# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2018

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

data_exp_cvv-sas540
_database_code_depnum_ccdc_archive 'CCDC 1814906'
_audit_update_record             
;
2018-01-05 deposited with the CCDC.
2018-04-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        
'dimethyl 2-tert-butyl-1-isopentyl-4-phenyl-2H-pyridine-5,6-dicarboxylate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H33 N1 O4'
_chemical_formula_sum            'C24 H33 N O4'
_chemical_formula_weight         399.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   18.3692(7)
_cell_length_b                   13.9179(5)
_cell_length_c                   18.6682(9)
_cell_angle_alpha                90
_cell_angle_beta                 107.269(5)
_cell_angle_gamma                90
_cell_volume                     4557.6(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    101(2)
_cell_measurement_reflns_used    4893
_cell_measurement_theta_min      3.9840
_cell_measurement_theta_max      73.6650

_diffrn_ambient_temperature      101(2)
_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.164
_exptl_crystal_F_000             1728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.626
_exptl_absorpt_correction_T_min  0.63596
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4839
_diffrn_reflns_number            20926
_diffrn_reflns_av_unetI/netI     0.0604
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.026
_diffrn_reflns_theta_max         74.956
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             8932
_reflns_number_gt                6393
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_structure_solution    'SHELXT-2016/4 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0618P)²+2.4652P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   direct
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8932
_refine_ls_number_parameters     537
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0815
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1524
_refine_ls_wR_factor_gt          0.1332
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.48621(10) 0.25036(14) 0.74312(11) 0.0215(4) Uani 1 1 d . . . . .
C2 C 0.42646(12) 0.19669(16) 0.70430(13) 0.0211(4) Uani 1 1 d . . . . .
C3 C 0.35179(12) 0.22581(16) 0.69059(13) 0.0209(4) Uani 1 1 d . . . . .
C4 C 0.33886(12) 0.32672(16) 0.70598(12) 0.0206(4) Uani 1 1 d . . . . .
C5 C 0.39756(12) 0.37816(16) 0.74826(13) 0.0222(5) Uani 1 1 d . . . . .
H5 H 0.391217 0.443819 0.753453 0.027 Uiso 1 1 calc R U . . .
C6 C 0.47372(12) 0.33320(16) 0.78778(12) 0.0203(4) Uani 1 1 d . . . . .
H6 H 0.513014 0.380991 0.788154 0.024 Uiso 1 1 calc R U . . .
C7 C 0.56194(11) 0.23679(17) 0.73241(13) 0.0231(5) Uani 1 1 d . . . . .
H7A H 0.572057 0.168525 0.730963 0.028 Uiso 1 1 calc R U . . .
H7B H 0.600395 0.263935 0.775018 0.028 Uiso 1 1 calc R U . . .
C8 C 0.56864(12) 0.28327(17) 0.66077(13) 0.0232(5) Uani 1 1 d . . . . .
H8A H 0.570515 0.352503 0.667054 0.028 Uiso 1 1 calc R U . . .
H8B H 0.523497 0.267935 0.619846 0.028 Uiso 1 1 calc R U . . .
C9 C 0.63949(12) 0.25033(17) 0.63988(13) 0.0224(5) Uani 1 1 d . . . . .
H9 H 0.683710 0.255030 0.684686 0.027 Uiso 1 1 calc R U . . .
C10 C 0.63257(15) 0.14668(19) 0.61277(17) 0.0349(6) Uani 1 1 d . . . . .
H10A H 0.589303 0.140582 0.568974 0.052 Uiso 1 1 calc R U . . .
H10B H 0.626094 0.105376 0.651609 0.052 Uiso 1 1 calc R U . . .
H10C H 0.677963 0.128683 0.600620 0.052 Uiso 1 1 calc R U . . .
C11 C 0.65251(13) 0.31708(18) 0.58015(14) 0.0282(5) Uani 1 1 d . . . . .
H11A H 0.697045 0.296834 0.567371 0.042 Uiso 1 1 calc R U . . .
H11B H 0.659663 0.381578 0.599187 0.042 Uiso 1 1 calc R U . . .
H11C H 0.609015 0.314889 0.536277 0.042 Uiso 1 1 calc R U . . .
C12 C 0.44617(12) 0.09945(17) 0.67892(13) 0.0222(5) Uani 1 1 d . . . . .
O13 O 0.43845(9) 0.09948(11) 0.60548(9) 0.0231(3) Uani 1 1 d . . . . .
O14 O 0.47009(9) 0.03328(12) 0.72117(10) 0.0282(4) Uani 1 1 d . . . . .
C15 C 0.44902(14) 0.00696(17) 0.57439(15) 0.0295(5) Uani 1 1 d . . . . .
H15A H 0.446241 0.014505 0.522533 0.044 Uiso 1 1 calc R U . . .
H15B H 0.409812 -0.036382 0.578533 0.044 Uiso 1 1 calc R U . . .
H15C H 0.498005 -0.018539 0.601523 0.044 Uiso 1 1 calc R U . . .
C16 C 0.29319(12) 0.15230(17) 0.66361(13) 0.0223(5) Uani 1 1 d . . . . .
O17 O 0.22242(9) 0.18342(12) 0.65848(11) 0.0313(4) Uani 1 1 d . . . . .
O18 O 0.30504(9) 0.06975(11) 0.64815(10) 0.0261(4) Uani 1 1 d . . . . .
C19 C 0.16277(13) 0.11424(19) 0.62868(18) 0.0370(6) Uani 1 1 d . . . . .
H19A H 0.114101 0.143992 0.622275 0.056 Uiso 1 1 calc R U . . .
H19B H 0.168766 0.061209 0.662828 0.056 Uiso 1 1 calc R U . . .
H19C H 0.165704 0.091431 0.581088 0.056 Uiso 1 1 calc R U . . .
C1 C 0.22908(14) 0.40061(19) 0.36859(16) 0.0326(6) Uani 1 1 d . . . . .
H1A H 0.256618 0.422868 0.417864 0.049 Uiso 1 1 calc R U . . .
H1B H 0.182161 0.371408 0.369938 0.049 Uiso 1 1 calc R U . . .
H1C H 0.218216 0.453935 0.334443 0.049 Uiso 1 1 calc R U . . .
C20 C 0.26514(12) 0.37563(16) 0.66708(13) 0.0208(4) Uani 1 1 d . . . . .
C21 C 0.23545(13) 0.37377(17) 0.58943(13) 0.0249(5) Uani 1 1 d . . . . .
H21 H 0.261438 0.341128 0.561067 0.030 Uiso 1 1 calc R U . . .
C22 C 0.16746(13) 0.42004(17) 0.55373(14) 0.0275(5) Uani 1 1 d . . . . .
H22 H 0.148635 0.419384 0.501663 0.033 Uiso 1 1 calc R U . . .
C23 C 0.12746(13) 0.46739(18) 0.59576(15) 0.0284(5) Uani 1 1 d . . . . .
H23 H 0.081291 0.497217 0.572012 0.034 Uiso 1 1 calc R U . . .
