# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cg_jk_aceto_azine
_database_code_depnum_ccdc_archive 'CCDC 1889888'
loop_
_audit_author_name
_audit_author_address
'Chidambaram Gunanathan'
;National Institute of Science Education and Research
India
;
_audit_update_record             
;
2019-03-20 deposited with the CCDC.	2019-03-21 downloaded from the CCDC.
;
_audit_creation_date             2019-03-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C16 H16 N2)'
_chemical_formula_sum            'C64 H64 N8'
_chemical_formula_weight         945.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H64 N8 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.6991(2)
_cell_length_b                   7.55240(18)
_cell_length_c                   14.8701(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.7197(16)
_cell_angle_gamma                90
_cell_volume                     1301.96(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7375
_cell_measurement_temperature    294.5(3)
_cell_measurement_theta_max      76.2210
_cell_measurement_theta_min      4.4940
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.551
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77490
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0165
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9610
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.452
_diffrn_reflns_theta_min         4.525
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.5(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00   1.00   0.50    1.00    --    0.00 -23.00 150.00  138
  2  ω     -1.00  68.00   0.50    1.00    --    0.00  23.00 -44.00  138
  3  ω    101.00 170.00   0.50    4.00    --  102.08  23.00 -44.00  138
  4  ω     34.00 104.00   0.50    4.00    --  102.08 -23.00 150.00  140
  5  ω    -10.00  61.00   0.50    1.00    --    0.00  57.00  60.00  142
  6  ω     -1.00  65.00   0.50    1.00    --    0.00  37.00-180.00  132
  7  ω     39.00 105.00   0.50    4.00    --  102.08 -45.00-150.00  132
  8  ω    100.00 165.00   0.50    4.00    --  102.08  45.00-180.00  130
  9  ω     39.00 105.00   0.50    4.00    --  102.08 -45.00  60.00  132
 10  ω     39.00 105.00   0.50    4.00    --  102.08 -45.00-120.00  132
 11  ω     39.00 105.00   0.50    4.00    --  102.08 -45.00 -60.00  132
 12  ω     39.00 118.00   0.50    4.00    --  102.08-125.00  30.00  158
 13  ω    101.00 169.00   0.50    4.00    --  102.08  30.00  90.00  136
 14  ω    100.00 165.00   0.50    4.00    --  102.08  45.00   0.00  130
 15  ω     39.00 105.00   0.50    4.00    --  102.08 -45.00   0.00  132
 16  ω     39.00 118.00   0.50    4.00    --  102.08-125.00-150.00  158
 17  ω    -10.00  61.00   0.50    1.00    --    0.00  57.00   0.00  142
 18  ω    -22.00  62.00   0.50    1.00    --    0.00  77.00  90.00  168
 19  ω    -22.00  62.00   0.50    1.00    --    0.00  77.00-120.00  168
 20  ω    101.00 126.00   0.50    4.00    --  102.08  30.00-120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0997752000
_diffrn_orient_matrix_UB_12      0.0291508000
_diffrn_orient_matrix_UB_13      0.0562530000
_diffrn_orient_matrix_UB_21      0.0875212000
_diffrn_orient_matrix_UB_22      0.0477605000
_diffrn_orient_matrix_UB_23      0.0833792000
_diffrn_orient_matrix_UB_31      -0.0064906000
_diffrn_orient_matrix_UB_32      0.1961363000
_diffrn_orient_matrix_UB_33      -0.0286030000
_diffrn_oxdiff_ac3_digest_frames 
;
01b654acec4f894e63cb5bbcc4f236798e00035f68f
;
_diffrn_oxdiff_ac3_digest_hkl    
;
01a6605530738b7b8c06134a40d28a2e754336
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2434
_reflns_number_total             2656
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_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         0.190
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0267(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         2656
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0433
_refine_ls_restrained_S_all      1.053
_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)+(0.0733P)²+0.1593P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1270
_refine_ls_wR_factor_ref         0.1293
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C007(H007), C008(H008), C009(H009), C00B(H00D), C00C(H00E), C00E(H00I),
 C00F(H00J), C00G(H00K), C00H(H00L), C00I(H00M)
2.b Idealised Me refined as rotating group:
 C00A(H00A,H00B,H00C), C00D(H00F,H00G,H00H)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N001 N 0.63546(8) 0.79724(14) 0.48928(6) 0.0490(3) Uani 1 1 d . . . . .
N002 N 0.59783(8) 0.79490(14) 0.39593(6) 0.0503(3) Uani 1 1 d . . . . .
C003 C 0.59029(9) 0.78079(13) 0.63886(7) 0.0407(3) Uani 1 1 d . . . . .
C004 C 0.55570(9) 0.77331(14) 0.53904(7) 0.0418(3) Uani 1 1 d . . . . .
C005 C 0.66344(9) 0.71341(14) 0.34755(7) 0.0418(3) Uani 1 1 d . . . . .
C006 C 0.62529(9) 0.71267(14) 0.24787(7) 0.0419(3) Uani 1 1 d . . . . .
C007 C 0.68713(10) 0.62350(15) 0.18839(7) 0.0489(3) Uani 1 1 d . . . . .
H007 H 0.755400 0.566145 0.210756 0.059 Uiso 1 1 calc R . . . .
C008 C 0.69290(10) 0.86274(16) 0.67512(7) 0.0497(3) Uani 1 1 d . . . . .
H008 H 0.739354 0.915211 0.636564 0.060 Uiso 1 1 calc R . . . .
C009 C 0.52328(10) 0.70323(16) 0.69823(8) 0.0503(3) Uani 1 1 d . . . . .
H009 H 0.453879 0.649480 0.675448 0.060 Uiso 1 1 calc R . . . .
C00A C 0.43228(10) 0.73550(19) 0.50240(8) 0.0564(3) Uani 1 1 d . . . . .
H00A H 0.415805 0.781723 0.441912 0.085 Uiso 1 1 calc GR . . . .
H00B H 0.382527 0.790686 0.540476 0.085 Uiso 1 1 calc GR . . . .
H00C H 0.419561 0.609896 0.501383 0.085 Uiso 1 1 calc GR . . . .
C00B C 0.64835(11) 0.61896(17) 0.09610(8) 0.0555(3) Uani 1 1 d . . . . .
H00D H 0.690245 0.557995 0.057104 0.067 Uiso 1 1 calc R . . . .
C00C C 0.52385(10) 0.79914(17) 0.21229(7) 0.0517(3) Uani 1 1 d . . . . .
H00E H 0.481276 0.859956 0.250867 0.062 Uiso 1 1 calc R . . . .
C00D C 0.77163(11) 0.6187(2) 0.38496(8) 0.0605(3) Uani 1 1 d . . . . .
H00F H 0.791587 0.648522 0.447866 0.091 Uiso 1 1 calc GR . . . .
H00G H 0.833063 0.653514 0.351939 0.091 Uiso 1 1 calc GR . . . .
H00H H 0.759726 0.493236 0.379099 0.091 Uiso 1 1 calc GR . . . .
C00E C 0.65962(11) 0.78768(17) 0.82585(8) 0.0547(3) Uani 1 1 d . . . . .
H00I H 0.682707 0.790119 0.888169 0.066 Uiso 1 1 calc R . . . .
C00F C 0.54789(12) 0.70458(19) 0.06216(8) 0.0594(3) Uani 1 1 d . . . . .
H00J H 0.521694 0.701433 0.000303 0.071 Uiso 1 1 calc R . . . .
C00G C 0.72628(10) 0.86680(18) 0.76777(8) 0.0568(3) Uani 1 1 d . . . . .
H00K H 0.794420 0.923508 0.791093 0.068 Uiso 1 1 calc R . . . .
C00H C 0.48620(11) 0.7952(2) 0.12039(8) 0.0609(3) Uani 1 1 d . . . . .
H00L H 0.418712 0.853980 0.097425 0.073 Uiso 1 1 calc R . . . .
C00I C 0.55827(11) 0.70471(18) 0.79095(8) 0.0560(3) Uani 1 1 d . . . . .
H00M H 0.513327 0.649611 0.829796 0.067 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
N001 N002 1.3988(12) . ?
N001 C004 1.2793(14) . ?
N002 C005 1.2782(14) . ?
C003 C004 1.4862(14) . ?
C003 C008 1.3932(15) . ?
C003 C009 1.3867(15) . ?
C004 C00A 1.5006(15) . ?
C005 C006 1.4895(14) . ?
C005 C00D 1.4946(15) . ?
