# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_s019
_database_code_depnum_ccdc_archive 'CCDC 2144474'
loop_
_audit_author_name
_audit_author_address
'Birgit Hischa'
;University of Regensburg
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-02-16 downloaded from the CCDC.
;
_audit_creation_date             2019-01-28
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H30 Cu N2 O6'
_chemical_formula_sum            'C32 H30 Cu N2 O6'
_chemical_formula_weight         602.12
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C32 H30 Cu N2 O6'
_chemical_oxdiff_usercomment     Reichle_Reiser_AR164-2
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'
Cu Cu -1.9646 0.5888 '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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   25.6472(6)
_cell_length_b                   16.1411(4)
_cell_length_c                   13.7447(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.289(3)
_cell_angle_gamma                90
_cell_volume                     5513.9(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6198
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      73.6690
_cell_measurement_theta_min      4.2840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.529
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.942
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.37b (Rigaku Oxford Diffraction, 2017)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2504
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-15 3 -1 0.0118
1 1 8 0.0643
-17 -1 3 0.0116
-13 -5 4 0.0223
-6 -10 0 0.0512
-5 -7 7 0.0448
16 -3 0 0.0305
9 -1 6 0.0427
14 -1 -7 0.0508
10 8 -1 0.0429
-16 -3 1 0.0147
8 0 -9 0.0484
-6 -1 -7 0.0384
-1 10 -1 0.0482
1 0 -9 0.0417
-16 -1 0 0.0073

_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.046
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-15.0009 2.9999 -1.0000 -0.1772 -0.8463 0.5150
1.0015 1.0003 8.0000 0.1471 0.7365 0.5781
-16.9990 -1.0001 2.9998 0.3214 -0.6336 0.7444
-12.9977 -5.0001 3.9996 0.6788 -0.3640 0.5594
-5.9972 -10.0002 -0.0006 0.9483 -0.3688 -0.1178
-4.9965 -7.0000 6.9996 0.8849 0.2944 0.4508
16.0007 -2.9999 0.0000 0.1384 0.8133 -0.6203
9.0015 -0.9998 6.0000 0.1999 0.9706 0.1073
13.9986 -1.0001 -6.9999 -0.2396 0.1269 -0.9986
9.9975 8.0002 -0.9995 -0.8319 0.4801 -0.1490
-15.9989 -3.0001 0.9997 0.4317 -0.7628 0.5037
7.9980 -0.0002 -8.9999 -0.3415 -0.3485 -0.9147
-6.0012 -1.0003 -7.0001 -0.0754 -0.9112 -0.3413
-1.0029 10.0001 -0.9995 -0.9215 -0.0794 0.2754
0.9980 -0.0003 -8.9999 -0.2840 -0.7118 -0.6847
-15.9996 -1.0001 -0.0002 0.2212 -0.8362 0.4943

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14926
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.143
_diffrn_reflns_theta_min         3.265
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1773
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  30.00   1.00   20.00    --  -42.68  37.00 -30.00   95
  2  ω   -117.00 -11.00   1.00   20.00    --  -42.68 -77.00  30.00  106
  3  ω     32.00  69.00   1.00   60.00    --  106.63 -30.00-150.00   37
  4  ω     35.00  77.00   1.00   60.00    --  106.63 -45.00 -30.00   42
  5  ω     79.00 158.00   1.00   60.00    --  106.63  61.00 -60.00   79
  6  ω     33.00 138.00   1.00   60.00    --  106.63 -77.00 -60.00  105
  7  ω     83.00 158.00   1.00   60.00    --  106.63  30.00  60.00   75
  8  ω     25.00 109.00   1.00   60.00    --  106.63 -94.00-180.00   84
  9  ω     32.00  69.00   1.00   60.00    --  106.63 -30.00  60.00   37
 10  ω   -117.00 -11.00   1.00   20.00    --  -42.68 -77.00-150.00  106
 11  ω    -27.00  69.00   1.00   20.00    --   42.68 -57.00  60.00   96
 12  ω     83.00 140.00   1.00   60.00    --  106.63  30.00 150.00   57
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0082085000
_diffrn_orient_matrix_UB_12      -0.0899038000
_diffrn_orient_matrix_UB_13      0.0306520000
_diffrn_orient_matrix_UB_21      0.0519058000
_diffrn_orient_matrix_UB_22      0.0057414000
_diffrn_orient_matrix_UB_23      0.0848477000
_diffrn_orient_matrix_UB_31      -0.0328636000
_diffrn_orient_matrix_UB_32      0.0314873000
_diffrn_orient_matrix_UB_33      0.0724333000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4303
_reflns_number_total             5395
_reflns_odcompleteness_completeness 99.06
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.37b (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.37b (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.37b (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.941
_refine_diff_density_min         -0.435
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         5395
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0380
_refine_ls_restrained_S_all      1.018
_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)+(0.0607P)²+3.9756P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0974
_refine_ls_wR_factor_ref         0.1061
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C26(H26), C27(H27), C3(H3), C30(H30), C21(H21), C14(H14), C20(H20), C31(H31),
 C4(H4), C16(H16), C13(H13), C7(H7), C17(H17), C6(H6)
2.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C18(H18A,H18B,H18C), C1(H1A,H1B,H1C), C0AA(H0AA,H0AB,H0AC)
;
_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
Cu1 Cu 0.49930(2) 0.74938(2) 0.49733(2) 0.01845(10) Uani 1 1 d . . . . .
O5 O 0.54547(7) 0.86318(10) 0.63535(12) 0.0349(4) Uani 1 1 d . . . . .
O3 O 0.54947(6) 0.76934(9) 0.41619(12) 0.0282(3) Uani 1 1 d . . . . .
O1 O 0.70116(6) 0.42311(10) 0.20639(12) 0.0319(4) Uani 1 1 d . . . . .
O4 O 0.55215(6) 0.72714(10) 0.62142(12) 0.0306(4) Uani 1 1 d . . . . .
O6 O 0.69341(6) 1.07577(10) 0.98030(12) 0.0344(4) Uani 1 1 d . . . . .
O2 O 0.54880(7) 0.63222(10) 0.40529(13) 0.0377(4) Uani 1 1 d . . . . .
N2 N 0.43822(6) 0.82054(10) 0.41978(11) 0.0165(3) Uani 1 1 d . . . . .
N1 N 0.43804(7) 0.67932(10) 0.52094(11) 0.0181(3) Uani 1 1 d . . . . .
C23 C 0.38928(8) 0.71281(12) 0.47609(13) 0.0179(4) Uani 1 1 d . . . . .
C28 C 0.44035(8) 0.89279(12) 0.37381(14) 0.0184(4) Uani 1 1 d . . . . .
C24 C 0.38939(8) 0.78779(12) 0.42024(13) 0.0174(4) Uani 1 1 d . . . . .
C25 C 0.34051(8) 0.82387(12) 0.37012(14) 0.0201(4) Uani 1 1 d . . . . .
C22 C 0.34030(8) 0.67677(13) 0.48143(14) 0.0216(4) Uani 1 1 d . . . . .
C19 C 0.43984(9) 0.60675(12) 0.56848(14) 0.0213(4) Uani 1 1 d . . . . .
C26 C 0.34351(8) 0.89764(13) 0.31689(15) 0.0242(4) Uani 1 1 d . . . . .
H26 H 0.312242 0.922846 0.280026 0.029 Uiso 1 1 calc R . . . .
C27 C 0.39255(8) 0.93198(13) 0.31967(15) 0.0231(4) Uani 1 1 d . . . . .
H27 H 0.394556 0.981322 0.285848 0.028 Uiso 1 1 calc R . . . .
C2 C 0.67487(8) 0.49208(13) 0.22940(16) 0.0229(4) Uani 1 1 d . . . . .
C10 C 0.56425(8) 0.79619(13) 0.66723(15) 0.0246(4) Uani 1 1 d . . . . .
C15 C 0.66911(8) 1.00679(13) 0.93064(15) 0.0233(4) Uani 1 1 d . . . . .
C3 C 0.62269(9) 0.51345(14) 0.18146(16) 0.0258(4) Uani 1 1 d . . . . .
H3 H 0.602908 0.480984 0.129392 0.031 Uiso 1 1 calc R . . . .
C30 C 0.29111(8) 0.78620(14) 0.37654(16) 0.0262(4) Uani 1 1 d . . . . .
H30 H 0.258570 0.810020 0.343274 0.031 Uiso 1 1 calc R . . . .
C21 C 0.34310(9) 0.60238(13) 0.53607(16) 0.0262(4) Uani 1 1 d . . . . .
H21 H 0.311800 0.576957 0.543653 0.031 Uiso 1 1 calc R . . . .
C14 C 0.61801(9) 0.98011(14) 0.93143(15) 0.0258(4) Uani 1 1 d . . . . .
H14 H 0.597780 1.009275 0.967563 0.031 Uiso 1 1 calc R . . . .
C20 C 0.39211(9) 0.56791(13) 0.57779(15) 0.0267(5) Uani 1 1 d . . . . .
H20 H 0.394029 0.518223 0.612759 0.032 Uiso 1 1 calc R . . . .
C31 C 0.29124(8) 0.71586(14) 0.43082(16) 0.0256(4) Uani 1 1 d . . . . .
H31 H 0.258666 0.692715 0.435071 0.031 Uiso 1 1 calc R . . . .
C4 C 0.59998(9) 0.58460(14) 0.21226(17) 0.0293(5) Uani 1 1 d . . . . .
H4 H 0.564783 0.598808 0.180222 0.035 Uiso 1 1 calc R . . . .
C29 C 0.49364(8) 0.93244(13) 0.38249(16) 0.0238(4) Uani 1 1 d . . . . .
H29A H 0.513312 0.933262 0.451654 0.036 Uiso 1 1 calc GR . . . .
H29B H 0.488555 0.988150 0.357488 0.036 Uiso 1 1 calc GR . . . .
H29C H 0.513467 0.901504 0.343939 0.036 Uiso 1 1 calc GR . . . .
C9 C 0.56456(8) 0.70026(13) 0.38593(16) 0.0251(4) Uani 1 1 d . . . . .
C16 C 0.69881(8) 0.96325(15) 0.87568(16) 0.0272(5) Uani 1 1 d . . . . .
H16 H 0.733149 0.981010 0.874556 0.033 Uiso 1 1 calc R . . . .
C13 C 0.59689(9) 0.90929(14) 0.87786(16) 0.0278(5) Uani 1 1 d . . . . .
H13 H 0.562459 0.891738 0.878667 0.033 Uiso 1 1 calc R . . . .
C18 C 0.49327(9) 0.56705(13) 0.61003(16) 0.0279(5) Uani 1 1 d . . . . .
H18A H 0.513919 0.568508 0.560539 0.042 Uiso 1 1 calc GR . . . .
H18B H 0.488124 0.510558 0.627412 0.042 Uiso 1 1 calc GR . . . .
H18C H 0.512127 0.596564 0.668860 0.042 Uiso 1 1 calc GR . . . .
C7 C 0.70417(9) 0.54088(15) 0.30701(16) 0.0284(5) Uani 1 1 d . . . . .
H7 H 0.739268 0.526436 0.339408 0.034 Uiso 1 1 calc R . . . .
C17 C 0.67715(9) 0.89346(15) 0.82267(15) 0.0300(5) Uani 1 1 d . . . . .
H17 H 0.697224 0.865113 0.785528 0.036 Uiso 1 1 calc R . . . .
C12 C 0.62625(9) 0.86440(13) 0.82326(15) 0.0289(5) Uani 1 1 d . . . . .
C5 C 0.62846(10) 0.63430(14) 0.28901(17) 0.0296(5) Uani 1 1 d . . . . .
C6 C 0.68087(10) 0.61131(15) 0.33606(17) 0.0306(5) Uani 1 1 d . . . . .
H6 H 0.700714 0.643778 0.388055 0.037 Uiso 1 1 calc R . . . .
C1 C 0.67507(11) 0.37784(16) 0.1187(2) 0.0411(6) Uani 1 1 d . . . . .
H1A H 0.667931 0.414115 0.061584 0.062 Uiso 1 1 calc GR . . . .
H1B H 0.641798 0.355552 0.127306 0.062 Uiso 1 1 calc GR . . . .
H1C H 0.697945 0.333381 0.108186 0.062 Uiso 1 1 calc GR . . . .
C0AA C 0.66331(12) 1.12157(16) 1.0368(2) 0.0433(6) Uani 1 1 d . . . . .
H0AA H 0.630243 1.140260 0.992920 0.065 Uiso 1 1 calc GR . . . .
H0AB H 0.683950 1.168516 1.067415 0.065 Uiso 1 1 calc GR . . . .
H0AC H 0.655524 1.086696 1.088004 0.065 Uiso 1 1 calc GR . . . .
C11 C 0.60422(12) 0.78637(15) 0.76892(18) 0.0443(7) Uani 1 1 d . . . . .
H11A H 0.586872 0.754770 0.812113 0.053 Uiso 1 1 calc R . . . .
H11B H 0.634295 0.753663 0.759368 0.053 Uiso 1 1 calc R . . . .
C8 C 0.60400(12) 0.71169(15) 0.3202(2) 0.0428(7) Uani 1 1 d . . . . .
H8A H 0.585546 0.740973 0.259878 0.051 Uiso 1 1 calc R . . . .
H8B H 0.633033 0.747070 0.355886 0.051 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 1.9267(15) . ?
Cu1 O4 1.9323(15) . ?
Cu1 N2 2.0213(16) . ?
Cu1 N1 2.0257(16) . ?
O5 C10 1.220(3) . ?
O3 C9 1.283(3) . ?
O1 C2 1.378(3) . ?
O1 C1 1.427(3) . ?
O4 C10 1.280(3) . ?
