# Electronic Supplementary Material (ESI) for ChemComm.
# 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_161219a___________________
_database_code_depnum_ccdc_archive 'CCDC 1524017'
_audit_update_record             
;
2016-12-22 deposited with the CCDC.
2017-02-03 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C33 H25 Cl N2 O5'
_chemical_formula_moiety         'C33 H25 Cl N2 O5'
_chemical_formula_weight         565.02
_chemical_melting_point          484-485

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-Y,1/2+Z
5 1/2+X,1/2+Y,+Z
6 1/2-X,1/2+Y,1/2-Z
7 1/2-X,1/2-Y,-Z
8 1/2+X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   25.501(7)
_cell_length_b                   15.891(5)
_cell_length_c                   21.480(5)
_cell_angle_alpha                90.0000
_cell_angle_beta                 137.701(8)
_cell_angle_gamma                90.0000
_cell_volume                     5858(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      11.01
_cell_measurement_theta_max      12.26
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2352.00
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_type   none

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_reflns_number            6882
_diffrn_reflns_av_R_equivalents  0.0635
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        2.595

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             6735
_reflns_number_gt                2053
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0582
_refine_ls_wR_factor_ref         0.1893
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6735
_refine_ls_number_parameters     370
_refine_ls_goodness_of_fit_ref   0.911
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0577P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.250
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.39818(11) 0.45960(9) 0.27781(12) 0.1256(8) Uani 1.0 8 d . . .
O1 O 0.62075(17) 0.9964(2) 0.1356(2) 0.0690(10) Uani 1.0 8 d . . .
O2 O 0.31058(16) 1.08370(18) -0.0049(2) 0.0573(8) Uani 1.0 8 d . . .
O3 O 0.36228(16) 1.11489(16) 0.1337(2) 0.0505(8) Uani 1.0 8 d . . .
O4 O 0.0288(3) 1.2235(3) -0.0744(4) 0.1178(17) Uani 1.0 8 d . . .
O5 O 0.0798(3) 1.2106(3) 0.0619(4) 0.1212(17) Uani 1.0 8 d . . .
N1 N 0.39633(17) 0.83639(19) 0.1388(2) 0.0397(8) Uani 1.0 8 d . . .
N2 N 0.0748(3) 1.1911(3) 0.0025(5) 0.0835(15) Uani 1.0 8 d . . .
C1 C 0.3934(2) 0.9162(3) 0.1166(3) 0.0365(9) Uani 1.0 8 d . . .
C2 C 0.3397(2) 0.9738(3) 0.0935(3) 0.0339(9) Uani 1.0 8 d . . .
C3 C 0.2875(2) 0.9467(3) 0.0938(3) 0.0370(9) Uani 1.0 8 d . . .
C4 C 0.2909(2) 0.8638(3) 0.1181(3) 0.0384(10) Uani 1.0 8 d . . .
C5 C 0.3473(2) 0.8102(3) 0.1409(3) 0.0377(9) Uani 1.0 8 d . . .
C6 C 0.4518(2) 0.9386(3) 0.1193(3) 0.0371(9) Uani 1.0 8 d . . .
C7 C 0.4660(3) 0.8834(3) 0.0829(3) 0.0485(11) Uani 1.0 8 d . . .
C8 C 0.5207(3) 0.9008(3) 0.0852(3) 0.0529(12) Uani 1.0 8 d . . .
C9 C 0.5633(3) 0.9740(3) 0.1262(3) 0.0480(11) Uani 1.0 8 d . . .
C10 C 0.5502(3) 1.0293(3) 0.1629(3) 0.0527(12) Uani 1.0 8 d . . .
C11 C 0.4949(3) 1.0126(3) 0.1588(3) 0.0448(11) Uani 1.0 8 d . . .
C12 C 0.6340(3) 0.9457(4) 0.0940(4) 0.0745(16) Uani 1.0 8 d . . .
C13 C 0.3357(3) 1.0619(3) 0.0668(3) 0.0420(10) Uani 1.0 8 d . . .
C14 C 0.3572(4) 1.2040(3) 0.1151(4) 0.0823(17) Uani 1.0 8 d . . .
C15 C 0.3573(6) 1.2505(4) 0.1717(6) 0.191(5) Uani 1.0 8 d . . .
C16 C 0.2295(3) 1.0083(3) 0.0685(3) 0.0414(10) Uani 1.0 8 d . . .
C17 C 0.1725(3) 1.0422(3) -0.0193(3) 0.0528(12) Uani 1.0 8 d . . .
C18 C 0.1209(3) 1.1011(3) -0.0419(4) 0.0597(13) Uani 1.0 8 d . . .
C19 C 0.1274(3) 1.1255(3) 0.0250(4) 0.0581(13) Uani 1.0 8 d . . .
C20 C 0.1820(3) 1.0925(3) 0.1122(4) 0.0641(14) Uani 1.0 8 d . . .
C21 C 0.2335(3) 1.0320(3) 0.1345(3) 0.0496(11) Uani 1.0 8 d . . .
C22 C 0.2380(3) 0.8344(3) 0.1226(3) 0.0413(10) Uani 1.0 8 d . . .
C23 C 0.1581(3) 0.8346(3) 0.0438(3) 0.0500(11) Uani 1.0 8 d . . .
C24 C 0.1085(3) 0.8104(3) 0.0476(4) 0.0648(14) Uani 1.0 8 d . . .
