# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_hadi0405
_database_code_depnum_ccdc_archive 'CCDC 2040356'
loop_
_audit_author_name
_audit_author_address
'Hadi Amiri Rudbari'
;university of Isfahan
Iran
;
_audit_update_record             
;
2020-10-23 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;

_audit_creation_date             2019-05-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H14 N2 O6'
_chemical_formula_sum            'C19 H14 N2 O6'
_chemical_formula_weight         366.32
_chemical_absolute_configuration .
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.1250(5)
_cell_length_b                   13.7648(11)
_cell_length_c                   15.2241(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1702.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7125
_cell_measurement_temperature    160.0(10)
_cell_measurement_theta_max      78.5
_cell_measurement_theta_min      4.3
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.898
_exptl_absorpt_coefficient_mu    0.913
_exptl_absorpt_correction_T_max  0.842
_exptl_absorpt_correction_T_min  0.643
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             760
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 -1 0.0238
-1 0 1 0.0095
2 -5 2 0.0349
-1 4 -5 0.0348
1 5 1 0.0540
0 0 1 0.0318
0 0 -1 0.0528
1 3 -5 0.0302
-1 -4 5 0.0256
0 -5 -3 0.0435

_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03

_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10677
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.218
_diffrn_reflns_theta_min         4.330
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.0(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -92.00  -9.00   0.50    5.00    --  -54.56 125.00   0.00  166
  2  ω    -51.00 -11.00   0.50   20.00    --  -86.25  45.00  60.00   80
  3  ω    -35.00  -8.00   0.50   20.00    --  -86.25  30.00 120.00   54
  4  ω   -127.00 -41.00   0.50    5.00    --  -54.56 -57.00  30.00  172
  5  ω   -130.00 -82.00   0.50    5.00    --  -54.56 -99.00-120.00   96
  6  ω   -127.00 -39.00   0.50    5.00    --  -54.56 -77.00-180.00  176
  7  ω    -26.00  25.00   0.50    5.00    --  -54.56  19.00-180.00  102
  8  ω    -92.00  -9.00   0.50    5.00    --  -54.56 125.00-180.00  166
  9  ω    101.00 178.00   0.50   20.00    --  107.75 105.00  17.00  154
 10  ω     99.00 178.00   0.50   20.00    --  107.75  30.00 -60.00  158
 11  ω     99.00 178.00   0.50   20.00    --  107.75 111.00 -90.00  158
 12  ω     93.00 178.00   0.50   20.00    --  107.75  61.00  60.00  170
 13  ω     99.00 178.00   0.50   20.00    --  107.75 111.00 120.00  158
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1540236000
_diffrn_orient_matrix_UB_12      0.0646563000
_diffrn_orient_matrix_UB_13      -0.0117016000
_diffrn_orient_matrix_UB_21      -0.0981692000
_diffrn_orient_matrix_UB_22      0.0683921000
_diffrn_orient_matrix_UB_23      -0.0599924000
_diffrn_orient_matrix_UB_31      -0.0503447000
_diffrn_orient_matrix_UB_32      0.0605381000
_diffrn_orient_matrix_UB_33      0.0807697000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.701
_reflns_Friedel_fraction_full    0.956
_reflns_Friedel_fraction_max     0.952
_reflns_number_gt                2702
_reflns_number_total             3053

_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       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015b)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015a)'
_refine_diff_density_max         0.716
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details 
;
 Flack x determined using 987 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3053
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0974
_refine_ls_R_factor_gt           0.0906
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1540P)²+2.1430P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2590
_refine_ls_wR_factor_ref         0.2660
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
N2 \\sim O5A \\sim O5B \\sim O6A \\sim O6B: within 2A with sigma of 0.002 and
sigma for terminal atoms of 0.005
3. Others
 Sof(O5B)=Sof(O6B)=1-FVAR(1)
 Sof(O5A)=Sof(O6A)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C10(H10), C11(H11), C12(H12), C13(H13), C15(H15),
 C16(H16), C17(H17), C18(H18)
4.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
C1 C 0.5008(9) 0.6921(6) 0.5814(5) 0.0607(18) Uani 1 1 d . . . . .
C2 C 0.5324(10) 0.7693(6) 0.5181(5) 0.0608(18) Uani 1 1 d . . . . .
H2 H 0.515032 0.835882 0.531641 0.073 Uiso 1 1 calc R . . . .
C3 C 0.5892(10) 0.7393(7) 0.4376(5) 0.065(2) Uani 1 1 d . . . . .
H3 H 0.600759 0.785915 0.391926 0.078 Uiso 1 1 calc R . . . .
C4 C 0.6307(9) 0.6419(6) 0.4204(4) 0.0588(19) Uani 1 1 d . . . . .
H4 H 0.681553 0.625645 0.366197 0.071 Uiso 1 1 calc R . . . .
C5 C 0.5992(9) 0.5698(6) 0.4804(5) 0.0599(18) Uani 1 1 d . . . . .
C6 C 0.5342(7) 0.6013(6) 0.5627(4) 0.0536(17) Uani 1 1 d . . . . .
C7 C 0.6363(12) 0.4702(7) 0.4611(7) 0.083(3) Uani 1 1 d . . . . .
H7A H 0.652579 0.434472 0.516132 0.125 Uiso 1 1 calc GR . . . .
H7B H 0.736947 0.466787 0.425750 0.125 Uiso 1 1 calc GR . . . .
H7C H 0.544863 0.441223 0.428337 0.125 Uiso 1 1 calc GR . . . .
C8 C 0.3436(9) 0.5045(5) 0.6503(5) 0.0550(17) Uani 1 1 d . . . . .
C9 C 0.3024(10) 0.4858(5) 0.7367(5) 0.0572(18) Uani 1 1 d . . . . .
C10 C 0.1407(14) 0.4711(6) 0.7602(6) 0.075(2) Uani 1 1 d . . . . .
H10 H 0.113433 0.458561 0.819860 0.090 Uiso 1 1 calc R . . . .
C11 C 0.0186(12) 0.4744(6) 0.6980(8) 0.082(3) Uani 1 1 d . . . . .
H11 H -0.093062 0.465629 0.714793 0.099 Uiso 1 1 calc R . . . .
C12 C 0.0586(10) 0.4906(7) 0.6096(6) 0.070(2) Uani 1 1 d . . . . .
H12 H -0.024268 0.490791 0.565560 0.084 Uiso 1 1 calc R . . . .
C13 C 0.2221(9) 0.5064(7) 0.5881(5) 0.0598(18) Uani 1 1 d . . . . .
H13 H 0.250629 0.518757 0.528637 0.072 Uiso 1 1 calc R . . . .
C14 C 0.5415(8) 0.7214(5) 0.7299(4) 0.0486(15) Uani 1 1 d . . . . .
C15 C 0.7121(8) 0.7163(6) 0.7225(5) 0.0537(17) Uani 1 1 d . . . . .
H15 H 0.760210 0.704855 0.666567 0.064 Uiso 1 1 calc R . . . .
C16 C 0.8114(8) 0.7274(6) 0.7940(5) 0.0595(19) Uani 1 1 d . . . . .
H16 H 0.927306 0.722622 0.787079 0.071 Uiso 1 1 calc R . . . .
C17 C 0.7468(10) 0.7455(6) 0.8759(5) 0.0595(18) Uani 1 1 d . . . . .
H17 H 0.816927 0.755255 0.925045 0.071 Uiso 1 1 calc R . . . .
C18 C 0.5794(9) 0.7490(6) 0.8850(5) 0.0583(17) Uani 1 1 d . . . . .
H18 H 0.533011 0.760258 0.941336 0.070 Uiso 1 1 calc R . . . .
C19 C 0.4778(8) 0.7367(5) 0.8142(4) 0.0475(14) Uani 1 1 d . . . . .
N1 N 0.4350(12) 0.4776(5) 0.8043(5) 0.073(2) Uani 1 1 d . . . . .
N2 N 0.3008(7) 0.7440(5) 0.8295(5) 0.0627(14) Uani 1 1 d . U . . .
O1 O 0.5097(7) 0.5250(5) 0.6268(4) 0.0700(16) Uani 1 1 d . . . . .
O2 O 0.4382(6) 0.7125(4) 0.6610(3) 0.0616(14) Uani 1 1 d . . . . .
O3 O 0.5732(10) 0.4511(5) 0.7828(5) 0.087(2) Uani 1 1 d . . . . .
O4 O 0.3931(13) 0.5008(7) 0.8784(5) 0.114(3) Uani 1 1 d . . . . .
O5A O 0.2100(17) 0.7086(14) 0.7699(10) 0.072(3) Uani 0.482(16) 1 d . U P A 1
O5B O 0.2107(15) 0.7614(13) 0.7697(9) 0.069(2) Uani 0.518(16) 1 d . U P A 2
O6A O 0.2502(18) 0.7786(14) 0.8969(10) 0.068(2) Uani 0.482(16) 1 d . U P A 1
O6B O 0.2490(16) 0.7283(13) 0.9069(8) 0.068(2) Uani 0.518(16) 1 d . U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.457(12) . ?
C1 C6 1.311(11) . ?
C1 O2 1.343(9) . ?
C2 H2 0.9500 . ?
C2 C3 1.373(11) . ?
C3 H3 0.9500 . ?
C3 C4 1.408(12) . ?
C4 H4 0.9500 . ?
C4 C5 1.372(11) . ?
C5 C6 1.427(11) . ?
C5 C7 1.435(12) . ?
C6 O1 1.448(10) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.382(11) . ?
C8 C13 1.368(10) . ?
C8 O1 1.425(10) . ?
C9 C10 1.377(14) . ?
C9 N1 1.494(11) . ?
C10 H10 0.9500 . ?
C10 C11 1.373(14) . ?
C11 H11 0.9500 . ?
C11 C12 1.403(14) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(11) . ?
C13 H13 0.9500 . ?
C14 C15 1.392(9) . ?
C14 C19 1.400(10) . ?
C14 O2 1.349(8) . ?
C15 H15 0.9500 . ?
C15 C16 1.363(11) . ?
C16 H16 0.9500 . ?
C16 C17 1.375(11) . ?
C17 H17 0.9500 . ?
C17 C18 1.368(11) . ?
C18 H18 0.9500 . ?
C18 C19 1.368(10) . ?
C19 N2 1.460(9) . ?
N1 O3 1.225(11) . ?
N1 O4 1.220(10) . ?
N2 O5A 1.266(17) . ?
N2 O5B 1.192(15) . ?
N2 O6A 1.204(15) . ?
N2 O6B 1.269(14) . ?

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 C1 C2 121.0(7) . . ?
C6 C1 O2 118.2(8) . . ?
O2 C1 C2 120.7(7) . . ?
C1 C2 H2 122.2 . . ?
C3 C2 C1 115.5(7) . . ?
C3 C2 H2 122.2 . . ?
C2 C3 H3 118.9 . . ?
C2 C3 C4 122.1(8) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.4(7) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C6 115.7(7) . . ?
C4 C5 C7 121.1(8) . . ?
C6 C5 C7 123.2(8) . . ?
C1 C6 C5 123.8(7) . . ?
C1 C6 O1 121.1(7) . . ?
C5 C6 O1 115.0(7) . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 O1 120.3(6) . . ?
C13 C8 C9 119.2(7) . . ?
C13 C8 O1 120.4(7) . . ?
C8 C9 N1 119.7(7) . . ?
C10 C9 C8 120.4(7) . . ?
C10 C9 N1 119.9(7) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.4(8) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0(8) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.9 . . ?
C13 C12 C11 118.3(8) . . ?
C13 C12 H12 120.9 . . ?
C8 C13 C12 121.7(8) . . ?
C8 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C15 C14 C19 116.7(6) . . ?
O2 C14 C15 123.5(6) . . ?
O2 C14 C19 119.8(6) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.3(7) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.2(6) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 120.8 . . ?
C18 C17 C16 118.5(7) . . ?
C18 C17 H17 120.8 . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 121.1(7) . . ?
C19 C18 H18 119.5 . . ?
C14 C19 N2 121.4(6) . . ?
C18 C19 C14 121.2(6) . . ?
C18 C19 N2 117.4(6) . . ?
O3 N1 C9 119.9(7) . . ?
O4 N1 C9 114.6(9) . . ?
O4 N1 O3 125.5(9) . . ?
O5A N2 C19 115.7(9) . . ?
O5B N2 C19 119.8(8) . . ?
O5B N2 O6B 122.6(10) . . ?
O6A N2 C19 120.0(9) . . ?
O6A N2 O5A 124.3(11) . . ?
O6B N2 C19 117.6(8) . . ?
C8 O1 C6 116.3(5) . . ?
C1 O2 C14 119.0(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -6.6(12) . . . . ?
C1 C6 O1 C8 67.7(9) . . . . ?
C2 C1 C6 C5 -1.5(11) . . . . ?
C2 C1 C6 O1 177.2(6) . . . . ?
C2 C1 O2 C14 -96.8(8) . . . . ?
C2 C3 C4 C5 7.4(12) . . . . ?
C3 C4 C5 C6 -4.6(11) . . . . ?
C3 C4 C5 C7 177.7(8) . . . . ?
C4 C5 C6 C1 1.9(11) . . . . ?
C4 C5 C6 O1 -176.9(6) . . . . ?
C5 C6 O1 C8 -113.5(7) . . . . ?
C6 C1 C2 C3 3.7(11) . . . . ?
C6 C1 O2 C14 82.4(9) . . . . ?
C7 C5 C6 C1 179.5(8) . . . . ?
C7 C5 C6 O1 0.7(10) . . . . ?
C8 C9 C10 C11 0.4(12) . . . . ?
C8 C9 N1 O3 -27.4(11) . . . . ?
C8 C9 N1 O4 151.2(8) . . . . ?
C9 C8 C13 C12 0.5(12) . . . . ?
C9 C8 O1 C6 -139.4(7) . . . . ?
C9 C10 C11 C12 1.4(14) . . . . ?
C10 C9 N1 O3 150.2(8) . . . . ?
C10 C9 N1 O4 -31.2(11) . . . . ?
C10 C11 C12 C13 -2.2(14) . . . . ?
C11 C12 C13 C8 1.3(13) . . . . ?
C13 C8 C9 C10 -1.3(12) . . . . ?
C13 C8 C9 N1 176.3(7) . . . . ?
C13 C8 O1 C6 38.5(10) . . . . ?
C14 C15 C16 C17 -0.9(12) . . . . ?
C14 C19 N2 O5A 19.7(14) . . . . ?
C14 C19 N2 O5B -18.9(15) . . . . ?
C14 C19 N2 O6A -163.0(12) . . . . ?
C14 C19 N2 O6B 159.1(11) . . . . ?
C15 C14 C19 C18 2.0(11) . . . . ?
C15 C14 C19 N2 179.6(7) . . . . ?
C15 C14 O2 C1 3.8(11) . . . . ?
C15 C16 C17 C18 2.1(12) . . . . ?
C16 C17 C18 C19 -1.2(13) . . . . ?
C17 C18 C19 C14 -0.9(12) . . . . ?
C17 C18 C19 N2 -178.6(8) . . . . ?
C18 C19 N2 O5A -162.7(12) . . . . ?
C18 C19 N2 O5B 158.7(12) . . . . ?
C18 C19 N2 O6A 14.6(15) . . . . ?
C18 C19 N2 O6B -23.3(14) . . . . ?
C19 C14 C15 C16 -1.1(12) . . . . ?
C19 C14 O2 C1 -176.1(7) . . . . ?
N1 C9 C10 C11 -177.3(7) . . . . ?
O1 C8 C9 C10 176.6(7) . . . . ?
O1 C8 C9 N1 -5.8(10) . . . . ?
O1 C8 C13 C12 -177.4(8) . . . . ?
O2 C1 C2 C3 -177.1(7) . . . . ?
O2 C1 C6 C5 179.3(6) . . . . ?
O2 C1 C6 O1 -2.0(10) . . . . ?
O2 C14 C15 C16 178.9(7) . . . . ?
O2 C14 C19 C18 -178.0(7) . . . . ?
O2 C14 C19 N2 -0.5(11) . . . . ?


####################################################################### 
# 
# 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_ma-1
_database_code_depnum_ccdc_archive 'CCDC 2040358'
loop_
_audit_author_name
_audit_author_address
'Hadi Amiri Rudbari'
;university of Isfahan
Iran
;
_audit_update_record             
;
2020-10-23 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H18 N2 O2'
_chemical_formula_sum            'C19 H18 N2 O2'
_chemical_formula_weight         306.35
_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 0.0033 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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.0804(10)
_cell_length_b                   18.793(2)
_cell_length_c                   7.5692(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.945(6)
_cell_angle_gamma                90
_cell_volume                     1557.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    90
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      22
_cell_measurement_theta_min      3
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6940
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker, 2008) was used for absorption correction.
wR2(int) was 0.0576 before and 0.0501 after correction.
The Ration of minimum to maximum transmission is 0.9308.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.227
_exptl_crystal_size_mid          0.226
_exptl_crystal_size_min          0.226
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            20946
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         2.932
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2954
_reflns_number_total             3556
_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       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs, 1990-2000)'
_computing_molecular_graphics    'Mercury 4.3.0 (CCDC, 2019)'
_computing_publication_material  'CIFTab (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         3556
_refine_ls_number_restraints     219
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0447
_refine_ls_restrained_S_all      1.059
_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)+(0.0270P)²+1.0614P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.0995
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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 0.39115(9) 0.54721(5) 0.59285(13) 0.0200(2) Uani 1 1 d . . . . .
O2 O 0.25105(9) 0.44021(5) 0.69176(12) 0.0218(2) Uani 1 1 d D . . . .
N1 N 0.55396(12) 0.64938(7) 0.73679(19) 0.0257(3) Uani 1 1 d . . . . .
N2 N 0.35136(14) 0.31403(8) 0.8379(2) 0.0249(4) Uani 0.872(3) 1 d D U P A 1
N3 N 0.0104(10) 0.4466(6) 0.6902(15) 0.032(2) Uani 0.128(3) 1 d D U P A 2
C1 C 0.31070(12) 0.51133(7) 0.46221(18) 0.0176(3) Uani 1 1 d . . . . .
C2 C 0.23815(13) 0.45573(7) 0.51047(18) 0.0181(3) Uani 1 1 d . . . . .
C3 C 0.15984(14) 0.41933(8) 0.37898(19) 0.0217(3) Uani 1 1 d . . . . .
C4 C 0.15723(15) 0.43783(8) 0.2001(2) 0.0253(3) Uani 1 1 d . . . . .
C5 C 0.23203(15) 0.49168(8) 0.1518(2) 0.0245(3) Uani 1 1 d . . . . .
C6 C 0.31031(13) 0.52912(7) 0.28257(19) 0.0202(3) Uani 1 1 d . . . . .
C7 C 0.39495(15) 0.58611(8) 0.2332(2) 0.0283(3) Uani 1 1 d . . . . .
C8 C 0.34360(13) 0.60402(7) 0.68038(17) 0.0172(3) Uani 1 1 d . . . . .
C9 C 0.42982(13) 0.65400(7) 0.75902(18) 0.0187(3) Uani 1 1 d . . . . .
C10 C 0.38852(14) 0.71032(7) 0.85483(19) 0.0223(3) Uani 1 1 d . . . . .
C11 C 0.26614(15) 0.71635(8) 0.8746(2) 0.0243(3) Uani 1 1 d . . . . .
C12 C 0.18209(14) 0.66656(8) 0.7952(2) 0.0239(3) Uani 1 1 d . . . . .
C13 C 0.22071(13) 0.61027(8) 0.69671(19) 0.0213(3) Uani 1 1 d . . . . .
C14 C 0.17190(11) 0.38827(6) 0.7469(2) 0.0179(4) Uani 0.872(3) 1 d DG U P A 1
C15 C 0.22363(10) 0.32628(7) 0.82531(19) 0.0186(4) Uani 0.872(3) 1 d G U P A 1
C16 C 0.15107(14) 0.27690(5) 0.89643(15) 0.0208(4) Uani 0.872(3) 1 d G U P A 1
C17 C 0.02678(13) 0.28950(6) 0.88914(16) 0.0240(4) Uani 0.872(3) 1 d G U P A 1
C18 C -0.02495(10) 0.35149(7) 0.81073(18) 0.0254(4) Uani 0.872(3) 1 d G U P A 1
C19 C 0.04761(11) 0.40087(6) 0.7396(2) 0.0216(4) Uani 0.872(3) 1 d G U P A 1
C20 C 0.1983(10) 0.3870(5) 0.7580(17) 0.0212(13) Uani 0.128(3) 1 d DG U P A 2
C21 C 0.2700(8) 0.3294(5) 0.8240(14) 0.0145(12) Uani 0.128(3) 1 d G U P A 2
C22 C 0.2171(10) 0.2716(4) 0.8974(11) 0.0217(14) Uani 0.128(3) 1 d G U P A 2
C23 C 0.0926(10) 0.2715(4) 0.9048(11) 0.0216(13) Uani 0.128(3) 1 d G U P A 2
C24 C 0.0209(8) 0.3292(6) 0.8388(13) 0.0228(12) Uani 0.128(3) 1 d G U P A 2
C25 C 0.0738(9) 0.3870(5) 0.7654(17) 0.0245(13) Uani 0.128(3) 1 d DG U P A 2
H1A H 0.5731(17) 0.6069(11) 0.691(2) 0.034(5) Uiso 1 1 d . . . . .
H1B H 0.6057(19) 0.6590(11) 0.839(3) 0.043(6) Uiso 1 1 d . . . . .
H2A H 0.3900(18) 0.3422(11) 0.775(3) 0.033(6) Uiso 0.872(3) 1 d D . P A 1
H2B H 0.373(2) 0.2693(10) 0.832(3) 0.041(6) Uiso 0.872(3) 1 d D . P A 1
H3 H 0.1085(15) 0.3821(9) 0.411(2) 0.023(4) Uiso 1 1 d . . . . .
H3A H -0.053(6) 0.456(4) 0.743(12) 0.036 Uiso 0.128(3) 1 d D U P A 2
H3B H 0.049(9) 0.487(3) 0.686(18) 0.036 Uiso 0.128(3) 1 d D U P A 2
H4 H 0.1024(16) 0.4128(9) 0.110(2) 0.027(4) Uiso 1 1 d . . . . .
H5 H 0.2313(16) 0.5043(9) 0.027(2) 0.030(5) Uiso 1 1 d . . . . .
H7A H 0.378759 0.630880 0.291677 0.034 Uiso 0.774(18) 1 calc R U P . .
H7B H 0.381190 0.592745 0.103221 0.034 Uiso 0.774(18) 1 calc R U P . .
H7C H 0.479877 0.571744 0.272709 0.034 Uiso 0.774(18) 1 calc R U P . .
H10 H 0.4480(16) 0.7437(9) 0.910(2) 0.027(4) Uiso 1 1 d . . . . .
H11 H 0.2392(15) 0.7545(10) 0.945(2) 0.027(4) Uiso 1 1 d . . . . .
H12 H 0.0965(16) 0.6700(9) 0.807(2) 0.028(4) Uiso 1 1 d . . . . .
H13 H 0.1615(16) 0.5745(10) 0.642(2) 0.031(5) Uiso 1 1 d . . . . .
H16 H 0.1908(18) 0.2342(11) 0.957(3) 0.030(5) Uiso 0.872(3) 1 d . . P A 1
H17 H -0.0235(19) 0.2536(12) 0.944(3) 0.036(6) Uiso 0.872(3) 1 d . . P A 1
H18 H -0.1114(19) 0.3599(11) 0.803(3) 0.034(6) Uiso 0.872(3) 1 d . . P A 1
H19 H 0.012254 0.443239 0.686018 0.026 Uiso 0.872(3) 1 calc R U P A 1
H21 H 0.355131 0.329419 0.818939 0.017 Uiso 0.128(3) 1 calc R U P A 2
H22 H 0.266097 0.232149 0.942450 0.026 Uiso 0.128(3) 1 calc R U P A 2
H23 H 0.056406 0.231997 0.954916 0.026 Uiso 0.128(3) 1 calc R U P A 2
H24 H -0.064253 0.329114 0.843869 0.027 Uiso 0.128(3) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.3975(16) . ?
O1 C8 1.4018(16) . ?
O2 C2 1.3883(16) . ?
O2 C14 1.4177(13) . ?
O2 C20 1.297(6) . ?
N1 C9 1.4141(19) . ?
N2 C15 1.4224(18) . ?
N3 C25 1.396(14) . ?
C1 C2 1.4010(19) . ?
C1 C6 1.3996(19) . ?
C2 C3 1.394(2) . ?
C3 C4 1.394(2) . ?
C4 C5 1.392(2) . ?
C5 C6 1.400(2) . ?
C6 C7 1.508(2) . ?
C8 C9 1.4044(19) . ?
C8 C13 1.391(2) . ?
C9 C10 1.400(2) . ?
C10 C11 1.392(2) . ?
C11 C12 1.389(2) . ?
C12 C13 1.399(2) . ?
C14 C15 1.3900 . ?
C14 C19 1.3900 . ?
C16 C15 1.3900 . ?
C17 C16 1.3900 . ?
C18 C17 1.3900 . ?
C19 C18 1.3900 . ?
C20 C21 1.3900 . ?
C20 C25 1.3900 . ?
C22 C21 1.3900 . ?
C23 C22 1.3900 . ?
C24 C23 1.3900 . ?
C25 C24 1.3900 . ?

