# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_221209yfc50_0m
_database_code_depnum_ccdc_archive 'CCDC 2226644'
loop_
_audit_author_name
_audit_author_address
'Fuchao Yu'
;Kunming University of Science and Technology
China
;
_audit_update_record             
;
2022-12-15 deposited with the CCDC.	2023-03-02 downloaded from the CCDC.
;
_audit_creation_date             2022-12-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H18 N2 O'
_chemical_formula_sum            'C19 H18 N2 O'
_chemical_formula_weight         290.35
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.578(6)
_cell_length_b                   10.373(5)
_cell_length_c                   13.434(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.346(9)
_cell_angle_gamma                90
_cell_volume                     1612.0(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2044
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      24.85
_cell_measurement_theta_min      2.48
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5160
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0897 before and 0.0543 after correction.
The Ratio of minimum to maximum transmission is 0.6921.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0943
_diffrn_reflns_av_unetI/netI     0.1011
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9310
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.620
_diffrn_reflns_theta_min         2.637
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1666
_reflns_number_total             3638
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3638
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1652
_refine_ls_R_factor_gt           0.0807
_refine_ls_restrained_S_all      0.972
_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)+(0.1141P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1832
_refine_ls_wR_factor_ref         0.2296
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N003(H003), C009(H009), C00A(H00A), C00C(H00C), C00D(H00D), C00E(H00E),
 C00F(H00F), C00G(H00G), C00I(H00J), C00L(H00M)
2.b X=CH2 refined with riding coordinates:
 C00K(H00K,H00L)
2.c Idealised Me refined as rotating group:
 C00H(H00B,H00H,H00I), C00M(H00N,H00O,H00P)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.61688(17) 0.0715(2) 0.46403(13) 0.0587(6) Uani 1 1 d . . . . .
N002 N 0.6874(2) 0.2770(2) 0.44040(16) 0.0537(6) Uani 1 1 d . . . . .
N003 N 0.47963(19) 0.1801(2) 0.61270(15) 0.0544(6) Uani 1 1 d . . . . .
H003 H 0.473524 0.100727 0.594697 0.065 Uiso 1 1 calc R U . . .
C004 C 0.6200(2) 0.1862(3) 0.48319(18) 0.0467(7) Uani 1 1 d . . . . .
C005 C 0.4114(2) 0.2180(2) 0.69191(18) 0.0478(7) Uani 1 1 d . . . . .
C006 C 0.5545(2) 0.2538(3) 0.56078(18) 0.0487(7) Uani 1 1 d . . . . .
C007 C 0.2700(3) 0.2872(3) 0.84879(19) 0.0549(8) Uani 1 1 d . . . . .
C008 C 0.7622(2) 0.2511(3) 0.36072(19) 0.0540(8) Uani 1 1 d . . . . .
C009 C 0.3678(3) 0.3551(3) 0.8298(2) 0.0591(8) Uani 1 1 d . . . . .
H009 H 0.387055 0.425755 0.869689 0.071 Uiso 1 1 calc R U . . .
C00A C 0.3155(3) 0.1463(3) 0.7119(2) 0.0611(8) Uani 1 1 d . . . . .
H00A H 0.297180 0.074083 0.673405 0.073 Uiso 1 1 calc R U . . .
C00B C 0.6685(3) 0.3996(3) 0.4846(2) 0.0602(8) Uani 1 1 d . . . . .
C00C C 0.4396(3) 0.3227(3) 0.7533(2) 0.0607(8) Uani 1 1 d . . . . .
H00C H 0.506026 0.370581 0.743039 0.073 Uiso 1 1 calc R U . . .
C00D C 0.5851(3) 0.3778(3) 0.5602(2) 0.0606(8) Uani 1 1 d . . . . .
H00D H 0.557032 0.440871 0.602092 0.073 Uiso 1 1 calc R U . . .
C00E C 0.2457(3) 0.1807(3) 0.7892(2) 0.0657(9) Uani 1 1 d . . . . .
H00E H 0.180978 0.130959 0.801278 0.079 Uiso 1 1 calc R U . . .
C00F C 0.8429(3) 0.1555(3) 0.3694(2) 0.0669(9) Uani 1 1 d . . . . .
H00F H 0.850204 0.108053 0.428056 0.080 Uiso 1 1 calc R U . . .
C00G C 0.7514(3) 0.3206(3) 0.2727(2) 0.0724(9) Uani 1 1 d . . . . .
H00G H 0.695246 0.384398 0.264982 0.087 Uiso 1 1 calc R U . . .
C00H C 0.1931(3) 0.3252(3) 0.9322(2) 0.0724(9) Uani 1 1 d . . . . .
H00B H 0.237066 0.323789 0.994354 0.109 Uiso 1 1 calc R U . . .
H00H H 0.129970 0.265521 0.935000 0.109 Uiso 1 1 calc R U . . .
H00I H 0.163469 0.410499 0.920211 0.109 Uiso 1 1 calc R U . . .
C00I C 0.9140(3) 0.1282(4) 0.2919(2) 0.0813(11) Uani 1 1 d . . . . .
H00J H 0.967631 0.061782 0.298774 0.098 Uiso 1 1 calc R U . . .
C00J C 0.9066(3) 0.1982(5) 0.2042(2) 0.0896(12) Uani 1 1 d . . . . .
C00K C 0.7197(3) 0.5080(3) 0.4612(3) 0.0875(11) Uani 1 1 d . . . . .
H00K H 0.773576 0.508794 0.411751 0.105 Uiso 1 1 calc R U . . .
H00L H 0.701929 0.583938 0.494103 0.105 Uiso 1 1 calc R U . . .
C00L C 0.8244(3) 0.2945(4) 0.1966(2) 0.0889(12) Uani 1 1 d . . . . .
H00M H 0.817954 0.343132 0.138447 0.107 Uiso 1 1 calc R U . . .
C00M C 0.9862(4) 0.1691(6) 0.1203(3) 0.147(2) Uani 1 1 d . . . . .
H00N H 1.064607 0.187005 0.141793 0.220 Uiso 1 1 calc R U . . .
H00O H 0.965206 0.221873 0.063679 0.220 Uiso 1 1 calc R U . . .
H00P H 0.979097 0.079796 0.102123 0.220 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C004 1.218(3) . ?
N002 C004 1.365(3) . ?
N002 C008 1.430(3) . ?
N002 C00B 1.424(4) . ?
N003 H003 0.8600 . ?
N003 C005 1.407(3) . ?
