# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_cd16305
_database_code_depnum_ccdc_archive 'CCDC 1527956'
_audit_update_record             
;
2017-01-17 deposited with the CCDC.
2017-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H19 Cl2 N O2'
_chemical_formula_weight         484.35

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   7.6783(13)
_cell_length_b                   11.4349(19)
_cell_length_c                   13.505(2)
_cell_angle_alpha                96.491(4)
_cell_angle_beta                 91.287(4)
_cell_angle_gamma                100.696(4)
_cell_volume                     1156.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1045
_cell_measurement_theta_min      4.463
_cell_measurement_theta_max      44.264

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_F_000             500
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.309
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5740
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6443
_diffrn_reflns_av_unetI/netI     0.0651
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.825
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             4052
_reflns_number_gt                2824
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0670P)²+0.0521P] 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         4052
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0984
_refine_ls_R_factor_gt           0.0680
_refine_ls_wR_factor_ref         0.1607
_refine_ls_wR_factor_gt          0.1458
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_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
Cl1 Cl -0.51301(15) -0.14803(10) 0.40371(8) 0.0770(4) Uani 1 1 d . . . . .
Cl2 Cl -0.75833(14) 0.06139(9) -0.06832(9) 0.0778(4) Uani 1 1 d . . . . .
N1 N 0.5146(4) 0.5116(2) 0.22053(19) 0.0396(7) Uani 1 1 d . . . . .
O1 O 0.3034(3) 0.1239(3) 0.3401(3) 0.0878(11) Uani 1 1 d . . . . .
O2 O 0.0437(4) 0.3809(3) -0.06596(18) 0.0705(9) Uani 1 1 d . . . . .
C1 C 0.3372(4) 0.3424(3) 0.2570(2) 0.0349(7) Uani 1 1 d . . . . .
C2 C 0.1875(4) 0.2479(3) 0.2410(2) 0.0352(8) Uani 1 1 d . . . . .
C3 C 0.0708(4) 0.2476(3) 0.1613(2) 0.0390(8) Uani 1 1 d . . . . .
H3 H -0.0290 0.1869 0.1507 0.047 Uiso 1 1 calc R U . . .
C4 C 0.0980(4) 0.3360(3) 0.0959(2) 0.0389(8) Uani 1 1 d . . . . .
C5 C 0.2432(4) 0.4293(3) 0.1125(2) 0.0419(8) Uani 1 1 d . . . . .
H5 H 0.2614 0.4893 0.0707 0.050 Uiso 1 1 calc R U . . .
C6 C 0.3592(4) 0.4316(3) 0.1916(2) 0.0356(8) Uani 1 1 d . . . . .
C7 C 0.5900(4) 0.4741(3) 0.3022(2) 0.0360(8) Uani 1 1 d . . . . .
C8 C 0.4853(4) 0.3723(3) 0.3251(2) 0.0373(8) Uani 1 1 d . . . . .
H8 H 0.5074 0.3294 0.3771 0.045 Uiso 1 1 calc R U . . .
C9 C 0.5714(5) 0.6214(3) 0.1761(3) 0.0547(10) Uani 1 1 d . . . . .
H9A H 0.6448 0.6796 0.2238 0.082 Uiso 1 1 calc R U . . .
H9B H 0.4693 0.6523 0.1568 0.082 Uiso 1 1 calc R U . . .
H9C H 0.6378 0.6051 0.1184 0.082 Uiso 1 1 calc R U . . .
C10 C 0.7597(4) 0.5388(3) 0.3501(2) 0.0367(8) Uani 1 1 d . . . . .
C11 C 0.9106(5) 0.5661(3) 0.2963(3) 0.0483(9) Uani 1 1 d . . . . .
H11 H 0.9060 0.5438 0.2278 0.058 Uiso 1 1 calc R U . . .
C12 C 1.0675(5) 0.6262(3) 0.3443(3) 0.0557(10) Uani 1 1 d . . . . .
H12 H 1.1678 0.6457 0.3078 0.067 Uiso 1 1 calc R U . . .
C13 C 1.0766(5) 0.6578(3) 0.4460(3) 0.0532(10) Uani 1 1 d . . . . .
H13 H 1.1825 0.6984 0.4782 0.064 Uiso 1 1 calc R U . . .
C14 C 0.9291(5) 0.6290(3) 0.4992(3) 0.0511(10) Uani 1 1 d . . . . .
H14 H 0.9356 0.6494 0.5680 0.061 Uiso 1 1 calc R U . . .
C15 C 0.7712(5) 0.5703(3) 0.4526(2) 0.0417(8) Uani 1 1 d . . . . .
H15 H 0.6716 0.5516 0.4899 0.050 Uiso 1 1 calc R U . . .
C16 C 0.1702(4) 0.1477(3) 0.3033(3) 0.0446(9) Uani 1 1 d . . . . .
C17 C -0.0044(4) 0.0762(3) 0.3237(2) 0.0371(8) Uani 1 1 d . . . . .
C18 C -0.0082(5) -0.0373(3) 0.3502(3) 0.0494(9) Uani 1 1 d . . . . .
H18 H 0.0962 -0.0675 0.3513 0.059 Uiso 1 1 calc R U . . .
C19 C -0.1635(5) -0.1064(3) 0.3751(3) 0.0558(10) Uani 1 1 d . . . . .
H19 H -0.1650 -0.1831 0.3923 0.067 Uiso 1 1 calc R U . . .
C20 C -0.3166(5) -0.0603(3) 0.3741(2) 0.0448(9) Uani 1 1 d . . . . .
C21 C -0.3150(5) 0.0532(3) 0.3498(2) 0.0433(9) Uani 1 1 d . . . . .
H21 H -0.4190 0.0839 0.3505 0.052 Uiso 1 1 calc R U . . .
C22 C -0.1600(4) 0.1207(3) 0.3245(2) 0.0374(8) Uani 1 1 d . . . . .
H22 H -0.1591 0.1975 0.3076 0.045 Uiso 1 1 calc R U . . .
C23 C -0.0129(5) 0.3280(3) 0.0032(2) 0.0471(9) Uani 1 1 d . . . . .
C24 C -0.1948(5) 0.2521(3) -0.0083(2) 0.0427(9) Uani 1 1 d . . . . .
C25 C -0.3173(5) 0.2556(3) 0.0645(2) 0.0458(9) Uani 1 1 d . . . . .
H25 H -0.2827 0.2988 0.1266 0.055 Uiso 1 1 calc R U . . .
C26 C -0.4890(5) 0.1966(3) 0.0470(3) 0.0518(9) Uani 1 1 d . . . . .
H26 H -0.5714 0.2012 0.0960 0.062 Uiso 1 1 calc R U . . .
C27 C -0.5384(5) 0.1304(3) -0.0440(3) 0.0498(10) Uani 1 1 d . . . . .
C28 C -0.4191(6) 0.1214(3) -0.1162(3) 0.0596(11) Uani 1 1 d . . . . .
H28 H -0.4532 0.0736 -0.1764 0.072 Uiso 1 1 calc R U . . .
C29 C -0.2476(5) 0.1835(3) -0.0992(3) 0.0540(10) Uani 1 1 d . . . . .
H29 H -0.1665 0.1796 -0.1490 0.065 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
Cl1 C20 1.731(3) . ?
Cl2 C27 1.733(4) . ?
N1 C6 1.380(4) . ?
N1 C7 1.381(4) . ?
N1 C9 1.451(4) . ?
O1 C16 1.215(4) . ?
O2 C23 1.215(4) . ?
C1 C8 1.411(4) . ?
C1 C6 1.414(4) . ?
C1 C2 1.418(4) . ?
C2 C3 1.384(4) . ?
C2 C16 1.485(4) . ?
C3 C4 1.406(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(4) . ?
C4 C23 1.482(4) . ?
C5 C6 1.370(4) . ?
C5 H5 0.9300 . ?
C7 C8 1.358(4) . ?
C7 C10 1.470(4) . ?
C8 H8 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.387(5) . ?
C10 C15 1.387(4) . ?
C11 C12 1.379(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.377(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.363(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.373(5) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.484(4) . ?
C17 C18 1.380(4) . ?
C17 C22 1.383(4) . ?
C18 C19 1.374(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.375(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.372(5) . ?
C21 C22 1.367(4) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.496(5) . ?
C24 C25 1.378(5) . ?
C24 C29 1.389(5) . ?
C25 C26 1.367(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.374(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.361(6) . ?
C28 C29 1.376(5) . ?
C28 H28 0.9300 . ?
C29 H29 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
C6 N1 C7 108.2(3) . . ?
C6 N1 C9 123.4(3) . . ?