C006 C007 1.3896(14) . ?
C006 C00C 1.3952(16) . ?
C007 H007 0.9300 . ?
C007 C00B 1.3867(16) . ?
C008 H008 0.9300 . ?
C008 C00G 1.3809(15) . ?
C009 H009 0.9300 . ?
C009 C00I 1.3846(15) . ?
C00A H00A 0.9600 . ?
C00A H00B 0.9600 . ?
C00A H00C 0.9600 . ?
C00B H00D 0.9300 . ?
C00B C00F 1.3765(19) . ?
C00C H00E 0.9300 . ?
C00C C00H 1.3786(15) . ?
C00D H00F 0.9600 . ?
C00D H00G 0.9600 . ?
C00D H00H 0.9600 . ?
C00E H00I 0.9300 . ?
C00E C00G 1.3755(17) . ?
C00E C00I 1.3793(18) . ?
C00F H00J 0.9300 . ?
C00F C00H 1.3807(18) . ?
C00G H00K 0.9300 . ?
C00H H00L 0.9300 . ?
C00I H00M 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C004 N001 N002 114.55(9) . . ?
C005 N002 N001 115.58(9) . . ?
C008 C003 C004 120.55(9) . . ?
C009 C003 C004 121.22(9) . . ?
C009 C003 C008 118.21(10) . . ?
N001 C004 C003 116.78(9) . . ?
N001 C004 C00A 123.91(10) . . ?
C003 C004 C00A 119.31(9) . . ?
N002 C005 C006 116.07(9) . . ?
N002 C005 C00D 124.30(10) . . ?
C006 C005 C00D 119.61(9) . . ?
C007 C006 C005 121.55(10) . . ?
C007 C006 C00C 118.32(10) . . ?
C00C C006 C005 120.11(9) . . ?
C006 C007 H007 119.6 . . ?
C00B C007 C006 120.85(11) . . ?
C00B C007 H007 119.6 . . ?
C003 C008 H008 119.7 . . ?
C00G C008 C003 120.63(10) . . ?
C00G C008 H008 119.7 . . ?
C003 C009 H009 119.5 . . ?
C00I C009 C003 120.91(10) . . ?
C00I C009 H009 119.5 . . ?
C004 C00A H00A 109.5 . . ?
C004 C00A H00B 109.5 . . ?
C004 C00A H00C 109.5 . . ?
H00A C00A H00B 109.5 . . ?
H00A C00A H00C 109.5 . . ?
H00B C00A H00C 109.5 . . ?
C007 C00B H00D 120.0 . . ?
C00F C00B C007 120.06(11) . . ?
C00F C00B H00D 120.0 . . ?
C006 C00C H00E 119.7 . . ?
C00H C00C C006 120.53(11) . . ?
C00H C00C H00E 119.7 . . ?
C005 C00D H00F 109.5 . . ?
C005 C00D H00G 109.5 . . ?
C005 C00D H00H 109.5 . . ?
H00F C00D H00G 109.5 . . ?
H00F C00D H00H 109.5 . . ?
H00G C00D H00H 109.5 . . ?
C00G C00E H00I 120.3 . . ?
C00G C00E C00I 119.50(11) . . ?
C00I C00E H00I 120.3 . . ?
C00B C00F H00J 120.2 . . ?
C00B C00F C00H 119.69(11) . . ?
C00H C00F H00J 120.2 . . ?
C008 C00G H00K 119.7 . . ?
C00E C00G C008 120.56(11) . . ?
C00E C00G H00K 119.7 . . ?
C00C C00H C00F 120.54(12) . . ?
C00C C00H H00L 119.7 . . ?
C00F C00H H00L 119.7 . . ?
C009 C00I H00M 119.9 . . ?
C00E C00I C009 120.17(11) . . ?
C00E C00I H00M 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N001 N002 C005 C006 -178.99(9) . . . . ?
N001 N002 C005 C00D 2.33(16) . . . . ?
N002 N001 C004 C003 -177.94(9) . . . . ?
N002 N001 C004 C00A 3.25(16) . . . . ?
N002 C005 C006 C007 -177.80(10) . . . . ?
N002 C005 C006 C00C 0.62(15) . . . . ?
C003 C008 C00G C00E 0.96(19) . . . . ?
C003 C009 C00I C00E 1.57(19) . . . . ?
C004 N001 N002 C005 -138.87(11) . . . . ?
C004 C003 C008 C00G -178.73(10) . . . . ?
C004 C003 C009 C00I 177.46(10) . . . . ?
C005 C006 C007 C00B 177.75(10) . . . . ?
C005 C006 C00C C00H -178.25(11) . . . . ?
C006 C007 C00B C00F 0.52(18) . . . . ?
C006 C00C C00H C00F 0.4(2) . . . . ?
C007 C006 C00C C00H 0.22(17) . . . . ?
C007 C00B C00F C00H 0.1(2) . . . . ?
C008 C003 C004 N001 19.36(15) . . . . ?
C008 C003 C004 C00A -161.77(11) . . . . ?
C008 C003 C009 C00I -1.01(17) . . . . ?
C009 C003 C004 N001 -159.07(11) . . . . ?
C009 C003 C004 C00A 19.80(15) . . . . ?
C009 C003 C008 C00G -0.25(17) . . . . ?
C00B C00F C00H C00C -0.6(2) . . . . ?
C00C C006 C007 C00B -0.69(16) . . . . ?
C00D C005 C006 C007 0.95(16) . . . . ?
C00D C005 C006 C00C 179.36(11) . . . . ?
C00G C00E C00I C009 -0.85(19) . . . . ?
C00I C00E C00G C008 -0.4(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
;
_oxdiff_exptl_absorpt_empirical_full_max 4.668
_oxdiff_exptl_absorpt_empirical_full_min 0.405
####################################################################### 
# 
# 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_try1
_database_code_depnum_ccdc_archive 'CCDC 1889890'
loop_
_audit_author_name
_audit_author_address
'Chidambaram Gunanathan'
;National Institute of Science Education and Research
India
;
_audit_update_record             
;
2019-03-20 deposited with the CCDC.	2019-03-21 downloaded from the CCDC.
;
_audit_creation_date             2019-03-20
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
(1Z,2Z)-1,2-bis((8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-ylidene)hydrazine
_chemical_formula_moiety         'C54 H88 N2'
_chemical_formula_sum            'C54 H88 N2'
_chemical_formula_weight         765.26
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C54 H88 N2 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.5019(4)
_cell_length_b                   10.2070(3)
_cell_length_c                   17.0548(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.130(3)
_cell_angle_gamma                90
_cell_volume                     2340.97(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11284
_cell_measurement_temperature    194
_cell_measurement_theta_max      29.0150
_cell_measurement_theta_min      3.0370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.061
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35027
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.39.46b (Rigaku Oxford Diffraction,'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.086
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             852
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            25355
_diffrn_reflns_point_group_measured_fraction_full 0.919
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         2.835
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      194
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00 -42.00   0.50   25.00    --    7.10 -29.00   1.00   52
  2  ω    -51.00 -26.00   0.50   25.00    --   -7.50 -29.00   1.00   50
  3  ω    -10.00  16.00   0.50   25.00    --   -7.50  29.00 162.00   52
  4  ω     50.00  88.00   0.50   25.00    --    7.10  77.00-180.00   76
  5  ω     63.00  96.00   0.50   25.00    --    7.10  77.00  30.00   66
  6  ω    -46.00 -17.00   0.50   25.00    --   -7.50  38.00  90.00   58
  7  ω    -13.00  35.00   0.50   25.00    --   -7.50 -82.00 -30.00   96
  8  ω    -63.00 -17.00   0.50   25.00    --   -7.50 -82.00 -30.00   92
  9  ω     20.00  79.00   0.50   25.00    --   -7.50  38.00  90.00  118
 10  ω    -59.00  23.00   0.50   25.00    --   -7.50 -82.00 120.00  164
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'Supernova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0415523000
_diffrn_orient_matrix_UB_12      -0.0039505000
_diffrn_orient_matrix_UB_13      0.0225506000
_diffrn_orient_matrix_UB_21      0.0309447000
_diffrn_orient_matrix_UB_22      -0.0257662000
_diffrn_orient_matrix_UB_23      0.0321269000
_diffrn_orient_matrix_UB_31      0.0098441000
_diffrn_orient_matrix_UB_32      0.0644278000
_diffrn_orient_matrix_UB_33      0.0142519000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.712
_reflns_Friedel_fraction_full    0.829
_reflns_Friedel_fraction_max     0.799
_reflns_number_gt                7253
_reflns_number_total             8342
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.41b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.41b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.41b (Rigaku OD, 2018)'
_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         0.406
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Flack x determined using 2629 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     515
_refine_ls_number_reflns         8342
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0534
_refine_ls_restrained_S_all      1.052
_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)+(0.0766P)²+0.5956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1368
_refine_ls_wR_factor_ref         0.1423
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C003(H003), C005(H005), C007(H007), C00B(H00B), C00D(H00D), C00G(H00G),
 C00L(H00L), C00T(H00y), C00U(H00z), C00Y(H2aa), C01B(H01z), C01G(H7aa)
2.b Secondary CH2 refined with riding coordinates:
 C00C(H00a,H00c), C00F(H00e,H00f), C00K(H00i,H00k), C00M(H00m,H00n), C00N(H00o,
 H00p), C00O(H00q,H00r), C00P(H00s,H00t), C00R(H00u,H00v), C00S(H00w,H00x),
 C00V(H00,H), C00W(H0aa,Ha), C00X(H1aa,Hb), C00Z(H3aa,Hc), C011(H01d,H01e),
 C012(H01f,H01g), C014(H01k,H01l), C016(H01p,H01q), C018(H01u,H01v), C019(H01w,
 H01x), C01D(H4aa,Hh), C01H(H8aa,Hm), C01I(H9aa,Hn)
2.c Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00J(H00J)
2.d Idealised Me refined as rotating group:
 C010(H01a,H01b,H01c), C013(H01h,H01i,H01j), C015(H01m,H01n,H01o), C017(H01r,
 H01s,H01t), C01A(H01y,Hd,He), C01C(H01,Hf,Hg), C01E(H5aa,Hi,Hj), C01F(H6aa,Hk,
 Hl), C01J(H0ba,Ho,Hp), C01K(H1ba,Hq,Hr)
;
_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
N001 N 0.4984(2) 0.3086(3) 0.52832(16) 0.0371(7) Uani 1 1 d . . . . .
