# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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_exp_6559
_audit_block_doi                 10.5517/ccdc.csd.cc22bpdj
_database_code_depnum_ccdc_archive 'CCDC 1916897'
loop_
_audit_author_name
_audit_author_address
'Liu Xiaobing'
;Huaqiao university
China
;
_audit_update_record             
;
2019-05-18 deposited with the CCDC.	2020-01-07 downloaded from the CCDC.
;
_audit_creation_date             2019-04-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H13 N'
_chemical_formula_sum            'C18 H13 N'
_chemical_formula_weight         243.29
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   38.272(3)
_cell_length_b                   12.8163(8)
_cell_length_c                   10.8580(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5325.9(7)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    3039
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.4130
_cell_measurement_theta_min      4.4520
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.992
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2048
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.897
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -51
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6250
_diffrn_reflns_point_group_measured_fraction_full 0.899
_diffrn_reflns_point_group_measured_fraction_max 0.764
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.195
_diffrn_reflns_theta_min         3.624
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.897
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00  35.00   1.00   11.50    --   15.65 -19.00   0.00   90
  2  ω      2.00  85.00   1.00   11.50    --   15.65  38.00-180.00   83
  3  ω    -21.00  22.00   1.00   11.50    --  -16.59 -99.00-180.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0167244000
_diffrn_orient_matrix_UB_12      -0.0009125000
_diffrn_orient_matrix_UB_13      -0.0279377000
_diffrn_orient_matrix_UB_21      0.0077697000
_diffrn_orient_matrix_UB_22      -0.0136787000
_diffrn_orient_matrix_UB_23      -0.0571841000
_diffrn_orient_matrix_UB_31      -0.0016726000
_diffrn_orient_matrix_UB_32      -0.0536181000
_diffrn_orient_matrix_UB_33      0.0149976000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.623
_reflns_Friedel_fraction_full    0.789
_reflns_Friedel_fraction_max     0.617
_reflns_number_gt                1751
_reflns_number_total             2768
_reflns_odcompleteness_completeness 99.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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, 2008)'
_refine_diff_density_max         0.108
_refine_diff_density_min         -0.139
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 
;
 Flack x determined using 541 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -3.1(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2768
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0924
_refine_ls_R_factor_gt           0.0508
_refine_ls_restrained_S_all      1.036
_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)+(0.0415P)²+0.7614P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.1077
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C16(H16), C17(H17), C18(H18)
;
_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
N1 N 0.55037(6) 0.42911(16) 0.2452(2) 0.0594(7) Uani 1 1 d . . . . .
C1 C 0.55949(8) 0.4932(2) 0.1465(3) 0.0649(8) Uani 1 1 d . . . . .
C2 C 0.54862(10) 0.4874(3) 0.0247(4) 0.0831(11) Uani 1 1 d . . . . .
H2 H 0.533371 0.435457 -0.001570 0.100 Uiso 1 1 calc R . . . .
C3 C 0.56116(14) 0.5609(4) -0.0555(4) 0.1066(15) Uani 1 1 d . . . . .
H3 H 0.554564 0.558289 -0.137922 0.128 Uiso 1 1 calc R . . . .
C4 C 0.58330(14) 0.6385(4) -0.0164(6) 0.1122(17) Uani 1 1 d . . . . .
H4 H 0.591243 0.687312 -0.073322 0.135 Uiso 1 1 calc R . . . .
C5 C 0.59420(11) 0.6466(2) 0.1047(6) 0.0991(14) Uani 1 1 d . . . . .
H5 H 0.609309 0.699405 0.129465 0.119 Uiso 1 1 calc R . . . .
C6 C 0.58166(9) 0.5721(2) 0.1892(4) 0.0724(10) Uani 1 1 d . . . . .
C7 C 0.58657(8) 0.5550(2) 0.3183(4) 0.0673(9) Uani 1 1 d . . . . .
C8 C 0.60560(9) 0.6043(3) 0.4112(5) 0.0894(12) Uani 1 1 d . . . . .
H8 H 0.618468 0.663999 0.393522 0.107 Uiso 1 1 calc R . . . .
C9 C 0.60534(10) 0.5651(3) 0.5276(5) 0.0996(14) Uani 1 1 d . . . . .
