# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# 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_hc-sx-l1
_database_code_depnum_ccdc_archive 'CCDC 1536295'
_audit_update_record             
;
2017-03-05 deposited with the CCDC.	2020-01-13 downloaded from the CCDC.
;
_audit_creation_date             2017-01-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C13 H17 N5 O4)'
_chemical_formula_sum            'C26 H34 N10 O8'
_chemical_formula_weight         614.63
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.0672(4)
_cell_length_b                   13.1124(7)
_cell_length_c                   14.5279(7)
_cell_angle_alpha                92.323(4)
_cell_angle_beta                 106.840(4)
_cell_angle_gamma                110.178(5)
_cell_volume                     1532.64(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5122
_cell_measurement_temperature    293.52(10)
_cell_measurement_theta_max      72.5420
_cell_measurement_theta_min      4.4790
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.851
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47564
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.65
_exptl_crystal_size_min          0.35
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13339
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.425
_diffrn_reflns_theta_min         5.339
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.52(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -99.0000 -120.0000 74

#__ type_ start__ end____ width___ exp.time_
  2 omega   19.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671   57.0000  120.0000 84

#__ type_ start__ end____ width___ exp.time_
  3 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -57.0000  -60.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega   23.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671 -125.0000  120.0000 67

#__ type_ start__ end____ width___ exp.time_
  5 omega    9.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671   77.0000    0.0000 95

#__ type_ start__ end____ width___ exp.time_
  6 omega  -33.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -38.0000  120.0000 88

#__ type_ start__ end____ width___ exp.time_
  7 omega  -33.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -38.0000 -150.0000 88

#__ type_ start__ end____ width___ exp.time_
  8 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -99.0000 -180.0000 74

#__ type_ start__ end____ width___ exp.time_
  9 omega  -31.00   63.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -77.0000   60.0000 94

#__ type_ start__ end____ width___ exp.time_
 10 omega   39.00  109.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   60.0000 70

#__ type_ start__ end____ width___ exp.time_
 11 omega   38.00   91.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 53

#__ type_ start__ end____ width___ exp.time_
 12 omega   38.00   91.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  150.0000 53

#__ type_ start__ end____ width___ exp.time_
 13 omega   38.00  116.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -30.0000 78

#__ type_ start__ end____ width___ exp.time_
 14 omega   40.00   98.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -60.0000 58

#__ type_ start__ end____ width___ exp.time_
 15 omega   38.00   91.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 53

#__ type_ start__ end____ width___ exp.time_
 16 omega   37.00  146.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -15.0000  -90.0000 109

#__ type_ start__ end____ width___ exp.time_
 17 omega   38.00   91.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 53

#__ type_ start__ end____ width___ exp.time_
 18 omega   41.00  126.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000 -180.0000 85

#__ type_ start__ end____ width___ exp.time_
 19 omega   41.00  126.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000  -30.0000 85

#__ type_ start__ end____ width___ exp.time_
 20 omega   38.00   91.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 53

#__ type_ start__ end____ width___ exp.time_
 21 omega   39.00  109.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   90.0000 70

#__ type_ start__ end____ width___ exp.time_
 22 omega   38.00   91.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 53

#__ type_ start__ end____ width___ exp.time_
 23 omega   41.00  126.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000   30.0000 85

#__ type_ start__ end____ width___ exp.time_
 24 omega   70.00  178.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000  -60.0000 108

#__ type_ start__ end____ width___ exp.time_
 25 omega   39.00   64.00   1.0000    3.8300
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0814738000
_diffrn_orient_matrix_UB_12      -0.0985561000
_diffrn_orient_matrix_UB_13      -0.0831695000
_diffrn_orient_matrix_UB_21      0.0477395000
_diffrn_orient_matrix_UB_22      -0.0747625000
_diffrn_orient_matrix_UB_23      0.0726205000
_diffrn_orient_matrix_UB_31      -0.1663961000
_diffrn_orient_matrix_UB_32      -0.0275310000
_diffrn_orient_matrix_UB_33      0.0197920000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4798
_reflns_number_total             5849
_reflns_odcompleteness_completeness 98.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.540
_refine_diff_density_min         -0.672
_refine_diff_density_rms         0.173
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         5849
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0835
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1460P)²+0.1360P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2038
_refine_ls_wR_factor_ref         0.2226
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00W(H00B,H00J), C012(H01A,H01B), C014(H01C,H01D), C017(H01N,H01O)
2.b Aromatic/amide H refined with riding coordinates:
 N00A(H00A), N00C(H00C), N00D(H00D), N00E(H00E), N00F(H00F), N00G(H00G),
 N00H(H00H), N00I(H00I), C00O(H00O), C00V(H00V), C00X(H00X), C00Y(H00Y),
 C010(H010), C013(H013)
2.c Idealised Me refined as rotating group:
 C011(H01K,H01L,H01M), C015(H01E,H01F,H01G), C016(H01H,H01I,H01J), C018(H01P,
 H01Q,H01R)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.4026(2) 0.73730(12) 0.48788(11) 0.0588(4) Uani 1 1 d . . . . .
O002 O 0.5367(2) 0.81826(14) 0.72270(12) 0.0651(5) Uani 1 1 d . . . . .
O003 O 0.5709(2) 0.67334(13) 0.33831(14) 0.0681(5) Uani 1 1 d . . . . .
O004 O 0.7915(2) 1.01756(13) 0.49006(12) 0.0686(5) Uani 1 1 d . . . . .
O005 O 1.1344(2) 0.95688(16) 0.97140(13) 0.0700(5) Uani 1 1 d . . . . .
O006 O 0.1317(2) 0.54616(16) 0.72023(14) 0.0717(5) Uani 1 1 d . . . . .
N007 N 0.2365(2) 0.48495(13) 0.51397(13) 0.0480(4) Uani 1 1 d . . . . .
N008 N 0.9099(2) 0.95134(13) 0.72668(12) 0.0467(4) Uani 1 1 d . . . . .
O009 O 0.2632(3) 0.34946(14) 0.30903(17) 0.0843(7) Uani 1 1 d . . . . .
N00A N 0.4802(3) 0.87673(15) 0.40377(14) 0.0575(5) Uani 1 1 d . . . . .
H00A H 0.5530 0.9404 0.4059 0.069 Uiso 1 1 calc R . . . .
O00B O 0.6917(3) 0.69375(17) 0.91150(14) 0.0827(6) Uani 1 1 d . . . . .
N00C N 0.3306(2) 0.65140(15) 0.65997(13) 0.0531(4) Uani 1 1 d . . . . .
H00C H 0.3664 0.6514 0.6113 0.064 Uiso 1 1 calc R . . . .
N00D N 0.6524(2) 0.87632(14) 0.55705(13) 0.0556(5) Uani 1 1 d . . . . .
H00D H 0.6618 0.8470 0.6093 0.067 Uiso 1 1 calc R . . . .
N00E N 0.3840(2) 0.53044(14) 0.37571(14) 0.0539(4) Uani 1 1 d . . . . .
H00E H 0.3886 0.5756 0.4220 0.065 Uiso 1 1 calc R . . . .
N00F N 0.4703(3) 0.50882(15) 0.24221(15) 0.0596(5) Uani 1 1 d . . . . .
H00F H 0.4107 0.4400 0.2346 0.072 Uiso 1 1 calc R . . . .
N00G N 0.8742(2) 0.84191(15) 0.87735(13) 0.0562(5) Uani 1 1 d . . . . .
H00G H 0.8001 0.8331 0.8218 0.067 Uiso 1 1 calc R . . . .
N00H N 0.9454(3) 0.77855(19) 1.02476(16) 0.0656(5) Uani 1 1 d . . . . .
H00H H 1.0372 0.8346 1.0401 0.079 Uiso 1 1 calc R . . . .
N00I N 0.3426(3) 0.7552(2) 0.79710(18) 0.0792(7) Uani 1 1 d . . . . .
H00I H 0.2532 0.7023 0.7958 0.095 Uiso 1 1 calc R . . . .
C00J C 0.9281(3) 1.00440(16) 0.65172(15) 0.0483(4) Uani 1 1 d . . . . .
C00K C 0.5026(3) 0.82458(16) 0.48036(15) 0.0501(5) Uani 1 1 d . . . . .
C00L C 1.0366(3) 0.98768(16) 0.80999(15) 0.0484(4) Uani 1 1 d . . . . .
C00M C 0.1523(2) 0.46692(17) 0.57746(16) 0.0495(5) Uani 1 1 d . . . . .
C00N C 0.4821(3) 0.57623(17) 0.31688(17) 0.0522(5) Uani 1 1 d . . . . .
C00O C 1.0706(3) 1.09252(17) 0.65655(17) 0.0560(5) Uani 1 1 d . . . . .
H00O H 1.0787 1.1264 0.6022 0.067 Uiso 1 1 calc R . . . .
C00P C 0.2036(3) 0.55805(18) 0.65948(16) 0.0526(5) Uani 1 1 d . . . . .
C00Q C 0.4113(3) 0.74760(19) 0.72859(16) 0.0562(5) Uani 1 1 d . . . . .
C00R C 0.7837(3) 0.96663(16) 0.55873(15) 0.0520(5) Uani 1 1 d . . . . .
C00S C 0.1922(3) 0.40366(16) 0.44170(16) 0.0507(5) Uani 1 1 d . . . . .
C00T C 0.2837(3) 0.42454(17) 0.36832(18) 0.0559(5) Uani 1 1 d . . . . .
C00U C 1.0201(3) 0.92770(17) 0.89445(16) 0.0513(5) Uani 1 1 d . . . . .
C00V C 1.2003(3) 1.12920(19) 0.7433(2) 0.0622(6) Uani 1 1 d . . . . .
H00V H 1.2971 1.1885 0.7487 0.075 Uiso 1 1 calc R . . . .
C00W C 0.5562(3) 0.5491(2) 0.17323(18) 0.0594(5) Uani 1 1 d . . . . .
H00B H 0.5736 0.4891 0.1425 0.071 Uiso 1 1 calc R . . . .
H00J H 0.6643 0.6051 0.2079 0.071 Uiso 1 1 calc R . . . .
C00X C -0.0231(3) 0.28661(19) 0.4945(2) 0.0635(6) Uani 1 1 d . . . . .
H00X H -0.1111 0.2207 0.4875 0.076 Uiso 1 1 calc R . . . .
C00Y C 0.0216(3) 0.36947(19) 0.56972(19) 0.0586(6) Uani 1 1 d . . . . .
H00Y H -0.0351 0.3603 0.6148 0.070 Uiso 1 1 calc R . . . .
C00Z C 0.8287(3) 0.76548(19) 0.93906(16) 0.0571(5) Uani 1 1 d . . . . .
C010 C 0.0643(3) 0.30239(18) 0.42934(19) 0.0598(6) Uani 1 1 d . . . . .
H010 H 0.0384 0.2470 0.3786 0.072 Uiso 1 1 calc R . . . .
C011 C 0.4615(4) 0.5967(3) 0.0960(2) 0.0762(7) Uani 1 1 d . . . . .
H01K H 0.5244 0.6243 0.0533 0.114 Uiso 1 1 calc GR . . . .
H01L H 0.4430 0.6557 0.1260 0.114 Uiso 1 1 calc GR . . . .
H01M H 0.3567 0.5406 0.0592 0.114 Uiso 1 1 calc GR . . . .
C012 C 0.3375(3) 0.8297(2) 0.31743(18) 0.0628(6) Uani 1 1 d . . . . .
H01A H 0.2387 0.8289 0.3312 0.075 Uiso 1 1 calc R . . . .
H01B H 0.3224 0.7544 0.2968 0.075 Uiso 1 1 calc R . . . .
C013 C 1.1835(3) 1.07599(18) 0.82169(19) 0.0593(5) Uani 1 1 d . . . . .
H013 H 1.2686 1.0987 0.8812 0.071 Uiso 1 1 calc R . . . .
C014 C 0.9217(4) 0.7010(3) 1.0925(2) 0.0752(7) Uani 1 1 d . . . . .
H01C H 0.8036 0.6613 1.0787 0.090 Uiso 1 1 calc R . . . .
H01D H 0.9662 0.7414 1.1581 0.090 Uiso 1 1 calc R . . . .
C015 C 0.3624(4) 0.8966(3) 0.2376(2) 0.0778(8) Uani 1 1 d . . . . .
H01E H 0.2647 0.8676 0.1813 0.117 Uiso 1 1 calc GR . . . .
H01F H 0.4559 0.8931 0.2212 0.117 Uiso 1 1 calc GR . . . .
H01G H 0.3824 0.9717 0.2594 0.117 Uiso 1 1 calc GR . . . .
C016 C 1.0021(6) 0.6206(3) 1.0879(3) 0.1007(11) Uani 1 1 d . . . . .
H01H H 0.9627 0.5826 1.0225 0.151 Uiso 1 1 calc GR . . . .
H01I H 0.9753 0.5685 1.1308 0.151 Uiso 1 1 calc GR . . . .
H01J H 1.1203 0.6586 1.1076 0.151 Uiso 1 1 calc GR . . . .
C017 C 0.4139(5) 0.8499(3) 0.8742(3) 0.0938(11) Uani 1 1 d . . . . .
H01N H 0.5332 0.8820 0.8878 0.113 Uiso 1 1 calc R . . . .
H01O H 0.3687 0.9051 0.8523 0.113 Uiso 1 1 calc R . . . .
C018 C 0.3790(6) 0.8193(4) 0.9629(3) 0.1072(13) Uani 1 1 d . . . . .
H01P H 0.2611 0.7857 0.9492 0.161 Uiso 1 1 calc GR . . . .
H01Q H 0.4232 0.8837 1.0110 0.161 Uiso 1 1 calc GR . . . .
H01R H 0.4296 0.7681 0.9869 0.161 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00K 1.223(2) . ?
O002 C00Q 1.223(3) . ?
O003 C00N 1.217(3) . ?
O004 C00R 1.228(2) . ?
O005 C00U 1.221(3) . ?
O006 C00P 1.225(3) . ?
N007 C00M 1.338(3) . ?
N007 C00S 1.330(3) . ?
N008 C00J 1.335(2) . ?
N008 C00L 1.335(3) . ?
O009 C00T 1.208(3) . ?
N00A H00A 0.8600 . ?
N00A C00K 1.332(3) . ?
N00A C012 1.440(3) . ?
O00B C00Z 1.210(3) . ?
N00C H00C 0.8600 . ?
N00C C00P 1.359(3) . ?
N00C C00Q 1.400(3) . ?
N00D H00D 0.8600 . ?
N00D C00K 1.404(3) . ?
N00D C00R 1.352(3) . ?
N00E H00E 0.8600 . ?
N00E C00N 1.413(2) . ?
N00E C00T 1.351(3) . ?
N00F H00F 0.8600 . ?
N00F C00N 1.326(3) . ?
N00F C00W 1.449(3) . ?
N00G H00G 0.8600 . ?
N00G C00U 1.356(3) . ?
N00G C00Z 1.407(3) . ?
N00H H00H 0.8600 . ?
N00H C00Z 1.339(3) . ?
N00H C014 1.449(3) . ?
N00I H00I 0.8600 . ?
N00I C00Q 1.334(3) . ?
N00I C017 1.459(4) . ?
C00J C00O 1.386(3) . ?
C00J C00R 1.503(3) . ?
C00L C00U 1.500(3) . ?
C00L C013 1.390(3) . ?
C00M C00P 1.498(3) . ?
C00M C00Y 1.384(3) . ?
C00O H00O 0.9300 . ?
C00O C00V 1.380(4) . ?
C00S C00T 1.510(3) . ?
C00S C010 1.392(3) . ?
C00V H00V 0.9300 . ?
C00V C013 1.378(3) . ?
C00W H00B 0.9700 . ?
C00W H00J 0.9700 . ?
C00W C011 1.502(4) . ?
C00X H00X 0.9300 . ?
C00X C00Y 1.372(4) . ?
C00X C010 1.380(4) . ?
C00Y H00Y 0.9300 . ?
C010 H010 0.9300 . ?
C011 H01K 0.9600 . ?
C011 H01L 0.9600 . ?
C011 H01M 0.9600 . ?
C012 H01A 0.9700 . ?
C012 H01B 0.9700 . ?
C012 C015 1.504(3) . ?
C013 H013 0.9300 . ?
C014 H01C 0.9700 . ?
C014 H01D 0.9700 . ?
C014 C016 1.483(5) . ?
C015 H01E 0.9600 . ?
C015 H01F 0.9600 . ?
C015 H01G 0.9600 . ?
C016 H01H 0.9600 . ?
C016 H01I 0.9600 . ?
C016 H01J 0.9600 . ?
C017 H01N 0.9700 . ?
C017 H01O 0.9700 . ?
C017 C018 1.453(5) . ?
C018 H01P 0.9600 . ?
C018 H01Q 0.9600 . ?
C018 H01R 0.9600 . ?

