# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1844010'
_audit_update_record             
;
2018-07-04 deposited with the CCDC.
2018-07-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H54 Mg N4 O2, 2(C4 H8 O)'
_chemical_formula_sum            'C46 H70 Mg N4 O4'
_chemical_formula_weight         767.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Mg Mg 0.1719 0.1771 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.1013(4)
_cell_length_b                   37.9808(18)
_cell_length_c                   10.1334(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.099(3)
_cell_angle_gamma                90
_cell_volume                     4261.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4063
_cell_measurement_theta_min      3.4884
_cell_measurement_theta_max      70.7238

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_F_000             1672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    0.723
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.65420
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17729
_diffrn_reflns_av_unetI/netI     0.0639
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       46
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.992
_diffrn_reflns_theta_max         70.849
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8061
_reflns_number_gt                5923
_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 1.171.35.19 (release 27-10-2011CrysAlis171 .NET)(compiled Oct 27'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.35.19 (release 27-10-2011CrysAlis171 .NET)(compiled Oct 27'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.35.19 (release 27-10-2011CrysAlis171 .NET)(compiled Oct 27'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP III & Olex 2.1'
_computing_publication_material  WinGX
_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)+(0.0906P)²+3.2016P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8061
_refine_ls_number_parameters     496
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0976
_refine_ls_R_factor_gt           0.0738
_refine_ls_wR_factor_ref         0.2085
_refine_ls_wR_factor_gt          0.1867
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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
Mg1 Mg 0.65148(8) 0.10592(2) 0.92168(8) 0.0274(2) Uani 1 1 d . . . . .
O1 O 0.51960(19) 0.13877(6) 1.01147(19) 0.0382(5) Uani 1 1 d . . . . .
O2 O 0.67334(18) 0.08234(5) 1.11735(18) 0.0337(5) Uani 1 1 d . . . . .
O3 O 0.2477(3) 0.14080(12) 0.4763(4) 0.0995(12) Uani 1 1 d . . . . .
O4 O 0.3242(6) 0.2525(2) 0.3261(10) 0.242(5) Uani 1 1 d . . . . .
N1 N 0.5076(2) 0.07151(6) 0.8526(2) 0.0284(5) Uani 1 1 d . . . . .
N2 N 0.5974(2) 0.12981(6) 0.7210(2) 0.0276(5) Uani 1 1 d . . . . .
N3 N 0.7975(2) 0.14023(6) 0.9831(2) 0.0325(5) Uani 1 1 d . . . . .
N4 N 0.8133(2) 0.07408(6) 0.8644(2) 0.0286(5) Uani 1 1 d . . . . .
C1 C 0.4403(3) 0.04344(7) 0.8835(3) 0.0330(6) Uani 1 1 d . . . . .
H1 H 0.4514 0.0310 0.9625 0.040 Uiso 1 1 calc R U . . .
C2 C 0.3523(3) 0.03526(8) 0.7833(3) 0.0400(7) Uani 1 1 d . . . . .
H2 H 0.2962 0.0171 0.7831 0.048 Uiso 1 1 calc R U . . .
C3 C 0.3656(3) 0.05995(8) 0.6831(3) 0.0364(7) Uani 1 1 d . . . . .
H3 H 0.3200 0.0615 0.6027 0.044 Uiso 1 1 calc R U . . .
C4 C 0.4610(3) 0.08174(7) 0.7280(3) 0.0289(6) Uani 1 1 d . . . . .
C5 C 0.5096(2) 0.11158(7) 0.6651(3) 0.0296(6) Uani 1 1 d . . . . .
H5 H 0.4773 0.1181 0.5814 0.036 Uiso 1 1 calc R U . . .
C6 C 0.6419(3) 0.16142(7) 0.6544(2) 0.0272(6) Uani 1 1 d . . . . .
C7 C 0.7777(3) 0.15718(7) 0.6422(3) 0.0319(6) Uani 1 1 d . . . . .
H7A H 0.7921 0.1373 0.5853 0.038 Uiso 1 1 calc R U . . .
H7B H 0.8176 0.1525 0.7287 0.038 Uiso 1 1 calc R U . . .
C8 C 0.5801(3) 0.16880(7) 0.5159(3) 0.0315(6) Uani 1 1 d . . . . .
H8A H 0.5916 0.1489 0.4583 0.038 Uiso 1 1 calc R U . . .
H8B H 0.4941 0.1720 0.5225 0.038 Uiso 1 1 calc R U . . .
C9 C 0.8308(3) 0.19080(8) 0.5842(3) 0.0355(6) Uani 1 1 d . . . . .
H9 H 0.9178 0.1878 0.5776 0.043 Uiso 1 1 calc R U . . .
C10 C 0.8087(3) 0.22201(8) 0.6745(3) 0.0404(7) Uani 1 1 d . . . . .
H10A H 0.8478 0.2178 0.7618 0.048 Uiso 1 1 calc R U . . .
H10B H 0.8430 0.2432 0.6390 0.048 Uiso 1 1 calc R U . . .
C11 C 0.6735(3) 0.22691(8) 0.6846(3) 0.0368(7) Uani 1 1 d . . . . .
H11 H 0.6596 0.2470 0.7424 0.044 Uiso 1 1 calc R U . . .
C12 C 0.6119(3) 0.23383(8) 0.5467(3) 0.0383(7) Uani 1 1 d . . . . .
H12A H 0.6446 0.2551 0.5097 0.046 Uiso 1 1 calc R U . . .
H12B H 0.5259 0.2371 0.5529 0.046 Uiso 1 1 calc R U . . .
C13 C 0.6342(3) 0.20218(7) 0.4570(3) 0.0345(6) Uani 1 1 d . . . . .
H13 H 0.5949 0.2065 0.3687 0.041 Uiso 1 1 calc R U . . .
C14 C 0.7694(3) 0.19758(8) 0.4461(3) 0.0386(7) Uani 1 1 d . . . . .
H14A H 0.8027 0.2186 0.4085 0.046 Uiso 1 1 calc R U . . .
H14B H 0.7839 0.1779 0.3883 0.046 Uiso 1 1 calc R U . . .
C15 C 0.6193(3) 0.19347(7) 0.7425(3) 0.0330(6) Uani 1 1 d . . . . .
H15A H 0.5332 0.1966 0.7484 0.040 Uiso 1 1 calc R U . . .
H15B H 0.6559 0.1894 0.8310 0.040 Uiso 1 1 calc R U . . .
C16 C 0.8257(3) 0.17141(8) 1.0420(3) 0.0424(7) Uani 1 1 d . . . . .
H16 H 0.7695 0.1868 1.0736 0.051 Uiso 1 1 calc R U . . .
C17 C 0.9493(4) 0.17742(10) 1.0492(4) 0.0608(10) Uani 1 1 d . . . . .
H17 H 0.9896 0.1971 1.0843 0.073 Uiso 1 1 calc R U . . .
C18 C 1.0007(3) 0.14816(10) 0.9936(4) 0.0583(10) Uani 1 1 d . . . . .
H18 H 1.0824 0.1442 0.9846 0.070 Uiso 1 1 calc R U . . .
C19 C 0.9056(3) 0.12593(8) 0.9539(3) 0.0367(7) Uani 1 1 d . . . . .
C20 C 0.9098(3) 0.09196(8) 0.8933(3) 0.0347(6) Uani 1 1 d . . . . .
H20 H 0.9840 0.0826 0.8745 0.042 Uiso 1 1 calc R U . . .
C21 C 0.8209(3) 0.03840(7) 0.8069(2) 0.0291(6) Uani 1 1 d . . . . .
C22 C 0.9483(3) 0.02661(8) 0.7747(3) 0.0354(6) Uani 1 1 d . . . . .
H22A H 0.9800 0.0428 0.7119 0.042 Uiso 1 1 calc R U . . .
H22B H 1.0018 0.0270 0.8547 0.042 Uiso 1 1 calc R U . . .
C23 C 0.9441(3) -0.01074(9) 0.7161(3) 0.0379(7) Uani 1 1 d . . . . .
H23 H 1.0256 -0.0179 0.6962 0.046 Uiso 1 1 calc R U . . .
C24 C 0.8955(3) -0.03645(8) 0.8164(3) 0.0415(7) Uani 1 1 d . . . . .
H24A H 0.8932 -0.0601 0.7801 0.050 Uiso 1 1 calc R U . . .
H24B H 0.9484 -0.0366 0.8969 0.050 Uiso 1 1 calc R U . . .
C25 C 0.7687(3) -0.02514(8) 0.8475(3) 0.0396(7) Uani 1 1 d . . . . .
H25 H 0.7374 -0.0416 0.9111 0.048 Uiso 1 1 calc R U . . .
C26 C 0.6856(3) -0.02512(8) 0.7205(3) 0.0417(7) Uani 1 1 d . . . . .