N002 N 0.5930(2) 0.2765(3) 0.50953(16) 0.0360(7) Uani 1 1 d . . . . .
C00A C 0.6364(3) 0.3539(3) 0.46413(19) 0.0311(7) Uani 1 1 d . . . . .
C00B C 0.2910(2) 0.5190(3) 0.91652(18) 0.0267(7) Uani 1 1 d . . . . .
H00B H 0.2937 0.4234 0.9219 0.032 Uiso 1 1 calc R . . . .
C00C C 0.6340(2) 0.5148(3) 0.35382(18) 0.0279(7) Uani 1 1 d . . . . .
H00A H 0.6136 0.6031 0.3387 0.033 Uiso 1 1 calc R . . . .
H00C H 0.6004 0.4551 0.3160 0.033 Uiso 1 1 calc R . . . .
C00D C 0.8652(2) 0.5643(3) -0.05214(18) 0.0277(7) Uani 1 1 d . . . . .
H00D H 0.9281 0.6128 -0.0467 0.033 Uiso 1 1 calc R . . . .
C00E C 0.4907(3) 0.3761(4) 0.59131(19) 0.0322(7) Uani 1 1 d . . . . .
C00F C 0.2673(2) 0.5164(4) 0.68757(19) 0.0346(8) Uani 1 1 d . . . . .
H00E H 0.2214 0.4690 0.6508 0.042 Uiso 1 1 calc R . . . .
H00F H 0.2602 0.6090 0.6757 0.042 Uiso 1 1 calc R . . . .
C00G C 0.7670(2) 0.4875(3) 0.26031(17) 0.0239(6) Uani 1 1 d . . . . .
H00G H 0.7251 0.4145 0.2400 0.029 Uiso 1 1 calc R . . . .
C00H C 0.3914(2) 0.4048(4) 0.61282(19) 0.0329(8) Uani 1 1 d . . . . .
H00H H 0.3377 0.3726 0.5805 0.039 Uiso 1 1 calc R . . . .
C00I C 0.4537(2) 0.5210(3) 0.73711(19) 0.0296(7) Uani 1 1 d . . . . .
C00J C 0.7333(2) 0.3142(3) 0.44163(18) 0.0314(7) Uani 1 1 d . . . . .
H00J H 0.7603 0.2369 0.4631 0.038 Uiso 1 1 calc R . . . .
C00K C 0.5997(2) 0.4857(3) 0.43518(19) 0.0316(7) Uani 1 1 d . . . . .
H00I H 0.6248 0.5528 0.4720 0.038 Uiso 1 1 calc R . . . .
H00K H 0.5276 0.4876 0.4323 0.038 Uiso 1 1 calc R . . . .
C00L C 0.3160(2) 0.5492(3) 0.83314(18) 0.0259(7) Uani 1 1 d . . . . .
H00L H 0.3178 0.6445 0.8263 0.031 Uiso 1 1 calc R . . . .
C00M C 0.7426(2) 0.5850(3) 0.12099(18) 0.0272(7) Uani 1 1 d . . . . .
H00M H 0.7246 0.6653 0.0928 0.033 Uiso 1 1 calc R . . . .
H00N H 0.6961 0.5175 0.1018 0.033 Uiso 1 1 calc R . . . .
C00N C 0.2391(2) 0.4920(4) 0.77165(18) 0.0306(7) Uani 1 1 d . . . . .
H00O H 0.1748 0.5312 0.7777 0.037 Uiso 1 1 calc R . . . .
H00P H 0.2335 0.3984 0.7803 0.037 Uiso 1 1 calc R . . . .
C00O C 0.9736(2) 0.3763(4) 0.12754(19) 0.0313(7) Uani 1 1 d . . . . .
H00Q H 0.9855 0.2855 0.1423 0.038 Uiso 1 1 calc R . . . .
H00R H 1.0304 0.4286 0.1474 0.038 Uiso 1 1 calc R . . . .
C00P C 0.8669(3) 0.4725(3) -0.12339(17) 0.0308(7) Uani 1 1 d . . . . .
H00S H 0.9125 0.4012 -0.1092 0.037 Uiso 1 1 calc R . . . .
H00T H 0.8012 0.4347 -0.1341 0.037 Uiso 1 1 calc R . . . .
C00Q C 0.3720(2) 0.4744(3) 0.67605(19) 0.0307(7) Uani 1 1 d . . . . .
C00R C 0.8904(2) 0.3382(4) 0.3797(2) 0.0364(8) Uani 1 1 d . . . . .
H00U H 0.9040 0.2543 0.4051 0.044 Uiso 1 1 calc R . . . .
H00V H 0.9372 0.4014 0.4040 0.044 Uiso 1 1 calc R . . . .
C00S C 0.1897(2) 0.5605(4) 0.94043(19) 0.0325(8) Uani 1 1 d . . . . .
H00W H 0.1385 0.4989 0.9211 0.039 Uiso 1 1 calc R . . . .
H00X H 0.1719 0.6471 0.9202 0.039 Uiso 1 1 calc R . . . .
C00T C 0.3140(2) 0.5342(3) 1.05610(18) 0.0299(7) Uani 1 1 d . . . . .
H00Y H 0.3219 0.4392 1.0626 0.036 Uiso 1 1 calc R . . . .
C00U C 0.3490(3) 0.5981(4) 1.1354(2) 0.0354(8) Uani 1 1 d . . . . .
H00Z H 0.3392 0.6928 1.1296 0.042 Uiso 1 1 calc R . . . .
C00V C 0.8970(3) 0.5351(4) -0.19937(19) 0.0351(8) Uani 1 1 d . . . . .
H H 0.9600 0.5800 -0.1883 0.042 Uiso 1 1 calc R . . . .
H00 H 0.8476 0.5998 -0.2175 0.042 Uiso 1 1 calc R . . . .
C00W C 0.4659(3) 0.5080(4) 0.9709(2) 0.0380(8) Uani 1 1 d . . . . .
H0AA H 0.4604 0.4145 0.9799 0.046 Uiso 1 1 calc R . . . .
HA H 0.5163 0.5425 1.0095 0.046 Uiso 1 1 calc R . . . .
C00X C 0.7345(2) 0.6062(3) 0.20928(19) 0.0294(7) Uani 1 1 d . . . . .
H1AA H 0.7751 0.6809 0.2267 0.035 Uiso 1 1 calc R . . . .
HB H 0.6660 0.6272 0.2173 0.035 Uiso 1 1 calc R . . . .
