# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_hubu-zmh-wzwhx
_database_code_depnum_ccdc_archive 'CCDC 2016103'
loop_
_audit_author_name
_audit_author_address
'hangxing wang'
;hubei university
China
;
_audit_update_record             
;
2020-07-13 deposited with the CCDC.	2020-11-10 downloaded from the CCDC.
;
_audit_creation_date             2018-09-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C15 H22 N2 O2), C15 H19 N2 O2'
_chemical_formula_sum            'C45 H63 N6 O6'
_chemical_formula_weight         784.01
_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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   6.7057(2)
_cell_length_b                   16.3592(7)
_cell_length_c                   20.5965(7)
_cell_angle_alpha                109.728(3)
_cell_angle_beta                 90.220(3)
_cell_angle_gamma                97.487(3)
_cell_volume                     2105.91(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8531
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.7660
_cell_measurement_theta_min      2.3090
_exptl_absorpt_coefficient_mu    0.660
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.34b (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             846
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            26935
_diffrn_reflns_theta_full        59.99
_diffrn_reflns_theta_max         59.99
_diffrn_reflns_theta_min         2.28
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     15.00  40.00   0.50    1.00    --   40.45  57.00   0.00   50
  2  ω     15.00  40.00   0.50    1.00    --   40.45 -10.00  55.00   50
  3  ω     26.00 143.00   0.50    5.00    --  111.99 -10.00  55.00  234
  4  ω    146.00 175.00   0.50    5.00    --  111.99 -10.00  55.00   58
  5  ω    152.00 177.00   0.50    5.00    --  111.99  10.00-131.00   50
  6  ω     82.00 178.00   0.50    5.00    --  111.99  77.00   0.00  192
  7  ω     85.00 172.00   0.50    5.00    --  111.99  61.00  60.00  174
  8  ω     79.00 140.00   0.50    5.00    --  111.99 -61.00 -90.00  122
  9  ω     66.00 109.00   0.50    5.00    --  111.99 -94.00 -90.00   86
 10  ω     66.00 120.00   0.50    5.00    --  111.99-125.00 -60.00  108
 11  ω     38.00  67.00   0.50    5.00    --  111.99 -61.00 -90.00   58
 12  ω     37.00  63.00   0.50    5.00    --  111.99 -94.00 -90.00   52
 13  ω     35.00  60.00   0.50    5.00    --  111.99-125.00 -60.00   50
 14  ω     33.00  80.00   0.50    5.00    --  111.99 -94.00   0.00   94
 15  ω     28.00  53.00   0.50    1.00    --   40.45  10.00-131.00   50
 16  ω    -47.00  -6.00   0.50    1.00    --  -40.45 -77.00-180.00   82
 17  ω    -63.00 -38.00   0.50    1.00    --  -40.45  10.00-131.00   50
 18  ω     60.00 126.00   0.50    1.00    --   40.45 178.00  90.00  132
 19  ω     60.00 124.00   0.50    1.00    --   40.45 178.00 -90.00  128
 20  ω    -63.00 -38.00   0.50    5.00    --  -94.50  61.00  30.00   50
 21  ω   -120.00  -9.00   0.50    1.00    --  -40.45 -37.00 -30.00  222
 22  ω    -78.00 -11.00   0.50    1.00    --  -40.45 -77.00-150.00  134
 23  ω    -84.00 -10.00   0.50    1.00    --  -40.45 -77.00 -60.00  148
 24  ω    -83.00 -58.00   0.50    5.00    --  -94.50 -80.00  -5.61   50
 25  ω    -82.00 -57.00   0.50    5.00    --  -94.50 -83.00  20.54   50
 26  ω    -86.00 -61.00   0.50    5.00    --  -94.50 -74.00  41.48   50
 27  ω    -84.00 -58.00   0.50    5.00    --  -94.50 -80.00 -14.78   52
 28  ω    -84.00 -58.00   0.50    5.00    --  -94.50 -80.00  42.07   52
 29  ω    -86.00 -60.00   0.50    5.00    --  -94.50 -77.00  30.00   52
 30  ω    -86.00 -60.00   0.50    5.00    --  -94.50 -77.00   0.00   52
 31  ω    -85.00 -58.00   0.50    5.00    --  -94.50 -80.00 -37.74   54
 32  ω    -82.00 -57.00   0.50    5.00    --  -94.50 -83.00 -88.44   50
 33  ω    -83.00 -58.00   0.50    5.00    --  -94.50 -81.00 -64.35   50
 34  ω    -87.00 -58.00   0.50    5.00    --  -94.50 -80.00 -19.75   58
 35  ω    -86.00 -61.00   0.50    5.00    --  -94.50 -74.00  38.66   50
 36  ω    -86.00 -61.00   0.50    5.00    --  -94.50 -74.00  48.56   50
 37  ω    -85.00 -60.00   0.50    5.00    --  -94.50 -76.00  43.67   50
 38  ω    -87.00 -62.00   0.50    5.00    --  -94.50 -71.00  12.29   50
 39  ω    -93.00 -62.00   0.50    5.00    --  -94.50 -71.00  -1.64   62
 40  ω    -85.00 -60.00   0.50    5.00    --  -94.50 -77.00  23.67   50
 41  ω    -84.00 -59.00   0.50    5.00    --  -94.50 -79.00  16.10   50
 42  ω    -87.00 -62.00   0.50    5.00    --  -94.50 -71.00   9.46   50
 43  ω    -93.00 -63.00   0.50    5.00    --  -94.50 -70.00  39.11   60
 44  ω   -102.00 -60.00   0.50    5.00    --  -94.50 -77.00 -30.00   84
 45  ω    -90.00 -61.00   0.50    5.00    --  -94.50 -77.00 -90.00   58
 46  ω    -90.00 -65.00   0.50    5.00    --  -94.50 -61.00-120.00   50
 47  ω    -85.00 -60.00   0.50    5.00    --  -94.50 -77.00-120.00   50
 48  ω   -103.00 -61.00   0.50    5.00    --  -94.50 -74.00 -89.32   84
 49  ω   -105.00 -59.00   0.50    5.00    --  -94.50 -81.00 -58.85   92
 50  ω   -102.00 -64.00   0.50    5.00    --  -94.50 -66.00-125.49   76
 51  ω   -106.00 -58.00   0.50    5.00    --  -94.50 -81.00 -69.90   96
 52  ω   -110.00 -18.00   0.50    1.00    --  -40.45 -77.00 -90.00  184
 53  ω   -111.00 -85.00   0.50    5.00    --  -94.50 -80.00  -5.61   52
 54  ω   -111.00 -59.00   0.50    5.00    --  -94.50 -78.00 -34.40  104
 55  ω   -125.00 -75.00   0.50    1.00    --  -40.45 -10.00  55.00  100
 56  ω   -129.00 -94.00   0.50    5.00    --  -94.50 -10.00  55.00   70
 57  ω   -123.00 -97.00   0.50    5.00    --  -94.50 -70.00  39.11   52
 58  ω   -131.00-106.00   0.50    5.00    --  -94.50 -77.00   0.00   50
 59  ω   -122.00 -58.00   0.50    5.00    --  -94.50 -82.00 -41.20  128
 60  ω   -163.00-137.00   0.50    5.00    --  -94.50 -83.00 -88.44   52
 61  ω   -164.00-139.00   0.50    5.00    --  -94.50 -80.00  -5.61   50
 62  ω   -169.00-143.00   0.50    5.00    --  -94.50 -78.00 -34.40   52
 63  ω   -171.00-106.00   0.50    5.00    --  -94.50 -83.00  20.54  130
 64  ω   -164.00-138.00   0.50    5.00    --  -94.50 -80.00 -19.75   52
 65  ω   -166.00-140.00   0.50    5.00    --  -94.50 -77.00   0.00   52
 66  ω   -165.00-139.00   0.50    5.00    --  -94.50 -76.00  43.67   52
 67  ω   -168.00-142.00   0.50    5.00    --  -94.50 -71.00  12.29   52
 68  ω   -167.00 -60.00   0.50    5.00    --  -94.50 -77.00 -60.00  214
 69  ω   -122.00 -81.00   0.50    5.00    --  -94.50  61.00  30.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0490074000
_diffrn_orient_matrix_UB_12      -0.0768145000
_diffrn_orient_matrix_UB_13      0.0272813000
_diffrn_orient_matrix_UB_21      0.0552895000
_diffrn_orient_matrix_UB_22      0.0630943000
_diffrn_orient_matrix_UB_23      0.0742813000
_diffrn_orient_matrix_UB_31      -0.2199407000
_diffrn_orient_matrix_UB_32      0.0180764000
_diffrn_orient_matrix_UB_33      0.0082926000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_number_gt                4900
_reflns_number_total             6000
_reflns_odcompleteness_completeness 93.38
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.718
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         6000
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1236
_refine_ls_R_factor_gt           0.1134
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1797P)²+4.5780P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3465
_refine_ls_wR_factor_ref         0.3536
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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 Riding coordinates:
 N1(H1)
2.b Ternary CH refined with riding coordinates:
 C00D(H00D), C00H(H00H), C00J(H00O), C00V(H00V), C010(H010), C013(H013),
 C014(H014), C019(H019), C6(H6), C2(H2), C4(H4)
2.c Secondary CH2 refined with riding coordinates:
 C00I(H00A,H00B), C00K(H00C,H00E), C00M(H00F,H00G), C00O(H00I,H00J), C00Q(H00P,
 H00Q), C00S(H00R,H00S), C00T(H00T,H00U), C00W(H00K,H00L), C12(H12A,H12B),
 C00Y(H00M,H00N), C00Z(H00W,H00X), C8(H8A,H8B), C012(H01A,H01B), C1(H1A,H1B),
 C01C(H01F,H01G), C01D(H01H,H01I), C01E(H01J,H01K), C3(H3A,H3B), C7(H7A,H7B),
 C5(H5A,H5B)
2.d Idealised Me refined as rotating group:
 C016(H01C,H01D,H01E), C01I(H01L,H01M,H01N), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O001 O 0.3822(6) 0.2367(3) 0.0501(2) 0.0716(11) Uani 1 d . . .
