# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_inn-as-iii-76-c_mo
_database_code_depnum_ccdc_archive 'CCDC 1879722'
loop_
_audit_author_name
_audit_author_address
'Suresh Alati'
;IIT Bombay
India
;
_audit_update_record             
;
2018-11-19 deposited with the CCDC.	2022-02-24 downloaded from the CCDC.
;
_audit_creation_date             2018-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H17 Cl N2 O'
_chemical_formula_sum            'C18 H17 Cl N2 O'
_chemical_formula_weight         312.79
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cl Cl 0.1484 0.1585 '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'

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

_cell_length_a                   13.208(2)
_cell_length_b                   9.2277(12)
_cell_length_c                   12.4378(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.905(15)
_cell_angle_gamma                90.00
_cell_volume                     1497.6(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1929
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.8450
_cell_measurement_theta_min      2.6950
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74917
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            white
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.095
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.043
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.1352
_diffrn_reflns_av_unetI/netI     0.1377
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11828
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.70
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  19.00   0.50   12.00    --  -20.00 -72.00 -36.00  258
  2  ω    -63.00  57.50   0.50   12.00    --  -20.00   0.00 108.00  241
  3  ω    -53.00 -23.00   0.50   12.00    --  -20.00 -72.00-108.00   60
  4  ω    -93.50  19.00   0.50   12.00    --  -20.00 -72.00-180.00  225
  5  ω    -55.50 -10.50   0.50   12.00    --  -20.00   0.00 -36.00   90
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0122137000
_diffrn_orient_matrix_UB_12      0.0039369000
_diffrn_orient_matrix_UB_13      -0.0534921000
_diffrn_orient_matrix_UB_21      -0.0518811000
_diffrn_orient_matrix_UB_22      -0.0147466000
_diffrn_orient_matrix_UB_23      -0.0216085000
_diffrn_orient_matrix_UB_31      -0.0107352000
_diffrn_orient_matrix_UB_32      0.0753276000
_diffrn_orient_matrix_UB_33      -0.0014808000
_diffrn_radiation_collimation    0.3
_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_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_number_gt                1526
_reflns_number_total             2636
_reflns_odcompleteness_completeness 91.07
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.11
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2636
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1487
_refine_ls_R_factor_gt           0.0811
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0605P)²+0.6562P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1545
_refine_ls_wR_factor_ref         0.1951
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C18(H18), C11(H11), C17(H17), C15(H15), C9(H9), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C8(H8A,H8B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C6(H6), C4(H4), C3(H3), C2(H2), C14(H14), C13(H13)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Cl1 Cl 0.07267(10) 0.32062(15) 0.54341(12) 0.0504(5) Uani 1 d . . .
O1 O 0.6262(3) 0.3144(4) 0.9264(2) 0.0444(10) Uani 1 d . . .
N1 N 0.5589(3) 0.3753(4) 0.5974(3) 0.0281(10) Uani 1 d . . .
H1 H 0.5627 0.3318 0.5369 0.034 Uiso 1 calc . . R
N2 N 0.4441(3) 0.4579(4) 0.7106(3) 0.0256(9) Uani 1 d . . .
C5 C 0.3770(3) 0.3148(4) 0.5575(3) 0.0204(10) Uani 1 d . . .
C6 C 0.2785(3) 0.3441(4) 0.5778(3) 0.0251(11) Uani 1 d . . .
H6 H 0.2691 0.4065 0.6342 0.030 Uiso 1 calc . . R
C4 C 0.3879(4) 0.2213(4) 0.4720(3) 0.0273(11) Uani 1 d . . .
H4 H 0.4531 0.2001 0.4568 0.033 Uiso 1 calc . . R
C3 C 0.3035(4) 0.1601(5) 0.4100(4) 0.0295(12) Uani 1 d . . .
H3 H 0.3128 0.0975 0.3538 0.035 Uiso 1 calc . . R
C18 C 0.6548(4) 0.4297(5) 0.6602(3) 0.0251(11) Uani 1 d . . .
H18 H 0.6813 0.5121 0.6232 0.030 Uiso 1 calc . . R
C7 C 0.4642(3) 0.3884(4) 0.6277(3) 0.0212(10) Uani 1 d . . .
C1 C 0.1942(4) 0.2814(5) 0.5151(4) 0.0279(11) Uani 1 d . . .
C11 C 0.7259(4) 0.2391(4) 0.7892(4) 0.0270(11) Uani 1 d . . .
H11 H 0.6977 0.1408 0.7809 0.032 Uiso 1 calc . . R
C17 C 0.7341(4) 0.3063(5) 0.6776(3) 0.0290(11) Uani 1 d . . .
H17 H 0.7168 0.2330 0.6207 0.035 Uiso 1 calc . . R
C10 C 0.6574(3) 0.3364(5) 0.8412(3) 0.0263(11) Uani 1 d . . .
C2 C 0.2046(4) 0.1894(5) 0.4292(4) 0.0342(12) Uani 1 d . . .
H2 H 0.1478 0.1489 0.3862 0.041 Uiso 1 calc . . R
C15 C 0.8496(4) 0.3444(6) 0.6877(4) 0.0423(14) Uani 1 d . . .
H15 H 0.8743 0.3656 0.6191 0.051 Uiso 1 calc . . R
C9 C 0.6337(4) 0.4735(4) 0.7730(3) 0.0249(11) Uani 1 d . . .
H9 H 0.6842 0.5473 0.8015 0.030 Uiso 1 calc . . R
C14 C 0.8753(4) 0.4561(5) 0.7761(5) 0.0451(14) Uani 1 d . . .
H14 H 0.8906 0.5531 0.7661 0.054 Uiso 1 calc . . R
C16 C 0.8948(4) 0.2089(6) 0.7479(4) 0.0490(15) Uani 1 d . . .
H16A H 0.8728 0.1197 0.7101 0.059 Uiso 1 calc . . R
H16B H 0.9690 0.2118 0.7652 0.059 Uiso 1 calc . . R
C13 C 0.8722(4) 0.3918(5) 0.8697(4) 0.0396(13) Uani 1 d . . .
H13 H 0.8863 0.4349 0.9380 0.047 Uiso 1 calc . . R
C12 C 0.8417(4) 0.2363(5) 0.8470(4) 0.0364(13) Uani 1 d . . .
H12 H 0.8581 0.1685 0.9079 0.044 Uiso 1 calc . . R
C8 C 0.5284(4) 0.5365(5) 0.7746(4) 0.0303(12) Uani 1 d . . .
H8A H 0.5162 0.5403 0.8495 0.036 Uiso 1 calc . . R
H8B H 0.5278 0.6353 0.7479 0.036 Uiso 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
Cl1 C1 1.734(5) . ?
O1 C10 1.211(5) . ?
N1 H1 0.8600 . ?
N1 C18 1.470(5) . ?
N1 C7 1.367(5) . ?
N2 C7 1.276(5) . ?
N2 C8 1.458(5) . ?
C5 C6 1.390(6) . ?
C5 C4 1.394(5) . ?
C5 C7 1.497(6) . ?
C6 H6 0.9300 . ?
C6 C1 1.384(6) . ?
C4 H4 0.9300 . ?
C4 C3 1.375(6) . ?
C3 H3 0.9300 . ?
C3 C2 1.389(6) . ?
C18 H18 0.9800 . ?
C18 C17 1.539(6) . ?
C18 C9 1.527(6) . ?
C1 C2 1.388(6) . ?
C11 H11 0.9800 . ?
C11 C17 1.540(6) . ?
C11 C10 1.492(6) . ?
C11 C12 1.586(6) . ?
C17 H17 0.9800 . ?
C17 C15 1.551(6) . ?
C10 C9 1.529(6) . ?
C2 H2 0.9300 . ?
C15 H15 0.9800 . ?
C15 C14 1.507(7) . ?
C15 C16 1.532(7) . ?
C9 H9 0.9800 . ?
C9 C8 1.510(6) . ?
C14 H14 0.9300 . ?
C14 C13 1.312(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C12 1.531(6) . ?
C13 H13 0.9300 . ?
C13 C12 1.506(6) . ?
C12 H12 0.9800 . ?
C8 H8A 0.9700 . ?
C8 H8B 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
C18 N1 H1 117.5 . . ?
C7 N1 H1 117.5 . . ?
C7 N1 C18 125.0(4) . . ?
C7 N2 C8 117.0(4) . . ?
C6 C5 C4 118.0(4) . . ?
C6 C5 C7 117.6(4) . . ?
C4 C5 C7 124.3(4) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 C5 120.7(4) . . ?
C1 C6 H6 119.7 . . ?
C5 C4 H4 119.6 . . ?
C3 C4 C5 120.7(4) . . ?
C3 C4 H4 119.6 . . ?
C4 C3 H3 119.1 . . ?
C4 C3 C2 121.8(4) . . ?
C2 C3 H3 119.1 . . ?
N1 C18 H18 110.8 . . ?
N1 C18 C17 109.4(3) . . ?
N1 C18 C9 108.3(4) . . ?
C17 C18 H18 110.8 . . ?
C9 C18 H18 110.8 . . ?
C9 C18 C17 106.5(3) . . ?
N1 C7 C5 117.0(4) . . ?
N2 C7 N1 125.5(4) . . ?
N2 C7 C5 117.5(4) . . ?
C6 C1 Cl1 119.2(3) . . ?
C6 C1 C2 121.5(4) . . ?
C2 C1 Cl1 119.3(4) . . ?
C17 C11 H11 110.9 . . ?
C17 C11 C12 102.6(4) . . ?
C10 C11 H11 110.9 . . ?
C10 C11 C17 106.3(3) . . ?
C10 C11 C12 114.9(4) . . ?
C12 C11 H11 110.9 . . ?
C18 C17 C11 106.5(4) . . ?
C18 C17 H17 109.4 . . ?
C18 C17 C15 118.8(4) . . ?
C11 C17 H17 109.4 . . ?
C11 C17 C15 102.9(4) . . ?
C15 C17 H17 109.4 . . ?
O1 C10 C11 126.1(4) . . ?
O1 C10 C9 123.8(4) . . ?
C11 C10 C9 110.1(4) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 C3 117.3(4) . . ?
C1 C2 H2 121.4 . . ?
C17 C15 H15 115.6 . . ?
C14 C15 C17 108.8(4) . . ?
C14 C15 H15 115.6 . . ?
C14 C15 C16 100.1(4) . . ?
C16 C15 C17 99.1(4) . . ?
C16 C15 H15 115.6 . . ?
C18 C9 C10 103.9(3) . . ?
C18 C9 H9 107.7 . . ?
C10 C9 H9 107.7 . . ?