C24 C 0.15651(13) 0.46991(17) 0.67263(14) 0.0267(5) Uani 1 1 d . . . . .
H24 H 0.129928 0.501826 0.700807 0.032 Uiso 1 1 calc R U . . .
C25 C 0.22535(12) 0.42510(16) 0.70856(14) 0.0237(5) Uani 1 1 d . . . . .
H25 H 0.244930 0.428139 0.760516 0.028 Uiso 1 1 calc R U . . .
C26 C 0.48359(12) 0.30510(16) 0.87091(13) 0.0225(5) Uani 1 1 d . . . . .
C27 C 0.42519(13) 0.22962(17) 0.87656(14) 0.0264(5) Uani 1 1 d . . . . .
H27A H 0.374695 0.253552 0.853139 0.040 Uiso 1 1 calc R U . . .
H27B H 0.431145 0.215990 0.928401 0.040 Uiso 1 1 calc R U . . .
H27C H 0.433014 0.171878 0.851699 0.040 Uiso 1 1 calc R U . . .
C28 C 0.47312(14) 0.39745(18) 0.91208(14) 0.0304(5) Uani 1 1 d . . . . .
H28A H 0.507447 0.445964 0.904912 0.046 Uiso 1 1 calc R U . . .
H28B H 0.483813 0.384275 0.964669 0.046 Uiso 1 1 calc R U . . .
H28C H 0.421561 0.419720 0.892336 0.046 Uiso 1 1 calc R U . . .
C29 C 0.56332(13) 0.26476(19) 0.90813(14) 0.0286(5) Uani 1 1 d . . . . .
H29A H 0.569103 0.204836 0.884935 0.043 Uiso 1 1 calc R U . . .
H29B H 0.570036 0.254557 0.960554 0.043 Uiso 1 1 calc R U . . .
H29C H 0.600871 0.309564 0.902250 0.043 Uiso 1 1 calc R U . . .
N31 N 0.49446(10) 0.26262(13) 0.27390(11) 0.0206(4) Uani 1 1 d . . . . .
C32 C 0.45688(12) 0.31625(16) 0.31177(12) 0.0194(4) Uani 1 1 d . . . . .
C33 C 0.38948(12) 0.28739(16) 0.32343(13) 0.0204(4) Uani 1 1 d . . . . .
C34 C 0.36698(11) 0.18630(16) 0.30667(13) 0.0200(4) Uani 1 1 d . . . . .
C35 C 0.40192(12) 0.13495(16) 0.26572(13) 0.0209(4) Uani 1 1 d . . . . .
H35 H 0.392346 0.069339 0.260109 0.025 Uiso 1 1 calc R U . . .
C36 C 0.45613(12) 0.17957(16) 0.22844(13) 0.0205(4) Uani 1 1 d . . . . .
H36 H 0.495476 0.131706 0.229195 0.025 Uiso 1 1 calc R U . . .
C37 C 0.57652(11) 0.27568(17) 0.28540(13) 0.0235(5) Uani 1 1 d . . . . .
H37A H 0.589343 0.343023 0.294948 0.028 Uiso 1 1 calc R U . . .
H37B H 0.588509 0.257454 0.240031 0.028 Uiso 1 1 calc R U . . .
C38 C 0.62463(11) 0.21587(17) 0.35084(13) 0.0231(5) Uani 1 1 d . . . . .
H38A H 0.615288 0.148295 0.338891 0.028 Uiso 1 1 calc R U . . .
H38B H 0.608630 0.229328 0.394877 0.028 Uiso 1 1 calc R U . . .
C39 C 0.71022(11) 0.23545(17) 0.36929(13) 0.0230(5) Uani 1 1 d . . . . .
H39 H 0.724943 0.227571 0.323299 0.028 Uiso 1 1 calc R U . . .
C40 C 0.73052(13) 0.33739(18) 0.39847(15) 0.0283(5) Uani 1 1 d . . . . .
H40A H 0.784866 0.345398 0.413195 0.042 Uiso 1 1 calc R U . . .
H40B H 0.712286 0.348278 0.440947 0.042 Uiso 1 1 calc R U . . .
H40C H 0.707186 0.382641 0.359628 0.042 Uiso 1 1 calc R U . . .
C41 C 0.75299(13) 0.16058(18) 0.42631(14) 0.0281(5) Uani 1 1 d . . . . .
H41A H 0.735764 0.163358 0.470039 0.042 Uiso 1 1 calc R U . . .
H41B H 0.806691 0.173699 0.440251 0.042 Uiso 1 1 calc R U . . .
H41C H 0.743374 0.097686 0.404413 0.042 Uiso 1 1 calc R U . . .
C42 C 0.49109(12) 0.41417(16) 0.33635(13) 0.0215(4) Uani 1 1 d . . . . .
O43 O 0.53160(9) 0.41511(11) 0.40828(9) 0.0248(3) Uani 1 1 d . . . . .
O44 O 0.48550(9) 0.47982(11) 0.29256(10) 0.0270(4) Uani 1 1 d . . . . .
C45 C 0.56442(15) 0.50777(18) 0.43603(15) 0.0329(6) Uani 1 1 d . . . . .
H45A H 0.593548 0.501992 0.487865 0.049 Uiso 1 1 calc R U . . .
H45B H 0.524324 0.553799 0.431184 0.049 Uiso 1 1 calc R U . . .
H45C H 0.597086 0.528750 0.407394 0.049 Uiso 1 1 calc R U . . .
C46 C 0.34551(12) 0.36006(16) 0.34828(13) 0.0219(5) Uani 1 1 d . . . . .
O47 O 0.27433(8) 0.33124(12) 0.34398(10) 0.0271(4) Uani 1 1 d . . . . .
O48 O 0.36805(9) 0.44087(12) 0.36945(10) 0.0304(4) Uani 1 1 d . . . . .
C50 C 0.31330(12) 0.13751(16) 0.34150(13) 0.0211(4) Uani 1 1 d . . . . .
C51 C 0.25121(12) 0.08633(16) 0.29618(13) 0.0226(5) Uani 1 1 d . . . . .
H51 H 0.242913 0.084338 0.244576 0.027 Uiso 1 1 calc R U . . .
C52 C 0.20165(13) 0.03827(17) 0.32765(14) 0.0270(5) Uani 1 1 d . . . . .
H52 H 0.160164 0.004831 0.297080 0.032 Uiso 1 1 calc R U . . .
C53 C 0.21422(13) 0.04033(18) 0.40435(15) 0.0283(5) Uani 1 1 d . . . . .
H53 H 0.181421 0.007672 0.425412 0.034 Uiso 1 1 calc R U . . .
C54 C 0.27558(13) 0.09096(18) 0.45005(14) 0.0282(5) Uani 1 1 d . . . . .
H54 H 0.283998 0.092310 0.501685 0.034 Uiso 1 1 calc R U . . .
C55 C 0.32455(12) 0.13979(17) 0.41822(14) 0.0246(5) Uani 1 1 d . . . . .
H55 H 0.365306 0.174350 0.448868 0.030 Uiso 1 1 calc R U . . .