C00Y C 0.4200(2) 0.4928(3) 0.82122(18) 0.0285(7) Uani 1 1 d . . . . .
H2AA H 0.4135 0.3975 0.8248 0.034 Uiso 1 1 calc R . . . .
C00Z C 0.9063(2) 0.3261(4) 0.29237(19) 0.0332(8) Uani 1 1 d . . . . .
H3AA H 0.9761 0.3097 0.2870 0.040 Uiso 1 1 calc R . . . .
HC H 0.8687 0.2518 0.2702 0.040 Uiso 1 1 calc R . . . .
C01A C 0.4591(3) 0.5746(5) 1.1597(2) 0.0501(10) Uani 1 1 d . . . . .
H01Y H 0.4728 0.4824 1.1584 0.075 Uiso 1 1 calc GR . . . .
HD H 0.4753 0.6073 1.2121 0.075 Uiso 1 1 calc GR . . . .
HE H 0.4984 0.6195 1.1239 0.075 Uiso 1 1 calc GR . . . .
C01B C 0.9474(3) 0.4880(4) -0.3385(2) 0.0427(9) Uani 1 1 d . . . . .
H01Z H 1.0082 0.5369 -0.3220 0.051 Uiso 1 1 calc R . . . .
C01C C 0.4717(3) 0.6679(4) 0.7236(2) 0.0402(9) Uani 1 1 d . . . . .
H01 H 0.4914 0.6809 0.6715 0.060 Uiso 1 1 calc GR . . . .
HF H 0.5234 0.6987 0.7615 0.060 Uiso 1 1 calc GR . . . .
HG H 0.4116 0.7157 0.7295 0.060 Uiso 1 1 calc GR . . . .
C01D C 0.2841(3) 0.5507(5) 1.2001(2) 0.0526(11) Uani 1 1 d . . . . .
H4AA H 0.2146 0.5603 1.1812 0.063 Uiso 1 1 calc R . . . .
HH H 0.2967 0.4583 1.2099 0.063 Uiso 1 1 calc R . . . .
C01E C 0.8783(4) 0.5803(6) -0.3835(3) 0.0674(14) Uani 1 1 d . . . . .
H5AA H 0.8162 0.5370 -0.3980 0.101 Uiso 1 1 calc GR . . . .
HI H 0.9071 0.6083 -0.4301 0.101 Uiso 1 1 calc GR . . . .
HJ H 0.8669 0.6551 -0.3514 0.101 Uiso 1 1 calc GR . . . .
C01F C 0.9765(4) 0.3777(6) -0.3920(3) 0.0719(15) Uani 1 1 d . . . . .
H6AA H 1.0276 0.3253 -0.3647 0.108 Uiso 1 1 calc GR . . . .
HK H 1.0008 0.4142 -0.4385 0.108 Uiso 1 1 calc GR . . . .
HL H 0.9194 0.3240 -0.4066 0.108 Uiso 1 1 calc GR . . . .
C01G C 0.2178(4) 0.4674(6) 1.3652(3) 0.0735(15) Uani 1 1 d . . . . .
H7AA H 0.1825 0.4177 1.3222 0.088 Uiso 1 1 calc R . . . .
C01H C 0.2266(4) 0.5979(6) 1.3361(3) 0.0681(14) Uani 1 1 d . . . . .
H8AA H 0.2419 0.6550 1.3811 0.082 Uiso 1 1 calc R . . . .
HM H 0.1619 0.6239 1.3118 0.082 Uiso 1 1 calc R . . . .
C01I C 0.3036(4) 0.6248(6) 1.2767(3) 0.0661(14) Uani 1 1 d . . . . .
H9AA H 0.3039 0.7180 1.2653 0.079 Uiso 1 1 calc R . . . .
HN H 0.3690 0.6015 1.3006 0.079 Uiso 1 1 calc R . . . .
C01J C 0.1538(4) 0.4586(7) 1.4337(3) 0.0788(18) Uani 1 1 d . . . . .
H0BA H 0.1853 0.5054 1.4779 0.118 Uiso 1 1 calc GR . . . .
HO H 0.1459 0.3683 1.4477 0.118 Uiso 1 1 calc GR . . . .
HP H 0.0898 0.4963 1.4188 0.118 Uiso 1 1 calc GR . . . .
C01K C 0.3131(4) 0.3942(11) 1.3866(4) 0.126(4) Uani 1 1 d . . . . .
H1BA H 0.3476 0.3818 1.3403 0.189 Uiso 1 1 calc GR . . . .
HQ H 0.2983 0.3104 1.4084 0.189 Uiso 1 1 calc GR . . . .
HR H 0.3542 0.4436 1.4248 0.189 Uiso 1 1 calc GR . . . .
C003 C 0.8781(2) 0.4270(3) 0.15819(18) 0.0255(7) Uani 1 1 d . . . . .
H003 H 0.8280 0.3595 0.1440 0.031 Uiso 1 1 calc R . . . .
C004 C 0.8486(2) 0.5445(3) 0.10386(17) 0.0236(6) Uani 1 1 d . . . . .
C005 C 0.8741(2) 0.4493(3) 0.24615(17) 0.0261(7) Uani 1 1 d . . . . .
H005 H 0.9189 0.5214 0.2631 0.031 Uiso 1 1 calc R . . . .
C006 C 0.7865(2) 0.3802(4) 0.39262(18) 0.0299(7) Uani 1 1 d . . . . .
C007 C 0.8597(2) 0.4798(3) 0.02251(17) 0.0237(6) Uani 1 1 d . . . . .
H007 H 0.8026 0.4211 0.0120 0.028 Uiso 1 1 calc R . . . .
C008 C 0.3657(2) 0.5739(3) 0.98168(18) 0.0263(7) Uani 1 1 d . . . . .
C009 C 0.7473(2) 0.5026(3) 0.34887(18) 0.0274(7) Uani 1 1 d . . . . .
C010 C 0.7999(3) 0.6242(4) 0.3861(2) 0.0357(8) Uani 1 1 d . . . . .
H01A H 0.7875 0.6297 0.4406 0.054 Uiso 1 1 calc GR . . . .
H01B H 0.7748 0.7014 0.3590 0.054 Uiso 1 1 calc GR . . . .
H01C H 0.8701 0.6173 0.3820 0.054 Uiso 1 1 calc GR . . . .
C011 C 0.4977(2) 0.5319(4) 0.8873(2) 0.0376(8) Uani 1 1 d . . . . .
H01D H 0.5129 0.6242 0.8818 0.045 Uiso 1 1 calc R . . . .
H01E H 0.5582 0.4830 0.8814 0.045 Uiso 1 1 calc R . . . .
C012 C 0.9069(3) 0.4351(4) -0.26428(19) 0.0377(8) Uani 1 1 d . . . . .
H01F H 0.8419 0.3971 -0.2786 0.045 Uiso 1 1 calc R . . . .
H01G H 0.9502 0.3651 -0.2434 0.045 Uiso 1 1 calc R . . . .
C013 C 0.9217(3) 0.6600(3) 0.1182(2) 0.0327(8) Uani 1 1 d . . . . .
H01H H 0.9250 0.6855 0.1726 0.049 Uiso 1 1 calc GR . . . .
H01I H 0.8991 0.7328 0.0857 0.049 Uiso 1 1 calc GR . . . .
H01J H 0.9866 0.6337 0.1052 0.049 Uiso 1 1 calc GR . . . .
C014 C 0.9530(2) 0.3909(3) 0.03757(18) 0.0293(7) Uani 1 1 d . . . . .
H01K H 0.9407 0.3058 0.0133 0.035 Uiso 1 1 calc R . . . .
H01L H 1.0096 0.4305 0.0155 0.035 Uiso 1 1 calc R . . . .
C015 C 0.3747(3) 0.7228(3) 0.9772(2) 0.0347(8) Uani 1 1 d . . . . .
H01M H 0.3942 0.7473 0.9265 0.052 Uiso 1 1 calc GR . . . .
H01N H 0.4239 0.7526 1.0174 0.052 Uiso 1 1 calc GR . . . .
H01O H 0.3118 0.7621 0.9850 0.052 Uiso 1 1 calc GR . . . .
C016 C 0.5758(3) 0.4326(4) 0.6428(2) 0.0391(8) Uani 1 1 d . . . . .
H01P H 0.5920 0.5185 0.6234 0.047 Uiso 1 1 calc R . . . .