C7 N1 C9 128.1(3) . . ?
C8 C1 C6 106.0(3) . . ?
C8 C1 C2 135.4(3) . . ?
C6 C1 C2 118.5(3) . . ?
C3 C2 C1 118.1(3) . . ?
C3 C2 C16 122.3(3) . . ?
C1 C2 C16 119.4(3) . . ?
C2 C3 C4 122.2(3) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
C5 C4 C3 119.6(3) . . ?
C5 C4 C23 117.6(3) . . ?
C3 C4 C23 122.6(3) . . ?
C6 C5 C4 118.9(3) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
C5 C6 N1 129.4(3) . . ?
C5 C6 C1 122.6(3) . . ?
N1 C6 C1 108.0(3) . . ?
C8 C7 N1 109.1(3) . . ?
C8 C7 C10 128.9(3) . . ?
N1 C7 C10 122.0(3) . . ?
C7 C8 C1 108.6(3) . . ?
C7 C8 H8 125.7 . . ?
C1 C8 H8 125.7 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 118.8(3) . . ?
C11 C10 C7 121.9(3) . . ?
C15 C10 C7 119.2(3) . . ?
C12 C11 C10 120.1(3) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C13 C12 C11 120.4(4) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C12 119.5(3) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 120.9(3) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C14 C15 C10 120.2(3) . . ?
C14 C15 H15 119.9 . . ?
C10 C15 H15 119.9 . . ?
O1 C16 C17 118.5(3) . . ?
O1 C16 C2 119.1(3) . . ?
C17 C16 C2 122.4(3) . . ?
C18 C17 C22 118.7(3) . . ?
C18 C17 C16 117.8(3) . . ?
C22 C17 C16 123.3(3) . . ?
C19 C18 C17 121.2(3) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C20 118.8(3) . . ?
C18 C19 H19 120.6 . . ?
C20 C19 H19 120.6 . . ?
C21 C20 C19 120.9(3) . . ?
C21 C20 Cl1 120.1(3) . . ?
C19 C20 Cl1 118.9(3) . . ?
C22 C21 C20 119.7(3) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C17 120.7(3) . . ?
C21 C22 H22 119.6 . . ?
C17 C22 H22 119.6 . . ?
O2 C23 C4 120.6(3) . . ?
O2 C23 C24 118.6(3) . . ?
C4 C23 C24 120.8(3) . . ?
C25 C24 C29 118.6(3) . . ?
C25 C24 C23 122.6(3) . . ?
C29 C24 C23 118.6(3) . . ?
C26 C25 C24 121.1(3) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C25 C26 C27 119.2(4) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 H26 120.4 . . ?
C28 C27 C26 121.2(4) . . ?
C28 C27 Cl2 119.6(3) . . ?
C26 C27 Cl2 119.2(3) . . ?
C27 C28 C29 119.4(4) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C28 C29 C24 120.5(4) . . ?
C28 C29 H29 119.8 . . ?
C24 C29 H29 119.8 . . ?

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
C8 C1 C2 C3 -177.5(3) . . . . ?
C6 C1 C2 C3 0.4(5) . . . . ?
C8 C1 C2 C16 -3.2(6) . . . . ?
C6 C1 C2 C16 174.7(3) . . . . ?
C1 C2 C3 C4 1.1(5) . . . . ?
C16 C2 C3 C4 -173.0(3) . . . . ?
C2 C3 C4 C5 -2.0(5) . . . . ?
C2 C3 C4 C23 171.9(3) . . . . ?
C3 C4 C5 C6 1.4(5) . . . . ?
C23 C4 C5 C6 -172.9(3) . . . . ?
C4 C5 C6 N1 177.3(3) . . . . ?
C4 C5 C6 C1 0.1(5) . . . . ?
C7 N1 C6 C5 -177.3(3) . . . . ?
C9 N1 C6 C5 8.5(5) . . . . ?
C7 N1 C6 C1 0.2(4) . . . . ?
C9 N1 C6 C1 -173.9(3) . . . . ?
C8 C1 C6 C5 177.4(3) . . . . ?
C2 C1 C6 C5 -1.0(5) . . . . ?
C8 C1 C6 N1 -0.3(4) . . . . ?
C2 C1 C6 N1 -178.7(3) . . . . ?
C6 N1 C7 C8 -0.1(4) . . . . ?
C9 N1 C7 C8 173.7(3) . . . . ?
C6 N1 C7 C10 178.7(3) . . . . ?
C9 N1 C7 C10 -7.5(5) . . . . ?
N1 C7 C8 C1 -0.1(4) . . . . ?
C10 C7 C8 C1 -178.8(3) . . . . ?
C6 C1 C8 C7 0.3(4) . . . . ?
C2 C1 C8 C7 178.3(4) . . . . ?
C8 C7 C10 C11 125.8(4) . . . . ?
N1 C7 C10 C11 -52.7(5) . . . . ?
C8 C7 C10 C15 -52.2(5) . . . . ?
N1 C7 C10 C15 129.3(3) . . . . ?
C15 C10 C11 C12 -1.6(5) . . . . ?
C7 C10 C11 C12 -179.6(3) . . . . ?
C10 C11 C12 C13 1.1(5) . . . . ?
C11 C12 C13 C14 0.0(6) . . . . ?
C12 C13 C14 C15 -0.8(6) . . . . ?
C13 C14 C15 C10 0.3(5) . . . . ?
C11 C10 C15 C14 0.9(5) . . . . ?
C7 C10 C15 C14 178.9(3) . . . . ?
C3 C2 C16 O1 148.1(4) . . . . ?
C1 C2 C16 O1 -25.9(5) . . . . ?
C3 C2 C16 C17 -32.7(5) . . . . ?
C1 C2 C16 C17 153.3(3) . . . . ?
O1 C16 C17 C18 -23.4(5) . . . . ?
C2 C16 C17 C18 157.4(3) . . . . ?
O1 C16 C17 C22 151.7(4) . . . . ?
C2 C16 C17 C22 -27.5(5) . . . . ?
C22 C17 C18 C19 1.3(5) . . . . ?
C16 C17 C18 C19 176.7(3) . . . . ?
C17 C18 C19 C20 -0.6(6) . . . . ?
C18 C19 C20 C21 -0.7(5) . . . . ?
C18 C19 C20 Cl1 179.1(3) . . . . ?
C19 C20 C21 C22 1.1(5) . . . . ?
Cl1 C20 C21 C22 -178.6(2) . . . . ?
C20 C21 C22 C17 -0.4(5) . . . . ?
C18 C17 C22 C21 -0.8(5) . . . . ?
C16 C17 C22 C21 -175.9(3) . . . . ?
C5 C4 C23 O2 17.8(5) . . . . ?
C3 C4 C23 O2 -156.3(4) . . . . ?
C5 C4 C23 C24 -163.9(3) . . . . ?
C3 C4 C23 C24 22.1(5) . . . . ?
O2 C23 C24 C25 -134.1(4) . . . . ?
C4 C23 C24 C25 47.6(5) . . . . ?
O2 C23 C24 C29 40.0(5) . . . . ?
C4 C23 C24 C29 -138.3(3) . . . . ?
C29 C24 C25 C26 -2.3(5) . . . . ?
C23 C24 C25 C26 171.8(3) . . . . ?
C24 C25 C26 C27 1.7(5) . . . . ?
C25 C26 C27 C28 0.9(5) . . . . ?
C25 C26 C27 Cl2 -177.0(3) . . . . ?
C26 C27 C28 C29 -2.6(6) . . . . ?
Cl2 C27 C28 C29 175.2(3) . . . . ?
C27 C28 C29 C24 1.9(5) . . . . ?
C25 C24 C29 C28 0.5(5) . . . . ?
C23 C24 C29 C28 -173.8(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C21 H21 O1 0.93 2.27 3.185(4) 169.3 1_455
C9 H9C O2 0.96 2.54 3.341(5) 140.7 2_665

_refine_diff_density_max         0.219
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.052

_shelxl_version_number           2013-4

﻿####################################################################### 
# 
# 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_cd16445
_database_code_depnum_ccdc_archive 'CCDC 1527957'
_audit_update_record             
;
2017-01-17 deposited with the CCDC.
