# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_lq-zx-2-2
_database_code_depnum_ccdc_archive 'CCDC 1905939'
loop_
_audit_author_name
_audit_author_address
'Qingsong Dai'
;Sichuan industrial institute of antibiotics chengdu university
China
;
_audit_update_record             
;
2019-03-27 deposited with the CCDC.	2019-05-08 downloaded from the CCDC.
;
_audit_creation_date             2017-11-08
_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         'C20 H21 N3 O4'
_chemical_formula_sum            'C20 H21 N3 O4'
_chemical_formula_weight         367.40
_chemical_absolute_configuration ?
_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      tetragonal
_space_group_IT_number           106
_space_group_name_H-M_alt        'P 42 b c'
_space_group_name_Hall           'P 4c -2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z+1/2'
'y, -x, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'-y+1/2, -x+1/2, z+1/2'
'y+1/2, x+1/2, z+1/2'

_cell_length_a                   21.7832(3)
_cell_length_b                   21.7832(3)
_cell_length_c                   8.49552(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4031.20(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7329
_cell_measurement_temperature    297.8(2)
_cell_measurement_theta_max      72.3070
_cell_measurement_theta_min      4.0620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.704
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62557
_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    1.211
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            21310
_diffrn_reflns_point_group_measured_fraction_full 0.771
_diffrn_reflns_point_group_measured_fraction_max 0.759
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.636
_diffrn_reflns_theta_min         4.059
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.8(2)
_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 0.992
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -31.00   63.00   1.0000    4.1000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -77.0000    0.0000 94

#__ type_ start__ end____ width___ exp.time_
  2 omega  -33.00  106.00   1.0000    4.1000
omega____ theta____ kappa____ phi______ frames
    -       36.4171    0.0000  -30.0000 139

#__ type_ start__ end____ width___ exp.time_
  3 omega    1.00   75.00   1.0000    4.1000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -99.0000 -120.0000 74

#__ type_ start__ end____ width___ exp.time_
  4 omega  -31.00   53.00   1.0000    4.1000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -57.0000   90.0000 84

#__ type_ start__ end____ width___ exp.time_
  5 omega    1.00   75.00   1.0000    4.1000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -99.0000  120.0000 74

#__ type_ start__ end____ width___ exp.time_
  6 omega  -31.00   63.00   1.0000    4.1000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -77.0000  -60.0000 94

#__ type_ start__ end____ width___ exp.time_
  7 omega   39.00  109.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000    0.0000 70

#__ type_ start__ end____ width___ exp.time_
  8 omega   38.00   91.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 53

#__ type_ start__ end____ width___ exp.time_
  9 omega   39.00  109.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   60.0000 70

#__ type_ start__ end____ width___ exp.time_
 10 omega   91.00  176.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -60.0000 85

#__ type_ start__ end____ width___ exp.time_
 11 omega   38.00   91.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 53

#__ type_ start__ end____ width___ exp.time_
 12 omega   90.00  175.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000 -180.0000 85

#__ type_ start__ end____ width___ exp.time_
 13 omega   88.00  113.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -180.0000 25

#__ type_ start__ end____ width___ exp.time_
 14 omega   38.00   88.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 50

#__ type_ start__ end____ width___ exp.time_
 15 omega   45.00   83.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -180.0000 38