H01Q H 0.6338 0.3769 0.6407 0.047 Uiso 1 1 calc R . . . .
C017 C 0.7806(3) 0.6638(4) -0.0649(2) 0.0428(9) Uani 1 1 d . . . . .
H01R H 0.7179 0.6191 -0.0655 0.064 Uiso 1 1 calc GR . . . .
H01S H 0.7847 0.7078 -0.1142 0.064 Uiso 1 1 calc GR . . . .
H01T H 0.7859 0.7268 -0.0230 0.064 Uiso 1 1 calc GR . . . .
C018 C 0.2029(2) 0.5608(4) 1.0316(2) 0.0389(9) Uani 1 1 d . . . . .
H01U H 0.1834 0.6450 1.0518 0.047 Uiso 1 1 calc R . . . .
H01V H 0.1619 0.4933 1.0524 0.047 Uiso 1 1 calc R . . . .
C019 C 0.5500(3) 0.4440(4) 0.7278(2) 0.0384(8) Uani 1 1 d . . . . .
H01W H 0.6046 0.4868 0.7586 0.046 Uiso 1 1 calc R . . . .
H01X H 0.5433 0.3567 0.7490 0.046 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
N001 N002 1.384(4) . ?
N001 C00E 1.288(4) . ?
N002 C00A 1.284(4) . ?
C00A C00J 1.454(5) . ?
C00A C00K 1.502(5) . ?
C00B H00B 0.9800 . ?
C00B C00L 1.522(4) . ?
C00B C00S 1.523(4) . ?
C00C H00A 0.9700 . ?
C00C H00C 0.9700 . ?
C00C C00K 1.531(4) . ?
C00D H00D 0.9800 . ?
C00D C00P 1.537(4) . ?
C00D C017 1.530(5) . ?
C00E C00H 1.451(5) . ?
C00E C016 1.498(5) . ?
C00F H00E 0.9700 . ?
C00F H00F 0.9700 . ?
C00F C00N 1.537(4) . ?
C00F C00Q 1.507(5) . ?
C00G H00G 0.9800 . ?
C00G C00X 1.534(5) . ?
C00H H00H 0.9300 . ?
C00H C00Q 1.337(5) . ?
C00I C00Q 1.524(5) . ?
C00I C00Y 1.570(4) . ?
C00I C01C 1.539(5) . ?
C00I C019 1.540(5) . ?
C00J H00J 0.9300 . ?
C00K H00I 0.9700 . ?
C00K H00K 0.9700 . ?
C00L H00L 0.9800 . ?
C00L C00N 1.525(4) . ?
C00L C00Y 1.547(4) . ?
C00M H00M 0.9700 . ?
C00M H00N 0.9700 . ?
C00M C00X 1.535(4) . ?
C00N H00O 0.9700 . ?
C00N H00P 0.9700 . ?
C00O H00Q 0.9700 . ?
C00O H00R 0.9700 . ?
C00O C014 1.542(5) . ?
C00P H00S 0.9700 . ?
C00P H00T 0.9700 . ?
C00P C00V 1.532(4) . ?
C00R H00U 0.9700 . ?
C00R H00V 0.9700 . ?
C00R C00Z 1.528(4) . ?
C00S H00W 0.9700 . ?
C00S H00X 0.9700 . ?
C00S C018 1.550(5) . ?
C00T H00Y 0.9800 . ?
C00T C00U 1.538(5) . ?
C00T C018 1.546(5) . ?
C00U H00Z 0.9800 . ?
C00U C01A 1.525(5) . ?
C00U C01D 1.547(5) . ?
C00V H 0.9700 . ?
C00V H00 0.9700 . ?
C00V C012 1.520(5) . ?
C00W H0AA 0.9700 . ?
C00W HA 0.9700 . ?
C00W C011 1.545(5) . ?
C00X H1AA 0.9700 . ?
C00X HB 0.9700 . ?
C00Y H2AA 0.9800 . ?
C00Y C011 1.523(5) . ?
C00Z H3AA 0.9700 . ?
C00Z HC 0.9700 . ?
C01A H01Y 0.9600 . ?
C01A HD 0.9600 . ?
C01A HE 0.9600 . ?
C01B H01Z 0.9800 . ?
C01B C01E 1.490(6) . ?
C01B C01F 1.522(6) . ?
C01C H01 0.9600 . ?
C01C HF 0.9600 . ?
C01C HG 0.9600 . ?
C01D H4AA 0.9700 . ?
C01D HH 0.9700 . ?
C01D C01I 1.511(6) . ?
C01E H5AA 0.9600 . ?
C01E HI 0.9600 . ?
C01E HJ 0.9600 . ?
C01F H6AA 0.9600 . ?
C01F HK 0.9600 . ?
C01F HL 0.9600 . ?
C01G H7AA 0.9800 . ?
C01G C01H 1.430(8) . ?
C01G C01J 1.516(6) . ?
C01G C01K 1.505(8) . ?
C01H H8AA 0.9700 . ?
C01H HM 0.9700 . ?
C01H C01I 1.540(7) . ?
C01I H9AA 0.9700 . ?
C01I HN 0.9700 . ?
C01J H0BA 0.9600 . ?
C01J HO 0.9600 . ?
C01J HP 0.9600 . ?
C01K H1BA 0.9600 . ?
C01K HQ 0.9600 . ?
C01K HR 0.9600 . ?
C003 C00O 1.524(4) . ?
C003 H003 0.9800 . ?
C003 C004 1.546(4) . ?
C003 C005 1.523(4) . ?
C004 C00M 1.542(4) . ?
C004 C007 1.556(4) . ?
C004 C013 1.543(4) . ?
C005 C00G 1.537(4) . ?
C005 C00Z 1.526(5) . ?
C005 H005 0.9800 . ?
C006 C00J 1.332(5) . ?
C006 C00R 1.503(4) . ?
C006 C009 1.525(5) . ?
C007 C00D 1.545(4) . ?
C007 H007 0.9800 . ?
C007 C014 1.555(4) . ?
C008 C00B 1.538(4) . ?
C008 C00T 1.556(4) . ?
C008 C00W 1.537(4) . ?
C008 C015 1.527(5) . ?
C009 C00C 1.546(4) . ?
C009 C00G 1.565(4) . ?
C009 C010 1.538(5) . ?
C010 H01A 0.9600 . ?
C010 H01B 0.9600 . ?
C010 H01C 0.9600 . ?
C011 H01D 0.9700 . ?
C011 H01E 0.9700 . ?
C012 C01B 1.523(5) . ?
C012 H01F 0.9700 . ?
C012 H01G 0.9700 . ?
C013 H01H 0.9600 . ?
C013 H01I 0.9600 . ?
C013 H01J 0.9600 . ?
C014 H01K 0.9700 . ?
C014 H01L 0.9700 . ?
C015 H01M 0.9600 . ?
C015 H01N 0.9600 . ?
C015 H01O 0.9600 . ?
C016 H01P 0.9700 . ?
C016 H01Q 0.9700 . ?
C016 C019 1.525(5) . ?
C017 H01R 0.9600 . ?
C017 H01S 0.9600 . ?
C017 H01T 0.9600 . ?
C018 H01U 0.9700 . ?
C018 H01V 0.9700 . ?
C019 H01W 0.9700 . ?
C019 H01X 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
C00E N001 N002 117.7(3) . . ?
C00A N002 N001 118.3(3) . . ?
N002 C00A C00J 117.2(3) . . ?
N002 C00A C00K 126.5(3) . . ?
C00J C00A C00K 116.2(3) . . ?
C00L C00B H00B 106.2 . . ?
C00L C00B C00S 118.2(3) . . ?
C00L C00B C008 114.6(3) . . ?
C00S C00B H00B 106.2 . . ?
C00S C00B C008 104.6(3) . . ?
C008 C00B H00B 106.2 . . ?
H00A C00C H00C 107.6 . . ?
C00K C00C H00A 108.6 . . ?
C00K C00C H00C 108.6 . . ?
C00K C00C C009 114.5(3) . . ?
C009 C00C H00A 108.6 . . ?
C009 C00C H00C 108.6 . . ?
C00P C00D H00D 108.0 . . ?
C00P C00D C007 108.4(3) . . ?
C007 C00D H00D 108.0 . . ?
C017 C00D H00D 108.0 . . ?
C017 C00D C00P 110.8(3) . . ?
C017 C00D C007 113.4(3) . . ?
N001 C00E C00H 117.6(3) . . ?
N001 C00E C016 125.4(3) . . ?