O002 O 0.2838(8) 0.5361(3) 0.3133(2) 0.0851(13) Uani 1 d . . .
N003 N 0.0345(7) 0.1245(3) 0.0686(2) 0.0535(11) Uani 1 d . . .
H003 H 0.158(10) 0.129(4) 0.088(3) 0.064 Uiso 1 d . . R
N004 N 0.1717(7) 0.2513(3) -0.0321(2) 0.0603(12) Uani 1 d . . .
N005 N 0.5563(8) 0.5743(3) 0.4296(2) 0.0594(11) Uani 1 d . . .
H005 H 0.419(10) 0.583(4) 0.436(3) 0.071 Uiso 1 d . . R
O1 O -0.3080(7) 0.5816(4) 0.2017(3) 0.0918(15) Uani 1 d . . .
N007 N 0.4984(8) 0.4396(3) 0.2640(2) 0.0684(13) Uani 1 d . . .
N1 N 0.0847(8) 0.6702(3) 0.2740(3) 0.0744(14) Uani 1 d . . .
H1 H -0.0190 0.6572 0.2948 0.089 Uiso 1 d . . R
C009 C -0.1132(7) 0.0989(3) 0.1141(2) 0.0484(12) Uani 1 d . . .
C00A C 0.2144(8) 0.2318(3) 0.0258(3) 0.0541(13) Uani 1 d . . .
O00B O -0.1009(8) 0.2504(5) -0.0983(3) 0.115(2) Uani 1 d . . .
C00C C 0.4503(10) 0.5142(4) 0.3116(3) 0.0624(15) Uani 1 d . . .
C00D C 0.0191(8) 0.2050(4) 0.0540(3) 0.0535(12) Uani 1 d . . .
H00D H -0.0060 0.2516 0.0966 0.064 Uiso 1 calc . . R
C14 C -0.1466(9) 0.5759(4) 0.1763(3) 0.0656(15) Uani 1 d . . .
C00F C 0.6694(8) 0.6403(3) 0.4904(3) 0.0529(12) Uani 1 d . . .
N2 N -0.1122(9) 0.5077(4) 0.1183(3) 0.0799(15) Uani 1 d . . .
C00H C -0.4701(8) 0.0396(4) 0.1240(3) 0.0655(15) Uani 1 d . . .
H00H H -0.6052 0.0243 0.1013 0.079 Uiso 1 calc . . R
C00I C -0.0514(8) 0.0172(4) 0.1231(3) 0.0624(14) Uani 1 d . . .
H00A H 0.0839 0.0307 0.1441 0.075 Uiso 1 calc . . R
H00B H -0.0506 -0.0279 0.0782 0.075 Uiso 1 calc . . R
C00J C 0.6262(9) 0.5603(4) 0.3610(3) 0.0599(14) Uani 1 d . . .
H00O H 0.6746 0.6167 0.3556 0.072 Uiso 1 calc . . R
C00K C -0.1374(8) 0.1962(4) -0.0024(3) 0.0629(14) Uani 1 d . . .
H00C H -0.1896 0.1351 -0.0264 0.076 Uiso 1 calc . . R
H00E H -0.2486 0.2275 0.0169 0.076 Uiso 1 calc . . R
C11 C 0.0475(9) 0.6381(4) 0.2010(3) 0.0644(15) Uani 1 d . . .
C00M C -0.1167(9) 0.1685(4) 0.1849(3) 0.0628(14) Uani 1 d . . .
H00F H -0.1574 0.2210 0.1800 0.075 Uiso 1 calc . . R
H00G H 0.0171 0.1837 0.2073 0.075 Uiso 1 calc . . R
O2 O 0.1515(11) 0.4544(5) 0.0562(3) 0.135(2) Uani 1 d . . .
C00O C -0.3235(8) 0.0751(4) 0.0795(3) 0.0618(14) Uani 1 d . . .
H00I H -0.3219 0.0310 0.0341 0.074 Uiso 1 calc . . R
H00J H -0.3676 0.1265 0.0738 0.074 Uiso 1 calc . . R
O00P O 0.7801(11) 0.3736(4) 0.2329(4) 0.142(3) Uani 1 d . . .
C00Q C 0.5376(10) 0.6447(4) 0.5515(3) 0.0709(16) Uani 1 d . . .
H00P H 0.4115 0.6639 0.5438 0.085 Uiso 1 calc . . R
H00Q H 0.5073 0.5866 0.5547 0.085 Uiso 1 calc . . R
C00R C -0.0292(10) 0.2354(4) -0.0505(3) 0.0725(17) Uani 1 d . . .
C00S C 0.8651(9) 0.6114(4) 0.5044(3) 0.0693(16) Uani 1 d . . .
H00R H 0.9531 0.6097 0.4669 0.083 Uiso 1 calc . . R
H00S H 0.8385 0.5527 0.5066 0.083 Uiso 1 calc . . R
C00T C 0.7831(10) 0.4991(4) 0.3385(3) 0.0756(17) Uani 1 d . . .
H00T H 0.9090 0.5303 0.3310 0.091 Uiso 1 calc . . R
H00U H 0.8073 0.4731 0.3732 0.091 Uiso 1 calc . . R
C9 C 0.1731(9) 0.7633(4) 0.3064(3) 0.0662(15) Uani 1 d . . .
C00V C -0.2638(10) 0.1342(4) 0.2293(3) 0.0703(16) Uani 1 d . . .
H00V H -0.2661 0.1796 0.2747 0.084 Uiso 1 calc . . R
C00W C -0.4049(9) -0.0409(4) 0.1330(3) 0.0722(17) Uani 1 d . . .
H00K H -0.4030 -0.0863 0.0883 0.087 Uiso 1 calc . . R
H00L H -0.4994 -0.0632 0.1606 0.087 Uiso 1 calc . . R
C12 C 0.2017(10) 0.5897(5) 0.1552(4) 0.0806(19) Uani 1 d . . .