C8 C9 C18 114.4(4) . . ?
C8 C9 C10 114.9(4) . . ?
C8 C9 H9 107.7 . . ?
C15 C14 H14 126.2 . . ?
C13 C14 C15 107.7(5) . . ?
C13 C14 H14 126.2 . . ?
C15 C16 H16A 113.0 . . ?
C15 C16 H16B 113.0 . . ?
H16A C16 H16B 110.4 . . ?
C12 C16 C15 93.8(4) . . ?
C12 C16 H16A 113.0 . . ?
C12 C16 H16B 113.0 . . ?
C14 C13 H13 126.0 . . ?
C14 C13 C12 108.0(5) . . ?
C12 C13 H13 126.0 . . ?
C11 C12 H12 116.3 . . ?
C16 C12 C11 99.7(4) . . ?
C16 C12 H12 116.3 . . ?
C13 C12 C11 106.3(4) . . ?
C13 C12 C16 99.5(4) . . ?
C13 C12 H12 116.3 . . ?
N2 C8 C9 115.4(4) . . ?
N2 C8 H8A 108.4 . . ?
N2 C8 H8B 108.4 . . ?
C9 C8 H8A 108.4 . . ?
C9 C8 H8B 108.4 . . ?
H8A C8 H8B 107.5 . . ?

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
Cl1 C1 C2 C3 -179.5(3) . . . . ?
O1 C10 C9 C18 -160.6(4) . . . . ?
O1 C10 C9 C8 -34.8(6) . . . . ?
N1 C18 C17 C11 -94.6(4) . . . . ?
N1 C18 C17 C15 150.0(4) . . . . ?
N1 C18 C9 C10 91.4(4) . . . . ?
N1 C18 C9 C8 -34.7(5) . . . . ?
C5 C6 C1 Cl1 179.9(3) . . . . ?
C5 C6 C1 C2 -1.0(7) . . . . ?
C5 C4 C3 C2 0.4(7) . . . . ?
C6 C5 C4 C3 0.0(6) . . . . ?
C6 C5 C7 N1 -171.0(4) . . . . ?
C6 C5 C7 N2 9.1(5) . . . . ?
C6 C1 C2 C3 1.3(7) . . . . ?
C4 C5 C6 C1 0.3(6) . . . . ?
C4 C5 C7 N1 7.8(6) . . . . ?
C4 C5 C7 N2 -172.2(4) . . . . ?
C4 C3 C2 C1 -1.1(7) . . . . ?
C18 N1 C7 N2 5.0(7) . . . . ?
C18 N1 C7 C5 -175.0(3) . . . . ?
C18 C17 C15 C14 54.0(5) . . . . ?
C18 C17 C15 C16 158.0(4) . . . . ?
C18 C9 C8 N2 45.4(5) . . . . ?
C7 N1 C18 C17 127.2(4) . . . . ?
C7 N1 C18 C9 11.5(6) . . . . ?
C7 N2 C8 C9 -28.8(6) . . . . ?
C7 C5 C6 C1 179.1(4) . . . . ?
C7 C5 C4 C3 -178.8(4) . . . . ?
C11 C17 C15 C14 -63.3(5) . . . . ?
C11 C17 C15 C16 40.7(4) . . . . ?
C11 C10 C9 C18 21.2(5) . . . . ?
C11 C10 C9 C8 147.0(4) . . . . ?
C17 C18 C9 C10 -26.2(5) . . . . ?
C17 C18 C9 C8 -152.3(4) . . . . ?
C17 C11 C10 O1 174.2(4) . . . . ?
C17 C11 C10 C9 -7.7(5) . . . . ?
C17 C11 C12 C16 -33.7(4) . . . . ?
C17 C11 C12 C13 69.3(5) . . . . ?
C17 C15 C14 C13 71.0(5) . . . . ?
C17 C15 C16 C12 -61.1(4) . . . . ?
C10 C11 C17 C18 -9.0(5) . . . . ?
C10 C11 C17 C15 116.7(4) . . . . ?
C10 C11 C12 C16 -148.5(4) . . . . ?
C10 C11 C12 C13 -45.6(5) . . . . ?
C10 C9 C8 N2 -74.7(5) . . . . ?
C15 C14 C13 C12 -1.4(6) . . . . ?
C15 C16 C12 C11 57.9(4) . . . . ?
C15 C16 C12 C13 -50.5(4) . . . . ?
C9 C18 C17 C11 22.3(5) . . . . ?
C9 C18 C17 C15 -93.2(5) . . . . ?
C14 C15 C16 C12 49.9(5) . . . . ?
C14 C13 C12 C11 -68.4(5) . . . . ?
C14 C13 C12 C16 34.7(5) . . . . ?
C16 C15 C14 C13 -32.3(6) . . . . ?
C12 C11 C17 C18 -129.9(4) . . . . ?
C12 C11 C17 C15 -4.2(4) . . . . ?
C12 C11 C10 O1 -73.1(6) . . . . ?
C12 C11 C10 C9 105.0(4) . . . . ?
C8 N2 C7 N1 3.7(6) . . . . ?
C8 N2 C7 C5 -176.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.565
_oxdiff_exptl_absorpt_empirical_full_min 0.547
####################################################################### 
# 
# 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_INN-AS-DMAP
_database_code_depnum_ccdc_archive 'CCDC 1879813'
loop_
_audit_author_name
_audit_author_address
'Suresh Alati'
;IIT Bombay
India
;
_audit_update_record             
;
2018-11-19 deposited with the CCDC.	2022-02-24 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C76 H88 O12'
_chemical_formula_moiety         'C76 H88 O12'
_chemical_formula_weight         1193.52
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   6.1438(19)
_cell_length_b                   11.089(4)
_cell_length_c                   22.162(7)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.296(7)
_cell_angle_gamma                90.0000
_cell_volume                     1509.8(9)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2953
_cell_measurement_theta_min      3.30
_cell_measurement_theta_max      29.20
_cell_measurement_temperature    100
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.140
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             640.00
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_T_max  0.988

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            18053
_diffrn_reflns_av_R_equivalents  0.0807
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             2644
_reflns_number_gt                2129
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0501
_refine_ls_wR_factor_ref         0.1735
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2643
_refine_ls_number_parameters     199
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0938P)²+0.1963P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.410
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2696(3) 0.96902(14) 0.58280(7) 0.0219(5) Uani 1.0 4 d . . .
O2 O 0.7845(3) 0.51041(14) 0.65835(7) 0.0214(5) Uani 1.0 4 d . . .
O3 O 0.3670(3) 0.55033(14) 0.55630(7) 0.0170(5) Uani 1.0 4 d . . .
C1 C 0.1557(5) 0.7939(3) 0.38345(10) 0.0235(6) Uani 1.0 4 d . . .
C2 C -0.0813(4) 0.7565(3) 0.47272(11) 0.0207(6) Uani 1.0 4 d . . .
C3 C 0.1536(4) 0.7780(2) 0.45192(10) 0.0162(6) Uani 1.0 4 d . . .
C4 C 0.2482(4) 0.8919(2) 0.48175(10) 0.0164(6) Uani 1.0 4 d . . .
C5 C 0.2850(4) 0.8804(2) 0.54927(10) 0.0152(6) Uani 1.0 4 d . . .
C6 C 0.3422(4) 0.7617(2) 0.57363(10) 0.0143(6) Uani 1.0 4 d . . .
C7 C 0.3374(4) 0.6649(2) 0.53679(10) 0.0145(6) Uani 1.0 4 d . . .
C8 C 0.2986(4) 0.6713(2) 0.46976(10) 0.0180(6) Uani 1.0 4 d . . .
C9 C 0.4077(4) 0.75622(19) 0.63953(10) 0.0138(6) Uani 1.0 4 d . . .
C10 C 0.4474(4) 0.62412(19) 0.65873(10) 0.0150(6) Uani 1.0 4 d . . .
C11 C 0.3303(4) 0.5323(2) 0.62029(10) 0.0161(6) Uani 1.0 4 d . . .
C12 C 0.6263(4) 0.8248(2) 0.65095(9) 0.0142(6) Uani 1.0 4 d . . .
C13 C 0.8049(4) 0.7285(2) 0.66275(10) 0.0149(6) Uani 1.0 4 d . . .
C14 C 0.6940(4) 0.6080(2) 0.65995(9) 0.0147(6) Uani 1.0 4 d . . .
C15 C 0.6362(4) 0.9045(2) 0.70909(10) 0.0182(6) Uani 1.0 4 d . . .
C16 C 0.8843(4) 0.9016(2) 0.72171(11) 0.0195(6) Uani 1.0 4 d . . .
C17 C 0.8918(4) 0.7634(2) 0.72779(10) 0.0177(6) Uani 1.0 4 d . . .
C18 C 0.7076(4) 0.7439(3) 0.77193(10) 0.0203(6) Uani 1.0 4 d . . .
C19 C 0.5567(4) 0.8273(3) 0.76119(10) 0.0199(6) Uani 1.0 4 d . . .
H1A H 0.3056 0.8064 0.3699 0.0282 Uiso 1.0 4 calc R . .
H1B H 0.0670 0.8640 0.3724 0.0282 Uiso 1.0 4 calc R . .
H1C H 0.0958 0.7215 0.3642 0.0282 Uiso 1.0 4 calc R . .
H2A H -0.1720 0.8254 0.4610 0.0248 Uiso 1.0 4 calc R . .
H2B H -0.0837 0.7474 0.5167 0.0248 Uiso 1.0 4 calc R . .
H2C H -0.1381 0.6830 0.4538 0.0248 Uiso 1.0 4 calc R . .
H4A H 0.3886 0.9114 0.4623 0.0196 Uiso 1.0 4 calc R . .
H4B H 0.1477 0.9601 0.4742 0.0196 Uiso 1.0 4 calc R . .
H8A H 0.2290 0.5954 0.4561 0.0215 Uiso 1.0 4 calc R . .
H8B H 0.4402 0.6786 0.4490 0.0215 Uiso 1.0 4 calc R . .
H9 H 0.2903 0.7922 0.6649 0.0165 Uiso 1.0 4 calc R . .
H10 H 0.3939 0.6149 0.7010 0.0180 Uiso 1.0 4 calc R . .
H11A H 0.3804 0.4506 0.6317 0.0193 Uiso 1.0 4 calc R . .
H11B H 0.1722 0.5371 0.6284 0.0193 Uiso 1.0 4 calc R . .
H12 H 0.6646 0.8742 0.6148 0.0170 Uiso 1.0 4 calc R . .
H13 H 0.9234 0.7341 0.6321 0.0179 Uiso 1.0 4 calc R . .