C00H C00E C016 116.9(3) . . ?
H00E C00F H00F 107.8 . . ?
C00N C00F H00E 109.0 . . ?
C00N C00F H00F 109.0 . . ?
C00Q C00F H00E 109.0 . . ?
C00Q C00F H00F 109.0 . . ?
C00Q C00F C00N 112.9(3) . . ?
C00X C00G H00G 105.9 . . ?
C00X C00G C005 109.7(2) . . ?
C00X C00G C009 113.9(2) . . ?
C005 C00G H00G 105.9 . . ?
C005 C00G C009 114.8(2) . . ?
C009 C00G H00G 105.9 . . ?
C00E C00H H00H 117.9 . . ?
C00Q C00H C00E 124.3(3) . . ?
C00Q C00H H00H 117.9 . . ?
C00Q C00I C00Y 108.4(3) . . ?
C00Q C00I C01C 108.5(3) . . ?
C00Q C00I C019 109.6(3) . . ?
C01C C00I C00Y 112.2(3) . . ?
C01C C00I C019 109.6(3) . . ?
C019 C00I C00Y 108.5(3) . . ?
C00A C00J H00J 117.5 . . ?
C006 C00J C00A 125.0(3) . . ?
C006 C00J H00J 117.5 . . ?
C00A C00K C00C 110.7(3) . . ?
C00A C00K H00I 109.5 . . ?
C00A C00K H00K 109.5 . . ?
C00C C00K H00I 109.5 . . ?
C00C C00K H00K 109.5 . . ?
H00I C00K H00K 108.1 . . ?
C00B C00L H00L 108.7 . . ?
C00B C00L C00N 111.8(3) . . ?
C00B C00L C00Y 109.1(2) . . ?
C00N C00L H00L 108.7 . . ?
C00N C00L C00Y 109.7(3) . . ?
C00Y C00L H00L 108.7 . . ?
H00M C00M H00N 107.9 . . ?
C00X C00M H00M 109.2 . . ?
C00X C00M H00N 109.2 . . ?
C00X C00M C004 111.9(2) . . ?
C004 C00M H00M 109.2 . . ?
C004 C00M H00N 109.2 . . ?
C00F C00N H00O 109.3 . . ?
C00F C00N H00P 109.3 . . ?
C00L C00N C00F 111.7(3) . . ?
C00L C00N H00O 109.3 . . ?
C00L C00N H00P 109.3 . . ?
H00O C00N H00P 107.9 . . ?
H00Q C00O H00R 109.1 . . ?
C003 C00O H00Q 111.2 . . ?
C003 C00O H00R 111.2 . . ?
C003 C00O C014 103.1(2) . . ?
C014 C00O H00Q 111.2 . . ?
C014 C00O H00R 111.2 . . ?
C00D C00P H00S 108.3 . . ?
C00D C00P H00T 108.3 . . ?
H00S C00P H00T 107.4 . . ?
C00V C00P C00D 116.0(3) . . ?
C00V C00P H00S 108.3 . . ?
C00V C00P H00T 108.3 . . ?
C00F C00Q C00I 116.9(3) . . ?
C00H C00Q C00F 120.7(3) . . ?
C00H C00Q C00I 122.4(3) . . ?
H00U C00R H00V 107.9 . . ?
C00Z C00R H00U 109.1 . . ?
C00Z C00R H00V 109.1 . . ?
C006 C00R H00U 109.1 . . ?
C006 C00R H00V 109.1 . . ?
C006 C00R C00Z 112.4(3) . . ?
C00B C00S H00W 110.9 . . ?
C00B C00S H00X 110.9 . . ?
C00B C00S C018 104.1(3) . . ?
H00W C00S H00X 109.0 . . ?
C018 C00S H00W 110.9 . . ?
C018 C00S H00X 110.9 . . ?
C00U C00T H00Y 107.3 . . ?
C00U C00T C008 118.8(3) . . ?
C00U C00T C018 112.2(3) . . ?
C008 C00T H00Y 107.3 . . ?
C018 C00T H00Y 107.3 . . ?
C018 C00T C008 103.2(2) . . ?
C00T C00U H00Z 107.5 . . ?
C00T C00U C01D 110.3(3) . . ?
C01A C00U C00T 112.8(3) . . ?
C01A C00U H00Z 107.5 . . ?
C01A C00U C01D 110.9(3) . . ?
C01D C00U H00Z 107.5 . . ?
C00P C00V H 109.1 . . ?
C00P C00V H00 109.1 . . ?
H00 C00V H 107.8 . . ?
C012 C00V C00P 112.5(3) . . ?
C012 C00V H 109.1 . . ?
C012 C00V H00 109.1 . . ?
H0AA C00W HA 108.0 . . ?
C008 C00W H0AA 109.4 . . ?
C008 C00W HA 109.4 . . ?
C008 C00W C011 111.2(3) . . ?
C011 C00W H0AA 109.4 . . ?
C011 C00W HA 109.4 . . ?
C00G C00X C00M 113.8(3) . . ?
C00G C00X H1AA 108.8 . . ?
C00G C00X HB 108.8 . . ?
C00M C00X H1AA 108.8 . . ?
C00M C00X HB 108.8 . . ?
H1AA C00X HB 107.7 . . ?
C00I C00Y H2AA 105.9 . . ?
C00L C00Y C00I 113.1(2) . . ?
C00L C00Y H2AA 105.9 . . ?
C011 C00Y C00I 113.0(3) . . ?
C011 C00Y C00L 112.3(3) . . ?
C011 C00Y H2AA 105.9 . . ?
C00R C00Z H3AA 109.2 . . ?
C00R C00Z HC 109.2 . . ?
H3AA C00Z HC 107.9 . . ?
C005 C00Z C00R 112.3(3) . . ?
C005 C00Z H3AA 109.2 . . ?
C005 C00Z HC 109.2 . . ?
C00U C01A H01Y 109.5 . . ?
C00U C01A HD 109.5 . . ?
C00U C01A HE 109.5 . . ?
H01Y C01A HD 109.5 . . ?
H01Y C01A HE 109.5 . . ?
HD C01A HE 109.5 . . ?
C01E C01B H01Z 107.2 . . ?
C01E C01B C01F 110.0(4) . . ?
C01E C01B C012 113.4(3) . . ?
C01F C01B H01Z 107.2 . . ?
C01F C01B C012 111.5(4) . . ?
C012 C01B H01Z 107.2 . . ?
C00I C01C H01 109.5 . . ?
C00I C01C HF 109.5 . . ?
C00I C01C HG 109.5 . . ?
H01 C01C HF 109.5 . . ?
H01 C01C HG 109.5 . . ?
HF C01C HG 109.5 . . ?
C00U C01D H4AA 108.9 . . ?
C00U C01D HH 108.9 . . ?
H4AA C01D HH 107.8 . . ?
C01I C01D C00U 113.2(4) . . ?
C01I C01D H4AA 108.9 . . ?
C01I C01D HH 108.9 . . ?
C01B C01E H5AA 109.5 . . ?
C01B C01E HI 109.5 . . ?
C01B C01E HJ 109.5 . . ?
H5AA C01E HI 109.5 . . ?
H5AA C01E HJ 109.5 . . ?
HI C01E HJ 109.5 . . ?
C01B C01F H6AA 109.5 . . ?
C01B C01F HK 109.5 . . ?
C01B C01F HL 109.5 . . ?
H6AA C01F HK 109.5 . . ?
H6AA C01F HL 109.5 . . ?
HK C01F HL 109.5 . . ?
C01H C01G H7AA 105.8 . . ?
C01H C01G C01J 113.2(5) . . ?
C01H C01G C01K 116.8(6) . . ?
C01J C01G H7AA 105.8 . . ?
C01K C01G H7AA 105.8 . . ?
C01K C01G C01J 108.5(5) . . ?
C01G C01H H8AA 107.7 . . ?
C01G C01H HM 107.7 . . ?
C01G C01H C01I 118.4(5) . . ?
H8AA C01H HM 107.1 . . ?
C01I C01H H8AA 107.7 . . ?
C01I C01H HM 107.7 . . ?
C01D C01I C01H 113.8(4) . . ?
C01D C01I H9AA 108.8 . . ?
C01D C01I HN 108.8 . . ?
C01H C01I H9AA 108.8 . . ?
C01H C01I HN 108.8 . . ?
H9AA C01I HN 107.7 . . ?
C01G C01J H0BA 109.5 . . ?
C01G C01J HO 109.5 . . ?