2017-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H19 Cl2 N O2'
_chemical_formula_weight         484.35

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   26.413(4)
_cell_length_b                   8.3862(13)
_cell_length_c                   12.2342(18)
_cell_angle_alpha                90
_cell_angle_beta                 115.572(3)
_cell_angle_gamma                90
_cell_volume                     2444.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1297
_cell_measurement_theta_min      5.150
_cell_measurement_theta_max      39.025

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.292
_shelx_estimated_absorpt_T_min   0.944
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6426
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7073
_diffrn_reflns_av_unetI/netI     0.0622
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.898
_diffrn_reflns_theta_max         25.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_point_group_measured_fraction_full 0.941
_reflns_number_total             4266
_reflns_number_gt                2919
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.753
_reflns_Friedel_fraction_max     0.871
_reflns_Friedel_fraction_full    0.874

_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0830P)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_abs_structure_details 
; 
 Flack x determined using 995 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   -0.09(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4266
_refine_ls_number_parameters     308
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0832
_refine_ls_R_factor_gt           0.0555
_refine_ls_wR_factor_ref         0.1542
_refine_ls_wR_factor_gt          0.1364
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_restrained_S_all      0.996
_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
Cl1 Cl 0.92975(8) 0.0271(3) 1.53526(14) 0.1043(7) Uani 1 1 d . . . . .
Cl2 Cl 0.39285(9) 0.5432(3) 0.8717(2) 0.1204(9) Uani 1 1 d . . . . .
N1 N 0.63227(16) 0.0869(5) 0.6492(3) 0.0539(11) Uani 1 1 d . . . . .
O1 O 0.81767(15) 0.2509(6) 0.9598(3) 0.0770(13) Uani 1 1 d . . . . .
O2 O 0.53189(15) 0.0024(6) 0.7163(4) 0.0822(13) Uani 1 1 d . . . . .
C1 C 0.64634(18) 0.1229(7) 0.7683(4) 0.0513(13) Uani 1 1 d . . . . .
C2 C 0.61275(19) 0.1563(7) 0.8282(4) 0.0564(13) Uani 1 1 d . . . . .
C3 C 0.6402(2) 0.2007(8) 0.9494(5) 0.0631(15) Uani 1 1 d . . . . .
H3 H 0.6188 0.2271 0.9904 0.076 Uiso 1 1 calc R U . . .
C4 C 0.6973(2) 0.2070(7) 1.0105(4) 0.0597(15) Uani 1 1 d . . . . .
H4 H 0.7135 0.2356 1.0919 0.072 Uiso 1 1 calc R U . . .
C5 C 0.73162(19) 0.1718(6) 0.9542(4) 0.0504(12) Uani 1 1 d . . . . .
C6 C 0.70525(19) 0.1322(6) 0.8301(4) 0.0494(12) Uani 1 1 d . . . . .
C7 C 0.7265(2) 0.0978(6) 0.7441(4) 0.0548(13) Uani 1 1 d . . . . .
H7 H 0.7641 0.0936 0.7587 0.066 Uiso 1 1 calc R U . . .
C8 C 0.6811(2) 0.0722(7) 0.6356(4) 0.0546(13) Uani 1 1 d . . . . .
C9 C 0.6824(2) 0.0367(8) 0.5188(4) 0.0589(14) Uani 1 1 d . . . . .
C10 C 0.7147(2) 0.1253(10) 0.4800(6) 0.0783(18) Uani 1 1 d . . . . .
H10 H 0.7352 0.2108 0.5264 0.094 Uiso 1 1 calc R U . . .
C11 C 0.7172(3) 0.0891(11) 0.3720(6) 0.097(2) Uani 1 1 d . . . . .
H11 H 0.7401 0.1496 0.3477 0.116 Uiso 1 1 calc R U . . .
C12 C 0.6875(4) -0.0311(13) 0.3023(6) 0.104(3) Uani 1 1 d . . . . .
H12 H 0.6887 -0.0525 0.2289 0.125 Uiso 1 1 calc R U . . .
C13 C 0.6554(3) -0.1221(10) 0.3403(7) 0.100(2) Uani 1 1 d . . . . .
H13 H 0.6355 -0.2081 0.2935 0.120 Uiso 1 1 calc R U . . .
C14 C 0.6520(3) -0.0884(9) 0.4469(6) 0.0811(19) Uani 1 1 d . . . . .
H14 H 0.6292 -0.1500 0.4707 0.097 Uiso 1 1 calc R U . . .
C15 C 0.5778(2) 0.1048(9) 0.5501(5) 0.0736(17) Uani 1 1 d . . . . .
H15A H 0.5560 0.0106 0.5433 0.110 Uiso 1 1 calc R U . . .
H15B H 0.5817 0.1201 0.4763 0.110 Uiso 1 1 calc R U . . .
H15C H 0.5593 0.1955 0.5643 0.110 Uiso 1 1 calc R U . . .
C16 C 0.7934(2) 0.1947(7) 1.0145(4) 0.0537(13) Uani 1 1 d . . . . .
C17 C 0.82562(18) 0.1486(6) 1.1443(4) 0.0494(12) Uani 1 1 d . . . . .
C18 C 0.8070(2) 0.0387(7) 1.2020(4) 0.0576(13) Uani 1 1 d . . . . .
H18 H 0.7722 -0.0092 1.1600 0.069 Uiso 1 1 calc R U . . .
C19 C 0.8397(2) -0.0016(8) 1.3222(5) 0.0662(15) Uani 1 1 d . . . . .
H19 H 0.8273 -0.0775 1.3605 0.079 Uiso 1 1 calc R U . . .
C20 C 0.8899(2) 0.0708(8) 1.3829(5) 0.0671(16) Uani 1 1 d . . . . .
C21 C 0.9104(2) 0.1785(8) 1.3279(5) 0.0704(16) Uani 1 1 d . . . . .
H21 H 0.9457 0.2239 1.3703 0.084 Uiso 1 1 calc R U . . .
C22 C 0.8777(2) 0.2185(7) 1.2081(5) 0.0593(14) Uani 1 1 d . . . . .
H22 H 0.8908 0.2929 1.1700 0.071 Uiso 1 1 calc R U . . .
C23 C 0.5511(2) 0.1226(8) 0.7763(5) 0.0615(15) Uani 1 1 d . . . . .
C24 C 0.5137(2) 0.2315(8) 0.8018(5) 0.0590(14) Uani 1 1 d . . . . .
C25 C 0.4631(2) 0.1704(9) 0.7959(5) 0.0726(17) Uani 1 1 d . . . . .
H25 H 0.4547 0.0631 0.7780 0.087 Uiso 1 1 calc R U . . .
C26 C 0.4264(3) 0.2642(13) 0.8156(6) 0.087(2) Uani 1 1 d . . . . .
H26 H 0.3932 0.2216 0.8122 0.104 Uiso 1 1 calc R U . . .
C27 C 0.4383(3) 0.4223(11) 0.8408(6) 0.078(2) Uani 1 1 d . . . . .
C28 C 0.4867(3) 0.4890(10) 0.8441(5) 0.0809(19) Uani 1 1 d . . . . .
H28 H 0.4937 0.5975 0.8586 0.097 Uiso 1 1 calc R U . . .
C29 C 0.5250(2) 0.3898(8) 0.8250(5) 0.0661(16) Uani 1 1 d . . . . .
H29 H 0.5582 0.4321 0.8284 0.079 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
Cl1 C20 1.739(5) . ?
Cl2 C27 1.733(6) . ?
N1 C1 1.373(6) . ?
N1 C8 1.376(6) . ?
N1 C15 1.434(7) . ?
O1 C16 1.205(6) . ?
O2 C23 1.221(7) . ?
C1 C2 1.401(6) . ?
C1 C6 1.408(6) . ?
C2 C3 1.391(7) . ?
C2 C23 1.498(7) . ?
C3 C4 1.365(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.409(6) . ?
C5 C16 1.484(7) . ?
C6 C7 1.420(7) . ?
C7 C8 1.369(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.474(7) . ?
C9 C10 1.362(9) . ?
C9 C14 1.382(9) . ?
C10 C11 1.384(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.335(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.364(11) . ?
C12 H12 0.9300 . ?
C13 C14 1.374(8) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.493(7) . ?
C17 C18 1.373(7) . ?
C17 C22 1.385(7) . ?
C18 C19 1.388(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.352(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.369(8) . ?
C21 C22 1.383(7) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.473(8) . ?
C24 C29 1.363(9) . ?
C24 C25 1.404(8) . ?
C25 C26 1.348(9) . ?
C25 H25 0.9300 . ?
C26 C27 1.366(11) . ?
C26 H26 0.9300 . ?
C27 C28 1.379(10) . ?
C28 C29 1.407(9) . ?
C28 H28 0.9300 . ?
C29 H29 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
C1 N1 C8 108.0(4) . . ?
C1 N1 C15 126.0(4) . . ?
C8 N1 C15 123.9(4) . . ?
N1 C1 C2 131.0(4) . . ?
N1 C1 C6 108.2(4) . . ?