H12A H 0.2746 0.6264 0.1322 0.097 Uiso 1 calc . . R
H12B H 0.2975 0.5734 0.1824 0.097 Uiso 1 calc . . R
C00Y C -0.4743(9) 0.1113(5) 0.1938(3) 0.0754(17) Uani 1 d . . .
H00M H -0.5700 0.0912 0.2222 0.090 Uiso 1 calc . . R
H00N H -0.5160 0.1629 0.1876 0.090 Uiso 1 calc . . R
C00Z C 0.7112(11) 0.7325(4) 0.4864(3) 0.0746(17) Uani 1 d . . .
H00W H 0.5854 0.7522 0.4791 0.090 Uiso 1 calc . . R
H00X H 0.7942 0.7318 0.4478 0.090 Uiso 1 calc . . R
C010 C -0.1960(10) -0.0172(4) 0.1685(3) 0.0712(16) Uani 1 d . . .
H010 H -0.1521 -0.0695 0.1739 0.085 Uiso 1 calc . . R
C8 C 0.3661(9) 0.7889(4) 0.2744(3) 0.0709(16) Uani 1 d . . .
H8A H 0.3365 0.7834 0.2268 0.085 Uiso 1 calc . . R
H8B H 0.4626 0.7496 0.2746 0.085 Uiso 1 calc . . R
C012 C -0.1962(10) 0.0529(5) 0.2383(3) 0.0752(18) Uani 1 d . . .
H01A H -0.0620 0.0676 0.2604 0.090 Uiso 1 calc . . R
H01B H -0.2870 0.0317 0.2675 0.090 Uiso 1 calc . . R
C013 C 0.9690(10) 0.6733(5) 0.5718(3) 0.0769(18) Uani 1 d . . .
H013 H 1.0949 0.6529 0.5799 0.092 Uiso 1 calc . . R
C014 C 0.6411(11) 0.7074(5) 0.6188(3) 0.084(2) Uani 1 d . . .
H014 H 0.5538 0.7079 0.6569 0.100 Uiso 1 calc . . R
C1 C 0.2261(11) 0.7741(4) 0.3809(3) 0.0755(17) Uani 1 d . . .
H1A H 0.1059 0.7577 0.4023 0.091 Uiso 1 calc . . R
H1B H 0.3227 0.7353 0.3820 0.091 Uiso 1 calc . . R
C016 C 0.3239(11) 0.2882(5) -0.0687(4) 0.0828(19) Uani 1 d . . .
H01C H 0.3279 0.3507 -0.0536 0.124 Uiso 1 calc . . GR
H01D H 0.2907 0.2638 -0.1175 0.124 Uiso 1 calc . . GR
H01E H 0.4532 0.2743 -0.0593 0.124 Uiso 1 calc . . GR
C13 C 0.0881(13) 0.5107(5) 0.1040(4) 0.089(2) Uani 1 d . . .
C018 C 0.6977(14) 0.4303(4) 0.2729(4) 0.089(2) Uani 1 d . . .
C019 C 0.8215(13) 0.7964(4) 0.5547(4) 0.088(2) Uani 1 d . . .
H019 H 0.8519 0.8553 0.5519 0.106 Uiso 1 calc . . R
C6 C 0.4562(11) 0.8834(5) 0.3154(4) 0.087(2) Uani 1 d . . .
H6 H 0.5798 0.8992 0.2945 0.104 Uiso 1 calc . . R
C2 C 0.3136(12) 0.8673(5) 0.4213(4) 0.085(2) Uani 1 d . . .
H2 H 0.3448 0.8726 0.4692 0.102 Uiso 1 calc . . R
C01C C 1.0151(11) 0.7636(6) 0.5666(4) 0.093(2) Uani 1 d . . .
H01F H 1.1020 0.7616 0.5287 0.112 Uiso 1 calc . . R
H01G H 1.0853 0.8037 0.6089 0.112 Uiso 1 calc . . R
C01D C 0.6782(13) 0.7981(5) 0.6141(4) 0.092(2) Uani 1 d . . .
H01H H 0.7389 0.8398 0.6574 0.111 Uiso 1 calc . . R
H01I H 0.5518 0.8160 0.6049 0.111 Uiso 1 calc . . R
C01E C 0.8356(12) 0.6771(6) 0.6306(4) 0.091(2) Uani 1 d . . .
H01J H 0.9034 0.7172 0.6734 0.109 Uiso 1 calc . . R
H01K H 0.8081 0.6195 0.6349 0.109 Uiso 1 calc . . R
C3 C 0.1628(13) 0.9295(5) 0.4201(4) 0.096(2) Uani 1 d . . .
H3A H 0.0403 0.9149 0.4411 0.116 Uiso 1 calc . . R
H3B H 0.2194 0.9895 0.4461 0.116 Uiso 1 calc . . R
C7 C 0.5044(11) 0.8922(6) 0.3893(4) 0.096(2) Uani 1 d . . .
H7A H 0.5617 0.9521 0.4152 0.115 Uiso 1 calc . . R
H7B H 0.6025 0.8541 0.3907 0.115 Uiso 1 calc . . R
C10 C 0.0210(12) 0.8234(5) 0.3049(4) 0.090(2) Uani 1 d . . .
C01I C 0.3594(15) 0.3810(5) 0.2082(4) 0.106(3) Uani 1 d . . .
H01L H 0.2244 0.3810 0.2236 0.159 Uiso 1 calc . . GR
H01M H 0.3938 0.3227 0.1950 0.159 Uiso 1 calc . . GR
H01N H 0.3684 0.4008 0.1693 0.159 Uiso 1 calc . . GR
C4 C 0.1155(14) 0.9203(5) 0.3452(5) 0.103(3) Uani 1 d . . .
H4 H 0.0185 0.9597 0.3439 0.124 Uiso 1 calc . . R
C5 C 0.3042(15) 0.9442(5) 0.3134(5) 0.111(3) Uani 1 d . . .
H5A H 0.3605 1.0045 0.3386 0.133 Uiso 1 calc . . R
H5B H 0.2741 0.9390 0.2660 0.133 Uiso 1 calc . . R
C15 C -0.2660(16) 0.4394(6) 0.0772(5) 0.128(3) Uani 1 d . . .
H15A H -0.2795 0.3914 0.0944 0.192 Uiso 1 calc . . GR
H15B H -0.2289 0.4194 0.0300 0.192 Uiso 1 calc . . GR
H15C H -0.3919 0.4621 0.0797 0.192 Uiso 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 C00A 1.212(6) . ?
O002 C00C 1.213(8) . ?
N003 H003 0.90(6) . ?
N003 C009 1.481(6) . ?
N003 C00D 1.462(7) . ?
N004 C00A 1.372(7) . ?
N004 C00R 1.365(8) . ?
N004 C016 1.459(7) . ?
N005 H005 0.95(7) . ?
N005 C00F 1.475(7) . ?
N005 C00J 1.444(7) . ?
O1 C14 1.204(7) . ?
N007 C00C 1.361(8) . ?
N007 C018 1.382(10) . ?
N007 C01I 1.458(9) . ?
N1 H1 0.8597 . ?
N1 C11 1.425(8) . ?
N1 C9 1.481(8) . ?
C009 C00I 1.518(8) . ?
C009 C00M 1.521(7) . ?
C009 C00O 1.520(7) . ?
C00A C00D 1.508(7) . ?
O00B C00R 1.205(7) . ?
C00C C00J 1.496(8) . ?
C00D H00D 0.9800 . ?
C00D C00K 1.521(7) . ?
C14 N2 1.377(8) . ?
C14 C11 1.513(9) . ?
C00F C00Q 1.527(8) . ?
C00F C00S 1.510(8) . ?
C00F C00Z 1.528(8) . ?
N2 C13 1.375(10) . ?
N2 C15 1.443(10) . ?
C00H H00H 0.9800 . ?
C00H C00O 1.536(8) . ?
C00H C00W 1.507(9) . ?
C00H C00Y 1.523(9) . ?
