# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_JC1_L3
_database_code_depnum_ccdc_archive 'CCDC 1921624'
loop_
_audit_author_name
_audit_author_address
'Carlo Castellano'
;University of Milan
Italy
;
_audit_update_record             
;
2019-06-07 deposited with the CCDC.	2020-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H34 N4 O5'
_chemical_formula_weight         506.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   9.2923(19)
_cell_length_b                   16.814(3)
_cell_length_c                   9.4272(19)
_cell_angle_alpha                90
_cell_angle_beta                 114.86(3)
_cell_angle_gamma                90
_cell_volume                     1336.4(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    9975
_cell_measurement_theta_min      2.381
_cell_measurement_theta_max      31.675

_exptl_crystal_description       prism
_exptl_crystal_colour            blu
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_F_000             540
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.681
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14015
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.381
_diffrn_reflns_theta_max         31.674
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             7970
_reflns_number_gt                7235
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.853
_reflns_Friedel_fraction_max     0.839
_reflns_Friedel_fraction_full    0.988

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        SAINT
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0553P)²+0.3617P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3009 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.7(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7970
_refine_ls_number_parameters     394
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1274
_refine_ls_wR_factor_gt          0.1192
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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
N2 N -0.1424(2) 0.78777(12) 0.1356(2) 0.0324(4) Uani 1 1 d . . . . .
O3 O -0.2972(3) 0.83661(13) -0.3361(2) 0.0548(5) Uani 1 1 d . . . . .
N1 N 0.0411(2) 0.93329(11) 0.1786(2) 0.0309(4) Uani 1 1 d . . . . .
O4 O 0.3875(2) 0.77667(13) 0.1740(3) 0.0521(5) Uani 1 1 d . . . . .
C2 C -0.1305(2) 0.87590(13) -0.0786(2) 0.0293(4) Uani 1 1 d . . . . .
O1 O 0.0494(2) 0.81944(15) -0.1744(2) 0.0500(5) Uani 1 1 d . . . . .
C4 C 0.1701(2) 0.87921(13) 0.1950(3) 0.0308(4) Uani 1 1 d . . . . .
H8A H 0.228748 0.865697 0.304510 0.037 Uiso 1 1 calc R U . . .
H8B H 0.242265 0.905992 0.160591 0.037 Uiso 1 1 calc R U . . .
C1 C 0.0119(3) 0.82773(13) -0.0682(3) 0.0309(4) Uani 1 1 d . . . . .
C5 C 0.1094(2) 0.80168(12) 0.0990(2) 0.0270(4) Uani 1 1 d . . . . .
C19 C -0.3651(3) 0.87574(15) -0.0109(3) 0.0349(4) Uani 1 1 d . . . . .
C12 C 0.0956(3) 1.00717(14) 0.2730(3) 0.0369(5) Uani 1 1 d . . . . .
C6 C 0.0029(2) 0.74702(12) 0.1498(3) 0.0287(4) Uani 1 1 d . . . . .
H13 H -0.028189 0.700659 0.080396 0.034 Uiso 1 1 calc R U . . .
C24 C 0.0951(3) 0.71760(13) 0.3156(3) 0.0326(4) Uani 1 1 d . . . . .
C7 C -0.2332(2) 0.82467(13) -0.0175(3) 0.0307(4) Uani 1 1 d . . . . .
H015 H -0.282508 0.781960 -0.093235 0.037 Uiso 1 1 calc R U . . .
N3 N -0.6089(3) 0.97345(19) -0.0084(4) 0.0629(8) Uani 1 1 d . . . . .
C28 C 0.1047(3) 0.76031(16) 0.4453(3) 0.0423(5) Uani 1 1 d . . . . .
O2 O -0.2510(4) 0.96565(16) -0.2947(3) 0.0811(9) Uani 1 1 d . . . . .
C25 C 0.1736(4) 0.64525(18) 0.3438(3) 0.0483(6) Uani 1 1 d . . . . .
H019 H 0.168804 0.613571 0.261054 0.058 Uiso 1 1 calc R U . . .
C3 C -0.0560(3) 0.95213(13) 0.0165(3) 0.0334(4) Uani 1 1 d . . . . .
H3A H 0.008502 0.978363 -0.028032 0.040 Uiso 1 1 calc R U . . .
H3B H -0.139581 0.988488 0.009912 0.040 Uiso 1 1 calc R U . . .
C17 C 0.1444(5) 0.99100(18) 0.4453(4) 0.0521(7) Uani 1 1 d . . . . .
C27 C 0.1907(4) 0.7300(2) 0.5929(3) 0.0553(7) Uani 1 1 d . . . . .
H022 H 0.194309 0.759222 0.678097 0.066 Uiso 1 1 calc R U . . .
N4 N 0.2693(4) 0.6609(2) 0.6208(3) 0.0668(8) Uani 1 1 d . . . . .
C9 C -0.2314(3) 0.89955(16) -0.2480(3) 0.0415(5) Uani 1 1 d . . . . .
C23 C -0.5143(3) 0.8757(2) -0.1341(3) 0.0482(6) Uani 1 1 d . . . . .
H025 H -0.536257 0.843273 -0.220718 0.058 Uiso 1 1 calc R U . . .
C20 C -0.3414(3) 0.92468(17) 0.1151(4) 0.0434(5) Uani 1 1 d . . . . .
C10 C 0.3379(4) 0.64007(19) 0.0196(4) 0.0534(7) Uani 1 1 d . . . . .
H02A H 0.393063 0.670709 -0.027904 0.064 Uiso 1 1 calc R U . . .
H02B H 0.294786 0.593058 -0.041297 0.064 Uiso 1 1 calc R U . . .
H02C H 0.410389 0.625191 0.123576 0.064 Uiso 1 1 calc R U . . .
C18 C -0.2463(3) 0.72925(18) 0.1626(4) 0.0499(7) Uani 1 1 d . . . . .
H02D H -0.274245 0.688252 0.084714 0.060 Uiso 1 1 calc R U . . .
H02E H -0.340840 0.755262 0.156219 0.060 Uiso 1 1 calc R U . . .
H02F H -0.191607 0.706107 0.264487 0.060 Uiso 1 1 calc R U . . .
C22 C -0.6307(4) 0.9251(2) -0.1260(5) 0.0605(9) Uani 1 1 d . . . . .
C14 C 0.2649(6) 1.1312(2) 0.3439(5) 0.0714(11) Uani 1 1 d . . . . .
C16 C 0.1851(5) 1.0689(2) 0.5396(5) 0.0631(9) Uani 1 1 d . . . . .
C21 C -0.4651(4) 0.9727(2) 0.1101(4) 0.0548(7) Uani 1 1 d . . . . .
C26 C 0.2591(5) 0.6207(2) 0.4965(4) 0.0661(10) Uani 1 1 d . . . . .
H034 H 0.313163 0.572644 0.512836 0.079 Uiso 1 1 calc R U . . .
C15 C 0.3121(6) 1.1146(3) 0.5157(5) 0.0747(11) Uani 1 1 d . . . . .
C13 C 0.2243(5) 1.05383(19) 0.2487(4) 0.0544(8) Uani 1 1 d . . . . .
C11 C -0.3910(6) 0.8505(3) -0.4999(4) 0.0914(15) Uani 1 1 d . . . . .
H03A H -0.469616 0.890304 -0.512661 0.110 Uiso 1 1 calc R U . . .
H03B H -0.442373 0.802029 -0.549028 0.110 Uiso 1 1 calc R U . . .
H03C H -0.323579 0.868582 -0.547503 0.110 Uiso 1 1 calc R U . . .
O5 O 0.2107(2) 0.68714(11) 0.0263(2) 0.0431(4) Uani 1 1 d . . . . .
C8 C 0.2536(2) 0.75476(13) 0.1065(3) 0.0319(4) Uani 1 1 d . . . . .
H1 H 0.051(4) 0.809(2) 0.429(3) 0.038(7) Uiso 1 1 d . . . . .
H10 H -0.242(4) 0.9259(19) 0.203(4) 0.042(8) Uiso 1 1 d . . . . .
H11 H -0.450(4) 1.008(2) 0.202(4) 0.056(10) Uiso 1 1 d . . . . .
H12 H -0.736(5) 0.924(2) -0.217(5) 0.068(11) Uiso 1 1 d . . . . .
H12A H 0.001(4) 1.042(2) 0.242(4) 0.045(8) Uiso 1 1 d . . . . .
H17A H 0.247(5) 0.957(3) 0.490(5) 0.069(11) Uiso 1 1 d . . . . .
H16A H 0.099(4) 1.102(2) 0.497(4) 0.050(9) Uiso 1 1 d . . . . .
H17B H 0.050(5) 0.963(3) 0.458(5) 0.069(11) Uiso 1 1 d . . . . .
H13B H 0.188(5) 1.063(3) 0.134(6) 0.081(13) Uiso 1 1 d . . . . .
H14B H 0.343(6) 1.162(3) 0.318(5) 0.079(13) Uiso 1 1 d . . . . .
H13A H 0.322(6) 1.019(3) 0.289(6) 0.095(16) Uiso 1 1 d . . . . .
H14A H 0.157(5) 1.163(3) 0.309(5) 0.074(13) Uiso 1 1 d . . . . .
H16B H 0.218(6) 1.057(3) 0.654(6) 0.083(14) Uiso 1 1 d . . . . .
H15A H 0.419(6) 1.080(3) 0.554(6) 0.085(14) Uiso 1 1 d . . . . .
H15B H 0.335(6) 1.165(3) 0.579(6) 0.094(15) 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
N2 C7 1.469(3) . ?
N2 C6 1.469(3) . ?
N2 C18 1.474(3) . ?
O3 C9 1.326(3) . ?
O3 C11 1.438(4) . ?
N1 C3 1.446(3) . ?
N1 C4 1.460(3) . ?
N1 C12 1.487(3) . ?
O4 C8 1.193(3) . ?
C2 C1 1.519(3) . ?
C2 C9 1.525(3) . ?
C2 C3 1.551(3) . ?
C2 C7 1.564(3) . ?
O1 C1 1.199(3) . ?
C4 C5 1.552(3) . ?
C4 H8A 0.9700 . ?
C4 H8B 0.9700 . ?
C1 C5 1.515(3) . ?
C5 C8 1.531(3) . ?
C5 C6 1.566(3) . ?
C19 C20 1.384(4) . ?
C19 C23 1.385(3) . ?
C19 C7 1.519(3) . ?
C12 C17 1.517(4) . ?
C12 C13 1.526(4) . ?
C12 H12A 0.99(3) . ?
C6 C24 1.515(3) . ?
C6 H13 0.9800 . ?
C24 C25 1.385(3) . ?
C24 C28 1.388(3) . ?
C7 H015 0.9800 . ?
N3 C22 1.319(5) . ?
N3 C21 1.333(5) . ?
C28 C27 1.378(4) . ?
C28 H1 0.94(3) . ?
O2 C9 1.181(4) . ?
C25 C26 1.383(4) . ?
C25 H019 0.9300 . ?
C3 H02A 0.9700 . ?
C3 H02B 0.9700 . ?
C17 C16 1.538(4) . ?
C17 H17A 1.04(4) . ?
C17 H17B 1.05(4) . ?
C27 N4 1.338(5) . ?
C27 H022 0.9300 . ?
N4 C26 1.321(5) . ?
C23 C22 1.392(4) . ?
C23 H025 0.9300 . ?
C20 C21 1.389(4) . ?
C20 H10 0.95(3) . ?
C10 O5 1.446(3) . ?
C10 H02A 0.9600 . ?
C10 H02B 0.9600 . ?
C10 H02C 0.9600 . ?
C18 H02D 0.9600 . ?
C18 H02E 0.9600 . ?
C18 H02F 0.9600 . ?
C22 H12 0.99(4) . ?
C14 C15 1.516(6) . ?
C14 C13 1.535(4) . ?
C14 H14B 1.00(5) . ?
C14 H14A 1.06(5) . ?
C16 C15 1.503(6) . ?
C16 H16A 0.91(4) . ?
C16 H16B 1.01(5) . ?
C21 H11 1.00(4) . ?
C26 H034 0.9300 . ?
C15 H15A 1.07(5) . ?
C15 H15B 1.00(5) . ?
C13 H13B 1.00(5) . ?
C13 H13A 1.01(6) . ?
C11 H03A 0.9600 . ?
C11 H03B 0.9600 . ?
C11 H03C 0.9600 . ?
O5 C8 1.330(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N2 C6 114.35(17) . . ?
C7 N2 C18 107.73(18) . . ?
C6 N2 C18 108.46(18) . . ?
C9 O3 C11 117.1(3) . . ?
C3 N1 C4 111.60(17) . . ?
C3 N1 C12 110.69(18) . . ?
C4 N1 C12 113.52(18) . . ?
C1 C2 C9 110.00(18) . . ?
C1 C2 C3 103.76(17) . . ?
C9 C2 C3 108.56(19) . . ?
C1 C2 C7 109.39(17) . . ?
C9 C2 C7 109.14(18) . . ?
C3 C2 C7 115.82(18) . . ?
N1 C4 C5 112.36(16) . . ?
N1 C4 H8A 109.1 . . ?
C5 C4 H8A 109.1 . . ?
N1 C4 H8B 109.1 . . ?
C5 C4 H8B 109.1 . . ?
H8A C4 H8B 107.9 . . ?
O1 C1 C5 125.3(2) . . ?
O1 C1 C2 124.0(2) . . ?
C5 C1 C2 110.20(17) . . ?
C1 C5 C8 109.02(17) . . ?
C1 C5 C4 106.00(17) . . ?
C8 C5 C4 108.03(16) . . ?
C1 C5 C6 108.02(16) . . ?
C8 C5 C6 109.70(17) . . ?
C4 C5 C6 115.86(16) . . ?
C20 C19 C23 117.5(2) . . ?
C20 C19 C7 122.1(2) . . ?
C23 C19 C7 120.4(2) . . ?
N1 C12 C17 111.4(2) . . ?
N1 C12 C13 115.5(2) . . ?
C17 C12 C13 110.6(3) . . ?
N1 C12 H12A 107(2) . . ?
C17 C12 H12A 104.5(19) . . ?
C13 C12 H12A 107.4(19) . . ?
N2 C6 C24 110.23(17) . . ?
N2 C6 C5 111.92(16) . . ?
C24 C6 C5 110.54(17) . . ?
N2 C6 H13 108.0 . . ?
C24 C6 H13 108.0 . . ?
C5 C6 H13 108.0 . . ?
C25 C24 C28 116.9(2) . . ?
C25 C24 C6 120.6(2) . . ?
C28 C24 C6 122.6(2) . . ?
N2 C7 C19 109.77(18) . . ?
N2 C7 C2 114.07(17) . . ?
C19 C7 C2 109.36(17) . . ?
N2 C7 H015 107.8 . . ?
C19 C7 H015 107.8 . . ?
C2 C7 H015 107.8 . . ?
C22 N3 C21 116.3(3) . . ?
C27 C28 C24 119.5(2) . . ?
C27 C28 H1 122.3(18) . . ?
C24 C28 H1 118.2(18) . . ?
C26 C25 C24 119.1(3) . . ?
C26 C25 H019 120.4 . . ?
C24 C25 H019 120.4 . . ?
N1 C3 C2 111.03(18) . . ?
N1 C3 H02A 109.4 . . ?
C2 C3 H02A 109.4 . . ?
N1 C3 H02B 109.4 . . ?
C2 C3 H02B 109.4 . . ?
H02A C3 H02B 108.0 . . ?
C12 C17 C16 110.9(3) . . ?
C12 C17 H17A 110(2) . . ?
C16 C17 H17A 106(2) . . ?
C12 C17 H17B 109(2) . . ?
C16 C17 H17B 109(2) . . ?
H17A C17 H17B 112(3) . . ?
N4 C27 C28 123.8(3) . . ?
N4 C27 H022 118.1 . . ?
C28 C27 H022 118.1 . . ?
C26 N4 C27 116.1(3) . . ?
O2 C9 O3 124.0(3) . . ?
O2 C9 C2 124.5(3) . . ?
O3 C9 C2 111.5(2) . . ?
C19 C23 C22 118.7(3) . . ?
C19 C23 H025 120.6 . . ?
C22 C23 H025 120.6 . . ?
C19 C20 C21 119.0(3) . . ?
C19 C20 H10 121(2) . . ?
C21 C20 H10 120(2) . . ?
O5 C10 H02A 109.5 . . ?
O5 C10 H02B 109.5 . . ?
H02A C10 H02B 109.5 . . ?
O5 C10 H02C 109.5 . . ?
H02A C10 H02C 109.5 . . ?
H02B C10 H02C 109.5 . . ?
N2 C18 H02D 109.5 . . ?
N2 C18 H02E 109.5 . . ?
H02D C18 H02E 109.5 . . ?
N2 C18 H02F 109.5 . . ?
H02D C18 H02F 109.5 . . ?
H02E C18 H02F 109.5 . . ?
N3 C22 C23 124.4(3) . . ?
N3 C22 H12 120(2) . . ?
C23 C22 H12 116(2) . . ?
C15 C14 C13 111.0(3) . . ?
C15 C14 H14B 116(3) . . ?
C13 C14 H14B 109(3) . . ?
C15 C14 H14A 103(2) . . ?
C13 C14 H14A 106(3) . . ?
H14B C14 H14A 111(4) . . ?
C15 C16 C17 111.5(3) . . ?
C15 C16 H16A 103(2) . . ?
C17 C16 H16A 108(2) . . ?
C15 C16 H16B 111(3) . . ?
C17 C16 H16B 110(3) . . ?
H16A C16 H16B 114(4) . . ?
N3 C21 C20 123.9(3) . . ?
N3 C21 H11 116(2) . . ?
C20 C21 H11 120(2) . . ?
N4 C26 C25 124.5(3) . . ?
N4 C26 H034 117.7 . . ?
C25 C26 H034 117.7 . . ?
C16 C15 C14 111.2(3) . . ?
C16 C15 H15A 110(3) . . ?
C14 C15 H15A 106(3) . . ?
C16 C15 H15B 109(3) . . ?
C14 C15 H15B 112(3) . . ?
H15A C15 H15B 109(4) . . ?
C12 C13 C14 111.3(3) . . ?
C12 C13 H13B 108(3) . . ?
C14 C13 H13B 113(3) . . ?
C12 C13 H13A 107(3) . . ?
C14 C13 H13A 108(3) . . ?
H13B C13 H13A 110(4) . . ?
O3 C11 H03A 109.5 . . ?
O3 C11 H03B 109.5 . . ?
H03A C11 H03B 109.5 . . ?
O3 C11 H03C 109.5 . . ?
H03A C11 H03C 109.5 . . ?
H03B C11 H03C 109.5 . . ?
C8 O5 C10 115.9(2) . . ?
O4 C8 O5 124.3(2) . . ?
O4 C8 C5 124.2(2) . . ?
O5 C8 C5 111.53(18) . . ?