H15 H 0.5693 0.9864 0.7056 0.0218 Uiso 1.0 4 calc R . .
H16A H 0.9714 0.9321 0.6875 0.0234 Uiso 1.0 4 calc R . .
H16B H 0.9256 0.9439 0.7594 0.0234 Uiso 1.0 4 calc R . .
H17 H 1.0357 0.7282 0.7396 0.0213 Uiso 1.0 4 calc R . .
H18 H 0.7011 0.6829 0.8020 0.0243 Uiso 1.0 4 calc R . .
H19 H 0.4235 0.8369 0.7822 0.0239 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b28'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b28'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'


#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C5 1.236(3) yes . .
O2 C14 1.218(3) yes . .
O3 C7 1.354(3) yes . .
O3 C11 1.451(3) yes . .
C1 C3 1.528(4) yes . .
C2 C3 1.536(4) yes . .
C3 C4 1.538(4) yes . .
C3 C8 1.531(4) yes . .
C4 C5 1.518(4) yes . .
C5 C6 1.465(4) yes . .
C6 C7 1.349(4) yes . .
C6 C9 1.514(4) yes . .
C7 C8 1.505(4) yes . .
C9 C10 1.544(3) yes . .
C9 C12 1.562(3) yes . .
C10 C11 1.508(4) yes . .
C10 C14 1.526(4) yes . .
C12 C13 1.552(3) yes . .
C12 C15 1.564(3) yes . .
C13 C14 1.501(4) yes . .
C13 C17 1.582(4) yes . .
C15 C16 1.549(4) yes . .
C15 C19 1.520(4) yes . .
C16 C17 1.540(4) yes . .
C17 C18 1.515(4) yes . .
C18 C19 1.330(4) yes . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C7 O3 C11 114.84(17) yes . . .
C1 C3 C2 109.19(19) yes . . .
C1 C3 C4 109.07(19) yes . . .
C1 C3 C8 109.76(19) yes . . .
C2 C3 C4 110.58(19) yes . . .
C2 C3 C8 110.43(19) yes . . .
C4 C3 C8 107.79(18) yes . . .
C3 C4 C5 114.15(19) yes . . .
O1 C5 C4 121.0(2) yes . . .
O1 C5 C6 120.8(2) yes . . .
C4 C5 C6 118.21(19) yes . . .
C5 C6 C7 119.2(2) yes . . .
C5 C6 C9 116.97(19) yes . . .
C7 C6 C9 123.8(2) yes . . .
O3 C7 C6 123.4(2) yes . . .
O3 C7 C8 112.33(19) yes . . .
C6 C7 C8 124.2(2) yes . . .
C3 C8 C7 112.35(19) yes . . .
C6 C9 C10 110.15(18) yes . . .
C6 C9 C12 111.15(18) yes . . .
C10 C9 C12 106.42(18) yes . . .
C9 C10 C11 114.25(19) yes . . .
C9 C10 C14 105.72(18) yes . . .
C11 C10 C14 113.69(19) yes . . .
O3 C11 C10 112.55(18) yes . . .
C9 C12 C13 107.39(18) yes . . .
C9 C12 C15 116.00(18) yes . . .
C13 C12 C15 103.04(17) yes . . .
C12 C13 C14 106.55(18) yes . . .
C12 C13 C17 102.74(17) yes . . .
C14 C13 C17 113.96(18) yes . . .
O2 C14 C10 123.8(2) yes . . .
O2 C14 C13 125.8(2) yes . . .
C10 C14 C13 110.32(19) yes . . .
C12 C15 C16 99.87(18) yes . . .
C12 C15 C19 107.23(19) yes . . .
C16 C15 C19 99.86(18) yes . . .
C15 C16 C17 93.73(18) yes . . .
C13 C17 C16 98.84(18) yes . . .
C13 C17 C18 107.69(19) yes . . .
C16 C17 C18 100.15(19) yes . . .
C17 C18 C19 107.9(2) yes . . .
C15 C19 C18 107.5(2) yes . . .
####################################################################### 
# 
# 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_inn-sohan-ii-355_mo
_database_code_depnum_ccdc_archive 'CCDC 1974426'
loop_
_audit_author_name
_audit_author_address
'SOHAN LAL'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2019-12-27 deposited with the CCDC.	2022-02-24 downloaded from the CCDC.
;
_audit_creation_date             2019-12-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H Cl3, C24 H22 N2 O'
_chemical_formula_sum            'C25 H23 Cl3 N2 O'
_chemical_formula_weight         473.80
_chemical_melting_point          465-466
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'
Cl Cl 0.1484 0.1585 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   9.8183(14)
_cell_length_b                   17.594(3)
_cell_length_c                   25.274(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4366.0(11)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2258
_cell_measurement_temperature    150
_cell_measurement_theta_max      29.1860
_cell_measurement_theta_min      2.3250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.441
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88374
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (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    1.442
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.231
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.031
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1606
_diffrn_reflns_av_unetI/netI     0.1808
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14078
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        24.992
_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_min         2.315
_diffrn_ambient_temperature      150
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50   12.00    --  -20.00   0.00-180.00  360
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0365990000
_diffrn_orient_matrix_UB_12      -0.0345874000
_diffrn_orient_matrix_UB_13      -0.0023363000
_diffrn_orient_matrix_UB_21      -0.0078785000
_diffrn_orient_matrix_UB_22      -0.0064035000
_diffrn_orient_matrix_UB_23      0.0275268000
_diffrn_orient_matrix_UB_31      -0.0618050000
_diffrn_orient_matrix_UB_32      -0.0197064000
_diffrn_orient_matrix_UB_33      -0.0048854000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1941
_reflns_number_total             3820
_reflns_odcompleteness_completeness 89.12
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.08
_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       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.465
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.110
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3820
_refine_ls_number_restraints     264
_refine_ls_R_factor_all          0.1671
_refine_ls_R_factor_gt           0.0805
_refine_ls_restrained_S_all      1.000
_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)+(0.0469P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1427
_refine_ls_wR_factor_ref         0.1902
_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
2. Uiso/Uaniso restraints and constraints
Uanis(N2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.2
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Ternary CH refined with riding coordinates:
 C5(H5), C2(H2A), C3(H3), C11(H11), C6(H6), C4(H4), C9(H9), C25(H25)
4.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
4.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C17(H17), C18(H18), C23(H23), C21(H21), C24(H24), C14(H14), C20(H20),
 C7(H7), C15(H15), C22(H22), C16(H16), C8(H8)
;
_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
Cl2 Cl 0.54442(16) 0.19077(9) 0.58473(7) 0.0391(5) Uani 1 1 d . U . . .
Cl3 Cl 0.52172(16) 0.13611(10) 0.47748(7) 0.0436(5) Uani 1 1 d . U . . .
Cl1 Cl 0.68796(18) 0.26781(10) 0.50043(8) 0.0465(5) Uani 1 1 d . U . . .
O1 O 0.3493(4) 0.1724(2) 0.67411(16) 0.0259(10) Uani 1 1 d . U . . .
N1 N 0.3581(4) 0.3724(3) 0.70919(19) 0.0204(11) Uani 1 1 d . U . . .
N2 N 0.1279(4) 0.3552(2) 0.73391(18) 0.0190(11) Uani 1 1 d . U . . .
H2 H 0.0662 0.3673 0.7577 0.023 Uiso 1 1 calc R . . . .
C13 C 0.2829(5) 0.4208(3) 0.7917(2) 0.0218(13) Uani 1 1 d . U . . .
C12 C 0.2575(5) 0.3807(3) 0.7415(2) 0.0213(13) Uani 1 1 d . U . . .
C17 C 0.4117(6) 0.5137(3) 0.8415(2) 0.0253(14) Uani 1 1 d . U . . .
H17 H 0.4781 0.5529 0.8425 0.030 Uiso 1 1 calc R . . . .
C5 C 0.1159(5) 0.1710(3) 0.7048(2) 0.0208(13) Uani 1 1 d . U . . .
H5 H 0.1394 0.1495 0.7403 0.025 Uiso 1 1 calc R . . . .
C2 C 0.2079(5) 0.2825(3) 0.6576(2) 0.0187(12) Uani 1 1 d . U . . .
H2A H 0.1774 0.2761 0.6201 0.022 Uiso 1 1 calc R . . . .
C1 C 0.2400(6) 0.2042(3) 0.6785(2) 0.0212(13) Uani 1 1 d . U . . .
C3 C 0.0846(5) 0.3093(3) 0.6892(2) 0.0200(13) Uani 1 1 d . U . . .
H3 H 0.0215 0.3390 0.6660 0.024 Uiso 1 1 calc R . . . .
C18 C 0.3812(5) 0.4775(3) 0.7943(2) 0.0200(13) Uani 1 1 d . U . . .
H18 H 0.4283 0.4918 0.7630 0.024 Uiso 1 1 calc R . . . .
C11 C 0.3298(5) 0.3380(3) 0.6570(2) 0.0199(13) Uani 1 1 d . U . . .
H11 H 0.4118 0.3071 0.6477 0.024 Uiso 1 1 calc R . . . .
C19 C 0.3175(5) 0.3978(3) 0.6152(2) 0.0193(13) Uani 1 1 d . U . . .
C23 C 0.3674(6) 0.4429(3) 0.5270(2) 0.0272(14) Uani 1 1 d . U . . .
H23 H 0.4128 0.4361 0.4941 0.033 Uiso 1 1 calc R . . . .
C21 C 0.2206(6) 0.5155(3) 0.5823(3) 0.0282(15) Uani 1 1 d . U . . .
H21 H 0.1642 0.5587 0.5878 0.034 Uiso 1 1 calc R . . . .
C24 C 0.3826(5) 0.3901(3) 0.5666(2) 0.0254(14) Uani 1 1 d . U . . .
H24 H 0.4391 0.3471 0.5606 0.030 Uiso 1 1 calc R . . . .
C10 C -0.1077(5) 0.1221(3) 0.6939(2) 0.0278(15) Uani 1 1 d . U . . .
H10A H -0.1102 0.1137 0.7326 0.033 Uiso 1 1 calc R . . . .
H10B H -0.1782 0.0909 0.6762 0.033 Uiso 1 1 calc R . . . .
C14 C 0.2146(6) 0.4016(3) 0.8381(2) 0.0264(14) Uani 1 1 d . U . . .
H14 H 0.1460 0.3635 0.8372 0.032 Uiso 1 1 calc R . . . .
C20 C 0.2373(5) 0.4617(3) 0.6225(3) 0.0237(14) Uani 1 1 d . U . . .
H20 H 0.1926 0.4691 0.6554 0.028 Uiso 1 1 calc R . . . .