C00I H00A 0.9700 . ?
C00I H00B 0.9700 . ?
C00I C010 1.533(8) . ?
C00J H00O 0.9800 . ?
C00J C00T 1.513(9) . ?
C00K H00C 0.9700 . ?
C00K H00E 0.9700 . ?
C00K C00R 1.493(8) . ?
C11 C12 1.518(9) . ?
C00M H00F 0.9700 . ?
C00M H00G 0.9700 . ?
C00M C00V 1.527(8) . ?
O2 C13 1.220(9) . ?
C00O H00I 0.9700 . ?
C00O H00J 0.9700 . ?
O00P C018 1.211(9) . ?
C00Q H00P 0.9700 . ?
C00Q H00Q 0.9700 . ?
C00Q C014 1.518(9) . ?
C00S H00R 0.9700 . ?
C00S H00S 0.9700 . ?
C00S C013 1.515(9) . ?
C00T H00T 0.9700 . ?
C00T H00U 0.9700 . ?
C00T C018 1.490(9) . ?
C9 C8 1.528(8) . ?
C9 C1 1.521(9) . ?
C9 C10 1.512(10) . ?
C00V H00V 0.9800 . ?
C00V C00Y 1.528(9) . ?
C00V C012 1.527(10) . ?
C00W H00K 0.9700 . ?
C00W H00L 0.9700 . ?
C00W C010 1.518(9) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.476(10) . ?
C00Y H00M 0.9700 . ?
C00Y H00N 0.9700 . ?
C00Z H00W 0.9700 . ?
C00Z H00X 0.9700 . ?
C00Z C019 1.555(9) . ?
C010 H010 0.9800 . ?
C010 C012 1.508(9) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C6 1.530(10) . ?
C012 H01A 0.9700 . ?
C012 H01B 0.9700 . ?
C013 H013 0.9800 . ?
C013 C01C 1.510(11) . ?
C013 C01E 1.498(10) . ?
C014 H014 0.9800 . ?
C014 C01D 1.509(10) . ?
C014 C01E 1.501(11) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.506(10) . ?
C016 H01C 0.9600 . ?
C016 H01D 0.9600 . ?
C016 H01E 0.9600 . ?
C019 H019 0.9800 . ?
C019 C01C 1.517(11) . ?
C019 C01D 1.553(11) . ?
C6 H6 0.9800 . ?
C6 C7 1.510(11) . ?
C6 C5 1.523(11) . ?
C2 H2 0.9800 . ?
C2 C3 1.530(11) . ?
C2 C7 1.513(10) . ?
C01C H01F 0.9700 . ?
C01C H01G 0.9700 . ?
C01D H01H 0.9700 . ?
C01D H01I 0.9700 . ?
C01E H01J 0.9700 . ?
C01E H01K 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.526(12) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C10 C4 1.565(12) . ?
C01I H01L 0.9600 . ?
C01I H01M 0.9600 . ?
C01I H01N 0.9600 . ?
C4 H4 0.9800 . ?
C4 C5 1.494(12) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 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
C009 N003 H003 107(4) . . ?
C00D N003 H003 108(4) . . ?
C00D N003 C009 118.3(4) . . ?
C00A N004 C016 123.6(5) . . ?
C00R N004 C00A 112.9(5) . . ?
C00R N004 C016 123.4(5) . . ?
C00F N005 H005 106(4) . . ?
C00J N005 H005 116(4) . . ?
C00J N005 C00F 120.8(4) . . ?
C00C N007 C018 111.4(5) . . ?
C00C N007 C01I 123.5(6) . . ?
C018 N007 C01I 125.0(6) . . ?
C11 N1 H1 111.6 . . ?
C11 N1 C9 117.2(5) . . ?
C9 N1 H1 111.5 . . ?
N003 C009 C00I 106.1(4) . . ?
N003 C009 C00M 113.8(4) . . ?
N003 C009 C00O 110.6(4) . . ?
C00I C009 C00M 108.7(4) . . ?
C00I C009 C00O 108.0(4) . . ?
C00O C009 C00M 109.4(4) . . ?
O001 C00A N004 125.0(5) . . ?
O001 C00A C00D 126.2(5) . . ?
N004 C00A C00D 108.7(4) . . ?
O002 C00C N007 122.9(6) . . ?
O002 C00C C00J 126.7(5) . . ?
N007 C00C C00J 110.4(5) . . ?
N003 C00D C00A 108.6(4) . . ?
N003 C00D H00D 109.8 . . ?
N003 C00D C00K 115.2(5) . . ?
C00A C00D H00D 109.8 . . ?
C00A C00D C00K 103.3(4) . . ?
C00K C00D H00D 109.8 . . ?
O1 C14 N2 123.3(6) . . ?
O1 C14 C11 127.8(6) . . ?
N2 C14 C11 109.0(5) . . ?
N005 C00F C00Q 105.7(4) . . ?
N005 C00F C00S 110.9(5) . . ?
N005 C00F C00Z 114.7(4) . . ?
C00Q C00F C00Z 107.8(5) . . ?
C00S C00F C00Q 107.9(5) . . ?
C00S C00F C00Z 109.5(5) . . ?
C14 N2 C15 124.7(7) . . ?
C13 N2 C14 112.2(6) . . ?
C13 N2 C15 123.1(7) . . ?
C00O C00H H00H 109.2 . . ?
C00W C00H H00H 109.2 . . ?
C00W C00H C00O 110.5(5) . . ?
C00W C00H C00Y 110.4(5) . . ?
C00Y C00H H00H 109.2 . . ?
C00Y C00H C00O 108.4(5) . . ?
C009 C00I H00A 109.4 . . ?
C009 C00I H00B 109.4 . . ?
C009 C00I C010 111.2(5) . . ?
H00A C00I H00B 108.0 . . ?
C010 C00I H00A 109.4 . . ?
C010 C00I H00B 109.4 . . ?
N005 C00J C00C 106.8(5) . . ?
N005 C00J H00O 110.0 . . ?
N005 C00J C00T 116.1(5) . . ?
C00C C00J H00O 110.0 . . ?
C00C C00J C00T 103.4(5) . . ?
C00T C00J H00O 110.0 . . ?
C00D C00K H00C 110.7 . . ?
C00D C00K H00E 110.7 . . ?
H00C C00K H00E 108.8 . . ?
C00R C00K C00D 105.3(5) . . ?
C00R C00K H00C 110.7 . . ?
C00R C00K H00E 110.7 . . ?
N1 C11 C14 114.3(5) . . ?
N1 C11 C12 119.2(5) . . ?
C14 C11 C12 103.1(5) . . ?
C009 C00M H00F 109.7 . . ?
C009 C00M H00G 109.7 . . ?
C009 C00M C00V 110.0(4) . . ?
H00F C00M H00G 108.2 . . ?
C00V C00M H00F 109.7 . . ?
C00V C00M H00G 109.7 . . ?
C009 C00O C00H 109.7(4) . . ?
C009 C00O H00I 109.7 . . ?
C009 C00O H00J 109.7 . . ?
C00H C00O H00I 109.7 . . ?
C00H C00O H00J 109.7 . . ?
H00I C00O H00J 108.2 . . ?
C00F C00Q H00P 109.3 . . ?
C00F C00Q H00Q 109.3 . . ?
H00P C00Q H00Q 108.0 . . ?
C014 C00Q C00F 111.5(5) . . ?
C014 C00Q H00P 109.3 . . ?
C014 C00Q H00Q 109.3 . . ?
N004 C00R C00K 108.3(5) . . ?
O00B C00R N004 124.1(6) . . ?
O00B C00R C00K 127.5(6) . . ?
C00F C00S H00R 109.4 . . ?
C00F C00S H00S 109.4 . . ?
C00F C00S C013 111.0(5) . . ?
H00R C00S H00S 108.0 . . ?
C013 C00S H00R 109.4 . . ?
C013 C00S H00S 109.4 . . ?
C00J C00T H00T 110.6 . . ?
C00J C00T H00U 110.6 . . ?
H00T C00T H00U 108.8 . . ?