#__ type_ start__ end____ width___ exp.time_
 16 omega   42.00  135.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   30.0000 93
;
_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      -0.0127496000
_diffrn_orient_matrix_UB_12      -0.0695535000
_diffrn_orient_matrix_UB_13      0.0039570000
_diffrn_orient_matrix_UB_21      0.0695215000
_diffrn_orient_matrix_UB_22      -0.0126933000
_diffrn_orient_matrix_UB_23      0.0080365000
_diffrn_orient_matrix_UB_31      -0.0028306000
_diffrn_orient_matrix_UB_32      0.0020518000
_diffrn_orient_matrix_UB_33      0.1810537000
_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         0.427
_reflns_Friedel_fraction_full    0.504
_reflns_Friedel_fraction_max     0.490
_reflns_number_gt                2851
_reflns_number_total             3049
_reflns_odcompleteness_completeness 99.91
_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    ?
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.099
_refine_ls_abs_structure_details 
;
 Flack x determined using 766 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3049
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0634
_refine_ls_restrained_S_all      1.063
_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)+(0.1185P)²+0.0936P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1510
_refine_ls_wR_factor_ref         0.1561
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00G(H00B,H00D), C00O(H00J,H00K)
2.b Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00C(H00C), C00H(H00H), C00I(H00I), C00L(H00L)
2.c Idealised Me refined as rotating group:
 C00N(H00E,H00F,H00G), C00P(H00M,H00N,H00O), C00Q(H00P,H00Q,H00R), C00R(H00S,
 H00T,H00U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.48485(9) 0.32696(9) 0.4451(3) 0.0566(5) Uani 1 1 d . . . . .
O002 O 0.50011(10) 0.16461(11) 0.4615(4) 0.0714(6) Uani 1 1 d . . . . .
O003 O 0.44863(11) 0.36837(12) 0.6722(3) 0.0722(7) Uani 1 1 d . . . . .
O004 O 0.42849(10) 0.21317(13) 0.6030(4) 0.0790(8) Uani 1 1 d . . . . .
N005 N 0.52860(10) 0.30052(11) 0.6716(3) 0.0522(5) Uani 1 1 d . . . . .
C006 C 0.64581(12) 0.24836(11) 0.5612(3) 0.0489(5) Uani 1 1 d . . . . .
N007 N 0.70636(17) 0.09002(16) 0.6226(5) 0.0856(10) Uani 1 1 d . . . . .
C008 C 0.48156(12) 0.33483(13) 0.5986(4) 0.0529(6) Uani 1 1 d . . . . .
C009 C 0.66366(16) 0.11817(14) 0.6485(4) 0.0640(7) Uani 1 1 d . . . . .
C00A C 0.70541(14) 0.24732(14) 0.6210(4) 0.0602(7) Uani 1 1 d . . . . .
H00A H 0.7148 0.2217 0.7051 0.072 Uiso 1 1 calc R . . . .
C00B C 0.59786(12) 0.20950(12) 0.6301(3) 0.0501(5) Uani 1 1 d . . . . .
C00C C 0.63263(13) 0.28783(12) 0.4366(4) 0.0556(6) Uani 1 1 d . . . . .
H00C H 0.5931 0.2894 0.3957 0.067 Uiso 1 1 calc R . . . .
C00D C 0.53406(12) 0.23438(12) 0.6521(3) 0.0502(6) Uani 1 1 d . . . . .
C00E C 0.48058(13) 0.20299(13) 0.5697(4) 0.0581(7) Uani 1 1 d . . . . .
C00F C 0.60812(14) 0.15150(13) 0.6803(4) 0.0578(6) Uani 1 1 d . . . . .
C00G C 0.51738(16) 0.26422(16) 0.8069(4) 0.0641(7) Uani 1 1 d . . . . .
H00B H 0.4753 0.2605 0.8430 0.077 Uiso 1 1 calc R . . . .
H00D H 0.5481 0.2644 0.8896 0.077 Uiso 1 1 calc R . . . .
C00H C 0.73658(16) 0.32230(16) 0.4331(6) 0.0729(9) Uani 1 1 d . . . . .
H00H H 0.7670 0.3469 0.3894 0.087 Uiso 1 1 calc R . . . .
C00I C 0.75080(15) 0.28415(16) 0.5565(6) 0.0712(9) Uani 1 1 d . . . . .
H00I H 0.7905 0.2830 0.5964 0.085 Uiso 1 1 calc R . . . .
C00J C 0.56116(18) 0.11740(16) 0.7627(6) 0.0742(9) Uani 1 1 d . . . . .
N00K N 0.5248(2) 0.0914(2) 0.8292(8) 0.1131(16) Uani 1 1 d . . . . .
C00L C 0.67807(17) 0.32467(14) 0.3733(5) 0.0686(8) Uani 1 1 d . . . . .
H00L H 0.6690 0.3510 0.2904 0.082 Uiso 1 1 calc R . . . .
C00M C 0.44558(16) 0.36360(16) 0.3368(5) 0.0698(9) Uani 1 1 d . . . . .
C00N C 0.37897(16) 0.3491(2) 0.3671(7) 0.0919(14) Uani 1 1 d . . . . .
H00E H 0.3738 0.3055 0.3764 0.138 Uiso 1 1 calc GR . . . .
H00F H 0.3545 0.3641 0.2813 0.138 Uiso 1 1 calc GR . . . .
H00G H 0.3661 0.3686 0.4630 0.138 Uiso 1 1 calc GR . . . .
C00O C 0.4539(2) 0.1269(2) 0.3825(7) 0.0981(15) Uani 1 1 d . . . . .
H00J H 0.4723 0.0882 0.3511 0.118 Uiso 1 1 calc R . . . .
H00K H 0.4208 0.1180 0.4554 0.118 Uiso 1 1 calc R . . . .
C00P C 0.4619(2) 0.43051(18) 0.3548(8) 0.0979(15) Uani 1 1 d . . . . .
H00M H 0.4469 0.4453 0.4541 0.147 Uiso 1 1 calc GR . . . .
H00N H 0.4435 0.4536 0.2710 0.147 Uiso 1 1 calc GR . . . .
H00O H 0.5057 0.4352 0.3509 0.147 Uiso 1 1 calc GR . . . .
C00Q C 0.4661(3) 0.3400(3) 0.1770(6) 0.1025(15) Uani 1 1 d . . . . .
H00P H 0.5089 0.3490 0.1622 0.154 Uiso 1 1 calc GR . . . .
H00Q H 0.4426 0.3596 0.0958 0.154 Uiso 1 1 calc GR . . . .
H00R H 0.4599 0.2964 0.1719 0.154 Uiso 1 1 calc GR . . . .
C00R C 0.4293(3) 0.1576(4) 0.2449(10) 0.143(3) Uani 1 1 d . . . . .
H00S H 0.4612 0.1628 0.1682 0.215 Uiso 1 1 calc GR . . . .
H00T H 0.4135 0.1971 0.2747 0.215 Uiso 1 1 calc GR . . . .
H00U H 0.3968 0.1333 0.2008 0.215 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 C008 1.317(4) . ?
O001 C00M 1.488(4) . ?
O002 C00E 1.313(4) . ?
O002 C00O 1.462(4) . ?
O003 C008 1.200(4) . ?
O004 C00E 1.190(4) . ?
N005 C008 1.412(4) . ?
N005 C00D 1.455(3) . ?
N005 C00G 1.416(4) . ?
C006 C00A 1.395(4) . ?
C006 C00B 1.467(4) . ?
C006 C00C 1.393(4) . ?