C56 C 0.41748(12) 0.20727(17) 0.14513(13) 0.0240(5) Uani 1 1 d . . . . .
C57 C 0.47610(14) 0.2483(2) 0.11009(14) 0.0312(5) Uani 1 1 d . . . . .
H57A H 0.516386 0.202524 0.114951 0.047 Uiso 1 1 calc R U . . .
H57B H 0.496815 0.306698 0.135343 0.047 Uiso 1 1 calc R U . . .
H57C H 0.451949 0.261410 0.057936 0.047 Uiso 1 1 calc R U . . .
C58 C 0.38357(15) 0.11520(19) 0.10331(15) 0.0341(6) Uani 1 1 d . . . . .
H58A H 0.342419 0.093255 0.120984 0.051 Uiso 1 1 calc R U . . .
H58B H 0.422261 0.066520 0.112268 0.051 Uiso 1 1 calc R U . . .
H58C H 0.364799 0.128188 0.050506 0.051 Uiso 1 1 calc R U . . .
C59 C 0.35526(13) 0.28264(19) 0.13795(14) 0.0294(5) Uani 1 1 d . . . . .
H59A H 0.377935 0.341666 0.160523 0.044 Uiso 1 1 calc R U . . .
H59B H 0.319732 0.260256 0.162946 0.044 Uiso 1 1 calc R U . . .
H59C H 0.329024 0.293377 0.085873 0.044 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.347(3) . ?
N1 C7 1.475(2) . ?
N1 C6 1.480(3) . ?
C2 C3 1.379(3) . ?
C2 C12 1.513(3) . ?
C3 C16 1.462(3) . ?
C3 C4 1.467(3) . ?
C4 C5 1.339(3) . ?
C4 C20 1.497(3) . ?
C5 C6 1.510(3) . ?
C5 H5 0.9300 . ?
C6 C26 1.558(3) . ?
C6 H6 0.9800 . ?
C7 C8 1.523(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.535(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.522(3) . ?
C9 C11 1.524(3) . ?
C9 H9 0.9800 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 O14 1.207(3) . ?
C12 O13 1.336(3) . ?
O13 C15 1.449(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 O18 1.220(3) . ?
C16 O17 1.346(3) . ?
O17 C19 1.440(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C1 O47 1.436(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C20 C21 1.389(3) . ?
C20 C25 1.394(3) . ?
C21 C22 1.387(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.390(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.375(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.391(3) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.527(3) . ?
C26 C29 1.529(3) . ?
C26 C28 1.539(3) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
N31 C32 1.350(3) . ?
N31 C37 1.469(3) . ?
N31 C36 1.482(3) . ?
C32 C33 1.379(3) . ?
C32 C42 1.514(3) . ?
C33 C46 1.454(3) . ?
C33 C34 1.474(3) . ?
C34 C35 1.341(3) . ?
C34 C50 1.496(3) . ?
C35 C36 1.508(3) . ?
C35 H35 0.9300 . ?
C36 C56 1.554(3) . ?
C36 H36 0.9800 . ?
C37 C38 1.525(3) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.531(3) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 C40 1.526(3) . ?
C39 C41 1.530(3) . ?
C39 H39 0.9800 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 O44 1.210(3) . ?
C42 O43 1.328(3) . ?
O43 C45 1.452(3) . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 O48 1.223(3) . ?
C46 O47 1.347(3) . ?
C50 C55 1.385(3) . ?
C50 C51 1.397(3) . ?
C51 C52 1.392(3) . ?
C51 H51 0.9300 . ?
C52 C53 1.381(4) . ?
C52 H52 0.9300 . ?
C53 C54 1.387(3) . ?
C53 H53 0.9300 . ?
C54 C55 1.393(3) . ?
C54 H54 0.9300 . ?
C55 H55 0.9300 . ?
C56 C57 1.527(3) . ?
C56 C59 1.528(3) . ?
C56 C58 1.533(3) . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C7 120.43(19) . . ?
C2 N1 C6 119.81(17) . . ?
C7 N1 C6 119.09(18) . . ?
N1 C2 C3 122.9(2) . . ?
N1 C2 C12 115.58(18) . . ?
C3 C2 C12 121.5(2) . . ?
C2 C3 C16 116.6(2) . . ?
C2 C3 C4 117.1(2) . . ?
C16 C3 C4 126.30(19) . . ?
C5 C4 C3 118.6(2) . . ?
C5 C4 C20 119.8(2) . . ?
C3 C4 C20 121.08(19) . . ?
C4 C5 C6 122.3(2) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
N1 C6 C5 108.88(18) . . ?
N1 C6 C26 111.96(18) . . ?
C5 C6 C26 114.06(17) . . ?
N1 C6 H6 107.2 . . ?
C5 C6 H6 107.2 . . ?
C26 C6 H6 107.2 . . ?
N1 C7 C8 112.95(18) . . ?
N1 C7 H7A 109.0 . . ?
C8 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C8 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C7 C8 C9 113.06(18) . . ?
C7 C8 H8A 109.0 . . ?
C9 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C10 C9 C11 110.5(2) . . ?
C10 C9 C8 111.98(18) . . ?
C11 C9 C8 109.44(18) . . ?
C10 C9 H9 108.3 . . ?
C11 C9 H9 108.3 . . ?
C8 C9 H9 108.3 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O14 C12 O13 125.3(2) . . ?
O14 C12 C2 123.5(2) . . ?
O13 C12 C2 111.03(19) . . ?
C12 O13 C15 115.13(18) . . ?
O13 C15 H15A 109.5 . . ?
O13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O18 C16 O17 121.5(2) . . ?
O18 C16 C3 125.2(2) . . ?
O17 C16 C3 113.32(19) . . ?
C16 O17 C19 114.84(19) . . ?
O17 C19 H19A 109.5 . . ?
O17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O47 C1 H1A 109.5 . . ?
O47 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O47 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C21 C20 C25 118.7(2) . . ?
C21 C20 C4 121.1(2) . . ?
C25 C20 C4 120.2(2) . . ?
C22 C21 C20 120.7(2) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C23 120.0(2) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 119.7(2) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 120.5(2) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C20 120.3(2) . . ?
C24 C25 H25 119.8 . . ?
C20 C25 H25 119.8 . . ?
C27 C26 C29 108.28(19) . . ?
C27 C26 C28 110.22(19) . . ?
C29 C26 C28 108.9(2) . . ?
C27 C26 C6 111.41(18) . . ?
C29 C26 C6 110.93(18) . . ?
C28 C26 C6 107.04(19) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C32 N31 C37 121.12(19) . . ?
C32 N31 C36 120.06(17) . . ?
C37 N31 C36 118.20(17) . . ?
N31 C32 C33 123.0(2) . . ?
N31 C32 C42 115.19(18) . . ?
C33 C32 C42 121.72(19) . . ?
C32 C33 C46 117.2(2) . . ?
C32 C33 C34 116.93(19) . . ?
C46 C33 C34 125.79(19) . . ?
C35 C34 C33 118.58(19) . . ?
C35 C34 C50 119.7(2) . . ?