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
C00S N007 C00M 117.36(17) . . ?
C00L N008 C00J 116.99(17) . . ?
C00K N00A H00A 119.0 . . ?
C00K N00A C012 121.96(18) . . ?
C012 N00A H00A 119.0 . . ?
C00P N00C H00C 115.4 . . ?
C00P N00C C00Q 129.12(18) . . ?
C00Q N00C H00C 115.4 . . ?
C00K N00D H00D 116.1 . . ?
C00R N00D H00D 116.1 . . ?
C00R N00D C00K 127.87(17) . . ?
C00N N00E H00E 115.9 . . ?
C00T N00E H00E 115.9 . . ?
C00T N00E C00N 128.1(2) . . ?
C00N N00F H00F 119.4 . . ?
C00N N00F C00W 121.15(19) . . ?
C00W N00F H00F 119.4 . . ?
C00U N00G H00G 115.9 . . ?
C00U N00G C00Z 128.12(19) . . ?
C00Z N00G H00G 115.9 . . ?
C00Z N00H H00H 119.0 . . ?
C00Z N00H C014 121.9(2) . . ?
C014 N00H H00H 119.0 . . ?
C00Q N00I H00I 118.8 . . ?
C00Q N00I C017 122.3(2) . . ?
C017 N00I H00I 118.8 . . ?
N008 C00J C00O 123.4(2) . . ?
N008 C00J C00R 117.33(17) . . ?
C00O C00J C00R 119.31(18) . . ?
O001 C00K N00A 124.7(2) . . ?
O001 C00K N00D 119.27(18) . . ?
N00A C00K N00D 116.08(17) . . ?
N008 C00L C00U 117.82(17) . . ?
N008 C00L C013 123.56(19) . . ?
C013 C00L C00U 118.6(2) . . ?
N007 C00M C00P 117.32(17) . . ?
N007 C00M C00Y 123.0(2) . . ?
C00Y C00M C00P 119.70(19) . . ?
O003 C00N N00E 118.2(2) . . ?
O003 C00N N00F 125.06(19) . . ?
N00F C00N N00E 116.75(18) . . ?
C00J C00O H00O 120.5 . . ?
C00V C00O C00J 118.93(19) . . ?
C00V C00O H00O 120.5 . . ?
O006 C00P N00C 124.1(2) . . ?
O006 C00P C00M 120.3(2) . . ?
N00C C00P C00M 115.56(18) . . ?
O002 C00Q N00C 119.5(2) . . ?
O002 C00Q N00I 124.4(2) . . ?
N00I C00Q N00C 116.1(2) . . ?
O004 C00R N00D 124.4(2) . . ?
O004 C00R C00J 119.32(18) . . ?
N00D C00R C00J 116.27(16) . . ?
N007 C00S C00T 117.62(17) . . ?
N007 C00S C010 123.5(2) . . ?
C010 C00S C00T 118.9(2) . . ?
O009 C00T N00E 125.4(2) . . ?
O009 C00T C00S 119.97(19) . . ?
N00E C00T C00S 114.63(19) . . ?
O005 C00U N00G 124.80(19) . . ?
O005 C00U C00L 119.93(19) . . ?
N00G C00U C00L 115.27(18) . . ?
C00O C00V H00V 120.7 . . ?
C013 C00V C00O 118.56(19) . . ?
C013 C00V H00V 120.7 . . ?
N00F C00W H00B 109.1 . . ?
N00F C00W H00J 109.1 . . ?
N00F C00W C011 112.4(2) . . ?
H00B C00W H00J 107.9 . . ?
C011 C00W H00B 109.1 . . ?
C011 C00W H00J 109.1 . . ?
C00Y C00X H00X 120.4 . . ?
C00Y C00X C010 119.15(19) . . ?
C010 C00X H00X 120.4 . . ?
C00M C00Y H00Y 120.5 . . ?
C00X C00Y C00M 118.9(2) . . ?
C00X C00Y H00Y 120.5 . . ?
O00B C00Z N00G 119.0(2) . . ?
O00B C00Z N00H 125.3(2) . . ?
N00H C00Z N00G 115.7(2) . . ?
C00S C010 H010 121.0 . . ?
C00X C010 C00S 118.1(2) . . ?
C00X C010 H010 121.0 . . ?
C00W C011 H01K 109.5 . . ?
C00W C011 H01L 109.5 . . ?
C00W C011 H01M 109.5 . . ?
H01K C011 H01L 109.5 . . ?
H01K C011 H01M 109.5 . . ?
H01L C011 H01M 109.5 . . ?
N00A C012 H01A 109.8 . . ?
N00A C012 H01B 109.8 . . ?
N00A C012 C015 109.5(2) . . ?
H01A C012 H01B 108.2 . . ?
C015 C012 H01A 109.8 . . ?
C015 C012 H01B 109.8 . . ?
C00L C013 H013 120.7 . . ?
C00V C013 C00L 118.6(2) . . ?
C00V C013 H013 120.7 . . ?
N00H C014 H01C 108.9 . . ?
N00H C014 H01D 108.9 . . ?
N00H C014 C016 113.5(3) . . ?
H01C C014 H01D 107.7 . . ?
C016 C014 H01C 108.9 . . ?
C016 C014 H01D 108.9 . . ?
C012 C015 H01E 109.5 . . ?
C012 C015 H01F 109.5 . . ?
C012 C015 H01G 109.5 . . ?
H01E C015 H01F 109.5 . . ?
H01E C015 H01G 109.5 . . ?
H01F C015 H01G 109.5 . . ?
C014 C016 H01H 109.5 . . ?
C014 C016 H01I 109.5 . . ?
C014 C016 H01J 109.5 . . ?
H01H C016 H01I 109.5 . . ?
H01H C016 H01J 109.5 . . ?
H01I C016 H01J 109.5 . . ?
N00I C017 H01N 109.3 . . ?
N00I C017 H01O 109.3 . . ?
H01N C017 H01O 108.0 . . ?
C018 C017 N00I 111.6(3) . . ?
C018 C017 H01N 109.3 . . ?
C018 C017 H01O 109.3 . . ?
C017 C018 H01P 109.5 . . ?
C017 C018 H01Q 109.5 . . ?
C017 C018 H01R 109.5 . . ?
H01P C018 H01Q 109.5 . . ?
H01P C018 H01R 109.5 . . ?
H01Q C018 H01R 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N007 C00M C00P O006 -179.59(19) . . . . ?
N007 C00M C00P N00C 0.9(3) . . . . ?
N007 C00M C00Y C00X 0.9(3) . . . . ?
N007 C00S C00T O009 170.5(2) . . . . ?
N007 C00S C00T N00E -10.0(3) . . . . ?
N007 C00S C010 C00X 1.3(3) . . . . ?
N008 C00J C00O C00V -1.0(4) . . . . ?
N008 C00J C00R O004 175.5(2) . . . . ?
N008 C00J C00R N00D -5.0(3) . . . . ?
N008 C00L C00U O005 178.5(2) . . . . ?
N008 C00L C00U N00G -0.9(3) . . . . ?
N008 C00L C013 C00V -0.1(4) . . . . ?
C00J N008 C00L C00U -178.72(18) . . . . ?
C00J N008 C00L C013 -0.3(3) . . . . ?
C00J C00O C00V C013 0.5(4) . . . . ?
C00K N00A C012 C015 -169.3(2) . . . . ?
C00K N00D C00R O004 -0.9(4) . . . . ?
C00K N00D C00R C00J 179.6(2) . . . . ?
C00L N008 C00J C00O 0.9(3) . . . . ?
C00L N008 C00J C00R -177.81(18) . . . . ?
C00M N007 C00S C00T 178.43(18) . . . . ?
C00M N007 C00S C010 0.0(3) . . . . ?
C00N N00E C00T O009 1.1(4) . . . . ?
C00N N00E C00T C00S -178.4(2) . . . . ?
C00N N00F C00W C011 -83.0(3) . . . . ?
C00O C00J C00R O004 -3.3(3) . . . . ?
C00O C00J C00R N00D 176.2(2) . . . . ?
C00O C00V C013 C00L 0.0(4) . . . . ?
C00P N00C C00Q O002 171.2(2) . . . . ?
C00P N00C C00Q N00I -9.0(4) . . . . ?
C00P C00M C00Y C00X -179.6(2) . . . . ?
C00Q N00C C00P O006 4.1(4) . . . . ?
C00Q N00C C00P C00M -176.5(2) . . . . ?
C00Q N00I C017 C018 -149.8(4) . . . . ?
C00R N00D C00K O001 173.3(2) . . . . ?
C00R N00D C00K N00A -7.4(4) . . . . ?
C00R C00J C00O C00V 177.7(2) . . . . ?
C00S N007 C00M C00P 179.30(17) . . . . ?
C00S N007 C00M C00Y -1.2(3) . . . . ?
C00T N00E C00N O003 -176.5(2) . . . . ?
C00T N00E C00N N00F 3.2(4) . . . . ?
C00T C00S C010 C00X -177.0(2) . . . . ?
C00U N00G C00Z O00B 179.9(3) . . . . ?
C00U N00G C00Z N00H -1.0(4) . . . . ?
C00U C00L C013 C00V 178.2(2) . . . . ?
C00W N00F C00N O003 -4.9(4) . . . . ?
C00W N00F C00N N00E 175.4(2) . . . . ?
C00Y C00M C00P O006 0.9(3) . . . . ?
C00Y C00M C00P N00C -178.60(19) . . . . ?
C00Y C00X C010 C00S -1.6(3) . . . . ?
C00Z N00G C00U O005 -5.2(4) . . . . ?
C00Z N00G C00U C00L 174.2(2) . . . . ?
C00Z N00H C014 C016 99.0(3) . . . . ?
C010 C00S C00T O009 -11.1(4) . . . . ?
C010 C00S C00T N00E 168.5(2) . . . . ?
C010 C00X C00Y C00M 0.5(3) . . . . ?
C012 N00A C00K O001 -4.9(4) . . . . ?
C012 N00A C00K N00D 175.8(2) . . . . ?
C013 C00L C00U O005 0.1(3) . . . . ?
C013 C00L C00U N00G -179.4(2) . . . . ?
C014 N00H C00Z O00B 4.2(4) . . . . ?
C014 N00H C00Z N00G -174.8(2) . . . . ?
C017 N00I C00Q O002 -1.0(5) . . . . ?
C017 N00I C00Q N00C 179.2(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2017-01-13
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_hc-sx-l3-3_sq
_database_code_depnum_ccdc_archive 'CCDC 1944326'
loop_
_audit_author_name
_audit_author_address
'Xi Shu'
;Sichuan University
China
;
_audit_update_record             
;
2019-07-31 deposited with the CCDC.	2020-01-13 downloaded from the CCDC.
;
_audit_creation_date             2017-06-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H17 N5 O4, C16 H36 N, F'
_chemical_formula_sum            'C37 H53 F N6 O4'
_chemical_formula_weight         664.85
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.2710(3)
_cell_length_b                   17.4802(4)
_cell_length_c                   19.5368(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.634(3)
_cell_angle_gamma                90
_cell_volume                     3993.72(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6119
_cell_measurement_temperature    296.31(10)
_cell_measurement_theta_max      71.9360
_cell_measurement_theta_min      4.7370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.612
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64242
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.106
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1432
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            22804
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.825
_diffrn_reflns_theta_min         4.549
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.31(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   20.00  104.00   1.0000    2.7600
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000   60.0000 84

#__ type_ start__ end____ width___ exp.time_
  2 omega   20.00  104.00   1.0000    2.7600
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000  -90.0000 84

#__ type_ start__ end____ width___ exp.time_
  3 omega   20.00  104.00   1.0000    2.7600
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000    0.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega  -31.00   53.00   1.0000    2.7600
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -57.0000  150.0000 84

#__ type_ start__ end____ width___ exp.time_
  5 omega    1.00   75.00   1.0000    2.7600
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -99.0000  -90.0000 74

#__ type_ start__ end____ width___ exp.time_
  6 omega   23.00   90.00   1.0000    2.7600
omega____ theta____ kappa____ phi______ frames
    -       36.4171 -125.0000  150.0000 67

#__ type_ start__ end____ width___ exp.time_
  7 omega  -31.00   53.00   1.0000    2.7600
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -57.0000  -30.0000 84

#__ type_ start__ end____ width___ exp.time_
  8 omega   40.00   98.00   1.0000   11.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 58

#__ type_ start__ end____ width___ exp.time_
  9 omega  100.00  178.00   1.0000   11.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -90.0000 78

#__ type_ start__ end____ width___ exp.time_
 10 omega   39.00  109.00   1.0000   11.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -90.0000 70

#__ type_ start__ end____ width___ exp.time_
 11 omega   39.00  109.00   1.0000   11.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   30.0000 70