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 O1 C8 117.17(10) . . ?
C2 O2 C14 117.53(11) . . ?
C20 O2 C2 124.1(6) . . ?
O1 C1 C2 120.27(12) . . ?
O1 C1 C6 118.52(12) . . ?
C6 C1 C2 121.08(13) . . ?
O2 C2 C1 116.06(12) . . ?
O2 C2 C3 124.03(13) . . ?
C3 C2 C1 119.91(12) . . ?
C4 C3 C2 119.20(14) . . ?
C5 C4 C3 120.88(14) . . ?
C4 C5 C6 120.53(13) . . ?
C1 C6 C5 118.35(13) . . ?
C1 C6 C7 120.14(13) . . ?
C5 C6 C7 121.50(13) . . ?
O1 C8 C9 115.39(12) . . ?
C13 C8 O1 123.45(12) . . ?
C13 C8 C9 121.11(13) . . ?
C8 C9 N1 121.25(13) . . ?
C10 C9 N1 120.70(13) . . ?
C10 C9 C8 118.01(13) . . ?
C11 C10 C9 121.33(14) . . ?
C12 C11 C10 119.81(14) . . ?
C11 C12 C13 120.00(14) . . ?
C8 C13 C12 119.72(14) . . ?
C15 C14 O2 118.02(9) . . ?
C19 C14 O2 121.70(9) . . ?
C19 C14 C15 120.0 . . ?
C14 C15 N2 120.28(10) . . ?
C16 C15 N2 119.69(10) . . ?
C16 C15 C14 120.0 . . ?
C17 C16 C15 120.0 . . ?
C16 C17 C18 120.0 . . ?
C19 C18 C17 120.0 . . ?
C18 C19 C14 120.0 . . ?
O2 C20 C21 118.2(7) . . ?
O2 C20 C25 121.8(7) . . ?
C25 C20 C21 120.0 . . ?
C22 C21 C20 120.0 . . ?
C21 C22 C23 120.0 . . ?
C22 C23 C24 120.0 . . ?
C25 C24 C23 120.0 . . ?
C20 C25 N3 115.0(9) . . ?
C24 C25 N3 125.0(9) . . ?
C24 C25 C20 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 O2 0.67(18) . . . . ?
O1 C1 C2 C3 -178.79(12) . . . . ?
O1 C1 C6 C5 178.24(12) . . . . ?
O1 C1 C6 C7 -0.29(19) . . . . ?
O1 C8 C9 N1 5.04(19) . . . . ?
O1 C8 C9 C10 -177.36(12) . . . . ?
O1 C8 C13 C12 176.31(13) . . . . ?
O2 C2 C3 C4 -177.83(13) . . . . ?
O2 C14 C15 N2 -4.14(14) . . . . ?
O2 C14 C15 C16 174.02(14) . . . . ?
O2 C14 C19 C18 -173.79(15) . . . . ?
O2 C20 C21 C22 179.5(12) . . . . ?
O2 C20 C25 N3 2.5(9) . . . . ?
O2 C20 C25 C24 -179.5(12) . . . . ?
N1 C9 C10 C11 178.65(13) . . . . ?
N3 C25 C24 C23 177.8(12) . . . . ?
C1 O1 C8 C9 -157.74(12) . . . . ?
C1 O1 C8 C13 24.84(18) . . . . ?
C1 C2 C3 C4 1.6(2) . . . . ?
C2 O2 C14 C15 116.81(11) . . . . ?
C2 O2 C14 C19 -69.27(14) . . . . ?
C2 O2 C20 C21 107.5(6) . . . . ?
C2 O2 C20 C25 -73.0(9) . . . . ?
C2 C1 C6 C5 2.3(2) . . . . ?
C2 C1 C6 C7 -176.18(13) . . . . ?
C2 C3 C4 C5 0.3(2) . . . . ?
C3 C4 C5 C6 -0.9(2) . . . . ?
C4 C5 C6 C1 -0.4(2) . . . . ?
C4 C5 C6 C7 178.11(14) . . . . ?
C6 C1 C2 O2 176.49(12) . . . . ?
C6 C1 C2 C3 -3.0(2) . . . . ?
C8 O1 C1 C2 -85.64(15) . . . . ?
C8 O1 C1 C6 98.43(15) . . . . ?
C8 C9 C10 C11 1.0(2) . . . . ?
C9 C8 C13 C12 -1.0(2) . . . . ?
C9 C10 C11 C12 -1.3(2) . . . . ?
C10 C11 C12 C13 0.5(2) . . . . ?
C11 C12 C13 C8 0.7(2) . . . . ?
C13 C8 C9 N1 -177.48(13) . . . . ?
C13 C8 C9 C10 0.1(2) . . . . ?
C14 O2 C2 C1 174.92(12) . . . . ?
C14 O2 C2 C3 -5.64(19) . . . . ?
C14 C19 C18 C17 0.0 . . . . ?
C15 C14 C19 C18 0.0 . . . . ?
C17 C16 C15 N2 178.16(13) . . . . ?
C17 C16 C15 C14 0.0 . . . . ?
C18 C17 C16 C15 0.0 . . . . ?
C19 C14 C15 N2 -178.15(13) . . . . ?
C19 C14 C15 C16 0.0 . . . . ?
C19 C18 C17 C16 0.0 . . . . ?
C20 O2 C2 C1 -174.4(6) . . . . ?
C20 O2 C2 C3 5.1(6) . . . . ?
C20 C25 C24 C23 0.0 . . . . ?
C21 C20 C25 N3 -178.1(11) . . . . ?
C21 C20 C25 C24 0.0 . . . . ?
C23 C22 C21 C20 0.0 . . . . ?
C24 C23 C22 C21 0.0 . . . . ?
C25 C20 C21 C22 0.0 . . . . ?
C25 C24 C23 C22 0.0 . . . . ?

####################################################################### 
# 
# 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_har008
_database_code_depnum_ccdc_archive 'CCDC 2040361'
loop_
_audit_author_name
_audit_author_address
'Hadi Amiri Rudbari'
;university of Isfahan
Iran
;
_audit_update_record             
;
2021-06-06 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;
_audit_creation_date             2021-05-03
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C41 H28 Cu N2 O5), C2 H2 O0.5'
_chemical_formula_sum            'C84 H58 Cu2 N4 O10.50'
_chemical_formula_weight         1418.42
_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 0.0033 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'
Cu Cu 0.3201 1.2651 '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'

_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                   12.9151(9)
_cell_length_b                   14.7249(9)
_cell_length_c                   17.8978(12)
_cell_angle_alpha                76.037(2)
_cell_angle_beta                 76.919(2)
_cell_angle_gamma                82.899(2)
_cell_volume                     3208.8(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   0.957
_shelx_estimated_absorpt_T_min   0.892
_exptl_absorpt_coefficient_mu    0.734
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_unetI/netI     0.0634
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            35031
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.540
_diffrn_reflns_theta_min         2.532
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10183
_reflns_number_total             14693
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.897
_refine_diff_density_min         -0.729
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     921
_refine_ls_number_reflns         14693
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0601P)²+3.1041P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1341
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H42A(0.5) H42B(0.5) H42C(0.5) H42D(0.5) C44(0.5) O6(0.5) C43(0.5)
3.a Riding coordinates:
 C42(H42A,H42B,H42C,H42D)
3.b Aromatic/amide H refined with riding coordinates:
 C2A(H2A), C3A(H3A), C5A(H5A), C6A(H6A), C7A(H7A), C8A(H8A), C11A(H11A),
 C13A(H13A), C14A(H14A), C15A(H15A), C16A(H16A), C19A(H19A), C20A(H20A),
 C21A(H21A), C25A(H25A), C26A(H26A), C27A(H27A), C28A(H28A), C30A(H30A),
 C33A(H33A), C34A(H34A), C35A(H35A), C36A(H36A), C38A(H38A), C39A(H39A),
 C2B(H2B), C3B(H3B), C5B(H5B), C6B(H6B), C7B(H7B), C8B(H8B), C11B(H11B),
 C13B(H13B), C14B(H14B), C15B(H15B), C16B(H16B), C19B(H19B), C20B(H20B),
 C21B(H21B), C25B(H25B), C26B(H26B), C27B(H27B), C28B(H28B), C30B(H30B),
 C33B(H33B), C34B(H34B), C35B(H35B), C36B(H36B), C38B(H38B), C39B(H39B)
3.c Idealised Me refined as rotating group:
 C41A(H41A,H41B,H41C), C41B(H41D,H41E,H41F)
;
_atom_sites_solution_hydrogens   mixed
_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
Cu1A Cu 0.89696(3) 0.39010(2) 0.28911(2) 0.01932(10) Uani 1 1 d . . . . .
O1A O 0.80665(16) 0.50174(14) 0.27175(12) 0.0252(5) Uani 1 1 d . . . . .
O2A O 1.06873(16) 0.37231(14) 0.34766(12) 0.0229(4) Uani 1 1 d . . . . .
O3A O 0.95227(15) 0.40579(14) 0.47812(12) 0.0216(4) Uani 1 1 d . . . . .
O4A O 0.93554(16) 0.26576(13) 0.27383(11) 0.0216(4) Uani 1 1 d . . . . .
O5A O 0.87682(18) 0.26536(15) 0.59973(12) 0.0282(5) Uani 1 1 d . . . . .
N1A N 1.01464(19) 0.44353(16) 0.20606(14) 0.0185(5) Uani 1 1 d . . . . .
N2A N 0.81197(18) 0.34590(16) 0.39454(14) 0.0180(5) Uani 1 1 d . . . . .
C1A C 0.8097(2) 0.5585(2) 0.20390(18) 0.0221(6) Uani 1 1 d . . . . .
C2A C 0.7185(2) 0.6237(2) 0.1953(2) 0.0277(7) Uani 1 1 d . . . . .
H2A H 0.661644 0.624512 0.239424 0.033 Uiso 1 1 calc R U . . .
C3A C 0.7114(3) 0.6837(2) 0.1265(2) 0.0294(7) Uani 1 1 d . . . . .
H3A H 0.649378 0.725194 0.123142 0.035 Uiso 1 1 calc R U . . .
C4A C 0.7948(2) 0.6865(2) 0.05867(18) 0.0235(6) Uani 1 1 d . . . . .
C5A C 0.7865(3) 0.7492(2) -0.01328(19) 0.0284(7) Uani 1 1 d . . . . .
H5A H 0.723023 0.788660 -0.016965 0.034 Uiso 1 1 calc R U . . .
C6A C 0.8676(3) 0.7547(2) -0.07783(19) 0.0307(7) Uani 1 1 d . . . . .
H6A H 0.860564 0.797862 -0.125635 0.037 Uiso 1 1 calc R U . . .
C7A C 0.9611(3) 0.6964(2) -0.07307(19) 0.0280(7) Uani 1 1 d . . . . .
H7A H 1.017884 0.700064 -0.117716 0.034 Uiso 1 1 calc R U . . .
C8A C 0.9710(3) 0.6336(2) -0.00357(18) 0.0245(6) Uani 1 1 d . . . . .
H8A H 1.034402 0.593576 -0.001625 0.029 Uiso 1 1 calc R U . . .
C9A C 0.8894(2) 0.6272(2) 0.06489(17) 0.0210(6) Uani 1 1 d . . . . .
C10A C 0.8975(2) 0.56292(19) 0.13932(17) 0.0206(6) Uani 1 1 d . . . . .
C11A C 0.9981(2) 0.5142(2) 0.14931(16) 0.0189(6) Uani 1 1 d . . . . .
H11A H 1.058846 0.535606 0.110704 0.023 Uiso 1 1 calc R U . . .
C12A C 1.1214(2) 0.40686(19) 0.20863(17) 0.0192(6) Uani 1 1 d . . . . .
C13A C 1.2013(2) 0.4072(2) 0.14159(18) 0.0219(6) Uani 1 1 d . . . . .
H13A H 1.184664 0.431064 0.091081 0.026 Uiso 1 1 calc R U . . .
C14A C 1.3046(2) 0.3731(2) 0.14772(19) 0.0271(7) Uani 1 1 d . . . . .
H14A H 1.358255 0.374208 0.101458 0.033 Uiso 1 1 calc R U . . .
C15A C 1.3302(2) 0.3377(2) 0.2205(2) 0.0278(7) Uani 1 1 d . . . . .
H15A H 1.401293 0.314738 0.224246 0.033 Uiso 1 1 calc R U . . .
C16A C 1.2523(2) 0.3355(2) 0.28797(19) 0.0257(7) Uani 1 1 d . . . . .
H16A H 1.269799 0.312231 0.338254 0.031 Uiso 1 1 calc R U . . .
C17A C 1.1478(2) 0.3679(2) 0.28153(17) 0.0210(6) Uani 1 1 d . . . . .
C18A C 1.0497(2) 0.2941(2) 0.40829(17) 0.0216(6) Uani 1 1 d . . . . .
C19A C 1.0857(3) 0.2022(2) 0.40234(19) 0.0266(7) Uani 1 1 d . . . . .
H19A H 1.131739 0.189579 0.355911 0.032 Uiso 1 1 calc R U . . .
C20A C 1.0524(3) 0.1301(2) 0.46593(19) 0.0281(7) Uani 1 1 d . . . . .
H20A H 1.077387 0.067251 0.463198 0.034 Uiso 1 1 calc R U . . .
C21A C 0.9838(3) 0.1472(2) 0.53333(19) 0.0270(7) Uani 1 1 d . . . . .
H21A H 0.961362 0.096506 0.575963 0.032 Uiso 1 1 calc R U . . .
C22A C 0.9475(2) 0.2391(2) 0.53859(18) 0.0240(6) Uani 1 1 d . . . . .
C23A C 0.9814(2) 0.3127(2) 0.47533(17) 0.0198(6) Uani 1 1 d . . . . .
C24A C 0.8464(2) 0.4398(2) 0.48215(16) 0.0195(6) Uani 1 1 d . . . . .
C25A C 0.8143(3) 0.5102(2) 0.52397(18) 0.0258(7) Uani 1 1 d . . . . .
H25A H 0.862437 0.529141 0.549325 0.031 Uiso 1 1 calc R U . . .
C26A C 0.7122(3) 0.5523(2) 0.5285(2) 0.0308(7) Uani 1 1 d . . . . .
H26A H 0.690604 0.600767 0.556702 0.037 Uiso 1 1 calc R U . . .
C27A C 0.6411(3) 0.5249(2) 0.4924(2) 0.0323(8) Uani 1 1 d . . . . .
H27A H 0.570380 0.553056 0.496933 0.039 Uiso 1 1 calc R U . . .
C28A C 0.6741(2) 0.4556(2) 0.44949(19) 0.0260(7) Uani 1 1 d . . . . .
H28A H 0.625902 0.437362 0.423743 0.031 Uiso 1 1 calc R U . . .
C29A C 0.7770(2) 0.4126(2) 0.44386(16) 0.0198(6) Uani 1 1 d . . . . .
C30A C 0.7818(2) 0.2617(2) 0.42136(17) 0.0192(6) Uani 1 1 d . . . . .
H30A H 0.733794 0.250394 0.470858 0.023 Uiso 1 1 calc R U . . .
C31A C 0.8128(2) 0.1838(2) 0.38461(16) 0.0186(6) Uani 1 1 d . . . . .
C32A C 0.7697(2) 0.0939(2) 0.42371(17) 0.0213(6) Uani 1 1 d . . . . .
C33A C 0.6928(3) 0.0802(2) 0.49518(19) 0.0308(7) Uani 1 1 d . . . . .
H33A H 0.666984 0.131737 0.519207 0.037 Uiso 1 1 calc R U . . .
C34A C 0.6554(3) -0.0062(3) 0.5301(2) 0.0380(8) Uani 1 1 d . . . . .
H34A H 0.604251 -0.013354 0.578096 0.046 Uiso 1 1 calc R U . . .
C35A C 0.6900(3) -0.0838(2) 0.4971(2) 0.0326(8) Uani 1 1 d . . . . .
H35A H 0.663118 -0.143175 0.522330 0.039 Uiso 1 1 calc R U . . .
C36A C 0.7636(3) -0.0733(2) 0.42769(18) 0.0261(7) Uani 1 1 d . . . . .
H36A H 0.787298 -0.125710 0.404327 0.031 Uiso 1 1 calc R U . . .
C37A C 0.8042(2) 0.0142(2) 0.39088(17) 0.0200(6) Uani 1 1 d . . . . .
C38A C 0.8840(3) 0.0241(2) 0.31960(18) 0.0248(6) Uani 1 1 d . . . . .
H38A H 0.908587 -0.029041 0.297381 0.030 Uiso 1 1 calc R U . . .
C39A C 0.9248(2) 0.1072(2) 0.28362(17) 0.0236(6) Uani 1 1 d . . . . .
H39A H 0.977809 0.110869 0.236751 0.028 Uiso 1 1 calc R U . . .
C40A C 0.8911(2) 0.19026(19) 0.31355(16) 0.0182(6) Uani 1 1 d . . . . .
C41A C 0.8465(3) 0.1936(2) 0.6681(2) 0.0357(8) Uani 1 1 d . . . . .
H41A H 0.809404 0.147164 0.655030 0.054 Uiso 1 1 calc R U . . .
H41B H 0.798872 0.221363 0.709062 0.054 Uiso 1 1 calc R U . . .
H41C H 0.910186 0.162945 0.687283 0.054 Uiso 1 1 calc R U . . .
Cu1B Cu 0.76238(3) 0.92818(2) 0.18070(2) 0.02019(10) Uani 1 1 d . . . . .
O1B O 0.78934(17) 0.81329(15) 0.25132(13) 0.0276(5) Uani 1 1 d . . . . .
O2B O 0.67078(16) 0.95245(14) 0.06027(12) 0.0234(4) Uani 1 1 d . . . . .
O3B O 0.50830(16) 0.88632(14) 0.16427(12) 0.0233(4) Uani 1 1 d . . . . .
O4B O 0.78339(16) 1.05870(14) 0.14005(12) 0.0224(4) Uani 1 1 d . . . . .
O5B O 0.34887(17) 1.00132(15) 0.22944(13) 0.0291(5) Uani 1 1 d . . . . .
N1B N 0.86532(19) 0.89187(17) 0.09239(14) 0.0203(5) Uani 1 1 d . . . . .
N2B N 0.62938(19) 0.95500(16) 0.25287(14) 0.0189(5) Uani 1 1 d . . . . .
C1B C 0.8792(2) 0.7628(2) 0.24543(18) 0.0240(6) Uani 1 1 d . . . . .
C2B C 0.8944(3) 0.6912(2) 0.31303(19) 0.0290(7) Uani 1 1 d . . . . .
H2B H 0.837768 0.680682 0.357716 0.035 Uiso 1 1 calc R U . . .
C3B C 0.9875(3) 0.6383(2) 0.3147(2) 0.0304(7) Uani 1 1 d . . . . .
H3B H 0.994377 0.591258 0.360488 0.036 Uiso 1 1 calc R U . . .
C4B C 1.0756(3) 0.6510(2) 0.24967(19) 0.0260(7) Uani 1 1 d . . . . .
C5B C 1.1751(3) 0.6013(2) 0.2544(2) 0.0342(8) Uani 1 1 d . . . . .
H5B H 1.183311 0.556942 0.301385 0.041 Uiso 1 1 calc R U . . .
C6B C 1.2599(3) 0.6156(2) 0.1928(2) 0.0378(8) Uani 1 1 d . . . . .
H6B H 1.326263 0.580900 0.196731 0.045 Uiso 1 1 calc R U . . .
C7B C 1.2490(3) 0.6814(2) 0.1238(2) 0.0373(8) Uani 1 1 d . . . . .
H7B H 1.308218 0.691415 0.080982 0.045 Uiso 1 1 calc R U . . .
C8B C 1.1530(3) 0.7321(2) 0.1173(2) 0.0316(7) Uani 1 1 d . . . . .
H8B H 1.147332 0.777034 0.070151 0.038 Uiso 1 1 calc R U . . .
C9B C 1.0625(2) 0.7183(2) 0.17986(18) 0.0238(6) Uani 1 1 d . . . . .
C10B C 0.9613(2) 0.7728(2) 0.17683(17) 0.0210(6) Uani 1 1 d . . . . .
C11B C 0.9425(2) 0.8274(2) 0.10259(18) 0.0217(6) Uani 1 1 d . . . . .
H11B H 0.990713 0.815432 0.056755 0.026 Uiso 1 1 calc R U . . .
C12B C 0.8577(2) 0.9386(2) 0.01388(17) 0.0206(6) Uani 1 1 d . . . . .
C13B C 0.9455(2) 0.9528(2) -0.04858(17) 0.0234(6) Uani 1 1 d . . . . .
H13B H 1.014690 0.929930 -0.039678 0.028 Uiso 1 1 calc R U . . .
C14B C 0.9330(3) 0.9996(2) -0.12298(18) 0.0294(7) Uani 1 1 d . . . . .
H14B H 0.993692 1.008928 -0.164691 0.035 Uiso 1 1 calc R U . . .
C15B C 0.8328(3) 1.0331(2) -0.13739(19) 0.0325(8) Uani 1 1 d . . . . .
H15B H 0.824865 1.065533 -0.188739 0.039 Uiso 1 1 calc R U . . .
C16B C 0.7440(3) 1.0191(2) -0.07665(18) 0.0274(7) Uani 1 1 d . . . . .
H16B H 0.674791 1.039973 -0.086519 0.033 Uiso 1 1 calc R U . . .
C17B C 0.7571(2) 0.9744(2) -0.00164(17) 0.0226(6) Uani 1 1 d . . . . .
C18B C 0.5881(2) 1.0188(2) 0.07664(17) 0.0213(6) Uani 1 1 d . . . . .
C19B C 0.5873(3) 1.1145(2) 0.0434(2) 0.0299(7) Uani 1 1 d . . . . .
H19B H 0.644005 1.139439 0.002501 0.036 Uiso 1 1 calc R U . . .
C20B C 0.5022(3) 1.1726(2) 0.0712(2) 0.0326(8) Uani 1 1 d . . . . .
H20B H 0.499592 1.237674 0.047422 0.039 Uiso 1 1 calc R U . . .
C21B C 0.4207(3) 1.1380(2) 0.1329(2) 0.0301(7) Uani 1 1 d . . . . .
H21B H 0.363625 1.179326 0.151663 0.036 Uiso 1 1 calc R U . . .
C22B C 0.4228(2) 1.0428(2) 0.16702(18) 0.0244(6) Uani 1 1 d . . . . .
C23B C 0.5065(2) 0.9825(2) 0.13722(17) 0.0207(6) Uani 1 1 d . . . . .
C24B C 0.5048(2) 0.8475(2) 0.24341(18) 0.0213(6) Uani 1 1 d . . . . .
C25B C 0.4456(3) 0.7695(2) 0.2755(2) 0.0283(7) Uani 1 1 d . . . . .
H25B H 0.409590 0.746698 0.243755 0.034 Uiso 1 1 calc R U . . .
C26B C 0.4391(3) 0.7252(2) 0.3536(2) 0.0323(8) Uani 1 1 d . . . . .
H26B H 0.398797 0.671862 0.375597 0.039 Uiso 1 1 calc R U . . .
C27B C 0.4911(3) 0.7585(2) 0.3995(2) 0.0327(8) Uani 1 1 d . . . . .
H27B H 0.485623 0.728542 0.453462 0.039 Uiso 1 1 calc R U . . .
C28B C 0.5518(3) 0.8358(2) 0.36749(19) 0.0275(7) Uani 1 1 d . . . . .
H28B H 0.587520 0.858235 0.399623 0.033 Uiso 1 1 calc R U . . .
C29B C 0.5602(2) 0.88018(19) 0.28879(17) 0.0193(6) Uani 1 1 d . . . . .
C30B C 0.6035(2) 1.0350(2) 0.27294(17) 0.0194(6) Uani 1 1 d . . . . .
H30B H 0.543649 1.037220 0.314732 0.023 Uiso 1 1 calc R U . . .
C31B C 0.6550(2) 1.1203(2) 0.23929(17) 0.0187(6) Uani 1 1 d . . . . .
C32B C 0.6140(2) 1.2027(2) 0.27063(17) 0.0197(6) Uani 1 1 d . . . . .
C33B C 0.5394(2) 1.2005(2) 0.34211(18) 0.0240(6) Uani 1 1 d . . . . .
H33B H 0.515954 1.141828 0.373076 0.029 Uiso 1 1 calc R U . . .
C34B C 0.4998(2) 1.2811(2) 0.36803(19) 0.0261(7) Uani 1 1 d . . . . .
H34B H 0.449389 1.277111 0.416259 0.031 Uiso 1 1 calc R U . . .
C35B C 0.5326(3) 1.3688(2) 0.32433(19) 0.0280(7) Uani 1 1 d . . . . .
H35B H 0.502457 1.424368 0.341382 0.034 Uiso 1 1 calc R U . . .
C36B C 0.6087(3) 1.3735(2) 0.2568(2) 0.0278(7) Uani 1 1 d . . . . .
H36B H 0.633375 1.432661 0.228036 0.033 Uiso 1 1 calc R U . . .
C37B C 0.6510(2) 1.2917(2) 0.22911(18) 0.0228(6) Uani 1 1 d . . . . .
C38B C 0.7321(3) 1.2968(2) 0.15935(19) 0.0266(7) Uani 1 1 d . . . . .
H38B H 0.757566 1.355952 0.131542 0.032 Uiso 1 1 calc R U . . .
C39B C 0.7734(3) 1.2194(2) 0.13217(18) 0.0264(7) Uani 1 1 d . . . . .
H39B H 0.827554 1.225608 0.085814 0.032 Uiso 1 1 calc R U . . .
C40B C 0.7381(2) 1.1278(2) 0.17097(17) 0.0201(6) Uani 1 1 d . . . . .
C41B C 0.2715(3) 1.0623(3) 0.2677(2) 0.0379(8) Uani 1 1 d . . . . .
H41D H 0.307718 1.109570 0.280547 0.057 Uiso 1 1 calc R U . . .
H41E H 0.230588 1.025693 0.316216 0.057 Uiso 1 1 calc R U . . .
H41F H 0.223221 1.093619 0.232745 0.057 Uiso 1 1 calc R U . . .
C42 C 0.5700(3) 0.4456(3) 1.0216(3) 0.0506(11) Uani 1 1 d . . . . .
H42A H 0.567974 0.383342 1.065560 0.061 Uiso 0.5 1 d R U P A -2
H42B H 0.648364 0.454882 0.987570 0.061 Uiso 0.5 1 d R U P A -2
H42C H 0.567974 0.383342 1.065560 0.061 Uiso 0.5 1 d R U P B -1
H42D H 0.648364 0.454882 0.987570 0.061 Uiso 0.5 1 d R U P B -1
C44 C 0.4980(9) 0.4654(7) 0.9592(6) 0.047(2) Uani 0.5 1 d . . P C -2
O6 O 0.5086(4) 0.4036(4) 0.9835(3) 0.0443(13) Uani 0.5 1 d . . P C -1
C43 C 0.4576(10) 0.4781(8) 0.9332(7) 0.054(3) Uani 0.5 1 d . . P C -1


