5A C6A -174.09(10) . . . . ?
N5A C4A C5A N7A -0.83(12) . . . . ?
C3A C4A C5A N7A 177.07(12) . . . . ?
N5A C4A C5A C6A 173.61(11) . . . . ?
C3A C4A C5A C6A -8.5(2) . . . . ?
C10A N8A C6A C5A 70.10(13) . . . . ?
C9A N8A C6A C5A -169.45(11) . . . . ?
N7A C5A C6A N8A -126.01(12) . . . . ?
C4A C5A C6A N8A 60.20(16) . . . . ?
N3A N4A C11A C12A 115.03(12) . . . . ?
C3A N4A C11A C12A -68.63(16) . . . . ?
N4A C11A C12A C17A 110.09(13) . . . . ?
N4A C11A C12A C13A -69.20(14) . . . . ?
C17A C12A C13A C14A 0.91(18) . . . . ?
C11A C12A C13A C14A -179.79(11) . . . . ?
C12A C13A C14A C15A -0.34(19) . . . . ?
C13A C14A C15A C16A -0.69(19) . . . . ?
C14A C15A C16A C17A 1.15(19) . . . . ?
C13A C12A C17A C16A -0.45(18) . . . . ?
C11A C12A C17A C16A -179.76(11) . . . . ?
C15A C16A C17A C12A -0.57(18) . . . . ?
N6A N5A C18A C19A -108.84(12) . . . . ?
C4A N5A C18A C19A 69.07(15) . . . . ?
N5A C18A C19A C24A -124.37(11) . . . . ?
N5A C18A C19A C20A 56.71(14) . . . . ?
C24A C19A C20A C21A 1.13(18) . . . . ?
C18A C19A C20A C21A -179.94(11) . . . . ?
C19A C20A C21A C22A 0.44(19) . . . . ?
C20A C21A C22A C23A -1.37(19) . . . . ?
C21A C22A C23A C24A 0.73(19) . . . . ?
C20A C19A C24A C23A -1.78(17) . . . . ?
C18A C19A C24A C23A 179.29(10) . . . . ?
C22A C23A C24A C19A 0.86(18) . . . . ?
C2B N2B N3B N4B -0.10(13) . . . . ?
N2B N3B N4B C3B 0.02(13) . . . . ?
N2B N3B N4B C11B 176.16(10) . . . . ?
C4B N5B N6B N7B 0.32(13) . . . . ?
C18B N5B N6B N7B 177.87(10) . . . . ?
N5B N6B N7B C5B -0.24(12) . . . . ?
C8B N1B C1B C2B -68.96(13) . . . . ?
C7B N1B C1B C2B 170.86(11) . . . . ?
N3B N2B C2B C3B 0.14(13) . . . . ?
N3B N2B C2B C1B 179.01(10) . . . . ?
N1B C1B C2B N2B 106.28(13) . . . . ?
N1B C1B C2B C3B -75.12(16) . . . . ?
N3B N4B C3B C2B 0.06(12) . . . . ?
C11B N4B C3B C2B -175.60(11) . . . . ?
N3B N4B C3B C4B 176.49(10) . . . . ?
C11B N4B C3B C4B 0.83(18) . . . . ?
N2B C2B C3B N4B -0.12(12) . . . . ?
C1B C2B C3B N4B -178.86(11) . . . . ?
N2B C2B C3B C4B -175.97(12) . . . . ?
C1B C2B C3B C4B 5.3(2) . . . . ?
N6B N5B C4B C5B -0.27(12) . . . . ?
C18B N5B C4B C5B -177.55(11) . . . . ?
N6B N5B C4B C3B 176.16(10) . . . . ?
C18B N5B C4B C3B -1.13(18) . . . . ?
N4B C3B C4B N5B -94.89(14) . . . . ?
C2B C3B C4B N5B 80.34(17) . . . . ?
N4B C3B C4B C5B 80.29(17) . . . . ?
C2B C3B C4B C5B -104.48(17) . . . . ?
N6B N7B C5B C4B 0.08(13) . . . . ?
N6B N7B C5B C6B -179.84(10) . . . . ?
N5B C4B C5B N7B 0.12(12) . . . . ?
C3B C4B C5B N7B -175.64(12) . . . . ?
N5B C4B C5B C6B -179.98(11) . . . . ?
C3B C4B C5B C6B 4.3(2) . . . . ?
C9B N8B C6B C5B -67.50(14) . . . . ?
C10B N8B C6B C5B 58.88(14) . . . . ?
N7B C5B C6B N8B -84.29(14) . . . . ?
C4B C5B C6B N8B 95.81(14) . . . . ?
N3B N4B C11B C12B 110.59(12) . . . . ?
C3B N4B C11B C12B -74.08(15) . . . . ?
N4B C11B C12B C17B 120.41(12) . . . . ?
N4B C11B C12B C13B -61.20(14) . . . . ?
C17B C12B C13B C14B -1.14(17) . . . . ?
C11B C12B C13B C14B -179.54(11) . . . . ?
C12B C13B C14B C15B -0.54(18) . . . . ?
C13B C14B C15B C16B 1.60(19) . . . . ?
C14B C15B C16B C17B -0.98(19) . . . . ?
C13B C12B C17B C16B 1.76(17) . . . . ?
C11B C12B C17B C16B -179.83(11) . . . . ?
C15B C16B C17B C12B -0.71(18) . . . . ?
N6B N5B C18B C19B -108.91(12) . . . . ?
C4B N5B C18B C19B 68.15(15) . . . . ?
N5B C18B C19B C20B -112.93(12) . . . . ?
N5B C18B C19B C24B 65.98(14) . . . . ?
C24B C19B C20B C21B 0.28(18) . . . . ?
C18B C19B C20B C21B 179.21(11) . . . . ?
C19B C20B C21B C22B 0.72(18) . . . . ?
C20B C21B C22B C23B -1.11(19) . . . . ?
C21B C22B C23B C24B 0.50(19) . . . . ?
C22B C23B C24B C19B 0.51(19) . . . . ?
C20B C19B C24B C23B -0.90(18) . . . . ?
C18B C19B C24B C23B -179.83(11) . . . . ?

_refine_diff_density_max         0.393
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.047
####################################################################### 
# 
# 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_PEM-375-1b
_database_code_depnum_ccdc_archive 'CCDC 1523649'
_audit_update_record             
;
2017-07-27 deposited with the CCDC.
2017-09-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H32 F6 N8 O6 S2'
_chemical_formula_weight         730.71

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   30.0913(6)
_cell_length_b                   10.71870(10)
_cell_length_c                   23.0764(5)
_cell_angle_alpha                90
_cell_angle_beta                 116.049(2)
_cell_angle_gamma                90
_cell_volume                     6687.0(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    60304
_cell_measurement_theta_min      1.879
_cell_measurement_theta_max      30.619

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_F_000             3024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.245
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.751
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus rotating anode X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-007HF'
_diffrn_source_power             50
_diffrn_source_current           24
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Confocal Max Flux optic'
_diffrn_detector_type            'PILATUS 200K'
_diffrn_measurement_device_type  '1/4chi goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            60302
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.879
_diffrn_reflns_theta_max         30.619
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9561
_reflns_number_gt                8087
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0585P)²+5.2550P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9561
_refine_ls_number_parameters     717
_refine_ls_number_restraints     1465
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.1060
_refine_ls_wR_factor_gt          0.1013
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.27990(4) -0.32175(9) 0.42492(5) 0.01572(18) Uani 1 1 d . . . . .
H1N H 0.2496 -0.3196 0.4310 0.019 Uiso 1 1 calc R U . . .
N2 N 0.26114(3) -0.07490(9) 0.48013(5) 0.01498(18) Uani 1 1 d . . . . .
N3 N 0.25912(3) 0.04754(9) 0.48177(5) 0.01496(18) Uani 1 1 d . . . . .
N4 N 0.29824(3) 0.09252(8) 0.47515(4) 0.01284(17) Uani 1 1 d D . . . .
N5 N 0.37041(3) 0.03558(9) 0.40157(4) 0.01241(17) Uani 1 1 d . . . . .
N6 N 0.41563(3) 0.06321(9) 0.40795(5) 0.01573(19) Uani 1 1 d . . . . .
N7 N 0.44545(3) 0.06929(9) 0.46996(5) 0.01594(19) Uani 1 1 d . . . . .
N8 N 0.48979(3) -0.02639(9) 0.60259(4) 0.01555(19) Uani 1 1 d . . . . .
H8N H 0.5108 0.0056 0.5833 0.019 Uiso 1 1 calc R U . . .
C1 C 0.31782(4) -0.24081(10) 0.47573(5) 0.0152(2) Uani 1 1 d . . . . .
H1A H 0.3247 -0.2741 0.5179 0.018 Uiso 1 1 calc R U . . .
H1B H 0.3483 -0.2439 0.4710 0.018 Uiso 1 1 calc R U . . .
C2 C 0.30190(4) -0.10833(10) 0.47238(5) 0.0130(2) Uani 1 1 d . . . . .
C3 C 0.32608(4) -0.00158(10) 0.46874(5) 0.01129(19) Uani 1 1 d . . . . .
C4 C 0.37060(4) 0.02262(10) 0.46034(5) 0.01132(19) Uani 1 1 d . . . . .
C5 C 0.41910(4) 0.04470(10) 0.50367(5) 0.0130(2) Uani 1 1 d . . . . .
C6 C 0.44270(4) 0.04769(11) 0.57548(5) 0.0153(2) Uani 1 1 d . . . . .
H6A H 0.4201 0.0135 0.5910 0.018 Uiso 1 1 calc R U . . .
H6B H 0.4498 0.1334 0.5902 0.018 Uiso 1 1 calc R U . . .
C7 C 0.29822(5) -0.45263(11) 0.43422(7) 0.0230(3) Uani 1 1 d . . . . .
H7A H 0.2725 -0.5066 0.4055 0.035 Uiso 1 1 calc R U . . .
H7B H 0.3076 -0.4776 0.4780 0.035 Uiso 1 1 calc R U . . .
H7C H 0.3264 -0.4581 0.4252 0.035 Uiso 1 1 calc R U . . .
C8 C 0.26726(5) -0.27916(12) 0.35792(6) 0.0230(2) Uani 1 1 d . . . . .
H8A H 0.2433 -0.3347 0.3276 0.035 Uiso 1 1 calc R U . . .
H8B H 0.2966 -0.2790 0.3512 0.035 Uiso 1 1 calc R U . . .
H8C H 0.2538 -0.1964 0.3518 0.035 Uiso 1 1 calc R U . . .
C9 C 0.48081(5) -0.16170(12) 0.58607(6) 0.0211(2) Uani 1 1 d . . . . .
H9A H 0.4660 -0.1716 0.5401 0.032 Uiso 1 1 calc R U . . .
H9B H 0.4590 -0.1946 0.6027 0.032 Uiso 1 1 calc R U . . .
H9C H 0.5117 -0.2059 0.6049 0.032 Uiso 1 1 calc R U . . .
C10 C 0.51688(4) -0.00766(14) 0.67405(6) 0.0242(3) Uani 1 1 d . . . . .
H10A H 0.5230 0.0797 0.6833 0.036 Uiso 1 1 calc R U . . .
H10B H 0.5478 -0.0516 0.6905 0.036 Uiso 1 1 calc R U . . .
H10C H 0.4972 -0.0391 0.6942 0.036 Uiso 1 1 calc R U . . .
C11 C 0.3108(3) 0.2257(7) 0.4811(3) 0.0193(13) Uani 0.55 1 d D U P A 1
H11A H 0.2816 0.2740 0.4739 0.023 Uiso 0.55 1 calc R U P A 1
H11B H 0.3209 0.2483 0.4479 0.023 Uiso 0.55 1 calc R U P A 1
C12 C 0.3517(3) 0.2593(13) 0.5461(2) 0.0236(10) Uani 0.55 1 d D U P A 1
C13 C 0.35351(18) 0.2061(5) 0.6020(2) 0.0267(9) Uani 0.55 1 d D U P A 1
H13 H 0.3292 0.1499 0.5994 0.032 Uiso 0.55 1 calc R U P A 1
C14 C 0.39157(17) 0.2366(4) 0.6619(2) 0.0394(9) Uani 0.55 1 d D U P A 1
H14 H 0.3929 0.2003 0.6992 0.047 Uiso 0.55 1 calc R U P A 1
C15 C 0.42752(17) 0.3213(5) 0.6656(2) 0.0452(11) Uani 0.55 1 d D U P A 1
H15 H 0.4524 0.3432 0.7057 0.054 Uiso 0.55 1 calc R U P A 1
C16 C 0.42687(17) 0.3734(5) 0.6107(2) 0.0415(11) Uani 0.55 1 d D U P A 1
H16 H 0.4513 0.4295 0.6136 0.050 Uiso 0.55 1 calc R U P A 1
C17 C 0.3889(2) 0.3411(6) 0.5502(2) 0.0351(10) Uani 0.55 1 d D U P A 1
H17 H 0.3887 0.3744 0.5129 0.042 Uiso 0.55 1 calc R U P A 1
C11' C 0.3051(3) 0.2283(7) 0.4764(3) 0.0120(14) Uani 0.45 1 d D U P A 2
H11C H 0.2764 0.2696 0.4763 0.014 Uiso 0.45 1 calc R U P A 2
H11D H 0.3083 0.2542 0.4381 0.014 Uiso 0.45 1 calc R U P A 2
C12' C 0.3508(4) 0.2665(15) 0.5357(3) 0.0239(12) Uani 0.45 1 d D U P A 2
C13' C 0.3555(2) 0.2415(6) 0.5971(3) 0.0335(14) Uani 0.45 1 d D U P A 2
H13' H 0.3308 0.1964 0.6015 0.040 Uiso 0.45 1 calc R U P A 2
C14' C 0.3963(2) 0.2822(5) 0.6523(3) 0.0417(13) Uani 0.45 1 d D U P A 2
H14' H 0.3995 0.2617 0.6932 0.050 Uiso 0.45 1 calc R U P A 2
C15' C 0.43175(19) 0.3537(5) 0.6451(3) 0.0405(14) Uani 0.45 1 d D U P A 2
H15' H 0.4588 0.3830 0.6814 0.049 Uiso 0.45 1 calc R U P A 2
C16' C 0.42739(19) 0.3819(5) 0.5846(3) 0.0398(12) Uani 0.45 1 d D U P A 2
H16' H 0.4515 0.4305 0.5804 0.048 Uiso 0.45 1 calc R U P A 2
C17' C 0.3870(2) 0.3383(7) 0.5292(3) 0.0318(12) Uani 0.45 1 d D U P A 2
H17' H 0.3844 0.3570 0.4885 0.038 Uiso 0.45 1 calc R U P A 2
C18 C 0.32947(4) 0.02319(10) 0.33698(5) 0.0139(2) Uani 1 1 d . . . . .
H18A H 0.3124 -0.0551 0.3341 0.017 Uiso 1 1 calc R U . . .
H18B H 0.3425 0.0213 0.3053 0.017 Uiso 1 1 calc R U . . .
C19 C 0.29329(4) 0.12923(11) 0.32173(5) 0.0154(2) Uani 1 1 d . . . . .
C20 C 0.30761(5) 0.24994(11) 0.31509(6) 0.0205(2) Uani 1 1 d . . . . .
H20 H 0.3393 0.2649 0.3193 0.025 Uiso 1 1 calc R U . . .
C21 C 0.27436(6) 0.34782(13) 0.30217(6) 0.0291(3) Uani 1 1 d . . . . .
H21 H 0.2839 0.4285 0.2979 0.035 Uiso 1 1 calc R U . . .
C22 C 0.22683(6) 0.32576(15) 0.29557(6) 0.0333(3) Uani 1 1 d . . . . .
H22 H 0.2048 0.3918 0.2873 0.040 Uiso 1 1 calc R U . . .
C23 C 0.21221(5) 0.20598(15) 0.30128(6) 0.0300(3) Uani 1 1 d . . . . .
H23 H 0.1803 0.1911 0.2962 0.036 Uiso 1 1 calc R U . . .
C24 C 0.24548(4) 0.10763(13) 0.31462(6) 0.0210(2) Uani 1 1 d . . . . .
H24 H 0.2358 0.0271 0.3188 0.025 Uiso 1 1 calc R U . . .
S1A S 0.13615(10) -0.3429(3) 0.32882(14) 0.0148(4) Uani 0.6 1 d . U P B 1
O1A O 0.1454(3) -0.3918(6) 0.2779(3) 0.0330(11) Uani 0.6 1 d . U P B 1
O2A O 0.0935(3) -0.3893(10) 0.3349(4) 0.0302(12) Uani 0.6 1 d . U P B 1
O3A O 0.1778(3) -0.3123(6) 0.3878(3) 0.0315(11) Uani 0.6 1 d . U P B 1
C1A C 0.11487(15) -0.1922(4) 0.29059(15) 0.0266(6) Uani 0.6 1 d . U P B 1
F1A F 0.09705(9) -0.1247(2) 0.32378(12) 0.0485(5) Uani 0.6 1 d . U P B 1
F2A F 0.15188(14) -0.1283(5) 0.28708(14) 0.0358(6) Uani 0.6 1 d . U P B 1
F3A F 0.07961(11) -0.2038(2) 0.23106(11) 0.0476(6) Uani 0.6 1 d . U P B 1
S1A' S 0.13458(16) -0.3489(5) 0.3260(2) 0.0188(7) Uani 0.4 1 d D U P C 2
O1A' O 0.1518(4) -0.4116(9) 0.2843(4) 0.0229(10) Uani 0.4 1 d D U P C 2
O2A' O 0.0915(4) -0.4047(15) 0.3262(6) 0.0230(13) Uani 0.4 1 d D U P C 2
O3A' O 0.1761(4) -0.3416(8) 0.3907(4) 0.0233(11) Uani 0.4 1 d D U P C 2
C1A' C 0.1190(2) -0.1835(6) 0.3101(2) 0.0358(11) Uani 0.4 1 d D U P C 2
F1A' F 0.11041(18) -0.1320(4) 0.3564(2) 0.0692(11) Uani 0.4 1 d D U P C 2
F2A' F 0.1560(2) -0.1188(8) 0.3073(2) 0.0538(13) Uani 0.4 1 d D U P C 2
F3A' F 0.07893(17) -0.1673(4) 0.2552(2) 0.0686(12) Uani 0.4 1 d D U P C 2
S1B S 0.58138(8) 0.2640(2) 0.61980(12) 0.0212(4) Uani 0.65 1 d . U P D 1
O1B O 0.60326(13) 0.2618(3) 0.57742(19) 0.0670(9) Uani 0.65 1 d . U P D 1
O2B O 0.53180(16) 0.2166(7) 0.5935(3) 0.0294(9) Uani 0.65 1 d . U P D 1
O3B O 0.61140(10) 0.2147(2) 0.68366(12) 0.0687(8) Uani 0.65 1 d . U P D 1
C1B C 0.57524(10) 0.4252(3) 0.63579(17) 0.0357(6) Uani 0.65 1 d . U P D 1
F1B F 0.55454(9) 0.4403(3) 0.67518(16) 0.0723(9) Uani 0.65 1 d . U P D 1
F2B F 0.61846(10) 0.4836(3) 0.66097(13) 0.0555(7) Uani 0.65 1 d . U P D 1
F3B F 0.54429(13) 0.4834(3) 0.58023(16) 0.0801(9) Uani 0.65 1 d . U P D 1
S1B' S 0.5789(2) 0.2692(6) 0.6240(3) 0.0250(11) Uani 0.25 1 d D U P E 2
O1B' O 0.6219(2) 0.2463(5) 0.6139(3) 0.0361(12) Uani 0.25 1 d D U P E 2
O2B' O 0.5895(2) 0.2814(7) 0.6906(2) 0.0534(13) Uani 0.25 1 d D U P E 2
O3B' O 0.5354(4) 0.2056(19) 0.5838(6) 0.031(2) Uani 0.25 1 d D U P E 2
C1B' C 0.5690(3) 0.4340(6) 0.5978(4) 0.0448(14) Uani 0.25 1 d D U P E 2
F1B' F 0.5372(2) 0.4915(6) 0.6126(4) 0.0694(18) Uani 0.25 1 d D U P E 2
F2B' F 0.5597(2) 0.4437(6) 0.5363(3) 0.0857(17) Uani 0.25 1 d D U P E 2
F3B' F 0.6114(2) 0.5005(9) 0.6320(4) 0.0531(19) Uani 0.25 1 d D U P E 2
S1B" S 0.5813(3) 0.2833(8) 0.6022(3) 0.0340(17) Uani 0.1 1 d D U P F 3
O1B" O 0.5882(4) 0.3181(13) 0.5488(4) 0.033(2) Uani 0.1 1 d D U P F 3
O2B" O 0.6244(3) 0.2360(10) 0.6572(5) 0.0262(19) Uani 0.1 1 d D U P F 3
O3B" O 0.5374(6) 0.212(4) 0.5892(12) 0.029(4) Uani 0.1 1 d D U P F 3
C1B" C 0.5680(5) 0.4340(12) 0.6266(7) 0.039(2) Uani 0.1 1 d D U P F 3
F1B" F 0.5723(5) 0.4297(18) 0.6866(6) 0.048(3) Uani 0.1 1 d D U P F 3
F2B" F 0.5226(4) 0.4663(15) 0.5838(7) 0.055(3) Uani 0.1 1 d D U P F 3
F3B" F 0.5984(5) 0.5190(18) 0.6222(9) 0.057(3) Uani 0.1 1 d D U P F 3


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C7 1.4880(15) . ?
N1 C8 1.4923(15) . ?
N1 C1 1.5015(14) . ?
N2 N3 1.3151(14) . ?
N2 C2 1.3629(13) . ?
N3 N4 1.3416(12) . ?
N4 C3 1.3600(13) . ?
N4 C11 1.468(6) . ?
N4 C11' 1.469(7) . ?
N5 N6 1.3361(12) . ?
N5 C4 1.3608(13) . ?
N5 C18 1.4643(13) . ?
N6 N7 1.3149(13) . ?
N7 C5 1.3585(13) . ?
N8 C9 1.4938(16) . ?
N8 C10 1.4978(15) . ?
N8 C6 1.5003(14) . ?
C1 C2 1.4898(15) . ?
C2 C3 1.3782(15) . ?
C3 C4 1.4588(14) . ?
C4 C5 1.3798(14) . ?
C5 C6 1.4892(15) . ?
C11 C12 1.508(4) . ?
C12 C13 1.389(4) . ?
C12 C17 1.393(4) . ?
C13 C14 1.393(3) . ?
C14 C15 1.386(5) . ?
C15 C16 1.377(6) . ?
C16 C17 1.403(5) . ?
C11' C12' 1.509(4) . ?
C12' C13' 1.387(5) . ?
C12' C17' 1.395(4) . ?
C13' C14' 1.396(4) . ?
C14' C15' 1.383(6) . ?
C15' C16' 1.377(6) . ?
C16' C17' 1.401(5) . ?
C18 C19 1.5050(15) . ?
C19 C20 1.3934(17) . ?
C19 C24 1.3937(16) . ?
C20 C21 1.3888(18) . ?
C21 C22 1.390(2) . ?
C22 C23 1.382(2) . ?
C23 C24 1.3921(18) . ?
S1A O1A 1.422(5) . ?
S1A O3A 1.426(5) . ?
S1A O2A 1.440(5) . ?
S1A C1A 1.818(5) . ?
C1A F3A 1.322(3) . ?
C1A F1A 1.326(4) . ?
C1A F2A 1.339(5) . ?
S1A' O2A' 1.429(8) . ?
S1A' O1A' 1.444(7) . ?
S1A' O3A' 1.469(7) . ?
S1A' C1A' 1.830(7) . ?
C1A' F3A' 1.321(5) . ?
C1A' F1A' 1.325(6) . ?
C1A' F2A' 1.336(7) . ?
S1B O1B 1.398(4) . ?
S1B O2B 1.434(4) . ?
S1B O3B 1.448(4) . ?
S1B C1B 1.793(4) . ?
C1B F1B 1.318(4) . ?
C1B F2B 1.325(4) . ?
C1B F3B 1.361(4) . ?
S1B' O3B' 1.405(8) . ?
S1B' O2B' 1.432(6) . ?
S1B' O1B' 1.433(7) . ?
S1B' C1B' 1.848(8) . ?
C1B' F1B' 1.303(7) . ?
C1B' F2B' 1.325(7) . ?
C1B' F3B' 1.369(7) . ?
S1B" O1B" 1.386(8) . ?
S1B" O3B" 1.439(10) . ?
S1B" O2B" 1.450(8) . ?
S1B" C1B" 1.813(10) . ?
C1B" F3B" 1.326(10) . ?
C1B" F2B" 1.331(9) . ?
C1B" F1B" 1.335(9) . ?

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
C7 N1 C8 110.34(9) . . ?
C7 N1 C1 109.01(9) . . ?
C8 N1 C1 113.13(9) . . ?
N3 N2 C2 108.77(9) . . ?
N2 N3 N4 107.54(9) . . ?
N3 N4 C3 111.05(9) . . ?
N3 N4 C11 122.8(4) . . ?
C3 N4 C11 125.8(4) . . ?
N3 N4 C11' 118.5(5) . . ?
C3 N4 C11' 130.4(5) . . ?
N6 N5 C4 110.75(9) . . ?
N6 N5 C18 119.55(9) . . ?
C4 N5 C18 129.70(9) . . ?
N7 N6 N5 107.83(8) . . ?
N6 N7 C5 108.82(9) . . ?
C9 N8 C10 111.17(10) . . ?
C9 N8 C6 112.06(9) . . ?
C10 N8 C6 110.23(9) . . ?
C2 C1 N1 113.17(9) . . ?
N2 C2 C3 108.62(9) . . ?
N2 C2 C1 122.09(9) . . ?
C3 C2 C1 128.92(10) . . ?
N4 C3 C2 104.02(9) . . ?
N4 C3 C4 121.88(9) . . ?
C2 C3 C4 134.10(10) . . ?
N5 C4 C5 104.19(9) . . ?
N5 C4 C3 123.26(9) . . ?
C5 C4 C3 132.45(9) . . ?
N7 C5 C4 108.41(9) . . ?
N7 C5 C6 121.34(9) . . ?
C4 C5 C6 130.23(10) . . ?
C5 C6 N8 110.74(9) . . ?
N4 C11 C12 112.9(6) . . ?
C13 C12 C17 119.5(3) . . ?
C13 C12 C11 120.5(3) . . ?
C17 C12 C11 119.9(4) . . ?
C12 C13 C14 120.4(4) . . ?
C15 C14 C13 119.5(4) . . ?
C16 C15 C14 121.0(3) . . ?
C15 C16 C17 119.4(4) . . ?
C12 C17 C16 120.1(4) . . ?
N4 C11' C12' 110.6(7) . . ?
C13' C12' C17' 118.9(4) . . ?
C13' C12' C11' 121.1(4) . . ?
C17' C12' C11' 119.8(4) . . ?
C12' C13' C14' 121.8(4) . . ?
C15' C14' C13' 118.5(4) . . ?
C16' C15' C14' 120.7(4) . . ?
C15' C16' C17' 120.6(4) . . ?
C12' C17' C16' 119.4(4) . . ?
N5 C18 C19 111.61(9) . . ?
C20 C19 C24 119.63(11) . . ?
C20 C19 C18 120.00(10) . . ?
C24 C19 C18 120.37(11) . . ?
C21 C20 C19 119.77(12) . . ?
C20 C21 C22 120.30(13) . . ?
C23 C22 C21 120.18(12) . . ?
C22 C23 C24 119.76(13) . . ?
C23 C24 C19 120.35(13) . . ?
O1A S1A O3A 117.7(4) . . ?
O1A S1A O2A 117.4(4) . . ?
O3A S1A O2A 115.8(4) . . ?
O1A S1A C1A 94.7(3) . . ?
O3A S1A C1A 103.5(3) . . ?
O2A S1A C1A 102.4(5) . . ?
F3A C1A F1A 108.0(3) . . ?
F3A C1A F2A 107.1(3) . . ?
F1A C1A F2A 108.3(3) . . ?
F3A C1A S1A 111.8(3) . . ?
F1A C1A S1A 110.5(3) . . ?
F2A C1A S1A 111.0(3) . . ?
O2A' S1A' O1A' 113.5(7) . . ?
O2A' S1A' O3A' 112.8(6) . . ?
O1A' S1A' O3A' 107.9(6) . . ?
O2A' S1A' C1A' 104.7(7) . . ?
O1A' S1A' C1A' 116.9(5) . . ?
O3A' S1A' C1A' 100.4(5) . . ?
F3A' C1A' F1A' 107.3(5) . . ?
F3A' C1A' F2A' 108.4(5) . . ?
F1A' C1A' F2A' 106.5(5) . . ?
F3A' C1A' S1A' 111.4(4) . . ?
F1A' C1A' S1A' 111.4(4) . . ?
F2A' C1A' S1A' 111.6(5) . . ?
O1B S1B O2B 114.8(3) . . ?
O1B S1B O3B 115.5(3) . . ?
O2B S1B O3B 111.7(4) . . ?
O1B S1B C1B 106.4(2) . . ?
O2B S1B C1B 104.3(4) . . ?
O3B S1B C1B 102.5(2) . . ?
F1B C1B F2B 108.0(3) . . ?
F1B C1B F3B 105.0(3) . . ?
F2B C1B F3B 109.3(3) . . ?
F1B C1B S1B 112.5(3) . . ?
F2B C1B S1B 112.0(2) . . ?
F3B C1B S1B 109.7(3) . . ?
O3B' S1B' O2B' 117.2(7) . . ?
O3B' S1B' O1B' 117.1(8) . . ?
O2B' S1B' O1B' 113.5(5) . . ?
O3B' S1B' C1B' 106.1(10) . . ?
O2B' S1B' C1B' 101.0(5) . . ?
O1B' S1B' C1B' 98.0(5) . . ?
F1B' C1B' F2B' 114.2(7) . . ?
F1B' C1B' F3B' 102.1(6) . . ?
F2B' C1B' F3B' 106.2(6) . . ?
F1B' C1B' S1B' 113.5(6) . . ?
F2B' C1B' S1B' 110.7(5) . . ?
F3B' C1B' S1B' 109.4(6) . . ?
O1B" S1B" O3B" 116.1(10) . . ?
O1B" S1B" O2B" 116.5(7) . . ?
O3B" S1B" O2B" 112.5(9) . . ?
O1B" S1B" C1B" 100.1(9) . . ?
O3B" S1B" C1B" 103(2) . . ?
O2B" S1B" C1B" 105.9(8) . . ?
F3B" C1B" F2B" 106.3(9) . . ?
F3B" C1B" F1B" 110.3(10) . . ?
F2B" C1B" F1B" 112.3(10) . . ?
F3B" C1B" S1B" 109.5(13) . . ?
F2B" C1B" S1B" 107.2(11) . . ?
F1B" C1B" S1B" 111.0(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N2 N3 N4 -0.01(12) . . . . ?
N2 N3 N4 C3 0.33(12) . . . . ?
N2 N3 N4 C11 -173.8(3) . . . . ?
N2 N3 N4 C11' -179.0(3) . . . . ?
C4 N5 N6 N7 -0.35(12) . . . . ?
C18 N5 N6 N7 179.88(9) . . . . ?
N5 N6 N7 C5 0.29(12) . . . . ?
C7 N1 C1 C2 -177.40(9) . . . . ?
C8 N1 C1 C2 59.45(12) . . . . ?
N3 N2 C2 C3 -0.31(12) . . . . ?
N3 N2 C2 C1 173.28(10) . . . . ?
N1 C1 C2 N2 61.33(13) . . . . ?
N1 C1 C2 C3 -126.49(12) . . . . ?
N3 N4 C3 C2 -0.50(11) . . . . ?
C11 N4 C3 C2 173.4(3) . . . . ?
C11' N4 C3 C2 178.8(3) . . . . ?
N3 N4 C3 C4 179.55(9) . . . . ?
C11 N4 C3 C4 -6.5(3) . . . . ?
C11' N4 C3 C4 -1.2(4) . . . . ?
N2 C2 C3 N4 0.49(11) . . . . ?
C1 C2 C3 N4 -172.53(11) . . . . ?
N2 C2 C3 C4 -179.58(11) . . . . ?
C1 C2 C3 C4 7.4(2) . . . . ?
N6 N5 C4 C5 0.26(12) . . . . ?
C18 N5 C4 C5 180.00(10) . . . . ?
N6 N5 C4 C3 176.92(10) . . . . ?
C18 N5 C4 C3 -3.34(17) . . . . ?
N4 C3 C4 N5 -90.78(13) . . . . ?
C2 C3 C4 N5 89.29(15) . . . . ?
N4 C3 C4 C5 84.82(15) . . . . ?
C2 C3 C4 C5 -95.11(17) . . . . ?
N6 N7 C5 C4 -0.13(13) . . . . ?
N6 N7 C5 C6 -178.53(10) . . . . ?
N5 C4 C5 N7 -0.08(12) . . . . ?
C3 C4 C5 N7 -176.28(11) . . . . ?
N5 C4 C5 C6 178.13(11) . . . . ?
C3 C4 C5 C6 1.9(2) . . . . ?
N7 C5 C6 N8 -48.95(14) . . . . ?
C4 C5 C6 N8 133.04(12) . . . . ?
C9 N8 C6 C5 -63.83(12) . . . . ?
C10 N8 C6 C5 171.80(10) . . . . ?
N3 N4 C11 C12 100.0(7) . . . . ?
C3 N4 C11 C12 -73.3(9) . . . . ?
N4 C11 C12 C13 -40.1(16) . . . . ?
N4 C11 C12 C17 137.8(11) . . . . ?
C17 C12 C13 C14 1.6(16) . . . . ?
C11 C12 C13 C14 179.4(9) . . . . ?
C12 C13 C14 C15 0.5(10) . . . . ?
C13 C14 C15 C16 -1.7(7) . . . . ?
C14 C15 C16 C17 0.6(8) . . . . ?
C13 C12 C17 C16 -2.6(16) . . . . ?
C11 C12 C17 C16 179.5(9) . . . . ?
C15 C16 C17 C12 1.5(11) . . . . ?
N3 N4 C11' C12' 113.1(7) . . . . ?
C3 N4 C11' C12' -66.2(9) . . . . ?
N4 C11' C12' C13' -59.8(18) . . . . ?
N4 C11' C12' C17' 126.2(13) . . . . ?
C17' C12' C13' C14' -2(2) . . . . ?
C11' C12' C13' C14' -176.4(11) . . . . ?
C12' C13' C14' C15' 2.7(13) . . . . ?
C13' C14' C15' C16' -1.3(9) . . . . ?
C14' C15' C16' C17' -0.3(10) . . . . ?
C13' C12' C17' C16' 0.8(19) . . . . ?
C11' C12' C17' C16' 174.8(11) . . . . ?
C15' C16' C17' C12' 0.6(13) . . . . ?
N6 N5 C18 C19 -109.81(11) . . . . ?
C4 N5 C18 C19 70.47(14) . . . . ?
N5 C18 C19 C20 66.66(13) . . . . ?
N5 C18 C19 C24 -112.90(11) . . . . ?
C24 C19 C20 C21 0.72(17) . . . . ?
C18 C19 C20 C21 -178.84(10) . . . . ?
C19 C20 C21 C22 -0.29(18) . . . . ?
C20 C21 C22 C23 -0.55(19) . . . . ?
C21 C22 C23 C24 0.94(19) . . . . ?
C22 C23 C24 C19 -0.49(18) . . . . ?
C20 C19 C24 C23 -0.34(17) . . . . ?
C18 C19 C24 C23 179.22(11) . . . . ?
O1A S1A C1A F3A 52.4(4) . . . . ?
O3A S1A C1A F3A 172.3(4) . . . . ?
O2A S1A C1A F3A -67.0(4) . . . . ?
O1A S1A C1A F1A 172.7(4) . . . . ?
O3A S1A C1A F1A -67.4(4) . . . . ?
O2A S1A C1A F1A 53.3(4) . . . . ?
O1A S1A C1A F2A -67.1(4) . . . . ?
O3A S1A C1A F2A 52.8(4) . . . . ?
O2A S1A C1A F2A 173.5(4) . . . . ?
O2A' S1A' C1A' F3A' -57.6(7) . . . . ?
O1A' S1A' C1A' F3A' 69.0(8) . . . . ?
O3A' S1A' C1A' F3A' -174.7(6) . . . . ?
O2A' S1A' C1A' F1A' 62.2(7) . . . . ?
O1A' S1A' C1A' F1A' -171.2(7) . . . . ?
O3A' S1A' C1A' F1A' -54.9(7) . . . . ?
O2A' S1A' C1A' F2A' -178.9(6) . . . . ?
O1A' S1A' C1A' F2A' -52.3(7) . . . . ?
O3A' S1A' C1A' F2A' 64.0(6) . . . . ?
O1B S1B C1B F1B 179.5(3) . . . . ?
O2B S1B C1B F1B 57.7(4) . . . . ?
O3B S1B C1B F1B -58.8(3) . . . . ?
O1B S1B C1B F2B -58.5(4) . . . . ?
O2B S1B C1B F2B 179.7(4) . . . . ?
O3B S1B C1B F2B 63.2(3) . . . . ?
O1B S1B C1B F3B 63.1(3) . . . . ?
O2B S1B C1B F3B -58.7(4) . . . . ?
O3B S1B C1B F3B -175.2(3) . . . . ?
O3B' S1B' C1B' F1B' 71.0(9) . . . . ?
O2B' S1B' C1B' F1B' -51.8(7) . . . . ?
O1B' S1B' C1B' F1B' -167.7(6) . . . . ?
O3B' S1B' C1B' F2B' -58.9(8) . . . . ?
O2B' S1B' C1B' F2B' 178.3(5) . . . . ?
O1B' S1B' C1B' F2B' 62.4(6) . . . . ?
O3B' S1B' C1B' F3B' -175.7(8) . . . . ?
O2B' S1B' C1B' F3B' 61.5(7) . . . . ?
O1B' S1B' C1B' F3B' -54.4(7) . . . . ?
O1B" S1B" C1B" F3B" -42.0(11) . . . . ?
O3B" S1B" C1B" F3B" -162.1(11) . . . . ?
O2B" S1B" C1B" F3B" 79.5(11) . . . . ?
O1B" S1B" C1B" F2B" 73.0(11) . . . . ?
O3B" S1B" C1B" F2B" -47.1(12) . . . . ?
O2B" S1B" C1B" F2B" -165.5(9) . . . . ?
O1B" S1B" C1B" F1B" -164.1(10) . . . . ?
O3B" S1B" C1B" F1B" 75.8(12) . . . . ?
O2B" S1B" C1B" F1B" -42.6(12) . . . . ?