N003 C006 1.368(3) . ?
C004 C006 1.490(4) . ?
C005 C00A 1.372(4) . ?
C005 C00C 1.394(4) . ?
C006 C00D 1.334(4) . ?
C007 C009 1.366(4) . ?
C007 C00E 1.387(4) . ?
C007 C00H 1.512(4) . ?
C008 C00F 1.364(4) . ?
C008 C00G 1.387(4) . ?
C009 H009 0.9300 . ?
C009 C00C 1.390(4) . ?
C00A H00A 0.9300 . ?
C00A C00E 1.388(4) . ?
C00B C00D 1.447(4) . ?
C00B C00K 1.315(4) . ?
C00C H00C 0.9300 . ?
C00D H00D 0.9300 . ?
C00E H00E 0.9300 . ?
C00F H00F 0.9300 . ?
C00F C00I 1.382(4) . ?
C00G H00G 0.9300 . ?
C00G C00L 1.380(4) . ?
C00H H00B 0.9600 . ?
C00H H00H 0.9600 . ?
C00H H00I 0.9600 . ?
C00I H00J 0.9300 . ?
C00I C00J 1.383(5) . ?
C00J C00L 1.381(5) . ?
C00J C00M 1.515(5) . ?
C00K H00K 0.9300 . ?
C00K H00L 0.9300 . ?
C00L H00M 0.9300 . ?
C00M H00N 0.9600 . ?
C00M H00O 0.9600 . ?
C00M H00P 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
C004 N002 C008 124.0(2) . . ?
C004 N002 C00B 109.9(2) . . ?
C00B N002 C008 126.0(2) . . ?
C005 N003 H003 116.0 . . ?
C006 N003 H003 116.0 . . ?
C006 N003 C005 128.0(2) . . ?
O001 C004 N002 126.7(2) . . ?
O001 C004 C006 126.6(2) . . ?
N002 C004 C006 106.6(2) . . ?
C00A C005 N003 118.7(2) . . ?
C00A C005 C00C 118.6(3) . . ?
C00C C005 N003 122.7(3) . . ?
N003 C006 C004 116.4(2) . . ?
C00D C006 N003 135.7(3) . . ?
C00D C006 C004 107.8(2) . . ?
C009 C007 C00E 116.9(3) . . ?
C009 C007 C00H 121.5(3) . . ?
C00E C007 C00H 121.6(3) . . ?
C00F C008 N002 120.5(3) . . ?
C00F C008 C00G 119.3(3) . . ?
C00G C008 N002 120.3(3) . . ?
C007 C009 H009 118.7 . . ?
C007 C009 C00C 122.7(3) . . ?
C00C C009 H009 118.7 . . ?
C005 C00A H00A 119.7 . . ?
C005 C00A C00E 120.5(3) . . ?
C00E C00A H00A 119.7 . . ?
N002 C00B C00D 105.8(2) . . ?
C00K C00B N002 125.8(3) . . ?
C00K C00B C00D 128.4(3) . . ?
C005 C00C H00C 120.2 . . ?
C009 C00C C005 119.5(3) . . ?
C009 C00C H00C 120.2 . . ?
C006 C00D C00B 109.8(3) . . ?
C006 C00D H00D 125.1 . . ?
C00B C00D H00D 125.1 . . ?
C007 C00E C00A 121.8(3) . . ?
C007 C00E H00E 119.1 . . ?
C00A C00E H00E 119.1 . . ?
C008 C00F H00F 119.6 . . ?
C008 C00F C00I 120.7(3) . . ?
C00I C00F H00F 119.6 . . ?
C008 C00G H00G 120.2 . . ?
C00L C00G C008 119.5(3) . . ?
C00L C00G H00G 120.2 . . ?
C007 C00H H00B 109.5 . . ?
C007 C00H H00H 109.5 . . ?
C007 C00H H00I 109.5 . . ?
H00B C00H H00H 109.5 . . ?
H00B C00H H00I 109.5 . . ?
H00H C00H H00I 109.5 . . ?
C00F C00I H00J 119.4 . . ?
C00F C00I C00J 121.1(4) . . ?
C00J C00I H00J 119.4 . . ?
C00I C00J C00M 120.7(4) . . ?
C00L C00J C00I 117.4(3) . . ?
C00L C00J C00M 121.9(4) . . ?
C00B C00K H00K 120.0 . . ?
C00B C00K H00L 120.0 . . ?
H00K C00K H00L 120.0 . . ?
C00G C00L C00J 121.9(3) . . ?
C00G C00L H00M 119.0 . . ?
C00J C00L H00M 119.0 . . ?
C00J C00M H00N 109.5 . . ?
C00J C00M H00O 109.5 . . ?
C00J C00M H00P 109.5 . . ?
H00N C00M H00O 109.5 . . ?
H00N C00M H00P 109.5 . . ?
H00O C00M H00P 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O001 C004 C006 N003 -3.0(4) . . . . ?
O001 C004 C006 C00D 177.9(3) . . . . ?
N002 C004 C006 N003 179.2(2) . . . . ?
N002 C004 C006 C00D 0.1(3) . . . . ?
N002 C008 C00F C00I 178.7(3) . . . . ?
N002 C008 C00G C00L 179.9(3) . . . . ?
N002 C00B C00D C006 -1.0(3) . . . . ?
N003 C005 C00A C00E -179.8(3) . . . . ?
N003 C005 C00C C009 179.7(3) . . . . ?
N003 C006 C00D C00B -178.3(3) . . . . ?
C004 N002 C008 C00F -54.0(4) . . . . ?
C004 N002 C008 C00G 124.2(3) . . . . ?
C004 N002 C00B C00D 1.1(3) . . . . ?
C004 N002 C00B C00K 179.7(3) . . . . ?
C004 C006 C00D C00B 0.6(3) . . . . ?
C005 N003 C006 C004 177.1(2) . . . . ?
C005 N003 C006 C00D -4.0(5) . . . . ?
C005 C00A C00E C007 -0.3(5) . . . . ?
C006 N003 C005 C00A 158.2(3) . . . . ?
C006 N003 C005 C00C -24.2(4) . . . . ?
C007 C009 C00C C005 0.8(5) . . . . ?
C008 N002 C004 O001 3.4(4) . . . . ?
C008 N002 C004 C006 -178.8(2) . . . . ?
C008 N002 C00B C00D 179.1(2) . . . . ?
C008 N002 C00B C00K -2.3(5) . . . . ?
C008 C00F C00I C00J 1.0(5) . . . . ?