H26A H 0.6806 -0.0487 0.6840 0.050 Uiso 1 1 calc R U . . .
H26B H 0.6051 -0.0179 0.7403 0.050 Uiso 1 1 calc R U . . .
C27 C 0.7343(3) 0.00007(8) 0.6195(3) 0.0373(7) Uani 1 1 d . . . . .
H27 H 0.6809 -0.0002 0.5382 0.045 Uiso 1 1 calc R U . . .
C28 C 0.7730(3) 0.01211(7) 0.9066(3) 0.0331(6) Uani 1 1 d . . . . .
H28A H 0.8253 0.0123 0.9875 0.040 Uiso 1 1 calc R U . . .
H28B H 0.6927 0.0191 0.9282 0.040 Uiso 1 1 calc R U . . .
C29 C 0.7382(3) 0.03744(8) 0.6788(3) 0.0326(6) Uani 1 1 d . . . . .
H29A H 0.7678 0.0539 0.6153 0.039 Uiso 1 1 calc R U . . .
H29B H 0.6573 0.0446 0.6974 0.039 Uiso 1 1 calc R U . . .
C30 C 0.8609(3) -0.01125(9) 0.5888(3) 0.0396(7) Uani 1 1 d . . . . .
H30A H 0.8918 0.0046 0.5243 0.048 Uiso 1 1 calc R U . . .
H30B H 0.8584 -0.0348 0.5515 0.048 Uiso 1 1 calc R U . . .
C31 C 0.5375(3) 0.15785(9) 1.1339(3) 0.0460(8) Uani 1 1 d . . . . .
H31A H 0.5550 0.1824 1.1174 0.055 Uiso 1 1 calc R U . . .
H31B H 0.6040 0.1479 1.1891 0.055 Uiso 1 1 calc R U . . .
C32 C 0.4232(4) 0.15433(15) 1.1984(4) 0.0742(14) Uani 1 1 d . . . . .
H32A H 0.4080 0.1750 1.2506 0.089 Uiso 1 1 calc R U . . .
H32B H 0.4248 0.1338 1.2553 0.089 Uiso 1 1 calc R U . . .
C33 C 0.3288(4) 0.1505(2) 1.0846(4) 0.112(3) Uani 1 1 d . . . . .
H33A H 0.2738 0.1314 1.1015 0.135 Uiso 1 1 calc R U . . .
H33B H 0.2825 0.1720 1.0723 0.135 Uiso 1 1 calc R U . . .
C34 C 0.3938(3) 0.14287(11) 0.9671(3) 0.0540(9) Uani 1 1 d . . . . .
H34A H 0.3632 0.1215 0.9247 0.065 Uiso 1 1 calc R U . . .
H34B H 0.3839 0.1621 0.9041 0.065 Uiso 1 1 calc R U . . .
C35 C 0.7851(3) 0.08064(10) 1.1997(3) 0.0465(8) Uani 1 1 d . . . . .
H35A H 0.8260 0.1032 1.2006 0.056 Uiso 1 1 calc R U . . .
H35B H 0.8382 0.0630 1.1662 0.056 Uiso 1 1 calc R U . . .
C36 C 0.7534(3) 0.07121(13) 1.3349(3) 0.0600(11) Uani 1 1 d . . . . .
H36A H 0.7813 0.0893 1.3975 0.072 Uiso 1 1 calc R U . . .
H36B H 0.7908 0.0490 1.3621 0.072 Uiso 1 1 calc R U . . .
C37 C 0.6189(3) 0.06814(9) 1.3305(3) 0.0432(8) Uani 1 1 d . . . . .
H37A H 0.5830 0.0891 1.3656 0.052 Uiso 1 1 calc R U . . .
H37B H 0.5946 0.0478 1.3802 0.052 Uiso 1 1 calc R U . . .
C38 C 0.5831(3) 0.06389(8) 1.1837(3) 0.0354(6) Uani 1 1 d . . . . .
H38A H 0.5815 0.0392 1.1591 0.043 Uiso 1 1 calc R U . . .
H38B H 0.5039 0.0739 1.1617 0.043 Uiso 1 1 calc R U . . .
C39 C 0.1600(6) 0.12896(16) 0.3888(6) 0.0960(17) Uani 1 1 d . . . . .
H39A H 0.1904 0.1088 0.3425 0.115 Uiso 1 1 calc R U . . .
H39B H 0.1408 0.1472 0.3238 0.115 Uiso 1 1 calc R U . . .
C40 C 0.0485(5) 0.11861(16) 0.4488(7) 0.103(2) Uani 1 1 d . . . . .
H40A H 0.0225 0.0952 0.4213 0.123 Uiso 1 1 calc R U . . .
H40B H -0.0164 0.1352 0.4278 0.123 Uiso 1 1 calc R U . . .
C41 C 0.0912(6) 0.11969(17) 0.5963(7) 0.117(3) Uani 1 1 d . . . . .
H41A H 0.0281 0.1279 0.6501 0.140 Uiso 1 1 calc R U . . .
H41B H 0.1198 0.0969 0.6282 0.140 Uiso 1 1 calc R U . . .
C42 C 0.1937(6) 0.14620(17) 0.5928(5) 0.0956(18) Uani 1 1 d . . . . .
H42A H 0.1626 0.1700 0.5961 0.115 Uiso 1 1 calc R U . . .
H42B H 0.2517 0.1427 0.6679 0.115 Uiso 1 1 calc R U . . .
C43 C 0.2444(8) 0.2292(2) 0.3806(14) 0.255(8) Uani 1 1 d . . . . .
H43A H 0.2708 0.2250 0.4726 0.306 Uiso 1 1 calc R U . . .
H43B H 0.2462 0.2069 0.3342 0.306 Uiso 1 1 calc R U . . .
C44 C 0.1239(6) 0.2422(2) 0.3728(8) 0.120(2) Uani 1 1 d . . . . .
H44A H 0.0997 0.2494 0.4589 0.144 Uiso 1 1 calc R U . . .
H44B H 0.0672 0.2249 0.3352 0.144 Uiso 1 1 calc R U . . .
C45 C 0.1336(7) 0.2717(2) 0.2867(9) 0.147(3) Uani 1 1 d . . . . .
H45A H 0.0919 0.2918 0.3209 0.177 Uiso 1 1 calc R U . . .
H45B H 0.0967 0.2661 0.1995 0.177 Uiso 1 1 calc R U . . .
C46 C 0.2585(6) 0.27974(16) 0.2785(8) 0.120(3) Uani 1 1 d . . . . .
H46A H 0.2749 0.2841 0.1871 0.144 Uiso 1 1 calc R U . . .
H46B H 0.2794 0.3008 0.3294 0.144 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
Mg1 N3 2.137(3) . ?
Mg1 N1 2.143(2) . ?
Mg1 O1 2.172(2) . ?
Mg1 O2 2.173(2) . ?
Mg1 N2 2.268(2) . ?
Mg1 N4 2.275(2) . ?
O1 C31 1.438(3) . ?
O1 C34 1.444(4) . ?
O2 C38 1.430(3) . ?
O2 C35 1.446(3) . ?
O3 C39 1.347(6) . ?
O3 C42 1.377(6) . ?
O4 C46 1.335(8) . ?
O4 C43 1.394(9) . ?
N1 C1 1.351(4) . ?
N1 C4 1.386(3) . ?
N2 C5 1.292(3) . ?
N2 C6 1.480(3) . ?
N3 C16 1.353(4) . ?
N3 C19 1.368(4) . ?
N4 C20 1.285(4) . ?
N4 C21 1.480(4) . ?
C1 C2 1.393(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.397(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.394(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.425(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.530(4) . ?
C6 C15 1.541(4) . ?
C6 C8 1.543(3) . ?
C7 C9 1.540(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C13 1.542(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.528(4) . ?
C9 C14 1.534(4) . ?
C9 H9 0.9800 . ?
C10 C11 1.524(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.534(4) . ?
C11 C15 1.539(4) . ?
C11 H11 0.9800 . ?
C12 C13 1.538(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.522(4) . ?
C13 H13 0.9800 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.387(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.387(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.388(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.431(4) . ?
C20 H20 0.9300 . ?
C21 C29 1.536(4) . ?
C21 C22 1.541(4) . ?
C21 C28 1.542(4) . ?
C22 C23 1.537(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C30 1.532(4) . ?
C23 C24 1.535(4) . ?
C23 H23 0.9800 . ?
C24 C25 1.526(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.528(4) . ?
C25 C28 1.536(4) . ?
C25 H25 0.9800 . ?
C26 C27 1.528(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C30 1.523(4) . ?
C27 C29 1.541(4) . ?
C27 H27 0.9800 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.474(5) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C33 1.509(5) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.464(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.483(4) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 C37 1.495(5) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.520(4) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 C40 1.471(7) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.536(8) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C41 C42 1.522(9) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 C44 1.423(9) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.427(9) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.429(8) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 H46A 0.9700 . ?