#__ type_ start__ end____ width___ exp.time_
 12 omega   38.00   91.00   1.0000   11.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 53

#__ type_ start__ end____ width___ exp.time_
 13 omega   39.00  109.00   1.0000   11.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -30.0000 70

#__ type_ start__ end____ width___ exp.time_
 14 omega   38.00   91.00   1.0000   11.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   60.0000 53

#__ type_ start__ end____ width___ exp.time_
 15 omega  133.00  177.00   1.0000   11.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -120.0000 44

#__ type_ start__ end____ width___ exp.time_
 16 omega   50.00   87.00   1.0000   11.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 37

#__ type_ start__ end____ width___ exp.time_
 17 omega   45.00   91.00   1.0000   11.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 46

#__ type_ start__ end____ width___ exp.time_
 18 omega   40.00   90.00   1.0000   11.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -180.0000 50

#__ type_ start__ end____ width___ exp.time_
 19 omega   42.00   97.00   1.0000   11.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000    0.0000 55
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0979322000
_diffrn_orient_matrix_UB_12      0.0511841000
_diffrn_orient_matrix_UB_13      -0.0446966000
_diffrn_orient_matrix_UB_21      0.0820952000
_diffrn_orient_matrix_UB_22      0.0689509000
_diffrn_orient_matrix_UB_23      0.0134899000
_diffrn_orient_matrix_UB_31      0.0320654000
_diffrn_orient_matrix_UB_32      -0.0198922000
_diffrn_orient_matrix_UB_33      -0.0682669000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5888
_reflns_number_total             7792
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         7792
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0641
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1260P)²+0.3581P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1865
_refine_ls_wR_factor_ref         0.2042
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00D(H00A,H00B), C00E(H00C,H00D), C00H(H00E,H00F), C00L(H00G,H00H), C00M(H00I,
 H00J), C00N(H00K,H00L), C00O(H00M,H00N), C00Q(H00O,H00P), C00S(H00Q,H00R),
 C00T(H00S,H00T), C00U(H00U,H00V), C010(H01A,H01B)
2.b Aromatic/amide H refined with riding coordinates:
 N006(H006), N009(H009), N00A(H00), N00B(H0AA), C00V(H1AA), C00W(H2AA),
 C00Y(H3AA), C011(H011), C012(H012), C014(H014), C015(H015), C016(H016),
 C017(H017), C018(H018), C019(H019), C01A(H01I), C01B(H01J)
2.c Idealised Me refined as rotating group:
 C00X(H00W,H00X,H00Y), C00Z(H00Z,H,HA), C013(H01C,H01D,H01E), C01C(H01F,H01G,
 H01H)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O002 O 0.48167(15) 0.63882(10) 0.39479(8) 0.0785(4) Uani 1 1 d . . . . .
O003 O 0.42233(16) 0.49548(10) 0.32737(8) 0.0799(4) Uani 1 1 d . . . . .
O004 O 0.47867(15) 0.82007(10) 0.00153(9) 0.0825(5) Uani 1 1 d . . . . .
N005 N 0.75353(11) 0.47754(8) 0.50786(7) 0.0488(3) Uani 1 1 d . . . . .
N006 N 0.49239(15) 0.77081(10) 0.11340(10) 0.0660(4) Uani 1 1 d . . . . .
H006 H 0.4823 0.7297 0.1349 0.079 Uiso 1 1 calc R . . . .
O007 O 0.54318(16) 0.89653(9) 0.13447(11) 0.0877(5) Uani 1 1 d . . . . .
N008 N 0.51116(13) 0.74893(9) 0.25019(9) 0.0597(4) Uani 1 1 d . . . . .
N009 N 0.38066(18) 0.50891(10) 0.20550(10) 0.0738(5) Uani 1 1 d . . . . .
H009 H 0.3884 0.5407 0.1737 0.089 Uiso 1 1 calc R . . . .
N00A N 0.45478(15) 0.60897(10) 0.27682(9) 0.0620(4) Uani 1 1 d . . . . .
H00 H 0.4583 0.6285 0.2371 0.074 Uiso 1 1 calc R . . . .
N00B N 0.44492(19) 0.69344(11) 0.01717(10) 0.0778(5) Uani 1 1 d . . . . .
H0AA H 0.4399 0.6617 0.0497 0.093 Uiso 1 1 calc R . . . .
C00C C 0.52601(17) 0.83300(12) 0.15497(13) 0.0674(5) Uani 1 1 d . . . . .
C00D C 0.84684(15) 0.45119(11) 0.57429(9) 0.0549(4) Uani 1 1 d . . . . .
H00A H 0.8906 0.4114 0.5601 0.066 Uiso 1 1 calc R . . . .
H00B H 0.8982 0.4938 0.5921 0.066 Uiso 1 1 calc R . . . .
C00E C 0.81649(14) 0.51059(10) 0.45842(9) 0.0513(4) Uani 1 1 d . . . . .
H00C H 0.8684 0.5499 0.4845 0.062 Uiso 1 1 calc R . . . .
H00D H 0.8625 0.4703 0.4470 0.062 Uiso 1 1 calc R . . . .
C00F C 0.41822(17) 0.53263(12) 0.27426(10) 0.0610(5) Uani 1 1 d . . . . .
C00G C 0.54310(18) 0.81763(12) 0.23346(12) 0.0688(5) Uani 1 1 d . . . . .
C00H C 0.67600(14) 0.53707(11) 0.52612(9) 0.0530(4) Uani 1 1 d . . . . .
H00E H 0.6165 0.5503 0.4823 0.064 Uiso 1 1 calc R . . . .
H00F H 0.6391 0.5138 0.5584 0.064 Uiso 1 1 calc R . . . .
C00I C 0.48489(17) 0.65488(12) 0.33479(10) 0.0617(5) Uani 1 1 d . . . . .
C00J C 0.47191(17) 0.76540(12) 0.03894(12) 0.0652(5) Uani 1 1 d . . . . .
C00K C 0.52502(18) 0.73241(13) 0.31863(11) 0.0670(5) Uani 1 1 d . . . . .
C00L C 0.67588(15) 0.41210(11) 0.47255(10) 0.0549(4) Uani 1 1 d . . . . .
H00G H 0.6153 0.4325 0.4324 0.066 Uiso 1 1 calc R . . . .
H00H H 0.6405 0.3918 0.5069 0.066 Uiso 1 1 calc R . . . .
C00M C 0.74224(17) 0.54476(14) 0.38890(10) 0.0672(5) Uani 1 1 d . . . . .
H00I H 0.6872 0.5071 0.3628 0.081 Uiso 1 1 calc R . . . .
H00J H 0.7005 0.5882 0.3991 0.081 Uiso 1 1 calc R . . . .
C00N C 0.73289(17) 0.60977(12) 0.56015(12) 0.0637(5) Uani 1 1 d . . . . .
H00K H 0.7708 0.6340 0.5289 0.076 Uiso 1 1 calc R . . . .
H00L H 0.7902 0.5981 0.6054 0.076 Uiso 1 1 calc R . . . .
C00O C 0.81577(19) 0.57003(13) 0.34389(11) 0.0688(5) Uani 1 1 d . . . . .
H00M H 0.8744 0.6041 0.3724 0.083 Uiso 1 1 calc R . . . .
H00N H 0.8539 0.5255 0.3323 0.083 Uiso 1 1 calc R . . . .
C00P C 0.3304(2) 0.43856(14) 0.17998(13) 0.0780(6) Uani 1 1 d . . . . .
C00Q C 0.64412(18) 0.66391(12) 0.57304(11) 0.0640(5) Uani 1 1 d . . . . .
H00O H 0.5838 0.6716 0.5282 0.077 Uiso 1 1 calc R . . . .
H00P H 0.6102 0.6405 0.6068 0.077 Uiso 1 1 calc R . . . .
C00R C 0.4237(2) 0.66300(15) -0.05261(13) 0.0807(6) Uani 1 1 d . . . . .
C00S C 0.73241(18) 0.34656(13) 0.44531(13) 0.0705(5) Uani 1 1 d . . . . .
H00Q H 0.7689 0.3660 0.4112 0.085 Uiso 1 1 calc R . . . .
H00R H 0.7911 0.3241 0.4852 0.085 Uiso 1 1 calc R . . . .
C00T C 0.8079(2) 0.42114(19) 0.63532(12) 0.0846(7) Uani 1 1 d . . . . .
H00S H 0.7623 0.4599 0.6494 0.102 Uiso 1 1 calc R . . . .
H00T H 0.7598 0.3766 0.6191 0.102 Uiso 1 1 calc R . . . .
C00U C 0.6470(2) 0.28629(15) 0.40977(15) 0.0817(7) Uani 1 1 d . . . . .
H00U H 0.5859 0.3096 0.3719 0.098 Uiso 1 1 calc R . . . .
H00V H 0.6139 0.2649 0.4447 0.098 Uiso 1 1 calc R . . . .
C00V C 0.5918(3) 0.87161(17) 0.28439(18) 0.1008(9) Uani 1 1 d . . . . .
H1AA H 0.6128 0.9192 0.2713 0.121 Uiso 1 1 calc R . . . .
C00W C 0.4048(3) 0.58480(17) -0.05969(15) 0.0939(8) Uani 1 1 d . . . . .
H2AA H 0.4051 0.5558 -0.0197 0.113 Uiso 1 1 calc R . . . .
C00X C 0.6934(3) 0.74064(16) 0.60206(17) 0.0937(8) Uani 1 1 d . . . . .
H00W H 0.7264 0.7644 0.5687 0.140 Uiso 1 1 calc GR . . . .
H00X H 0.7513 0.7336 0.6473 0.140 Uiso 1 1 calc GR . . . .
H00Y H 0.6338 0.7727 0.6086 0.140 Uiso 1 1 calc GR . . . .
C00Y C 0.5750(3) 0.78325(18) 0.37362(15) 0.0988(9) Uani 1 1 d . . . . .
H3AA H 0.5853 0.7702 0.4213 0.119 Uiso 1 1 calc R . . . .
C00Z C 0.7534(3) 0.60971(19) 0.27560(15) 0.0952(9) Uani 1 1 d . . . . .
H00Z H 0.6875 0.5802 0.2504 0.143 Uiso 1 1 calc GR . . . .
H H 0.8030 0.6151 0.2462 0.143 Uiso 1 1 calc GR . . . .
HA H 0.7295 0.6594 0.2863 0.143 Uiso 1 1 calc GR . . . .
C010 C 0.9067(2) 0.3997(2) 0.69904(14) 0.0982(9) Uani 1 1 d . . . . .
H01A H 0.9452 0.3561 0.6860 0.118 Uiso 1 1 calc R . . . .
H01B H 0.9605 0.4419 0.7097 0.118 Uiso 1 1 calc R . . . .
C011 C 0.2906(3) 0.38684(17) 0.22007(17) 0.1010(9) Uani 1 1 d . . . . .
H011 H 0.2995 0.3965 0.2683 0.121 Uiso 1 1 calc R . . . .
C012 C 0.4229(3) 0.70551(19) -0.11223(15) 0.1066(10) Uani 1 1 d . . . . .
H012 H 0.4354 0.7580 -0.1085 0.128 Uiso 1 1 calc R . . . .
C013 C 0.7006(3) 0.22242(18) 0.37814(18) 0.1034(9) Uani 1 1 d . . . . .
H01C H 0.7277 0.2426 0.3406 0.155 Uiso 1 1 calc GR . . . .
H01D H 0.6444 0.1835 0.3588 0.155 Uiso 1 1 calc GR . . . .
H01E H 0.7634 0.2007 0.4150 0.155 Uiso 1 1 calc GR . . . .
C014 C 0.3157(4) 0.4221(2) 0.10927(18) 0.1255(14) Uani 1 1 d . . . . .
H014 H 0.3417 0.4561 0.0811 0.151 Uiso 1 1 calc R . . . .
C015 C 0.6090(4) 0.8536(2) 0.35579(19) 0.1241(13) Uani 1 1 d . . . . .
H015 H 0.6433 0.8888 0.3915 0.149 Uiso 1 1 calc R . . . .
C016 C 0.2372(4) 0.3205(2) 0.1882(2) 0.1321(14) Uani 1 1 d . . . . .
H016 H 0.2104 0.2861 0.2157 0.159 Uiso 1 1 calc R . . . .
C017 C 0.3855(4) 0.5496(2) -0.12565(17) 0.1171(11) Uani 1 1 d . . . . .
H017 H 0.3733 0.4970 -0.1300 0.141 Uiso 1 1 calc R . . . .
C018 C 0.2228(5) 0.3044(2) 0.1193(3) 0.1443(16) Uani 1 1 d . . . . .
H018 H 0.1865 0.2596 0.0988 0.173 Uiso 1 1 calc R . . . .
C019 C 0.4035(4) 0.6692(3) -0.17746(18) 0.1308(14) Uani 1 1 d . . . . .
H019 H 0.4033 0.6979 -0.2176 0.157 Uiso 1 1 calc R . . . .
C01A C 0.3845(4) 0.5927(3) -0.18477(19) 0.1322(14) Uani 1 1 d . . . . .
H01I H 0.3708 0.5696 -0.2295 0.159 Uiso 1 1 calc R . . . .
C01B C 0.2625(5) 0.3551(3) 0.0797(2) 0.161(2) Uani 1 1 d . . . . .
H01J H 0.2536 0.3443 0.0317 0.193 Uiso 1 1 calc R . . . .
C01C C 0.8781(3) 0.3807(4) 0.76400(19) 0.165(2) Uani 1 1 d . . . . .
H01F H 0.8238 0.3395 0.7542 0.247 Uiso 1 1 calc GR . . . .
H01G H 0.8457 0.4247 0.7799 0.247 Uiso 1 1 calc GR . . . .
H01H H 0.9461 0.3653 0.8008 0.247 Uiso 1 1 calc GR . . . .
F1 F 0.43958(16) 0.62082(8) 0.13377(7) 0.0906(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O002 C00I 1.218(2) . ?
O003 C00F 1.212(2) . ?
O004 C00J 1.221(2) . ?
N005 C00D 1.519(2) . ?
N005 C00E 1.522(2) . ?
N005 C00H 1.523(2) . ?
N005 C00L 1.515(2) . ?
N006 H006 0.8600 . ?
N006 C00C 1.345(3) . ?
N006 C00J 1.403(3) . ?
O007 C00C 1.220(3) . ?
N008 C00G 1.334(3) . ?
N008 C00K 1.328(3) . ?
N009 H009 0.8600 . ?
N009 C00F 1.347(3) . ?
N009 C00P 1.398(3) . ?
N00A H00 0.8600 . ?
N00A C00F 1.404(3) . ?
N00A C00I 1.345(3) . ?
N00B H0AA 0.8600 . ?
N00B C00J 1.337(3) . ?
N00B C00R 1.412(3) . ?
C00C C00G 1.507(3) . ?
C00D H00A 0.9700 . ?
C00D H00B 0.9700 . ?
C00D C00T 1.507(3) . ?
C00E H00C 0.9700 . ?
C00E H00D 0.9700 . ?
C00E C00M 1.510(3) . ?
C00G C00V 1.370(4) . ?
C00H H00E 0.9700 . ?
C00H H00F 0.9700 . ?
C00H C00N 1.504(3) . ?
C00I C00K 1.508(3) . ?
C00K C00Y 1.386(3) . ?
C00L H00G 0.9700 . ?
C00L H00H 0.9700 . ?
C00L C00S 1.517(3) . ?
C00M H00I 0.9700 . ?
C00M H00J 0.9700 . ?
C00M C00O 1.504(3) . ?
C00N H00K 0.9700 . ?
C00N H00L 0.9700 . ?
C00N C00Q 1.520(3) . ?
C00O H00M 0.9700 . ?
C00O H00N 0.9700 . ?
C00O C00Z 1.493(3) . ?
C00P C011 1.379(3) . ?
C00P C014 1.369(4) . ?
C00Q H00O 0.9700 . ?
C00Q H00P 0.9700 . ?
C00Q C00X 1.509(3) . ?
C00R C00W 1.386(4) . ?
C00R C012 1.379(3) . ?
C00S H00Q 0.9700 . ?
C00S H00R 0.9700 . ?
C00S C00U 1.500(3) . ?
C00T H00S 0.9700 . ?
C00T H00T 0.9700 . ?
C00T C010 1.499(3) . ?
C00U H00U 0.9700 . ?
C00U H00V 0.9700 . ?
C00U C013 1.518(4) . ?
C00V H1AA 0.9300 . ?
C00V C015 1.382(5) . ?
C00W H2AA 0.9300 . ?
C00W C017 1.383(4) . ?
C00X H00W 0.9600 . ?
C00X H00X 0.9600 . ?
C00X H00Y 0.9600 . ?
C00Y H3AA 0.9300 . ?
C00Y C015 1.377(5) . ?
C00Z H00Z 0.9600 . ?
C00Z H 0.9600 . ?
C00Z HA 0.9600 . ?
C010 H01A 0.9700 . ?
C010 H01B 0.9700 . ?
C010 C01C 1.453(4) . ?
C011 H011 0.9300 . ?
C011 C016 1.384(5) . ?
C012 H012 0.9300 . ?
C012 C019 1.378(5) . ?
C013 H01C 0.9600 . ?
C013 H01D 0.9600 . ?
C013 H01E 0.9600 . ?
C014 H014 0.9300 . ?
C014 C01B 1.379(5) . ?
C015 H015 0.9300 . ?
C016 H016 0.9300 . ?
C016 C018 1.334(6) . ?
C017 H017 0.9300 . ?
C017 C01A 1.376(5) . ?
C018 H018 0.9300 . ?
C018 C01B 1.359(6) . ?
C019 H019 0.9300 . ?
C019 C01A 1.357(6) . ?
C01A H01I 0.9300 . ?
C01B H01J 0.9300 . ?
C01C H01F 0.9600 . ?
C01C H01G 0.9600 . ?
C01C H01H 0.9600 . ?