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
C3 N1 C4 C5 -55.7(2) . . . . ?
C12 N1 C4 C5 178.40(18) . . . . ?
C9 C2 C1 O1 9.4(3) . . . . ?
C3 C2 C1 O1 -106.6(3) . . . . ?
C7 C2 C1 O1 129.3(2) . . . . ?
C9 C2 C1 C5 -178.06(18) . . . . ?
C3 C2 C1 C5 66.0(2) . . . . ?
C7 C2 C1 C5 -58.2(2) . . . . ?
O1 C1 C5 C8 -6.5(3) . . . . ?
C2 C1 C5 C8 -178.89(16) . . . . ?
O1 C1 C5 C4 109.6(3) . . . . ?
C2 C1 C5 C4 -62.8(2) . . . . ?
O1 C1 C5 C6 -125.6(2) . . . . ?
C2 C1 C5 C6 62.0(2) . . . . ?
N1 C4 C5 C1 55.7(2) . . . . ?
N1 C4 C5 C8 172.48(18) . . . . ?
N1 C4 C5 C6 -64.0(2) . . . . ?
C3 N1 C12 C17 159.4(2) . . . . ?
C4 N1 C12 C17 -74.2(3) . . . . ?
C3 N1 C12 C13 -73.3(3) . . . . ?
C4 N1 C12 C13 53.2(3) . . . . ?
C7 N2 C6 C24 174.89(18) . . . . ?
C18 N2 C6 C24 -64.9(2) . . . . ?
C7 N2 C6 C5 51.4(2) . . . . ?
C18 N2 C6 C5 171.7(2) . . . . ?
C1 C5 C6 N2 -57.8(2) . . . . ?
C8 C5 C6 N2 -176.55(17) . . . . ?
C4 C5 C6 N2 60.8(2) . . . . ?
C1 C5 C6 C24 178.88(17) . . . . ?
C8 C5 C6 C24 60.2(2) . . . . ?
C4 C5 C6 C24 -62.4(2) . . . . ?
N2 C6 C24 C25 142.5(2) . . . . ?
C5 C6 C24 C25 -93.3(3) . . . . ?
N2 C6 C24 C28 -37.0(3) . . . . ?
C5 C6 C24 C28 87.3(3) . . . . ?
C6 N2 C7 C19 -171.05(17) . . . . ?
C18 N2 C7 C19 68.3(2) . . . . ?
C6 N2 C7 C2 -47.9(2) . . . . ?
C18 N2 C7 C2 -168.6(2) . . . . ?
C20 C19 C7 N2 42.2(3) . . . . ?
C23 C19 C7 N2 -139.0(2) . . . . ?
C20 C19 C7 C2 -83.6(3) . . . . ?
C23 C19 C7 C2 95.2(3) . . . . ?
C1 C2 C7 N2 50.4(2) . . . . ?
C9 C2 C7 N2 170.78(19) . . . . ?
C3 C2 C7 N2 -66.4(2) . . . . ?
C1 C2 C7 C19 173.72(17) . . . . ?
C9 C2 C7 C19 -65.9(2) . . . . ?
C3 C2 C7 C19 57.0(2) . . . . ?
C25 C24 C28 C27 0.5(4) . . . . ?
C6 C24 C28 C27 180.0(3) . . . . ?
C28 C24 C25 C26 -1.7(5) . . . . ?
C6 C24 C25 C26 178.8(3) . . . . ?
C4 N1 C3 C2 59.7(2) . . . . ?
C12 N1 C3 C2 -172.85(18) . . . . ?
C1 C2 C3 N1 -63.1(2) . . . . ?
C9 C2 C3 N1 179.92(18) . . . . ?
C7 C2 C3 N1 56.8(2) . . . . ?
N1 C12 C17 C16 -174.5(3) . . . . ?
C13 C12 C17 C16 55.6(4) . . . . ?
C24 C28 C27 N4 0.8(5) . . . . ?
C28 C27 N4 C26 -0.9(6) . . . . ?
C11 O3 C9 O2 3.5(5) . . . . ?
C11 O3 C9 C2 -177.8(3) . . . . ?
C1 C2 C9 O2 -114.9(3) . . . . ?
C3 C2 C9 O2 -2.0(4) . . . . ?
C7 C2 C9 O2 125.1(3) . . . . ?
C1 C2 C9 O3 66.4(3) . . . . ?
C3 C2 C9 O3 179.3(2) . . . . ?
C7 C2 C9 O3 -53.6(3) . . . . ?
C20 C19 C23 C22 0.9(4) . . . . ?
C7 C19 C23 C22 -178.0(3) . . . . ?
C23 C19 C20 C21 -1.9(4) . . . . ?
C7 C19 C20 C21 176.9(2) . . . . ?
C21 N3 C22 C23 -1.1(5) . . . . ?
C19 C23 C22 N3 0.7(5) . . . . ?
C12 C17 C16 C15 -56.2(5) . . . . ?
C22 N3 C21 C20 -0.1(5) . . . . ?
C19 C20 C21 N3 1.7(5) . . . . ?
C27 N4 C26 C25 -0.3(7) . . . . ?
C24 C25 C26 N4 1.7(6) . . . . ?
C17 C16 C15 C14 56.1(5) . . . . ?
C13 C14 C15 C16 -55.7(5) . . . . ?
N1 C12 C13 C14 176.7(3) . . . . ?
C17 C12 C13 C14 -55.7(4) . . . . ?
C15 C14 C13 C12 55.6(5) . . . . ?
C10 O5 C8 O4 -2.0(4) . . . . ?
C10 O5 C8 C5 177.1(2) . . . . ?
C1 C5 C8 O4 113.9(3) . . . . ?
C4 C5 C8 O4 -0.9(3) . . . . ?
C6 C5 C8 O4 -128.0(3) . . . . ?
C1 C5 C8 O5 -65.2(2) . . . . ?
C4 C5 C8 O5 -179.98(19) . . . . ?
C6 C5 C8 O5 52.9(2) . . . . ?

_refine_diff_density_max         0.269
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_JC3_L2
_database_code_depnum_ccdc_archive 'CCDC 1921625'
loop_
_audit_author_name
_audit_author_address
'Carlo Castellano'
;University of Milan
Italy
;
_audit_update_record             
;
2019-06-07 deposited with the CCDC.	2020-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H30 N4 O5'
_chemical_formula_weight         466.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   14.548(3)
_cell_length_b                   11.382(2)
_cell_length_c                   14.751(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.41(3)
_cell_angle_gamma                90
_cell_volume                     2375.8(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    9854
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      31.35