C6 C 0.0347(5) 0.1105(3) 0.6702(2) 0.0243(14) Uani 1 1 d . U . . .
H6 H 0.0707 0.0573 0.6706 0.029 Uiso 1 1 calc R . . . .
C4 C 0.0125(5) 0.2367(3) 0.7102(2) 0.0230(13) Uani 1 1 d . U . . .
H4 H -0.0120 0.2437 0.7483 0.028 Uiso 1 1 calc R . . . .
C9 C -0.1156(6) 0.2074(3) 0.6786(3) 0.0275(14) Uani 1 1 d . U . . .
H9 H -0.2038 0.2337 0.6863 0.033 Uiso 1 1 calc R . . . .
C7 C 0.0119(6) 0.1455(3) 0.6166(2) 0.0260(14) Uani 1 1 d . U . . .
H7 H 0.0537 0.1300 0.5845 0.031 Uiso 1 1 calc R . . . .
C15 C 0.2454(6) 0.4373(4) 0.8857(2) 0.0302(15) Uani 1 1 d . U . . .
H15 H 0.1979 0.4238 0.9170 0.036 Uiso 1 1 calc R . . . .
C22 C 0.2863(6) 0.5056(4) 0.5349(3) 0.0314(15) Uani 1 1 d . U . . .
H22 H 0.2758 0.5421 0.5075 0.038 Uiso 1 1 calc R . . . .
C16 C 0.3448(6) 0.4922(4) 0.8870(3) 0.0322(16) Uani 1 1 d . U . . .
H16 H 0.3678 0.5156 0.9197 0.039 Uiso 1 1 calc R . . . .
C8 C -0.0764(6) 0.2016(3) 0.6219(3) 0.0325(15) Uani 1 1 d . U . . .
H8 H -0.1095 0.2330 0.5942 0.039 Uiso 1 1 calc R . . . .
C25 C 0.6287(6) 0.1798(4) 0.5242(2) 0.0321(16) Uani 1 1 d . U . . .
H25 H 0.7092 0.1460 0.5299 0.039 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
Cl2 C25 1.751(6) . ?
Cl3 C25 1.756(6) . ?
Cl1 C25 1.760(6) . ?
O1 C1 1.216(6) . ?
N1 C12 1.290(7) . ?
N1 C11 1.477(7) . ?
N2 H2 0.8800 . ?
N2 C12 1.364(6) . ?
N2 C3 1.453(6) . ?
C13 C12 1.472(8) . ?
C13 C18 1.390(8) . ?
C13 C14 1.392(8) . ?
C17 H17 0.9500 . ?
C17 C18 1.384(7) . ?
C17 C16 1.378(8) . ?
C5 H5 1.0000 . ?
C5 C1 1.505(7) . ?
C5 C6 1.591(7) . ?
C5 C4 1.544(7) . ?
C2 H2A 1.0000 . ?
C2 C1 1.508(7) . ?
C2 C3 1.525(7) . ?
C2 C11 1.546(7) . ?
C3 H3 1.0000 . ?
C3 C4 1.555(7) . ?
C18 H18 0.9500 . ?
C11 H11 1.0000 . ?
C11 C19 1.495(7) . ?
C19 C24 1.392(7) . ?
C19 C20 1.384(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.374(8) . ?
C23 C22 1.375(8) . ?
C21 H21 0.9500 . ?
C21 C20 1.398(8) . ?
C21 C22 1.373(8) . ?
C24 H24 0.9500 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C6 1.534(7) . ?
C10 C9 1.552(8) . ?
C14 H14 0.9500 . ?
C14 C15 1.390(8) . ?
C20 H20 0.9500 . ?
C6 H6 1.0000 . ?
C6 C7 1.505(8) . ?
C4 H4 1.0000 . ?
C4 C9 1.576(7) . ?
C9 H9 1.0000 . ?
C9 C8 1.486(8) . ?
C7 H7 0.9500 . ?
C7 C8 1.320(8) . ?
C15 H15 0.9500 . ?
C15 C16 1.374(8) . ?
C22 H22 0.9500 . ?
C16 H16 0.9500 . ?
C8 H8 0.9500 . ?
C25 H25 1.0000 . ?

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
C12 N1 C11 117.9(4) . . ?
C12 N2 H2 117.8 . . ?
C12 N2 C3 124.5(5) . . ?
C3 N2 H2 117.8 . . ?
C18 C13 C12 120.1(5) . . ?
C18 C13 C14 118.0(6) . . ?
C14 C13 C12 121.8(5) . . ?
N1 C12 N2 126.0(5) . . ?
N1 C12 C13 118.1(5) . . ?
N2 C12 C13 116.0(5) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.4(6) . . ?
C1 C5 H5 110.8 . . ?
C1 C5 C6 115.0(5) . . ?
C1 C5 C4 106.3(5) . . ?
C6 C5 H5 110.8 . . ?
C4 C5 H5 110.8 . . ?
C4 C5 C6 102.7(4) . . ?
C1 C2 H2A 107.0 . . ?
C1 C2 C3 105.4(5) . . ?
C1 C2 C11 114.8(4) . . ?
C3 C2 H2A 107.0 . . ?
C3 C2 C11 115.1(5) . . ?
C11 C2 H2A 107.0 . . ?
O1 C1 C5 125.2(5) . . ?
O1 C1 C2 124.9(5) . . ?
C5 C1 C2 109.9(5) . . ?
N2 C3 C2 110.3(4) . . ?
N2 C3 H3 110.3 . . ?
N2 C3 C4 108.8(5) . . ?
C2 C3 H3 110.3 . . ?
C2 C3 C4 106.6(4) . . ?
C4 C3 H3 110.3 . . ?
C13 C18 H18 119.3 . . ?
C17 C18 C13 121.3(6) . . ?
C17 C18 H18 119.3 . . ?
N1 C11 C2 113.3(5) . . ?
N1 C11 H11 106.4 . . ?
N1 C11 C19 111.0(5) . . ?
C2 C11 H11 106.4 . . ?
C19 C11 C2 112.9(5) . . ?
C19 C11 H11 106.4 . . ?
C24 C19 C11 121.2(5) . . ?
C20 C19 C11 121.6(5) . . ?
C20 C19 C24 117.2(6) . . ?
C24 C23 H23 120.0 . . ?
C24 C23 C22 119.9(6) . . ?
C22 C23 H23 120.0 . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C22 C21 C20 119.5(6) . . ?
C19 C24 H24 119.1 . . ?
C23 C24 C19 121.8(6) . . ?
C23 C24 H24 119.1 . . ?
H10A C10 H10B 110.3 . . ?
C6 C10 H10A 112.8 . . ?
C6 C10 H10B 112.8 . . ?
C6 C10 C9 94.5(4) . . ?
C9 C10 H10A 112.8 . . ?
C9 C10 H10B 112.8 . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 120.9(6) . . ?
C15 C14 H14 119.5 . . ?
C19 C20 C21 121.4(6) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C5 C6 H6 116.3 . . ?
C10 C6 C5 98.8(4) . . ?
C10 C6 H6 116.3 . . ?
C7 C6 C5 107.2(5) . . ?
C7 C6 C10 99.2(5) . . ?
C7 C6 H6 116.3 . . ?
C5 C4 C3 106.6(4) . . ?
C5 C4 H4 109.7 . . ?
C5 C4 C9 103.6(5) . . ?
C3 C4 H4 109.7 . . ?
C3 C4 C9 117.3(5) . . ?
C9 C4 H4 109.7 . . ?
C10 C9 C4 98.6(4) . . ?
C10 C9 H9 116.2 . . ?
C4 C9 H9 116.2 . . ?
C8 C9 C10 99.2(5) . . ?
C8 C9 C4 107.7(5) . . ?
C8 C9 H9 116.2 . . ?
C6 C7 H7 125.9 . . ?
C8 C7 C6 108.2(6) . . ?
C8 C7 H7 125.9 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.6(6) . . ?
C16 C15 H15 120.2 . . ?
C23 C22 H22 119.9 . . ?
C21 C22 C23 120.1(6) . . ?
C21 C22 H22 119.9 . . ?
C17 C16 H16 119.7 . . ?
C15 C16 C17 120.7(6) . . ?
C15 C16 H16 119.7 . . ?
C9 C8 H8 125.7 . . ?
C7 C8 C9 108.6(6) . . ?
C7 C8 H8 125.7 . . ?
Cl2 C25 Cl3 110.7(3) . . ?
Cl2 C25 Cl1 110.9(3) . . ?
Cl2 C25 H25 108.1 . . ?
Cl3 C25 Cl1 110.7(4) . . ?
Cl3 C25 H25 108.1 . . ?
Cl1 C25 H25 108.1 . . ?

_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 1.201
_oxdiff_exptl_absorpt_empirical_full_min 0.868
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
####################################################################### 
# 
# 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_inn-as-56a_mo
_database_code_depnum_ccdc_archive 'CCDC 1879460'
loop_
_audit_author_name
_audit_author_address
'Suresh Alati'
;IIT Bombay
India
;
_audit_update_record             
;
2018-11-16 deposited with the CCDC.	2022-02-24 downloaded from the CCDC.
;
_audit_creation_date             2017-09-11
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2016.08.26 svn.r3337 for Rigaku Oxford Diffraction, GUI svn.r5221)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C20 H19 N O S'
_chemical_formula_sum            'C20 H19 N O S'
_chemical_formula_weight         321.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNOS
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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.4480(5)
_cell_length_b                   15.4161(5)
_cell_length_c                   17.7415(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.362(4)
_cell_angle_gamma                90.00
_cell_volume                     3069.7(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9589
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.6710
_cell_measurement_theta_min      1.9550
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82368
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.275
_exptl_crystal_size_mid          0.178
_exptl_crystal_size_min          0.090
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0602
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            19112
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.77
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -92.50  19.00   0.50    8.00    --  -20.00 -72.00 108.00  223
  2  ω    -40.00  44.00   0.50    8.00    --  -20.00  72.00-108.00  168
  3  ω    -93.00 -14.00   0.50    8.00    --  -20.00 -72.00  36.00  158
  4  ω    -59.00   6.00   0.50    8.00    --  -20.00  72.00-180.00  130
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0520298000
_diffrn_orient_matrix_UB_12      0.0260464000
_diffrn_orient_matrix_UB_13      0.0052284000
_diffrn_orient_matrix_UB_21      0.0347414000
_diffrn_orient_matrix_UB_22      -0.0373288000
_diffrn_orient_matrix_UB_23      -0.0035509000
_diffrn_orient_matrix_UB_31      -0.0089003000
_diffrn_orient_matrix_UB_32      0.0067139000
_diffrn_orient_matrix_UB_33      -0.0402875000
_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_number_gt                4379
_reflns_number_total             5379
_reflns_odcompleteness_completeness 91.04
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.07
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.065
_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     417
_refine_ls_number_reflns         5379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0466
_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     
'calc w=1/[σ²(Fo²)+(0.0395P)²+2.1417P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1100
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00D(H00D), C00E(H00H), C00I(H00I), C00J(H00J), C00K(H00L), C00N(H00N),
 C00T(H00V), C00V(H00X), C00X(H00Y), C012(H012), C017(H017), C019(H019)
2.b Secondary CH2 refined with riding coordinates:
 C00O(H00O,H00P), C00Z(H00E,H00F), C014(H01C,H01D), C01A(H01A,H01B)
2.c Aromatic/amide H refined with riding coordinates:
 C009(H009), C00G(H00G), C00H(H00K), C00L(H00M), C00P(H00Q), C00S(H00S),
 C00W(H00W), C010(H010), C013(H013), C015(H015), C016(H016), C018(H018)
2.d Idealised Me refined as rotating group:
 C00Q(H00R,H00T,H00U), C00Y(H00A,H00B,H00C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S001 S 0.40547(5) 1.01877(4) 0.12949(4) 0.02680(16) Uani 1 d . . .