O6 C15 1.373(3) . ?
O6 C0AA 1.429(3) . ?
O2 C9 1.222(3) . ?
N2 C28 1.334(2) . ?
N2 C24 1.361(2) . ?
N1 C23 1.362(2) . ?
N1 C19 1.337(3) . ?
C23 C24 1.434(3) . ?
C23 C22 1.403(3) . ?
C28 C27 1.417(3) . ?
C28 C29 1.487(3) . ?
C24 C25 1.400(3) . ?
C25 C26 1.410(3) . ?
C25 C30 1.428(3) . ?
C22 C21 1.409(3) . ?
C22 C31 1.426(3) . ?
C19 C20 1.409(3) . ?
C19 C18 1.493(3) . ?
C26 C27 1.366(3) . ?
C2 C3 1.382(3) . ?
C2 C7 1.388(3) . ?
C10 C11 1.524(3) . ?
C15 C14 1.382(3) . ?
C15 C16 1.389(3) . ?
C3 C4 1.400(3) . ?
C30 C31 1.358(3) . ?
C21 C20 1.365(3) . ?
C14 C13 1.395(3) . ?
C4 C5 1.382(3) . ?
C9 C8 1.525(3) . ?
C16 C17 1.382(3) . ?
C13 C12 1.391(3) . ?
C7 C6 1.388(3) . ?
C17 C12 1.389(3) . ?
C12 C11 1.502(3) . ?
C5 C6 1.391(3) . ?
C5 C8 1.507(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Cu1 O4 96.82(7) . . ?
O3 Cu1 N2 98.11(7) . . ?
O3 Cu1 N1 147.27(7) . . ?
O4 Cu1 N2 148.71(7) . . ?
O4 Cu1 N1 99.08(7) . . ?
N2 Cu1 N1 82.59(6) . . ?
C9 O3 Cu1 109.89(14) . . ?
C2 O1 C1 116.97(18) . . ?
C10 O4 Cu1 107.73(13) . . ?
C15 O6 C0AA 116.74(19) . . ?
C28 N2 Cu1 129.02(13) . . ?
C28 N2 C24 119.17(17) . . ?
C24 N2 Cu1 111.78(12) . . ?
C23 N1 Cu1 111.57(12) . . ?
C19 N1 Cu1 129.27(14) . . ?
C19 N1 C23 119.08(17) . . ?
N1 C23 C24 117.02(17) . . ?
N1 C23 C22 123.08(18) . . ?
C22 C23 C24 119.90(18) . . ?
N2 C28 C27 120.52(18) . . ?
N2 C28 C29 118.86(17) . . ?
C27 C28 C29 120.61(18) . . ?
N2 C24 C23 117.00(17) . . ?
N2 C24 C25 123.34(18) . . ?
C25 C24 C23 119.66(18) . . ?
C24 C25 C26 116.73(18) . . ?
C24 C25 C30 119.56(19) . . ?
C26 C25 C30 123.70(19) . . ?
C23 C22 C21 116.94(19) . . ?
C23 C22 C31 119.00(19) . . ?
C21 C22 C31 124.06(19) . . ?
N1 C19 C20 120.56(19) . . ?
N1 C19 C18 118.74(19) . . ?
C20 C19 C18 120.69(19) . . ?
C27 C26 C25 119.74(18) . . ?
C26 C27 C28 120.33(19) . . ?
O1 C2 C3 124.30(19) . . ?
O1 C2 C7 115.59(19) . . ?
C3 C2 C7 120.1(2) . . ?
O5 C10 O4 124.65(19) . . ?
O5 C10 C11 122.6(2) . . ?
O4 C10 C11 112.78(18) . . ?
O6 C15 C14 124.3(2) . . ?
O6 C15 C16 116.0(2) . . ?
C14 C15 C16 119.7(2) . . ?
C2 C3 C4 119.1(2) . . ?
C31 C30 C25 120.54(19) . . ?
C20 C21 C22 119.47(19) . . ?
C15 C14 C13 119.8(2) . . ?
C21 C20 C19 120.75(19) . . ?
C30 C31 C22 121.34(19) . . ?
C5 C4 C3 121.7(2) . . ?
O3 C9 C8 112.59(19) . . ?
O2 C9 O3 124.6(2) . . ?
O2 C9 C8 122.8(2) . . ?
C17 C16 C15 119.8(2) . . ?
C12 C13 C14 121.4(2) . . ?
C6 C7 C2 119.7(2) . . ?
C16 C17 C12 121.9(2) . . ?
C13 C12 C11 121.2(2) . . ?
C17 C12 C13 117.5(2) . . ?
C17 C12 C11 121.3(2) . . ?
C4 C5 C6 117.9(2) . . ?
C4 C5 C8 121.3(2) . . ?
C6 C5 C8 120.8(2) . . ?
C7 C6 C5 121.3(2) . . ?
C12 C11 C10 117.02(19) . . ?
C5 C8 C9 116.9(2) . . ?

_olex2_date_sample_data_collection 2019-01-25
_olex2_date_sample_submission    2019-01-25
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems CryoStream 700'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder oil'
_olex2_submission_original_sample_id AR164-2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.462
_oxdiff_exptl_absorpt_empirical_full_min 0.766
####################################################################### 
# 
# 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_u082
_database_code_depnum_ccdc_archive 'CCDC 2144485'
loop_
_audit_author_name
_audit_author_address
'Birgit Hischa'
;University of Regensburg
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-02-16 downloaded from the CCDC.
;
_audit_creation_date             2021-07-30
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2021.07.19 svn.r715e62df for OlexSys, GUI svn.r6380)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Alexander.Reichle@chemie.uni-regensburg.de
?
Birgit.Hischa@chemie.uni-regensburg.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H14 Cl N O3'
_chemical_formula_sum            'C18 H14 Cl N O3'
_chemical_formula_weight         327.75
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H14 Cl N O3'
_chemical_oxdiff_usercomment     Reichle_Reiser_AR-1178
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'
Cl Cl 0.3639 0.7018 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_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                   16.06989(7)
_cell_length_b                   7.09422(3)
_cell_length_c                   26.42930(11)
_cell_angle_alpha                90
_cell_angle_beta                 90.3024(4)
_cell_angle_gamma                90
_cell_volume                     3012.99(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    41275
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      74.2280
_cell_measurement_theta_min      2.7210
_shelx_estimated_absorpt_T_max   0.833
_shelx_estimated_absorpt_T_min   0.815
_exptl_absorpt_coefficient_mu    2.377
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.882
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1360
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -4 2 0.0291
2 4 -6 0.0507
9 0 -8 0.0448
-9 1 8 0.0359
-4 0 -15 0.0412
-6 -4 0 0.0509
7 2 12 0.0376
3 -1 16 0.0389
-1 3 13 0.0311
-6 2 -11 0.0539
8 3 -2 0.0472
10 2 2 0.0358
2 -3 11 0.0284
10 1 5 0.0297
1 -5 -3 0.0271
7 -1 -12 0.0414

_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.9320 -4.4741 2.4974 -0.6429 0.0791 0.7618
2.4095 4.1805 -6.0282 0.2293 -0.0242 -0.9731
9.2679 -0.2302 -7.9085 -0.8411 0.1123 -0.5290
-9.2859 0.5019 7.6698 0.8714 -0.1160 0.4766
-4.4515 0.1123 -15.4698 0.2253 0.9497 -0.2176
-6.4349 -3.6247 0.4123 0.1041 0.4189 0.9020
6.5220 1.6285 11.8818 -0.2252 -0.9398 -0.2572
2.6076 -1.2129 15.9599 -0.1990 -0.8452 0.4959
-0.7390 2.9316 13.1780 0.5167 -0.8414 -0.1581
-6.2682 2.2873 -10.6856 0.6637 0.6285 -0.4056
7.9945 2.8930 -2.4063 -0.3311 -0.3229 -0.8866
9.6620 1.6203 2.2694 -0.5666 -0.5448 -0.6182
2.3740 -3.3756 10.9721 -0.4740 -0.4447 0.7600
9.8497 0.7052 4.9258 -0.6615 -0.6334 -0.4015
1.0518 -4.5284 -2.5891 -0.6260 0.3772 0.6825
6.8191 -1.0783 -12.4019 -0.7840 0.4814 -0.3920

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_av_unetI/netI     0.0084
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            66058
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.433
_diffrn_reflns_theta_min         2.750
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     49.00  74.00   0.50    0.50    --   34.00  36.00-161.82   50
  2  ω     53.00  78.00   0.50    0.50    --   38.00  36.00-156.12   50
  3  ω     57.00  82.00   0.50    0.50    --   42.00  36.00-147.85   50
  4  ω     49.00  75.00   0.50    0.50    --   77.75-157.00  43.87   52
  5  ω     68.00 111.00   0.50    0.50    --   77.75-144.00 172.69   86
  6  ω     85.00 111.00   0.50    0.50    --   77.75-157.00  43.87   52
  7  ω     44.00  71.00   0.50    0.50    --   75.18-125.00 -30.00   54
  8  ω     40.00  67.00   0.50    0.50    --   77.75-131.00 -66.80   54
  9  ω     68.00  94.00   0.50    0.50    --   77.75-131.00 -66.80   52
 10  ω     45.00  87.00   0.50    0.50    --   77.75-149.00-142.77   84
 11  ω     40.00  65.00   0.50    0.50    --   75.18-125.00-180.00   50
 12  ω     62.00  98.00   0.50    0.50    --   75.18-125.00-120.00   72
 13  ω     48.00  79.00   0.50    0.50    --   75.18-125.00-150.00   62
 14  ω     47.00  72.00   0.50    0.50    --   75.18-125.00 -90.00   50
 15  ω     39.00  71.00   0.50    0.50    --   75.18-125.00  30.00   64
 16  ω     25.00  50.00   0.50    0.50    --   62.55-125.00  30.00   50
 17  ω     39.00  72.00   0.50    0.50    --   75.18-125.00  60.00   66
 18  ω     37.00  63.00   0.50    0.50    --   62.55-125.00  60.00   52
 19  ω     49.00  99.00   0.50    0.50    --   75.18-125.00 120.00  100
 20  ω     41.00  76.00   0.50    0.50    --   75.18-125.00   0.00   70
 21  ω     24.00  50.00   0.50    0.50    --   62.55-125.00 -30.00   52
 22  ω     24.00  63.00   0.50    0.50    --   62.55-125.00 -60.00   78
 23  ω     25.00  50.00   0.50    0.50    --   62.55-125.00-180.00   50
 24  ω     41.00 100.00   0.50    0.50    --   77.75-123.00 -69.54  118
 25  ω     43.00  83.00   0.50    0.50    --   77.75-117.00  11.73   80
 26  ω     69.00 100.00   0.50    0.50    --   77.75-121.00  93.80   62
 27  ω     89.00 114.00   0.50    0.50    --   77.75 118.00 137.63   50
 28  ω     14.00  40.00   0.50    0.50    --   14.00  92.00 145.36   52
 29  ω    -88.00 -63.00   0.50    0.50    --  -46.00 -36.00  93.78   50
 30  ω    -91.00 -65.00   0.50    0.50    --  -50.00 -35.00  83.99   52
 31  ω    -88.00 -62.00   0.50    0.50    --  -46.00 -35.00 113.42   52
 32  ω    -88.00 -62.00   0.50    0.50    --  -46.00 -36.00 124.70   52
 33  ω    -87.00 -62.00   0.50    0.50    --  -46.00 -36.00 151.75   50
 34  ω   -101.00 -76.00   0.50    0.50    --  -58.00 -38.00  88.03   50
 35  ω   -100.00 -74.00   0.50    0.50    --  -58.00 -35.00 140.84   52
 36  ω   -114.00 -88.00   0.50    0.50    --  -74.00 -34.00 124.46   52
 37  ω    -96.00 -71.00   0.50    0.50    --  -54.00 -36.00  75.02   50
 38  ω   -113.00 -88.00   0.50    0.50    --  -74.00 -34.00   3.07   50
 39  ω   -107.00 -81.00   0.50    0.50    --  -66.00 -34.00  69.26   52
 40  ω   -112.00 -81.00   0.50    0.50    --  -70.00 -30.00 157.81   62
 41  ω   -106.00 -80.00   0.50    0.50    --  -74.00 -91.00 170.79   52
 42  ω   -105.00 -80.00   0.50    0.50    --  -74.00 -91.00 177.41   50
 43  ω   -106.00 -80.00   0.50    0.50    --  -74.00 -91.00 144.81   52
 44  ω   -106.00 -80.00   0.50    0.50    --  -74.00 -91.00 163.05   52
 45  ω    -93.00 -59.00   0.50    0.50    --  -74.00-149.00-105.89   68
 46  ω   -103.00 -78.00   0.50    0.50    --  -74.00-158.00-152.33   50
 47  ω   -108.00 -83.00   0.50    0.50    --  -74.00-108.00-133.88   50
 48  ω   -105.00 -80.00   0.50    0.50    --  -74.00 -91.00-177.98   50
 49  ω   -106.00 -80.00   0.50    0.50    --  -74.00 -91.00-135.19   52
 50  ω   -106.00 -81.00   0.50    0.50    --  -74.00 -91.00 162.08   50
 51  ω   -106.00 -81.00   0.50    0.50    --  -74.00 -91.00 128.88   50
 52  ω   -103.00 -77.00   0.50    0.50    --  -74.00 140.00  24.42   52
 53  ω    -83.00 -43.00   0.50    0.50    --  -74.00 136.00 -58.59   80
 54  ω    -91.00 -36.00   0.50    0.50    --  -70.00 121.00-103.70  110
 55  ω    -90.00 -30.00   0.50    0.50    --  -68.39 125.00  30.00  120
 56  ω    -68.00 -32.00   0.50    0.50    --  -64.12 125.00  90.00   72
 57  ω     74.00  99.00   0.50    0.50    --   77.75  25.00 176.95   50
 58  ω     72.00 117.00   0.50    0.50    --   77.75  20.00 157.71   90
 59  ω     65.00 106.00   0.50    0.50    --   77.75  21.00 122.37   82
 60  ω     66.00 119.00   0.50    0.50    --   77.75  20.00  15.06  106
 61  ω     65.00 102.00   0.50    0.50    --   77.75  21.00 -24.58   74
 62  ω     94.00 119.00   0.50    0.50    --   77.75  18.00 -63.03   50
 63  ω     74.00 111.00   0.50    0.50    --   77.75  25.00-167.20   74
 64  ω     75.00 113.00   0.50    0.50    --   77.75  23.00-125.00   76
 65  ω     52.00  77.00   0.50    0.50    --   77.75  18.00 -63.03   50
 66  ω     64.00  89.00   0.50    0.50    --   77.75  16.00   8.66   50
 67  ω     51.00 101.00   0.50    0.50    --   77.75  17.00  88.34  100
 68  ω     36.00 100.00   0.50    0.50    --   62.55  15.00 120.00  128
 69  ω     45.00  73.00   0.50    0.50    --   62.55  15.00  60.00   56
 70  ω     61.00 104.00   0.50    0.50    --   77.75   9.00   8.34   86
 71  ω     38.00  70.00   0.50    0.50    --   62.55  15.00-180.00   64
 72  ω     75.00 103.00   0.50    0.50    --   62.55  15.00-180.00   56
 73  ω     61.00  87.00   0.50    0.50    --   77.75  12.00-179.79   52
 74  ω     61.00  87.00   0.50    0.50    --   77.75   8.00-178.48   52
 75  ω     68.00  94.00   0.50    0.50    --   77.75   7.00-120.61   52
 76  ω     62.00 112.00   0.50    0.50    --   77.75   3.00 -93.67  100
 77  ω     51.00  94.00   0.50    0.50    --   77.75   7.00 -48.53   86
 78  ω     67.00 105.00   0.50    0.50    --   77.75   4.00 111.01   76
 79  ω     61.00  86.00   0.50    0.50    --   77.75   3.00 123.98   50
 80  ω     68.00  94.00   0.50    0.50    --   77.75   3.00  65.82   52
 81  ω     61.00 109.00   0.50    0.50    --   77.75   3.00-164.36   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0799933000
_diffrn_orient_matrix_UB_12      0.1143407000
_diffrn_orient_matrix_UB_13      0.0092878000
_diffrn_orient_matrix_UB_21      -0.0338569000
_diffrn_orient_matrix_UB_22      -0.0613865000
_diffrn_orient_matrix_UB_23      -0.0520938000
_diffrn_orient_matrix_UB_31      -0.0405311000
_diffrn_orient_matrix_UB_32      -0.1741252000
_diffrn_orient_matrix_UB_33      0.0244630000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5835
_reflns_number_total             6106
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     419
_refine_ls_number_reflns         6106
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0286
_refine_ls_restrained_S_all      1.048
_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)+(0.0407P)²+1.2798P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0782
_refine_ls_wR_factor_ref         0.0790
_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:
 C21(H21), C24(H24), C3(H3), C25(H25), C33(H33), C29(H29), C8(H8), C32(H32),
 C10(H10), C36(H36), C11(H11), C35(H35), C15(H15), C14(H14), C18(H18), C17(H17)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C19(H19A,H19B,H19C), C28(H28A,H28B,H28C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Cl2 Cl 0.17977(2) 0.33472(5) 0.19689(2) 0.03513(9) Uani 1 1 d . . . . .