H9 H 0.618032 0.598730 0.588947 0.119 Uiso 1 1 calc R . . . .
C10 C 0.58638(9) 0.4754(3) 0.5567(4) 0.0846(11) Uani 1 1 d . . . . .
H10 H 0.586979 0.449501 0.636723 0.102 Uiso 1 1 calc R . . . .
C11 C 0.56684(8) 0.4248(2) 0.4689(3) 0.0660(8) Uani 1 1 d . . . . .
H11 H 0.554032 0.365315 0.487923 0.079 Uiso 1 1 calc R . . . .
C12 C 0.56694(7) 0.46586(19) 0.3509(3) 0.0582(8) Uani 1 1 d . . . . .
C13 C 0.52982(8) 0.33714(19) 0.2373(3) 0.0543(7) Uani 1 1 d . . . . .
C14 C 0.54028(10) 0.2566(2) 0.1615(3) 0.0699(9) Uani 1 1 d . . . . .
H14 H 0.560694 0.262123 0.115483 0.084 Uiso 1 1 calc R . . . .
C15 C 0.52006(12) 0.1677(2) 0.1547(4) 0.0819(11) Uani 1 1 d . . . . .
H15 H 0.526798 0.113285 0.103346 0.098 Uiso 1 1 calc R . . . .
C16 C 0.49022(11) 0.1590(3) 0.2229(4) 0.0813(11) Uani 1 1 d . . . . .
H16 H 0.476808 0.098635 0.217907 0.098 Uiso 1 1 calc R . . . .
C17 C 0.47999(9) 0.2385(2) 0.2984(3) 0.0764(10) Uani 1 1 d . . . . .
H17 H 0.459771 0.232028 0.345318 0.092 Uiso 1 1 calc R . . . .
C18 C 0.49960(8) 0.3281(2) 0.3050(3) 0.0635(8) Uani 1 1 d . . . . .
H18 H 0.492425 0.382781 0.355389 0.076 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.394(4) . ?
N1 C12 1.393(4) . ?
N1 C13 1.420(3) . ?
C1 C2 1.389(5) . ?
C1 C6 1.399(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.370(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.408(5) . ?
C6 C7 1.431(5) . ?
C7 C8 1.396(5) . ?
C7 C12 1.412(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.360(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.396(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.375(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.385(4) . ?
C13 C14 1.380(4) . ?
C13 C18 1.375(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.378(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.366(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.365(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.374(4) . ?
C18 H18 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C13 125.6(3) . . ?
C12 N1 C1 108.7(2) . . ?
C12 N1 C13 125.6(2) . . ?
N1 C1 C6 108.9(3) . . ?
C2 C1 N1 128.7(3) . . ?
C2 C1 C6 122.4(3) . . ?
C1 C2 H2 121.2 . . ?
C3 C2 C1 117.6(4) . . ?
C3 C2 H2 121.2 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.2(5) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 118.9 . . ?
C3 C4 C5 122.3(4) . . ?
C5 C4 H4 118.9 . . ?
C4 C5 H5 121.1 . . ?
C4 C5 C6 117.8(4) . . ?
C6 C5 H5 121.1 . . ?
C1 C6 C5 118.8(4) . . ?
C1 C6 C7 107.0(3) . . ?
C5 C6 C7 134.2(4) . . ?
C8 C7 C6 135.0(3) . . ?
C8 C7 C12 117.6(4) . . ?
C12 C7 C6 107.5(3) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.1(3) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.2(4) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 120.9(4) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 121.3 . . ?
C10 C11 C12 117.5(3) . . ?
C12 C11 H11 121.3 . . ?
N1 C12 C7 108.0(3) . . ?
C11 C12 N1 129.2(3) . . ?
C11 C12 C7 122.7(3) . . ?
C14 C13 N1 119.8(3) . . ?
C18 C13 N1 120.2(3) . . ?
C18 C13 C14 120.0(3) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 C13 119.1(3) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.6(3) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.3(3) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 119.9(3) . . ?
C18 C17 H17 120.0 . . ?
C13 C18 H18 119.9 . . ?
C17 C18 C13 120.1(3) . . ?
C17 C18 H18 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 179.4(3) . . . . ?
N1 C1 C6 C5 -179.9(3) . . . . ?