C008 C00G C00L C00J 1.8(5) . . . . ?
C009 C007 C00E C00A -1.7(5) . . . . ?
C00A C005 C00C C009 -2.8(4) . . . . ?
C00B N002 C004 O001 -178.5(3) . . . . ?
C00B N002 C004 C006 -0.7(3) . . . . ?
C00B N002 C008 C00F 128.3(3) . . . . ?
C00B N002 C008 C00G -53.5(4) . . . . ?
C00C C005 C00A C00E 2.6(4) . . . . ?
C00E C007 C009 C00C 1.5(5) . . . . ?
C00F C008 C00G C00L -1.9(5) . . . . ?
C00F C00I C00J C00L -1.1(5) . . . . ?
C00F C00I C00J C00M 179.0(4) . . . . ?
C00G C008 C00F C00I 0.5(5) . . . . ?
C00H C007 C009 C00C -179.6(3) . . . . ?
C00H C007 C00E C00A 179.3(3) . . . . ?
C00I C00J C00L C00G -0.3(5) . . . . ?
C00K C00B C00D C006 -179.6(3) . . . . ?
C00M C00J C00L C00G 179.6(4) . . . . ?

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

data_221209yfc208_0ma
_database_code_depnum_ccdc_archive 'CCDC 2226645'
loop_
_audit_author_name
_audit_author_address
'Fuchao Yu'
;Kunming University of Science and Technology
China
;
_audit_update_record             
;
2022-12-15 deposited with the CCDC.	2023-03-02 downloaded from the CCDC.
;
_audit_creation_date             2022-12-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H26 N2 O S'
_chemical_formula_sum            'C27 H26 N2 O S'
_chemical_formula_weight         426.56
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.2145(17)
_cell_length_b                   22.855(4)
_cell_length_c                   9.3203(14)
_cell_angle_alpha                90
_cell_angle_beta                 105.549(3)
_cell_angle_gamma                90
_cell_volume                     2301.4(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3282
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.10
_cell_measurement_theta_min      2.44
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.968
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0928 before and 0.0323 after correction.
The Ratio of minimum to maximum transmission is 0.9134.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            13772
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.596
_diffrn_reflns_theta_min         2.594
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3363
_reflns_number_total             5210
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         5210
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1013
_refine_ls_R_factor_gt           0.0552
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²+0.9836P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1301
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N003(H003), C007(H007), C00B(H00B), C00D(H00D), C00G(H00G), C00H(H00H),
 C00K(H00K), C00L(H00L), C00M(H00M), C00P(H00P), C00R(H00R), C00S(H00S),
 C00T(H00T), C00U(H00U)
2.b Idealised Me refined as rotating group:
 C00N(H00A,H00C,H00E), C00O(H00F,H00I,H00J), C00Q(H00N,H00O,H00Q), C00V(H00V,
 H00W,H00X)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
S001 S 0.44950(6) 0.70770(3) 0.36770(8) 0.0544(2) Uani 1 1 d . . . . .
O002 O 0.12539(16) 0.49422(7) 0.42014(19) 0.0546(5) Uani 1 1 d . . . . .
N003 N 0.10291(16) 0.58587(8) 0.61594(19) 0.0378(4) Uani 1 1 d . . . . .
H003 H 0.044240 0.560642 0.589177 0.045 Uiso 1 1 calc R U . . .
N004 N 0.26723(17) 0.55378(8) 0.3493(2) 0.0403(5) Uani 1 1 d . . . . .
C005 C 0.18002(19) 0.59059(9) 0.5259(2) 0.0335(5) Uani 1 1 d . . . . .
C006 C 0.10716(19) 0.61712(9) 0.7474(2) 0.0329(5) Uani 1 1 d . . . . .
C007 C 0.2599(2) 0.63145(9) 0.5028(2) 0.0369(5) Uani 1 1 d . . . . .
H007 H 0.274910 0.667560 0.550237 0.044 Uiso 1 1 calc R U . . .
C008 C 0.3182(2) 0.61014(9) 0.3928(2) 0.0366(5) Uani 1 1 d . . . . .
C009 C 0.3333(2) 0.47804(10) 0.0236(2) 0.0403(5) Uani 1 1 d . . . . .
C00A C 0.3141(2) 0.51269(9) 0.2605(2) 0.0374(5) Uani 1 1 d . . . . .
C00B C 0.2015(2) 0.68234(10) 0.9456(2) 0.0409(5) Uani 1 1 d . . . . .
H00B H 0.266553 0.707287 0.989605 0.049 Uiso 1 1 calc R U . . .
C00C C 0.1073(2) 0.67498(9) 1.0132(2) 0.0389(5) Uani 1 1 d . . . . .
C00D C 0.2033(2) 0.65414(9) 0.8150(2) 0.0385(5) Uani 1 1 d . . . . .
H00D H 0.268739 0.660022 0.772952 0.046 Uiso 1 1 calc R U . . .
C00E C 0.1834(2) 0.53979(10) 0.4276(2) 0.0384(5) Uani 1 1 d . . . . .
C00F C 0.4046(2) 0.43135(10) 0.0950(3) 0.0414(5) Uani 1 1 d . . . . .
C00G C 0.2877(2) 0.51849(9) 0.1084(3) 0.0415(5) Uani 1 1 d . . . . .
H00G H 0.239049 0.549564 0.061497 0.050 Uiso 1 1 calc R U . . .
C00H C 0.4014(2) 0.63532(10) 0.3324(3) 0.0445(6) Uani 1 1 d . . . . .
H00H H 0.434807 0.613218 0.268841 0.053 Uiso 1 1 calc R U . . .
C00I C 0.6069(2) 0.70336(10) 0.3647(2) 0.0414(5) Uani 1 1 d . . . . .
C00J C 0.0120(2) 0.63611(11) 0.9471(3) 0.0475(6) Uani 1 1 d . . . . .
C00K C 0.0131(2) 0.60825(11) 0.8158(3) 0.0462(6) Uani 1 1 d . . . . .
H00K H -0.051116 0.582817 0.772154 0.055 Uiso 1 1 calc R U . . .
C00L C 0.3869(2) 0.46703(10) 0.3318(3) 0.0468(6) Uani 1 1 d . . . . .
H00L H 0.406207 0.463492 0.434921 0.056 Uiso 1 1 calc R U . . .
C00M C 0.4310(2) 0.42651(11) 0.2477(3) 0.0490(6) Uani 1 1 d . . . . .