C2 C1 C6 120.7(4) . . ?
C3 C2 C1 117.1(4) . . ?
C3 C2 C23 118.2(4) . . ?
C1 C2 C23 124.0(5) . . ?
C4 C3 C2 122.5(5) . . ?
C4 C3 H3 118.7 . . ?
C2 C3 H3 118.7 . . ?
C3 C4 C5 121.7(5) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C4 C5 C6 117.4(4) . . ?
C4 C5 C16 122.6(4) . . ?
C6 C5 C16 119.5(4) . . ?
C1 C6 C5 120.6(4) . . ?
C1 C6 C7 106.9(4) . . ?
C5 C6 C7 132.5(4) . . ?
C8 C7 C6 106.8(4) . . ?
C8 C7 H7 126.6 . . ?
C6 C7 H7 126.6 . . ?
C7 C8 N1 110.1(4) . . ?
C7 C8 C9 126.5(4) . . ?
N1 C8 C9 123.4(4) . . ?
C10 C9 C14 118.1(5) . . ?
C10 C9 C8 120.5(5) . . ?
C14 C9 C8 121.3(5) . . ?
C9 C10 C11 120.5(7) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 121.2(8) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 119.0(7) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C12 C13 C14 120.9(7) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C13 C14 C9 120.1(7) . . ?
C13 C14 H14 119.9 . . ?
C9 C14 H14 119.9 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O1 C16 C5 120.6(5) . . ?
O1 C16 C17 119.7(4) . . ?
C5 C16 C17 119.7(4) . . ?
C18 C17 C22 118.9(5) . . ?
C18 C17 C16 123.6(4) . . ?
C22 C17 C16 117.5(5) . . ?
C17 C18 C19 120.7(5) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C20 C19 C18 119.1(5) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C21 121.9(5) . . ?
C19 C20 Cl1 119.4(5) . . ?
C21 C20 Cl1 118.8(5) . . ?
C20 C21 C22 118.8(5) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
C21 C22 C17 120.5(6) . . ?
C21 C22 H22 119.7 . . ?
C17 C22 H22 119.7 . . ?
O2 C23 C24 119.8(5) . . ?
O2 C23 C2 120.2(5) . . ?
C24 C23 C2 119.9(5) . . ?
C29 C24 C25 119.0(6) . . ?
C29 C24 C23 122.7(5) . . ?
C25 C24 C23 118.2(6) . . ?
C26 C25 C24 121.3(7) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C25 C26 C27 119.6(6) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C26 C27 C28 121.4(6) . . ?
C26 C27 Cl2 120.2(6) . . ?
C28 C27 Cl2 118.4(7) . . ?
C27 C28 C29 118.6(7) . . ?
C27 C28 H28 120.7 . . ?
C29 C28 H28 120.7 . . ?
C24 C29 C28 120.1(6) . . ?
C24 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N1 C1 C2 177.1(6) . . . . ?
C15 N1 C1 C2 12.9(10) . . . . ?
C8 N1 C1 C6 0.5(6) . . . . ?
C15 N1 C1 C6 -163.6(5) . . . . ?
N1 C1 C2 C3 -175.2(6) . . . . ?
C6 C1 C2 C3 1.0(8) . . . . ?
N1 C1 C2 C23 14.7(10) . . . . ?
C6 C1 C2 C23 -169.1(5) . . . . ?
C1 C2 C3 C4 -2.3(9) . . . . ?
C23 C2 C3 C4 168.4(6) . . . . ?
C2 C3 C4 C5 1.1(9) . . . . ?
C3 C4 C5 C6 1.3(8) . . . . ?
C3 C4 C5 C16 173.2(5) . . . . ?
N1 C1 C6 C5 178.4(5) . . . . ?
C2 C1 C6 C5 1.4(8) . . . . ?
N1 C1 C6 C7 -0.9(6) . . . . ?
C2 C1 C6 C7 -177.9(5) . . . . ?
C4 C5 C6 C1 -2.5(8) . . . . ?
C16 C5 C6 C1 -174.6(5) . . . . ?
C4 C5 C6 C7 176.5(6) . . . . ?
C16 C5 C6 C7 4.4(9) . . . . ?
C1 C6 C7 C8 0.9(6) . . . . ?
C5 C6 C7 C8 -178.2(6) . . . . ?
C6 C7 C8 N1 -0.7(6) . . . . ?
C6 C7 C8 C9 178.2(5) . . . . ?
C1 N1 C8 C7 0.1(6) . . . . ?
C15 N1 C8 C7 164.6(5) . . . . ?
C1 N1 C8 C9 -178.8(5) . . . . ?
C15 N1 C8 C9 -14.3(8) . . . . ?
C7 C8 C9 C10 -47.4(9) . . . . ?
N1 C8 C9 C10 131.3(6) . . . . ?
C7 C8 C9 C14 131.2(6) . . . . ?
N1 C8 C9 C14 -50.0(8) . . . . ?
C14 C9 C10 C11 -0.6(10) . . . . ?
C8 C9 C10 C11 178.0(6) . . . . ?
C9 C10 C11 C12 1.2(11) . . . . ?
C10 C11 C12 C13 -1.8(11) . . . . ?
C11 C12 C13 C14 2.0(12) . . . . ?
C12 C13 C14 C9 -1.5(11) . . . . ?
C10 C9 C14 C13 0.8(10) . . . . ?
C8 C9 C14 C13 -177.9(6) . . . . ?
C4 C5 C16 O1 -137.8(6) . . . . ?
C6 C5 C16 O1 33.9(8) . . . . ?
C4 C5 C16 C17 41.8(8) . . . . ?
C6 C5 C16 C17 -146.5(5) . . . . ?
O1 C16 C17 C18 -157.2(5) . . . . ?
C5 C16 C17 C18 23.1(7) . . . . ?
O1 C16 C17 C22 21.0(7) . . . . ?
C5 C16 C17 C22 -158.6(5) . . . . ?
C22 C17 C18 C19 0.2(8) . . . . ?
C16 C17 C18 C19 178.4(5) . . . . ?
C17 C18 C19 C20 1.1(8) . . . . ?
C18 C19 C20 C21 -2.5(9) . . . . ?
C18 C19 C20 Cl1 177.3(4) . . . . ?
C19 C20 C21 C22 2.5(9) . . . . ?
Cl1 C20 C21 C22 -177.3(5) . . . . ?
C20 C21 C22 C17 -1.1(8) . . . . ?
C18 C17 C22 C21 -0.2(8) . . . . ?
C16 C17 C22 C21 -178.5(5) . . . . ?
C3 C2 C23 O2 -132.4(6) . . . . ?
C1 C2 C23 O2 37.5(9) . . . . ?
C3 C2 C23 C24 45.1(8) . . . . ?
C1 C2 C23 C24 -145.0(5) . . . . ?
O2 C23 C24 C29 -154.3(6) . . . . ?
C2 C23 C24 C29 28.2(8) . . . . ?
O2 C23 C24 C25 22.6(8) . . . . ?
C2 C23 C24 C25 -154.9(5) . . . . ?
C29 C24 C25 C26 -1.6(9) . . . . ?
C23 C24 C25 C26 -178.6(5) . . . . ?
C24 C25 C26 C27 0.6(9) . . . . ?
C25 C26 C27 C28 1.3(10) . . . . ?
C25 C26 C27 Cl2 -177.7(5) . . . . ?
C26 C27 C28 C29 -2.2(9) . . . . ?
Cl2 C27 C28 C29 176.8(4) . . . . ?
C25 C24 C29 C28 0.7(9) . . . . ?
C23 C24 C29 C28 177.5(5) . . . . ?
C27 C28 C29 C24 1.2(9) . . . . ?

_refine_diff_density_max         0.316
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.043

_shelxl_version_number           2013-4

﻿####################################################################### 
# 
# 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_mo_dm16500_0m
_database_code_depnum_ccdc_archive 'CCDC 1527955'
_audit_update_record             
;
2017-01-17 deposited with the CCDC.
2017-07-13 downloaded from the CCDC.
;
_audit_creation_date             2016-08-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H22 N2 O3'
_chemical_formula_sum            'C29 H22 N2 O3'
_chemical_formula_weight         446.49
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.396(3)
_cell_length_b                   12.966(4)
_cell_length_c                   16.944(5)
_cell_angle_alpha                81.864(6)
_cell_angle_beta                 89.495(5)
_cell_angle_gamma                89.905(5)
_cell_volume                     2260.9(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1651
_cell_measurement_temperature    296
_cell_measurement_theta_max      20.908
_cell_measurement_theta_min      2.314
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6128
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0703 before and 0.0476 after correction.