Cl1 Cl 0.32535(2) 0.53835(6) -0.04909(2) 0.03756(10) Uani 1 1 d . . . . .
O4 O 0.27002(5) 0.36220(13) 0.53649(3) 0.02326(18) Uani 1 1 d . . . . .
O2 O 0.59766(5) 0.91131(13) 0.11250(3) 0.02696(19) Uani 1 1 d . . . . .
O1 O 0.54242(5) 0.69854(13) 0.34523(3) 0.02545(19) Uani 1 1 d . . . . .
O3 O 0.22923(5) 0.76221(13) 0.28481(3) 0.02671(19) Uani 1 1 d . . . . .
O6 O -0.03128(6) 0.17051(14) 0.59518(3) 0.0300(2) Uani 1 1 d . . . . .
O5 O -0.11666(5) 0.39234(15) 0.36613(3) 0.0306(2) Uani 1 1 d . . . . .
N2 N -0.02059(6) 0.29585(14) 0.42443(3) 0.01829(19) Uani 1 1 d . . . . .
N1 N 0.51852(6) 0.76294(14) 0.17228(4) 0.0198(2) Uani 1 1 d . . . . .
C22 C 0.05265(7) 0.27745(15) 0.49818(4) 0.0171(2) Uani 1 1 d . . . . .
C21 C 0.12181(7) 0.29032(16) 0.53069(4) 0.0182(2) Uani 1 1 d . . . . .
H21 H 0.117188 0.262894 0.565742 0.022 Uiso 1 1 calc R U . . .
C20 C 0.19710(7) 0.34448(16) 0.50980(4) 0.0189(2) Uani 1 1 d . . . . .
C4 C 0.44896(7) 0.73776(15) 0.24672(4) 0.0183(2) Uani 1 1 d . . . . .
C6 C 0.57778(7) 0.74845(16) 0.21068(4) 0.0199(2) Uani 1 1 d . . . . .
C23 C 0.05974(7) 0.31934(15) 0.44671(4) 0.0174(2) Uani 1 1 d . . . . .
C2 C 0.30223(7) 0.75769(16) 0.25789(4) 0.0207(2) Uani 1 1 d . . . . .
C24 C 0.13519(7) 0.37840(17) 0.42616(4) 0.0201(2) Uani 1 1 d . . . . .
H24 H 0.139533 0.410226 0.391362 0.024 Uiso 1 1 calc R U . . .
C3 C 0.38048(7) 0.73716(16) 0.27945(4) 0.0196(2) Uani 1 1 d . . . . .
H3 H 0.387488 0.723246 0.314970 0.023 Uiso 1 1 calc R U . . .
C27 C -0.07586(7) 0.23787(15) 0.46203(4) 0.0190(2) Uani 1 1 d . . . . .
C26 C -0.03310(7) 0.22539(15) 0.50703(4) 0.0184(2) Uani 1 1 d . . . . .
C12 C 0.53659(7) 0.81826(16) 0.12194(4) 0.0212(2) Uani 1 1 d . . . . .
C5 C 0.53760(7) 0.73051(15) 0.25621(4) 0.0194(2) Uani 1 1 d . . . . .
C9 C 0.43797(7) 0.75590(16) 0.19442(4) 0.0191(2) Uani 1 1 d . . . . .
C13 C 0.47878(7) 0.74900(17) 0.08193(4) 0.0211(2) Uani 1 1 d . . . . .
C25 C 0.20347(7) 0.38907(17) 0.45816(4) 0.0208(2) Uani 1 1 d . . . . .
H25 H 0.255685 0.427293 0.444951 0.025 Uiso 1 1 calc R U . . .
C31 C 0.01838(7) 0.34682(17) 0.33467(4) 0.0204(2) Uani 1 1 d . . . . .
C30 C -0.04523(7) 0.34890(17) 0.37535(4) 0.0212(2) Uani 1 1 d . . . . .
C33 C 0.11505(7) 0.18103(18) 0.28158(4) 0.0235(2) Uani 1 1 d . . . . .
H33 H 0.145804 0.070942 0.273352 0.028 Uiso 1 1 calc R U . . .
C29 C -0.06913(7) 0.17017(17) 0.55494(5) 0.0232(2) Uani 1 1 d . . . . .
H29 H -0.125692 0.131267 0.555079 0.028 Uiso 1 1 calc R U . . .
C8 C 0.57862(7) 0.71162(17) 0.30478(4) 0.0224(2) Uani 1 1 d . . . . .
H8 H 0.637724 0.709189 0.305312 0.027 Uiso 1 1 calc R U . . .
C7 C 0.66896(7) 0.74152(18) 0.20019(5) 0.0243(2) Uani 1 1 d . . . . .
H7A H 0.678310 0.679819 0.167534 0.037 Uiso 1 1 calc R U . . .
H7B H 0.697174 0.670153 0.226993 0.037 Uiso 1 1 calc R U . . .
H7C H 0.691228 0.870061 0.199153 0.037 Uiso 1 1 calc R U . . .
C32 C 0.06439(7) 0.18516(17) 0.32400(4) 0.0217(2) Uani 1 1 d . . . . .
H32 H 0.061126 0.078442 0.345612 0.026 Uiso 1 1 calc R U . . .
C34 C 0.11986(7) 0.34081(19) 0.25146(4) 0.0242(2) Uani 1 1 d . . . . .
C10 C 0.35886(7) 0.77718(17) 0.17300(4) 0.0223(2) Uani 1 1 d . . . . .
H10 H 0.351573 0.790433 0.137488 0.027 Uiso 1 1 calc R U . . .
C36 C 0.02455(7) 0.50589(18) 0.30406(5) 0.0244(2) Uani 1 1 d . . . . .
H36 H -0.006962 0.615445 0.311717 0.029 Uiso 1 1 calc R U . . .
C11 C 0.29154(7) 0.77824(17) 0.20538(4) 0.0230(2) Uani 1 1 d . . . . .
H11 H 0.237039 0.793156 0.191862 0.028 Uiso 1 1 calc R U . . .
C19 C 0.26797(7) 0.31815(18) 0.58937(4) 0.0237(2) Uani 1 1 d . . . . .
H19A H 0.251372 0.186297 0.593837 0.036 Uiso 1 1 calc R U . . .
H19B H 0.227788 0.400449 0.606273 0.036 Uiso 1 1 calc R U . . .
H19C H 0.323348 0.337582 0.604179 0.036 Uiso 1 1 calc R U . . .
C35 C 0.07662(8) 0.50450(19) 0.26243(5) 0.0263(3) Uani 1 1 d . . . . .
H35 H 0.082531 0.613472 0.241870 0.032 Uiso 1 1 calc R U . . .
C15 C 0.41090(8) 0.49361(18) 0.03816(5) 0.0258(3) Uani 1 1 d . . . . .
H15 H 0.397507 0.363624 0.035233 0.031 Uiso 1 1 calc R U . . .
C28 C -0.16445(7) 0.18746(18) 0.45091(5) 0.0240(2) Uani 1 1 d . . . . .
H28A H -0.197592 0.302858 0.447759 0.036 Uiso 1 1 calc R U . . .
H28B H -0.186386 0.110147 0.478523 0.036 Uiso 1 1 calc R U . . .
H28C H -0.167415 0.116335 0.419165 0.036 Uiso 1 1 calc R U . . .
C16 C 0.38386(7) 0.6215(2) 0.00201(4) 0.0261(3) Uani 1 1 d . . . . .
C14 C 0.45793(7) 0.55891(18) 0.07874(4) 0.0236(2) Uani 1 1 d . . . . .
H14 H 0.475877 0.473865 0.104328 0.028 Uiso 1 1 calc R U . . .
C18 C 0.45080(8) 0.87469(18) 0.04507(5) 0.0252(2) Uani 1 1 d . . . . .
H18 H 0.465131 1.004330 0.047380 0.030 Uiso 1 1 calc R U . . .
C1 C 0.23507(8) 0.75336(19) 0.33859(5) 0.0283(3) Uani 1 1 d . . . . .
H1A H 0.262854 0.636034 0.348568 0.042 Uiso 1 1 calc R U . . .
H1B H 0.179094 0.756743 0.353094 0.042 Uiso 1 1 calc R U . . .
H1C H 0.267280 0.861203 0.351076 0.042 Uiso 1 1 calc R U . . .
C17 C 0.40213(8) 0.8115(2) 0.00504(5) 0.0284(3) Uani 1 1 d . . . . .
H17 H 0.381799 0.897025 -0.019773 0.034 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
Cl2 C34 1.7389(12) . ?
Cl1 C16 1.7440(13) . ?
O4 C20 1.3704(13) . ?
O4 C19 1.4327(13) . ?
O2 C12 1.2098(15) . ?
O1 C8 1.2233(15) . ?
O3 C2 1.3755(14) . ?
O3 C1 1.4253(15) . ?
O6 C29 1.2225(15) . ?
O5 C30 1.2119(14) . ?
N2 C23 1.4259(14) . ?
N2 C27 1.3981(14) . ?
N2 C30 1.4057(14) . ?
N1 C6 1.3919(15) . ?
N1 C12 1.4188(14) . ?
N1 C9 1.4243(14) . ?
C22 C21 1.4041(15) . ?
C22 C23 1.3975(15) . ?
C22 C26 1.4470(15) . ?
C21 H21 0.9500 . ?
C21 C20 1.3867(16) . ?
C20 C25 1.4054(15) . ?
C4 C3 1.4035(16) . ?
C4 C5 1.4459(15) . ?
C4 C9 1.3984(16) . ?
C6 C5 1.3743(16) . ?
C6 C7 1.4936(16) . ?
C23 C24 1.3954(16) . ?
C2 C3 1.3855(16) . ?
C2 C11 1.4051(16) . ?
C24 H24 0.9500 . ?
C24 C25 1.3838(16) . ?
C3 H3 0.9500 . ?
C27 C26 1.3733(16) . ?
C27 C28 1.4955(15) . ?
C26 C29 1.4488(16) . ?
C12 C13 1.4873(16) . ?
C5 C8 1.4463(16) . ?
C9 C10 1.3971(16) . ?
C13 C14 1.3920(18) . ?
C13 C18 1.3934(17) . ?