H00M H 0.479334 0.395467 0.295333 0.059 Uiso 1 1 calc R U . . .
C00N C 0.1066(2) 0.70818(12) 1.1528(3) 0.0564(7) Uani 1 1 d . . . . .
H00A H 0.182336 0.729831 1.186506 0.085 Uiso 1 1 calc R U . . .
H00C H 0.099327 0.681114 1.228727 0.085 Uiso 1 1 calc R U . . .
H00E H 0.037767 0.734721 1.131938 0.085 Uiso 1 1 calc R U . . .
C00O C 0.4524(3) 0.38530(12) 0.0072(3) 0.0631(8) Uani 1 1 d . . . . .
H00F H 0.384340 0.369013 -0.067577 0.095 Uiso 1 1 calc R U . . .
H00I H 0.493152 0.354834 0.073218 0.095 Uiso 1 1 calc R U . . .
H00J H 0.510023 0.402897 -0.039737 0.095 Uiso 1 1 calc R U . . .
C00P C 0.6535(3) 0.74580(12) 0.2914(4) 0.0667(8) Uani 1 1 d . . . . .
H00P H 0.602350 0.775368 0.240521 0.080 Uiso 1 1 calc R U . . .
C00Q C 0.3020(3) 0.48485(12) -0.1434(3) 0.0658(8) Uani 1 1 d . . . . .
H00N H 0.376832 0.484253 -0.174888 0.099 Uiso 1 1 calc R U . . .
H00O H 0.260050 0.521383 -0.171627 0.099 Uiso 1 1 calc R U . . .
H00Q H 0.249362 0.453248 -0.189990 0.099 Uiso 1 1 calc R U . . .
C00R C 0.6839(3) 0.65971(13) 0.4364(3) 0.0655(8) Uani 1 1 d . . . . .
H00R H 0.653062 0.630473 0.485964 0.079 Uiso 1 1 calc R U . . .
C00S C 0.8532(3) 0.70148(19) 0.3664(4) 0.0867(11) Uani 1 1 d . . . . .
H00S H 0.936654 0.701459 0.368707 0.104 Uiso 1 1 calc R U . . .
C00T C 0.8070(3) 0.65879(17) 0.4358(4) 0.0842(10) Uani 1 1 d . . . . .
H00T H 0.858073 0.628614 0.483473 0.101 Uiso 1 1 calc R U . . .
C00U C 0.7775(3) 0.74444(17) 0.2934(5) 0.0930(12) Uani 1 1 d . . . . .
H00U H 0.809147 0.773402 0.243875 0.112 Uiso 1 1 calc R U . . .
C00V C -0.0914(3) 0.62408(17) 1.0190(4) 0.0921(12) Uani 1 1 d . . . . .
H00V H -0.058839 0.603929 1.111650 0.138 Uiso 1 1 calc R U . . .
H00W H -0.153360 0.600260 0.953864 0.138 Uiso 1 1 calc R U . . .
H00X H -0.127746 0.660421 1.037264 0.138 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 C00H 1.744(2) . ?
S001 C00I 1.776(2) . ?
O002 C00E 1.220(2) . ?
N003 H003 0.8600 . ?
N003 C005 1.361(2) . ?
N003 C006 1.408(2) . ?
N004 C008 1.424(3) . ?
N004 C00A 1.440(3) . ?
N004 C00E 1.374(3) . ?
C005 C007 1.351(3) . ?
C005 C00E 1.486(3) . ?
C006 C00D 1.383(3) . ?
C006 C00K 1.386(3) . ?
C007 H007 0.9300 . ?
C007 C008 1.440(3) . ?
C008 C00H 1.342(3) . ?
C009 C00F 1.392(3) . ?
C009 C00G 1.399(3) . ?
C009 C00Q 1.509(3) . ?
C00A C00G 1.375(3) . ?
C00A C00L 1.381(3) . ?
C00B H00B 0.9300 . ?
C00B C00C 1.378(3) . ?
C00B C00D 1.382(3) . ?
C00C C00J 1.399(3) . ?
C00C C00N 1.508(3) . ?
C00D H00D 0.9300 . ?
C00F C00M 1.378(3) . ?
C00F C00O 1.517(3) . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
C00I C00P 1.368(3) . ?
C00I C00R 1.371(3) . ?
C00J C00K 1.382(3) . ?
C00J C00V 1.513(3) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00L C00M 1.387(3) . ?
C00M H00M 0.9300 . ?
C00N H00A 0.9600 . ?
C00N H00C 0.9600 . ?
C00N H00E 0.9600 . ?
C00O H00F 0.9600 . ?
C00O H00I 0.9600 . ?
C00O H00J 0.9600 . ?
C00P H00P 0.9300 . ?
C00P C00U 1.385(4) . ?
C00Q H00N 0.9600 . ?
C00Q H00O 0.9600 . ?
C00Q H00Q 0.9600 . ?
C00R H00R 0.9300 . ?
C00R C00T 1.382(4) . ?
C00S H00S 0.9300 . ?
C00S C00T 1.349(5) . ?
C00S C00U 1.357(5) . ?
C00T H00T 0.9300 . ?
C00U H00U 0.9300 . ?
C00V H00V 0.9600 . ?
C00V H00W 0.9600 . ?
C00V H00X 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
C00H S001 C00I 101.68(11) . . ?
C005 N003 H003 115.9 . . ?
C005 N003 C006 128.12(18) . . ?
C006 N003 H003 115.9 . . ?
C008 N004 C00A 124.97(16) . . ?
C00E N004 C008 109.80(16) . . ?
C00E N004 C00A 124.08(17) . . ?
N003 C005 C00E 116.34(18) . . ?
C007 C005 N003 135.36(19) . . ?
C007 C005 C00E 108.29(17) . . ?
C00D C006 N003 123.22(18) . . ?
C00D C006 C00K 118.43(19) . . ?
C00K C006 N003 118.28(19) . . ?
C005 C007 H007 125.5 . . ?
C005 C007 C008 109.08(18) . . ?
C008 C007 H007 125.5 . . ?
N004 C008 C007 106.55(17) . . ?
C00H C008 N004 122.65(19) . . ?
C00H C008 C007 130.8(2) . . ?
C00F C009 C00G 119.1(2) . . ?
C00F C009 C00Q 121.1(2) . . ?
C00G C009 C00Q 119.7(2) . . ?
C00G C00A N004 121.2(2) . . ?
C00G C00A C00L 120.3(2) . . ?
C00L C00A N004 118.4(2) . . ?