_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
Cu1A O1A 1.898(2) . ?
Cu1A O4A 1.905(2) . ?
Cu1A N1A 1.961(2) . ?
Cu1A N2A 1.958(2) . ?
O1A C1A 1.293(4) . ?
O2A C17A 1.386(3) . ?
O2A C18A 1.382(4) . ?
O3A C23A 1.385(3) . ?
O3A C24A 1.389(3) . ?
O4A C40A 1.289(3) . ?
O5A C22A 1.358(4) . ?
O5A C41A 1.424(4) . ?
N1A C11A 1.301(4) . ?
N1A C12A 1.423(4) . ?
N2A C29A 1.440(4) . ?
N2A C30A 1.291(4) . ?
C1A C2A 1.437(4) . ?
C1A C10A 1.419(4) . ?
C2A H2A 0.9500 . ?
C2A C3A 1.345(5) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.425(5) . ?
C4A C5A 1.410(4) . ?
C4A C9A 1.421(4) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.366(5) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.399(5) . ?
C7A H7A 0.9500 . ?
C7A C8A 1.381(4) . ?
C8A H8A 0.9500 . ?
C8A C9A 1.416(4) . ?
C9A C10A 1.453(4) . ?
C10A C11A 1.431(4) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.394(4) . ?
C12A C17A 1.393(4) . ?
C13A H13A 0.9500 . ?
C13A C14A 1.385(4) . ?
C14A H14A 0.9500 . ?
C14A C15A 1.379(5) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.382(4) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.396(4) . ?
C18A C19A 1.396(4) . ?
C18A C23A 1.383(4) . ?
C19A H19A 0.9500 . ?
C19A C20A 1.385(4) . ?
C20A H20A 0.9500 . ?
C20A C21A 1.383(4) . ?
C21A H21A 0.9500 . ?
C21A C22A 1.394(4) . ?
C22A C23A 1.396(4) . ?
C24A C25A 1.391(4) . ?
C24A C29A 1.390(4) . ?
C25A H25A 0.9500 . ?
C25A C26A 1.379(4) . ?
C26A H26A 0.9500 . ?
C26A C27A 1.382(5) . ?
C27A H27A 0.9500 . ?
C27A C28A 1.392(4) . ?
C28A H28A 0.9500 . ?
C28A C29A 1.393(4) . ?
C30A H30A 0.9500 . ?
C30A C31A 1.429(4) . ?
C31A C32A 1.453(4) . ?
C31A C40A 1.426(4) . ?
C32A C33A 1.418(4) . ?
C32A C37A 1.416(4) . ?
C33A H33A 0.9500 . ?
C33A C34A 1.369(5) . ?
C34A H34A 0.9500 . ?
C34A C35A 1.390(5) . ?
C35A H35A 0.9500 . ?
C35A C36A 1.371(5) . ?
C36A H36A 0.9500 . ?
C36A C37A 1.404(4) . ?
C37A C38A 1.437(4) . ?
C38A H38A 0.9500 . ?
C38A C39A 1.348(4) . ?
C39A H39A 0.9500 . ?
C39A C40A 1.432(4) . ?
C41A H41A 0.9800 . ?
C41A H41B 0.9800 . ?
C41A H41C 0.9800 . ?
Cu1B O1B 1.898(2) . ?
Cu1B O4B 1.914(2) . ?
Cu1B N1B 1.958(2) . ?
Cu1B N2B 1.962(2) . ?
O1B C1B 1.296(4) . ?
O2B C17B 1.390(3) . ?
O2B C18B 1.385(3) . ?
O3B C23B 1.380(3) . ?
O3B C24B 1.386(4) . ?
O4B C40B 1.289(3) . ?
O5B C22B 1.366(4) . ?
O5B C41B 1.429(4) . ?
N1B C11B 1.302(4) . ?
N1B C12B 1.427(4) . ?
N2B C29B 1.438(4) . ?
N2B C30B 1.297(4) . ?
C1B C2B 1.434(4) . ?
C1B C10B 1.420(4) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.351(5) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.426(5) . ?
C4B C5B 1.407(5) . ?
C4B C9B 1.424(4) . ?
C5B H5B 0.9500 . ?
C5B C6B 1.363(5) . ?
C6B H6B 0.9500 . ?
C6B C7B 1.397(5) . ?
C7B H7B 0.9500 . ?
C7B C8B 1.378(5) . ?
C8B H8B 0.9500 . ?
C8B C9B 1.421(4) . ?
C9B C10B 1.452(4) . ?
C10B C11B 1.433(4) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.396(4) . ?
C12B C17B 1.403(4) . ?
C13B H13B 0.9500 . ?
C13B C14B 1.379(4) . ?
C14B H14B 0.9500 . ?
C14B C15B 1.384(5) . ?
C15B H15B 0.9500 . ?
C15B C16B 1.388(5) . ?
C16B H16B 0.9500 . ?
C16B C17B 1.383(4) . ?
C18B C19B 1.391(4) . ?
C18B C23B 1.384(4) . ?
C19B H19B 0.9500 . ?
C19B C20B 1.382(5) . ?
C20B H20B 0.9500 . ?
C20B C21B 1.386(5) . ?
C21B H21B 0.9500 . ?
C21B C22B 1.387(4) . ?
C22B C23B 1.404(4) . ?
C24B C25B 1.390(4) . ?
C24B C29B 1.393(4) . ?
C25B H25B 0.9500 . ?
C25B C26B 1.381(5) . ?
C26B H26B 0.9500 . ?
C26B C27B 1.375(5) . ?
C27B H27B 0.9500 . ?
C27B C28B 1.393(5) . ?
C28B H28B 0.9500 . ?
C28B C29B 1.388(4) . ?
C30B H30B 0.9500 . ?
C30B C31B 1.428(4) . ?
C31B C32B 1.451(4) . ?
C31B C40B 1.425(4) . ?
C32B C33B 1.413(4) . ?
C32B C37B 1.421(4) . ?
C33B H33B 0.9500 . ?
C33B C34B 1.376(4) . ?
C34B H34B 0.9500 . ?
C34B C35B 1.399(5) . ?
C35B H35B 0.9500 . ?
C35B C36B 1.367(5) . ?
C36B H36B 0.9500 . ?
C36B C37B 1.414(4) . ?
C37B C38B 1.430(4) . ?
C38B H38B 0.9500 . ?
C38B C39B 1.349(4) . ?
C39B H39B 0.9500 . ?
C39B C40B 1.437(4) . ?
C41B H41D 0.9800 . ?
C41B H41E 0.9800 . ?
C41B H41F 0.9800 . ?
C42 H42A 1.0529 . ?
C42 H42B 1.0619 . ?
C42 H42C 1.0529 . ?
C42 H42D 1.0619 . ?
C42 C44 1.563(14) . ?
C42 O6 1.430(7) . ?
O6 C43 1.436(10) . ?

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
O1A Cu1A O4A 148.24(10) . . ?
O1A Cu1A N1A 92.85(9) . . ?
O1A Cu1A N2A 91.99(9) . . ?
O4A Cu1A N1A 93.52(9) . . ?
O4A Cu1A N2A 92.65(9) . . ?
N2A Cu1A N1A 159.77(10) . . ?
C1A O1A Cu1A 123.82(19) . . ?
C18A O2A C17A 120.6(2) . . ?
C23A O3A C24A 119.8(2) . . ?
C40A O4A Cu1A 127.39(18) . . ?
C22A O5A C41A 116.9(2) . . ?
C11A N1A Cu1A 121.5(2) . . ?
C11A N1A C12A 118.6(2) . . ?
C12A N1A Cu1A 119.83(18) . . ?
C29A N2A Cu1A 117.93(18) . . ?
C30A N2A Cu1A 124.0(2) . . ?
C30A N2A C29A 118.0(2) . . ?
O1A C1A C2A 116.7(3) . . ?
O1A C1A C10A 124.8(3) . . ?
C10A C1A C2A 118.4(3) . . ?
C1A C2A H2A 119.1 . . ?
C3A C2A C1A 121.8(3) . . ?
C3A C2A H2A 119.1 . . ?
C2A C3A H3A 119.2 . . ?
C2A C3A C4A 121.6(3) . . ?
C4A C3A H3A 119.2 . . ?
C5A C4A C3A 121.2(3) . . ?
C5A C4A C9A 119.7(3) . . ?
C9A C4A C3A 119.0(3) . . ?
C4A C5A H5A 119.2 . . ?
C6A C5A C4A 121.6(3) . . ?
C6A C5A H5A 119.2 . . ?
C5A C6A H6A 120.2 . . ?
C5A C6A C7A 119.6(3) . . ?
C7A C6A H6A 120.2 . . ?
C6A C7A H7A 120.0 . . ?
C8A C7A C6A 120.1(3) . . ?
C8A C7A H7A 120.0 . . ?
C7A C8A H8A 119.1 . . ?
C7A C8A C9A 121.9(3) . . ?
C9A C8A H8A 119.1 . . ?
C4A C9A C10A 119.4(3) . . ?
C8A C9A C4A 117.1(3) . . ?
C8A C9A C10A 123.5(3) . . ?
C1A C10A C9A 119.5(3) . . ?
C1A C10A C11A 120.7(3) . . ?
C11A C10A C9A 119.2(3) . . ?
N1A C11A C10A 126.4(3) . . ?
N1A C11A H11A 116.8 . . ?
C10A C11A H11A 116.8 . . ?
C13A C12A N1A 123.3(3) . . ?
C17A C12A N1A 118.8(2) . . ?
C17A C12A C13A 117.9(3) . . ?
C12A C13A H13A 119.6 . . ?
C14A C13A C12A 120.8(3) . . ?
C14A C13A H13A 119.6 . . ?
C13A C14A H14A 119.8 . . ?
C15A C14A C13A 120.5(3) . . ?
C15A C14A H14A 119.8 . . ?
C14A C15A H15A 120.0 . . ?
C14A C15A C16A 120.0(3) . . ?
C16A C15A H15A 120.0 . . ?
C15A C16A H16A 120.3 . . ?
C15A C16A C17A 119.4(3) . . ?
C17A C16A H16A 120.3 . . ?
O2A C17A C12A 117.1(3) . . ?
O2A C17A C16A 121.2(3) . . ?
C12A C17A C16A 121.3(3) . . ?
O2A C18A C19A 124.7(3) . . ?
O2A C18A C23A 113.9(3) . . ?
C23A C18A C19A 121.0(3) . . ?
C18A C19A H19A 120.9 . . ?
C20A C19A C18A 118.2(3) . . ?
C20A C19A H19A 120.9 . . ?
C19A C20A H20A 119.2 . . ?
C21A C20A C19A 121.6(3) . . ?
C21A C20A H20A 119.2 . . ?
C20A C21A H21A 120.1 . . ?
C20A C21A C22A 119.9(3) . . ?
C22A C21A H21A 120.1 . . ?
O5A C22A C21A 125.9(3) . . ?
O5A C22A C23A 114.9(3) . . ?
C21A C22A C23A 119.2(3) . . ?
O3A C23A C22A 122.1(3) . . ?
C18A C23A O3A 117.8(3) . . ?
C18A C23A C22A 120.0(3) . . ?
O3A C24A C25A 114.7(3) . . ?
O3A C24A C29A 124.5(3) . . ?
C29A C24A C25A 120.6(3) . . ?
C24A C25A H25A 120.1 . . ?
C26A C25A C24A 119.7(3) . . ?
C26A C25A H25A 120.1 . . ?
C25A C26A H26A 119.6 . . ?
C25A C26A C27A 120.7(3) . . ?
C27A C26A H26A 119.6 . . ?
C26A C27A H27A 120.3 . . ?
C26A C27A C28A 119.4(3) . . ?
C28A C27A H27A 120.3 . . ?
C27A C28A H28A 119.6 . . ?
C27A C28A C29A 120.7(3) . . ?
C29A C28A H28A 119.6 . . ?
C24A C29A N2A 121.2(3) . . ?
C24A C29A C28A 118.9(3) . . ?
C28A C29A N2A 119.8(3) . . ?
N2A C30A H30A 116.5 . . ?
N2A C30A C31A 127.0(3) . . ?
C31A C30A H30A 116.5 . . ?
C30A C31A C32A 119.2(3) . . ?
C40A C31A C30A 121.5(3) . . ?
C40A C31A C32A 119.2(3) . . ?
C33A C32A C31A 123.2(3) . . ?
C37A C32A C31A 120.2(3) . . ?
C37A C32A C33A 116.5(3) . . ?
C32A C33A H33A 119.5 . . ?
C34A C33A C32A 121.0(3) . . ?
C34A C33A H33A 119.5 . . ?
C33A C34A H34A 119.1 . . ?
C33A C34A C35A 121.8(3) . . ?
C35A C34A H34A 119.1 . . ?
C34A C35A H35A 120.5 . . ?
C36A C35A C34A 119.0(3) . . ?
C36A C35A H35A 120.5 . . ?
C35A C36A H36A 119.8 . . ?
C35A C36A C37A 120.5(3) . . ?
C37A C36A H36A 119.8 . . ?
C32A C37A C38A 118.5(3) . . ?
C36A C37A C32A 121.1(3) . . ?
C36A C37A C38A 120.3(3) . . ?
C37A C38A H38A 119.3 . . ?
C39A C38A C37A 121.3(3) . . ?
C39A C38A H38A 119.3 . . ?
C38A C39A H39A 118.8 . . ?
C38A C39A C40A 122.3(3) . . ?
C40A C39A H39A 118.8 . . ?
O4A C40A C31A 124.9(3) . . ?
O4A C40A C39A 116.7(2) . . ?
C31A C40A C39A 118.4(3) . . ?
O5A C41A H41A 109.5 . . ?
O5A C41A H41B 109.5 . . ?
O5A C41A H41C 109.5 . . ?
H41A C41A H41B 109.5 . . ?
H41A C41A H41C 109.5 . . ?
H41B C41A H41C 109.5 . . ?
O1B Cu1B O4B 150.06(10) . . ?
O1B Cu1B N1B 92.98(10) . . ?
O1B Cu1B N2B 90.83(9) . . ?
O4B Cu1B N1B 92.67(9) . . ?
O4B Cu1B N2B 92.29(9) . . ?
N1B Cu1B N2B 162.96(10) . . ?
C1B O1B Cu1B 124.52(19) . . ?
C18B O2B C17B 121.4(2) . . ?
C23B O3B C24B 119.8(2) . . ?
C40B O4B Cu1B 127.39(19) . . ?
C22B O5B C41B 116.8(3) . . ?
C11B N1B Cu1B 122.2(2) . . ?
C11B N1B C12B 118.3(2) . . ?
C12B N1B Cu1B 119.46(19) . . ?
C29B N2B Cu1B 118.06(18) . . ?
C30B N2B Cu1B 123.4(2) . . ?
C30B N2B C29B 118.4(2) . . ?
O1B C1B C2B 116.8(3) . . ?
O1B C1B C10B 124.5(3) . . ?
C10B C1B C2B 118.6(3) . . ?
C1B C2B H2B 119.2 . . ?
C3B C2B C1B 121.6(3) . . ?
C3B C2B H2B 119.2 . . ?
C2B C3B H3B 119.1 . . ?
C2B C3B C4B 121.8(3) . . ?
C4B C3B H3B 119.1 . . ?
C5B C4B C3B 121.4(3) . . ?
C5B C4B C9B 120.0(3) . . ?
C9B C4B C3B 118.5(3) . . ?
C4B C5B H5B 119.4 . . ?
C6B C5B C4B 121.2(3) . . ?
C6B C5B H5B 119.4 . . ?
C5B C6B H6B 120.1 . . ?
C5B C6B C7B 119.8(3) . . ?
C7B C6B H6B 120.1 . . ?
C6B C7B H7B 119.7 . . ?
C8B C7B C6B 120.6(3) . . ?
C8B C7B H7B 119.7 . . ?
C7B C8B H8B 119.4 . . ?
C7B C8B C9B 121.2(3) . . ?
C9B C8B H8B 119.4 . . ?
C4B C9B C10B 119.7(3) . . ?
C8B C9B C4B 117.2(3) . . ?
C8B C9B C10B 123.0(3) . . ?
C1B C10B C9B 119.3(3) . . ?
C1B C10B C11B 121.3(3) . . ?
C11B C10B C9B 119.0(3) . . ?
N1B C11B C10B 125.8(3) . . ?
N1B C11B H11B 117.1 . . ?
C10B C11B H11B 117.1 . . ?
C13B C12B N1B 123.7(3) . . ?
C13B C12B C17B 117.7(3) . . ?
C17B C12B N1B 118.6(3) . . ?
C12B C13B H13B 119.5 . . ?
C14B C13B C12B 120.9(3) . . ?
C14B C13B H13B 119.5 . . ?
C13B C14B H14B 119.7 . . ?
C13B C14B C15B 120.5(3) . . ?
C15B C14B H14B 119.7 . . ?
C14B C15B H15B 120.1 . . ?
C14B C15B C16B 119.9(3) . . ?
C16B C15B H15B 120.1 . . ?
C15B C16B H16B 120.3 . . ?
C17B C16B C15B 119.5(3) . . ?
C17B C16B H16B 120.3 . . ?
O2B C17B C12B 116.1(3) . . ?
C16B C17B O2B 122.0(3) . . ?
C16B C17B C12B 121.5(3) . . ?
O2B C18B C19B 125.9(3) . . ?
C23B C18B O2B 113.0(2) . . ?
C23B C18B C19B 120.8(3) . . ?
C18B C19B H19B 120.7 . . ?
C20B C19B C18B 118.7(3) . . ?
C20B C19B H19B 120.7 . . ?
C19B C20B H20B 119.3 . . ?
C19B C20B C21B 121.5(3) . . ?
C21B C20B H20B 119.3 . . ?
C20B C21B H21B 120.1 . . ?
C20B C21B C22B 119.7(3) . . ?
C22B C21B H21B 120.1 . . ?
O5B C22B C21B 124.9(3) . . ?
O5B C22B C23B 115.8(3) . . ?
C21B C22B C23B 119.3(3) . . ?
O3B C23B C18B 118.0(3) . . ?
O3B C23B C22B 122.0(3) . . ?
C18B C23B C22B 119.9(3) . . ?
O3B C24B C25B 115.9(3) . . ?
O3B C24B C29B 123.4(3) . . ?
C25B C24B C29B 120.6(3) . . ?
C24B C25B H25B 120.0 . . ?
C26B C25B C24B 120.0(3) . . ?
C26B C25B H25B 120.0 . . ?
C25B C26B H26B 120.0 . . ?
C27B C26B C25B 119.9(3) . . ?
C27B C26B H26B 120.0 . . ?
C26B C27B H27B 119.8 . . ?
C26B C27B C28B 120.4(3) . . ?
C28B C27B H27B 119.8 . . ?
C27B C28B H28B 119.9 . . ?
C29B C28B C27B 120.2(3) . . ?
C29B C28B H28B 119.9 . . ?
C24B C29B N2B 119.9(3) . . ?
C28B C29B N2B 121.2(3) . . ?
C28B C29B C24B 118.8(3) . . ?
N2B C30B H30B 116.3 . . ?
N2B C30B C31B 127.3(3) . . ?
C31B C30B H30B 116.3 . . ?
C30B C31B C32B 118.9(3) . . ?
C40B C31B C30B 121.0(3) . . ?
C40B C31B C32B 119.8(3) . . ?
C33B C32B C31B 123.8(3) . . ?
C33B C32B C37B 116.7(3) . . ?
C37B C32B C31B 119.5(3) . . ?
C32B C33B H33B 119.2 . . ?
C34B C33B C32B 121.7(3) . . ?
C34B C33B H33B 119.2 . . ?
C33B C34B H34B 119.5 . . ?
C33B C34B C35B 120.9(3) . . ?
C35B C34B H34B 119.5 . . ?
C34B C35B H35B 120.4 . . ?
C36B C35B C34B 119.2(3) . . ?
C36B C35B H35B 120.4 . . ?
C35B C36B H36B 119.5 . . ?
C35B C36B C37B 120.9(3) . . ?
C37B C36B H36B 119.5 . . ?
C32B C37B C38B 118.9(3) . . ?
C36B C37B C32B 120.4(3) . . ?
C36B C37B C38B 120.7(3) . . ?
C37B C38B H38B 119.3 . . ?
C39B C38B C37B 121.4(3) . . ?
C39B C38B H38B 119.3 . . ?
C38B C39B H39B 118.9 . . ?
C38B C39B C40B 122.2(3) . . ?
C40B C39B H39B 118.9 . . ?
O4B C40B C31B 125.0(3) . . ?
O4B C40B C39B 117.0(3) . . ?
C31B C40B C39B 118.0(3) . . ?
O5B C41B H41D 109.5 . . ?
O5B C41B H41E 109.5 . . ?
O5B C41B H41F 109.5 . . ?
H41D C41B H41E 109.5 . . ?
H41D C41B H41F 109.5 . . ?
H41E C41B H41F 109.5 . . ?
H42A C42 H42B 111.1 . . ?
H42C C42 H42D 111.1 . . ?
C44 C42 H42A 122.1 . . ?
C44 C42 H42B 104.3 . . ?
O6 C42 H42C 88.5 . . ?
O6 C42 H42D 110.9 . . ?
C42 O6 C43 107.5(7) . . ?