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.699
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24216
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.439
_diffrn_reflns_theta_max         31.529
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7403
_reflns_number_gt                5771
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        SAINT
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0701P)²+1.0163P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7403
_refine_ls_number_parameters     427
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.1638
_refine_ls_wR_factor_gt          0.1473
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
C1 C 0.64753(9) -0.03827(11) 1.13513(9) 0.0299(2) Uani 1 1 d . . . . .
C2 C 0.65548(9) 0.08840(11) 1.10525(9) 0.0289(2) Uani 1 1 d . . . . .
C3 C 0.74065(10) 0.14051(13) 1.17646(9) 0.0344(3) Uani 1 1 d . . . . .
C4 C 0.81731(10) -0.04624(13) 1.19957(10) 0.0362(3) Uani 1 1 d . . . . .
C5 C 0.73554(9) -0.10590(11) 1.12832(9) 0.0293(2) Uani 1 1 d . . . . .
C6 C 0.74264(9) -0.10529(11) 1.02378(9) 0.0272(2) Uani 1 1 d . . . . .
C7 C 0.66334(9) 0.08836(10) 1.00113(8) 0.0271(2) Uani 1 1 d . . . . .
C8 C 0.72831(11) -0.23261(13) 1.16100(10) 0.0385(3) Uani 1 1 d . . . . .
C9 C 0.56348(10) 0.15253(12) 1.10723(10) 0.0358(3) Uani 1 1 d . . . . .
C10 C 0.6575(2) -0.41736(17) 1.12407(18) 0.0660(6) Uani 1 1 d . . . . .
C11 C 0.4915(2) 0.3051(3) 1.1717(2) 0.0799(8) Uani 1 1 d . . . . .
C12 C 0.90618(12) 0.13056(16) 1.25224(12) 0.0473(4) Uani 1 1 d . . . . .
C13 C 0.99878(17) 0.0673(3) 1.2609(3) 0.0917(10) Uani 1 1 d . . . . .
C14 C 0.91947(19) 0.2597(2) 1.23226(19) 0.0727(7) Uani 1 1 d . . . . .
C18 C 0.73119(14) 0.00474(15) 0.88379(10) 0.0430(3) Uani 1 1 d . . . . .
C19 C 0.67565(9) 0.21348(11) 0.97012(9) 0.0310(3) Uani 1 1 d . . . . .
C20 C 0.59983(12) 0.27783(14) 0.92036(12) 0.0426(3) Uani 1 1 d . . . . .
C21 C 0.61540(15) 0.39192(16) 0.89454(15) 0.0553(4) Uani 1 1 d . . . . .
C22 C 0.77050(14) 0.38264(15) 0.96327(14) 0.0510(4) Uani 1 1 d . . . . .
C23 C 0.76357(11) 0.26762(13) 0.99089(11) 0.0390(3) Uani 1 1 d . . . . .
C24 C 0.83158(9) -0.16827(11) 1.01300(9) 0.0300(2) Uani 1 1 d . . . . .
C25 C 0.82844(11) -0.28164(13) 0.97853(12) 0.0400(3) Uani 1 1 d . . . . .
C26 C 0.91176(13) -0.33450(15) 0.96942(14) 0.0511(4) Uani 1 1 d . . . . .
C27 C 0.99820(11) -0.17411(16) 1.02501(14) 0.0487(4) Uani 1 1 d . . . . .
C28 C 0.91921(10) -0.11332(14) 1.03575(11) 0.0395(3) Uani 1 1 d . . . . .
N1 N 0.82914(8) 0.07767(11) 1.17898(8) 0.0347(2) Uani 1 1 d . . . . .
N2 N 0.74113(8) 0.01445(9) 0.98519(7) 0.0288(2) Uani 1 1 d . . . . .
N3 N 0.69841(13) 0.44600(13) 0.91576(12) 0.0587(4) Uani 1 1 d . . . . .
N4 N 0.99629(11) -0.28365(14) 0.99251(12) 0.0532(4) Uani 1 1 d . . . . .
O1 O 0.58493(8) -0.07627(10) 1.16759(9) 0.0464(3) Uani 1 1 d . . . . .
O2 O 0.48873(8) 0.12803(12) 1.05760(11) 0.0554(3) Uani 1 1 d . . . . .
O3 O 0.57632(9) 0.24048(12) 1.16814(9) 0.0562(3) Uani 1 1 d . . . . .
O4 O 0.77291(13) -0.27080(13) 1.23275(11) 0.0783(5) Uani 1 1 d . . . . .
O5 O 0.66660(9) -0.29585(10) 1.09965(8) 0.0476(3) Uani 1 1 d . . . . .
H6 H 0.6880(11) -0.1492(14) 0.9894(11) 0.027(4) Uiso 1 1 d . . . . .
H7 H 0.6017(11) 0.0606(14) 0.9655(11) 0.027(4) Uiso 1 1 d . . . . .
H20 H 0.5371(14) 0.2440(18) 0.9028(14) 0.052(5) Uiso 1 1 d . . . . .
H21 H 0.5637(18) 0.437(2) 0.8578(18) 0.078(7) Uiso 1 1 d . . . . .
H22 H 0.8337(16) 0.421(2) 0.9814(16) 0.064(6) Uiso 1 1 d . . . . .
H23 H 0.8179(13) 0.2264(17) 1.0245(13) 0.044(5) Uiso 1 1 d . . . . .
H25 H 0.7682(14) -0.3210(18) 0.9590(14) 0.050(5) Uiso 1 1 d . . . . .
H26 H 0.9093(17) -0.410(2) 0.9411(17) 0.070(7) Uiso 1 1 d . . . . .
H27 H 1.0605(16) -0.136(2) 1.0445(16) 0.066(6) Uiso 1 1 d . . . . .
H28 H 0.9250(13) -0.0341(17) 1.0585(13) 0.043(5) Uiso 1 1 d . . . . .
H31 H 0.7475(12) 0.2226(16) 1.1590(12) 0.036(4) Uiso 1 1 d . . . . .
H32 H 0.7238(13) 0.1374(16) 1.2377(13) 0.044(5) Uiso 1 1 d . . . . .
H41 H 0.8738(13) -0.0908(16) 1.1988(13) 0.044(5) Uiso 1 1 d . . . . .
H42 H 0.8031(12) -0.0578(16) 1.2615(13) 0.041(4) Uiso 1 1 d . . . . .
H181 H 0.6698(17) -0.031(2) 0.8536(17) 0.068(6) Uiso 1 1 d . . . . .
H182 H 0.7317(15) 0.0790(19) 0.8553(15) 0.057(6) Uiso 1 1 d . . . . .
H183 H 0.7820(15) -0.042(2) 0.8693(15) 0.058(6) Uiso 1 1 d . . . . .
H200 H 0.8875(14) 0.1239(19) 1.3145(15) 0.057(6) Uiso 1 1 d . . . . .
H100 H 0.612(2) -0.450(3) 1.070(2) 0.102(10) Uiso 1 1 d . . . . .
H101 H 0.635(2) -0.422(3) 1.182(2) 0.097(9) Uiso 1 1 d . . . . .
H110 H 0.449(2) 0.253(3) 1.188(2) 0.091(10) Uiso 1 1 d . . . . .
H112 H 0.514(2) 0.365(3) 1.218(2) 0.104(10) Uiso 1 1 d . . . . .
H111 H 0.459(2) 0.335(3) 1.111(2) 0.095(9) Uiso 1 1 d . . . . .
H102 H 0.716(2) -0.452(3) 1.135(2) 0.111(12) Uiso 1 1 d . . . . .
H133 H 1.049(2) 0.112(3) 1.307(2) 0.102(9) Uiso 1 1 d . . . . .
H131 H 1.016(2) 0.065(3) 1.198(3) 0.109(11) Uiso 1 1 d . . . . .
H143 H 0.977(2) 0.290(2) 1.279(2) 0.088(8) Uiso 1 1 d . . . . .
H141 H 0.934(2) 0.270(3) 1.167(3) 0.127(12) Uiso 1 1 d . . . . .
H132 H 1.001(3) -0.015(4) 1.283(3) 0.129(14) Uiso 1 1 d . . . . .
H142 H 0.860(3) 0.312(3) 1.240(2) 0.122(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 O1 1.2034(16) . ?
C1 C5 1.5170(18) . ?
C1 C2 1.5198(18) . ?
C2 C9 1.5307(18) . ?
C2 C3 1.5449(19) . ?
C2 C7 1.5664(17) . ?
C3 N1 1.4655(18) . ?
C4 N1 1.4613(19) . ?
C4 C5 1.5495(19) . ?
C5 C8 1.5319(19) . ?
C5 C6 1.5694(17) . ?
C6 N2 1.4752(16) . ?
C6 C24 1.5194(17) . ?
C7 N2 1.4721(16) . ?
C7 C19 1.5190(17) . ?
C8 O4 1.188(2) . ?
C8 O5 1.329(2) . ?
C9 O2 1.194(2) . ?
C9 O3 1.3291(18) . ?
C10 O5 1.443(2) . ?
C11 O3 1.448(2) . ?
C12 N1 1.4915(19) . ?
C12 C13 1.506(3) . ?
C12 C14 1.520(3) . ?
C18 N2 1.4731(17) . ?
C19 C20 1.384(2) . ?
C19 C23 1.388(2) . ?
C20 C21 1.387(2) . ?
C21 N3 1.327(3) . ?
C22 N3 1.331(3) . ?
C22 C23 1.382(2) . ?
C24 C25 1.3838(19) . ?
C24 C28 1.3894(19) . ?
C25 C26 1.387(2) . ?
C26 N4 1.330(2) . ?
C27 N4 1.334(2) . ?
C27 C28 1.382(2) . ?

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
O1 C1 C5 124.90(12) . . ?
O1 C1 C2 124.88(12) . . ?
C5 C1 C2 109.88(10) . . ?
C1 C2 C9 108.73(10) . . ?
C1 C2 C3 105.67(11) . . ?
C9 C2 C3 111.77(11) . . ?
C1 C2 C7 108.17(10) . . ?
C9 C2 C7 106.37(11) . . ?
C3 C2 C7 115.94(10) . . ?
N1 C3 C2 113.03(11) . . ?
N1 C4 C5 113.00(11) . . ?
C1 C5 C8 109.65(11) . . ?
C1 C5 C4 105.06(11) . . ?
C8 C5 C4 107.28(11) . . ?
C1 C5 C6 108.16(10) . . ?
C8 C5 C6 109.77(10) . . ?
C4 C5 C6 116.71(11) . . ?
N2 C6 C24 109.40(10) . . ?
N2 C6 C5 112.63(10) . . ?
C24 C6 C5 110.64(10) . . ?
N2 C7 C19 109.81(10) . . ?
N2 C7 C2 112.98(10) . . ?
C19 C7 C2 109.60(10) . . ?
O4 C8 O5 123.47(15) . . ?
O4 C8 C5 124.17(15) . . ?
O5 C8 C5 112.36(12) . . ?
O2 C9 O3 123.74(14) . . ?
O2 C9 C2 123.55(13) . . ?
O3 C9 C2 112.68(13) . . ?
N1 C12 C13 112.06(16) . . ?
N1 C12 C14 110.96(15) . . ?
C13 C12 C14 109.1(2) . . ?
C20 C19 C23 117.52(13) . . ?
C20 C19 C7 121.37(12) . . ?
C23 C19 C7 121.10(12) . . ?
C19 C20 C21 118.70(16) . . ?
N3 C21 C20 124.58(17) . . ?
N3 C22 C23 124.50(17) . . ?
C22 C23 C19 118.81(15) . . ?
C25 C24 C28 117.30(13) . . ?
C25 C24 C6 121.47(12) . . ?
C28 C24 C6 121.21(12) . . ?
C24 C25 C26 119.01(14) . . ?
N4 C26 C25 124.28(16) . . ?
N4 C27 C28 124.11(15) . . ?
C27 C28 C24 119.20(14) . . ?
C4 N1 C3 109.34(11) . . ?
C4 N1 C12 110.11(12) . . ?
C3 N1 C12 109.24(12) . . ?
C7 N2 C18 107.88(11) . . ?
C7 N2 C6 114.17(9) . . ?
C18 N2 C6 108.16(11) . . ?
C21 N3 C22 115.84(15) . . ?
C26 N4 C27 116.09(14) . . ?
C9 O3 C11 114.83(18) . . ?
C8 O5 C10 115.82(16) . . ?

_refine_diff_density_max         0.396
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_JC4_L6_Mn_120K
_database_code_depnum_ccdc_archive 'CCDC 1983773'
loop_
_audit_author_name
_audit_author_address
'Carlo Castellano'
;University of Milan
Italy
;
_audit_update_record             
;
2020-02-13 deposited with the CCDC.	2020-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            'L6 dimeric Mn complex'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H36 Cl4 F3 Mn0.50 N4 O8'
_chemical_formula_weight         830.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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/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                   8.3380(17)
_cell_length_b                   27.317(6)
_cell_length_c                   16.519(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.12(3)
_cell_angle_gamma                90
_cell_volume                     3752.8(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9966
_cell_measurement_theta_min      2.556
_cell_measurement_theta_max      31.379

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_F_000             1710
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.544
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.642
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28376
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.443
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7686
_reflns_number_gt                6191
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        SAINT
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1435P)²+29.4088P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7686
_refine_ls_number_parameters     477
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1237
_refine_ls_R_factor_gt           0.1022
_refine_ls_wR_factor_ref         0.2892
_refine_ls_wR_factor_gt          0.2700
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.005
_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
Mn Mn 1.000000 0.000000 1.000000 0.0110(3) Uani 1 2 d S . P . .
Cl1 Cl 0.78574(15) -0.06258(4) 0.95771(8) 0.0184(3) Uani 1 1 d . . . . .
O6 O 1.1866(5) -0.05496(13) 0.9906(2) 0.0210(8) Uani 1 1 d . . . . .
Cl3 Cl 1.2203(5) 0.18904(13) 0.9292(2) 0.0990(11) Uani 1 1 d . . . . .
F1 F 1.1844(10) 0.3819(3) 0.6857(7) 0.154(5) Uani 1 1 d . . . . .
F2 F 0.9656(5) 0.41194(14) 0.7175(3) 0.0485(11) Uani 1 1 d . . . . .
F3 F 1.1207(9) 0.37916(17) 0.8062(4) 0.098(3) Uani 1 1 d . . . . .
C53 C 1.346(4) 0.1735(7) 0.8797(19) 0.27(2) Uani 1 1 d . . . . .
H53 H 1.341943 0.138073 0.888646 0.326 Uiso 1 1 calc R U . A 1
O5 O 1.0572(5) 0.12635(14) 0.3620(2) 0.0201(8) Uani 1 1 d . . . . .
O1 O 0.8069(4) 0.06648(13) 0.4348(2) 0.0190(8) Uani 1 1 d . . . . .
O2 O 0.8413(5) -0.01842(14) 0.5517(2) 0.0211(8) Uani 1 1 d . . . . .
O3 O 0.6403(4) 0.01900(14) 0.6081(3) 0.0250(9) Uani 1 1 d . . . . .
O4 O 0.8894(5) 0.18891(14) 0.3813(2) 0.0265(9) Uani 1 1 d . . . . .
N1 N 0.8444(5) 0.15453(15) 0.6239(3) 0.0134(8) Uani 1 1 d . . . . .
N2 N 1.1441(5) 0.10315(14) 0.6095(2) 0.0104(8) Uani 1 1 d . . . . .
N4 N 1.0208(5) 0.02020(16) 0.8682(2) 0.0157(9) Uani 1 1 d . . . . .
N3 N 1.3954(6) 0.26250(16) 0.5355(3) 0.0228(10) Uani 1 1 d . . . . .
O7 O 0.9498(6) 0.13791(16) 1.0757(3) 0.0379(11) Uani 1 1 d . . . . .
C1 C 0.8714(6) 0.08610(18) 0.4931(3) 0.0127(10) Uani 1 1 d . . . . .
C9 C 0.7829(6) 0.01779(18) 0.5774(3) 0.0134(10) Uani 1 1 d . . . . .
C2 C 0.9607(6) 0.13473(18) 0.4930(3) 0.0121(9) Uani 1 1 d . . . . .
C4 C 0.8620(6) 0.17104(18) 0.5413(3) 0.0134(10) Uani 1 1 d . . . . .
H4A H 0.914788 0.202704 0.542896 0.016 Uiso 1 1 calc R U . . .
H4B H 0.756263 0.175057 0.513638 0.016 Uiso 1 1 calc R U . . .
C26 C 1.0377(5) 0.04621(17) 0.7060(3) 0.0110(9) Uani 1 1 d . . . . .
C28 C 1.0217(6) 0.06706(18) 0.8451(3) 0.0167(10) Uani 1 1 d . . . . .
H28 H 1.015923 0.091090 0.884698 0.020 Uiso 1 1 calc R U . . .
C6 C 0.8649(6) 0.06792(17) 0.5803(3) 0.0109(9) Uani 1 1 d . . . . .
C13 C 0.7859(6) 0.2787(2) 0.6379(3) 0.0187(11) Uani 1 1 d . . . . .
H13 H 0.703182 0.276489 0.597203 0.022 Uiso 1 1 calc R U . . .
C30 C 1.0399(6) -0.00265(18) 0.7297(3) 0.0155(10) Uani 1 1 d . . . . .
H30 H 1.046810 -0.027396 0.691430 0.019 Uiso 1 1 calc R U . . .
C27 C 1.0309(6) 0.08159(18) 0.7658(3) 0.0145(10) Uani 1 1 d . . . . .
H27 H 1.032583 0.114664 0.752527 0.017 Uiso 1 1 calc R U . . .
C3 C 1.1374(5) 0.12524(17) 0.5288(3) 0.0100(9) Uani 1 1 d . . . . .
H3 H 1.189044 0.102809 0.492381 0.012 Uiso 1 1 calc R U . . .
C7 C 1.0407(5) 0.06002(17) 0.6172(3) 0.0092(9) Uani 1 1 d . . . . .
H7 H 1.087544 0.032692 0.588580 0.011 Uiso 1 1 calc R U . . .
C12 C 0.8307(6) 0.23724(19) 0.6832(3) 0.0175(10) Uani 1 1 d . . . . .
C5 C 0.7667(6) 0.10669(18) 0.6231(3) 0.0136(10) Uani 1 1 d . . . . .
H5A H 0.660439 0.109235 0.595467 0.016 Uiso 1 1 calc R U . . .
H5B H 0.754122 0.096378 0.678516 0.016 Uiso 1 1 calc R U . . .
C11 C 0.7460(6) 0.18889(19) 0.6668(3) 0.0193(11) Uani 1 1 d . . . . .
H11A H 0.720125 0.174472 0.717900 0.023 Uiso 1 1 calc R U . . .
H11B H 0.645937 0.194647 0.634546 0.023 Uiso 1 1 calc R U . . .
C17 C 0.8619(7) 0.3228(2) 0.6522(3) 0.0207(11) Uani 1 1 d . . . . .
H17 H 0.831165 0.350143 0.621271 0.025 Uiso 1 1 calc R U . . .
C29 C 1.0316(6) -0.01394(18) 0.8108(3) 0.0167(10) Uani 1 1 d . . . . .
H29 H 1.033574 -0.046695 0.826120 0.020 Uiso 1 1 calc R U . . .
C22 C 1.3052(6) 0.24877(19) 0.5955(3) 0.0207(11) Uani 1 1 d . . . . .
H22 H 1.298060 0.270111 0.638992 0.025 Uiso 1 1 calc R U . . .
C23 C 1.2224(6) 0.20524(18) 0.5973(3) 0.0147(10) Uani 1 1 d . . . . .
H23 H 1.162456 0.197455 0.640834 0.018 Uiso 1 1 calc R U . . .
C8 C 1.3106(6) 0.08806(19) 0.6312(3) 0.0156(10) Uani 1 1 d . . . . .
H8A H 1.347641 0.067666 0.589090 0.019 Uiso 1 1 calc R U . . .
H8B H 1.315320 0.070112 0.681326 0.019 Uiso 1 1 calc R U . . .
H8C H 1.377813 0.116544 0.637539 0.019 Uiso 1 1 calc R U . . .
C21 C 1.4031(7) 0.2313(2) 0.4747(4) 0.0249(12) Uani 1 1 d . . . . .
H21 H 1.464809 0.240011 0.432256 0.030 Uiso 1 1 calc R U . . .
C15 C 1.0330(7) 0.2854(2) 0.7586(3) 0.0258(12) Uani 1 1 d . . . . .
H15 H 1.116618 0.287623 0.798888 0.031 Uiso 1 1 calc R U . . .
C24 C 0.9627(6) 0.15388(19) 0.4061(3) 0.0160(10) Uani 1 1 d . . . . .
C19 C 1.2306(6) 0.17303(17) 0.5321(3) 0.0114(9) Uani 1 1 d . . . . .
C16 C 0.9850(6) 0.3264(2) 0.7133(3) 0.0219(11) Uani 1 1 d . . . . .
C14 C 0.9554(7) 0.2414(2) 0.7432(3) 0.0229(12) Uani 1 1 d . . . . .
H14 H 0.987201 0.213970 0.773647 0.027 Uiso 1 1 calc R U . . .
C20 C 1.3253(6) 0.1866(2) 0.4703(3) 0.0175(10) Uani 1 1 d . . . . .
H20 H 1.336560 0.165819 0.426453 0.021 Uiso 1 1 calc R U . . .
C25 C 1.0717(9) 0.1432(3) 0.2797(4) 0.0328(14) Uani 1 1 d . . . . .
H25A H 0.966932 0.144781 0.251656 0.039 Uiso 1 1 calc R U . . .
H25B H 1.137889 0.120852 0.252134 0.039 Uiso 1 1 calc R U . . .
H25C H 1.119825 0.175134 0.280905 0.039 Uiso 1 1 calc R U . . .
C10 C 0.5569(7) -0.0282(2) 0.6085(5) 0.0375(17) Uani 1 1 d . . . . .
H10A H 0.537743 -0.039819 0.553775 0.045 Uiso 1 1 calc R U . . .
H10B H 0.456210 -0.024307 0.632448 0.045 Uiso 1 1 calc R U . . .
H10C H 0.622267 -0.051460 0.639453 0.045 Uiso 1 1 calc R U . . .
C18 C 1.0640(8) 0.3743(3) 0.7297(5) 0.0387(16) Uani 1 1 d . . . . .
O8 O 1.5103(5) 0.05341(19) 0.9379(3) 0.0371(11) Uani 1 1 d . . . . .
H8 H 1.436048 0.051751 0.967761 0.045 Uiso 1 1 calc R U . . .
C100 C 1.4729(9) 0.0255(3) 0.8680(4) 0.0425(17) Uani 1 1 d . . . . .
H10D H 1.370451 0.035587 0.843310 0.051 Uiso 1 1 calc R U . . .
H10E H 1.468581 -0.008476 0.882312 0.051 Uiso 1 1 calc R U . . .
H10F H 1.554105 0.030368 0.830403 0.051 Uiso 1 1 calc R U . . .
Cl4 Cl 1.4005(5) 0.1744(2) 0.7956(3) 0.1416(19) Uani 1 1 d . . . . .
Cl5 Cl 1.5528(6) 0.19037(18) 0.9501(3) 0.1011(13) Uani 0.8 1 d . . P B 1
Cl5A Cl 1.572(3) 0.1785(10) 0.8717(12) 0.140(10) Uani 0.2 1 d . . P B 2