C00C C00B H00B 118.7 . . ?
C00C C00B C00D 122.6(2) . . ?
C00D C00B H00B 118.7 . . ?
C00B C00C C00J 117.7(2) . . ?
C00B C00C C00N 121.0(2) . . ?
C00J C00C C00N 121.3(2) . . ?
C006 C00D H00D 120.2 . . ?
C00B C00D C006 119.58(19) . . ?
C00B C00D H00D 120.2 . . ?
O002 C00E N004 126.77(19) . . ?
O002 C00E C005 126.94(18) . . ?
N004 C00E C005 106.27(17) . . ?
C009 C00F C00O 121.0(2) . . ?
C00M C00F C009 119.5(2) . . ?
C00M C00F C00O 119.5(2) . . ?
C009 C00G H00G 119.7 . . ?
C00A C00G C009 120.6(2) . . ?
C00A C00G H00G 119.7 . . ?
S001 C00H H00H 118.6 . . ?
C008 C00H S001 122.83(17) . . ?
C008 C00H H00H 118.6 . . ?
C00P C00I S001 118.9(2) . . ?
C00P C00I C00R 119.0(2) . . ?
C00R C00I S001 122.12(18) . . ?
C00C C00J C00V 120.4(2) . . ?
C00K C00J C00C 119.7(2) . . ?
C00K C00J C00V 119.9(2) . . ?
C006 C00K H00K 119.1 . . ?
C00J C00K C006 121.9(2) . . ?
C00J C00K H00K 119.1 . . ?
C00A C00L H00L 120.4 . . ?
C00A C00L C00M 119.1(2) . . ?
C00M C00L H00L 120.4 . . ?
C00F C00M C00L 121.3(2) . . ?
C00F C00M H00M 119.3 . . ?
C00L C00M H00M 119.3 . . ?
C00C C00N H00A 109.5 . . ?
C00C C00N H00C 109.5 . . ?
C00C C00N H00E 109.5 . . ?
H00A C00N H00C 109.5 . . ?
H00A C00N H00E 109.5 . . ?
H00C C00N H00E 109.5 . . ?
C00F C00O H00F 109.5 . . ?
C00F C00O H00I 109.5 . . ?
C00F C00O H00J 109.5 . . ?
H00F C00O H00I 109.5 . . ?
H00F C00O H00J 109.5 . . ?
H00I C00O H00J 109.5 . . ?
C00I C00P H00P 120.2 . . ?
C00I C00P C00U 119.6(3) . . ?
C00U C00P H00P 120.2 . . ?
C009 C00Q H00N 109.5 . . ?
C009 C00Q H00O 109.5 . . ?
C009 C00Q H00Q 109.5 . . ?
H00N C00Q H00O 109.5 . . ?
H00N C00Q H00Q 109.5 . . ?
H00O C00Q H00Q 109.5 . . ?
C00I C00R H00R 119.7 . . ?
C00I C00R C00T 120.6(3) . . ?
C00T C00R H00R 119.7 . . ?
C00T C00S H00S 120.2 . . ?
C00T C00S C00U 119.6(3) . . ?
C00U C00S H00S 120.2 . . ?
C00R C00T H00T 119.9 . . ?
C00S C00T C00R 120.3(3) . . ?
C00S C00T H00T 119.9 . . ?
C00P C00U H00U 119.5 . . ?
C00S C00U C00P 120.9(3) . . ?
C00S C00U H00U 119.5 . . ?
C00J C00V H00V 109.5 . . ?
C00J C00V H00W 109.5 . . ?
C00J C00V H00X 109.5 . . ?
H00V C00V H00W 109.5 . . ?
H00V C00V H00X 109.5 . . ?
H00W C00V H00X 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S001 C00I C00P C00U 177.2(2) . . . . ?
S001 C00I C00R C00T -177.8(2) . . . . ?
N003 C005 C007 C008 178.6(2) . . . . ?
N003 C005 C00E O002 -0.8(3) . . . . ?
N003 C005 C00E N004 -179.32(19) . . . . ?
N003 C006 C00D C00B -178.7(2) . . . . ?
N003 C006 C00K C00J 178.4(2) . . . . ?
N004 C008 C00H S001 171.65(17) . . . . ?
N004 C00A C00G C009 -179.65(19) . . . . ?
N004 C00A C00L C00M 178.9(2) . . . . ?
C005 N003 C006 C00D -7.8(3) . . . . ?
C005 N003 C006 C00K 175.3(2) . . . . ?
C005 C007 C008 N004 0.7(2) . . . . ?
C005 C007 C008 C00H 178.6(2) . . . . ?
C006 N003 C005 C007 -19.8(4) . . . . ?
C006 N003 C005 C00E 159.1(2) . . . . ?
C007 C005 C00E O002 178.4(2) . . . . ?
C007 C005 C00E N004 -0.1(2) . . . . ?
C007 C008 C00H S001 -6.0(4) . . . . ?
C008 N004 C00A C00G -79.2(3) . . . . ?
C008 N004 C00A C00L 100.6(3) . . . . ?
C008 N004 C00E O002 -178.0(2) . . . . ?
C008 N004 C00E C005 0.5(2) . . . . ?
C009 C00F C00M C00L 0.6(3) . . . . ?
C00A N004 C008 C007 -168.9(2) . . . . ?
C00A N004 C008 C00H 13.0(4) . . . . ?
C00A N004 C00E O002 -9.7(4) . . . . ?
C00A N004 C00E C005 168.8(2) . . . . ?
C00A C00L C00M C00F 0.7(4) . . . . ?
C00B C00C C00J C00K -2.1(4) . . . . ?
C00B C00C C00J C00V 177.4(3) . . . . ?
C00C C00B C00D C006 0.4(3) . . . . ?
C00C C00J C00K C006 0.7(4) . . . . ?
C00D C006 C00K C00J 1.3(4) . . . . ?
C00D C00B C00C C00J 1.6(4) . . . . ?
C00D C00B C00C C00N -177.9(2) . . . . ?
C00E N004 C008 C007 -0.8(2) . . . . ?
C00E N004 C008 C00H -178.9(2) . . . . ?
C00E N004 C00A C00G 114.3(2) . . . . ?
C00E N004 C00A C00L -65.9(3) . . . . ?
C00E C005 C007 C008 -0.4(3) . . . . ?
C00F C009 C00G C00A 0.8(3) . . . . ?
C00G C009 C00F C00M -1.3(3) . . . . ?