N007 C009 1.136(5) . ?
C009 C00F 1.437(4) . ?
C00A H00A 0.9300 . ?
C00A C00I 1.386(5) . ?
C00B C00D 1.503(4) . ?
C00B C00F 1.352(4) . ?
C00C H00C 0.9300 . ?
C00C C00L 1.383(5) . ?
C00D C00E 1.521(4) . ?
C00D C00G 1.511(4) . ?
C00F C00J 1.445(5) . ?
C00G H00B 0.9700 . ?
C00G H00D 0.9700 . ?
C00H H00H 0.9300 . ?
C00H C00I 1.373(6) . ?
C00H C00L 1.373(6) . ?
C00I H00I 0.9300 . ?
C00J N00K 1.126(6) . ?
C00L H00L 0.9300 . ?
C00M C00N 1.507(5) . ?
C00M C00P 1.508(5) . ?
C00M C00Q 1.520(7) . ?
C00N H00E 0.9600 . ?
C00N H00F 0.9600 . ?
C00N H00G 0.9600 . ?
C00O H00J 0.9700 . ?
C00O H00K 0.9700 . ?
C00O C00R 1.450(11) . ?
C00P H00M 0.9600 . ?
C00P H00N 0.9600 . ?
C00P H00O 0.9600 . ?
C00Q H00P 0.9600 . ?
C00Q H00Q 0.9600 . ?
C00Q H00R 0.9600 . ?
C00R H00S 0.9600 . ?
C00R H00T 0.9600 . ?
C00R H00U 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
C008 O001 C00M 120.7(2) . . ?
C00E O002 C00O 117.1(3) . . ?
C008 N005 C00D 122.2(2) . . ?
C008 N005 C00G 121.8(3) . . ?
C00G N005 C00D 63.5(2) . . ?
C00A C006 C00B 120.5(3) . . ?
C00C C006 C00A 118.6(3) . . ?
C00C C006 C00B 120.8(2) . . ?
O001 C008 N005 109.1(2) . . ?
O003 C008 O001 128.9(3) . . ?
O003 C008 N005 121.8(3) . . ?
N007 C009 C00F 177.6(4) . . ?
C006 C00A H00A 119.7 . . ?
C00I C00A C006 120.7(3) . . ?
C00I C00A H00A 119.7 . . ?
C006 C00B C00D 120.0(2) . . ?
C00F C00B C006 123.2(3) . . ?
C00F C00B C00D 116.8(3) . . ?
C006 C00C H00C 119.8 . . ?
C00L C00C C006 120.4(3) . . ?
C00L C00C H00C 119.8 . . ?
N005 C00D C00B 116.5(2) . . ?
N005 C00D C00E 115.8(2) . . ?
N005 C00D C00G 57.0(2) . . ?
C00B C00D C00E 119.2(2) . . ?
C00B C00D C00G 119.1(2) . . ?
C00G C00D C00E 114.2(3) . . ?
O002 C00E C00D 111.1(2) . . ?
O004 C00E O002 126.4(3) . . ?
O004 C00E C00D 122.5(3) . . ?
C009 C00F C00J 115.3(3) . . ?
C00B C00F C009 123.5(3) . . ?
C00B C00F C00J 121.1(3) . . ?
N005 C00G C00D 59.51(18) . . ?
N005 C00G H00B 117.8 . . ?
N005 C00G H00D 117.8 . . ?
C00D C00G H00B 117.8 . . ?
C00D C00G H00D 117.8 . . ?
H00B C00G H00D 115.0 . . ?
C00I C00H H00H 119.5 . . ?
C00I C00H C00L 121.0(3) . . ?
C00L C00H H00H 119.5 . . ?
C00A C00I H00I 120.3 . . ?
C00H C00I C00A 119.4(3) . . ?
C00H C00I H00I 120.3 . . ?
N00K C00J C00F 178.8(6) . . ?
C00C C00L H00L 120.0 . . ?
C00H C00L C00C 119.9(3) . . ?
C00H C00L H00L 120.0 . . ?
O001 C00M C00N 109.6(3) . . ?
O001 C00M C00P 108.6(3) . . ?
O001 C00M C00Q 101.6(3) . . ?
C00N C00M C00P 114.3(4) . . ?
C00N C00M C00Q 111.4(4) . . ?
C00P C00M C00Q 110.4(5) . . ?
C00M C00N H00E 109.5 . . ?
C00M C00N H00F 109.5 . . ?
C00M C00N H00G 109.5 . . ?
H00E C00N H00F 109.5 . . ?
H00E C00N H00G 109.5 . . ?
H00F C00N H00G 109.5 . . ?
O002 C00O H00J 109.3 . . ?
O002 C00O H00K 109.3 . . ?
H00J C00O H00K 108.0 . . ?
C00R C00O O002 111.4(4) . . ?
C00R C00O H00J 109.3 . . ?
C00R C00O H00K 109.3 . . ?
C00M C00P H00M 109.5 . . ?
C00M C00P H00N 109.5 . . ?
C00M C00P H00O 109.5 . . ?
H00M C00P H00N 109.5 . . ?
H00M C00P H00O 109.5 . . ?
H00N C00P H00O 109.5 . . ?
C00M C00Q H00P 109.5 . . ?
C00M C00Q H00Q 109.5 . . ?
C00M C00Q H00R 109.5 . . ?
H00P C00Q H00Q 109.5 . . ?
H00P C00Q H00R 109.5 . . ?
H00Q C00Q H00R 109.5 . . ?
C00O C00R H00S 109.5 . . ?
C00O C00R H00T 109.5 . . ?
C00O C00R H00U 109.5 . . ?
H00S C00R H00T 109.5 . . ?
H00S C00R H00U 109.5 . . ?
H00T C00R H00U 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
N005 C00D C00E O002 133.7(3) . . . . ?
N005 C00D C00E O004 -46.5(4) . . . . ?
C006 C00A C00I C00H 0.5(6) . . . . ?
C006 C00B C00D N005 -26.9(4) . . . . ?
C006 C00B C00D C00E 119.9(3) . . . . ?
C006 C00B C00D C00G -92.1(3) . . . . ?
C006 C00B C00F C009 -10.7(5) . . . . ?
C006 C00B C00F C00J 173.3(3) . . . . ?
C006 C00C C00L C00H 0.2(5) . . . . ?
C008 O001 C00M C00N -63.1(4) . . . . ?
C008 O001 C00M C00P 62.4(5) . . . . ?
C008 O001 C00M C00Q 178.9(3) . . . . ?
C008 N005 C00D C00B 138.7(3) . . . . ?
C008 N005 C00D C00E -9.2(4) . . . . ?
C008 N005 C00D C00G -112.5(3) . . . . ?
C008 N005 C00G C00D 113.1(3) . . . . ?
C00A C006 C00B C00D 139.5(3) . . . . ?
C00A C006 C00B C00F -38.7(4) . . . . ?
C00A C006 C00C C00L 0.6(4) . . . . ?
C00B C006 C00A C00I -179.8(3) . . . . ?
C00B C006 C00C C00L 179.4(3) . . . . ?
C00B C00D C00E O002 -13.4(4) . . . . ?
C00B C00D C00E O004 166.5(3) . . . . ?
C00B C00D C00G N005 104.4(3) . . . . ?
C00C C006 C00A C00I -0.9(5) . . . . ?
C00C C006 C00B C00D -39.4(4) . . . . ?
C00C C006 C00B C00F 142.4(3) . . . . ?
C00D N005 C008 O001 -58.3(3) . . . . ?
C00D N005 C008 O003 126.8(3) . . . . ?
C00D C00B C00F C009 171.1(3) . . . . ?
C00D C00B C00F C00J -5.0(5) . . . . ?
C00E O002 C00O C00R 88.9(6) . . . . ?
C00E C00D C00G N005 -106.1(3) . . . . ?
C00F C00B C00D N005 151.4(3) . . . . ?
C00F C00B C00D C00E -61.8(4) . . . . ?
C00F C00B C00D C00G 86.2(3) . . . . ?
C00G N005 C008 O001 -135.0(3) . . . . ?
C00G N005 C008 O003 50.0(4) . . . . ?
C00G N005 C00D C00B -108.8(3) . . . . ?
C00G N005 C00D C00E 103.2(3) . . . . ?
C00G C00D C00E O002 -162.8(3) . . . . ?
C00G C00D C00E O004 17.0(4) . . . . ?
C00I C00H C00L C00C -0.6(6) . . . . ?
C00L C00H C00I C00A 0.3(6) . . . . ?
C00M O001 C008 O003 1.9(5) . . . . ?
C00M O001 C008 N005 -172.6(2) . . . . ?
C00O O002 C00E O004 -5.3(6) . . . . ?
C00O O002 C00E C00D 174.5(4) . . . . ?