C46 H46B 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
N3 Mg1 N1 177.78(10) . . ?
N3 Mg1 O1 92.74(9) . . ?
N1 Mg1 O1 88.74(9) . . ?
N3 Mg1 O2 87.30(8) . . ?
N1 Mg1 O2 94.51(8) . . ?
O1 Mg1 O2 83.64(8) . . ?
N3 Mg1 N2 99.43(9) . . ?
N1 Mg1 N2 78.91(9) . . ?
O1 Mg1 N2 90.15(8) . . ?
O2 Mg1 N2 171.08(9) . . ?
N3 Mg1 N4 78.59(9) . . ?
N1 Mg1 N4 100.15(9) . . ?
O1 Mg1 N4 168.62(9) . . ?
O2 Mg1 N4 88.56(8) . . ?
N2 Mg1 N4 98.47(8) . . ?
C31 O1 C34 106.6(2) . . ?
C31 O1 Mg1 126.49(19) . . ?
C34 O1 Mg1 126.67(18) . . ?
C38 O2 C35 107.9(2) . . ?
C38 O2 Mg1 126.51(17) . . ?
C35 O2 Mg1 125.44(17) . . ?
C39 O3 C42 106.0(5) . . ?
C46 O4 C43 106.8(7) . . ?
C1 N1 C4 104.8(2) . . ?
C1 N1 Mg1 144.81(19) . . ?
C4 N1 Mg1 110.35(17) . . ?
C5 N2 C6 120.0(2) . . ?
C5 N2 Mg1 108.77(18) . . ?
C6 N2 Mg1 131.14(16) . . ?
C16 N3 C19 105.3(3) . . ?
C16 N3 Mg1 144.0(2) . . ?
C19 N3 Mg1 110.73(19) . . ?
C20 N4 C21 120.2(2) . . ?
C20 N4 Mg1 108.8(2) . . ?
C21 N4 Mg1 130.97(17) . . ?
N1 C1 C2 112.2(3) . . ?
N1 C1 H1 123.9 . . ?
C2 C1 H1 123.9 . . ?
C1 C2 C3 105.9(3) . . ?
C1 C2 H2 127.0 . . ?
C3 C2 H2 127.0 . . ?
C4 C3 C2 106.2(3) . . ?
C4 C3 H3 126.9 . . ?
C2 C3 H3 126.9 . . ?
N1 C4 C3 110.8(2) . . ?
N1 C4 C5 120.1(2) . . ?
C3 C4 C5 129.0(3) . . ?
N2 C5 C4 121.9(2) . . ?
N2 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
N2 C6 C7 108.3(2) . . ?
N2 C6 C15 107.6(2) . . ?
C7 C6 C15 109.4(2) . . ?
N2 C6 C8 114.9(2) . . ?
C7 C6 C8 108.8(2) . . ?
C15 C6 C8 107.7(2) . . ?
C6 C7 C9 110.5(2) . . ?
C6 C7 H7A 109.6 . . ?
C9 C7 H7A 109.6 . . ?
C6 C7 H7B 109.6 . . ?
C9 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C13 C8 C6 110.0(2) . . ?
C13 C8 H8A 109.7 . . ?
C6 C8 H8A 109.7 . . ?
C13 C8 H8B 109.7 . . ?
C6 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C10 C9 C14 109.7(2) . . ?
C10 C9 C7 109.4(2) . . ?
C14 C9 C7 109.3(2) . . ?
C10 C9 H9 109.5 . . ?
C14 C9 H9 109.5 . . ?
C7 C9 H9 109.5 . . ?
C11 C10 C9 109.6(2) . . ?
C11 C10 H10A 109.7 . . ?
C9 C10 H10A 109.7 . . ?
C11 C10 H10B 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
C10 C11 C12 109.7(2) . . ?
C10 C11 C15 109.8(2) . . ?
C12 C11 C15 109.2(2) . . ?
C10 C11 H11 109.4 . . ?
C12 C11 H11 109.4 . . ?
C15 C11 H11 109.4 . . ?
C11 C12 C13 109.0(2) . . ?
C11 C12 H12A 109.9 . . ?
C13 C12 H12A 109.9 . . ?
C11 C12 H12B 109.9 . . ?
C13 C12 H12B 109.9 . . ?
H12A C12 H12B 108.3 . . ?
C14 C13 C12 109.5(2) . . ?
C14 C13 C8 110.3(2) . . ?
C12 C13 C8 109.3(2) . . ?
C14 C13 H13 109.3 . . ?
C12 C13 H13 109.3 . . ?
C8 C13 H13 109.3 . . ?
C13 C14 C9 109.2(2) . . ?
C13 C14 H14A 109.8 . . ?
C9 C14 H14A 109.8 . . ?
C13 C14 H14B 109.8 . . ?
C9 C14 H14B 109.8 . . ?
H14A C14 H14B 108.3 . . ?
C11 C15 C6 110.3(2) . . ?
C11 C15 H15A 109.6 . . ?
C6 C15 H15A 109.6 . . ?
C11 C15 H15B 109.6 . . ?
C6 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?
N3 C16 C17 111.4(3) . . ?
N3 C16 H16 124.3 . . ?
C17 C16 H16 124.3 . . ?
C16 C17 C18 106.3(3) . . ?
C16 C17 H17 126.9 . . ?
C18 C17 H17 126.9 . . ?
C17 C18 C19 106.2(3) . . ?
C17 C18 H18 126.9 . . ?
C19 C18 H18 126.9 . . ?
N3 C19 C18 110.9(3) . . ?
N3 C19 C20 120.4(3) . . ?
C18 C19 C20 128.7(3) . . ?
N4 C20 C19 121.5(3) . . ?
N4 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
N4 C21 C29 107.9(2) . . ?
N4 C21 C22 115.4(2) . . ?
C29 C21 C22 108.4(2) . . ?
N4 C21 C28 107.6(2) . . ?
C29 C21 C28 109.0(2) . . ?
C22 C21 C28 108.4(2) . . ?
C23 C22 C21 110.3(2) . . ?
C23 C22 H22A 109.6 . . ?
C21 C22 H22A 109.6 . . ?
C23 C22 H22B 109.6 . . ?
C21 C22 H22B 109.6 . . ?
H22A C22 H22B 108.1 . . ?
C30 C23 C24 109.3(3) . . ?
C30 C23 C22 109.7(2) . . ?
C24 C23 C22 109.5(2) . . ?
C30 C23 H23 109.4 . . ?
C24 C23 H23 109.4 . . ?
C22 C23 H23 109.4 . . ?
C25 C24 C23 109.3(2) . . ?
C25 C24 H24A 109.8 . . ?
C23 C24 H24A 109.8 . . ?
C25 C24 H24B 109.8 . . ?
C23 C24 H24B 109.8 . . ?
H24A C24 H24B 108.3 . . ?
C24 C25 C26 109.7(2) . . ?
C24 C25 C28 109.7(3) . . ?
C26 C25 C28 109.2(3) . . ?
C24 C25 H25 109.4 . . ?
C26 C25 H25 109.4 . . ?
C28 C25 H25 109.4 . . ?
C27 C26 C25 110.1(3) . . ?
C27 C26 H26A 109.6 . . ?
C25 C26 H26A 109.6 . . ?
C27 C26 H26B 109.6 . . ?
C25 C26 H26B 109.6 . . ?
H26A C26 H26B 108.2 . . ?
C30 C27 C26 109.6(3) . . ?
C30 C27 C29 109.8(3) . . ?
C26 C27 C29 108.5(2) . . ?
C30 C27 H27 109.6 . . ?
C26 C27 H27 109.6 . . ?
C29 C27 H27 109.6 . . ?
C25 C28 C21 110.1(2) . . ?
C25 C28 H28A 109.6 . . ?
C21 C28 H28A 109.6 . . ?
C25 C28 H28B 109.6 . . ?
C21 C28 H28B 109.6 . . ?
H28A C28 H28B 108.2 . . ?
C21 C29 C27 110.5(2) . . ?
C21 C29 H29A 109.6 . . ?
C27 C29 H29A 109.6 . . ?
C21 C29 H29B 109.6 . . ?
C27 C29 H29B 109.6 . . ?
H29A C29 H29B 108.1 . . ?
C27 C30 C23 109.5(2) . . ?
C27 C30 H30A 109.8 . . ?
C23 C30 H30A 109.8 . . ?
C27 C30 H30B 109.8 . . ?
C23 C30 H30B 109.8 . . ?
H30A C30 H30B 108.2 . . ?
O1 C31 C32 105.4(3) . . ?
O1 C31 H31A 110.7 . . ?
C32 C31 H31A 110.7 . . ?
O1 C31 H31B 110.7 . . ?