C25 H25 0.9500 . ?
C31 C30 1.4875(16) . ?
C31 C32 1.3942(17) . ?
C31 C36 1.3923(17) . ?
C33 H33 0.9500 . ?
C33 C32 1.3893(16) . ?
C33 C34 1.3875(18) . ?
C29 H29 0.9500 . ?
C8 H8 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C32 H32 0.9500 . ?
C34 C35 1.3847(18) . ?
C10 H10 0.9500 . ?
C10 C11 1.3828(16) . ?
C36 H36 0.9500 . ?
C36 C35 1.3859(17) . ?
C11 H11 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C35 H35 0.9500 . ?
C15 H15 0.9500 . ?
C15 C16 1.3857(18) . ?
C15 C14 1.3882(17) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C16 C17 1.382(2) . ?
C14 H14 0.9500 . ?
C18 H18 0.9500 . ?
C18 C17 1.3868(18) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C17 H17 0.9500 . ?

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
C20 O4 C19 117.26(9) . . ?
C2 O3 C1 117.58(9) . . ?
C27 N2 C23 108.54(9) . . ?
C27 N2 C30 123.91(9) . . ?
C30 N2 C23 126.86(10) . . ?
C6 N1 C12 124.17(10) . . ?
C6 N1 C9 108.52(9) . . ?
C12 N1 C9 125.88(10) . . ?
C21 C22 C26 131.99(10) . . ?
C23 C22 C21 120.89(10) . . ?
C23 C22 C26 107.12(10) . . ?
C22 C21 H21 121.2 . . ?
C20 C21 C22 117.63(10) . . ?
C20 C21 H21 121.2 . . ?
O4 C20 C21 124.48(10) . . ?
O4 C20 C25 114.38(10) . . ?
C21 C20 C25 121.14(10) . . ?
C3 C4 C5 131.91(10) . . ?
C9 C4 C3 120.94(10) . . ?
C9 C4 C5 107.09(10) . . ?
N1 C6 C7 122.35(10) . . ?
C5 C6 N1 108.81(10) . . ?
C5 C6 C7 128.71(11) . . ?
C22 C23 N2 107.38(9) . . ?
C24 C23 N2 131.38(10) . . ?
C24 C23 C22 121.20(10) . . ?
O3 C2 C3 124.35(10) . . ?
O3 C2 C11 114.10(10) . . ?
C3 C2 C11 121.55(11) . . ?
C23 C24 H24 121.1 . . ?
C25 C24 C23 117.80(10) . . ?
C25 C24 H24 121.1 . . ?
C4 C3 H3 121.3 . . ?
C2 C3 C4 117.32(10) . . ?
C2 C3 H3 121.3 . . ?
N2 C27 C28 122.56(10) . . ?
C26 C27 N2 108.53(10) . . ?
C26 C27 C28 128.77(11) . . ?
C22 C26 C29 126.56(10) . . ?
C27 C26 C22 108.42(10) . . ?
C27 C26 C29 125.02(11) . . ?
O2 C12 N1 120.97(11) . . ?
O2 C12 C13 122.55(10) . . ?
N1 C12 C13 116.43(10) . . ?
C4 C5 C8 126.95(10) . . ?
C6 C5 C4 108.17(10) . . ?
C6 C5 C8 124.87(11) . . ?
C4 C9 N1 107.40(10) . . ?
C10 C9 N1 131.05(10) . . ?
C10 C9 C4 121.36(10) . . ?
C14 C13 C12 120.82(11) . . ?
C14 C13 C18 120.06(11) . . ?
C18 C13 C12 118.92(11) . . ?
C20 C25 H25 119.3 . . ?
C24 C25 C20 121.30(10) . . ?
C24 C25 H25 119.3 . . ?
C32 C31 C30 121.44(11) . . ?
C36 C31 C30 117.59(10) . . ?
C36 C31 C32 120.65(11) . . ?
O5 C30 N2 121.03(11) . . ?
O5 C30 C31 120.73(10) . . ?
N2 C30 C31 118.23(10) . . ?
C32 C33 H33 120.6 . . ?
C34 C33 H33 120.6 . . ?
C34 C33 C32 118.70(11) . . ?
O6 C29 C26 124.09(11) . . ?
O6 C29 H29 118.0 . . ?
C26 C29 H29 118.0 . . ?
O1 C8 C5 124.49(11) . . ?
O1 C8 H8 117.8 . . ?
C5 C8 H8 117.8 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C31 C32 H32 120.2 . . ?
C33 C32 C31 119.62(11) . . ?
C33 C32 H32 120.2 . . ?
C33 C34 Cl2 119.22(10) . . ?
C35 C34 Cl2 118.37(10) . . ?
C35 C34 C33 122.38(11) . . ?
C9 C10 H10 121.2 . . ?
C11 C10 C9 117.58(11) . . ?
C11 C10 H10 121.2 . . ?
C31 C36 H36 120.0 . . ?
C35 C36 C31 120.04(11) . . ?
C35 C36 H36 120.0 . . ?
C2 C11 H11 119.4 . . ?
C10 C11 C2 121.24(11) . . ?
C10 C11 H11 119.4 . . ?
O4 C19 H19A 109.5 . . ?
O4 C19 H19B 109.5 . . ?
O4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C34 C35 C36 118.55(11) . . ?
C34 C35 H35 120.7 . . ?
C36 C35 H35 120.7 . . ?
C16 C15 H15 120.6 . . ?
C16 C15 C14 118.80(12) . . ?
C14 C15 H15 120.6 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C15 C16 Cl1 118.58(11) . . ?
C17 C16 Cl1 119.22(10) . . ?
C17 C16 C15 122.20(12) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.00(11) . . ?
C15 C14 H14 120.0 . . ?
C13 C18 H18 119.8 . . ?
C17 C18 C13 120.34(12) . . ?
C17 C18 H18 119.8 . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C16 C17 C18 118.57(12) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?

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
Cl2 C34 C35 C36 175.84(9) . . . . ?
Cl1 C16 C17 C18 -178.10(9) . . . . ?
O4 C20 C25 C24 -179.89(11) . . . . ?
O2 C12 C13 C14 127.01(13) . . . . ?
O2 C12 C13 C18 -47.92(16) . . . . ?
O3 C2 C3 C4 -179.19(10) . . . . ?
O3 C2 C11 C10 179.85(11) . . . . ?
N2 C23 C24 C25 179.26(11) . . . . ?
N2 C27 C26 C22 0.11(12) . . . . ?
N2 C27 C26 C29 179.78(11) . . . . ?
N1 C6 C5 C4 -1.23(13) . . . . ?
N1 C6 C5 C8 179.89(10) . . . . ?
N1 C12 C13 C14 -50.45(15) . . . . ?
N1 C12 C13 C18 134.62(11) . . . . ?
N1 C9 C10 C11 -174.77(12) . . . . ?
C22 C21 C20 O4 -179.56(10) . . . . ?
C22 C21 C20 C25 1.43(17) . . . . ?
C22 C23 C24 C25 1.79(17) . . . . ?
C22 C26 C29 O6 4.1(2) . . . . ?
C21 C22 C23 N2 -179.17(10) . . . . ?
C21 C22 C23 C24 -1.16(17) . . . . ?
C21 C22 C26 C27 179.36(12) . . . . ?
C21 C22 C26 C29 -0.3(2) . . . . ?
C21 C20 C25 C24 -0.79(18) . . . . ?
C4 C5 C8 O1 0.18(19) . . . . ?
C4 C9 C10 C11 -0.48(17) . . . . ?
C6 N1 C12 O2 -23.42(17) . . . . ?
C6 N1 C12 C13 154.08(10) . . . . ?
C6 N1 C9 C4 0.24(12) . . . . ?
C6 N1 C9 C10 175.13(12) . . . . ?
C6 C5 C8 O1 178.85(11) . . . . ?
C23 N2 C27 C26 0.36(12) . . . . ?
C23 N2 C27 C28 -175.72(10) . . . . ?
C23 N2 C30 O5 -150.81(12) . . . . ?
C23 N2 C30 C31 30.35(16) . . . . ?
C23 C22 C21 C20 -0.48(16) . . . . ?
C23 C22 C26 C27 -0.54(13) . . . . ?
C23 C22 C26 C29 179.79(11) . . . . ?
C23 C24 C25 C20 -0.84(18) . . . . ?
C3 C4 C5 C6 -175.80(12) . . . . ?
C3 C4 C5 C8 3.1(2) . . . . ?
C3 C4 C9 N1 176.57(10) . . . . ?
C3 C4 C9 C10 1.09(17) . . . . ?
C3 C2 C11 C10 0.56(19) . . . . ?
C27 N2 C23 C22 -0.70(12) . . . . ?
C27 N2 C23 C24 -178.43(12) . . . . ?
C27 N2 C30 O5 18.53(18) . . . . ?
C27 N2 C30 C31 -160.31(10) . . . . ?
C27 C26 C29 O6 -175.51(12) . . . . ?
C26 C22 C21 C20 179.63(11) . . . . ?
C26 C22 C23 N2 0.75(12) . . . . ?
C26 C22 C23 C24 178.76(10) . . . . ?
C12 N1 C6 C5 167.62(10) . . . . ?
C12 N1 C6 C7 -16.11(17) . . . . ?
C12 N1 C9 C4 -166.47(10) . . . . ?
C12 N1 C9 C10 8.4(2) . . . . ?
C12 C13 C14 C15 -173.32(10) . . . . ?
C12 C13 C18 C17 174.94(11) . . . . ?
C5 C4 C3 C2 176.01(11) . . . . ?
C5 C4 C9 N1 -0.97(12) . . . . ?
C5 C4 C9 C10 -176.46(11) . . . . ?
C9 N1 C6 C5 0.63(12) . . . . ?
C9 N1 C6 C7 176.90(10) . . . . ?
C9 N1 C12 O2 141.30(12) . . . . ?
C9 N1 C12 C13 -41.19(16) . . . . ?
C9 C4 C3 C2 -0.83(16) . . . . ?
C9 C4 C5 C6 1.37(13) . . . . ?
C9 C4 C5 C8 -179.78(11) . . . . ?
C9 C10 C11 C2 -0.33(18) . . . . ?
C13 C18 C17 C16 -1.48(18) . . . . ?
C31 C36 C35 C34 1.85(18) . . . . ?
C30 N2 C23 C22 169.98(10) . . . . ?
C30 N2 C23 C24 -7.75(19) . . . . ?
C30 N2 C27 C26 -170.66(10) . . . . ?
C30 N2 C27 C28 13.26(17) . . . . ?
C30 C31 C32 C33 171.48(10) . . . . ?
C30 C31 C36 C35 -173.41(11) . . . . ?
C33 C34 C35 C36 -2.27(18) . . . . ?
C7 C6 C5 C4 -177.20(11) . . . . ?
C7 C6 C5 C8 3.92(19) . . . . ?
C32 C31 C30 O5 -123.50(13) . . . . ?
C32 C31 C30 N2 55.35(15) . . . . ?
C32 C31 C36 C35 0.17(17) . . . . ?
C32 C33 C34 Cl2 -177.49(9) . . . . ?
C32 C33 C34 C35 0.61(18) . . . . ?
C34 C33 C32 C31 1.46(17) . . . . ?
C36 C31 C30 O5 50.03(16) . . . . ?
C36 C31 C30 N2 -131.12(11) . . . . ?
C36 C31 C32 C33 -1.86(17) . . . . ?
C11 C2 C3 C4 0.02(17) . . . . ?
C19 O4 C20 C21 1.17(16) . . . . ?
C19 O4 C20 C25 -179.76(10) . . . . ?
C15 C16 C17 C18 1.51(18) . . . . ?
C28 C27 C26 C22 175.87(11) . . . . ?
C28 C27 C26 C29 -4.46(19) . . . . ?
C16 C15 C14 C13 -1.53(17) . . . . ?
C14 C13 C18 C17 -0.02(18) . . . . ?
C14 C15 C16 Cl1 179.61(9) . . . . ?
C14 C15 C16 C17 -0.01(18) . . . . ?
C18 C13 C14 C15 1.55(17) . . . . ?
C1 O3 C2 C3 2.85(17) . . . . ?
C1 O3 C2 C11 -176.42(11) . . . . ?

_olex2_date_sample_submission    2021-07-29
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder oil'
_olex2_submission_original_sample_id AR-1178
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.145
_oxdiff_exptl_absorpt_empirical_full_min 0.882
####################################################################### 
# 
# 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_u064
_database_code_depnum_ccdc_archive 'CCDC 2144480'
loop_
_audit_author_name
_audit_author_address
'Birgit Hischa'
;University of Regensburg
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-02-16 downloaded from the CCDC.