S002 S 0.62959(5) 1.03612(4) 0.36473(4) 0.02656(16) Uani 1 d . . .
O003 O 0.89526(14) 0.91421(11) 0.39669(11) 0.0363(4) Uani 1 d . . .
O004 O 0.09832(15) 1.05626(11) 0.09227(10) 0.0369(4) Uani 1 d . . .
N005 N 0.51276(16) 0.86381(12) 0.11182(11) 0.0224(4) Uani 1 d . . .
N006 N 0.41815(16) 0.99526(12) 0.40737(11) 0.0239(4) Uani 1 d . . .
C007 C 0.35080(19) 0.84903(14) 0.16674(12) 0.0187(5) Uani 1 d . . .
C008 C 0.51052(19) 0.87842(14) 0.36842(12) 0.0188(5) Uani 1 d . . .
C009 C 0.3738(2) 0.68078(14) 0.17987(13) 0.0245(5) Uani 1 d . . .
H009 H 0.3110 0.6713 0.2050 0.029 Uiso 1 calc . . R
C00A C 0.40062(19) 0.85078(14) 0.38819(12) 0.0217(5) Uani 1 d . . .
C00B C 0.40201(19) 0.76495(14) 0.16019(12) 0.0181(5) Uani 1 d . . .
C00C C 0.51797(19) 0.96592(14) 0.38111(12) 0.0215(5) Uani 1 d . . .
C00D C 0.23785(19) 0.86948(14) 0.19402(12) 0.0206(5) Uani 1 d . . .
H00D H 0.2435 0.8471 0.2463 0.025 Uiso 1 calc . . R
C00E C 0.60161(19) 0.82192(14) 0.34280(12) 0.0198(5) Uani 1 d . . .
H00H H 0.5626 0.7871 0.2988 0.024 Uiso 1 calc . . R
C00F C 0.42062(19) 0.90640(14) 0.13714(12) 0.0196(5) Uani 1 d . . .
C00G C 0.5684(2) 0.70717(15) 0.10657(13) 0.0252(5) Uani 1 d . . .
H00G H 0.6332 0.7162 0.0831 0.030 Uiso 1 calc . . R
C00H C 0.3447(2) 0.76968(15) 0.38812(13) 0.0251(5) Uani 1 d . . .
H00K H 0.3807 0.7197 0.3742 0.030 Uiso 1 calc . . R
C00I C 0.2117(2) 0.96794(14) 0.19313(13) 0.0230(5) Uani 1 d . . .
H00I H 0.1709 0.9791 0.2358 0.028 Uiso 1 calc . . R
C00J C 0.12814(19) 0.82822(14) 0.14032(13) 0.0216(5) Uani 1 d . . .
H00J H 0.1550 0.7838 0.1081 0.026 Uiso 1 calc . . R
C00K C 0.66194(19) 0.75981(13) 0.40873(12) 0.0209(5) Uani 1 d . . .
H00L H 0.6195 0.7626 0.4515 0.025 Uiso 1 calc . . R
C00L C 0.8463(2) 0.68925(15) 0.33917(14) 0.0313(6) Uani 1 d . . .
H00M H 0.9025 0.6953 0.3081 0.038 Uiso 1 calc . . R
C00M C 0.50122(19) 0.77624(14) 0.12479(12) 0.0201(5) Uani 1 d . . .
C00N C 0.8665(2) 0.70717(15) 0.42455(13) 0.0265(5) Uani 1 d . . .
H00N H 0.9496 0.7065 0.4521 0.032 Uiso 1 calc . . R
C00O C 0.6781(2) 0.96777(14) 0.29324(13) 0.0251(5) Uani 1 d . . .
H00O H 0.6168 0.9676 0.2469 0.030 Uiso 1 calc . . R
H00P H 0.7496 0.9926 0.2804 0.030 Uiso 1 calc . . R
C00P C 0.2343(2) 0.92055(16) 0.43326(13) 0.0282(6) Uani 1 d . . .
H00Q H 0.1986 0.9698 0.4490 0.034 Uiso 1 calc . . R
C00Q C 0.3960(2) 1.08446(14) 0.42660(14) 0.0295(6) Uani 1 d . . .
H00R H 0.4558 1.1027 0.4695 0.044 Uiso 1 calc . . GR
H00T H 0.3188 1.0887 0.4398 0.044 Uiso 1 calc . . GR
H00U H 0.3988 1.1210 0.3832 0.044 Uiso 1 calc . . GR
C00R C 0.1209(2) 0.98491(15) 0.11951(13) 0.0245(5) Uani 1 d . . .
C00S C 0.4401(2) 0.61199(15) 0.16170(14) 0.0302(6) Uani 1 d . . .
H00S H 0.4208 0.5560 0.1744 0.036 Uiso 1 calc . . R
C00T C 0.6772(2) 0.66319(14) 0.38603(14) 0.0281(5) Uani 1 d . . .
H00V H 0.6065 0.6264 0.3823 0.034 Uiso 1 calc . . R
C00U C 0.8091(2) 0.86635(14) 0.38624(13) 0.0230(5) Uani 1 d . . .
C00V C 0.79250(19) 0.79036(14) 0.43603(13) 0.0226(5) Uani 1 d . . .
H00X H 0.8070 0.8073 0.4903 0.027 Uiso 1 calc . . R
C00W C 0.5358(2) 0.62483(15) 0.12447(14) 0.0290(5) Uani 1 d . . .
H00W H 0.5779 0.5772 0.1117 0.035 Uiso 1 calc . . R
C00X C 0.70412(19) 0.87440(14) 0.31959(12) 0.0208(5) Uani 1 d . . .
H00Y H 0.7264 0.8435 0.2763 0.025 Uiso 1 calc . . R
C00Y C 0.6054(2) 0.90366(16) 0.07885(15) 0.0308(6) Uani 1 d . . .
H00A H 0.5701 0.9416 0.0377 0.046 Uiso 1 calc . . GR
H00B H 0.6504 0.8594 0.0593 0.046 Uiso 1 calc . . GR
H00C H 0.6574 0.9364 0.1177 0.046 Uiso 1 calc . . GR
C00Z C 0.3172(2) 1.02955(15) 0.20359(13) 0.0277(5) Uani 1 d . . .
H00E H 0.3679 1.0189 0.2533 0.033 Uiso 1 calc . . R
H00F H 0.2882 1.0887 0.2035 0.033 Uiso 1 calc . . R
C010 C 0.7351(2) 0.66352(15) 0.31657(14) 0.0334(6) Uani 1 d . . .
H010 H 0.6987 0.6483 0.2667 0.040 Uiso 1 calc . . R
C011 C 0.3453(2) 0.92488(14) 0.41163(12) 0.0227(5) Uani 1 d . . .
C012 C 0.06217(19) 0.90134(15) 0.08866(13) 0.0227(5) Uani 1 d . . .
H012 H 0.0675 0.8927 0.0347 0.027 Uiso 1 calc . . R
C013 C 0.1799(2) 0.84071(17) 0.43032(14) 0.0334(6) Uani 1 d . . .
H013 H 0.1048 0.8363 0.4426 0.040 Uiso 1 calc . . R
C014 C 0.7845(2) 0.63831(15) 0.44898(14) 0.0300(6) Uani 1 d . . .
H01C H 0.7703 0.6476 0.5005 0.036 Uiso 1 calc . . R
H01D H 0.8120 0.5795 0.4436 0.036 Uiso 1 calc . . R
C015 C 0.2351(2) 0.76578(17) 0.40916(14) 0.0317(6) Uani 1 d . . .
H015 H 0.1971 0.7125 0.4093 0.038 Uiso 1 calc . . R
C016 C -0.0703(2) 0.91996(17) 0.18209(14) 0.0316(6) Uani 1 d . . .
H016 H -0.1049 0.9699 0.1973 0.038 Uiso 1 calc . . R
C017 C 0.0270(2) 0.79033(16) 0.17847(14) 0.0277(5) Uani 1 d . . .
H017 H 0.0434 0.7334 0.2029 0.033 Uiso 1 calc . . R
C018 C -0.0116(2) 0.85995(17) 0.22812(15) 0.0332(6) Uani 1 d . . .
H018 H 0.0032 0.8607 0.2816 0.040 Uiso 1 calc . . R
C019 C -0.0705(2) 0.89223(16) 0.10017(14) 0.0302(6) Uani 1 d . . .
H019 H -0.1317 0.9186 0.0604 0.036 Uiso 1 calc . . R
C01A C -0.0773(2) 0.79320(16) 0.10862(15) 0.0323(6) Uani 1 d . . .
H01A H -0.0606 0.7620 0.0644 0.039 Uiso 1 calc . . R
H01B H -0.1521 0.7738 0.1207 0.039 Uiso 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
S001 C00F 1.744(2) . ?
S001 C00Z 1.817(2) . ?
S002 C00C 1.742(2) . ?
S002 C00O 1.818(2) . ?
O003 C00U 1.216(3) . ?
O004 C00R 1.209(3) . ?
N005 C00F 1.390(3) . ?
N005 C00M 1.380(3) . ?
N005 C00Y 1.446(3) . ?
N006 C00C 1.392(3) . ?
N006 C00Q 1.451(3) . ?
N006 C011 1.380(3) . ?
C007 C00B 1.437(3) . ?
C007 C00D 1.501(3) . ?
C007 C00F 1.365(3) . ?
C008 C00A 1.436(3) . ?