N1 C1 C6 C7 0.6(3) . . . . ?
N1 C13 C14 C15 -180.0(3) . . . . ?
N1 C13 C18 C17 -179.2(3) . . . . ?
C1 N1 C12 C7 0.4(3) . . . . ?
C1 N1 C12 C11 -176.9(3) . . . . ?
C1 N1 C13 C14 57.5(4) . . . . ?
C1 N1 C13 C18 -122.5(3) . . . . ?
C1 C2 C3 C4 -0.9(6) . . . . ?
C1 C6 C7 C8 179.1(3) . . . . ?
C1 C6 C7 C12 -0.3(3) . . . . ?
C2 C1 C6 C5 -1.9(4) . . . . ?
C2 C1 C6 C7 178.7(3) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
C3 C4 C5 C6 -0.4(6) . . . . ?
C4 C5 C6 C1 1.1(5) . . . . ?
C4 C5 C6 C7 -179.6(4) . . . . ?
C5 C6 C7 C8 -0.2(6) . . . . ?
C5 C6 C7 C12 -179.7(3) . . . . ?
C6 C1 C2 C3 1.7(5) . . . . ?
C6 C7 C8 C9 -178.1(4) . . . . ?
C6 C7 C12 N1 -0.1(3) . . . . ?
C6 C7 C12 C11 177.5(3) . . . . ?
C7 C8 C9 C10 0.3(6) . . . . ?
C8 C7 C12 N1 -179.6(3) . . . . ?
C8 C7 C12 C11 -2.0(4) . . . . ?
C8 C9 C10 C11 -1.2(6) . . . . ?
C9 C10 C11 C12 0.4(5) . . . . ?
C10 C11 C12 N1 178.2(3) . . . . ?
C10 C11 C12 C7 1.2(4) . . . . ?
C12 N1 C1 C2 -178.6(3) . . . . ?
C12 N1 C1 C6 -0.7(3) . . . . ?
C12 N1 C13 C14 -117.3(3) . . . . ?
C12 N1 C13 C18 62.7(4) . . . . ?
C12 C7 C8 C9 1.3(5) . . . . ?
C13 N1 C1 C2 5.9(5) . . . . ?
C13 N1 C1 C6 -176.2(2) . . . . ?
C13 N1 C12 C7 176.0(3) . . . . ?
C13 N1 C12 C11 -1.4(5) . . . . ?
C13 C14 C15 C16 -0.5(5) . . . . ?
C14 C13 C18 C17 0.8(5) . . . . ?
C14 C15 C16 C17 0.2(5) . . . . ?
C15 C16 C17 C18 0.6(5) . . . . ?
C16 C17 C18 C13 -1.1(5) . . . . ?
C18 C13 C14 C15 0.1(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 1.392
_oxdiff_exptl_absorpt_empirical_full_min 0.740
####################################################################### 
# 
# 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_exp_7678
_database_code_depnum_ccdc_archive 'CCDC 1969291'
loop_
_audit_author_name
_audit_author_address
'Liu Xiaobing'
;Huaqiao university
China
;
_audit_update_record             
;
2019-12-02 deposited with the CCDC.	2020-01-07 downloaded from the CCDC.