;
_audit_creation_date             2021-05-26
_audit_creation_method           
;
Olex2 1.3-alpha
(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         'C15 H10 O3'
_chemical_formula_sum            'C15 H10 O3'
_chemical_formula_weight         238.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C15 H10 O3'
_chemical_oxdiff_usercomment     Reichle_Reiser_AR1091
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'
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   13.7617(9)
_cell_length_b                   8.1050(4)
_cell_length_c                   19.5997(12)
_cell_angle_alpha                90
_cell_angle_beta                 91.551(6)
_cell_angle_gamma                90
_cell_volume                     2185.3(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7198
_cell_measurement_temperature    122.97(10)
_cell_measurement_theta_max      73.2260
_cell_measurement_theta_min      4.4780
_shelx_estimated_absorpt_T_max   0.952
_shelx_estimated_absorpt_T_min   0.872
_exptl_absorpt_coefficient_mu    0.830
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.780
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             992
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 1 -12 0.0336
0 -5 4 0.0627
3 1 12 0.0461
3 3 9 0.0392
0 5 -4 0.0768
-8 1 -6 0.0285
-7 -3 2 0.0484
8 0 5 0.0284
4 1 -11 0.0369
3 -5 4 0.0568
-6 2 8 0.0467

_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-2.3532 1.3462 -11.7217 0.2717 -0.4914 0.8275
-0.1120 -4.9487 4.2482 0.1780 -0.3348 -0.9253
2.8449 0.8719 11.7747 -0.4108 0.7493 -0.5194
2.7160 3.4514 8.7302 -0.4784 0.8781 0.0082
0.2732 5.0339 -3.6154 -0.2025 0.3795 0.9028
-7.7242 0.7855 -5.7922 0.8487 -0.1077 0.5177
-6.9951 -3.1639 2.2140 0.8754 -0.1164 -0.4692
8.1582 -0.1696 4.8471 -0.9146 0.1170 -0.3870
3.5244 1.2259 -11.4219 -0.3695 -0.5961 0.7128
3.2308 -4.5428 4.2883 -0.2041 -0.3457 -0.9159
-5.9495 2.2461 8.0412 0.5212 0.8534 -0.0081

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11611
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.956
_diffrn_reflns_theta_min         4.514
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      122.97(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     46.00  77.00   0.50    0.70    --   38.00  67.00  85.75   62
  2  ω     66.00  97.00   0.50    0.70    --   58.00  68.00 102.00   62
  3  ω     88.00 120.00   0.50    2.00    --   76.92  54.00  78.70   64
  4  ω     69.00 124.00   0.50    2.00    --   76.92  25.00  64.97  110
  5  ω     57.00 116.00   0.50    0.70    --   68.89  24.00 120.32  118
  6  ω     51.00 115.00   0.50    0.70    --   68.89  21.00 168.51  128
  7  ω     85.00 124.00   0.50    2.00    --   76.92  34.00   3.39   78
  8  ω     44.00 120.00   0.50    2.00    --   75.21  15.00-180.00  152
  9  ω     61.00  92.00   0.50    0.70    --   54.00  71.00-132.06   62
 10  ω      6.00  33.00   0.50    0.70    --   14.00  94.00-114.27   54
 11  ω     32.00 104.00   0.50    2.00    --   75.21-125.00-120.00  144
 12  ω     34.00 107.00   0.50    2.00    --   76.92-129.00-178.89  146
 13  ω     19.00  91.00   0.50    0.70    --   62.57-125.00  90.00  144
 14  ω     32.00 104.00   0.50    2.00    --   75.21-125.00 -60.00  144
 15  ω     19.00  91.00   0.50    0.70    --   62.57-125.00 -30.00  144
 16  ω     32.00 104.00   0.50    2.00    --   75.21-125.00   0.00  144
 17  ω      1.00  28.00   0.50    0.70    --   10.00  96.00  43.07   54
 18  ω   -115.00 -39.00   0.50    0.70    --  -70.24 -15.00-150.00  152
 19  ω   -116.00 -82.00   0.50    0.70    --  -70.00 -42.00-158.06   68
 20  ω    -96.00 -65.00   0.50    0.70    --  -58.00 -71.00 -32.30   62
 21  ω   -111.00 -79.00   0.50    0.70    --  -70.00 -62.00  13.83   64
 22  ω   -107.00 -75.00   0.50    0.70    --  -66.00 -61.00 117.39   64
 23  ω   -106.00 -75.00   0.50    0.70    --  -70.00 -74.00 162.36   62
 24  ω    -79.00 -48.00   0.50    0.70    --  -42.00 -72.00 -27.40   62
 25  ω    -99.00 -26.00   0.50    0.70    --  -70.24 125.00 -30.00  146
 26  ω    -99.00 -26.00   0.50    0.70    --  -70.24 125.00  60.00  146
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1095947000
_diffrn_orient_matrix_UB_12      -0.0382799000
_diffrn_orient_matrix_UB_13      -0.0055731000
_diffrn_orient_matrix_UB_21      -0.0184066000
_diffrn_orient_matrix_UB_22      0.1189576000
_diffrn_orient_matrix_UB_23      0.0592781000
_diffrn_orient_matrix_UB_31      -0.0139584000
_diffrn_orient_matrix_UB_32      0.1432226000
_diffrn_orient_matrix_UB_33      -0.0513428000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1916
_reflns_number_total             2140
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.310
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0525
_refine_ls_restrained_S_all      1.046
_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)+(0.0504P)²+3.9222P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1311
_refine_ls_wR_factor_ref         0.1339
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C15(H15), C6(H6), C7(H7), C14(H14), C12(H12), C13(H13), C1(H1)
;
_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
O3 O 0.56109(11) 0.46175(17) 0.41461(7) 0.0377(4) Uani 1 1 d . . . . .
O2 O 0.60060(11) 0.00257(19) 0.30575(8) 0.0420(4) Uani 1 1 d . . . . .
O1 O 0.70187(13) 0.5697(2) 0.11088(8) 0.0500(4) Uani 1 1 d . . . . .
C5 C 0.58964(14) 0.4431(2) 0.34920(10) 0.0310(4) Uani 1 1 d . . . . .
C4 C 0.60425(13) 0.2930(2) 0.31541(11) 0.0308(4) Uani 1 1 d . . . . .
C3 C 0.64218(13) 0.3015(3) 0.25004(11) 0.0318(4) Uani 1 1 d . . . . .
H3 H 0.656520 0.201331 0.227255 0.038 Uiso 1 1 calc R U . . .
C9 C 0.49311(14) 0.1037(2) 0.38655(10) 0.0315(4) Uani 1 1 d . . . . .
C10 C 0.48841(15) 0.2007(2) 0.44541(10) 0.0336(5) Uani 1 1 d . . . . .
C15 C 0.42187(15) -0.0161(3) 0.37358(11) 0.0355(5) Uani 1 1 d . . . . .
H15 H 0.425968 -0.085038 0.334569 0.043 Uiso 1 1 calc R U . . .
C8 C 0.57136(14) 0.1237(2) 0.33646(11) 0.0327(5) Uani 1 1 d . . . . .
C2 C 0.65983(14) 0.4490(3) 0.21690(11) 0.0341(5) Uani 1 1 d . . . . .
C6 C 0.60616(15) 0.5936(3) 0.31586(11) 0.0345(5) Uani 1 1 d . . . . .
H6 H 0.593656 0.694251 0.338879 0.041 Uiso 1 1 calc R U . . .
C7 C 0.63985(14) 0.5979(3) 0.25103(11) 0.0357(5) Uani 1 1 d . . . . .
H7 H 0.649797 0.700679 0.228988 0.043 Uiso 1 1 calc R U . . .
C14 C 0.34549(16) -0.0345(3) 0.41733(12) 0.0407(5) Uani 1 1 d . . . . .
H14 H 0.296465 -0.114325 0.407754 0.049 Uiso 1 1 calc R U . . .
C11 C 0.56883(17) 0.3216(3) 0.46005(11) 0.0380(5) Uani 1 1 d . . . . .
H11A H 0.565621 0.359834 0.507912 0.046 Uiso 1 1 calc R U . . .
H11B H 0.632350 0.266746 0.454315 0.046 Uiso 1 1 calc R U . . .
C12 C 0.41224(17) 0.1800(3) 0.48938(11) 0.0400(5) Uani 1 1 d . . . . .
H12 H 0.409096 0.245698 0.529412 0.048 Uiso 1 1 calc R U . . .
C13 C 0.34025(17) 0.0634(3) 0.47514(12) 0.0426(5) Uani 1 1 d . . . . .
H13 H 0.287560 0.050771 0.505030 0.051 Uiso 1 1 calc R U . . .
C1 C 0.69398(16) 0.4480(3) 0.14666(12) 0.0406(5) Uani 1 1 d . . . . .
H1 H 0.711231 0.344539 0.127678 0.049 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
O3 C5 1.359(2) . ?
O3 C11 1.445(2) . ?
O2 C8 1.225(3) . ?
O1 C1 1.217(3) . ?
C5 C4 1.402(3) . ?
C5 C6 1.405(3) . ?
C4 C3 1.398(3) . ?
C4 C8 1.506(3) . ?
C3 H3 0.9500 . ?
C3 C2 1.385(3) . ?
C9 C10 1.399(3) . ?
C9 C15 1.398(3) . ?
C9 C8 1.485(3) . ?
C10 C11 1.500(3) . ?
C10 C12 1.385(3) . ?
C15 H15 0.9500 . ?
C15 C14 1.383(3) . ?
C2 C7 1.410(3) . ?
C2 C1 1.467(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.365(3) . ?
C7 H7 0.9500 . ?
C14 H14 0.9500 . ?
C14 C13 1.386(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12 0.9500 . ?
C12 C13 1.392(3) . ?
C13 H13 0.9500 . ?
C1 H1 0.9500 . ?

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
C5 O3 C11 118.39(16) . . ?
O3 C5 C4 126.19(18) . . ?
O3 C5 C6 113.37(17) . . ?
C4 C5 C6 120.43(19) . . ?
C5 C4 C8 127.82(19) . . ?
C3 C4 C5 116.86(18) . . ?
C3 C4 C8 114.73(18) . . ?
C4 C3 H3 118.4 . . ?
C2 C3 C4 123.15(19) . . ?
C2 C3 H3 118.4 . . ?
C10 C9 C8 122.28(18) . . ?
C15 C9 C10 119.5(2) . . ?
C15 C9 C8 118.22(18) . . ?
C9 C10 C11 118.33(19) . . ?
C12 C10 C9 119.84(19) . . ?
C12 C10 C11 121.81(19) . . ?
C9 C15 H15 119.9 . . ?
C14 C15 C9 120.2(2) . . ?
C14 C15 H15 119.9 . . ?
O2 C8 C4 119.37(19) . . ?
O2 C8 C9 119.38(18) . . ?
C9 C8 C4 120.61(17) . . ?
C3 C2 C7 118.50(19) . . ?
C3 C2 C1 120.0(2) . . ?
C7 C2 C1 121.44(19) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.22(19) . . ?
C7 C6 H6 119.4 . . ?
C2 C7 H7 120.2 . . ?
C6 C7 C2 119.69(19) . . ?
C6 C7 H7 120.2 . . ?
C15 C14 H14 119.9 . . ?
C15 C14 C13 120.2(2) . . ?
C13 C14 H14 119.9 . . ?
O3 C11 C10 110.72(17) . . ?
O3 C11 H11A 109.5 . . ?
O3 C11 H11B 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C10 C12 H12 119.9 . . ?
C10 C12 C13 120.3(2) . . ?
C13 C12 H12 119.9 . . ?
C14 C13 C12 120.0(2) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
O1 C1 C2 124.9(2) . . ?
O1 C1 H1 117.6 . . ?
C2 C1 H1 117.6 . . ?

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
O3 C5 C4 C3 -174.38(17) . . . . ?
O3 C5 C4 C8 15.0(3) . . . . ?
O3 C5 C6 C7 176.73(17) . . . . ?
C5 O3 C11 C10 -76.6(2) . . . . ?
C5 C4 C3 C2 -3.9(3) . . . . ?
C5 C4 C8 O2 -170.86(19) . . . . ?
C5 C4 C8 C9 18.4(3) . . . . ?
C5 C6 C7 C2 -0.9(3) . . . . ?
C4 C5 C6 C7 -2.3(3) . . . . ?
C4 C3 C2 C7 0.9(3) . . . . ?
C4 C3 C2 C1 -176.18(17) . . . . ?
C3 C4 C8 O2 18.3(3) . . . . ?
C3 C4 C8 C9 -152.46(17) . . . . ?
C3 C2 C7 C6 1.6(3) . . . . ?
C3 C2 C1 O1 172.0(2) . . . . ?
C9 C10 C11 O3 73.8(2) . . . . ?
C9 C10 C12 C13 -0.2(3) . . . . ?
C9 C15 C14 C13 -1.4(3) . . . . ?
C10 C9 C15 C14 2.3(3) . . . . ?
C10 C9 C8 O2 146.8(2) . . . . ?
C10 C9 C8 C4 -42.4(3) . . . . ?
C10 C12 C13 C14 1.0(3) . . . . ?
C15 C9 C10 C11 176.61(18) . . . . ?
C15 C9 C10 C12 -1.5(3) . . . . ?
C15 C9 C8 O2 -33.6(3) . . . . ?
C15 C9 C8 C4 137.21(19) . . . . ?
C15 C14 C13 C12 -0.2(3) . . . . ?
C8 C4 C3 C2 168.02(17) . . . . ?
C8 C9 C10 C11 -3.8(3) . . . . ?
C8 C9 C10 C12 178.13(18) . . . . ?
C8 C9 C15 C14 -177.36(18) . . . . ?
C6 C5 C4 C3 4.5(3) . . . . ?
C6 C5 C4 C8 -166.16(19) . . . . ?
C7 C2 C1 O1 -5.0(3) . . . . ?
C11 O3 C5 C4 16.5(3) . . . . ?
C11 O3 C5 C6 -162.41(17) . . . . ?
C11 C10 C12 C13 -178.2(2) . . . . ?
C12 C10 C11 O3 -108.2(2) . . . . ?
C1 C2 C7 C6 178.57(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.658
_oxdiff_exptl_absorpt_empirical_full_min 0.643
####################################################################### 
# 
# 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_u065
_database_code_depnum_ccdc_archive 'CCDC 2144482'
loop_
_audit_author_name
_audit_author_address
'Birgit Hischa'
;University of Regensburg
Germany
;
_audit_update_record             
;
2022-01-25 deposited with the CCDC.	2022-02-16 downloaded from the CCDC.
;
_audit_creation_date             2021-05-27
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Alexander.Reichle@chemie.uni-regensburg.de
?