_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
Mn O6 2.176(4) . ?
Mn O6 2.176(4) 3_757 ?
Mn N4 2.265(4) 3_757 ?
Mn N4 2.265(4) . ?
Mn Cl1 2.5342(13) . ?
Mn Cl1 2.5342(13) 3_757 ?
Cl3 C53 1.438(19) . ?
F1 C18 1.298(9) . ?
F2 C18 1.321(8) . ?
F3 C18 1.324(9) . ?
C53 Cl4 1.49(2) . ?
C53 Cl5A 1.90(4) . ?
C53 Cl5 2.06(4) . ?
O5 C24 1.342(7) . ?
O5 C25 1.447(7) . ?
O1 C1 1.195(6) . ?
O2 C9 1.194(7) . ?
O3 C9 1.326(6) . ?
O3 C10 1.465(7) . ?
O4 C24 1.192(7) . ?
N1 C4 1.454(6) . ?
N1 C5 1.458(6) . ?
N1 C11 1.462(6) . ?
N2 C3 1.460(6) . ?
N2 C8 1.468(6) . ?
N2 C7 1.471(6) . ?
N4 C28 1.336(7) . ?
N4 C29 1.337(7) . ?
N3 C21 1.322(8) . ?
N3 C22 1.341(8) . ?
C1 C2 1.523(7) . ?
C1 C6 1.529(6) . ?
C9 C6 1.530(6) . ?
C2 C24 1.529(6) . ?
C2 C4 1.547(7) . ?
C2 C3 1.570(6) . ?
C26 C27 1.386(7) . ?
C26 C30 1.391(7) . ?
C26 C7 1.516(6) . ?
C28 C27 1.377(7) . ?
C6 C5 1.541(7) . ?
C6 C7 1.562(6) . ?
C13 C17 1.375(8) . ?
C13 C12 1.394(8) . ?
C30 C29 1.381(7) . ?
C3 C19 1.518(6) . ?
C12 C14 1.389(8) . ?
C12 C11 1.513(7) . ?
C17 C16 1.390(8) . ?
C22 C23 1.376(7) . ?
C23 C19 1.396(7) . ?
C21 C20 1.384(8) . ?
C15 C14 1.381(9) . ?
C15 C16 1.390(9) . ?
C19 C20 1.384(7) . ?
C16 C18 1.480(8) . ?
O8 C100 1.400(9) . ?
Cl4 Cl5A 1.84(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Mn O6 180.0 . 3_757 ?
O6 Mn N4 90.26(15) . 3_757 ?
O6 Mn N4 89.74(15) 3_757 3_757 ?
O6 Mn N4 89.73(15) . . ?
O6 Mn N4 90.27(15) 3_757 . ?
N4 Mn N4 180.0 3_757 . ?
O6 Mn Cl1 90.49(10) . . ?
O6 Mn Cl1 89.51(10) 3_757 . ?
N4 Mn Cl1 89.98(11) 3_757 . ?
N4 Mn Cl1 90.02(11) . . ?
O6 Mn Cl1 89.51(10) . 3_757 ?
O6 Mn Cl1 90.49(10) 3_757 3_757 ?
N4 Mn Cl1 90.02(11) 3_757 3_757 ?
N4 Mn Cl1 89.98(11) . 3_757 ?
Cl1 Mn Cl1 180.0 . 3_757 ?
Cl3 C53 Cl4 144(3) . . ?
Cl3 C53 Cl5A 142(2) . . ?
Cl4 C53 Cl5A 64.2(9) . . ?
Cl3 C53 Cl5 103.2(15) . . ?
Cl4 C53 Cl5 102.9(12) . . ?
C24 O5 C25 115.1(4) . . ?
C9 O3 C10 114.7(4) . . ?
C4 N1 C5 110.2(4) . . ?
C4 N1 C11 110.7(4) . . ?
C5 N1 C11 108.4(4) . . ?
C3 N2 C8 108.2(4) . . ?
C3 N2 C7 115.2(4) . . ?
C8 N2 C7 107.7(4) . . ?
C28 N4 C29 117.7(4) . . ?
C28 N4 Mn 120.6(3) . . ?
C29 N4 Mn 121.7(3) . . ?
C21 N3 C22 116.2(5) . . ?
O1 C1 C2 125.6(4) . . ?
O1 C1 C6 124.7(4) . . ?
C2 C1 C6 109.5(4) . . ?
O2 C9 O3 123.8(5) . . ?
O2 C9 C6 124.0(4) . . ?
O3 C9 C6 112.1(4) . . ?
C1 C2 C24 109.7(4) . . ?
C1 C2 C4 106.3(4) . . ?
C24 C2 C4 107.9(4) . . ?
C1 C2 C3 107.5(4) . . ?
C24 C2 C3 109.7(4) . . ?
C4 C2 C3 115.5(4) . . ?
N1 C4 C2 112.3(4) . . ?
C27 C26 C30 118.0(4) . . ?
C27 C26 C7 121.3(4) . . ?
C30 C26 C7 120.7(4) . . ?
N4 C28 C27 123.3(5) . . ?
C1 C6 C9 107.9(4) . . ?
C1 C6 C5 105.4(4) . . ?
C9 C6 C5 112.3(4) . . ?
C1 C6 C7 108.5(4) . . ?
C9 C6 C7 107.1(4) . . ?
C5 C6 C7 115.5(4) . . ?
C17 C13 C12 121.2(5) . . ?
C29 C30 C26 119.1(5) . . ?
C28 C27 C26 119.0(4) . . ?
N2 C3 C19 109.7(4) . . ?
N2 C3 C2 112.7(4) . . ?
C19 C3 C2 109.6(4) . . ?
N2 C7 C26 109.5(4) . . ?
N2 C7 C6 113.3(4) . . ?
C26 C7 C6 109.4(4) . . ?
C14 C12 C13 118.3(5) . . ?
C14 C12 C11 121.0(5) . . ?
C13 C12 C11 120.7(5) . . ?
N1 C5 C6 111.7(4) . . ?
N1 C11 C12 112.1(4) . . ?
C13 C17 C16 119.6(5) . . ?
N4 C29 C30 122.9(5) . . ?
N3 C22 C23 124.5(5) . . ?
C22 C23 C19 118.4(5) . . ?
N3 C21 C20 124.1(5) . . ?
C14 C15 C16 119.3(5) . . ?
O4 C24 O5 124.7(5) . . ?
O4 C24 C2 123.9(5) . . ?
O5 C24 C2 111.4(4) . . ?
C20 C19 C23 117.5(4) . . ?
C20 C19 C3 121.4(4) . . ?
C23 C19 C3 121.0(4) . . ?
C17 C16 C15 120.2(5) . . ?
C17 C16 C18 119.4(5) . . ?
C15 C16 C18 120.4(6) . . ?
C15 C14 C12 121.3(5) . . ?
C21 C20 C19 119.2(5) . . ?
F1 C18 F2 106.7(8) . . ?
F1 C18 F3 106.3(8) . . ?
F2 C18 F3 104.1(6) . . ?
F1 C18 C16 113.0(6) . . ?
F2 C18 C16 113.3(5) . . ?
F3 C18 C16 112.8(7) . . ?
C53 Cl4 Cl5A 68.8(15) . . ?
Cl4 Cl5A C53 47.0(12) . . ?

_refine_diff_density_max         2.217
_refine_diff_density_min         -2.325
_refine_diff_density_rms         0.164

####################################################################### 
# 
# 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_JC6_L7
_database_code_depnum_ccdc_archive 'CCDC 1921627'
loop_
_audit_author_name
_audit_author_address
'Carlo Castellano'
;University of Milan
Italy
;
_audit_update_record             
;
2019-06-07 deposited with the CCDC.	2020-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H29 F3 Mn0 N4 O6'
_chemical_formula_weight         598.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   13.127(3)
_cell_length_b                   16.744(3)
_cell_length_c                   25.548(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5615.4(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3456
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      20.87