C33 C34 C50 121.38(19) . . ?
C34 C35 C36 122.5(2) . . ?
C34 C35 H35 118.8 . . ?
C36 C35 H35 118.8 . . ?
N31 C36 C35 108.88(18) . . ?
N31 C36 C56 112.19(18) . . ?
C35 C36 C56 113.33(17) . . ?
N31 C36 H36 107.4 . . ?
C35 C36 H36 107.4 . . ?
C56 C36 H36 107.4 . . ?
N31 C37 C38 112.02(18) . . ?
N31 C37 H37A 109.2 . . ?
C38 C37 H37A 109.2 . . ?
N31 C37 H37B 109.2 . . ?
C38 C37 H37B 109.2 . . ?
H37A C37 H37B 107.9 . . ?
C37 C38 C39 113.29(19) . . ?
C37 C38 H38A 108.9 . . ?
C39 C38 H38A 108.9 . . ?
C37 C38 H38B 108.9 . . ?
C39 C38 H38B 108.9 . . ?
H38A C38 H38B 107.7 . . ?
C40 C39 C41 111.4(2) . . ?
C40 C39 C38 111.83(18) . . ?
C41 C39 C38 108.45(19) . . ?
C40 C39 H39 108.4 . . ?
C41 C39 H39 108.4 . . ?
C38 C39 H39 108.4 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O44 C42 O43 125.8(2) . . ?
O44 C42 C32 122.0(2) . . ?
O43 C42 C32 111.90(18) . . ?
C42 O43 C45 114.71(18) . . ?
O43 C45 H45A 109.5 . . ?
O43 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
O43 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
O48 C46 O47 121.5(2) . . ?
O48 C46 C33 125.2(2) . . ?
O47 C46 C33 113.28(19) . . ?
C46 O47 C1 115.13(18) . . ?
C55 C50 C51 118.8(2) . . ?
C55 C50 C34 121.6(2) . . ?
C51 C50 C34 119.6(2) . . ?
C52 C51 C50 120.5(2) . . ?
C52 C51 H51 119.7 . . ?
C50 C51 H51 119.7 . . ?
C53 C52 C51 119.9(2) . . ?
C53 C52 H52 120.1 . . ?
C51 C52 H52 120.1 . . ?
C52 C53 C54 120.2(2) . . ?
C52 C53 H53 119.9 . . ?
C54 C53 H53 119.9 . . ?
C53 C54 C55 119.7(2) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 H54 120.2 . . ?
C50 C55 C54 120.8(2) . . ?
C50 C55 H55 119.6 . . ?
C54 C55 H55 119.6 . . ?
C57 C56 C59 108.1(2) . . ?
C57 C56 C58 109.0(2) . . ?
C59 C56 C58 110.4(2) . . ?
C57 C56 C36 110.53(18) . . ?
C59 C56 C36 111.45(19) . . ?
C58 C56 C36 107.34(19) . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C56 C58 H58A 109.5 . . ?
C56 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C56 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C56 C59 H59A 109.5 . . ?
C56 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C56 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N1 C2 C3 -156.4(2) . . . . ?
C6 N1 C2 C3 14.2(3) . . . . ?
C7 N1 C2 C12 26.0(3) . . . . ?
C6 N1 C2 C12 -163.42(19) . . . . ?
N1 C2 C3 C16 -166.1(2) . . . . ?
C12 C2 C3 C16 11.3(3) . . . . ?
N1 C2 C3 C4 12.6(3) . . . . ?
C12 C2 C3 C4 -170.0(2) . . . . ?
C2 C3 C4 C5 -15.8(3) . . . . ?
C16 C3 C4 C5 162.7(2) . . . . ?
C2 C3 C4 C20 155.7(2) . . . . ?
C16 C3 C4 C20 -25.7(3) . . . . ?
C3 C4 C5 C6 -7.3(3) . . . . ?
C20 C4 C5 C6 -178.9(2) . . . . ?
C2 N1 C6 C5 -33.8(3) . . . . ?
C7 N1 C6 C5 136.89(19) . . . . ?
C2 N1 C6 C26 93.3(2) . . . . ?
C7 N1 C6 C26 -96.1(2) . . . . ?
C4 C5 C6 N1 30.6(3) . . . . ?
C4 C5 C6 C26 -95.2(3) . . . . ?
C2 N1 C7 C8 77.7(3) . . . . ?
C6 N1 C7 C8 -92.9(2) . . . . ?
N1 C7 C8 C9 -166.69(19) . . . . ?
C7 C8 C9 C10 71.0(3) . . . . ?
C7 C8 C9 C11 -166.1(2) . . . . ?
N1 C2 C12 O14 70.8(3) . . . . ?
C3 C2 C12 O14 -106.8(3) . . . . ?
N1 C2 C12 O13 -105.0(2) . . . . ?
C3 C2 C12 O13 77.3(3) . . . . ?
O14 C12 O13 C15 9.9(3) . . . . ?
C2 C12 O13 C15 -174.37(18) . . . . ?
C2 C3 C16 O18 -4.7(4) . . . . ?
C4 C3 C16 O18 176.7(2) . . . . ?
C2 C3 C16 O17 173.9(2) . . . . ?
C4 C3 C16 O17 -4.7(3) . . . . ?
O18 C16 O17 C19 -4.2(3) . . . . ?
C3 C16 O17 C19 177.2(2) . . . . ?
C5 C4 C20 C21 119.5(2) . . . . ?
C3 C4 C20 C21 -51.9(3) . . . . ?
C5 C4 C20 C25 -59.7(3) . . . . ?
C3 C4 C20 C25 128.8(2) . . . . ?
C25 C20 C21 C22 -0.1(3) . . . . ?
C4 C20 C21 C22 -179.4(2) . . . . ?
C20 C21 C22 C23 -1.3(4) . . . . ?
C21 C22 C23 C24 1.5(4) . . . . ?
C22 C23 C24 C25 -0.3(4) . . . . ?
C23 C24 C25 C20 -1.1(4) . . . . ?
C21 C20 C25 C24 1.3(3) . . . . ?
C4 C20 C25 C24 -179.4(2) . . . . ?
N1 C6 C26 C27 -62.1(2) . . . . ?
C5 C6 C26 C27 62.1(2) . . . . ?
N1 C6 C26 C29 58.6(2) . . . . ?
C5 C6 C26 C29 -177.20(19) . . . . ?
N1 C6 C26 C28 177.33(17) . . . . ?
C5 C6 C26 C28 -58.5(2) . . . . ?
C37 N31 C32 C33 -157.1(2) . . . . ?
C36 N31 C32 C33 13.7(3) . . . . ?
C37 N31 C32 C42 26.8(3) . . . . ?
C36 N31 C32 C42 -162.34(19) . . . . ?
N31 C32 C33 C46 -165.3(2) . . . . ?
C42 C32 C33 C46 10.5(3) . . . . ?
N31 C32 C33 C34 12.3(3) . . . . ?
C42 C32 C33 C34 -171.90(19) . . . . ?
C32 C33 C34 C35 -15.2(3) . . . . ?