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
Cu1A O1A C1A C2A 162.5(2) . . . . ?
Cu1A O1A C1A C10A -20.0(4) . . . . ?
Cu1A O4A C40A C31A -9.5(4) . . . . ?
Cu1A O4A C40A C39A 171.3(2) . . . . ?
Cu1A N1A C11A C10A 1.1(4) . . . . ?
Cu1A N1A C12A C13A 150.3(2) . . . . ?
Cu1A N1A C12A C17A -29.2(3) . . . . ?
Cu1A N2A C29A C24A -77.3(3) . . . . ?
Cu1A N2A C29A C28A 98.3(3) . . . . ?
Cu1A N2A C30A C31A 7.3(4) . . . . ?
O1A C1A C2A C3A -177.6(3) . . . . ?
O1A C1A C10A C9A 177.4(3) . . . . ?
O1A C1A C10A C11A -10.7(5) . . . . ?
O2A C18A C19A C20A -174.3(3) . . . . ?
O2A C18A C23A O3A -8.4(4) . . . . ?
O2A C18A C23A C22A 174.2(3) . . . . ?
O3A C24A C25A C26A 176.8(3) . . . . ?
O3A C24A C29A N2A -1.1(4) . . . . ?
O3A C24A C29A C28A -176.8(3) . . . . ?
O4A Cu1A O1A C1A -69.8(3) . . . . ?
O5A C22A C23A O3A 5.6(4) . . . . ?
O5A C22A C23A C18A -177.2(3) . . . . ?
N1A Cu1A O1A C1A 31.6(2) . . . . ?
N1A C12A C13A C14A 178.0(3) . . . . ?
N1A C12A C17A O2A -3.5(4) . . . . ?
N1A C12A C17A C16A -176.5(3) . . . . ?
N2A Cu1A O1A C1A -168.1(2) . . . . ?
N2A C30A C31A C32A -179.6(3) . . . . ?
N2A C30A C31A C40A 5.3(5) . . . . ?
C1A C2A C3A C4A -0.8(5) . . . . ?
C1A C10A C11A N1A 20.8(5) . . . . ?
C2A C1A C10A C9A -5.1(4) . . . . ?
C2A C1A C10A C11A 166.7(3) . . . . ?
C2A C3A C4A C5A 179.7(3) . . . . ?
C2A C3A C4A C9A -2.7(5) . . . . ?
C3A C4A C5A C6A 177.6(3) . . . . ?
C3A C4A C9A C8A -178.8(3) . . . . ?
C3A C4A C9A C10A 2.2(4) . . . . ?
C4A C5A C6A C7A 0.5(5) . . . . ?
C4A C9A C10A C1A 1.7(4) . . . . ?
C4A C9A C10A C11A -170.2(3) . . . . ?
C5A C4A C9A C8A -1.2(4) . . . . ?
C5A C4A C9A C10A 179.8(3) . . . . ?
C5A C6A C7A C8A 0.2(5) . . . . ?
C6A C7A C8A C9A -1.4(5) . . . . ?
C7A C8A C9A C4A 1.8(4) . . . . ?
C7A C8A C9A C10A -179.2(3) . . . . ?
C8A C9A C10A C1A -177.2(3) . . . . ?
C8A C9A C10A C11A 10.8(4) . . . . ?
C9A C4A C5A C6A 0.1(5) . . . . ?
C9A C10A C11A N1A -167.4(3) . . . . ?
C10A C1A C2A C3A 4.7(5) . . . . ?
C11A N1A C12A C13A -31.8(4) . . . . ?
C11A N1A C12A C17A 148.7(3) . . . . ?
C12A N1A C11A C10A -176.8(3) . . . . ?
C12A C13A C14A C15A 0.4(5) . . . . ?
C13A C12A C17A O2A 176.9(3) . . . . ?
C13A C12A C17A C16A 4.0(4) . . . . ?
C13A C14A C15A C16A 0.3(5) . . . . ?
C14A C15A C16A C17A 1.1(5) . . . . ?
C15A C16A C17A O2A -176.0(3) . . . . ?
C15A C16A C17A C12A -3.4(5) . . . . ?
C17A O2A C18A C19A -16.5(4) . . . . ?
C17A O2A C18A C23A 169.9(3) . . . . ?
C17A C12A C13A C14A -2.5(4) . . . . ?
C18A O2A C17A C12A 133.4(3) . . . . ?
C18A O2A C17A C16A -53.6(4) . . . . ?
C18A C19A C20A C21A 1.3(5) . . . . ?
C19A C18A C23A O3A 177.6(3) . . . . ?
C19A C18A C23A C22A 0.3(4) . . . . ?
C19A C20A C21A C22A -0.8(5) . . . . ?
C20A C21A C22A O5A 177.1(3) . . . . ?
C20A C21A C22A C23A 0.0(5) . . . . ?
C21A C22A C23A O3A -177.0(3) . . . . ?
C21A C22A C23A C18A 0.3(4) . . . . ?
C23A O3A C24A C25A 147.9(3) . . . . ?
C23A O3A C24A C29A -36.5(4) . . . . ?
C23A C18A C19A C20A -1.0(5) . . . . ?
C24A O3A C23A C18A 116.1(3) . . . . ?
C24A O3A C23A C22A -66.6(4) . . . . ?
C24A C25A C26A C27A 0.5(5) . . . . ?
C25A C24A C29A N2A 174.4(3) . . . . ?
C25A C24A C29A C28A -1.4(4) . . . . ?
C25A C26A C27A C28A -1.6(5) . . . . ?
C26A C27A C28A C29A 1.3(5) . . . . ?
C27A C28A C29A N2A -175.5(3) . . . . ?
C27A C28A C29A C24A 0.2(5) . . . . ?
C29A N2A C30A C31A -175.6(3) . . . . ?
C29A C24A C25A C26A 1.0(5) . . . . ?
C30A N2A C29A C24A 105.4(3) . . . . ?
C30A N2A C29A C28A -78.9(4) . . . . ?
C30A C31A C32A C33A 3.7(4) . . . . ?
C30A C31A C32A C37A -176.1(3) . . . . ?
C30A C31A C40A O4A -4.5(4) . . . . ?
C30A C31A C40A C39A 174.8(3) . . . . ?
C31A C32A C33A C34A -179.4(3) . . . . ?
C31A C32A C37A C36A 180.0(3) . . . . ?
C31A C32A C37A C38A 1.4(4) . . . . ?
C32A C31A C40A O4A -179.6(3) . . . . ?
C32A C31A C40A C39A -0.4(4) . . . . ?
C32A C33A C34A C35A -0.4(6) . . . . ?
C32A C37A C38A C39A -0.8(4) . . . . ?
C33A C32A C37A C36A 0.2(4) . . . . ?
C33A C32A C37A C38A -178.4(3) . . . . ?
C33A C34A C35A C36A -0.1(6) . . . . ?
C34A C35A C36A C37A 0.7(5) . . . . ?
C35A C36A C37A C32A -0.7(5) . . . . ?
C35A C36A C37A C38A 177.8(3) . . . . ?
C36A C37A C38A C39A -179.4(3) . . . . ?
C37A C32A C33A C34A 0.4(5) . . . . ?
C37A C38A C39A C40A -0.4(5) . . . . ?
C38A C39A C40A O4A -179.7(3) . . . . ?
C38A C39A C40A C31A 1.0(5) . . . . ?
C40A C31A C32A C33A 179.0(3) . . . . ?
C40A C31A C32A C37A -0.8(4) . . . . ?
C41A O5A C22A C21A 7.6(5) . . . . ?
C41A O5A C22A C23A -175.2(3) . . . . ?
Cu1B O1B C1B C2B 165.3(2) . . . . ?
Cu1B O1B C1B C10B -15.9(4) . . . . ?
Cu1B O4B C40B C31B -6.1(4) . . . . ?
Cu1B O4B C40B C39B 175.3(2) . . . . ?
Cu1B N1B C11B C10B 2.3(4) . . . . ?
Cu1B N1B C12B C13B 149.0(2) . . . . ?
Cu1B N1B C12B C17B -29.4(3) . . . . ?
Cu1B N2B C29B C24B -70.3(3) . . . . ?
Cu1B N2B C29B C28B 106.1(3) . . . . ?
Cu1B N2B C30B C31B 10.3(4) . . . . ?
O1B C1B C2B C3B -176.1(3) . . . . ?
O1B C1B C10B C9B 174.0(3) . . . . ?
O1B C1B C10B C11B -13.0(5) . . . . ?
O2B C18B C19B C20B -174.4(3) . . . . ?
O2B C18B C23B O3B -10.1(4) . . . . ?
O2B C18B C23B C22B 172.6(3) . . . . ?
O3B C24B C25B C26B 178.9(3) . . . . ?
O3B C24B C29B N2B -3.1(4) . . . . ?
O3B C24B C29B C28B -179.5(3) . . . . ?
O4B Cu1B O1B C1B -72.0(3) . . . . ?
O5B C22B C23B O3B 6.1(4) . . . . ?
O5B C22B C23B C18B -176.7(3) . . . . ?
N1B Cu1B O1B C1B 28.6(3) . . . . ?
N1B C12B C13B C14B -179.1(3) . . . . ?
N1B C12B C17B O2B -6.5(4) . . . . ?
N1B C12B C17B C16B -178.9(3) . . . . ?
N2B Cu1B O1B C1B -168.0(2) . . . . ?
N2B C30B C31B C32B -179.6(3) . . . . ?
N2B C30B C31B C40B 6.9(5) . . . . ?
C1B C2B C3B C4B 0.3(5) . . . . ?
C1B C10B C11B N1B 20.1(5) . . . . ?
C2B C1B C10B C9B -7.2(4) . . . . ?
C2B C1B C10B C11B 165.8(3) . . . . ?
C2B C3B C4B C5B 174.4(3) . . . . ?
C2B C3B C4B C9B -3.3(5) . . . . ?
C3B C4B C5B C6B -178.2(3) . . . . ?
C3B C4B C9B C8B 177.5(3) . . . . ?
C3B C4B C9B C10B 0.9(4) . . . . ?
C4B C5B C6B C7B 0.8(5) . . . . ?
C4B C9B C10B C1B 4.3(4) . . . . ?
C4B C9B C10B C11B -168.8(3) . . . . ?
C5B C4B C9B C8B -0.3(4) . . . . ?
C5B C4B C9B C10B -176.8(3) . . . . ?
C5B C6B C7B C8B -0.1(6) . . . . ?
C6B C7B C8B C9B -0.7(5) . . . . ?
C7B C8B C9B C4B 0.9(5) . . . . ?
C7B C8B C9B C10B 177.3(3) . . . . ?
C8B C9B C10B C1B -172.1(3) . . . . ?
C8B C9B C10B C11B 14.8(4) . . . . ?
C9B C4B C5B C6B -0.5(5) . . . . ?
C9B C10B C11B N1B -166.9(3) . . . . ?
C10B C1B C2B C3B 5.0(5) . . . . ?
C11B N1B C12B C13B -29.7(4) . . . . ?
C11B N1B C12B C17B 151.9(3) . . . . ?
C12B N1B C11B C10B -179.1(3) . . . . ?
C12B C13B C14B C15B -0.4(5) . . . . ?
C13B C12B C17B O2B 175.0(2) . . . . ?
C13B C12B C17B C16B 2.5(4) . . . . ?
C13B C14B C15B C16B -0.3(5) . . . . ?
C14B C15B C16B C17B 2.1(5) . . . . ?
C15B C16B C17B O2B -175.3(3) . . . . ?
C15B C16B C17B C12B -3.3(5) . . . . ?
C17B O2B C18B C19B -10.0(4) . . . . ?
C17B O2B C18B C23B 176.3(3) . . . . ?
C17B C12B C13B C14B -0.7(4) . . . . ?
C18B O2B C17B C12B 137.8(3) . . . . ?
C18B O2B C17B C16B -49.8(4) . . . . ?
C18B C19B C20B C21B 2.5(5) . . . . ?
C19B C18B C23B O3B 175.9(3) . . . . ?
C19B C18B C23B C22B -1.4(5) . . . . ?
C19B C20B C21B C22B -1.2(5) . . . . ?
C20B C21B C22B O5B 177.9(3) . . . . ?
C20B C21B C22B C23B -1.5(5) . . . . ?
C21B C22B C23B O3B -174.4(3) . . . . ?
C21B C22B C23B C18B 2.8(4) . . . . ?
C23B O3B C24B C25B 142.5(3) . . . . ?
C23B O3B C24B C29B -40.4(4) . . . . ?
C23B C18B C19B C20B -1.2(5) . . . . ?
C24B O3B C23B C18B 124.8(3) . . . . ?
C24B O3B C23B C22B -58.0(4) . . . . ?
C24B C25B C26B C27B 0.1(5) . . . . ?
C25B C24B C29B N2B 173.9(3) . . . . ?
C25B C24B C29B C28B -2.6(4) . . . . ?
C25B C26B C27B C28B -1.0(5) . . . . ?
C26B C27B C28B C29B 0.1(5) . . . . ?
C27B C28B C29B N2B -174.7(3) . . . . ?
C27B C28B C29B C24B 1.7(4) . . . . ?
C29B N2B C30B C31B -173.5(3) . . . . ?
C29B C24B C25B C26B 1.7(5) . . . . ?
C30B N2B C29B C24B 113.3(3) . . . . ?
C30B N2B C29B C28B -70.3(4) . . . . ?
C30B C31B C32B C33B 12.8(4) . . . . ?
C30B C31B C32B C37B -168.4(3) . . . . ?
C30B C31B C40B O4B -9.5(4) . . . . ?
C30B C31B C40B C39B 169.2(3) . . . . ?
C31B C32B C33B C34B -177.5(3) . . . . ?
C31B C32B C37B C36B 177.2(3) . . . . ?
C31B C32B C37B C38B -3.2(4) . . . . ?
C32B C31B C40B O4B 177.0(3) . . . . ?
C32B C31B C40B C39B -4.3(4) . . . . ?
C32B C33B C34B C35B -0.3(5) . . . . ?
C32B C37B C38B C39B 0.4(5) . . . . ?
C33B C32B C37B C36B -3.9(4) . . . . ?
C33B C32B C37B C38B 175.6(3) . . . . ?
C33B C34B C35B C36B -2.9(5) . . . . ?
C34B C35B C36B C37B 2.6(5) . . . . ?
C35B C36B C37B C32B 0.9(5) . . . . ?
C35B C36B C37B C38B -178.7(3) . . . . ?
C36B C37B C38B C39B 180.0(3) . . . . ?
C37B C32B C33B C34B 3.7(4) . . . . ?
C37B C38B C39B C40B 0.4(5) . . . . ?
C38B C39B C40B O4B -179.7(3) . . . . ?
C38B C39B C40B C31B 1.5(5) . . . . ?
C40B C31B C32B C33B -173.6(3) . . . . ?
C40B C31B C32B C37B 5.2(4) . . . . ?
C41B O5B C22B C21B -7.9(4) . . . . ?
C41B O5B C22B C23B 171.5(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_hadi3004new
_database_code_depnum_ccdc_archive 'CCDC 2040360'
loop_
_audit_author_name
_audit_author_address
'Hadi Amiri Rudbari'
;university of Isfahan
Iran
;
_audit_update_record             
;
2021-06-06 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;

_audit_creation_date             2021-05-10
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C41 H28 N2 O5 Zn'
_chemical_formula_sum            'C41 H28 N2 O5 Zn'
_chemical_formula_weight         694.02
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.41009(12)
_cell_length_b                   16.18167(18)
_cell_length_c                   16.91043(19)
_cell_angle_alpha                90
_cell_angle_beta                 92.4308(10)
_cell_angle_gamma                90
_cell_volume                     3119.43(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19931
_cell_measurement_temperature    160(1)
_cell_measurement_theta_max      78.1940
_cell_measurement_theta_min      3.7630
_shelx_estimated_absorpt_T_max   0.888
_shelx_estimated_absorpt_T_min   0.804
_exptl_absorpt_coefficient_mu    1.521
_exptl_absorpt_correction_T_max  0.908
_exptl_absorpt_correction_T_min  0.838
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1432
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 1 0.0378
-1 0 -1 0.0408
1 0 -1 0.0390
-4 2 5 0.0445
0 1 0 0.0743
0 -1 0 0.0717
-1 1 -1 0.0380
-2 -5 2 0.0706
-2 1 5 0.0431
1 1 -5 0.0476
-1 -2 -1 0.0608
1 1 1 0.0551