_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_hq-3
_database_code_depnum_ccdc_archive 'CCDC 1905941'
loop_
_audit_author_name
_audit_author_address
'Qingsong Dai'
;Sichuan industrial institute of antibiotics chengdu university
China
;
_audit_update_record             
;
2019-03-27 deposited with the CCDC.	2019-05-08 downloaded from the CCDC.
;
_audit_creation_date             2017-04-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C15 H13 N3 O2)'
_chemical_formula_sum            'C30 H26 N6 O4'
_chemical_formula_weight         534.57
_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                   6.9944(3)
_cell_length_b                   7.8586(4)
_cell_length_c                   26.1858(11)
_cell_angle_alpha                85.696(4)
_cell_angle_beta                 89.837(4)
_cell_angle_gamma                79.658(4)
_cell_volume                     1411.88(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5466
_cell_measurement_temperature    296.9(6)
_cell_measurement_theta_max      72.5690
_cell_measurement_theta_min      5.7460
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.704
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84730
_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    1.257
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            15449
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.454
_diffrn_reflns_theta_min         5.082
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.9(6)
_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 0.982
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -35.00   66.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -19.0000 -120.0000 101

#__ type_ start__ end____ width___ exp.time_
  2 omega   17.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671   38.0000   60.0000 88

#__ type_ start__ end____ width___ exp.time_
  3 omega  -31.00   63.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -77.0000   30.0000 94

#__ type_ start__ end____ width___ exp.time_
  4 omega    9.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671   77.0000  150.0000 95

#__ type_ start__ end____ width___ exp.time_
  5 omega   23.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671 -125.0000  -30.0000 67

#__ type_ start__ end____ width___ exp.time_
  6 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_
  7 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_
  8 omega   38.00   91.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 53

#__ type_ start__ end____ width___ exp.time_
  9 omega   40.00   98.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -180.0000 58