C008 C00C 1.368(3) . ?
C008 C00E 1.496(3) . ?
C009 H009 0.9300 . ?
C009 C00B 1.398(3) . ?
C009 C00S 1.378(3) . ?
C00A C00H 1.405(3) . ?
C00A C011 1.408(3) . ?
C00B C00M 1.413(3) . ?
C00D H00D 0.9800 . ?
C00D C00I 1.547(3) . ?
C00D C00J 1.555(3) . ?
C00E H00H 0.9800 . ?
C00E C00K 1.563(3) . ?
C00E C00X 1.546(3) . ?
C00G H00G 0.9300 . ?
C00G C00M 1.388(3) . ?
C00G C00W 1.378(3) . ?
C00H H00K 0.9300 . ?
C00H C015 1.379(3) . ?
C00I H00I 0.9800 . ?
C00I C00R 1.523(3) . ?
C00I C00Z 1.519(3) . ?
C00J H00J 0.9800 . ?
C00J C012 1.552(3) . ?
C00J C017 1.565(3) . ?
C00K H00L 0.9800 . ?
C00K C00T 1.562(3) . ?
C00K C00V 1.551(3) . ?
C00L H00M 0.9300 . ?
C00L C00N 1.512(3) . ?
C00L C010 1.319(4) . ?
C00N H00N 0.9800 . ?
C00N C00V 1.572(3) . ?
C00N C014 1.535(3) . ?
C00O H00O 0.9700 . ?
C00O H00P 0.9700 . ?
C00O C00X 1.524(3) . ?
C00P H00Q 0.9300 . ?
C00P C011 1.400(3) . ?
C00P C013 1.376(3) . ?
C00Q H00R 0.9600 . ?
C00Q H00T 0.9600 . ?
C00Q H00U 0.9600 . ?
C00R C012 1.506(3) . ?
C00S H00S 0.9300 . ?
C00S C00W 1.401(3) . ?
C00T H00V 0.9800 . ?
C00T C010 1.509(3) . ?
C00T C014 1.537(3) . ?
C00U C00V 1.502(3) . ?
C00U C00X 1.516(3) . ?
C00V H00X 0.9800 . ?
C00W H00W 0.9300 . ?
C00X H00Y 0.9800 . ?
C00Y H00A 0.9600 . ?
C00Y H00B 0.9600 . ?
C00Y H00C 0.9600 . ?
C00Z H00E 0.9700 . ?
C00Z H00F 0.9700 . ?
C010 H010 0.9300 . ?
C012 H012 0.9800 . ?
C012 C019 1.578(3) . ?
C013 H013 0.9300 . ?
C013 C015 1.403(4) . ?
C014 H01C 0.9700 . ?
C014 H01D 0.9700 . ?
C015 H015 0.9300 . ?
C016 H016 0.9300 . ?
C016 C018 1.326(4) . ?
C016 C019 1.514(3) . ?
C017 H017 0.9800 . ?
C017 C018 1.509(3) . ?
C017 C01A 1.543(3) . ?
C018 H018 0.9300 . ?
C019 H019 0.9800 . ?
C019 C01A 1.537(3) . ?
C01A H01A 0.9700 . ?
C01A H01B 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
C00F S001 C00Z 95.48(10) . . ?
C00C S002 C00O 95.24(10) . . ?
C00F N005 C00Y 126.46(19) . . ?
C00M N005 C00F 107.72(17) . . ?
C00M N005 C00Y 125.81(19) . . ?
C00C N006 C00Q 125.41(19) . . ?
C011 N006 C00C 107.94(18) . . ?
C011 N006 C00Q 126.65(19) . . ?
C00B C007 C00D 127.36(19) . . ?
C00F C007 C00B 105.93(18) . . ?
C00F C007 C00D 126.5(2) . . ?
C00A C008 C00E 126.74(19) . . ?
C00C C008 C00A 106.36(19) . . ?
C00C C008 C00E 126.8(2) . . ?
C00B C009 H009 120.3 . . ?
C00S C009 H009 120.3 . . ?
C00S C009 C00B 119.4(2) . . ?
C00H C00A C008 133.3(2) . . ?
C00H C00A C011 119.4(2) . . ?
C011 C00A C008 107.36(19) . . ?
C009 C00B C007 134.4(2) . . ?
C009 C00B C00M 118.1(2) . . ?
C00M C00B C007 107.54(18) . . ?
N006 C00C S002 122.11(16) . . ?
C008 C00C S002 127.54(17) . . ?
C008 C00C N006 110.30(19) . . ?
C007 C00D H00D 109.3 . . ?
C007 C00D C00I 112.35(18) . . ?
C007 C00D C00J 111.08(17) . . ?
C00I C00D H00D 109.3 . . ?
C00I C00D C00J 105.29(17) . . ?
C00J C00D H00D 109.3 . . ?
C008 C00E H00H 109.0 . . ?
C008 C00E C00K 111.15(17) . . ?
C008 C00E C00X 112.78(18) . . ?
C00K C00E H00H 109.0 . . ?
C00X C00E H00H 109.0 . . ?
C00X C00E C00K 105.85(17) . . ?
N005 C00F S001 120.95(16) . . ?
C007 C00F S001 128.10(17) . . ?
C007 C00F N005 110.95(19) . . ?
C00M C00G H00G 121.1 . . ?
C00W C00G H00G 121.1 . . ?
C00W C00G C00M 117.8(2) . . ?
C00A C00H H00K 120.7 . . ?
C015 C00H C00A 118.5(2) . . ?
C015 C00H H00K 120.7 . . ?
C00D C00I H00I 106.5 . . ?
C00R C00I C00D 105.98(18) . . ?
C00R C00I H00I 106.5 . . ?
C00Z C00I C00D 117.70(19) . . ?
C00Z C00I H00I 106.5 . . ?
C00Z C00I C00R 112.89(19) . . ?
C00D C00J H00J 109.6 . . ?
C00D C00J C017 117.70(18) . . ?
C012 C00J C00D 107.76(17) . . ?
C012 C00J H00J 109.6 . . ?
C012 C00J C017 102.18(17) . . ?
C017 C00J H00J 109.6 . . ?
C00E C00K H00L 109.8 . . ?
C00T C00K C00E 116.52(18) . . ?
C00T C00K H00L 109.8 . . ?
C00V C00K C00E 107.71(17) . . ?
C00V C00K H00L 109.8 . . ?
C00V C00K C00T 102.72(17) . . ?
C00N C00L H00M 126.1 . . ?
C010 C00L H00M 126.1 . . ?
C010 C00L C00N 107.9(2) . . ?
N005 C00M C00B 107.84(18) . . ?
N005 C00M C00G 129.5(2) . . ?
C00G C00M C00B 122.7(2) . . ?
C00L C00N H00N 116.0 . . ?
C00L C00N C00V 107.40(18) . . ?
C00L C00N C014 100.1(2) . . ?
C00V C00N H00N 116.0 . . ?
C014 C00N H00N 116.0 . . ?
C014 C00N C00V 98.76(18) . . ?
S002 C00O H00O 108.8 . . ?
S002 C00O H00P 108.8 . . ?
H00O C00O H00P 107.7 . . ?
C00X C00O S002 113.65(15) . . ?
C00X C00O H00O 108.8 . . ?
C00X C00O H00P 108.8 . . ?
C011 C00P H00Q 121.3 . . ?
C013 C00P H00Q 121.3 . . ?
C013 C00P C011 117.4(2) . . ?
N006 C00Q H00R 109.5 . . ?
N006 C00Q H00T 109.5 . . ?
N006 C00Q H00U 109.5 . . ?
H00R C00Q H00T 109.5 . . ?
H00R C00Q H00U 109.5 . . ?
H00T C00Q H00U 109.5 . . ?
O004 C00R C00I 123.7(2) . . ?
O004 C00R C012 126.0(2) . . ?
C012 C00R C00I 110.20(19) . . ?
C009 C00S H00S 119.4 . . ?
C009 C00S C00W 121.3(2) . . ?
C00W C00S H00S 119.4 . . ?
C00K C00T H00V 115.9 . . ?
C010 C00T C00K 107.27(18) . . ?
C010 C00T H00V 115.9 . . ?
C010 C00T C014 100.25(19) . . ?
C014 C00T C00K 99.48(18) . . ?
C014 C00T H00V 115.9 . . ?
O003 C00U C00V 125.2(2) . . ?
O003 C00U C00X 124.3(2) . . ?
C00V C00U C00X 110.49(18) . . ?
C00K C00V C00N 102.86(17) . . ?
C00K C00V H00X 110.7 . . ?
C00N C00V H00X 110.7 . . ?
C00U C00V C00K 106.20(18) . . ?
C00U C00V C00N 115.23(18) . . ?
C00U C00V H00X 110.7 . . ?
C00G C00W C00S 120.7(2) . . ?
C00G C00W H00W 119.6 . . ?
C00S C00W H00W 119.6 . . ?
C00E C00X H00Y 106.5 . . ?
C00O C00X C00E 117.59(18) . . ?
C00O C00X H00Y 106.5 . . ?
C00U C00X C00E 106.03(17) . . ?
C00U C00X C00O 113.16(19) . . ?
C00U C00X H00Y 106.5 . . ?
N005 C00Y H00A 109.5 . . ?
N005 C00Y H00B 109.5 . . ?
N005 C00Y H00C 109.5 . . ?
H00A C00Y H00B 109.5 . . ?
H00A C00Y H00C 109.5 . . ?
H00B C00Y H00C 109.5 . . ?
S001 C00Z H00E 108.9 . . ?
S001 C00Z H00F 108.9 . . ?
C00I C00Z S001 113.37(15) . . ?
C00I C00Z H00E 108.9 . . ?
C00I C00Z H00F 108.9 . . ?
H00E C00Z H00F 107.7 . . ?
C00L C010 C00T 107.8(2) . . ?
C00L C010 H010 126.1 . . ?
C00T C010 H010 126.1 . . ?
N006 C011 C00A 108.03(19) . . ?
N006 C011 C00P 130.1(2) . . ?
C00P C011 C00A 121.9(2) . . ?
C00J C012 H012 111.2 . . ?
C00J C012 C019 103.16(17) . . ?
C00R C012 C00J 106.04(18) . . ?
C00R C012 H012 111.2 . . ?
C00R C012 C019 113.68(19) . . ?
C019 C012 H012 111.2 . . ?
C00P C013 H013 119.2 . . ?
C00P C013 C015 121.5(2) . . ?
C015 C013 H013 119.2 . . ?
C00N C014 C00T 93.88(18) . . ?
C00N C014 H01C 112.9 . . ?