C018 C00T C00J 105.5(6) . . ?
C018 C00T H00T 110.6 . . ?
C018 C00T H00U 110.6 . . ?
N1 C9 C8 113.9(5) . . ?
N1 C9 C1 105.1(5) . . ?
N1 C9 C10 110.8(5) . . ?
C1 C9 C8 107.8(5) . . ?
C10 C9 C8 109.7(6) . . ?
C10 C9 C1 109.2(5) . . ?
C00M C00V H00V 109.4 . . ?
C00M C00V C00Y 109.1(5) . . ?
C00M C00V C012 109.4(5) . . ?
C00Y C00V H00V 109.4 . . ?
C012 C00V H00V 109.4 . . ?
C012 C00V C00Y 110.1(5) . . ?
C00H C00W H00K 109.8 . . ?
C00H C00W H00L 109.8 . . ?
C00H C00W C010 109.3(5) . . ?
H00K C00W H00L 108.3 . . ?
C010 C00W H00K 109.8 . . ?
C010 C00W H00L 109.8 . . ?
C11 C12 H12A 110.4 . . ?
C11 C12 H12B 110.4 . . ?
H12A C12 H12B 108.6 . . ?
C13 C12 C11 106.5(6) . . ?
C13 C12 H12A 110.4 . . ?
C13 C12 H12B 110.4 . . ?
C00H C00Y C00V 109.0(5) . . ?
C00H C00Y H00M 109.9 . . ?
C00H C00Y H00N 109.9 . . ?
C00V C00Y H00M 109.9 . . ?
C00V C00Y H00N 109.9 . . ?
H00M C00Y H00N 108.3 . . ?
C00F C00Z H00W 109.8 . . ?
C00F C00Z H00X 109.8 . . ?
C00F C00Z C019 109.5(5) . . ?
H00W C00Z H00X 108.2 . . ?
C019 C00Z H00W 109.8 . . ?
C019 C00Z H00X 109.8 . . ?
C00I C010 H010 109.6 . . ?
C00W C010 C00I 108.2(5) . . ?
C00W C010 H010 109.6 . . ?
C012 C010 C00I 109.2(5) . . ?
C012 C010 C00W 110.6(6) . . ?
C012 C010 H010 109.6 . . ?
C9 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
C9 C8 C6 110.1(5) . . ?
H8A C8 H8B 108.2 . . ?
C6 C8 H8A 109.7 . . ?
C6 C8 H8B 109.7 . . ?
C00V C012 H01A 109.9 . . ?
C00V C012 H01B 109.9 . . ?
C010 C012 C00V 109.1(5) . . ?
C010 C012 H01A 109.9 . . ?
C010 C012 H01B 109.9 . . ?
H01A C012 H01B 108.3 . . ?
C00S C013 H013 109.5 . . ?
C01C C013 C00S 108.6(5) . . ?
C01C C013 H013 109.5 . . ?
C01E C013 C00S 110.4(6) . . ?
C01E C013 H013 109.5 . . ?
C01E C013 C01C 109.3(7) . . ?
C00Q C014 H014 109.4 . . ?
C01D C014 C00Q 108.6(6) . . ?
C01D C014 H014 109.4 . . ?
C01E C014 C00Q 109.1(6) . . ?
C01E C014 H014 109.4 . . ?
C01E C014 C01D 110.9(7) . . ?
C9 C1 H1A 109.4 . . ?
C9 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C2 C1 C9 111.1(5) . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
N004 C016 H01C 109.5 . . ?
N004 C016 H01D 109.5 . . ?
N004 C016 H01E 109.5 . . ?
H01C C016 H01D 109.5 . . ?
H01C C016 H01E 109.5 . . ?
H01D C016 H01E 109.5 . . ?
N2 C13 C12 108.7(6) . . ?
O2 C13 N2 122.6(8) . . ?
O2 C13 C12 128.7(8) . . ?
N007 C018 C00T 108.4(6) . . ?
O00P C018 N007 123.4(7) . . ?
O00P C018 C00T 128.3(8) . . ?
C00Z C019 H019 109.9 . . ?
C01C C019 C00Z 109.3(6) . . ?
C01C C019 H019 109.9 . . ?
C01C C019 C01D 110.4(6) . . ?
C01D C019 C00Z 107.5(6) . . ?
C01D C019 H019 109.9 . . ?
C8 C6 H6 109.5 . . ?
C7 C6 C8 109.9(6) . . ?
C7 C6 H6 109.5 . . ?
C7 C6 C5 109.7(7) . . ?
C5 C6 C8 108.9(7) . . ?
C5 C6 H6 109.5 . . ?
C1 C2 H2 109.4 . . ?
C1 C2 C3 110.1(6) . . ?
C1 C2 C7 109.5(6) . . ?
C3 C2 H2 109.4 . . ?
C7 C2 H2 109.4 . . ?
C7 C2 C3 109.0(7) . . ?
C013 C01C C019 110.1(6) . . ?
C013 C01C H01F 109.6 . . ?
C013 C01C H01G 109.6 . . ?
C019 C01C H01F 109.6 . . ?
C019 C01C H01G 109.6 . . ?
H01F C01C H01G 108.2 . . ?
C014 C01D C019 108.5(6) . . ?
C014 C01D H01H 110.0 . . ?
C014 C01D H01I 110.0 . . ?
C019 C01D H01H 110.0 . . ?
C019 C01D H01I 110.0 . . ?
H01H C01D H01I 108.4 . . ?
C013 C01E C014 110.3(6) . . ?
C013 C01E H01J 109.6 . . ?
C013 C01E H01K 109.6 . . ?
C014 C01E H01J 109.6 . . ?
C014 C01E H01K 109.6 . . ?
H01J C01E H01K 108.1 . . ?
C2 C3 H3A 109.9 . . ?
C2 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
C4 C3 C2 108.7(6) . . ?
C4 C3 H3A 109.9 . . ?
C4 C3 H3B 109.9 . . ?
C6 C7 C2 109.3(6) . . ?
C6 C7 H7A 109.8 . . ?
C6 C7 H7B 109.8 . . ?
C2 C7 H7A 109.8 . . ?
C2 C7 H7B 109.8 . . ?
H7A C7 H7B 108.3 . . ?
C9 C10 C4 108.8(6) . . ?
N007 C01I H01L 109.5 . . ?
N007 C01I H01M 109.5 . . ?
N007 C01I H01N 109.5 . . ?
H01L C01I H01M 109.5 . . ?
H01L C01I H01N 109.5 . . ?
H01M C01I H01N 109.5 . . ?
C3 C4 C10 108.7(7) . . ?
C3 C4 H4 109.3 . . ?
C10 C4 H4 109.3 . . ?
C5 C4 C3 109.7(8) . . ?
C5 C4 C10 110.6(7) . . ?
C5 C4 H4 109.3 . . ?
C6 C5 H5A 109.7 . . ?
C6 C5 H5B 109.7 . . ?
C4 C5 C6 109.6(6) . . ?
C4 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.483
_oxdiff_exptl_absorpt_empirical_full_min 0.570
####################################################################### 
# 
# 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_wz
_database_code_depnum_ccdc_archive 'CCDC 2016104'
loop_
_audit_author_name
_audit_author_address
'hangxing wang'
;hubei university
China
;
_audit_update_record             
;
2020-07-13 deposited with the CCDC.	2020-11-10 downloaded from the CCDC.