#__ type_ start__ end____ width___ exp.time_
 10 omega  100.00  178.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  150.0000 78

#__ type_ start__ end____ width___ exp.time_
 11 omega  100.00  178.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -60.0000 78

#__ type_ start__ end____ width___ exp.time_
 12 omega   39.00  109.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000    0.0000 70

#__ type_ start__ end____ width___ exp.time_
 13 omega   40.00   98.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   60.0000 58

#__ type_ start__ end____ width___ exp.time_
 14 omega   39.00  109.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   90.0000 70

#__ type_ start__ end____ width___ exp.time_
 15 omega   38.00   91.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 53

#__ type_ start__ end____ width___ exp.time_
 16 omega   91.00  176.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000    0.0000 85

#__ type_ start__ end____ width___ exp.time_
 17 omega   38.00  116.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -60.0000 78

#__ type_ start__ end____ width___ exp.time_
 18 omega   40.00   98.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -120.0000 58

#__ type_ start__ end____ width___ exp.time_
 19 omega   40.00   98.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 58

#__ type_ start__ end____ width___ exp.time_
 20 omega   39.00  109.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 70

#__ type_ start__ end____ width___ exp.time_
 21 omega   70.00  178.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000  -60.0000 108

#__ type_ start__ end____ width___ exp.time_
 22 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -57.0000 -180.0000 84

#__ type_ start__ end____ width___ exp.time_
 23 omega    9.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671   77.0000  -30.0000 95

#__ type_ start__ end____ width___ exp.time_
 24 omega   17.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671   38.0000  -30.0000 88

#__ type_ start__ end____ width___ exp.time_
 25 omega  -33.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -38.0000   60.0000 88

#__ type_ start__ end____ width___ exp.time_
 26 omega    9.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671   77.0000  -90.0000 95

#__ type_ start__ end____ width___ exp.time_
 27 omega    9.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.1671   77.0000   60.0000 95

#__ type_ start__ end____ width___ exp.time_
 28 omega   70.00  178.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000  120.0000 108

#__ type_ start__ end____ width___ exp.time_
 29 omega   91.00  156.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   30.0000 65