;
_audit_creation_date             2019-12-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H20 N2'
_chemical_formula_sum            'C30 H20 N2'
_chemical_formula_weight         408.48
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.0542(4)
_cell_length_b                   12.4973(6)
_cell_length_c                   18.9834(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2148.03(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3918
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      24.0170
_cell_measurement_theta_min      3.9310
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84289
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17692
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.863
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.530
_diffrn_reflns_theta_min         3.432
_diffrn_ambient_temperature      298.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1213
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  82.00   1.00   18.50    --   15.49  77.00  30.00   92
  2  ω     14.00  65.00   1.00   18.50    --   15.49  77.00-150.00   51
  3  ω    -10.00  59.00   1.00   18.50    --   15.49  77.00 150.00   69
  4  ω     19.00  44.00   1.00   18.50    --  -16.12  77.00  30.00   25
  5  ω      6.00  44.00   1.00   18.50    --  -16.12  77.00 -30.00   38
  6  ω    -42.00  51.00   1.00   18.50    --  -16.12  77.00 -90.00   93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0187820000
_diffrn_orient_matrix_UB_12      -0.0067368000
_diffrn_orient_matrix_UB_13      0.0360110000
_diffrn_orient_matrix_UB_21      0.0013261000
_diffrn_orient_matrix_UB_22      -0.0562828000
_diffrn_orient_matrix_UB_23      -0.0047428000
_diffrn_orient_matrix_UB_31      0.0760371000
_diffrn_orient_matrix_UB_32      0.0026456000
_diffrn_orient_matrix_UB_33      -0.0088034000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.689
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.807
_reflns_number_gt                3651
_reflns_number_total             5185
_reflns_odcompleteness_completeness 99.53
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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, 2008)'
_refine_diff_density_max         0.113
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.027
_refine_ls_abs_structure_details 
;
 Flack x determined using 1195 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5185
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0798
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.041
_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)+(0.0307P)²+0.1863P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0816
_refine_ls_wR_factor_ref         0.0913
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 C15, C16
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C16(H16), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26),
  C27(H27), C28(H28), C29(H29)
;
_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
N1 N 0.1977(2) 0.47088(15) 0.67638(10) 0.0473(5) Uani 1 1 d . . . . .
N2 N 0.5087(2) 0.77578(14) 0.62011(9) 0.0466(5) Uani 1 1 d . . . . .
C1 C 0.3027(2) 0.54983(17) 0.69724(11) 0.0437(5) Uani 1 1 d . . . . .
C2 C 0.3603(2) 0.61970(17) 0.64784(11) 0.0438(5) Uani 1 1 d . . . . .
H2 H 0.334562 0.613093 0.600605 0.053 Uiso 1 1 calc R . . . .
C3 C 0.4562(2) 0.69940(18) 0.66914(11) 0.0426(5) Uani 1 1 d . . . . .
C4 C 0.4967(3) 0.70639(18) 0.73969(12) 0.0479(5) Uani 1 1 d . . . . .
H4 H 0.561099 0.759862 0.754467 0.057 Uiso 1 1 calc R . . . .
C5 C 0.4417(3) 0.6344(2) 0.78739(12) 0.0539(6) Uani 1 1 d . . . . .
H5 H 0.471061 0.638466 0.834254 0.065 Uiso 1 1 calc R . . . .
C6 C 0.3436(3) 0.55605(19) 0.76707(12) 0.0513(6) Uani 1 1 d . . . . .
H6 H 0.305577 0.508157 0.799890 0.062 Uiso 1 1 calc R . . . .
C7 C 0.0519(3) 0.46648(19) 0.70068(12) 0.0482(6) Uani 1 1 d . . . . .
C8 C -0.0238(3) 0.5402(2) 0.74133(14) 0.0573(6) Uani 1 1 d . . . . .
H8 H 0.020832 0.603089 0.756559 0.069 Uiso 1 1 calc R . . . .
C9 C -0.1676(3) 0.5165(2) 0.75826(16) 0.0719(8) Uani 1 1 d . . . . .
H9 H -0.220770 0.564260 0.785996 0.086 Uiso 1 1 calc R . . . .
C10 C -0.2351(3) 0.4245(3) 0.73544(18) 0.0805(9) Uani 1 1 d . . . . .
H10 H -0.332595 0.411074 0.748059 0.097 Uiso 1 1 calc R . . . .
C11 C -0.1609(3) 0.3520(2) 0.69427(16) 0.0716(8) Uani 1 1 d . . . . .
H11 H -0.207718 0.290152 0.678687 0.086 Uiso 1 1 calc R . . . .
C12 C -0.0136(3) 0.37234(19) 0.67602(13) 0.0546(6) Uani 1 1 d . . . . .
C13 C 0.0960(3) 0.31718(19) 0.63529(12) 0.0556(7) Uani 1 1 d . . . . .
C14 C 0.0969(4) 0.2219(2) 0.59818(16) 0.0795(9) Uani 1 1 d . . . . .
H14 H 0.013093 0.178955 0.596808 0.095 Uiso 1 1 calc R . . . .
C15 C 0.2220(5) 0.1920(3) 0.56371(17) 0.0941(11) Uani 1 1 d . U . . .
H15 H 0.222061 0.128376 0.538249 0.113 Uiso 1 1 calc R . . . .