C32 C31 H31B 110.7 . . ?
H31A C31 H31B 108.8 . . ?
C31 C32 C33 104.1(3) . . ?
C31 C32 H32A 110.9 . . ?
C33 C32 H32A 110.9 . . ?
C31 C32 H32B 110.9 . . ?
C33 C32 H32B 110.9 . . ?
H32A C32 H32B 109.0 . . ?
C34 C33 C32 106.5(4) . . ?
C34 C33 H33A 110.4 . . ?
C32 C33 H33A 110.4 . . ?
C34 C33 H33B 110.4 . . ?
C32 C33 H33B 110.4 . . ?
H33A C33 H33B 108.6 . . ?
O1 C34 C33 106.9(3) . . ?
O1 C34 H34A 110.3 . . ?
C33 C34 H34A 110.3 . . ?
O1 C34 H34B 110.3 . . ?
C33 C34 H34B 110.3 . . ?
H34A C34 H34B 108.6 . . ?
O2 C35 C36 107.1(3) . . ?
O2 C35 H35A 110.3 . . ?
C36 C35 H35A 110.3 . . ?
O2 C35 H35B 110.3 . . ?
C36 C35 H35B 110.3 . . ?
H35A C35 H35B 108.6 . . ?
C35 C36 C37 107.1(3) . . ?
C35 C36 H36A 110.3 . . ?
C37 C36 H36A 110.3 . . ?
C35 C36 H36B 110.3 . . ?
C37 C36 H36B 110.3 . . ?
H36A C36 H36B 108.6 . . ?
C36 C37 C38 103.2(2) . . ?
C36 C37 H37A 111.1 . . ?
C38 C37 H37A 111.1 . . ?
C36 C37 H37B 111.1 . . ?
C38 C37 H37B 111.1 . . ?
H37A C37 H37B 109.1 . . ?
O2 C38 C37 105.4(2) . . ?
O2 C38 H38A 110.7 . . ?
C37 C38 H38A 110.7 . . ?
O2 C38 H38B 110.7 . . ?
C37 C38 H38B 110.7 . . ?
H38A C38 H38B 108.8 . . ?
O3 C39 C40 114.0(5) . . ?
O3 C39 H39A 108.7 . . ?
C40 C39 H39A 108.7 . . ?
O3 C39 H39B 108.7 . . ?
C40 C39 H39B 108.7 . . ?
H39A C39 H39B 107.6 . . ?
C39 C40 C41 100.7(5) . . ?
C39 C40 H40A 111.6 . . ?
C41 C40 H40A 111.6 . . ?
C39 C40 H40B 111.6 . . ?
C41 C40 H40B 111.6 . . ?
H40A C40 H40B 109.4 . . ?
C42 C41 C40 100.0(4) . . ?
C42 C41 H41A 111.8 . . ?
C40 C41 H41A 111.8 . . ?
C42 C41 H41B 111.8 . . ?
C40 C41 H41B 111.8 . . ?
H41A C41 H41B 109.5 . . ?
O3 C42 C41 107.1(5) . . ?
O3 C42 H42A 110.3 . . ?
C41 C42 H42A 110.3 . . ?
O3 C42 H42B 110.3 . . ?
C41 C42 H42B 110.3 . . ?
H42A C42 H42B 108.6 . . ?
O4 C43 C44 112.2(7) . . ?
O4 C43 H43A 109.2 . . ?
C44 C43 H43A 109.2 . . ?
O4 C43 H43B 109.2 . . ?
C44 C43 H43B 109.2 . . ?
H43A C43 H43B 107.9 . . ?
C43 C44 C45 101.2(6) . . ?
C43 C44 H44A 111.5 . . ?
C45 C44 H44A 111.5 . . ?
C43 C44 H44B 111.5 . . ?
C45 C44 H44B 111.5 . . ?
H44A C44 H44B 109.3 . . ?
C44 C45 C46 108.7(6) . . ?
C44 C45 H45A 110.0 . . ?
C46 C45 H45A 110.0 . . ?
C44 C45 H45B 110.0 . . ?
C46 C45 H45B 110.0 . . ?
H45A C45 H45B 108.3 . . ?
O4 C46 C45 108.6(6) . . ?
O4 C46 H46A 110.0 . . ?
C45 C46 H46A 110.0 . . ?
O4 C46 H46B 110.0 . . ?
C45 C46 H46B 110.0 . . ?
H46A C46 H46B 108.3 . . ?

_refine_diff_density_max         0.550
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1844011'
_audit_update_record             
;
2018-07-04 deposited with the CCDC.
2018-07-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H54 Li2 N4 O2'
_chemical_formula_sum            'C38 H54 Li2 N4 O2'
_chemical_formula_weight         612.73

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'
Li Li 0.0008 0.0003 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.4708(4)
_cell_length_b                   10.5272(3)
_cell_length_c                   14.4429(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.612(3)
_cell_angle_gamma                90
_cell_volume                     1679.71(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3907
_cell_measurement_theta_min      3.1747
_cell_measurement_theta_max      70.4834

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.567
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.68112
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6112
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.001
_diffrn_reflns_theta_max         70.593
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3151
_reflns_number_gt                2848
_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 1.171.35.19 (release 27-10-2011CrysAlis171 .NET)(compiled Oct 27'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.35.19 (release 27-10-2011CrysAlis171 .NET)(compiled Oct 27'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.35.19 (release 27-10-2011CrysAlis171 .NET)(compiled Oct 27'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP III & Olex 2.1'
_computing_publication_material  WinGX
_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)+(0.0620P)²+0.9070P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3151
_refine_ls_number_parameters     216
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0475
_refine_ls_wR_factor_ref         0.1413
_refine_ls_wR_factor_gt          0.1388
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_restrained_S_all      1.123
_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
C1 C 0.0856(2) 0.3282(2) 0.28699(15) 0.0423(5) Uani 1 1 d . . . . .
H1A H 0.1104 0.2932 0.3514 0.051 Uiso 1 1 calc R U . . .
H1B H 0.1163 0.2746 0.2442 0.051 Uiso 1 1 calc R U . . .
C4 C -0.07292(17) 0.4685(2) 0.20067(14) 0.0382(4) Uani 1 1 d . . . . .
H4A H -0.1207 0.4574 0.1347 0.046 Uiso 1 1 calc R U . . .
H4B H -0.1158 0.5256 0.2327 0.046 Uiso 1 1 calc R U . . .
C2 C -0.0519(2) 0.3415(2) 0.25198(16) 0.0458(5) Uani 1 1 d . . . . .
H2A H -0.0867 0.2730 0.2084 0.055 Uiso 1 1 calc R U . . .
H2B H -0.0876 0.3406 0.3057 0.055 Uiso 1 1 calc R U . . .
C3 C 0.12860(18) 0.4630(2) 0.28527(13) 0.0390(5) Uani 1 1 d . . . . .
H3A H 0.1271 0.5072 0.3439 0.047 Uiso 1 1 calc R U . . .
H3B H 0.2104 0.4652 0.2783 0.047 Uiso 1 1 calc R U . . .
Li1 Li 0.0717(3) 0.5444(3) 0.0776(2) 0.0286(6) Uani 1 1 d . . . . .
N1 N 0.07279(12) 0.36112(13) 0.01357(10) 0.0260(3) Uani 1 1 d . . . . .
C14 C -0.48298(15) 0.11817(16) -0.12755(13) 0.0294(4) Uani 1 1 d . . . . .
H14 H -0.5014 0.0274 -0.1368 0.035 Uiso 1 1 calc R U . . .
C9 C -0.37299(15) 0.33042(16) -0.00359(12) 0.0279(4) Uani 1 1 d . . . . .
H9A H -0.3399 0.2864 0.0568 0.033 Uiso 1 1 calc R U . . .
H9B H -0.3545 0.4201 0.0067 0.033 Uiso 1 1 calc R U . . .
C5 C 0.19410(15) 0.33816(17) 0.04140(12) 0.0294(4) Uani 1 1 d . . . . .
C10 C -0.36907(15) 0.34780(17) -0.17527(12) 0.0289(4) Uani 1 1 d . . . . .
H10A H -0.3502 0.4376 -0.1676 0.035 Uiso 1 1 calc R U . . .
H10B H -0.3338 0.3147 -0.2243 0.035 Uiso 1 1 calc R U . . .
C11 C -0.34521(15) 0.13620(16) -0.09443(13) 0.0282(4) Uani 1 1 d . . . . .
H11A H -0.3088 0.1014 -0.1423 0.034 Uiso 1 1 calc R U . . .
H11B H -0.3125 0.0909 -0.0346 0.034 Uiso 1 1 calc R U . . .
C6 C 0.22056(15) 0.21323(17) 0.06962(12) 0.0300(4) Uani 1 1 d . . . . .