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
C00D N005 C00E 105.14(12) . . ?
C00D N005 C00H 111.70(13) . . ?
C00E N005 C00H 111.25(13) . . ?
C00L N005 C00D 111.56(14) . . ?
C00L N005 C00E 111.58(13) . . ?
C00L N005 C00H 105.74(12) . . ?
C00C N006 H006 116.3 . . ?
C00C N006 C00J 127.35(17) . . ?
C00J N006 H006 116.3 . . ?
C00K N008 C00G 119.02(18) . . ?
C00F N009 H009 116.3 . . ?
C00F N009 C00P 127.38(18) . . ?
C00P N009 H009 116.3 . . ?
C00F N00A H00 116.6 . . ?
C00I N00A H00 116.6 . . ?
C00I N00A C00F 126.89(17) . . ?
C00J N00B H0AA 116.0 . . ?
C00J N00B C00R 128.10(19) . . ?
C00R N00B H0AA 116.0 . . ?
N006 C00C C00G 113.14(17) . . ?
O007 C00C N006 126.1(2) . . ?
O007 C00C C00G 120.8(2) . . ?
N005 C00D H00A 108.2 . . ?
N005 C00D H00B 108.2 . . ?
H00A C00D H00B 107.4 . . ?
C00T C00D N005 116.35(15) . . ?
C00T C00D H00A 108.2 . . ?
C00T C00D H00B 108.2 . . ?
N005 C00E H00C 108.3 . . ?
N005 C00E H00D 108.3 . . ?
H00C C00E H00D 107.4 . . ?
C00M C00E N005 115.91(14) . . ?
C00M C00E H00C 108.3 . . ?
C00M C00E H00D 108.3 . . ?
O003 C00F N009 127.0(2) . . ?
O003 C00F N00A 123.3(2) . . ?
N009 C00F N00A 109.71(16) . . ?
N008 C00G C00C 116.67(19) . . ?
N008 C00G C00V 122.5(2) . . ?
C00V C00G C00C 120.8(2) . . ?
N005 C00H H00E 108.2 . . ?
N005 C00H H00F 108.2 . . ?
H00E C00H H00F 107.4 . . ?
C00N C00H N005 116.20(14) . . ?
C00N C00H H00E 108.2 . . ?
C00N C00H H00F 108.2 . . ?
O002 C00I N00A 126.3(2) . . ?
O002 C00I C00K 121.1(2) . . ?
N00A C00I C00K 112.57(17) . . ?
O004 C00J N006 123.0(2) . . ?
O004 C00J N00B 127.0(2) . . ?
N00B C00J N006 110.03(16) . . ?
N008 C00K C00I 117.14(18) . . ?
N008 C00K C00Y 122.2(2) . . ?
C00Y C00K C00I 120.7(2) . . ?
N005 C00L H00G 108.3 . . ?
N005 C00L H00H 108.3 . . ?
N005 C00L C00S 116.03(14) . . ?
H00G C00L H00H 107.4 . . ?
C00S C00L H00G 108.3 . . ?
C00S C00L H00H 108.3 . . ?
C00E C00M H00I 109.7 . . ?
C00E C00M H00J 109.7 . . ?
H00I C00M H00J 108.2 . . ?
C00O C00M C00E 109.66(16) . . ?
C00O C00M H00I 109.7 . . ?
C00O C00M H00J 109.7 . . ?
C00H C00N H00K 109.7 . . ?
C00H C00N H00L 109.7 . . ?
C00H C00N C00Q 109.83(16) . . ?
H00K C00N H00L 108.2 . . ?
C00Q C00N H00K 109.7 . . ?
C00Q C00N H00L 109.7 . . ?
C00M C00O H00M 108.5 . . ?
C00M C00O H00N 108.5 . . ?
H00M C00O H00N 107.5 . . ?
C00Z C00O C00M 115.02(19) . . ?
C00Z C00O H00M 108.5 . . ?
C00Z C00O H00N 108.5 . . ?
C011 C00P N009 124.6(2) . . ?
C014 C00P N009 117.0(2) . . ?
C014 C00P C011 118.3(3) . . ?
C00N C00Q H00O 109.0 . . ?
C00N C00Q H00P 109.0 . . ?
H00O C00Q H00P 107.8 . . ?
C00X C00Q C00N 112.94(19) . . ?
C00X C00Q H00O 109.0 . . ?
C00X C00Q H00P 109.0 . . ?
C00W C00R N00B 116.4(2) . . ?
C012 C00R N00B 124.4(3) . . ?
C012 C00R C00W 119.3(3) . . ?
C00L C00S H00Q 109.4 . . ?
C00L C00S H00R 109.4 . . ?
H00Q C00S H00R 108.0 . . ?
C00U C00S C00L 111.31(17) . . ?
C00U C00S H00Q 109.4 . . ?
C00U C00S H00R 109.4 . . ?
C00D C00T H00S 109.2 . . ?
C00D C00T H00T 109.2 . . ?
H00S C00T H00T 107.9 . . ?
C010 C00T C00D 111.93(19) . . ?
C010 C00T H00S 109.2 . . ?
C010 C00T H00T 109.2 . . ?
C00S C00U H00U 109.2 . . ?
C00S C00U H00V 109.2 . . ?
C00S C00U C013 112.2(2) . . ?
H00U C00U H00V 107.9 . . ?
C013 C00U H00U 109.2 . . ?
C013 C00U H00V 109.2 . . ?
C00G C00V H1AA 120.8 . . ?
C00G C00V C015 118.4(3) . . ?
C015 C00V H1AA 120.8 . . ?
C00R C00W H2AA 119.7 . . ?
C017 C00W C00R 120.6(3) . . ?
C017 C00W H2AA 119.7 . . ?
C00Q C00X H00W 109.5 . . ?
C00Q C00X H00X 109.5 . . ?
C00Q C00X H00Y 109.5 . . ?
H00W C00X H00X 109.5 . . ?
H00W C00X H00Y 109.5 . . ?
H00X C00X H00Y 109.5 . . ?
C00K C00Y H3AA 120.9 . . ?
C015 C00Y C00K 118.3(3) . . ?
C015 C00Y H3AA 120.9 . . ?
C00O C00Z H00Z 109.5 . . ?
C00O C00Z H 109.5 . . ?
C00O C00Z HA 109.5 . . ?
H00Z C00Z H 109.5 . . ?
H00Z C00Z HA 109.5 . . ?
H C00Z HA 109.5 . . ?
C00T C010 H01A 108.3 . . ?
C00T C010 H01B 108.3 . . ?
H01A C010 H01B 107.4 . . ?
C01C C010 C00T 115.7(3) . . ?
C01C C010 H01A 108.3 . . ?
C01C C010 H01B 108.3 . . ?
C00P C011 H011 120.2 . . ?
C00P C011 C016 119.7(3) . . ?
C016 C011 H011 120.2 . . ?
C00R C012 H012 120.4 . . ?
C019 C012 C00R 119.2(3) . . ?
C019 C012 H012 120.4 . . ?
C00U C013 H01C 109.5 . . ?
C00U C013 H01D 109.5 . . ?
C00U C013 H01E 109.5 . . ?
H01C C013 H01D 109.5 . . ?
H01C C013 H01E 109.5 . . ?
H01D C013 H01E 109.5 . . ?
C00P C014 H014 119.9 . . ?
C00P C014 C01B 120.2(3) . . ?
C01B C014 H014 119.9 . . ?
C00V C015 H015 120.2 . . ?
C00Y C015 C00V 119.6(3) . . ?
C00Y C015 H015 120.2 . . ?
C011 C016 H016 119.0 . . ?
C018 C016 C011 122.0(3) . . ?
C018 C016 H016 119.0 . . ?
C00W C017 H017 120.2 . . ?
C01A C017 C00W 119.6(4) . . ?
C01A C017 H017 120.2 . . ?
C016 C018 H018 120.8 . . ?
C016 C018 C01B 118.5(3) . . ?
C01B C018 H018 120.8 . . ?
C012 C019 H019 119.1 . . ?
C01A C019 C012 121.8(3) . . ?
C01A C019 H019 119.1 . . ?
C017 C01A H01I 120.2 . . ?
C019 C01A C017 119.6(3) . . ?
C019 C01A H01I 120.2 . . ?
C014 C01B H01J 119.3 . . ?
C018 C01B C014 121.4(4) . . ?
C018 C01B H01J 119.3 . . ?
C010 C01C H01F 109.5 . . ?
C010 C01C H01G 109.5 . . ?
C010 C01C H01H 109.5 . . ?
H01F C01C H01G 109.5 . . ?
H01F C01C H01H 109.5 . . ?
H01G C01C H01H 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O002 C00I C00K N008 -170.99(19) . . . . ?
O002 C00I C00K C00Y 9.6(3) . . . . ?
N005 C00D C00T C010 -177.7(2) . . . . ?
N005 C00E C00M C00O -176.20(17) . . . . ?
N005 C00H C00N C00Q 178.39(15) . . . . ?
N005 C00L C00S C00U -178.48(19) . . . . ?
N006 C00C C00G N008 -7.3(3) . . . . ?
N006 C00C C00G C00V 171.2(2) . . . . ?
O007 C00C C00G N008 173.3(2) . . . . ?
O007 C00C C00G C00V -8.3(4) . . . . ?
N008 C00G C00V C015 0.5(5) . . . . ?
N008 C00K C00Y C015 1.3(5) . . . . ?
N009 C00P C011 C016 176.8(3) . . . . ?
N009 C00P C014 C01B -177.4(4) . . . . ?
N00A C00I C00K N008 8.9(3) . . . . ?
N00A C00I C00K C00Y -170.6(2) . . . . ?
N00B C00R C00W C017 -178.7(3) . . . . ?
N00B C00R C012 C019 178.7(3) . . . . ?
C00C N006 C00J O004 -2.9(3) . . . . ?
C00C N006 C00J N00B 177.1(2) . . . . ?
C00C C00G C00V C015 -177.9(3) . . . . ?
C00D N005 C00E C00M -177.20(16) . . . . ?
C00D N005 C00H C00N 60.3(2) . . . . ?
C00D N005 C00L C00S -61.6(2) . . . . ?
C00D C00T C010 C01C 171.4(4) . . . . ?
C00E N005 C00D C00T 175.45(19) . . . . ?
C00E N005 C00H C00N -56.9(2) . . . . ?
C00E N005 C00L C00S 55.6(2) . . . . ?
C00E C00M C00O C00Z -176.1(2) . . . . ?
C00F N009 C00P C011 13.3(4) . . . . ?
C00F N009 C00P C014 -169.7(3) . . . . ?
C00F N00A C00I O002 -2.8(3) . . . . ?
C00F N00A C00I C00K 177.32(18) . . . . ?
C00G N008 C00K C00I 178.45(18) . . . . ?
C00G N008 C00K C00Y -2.1(3) . . . . ?
C00G C00V C015 C00Y -1.3(6) . . . . ?
C00H N005 C00D C00T 54.7(2) . . . . ?
C00H N005 C00E C00M -56.1(2) . . . . ?
C00H N005 C00L C00S 176.74(16) . . . . ?
C00H C00N C00Q C00X -175.7(2) . . . . ?
C00I N00A C00F O003 -9.1(3) . . . . ?
C00I N00A C00F N009 171.5(2) . . . . ?
C00I C00K C00Y C015 -179.3(3) . . . . ?
C00J N006 C00C O007 1.1(4) . . . . ?
C00J N006 C00C C00G -178.35(18) . . . . ?
C00J N00B C00R C00W 175.8(3) . . . . ?
C00J N00B C00R C012 -2.9(5) . . . . ?
C00K N008 C00G C00C 179.63(18) . . . . ?
C00K N008 C00G C00V 1.2(3) . . . . ?
C00K C00Y C015 C00V 0.5(6) . . . . ?
C00L N005 C00D C00T -63.4(2) . . . . ?
C00L N005 C00E C00M 61.7(2) . . . . ?
C00L N005 C00H C00N -178.19(16) . . . . ?
C00L C00S C00U C013 176.6(2) . . . . ?
C00P N009 C00F O003 5.2(4) . . . . ?
C00P N009 C00F N00A -175.4(2) . . . . ?
C00P C011 C016 C018 0.1(7) . . . . ?
C00P C014 C01B C018 0.5(9) . . . . ?
C00R N00B C00J O004 3.4(4) . . . . ?
C00R N00B C00J N006 -176.6(2) . . . . ?
C00R C00W C017 C01A -0.4(6) . . . . ?
C00R C012 C019 C01A 0.3(7) . . . . ?
C00W C00R C012 C019 0.0(5) . . . . ?
C00W C017 C01A C019 0.6(7) . . . . ?
C011 C00P C014 C01B -0.2(7) . . . . ?
C011 C016 C018 C01B 0.2(8) . . . . ?
C012 C00R C00W C017 0.1(5) . . . . ?
C012 C019 C01A C017 -0.6(7) . . . . ?
C014 C00P C011 C016 -0.1(6) . . . . ?
C016 C018 C01B C014 -0.5(9) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.000 235.2 42.4 ?
2 0.500 1.000 0.500 235.2 42.4 ?