C16 C 0.3494(4) 0.2535(2) 0.56545(15) 0.0834(9) Uani 1 1 d . U . . .
H16 H 0.433213 0.230137 0.541626 0.100 Uiso 1 1 calc R . . . .
C17 C 0.3537(3) 0.3500(2) 0.60253(13) 0.0619(7) Uani 1 1 d . . . . .
H17 H 0.438313 0.392125 0.604149 0.074 Uiso 1 1 calc R . . . .
C18 C 0.2252(3) 0.37958(18) 0.63666(12) 0.0490(6) Uani 1 1 d . . . . .
C19 C 0.4247(3) 0.82826(18) 0.56847(12) 0.0468(6) Uani 1 1 d . . . . .
C20 C 0.2783(3) 0.8164(2) 0.55018(12) 0.0545(6) Uani 1 1 d . . . . .
H20 H 0.217277 0.768816 0.574119 0.065 Uiso 1 1 calc R . . . .
C21 C 0.2251(3) 0.8777(2) 0.49491(14) 0.0628(7) Uani 1 1 d . . . . .
H21 H 0.126828 0.870802 0.481455 0.075 Uiso 1 1 calc R . . . .
C22 C 0.3151(4) 0.9489(2) 0.45934(13) 0.0701(8) Uani 1 1 d . . . . .
H22 H 0.277501 0.987222 0.421381 0.084 Uiso 1 1 calc R . . . .
C23 C 0.4589(4) 0.9635(2) 0.47936(13) 0.0672(8) Uani 1 1 d . . . . .
H23 H 0.517925 1.013349 0.456309 0.081 Uiso 1 1 calc R . . . .
C24 C 0.5155(3) 0.90318(19) 0.53451(12) 0.0524(6) Uani 1 1 d . . . . .
C25 C 0.6580(3) 0.89807(18) 0.56676(12) 0.0516(6) Uani 1 1 d . . . . .
C26 C 0.7914(3) 0.9525(2) 0.55561(14) 0.0661(8) Uani 1 1 d . . . . .
H26 H 0.796973 1.007229 0.522494 0.079 Uiso 1 1 calc R . . . .
C27 C 0.9128(4) 0.9245(3) 0.59382(16) 0.0735(9) Uani 1 1 d . . . . .
H27 H 1.000931 0.961417 0.587489 0.088 Uiso 1 1 calc R . . . .
C28 C 0.9059(3) 0.8410(2) 0.64222(15) 0.0669(8) Uani 1 1 d . . . . .
H28 H 0.991226 0.821205 0.666189 0.080 Uiso 1 1 calc R . . . .
C29 C 0.7776(3) 0.7875(2) 0.65552(13) 0.0563(7) Uani 1 1 d . . . . .
H29 H 0.774223 0.732482 0.688479 0.068 Uiso 1 1 calc R . . . .
C30 C 0.6525(3) 0.81758(18) 0.61838(12) 0.0475(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.426(3) . ?
N1 C7 1.399(3) . ?
N1 C18 1.390(3) . ?
N2 C3 1.415(3) . ?
N2 C19 1.403(3) . ?
N2 C30 1.403(3) . ?
C1 C2 1.383(3) . ?
C1 C6 1.379(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(3) . ?
C3 C4 1.391(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.371(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.377(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.383(3) . ?
C7 C12 1.398(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.373(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.373(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.372(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.401(4) . ?
C12 C13 1.435(4) . ?
C13 C14 1.383(4) . ?
C13 C18 1.406(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.361(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.387(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.398(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.382(3) . ?
C19 C20 1.379(3) . ?
C19 C24 1.403(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.385(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.382(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.368(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.389(4) . ?
C24 C25 1.430(4) . ?
C25 C26 1.402(3) . ?
C25 C30 1.405(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.362(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.391(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.364(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.387(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N1 C1 124.37(19) . . ?
C18 N1 C1 126.79(19) . . ?
C18 N1 C7 108.4(2) . . ?
C19 N2 C3 126.35(19) . . ?
C30 N2 C3 125.31(19) . . ?
C30 N2 C19 108.20(18) . . ?
C2 C1 N1 119.97(19) . . ?
C6 C1 N1 119.0(2) . . ?