C46 C33 C34 C35 162.2(2) . . . . ?
C32 C33 C34 C50 157.6(2) . . . . ?
C46 C33 C34 C50 -25.0(3) . . . . ?
C33 C34 C35 C36 -7.6(3) . . . . ?
C50 C34 C35 C36 179.4(2) . . . . ?
C32 N31 C36 C35 -33.1(3) . . . . ?
C37 N31 C36 C35 138.04(19) . . . . ?
C32 N31 C36 C56 93.2(2) . . . . ?
C37 N31 C36 C56 -95.7(2) . . . . ?
C34 C35 C36 N31 30.3(3) . . . . ?
C34 C35 C36 C56 -95.3(3) . . . . ?
C32 N31 C37 C38 86.6(3) . . . . ?
C36 N31 C37 C38 -84.4(2) . . . . ?
N31 C37 C38 C39 -174.22(19) . . . . ?
C37 C38 C39 C40 66.0(3) . . . . ?
C37 C38 C39 C41 -170.8(2) . . . . ?
N31 C32 C42 O44 74.3(3) . . . . ?
C33 C32 C42 O44 -101.8(3) . . . . ?
N31 C32 C42 O43 -100.7(2) . . . . ?
C33 C32 C42 O43 83.2(3) . . . . ?
O44 C42 O43 C45 6.8(3) . . . . ?
C32 C42 O43 C45 -178.46(18) . . . . ?
C32 C33 C46 O48 -10.6(4) . . . . ?
C34 C33 C46 O48 172.0(2) . . . . ?
C32 C33 C46 O47 167.54(19) . . . . ?
C34 C33 C46 O47 -9.9(3) . . . . ?
O48 C46 O47 C1 -2.3(3) . . . . ?
C33 C46 O47 C1 179.5(2) . . . . ?
C35 C34 C50 C55 122.0(2) . . . . ?
C33 C34 C50 C55 -50.7(3) . . . . ?
C35 C34 C50 C51 -56.4(3) . . . . ?
C33 C34 C50 C51 130.9(2) . . . . ?
C55 C50 C51 C52 -0.2(3) . . . . ?
C34 C50 C51 C52 178.3(2) . . . . ?
C50 C51 C52 C53 -0.6(3) . . . . ?
C51 C52 C53 C54 0.7(4) . . . . ?
C52 C53 C54 C55 0.0(4) . . . . ?
C51 C50 C55 C54 0.9(3) . . . . ?
C34 C50 C55 C54 -177.6(2) . . . . ?
C53 C54 C55 C50 -0.8(4) . . . . ?
N31 C36 C56 C57 58.4(2) . . . . ?
C35 C36 C56 C57 -177.8(2) . . . . ?
N31 C36 C56 C59 -61.8(2) . . . . ?
C35 C36 C56 C59 62.0(2) . . . . ?
N31 C36 C56 C58 177.19(18) . . . . ?
C35 C36 C56 C58 -59.0(2) . . . . ?

_refine_diff_density_max         0.227
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_sas5-109
_database_code_depnum_ccdc_archive 'CCDC 1814907'
_audit_update_record             
;
2018-01-05 deposited with the CCDC.
2018-04-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        
;
methyl-2-(tert-butyl)-4-phenyl-1-propyl-1,2 dihydropyridine-3-carboxylate'
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H27 N O2'
_chemical_formula_sum            'C20 H27 N O2'
_chemical_formula_weight         313.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.9792(6)
_cell_length_b                   12.1131(5)
_cell_length_c                   13.4962(7)
_cell_angle_alpha                94.970(4)
_cell_angle_beta                 103.881(4)
_cell_angle_gamma                109.494(4)
_cell_volume                     1762.22(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    99.96(10)
_cell_measurement_reflns_used    4837
_cell_measurement_theta_min      3.9240
_cell_measurement_theta_max      74.8940
_exptl_crystal_description       plate
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    0.589
_exptl_absorpt_correction_T_min  0.88646
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      99.96(10)
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4839
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            12090
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.431
_diffrn_reflns_theta_max         74.988
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             6966
_reflns_number_gt                5825
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0683P)²+0.2432P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6966
_refine_ls_number_parameters     425
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.1220
_refine_ls_wR_factor_gt          0.1130
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.60349(9) 0.30218(9) 0.55355(8) 0.0216(2) Uani 1 1 d . . . . .
O1 O 0.33338(9) -0.00803(8) 0.56285(8) 0.0300(2) Uani 1 1 d . . . . .
C2 C 0.61314(11) 0.41861(10) 0.60695(9) 0.0194(2) Uani 1 1 d . . . . .
H2 H 0.652078 0.479626 0.569868 0.023 Uiso 1 1 calc R U . . .
O2 O 0.20904(8) 0.08814(8) 0.58951(7) 0.0262(2) Uani 1 1 d . . . . .
C3 C 0.48443(11) 0.41674(10) 0.59653(9) 0.0198(2) Uani 1 1 d . . . . .
H3 H 0.472160 0.488657 0.597874 0.024 Uiso 1 1 calc R U . . .
C4 C 0.38643(11) 0.31661(10) 0.58539(9) 0.0194(2) Uani 1 1 d . . . . .
C5 C 0.40223(11) 0.20170(10) 0.57179(9) 0.0207(2) Uani 1 1 d . . . . .
C6 C 0.50831(11) 0.20308(11) 0.54898(9) 0.0211(2) Uani 1 1 d . . . . .
H6 H 0.514311 0.130318 0.529062 0.025 Uiso 1 1 calc R U . . .
C7 C 0.31559(11) 0.08494(11) 0.57379(9) 0.0217(3) Uani 1 1 d . . . . .
C8 C 0.12186(13) -0.02443(12) 0.59551(12) 0.0320(3) Uani 1 1 d . . . . .
H8A H 0.048877 -0.013963 0.604973 0.048 Uiso 1 1 calc R U . . .
H8B H 0.158141 -0.054699 0.653134 0.048 Uiso 1 1 calc R U . . .
H8C H 0.100349 -0.079830 0.532442 0.048 Uiso 1 1 calc R U . . .
C9 C 0.69555(11) 0.45225(11) 0.72195(10) 0.0226(3) Uani 1 1 d . . . . .
C10 C 0.64044(14) 0.36341(12) 0.78725(10) 0.0305(3) Uani 1 1 d . . . . .
H10A H 0.692806 0.386682 0.857471 0.046 Uiso 1 1 calc R U . . .
H10B H 0.634225 0.285331 0.759109 0.046 Uiso 1 1 calc R U . . .
H10C H 0.559699 0.362479 0.786153 0.046 Uiso 1 1 calc R U . . .
C11 C 0.82618(12) 0.45722(12) 0.72705(11) 0.0308(3) Uani 1 1 d . . . . .
H11A H 0.876739 0.481555 0.797873 0.046 Uiso 1 1 calc R U . . .
H11B H 0.860993 0.513390 0.686475 0.046 Uiso 1 1 calc R U . . .
H11C H 0.822744 0.379821 0.700008 0.046 Uiso 1 1 calc R U . . .