_refine_diff_density_max         0.453
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.050

####################################################################### 
# 
# 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_mo_PEMP440_3_15
_database_code_depnum_ccdc_archive 'CCDC 1523654'
_audit_update_record             
;
2016-12-20 deposited with the CCDC.
2017-09-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H16 N2 O2'
_chemical_formula_weight         292.33
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_space_group_IT_number           15
_symmetry_space_group_name_H-M   C2/c
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   15.7795(13)
_cell_length_b                   8.7261(8)
_cell_length_c                   21.0431(19)
_cell_angle_alpha                90
_cell_angle_beta                 101.069(3)
_cell_angle_gamma                90
_cell_volume                     2843.6(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9491
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      28.52

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_process_details   
; 
 TWINABS Version 2008/0 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus source E025 IuS'
_diffrn_source_type              'Bruker APEX DUO'
_diffrn_source_power             50
_diffrn_source_current           0.6
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            3911
_diffrn_reflns_av_unetI/netI     0.0566
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.631
_diffrn_reflns_theta_max         28.785
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3911
_reflns_number_gt                3089
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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.
;


_refine_special_details          
;
 Refined as a 3-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0790P)²+1.0546P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3911
_refine_ls_number_parameters     204
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1530
_refine_ls_wR_factor_gt          0.1419
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.17918(10) 0.31286(17) 0.32010(7) 0.0197(3) Uani 1 1 d . . . . .
N2 N 0.46207(9) 0.10113(17) 0.40886(7) 0.0193(3) Uani 1 1 d . . . . .
O1 O 0.18426(8) 0.06683(15) 0.44663(6) 0.0220(3) Uani 1 1 d . . . . .
H1 H 0.2150 0.0913 0.4823 0.033 Uiso 1 1 calc R U . . .
O2 O 0.23331(8) 0.39162(15) 0.42391(6) 0.0228(3) Uani 1 1 d . . . . .
C1 C 0.22496(11) 0.11501(19) 0.39581(8) 0.0178(3) Uani 1 1 d . . . . .
C2 C 0.17765(11) 0.0517(2) 0.33193(8) 0.0187(4) Uani 1 1 d . . . . .
C3 C 0.15876(12) -0.0964(2) 0.31149(9) 0.0222(4) Uani 1 1 d . . . . .
H3 H 0.1755 -0.1802 0.3400 0.027 Uiso 1 1 calc R U . . .
C4 C 0.11463(12) -0.1217(2) 0.24835(9) 0.0255(4) Uani 1 1 d . . . . .
H4 H 0.1007 -0.2233 0.2339 0.031 Uiso 1 1 calc R U . . .
C5 C 0.09097(13) 0.0000(2) 0.20659(9) 0.0253(4) Uani 1 1 d . . . . .
H5 H 0.0603 -0.0195 0.1639 0.030 Uiso 1 1 calc R U . . .
C6 C 0.11119(12) 0.1506(2) 0.22588(9) 0.0232(4) Uani 1 1 d . . . . .
H6 H 0.0961 0.2343 0.1971 0.028 Uiso 1 1 calc R U . . .
C7 C 0.15422(11) 0.1725(2) 0.28887(8) 0.0190(4) Uani 1 1 d . . . . .
C8 C 0.21389(11) 0.2899(2) 0.38366(8) 0.0189(4) Uani 1 1 d . . . . .
C9 C 0.16488(13) 0.4608(2) 0.28915(9) 0.0262(4) Uani 1 1 d . . . . .
H9A H 0.1939 0.5401 0.3185 0.039 Uiso 1 1 calc R U . . .
H9B H 0.1028 0.4821 0.2787 0.039 Uiso 1 1 calc R U . . .
H9C H 0.1883 0.4607 0.2492 0.039 Uiso 1 1 calc R U . . .
C10 C 0.31968(11) 0.07701(19) 0.40702(8) 0.0178(3) Uani 1 1 d . . . . .
C11 C 0.35921(11) -0.07120(19) 0.41994(8) 0.0180(3) Uani 1 1 d . . . . .
C12 C 0.33006(11) -0.2181(2) 0.43294(8) 0.0208(4) Uani 1 1 d . . . . .
H12 H 0.2709 -0.2354 0.4340 0.025 Uiso 1 1 calc R U . . .
C13 C 0.38917(12) -0.3375(2) 0.44422(8) 0.0223(4) Uani 1 1 d . . . . .
H13 H 0.3697 -0.4375 0.4521 0.027 Uiso 1 1 calc R U . . .
C14 C 0.47698(12) -0.3133(2) 0.44425(8) 0.0220(4) Uani 1 1 d . . . . .
H14 H 0.5159 -0.3972 0.4523 0.026 Uiso 1 1 calc R U . . .
C15 C 0.50800(11) -0.1705(2) 0.43286(8) 0.0209(4) Uani 1 1 d . . . . .
H15 H 0.5676 -0.1541 0.4333 0.025 Uiso 1 1 calc R U . . .
C16 C 0.44846(11) -0.0507(2) 0.42065(8) 0.0187(4) Uani 1 1 d . . . . .
C17 C 0.38488(11) 0.1765(2) 0.40121(8) 0.0191(4) Uani 1 1 d . . . . .
H17 H 0.3775 0.2832 0.3930 0.023 Uiso 1 1 calc R U . . .
C18 C 0.54384(11) 0.1697(2) 0.40347(9) 0.0242(4) Uani 1 1 d . . . . .
H18A H 0.5429 0.2790 0.4139 0.036 Uiso 1 1 calc R U . . .
H18B H 0.5535 0.1573 0.3591 0.036 Uiso 1 1 calc R U . . .
H18C H 0.5905 0.1192 0.4337 0.036 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C8 1.359(2) . ?
N1 C7 1.410(2) . ?
N1 C9 1.444(2) . ?
N2 C17 1.366(2) . ?
N2 C16 1.372(2) . ?
N2 C18 1.446(2) . ?
O1 C1 1.4130(19) . ?
O2 C8 1.225(2) . ?
C1 C10 1.505(2) . ?
C1 C2 1.511(2) . ?
C1 C8 1.552(2) . ?
C2 C3 1.377(2) . ?
C2 C7 1.393(2) . ?
C3 C4 1.394(3) . ?
C4 C5 1.383(3) . ?
C5 C6 1.395(3) . ?
C6 C7 1.382(3) . ?
C10 C17 1.369(2) . ?
C10 C11 1.439(2) . ?
C11 C12 1.406(2) . ?
C11 C16 1.417(2) . ?
C12 C13 1.388(3) . ?
C13 C14 1.401(3) . ?
C14 C15 1.376(3) . ?
C15 C16 1.396(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C7 110.76(14) . . ?
C8 N1 C9 125.04(15) . . ?
C7 N1 C9 124.11(15) . . ?
C17 N2 C16 108.60(14) . . ?
C17 N2 C18 125.48(15) . . ?
C16 N2 C18 125.90(15) . . ?
O1 C1 C10 113.45(14) . . ?
O1 C1 C2 110.22(14) . . ?
C10 C1 C2 111.42(14) . . ?
O1 C1 C8 111.35(14) . . ?
C10 C1 C8 108.64(14) . . ?
C2 C1 C8 101.08(13) . . ?
C3 C2 C7 119.53(16) . . ?
C3 C2 C1 131.40(16) . . ?
C7 C2 C1 109.03(15) . . ?
C2 C3 C4 118.98(17) . . ?
C5 C4 C3 120.60(17) . . ?
C4 C5 C6 121.32(17) . . ?
C7 C6 C5 116.90(17) . . ?
C6 C7 C2 122.64(16) . . ?
C6 C7 N1 127.54(16) . . ?
C2 C7 N1 109.80(15) . . ?
O2 C8 N1 125.02(16) . . ?
O2 C8 C1 126.41(15) . . ?
N1 C8 C1 108.57(14) . . ?
C17 C10 C11 106.31(15) . . ?
C17 C10 C1 125.94(15) . . ?
C11 C10 C1 127.53(15) . . ?
C12 C11 C16 118.34(16) . . ?
C12 C11 C10 135.23(16) . . ?
C16 C11 C10 106.39(14) . . ?
C13 C12 C11 118.90(16) . . ?
C12 C13 C14 121.25(17) . . ?
C15 C14 C13 121.40(16) . . ?
C14 C15 C16 117.43(16) . . ?
N2 C16 C15 129.27(16) . . ?
N2 C16 C11 108.06(15) . . ?
C15 C16 C11 122.66(16) . . ?
N2 C17 C10 110.64(15) . . ?

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
O1 C1 C2 C3 -57.9(2) . . . . ?
C10 C1 C2 C3 69.0(2) . . . . ?
C8 C1 C2 C3 -175.76(18) . . . . ?
O1 C1 C2 C7 124.49(15) . . . . ?
C10 C1 C2 C7 -108.64(16) . . . . ?
C8 C1 C2 C7 6.62(17) . . . . ?
C7 C2 C3 C4 -1.5(3) . . . . ?
C1 C2 C3 C4 -178.91(17) . . . . ?
C2 C3 C4 C5 0.7(3) . . . . ?
C3 C4 C5 C6 0.7(3) . . . . ?
C4 C5 C6 C7 -1.3(3) . . . . ?
C5 C6 C7 C2 0.5(3) . . . . ?
C5 C6 C7 N1 -177.92(16) . . . . ?
C3 C2 C7 C6 0.9(3) . . . . ?
C1 C2 C7 C6 178.88(16) . . . . ?
C3 C2 C7 N1 179.57(15) . . . . ?
C1 C2 C7 N1 -2.48(19) . . . . ?
C8 N1 C7 C6 174.95(17) . . . . ?
C9 N1 C7 C6 -1.7(3) . . . . ?
C8 N1 C7 C2 -3.6(2) . . . . ?
C9 N1 C7 C2 179.71(16) . . . . ?
C7 N1 C8 O2 -172.44(16) . . . . ?
C9 N1 C8 O2 4.2(3) . . . . ?
C7 N1 C8 C1 7.97(19) . . . . ?
C9 N1 C8 C1 -175.39(15) . . . . ?
O1 C1 C8 O2 54.6(2) . . . . ?
C10 C1 C8 O2 -71.1(2) . . . . ?
C2 C1 C8 O2 171.64(16) . . . . ?
O1 C1 C8 N1 -125.82(15) . . . . ?
C10 C1 C8 N1 108.53(15) . . . . ?
C2 C1 C8 N1 -8.78(17) . . . . ?
O1 C1 C10 C17 -130.36(18) . . . . ?
C2 C1 C10 C17 104.54(19) . . . . ?
C8 C1 C10 C17 -5.9(2) . . . . ?
O1 C1 C10 C11 55.8(2) . . . . ?
C2 C1 C10 C11 -69.3(2) . . . . ?
C8 C1 C10 C11 -179.82(16) . . . . ?
C17 C10 C11 C12 177.26(19) . . . . ?
C1 C10 C11 C12 -7.9(3) . . . . ?
C17 C10 C11 C16 -0.40(19) . . . . ?
C1 C10 C11 C16 174.43(15) . . . . ?
C16 C11 C12 C13 -1.7(2) . . . . ?
C10 C11 C12 C13 -179.09(19) . . . . ?
C11 C12 C13 C14 1.4(3) . . . . ?
C12 C13 C14 C15 -0.3(3) . . . . ?
C13 C14 C15 C16 -0.6(3) . . . . ?
C17 N2 C16 C15 -178.49(17) . . . . ?
C18 N2 C16 C15 3.2(3) . . . . ?
C17 N2 C16 C11 0.38(19) . . . . ?
C18 N2 C16 C11 -177.94(16) . . . . ?
C14 C15 C16 N2 178.98(17) . . . . ?
C14 C15 C16 C11 0.3(3) . . . . ?
C12 C11 C16 N2 -178.11(15) . . . . ?
C10 C11 C16 N2 0.02(18) . . . . ?
C12 C11 C16 C15 0.9(2) . . . . ?
C10 C11 C16 C15 178.98(16) . . . . ?
C16 N2 C17 C10 -0.65(19) . . . . ?
C18 N2 C17 C10 177.67(16) . . . . ?
C11 C10 C17 N2 0.64(19) . . . . ?
C1 C10 C17 N2 -174.29(15) . . . . ?

_refine_diff_density_max         0.298
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.062
####################################################################### 
# 
# 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_PEMP448-3a
_database_code_depnum_ccdc_archive 'CCDC 1523655'
_audit_update_record             
;
2016-12-20 deposited with the CCDC.
2017-09-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H15 Cl1 N2 O2'
_chemical_formula_weight         338.78
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_space_group_IT_number           14
_symmetry_space_group_name_H-M   P2(1)/c
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.3350(3)
_cell_length_b                   31.4198(10)
_cell_length_c                   9.5959(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.414(2)
_cell_angle_gamma                90
_cell_volume                     3115.93(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    24955
_cell_measurement_theta_min      2.3340
_cell_measurement_theta_max      29.4990

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_F_000             1408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.259
_shelx_estimated_absorpt_T_min   0.950
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.759
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   
; 
 CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus rotating anode X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-007HF'
_diffrn_source_power             50
_diffrn_source_current           24
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Confocal Max Flux optic'
_diffrn_detector_type            'PILATUS 200K'
_diffrn_measurement_device_type  '1/4chi goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            83805
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -42
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.219
_diffrn_reflns_theta_max         29.680
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8303
_reflns_number_gt                7207
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0455P)²+3.0230P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8303
_refine_ls_number_parameters     438
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1129
_refine_ls_wR_factor_gt          0.1102
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1A Cl 1.07642(5) 0.07120(2) 0.67518(6) 0.01944(11) Uani 1 1 d . . . . .
N1A N 0.52373(15) 0.10948(5) 0.61334(17) 0.0135(3) Uani 1 1 d . . . . .
N2A N 0.78018(15) 0.25783(5) 0.64728(16) 0.0123(3) Uani 1 1 d . . . . .
H2A H 0.8269 0.2724 0.7043 0.015 Uiso 1 1 calc R U . . .
O1A O 0.66587(13) 0.15037(4) 0.34696(14) 0.0133(3) Uani 1 1 d . . . . .
H1A H 0.741(3) 0.1520(8) 0.3199(10) 0.020 Uiso 1 1 calc R U . . .
O2A O 0.42313(13) 0.16368(4) 0.49465(14) 0.0146(3) Uani 1 1 d . . . . .
C1A C 0.66244(17) 0.15713(6) 0.49476(18) 0.0107(3) Uani 1 1 d . . . . .
C2A C 0.73826(17) 0.12326(6) 0.57296(19) 0.0112(3) Uani 1 1 d . . . . .
C3A C 0.87000(18) 0.11650(6) 0.58337(19) 0.0125(4) Uani 1 1 d . . . . .
H3A H 0.9288 0.1348 0.5417 0.015 Uiso 1 1 calc R U . . .
C4A C 0.91113(18) 0.08099(6) 0.6591(2) 0.0139(4) Uani 1 1 d . . . . .
C5A C 0.82543(19) 0.05299(6) 0.7210(2) 0.0160(4) Uani 1 1 d . . . . .
H5A H 0.8565 0.0294 0.7694 0.019 Uiso 1 1 calc R U . . .
C6A C 0.69234(19) 0.06011(6) 0.7107(2) 0.0157(4) Uani 1 1 d . . . . .
H6A H 0.6333 0.0417 0.7518 0.019 Uiso 1 1 calc R U . . .
C7A C 0.65178(18) 0.09549(6) 0.6371(2) 0.0128(4) Uani 1 1 d . . . . .
C8A C 0.52106(17) 0.14502(6) 0.53252(19) 0.0117(3) Uani 1 1 d . . . . .
C9A C 0.40867(19) 0.08727(6) 0.6616(2) 0.0184(4) Uani 1 1 d . . . . .
H9AA H 0.3360 0.1068 0.6611 0.022 Uiso 1 1 calc R U . . .
H9AB H 0.4227 0.0779 0.7568 0.022 Uiso 1 1 calc R U . . .
C10A C 0.3765(2) 0.04960(7) 0.5724(2) 0.0223(4) Uani 1 1 d . . . . .
H10A H 0.3600 0.0543 0.4782 0.027 Uiso 1 1 calc R U . . .
C11A C 0.3703(2) 0.01036(7) 0.6191(3) 0.0283(5) Uani 1 1 d . . . . .
H11A H 0.3863 0.0047 0.7128 0.034 Uiso 1 1 calc R U . . .
H11B H 0.3498 -0.0118 0.5585 0.034 Uiso 1 1 calc R U . . .
C12A C 0.69389(17) 0.20190(6) 0.53508(19) 0.0111(3) Uani 1 1 d . . . . .
C13A C 0.63675(17) 0.24009(6) 0.47848(19) 0.0104(3) Uani 1 1 d . . . . .
C14A C 0.54560(17) 0.24898(6) 0.37243(19) 0.0122(4) Uani 1 1 d . . . . .
H14A H 0.5063 0.2270 0.3229 0.015 Uiso 1 1 calc R U . . .
C15A C 0.51576(18) 0.29087(6) 0.34352(19) 0.0135(4) Uani 1 1 d . . . . .
H15A H 0.4561 0.2970 0.2733 0.016 Uiso 1 1 calc R U . . .
C16A C 0.57340(18) 0.32460(6) 0.4178(2) 0.0142(4) Uani 1 1 d . . . . .
H16A H 0.5511 0.3525 0.3960 0.017 Uiso 1 1 calc R U . . .
C17A C 0.66297(18) 0.31682(6) 0.52278(19) 0.0134(4) Uani 1 1 d . . . . .
H17A H 0.7011 0.3390 0.5723 0.016 Uiso 1 1 calc R U . . .
C18A C 0.69386(17) 0.27454(6) 0.55160(19) 0.0117(3) Uani 1 1 d . . . . .
C19A C 0.77968(17) 0.21451(6) 0.63717(19) 0.0123(4) Uani 1 1 d . . . . .
H19A H 0.8299 0.1962 0.6913 0.015 Uiso 1 1 calc R U . . .
N1B N 0.02877(15) 0.10759(5) 0.13277(17) 0.0134(3) Uani 1 1 d . . . . .
N2B N 0.28101(15) 0.25628(5) 0.10618(16) 0.0123(3) Uani 1 1 d . . . . .
H2B H 0.3270 0.2711 0.0498 0.015 Uiso 1 1 calc R U . . .
Cl1B Cl 0.58048(5) 0.06779(2) 0.08634(6) 0.02039(11) Uani 1 1 d . . . . .
O1B O 0.16909(13) 0.14799(4) 0.40325(13) 0.0129(3) Uani 1 1 d . . . . .
H1B H 0.242(3) 0.1526(8) 0.4336(11) 0.019 Uiso 1 1 calc R U . . .
O2B O -0.07376(13) 0.16072(4) 0.25379(14) 0.0146(3) Uani 1 1 d . . . . .
C1B C 0.16644(17) 0.15519(6) 0.25552(19) 0.0108(3) Uani 1 1 d . . . . .
C2B C 0.24275(18) 0.12133(6) 0.17880(19) 0.0117(3) Uani 1 1 d . . . . .
C3B C 0.37489(18) 0.11408(6) 0.17294(19) 0.0126(4) Uani 1 1 d . . . . .
H3B H 0.4339 0.1323 0.2158 0.015 Uiso 1 1 calc R U . . .
C4B C 0.41522(18) 0.07803(6) 0.0995(2) 0.0143(4) Uani 1 1 d . . . . .
C5B C 0.32957(19) 0.05004(6) 0.0364(2) 0.0166(4) Uani 1 1 d . . . . .
H5B H 0.3605 0.0262 -0.0099 0.020 Uiso 1 1 calc R U . . .
C6B C 0.1966(2) 0.05774(6) 0.0424(2) 0.0169(4) Uani 1 1 d . . . . .
H6B H 0.1374 0.0394 0.0003 0.020 Uiso 1 1 calc R U . . .
C7B C 0.15633(18) 0.09352(6) 0.1130(2) 0.0131(4) Uani 1 1 d . . . . .
C8B C 0.02481(17) 0.14290(6) 0.21570(19) 0.0110(3) Uani 1 1 d . . . . .
C9B C -0.08476(19) 0.08263(6) 0.0965(2) 0.0188(4) Uani 1 1 d . . . . .
H9BA H -0.0741 0.0709 0.0039 0.023 Uiso 1 1 calc R U . . .
H9BB H -0.1601 0.1011 0.0947 0.023 Uiso 1 1 calc R U . . .
C10B C -0.10714(19) 0.04698(6) 0.1982(2) 0.0214(4) Uani 1 1 d . . . . .
H10B H -0.1678 0.0264 0.1735 0.026 Uiso 1 1 calc R U . . .
C11B C -0.0478(2) 0.04250(7) 0.3193(2) 0.0243(5) Uani 1 1 d . . . . .
H11C H 0.0136 0.0624 0.3479 0.029 Uiso 1 1 calc R U . . .
H11D H -0.0672 0.0195 0.3763 0.029 Uiso 1 1 calc R U . . .
C12B C 0.19707(17) 0.19991(6) 0.21662(19) 0.0108(3) Uani 1 1 d . . . . .
C13B C 0.13879(17) 0.23791(6) 0.27313(19) 0.0108(3) Uani 1 1 d . . . . .
C14B C 0.04835(17) 0.24619(6) 0.37838(19) 0.0122(4) Uani 1 1 d . . . . .
H14B H 0.0107 0.2239 0.4274 0.015 Uiso 1 1 calc R U . . .
C15B C 0.01621(18) 0.28790(6) 0.40794(19) 0.0133(4) Uani 1 1 d . . . . .
H15B H -0.0429 0.2936 0.4781 0.016 Uiso 1 1 calc R U . . .
C16B C 0.07136(18) 0.32186(6) 0.3338(2) 0.0143(4) Uani 1 1 d . . . . .
H16B H 0.0475 0.3496 0.3551 0.017 Uiso 1 1 calc R U . . .
C17B C 0.16075(18) 0.31463(6) 0.22944(19) 0.0138(4) Uani 1 1 d . . . . .
H17B H 0.1972 0.3371 0.1801 0.017 Uiso 1 1 calc R U . . .
C18B C 0.19386(17) 0.27261(6) 0.20113(19) 0.0121(4) Uani 1 1 d . . . . .
C19B C 0.28242(18) 0.21304(6) 0.11607(19) 0.0123(4) Uani 1 1 d . . . . .
H19B H 0.3335 0.1950 0.0627 0.015 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1A C4A 1.7415(19) . ?
N1A C8A 1.360(2) . ?
N1A C7A 1.411(2) . ?
N1A C9A 1.457(2) . ?
N2A C19A 1.365(2) . ?
N2A C18A 1.379(2) . ?
O1A C1A 1.435(2) . ?
O2A C8A 1.223(2) . ?
C1A C12A 1.494(3) . ?
C1A C2A 1.517(2) . ?
C1A C8A 1.555(2) . ?
C2A C3A 1.381(3) . ?
C2A C7A 1.395(3) . ?
C3A C4A 1.396(3) . ?
C4A C5A 1.385(3) . ?
C5A C6A 1.396(3) . ?
C6A C7A 1.380(3) . ?
C9A C10A 1.497(3) . ?
C10A C11A 1.314(3) . ?
C12A C19A 1.375(2) . ?
C12A C13A 1.442(3) . ?
C13A C14A 1.410(2) . ?
C13A C18A 1.416(3) . ?
C14A C15A 1.380(3) . ?
C15A C16A 1.407(3) . ?
C16A C17A 1.385(3) . ?
C17A C18A 1.393(3) . ?
N1B C8B 1.366(2) . ?
N1B C7B 1.405(2) . ?
N1B C9B 1.451(2) . ?
N2B C19B 1.362(2) . ?
N2B C18B 1.384(2) . ?
Cl1B C4B 1.7435(19) . ?
O1B C1B 1.436(2) . ?
O2B C8B 1.221(2) . ?
C1B C12B 1.489(3) . ?
C1B C2B 1.518(3) . ?
C1B C8B 1.559(2) . ?
C2B C3B 1.386(3) . ?
C2B C7B 1.397(3) . ?
C3B C4B 1.399(3) . ?
C4B C5B 1.384(3) . ?
C5B C6B 1.397(3) . ?
C6B C7B 1.378(3) . ?
C9B C10B 1.504(3) . ?
C10B C11B 1.318(3) . ?
C12B C19B 1.375(3) . ?
C12B C13B 1.445(3) . ?
C13B C14B 1.405(3) . ?
C13B C18B 1.413(3) . ?
C14B C15B 1.382(3) . ?
C15B C16B 1.405(3) . ?
C16B C17B 1.386(3) . ?
C17B C18B 1.391(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
C8A N1A C7A 111.28(15) . . ?
C8A N1A C9A 124.15(16) . . ?
C7A N1A C9A 124.46(16) . . ?
C19A N2A C18A 109.29(15) . . ?
O1A C1A C12A 112.85(15) . . ?
O1A C1A C2A 111.65(15) . . ?
C12A C1A C2A 114.94(15) . . ?
O1A C1A C8A 102.95(14) . . ?
C12A C1A C8A 111.90(15) . . ?
C2A C1A C8A 101.30(14) . . ?
C3A C2A C7A 120.41(17) . . ?
C3A C2A C1A 130.49(17) . . ?
C7A C2A C1A 109.07(15) . . ?
C2A C3A C4A 117.19(17) . . ?
C5A C4A C3A 122.51(17) . . ?
C5A C4A Cl1A 118.67(15) . . ?
C3A C4A Cl1A 118.82(15) . . ?
C4A C5A C6A 120.03(18) . . ?
C7A C6A C5A 117.42(18) . . ?
C6A C7A C2A 122.42(17) . . ?
C6A C7A N1A 127.89(17) . . ?
C2A C7A N1A 109.69(16) . . ?
O2A C8A N1A 125.22(17) . . ?
O2A C8A C1A 126.19(17) . . ?
N1A C8A C1A 108.57(15) . . ?
N1A C9A C10A 112.01(17) . . ?
C11A C10A C9A 123.9(2) . . ?
C19A C12A C13A 106.80(16) . . ?
C19A C12A C1A 126.42(17) . . ?
C13A C12A C1A 126.75(16) . . ?
C14A C13A C18A 118.71(17) . . ?
C14A C13A C12A 134.95(17) . . ?
C18A C13A C12A 106.33(15) . . ?
C15A C14A C13A 118.77(17) . . ?
C14A C15A C16A 121.57(17) . . ?
C17A C16A C15A 120.92(18) . . ?
C16A C17A C18A 117.62(17) . . ?
N2A C18A C17A 129.87(17) . . ?
N2A C18A C13A 107.71(16) . . ?
C17A C18A C13A 122.42(16) . . ?
N2A C19A C12A 109.88(16) . . ?
C8B N1B C7B 111.50(15) . . ?
C8B N1B C9B 123.42(16) . . ?
C7B N1B C9B 123.73(16) . . ?
C19B N2B C18B 109.30(16) . . ?
O1B C1B C12B 113.19(15) . . ?
O1B C1B C2B 111.23(14) . . ?
C12B C1B C2B 115.33(15) . . ?
O1B C1B C8B 102.37(14) . . ?
C12B C1B C8B 111.93(14) . . ?
C2B C1B C8B 101.41(14) . . ?
C3B C2B C7B 120.38(17) . . ?
C3B C2B C1B 130.57(17) . . ?
C7B C2B C1B 108.96(16) . . ?
C2B C3B C4B 116.79(17) . . ?
C5B C4B C3B 122.87(18) . . ?
C5B C4B Cl1B 118.35(15) . . ?
C3B C4B Cl1B 118.78(15) . . ?
C4B C5B C6B 119.88(18) . . ?
C7B C6B C5B 117.51(18) . . ?
C6B C7B C2B 122.55(18) . . ?
C6B C7B N1B 127.60(17) . . ?
C2B C7B N1B 109.85(16) . . ?
O2B C8B N1B 125.13(17) . . ?
O2B C8B C1B 126.67(17) . . ?
N1B C8B C1B 108.18(15) . . ?
N1B C9B C10B 112.02(17) . . ?
C11B C10B C9B 125.35(19) . . ?
C19B C12B C13B 106.66(16) . . ?
C19B C12B C1B 126.71(17) . . ?
C13B C12B C1B 126.59(16) . . ?
C14B C13B C18B 118.75(17) . . ?
C14B C13B C12B 134.75(17) . . ?
C18B C13B C12B 106.49(16) . . ?
C15B C14B C13B 119.02(18) . . ?
C14B C15B C16B 121.13(18) . . ?
C17B C16B C15B 121.09(18) . . ?
C16B C17B C18B 117.56(18) . . ?
N2B C18B C17B 129.97(18) . . ?
N2B C18B C13B 107.58(16) . . ?
C17B C18B C13B 122.44(17) . . ?
N2B C19B C12B 109.97(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1A C1A C2A C3A 71.7(2) . . . . ?
C12A C1A C2A C3A -58.5(3) . . . . ?
C8A C1A C2A C3A -179.34(19) . . . . ?
O1A C1A C2A C7A -106.09(17) . . . . ?
C12A C1A C2A C7A 123.72(17) . . . . ?
C8A C1A C2A C7A 2.89(19) . . . . ?
C7A C2A C3A C4A 0.4(3) . . . . ?
C1A C2A C3A C4A -177.15(18) . . . . ?
C2A C3A C4A C5A 0.7(3) . . . . ?
C2A C3A C4A Cl1A -179.94(14) . . . . ?
C3A C4A C5A C6A -1.0(3) . . . . ?
Cl1A C4A C5A C6A 179.60(15) . . . . ?
C4A C5A C6A C7A 0.2(3) . . . . ?
C5A C6A C7A C2A 0.8(3) . . . . ?
C5A C6A C7A N1A -179.46(19) . . . . ?
C3A C2A C7A C6A -1.2(3) . . . . ?
C1A C2A C7A C6A 176.88(17) . . . . ?
C3A C2A C7A N1A 179.07(17) . . . . ?
C1A C2A C7A N1A -2.9(2) . . . . ?
C8A N1A C7A C6A -178.16(19) . . . . ?
C9A N1A C7A C6A -1.8(3) . . . . ?
C8A N1A C7A C2A 1.6(2) . . . . ?
C9A N1A C7A C2A 177.99(17) . . . . ?
C7A N1A C8A O2A 179.29(18) . . . . ?
C9A N1A C8A O2A 2.9(3) . . . . ?
C7A N1A C8A C1A 0.4(2) . . . . ?
C9A N1A C8A C1A -176.04(17) . . . . ?
O1A C1A C8A O2A -65.3(2) . . . . ?
C12A C1A C8A O2A 56.2(2) . . . . ?
C2A C1A C8A O2A 179.13(18) . . . . ?
O1A C1A C8A N1A 113.63(16) . . . . ?
C12A C1A C8A N1A -124.91(16) . . . . ?
C2A C1A C8A N1A -1.96(19) . . . . ?
C8A N1A C9A C10A 98.2(2) . . . . ?
C7A N1A C9A C10A -77.8(2) . . . . ?
N1A C9A C10A C11A 120.6(2) . . . . ?
O1A C1A C12A C19A -131.98(19) . . . . ?
C2A C1A C12A C19A -2.4(3) . . . . ?
C8A C1A C12A C19A 112.5(2) . . . . ?
O1A C1A C12A C13A 50.6(2) . . . . ?
C2A C1A C12A C13A -179.79(17) . . . . ?
C8A C1A C12A C13A -65.0(2) . . . . ?
C19A C12A C13A C14A 178.9(2) . . . . ?
C1A C12A C13A C14A -3.3(3) . . . . ?
C19A C12A C13A C18A 0.3(2) . . . . ?
C1A C12A C13A C18A 178.16(17) . . . . ?
C18A C13A C14A C15A 0.2(3) . . . . ?
C12A C13A C14A C15A -178.2(2) . . . . ?
C13A C14A C15A C16A -0.4(3) . . . . ?
C14A C15A C16A C17A 0.2(3) . . . . ?
C15A C16A C17A C18A 0.2(3) . . . . ?
C19A N2A C18A C17A -179.10(19) . . . . ?
C19A N2A C18A C13A 0.1(2) . . . . ?
C16A C17A C18A N2A 178.67(19) . . . . ?
C16A C17A C18A C13A -0.4(3) . . . . ?
C14A C13A C18A N2A -179.05(16) . . . . ?
C12A C13A C18A N2A -0.2(2) . . . . ?
C14A C13A C18A C17A 0.2(3) . . . . ?
C12A C13A C18A C17A 178.99(17) . . . . ?
C18A N2A C19A C12A 0.2(2) . . . . ?
C13A C12A C19A N2A -0.3(2) . . . . ?
C1A C12A C19A N2A -178.15(17) . . . . ?
O1B C1B C2B C3B -70.8(2) . . . . ?
C12B C1B C2B C3B 59.9(3) . . . . ?
C8B C1B C2B C3B -179.00(19) . . . . ?
O1B C1B C2B C7B 105.65(17) . . . . ?
C12B C1B C2B C7B -123.71(17) . . . . ?
C8B C1B C2B C7B -2.58(19) . . . . ?
C7B C2B C3B C4B -0.3(3) . . . . ?
C1B C2B C3B C4B 175.79(18) . . . . ?
C2B C3B C4B C5B -0.9(3) . . . . ?
C2B C3B C4B Cl1B 178.98(14) . . . . ?
C3B C4B C5B C6B 1.2(3) . . . . ?
Cl1B C4B C5B C6B -178.66(16) . . . . ?
C4B C5B C6B C7B -0.3(3) . . . . ?
C5B C6B C7B C2B -0.9(3) . . . . ?
C5B C6B C7B N1B -179.87(19) . . . . ?
C3B C2B C7B C6B 1.2(3) . . . . ?
C1B C2B C7B C6B -175.65(18) . . . . ?
C3B C2B C7B N1B -179.65(17) . . . . ?
C1B C2B C7B N1B 3.5(2) . . . . ?
C8B N1B C7B C6B 176.07(19) . . . . ?
C9B N1B C7B C6B 8.9(3) . . . . ?
C8B N1B C7B C2B -3.0(2) . . . . ?
C9B N1B C7B C2B -170.15(17) . . . . ?
C7B N1B C8B O2B -177.15(18) . . . . ?
C9B N1B C8B O2B -10.0(3) . . . . ?
C7B N1B C8B C1B 1.2(2) . . . . ?
C9B N1B C8B C1B 168.41(17) . . . . ?
O1B C1B C8B O2B 64.2(2) . . . . ?
C12B C1B C8B O2B -57.3(2) . . . . ?
C2B C1B C8B O2B 179.17(18) . . . . ?
O1B C1B C8B N1B -114.18(16) . . . . ?
C12B C1B C8B N1B 124.30(17) . . . . ?
C2B C1B C8B N1B 0.82(19) . . . . ?
C8B N1B C9B C10B -91.1(2) . . . . ?
C7B N1B C9B C10B 74.5(2) . . . . ?
N1B C9B C10B C11B 11.6(3) . . . . ?
O1B C1B C12B C19B 132.40(18) . . . . ?
C2B C1B C12B C19B 2.7(3) . . . . ?
C8B C1B C12B C19B -112.5(2) . . . . ?
O1B C1B C12B C13B -50.4(2) . . . . ?
C2B C1B C12B C13B 179.87(16) . . . . ?
C8B C1B C12B C13B 64.6(2) . . . . ?
C19B C12B C13B C14B -178.33(19) . . . . ?
C1B C12B C13B C14B 4.0(3) . . . . ?
C19B C12B C13B C18B 0.09(19) . . . . ?
C1B C12B C13B C18B -177.54(16) . . . . ?
C18B C13B C14B C15B 0.0(3) . . . . ?
C12B C13B C14B C15B 178.31(19) . . . . ?
C13B C14B C15B C16B 0.6(3) . . . . ?
C14B C15B C16B C17B -0.6(3) . . . . ?
C15B C16B C17B C18B -0.1(3) . . . . ?
C19B N2B C18B C17B 179.39(18) . . . . ?
C19B N2B C18B C13B 0.0(2) . . . . ?
C16B C17B C18B N2B -178.49(18) . . . . ?
C16B C17B C18B C13B 0.8(3) . . . . ?
C14B C13B C18B N2B 178.66(15) . . . . ?
C12B C13B C18B N2B -0.07(19) . . . . ?
C14B C13B C18B C17B -0.8(3) . . . . ?
C12B C13B C18B C17B -179.50(16) . . . . ?
C18B N2B C19B C12B 0.0(2) . . . . ?
C13B C12B C19B N2B -0.1(2) . . . . ?
C1B C12B C19B N2B 177.54(16) . . . . ?