C01G C01J HP 109.5 . . ?
H0BA C01J HO 109.5 . . ?
H0BA C01J HP 109.5 . . ?
HO C01J HP 109.5 . . ?
C01G C01K H1BA 109.5 . . ?
C01G C01K HQ 109.5 . . ?
C01G C01K HR 109.5 . . ?
H1BA C01K HQ 109.5 . . ?
H1BA C01K HR 109.5 . . ?
HQ C01K HR 109.5 . . ?
C00O C003 H003 105.3 . . ?
C00O C003 C004 103.8(2) . . ?
C004 C003 H003 105.3 . . ?
C005 C003 C00O 119.6(3) . . ?
C005 C003 H003 105.3 . . ?
C005 C003 C004 116.4(3) . . ?
C00M C004 C003 106.8(2) . . ?
C00M C004 C007 116.6(2) . . ?
C00M C004 C013 110.9(3) . . ?
C003 C004 C007 99.5(2) . . ?
C013 C004 C003 111.8(3) . . ?
C013 C004 C007 110.7(2) . . ?
C00G C005 H005 109.1 . . ?
C00Z C005 C00G 110.9(3) . . ?
C00Z C005 H005 109.1 . . ?
C003 C005 C00G 108.0(2) . . ?
C003 C005 C00Z 110.6(3) . . ?
C003 C005 H005 109.1 . . ?
C00J C006 C00R 120.7(3) . . ?
C00J C006 C009 122.6(3) . . ?
C00R C006 C009 116.7(3) . . ?
C00D C007 C004 120.9(3) . . ?
C00D C007 H007 106.6 . . ?
C00D C007 C014 111.3(2) . . ?
C004 C007 H007 106.6 . . ?
C014 C007 C004 104.0(2) . . ?
C014 C007 H007 106.6 . . ?
C00B C008 C00T 100.5(2) . . ?
C00W C008 C00B 106.3(3) . . ?
C00W C008 C00T 116.5(3) . . ?
C015 C008 C00B 112.1(3) . . ?
C015 C008 C00T 110.1(3) . . ?
C015 C008 C00W 110.8(3) . . ?
C00C C009 C00G 108.4(2) . . ?
C006 C009 C00C 109.9(3) . . ?
C006 C009 C00G 108.1(2) . . ?
C006 C009 C010 109.4(3) . . ?
C010 C009 C00C 109.6(3) . . ?
C010 C009 C00G 111.5(3) . . ?
C009 C010 H01A 109.5 . . ?
C009 C010 H01B 109.5 . . ?
C009 C010 H01C 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 109.5 . . ?
C00W C011 H01D 108.7 . . ?
C00W C011 H01E 108.7 . . ?
C00Y C011 C00W 114.3(3) . . ?
C00Y C011 H01D 108.7 . . ?
C00Y C011 H01E 108.7 . . ?
H01D C011 H01E 107.6 . . ?
C00V C012 C01B 115.4(3) . . ?
C00V C012 H01F 108.4 . . ?
C00V C012 H01G 108.4 . . ?
C01B C012 H01F 108.4 . . ?
C01B C012 H01G 108.4 . . ?
H01F C012 H01G 107.5 . . ?
C004 C013 H01H 109.5 . . ?
C004 C013 H01I 109.5 . . ?
C004 C013 H01J 109.5 . . ?
H01H C013 H01I 109.5 . . ?
H01H C013 H01J 109.5 . . ?
H01I C013 H01J 109.5 . . ?
C00O C014 C007 107.0(2) . . ?
C00O C014 H01K 110.3 . . ?
C00O C014 H01L 110.3 . . ?
C007 C014 H01K 110.3 . . ?
C007 C014 H01L 110.3 . . ?
H01K C014 H01L 108.6 . . ?
C008 C015 H01M 109.5 . . ?
C008 C015 H01N 109.5 . . ?
C008 C015 H01O 109.5 . . ?
H01M C015 H01N 109.5 . . ?
H01M C015 H01O 109.5 . . ?
H01N C015 H01O 109.5 . . ?
C00E C016 H01P 109.4 . . ?
C00E C016 H01Q 109.4 . . ?
C00E C016 C019 111.0(3) . . ?
H01P C016 H01Q 108.0 . . ?
C019 C016 H01P 109.4 . . ?
C019 C016 H01Q 109.4 . . ?
C00D C017 H01R 109.5 . . ?
C00D C017 H01S 109.5 . . ?
C00D C017 H01T 109.5 . . ?
H01R C017 H01S 109.5 . . ?
H01R C017 H01T 109.5 . . ?
H01S C017 H01T 109.5 . . ?
C00S C018 H01U 110.3 . . ?
C00S C018 H01V 110.3 . . ?
C00T C018 C00S 107.0(3) . . ?
C00T C018 H01U 110.3 . . ?
C00T C018 H01V 110.3 . . ?
H01U C018 H01V 108.6 . . ?
C00I C019 H01W 108.8 . . ?
C00I C019 H01X 108.8 . . ?
C016 C019 C00I 113.8(3) . . ?
C016 C019 H01W 108.8 . . ?
C016 C019 H01X 108.8 . . ?
H01W C019 H01X 107.7 . . ?

_olex2_submission_original_sample_id JK_206
_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 2.212
_oxdiff_exptl_absorpt_empirical_full_min 0.741
####################################################################### 
# 
# 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_cg_jk_170f
_database_code_depnum_ccdc_archive 'CCDC 1889889'
loop_
_audit_author_name
_audit_author_address
'Chidambaram Gunanathan'
;National Institute of Science Education and Research
India
;
_audit_update_record             
;
2019-03-20 deposited with the CCDC.	2019-03-21 downloaded from the CCDC.
;
_audit_creation_date             2019-03-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C24 H20 N2)'
_chemical_formula_sum            'C48 H40 N4'
_chemical_formula_weight         672.84
_chemical_melting_point          ?
_chemical_oxdiff_formula         C24H20N2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   18.8305(5)
_cell_length_b                   5.31570(13)
_cell_length_c                   9.2092(2)
_cell_angle_alpha                90
_cell_angle_beta                 100.656(3)
_cell_angle_gamma                90
_cell_volume                     905.92(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5505
_cell_measurement_temperature    298.21(10)
_cell_measurement_theta_max      76.1770
_cell_measurement_theta_min      4.8600
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.556
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48271
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             356
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            6917
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.402
_diffrn_reflns_theta_min         4.779
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.21(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -61.00 -12.00   0.50    1.15    --    0.00 143.00  33.00   98
  2  ω    -51.00  -4.00   0.50    1.15    --    0.00 127.00-136.00   94
  3  ω     39.00 119.00   0.50    4.62    --  102.08-127.00 148.00  160
  4  ω     41.00 131.00   0.50    4.62    --  102.08-143.00 -21.00  180
  5  ω     84.00 163.00   0.50    4.62    --  102.08 143.00  33.00  158
  6  ω     93.00 165.00   0.50    4.62    --  102.08 127.00-136.00  144
  7  ω     -1.00  65.00   0.50    1.15    --    0.00  37.00 -90.00  132
  8  ω     -1.00  65.00   0.50    1.15    --    0.00  37.00-150.00  132
  9  ω     36.00 103.00   0.50    4.62    --  102.08 -30.00  60.00  134
 10  ω    100.00 170.00   0.50    4.62    --  102.08  15.00-120.00  140
 11  ω     94.00 166.00   0.50    4.62    --  102.08 125.00   0.00  144
 12  ω     40.00 114.00   0.50    4.62    --  102.08 -61.00  30.00  148
 13  ω     91.00 164.00   0.50    4.62    --  102.08  61.00 150.00  146
 14  ω     40.00 114.00   0.50    4.62    --  102.08 -61.00 -30.00  148
 15  ω    100.00 165.00   0.50    4.62    --  102.08  45.00  30.00  130
 16  ω     94.00 166.00   0.50    4.62    --  102.08 125.00 -90.00  144
 17  ω    100.00 165.00   0.50    4.62    --  102.08  45.00 150.00  130
 18  ω     -1.00  47.00   0.50    1.15    --    0.00  37.00 -30.00   96
 19  ω     -1.00  67.00   0.50    1.15    --    0.00  19.00 150.00  136
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0825508000
_diffrn_orient_matrix_UB_12      0.0187003000
_diffrn_orient_matrix_UB_13      -0.0496540000
_diffrn_orient_matrix_UB_21      -0.0093611000
_diffrn_orient_matrix_UB_22      -0.2440768000
_diffrn_orient_matrix_UB_23      0.0847284000
_diffrn_orient_matrix_UB_31      -0.0049191000
_diffrn_orient_matrix_UB_32      0.1551491000
_diffrn_orient_matrix_UB_33      0.1390903000
_diffrn_oxdiff_ac3_digest_frames 
;
01924910355360586530ce25c95f3d67760003171aa
;
_diffrn_oxdiff_ac3_digest_hkl    
;
0132bc2fb5f7dfb3f88f1afa33dc9d85791872
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1652
_reflns_number_total             1849
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_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         0.175
_refine_diff_density_min         -0.108
_refine_diff_density_rms         0.027
_refine_ls_extinction_coef       0.013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1849
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0463
_refine_ls_restrained_S_all      1.120
_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)+(0.0760P)²+0.0750P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1445
_refine_ls_wR_factor_ref         0.1481
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C005(H005), C007(H007), C008(H008), C009(H009), C00A(H00A), C00C(H00E),
 C00D(H00F)
2.b Idealised Me refined as rotating group:
 C00B(H00B,H00C,H00D)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N001 N 0.53571(5) 0.5364(2) 0.52624(10) 0.0614(3) Uani 1 1 d . . . . .