C25 C 0.1393(3) 0.7844(3) 0.1306(4) 0.0743(16) Uani 1.0 8 d . . .
C26 C 0.2185(3) 0.7834(3) 0.2091(4) 0.0699(15) Uani 1.0 8 d . . .
C27 C 0.2682(3) 0.8082(3) 0.2052(3) 0.0536(12) Uani 1.0 8 d . . .
C28 C 0.3582(2) 0.7220(3) 0.1707(3) 0.0401(10) Uani 1.0 8 d . . .
C29 C 0.2971(3) 0.6657(3) 0.1226(3) 0.0468(11) Uani 1.0 8 d . . .
C30 C 0.3094(3) 0.5845(3) 0.1547(4) 0.0566(12) Uani 1.0 8 d . . .
C31 C 0.3835(3) 0.5611(3) 0.2365(4) 0.0603(13) Uani 1.0 8 d . . .
C32 C 0.4453(3) 0.6146(3) 0.2843(4) 0.0697(15) Uani 1.0 8 d . . .
C33 C 0.4322(3) 0.6949(3) 0.2508(3) 0.0529(12) Uani 1.0 8 d . . .
H7 H 0.4380 0.8334 0.0561 0.0582 Uiso 1.0 8 calc R . .
H8 H 0.5286 0.8634 0.0595 0.0634 Uiso 1.0 8 calc R . .
H10 H 0.5793 1.0786 0.1909 0.0632 Uiso 1.0 8 calc R . .
H11 H 0.4861 1.0513 0.1827 0.0537 Uiso 1.0 8 calc R . .
H12A H 0.6264 0.8876 0.0981 0.0894 Uiso 1.0 8 calc R . .
H12B H 0.6864 0.9538 0.1256 0.0894 Uiso 1.0 8 calc R . .
H12C H 0.5981 0.9612 0.0302 0.0894 Uiso 1.0 8 calc R . .
H14A H 0.4011 1.2208 0.1281 0.0988 Uiso 1.0 8 calc R . .
H14B H 0.3096 1.2154 0.0504 0.0988 Uiso 1.0 8 calc R . .
H15A H 0.3307 1.3029 0.1422 0.2287 Uiso 1.0 8 calc R . .
H15B H 0.4101 1.2612 0.2306 0.2287 Uiso 1.0 8 calc R . .
H15C H 0.3313 1.2187 0.1807 0.2287 Uiso 1.0 8 calc R . .
H17 H 0.1689 1.0250 -0.0637 0.0633 Uiso 1.0 8 calc R . .
H18 H 0.0825 1.1239 -0.1011 0.0716 Uiso 1.0 8 calc R . .
H20 H 0.1848 1.1100 0.1559 0.0769 Uiso 1.0 8 calc R . .
H21 H 0.2703 1.0077 0.1930 0.0595 Uiso 1.0 8 calc R . .
H23 H 0.1375 0.8512 -0.0124 0.0600 Uiso 1.0 8 calc R . .
H24 H 0.0548 0.8117 -0.0054 0.0778 Uiso 1.0 8 calc R . .
H25 H 0.1062 0.7674 0.1335 0.0892 Uiso 1.0 8 calc R . .
H26 H 0.2389 0.7661 0.2651 0.0839 Uiso 1.0 8 calc R . .
H27 H 0.3219 0.8071 0.2584 0.0643 Uiso 1.0 8 calc R . .
H29 H 0.2470 0.6825 0.0678 0.0562 Uiso 1.0 8 calc R . .
H30 H 0.2682 0.5467 0.1216 0.0679 Uiso 1.0 8 calc R . .
H32 H 0.4954 0.5972 0.3386 0.0836 Uiso 1.0 8 calc R . .
H33 H 0.4741 0.7315 0.2828 0.0635 Uiso 1.0 8 calc R . .



#==============================================================================
_computing_data_collection       'MSC/AFC Diffractometer Control (Rigaku, 1998)'
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'MSC/AFC Diffractometer Control'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Cl1 C31 1.743(5) yes . .
O1 C9 1.372(9) yes . .
O1 C12 1.416(10) yes . .
O2 C13 1.201(8) yes . .
O3 C13 1.340(7) yes . .
O3 C14 1.451(6) yes . .
O4 N2 1.227(9) yes . .
O5 N2 1.224(14) yes . .
N1 C1 1.337(6) yes . .
N1 C5 1.351(9) yes . .
N2 C19 1.471(9) yes . .
C1 C2 1.398(7) yes . .
C1 C6 1.490(9) yes . .
C2 C3 1.403(9) yes . .
C2 C13 1.488(6) yes . .
C3 C4 1.396(6) yes . .
C3 C16 1.502(8) yes . .
C4 C5 1.410(8) yes . .
C4 C22 1.496(10) yes . .
C5 C28 1.479(6) yes . .
C6 C7 1.390(9) yes . .
C6 C11 1.388(6) yes . .
C7 C8 1.387(11) yes . .
C8 C9 1.376(6) yes . .
C9 C10 1.375(10) yes . .
C10 C11 1.372(10) yes . .
C14 C15 1.420(17) yes . .
C16 C17 1.379(6) yes . .
C16 C21 1.394(11) yes . .
C17 C18 1.379(8) yes . .
C18 C19 1.374(12) yes . .