_refine_diff_density_max         0.426
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.066
_shelxl_version_number           2014-3
####################################################################### 
# 
# 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_PEMP349-
_database_code_depnum_ccdc_archive 'CCDC 1523648'
_audit_update_record             
;
2016-12-20 deposited with the CCDC.
2017-09-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H28 Cl2 N8'
_chemical_formula_weight         475.42
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_space_group_IT_number           2
_symmetry_space_group_name_H-M   P-1
_space_group_name_Hall           '-P 1'

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

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

_cell_length_a                   10.14276(19)
_cell_length_b                   10.2202(3)
_cell_length_c                   11.6711(2)
_cell_angle_alpha                79.961(2)
_cell_angle_beta                 89.7958(15)
_cell_angle_gamma                87.646(2)
_cell_volume                     1190.30(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    22164
_cell_measurement_theta_min      2.010
_cell_measurement_theta_max      30.028

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_F_000             500
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.300
_shelx_estimated_absorpt_T_min   0.943
_shelx_estimated_absorpt_T_max   0.943
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.725
_exptl_absorpt_correction_T_max  0.943
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus rotating anode X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-007HF'
_diffrn_source_power             50
_diffrn_source_current           24
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Confocal Max Flux optic'
_diffrn_detector_type            'PILATUS 200K'
_diffrn_measurement_device_type  '1/4chi goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            22164
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.010
_diffrn_reflns_theta_max         30.028
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.878
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.878
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.878
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6123
_reflns_number_gt                5471
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0557P)²+0.8954P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6123
_refine_ls_number_parameters     418
_refine_ls_number_restraints     497
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0396
_refine_ls_wR_factor_ref         0.1121
_refine_ls_wR_factor_gt          0.1096
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001

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
N1 N 0.31848(13) -0.02527(13) 0.52812(11) 0.0188(3) Uani 1 1 d . . . . .
H1NA H 0.3857 -0.0824 0.5148 0.023 Uiso 1 1 calc R U . . .
H1NB H 0.3544 0.0502 0.5431 0.023 Uiso 1 1 calc R U . . .
N2 N 0.42948(13) 0.04798(13) 0.29057(12) 0.0212(3) Uani 1 1 d . . . . .
N3 N 0.46637(13) 0.13556(13) 0.20053(12) 0.0199(3) Uani 1 1 d . . . . .
N4 N 0.36764(12) 0.22685(12) 0.17494(11) 0.0167(2) Uani 1 1 d . . . . .
N8 N 0.2110(2) 0.4257(2) 0.45173(17) 0.0196(4) Uani 0.7 1 d . . P A 1
H8NA H 0.1475 0.3744 0.4893 0.024 Uiso 0.7 1 calc R U P A 1
H8NB H 0.2820 0.3713 0.4421 0.024 Uiso 0.7 1 calc R U P A 1
N8' N 0.1549(5) 0.4892(5) 0.4655(4) 0.0224(9) Uani 0.3 1 d . . P A 2
H8'1 H 0.1177 0.4131 0.5007 0.027 Uiso 0.3 1 calc R U P A 2
H8'2 H 0.0902 0.5545 0.4532 0.027 Uiso 0.3 1 calc R U P A 2
C1 C 0.23360(15) 0.00785(16) 0.42217(13) 0.0205(3) Uani 1 1 d . . . . .
H1A H 0.1545 0.0608 0.4396 0.025 Uiso 1 1 calc R U . . .
H1B H 0.2037 -0.0753 0.3999 0.025 Uiso 1 1 calc R U . . .
C2 C 0.30653(15) 0.08483(15) 0.32285(13) 0.0180(3) Uani 1 1 d . . . . .
C3 C 0.26501(14) 0.19954(15) 0.24973(13) 0.0163(3) Uani 1 1 d . . . . .
C4 C 0.14063(15) 0.27838(15) 0.24170(13) 0.0186(3) Uani 1 1 d D U . . .
N5 N 0.0318(4) 0.2358(6) 0.1896(7) 0.0190(7) Uani 0.7 1 d D U P A 1
N6 N -0.0743(4) 0.3196(4) 0.1921(5) 0.0232(7) Uani 0.7 1 d D U P A 1
N7 N -0.0365(3) 0.4179(4) 0.2424(4) 0.0219(7) Uani 0.7 1 d D U P A 1
C5 C 0.0928(4) 0.3961(4) 0.2743(5) 0.0172(6) Uani 0.7 1 d D U P A 1
C6 C 0.1598(3) 0.4907(3) 0.3346(3) 0.0213(6) Uani 0.7 1 d D U P A 1
H6A H 0.0970 0.5649 0.3438 0.026 Uiso 0.7 1 calc R U P A 1
H6B H 0.2342 0.5284 0.2863 0.026 Uiso 0.7 1 calc R U P A 1
C8 C 0.2506(8) 0.5227(11) 0.5255(6) 0.0233(10) Uani 0.7 1 d D U P A 1
H8A H 0.2769 0.4749 0.6027 0.035 Uiso 0.7 1 calc R U P A 1
H8B H 0.1759 0.5846 0.5330 0.035 Uiso 0.7 1 calc R U P A 1
H8C H 0.3249 0.5725 0.4892 0.035 Uiso 0.7 1 calc R U P A 1
C16 C 0.0210(5) 0.1169(4) 0.1362(5) 0.0202(8) Uani 0.7 1 d D U P A 1
H16A H -0.0720 0.1084 0.1140 0.024 Uiso 0.7 1 calc R U P A 1
H16B H 0.0479 0.0369 0.1933 0.024 Uiso 0.7 1 calc R U P A 1
C17 C 0.1072(7) 0.1250(6) 0.0297(5) 0.0177(8) Uani 0.7 1 d D U P A 1
C18 C 0.2174(7) 0.0405(8) 0.0304(7) 0.0204(9) Uani 0.7 1 d D U P A 1
H18 H 0.2375 -0.0240 0.0977 0.024 Uiso 0.7 1 calc R U P A 1
C19 C 0.2990(7) 0.0489(9) -0.0663(7) 0.0232(9) Uani 0.7 1 d D U P A 1
H19 H 0.3738 -0.0104 -0.0652 0.028 Uiso 0.7 1 calc R U P A 1
C20 C 0.2713(9) 0.1437(11) -0.1639(7) 0.0258(11) Uani 0.7 1 d D U P A 1
H20 H 0.3266 0.1491 -0.2303 0.031 Uiso 0.7 1 calc R U P A 1
C21 C 0.1632(10) 0.2306(11) -0.1649(7) 0.0281(13) Uani 0.7 1 d D U P A 1
H21 H 0.1458 0.2974 -0.2312 0.034 Uiso 0.7 1 calc R U P A 1
C22 C 0.0798(9) 0.2204(7) -0.0692(6) 0.0250(11) Uani 0.7 1 d D U P A 1
H22 H 0.0040 0.2786 -0.0711 0.030 Uiso 0.7 1 calc R U P A 1
N5' N 0.0281(10) 0.2483(14) 0.2001(18) 0.0220(16) Uani 0.3 1 d D U P A 2
N6' N -0.0597(8) 0.3496(10) 0.2037(12) 0.0254(17) Uani 0.3 1 d D U P A 2
N7' N -0.0038(8) 0.4338(9) 0.2603(10) 0.0249(16) Uani 0.3 1 d D U P A 2
C5' C 0.1237(9) 0.3934(11) 0.2859(14) 0.0234(17) Uani 0.3 1 d D U P A 2
C6' C 0.2099(7) 0.4686(7) 0.3512(6) 0.0208(13) Uani 0.3 1 d D U P A 2
H6'A H 0.2249 0.5564 0.3029 0.025 Uiso 0.3 1 calc R U P A 2
H6'B H 0.2966 0.4202 0.3644 0.025 Uiso 0.3 1 calc R U P A 2
C8' C 0.257(3) 0.527(3) 0.5450(14) 0.034(4) Uani 0.3 1 d D U P A 2
H8'A H 0.2159 0.5365 0.6194 0.052 Uiso 0.3 1 calc R U P A 2
H8'B H 0.2942 0.6110 0.5093 0.052 Uiso 0.3 1 calc R U P A 2
H8'C H 0.3271 0.4570 0.5583 0.052 Uiso 0.3 1 calc R U P A 2
C16' C 0.0027(12) 0.1385(11) 0.1391(12) 0.0235(18) Uani 0.3 1 d D U P A 2
H16C H -0.0911 0.1437 0.1149 0.028 Uiso 0.3 1 calc R U P A 2
H16D H 0.0194 0.0530 0.1925 0.028 Uiso 0.3 1 calc R U P A 2
C17' C 0.0895(18) 0.1428(17) 0.0333(13) 0.0206(17) Uani 0.3 1 d D U P A 2
C18' C 0.1932(17) 0.0511(19) 0.0317(15) 0.0224(19) Uani 0.3 1 d D U P A 2
H18' H 0.2086 -0.0173 0.0971 0.027 Uiso 0.3 1 calc R U P A 2
C19' C 0.2754(18) 0.058(2) -0.0647(17) 0.028(2) Uani 0.3 1 d D U P A 2
H19' H 0.3480 -0.0038 -0.0639 0.034 Uiso 0.3 1 calc R U P A 2
C20' C 0.251(2) 0.155(3) -0.1616(17) 0.025(2) Uani 0.3 1 d D U P A 2
H20' H 0.3069 0.1599 -0.2276 0.030 Uiso 0.3 1 calc R U P A 2
C21' C 0.146(3) 0.245(3) -0.1623(16) 0.025(2) Uani 0.3 1 d D U P A 2
H21' H 0.1261 0.3087 -0.2302 0.030 Uiso 0.3 1 calc R U P A 2
C22' C 0.068(2) 0.2424(18) -0.0637(14) 0.021(2) Uani 0.3 1 d D U P A 2
H22' H -0.0002 0.3088 -0.0623 0.025 Uiso 0.3 1 calc R U P A 2
C7 C 0.24209(16) -0.08703(17) 0.63149(14) 0.0228(3) Uani 1 1 d . . . . .
H7A H 0.3019 -0.1131 0.6980 0.034 Uiso 1 1 calc R U . . .
H7B H 0.1996 -0.1658 0.6142 0.034 Uiso 1 1 calc R U . . .
H7C H 0.1745 -0.0228 0.6502 0.034 Uiso 1 1 calc R U . . .
C9 C 0.37735(15) 0.33305(15) 0.07334(13) 0.0183(3) Uani 1 1 d . . . . .
H9A H 0.2997 0.3322 0.0223 0.022 Uiso 1 1 calc R U . . .
H9B H 0.4573 0.3157 0.0285 0.022 Uiso 1 1 calc R U . . .
C10 C 0.38398(15) 0.46862(15) 0.10719(13) 0.0179(3) Uani 1 1 d . . . . .
C11 C 0.30189(15) 0.57303(16) 0.05207(14) 0.0205(3) Uani 1 1 d . . . . .
H11 H 0.2413 0.5585 -0.0059 0.025 Uiso 1 1 calc R U . . .
C12 C 0.30846(16) 0.69876(16) 0.08173(15) 0.0238(3) Uani 1 1 d . . . . .
H12 H 0.2528 0.7699 0.0434 0.029 Uiso 1 1 calc R U . . .
C13 C 0.39593(17) 0.72073(16) 0.16713(15) 0.0244(3) Uani 1 1 d . . . . .
H13 H 0.3993 0.8063 0.1880 0.029 Uiso 1 1 calc R U . . .
C14 C 0.47838(17) 0.61675(17) 0.22186(15) 0.0248(3) Uani 1 1 d . . . . .
H14 H 0.5385 0.6315 0.2801 0.030 Uiso 1 1 calc R U . . .
C15 C 0.47323(16) 0.49122(16) 0.19185(14) 0.0221(3) Uani 1 1 d . . . . .
H15 H 0.5305 0.4207 0.2290 0.027 Uiso 1 1 calc R U . . .
Cl1 Cl 0.01360(3) 0.22459(3) 0.56498(3) 0.01733(9) Uani 1 1 d . . . . .
Cl2 Cl 0.46870(3) 0.24719(3) 0.50714(3) 0.01852(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C7 1.4907(19) . ?
N1 C1 1.491(2) . ?
N1 H1NA 0.9100 . ?
N1 H1NB 0.9100 . ?
N2 N3 1.3199(19) . ?
N2 C2 1.359(2) . ?
N3 N4 1.3382(18) . ?
N4 C3 1.3623(19) . ?
N4 C9 1.4674(18) . ?
N8 C8 1.489(7) . ?
N8 C6 1.497(3) . ?
N8 H8NA 0.9100 . ?
N8 H8NB 0.9100 . ?
N8' C6' 1.490(8) . ?
N8' C8' 1.496(18) . ?
N8' H8'1 0.9100 . ?
N8' H8'2 0.9100 . ?
C1 C2 1.495(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.376(2) . ?
C3 C4 1.463(2) . ?
C4 N5' 1.311(7) . ?
C4 C5' 1.367(7) . ?
C4 N5 1.383(3) . ?
C4 C5 1.392(3) . ?
N5 N6 1.351(3) . ?
N5 C16 1.468(3) . ?
N6 N7 1.318(4) . ?
N7 C5 1.363(4) . ?
C5 C6 1.479(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C16 C17 1.510(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.384(4) . ?
C17 C22 1.395(3) . ?
C18 C19 1.390(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.383(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.381(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.391(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
N5' N6' 1.344(4) . ?
N5' C16' 1.462(5) . ?
N6' N7' 1.319(5) . ?
N7' C5' 1.359(5) . ?
C5' C6' 1.484(5) . ?
C6' H6'A 0.9900 . ?
C6' H6'B 0.9900 . ?
C8' H8'A 0.9800 . ?
C8' H8'B 0.9800 . ?
C8' H8'C 0.9800 . ?
C16' C17' 1.509(5) . ?
C16' H16C 0.9900 . ?
C16' H16D 0.9900 . ?
C17' C18' 1.382(5) . ?
C17' C22' 1.396(5) . ?
C18' C19' 1.391(5) . ?
C18' H18' 0.9500 . ?
C19' C20' 1.384(5) . ?
C19' H19' 0.9500 . ?
C20' C21' 1.380(5) . ?
C20' H20' 0.9500 . ?
C21' C22' 1.389(5) . ?
C21' H21' 0.9500 . ?
C22' H22' 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C9 C10 1.510(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.392(2) . ?
C10 C15 1.397(2) . ?
C11 C12 1.392(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.390(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.391(2) . ?
C14 H14 0.9500 . ?
C15 H15 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
C7 N1 C1 111.65(12) . . ?
C7 N1 H1NA 109.3 . . ?
C1 N1 H1NA 109.3 . . ?
C7 N1 H1NB 109.3 . . ?
C1 N1 H1NB 109.3 . . ?
H1NA N1 H1NB 108.0 . . ?
N3 N2 C2 108.55(13) . . ?
N2 N3 N4 107.72(12) . . ?
N3 N4 C3 110.80(12) . . ?
N3 N4 C9 120.01(12) . . ?
C3 N4 C9 129.09(13) . . ?
C8 N8 C6 113.2(4) . . ?
C8 N8 H8NA 108.9 . . ?
C6 N8 H8NA 108.9 . . ?
C8 N8 H8NB 108.9 . . ?
C6 N8 H8NB 108.9 . . ?
H8NA N8 H8NB 107.8 . . ?
C6' N8' C8' 112.9(10) . . ?
C6' N8' H8'1 109.0 . . ?
C8' N8' H8'1 109.0 . . ?
C6' N8' H8'2 109.0 . . ?
C8' N8' H8'2 109.0 . . ?
H8'1 N8' H8'2 107.8 . . ?
N1 C1 C2 111.25(12) . . ?
N1 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
N2 C2 C3 108.81(13) . . ?
N2 C2 C1 123.13(14) . . ?
C3 C2 C1 128.06(14) . . ?
N4 C3 C2 104.12(13) . . ?
N4 C3 C4 123.85(13) . . ?
C2 C3 C4 131.97(14) . . ?
N5' C4 C5' 109.5(5) . . ?
N5 C4 C5 102.6(2) . . ?
N5' C4 C3 127.0(4) . . ?
C5' C4 C3 123.4(3) . . ?
N5 C4 C3 119.9(2) . . ?
C5 C4 C3 137.42(19) . . ?
N6 N5 C4 111.6(3) . . ?
N6 N5 C16 119.9(3) . . ?
C4 N5 C16 128.5(3) . . ?
N7 N6 N5 107.1(3) . . ?
N6 N7 C5 109.3(2) . . ?
N7 C5 C4 109.3(3) . . ?
N7 C5 C6 120.5(3) . . ?
C4 C5 C6 130.1(3) . . ?
C5 C6 N8 112.0(3) . . ?
C5 C6 H6A 109.2 . . ?
N8 C6 H6A 109.2 . . ?
C5 C6 H6B 109.2 . . ?
N8 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
N8 C8 H8A 109.5 . . ?
N8 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N8 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N5 C16 C17 110.8(3) . . ?
N5 C16 H16A 109.5 . . ?
C17 C16 H16A 109.5 . . ?
N5 C16 H16B 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C18 C17 C22 119.1(3) . . ?
C18 C17 C16 120.2(3) . . ?
C22 C17 C16 120.7(3) . . ?
C17 C18 C19 120.7(3) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C20 C19 C18 119.9(3) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C21 C20 C19 120.0(3) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C22 120.2(3) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C17 120.1(3) . . ?
C21 C22 H22 119.9 . . ?
C17 C22 H22 119.9 . . ?
C4 N5' N6' 108.3(5) . . ?
C4 N5' C16' 127.9(8) . . ?
N6' N5' C16' 122.9(7) . . ?
N7' N6' N5' 107.4(5) . . ?
N6' N7' C5' 109.9(5) . . ?
N7' C5' C4 104.4(5) . . ?
N7' C5' C6' 121.6(5) . . ?
C4 C5' C6' 134.0(6) . . ?
C5' C6' N8' 113.8(7) . . ?
C5' C6' H6'A 108.8 . . ?
N8' C6' H6'A 108.8 . . ?
C5' C6' H6'B 108.8 . . ?
N8' C6' H6'B 108.8 . . ?
H6'A C6' H6'B 107.7 . . ?
N8' C8' H8'A 109.5 . . ?
N8' C8' H8'B 109.5 . . ?
H8'A C8' H8'B 109.5 . . ?
N8' C8' H8'C 109.5 . . ?
H8'A C8' H8'C 109.5 . . ?
H8'B C8' H8'C 109.5 . . ?
N5' C16' C17' 111.2(6) . . ?
N5' C16' H16C 109.4 . . ?
C17' C16' H16C 109.4 . . ?
N5' C16' H16D 109.4 . . ?
C17' C16' H16D 109.4 . . ?
H16C C16' H16D 108.0 . . ?
C18' C17' C22' 118.9(5) . . ?
C18' C17' C16' 121.0(5) . . ?
C22' C17' C16' 120.1(5) . . ?
C17' C18' C19' 120.7(5) . . ?
C17' C18' H18' 119.6 . . ?
C19' C18' H18' 119.6 . . ?
C20' C19' C18' 119.9(5) . . ?
C20' C19' H19' 120.1 . . ?
C18' C19' H19' 120.1 . . ?
C21' C20' C19' 119.9(5) . . ?
C21' C20' H20' 120.0 . . ?
C19' C20' H20' 120.0 . . ?
C20' C21' C22' 120.1(5) . . ?
C20' C21' H21' 120.0 . . ?
C22' C21' H21' 120.0 . . ?
C21' C22' C17' 120.3(5) . . ?
C21' C22' H22' 119.8 . . ?
C17' C22' H22' 119.8 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N4 C9 C10 112.25(12) . . ?
N4 C9 H9A 109.2 . . ?
C10 C9 H9A 109.2 . . ?
N4 C9 H9B 109.2 . . ?
C10 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C11 C10 C15 119.52(14) . . ?
C11 C10 C9 119.69(14) . . ?
C15 C10 C9 120.78(14) . . ?
C10 C11 C12 120.08(15) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C13 C12 C11 120.38(15) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C12 119.61(15) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 120.30(15) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C15 C10 120.10(15) . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N2 N3 N4 -0.47(17) . . . . ?
N2 N3 N4 C3 0.52(17) . . . . ?
N2 N3 N4 C9 -176.23(12) . . . . ?
C7 N1 C1 C2 172.89(13) . . . . ?
N3 N2 C2 C3 0.27(17) . . . . ?
N3 N2 C2 C1 179.86(14) . . . . ?
N1 C1 C2 N2 48.3(2) . . . . ?
N1 C1 C2 C3 -132.16(16) . . . . ?
N3 N4 C3 C2 -0.34(16) . . . . ?
C9 N4 C3 C2 176.02(14) . . . . ?
N3 N4 C3 C4 -177.70(14) . . . . ?
C9 N4 C3 C4 -1.3(2) . . . . ?
N2 C2 C3 N4 0.04(16) . . . . ?
C1 C2 C3 N4 -179.52(15) . . . . ?
N2 C2 C3 C4 177.09(15) . . . . ?
C1 C2 C3 C4 -2.5(3) . . . . ?
N4 C3 C4 N5' 102.3(13) . . . . ?
C2 C3 C4 N5' -74.2(13) . . . . ?
N4 C3 C4 C5' -82.6(9) . . . . ?
C2 C3 C4 C5' 100.9(9) . . . . ?
N4 C3 C4 N5 98.9(5) . . . . ?
C2 C3 C4 N5 -77.6(5) . . . . ?
N4 C3 C4 C5 -81.3(5) . . . . ?
C2 C3 C4 C5 102.2(5) . . . . ?
C5 C4 N5 N6 -1.0(7) . . . . ?
C3 C4 N5 N6 178.9(4) . . . . ?
C5 C4 N5 C16 179.2(7) . . . . ?
C3 C4 N5 C16 -0.9(9) . . . . ?
C4 N5 N6 N7 1.4(8) . . . . ?
C16 N5 N6 N7 -178.8(6) . . . . ?
N5 N6 N7 C5 -1.2(7) . . . . ?
N6 N7 C5 C4 0.6(6) . . . . ?
N6 N7 C5 C6 -179.0(5) . . . . ?
N5 C4 C5 N7 0.2(6) . . . . ?
C3 C4 C5 N7 -179.6(3) . . . . ?
N5 C4 C5 C6 179.8(6) . . . . ?
C3 C4 C5 C6 0.0(9) . . . . ?
N7 C5 C6 N8 120.2(5) . . . . ?
C4 C5 C6 N8 -59.3(7) . . . . ?
C8 N8 C6 C5 -166.6(4) . . . . ?
N6 N5 C16 C17 115.0(6) . . . . ?
C4 N5 C16 C17 -65.2(9) . . . . ?
N5 C16 C17 C18 111.3(7) . . . . ?
N5 C16 C17 C22 -66.5(8) . . . . ?
C22 C17 C18 C19 -0.9(12) . . . . ?
C16 C17 C18 C19 -178.7(7) . . . . ?
C17 C18 C19 C20 0.9(12) . . . . ?
C18 C19 C20 C21 0.5(14) . . . . ?
C19 C20 C21 C22 -1.9(16) . . . . ?
C20 C21 C22 C17 2.0(15) . . . . ?
C18 C17 C22 C21 -0.6(13) . . . . ?
C16 C17 C22 C21 177.2(9) . . . . ?
C5' C4 N5' N6' 7(2) . . . . ?
C3 C4 N5' N6' -177.3(9) . . . . ?
C5' C4 N5' C16' 176.2(17) . . . . ?
C3 C4 N5' C16' -8(3) . . . . ?
C4 N5' N6' N7' -7(2) . . . . ?
C16' N5' N6' N7' -177.0(15) . . . . ?
N5' N6' N7' C5' 4.7(18) . . . . ?
N6' N7' C5' C4 -0.5(15) . . . . ?
N6' N7' C5' C6' -179.0(13) . . . . ?
N5' C4 C5' N7' -4.1(17) . . . . ?
C3 C4 C5' N7' -179.9(6) . . . . ?
N5' C4 C5' C6' 174.2(18) . . . . ?
C3 C4 C5' C6' -2(2) . . . . ?
N7' C5' C6' N8' 55.4(16) . . . . ?
C4 C5' C6' N8' -122.6(16) . . . . ?
C8' N8' C6' C5' 162.4(14) . . . . ?
C4 N5' C16' C17' -56(2) . . . . ?
N6' N5' C16' C17' 111.2(17) . . . . ?
N5' C16' C17' C18' 108.0(18) . . . . ?
N5' C16' C17' C22' -70(2) . . . . ?
C22' C17' C18' C19' 0(3) . . . . ?
C16' C17' C18' C19' -178.0(19) . . . . ?
C17' C18' C19' C20' -2(3) . . . . ?
C18' C19' C20' C21' 0(4) . . . . ?
C19' C20' C21' C22' 3(4) . . . . ?
C20' C21' C22' C17' -5(4) . . . . ?
C18' C17' C22' C21' 3(3) . . . . ?
C16' C17' C22' C21' -178(2) . . . . ?
N3 N4 C9 C10 -114.10(15) . . . . ?
C3 N4 C9 C10 69.83(19) . . . . ?
N4 C9 C10 C11 -131.32(15) . . . . ?
N4 C9 C10 C15 49.80(19) . . . . ?
C15 C10 C11 C12 -0.3(2) . . . . ?
C9 C10 C11 C12 -179.22(14) . . . . ?
C10 C11 C12 C13 -0.6(2) . . . . ?
C11 C12 C13 C14 0.9(3) . . . . ?
C12 C13 C14 C15 -0.3(3) . . . . ?
C13 C14 C15 C10 -0.7(3) . . . . ?
C11 C10 C15 C14 1.0(2) . . . . ?
C9 C10 C15 C14 179.83(14) . . . . ?

_refine_diff_density_max         1.095
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.068
####################################################################### 
# 
# 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_PEMP413-3a
_database_code_depnum_ccdc_archive 'CCDC 1523651'
_audit_update_record             
;
2016-12-20 deposited with the CCDC.
2017-09-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H22 N2 O2'
_chemical_formula_weight         430.48
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
_space_group_IT_number           61
_symmetry_space_group_name_H-M   Pbca
_space_group_name_Hall           '-P 2ac 2ab'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-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                   19.4045(5)
_cell_length_b                   7.14236(16)
_cell_length_c                   30.4827(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4224.72(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    47181
_cell_measurement_theta_min      2.488
_cell_measurement_theta_max      32.626