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_F_000             2496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.113
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.914
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22575
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_av_R_equivalents  0.0770
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.594
_diffrn_reflns_theta_max         21.228
_diffrn_reflns_theta_full        21.228
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             3083
_reflns_number_gt                2122
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        SAINT
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0599P)²+0.0360P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3083
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.1079
_refine_ls_wR_factor_gt          0.0984
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.002
_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
O1 O 0.12215(18) 0.35528(14) 0.99802(9) 0.0289(6) Uani 1 1 d . . . . .
O2 O -0.07120(17) 0.45208(15) 0.94532(8) 0.0283(6) Uani 1 1 d . . . . .
O3 O -0.05728(18) 0.32407(14) 0.92110(8) 0.0280(6) Uani 1 1 d . . . . .
O4 O 0.22498(15) 0.36972(14) 1.09891(9) 0.0253(6) Uani 1 1 d . . . . .
O5 O 0.21423(18) 0.23704(16) 1.10260(12) 0.0454(8) Uani 1 1 d . . . . .
N1 N -0.09639(18) 0.23212(15) 1.06788(10) 0.0173(7) Uani 1 1 d . . . . .
N2 N -0.09031(18) 0.39625(15) 1.10561(10) 0.0170(7) Uani 1 1 d . . . . .
N3 N 0.0288(3) 0.29816(19) 1.28092(12) 0.0388(9) Uani 1 1 d . . . . .
N4 N -0.4404(2) 0.40567(18) 1.03155(12) 0.0313(8) Uani 1 1 d . . . . .
F1 F -0.3196(2) 0.04759(15) 1.34878(9) 0.0684(8) Uani 1 1 d . . . . .
F2 F -0.3772(3) 0.0158(3) 1.27473(11) 0.1474(19) Uani 1 1 d . . . . .
F3 F -0.3810(3) 0.1334(3) 1.29873(12) 0.1253(14) Uani 1 1 d . . . . .
C1 C 0.0515(3) 0.34241(18) 1.02757(13) 0.0172(8) Uani 1 1 d . . . . .
C2 C 0.0629(2) 0.31210(19) 1.08291(12) 0.0156(8) Uani 1 1 d . . . . .
C3 C 0.0155(2) 0.37752(19) 1.11970(12) 0.0178(8) Uani 1 1 d . . . . .
H3 H 0.056113 0.426383 1.116328 0.021 Uiso 1 1 calc R U . . .
C4 C -0.1128(2) 0.4104(2) 1.04979(12) 0.0162(8) Uani 1 1 d . . . . .
H4 H -0.089042 0.464144 1.040834 0.019 Uiso 1 1 calc R U . . .
C5 C -0.0591(2) 0.34967(18) 1.01209(12) 0.0160(8) Uani 1 1 d . . . . .
C6 C -0.1019(2) 0.26394(19) 1.01473(12) 0.0181(8) Uani 1 1 d . . . . .
H6A H -0.172209 0.264019 1.003109 0.022 Uiso 1 1 calc R U . . .
H6B H -0.063297 0.229758 0.991340 0.022 Uiso 1 1 calc R U . . .
C7 C 0.0097(2) 0.22990(19) 1.08531(13) 0.0197(9) Uani 1 1 d . . . . .
H7A H 0.047033 0.192460 1.063612 0.024 Uiso 1 1 calc R U . . .
H7B H 0.011892 0.210364 1.121036 0.024 Uiso 1 1 calc R U . . .
C8 C -0.1244(3) 0.4665(2) 1.13541(13) 0.0264(9) Uani 1 1 d . . . . .
H8A H -0.091891 0.513479 1.121847 0.032 Uiso 1 1 calc R U . . .
H8B H -0.106645 0.459919 1.171602 0.032 Uiso 1 1 calc R U . . .
H8C H -0.196953 0.471874 1.132223 0.032 Uiso 1 1 calc R U . . .
C9 C -0.2277(2) 0.40833(19) 1.04283(13) 0.0183(8) Uani 1 1 d . . . . .
C10 C -0.2763(3) 0.4581(2) 1.00764(13) 0.0225(9) Uani 1 1 d . . . . .
H10 H -0.239146 0.493538 0.987129 0.027 Uiso 1 1 calc R U . . .
C11 C -0.3814(3) 0.4542(2) 1.00345(14) 0.0294(10) Uani 1 1 d . . . . .
H11 H -0.412874 0.487825 0.979397 0.035 Uiso 1 1 calc R U . . .
C12 C -0.3919(3) 0.3582(2) 1.06526(15) 0.0310(10) Uani 1 1 d . . . . .
H12 H -0.430589 0.323552 1.085571 0.037 Uiso 1 1 calc R U . . .
C13 C -0.2881(3) 0.3577(2) 1.07173(14) 0.0252(9) Uani 1 1 d . . . . .
H13 H -0.258492 0.322960 1.095723 0.030 Uiso 1 1 calc R U . . .
C14 C 0.0199(2) 0.35041(19) 1.17602(13) 0.0194(9) Uani 1 1 d . . . . .
C19 C 0.1748(3) 0.3007(2) 1.09615(13) 0.0222(9) Uani 1 1 d . . . . .
C15 C -0.0562(3) 0.3034(2) 1.19763(13) 0.0263(9) Uani 1 1 d . . . . .
H15 H -0.112123 0.288211 1.177600 0.032 Uiso 1 1 calc R U . . .
C18 C 0.0998(3) 0.3712(2) 1.20877(13) 0.0293(10) Uani 1 1 d . . . . .
H18 H 0.152249 0.403452 1.196490 0.035 Uiso 1 1 calc R U . . .
C21 C -0.0643(2) 0.3819(2) 0.95668(13) 0.0199(8) Uani 1 1 d . . . . .
C28 C -0.1102(3) 0.0768(2) 1.15358(14) 0.0284(9) Uani 1 1 d . . . . .
H28 H -0.052552 0.053485 1.138928 0.034 Uiso 1 1 calc R U . . .
C30 C -0.2198(3) 0.0945(2) 1.22640(14) 0.0312(10) Uani 1 1 d . . . . .
C27 C -0.1698(3) 0.12755(19) 1.12367(13) 0.0204(9) Uani 1 1 d . . . . .
C31 C -0.2825(3) 0.1443(2) 1.19788(15) 0.0321(10) Uani 1 1 d . . . . .
H31 H -0.340446 0.166773 1.212768 0.039 Uiso 1 1 calc R U . . .
C32 C -0.2563(3) 0.1597(2) 1.14634(15) 0.0277(9) Uani 1 1 d . . . . .
H32 H -0.298100 0.192563 1.126371 0.033 Uiso 1 1 calc R U . . .
C16 C -0.0482(3) 0.2793(2) 1.24920(15) 0.0360(10) Uani 1 1 d . . . . .
H16 H -0.100193 0.247720 1.262739 0.043 Uiso 1 1 calc R U . . .
C25 C -0.1414(3) 0.15151(19) 1.06903(13) 0.0232(9) Uani 1 1 d . . . . .
H25A H -0.092926 0.113416 1.054982 0.028 Uiso 1 1 calc R U . . .
H25B H -0.201651 0.150480 1.047047 0.028 Uiso 1 1 calc R U . . .
C17 C 0.1010(3) 0.3436(2) 1.25997(15) 0.0387(11) Uani 1 1 d . . . . .
H17 H 0.155911 0.357881 1.280979 0.046 Uiso 1 1 calc R U . . .
C29 C -0.1355(3) 0.0605(2) 1.20507(15) 0.0344(10) Uani 1 1 d . . . . .
H29 H -0.095120 0.026442 1.224949 0.041 Uiso 1 1 calc R U . . .
C22 C -0.0659(3) 0.3469(2) 0.86681(12) 0.0375(11) Uani 1 1 d . . . . .
H22A H -0.132780 0.367920 0.860372 0.045 Uiso 1 1 calc R U . . .
H22B H -0.054693 0.301071 0.845010 0.045 Uiso 1 1 calc R U . . .
H22C H -0.015903 0.387033 0.858942 0.045 Uiso 1 1 calc R U . . .
O6 O -0.2345(2) 0.07962(17) 1.28030(10) 0.0490(8) Uani 1 1 d . . . . .
C20 C 0.3330(2) 0.3643(2) 1.10920(15) 0.0336(10) Uani 1 1 d . . . . .
H20A H 0.343977 0.334102 1.140651 0.040 Uiso 1 1 calc R U . . .
H20B H 0.360640 0.416944 1.113371 0.040 Uiso 1 1 calc R U . . .
H20C H 0.366038 0.338091 1.080403 0.040 Uiso 1 1 calc R U . . .
C24 C -0.3256(4) 0.0665(3) 1.29900(19) 0.0574(13) Uani 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
O1 C1 1.215(4) . ?
O2 C21 1.214(4) . ?
O3 C21 1.331(4) . ?
O3 C22 1.443(4) . ?
O4 C19 1.332(4) . ?
O4 C20 1.445(4) . ?
O5 C19 1.197(4) . ?
N1 C6 1.460(4) . ?
N1 C7 1.462(4) . ?
N1 C25 1.474(4) . ?
N2 C3 1.469(4) . ?
N2 C8 1.471(4) . ?
N2 C4 1.475(4) . ?
N3 C17 1.328(5) . ?
N3 C16 1.334(4) . ?
N4 C11 1.333(4) . ?
N4 C12 1.334(4) . ?
F1 C24 1.313(5) . ?
F2 C24 1.250(5) . ?
F3 C24 1.336(5) . ?
C1 C5 1.509(4) . ?
C1 C2 1.510(4) . ?
C2 C19 1.519(4) . ?
C2 C7 1.545(4) . ?
C2 C3 1.572(4) . ?
C3 C14 1.510(4) . ?
C3 H3 0.9800 . ?
C4 C9 1.519(4) . ?
C4 C5 1.568(4) . ?
C4 H4 0.9800 . ?
C5 C21 1.516(4) . ?
C5 C6 1.543(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C13 1.376(5) . ?
C9 C10 1.382(4) . ?
C10 C11 1.385(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.372(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C18 1.386(4) . ?
C14 C15 1.386(4) . ?
C15 C16 1.382(5) . ?
C15 H15 0.9300 . ?
C18 C17 1.387(5) . ?
C18 H18 0.9300 . ?
C28 C29 1.384(5) . ?
C28 C27 1.385(5) . ?
C28 H28 0.9300 . ?
C30 C29 1.358(5) . ?
C30 C31 1.379(5) . ?
C30 O6 1.413(4) . ?
C27 C32 1.383(5) . ?
C27 C25 1.499(5) . ?
C31 C32 1.385(5) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C16 H16 0.9300 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C17 H17 0.9300 . ?
C29 H29 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
O6 C24 1.306(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 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
C21 O3 C22 117.3(3) . . ?
C19 O4 C20 116.1(3) . . ?
C6 N1 C7 109.8(2) . . ?
C6 N1 C25 109.4(2) . . ?
C7 N1 C25 110.6(2) . . ?
C3 N2 C8 109.4(2) . . ?
C3 N2 C4 117.4(2) . . ?
C8 N2 C4 108.1(2) . . ?
C17 N3 C16 115.6(3) . . ?
C11 N4 C12 115.7(3) . . ?
O1 C1 C5 123.8(3) . . ?
O1 C1 C2 124.4(3) . . ?
C5 C1 C2 111.6(3) . . ?
C1 C2 C19 110.3(3) . . ?
C1 C2 C7 107.0(3) . . ?
C19 C2 C7 108.5(3) . . ?
C1 C2 C3 106.6(2) . . ?
C19 C2 C3 109.7(3) . . ?
C7 C2 C3 114.7(3) . . ?
N2 C3 C14 109.5(3) . . ?
N2 C3 C2 112.1(2) . . ?
C14 C3 C2 110.2(3) . . ?
N2 C3 H3 108.3 . . ?
C14 C3 H3 108.3 . . ?
C2 C3 H3 108.3 . . ?
N2 C4 C9 107.9(2) . . ?
N2 C4 C5 113.6(2) . . ?
C9 C4 C5 111.1(3) . . ?
N2 C4 H4 108.0 . . ?
C9 C4 H4 108.0 . . ?
C5 C4 H4 108.0 . . ?
C1 C5 C21 108.5(3) . . ?
C1 C5 C6 105.3(3) . . ?
C21 C5 C6 110.8(3) . . ?
C1 C5 C4 108.9(3) . . ?
C21 C5 C4 108.8(3) . . ?
C6 C5 C4 114.4(3) . . ?
N1 C6 C5 111.2(2) . . ?
N1 C6 H6A 109.4 . . ?
C5 C6 H6A 109.4 . . ?
N1 C6 H6B 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
N1 C7 C2 113.3(3) . . ?
N1 C7 H7A 108.9 . . ?
C2 C7 H7A 108.9 . . ?
N1 C7 H7B 108.9 . . ?
C2 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C13 C9 C10 117.0(3) . . ?
C13 C9 C4 121.6(3) . . ?
C10 C9 C4 121.4(3) . . ?
C9 C10 C11 118.8(3) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
N4 C11 C10 124.5(3) . . ?
N4 C11 H11 117.8 . . ?
C10 C11 H11 117.8 . . ?
N4 C12 C13 123.8(3) . . ?
N4 C12 H12 118.1 . . ?
C13 C12 H12 118.1 . . ?
C12 C13 C9 120.2(3) . . ?
C12 C13 H13 119.9 . . ?
C9 C13 H13 119.9 . . ?
C18 C14 C15 116.6(3) . . ?
C18 C14 C3 121.9(3) . . ?
C15 C14 C3 121.5(3) . . ?
O5 C19 O4 123.5(3) . . ?
O5 C19 C2 124.1(3) . . ?
O4 C19 C2 112.4(3) . . ?
C16 C15 C14 119.4(3) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C14 C18 C17 119.6(3) . . ?
C14 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
O2 C21 O3 123.1(3) . . ?
O2 C21 C5 124.8(3) . . ?
O3 C21 C5 112.1(3) . . ?
C29 C28 C27 120.6(3) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
C29 C30 C31 121.8(4) . . ?
C29 C30 O6 115.4(3) . . ?
C31 C30 O6 122.7(4) . . ?
C32 C27 C28 118.1(3) . . ?
C32 C27 C25 119.3(3) . . ?
C28 C27 C25 122.5(3) . . ?
C30 C31 C32 117.8(4) . . ?
C30 C31 H31 121.1 . . ?
C32 C31 H31 121.1 . . ?
C27 C32 C31 122.0(3) . . ?
C27 C32 H32 119.0 . . ?
C31 C32 H32 119.0 . . ?
N3 C16 C15 124.6(3) . . ?
N3 C16 H16 117.7 . . ?
C15 C16 H16 117.7 . . ?
N1 C25 C27 111.3(3) . . ?
N1 C25 H25A 109.4 . . ?
C27 C25 H25A 109.4 . . ?
N1 C25 H25B 109.4 . . ?
C27 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
N3 C17 C18 124.2(4) . . ?
N3 C17 H17 117.9 . . ?
C18 C17 H17 117.9 . . ?
C30 C29 C28 119.6(4) . . ?
C30 C29 H29 120.2 . . ?
C28 C29 H29 120.2 . . ?
O3 C22 H22A 109.5 . . ?
O3 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O3 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 O6 C30 120.8(3) . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
F2 C24 O6 115.4(4) . . ?
F2 C24 F1 110.4(4) . . ?
O6 C24 F1 109.9(4) . . ?
F2 C24 F3 105.8(5) . . ?
O6 C24 F3 110.8(4) . . ?
F1 C24 F3 103.9(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C19 0.4(4) . . . . ?
C5 C1 C2 C19 176.6(3) . . . . ?
O1 C1 C2 C7 -117.4(3) . . . . ?
C5 C1 C2 C7 58.8(3) . . . . ?
O1 C1 C2 C3 119.4(3) . . . . ?
C5 C1 C2 C3 -64.4(3) . . . . ?
C8 N2 C3 C14 66.7(3) . . . . ?
C4 N2 C3 C14 -169.7(3) . . . . ?
C8 N2 C3 C2 -170.7(3) . . . . ?
C4 N2 C3 C2 -47.0(4) . . . . ?
C1 C2 C3 N2 55.5(3) . . . . ?
C19 C2 C3 N2 174.9(3) . . . . ?
C7 C2 C3 N2 -62.7(3) . . . . ?
C1 C2 C3 C14 177.7(3) . . . . ?
C19 C2 C3 C14 -62.9(3) . . . . ?
C7 C2 C3 C14 59.5(3) . . . . ?
C3 N2 C4 C9 166.4(3) . . . . ?
C8 N2 C4 C9 -69.3(3) . . . . ?
C3 N2 C4 C5 42.8(4) . . . . ?
C8 N2 C4 C5 167.0(3) . . . . ?
O1 C1 C5 C21 -4.9(4) . . . . ?
C2 C1 C5 C21 178.9(3) . . . . ?
O1 C1 C5 C6 113.8(3) . . . . ?
C2 C1 C5 C6 -62.5(3) . . . . ?
O1 C1 C5 C4 -123.2(3) . . . . ?
C2 C1 C5 C4 60.6(3) . . . . ?
N2 C4 C5 C1 -47.3(3) . . . . ?
C9 C4 C5 C1 -169.2(3) . . . . ?
N2 C4 C5 C21 -165.4(3) . . . . ?
C9 C4 C5 C21 72.7(3) . . . . ?
N2 C4 C5 C6 70.2(3) . . . . ?
C9 C4 C5 C6 -51.8(4) . . . . ?
C7 N1 C6 C5 -60.4(3) . . . . ?
C25 N1 C6 C5 177.9(2) . . . . ?
C1 C5 C6 N1 62.4(3) . . . . ?
C21 C5 C6 N1 179.6(2) . . . . ?
C4 C5 C6 N1 -57.0(3) . . . . ?
C6 N1 C7 C2 56.7(3) . . . . ?
C25 N1 C7 C2 177.6(3) . . . . ?
C1 C2 C7 N1 -55.0(3) . . . . ?
C19 C2 C7 N1 -173.9(3) . . . . ?
C3 C2 C7 N1 63.0(4) . . . . ?
N2 C4 C9 C13 -35.1(4) . . . . ?
C5 C4 C9 C13 90.1(4) . . . . ?
N2 C4 C9 C10 144.0(3) . . . . ?
C5 C4 C9 C10 -90.8(4) . . . . ?
C13 C9 C10 C11 -0.1(5) . . . . ?
C4 C9 C10 C11 -179.2(3) . . . . ?
C12 N4 C11 C10 -0.4(5) . . . . ?
C9 C10 C11 N4 0.5(5) . . . . ?
C11 N4 C12 C13 0.0(5) . . . . ?
N4 C12 C13 C9 0.4(6) . . . . ?
C10 C9 C13 C12 -0.4(5) . . . . ?
C4 C9 C13 C12 178.8(3) . . . . ?
N2 C3 C14 C18 -142.3(3) . . . . ?
C2 C3 C14 C18 93.9(4) . . . . ?
N2 C3 C14 C15 37.6(4) . . . . ?
C2 C3 C14 C15 -86.2(4) . . . . ?
C20 O4 C19 O5 1.4(5) . . . . ?
C20 O4 C19 C2 -177.5(3) . . . . ?
C1 C2 C19 O5 -110.9(4) . . . . ?
C7 C2 C19 O5 6.0(5) . . . . ?
C3 C2 C19 O5 131.9(4) . . . . ?
C1 C2 C19 O4 68.0(3) . . . . ?
C7 C2 C19 O4 -175.2(3) . . . . ?
C3 C2 C19 O4 -49.2(4) . . . . ?
C18 C14 C15 C16 -0.8(5) . . . . ?
C3 C14 C15 C16 179.2(3) . . . . ?
C15 C14 C18 C17 1.2(5) . . . . ?
C3 C14 C18 C17 -178.9(3) . . . . ?
C22 O3 C21 O2 -4.7(5) . . . . ?
C22 O3 C21 C5 177.3(3) . . . . ?
C1 C5 C21 O2 -92.3(4) . . . . ?
C6 C5 C21 O2 152.6(3) . . . . ?
C4 C5 C21 O2 26.1(4) . . . . ?
C1 C5 C21 O3 85.7(3) . . . . ?
C6 C5 C21 O3 -29.4(4) . . . . ?
C4 C5 C21 O3 -156.0(3) . . . . ?
C29 C28 C27 C32 -1.5(5) . . . . ?
C29 C28 C27 C25 175.6(3) . . . . ?
C29 C30 C31 C32 -0.8(5) . . . . ?
O6 C30 C31 C32 174.9(3) . . . . ?
C28 C27 C32 C31 1.9(5) . . . . ?
C25 C27 C32 C31 -175.3(3) . . . . ?
C30 C31 C32 C27 -0.8(5) . . . . ?
C17 N3 C16 C15 0.3(6) . . . . ?
C14 C15 C16 N3 0.1(6) . . . . ?
C6 N1 C25 C27 -160.9(3) . . . . ?
C7 N1 C25 C27 78.0(3) . . . . ?
C32 C27 C25 N1 76.0(4) . . . . ?
C28 C27 C25 N1 -101.1(4) . . . . ?
C16 N3 C17 C18 0.1(6) . . . . ?
C14 C18 C17 N3 -0.8(6) . . . . ?
C31 C30 C29 C28 1.1(6) . . . . ?
O6 C30 C29 C28 -174.9(3) . . . . ?
C27 C28 C29 C30 0.1(5) . . . . ?
C29 C30 O6 C24 -140.9(4) . . . . ?
C31 C30 O6 C24 43.2(5) . . . . ?
C30 O6 C24 F2 49.0(6) . . . . ?
C30 O6 C24 F1 174.7(3) . . . . ?
C30 O6 C24 F3 -71.1(5) . . . . ?