C19 C20 1.365(8) yes . .
C20 C21 1.395(9) yes . .
C22 C23 1.384(5) yes . .
C22 C27 1.377(9) yes . .
C23 C24 1.382(12) yes . .
C24 C25 1.376(12) yes . .
C25 C26 1.374(7) yes . .
C26 C27 1.388(13) yes . .
C28 C29 1.384(6) yes . .
C28 C33 1.381(5) yes . .
C29 C30 1.385(7) yes . .
C30 C31 1.373(6) yes . .
C31 C32 1.367(8) yes . .
C32 C33 1.379(7) yes . .
C7 H7 0.930 no . .
C8 H8 0.930 no . .
C10 H10 0.930 no . .
C11 H11 0.930 no . .
C12 H12A 0.960 no . .
C12 H12B 0.960 no . .
C12 H12C 0.960 no . .
C14 H14A 0.970 no . .
C14 H14B 0.970 no . .
C15 H15A 0.960 no . .
C15 H15B 0.960 no . .
C15 H15C 0.960 no . .
C17 H17 0.930 no . .
C18 H18 0.930 no . .
C20 H20 0.930 no . .
C21 H21 0.930 no . .
C23 H23 0.930 no . .
C24 H24 0.930 no . .
C25 H25 0.930 no . .
C26 H26 0.930 no . .
C27 H27 0.930 no . .
C29 H29 0.930 no . .
C30 H30 0.930 no . .
C32 H32 0.930 no . .
C33 H33 0.930 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C9 O1 C12 119.1(4) yes . . .
C13 O3 C14 116.5(5) yes . . .
C1 N1 C5 119.7(5) yes . . .
O4 N2 O5 123.8(7) yes . . .
O4 N2 C19 118.1(9) yes . . .
O5 N2 C19 118.1(6) yes . . .
N1 C1 C2 121.9(6) yes . . .
N1 C1 C6 115.0(5) yes . . .
C2 C1 C6 123.1(4) yes . . .
C1 C2 C3 118.8(4) yes . . .
C1 C2 C13 121.5(6) yes . . .
C3 C2 C13 119.8(5) yes . . .
C2 C3 C4 119.6(5) yes . . .
C2 C3 C16 118.9(4) yes . . .
C4 C3 C16 121.5(6) yes . . .
C3 C4 C5 117.7(6) yes . . .
C3 C4 C22 120.6(5) yes . . .
C5 C4 C22 121.6(4) yes . . .
N1 C5 C4 122.2(4) yes . . .
N1 C5 C28 115.1(5) yes . . .
C4 C5 C28 122.7(6) yes . . .
C1 C6 C7 119.7(4) yes . . .
C1 C6 C11 122.9(6) yes . . .
C7 C6 C11 117.4(6) yes . . .
C6 C7 C8 121.9(4) yes . . .
C7 C8 C9 119.2(6) yes . . .
O1 C9 C8 124.4(6) yes . . .
O1 C9 C10 115.8(4) yes . . .
C8 C9 C10 119.8(7) yes . . .
C9 C10 C11 120.8(5) yes . . .
C6 C11 C10 121.0(6) yes . . .
O2 C13 O3 124.2(4) yes . . .
O2 C13 C2 125.8(5) yes . . .
O3 C13 C2 110.0(5) yes . . .
O3 C14 C15 109.2(8) yes . . .
C3 C16 C17 120.5(7) yes . . .
C3 C16 C21 119.8(4) yes . . .
C17 C16 C21 119.7(5) yes . . .
C16 C17 C18 120.8(7) yes . . .
C17 C18 C19 118.5(5) yes . . .
N2 C19 C18 118.8(6) yes . . .
N2 C19 C20 118.7(8) yes . . .
C18 C19 C20 122.5(6) yes . . .
C19 C20 C21 118.8(8) yes . . .
C16 C21 C20 119.6(5) yes . . .
C4 C22 C23 120.2(6) yes . . .
C4 C22 C27 120.4(4) yes . . .
C23 C22 C27 119.4(7) yes . . .
C22 C23 C24 120.8(6) yes . . .
C23 C24 C25 119.3(5) yes . . .
C24 C25 C26 120.3(9) yes . . .
C25 C26 C27 120.2(8) yes . . .
C22 C27 C26 119.9(4) yes . . .
C5 C28 C29 122.8(3) yes . . .
C5 C28 C33 118.8(4) yes . . .
C29 C28 C33 118.4(4) yes . . .
C28 C29 C30 121.0(4) yes . . .
C29 C30 C31 118.7(5) yes . . .
Cl1 C31 C30 118.4(4) yes . . .
Cl1 C31 C32 120.0(4) yes . . .
C30 C31 C32 121.6(5) yes . . .
C31 C32 C33 119.0(4) yes . . .
C28 C33 C32 121.3(5) yes . . .
C6 C7 H7 119.069 no . . .
C8 C7 H7 119.075 no . . .
C7 C8 H8 120.405 no . . .
C9 C8 H8 120.415 no . . .
C9 C10 H10 119.600 no . . .
C11 C10 H10 119.612 no . . .
C6 C11 H11 119.515 no . . .
C10 C11 H11 119.501 no . . .
O1 C12 H12A 109.482 no . . .
O1 C12 H12B 109.472 no . . .
O1 C12 H12C 109.476 no . . .
H12A C12 H12B 109.467 no . . .