The Ratio of minimum to maximum transmission is 0.8213.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_av_unetI/netI     0.1016
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15906
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_min         1.587
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3880
_reflns_number_total             8408
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       0.0118(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     616
_refine_ls_number_reflns         8408
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1584
_refine_ls_R_factor_gt           0.0724
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1030P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1784
_refine_ls_wR_factor_ref         0.2253
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C30(H30A,H30B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C8(H8), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15),
 C19(H19), C20(H20), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C28(H28),
  C29(H29), C31(H31), C34(H34), C37(H37), C40(H40), C41(H41), C42(H42),
 C43(H43), C44(H44), C48(H48), C49(H49), C51(H51), C52(H52), C54(H54), C55(H55),
  C56(H56), C57(H57), C58(H58)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C45(H45A,H45B,H45C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.9860(2) 1.0242(2) 0.65668(19) 0.0787(9) Uani 1 1 d . . . . .
O2 O 0.8924(5) 0.4985(3) 0.7754(4) 0.171(2) Uani 1 1 d . . . . .
O3 O 0.7955(7) 0.4932(4) 0.6671(4) 0.184(3) Uani 1 1 d . . . . .
N1 N 0.5026(3) 1.1574(2) 0.61596(18) 0.0535(8) Uani 1 1 d . . . . .
N2 N 0.8495(5) 0.5397(4) 0.7129(4) 0.1184(19) Uani 1 1 d . . . . .
C1 C 0.6023(3) 1.2250(3) 0.6408(3) 0.0653(11) Uani 1 1 d . . . . .
H1A H 0.6314 1.1972 0.6938 0.078 Uiso 1 1 calc R . . . .
H1B H 0.5669 1.2939 0.6429 0.078 Uiso 1 1 calc R . . . .
C2 C 0.7143(4) 1.2329(3) 0.5835(3) 0.0656(12) Uani 1 1 d . . . . .
H2 H 0.7306 1.2969 0.5527 0.079 Uiso 1 1 calc R . . . .
C3 C 0.7909(3) 1.1537(3) 0.5744(2) 0.0572(10) Uani 1 1 d . . . . .
C4 C 0.7694(3) 1.0478(3) 0.6183(2) 0.0493(9) Uani 1 1 d . . . . .
C5 C 0.6509(3) 1.0070(3) 0.6354(2) 0.0491(9) Uani 1 1 d . . . . .
H5 H 0.6514 0.9381 0.6599 0.059 Uiso 1 1 calc R . . . .
C6 C 0.5261(3) 1.0503(3) 0.6227(2) 0.0498(9) Uani 1 1 d . . . . .
C7 C 0.4077(3) 1.0000(3) 0.6194(2) 0.0532(10) Uani 1 1 d . . . . .
C8 C 0.3139(3) 1.0781(3) 0.6106(2) 0.0600(11) Uani 1 1 d . . . . .
H8 H 0.2260 1.0669 0.6069 0.072 Uiso 1 1 calc R . . . .
C9 C 0.3721(3) 1.1755(3) 0.6082(2) 0.0560(10) Uani 1 1 d . . . . .
C10 C 0.3088(3) 1.2764(3) 0.5953(2) 0.0561(10) Uani 1 1 d . . . . .
C11 C 0.3675(4) 1.3650(3) 0.5569(3) 0.0683(12) Uani 1 1 d . . . . .
H11 H 0.4535 1.3622 0.5416 0.082 Uiso 1 1 calc R . . . .
C12 C 0.3012(5) 1.4583(4) 0.5405(3) 0.0868(14) Uani 1 1 d . . . . .
H12 H 0.3426 1.5174 0.5149 0.104 Uiso 1 1 calc R . . . .
C13 C 0.1738(5) 1.4631(4) 0.5625(3) 0.0938(16) Uani 1 1 d . . . . .
H13 H 0.1283 1.5252 0.5510 0.113 Uiso 1 1 calc R . . . .
C14 C 0.1152(5) 1.3769(4) 0.6009(3) 0.0873(15) Uani 1 1 d . . . . .
H14 H 0.0293 1.3804 0.6159 0.105 Uiso 1 1 calc R . . . .
C15 C 0.1809(4) 1.2838(4) 0.6182(2) 0.0679(12) Uani 1 1 d . . . . .
H15 H 0.1392 1.2258 0.6453 0.082 Uiso 1 1 calc R . . . .
C16 C 0.8998(4) 1.1664(4) 0.5139(3) 0.0806(14) Uani 1 1 d . . . . .
H16A H 0.8948 1.2341 0.4827 0.121 Uiso 1 1 calc GR . . . .
H16B H 0.8930 1.1139 0.4795 0.121 Uiso 1 1 calc GR . . . .
H16C H 0.9806 1.1593 0.5411 0.121 Uiso 1 1 calc GR . . . .
C17 C 0.8828(3) 0.9844(3) 0.6445(2) 0.0562(10) Uani 1 1 d . . . . .
C18 C 0.8725(3) 0.8675(3) 0.6608(2) 0.0519(10) Uani 1 1 d . . . . .
C19 C 0.8186(4) 0.8094(3) 0.6073(3) 0.0630(11) Uani 1 1 d . . . . .
H19 H 0.7851 0.8434 0.5599 0.076 Uiso 1 1 calc R . . . .
C20 C 0.8132(4) 0.7030(4) 0.6223(3) 0.0778(13) Uani 1 1 d . . . . .
H20 H 0.7791 0.6649 0.5850 0.093 Uiso 1 1 calc R . . . .
C21 C 0.8591(4) 0.6535(3) 0.6939(3) 0.0750(13) Uani 1 1 d . . . . .
C22 C 0.9160(4) 0.7079(4) 0.7485(3) 0.0793(14) Uani 1 1 d . . . . .
H22 H 0.9482 0.6733 0.7960 0.095 Uiso 1 1 calc R . . . .
C23 C 0.9241(4) 0.8151(3) 0.7309(2) 0.0637(11) Uani 1 1 d . . . . .
H23 H 0.9646 0.8528 0.7664 0.076 Uiso 1 1 calc R . . . .
C24 C 0.3863(3) 0.8873(3) 0.6281(2) 0.0539(10) Uani 1 1 d . . . . .
C25 C 0.2799(4) 0.8450(3) 0.6713(3) 0.0683(12) Uani 1 1 d . . . . .
H25 H 0.2214 0.8891 0.6914 0.082 Uiso 1 1 calc R . . . .
C26 C 0.2596(4) 0.7390(4) 0.6848(3) 0.0826(14) Uani 1 1 d . . . . .
H26 H 0.1877 0.7122 0.7136 0.099 Uiso 1 1 calc R . . . .
C27 C 0.3453(5) 0.6730(4) 0.6558(3) 0.0796(13) Uani 1 1 d . . . . .
H27 H 0.3326 0.6013 0.6656 0.095 Uiso 1 1 calc R . . . .
C28 C 0.4500(5) 0.7134(4) 0.6121(3) 0.0795(13) Uani 1 1 d . . . . .
H28 H 0.5082 0.6687 0.5922 0.095 Uiso 1 1 calc R . . . .
C29 C 0.4700(4) 0.8201(3) 0.5974(2) 0.0647(11) Uani 1 1 d . . . . .
H29 H 0.5402 0.8465 0.5667 0.078 Uiso 1 1 calc R . . . .
O4 O 0.5093(2) 1.0234(2) 0.8310(2) 0.0849(10) Uani 1 1 d . . . . .
O5 O 0.6149(5) 0.4904(3) 0.8653(4) 0.158(2) Uani 1 1 d . . . . .
O6 O 0.6478(4) 0.4985(3) 0.9913(4) 0.157(2) Uani 1 1 d . . . . .
N3 N 0.9967(3) 1.1407(2) 0.83833(18) 0.0505(8) Uani 1 1 d . . . . .
N4 N 0.6281(4) 0.5373(4) 0.9220(4) 0.1109(18) Uani 1 1 d . . . . .
C30 C 0.9004(3) 1.2067(3) 0.7929(2) 0.0578(10) Uani 1 1 d . . . . .
H30A H 0.8687 1.1719 0.7499 0.069 Uiso 1 1 calc R . . . .
H30B H 0.9399 1.2718 0.7696 0.069 Uiso 1 1 calc R . . . .
C31 C 0.7905(3) 1.2287(3) 0.8457(2) 0.0589(11) Uani 1 1 d . . . . .
H31 H 0.7782 1.2964 0.8563 0.071 Uiso 1 1 calc R . . . .
C32 C 0.7098(3) 1.1546(3) 0.8779(2) 0.0553(10) Uani 1 1 d . . . . .