#__ type_ start__ end____ width___ exp.time_
 30 omega   70.00  178.00   1.0000    3.3500
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000 -150.0000 108
;
_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      0.1320938000
_diffrn_orient_matrix_UB_12      -0.0785904000
_diffrn_orient_matrix_UB_13      -0.0426203000
_diffrn_orient_matrix_UB_21      0.1528943000
_diffrn_orient_matrix_UB_22      0.1087395000
_diffrn_orient_matrix_UB_23      0.0134497000
_diffrn_orient_matrix_UB_31      0.0964819000
_diffrn_orient_matrix_UB_32      -0.1481132000
_diffrn_orient_matrix_UB_33      0.0385205000
_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                4564
_reflns_number_total             5505
_reflns_odcompleteness_completeness 99.94
_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         0.294
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         5505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0706
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1360P)²+0.1940P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1941
_refine_ls_wR_factor_ref         0.2078
_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,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C1(H1), C25(H25), C16(H16), C5(H5), C20(H20), C4(H4), C2(H2),
 C3(H3), C17(H17), C19(H19), C18(H18)
2.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B), N5(H5A,H5B)
2.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C14(H14A,H14B,H14C)
;
_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
O4 O 0.3130(2) 0.2834(2) 0.86213(7) 0.0679(5) Uani 1 1 d . . . . .
O2 O 0.8315(3) -0.2895(2) 0.63981(8) 0.0791(6) Uani 1 1 d . . . . .
N2 N 1.2759(2) 0.1846(2) 0.49855(7) 0.0534(4) Uani 1 1 d . . . . .
H2A H 1.3827 0.1507 0.4829 0.064 Uiso 1 1 calc R . . . .
H2B H 1.2135 0.2888 0.4925 0.064 Uiso 1 1 calc R . . . .
N1 N 1.3120(2) -0.0860(2) 0.53992(6) 0.0497(4) Uani 1 1 d . . . . .
N4 N 0.8074(2) 0.4335(2) 0.96041(6) 0.0499(4) Uani 1 1 d . . . . .
N5 N 0.7779(2) 0.6834(2) 1.00129(7) 0.0539(4) Uani 1 1 d . . . . .
H5A H 0.8860 0.6412 1.0169 0.065 Uiso 1 1 calc R . . . .
H5B H 0.7169 0.7850 1.0072 0.065 Uiso 1 1 calc R . . . .
O3 O 0.6162(3) 0.1489(3) 0.84928(9) 0.0899(6) Uani 1 1 d . . . . .
O1 O 1.1356(3) -0.4272(3) 0.65156(10) 0.0971(7) Uani 1 1 d . . . . .
C7 C 0.9677(2) 0.0100(2) 0.59543(7) 0.0428(4) Uani 1 1 d . . . . .
C8 C 1.0341(2) 0.1263(2) 0.55987(7) 0.0429(4) Uani 1 1 d . . . . .
C22 C 0.4583(2) 0.5591(2) 0.90507(7) 0.0432(4) Uani 1 1 d . . . . .
C9 C 1.2073(2) 0.0759(2) 0.53205(7) 0.0432(4) Uani 1 1 d . . . . .
C24 C 0.7051(2) 0.5919(2) 0.96810(7) 0.0442(4) Uani 1 1 d . . . . .
C6 C 0.7950(3) 0.0741(2) 0.62698(7) 0.0444(4) Uani 1 1 d . . . . .
C23 C 0.5288(2) 0.6577(2) 0.94025(7) 0.0431(4) Uani 1 1 d . . . . .
C11 C 1.0751(3) -0.1587(2) 0.60153(7) 0.0479(4) Uani 1 1 d . . . . .
C21 C 0.2859(3) 0.6393(2) 0.87272(7) 0.0463(4) Uani 1 1 d . . . . .
N6 N 0.3616(3) 0.9670(3) 0.95641(10) 0.0773(6) Uani 1 1 d . . . . .
N3 N 0.8662(3) 0.4445(3) 0.54375(10) 0.0781(7) Uani 1 1 d . . . . .
C15 C 0.9366(3) 0.3028(3) 0.55206(8) 0.0512(5) Uani 1 1 d . . . . .
C10 C 1.2443(3) -0.1962(3) 0.57312(8) 0.0513(5) Uani 1 1 d . . . . .
H10 H 1.3159 -0.3081 0.5778 0.062 Uiso 1 1 calc R . . . .
C26 C 0.5645(3) 0.3919(3) 0.89939(7) 0.0472(4) Uani 1 1 d . . . . .
C1 C 0.6180(3) 0.1453(3) 0.60358(8) 0.0539(5) Uani 1 1 d . . . . .
H1 H 0.6048 0.1491 0.5682 0.065 Uiso 1 1 calc R . . . .
C30 C 0.4327(3) 0.8294(3) 0.94809(8) 0.0510(4) Uani 1 1 d . . . . .
C25 C 0.7361(3) 0.3402(3) 0.92752(8) 0.0519(5) Uani 1 1 d . . . . .
H25 H 0.8071 0.2307 0.9228 0.062 Uiso 1 1 calc R . . . .
C16 C 0.1084(3) 0.7008(3) 0.89464(9) 0.0557(5) Uani 1 1 d . . . . .
H16 H 0.0944 0.6902 0.9300 0.067 Uiso 1 1 calc R . . . .
C27 C 0.5035(3) 0.2628(3) 0.86726(8) 0.0553(5) Uani 1 1 d . . . . .
C12 C 1.0205(3) -0.3060(3) 0.63424(9) 0.0587(5) Uani 1 1 d . . . . .
C5 C 0.8139(3) 0.0702(3) 0.67970(8) 0.0562(5) Uani 1 1 d . . . . .
H5 H 0.9326 0.0234 0.6955 0.067 Uiso 1 1 calc R . . . .
C20 C 0.3046(4) 0.6590(3) 0.82021(9) 0.0632(6) Uani 1 1 d . . . . .