C00G C009 C00F C00O 177.9(2) . . . . ?
C00G C00A C00L C00M -1.3(3) . . . . ?
C00H S001 C00I C00P 136.4(2) . . . . ?
C00H S001 C00I C00R -45.3(2) . . . . ?
C00I S001 C00H C008 145.6(2) . . . . ?
C00I C00P C00U C00S 0.3(5) . . . . ?
C00I C00R C00T C00S 1.1(5) . . . . ?
C00K C006 C00D C00B -1.8(3) . . . . ?
C00L C00A C00G C009 0.5(3) . . . . ?
C00N C00C C00J C00K 177.4(2) . . . . ?
C00N C00C C00J C00V -3.1(4) . . . . ?
C00O C00F C00M C00L -178.7(2) . . . . ?
C00P C00I C00R C00T 0.5(4) . . . . ?
C00Q C009 C00F C00M -179.8(2) . . . . ?
C00Q C009 C00F C00O -0.6(3) . . . . ?
C00Q C009 C00G C00A 179.3(2) . . . . ?
C00R C00I C00P C00U -1.2(4) . . . . ?
C00T C00S C00U C00P 1.3(6) . . . . ?
C00U C00S C00T C00R -2.0(5) . . . . ?
C00V C00J C00K C006 -178.8(3) . . . . ?

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

data_221209yfc217_0m
_database_code_depnum_ccdc_archive 'CCDC 2226646'
loop_
_audit_author_name
_audit_author_address
'Fuchao Yu'
;Kunming University of Science and Technology
China
;
_audit_update_record             
;
2022-12-15 deposited with the CCDC.	2023-03-02 downloaded from the CCDC.
;
_audit_creation_date             2022-12-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H24 N2 O2'
_chemical_formula_sum            'C23 H24 N2 O2'
_chemical_formula_weight         360.44
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   32.974(7)
_cell_length_b                   9.2490(18)
_cell_length_c                   15.640(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.554(4)
_cell_angle_gamma                90
_cell_volume                     4768.0(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2474
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.37
_cell_measurement_theta_min      2.29
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.987
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6250
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1094 before and 0.0382 after correction.
The Ratio of minimum to maximum transmission is 0.8383.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.004
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_unetI/netI     0.0721
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            13320
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.567
_diffrn_reflns_theta_min         2.641
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2554
_reflns_number_total             5358
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         5358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1619
_refine_ls_R_factor_gt           0.0876
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1226P)²+5.6233P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2455
_refine_ls_wR_factor_ref         0.2864
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00G(H00G)
2.b Secondary CH2 refined with riding coordinates:
 C00N(H00F,H00J), C00Q(H00S,H00T), C00R(H00U,H00V)
2.c Aromatic/amide H refined with riding coordinates:
 N003(H003), C009(H009), C00A(H00A), C00B(H00B), C00C(H00C), C00D(H00D),
 C00E(H00E), C00H(H00H), C00I(H00I), C00K(H00K), C00M(H00M)
2.d Idealised Me refined as rotating group:
 C00O(H00L,H00N,H00O), C00P(H00P,H00Q,H00R)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.53854(7) 0.1082(2) 0.49895(15) 0.0550(7) Uani 1 1 d . . . . .
N002 N 0.56155(8) 0.3309(3) 0.45449(17) 0.0452(7) Uani 1 1 d . . . . .
N003 N 0.46478(8) 0.1776(3) 0.41117(17) 0.0463(7) Uani 1 1 d . . . . .
H003 H 0.468464 0.097363 0.438044 0.056 Uiso 1 1 calc R U . . .
C004 C 0.53384(10) 0.2225(3) 0.4606(2) 0.0418(8) Uani 1 1 d . . . . .
C005 C 0.42680(10) 0.1961(3) 0.37049(19) 0.0411(8) Uani 1 1 d . . . . .
C006 C 0.49659(10) 0.2716(3) 0.41324(19) 0.0411(8) Uani 1 1 d . . . . .
C007 C 0.54461(10) 0.4475(3) 0.4067(2) 0.0454(8) Uani 1 1 d . . . . .
C008 C 0.60128(10) 0.3229(4) 0.4924(2) 0.0435(8) Uani 1 1 d . . . . .
C009 C 0.41972(11) 0.2904(4) 0.3028(2) 0.0512(9) Uani 1 1 d . . . . .
H009 H 0.440739 0.347979 0.283608 0.061 Uiso 1 1 calc R U . . .
C00A C 0.50393(10) 0.4059(3) 0.3827(2) 0.0452(8) Uani 1 1 d . . . . .
H00A H 0.485539 0.462135 0.351210 0.054 Uiso 1 1 calc R U . . .
C00B C 0.62775(10) 0.2194(4) 0.4666(2) 0.0539(9) Uani 1 1 d . . . . .
H00B H 0.620122 0.156499 0.422633 0.065 Uiso 1 1 calc R U . . .
C00C C 0.38196(12) 0.2996(4) 0.2636(2) 0.0593(10) Uani 1 1 d . . . . .
H00C H 0.378149 0.362008 0.217415 0.071 Uiso 1 1 calc R U . . .
C00D C 0.39495(10) 0.1130(4) 0.3980(2) 0.0522(9) Uani 1 1 d . . . . .
H00D H 0.398960 0.049029 0.443265 0.063 Uiso 1 1 calc R U . . .
C00E C 0.56493(12) 0.5686(4) 0.3875(2) 0.0563(10) Uani 1 1 d . . . . .
H00E H 0.591363 0.578357 0.409042 0.068 Uiso 1 1 calc R U . . .
O00F O 0.56263(15) 0.6778(3) 0.24907(19) 0.1181(15) Uani 1 1 d . . . . .
C00G C 0.54785(14) 0.6882(4) 0.3340(3) 0.0660(11) Uani 1 1 d . . . . .
H00G H 0.518200 0.680699 0.331918 0.079 Uiso 1 1 calc R U . . .
C00H C 0.61351(12) 0.4201(5) 0.5559(2) 0.0661(11) Uani 1 1 d . . . . .
H00H H 0.596026 0.492850 0.572964 0.079 Uiso 1 1 calc R U . . .
C00I C 0.35706(11) 0.1245(5) 0.3583(2) 0.0646(11) Uani 1 1 d . . . . .
H00I H 0.335973 0.067285 0.377516 0.078 Uiso 1 1 calc R U . . .
C00J C 0.34962(12) 0.2191(5) 0.2907(3) 0.0646(11) Uani 1 1 d . . . . .