H12A C12 H12C 109.465 no . . .
H12B C12 H12C 109.465 no . . .
O3 C14 H14A 109.854 no . . .
O3 C14 H14B 109.840 no . . .
C15 C14 H14A 109.839 no . . .
C15 C14 H14B 109.839 no . . .
H14A C14 H14B 108.266 no . . .
C14 C15 H15A 109.474 no . . .
C14 C15 H15B 109.464 no . . .
C14 C15 H15C 109.466 no . . .
H15A C15 H15B 109.471 no . . .
H15A C15 H15C 109.484 no . . .
H15B C15 H15C 109.469 no . . .
C16 C17 H17 119.609 no . . .
C18 C17 H17 119.613 no . . .
C17 C18 H18 120.730 no . . .
C19 C18 H18 120.720 no . . .
C19 C20 H20 120.613 no . . .
C21 C20 H20 120.597 no . . .
C16 C21 H21 120.190 no . . .
C20 C21 H21 120.214 no . . .
C22 C23 H23 119.589 no . . .
C24 C23 H23 119.608 no . . .
C23 C24 H24 120.324 no . . .
C25 C24 H24 120.329 no . . .
C24 C25 H25 119.818 no . . .
C26 C25 H25 119.833 no . . .
C25 C26 H26 119.904 no . . .
C27 C26 H26 119.921 no . . .
C22 C27 H27 120.032 no . . .
C26 C27 H27 120.027 no . . .
C28 C29 H29 119.497 no . . .
C30 C29 H29 119.474 no . . .
C29 C30 H30 120.646 no . . .
C31 C30 H30 120.656 no . . .
C31 C32 H32 120.526 no . . .
C33 C32 H32 120.515 no . . .
C28 C33 H33 119.352 no . . .
C32 C33 H33 119.343 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C12 O1 C9 C8 5.7(6) no . . . .
C12 O1 C9 C10 -175.7(4) no . . . .
C13 O3 C14 C15 157.1(5) no . . . .
C14 O3 C13 O2 2.1(9) no . . . .
C14 O3 C13 C2 -175.9(5) no . . . .
C1 N1 C5 C4 1.6(6) no . . . .
C1 N1 C5 C28 -177.1(3) no . . . .
C5 N1 C1 C2 -1.3(6) no . . . .
C5 N1 C1 C6 178.3(3) no . . . .
O4 N2 C19 C18 -2.5(8) no . . . .
O4 N2 C19 C20 176.1(5) no . . . .
O5 N2 C19 C18 178.0(5) no . . . .
O5 N2 C19 C20 -3.4(8) no . . . .
N1 C1 C2 C3 0.1(6) no . . . .
N1 C1 C2 C13 -178.6(3) no . . . .
N1 C1 C6 C7 42.9(5) no . . . .
N1 C1 C6 C11 -135.7(4) no . . . .
C2 C1 C6 C7 -137.6(4) no . . . .
C2 C1 C6 C11 43.8(6) no . . . .
C6 C1 C2 C3 -179.4(4) no . . . .
C6 C1 C2 C13 1.9(6) no . . . .
C1 C2 C3 C4 0.8(6) no . . . .
C1 C2 C3 C16 -179.7(3) no . . . .
C1 C2 C13 O2 72.6(6) no . . . .
C1 C2 C13 O3 -109.4(6) no . . . .
C3 C2 C13 O2 -106.1(7) no . . . .
C3 C2 C13 O3 71.9(5) no . . . .
C13 C2 C3 C4 179.5(4) no . . . .
C13 C2 C3 C16 -1.0(6) no . . . .
C2 C3 C4 C5 -0.5(6) no . . . .
C2 C3 C4 C22 177.6(3) no . . . .
C2 C3 C16 C17 64.2(5) no . . . .
C2 C3 C16 C21 -115.3(5) no . . . .
C4 C3 C16 C17 -116.3(6) no . . . .
C4 C3 C16 C21 64.2(5) no . . . .
C16 C3 C4 C5 -180.0(4) no . . . .
C16 C3 C4 C22 -1.9(6) no . . . .
C3 C4 C5 N1 -0.7(6) no . . . .
C3 C4 C5 C28 177.9(4) no . . . .
C3 C4 C22 C23 62.4(6) no . . . .
C3 C4 C22 C27 -116.5(4) no . . . .
C5 C4 C22 C23 -119.5(4) no . . . .
C5 C4 C22 C27 61.5(6) no . . . .
C22 C4 C5 N1 -178.8(4) no . . . .
C22 C4 C5 C28 -0.1(6) no . . . .
N1 C5 C28 C29 -131.4(5) no . . . .
N1 C5 C28 C33 49.7(7) no . . . .
C4 C5 C28 C29 49.9(8) no . . . .
C4 C5 C28 C33 -129.0(5) no . . . .
C1 C6 C7 C8 -178.8(3) no . . . .
C1 C6 C11 C10 177.5(3) no . . . .
C7 C6 C11 C10 -1.2(5) no . . . .
C11 C6 C7 C8 -0.1(6) no . . . .
C6 C7 C8 C9 1.2(6) no . . . .
C7 C8 C9 O1 177.6(4) no . . . .
C7 C8 C9 C10 -0.9(6) no . . . .
O1 C9 C10 C11 -179.0(3) no . . . .
C8 C9 C10 C11 -0.4(6) no . . . .