C12 C 0.70288(13) 0.57606(11) 0.76670(11) 0.0290(3) Uani 1 1 d . . . . .
H12A H 0.758331 0.601609 0.835766 0.043 Uiso 1 1 calc R U . . .
H12B H 0.622193 0.572579 0.768607 0.043 Uiso 1 1 calc R U . . .
H12C H 0.732709 0.631513 0.723745 0.043 Uiso 1 1 calc R U . . .
C13 C 0.26496(11) 0.32971(10) 0.57881(10) 0.0203(2) Uani 1 1 d . . . . .
C14 C 0.17640(12) 0.30710(11) 0.48372(10) 0.0239(3) Uani 1 1 d . . . . .
H14 H 0.188848 0.275513 0.423804 0.029 Uiso 1 1 calc R U . . .
C15 C 0.06955(12) 0.33126(12) 0.47744(11) 0.0277(3) Uani 1 1 d . . . . .
H15 H 0.011527 0.316712 0.413401 0.033 Uiso 1 1 calc R U . . .
C16 C 0.04934(12) 0.37696(12) 0.56636(11) 0.0284(3) Uani 1 1 d . . . . .
H16 H -0.021868 0.393600 0.562128 0.034 Uiso 1 1 calc R U . . .
C17 C 0.13549(13) 0.39768(13) 0.66131(11) 0.0308(3) Uani 1 1 d . . . . .
H17 H 0.121520 0.427047 0.721306 0.037 Uiso 1 1 calc R U . . .
C18 C 0.24315(12) 0.37478(12) 0.66758(10) 0.0267(3) Uani 1 1 d . . . . .
H18 H 0.301046 0.389760 0.731767 0.032 Uiso 1 1 calc R U . . .
N21 N -0.11869(9) 0.19631(9) 0.92497(8) 0.0189(2) Uani 1 1 d . . . . .
O21 O 0.15427(9) 0.51741(8) 0.94683(8) 0.0276(2) Uani 1 1 d . . . . .
C21 C 0.71829(13) 0.27197(13) 0.31503(11) 0.0319(3) Uani 1 1 d . . . . .
H21A H 0.734800 0.200913 0.325570 0.048 Uiso 1 1 calc R U . . .
H21B H 0.794321 0.339773 0.338354 0.048 Uiso 1 1 calc R U . . .
H21C H 0.680935 0.266671 0.242529 0.048 Uiso 1 1 calc R U . . .
C20 C 0.63078(12) 0.28554(13) 0.37627(11) 0.0291(3) Uani 1 1 d . . . . .
H20A H 0.611655 0.355702 0.363510 0.035 Uiso 1 1 calc R U . . .
H20B H 0.554160 0.216780 0.352950 0.035 Uiso 1 1 calc R U . . .
C19 C 0.68797(11) 0.29697(12) 0.49201(10) 0.0249(3) Uani 1 1 d . . . . .
H19A H 0.712561 0.229466 0.503682 0.030 Uiso 1 1 calc R U . . .
H19B H 0.761804 0.368564 0.515665 0.030 Uiso 1 1 calc R U . . .
C22 C -0.11568(11) 0.08364(10) 0.87525(9) 0.0183(2) Uani 1 1 d . . . . .
H22 H -0.159987 0.019612 0.907098 0.022 Uiso 1 1 calc R U . . .
O22 O 0.28877(8) 0.42997(7) 0.92912(7) 0.0242(2) Uani 1 1 d . . . . .
C23 C 0.01667(11) 0.09180(10) 0.90083(9) 0.0191(2) Uani 1 1 d . . . . .
H23 H 0.032649 0.021949 0.904015 0.023 Uiso 1 1 calc R U . . .
C24 C 0.11267(11) 0.19541(10) 0.91925(9) 0.0188(2) Uani 1 1 d . . . . .
C25 C 0.09006(11) 0.30700(10) 0.92870(9) 0.0197(2) Uani 1 1 d . . . . .
C26 C -0.02338(11) 0.29906(10) 0.94001(9) 0.0196(2) Uani 1 1 d . . . . .
H26 H -0.034473 0.369397 0.959277 0.024 Uiso 1 1 calc R U . . .
C27 C 0.17687(11) 0.42675(10) 0.93655(9) 0.0204(2) Uani 1 1 d . . . . .
C28 C 0.37583(12) 0.54660(11) 0.93163(11) 0.0288(3) Uani 1 1 d . . . . .
H28A H 0.399206 0.594204 0.999221 0.043 Uiso 1 1 calc R U . . .
H28B H 0.338444 0.583898 0.880506 0.043 Uiso 1 1 calc R U . . .
H28C H 0.447853 0.539404 0.916840 0.043 Uiso 1 1 calc R U . . .
C29 C -0.18140(12) 0.05107(11) 0.75609(10) 0.0223(3) Uani 1 1 d . . . . .
C30 C -0.11543(13) 0.14307(12) 0.69810(10) 0.0293(3) Uani 1 1 d . . . . .
H30A H -0.032370 0.145854 0.708131 0.044 Uiso 1 1 calc R U . . .
H30B H -0.113715 0.220024 0.724388 0.044 Uiso 1 1 calc R U . . .
H30C H -0.158783 0.121084 0.625389 0.044 Uiso 1 1 calc R U . . .
C31 C -0.31649(12) 0.04049(13) 0.73332(11) 0.0319(3) Uani 1 1 d . . . . .
H31A H -0.319728 0.117001 0.753783 0.048 Uiso 1 1 calc R U . . .
H31B H -0.357501 -0.015094 0.771535 0.048 Uiso 1 1 calc R U . . .
H31C H -0.356902 0.012918 0.660376 0.048 Uiso 1 1 calc R U . . .
C32 C -0.17960(13) -0.07067(11) 0.71651(10) 0.0269(3) Uani 1 1 d . . . . .
H32A H -0.218122 -0.128069 0.754572 0.040 Uiso 1 1 calc R U . . .
H32B H -0.095653 -0.064837 0.726124 0.040 Uiso 1 1 calc R U . . .
H32C H -0.223914 -0.095330 0.644066 0.040 Uiso 1 1 calc R U . . .
C33 C 0.23842(11) 0.18885(10) 0.93780(10) 0.0198(2) Uani 1 1 d . . . . .
C34 C 0.28106(12) 0.16335(11) 0.85453(11) 0.0261(3) Uani 1 1 d . . . . .
H34 H 0.236048 0.160793 0.787268 0.031 Uiso 1 1 calc R U . . .
C35 C 0.39040(13) 0.14169(13) 0.87116(13) 0.0332(3) Uani 1 1 d . . . . .
H35 H 0.418294 0.124998 0.815093 0.040 Uiso 1 1 calc R U . . .
C36 C 0.45770(12) 0.14489(13) 0.97074(13) 0.0349(3) Uani 1 1 d . . . . .
H36 H 0.529641 0.128280 0.981566 0.042 Uiso 1 1 calc R U . . .
C37 C 0.41792(12) 0.17287(12) 1.05446(12) 0.0317(3) Uani 1 1 d . . . . .