C33 C 0.7249(3) 1.0446(3) 0.8661(2) 0.0505(9) Uani 1 1 d . . . . .
C34 C 0.8413(3) 0.9968(3) 0.8636(2) 0.0493(9) Uani 1 1 d . . . . .
H34 H 0.8370 0.9258 0.8606 0.059 Uiso 1 1 calc R . . . .
C35 C 0.9684(3) 1.0370(3) 0.8647(2) 0.0488(9) Uani 1 1 d . . . . .
C36 C 1.0829(3) 0.9842(3) 0.8847(2) 0.0512(9) Uani 1 1 d . . . . .
C37 C 1.1810(3) 1.0585(3) 0.8701(2) 0.0532(10) Uani 1 1 d . . . . .
H37 H 1.2682 1.0453 0.8782 0.064 Uiso 1 1 calc R . . . .
C38 C 1.1284(3) 1.1544(3) 0.8416(2) 0.0524(10) Uani 1 1 d . . . . .
C39 C 1.1946(3) 1.2544(3) 0.8259(2) 0.0536(10) Uani 1 1 d . . . . .
C40 C 1.3247(4) 1.2552(3) 0.8048(2) 0.0646(11) Uani 1 1 d . . . . .
H40 H 1.3654 1.1934 0.7974 0.077 Uiso 1 1 calc R . . . .
C41 C 1.3929(4) 1.3467(4) 0.7951(3) 0.0800(13) Uani 1 1 d . . . . .
H41 H 1.4804 1.3455 0.7834 0.096 Uiso 1 1 calc R . . . .
C42 C 1.3348(5) 1.4392(4) 0.8022(3) 0.0864(15) Uani 1 1 d . . . . .
H42 H 1.3819 1.5008 0.7951 0.104 Uiso 1 1 calc R . . . .
C43 C 1.2051(5) 1.4404(3) 0.8200(3) 0.0788(13) Uani 1 1 d . . . . .
H43 H 1.1644 1.5036 0.8232 0.095 Uiso 1 1 calc R . . . .
C44 C 1.1351(4) 1.3495(3) 0.8331(3) 0.0663(11) Uani 1 1 d . . . . .
H44 H 1.0483 1.3513 0.8468 0.080 Uiso 1 1 calc R . . . .
C45 C 0.6043(4) 1.1789(4) 0.9342(3) 0.0796(14) Uani 1 1 d . . . . .
H45A H 0.6123 1.2498 0.9438 0.119 Uiso 1 1 calc GR . . . .
H45B H 0.6114 1.1331 0.9836 0.119 Uiso 1 1 calc GR . . . .
H45C H 0.5222 1.1693 0.9108 0.119 Uiso 1 1 calc GR . . . .
C46 C 0.6098(3) 0.9826(3) 0.8564(2) 0.0584(11) Uani 1 1 d . . . . .
C47 C 0.6140(3) 0.8655(3) 0.8758(2) 0.0520(10) Uani 1 1 d . . . . .
C48 C 0.5677(3) 0.8059(3) 0.8205(2) 0.0630(11) Uani 1 1 d . . . . .
H48 H 0.5322 0.8386 0.7733 0.076 Uiso 1 1 calc R . . . .
C49 C 0.5739(4) 0.6992(4) 0.8345(3) 0.0743(13) Uani 1 1 d . . . . .
H49 H 0.5475 0.6594 0.7960 0.089 Uiso 1 1 calc R . . . .
C50 C 0.6197(4) 0.6522(3) 0.9065(3) 0.0709(13) Uani 1 1 d . . . . .
C51 C 0.6598(4) 0.7088(4) 0.9647(3) 0.0715(13) Uani 1 1 d . . . . .
H51 H 0.6867 0.6756 1.0140 0.086 Uiso 1 1 calc R . . . .
C52 C 0.6590(3) 0.8152(3) 0.9480(2) 0.0618(11) Uani 1 1 d . . . . .
H52 H 0.6892 0.8545 0.9858 0.074 Uiso 1 1 calc R . . . .
C53 C 1.0976(3) 0.8723(3) 0.9112(2) 0.0496(9) Uani 1 1 d . . . . .
C54 C 1.0060(4) 0.8140(3) 0.9584(2) 0.0620(11) Uani 1 1 d . . . . .
H54 H 0.9363 0.8477 0.9782 0.074 Uiso 1 1 calc R . . . .
C55 C 1.0168(4) 0.7075(4) 0.9764(3) 0.0759(13) Uani 1 1 d . . . . .
H55 H 0.9526 0.6698 1.0062 0.091 Uiso 1 1 calc R . . . .
C56 C 1.1212(5) 0.6567(4) 0.9507(3) 0.0794(13) Uani 1 1 d . . . . .
H56 H 1.1284 0.5848 0.9633 0.095 Uiso 1 1 calc R . . . .
C57 C 1.2147(4) 0.7125(4) 0.9065(3) 0.0774(13) Uani 1 1 d . . . . .
H57 H 1.2866 0.6782 0.8900 0.093 Uiso 1 1 calc R . . . .
C58 C 1.2041(4) 0.8188(3) 0.8859(2) 0.0623(11) Uani 1 1 d . . . . .
H58 H 1.2681 0.8553 0.8551 0.075 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C17 1.223(4) . ?
O2 N2 1.205(7) . ?
O3 N2 1.192(7) . ?
N1 C1 1.461(5) . ?
N1 C6 1.398(4) . ?
N1 C9 1.380(4) . ?
N2 C21 1.469(7) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.504(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.324(5) . ?
C3 C4 1.483(5) . ?
C3 C16 1.514(5) . ?
C4 C5 1.355(5) . ?
C4 C17 1.472(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.419(5) . ?
C6 C7 1.399(5) . ?
C7 C8 1.397(5) . ?
C7 C24 1.465(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.396(5) . ?
C9 C10 1.454(5) . ?
C10 C11 1.378(5) . ?
C10 C15 1.389(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.376(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.354(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.382(6) . ?
C15 H15 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.505(5) . ?
C18 C19 1.381(5) . ?
C18 C23 1.393(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.368(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.378(6) . ?
C21 C22 1.378(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.382(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.390(5) . ?
C24 C29 1.381(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.378(6) . ?
C26 H26 0.9300 . ?
C26 C27 1.369(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.374(6) . ?
C28 H28 0.9300 . ?
C28 C29 1.386(6) . ?
C29 H29 0.9300 . ?
O4 C46 1.224(4) . ?
O5 N4 1.217(7) . ?
O6 N4 1.229(7) . ?
N3 C30 1.467(4) . ?
N3 C35 1.388(4) . ?
N3 C38 1.383(4) . ?
N4 C50 1.478(6) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.496(5) . ?
C31 H31 0.9300 . ?
C31 C32 1.330(5) . ?
C32 C33 1.477(5) . ?
C32 C45 1.509(5) . ?
C33 C34 1.361(4) . ?
C33 C46 1.466(5) . ?
C34 H34 0.9300 . ?
C34 C35 1.422(5) . ?
C35 C36 1.392(4) . ?
C36 C37 1.401(5) . ?
C36 C53 1.466(5) . ?
C37 H37 0.9300 . ?
C37 C38 1.382(5) . ?
C38 C39 1.459(5) . ?
C39 C40 1.395(5) . ?
C39 C44 1.399(5) . ?
C40 H40 0.9300 . ?
C40 C41 1.372(6) . ?
C41 H41 0.9300 . ?
C41 C42 1.362(6) . ?
C42 H42 0.9300 . ?
C42 C43 1.380(6) . ?
C43 H43 0.9300 . ?
C43 C44 1.376(6) . ?
C44 H44 0.9300 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 C47 1.508(5) . ?
C47 C48 1.386(5) . ?
C47 C52 1.388(5) . ?
C48 H48 0.9300 . ?
C48 C49 1.372(6) . ?
C49 H49 0.9300 . ?
C49 C50 1.373(6) . ?
C50 C51 1.377(6) . ?
C51 H51 0.9300 . ?
C51 C52 1.368(6) . ?
C52 H52 0.9300 . ?
C53 C54 1.391(5) . ?
C53 C58 1.401(5) . ?
C54 H54 0.9300 . ?
C54 C55 1.376(6) . ?
C55 H55 0.9300 . ?
C55 C56 1.368(6) . ?
C56 H56 0.9300 . ?
C56 C57 1.366(6) . ?
C57 H57 0.9300 . ?
C57 C58 1.377(6) . ?
C58 H58 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
C6 N1 C1 118.9(3) . . ?
C9 N1 C1 128.8(3) . . ?
C9 N1 C6 109.4(3) . . ?