C00K C 0.66587(12) 0.2070(5) 0.5052(3) 0.0695(11) Uani 1 1 d . . . . .
H00K H 0.683385 0.134527 0.487921 0.083 Uiso 1 1 calc R U . . .
C00L C 0.67814(12) 0.3020(6) 0.5695(3) 0.0753(13) Uani 1 1 d . . . . .
C00M C 0.65134(13) 0.4080(5) 0.5931(3) 0.0789(13) Uani 1 1 d . . . . .
H00M H 0.659219 0.473369 0.635583 0.095 Uiso 1 1 calc R U . . .
C00N C 0.55978(18) 0.8368(4) 0.3641(3) 0.0877(16) Uani 1 1 d . . . . .
H00F H 0.538526 0.879564 0.397579 0.105 Uiso 1 1 calc R U . . .
H00J H 0.584614 0.833428 0.398748 0.105 Uiso 1 1 calc R U . . .
C00O C 0.30805(14) 0.2294(7) 0.2478(4) 0.1079(19) Uani 1 1 d . . . . .
H00L H 0.310766 0.230330 0.186883 0.162 Uiso 1 1 calc R U . . .
H00N H 0.294983 0.316705 0.265553 0.162 Uiso 1 1 calc R U . . .
H00O H 0.292023 0.147557 0.263855 0.162 Uiso 1 1 calc R U . . .
C00P C 0.71988(15) 0.2854(8) 0.6128(4) 0.121(2) Uani 1 1 d . . . . .
H00P H 0.716802 0.260504 0.671833 0.182 Uiso 1 1 calc R U . . .
H00Q H 0.734475 0.374861 0.608917 0.182 Uiso 1 1 calc R U . . .
H00R H 0.734641 0.210351 0.584795 0.182 Uiso 1 1 calc R U . . .
C00Q C 0.5657(2) 0.9193(5) 0.2855(4) 0.134(3) Uani 1 1 d . . . . .
H00S H 0.541870 0.977034 0.271704 0.161 Uiso 1 1 calc R U . . .
H00T H 0.588863 0.983351 0.292399 0.161 Uiso 1 1 calc R U . . .
C00R C 0.5726(2) 0.8151(5) 0.2187(3) 0.1077(19) Uani 1 1 d . . . . .
H00U H 0.555957 0.838266 0.168463 0.129 Uiso 1 1 calc R U . . .
H00V H 0.600850 0.817313 0.202848 0.129 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C004 1.224(4) . ?
N002 C004 1.362(4) . ?
N002 C007 1.417(4) . ?
N002 C008 1.425(4) . ?
N003 H003 0.8600 . ?
N003 C005 1.400(4) . ?
N003 C006 1.362(4) . ?
C004 C006 1.488(4) . ?
C005 C009 1.387(4) . ?
C005 C00D 1.379(5) . ?
C006 C00A 1.354(4) . ?
C007 C00A 1.436(4) . ?
C007 C00E 1.344(5) . ?
C008 C00B 1.364(5) . ?
C008 C00H 1.391(5) . ?
C009 H009 0.9300 . ?
C009 C00C 1.376(5) . ?
C00A H00A 0.9300 . ?
C00B H00B 0.9300 . ?
C00B C00K 1.384(5) . ?
C00C H00C 0.9300 . ?
C00C C00J 1.377(6) . ?
C00D H00D 0.9300 . ?
C00D C00I 1.384(5) . ?
C00E H00E 0.9300 . ?
C00E C00G 1.488(5) . ?
O00F C00G 1.431(5) . ?
O00F C00R 1.398(5) . ?
C00G H00G 0.9800 . ?
C00G C00N 1.501(6) . ?
C00H H00H 0.9300 . ?
C00H C00M 1.367(5) . ?
C00I H00I 0.9300 . ?
C00I C00J 1.389(5) . ?
C00J C00O 1.513(5) . ?
C00K H00K 0.9300 . ?
C00K C00L 1.387(6) . ?
C00L C00M 1.377(6) . ?
C00L C00P 1.525(6) . ?
C00M H00M 0.9300 . ?
C00N H00F 0.9700 . ?
C00N H00J 0.9700 . ?
C00N C00Q 1.464(6) . ?
C00O H00L 0.9600 . ?
C00O H00N 0.9600 . ?
C00O H00O 0.9600 . ?
C00P H00P 0.9600 . ?
C00P H00Q 0.9600 . ?
C00P H00R 0.9600 . ?
C00Q H00S 0.9700 . ?
C00Q H00T 0.9700 . ?
C00Q C00R 1.445(7) . ?
C00R H00U 0.9700 . ?
C00R H00V 0.9700 . ?

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
C004 N002 C007 109.9(3) . . ?
C004 N002 C008 122.9(3) . . ?
C007 N002 C008 127.1(3) . . ?
C005 N003 H003 116.1 . . ?
C006 N003 H003 116.1 . . ?
C006 N003 C005 127.7(3) . . ?
O001 C004 N002 126.5(3) . . ?
O001 C004 C006 126.9(3) . . ?
N002 C004 C006 106.7(3) . . ?
C009 C005 N003 123.7(3) . . ?
C00D C005 N003 118.0(3) . . ?
C00D C005 C009 118.3(3) . . ?
N003 C006 C004 116.2(3) . . ?
C00A C006 N003 136.2(3) . . ?
C00A C006 C004 107.6(3) . . ?
N002 C007 C00A 106.6(3) . . ?
C00E C007 N002 124.1(3) . . ?
C00E C007 C00A 129.3(3) . . ?
C00B C008 N002 120.1(3) . . ?
C00B C008 C00H 119.3(3) . . ?
C00H C008 N002 120.6(3) . . ?
C005 C009 H009 119.6 . . ?
C00C C009 C005 120.7(3) . . ?
C00C C009 H009 119.6 . . ?
C006 C00A C007 109.1(3) . . ?
C006 C00A H00A 125.4 . . ?
C007 C00A H00A 125.4 . . ?
C008 C00B H00B 119.7 . . ?
C008 C00B C00K 120.6(4) . . ?
C00K C00B H00B 119.7 . . ?
C009 C00C H00C 119.1 . . ?
C009 C00C C00J 121.9(3) . . ?
C00J C00C H00C 119.1 . . ?
C005 C00D H00D 119.9 . . ?
C005 C00D C00I 120.2(3) . . ?
C00I C00D H00D 119.9 . . ?
C007 C00E H00E 117.9 . . ?