H20 H 0.4234 0.6190 0.8053 0.076 Uiso 1 1 calc R . . . .
C4 C 0.6561(4) 0.1358(3) 0.70900(9) 0.0665(6) Uani 1 1 d . . . . .
H4 H 0.6689 0.1329 0.7444 0.080 Uiso 1 1 calc R . . . .
C2 C 0.4606(3) 0.2108(3) 0.63314(10) 0.0665(6) Uani 1 1 d . . . . .
H2 H 0.3419 0.2585 0.6175 0.080 Uiso 1 1 calc R . . . .
C3 C 0.4801(3) 0.2053(3) 0.68556(10) 0.0695(6) Uani 1 1 d . . . . .
H3 H 0.3741 0.2486 0.7053 0.083 Uiso 1 1 calc R . . . .
C17 C -0.0482(3) 0.7782(3) 0.86351(12) 0.0714(7) Uani 1 1 d . . . . .
H17 H -0.1676 0.8187 0.8781 0.086 Uiso 1 1 calc R . . . .
C19 C 0.1481(4) 0.7377(4) 0.78980(10) 0.0790(7) Uani 1 1 d . . . . .
H19 H 0.1621 0.7517 0.7545 0.095 Uiso 1 1 calc R . . . .
C18 C -0.0281(4) 0.7953(4) 0.81141(12) 0.0782(8) Uani 1 1 d . . . . .
H18 H -0.1340 0.8460 0.7907 0.094 Uiso 1 1 calc R . . . .
C28 C 0.2345(5) 0.1664(4) 0.83067(14) 0.0883(9) Uani 1 1 d . . . . .
H28A H 0.3330 0.1161 0.8073 0.106 Uiso 1 1 calc R . . . .
H28B H 0.1957 0.0731 0.8523 0.106 Uiso 1 1 calc R . . . .
C29 C 0.0679(5) 0.2632(5) 0.80192(14) 0.0954(10) Uani 1 1 d . . . . .
H29A H 0.1087 0.3509 0.7791 0.143 Uiso 1 1 calc GR . . . .
H29B H -0.0266 0.3169 0.8252 0.143 Uiso 1 1 calc GR . . . .
H29C H 0.0113 0.1857 0.7824 0.143 Uiso 1 1 calc GR . . . .
C13 C 0.7591(6) -0.4253(4) 0.67051(18) 0.1158(15) Uani 1 1 d . . . . .
H13A H 0.7200 -0.5064 0.6482 0.139 Uiso 1 1 calc R . . . .
H13B H 0.8620 -0.4882 0.6930 0.139 Uiso 1 1 calc R . . . .
C14 C 0.6026(7) -0.3568(6) 0.69942(19) 0.1372(19) Uani 1 1 d . . . . .
H14A H 0.5085 -0.2810 0.6777 0.206 Uiso 1 1 calc GR . . . .
H14B H 0.6460 -0.2925 0.7255 0.206 Uiso 1 1 calc GR . . . .
H14C H 0.5446 -0.4492 0.7151 0.206 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 C27 1.319(3) . ?
O4 C28 1.457(3) . ?
O2 C12 1.314(3) . ?
O2 C13 1.451(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N2 C9 1.327(2) . ?
N1 C9 1.351(2) . ?
N1 C10 1.327(3) . ?
N4 C24 1.349(2) . ?
N4 C25 1.325(3) . ?
N5 H5A 0.8600 . ?
N5 H5B 0.8600 . ?
N5 C24 1.326(3) . ?
O3 C27 1.205(3) . ?
O1 C12 1.193(3) . ?
C7 C8 1.393(3) . ?
C7 C6 1.494(2) . ?
C7 C11 1.400(3) . ?
C8 C9 1.421(2) . ?
C8 C15 1.432(3) . ?
C22 C23 1.392(3) . ?
C22 C21 1.491(2) . ?
C22 C26 1.407(3) . ?
C24 C23 1.428(2) . ?
C6 C1 1.388(3) . ?
C6 C5 1.385(3) . ?
C23 C30 1.425(3) . ?
C11 C10 1.394(3) . ?
C11 C12 1.492(3) . ?
C21 C16 1.388(3) . ?
C21 C20 1.381(3) . ?
N6 C30 1.142(3) . ?
N3 C15 1.139(3) . ?
C10 H10 0.9300 . ?
C26 C25 1.390(3) . ?
C26 C27 1.485(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.388(3) . ?
C25 H25 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.388(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.387(3) . ?
C20 H20 0.9300 . ?
C20 C19 1.380(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.380(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.377(4) . ?
C3 H3 0.9300 . ?
C17 H17 0.9300 . ?
C17 C18 1.370(4) . ?
C19 H19 0.9300 . ?
C19 C18 1.370(4) . ?
C18 H18 0.9300 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.451(4) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.380(5) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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
C27 O4 C28 117.9(2) . . ?
C12 O2 C13 117.6(2) . . ?
H2A N2 H2B 120.0 . . ?
C9 N2 H2A 120.0 . . ?
C9 N2 H2B 120.0 . . ?
C10 N1 C9 117.70(15) . . ?
C25 N4 C24 117.90(16) . . ?
H5A N5 H5B 120.0 . . ?
C24 N5 H5A 120.0 . . ?
C24 N5 H5B 120.0 . . ?
C8 C7 C6 118.73(16) . . ?
C8 C7 C11 117.39(16) . . ?
C11 C7 C6 123.77(16) . . ?
C7 C8 C9 120.95(16) . . ?
C7 C8 C15 121.30(16) . . ?
C9 C8 C15 117.66(16) . . ?
C23 C22 C21 119.07(16) . . ?
C23 C22 C26 117.35(16) . . ?
C26 C22 C21 123.39(17) . . ?
N2 C9 N1 117.13(16) . . ?
N2 C9 C8 122.33(16) . . ?
N1 C9 C8 120.51(16) . . ?
N4 C24 C23 120.49(17) . . ?
N5 C24 N4 117.21(16) . . ?
N5 C24 C23 122.27(17) . . ?
C1 C6 C7 120.37(17) . . ?
C5 C6 C7 119.87(17) . . ?
C5 C6 C1 119.69(17) . . ?
C22 C23 C24 120.72(16) . . ?
C22 C23 C30 121.38(16) . . ?
C30 C23 C24 117.85(17) . . ?
C7 C11 C12 125.80(17) . . ?
C10 C11 C7 117.77(17) . . ?
C10 C11 C12 116.38(17) . . ?
C16 C21 C22 121.08(17) . . ?