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_F_000             1808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.085
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.759
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus rotating anode X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-007HF'
_diffrn_source_power             50
_diffrn_source_current           24
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Confocal Max Flux optic'
_diffrn_detector_type            'PILATUS 200K'
_diffrn_measurement_device_type  '1/4chi goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            47181
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_theta_min         2.488
_diffrn_reflns_theta_max         32.626
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7267
_reflns_number_gt                6103
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0692P)²+1.3504P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7267
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1227
_refine_ls_wR_factor_gt          0.1161
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.35029(4) 0.59240(11) 0.23721(2) 0.01339(15) Uani 1 1 d . . . . .
N2 N 0.51227(4) 0.73577(11) 0.11658(3) 0.01393(15) Uani 1 1 d . . . . .
O1 O 0.29507(4) 0.49436(11) 0.13134(2) 0.01865(15) Uani 1 1 d . . . . .
H1 H 0.2658 0.4327 0.1443 0.028 Uiso 1 1 calc R U . . .
O2 O 0.29033(4) 0.80618(10) 0.19460(2) 0.01748(14) Uani 1 1 d . . . . .
C1 C 0.34990(5) 0.53556(13) 0.16027(3) 0.01340(16) Uani 1 1 d . . . . .
C2 C 0.37856(5) 0.37114(13) 0.18532(3) 0.01329(16) Uani 1 1 d . . . . .
C3 C 0.40140(5) 0.20002(13) 0.16995(3) 0.01626(17) Uani 1 1 d . . . . .
H3 H 0.4000 0.1720 0.1402 0.020 Uiso 1 1 calc R U . . .
C4 C 0.42671(5) 0.06994(13) 0.20021(3) 0.01764(18) Uani 1 1 d . . . . .
H4 H 0.4419 -0.0466 0.1906 0.021 Uiso 1 1 calc R U . . .
C5 C 0.42927(5) 0.11402(13) 0.24462(3) 0.01712(18) Uani 1 1 d . . . . .
H5 H 0.4465 0.0263 0.2643 0.021 Uiso 1 1 calc R U . . .
C6 C 0.40646(5) 0.28757(13) 0.26042(3) 0.01570(17) Uani 1 1 d . . . . .
H6 H 0.4086 0.3171 0.2901 0.019 Uiso 1 1 calc R U . . .
C7 C 0.38053(5) 0.41360(13) 0.22993(3) 0.01280(16) Uani 1 1 d . . . . .
C8 C 0.32497(5) 0.66499(13) 0.19820(3) 0.01351(16) Uani 1 1 d . . . . .
C9 C 0.33904(5) 0.67107(13) 0.27964(3) 0.01344(16) Uani 1 1 d . . . . .
C10 C 0.27391(5) 0.73604(14) 0.29129(3) 0.01653(17) Uani 1 1 d . . . . .
H10 H 0.2377 0.7321 0.2713 0.020 Uiso 1 1 calc R U . . .
C11 C 0.26384(5) 0.80686(14) 0.33332(3) 0.01973(19) Uani 1 1 d . . . . .
H11 H 0.2207 0.8525 0.3413 0.024 Uiso 1 1 calc R U . . .
C12 C 0.31736(6) 0.81029(14) 0.36363(3) 0.0208(2) Uani 1 1 d . . . . .
H12 H 0.3097 0.8547 0.3919 0.025 Uiso 1 1 calc R U . . .
C13 C 0.38233(6) 0.74698(14) 0.35149(3) 0.01919(19) Uani 1 1 d . . . . .
H13 H 0.4184 0.7497 0.3716 0.023 Uiso 1 1 calc R U . . .
C14 C 0.39356(5) 0.67940(14) 0.30921(3) 0.01611(17) Uani 1 1 d . . . . .
H14 H 0.4373 0.6400 0.3008 0.019 Uiso 1 1 calc R U . . .
C15 C 0.40606(5) 0.63539(13) 0.13545(3) 0.01264(16) Uani 1 1 d . . . . .
C16 C 0.39881(5) 0.78641(13) 0.10436(3) 0.01284(16) Uani 1 1 d . . . . .
C17 C 0.34260(5) 0.87720(14) 0.08469(3) 0.01556(17) Uani 1 1 d . . . . .
H17 H 0.2977 0.8407 0.0910 0.019 Uiso 1 1 calc R U . . .
C18 C 0.35535(5) 1.02213(14) 0.05564(3) 0.01875(19) Uani 1 1 d . . . . .
H18 H 0.3184 1.0845 0.0429 0.022 Uiso 1 1 calc R U . . .
C19 C 0.42287(5) 1.07728(15) 0.04498(3) 0.01911(19) Uani 1 1 d . . . . .
H19 H 0.4296 1.1753 0.0254 0.023 Uiso 1 1 calc R U . . .
C20 C 0.47947(5) 0.98847(13) 0.06314(3) 0.01659(18) Uani 1 1 d . . . . .
H20 H 0.5242 1.0230 0.0558 0.020 Uiso 1 1 calc R U . . .
C21 C 0.46636(5) 0.84427(13) 0.09313(3) 0.01332(16) Uani 1 1 d . . . . .
C22 C 0.47544(5) 0.60941(13) 0.14135(3) 0.01370(16) Uani 1 1 d . . . . .
H22 H 0.4949 0.5191 0.1595 0.016 Uiso 1 1 calc R U . . .
C23 C 0.58648(5) 0.73776(14) 0.11114(3) 0.01484(17) Uani 1 1 d . . . . .
H23A H 0.6073 0.6708 0.1355 0.018 Uiso 1 1 calc R U . . .
H23B H 0.6024 0.8664 0.1125 0.018 Uiso 1 1 calc R U . . .
C24 C 0.61135(5) 0.65120(13) 0.06857(3) 0.01380(16) Uani 1 1 d . . . . .
C25 C 0.67546(5) 0.70491(14) 0.05221(3) 0.01688(18) Uani 1 1 d . . . . .
H25 H 0.7005 0.7978 0.0664 0.020 Uiso 1 1 calc R U . . .
C26 C 0.70226(5) 0.62069(15) 0.01478(3) 0.0206(2) Uani 1 1 d . . . . .
H26 H 0.7456 0.6548 0.0045 0.025 Uiso 1 1 calc R U . . .
C27 C 0.66419(6) 0.48536(16) -0.00734(4) 0.0225(2) Uani 1 1 d . . . . .
H27 H 0.6815 0.4313 -0.0328 0.027 Uiso 1 1 calc R U . . .
C28 C 0.60014(6) 0.43110(15) 0.00878(3) 0.02096(19) Uani 1 1 d . . . . .
H28 H 0.5748 0.3398 -0.0058 0.025 Uiso 1 1 calc R U . . .
C29 C 0.57380(5) 0.51333(14) 0.04678(3) 0.01706(18) Uani 1 1 d . . . . .
H29 H 0.5311 0.4761 0.0576 0.020 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C8 1.3871(11) . ?
N1 C7 1.4229(12) . ?
N1 C9 1.4268(11) . ?
N2 C22 1.3767(12) . ?
N2 C21 1.3803(12) . ?
N2 C23 1.4496(12) . ?
O1 C1 1.4130(11) . ?
O2 C8 1.2170(11) . ?
C1 C15 1.5061(13) . ?
C1 C2 1.5069(13) . ?
C1 C8 1.5574(13) . ?
C2 C3 1.3819(13) . ?
C2 C7 1.3938(12) . ?
C3 C4 1.3983(14) . ?
C4 C5 1.3907(14) . ?
C5 C6 1.4016(13) . ?
C6 C7 1.3884(13) . ?
C9 C14 1.3912(13) . ?
C9 C10 1.3924(13) . ?
C10 C11 1.3913(13) . ?
C11 C12 1.3901(16) . ?
C12 C13 1.3896(15) . ?
C13 C14 1.3932(14) . ?
C15 C22 1.3709(13) . ?
C15 C16 1.4428(12) . ?
C16 C17 1.4033(13) . ?
C16 C21 1.4164(13) . ?
C17 C18 1.3845(13) . ?
C18 C19 1.4061(15) . ?
C19 C20 1.3838(14) . ?
C20 C21 1.4004(13) . ?
C23 C24 1.5162(13) . ?
C24 C29 1.3935(13) . ?
C24 C25 1.3941(13) . ?
C25 C26 1.3905(14) . ?
C26 C27 1.3910(16) . ?
C27 C28 1.3915(16) . ?
C28 C29 1.3957(14) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C7 110.35(7) . . ?
C8 N1 C9 125.14(8) . . ?
C7 N1 C9 123.92(7) . . ?
C22 N2 C21 108.48(8) . . ?
C22 N2 C23 125.80(8) . . ?
C21 N2 C23 125.20(8) . . ?
O1 C1 C15 109.26(7) . . ?
O1 C1 C2 115.58(8) . . ?
C15 C1 C2 110.89(7) . . ?
O1 C1 C8 110.67(7) . . ?
C15 C1 C8 108.47(7) . . ?
C2 C1 C8 101.60(7) . . ?
C3 C2 C7 120.95(9) . . ?
C3 C2 C1 129.48(8) . . ?
C7 C2 C1 109.56(8) . . ?
C2 C3 C4 118.47(9) . . ?
C5 C4 C3 120.28(9) . . ?
C4 C5 C6 121.57(9) . . ?
C7 C6 C5 117.24(9) . . ?
C6 C7 C2 121.48(8) . . ?
C6 C7 N1 128.82(8) . . ?
C2 C7 N1 109.65(8) . . ?
O2 C8 N1 125.64(9) . . ?
O2 C8 C1 126.62(8) . . ?
N1 C8 C1 107.73(7) . . ?
C14 C9 C10 120.70(9) . . ?
C14 C9 N1 119.20(8) . . ?
C10 C9 N1 120.10(8) . . ?
C11 C10 C9 118.92(9) . . ?
C12 C11 C10 120.89(9) . . ?
C13 C12 C11 119.68(9) . . ?
C12 C13 C14 120.06(9) . . ?
C9 C14 C13 119.69(9) . . ?
C22 C15 C16 106.45(8) . . ?
C22 C15 C1 125.49(8) . . ?
C16 C15 C1 127.84(8) . . ?
C17 C16 C21 118.77(8) . . ?
C17 C16 C15 134.58(9) . . ?
C21 C16 C15 106.65(8) . . ?
C18 C17 C16 118.68(9) . . ?
C17 C18 C19 121.58(9) . . ?
C20 C19 C18 121.25(9) . . ?
C19 C20 C21 117.00(9) . . ?
N2 C21 C20 129.33(9) . . ?
N2 C21 C16 107.96(8) . . ?
C20 C21 C16 122.71(9) . . ?
C15 C22 N2 110.44(8) . . ?
N2 C23 C24 114.21(8) . . ?
C29 C24 C25 119.37(9) . . ?
C29 C24 C23 121.98(8) . . ?
C25 C24 C23 118.56(8) . . ?
C26 C25 C24 120.54(9) . . ?
C25 C26 C27 119.99(10) . . ?
C26 C27 C28 119.77(10) . . ?
C27 C28 C29 120.20(10) . . ?
C24 C29 C28 120.09(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 51.99(13) . . . . ?
C15 C1 C2 C3 -73.04(12) . . . . ?
C8 C1 C2 C3 171.85(9) . . . . ?
O1 C1 C2 C7 -128.61(8) . . . . ?
C15 C1 C2 C7 106.36(9) . . . . ?
C8 C1 C2 C7 -8.76(9) . . . . ?
C7 C2 C3 C4 -0.07(14) . . . . ?
C1 C2 C3 C4 179.26(9) . . . . ?
C2 C3 C4 C5 -0.67(15) . . . . ?
C3 C4 C5 C6 0.42(15) . . . . ?
C4 C5 C6 C7 0.56(14) . . . . ?
C5 C6 C7 C2 -1.31(14) . . . . ?
C5 C6 C7 N1 175.65(9) . . . . ?
C3 C2 C7 C6 1.10(14) . . . . ?
C1 C2 C7 C6 -178.36(8) . . . . ?
C3 C2 C7 N1 -176.39(8) . . . . ?
C1 C2 C7 N1 4.15(10) . . . . ?
C8 N1 C7 C6 -174.13(9) . . . . ?
C9 N1 C7 C6 -2.57(15) . . . . ?
C8 N1 C7 C2 3.13(10) . . . . ?
C9 N1 C7 C2 174.68(8) . . . . ?
C7 N1 C8 O2 172.17(9) . . . . ?
C9 N1 C8 O2 0.74(15) . . . . ?
C7 N1 C8 C1 -8.77(10) . . . . ?
C9 N1 C8 C1 179.80(8) . . . . ?
O1 C1 C8 O2 -47.18(12) . . . . ?
C15 C1 C8 O2 72.66(12) . . . . ?
C2 C1 C8 O2 -170.45(9) . . . . ?
O1 C1 C8 N1 133.77(8) . . . . ?
C15 C1 C8 N1 -106.39(8) . . . . ?
C2 C1 C8 N1 10.50(9) . . . . ?
C8 N1 C9 C14 -137.72(10) . . . . ?
C7 N1 C9 C14 51.97(13) . . . . ?
C8 N1 C9 C10 43.18(13) . . . . ?
C7 N1 C9 C10 -127.13(10) . . . . ?
C14 C9 C10 C11 -1.03(14) . . . . ?
N1 C9 C10 C11 178.06(9) . . . . ?
C9 C10 C11 C12 -1.08(15) . . . . ?
C10 C11 C12 C13 1.79(16) . . . . ?
C11 C12 C13 C14 -0.39(15) . . . . ?
C10 C9 C14 C13 2.40(14) . . . . ?
N1 C9 C14 C13 -176.70(9) . . . . ?
C12 C13 C14 C9 -1.68(15) . . . . ?
O1 C1 C15 C22 -141.52(9) . . . . ?
C2 C1 C15 C22 -13.00(13) . . . . ?
C8 C1 C15 C22 97.75(10) . . . . ?
O1 C1 C15 C16 44.69(12) . . . . ?
C2 C1 C15 C16 173.21(9) . . . . ?
C8 C1 C15 C16 -76.04(11) . . . . ?
C22 C15 C16 C17 179.26(10) . . . . ?
C1 C15 C16 C17 -6.00(17) . . . . ?
C22 C15 C16 C21 -0.11(10) . . . . ?
C1 C15 C16 C21 174.62(9) . . . . ?
C21 C16 C17 C18 -1.13(13) . . . . ?
C15 C16 C17 C18 179.55(10) . . . . ?
C16 C17 C18 C19 1.15(15) . . . . ?
C17 C18 C19 C20 0.06(16) . . . . ?
C18 C19 C20 C21 -1.21(15) . . . . ?
C22 N2 C21 C20 -178.89(9) . . . . ?
C23 N2 C21 C20 -6.83(15) . . . . ?
C22 N2 C21 C16 1.28(10) . . . . ?
C23 N2 C21 C16 173.35(8) . . . . ?
C19 C20 C21 N2 -178.58(9) . . . . ?
C19 C20 C21 C16 1.22(14) . . . . ?
C17 C16 C21 N2 179.79(8) . . . . ?
C15 C16 C21 N2 -0.72(10) . . . . ?
C17 C16 C21 C20 -0.05(14) . . . . ?
C15 C16 C21 C20 179.44(8) . . . . ?
C16 C15 C22 N2 0.92(10) . . . . ?
C1 C15 C22 N2 -173.97(8) . . . . ?
C21 N2 C22 C15 -1.40(11) . . . . ?
C23 N2 C22 C15 -173.40(8) . . . . ?
C22 N2 C23 C24 99.92(10) . . . . ?
C21 N2 C23 C24 -70.79(12) . . . . ?
N2 C23 C24 C29 -27.04(13) . . . . ?
N2 C23 C24 C25 156.39(9) . . . . ?
C29 C24 C25 C26 -0.71(14) . . . . ?
C23 C24 C25 C26 175.96(9) . . . . ?
C24 C25 C26 C27 1.80(15) . . . . ?
C25 C26 C27 C28 -1.75(16) . . . . ?
C26 C27 C28 C29 0.63(16) . . . . ?
C25 C24 C29 C28 -0.41(14) . . . . ?
C23 C24 C29 C28 -176.96(9) . . . . ?
C27 C28 C29 C24 0.45(16) . . . . ?

_refine_diff_density_max         0.529
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.058
####################################################################### 
# 
# 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_mo_PEMP424_2c_0m
_database_code_depnum_ccdc_archive 'CCDC 1523650'
_audit_update_record             
;
2017-07-27 deposited with the CCDC.
2017-09-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H17 F3 N2 O2'
_chemical_formula_weight         422.39
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_space_group_IT_number           7
_symmetry_space_group_name_H-M   Pn
_space_group_name_Hall           'P -2yac'

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

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

_cell_length_a                   9.8771(10)
_cell_length_b                   10.6875(10)
_cell_length_c                   36.521(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.428(3)
_cell_angle_gamma                90
_cell_volume                     3831.0(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9881
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      29.97

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.114
_shelx_estimated_absorpt_T_min   0.956
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.764
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus source E025 IuS'
_diffrn_source_type              'Bruker APEX DUO'
_diffrn_source_power             50
_diffrn_source_current           0.6
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            52225
_diffrn_reflns_av_unetI/netI     0.0847
_diffrn_reflns_av_R_equivalents  0.0707
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_theta_min         1.122
_diffrn_reflns_theta_max         30.171
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.872
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             19790
_reflns_number_gt                17486
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.895
_reflns_Friedel_fraction_max     0.825
_reflns_Friedel_fraction_full    0.992