_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08

_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            26326
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.500
_diffrn_reflns_theta_min         3.782
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     30.00  98.00   0.50    0.25    --   51.70-125.00 -90.00  136
  2  ω    -66.00  18.00   0.50    0.25    --  -54.70  57.00  30.00  168
  3  ω   -130.00 -82.00   0.50    0.25    --  -54.70 -99.00 -90.00   96
  4  ω    -26.00  25.00   0.50    0.25    --  -54.70  19.00 -90.00  102
  5  ω   -124.00 -91.00   0.50    0.25    --  -54.70 -99.00 -60.00   66
  6  ω    -35.00  -9.00   0.50    0.75    --  -84.25  30.00-150.00   52
  7  ω     97.00 177.00   0.50    0.75    --  105.75  45.00-120.00  160
  8  ω     40.00  68.00   0.50    0.75    --  105.75 -61.00  60.00   56
  9  ω     39.00 101.00   0.50    0.75    --  105.75-111.00-150.00  124
 10  ω    100.00 167.00   0.50    0.75    --  105.75  30.00   0.00  134
 11  ω     34.00 102.00   0.50    0.75    --  105.75 -77.00  90.00  136
 12  ω     33.00  71.00   0.50    0.75    --  105.75 -77.00 120.00   76
 13  ω     97.00 125.00   0.50    0.75    --  105.75  15.00 -60.00   56
 14  ω    150.00 176.00   0.50    0.75    --  105.75  15.00 -60.00   52
 15  ω     36.00  61.00   0.50    0.75    --  105.75 -61.00  30.00   50
 16  ω     38.00  70.00   0.50    0.75    --  105.75 -61.00 120.00   64
 17  ω     37.00  94.00   0.50    0.75    --  105.75 -77.00 -90.00  114
 18  ω     92.00 176.00   0.50    0.75    --  105.75  61.00-150.00  168
 19  ω    100.00 129.00   0.50    0.75    --  105.75  45.00-180.00   58
 20  ω    134.00 167.00   0.50    0.75    --  105.75  45.00-180.00   66
 21  ω     36.00  83.00   0.50    0.75    --  105.75 -77.00  30.00   94
 22  ω    102.00 161.00   0.50    0.75    --  105.75 111.00  60.00  118
 23  ω     45.00  71.00   0.50    0.75    --  105.75 -61.00-150.00   52
 24  ω     42.00  71.00   0.50    0.75    --  105.75 -61.00 -90.00   58
 25  ω     35.00  60.00   0.50    0.75    --  105.75 -61.00-120.00   50
 26  ω     42.00  69.00   0.50    0.75    --  105.75 -61.00-180.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0219468000
_diffrn_orient_matrix_UB_12      -0.0019042000
_diffrn_orient_matrix_UB_13      0.0905296000
_diffrn_orient_matrix_UB_21      0.1026565000
_diffrn_orient_matrix_UB_22      -0.0603832000
_diffrn_orient_matrix_UB_23      -0.0096643000
_diffrn_orient_matrix_UB_31      0.0849589000
_diffrn_orient_matrix_UB_32      0.0736260000
_diffrn_orient_matrix_UB_33      -0.0055296000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5827
_reflns_number_total             6372

_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       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015b)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015a)'
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         6372
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0360P)²+2.0776P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0805
_refine_ls_wR_factor_ref         0.0823
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C13(H13), C14(H14),
 C15(H15), C16(H16), C20(H20), C21(H21), C22(H22), C25(H25), C26(H26), C27(H27),
  C28(H28), C30(H30), C33(H33), C34(H34), C35(H35), C36(H36), C38(H38), C39(H39)
2.b Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
C1 C 0.61269(14) 0.62857(10) 0.51219(9) 0.0225(3) Uani 1 1 d . . . . .
C2 C 0.52857(14) 0.59199(11) 0.45735(10) 0.0257(3) Uani 1 1 d . . . . .
H2 H 0.448098 0.606165 0.460436 0.031 Uiso 1 1 calc R U . . .
C3 C 0.56074(15) 0.53790(11) 0.40140(10) 0.0270(3) Uani 1 1 d . . . . .
H3 H 0.502025 0.513552 0.367369 0.032 Uiso 1 1 calc R U . . .
C4 C 0.68063(14) 0.51644(10) 0.39214(9) 0.0235(3) Uani 1 1 d . . . . .
C5 C 0.71092(16) 0.45533(11) 0.33702(10) 0.0292(4) Uani 1 1 d . . . . .
H5 H 0.650562 0.428293 0.306468 0.035 Uiso 1 1 calc R U . . .
C6 C 0.82543(16) 0.43424(11) 0.32667(10) 0.0295(4) Uani 1 1 d . . . . .
H6 H 0.844583 0.391994 0.290402 0.035 Uiso 1 1 calc R U . . .
C7 C 0.91381(15) 0.47602(11) 0.37048(10) 0.0274(4) Uani 1 1 d . . . . .
H7 H 0.993702 0.463507 0.362169 0.033 Uiso 1 1 calc R U . . .
C8 C 0.88659(14) 0.53503(11) 0.42549(10) 0.0245(3) Uani 1 1 d . . . . .
H8 H 0.948351 0.562443 0.454355 0.029 Uiso 1 1 calc R U . . .
C9 C 0.76894(14) 0.55590(10) 0.44011(9) 0.0206(3) Uani 1 1 d . . . . .
C10 C 0.73435(14) 0.61275(10) 0.50229(9) 0.0211(3) Uani 1 1 d . . . . .
C11 C 0.82327(14) 0.65195(10) 0.54980(9) 0.0213(3) Uani 1 1 d . . . . .
H11 H 0.901010 0.645735 0.532689 0.026 Uiso 1 1 calc R U . . .
C12 C 0.91407(13) 0.73462(10) 0.64764(9) 0.0214(3) Uani 1 1 d . . . . .
C13 C 1.00737(15) 0.76244(11) 0.60373(10) 0.0278(4) Uani 1 1 d . . . . .
H13 H 1.005070 0.755124 0.547944 0.033 Uiso 1 1 calc R U . . .
C14 C 1.10332(16) 0.80067(12) 0.64125(12) 0.0324(4) Uani 1 1 d . . . . .
H14 H 1.166861 0.818476 0.610960 0.039 Uiso 1 1 calc R U . . .
C15 C 1.10752(15) 0.81317(12) 0.72227(12) 0.0324(4) Uani 1 1 d . . . . .
H15 H 1.173580 0.839508 0.747357 0.039 Uiso 1 1 calc R U . . .
C16 C 1.01530(14) 0.78723(11) 0.76664(10) 0.0276(4) Uani 1 1 d . . . . .
H16 H 1.017572 0.795400 0.822320 0.033 Uiso 1 1 calc R U . . .
C17 C 0.91993(13) 0.74932(10) 0.72906(9) 0.0214(3) Uani 1 1 d . . . . .
C18 C 0.79358(13) 0.77084(10) 0.83392(9) 0.0213(3) Uani 1 1 d . . . . .
C19 C 0.80903(14) 0.73968(11) 0.91064(10) 0.0238(3) Uani 1 1 d . . . . .
C20 C 0.76657(15) 0.78512(11) 0.97326(10) 0.0271(3) Uani 1 1 d . . . . .
H20 H 0.774586 0.764368 1.025766 0.032 Uiso 1 1 calc R U . . .
C21 C 0.71277(14) 0.86046(12) 0.95885(10) 0.0279(4) Uani 1 1 d . . . . .
H21 H 0.682955 0.890454 1.001902 0.033 Uiso 1 1 calc R U . . .
C22 C 0.70114(14) 0.89338(11) 0.88342(10) 0.0266(3) Uani 1 1 d . . . . .
H22 H 0.665849 0.945928 0.874544 0.032 Uiso 1 1 calc R U . . .
C23 C 0.74264(13) 0.84733(10) 0.82078(9) 0.0217(3) Uani 1 1 d . . . . .
C24 C 0.62950(13) 0.90774(10) 0.71743(9) 0.0217(3) Uani 1 1 d . . . . .
C25 C 0.61931(15) 0.99082(11) 0.69924(10) 0.0263(3) Uani 1 1 d . . . . .
H25 H 0.685521 1.026304 0.704482 0.032 Uiso 1 1 calc R U . . .
C26 C 0.51048(16) 1.02167(11) 0.67312(10) 0.0286(4) Uani 1 1 d . . . . .
H26 H 0.502308 1.078391 0.659472 0.034 Uiso 1 1 calc R U . . .
C27 C 0.41419(15) 0.96961(11) 0.66707(10) 0.0282(4) Uani 1 1 d . . . . .
H27 H 0.339734 0.991138 0.650378 0.034 Uiso 1 1 calc R U . . .
C28 C 0.42547(14) 0.88645(11) 0.68513(9) 0.0246(3) Uani 1 1 d . . . . .
H28 H 0.358823 0.851320 0.680468 0.030 Uiso 1 1 calc R U . . .
C29 C 0.53392(13) 0.85394(10) 0.71010(9) 0.0205(3) Uani 1 1 d . . . . .
C30 C 0.48175(13) 0.73895(10) 0.78163(9) 0.0212(3) Uani 1 1 d . . . . .
H30 H 0.428300 0.777238 0.802802 0.025 Uiso 1 1 calc R U . . .
C31 C 0.47668(14) 0.65731(10) 0.81254(9) 0.0218(3) Uani 1 1 d . . . . .
C32 C 0.39081(14) 0.64058(11) 0.87256(9) 0.0245(3) Uani 1 1 d . . . . .
C33 C 0.30121(17) 0.69602(12) 0.89289(12) 0.0336(4) Uani 1 1 d . . . . .
H33 H 0.294146 0.747568 0.866218 0.040 Uiso 1 1 calc R U . . .
C34 C 0.22364(19) 0.67683(13) 0.95076(13) 0.0395(5) Uani 1 1 d . . . . .
H34 H 0.163903 0.715199 0.962712 0.047 Uiso 1 1 calc R U . . .
C35 C 0.23138(17) 0.60231(13) 0.99190(11) 0.0369(4) Uani 1 1 d . . . . .
H35 H 0.179310 0.590567 1.032805 0.044 Uiso 1 1 calc R U . . .
C36 C 0.31505(16) 0.54642(13) 0.97243(11) 0.0333(4) Uani 1 1 d . . . . .
H36 H 0.320360 0.495200 0.999810 0.040 Uiso 1 1 calc R U . . .
C37 C 0.39411(15) 0.56347(11) 0.91210(10) 0.0269(3) Uani 1 1 d . . . . .
C38 C 0.47658(16) 0.50286(12) 0.88968(12) 0.0326(4) Uani 1 1 d . . . . .
H38 H 0.479469 0.451514 0.916937 0.039 Uiso 1 1 calc R U . . .
C39 C 0.55108(15) 0.51592(11) 0.83081(11) 0.0310(4) Uani 1 1 d . . . . .
H39 H 0.602285 0.472784 0.816122 0.037 Uiso 1 1 calc R U . . .
C40 C 0.55428(14) 0.59362(10) 0.79011(10) 0.0228(3) Uani 1 1 d . . . . .
C41 C 0.89480(18) 0.63735(13) 0.99464(11) 0.0360(4) Uani 1 1 d . . . . .
H41A H 0.940813 0.586383 0.991716 0.054 Uiso 1 1 calc R U . . .
H41B H 0.822496 0.626265 1.022061 0.054 Uiso 1 1 calc R U . . .
H41C H 0.940838 0.679436 1.023769 0.054 Uiso 1 1 calc R U . . .
N1 N 0.81213(11) 0.69571(8) 0.61434(8) 0.0210(3) Uani 1 1 d . . . . .
N2 N 0.54980(11) 0.76867(8) 0.72810(8) 0.0209(3) Uani 1 1 d . . . . .
O1 O 0.57331(10) 0.67558(8) 0.56697(7) 0.0282(3) Uani 1 1 d . . . . .
O2 O 0.82437(9) 0.72216(7) 0.77004(6) 0.0221(2) Uani 1 1 d . . . . .
O3 O 0.73805(9) 0.87542(7) 0.74327(7) 0.0241(2) Uani 1 1 d . . . . .
O4 O 0.62900(10) 0.59984(7) 0.73507(7) 0.0272(3) Uani 1 1 d . . . . .
O5 O 0.86604(12) 0.66646(8) 0.91645(7) 0.0334(3) Uani 1 1 d . . . . .
Zn1 Zn 0.65828(2) 0.69536(2) 0.66918(2) 0.02294(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.434(2) . ?
C1 C10 1.428(2) . ?
C1 O1 1.294(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.351(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.426(2) . ?
C4 C5 1.412(2) . ?
C4 C9 1.418(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.369(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.400(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.378(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.416(2) . ?
C9 C10 1.464(2) . ?
C10 C11 1.417(2) . ?
C11 H11 0.9500 . ?
C11 N1 1.312(2) . ?
C12 C13 1.398(2) . ?
C12 C17 1.396(2) . ?
C12 N1 1.418(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.387(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.384(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.380(2) . ?
C17 O2 1.3879(19) . ?
C18 C19 1.396(2) . ?
C18 C23 1.381(2) . ?
C18 O2 1.3939(18) . ?
C19 C20 1.393(2) . ?
C19 O5 1.353(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.382(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.384(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.394(2) . ?
C23 O3 1.3862(19) . ?
C24 C25 1.383(2) . ?
C24 C29 1.397(2) . ?
C24 O3 1.3974(19) . ?
C25 H25 0.9500 . ?
C25 C26 1.393(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.385(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.385(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.394(2) . ?
C29 N2 1.423(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.423(2) . ?
C30 N2 1.309(2) . ?
C31 C32 1.466(2) . ?
C31 C40 1.421(2) . ?
C32 C33 1.414(3) . ?
C32 C37 1.415(2) . ?
C33 H33 0.9500 . ?
C33 C34 1.382(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.393(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.365(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.417(2) . ?
C37 C38 1.422(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.353(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.435(2) . ?
C40 O4 1.292(2) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C41 O5 1.429(2) . ?
N1 Zn1 2.0198(13) . ?
N2 Zn1 2.0091(13) . ?
O1 Zn1 1.9717(12) . ?
O4 Zn1 1.9426(12) . ?

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
C10 C1 C2 118.52(15) . . ?
O1 C1 C2 117.55(14) . . ?
O1 C1 C10 123.92(15) . . ?
C1 C2 H2 119.1 . . ?
C3 C2 C1 121.74(15) . . ?
C3 C2 H2 119.1 . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.66(15) . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 120.38(15) . . ?
C5 C4 C9 120.34(15) . . ?
C9 C4 C3 119.27(15) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.39(16) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 120.6 . . ?
C5 C6 C7 118.81(16) . . ?
C7 C6 H6 120.6 . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 120.94(16) . . ?
C8 C7 H7 119.5 . . ?
C7 C8 H8 119.1 . . ?
C7 C8 C9 121.72(15) . . ?
C9 C8 H8 119.1 . . ?
C4 C9 C10 119.15(14) . . ?
C8 C9 C4 116.64(14) . . ?
C8 C9 C10 124.18(14) . . ?
C1 C10 C9 119.32(14) . . ?
C11 C10 C1 121.96(14) . . ?
C11 C10 C9 118.70(14) . . ?
C10 C11 H11 115.8 . . ?
N1 C11 C10 128.40(14) . . ?
N1 C11 H11 115.8 . . ?
C13 C12 N1 124.22(14) . . ?
C17 C12 C13 117.60(15) . . ?
C17 C12 N1 118.13(14) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.30(16) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.77(16) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.83(16) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.21(16) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 C12 122.25(15) . . ?
C16 C17 O2 122.10(14) . . ?
O2 C17 C12 115.64(14) . . ?
C23 C18 C19 120.58(14) . . ?
C23 C18 O2 119.99(14) . . ?
O2 C18 C19 119.35(15) . . ?
C20 C19 C18 118.79(16) . . ?
O5 C19 C18 115.15(14) . . ?
O5 C19 C20 126.06(15) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.85(16) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.1 . . ?
C20 C21 C22 121.80(15) . . ?
C22 C21 H21 119.1 . . ?
C21 C22 H22 120.9 . . ?
C21 C22 C23 118.17(16) . . ?
C23 C22 H22 120.9 . . ?
C18 C23 C22 120.73(15) . . ?
C18 C23 O3 116.40(14) . . ?
O3 C23 C22 122.86(15) . . ?
C25 C24 C29 121.88(15) . . ?
C25 C24 O3 119.90(15) . . ?
C29 C24 O3 118.21(14) . . ?
C24 C25 H25 120.5 . . ?
C24 C25 C26 118.97(16) . . ?
C26 C25 H25 120.5 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 119.95(16) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.59(16) . . ?
C28 C27 H27 119.7 . . ?
C27 C28 H28 119.8 . . ?
C27 C28 C29 120.44(16) . . ?
C29 C28 H28 119.8 . . ?
C24 C29 N2 119.58(14) . . ?
C28 C29 C24 118.14(15) . . ?
C28 C29 N2 122.29(14) . . ?
C31 C30 H30 115.5 . . ?
N2 C30 H30 115.5 . . ?
N2 C30 C31 129.03(15) . . ?
C30 C31 C32 117.69(15) . . ?
C40 C31 C30 122.68(14) . . ?
C40 C31 C32 119.56(15) . . ?
C33 C32 C31 124.26(16) . . ?
C33 C32 C37 116.72(15) . . ?
C37 C32 C31 119.01(16) . . ?
C32 C33 H33 119.3 . . ?
C34 C33 C32 121.40(18) . . ?
C34 C33 H33 119.3 . . ?
C33 C34 H34 119.4 . . ?
C33 C34 C35 121.26(19) . . ?
C35 C34 H34 119.4 . . ?
C34 C35 H35 120.6 . . ?
C36 C35 C34 118.90(17) . . ?
C36 C35 H35 120.6 . . ?
C35 C36 H36 119.4 . . ?
C35 C36 C37 121.16(18) . . ?
C37 C36 H36 119.4 . . ?
C32 C37 C36 120.45(17) . . ?
C32 C37 C38 119.13(16) . . ?
C36 C37 C38 120.41(17) . . ?
C37 C38 H38 118.9 . . ?
C39 C38 C37 122.15(17) . . ?
C39 C38 H38 118.9 . . ?
C38 C39 H39 119.3 . . ?
C38 C39 C40 121.30(17) . . ?
C40 C39 H39 119.3 . . ?
C31 C40 C39 118.61(15) . . ?
O4 C40 C31 124.98(15) . . ?
O4 C40 C39 116.41(15) . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O5 C41 H41A 109.5 . . ?
O5 C41 H41B 109.5 . . ?
O5 C41 H41C 109.5 . . ?
C11 N1 C12 117.61(13) . . ?
C11 N1 Zn1 119.82(11) . . ?
C12 N1 Zn1 122.22(10) . . ?
C29 N2 Zn1 122.82(10) . . ?
C30 N2 C29 115.49(13) . . ?
C30 N2 Zn1 121.47(11) . . ?
C1 O1 Zn1 123.39(10) . . ?
C17 O2 C18 115.92(12) . . ?
C23 O3 C24 114.58(12) . . ?
C40 O4 Zn1 127.57(11) . . ?
C19 O5 C41 116.53(14) . . ?
N2 Zn1 N1 142.35(6) . . ?
O1 Zn1 N1 90.15(5) . . ?
O1 Zn1 N2 103.89(5) . . ?
O4 Zn1 N1 116.08(5) . . ?
O4 Zn1 N2 93.48(5) . . ?
O4 Zn1 O1 106.47(5) . . ?

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
_geom_hbond_publ_flag
C26 H26 O5 0.95 2.47 3.154(2) 128.9 2_656 yes

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
C1 C2 C3 C4 -2.2(3) . . . . ?
C1 C10 C11 N1 11.3(3) . . . . ?
C2 C1 C10 C9 -3.9(2) . . . . ?
C2 C1 C10 C11 174.66(15) . . . . ?
C2 C1 O1 Zn1 154.86(12) . . . . ?
C2 C3 C4 C5 175.43(17) . . . . ?
C2 C3 C4 C9 -3.2(3) . . . . ?
C3 C4 C5 C6 179.45(17) . . . . ?
C3 C4 C9 C8 -176.96(15) . . . . ?
C3 C4 C9 C10 4.9(2) . . . . ?
C4 C5 C6 C7 -1.7(3) . . . . ?
C4 C9 C10 C1 -1.3(2) . . . . ?
C4 C9 C10 C11 -179.90(15) . . . . ?
C5 C4 C9 C8 4.4(2) . . . . ?
C5 C4 C9 C10 -173.78(15) . . . . ?
C5 C6 C7 C8 2.6(3) . . . . ?
C6 C7 C8 C9 0.0(3) . . . . ?
C7 C8 C9 C4 -3.5(2) . . . . ?
C7 C8 C9 C10 174.57(16) . . . . ?
C8 C9 C10 C1 -179.34(15) . . . . ?
C8 C9 C10 C11 2.1(2) . . . . ?
C9 C4 C5 C6 -1.9(3) . . . . ?
C9 C10 C11 N1 -170.12(16) . . . . ?
C10 C1 C2 C3 5.7(2) . . . . ?
C10 C1 O1 Zn1 -26.6(2) . . . . ?
C10 C11 N1 C12 -174.74(16) . . . . ?
C10 C11 N1 Zn1 12.0(2) . . . . ?
C12 C13 C14 C15 -1.1(3) . . . . ?
C12 C17 O2 C18 -145.51(14) . . . . ?
C13 C12 C17 C16 -2.2(2) . . . . ?
C13 C12 C17 O2 178.74(14) . . . . ?
C13 C12 N1 C11 30.5(2) . . . . ?
C13 C12 N1 Zn1 -156.43(13) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C14 C15 C16 C17 -0.2(3) . . . . ?
C15 C16 C17 C12 1.3(3) . . . . ?
C15 C16 C17 O2 -179.72(16) . . . . ?
C16 C17 O2 C18 35.5(2) . . . . ?
C17 C12 C13 C14 2.1(3) . . . . ?
C17 C12 N1 C11 -152.29(15) . . . . ?
C17 C12 N1 Zn1 20.8(2) . . . . ?
C18 C19 C20 C21 -1.5(2) . . . . ?
C18 C19 O5 C41 173.27(15) . . . . ?
C18 C23 O3 C24 133.63(15) . . . . ?
C19 C18 C23 C22 -2.7(2) . . . . ?
C19 C18 C23 O3 175.87(14) . . . . ?
C19 C18 O2 C17 -111.96(16) . . . . ?
C19 C20 C21 C22 -1.1(3) . . . . ?
C20 C19 O5 C41 -6.3(3) . . . . ?
C20 C21 C22 C23 1.7(3) . . . . ?
C21 C22 C23 C18 0.2(2) . . . . ?
C21 C22 C23 O3 -178.33(14) . . . . ?
C22 C23 O3 C24 -47.8(2) . . . . ?
C23 C18 C19 C20 3.4(2) . . . . ?
C23 C18 C19 O5 -176.29(14) . . . . ?
C23 C18 O2 C17 71.41(18) . . . . ?
C24 C25 C26 C27 1.1(3) . . . . ?
C24 C29 N2 C30 124.00(16) . . . . ?
C24 C29 N2 Zn1 -61.33(17) . . . . ?
C25 C24 C29 C28 -1.3(2) . . . . ?
C25 C24 C29 N2 178.74(14) . . . . ?
C25 C24 O3 C23 114.04(16) . . . . ?
C25 C26 C27 C28 -1.4(3) . . . . ?
C26 C27 C28 C29 0.3(3) . . . . ?
C27 C28 C29 C24 1.0(2) . . . . ?
C27 C28 C29 N2 -179.02(15) . . . . ?
C28 C29 N2 C30 -56.0(2) . . . . ?
C28 C29 N2 Zn1 118.68(14) . . . . ?
C29 C24 C25 C26 0.2(2) . . . . ?
C29 C24 O3 C23 -66.54(18) . . . . ?
C30 C31 C32 C33 10.1(2) . . . . ?
C30 C31 C32 C37 -171.59(15) . . . . ?
C30 C31 C40 C39 173.20(15) . . . . ?
C30 C31 C40 O4 -6.8(3) . . . . ?
C31 C30 N2 C29 -179.60(15) . . . . ?
C31 C30 N2 Zn1 5.6(2) . . . . ?
C31 C32 C33 C34 -179.29(18) . . . . ?
C31 C32 C37 C36 177.75(15) . . . . ?
C31 C32 C37 C38 -3.2(2) . . . . ?
C31 C40 O4 Zn1 0.7(2) . . . . ?
C32 C31 C40 C39 -3.9(2) . . . . ?
C32 C31 C40 O4 176.11(15) . . . . ?
C32 C33 C34 C35 0.6(3) . . . . ?
C32 C37 C38 C39 -1.0(3) . . . . ?
C33 C32 C37 C36 -3.8(2) . . . . ?
C33 C32 C37 C38 175.20(17) . . . . ?
C33 C34 C35 C36 -2.2(3) . . . . ?
C34 C35 C36 C37 0.7(3) . . . . ?
C35 C36 C37 C32 2.4(3) . . . . ?
C35 C36 C37 C38 -176.63(17) . . . . ?
C36 C37 C38 C39 178.00(17) . . . . ?
C37 C32 C33 C34 2.4(3) . . . . ?
C37 C38 C39 C40 2.9(3) . . . . ?
C38 C39 C40 C31 -0.3(3) . . . . ?
C38 C39 C40 O4 179.67(16) . . . . ?
C39 C40 O4 Zn1 -179.29(11) . . . . ?
C40 C31 C32 C33 -172.62(16) . . . . ?
C40 C31 C32 C37 5.7(2) . . . . ?
N1 C12 C13 C14 179.34(17) . . . . ?
N1 C12 C17 C16 -179.65(15) . . . . ?
N1 C12 C17 O2 1.3(2) . . . . ?
N2 C30 C31 C32 -179.74(15) . . . . ?
N2 C30 C31 C40 3.1(3) . . . . ?
O1 C1 C2 C3 -175.66(16) . . . . ?
O1 C1 C10 C9 177.62(15) . . . . ?
O1 C1 C10 C11 -3.9(3) . . . . ?
O2 C18 C19 C20 -173.26(14) . . . . ?
O2 C18 C19 O5 7.1(2) . . . . ?
O2 C18 C23 C22 173.85(14) . . . . ?
O2 C18 C23 O3 -7.5(2) . . . . ?
O3 C24 C25 C26 179.61(14) . . . . ?
O3 C24 C29 C28 179.33(13) . . . . ?
O3 C24 C29 N2 -0.7(2) . . . . ?
O5 C19 C20 C21 178.13(16) . . . . ?