C9 C10 C11 C6 1.4(6) no . . . .
C3 C16 C17 C18 -177.6(4) no . . . .
C3 C16 C21 C20 176.8(4) no . . . .
C17 C16 C21 C20 -2.7(7) no . . . .
C21 C16 C17 C18 1.9(8) no . . . .
C16 C17 C18 C19 0.1(8) no . . . .
C17 C18 C19 N2 177.3(5) no . . . .
C17 C18 C19 C20 -1.2(8) no . . . .
N2 C19 C20 C21 -178.1(5) no . . . .
C18 C19 C20 C21 0.4(9) no . . . .
C19 C20 C21 C16 1.6(8) no . . . .
C4 C22 C23 C24 -177.7(4) no . . . .
C4 C22 C27 C26 178.1(4) no . . . .
C23 C22 C27 C26 -0.9(7) no . . . .
C27 C22 C23 C24 1.3(7) no . . . .
C22 C23 C24 C25 -1.2(8) no . . . .
C23 C24 C25 C26 0.8(8) no . . . .
C24 C25 C26 C27 -0.4(9) no . . . .
C25 C26 C27 C22 0.5(8) no . . . .
C5 C28 C29 C30 -177.5(6) no . . . .
C5 C28 C33 C32 176.9(6) no . . . .
C29 C28 C33 C32 -2.1(11) no . . . .
C33 C28 C29 C30 1.4(11) no . . . .
C28 C29 C30 C31 0.9(12) no . . . .
C29 C30 C31 Cl1 178.6(7) no . . . .
C29 C30 C31 C32 -2.6(13) no . . . .
Cl1 C31 C32 C33 -179.3(6) no . . . .
C30 C31 C32 C33 2.0(13) no . . . .
C31 C32 C33 C28 0.5(12) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O2 C1 3.195(5) no . .
O2 C3 3.380(8) no . .
O2 C6 3.345(5) no . .
O2 C11 3.359(5) no . .
O2 C14 2.679(8) no . .
O2 C17 3.364(9) no . .
O3 C1 3.342(6) no . .
O3 C3 3.016(6) no . .
O3 C11 3.418(8) no . .
O3 C16 3.047(7) no . .
O3 C17 3.468(6) no . .
O3 C21 3.549(9) no . .
O4 C18 2.714(9) no . .
O4 C20 3.536(6) no . .
O5 C18 3.542(12) no . .
O5 C20 2.705(9) no . .
N1 C3 2.782(7) no . .
N1 C7 2.884(10) no . .
N1 C11 3.570(7) no . .
N1 C29 3.547(7) no . .
N1 C33 2.902(7) no . .
C1 C4 2.766(9) no . .
C2 C5 2.746(6) no . .
C2 C11 3.131(9) no . .
C2 C17 3.153(7) no . .
C2 C21 3.534(11) no . .
C3 C23 3.158(8) no . .
C3 C27 3.543(9) no . .
C4 C17 3.561(6) no . .
C4 C21 3.189(8) no . .
C4 C29 3.151(6) no . .
C5 C23 3.590(9) no . .
C5 C27 3.176(11) no . .
C6 C9 2.791(10) no . .
C6 C13 2.989(8) no . .
C7 C10 2.735(6) no . .
C8 C11 2.761(10) no . .
C8 C12 2.841(11) no . .
C11 C13 3.022(8) no . .
C13 C15 3.539(11) no . .
C13 C16 2.867(11) no . .
C13 C17 3.075(9) no . .
C16 C19 2.742(9) no . .
C16 C22 2.942(7) no . .
C16 C23 3.128(7) no . .
C17 C20 2.768(12) no . .
C18 C21 2.777(7) no . .
C21 C22 3.160(6) no . .
C21 C23 3.434(6) no . .
C22 C25 2.766(13) no . .
C22 C28 2.993(8) no . .
C22 C29 3.075(7) no . .
C23 C26 2.748(10) no . .
C24 C27 2.767(6) no . .
C27 C28 3.193(11) no . .
C27 C29 3.279(10) no . .
C28 C31 2.758(7) no . .
C29 C32 2.755(5) no . .
C30 C33 2.754(7) no . .
O1 C8 3.587(6) no . 3_675
O1 C21 3.373(6) no . 2_655
O2 C12 3.145(11) no . 3_675
O2 C30 3.507(5) no . 7_565
O3 C10 3.390(7) no . 2_655
O3 C11 3.430(5) no . 2_655
O4 C25 3.490(13) no . 3_575
O5 C8 3.574(9) no . 5_455
O5 C24 3.461(10) no . 3_575
C8 O1 3.587(6) no . 3_675
C8 O5 3.574(9) no . 5_545
C10 O3 3.390(7) no . 2_655
C11 O3 3.430(5) no . 2_655
C12 O2 3.145(11) no . 3_675
C21 O1 3.373(6) no . 2_655
C24 O5 3.461(10) no . 3_575
C25 O4 3.490(13) no . 3_575
C30 O2 3.507(5) no . 7_565
C33 C33 3.483(11) no . 2_655
Cl1 H30 2.7759 no . .
Cl1 H32 2.8006 no . .
O1 H8 2.6428 no . .
O1 H10 2.4689 no . .
O2 H11 3.1397 no . .
O2 H14A 2.9116 no . .
O2 H14B 2.4148 no . .
O2 H17 2.9598 no . .