O2 N2 C21 118.3(7) . . ?
O3 N2 O2 123.4(7) . . ?
O3 N2 C21 118.3(7) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 C2 110.5(3) . . ?
H1A C1 H1B 108.1 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C1 C2 H2 118.2 . . ?
C3 C2 C1 123.5(4) . . ?
C3 C2 H2 118.2 . . ?
C2 C3 C4 122.1(4) . . ?
C2 C3 C16 120.8(4) . . ?
C4 C3 C16 117.0(4) . . ?
C5 C4 C3 123.2(3) . . ?
C5 C4 C17 118.7(3) . . ?
C17 C4 C3 118.1(3) . . ?
C4 C5 H5 114.2 . . ?
C4 C5 C6 131.6(3) . . ?
C6 C5 H5 114.2 . . ?
N1 C6 C5 122.6(3) . . ?
N1 C6 C7 107.9(3) . . ?
C7 C6 C5 129.4(3) . . ?
C6 C7 C24 126.4(3) . . ?
C8 C7 C6 106.5(3) . . ?
C8 C7 C24 127.0(3) . . ?
C7 C8 H8 125.1 . . ?
C9 C8 C7 109.8(3) . . ?
C9 C8 H8 125.1 . . ?
N1 C9 C8 106.5(3) . . ?
N1 C9 C10 126.6(4) . . ?
C8 C9 C10 126.8(3) . . ?
C11 C10 C9 123.0(4) . . ?
C11 C10 C15 117.8(4) . . ?
C15 C10 C9 119.1(4) . . ?
C10 C11 H11 119.3 . . ?
C10 C11 C12 121.4(4) . . ?
C12 C11 H11 119.3 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.7(5) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.5(5) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.4 . . ?
C13 C14 C15 121.2(5) . . ?
C15 C14 H14 119.4 . . ?
C10 C15 H15 119.8 . . ?
C14 C15 C10 120.4(4) . . ?
C14 C15 H15 119.8 . . ?
C3 C16 H16A 109.5 . . ?
C3 C16 H16B 109.5 . . ?
C3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O1 C17 C4 121.7(4) . . ?
O1 C17 C18 118.0(3) . . ?
C4 C17 C18 120.2(3) . . ?
C19 C18 C17 122.4(4) . . ?
C19 C18 C23 118.5(4) . . ?
C23 C18 C17 119.0(4) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 C18 121.5(4) . . ?
C20 C19 H19 119.2 . . ?
C19 C20 H20 120.6 . . ?
C19 C20 C21 118.8(4) . . ?
C21 C20 H20 120.6 . . ?
C20 C21 N2 119.9(5) . . ?
C22 C21 N2 118.5(5) . . ?
C22 C21 C20 121.6(4) . . ?
C21 C22 H22 120.7 . . ?
C21 C22 C23 118.5(4) . . ?
C23 C22 H22 120.7 . . ?
C18 C23 H23 119.6 . . ?
C22 C23 C18 120.9(4) . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C7 119.2(4) . . ?
C29 C24 C7 122.7(3) . . ?
C29 C24 C25 118.1(4) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 C24 121.3(4) . . ?
C26 C25 H25 119.4 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.1(4) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 120.3 . . ?
C26 C27 C28 119.5(5) . . ?
C28 C27 H27 120.3 . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.7(4) . . ?
C29 C28 H28 119.6 . . ?
C24 C29 C28 120.4(4) . . ?
C24 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C35 N3 C30 119.4(3) . . ?
C38 N3 C30 129.2(3) . . ?
C38 N3 C35 108.6(3) . . ?
O5 N4 O6 126.3(6) . . ?
O5 N4 C50 117.1(6) . . ?
O6 N4 C50 116.5(6) . . ?
N3 C30 H30A 109.5 . . ?
N3 C30 H30B 109.5 . . ?
N3 C30 C31 110.7(3) . . ?
H30A C30 H30B 108.1 . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
C30 C31 H31 118.9 . . ?
C32 C31 C30 122.3(3) . . ?
C32 C31 H31 118.9 . . ?
C31 C32 C33 122.3(3) . . ?
C31 C32 C45 120.6(4) . . ?
C33 C32 C45 116.9(4) . . ?
C34 C33 C32 123.3(3) . . ?
C34 C33 C46 117.6(3) . . ?
C46 C33 C32 119.1(3) . . ?
C33 C34 H34 114.5 . . ?
C33 C34 C35 131.0(3) . . ?
C35 C34 H34 114.5 . . ?
N3 C35 C34 122.1(3) . . ?
N3 C35 C36 108.6(3) . . ?
C36 C35 C34 129.1(3) . . ?
C35 C36 C37 106.1(3) . . ?
C35 C36 C53 126.6(3) . . ?
C37 C36 C53 127.1(3) . . ?
C36 C37 H37 125.2 . . ?
C38 C37 C36 109.6(3) . . ?
C38 C37 H37 125.2 . . ?
N3 C38 C39 125.1(3) . . ?
C37 C38 N3 107.1(3) . . ?
C37 C38 C39 127.5(3) . . ?
C40 C39 C38 118.5(4) . . ?
C40 C39 C44 118.2(4) . . ?
C44 C39 C38 123.2(3) . . ?
C39 C40 H40 119.8 . . ?
C41 C40 C39 120.4(4) . . ?
C41 C40 H40 119.8 . . ?
C40 C41 H41 119.4 . . ?
C42 C41 C40 121.2(4) . . ?
C42 C41 H41 119.4 . . ?
C41 C42 H42 120.4 . . ?
C41 C42 C43 119.2(5) . . ?
C43 C42 H42 120.4 . . ?
C42 C43 H43 119.5 . . ?
C44 C43 C42 121.0(4) . . ?
C44 C43 H43 119.5 . . ?
C39 C44 H44 120.1 . . ?
C43 C44 C39 119.9(4) . . ?
C43 C44 H44 120.1 . . ?
C32 C45 H45A 109.5 . . ?
C32 C45 H45B 109.5 . . ?
C32 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
O4 C46 C33 121.5(3) . . ?
O4 C46 C47 118.3(3) . . ?
C33 C46 C47 120.2(3) . . ?
C48 C47 C46 118.9(4) . . ?
C48 C47 C52 118.8(4) . . ?
C52 C47 C46 122.3(4) . . ?
C47 C48 H48 119.6 . . ?
C49 C48 C47 120.7(4) . . ?
C49 C48 H48 119.6 . . ?
C48 C49 H49 120.6 . . ?
C48 C49 C50 118.7(4) . . ?
C50 C49 H49 120.6 . . ?
C49 C50 N4 119.2(5) . . ?
C49 C50 C51 122.1(4) . . ?
C51 C50 N4 118.7(5) . . ?
C50 C51 H51 120.8 . . ?
C52 C51 C50 118.3(4) . . ?
C52 C51 H51 120.8 . . ?
C47 C52 H52 119.4 . . ?
C51 C52 C47 121.2(4) . . ?
C51 C52 H52 119.4 . . ?
C54 C53 C36 122.5(3) . . ?
C54 C53 C58 117.3(3) . . ?
C58 C53 C36 120.1(4) . . ?
C53 C54 H54 119.4 . . ?
C55 C54 C53 121.2(4) . . ?
C55 C54 H54 119.4 . . ?
C54 C55 H55 119.7 . . ?
C56 C55 C54 120.5(4) . . ?
C56 C55 H55 119.7 . . ?
C55 C56 H56 120.3 . . ?
C57 C56 C55 119.4(4) . . ?
C57 C56 H56 120.3 . . ?
C56 C57 H57 119.5 . . ?
C56 C57 C58 121.0(4) . . ?
C58 C57 H57 119.5 . . ?
C53 C58 H58 119.8 . . ?
C57 C58 C53 120.5(4) . . ?
C57 C58 H58 119.8 . . ?

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 C17 C18 C19 -132.6(4) . . . . ?
O1 C17 C18 C23 44.6(5) . . . . ?
O2 N2 C21 C20 178.8(5) . . . . ?
O2 N2 C21 C22 -0.4(7) . . . . ?
O3 N2 C21 C20 -3.8(8) . . . . ?
O3 N2 C21 C22 177.0(6) . . . . ?
N1 C1 C2 C3 -66.8(5) . . . . ?
N1 C6 C7 C8 0.0(4) . . . . ?
N1 C6 C7 C24 -176.8(4) . . . . ?
N1 C9 C10 C11 28.1(6) . . . . ?
N1 C9 C10 C15 -155.8(4) . . . . ?
N2 C21 C22 C23 -179.4(4) . . . . ?
C1 N1 C6 C5 -14.6(5) . . . . ?