H6 H 0.2969 0.1768 0.0913 0.036 Uiso 1 1 calc R U . . .
C7 C -0.10778(15) 0.22537(16) -0.00610(12) 0.0253(4) Uani 1 1 d . . . . .
C12 C -0.51081(15) 0.31209(17) -0.03582(13) 0.0316(4) Uani 1 1 d . . . . .
H12 H -0.5468 0.3457 0.0135 0.038 Uiso 1 1 calc R U . . .
C15 C -0.53990(16) 0.17021(17) -0.05079(13) 0.0313(4) Uani 1 1 d . . . . .
H15A H -0.5081 0.1248 0.0092 0.038 Uiso 1 1 calc R U . . .
H15B H -0.6269 0.1580 -0.0710 0.038 Uiso 1 1 calc R U . . .
C3BA C 0.02068(14) 0.24578(15) 0.02425(11) 0.0248(4) Uani 1 1 d . . . . .
C16 C -0.56305(15) 0.38208(18) -0.13047(15) 0.0364(4) Uani 1 1 d . . . . .
H16A H -0.5460 0.4722 -0.1216 0.044 Uiso 1 1 calc R U . . .
H16B H -0.6502 0.3709 -0.1508 0.044 Uiso 1 1 calc R U . . .
C13 C -0.50693(16) 0.33005(17) -0.20748(13) 0.0328(4) Uani 1 1 d . . . . .
H13 H -0.5403 0.3755 -0.2680 0.039 Uiso 1 1 calc R U . . .
C17 C -0.53553(16) 0.18800(18) -0.22222(13) 0.0333(4) Uani 1 1 d . . . . .
H17A H -0.6225 0.1754 -0.2432 0.040 Uiso 1 1 calc R U . . .
H17B H -0.5006 0.1546 -0.2714 0.040 Uiso 1 1 calc R U . . .
O5 O 0.04483(11) 0.51958(12) 0.20332(8) 0.0321(3) Uani 1 1 d . . . . .
N7 N -0.18375(12) 0.30959(13) -0.05071(10) 0.0251(3) Uani 1 1 d . . . . .
C8 C -0.31408(14) 0.27869(15) -0.07979(12) 0.0244(4) Uani 1 1 d . . . . .
C18 C 0.10900(15) 0.15320(16) 0.05884(12) 0.0290(4) Uani 1 1 d . . . . .
H18 H 0.0961 0.0687 0.0720 0.035 Uiso 1 1 calc R U . . .
H7 H -0.1311(17) 0.1407(19) 0.0099(14) 0.030(5) Uiso 1 1 d . . . . .
H5 H 0.2502(18) 0.405(2) 0.0406(14) 0.032(5) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C3 1.504(3) . ?
C1 C2 1.528(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C4 O5 1.445(2) . ?
C4 C2 1.515(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 O5 1.438(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
Li1 O5 1.940(3) . ?
Li1 N1 2.073(3) 3_565 ?
Li1 N7 2.106(3) 3_565 ?
Li1 N1 2.141(3) . ?
Li1 Li1 2.572(6) 3_565 ?
Li1 C3BA 2.707(3) 3_565 ?
Li1 C7 2.710(3) 3_565 ?
N1 C5 1.362(2) . ?
N1 C3BA 1.380(2) . ?
N1 Li1 2.073(3) 3_565 ?
C14 C17 1.526(2) . ?
C14 C15 1.531(2) . ?
C14 C11 1.535(2) . ?
C14 H14 0.9800 . ?
C9 C12 1.535(2) . ?
C9 C8 1.538(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C5 C6 1.386(3) . ?
C5 H5 0.95(2) . ?
C10 C13 1.535(2) . ?
C10 C8 1.537(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C8 1.543(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C6 C18 1.398(2) . ?
C6 H6 0.9300 . ?
C7 N7 1.288(2) . ?
C7 C3BA 1.436(2) . ?
C7 Li1 2.710(3) 3_565 ?
C7 H7 0.98(2) . ?
C12 C16 1.526(3) . ?
C12 C15 1.533(2) . ?
C12 H12 0.9800 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C3BA C18 1.398(2) . ?
C3BA Li1 2.707(3) 3_565 ?
C16 C13 1.529(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C13 C17 1.533(2) . ?
C13 H13 0.9800 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
N7 C8 1.476(2) . ?
N7 Li1 2.106(3) 3_565 ?
C18 H18 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C1 C2 102.82(16) . . ?
C3 C1 H1A 111.2 . . ?
C2 C1 H1A 111.2 . . ?
C3 C1 H1B 111.2 . . ?
C2 C1 H1B 111.2 . . ?
H1A C1 H1B 109.1 . . ?
O5 C4 C2 106.91(15) . . ?
O5 C4 H4A 110.3 . . ?
C2 C4 H4A 110.3 . . ?
O5 C4 H4B 110.3 . . ?
C2 C4 H4B 110.3 . . ?
H4A C4 H4B 108.6 . . ?
C4 C2 C1 104.87(16) . . ?
C4 C2 H2A 110.8 . . ?
C1 C2 H2A 110.8 . . ?
C4 C2 H2B 110.8 . . ?
C1 C2 H2B 110.8 . . ?
H2A C2 H2B 108.8 . . ?
O5 C3 C1 104.78(15) . . ?
O5 C3 H3A 110.8 . . ?
C1 C3 H3A 110.8 . . ?
O5 C3 H3B 110.8 . . ?
C1 C3 H3B 110.8 . . ?
H3A C3 H3B 108.9 . . ?
O5 Li1 N1 110.96(14) . 3_565 ?
O5 Li1 N7 121.97(15) . 3_565 ?
N1 Li1 N7 87.47(12) 3_565 3_565 ?
O5 Li1 N1 107.70(14) . . ?
N1 Li1 N1 104.77(13) 3_565 . ?
N7 Li1 N1 120.24(14) 3_565 . ?
O5 Li1 Li1 122.77(19) . 3_565 ?
N1 Li1 Li1 53.58(11) 3_565 3_565 ?
N7 Li1 Li1 112.55(18) 3_565 3_565 ?
N1 Li1 Li1 51.19(11) . 3_565 ?
O5 Li1 C3BA 118.74(13) . 3_565 ?
N1 Li1 C3BA 29.99(7) 3_565 3_565 ?
N7 Li1 C3BA 58.21(8) 3_565 3_565 ?
N1 Li1 C3BA 123.21(13) . 3_565 ?
Li1 Li1 C3BA 75.99(13) 3_565 3_565 ?
O5 Li1 C7 123.78(14) . 3_565 ?
N1 Li1 C7 60.43(9) 3_565 3_565 ?
N7 Li1 C7 27.54(6) 3_565 3_565 ?
N1 Li1 C7 128.49(13) . 3_565 ?
Li1 Li1 C7 96.91(15) 3_565 3_565 ?
C3BA Li1 C7 30.75(6) 3_565 3_565 ?
C5 N1 C3BA 104.46(14) . . ?
C5 N1 Li1 148.37(14) . 3_565 ?
C3BA N1 Li1 101.36(13) . 3_565 ?
C5 N1 Li1 99.01(13) . . ?
C3BA N1 Li1 133.75(13) . . ?
Li1 N1 Li1 75.23(13) 3_565 . ?
C17 C14 C15 109.50(15) . . ?
C17 C14 C11 110.18(14) . . ?
C15 C14 C11 109.52(14) . . ?
C17 C14 H14 109.2 . . ?
C15 C14 H14 109.2 . . ?
C11 C14 H14 109.2 . . ?
C12 C9 C8 110.71(13) . . ?
C12 C9 H9A 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C12 C9 H9B 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
N1 C5 C6 112.37(16) . . ?
N1 C5 H5 120.4(12) . . ?
C6 C5 H5 127.3(12) . . ?
C13 C10 C8 110.79(14) . . ?
C13 C10 H10A 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C13 C10 H10B 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
C14 C11 C8 110.11(13) . . ?
C14 C11 H11A 109.6 . . ?
C8 C11 H11A 109.6 . . ?
C14 C11 H11B 109.6 . . ?
C8 C11 H11B 109.6 . . ?
H11A C11 H11B 108.2 . . ?
C5 C6 C18 105.94(15) . . ?
C5 C6 H6 127.0 . . ?
C18 C6 H6 127.0 . . ?
N7 C7 C3BA 123.39(15) . . ?
N7 C7 Li1 49.13(10) . 3_565 ?
C3BA C7 Li1 74.52(11) . 3_565 ?
N7 C7 H7 123.7(11) . . ?
C3BA C7 H7 112.9(11) . . ?
Li1 C7 H7 170.7(12) 3_565 . ?
C16 C12 C15 109.02(15) . . ?
C16 C12 C9 109.56(14) . . ?
C15 C12 C9 109.42(14) . . ?
C16 C12 H12 109.6 . . ?