;
_audit_creation_date             2019-12-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C15 H20 N2 O2)'
_chemical_formula_sum            'C30 H40 N4 O4'
_chemical_formula_weight         520.66
_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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.6504(2)
_cell_length_b                   9.88430(10)
_cell_length_c                   21.2340(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.5550(10)
_cell_angle_gamma                90.00
_cell_volume                     2654.13(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14416
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.0510
_cell_measurement_theta_min      4.0190
_exptl_absorpt_coefficient_mu    0.698
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90877
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.34b (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            29368
_diffrn_reflns_theta_full        67.49
_diffrn_reflns_theta_max         67.49
_diffrn_reflns_theta_min         4.02
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    103.00 145.00   0.50    0.90    --  112.45 111.00 -63.00   84
  2  ω    100.00 177.00   0.50    0.90    --  112.45 111.00 -30.00  154
  3  ω    118.00 168.00   0.50    0.90    --  112.45 111.00  30.00  100
  4  ω     60.00 143.00   0.50    0.90    --  112.45 178.00  90.00  166
  5  ω     61.00 149.00   0.50    0.90    --  112.45 178.00 150.00  176
  6  ω     80.00 121.00   0.50    0.17    --   37.97 178.00 150.00   82
  7  ω    -51.00 -26.00   0.50    0.05    --    0.00 111.00 -63.00   50
  8  ω     64.00 115.00   0.50    0.17    --   37.97 178.00   0.00  102
  9  ω     67.00 102.00   0.50    0.17    --   37.97 178.00 -30.00   70
 10  ω     81.00 126.00   0.50    0.17    --   37.97 178.00-120.00   90
 11  ω   -132.00 -92.00   0.50    0.90    --  -98.50  30.00 150.00   80
 12  ω   -128.00 -39.00   0.50    0.90    --  -98.50 178.00 120.00  178
 13  ω    -83.00 -17.00   0.50    0.90    --  -98.50 111.00  60.00  132
 14  ω    -57.00 -16.00   0.50    0.90    --  -98.50 111.00   0.00   82
 15  ω    -76.00 -51.00   0.50    0.90    --  -98.50 111.00 -63.00   50
 16  ω    -89.00 -48.00   0.50    0.90    --  -98.50 111.00-120.00   82
 17  ω    -66.00 -16.00   0.50    0.90    --  -98.50 111.00 -90.00  100
 18  ω    -72.00 -31.00   0.50    0.90    --  -98.50  30.00 150.00   82
 19  ω    -49.00 -22.00   0.50    0.17    --  -37.97 111.00 -63.00   54
 20  ω      8.00  93.00   0.50    0.17    --   37.97  57.00  30.00  170
 21  ω     31.00  57.00   0.50    0.17    --   37.97-111.00-157.00   52
 22  ω     86.00 114.00   0.50    0.90    --  112.45-111.00  30.00   56
 23  ω     49.00  74.00   0.50    0.90    --  112.45-111.00  30.00   50
 24  ω     76.00 108.00   0.50    0.90    --  112.45 -94.00-120.00   64
 25  ω     63.00 110.00   0.50    0.90    --  112.45-111.00-157.00   94
 26  ω     69.00 106.00   0.50    0.90    --  112.45-111.00-180.00   74
 27  ω     31.00  64.00   0.50    0.90    --  112.45-111.00-180.00   66
 28  ω     37.00  62.00   0.50    0.90    --  112.45 -94.00-120.00   50
 29  ω   -118.00 -80.00   0.50    0.90    --  -98.50-111.00-157.00   76
 30  ω   -129.00-103.00   0.50    0.90    --  -98.50 -45.00 -60.00   52
 31  ω   -122.00  42.00   0.50    0.17    --  -37.97 -19.00  30.00  328
 32  ω     89.00 151.00   0.50    0.90    --  112.45 -77.00  30.00  124
 33  ω     43.00  68.00   0.50    0.90    --  112.45 -77.00  30.00   50
 34  ω     39.00  86.00   0.50    0.90    --  112.45 -61.00  60.00   94
 35  ω   -150.00 -66.00   0.50    0.90    --  -98.50 -61.00 -90.00  168
 36  ω   -171.00-143.00   0.50    0.90    --  -98.50 -45.00 -60.00   56
 37  ω   -166.00 -69.00   0.50    0.90    --  -98.50 -45.00 -30.00  194
 38  ω   -101.00 -66.00   0.50    0.90    --  -98.50 -45.00 -60.00   70
 39  ω     69.00 162.00   0.50    0.90    --  112.45 -30.00 150.00  186
 40  ω     85.00 121.00   0.50    0.90    --  112.45-134.00 -33.00   72
 41  ω    -75.00 -49.00   0.50    0.17    --  -37.97 -77.00-150.00   52
 42  ω    -24.00  37.00   0.50    0.17    --  -37.97  37.00 -30.00  122
 43  ω    -93.00 -47.00   0.50    0.17    --  -37.97 134.00  33.00   92
 44  ω   -113.00 -87.00   0.50    0.17    --  -37.97 -77.00-150.00   52
 45  ω     32.00 114.00   0.50    0.17    --   37.97  37.00 -90.00  164
 46  ω      3.00  28.00   0.50    0.17    --   37.97  37.00 -90.00   50
 47  ω     85.00 116.00   0.50    0.90    --  112.45 -45.00  90.00   62
 48  ω     80.00 106.00   0.50    0.90    --  112.45-111.00 150.00   52
 49  ω     38.00  64.00   0.50    0.90    --  112.45 -45.00  90.00   52
 50  ω     34.00  60.00   0.50    0.90    --  112.45-111.00 150.00   52
 51  ω    109.00 135.00   0.50    0.90    --  112.45 -45.00 -60.00   52
 52  ω    143.00 169.00   0.50    0.90    --  112.45 111.00  60.00   52
 53  ω    121.00 147.00   0.50    0.90    --  112.45 111.00-150.00   52
 54  ω     64.00  93.00   0.50    0.90    --  112.45 178.00 -60.00   58
 55  ω     69.00 103.00   0.50    0.90    --  112.45 -94.00  30.00   68
 56  ω     34.00  90.00   0.50    0.90    --  112.45 -45.00 -60.00  112
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1120855000
_diffrn_orient_matrix_UB_12      -0.0101971000
_diffrn_orient_matrix_UB_13      0.0298524000
_diffrn_orient_matrix_UB_21      -0.0452539000
_diffrn_orient_matrix_UB_22      0.0262610000
_diffrn_orient_matrix_UB_23      0.0655006000
_diffrn_orient_matrix_UB_31      -0.0151887000
_diffrn_orient_matrix_UB_32      -0.1533029000
_diffrn_orient_matrix_UB_33      0.0092335000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_number_gt                4255
_reflns_number_total             4772
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.571
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         4772
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0580
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1090P)²+0.8912P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1790
_refine_ls_wR_factor_ref         0.1848
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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 Ternary CH refined with riding coordinates:
 C10(H10), C14(H14), C12(H12), C27(H27), C29(H29), C25(H25)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C6(H6A,H6B), C13(H13A,H13B), C9(H9A,H9B), C22(H22A,H22B),
 C11(H11A,H11B), C15(H15A,H15B), C24(H24A,H24B), C23(H23A,H23B), C28(H28A,H28B),
  C26(H26A,H26B), C30(H30A,H30B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N4(H4), C3(H3), C18(H18)
2.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O2 O 0.70392(12) 0.26392(16) 0.40356(7) 0.0621(4) Uani 1 d . . .
O4 O 0.56495(13) 0.53105(19) 0.13519(7) 0.0679(5) Uani 1 d . . .
N3 N 0.48586(13) 0.51158(16) 0.23154(8) 0.0468(4) Uani 1 d . . .
N2 N 0.50079(12) 0.26740(15) 0.45668(7) 0.0441(4) Uani 1 d . . .
H2 H 0.5100 0.2786 0.4170 0.053 Uiso 1 calc . . R
N1 N 0.76921(12) 0.24867(15) 0.50592(9) 0.0499(4) Uani 1 d . . .
O1 O 0.77494(14) 0.23316(19) 0.61434(8) 0.0746(5) Uani 1 d . . .
O3 O 0.46655(15) 0.4876(2) 0.33850(8) 0.0778(5) Uani 1 d . . .
N4 N 0.76043(13) 0.51606(16) 0.20433(7) 0.0486(4) Uani 1 d . . .
H4 H 0.7572 0.5198 0.1639 0.058 Uiso 1 calc . . R
C8 C 0.39083(13) 0.26058(16) 0.47707(8) 0.0370(4) Uani 1 d . . .