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2 v2014.9-0'
_computing_cell_refinement       'Bruker APEX2 v2014.9-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1099P)²+8.1635P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 6591 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_chemical_absolute_configuration ad
_refine_ls_abs_structure_Flack   0.2(3)
_refine_ls_number_reflns         19790
_refine_ls_number_parameters     1169
_refine_ls_number_restraints     2056
_refine_ls_R_factor_all          0.0938
_refine_ls_R_factor_gt           0.0850
_refine_ls_wR_factor_ref         0.2302
_refine_ls_wR_factor_gt          0.2226
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N -0.0098(5) 0.6046(4) 0.37295(12) 0.0108(8) Uani 1 1 d . U . . .
N2A N 0.1652(5) 0.6483(4) 0.24075(13) 0.0126(8) Uani 1 1 d . U . . .
H2A H 0.2047 0.7046 0.2279 0.015 Uiso 1 1 calc R U . . .
O1A O 0.0960(4) 0.3603(3) 0.33119(11) 0.0111(7) Uani 1 1 d . U . . .
H1A H 0.1713 0.3307 0.3268 0.017 Uiso 1 1 calc R U . . .
O2A O -0.1511(4) 0.5113(3) 0.32671(10) 0.0111(7) Uani 1 1 d . U . . .
C1A C 0.0982(5) 0.4944(4) 0.32756(13) 0.0074(8) Uani 1 1 d . U . . .
C2A C 0.2004(5) 0.5534(5) 0.35616(14) 0.0094(9) Uani 1 1 d . U . . .
C3A C 0.3400(6) 0.5481(5) 0.35824(15) 0.0131(10) Uani 1 1 d . U . . .
H3A H 0.3833 0.5065 0.3397 0.016 Uiso 1 1 calc R U . . .
C4A C 0.4170(6) 0.6046(5) 0.38798(16) 0.0163(10) Uani 1 1 d . U . . .
H4A H 0.5136 0.6013 0.3900 0.020 Uiso 1 1 calc R U . . .
C5A C 0.3521(6) 0.6661(5) 0.41481(16) 0.0163(10) Uani 1 1 d . U . . .
H5A H 0.4059 0.7051 0.4348 0.020 Uiso 1 1 calc R U . . .
C6A C 0.2095(6) 0.6722(5) 0.41308(15) 0.0132(10) Uani 1 1 d . U . . .
C7A C 0.1330(5) 0.6150(5) 0.38298(15) 0.0116(9) Uani 1 1 d . U . . .
C8A C -0.0366(5) 0.5356(5) 0.34134(14) 0.0094(9) Uani 1 1 d . U . . .
C9A C 0.1512(7) 0.7361(6) 0.44395(18) 0.0212(12) Uani 1 1 d . U . . .
C10A C -0.1234(6) 0.6493(5) 0.39175(15) 0.0143(10) Uani 1 1 d . U . . .
H10A H -0.2020 0.6663 0.3731 0.017 Uiso 1 1 calc R U . . .
H10B H -0.0969 0.7293 0.4042 0.017 Uiso 1 1 calc R U . . .
C11A C -0.1676(6) 0.5583(6) 0.42009(15) 0.0157(10) Uani 1 1 d . U . . .
C12A C -0.1196(7) 0.4364(6) 0.42361(18) 0.0211(12) Uani 1 1 d . U . . .
H12A H -0.0543 0.4077 0.4083 0.025 Uiso 1 1 calc R U . . .
C13A C -0.1667(7) 0.3549(6) 0.44966(19) 0.0255(13) Uani 1 1 d . U . . .
H13A H -0.1322 0.2720 0.4522 0.031 Uiso 1 1 calc R U . . .
C14A C -0.2627(7) 0.3955(7) 0.47148(19) 0.0267(13) Uani 1 1 d . U . . .
H14A H -0.2962 0.3397 0.4886 0.032 Uiso 1 1 calc R U . . .
C15A C -0.3101(7) 0.5151(7) 0.46870(19) 0.0273(13) Uani 1 1 d . U . . .
H15A H -0.3762 0.5423 0.4840 0.033 Uiso 1 1 calc R U . . .
C16A C -0.2621(7) 0.5982(7) 0.44349(18) 0.0236(12) Uani 1 1 d . U . . .
H16A H -0.2937 0.6821 0.4423 0.028 Uiso 1 1 calc R U . . .
C17A C 0.1080(5) 0.5371(5) 0.28855(14) 0.0089(9) Uani 1 1 d . U . . .
C18A C 0.0337(5) 0.4886(5) 0.25608(13) 0.0086(9) Uani 1 1 d . U . . .
C19A C -0.0584(5) 0.3886(5) 0.24833(15) 0.0120(9) Uani 1 1 d . U . . .
H19A H -0.0859 0.3381 0.2676 0.014 Uiso 1 1 calc R U . . .
C20A C -0.1080(6) 0.3660(5) 0.21167(16) 0.0159(10) Uani 1 1 d . U . . .
H20A H -0.1685 0.2978 0.2060 0.019 Uiso 1 1 calc R U . . .
C21A C -0.0706(6) 0.4418(6) 0.18276(16) 0.0159(10) Uani 1 1 d . U . . .
H21A H -0.1079 0.4249 0.1581 0.019 Uiso 1 1 calc R U . . .
C22A C 0.0198(5) 0.5405(5) 0.18976(15) 0.0131(10) Uani 1 1 d . U . . .
H22A H 0.0454 0.5919 0.1705 0.016 Uiso 1 1 calc R U . . .
C23A C 0.0712(5) 0.5607(5) 0.22631(15) 0.0110(9) Uani 1 1 d . U . . .
C24A C 0.1873(6) 0.6337(5) 0.27824(15) 0.0127(10) Uani 1 1 d . U . . .
H24A H 0.2478 0.6825 0.2945 0.015 Uiso 1 1 calc R U . . .
F1A F 0.0699(4) 0.6598(4) 0.46157(11) 0.0293(9) Uani 1 1 d . U . . .
F2A F 0.0737(5) 0.8367(4) 0.43254(14) 0.0355(10) Uani 1 1 d . U . . .
F3A F 0.2464(4) 0.7780(5) 0.46958(12) 0.0360(10) Uani 1 1 d . U . . .
N1B N 0.4919(5) 0.1375(4) 0.36899(13) 0.0110(8) Uani 1 1 d . U . . .
N2B N 0.6693(5) 0.1184(4) 0.23778(13) 0.0125(8) Uani 1 1 d . U . . .
H2B H 0.7095 0.0638 0.2246 0.015 Uiso 1 1 calc R U . . .
O1B O 0.5962(4) 0.3930(3) 0.33128(11) 0.0116(7) Uani 1 1 d . U . . .
H1B H 0.6730 0.4234 0.3288 0.017 Uiso 1 1 calc R U . . .
O2B O 0.3495(4) 0.2410(4) 0.32471(10) 0.0118(7) Uani 1 1 d . U . . .
C1B C 0.5995(5) 0.2601(5) 0.32609(15) 0.0105(9) Uani 1 1 d . U . . .
C2B C 0.7012(5) 0.1958(5) 0.35361(14) 0.0102(9) Uani 1 1 d . U . . .
C3B C 0.8410(6) 0.2011(5) 0.35582(15) 0.0128(10) Uani 1 1 d . U . . .
H3B H 0.8842 0.2489 0.3385 0.015 Uiso 1 1 calc R U . . .
C4B C 0.9183(6) 0.1357(5) 0.38363(16) 0.0154(10) Uani 1 1 d . U . . .
H4B H 1.0149 0.1390 0.3857 0.018 Uiso 1 1 calc R U . . .
C5B C 0.8526(6) 0.0650(5) 0.40861(16) 0.0161(10) Uani 1 1 d . U . . .
H5B H 0.9060 0.0204 0.4275 0.019 Uiso 1 1 calc R U . . .
C6B C 0.7111(6) 0.0582(5) 0.40653(16) 0.0141(10) Uani 1 1 d . U . . .
C7B C 0.6344(5) 0.1250(5) 0.37860(15) 0.0118(9) Uani 1 1 d . U . . .
C8B C 0.4632(5) 0.2145(5) 0.33854(14) 0.0100(9) Uani 1 1 d . U . . .
C9B C 0.6520(7) -0.0185(6) 0.43517(18) 0.0221(12) Uani 1 1 d . U . . .
C10B C 0.3790(6) 0.0816(5) 0.38530(14) 0.0159(10) Uani 1 1 d D U . . .
H10C H 0.4076 -0.0028 0.3942 0.019 Uiso 1 1 calc R U . A 1
H10D H 0.3028 0.0703 0.3655 0.019 Uiso 1 1 calc R U . A 1
C11B C 0.325(3) 0.1495(10) 0.4162(5) 0.0170(12) Uani 0.5 1 d D U P B 1
C12B C 0.2605(14) 0.0776(12) 0.4409(3) 0.020(2) Uani 0.5 1 d D U P B 1
H12B H 0.2604 -0.0111 0.4393 0.024 Uiso 0.5 1 calc R U P B 1
C13B C 0.1951(14) 0.1379(14) 0.4683(3) 0.021(2) Uani 0.5 1 d D U P B 1
H13B H 0.1519 0.0905 0.4856 0.026 Uiso 0.5 1 calc R U P B 1
C14B C 0.1945(14) 0.2653(14) 0.4695(3) 0.019(2) Uani 0.5 1 d D U P B 1
H14B H 0.1487 0.3058 0.4877 0.023 Uiso 0.5 1 calc R U P B 1
C15B C 0.2571(16) 0.3364(12) 0.4456(3) 0.025(2) Uani 0.5 1 d D U P B 1
H15B H 0.2559 0.4250 0.4475 0.030 Uiso 0.5 1 calc R U P B 1
C16B C 0.3238(15) 0.2791(11) 0.4178(3) 0.020(2) Uani 0.5 1 d D U P B 1
H16B H 0.3665 0.3280 0.4007 0.024 Uiso 0.5 1 calc R U P B 1
C11' C 0.328(3) 0.1659(10) 0.4152(5) 0.0170(12) Uani 0.5 1 d D U P B 2
C12' C 0.2414(15) 0.1147(14) 0.4391(4) 0.024(2) Uani 0.5 1 d D U P B 2
H12' H 0.2183 0.0284 0.4371 0.029 Uiso 0.5 1 calc R U P B 2
C13' C 0.1878(14) 0.1879(15) 0.4659(4) 0.024(2) Uani 0.5 1 d D U P B 2
H13' H 0.1318 0.1509 0.4825 0.029 Uiso 0.5 1 calc R U P B 2
C14' C 0.2167(14) 0.3126(14) 0.4680(3) 0.021(2) Uani 0.5 1 d D U P B 2
H14' H 0.1735 0.3643 0.4844 0.026 Uiso 0.5 1 calc R U P B 2
C15' C 0.3072(16) 0.3633(11) 0.4468(3) 0.024(2) Uani 0.5 1 d D U P B 2
H15' H 0.3320 0.4488 0.4500 0.029 Uiso 0.5 1 calc R U P B 2
C16' C 0.3649(16) 0.2915(11) 0.4202(3) 0.022(2) Uani 0.5 1 d D U P B 2
H16' H 0.4286 0.3283 0.4058 0.026 Uiso 0.5 1 calc R U P B 2
C17B C 0.6096(5) 0.2233(5) 0.28659(14) 0.0092(9) Uani 1 1 d . U . . .
C18B C 0.5352(5) 0.2757(5) 0.25424(15) 0.0115(9) Uani 1 1 d . U . . .
C19B C 0.4431(5) 0.3755(5) 0.24720(16) 0.0128(10) Uani 1 1 d . U . . .
H19B H 0.4150 0.4235 0.2669 0.015 Uiso 1 1 calc R U . . .
C20B C 0.3940(6) 0.4027(5) 0.21111(17) 0.0165(10) Uani 1 1 d . U . . .
H20B H 0.3319 0.4701 0.2061 0.020 Uiso 1 1 calc R U . . .
C21B C 0.4347(6) 0.3319(5) 0.18143(16) 0.0161(11) Uani 1 1 d . U . . .
H21B H 0.3989 0.3522 0.1569 0.019 Uiso 1 1 calc R U . . .
C22B C 0.5258(6) 0.2339(5) 0.18756(15) 0.0131(10) Uani 1 1 d . U . . .
H22B H 0.5533 0.1864 0.1677 0.016 Uiso 1 1 calc R U . . .
C23B C 0.5757(5) 0.2074(5) 0.22397(15) 0.0110(9) Uani 1 1 d . U . . .
C24B C 0.6891(6) 0.1291(5) 0.27512(15) 0.0121(9) Uani 1 1 d . U . . .
H24B H 0.7494 0.0786 0.2909 0.014 Uiso 1 1 calc R U . . .
F1B F 0.7470(4) -0.0670(4) 0.45984(12) 0.0296(9) Uani 1 1 d . U . . .
F2B F 0.5657(4) 0.0446(4) 0.45393(11) 0.0297(9) Uani 1 1 d . U . . .
F3B F 0.5800(4) -0.1179(4) 0.42048(13) 0.0322(10) Uani 1 1 d . U . . .
N1C N 0.3865(5) 0.8948(4) 0.61891(14) 0.0136(9) Uani 1 1 d . U . . .
N2C N 0.6723(5) 0.8491(5) 0.75357(14) 0.0156(9) Uani 1 1 d . U . . .
H2C H 0.7228 0.7941 0.7668 0.019 Uiso 1 1 calc R U . . .
O1C O 0.5306(4) 1.1292(3) 0.66212(11) 0.0127(7) Uani 1 1 d . U . . .
H1C H 0.6104 1.1565 0.6622 0.019 Uiso 1 1 calc R U . . .
O2C O 0.2856(4) 0.9724(4) 0.66792(11) 0.0138(7) Uani 1 1 d . U . . .
C1C C 0.5343(5) 0.9954(5) 0.66620(15) 0.0116(9) Uani 1 1 d . U . . .
C2C C 0.6120(5) 0.9352(5) 0.63733(15) 0.0115(9) Uani 1 1 d . U . . .
C3C C 0.7509(6) 0.9358(5) 0.63554(16) 0.0152(10) Uani 1 1 d . U . . .
H3C H 0.8108 0.9736 0.6545 0.018 Uiso 1 1 calc R U . . .
C4C C 0.8018(6) 0.8802(6) 0.60538(17) 0.0194(11) Uani 1 1 d . U . . .
H4C H 0.8973 0.8757 0.6043 0.023 Uiso 1 1 calc R U . . .
C5C C 0.7118(6) 0.8314(6) 0.57684(16) 0.0173(11) Uani 1 1 d . U . . .
H5C H 0.7473 0.7964 0.5560 0.021 Uiso 1 1 calc R U . . .
C6C C 0.5717(6) 0.8323(5) 0.57795(16) 0.0148(10) Uani 1 1 d . U . . .
C7C C 0.5209(6) 0.8830(5) 0.60895(16) 0.0142(10) Uani 1 1 d . U . . .
C8C C 0.3867(5) 0.9555(5) 0.65247(15) 0.0109(9) Uani 1 1 d . U . . .
C9C C 0.4838(6) 0.7950(6) 0.54315(17) 0.0193(11) Uani 1 1 d . U . . .
C10C C 0.2635(6) 0.8298(6) 0.60287(17) 0.0170(10) Uani 1 1 d . U . . .
H10E H 0.2132 0.8005 0.6232 0.020 Uiso 1 1 calc R U . . .
H10F H 0.2915 0.7548 0.5897 0.020 Uiso 1 1 calc R U . . .
C11C C 0.1674(6) 0.9050(5) 0.57660(16) 0.0149(10) Uani 1 1 d . U . . .
C12C C 0.0917(6) 0.8438(6) 0.54698(17) 0.0190(11) Uani 1 1 d . U . . .
H12C H 0.1088 0.7580 0.5425 0.023 Uiso 1 1 calc R U . . .
C13C C -0.0078(6) 0.9070(6) 0.52414(17) 0.0201(11) Uani 1 1 d . U . . .
H13C H -0.0571 0.8644 0.5040 0.024 Uiso 1 1 calc R U . . .
C14C C -0.0355(7) 1.0319(6) 0.53059(17) 0.0214(12) Uani 1 1 d . U . . .
H14C H -0.1060 1.0744 0.5157 0.026 Uiso 1 1 calc R U . . .
C15C C 0.0412(7) 1.0937(6) 0.55910(18) 0.0240(12) Uani 1 1 d . U . . .
H15C H 0.0253 1.1800 0.5631 0.029 Uiso 1 1 calc R U . . .
C16C C 0.1416(7) 1.0308(6) 0.58204(17) 0.0203(11) Uani 1 1 d . U . . .
H16C H 0.1928 1.0746 0.6016 0.024 Uiso 1 1 calc R U . . .
C17C C 0.5747(5) 0.9550(5) 0.70485(15) 0.0127(9) Uani 1 1 d . U . . .
C18C C 0.5289(5) 1.0086(5) 0.73774(15) 0.0121(9) Uani 1 1 d . U . . .
C19C C 0.4440(5) 1.1089(5) 0.74474(15) 0.0125(10) Uani 1 1 d . U . . .
H19C H 0.4002 1.1573 0.7251 0.015 Uiso 1 1 calc R U . . .
C20C C 0.4250(6) 1.1363(5) 0.78131(16) 0.0170(11) Uani 1 1 d . U . . .
H20C H 0.3680 1.2041 0.7865 0.020 Uiso 1 1 calc R U . . .
C21C C 0.4891(6) 1.0647(6) 0.81032(17) 0.0181(11) Uani 1 1 d . U . . .
H21C H 0.4752 1.0855 0.8349 0.022 Uiso 1 1 calc R U . . .
C22C C 0.5717(6) 0.9651(5) 0.80414(16) 0.0165(10) Uani 1 1 d . U . . .
H22C H 0.6137 0.9162 0.8240 0.020 Uiso 1 1 calc R U . . .
C23C C 0.5918(5) 0.9383(5) 0.76755(15) 0.0132(10) Uani 1 1 d . U . . .
C24C C 0.6618(6) 0.8588(5) 0.71610(16) 0.0149(10) Uani 1 1 d . U . . .
H24C H 0.7076 0.8071 0.7003 0.018 Uiso 1 1 calc R U . . .
F1C F 0.3899(4) 0.8820(4) 0.53245(10) 0.0217(8) Uani 1 1 d . U . . .
F2C F 0.4158(4) 0.6862(4) 0.54588(12) 0.0283(9) Uani 1 1 d . U . . .
F3C F 0.5569(4) 0.7790(4) 0.51442(11) 0.0318(9) Uani 1 1 d . U . . .
N1D N 0.8955(5) 0.3577(4) 0.63115(13) 0.0116(8) Uani 1 1 d . U . . .
N2D N 1.1727(5) 0.3796(5) 0.76136(13) 0.0141(9) Uani 1 1 d . U . . .
H2D H 1.2227 0.4354 0.7744 0.017 Uiso 1 1 calc R U . . .
O1D O 1.0265(4) 0.0984(3) 0.66940(11) 0.0109(7) Uani 1 1 d . U . . .
H1D H 1.1031 0.0703 0.6656 0.016 Uiso 1 1 calc R U . . .
O2D O 0.7859(4) 0.2538(4) 0.67448(11) 0.0118(7) Uani 1 1 d . U . . .
C1D C 1.0348(5) 0.2307(5) 0.67419(14) 0.0107(9) Uani 1 1 d . U . . .
C2D C 1.1165(5) 0.2926(5) 0.64646(14) 0.0105(9) Uani 1 1 d . U . . .
C3D C 1.2532(6) 0.2801(5) 0.64353(15) 0.0138(10) Uani 1 1 d . U . . .
H3D H 1.3099 0.2325 0.6611 0.017 Uiso 1 1 calc R U . . .
C4D C 1.3070(6) 0.3384(5) 0.61439(15) 0.0140(10) Uani 1 1 d . U . . .
H4D H 1.4008 0.3290 0.6114 0.017 Uiso 1 1 calc R U . . .
C5D C 1.2242(6) 0.4098(5) 0.58982(16) 0.0154(10) Uani 1 1 d . U . . .
H5D H 1.2626 0.4504 0.5703 0.018 Uiso 1 1 calc R U . . .
C6D C 1.0857(6) 0.4243(5) 0.59277(16) 0.0146(10) Uani 1 1 d . U . . .
C7D C 1.0306(5) 0.3639(5) 0.62159(15) 0.0121(9) Uani 1 1 d . U . . .
C8D C 0.8905(5) 0.2795(5) 0.66111(14) 0.0087(9) Uani 1 1 d . U . . .
C9D C 1.0045(7) 0.4981(6) 0.56338(18) 0.0216(12) Uani 1 1 d . U . . .
C10D C 0.7741(6) 0.4240(5) 0.61632(15) 0.0138(10) Uani 1 1 d . U . . .
H10G H 0.8016 0.5035 0.6054 0.017 Uiso 1 1 calc R U . . .
H10H H 0.7208 0.4452 0.6369 0.017 Uiso 1 1 calc R U . . .
C11D C 0.6833(6) 0.3535(5) 0.58756(16) 0.0148(10) Uani 1 1 d . U . . .
C12D C 0.6935(7) 0.2255(6) 0.58180(18) 0.0213(12) Uani 1 1 d . U . . .
H12D H 0.7596 0.1778 0.5967 0.026 Uiso 1 1 calc R U . . .
C13D C 0.6068(7) 0.1670(7) 0.5542(2) 0.0270(13) Uani 1 1 d . U . . .
H13D H 0.6146 0.0794 0.5504 0.032 Uiso 1 1 calc R U . . .
C14D C 0.5115(7) 0.2338(6) 0.53277(18) 0.0241(12) Uani 1 1 d . U . . .
H14D H 0.4521 0.1927 0.5143 0.029 Uiso 1 1 calc R U . . .
C15D C 0.5007(7) 0.3630(7) 0.53779(18) 0.0234(12) Uani 1 1 d . U . . .
H15D H 0.4347 0.4101 0.5227 0.028 Uiso 1 1 calc R U . . .
C16D C 0.5877(6) 0.4219(6) 0.56520(17) 0.0192(11) Uani 1 1 d . U . . .
H16D H 0.5813 0.5098 0.5686 0.023 Uiso 1 1 calc R U . . .
C17D C 1.0771(5) 0.2706(5) 0.71281(14) 0.0100(9) Uani 1 1 d . U . . .
C18D C 1.0284(5) 0.2207(5) 0.74595(14) 0.0098(9) Uani 1 1 d . U . . .
C19D C 0.9415(5) 0.1218(5) 0.75273(14) 0.0111(9) Uani 1 1 d . U . . .
H19D H 0.8975 0.0736 0.7330 0.013 Uiso 1 1 calc R U . . .
C20D C 0.9213(6) 0.0962(5) 0.78920(16) 0.0149(10) Uani 1 1 d . U . . .
H20D H 0.8645 0.0282 0.7944 0.018 Uiso 1 1 calc R U . . .
C21D C 0.9839(6) 0.1696(6) 0.81850(16) 0.0164(10) Uani 1 1 d . U . . .
H21D H 0.9672 0.1512 0.8430 0.020 Uiso 1 1 calc R U . . .
C22D C 1.0694(6) 0.2683(5) 0.81200(15) 0.0136(10) Uani 1 1 d . U . . .
H22D H 1.1117 0.3178 0.8316 0.016 Uiso 1 1 calc R U . . .
C23D C 1.0909(5) 0.2921(5) 0.77540(15) 0.0108(9) Uani 1 1 d . U . . .
C24D C 1.1647(5) 0.3666(5) 0.72408(15) 0.0116(9) Uani 1 1 d . U . . .
H24D H 1.2125 0.4165 0.7082 0.014 Uiso 1 1 calc R U . . .
F1D F 0.9538(5) 0.6054(4) 0.57600(13) 0.0357(10) Uani 1 1 d . U . . .
F2D F 0.8963(4) 0.4346(5) 0.54752(12) 0.0328(10) Uani 1 1 d . U . . .
F3D F 1.0763(4) 0.5302(4) 0.53579(11) 0.0284(9) Uani 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1A C8A 1.370(7) . ?
N1A C7A 1.421(7) . ?
N1A C10A 1.460(7) . ?
N2A C24A 1.371(7) . ?
N2A C23A 1.381(7) . ?
N2A H2A 0.8800 . ?
O1A C1A 1.440(6) . ?
O1A H1A 0.8400 . ?
O2A C8A 1.223(6) . ?
C1A C2A 1.507(7) . ?
C1A C17A 1.509(7) . ?
C1A C8A 1.540(7) . ?
C2A C3A 1.374(7) . ?
C2A C7A 1.408(7) . ?
C3A C4A 1.392(8) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.394(8) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.405(8) . ?
C5A H5A 0.9500 . ?
C6A C7A 1.403(7) . ?
C6A C9A 1.488(8) . ?
C9A F3A 1.328(7) . ?
C9A F1A 1.356(8) . ?
C9A F2A 1.358(8) . ?
C10A C11A 1.520(8) . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
C11A C12A 1.388(8) . ?
C11A C16A 1.400(8) . ?
C12A C13A 1.407(9) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.376(9) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.361(10) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.399(9) . ?
C15A H15A 0.9500 . ?
C16A H16A 0.9500 . ?
C17A C24A 1.373(7) . ?
C17A C18A 1.421(7) . ?
C18A C19A 1.411(7) . ?
C18A C23A 1.416(7) . ?
C19A C20A 1.394(8) . ?
C19A H19A 0.9500 . ?
C20A C21A 1.413(8) . ?
C20A H20A 0.9500 . ?
C21A C22A 1.387(8) . ?
C21A H21A 0.9500 . ?
C22A C23A 1.391(7) . ?
C22A H22A 0.9500 . ?
C24A H24A 0.9500 . ?
N1B C8B 1.387(7) . ?
N1B C7B 1.419(7) . ?
N1B C10B 1.451(7) . ?
N2B C24B 1.361(7) . ?
N2B C23B 1.382(7) . ?
N2B H2B 0.8800 . ?
O1B C1B 1.433(6) . ?
O1B H1B 0.8400 . ?
O2B C8B 1.213(6) . ?
C1B C2B 1.505(7) . ?
C1B C17B 1.509(7) . ?
C1B C8B 1.547(7) . ?
C2B C3B 1.376(7) . ?
C2B C7B 1.405(7) . ?
C3B C4B 1.389(8) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.399(8) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.393(8) . ?
C5B H5B 0.9500 . ?
C6B C7B 1.397(8) . ?
C6B C9B 1.498(8) . ?
C9B F1B 1.331(7) . ?
C9B F2B 1.335(8) . ?
C9B F3B 1.355(8) . ?
C10B C11B 1.488(6) . ?
C10B C11' 1.540(6) . ?
C10B H10C 0.9900 . ?
C10B H10D 0.9900 . ?
C11B C16B 1.387(12) . ?
C11B C12B 1.395(11) . ?
C12B C13B 1.405(14) . ?
C12B H12B 0.9500 . ?
C13B C14B 1.362(17) . ?
C13B H13B 0.9500 . ?
C14B C15B 1.359(16) . ?
C14B H14B 0.9500 . ?
C15B C16B 1.409(12) . ?
C15B H15B 0.9500 . ?
C16B H16B 0.9500 . ?
C11' C16' 1.397(12) . ?
C11' C12' 1.404(11) . ?
C12' C13' 1.403(14) . ?
C12' H12' 0.9500 . ?
C13' C14' 1.363(17) . ?
C13' H13' 0.9500 . ?
C14' C15' 1.360(16) . ?
C14' H14' 0.9500 . ?
C15' C16' 1.407(12) . ?
C15' H15' 0.9500 . ?
C16' H16' 0.9500 . ?
C17B C24B 1.371(7) . ?
C17B C18B 1.434(7) . ?
C18B C19B 1.407(7) . ?
C18B C23B 1.419(7) . ?
C19B C20B 1.383(8) . ?
C19B H19B 0.9500 . ?
C20B C21B 1.416(8) . ?
C20B H20B 0.9500 . ?
C21B C22B 1.382(8) . ?
C21B H21B 0.9500 . ?
C22B C23B 1.395(7) . ?
C22B H22B 0.9500 . ?
C24B H24B 0.9500 . ?
N1C C8C 1.387(7) . ?
N1C C7C 1.421(7) . ?
N1C C10C 1.464(7) . ?
N2C C24C 1.364(7) . ?
N2C C23C 1.376(7) . ?
N2C H2C 0.8800 . ?
O1C C1C 1.438(6) . ?
O1C H1C 0.8400 . ?
O2C C8C 1.214(7) . ?
C1C C17C 1.487(7) . ?
C1C C2C 1.516(8) . ?
C1C C8C 1.547(7) . ?
C2C C3C 1.380(8) . ?
C2C C7C 1.409(8) . ?
C3C C4C 1.394(8) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.393(9) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.389(8) . ?
C5C H5C 0.9500 . ?
C6C C7C 1.398(8) . ?
C6C C9C 1.510(8) . ?
C9C F1C 1.340(7) . ?
C9C F3C 1.349(7) . ?
C9C F2C 1.351(7) . ?
C10C C11C 1.505(8) . ?
C10C H10E 0.9900 . ?
C10C H10F 0.9900 . ?
C11C C16C 1.386(8) . ?
C11C C12C 1.405(8) . ?
C12C C13C 1.391(9) . ?
C12C H12C 0.9500 . ?
C13C C14C 1.388(9) . ?
C13C H13C 0.9500 . ?
C14C C15C 1.385(9) . ?
C14C H14C 0.9500 . ?
C15C C16C 1.397(9) . ?
C15C H15C 0.9500 . ?
C16C H16C 0.9500 . ?
C17C C24C 1.374(8) . ?
C17C C18C 1.448(8) . ?
C18C C19C 1.402(8) . ?
C18C C23C 1.408(7) . ?
C19C C20C 1.400(8) . ?
C19C H19C 0.9500 . ?
C20C C21C 1.399(8) . ?
C20C H20C 0.9500 . ?
C21C C22C 1.376(9) . ?
C21C H21C 0.9500 . ?
C22C C23C 1.402(8) . ?
C22C H22C 0.9500 . ?
C24C H24C 0.9500 . ?
N1D C8D 1.382(7) . ?
N1D C7D 1.418(7) . ?
N1D C10D 1.445(7) . ?
N2D C24D 1.362(7) . ?
N2D C23D 1.372(7) . ?
N2D H2D 0.8800 . ?
O1D C1D 1.426(6) . ?
O1D H1D 0.8400 . ?
O2D C8D 1.222(6) . ?
C1D C17D 1.488(7) . ?
C1D C2D 1.516(7) . ?
C1D C8D 1.542(7) . ?
C2D C3D 1.373(7) . ?
C2D C7D 1.397(8) . ?
C3D C4D 1.390(8) . ?
C3D H3D 0.9500 . ?
C4D C5D 1.375(8) . ?
C4D H4D 0.9500 . ?
C5D C6D 1.393(8) . ?
C5D H5D 0.9500 . ?
C6D C7D 1.396(8) . ?
C6D C9D 1.492(8) . ?
C9D F3D 1.341(7) . ?
C9D F2D 1.341(8) . ?
C9D F1D 1.353(8) . ?
C10D C11D 1.504(8) . ?
C10D H10G 0.9900 . ?
C10D H10H 0.9900 . ?
C11D C16D 1.386(8) . ?
C11D C12D 1.389(8) . ?
C12D C13D 1.395(9) . ?
C12D H12D 0.9500 . ?
C13D C14D 1.358(10) . ?
C13D H13D 0.9500 . ?
C14D C15D 1.398(10) . ?
C14D H14D 0.9500 . ?
C15D C16D 1.395(9) . ?
C15D H15D 0.9500 . ?
C16D H16D 0.9500 . ?
C17D C24D 1.376(7) . ?
C17D C18D 1.453(7) . ?
C18D C19D 1.400(7) . ?
C18D C23D 1.404(7) . ?
C19D C20D 1.396(7) . ?
C19D H19D 0.9500 . ?
C20D C21D 1.412(8) . ?
C20D H20D 0.9500 . ?
C21D C22D 1.388(8) . ?
C21D H21D 0.9500 . ?
C22D C23D 1.400(7) . ?
C22D H22D 0.9500 . ?
C24D H24D 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
C8A N1A C7A 110.6(4) . . ?
C8A N1A C10A 119.1(4) . . ?
C7A N1A C10A 130.2(4) . . ?
C24A N2A C23A 109.2(4) . . ?
C24A N2A H2A 125.4 . . ?
C23A N2A H2A 125.4 . . ?
C1A O1A H1A 109.5 . . ?
O1A C1A C2A 111.6(4) . . ?
O1A C1A C17A 113.0(4) . . ?
C2A C1A C17A 114.8(4) . . ?
O1A C1A C8A 103.4(4) . . ?
C2A C1A C8A 101.0(4) . . ?
C17A C1A C8A 111.8(4) . . ?
C3A C2A C7A 122.1(5) . . ?
C3A C2A C1A 127.7(5) . . ?
C7A C2A C1A 110.2(4) . . ?
C2A C3A C4A 118.8(5) . . ?
C2A C3A H3A 120.6 . . ?
C4A C3A H3A 120.6 . . ?
C3A C4A C5A 120.0(5) . . ?
C3A C4A H4A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C4A C5A C6A 121.9(5) . . ?
C4A C5A H5A 119.1 . . ?
C6A C5A H5A 119.1 . . ?
C7A C6A C5A 117.7(5) . . ?
C7A C6A C9A 125.0(5) . . ?
C5A C6A C9A 117.3(5) . . ?
C6A C7A C2A 119.6(5) . . ?
C6A C7A N1A 131.9(5) . . ?
C2A C7A N1A 108.5(5) . . ?
O2A C8A N1A 124.4(5) . . ?
O2A C8A C1A 126.0(5) . . ?
N1A C8A C1A 109.7(4) . . ?
F3A C9A F1A 106.2(5) . . ?
F3A C9A F2A 106.2(5) . . ?
F1A C9A F2A 106.2(5) . . ?
F3A C9A C6A 112.6(5) . . ?
F1A C9A C6A 112.6(5) . . ?
F2A C9A C6A 112.6(5) . . ?
N1A C10A C11A 114.0(5) . . ?
N1A C10A H10A 108.8 . . ?
C11A C10A H10A 108.8 . . ?
N1A C10A H10B 108.8 . . ?
C11A C10A H10B 108.8 . . ?
H10A C10A H10B 107.7 . . ?
C12A C11A C16A 118.3(6) . . ?
C12A C11A C10A 122.8(5) . . ?
C16A C11A C10A 118.9(5) . . ?
C11A C12A C13A 120.5(6) . . ?
C11A C12A H12A 119.7 . . ?
C13A C12A H12A 119.7 . . ?
C14A C13A C12A 119.9(6) . . ?
C14A C13A H13A 120.1 . . ?
C12A C13A H13A 120.1 . . ?
C15A C14A C13A 120.5(7) . . ?
C15A C14A H14A 119.8 . . ?
C13A C14A H14A 119.8 . . ?
C14A C15A C16A 120.4(6) . . ?
C14A C15A H15A 119.8 . . ?
C16A C15A H15A 119.8 . . ?
C15A C16A C11A 120.4(6) . . ?
C15A C16A H16A 119.8 . . ?
C11A C16A H16A 119.8 . . ?
C24A C17A C18A 107.6(5) . . ?
C24A C17A C1A 125.8(5) . . ?
C18A C17A C1A 126.5(4) . . ?
C19A C18A C23A 118.4(5) . . ?
C19A C18A C17A 134.8(5) . . ?
C23A C18A C17A 106.7(4) . . ?
C20A C19A C18A 118.3(5) . . ?
C20A C19A H19A 120.9 . . ?
C18A C19A H19A 120.9 . . ?
C19A C20A C21A 121.6(5) . . ?
C19A C20A H20A 119.2 . . ?
C21A C20A H20A 119.2 . . ?
C22A C21A C20A 121.0(5) . . ?
C22A C21A H21A 119.5 . . ?
C20A C21A H21A 119.5 . . ?
C21A C22A C23A 117.0(5) . . ?
C21A C22A H22A 121.5 . . ?
C23A C22A H22A 121.5 . . ?
N2A C23A C22A 129.0(5) . . ?
N2A C23A C18A 107.4(5) . . ?
C22A C23A C18A 123.6(5) . . ?
N2A C24A C17A 109.1(5) . . ?
N2A C24A H24A 125.4 . . ?
C17A C24A H24A 125.4 . . ?
C8B N1B C7B 111.2(4) . . ?
C8B N1B C10B 118.5(4) . . ?
C7B N1B C10B 130.3(5) . . ?
C24B N2B C23B 108.9(4) . . ?
C24B N2B H2B 125.6 . . ?
C23B N2B H2B 125.6 . . ?
C1B O1B H1B 109.5 . . ?
O1B C1B C2B 112.8(4) . . ?
O1B C1B C17B 112.9(4) . . ?
C2B C1B C17B 114.1(4) . . ?
O1B C1B C8B 103.8(4) . . ?
C2B C1B C8B 101.4(4) . . ?
C17B C1B C8B 110.6(4) . . ?
C3B C2B C7B 121.7(5) . . ?
C3B C2B C1B 127.6(5) . . ?
C7B C2B C1B 110.7(5) . . ?
C2B C3B C4B 119.2(5) . . ?
C2B C3B H3B 120.4 . . ?
C4B C3B H3B 120.4 . . ?
C3B C4B C5B 119.5(5) . . ?
C3B C4B H4B 120.3 . . ?
C5B C4B H4B 120.3 . . ?
C6B C5B C4B 121.9(5) . . ?
C6B C5B H5B 119.0 . . ?
C4B C5B H5B 119.0 . . ?
C5B C6B C7B 118.1(5) . . ?
C5B C6B C9B 117.2(5) . . ?
C7B C6B C9B 124.6(5) . . ?
C6B C7B C2B 119.6(5) . . ?
C6B C7B N1B 132.1(5) . . ?
C2B C7B N1B 108.3(5) . . ?
O2B C8B N1B 124.7(5) . . ?
O2B C8B C1B 126.9(5) . . ?
N1B C8B C1B 108.5(4) . . ?
F1B C9B F2B 107.0(5) . . ?
F1B C9B F3B 105.2(5) . . ?
F2B C9B F3B 105.2(5) . . ?
F1B C9B C6B 112.7(5) . . ?
F2B C9B C6B 113.8(5) . . ?
F3B C9B C6B 112.4(5) . . ?
N1B C10B C11B 117.7(7) . . ?
N1B C10B C11' 112.0(7) . . ?
N1B C10B H10C 107.9 . . ?
C11B C10B H10C 107.9 . . ?
N1B C10B H10D 107.9 . . ?
C11B C10B H10D 107.9 . . ?
H10C C10B H10D 107.2 . . ?
C16B C11B C12B 120.9(8) . . ?
C16B C11B C10B 121.7(9) . . ?
C12B C11B C10B 116.8(9) . . ?
C11B C12B C13B 119.2(11) . . ?
C11B C12B H12B 120.4 . . ?
C13B C12B H12B 120.4 . . ?
C14B C13B C12B 119.2(10) . . ?
C14B C13B H13B 120.4 . . ?
C12B C13B H13B 120.4 . . ?
C15B C14B C13B 122.2(9) . . ?
C15B C14B H14B 118.9 . . ?
C13B C14B H14B 118.9 . . ?
C14B C15B C16B 120.3(11) . . ?
C14B C15B H15B 119.9 . . ?
C16B C15B H15B 119.9 . . ?
C11B C16B C15B 118.2(9) . . ?
C11B C16B H16B 120.9 . . ?
C15B C16B H16B 120.9 . . ?
C16' C11' C12' 117.3(8) . . ?
C16' C11' C10B 123.8(8) . . ?
C12' C11' C10B 118.9(9) . . ?
C13' C12' C11' 121.5(11) . . ?
C13' C12' H12' 119.3 . . ?
C11' C12' H12' 119.3 . . ?
C14' C13' C12' 119.5(10) . . ?
C14' C13' H13' 120.3 . . ?
C12' C13' H13' 120.3 . . ?
C15' C14' C13' 120.3(9) . . ?
C15' C14' H14' 119.9 . . ?
C13' C14' H14' 119.9 . . ?
C14' C15' C16' 121.3(11) . . ?
C14' C15' H15' 119.4 . . ?
C16' C15' H15' 119.4 . . ?
C11' C16' C15' 119.8(10) . . ?
C11' C16' H16' 120.1 . . ?
C15' C16' H16' 120.1 . . ?
C24B C17B C18B 107.0(5) . . ?
C24B C17B C1B 125.8(5) . . ?
C18B C17B C1B 127.1(5) . . ?
C19B C18B C23B 118.7(5) . . ?
C19B C18B C17B 135.1(5) . . ?
C23B C18B C17B 106.1(5) . . ?
C20B C19B C18B 118.9(5) . . ?
C20B C19B H19B 120.5 . . ?
C18B C19B H19B 120.5 . . ?
C19B C20B C21B 121.2(5) . . ?
C19B C20B H20B 119.4 . . ?
C21B C20B H20B 119.4 . . ?
C22B C21B C20B 121.1(5) . . ?
C22B C21B H21B 119.5 . . ?
C20B C21B H21B 119.5 . . ?
C21B C22B C23B 117.5(5) . . ?
C21B C22B H22B 121.2 . . ?
C23B C22B H22B 121.2 . . ?
N2B C23B C22B 129.7(5) . . ?
N2B C23B C18B 107.8(5) . . ?
C22B C23B C18B 122.5(5) . . ?
N2B C24B C17B 110.2(5) . . ?
N2B C24B H24B 124.9 . . ?
C17B C24B H24B 124.9 . . ?
C8C N1C C7C 111.1(5) . . ?
C8C N1C C10C 119.6(5) . . ?
C7C N1C C10C 127.8(5) . . ?
C24C N2C C23C 109.7(5) . . ?
C24C N2C H2C 125.1 . . ?
C23C N2C H2C 125.1 . . ?
C1C O1C H1C 109.5 . . ?
O1C C1C C17C 112.8(4) . . ?
O1C C1C C2C 111.1(4) . . ?
C17C C1C C2C 115.7(5) . . ?
O1C C1C C8C 103.2(4) . . ?
C17C C1C C8C 111.7(4) . . ?
C2C C1C C8C 101.0(4) . . ?
C3C C2C C7C 121.5(5) . . ?
C3C C2C C1C 127.9(5) . . ?
C7C C2C C1C 110.4(5) . . ?
C2C C3C C4C 118.9(5) . . ?
C2C C3C H3C 120.5 . . ?
C4C C3C H3C 120.5 . . ?
C5C C4C C3C 119.6(6) . . ?
C5C C4C H4C 120.2 . . ?
C3C C4C H4C 120.2 . . ?
C6C C5C C4C 122.0(6) . . ?
C6C C5C H5C 119.0 . . ?
C4C C5C H5C 119.0 . . ?
C5C C6C C7C 118.4(5) . . ?
C5C C6C C9C 117.0(5) . . ?
C7C C6C C9C 124.0(5) . . ?
C6C C7C C2C 119.5(5) . . ?
C6C C7C N1C 132.2(5) . . ?
C2C C7C N1C 108.3(5) . . ?
O2C C8C N1C 124.1(5) . . ?
O2C C8C C1C 127.0(5) . . ?
N1C C8C C1C 108.8(5) . . ?
F1C C9C F3C 105.9(5) . . ?
F1C C9C F2C 106.6(5) . . ?
F3C C9C F2C 105.2(5) . . ?
F1C C9C C6C 112.1(5) . . ?
F3C C9C C6C 112.4(5) . . ?
F2C C9C C6C 114.1(5) . . ?
N1C C10C C11C 116.0(5) . . ?
N1C C10C H10E 108.3 . . ?
C11C C10C H10E 108.3 . . ?
N1C C10C H10F 108.3 . . ?
C11C C10C H10F 108.3 . . ?
H10E C10C H10F 107.4 . . ?
C16C C11C C12C 118.1(6) . . ?
C16C C11C C10C 122.6(5) . . ?
C12C C11C C10C 119.0(5) . . ?
C13C C12C C11C 121.0(6) . . ?
C13C C12C H12C 119.5 . . ?
C11C C12C H12C 119.5 . . ?
C14C C13C C12C 120.3(6) . . ?
C14C C13C H13C 119.9 . . ?
C12C C13C H13C 119.9 . . ?
C15C C14C C13C 119.0(6) . . ?
C15C C14C H14C 120.5 . . ?
C13C C14C H14C 120.5 . . ?
C14C C15C C16C 120.9(6) . . ?
C14C C15C H15C 119.5 . . ?
C16C C15C H15C 119.5 . . ?
C11C C16C C15C 120.7(6) . . ?
C11C C16C H16C 119.7 . . ?
C15C C16C H16C 119.7 . . ?
C24C C17C C18C 106.9(5) . . ?
C24C C17C C1C 126.4(5) . . ?
C18C C17C C1C 126.6(5) . . ?
C19C C18C C23C 119.2(5) . . ?
C19C C18C C17C 134.6(5) . . ?
C23C C18C C17C 106.2(5) . . ?
C20C C19C C18C 118.7(5) . . ?
C20C C19C H19C 120.6 . . ?
C18C C19C H19C 120.6 . . ?
C21C C20C C19C 120.7(5) . . ?
C21C C20C H20C 119.7 . . ?
C19C C20C H20C 119.7 . . ?
C22C C21C C20C 121.7(6) . . ?
C22C C21C H21C 119.2 . . ?
C20C C21C H21C 119.2 . . ?
C21C C22C C23C 117.7(5) . . ?
C21C C22C H22C 121.2 . . ?
C23C C22C H22C 121.2 . . ?
N2C C23C C22C 130.1(5) . . ?
N2C C23C C18C 107.8(5) . . ?
C22C C23C C18C 122.0(5) . . ?
N2C C24C C17C 109.4(5) . . ?
N2C C24C H24C 125.3 . . ?
C17C C24C H24C 125.3 . . ?
C8D N1D C7D 110.0(4) . . ?
C8D N1D C10D 119.4(4) . . ?
C7D N1D C10D 130.5(5) . . ?
C24D N2D C23D 109.5(4) . . ?
C24D N2D H2D 125.3 . . ?
C23D N2D H2D 125.3 . . ?
C1D O1D H1D 109.5 . . ?
O1D C1D C17D 114.0(4) . . ?
O1D C1D C2D 112.2(4) . . ?
C17D C1D C2D 113.2(4) . . ?
O1D C1D C8D 105.0(4) . . ?
C17D C1D C8D 110.4(4) . . ?
C2D C1D C8D 100.9(4) . . ?
C3D C2D C7D 122.2(5) . . ?
C3D C2D C1D 127.7(5) . . ?
C7D C2D C1D 110.0(5) . . ?
C2D C3D C4D 118.7(5) . . ?
C2D C3D H3D 120.7 . . ?
C4D C3D H3D 120.7 . . ?
C5D C4D C3D 119.9(5) . . ?
C5D C4D H4D 120.1 . . ?
C3D C4D H4D 120.1 . . ?
C4D C5D C6D 121.9(5) . . ?
C4D C5D H5D 119.0 . . ?
C6D C5D H5D 119.0 . . ?
C5D C6D C7D 118.4(5) . . ?
C5D C6D C9D 117.2(5) . . ?
C7D C6D C9D 124.3(5) . . ?
C6D C7D C2D 118.9(5) . . ?
C6D C7D N1D 131.6(5) . . ?
C2D C7D N1D 109.5(5) . . ?
O2D C8D N1D 124.0(5) . . ?
O2D C8D C1D 126.4(5) . . ?
N1D C8D C1D 109.6(4) . . ?
F3D C9D F2D 105.5(5) . . ?
F3D C9D F1D 106.6(5) . . ?
F2D C9D F1D 105.6(5) . . ?
F3D C9D C6D 112.9(5) . . ?
F2D C9D C6D 112.5(5) . . ?
F1D C9D C6D 113.1(5) . . ?
N1D C10D C11D 114.9(5) . . ?
N1D C10D H10G 108.5 . . ?
C11D C10D H10G 108.5 . . ?
N1D C10D H10H 108.5 . . ?
C11D C10D H10H 108.5 . . ?
H10G C10D H10H 107.5 . . ?
C16D C11D C12D 119.1(6) . . ?
C16D C11D C10D 117.4(5) . . ?
C12D C11D C10D 123.4(5) . . ?
C11D C12D C13D 120.2(6) . . ?
C11D C12D H12D 119.9 . . ?
C13D C12D H12D 119.9 . . ?
C14D C13D C12D 120.7(6) . . ?
C14D C13D H13D 119.7 . . ?
C12D C13D H13D 119.7 . . ?
C13D C14D C15D 120.1(6) . . ?
C13D C14D H14D 119.9 . . ?
C15D C14D H14D 119.9 . . ?
C16D C15D C14D 119.4(6) . . ?
C16D C15D H15D 120.3 . . ?
C14D C15D H15D 120.3 . . ?
C11D C16D C15D 120.6(6) . . ?
C11D C16D H16D 119.7 . . ?
C15D C16D H16D 119.7 . . ?
C24D C17D C18D 106.3(5) . . ?
C24D C17D C1D 126.7(5) . . ?
C18D C17D C1D 126.9(5) . . ?
C19D C18D C23D 120.0(5) . . ?
C19D C18D C17D 133.7(5) . . ?
C23D C18D C17D 106.3(4) . . ?
C20D C19D C18D 118.2(5) . . ?
C20D C19D H19D 120.9 . . ?
C18D C19D H19D 120.9 . . ?
C19D C20D C21D 121.1(5) . . ?
C19D C20D H20D 119.5 . . ?
C21D C20D H20D 119.5 . . ?
C22D C21D C20D 121.0(5) . . ?
C22D C21D H21D 119.5 . . ?
C20D C21D H21D 119.5 . . ?
C21D C22D C23D 117.5(5) . . ?
C21D C22D H22D 121.3 . . ?
C23D C22D H22D 121.3 . . ?
N2D C23D C22D 129.7(5) . . ?
N2D C23D C18D 108.1(5) . . ?
C22D C23D C18D 122.1(5) . . ?
N2D C24D C17D 109.8(5) . . ?
N2D C24D H24D 125.1 . . ?
C17D C24D H24D 125.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1A C1A C2A C3A 70.4(7) . . . . ?
C17A C1A C2A C3A -59.8(7) . . . . ?
C8A C1A C2A C3A 179.8(5) . . . . ?
O1A C1A C2A C7A -107.4(5) . . . . ?
C17A C1A C2A C7A 122.3(5) . . . . ?
C8A C1A C2A C7A 2.0(5) . . . . ?
C7A C2A C3A C4A 0.5(8) . . . . ?
C1A C2A C3A C4A -177.1(5) . . . . ?
C2A C3A C4A C5A -0.5(8) . . . . ?
C3A C4A C5A C6A 0.6(9) . . . . ?
C4A C5A C6A C7A -0.7(8) . . . . ?
C4A C5A C6A C9A 177.7(6) . . . . ?
C5A C6A C7A C2A 0.6(8) . . . . ?
C9A C6A C7A C2A -177.7(5) . . . . ?
C5A C6A C7A N1A -179.6(5) . . . . ?
C9A C6A C7A N1A 2.1(10) . . . . ?
C3A C2A C7A C6A -0.6(8) . . . . ?
C1A C2A C7A C6A 177.4(5) . . . . ?
C3A C2A C7A N1A 179.6(5) . . . . ?
C1A C2A C7A N1A -2.4(6) . . . . ?
C8A N1A C7A C6A -178.0(6) . . . . ?
C10A N1A C7A C6A -1.4(9) . . . . ?
C8A N1A C7A C2A 1.8(6) . . . . ?
C10A N1A C7A C2A 178.4(5) . . . . ?
C7A N1A C8A O2A 179.4(5) . . . . ?
C10A N1A C8A O2A 2.4(8) . . . . ?
C7A N1A C8A C1A -0.5(6) . . . . ?
C10A N1A C8A C1A -177.5(4) . . . . ?
O1A C1A C8A O2A -65.2(6) . . . . ?
C2A C1A C8A O2A 179.2(5) . . . . ?
C17A C1A C8A O2A 56.7(7) . . . . ?
O1A C1A C8A N1A 114.7(4) . . . . ?
C2A C1A C8A N1A -0.9(5) . . . . ?
C17A C1A C8A N1A -123.4(5) . . . . ?
C7A C6A C9A F3A 177.6(5) . . . . ?
C5A C6A C9A F3A -0.7(8) . . . . ?
C7A C6A C9A F1A 57.6(8) . . . . ?
C5A C6A C9A F1A -120.7(6) . . . . ?
C7A C6A C9A F2A -62.4(8) . . . . ?
C5A C6A C9A F2A 119.3(6) . . . . ?
C8A N1A C10A C11A 89.2(6) . . . . ?
C7A N1A C10A C11A -87.1(7) . . . . ?
N1A C10A C11A C12A -9.7(8) . . . . ?
N1A C10A C11A C16A 170.9(5) . . . . ?
C16A C11A C12A C13A 1.1(9) . . . . ?
C10A C11A C12A C13A -178.3(6) . . . . ?
C11A C12A C13A C14A 1.0(10) . . . . ?
C12A C13A C14A C15A -1.7(11) . . . . ?
C13A C14A C15A C16A 0.2(11) . . . . ?
C14A C15A C16A C11A 1.9(11) . . . . ?
C12A C11A C16A C15A -2.5(10) . . . . ?
C10A C11A C16A C15A 176.9(6) . . . . ?
O1A C1A C17A C24A -138.5(5) . . . . ?
C2A C1A C17A C24A -9.0(7) . . . . ?
C8A C1A C17A C24A 105.3(6) . . . . ?
O1A C1A C17A C18A 44.1(7) . . . . ?
C2A C1A C17A C18A 173.6(5) . . . . ?
C8A C1A C17A C18A -72.1(6) . . . . ?
C24A C17A C18A C19A 177.1(6) . . . . ?
C1A C17A C18A C19A -5.2(10) . . . . ?
C24A C17A C18A C23A -0.5(6) . . . . ?
C1A C17A C18A C23A 177.3(5) . . . . ?
C23A C18A C19A C20A 0.0(8) . . . . ?
C17A C18A C19A C20A -177.4(6) . . . . ?
C18A C19A C20A C21A -1.4(8) . . . . ?
C19A C20A C21A C22A 1.5(9) . . . . ?
C20A C21A C22A C23A 0.0(8) . . . . ?
C24A N2A C23A C22A -179.3(6) . . . . ?
C24A N2A C23A C18A -0.2(6) . . . . ?
C21A C22A C23A N2A 177.5(5) . . . . ?
C21A C22A C23A C18A -1.5(8) . . . . ?
C19A C18A C23A N2A -177.6(5) . . . . ?
C17A C18A C23A N2A 0.4(6) . . . . ?
C19A C18A C23A C22A 1.5(8) . . . . ?
C17A C18A C23A C22A 179.6(5) . . . . ?
C23A N2A C24A C17A -0.2(6) . . . . ?
C18A C17A C24A N2A 0.4(6) . . . . ?
C1A C17A C24A N2A -177.4(5) . . . . ?
O1B C1B C2B C3B -70.2(7) . . . . ?
C17B C1B C2B C3B 60.5(7) . . . . ?
C8B C1B C2B C3B 179.4(5) . . . . ?
O1B C1B C2B C7B 109.7(5) . . . . ?
C17B C1B C2B C7B -119.6(5) . . . . ?
C8B C1B C2B C7B -0.7(5) . . . . ?
C7B C2B C3B C4B -0.6(8) . . . . ?
C1B C2B C3B C4B 179.3(5) . . . . ?
C2B C3B C4B C5B 0.6(8) . . . . ?
C3B C4B C5B C6B -0.1(9) . . . . ?
C4B C5B C6B C7B -0.3(8) . . . . ?
C4B C5B C6B C9B -178.9(5) . . . . ?
C5B C6B C7B C2B 0.3(8) . . . . ?
C9B C6B C7B C2B 178.8(5) . . . . ?
C5B C6B C7B N1B 179.8(5) . . . . ?
C9B C6B C7B N1B -1.6(10) . . . . ?
C3B C2B C7B C6B 0.1(8) . . . . ?
C1B C2B C7B C6B -179.8(5) . . . . ?
C3B C2B C7B N1B -179.5(5) . . . . ?
C1B C2B C7B N1B 0.6(6) . . . . ?
C8B N1B C7B C6B -179.7(6) . . . . ?
C10B N1B C7B C6B -1.2(9) . . . . ?
C8B N1B C7B C2B -0.1(6) . . . . ?
C10B N1B C7B C2B 178.4(5) . . . . ?
C7B N1B C8B O2B -179.8(5) . . . . ?
C10B N1B C8B O2B 1.5(8) . . . . ?
C7B N1B C8B C1B -0.3(6) . . . . ?
C10B N1B C8B C1B -179.1(4) . . . . ?
O1B C1B C8B O2B 62.9(6) . . . . ?
C2B C1B C8B O2B -179.9(5) . . . . ?
C17B C1B C8B O2B -58.5(7) . . . . ?
O1B C1B C8B N1B -116.5(4) . . . . ?
C2B C1B C8B N1B 0.6(5) . . . . ?
C17B C1B C8B N1B 122.0(5) . . . . ?
C5B C6B C9B F1B 2.1(8) . . . . ?
C7B C6B C9B F1B -176.5(5) . . . . ?
C5B C6B C9B F2B 124.1(6) . . . . ?
C7B C6B C9B F2B -54.5(8) . . . . ?
C5B C6B C9B F3B -116.5(6) . . . . ?
C7B C6B C9B F3B 64.9(8) . . . . ?
C8B N1B C10B C11B -92.9(13) . . . . ?
C7B N1B C10B C11B 88.7(13) . . . . ?
C8B N1B C10B C11' -89.2(12) . . . . ?
C7B N1B C10B C11' 92.4(12) . . . . ?
N1B C10B C11B C16B 34(3) . . . . ?
N1B C10B C11B C12B -154.5(16) . . . . ?
C16B C11B C12B C13B -1(3) . . . . ?
C10B C11B C12B C13B -173.2(16) . . . . ?
C11B C12B C13B C14B 1(2) . . . . ?
C12B C13B C14B C15B -1(2) . . . . ?
C13B C14B C15B C16B 1(2) . . . . ?
C12B C11B C16B C15B 1(3) . . . . ?
C10B C11B C16B C15B 172.7(17) . . . . ?
C14B C15B C16B C11B -1(3) . . . . ?
N1B C10B C11' C16' 13(3) . . . . ?
N1B C10B C11' C12' -165.9(17) . . . . ?
C16' C11' C12' C13' 3(3) . . . . ?
C10B C11' C12' C13' -177.5(16) . . . . ?
C11' C12' C13' C14' 2(3) . . . . ?
C12' C13' C14' C15' -6(2) . . . . ?
C13' C14' C15' C16' 5(2) . . . . ?
C12' C11' C16' C15' -4(3) . . . . ?
C10B C11' C16' C15' 176.2(17) . . . . ?
C14' C15' C16' C11' 1(3) . . . . ?
O1B C1B C17B C24B 138.8(5) . . . . ?
C2B C1B C17B C24B 8.2(8) . . . . ?
C8B C1B C17B C24B -105.3(6) . . . . ?
O1B C1B C17B C18B -43.7(7) . . . . ?
C2B C1B C17B C18B -174.4(5) . . . . ?
C8B C1B C17B C18B 72.1(7) . . . . ?
C24B C17B C18B C19B -176.9(6) . . . . ?
C1B C17B C18B C19B 5.2(10) . . . . ?
C24B C17B C18B C23B 0.1(6) . . . . ?
C1B C17B C18B C23B -177.8(5) . . . . ?
C23B C18B C19B C20B 0.7(8) . . . . ?
C17B C18B C19B C20B 177.4(6) . . . . ?
C18B C19B C20B C21B 0.1(9) . . . . ?
C19B C20B C21B C22B -0.5(9) . . . . ?
C20B C21B C22B C23B 0.1(8) . . . . ?
C24B N2B C23B C22B 178.5(6) . . . . ?
C24B N2B C23B C18B -0.4(6) . . . . ?
C21B C22B C23B N2B -178.0(5) . . . . ?
C21B C22B C23B C18B 0.8(8) . . . . ?
C19B C18B C23B N2B 177.8(5) . . . . ?
C17B C18B C23B N2B 0.2(6) . . . . ?
C19B C18B C23B C22B -1.2(8) . . . . ?
C17B C18B C23B C22B -178.8(5) . . . . ?
C23B N2B C24B C17B 0.4(6) . . . . ?
C18B C17B C24B N2B -0.3(6) . . . . ?
C1B C17B C24B N2B 177.6(5) . . . . ?
O1C C1C C2C C3C 72.8(7) . . . . ?
C17C C1C C2C C3C -57.5(7) . . . . ?
C8C C1C C2C C3C -178.3(5) . . . . ?
O1C C1C C2C C7C -102.3(5) . . . . ?
C17C C1C C2C C7C 127.4(5) . . . . ?
C8C C1C C2C C7C 6.6(5) . . . . ?
C7C C2C C3C C4C -1.9(8) . . . . ?
C1C C2C C3C C4C -176.5(5) . . . . ?
C2C C3C C4C C5C 3.4(9) . . . . ?
C3C C4C C5C C6C -2.3(9) . . . . ?
C4C C5C C6C C7C -0.6(9) . . . . ?
C4C C5C C6C C9C 170.9(6) . . . . ?
C5C C6C C7C C2C 2.2(8) . . . . ?
C9C C6C C7C C2C -168.7(5) . . . . ?
C5C C6C C7C N1C -178.1(6) . . . . ?
C9C C6C C7C N1C 11.1(10) . . . . ?
C3C C2C C7C C6C -1.0(8) . . . . ?
C1C C2C C7C C6C 174.5(5) . . . . ?
C3C C2C C7C N1C 179.2(5) . . . . ?
C1C C2C C7C N1C -5.3(6) . . . . ?
C8C N1C C7C C6C -178.4(6) . . . . ?
C10C N1C C7C C6C 15.8(10) . . . . ?
C8C N1C C7C C2C 1.4(6) . . . . ?
C10C N1C C7C C2C -164.4(5) . . . . ?
C7C N1C C8C O2C -176.6(5) . . . . ?
C10C N1C C8C O2C -9.5(8) . . . . ?
C7C N1C C8C C1C 3.0(6) . . . . ?
C10C N1C C8C C1C 170.1(5) . . . . ?
O1C C1C C8C O2C -71.2(6) . . . . ?
C17C C1C C8C O2C 50.3(7) . . . . ?
C2C C1C C8C O2C 173.8(5) . . . . ?
O1C C1C C8C N1C 109.2(5) . . . . ?
C17C C1C C8C N1C -129.3(5) . . . . ?
C2C C1C C8C N1C -5.7(5) . . . . ?
C5C C6C C9C F1C -125.9(6) . . . . ?
C7C C6C C9C F1C 45.0(8) . . . . ?
C5C C6C C9C F3C -6.8(8) . . . . ?
C7C C6C C9C F3C 164.2(5) . . . . ?
C5C C6C C9C F2C 112.8(6) . . . . ?
C7C C6C C9C F2C -76.2(7) . . . . ?
C8C N1C C10C C11C 92.6(6) . . . . ?
C7C N1C C10C C11C -102.7(6) . . . . ?
N1C C10C C11C C16C -38.1(8) . . . . ?
N1C C10C C11C C12C 147.4(5) . . . . ?
C16C C11C C12C C13C -1.1(9) . . . . ?
C10C C11C C12C C13C 173.7(6) . . . . ?
C11C C12C C13C C14C -0.9(10) . . . . ?
C12C C13C C14C C15C 2.6(10) . . . . ?
C13C C14C C15C C16C -2.4(10) . . . . ?
C12C C11C C16C C15C 1.3(9) . . . . ?
C10C C11C C16C C15C -173.2(6) . . . . ?
C14C C15C C16C C11C 0.4(10) . . . . ?
O1C C1C C17C C24C -138.2(6) . . . . ?
C2C C1C C17C C24C -8.7(8) . . . . ?
C8C C1C C17C C24C 106.1(6) . . . . ?
O1C C1C C17C C18C 42.5(7) . . . . ?
C2C C1C C17C C18C 171.9(5) . . . . ?
C8C C1C C17C C18C -73.3(7) . . . . ?
C24C C17C C18C C19C 178.0(6) . . . . ?
C1C C17C C18C C19C -2.6(10) . . . . ?
C24C C17C C18C C23C -0.7(6) . . . . ?
C1C C17C C18C C23C 178.8(5) . . . . ?
C23C C18C C19C C20C 0.3(8) . . . . ?
C17C C18C C19C C20C -178.3(6) . . . . ?
C18C C19C C20C C21C -0.2(8) . . . . ?
C19C C20C C21C C22C -0.5(9) . . . . ?
C20C C21C C22C C23C 1.0(9) . . . . ?
C24C N2C C23C C22C -178.9(6) . . . . ?
C24C N2C C23C C18C -0.7(6) . . . . ?
C21C C22C C23C N2C 177.0(6) . . . . ?
C21C C22C C23C C18C -0.9(8) . . . . ?
C19C C18C C23C N2C -178.0(5) . . . . ?
C17C C18C C23C N2C 0.9(6) . . . . ?
C19C C18C C23C C22C 0.3(8) . . . . ?
C17C C18C C23C C22C 179.2(5) . . . . ?
C23C N2C C24C C17C 0.3(7) . . . . ?
C18C C17C C24C N2C 0.3(6) . . . . ?
C1C C17C C24C N2C -179.2(5) . . . . ?
O1D C1D C2D C3D -66.3(7) . . . . ?
C17D C1D C2D C3D 64.4(7) . . . . ?
C8D C1D C2D C3D -177.6(5) . . . . ?
O1D C1D C2D C7D 110.8(5) . . . . ?
C17D C1D C2D C7D -118.4(5) . . . . ?
C8D C1D C2D C7D -0.5(5) . . . . ?
C7D C2D C3D C4D -1.3(8) . . . . ?
C1D C2D C3D C4D 175.5(5) . . . . ?
C2D C3D C4D C5D 1.8(8) . . . . ?
C3D C4D C5D C6D -1.1(9) . . . . ?
C4D C5D C6D C7D -0.1(8) . . . . ?
C4D C5D C6D C9D -176.7(5) . . . . ?
C5D C6D C7D C2D 0.6(8) . . . . ?
C9D C6D C7D C2D 176.9(5) . . . . ?
C5D C6D C7D N1D -177.9(5) . . . . ?
C9D C6D C7D N1D -1.6(10) . . . . ?
C3D C2D C7D C6D 0.1(8) . . . . ?
C1D C2D C7D C6D -177.2(5) . . . . ?
C3D C2D C7D N1D 179.0(5) . . . . ?
C1D C2D C7D N1D 1.6(6) . . . . ?
C8D N1D C7D C6D 176.4(6) . . . . ?
C10D N1D C7D C6D -8.0(10) . . . . ?
C8D N1D C7D C2D -2.2(6) . . . . ?
C10D N1D C7D C2D 173.3(5) . . . . ?
C7D N1D C8D O2D -177.6(5) . . . . ?
C10D N1D C8D O2D 6.3(8) . . . . ?
C7D N1D C8D C1D 1.9(6) . . . . ?
C10D N1D C8D C1D -174.2(4) . . . . ?
O1D C1D C8D O2D 61.9(6) . . . . ?
C17D C1D C8D O2D -61.4(7) . . . . ?
C2D C1D C8D O2D 178.6(5) . . . . ?
O1D C1D C8D N1D -117.6(4) . . . . ?
C17D C1D C8D N1D 119.1(5) . . . . ?
C2D C1D C8D N1D -0.9(5) . . . . ?
C5D C6D C9D F3D 6.2(8) . . . . ?
C7D C6D C9D F3D -170.1(5) . . . . ?
C5D C6D C9D F2D 125.5(6) . . . . ?
C7D C6D C9D F2D -50.9(8) . . . . ?
C5D C6D C9D F1D -115.0(6) . . . . ?
C7D C6D C9D F1D 68.7(8) . . . . ?
C8D N1D C10D C11D -88.0(6) . . . . ?
C7D N1D C10D C11D 96.8(7) . . . . ?
N1D C10D C11D C16D -162.5(5) . . . . ?
N1D C10D C11D C12D 15.6(8) . . . . ?
C16D C11D C12D C13D -1.0(9) . . . . ?
C10D C11D C12D C13D -179.1(6) . . . . ?
C11D C12D C13D C14D -0.2(11) . . . . ?
C12D C13D C14D C15D 1.0(11) . . . . ?
C13D C14D C15D C16D -0.6(10) . . . . ?
C12D C11D C16D C15D 1.4(9) . . . . ?
C10D C11D C16D C15D 179.6(5) . . . . ?
C14D C15D C16D C11D -0.6(9) . . . . ?
O1D C1D C17D C24D 139.8(5) . . . . ?
C2D C1D C17D C24D 9.9(8) . . . . ?
C8D C1D C17D C24D -102.3(6) . . . . ?
O1D C1D C17D C18D -44.0(7) . . . . ?
C2D C1D C17D C18D -173.9(5) . . . . ?
C8D C1D C17D C18D 73.9(6) . . . . ?
C24D C17D C18D C19D -178.0(6) . . . . ?
C1D C17D C18D C19D 5.2(10) . . . . ?
C24D C17D C18D C23D 0.3(6) . . . . ?
C1D C17D C18D C23D -176.5(5) . . . . ?
C23D C18D C19D C20D -0.9(8) . . . . ?
C17D C18D C19D C20D 177.1(6) . . . . ?
C18D C19D C20D C21D 1.5(8) . . . . ?
C19D C20D C21D C22D -1.1(9) . . . . ?
C20D C21D C22D C23D 0.1(8) . . . . ?
C24D N2D C23D C22D 178.3(5) . . . . ?
C24D N2D C23D C18D 0.0(6) . . . . ?
C21D C22D C23D N2D -177.5(6) . . . . ?
C21D C22D C23D C18D 0.5(8) . . . . ?
C19D C18D C23D N2D 178.3(5) . . . . ?
C17D C18D C23D N2D -0.2(6) . . . . ?
C19D C18D C23D C22D -0.1(8) . . . . ?
C17D C18D C23D C22D -178.6(5) . . . . ?
C23D N2D C24D C17D 0.2(6) . . . . ?
C18D C17D C24D N2D -0.3(6) . . . . ?
C1D C17D C24D N2D 176.6(5) . . . . ?