_olex2_date_sample_data_collection 2017-06-16
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_hc-c2-hso4
_database_code_depnum_ccdc_archive 'CCDC 1944332'
loop_
_audit_author_name
_audit_author_address
'Xi Shu'
;Sichuan University
China
;
_audit_update_record             
;
2019-07-31 deposited with the CCDC.	2020-01-13 downloaded from the CCDC.
;
_audit_creation_date             2018-05-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H26 N4 O4'
_chemical_formula_sum            'C18 H26 N4 O4'
_chemical_formula_weight         362.43
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   16.8164(6)
_cell_length_b                   12.1616(4)
_cell_length_c                   9.6474(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.674(3)
_cell_angle_gamma                90
_cell_volume                     1950.46(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2829
_cell_measurement_temperature    295.39(10)
_cell_measurement_theta_max      72.4140
_cell_measurement_theta_min      4.5150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.727
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5510
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.603
_diffrn_reflns_theta_min         5.322
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.39(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   23.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421 -125.0000 -120.0000 66

#__ type_ start__ end____ width___ exp.time_
  2 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -99.0000   90.0000 74

#__ type_ start__ end____ width___ exp.time_
  3 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -57.0000  -30.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega    9.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   77.0000 -120.0000 95

#__ type_ start__ end____ width___ exp.time_
  5 omega   19.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   57.0000   30.0000 84

#__ type_ start__ end____ width___ exp.time_
  6 omega   23.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421 -125.0000  150.0000 66

#__ type_ start__ end____ width___ exp.time_
  7 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -99.0000 -150.0000 74

#__ type_ start__ end____ width___ exp.time_
  8 omega   38.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  150.0000 53

#__ type_ start__ end____ width___ exp.time_
  9 omega   40.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -180.0000 58

#__ type_ start__ end____ width___ exp.time_
 10 omega   38.00  116.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   60.0000 78

#__ type_ start__ end____ width___ exp.time_
 11 omega   40.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -90.0000 58

#__ type_ start__ end____ width___ exp.time_
 12 omega   40.00  135.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   90.0000 95

#__ type_ start__ end____ width___ exp.time_
 13 omega   40.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000    0.0000 58

#__ type_ start__ end____ width___ exp.time_
 14 omega   90.00  175.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  150.0000 85

#__ type_ start__ end____ width___ exp.time_
 15 omega   91.00  176.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -120.0000 85

#__ type_ start__ end____ width___ exp.time_
 16 omega   17.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   38.0000    0.0000 88

#__ type_ start__ end____ width___ exp.time_
 17 omega  -31.00   16.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -57.0000 -120.0000 47

#__ type_ start__ end____ width___ exp.time_
 18 omega   19.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   57.0000  120.0000 84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0680096000
_diffrn_orient_matrix_UB_12      -0.0793512000
_diffrn_orient_matrix_UB_13      0.0240764000
_diffrn_orient_matrix_UB_21      -0.0427468000
_diffrn_orient_matrix_UB_22      0.0224034000
_diffrn_orient_matrix_UB_23      -0.1500971000
_diffrn_orient_matrix_UB_31      0.0461310000
_diffrn_orient_matrix_UB_32      -0.0962172000
_diffrn_orient_matrix_UB_33      -0.0546813000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1697
_reflns_number_total             1895
_reflns_odcompleteness_completeness 99.57
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.519
_refine_diff_density_min         -0.710
_refine_diff_density_rms         0.190
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1895
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0804
_refine_ls_R_factor_gt           0.0766
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1290P)²+0.2445P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1746
_refine_ls_wR_factor_ref         0.1810
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C009(H00a,H00b), C00A(H00c,H00d), C00C(H00f,H00g)
2.b Aromatic/amide H refined with riding coordinates:
 N003(H003), N004(H004), C006(H006), C00B(H00e), C00D(H00h)
2.c Idealised Me refined as rotating group:
 C00E(H00i,H00j,H00k)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.34195(7) 0.77612(9) 0.45588(13) 0.0552(4) Uani 1 1 d . . . . .
O002 O 0.42419(7) 0.46889(10) 0.58661(15) 0.0616(4) Uani 1 1 d . . . . .
N003 N 0.42698(7) 0.62921(10) 0.46946(13) 0.0428(4) Uani 1 1 d . . . . .
H003 H 0.4708 0.6064 0.4432 0.051 Uiso 1 1 calc R . . . .
N004 N 0.32037(8) 0.58547(12) 0.58962(14) 0.0500(4) Uani 1 1 d . . . . .
H004 H 0.2988 0.6469 0.5601 0.060 Uiso 1 1 calc R . . . .
C005 C 0.40199(8) 0.73202(12) 0.42450(15) 0.0398(4) Uani 1 1 d . . . . .
C006 C 0.5000 0.73204(15) 0.2500 0.0362(4) Uani 1 2 d S T P . .
H006 H 0.5000 0.6556 0.2500 0.043 Uiso 1 2 calc RS T P . .
C007 C 0.45354(8) 0.78920(12) 0.33343(15) 0.0398(4) Uani 1 1 d . . . . .
C008 C 0.39023(9) 0.55636(12) 0.55298(16) 0.0431(4) Uani 1 1 d . . . . .
C009 C 0.27946(10) 0.51568(14) 0.67855(18) 0.0524(5) Uani 1 1 d . . . . .
H00A H 0.2466 0.5615 0.7296 0.063 Uiso 1 1 calc R . . . .
H00B H 0.3194 0.4799 0.7468 0.063 Uiso 1 1 calc R . . . .
C00A C 0.22711(10) 0.42923(15) 0.60032(18) 0.0565(5) Uani 1 1 d . . . . .
H00C H 0.2596 0.3836 0.5483 0.068 Uiso 1 1 calc R . . . .
H00D H 0.1862 0.4646 0.5333 0.068 Uiso 1 1 calc R . . . .
C00B C 0.45323(11) 0.90304(14) 0.3325(2) 0.0596(5) Uani 1 1 d . . . . .
H00E H 0.4216 0.9415 0.3872 0.072 Uiso 1 1 calc R . . . .
C00C C 0.18640(12) 0.35667(18) 0.6973(2) 0.0682(6) Uani 1 1 d . . . . .
H00F H 0.2271 0.3116 0.7523 0.082 Uiso 1 1 calc R . . . .
H00G H 0.1630 0.4035 0.7618 0.082 Uiso 1 1 calc R . . . .
C00D C 0.5000 0.9596(2) 0.2500 0.0733(9) Uani 1 2 d S T P . .
H00H H 0.5000 1.0361 0.2500 0.088 Uiso 1 2 calc RS T P . .
C00E C 0.12190(16) 0.2826(2) 0.6243(3) 0.0943(8) Uani 1 1 d . . . . .
H00I H 0.1453 0.2305 0.5676 0.142 Uiso 1 1 calc GR . . . .
H00J H 0.0825 0.3258 0.5659 0.142 Uiso 1 1 calc GR . . . .
H00K H 0.0966 0.2441 0.6929 0.142 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C005 1.2210(16) . ?
O002 C008 1.2278(18) . ?
N003 H003 0.8600 . ?
N003 C005 1.3687(19) . ?
N003 C008 1.4022(19) . ?
N004 H004 0.8600 . ?
N004 C008 1.3250(18) . ?
N004 C009 1.4519(19) . ?
C005 C007 1.4956(19) . ?
C006 H006 0.9300 . ?
C006 C007 1.3896(16) . ?
C006 C007 1.3896(16) 2_655 ?
C007 C00B 1.385(2) . ?
C009 H00A 0.9700 . ?
C009 H00B 0.9700 . ?
C009 C00A 1.500(3) . ?
C00A H00C 0.9700 . ?
C00A H00D 0.9700 . ?
C00A C00C 1.522(3) . ?
C00B H00E 0.9300 . ?
C00B C00D 1.383(2) . ?
C00C H00F 0.9700 . ?
C00C H00G 0.9700 . ?
C00C C00E 1.501(3) . ?
C00D C00B 1.383(2) 2_655 ?
C00D H00H 0.9300 . ?
C00E H00I 0.9600 . ?
C00E H00J 0.9600 . ?
C00E H00K 0.9600 . ?

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
C005 N003 H003 115.9 . . ?
C005 N003 C008 128.20(12) . . ?
C008 N003 H003 115.9 . . ?
C008 N004 H004 119.3 . . ?
C008 N004 C009 121.31(13) . . ?
C009 N004 H004 119.3 . . ?
O001 C005 N003 123.26(13) . . ?
O001 C005 C007 121.05(13) . . ?
N003 C005 C007 115.69(11) . . ?
C007 C006 H006 120.0 2_655 . ?
C007 C006 H006 120.0 . . ?
C007 C006 C007 119.97(17) . 2_655 ?
C006 C007 C005 122.28(13) . . ?
C00B C007 C005 117.84(12) . . ?
C00B C007 C006 119.88(14) . . ?
O002 C008 N003 118.13(12) . . ?
O002 C008 N004 123.84(14) . . ?
N004 C008 N003 118.02(13) . . ?
N004 C009 H00A 108.8 . . ?
N004 C009 H00B 108.8 . . ?
N004 C009 C00A 114.01(14) . . ?
H00A C009 H00B 107.6 . . ?
C00A C009 H00A 108.8 . . ?
C00A C009 H00B 108.8 . . ?
C009 C00A H00C 109.1 . . ?
C009 C00A H00D 109.1 . . ?
C009 C00A C00C 112.43(15) . . ?
H00C C00A H00D 107.8 . . ?
C00C C00A H00C 109.1 . . ?
C00C C00A H00D 109.1 . . ?
C007 C00B H00E 120.0 . . ?
C00D C00B C007 119.95(15) . . ?
C00D C00B H00E 120.0 . . ?
C00A C00C H00F 108.6 . . ?
C00A C00C H00G 108.6 . . ?
H00F C00C H00G 107.5 . . ?
C00E C00C C00A 114.8(2) . . ?
C00E C00C H00F 108.6 . . ?
C00E C00C H00G 108.6 . . ?
C00B C00D C00B 120.4(2) 2_655 . ?
C00B C00D H00H 119.8 2_655 . ?
C00B C00D H00H 119.8 . . ?
C00C C00E H00I 109.5 . . ?
C00C C00E H00J 109.5 . . ?
C00C C00E H00K 109.5 . . ?
H00I C00E H00J 109.5 . . ?
H00I C00E H00K 109.5 . . ?
H00J C00E H00K 109.5 . . ?

_olex2_date_sample_data_collection 2018-05-07
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lsj-sx
_database_code_depnum_ccdc_archive 'CCDC 1944338'
loop_
_audit_author_name
_audit_author_address
'Xi Shu'
;Sichuan University
China
;
_audit_update_record             
;
2019-07-31 deposited with the CCDC.	2020-01-13 downloaded from the CCDC.
;
_audit_creation_date             2016-07-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H17 N5 O4, H2 O'
_chemical_formula_sum            'C13 H19 N5 O5'
_chemical_formula_weight         325.33
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.9330(3)
_cell_length_b                   21.6567(7)
_cell_length_c                   9.2173(3)
_cell_angle_alpha                90
_cell_angle_beta                 105.934(4)
_cell_angle_gamma                90
_cell_volume                     1522.70(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4213
_cell_measurement_temperature    294.33(10)
_cell_measurement_theta_max      72.3190
_cell_measurement_theta_min      5.3830
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.937
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45037
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.7
_exptl_crystal_size_min          0.4
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            8364
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.453
_diffrn_reflns_theta_min         5.393
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.33(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   23.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421 -125.0000   30.0000 66

#__ type_ start__ end____ width___ exp.time_
  2 omega   17.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   38.0000   30.0000 88

#__ type_ start__ end____ width___ exp.time_
  3 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -57.0000 -150.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -57.0000  150.0000 84

#__ type_ start__ end____ width___ exp.time_
  5 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -57.0000  -90.0000 84

#__ type_ start__ end____ width___ exp.time_
  6 omega   38.00   91.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 53

#__ type_ start__ end____ width___ exp.time_
  7 omega   38.00   91.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 53

#__ type_ start__ end____ width___ exp.time_
  8 omega   40.00  135.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -120.0000 95

#__ type_ start__ end____ width___ exp.time_
  9 omega   40.00   98.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -60.0000 58

#__ type_ start__ end____ width___ exp.time_
 10 omega   40.00   98.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   30.0000 58

#__ type_ start__ end____ width___ exp.time_
 11 omega   39.00  109.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  120.0000 70

#__ type_ start__ end____ width___ exp.time_
 12 omega   38.00   91.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 53

#__ type_ start__ end____ width___ exp.time_
 13 omega   40.00   98.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 58

#__ type_ start__ end____ width___ exp.time_
 14 omega   40.00   98.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   90.0000 58

#__ type_ start__ end____ width___ exp.time_
 15 omega   90.00  175.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000    0.0000 85

#__ type_ start__ end____ width___ exp.time_
 16 omega   19.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   57.0000  120.0000 84