####################################################################### 
# 
# 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_ma-2
_database_code_depnum_ccdc_archive 'CCDC 2040359'
loop_
_audit_author_name
_audit_author_address
'Hadi Amiri Rudbari'
;university of Isfahan
Iran
;
_audit_update_record             
;
2020-10-23 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C41 H30 N2 O4'
_chemical_formula_sum            'C41 H30 N2 O4'
_chemical_formula_weight         614.67

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

_space_group_crystal_system      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                   7.639(2)
_cell_length_b                   14.165(4)
_cell_length_c                   14.697(4)
_cell_angle_alpha                95.51(2)
_cell_angle_beta                 104.51(2)
_cell_angle_gamma                96.46(2)
_cell_volume                     1517.0(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    53
_cell_measurement_theta_min      3
_cell_measurement_theta_max      22

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_F_000             644
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.495
_exptl_crystal_size_mid          0.396
_exptl_crystal_size_min          0.331
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   0.958
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6293
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker, 2008) was used for absorption correction.
wR2(int) was 0.0790 before and 0.0674 after correction.
The Ration of minimum to maximum transmission is 0.8440.
The λ/2 correction factor is 0.0015.
;
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19204
_diffrn_reflns_av_unetI/netI     0.0711
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.443
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             6784
_reflns_number_gt                4161
_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       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs, 1990-2000)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury 4.3.0 (CCDC, 2019)'
_computing_publication_material  'CIFTab (Sheldrick, 2016)'
_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)+(0.0841P)²+1.4644P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.037(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6784
_refine_ls_number_parameters     510
_refine_ls_number_restraints     222
_refine_ls_R_factor_all          0.1475
_refine_ls_R_factor_gt           0.0907
_refine_ls_wR_factor_ref         0.2438
_refine_ls_wR_factor_gt          0.2117
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_restrained_S_all      1.123
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.4249(10) 0.4911(6) 0.2186(5) 0.0399(19) Uani 0.474(6) 1 d . . P A 1
O2 O 0.1295(11) 0.5392(6) 0.2778(5) 0.0356(16) Uani 0.474(6) 1 d . . P A 1
O3 O 0.3551(9) 0.4806(6) 0.2333(5) 0.0359(15) Uani 0.526(6) 1 d . . P A 2
O4 O 0.0985(10) 0.5756(5) 0.2926(4) 0.0333(15) Uani 0.526(6) 1 d . . P A 2
O5 O 0.0360(3) 0.71676(17) 0.11800(16) 0.0480(6) Uani 1 1 d . . . . .
H5 H 0.089904 0.701369 0.170490 0.072 Uiso 0.30(4) 1 calc R U P B 2
O6 O 0.7550(3) 0.61539(17) 0.39821(16) 0.0470(6) Uani 1 1 d . . . . .
H6 H 0.664100 0.611017 0.351165 0.070 Uiso 0.30(4) 1 calc R U P B 2
N1 N 0.2627(4) 0.7349(2) 0.28072(18) 0.0422(7) Uani 1 1 d . . . . .
H1 H 0.169892 0.702292 0.236641 0.051 Uiso 0.70(4) 1 calc R U P B 1
N2 N 0.6107(4) 0.6438(2) 0.22880(19) 0.0477(8) Uani 1 1 d . . . . .
H2 H 0.619775 0.608593 0.275503 0.057 Uiso 0.70(4) 1 calc R U P B 1
C1 C 0.2958(13) 0.4180(6) 0.2266(5) 0.0297(17) Uani 0.474(6) 1 d . U P A 1
C2 C 0.1451(17) 0.4432(9) 0.2588(9) 0.026(2) Uani 0.474(6) 1 d . U P A 1
C3 C 0.0104(9) 0.3726(5) 0.2679(4) 0.0306(16) Uani 0.474(6) 1 d . U P A 1
C4 C 0.029(4) 0.280(2) 0.2525(16) 0.033(3) Uani 0.474(6) 1 d . U P A 1
H4 H -0.059067 0.232301 0.262089 0.039 Uiso 0.474(6) 1 calc R U P A 1
C5 C 0.1863(10) 0.2527(5) 0.2207(4) 0.0361(18) Uani 0.474(6) 1 d . U P A 1
H5A H 0.198276 0.186937 0.208438 0.043 Uiso 0.474(6) 1 calc R U P A 1
C6 C 0.3175(13) 0.3237(6) 0.2087(6) 0.0321(19) Uani 0.474(6) 1 d . U P A 1
H6A H 0.420135 0.307163 0.188520 0.038 Uiso 0.474(6) 1 calc R U P A 1
C7 C 0.0686(10) 0.4755(6) 0.2758(4) 0.0258(14) Uani 0.526(6) 1 d . U P A 2
C8 C 0.1992(15) 0.4280(8) 0.2442(7) 0.025(2) Uani 0.526(6) 1 d . U P A 2
C9 C 0.1742(8) 0.3283(4) 0.2278(4) 0.0312(14) Uani 0.526(6) 1 d . U P A 2
C10 C 0.018(4) 0.275(2) 0.2356(14) 0.030(3) Uani 0.526(6) 1 d . U P A 2
H10 H -0.001132 0.206791 0.221702 0.035 Uiso 0.526(6) 1 calc R U P A 2
C11 C -0.1183(8) 0.3260(4) 0.2661(4) 0.0321(15) Uani 0.526(6) 1 d . U P A 2
H11 H -0.227563 0.290971 0.272079 0.038 Uiso 0.526(6) 1 calc R U P A 2
C12 C -0.0893(11) 0.4261(6) 0.2864(6) 0.0322(18) Uani 0.526(6) 1 d . U P A 2
H12 H -0.176715 0.459135 0.307189 0.039 Uiso 0.526(6) 1 calc R U P A 2
C13 C 0.3182(12) 0.2775(6) 0.1992(6) 0.043(2) Uani 0.526(6) 1 d . U P A 2
H13A H 0.328929 0.293824 0.137344 0.064 Uiso 0.526(6) 1 calc R U P A 2
H13B H 0.283998 0.208160 0.195106 0.064 Uiso 0.526(6) 1 calc R U P A 2
H13C H 0.435567 0.297483 0.246535 0.064 Uiso 0.526(6) 1 calc R U P A 2
C14 C -0.1514(12) 0.4001(8) 0.2984(7) 0.041(2) Uani 0.474(6) 1 d . U P A 1
H14A H -0.109790 0.444175 0.357666 0.062 Uiso 0.474(6) 1 calc R U P A 1
H14B H -0.224588 0.342595 0.308454 0.062 Uiso 0.474(6) 1 calc R U P A 1
H14C H -0.225864 0.431695 0.249200 0.062 Uiso 0.474(6) 1 calc R U P A 1
C15 C 0.2382(5) 0.6027(3) 0.3695(2) 0.0513(10) Uani 1 1 d . . . . .
C16 C 0.2810(5) 0.5592(3) 0.4512(2) 0.0519(10) Uani 1 1 d . . . . .
H16 H 0.224834 0.496091 0.451913 0.062 Uiso 1 1 calc R U . . .
C17 C 0.4058(5) 0.6079(3) 0.5318(2) 0.0484(9) Uani 1 1 d . . . . .
H17 H 0.437520 0.577616 0.587414 0.058 Uiso 1 1 calc R U . . .
C18 C 0.4844(5) 0.7008(3) 0.5313(2) 0.0492(9) Uani 1 1 d . . . . .
H18 H 0.568763 0.734431 0.586923 0.059 Uiso 1 1 calc R U . . .
C19 C 0.4403(5) 0.7452(3) 0.4496(2) 0.0467(9) Uani 1 1 d . . . . .
H19 H 0.494503 0.809067 0.449990 0.056 Uiso 1 1 calc R U . . .
C20 C 0.3166(4) 0.6964(3) 0.3669(2) 0.0400(8) Uani 1 1 d . . . . .
C21 C 0.3394(4) 0.8150(2) 0.2608(2) 0.0384(8) Uani 1 1 d . . . . .
H21 H 0.440715 0.850994 0.307072 0.046 Uiso 1 1 calc R U . . .
C22 C 0.2770(4) 0.8498(2) 0.1733(2) 0.0363(7) Uani 1 1 d . . . . .
C23 C 0.1218(4) 0.7960(2) 0.1039(2) 0.0386(7) Uani 1 1 d . . . . .
C24 C 0.0574(5) 0.8334(3) 0.0157(2) 0.0484(9) Uani 1 1 d . . . . .
H24 H -0.043457 0.798116 -0.031371 0.058 Uiso 1 1 calc R U . . .
C25 C 0.1370(5) 0.9174(3) -0.0016(2) 0.0502(9) Uani 1 1 d . . . . .
H25 H 0.090531 0.939213 -0.060905 0.060 Uiso 1 1 calc R U . . .
C26 C 0.2897(5) 0.9752(2) 0.0664(2) 0.0417(8) Uani 1 1 d . . . . .
C27 C 0.3622(4) 0.9406(2) 0.1534(2) 0.0380(7) Uani 1 1 d . . . . .
C28 C 0.5165(5) 0.9971(3) 0.2179(3) 0.0565(11) Uani 1 1 d . . . . .
H28 H 0.567907 0.976102 0.277062 0.068 Uiso 1 1 calc R U . . .
C29 C 0.5931(6) 1.0820(3) 0.1963(3) 0.0627(12) Uani 1 1 d . . . . .
H29 H 0.697574 1.117890 0.240450 0.075 Uiso 1 1 calc R U . . .
C30 C 0.5205(5) 1.1163(3) 0.1109(3) 0.0537(10) Uani 1 1 d . . . . .
H30 H 0.572616 1.175666 0.097163 0.064 Uiso 1 1 calc R U . . .
C31 C 0.3717(5) 1.0621(3) 0.0470(3) 0.0517(9) Uani 1 1 d . . . . .
H31 H 0.322953 1.084065 -0.011949 0.062 Uiso 1 1 calc R U . . .
C32 C 0.3648(6) 0.5235(3) 0.1403(2) 0.0558(11) Uani 1 1 d . . . . .
C33 C 0.4828(5) 0.6069(3) 0.1413(2) 0.0512(10) Uani 1 1 d . . . . .
C34 C 0.4693(6) 0.6473(4) 0.0578(3) 0.0647(12) Uani 1 1 d . . . . .
H34 H 0.548840 0.703768 0.057338 0.078 Uiso 1 1 calc R U . . .
C35 C 0.3386(6) 0.6051(4) -0.0260(3) 0.0658(12) Uani 1 1 d . . . . .
H35 H 0.328193 0.633702 -0.082675 0.079 Uiso 1 1 calc R U . . .
C36 C 0.2265(6) 0.5227(3) -0.0257(3) 0.0581(11) Uani 1 1 d . . . . .
H36 H 0.140094 0.493854 -0.082758 0.070 Uiso 1 1 calc R U . . .
C37 C 0.2369(6) 0.4807(3) 0.0567(3) 0.0593(11) Uani 1 1 d . . . . .
H37 H 0.158256 0.423604 0.056222 0.071 Uiso 1 1 calc R U . . .
C38 C 0.7165(5) 0.7263(3) 0.2453(2) 0.0454(9) Uani 1 1 d . . . . .
H38 H 0.710708 0.764911 0.195583 0.054 Uiso 1 1 calc R U . . .
C39 C 0.8400(4) 0.7600(2) 0.3357(2) 0.0378(8) Uani 1 1 d . . . . .
C40 C 0.9558(5) 0.8525(2) 0.3531(2) 0.0411(8) Uani 1 1 d . . . . .
C41 C 1.0795(5) 0.8814(2) 0.4444(2) 0.0450(9) Uani 1 1 d . . . . .
C42 C 1.0824(5) 0.8198(3) 0.5166(2) 0.0495(9) Uani 1 1 d . . . . .
H42 H 1.163401 0.839937 0.577699 0.059 Uiso 1 1 calc R U . . .
C43 C 0.9742(5) 0.7343(3) 0.5013(2) 0.0446(8) Uani 1 1 d . . . . .
H43 H 0.979876 0.696408 0.551681 0.054 Uiso 1 1 calc R U . . .
C44 C 0.8508(4) 0.6998(2) 0.4098(2) 0.0405(8) Uani 1 1 d . . . . .
C45 C 0.9551(6) 0.9153(3) 0.2836(3) 0.0525(10) Uani 1 1 d . . . . .
H45 H 0.872053 0.898374 0.222619 0.063 Uiso 1 1 calc R U . . .
C46 C 1.0724(6) 1.0007(3) 0.3026(3) 0.0626(11) Uani 1 1 d . . . . .
H46 H 1.068756 1.041380 0.254568 0.075 Uiso 1 1 calc R U . . .
C47 C 1.1962(7) 1.0280(3) 0.3913(3) 0.0658(12) Uani 1 1 d . . . . .
H47 H 1.276979 1.086573 0.403915 0.079 Uiso 1 1 calc R U . . .
C48 C 1.1993(6) 0.9685(3) 0.4603(3) 0.0630(11) Uani 1 1 d . . . . .
H48 H 1.284565 0.986541 0.520495 0.076 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
O1 C32 1.277(8) . ?
O1 C1 1.382(9) . ?
O2 C2 1.386(13) . ?
O2 C15 1.534(8) . ?
O3 C8 1.385(12) . ?
O3 C32 1.564(8) . ?
O4 C15 1.335(7) . ?
O4 C7 1.398(8) . ?
O5 C23 1.296(4) . ?
O6 C44 1.302(4) . ?
N1 C21 1.310(4) . ?
N1 C20 1.411(4) . ?
N2 C38 1.308(5) . ?
N2 C33 1.417(4) . ?
C1 C6 1.372(13) . ?
C1 C2 1.417(12) . ?
C2 C3 1.393(14) . ?
C3 C4 1.33(3) . ?
C3 C14 1.494(12) . ?
C4 C5 1.47(3) . ?
C5 C6 1.394(12) . ?
C7 C12 1.377(11) . ?
C7 C8 1.409(11) . ?
C8 C9 1.394(13) . ?
C9 C10 1.38(3) . ?
C9 C13 1.502(11) . ?
C10 C11 1.47(3) . ?
C11 C12 1.401(11) . ?
C15 C16 1.386(5) . ?
C15 C20 1.401(5) . ?
C16 C17 1.385(5) . ?
C17 C18 1.385(5) . ?
C18 C19 1.393(5) . ?
C19 C20 1.403(5) . ?
C21 C22 1.412(4) . ?
C22 C23 1.438(4) . ?
C22 C27 1.463(4) . ?
C23 C24 1.440(4) . ?
C24 C25 1.351(5) . ?
C25 C26 1.440(5) . ?
C26 C31 1.404(5) . ?
C26 C27 1.418(4) . ?
C27 C28 1.419(5) . ?
C28 C29 1.377(5) . ?
C29 C30 1.397(5) . ?
C30 C31 1.377(5) . ?
C32 C37 1.398(5) . ?
C32 C33 1.399(6) . ?
C33 C34 1.389(6) . ?
C34 C35 1.408(5) . ?
C35 C36 1.369(6) . ?
C36 C37 1.388(6) . ?
C38 C39 1.425(4) . ?
C39 C44 1.438(5) . ?
C39 C40 1.459(5) . ?
C40 C45 1.416(5) . ?
C40 C41 1.426(4) . ?
C41 C48 1.414(5) . ?
C41 C42 1.435(5) . ?
C42 C43 1.353(5) . ?
C43 C44 1.440(4) . ?
C45 C46 1.382(6) . ?
C46 C47 1.396(6) . ?
C47 C48 1.377(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C32 O1 C1 108.2(6) . . ?
C2 O2 C15 123.3(7) . . ?
C8 O3 C32 123.3(6) . . ?
C15 O4 C7 108.6(5) . . ?
C21 N1 C20 125.5(3) . . ?
C38 N2 C33 124.9(3) . . ?
C6 C1 O1 121.1(9) . . ?
C6 C1 C2 120.8(10) . . ?
O1 C1 C2 118.0(9) . . ?
O2 C2 C3 120.1(10) . . ?
O2 C2 C1 119.2(11) . . ?
C3 C2 C1 120.6(11) . . ?
C4 C3 C2 119.7(16) . . ?
C4 C3 C14 120.1(15) . . ?
C2 C3 C14 120.1(8) . . ?
C3 C4 C5 120(2) . . ?
C6 C5 C4 119.4(14) . . ?
C1 C6 C5 118.9(9) . . ?
C12 C7 O4 119.8(8) . . ?
C12 C7 C8 121.7(9) . . ?
O4 C7 C8 118.5(8) . . ?
O3 C8 C9 120.4(10) . . ?
O3 C8 C7 119.8(9) . . ?
C9 C8 C7 119.8(10) . . ?
C10 C9 C8 121.4(13) . . ?
C10 C9 C13 118.8(13) . . ?
C8 C9 C13 119.8(8) . . ?
C9 C10 C11 118(2) . . ?
C12 C11 C10 120.8(12) . . ?
C7 C12 C11 118.6(8) . . ?
O4 C15 C16 127.9(4) . . ?
O4 C15 C20 109.3(4) . . ?
C16 C15 C20 121.2(3) . . ?
C16 C15 O2 117.3(4) . . ?
C20 C15 O2 120.6(4) . . ?
C17 C16 C15 119.9(3) . . ?
C16 C17 C18 119.9(3) . . ?
C17 C18 C19 120.3(3) . . ?
C18 C19 C20 120.5(3) . . ?
C15 C20 C19 118.1(3) . . ?
C15 C20 N1 117.1(3) . . ?
C19 C20 N1 124.9(3) . . ?
N1 C21 C22 122.5(3) . . ?
C21 C22 C23 118.7(3) . . ?
C21 C22 C27 121.6(3) . . ?
C23 C22 C27 119.7(3) . . ?
O5 C23 C22 123.0(3) . . ?
O5 C23 C24 118.9(3) . . ?
C22 C23 C24 118.1(3) . . ?
C25 C24 C23 121.6(3) . . ?
C24 C25 C26 122.5(3) . . ?
C31 C26 C27 119.8(3) . . ?
C31 C26 C25 121.8(3) . . ?
C27 C26 C25 118.3(3) . . ?
C26 C27 C28 117.4(3) . . ?
C26 C27 C22 119.7(3) . . ?
C28 C27 C22 122.9(3) . . ?
C29 C28 C27 121.1(3) . . ?
C28 C29 C30 121.4(3) . . ?
C31 C30 C29 118.3(3) . . ?
C30 C31 C26 121.9(4) . . ?
O1 C32 C37 130.8(5) . . ?
O1 C32 C33 106.8(4) . . ?
C37 C32 C33 120.9(4) . . ?
C37 C32 O3 117.0(4) . . ?
C33 C32 O3 121.8(4) . . ?
C34 C33 C32 118.8(3) . . ?
C34 C33 N2 124.4(4) . . ?
C32 C33 N2 116.8(3) . . ?
C33 C34 C35 120.4(4) . . ?
C36 C35 C34 119.8(4) . . ?
C35 C36 C37 121.1(3) . . ?
C36 C37 C32 119.1(4) . . ?
N2 C38 C39 122.0(3) . . ?
C38 C39 C44 118.4(3) . . ?
C38 C39 C40 121.3(3) . . ?
C44 C39 C40 120.3(3) . . ?
C45 C40 C41 117.7(3) . . ?
C45 C40 C39 123.7(3) . . ?
C41 C40 C39 118.6(3) . . ?
C48 C41 C40 119.0(3) . . ?
C48 C41 C42 121.9(3) . . ?
C40 C41 C42 119.0(3) . . ?
C43 C42 C41 122.6(3) . . ?
C42 C43 C44 120.9(3) . . ?
O6 C44 C39 123.3(3) . . ?
O6 C44 C43 118.2(3) . . ?
C39 C44 C43 118.4(3) . . ?
C46 C45 C40 121.4(4) . . ?
C45 C46 C47 120.9(4) . . ?
C48 C47 C46 118.9(4) . . ?
C47 C48 C41 122.0(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C32 O1 C1 C6 102.2(9) . . . . ?
C32 O1 C1 C2 -81.2(10) . . . . ?
C15 O2 C2 C3 103.1(11) . . . . ?
C15 O2 C2 C1 -79.3(13) . . . . ?
C6 C1 C2 O2 178.8(7) . . . . ?
O1 C1 C2 O2 2.2(15) . . . . ?
C6 C1 C2 C3 -3.6(15) . . . . ?
O1 C1 C2 C3 179.8(7) . . . . ?
O2 C2 C3 C4 -177.9(14) . . . . ?
C1 C2 C3 C4 4.6(18) . . . . ?
O2 C2 C3 C14 -0.1(14) . . . . ?
C1 C2 C3 C14 -177.7(9) . . . . ?
C2 C3 C4 C5 -3(2) . . . . ?
C14 C3 C4 C5 178.8(12) . . . . ?
C3 C4 C5 C6 1(2) . . . . ?
O1 C1 C6 C5 178.0(7) . . . . ?
C2 C1 C6 C5 1.4(12) . . . . ?
C4 C5 C6 C1 -0.3(14) . . . . ?
C15 O4 C7 C12 112.6(7) . . . . ?
C15 O4 C7 C8 -70.0(9) . . . . ?
C32 O3 C8 C9 95.4(11) . . . . ?
C32 O3 C8 C7 -87.3(11) . . . . ?
C12 C7 C8 O3 179.2(7) . . . . ?
O4 C7 C8 O3 1.9(13) . . . . ?
C12 C7 C8 C9 -3.4(13) . . . . ?
O4 C7 C8 C9 179.3(6) . . . . ?
O3 C8 C9 C10 -178.2(12) . . . . ?
C7 C8 C9 C10 4.5(16) . . . . ?
O3 C8 C9 C13 0.6(12) . . . . ?
C7 C8 C9 C13 -176.7(8) . . . . ?
C8 C9 C10 C11 -3(2) . . . . ?
C13 C9 C10 C11 178.4(11) . . . . ?
C9 C10 C11 C12 0(2) . . . . ?
O4 C7 C12 C11 177.9(6) . . . . ?
C8 C7 C12 C11 0.6(11) . . . . ?
C10 C11 C12 C7 1.1(13) . . . . ?
C7 O4 C15 C16 -37.1(8) . . . . ?
C7 O4 C15 C20 156.8(5) . . . . ?
C2 O2 C15 C16 -31.8(11) . . . . ?
C2 O2 C15 C20 137.6(9) . . . . ?
O4 C15 C16 C17 -165.7(5) . . . . ?
C20 C15 C16 C17 -1.1(6) . . . . ?
O2 C15 C16 C17 168.3(5) . . . . ?
C15 C16 C17 C18 1.5(6) . . . . ?
C16 C17 C18 C19 -0.8(6) . . . . ?
C17 C18 C19 C20 -0.3(6) . . . . ?
O4 C15 C20 C19 167.2(4) . . . . ?
C16 C15 C20 C19 0.0(6) . . . . ?
O2 C15 C20 C19 -169.0(5) . . . . ?
O4 C15 C20 N1 -12.1(5) . . . . ?
C16 C15 C20 N1 -179.3(3) . . . . ?
O2 C15 C20 N1 11.7(6) . . . . ?
C18 C19 C20 C15 0.7(5) . . . . ?
C18 C19 C20 N1 179.9(3) . . . . ?
C21 N1 C20 C15 -169.8(3) . . . . ?
C21 N1 C20 C19 10.9(5) . . . . ?
C20 N1 C21 C22 -179.3(3) . . . . ?
N1 C21 C22 C23 0.9(5) . . . . ?
N1 C21 C22 C27 178.7(3) . . . . ?
C21 C22 C23 O5 0.1(5) . . . . ?
C27 C22 C23 O5 -177.7(3) . . . . ?
C21 C22 C23 C24 178.8(3) . . . . ?
C27 C22 C23 C24 1.0(5) . . . . ?
O5 C23 C24 C25 177.5(4) . . . . ?
C22 C23 C24 C25 -1.2(5) . . . . ?
C23 C24 C25 C26 -0.4(6) . . . . ?
C24 C25 C26 C31 179.5(4) . . . . ?
C24 C25 C26 C27 2.2(6) . . . . ?
C31 C26 C27 C28 0.4(5) . . . . ?
C25 C26 C27 C28 177.9(3) . . . . ?
C31 C26 C27 C22 -179.7(3) . . . . ?
C25 C26 C27 C22 -2.3(5) . . . . ?
C21 C22 C27 C26 -176.9(3) . . . . ?
C23 C22 C27 C26 0.8(5) . . . . ?
C21 C22 C27 C28 2.9(5) . . . . ?
C23 C22 C27 C28 -179.4(4) . . . . ?
C26 C27 C28 C29 -0.4(6) . . . . ?
C22 C27 C28 C29 179.7(4) . . . . ?
C27 C28 C29 C30 1.0(7) . . . . ?
C28 C29 C30 C31 -1.4(7) . . . . ?
C29 C30 C31 C26 1.4(6) . . . . ?
C27 C26 C31 C30 -1.0(6) . . . . ?
C25 C26 C31 C30 -178.3(4) . . . . ?
C1 O1 C32 C37 -23.8(10) . . . . ?
C1 O1 C32 C33 170.4(6) . . . . ?
C8 O3 C32 C37 -22.5(10) . . . . ?
C8 O3 C32 C33 151.1(8) . . . . ?
O1 C32 C33 C34 168.3(5) . . . . ?
C37 C32 C33 C34 0.8(6) . . . . ?
O3 C32 C33 C34 -172.5(5) . . . . ?
O1 C32 C33 N2 -11.0(6) . . . . ?
C37 C32 C33 N2 -178.5(3) . . . . ?
O3 C32 C33 N2 8.2(6) . . . . ?
C38 N2 C33 C34 8.9(6) . . . . ?
C38 N2 C33 C32 -171.8(3) . . . . ?
C32 C33 C34 C35 0.3(6) . . . . ?
N2 C33 C34 C35 179.5(4) . . . . ?
C33 C34 C35 C36 -1.3(7) . . . . ?
C34 C35 C36 C37 1.2(7) . . . . ?
C35 C36 C37 C32 -0.2(6) . . . . ?
O1 C32 C37 C36 -164.9(7) . . . . ?
C33 C32 C37 C36 -0.9(6) . . . . ?
O3 C32 C37 C36 172.8(5) . . . . ?
C33 N2 C38 C39 178.8(3) . . . . ?
N2 C38 C39 C44 1.6(5) . . . . ?
N2 C38 C39 C40 -179.5(3) . . . . ?
C38 C39 C40 C45 0.2(5) . . . . ?
C44 C39 C40 C45 179.1(3) . . . . ?
C38 C39 C40 C41 -178.7(3) . . . . ?
C44 C39 C40 C41 0.3(5) . . . . ?
C45 C40 C41 C48 -2.4(5) . . . . ?
C39 C40 C41 C48 176.6(3) . . . . ?
C45 C40 C41 C42 179.4(3) . . . . ?
C39 C40 C41 C42 -1.7(5) . . . . ?
C48 C41 C42 C43 -177.0(4) . . . . ?
C40 C41 C42 C43 1.2(6) . . . . ?
C41 C42 C43 C44 0.8(6) . . . . ?
C38 C39 C44 O6 0.9(5) . . . . ?
C40 C39 C44 O6 -178.1(3) . . . . ?
C38 C39 C44 C43 -179.4(3) . . . . ?
C40 C39 C44 C43 1.7(5) . . . . ?
C42 C43 C44 O6 177.5(3) . . . . ?
C42 C43 C44 C39 -2.3(5) . . . . ?
C41 C40 C45 C46 1.3(5) . . . . ?
C39 C40 C45 C46 -177.5(3) . . . . ?
C40 C45 C46 C47 0.0(6) . . . . ?
C45 C46 C47 C48 -0.3(7) . . . . ?
C46 C47 C48 C41 -0.8(7) . . . . ?
C40 C41 C48 C47 2.2(6) . . . . ?
C42 C41 C48 C47 -179.6(4) . . . . ?