_refine_diff_density_max         0.860
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.125
####################################################################### 
# 
# 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_mo_PEMP437_4_0m
_database_code_depnum_ccdc_archive 'CCDC 1523653'
_audit_update_record             
;
2016-12-20 deposited with the CCDC.
2017-09-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H18 N2 O2'
_chemical_formula_weight         318.36
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           Triclinic
_space_group_IT_number           2
_symmetry_space_group_name_H-M   P-1
_space_group_name_Hall           '-P 1'

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

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

_cell_length_a                   11.5272(7)
_cell_length_b                   12.3657(7)
_cell_length_c                   12.7398(8)
_cell_angle_alpha                100.159(2)
_cell_angle_beta                 112.561(2)
_cell_angle_gamma                92.319(2)
_cell_volume                     1638.97(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7052
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      29.06

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.889
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   
; 
 CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus rotating anode X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-007HF'
_diffrn_source_power             50
_diffrn_source_current           24
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Confocal Max Flux optic'
_diffrn_detector_type            'PILATUS 200K'
_diffrn_measurement_device_type  '1/4chi goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            20988
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.685
_diffrn_reflns_theta_max         29.171
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.912
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             8081
_reflns_number_gt                6260
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0565P)²+0.6142P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8081
_refine_ls_number_parameters     474
_refine_ls_number_restraints     88
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1259
_refine_ls_wR_factor_gt          0.1161
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 0.49416(11) 0.41243(10) -0.14282(10) 0.0181(3) Uani 1 1 d . . . . .
N2A N 0.93514(11) 0.26740(10) -0.18278(10) 0.0179(3) Uani 1 1 d . . . . .
O1A O 0.79477(9) 0.48276(8) 0.01903(8) 0.0183(2) Uani 1 1 d . . . . .
H1AO H 0.8560 0.4597 0.0676 0.027 Uiso 1 1 calc R U . . .
O2A O 0.62039(9) 0.51110(9) -0.20466(8) 0.0208(2) Uani 1 1 d . . . . .
C1A C 0.71281(12) 0.39088(11) -0.06489(11) 0.0156(3) Uani 1 1 d . . . . .
C2A C 0.64006(13) 0.32609(12) -0.01455(11) 0.0169(3) Uani 1 1 d . . . . .
C3A C 0.68180(14) 0.26240(12) 0.06842(12) 0.0214(3) Uani 1 1 d . . . . .
H3A H 0.7677 0.2488 0.0991 0.026 Uiso 1 1 calc R U . . .
C4A C 0.59506(16) 0.21841(13) 0.10642(13) 0.0265(3) Uani 1 1 d . . . . .
H4A H 0.6218 0.1738 0.1630 0.032 Uiso 1 1 calc R U . . .
C5A C 0.46998(15) 0.23958(14) 0.06200(13) 0.0272(3) Uani 1 1 d . . . . .
H5A H 0.4126 0.2101 0.0899 0.033 Uiso 1 1 calc R U . . .
C6A C 0.42644(14) 0.30308(13) -0.02259(12) 0.0233(3) Uani 1 1 d . . . . .
H6A H 0.3407 0.3172 -0.0531 0.028 Uiso 1 1 calc R U . . .
C7A C 0.51348(13) 0.34453(12) -0.06016(11) 0.0176(3) Uani 1 1 d . . . . .
C8A C 0.60617(13) 0.44621(12) -0.14765(11) 0.0158(3) Uani 1 1 d . . . . .
C9A C 0.37543(13) 0.45462(13) -0.20119(12) 0.0225(3) Uani 1 1 d D . . . .
H9AA H 0.3918 0.5145 -0.2379 0.027 Uiso 1 1 calc R U . . .
H9AB H 0.3435 0.4875 -0.1423 0.027 Uiso 1 1 calc R U . . .
C10A C 0.27436(14) 0.36905(14) -0.29253(13) 0.0261(3) Uani 1 1 d D U . . .
H10A H 0.1952 0.3938 -0.3317 0.031 Uiso 0.9 1 calc R U P A 1
H10C H 0.2984 0.3029 -0.3248 0.031 Uiso 0.1 1 calc R U P B 2
C11A C 0.28321(16) 0.26388(16) -0.32429(14) 0.0273(4) Uani 0.9 1 d D U P C 1
H11A H 0.3602 0.2345 -0.2881 0.033 Uiso 0.9 1 calc R U P C 1
H11B H 0.2126 0.2171 -0.3835 0.033 Uiso 0.9 1 calc R U P C 1
C11' C 0.1523(7) 0.3829(17) -0.3296(17) 0.053(5) Uani 0.1 1 d D U P C 2
H11C H 0.1267 0.4485 -0.2983 0.064 Uiso 0.1 1 calc R U P C 2
H11D H 0.0908 0.3271 -0.3876 0.064 Uiso 0.1 1 calc R U P C 2
C12A C 0.78049(13) 0.32277(12) -0.12738(11) 0.0157(3) Uani 1 1 d . . . . .
C13A C 0.73242(13) 0.22090(12) -0.21248(11) 0.0166(3) Uani 1 1 d . . . . .
C14A C 0.61619(14) 0.15287(12) -0.26425(12) 0.0212(3) Uani 1 1 d . . . . .
H14A H 0.5477 0.1714 -0.2433 0.025 Uiso 1 1 calc R U . . .
C15A C 0.60315(14) 0.05850(13) -0.34618(13) 0.0260(3) Uani 1 1 d . . . . .
H15A H 0.5246 0.0124 -0.3819 0.031 Uiso 1 1 calc R U . . .
C16A C 0.70323(15) 0.02937(13) -0.37772(12) 0.0249(3) Uani 1 1 d . . . . .
H16A H 0.6909 -0.0357 -0.4349 0.030 Uiso 1 1 calc R U . . .
C17A C 0.81967(14) 0.09330(12) -0.32729(12) 0.0213(3) Uani 1 1 d . . . . .
H17A H 0.8882 0.0729 -0.3475 0.026 Uiso 1 1 calc R U . . .
C18A C 0.83207(13) 0.18900(12) -0.24547(11) 0.0167(3) Uani 1 1 d . . . . .
C19A C 0.90280(13) 0.34712(12) -0.11298(11) 0.0176(3) Uani 1 1 d . . . . .
H19A H 0.9578 0.4104 -0.0618 0.021 Uiso 1 1 calc R U . . .
C20A C 1.05735(15) 0.26595(14) -0.19043(15) 0.0290(4) Uani 1 1 d . . . . .
H20A H 1.1104 0.3357 -0.1457 0.043 Uiso 1 1 calc R U . . .
H20B H 1.0458 0.2569 -0.2719 0.043 Uiso 1 1 calc R U . . .
H20C H 1.0984 0.2042 -0.1589 0.043 Uiso 1 1 calc R U . . .
C20B C 0.79095(15) 0.00255(13) -0.03984(12) 0.0251(3) Uani 1 1 d . . . . .
H20D H 0.7943 -0.0751 -0.0330 0.038 Uiso 1 1 calc R U . . .
H20E H 0.8040 0.0118 -0.1095 0.038 Uiso 1 1 calc R U . . .
H20F H 0.7081 0.0240 -0.0459 0.038 Uiso 1 1 calc R U . . .
N1B N 1.18855(12) 0.46394(11) 0.35489(10) 0.0230(3) Uani 1 1 d D . . . .
N2B N 0.88960(11) 0.07214(10) 0.06232(10) 0.0202(3) Uani 1 1 d . . . . .
O1B O 1.17056(10) 0.31289(9) 0.10584(8) 0.0241(2) Uani 1 1 d . . . . .
H1BO H 1.2238 0.3681 0.1218 0.046(6) Uiso 1 1 calc R . . . .
O2B O 1.00327(11) 0.45052(9) 0.19582(9) 0.0287(3) Uani 1 1 d . . . . .
C1B C 1.14728(13) 0.30412(12) 0.20627(11) 0.0191(3) Uani 1 1 d . . . . .
C2B C 1.26739(13) 0.30235(12) 0.31157(11) 0.0191(3) Uani 1 1 d . . . . .
C3B C 1.35259(14) 0.22597(13) 0.33176(13) 0.0248(3) Uani 1 1 d . . . . .
H3B H 1.3413 0.1615 0.2742 0.030 Uiso 1 1 calc R U . . .
C4B C 1.45643(15) 0.24523(14) 0.43911(13) 0.0263(3) Uani 1 1 d . . . . .
H4B H 1.5163 0.1934 0.4546 0.032 Uiso 1 1 calc R U . . .
C5B C 1.47235(14) 0.33931(13) 0.52272(12) 0.0233(3) Uani 1 1 d . . . . .
H5B H 1.5425 0.3504 0.5955 0.028 Uiso 1 1 calc R U . . .
C6B C 1.38773(14) 0.41803(13) 0.50238(12) 0.0219(3) Uani 1 1 d . . . . .
H6B H 1.3991 0.4830 0.5594 0.026 Uiso 1 1 calc R U . . .
C7B C 1.28667(13) 0.39761(12) 0.39585(11) 0.0188(3) Uani 1 1 d . . . . .
C8B C 1.10098(14) 0.41294(12) 0.24837(12) 0.0214(3) Uani 1 1 d . . . . .
C9B C 1.1875(2) 0.57695(17) 0.41195(16) 0.0260(4) Uani 0.85 1 d D U P D 1
H9BA H 1.1366 0.6175 0.3529 0.031 Uiso 0.85 1 calc R U P D 1
H9BB H 1.2750 0.6150 0.4490 0.031 Uiso 0.85 1 calc R U P D 1
C10B C 1.1346(3) 0.5795(2) 0.5004(2) 0.0497(6) Uani 0.85 1 d . U P D 1
H10B H 1.0547 0.5374 0.4764 0.060 Uiso 0.85 1 calc R U P D 1
C11B C 1.1852(3) 0.6330(2) 0.6078(2) 0.0534(7) Uani 0.85 1 d . U P D 1
H11E H 1.2650 0.6765 0.6365 0.064 Uiso 0.85 1 calc R U P D 1
H11F H 1.1422 0.6287 0.6577 0.064 Uiso 0.85 1 calc R U P D 1
C9B" C 1.1438(11) 0.5384(8) 0.4305(10) 0.040(2) Uani 0.15 1 d D U P D 2
H9BC H 1.1555 0.5091 0.5009 0.048 Uiso 0.15 1 calc R U P D 2
H9BD H 1.0524 0.5433 0.3891 0.048 Uiso 0.15 1 calc R U P D 2
C10" C 1.2168(12) 0.6509(10) 0.4644(10) 0.046(3) Uani 0.15 1 d D U P D 2
H10" H 1.2360 0.6770 0.4064 0.056 Uiso 0.15 1 calc R U P D 2
C11" C 1.2564(15) 0.7165(12) 0.5677(12) 0.068(4) Uani 0.15 1 d D U P D 2
H11G H 1.2392 0.6936 0.6281 0.082 Uiso 0.15 1 calc R U P D 2
H11H H 1.3023 0.7868 0.5818 0.082 Uiso 0.15 1 calc R U P D 2
C12B C 1.04821(13) 0.20756(12) 0.17288(11) 0.0183(3) Uani 1 1 d . . . . .
C13B C 0.97510(13) 0.15230(12) 0.06168(12) 0.0194(3) Uani 1 1 d . . . . .
H13B H 0.9826 0.1674 -0.0062 0.023 Uiso 1 1 calc R U . . .
C14B C 0.90377(13) 0.07596(12) 0.17517(12) 0.0197(3) Uani 1 1 d . . . . .
C15B C 0.83516(14) 0.01491(13) 0.21888(13) 0.0233(3) Uani 1 1 d . . . . .
H15B H 0.7673 -0.0401 0.1688 0.028 Uiso 1 1 calc R U . . .
C16B C 0.86946(15) 0.03728(14) 0.33780(14) 0.0272(3) Uani 1 1 d . . . . .
H16B H 0.8244 -0.0030 0.3702 0.033 Uiso 1 1 calc R U . . .
C17B C 0.97006(15) 0.11875(14) 0.41156(13) 0.0264(3) Uani 1 1 d . . . . .
H17B H 0.9922 0.1319 0.4930 0.032 Uiso 1 1 calc R U . . .
C18B C 1.03743(15) 0.18010(13) 0.36828(12) 0.0229(3) Uani 1 1 d . . . . .
H18B H 1.1050 0.2350 0.4193 0.027 Uiso 1 1 calc R U . . .
C19B C 1.00448(13) 0.16011(12) 0.24793(12) 0.0186(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1A C8A 1.3682(18) . ?
N1A C7A 1.4180(18) . ?
N1A C9A 1.4532(18) . ?
N2A C19A 1.3699(19) . ?
N2A C18A 1.3765(17) . ?
N2A C20A 1.4496(19) . ?
O1A C1A 1.4269(15) . ?
O2A C8A 1.2185(17) . ?
C1A C12A 1.498(2) . ?
C1A C2A 1.5153(19) . ?
C1A C8A 1.5552(18) . ?
C2A C3A 1.380(2) . ?
C2A C7A 1.393(2) . ?
C3A C4A 1.396(2) . ?
C4A C5A 1.387(2) . ?
C5A C6A 1.395(2) . ?
C6A C7A 1.383(2) . ?
C9A C10A 1.502(2) . ?
C10A C11A 1.312(2) . ?
C10A C11' 1.330(9) . ?
C12A C19A 1.3638(19) . ?
C12A C13A 1.4388(19) . ?
C13A C14A 1.4045(19) . ?
C13A C18A 1.414(2) . ?
C14A C15A 1.382(2) . ?
C15A C16A 1.400(2) . ?
C16A C17A 1.383(2) . ?
C17A C18A 1.394(2) . ?
C20B N2B 1.4551(17) . ?
N1B C8B 1.3615(17) . ?
N1B C7B 1.4133(19) . ?
N1B C9B 1.460(2) . ?
N1B C9B" 1.466(8) . ?
N2B C13B 1.3726(18) . ?
N2B C14B 1.3751(18) . ?
O1B C1B 1.4252(17) . ?
O2B C8B 1.2274(18) . ?
C1B C12B 1.4996(19) . ?
C1B C2B 1.5181(18) . ?
C1B C8B 1.551(2) . ?
C2B C3B 1.375(2) . ?
C2B C7B 1.393(2) . ?
C3B C4B 1.402(2) . ?
C4B C5B 1.385(2) . ?
C5B C6B 1.392(2) . ?
C6B C7B 1.3802(18) . ?
C9B C10B 1.469(3) . ?
C10B C11B 1.299(3) . ?
C9B" C10" 1.498(5) . ?
C10" C11" 1.316(5) . ?
C12B C13B 1.3711(18) . ?
C12B C19B 1.434(2) . ?
C14B C15B 1.394(2) . ?
C14B C19B 1.4234(19) . ?
C15B C16B 1.383(2) . ?
C16B C17B 1.406(2) . ?
C17B C18B 1.382(2) . ?
C18B C19B 1.4029(19) . ?

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
C8A N1A C7A 110.86(11) . . ?
C8A N1A C9A 123.98(12) . . ?
C7A N1A C9A 124.52(12) . . ?
C19A N2A C18A 108.82(12) . . ?
C19A N2A C20A 125.77(12) . . ?
C18A N2A C20A 125.41(13) . . ?
O1A C1A C12A 111.61(11) . . ?
O1A C1A C2A 112.11(11) . . ?
C12A C1A C2A 114.97(12) . . ?
O1A C1A C8A 103.35(11) . . ?
C12A C1A C8A 112.18(11) . . ?
C2A C1A C8A 101.59(11) . . ?
C3A C2A C7A 120.34(13) . . ?
C3A C2A C1A 130.39(13) . . ?
C7A C2A C1A 109.16(12) . . ?
C2A C3A C4A 118.61(14) . . ?
C5A C4A C3A 120.32(14) . . ?
C4A C5A C6A 121.58(15) . . ?
C7A C6A C5A 117.14(14) . . ?
C6A C7A C2A 121.98(13) . . ?
C6A C7A N1A 128.18(13) . . ?
C2A C7A N1A 109.80(12) . . ?
O2A C8A N1A 125.69(13) . . ?
O2A C8A C1A 125.83(12) . . ?
N1A C8A C1A 108.44(11) . . ?
N1A C9A C10A 114.31(13) . . ?
C11A C10A C9A 127.25(14) . . ?
C11' C10A C9A 122.2(8) . . ?
C19A C12A C13A 106.49(12) . . ?
C19A C12A C1A 125.42(12) . . ?
C13A C12A C1A 128.09(12) . . ?
C14A C13A C18A 118.43(13) . . ?
C14A C13A C12A 134.85(14) . . ?
C18A C13A C12A 106.72(12) . . ?
C15A C14A C13A 118.90(14) . . ?
C14A C15A C16A 121.42(14) . . ?
C17A C16A C15A 121.35(14) . . ?
C16A C17A C18A 117.05(14) . . ?
N2A C18A C17A 129.59(14) . . ?
N2A C18A C13A 107.57(12) . . ?
C17A C18A C13A 122.84(13) . . ?
C12A C19A N2A 110.40(12) . . ?
C8B N1B C7B 110.84(12) . . ?
C8B N1B C9B 123.89(14) . . ?
C7B N1B C9B 124.93(12) . . ?
C8B N1B C9B" 117.1(5) . . ?
C7B N1B C9B" 123.9(6) . . ?
C13B N2B C14B 108.75(11) . . ?
C13B N2B C20B 125.80(12) . . ?
C14B N2B C20B 125.14(12) . . ?
O1B C1B C12B 107.76(11) . . ?
O1B C1B C2B 112.91(12) . . ?
C12B C1B C2B 115.08(12) . . ?
O1B C1B C8B 108.99(11) . . ?
C12B C1B C8B 110.83(12) . . ?
C2B C1B C8B 101.05(11) . . ?
C3B C2B C7B 120.02(13) . . ?
C3B C2B C1B 130.73(13) . . ?
C7B C2B C1B 109.25(13) . . ?
C2B C3B C4B 118.59(14) . . ?
C5B C4B C3B 120.47(15) . . ?
C4B C5B C6B 121.36(13) . . ?
C7B C6B C5B 117.12(14) . . ?
C6B C7B C2B 122.41(14) . . ?
C6B C7B N1B 127.85(14) . . ?
C2B C7B N1B 109.73(12) . . ?
O2B C8B N1B 123.97(15) . . ?
O2B C8B C1B 127.10(13) . . ?
N1B C8B C1B 108.92(12) . . ?
N1B C9B C10B 111.88(19) . . ?
C11B C10B C9B 127.2(3) . . ?
N1B C9B" C10" 109.3(9) . . ?
C11" C10" C9B" 125.5(9) . . ?
C13B C12B C19B 106.51(12) . . ?
C13B C12B C1B 125.74(13) . . ?
C19B C12B C1B 127.60(12) . . ?
C12B C13B N2B 110.39(12) . . ?
N2B C14B C15B 129.93(13) . . ?
N2B C14B C19B 107.61(12) . . ?
C15B C14B C19B 122.43(13) . . ?
C16B C15B C14B 117.60(14) . . ?
C15B C16B C17B 120.95(14) . . ?
C18B C17B C16B 121.54(14) . . ?
C17B C18B C19B 118.99(14) . . ?
C18B C19B C14B 118.48(13) . . ?
C18B C19B C12B 134.80(13) . . ?
C14B C19B C12B 106.71(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1A C1A C2A C3A -67.38(19) . . . . ?
C12A C1A C2A C3A 61.51(19) . . . . ?
C8A C1A C2A C3A -177.12(14) . . . . ?
O1A C1A C2A C7A 108.57(13) . . . . ?
C12A C1A C2A C7A -122.54(13) . . . . ?
C8A C1A C2A C7A -1.16(14) . . . . ?
C7A C2A C3A C4A -0.8(2) . . . . ?
C1A C2A C3A C4A 174.74(14) . . . . ?
C2A C3A C4A C5A -0.6(2) . . . . ?
C3A C4A C5A C6A 1.1(2) . . . . ?
C4A C5A C6A C7A -0.2(2) . . . . ?
C5A C6A C7A C2A -1.2(2) . . . . ?
C5A C6A C7A N1A -178.70(14) . . . . ?
C3A C2A C7A C6A 1.8(2) . . . . ?
C1A C2A C7A C6A -174.64(13) . . . . ?
C3A C2A C7A N1A 179.67(12) . . . . ?
C1A C2A C7A N1A 3.24(16) . . . . ?
C8A N1A C7A C6A 173.45(14) . . . . ?
C9A N1A C7A C6A 2.4(2) . . . . ?
C8A N1A C7A C2A -4.26(16) . . . . ?
C9A N1A C7A C2A -175.35(12) . . . . ?
C7A N1A C8A O2A -174.71(13) . . . . ?
C9A N1A C8A O2A -3.6(2) . . . . ?
C7A N1A C8A C1A 3.40(15) . . . . ?
C9A N1A C8A C1A 174.55(12) . . . . ?
O1A C1A C8A O2A 60.42(17) . . . . ?
C12A C1A C8A O2A -59.95(18) . . . . ?
C2A C1A C8A O2A 176.75(13) . . . . ?
O1A C1A C8A N1A -117.68(12) . . . . ?
C12A C1A C8A N1A 121.95(12) . . . . ?
C2A C1A C8A N1A -1.35(14) . . . . ?
C8A N1A C9A C10A 116.94(15) . . . . ?
C7A N1A C9A C10A -73.11(18) . . . . ?
N1A C9A C10A C11A -0.7(2) . . . . ?
N1A C9A C10A C11' 159.6(12) . . . . ?
O1A C1A C12A C19A -3.82(19) . . . . ?
C2A C1A C12A C19A -132.96(14) . . . . ?
C8A C1A C12A C19A 111.62(15) . . . . ?
O1A C1A C12A C13A 176.04(12) . . . . ?
C2A C1A C12A C13A 46.90(18) . . . . ?
C8A C1A C12A C13A -68.51(17) . . . . ?
C19A C12A C13A C14A 179.69(15) . . . . ?
C1A C12A C13A C14A -0.2(3) . . . . ?
C19A C12A C13A C18A -0.08(15) . . . . ?
C1A C12A C13A C18A -179.97(13) . . . . ?
C18A C13A C14A C15A -0.8(2) . . . . ?
C12A C13A C14A C15A 179.44(15) . . . . ?
C13A C14A C15A C16A 0.4(2) . . . . ?
C14A C15A C16A C17A 0.6(2) . . . . ?
C15A C16A C17A C18A -1.2(2) . . . . ?
C19A N2A C18A C17A 179.85(14) . . . . ?
C20A N2A C18A C17A 0.3(2) . . . . ?
C19A N2A C18A C13A -0.51(15) . . . . ?
C20A N2A C18A C13A 179.97(14) . . . . ?
C16A C17A C18A N2A -179.62(14) . . . . ?
C16A C17A C18A C13A 0.8(2) . . . . ?
C14A C13A C18A N2A -179.45(12) . . . . ?
C12A C13A C18A N2A 0.36(15) . . . . ?
C14A C13A C18A C17A 0.2(2) . . . . ?
C12A C13A C18A C17A -179.97(13) . . . . ?
C13A C12A C19A N2A -0.24(16) . . . . ?
C1A C12A C19A N2A 179.65(12) . . . . ?
C18A N2A C19A C12A 0.48(16) . . . . ?
C20A N2A C19A C12A 179.99(14) . . . . ?
O1B C1B C2B C3B -65.2(2) . . . . ?
C12B C1B C2B C3B 59.1(2) . . . . ?
C8B C1B C2B C3B 178.51(15) . . . . ?
O1B C1B C2B C7B 113.99(14) . . . . ?
C12B C1B C2B C7B -121.72(14) . . . . ?
C8B C1B C2B C7B -2.28(15) . . . . ?
C7B C2B C3B C4B 1.4(2) . . . . ?
C1B C2B C3B C4B -179.47(14) . . . . ?
C2B C3B C4B C5B 0.0(2) . . . . ?
C3B C4B C5B C6B -1.1(2) . . . . ?
C4B C5B C6B C7B 0.7(2) . . . . ?
C5B C6B C7B C2B 0.8(2) . . . . ?
C5B C6B C7B N1B 179.74(14) . . . . ?
C3B C2B C7B C6B -1.8(2) . . . . ?
C1B C2B C7B C6B 178.85(13) . . . . ?
C3B C2B C7B N1B 179.02(13) . . . . ?
C1B C2B C7B N1B -0.29(16) . . . . ?
C8B N1B C7B C6B -175.85(15) . . . . ?
C9B N1B C7B C6B 10.7(2) . . . . ?
C9B" N1B C7B C6B -28.3(6) . . . . ?
C8B N1B C7B C2B 3.23(17) . . . . ?
C9B N1B C7B C2B -170.26(16) . . . . ?
C9B" N1B C7B C2B 150.8(6) . . . . ?
C7B N1B C8B O2B 176.49(14) . . . . ?
C9B N1B C8B O2B -9.9(3) . . . . ?
C9B" N1B C8B O2B 26.5(6) . . . . ?
C7B N1B C8B C1B -4.71(16) . . . . ?
C9B N1B C8B C1B 168.86(15) . . . . ?
C9B" N1B C8B C1B -154.7(6) . . . . ?
O1B C1B C8B O2B 63.83(19) . . . . ?
C12B C1B C8B O2B -54.60(19) . . . . ?
C2B C1B C8B O2B -177.05(15) . . . . ?
O1B C1B C8B N1B -114.92(13) . . . . ?
C12B C1B C8B N1B 126.64(13) . . . . ?
C2B C1B C8B N1B 4.20(15) . . . . ?
C8B N1B C9B C10B 100.5(2) . . . . ?
C7B N1B C9B C10B -86.8(2) . . . . ?
N1B C9B C10B C11B 128.6(3) . . . . ?
C8B N1B C9B" C10" -123.3(8) . . . . ?
C7B N1B C9B" C10" 91.0(10) . . . . ?
N1B C9B" C10" C11" -140.7(14) . . . . ?
O1B C1B C12B C13B -12.2(2) . . . . ?
C2B C1B C12B C13B -139.11(15) . . . . ?
C8B C1B C12B C13B 107.02(17) . . . . ?
O1B C1B C12B C19B 172.85(14) . . . . ?
C2B C1B C12B C19B 45.9(2) . . . . ?
C8B C1B C12B C19B -67.97(18) . . . . ?
C19B C12B C13B N2B -0.90(17) . . . . ?
C1B C12B C13B N2B -176.76(14) . . . . ?
C14B N2B C13B C12B 1.55(18) . . . . ?
C20B N2B C13B C12B 175.40(14) . . . . ?
C13B N2B C14B C15B 176.73(16) . . . . ?
C20B N2B C14B C15B 2.8(3) . . . . ?
C13B N2B C14B C19B -1.54(17) . . . . ?
C20B N2B C14B C19B -175.44(14) . . . . ?
N2B C14B C15B C16B -179.13(16) . . . . ?
C19B C14B C15B C16B -1.1(2) . . . . ?
C14B C15B C16B C17B 0.0(2) . . . . ?
C15B C16B C17B C18B 0.7(3) . . . . ?
C16B C17B C18B C19B -0.2(2) . . . . ?
C17B C18B C19B C14B -0.9(2) . . . . ?
C17B C18B C19B C12B 177.77(16) . . . . ?
N2B C14B C19B C18B 180.00(13) . . . . ?
C15B C14B C19B C18B 1.6(2) . . . . ?
N2B C14B C19B C12B 0.98(17) . . . . ?
C15B C14B C19B C12B -177.45(14) . . . . ?
C13B C12B C19B C18B -178.85(17) . . . . ?
C1B C12B C19B C18B -3.1(3) . . . . ?
C13B C12B C19B C14B -0.06(17) . . . . ?
C1B C12B C19B C14B 175.70(14) . . . . ?