C15 C12 H12 109.6 . . ?
C9 C12 H12 109.6 . . ?
C14 C15 C12 109.37(14) . . ?
C14 C15 H15A 109.8 . . ?
C12 C15 H15A 109.8 . . ?
C14 C15 H15B 109.8 . . ?
C12 C15 H15B 109.8 . . ?
H15A C15 H15B 108.2 . . ?
N1 C3BA C18 111.06(14) . . ?
N1 C3BA C7 122.50(14) . . ?
C18 C3BA C7 126.18(15) . . ?
N1 C3BA Li1 48.65(10) . 3_565 ?
C18 C3BA Li1 154.61(14) . 3_565 ?
C7 C3BA Li1 74.74(11) . 3_565 ?
C12 C16 C13 109.76(14) . . ?
C12 C16 H16A 109.7 . . ?
C13 C16 H16A 109.7 . . ?
C12 C16 H16B 109.7 . . ?
C13 C16 H16B 109.7 . . ?
H16A C16 H16B 108.2 . . ?
C16 C13 C17 109.52(15) . . ?
C16 C13 C10 109.70(14) . . ?
C17 C13 C10 108.98(15) . . ?
C16 C13 H13 109.5 . . ?
C17 C13 H13 109.5 . . ?
C10 C13 H13 109.5 . . ?
C14 C17 C13 109.09(14) . . ?
C14 C17 H17A 109.9 . . ?
C13 C17 H17A 109.9 . . ?
C14 C17 H17B 109.9 . . ?
C13 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
C3 O5 C4 106.29(14) . . ?
C3 O5 Li1 125.94(14) . . ?
C4 O5 Li1 114.10(13) . . ?
C7 N7 C8 119.19(14) . . ?
C7 N7 Li1 103.33(13) . 3_565 ?
C8 N7 Li1 136.89(13) . 3_565 ?
N7 C8 C10 106.90(13) . . ?
N7 C8 C9 108.95(13) . . ?
C10 C8 C9 108.74(13) . . ?
N7 C8 C11 115.62(13) . . ?
C10 C8 C11 108.25(13) . . ?
C9 C8 C11 108.20(13) . . ?
C3BA C18 C6 106.17(15) . . ?
C3BA C18 H18 126.9 . . ?
C6 C18 H18 126.9 . . ?

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
O5 C4 C2 C1 2.3(2) . . . . ?
C3 C1 C2 C4 19.8(2) . . . . ?
C2 C1 C3 O5 -35.38(19) . . . . ?
C3BA N1 C5 C6 -0.30(19) . . . . ?
Li1 N1 C5 C6 -144.1(2) 3_565 . . . ?
Li1 N1 C5 C6 139.52(15) . . . . ?
C17 C14 C11 C8 59.84(18) . . . . ?
C15 C14 C11 C8 -60.65(18) . . . . ?
N1 C5 C6 C18 0.1(2) . . . . ?
C8 C9 C12 C16 -59.59(18) . . . . ?
C8 C9 C12 C15 59.88(18) . . . . ?
C17 C14 C15 C12 -60.71(18) . . . . ?
C11 C14 C15 C12 60.20(18) . . . . ?
C16 C12 C15 C14 60.24(18) . . . . ?
C9 C12 C15 C14 -59.56(19) . . . . ?
C5 N1 C3BA C18 0.38(18) . . . . ?
Li1 N1 C3BA C18 161.94(14) 3_565 . . . ?
Li1 N1 C3BA C18 -117.71(18) . . . . ?
C5 N1 C3BA C7 -174.04(15) . . . . ?
Li1 N1 C3BA C7 -12.48(19) 3_565 . . . ?
Li1 N1 C3BA C7 67.9(2) . . . . ?
C5 N1 C3BA Li1 -161.56(17) . . . 3_565 ?
Li1 N1 C3BA Li1 80.35(19) . . . 3_565 ?
N7 C7 C3BA N1 4.4(3) . . . . ?
Li1 C7 C3BA N1 9.68(15) 3_565 . . . ?
N7 C7 C3BA C18 -169.14(16) . . . . ?
Li1 C7 C3BA C18 -163.86(18) 3_565 . . . ?
N7 C7 C3BA Li1 -5.28(16) . . . 3_565 ?
C15 C12 C16 C13 -60.09(18) . . . . ?
C9 C12 C16 C13 59.62(18) . . . . ?
C12 C16 C13 C17 60.14(18) . . . . ?
C12 C16 C13 C10 -59.43(18) . . . . ?
C8 C10 C13 C16 59.14(19) . . . . ?
C8 C10 C13 C17 -60.76(19) . . . . ?
C15 C14 C17 C13 60.29(18) . . . . ?
C11 C14 C17 C13 -60.22(19) . . . . ?
C16 C13 C17 C14 -59.92(18) . . . . ?
C10 C13 C17 C14 60.09(19) . . . . ?
C1 C3 O5 C4 38.10(19) . . . . ?
C1 C3 O5 Li1 -99.40(19) . . . . ?
C2 C4 O5 C3 -25.0(2) . . . . ?
C2 C4 O5 Li1 118.24(17) . . . . ?
C3BA C7 N7 C8 179.34(14) . . . . ?
Li1 C7 N7 C8 172.61(19) 3_565 . . . ?
C3BA C7 N7 Li1 6.7(2) . . . 3_565 ?
C7 N7 C8 C10 -145.98(15) . . . . ?
Li1 N7 C8 C10 23.5(2) 3_565 . . . ?
C7 N7 C8 C9 96.68(17) . . . . ?
Li1 N7 C8 C9 -93.9(2) 3_565 . . . ?
C7 N7 C8 C11 -25.4(2) . . . . ?
Li1 N7 C8 C11 144.05(17) 3_565 . . . ?
C13 C10 C8 N7 -175.47(13) . . . . ?
C13 C10 C8 C9 -57.98(18) . . . . ?
C13 C10 C8 C11 59.35(18) . . . . ?
C12 C9 C8 N7 174.39(13) . . . . ?
C12 C9 C8 C10 58.21(17) . . . . ?
C12 C9 C8 C11 -59.16(18) . . . . ?
C14 C11 C8 N7 -178.16(13) . . . . ?
C14 C11 C8 C10 -58.31(18) . . . . ?
C14 C11 C8 C9 59.36(18) . . . . ?
N1 C3BA C18 C6 -0.32(19) . . . . ?
C7 C3BA C18 C6 173.84(16) . . . . ?
Li1 C3BA C18 C6 32.5(4) 3_565 . . . ?
C5 C6 C18 C3BA 0.13(19) . . . . ?

_refine_diff_density_max         0.267
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.050

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1844012'
_audit_update_record             
;
2018-07-04 deposited with the CCDC.
2018-07-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H27 K N2 O'
_chemical_formula_sum            'C19 H27 K N2 O'
_chemical_formula_weight         338.52

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'
K K 0.3868 1.0657 '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                   7.3434(12)
_cell_length_b                   11.2646(17)
_cell_length_c                   11.9562(19)
_cell_angle_alpha                86.178(13)
_cell_angle_beta                 72.192(15)
_cell_angle_gamma                76.218(14)
_cell_volume                     914.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    152(2)
_cell_measurement_reflns_used    1036
_cell_measurement_theta_min      3.883
_cell_measurement_theta_max      70.713

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_F_000             364
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    2.575
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.75432
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      152(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       w/scan
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3359
_diffrn_reflns_av_unetI/netI     0.0668
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.883
_diffrn_reflns_theta_max         70.713
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.740
_diffrn_measured_fraction_theta_full 0.763
_diffrn_reflns_Laue_measured_fraction_max 0.740
_diffrn_reflns_Laue_measured_fraction_full 0.763
_diffrn_reflns_point_group_measured_fraction_max 0.740
_diffrn_reflns_point_group_measured_fraction_full 0.763
_reflns_number_total             2592
_reflns_number_gt                1955
_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 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)(compiled Oct 27 2011,15:02:11)'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)(compiled Oct 27 2011,15:02:11)'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)(compiled Oct 27 2011,15:02:11)'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND III & Olex 2.1'
_computing_publication_material  WinGX
_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)+(0.1111P)²+0.6962P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2592
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0957
_refine_ls_R_factor_gt           0.0732
_refine_ls_wR_factor_ref         0.2186
_refine_ls_wR_factor_gt          0.1893
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_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
C1 C 0.3545(7) 0.5969(5) 0.2193(4) 0.0379(11) Uani 1 1 d . . . . .
H10 H 0.401676 0.527980 0.171082 0.046 Uiso 1 1 calc R U . . .
C2 C 0.3365(8) 0.7155(5) 0.1773(5) 0.0428(12) Uani 1 1 d . . . . .
H15 H 0.366727 0.739495 0.099098 0.051 Uiso 1 1 calc R U . . .