Birgit.Hischa@chemie.uni-regensburg.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C40 H42 Cu2 N2 O12)'
_chemical_formula_sum            'C20 H21 Cu N O6'
_chemical_formula_weight         434.92
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H13 Cu O6'
_chemical_oxdiff_usercomment     Reichle_Reiser_AR-663
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'
Cu Cu -1.9646 0.5888 '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      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                   9.8246(2)
_cell_length_b                   13.6030(3)
_cell_length_c                   14.54570(10)
_cell_angle_alpha                83.192(2)
_cell_angle_beta                 85.2690(10)
_cell_angle_gamma                88.081(2)
_cell_volume                     1923.11(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22042
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      71.4280
_cell_measurement_theta_min      3.0260
_shelx_estimated_absorpt_T_max   0.893
_shelx_estimated_absorpt_T_min   0.665
_exptl_absorpt_coefficient_mu    1.930
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             900
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 3 9 0.0311
5 2 7 0.0575
5 -3 5 0.0618
-6 -1 -1 0.1229
4 0 -7 0.0304
3 5 -5 0.0172
-6 -3 -4 0.1423
0 8 -2 0.0374
0 -8 2 0.0299
-1 -9 0 0.0341
0 9 -1 0.0299

_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.1675 3.4821 9.0387 0.1929 0.8237 0.5333
4.5250 1.9408 7.0924 0.0489 0.2308 0.9718
4.8990 -2.6095 5.4213 -0.4316 0.0056 0.9020
-6.3440 -1.1945 -0.8904 -0.0977 0.4993 -0.8609
4.1648 0.4193 -6.5369 0.1819 -0.9675 0.1755
3.3543 5.4465 -4.5722 0.7113 -0.6712 0.2086
-5.8625 -2.7780 -3.5738 -0.2189 0.2004 -0.9549
0.1941 8.3200 -2.0760 0.9909 -0.1285 -0.0403
-0.1259 -8.3000 2.1434 -0.9903 0.1283 0.0527
-1.0173 -8.6733 0.0980 -0.9844 0.0250 -0.1739
0.4614 8.6578 -0.6718 0.9971 -0.0248 0.0720

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0848
_diffrn_reflns_av_unetI/netI     0.0503
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_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            52324
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.028
_diffrn_reflns_theta_min         3.069
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  22.00   0.50    0.70    --    6.00  99.00   7.56   54
  2  ω     -6.00  23.00   0.50    0.70    --   -6.00  82.00-157.23   58
  3  ω      0.00  25.00   0.50    0.70    --   10.00  98.00-106.27   50
  4  ω      9.00  34.00   0.50    0.70    --   14.00  90.00 112.04   50
  5  ω     14.00  39.00   0.50    0.70    --   18.00  89.00 -29.86   50
  6  ω     16.00  41.00   0.50    0.70    --   18.00  86.00  62.34   50
  7  ω     16.00  41.00   0.50    0.70    --   18.00  85.00 123.56   50
  8  ω     16.00  41.00   0.50    0.70    --   18.00  85.00 -85.28   50
  9  ω     13.00  39.00   0.50    0.70    --   18.00  91.00 163.22   52
 10  ω    -43.00 -18.00   0.50    0.70    --  -22.00 122.00 137.58   50
 11  ω     25.00  50.00   0.50    0.70    --   22.00  77.00-119.31   50
 12  ω    -54.00 -26.00   0.50    0.70    --  -22.00 -76.00 -68.10   56
 13  ω     30.00  55.00   0.50    0.70    --   26.00  76.00  24.91   50
 14  ω     30.00  55.00   0.50    0.70    --   26.00  76.00 -67.81   50
 15  ω     30.00  55.00   0.50    0.70    --   26.00  76.00 -40.51   50
 16  ω     34.00  59.00   0.50    0.70    --   26.00  68.00  19.04   50
 17  ω     34.00  59.00   0.50    0.70    --   26.00  69.00 159.50   50
 18  ω     33.00  58.00   0.50    0.70    --   30.00  77.00-106.65   50
 19  ω    -62.00 -35.00   0.50    0.70    --  -30.00 -76.00 161.36   54
 20  ω    -27.00   0.00   0.50    0.70    --  -30.00 107.00  18.49   54
 21  ω     35.00  60.00   0.50    0.70    --   30.00  75.00 -35.76   50
 22  ω     39.00  64.00   0.50    0.70    --   34.00  75.00  57.60   50
 23  ω     42.00  67.00   0.50    0.70    --   34.00  67.00-164.59   50
 24  ω     41.00  66.00   0.50    0.70    --   34.00  70.00  96.52   50
 25  ω     37.00  62.00   0.50    0.70    --   34.00  77.00 118.11   50
 26  ω     40.00  65.00   0.50    0.70    --   34.00  73.00 -15.00   50
 27  ω     39.00  64.00   0.50    0.70    --   34.00  74.00-116.09   50
 28  ω     41.00  66.00   0.50    0.70    --   38.00  77.00 154.66   50
 29  ω     43.00  68.00   0.50    0.70    --   38.00  74.00 -78.77   50
 30  ω     42.00  69.00   0.50    0.70    --   38.00  77.00  24.41   54
 31  ω     43.00  68.00   0.50    0.70    --   38.00  74.00-160.29   50
 32  ω    -75.00 -48.00   0.50    0.70    --  -42.00 -72.00  64.90   54
 33  ω     48.00  73.00   0.50    0.70    --   42.00  72.00-160.07   50
 34  ω     50.00  75.00   0.50    0.70    --   42.00  69.00-129.10   50
 35  ω     48.00  73.00   0.50    0.70    --   42.00  72.00 175.57   50
 36  ω     48.00  73.00   0.50    0.70    --   42.00  72.00 139.25   50
 37  ω     49.00  74.00   0.50    0.70    --   42.00  70.00  -5.07   50
 38  ω     50.00  75.00   0.50    0.70    --   42.00  69.00 -46.88   50
 39  ω     49.00  74.00   0.50    0.70    --   42.00  71.00 -98.38   50
 40  ω     51.00  76.00   0.50    0.70    --   42.00  63.00  71.13   50
 41  ω     50.00  75.00   0.50    0.70    --   42.00  69.00  17.74   50
 42  ω     54.00  79.00   0.50    0.70    --   46.00  68.00  69.25   50
 43  ω     53.00  78.00   0.50    0.70    --   46.00  70.00 178.67   50
 44  ω    -80.00 -53.00   0.50    0.70    --  -50.00 -77.00   7.28   54
 45  ω     58.00  83.00   0.50    0.70    --   50.00  66.00  85.95   50
 46  ω     58.00  83.00   0.50    0.70    --   50.00  67.00  16.71   50
 47  ω     61.00  86.00   0.50    0.70    --   54.00  71.00  13.66   50
 48  ω    -87.00 -60.00   0.50    0.70    --  -54.00 -72.00 104.45   54
 49  ω    -87.00 -60.00   0.50    0.70    --  -54.00 -72.00 -54.01   54
 50  ω     63.00  88.00   0.50    0.70    --   54.00  63.00-177.17   50
 51  ω     61.00  86.00   0.50    0.70    --   54.00  70.00-149.98   50
 52  ω    -86.00 -60.00   0.50    0.70    --  -54.00 -72.00 -28.19   52
 53  ω    -98.00 -70.00   0.50    0.70    --  -58.00 -61.00 -63.44   56
 54  ω     66.00  91.00   0.50    0.70    --   58.00  69.00  99.55   50
 55  ω     64.00  89.00   0.50    0.70    --   58.00  72.00 -63.02   50
 56  ω     65.00  90.00   0.50    0.70    --   58.00  70.00  47.42   50
 57  ω     67.00  92.00   0.50    0.70    --   58.00  61.00  50.06   50
 58  ω     65.00  90.00   0.50    0.70    --   58.00  70.00-153.71   50
 59  ω     65.00  90.00   0.50    0.70    --   58.00  70.00  92.35   50
 60  ω     67.00  92.00   0.50    0.70    --   58.00  62.00 -79.82   50
 61  ω     66.00  91.00   0.50    0.70    --   58.00  69.00 -77.48   50
 62  ω     66.00  91.00   0.50    0.70    --   58.00  69.00-171.36   50
 63  ω    -92.00 -65.00   0.50    0.70    --  -58.00 -69.00  12.43   54
 64  ω     66.00  91.00   0.50    0.70    --   58.00  68.00-124.44   50
 65  ω     64.00  89.00   0.50    0.70    --   58.00  72.00 138.99   50
 66  ω     68.00  93.00   0.50    0.70    --   62.00  72.00  78.22   50
 67  ω     70.00 100.00   0.50    0.70    --   62.00  71.00-172.37   60
 68  ω     69.00  94.00   0.50    0.70    --   62.00  70.00 -58.46   50
 69  ω     69.00  94.00   0.50    0.70    --   62.00  71.00-107.63   50
 70  ω   -100.00 -69.00   0.50    0.70    --  -62.00 -71.00  12.15   62
 71  ω     20.00  47.00   0.50    0.70    --   62.57-125.00  60.00   54
 72  ω     20.00  47.00   0.50    0.70    --   62.57-125.00   0.00   54
 73  ω     75.00 102.00   0.50    0.70    --   62.57  15.00-150.00   54
 74  ω     31.00  72.00   0.50    0.70    --   62.57  15.00-150.00   82
 75  ω     20.00  58.00   0.50    0.70    --   62.57-125.00-150.00   76
 76  ω     19.00  90.00   0.50    0.70    --   62.57-125.00 -90.00  142
 77  ω     24.00  50.00   0.50    0.70    --   62.57-125.00 -60.00   52
 78  ω     19.00  67.00   0.50    0.70    --   62.57-125.00  90.00   96
 79  ω     19.00  79.00   0.50    0.70    --   62.57-125.00 -30.00  120
 80  ω     19.00  89.00   0.50    0.70    --   62.57-125.00 150.00  140
 81  ω     20.00  51.00   0.50    0.70    --   62.57-125.00-120.00   62
 82  ω    -56.00 -22.00   0.50    0.70    --  -64.16 125.00  30.00   68
 83  ω     71.00 103.00   0.50    0.70    --   66.00  74.00 133.52   64
 84  ω   -101.00 -75.00   0.50    0.70    --  -66.00 -59.00  92.12   52
 85  ω     44.00 114.00   0.50    0.70    --   68.89  19.00  67.32  140
 86  ω     84.00 113.00   0.50    0.70    --   68.89  20.00  -7.06   58
 87  ω     49.00  76.00   0.50    0.70    --   68.89  20.00  -7.06   54
 88  ω   -104.00 -75.00   0.50    0.70    --  -70.00 -74.00-117.89   58
 89  ω   -102.00 -75.00   0.50    0.70    --  -70.00 -73.00-161.05   54
 90  ω   -105.00 -79.00   0.50    0.70    --  -70.00 -64.00 -28.07   52
 91  ω   -103.00 -75.00   0.50    0.70    --  -70.00 -73.00 -32.94   56
 92  ω   -105.00 -76.00   0.50    0.70    --  -70.00 -72.00  58.96   58
 93  ω   -106.00 -77.00   0.50    0.70    --  -70.00 -71.00 151.13   58
 94  ω   -101.00 -75.00   0.50    0.70    --  -70.00 -74.00   2.46   52
 95  ω   -103.00 -75.00   0.50    0.70    --  -70.00 -74.00 -57.04   56
 96  ω    -72.00 -29.00   0.50    0.70    --  -70.24 125.00 -60.00   86
 97  ω    -81.00 -39.00   0.50    0.70    --  -70.24 -15.00   0.00   84
 98  ω    -54.00 -27.00   0.50    0.70    --  -70.24 125.00 -30.00   54
 99  ω    -99.00 -61.00   0.50    0.70    --  -70.24 125.00 -30.00   76
100  ω    -98.00 -26.00   0.50    0.70    --  -70.24 125.00-150.00  144
101  ω    -62.00 -26.00   0.50    0.70    --  -70.24 125.00 -90.00   72
102  ω    -58.00 -27.00   0.50    0.70    --  -70.24 125.00  90.00   62
103  ω    -99.00 -72.00   0.50    0.70    --  -70.24 125.00  90.00   54
104  ω    -97.00 -26.00   0.50    0.70    --  -70.24 125.00 120.00  142
105  ω    -72.00 -45.00   0.50    0.70    --  -70.58 -19.00 177.78   54
106  ω   -115.00 -76.00   0.50    0.70    --  -70.58 -19.00 177.78   78
107  ω     32.00  81.00   0.50    0.70    --   72.44-125.00-180.00   98
108  ω   -107.00 -78.00   0.50    2.00    --  -74.00 -75.00-121.51   58
109  ω   -107.00 -79.00   0.50    2.00    --  -74.00 -73.00 170.30   56
110  ω     38.00  99.00   0.50    2.00    --   75.21-125.00  90.00  122
111  ω     38.00 104.00   0.50    2.00    --   75.21-125.00-120.00  132
112  ω     79.00 104.00   0.50    2.00    --   75.21-125.00 -60.00   50
113  ω     35.00  60.00   0.50    2.00    --   75.21-125.00 -60.00   50
114  ω     35.00 104.00   0.50    2.00    --   75.21-125.00   0.00  138
115  ω     33.00 104.00   0.50    2.00    --   75.21-125.00 150.00  142
116  ω     33.00 104.00   0.50    2.00    --   75.21-125.00 120.00  142
117  ω     55.00 119.00   0.50    2.00    --   75.21  15.00 120.00  128
118  ω     45.00  95.00   0.50    2.00    --   75.21  15.00 -30.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0028540000
_diffrn_orient_matrix_UB_12      0.1135844000
_diffrn_orient_matrix_UB_13      -0.0223636000
_diffrn_orient_matrix_UB_21      -0.0929448000
_diffrn_orient_matrix_UB_22      0.0090283000
_diffrn_orient_matrix_UB_23      0.0893713000
_diffrn_orient_matrix_UB_31      0.1269813000
_diffrn_orient_matrix_UB_32      0.0057743000
_diffrn_orient_matrix_UB_33      0.0544202000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5785
_reflns_number_total             7274
_reflns_odcompleteness_completeness 99.17
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.607
_refine_diff_density_min         -1.121
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     511
_refine_ls_number_reflns         7274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0676
_refine_ls_R_factor_gt           0.0536
_refine_ls_restrained_S_all      1.126
_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)+(0.0843P)²+0.7796P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1461
_refine_ls_wR_factor_ref         0.1544
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C24(H24A,H24B), C17(H17A,H17B), C33(H33A,H33B)
2.b Aromatic/amide H refined with riding coordinates:
 C35(H35), C12(H12), C39(H39), C13(H13), C6(H6), C38(H38), C15(H15), C26(H26),
 C36(H36), C30(H30), C29(H29), C16(H16), C4(H4), C27(H27), C3(H3), C7(H7)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C19(H19A,H19B,H19C), C10(H10A,H10B,H10C), C1(H1A,H1B,
 H1C), C31(H31A,H31B,H31C), C40(H40A,H40B,H40C)
;
_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
Cu1 Cu 0.72137(4) 0.34448(3) 0.75581(3) 0.02338(14) Uani 1 1 d . . . . .