_refine_diff_density_max         0.409
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.061



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

data_har007
_database_code_depnum_ccdc_archive 'CCDC 2040362'
loop_
_audit_author_name
_audit_author_address
'Hadi Amiri Rudbari'
;university of Isfahan
Iran
;
_audit_update_record             
;
2021-06-06 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;
_audit_creation_date             2021-05-03
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C41 H28 N2 O4 Zn'
_chemical_formula_sum            'C41 H28 N2 O4 Zn'
_chemical_formula_weight         678.02
_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 0.0033 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'
Zn Zn 0.2839 1.4301 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.3049(4)
_cell_length_b                   17.2598(7)
_cell_length_c                   15.7727(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.7480(15)
_cell_angle_gamma                90
_cell_volume                     3074.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9937
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.51
_cell_measurement_theta_min      2.97
_shelx_estimated_absorpt_T_max   0.869
_shelx_estimated_absorpt_T_min   0.822
_exptl_absorpt_coefficient_mu    0.848
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6383
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0875
_diffrn_reflns_av_unetI/netI     0.0599
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            50617
_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         30.584
_diffrn_reflns_theta_min         2.558
_diffrn_ambient_temperature      150.0
_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_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6440
_reflns_number_total             9456
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.494
_refine_diff_density_min         -0.554
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         9456
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0903
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0362P)²+2.8042P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.1069
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C13(H13), C14(H14),
 C15(H15), C16(H16), C20(H20), C21(H21), C22(H22), C25(H25), C26(H26), C27(H27),
  C28(H28), C30(H30), C33(H33), C34(H34), C35(H35), C36(H36), C38(H38), C39(H39)
2.b Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Zn1 Zn 0.18221(2) 0.19398(2) 0.66284(2) 0.02026(7) Uani 1 1 d . . . . .
O1 O 0.08978(14) 0.16042(10) 0.56043(10) 0.0264(4) Uani 1 1 d . . . . .
O2 O 0.34470(13) 0.23992(9) 0.75968(9) 0.0208(3) Uani 1 1 d . . . . .
O3 O 0.25174(13) 0.38215(9) 0.72407(10) 0.0223(3) Uani 1 1 d . . . . .
O4 O 0.15934(14) 0.11306(9) 0.74621(10) 0.0253(3) Uani 1 1 d . . . . .
N1 N 0.33030(15) 0.19554(10) 0.59852(11) 0.0186(3) Uani 1 1 d . . . . .
N2 N 0.07165(15) 0.26858(10) 0.71600(11) 0.0185(4) Uani 1 1 d . . . . .
C1 C 0.13005(19) 0.11619(12) 0.50266(14) 0.0205(4) Uani 1 1 d . . . . .
C2 C 0.0443(2) 0.07730(13) 0.44753(14) 0.0240(5) Uani 1 1 d . . . . .
H2 H -0.037445 0.087490 0.453393 0.029 Uiso 1 1 calc R U . . .
C3 C 0.0765(2) 0.02700(13) 0.38802(15) 0.0253(5) Uani 1 1 d . . . . .
H3 H 0.016870 0.001808 0.353667 0.030 Uiso 1 1 calc R U . . .
C4 C 0.1982(2) 0.01026(13) 0.37488(13) 0.0225(4) Uani 1 1 d . . . . .
C5 C 0.2289(2) -0.04653(15) 0.31613(16) 0.0311(5) Uani 1 1 d . . . . .
H5 H 0.168138 -0.072811 0.283929 0.037 Uiso 1 1 calc R U . . .
C6 C 0.3455(2) -0.06483(16) 0.30435(16) 0.0349(6) Uani 1 1 d . . . . .
H6 H 0.365517 -0.103680 0.264846 0.042 Uiso 1 1 calc R U . . .
C7 C 0.4335(2) -0.02529(16) 0.35145(16) 0.0332(6) Uani 1 1 d . . . . .
H7 H 0.514261 -0.037252 0.343590 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4057(2) 0.03083(14) 0.40920(15) 0.0268(5) Uani 1 1 d . . . . .
H8 H 0.467897 0.057106 0.439947 0.032 Uiso 1 1 calc R U . . .
C9 C 0.28735(19) 0.05033(12) 0.42391(13) 0.0201(4) Uani 1 1 d . . . . .
C10 C 0.25250(19) 0.10509(12) 0.48877(13) 0.0190(4) Uani 1 1 d . . . . .
C11 C 0.34198(19) 0.14981(12) 0.53255(13) 0.0199(4) Uani 1 1 d . . . . .
H11 H 0.419258 0.146245 0.511714 0.024 Uiso 1 1 calc R U . . .
C12 C 0.42807(18) 0.24270(12) 0.62548(14) 0.0190(4) Uani 1 1 d . . . . .
C13 C 0.51366(19) 0.26982(13) 0.57230(15) 0.0235(5) Uani 1 1 d . . . . .
H13 H 0.510023 0.255602 0.514046 0.028 Uiso 1 1 calc R U . . .
C14 C 0.6045(2) 0.31764(14) 0.60394(16) 0.0277(5) Uani 1 1 d . . . . .
H14 H 0.662779 0.335639 0.567192 0.033 Uiso 1 1 calc R U . . .
C15 C 0.6107(2) 0.33916(14) 0.68859(16) 0.0278(5) Uani 1 1 d . . . . .
H15 H 0.673618 0.371177 0.710012 0.033 Uiso 1 1 calc R U . . .
C16 C 0.52465(19) 0.31382(14) 0.74213(15) 0.0243(5) Uani 1 1 d . . . . .
H16 H 0.527970 0.328465 0.800257 0.029 Uiso 1 1 calc R U . . .
C17 C 0.43444(18) 0.26717(12) 0.70984(14) 0.0190(4) Uani 1 1 d . . . . .
C18 C 0.31112(18) 0.28696(12) 0.82639(13) 0.0192(4) Uani 1 1 d . . . . .
C19 C 0.32197(19) 0.25851(13) 0.90859(14) 0.0230(5) Uani 1 1 d . . . . .
C20 C 0.2780(2) 0.30429(15) 0.97289(14) 0.0268(5) Uani 1 1 d . . . . .
H20 H 0.284230 0.286383 1.029884 0.032 Uiso 1 1 calc R U . . .
C21 C 0.2255(2) 0.37512(14) 0.95523(15) 0.0272(5) Uani 1 1 d . . . . .
H21 H 0.195432 0.404952 1.000001 0.033 Uiso 1 1 calc R U . . .
C22 C 0.2165(2) 0.40300(14) 0.87306(15) 0.0258(5) Uani 1 1 d . . . . .
H22 H 0.181896 0.452222 0.861207 0.031 Uiso 1 1 calc R U . . .
C23 C 0.25840(18) 0.35825(13) 0.80843(13) 0.0197(4) Uani 1 1 d . . . . .
C24 C 0.13830(18) 0.40200(13) 0.69258(13) 0.0196(4) Uani 1 1 d . . . . .
C25 C 0.1172(2) 0.47701(13) 0.66505(15) 0.0257(5) Uani 1 1 d . . . . .
H25 H 0.177947 0.514977 0.670152 0.031 Uiso 1 1 calc R U . . .
C26 C 0.0056(2) 0.49626(14) 0.62971(16) 0.0306(5) Uani 1 1 d . . . . .
H26 H -0.009496 0.547258 0.609255 0.037 Uiso 1 1 calc R U . . .
C27 C -0.0826(2) 0.44137(14) 0.62450(16) 0.0291(5) Uani 1 1 d . . . . .
H27 H -0.158763 0.454873 0.601058 0.035 Uiso 1 1 calc R U . . .
C28 C -0.0613(2) 0.36667(13) 0.65309(14) 0.0235(5) Uani 1 1 d . . . . .
H28 H -0.123094 0.329315 0.649399 0.028 Uiso 1 1 calc R U . . .
C29 C 0.04995(19) 0.34594(12) 0.68721(13) 0.0187(4) Uani 1 1 d . . . . .
C30 C -0.00132(18) 0.24396(12) 0.77174(13) 0.0187(4) Uani 1 1 d . . . . .
H30 H -0.056678 0.281204 0.789725 0.022 Uiso 1 1 calc R U . . .
C31 C -0.00998(18) 0.16928(12) 0.80953(13) 0.0180(4) Uani 1 1 d . . . . .
C32 C -0.10735(19) 0.15691(12) 0.86562(13) 0.0191(4) Uani 1 1 d . . . . .
C33 C -0.1995(2) 0.21072(13) 0.87670(15) 0.0253(5) Uani 1 1 d . . . . .
H33 H -0.200284 0.257879 0.845625 0.030 Uiso 1 1 calc R U . . .
C34 C -0.2883(2) 0.19651(15) 0.93136(15) 0.0282(5) Uani 1 1 d . . . . .
H34 H -0.349211 0.233767 0.937090 0.034 Uiso 1 1 calc R U . . .
C35 C -0.2900(2) 0.12828(15) 0.97843(15) 0.0288(5) Uani 1 1 d . . . . .
H35 H -0.350158 0.119493 1.017333 0.035 Uiso 1 1 calc R U . . .
C36 C -0.2039(2) 0.07429(14) 0.96775(14) 0.0262(5) Uani 1 1 d . . . . .
H36 H -0.205012 0.027508 0.999435 0.031 Uiso 1 1 calc R U . . .
C37 C -0.1134(2) 0.08620(13) 0.91098(14) 0.0219(4) Uani 1 1 d . . . . .
C38 C -0.0294(2) 0.02727(13) 0.89542(15) 0.0252(5) Uani 1 1 d . . . . .
H38 H -0.034338 -0.020507 0.924950 0.030 Uiso 1 1 calc R U . . .
C39 C 0.0572(2) 0.03670(13) 0.84013(15) 0.0237(5) Uani 1 1 d . . . . .
H39 H 0.109418 -0.005103 0.830275 0.028 Uiso 1 1 calc R U . . .
C40 C 0.07186(18) 0.10877(12) 0.79587(14) 0.0195(4) Uani 1 1 d . . . . .
C41 C 0.3763(3) 0.18122(15) 0.92556(17) 0.0374(6) Uani 1 1 d . . . . .
H41A H 0.315310 0.141030 0.918952 0.056 Uiso 1 1 calc R U . . .
H41B H 0.411264 0.179911 0.983612 0.056 Uiso 1 1 calc R U . . .
H41C H 0.438103 0.171787 0.885306 0.056 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
Zn1 O1 1.9684(16) . ?
Zn1 O2 2.4632(15) . ?
Zn1 O4 1.9440(16) . ?
Zn1 N1 1.9989(17) . ?
Zn1 N2 2.0060(18) . ?
O1 C1 1.288(3) . ?
O2 C17 1.394(3) . ?
O2 C18 1.396(2) . ?
O3 C23 1.392(3) . ?
O3 C24 1.396(3) . ?
O4 C40 1.293(3) . ?
N1 C11 1.318(3) . ?
N1 C12 1.421(3) . ?
N2 C29 1.428(3) . ?
N2 C30 1.305(3) . ?
C1 C2 1.437(3) . ?
C1 C10 1.425(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.342(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.431(3) . ?
C4 C5 1.404(3) . ?
C4 C9 1.420(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.377(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.391(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.376(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.410(3) . ?
C9 C10 1.461(3) . ?
C10 C11 1.424(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.392(3) . ?
C12 C17 1.395(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.392(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.384(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.378(3) . ?
C18 C19 1.386(3) . ?
C18 C23 1.390(3) . ?
C19 C20 1.396(3) . ?
C19 C41 1.488(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.381(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.382(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.381(3) . ?
C24 C25 1.383(3) . ?
C24 C29 1.390(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.395(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.375(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.383(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.391(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.425(3) . ?
C31 C32 1.461(3) . ?
C31 C40 1.419(3) . ?
C32 C33 1.413(3) . ?
C32 C37 1.418(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.375(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.393(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.364(4) . ?
C36 H36 0.9500 . ?
C36 C37 1.406(3) . ?
C37 C38 1.421(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.352(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.440(3) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O2 162.62(6) . . ?
O1 Zn1 N1 90.69(7) . . ?
O1 Zn1 N2 102.42(7) . . ?
O4 Zn1 O1 105.14(7) . . ?
O4 Zn1 O2 86.06(6) . . ?
O4 Zn1 N1 119.66(7) . . ?
O4 Zn1 N2 94.17(7) . . ?
N1 Zn1 O2 72.09(6) . . ?
N1 Zn1 N2 139.23(7) . . ?
N2 Zn1 O2 89.73(6) . . ?
C1 O1 Zn1 124.26(14) . . ?
C17 O2 Zn1 107.46(12) . . ?
C17 O2 C18 117.41(16) . . ?
C18 O2 Zn1 115.65(12) . . ?
C23 O3 C24 114.81(16) . . ?
C40 O4 Zn1 125.55(14) . . ?
C11 N1 Zn1 120.72(14) . . ?
C11 N1 C12 118.25(18) . . ?
C12 N1 Zn1 120.94(13) . . ?
C29 N2 Zn1 124.64(14) . . ?
C30 N2 Zn1 119.94(15) . . ?
C30 N2 C29 114.47(18) . . ?
O1 C1 C2 117.0(2) . . ?
O1 C1 C10 124.6(2) . . ?
C10 C1 C2 118.4(2) . . ?
C1 C2 H2 119.1 . . ?
C3 C2 C1 121.9(2) . . ?
C3 C2 H2 119.1 . . ?
C2 C3 H3 119.1 . . ?
C2 C3 C4 121.8(2) . . ?
C4 C3 H3 119.1 . . ?
C5 C4 C3 120.4(2) . . ?
C5 C4 C9 120.5(2) . . ?
C9 C4 C3 119.0(2) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.2(2) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 H6 120.7 . . ?
C5 C6 C7 118.7(2) . . ?
C7 C6 H6 120.7 . . ?
C6 C7 H7 119.4 . . ?
C8 C7 C6 121.2(2) . . ?
C8 C7 H7 119.4 . . ?
C7 C8 H8 119.1 . . ?
C7 C8 C9 121.7(2) . . ?
C9 C8 H8 119.1 . . ?
C4 C9 C10 119.2(2) . . ?
C8 C9 C4 116.6(2) . . ?
C8 C9 C10 124.0(2) . . ?
C1 C10 C9 119.43(19) . . ?
C11 C10 C1 121.68(19) . . ?
C11 C10 C9 118.75(19) . . ?
N1 C11 C10 127.7(2) . . ?
N1 C11 H11 116.1 . . ?
C10 C11 H11 116.1 . . ?
C13 C12 N1 124.43(19) . . ?
C13 C12 C17 117.89(19) . . ?
C17 C12 N1 117.56(19) . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.4(2) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.8(2) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.1(2) . . ?
C17 C16 H16 120.4 . . ?
C12 C17 O2 115.47(18) . . ?
C16 C17 O2 122.30(19) . . ?
C16 C17 C12 122.2(2) . . ?
C19 C18 O2 118.94(19) . . ?
C19 C18 C23 121.5(2) . . ?
C23 C18 O2 119.37(19) . . ?
C18 C19 C20 117.4(2) . . ?
C18 C19 C41 120.2(2) . . ?
C20 C19 C41 122.4(2) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.3(2) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 119.7 . . ?
C20 C21 C22 120.6(2) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 120.5 . . ?
C23 C22 C21 119.0(2) . . ?
C23 C22 H22 120.5 . . ?
C18 C23 O3 117.39(19) . . ?
C22 C23 O3 122.4(2) . . ?
C22 C23 C18 120.2(2) . . ?
C25 C24 O3 118.92(19) . . ?
C25 C24 C29 121.3(2) . . ?
C29 C24 O3 119.74(19) . . ?
C24 C25 H25 120.4 . . ?
C24 C25 C26 119.2(2) . . ?
C26 C25 H25 120.4 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 119.9(2) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 119.7 . . ?
C26 C27 C28 120.6(2) . . ?
C28 C27 H27 119.7 . . ?
C27 C28 H28 119.8 . . ?
C27 C28 C29 120.4(2) . . ?
C29 C28 H28 119.8 . . ?
C24 C29 N2 121.30(19) . . ?
C24 C29 C28 118.6(2) . . ?
C28 C29 N2 120.13(19) . . ?
N2 C30 H30 115.3 . . ?
N2 C30 C31 129.4(2) . . ?
C31 C30 H30 115.3 . . ?
C30 C31 C32 117.02(19) . . ?
C40 C31 C30 122.95(19) . . ?
C40 C31 C32 120.02(19) . . ?
C33 C32 C31 124.1(2) . . ?
C33 C32 C37 116.7(2) . . ?
C37 C32 C31 119.2(2) . . ?
C32 C33 H33 119.2 . . ?
C34 C33 C32 121.6(2) . . ?
C34 C33 H33 119.2 . . ?
C33 C34 H34 119.5 . . ?
C33 C34 C35 120.9(2) . . ?
C35 C34 H34 119.5 . . ?
C34 C35 H35 120.5 . . ?
C36 C35 C34 118.9(2) . . ?
C36 C35 H35 120.5 . . ?
C35 C36 H36 119.2 . . ?
C35 C36 C37 121.6(2) . . ?
C37 C36 H36 119.2 . . ?
C32 C37 C38 118.7(2) . . ?
C36 C37 C32 120.1(2) . . ?
C36 C37 C38 121.2(2) . . ?
C37 C38 H38 118.8 . . ?
C39 C38 C37 122.4(2) . . ?
C39 C38 H38 118.8 . . ?
C38 C39 H39 119.3 . . ?
C38 C39 C40 121.4(2) . . ?
C40 C39 H39 119.3 . . ?
O4 C40 C31 124.98(19) . . ?
O4 C40 C39 116.92(19) . . ?
C31 C40 C39 118.10(19) . . ?
C19 C41 H41A 109.5 . . ?
C19 C41 H41B 109.5 . . ?
C19 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C1 C2 160.58(15) . . . . ?
Zn1 O1 C1 C10 -21.1(3) . . . . ?
Zn1 O2 C17 C12 -17.6(2) . . . . ?
Zn1 O2 C17 C16 163.70(18) . . . . ?
Zn1 O2 C18 C19 111.28(18) . . . . ?
Zn1 O2 C18 C23 -63.3(2) . . . . ?
Zn1 O4 C40 C31 -12.6(3) . . . . ?
Zn1 O4 C40 C39 167.24(15) . . . . ?
Zn1 N1 C11 C10 11.6(3) . . . . ?
Zn1 N1 C12 C13 -155.39(17) . . . . ?
Zn1 N1 C12 C17 20.6(3) . . . . ?
Zn1 N2 C29 C24 -66.2(2) . . . . ?
Zn1 N2 C29 C28 113.9(2) . . . . ?
Zn1 N2 C30 C31 6.4(3) . . . . ?
O1 C1 C2 C3 -176.6(2) . . . . ?
O1 C1 C10 C9 176.9(2) . . . . ?
O1 C1 C10 C11 -7.3(3) . . . . ?
O2 C18 C19 C20 -174.50(19) . . . . ?
O2 C18 C19 C41 4.2(3) . . . . ?
O2 C18 C23 O3 -5.8(3) . . . . ?
O2 C18 C23 C22 175.11(19) . . . . ?
O3 C24 C25 C26 176.9(2) . . . . ?
O3 C24 C29 N2 2.1(3) . . . . ?
O3 C24 C29 C28 -177.99(19) . . . . ?
N1 C12 C13 C14 178.1(2) . . . . ?
N1 C12 C17 O2 2.1(3) . . . . ?
N1 C12 C17 C16 -179.2(2) . . . . ?
N2 C30 C31 C32 -175.4(2) . . . . ?
N2 C30 C31 C40 5.7(4) . . . . ?
C1 C2 C3 C4 -1.2(4) . . . . ?
C1 C10 C11 N1 12.1(4) . . . . ?
C2 C1 C10 C9 -4.8(3) . . . . ?
C2 C1 C10 C11 171.0(2) . . . . ?
C2 C3 C4 C5 175.6(2) . . . . ?
C2 C3 C4 C9 -2.6(3) . . . . ?
C3 C4 C5 C6 -178.2(2) . . . . ?
C3 C4 C9 C8 179.2(2) . . . . ?
C3 C4 C9 C10 2.5(3) . . . . ?
C4 C5 C6 C7 -0.6(4) . . . . ?
C4 C9 C10 C1 1.2(3) . . . . ?
C4 C9 C10 C11 -174.7(2) . . . . ?
C5 C4 C9 C8 1.0(3) . . . . ?
C5 C4 C9 C10 -175.7(2) . . . . ?
C5 C6 C7 C8 0.3(4) . . . . ?
C6 C7 C8 C9 0.6(4) . . . . ?
C7 C8 C9 C4 -1.2(3) . . . . ?
C7 C8 C9 C10 175.2(2) . . . . ?
C8 C9 C10 C1 -175.2(2) . . . . ?
C8 C9 C10 C11 8.9(3) . . . . ?
C9 C4 C5 C6 -0.1(4) . . . . ?
C9 C10 C11 N1 -172.1(2) . . . . ?
C10 C1 C2 C3 4.9(3) . . . . ?
C11 N1 C12 C13 28.1(3) . . . . ?
C11 N1 C12 C17 -156.0(2) . . . . ?
C12 N1 C11 C10 -171.9(2) . . . . ?
C12 C13 C14 C15 -0.3(4) . . . . ?
C13 C12 C17 O2 178.34(19) . . . . ?
C13 C12 C17 C16 -2.9(3) . . . . ?
C13 C14 C15 C16 -0.9(4) . . . . ?
C14 C15 C16 C17 0.3(4) . . . . ?
C15 C16 C17 O2 -179.6(2) . . . . ?
C15 C16 C17 C12 1.7(3) . . . . ?
C17 O2 C18 C19 -120.1(2) . . . . ?
C17 O2 C18 C23 65.3(2) . . . . ?
C17 C12 C13 C14 2.2(3) . . . . ?
C18 O2 C17 C12 -149.97(19) . . . . ?
C18 O2 C17 C16 31.3(3) . . . . ?
C18 C19 C20 C21 0.1(3) . . . . ?
C19 C18 C23 O3 179.82(19) . . . . ?
C19 C18 C23 C22 0.7(3) . . . . ?
C19 C20 C21 C22 -0.7(3) . . . . ?
C20 C21 C22 C23 1.4(3) . . . . ?
C21 C22 C23 O3 179.6(2) . . . . ?
C21 C22 C23 C18 -1.3(3) . . . . ?
C23 O3 C24 C25 118.2(2) . . . . ?
C23 O3 C24 C29 -63.6(3) . . . . ?
C23 C18 C19 C20 -0.1(3) . . . . ?
C23 C18 C19 C41 178.6(2) . . . . ?
C24 O3 C23 C18 126.1(2) . . . . ?
C24 O3 C23 C22 -54.9(3) . . . . ?
C24 C25 C26 C27 1.6(4) . . . . ?
C25 C24 C29 N2 -179.7(2) . . . . ?
C25 C24 C29 C28 0.2(3) . . . . ?
C25 C26 C27 C28 -0.8(4) . . . . ?
C26 C27 C28 C29 -0.3(4) . . . . ?
C27 C28 C29 N2 -179.5(2) . . . . ?
C27 C28 C29 C24 0.6(3) . . . . ?
C29 N2 C30 C31 175.8(2) . . . . ?
C29 C24 C25 C26 -1.3(3) . . . . ?
C30 N2 C29 C24 125.0(2) . . . . ?
C30 N2 C29 C28 -54.9(3) . . . . ?
C30 C31 C32 C33 7.5(3) . . . . ?
C30 C31 C32 C37 -174.13(19) . . . . ?
C30 C31 C40 O4 -2.7(3) . . . . ?
C30 C31 C40 C39 177.5(2) . . . . ?
C31 C32 C33 C34 -179.1(2) . . . . ?
C31 C32 C37 C36 177.59(19) . . . . ?
C31 C32 C37 C38 -4.7(3) . . . . ?
C32 C31 C40 O4 178.41(19) . . . . ?
C32 C31 C40 C39 -1.4(3) . . . . ?
C32 C33 C34 C35 0.4(4) . . . . ?
C32 C37 C38 C39 1.2(3) . . . . ?
C33 C32 C37 C36 -3.9(3) . . . . ?
C33 C32 C37 C38 173.8(2) . . . . ?
C33 C34 C35 C36 -1.9(4) . . . . ?
C34 C35 C36 C37 0.4(4) . . . . ?
C35 C36 C37 C32 2.5(3) . . . . ?
C35 C36 C37 C38 -175.1(2) . . . . ?
C36 C37 C38 C39 178.9(2) . . . . ?
C37 C32 C33 C34 2.5(3) . . . . ?
C37 C38 C39 C40 2.4(4) . . . . ?
C38 C39 C40 O4 178.0(2) . . . . ?
C38 C39 C40 C31 -2.2(3) . . . . ?
C40 C31 C32 C33 -173.6(2) . . . . ?
C40 C31 C32 C37 4.8(3) . . . . ?
C41 C19 C20 C21 -178.5(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2040357'
loop_
_audit_author_name
_audit_author_address
'Hadi Amiri Rudbari'
;university of Isfahan
Iran
;
_audit_update_record             
;
2020-10-23 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H28 N2 O4'
_chemical_formula_weight         600.64