C3 C 0.2646(7) 0.7908(5) 0.2753(4) 0.0377(11) Uani 1 1 d . . . . .
H12 H 0.237528 0.875805 0.276137 0.045 Uiso 1 1 calc R U . . .
C4 C 0.2404(6) 0.7132(4) 0.3738(4) 0.0312(10) Uani 1 1 d . . . . .
C5 C 0.1658(7) 0.7545(4) 0.4941(4) 0.0307(10) Uani 1 1 d . . . . .
C6 C 0.0592(7) 0.7288(4) 0.7050(4) 0.0323(10) Uani 1 1 d . . . . .
C7 C 0.0175(10) 0.8667(4) 0.7206(4) 0.0445(13) Uani 1 1 d . . . . .
H7AA H -0.075387 0.906859 0.679368 0.053 Uiso 1 1 calc R U . . .
H7AB H 0.138032 0.894547 0.687137 0.053 Uiso 1 1 calc R U . . .
C8 C 0.2032(12) 0.6671(6) 0.7710(6) 0.068(2) Uani 1 1 d . . . . .
H2BA H 0.324049 0.695185 0.740822 0.082 Uiso 1 1 calc R U . . .
H2BB H 0.234383 0.579294 0.759265 0.082 Uiso 1 1 calc R U . . .
C9 C -0.1359(11) 0.6886(6) 0.7580(5) 0.0662(19) Uani 1 1 d . . . . .
H5BA H -0.227586 0.726664 0.715339 0.079 Uiso 1 1 calc R U . . .
H5BB H -0.112627 0.600667 0.750154 0.079 Uiso 1 1 calc R U . . .
C10 C -0.2253(14) 0.7248(7) 0.8881(6) 0.084(3) Uani 1 1 d . . . . .
H6BA H -0.351114 0.700787 0.919236 0.100 Uiso 1 1 calc R U . . .
C11 C -0.0917(15) 0.6612(7) 0.9523(7) 0.089(2) Uani 1 1 d . . . . .
H0CA H -0.071717 0.573697 0.943478 0.107 Uiso 1 1 calc R U . . .
H0CB H -0.149381 0.681340 1.035262 0.107 Uiso 1 1 calc R U . . .
C12 C 0.1107(16) 0.6979(7) 0.9060(7) 0.089(2) Uani 1 1 d . . . . .
H7BA H 0.199855 0.655939 0.950119 0.107 Uiso 1 1 calc R U . . .
C13 C -0.2591(12) 0.8613(7) 0.9028(6) 0.078(2) Uani 1 1 d . . . . .
H8BA H -0.312523 0.882746 0.985572 0.093 Uiso 1 1 calc R U . . .
H8BB H -0.353364 0.903427 0.863364 0.093 Uiso 1 1 calc R U . . .
C14 C -0.0673(10) 0.9008(5) 0.8514(5) 0.0539(16) Uani 1 1 d . . . . .
H1BA H -0.092000 0.989647 0.859883 0.065 Uiso 1 1 calc R U . . .
C15 C 0.0759(12) 0.8398(6) 0.9164(6) 0.071(2) Uani 1 1 d . . . . .
H4BA H 0.023940 0.864411 0.998430 0.085 Uiso 1 1 calc R U . . .
H4BB H 0.199380 0.864384 0.883200 0.085 Uiso 1 1 calc R U . . .
C16 C 0.2253(8) 0.3076(5) 0.7011(5) 0.0425(12) Uani 1 1 d . . . . .
H0BA H 0.090660 0.351042 0.737376 0.051 Uiso 1 1 calc R U . . .
H0BB H 0.310904 0.340374 0.732203 0.051 Uiso 1 1 calc R U . . .
C17 C 0.2489(8) 0.1721(5) 0.7261(5) 0.0422(12) Uani 1 1 d . . . . .
H8AA H 0.313227 0.148527 0.786625 0.051 Uiso 1 1 calc R U . . .
H8AB H 0.122210 0.150587 0.751358 0.051 Uiso 1 1 calc R U . . .
C18 C 0.3733(14) 0.1113(5) 0.6116(6) 0.075(2) Uani 1 1 d . . . . .
H9BA H 0.510778 0.089422 0.608557 0.090 Uiso 1 1 calc R U . . .
H9BB H 0.333275 0.037903 0.600562 0.090 Uiso 1 1 calc R U . . .
C19 C 0.3412(8) 0.2024(5) 0.5215(5) 0.0463(13) Uani 1 1 d . . . . .
H9AA H 0.462221 0.197589 0.457759 0.056 Uiso 1 1 calc R U . . .
H9AB H 0.242296 0.187064 0.489579 0.056 Uiso 1 1 calc R U . . .
N1 N 0.2957(6) 0.5924(3) 0.3384(3) 0.0322(9) Uani 1 1 d . . . . .
N2 N 0.1410(6) 0.6809(3) 0.5839(3) 0.0303(9) Uani 1 1 d . . . . .
O1 O 0.2773(5) 0.3210(3) 0.5754(3) 0.0412(9) Uani 1 1 d . . . . .
K1 K 0.500000 0.500000 0.500000 0.0329(4) Uani 1 2 d S . P . .
K2 K 0.000000 0.500000 0.500000 0.0310(4) Uani 1 2 d S . P . .
H2AA H 0.123(7) 0.841(5) 0.512(5) 0.032(12) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.357(6) . ?
C1 C2 1.385(7) . ?
C2 C3 1.383(7) . ?
C3 C4 1.411(7) . ?
C4 N1 1.380(6) . ?
C4 C5 1.440(6) . ?
C4 K1 3.282(4) . ?
C4 K2 3.327(5) . ?
C5 N2 1.305(6) . ?
C5 K1 3.312(4) . ?
C5 K2 3.360(4) . ?
C6 N2 1.472(5) . ?
C6 C8 1.521(7) . ?
C6 C7 1.522(6) . ?
C6 C9 1.542(8) . ?
C7 C14 1.534(7) . ?
C8 C12 1.575(9) . ?
C9 C10 1.533(8) . ?
C10 C11 1.456(11) . ?
C10 C13 1.510(10) . ?
C11 C12 1.563(14) . ?
C12 C15 1.564(9) . ?
C13 C14 1.514(10) . ?
C14 C15 1.506(8) . ?
C16 O1 1.441(6) . ?
C16 C17 1.515(7) . ?
C17 C18 1.497(9) . ?
C18 C19 1.471(8) . ?
C19 O1 1.432(6) . ?
N1 K2 2.788(4) . ?
N1 K1 2.798(3) . ?
N2 K2 2.854(3) . ?
N2 K1 2.864(4) . ?
O1 K2 2.819(3) . ?
O1 K1 2.825(4) . ?
K1 K2 3.6717(6) 1_655 ?
K1 K2 3.6717(6) . ?

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
N1 C1 C2 112.7(4) . . ?
C3 C2 C1 106.1(4) . . ?
C2 C3 C4 106.3(4) . . ?
N1 C4 C3 110.5(4) . . ?
N1 C4 C5 124.8(4) . . ?
C3 C4 C5 124.7(4) . . ?
N1 C4 K1 57.6(2) . . ?
C3 C4 K1 140.4(3) . . ?
C5 C4 K1 78.6(2) . . ?
N1 C4 K2 55.5(2) . . ?
C3 C4 K2 141.3(3) . . ?
C5 C4 K2 78.8(3) . . ?
K1 C4 K2 67.49(9) . . ?
N2 C5 C4 123.6(4) . . ?
N2 C5 K1 58.9(2) . . ?
C4 C5 K1 76.2(2) . . ?
N2 C5 K2 56.4(2) . . ?
C4 C5 K2 76.3(2) . . ?
K1 C5 K2 66.77(8) . . ?
N2 C6 C8 107.0(4) . . ?
N2 C6 C7 117.0(4) . . ?
C8 C6 C7 109.1(4) . . ?
N2 C6 C9 106.5(4) . . ?
C8 C6 C9 109.2(6) . . ?
C7 C6 C9 108.0(5) . . ?
C6 C7 C14 110.2(4) . . ?
C6 C8 C12 109.9(6) . . ?
C10 C9 C6 110.7(5) . . ?
C11 C10 C13 109.7(7) . . ?
C11 C10 C9 108.9(7) . . ?
C13 C10 C9 110.5(6) . . ?
C10 C11 C12 110.9(7) . . ?
C11 C12 C15 109.0(7) . . ?
C11 C12 C8 109.5(6) . . ?
C15 C12 C8 105.8(6) . . ?
C10 C13 C14 110.0(6) . . ?
C15 C14 C13 109.7(6) . . ?
C15 C14 C7 110.2(5) . . ?
C13 C14 C7 109.7(5) . . ?
C14 C15 C12 109.1(5) . . ?
O1 C16 C17 106.9(4) . . ?