Cu2 Cu 0.46857(4) 0.40609(3) 0.73672(3) 0.02461(15) Uani 1 1 d . . . . .
O5 O 0.6391(2) 0.24958(17) 0.85568(15) 0.0305(5) Uani 1 1 d . . . . .
O8 O 0.4222(2) 0.29808(17) 0.83558(16) 0.0315(5) Uani 1 1 d . . . . .
O9 O 0.5050(2) 0.49360(17) 0.82968(15) 0.0295(5) Uani 1 1 d . . . . .
O7 O 0.5486(2) 0.50109(17) 0.63578(15) 0.0316(5) Uani 1 1 d . . . . .
O4 O 0.6825(2) 0.25113(17) 0.66822(15) 0.0318(5) Uani 1 1 d . . . . .
O3 O 0.4696(2) 0.30834(18) 0.64724(15) 0.0327(5) Uani 1 1 d . . . . .
O6 O 0.7640(2) 0.44336(18) 0.64764(15) 0.0311(5) Uani 1 1 d . . . . .
O10 O 0.7248(2) 0.44602(17) 0.84166(15) 0.0313(5) Uani 1 1 d . . . . .
O12 O 1.1414(2) 0.75964(18) 0.88901(17) 0.0369(6) Uani 1 1 d . . . . .
O2 O -0.0264(2) -0.00510(18) 0.85145(16) 0.0351(6) Uani 1 1 d . . . . .
O11 O 1.0763(2) 0.86988(18) 0.56461(17) 0.0397(6) Uani 1 1 d . . . . .
O1 O 0.4804(3) -0.21832(18) 0.74577(17) 0.0394(6) Uani 1 1 d . . . . .
N1 N 0.9363(3) 0.2929(2) 0.75751(19) 0.0302(6) Uani 1 1 d . . . . .
N2 N 0.2580(3) 0.4618(2) 0.72742(19) 0.0308(6) Uani 1 1 d . . . . .
C18 C 0.5106(3) 0.2414(2) 0.8726(2) 0.0245(7) Uani 1 1 d . . . . .
C23 C 0.6738(3) 0.4978(3) 0.6080(2) 0.0282(7) Uani 1 1 d . . . . .
C22 C 0.1517(3) 0.4958(2) 0.7311(2) 0.0269(7) Uani 1 1 d . . . . .
C34 C 0.7657(3) 0.6221(2) 0.9239(2) 0.0273(7) Uani 1 1 d . . . . .
C9 C 0.5702(3) 0.2502(2) 0.6325(2) 0.0276(7) Uani 1 1 d . . . . .
C14 C 0.3309(3) 0.1125(2) 0.9238(2) 0.0273(7) Uani 1 1 d . . . . .
C35 C 0.7970(3) 0.6972(2) 0.8524(2) 0.0288(7) Uani 1 1 d . . . . .
H35 H 0.731604 0.717610 0.808985 0.035 Uiso 1 1 calc R U . . .
C37 C 1.0193(3) 0.7126(2) 0.9061(2) 0.0273(7) Uani 1 1 d . . . . .
C12 C 0.0831(3) 0.1172(2) 0.9278(2) 0.0289(7) Uani 1 1 d . . . . .
H12 H -0.001792 0.146760 0.947156 0.035 Uiso 1 1 calc R U . . .
C25 C 0.8152(3) 0.6417(2) 0.5339(2) 0.0274(7) Uani 1 1 d . . . . .
C39 C 0.8620(3) 0.5956(2) 0.9870(2) 0.0296(7) Uani 1 1 d . . . . .
H39 H 0.841047 0.546039 1.037409 0.036 Uiso 1 1 calc R U . . .
C13 C 0.2059(3) 0.1549(2) 0.9491(2) 0.0290(7) Uani 1 1 d . . . . .
H13 H 0.203194 0.211295 0.981995 0.035 Uiso 1 1 calc R U . . .
C32 C 0.6197(3) 0.4982(2) 0.8616(2) 0.0273(7) Uani 1 1 d . . . . .
C6 C 0.4176(3) 0.0176(3) 0.6018(2) 0.0311(7) Uani 1 1 d . . . . .
H6 H 0.353413 0.047789 0.561142 0.037 Uiso 1 1 calc R U . . .
C11 C 0.0870(3) 0.0366(2) 0.8783(2) 0.0282(7) Uani 1 1 d . . . . .
C38 C 0.9892(3) 0.6398(2) 0.9786(2) 0.0307(7) Uani 1 1 d . . . . .
H38 H 1.054352 0.619902 1.022303 0.037 Uiso 1 1 calc R U . . .
C5 C 0.5296(3) 0.0720(2) 0.6180(2) 0.0289(7) Uani 1 1 d . . . . .
C15 C 0.3322(3) 0.0300(2) 0.8756(2) 0.0299(7) Uani 1 1 d . . . . .
H15 H 0.417009 -0.000613 0.857667 0.036 Uiso 1 1 calc R U . . .
C26 C 0.9505(3) 0.6435(3) 0.4959(2) 0.0318(7) Uani 1 1 d . . . . .
H26 H 0.985345 0.591369 0.462009 0.038 Uiso 1 1 calc R U . . .
C8 C 0.5554(4) 0.1736(3) 0.5677(2) 0.0318(7) Uani 1 1 d . . . . .
H8A H 0.639721 0.170980 0.525713 0.038 Uiso 1 1 calc R U . . .
H8B H 0.478689 0.193765 0.528913 0.038 Uiso 1 1 calc R U . . .
C36 C 0.9217(3) 0.7423(2) 0.8438(2) 0.0300(7) Uani 1 1 d . . . . .
H36 H 0.940999 0.794088 0.795098 0.036 Uiso 1 1 calc R U . . .
C24 C 0.7194(3) 0.5608(3) 0.5194(2) 0.0318(7) Uani 1 1 d . . . . .
H24A H 0.637930 0.591576 0.490729 0.038 Uiso 1 1 calc R U . . .
H24B H 0.765946 0.517890 0.475477 0.038 Uiso 1 1 calc R U . . .
C28 C 0.9862(3) 0.7966(2) 0.5569(2) 0.0302(7) Uani 1 1 d . . . . .
C2 C 0.4887(3) -0.1236(3) 0.7024(2) 0.0325(8) Uani 1 1 d . . . . .
C17 C 0.4625(3) 0.1576(3) 0.9440(2) 0.0304(7) Uani 1 1 d . . . . .
H17A H 0.449232 0.182386 1.005485 0.036 Uiso 1 1 calc R U . . .
H17B H 0.534832 0.105145 0.947580 0.036 Uiso 1 1 calc R U . . .
C30 C 0.7685(3) 0.7191(3) 0.5829(2) 0.0311(7) Uani 1 1 d . . . . .
H30 H 0.676559 0.719643 0.608848 0.037 Uiso 1 1 calc R U . . .
C29 C 0.8520(3) 0.7958(3) 0.5951(2) 0.0330(8) Uani 1 1 d . . . . .
H29 H 0.817560 0.847632 0.629601 0.040 Uiso 1 1 calc R U . . .
C16 C 0.2122(4) -0.0081(3) 0.8533(2) 0.0315(7) Uani 1 1 d . . . . .
H16 H 0.214905 -0.064912 0.820891 0.038 Uiso 1 1 calc R U . . .
C4 C 0.6195(3) 0.0251(3) 0.6803(2) 0.0331(8) Uani 1 1 d . . . . .
H4 H 0.695939 0.060000 0.694340 0.040 Uiso 1 1 calc R U . . .
C27 C 1.0351(3) 0.7206(3) 0.5070(2) 0.0344(8) Uani 1 1 d . . . . .
H27 H 1.126654 0.720982 0.480293 0.041 Uiso 1 1 calc R U . . .
C3 C 0.5995(4) -0.0705(3) 0.7217(2) 0.0337(8) Uani 1 1 d . . . . .
H3 H 0.662068 -0.100403 0.763700 0.040 Uiso 1 1 calc R U . . .
C20 C 1.0390(3) 0.2610(2) 0.7341(2) 0.0298(7) Uani 1 1 d . . . . .
C33 C 0.6297(3) 0.5718(3) 0.9313(2) 0.0328(8) Uani 1 1 d . . . . .
H33A H 0.556592 0.623110 0.922343 0.039 Uiso 1 1 calc R U . . .
H33B H 0.613266 0.536881 0.994715 0.039 Uiso 1 1 calc R U . . .
C21 C 0.0143(3) 0.5405(3) 0.7343(2) 0.0348(8) Uani 1 1 d . . . . .
H21A H -0.041318 0.509079 0.693640 0.052 Uiso 1 1 calc R U . . .
H21B H 0.019650 0.611539 0.713250 0.052 Uiso 1 1 calc R U . . .
H21C H -0.027482 0.530902 0.798145 0.052 Uiso 1 1 calc R U . . .
C7 C 0.3963(3) -0.0784(3) 0.6426(2) 0.0322(8) Uani 1 1 d . . . . .
H7 H 0.318954 -0.113016 0.629796 0.039 Uiso 1 1 calc R U . . .
C19 C 1.1729(3) 0.2205(3) 0.7044(2) 0.0357(8) Uani 1 1 d . . . . .
H19A H 1.207017 0.257346 0.645478 0.054 Uiso 1 1 calc R U . . .
H19B H 1.164713 0.150558 0.696075 0.054 Uiso 1 1 calc R U . . .
H19C H 1.236651 0.226441 0.751707 0.054 Uiso 1 1 calc R U . . .
C10 C -0.1561(3) 0.0406(3) 0.8759(2) 0.0366(8) Uani 1 1 d . . . . .
H10A H -0.159077 0.108881 0.845616 0.055 Uiso 1 1 calc R U . . .
H10B H -0.168415 0.040920 0.943467 0.055 Uiso 1 1 calc R U . . .
H10C H -0.229427 0.003331 0.855476 0.055 Uiso 1 1 calc R U . . .
C1 C 0.3804(4) -0.2803(3) 0.7166(3) 0.0432(9) Uani 1 1 d . . . . .
H1A H 0.396997 -0.284394 0.649737 0.065 Uiso 1 1 calc R U . . .
H1B H 0.288756 -0.252039 0.729629 0.065 Uiso 1 1 calc R U . . .
H1C H 0.387223 -0.346800 0.750393 0.065 Uiso 1 1 calc R U . . .
C31 C 1.0265(4) 0.9511(3) 0.6127(3) 0.0446(9) Uani 1 1 d . . . . .
H31A H 0.944752 0.980447 0.585059 0.067 Uiso 1 1 calc R U . . .
H31B H 1.097087 1.001058 0.607899 0.067 Uiso 1 1 calc R U . . .
H31C H 1.003446 0.927433 0.678295 0.067 Uiso 1 1 calc R U . . .
C40 C 1.2449(4) 0.7289(3) 0.9499(3) 0.0496(10) Uani 1 1 d . . . . .
H40A H 1.328131 0.765791 0.929356 0.074 Uiso 1 1 calc R U . . .
H40B H 1.264391 0.657890 0.949156 0.074 Uiso 1 1 calc R U . . .
H40C H 1.213568 0.741981 1.013126 0.074 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
Cu1 Cu2 2.6206(6) . ?
Cu1 O5 1.965(2) . ?
Cu1 O4 1.969(2) . ?
Cu1 O6 1.972(2) . ?
Cu1 O10 1.972(2) . ?
Cu1 N1 2.204(3) . ?
Cu2 O8 1.967(2) . ?
Cu2 O9 1.966(2) . ?
Cu2 O7 1.968(2) . ?
Cu2 O3 1.967(2) . ?
Cu2 N2 2.189(3) . ?
O5 C18 1.272(4) . ?
O8 C18 1.254(4) . ?
O9 C32 1.260(4) . ?
O7 C23 1.263(4) . ?
O4 C9 1.259(4) . ?
O3 C9 1.266(4) . ?
O6 C23 1.267(4) . ?
O10 C32 1.266(4) . ?
O12 C37 1.369(4) . ?
O12 C40 1.424(4) . ?
O2 C11 1.372(4) . ?
O2 C10 1.436(4) . ?
O11 C28 1.376(4) . ?
O11 C31 1.428(4) . ?
O1 C2 1.367(4) . ?
O1 C1 1.437(4) . ?
N1 C20 1.127(4) . ?
N2 C22 1.128(4) . ?
C18 C17 1.508(4) . ?