_refine_diff_density_max         0.492
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_JC4_L6_120K
_database_code_depnum_ccdc_archive 'CCDC 1921632'
loop_
_audit_author_name
_audit_author_address
'Carlo Castellano'
;University of Milan
Italy
;
_audit_update_record             
;
2019-06-07 deposited with the CCDC.	2020-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H29 F3 N4 O5'
_chemical_formula_weight         582.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   12.767(3)
_cell_length_b                   13.128(3)
_cell_length_c                   16.753(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.22(3)
_cell_angle_gamma                90
_cell_volume                     2779.0(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9953
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      31.59

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_F_000             1216
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.109
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.864
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31388
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.612
_diffrn_reflns_theta_max         31.644
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.936
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8757
_reflns_number_gt                7280
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        SAINT
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0510P)²+1.9809P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8757
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1299
_refine_ls_wR_factor_gt          0.1202
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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
O4 O 0.20347(8) 0.22409(6) 0.64510(6) 0.01973(19) Uani 1 1 d . . . . .
O1 O -0.00488(7) 0.12507(7) 0.63977(6) 0.0204(2) Uani 1 1 d . . . . .
O2 O -0.11400(8) -0.07094(8) 0.53783(6) 0.0225(2) Uani 1 1 d . . . . .
O3 O -0.16063(7) -0.05206(8) 0.66112(6) 0.0214(2) Uani 1 1 d . . . . .
O5 O 0.19455(10) 0.22555(8) 0.77783(7) 0.0295(2) Uani 1 1 d . . . . .
F2 F 0.54246(9) -0.26830(11) 1.10484(8) 0.0560(4) Uani 1 1 d . . . . .
N5 N 0.06255(10) -0.43861(8) 0.60144(7) 0.0211(2) Uani 1 1 d . . . . .
F1 F 0.61922(9) -0.22730(14) 1.00446(8) 0.0699(5) Uani 1 1 d . . . . .
F3 F 0.58796(10) -0.11517(11) 1.09092(9) 0.0623(4) Uani 1 1 d . . . . .
C1 C 0.05400(9) 0.05518(8) 0.66142(7) 0.0124(2) Uani 1 1 d . . . . .
N2 N 0.13619(8) -0.08900(7) 0.78483(6) 0.01301(19) Uani 1 1 d . . . . .
N3 N 0.21160(8) -0.08928(7) 0.62853(6) 0.01311(19) Uani 1 1 d . . . . .
C4 C 0.02918(9) -0.09790(9) 0.74049(7) 0.0131(2) Uani 1 1 d . . . . .
H4A H -0.019648 -0.060202 0.768689 0.016 Uiso 1 1 calc R U . . .
H4B H 0.007836 -0.168866 0.738655 0.016 Uiso 1 1 calc R U . . .
C18 C 0.02299(9) -0.05662(8) 0.65350(7) 0.0120(2) Uani 1 1 d . . . . .
C2 C 0.16657(9) 0.06663(8) 0.70476(7) 0.0124(2) Uani 1 1 d . . . . .
N4 N 0.56228(10) 0.01530(11) 0.77996(8) 0.0300(3) Uani 1 1 d . . . . .
C14 C 0.01498(10) -0.27450(9) 0.54242(8) 0.0169(2) Uani 1 1 d . . . . .
H14 H -0.024844 -0.237569 0.501451 0.020 Uiso 1 1 calc R U . . .
C8 C 0.35481(9) 0.01582(9) 0.69530(7) 0.0151(2) Uani 1 1 d . . . . .
C6 C 0.09886(9) -0.11027(8) 0.60147(7) 0.0124(2) Uani 1 1 d . . . . .
H6 H 0.081417 -0.086274 0.545760 0.015 Uiso 1 1 calc R U . . .
C3 C 0.16884(9) 0.01831(9) 0.78940(7) 0.0137(2) Uani 1 1 d . . . . .
H3A H 0.239946 0.023225 0.818631 0.016 Uiso 1 1 calc R U . . .
H3B H 0.122007 0.056272 0.819212 0.016 Uiso 1 1 calc R U . . .
C23 C 0.13315(10) -0.13020(10) 0.86649(7) 0.0163(2) Uani 1 1 d . . . . .
H23A H 0.096142 -0.194933 0.862039 0.020 Uiso 1 1 calc R U . . .
H23B H 0.093622 -0.083818 0.895994 0.020 Uiso 1 1 calc R U . . .
C21 C 0.19040(9) 0.18061(9) 0.71523(8) 0.0157(2) Uani 1 1 d . . . . .
C7 C 0.24217(9) 0.01584(8) 0.65072(7) 0.0126(2) Uani 1 1 d . . . . .
H7 H 0.240516 0.056035 0.601262 0.015 Uiso 1 1 calc R U . . .
C15 C 0.00707(11) -0.38022(9) 0.54518(8) 0.0196(2) Uani 1 1 d . . . . .
H15 H -0.039772 -0.412201 0.505357 0.023 Uiso 1 1 calc R U . . .
C24 C 0.24191(10) -0.14539(9) 0.91319(8) 0.0166(2) Uani 1 1 d . . . . .
C13 C 0.08343(10) -0.22530(8) 0.60198(7) 0.0139(2) Uani 1 1 d . . . . .
C27 C 0.44185(11) -0.17629(12) 1.00048(9) 0.0250(3) Uani 1 1 d . . . . .
C25 C 0.30502(11) -0.22596(10) 0.89407(8) 0.0215(3) Uani 1 1 d . . . . .
H25 H 0.279996 -0.269623 0.851917 0.026 Uiso 1 1 calc R U . . .
C29 C 0.27993(12) -0.08197(11) 0.97695(9) 0.0244(3) Uani 1 1 d . . . . .
H29 H 0.238078 -0.028519 0.990579 0.029 Uiso 1 1 calc R U . . .
C31 C 0.27268(11) -0.12488(10) 0.56593(8) 0.0186(2) Uani 1 1 d . . . . .
H31A H 0.252167 -0.086929 0.517220 0.022 Uiso 1 1 calc R U . . .
H31B H 0.258967 -0.195955 0.555789 0.022 Uiso 1 1 calc R U . . .
H31C H 0.346815 -0.115014 0.583887 0.022 Uiso 1 1 calc R U . . .
C9 C 0.39282(10) -0.06557(10) 0.74418(8) 0.0207(3) Uani 1 1 d . . . . .
H9 H 0.349837 -0.121556 0.749790 0.025 Uiso 1 1 calc R U . . .
C17 C 0.14056(11) -0.28516(9) 0.66168(8) 0.0179(2) Uani 1 1 d . . . . .
H17 H 0.186631 -0.255132 0.703038 0.021 Uiso 1 1 calc R U . . .
C16 C 0.12784(12) -0.39019(9) 0.65867(9) 0.0214(3) Uani 1 1 d . . . . .
H16 H 0.166956 -0.429103 0.698723 0.026 Uiso 1 1 calc R U . . .
C12 C 0.42299(10) 0.09753(11) 0.69044(9) 0.0218(3) Uani 1 1 d . . . . .
H12 H 0.401173 0.153849 0.658690 0.026 Uiso 1 1 calc R U . . .
C28 C 0.37985(12) -0.09706(12) 1.02093(10) 0.0295(3) Uani 1 1 d . . . . .
H28 H 0.404526 -0.054135 1.063669 0.035 Uiso 1 1 calc R U . . .
C19 C -0.09076(9) -0.06185(8) 0.60945(8) 0.0148(2) Uani 1 1 d . . . . .
C26 C 0.40480(11) -0.24166(12) 0.93731(9) 0.0253(3) Uani 1 1 d . . . . .
H26 H 0.446574 -0.295442 0.924174 0.030 Uiso 1 1 calc R U . . .
C22 C 0.21943(12) 0.33322(10) 0.64690(10) 0.0264(3) Uani 1 1 d . . . . .
H22A H 0.154357 0.366637 0.653570 0.032 Uiso 1 1 calc R U . . .
H22B H 0.241637 0.354874 0.597218 0.032 Uiso 1 1 calc R U . . .
H22C H 0.272874 0.350557 0.691120 0.032 Uiso 1 1 calc R U . . .
C11 C 0.52436(11) 0.09367(13) 0.73383(10) 0.0294(3) Uani 1 1 d . . . . .
H11 H 0.568589 0.149330 0.730478 0.035 Uiso 1 1 calc R U . . .
C20 C -0.27065(11) -0.06079(13) 0.62691(10) 0.0297(3) Uani 1 1 d . . . . .
H20A H -0.290481 -0.003281 0.592663 0.036 Uiso 1 1 calc R U . . .
H20B H -0.313579 -0.062564 0.669486 0.036 Uiso 1 1 calc R U . . .
H20C H -0.281045 -0.122319 0.595820 0.036 Uiso 1 1 calc R U . . .
C30 C 0.54772(13) -0.19670(15) 1.04927(11) 0.0361(4) Uani 1 1 d . . . . .
C10 C 0.49552(11) -0.06235(12) 0.78448(9) 0.0269(3) Uani 1 1 d . . . . .
H10 H 0.519496 -0.117671 0.816687 0.032 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
O4 C21 1.3380(16) . ?
O4 C22 1.4467(15) . ?
O1 C1 1.2086(15) . ?
O2 C19 1.2000(17) . ?
O3 C19 1.3350(16) . ?
O3 C20 1.4437(17) . ?
O5 C21 1.1978(16) . ?
F2 C30 1.331(2) . ?
N5 C15 1.3368(19) . ?
N5 C16 1.3378(19) . ?
F1 C30 1.325(2) . ?
F3 C30 1.339(2) . ?
C1 C18 1.5210(16) . ?
C1 C2 1.5220(17) . ?
N2 C4 1.4634(16) . ?
N2 C3 1.4680(15) . ?
N2 C23 1.4768(16) . ?
N3 C7 1.4674(15) . ?
N3 C31 1.4700(16) . ?
N3 C6 1.4720(16) . ?
C4 C18 1.5462(17) . ?
C18 C19 1.5336(17) . ?
C18 C6 1.5607(16) . ?
C2 C21 1.5319(16) . ?
C2 C3 1.5499(17) . ?
C2 C7 1.5638(16) . ?
N4 C11 1.335(2) . ?
N4 C10 1.338(2) . ?
C14 C13 1.3882(18) . ?
C14 C15 1.3927(17) . ?
C8 C9 1.3908(18) . ?
C8 C12 1.3910(17) . ?
C8 C7 1.5228(17) . ?
C6 C13 1.5231(16) . ?
C23 C24 1.5064(18) . ?
C24 C29 1.3862(19) . ?
C24 C25 1.3944(18) . ?
C13 C17 1.3932(18) . ?
C27 C28 1.380(2) . ?
C27 C26 1.392(2) . ?
C27 C30 1.500(2) . ?
C25 C26 1.388(2) . ?
C29 C28 1.393(2) . ?
C9 C10 1.387(2) . ?
C17 C16 1.3884(17) . ?
C12 C11 1.392(2) . ?