C18 C17 C16 104.6(4) . . ?
C19 C18 C17 105.1(5) . . ?
O1 C19 C18 108.1(4) . . ?
C1 N1 C4 104.5(4) . . ?
C1 N1 K2 132.8(3) . . ?
C4 N1 K2 100.4(3) . . ?
C1 N1 K1 132.0(3) . . ?
C4 N1 K1 97.8(2) . . ?
K2 N1 K1 82.19(10) . . ?
C5 N2 C6 121.1(4) . . ?
C5 N2 K2 101.1(3) . . ?
C6 N2 K2 122.8(3) . . ?
C5 N2 K1 98.2(3) . . ?
C6 N2 K1 124.5(3) . . ?
K2 N2 K1 79.90(9) . . ?
C19 O1 C16 109.2(4) . . ?
C19 O1 K2 118.5(3) . . ?
C16 O1 K2 113.4(3) . . ?
C19 O1 K1 121.2(3) . . ?
C16 O1 K1 111.0(3) . . ?
K2 O1 K1 81.16(9) . . ?
N1 K1 N1 180.0 2_666 . ?
N1 K1 O1 91.43(10) 2_666 2_666 ?
N1 K1 O1 88.57(10) . 2_666 ?
N1 K1 O1 88.57(10) 2_666 . ?
N1 K1 O1 91.43(10) . . ?
O1 K1 O1 180.0 2_666 . ?
N1 K1 N2 62.81(11) 2_666 2_666 ?
N1 K1 N2 117.19(11) . 2_666 ?
O1 K1 N2 87.62(10) 2_666 2_666 ?
O1 K1 N2 92.38(10) . 2_666 ?
N1 K1 N2 117.19(11) 2_666 . ?
N1 K1 N2 62.81(11) . . ?
O1 K1 N2 92.38(10) 2_666 . ?
O1 K1 N2 87.62(10) . . ?
N2 K1 N2 180.00(13) 2_666 . ?
N1 K1 C4 155.39(11) 2_666 . ?
N1 K1 C4 24.61(11) . . ?
O1 K1 C4 74.17(10) 2_666 . ?
O1 K1 C4 105.83(10) . . ?
N2 K1 C4 134.25(11) 2_666 . ?
N2 K1 C4 45.75(11) . . ?
N1 K1 C4 24.61(11) 2_666 2_666 ?
N1 K1 C4 155.39(11) . 2_666 ?
O1 K1 C4 105.83(10) 2_666 2_666 ?
O1 K1 C4 74.17(10) . 2_666 ?
N2 K1 C4 45.75(11) 2_666 2_666 ?
N2 K1 C4 134.25(11) . 2_666 ?
C4 K1 C4 180.00(13) . 2_666 ?
N1 K1 C5 132.63(11) 2_666 . ?
N1 K1 C5 47.37(11) . . ?
O1 K1 C5 76.22(10) 2_666 . ?
O1 K1 C5 103.78(10) . . ?
N2 K1 C5 157.04(12) 2_666 . ?
N2 K1 C5 22.96(12) . . ?
C4 K1 C5 25.22(11) . . ?
C4 K1 C5 154.78(11) 2_666 . ?
N1 K1 C5 47.37(11) 2_666 2_666 ?
N1 K1 C5 132.63(11) . 2_666 ?
O1 K1 C5 103.78(10) 2_666 2_666 ?
O1 K1 C5 76.22(10) . 2_666 ?
N2 K1 C5 22.96(12) 2_666 2_666 ?
N2 K1 C5 157.04(12) . 2_666 ?
C4 K1 C5 154.78(11) . 2_666 ?
C4 K1 C5 25.22(11) 2_666 2_666 ?
C5 K1 C5 180.0 . 2_666 ?
N1 K1 K2 48.79(8) 2_666 1_655 ?
N1 K1 K2 131.21(8) . 1_655 ?
O1 K1 K2 49.36(7) 2_666 1_655 ?
O1 K1 K2 130.64(7) . 1_655 ?
N2 K1 K2 49.93(7) 2_666 1_655 ?
N2 K1 K2 130.08(7) . 1_655 ?
C4 K1 K2 123.16(8) . 1_655 ?
C4 K1 K2 56.84(8) 2_666 1_655 ?
C5 K1 K2 122.77(7) . 1_655 ?
C5 K1 K2 57.23(8) 2_666 1_655 ?
N1 K1 K2 131.21(8) 2_666 . ?
N1 K1 K2 48.79(8) . . ?
O1 K1 K2 130.64(7) 2_666 . ?
O1 K1 K2 49.36(7) . . ?
N2 K1 K2 130.07(7) 2_666 . ?
N2 K1 K2 49.92(7) . . ?
C4 K1 K2 56.84(8) . . ?
C4 K1 K2 123.16(8) 2_666 . ?
C5 K1 K2 57.23(7) . . ?
C5 K1 K2 122.77(7) 2_666 . ?
K2 K1 K2 180.0 1_655 . ?
N1 K2 N1 180.0 2_566 . ?
N1 K2 O1 91.74(11) 2_566 2_566 ?
N1 K2 O1 88.26(11) . 2_566 ?
N1 K2 O1 88.26(11) 2_566 . ?
N1 K2 O1 91.74(11) . . ?
O1 K2 O1 180.0 2_566 . ?
N1 K2 N2 116.94(11) 2_566 . ?
N1 K2 N2 63.06(11) . . ?
O1 K2 N2 92.07(10) 2_566 . ?
O1 K2 N2 87.93(10) . . ?
N1 K2 N2 63.06(11) 2_566 2_566 ?
N1 K2 N2 116.94(11) . 2_566 ?
O1 K2 N2 87.93(10) 2_566 2_566 ?
O1 K2 N2 92.07(10) . 2_566 ?
N2 K2 N2 180.00(13) . 2_566 ?
N1 K2 C4 155.93(11) 2_566 . ?
N1 K2 C4 24.07(11) . . ?
O1 K2 C4 75.20(10) 2_566 . ?
O1 K2 C4 104.80(10) . . ?
N2 K2 C4 45.31(11) . . ?
N2 K2 C4 134.69(11) 2_566 . ?
N1 K2 C4 24.07(11) 2_566 2_566 ?
N1 K2 C4 155.93(11) . 2_566 ?
O1 K2 C4 104.80(10) 2_566 2_566 ?
O1 K2 C4 75.20(10) . 2_566 ?
N2 K2 C4 134.69(11) . 2_566 ?
N2 K2 C4 45.31(11) 2_566 2_566 ?
C4 K2 C4 180.0 . 2_566 ?
N1 K2 C5 133.16(11) 2_566 . ?
N1 K2 C5 46.84(11) . . ?
O1 K2 C5 77.28(10) 2_566 . ?
O1 K2 C5 102.72(10) . . ?
N2 K2 C5 22.41(11) . . ?
N2 K2 C5 157.59(11) 2_566 . ?
C4 K2 C5 24.86(11) . . ?
C4 K2 C5 155.14(11) 2_566 . ?
N1 K2 C5 46.84(11) 2_566 2_566 ?
N1 K2 C5 133.16(11) . 2_566 ?
O1 K2 C5 102.72(10) 2_566 2_566 ?
O1 K2 C5 77.28(10) . 2_566 ?
N2 K2 C5 157.59(11) . 2_566 ?
N2 K2 C5 22.41(11) 2_566 2_566 ?
C4 K2 C5 155.14(11) . 2_566 ?
C4 K2 C5 24.86(11) 2_566 2_566 ?
C5 K2 C5 180.0 . 2_566 ?
N1 K2 K1 49.01(7) 2_566 1_455 ?
N1 K2 K1 130.99(7) . 1_455 ?
O1 K2 K1 49.48(7) 2_566 1_455 ?
O1 K2 K1 130.52(7) . 1_455 ?
N2 K2 K1 129.82(8) . 1_455 ?
N2 K2 K1 50.18(8) 2_566 1_455 ?
C4 K2 K1 124.32(7) . 1_455 ?
C4 K2 K1 55.68(7) 2_566 1_455 ?
C5 K2 K1 124.00(7) . 1_455 ?
C5 K2 K1 56.00(7) 2_566 1_455 ?
N1 K2 K1 130.99(7) 2_566 . ?
N1 K2 K1 49.01(7) . . ?
O1 K2 K1 130.52(7) 2_566 . ?
O1 K2 K1 49.48(7) . . ?
N2 K2 K1 50.18(8) . . ?
N2 K2 K1 129.82(8) 2_566 . ?
C4 K2 K1 55.68(7) . . ?
C4 K2 K1 124.32(7) 2_566 . ?
C5 K2 K1 56.00(7) . . ?
C5 K2 K1 124.00(7) 2_566 . ?
K1 K2 K1 180.0 1_455 . ?

_refine_diff_density_max         0.683
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.073