C6 C1 C2 121.0(2) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.56(19) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 N2 120.30(19) . . ?
C2 C3 C4 119.5(2) . . ?
C4 C3 N2 120.1(2) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.1(2) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 H6 120.6 . . ?
C5 C6 C1 118.9(2) . . ?
C5 C6 H6 120.6 . . ?
C8 C7 N1 128.7(2) . . ?
C8 C7 C12 122.5(2) . . ?
C12 C7 N1 108.8(2) . . ?
C7 C8 H8 121.4 . . ?
C9 C8 C7 117.2(3) . . ?
C9 C8 H8 121.4 . . ?
C8 C9 H9 119.0 . . ?
C10 C9 C8 121.9(3) . . ?
C10 C9 H9 119.0 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.0(3) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 120.4 . . ?
C10 C11 C12 119.2(3) . . ?
C12 C11 H11 120.4 . . ?
C7 C12 C11 118.3(3) . . ?
C7 C12 C13 106.9(2) . . ?
C11 C12 C13 134.8(3) . . ?
C14 C13 C12 133.8(3) . . ?
C14 C13 C18 118.8(3) . . ?
C18 C13 C12 107.4(2) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 C13 119.1(3) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 119.0 . . ?
C14 C15 C16 121.9(3) . . ?
C16 C15 H15 119.0 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.9(3) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 121.8 . . ?
C18 C17 C16 116.3(3) . . ?
C18 C17 H17 121.8 . . ?
N1 C18 C13 108.4(2) . . ?
C17 C18 N1 128.6(2) . . ?
C17 C18 C13 122.9(2) . . ?
C20 C19 N2 130.3(2) . . ?
C20 C19 C24 121.3(2) . . ?
C24 C19 N2 108.4(2) . . ?
C19 C20 H20 121.1 . . ?
C19 C20 C21 117.7(2) . . ?
C21 C20 H20 121.1 . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.4(3) . . ?
C22 C21 H21 119.3 . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.7(3) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.2(3) . . ?
C24 C23 H23 120.4 . . ?
C19 C24 C25 107.6(2) . . ?
C23 C24 C19 119.5(3) . . ?
C23 C24 C25 132.9(2) . . ?
C26 C25 C24 133.7(2) . . ?
C26 C25 C30 118.9(3) . . ?
C30 C25 C24 107.4(2) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 C25 119.3(3) . . ?
C27 C26 H26 120.4 . . ?
C26 C27 H27 119.7 . . ?
C26 C27 C28 120.6(3) . . ?
C28 C27 H27 119.7 . . ?
C27 C28 H28 119.1 . . ?
C29 C28 C27 121.9(3) . . ?
C29 C28 H28 119.1 . . ?
C28 C29 H29 121.0 . . ?
C28 C29 C30 118.0(3) . . ?
C30 C29 H29 121.0 . . ?
N2 C30 C25 108.4(2) . . ?
C29 C30 N2 130.2(2) . . ?
C29 C30 C25 121.3(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 176.72(19) . . . . ?
N1 C1 C6 C5 -178.1(2) . . . . ?
N1 C7 C8 C9 -179.9(2) . . . . ?
N1 C7 C12 C11 -179.9(2) . . . . ?
N1 C7 C12 C13 0.1(2) . . . . ?
N2 C3 C4 C5 177.8(2) . . . . ?
N2 C19 C20 C21 -178.2(2) . . . . ?
N2 C19 C24 C23 178.0(2) . . . . ?
N2 C19 C24 C25 -1.0(2) . . . . ?
C1 N1 C7 C8 8.0(4) . . . . ?
C1 N1 C7 C12 -173.07(19) . . . . ?
C1 N1 C18 C13 172.9(2) . . . . ?
C1 N1 C18 C17 -7.4(4) . . . . ?
C1 C2 C3 N2 -175.9(2) . . . . ?
C1 C2 C3 C4 1.8(3) . . . . ?
C2 C1 C6 C5 0.9(4) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 N2 C19 C20 -3.5(4) . . . . ?
C3 N2 C19 C24 175.61(19) . . . . ?
C3 N2 C30 C25 -174.53(19) . . . . ?
C3 N2 C30 C29 8.9(4) . . . . ?