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   14.023(3)
_cell_length_b                   15.366(3)
_cell_length_c                   14.628(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.68(3)
_cell_angle_gamma                90
_cell_volume                     2968.0(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    14290
_cell_measurement_theta_min      2.7
_cell_measurement_theta_max      29.2

_exptl_crystal_description       flat
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Stoe IPDS-II'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9362
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.651
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_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 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2618
_reflns_number_gt                1854
_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       'X-AREA (Stoe & Cie, 2005)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2005)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2005)'
_computing_structure_solution    'SIR-97 (Altomare et al., 1997)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0604P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2618
_refine_ls_number_parameters     213
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.1008
_refine_ls_wR_factor_gt          0.0956
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.87283(9) 0.31465(8) 0.70703(10) 0.0639(3) Uani 1 1 d . . . . .
O1 O 0.89664(9) 0.48473(6) 0.70974(8) 0.0763(3) Uani 1 1 d . . . . .
C9 C 0.87445(10) 0.35396(9) 0.62093(10) 0.0599(3) Uani 1 1 d . . . . .
C11 C 0.87341(10) 0.19606(9) 0.81218(11) 0.0602(3) Uani 1 1 d . . . . .
C4 C 0.88703(10) 0.44416(8) 0.62209(10) 0.0596(4) Uani 1 1 d . . . . .
O2 O 0.86473(11) 0.33725(7) 0.87651(9) 0.0906(4) Uani 1 1 d . . . . .
H2 H 0.865243 0.349884 0.822215 0.136 Uiso 0.3 1 calc R U P . .
C1 C 0.94799(10) 0.56349(7) 0.72835(9) 0.0524(3) Uani 1 1 d . . . . .
C10 C 0.87542(10) 0.23119(8) 0.72382(11) 0.0613(4) Uani 1 1 d . . . . .
H10 H 0.878740 0.193235 0.675459 0.074 Uiso 1 1 calc R U . . .
C12 C 0.87428(10) 0.10234(8) 0.82732(11) 0.0628(4) Uani 1 1 d . . . . .
C8 C 0.86323(12) 0.30986(10) 0.53520(12) 0.0749(4) Uani 1 1 d . . . . .
H8 H 0.855699 0.249687 0.533024 0.090 Uiso 1 1 calc R U . . .
C5 C 0.88645(11) 0.48824(9) 0.53998(11) 0.0682(4) Uani 1 1 d . . . . .
H5 H 0.894389 0.548371 0.541544 0.082 Uiso 1 1 calc R U . . .
C17 C 0.87323(11) 0.06973(10) 0.91730(12) 0.0708(4) Uani 1 1 d . . . . .
C7 C 0.86310(13) 0.35397(10) 0.45345(13) 0.0815(5) Uani 1 1 d . . . . .
H7 H 0.855552 0.323493 0.396505 0.098 Uiso 1 1 calc R U . . .
C20 C 0.86930(11) 0.25315(10) 0.88699(11) 0.0707(4) Uani 1 1 d . . . . .
C19 C 0.86978(15) 0.21695(12) 0.97607(13) 0.0957(6) Uani 1 1 d . . . . .
H19 H 0.868552 0.253806 1.026088 0.115 Uiso 1 1 calc R U . . .
C6 C 0.87408(12) 0.44293(10) 0.45542(12) 0.0752(4) Uani 1 1 d . . . . .
H6 H 0.873151 0.472552 0.399688 0.090 Uiso 1 1 calc R U . . .
C2 C 0.89597(13) 0.64063(10) 0.70854(11) 0.0737(4) Uani 1 1 d . . . . .
H22 H 0.825754 0.640805 0.680888 0.088 Uiso 1 1 calc R U . . .
C3 C 0.94837(14) 0.71750(9) 0.72985(12) 0.0916(6) Uani 1 1 d . . . . .
H3 H 0.913446 0.770032 0.716813 0.110 Uiso 1 1 calc R U . . .
C18 C 0.87199(15) 0.13006(12) 0.98994(13) 0.0969(6) Uani 1 1 d . . . . .
H18 H 0.872732 0.108952 1.049758 0.116 Uiso 1 1 calc R U . . .
C13 C 0.87124(15) 0.04075(10) 0.75556(15) 0.0919(6) Uani 1 1 d . . . . .
H13 H 0.871041 0.059791 0.695145 0.110 Uiso 1 1 calc R U . . .
C15 C 0.86991(15) -0.07798(12) 0.86115(17) 0.0962(6) Uani 1 1 d . . . . .
H15 H 0.869576 -0.137579 0.872141 0.115 Uiso 1 1 calc R U . . .
C16 C 0.87168(13) -0.02089(12) 0.93165(15) 0.0870(5) Uani 1 1 d . . . . .
H16 H 0.871895 -0.041852 0.991360 0.104 Uiso 1 1 calc R U . . .
C14 C 0.86858(18) -0.04652(11) 0.77238(18) 0.1113(7) Uani 1 1 d . . . . .
H14 H 0.865824 -0.085543 0.722964 0.134 Uiso 1 1 calc R U . . .
H1 H 0.8707(19) 0.3474(16) 0.758(2) 0.090(8) Uiso 0.7 1 d . . P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C10 1.3038(17) . ?
N1 C9 1.4039(19) . ?
N1 H1 0.90(3) . ?
O1 C1 1.3875(14) . ?
O1 C4 1.3908(17) . ?
C9 C8 1.387(2) . ?
C9 C4 1.3966(19) . ?
C11 C10 1.410(2) . ?
C11 C20 1.419(2) . ?
C11 C12 1.4565(19) . ?
C4 C5 1.377(2) . ?
O2 C20 1.3003(17) . ?
O2 H2 0.8200 . ?
C1 C2 1.3707(18) . ?
C1 C1 1.381(3) 2_756 ?
C10 H10 0.9300 . ?
C12 C13 1.403(2) . ?
C12 C17 1.413(2) . ?
C8 C7 1.374(2) . ?
C8 H8 0.9300 . ?
C5 C6 1.378(2) . ?
C5 H5 0.9300 . ?
C17 C16 1.410(2) . ?
C17 C18 1.415(2) . ?
C7 C6 1.375(2) . ?
C7 H7 0.9300 . ?
C20 C19 1.415(2) . ?
C19 C18 1.349(2) . ?
C19 H19 0.9300 . ?
C6 H6 0.9300 . ?
C2 C3 1.370(2) . ?
C2 H22 0.9300 . ?
C3 C3 1.367(4) 2_756 ?
C3 H3 0.9300 . ?
C18 H18 0.9300 . ?
C13 C14 1.366(2) . ?
C13 H13 0.9300 . ?
C15 C16 1.348(3) . ?
C15 C14 1.380(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C14 H14 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
C10 N1 C9 125.76(14) . . ?
C10 N1 H1 113.6(16) . . ?
C9 N1 H1 120.6(16) . . ?
C1 O1 C4 117.03(10) . . ?
C8 C9 C4 118.11(13) . . ?
C8 C9 N1 124.73(13) . . ?
C4 C9 N1 117.15(12) . . ?
C10 C11 C20 119.28(13) . . ?
C10 C11 C12 121.09(13) . . ?
C20 C11 C12 119.63(14) . . ?
C5 C4 O1 123.66(12) . . ?
C5 C4 C9 120.93(13) . . ?
O1 C4 C9 115.38(12) . . ?
C20 O2 H2 109.5 . . ?
C2 C1 C1 120.12(9) . 2_756 ?
C2 C1 O1 120.58(13) . . ?
C1 C1 O1 119.23(7) 2_756 . ?
N1 C10 C11 122.78(14) . . ?
N1 C10 H10 118.6 . . ?
C11 C10 H10 118.6 . . ?
C13 C12 C17 116.78(14) . . ?
C13 C12 C11 123.80(15) . . ?
C17 C12 C11 119.34(14) . . ?
C7 C8 C9 120.83(14) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C4 C5 C6 119.77(13) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C16 C17 C12 119.63(16) . . ?
C16 C17 C18 122.07(17) . . ?
C12 C17 C18 118.29(14) . . ?
C8 C7 C6 120.32(15) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
O2 C20 C19 118.95(14) . . ?
O2 C20 C11 122.46(14) . . ?
C19 C20 C11 118.59(14) . . ?
C18 C19 C20 121.36(16) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C7 C6 C5 120.03(15) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C3 C2 C1 119.39(15) . . ?
C3 C2 H22 120.3 . . ?
C1 C2 H22 120.3 . . ?
C3 C3 C2 120.46(9) 2_756 . ?
C3 C3 H3 119.8 2_756 . ?
C2 C3 H3 119.8 . . ?
C19 C18 C17 122.75(17) . . ?
C19 C18 H18 118.6 . . ?
C17 C18 H18 118.6 . . ?
C14 C13 C12 121.53(18) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C16 C15 C14 118.88(17) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
C15 C16 C17 121.76(18) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 H16 119.1 . . ?
C13 C14 C15 121.4(2) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 N1 C9 C8 10.6(2) . . . . ?
C10 N1 C9 C4 -170.29(13) . . . . ?
C1 O1 C4 C5 -27.2(2) . . . . ?
C1 O1 C4 C9 154.81(12) . . . . ?
C8 C9 C4 C5 1.2(2) . . . . ?
N1 C9 C4 C5 -178.05(13) . . . . ?
C8 C9 C4 O1 179.25(12) . . . . ?
N1 C9 C4 O1 0.04(18) . . . . ?
C4 O1 C1 C2 96.14(15) . . . . ?
C4 O1 C1 C1 -87.09(18) . . . 2_756 ?
C9 N1 C10 C11 -179.90(13) . . . . ?
C20 C11 C10 N1 -0.6(2) . . . . ?
C12 C11 C10 N1 178.69(13) . . . . ?
C10 C11 C12 C13 -3.8(2) . . . . ?
C20 C11 C12 C13 175.46(15) . . . . ?
C10 C11 C12 C17 179.37(13) . . . . ?
C20 C11 C12 C17 -1.4(2) . . . . ?
C4 C9 C8 C7 -0.9(2) . . . . ?
N1 C9 C8 C7 178.25(14) . . . . ?
O1 C4 C5 C6 -178.41(13) . . . . ?
C9 C4 C5 C6 -0.5(2) . . . . ?
C13 C12 C17 C16 1.5(2) . . . . ?
C11 C12 C17 C16 178.53(13) . . . . ?
C13 C12 C17 C18 -177.44(15) . . . . ?
C11 C12 C17 C18 -0.4(2) . . . . ?
C9 C8 C7 C6 0.0(3) . . . . ?
C10 C11 C20 O2 1.8(2) . . . . ?
C12 C11 C20 O2 -177.52(13) . . . . ?
C10 C11 C20 C19 -178.50(14) . . . . ?
C12 C11 C20 C19 2.2(2) . . . . ?
O2 C20 C19 C18 178.40(17) . . . . ?
C11 C20 C19 C18 -1.3(3) . . . . ?
C8 C7 C6 C5 0.7(3) . . . . ?
C4 C5 C6 C7 -0.5(2) . . . . ?
C1 C1 C2 C3 1.6(2) 2_756 . . . ?
O1 C1 C2 C3 178.38(14) . . . . ?
C1 C2 C3 C3 0.3(3) . . . 2_756 ?
C20 C19 C18 C17 -0.5(3) . . . . ?
C16 C17 C18 C19 -177.56(17) . . . . ?
C12 C17 C18 C19 1.3(3) . . . . ?
C17 C12 C13 C14 -0.7(3) . . . . ?
C11 C12 C13 C14 -177.63(17) . . . . ?
C14 C15 C16 C17 -0.6(3) . . . . ?
C12 C17 C16 C15 -0.8(2) . . . . ?
C18 C17 C16 C15 178.04(17) . . . . ?
C12 C13 C14 C15 -0.7(3) . . . . ?
C16 C15 C14 C13 1.4(3) . . . . ?

_refine_diff_density_max         0.111
_refine_diff_density_min         -0.131
_refine_diff_density_rms         0.024