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
C21 O4 C22 116.04(11) . . ?
C19 O3 C20 115.93(11) . . ?
C15 N5 C16 116.48(11) . . ?
O1 C1 C18 124.29(11) . . ?
O1 C1 C2 124.93(10) . . ?
C18 C1 C2 110.69(9) . . ?
C4 N2 C3 109.91(9) . . ?
C4 N2 C23 107.14(9) . . ?
C3 N2 C23 110.37(10) . . ?
C7 N3 C31 109.31(9) . . ?
C7 N3 C6 117.85(9) . . ?
C31 N3 C6 108.41(10) . . ?
N2 C4 C18 111.64(9) . . ?
C1 C18 C19 107.58(9) . . ?
C1 C18 C4 106.16(9) . . ?
C19 C18 C4 110.80(10) . . ?
C1 C18 C6 108.04(9) . . ?
C19 C18 C6 109.37(10) . . ?
C4 C18 C6 114.59(9) . . ?
C1 C2 C21 108.04(9) . . ?
C1 C2 C3 106.79(9) . . ?
C21 C2 C3 108.51(10) . . ?
C1 C2 C7 107.49(9) . . ?
C21 C2 C7 110.73(9) . . ?
C3 C2 C7 115.00(9) . . ?
C11 N4 C10 116.02(13) . . ?
C13 C14 C15 118.75(12) . . ?
C9 C8 C12 117.28(12) . . ?
C9 C8 C7 120.96(11) . . ?
C12 C8 C7 121.75(11) . . ?
N3 C6 C13 107.79(9) . . ?
N3 C6 C18 113.64(9) . . ?
C13 C6 C18 110.69(9) . . ?
N2 C3 C2 112.15(9) . . ?
N2 C23 C24 112.66(10) . . ?
O5 C21 O4 124.28(11) . . ?
O5 C21 C2 124.38(12) . . ?
O4 C21 C2 111.33(10) . . ?
N3 C7 C8 108.81(9) . . ?
N3 C7 C2 112.57(9) . . ?
C8 C7 C2 109.51(10) . . ?
N5 C15 C14 124.14(12) . . ?
C29 C24 C25 118.84(12) . . ?
C29 C24 C23 121.05(12) . . ?
C25 C24 C23 120.08(12) . . ?
C14 C13 C17 117.69(11) . . ?
C14 C13 C6 121.73(11) . . ?
C17 C13 C6 120.55(11) . . ?
C28 C27 C26 120.60(13) . . ?
C28 C27 C30 120.23(15) . . ?
C26 C27 C30 119.08(15) . . ?
C26 C25 C24 120.68(13) . . ?
C24 C29 C28 121.03(13) . . ?
C10 C9 C8 119.29(13) . . ?
C16 C17 C13 119.17(12) . . ?
N5 C16 C17 123.76(13) . . ?
C8 C12 C11 118.97(13) . . ?
C27 C28 C29 119.36(14) . . ?
O2 C19 O3 124.42(11) . . ?
O2 C19 C18 124.56(12) . . ?
O3 C19 C18 110.99(10) . . ?
C25 C26 C27 119.48(13) . . ?
N4 C11 C12 124.29(14) . . ?
F1 C30 F2 106.86(16) . . ?
F1 C30 F3 107.08(16) . . ?
F2 C30 F3 104.71(16) . . ?
F1 C30 C27 112.67(15) . . ?
F2 C30 C27 112.05(13) . . ?
F3 C30 C27 112.93(15) . . ?
N4 C10 C9 124.14(14) . . ?

_refine_diff_density_max         0.555
_refine_diff_density_min         -0.566
_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_L5
_database_code_depnum_ccdc_archive 'CCDC 1986612'
loop_
_audit_author_name
_audit_author_address
Javier
;Politecnico di Milano
Italy
;
_audit_update_record             
;
2020-02-27 deposited with the CCDC.	2020-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H32 N4 O6'
_chemical_formula_weight         544.59

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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   13.089(11)
_cell_length_b                   17.019(14)
_cell_length_c                   25.19(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5611(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    129
_cell_measurement_theta_min      11.82
_cell_measurement_theta_max      29.27

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_F_000             2304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.746
_shelx_estimated_absorpt_T_min   0.929
_shelx_estimated_absorpt_T_max   0.964
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9061
_diffrn_reflns_av_unetI/netI     0.2132
_diffrn_reflns_av_R_equivalents  0.2320
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         11.426
_diffrn_reflns_theta_max         51.052
_diffrn_reflns_theta_full        51.052
_diffrn_measured_fraction_theta_max 0.888
_diffrn_measured_fraction_theta_full 0.888
_diffrn_reflns_Laue_measured_fraction_max 0.888
_diffrn_reflns_Laue_measured_fraction_full 0.888
_diffrn_reflns_point_group_measured_fraction_max 0.888
_diffrn_reflns_point_group_measured_fraction_full 0.888
_reflns_number_total             2685
_reflns_number_gt                1419
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0154P)²] 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         2685
_refine_ls_number_parameters     365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1540
_refine_ls_R_factor_gt           0.0667
_refine_ls_wR_factor_ref         0.1527
_refine_ls_wR_factor_gt          0.1242
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_restrained_S_all      0.976
_refine_ls_shift/su_max          0.013
_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
C1A C 0.6183(9) 0.4555(4) 0.4939(2) 0.076(2) Uani 1 1 d . . . . .
H1A H 0.587556 0.489588 0.517967 0.091 Uiso 1 1 calc R U . . .
C2A C 0.7218(7) 0.4586(3) 0.4882(2) 0.062(2) Uani 1 1 d . . . . .
H2A H 0.759503 0.494495 0.508060 0.074 Uiso 1 1 calc R U . . .
C3 C 0.7710(6) 0.4090(2) 0.45332(18) 0.0480(17) Uani 1 1 d . . . . .
C4A C 0.7103(7) 0.3574(3) 0.4255(2) 0.0621(19) Uani 1 1 d . . . . .
H4A H 0.739679 0.322507 0.401443 0.075 Uiso 1 1 calc R U . . .
C5A C 0.6063(8) 0.3574(3) 0.4331(2) 0.077(2) Uani 1 1 d . . . . .
H5A H 0.566890 0.321683 0.414092 0.092 Uiso 1 1 calc R U . . .
C6A C 0.8850(6) 0.4112(2) 0.44640(16) 0.0474(18) Uani 1 1 d . . . . .
H6A H 0.908878 0.464116 0.455367 0.057 Uiso 1 1 calc R U . . .
C7A C 0.9378(6) 0.3512(2) 0.48522(17) 0.0447(16) Uani 1 1 d . . . . .
C8 C 0.9343(5) 0.3852(2) 0.54093(16) 0.0513(17) Uani 1 1 d . . . . .
C9 C 0.9335(7) 0.3521(3) 0.63163(18) 0.095(3) Uani 1 1 d . . . . .
H9C H 0.929071 0.306244 0.653720 0.143 Uiso 1 1 calc R U . . .
H9A H 0.874438 0.384508 0.637251 0.143 Uiso 1 1 calc R U . . .
H9B H 0.993964 0.381156 0.640510 0.143 Uiso 1 1 calc R U . . .
C10 C 1.0489(7) 0.3461(2) 0.4699(2) 0.056(2) Uani 1 1 d . . . . .
C11B C 1.0640(5) 0.3155(2) 0.41346(16) 0.0442(16) Uani 1 1 d . . . . .
C12A C 1.1765(6) 0.3058(3) 0.40080(18) 0.0571(19) Uani 1 1 d . . . . .
C13A C 1.3340(8) 0.3687(4) 0.3891(3) 0.086(2) Uani 1 1 d . . . . .
H13A H 1.363695 0.329915 0.412054 0.130 Uiso 1 1 calc R U . . .
H13B H 1.365204 0.418785 0.395703 0.130 Uiso 1 1 calc R U . . .
H13C H 1.345303 0.353930 0.352732 0.130 Uiso 1 1 calc R U . . .
C14A C 0.8979(5) 0.26744(19) 0.48251(16) 0.0526(18) Uani 1 1 d . . . . .
H14A H 0.937052 0.234633 0.506547 0.063 Uiso 1 1 calc R U . . .
H14B H 0.827163 0.266447 0.493987 0.063 Uiso 1 1 calc R U . . .
C15 C 0.8727(5) 0.4642(2) 0.35854(18) 0.0611(18) Uani 1 1 d . . . . .
H15C H 0.802455 0.474672 0.366931 0.092 Uiso 1 1 calc R U . . .
H15B H 0.878888 0.452736 0.321363 0.092 Uiso 1 1 calc R U . . .
H15A H 0.913377 0.509417 0.367034 0.092 Uiso 1 1 calc R U . . .
C16A C 1.0144(6) 0.3783(2) 0.37622(17) 0.0525(19) Uani 1 1 d . . . . .
H16A H 1.054291 0.426890 0.379060 0.063 Uiso 1 1 calc R U . . .
C17A C 1.0108(6) 0.2334(2) 0.41230(19) 0.0541(19) Uani 1 1 d . . . . .
H17B H 1.014589 0.212409 0.376538 0.065 Uiso 1 1 calc R U . . .
H17A H 1.047848 0.197851 0.435470 0.065 Uiso 1 1 calc R U . . .
C18A C 0.8602(5) 0.15641(18) 0.42676(19) 0.062(2) Uani 1 1 d . . . . .
H18B H 0.797565 0.156156 0.447319 0.075 Uiso 1 1 calc R U . . .
H18A H 0.907170 0.119627 0.443205 0.075 Uiso 1 1 calc R U . . .
C19A C 0.8376(6) 0.1296(2) 0.3724(2) 0.0587(19) Uani 1 1 d . . . . .
C20A C 0.8963(6) 0.0779(2) 0.3446(2) 0.069(2) Uani 1 1 d . . . . .
H20A H 0.954207 0.056827 0.360515 0.083 Uiso 1 1 calc R U . . .
C21A C 0.8718(7) 0.0556(3) 0.2926(2) 0.076(2) Uani 1 1 d . . . . .
H21A H 0.914274 0.021092 0.274356 0.091 Uiso 1 1 calc R U . . .
C22A C 0.7867(7) 0.0840(3) 0.2687(2) 0.071(2) Uani 1 1 d . . . . .
C23A C 0.7246(6) 0.1352(3) 0.2952(2) 0.076(2) Uani 1 1 d . . . . .
H23A H 0.665778 0.155086 0.279472 0.091 Uiso 1 1 calc R U . . .
C24A C 0.7519(7) 0.1566(3) 0.3464(3) 0.073(2) Uani 1 1 d . . . . .
H24A H 0.709617 0.191484 0.364382 0.087 Uiso 1 1 calc R U . . .
C25A C 0.6807(10) 0.0806(5) 0.1923(3) 0.143(4) Uani 1 1 d . . . . .
H25B H 0.680267 0.061071 0.156584 0.214 Uiso 1 1 calc R U . . .
H25A H 0.677548 0.136919 0.191873 0.214 Uiso 1 1 calc R U . . .
H25C H 0.622756 0.060153 0.211176 0.214 Uiso 1 1 calc R U . . .
C26A C 1.0196(6) 0.3500(2) 0.31877(18) 0.0528(19) Uani 1 1 d . . . . .
C27A C 1.0997(6) 0.3693(3) 0.2861(2) 0.062(2) Uani 1 1 d . . . . .
H27A H 1.151982 0.401590 0.298376 0.075 Uiso 1 1 calc R U . . .
C28A C 1.1021(7) 0.3402(3) 0.2347(2) 0.085(3) Uani 1 1 d . . . . .
H28A H 1.156676 0.354478 0.213047 0.101 Uiso 1 1 calc R U . . .
C29A C 0.9548(7) 0.2761(3) 0.2467(2) 0.087(3) Uani 1 1 d . . . . .
H29A H 0.903480 0.243767 0.233374 0.104 Uiso 1 1 calc R U . . .
C30A C 0.9448(6) 0.3019(2) 0.29796(18) 0.064(2) Uani 1 1 d . . . . .
H30A H 0.888748 0.287222 0.318342 0.076 Uiso 1 1 calc R U . . .
N1 N 0.5590(5) 0.4063(2) 0.46678(19) 0.0760(17) Uani 1 1 d . . . . .
N2 N 1.0315(6) 0.2934(3) 0.21455(19) 0.090(2) Uani 1 1 d . . . . .
N3 N 0.9085(5) 0.39628(17) 0.38971(14) 0.0482(14) Uani 1 1 d . . . . .
N4 N 0.9051(5) 0.23551(17) 0.42866(14) 0.0524(15) Uani 1 1 d . . . . .
O1A O 0.7723(6) 0.0562(2) 0.21822(18) 0.1058(19) Uani 1 1 d . . . . .
O2A O 1.2175(4) 0.2437(2) 0.39299(17) 0.0956(16) Uani 1 1 d . . . . .
O3A O 1.2251(4) 0.37383(17) 0.39913(13) 0.0654(13) Uani 1 1 d . . . . .
O4A O 1.1212(4) 0.35735(17) 0.50000(14) 0.0668(13) Uani 1 1 d . . . . .
O5A O 0.9301(4) 0.45330(14) 0.55179(11) 0.0684(14) Uani 1 1 d . . . . .
O6A O 0.9379(4) 0.32872(15) 0.57697(11) 0.0731(15) Uani 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
C1A N1 1.331(9) . ?
C1A C2A 1.363(10) . ?
C1A H1A 0.9300 . ?
C2A C3 1.379(8) . ?
C2A H2A 0.9300 . ?
C3 C4A 1.377(8) . ?
C3 C6A 1.502(9) . ?
C4A C5A 1.376(9) . ?
C4A H4A 0.9300 . ?
C5A N1 1.340(8) . ?
C5A H5A 0.9300 . ?
C6A N3 1.483(6) . ?
C6A C7A 1.573(7) . ?
C6A H6A 0.9800 . ?
C7A C10 1.507(9) . ?
C7A C8 1.519(6) . ?
C7A C14A 1.520(6) . ?
C8 O5A 1.192(4) . ?
C8 O6A 1.323(5) . ?
C9 O6A 1.434(6) . ?
C9 H9C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C10 O4A 1.228(8) . ?
C10 C11B 1.527(7) . ?
C11B C12A 1.516(9) . ?
C11B C17A 1.562(7) . ?
C11B C16A 1.563(7) . ?
C12A O2A 1.201(6) . ?
C12A O3A 1.322(6) . ?
C13A O3A 1.451(9) . ?
C13A H13A 0.9600 . ?
C13A H13B 0.9600 . ?
C13A H13C 0.9600 . ?
C14A N4 1.464(5) . ?
C14A H14A 0.9700 . ?
C14A H14B 0.9700 . ?
C15 N3 1.474(6) . ?
C15 H15C 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15A 0.9600 . ?
C16A N3 1.459(8) . ?
C16A C26A 1.527(6) . ?
C16A H16A 0.9800 . ?
C17A N4 1.444(8) . ?
C17A H17B 0.9700 . ?
C17A H17A 0.9700 . ?
C18A N4 1.469(6) . ?
C18A C19A 1.474(7) . ?
C18A H18B 0.9700 . ?
C18A H18A 0.9700 . ?
C19A C20A 1.363(8) . ?
C19A C24A 1.377(9) . ?
C20A C21A 1.399(8) . ?
C20A H20A 0.9300 . ?
C21A C22A 1.356(10) . ?
C21A H21A 0.9300 . ?
C22A C23A 1.366(10) . ?
C22A O1A 1.371(7) . ?
C23A C24A 1.386(8) . ?
C23A H23A 0.9300 . ?
C24A H24A 0.9300 . ?
C25A O1A 1.426(12) . ?
C25A H25B 0.9600 . ?
C25A H25A 0.9600 . ?
C25A H25C 0.9600 . ?
C26A C27A 1.373(8) . ?
C26A C30A 1.379(8) . ?
C27A C28A 1.388(7) . ?
C27A H27A 0.9300 . ?
C28A N2 1.322(9) . ?
C28A H28A 0.9300 . ?
C29A N2 1.322(9) . ?
C29A C30A 1.371(7) . ?
C29A H29A 0.9300 . ?
C30A H30A 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
N1 C1A C2A 123.4(7) . . ?
N1 C1A H1A 118.3 . . ?
C2A C1A H1A 118.3 . . ?
C1A C2A C3 120.5(7) . . ?
C1A C2A H2A 119.8 . . ?
C3 C2A H2A 119.8 . . ?
C4A C3 C2A 116.5(8) . . ?
C4A C3 C6A 122.0(5) . . ?
C2A C3 C6A 121.5(6) . . ?
C5A C4A C3 120.0(6) . . ?
C5A C4A H4A 120.0 . . ?
C3 C4A H4A 120.0 . . ?
N1 C5A C4A 123.1(7) . . ?
N1 C5A H5A 118.4 . . ?
C4A C5A H5A 118.4 . . ?
N3 C6A C3 108.3(5) . . ?
N3 C6A C7A 113.4(4) . . ?
C3 C6A C7A 110.3(5) . . ?
N3 C6A H6A 108.2 . . ?
C3 C6A H6A 108.2 . . ?
C7A C6A H6A 108.2 . . ?
C10 C7A C8 106.7(5) . . ?
C10 C7A C14A 105.4(4) . . ?
C8 C7A C14A 112.9(4) . . ?
C10 C7A C6A 107.6(4) . . ?
C8 C7A C6A 108.3(4) . . ?
C14A C7A C6A 115.5(5) . . ?
O5A C8 O6A 123.4(4) . . ?
O5A C8 C7A 125.7(4) . . ?
O6A C8 C7A 110.9(3) . . ?
O6A C9 H9C 109.5 . . ?
O6A C9 H9A 109.5 . . ?
H9C C9 H9A 109.5 . . ?
O6A C9 H9B 109.5 . . ?
H9C C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O4A C10 C7A 125.2(5) . . ?
O4A C10 C11B 121.9(8) . . ?
C7A C10 C11B 112.5(6) . . ?
C12A C11B C10 111.1(5) . . ?
C12A C11B C17A 109.3(4) . . ?
C10 C11B C17A 105.4(4) . . ?
C12A C11B C16A 110.6(5) . . ?
C10 C11B C16A 105.7(4) . . ?
C17A C11B C16A 114.6(5) . . ?
O2A C12A O3A 123.4(7) . . ?
O2A C12A C11B 124.4(6) . . ?
O3A C12A C11B 112.2(5) . . ?
O3A C13A H13A 109.5 . . ?
O3A C13A H13B 109.5 . . ?
H13A C13A H13B 109.5 . . ?
O3A C13A H13C 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
N4 C14A C7A 111.6(3) . . ?
N4 C14A H14A 109.3 . . ?
C7A C14A H14A 109.3 . . ?
N4 C14A H14B 109.3 . . ?
C7A C14A H14B 109.3 . . ?
H14A C14A H14B 108.0 . . ?
N3 C15 H15C 109.5 . . ?
N3 C15 H15B 109.5 . . ?
H15C C15 H15B 109.5 . . ?
N3 C15 H15A 109.5 . . ?
H15C C15 H15A 109.5 . . ?
H15B C15 H15A 109.5 . . ?
N3 C16A C26A 109.2(5) . . ?
N3 C16A C11B 113.4(4) . . ?
C26A C16A C11B 109.5(4) . . ?
N3 C16A H16A 108.2 . . ?
C26A C16A H16A 108.2 . . ?
C11B C16A H16A 108.2 . . ?
N4 C17A C11B 113.5(5) . . ?
N4 C17A H17B 108.9 . . ?
C11B C17A H17B 108.9 . . ?
N4 C17A H17A 108.9 . . ?
C11B C17A H17A 108.9 . . ?
H17B C17A H17A 107.7 . . ?
N4 C18A C19A 113.2(3) . . ?
N4 C18A H18B 108.9 . . ?
C19A C18A H18B 108.9 . . ?
N4 C18A H18A 108.9 . . ?
C19A C18A H18A 108.9 . . ?
H18B C18A H18A 107.7 . . ?
C20A C19A C24A 115.5(5) . . ?
C20A C19A C18A 124.4(7) . . ?
C24A C19A C18A 120.2(5) . . ?
C19A C20A C21A 121.8(6) . . ?
C19A C20A H20A 119.1 . . ?
C21A C20A H20A 119.1 . . ?
C22A C21A C20A 120.4(6) . . ?
C22A C21A H21A 119.8 . . ?
C20A C21A H21A 119.8 . . ?
C21A C22A C23A 120.0(6) . . ?
C21A C22A O1A 113.7(7) . . ?
C23A C22A O1A 126.4(8) . . ?
C22A C23A C24A 117.9(7) . . ?
C22A C23A H23A 121.0 . . ?
C24A C23A H23A 121.0 . . ?
C19A C24A C23A 124.4(6) . . ?
C19A C24A H24A 117.8 . . ?
C23A C24A H24A 117.8 . . ?
O1A C25A H25B 109.5 . . ?
O1A C25A H25A 109.5 . . ?
H25B C25A H25A 109.5 . . ?
O1A C25A H25C 109.5 . . ?
H25B C25A H25C 109.5 . . ?
H25A C25A H25C 109.5 . . ?
C27A C26A C30A 117.2(5) . . ?
C27A C26A C16A 121.7(6) . . ?
C30A C26A C16A 121.1(6) . . ?
C26A C27A C28A 119.4(6) . . ?
C26A C27A H27A 120.3 . . ?
C28A C27A H27A 120.3 . . ?
N2 C28A C27A 123.9(6) . . ?
N2 C28A H28A 118.1 . . ?
C27A C28A H28A 118.1 . . ?
N2 C29A C30A 125.3(7) . . ?
N2 C29A H29A 117.4 . . ?
C30A C29A H29A 117.4 . . ?
C29A C30A C26A 118.8(6) . . ?
C29A C30A H30A 120.6 . . ?
C26A C30A H30A 120.6 . . ?
C1A N1 C5A 116.5(8) . . ?
C29A N2 C28A 115.6(6) . . ?
C16A N3 C15 110.0(4) . . ?
C16A N3 C6A 117.2(4) . . ?
C15 N3 C6A 108.2(4) . . ?
C17A N4 C14A 109.6(4) . . ?
C17A N4 C18A 110.5(4) . . ?
C14A N4 C18A 110.2(4) . . ?
C22A O1A C25A 116.0(7) . . ?
C12A O3A C13A 115.2(5) . . ?
C8 O6A C9 117.1(3) . . ?