C3 C4 C5 C6 -1.5(4) . . . . ?
C4 C5 C6 C1 1.0(4) . . . . ?
C6 C1 C2 C3 -2.3(3) . . . . ?
C7 N1 C1 C2 -116.7(2) . . . . ?
C7 N1 C1 C6 62.3(3) . . . . ?
C7 N1 C18 C13 0.4(2) . . . . ?
C7 N1 C18 C17 -180.0(2) . . . . ?
C7 C8 C9 C10 -0.7(4) . . . . ?
C7 C12 C13 C14 -179.8(3) . . . . ?
C7 C12 C13 C18 0.2(3) . . . . ?
C8 C7 C12 C11 -0.9(3) . . . . ?
C8 C7 C12 C13 179.1(2) . . . . ?
C8 C9 C10 C11 -0.2(5) . . . . ?
C9 C10 C11 C12 0.6(4) . . . . ?
C10 C11 C12 C7 -0.1(4) . . . . ?
C10 C11 C12 C13 180.0(3) . . . . ?
C11 C12 C13 C14 0.2(5) . . . . ?
C11 C12 C13 C18 -179.9(3) . . . . ?
C12 C7 C8 C9 1.3(4) . . . . ?
C12 C13 C14 C15 179.4(3) . . . . ?
C12 C13 C18 N1 -0.3(3) . . . . ?
C12 C13 C18 C17 180.0(2) . . . . ?
C13 C14 C15 C16 0.9(5) . . . . ?
C14 C13 C18 N1 179.6(2) . . . . ?
C14 C13 C18 C17 -0.1(4) . . . . ?
C14 C15 C16 C17 -0.6(5) . . . . ?
C15 C16 C17 C18 0.0(4) . . . . ?
C16 C17 C18 N1 -179.3(2) . . . . ?
C16 C17 C18 C13 0.3(4) . . . . ?
C18 N1 C1 C2 71.8(3) . . . . ?
C18 N1 C1 C6 -109.1(3) . . . . ?
C18 N1 C7 C8 -179.2(2) . . . . ?
C18 N1 C7 C12 -0.3(2) . . . . ?
C18 C13 C14 C15 -0.5(4) . . . . ?
C19 N2 C3 C2 43.2(3) . . . . ?
C19 N2 C3 C4 -134.5(2) . . . . ?
C19 N2 C30 C25 1.3(2) . . . . ?
C19 N2 C30 C29 -175.3(2) . . . . ?
C19 C20 C21 C22 -0.3(4) . . . . ?
C19 C24 C25 C26 180.0(2) . . . . ?
C19 C24 C25 C30 1.8(2) . . . . ?
C20 C19 C24 C23 -2.7(3) . . . . ?
C20 C19 C24 C25 178.2(2) . . . . ?
C20 C21 C22 C23 -2.2(4) . . . . ?
C21 C22 C23 C24 2.3(4) . . . . ?
C22 C23 C24 C19 0.2(4) . . . . ?
C22 C23 C24 C25 178.9(3) . . . . ?
C23 C24 C25 C26 1.2(5) . . . . ?
C23 C24 C25 C30 -177.0(2) . . . . ?
C24 C19 C20 C21 2.8(3) . . . . ?
C24 C25 C26 C27 -176.5(3) . . . . ?
C24 C25 C30 N2 -1.9(2) . . . . ?
C24 C25 C30 C29 175.0(2) . . . . ?
C25 C26 C27 C28 1.5(4) . . . . ?
C26 C25 C30 N2 179.57(19) . . . . ?
C26 C25 C30 C29 -3.5(3) . . . . ?
C26 C27 C28 C29 -2.8(4) . . . . ?
C27 C28 C29 C30 0.9(4) . . . . ?
C28 C29 C30 N2 178.5(2) . . . . ?
C28 C29 C30 C25 2.3(3) . . . . ?
C30 N2 C3 C2 -141.7(2) . . . . ?
C30 N2 C3 C4 40.6(3) . . . . ?
C30 N2 C19 C20 -179.3(2) . . . . ?
C30 N2 C19 C24 -0.2(2) . . . . ?
C30 C25 C26 C27 1.5(4) . . . . ?

_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 1.220
_oxdiff_exptl_absorpt_empirical_full_min 0.814