O3 H11 2.6804 no . .
O3 H15A 3.1351 no . .
O3 H15B 2.7327 no . .
O3 H15C 2.3535 no . .
O4 H18 2.4239 no . .
O5 H20 2.4104 no . .
N1 H7 2.6596 no . .
N1 H33 2.6844 no . .
N2 H18 2.6042 no . .
N2 H20 2.5921 no . .
C1 H7 2.6249 no . .
C1 H11 2.6924 no . .
C2 H11 2.9240 no . .
C2 H17 3.0450 no . .
C3 H17 2.6464 no . .
C3 H21 2.6553 no . .
C3 H23 3.0371 no . .
C4 H21 3.0556 no . .
C4 H23 2.6414 no . .
C4 H27 2.6440 no . .
C4 H29 2.9886 no . .
C5 H27 3.0334 no . .
C5 H29 2.6798 no . .
C5 H33 2.5952 no . .
C6 H8 3.2623 no . .
C6 H10 3.2374 no . .
C7 H11 3.2179 no . .
C8 H10 3.2176 no . .
C8 H12A 2.5055 no . .
C8 H12C 3.1072 no . .
C9 H7 3.2179 no . .
C9 H11 3.2228 no . .
C9 H12A 2.5058 no . .
C9 H12B 3.1645 no . .
C9 H12C 2.7903 no . .
C10 H8 3.2221 no . .
C11 H7 3.2153 no . .
C12 H8 2.5548 no . .
C13 H11 2.6095 no . .
C13 H14A 2.7638 no . .
C13 H14B 2.4837 no . .
C13 H15C 3.5514 no . .
C13 H17 2.9417 no . .
C14 H11 3.4273 no . .
C16 H18 3.2391 no . .
C16 H20 3.2540 no . .
C16 H23 2.9530 no . .
C17 H21 3.2381 no . .
C17 H23 3.1971 no . .
C18 H20 3.2376 no . .
C19 H17 3.2076 no . .
C19 H21 3.2179 no . .
C20 H15C 3.5204 no . .
C20 H18 3.2370 no . .
C21 H15C 3.5128 no . .
C21 H17 3.2369 no . .
C21 H23 3.5742 no . .
C22 H21 2.9503 no . .
C22 H24 3.2438 no . .
C22 H26 3.2314 no . .
C22 H29 2.7680 no . .
C23 H21 3.5295 no . .
C23 H25 3.2216 no . .
C23 H27 3.2250 no . .
C23 H29 3.0851 no . .
C24 H26 3.2240 no . .
C25 H23 3.2195 no . .
C25 H27 3.2317 no . .
C26 H24 3.2261 no . .
C27 H21 3.1844 no . .
C27 H23 3.2213 no . .
C27 H25 3.2326 no . .
C27 H29 3.2609 no . .
C28 H27 2.9673 no . .
C28 H30 3.2502 no . .
C28 H32 3.2436 no . .
C29 H27 3.3515 no . .
C29 H33 3.2150 no . .
C30 H32 3.2295 no . .
C31 H29 3.2120 no . .
C31 H33 3.2028 no . .
C32 H30 3.2294 no . .
C33 H27 3.4350 no . .
C33 H29 3.2154 no . .
H7 H8 2.3095 no . .
H8 H12A 1.9981 no . .
H8 H12B 3.4364 no . .
H8 H12C 2.7557 no . .
H10 H11 2.2900 no . .
H11 H14A 3.0933 no . .
H14A H15A 2.4132 no . .
H14A H15B 2.1360 no . .
H14A H15C 2.7232 no . .
H14B H15A 2.1323 no . .
H14B H15B 2.7210 no . .
H14B H15C 2.4191 no . .
H17 H18 2.3136 no . .
H17 H23 3.2852 no . .
H20 H21 2.3368 no . .
H21 H27 3.3356 no . .
H23 H24 2.3113 no . .
H23 H29 3.2910 no . .
H24 H25 2.3086 no . .
H25 H26 2.3005 no . .
H26 H27 2.3172 no . .
H27 H29 3.5727 no . .
H29 H30 2.3166 no . .
H32 H33 2.3068 no . .