C1 N1 C6 C7 162.1(3) . . . . ?
C1 N1 C9 C8 -159.7(4) . . . . ?
C1 N1 C9 C10 23.6(6) . . . . ?
C1 C2 C3 C4 2.6(6) . . . . ?
C1 C2 C3 C16 178.3(4) . . . . ?
C2 C3 C4 C5 35.8(6) . . . . ?
C2 C3 C4 C17 -144.1(4) . . . . ?
C3 C4 C5 C6 -4.3(7) . . . . ?
C3 C4 C17 O1 25.7(6) . . . . ?
C3 C4 C17 C18 -157.2(4) . . . . ?
C4 C5 C6 N1 -24.9(6) . . . . ?
C4 C5 C6 C7 159.2(4) . . . . ?
C4 C17 C18 C19 50.2(5) . . . . ?
C4 C17 C18 C23 -132.6(4) . . . . ?
C5 C4 C17 O1 -154.2(4) . . . . ?
C5 C4 C17 C18 23.0(5) . . . . ?
C5 C6 C7 C8 176.3(4) . . . . ?
C5 C6 C7 C24 -0.4(6) . . . . ?
C6 N1 C1 C2 70.5(4) . . . . ?
C6 N1 C9 C8 0.3(4) . . . . ?
C6 N1 C9 C10 -176.4(4) . . . . ?
C6 C7 C8 C9 0.2(4) . . . . ?
C6 C7 C24 C25 139.9(4) . . . . ?
C6 C7 C24 C29 -37.8(6) . . . . ?
C7 C8 C9 N1 -0.3(5) . . . . ?
C7 C8 C9 C10 176.3(4) . . . . ?
C7 C24 C25 C26 -176.4(4) . . . . ?
C7 C24 C29 C28 175.5(4) . . . . ?
C8 C7 C24 C25 -36.2(6) . . . . ?
C8 C7 C24 C29 146.1(4) . . . . ?
C8 C9 C10 C11 -147.9(4) . . . . ?
C8 C9 C10 C15 28.2(6) . . . . ?
C9 N1 C1 C2 -131.1(4) . . . . ?
C9 N1 C6 C5 -176.8(3) . . . . ?
C9 N1 C6 C7 -0.2(4) . . . . ?
C9 C10 C11 C12 175.3(4) . . . . ?
C9 C10 C15 C14 -174.8(4) . . . . ?
C10 C11 C12 C13 -0.4(7) . . . . ?
C11 C10 C15 C14 1.5(6) . . . . ?
C11 C12 C13 C14 1.0(8) . . . . ?
C12 C13 C14 C15 -0.3(8) . . . . ?
C13 C14 C15 C10 -0.9(7) . . . . ?
C15 C10 C11 C12 -0.8(6) . . . . ?
C16 C3 C4 C5 -140.1(4) . . . . ?
C16 C3 C4 C17 40.0(5) . . . . ?
C17 C4 C5 C6 175.6(4) . . . . ?
C17 C18 C19 C20 178.3(4) . . . . ?
C17 C18 C23 C22 179.6(3) . . . . ?
C18 C19 C20 C21 2.1(6) . . . . ?
C19 C18 C23 C22 -3.1(6) . . . . ?
C19 C20 C21 N2 177.4(4) . . . . ?
C19 C20 C21 C22 -3.4(7) . . . . ?
C20 C21 C22 C23 1.4(7) . . . . ?
C21 C22 C23 C18 1.9(6) . . . . ?
C23 C18 C19 C20 1.1(6) . . . . ?
C24 C7 C8 C9 176.9(4) . . . . ?
C24 C25 C26 C27 0.3(7) . . . . ?
C25 C24 C29 C28 -2.3(6) . . . . ?
C25 C26 C27 C28 -1.1(7) . . . . ?
C26 C27 C28 C29 0.2(7) . . . . ?
C27 C28 C29 C24 1.5(7) . . . . ?
C29 C24 C25 C26 1.4(6) . . . . ?
O4 C46 C47 C48 48.2(5) . . . . ?
O4 C46 C47 C52 -129.9(4) . . . . ?
O5 N4 C50 C49 12.4(7) . . . . ?
O5 N4 C50 C51 -166.9(5) . . . . ?
O6 N4 C50 C49 -167.6(5) . . . . ?
O6 N4 C50 C51 13.1(7) . . . . ?
N3 C30 C31 C32 -67.2(5) . . . . ?
N3 C35 C36 C37 0.2(4) . . . . ?
N3 C35 C36 C53 -176.6(3) . . . . ?
N3 C38 C39 C40 -158.6(4) . . . . ?
N3 C38 C39 C44 23.4(6) . . . . ?
N4 C50 C51 C52 176.1(4) . . . . ?
C30 N3 C35 C34 -12.9(5) . . . . ?
C30 N3 C35 C36 162.9(3) . . . . ?
C30 N3 C38 C37 -160.7(4) . . . . ?
C30 N3 C38 C39 25.2(6) . . . . ?
C30 C31 C32 C33 1.9(6) . . . . ?
C30 C31 C32 C45 176.8(3) . . . . ?
C31 C32 C33 C34 37.7(6) . . . . ?
C31 C32 C33 C46 -142.2(4) . . . . ?
C32 C33 C34 C35 -5.5(7) . . . . ?
C32 C33 C46 O4 25.3(6) . . . . ?
C32 C33 C46 C47 -156.3(4) . . . . ?
C33 C34 C35 N3 -25.7(6) . . . . ?
C33 C34 C35 C36 159.5(4) . . . . ?
C33 C46 C47 C48 -130.3(4) . . . . ?
C33 C46 C47 C52 51.7(5) . . . . ?
C34 C33 C46 O4 -154.6(4) . . . . ?
C34 C33 C46 C47 23.8(5) . . . . ?
C34 C35 C36 C37 175.5(4) . . . . ?
C34 C35 C36 C53 -1.2(6) . . . . ?
C35 N3 C30 C31 70.8(4) . . . . ?
C35 N3 C38 C37 0.0(4) . . . . ?
C35 N3 C38 C39 -174.0(4) . . . . ?
C35 C36 C37 C38 -0.1(4) . . . . ?
C35 C36 C53 C54 -34.9(6) . . . . ?
C35 C36 C53 C58 142.0(4) . . . . ?
C36 C37 C38 N3 0.1(4) . . . . ?
C36 C37 C38 C39 173.9(4) . . . . ?
C36 C53 C54 C55 174.0(4) . . . . ?
C36 C53 C58 C57 -175.9(4) . . . . ?
C37 C36 C53 C54 149.0(4) . . . . ?
C37 C36 C53 C58 -34.0(6) . . . . ?
C37 C38 C39 C40 28.6(6) . . . . ?
C37 C38 C39 C44 -149.4(4) . . . . ?
C38 N3 C30 C31 -130.1(4) . . . . ?
C38 N3 C35 C34 -175.9(3) . . . . ?
C38 N3 C35 C36 -0.1(4) . . . . ?
C38 C39 C40 C41 -175.3(4) . . . . ?
C38 C39 C44 C43 177.7(4) . . . . ?
C39 C40 C41 C42 -2.9(7) . . . . ?
C40 C39 C44 C43 -0.3(6) . . . . ?
C40 C41 C42 C43 0.4(7) . . . . ?
C41 C42 C43 C44 2.1(7) . . . . ?
C42 C43 C44 C39 -2.1(7) . . . . ?
C44 C39 C40 C41 2.8(6) . . . . ?
C45 C32 C33 C34 -137.3(4) . . . . ?
C45 C32 C33 C46 42.8(5) . . . . ?
C46 C33 C34 C35 174.4(4) . . . . ?
C46 C47 C48 C49 177.7(3) . . . . ?
C46 C47 C52 C51 178.9(3) . . . . ?
C47 C48 C49 C50 3.8(6) . . . . ?
C48 C47 C52 C51 0.8(6) . . . . ?
C48 C49 C50 N4 -179.4(4) . . . . ?
C48 C49 C50 C51 -0.2(6) . . . . ?
C49 C50 C51 C52 -3.1(6) . . . . ?
C50 C51 C52 C47 2.7(6) . . . . ?
C52 C47 C48 C49 -4.2(6) . . . . ?
C53 C36 C37 C38 176.6(4) . . . . ?
C53 C54 C55 C56 2.7(7) . . . . ?
C54 C53 C58 C57 1.2(6) . . . . ?
C54 C55 C56 C57 -0.5(7) . . . . ?
C55 C56 C57 C58 -1.4(7) . . . . ?
C56 C57 C58 C53 1.0(7) . . . . ?
C58 C53 C54 C55 -3.0(6) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