#__ type_ start__ end____ width___ exp.time_
 17 omega   17.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   38.0000 -120.0000 88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1433603000
_diffrn_orient_matrix_UB_12      0.0500795000
_diffrn_orient_matrix_UB_13      -0.0287932000
_diffrn_orient_matrix_UB_21      -0.1262861000
_diffrn_orient_matrix_UB_22      -0.0433821000
_diffrn_orient_matrix_UB_23      -0.1111359000
_diffrn_orient_matrix_UB_31      -0.0654995000
_diffrn_orient_matrix_UB_32      -0.0259233000
_diffrn_orient_matrix_UB_33      0.1304286000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2719
_reflns_number_total             2967
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         2967
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0529
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0910P)²+0.3280P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1369
_refine_ls_wR_factor_ref         0.1405
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O003(H00O,H00P)
2.b Secondary CH2 refined with riding coordinates:
 C00J(H00B,H00C), C00M(H00I,H00J)
2.c Aromatic/amide H refined with riding coordinates:
 N006(H006), N007(H007), N009(H009), N00A(H00A), C00E(H00E), C00H(H00H),
 C00K(H00K)
2.d Idealised Me refined as rotating group:
 C00L(H00D,H00F,H00G), C00N(H00L,H00M,H00N)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.97660(15) 0.43023(6) 0.93339(13) 0.0275(3) Uani 1 1 d . . . . .
O3 O 0.53923(16) 0.64403(6) 0.71683(12) 0.0280(3) Uani 1 1 d . . . . .
O5 O 0.74356(17) 0.53721(6) 0.79973(13) 0.0318(3) Uani 1 1 d . . . . .
H00O H 0.8264 0.5383 0.8809 0.048 Uiso 1 1 d G . . . .
H00P H 0.6789 0.5689 0.7951 0.048 Uiso 1 1 d G . . . .
O2 O 1.00329(16) 0.36686(5) 0.51874(13) 0.0282(3) Uani 1 1 d . . . . .
O1 O 0.48108(17) 0.62683(6) 0.25719(13) 0.0314(3) Uani 1 1 d . . . . .
N3 N 0.90508(16) 0.43025(6) 0.67730(14) 0.0212(3) Uani 1 1 d . . . . .
H006 H 0.8354 0.4618 0.6778 0.025 Uiso 1 1 calc R . . . .
N2 N 0.57373(17) 0.59821(6) 0.50561(14) 0.0218(3) Uani 1 1 d . . . . .
H007 H 0.6340 0.5693 0.5647 0.026 Uiso 1 1 calc R . . . .
N1 N 0.73673(16) 0.50042(6) 0.43784(14) 0.0200(3) Uani 1 1 d . . . . .
N4 N 0.40417(17) 0.68722(6) 0.49156(15) 0.0235(3) Uani 1 1 d . . . . .
H009 H 0.3802 0.6842 0.3928 0.028 Uiso 1 1 calc R . . . .
N5 N 1.08069(19) 0.35269(7) 0.81702(16) 0.0282(3) Uani 1 1 d . . . . .
H00A H 1.0741 0.3349 0.7298 0.034 Uiso 1 1 calc R . . . .
C8 C 0.50490(19) 0.64482(7) 0.57911(17) 0.0214(3) Uani 1 1 d . . . . .
C4 C 0.65362(19) 0.53542(7) 0.32095(17) 0.0208(3) Uani 1 1 d . . . . .
C5 C 0.82321(19) 0.45103(7) 0.40843(17) 0.0202(3) Uani 1 1 d . . . . .
C3 C 0.8290(2) 0.43473(8) 0.26414(18) 0.0233(3) Uani 1 1 d . . . . .
H00E H 0.8921 0.3992 0.2483 0.028 Uiso 1 1 calc R . . . .
C7 C 0.91882(19) 0.41174(7) 0.53991(18) 0.0211(3) Uani 1 1 d . . . . .
C9 C 0.9904(2) 0.40436(7) 0.81954(17) 0.0221(3) Uani 1 1 d . . . . .
C2 C 0.6511(2) 0.52264(8) 0.17241(17) 0.0236(3) Uani 1 1 d . . . . .
H00H H 0.5891 0.5486 0.0923 0.028 Uiso 1 1 calc R . . . .
C6 C 0.5602(2) 0.59152(8) 0.35608(17) 0.0222(3) Uani 1 1 d . . . . .
C10 C 0.3336(2) 0.73863(8) 0.55891(18) 0.0266(4) Uani 1 1 d . . . . .
H00B H 0.4282 0.7571 0.6407 0.032 Uiso 1 1 calc R . . . .
H00C H 0.2415 0.7232 0.6036 0.032 Uiso 1 1 calc R . . . .
C1 C 0.7410(2) 0.47130(8) 0.14393(18) 0.0254(4) Uani 1 1 d . . . . .
H00K H 0.7423 0.4614 0.0439 0.030 Uiso 1 1 calc R . . . .
C12 C 0.2570(2) 0.78735(9) 0.4423(2) 0.0319(4) Uani 1 1 d . . . . .
H00D H 0.1586 0.7698 0.3646 0.048 Uiso 1 1 calc GR . . . .
H00F H 0.3472 0.8016 0.3958 0.048 Uiso 1 1 calc GR . . . .
H00G H 0.2156 0.8222 0.4910 0.048 Uiso 1 1 calc GR . . . .
C11 C 1.1902(2) 0.32470(9) 0.9547(2) 0.0332(4) Uani 1 1 d . . . . .
H00I H 1.1451 0.3363 1.0410 0.040 Uiso 1 1 calc R . . . .
H00J H 1.3114 0.3406 0.9746 0.040 Uiso 1 1 calc R . . . .
C13 C 1.1916(3) 0.25582(9) 0.9411(3) 0.0397(5) Uani 1 1 d . . . . .
H00L H 1.2367 0.2443 0.8560 0.060 Uiso 1 1 calc GR . . . .
H00M H 1.0720 0.2400 0.9242 0.060 Uiso 1 1 calc GR . . . .
H00N H 1.2669 0.2381 1.0343 0.060 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 C9 1.221(2) . ?
O3 C8 1.2231(19) . ?
O5 H00O 0.8501 . ?
O5 H00P 0.8501 . ?
O2 C7 1.2262(19) . ?
O1 C6 1.223(2) . ?
N3 H006 0.8800 . ?
N3 C7 1.361(2) . ?
N3 C9 1.416(2) . ?
N2 H007 0.8800 . ?
N2 C8 1.407(2) . ?
N2 C6 1.360(2) . ?
N1 C4 1.334(2) . ?
N1 C5 1.338(2) . ?
N4 H009 0.8800 . ?
N4 C8 1.334(2) . ?
N4 C10 1.459(2) . ?
N5 H00A 0.8800 . ?
N5 C9 1.332(2) . ?
N5 C11 1.458(2) . ?
C4 C2 1.392(2) . ?
C4 C6 1.504(2) . ?
C5 C3 1.389(2) . ?
C5 C7 1.504(2) . ?
C3 H00E 0.9500 . ?
C3 C1 1.385(2) . ?
C2 H00H 0.9500 . ?
C2 C1 1.384(2) . ?
C10 H00B 0.9900 . ?
C10 H00C 0.9900 . ?
C10 C12 1.509(2) . ?
C1 H00K 0.9500 . ?
C12 H00D 0.9800 . ?
C12 H00F 0.9800 . ?
C12 H00G 0.9800 . ?
C11 H00I 0.9900 . ?
C11 H00J 0.9900 . ?
C11 C13 1.497(3) . ?
C13 H00L 0.9800 . ?
C13 H00M 0.9800 . ?
C13 H00N 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H00O O5 H00P 109.4 . . ?
C7 N3 H006 116.4 . . ?
C7 N3 C9 127.23(13) . . ?
C9 N3 H006 116.4 . . ?
C8 N2 H007 115.4 . . ?
C6 N2 H007 115.4 . . ?
C6 N2 C8 129.13(13) . . ?
C4 N1 C5 117.25(13) . . ?
C8 N4 H009 119.9 . . ?
C8 N4 C10 120.26(13) . . ?
C10 N4 H009 119.9 . . ?
C9 N5 H00A 119.0 . . ?
C9 N5 C11 121.91(14) . . ?
C11 N5 H00A 119.0 . . ?
O3 C8 N2 118.97(14) . . ?
O3 C8 N4 124.29(15) . . ?
N4 C8 N2 116.74(14) . . ?
N1 C4 C2 123.49(15) . . ?
N1 C4 C6 116.66(13) . . ?
C2 C4 C6 119.85(14) . . ?
N1 C5 C3 123.42(14) . . ?
N1 C5 C7 117.52(13) . . ?
C3 C5 C7 119.06(14) . . ?
C5 C3 H00E 120.7 . . ?
C1 C3 C5 118.61(15) . . ?
C1 C3 H00E 120.7 . . ?
O2 C7 N3 124.64(15) . . ?
O2 C7 C5 119.78(14) . . ?
N3 C7 C5 115.57(13) . . ?
O4 C9 N3 118.77(14) . . ?
O4 C9 N5 125.17(15) . . ?
N5 C9 N3 116.05(14) . . ?
C4 C2 H00H 120.7 . . ?
C1 C2 C4 118.52(15) . . ?
C1 C2 H00H 120.7 . . ?
O1 C6 N2 124.76(15) . . ?
O1 C6 C4 121.81(14) . . ?
N2 C6 C4 113.43(13) . . ?
N4 C10 H00B 109.5 . . ?
N4 C10 H00C 109.5 . . ?
N4 C10 C12 110.92(13) . . ?
H00B C10 H00C 108.0 . . ?
C12 C10 H00B 109.5 . . ?
C12 C10 H00C 109.5 . . ?
C3 C1 H00K 120.6 . . ?
C2 C1 C3 118.71(14) . . ?
C2 C1 H00K 120.6 . . ?
C10 C12 H00D 109.5 . . ?
C10 C12 H00F 109.5 . . ?
C10 C12 H00G 109.5 . . ?
H00D C12 H00F 109.5 . . ?
H00D C12 H00G 109.5 . . ?
H00F C12 H00G 109.5 . . ?
N5 C11 H00I 109.4 . . ?
N5 C11 H00J 109.4 . . ?
N5 C11 C13 110.95(16) . . ?
H00I C11 H00J 108.0 . . ?
C13 C11 H00I 109.4 . . ?
C13 C11 H00J 109.4 . . ?
C11 C13 H00L 109.5 . . ?
C11 C13 H00M 109.5 . . ?
C11 C13 H00N 109.5 . . ?
H00L C13 H00M 109.5 . . ?
H00L C13 H00N 109.5 . . ?
H00M C13 H00N 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-07-14
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_hc-sx-3-no3
_database_code_depnum_ccdc_archive 'CCDC 1944331'
loop_
_audit_author_name
_audit_author_address
'Xi Shu'
;Sichuan University
China
;
_audit_update_record             
;
2019-07-31 deposited with the CCDC.	2020-01-13 downloaded from the CCDC.
;
_audit_creation_date             2017-04-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C21 H17 N5 O4)'
_chemical_formula_sum            'C42 H34 N10 O8'
_chemical_formula_weight         806.79
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.0589(9)
_cell_length_b                   12.8100(9)
_cell_length_c                   15.9508(13)
_cell_angle_alpha                77.077(7)
_cell_angle_beta                 87.942(7)
_cell_angle_gamma                78.291(7)
_cell_volume                     1961.5(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3602
_cell_measurement_temperature    295.0(3)
_cell_measurement_theta_max      70.6230
_cell_measurement_theta_min      5.0640
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.812
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36496
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0728
_diffrn_reflns_av_unetI/netI     0.0743
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21475
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.886
_diffrn_reflns_theta_min         4.489
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.0(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000  -90.0000 84

#__ type_ start__ end____ width___ exp.time_
  2 omega   23.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171 -125.0000 -120.0000 67

#__ type_ start__ end____ width___ exp.time_
  3 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -99.0000   30.0000 74

#__ type_ start__ end____ width___ exp.time_
  4 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -99.0000    0.0000 74

#__ type_ start__ end____ width___ exp.time_
  5 omega   18.00  106.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   38.0000    0.0000 88

#__ type_ start__ end____ width___ exp.time_
  6 omega  -33.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -38.0000   30.0000 88

#__ type_ start__ end____ width___ exp.time_
  7 omega   10.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   77.0000  150.0000 94

#__ type_ start__ end____ width___ exp.time_
  8 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -57.0000  -60.0000 84

#__ type_ start__ end____ width___ exp.time_
  9 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000 -150.0000 84

#__ type_ start__ end____ width___ exp.time_
 10 omega   10.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   77.0000  -60.0000 94

#__ type_ start__ end____ width___ exp.time_
 11 omega   40.00   98.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 58

#__ type_ start__ end____ width___ exp.time_
 12 omega   38.00   91.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 53

#__ type_ start__ end____ width___ exp.time_
 13 omega  100.00  178.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000   30.0000 78

#__ type_ start__ end____ width___ exp.time_
 14 omega   38.00  116.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -90.0000 78

#__ type_ start__ end____ width___ exp.time_
 15 omega   39.00  109.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   90.0000 70

#__ type_ start__ end____ width___ exp.time_
 16 omega   40.00   98.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   30.0000 58

#__ type_ start__ end____ width___ exp.time_
 17 omega   40.00   98.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -90.0000 58

#__ type_ start__ end____ width___ exp.time_
 18 omega   91.00  176.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   90.0000 85

#__ type_ start__ end____ width___ exp.time_
 19 omega   91.00  176.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -90.0000 85

#__ type_ start__ end____ width___ exp.time_
 20 omega   38.00   91.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 53

#__ type_ start__ end____ width___ exp.time_
 21 omega   38.00  116.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -180.0000 78

#__ type_ start__ end____ width___ exp.time_
 22 omega   40.00   98.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 58

#__ type_ start__ end____ width___ exp.time_
 23 omega   39.00  109.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000    0.0000 70

#__ type_ start__ end____ width___ exp.time_
 24 omega   41.00  126.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000  120.0000 85

#__ type_ start__ end____ width___ exp.time_
 25 omega   70.00  178.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000   30.0000 108

#__ type_ start__ end____ width___ exp.time_
 26 omega   38.00  116.00   1.0000    1.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -30.0000 78

#__ type_ start__ end____ width___ exp.time_
 27 omega    0.00   26.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   94.0000   57.3749 26

#__ type_ start__ end____ width___ exp.time_
 28 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -57.0000 -150.0000 84

#__ type_ start__ end____ width___ exp.time_
 29 omega    0.00   26.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   94.0000  114.6130 26

#__ type_ start__ end____ width___ exp.time_
 30 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -57.0000  120.0000 84

#__ type_ start__ end____ width___ exp.time_
 31 omega   10.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   77.0000  -30.0000 94