Cl1 H15A 3.1985 no . 1_545
Cl1 H15B 3.3939 no . 1_545
Cl1 H17 3.5347 no . 7_565
Cl1 H18 3.5404 no . 8_565
O1 H21 2.4857 no . 2_655
O1 H27 3.3843 no . 2_655
O2 H12A 3.3997 no . 3_675
O2 H12B 2.7176 no . 3_675
O2 H12C 2.8470 no . 3_675
O2 H15A 3.0337 no . 7_575
O2 H30 2.6765 no . 7_565
O3 H10 2.9054 no . 2_655
O3 H11 2.9940 no . 2_655
O4 H14A 2.8922 no . 7_575
O4 H15B 2.8304 no . 8_474
O4 H25 2.6488 no . 3_575
O5 H8 2.7388 no . 5_455
O5 H12A 2.9267 no . 5_455
O5 H24 2.6849 no . 3_575
O5 H25 3.2842 no . 3_575
O5 H26 3.2479 no . 6_555
O5 H27 3.0381 no . 6_555
N1 H29 3.0245 no . 7_565
N1 H33 2.8818 no . 2_655
N2 H8 3.5363 no . 5_455
N2 H12A 3.4207 no . 5_455
N2 H14A 3.5730 no . 7_575
N2 H24 3.3491 no . 3_575
N2 H25 3.2132 no . 3_575
C1 H29 3.1605 no . 7_565
C1 H30 3.5109 no . 7_565
C2 H11 3.5740 no . 2_655
C2 H29 3.4238 no . 7_565
C2 H30 3.1967 no . 7_565
C3 H29 3.5377 no . 7_565
C4 H29 3.4220 no . 7_565
C5 H29 3.1535 no . 7_565
C6 H12C 2.9023 no . 3_675
C6 H33 3.5988 no . 2_655
C7 H12C 2.9662 no . 3_675
C7 H24 3.3710 no . 7_565
C7 H33 3.1568 no . 2_655
C8 H12C 3.0044 no . 3_675
C8 H27 3.1087 no . 2_655
C9 H12C 2.9709 no . 3_675
C9 H21 2.9999 no . 2_655
C9 H27 3.3193 no . 2_655
C10 H12C 2.8854 no . 3_675
C10 H21 3.1123 no . 2_655
C11 H11 3.1257 no . 2_655
C11 H12C 2.8347 no . 3_675
C12 H21 3.3675 no . 2_655
C12 H27 3.2994 no . 2_655
C12 H30 3.4124 no . 5_555
C13 H12C 3.5396 no . 3_675
C13 H30 3.2424 no . 7_565
C14 H14B 3.1629 no . 7_575
C14 H18 3.2597 no . 7_575
C15 H10 3.4244 no . 2_655
C15 H14B 3.3370 no . 7_575
C15 H18 3.4768 no . 7_575
C15 H25 3.5611 no . 6_555
C15 H26 3.5862 no . 6_555
C17 H15A 3.5663 no . 7_575
C18 H14A 3.1968 no . 7_575
C18 H14B 3.4863 no . 7_575
C18 H15A 3.5254 no . 7_575
C20 H26 3.2809 no . 6_555
C21 H10 3.3045 no . 2_655
C23 H7 3.1553 no . 7_565
C23 H32 3.2811 no . 8_464
C24 H7 2.7729 no . 7_565
C24 H32 3.3886 no . 8_464
C25 H7 3.4333 no . 7_565
C26 H12A 3.3620 no . 2_655
C26 H15C 3.5672 no . 6_545
C26 H20 3.3920 no . 6_545
C27 H12A 3.1415 no . 2_655
C30 H12B 3.4124 no . 5_445
C30 H17 2.9594 no . 7_565
C31 H17 3.1758 no . 7_565
C32 H23 3.4246 no . 8_565
C32 H24 3.3045 no . 8_565
C33 H7 3.5623 no . 2_655
C33 H33 3.0206 no . 2_655
H7 C23 3.1553 no . 7_565
H7 C24 2.7729 no . 7_565
H7 C25 3.4333 no . 7_565
H7 C33 3.5623 no . 2_655
H7 H12C 3.5243 no . 3_675
H7 H23 3.2432 no . 7_565
H7 H24 2.6157 no . 7_565
H7 H29 3.2892 no . 7_565
H7 H33 2.8532 no . 2_655
H8 O5 2.7388 no . 5_545
H8 N2 3.5363 no . 5_545
H8 H12C 3.5658 no . 3_675
H8 H24 3.1557 no . 7_565
H8 H25 3.4981 no . 7_565
H8 H27 2.9289 no . 2_655
H10 O3 2.9054 no . 2_655
H10 C15 3.4244 no . 2_655
H10 C21 3.3045 no . 2_655
H10 H12C 3.4109 no . 3_675
H10 H15B 3.2658 no . 2_655
H10 H15C 2.9088 no . 2_655
H10 H21 2.8373 no . 2_655
H10 H25 3.4989 no . 5_555
H11 O3 2.9940 no . 2_655
H11 C2 3.5740 no . 2_655
H11 C11 3.1257 no . 2_655
H11 H11 2.4142 no . 2_655
H11 H12C 3.3232 no . 3_675
H12A O2 3.3997 no . 3_675
H12A O5 2.9267 no . 5_545
H12A N2 3.4207 no . 5_545
H12A C26 3.3620 no . 2_655
H12A C27 3.1415 no . 2_655
H12A H26 3.0382 no . 2_655
H12A H27 2.6203 no . 2_655
H12B O2 2.7176 no . 3_675
H12B C30 3.4124 no . 5_555
H12B H21 3.2815 no . 2_655
H12B H26 3.3798 no . 2_655
H12B H27 3.5298 no . 2_655
H12B H30 2.6088 no . 5_555
H12C O2 2.8470 no . 3_675
H12C C6 2.9023 no . 3_675
H12C C7 2.9662 no . 3_675
H12C C8 3.0044 no . 3_675
H12C C9 2.9709 no . 3_675
H12C C10 2.8854 no . 3_675
H12C C11 2.8347 no . 3_675