C20 C21 C22 119.56(18) . . ?
C20 C21 C16 119.31(19) . . ?
N3 C15 C8 176.2(2) . . ?
N1 C10 C11 125.62(17) . . ?
N1 C10 H10 117.2 . . ?
C11 C10 H10 117.2 . . ?
C22 C26 C27 125.05(17) . . ?
C25 C26 C22 117.75(17) . . ?
C25 C26 C27 117.15(17) . . ?
C6 C1 H1 120.1 . . ?
C6 C1 C2 119.9(2) . . ?
C2 C1 H1 120.1 . . ?
N6 C30 C23 176.6(2) . . ?
N4 C25 C26 125.71(18) . . ?
N4 C25 H25 117.1 . . ?
C26 C25 H25 117.1 . . ?
C21 C16 H16 120.2 . . ?
C17 C16 C21 119.7(2) . . ?
C17 C16 H16 120.2 . . ?
O4 C27 C26 112.55(17) . . ?
O3 C27 O4 124.1(2) . . ?
O3 C27 C26 123.3(2) . . ?
O2 C12 C11 112.11(18) . . ?
O1 C12 O2 124.3(2) . . ?
O1 C12 C11 123.5(2) . . ?
C6 C5 H5 119.9 . . ?
C6 C5 C4 120.1(2) . . ?
C4 C5 H5 119.9 . . ?
C21 C20 H20 119.8 . . ?
C19 C20 C21 120.3(2) . . ?
C19 C20 H20 119.8 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 119.9(2) . . ?
C3 C4 H4 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H2 120.0 . . ?
C4 C3 H3 119.9 . . ?
C2 C3 C4 120.3(2) . . ?
C2 C3 H3 119.9 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(2) . . ?
C18 C17 H17 119.8 . . ?
C20 C19 H19 119.9 . . ?
C18 C19 C20 120.3(2) . . ?
C18 C19 H19 119.9 . . ?
C17 C18 C19 120.0(2) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
O4 C28 H28A 109.9 . . ?
O4 C28 H28B 109.9 . . ?
H28A C28 H28B 108.3 . . ?
C29 C28 O4 109.0(2) . . ?
C29 C28 H28A 109.9 . . ?
C29 C28 H28B 109.9 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O2 C13 H13A 109.4 . . ?
O2 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 O2 111.0(3) . . ?
C14 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
N4 C24 C23 C22 0.6(3) . . . . ?
N4 C24 C23 C30 -176.76(18) . . . . ?
N5 C24 C23 C22 178.91(17) . . . . ?
N5 C24 C23 C30 1.5(3) . . . . ?
C7 C8 C9 N2 -178.87(17) . . . . ?
C7 C8 C9 N1 -0.5(3) . . . . ?
C7 C6 C1 C2 -177.4(2) . . . . ?
C7 C6 C5 C4 177.4(2) . . . . ?
C7 C11 C10 N1 -1.0(3) . . . . ?
C7 C11 C12 O2 27.3(3) . . . . ?
C7 C11 C12 O1 -155.3(3) . . . . ?
C8 C7 C6 C1 59.5(2) . . . . ?
C8 C7 C6 C5 -117.3(2) . . . . ?
C8 C7 C11 C10 2.4(3) . . . . ?
C8 C7 C11 C12 -174.8(2) . . . . ?
C22 C21 C16 C17 178.6(2) . . . . ?
C22 C21 C20 C19 -178.0(2) . . . . ?
C22 C26 C25 N4 1.7(3) . . . . ?
C22 C26 C27 O4 -27.6(3) . . . . ?
C22 C26 C27 O3 154.5(2) . . . . ?
C9 N1 C10 C11 -1.2(3) . . . . ?
C24 N4 C25 C26 0.8(3) . . . . ?
C6 C7 C8 C9 174.56(16) . . . . ?
C6 C7 C8 C15 -2.0(3) . . . . ?
C6 C7 C11 C10 -173.65(18) . . . . ?
C6 C7 C11 C12 9.2(3) . . . . ?
C6 C1 C2 C3 0.1(4) . . . . ?
C6 C5 C4 C3 -0.1(4) . . . . ?
C23 C22 C21 C16 -60.6(3) . . . . ?
C23 C22 C21 C20 116.9(2) . . . . ?
C23 C22 C26 C25 -2.8(3) . . . . ?
C23 C22 C26 C27 174.48(18) . . . . ?
C11 C7 C8 C9 -1.7(3) . . . . ?
C11 C7 C8 C15 -178.27(18) . . . . ?
C11 C7 C6 C1 -124.5(2) . . . . ?
C11 C7 C6 C5 58.7(3) . . . . ?
C21 C22 C23 C24 -173.44(16) . . . . ?
C21 C22 C23 C30 3.8(3) . . . . ?
C21 C22 C26 C25 172.19(18) . . . . ?
C21 C22 C26 C27 -10.5(3) . . . . ?
C21 C16 C17 C18 -0.5(4) . . . . ?
C21 C20 C19 C18 -0.7(4) . . . . ?
C15 C8 C9 N2 -2.2(3) . . . . ?
C15 C8 C9 N1 176.17(18) . . . . ?
C10 N1 C9 N2 -179.62(19) . . . . ?
C10 N1 C9 C8 2.0(3) . . . . ?
C10 C11 C12 O2 -149.8(2) . . . . ?
C10 C11 C12 O1 27.5(4) . . . . ?
C26 C22 C23 C24 1.8(3) . . . . ?
C26 C22 C23 C30 179.07(18) . . . . ?
C26 C22 C21 C16 124.5(2) . . . . ?
C26 C22 C21 C20 -58.0(3) . . . . ?
C1 C6 C5 C4 0.5(3) . . . . ?
C1 C2 C3 C4 0.4(4) . . . . ?
C25 N4 C24 N5 179.73(18) . . . . ?
C25 N4 C24 C23 -1.9(3) . . . . ?
C25 C26 C27 O4 149.7(2) . . . . ?
C25 C26 C27 O3 -28.2(3) . . . . ?
C16 C21 C20 C19 -0.5(4) . . . . ?
C16 C17 C18 C19 -0.8(4) . . . . ?
C27 O4 C28 C29 -141.8(3) . . . . ?
C27 C26 C25 N4 -175.9(2) . . . . ?
C12 O2 C13 C14 142.0(4) . . . . ?
C12 C11 C10 N1 176.4(2) . . . . ?
C5 C6 C1 C2 -0.5(3) . . . . ?
C5 C4 C3 C2 -0.4(4) . . . . ?
C20 C21 C16 C17 1.1(3) . . . . ?
C20 C19 C18 C17 1.4(5) . . . . ?
C28 O4 C27 O3 -3.2(4) . . . . ?
C28 O4 C27 C26 178.9(2) . . . . ?
C13 O2 C12 O1 2.2(5) . . . . ?
C13 O2 C12 C11 179.5(3) . . . . ?

_olex2_date_sample_data_collection 2017-04-26
_olex2_submission_special_instructions 'No special instructions were received'