H37 H 0.464035 0.176674 1.121647 0.038 Uiso 1 1 calc R U . . .
C38 C 0.30886(11) 0.19530(11) 1.03797(10) 0.0242(3) Uani 1 1 d . . . . .
H38 H 0.282851 0.214767 1.094422 0.029 Uiso 1 1 calc R U . . .
C39 C -0.21584(11) 0.19015(11) 0.97524(10) 0.0220(3) Uani 1 1 d . . . . .
H39A H -0.294671 0.136091 0.929314 0.026 Uiso 1 1 calc R U . . .
H39B H -0.220757 0.268368 0.986493 0.026 Uiso 1 1 calc R U . . .
C40 C -0.19293(11) 0.14807(11) 1.07860(10) 0.0238(3) Uani 1 1 d . . . . .
H40A H -0.261047 0.143548 1.107079 0.029 Uiso 1 1 calc R U . . .
H40B H -0.191524 0.068475 1.066712 0.029 Uiso 1 1 calc R U . . .
C41 C -0.07272(13) 0.22873(13) 1.15768(11) 0.0324(3) Uani 1 1 d . . . . .
H41A H -0.065635 0.199998 1.222129 0.049 Uiso 1 1 calc R U . . .
H41B H -0.072289 0.308270 1.168467 0.049 Uiso 1 1 calc R U . . .
H41C H -0.004297 0.228862 1.132398 0.049 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C6 1.3359(16) . ?
N1 C19 1.4680(16) . ?
N1 C2 1.4821(15) . ?
O1 C7 1.2172(15) . ?
C2 C3 1.5066(16) . ?
C2 C9 1.5608(16) . ?
C2 H2 0.9800 . ?
O2 C7 1.3555(15) . ?
O2 C8 1.4373(15) . ?
C3 C4 1.3436(17) . ?
C3 H3 0.9300 . ?
C4 C5 1.4680(16) . ?
C4 C13 1.4983(16) . ?
C5 C6 1.3726(17) . ?
C5 C7 1.4555(16) . ?
C6 H6 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.5296(18) . ?
C9 C11 1.5303(18) . ?
C9 C12 1.5335(17) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C18 1.3906(17) . ?
C13 C14 1.3926(17) . ?
C14 C15 1.3905(18) . ?
C14 H14 0.9300 . ?
C15 C16 1.3852(19) . ?
C15 H15 0.9300 . ?
C16 C17 1.3810(19) . ?
C16 H16 0.9300 . ?
C17 C18 1.3921(18) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
N21 C26 1.3381(15) . ?
N21 C39 1.4662(15) . ?
N21 C22 1.4832(14) . ?
O21 C27 1.2200(15) . ?
C21 C20 1.5219(18) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 C19 1.5213(18) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C22 C23 1.5065(15) . ?
C22 C29 1.5611(16) . ?
C22 H22 0.9800 . ?
O22 C27 1.3560(15) . ?
O22 C28 1.4409(14) . ?
C23 C24 1.3435(17) . ?
C23 H23 0.9300 . ?
C24 C25 1.4655(16) . ?
C24 C33 1.4969(16) . ?
C25 C26 1.3763(17) . ?
C25 C27 1.4528(16) . ?
C26 H26 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.5294(18) . ?
C29 C31 1.5315(17) . ?
C29 C32 1.5332(16) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C38 1.3915(17) . ?
C33 C34 1.3929(18) . ?
C34 C35 1.3904(19) . ?
C34 H34 0.9300 . ?
C35 C36 1.381(2) . ?
C35 H35 0.9300 . ?
C36 C37 1.385(2) . ?
C36 H36 0.9300 . ?
C37 C38 1.3921(18) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 C40 1.5212(17) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.5200(18) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 N1 C19 118.79(10) . . ?
C6 N1 C2 120.50(10) . . ?
C19 N1 C2 120.10(10) . . ?
N1 C2 C3 108.38(9) . . ?
N1 C2 C9 112.85(9) . . ?
C3 C2 C9 112.95(10) . . ?
N1 C2 H2 107.5 . . ?
C3 C2 H2 107.5 . . ?
C9 C2 H2 107.5 . . ?
C7 O2 C8 115.30(10) . . ?
C4 C3 C2 123.44(11) . . ?
C4 C3 H3 118.3 . . ?
C2 C3 H3 118.3 . . ?
C3 C4 C5 118.55(11) . . ?
C3 C4 C13 117.11(10) . . ?
C5 C4 C13 124.13(11) . . ?
C6 C5 C7 115.75(11) . . ?
C6 C5 C4 116.40(11) . . ?
C7 C5 C4 127.75(11) . . ?
N1 C6 C5 124.25(11) . . ?
N1 C6 H6 117.9 . . ?
C5 C6 H6 117.9 . . ?
O1 C7 O2 121.58(11) . . ?
O1 C7 C5 125.33(12) . . ?
O2 C7 C5 113.09(10) . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C11 109.47(11) . . ?
C10 C9 C12 108.87(11) . . ?
C11 C9 C12 108.79(11) . . ?
C10 C9 C2 111.44(10) . . ?
C11 C9 C2 110.44(10) . . ?
C12 C9 C2 107.77(10) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 118.59(11) . . ?
C18 C13 C4 119.94(11) . . ?
C14 C13 C4 121.25(11) . . ?
C15 C14 C13 120.68(12) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C16 C15 C14 120.15(12) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 119.65(12) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 120.26(13) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C13 C18 C17 120.65(12) . . ?
C13 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C26 N21 C39 119.73(10) . . ?
C26 N21 C22 120.60(10) . . ?
C39 N21 C22 118.62(9) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C20 C21 111.04(11) . . ?
C19 C20 H20A 109.4 . . ?
C21 C20 H20A 109.4 . . ?
C19 C20 H20B 109.4 . . ?
C21 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
N1 C19 C20 112.91(10) . . ?
N1 C19 H19A 109.0 . . ?
C20 C19 H19A 109.0 . . ?
N1 C19 H19B 109.0 . . ?
C20 C19 H19B 109.0 . . ?
H19A C19 H19B 107.8 . . ?
N21 C22 C23 108.53(9) . . ?
N21 C22 C29 113.13(9) . . ?
C23 C22 C29 112.64(10) . . ?
N21 C22 H22 107.4 . . ?
C23 C22 H22 107.4 . . ?
C29 C22 H22 107.4 . . ?
C27 O22 C28 115.15(9) . . ?
C24 C23 C22 122.98(10) . . ?
C24 C23 H23 118.5 . . ?
C22 C23 H23 118.5 . . ?
C23 C24 C25 118.83(11) . . ?
C23 C24 C33 116.90(10) . . ?
C25 C24 C33 124.06(10) . . ?
C26 C25 C27 115.70(10) . . ?
C26 C25 C24 116.39(11) . . ?
C27 C25 C24 127.68(11) . . ?
N21 C26 C25 123.99(11) . . ?
N21 C26 H26 118.0 . . ?
C25 C26 H26 118.0 . . ?
O21 C27 O22 121.48(11) . . ?
O21 C27 C25 125.17(11) . . ?