C19 C 0.66848(15) 0.51304(16) 0.23401(9) 0.0418(4) Uani 1 d . . .
C4 C 0.58815(14) 0.25801(16) 0.49350(9) 0.0397(4) Uani 1 d . . .
C20 C 0.56851(17) 0.52071(18) 0.19178(9) 0.0477(5) Uani 1 d . . .
C7 C 0.37087(14) 0.12588(17) 0.51030(8) 0.0409(4) Uani 1 d . . .
H7A H 0.4170 0.1183 0.5474 0.049 Uiso 1 calc . . R
H7B H 0.3863 0.0514 0.4823 0.049 Uiso 1 calc . . R
C6 C 0.36538(14) 0.37941(17) 0.52068(8) 0.0420(4) Uani 1 d . . .
H6A H 0.4111 0.3762 0.5581 0.050 Uiso 1 calc . . R
H6B H 0.3777 0.4643 0.4992 0.050 Uiso 1 calc . . R
C3 C 0.60902(16) 0.24674(18) 0.55579(9) 0.0460(4) Uani 1 d . . .
H3 H 0.5590 0.2431 0.5870 0.055 Uiso 1 calc . . R
C21 C 0.86662(15) 0.51363(17) 0.23438(8) 0.0415(4) Uani 1 d . . .
C10 C 0.20287(15) 0.26068(19) 0.43661(9) 0.0469(5) Uani 1 d . . .
H10 H 0.1572 0.2660 0.3987 0.056 Uiso 1 calc . . R
C5 C 0.69265(15) 0.25811(17) 0.46026(10) 0.0447(4) Uani 1 d . . .
C14 C 0.25497(15) 0.11881(18) 0.52949(9) 0.0455(4) Uani 1 d . . .
H14 H 0.2425 0.0332 0.5514 0.055 Uiso 1 calc . . R
C2 C 0.72265(16) 0.24118(18) 0.56589(10) 0.0494(5) Uani 1 d . . .
C12 C 0.24944(14) 0.37065(18) 0.53945(9) 0.0456(4) Uani 1 d . . .
H12 H 0.2333 0.4459 0.5677 0.055 Uiso 1 calc . . R
C13 C 0.23068(16) 0.2368(2) 0.57326(9) 0.0495(5) Uani 1 d . . .
H13A H 0.1577 0.2317 0.5859 0.059 Uiso 1 calc . . R
H13B H 0.2758 0.2317 0.6109 0.059 Uiso 1 calc . . R
C17 C 0.52529(17) 0.49884(19) 0.29408(10) 0.0502(5) Uani 1 d . . .
C9 C 0.31878(15) 0.2688(2) 0.41815(8) 0.0459(4) Uani 1 d . . .
H9A H 0.3348 0.1950 0.3899 0.055 Uiso 1 calc . . R
H9B H 0.3312 0.3533 0.3963 0.055 Uiso 1 calc . . R
C22 C 0.88566(15) 0.64179(18) 0.27288(9) 0.0474(4) Uani 1 d . . .
H22A H 0.8344 0.6475 0.3059 0.057 Uiso 1 calc . . R
H22B H 0.8770 0.7205 0.2460 0.057 Uiso 1 calc . . R
C18 C 0.63852(16) 0.50199(19) 0.29351(9) 0.0482(5) Uani 1 d . . .
H18 H 0.6836 0.4971 0.3288 0.058 Uiso 1 calc . . R
C11 C 0.17839(15) 0.37911(19) 0.48048(10) 0.0507(5) Uani 1 d . . .
H11A H 0.1904 0.4641 0.4590 0.061 Uiso 1 calc . . R
H11B H 0.1048 0.3757 0.4921 0.061 Uiso 1 calc . . R
C15 C 0.18310(15) 0.12688(19) 0.47071(10) 0.0506(5) Uani 1 d . . .
H15A H 0.1097 0.1215 0.4825 0.061 Uiso 1 calc . . R
H15B H 0.1976 0.0516 0.4429 0.061 Uiso 1 calc . . R
C24 C 0.88097(15) 0.38744(19) 0.27583(9) 0.0496(5) Uani 1 d . . .
H24A H 0.8699 0.3066 0.2506 0.059 Uiso 1 calc . . R
H24B H 0.8295 0.3879 0.3089 0.059 Uiso 1 calc . . R
C27 C 1.05937(17) 0.5061(2) 0.21053(10) 0.0539(5) Uani 1 d . . .
H27 H 1.1104 0.5026 0.1767 0.065 Uiso 1 calc . . R
C29 C 0.99822(17) 0.6398(2) 0.30222(10) 0.0544(5) Uani 1 d . . .
H29 H 1.0100 0.7215 0.3276 0.065 Uiso 1 calc . . R
C23 C 0.94785(17) 0.5071(2) 0.18240(9) 0.0524(5) Uani 1 d . . .
H23A H 0.9363 0.4260 0.1575 0.063 Uiso 1 calc . . R
H23B H 0.9390 0.5847 0.1548 0.063 Uiso 1 calc . . R
C28 C 1.07808(17) 0.6342(2) 0.25005(11) 0.0592(5) Uani 1 d . . .
H28A H 1.1493 0.6333 0.2682 0.071 Uiso 1 calc . . R
H28B H 1.0706 0.7136 0.2235 0.071 Uiso 1 calc . . R
C25 C 0.99372(16) 0.3869(2) 0.30525(10) 0.0559(5) Uani 1 d . . .
H25 H 1.0026 0.3076 0.3326 0.067 Uiso 1 calc . . R
C26 C 1.07376(17) 0.3814(2) 0.25358(12) 0.0611(6) Uani 1 d . . .
H26A H 1.0638 0.2993 0.2291 0.073 Uiso 1 calc . . R
H26B H 1.1448 0.3804 0.2720 0.073 Uiso 1 calc . . R
C30 C 1.01120(19) 0.5149(2) 0.34388(11) 0.0610(6) Uani 1 d . . .
H30A H 1.0817 0.5138 0.3630 0.073 Uiso 1 calc . . R
H30B H 0.9606 0.5182 0.3774 0.073 Uiso 1 calc . . R
C16 C 0.37534(18) 0.5112(2) 0.21301(12) 0.0625(6) Uani 1 d . . .
H16A H 0.3586 0.5928 0.1904 0.094 Uiso 1 calc . . GR
H16B H 0.3332 0.5059 0.2499 0.094 Uiso 1 calc . . GR
H16C H 0.3606 0.4345 0.1864 0.094 Uiso 1 calc . . GR
C1 C 0.88207(17) 0.2426(2) 0.49552(15) 0.0688(7) Uani 1 d . . .
H1A H 0.8964 0.1717 0.4660 0.103 Uiso 1 calc . . GR
H1B H 0.9190 0.2245 0.5347 0.103 Uiso 1 calc . . GR
H1C H 0.9054 0.3275 0.4789 0.103 Uiso 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
O2 C5 1.218(3) . ?
O4 C20 1.205(2) . ?
N3 C20 1.365(3) . ?
N3 C17 1.411(3) . ?
N3 C16 1.442(3) . ?
N2 H2 0.8600 . ?
N2 C8 1.470(2) . ?
N2 C4 1.340(2) . ?
N1 C5 1.355(3) . ?
N1 C2 1.419(3) . ?
N1 C1 1.452(3) . ?
O1 C2 1.211(3) . ?
O3 C17 1.222(3) . ?
N4 H4 0.8600 . ?
N4 C19 1.338(3) . ?
N4 C21 1.472(2) . ?
C8 C7 1.531(2) . ?
C8 C6 1.535(2) . ?
C8 C9 1.530(2) . ?
C19 C20 1.532(3) . ?
C19 C18 1.333(3) . ?
C4 C3 1.346(3) . ?
C4 C5 1.515(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C14 1.534(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C12 1.533(2) . ?
C3 H3 0.9300 . ?
C3 C2 1.449(3) . ?
C21 C22 1.523(2) . ?
C21 C24 1.534(2) . ?
C21 C23 1.530(3) . ?
C10 H10 0.9800 . ?