H12C C13 3.5396 no . 3_675
H12C H7 3.5243 no . 3_675
H12C H8 3.5658 no . 3_675
H12C H10 3.4109 no . 3_675
H12C H11 3.3232 no . 3_675
H12C H30 3.4527 no . 5_555
H14A O4 2.8922 no . 7_575
H14A N2 3.5730 no . 7_575
H14A C18 3.1968 no . 7_575
H14A H15B 3.3456 no . 2_655
H14A H18 2.6393 no . 7_575
H14B C14 3.1629 no . 7_575
H14B C15 3.3370 no . 7_575
H14B C18 3.4863 no . 7_575
H14B H14B 2.3261 no . 7_575
H14B H15A 2.8467 no . 7_575
H14B H15C 3.5018 no . 7_575
H14B H18 3.2931 no . 7_575
H15A Cl1 3.1985 no . 1_565
H15A O2 3.0337 no . 7_575
H15A C17 3.5663 no . 7_575
H15A C18 3.5254 no . 7_575
H15A H14B 2.8467 no . 7_575
H15A H17 3.2157 no . 7_575
H15A H18 3.1503 no . 7_575
H15A H26 3.5630 no . 6_555
H15B Cl1 3.3939 no . 1_565
H15B O4 2.8304 no . 8_575
H15B H10 3.2658 no . 2_655
H15B H14A 3.3456 no . 2_655
H15B H18 3.4470 no . 7_575
H15B H18 3.4965 no . 8_575
H15B H25 3.2404 no . 6_555
H15C C26 3.5672 no . 6_555
H15C H10 2.9088 no . 2_655
H15C H14B 3.5018 no . 7_575
H15C H25 3.1077 no . 6_555
H15C H26 2.8676 no . 6_555
H17 Cl1 3.5347 no . 7_565
H17 C30 2.9594 no . 7_565
H17 C31 3.1758 no . 7_565
H17 H15A 3.2157 no . 7_575
H17 H30 2.8923 no . 7_565
H18 Cl1 3.5404 no . 8_464
H18 C14 3.2597 no . 7_575
H18 C15 3.4768 no . 7_575
H18 H14A 2.6393 no . 7_575
H18 H14B 3.2931 no . 7_575
H18 H15A 3.1503 no . 7_575
H18 H15B 3.4470 no . 7_575
H18 H15B 3.4965 no . 8_474
H20 C26 3.3920 no . 6_555
H20 H26 2.8167 no . 6_555
H21 O1 2.4857 no . 2_655
H21 C9 2.9999 no . 2_655
H21 C10 3.1123 no . 2_655
H21 C12 3.3675 no . 2_655
H21 H10 2.8373 no . 2_655
H21 H12B 3.2815 no . 2_655
H23 C32 3.4246 no . 8_464
H23 H7 3.2432 no . 7_565
H23 H32 2.6256 no . 8_464
H23 H33 3.3654 no . 8_464
H24 O5 2.6849 no . 3_575
H24 N2 3.3491 no . 3_575
H24 C7 3.3710 no . 7_565
H24 C32 3.3045 no . 8_464
H24 H7 2.6157 no . 7_565
H24 H8 3.1557 no . 7_565
H24 H32 2.8495 no . 8_464
H24 H33 3.3995 no . 8_464
H25 O4 2.6488 no . 3_575
H25 O5 3.2842 no . 3_575
H25 N2 3.2132 no . 3_575
H25 C15 3.5611 no . 6_545
H25 H8 3.4981 no . 7_565
H25 H10 3.4989 no . 5_445
H25 H15B 3.2404 no . 6_545
H25 H15C 3.1077 no . 6_545
H26 O5 3.2479 no . 6_545
H26 C15 3.5862 no . 6_545
H26 C20 3.2809 no . 6_545
H26 H12A 3.0382 no . 2_655
H26 H12B 3.3798 no . 2_655
H26 H15A 3.5630 no . 6_545
H26 H15C 2.8676 no . 6_545
H26 H20 2.8167 no . 6_545
H27 O1 3.3843 no . 2_655
H27 O5 3.0381 no . 6_545
H27 C8 3.1087 no . 2_655
H27 C9 3.3193 no . 2_655
H27 C12 3.2994 no . 2_655
H27 H8 2.9289 no . 2_655
H27 H12A 2.6203 no . 2_655
H27 H12B 3.5298 no . 2_655
H29 N1 3.0245 no . 7_565
H29 C1 3.1605 no . 7_565
H29 C2 3.4238 no . 7_565
H29 C3 3.5377 no . 7_565
H29 C4 3.4220 no . 7_565
H29 C5 3.1535 no . 7_565
H29 H7 3.2892 no . 7_565
H30 O2 2.6765 no . 7_565
H30 C1 3.5109 no . 7_565
H30 C2 3.1967 no . 7_565
H30 C12 3.4124 no . 5_445
H30 C13 3.2424 no . 7_565
H30 H12B 2.6088 no . 5_445
H30 H12C 3.4527 no . 5_445
H30 H17 2.8923 no . 7_565
H32 C23 3.2811 no . 8_565
H32 C24 3.3886 no . 8_565
H32 H23 2.6256 no . 8_565
H32 H24 2.8495 no . 8_565
H33 N1 2.8818 no . 2_655
H33 C6 3.5988 no . 2_655
H33 C7 3.1568 no . 2_655
H33 C33 3.0206 no . 2_655
H33 H7 2.8532 no . 2_655
H33 H23 3.3654 no . 8_565
H33 H24 3.3995 no . 8_565
H33 H33 2.5480 no . 2_655

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        
'Ethyl 6-(4-chlorophenyl)-2-(4-methoxyphenyl)-4-(4-nitrophenyl)-5-phenylnicotinate'
_chemical_name_common            3Bz
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane/benzene'