C002 C 0.58282(6) 0.4011(2) 0.47742(11) 0.0554(3) Uani 1 1 d . . . . .
C003 C 0.65935(6) 0.4682(2) 0.53262(11) 0.0554(3) Uani 1 1 d . . . . .
C004 C 0.78828(6) 0.3979(2) 0.54493(13) 0.0622(3) Uani 1 1 d . . . . .
C005 C 0.71497(6) 0.3358(2) 0.49232(13) 0.0615(3) Uani 1 1 d . . . . .
H005 H 0.704200 0.200322 0.428120 0.074 Uiso 1 1 calc R . . . .
C006 C 0.80497(7) 0.6033(2) 0.64260(14) 0.0652(4) Uani 1 1 d . . . . .
C007 C 0.67722(7) 0.6729(3) 0.63218(15) 0.0682(4) Uani 1 1 d . . . . .
H007 H 0.640375 0.764137 0.662336 0.082 Uiso 1 1 calc R . . . .
C008 C 0.74688(7) 0.7375(3) 0.68388(16) 0.0759(4) Uani 1 1 d . . . . .
H008 H 0.756789 0.873271 0.748086 0.091 Uiso 1 1 calc R . . . .
C009 C 0.84565(8) 0.2619(3) 0.50349(17) 0.0808(4) Uani 1 1 d . . . . .
H009 H 0.835577 0.125537 0.439715 0.097 Uiso 1 1 calc R . . . .
C00A C 0.87823(7) 0.6642(3) 0.69455(18) 0.0824(5) Uani 1 1 d . . . . .
H00A H 0.889811 0.799148 0.758806 0.099 Uiso 1 1 calc R . . . .
C00B C 0.56465(7) 0.1874(3) 0.37219(17) 0.0872(5) Uani 1 1 d . . . . .
H00B H 0.576482 0.031427 0.423538 0.131 Uiso 1 1 calc GR . . . .
H00C H 0.591840 0.202397 0.294118 0.131 Uiso 1 1 calc GR . . . .
H00D H 0.513936 0.190788 0.331188 0.131 Uiso 1 1 calc GR . . . .
C00C C 0.93212(7) 0.5286(3) 0.65216(19) 0.0874(5) Uani 1 1 d . . . . .
H00E H 0.980112 0.570668 0.687877 0.105 Uiso 1 1 calc R . . . .
C00D C 0.91560(8) 0.3275(4) 0.5556(2) 0.0898(5) Uani 1 1 d . . . . .
H00F H 0.952720 0.236689 0.526213 0.108 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
N001 N001 1.3967(18) 3_666 ?
N001 C002 1.2861(16) . ?
C002 C003 1.4803(16) . ?
C002 C00B 1.4912(17) . ?
C003 C005 1.3690(17) . ?
C003 C007 1.4227(18) . ?
C004 C005 1.4149(17) . ?
C004 C006 1.4126(19) . ?
C004 C009 1.4100(19) . ?
C005 H005 0.9300 . ?
C006 C008 1.4155(19) . ?
C006 C00A 1.4116(18) . ?
C007 H007 0.9300 . ?
C007 C008 1.3542(18) . ?
C008 H008 0.9300 . ?
C009 H009 0.9300 . ?
C009 C00D 1.361(2) . ?
C00A H00A 0.9300 . ?
C00A C00C 1.359(2) . ?
C00B H00B 0.9600 . ?
C00B H00C 0.9600 . ?
C00B H00D 0.9600 . ?
C00C H00E 0.9300 . ?
C00C C00D 1.389(2) . ?
C00D H00F 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C002 N001 N001 113.98(12) . 3_666 ?
N001 C002 C003 115.84(10) . . ?
N001 C002 C00B 124.26(11) . . ?
C003 C002 C00B 119.91(11) . . ?
C005 C003 C002 121.87(11) . . ?
C005 C003 C007 117.79(11) . . ?
C007 C003 C002 120.33(11) . . ?
C006 C004 C005 119.11(12) . . ?
C009 C004 C005 122.38(13) . . ?
C009 C004 C006 118.51(12) . . ?
C003 C005 C004 122.29(12) . . ?
C003 C005 H005 118.9 . . ?
C004 C005 H005 118.9 . . ?
C004 C006 C008 117.94(11) . . ?
C00A C006 C004 118.78(13) . . ?
C00A C006 C008 123.29(13) . . ?
C003 C007 H007 119.4 . . ?
C008 C007 C003 121.24(12) . . ?
C008 C007 H007 119.4 . . ?
C006 C008 H008 119.2 . . ?
C007 C008 C006 121.62(13) . . ?
C007 C008 H008 119.2 . . ?
C004 C009 H009 119.6 . . ?
C00D C009 C004 120.86(15) . . ?
C00D C009 H009 119.6 . . ?
C006 C00A H00A 119.5 . . ?
C00C C00A C006 121.06(15) . . ?
C00C C00A H00A 119.5 . . ?
C002 C00B H00B 109.5 . . ?
C002 C00B H00C 109.5 . . ?
C002 C00B H00D 109.5 . . ?
H00B C00B H00C 109.5 . . ?
H00B C00B H00D 109.5 . . ?
H00C C00B H00D 109.5 . . ?
C00A C00C H00E 120.0 . . ?
C00A C00C C00D 120.08(13) . . ?
C00D C00C H00E 120.0 . . ?
C009 C00D C00C 120.71(15) . . ?
C009 C00D H00F 119.6 . . ?
C00C C00D H00F 119.6 . . ?

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
N001 N001 C002 C003 -178.79(10) 3_666 . . . ?
N001 N001 C002 C00B 1.0(2) 3_666 . . . ?
N001 C002 C003 C005 178.40(10) . . . . ?
N001 C002 C003 C007 -0.65(17) . . . . ?
C002 C003 C005 C004 -179.75(10) . . . . ?
C002 C003 C007 C008 -179.95(11) . . . . ?
C003 C007 C008 C006 -0.6(2) . . . . ?
C004 C006 C008 C007 0.0(2) . . . . ?
C004 C006 C00A C00C -0.1(2) . . . . ?
C004 C009 C00D C00C 0.7(3) . . . . ?
C005 C003 C007 C008 1.0(2) . . . . ?
C005 C004 C006 C008 0.27(19) . . . . ?
C005 C004 C006 C00A -179.96(11) . . . . ?
C005 C004 C009 C00D 179.66(13) . . . . ?
C006 C004 C005 C003 0.07(19) . . . . ?
C006 C004 C009 C00D -0.4(2) . . . . ?
C006 C00A C00C C00D 0.4(2) . . . . ?
C007 C003 C005 C004 -0.67(18) . . . . ?
C008 C006 C00A C00C 179.68(13) . . . . ?
C009 C004 C005 C003 -179.95(11) . . . . ?
C009 C004 C006 C008 -179.70(11) . . . . ?
C009 C004 C006 C00A 0.06(19) . . . . ?
C00A C006 C008 C007 -179.75(13) . . . . ?
C00A C00C C00D C009 -0.7(3) . . . . ?
C00B C002 C003 C005 -1.40(18) . . . . ?
C00B C002 C003 C007 179.54(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.518
_oxdiff_exptl_absorpt_empirical_full_min 0.356