_refine_diff_density_max         0.382
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.050
####################################################################### 
# 
# 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_PEMP428-4a_a
_database_code_depnum_ccdc_archive 'CCDC 1523652'
_audit_update_record             
;
2016-12-20 deposited with the CCDC.
2017-09-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C96 H82 N6 O5'
_chemical_formula_weight         1399.67
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           Triclinic
_space_group_IT_number           2
_symmetry_space_group_name_H-M   P-1
_space_group_name_Hall           '-P 1'

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

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

_cell_length_a                   11.9737(2)
_cell_length_b                   15.3840(3)
_cell_length_c                   21.9422(4)
_cell_angle_alpha                70.396(2)
_cell_angle_beta                 80.7940(10)
_cell_angle_gamma                74.7630(10)
_cell_volume                     3662.21(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    27255
_cell_measurement_theta_min      2.0400
_cell_measurement_theta_max      30.3730

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_F_000             1480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.757
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_process_details   
; 
 CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      90(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus rotating anode X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-007HF'
_diffrn_source_power             50
_diffrn_source_current           24
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Confocal Max Flux optic'
_diffrn_detector_type            'PILATUS 200K'
_diffrn_measurement_device_type  '1/4chi goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            67913
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.970
_diffrn_reflns_theta_max         30.557
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.895
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.895
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.895
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             20091
_reflns_number_gt                15576
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0697P)²+0.8296P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         20091
_refine_ls_number_parameters     1051
_refine_ls_number_restraints     123
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1301
_refine_ls_wR_factor_gt          0.1206
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 0.05977(8) 1.01007(7) 0.29797(5) 0.01464(19) Uani 1 1 d . . . . .
N2A N 0.36505(8) 0.70193(7) 0.22894(5) 0.01477(19) Uani 1 1 d . . . . .
N3A N -0.10230(8) 0.72072(7) 0.39912(5) 0.01463(19) Uani 1 1 d . . . . .
O1A O 0.20899(7) 0.90284(6) 0.35525(4) 0.01758(17) Uani 1 1 d . . . . .
C1A C 0.10371(9) 0.85639(8) 0.28633(5) 0.0121(2) Uani 1 1 d . . . . .
C2A C 0.13407(9) 0.92308(8) 0.31810(5) 0.0132(2) Uani 1 1 d . . . . .
C3A C -0.00597(9) 1.01504(8) 0.24851(5) 0.0135(2) Uani 1 1 d . . . . .
C4A C -0.08312(10) 1.09224(8) 0.21218(6) 0.0170(2) Uani 1 1 d . . . . .
H4A H -0.0999 1.1506 0.2195 0.020 Uiso 1 1 calc R U . . .
C5A C -0.13470(10) 1.07908(8) 0.16407(6) 0.0179(2) Uani 1 1 d . . . . .
H5A H -0.1866 1.1297 0.1389 0.021 Uiso 1 1 calc R U . . .
C6A C -0.10989(10) 0.99193(8) 0.15314(6) 0.0167(2) Uani 1 1 d . . . . .
H6A H -0.1448 0.9848 0.1207 0.020 Uiso 1 1 calc R U . . .
C7A C -0.03266(10) 0.91477(8) 0.19076(5) 0.0144(2) Uani 1 1 d . . . . .
H7A H -0.0161 0.8562 0.1837 0.017 Uiso 1 1 calc R U . . .
C8A C 0.01863(9) 0.92679(8) 0.23859(5) 0.0129(2) Uani 1 1 d . . . . .
C9A C 0.06871(10) 1.08957(8) 0.31778(6) 0.0169(2) Uani 1 1 d . . . . .
H9AA H 0.0780 1.0680 0.3640 0.020 Uiso 1 1 calc R U . . .
H9AB H -0.0027 1.1380 0.3099 0.020 Uiso 1 1 calc R U . . .
C10A C 0.16992(10) 1.13203(8) 0.28143(6) 0.0163(2) Uani 1 1 d . . . . .
C11A C 0.16784(11) 1.18400(9) 0.21593(6) 0.0212(3) Uani 1 1 d . . . . .
H11A H 0.1028 1.1935 0.1943 0.025 Uiso 1 1 calc R U . . .
C12A C 0.26112(12) 1.22166(9) 0.18260(7) 0.0262(3) Uani 1 1 d . . . . .
H12A H 0.2585 1.2565 0.1389 0.031 Uiso 1 1 calc R U . . .
C13A C 0.35865(12) 1.20738(10) 0.21458(7) 0.0267(3) Uani 1 1 d . . . . .
H13A H 0.4213 1.2330 0.1924 0.032 Uiso 1 1 calc R U . . .
C14A C 0.36248(11) 1.15484(9) 0.27955(7) 0.0251(3) Uani 1 1 d . . . . .
H14A H 0.4281 1.1447 0.3009 0.030 Uiso 1 1 calc R U . . .
C15A C 0.26854(11) 1.11737(9) 0.31281(6) 0.0202(2) Uani 1 1 d . . . . .
H15A H 0.2715 1.0821 0.3565 0.024 Uiso 1 1 calc R U . . .
C16A C 0.21230(9) 0.80980(8) 0.25411(5) 0.0131(2) Uani 1 1 d . . . . .
C17A C 0.26231(10) 0.71525(8) 0.26701(5) 0.0146(2) Uani 1 1 d . . . . .
H17A H 0.2314 0.6668 0.2972 0.018 Uiso 1 1 calc R U . . .
C18A C 0.38312(10) 0.78936(8) 0.19077(5) 0.0144(2) Uani 1 1 d . . . . .
C19A C 0.47472(10) 0.81294(9) 0.14495(6) 0.0179(2) Uani 1 1 d . . . . .
H19A H 0.5359 0.7665 0.1356 0.022 Uiso 1 1 calc R U . . .
C20A C 0.47065(10) 0.90816(9) 0.11416(6) 0.0205(3) Uani 1 1 d . . . . .
H20A H 0.5305 0.9260 0.0836 0.025 Uiso 1 1 calc R U . . .
C21A C 0.37840(10) 0.97852(9) 0.12799(6) 0.0192(2) Uani 1 1 d . . . . .
H21A H 0.3785 1.0419 0.1066 0.023 Uiso 1 1 calc R U . . .
C22A C 0.28740(10) 0.95525(8) 0.17293(6) 0.0161(2) Uani 1 1 d . . . . .
H22A H 0.2265 1.0023 0.1817 0.019 Uiso 1 1 calc R U . . .
C23A C 0.28863(9) 0.85910(8) 0.20513(5) 0.0134(2) Uani 1 1 d . . . . .
C24A C 0.44532(10) 0.61073(8) 0.23290(6) 0.0179(2) Uani 1 1 d . . . . .
H24A H 0.4401 0.5691 0.2771 0.021 Uiso 1 1 calc R U . . .
H24B H 0.5239 0.6203 0.2227 0.021 Uiso 1 1 calc R U . . .
C25A C 0.42247(10) 0.56271(8) 0.18787(6) 0.0156(2) Uani 1 1 d . . . . .
C26A C 0.48819(10) 0.56777(9) 0.12921(6) 0.0194(2) Uani 1 1 d . . . . .
H26A H 0.5460 0.6019 0.1170 0.023 Uiso 1 1 calc R U . . .
C27A C 0.46785(12) 0.52187(10) 0.08849(7) 0.0260(3) Uani 1 1 d . . . . .
H27A H 0.5125 0.5250 0.0493 0.031 Uiso 1 1 calc R U . . .
C28A C 0.38139(12) 0.47162(10) 0.10617(7) 0.0292(3) Uani 1 1 d . . . . .
H28A H 0.3680 0.4410 0.0789 0.035 Uiso 1 1 calc R U . . .
C29A C 0.31469(12) 0.46686(10) 0.16440(8) 0.0295(3) Uani 1 1 d . . . . .
H29A H 0.2561 0.4335 0.1761 0.035 Uiso 1 1 calc R U . . .
C30A C 0.33534(11) 0.51191(9) 0.20525(7) 0.0229(3) Uani 1 1 d . . . . .
H30A H 0.2908 0.5082 0.2445 0.027 Uiso 1 1 calc R U . . .
C31A C 0.04237(9) 0.78854(8) 0.33958(5) 0.0124(2) Uani 1 1 d . . . . .
C32A C -0.07206(10) 0.78591(8) 0.34257(5) 0.0142(2) Uani 1 1 d . . . . .
H32A H -0.1223 0.8232 0.3107 0.017 Uiso 1 1 calc R U . . .
C33A C -0.00613(9) 0.67934(8) 0.43447(5) 0.0135(2) Uani 1 1 d . . . . .
C34A C 0.00488(10) 0.61171(8) 0.49562(6) 0.0167(2) Uani 1 1 d . . . . .
H34A H -0.0570 0.5853 0.5182 0.020 Uiso 1 1 calc R U . . .
C35A C 0.11118(10) 0.58554(8) 0.52139(6) 0.0182(2) Uani 1 1 d . . . . .
H35A H 0.1210 0.5411 0.5622 0.022 Uiso 1 1 calc R U . . .
C36A C 0.20469(10) 0.62501(8) 0.48687(6) 0.0175(2) Uani 1 1 d . . . . .
H36A H 0.2754 0.6058 0.5052 0.021 Uiso 1 1 calc R U . . .
C37A C 0.19391(10) 0.69164(8) 0.42624(6) 0.0155(2) Uani 1 1 d . . . . .
H37A H 0.2567 0.7170 0.4039 0.019 Uiso 1 1 calc R U . . .
C38A C 0.08667(9) 0.72064(8) 0.39874(5) 0.0130(2) Uani 1 1 d . . . . .
C39A C -0.21502(10) 0.69523(9) 0.41560(6) 0.0178(2) Uani 1 1 d . . . . .
H39A H -0.2055 0.6311 0.4146 0.021 Uiso 1 1 calc R U . . .
H39B H -0.2671 0.7370 0.3828 0.021 Uiso 1 1 calc R U . . .
C40A C -0.26999(9) 0.70126(9) 0.48129(6) 0.0168(2) Uani 1 1 d . . . . .
C41A C -0.27709(11) 0.78091(9) 0.49918(6) 0.0224(3) Uani 1 1 d . . . . .
H41A H -0.2475 0.8311 0.4705 0.027 Uiso 1 1 calc R U . . .
C42A C -0.32793(12) 0.78633(11) 0.55956(7) 0.0301(3) Uani 1 1 d . . . . .
H42A H -0.3322 0.8400 0.5711 0.036 Uiso 1 1 calc R U . . .
C43A C -0.37229(12) 0.71223(13) 0.60258(7) 0.0344(4) Uani 1 1 d . . . . .
H43A H -0.4058 0.7158 0.6432 0.041 Uiso 1 1 calc R U . . .
C44A C -0.36670(12) 0.63284(12) 0.58515(7) 0.0321(3) Uani 1 1 d . . . . .
H44A H -0.3970 0.5831 0.6139 0.039 Uiso 1 1 calc R U . . .
C45A C -0.31576(11) 0.62714(10) 0.52459(6) 0.0242(3) Uani 1 1 d . . . . .
H45A H -0.3123 0.5736 0.5130 0.029 Uiso 1 1 calc R U . . .
N1B N 0.88996(9) 0.49136(7) 0.19080(5) 0.0165(2) Uani 1 1 d . . . . .
N2B N 1.08665(8) 0.76079(7) 0.10093(5) 0.01341(19) Uani 1 1 d . . . . .
N3B N 0.61858(8) 0.79848(7) 0.27251(5) 0.01390(19) Uani 1 1 d . . . . .
O1B O 0.74351(7) 0.61189(6) 0.13950(4) 0.01766(17) Uani 1 1 d . . . . .
C1B C 0.86604(9) 0.63814(8) 0.21002(5) 0.0121(2) Uani 1 1 d . . . . .
C2B C 0.82259(10) 0.58153(8) 0.17515(5) 0.0143(2) Uani 1 1 d . . . . .
C3B C 0.96349(10) 0.47589(8) 0.23931(6) 0.0164(2) Uani 1 1 d . . . . .
C4B C 1.03783(11) 0.39249(9) 0.27077(6) 0.0228(3) Uani 1 1 d . . . . .
H4B H 1.0464 0.3372 0.2603 0.027 Uiso 1 1 calc R U . . .
C5B C 1.09927(11) 0.39485(9) 0.31882(6) 0.0255(3) Uani 1 1 d . . . . .
H5B H 1.1499 0.3400 0.3408 0.031 Uiso 1 1 calc R U . . .
C6B C 1.08647(10) 0.47728(9) 0.33453(6) 0.0218(3) Uani 1 1 d . . . . .
H6B H 1.1288 0.4771 0.3666 0.026 Uiso 1 1 calc R U . . .
C7B C 1.01044(10) 0.56071(9) 0.30245(6) 0.0171(2) Uani 1 1 d . . . . .
H7B H 1.0010 0.6159 0.3132 0.021 Uiso 1 1 calc R U . . .
C8B C 0.94962(9) 0.55938(8) 0.25444(5) 0.0138(2) Uani 1 1 d . . . . .
C9B C 0.88268(11) 0.42169(9) 0.16132(6) 0.0202(2) Uani 1 1 d . . . . .
H9BA H 0.8099 0.4421 0.1411 0.024 Uiso 1 1 calc R U . . .
H9BB H 0.8816 0.3620 0.1952 0.024 Uiso 1 1 calc R U . . .
C10B C 0.98147(10) 0.40536(8) 0.11077(6) 0.0159(2) Uani 1 1 d . . . . .
C11B C 0.99364(10) 0.32854(8) 0.08844(6) 0.0181(2) Uani 1 1 d . . . . .
H11B H 0.9438 0.2875 0.1060 0.022 Uiso 1 1 calc R U . . .
C12B C 1.07924(11) 0.31234(9) 0.04031(6) 0.0215(3) Uani 1 1 d . . . . .
H12B H 1.0866 0.2607 0.0258 0.026 Uiso 1 1 calc R U . . .
C13B C 1.15388(11) 0.37338(9) 0.01383(6) 0.0221(3) Uani 1 1 d . . . . .
H13B H 1.2116 0.3627 -0.0184 0.027 Uiso 1 1 calc R U . . .
C14B C 1.14180(11) 0.45025(9) 0.03571(6) 0.0199(2) Uani 1 1 d . . . . .
H14B H 1.1914 0.4915 0.0178 0.024 Uiso 1 1 calc R U . . .
C15B C 1.05627(10) 0.46641(8) 0.08414(6) 0.0179(2) Uani 1 1 d . . . . .
H15B H 1.0491 0.5180 0.0987 0.022 Uiso 1 1 calc R U . . .
C16B C 0.93363(9) 0.70267(8) 0.15788(5) 0.0120(2) Uani 1 1 d . . . . .
C17B C 1.05123(9) 0.69469(8) 0.15506(5) 0.0131(2) Uani 1 1 d . . . . .
H17B H 1.1001 0.6505 0.1857 0.016 Uiso 1 1 calc R U . . .
C18B C 0.99135(9) 0.81325(8) 0.06659(5) 0.0126(2) Uani 1 1 d . . . . .
C19B C 0.98536(10) 0.88716(8) 0.00829(6) 0.0154(2) Uani 1 1 d . . . . .
H19B H 1.0512 0.9084 -0.0133 0.018 Uiso 1 1 calc R U . . .
C20B C 0.87766(10) 0.92766(8) -0.01608(6) 0.0171(2) Uani 1 1 d . . . . .
H20B H 0.8706 0.9771 -0.0549 0.021 Uiso 1 1 calc R U . . .
C21B C 0.77877(10) 0.89517(8) 0.01698(6) 0.0173(2) Uani 1 1 d . . . . .
H21B H 0.7072 0.9241 -0.0002 0.021 Uiso 1 1 calc R U . . .
C22B C 0.78501(10) 0.82121(8) 0.07450(6) 0.0149(2) Uani 1 1 d . . . . .
H22B H 0.7187 0.8002 0.0955 0.018 Uiso 1 1 calc R U . . .
C23B C 0.89315(9) 0.77835(8) 0.10072(5) 0.0123(2) Uani 1 1 d . . . . .
C24B C 1.20303(9) 0.77827(9) 0.08530(6) 0.0156(2) Uani 1 1 d . . . . .
H24C H 1.2498 0.7389 0.1211 0.019 Uiso 1 1 calc R U . . .
H24D H 1.1986 0.8438 0.0812 0.019 Uiso 1 1 calc R U . . .
C25B C 1.26323(10) 0.75896(8) 0.02384(6) 0.0156(2) Uani 1 1 d . . . . .
C26B C 1.23483(10) 0.69554(8) -0.00035(6) 0.0177(2) Uani 1 1 d . . . . .
H26B H 1.1737 0.6667 0.0201 0.021 Uiso 1 1 calc R U . . .
C27B C 1.29697(11) 0.67498(9) -0.05474(6) 0.0213(3) Uani 1 1 d . . . . .
H27B H 1.2777 0.6321 -0.0704 0.026 Uiso 1 1 calc R U . . .
C28B C 1.38745(11) 0.71793(10) -0.08585(7) 0.0255(3) Uani 1 1 d . . . . .
H28B H 1.4295 0.7034 -0.1220 0.031 Uiso 1 1 calc R U . . .
C29B C 1.41501(12) 0.78268(11) -0.06286(7) 0.0312(3) Uani 1 1 d . . . . .
H29B H 1.4750 0.8124 -0.0840 0.037 Uiso 1 1 calc R U . . .
C30B C 1.35334(11) 0.80320(10) -0.00844(7) 0.0249(3) Uani 1 1 d . . . . .
H30B H 1.3721 0.8468 0.0067 0.030 Uiso 1 1 calc R U . . .
C31B C 0.76398(9) 0.68740(8) 0.24526(5) 0.0121(2) Uani 1 1 d . . . . .
C32B C 0.71830(9) 0.78272(8) 0.23264(5) 0.0136(2) Uani 1 1 d . . . . .
H32B H 0.7500 0.8300 0.2017 0.016 Uiso 1 1 calc R U . . .
C33B C 0.59814(9) 0.71206(8) 0.31151(5) 0.0137(2) Uani 1 1 d . . . . .
C34B C 0.50892(10) 0.69102(9) 0.35963(6) 0.0174(2) Uani 1 1 d . . . . .
H34B H 0.4504 0.7387 0.3695 0.021 Uiso 1 1 calc R U . . .
C35B C 0.51100(10) 0.59652(9) 0.39200(6) 0.0197(2) Uani 1 1 d . . . . .
H35B H 0.4525 0.5805 0.4242 0.024 Uiso 1 1 calc R U . . .
C36B C 0.59950(10) 0.52411(9) 0.37741(6) 0.0181(2) Uani 1 1 d . . . . .
H36B H 0.5985 0.4612 0.4000 0.022 Uiso 1 1 calc R U . . .
C37B C 0.68806(10) 0.54501(8) 0.32996(5) 0.0153(2) Uani 1 1 d . . . . .
H37B H 0.7464 0.4967 0.3207 0.018 Uiso 1 1 calc R U . . .
C38B C 0.68848(9) 0.64033(8) 0.29602(5) 0.0132(2) Uani 1 1 d . . . . .
C39B C 0.54352(10) 0.89148(8) 0.26982(6) 0.0171(2) Uani 1 1 d . . . . .
H39C H 0.4635 0.8854 0.2791 0.021 Uiso 1 1 calc R U . . .
H39D H 0.5510 0.9341 0.2261 0.021 Uiso 1 1 calc R U . . .
C40B C 0.57052(10) 0.93491(8) 0.31670(6) 0.0155(2) Uani 1 1 d . . . . .
C41B C 0.66345(11) 0.97935(9) 0.30212(6) 0.0211(3) Uani 1 1 d . . . . .
H41B H 0.7107 0.9803 0.2640 0.025 Uiso 1 1 calc R U . . .
C42B C 0.68612(12) 1.02212(10) 0.34393(7) 0.0267(3) Uani 1 1 d . . . . .
H42B H 0.7487 1.0510 0.3340 0.032 Uiso 1 1 calc R U . . .
C43B C 0.61530(12) 1.02168(10) 0.40054(7) 0.0260(3) Uani 1 1 d . . . . .
H43B H 0.6297 1.0510 0.4284 0.031 Uiso 1 1 calc R U . . .
C44B C 0.52316(12) 0.97751(9) 0.41554(6) 0.0238(3) Uani 1 1 d . . . . .
H44B H 0.4760 0.9767 0.4537 0.029 Uiso 1 1 calc R U . . .
C45B C 0.50083(11) 0.93438(9) 0.37375(6) 0.0190(2) Uani 1 1 d . . . . .
H45B H 0.4387 0.9049 0.3841 0.023 Uiso 1 1 calc R U . . .
O1S O 0.6603(16) 0.2815(14) 0.3701(9) 0.0275(19) Uani 0.5 1 d . U P A 1
O2S O 0.8086(6) 0.2541(4) 0.2985(2) 0.0167(13) Uani 0.5 1 d . U P A 1
C1S C 0.6277(4) 0.3534(3) 0.2587(3) 0.0405(11) Uani 0.5 1 d . U P A 1
H1SA H 0.6423 0.3319 0.2213 0.061 Uiso 0.5 1 calc R U P A 1
H1SB H 0.6415 0.4159 0.2467 0.061 Uiso 0.5 1 calc R U P A 1
H1SC H 0.5485 0.3546 0.2758 0.061 Uiso 0.5 1 calc R U P A 1
C2S C 0.7095(11) 0.2855(11) 0.3109(7) 0.024(2) Uani 0.5 1 d . U P A 1
C3S C 0.7366(12) 0.2281(11) 0.4223(6) 0.0251(17) Uani 0.5 1 d . U P A 1
H3SA H 0.7914 0.2638 0.4236 0.030 Uiso 0.5 1 calc R U P A 1
H3SB H 0.7794 0.1682 0.4164 0.030 Uiso 0.5 1 calc R U P A 1
C4S C 0.6579(13) 0.2127(12) 0.4826(6) 0.037(3) Uani 0.5 1 d . U P A 1
H4SA H 0.7022 0.1739 0.5189 0.056 Uiso 0.5 1 calc R U P A 1
H4SB H 0.6006 0.1816 0.4789 0.056 Uiso 0.5 1 calc R U P A 1
H4SC H 0.6200 0.2726 0.4890 0.056 Uiso 0.5 1 calc R U P A 1
O1S' O 0.6488(17) 0.2752(15) 0.3650(9) 0.0273(19) Uani 0.5 1 d . U P B 2
O2S' O 0.8113(8) 0.2547(6) 0.2989(4) 0.045(2) Uani 0.5 1 d . U P B 2
C1S' C 0.6237(5) 0.3131(4) 0.2552(2) 0.0391(11) Uani 0.5 1 d . U P B 2
H1SD H 0.6656 0.3262 0.2132 0.059 Uiso 0.5 1 calc R U P B 2
H1SE H 0.5674 0.3691 0.2583 0.059 Uiso 0.5 1 calc R U P B 2
H1SF H 0.5849 0.2633 0.2611 0.059 Uiso 0.5 1 calc R U P B 2
C2S' C 0.7053(11) 0.2835(12) 0.3058(7) 0.031(2) Uani 0.5 1 d . U P B 2
C3S' C 0.7157(11) 0.2331(10) 0.4209(7) 0.0255(18) Uani 0.5 1 d . U P B 2
H3SC H 0.7687 0.2721 0.4192 0.031 Uiso 0.5 1 calc R U P B 2
H3SD H 0.7615 0.1710 0.4205 0.031 Uiso 0.5 1 calc R U P B 2
C4S' C 0.6365(13) 0.2238(11) 0.4828(5) 0.0235(14) Uani 0.5 1 d . U P B 2
H4SD H 0.6824 0.1959 0.5195 0.035 Uiso 0.5 1 calc R U P B 2
H4SE H 0.5850 0.1844 0.4847 0.035 Uiso 0.5 1 calc R U P B 2
H4SF H 0.5919 0.2854 0.4833 0.035 Uiso 0.5 1 calc R U P B 2
O1T O 1.0346(4) -0.0027(2) 0.5120(2) 0.0350(8) Uani 0.5 1 d D U P C -1
O2T O 0.8521(2) 0.01394(17) 0.49101(13) 0.0457(6) Uani 0.5 1 d . U P C -1
C1T C 0.9942(6) -0.1259(3) 0.4864(3) 0.0378(11) Uani 0.5 1 d . U P C -1
H1TA H 0.9485 -0.1316 0.4563 0.057 Uiso 0.5 1 calc R U P C -1
H1TB H 0.9875 -0.1739 0.5272 0.057 Uiso 0.5 1 calc R U P C -1
H1TC H 1.0740 -0.1333 0.4695 0.057 Uiso 0.5 1 calc R U P C -1
C2T C 0.9516(6) -0.0311(3) 0.4956(3) 0.0300(9) Uani 0.5 1 d . U P C -1
C3T C 1.0038(5) 0.0900(3) 0.5231(3) 0.0334(10) Uani 0.5 1 d D U P C -1
H3TA H 1.0502 0.0886 0.5559 0.040 Uiso 0.5 1 calc R U P C -1
H3TB H 0.9228 0.1031 0.5391 0.040 Uiso 0.5 1 calc R U P C -1
C4T C 1.0239(3) 0.1679(2) 0.46138(15) 0.0289(6) Uani 0.5 1 d D U P C -1
H4TA H 1.0047 0.2274 0.4702 0.043 Uiso 0.5 1 calc R U P C -1
H4TB H 0.9758 0.1709 0.4293 0.043 Uiso 0.5 1 calc R U P C -1
H4TC H 1.1040 0.1549 0.4454 0.043 Uiso 0.5 1 calc R U P C -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1A C2A 1.3714(14) . ?
N1A C3A 1.4105(14) . ?
N1A C9A 1.4618(14) . ?
N2A C18A 1.3771(15) . ?
N2A C17A 1.3809(14) . ?
N2A C24A 1.4615(14) . ?
N3A C32A 1.3743(15) . ?
N3A C33A 1.3792(14) . ?
N3A C39A 1.4605(14) . ?
O1A C2A 1.2177(14) . ?
C1A C16A 1.5033(15) . ?
C1A C31A 1.5179(15) . ?
C1A C8A 1.5194(15) . ?
C1A C2A 1.5581(15) . ?
C3A C4A 1.3866(16) . ?
C3A C8A 1.3946(16) . ?
C4A C5A 1.3979(17) . ?
C5A C6A 1.3882(17) . ?
C6A C7A 1.3984(16) . ?
C7A C8A 1.3816(16) . ?
C9A C10A 1.5127(16) . ?
C10A C11A 1.3911(17) . ?
C10A C15A 1.3912(17) . ?
C11A C12A 1.3830(18) . ?
C12A C13A 1.389(2) . ?
C13A C14A 1.384(2) . ?
C14A C15A 1.3878(18) . ?
C16A C17A 1.3691(16) . ?
C16A C23A 1.4383(15) . ?
C18A C19A 1.3989(16) . ?
C18A C23A 1.4161(15) . ?
C19A C20A 1.3833(18) . ?
C20A C21A 1.4031(17) . ?
C21A C22A 1.3827(16) . ?
C22A C23A 1.4064(16) . ?
C24A C25A 1.5097(16) . ?
C25A C26A 1.3867(17) . ?
C25A C30A 1.3950(17) . ?
C26A C27A 1.3926(17) . ?
C27A C28A 1.382(2) . ?
C28A C29A 1.385(2) . ?
C29A C30A 1.3865(19) . ?
C31A C32A 1.3718(15) . ?
C31A C38A 1.4412(15) . ?
C33A C34A 1.3956(16) . ?
C33A C38A 1.4181(15) . ?
C34A C35A 1.3820(16) . ?
C35A C36A 1.4048(17) . ?
C36A C37A 1.3810(17) . ?
C37A C38A 1.4064(15) . ?
C39A C40A 1.5079(17) . ?
C40A C41A 1.3858(18) . ?
C40A C45A 1.3922(17) . ?
C41A C42A 1.3863(19) . ?
C42A C43A 1.381(2) . ?
C43A C44A 1.380(2) . ?
C44A C45A 1.3915(19) . ?
N1B C2B 1.3689(15) . ?
N1B C3B 1.4087(15) . ?
N1B C9B 1.4516(15) . ?
N2B C17B 1.3711(14) . ?
N2B C18B 1.3798(14) . ?
N2B C24B 1.4540(14) . ?
N3B C33B 1.3785(15) . ?
N3B C32B 1.3804(14) . ?
N3B C39B 1.4638(14) . ?
O1B C2B 1.2190(14) . ?
C1B C31B 1.5066(15) . ?
C1B C8B 1.5172(15) . ?
C1B C16B 1.5210(15) . ?
C1B C2B 1.5578(15) . ?
C3B C4B 1.3846(17) . ?
C3B C8B 1.3942(16) . ?
C4B C5B 1.394(2) . ?
C5B C6B 1.387(2) . ?
C6B C7B 1.3986(17) . ?
C7B C8B 1.3813(16) . ?
C9B C10B 1.5178(16) . ?
C10B C15B 1.3899(16) . ?
C10B C11B 1.3905(16) . ?
C11B C12B 1.3871(17) . ?
C12B C13B 1.3882(19) . ?
C13B C14B 1.3851(18) . ?
C14B C15B 1.3910(17) . ?
C16B C17B 1.3741(15) . ?
C16B C23B 1.4426(15) . ?
C18B C19B 1.3946(16) . ?
C18B C23B 1.4184(15) . ?
C19B C20B 1.3828(16) . ?
C20B C21B 1.4039(17) . ?
C21B C22B 1.3838(17) . ?
C22B C23B 1.4063(15) . ?
C24B C25B 1.5074(16) . ?
C25B C26B 1.3888(16) . ?
C25B C30B 1.3954(16) . ?
C26B C27B 1.3869(17) . ?
C27B C28B 1.3832(18) . ?
C28B C29B 1.385(2) . ?
C29B C30B 1.3853(19) . ?
C31B C32B 1.3713(16) . ?
C31B C38B 1.4362(15) . ?
C33B C34B 1.3972(16) . ?
C33B C38B 1.4178(15) . ?
C34B C35B 1.3829(18) . ?
C35B C36B 1.4060(17) . ?
C36B C37B 1.3832(16) . ?
C37B C38B 1.4052(16) . ?
C39B C40B 1.5132(16) . ?
C40B C45B 1.3878(16) . ?
C40B C41B 1.3954(17) . ?
C41B C42B 1.3882(18) . ?
C42B C43B 1.3865(19) . ?
C43B C44B 1.3838(19) . ?
C44B C45B 1.3901(17) . ?
O1S C2S 1.33(2) . ?
O1S C3S 1.459(18) . ?
O2S C2S 1.183(15) . ?
C1S C2S 1.542(11) . ?
C3S C4S 1.485(18) . ?
O1S' C2S' 1.35(2) . ?
O1S' C3S' 1.441(19) . ?
O2S' C2S' 1.232(16) . ?
C1S' C2S' 1.473(15) . ?
C3S' C4S' 1.514(17) . ?
O1T C2T 1.325(5) . ?
O1T C3T 1.469(5) . ?
O2T C2T 1.212(7) . ?
C1T C2T 1.484(6) . ?
C3T C4T 1.512(5) . ?