C23 C24 1.505(4) . ?
C22 C21 1.461(5) . ?
C34 C35 1.391(5) . ?
C34 C39 1.382(5) . ?
C34 C33 1.511(4) . ?
C9 C8 1.504(4) . ?
C14 C13 1.380(4) . ?
C14 C15 1.391(4) . ?
C14 C17 1.514(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.378(4) . ?
C37 C38 1.378(5) . ?
C37 C36 1.391(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.398(4) . ?
C12 C11 1.379(4) . ?
C25 C26 1.397(4) . ?
C25 C24 1.516(4) . ?
C25 C30 1.386(4) . ?
C39 H39 0.9500 . ?
C39 C38 1.394(4) . ?
C13 H13 0.9500 . ?
C32 C33 1.517(4) . ?
C6 H6 0.9500 . ?
C6 C5 1.397(4) . ?
C6 C7 1.384(5) . ?
C11 C16 1.394(5) . ?
C38 H38 0.9500 . ?
C5 C8 1.505(5) . ?
C5 C4 1.402(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.391(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C36 H36 0.9500 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C28 C29 1.388(5) . ?
C28 C27 1.384(5) . ?
C2 C3 1.392(5) . ?
C2 C7 1.388(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C30 H30 0.9500 . ?
C30 C29 1.385(5) . ?
C29 H29 0.9500 . ?
C16 H16 0.9500 . ?
C4 H4 0.9500 . ?
C4 C3 1.381(5) . ?
C27 H27 0.9500 . ?
C3 H3 0.9500 . ?
C20 C19 1.461(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C7 H7 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 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
O5 Cu1 Cu2 84.27(7) . . ?
O5 Cu1 O4 87.59(10) . . ?
O5 Cu1 O6 167.85(9) . . ?
O5 Cu1 O10 91.00(10) . . ?
O5 Cu1 N1 99.43(10) . . ?
O4 Cu1 Cu2 84.25(7) . . ?
O4 Cu1 O6 87.92(10) . . ?
O4 Cu1 O10 169.41(9) . . ?
O4 Cu1 N1 91.94(10) . . ?
O6 Cu1 Cu2 84.05(7) . . ?
O6 Cu1 N1 91.99(10) . . ?
O10 Cu1 Cu2 85.16(7) . . ?
O10 Cu1 O6 91.35(10) . . ?
O10 Cu1 N1 98.65(10) . . ?
N1 Cu1 Cu2 174.59(7) . . ?
O8 Cu2 Cu1 84.62(7) . . ?
O8 Cu2 O7 169.19(9) . . ?
O8 Cu2 N2 94.83(10) . . ?
O9 Cu2 Cu1 83.90(6) . . ?
O9 Cu2 O8 90.66(10) . . ?
O9 Cu2 O7 91.10(10) . . ?
O9 Cu2 O3 168.49(9) . . ?
O9 Cu2 N2 93.05(10) . . ?
O7 Cu2 Cu1 84.96(7) . . ?
O7 Cu2 N2 95.73(10) . . ?
O3 Cu2 Cu1 84.59(7) . . ?
O3 Cu2 O8 87.82(10) . . ?
O3 Cu2 O7 88.34(10) . . ?
O3 Cu2 N2 98.45(10) . . ?
N2 Cu2 Cu1 176.89(7) . . ?
C18 O5 Cu1 122.8(2) . . ?
C18 O8 Cu2 122.9(2) . . ?
C32 O9 Cu2 123.5(2) . . ?
C23 O7 Cu2 122.2(2) . . ?
C9 O4 Cu1 123.2(2) . . ?
C9 O3 Cu2 122.7(2) . . ?
C23 O6 Cu1 123.2(2) . . ?
C32 O10 Cu1 121.6(2) . . ?
C37 O12 C40 117.0(3) . . ?
C11 O2 C10 116.7(3) . . ?
C28 O11 C31 117.4(3) . . ?
C2 O1 C1 117.2(3) . . ?
C20 N1 Cu1 160.5(3) . . ?
C22 N2 Cu2 172.2(3) . . ?
O5 C18 C17 116.8(3) . . ?
O8 C18 O5 125.0(3) . . ?
O8 C18 C17 118.2(3) . . ?
O7 C23 O6 125.1(3) . . ?
O7 C23 C24 117.8(3) . . ?
O6 C23 C24 117.1(3) . . ?
N2 C22 C21 179.1(4) . . ?
C35 C34 C33 120.3(3) . . ?
C39 C34 C35 118.0(3) . . ?
C39 C34 C33 121.7(3) . . ?
O4 C9 O3 125.0(3) . . ?
O4 C9 C8 117.0(3) . . ?
O3 C9 C8 117.9(3) . . ?
C13 C14 C15 117.9(3) . . ?
C13 C14 C17 120.8(3) . . ?
C15 C14 C17 121.2(3) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 C34 120.9(3) . . ?
C36 C35 H35 119.6 . . ?
O12 C37 C38 124.8(3) . . ?
O12 C37 C36 115.5(3) . . ?
C38 C37 C36 119.7(3) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C11 C12 C13 119.1(3) . . ?
C26 C25 C24 122.0(3) . . ?
C30 C25 C26 117.7(3) . . ?
C30 C25 C24 120.3(3) . . ?
C34 C39 H39 119.1 . . ?
C34 C39 C38 121.7(3) . . ?
C38 C39 H39 119.1 . . ?
C14 C13 C12 122.0(3) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
O9 C32 O10 125.7(3) . . ?
O9 C32 C33 116.1(3) . . ?
O10 C32 C33 118.2(3) . . ?
C5 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C7 C6 C5 122.7(3) . . ?
O2 C11 C12 124.3(3) . . ?
O2 C11 C16 115.9(3) . . ?
C12 C11 C16 119.8(3) . . ?
C37 C38 C39 119.3(3) . . ?
C37 C38 H38 120.4 . . ?
C39 C38 H38 120.4 . . ?
C6 C5 C8 121.5(3) . . ?
C6 C5 C4 116.5(3) . . ?
C4 C5 C8 121.9(3) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.1(3) . . ?
C16 C15 H15 119.5 . . ?
C25 C26 H26 119.5 . . ?
C27 C26 C25 121.0(3) . . ?
C27 C26 H26 119.5 . . ?
C9 C8 C5 112.8(3) . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
C5 C8 H8A 109.0 . . ?
C5 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C35 C36 C37 120.4(3) . . ?
C35 C36 H36 119.8 . . ?
C37 C36 H36 119.8 . . ?
C23 C24 C25 113.1(3) . . ?
C23 C24 H24A 108.9 . . ?
C23 C24 H24B 108.9 . . ?
C25 C24 H24A 108.9 . . ?
C25 C24 H24B 108.9 . . ?
H24A C24 H24B 107.8 . . ?
O11 C28 C29 124.0(3) . . ?
O11 C28 C27 116.5(3) . . ?
C27 C28 C29 119.5(3) . . ?
O1 C2 C3 115.7(3) . . ?
O1 C2 C7 125.1(3) . . ?
C7 C2 C3 119.1(3) . . ?
C18 C17 C14 114.0(3) . . ?
C18 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C14 C17 H17A 108.8 . . ?
C14 C17 H17B 108.8 . . ?
H17A C17 H17B 107.6 . . ?
C25 C30 H30 119.0 . . ?
C29 C30 C25 121.9(3) . . ?
C29 C30 H30 119.0 . . ?
C28 C29 H29 120.1 . . ?
C30 C29 C28 119.7(3) . . ?
C30 C29 H29 120.1 . . ?
C11 C16 H16 120.0 . . ?
C15 C16 C11 120.1(3) . . ?
C15 C16 H16 120.0 . . ?
C5 C4 H4 119.3 . . ?
C3 C4 C5 121.5(3) . . ?
C3 C4 H4 119.3 . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.2(3) . . ?
C28 C27 H27 119.9 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.6(3) . . ?
C4 C3 H3 119.7 . . ?
N1 C20 C19 179.3(4) . . ?
C34 C33 C32 114.1(3) . . ?
C34 C33 H33A 108.7 . . ?
C34 C33 H33B 108.7 . . ?
C32 C33 H33A 108.7 . . ?
C32 C33 H33B 108.7 . . ?
H33A C33 H33B 107.6 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C6 C7 C2 119.5(3) . . ?
C6 C7 H7 120.2 . . ?
C2 C7 H7 120.2 . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
C20 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O11 C31 H31A 109.5 . . ?
O11 C31 H31B 109.5 . . ?
O11 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O12 C40 H40A 109.5 . . ?
O12 C40 H40B 109.5 . . ?
O12 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 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
Cu1 O5 C18 O8 -7.8(4) . . . . ?
Cu1 O5 C18 C17 173.18(19) . . . . ?
Cu1 O4 C9 O3 0.6(5) . . . . ?
Cu1 O4 C9 C8 -179.3(2) . . . . ?
Cu1 O6 C23 O7 5.3(4) . . . . ?
Cu1 O6 C23 C24 -172.7(2) . . . . ?
Cu1 O10 C32 O9 -1.2(5) . . . . ?
Cu1 O10 C32 C33 177.6(2) . . . . ?
Cu2 O8 C18 O5 4.3(4) . . . . ?
Cu2 O8 C18 C17 -176.61(19) . . . . ?
Cu2 O9 C32 O10 -2.5(5) . . . . ?
Cu2 O9 C32 C33 178.6(2) . . . . ?
Cu2 O7 C23 O6 -9.3(4) . . . . ?
Cu2 O7 C23 C24 168.7(2) . . . . ?
Cu2 O3 C9 O4 -4.2(5) . . . . ?
Cu2 O3 C9 C8 175.7(2) . . . . ?
O5 C18 C17 C14 -145.6(3) . . . . ?
O8 C18 C17 C14 35.3(4) . . . . ?
O9 C32 C33 C34 -144.0(3) . . . . ?
O7 C23 C24 C25 114.7(3) . . . . ?
O4 C9 C8 C5 77.5(4) . . . . ?
O3 C9 C8 C5 -102.4(3) . . . . ?
O6 C23 C24 C25 -67.1(4) . . . . ?
O10 C32 C33 C34 37.1(4) . . . . ?
O12 C37 C38 C39 -178.3(3) . . . . ?
O12 C37 C36 C35 177.5(3) . . . . ?
O2 C11 C16 C15 178.6(3) . . . . ?
O11 C28 C29 C30 179.4(3) . . . . ?
O11 C28 C27 C26 180.0(3) . . . . ?
O1 C2 C3 C4 178.7(3) . . . . ?
O1 C2 C7 C6 -178.9(3) . . . . ?
C34 C35 C36 C37 0.8(5) . . . . ?
C34 C39 C38 C37 0.8(5) . . . . ?
C14 C15 C16 C11 0.6(5) . . . . ?
C35 C34 C39 C38 -2.1(5) . . . . ?
C35 C34 C33 C32 76.0(4) . . . . ?
C12 C11 C16 C15 -2.0(5) . . . . ?
C25 C26 C27 C28 0.5(5) . . . . ?
C25 C30 C29 C28 0.6(5) . . . . ?
C39 C34 C35 C36 1.3(5) . . . . ?
C39 C34 C33 C32 -104.1(4) . . . . ?
C13 C14 C15 C16 0.3(5) . . . . ?
C13 C14 C17 C18 -83.4(4) . . . . ?
C13 C12 C11 O2 -178.3(3) . . . . ?
C13 C12 C11 C16 2.3(5) . . . . ?
C6 C5 C8 C9 126.0(3) . . . . ?
C6 C5 C4 C3 1.4(5) . . . . ?
C11 C12 C13 C14 -1.4(5) . . . . ?
C38 C37 C36 C35 -2.2(5) . . . . ?
C5 C6 C7 C2 0.2(5) . . . . ?
C5 C4 C3 C2 0.1(5) . . . . ?
C15 C14 C13 C12 0.1(5) . . . . ?
C15 C14 C17 C18 93.7(4) . . . . ?
C26 C25 C24 C23 115.6(3) . . . . ?
C26 C25 C30 C29 -0.5(5) . . . . ?
C8 C5 C4 C3 -175.8(3) . . . . ?
C36 C37 C38 C39 1.4(5) . . . . ?
C24 C25 C26 C27 177.4(3) . . . . ?
C24 C25 C30 C29 -178.0(3) . . . . ?
C17 C14 C13 C12 177.2(3) . . . . ?
C17 C14 C15 C16 -176.8(3) . . . . ?
C30 C25 C26 C27 -0.1(5) . . . . ?
C30 C25 C24 C23 -67.0(4) . . . . ?
C29 C28 C27 C26 -0.4(5) . . . . ?
C4 C5 C8 C9 -57.0(4) . . . . ?
C27 C28 C29 C30 -0.1(5) . . . . ?
C3 C2 C7 C6 1.4(5) . . . . ?
C33 C34 C35 C36 -178.7(3) . . . . ?
C33 C34 C39 C38 177.9(3) . . . . ?
C7 C6 C5 C8 175.7(3) . . . . ?
C7 C6 C5 C4 -1.5(5) . . . . ?
C7 C2 C3 C4 -1.5(5) . . . . ?
C10 O2 C11 C12 1.2(5) . . . . ?
C10 O2 C11 C16 -179.5(3) . . . . ?
C1 O1 C2 C3 -170.4(3) . . . . ?
C1 O1 C2 C7 9.8(5) . . . . ?
C31 O11 C28 C29 -1.9(5) . . . . ?
C31 O11 C28 C27 177.6(3) . . . . ?
C40 O12 C37 C38 1.4(5) . . . . ?
C40 O12 C37 C36 -178.3(3) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder oil'
_olex2_submission_original_sample_id AR-663
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.146
_oxdiff_exptl_absorpt_empirical_full_min 0.398