O22 C27 C25 113.34(10) . . ?
O22 C28 H28A 109.5 . . ?
O22 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O22 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C31 109.20(11) . . ?
C30 C29 C32 109.18(11) . . ?
C31 C29 C32 108.06(11) . . ?
C30 C29 C22 111.61(10) . . ?
C31 C29 C22 111.12(10) . . ?
C32 C29 C22 107.58(10) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C38 C33 C34 118.78(11) . . ?
C38 C33 C24 120.43(11) . . ?
C34 C33 C24 120.43(11) . . ?
C35 C34 C33 120.53(13) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C36 C35 C34 120.16(13) . . ?
C36 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C35 C36 C37 119.92(13) . . ?
C35 C36 H36 120.0 . . ?
C37 C36 H36 120.0 . . ?
C36 C37 C38 119.96(13) . . ?
C36 C37 H37 120.0 . . ?
C38 C37 H37 120.0 . . ?
C33 C38 C37 120.60(13) . . ?
C33 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?
N21 C39 C40 112.62(10) . . ?
N21 C39 H39A 109.1 . . ?
C40 C39 H39A 109.1 . . ?
N21 C39 H39B 109.1 . . ?
C40 C39 H39B 109.1 . . ?
H39A C39 H39B 107.8 . . ?
C41 C40 C39 113.40(11) . . ?
C41 C40 H40A 108.9 . . ?
C39 C40 H40A 108.9 . . ?
C41 C40 H40B 108.9 . . ?
C39 C40 H40B 108.9 . . ?
H40A C40 H40B 107.7 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 C3 -30.80(15) . . . . ?
C19 N1 C2 C3 140.09(11) . . . . ?
C6 N1 C2 C9 95.07(13) . . . . ?
C19 N1 C2 C9 -94.04(13) . . . . ?
N1 C2 C3 C4 27.41(16) . . . . ?
C9 C2 C3 C4 -98.40(14) . . . . ?
C2 C3 C4 C5 -6.58(18) . . . . ?
C2 C3 C4 C13 178.42(11) . . . . ?
C3 C4 C5 C6 -13.69(17) . . . . ?
C13 C4 C5 C6 160.92(11) . . . . ?
C3 C4 C5 C7 170.09(12) . . . . ?
C13 C4 C5 C7 -15.3(2) . . . . ?
C19 N1 C6 C5 -156.94(12) . . . . ?
C2 N1 C6 C5 14.07(18) . . . . ?
C7 C5 C6 N1 -173.16(11) . . . . ?
C4 C5 C6 N1 10.17(18) . . . . ?
C8 O2 C7 O1 1.91(18) . . . . ?
C8 O2 C7 C5 -178.07(11) . . . . ?
C6 C5 C7 O1 4.36(19) . . . . ?
C4 C5 C7 O1 -179.40(12) . . . . ?
C6 C5 C7 O2 -175.67(11) . . . . ?
C4 C5 C7 O2 0.57(18) . . . . ?
N1 C2 C9 C10 -63.13(13) . . . . ?
C3 C2 C9 C10 60.24(13) . . . . ?
N1 C2 C9 C11 58.77(13) . . . . ?
C3 C2 C9 C11 -177.86(10) . . . . ?
N1 C2 C9 C12 177.48(10) . . . . ?
C3 C2 C9 C12 -59.15(13) . . . . ?
C3 C4 C13 C18 -74.25(15) . . . . ?
C5 C4 C13 C18 111.06(14) . . . . ?
C3 C4 C13 C14 100.25(14) . . . . ?
C5 C4 C13 C14 -74.44(16) . . . . ?
C18 C13 C14 C15 1.24(18) . . . . ?
C4 C13 C14 C15 -173.34(11) . . . . ?
C13 C14 C15 C16 -0.8(2) . . . . ?
C14 C15 C16 C17 -0.4(2) . . . . ?
C15 C16 C17 C18 1.1(2) . . . . ?
C14 C13 C18 C17 -0.52(19) . . . . ?
C4 C13 C18 C17 174.13(12) . . . . ?
C16 C17 C18 C13 -0.7(2) . . . . ?
C6 N1 C19 C20 72.37(15) . . . . ?
C2 N1 C19 C20 -98.68(13) . . . . ?
C21 C20 C19 N1 -176.14(11) . . . . ?
C26 N21 C22 C23 30.15(14) . . . . ?
C39 N21 C22 C23 -138.15(10) . . . . ?
C26 N21 C22 C29 -95.63(13) . . . . ?
C39 N21 C22 C29 96.08(12) . . . . ?
N21 C22 C23 C24 -28.78(16) . . . . ?
C29 C22 C23 C24 97.28(13) . . . . ?
C22 C23 C24 C25 8.40(18) . . . . ?
C22 C23 C24 C33 -176.68(10) . . . . ?
C23 C24 C25 C26 13.43(17) . . . . ?
C33 C24 C25 C26 -161.11(11) . . . . ?
C23 C24 C25 C27 -172.37(12) . . . . ?
C33 C24 C25 C27 13.09(19) . . . . ?
C39 N21 C26 C25 156.46(12) . . . . ?
C22 N21 C26 C25 -11.71(18) . . . . ?
C27 C25 C26 N21 173.09(11) . . . . ?
C24 C25 C26 N21 -12.01(18) . . . . ?
C28 O22 C27 O21 -1.50(17) . . . . ?
C28 O22 C27 C25 177.21(10) . . . . ?
C26 C25 C27 O21 -3.90(18) . . . . ?
C24 C25 C27 O21 -178.13(12) . . . . ?
C26 C25 C27 O22 177.45(10) . . . . ?
C24 C25 C27 O22 3.22(18) . . . . ?
N21 C22 C29 C30 64.25(13) . . . . ?
C23 C22 C29 C30 -59.30(13) . . . . ?
N21 C22 C29 C31 -57.90(13) . . . . ?
C23 C22 C29 C31 178.56(10) . . . . ?
N21 C22 C29 C32 -176.00(10) . . . . ?
C23 C22 C29 C32 60.46(13) . . . . ?
C23 C24 C33 C38 -90.83(14) . . . . ?
C25 C24 C33 C38 83.81(15) . . . . ?
C23 C24 C33 C34 82.20(15) . . . . ?
C25 C24 C33 C34 -103.17(14) . . . . ?
C38 C33 C34 C35 1.66(18) . . . . ?
C24 C33 C34 C35 -171.48(12) . . . . ?
C33 C34 C35 C36 0.2(2) . . . . ?
C34 C35 C36 C37 -1.7(2) . . . . ?
C35 C36 C37 C38 1.3(2) . . . . ?
C34 C33 C38 C37 -2.06(18) . . . . ?
C24 C33 C38 C37 171.08(11) . . . . ?
C36 C37 C38 C33 0.59(19) . . . . ?
C26 N21 C39 C40 -93.74(13) . . . . ?
C22 N21 C39 C40 74.66(13) . . . . ?
N21 C39 C40 C41 60.25(14) . . . . ?

_refine_diff_density_max         0.248
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.049