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
C2A N1A C3A 111.18(9) . . ?
C2A N1A C9A 121.44(9) . . ?
C3A N1A C9A 126.31(9) . . ?
C18A N2A C17A 108.40(9) . . ?
C18A N2A C24A 126.04(10) . . ?
C17A N2A C24A 125.36(10) . . ?
C32A N3A C33A 108.41(9) . . ?
C32A N3A C39A 124.95(10) . . ?
C33A N3A C39A 126.46(10) . . ?
C16A C1A C31A 114.84(9) . . ?
C16A C1A C8A 113.36(9) . . ?
C31A C1A C8A 110.60(9) . . ?
C16A C1A C2A 109.47(9) . . ?
C31A C1A C2A 106.63(9) . . ?
C8A C1A C2A 100.78(8) . . ?
O1A C2A N1A 124.83(10) . . ?
O1A C2A C1A 127.01(10) . . ?
N1A C2A C1A 108.15(9) . . ?
C4A C3A C8A 121.78(11) . . ?
C4A C3A N1A 128.84(10) . . ?
C8A C3A N1A 109.37(10) . . ?
C3A C4A C5A 117.54(11) . . ?
C6A C5A C4A 121.28(11) . . ?
C5A C6A C7A 120.23(11) . . ?
C8A C7A C6A 119.04(11) . . ?
C7A C8A C3A 120.12(10) . . ?
C7A C8A C1A 130.28(10) . . ?
C3A C8A C1A 109.60(9) . . ?
N1A C9A C10A 112.00(9) . . ?
C11A C10A C15A 118.73(11) . . ?
C11A C10A C9A 121.02(11) . . ?
C15A C10A C9A 120.23(11) . . ?
C12A C11A C10A 120.90(12) . . ?
C11A C12A C13A 119.86(12) . . ?
C14A C13A C12A 119.86(12) . . ?
C13A C14A C15A 120.04(12) . . ?
C14A C15A C10A 120.59(12) . . ?
C17A C16A C23A 106.38(10) . . ?
C17A C16A C1A 128.42(10) . . ?
C23A C16A C1A 125.10(10) . . ?
C16A C17A N2A 110.42(10) . . ?
N2A C18A C19A 130.00(11) . . ?
N2A C18A C23A 107.88(10) . . ?
C19A C18A C23A 122.12(11) . . ?
C20A C19A C18A 117.31(11) . . ?
C19A C20A C21A 121.57(11) . . ?
C22A C21A C20A 121.16(11) . . ?
C21A C22A C23A 118.82(11) . . ?
C22A C23A C18A 119.02(10) . . ?
C22A C23A C16A 134.04(10) . . ?
C18A C23A C16A 106.92(10) . . ?
N2A C24A C25A 113.78(9) . . ?
C26A C25A C30A 119.24(11) . . ?
C26A C25A C24A 120.60(11) . . ?
C30A C25A C24A 120.15(11) . . ?
C25A C26A C27A 120.21(12) . . ?
C28A C27A C26A 120.11(13) . . ?
C27A C28A C29A 120.07(12) . . ?
C28A C29A C30A 119.92(12) . . ?
C29A C30A C25A 120.43(12) . . ?
C32A C31A C38A 106.10(10) . . ?
C32A C31A C1A 125.40(10) . . ?
C38A C31A C1A 128.31(10) . . ?
C31A C32A N3A 110.77(10) . . ?
N3A C33A C34A 129.50(10) . . ?
N3A C33A C38A 107.85(10) . . ?
C34A C33A C38A 122.61(10) . . ?
C35A C34A C33A 117.48(11) . . ?
C34A C35A C36A 121.05(11) . . ?
C37A C36A C35A 121.46(11) . . ?
C36A C37A C38A 119.07(11) . . ?
C37A C38A C33A 118.33(10) . . ?
C37A C38A C31A 134.79(11) . . ?
C33A C38A C31A 106.86(10) . . ?
N3A C39A C40A 113.56(9) . . ?
C41A C40A C45A 119.01(12) . . ?
C41A C40A C39A 120.65(11) . . ?
C45A C40A C39A 120.33(11) . . ?
C40A C41A C42A 120.51(13) . . ?
C43A C42A C41A 120.26(14) . . ?
C44A C43A C42A 119.82(13) . . ?
C43A C44A C45A 120.10(13) . . ?
C44A C45A C40A 120.30(13) . . ?
C2B N1B C3B 111.20(9) . . ?
C2B N1B C9B 123.21(10) . . ?
C3B N1B C9B 125.58(10) . . ?
C17B N2B C18B 108.61(9) . . ?
C17B N2B C24B 125.65(9) . . ?
C18B N2B C24B 125.54(10) . . ?
C33B N3B C32B 108.44(9) . . ?
C33B N3B C39B 126.28(10) . . ?
C32B N3B C39B 125.13(10) . . ?
C31B C1B C8B 114.07(9) . . ?
C31B C1B C16B 115.55(9) . . ?
C8B C1B C16B 109.54(9) . . ?
C31B C1B C2B 109.29(9) . . ?
C8B C1B C2B 101.03(9) . . ?
C16B C1B C2B 106.06(9) . . ?
O1B C2B N1B 125.59(11) . . ?
O1B C2B C1B 126.40(10) . . ?
N1B C2B C1B 108.00(9) . . ?
C4B C3B C8B 122.13(11) . . ?
C4B C3B N1B 128.22(11) . . ?
C8B C3B N1B 109.63(10) . . ?
C3B C4B C5B 117.22(12) . . ?
C6B C5B C4B 121.42(12) . . ?
C5B C6B C7B 120.52(12) . . ?
C8B C7B C6B 118.58(12) . . ?
C7B C8B C3B 120.13(11) . . ?
C7B C8B C1B 130.64(11) . . ?
C3B C8B C1B 109.20(10) . . ?
N1B C9B C10B 114.18(10) . . ?
C15B C10B C11B 119.16(11) . . ?
C15B C10B C9B 122.54(10) . . ?
C11B C10B C9B 118.23(10) . . ?
C12B C11B C10B 120.83(11) . . ?
C11B C12B C13B 119.88(11) . . ?
C14B C13B C12B 119.51(11) . . ?
C13B C14B C15B 120.67(11) . . ?
C10B C15B C14B 119.94(11) . . ?
C17B C16B C23B 106.16(10) . . ?
C17B C16B C1B 124.72(10) . . ?
C23B C16B C1B 129.02(9) . . ?
N2B C17B C16B 110.65(10) . . ?
N2B C18B C19B 129.17(10) . . ?
N2B C18B C23B 107.83(9) . . ?
C19B C18B C23B 122.99(10) . . ?
C20B C19B C18B 117.37(11) . . ?
C19B C20B C21B 120.87(11) . . ?
C22B C21B C20B 121.71(11) . . ?
C21B C22B C23B 118.97(10) . . ?
C22B C23B C18B 118.08(10) . . ?
C22B C23B C16B 135.17(10) . . ?
C18B C23B C16B 106.75(9) . . ?
N2B C24B C25B 114.28(9) . . ?
C26B C25B C30B 118.85(11) . . ?
C26B C25B C24B 121.98(10) . . ?
C30B C25B C24B 119.12(11) . . ?
C27B C26B C25B 120.41(11) . . ?
C28B C27B C26B 120.41(12) . . ?
C27B C28B C29B 119.62(12) . . ?
C30B C29B C28B 120.13(12) . . ?
C29B C30B C25B 120.55(12) . . ?
C32B C31B C38B 106.59(9) . . ?
C32B C31B C1B 128.36(10) . . ?
C38B C31B C1B 124.82(10) . . ?
C31B C32B N3B 110.26(10) . . ?
N3B C33B C34B 129.99(11) . . ?
N3B C33B C38B 107.90(10) . . ?
C34B C33B C38B 122.10(11) . . ?
C35B C34B C33B 117.45(11) . . ?
C34B C35B C36B 121.51(11) . . ?
C37B C36B C35B 121.00(11) . . ?
C36B C37B C38B 118.98(11) . . ?
C37B C38B C33B 118.97(10) . . ?
C37B C38B C31B 134.23(10) . . ?
C33B C38B C31B 106.81(10) . . ?
N3B C39B C40B 113.92(9) . . ?
C45B C40B C41B 118.81(11) . . ?
C45B C40B C39B 120.65(11) . . ?
C41B C40B C39B 120.50(11) . . ?
C42B C41B C40B 120.69(12) . . ?
C43B C42B C41B 119.90(12) . . ?
C44B C43B C42B 119.83(12) . . ?
C43B C44B C45B 120.20(12) . . ?
C40B C45B C44B 120.56(11) . . ?
C2S O1S C3S 114.8(14) . . ?
O2S C2S O1S 125.0(12) . . ?
O2S C2S C1S 122.9(11) . . ?
O1S C2S C1S 111.1(11) . . ?
O1S C3S C4S 105.0(12) . . ?
C2S' O1S' C3S' 118.3(15) . . ?
O2S' C2S' O1S' 121.7(13) . . ?
O2S' C2S' C1S' 126.0(13) . . ?
O1S' C2S' C1S' 111.4(11) . . ?
O1S' C3S' C4S' 110.5(12) . . ?
C2T O1T C3T 117.5(3) . . ?
O2T C2T O1T 123.7(4) . . ?
O2T C2T C1T 124.4(5) . . ?
O1T C2T C1T 111.9(4) . . ?
O1T C3T C4T 111.2(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3A N1A C2A O1A 172.00(11) . . . . ?
C9A N1A C2A O1A 3.12(17) . . . . ?
C3A N1A C2A C1A -9.02(12) . . . . ?
C9A N1A C2A C1A -177.90(9) . . . . ?
C16A C1A C2A O1A -51.86(15) . . . . ?
C31A C1A C2A O1A 72.92(13) . . . . ?
C8A C1A C2A O1A -171.56(11) . . . . ?
C16A C1A C2A N1A 129.18(10) . . . . ?
C31A C1A C2A N1A -106.03(10) . . . . ?
C8A C1A C2A N1A 9.48(11) . . . . ?
C2A N1A C3A C4A -174.43(11) . . . . ?
C9A N1A C3A C4A -6.21(18) . . . . ?
C2A N1A C3A C8A 4.51(13) . . . . ?
C9A N1A C3A C8A 172.73(10) . . . . ?
C8A C3A C4A C5A -0.98(17) . . . . ?
N1A C3A C4A C5A 177.85(11) . . . . ?
C3A C4A C5A C6A 0.16(17) . . . . ?
C4A C5A C6A C7A 0.45(17) . . . . ?
C5A C6A C7A C8A -0.25(17) . . . . ?
C6A C7A C8A C3A -0.55(16) . . . . ?
C6A C7A C8A C1A 179.46(11) . . . . ?
C4A C3A C8A C7A 1.19(17) . . . . ?
N1A C3A C8A C7A -177.84(10) . . . . ?
C4A C3A C8A C1A -178.82(10) . . . . ?
N1A C3A C8A C1A 2.15(12) . . . . ?
C16A C1A C8A C7A 56.24(15) . . . . ?
C31A C1A C8A C7A -74.40(14) . . . . ?
C2A C1A C8A C7A 173.09(11) . . . . ?
C16A C1A C8A C3A -123.75(10) . . . . ?
C31A C1A C8A C3A 105.61(10) . . . . ?
C2A C1A C8A C3A -6.90(11) . . . . ?
C2A N1A C9A C10A 75.52(13) . . . . ?
C3A N1A C9A C10A -91.59(13) . . . . ?
N1A C9A C10A C11A 70.96(14) . . . . ?
N1A C9A C10A C15A -107.25(12) . . . . ?
C15A C10A C11A C12A -0.88(18) . . . . ?
C9A C10A C11A C12A -179.12(11) . . . . ?
C10A C11A C12A C13A 0.3(2) . . . . ?
C11A C12A C13A C14A 0.5(2) . . . . ?
C12A C13A C14A C15A -0.7(2) . . . . ?
C13A C14A C15A C10A 0.0(2) . . . . ?
C11A C10A C15A C14A 0.74(18) . . . . ?
C9A C10A C15A C14A 179.00(11) . . . . ?
C31A C1A C16A C17A -0.52(16) . . . . ?
C8A C1A C16A C17A -129.01(12) . . . . ?
C2A C1A C16A C17A 119.36(12) . . . . ?
C31A C1A C16A C23A -176.30(10) . . . . ?
C8A C1A C16A C23A 55.21(14) . . . . ?
C2A C1A C16A C23A -56.42(14) . . . . ?
C23A C16A C17A N2A -0.34(13) . . . . ?
C1A C16A C17A N2A -176.74(10) . . . . ?
C18A N2A C17A C16A 0.47(13) . . . . ?
C24A N2A C17A C16A 175.62(10) . . . . ?
C17A N2A C18A C19A 179.45(11) . . . . ?
C24A N2A C18A C19A 4.34(19) . . . . ?
C17A N2A C18A C23A -0.40(12) . . . . ?
C24A N2A C18A C23A -175.51(10) . . . . ?
N2A C18A C19A C20A -179.07(11) . . . . ?
C23A C18A C19A C20A 0.75(17) . . . . ?
C18A C19A C20A C21A -0.21(18) . . . . ?
C19A C20A C21A C22A -0.27(19) . . . . ?
C20A C21A C22A C23A 0.21(17) . . . . ?
C21A C22A C23A C18A 0.31(16) . . . . ?
C21A C22A C23A C16A 178.79(12) . . . . ?
N2A C18A C23A C22A 179.05(10) . . . . ?
C19A C18A C23A C22A -0.81(16) . . . . ?
N2A C18A C23A C16A 0.19(12) . . . . ?
C19A C18A C23A C16A -179.67(10) . . . . ?
C17A C16A C23A C22A -178.52(12) . . . . ?
C1A C16A C23A C22A -2.0(2) . . . . ?
C17A C16A C23A C18A 0.09(12) . . . . ?
C1A C16A C23A C18A 176.64(10) . . . . ?
C18A N2A C24A C25A -93.97(14) . . . . ?
C17A N2A C24A C25A 91.72(13) . . . . ?
N2A C24A C25A C26A 99.74(13) . . . . ?
N2A C24A C25A C30A -80.84(14) . . . . ?
C30A C25A C26A C27A -0.54(18) . . . . ?
C24A C25A C26A C27A 178.87(11) . . . . ?
C25A C26A C27A C28A 0.5(2) . . . . ?
C26A C27A C28A C29A 0.1(2) . . . . ?
C27A C28A C29A C30A -0.5(2) . . . . ?
C28A C29A C30A C25A 0.5(2) . . . . ?
C26A C25A C30A C29A 0.06(18) . . . . ?
C24A C25A C30A C29A -179.36(11) . . . . ?
C16A C1A C31A C32A -125.71(11) . . . . ?
C8A C1A C31A C32A 4.15(15) . . . . ?
C2A C1A C31A C32A 112.86(12) . . . . ?
C16A C1A C31A C38A 59.90(15) . . . . ?
C8A C1A C31A C38A -170.24(10) . . . . ?
C2A C1A C31A C38A -61.53(14) . . . . ?
C38A C31A C32A N3A -0.46(12) . . . . ?
C1A C31A C32A N3A -175.88(10) . . . . ?
C33A N3A C32A C31A 0.12(13) . . . . ?
C39A N3A C32A C31A -175.40(10) . . . . ?
C32A N3A C33A C34A 177.81(12) . . . . ?
C39A N3A C33A C34A -6.76(19) . . . . ?
C32A N3A C33A C38A 0.29(12) . . . . ?
C39A N3A C33A C38A 175.72(10) . . . . ?
N3A C33A C34A C35A -176.89(11) . . . . ?
C38A C33A C34A C35A 0.32(17) . . . . ?
C33A C34A C35A C36A -0.63(18) . . . . ?
C34A C35A C36A C37A 0.38(18) . . . . ?
C35A C36A C37A C38A 0.21(18) . . . . ?
C36A C37A C38A C33A -0.51(16) . . . . ?
C36A C37A C38A C31A 177.53(12) . . . . ?
N3A C33A C38A C37A 177.99(10) . . . . ?
C34A C33A C38A C37A 0.25(17) . . . . ?
N3A C33A C38A C31A -0.56(12) . . . . ?
C34A C33A C38A C31A -178.30(10) . . . . ?
C32A C31A C38A C37A -177.58(12) . . . . ?
C1A C31A C38A C37A -2.3(2) . . . . ?
C32A C31A C38A C33A 0.62(12) . . . . ?
C1A C31A C38A C33A 175.86(10) . . . . ?
C32A N3A C39A C40A -128.23(12) . . . . ?
C33A N3A C39A C40A 57.06(15) . . . . ?
N3A C39A C40A C41A 48.62(15) . . . . ?
N3A C39A C40A C45A -132.20(12) . . . . ?
C45A C40A C41A C42A 0.66(18) . . . . ?
C39A C40A C41A C42A 179.84(11) . . . . ?
C40A C41A C42A C43A -0.1(2) . . . . ?
C41A C42A C43A C44A -0.5(2) . . . . ?
C42A C43A C44A C45A 0.5(2) . . . . ?
C43A C44A C45A C40A 0.1(2) . . . . ?
C41A C40A C45A C44A -0.67(19) . . . . ?
C39A C40A C45A C44A -179.86(12) . . . . ?
C3B N1B C2B O1B -172.53(11) . . . . ?
C9B N1B C2B O1B 6.23(18) . . . . ?
C3B N1B C2B C1B 8.26(12) . . . . ?
C9B N1B C2B C1B -172.97(10) . . . . ?
C31B C1B C2B O1B 50.61(14) . . . . ?
C8B C1B C2B O1B 171.17(11) . . . . ?
C16B C1B C2B O1B -74.58(13) . . . . ?
C31B C1B C2B N1B -130.19(10) . . . . ?
C8B C1B C2B N1B -9.64(11) . . . . ?
C16B C1B C2B N1B 104.62(10) . . . . ?
C2B N1B C3B C4B 175.15(12) . . . . ?
C9B N1B C3B C4B -3.58(19) . . . . ?
C2B N1B C3B C8B -3.10(13) . . . . ?
C9B N1B C3B C8B 178.17(10) . . . . ?
C8B C3B C4B C5B 0.01(18) . . . . ?
N1B C3B C4B C5B -178.05(11) . . . . ?
C3B C4B C5B C6B 0.04(18) . . . . ?
C4B C5B C6B C7B 0.32(19) . . . . ?
C5B C6B C7B C8B -0.71(17) . . . . ?
C6B C7B C8B C3B 0.76(16) . . . . ?
C6B C7B C8B C1B -177.28(11) . . . . ?
C4B C3B C8B C7B -0.42(17) . . . . ?
N1B C3B C8B C7B 177.96(10) . . . . ?
C4B C3B C8B C1B 178.00(11) . . . . ?
N1B C3B C8B C1B -3.62(12) . . . . ?
C31B C1B C8B C7B -56.84(16) . . . . ?
C16B C1B C8B C7B 74.45(14) . . . . ?
C2B C1B C8B C7B -173.94(11) . . . . ?
C31B C1B C8B C3B 124.97(10) . . . . ?
C16B C1B C8B C3B -103.75(10) . . . . ?
C2B C1B C8B C3B 7.86(11) . . . . ?
C2B N1B C9B C10B 103.87(13) . . . . ?
C3B N1B C9B C10B -77.55(14) . . . . ?
N1B C9B C10B C15B -14.34(17) . . . . ?
N1B C9B C10B C11B 168.62(11) . . . . ?
C15B C10B C11B C12B 0.14(18) . . . . ?
C9B C10B C11B C12B 177.28(11) . . . . ?
C10B C11B C12B C13B -0.09(18) . . . . ?
C11B C12B C13B C14B -0.19(19) . . . . ?
C12B C13B C14B C15B 0.42(19) . . . . ?
C11B C10B C15B C14B 0.09(18) . . . . ?
C9B C10B C15B C14B -176.92(11) . . . . ?
C13B C14B C15B C10B -0.37(18) . . . . ?
C31B C1B C16B C17B 125.62(11) . . . . ?
C8B C1B C16B C17B -4.87(15) . . . . ?
C2B C1B C16B C17B -113.13(11) . . . . ?
C31B C1B C16B C23B -58.64(15) . . . . ?
C8B C1B C16B C23B 170.87(10) . . . . ?
C2B C1B C16B C23B 62.60(14) . . . . ?
C18B N2B C17B C16B -0.61(13) . . . . ?
C24B N2B C17B C16B 174.39(10) . . . . ?
C23B C16B C17B N2B 0.96(12) . . . . ?
C1B C16B C17B N2B 177.51(10) . . . . ?
C17B N2B C18B C19B -179.16(11) . . . . ?
C24B N2B C18B C19B 5.84(18) . . . . ?
C17B N2B C18B C23B -0.01(12) . . . . ?
C24B N2B C18B C23B -175.02(10) . . . . ?
N2B C18B C19B C20B 179.61(11) . . . . ?
C23B C18B C19B C20B 0.58(17) . . . . ?
C18B C19B C20B C21B 0.05(17) . . . . ?
C19B C20B C21B C22B -0.70(18) . . . . ?
C20B C21B C22B C23B 0.70(17) . . . . ?
C21B C22B C23B C18B -0.08(16) . . . . ?
C21B C22B C23B C16B 179.42(12) . . . . ?
N2B C18B C23B C22B -179.78(10) . . . . ?
C19B C18B C23B C22B -0.57(16) . . . . ?
N2B C18B C23B C16B 0.59(12) . . . . ?
C19B C18B C23B C16B 179.80(10) . . . . ?
C17B C16B C23B C22B 179.52(12) . . . . ?
C1B C16B C23B C22B 3.2(2) . . . . ?
C17B C16B C23B C18B -0.94(12) . . . . ?
C1B C16B C23B C18B -177.29(10) . . . . ?
C17B N2B C24B C25B 117.20(12) . . . . ?
C18B N2B C24B C25B -68.63(14) . . . . ?
N2B C24B C25B C26B -25.35(16) . . . . ?
N2B C24B C25B C30B 157.23(11) . . . . ?
C30B C25B C26B C27B 1.54(18) . . . . ?
C24B C25B C26B C27B -175.89(11) . . . . ?
C25B C26B C27B C28B -0.49(19) . . . . ?
C26B C27B C28B C29B -0.8(2) . . . . ?
C27B C28B C29B C30B 0.9(2) . . . . ?
C28B C29B C30B C25B 0.1(2) . . . . ?
C26B C25B C30B C29B -1.4(2) . . . . ?
C24B C25B C30B C29B 176.13(13) . . . . ?
C8B C1B C31B C32B 134.56(12) . . . . ?
C16B C1B C31B C32B 6.27(16) . . . . ?
C2B C1B C31B C32B -113.22(12) . . . . ?
C8B C1B C31B C38B -51.78(14) . . . . ?
C16B C1B C31B C38B 179.93(10) . . . . ?
C2B C1B C31B C38B 60.44(13) . . . . ?
C38B C31B C32B N3B 0.10(12) . . . . ?
C1B C31B C32B N3B 174.67(10) . . . . ?
C33B N3B C32B C31B -0.48(12) . . . . ?
C39B N3B C32B C31B -176.32(10) . . . . ?
C32B N3B C33B C34B 179.65(11) . . . . ?
C39B N3B C33B C34B -4.58(19) . . . . ?
C32B N3B C33B C38B 0.67(12) . . . . ?
C39B N3B C33B C38B 176.44(10) . . . . ?
N3B C33B C34B C35B -179.22(11) . . . . ?
C38B C33B C34B C35B -0.36(17) . . . . ?
C33B C34B C35B C36B 0.21(18) . . . . ?
C34B C35B C36B C37B 0.05(18) . . . . ?
C35B C36B C37B C38B -0.18(17) . . . . ?
C36B C37B C38B C33B 0.03(16) . . . . ?
C36B C37B C38B C31B 179.94(12) . . . . ?
N3B C33B C38B C37B 179.32(10) . . . . ?
C34B C33B C38B C37B 0.25(16) . . . . ?
N3B C33B C38B C31B -0.60(12) . . . . ?
C34B C33B C38B C31B -179.68(10) . . . . ?
C32B C31B C38B C37B -179.60(12) . . . . ?
C1B C31B C38B C37B 5.58(19) . . . . ?
C32B C31B C38B C33B 0.31(12) . . . . ?
C1B C31B C38B C33B -174.51(10) . . . . ?
C33B N3B C39B C40B 90.21(13) . . . . ?
C32B N3B C39B C40B -94.70(13) . . . . ?
N3B C39B C40B C45B -103.09(13) . . . . ?
N3B C39B C40B C41B 79.32(14) . . . . ?
C45B C40B C41B C42B 0.15(19) . . . . ?
C39B C40B C41B C42B 177.78(12) . . . . ?
C40B C41B C42B C43B -0.6(2) . . . . ?
C41B C42B C43B C44B 0.8(2) . . . . ?
C42B C43B C44B C45B -0.6(2) . . . . ?
C41B C40B C45B C44B 0.11(18) . . . . ?
C39B C40B C45B C44B -177.52(11) . . . . ?
C43B C44B C45B C40B 0.1(2) . . . . ?
C3S O1S C2S O2S -4(3) . . . . ?
C3S O1S C2S C1S -172.7(13) . . . . ?
C2S O1S C3S C4S -166.2(16) . . . . ?
C3S' O1S' C2S' O2S' 1(3) . . . . ?
C3S' O1S' C2S' C1S' 170.7(15) . . . . ?
C2S' O1S' C3S' C4S' -176.1(17) . . . . ?
C3T O1T C2T O2T -2.0(5) . . . . ?
C3T O1T C2T C1T -179.6(5) . . . . ?
C2T O1T C3T C4T -90.9(4) . . . . ?

_refine_diff_density_max         0.367
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.051
_shelxl_version_number           2014-3
####################################################################### 
# 
# 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_PEMP436-3
_database_code_depnum_ccdc_archive 'CCDC 1525528'
_audit_update_record             
;
2017-01-04 deposited with the CCDC.
2017-09-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H23 Cl N2 O3 S'
_chemical_formula_weight         466.96
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_space_group_IT_number           14
_symmetry_space_group_name_H-M   P2(1)/n
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.1959(2)
_cell_length_b                   11.7982(3)
_cell_length_c                   21.0279(6)
_cell_angle_alpha                90
_cell_angle_beta                 100.290(3)
_cell_angle_gamma                90
_cell_volume                     2244.73(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    10269
_cell_measurement_theta_min      2.5900
_cell_measurement_theta_max      32.2230

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.294
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.747
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_process_details   
; 
 CrysAlisPro 1.171.39.12b (Rigaku OD, 2015)
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      90(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus rotating anode X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-007HF'
_diffrn_source_power             50
_diffrn_source_current           24
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Confocal Max Flux optic'
_diffrn_detector_type            'PILATUS 200K'
_diffrn_measurement_device_type  '1/4chi goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            24947
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.613
_diffrn_reflns_theta_max         32.396
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7452
_reflns_number_gt                6278
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.12b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.12b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.12b (Rigaku OD, 2015)'
_computing_structure_solution    Sir2014
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0545P)²+0.9576P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7452
_refine_ls_number_parameters     292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.1045
_refine_ls_wR_factor_gt          0.0991
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.23079(12) 0.55459(9) 0.64641(5) 0.01306(19) Uani 1 1 d . . . . .
C2 C 0.23425(12) 0.60008(9) 0.57939(5) 0.01313(19) Uani 1 1 d . . . . .
C3 C 0.35169(13) 0.62587(10) 0.54869(6) 0.0169(2) Uani 1 1 d . . . . .
H3 H 0.4486 0.6138 0.5694 0.020 Uiso 1 1 calc R U . . .
C4 C 0.32196(13) 0.67038(11) 0.48609(6) 0.0188(2) Uani 1 1 d . . . . .
H4 H 0.3996 0.6879 0.4649 0.023 Uiso 1 1 calc R U . . .
C5 C 0.17669(14) 0.68863(11) 0.45528(6) 0.0183(2) Uani 1 1 d . . . . .
H5 H 0.1587 0.7182 0.4136 0.022 Uiso 1 1 calc R U . . .
C6 C 0.05741(13) 0.66342(10) 0.48575(6) 0.0159(2) Uani 1 1 d . . . . .
H6 H -0.0396 0.6755 0.4652 0.019 Uiso 1 1 calc R U . . .
C7 C 0.08957(12) 0.61983(9) 0.54768(5) 0.01330(19) Uani 1 1 d . . . . .
C8 C 0.06220(12) 0.56038(9) 0.64845(6) 0.0139(2) Uani 1 1 d . . . . .
C9 C -0.17113(12) 0.60621(10) 0.57171(6) 0.0160(2) Uani 1 1 d . . . . .
H9A H -0.2175 0.5624 0.6017 0.019 Uiso 1 1 calc R U . . .
H9B H -0.2039 0.5755 0.5288 0.019 Uiso 1 1 calc R U . . .
C10 C -0.22131(12) 0.72812(10) 0.57288(6) 0.0154(2) Uani 1 1 d . . . . .
C11 C -0.29157(13) 0.78159(12) 0.51660(6) 0.0202(2) Uani 1 1 d . . . . .
H11 H -0.3086 0.7421 0.4777 0.024 Uiso 1 1 calc R U . . .
C12 C -0.33640(14) 0.89455(12) 0.51867(7) 0.0257(3) Uani 1 1 d . . . . .
H12 H -0.3842 0.9297 0.4811 0.031 Uiso 1 1 calc R U . . .
C13 C -0.31009(15) 0.95436(12) 0.57621(8) 0.0278(3) Uani 1 1 d . . . . .
H13 H -0.3387 1.0299 0.5772 0.033 Uiso 1 1 calc R U . . .
C14 C -0.24058(15) 0.90098(12) 0.63262(7) 0.0258(3) Uani 1 1 d . . . . .
H14 H -0.2230 0.9407 0.6714 0.031 Uiso 1 1 calc R U . . .
C15 C -0.19747(14) 0.78826(11) 0.63083(6) 0.0198(2) Uani 1 1 d . . . . .
H15 H -0.1523 0.7526 0.6687 0.024 Uiso 1 1 calc R U . . .
C16 C 0.28265(12) 0.43387(9) 0.65642(5) 0.01275(19) Uani 1 1 d . . . . .
C17 C 0.43386(12) 0.39574(9) 0.66736(5) 0.01238(19) Uani 1 1 d . . . . .
C18 C 0.57176(12) 0.45055(9) 0.67559(5) 0.01366(19) Uani 1 1 d . . . . .
H18 H 0.5771 0.5289 0.6716 0.016 Uiso 1 1 calc R U . . .
C19 C 0.69950(12) 0.38628(10) 0.68974(6) 0.0151(2) Uani 1 1 d . . . . .
H19 H 0.7914 0.4214 0.6953 0.018 Uiso 1 1 calc R U . . .
C20 C 0.69027(12) 0.26788(10) 0.69570(5) 0.0153(2) Uani 1 1 d . . . . .
C21 C 0.55789(13) 0.20998(10) 0.68860(5) 0.0152(2) Uani 1 1 d . . . . .
H21 H 0.5540 0.1316 0.6928 0.018 Uiso 1 1 calc R U . . .
C22 C 0.42997(12) 0.27630(9) 0.67462(5) 0.01316(19) Uani 1 1 d . . . . .
C23 C 0.19731(12) 0.33865(10) 0.65858(5) 0.0146(2) Uani 1 1 d . . . . .
H23 H 0.0949 0.3387 0.6542 0.018 Uiso 1 1 calc R U . . .
C1S C 0.36828(14) 0.89813(11) 0.66936(7) 0.0224(2) Uani 1 1 d . . . . .
H1S1 H 0.4006 0.9493 0.6392 0.034 Uiso 1 1 calc R U . . .
H1S2 H 0.3883 0.8216 0.6581 0.034 Uiso 1 1 calc R U . . .
H1S3 H 0.4202 0.9143 0.7122 0.034 Uiso 1 1 calc R U . . .
C2S C 0.11917(16) 0.91647(12) 0.58076(7) 0.0262(3) Uani 1 1 d . . . . .
H2S1 H 0.0135 0.9218 0.5699 0.039 Uiso 1 1 calc R U . . .
H2S2 H 0.1515 0.8478 0.5631 0.039 Uiso 1 1 calc R U . . .
H2S3 H 0.1630 0.9804 0.5632 0.039 Uiso 1 1 calc R U . . .
Cl1 Cl 0.85491(3) 0.19147(3) 0.71460(2) 0.02268(8) Uani 1 1 d . . . . .
N1 N -0.01074(10) 0.59378(8) 0.58899(5) 0.01363(17) Uani 1 1 d . . . . .
N2 N 0.28436(11) 0.24377(8) 0.66803(5) 0.01516(18) Uani 1 1 d . . . . .
H2 H 0.2532 0.1753 0.6696 0.018 Uiso 1 1 calc R U . . .
O1 O 0.31073(9) 0.62894(7) 0.69280(4) 0.01544(16) Uani 1 1 d . . . . .
H1 H 0.3248 0.5983 0.7284 0.023 Uiso 1 1 calc R U . . .
O2 O 0.00493(9) 0.53885(7) 0.69499(4) 0.01763(17) Uani 1 1 d . . . . .
O1S O 0.15251(10) 1.03702(7) 0.68657(4) 0.01804(17) Uani 1 1 d . . . . .
S1S S 0.17430(3) 0.91525(2) 0.66674(2) 0.01767(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.4161(13) . ?
C1 C16 1.5048(15) . ?
C1 C2 1.5137(16) . ?
C1 C8 1.5601(16) . ?
C2 C3 1.3873(16) . ?
C2 C7 1.3972(15) . ?
C3 C4 1.3983(17) . ?
C4 C5 1.3934(17) . ?
C5 C6 1.3977(17) . ?
C6 C7 1.3820(16) . ?
C7 N1 1.4093(14) . ?
C8 O2 1.2180(14) . ?
C8 N1 1.3671(15) . ?
C9 N1 1.4620(14) . ?
C9 C10 1.5122(17) . ?
C10 C15 1.3930(17) . ?
C10 C11 1.3939(16) . ?
C11 C12 1.3980(19) . ?
C12 C13 1.384(2) . ?
C13 C14 1.393(2) . ?
C14 C15 1.3902(18) . ?
C16 C23 1.3758(15) . ?
C16 C17 1.4404(15) . ?
C17 C18 1.4064(15) . ?
C17 C22 1.4185(15) . ?
C18 C19 1.3852(16) . ?
C19 C20 1.4064(16) . ?
C20 C21 1.3805(16) . ?
C20 Cl1 1.7458(11) . ?
C21 C22 1.3996(16) . ?
C22 N2 1.3759(14) . ?
C23 N2 1.3699(15) . ?
C1S S1S 1.7863(13) . ?
C2S S1S 1.7885(14) . ?
O1S S1S 1.5191(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C16 112.18(9) . . ?
O1 C1 C2 109.09(9) . . ?
C16 C1 C2 114.01(9) . . ?
O1 C1 C8 110.50(9) . . ?
C16 C1 C8 109.22(9) . . ?
C2 C1 C8 101.32(9) . . ?
C3 C2 C7 119.70(10) . . ?
C3 C2 C1 131.19(10) . . ?
C7 C2 C1 109.08(10) . . ?
C2 C3 C4 118.88(11) . . ?
C5 C4 C3 120.38(11) . . ?
C4 C5 C6 121.31(11) . . ?
C7 C6 C5 117.25(11) . . ?
C6 C7 C2 122.48(11) . . ?
C6 C7 N1 127.48(10) . . ?
C2 C7 N1 109.98(10) . . ?
O2 C8 N1 125.66(10) . . ?
O2 C8 C1 125.97(10) . . ?
N1 C8 C1 108.37(9) . . ?
N1 C9 C10 112.87(9) . . ?
C15 C10 C11 119.26(12) . . ?
C15 C10 C9 119.86(10) . . ?
C11 C10 C9 120.88(11) . . ?
C10 C11 C12 119.97(12) . . ?
C13 C12 C11 120.45(12) . . ?
C12 C13 C14 119.72(13) . . ?
C15 C14 C13 119.93(13) . . ?
C14 C15 C10 120.65(12) . . ?
C23 C16 C17 106.24(10) . . ?
C23 C16 C1 127.53(10) . . ?
C17 C16 C1 126.21(10) . . ?
C18 C17 C22 118.89(10) . . ?
C18 C17 C16 134.39(10) . . ?
C22 C17 C16 106.58(9) . . ?
C19 C18 C17 119.09(10) . . ?
C18 C19 C20 120.03(10) . . ?
C21 C20 C19 123.22(10) . . ?
C21 C20 Cl1 118.76(9) . . ?
C19 C20 Cl1 118.00(9) . . ?
C20 C21 C22 115.97(10) . . ?
N2 C22 C21 129.17(10) . . ?
N2 C22 C17 108.00(10) . . ?
C21 C22 C17 122.79(10) . . ?
N2 C23 C16 110.49(10) . . ?
C8 N1 C7 111.00(9) . . ?
C8 N1 C9 124.37(10) . . ?
C7 N1 C9 124.57(10) . . ?
C23 N2 C22 108.64(9) . . ?
O1S S1S C1S 106.17(6) . . ?
O1S S1S C2S 104.03(6) . . ?
C1S S1S C2S 97.66(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 57.49(16) . . . . ?
C16 C1 C2 C3 -68.77(15) . . . . ?
C8 C1 C2 C3 174.05(12) . . . . ?
O1 C1 C2 C7 -120.36(10) . . . . ?
C16 C1 C2 C7 113.38(10) . . . . ?
C8 C1 C2 C7 -3.80(11) . . . . ?
C7 C2 C3 C4 -0.57(17) . . . . ?
C1 C2 C3 C4 -178.23(12) . . . . ?
C2 C3 C4 C5 0.14(19) . . . . ?
C3 C4 C5 C6 0.10(19) . . . . ?
C4 C5 C6 C7 0.09(18) . . . . ?
C5 C6 C7 C2 -0.53(17) . . . . ?
C5 C6 C7 N1 176.40(11) . . . . ?
C3 C2 C7 C6 0.79(17) . . . . ?
C1 C2 C7 C6 178.93(10) . . . . ?
C3 C2 C7 N1 -176.62(10) . . . . ?
C1 C2 C7 N1 1.51(12) . . . . ?
O1 C1 C8 O2 -59.56(15) . . . . ?
C16 C1 C8 O2 64.30(14) . . . . ?
C2 C1 C8 O2 -175.08(11) . . . . ?
O1 C1 C8 N1 120.46(10) . . . . ?
C16 C1 C8 N1 -115.69(10) . . . . ?
C2 C1 C8 N1 4.93(11) . . . . ?
N1 C9 C10 C15 -63.72(14) . . . . ?
N1 C9 C10 C11 116.34(12) . . . . ?
C15 C10 C11 C12 0.39(18) . . . . ?
C9 C10 C11 C12 -179.67(11) . . . . ?
C10 C11 C12 C13 0.71(19) . . . . ?
C11 C12 C13 C14 -1.0(2) . . . . ?
C12 C13 C14 C15 0.3(2) . . . . ?
C13 C14 C15 C10 0.8(2) . . . . ?
C11 C10 C15 C14 -1.16(18) . . . . ?
C9 C10 C15 C14 178.89(11) . . . . ?
O1 C1 C16 C23 131.04(12) . . . . ?
C2 C1 C16 C23 -104.34(13) . . . . ?
C8 C1 C16 C23 8.18(16) . . . . ?
O1 C1 C16 C17 -47.26(15) . . . . ?
C2 C1 C16 C17 77.37(14) . . . . ?
C8 C1 C16 C17 -170.12(10) . . . . ?
C23 C16 C17 C18 -174.47(12) . . . . ?
C1 C16 C17 C18 4.1(2) . . . . ?
C23 C16 C17 C22 0.92(12) . . . . ?
C1 C16 C17 C22 179.52(10) . . . . ?
C22 C17 C18 C19 0.78(16) . . . . ?
C16 C17 C18 C19 175.74(12) . . . . ?
C17 C18 C19 C20 -0.01(17) . . . . ?
C18 C19 C20 C21 -0.51(18) . . . . ?
C18 C19 C20 Cl1 -179.20(9) . . . . ?
C19 C20 C21 C22 0.19(17) . . . . ?
Cl1 C20 C21 C22 178.87(8) . . . . ?
C20 C21 C22 N2 -176.60(11) . . . . ?
C20 C21 C22 C17 0.64(16) . . . . ?
C18 C17 C22 N2 176.61(10) . . . . ?
C16 C17 C22 N2 0.37(12) . . . . ?
C18 C17 C22 C21 -1.13(17) . . . . ?
C16 C17 C22 C21 -177.38(10) . . . . ?
C17 C16 C23 N2 -1.92(13) . . . . ?
C1 C16 C23 N2 179.52(10) . . . . ?
O2 C8 N1 C7 175.61(11) . . . . ?
C1 C8 N1 C7 -4.41(12) . . . . ?
O2 C8 N1 C9 -1.55(18) . . . . ?
C1 C8 N1 C9 178.44(10) . . . . ?
C6 C7 N1 C8 -175.33(11) . . . . ?
C2 C7 N1 C8 1.92(13) . . . . ?
C6 C7 N1 C9 1.82(18) . . . . ?
C2 C7 N1 C9 179.07(10) . . . . ?
C10 C9 N1 C8 100.71(13) . . . . ?
C10 C9 N1 C7 -76.07(14) . . . . ?
C16 C23 N2 C22 2.20(13) . . . . ?
C21 C22 N2 C23 176.01(11) . . . . ?
C17 C22 N2 C23 -1.54(12) . . . . ?

_refine_diff_density_max         0.604
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.062
_shelxl_version_number           2014-3