C00N C014 H01D 112.9 . . ?
C00T C014 H01C 112.9 . . ?
C00T C014 H01D 112.9 . . ?
H01C C014 H01D 110.4 . . ?
C00H C015 C013 121.2(2) . . ?
C00H C015 H015 119.4 . . ?
C013 C015 H015 119.4 . . ?
C018 C016 H016 126.3 . . ?
C018 C016 C019 107.4(2) . . ?
C019 C016 H016 126.3 . . ?
C00J C017 H017 115.6 . . ?
C018 C017 C00J 108.27(19) . . ?
C018 C017 H017 115.6 . . ?
C018 C017 C01A 100.3(2) . . ?
C01A C017 C00J 99.39(18) . . ?
C01A C017 H017 115.6 . . ?
C016 C018 C017 107.9(2) . . ?
C016 C018 H018 126.0 . . ?
C017 C018 H018 126.0 . . ?
C012 C019 H019 116.1 . . ?
C016 C019 C012 106.22(19) . . ?
C016 C019 H019 116.1 . . ?
C016 C019 C01A 100.2(2) . . ?
C01A C019 C012 99.76(18) . . ?
C01A C019 H019 116.1 . . ?
C017 C01A H01A 113.0 . . ?
C017 C01A H01B 113.0 . . ?
C019 C01A C017 93.49(19) . . ?
C019 C01A H01A 113.0 . . ?
C019 C01A H01B 113.0 . . ?
H01A C01A H01B 110.4 . . ?

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
S002 C00O C00X C00E 58.8(2) . . . . ?
S002 C00O C00X C00U -65.4(2) . . . . ?
O003 C00U C00V C00K 170.4(2) . . . . ?
O003 C00U C00V C00N -76.5(3) . . . . ?
O003 C00U C00X C00E -162.3(2) . . . . ?
O003 C00U C00X C00O -32.0(3) . . . . ?
O004 C00R C012 C00J 176.2(2) . . . . ?
O004 C00R C012 C019 -71.1(3) . . . . ?
C007 C00B C00M N005 1.5(2) . . . . ?
C007 C00B C00M C00G -177.0(2) . . . . ?
C007 C00D C00I C00R 99.1(2) . . . . ?
C007 C00D C00I C00Z -28.3(3) . . . . ?
C007 C00D C00J C012 -103.2(2) . . . . ?
C007 C00D C00J C017 142.1(2) . . . . ?
C008 C00A C00H C015 -178.4(2) . . . . ?
C008 C00A C011 N006 -0.6(2) . . . . ?
C008 C00A C011 C00P 178.5(2) . . . . ?
C008 C00E C00K C00T 135.2(2) . . . . ?
C008 C00E C00K C00V -110.08(19) . . . . ?
C008 C00E C00X C00O -24.9(3) . . . . ?
C008 C00E C00X C00U 102.8(2) . . . . ?
C009 C00B C00M N005 -179.13(18) . . . . ?
C009 C00B C00M C00G 2.3(3) . . . . ?
C009 C00S C00W C00G 1.6(4) . . . . ?
C00A C008 C00C S002 -177.97(17) . . . . ?
C00A C008 C00C N006 -0.4(2) . . . . ?
C00A C008 C00E C00K -66.2(3) . . . . ?
C00A C008 C00E C00X 175.07(19) . . . . ?
C00A C00H C015 C013 0.0(3) . . . . ?
C00B C007 C00D C00I 179.9(2) . . . . ?
C00B C007 C00D C00J -62.4(3) . . . . ?
C00B C007 C00F S001 -179.44(16) . . . . ?
C00B C007 C00F N005 0.3(2) . . . . ?
C00B C009 C00S C00W 0.6(4) . . . . ?
C00C S002 C00O C00X -51.39(18) . . . . ?
C00C N006 C011 C00A 0.3(2) . . . . ?
C00C N006 C011 C00P -178.7(2) . . . . ?
C00C C008 C00A C00H -179.3(2) . . . . ?
C00C C008 C00A C011 0.6(2) . . . . ?
C00C C008 C00E C00K 110.4(2) . . . . ?
C00C C008 C00E C00X -8.2(3) . . . . ?
C00D C007 C00B C009 -5.2(4) . . . . ?
C00D C007 C00B C00M 174.1(2) . . . . ?
C00D C007 C00F S001 5.3(3) . . . . ?
C00D C007 C00F N005 -174.93(19) . . . . ?
C00D C00I C00R O004 -164.4(2) . . . . ?
C00D C00I C00R C012 17.7(2) . . . . ?
C00D C00I C00Z S001 60.4(2) . . . . ?
C00D C00J C012 C00R -8.1(2) . . . . ?
C00D C00J C012 C019 -127.88(18) . . . . ?
C00D C00J C017 C018 53.5(3) . . . . ?
C00D C00J C017 C01A 157.72(19) . . . . ?
C00E C008 C00A C00H -2.0(4) . . . . ?
C00E C008 C00A C011 177.8(2) . . . . ?
C00E C008 C00C S002 4.8(3) . . . . ?
C00E C008 C00C N006 -177.65(19) . . . . ?
C00E C00K C00T C010 50.3(3) . . . . ?
C00E C00K C00T C014 154.28(19) . . . . ?
C00E C00K C00V C00N -122.93(18) . . . . ?
C00E C00K C00V C00U -1.5(2) . . . . ?
C00F S001 C00Z C00I -50.17(18) . . . . ?
C00F N005 C00M C00B -1.3(2) . . . . ?
C00F N005 C00M C00G 177.1(2) . . . . ?
C00F C007 C00B C009 179.7(2) . . . . ?
C00F C007 C00B C00M -1.1(2) . . . . ?
C00F C007 C00D C00I -5.8(3) . . . . ?
C00F C007 C00D C00J 111.8(2) . . . . ?
C00H C00A C011 N006 179.32(19) . . . . ?
C00H C00A C011 C00P -1.5(3) . . . . ?
C00I C00D C00J C012 18.7(2) . . . . ?
C00I C00D C00J C017 -96.0(2) . . . . ?
C00I C00R C012 C00J -6.0(2) . . . . ?
C00I C00R C012 C019 106.7(2) . . . . ?
C00J C00D C00I C00R -22.0(2) . . . . ?
C00J C00D C00I C00Z -149.37(19) . . . . ?
C00J C012 C019 C016 69.1(2) . . . . ?
C00J C012 C019 C01A -34.7(2) . . . . ?
C00J C017 C018 C016 70.9(2) . . . . ?
C00J C017 C01A C019 -60.9(2) . . . . ?
C00K C00E C00X C00O -146.63(19) . . . . ?
C00K C00E C00X C00U -18.9(2) . . . . ?
C00K C00T C010 C00L 70.4(2) . . . . ?
C00K C00T C014 C00N -60.01(19) . . . . ?
C00L C00N C00V C00K 65.7(2) . . . . ?
C00L C00N C00V C00U -49.4(3) . . . . ?
C00L C00N C014 C00T -49.6(2) . . . . ?
C00M N005 C00F S001 -179.61(15) . . . . ?
C00M N005 C00F C007 0.6(2) . . . . ?
C00M C00G C00W C00S -1.7(3) . . . . ?
C00N C00L C010 C00T -0.1(3) . . . . ?
C00O S002 C00C N006 -153.87(19) . . . . ?
C00O S002 C00C C008 23.4(2) . . . . ?
C00P C013 C015 C00H -2.0(4) . . . . ?
C00Q N006 C00C S002 -2.2(3) . . . . ?
C00Q N006 C00C C008 -179.9(2) . . . . ?
C00Q N006 C011 C00A -179.7(2) . . . . ?
C00Q N006 C011 C00P 1.3(4) . . . . ?
C00R C00I C00Z S001 -63.6(2) . . . . ?
C00R C012 C019 C016 -45.3(3) . . . . ?
C00R C012 C019 C01A -149.0(2) . . . . ?
C00S C009 C00B C007 176.7(2) . . . . ?
C00S C009 C00B C00M -2.4(3) . . . . ?
C00T C00K C00V C00N 0.6(2) . . . . ?
C00T C00K C00V C00U 122.06(18) . . . . ?
C00V C00K C00T C010 -67.1(2) . . . . ?
C00V C00K C00T C014 36.8(2) . . . . ?
C00V C00N C014 C00T 59.97(19) . . . . ?
C00V C00U C00X C00E 18.9(2) . . . . ?
C00V C00U C00X C00O 149.19(18) . . . . ?
C00W C00G C00M N005 -178.4(2) . . . . ?
C00W C00G C00M C00B -0.3(3) . . . . ?
C00X C00E C00K C00T -102.0(2) . . . . ?
C00X C00E C00K C00V 12.7(2) . . . . ?
C00X C00U C00V C00K -10.8(2) . . . . ?
C00X C00U C00V C00N 102.3(2) . . . . ?
C00Y N005 C00F S001 1.2(3) . . . . ?
C00Y N005 C00F C007 -178.5(2) . . . . ?
C00Y N005 C00M C00B 177.9(2) . . . . ?
C00Y N005 C00M C00G -3.8(4) . . . . ?
C00Z S001 C00F N005 -158.38(18) . . . . ?
C00Z S001 C00F C007 21.3(2) . . . . ?
C00Z C00I C00R O004 -34.2(3) . . . . ?
C00Z C00I C00R C012 147.97(19) . . . . ?
C010 C00L C00N C00V -69.4(2) . . . . ?
C010 C00L C00N C014 33.2(2) . . . . ?
C010 C00T C014 C00N 49.6(2) . . . . ?
C011 N006 C00C S002 177.77(16) . . . . ?
C011 N006 C00C C008 0.1(2) . . . . ?
C011 C00A C00H C015 1.8(3) . . . . ?
C011 C00P C013 C015 2.2(3) . . . . ?
C012 C00J C017 C018 -64.3(2) . . . . ?
C012 C00J C017 C01A 40.0(2) . . . . ?
C012 C019 C01A C017 58.37(19) . . . . ?
C013 C00P C011 N006 178.5(2) . . . . ?
C013 C00P C011 C00A -0.5(3) . . . . ?
C014 C00N C00V C00K -37.8(2) . . . . ?
C014 C00N C00V C00U -152.90(19) . . . . ?
C014 C00T C010 C00L -33.0(2) . . . . ?
C016 C019 C01A C017 -50.2(2) . . . . ?
C017 C00J C012 C00R 116.53(19) . . . . ?
C017 C00J C012 C019 -3.2(2) . . . . ?
C018 C016 C019 C012 -69.2(2) . . . . ?
C018 C016 C019 C01A 34.2(2) . . . . ?
C018 C017 C01A C019 49.8(2) . . . . ?