#__ type_ start__ end____ width___ exp.time_
 32 omega   18.00  106.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   38.0000   90.0000 88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0131625000
_diffrn_orient_matrix_UB_12      -0.0185775000
_diffrn_orient_matrix_UB_13      0.0984124000
_diffrn_orient_matrix_UB_21      0.1244618000
_diffrn_orient_matrix_UB_22      0.0546609000
_diffrn_orient_matrix_UB_23      -0.0112857000
_diffrn_orient_matrix_UB_31      -0.0938187000
_diffrn_orient_matrix_UB_32      0.1119222000
_diffrn_orient_matrix_UB_33      -0.0028061000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4565
_reflns_number_total             7653
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         7653
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1230
_refine_ls_R_factor_gt           0.0797
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1100P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1853
_refine_ls_wR_factor_ref         0.2301
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N007(H007), N009(H009), N00A(H00A), N00C(H00C), N00E(H00E), N00G(H00G),
 N00H(H00H), N00I(H00I), C00P(H00P), C00V(H00V), C00Y(H00Y), C010(H010),
 C011(H011), C012(H012), C013(H013), C015(H015), C016(H016), C017(H017),
 C018(H018), C019(H019), C01A(H01A), C01B(H01B), C01D(H01D), C01E(H01E),
 C01F(H01F), C01G(H01G), C01H(H01H), C01I(H01I), C01J(H01J), C01K(H01K),
 C01L(H01L), C01M(H01M), C01N(H01N), C01O(H01O)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.7833(2) 0.40095(17) 0.60309(14) 0.0551(6) Uani 1 1 d . . . . .
O002 O 0.2177(2) 1.01263(18) 0.54975(14) 0.0543(6) Uani 1 1 d . . . . .
O003 O 0.6113(2) 0.84398(18) 0.60311(15) 0.0582(6) Uani 1 1 d . . . . .
O004 O 0.5324(2) 0.68562(19) 0.47927(14) 0.0644(7) Uani 1 1 d . . . . .
O005 O 0.6743(2) 0.62592(19) 0.30215(14) 0.0585(7) Uani 1 1 d . . . . .
O006 O 1.1542(2) 0.4950(2) 0.22426(15) 0.0696(8) Uani 1 1 d . . . . .
N007 N 0.7052(2) 0.5408(2) 0.48924(17) 0.0487(7) Uani 1 1 d . . . . .
H007 H 0.7181 0.5639 0.4353 0.058 Uiso 1 1 calc R . . . .
N008 N 0.3036(2) 0.86576(19) 0.38595(16) 0.0427(6) Uani 1 1 d . . . . .
N009 N 0.4157(2) 0.89992(19) 0.52664(16) 0.0450(6) Uani 1 1 d . . . . .
H009 H 0.4536 0.8618 0.4910 0.054 Uiso 1 1 calc R . . . .
N00A N 0.5717(2) 0.5662(2) 0.60826(17) 0.0492(7) Uani 1 1 d . . . . .
H00A H 0.6203 0.5051 0.6345 0.059 Uiso 1 1 calc R . . . .
O00B O 0.2972(2) 0.7702(2) 0.19575(17) 0.0780(8) Uani 1 1 d . . . . .
N00C N 0.4357(2) 0.9562(2) 0.65321(17) 0.0497(7) Uani 1 1 d . . . . .
H00C H 0.3550 0.9927 0.6392 0.060 Uiso 1 1 calc R . . . .
O00D O 0.8696(3) 0.7839(2) 0.17793(17) 0.0840(9) Uani 1 1 d . . . . .
N00E N 0.4603(2) 0.7245(2) 0.30018(17) 0.0489(7) Uani 1 1 d . . . . .
H00E H 0.4727 0.7264 0.3528 0.059 Uiso 1 1 calc R . . . .
N00F N 0.9275(2) 0.47603(19) 0.39902(16) 0.0428(6) Uani 1 1 d . . . . .
N00G N 0.9650(3) 0.6144(2) 0.25053(17) 0.0523(7) Uani 1 1 d . . . . .
H00G H 0.9014 0.6215 0.2876 0.063 Uiso 1 1 calc R . . . .
N00H N 1.0520(3) 0.6889(2) 0.11883(18) 0.0564(8) Uani 1 1 d . . . . .
H00H H 1.1057 0.6261 0.1261 0.068 Uiso 1 1 calc R . . . .
N00I N 0.5479(3) 0.6648(2) 0.17927(18) 0.0595(8) Uani 1 1 d . . . . .
H00I H 0.4672 0.6934 0.1594 0.071 Uiso 1 1 calc R . . . .
C00J C 0.2497(3) 0.8494(2) 0.3161(2) 0.0445(7) Uani 1 1 d . . . . .
C00K C 0.5696(3) 0.6674(2) 0.2610(2) 0.0467(8) Uani 1 1 d . . . . .
C00L C 0.5967(3) 0.6022(2) 0.5248(2) 0.0459(8) Uani 1 1 d . . . . .
C00M C 1.0328(3) 0.4421(2) 0.3510(2) 0.0443(7) Uani 1 1 d . . . . .
C00N C 0.2276(3) 0.9355(2) 0.4274(2) 0.0431(7) Uani 1 1 d . . . . .
C00O C 0.4970(3) 0.8977(2) 0.5975(2) 0.0442(7) Uani 1 1 d . . . . .
C00P C 0.3435(3) 0.6726(3) 0.6226(2) 0.0525(8) Uani 1 1 d . . . . .
H00P H 0.3219 0.6711 0.5667 0.063 Uiso 1 1 calc R . . . .
C00Q C 0.3371(3) 0.7771(3) 0.2650(2) 0.0518(8) Uani 1 1 d . . . . .
C00R C 0.4872(3) 0.9652(3) 0.7319(2) 0.0516(8) Uani 1 1 d . . . . .
C00S C 0.4703(3) 0.6218(2) 0.6569(2) 0.0472(8) Uani 1 1 d . . . . .
C00T C 0.9092(3) 0.4089(2) 0.4742(2) 0.0428(7) Uani 1 1 d . . . . .
C00U C 1.0563(3) 0.5202(3) 0.2690(2) 0.0511(8) Uani 1 1 d . . . . .
C00V C 0.0434(3) 0.9727(3) 0.3289(2) 0.0600(10) Uani 1 1 d . . . . .
H00V H -0.0439 1.0083 0.3099 0.072 Uiso 1 1 calc R . . . .
C00W C 0.2857(3) 0.9538(2) 0.5067(2) 0.0427(7) Uani 1 1 d . . . . .
C00X C 0.6416(3) 0.6207(3) 0.1214(2) 0.0589(9) Uani 1 1 d . . . . .
C00Y C 0.9941(3) 0.3089(2) 0.5047(2) 0.0522(8) Uani 1 1 d . . . . .
H00Y H 0.9790 0.2652 0.5576 0.063 Uiso 1 1 calc R . . . .
C00Z C 0.9573(3) 0.7037(3) 0.1796(2) 0.0540(9) Uani 1 1 d . . . . .
C010 C 0.5022(3) 0.6224(3) 0.7398(2) 0.0605(9) Uani 1 1 d . . . . .
H010 H 0.5872 0.5870 0.7631 0.073 Uiso 1 1 calc R . . . .
C011 C 0.0978(3) 0.9921(3) 0.4004(2) 0.0553(9) Uani 1 1 d . . . . .
H011 H 0.0488 1.0420 0.4300 0.066 Uiso 1 1 calc R . . . .
C012 C 0.1197(3) 0.8998(3) 0.2860(2) 0.0533(9) Uani 1 1 d . . . . .
H012 H 0.0849 0.8847 0.2378 0.064 Uiso 1 1 calc R . . . .
C013 C 1.1217(3) 0.3426(3) 0.3762(2) 0.0520(8) Uani 1 1 d . . . . .
H013 H 1.1933 0.3213 0.3412 0.062 Uiso 1 1 calc R . . . .
C014 C 0.7937(3) 0.4489(2) 0.5286(2) 0.0445(7) Uani 1 1 d . . . . .
C015 C 0.4091(4) 1.0383(3) 0.7745(2) 0.0602(9) Uani 1 1 d . . . . .
H015 H 0.3269 1.0793 0.7503 0.072 Uiso 1 1 calc R . . . .
C016 C 0.2496(3) 0.7253(3) 0.6715(3) 0.0603(10) Uani 1 1 d . . . . .
H016 H 0.1638 0.7591 0.6486 0.072 Uiso 1 1 calc R . . . .
C017 C 0.7454(4) 0.5331(3) 0.1480(3) 0.0662(10) Uani 1 1 d . . . . .
H017 H 0.7592 0.5016 0.2063 0.079 Uiso 1 1 calc R . . . .
C018 C 0.6089(4) 0.9032(3) 0.7684(3) 0.0684(10) Uani 1 1 d . . . . .
H018 H 0.6619 0.8526 0.7410 0.082 Uiso 1 1 calc R . . . .
C019 C 0.2804(4) 0.7290(3) 0.7538(3) 0.0720(11) Uani 1 1 d . . . . .
H019 H 0.2170 0.7665 0.7861 0.086 Uiso 1 1 calc R . . . .
C01A C 0.6508(4) 0.9177(4) 0.8462(3) 0.0839(13) Uani 1 1 d . . . . .
H01A H 0.7334 0.8775 0.8703 0.101 Uiso 1 1 calc R . . . .
C01B C 1.1016(3) 0.2760(3) 0.4544(2) 0.0573(9) Uani 1 1 d . . . . .
H01B H 1.1603 0.2092 0.4731 0.069 Uiso 1 1 calc R . . . .
C01C C 1.0700(4) 0.7685(3) 0.0441(2) 0.0564(9) Uani 1 1 d . . . . .
C01D C 0.6212(4) 0.6680(4) 0.0346(3) 0.0833(13) Uani 1 1 d . . . . .
H01D H 0.5516 0.7282 0.0163 0.100 Uiso 1 1 calc R . . . .
C01E C 1.2005(4) 0.7666(3) 0.0130(2) 0.0621(10) Uani 1 1 d . . . . .
H01E H 1.2720 0.7126 0.0396 0.074 Uiso 1 1 calc R . . . .
C01F C 1.2243(4) 0.8450(3) -0.0574(2) 0.0705(11) Uani 1 1 d . . . . .
H01F H 1.3124 0.8445 -0.0772 0.085 Uiso 1 1 calc R . . . .
C01G C 0.8090(5) 0.5368(4) 0.0019(3) 0.0906(15) Uani 1 1 d . . . . .
H01G H 0.8653 0.5080 -0.0384 0.109 Uiso 1 1 calc R . . . .
C01H C 0.8295(4) 0.4915(4) 0.0876(3) 0.0848(14) Uani 1 1 d . . . . .
H01H H 0.9006 0.4323 0.1055 0.102 Uiso 1 1 calc R . . . .
C01I C 1.1198(4) 0.9235(4) -0.0982(3) 0.0780(12) Uani 1 1 d . . . . .
H01I H 1.1364 0.9766 -0.1454 0.094 Uiso 1 1 calc R . . . .
C01J C 0.9640(4) 0.8450(3) 0.0023(3) 0.0744(12) Uani 1 1 d . . . . .
H01J H 0.8755 0.8448 0.0212 0.089 Uiso 1 1 calc R . . . .
C01K C 0.5719(5) 0.9905(4) 0.8880(3) 0.0846(13) Uani 1 1 d . . . . .
H01K H 0.6006 0.9985 0.9406 0.102 Uiso 1 1 calc R . . . .
C01L C 0.4066(4) 0.6762(3) 0.7882(3) 0.0726(11) Uani 1 1 d . . . . .
H01L H 0.4275 0.6768 0.8444 0.087 Uiso 1 1 calc R . . . .
C01M C 0.4502(5) 1.0516(4) 0.8521(3) 0.0785(12) Uani 1 1 d . . . . .
H01M H 0.3966 1.1013 0.8800 0.094 Uiso 1 1 calc R . . . .
C01N C 0.7060(5) 0.6242(5) -0.0244(3) 0.0972(16) Uani 1 1 d . . . . .
H01N H 0.6924 0.6548 -0.0828 0.117 Uiso 1 1 calc R . . . .
C01O C 0.9903(4) 0.9229(4) -0.0687(3) 0.0871(14) Uani 1 1 d . . . . .
H01O H 0.9188 0.9756 -0.0968 0.105 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C014 1.221(4) . ?
O002 C00W 1.223(3) . ?
O003 C00O 1.209(3) . ?
O004 C00L 1.222(3) . ?
O005 C00K 1.220(4) . ?
O006 C00U 1.227(3) . ?
N007 H007 0.8600 . ?
N007 C00L 1.393(3) . ?
N007 C014 1.362(3) . ?
N008 C00J 1.331(4) . ?
N008 C00N 1.330(3) . ?
N009 H009 0.8600 . ?
N009 C00O 1.411(4) . ?
N009 C00W 1.361(3) . ?
N00A H00A 0.8600 . ?
N00A C00L 1.340(4) . ?
N00A C00S 1.430(4) . ?
O00B C00Q 1.216(4) . ?
N00C H00C 0.8600 . ?
N00C C00O 1.342(4) . ?
N00C C00R 1.412(4) . ?
O00D C00Z 1.207(3) . ?
N00E H00E 0.8600 . ?
N00E C00K 1.402(3) . ?
N00E C00Q 1.359(4) . ?
N00F C00M 1.342(3) . ?
N00F C00T 1.342(4) . ?
N00G H00G 0.8600 . ?
N00G C00U 1.341(4) . ?
N00G C00Z 1.409(4) . ?
N00H H00H 0.8600 . ?
N00H C00Z 1.350(4) . ?
N00H C01C 1.417(4) . ?
N00I H00I 0.8600 . ?
N00I C00K 1.338(4) . ?
N00I C00X 1.419(4) . ?
C00J C00Q 1.501(4) . ?
C00J C012 1.386(4) . ?
C00M C00U 1.503(4) . ?
C00M C013 1.385(4) . ?
C00N C00W 1.496(4) . ?
C00N C011 1.391(4) . ?
C00P H00P 0.9300 . ?
C00P C00S 1.380(4) . ?
C00P C016 1.372(4) . ?
C00R C015 1.380(4) . ?
C00R C018 1.385(4) . ?
C00S C010 1.374(5) . ?
C00T C00Y 1.383(4) . ?
C00T C014 1.500(4) . ?
C00V H00V 0.9300 . ?
C00V C011 1.373(5) . ?
C00V C012 1.373(4) . ?
C00X C017 1.369(5) . ?
C00X C01D 1.386(5) . ?
C00Y H00Y 0.9300 . ?
C00Y C01B 1.375(4) . ?
C010 H010 0.9300 . ?
C010 C01L 1.383(4) . ?
C011 H011 0.9300 . ?
C012 H012 0.9300 . ?
C013 H013 0.9300 . ?
C013 C01B 1.379(4) . ?
C015 H015 0.9300 . ?
C015 C01M 1.376(5) . ?
C016 H016 0.9300 . ?
C016 C019 1.373(5) . ?
C017 H017 0.9300 . ?
C017 C01H 1.384(5) . ?
C018 H018 0.9300 . ?
C018 C01A 1.387(5) . ?
C019 H019 0.9300 . ?
C019 C01L 1.380(5) . ?
C01A H01A 0.9300 . ?
C01A C01K 1.373(6) . ?
C01B H01B 0.9300 . ?
C01C C01E 1.384(4) . ?
C01C C01J 1.370(5) . ?
C01D H01D 0.9300 . ?
C01D C01N 1.383(5) . ?
C01E H01E 0.9300 . ?
C01E C01F 1.378(5) . ?
C01F H01F 0.9300 . ?
C01F C01I 1.367(5) . ?
C01G H01G 0.9300 . ?
C01G C01H 1.365(6) . ?
C01G C01N 1.361(6) . ?
C01H H01H 0.9300 . ?
C01I H01I 0.9300 . ?
C01I C01O 1.370(5) . ?
C01J H01J 0.9300 . ?
C01J C01O 1.389(5) . ?
C01K H01K 0.9300 . ?
C01K C01M 1.378(6) . ?
C01L H01L 0.9300 . ?
C01M H01M 0.9300 . ?
C01N H01N 0.9300 . ?
C01O H01O 0.9300 . ?