C007 C00E C00G 124.2(3) . . ?
C00G C00E H00E 117.9 . . ?
C00R O00F C00G 110.1(3) . . ?
C00E C00G H00G 109.2 . . ?
C00E C00G C00N 114.4(4) . . ?
O00F C00G C00E 109.8(3) . . ?
O00F C00G H00G 109.2 . . ?
O00F C00G C00N 105.0(3) . . ?
C00N C00G H00G 109.2 . . ?
C008 C00H H00H 120.2 . . ?
C00M C00H C008 119.6(4) . . ?
C00M C00H H00H 120.2 . . ?
C00D C00I H00I 119.1 . . ?
C00D C00I C00J 121.9(4) . . ?
C00J C00I H00I 119.1 . . ?
C00C C00J C00I 117.0(3) . . ?
C00C C00J C00O 121.9(4) . . ?
C00I C00J C00O 121.1(4) . . ?
C00B C00K H00K 119.7 . . ?
C00B C00K C00L 120.5(4) . . ?
C00L C00K H00K 119.7 . . ?
C00K C00L C00P 120.0(5) . . ?
C00M C00L C00K 117.9(4) . . ?
C00M C00L C00P 122.1(4) . . ?
C00H C00M C00L 121.9(4) . . ?
C00H C00M H00M 119.0 . . ?
C00L C00M H00M 119.0 . . ?
C00G C00N H00F 110.8 . . ?
C00G C00N H00J 110.8 . . ?
H00F C00N H00J 108.9 . . ?
C00Q C00N C00G 104.7(4) . . ?
C00Q C00N H00F 110.8 . . ?
C00Q C00N H00J 110.8 . . ?
C00J C00O H00L 109.5 . . ?
C00J C00O H00N 109.5 . . ?
C00J C00O H00O 109.5 . . ?
H00L C00O H00N 109.5 . . ?
H00L C00O H00O 109.5 . . ?
H00N C00O H00O 109.5 . . ?
C00L C00P H00P 109.5 . . ?
C00L C00P H00Q 109.5 . . ?
C00L C00P H00R 109.5 . . ?
H00P C00P H00Q 109.5 . . ?
H00P C00P H00R 109.5 . . ?
H00Q C00P H00R 109.5 . . ?
C00N C00Q H00S 110.4 . . ?
C00N C00Q H00T 110.4 . . ?
H00S C00Q H00T 108.6 . . ?
C00R C00Q C00N 106.7(4) . . ?
C00R C00Q H00S 110.4 . . ?
C00R C00Q H00T 110.4 . . ?
O00F C00R C00Q 108.4(4) . . ?
O00F C00R H00U 110.0 . . ?
O00F C00R H00V 110.0 . . ?
C00Q C00R H00U 110.0 . . ?
C00Q C00R H00V 110.0 . . ?
H00U C00R H00V 108.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O001 C004 C006 N003 -1.5(5) . . . . ?
O001 C004 C006 C00A 178.1(3) . . . . ?
N002 C004 C006 N003 179.8(3) . . . . ?
N002 C004 C006 C00A -0.7(4) . . . . ?
N002 C007 C00A C006 -0.5(4) . . . . ?
N002 C007 C00E C00G 177.1(3) . . . . ?
N002 C008 C00B C00K -177.5(3) . . . . ?
N002 C008 C00H C00M 178.2(4) . . . . ?
N003 C005 C009 C00C 177.6(3) . . . . ?
N003 C005 C00D C00I -178.3(3) . . . . ?
N003 C006 C00A C007 -179.8(4) . . . . ?
C004 N002 C007 C00A 0.1(4) . . . . ?
C004 N002 C007 C00E -177.9(3) . . . . ?
C004 N002 C008 C00B 62.7(4) . . . . ?
C004 N002 C008 C00H -117.3(4) . . . . ?
C004 C006 C00A C007 0.7(4) . . . . ?
C005 N003 C006 C004 -179.1(3) . . . . ?
C005 N003 C006 C00A 1.5(6) . . . . ?
C005 C009 C00C C00J 1.5(6) . . . . ?
C005 C00D C00I C00J -0.3(6) . . . . ?
C006 N003 C005 C009 22.5(5) . . . . ?
C006 N003 C005 C00D -159.3(3) . . . . ?
C007 N002 C004 O001 -178.4(3) . . . . ?
C007 N002 C004 C006 0.3(3) . . . . ?
C007 N002 C008 C00B -117.7(4) . . . . ?
C007 N002 C008 C00H 62.3(5) . . . . ?
C007 C00E C00G O00F -100.8(5) . . . . ?
C007 C00E C00G C00N 141.5(4) . . . . ?
C008 N002 C004 O001 1.2(5) . . . . ?
C008 N002 C004 C006 180.0(3) . . . . ?
C008 N002 C007 C00A -179.5(3) . . . . ?
C008 N002 C007 C00E 2.4(5) . . . . ?
C008 C00B C00K C00L -1.5(6) . . . . ?
C008 C00H C00M C00L 0.1(7) . . . . ?
C009 C005 C00D C00I 0.0(5) . . . . ?
C009 C00C C00J C00I -1.7(6) . . . . ?
C009 C00C C00J C00O 179.9(4) . . . . ?
C00A C007 C00E C00G -0.5(6) . . . . ?
C00B C008 C00H C00M -1.8(6) . . . . ?
C00B C00K C00L C00M -0.2(6) . . . . ?
C00B C00K C00L C00P 178.8(4) . . . . ?
C00D C005 C009 C00C -0.6(5) . . . . ?
C00D C00I C00J C00C 1.2(6) . . . . ?
C00D C00I C00J C00O 179.6(4) . . . . ?
C00E C007 C00A C006 177.4(4) . . . . ?
C00E C00G C00N C00Q 142.3(5) . . . . ?
O00F C00G C00N C00Q 21.8(6) . . . . ?
C00G O00F C00R C00Q 1.9(7) . . . . ?
C00G C00N C00Q C00R -21.0(7) . . . . ?
C00H C008 C00B C00K 2.5(5) . . . . ?
C00K C00L C00M C00H 0.8(7) . . . . ?
C00N C00Q C00R O00F 12.4(8) . . . . ?
C00P C00L C00M C00H -178.1(5) . . . . ?
C00R O00F C00G C00E -138.4(4) . . . . ?
C00R O00F C00G C00N -15.0(6) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.250 -0.860 -0.762 648.7 220.5 ?
2 0.750 -0.498 -0.067 648.7 220.5 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