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
N1 C1A C2A C3 -0.4(9) . . . . ?
C1A C2A C3 C4A -0.2(7) . . . . ?
C1A C2A C3 C6A -179.9(5) . . . . ?
C2A C3 C4A C5A 0.1(7) . . . . ?
C6A C3 C4A C5A 179.9(5) . . . . ?
C3 C4A C5A N1 0.5(9) . . . . ?
C4A C3 C6A N3 36.6(5) . . . . ?
C2A C3 C6A N3 -143.6(4) . . . . ?
C4A C3 C6A C7A -88.0(5) . . . . ?
C2A C3 C6A C7A 91.8(5) . . . . ?
N3 C6A C7A C10 48.8(6) . . . . ?
C3 C6A C7A C10 170.4(4) . . . . ?
N3 C6A C7A C8 163.8(5) . . . . ?
C3 C6A C7A C8 -74.6(5) . . . . ?
N3 C6A C7A C14A -68.6(7) . . . . ?
C3 C6A C7A C14A 53.1(6) . . . . ?
C10 C7A C8 O5A 89.4(7) . . . . ?
C14A C7A C8 O5A -155.3(7) . . . . ?
C6A C7A C8 O5A -26.2(9) . . . . ?
C10 C7A C8 O6A -89.8(5) . . . . ?
C14A C7A C8 O6A 25.5(7) . . . . ?
C6A C7A C8 O6A 154.6(5) . . . . ?
C8 C7A C10 O4A 9.0(6) . . . . ?
C14A C7A C10 O4A -111.2(5) . . . . ?
C6A C7A C10 O4A 125.1(4) . . . . ?
C8 C7A C10 C11B -177.8(3) . . . . ?
C14A C7A C10 C11B 61.9(4) . . . . ?
C6A C7A C10 C11B -61.8(4) . . . . ?
O4A C10 C11B C12A -2.6(5) . . . . ?
C7A C10 C11B C12A -176.0(3) . . . . ?
O4A C10 C11B C17A 115.7(6) . . . . ?
C7A C10 C11B C17A -57.7(5) . . . . ?
O4A C10 C11B C16A -122.6(5) . . . . ?
C7A C10 C11B C16A 64.0(5) . . . . ?
C10 C11B C12A O2A 113.5(5) . . . . ?
C17A C11B C12A O2A -2.3(6) . . . . ?
C16A C11B C12A O2A -129.4(5) . . . . ?
C10 C11B C12A O3A -66.6(5) . . . . ?
C17A C11B C12A O3A 177.5(3) . . . . ?
C16A C11B C12A O3A 50.4(5) . . . . ?
C10 C7A C14A N4 -62.2(6) . . . . ?
C8 C7A C14A N4 -178.3(5) . . . . ?
C6A C7A C14A N4 56.4(7) . . . . ?
C12A C11B C16A N3 -174.3(4) . . . . ?
C10 C11B C16A N3 -54.0(6) . . . . ?
C17A C11B C16A N3 61.6(5) . . . . ?
C12A C11B C16A C26A 63.5(6) . . . . ?
C10 C11B C16A C26A -176.2(5) . . . . ?
C17A C11B C16A C26A -60.7(7) . . . . ?
C12A C11B C17A N4 174.7(4) . . . . ?
C10 C11B C17A N4 55.2(6) . . . . ?
C16A C11B C17A N4 -60.6(6) . . . . ?
N4 C18A C19A C20A 102.2(6) . . . . ?
N4 C18A C19A C24A -78.1(7) . . . . ?
C24A C19A C20A C21A 1.5(8) . . . . ?
C18A C19A C20A C21A -178.8(5) . . . . ?
C19A C20A C21A C22A -1.4(8) . . . . ?
C20A C21A C22A C23A 0.5(9) . . . . ?
C20A C21A C22A O1A -179.2(4) . . . . ?
C21A C22A C23A C24A 0.2(8) . . . . ?
O1A C22A C23A C24A 179.9(5) . . . . ?
C20A C19A C24A C23A -0.8(8) . . . . ?
C18A C19A C24A C23A 179.6(4) . . . . ?
C22A C23A C24A C19A -0.1(8) . . . . ?
N3 C16A C26A C27A 143.1(5) . . . . ?
C11B C16A C26A C27A -92.2(6) . . . . ?
N3 C16A C26A C30A -38.8(5) . . . . ?
C11B C16A C26A C30A 86.0(7) . . . . ?
C30A C26A C27A C28A 0.0(7) . . . . ?
C16A C26A C27A C28A 178.2(4) . . . . ?
C26A C27A C28A N2 -0.8(8) . . . . ?
N2 C29A C30A C26A 0.1(9) . . . . ?
C27A C26A C30A C29A 0.3(7) . . . . ?
C16A C26A C30A C29A -177.9(5) . . . . ?
C2A C1A N1 C5A 1.0(8) . . . . ?
C4A C5A N1 C1A -1.1(8) . . . . ?
C30A C29A N2 C28A -0.8(10) . . . . ?
C27A C28A N2 C29A 1.1(9) . . . . ?
C26A C16A N3 C15 -66.4(4) . . . . ?
C11B C16A N3 C15 171.2(3) . . . . ?
C26A C16A N3 C6A 169.4(3) . . . . ?
C11B C16A N3 C6A 47.0(5) . . . . ?
C3 C6A N3 C16A -166.6(3) . . . . ?
C7A C6A N3 C16A -43.8(6) . . . . ?
C3 C6A N3 C15 68.3(5) . . . . ?
C7A C6A N3 C15 -168.9(5) . . . . ?
C11B C17A N4 C14A -58.3(5) . . . . ?
C11B C17A N4 C18A -179.8(3) . . . . ?
C7A C14A N4 C17A 61.7(6) . . . . ?
C7A C14A N4 C18A -176.5(6) . . . . ?
C19A C18A N4 C17A -75.3(6) . . . . ?
C19A C18A N4 C14A 163.5(5) . . . . ?
C21A C22A O1A C25A 176.5(6) . . . . ?
C23A C22A O1A C25A -3.2(9) . . . . ?
O2A C12A O3A C13A -2.3(7) . . . . ?
C11B C12A O3A C13A 177.9(4) . . . . ?
O5A C8 O6A C9 1.8(9) . . . . ?
C7A C8 O6A C9 -179.0(6) . . . . ?

_refine_diff_density_max         0.187
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.044


# start Validation Reply Form
_vrf_THETM01_L5                  
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PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: This is due to weak diffraction.
;
_vrf_PLAT029_L5                  
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.888 Why?  
RESPONSE: This is due to weak diffraction.
;
# end Validation Reply Form