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
C00L N007 H007 115.7 . . ?
C014 N007 H007 115.7 . . ?
C014 N007 C00L 128.6(3) . . ?
C00N N008 C00J 117.3(3) . . ?
C00O N009 H009 115.4 . . ?
C00W N009 H009 115.4 . . ?
C00W N009 C00O 129.2(3) . . ?
C00L N00A H00A 117.6 . . ?
C00L N00A C00S 124.8(3) . . ?
C00S N00A H00A 117.6 . . ?
C00O N00C H00C 116.0 . . ?
C00O N00C C00R 128.1(3) . . ?
C00R N00C H00C 116.0 . . ?
C00K N00E H00E 116.1 . . ?
C00Q N00E H00E 116.1 . . ?
C00Q N00E C00K 127.8(3) . . ?
C00T N00F C00M 117.3(2) . . ?
C00U N00G H00G 115.1 . . ?
C00U N00G C00Z 129.8(3) . . ?
C00Z N00G H00G 115.1 . . ?
C00Z N00H H00H 117.3 . . ?
C00Z N00H C01C 125.3(3) . . ?
C01C N00H H00H 117.3 . . ?
C00K N00I H00I 116.0 . . ?
C00K N00I C00X 128.0(3) . . ?
C00X N00I H00I 116.0 . . ?
N008 C00J C00Q 118.1(3) . . ?
N008 C00J C012 123.4(3) . . ?
C012 C00J C00Q 118.5(3) . . ?
O005 C00K N00E 119.0(3) . . ?
O005 C00K N00I 125.9(3) . . ?
N00I C00K N00E 115.1(3) . . ?
O004 C00L N007 118.7(3) . . ?
O004 C00L N00A 124.3(3) . . ?
N00A C00L N007 117.0(3) . . ?
N00F C00M C00U 116.8(3) . . ?
N00F C00M C013 122.9(3) . . ?
C013 C00M C00U 120.1(3) . . ?
N008 C00N C00W 118.0(3) . . ?
N008 C00N C011 123.2(3) . . ?
C011 C00N C00W 118.8(3) . . ?
O003 C00O N009 118.5(3) . . ?
O003 C00O N00C 126.8(3) . . ?
N00C C00O N009 114.7(2) . . ?
C00S C00P H00P 120.3 . . ?
C016 C00P H00P 120.3 . . ?
C016 C00P C00S 119.5(3) . . ?
O00B C00Q N00E 124.1(3) . . ?
O00B C00Q C00J 119.9(3) . . ?
N00E C00Q C00J 115.9(3) . . ?
C015 C00R N00C 117.3(3) . . ?
C015 C00R C018 119.3(4) . . ?
C018 C00R N00C 123.4(3) . . ?
C00P C00S N00A 121.5(3) . . ?
C010 C00S N00A 118.0(3) . . ?
C010 C00S C00P 120.5(3) . . ?
N00F C00T C00Y 123.4(3) . . ?
N00F C00T C014 117.0(2) . . ?
C00Y C00T C014 119.6(3) . . ?
O006 C00U N00G 124.9(3) . . ?
O006 C00U C00M 119.5(3) . . ?
N00G C00U C00M 115.5(3) . . ?
C011 C00V H00V 120.5 . . ?
C012 C00V H00V 120.5 . . ?
C012 C00V C011 119.0(3) . . ?
O002 C00W N009 123.9(3) . . ?
O002 C00W C00N 120.7(3) . . ?
N009 C00W C00N 115.4(3) . . ?
C017 C00X N00I 122.7(3) . . ?
C017 C00X C01D 120.3(3) . . ?
C01D C00X N00I 117.0(3) . . ?
C00T C00Y H00Y 120.9 . . ?
C01B C00Y C00T 118.2(3) . . ?
C01B C00Y H00Y 120.9 . . ?
O00D C00Z N00G 118.8(3) . . ?
O00D C00Z N00H 126.5(3) . . ?
N00H C00Z N00G 114.7(3) . . ?
C00S C010 H010 120.3 . . ?
C00S C010 C01L 119.4(3) . . ?
C01L C010 H010 120.3 . . ?
C00N C011 H011 120.7 . . ?
C00V C011 C00N 118.6(3) . . ?
C00V C011 H011 120.7 . . ?
C00J C012 H012 120.7 . . ?
C00V C012 C00J 118.6(3) . . ?
C00V C012 H012 120.7 . . ?
C00M C013 H013 120.8 . . ?
C01B C013 C00M 118.4(3) . . ?
C01B C013 H013 120.8 . . ?
O001 C014 N007 123.8(3) . . ?
O001 C014 C00T 120.7(3) . . ?
N007 C014 C00T 115.4(3) . . ?
C00R C015 H015 119.3 . . ?
C01M C015 C00R 121.4(4) . . ?
C01M C015 H015 119.3 . . ?
C00P C016 H016 119.5 . . ?
C00P C016 C019 120.9(3) . . ?
C019 C016 H016 119.5 . . ?
C00X C017 H017 120.2 . . ?
C00X C017 C01H 119.6(4) . . ?
C01H C017 H017 120.2 . . ?
C00R C018 H018 120.4 . . ?
C00R C018 C01A 119.2(4) . . ?
C01A C018 H018 120.4 . . ?
C016 C019 H019 120.4 . . ?
C016 C019 C01L 119.2(3) . . ?
C01L C019 H019 120.4 . . ?
C018 C01A H01A 119.6 . . ?
C01K C01A C018 120.9(4) . . ?
C01K C01A H01A 119.6 . . ?
C00Y C01B C013 119.7(3) . . ?
C00Y C01B H01B 120.2 . . ?
C013 C01B H01B 120.2 . . ?
C01E C01C N00H 117.6(3) . . ?
C01J C01C N00H 122.5(3) . . ?
C01J C01C C01E 119.9(3) . . ?
C00X C01D H01D 120.5 . . ?
C01N C01D C00X 118.9(4) . . ?
C01N C01D H01D 120.5 . . ?
C01C C01E H01E 120.1 . . ?
C01F C01E C01C 119.9(4) . . ?
C01F C01E H01E 120.1 . . ?
C01E C01F H01F 119.6 . . ?
C01I C01F C01E 120.8(4) . . ?
C01I C01F H01F 119.6 . . ?
C01H C01G H01G 120.1 . . ?
C01N C01G H01G 120.1 . . ?
C01N C01G C01H 119.9(4) . . ?
C017 C01H H01H 119.8 . . ?
C01G C01H C017 120.5(4) . . ?
C01G C01H H01H 119.8 . . ?
C01F C01I H01I 120.5 . . ?
C01F C01I C01O 119.1(4) . . ?
C01O C01I H01I 120.5 . . ?
C01C C01J H01J 120.4 . . ?
C01C C01J C01O 119.2(4) . . ?
C01O C01J H01J 120.4 . . ?
C01A C01K H01K 120.0 . . ?
C01A C01K C01M 120.0(4) . . ?
C01M C01K H01K 120.0 . . ?
C010 C01L H01L 119.8 . . ?
C019 C01L C010 120.5(4) . . ?
C019 C01L H01L 119.8 . . ?
C015 C01M C01K 119.3(4) . . ?
C015 C01M H01M 120.4 . . ?
C01K C01M H01M 120.4 . . ?
C01D C01N H01N 119.6 . . ?
C01G C01N C01D 120.9(4) . . ?
C01G C01N H01N 119.6 . . ?
C01I C01O C01J 121.2(4) . . ?
C01I C01O H01O 119.4 . . ?
C01J C01O H01O 119.4 . . ?

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
N008 C00J C00Q O00B -171.6(3) . . . . ?
N008 C00J C00Q N00E 7.1(4) . . . . ?
N008 C00J C012 C00V 1.7(5) . . . . ?
N008 C00N C00W O002 -176.2(3) . . . . ?
N008 C00N C00W N009 2.9(4) . . . . ?
N008 C00N C011 C00V 2.1(5) . . . . ?
N00A C00S C010 C01L 179.6(3) . . . . ?
N00C C00R C015 C01M 179.2(3) . . . . ?
N00C C00R C018 C01A -179.7(4) . . . . ?
N00F C00M C00U O006 177.2(3) . . . . ?
N00F C00M C00U N00G -2.9(4) . . . . ?
N00F C00M C013 C01B -0.5(5) . . . . ?
N00F C00T C00Y C01B -1.1(5) . . . . ?
N00F C00T C014 O001 -168.4(3) . . . . ?
N00F C00T C014 N007 11.1(4) . . . . ?
N00H C01C C01E C01F -177.3(3) . . . . ?
N00H C01C C01J C01O 177.6(4) . . . . ?
N00I C00X C017 C01H 177.3(4) . . . . ?
N00I C00X C01D C01N -176.8(4) . . . . ?
C00J N008 C00N C00W 179.2(3) . . . . ?
C00J N008 C00N C011 -1.1(4) . . . . ?
C00K N00E C00Q O00B 10.1(6) . . . . ?
C00K N00E C00Q C00J -168.5(3) . . . . ?
C00K N00I C00X C017 31.2(6) . . . . ?
C00K N00I C00X C01D -151.1(4) . . . . ?
C00L N007 C014 O001 5.8(6) . . . . ?
C00L N007 C014 C00T -173.7(3) . . . . ?
C00L N00A C00S C00P 40.8(5) . . . . ?
C00L N00A C00S C010 -140.0(4) . . . . ?
C00M N00F C00T C00Y 1.3(5) . . . . ?
C00M N00F C00T C014 178.3(3) . . . . ?
C00M C013 C01B C00Y 0.6(5) . . . . ?
C00N N008 C00J C00Q 175.8(3) . . . . ?
C00N N008 C00J C012 -0.8(4) . . . . ?
C00O N009 C00W O002 1.0(5) . . . . ?
C00O N009 C00W C00N -178.1(3) . . . . ?
C00O N00C C00R C015 174.5(3) . . . . ?
C00O N00C C00R C018 -7.0(5) . . . . ?
C00P C00S C010 C01L -1.2(5) . . . . ?
C00P C016 C019 C01L -1.7(6) . . . . ?
C00Q N00E C00K O005 179.0(3) . . . . ?
C00Q N00E C00K N00I -0.4(5) . . . . ?
C00Q C00J C012 C00V -174.9(3) . . . . ?
C00R N00C C00O O003 -2.7(5) . . . . ?
C00R N00C C00O N009 176.3(3) . . . . ?
C00R C015 C01M C01K -0.2(6) . . . . ?
C00R C018 C01A C01K 1.5(7) . . . . ?
C00S N00A C00L O004 -2.5(5) . . . . ?
C00S N00A C00L N007 176.0(3) . . . . ?
C00S C00P C016 C019 0.5(5) . . . . ?
C00S C010 C01L C019 -0.1(6) . . . . ?
C00T N00F C00M C00U -177.1(3) . . . . ?
C00T N00F C00M C013 -0.5(5) . . . . ?
C00T C00Y C01B C013 0.1(5) . . . . ?
C00U N00G C00Z O00D -176.1(4) . . . . ?
C00U N00G C00Z N00H 4.3(5) . . . . ?
C00U C00M C013 C01B 176.0(3) . . . . ?
C00W N009 C00O O003 -179.9(3) . . . . ?
C00W N009 C00O N00C 0.9(5) . . . . ?
C00W C00N C011 C00V -178.2(3) . . . . ?
C00X N00I C00K O005 -4.4(6) . . . . ?
C00X N00I C00K N00E 175.0(3) . . . . ?
C00X C017 C01H C01G -0.5(7) . . . . ?
C00X C01D C01N C01G -0.7(8) . . . . ?
C00Y C00T C014 O001 8.8(5) . . . . ?
C00Y C00T C014 N007 -171.7(3) . . . . ?
C00Z N00G C00U O006 0.1(6) . . . . ?
C00Z N00G C00U C00M -179.7(3) . . . . ?
C00Z N00H C01C C01E 147.7(4) . . . . ?
C00Z N00H C01C C01J -32.8(6) . . . . ?
C011 C00N C00W O002 4.1(4) . . . . ?
C011 C00N C00W N009 -176.7(3) . . . . ?
C011 C00V C012 C00J -0.6(5) . . . . ?
C012 C00J C00Q O00B 5.3(5) . . . . ?
C012 C00J C00Q N00E -176.0(3) . . . . ?
C012 C00V C011 C00N -1.2(5) . . . . ?
C013 C00M C00U O006 0.5(5) . . . . ?
C013 C00M C00U N00G -179.6(3) . . . . ?
C014 N007 C00L O004 176.7(3) . . . . ?
C014 N007 C00L N00A -1.9(5) . . . . ?
C014 C00T C00Y C01B -178.1(3) . . . . ?
C015 C00R C018 C01A -1.3(6) . . . . ?
C016 C00P C00S N00A -179.8(3) . . . . ?
C016 C00P C00S C010 1.0(5) . . . . ?
C016 C019 C01L C010 1.5(6) . . . . ?
C017 C00X C01D C01N 0.9(7) . . . . ?
C018 C00R C015 C01M 0.7(6) . . . . ?
C018 C01A C01K C01M -1.0(7) . . . . ?
C01A C01K C01M C015 0.3(7) . . . . ?
C01C N00H C00Z O00D 4.0(6) . . . . ?
C01C N00H C00Z N00G -176.4(3) . . . . ?
C01C C01E C01F C01I -1.5(6) . . . . ?
C01C C01J C01O C01I 0.9(7) . . . . ?
C01D C00X C017 C01H -0.3(6) . . . . ?
C01E C01C C01J C01O -2.9(6) . . . . ?
C01E C01F C01I C01O -0.5(6) . . . . ?
C01F C01I C01O C01J 0.8(7) . . . . ?
C01H C01G C01N C01D -0.1(8) . . . . ?
C01J C01C C01E C01F 3.2(6) . . . . ?
C01N C01G C01H C017 0.7(7) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2017-03-31
_olex2_submission_special_instructions 'No special instructions were received'