C10 C9 1.530(3) . ?
C10 C11 1.533(3) . ?
C10 C15 1.532(3) . ?
C14 H14 0.9800 . ?
C14 C13 1.528(3) . ?
C14 C15 1.526(3) . ?
C12 H12 0.9800 . ?
C12 C13 1.527(3) . ?
C12 C11 1.524(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C17 C18 1.433(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C29 1.539(3) . ?
C18 H18 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.541(3) . ?
C27 H27 0.9800 . ?
C27 C23 1.517(3) . ?
C27 C28 1.533(3) . ?
C27 C26 1.543(3) . ?
C29 H29 0.9800 . ?
C29 C28 1.520(3) . ?
C29 C30 1.525(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C25 H25 0.9800 . ?
C25 C26 1.514(3) . ?
C25 C30 1.521(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 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
C20 N3 C17 109.32(16) . . ?
C20 N3 C16 125.79(18) . . ?
C17 N3 C16 124.87(19) . . ?
C8 N2 H2 116.7 . . ?
C4 N2 H2 116.7 . . ?
C4 N2 C8 126.68(15) . . ?
C5 N1 C2 109.85(16) . . ?
C5 N1 C1 125.5(2) . . ?
C2 N1 C1 124.62(19) . . ?
C19 N4 H4 116.9 . . ?
C19 N4 C21 126.17(16) . . ?
C21 N4 H4 116.9 . . ?
N2 C8 C7 110.18(13) . . ?
N2 C8 C6 110.99(14) . . ?
N2 C8 C9 107.71(14) . . ?
C7 C8 C6 110.33(14) . . ?
C9 C8 C7 108.74(14) . . ?
C9 C8 C6 108.81(14) . . ?
N4 C19 C20 115.94(16) . . ?
C18 C19 N4 136.15(18) . . ?
C18 C19 C20 107.90(17) . . ?
N2 C4 C3 135.71(18) . . ?
N2 C4 C5 116.39(16) . . ?
C3 C4 C5 107.90(16) . . ?
O4 C20 N3 127.9(2) . . ?
O4 C20 C19 126.55(19) . . ?
N3 C20 C19 105.59(16) . . ?
C8 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
C8 C7 C14 109.44(14) . . ?
H7A C7 H7B 108.2 . . ?
C14 C7 H7A 109.8 . . ?
C14 C7 H7B 109.8 . . ?
C8 C6 H6A 109.8 . . ?
C8 C6 H6B 109.8 . . ?
H6A C6 H6B 108.3 . . ?
C12 C6 C8 109.35(14) . . ?
C12 C6 H6A 109.8 . . ?
C12 C6 H6B 109.8 . . ?
C4 C3 H3 125.8 . . ?
C4 C3 C2 108.41(18) . . ?
C2 C3 H3 125.8 . . ?
N4 C21 C22 110.39(14) . . ?
N4 C21 C24 110.76(15) . . ?
N4 C21 C23 108.11(15) . . ?
C22 C21 C24 110.71(15) . . ?
C22 C21 C23 108.82(15) . . ?
C23 C21 C24 107.96(15) . . ?
C9 C10 H10 109.5 . . ?
C9 C10 C11 109.04(15) . . ?
C9 C10 C15 109.67(15) . . ?
C11 C10 H10 109.5 . . ?
C15 C10 H10 109.5 . . ?
C15 C10 C11 109.50(16) . . ?
O2 C5 N1 127.60(19) . . ?
O2 C5 C4 125.99(19) . . ?
N1 C5 C4 106.40(16) . . ?
C7 C14 H14 109.4 . . ?
C13 C14 C7 109.65(15) . . ?
C13 C14 H14 109.4 . . ?
C15 C14 C7 109.44(15) . . ?
C15 C14 H14 109.4 . . ?
C15 C14 C13 109.41(16) . . ?
N1 C2 C3 107.43(17) . . ?
O1 C2 N1 122.4(2) . . ?
O1 C2 C3 130.2(2) . . ?
C6 C12 H12 109.4 . . ?
C13 C12 C6 109.47(15) . . ?
C13 C12 H12 109.4 . . ?
C11 C12 C6 109.31(15) . . ?
C11 C12 H12 109.4 . . ?
C11 C12 C13 109.77(16) . . ?
C14 C13 H13A 109.7 . . ?
C14 C13 H13B 109.7 . . ?
C12 C13 C14 109.82(15) . . ?
C12 C13 H13A 109.7 . . ?
C12 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
N3 C17 C18 108.53(17) . . ?
O3 C17 N3 121.9(2) . . ?
O3 C17 C18 129.6(2) . . ?
C8 C9 C10 109.96(14) . . ?
C8 C9 H9A 109.7 . . ?
C8 C9 H9B 109.7 . . ?
C10 C9 H9A 109.7 . . ?
C10 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
C21 C22 H22A 109.7 . . ?
C21 C22 H22B 109.7 . . ?
C21 C22 C29 109.74(15) . . ?
H22A C22 H22B 108.2 . . ?
C29 C22 H22A 109.7 . . ?
C29 C22 H22B 109.7 . . ?
C19 C18 C17 108.64(18) . . ?
C19 C18 H18 125.7 . . ?
C17 C18 H18 125.7 . . ?
C10 C11 H11A 109.8 . . ?
C10 C11 H11B 109.8 . . ?
C12 C11 C10 109.46(14) . . ?
C12 C11 H11A 109.8 . . ?
C12 C11 H11B 109.8 . . ?
H11A C11 H11B 108.2 . . ?
C10 C15 H15A 109.8 . . ?
C10 C15 H15B 109.8 . . ?
C14 C15 C10 109.30(14) . . ?
C14 C15 H15A 109.8 . . ?
C14 C15 H15B 109.8 . . ?
H15A C15 H15B 108.3 . . ?
C21 C24 H24A 109.8 . . ?
C21 C24 H24B 109.8 . . ?
C21 C24 C25 109.21(15) . . ?
H24A C24 H24B 108.3 . . ?
C25 C24 H24A 109.8 . . ?
C25 C24 H24B 109.8 . . ?
C23 C27 H27 109.6 . . ?
C23 C27 C28 109.77(16) . . ?
C23 C27 C26 109.38(17) . . ?
C28 C27 H27 109.6 . . ?
C28 C27 C26 108.75(18) . . ?
C26 C27 H27 109.6 . . ?
C22 C29 H29 109.7 . . ?
C28 C29 C22 109.35(17) . . ?
C28 C29 H29 109.7 . . ?
C28 C29 C30 109.26(18) . . ?
C30 C29 C22 109.21(16) . . ?
C30 C29 H29 109.7 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C27 C23 C21 110.61(16) . . ?
C27 C23 H23A 109.5 . . ?
C27 C23 H23B 109.5 . . ?
H23A C23 H23B 108.1 . . ?
C27 C28 H28A 109.8 . . ?
C27 C28 H28B 109.8 . . ?
C29 C28 C27 109.46(16) . . ?
C29 C28 H28A 109.8 . . ?
C29 C28 H28B 109.8 . . ?
H28A C28 H28B 108.2 . . ?
C24 C25 H25 109.4 . . ?
C26 C25 C24 109.64(18) . . ?
C26 C25 H25 109.4 . . ?
C26 C25 C30 109.31(18) . . ?
C30 C25 C24 109.57(17) . . ?
C30 C25 H25 109.4 . . ?
C27 C26 H26A 109.8 . . ?
C27 C26 H26B 109.8 . . ?
C25 C26 C27 109.27(16) . . ?
C25 C26 H26A 109.8 . . ?
C25 C26 H26B 109.8 . . ?
H26A C26 H26B 108.3 . . ?
C29 C30 H30A 109.6 . . ?
C29 C30 H30B 109.6 . . ?
C25 C30 C29 110.42(17) . . ?
C25 C30 H30A 109.6 . . ?
C25 C30 H30B 109.6 . . ?
H30A C30 H30B 108.1 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.650
_oxdiff_exptl_absorpt_empirical_full_min 0.645