C019 C016 C018 C017 -0.9(3) . . . . ?
C01A C017 C018 C016 -32.6(2) . . . . ?


_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.412
_oxdiff_exptl_absorpt_empirical_full_min 0.730
####################################################################### 
# 
# 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_INN_AS_RETRO_AMIDINE_autored
_database_code_depnum_ccdc_archive 'CCDC 2151617'
loop_
_audit_author_name
_audit_author_address
'Sudheesh Sivanandan'
;IIT Bombay
India
;
_audit_update_record             
;
2022-02-12 deposited with the CCDC.	2022-02-24 downloaded from the CCDC.
;
_audit_creation_date             2022-02-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H16 N2'
_chemical_formula_sum            'C18 H16 N2'
_chemical_formula_weight         260.34
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2ybc (x-z,y,z)'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   6.3943(2)
_cell_length_b                   18.0605(5)
_cell_length_c                   11.5544(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.892(3)
_cell_angle_gamma                90
_cell_volume                     1318.31(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2945
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      24.7590
_cell_measurement_theta_min      2.2390
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.3116
_exptl_crystal_description       block
_exptl_crystal_F_000             552.1981
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_diffrn_reflns_av_R_equivalents  0.1382
_diffrn_reflns_av_unetI/netI     0.1307
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            28488
_diffrn_reflns_theta_full        24.9800
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         2.11
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.9996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ   -158.68  65.32   1.00    1.00  86.05  -4.81  31.50    --   224
  2  ω   -100.47  23.53   1.00    1.00    --   -4.81 -59.25  20.08  124
  3  ω   -100.47  23.53   1.00    1.00    --   -4.81 -59.25  92.08  124
  4  φ    -25.73 158.27   1.00    1.00  17.58  -4.81 -31.50    --   184
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0077451000
_diffrn_orient_matrix_UB_12      0.0207556000
_diffrn_orient_matrix_UB_13      -0.0525931000
_diffrn_orient_matrix_UB_21      -0.0110467000
_diffrn_orient_matrix_UB_22      0.0330027000
_diffrn_orient_matrix_UB_23      0.0317540000
_diffrn_orient_matrix_UB_31      0.1115123000
_diffrn_orient_matrix_UB_32      0.0046957000
_diffrn_orient_matrix_UB_33      0.0091608000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\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         0.0
_reflns_limit_h_max              6
_reflns_limit_h_min              -7
_reflns_limit_k_max              21
_reflns_limit_k_min              0
_reflns_limit_l_max              13
_reflns_limit_l_min              -5
_reflns_number_gt                1605
_reflns_number_total             2326
_reflns_odcompleteness_completeness 87.33
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.81
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.2922
_refine_diff_density_min         -0.3290
_refine_diff_density_rms         0.0782
_refine_ls_d_res_high            0.8415
_refine_ls_d_res_low             9.6496
_refine_ls_goodness_of_fit_ref   1.0366
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    27
_refine_ls_number_parameters     189
_refine_ls_number_reflns         2326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0804
_refine_ls_R_factor_gt           0.0473
_refine_ls_restrained_S_all      1.0366
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0647P)²+0.0521P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1098
_refine_ls_wR_factor_ref         0.1266
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00A(H00A), C00B(H00B), C00D(H00D), C00F(H00g)
2.b Secondary CH2 refined with riding coordinates:
 C00E(H00e,H00f)
2.c Aromatic/amide H refined with riding coordinates:
 C008(H008), C009(H009), C00C(H00C), C00G(H00h), C00H(H00i), C00I(H00j),
 C00J(H00k), C00K(H00l)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
N001 N 0.6674(2) 0.71232(8) 0.31661(13) 0.0231(4) Uani 1.000000 .
N002 N 0.6670(2) 0.65101(9) 0.50073(14) 0.0285(4) Uani 1.000000 .
C00A C 1.1663(3) 0.81998(10) 0.39012(17) 0.0257(5) Uani 1.000000 .
H00A H 1.2995(3) 0.80962(10) 0.35766(17) 0.0309(6) Uiso 1.000000 R
C00B C 0.9692(3) 0.79854(10) 0.29827(17) 0.0247(5) Uani 1.000000 .
H00B H 1.0131(3) 0.77615(10) 0.22661(17) 0.0297(6) Uiso 1.000000 R
C00C C 0.9392(3) 0.91562(10) 0.45901(19) 0.0287(5) Uani 1.000000 .
H00C H 0.9350(3) 0.93187(10) 0.53681(19) 0.0345(6) Uiso 1.000000 R
C00D C 1.1369(3) 0.90504(10) 0.40296(17) 0.0269(5) Uani 1.000000 .
H00D H 1.2650(3) 0.93305(10) 0.43975(17) 0.0323(6) Uiso 1.000000 R
C00E C 1.0499(3) 0.92563(11) 0.27576(18) 0.0289(5) Uani 1.000000 .
H00e H 1.0115(3) 0.97862(11) 0.26603(18) 0.0347(6) Uiso 1.000000 R
H00f H 1.1458(3) 0.91122(11) 0.22005(18) 0.0347(6) Uiso 1.000000 R
C00F C 0.8562(3) 0.87469(10) 0.26984(18) 0.0285(5) Uani 1.000000 .
H00g H 0.7524(3) 0.87689(10) 0.19575(18) 0.0342(6) Uiso 1.000000 R
C00G C 0.7740(3) 0.89816(10) 0.38014(19) 0.0304(5) Uani 1.000000 .
H00h H 0.6297(3) 0.90001(10) 0.39082(19) 0.0365(6) Uiso 1.000000 R
C00H C 0.0891(3) 0.61145(11) 0.1846(2) 0.0353(5) Uani 1.000000 .
H00i H 0.0203(3) 0.62350(11) 0.1081(2) 0.0424(6) Uiso 1.000000 R
C00I C 0.2907(3) 0.57619(11) 0.40759(19) 0.0336(5) Uani 1.000000 .
H00j H 0.3583(3) 0.56388(11) 0.48425(19) 0.0403(6) Uiso 1.000000 R
C00J C 0.0000(3) 0.56004(12) 0.2508(2) 0.0391(6) Uani 1.000000 .
H00k H -0.1307(3) 0.53711(12) 0.2204(2) 0.0469(7) Uiso 1.000000 R
C00K C 0.1019(3) 0.54216(12) 0.3615(2) 0.0408(6) Uani 1.000000 .
H00l H 0.0419(3) 0.50614(12) 0.4065(2) 0.0490(7) Uiso 1.000000 R
C003 C 0.5846(3) 0.66593(10) 0.38894(17) 0.0230(5) Uani 1.000000 .
C004 C 0.8519(3) 0.74362(10) 0.36145(17) 0.0214(4) Uani 1.000000 .
C005 C 0.9539(3) 0.73050(10) 0.47526(17) 0.0227(5) Uani 1.000000 .
C006 C 0.3819(3) 0.62855(10) 0.34167(16) 0.0241(5) Uani 1.000000 .
C007 C 1.1591(3) 0.77227(11) 0.50152(18) 0.0257(5) Uani 1.000000 .
H00m H 1.282(3) 0.7391(10) 0.5157(16) 0.025(5) Uiso 1.000000 .
H00n H 1.168(3) 0.8026(11) 0.5724(17) 0.031(5) Uiso 1.000000 .
C008 C 0.8514(3) 0.68389(11) 0.54281(17) 0.0288(5) Uani 1.000000 .
H008 H 0.9134(3) 0.67479(11) 0.62166(17) 0.0346(6) Uiso 1.000000 R
C009 C 0.2787(3) 0.64554(11) 0.22946(17) 0.0275(5) Uani 1.000000 .
H009 H 0.3389(3) 0.68083(11) 0.18329(17) 0.0329(6) Uiso 1.000000 R


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
N001 C003 1.348(2) . ?
N001 C004 1.338(2) . ?
N002 C003 1.345(2) . ?
N002 C008 1.342(2) . ?
C00A C00B 1.566(3) . ?
C00A C00D 1.558(3) . ?
C00A C007 1.556(3) . ?
C00B C00F 1.564(3) . ?
C00B C004 1.499(2) . ?
C00C C00D 1.519(3) . ?
C00C C00G 1.322(3) . ?
C00D C00E 1.535(3) . ?
C00E C00F 1.536(3) . ?
C00F C00G 1.513(3) . ?
C00H C00J 1.381(3) . ?
C00H C009 1.387(3) . ?
C00I C00K 1.386(3) . ?
C00I C006 1.397(3) . ?
C00J C00K 1.381(3) . ?
C003 C006 1.488(3) . ?
C004 C005 1.395(3) . ?
C005 C007 1.503(3) . ?
C005 C008 1.380(3) . ?
C006 C009 1.395(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
C004 N001 C003 115.46(16) . . ?
C008 N002 C003 116.83(16) . . ?
C00D C00A C00B 102.24(15) . . ?
C007 C00A C00B 107.46(14) . . ?
C007 C00A C00D 116.62(16) . . ?
C00F C00B C00A 102.83(14) . . ?
C004 C00B C00A 104.14(15) . . ?
C004 C00B C00F 115.76(15) . . ?
C00G C00C C00D 107.78(18) . . ?
C00C C00D C00A 106.58(15) . . ?
C00E C00D C00A 100.31(15) . . ?
C00E C00D C00C 100.11(15) . . ?
C00F C00E C00D 93.89(15) . . ?
C00E C00F C00B 100.05(14) . . ?
C00G C00F C00B 106.19(16) . . ?
C00G C00F C00E 100.24(15) . . ?
C00F C00G C00C 107.61(17) . . ?
C009 C00H C00J 120.2(2) . . ?
C006 C00I C00K 120.2(2) . . ?
C00K C00J C00H 119.6(2) . . ?
C00J C00K C00I 120.7(2) . . ?
N002 C003 N001 125.91(17) . . ?
C006 C003 N001 117.24(17) . . ?
C006 C003 N002 116.85(16) . . ?
C00B C004 N001 124.62(17) . . ?
C005 C004 N001 123.29(17) . . ?
C005 C004 C00B 112.05(16) . . ?
C007 C005 C004 111.80(16) . . ?
C008 C005 C004 116.30(17) . . ?
C008 C005 C007 131.89(18) . . ?
C003 C006 C00I 121.34(18) . . ?
C009 C006 C00I 118.58(18) . . ?
C009 C006 C003 120.08(17) . . ?
C005 C007 C00A 104.34(15) . . ?
C005 C008 N002 122.15(18) . . ?
C006 C009 C00H 120.67(19) . . ?


_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 1.435
_oxdiff_exptl_absorpt_empirical_full_min 0.797
